# Electronic Supplementary Material (ESI) for Chemical Communications. # This journal is © The Royal Society of Chemistry 2017 ####################################################################### # # This file contains crystal structure data downloaded from the # Cambridge Structural Database (CSD) hosted by the Cambridge # Crystallographic Data Centre (CCDC). # # Full information about CCDC data access policies and citation # guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 # # Audit and citation data items may have been added by the CCDC. # Please retain this information to preserve the provenance of # this file and to allow appropriate attribution of the data. # ####################################################################### data_jml160_cu _database_code_depnum_ccdc_archive 'CCDC 1566497' _audit_update_record ; 2017-08-03 deposited with the CCDC. 2017-11-02 downloaded from the CCDC. ; _audit_creation_date 2016-07-18 _audit_creation_method ; Olex2 1.2 (compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155) ; _chemical_name_common ? _chemical_name_systematic ; tert-Butyl N-{[(4aR*,8aR*)-octahydropyrano[4,3-b]pyran-4a-yl]methyl}carbamate ; _chemical_formula_moiety 'C14 H25 N O4' _chemical_formula_sum 'C14 H25 N O4' _chemical_formula_weight 271.35 _chemical_melting_point ? _chemical_oxdiff_formula 'C14 H25 N1 O4' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_H-M_alt 'P 1 21/c 1' _space_group_name_Hall '-P 2ybc' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, y+1/2, -z+1/2' 3 '-x, -y, -z' 4 'x, -y-1/2, z-1/2' _cell_length_a 11.04739(18) _cell_length_b 12.2038(2) _cell_length_c 10.96322(18) _cell_angle_alpha 90.00 _cell_angle_beta 91.7913(16) _cell_angle_gamma 90.00 _cell_volume 1477.35(4) _cell_formula_units_Z 4 _cell_measurement_reflns_used 3537 _cell_measurement_temperature 120.01(19) _cell_measurement_theta_max 73.6110 _cell_measurement_theta_min 5.3490 _exptl_absorpt_coefficient_mu 0.721 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.740 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; CrysAlisPro 1.171.38.43b (Rigaku Oxford Diffraction, 2015) Numerical absorption correction based on gaussian integration over a multifaceted crystal model Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour colourless _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.220 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description irregular _exptl_crystal_F_000 592 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist -3 -3 6 0.0557 -6 1 3 0.0641 7 -2 -2 0.0275 -7 1 1 0.0653 7 2 2 0.0457 4 5 5 0.0877 -7 0 0 0.0770 -5 -5 0 0.0887 3 -5 5 0.0689 -3 5 -5 0.0427 3 7 -2 0.0518 -2 -7 -2 0.0841 4 -1 -6 0.0534 5 3 -4 0.0415 6 1 4 0.0452 _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.09 loop_ _exptl_oxdiff_crystal_face_indexfrac_h _exptl_oxdiff_crystal_face_indexfrac_k _exptl_oxdiff_crystal_face_indexfrac_l _exptl_oxdiff_crystal_face_x _exptl_oxdiff_crystal_face_y _exptl_oxdiff_crystal_face_z -3.0004 -3.0011 5.9997 -0.3648 -0.6389 -0.6834 -6.0003 0.9989 2.9990 -0.4140 0.1335 -0.8266 7.0002 -1.9988 -1.9987 0.4016 -0.3630 0.8869 -7.0000 0.9989 0.9985 -0.2129 0.3704 -0.8935 6.9995 2.0007 2.0023 -0.3532 -0.3927 0.9133 3.9990 5.0000 5.0022 -0.9296 -0.2530 0.5474 -6.9999 -0.0010 -0.0018 -0.0242 0.3778 -0.9001 -4.9995 -5.0007 -0.0018 0.4148 -0.1503 -0.8303 2.9998 -5.0002 5.0009 -0.0689 -1.0394 0.0441 -2.9998 5.0002 -5.0009 0.0689 1.0394 -0.0441 2.9997 7.0007 -1.9988 -0.3900 0.6092 0.7098 -1.9992 -7.0001 -2.0015 0.8026 -0.2974 -0.4577 4.0006 -0.9988 -5.9999 0.7139 0.2488 0.6621 5.0001 3.0012 -3.9990 0.1672 0.3480 0.8788 5.9994 1.0004 4.0022 -0.4748 -0.6057 0.6855 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.0214 _diffrn_reflns_av_unetI/netI 0.0256 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_number 6401 _diffrn_reflns_theta_full 73.75 _diffrn_reflns_theta_max 73.75 _diffrn_reflns_theta_min 4.00 _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 120.01(19) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 5.3095 _diffrn_detector_type Atlas _diffrn_measured_fraction_theta_full 0.964 _diffrn_measured_fraction_theta_max 0.964 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): # Type Start End Width t~exp~ \w \q \k \f Frames #-------------------------------------------------------------------------- 1 \w -64.00 29.00 1.00 2.00 -- -38.50 57.00 0.00 93 2 \w 79.00 106.00 1.00 2.00 -- 42.71 37.00-150.00 27 3 \w 38.00 63.00 1.00 2.00 -- 42.71 37.00-180.00 25 4 \w 31.00 144.00 1.00 8.00 -- 104.98 -15.00-120.00 113 5 \w 86.00 126.00 1.00 8.00 -- 104.98 -30.00 0.00 40 6 \w 87.00 119.00 1.00 8.00 -- 104.98 45.00 60.00 32 7 \w 124.00 175.00 1.00 8.00 -- 104.98 45.00 60.00 51 8 \w 86.00 119.00 1.00 8.00 -- 104.98 -45.00 120.00 33 9 \w 66.00 93.00 1.00 8.00 -- 104.98 -61.00 -60.00 27 10 \w 65.00 92.00 1.00 8.00 -- 104.98 -62.00-151.96 27 11 \w 37.00 127.00 1.00 8.00 -- 104.98 -64.00 -94.96 90 12 \w 37.00 92.00 1.00 8.00 -- 104.98 -64.00-126.58 55 13 \w -106.00 -18.00 1.00 2.00 -- -38.50 -37.00-180.00 88 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, Atlas' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 0.0034961000 _diffrn_orient_matrix_UB_12 -0.0864043000 _diffrn_orient_matrix_UB_13 -0.1022753000 _diffrn_orient_matrix_UB_21 -0.0539672000 _diffrn_orient_matrix_UB_22 0.0840406000 _diffrn_orient_matrix_UB_23 -0.0914416000 _diffrn_orient_matrix_UB_31 0.1285894000 _diffrn_orient_matrix_UB_32 0.0374848000 _diffrn_orient_matrix_UB_33 -0.0308441000 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'SuperNova (Cu) X-ray Source' _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 2549 _reflns_number_total 2882 _reflns_odcompleteness_completeness 99.39 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 66.97 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement 'CrysAlisPro 1.171.38.43b (Rigaku OD, 2015)' _computing_data_collection 'CrysAlisPro 1.171.38.43b (Rigaku OD, 2015)' _computing_data_reduction 'CrysAlisPro 1.171.38.43b (Rigaku OD, 2015)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'ShelXT (Sheldrick, 2015)' _refine_diff_density_max 0.293 _refine_diff_density_min -0.190 _refine_diff_density_rms 0.035 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 175 _refine_ls_number_reflns 2882 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0435 _refine_ls_R_factor_gt 0.0374 _refine_ls_restrained_S_all 1.052 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0393P)^2^+0.4832P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0880 _refine_ls_wR_factor_ref 0.0918 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups, All N(H) groups At 1.5 times of: All C(H,H,H) groups 2.a Ternary CH refined with riding coordinates: C5(H5) 2.b Secondary CH2 refined with riding coordinates: C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B) 2.c Aromatic/amide H refined with riding coordinates: N1(H1) 2.d Idealised Me refined as rotating group: C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C14(H14A,H14B,H14C) ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_refinement_flags_posn O1 O 0.52076(8) 0.63570(7) 0.54603(8) 0.0228(2) Uani 1 d . . . N1 N 0.66469(9) 0.39541(8) 0.65170(10) 0.0226(2) Uani 1 d . . . H1 H 0.6139 0.3886 0.5911 0.027 Uiso 1 calc . . R C1 C 0.72238(10) 0.59331(10) 0.63408(11) 0.0184(2) Uani 1 d . . . O2 O 0.77905(8) 0.78763(7) 0.64709(9) 0.0281(2) Uani 1 d . . . C2 C 0.64250(11) 0.60683(10) 0.51882(11) 0.0208(3) Uani 1 d . . . H2A H 0.6765 0.6633 0.4679 0.025 Uiso 1 calc . . R H2B H 0.6420 0.5388 0.4731 0.025 Uiso 1 calc . . R O3 O 0.81745(9) 0.30949(8) 0.75847(9) 0.0300(2) Uani 1 d . . . C3 C 0.51712(11) 0.74148(10) 0.60295(12) 0.0227(3) Uani 1 d . . . H3A H 0.4337 0.7611 0.6174 0.027 Uiso 1 calc . . R H3B H 0.5503 0.7959 0.5488 0.027 Uiso 1 calc . . R O4 O 0.68899(8) 0.21841(7) 0.62582(8) 0.0218(2) Uani 1 d . . . C4 C 0.58910(11) 0.74165(10) 0.72309(11) 0.0221(3) Uani 1 d . . . H4A H 0.5490 0.6950 0.7810 0.026 Uiso 1 calc . . R H4B H 0.5912 0.8154 0.7560 0.026 Uiso 1 calc . . R C5 C 0.71822(11) 0.70119(10) 0.70782(11) 0.0209(3) Uani 1 d . . . H5 H 0.7568 0.6896 0.7885 0.025 Uiso 1 calc . . R C6 C 0.90437(13) 0.76419(12) 0.63065(18) 0.0389(4) Uani 1 d . . . H6A H 0.9437 0.7493 0.7093 0.047 Uiso 1 calc . . R H6B H 0.9433 0.8275 0.5955 0.047 Uiso 1 calc . . R C7 C 0.91881(13) 0.66613(13) 0.54760(16) 0.0367(4) Uani 1 d . . . H7A H 1.0041 0.6495 0.5399 0.044 Uiso 1 calc . . R H7B H 0.8848 0.6826 0.4670 0.044 Uiso 1 calc . . R C8 C 0.85361(11) 0.56748(11) 0.60103(13) 0.0266(3) Uani 1 d . . . H8A H 0.8980 0.5429 0.6737 0.032 Uiso 1 calc . . R H8B H 0.8533 0.5081 0.5423 0.032 Uiso 1 calc . . R C9 C 0.67370(11) 0.50035(10) 0.71337(11) 0.0211(3) Uani 1 d . . . H9A H 0.7265 0.4924 0.7852 0.025 Uiso 1 calc . . R H9B H 0.5941 0.5208 0.7406 0.025 Uiso 1 calc . . R C10 C 0.73250(11) 0.30810(10) 0.68542(11) 0.0204(3) Uani 1 d . . . C11 C 0.74992(12) 0.11161(10) 0.63752(12) 0.0226(3) Uani 1 d . . . C12 C 0.87314(13) 0.11838(12) 0.58089(14) 0.0322(3) Uani 1 d . . . H12A H 0.8638 0.1432 0.4980 0.048 Uiso 1 calc . . GR H12B H 0.9103 0.0473 0.5823 0.048 Uiso 1 calc . . GR H12C H 0.9233 0.1690 0.6265 0.048 Uiso 1 calc . . GR C13 C 0.75604(14) 0.07359(12) 0.76946(12) 0.0320(3) Uani 1 d . . . H13A H 0.8113 0.1194 0.8157 0.048 Uiso 1 calc . . GR H13B H 0.7837 -0.0009 0.7731 0.048 Uiso 1 calc . . GR H13C H 0.6770 0.0783 0.8031 0.048 Uiso 1 calc . . GR C14 C 0.66598(13) 0.03762(11) 0.56226(13) 0.0292(3) Uani 1 d . . . H14A H 0.5873 0.0370 0.5971 0.044 Uiso 1 calc . . GR H14B H 0.6981 -0.0355 0.5621 0.044 Uiso 1 calc . . GR H14C H 0.6594 0.0645 0.4800 0.044 Uiso 1 calc . . GR loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0217(4) 0.0187(4) 0.0276(4) -0.0045(4) -0.0054(3) 0.0009(3) N1 0.0251(5) 0.0160(5) 0.0263(5) 0.0008(4) -0.0067(4) -0.0008(4) C1 0.0190(6) 0.0152(6) 0.0211(6) -0.0008(5) 0.0009(4) 0.0010(4) O2 0.0195(4) 0.0163(5) 0.0484(6) 0.0023(4) 0.0011(4) -0.0012(3) C2 0.0259(6) 0.0176(6) 0.0190(6) -0.0010(4) 0.0014(5) 0.0025(5) O3 0.0296(5) 0.0256(5) 0.0339(5) -0.0015(4) -0.0114(4) 0.0039(4) C3 0.0207(6) 0.0171(6) 0.0304(6) -0.0033(5) -0.0010(5) 0.0023(5) O4 0.0239(4) 0.0140(4) 0.0273(4) 0.0014(3) -0.0021(3) 0.0015(3) C4 0.0223(6) 0.0191(6) 0.0250(6) -0.0057(5) 0.0020(5) 0.0008(5) C5 0.0208(6) 0.0167(6) 0.0251(6) -0.0015(5) -0.0025(5) -0.0017(5) C6 0.0185(6) 0.0244(7) 0.0739(11) 0.0043(7) 0.0053(7) -0.0034(5) C7 0.0225(7) 0.0308(8) 0.0575(9) 0.0098(7) 0.0129(6) 0.0039(6) C8 0.0223(6) 0.0214(6) 0.0365(7) 0.0017(5) 0.0042(5) 0.0042(5) C9 0.0250(6) 0.0181(6) 0.0201(6) 0.0000(5) 0.0001(5) -0.0001(5) C10 0.0209(6) 0.0186(6) 0.0219(6) 0.0023(5) 0.0024(5) -0.0016(5) C11 0.0268(6) 0.0157(6) 0.0254(6) 0.0037(5) 0.0026(5) 0.0041(5) C12 0.0293(7) 0.0288(7) 0.0389(8) 0.0013(6) 0.0080(6) 0.0035(6) C13 0.0452(8) 0.0233(7) 0.0278(7) 0.0076(6) 0.0039(6) 0.0074(6) C14 0.0350(7) 0.0177(6) 0.0350(7) -0.0005(5) 0.0015(6) 0.0011(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C2 1.4306(15) . ? O1 C3 1.4350(15) . ? N1 H1 0.8600 . ? N1 C9 1.4501(16) . ? N1 C10 1.3476(16) . ? C1 C2 1.5275(16) . ? C1 C5 1.5464(16) . ? C1 C8 1.5380(16) . ? C1 C9 1.5366(17) . ? O2 C5 1.4267(15) . ? O2 C6 1.4306(17) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? O3 C10 1.2146(16) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C3 C4 1.5171(17) . ? O4 C10 1.3552(15) . ? O4 C11 1.4707(14) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C4 C5 1.5237(17) . ? C5 H5 0.9800 . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C6 C7 1.515(2) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C7 C8 1.5290(19) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C11 C12 1.5160(19) . ? C11 C13 1.5185(18) . ? C11 C14 1.5193(19) . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 O1 C3 110.58(9) . . ? C9 N1 H1 118.6 . . ? C10 N1 H1 118.6 . . ? C10 N1 C9 122.74(10) . . ? C2 C1 C5 108.34(10) . . ? C2 C1 C8 110.59(10) . . ? C2 C1 C9 110.14(10) . . ? C8 C1 C5 109.96(10) . . ? C9 C1 C5 108.43(10) . . ? C9 C1 C8 109.34(10) . . ? C5 O2 C6 112.50(10) . . ? O1 C2 C1 112.13(9) . . ? O1 C2 H2A 109.2 . . ? O1 C2 H2B 109.2 . . ? C1 C2 H2A 109.2 . . ? C1 C2 H2B 109.2 . . ? H2A C2 H2B 107.9 . . ? O1 C3 H3A 109.4 . . ? O1 C3 H3B 109.4 . . ? O1 C3 C4 110.96(10) . . ? H3A C3 H3B 108.0 . . ? C4 C3 H3A 109.4 . . ? C4 C3 H3B 109.4 . . ? C10 O4 C11 121.28(9) . . ? C3 C4 H4A 109.3 . . ? C3 C4 H4B 109.3 . . ? C3 C4 C5 111.79(10) . . ? H4A C4 H4B 107.9 . . ? C5 C4 H4A 109.3 . . ? C5 C4 H4B 109.3 . . ? C1 C5 H5 109.3 . . ? O2 C5 C1 111.31(10) . . ? O2 C5 C4 105.54(10) . . ? O2 C5 H5 109.3 . . ? C4 C5 C1 112.12(10) . . ? C4 C5 H5 109.3 . . ? O2 C6 H6A 109.5 . . ? O2 C6 H6B 109.5 . . ? O2 C6 C7 110.74(12) . . ? H6A C6 H6B 108.1 . . ? C7 C6 H6A 109.5 . . ? C7 C6 H6B 109.5 . . ? C6 C7 H7A 109.8 . . ? C6 C7 H7B 109.8 . . ? C6 C7 C8 109.39(12) . . ? H7A C7 H7B 108.2 . . ? C8 C7 H7A 109.8 . . ? C8 C7 H7B 109.8 . . ? C1 C8 H8A 109.0 . . ? C1 C8 H8B 109.0 . . ? C7 C8 C1 112.81(11) . . ? C7 C8 H8A 109.0 . . ? C7 C8 H8B 109.0 . . ? H8A C8 H8B 107.8 . . ? N1 C9 C1 114.11(10) . . ? N1 C9 H9A 108.7 . . ? N1 C9 H9B 108.7 . . ? C1 C9 H9A 108.7 . . ? C1 C9 H9B 108.7 . . ? H9A C9 H9B 107.6 . . ? N1 C10 O4 108.70(10) . . ? O3 C10 N1 125.54(12) . . ? O3 C10 O4 125.75(11) . . ? O4 C11 C12 109.29(10) . . ? O4 C11 C13 111.13(10) . . ? O4 C11 C14 102.09(10) . . ? C12 C11 C13 113.14(12) . . ? C12 C11 C14 110.53(11) . . ? C13 C11 C14 110.12(11) . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12B 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13B 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C11 C14 H14A 109.5 . . ? C11 C14 H14B 109.5 . . ? C11 C14 H14C 109.5 . . ? H14A C14 H14B 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C3 C4 C5 53.88(14) . . . . ? O2 C6 C7 C8 -57.21(17) . . . . ? C2 O1 C3 C4 -61.66(13) . . . . ? C2 C1 C5 O2 -69.34(12) . . . . ? C2 C1 C5 C4 48.62(13) . . . . ? C2 C1 C8 C7 71.66(15) . . . . ? C2 C1 C9 N1 57.50(13) . . . . ? C3 O1 C2 C1 64.63(13) . . . . ? C3 C4 C5 C1 -48.36(14) . . . . ? C3 C4 C5 O2 72.98(12) . . . . ? C5 C1 C2 O1 -56.87(13) . . . . ? C5 C1 C8 C7 -47.95(15) . . . . ? C5 C1 C9 N1 175.90(9) . . . . ? C5 O2 C6 C7 63.97(16) . . . . ? C6 O2 C5 C1 -60.80(14) . . . . ? C6 O2 C5 C4 177.33(11) . . . . ? C6 C7 C8 C1 50.77(16) . . . . ? C8 C1 C2 O1 -177.44(10) . . . . ? C8 C1 C5 O2 51.63(13) . . . . ? C8 C1 C5 C4 169.59(10) . . . . ? C8 C1 C9 N1 -64.22(13) . . . . ? C9 N1 C10 O3 -9.7(2) . . . . ? C9 N1 C10 O4 169.31(10) . . . . ? C9 C1 C2 O1 61.59(13) . . . . ? C9 C1 C5 O2 171.12(9) . . . . ? C9 C1 C5 C4 -70.91(12) . . . . ? C9 C1 C8 C7 -166.89(12) . . . . ? C10 N1 C9 C1 114.36(13) . . . . ? C10 O4 C11 C12 -66.04(14) . . . . ? C10 O4 C11 C13 59.53(15) . . . . ? C10 O4 C11 C14 176.90(10) . . . . ? C11 O4 C10 N1 175.68(10) . . . . ? C11 O4 C10 O3 -5.27(19) . . . . ? _iucr_refine_instructions_details ; TITL jml160_cu_a.res in P2(1)/c REM Old TITL JML160_Cu in P21/c #14 REM SHELXT solution in P2(1)/c REM R1 0.160, Rweak 0.128, Alpha 0.048, Orientation as input REM Formula found by SHELXT: C14 N O4 CELL 1.54184 11.04739 12.203845 10.963224 90 91.7913 90 ZERR 4 0.00018 0.000216 0.000179 0 0.0016 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H N O UNIT 56 100 4 16 L.S. 10 0 0 PLAN 20 BOND $H LIST 4 MORE -1 CONF fmap 2 53 acta REM REM REM WGHT 0.039300 0.483200 FVAR 9.95830 O1 4 0.520763 0.635699 0.546027 11.00000 0.02169 0.01872 = 0.02762 -0.00446 -0.00541 0.00092 N1 3 0.664686 0.395412 0.651700 11.00000 0.02505 0.01598 = 0.02625 0.00084 -0.00674 -0.00080 AFIX 43 H1 2 0.613944 0.388614 0.591073 11.00000 -1.20000 AFIX 0 C1 1 0.722381 0.593309 0.634082 11.00000 0.01902 0.01517 = 0.02105 -0.00081 0.00088 0.00098 O2 4 0.779049 0.787629 0.647094 11.00000 0.01949 0.01630 = 0.04841 0.00234 0.00114 -0.00116 C2 1 0.642495 0.606834 0.518816 11.00000 0.02591 0.01764 = 0.01903 -0.00104 0.00138 0.00252 AFIX 23 H2A 2 0.676509 0.663316 0.467911 11.00000 -1.20000 H2B 2 0.642015 0.538774 0.473103 11.00000 -1.20000 AFIX 0 O3 4 0.817450 0.309488 0.758467 11.00000 0.02963 0.02564 = 0.03387 -0.00150 -0.01144 0.00395 C3 1 0.517123 0.741485 0.602950 11.00000 0.02068 0.01709 = 0.03036 -0.00326 -0.00104 0.00227 AFIX 23 H3A 2 0.433703 0.761129 0.617377 11.00000 -1.20000 H3B 2 0.550285 0.795860 0.548776 11.00000 -1.20000 AFIX 0 O4 4 0.688993 0.218405 0.625820 11.00000 0.02390 0.01396 = 0.02734 0.00139 -0.00213 0.00153 C4 1 0.589099 0.741654 0.723094 11.00000 0.02227 0.01906 = 0.02497 -0.00575 0.00196 0.00080 AFIX 23 H4A 2 0.549012 0.695003 0.781004 11.00000 -1.20000 H4B 2 0.591224 0.815443 0.755974 11.00000 -1.20000 AFIX 0 C5 1 0.718224 0.701189 0.707824 11.00000 0.02080 0.01674 = 0.02507 -0.00151 -0.00252 -0.00170 AFIX 13 H5 2 0.756810 0.689609 0.788501 11.00000 -1.20000 AFIX 0 C6 1 0.904369 0.764191 0.630647 11.00000 0.01854 0.02441 = 0.07392 0.00434 0.00526 -0.00342 AFIX 23 H6A 2 0.943701 0.749348 0.709255 11.00000 -1.20000 H6B 2 0.943300 0.827492 0.595463 11.00000 -1.20000 AFIX 0 C7 1 0.918806 0.666132 0.547598 11.00000 0.02247 0.03080 = 0.05750 0.00976 0.01289 0.00390 AFIX 23 H7A 2 1.004078 0.649470 0.539889 11.00000 -1.20000 H7B 2 0.884847 0.682600 0.467015 11.00000 -1.20000 AFIX 0 C8 1 0.853613 0.567477 0.601029 11.00000 0.02226 0.02139 = 0.03647 0.00172 0.00421 0.00422 AFIX 23 H8A 2 0.898011 0.542901 0.673704 11.00000 -1.20000 H8B 2 0.853307 0.508061 0.542251 11.00000 -1.20000 AFIX 0 C9 1 0.673697 0.500346 0.713367 11.00000 0.02499 0.01806 = 0.02008 -0.00002 0.00012 -0.00008 AFIX 23 H9A 2 0.726462 0.492401 0.785213 11.00000 -1.20000 H9B 2 0.594116 0.520785 0.740628 11.00000 -1.20000 AFIX 0 C10 1 0.732504 0.308097 0.685425 11.00000 0.02085 0.01864 = 0.02191 0.00229 0.00244 -0.00160 C11 1 0.749922 0.111608 0.637524 11.00000 0.02680 0.01570 = 0.02535 0.00374 0.00264 0.00414 C12 1 0.873144 0.118383 0.580888 11.00000 0.02930 0.02876 = 0.03892 0.00130 0.00798 0.00348 AFIX 137 H12A 2 0.863794 0.143169 0.498024 11.00000 -1.50000 H12B 2 0.910323 0.047275 0.582293 11.00000 -1.50000 H12C 2 0.923344 0.168995 0.626483 11.00000 -1.50000 AFIX 0 C13 1 0.756035 0.073592 0.769458 11.00000 0.04519 0.02329 = 0.02780 0.00755 0.00394 0.00740 AFIX 137 H13A 2 0.811277 0.119362 0.815652 11.00000 -1.50000 H13B 2 0.783694 -0.000945 0.773063 11.00000 -1.50000 H13C 2 0.676999 0.078324 0.803069 11.00000 -1.50000 AFIX 0 C14 1 0.665976 0.037618 0.562265 11.00000 0.03495 0.01771 = 0.03502 -0.00046 0.00152 0.00114 AFIX 137 H14A 2 0.587318 0.037018 0.597082 11.00000 -1.50000 H14B 2 0.698144 -0.035456 0.562112 11.00000 -1.50000 H14C 2 0.659424 0.064540 0.480046 11.00000 -1.50000 HKLF 4 REM jml160_cu_a.res in P2(1)/c REM R1 = 0.0374 for 2549 Fo > 4sig(Fo) and 0.0435 for all 2882 data REM 175 parameters refined using 0 restraints END WGHT 0.0393 0.4832 REM Highest difference peak 0.293, deepest hole -0.190, 1-sigma level 0.035 Q1 1 0.6849 0.6002 0.5856 11.00000 0.05 0.29 Q2 1 0.7175 0.6449 0.6661 11.00000 0.05 0.28 Q3 1 0.6971 0.5563 0.6742 11.00000 0.05 0.26 Q4 1 0.7997 0.7407 0.7530 11.00000 0.05 0.24 Q5 1 0.5830 0.3771 0.6250 11.00000 0.05 0.23 Q6 1 0.5587 0.7393 0.6622 11.00000 0.05 0.23 Q7 1 0.6479 0.7165 0.7120 11.00000 0.05 0.22 Q8 1 0.7796 0.5845 0.6198 11.00000 0.05 0.21 Q9 1 0.7541 0.0935 0.6991 11.00000 0.05 0.21 Q10 1 0.8123 0.1194 0.6126 11.00000 0.05 0.19 Q11 1 0.7059 0.0653 0.6168 11.00000 0.05 0.18 Q12 1 0.7260 0.1624 0.6369 11.00000 0.05 0.17 Q13 1 0.7193 0.7392 0.6326 11.00000 0.05 0.14 Q14 1 0.9408 0.6153 0.6347 11.00000 0.05 0.13 Q15 1 0.7113 0.3592 0.6558 11.00000 0.05 0.13 Q16 1 0.8892 0.6164 0.5760 11.00000 0.05 0.12 Q17 1 0.6797 0.4494 0.6696 11.00000 0.05 0.12 Q18 1 0.8420 0.2990 0.6970 11.00000 0.05 0.11 Q19 1 0.6226 0.2233 0.6074 11.00000 0.05 0.11 Q20 1 0.9347 0.8369 0.6494 11.00000 0.05 0.11 REM The information below was added by Olex2. REM REM R1 = 0.0374 for 2549 Fo > 4sig(Fo) and 0.0435 for all 6627 data REM n/a parameters refined using n/a restraints REM Highest difference peak 0.29, deepest hole -0.19 REM Mean Shift 0, Max Shift 0.000. REM +++ Tabular Listing of Refinement Information +++ REM R1_all = 0.0435 REM R1_gt = 0.0374 REM wR_ref = 0.0918 REM GOOF = 1.052 REM Shift_max = 0.000 REM Shift_mean = 0 REM Reflections_all = 6627 REM Reflections_gt = 2549 REM Parameters = n/a REM Hole = -0.19 REM Peak = 0.29 REM Flack = n/a ; _olex2_date_sample_data_collection 2016-07-18 _olex2_submission_special_instructions 'No special instructions were received' _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling ; _oxdiff_exptl_absorpt_empirical_full_max 1.264 _oxdiff_exptl_absorpt_empirical_full_min 0.880 loop_ _refln_index_h _refln_index_k _refln_index_l _refln_F_squared_meas _refln_F_squared_sigma _refln_scale_group_code 1 0 0 338888 3302.05 1 -3 0 0 17414.3 382.274 2 3 0 0 16604.4 754.653 1 4 0 0 13740.4 802.886 1 5 0 0 547669 7190.64 1 6 0 0 9368.35 869.528 1 7 0 0 14070.4 1174.87 1 -7 0 0 12909.5 958.192 13 8 0 0 818.087 199.341 11 8 0 0 785.569 219.07 12 9 0 0 4600.83 413.912 12 9 0 0 5181.7 418.388 11 10 0 0 877.498 250.617 10 10 0 0 885.072 269.962 12 10 0 0 908.059 219.866 11 11 0 0 1267.65 263.094 10 11 0 0 1210.99 253.891 12 12 0 0 28442.3 854.18 10 12 0 0 27715.1 821.319 12 0 -1 0 79.0631 63.034 13 0 -1 0 141.219 51.7807 1 -1 -1 0 1715.16 130.864 13 1 -1 0 1622.44 180.334 1 2 -1 0 1641.91 263.002 1 2 1 0 1845.59 222.429 1 2 -1 0 2147.96 131.736 3 -2 -1 0 2049.83 203.501 13 3 1 0 469872 5345.83 1 3 -1 0 475337 5577.62 1 -3 -1 0 480604 4588.19 3 4 1 0 34622.6 1224.31 1 4 -1 0 35819.3 1331.13 1 -4 -1 0 35642.3 1083.6 13 5 1 0 278775 4481.47 1 -5 -1 0 275074 4023.9 13 5 -1 0 279205 4704.6 1 6 1 0 735.697 334.975 1 -6 -1 0 370.274 233.646 13 6 -1 0 1.24085 314.694 1 7 -1 0 36854.4 1964.21 1 8 1 0 47751.6 1190.63 12 8 -1 0 50081.9 1274.55 12 8 -1 0 47756.6 2435.74 1 9 -1 0 768.45 266.062 12 9 1 0 800.754 225.966 12 9 -1 0 980.058 255.072 11 10 1 0 21317.1 849.461 10 10 -1 0 21017.7 841.146 11 10 -1 0 22080.6 915.292 10 10 -1 0 20594.6 861.585 12 10 1 0 21993.6 833.37 12 11 -1 0 21987.8 868.14 12 11 1 0 22590.4 821.841 10 11 -1 0 22830.8 830.05 11 11 -1 0 22731 898.137 10 11 1 0 22591.8 799.92 12 12 -1 0 7549.06 461.453 10 12 -1 0 6821.35 437.127 12 13 -1 0 458.814 131.344 12 0 -2 0 830266 7446.28 1 -1 -2 0 146.83 116.784 13 1 -2 0 305.231 153.668 1 2 -2 0 46763.5 971.394 3 -2 -2 0 46453.5 946.774 13 2 -2 0 46092.5 1210.17 1 -3 -2 0 236696 3088.9 3 3 -2 0 244591 2729.76 3 3 -2 0 244117 3654.35 1 -3 -2 0 243842 3011.64 13 -4 -2 0 156416 2322.75 3 4 -2 0 161184 3146.01 1 -4 -2 0 159707 2498.8 13 -5 -2 0 240.331 169.782 13 5 -2 0 380.4 335.745 1 -6 -2 0 89183.1 2144 13 6 -2 0 85491.1 2789.05 1 7 -2 0 2056.79 553.704 1 8 -2 0 15346.4 1417.19 1 8 -2 0 14263.4 700.526 12 9 -2 0 11165.3 633.535 11 9 -2 0 11415.1 653.85 12 9 -2 0 11811.4 1361.09 1 9 -2 0 10516 662.836 10 10 -2 0 83169.2 1792.82 11 10 -2 0 85998.1 1859.84 12 10 -2 0 83486.1 1881.13 10 11 -2 0 3933.3 416.939 12 11 -2 0 3919.63 424.947 10 11 -2 0 4505.81 415.11 11 12 -2 0 721.817 210.646 12 12 -2 0 373.818 173.88 11 12 -2 0 558.369 201.485 10 13 -2 0 428.971 141.757 12 0 -3 0 470.957 150.156 1 -1 -3 0 228298 2905.28 13 1 -3 0 223982 2983.14 1 -2 -3 0 1496.13 231.695 13 2 -3 0 1446.06 279.428 1 2 -3 0 1659.38 253.725 3 3 -3 0 10562.8 542.465 3 -3 -3 0 11056.2 540.252 13 3 -3 0 11228.7 733.547 1 -3 -3 0 9811.23 611.233 3 -4 -3 0 3876.33 379.534 13 -4 -3 0 4178.67 426.06 3 4 -3 0 4821.6 584.364 1 -5 -3 0 86081.3 1893.28 13 5 -3 0 85088.6 2596.38 1 6 -3 0 24988.1 1526.84 1 7 -3 0 73666.1 1562.35 12 7 -3 0 75117 2935.35 1 8 -3 0 64379.8 1446.4 7 8 -3 0 67997.1 1577.58 12 8 -3 0 65135.5 1583.53 10 9 -3 0 276.471 237.874 11 9 -3 0 -126.058 219.999 10 9 -3 0 97.2518 231.99 12 10 -3 0 41569.2 1269.1 12 10 -3 0 41912.8 1305.78 10 10 -3 0 40335.7 1231.44 11 11 -3 0 2084 347.272 12 11 -3 0 2231.98 358.672 10 11 -3 0 1884.76 303.643 11 12 -3 0 1808.78 266.745 12 12 -3 0 1599.93 257.251 10 12 -3 0 1211.21 218.537 11 13 -3 0 18212.6 558.72 12 0 -4 0 7082.49 431.693 1 -1 -4 0 22954.8 664.182 1 1 -4 0 22994.1 877.149 1 2 -4 0 2872.41 365.412 3 -2 -4 0 2915.87 315.004 13 2 -4 0 2498.45 378.615 1 3 -4 0 18345.6 853.225 3 -3 -4 0 16830.4 927.245 3 3 -4 0 17674.5 1007.72 1 -3 -4 0 18534.8 787.51 13 -4 -4 0 1710.43 348.973 3 -4 -4 0 1443.62 262.295 13 4 -4 0 1728.19 454.691 1 4 -4 0 1202.11 243.196 3 5 -4 0 5474.67 698.071 1 -5 -4 0 6236.33 594.12 3 6 -4 0 4364.55 715.357 1 7 -4 0 2149.76 301.47 7 7 -4 0 2557.15 664.442 1 7 -4 0 2421.17 305.301 12 7 -4 0 1905.73 296.906 10 8 -4 0 70722.8 1661.94 12 8 -4 0 74393.9 1733.44 10 8 -4 0 73759.3 1603.76 7 9 -4 0 4818.33 473.722 12 9 -4 0 6441.58 528.304 11 9 -4 0 5233.35 510.423 10 10 -4 0 47982.5 1411 10 10 -4 0 49235.2 1373.96 11 10 -4 0 48298.2 1393 12 11 -4 0 15335 743.313 10 11 -4 0 15321.5 725.896 12 11 -4 0 14425 700.003 11 12 -4 0 2113.35 265.351 11 12 -4 0 2470.77 287.48 12 13 -4 0 2826.16 227.846 12 0 -5 0 24.1337 150.205 1 -1 -5 0 18691.5 1068.91 3 1 -5 0 21499.4 928.116 1 -1 -5 0 21035.6 701.674 1 1 -5 0 20505.7 1088.98 3 2 -5 0 147783 3020.42 3 2 -5 0 146251 2884.03 1 -2 -5 0 139533 3112.41 3 -2 -5 0 141556 1965.84 1 3 -5 0 12790.1 821.206 3 -3 -5 0 10784.4 857.651 3 -3 -5 0 11806.7 683.976 13 3 -5 0 12378.1 892.882 1 4 -5 0 93339.1 2746.68 1 -4 -5 0 101322 2689.48 3 -4 -5 0 102201 2132.06 13 4 -5 0 100429 2334.76 3 5 -5 0 2050.28 510.027 1 -5 -5 0 2056.12 418.869 3 6 -5 0 113.574 294.589 1 6 -5 0 345.264 180.054 7 6 -5 0 210.774 183.132 10 6 -5 0 386.813 180.627 12 7 -5 0 34765.8 1070.58 7 7 -5 0 32496.5 1064.35 12 7 -5 0 33006.7 2094.34 1 7 -5 0 33404.6 1101.88 10 8 -5 0 24240.2 1930.62 1 8 -5 0 24323.8 977.704 10 8 -5 0 23538.4 910.488 7 8 -5 0 23359.9 937.032 12 9 -5 0 70.7237 258.647 10 9 -5 0 329.612 281.866 11 9 -5 0 411.706 282.751 12 10 -5 0 1006.08 301.291 10 10 -5 0 775.716 249.942 11 10 -5 0 774.996 290.752 12 11 -5 0 1229.22 268.244 11 11 -5 0 1107.29 287.807 10 11 -5 0 1259.68 291.736 12 12 -5 0 486.559 175.843 11 12 -5 0 545.314 189.084 12 0 -6 0 128737 3214.39 3 0 -6 0 134191 2414.55 1 -1 -6 0 40719.4 1782.43 3 1 -6 0 42476.2 1418.19 1 1 -6 0 45008.7 1805.81 3 -2 -6 0 13179.1 1063.99 3 2 -6 0 13047.2 868.229 1 2 -6 0 12947.9 971.685 3 3 -6 0 2324.59 475.997 1 -3 -6 0 1963.21 471.257 3 3 -6 0 3026.55 503.936 3 4 -6 0 437.051 273.768 3 -4 -6 0 980.547 388.363 3 4 -6 0 907.634 353.541 1 5 -6 0 711.144 219.445 7 5 -6 0 1000.33 416.067 1 -5 -6 0 1574.57 423.602 3 6 -6 0 5254.27 430.355 7 6 -6 0 5554.68 437.164 12 6 -6 0 5399.68 859.241 1 6 -6 0 5592.33 449.487 10 7 -6 0 2868.1 364.066 7 7 -6 0 2772.53 371.855 12 7 -6 0 3222.19 396.106 10 7 -6 0 2922.16 739.435 1 8 -6 0 29712.6 1056.01 7 8 -6 0 27802.4 1042.2 11 8 -6 0 27098.2 1014.43 12 8 -6 0 29419.7 1102.11 10 9 -6 0 912.234 264.751 12 9 -6 0 1513.47 354.015 10 9 -6 0 1141.58 290.14 11 10 -6 0 1231.01 306.991 12 10 -6 0 1137.87 294.082 10 10 -6 0 648.276 267.644 11 11 -6 0 7104.01 477.363 12 11 -6 0 6238.1 448.285 11 12 -6 0 0.57906 134.004 11 12 -6 0 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172.948 8 6 -3 10 170.826 162.595 7 7 3 10 907.777 205.422 8 7 -3 10 619.194 160.553 7 8 3 10 4639.3 312.797 8 8 -3 10 3944.5 263.422 12 8 -4 -10 163.729 157.91 9 8 -4 -10 -2.79081 151.938 11 7 -4 -10 1214.44 249.097 9 7 -4 -10 1303.27 257.491 11 6 -4 -10 9973.56 579.495 11 6 -4 -10 8991.72 549.281 9 5 -4 -10 6953.73 517.131 11 5 -4 -10 7440.92 527.622 9 5 -4 -10 7628.36 485.962 4 -4 -4 10 13253.7 642.463 6 4 -4 -10 12261.7 699.723 11 4 -4 -10 12765.6 655.656 9 4 -4 -10 12219.2 652.278 4 -3 -4 10 4610.77 451.992 6 3 -4 -10 4875.56 466.41 11 3 -4 -10 4256.05 400.493 9 3 -4 -10 4560.27 445.474 4 2 -4 -10 555.287 260.687 4 -2 -4 10 1138.79 292.345 6 2 -4 -10 1296.23 292.444 11 -1 -4 10 26969.6 1036.08 6 1 -4 -10 28365.7 1081.26 4 0 -4 10 23559.6 973.835 6 0 -4 -10 25308.2 1033.16 4 1 -4 10 10689.4 674.781 6 -1 -4 -10 11023.8 698.628 4 -2 -4 -10 2256.87 367.412 4 2 -4 10 2148.87 355.751 6 3 4 10 4469.05 369.159 8 3 -4 10 5276.01 495.468 6 -3 -4 -10 4121.34 430.573 4 4 4 10 17068 725.5 8 -4 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195.552 8 4 -5 10 149.53 189.542 7 -4 -5 -10 124.887 181.634 4 5 5 10 1666.79 251.901 8 5 -5 10 1129.78 245.444 7 6 5 10 -58.1012 165.067 8 6 -5 10 -26.316 140.053 7 7 5 10 2521.31 249.87 8 7 -5 10 2736.52 222.725 7 7 -6 -10 -5.57127 126.652 9 7 -6 -10 433.682 165.74 11 6 -6 -10 2473.46 258.646 9 6 -6 -10 2279.31 221.386 4 6 -6 -10 2880.02 285.13 11 5 -6 -10 253.624 161.472 9 5 -6 -10 58.2421 152.425 4 5 -6 -10 58.1644 161.912 11 4 -6 -10 1844.77 301.216 4 4 -6 -10 1726.3 270.417 11 3 -6 -10 29260.1 987.011 4 -3 -6 10 26787.4 816.83 6 3 -6 -10 26961.4 874.514 11 2 -6 -10 37313.5 1172.13 4 -2 -6 10 35804.4 1026.82 6 -1 -6 10 4394.46 398.231 6 1 -6 -10 5332.69 489.62 4 0 -6 10 452.012 222.068 6 0 -6 -10 324.681 253.038 4 -1 -6 -10 7947.61 577.152 4 -2 -6 -10 9073.26 584.528 4 3 -6 10 21265 815.96 7 -3 -6 -10 21390.2 808.659 4 4 -6 10 1381.12 262.032 7 -4 -6 -10 1256.79 230.37 4 5 6 10 1824.76 246.233 8 5 -6 10 1647.18 240.288 7 6 6 10 2917.96 267.471 8 6 -6 10 1978.42 231.113 7 7 6 10 5760.76 300.843 8 7 -6 10 5783.81 278.964 7 6 -7 -10 50.9404 106.075 4 6 -7 -10 -139.263 116.526 11 5 -7 -10 2868.27 275.862 4 4 -7 -10 4056.41 365.691 4 3 -7 -10 335.66 198.617 4 2 -7 -10 709.969 259.924 4 1 -7 -10 889.756 287.782 4 0 -7 -10 1970.43 335.928 4 1 -7 10 1896.37 286.407 7 -1 -7 -10 1807.2 313.822 4 2 -7 10 20205.4 757.11 7 -2 -7 -10 19863.2 766.063 4 3 -7 10 951.455 235.685 7 -3 -7 -10 194.596 175.141 4 4 7 10 20377 644.491 8 4 -7 10 21167 715.076 7 5 7 10 276.297 137.794 8 5 -7 10 390.543 165.865 7 6 7 10 1060.25 162.592 8 6 -7 10 1513.23 184.104 7 5 -8 -10 137.512 132.277 4 4 -8 -10 2409.7 269.391 4 3 -8 -10 382.013 193.183 4 2 -8 -10 11324.8 577.47 4 1 -8 -10 16785.8 703.495 4 0 -8 10 327.264 169.644 7 0 -8 -10 -103.334 183.174 4 1 -8 10 20812.3 683.507 7 -1 -8 -10 21033.2 756.028 4 2 -8 10 3080.75 283.487 7 -2 -8 -10 3144.01 304.485 4 3 -8 10 1393.87 209.1 7 -3 -8 -10 836.195 168.113 4 4 -8 10 2504.13 245.892 7 5 -8 10 8899.42 374.666 7 4 -9 -10 4668.32 297.659 4 3 -9 -10 1546.02 223.447 4 2 -9 -10 6964.25 404.767 4 1 -9 -10 1939.83 254.586 4 0 -9 -10 1058.96 224.963 4 1 -9 10 340.964 125.621 7 -1 -9 -10 291.996 152.548 4 2 -9 10 26717.7 650.129 7 -2 -9 -10 24106.2 623.861 4 3 -9 10 518.91 120.831 7 2 -10 -10 7566.36 347.111 4 1 -10 -10 6739.14 333.588 4 -1 10 -10 2951.51 234.752 5 7 0 -11 260.847 173.127 11 6 0 -11 -10.6156 191.88 11 5 0 -11 117.981 219.772 11 4 0 -11 93.4082 237.544 11 3 0 -11 1.76153 164.681 4 2 0 -11 172.753 209.592 4 1 0 -11 -322.735 237.472 4 0 0 -11 269.725 264.048 4 0 0 11 193.062 276.319 6 -1 0 -11 71.6608 238.005 4 1 0 11 41.6401 238.702 6 -2 0 -11 348.846 288.969 4 2 0 11 -56.0328 212.092 6 -3 0 -11 215.957 261.902 4 3 0 11 310.174 210.266 6 4 0 11 62.2361 170.386 8 4 0 11 55.4124 155.066 6 5 0 11 -307.575 185.37 8 6 0 11 -85.0568 144.589 8 8 -1 -11 467.223 155.838 11 -7 -1 11 420.638 140.313 6 7 -1 -11 16.2635 168.286 11 6 -1 -11 1157.86 257.461 11 5 -1 -11 15431.6 736.767 11 4 -1 -11 6591.36 528.395 11 3 -1 -11 387.981 192.165 4 3 -1 -11 -19.2597 258.158 11 2 1 -11 690.212 242.978 4 2 -1 -11 197.426 227.764 4 -2 -1 11 335.927 289.269 6 1 1 -11 3498.92 392.917 4 1 -1 -11 4556.75 457.324 4 -1 -1 11 4381.15 471.021 6 0 -1 -11 4837.44 491.932 4 0 -1 11 4557.72 492.267 6 0 1 11 4845.6 483.019 6 0 1 -11 5327.82 473.56 4 1 -1 11 19652.3 881.027 6 1 1 11 19125.5 848.508 6 -1 1 -11 22056.9 909.188 4 -1 -1 -11 19897.8 891.987 4 -2 1 -11 4570.12 454.458 4 -2 -1 -11 4181.48 478.772 4 2 -1 11 4129.82 417.037 6 2 1 11 4153.53 403.175 6 -3 -1 -11 225.888 234.39 4 3 -1 11 399.136 230.766 6 3 1 11 387.503 172.416 6 4 1 11 -11.4442 150.506 8 -4 -1 -11 207.856 243.004 4 4 1 11 370.563 178.838 6 5 1 11 877.194 193.771 8 5 -1 11 984.686 188.19 7 6 1 11 804.173 189.024 8 7 1 11 181.619 136.724 8 8 -2 -11 3115.76 250.556 11 7 -2 -11 1073.32 210.777 11 -6 -2 11 16273.8 584.98 6 6 -2 -11 16015.4 682.415 11 -5 -2 11 16828.5 687.809 6 5 -2 -11 16399.4 742.15 11 -4 -2 11 4359.67 425.695 6 4 -2 -11 4340.7 444.903 11 4 -2 -11 3812.14 349.597 4 -3 -2 11 15512.8 748.218 6 3 -2 -11 14801.6 769.081 11 3 -2 -11 14139.9 677.636 4 2 2 -11 604.473 206.787 4 2 -2 -11 485.404 252.713 4 -2 -2 11 459.777 266.667 6 -1 -2 11 13403.7 738.162 6 1 2 -11 12179.3 653.909 4 1 -2 -11 12068.6 689.314 4 0 -2 11 16444.1 829.1 6 0 2 -11 17835.5 811.181 4 0 -2 -11 17315.5 827.819 4 -1 2 -11 484.956 258.211 4 -1 -2 -11 335.536 272.661 4 1 -2 11 619.233 274.425 6 1 2 11 464.115 256.467 6 2 -2 11 15476.6 748.011 6 2 2 11 13964.1 660.953 6 -2 -2 -11 15220.6 786.221 4 -3 -2 -11 531.414 256.383 4 3 -2 11 421.05 222.873 6 3 2 11 298.361 171.935 6 4 2 11 108.199 156.388 8 -4 -2 -11 395.469 228.604 4 5 2 11 16948.5 631.593 8 5 -2 11 17446.2 629.706 7 6 2 11 -81.0384 147.111 8 6 -2 11 38.3752 102.209 7 7 2 11 293.045 141.707 8 8 -3 -11 2009.07 198.076 11 7 -3 -11 10599.7 484.11 11 6 -3 -11 439.112 194.738 9 6 -3 -11 148.917 186.942 11 5 -3 -11 1393.73 252.106 9 -5 -3 11 898.435 202.789 6 5 -3 -11 963.775 263.071 11 -4 -3 11 9034.93 525.089 6 4 -3 -11 9211.29 574.099 11 4 -3 -11 8004.78 483.438 4 3 -3 -11 4021.68 388.131 4 -3 -3 11 3622.89 377.061 6 3 -3 -11 3769.22 411.898 11 -2 -3 11 29217.8 1030.55 6 2 -3 -11 31170.9 1042.11 4 1 -3 -11 3026.57 381.549 4 -1 -3 11 2442.29 375.072 6 0 -3 -11 2117.73 366.591 4 0 -3 11 1927.07 329.001 6 -1 -3 -11 1425.92 320.954 4 1 -3 11 1459.2 301.21 6 1 3 11 1452.91 269.858 6 2 -3 11 17349.1 784.88 6 2 3 11 15882.9 662.707 6 -2 -3 -11 15676.7 765.137 4 -3 -3 -11 1273.38 288.352 4 3 -3 11 1823.67 291.509 6 4 3 11 243.172 151.969 8 -4 -3 -11 192.916 216.536 4 5 3 11 16775.5 597.649 8 5 -3 11 16431.2 612.18 7 6 3 11 1143.18 185.91 8 6 -3 11 1225.27 173.185 7 7 -4 -11 181.681 140.808 11 6 -4 -11 1528.54 241.55 11 5 -4 -11 270.753 127.204 4 5 -4 -11 174.125 185.248 11 4 -4 -11 2400.55 297.839 4 -4 -4 11 2882.19 292.019 6 4 -4 -11 2314.37 309.808 11 3 -4 -11 155.07 187.555 4 -3 -4 11 64.6485 175.387 6 3 -4 -11 -200.772 199.813 11 -2 -4 11 7720.5 505.894 6 2 -4 -11 7122.94 522.158 4 -1 -4 11 14153 697.292 6 1 -4 -11 14966.3 739.355 4 0 -4 11 7162.92 517.16 6 0 -4 -11 7378.89 548.9 4 1 -4 11 10172.9 607.31 6 1 4 11 8650.11 488.733 6 -1 -4 -11 9243.51 596.791 4 -2 -4 -11 3250.74 386.93 4 2 -4 11 3675.48 393.744 6 -3 -4 -11 682.391 251.507 4 4 -4 11 4262.81 355.953 7 -4 -4 -11 3773.88 343.333 4 5 4 11 357.611 130.024 8 5 -4 11 115.028 141.028 7 6 4 11 -50.919 118.549 8 6 -4 11 138.934 101.454 7 6 -5 -11 941.809 193.447 11 5 -5 -11 12107.7 528.896 11 5 -5 -11 11758.3 465.757 4 4 -5 -11 520.398 192.921 4 4 -5 -11 1196.29 225.307 11 3 -5 -11 2506.51 317.412 4 -3 -5 11 2515.88 270.529 6 2 -5 -11 401.352 215.395 4 -2 -5 11 175.476 167.354 6 1 -5 -11 1297.31 292.571 4 -1 -5 11 1612.63 283.644 6 0 -5 11 19530.7 775.301 6 0 5 11 18167.8 692.915 6 0 -5 -11 20504.5 835.811 4 -1 -5 -11 58.662 212.748 4 1 -5 11 -438.406 228.519 6 -2 -5 -11 23513.7 860.72 4 3 -5 11 6869.17 441.771 7 -3 -5 -11 7661.65 469.033 4 4 -5 11 24106.4 755.178 7 -4 -5 -11 22787.3 701.904 4 5 5 11 274.639 134.235 8 5 -5 11 258.742 145.751 7 6 -5 11 391.869 114.516 7 5 -6 -11 5830.09 304.353 4 4 -6 -11 250.43 147.239 4 3 -6 -11 13115.6 597.701 4 2 -6 -11 534.253 214.746 4 1 -6 -11 219.644 215.727 4 0 -6 -11 2005.94 309.389 4 -1 -6 -11 4993.41 414.011 4 2 -6 11 9431.74 489.205 7 -2 -6 -11 8600.05 497.395 4 3 -6 11 6480.42 400.594 7 -3 -6 -11 6090.41 373.349 4 4 -6 11 21734.7 661.333 7 -4 -6 -11 18625.9 551.855 4 5 -6 11 13675.3 464.378 7 4 -7 -11 725.562 174.88 4 3 -7 -11 66.1318 158.651 4 2 -7 -11 -14.5966 172.388 4 -1 -7 11 20.9657 122.912 7 1 -7 -11 111.529 173.05 4 0 -7 11 15355.3 556.882 7 0 -7 -11 15548 638.971 4 1 -7 11 329.279 161.648 7 -1 -7 -11 587.368 202.729 4 2 -7 11 3879 301.353 7 -2 -7 -11 3450.36 299.061 4 3 -7 11 5240.36 320.993 7 -3 -7 -11 4544.36 281.326 4 4 -7 11 3259.58 241.759 7 3 -8 -11 24178.6 645.384 4 2 -8 -11 1579.02 221.087 4 1 -8 -11 6811.65 386.036 4 0 -8 -11 24155.3 698.361 4 1 -8 11 1479.68 165.669 7 -1 -8 -11 1685.74 209.083 4 2 -8 11 16970 491.903 7 3 -8 11 740.395 128.844 7 -6 0 12 1245.17 181.609 6 -5 0 12 22899.8 723.179 6 -4 0 12 1707.2 274.102 6 -3 0 12 7878.9 514.812 6 2 0 -12 1154.13 224.135 4 -2 0 12 1154.36 254.846 6 -1 0 12 18870.1 785.874 6 1 0 -12 17823.3 728.459 4 0 0 12 27222.6 933.077 6 0 0 -12 26311.1 904.117 4 1 0 12 4772.33 413.035 6 -1 0 -12 4060.59 401.662 4 2 0 12 13782.1 614.012 6 -2 0 -12 14064.7 669.54 4 3 0 12 15085.9 583.51 6 4 0 12 27353.2 673.683 7 -6 -1 12 25964.5 620.256 6 -6 1 12 26782.9 694.983 6 -5 -1 12 7793.48 411.01 6 -4 -1 12 1059.48 220.436 6 3 -1 -12 325.14 157.952 4 -3 -1 12 60.1251 192.681 6 2 -1 -12 -43.0935 184.474 4 -2 -1 12 153.043 203.827 6 -2 1 12 177.126 213.87 6 -1 -1 12 10755 601.788 6 -1 1 12 10319.3 588.668 6 1 1 -12 9467.87 524.97 4 1 -1 -12 10048.9 556.049 4 0 1 -12 2740.07 327.609 4 0 -1 -12 2342.35 336.261 4 0 -1 12 2494.18 326.251 6 0 1 12 2296.31 313.333 6 -1 -1 -12 454.09 227.241 4 1 -1 12 900.847 261.913 6 1 1 12 919.269 244.418 6 2 -1 12 10221.1 533.445 6 2 1 12 9547.98 494.944 6 -2 -1 -12 10804 581.532 4 3 -1 12 4397.15 340.153 6 3 1 12 4163.4 305.369 6 4 -1 12 7098.85 364.388 7 -5 -2 12 3193.45 254.974 6 -4 -2 12 3107.02 291.638 6 3 -2 -12 309.363 158.123 4 -3 -2 12 542.129 216.75 6 2 -2 -12 858.568 243.197 4 -2 -2 12 1025.94 263.115 6 1 -2 -12 -37.5944 196.43 4 -1 -2 12 -147.273 205.467 6 -1 2 12 -19.7291 197.446 6 0 -2 -12 1799.09 308.762 4 0 -2 12 1335.32 269.944 6 0 2 12 1408.03 267.412 6 -1 -2 -12 693.694 249.003 4 1 -2 12 496.309 201.4 6 1 2 12 1020.8 235.884 6 -2 -2 -12 3273.65 360.107 4 2 -2 12 3229.46 330.063 6 2 2 12 3055.76 272.453 6 -3 -2 -12 5138.36 396.635 4 4 -2 12 4837.26 306.305 7 -4 -3 12 30101.9 775.095 6 4 -3 -12 28155.3 700.753 4 -3 -3 12 5034.96 364.088 6 3 -3 -12 4900.83 357.842 4 2 -3 -12 1662.6 270.595 4 -2 -3 12 1832.61 279.123 6 1 -3 -12 523.925 225.857 4 -1 -3 12 232.285 202.539 6 -1 3 12 597.015 221.452 6 0 -3 12 14432.1 643.234 6 0 3 12 14277.8 610.707 6 0 -3 -12 15600.5 685.638 4 -1 -3 -12 373.423 203.675 4 1 -3 12 224.707 185.08 6 1 3 12 201.756 146.362 6 2 -3 12 10286.2 525.269 6 -2 -3 -12 10104.6 543.74 4 -3 -3 -12 3881.34 328.525 4 4 -3 12 7742.09 378.841 7 -4 -4 12 11324.9 404.53 6 4 -4 -12 11657.6 432.855 4 3 -4 -12 957.069 199.916 4 -3 -4 12 1123.42 194.944 6 2 -4 -12 399.878 181.25 4 -2 -4 12 -197.132 179.144 6 1 -4 -12 -212.601 194.385 4 -1 -4 12 59.7151 168.001 6 -1 4 12 -340.721 167.206 6 0 -4 -12 2312.41 320.512 4 0 -4 12 2559.12 288.311 6 0 4 12 2226.82 242.243 6 -1 -4 -12 747.104 228.662 4 1 -4 12 596.598 207.46 6 -2 -4 -12 8637.92 476.602 4 3 -4 12 24037.4 703.179 7 -3 -4 -12 23902.8 717.229 4 4 -4 12 14659 496.34 7 3 -5 -12 305.457 145.842 4 -2 -5 12 4067.8 285.211 6 -2 5 12 3734.64 288.314 6 2 -5 -12 4452.2 336.491 4 1 -5 -12 299.942 193.898 4 -1 5 12 180.383 127.424 6 0 -5 -12 253.803 197.134 4 -1 -5 -12 1139.77 216.561 4 -2 -5 -12 1326.63 210.479 4 2 -5 12 1071.66 194.631 7 3 -5 12 2811.67 247.448 7 -3 -5 -12 3115.57 259.203 4 4 -5 12 10.8592 113.227 7 3 -6 -12 10.0231 120.794 4 2 -6 -12 669.94 177.578 4 -1 -6 12 -48.8446 111.865 7 1 -6 -12 -107.924 143.788 4 0 -6 12 -73.5924 121.149 7 0 -6 -12 -205.863 156.357 4 1 -6 12 1119.14 182.04 7 -1 -6 -12 1498.74 207.527 4 2 -6 12 3839.05 262.926 7 -2 -6 -12 3519.44 259.902 4 3 -6 12 2098.55 190.46 7 1 -7 -12 130.888 126.971 4 0 -7 -12 7195.28 341.96 4 -4 0 13 -84.6858 118.587 6 -3 0 13 153.048 148.962 6 -2 0 13 65.9986 156.143 6 -1 0 13 -234.693 165.251 6 0 0 13 180.976 222.931 6 1 0 13 178.427 136.419 6 -4 -1 13 1883.82 184.955 6 -4 1 13 1890.07 203.055 6 -3 1 13 3313.55 272.759 6 -3 -1 13 2885.61 250.124 6 -2 -1 13 2196.32 252.561 6 -2 1 13 2498.32 265.081 6 1 -1 -13 1810.72 217.329 4 -1 1 13 1461.29 206.814 6 0 -1 13 218.064 150.598 6 0 1 13 518.047 160.643 6 1 -1 13 -54.601 145.503 6 1 1 13 14.135 121.046 6 -4 2 13 22746.4 589.3 6 -3 -2 13 10.4679 123.632 6 -3 2 13 -72.0055 133.652 6 -2 -2 13 12186.1 478.055 6 -2 2 13 13329.4 500.279 6 2 -2 -13 11847.8 438.39 4 1 -2 -13 174.791 161.506 4 -1 -2 13 165.01 144.491 6 -1 2 13 240.113 154.194 6 0 -2 13 8598.01 420.723 6 0 2 13 7820.44 368.938 6 0 -2 -13 8081.94 410.995 4 -1 -2 -13 1753.8 219.052 4 1 -2 13 2196.03 230.766 6 1 2 13 1844.19 180.907 6 -3 3 13 10581.8 401.799 6 2 -3 -13 1634.23 180.044 4 -2 -3 13 1888.02 199.208 6 -2 3 13 2149.75 203.274 6 -1 -3 13 4807.38 300.882 6 -1 3 13 4351.05 268.478 6 1 -3 -13 4237.66 290.499 4 0 -3 13 7699.54 382.981 6 0 -3 -13 7375.09 382.823 4 -1 -3 -13 2093.57 233.164 4 2 -3 13 45.6719 109.346 7 1 -4 -13 1205.14 174.83 4 0 -4 -13 4331.42 282.766 4 1 -4 13 3109.95 222.132 7 -1 -4 -13 3008.34 243.984 4 ####################################################################### # # This file contains crystal structure data downloaded from the # Cambridge Structural Database (CSD) hosted by the Cambridge # Crystallographic Data Centre (CCDC). # # Full information about CCDC data access policies and citation # guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 # # Audit and citation data items may have been added by the CCDC. # Please retain this information to preserve the provenance of # this file and to allow appropriate attribution of the data. # ####################################################################### data_jml397_cu _database_code_depnum_ccdc_archive 'CCDC 1566499' _audit_update_record ; 2017-08-03 deposited with the CCDC. 2017-11-02 downloaded from the CCDC. ; _audit_creation_date 2017-06-02 _audit_creation_method ; Olex2 1.2 (compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337) ; _shelx_SHELXL_version_number 2014/7 _chemical_name_common ? _chemical_name_systematic ; (4aR*,9bS*)-8-Methoxy-4a-(prop-2-en-1-yl)-2H,3H,4H,4aH,5H,9bH-indeno[2,1-e][1,3] oxazin-2-one ; _chemical_formula_moiety 'C15 H17 N O3' _chemical_formula_sum 'C15 H17 N O3' _chemical_formula_weight 259.29 _chemical_melting_point ? _chemical_oxdiff_formula 'C30 H34 N2 O6' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.7483(5) _cell_length_b 9.9314(7) _cell_length_c 11.0967(8) _cell_angle_alpha 63.764(7) _cell_angle_beta 79.148(6) _cell_angle_gamma 74.800(6) _cell_volume 641.49(9) _cell_formula_units_Z 2 _cell_measurement_reflns_used 2337 _cell_measurement_temperature 119.97(16) _cell_measurement_theta_max 73.6950 _cell_measurement_theta_min 5.0600 _shelx_estimated_absorpt_T_max ? _shelx_estimated_absorpt_T_min ? _exptl_absorpt_coefficient_mu 0.762 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.903 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015) Numerical absorption correction based on gaussian integration over a multifaceted crystal model Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_special_details ? _exptl_crystal_colour colourless _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.342 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_description block _exptl_crystal_F_000 276 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist -1 3 6 0.0549 -4 1 0 0.0568 4 0 1 0.0559 1 -3 -6 0.0171 1 6 3 0.0515 -1 2 7 0.0456 -1 -6 -3 0.0141 -3 3 -2 0.0672 -1 6 2 0.0617 3 4 6 0.0711 3 2 -3 0.0213 -3 -2 3 0.0374 0 6 0 0.0487 0 -5 1 0.0259 _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 loop_ _exptl_oxdiff_crystal_face_indexfrac_h _exptl_oxdiff_crystal_face_indexfrac_k _exptl_oxdiff_crystal_face_indexfrac_l _exptl_oxdiff_crystal_face_x _exptl_oxdiff_crystal_face_y _exptl_oxdiff_crystal_face_z -1.0000 3.0000 6.0000 -0.3987 0.2678 -0.8086 -4.0000 1.0000 0.0000 -0.2222 -0.7134 -0.6653 4.0000 0.0000 1.0000 0.2363 0.7742 0.4959 1.0000 -3.0000 -6.0000 0.3987 -0.2678 0.8086 1.0000 6.0000 3.0000 0.5254 0.2791 -0.7160 -1.0000 2.0000 7.0000 -0.6478 0.3788 -0.7477 -1.0000 -6.0000 -3.0000 -0.5254 -0.2791 0.7160 -3.0000 3.0000 -2.0000 0.3644 -0.7633 -0.6495 -1.0000 6.0000 2.0000 0.4660 -0.1510 -0.9368 3.0000 4.0000 6.0000 0.0866 0.9310 -0.3735 3.0000 2.0000 -3.0000 0.8810 0.2085 0.3453 -3.0000 -2.0000 3.0000 -0.8810 -0.2085 -0.3453 -0.0000 6.0000 0.0000 0.7894 -0.1506 -0.6907 0.0000 -5.0000 1.0000 -0.7754 0.2114 0.5213 _exptl_transmission_factor_max ? _exptl_transmission_factor_min ? _diffrn_reflns_av_R_equivalents 0.0277 _diffrn_reflns_av_unetI/netI 0.0391 _diffrn_reflns_Laue_measured_fraction_full 0.961 _diffrn_reflns_Laue_measured_fraction_max 0.921 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_number 4223 _diffrn_reflns_point_group_measured_fraction_full 0.961 _diffrn_reflns_point_group_measured_fraction_max 0.921 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 73.970 _diffrn_reflns_theta_min 4.458 _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 119.97(16) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 5.3095 _diffrn_detector_type Atlas _diffrn_measured_fraction_theta_full 0.961 _diffrn_measured_fraction_theta_max 0.921 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): # Type Start End Width t~exp~ \w \q \k \f Frames #-------------------------------------------------------------------------- 1 \w -42.00 -13.00 1.00 1.00 -- -38.50 -57.00 90.00 29 2 \w -59.00 -17.00 1.00 1.00 -- -38.50 -65.00 56.67 42 3 \w -96.00 -62.00 1.00 1.00 -- -38.50 -65.00 56.67 34 4 \w -64.00 -20.00 1.00 1.00 -- -38.50 63.00 -90.00 44 5 \w -65.00 29.00 1.00 1.00 -- -38.50 65.00 -45.44 94 6 \w 78.00 109.00 1.00 1.00 -- 42.96 37.00 120.00 31 7 \w 148.00 174.00 1.00 4.00 -- 104.98 45.00 90.00 26 8 \w 97.00 174.00 1.00 4.00 -- 104.98 45.00 -90.00 77 9 \w 84.00 126.00 1.00 4.00 -- 104.98 45.00 90.00 42 10 \w 73.00 100.00 1.00 4.00 -- 104.98 -65.00 25.58 27 11 \w 61.00 93.00 1.00 4.00 -- 104.98 -65.00 5.56 32 12 \w 56.00 119.00 1.00 4.00 -- 104.98 -64.00 -44.72 63 13 \w 50.00 96.00 1.00 4.00 -- 104.98 -65.00-112.49 46 14 \w 39.00 124.00 1.00 4.00 -- 104.98 -30.00 -90.00 85 15 \w 52.00 113.00 1.00 4.00 -- 104.98 -65.00 81.10 61 16 \w 52.00 112.00 1.00 4.00 -- 104.98 -64.00 164.23 60 17 \w 31.00 141.00 1.00 4.00 -- 104.98 -15.00 90.00 110 18 \w 31.00 66.00 1.00 1.00 -- 42.96 -65.00 -25.82 35 19 \w 17.00 53.00 1.00 1.00 -- 42.96 63.00 48.85 36 20 \w 22.00 87.00 1.00 1.00 -- 42.96 65.00-175.43 65 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, Atlas' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 0.0884466000 _diffrn_orient_matrix_UB_12 0.1315749000 _diffrn_orient_matrix_UB_13 -0.1174983000 _diffrn_orient_matrix_UB_21 0.1720831000 _diffrn_orient_matrix_UB_22 -0.0251018000 _diffrn_orient_matrix_UB_23 0.0858641000 _diffrn_orient_matrix_UB_31 0.1375550000 _diffrn_orient_matrix_UB_32 -0.1151190000 _diffrn_orient_matrix_UB_33 -0.0542760000 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'SuperNova (Cu) X-ray Source' _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_full . _reflns_Friedel_fraction_max . _reflns_number_gt 2070 _reflns_number_total 2397 _reflns_odcompleteness_completeness 96.33 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 66.97 _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _reflns_threshold_expression 'I > 2\s(I)' _computing_cell_refinement 'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)' _computing_data_collection 'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)' _computing_data_reduction 'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'ShelXT (Sheldrick, 2015)' _refine_diff_density_max 0.348 _refine_diff_density_min -0.218 _refine_diff_density_rms 0.043 _refine_ls_extinction_coef . _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 173 _refine_ls_number_reflns 2397 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0450 _refine_ls_R_factor_gt 0.0379 _refine_ls_restrained_S_all 1.028 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0496P)^2^+0.1214P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0941 _refine_ls_wR_factor_ref 0.0996 _refine_special_details ? _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups, All N(H) groups At 1.5 times of: All C(H,H,H) groups 2.a Ternary CH refined with riding coordinates: C4(H4) 2.b Secondary CH2 refined with riding coordinates: C6(H6A,H6B), C11(H11A,H11B), C13(H13A,H13B) 2.c Aromatic/amide H refined with riding coordinates: N1(H1), C2(H2), C8(H8), C9(H9), C14(H14) 2.d X=CH2 refined with riding coordinates: C15(H15A,H15B) 2.e Idealised Me refined as rotating group: C10(H10A,H10B,H10C) ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _atom_sites_solution_secondary ? loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.40576(17) 0.91319(12) 0.36596(11) 0.0268(3) Uani 1 1 d . . . . . N1 N 0.69079(18) 0.13528(14) 0.90361(12) 0.0196(3) Uani 1 1 d . . . . . H1 H 0.6970 0.0402 0.9573 0.024 Uiso 1 1 calc R . . . . C1 C 0.5617(2) 0.81677(17) 0.44524(14) 0.0212(3) Uani 1 1 d . . . . . O2 O 0.48642(14) 0.36331(11) 0.76997(10) 0.0202(2) Uani 1 1 d . . . . . C2 C 0.5226(2) 0.67201(17) 0.53235(14) 0.0205(3) Uani 1 1 d . . . . . H2 H 0.3975 0.6472 0.5356 0.025 Uiso 1 1 calc R . . . . O3 O 0.34351(15) 0.16752(12) 0.91025(11) 0.0252(3) Uani 1 1 d . . . . . C3 C 0.6737(2) 0.56662(16) 0.61347(13) 0.0186(3) Uani 1 1 d . . . . . C4 C 0.6802(2) 0.40180(16) 0.70466(13) 0.0181(3) Uani 1 1 d . . . . . H4 H 0.7367 0.3421 0.6509 0.022 Uiso 1 1 calc R . . . . C5 C 0.83657(19) 0.36262(15) 0.80478(13) 0.0163(3) Uani 1 1 d . . . . . C6 C 0.9994(2) 0.45592(16) 0.70969(14) 0.0188(3) Uani 1 1 d . . . . . H6A H 1.0762 0.4824 0.7589 0.023 Uiso 1 1 calc R . . . . H6B H 1.0947 0.4000 0.6624 0.023 Uiso 1 1 calc R . . . . C7 C 0.8641(2) 0.59849(17) 0.61273(13) 0.0186(3) Uani 1 1 d . . . . . C8 C 0.8998(2) 0.74340(17) 0.52774(14) 0.0204(3) Uani 1 1 d . . . . . H8 H 1.0242 0.7681 0.5263 0.024 Uiso 1 1 calc R . . . . C9 C 0.7486(2) 0.85349(17) 0.44357(14) 0.0214(3) Uani 1 1 d . . . . . H9 H 0.7732 0.9508 0.3868 0.026 Uiso 1 1 calc R . . . . C10 C 0.4421(3) 1.05891(18) 0.26636(15) 0.0283(3) Uani 1 1 d . . . . . H10A H 0.3278 1.1105 0.2115 0.043 Uiso 1 1 calc GR . . . . H10B H 0.5658 1.0442 0.2107 0.043 Uiso 1 1 calc GR . . . . H10C H 0.4571 1.1198 0.3101 0.043 Uiso 1 1 calc GR . . . . C11 C 0.8881(2) 0.18808(16) 0.86647(14) 0.0184(3) Uani 1 1 d . . . . . H11A H 0.9732 0.1514 0.8019 0.022 Uiso 1 1 calc R . . . . H11B H 0.9628 0.1494 0.9457 0.022 Uiso 1 1 calc R . . . . C12 C 0.5031(2) 0.21650(16) 0.86449(14) 0.0193(3) Uani 1 1 d . . . . . C13 C 0.7457(2) 0.42194(16) 0.91537(13) 0.0194(3) Uani 1 1 d . . . . . H13A H 0.7242 0.5329 0.8756 0.023 Uiso 1 1 calc R . . . . H13B H 0.6129 0.3938 0.9524 0.023 Uiso 1 1 calc R . . . . C14 C 0.8865(2) 0.35650(17) 1.02708(15) 0.0233(3) Uani 1 1 d . . . . . H14 H 1.0270 0.3519 1.0030 0.028 Uiso 1 1 calc R . . . . C15 C 0.8246(3) 0.30525(19) 1.15668(16) 0.0307(4) Uani 1 1 d . . . . . H15A H 0.6852 0.3081 1.1844 0.037 Uiso 1 1 calc R . . . . H15B H 0.9203 0.2663 1.2203 0.037 Uiso 1 1 calc R . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0274(5) 0.0223(5) 0.0236(5) -0.0026(4) -0.0094(4) -0.0010(4) N1 0.0167(5) 0.0179(6) 0.0215(6) -0.0044(5) -0.0034(4) -0.0043(5) C1 0.0234(7) 0.0221(7) 0.0156(6) -0.0071(6) -0.0036(5) -0.0007(6) O2 0.0140(4) 0.0203(5) 0.0219(5) -0.0032(4) -0.0042(4) -0.0046(4) C2 0.0185(6) 0.0255(7) 0.0176(6) -0.0083(6) -0.0029(5) -0.0048(6) O3 0.0163(5) 0.0234(5) 0.0302(6) -0.0042(4) -0.0025(4) -0.0068(4) C3 0.0191(6) 0.0216(7) 0.0152(6) -0.0075(6) -0.0002(5) -0.0053(6) C4 0.0147(6) 0.0225(7) 0.0173(6) -0.0078(6) -0.0012(5) -0.0048(5) C5 0.0132(6) 0.0186(7) 0.0169(6) -0.0069(5) -0.0026(5) -0.0027(5) C6 0.0162(6) 0.0209(7) 0.0190(6) -0.0077(6) -0.0010(5) -0.0048(5) C7 0.0174(6) 0.0231(7) 0.0168(6) -0.0105(6) 0.0001(5) -0.0034(5) C8 0.0186(6) 0.0246(7) 0.0189(6) -0.0099(6) 0.0015(5) -0.0066(6) C9 0.0252(7) 0.0195(7) 0.0166(6) -0.0055(6) 0.0010(5) -0.0057(6) C10 0.0364(8) 0.0215(7) 0.0201(7) -0.0028(6) -0.0066(6) -0.0020(6) C11 0.0144(6) 0.0195(7) 0.0209(6) -0.0079(6) -0.0024(5) -0.0030(5) C12 0.0184(6) 0.0199(7) 0.0188(6) -0.0064(6) -0.0030(5) -0.0047(5) C13 0.0188(6) 0.0214(7) 0.0180(6) -0.0086(6) -0.0005(5) -0.0039(5) C14 0.0235(7) 0.0266(7) 0.0230(7) -0.0116(6) -0.0035(6) -0.0067(6) C15 0.0386(9) 0.0322(8) 0.0224(7) -0.0098(7) -0.0054(6) -0.0095(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C1 1.3688(17) . ? O1 C10 1.4303(18) . ? N1 H1 0.8600 . ? N1 C11 1.4787(16) . ? N1 C12 1.3436(18) . ? C1 C2 1.395(2) . ? C1 C9 1.397(2) . ? O2 C4 1.4291(16) . ? O2 C12 1.3582(17) . ? C2 H2 0.9300 . ? C2 C3 1.378(2) . ? O3 C12 1.2266(18) . ? C3 C4 1.4899(19) . ? C3 C7 1.3996(19) . ? C4 H4 0.9800 . ? C4 C5 1.5306(18) . ? C5 C6 1.5530(18) . ? C5 C11 1.5228(19) . ? C5 C13 1.5478(19) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C6 C7 1.5299(19) . ? C7 C8 1.384(2) . ? C8 H8 0.9300 . ? C8 C9 1.407(2) . ? C9 H9 0.9300 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C13 C14 1.5067(19) . ? C14 H14 0.9300 . ? C14 C15 1.319(2) . ? C15 H15A 0.9300 . ? C15 H15B 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 O1 C10 117.70(12) . . ? C11 N1 H1 115.8 . . ? C12 N1 H1 115.8 . . ? C12 N1 C11 128.45(12) . . ? O1 C1 C2 114.73(12) . . ? O1 C1 C9 125.15(13) . . ? C2 C1 C9 120.12(13) . . ? C12 O2 C4 113.43(10) . . ? C1 C2 H2 120.8 . . ? C3 C2 C1 118.45(13) . . ? C3 C2 H2 120.8 . . ? C2 C3 C4 129.35(12) . . ? C2 C3 C7 122.97(13) . . ? C7 C3 C4 107.45(12) . . ? O2 C4 C3 115.59(11) . . ? O2 C4 H4 107.8 . . ? O2 C4 C5 112.59(10) . . ? C3 C4 H4 107.8 . . ? C3 C4 C5 104.80(11) . . ? C5 C4 H4 107.8 . . ? C4 C5 C6 100.36(10) . . ? C4 C5 C13 112.49(11) . . ? C11 C5 C4 103.06(11) . . ? C11 C5 C6 120.48(11) . . ? C11 C5 C13 110.43(11) . . ? C13 C5 C6 109.41(11) . . ? C5 C6 H6A 111.4 . . ? C5 C6 H6B 111.4 . . ? H6A C6 H6B 109.3 . . ? C7 C6 C5 101.86(10) . . ? C7 C6 H6A 111.4 . . ? C7 C6 H6B 111.4 . . ? C3 C7 C6 109.91(12) . . ? C8 C7 C3 118.08(13) . . ? C8 C7 C6 131.99(12) . . ? C7 C8 H8 119.9 . . ? C7 C8 C9 120.28(13) . . ? C9 C8 H8 119.9 . . ? C1 C9 C8 120.07(13) . . ? C1 C9 H9 120.0 . . ? C8 C9 H9 120.0 . . ? O1 C10 H10A 109.5 . . ? O1 C10 H10B 109.5 . . ? O1 C10 H10C 109.5 . . ? H10A C10 H10B 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N1 C11 C5 107.21(11) . . ? N1 C11 H11A 110.3 . . ? N1 C11 H11B 110.3 . . ? C5 C11 H11A 110.3 . . ? C5 C11 H11B 110.3 . . ? H11A C11 H11B 108.5 . . ? N1 C12 O2 118.52(12) . . ? O3 C12 N1 124.20(13) . . ? O3 C12 O2 117.27(12) . . ? C5 C13 H13A 109.3 . . ? C5 C13 H13B 109.3 . . ? H13A C13 H13B 108.0 . . ? C14 C13 C5 111.46(12) . . ? C14 C13 H13A 109.3 . . ? C14 C13 H13B 109.3 . . ? C13 C14 H14 117.7 . . ? C15 C14 C13 124.59(14) . . ? C15 C14 H14 117.7 . . ? C14 C15 H15A 120.0 . . ? C14 C15 H15B 120.0 . . ? H15A C15 H15B 120.0 . . ? loop_ _refln_index_h _refln_index_k _refln_index_l _refln_F_squared_meas _refln_F_squared_sigma _refln_scale_group_code 0 0 -1 1937.25 173.717 1 0 0 -2 2942.78 292.756 1 0 0 -2 3033.68 323.155 20 0 0 -3 75921.9 1817.66 20 0 0 -4 36997 1457.87 20 0 0 -4 40321.7 2136.41 5 0 0 -5 18980.3 1727.75 5 0 0 -6 40587.3 2831.49 5 0 0 -7 -56.0189 110.391 13 0 0 -7 44.6837 172.536 7 0 0 -8 6342.99 1417.76 5 0 0 -8 7268.62 767.509 7 0 0 -8 7495.07 678.24 13 0 0 -9 224.091 195.625 13 0 0 -9 340.718 299.303 7 0 0 -10 212.087 316.991 7 0 0 -11 20472.5 1095.49 14 0 0 -12 20120.4 847.671 14 0 1 -11 14598 828.083 14 0 1 -10 54921.4 1898.02 14 0 1 -9 55496.8 2110.01 7 0 1 -8 27904.6 1498.29 7 0 1 -7 28550.8 1402.75 7 0 1 -7 30204.1 2925.5 5 0 1 -6 1188.13 565.431 5 0 1 -5 11158 1447.17 5 0 1 -5 9942.03 1081.04 20 0 1 -4 116606 3242.93 1 0 1 -4 117795 3390.17 20 0 1 -3 101776 2738.93 1 0 1 -3 100312 2844.36 20 0 1 -2 55859.4 1876.08 20 0 1 -1 332746 3922.07 6 0 -1 0 121726 1902.33 4 0 1 0 120815 1506.07 6 0 -1 -1 434583 3468.52 5 0 -1 -2 482652 4651.15 5 0 -1 -3 12192.3 954.119 5 0 -1 -4 1875.77 519.27 5 0 -1 -5 22097.1 1773.86 5 0 -1 -6 27877 2239.33 5 0 -1 -7 38452.4 2999.99 5 0 -1 -8 16538 2171.06 5 0 -1 -8 14939.9 1042.99 7 0 -1 -8 15744.3 987.232 13 0 -1 -9 1975.22 469.486 7 0 -1 -9 1678.54 364.981 13 0 -1 -10 469.46 303.137 7 0 -1 -10 723.231 269.465 13 0 -1 -11 319.366 217.166 13 0 -1 -11 149.04 224.73 14 0 -1 -12 22180.9 1000.18 14 0 2 -11 286.468 119.03 14 0 -2 10 15894.1 817.165 17 0 2 -10 16651 935.154 14 0 -2 9 82316.2 2258 17 0 2 -9 76486.9 2318.45 7 0 2 -9 80052.4 2328.99 14 0 2 -8 2287.88 467.014 7 0 2 -7 978.929 355.088 7 0 -2 7 1089.02 267.634 8 0 2 -6 2231.44 894.571 5 0 -2 6 3084.99 434.685 8 0 2 -6 3738.64 502.199 7 0 2 -5 37279.6 2465.54 20 0 2 -4 15718.9 1521.63 20 0 2 -4 14341.6 1405.66 1 0 2 -3 187667 4785.91 20 0 2 -3 176297 4500.1 1 0 2 -2 98908.9 3157.04 20 0 2 -1 40395.1 1676.72 6 0 -2 1 43639 952.819 19 0 2 0 78894.5 1736.6 6 0 -2 0 82338.9 2236.71 4 0 -2 -1 2250 389.418 4 0 -2 -1 1908.56 358.474 5 0 -2 -2 305108 4179.23 5 0 -2 -4 40289.7 2006.01 5 0 -2 -5 2872.42 687.629 5 0 -2 -6 48667.6 2861.64 5 0 -2 -7 10415.5 1506.01 5 0 -2 -8 420.858 245.988 13 0 -2 -8 580.613 272.636 7 0 -2 -8 -56.2271 362.452 5 0 -2 -9 925.976 321.698 13 0 -2 -9 610.106 313.566 7 0 -2 -9 923.519 659.674 5 0 -2 -10 7702.45 819.417 7 0 -2 -10 9706.7 853.381 13 0 -2 -11 6303.01 639.196 13 0 -2 -12 885.437 274.803 14 0 -2 -12 1033.95 258.077 13 0 -3 10 3778.62 358.789 17 0 3 -10 3669.56 352.022 14 0 -3 9 33.9472 223.634 17 0 3 -9 -185.904 183.954 14 0 3 -8 36102.8 1551.92 7 0 -3 8 37313.8 1637.83 17 0 3 -8 35998.1 1540.61 14 0 3 -7 35218.3 1561.65 7 0 -3 7 35420.7 1484.43 8 0 -3 6 39370.3 1567.68 8 0 3 -6 44521.1 3662.41 5 0 3 -6 41787.2 1646.51 7 0 3 -5 34996.8 1400.92 7 0 -3 5 34322.2 1392.54 8 0 3 -5 32909 2681.93 20 0 3 -4 58719.2 3311.73 1 0 3 -4 55679.6 3306.61 20 0 3 -3 4431.17 931.33 1 0 3 -3 3905.21 827.792 20 0 3 -2 60247.3 2971.61 20 0 3 -1 133545 4028.05 20 0 -3 0 13016 1146.28 4 0 3 0 12179.2 1143.64 20 0 3 1 47325.2 2060.16 20 0 -3 -1 48585.4 2053.97 4 0 -3 -2 52654 1451.01 18 0 -3 -2 49861.4 2027.48 5 0 3 2 50847.7 1930.69 20 0 -3 -2 50525.8 2031.15 4 0 3 3 476.65 203.029 20 0 -3 -3 351.328 344.005 5 0 -3 -4 421069 6767.64 5 0 3 4 403170 3829.44 20 0 -3 -5 330081 6659.57 5 0 -3 -6 51579.2 2967.18 5 0 -3 -7 2212.61 722.871 5 0 -3 -8 35281.7 1492.24 13 0 -3 -8 33865.4 1386.53 16 0 -3 -8 35534.9 1479.65 7 0 -3 -8 39475.5 3196.49 5 0 -3 -9 42758.3 3631.33 5 0 -3 -9 42820.4 1759.78 7 0 -3 -9 42947.6 1754.99 13 0 -3 -10 13287.5 1013.25 7 0 -3 -10 13169.3 1016.94 13 0 -3 -11 3175.23 518.885 13 0 -3 -12 1043.35 254.009 13 0 -3 -12 1331.54 290.64 14 0 -3 -13 -135.683 124.691 14 0 -4 9 4186.36 432.052 17 0 -4 8 941.122 303.118 17 0 4 -8 1296.53 290.16 14 0 4 -7 39776.3 1534.27 14 0 -4 7 35045.3 1639.83 17 0 4 -6 58431.8 1906.97 14 0 -4 6 59903.8 2025.11 8 0 -4 5 8809.04 774.248 8 0 4 -5 7908.34 1469.64 20 0 -4 4 6902.34 653.119 8 0 4 -4 8196.43 1418.64 1 0 4 -4 8352.5 1504.59 20 0 4 -3 638.453 514.293 20 0 4 -3 -184.714 299.745 1 0 4 -2 169609 5784.18 20 0 4 -1 49202.4 2912.16 20 0 4 0 477894 8430.7 20 0 4 1 266063 5880.12 20 0 -4 -1 264591 5776.45 4 0 4 2 264742 5499.23 20 0 -4 -2 271914 5698.02 4 0 -4 -3 109795 3586.08 5 0 -4 -3 101347 3421.5 4 0 4 3 103275 3178.03 20 0 4 4 644.338 252.92 20 0 -4 -4 845.173 416.396 5 0 -4 -4 412.553 246.561 18 0 -4 -4 776.352 364.754 4 0 -4 -5 219964 5792.7 5 0 -4 -5 217271 5413.82 4 0 -4 -6 648844 10772.5 5 0 -4 -7 1045.85 634.162 5 0 -4 -8 2915.51 462.406 13 0 -4 -8 2102.66 790.379 5 0 -4 -8 2529.37 392.796 16 0 -4 -9 5731.01 665.907 13 0 -4 -9 5365.5 1262.31 5 0 -4 -9 5867.35 621.859 16 0 -4 -9 5574.25 615.109 7 0 -4 -10 6819.51 710.05 7 0 -4 -10 7656.78 793.715 13 0 -4 -11 896.214 320.735 13 0 -4 -12 563.459 272.854 13 0 -4 -12 396.015 166.891 14 0 -4 -13 -21.9765 132.662 13 0 -5 8 14597.3 830.849 17 0 -5 7 1910.95 420.09 17 0 -5 6 10121.1 903.192 17 0 -5 5 9443.09 866.772 8 0 -5 4 36041.1 1602.4 8 0 5 -4 35861.8 3256.44 1 0 5 -4 43428.2 3688.07 20 0 5 -3 669.266 467.771 20 0 -5 3 558.19 221.04 8 0 -5 3 -33.4595 183.449 15 0 5 -2 10593.7 1667.88 20 0 -5 2 11624.1 827.778 8 0 5 -2 10694.1 1734.39 1 0 5 -1 124471 5344.53 20 0 5 0 58992.5 3480.02 20 0 -5 -1 29813.7 2300.5 4 0 5 1 28067.9 2270.24 20 0 -5 -2 7619.38 1163.52 4 0 5 2 7364.2 1132.63 20 0 -5 -3 6240.93 1000.2 4 0 5 3 7667.11 1076.76 20 0 5 4 24908.4 1755.37 20 0 -5 -4 22259.2 1887.04 4 0 -5 -4 25719.6 2043.32 5 0 -5 -5 42708.6 2633.59 4 0 -5 -5 46088.5 2873.67 5 0 -5 -6 24819.7 2270.14 5 0 -5 -6 25876.1 2112.96 4 0 -5 -7 49324.4 3009.62 4 0 -5 -7 50431.5 1609.71 16 0 -5 -7 46951.7 3324.33 5 0 -5 -8 44252.9 1584.58 16 0 -5 -8 43558.7 3463.52 5 0 -5 -9 9806.22 978.704 16 0 -5 -9 8379.44 807.832 13 0 -5 -9 8664.62 1662.1 5 0 -5 -10 12262.6 986.894 13 0 -5 -11 2961.44 490.177 13 0 -5 -12 8723.62 734.231 13 0 -5 -13 919.603 227.792 13 0 -6 7 162.966 165.644 17 0 -6 6 719.302 298.042 17 0 -6 5 6525.64 724.588 17 0 -6 4 52167.3 2045.18 17 0 -6 3 25034.5 1338.79 15 0 -6 3 24712.6 1379.35 17 0 6 -3 25394.3 2995.36 20 0 -6 2 46.3477 235.757 15 0 6 -2 284.847 349.686 20 0 -6 2 486.167 253.679 17 0 -6 1 3327.89 556.515 15 0 -6 1 3062.62 460.635 17 0 6 0 1330.69 808.107 20 0 -6 0 1314.67 361.542 15 0 6 1 117485 5314.68 20 0 -6 -2 64589.8 3736.11 4 0 6 2 72828.3 3972.78 20 0 -6 -3 116202 4870.44 4 0 6 3 115240 4753.95 20 0 -6 -4 18111.1 1942.53 4 0 6 4 18751.2 1808.05 20 0 -6 -5 32960.5 2612.91 4 0 -6 -5 33040.1 2644.88 5 0 -6 -6 438.987 204.799 16 0 -6 -6 821.591 515.397 5 0 -6 -6 -318.878 524.952 4 0 -6 -7 19199.6 1040.37 16 0 -6 -7 17023.9 1935.44 4 0 -6 -7 14629.3 1975.77 5 0 -6 -8 27939.5 1288.31 16 0 -6 -8 26298.1 2786.04 5 0 -6 -9 89849.6 2550.11 13 0 -6 -9 90798.8 2337.1 16 0 -6 -10 408.115 174.522 16 0 -6 -10 175.115 219.28 13 0 -6 -11 269.55 254.398 13 0 -6 -12 10397.7 778.499 13 0 -6 -13 12555.1 692.937 13 0 -7 6 908.485 242.039 17 0 -7 5 16417.9 986.367 17 0 -7 4 10389.7 868.638 17 0 -7 3 7128.12 748.667 17 0 -7 3 6193.89 685.606 15 0 -7 2 16903.4 1168.64 15 0 -7 2 14848.4 1063.2 17 0 -7 1 -15.7451 274.72 15 0 7 -1 -1322.8 770.006 1 0 -7 1 47.1456 197.869 17 0 7 -1 -1777.3 944.799 20 0 7 0 849.641 793.206 20 0 -7 0 1034.23 324.847 15 0 -7 0 1248.52 310.045 17 0 -7 -1 2459.37 479.014 15 0 7 1 1364.75 695.889 20 0 -7 -2 22064.6 1266.04 15 0 7 2 25912.8 2708.62 20 0 7 3 26331.2 2620.03 20 0 -7 -3 26338.4 1355.05 15 0 -7 -4 43640.8 1686.89 15 0 -7 -4 43912.5 3345.3 4 0 7 4 42681.6 3140.2 20 0 -7 -5 12602.3 878.658 16 0 -7 -5 10452.1 1638.94 4 0 -7 -5 10326.8 806.684 15 0 -7 -6 52836.1 3671.32 4 0 -7 -6 49916.4 1723.32 16 0 -7 -7 -1220.77 631.168 5 0 -7 -7 2305.61 412.812 16 0 -7 -8 20958.2 1136.08 16 0 -7 -8 19758.2 1145.48 13 0 -7 -9 5090.47 611.085 13 0 -7 -9 4765.74 555.44 16 0 -7 -10 20112.4 1059.57 16 0 -7 -10 19900 1171.55 13 0 -7 -11 16959.9 1030.5 13 0 -7 -12 4361.26 485.266 13 0 -7 -13 6984.94 479.153 13 0 -8 5 5143.71 416.95 17 0 -8 4 1326.44 298.362 17 0 -8 3 9796.68 747.82 15 0 -8 3 8836.49 726.306 17 0 -8 2 6065.09 701.042 15 0 -8 2 4014.55 538.281 17 0 -8 1 9893.05 805.311 17 0 -8 1 8302.4 854.994 15 0 -8 0 6975.59 809.957 15 0 8 1 1476.8 758.757 20 0 -8 -1 2895.61 573.616 15 0 8 2 8144.04 1638.59 20 0 -8 -2 8305.81 863.514 15 0 8 3 12174.8 1942.41 20 0 -8 -3 13754.6 1069.97 15 0 -8 -4 71278.5 2332.23 15 0 -8 -5 66255.5 4465.68 4 0 -8 -5 71699.6 2255.3 15 0 -8 -5 69986.1 2147.63 16 0 -8 -6 10763.9 844.573 16 0 -8 -7 359.765 200.443 16 0 -8 -8 14971.3 961.945 16 0 -8 -9 217.661 228.485 16 0 -8 -9 176.153 180.702 13 0 -8 -10 6821.4 632.354 13 0 -8 -10 6800.68 577.431 16 0 -8 -11 5517.23 530.986 13 0 -8 -12 6637.46 501.501 13 0 -9 3 4351.93 374.249 17 0 -9 2 67.8673 122.745 17 0 -9 2 157.445 179.704 15 0 -9 1 4038.92 564.542 15 0 -9 0 1912.39 442.736 15 0 -9 -1 4898.42 665.629 15 0 -9 -2 4859.23 719.704 15 0 -9 -3 9653.85 915.498 15 0 -9 -4 18169.2 1210.91 15 0 -9 -5 1020.54 299.834 16 0 -9 -5 1339.97 381.108 15 0 -9 -6 25190.2 1269.1 16 0 -9 -7 4846.9 557.805 16 0 -9 -8 968.686 245.424 16 0 -9 -9 12924 780.834 16 0 -10 1 5122.95 469.839 15 0 -10 0 4689.8 524.507 15 0 -10 -1 7124.15 697.869 15 0 -10 -2 2070.27 462.256 15 0 -10 -3 236.552 282.304 15 0 -10 -4 4073.03 558.135 15 0 -10 -4 4040.09 507.657 16 0 -10 -5 384.37 249.802 15 0 -10 -5 347.418 216.395 16 0 -10 -6 143.768 174.113 16 0 -10 -7 646.353 220.991 16 0 -10 -8 4854.27 453.514 16 0 -11 -1 982.063 227.928 15 0 -11 -2 6118.06 443.3 16 0 -11 -2 6333.41 544.789 15 0 -11 -3 1086.95 232.607 16 0 -11 -3 1040.24 257.216 15 0 -11 -4 1032.33 216.336 16 0 -11 -4 1158.01 281.262 15 0 -11 -5 10239.6 611.52 16 0 -11 -5 9349.09 644.571 15 0 -11 -6 9.25924 125.344 16 1 -11 -4 2199.3 283.792 15 1 -11 -3 260.629 160.649 15 1 -11 -2 167.163 143.354 15 1 -10 -5 61248.9 1754.34 15 1 -10 -4 529.826 234.735 15 1 -10 -3 5032.07 566.332 15 1 -10 -2 41232.3 1556.94 15 1 -10 -2 36787.2 1163.76 16 1 -10 -1 711.464 263.87 15 1 -10 0 1215.63 286.287 15 1 -10 1 3118.08 330.386 15 1 -9 -5 36490.7 1531.22 15 1 -9 -4 6505.55 714.524 15 1 -9 -4 5466.2 556.923 16 1 -9 -3 22311.7 1317.33 15 1 -9 -2 14184.8 1071.75 15 1 -9 -1 143.026 302.887 15 1 -9 0 1084.41 360.23 15 1 -9 1 391.66 246.263 15 1 -9 2 -86.4969 185.331 15 1 -8 -5 5519.35 629.537 15 1 -8 -4 1601.76 432.368 15 1 -8 -4 1617.97 344.122 16 -1 8 3 186.797 468.517 20 1 -8 -3 385.969 327.094 15 1 -8 -2 82892.5 2644.04 15 1 -8 -1 23560 1442.66 15 1 -8 0 22880.9 1401.55 15 1 -8 1 32878.4 1623.97 15 1 -8 2 4090.11 567.393 15 1 -8 3 1375.22 319.353 15 1 -8 3 481.699 207.041 17 1 -8 4 468.937 163.969 17 1 -7 -12 15781.2 754.406 13 1 -7 -11 63539.9 1760.35 13 1 -7 -10 22987.3 1158.12 13 1 -7 -9 9235.44 755.476 13 1 -7 -8 1376.5 324.299 13 -1 7 4 37242.7 3103.9 20 1 -7 -4 36785.5 1581.47 15 -1 7 4 37603.9 3159.32 1 -1 7 3 3710.04 1062.01 20 1 -7 -3 5123.66 628.343 15 -1 7 3 4393.14 1063.92 1 1 -7 -2 40472.7 1779.32 15 -1 7 2 42525.7 3605.96 20 -1 7 2 37344.9 3483.96 1 1 -7 -2 37781.8 1583.19 10 -1 7 1 4871.84 1296.53 20 1 -7 -1 3750.99 586.254 15 -1 7 1 3940.48 1207.58 1 -1 7 0 37168.5 3710.97 1 1 -7 0 39690.8 1817.43 15 -1 7 0 41393.4 3811.84 20 1 -7 1 26731.1 1504.26 15 1 -7 2 1449.23 368.357 17 1 -7 2 2237.76 509.459 15 1 -7 3 575.557 268.984 15 1 -7 3 563.978 273.509 17 1 -7 4 6890.21 673.641 17 1 -7 4 5243.15 548.248 15 1 -7 5 7809.96 640.048 17 1 -7 6 3267 350.05 17 1 -6 -12 17805.2 906.416 13 1 -6 -11 7742.74 690.966 13 1 -6 -10 1667.16 381.645 13 1 -6 -9 14751.8 1020.4 13 1 -6 -8 6826.16 703.788 13 1 -6 -7 2527.27 411.441 13 1 -6 -6 -1540.53 627.656 5 1 -6 -5 29670.8 2411.76 4 -1 6 4 69700.9 3781.73 20 -1 6 4 68439.1 3741.34 1 -1 6 3 1631.71 643.888 20 -1 6 3 1741.79 692.858 1 -1 6 2 84.3275 412.484 20 1 -6 -2 217.804 247.318 15 1 -6 -1 14143.1 935.373 10 -1 6 1 15779.7 2075.98 20 1 -6 -1 15585.1 1041.28 15 -1 6 1 16230.5 2165.25 1 1 -6 0 2684.73 479.295 10 -1 6 0 4083.12 1147.45 20 -1 6 0 3084.25 1067.78 1 1 -6 0 2906.19 484.538 15 -1 6 -1 147477 6850.18 20 1 -6 1 145548 3309.2 15 1 -6 1 142100 3068.85 8 -1 6 -1 144994 6935.25 1 -1 6 -2 59010.7 4614.48 1 1 -6 2 58600.8 2065.29 8 1 -6 2 60400 2174.08 15 -1 6 -2 64021 4670.17 20 1 -6 3 57844.4 2121.05 8 1 -6 3 59437.6 2133.42 15 1 -6 4 8190.14 819.863 8 1 -6 4 9353.64 816.126 15 1 -6 5 10973.5 880.349 17 1 -6 6 326.147 241.022 17 1 -6 7 328.433 174.754 17 1 -5 -12 7413.18 636.447 13 1 -5 -11 59.3558 231.041 13 1 -5 -10 9297.92 858.153 13 1 -5 -9 46716.7 1867.45 13 1 -5 -8 161611 6489.1 5 1 -5 -8 157847 3293.52 13 1 -5 -7 62680.2 3800.41 5 1 -5 -7 64728.2 1977.09 13 1 -5 -6 33167 2588.87 5 1 -5 -5 56473.1 2965.49 4 1 -5 -5 55358.4 3108.29 5 1 -5 -4 1318.6 529.204 5 1 -5 -4 1037.63 437.667 4 -1 5 4 1148.29 441.13 1 -1 5 4 1256.98 477.718 20 -1 5 3 4729.56 974.939 20 1 -5 -3 4242.03 909.589 4 -1 5 2 1335.29 642.186 20 -1 5 1 58070.3 3494.7 20 -1 5 0 4043.17 1009.66 1 -1 5 0 6918.21 1291.45 20 -1 5 -1 87009.5 4791.46 1 -1 5 -1 84984.1 4638.11 20 -1 5 -2 6589.69 1410.05 1 -1 5 -2 4936.68 1180.05 20 1 -5 2 6083.62 654.201 15 1 -5 2 5766.41 615.915 8 -1 5 -3 33780.9 3291.4 1 1 -5 3 34951.7 1566.17 15 -1 5 -3 35376.3 3310.3 20 1 -5 3 32355.6 1502.06 8 -1 5 -4 15258.3 2216.72 20 -1 5 -4 15652.5 2319.94 1 1 -5 4 14900.7 1077.68 8 1 -5 4 15052.8 1018.26 15 1 -5 5 276.859 283.378 8 1 -5 6 5260.52 651 8 1 -5 7 262.013 255.82 17 1 -5 8 549.177 213.143 17 1 -4 -12 2775.39 414.701 13 1 -4 -11 6253.56 697.155 13 1 -4 -10 3333.22 546.386 13 1 -4 -9 26964.8 1426.88 13 1 -4 -8 7324.92 1389.64 5 1 -4 -8 7042.2 706.281 13 1 -4 -7 6399.2 641.544 13 1 -4 -7 5292.78 1133.67 5 1 -4 -6 163262 5480.29 5 1 -4 -6 168362 5686.89 18 1 -4 -5 2117.81 660.167 18 1 -4 -5 1148.11 370.78 4 1 -4 -5 1257.02 431.863 5 1 -4 -4 14243.2 1401.38 18 -1 4 4 16134.2 1299.77 1 1 -4 -4 12897.9 1242.24 4 1 -4 -4 13746.8 1358.79 5 1 -4 -3 2856.87 622.205 5 1 -4 -3 2624.27 581.472 4 1 -4 -3 3500.67 676.087 18 -1 4 2 26228 1225.77 19 1 -4 -2 21677 1687.66 4 -1 4 1 85139.9 2412.28 6 -1 4 0 1379.86 438.031 6 -1 4 -1 28611.3 2375.55 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679.009 11 6 2 2 5987.09 774.79 14 6 2 2 6045.65 715.551 12 -6 -2 -3 88169.4 2471.41 17 6 2 3 88407.5 2681.24 12 -6 -2 -4 88641.8 2551.57 17 -6 -2 -4 85523.9 2635.04 9 6 2 5 898.484 292.215 8 -6 -2 -5 1298.49 372.974 9 -6 -2 -6 7776.46 794.176 9 6 2 6 7940.33 730.808 8 -6 -2 -7 1176.51 365.337 9 6 2 7 1580.01 320.351 8 -6 -2 -8 6668.94 652.456 9 6 2 8 6879.4 648.606 8 6 2 9 7945.25 611.793 8 6 2 10 6097.11 452.135 8 6 3 -6 6155.06 491.663 14 6 3 -5 9201.21 723.268 14 6 3 -4 1711.98 420.3 14 6 3 -3 13847.5 907.222 12 6 3 -3 13444.2 1034.17 14 6 3 -2 655.438 256.817 12 6 3 -2 790.225 388.86 14 6 3 -1 13507.5 975.587 12 6 3 -1 12528.8 1073.47 14 6 3 0 4470.87 611.946 12 -6 -3 0 4704.52 570.631 17 6 3 0 5353.54 723.221 14 -6 -3 -1 19504.2 1167.44 17 6 3 1 19224 1346.86 14 6 3 1 18567.2 1164.7 12 -6 -3 -2 33355.1 1551.14 17 6 3 2 32730.3 1759.07 14 6 3 2 34243.6 1581.51 12 -6 -3 -3 106053 2794.72 17 6 3 3 103520 2773.57 12 6 3 4 1089.22 303.21 8 -6 -3 -4 617.309 273.021 17 -6 -3 -4 1069.64 378.986 9 -6 -3 -5 102616 2802.84 17 -6 -3 -5 99989.5 2793.58 9 6 3 5 100835 2538.82 8 -6 -3 -6 10814.4 932.286 9 6 3 6 10418.9 845.314 8 -6 -3 -7 21487.1 1256.65 9 6 3 7 23952.6 1263.96 8 -6 -3 -8 8954.26 774.262 9 6 3 8 8704.53 737.314 8 6 3 9 5310.85 544.045 8 6 3 10 15528.2 779.685 8 6 4 -5 28424.4 1127.57 14 6 4 -4 1623.54 355.325 14 6 4 -3 827.337 361.753 14 6 4 -2 2820.08 561.543 14 -6 -4 1 4301.22 546.73 17 6 4 -1 4582.41 674.076 14 -6 -4 0 107.406 201.437 17 6 4 0 -167.866 268.854 14 -6 -4 -1 1019.01 323.707 17 6 4 1 736.531 362.801 14 -6 -4 -2 -118.626 238.669 17 6 4 2 826.837 403.579 14 -6 -4 -3 463.424 294.559 17 6 4 3 561.899 380.534 14 -6 -4 -4 49467.2 1983.62 17 -6 -4 -4 48405.8 1896.18 9 6 4 5 1246.1 328.137 8 -6 -4 -5 271.411 278.212 17 -6 -4 -5 864.537 339.202 9 -6 -4 -6 34672 1645.84 17 -6 -4 -6 35958 1629.35 9 6 4 6 36113.9 1574.23 8 -6 -4 -7 19528.7 1164.22 9 6 4 7 21275.5 1221.66 8 6 4 8 2942.03 458.036 8 -6 -4 -8 2870.39 454.137 9 6 4 9 5042.91 554.336 8 6 4 10 821.451 238.336 8 6 4 11 1311.82 222.545 8 6 5 -5 1725.63 257.552 14 6 5 -4 842.088 256.812 14 6 5 -3 7634.95 710.314 14 -6 -5 2 6442.15 593.391 17 6 5 -2 6517.15 717.208 14 -6 -5 1 716.678 278.606 17 6 5 -1 1433.47 465.827 14 -6 -5 0 21215 1236.04 17 6 5 0 21756.5 1387.13 14 -6 -5 -1 186.196 247.919 17 6 5 1 -204.721 302.122 14 -6 -5 -2 26255 1447.56 17 6 5 2 24360.2 1513.8 14 -6 -5 -3 10890.7 958.329 17 6 5 3 10006.9 999.029 14 -6 -5 -4 5616.69 711.06 17 -6 -5 -4 5637.22 648.492 9 -6 -5 -5 7202.99 792.229 17 -6 -5 -5 5909.42 657.204 9 -6 -5 -6 44488 1862.33 17 -6 -5 -6 47212.5 1751.93 9 6 5 7 859.347 324.225 8 -6 -5 -7 358.874 306.819 17 -6 -5 -7 820.615 309.636 9 -6 -5 -8 67589.1 1945.51 9 6 5 8 70171.4 2135.31 8 6 5 9 671.005 267.787 8 6 5 10 5771 526.943 8 6 5 11 1912.87 258.788 8 6 6 -3 2776.23 388.558 14 -6 -6 2 12172.3 765.93 17 6 6 -2 11436.4 829.074 14 -6 -6 1 751.929 273.82 17 6 6 -1 330.351 294.135 14 -6 -6 0 6997.07 710.686 17 6 6 0 8492.21 839.595 14 -6 -6 -1 14039.2 1039.17 17 6 6 1 12680.4 1050.02 14 -6 -6 -2 12160.2 1006.04 17 6 6 2 11650.4 1035.68 14 -6 -6 -3 4385.16 639.483 17 6 6 3 3490.1 603.972 14 -6 -6 -4 7142.16 789.686 17 -6 -6 -5 17559.4 1192.21 17 -6 -6 -6 9504.47 872.375 17 -6 -6 -7 47415 1849.26 17 6 6 8 1375.45 347.511 8 6 6 9 10107.9 771.104 8 6 6 10 3598.43 427.461 8 6 6 11 9144.6 535.464 8 -6 -7 2 110.909 136.166 17 6 7 -2 274.107 181.016 14 -6 -7 1 4107.82 468.404 17 6 7 -1 3347.66 436 14 -6 -7 0 393.388 236.52 17 6 7 0 250.678 208.902 14 -6 -7 -1 -305.029 235.498 17 6 7 1 149.151 287.057 14 -6 -7 -2 1.18357 237.06 17 6 7 2 505.598 293.608 14 -6 -7 -3 35510.3 1646.86 17 -6 -7 -4 22000.9 1310.27 17 -6 -7 -5 3466.73 547.248 17 -6 -7 -6 19580.8 1189.35 17 -6 -7 -7 2738.28 457.32 17 -6 -7 -8 282.542 230.447 17 6 7 9 25108.3 1152.69 8 6 7 10 -4.72936 146.123 8 6 7 11 12825.7 597.66 8 -6 -8 1 15972.9 739.934 17 -6 -8 0 -87.8211 180.152 17 -6 -8 -1 249.158 237.03 17 -6 -8 -2 16802 1042.1 17 -6 -8 -3 2499.66 453.776 17 -6 -8 -4 5002.36 594.585 17 -6 -8 -5 7421.66 718.904 17 -6 -8 -6 2647.45 447.784 17 -6 -8 -7 499.88 238.706 17 -6 -8 -8 10351.9 718.323 17 6 8 9 1187.18 290.639 8 6 8 10 8594.55 564.287 8 -6 -9 0 429.779 140.835 17 -6 -9 -1 1334.47 268.377 17 -6 -9 -2 215.369 185.626 17 -6 -9 -3 1272.98 302.026 17 -6 -9 -4 1009.64 309.466 17 -6 -9 -5 578.286 241.572 17 -6 -9 -6 6992.09 605.843 17 -6 -9 -7 12195.2 729.568 17 -6 -9 -8 5345.01 442.813 17 6 9 9 1416.72 253.562 8 6 9 10 13866.6 617.835 8 -6 -10 -3 641.271 189.756 17 -6 -10 -4 570.23 176.546 17 -6 -10 -5 14361.2 698.47 17 -6 -10 -6 6526.56 452.03 17 7 -3 -3 1320.77 242.218 12 7 -3 -3 1456.95 258.952 11 7 -3 -3 1428.39 236.273 10 7 -3 -2 13420 736.028 11 7 -3 -2 12811.2 716.138 10 7 -3 -1 6696.15 542.575 11 7 -3 -1 6355.25 532.768 10 7 -3 0 807.578 227.199 10 7 -3 0 697.132 180.205 15 7 -3 1 207.497 183.223 10 7 -3 2 1316.14 228.716 10 7 -3 2 780.152 201.61 15 7 -2 -4 8312.73 558.849 11 7 -2 -4 8181.94 561.798 12 7 -2 -3 765.687 255.607 12 7 -2 -3 824.088 236.451 11 7 -2 -2 32260.9 1267.1 11 -7 2 2 30352.2 980.077 9 7 -2 -2 31937.1 1273.09 12 7 -2 -1 2232.97 394.813 12 7 -2 -1 1931.54 356.145 11 -7 2 1 1853.25 273.043 9 7 -2 0 6013.84 591.84 11 -7 2 0 5409.45 443.43 9 7 -2 1 2566.73 395.095 11 7 -2 1 2967.22 428.015 10 -7 2 -1 2520.19 315.391 9 7 -2 2 8334.19 629.021 10 7 -2 3 83.3675 143.733 10 7 -1 -5 8988.35 535.961 11 7 -1 -5 8254.25 518.644 12 7 -1 -4 188.681 182.806 12 7 -1 -4 423.802 190.102 11 7 -1 -3 494.002 264.797 12 7 -1 -3 410.499 204.822 11 7 -1 -2 1368.92 338.4 12 7 -1 -2 1159.98 355.48 11 7 -1 -1 1227.35 361.468 12 7 -1 -1 1418.1 348.585 11 7 -1 0 589.124 294.738 12 7 -1 0 503.04 249.096 11 -7 1 0 406.194 184.948 9 7 -1 1 4837.82 566.122 11 -7 1 -1 6279.43 586.078 9 7 -1 2 330.537 197.432 11 -7 1 -2 501.704 196.569 9 7 -1 3 158.032 171.314 10 -7 1 -3 -5.79617 150.834 9 7 -1 4 2313.01 295.704 10 -7 1 -4 2360.21 310.785 9 -7 1 -5 3371.46 320.018 9 7 0 -5 5138.8 414.686 12 7 0 -5 5624.7 446.057 11 7 0 -4 93.4705 164.912 12 7 0 -4 5.97089 178.655 11 7 0 -3 1518.51 336.314 12 7 0 -3 1515.08 320.678 11 7 0 -2 9334.95 768.088 11 7 0 -2 8694.11 750.29 12 7 0 -1 2666.95 483.053 12 7 0 -1 2431.69 433.328 11 7 0 0 2814.89 517.648 12 7 0 0 3281.27 504.999 11 7 0 1 2975.53 521.041 12 7 0 1 2395.06 453.026 11 -7 0 -1 2481.16 455.853 9 7 0 2 1927.24 353.448 11 -7 0 -2 2366.89 422.988 9 -7 0 -3 16567.1 997.673 9 -7 0 -4 862.862 263.144 9 -7 0 -5 1562.12 298.747 9 -7 0 -6 -76.8861 135.5 9 7 1 -4 6305.04 509.391 12 7 1 -4 4535.39 408.964 14 7 1 -3 4932.17 536.348 12 7 1 -3 4896.43 498.854 14 7 1 -2 11063.5 836.135 12 7 1 -2 10834.7 796.679 14 7 1 -1 4162.42 555.272 11 7 1 -1 5429.82 640.943 12 7 1 0 1868.56 420.196 12 7 1 0 1331.74 353.858 11 7 1 1 5058.22 658.811 12 7 1 1 4813.22 587.486 11 7 1 2 30464 1344 11 -7 -1 -2 29163.6 1433.11 9 7 1 2 29886.6 1488.37 12 7 1 3 2164.32 343.318 11 -7 -1 -3 1847.37 413.697 9 -7 -1 -4 293.639 236.035 9 -7 -1 -5 701.392 283.319 9 -7 -1 -6 71.355 175.83 9 -7 -1 -7 16857.9 797.851 9 7 2 -4 1766.26 253.306 12 7 2 -4 2086.83 317.026 14 7 2 -3 85.9994 174.582 12 7 2 -3 -32.5836 160.899 14 7 2 -2 17563.4 977.556 12 7 2 -2 17985.8 1057.55 14 7 2 -1 4123.77 524.812 12 7 2 -1 4536.62 601.461 14 7 2 0 14498.1 970.333 11 7 2 0 12451.3 976.518 14 7 2 0 14166.6 983.326 12 7 2 1 370.485 232.992 12 7 2 1 -159.567 232.449 11 7 2 2 404.77 243.998 12 7 2 2 831.65 286.63 11 -7 -2 -3 647.331 338.783 9 -7 -2 -4 1901.2 413.008 9 -7 -2 -5 1438.14 362.857 9 -7 -2 -6 1064.52 286.577 9 -7 -2 -7 5072.22 504.31 9 7 2 7 5106.95 411.052 8 7 3 -4 4662.12 432.317 14 7 3 -3 -6.50675 195.137 14 7 3 -2 1933.92 411.511 14 7 3 -1 6163.41 681.689 14 7 3 -1 6854.81 596.992 12 7 3 0 4630.4 664.211 14 7 3 0 5683.28 589.898 12 7 3 1 11170.6 983.178 14 7 3 1 12125.7 869.893 12 7 3 2 622.293 265.726 12 -7 -3 -2 1045.72 257.355 17 -7 -3 -3 -95.8035 226.62 17 -7 -3 -3 -46.3819 242.163 9 -7 -3 -4 1792.92 411.274 9 -7 -3 -5 12631.2 932.736 9 -7 -3 -6 307.94 244.408 9 7 3 6 232.154 147.051 8 -7 -3 -7 581.484 269.886 9 7 3 7 483.944 179.503 8 -7 -3 -8 3953.64 415.517 9 7 3 8 4788.59 407.321 8 7 4 -3 21067.5 970.358 14 7 4 -2 2895.34 452.45 14 7 4 -1 3644.09 547.193 14 7 4 0 109.803 282.782 14 -7 -4 -1 12579.3 813.693 17 7 4 1 10828.8 955.706 14 -7 -4 -2 289.156 199.771 17 -7 -4 -3 3407.57 486.831 17 -7 -4 -3 3477.48 495.732 9 -7 -4 -4 4484.85 550.02 17 -7 -4 -4 3725.55 530.178 9 -7 -4 -5 1873.62 382.563 17 -7 -4 -5 1889.78 385.433 9 -7 -4 -6 10411.2 783.091 9 7 4 6 10656.7 687.11 8 -7 -4 -7 7469.04 626.955 9 7 4 7 7636.24 571.343 8 -7 -4 -8 3048.84 373.965 9 7 4 8 3033.14 355.002 8 7 4 9 659.542 165.526 8 7 5 -3 2036.98 288.299 14 7 5 -2 545.498 251.525 14 7 5 -1 6909.33 659.936 14 -7 -5 0 783.702 225.407 17 7 5 0 499.312 299.361 14 -7 -5 -1 2360.58 387.85 17 7 5 1 2242.53 491.734 14 -7 -5 -2 25586.7 1218.34 17 -7 -5 -3 1135.81 326.42 17 -7 -5 -3 872.119 277.551 9 -7 -5 -4 42523.9 1643.57 17 -7 -5 -4 41729.5 1526.72 9 -7 -5 -5 14899 977.833 17 -7 -5 -5 13789.1 871.376 9 7 5 6 1968.99 320.796 8 -7 -5 -6 1656.48 364.978 17 -7 -5 -6 2177.18 357.78 9 -7 -5 -7 3307.1 399.42 9 7 5 7 3574.86 405.173 8 -7 -5 -8 10303.9 611.42 9 7 5 8 10154.3 629.16 8 7 5 9 44.0647 122.476 8 7 6 -2 1159.66 231.09 14 7 6 -1 506.799 231.596 14 -7 -6 0 14883.5 751.653 17 7 6 0 13300.6 879.39 14 -7 -6 -1 14633.4 846.475 17 7 6 1 14523.8 973.19 14 -7 -6 -2 4.46692 188.104 17 -7 -6 -3 2649.73 433.191 17 -7 -6 -4 -9.85482 196.106 17 -7 -6 -5 1161.77 324.009 17 -7 -6 -6 5779.63 597.411 17 7 6 6 6457.71 537.045 8 7 6 7 27.9351 163.438 8 7 6 8 222.135 146.765 8 7 6 9 13660 639.477 8 -7 -7 0 7843.36 483.259 17 -7 -7 -1 2516.33 340.544 17 -7 -7 -2 2742.52 389.426 17 -7 -7 -3 564.935 192.132 17 -7 -7 -4 1996.2 372.91 17 -7 -7 -5 9324.17 722.473 17 7 7 5 9559.69 587.244 8 7 7 6 742.455 215.976 8 -7 -7 -6 621.854 243.371 17 -7 -7 -7 8458.57 633.879 17 7 7 7 8700.6 577.836 8 7 7 8 11709.8 631.983 8 7 7 9 1127.26 211.083 8 -7 -8 -1 10721.5 540.974 17 -7 -8 -2 -172.498 161.271 17 -7 -8 -3 3213.03 388.14 17 -7 -8 -4 8758.98 632.987 17 -7 -8 -5 3572.72 416.347 17 -7 -8 -6 3131.47 379.385 17 7 8 6 2777.4 306.104 8 7 8 7 76.7713 119.953 8 -7 -8 -7 84.0976 135.844 17 7 8 8 47.1009 100.703 8 -7 -9 -3 13045.9 580.169 17 -7 -9 -4 345.943 149.237 17 -7 -9 -5 15065 674.027 17 -7 -9 -6 9575.27 523.585 17 -8 0 -1 1343.89 218.801 9 -8 -1 1 11610.3 586.129 9 -8 -1 0 1649.03 263.735 9 -8 -1 -1 587.868 194.941 9 -8 -1 -2 13900.3 709.179 9 -8 -1 -3 29481.7 985.998 9 -8 -1 -4 6198.24 427.158 9 -8 -2 1 422.626 148.485 9 -8 -2 0 1699.28 273.78 9 -8 -2 -1 -225.716 189.834 9 -8 -2 -2 -46.3578 161.07 9 -8 -2 -3 11497.8 676.408 9 -8 -2 -4 1039.9 240.946 9 -8 -2 -5 3112.46 316.771 9 -8 -3 1 1953.13 252.753 9 -8 -3 0 1417.94 242.969 9 -8 -3 -1 287.367 170.96 9 -8 -3 -2 1559.07 279.462 9 -8 -3 -3 7423.22 565.633 9 -8 -3 -4 530.439 196.203 9 -8 -3 -5 39603.3 1155.29 9 -8 -3 -6 20620 742.654 9 -8 -4 0 2499.56 276.903 9 -8 -4 -1 1760.78 258.452 9 -8 -4 -2 5859.12 470.815 9 -8 -4 -3 8071.77 556.66 9 -8 -4 -4 7381.71 519.545 9 -8 -4 -5 1913.29 268.711 9 -8 -4 -6 29714.9 883.682 9 -8 -5 -2 1257.23 197.226 9 -8 -5 -3 2952.9 300.258 9 -8 -5 -4 158.324 120.909 9 -8 -5 -5 2101.25 244.933 9 _iucr_refine_instructions_details ; jml397_cu.res created by SHELXL-2014/7 TITL jml397_cu_a.res in P-1 REM Old TITL JML397_Cu in P-1 REM SHELXT solution in P-1 REM R1 0.125, Rweak 0.006, Alpha 0.043, Orientation as input REM Formula found by SHELXT: C14 N O4 CELL 1.54184 6.748288 9.931384 11.096661 63.7636 79.1483 74.8004 ZERR 2 0.000526 0.000651 0.000824 0.0069 0.0064 0.0062 LATT 1 SFAC C H N O UNIT 30 34 2 6 L.S. 10 PLAN 20 BOND $H list 4 fmap 2 acta REM REM REM WGHT 0.049600 0.121400 FVAR 14.35456 O1 4 0.405758 0.913194 0.365963 11.00000 0.02743 0.02233 = 0.02361 -0.00260 -0.00941 -0.00104 N1 3 0.690787 0.135276 0.903614 11.00000 0.01665 0.01785 = 0.02151 -0.00443 -0.00344 -0.00428 AFIX 43 H1 2 0.696966 0.040185 0.957254 11.00000 -1.20000 AFIX 0 C1 1 0.561700 0.816772 0.445245 11.00000 0.02342 0.02213 = 0.01558 -0.00712 -0.00356 -0.00068 O2 4 0.486415 0.363305 0.769973 11.00000 0.01397 0.02032 = 0.02192 -0.00316 -0.00425 -0.00459 C2 1 0.522615 0.672009 0.532350 11.00000 0.01847 0.02548 = 0.01757 -0.00830 -0.00289 -0.00482 AFIX 43 H2 2 0.397484 0.647191 0.535603 11.00000 -1.20000 AFIX 0 O3 4 0.343507 0.167522 0.910249 11.00000 0.01627 0.02344 = 0.03020 -0.00421 -0.00246 -0.00683 C3 1 0.673696 0.566619 0.613472 11.00000 0.01906 0.02155 = 0.01523 -0.00750 -0.00016 -0.00531 C4 1 0.680231 0.401803 0.704661 11.00000 0.01468 0.02249 = 0.01728 -0.00782 -0.00122 -0.00479 AFIX 13 H4 2 0.736709 0.342111 0.650945 11.00000 -1.20000 AFIX 0 C5 1 0.836572 0.362624 0.804780 11.00000 0.01321 0.01863 = 0.01687 -0.00690 -0.00261 -0.00275 C6 1 0.999370 0.455925 0.709689 11.00000 0.01624 0.02092 = 0.01903 -0.00768 -0.00101 -0.00480 AFIX 23 H6A 2 1.076226 0.482359 0.758900 11.00000 -1.20000 H6B 2 1.094662 0.399992 0.662394 11.00000 -1.20000 AFIX 0 C7 1 0.864136 0.598491 0.612725 11.00000 0.01738 0.02307 = 0.01685 -0.01054 0.00011 -0.00343 C8 1 0.899783 0.743396 0.527744 11.00000 0.01858 0.02463 = 0.01895 -0.00994 0.00145 -0.00660 AFIX 43 H8 2 1.024202 0.768131 0.526253 11.00000 -1.20000 AFIX 0 C9 1 0.748604 0.853488 0.443572 11.00000 0.02521 0.01955 = 0.01662 -0.00549 0.00103 -0.00572 AFIX 43 H9 2 0.773161 0.950804 0.386765 11.00000 -1.20000 AFIX 0 C10 1 0.442100 1.058909 0.266357 11.00000 0.03644 0.02147 = 0.02011 -0.00284 -0.00660 -0.00205 AFIX 137 H10A 2 0.327830 1.110456 0.211490 11.00000 -1.50000 H10B 2 0.565803 1.044223 0.210669 11.00000 -1.50000 H10C 2 0.457060 1.119848 0.310058 11.00000 -1.50000 AFIX 0 C11 1 0.888115 0.188076 0.866467 11.00000 0.01437 0.01951 = 0.02093 -0.00786 -0.00240 -0.00303 AFIX 23 H11A 2 0.973189 0.151443 0.801927 11.00000 -1.20000 H11B 2 0.962762 0.149367 0.945697 11.00000 -1.20000 AFIX 0 C12 1 0.503085 0.216504 0.864486 11.00000 0.01843 0.01989 = 0.01879 -0.00637 -0.00299 -0.00471 C13 1 0.745674 0.421942 0.915374 11.00000 0.01878 0.02143 = 0.01797 -0.00862 -0.00050 -0.00388 AFIX 23 H13A 2 0.724243 0.532925 0.875578 11.00000 -1.20000 H13B 2 0.612924 0.393776 0.952444 11.00000 -1.20000 AFIX 0 C14 1 0.886536 0.356496 1.027083 11.00000 0.02348 0.02664 = 0.02299 -0.01158 -0.00349 -0.00673 AFIX 43 H14 2 1.027009 0.351911 1.002971 11.00000 -1.20000 AFIX 0 C15 1 0.824607 0.305246 1.156681 11.00000 0.03862 0.03224 = 0.02238 -0.00978 -0.00545 -0.00955 AFIX 93 H15A 2 0.685227 0.308096 1.184400 11.00000 -1.20000 H15B 2 0.920325 0.266262 1.220334 11.00000 -1.20000 AFIX 0 HKLF 4 REM jml397_cu_a.res in P-1 REM R1 = 0.0379 for 2070 Fo > 4sig(Fo) and 0.0450 for all 2397 data REM 173 parameters refined using 0 restraints END WGHT 0.0495 0.1215 REM Highest difference peak 0.348, deepest hole -0.218, 1-sigma level 0.043 Q1 1 0.7547 0.3803 0.7579 11.00000 0.05 0.35 Q2 1 0.8703 0.2773 0.8325 11.00000 0.05 0.27 Q3 1 0.7941 0.3891 0.8634 11.00000 0.05 0.24 Q4 1 0.9267 0.4000 0.7561 11.00000 0.05 0.22 Q5 1 0.9434 0.5369 0.6466 11.00000 0.05 0.21 Q6 1 0.5220 0.7557 0.4972 11.00000 0.05 0.20 Q7 1 0.8039 0.8056 0.4986 11.00000 0.05 0.20 Q8 1 0.6476 0.8424 0.4637 11.00000 0.05 0.20 Q9 1 0.8101 0.3711 0.9718 11.00000 0.05 0.19 Q10 1 0.5929 0.6220 0.5925 11.00000 0.05 0.19 Q11 1 0.6751 0.5018 0.6483 11.00000 0.05 0.19 Q12 1 0.7410 0.5914 0.6334 11.00000 0.05 0.19 Q13 1 0.6730 0.8239 0.4234 11.00000 0.05 0.17 Q14 1 0.8881 0.6565 0.5658 11.00000 0.05 0.14 Q15 1 0.8504 0.2701 1.0918 11.00000 0.05 0.14 Q16 1 0.4976 0.8653 0.4236 11.00000 0.05 0.14 Q17 1 0.9730 0.1992 1.2227 11.00000 0.05 0.14 Q18 1 0.7881 0.1653 0.8754 11.00000 0.05 0.13 Q19 1 0.5863 0.3822 0.7463 11.00000 0.05 0.13 Q20 1 0.5952 0.1949 0.9174 11.00000 0.05 0.13 REM The information below was added by Olex2. REM REM R1 = 0.0379 for 2070 Fo > 4sig(Fo) and 0.0450 for all 4223 data REM n/a parameters refined using n/a restraints REM Highest difference peak 0.35, deepest hole -0.22 REM Mean Shift 0, Max Shift 0.000. REM +++ Tabular Listing of Refinement Information +++ REM R1_all = 0.0450 REM R1_gt = 0.0379 REM wR_ref = 0.0996 REM GOOF = 1.028 REM Shift_max = 0.000 REM Shift_mean = 0 REM Reflections_all = 4223 REM Reflections_gt = 2070 REM Parameters = n/a REM Hole = -0.22 REM Peak = 0.35 REM Flack = n/a ; _olex2_date_sample_data_collection 2017-06-02 _olex2_submission_special_instructions 'No special instructions were received' _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling ; _oxdiff_exptl_absorpt_empirical_full_max 1.230 _oxdiff_exptl_absorpt_empirical_full_min 0.864 ####################################################################### # # This file contains crystal structure data downloaded from the # Cambridge Structural Database (CSD) hosted by the Cambridge # Crystallographic Data Centre (CCDC). # # Full information about CCDC data access policies and citation # guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 # # Audit and citation data items may have been added by the CCDC. # Please retain this information to preserve the provenance of # this file and to allow appropriate attribution of the data. # ####################################################################### data_jml313_cu _database_code_depnum_ccdc_archive 'CCDC 1566498' _audit_update_record ; 2017-08-03 deposited with the CCDC. 2017-11-02 downloaded from the CCDC. ; _audit_creation_date 2016-11-29 _audit_creation_method ; Olex2 1.2 (compiled 2016.11.24 svn.r3356 for OlexSys, GUI svn.r5267) ; _chemical_name_common ? _chemical_name_systematic ; (4aR*,7aS*)-4a-(Prop-2-en-1-yl)-hexahydro-2H-furo[3,4-e][1,3]oxazin-2-one ; _chemical_formula_moiety 'C9 H13 N O3' _chemical_formula_sum 'C9 H13 N O3' _chemical_formula_weight 183.20 _chemical_melting_point ? _chemical_oxdiff_formula 'C36 H52 N4 O12' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_H-M_alt 'P 1 21/c 1' _space_group_name_Hall '-P 2ybc' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 7.65800(10) _cell_length_b 9.53160(10) _cell_length_c 12.1849(2) _cell_angle_alpha 90 _cell_angle_beta 94.8050(10) _cell_angle_gamma 90 _cell_volume 886.29(2) _cell_formula_units_Z 4 _cell_measurement_reflns_used 3539 _cell_measurement_temperature 120.01(10) _cell_measurement_theta_max 73.4770 _cell_measurement_theta_min 3.6140 _shelx_estimated_absorpt_T_max ? _shelx_estimated_absorpt_T_min ? _exptl_absorpt_coefficient_mu 0.859 _exptl_absorpt_correction_T_max 0.854 _exptl_absorpt_correction_T_min 0.776 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015) Numerical absorption correction based on gaussian integration over a multifaceted crystal model Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_special_details ? _exptl_crystal_colour colourless _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.373 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_description block _exptl_crystal_F_000 392.000 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist -2 5 4 0.1450 -2 5 -3 0.1531 2 -5 3 0.1367 1 -4 -5 0.1196 0 -1 -8 0.1405 -5 0 0 0.2054 5 0 0 0.1049 -1 -5 5 0.1740 -4 3 -3 0.1487 2 -4 4 0.1292 -2 4 -4 0.1455 -1 -4 -6 0.1301 -2 -4 5 0.2105 -1 1 8 0.1476 -4 -3 -1 0.2096 0 -6 -2 0.1658 -2 -2 -6 0.1285 0 2 -7 0.1451 2 0 7 0.1312 3 3 5 0.1602 -3 2 -5 0.1248 2 -3 6 0.1201 4 1 2 0.1133 3 -4 -4 0.1276 3 -1 -7 0.1444 _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.26 loop_ _exptl_oxdiff_crystal_face_indexfrac_h _exptl_oxdiff_crystal_face_indexfrac_k _exptl_oxdiff_crystal_face_indexfrac_l _exptl_oxdiff_crystal_face_x _exptl_oxdiff_crystal_face_y _exptl_oxdiff_crystal_face_z -2.0000 5.0000 4.0000 0.3829 0.6900 0.6450 -2.0000 5.0000 -3.0000 0.4950 -0.1676 0.8455 2.0000 -5.0000 3.0000 -0.4950 0.1676 -0.8455 1.0000 -4.0000 -5.0000 -0.1567 -0.7690 -0.4722 0.0000 -1.0000 -8.0000 0.1193 -1.0178 0.0721 -5.0000 0.0000 -0.0000 1.0066 0.0295 -0.0642 5.0000 -0.0000 0.0000 -1.0066 -0.0295 0.0642 -1.0000 -5.0000 5.0000 0.0769 0.4303 -0.9413 -4.0000 3.0000 -3.0000 0.8799 -0.2311 0.5057 2.0000 -4.0000 4.0000 -0.5022 0.3277 -0.7171 -2.0000 4.0000 -4.0000 0.5022 -0.3277 0.7171 -1.0000 -4.0000 -6.0000 0.2620 -0.8797 -0.4692 -2.0000 -4.0000 5.0000 0.2871 0.4739 -0.7971 -1.0000 1.0000 8.0000 0.0820 1.0237 -0.0849 -4.0000 -3.0000 -1.0000 0.7947 -0.2118 -0.4939 -0.0000 -6.0000 -2.0000 -0.0211 -0.4708 -0.8850 -2.0000 -2.0000 -6.0000 0.4810 -0.7986 -0.1680 0.0000 2.0000 -7.0000 0.1299 -0.7823 0.5146 2.0000 -0.0000 7.0000 -0.5148 0.8458 -0.1748 3.0000 3.0000 5.0000 -0.6574 0.7078 0.3665 -3.0000 2.0000 -5.0000 0.7018 -0.5196 0.4187 2.0000 -3.0000 6.0000 -0.5253 0.6104 -0.6173 4.0000 1.0000 2.0000 -0.8284 0.2591 0.1512 3.0000 -4.0000 -4.0000 -0.5753 -0.6583 -0.4751 3.0000 -1.0000 -7.0000 -0.5007 -0.9129 0.0820 _exptl_transmission_factor_max ? _exptl_transmission_factor_min ? _diffrn_reflns_av_R_equivalents 0.0130 _diffrn_reflns_av_unetI/netI 0.0130 _diffrn_reflns_Laue_measured_fraction_full 0.986 _diffrn_reflns_Laue_measured_fraction_max 0.962 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 4943 _diffrn_reflns_point_group_measured_fraction_full 0.986 _diffrn_reflns_point_group_measured_fraction_max 0.962 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 73.677 _diffrn_reflns_theta_min 5.798 _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 120.01(10) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 10.6191 _diffrn_detector_type Atlas _diffrn_measured_fraction_theta_full 0.9864 _diffrn_measured_fraction_theta_max 0.9593 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): # Type Start End Width t~exp~ \w \q \k \f Frames #-------------------------------------------------------------------------- 1 \w -110.00 -18.00 1.00 1.00 -- -38.50 -37.00 0.00 92 2 \w -64.00 30.00 1.00 1.00 -- -38.50 57.00 150.00 94 3 \w -59.00 33.00 1.00 1.00 -- -38.50 37.00 0.00 92 4 \w 35.00 127.00 1.00 1.00 -- 104.98 -45.00 30.00 92 5 \w 83.00 175.00 1.00 1.00 -- 104.98 45.00 -60.00 92 6 \w 65.00 178.00 1.00 1.00 -- 104.98 15.00 60.00 113 7 \w 36.00 132.00 1.00 1.00 -- 104.98 -65.00 -15.93 96 8 \w 36.00 132.00 1.00 1.00 -- 104.98 -65.00 11.82 96 9 \w 16.00 112.00 1.00 1.00 -- 42.96 63.00 118.89 96 10 \w 18.00 111.00 1.00 1.00 -- 42.96 57.00-120.00 93 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, Atlas' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 -0.2013103000 _diffrn_orient_matrix_UB_12 0.0088632000 _diffrn_orient_matrix_UB_13 -0.0160198000 _diffrn_orient_matrix_UB_21 -0.0058970000 _diffrn_orient_matrix_UB_22 0.0376299000 _diffrn_orient_matrix_UB_23 0.1225157000 _diffrn_orient_matrix_UB_31 0.0128488000 _diffrn_orient_matrix_UB_32 0.1570504000 _diffrn_orient_matrix_UB_33 -0.0286378000 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54184 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'SuperNova (Cu) X-ray Source' _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_full . _reflns_Friedel_fraction_max . _reflns_number_gt 1590 _reflns_number_total 1726 _reflns_odcompleteness_completeness 98.64 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 66.97 _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _reflns_threshold_expression 'I > 2\s(I)' _computing_cell_refinement 'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)' _computing_data_collection 'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)' _computing_data_reduction 'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'ShelXT (Sheldrick, 2015)' _refine_diff_density_max 0.307 _refine_diff_density_min -0.189 _refine_diff_density_rms 0.034 _refine_ls_extinction_coef . _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.072 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 118 _refine_ls_number_reflns 1726 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0339 _refine_ls_R_factor_gt 0.0315 _refine_ls_restrained_S_all 1.072 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0381P)^2^+0.2977P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0799 _refine_ls_wR_factor_ref 0.0817 _refine_special_details ? _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups, All N(H) groups 2.a Ternary CH refined with riding coordinates: C2(H2) 2.b Secondary CH2 refined with riding coordinates: C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B) 2.c Aromatic/amide H refined with riding coordinates: N1(H1), C8(H8) 2.d X=CH2 refined with riding coordinates: C9(H9A,H9B) ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _atom_sites_solution_secondary ? loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.02620(11) 0.64325(9) 0.09303(6) 0.0253(2) Uani 1 1 d . . . . . N1 N 0.13613(11) 0.42438(10) 0.12413(7) 0.0193(2) Uani 1 1 d . . . . . H1 H 0.1033 0.4021 0.0572 0.023 Uiso 1 1 calc R . . . . C1 C 0.09278(13) 0.55344(12) 0.15530(8) 0.0189(2) Uani 1 1 d . . . . . O2 O 0.12564(10) 0.58993(8) 0.26346(6) 0.0204(2) Uani 1 1 d . . . . . C2 C 0.17252(14) 0.47420(12) 0.33494(8) 0.0196(2) Uani 1 1 d . . . . . H2 H 0.0695 0.4143 0.3400 0.023 Uiso 1 1 calc R . . . . O3 O 0.33830(12) 0.39012(9) 0.48708(6) 0.0272(2) Uani 1 1 d . . . . . C3 C 0.31928(13) 0.38699(11) 0.29209(8) 0.0169(2) Uani 1 1 d . . . . . C4 C 0.23331(14) 0.31535(11) 0.19021(8) 0.0191(2) Uani 1 1 d . . . . . H4A H 0.3215 0.2728 0.1481 0.023 Uiso 1 1 calc R . . . . H4B H 0.1539 0.2426 0.2110 0.023 Uiso 1 1 calc R . . . . C5 C 0.24527(15) 0.51442(13) 0.44995(9) 0.0239(3) Uani 1 1 d . . . . . H5A H 0.3235 0.5943 0.4485 0.029 Uiso 1 1 calc R . . . . H5B H 0.1520 0.5362 0.4964 0.029 Uiso 1 1 calc R . . . . C6 C 0.36350(15) 0.29823(12) 0.39473(9) 0.0224(3) Uani 1 1 d . . . . . H6A H 0.2865 0.2175 0.3953 0.027 Uiso 1 1 calc R . . . . H6B H 0.4838 0.2656 0.3976 0.027 Uiso 1 1 calc R . . . . C7 C 0.47695(13) 0.47857(11) 0.26483(8) 0.0180(2) Uani 1 1 d . . . . . H7A H 0.4377 0.5462 0.2086 0.022 Uiso 1 1 calc R . . . . H7B H 0.5195 0.5303 0.3302 0.022 Uiso 1 1 calc R . . . . C8 C 0.62486(14) 0.39471(12) 0.22522(10) 0.0248(3) Uani 1 1 d . . . . . H8 H 0.6850 0.3346 0.2753 0.030 Uiso 1 1 calc R . . . . C9 C 0.67592(16) 0.39989(13) 0.12480(11) 0.0314(3) Uani 1 1 d . . . . . H9A H 0.6189 0.4588 0.0725 0.038 Uiso 1 1 calc R . . . . H9B H 0.7690 0.3446 0.1061 0.038 Uiso 1 1 calc R . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0266(4) 0.0274(4) 0.0207(4) -0.0017(3) -0.0046(3) 0.0065(3) N1 0.0198(4) 0.0235(5) 0.0139(4) -0.0037(3) -0.0023(3) 0.0014(4) C1 0.0140(5) 0.0260(5) 0.0164(5) -0.0039(4) 0.0002(4) 0.0004(4) O2 0.0202(4) 0.0249(4) 0.0158(4) -0.0046(3) -0.0012(3) 0.0043(3) C2 0.0181(5) 0.0248(6) 0.0158(5) -0.0008(4) 0.0015(4) -0.0019(4) O3 0.0374(5) 0.0287(5) 0.0149(4) 0.0025(3) -0.0017(3) -0.0035(4) C3 0.0170(5) 0.0180(5) 0.0157(5) 0.0001(4) 0.0005(4) -0.0021(4) C4 0.0204(5) 0.0185(5) 0.0180(5) -0.0011(4) -0.0001(4) -0.0022(4) C5 0.0236(6) 0.0326(6) 0.0157(5) -0.0027(4) 0.0018(4) -0.0006(5) C6 0.0265(6) 0.0213(6) 0.0190(5) 0.0024(4) -0.0007(4) -0.0044(4) C7 0.0175(5) 0.0181(5) 0.0183(5) 0.0006(4) 0.0011(4) -0.0022(4) C8 0.0173(5) 0.0222(6) 0.0350(6) 0.0024(5) 0.0029(5) -0.0004(4) C9 0.0255(6) 0.0284(6) 0.0418(7) -0.0071(5) 0.0123(5) -0.0032(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C1 1.2262(14) . ? N1 H1 0.8600 . ? N1 C1 1.3375(14) . ? N1 C4 1.4770(14) . ? C1 O2 1.3659(12) . ? O2 C2 1.4325(13) . ? C2 H2 0.9800 . ? C2 C3 1.5248(15) . ? C2 C5 1.5134(14) . ? O3 C5 1.4359(14) . ? O3 C6 1.4516(14) . ? C3 C4 1.5179(14) . ? C3 C6 1.5243(14) . ? C3 C7 1.5484(14) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C7 C8 1.4988(15) . ? C8 H8 0.9300 . ? C8 C9 1.3163(18) . ? C9 H9A 0.9300 . ? C9 H9B 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 N1 H1 115.9 . . ? C1 N1 C4 128.17(9) . . ? C4 N1 H1 115.9 . . ? O1 C1 N1 124.51(10) . . ? O1 C1 O2 116.92(10) . . ? N1 C1 O2 118.56(9) . . ? C1 O2 C2 114.03(8) . . ? O2 C2 H2 109.0 . . ? O2 C2 C3 111.46(8) . . ? O2 C2 C5 114.96(9) . . ? C3 C2 H2 109.0 . . ? C5 C2 H2 109.0 . . ? C5 C2 C3 103.32(9) . . ? C5 O3 C6 110.38(8) . . ? C2 C3 C7 112.12(9) . . ? C4 C3 C2 104.10(8) . . ? C4 C3 C6 118.21(9) . . ? C4 C3 C7 111.76(8) . . ? C6 C3 C2 98.11(8) . . ? C6 C3 C7 111.42(8) . . ? N1 C4 C3 107.07(8) . . ? N1 C4 H4A 110.3 . . ? N1 C4 H4B 110.3 . . ? C3 C4 H4A 110.3 . . ? C3 C4 H4B 110.3 . . ? H4A C4 H4B 108.6 . . ? C2 C5 H5A 111.3 . . ? C2 C5 H5B 111.3 . . ? O3 C5 C2 102.54(9) . . ? O3 C5 H5A 111.3 . . ? O3 C5 H5B 111.3 . . ? H5A C5 H5B 109.2 . . ? O3 C6 C3 105.44(9) . . ? O3 C6 H6A 110.7 . . ? O3 C6 H6B 110.7 . . ? C3 C6 H6A 110.7 . . ? C3 C6 H6B 110.7 . . ? H6A C6 H6B 108.8 . . ? C3 C7 H7A 109.0 . . ? C3 C7 H7B 109.0 . . ? H7A C7 H7B 107.8 . . ? C8 C7 C3 113.10(9) . . ? C8 C7 H7A 109.0 . . ? C8 C7 H7B 109.0 . . ? C7 C8 H8 117.6 . . ? C9 C8 C7 124.80(11) . . ? C9 C8 H8 117.6 . . ? C8 C9 H9A 120.0 . . ? C8 C9 H9B 120.0 . . ? H9A C9 H9B 120.0 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 O2 C2 169.03(9) . . . . ? N1 C1 O2 C2 -11.60(13) . . . . ? C1 N1 C4 C3 -14.84(14) . . . . ? C1 O2 C2 C3 50.84(11) . . . . ? C1 O2 C2 C5 167.98(9) . . . . ? O2 C2 C3 C4 -69.94(10) . . . . ? O2 C2 C3 C6 168.18(8) . . . . ? O2 C2 C3 C7 51.04(11) . . . . ? O2 C2 C5 O3 -159.29(8) . . . . ? C2 C3 C4 N1 47.98(10) . . . . ? C2 C3 C6 O3 -35.00(10) . . . . ? C2 C3 C7 C8 178.55(9) . . . . ? C3 C2 C5 O3 -37.62(10) . . . . ? C3 C7 C8 C9 112.94(12) . . . . ? C4 N1 C1 O1 172.80(10) . . . . ? C4 N1 C1 O2 -6.51(16) . . . . ? C4 C3 C6 O3 -145.84(9) . . . . ? C4 C3 C7 C8 -65.00(12) . . . . ? C5 C2 C3 C4 166.06(9) . . . . ? C5 C2 C3 C6 44.18(10) . . . . ? C5 C2 C3 C7 -72.96(11) . . . . ? C5 O3 C6 C3 13.26(11) . . . . ? C6 O3 C5 C2 15.02(11) . . . . ? C6 C3 C4 N1 155.43(9) . . . . ? C6 C3 C7 C8 69.70(12) . . . . ? C7 C3 C4 N1 -73.23(10) . . . . ? C7 C3 C6 O3 82.67(10) . . . . ? _shelx_SHELXL_version_number 2014/7 loop_ _refln_index_h _refln_index_k _refln_index_l _refln_F_squared_meas _refln_F_squared_sigma 0 0 -1 3.72 0.32 0 0 1 2.53 0.23 0 0 3 0.35 0.4 0 0 3 1.54 0.5 0 0 -3 0.26 0.49 0 0 -3 0.12 0.58 0 0 -4 8.41 0.96 0 0 -4 9.55 1.18 0 0 4 8.23 0.82 0 0 4 7.68 0.86 0 0 5 0.09 0.67 0 0 -5 0.58 0.92 0 0 -5 0.21 0.69 0 0 5 1.41 0.6 0 0 6 672.43 8.03 0 0 -6 664.48 10.65 0 0 -6 662.97 9.01 0 0 -7 0.67 1.09 0 0 -7 1.83 0.95 0 0 -8 1934.05 18.18 0 0 -8 1884.93 22.42 0 0 -9 0.92 1.25 0 0 -9 1.77 1.49 0 0 -10 88.64 5.61 0 0 -10 91.22 5.98 0 0 -11 0.9 1.76 0 0 12 14.09 2.42 0 0 -12 17.28 2.87 0 0 -13 0.67 1.57 0 0 13 2.53 1.48 0 0 14 57.26 3.47 0 1 0 2.44 0.33 0 1 -1 150.25 2.11 0 1 1 151.96 1.49 0 1 1 145.63 2.42 0 -1 1 151.31 1.5 0 -1 -1 153.6 1.54 0 -1 1 147.49 1.82 0 -1 2 528.62 4.3 0 1 2 535.36 5.46 0 1 -2 538.82 5.34 0 -1 -2 530.9 4.53 0 1 -3 5134.86 20.08 0 1 3 5166.51 19.27 0 -1 4 2627.03 9.36 0 -1 -4 2617.54 15.37 0 1 4 2604.86 15.36 0 -1 -4 2637.85 15.64 0 1 4 2576.88 14.59 0 1 -4 2629.83 16.87 0 1 -4 2615.22 13.1 0 -1 4 2622.91 13.16 0 -1 -5 9496.88 33.93 0 1 -5 9453.76 28.53 0 -1 -6 204.74 5.39 0 -1 6 207.32 4.72 0 1 -6 194.27 4.55 0 1 -6 199.05 6.1 0 -1 -6 190.43 5.56 0 1 6 197.86 5.15 0 1 6 217.04 5.35 0 -1 -7 432.25 9.33 0 1 -7 465.44 10.4 0 -1 7 445.33 7.83 0 1 7 464.53 8.37 0 1 -7 451.45 7.61 0 -1 -7 469.86 8.88 0 1 7 466.52 8.64 0 -1 -8 81.16 4.69 0 -1 8 86.97 3.87 0 -1 -8 78.19 4.01 0 -1 -8 78.4 4.54 0 1 -8 81.34 4.89 0 1 -9 6.13 1.99 0 -1 9 6.1 1.41 0 1 -9 4.3 1.87 0 -1 -9 6.46 1.87 0 -1 -9 13.38 2.35 0 -1 -9 15.77 2.09 0 1 -10 67.13 5.4 0 1 -10 65.76 4.74 0 -1 -10 64.44 4.9 0 1 11 52.97 4.09 0 -1 -11 43.77 4.33 0 1 -11 48.2 4.28 0 -1 12 388.17 10.67 0 1 12 371.32 10.21 0 1 -12 367.05 10.92 0 -1 -12 374.12 11.39 0 -1 13 214.36 7.38 0 1 13 219.41 7.33 0 -1 -13 199.4 7.78 0 -1 14 363.19 8.38 0 1 14 353.52 7.98 0 -1 15 156.75 4.32 0 2 2 1160.67 9.81 0 -2 2 1157.85 7.12 0 2 3 10.23 1.21 0 -2 3 12.45 0.9 0 -2 3 11.25 0.46 0 -2 -3 10.85 1.24 0 -2 -3 10.94 0.89 0 2 -3 12.15 1.18 0 2 -3 8.98 0.35 0 2 4 1296.08 12.47 0 2 -4 1265.88 12.31 0 -2 -4 1285.15 12.42 0 -2 -4 1294.77 10.33 0 2 5 890.86 11.3 0 -2 -5 929.78 10.25 0 -2 -5 890.92 11.32 0 2 -5 917.54 11.93 0 -2 5 867.87 8.63 0 -2 -6 205.69 5.93 0 -2 -6 190.69 5.37 0 2 -6 208.45 6.5 0 -2 6 199.39 4.56 0 2 6 200.68 5.88 0 -2 7 520.95 8.18 0 2 7 496.97 9.83 0 -2 -7 499.42 9.76 0 -2 -7 522.6 10.15 0 2 -7 510.45 11.23 0 -2 8 249.56 6.3 0 -2 -8 247.23 8.32 0 2 -8 233.58 8.41 0 -2 -8 236.76 7.36 0 2 8 227.68 7.1 0 -2 -9 83.9 5.26 0 2 9 77.51 4.69 0 2 -9 80.03 5.52 0 -2 -9 77.81 4.52 0 2 -9 74.68 4.81 0 2 -10 1921.18 24.53 0 -2 -10 1897.62 25.53 0 2 10 1883.64 22.63 0 2 -11 1787.19 23.9 0 -2 -11 1787.48 25.1 0 2 11 1769.67 22.06 0 2 12 12 2.16 0 -2 -12 13.88 2.65 0 -2 13 151.31 6.11 0 -2 -13 155.18 6.72 0 2 13 146.89 5.68 0 -2 14 20.69 2.15 0 2 14 17.27 1.74 0 3 0 3.69 0.27 0 3 0 0.53 0.58 0 -3 1 1524.14 8.12 0 3 -1 1496.77 9.77 0 3 -1 1522.28 8.24 0 3 1 1481.79 11.89 0 -3 2 534.07 5.67 0 3 -2 534.38 6.29 0 -3 2 520.05 3.17 0 -3 -2 528.31 7.83 0 3 2 540.96 7.87 0 3 -3 1064.39 10.35 0 -3 3 1067.96 8.24 0 -3 -3 1036.03 11.9 0 3 3 1074.22 12 0 -3 -4 1123.4 13.22 0 3 -4 1108.31 12.17 0 -3 4 1111.97 8.96 0 3 -5 17.22 2.01 0 3 5 20.18 2.19 0 -3 5 20.73 1.47 0 -3 -5 17.38 2.12 0 3 -6 1156.31 15.74 0 3 6 1144.08 15.56 0 -3 6 1164.22 10.89 0 3 7 770.29 13.51 0 -3 7 796.06 9.84 0 3 -7 764.66 14.31 0 -3 -7 790.28 13.6 0 3 -8 954.81 17.52 0 3 8 957.9 16.52 0 3 8 924.87 15.68 0 3 8 937.46 15.88 0 -3 -8 958.23 16.51 0 -3 -8 952.03 15.66 0 -3 -9 262.47 8.76 0 3 9 263.07 8.75 0 -3 -9 256.96 9.06 0 3 9 266.85 8.07 0 3 -9 256.93 8.56 0 3 9 250.08 8.9 0 3 -9 271.03 10.22 0 -3 -10 845.12 16.87 0 3 10 831.21 15.62 0 3 10 821.67 15.93 0 3 -10 806.43 15.43 0 3 10 813.8 14.56 0 3 11 1.97 1.26 0 -3 -11 1.05 1.7 0 3 12 190.79 6.59 0 -3 -12 203.5 8.04 0 -3 -13 -0.67 1.51 0 -3 13 2.09 1.26 0 -3 14 238.22 6.11 0 4 0 5552.36 24.65 0 4 -1 56.93 2.37 0 4 1 56.56 2.82 0 4 -1 58.61 1.72 0 -4 1 57.57 1.96 0 -4 2 4.87 0.75 0 -4 -2 5.68 1.47 0 4 2 3.73 1.21 0 4 -2 6.89 0.9 0 -4 -3 760.45 11.59 0 4 -3 764.74 9.28 0 4 3 765.84 11.45 0 -4 3 732.69 7.41 0 -4 4 527.26 6.45 0 -4 -4 533.83 10.21 0 4 -4 532.22 8.95 0 4 4 531.85 10.28 0 4 -5 62.84 3.58 0 4 5 61.78 3.87 0 -4 -5 64.93 3.95 0 -4 -6 224.88 7.51 0 4 -6 203.25 7.02 0 4 6 218.18 7.57 0 4 7 232.88 8.05 0 -4 -7 204.62 7.24 0 4 7 215.75 7.69 0 4 7 211.2 7.94 0 -4 -7 222.53 7.91 0 4 -7 207.06 7.77 0 4 7 222.96 8.17 0 -4 -8 855.23 15.64 0 4 8 837.07 15.89 0 4 -8 861.48 17.24 0 4 8 862.55 16.65 0 4 8 817.19 15.2 0 4 8 861.47 16.6 0 -4 -8 860.44 16.15 0 4 9 67.91 4.85 0 4 -9 74.09 5.67 0 -4 -9 74.33 5.06 0 4 9 65.12 4.82 0 4 9 67.35 4.95 0 -4 -9 71.93 4.91 0 -4 -10 962.33 17.6 0 4 10 966.55 17.79 0 4 10 963.25 17.4 0 -4 -11 128.33 6.45 0 4 11 120.96 6.11 0 4 11 132.98 6.16 0 -4 -12 13.27 2.27 0 -4 12 15.3 2.14 0 4 12 13.62 2.05 0 -4 13 21.45 2.15 0 -4 14 154.59 4.23 0 -5 0 1.16 0.71 0 5 0 0.47 0.86 0 5 1 643.95 10.3 0 -5 -1 618.03 10.65 0 5 -1 627.44 8.83 0 -5 2 182.89 4.18 0 5 2 188.85 6.04 0 -5 -2 200.01 6.4 0 5 -3 1120.85 11.69 0 -5 -3 1123 15.76 0 5 3 1116.96 15.44 0 -5 -4 1895.15 21.41 0 5 -4 1920 17.66 0 5 4 1950.17 21.68 0 5 5 3865.01 32.59 0 5 5 3906.65 33.15 0 5 5 3986.78 31.73 0 5 -5 3936.69 28.53 0 -5 -5 3876.05 32.11 0 5 6 9.1 2.01 0 5 6 3.61 1.46 0 5 6 3.48 1.68 0 5 6 8.07 1.84 0 5 -6 3.7 1.21 0 -5 -6 6.69 1.83 0 5 7 34.52 3.55 0 5 7 32.22 3.42 0 -5 -7 32.1 3.36 0 5 -7 33.75 3.43 0 5 7 35.49 3.66 0 5 7 36.36 3.74 0 5 8 568.32 14.18 0 5 8 551.14 13.3 0 5 8 564.37 14.27 0 5 -8 567.81 14.45 0 5 8 550.67 13.62 0 -5 -8 582.79 14.13 0 -5 -9 7.63 1.87 0 5 9 5.9 1.89 0 5 9 3.68 1.98 0 5 10 164.37 7.37 0 -5 -10 152.42 6.66 0 5 10 161.5 7.43 0 5 11 367.17 10.17 0 -5 11 369.94 9.25 0 5 11 358.56 10.05 0 -5 -11 364.85 9.72 0 5 12 99.54 4.67 0 -5 12 107.58 4.54 0 -5 13 33.01 2.13 0 6 0 917.17 12.87 0 -6 0 945.69 14.33 0 -6 -1 93.7 4.14 0 -6 -1 93.35 4.79 0 6 1 86.77 4.33 0 6 -1 94.12 3.93 0 -6 -2 301.93 8.8 0 6 2 299.66 8.34 0 -6 -2 318.61 8.33 0 6 3 209.21 7.76 0 6 3 217.09 7.87 0 6 3 202.38 7.3 0 -6 -3 206.23 7.59 0 6 4 117.61 6.07 0 -6 -4 121.56 6.14 0 6 4 118.29 5.82 0 6 4 115.05 5.89 0 6 4 114.64 5.95 0 6 5 17.11 2.58 0 6 5 18.53 2.67 0 6 5 19.44 2.71 0 6 5 16.3 2.54 0 -6 -5 19.17 2.81 0 6 6 2.27 1.55 0 6 6 3.46 1.68 0 -6 -6 0.2 1.4 0 6 6 -0.34 1.5 0 6 6 1.33 1.4 0 6 7 845.08 17.59 0 6 7 864.71 17.3 0 -6 -7 849.74 17.49 0 6 7 893.51 17.5 0 6 8 1515.83 23.09 0 6 8 1526.89 22.78 0 6 8 1510.75 23.57 0 6 9 198.3 7.95 0 6 9 202.18 8.54 0 6 9 214.42 8.76 0 6 10 4.31 1.95 0 6 10 4.24 1.54 0 6 10 4.9 1.89 0 6 11 40.11 3.41 0 6 11 36.91 3.27 0 6 12 107.03 4.42 0 -7 0 0.12 1.09 0 7 0 -0.59 1 0 7 0 -0.94 0.86 0 7 0 -0.98 1.1 0 7 1 73.66 4.8 0 -7 1 70.89 4.31 0 7 1 67.66 4.57 0 7 1 60.4 3.92 0 -7 -1 70.23 4.68 0 7 2 390.29 10.35 0 -7 -2 410.04 11.23 0 7 2 410.61 11.36 0 7 2 406.66 10.52 0 -7 -3 160.02 7.31 0 7 3 167.52 7.49 0 7 3 172.71 7.15 0 -7 -3 163.92 7.01 0 7 3 168.45 7.54 0 7 3 163.97 7.13 0 7 4 182.95 7.63 0 -7 -4 179.07 7.76 0 -7 -4 202.22 8.42 0 7 4 188.38 7.98 0 7 4 181.31 8.02 0 7 4 181.24 7.99 0 7 5 311.75 10.73 0 -7 -5 325.01 10.97 0 7 5 316.89 10.34 0 7 5 309.75 10.69 0 7 5 312.01 10.69 0 -7 -5 313.65 10.66 0 7 6 582.45 14.3 0 7 6 593.21 14.98 0 -7 -6 583.24 14.82 0 7 6 558.73 14.47 0 7 7 270.52 9.94 0 7 7 269.54 10.2 0 7 7 275.58 10.06 0 7 8 42.5 4.21 0 7 8 50.28 4.5 0 7 9 204.96 8.21 0 7 9 199.74 7.72 0 7 9 202.78 8.23 0 7 10 83.86 4.91 0 7 10 81.22 4.91 0 7 10 80.8 4.39 0 7 11 291.67 7.75 0 7 11 293.83 7.63 0 8 0 100.28 5.68 0 8 0 103.65 5.83 0 8 1 74.25 5.2 0 -8 -1 68.53 4.9 0 8 1 72.83 4.94 0 8 2 103.54 6.2 0 -8 -2 111.66 6.42 0 8 2 103.93 6.05 0 8 2 100.8 5.73 0 -8 -3 1660.14 24.53 0 8 3 1659.02 22.64 0 8 3 1655.78 24.18 0 8 3 1682.5 24.64 0 8 4 750.3 15.66 0 8 4 738.9 16.62 0 8 4 750.35 16.55 0 8 5 87.17 5.93 0 8 5 87.35 5.57 0 8 5 85.26 5.83 0 8 6 71.22 5.16 0 8 6 72.02 5.38 0 8 6 75.99 5.57 0 8 7 12.25 2.55 0 8 7 13.37 2.56 0 8 7 14.22 2.74 0 8 8 0.28 1.48 0 8 8 -0.6 1.45 0 8 8 -0.34 1.45 0 8 9 45.36 3.74 0 8 9 46.85 3.68 0 8 9 47.92 3.61 0 8 10 0.71 1.1 0 8 10 0.13 0.93 0 8 10 0.63 1.23 0 8 11 577.47 8.77 0 9 0 -0.45 1.02 0 9 1 633.8 14.46 0 9 1 644.47 14.27 0 9 2 734.51 15.82 0 9 2 740.48 15.61 0 9 3 12.53 2.6 0 9 3 10.75 2.46 0 9 4 422.52 12 0 9 4 408.84 10.8 0 9 4 412.37 12.02 0 9 5 200.14 7.64 0 9 5 195.17 8.15 0 9 5 215.98 8.64 0 9 6 6.49 1.81 0 9 6 7.31 2.2 0 9 6 6.29 2.03 0 9 7 0.81 1.43 0 9 7 -0.37 1.54 0 9 7 0.63 1.26 0 9 8 116.4 5.37 0 9 8 116.77 5.21 0 9 8 115.72 5.14 0 9 9 5.5 1.28 0 9 9 6.3 1.33 0 9 9 3.5 1.3 0 10 1 168.36 6.67 0 10 2 110.86 5.64 0 10 2 117.29 5.62 0 10 3 575.14 12.37 0 10 3 575.5 12.63 0 10 4 377.12 10.18 0 10 4 386.83 10.03 0 10 5 73.44 4.46 0 10 5 78.78 4.51 0 10 6 41.09 3.13 0 10 6 42.68 3.25 0 10 6 34.49 2.5 0 10 7 -0.15 0.91 0 10 7 2.21 1.22 0 10 7 1.13 1.14 0 10 8 121.27 3.96 0 10 8 124.73 4.04 0 11 3 50.36 2.89 0 11 4 46.63 2.73 0 11 4 39.31 2.47 0 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133.63 5.5 -4 4 12 125.52 4.44 4 -4 -11 484.63 11.66 -4 4 11 489.07 10.69 4 -4 -10 16.73 2.85 4 -4 -9 117.34 6.59 4 -4 -8 733.35 16.24 -4 4 7 23.94 3.03 -4 -4 7 24.16 2.96 4 -4 -7 19.85 3.04 -4 4 6 0.03 1.07 4 -4 -6 -0.84 1.14 -4 -4 6 0.67 1.14 4 -4 -6 2.56 1.57 -4 4 5 189.87 7.73 4 -4 -5 190.35 7.87 -4 -4 5 203.44 7.71 4 -4 -5 187.88 8.11 4 -4 -4 504.28 12.63 -4 4 4 502.47 12.37 4 -4 -4 499.82 12.33 -4 -4 4 507.2 11.94 4 -4 -3 105.71 5.65 -4 4 3 103.91 5.66 4 -4 -3 95.13 5.32 -4 -4 3 104.93 5.49 4 4 -2 16.6 2.22 4 -4 -2 19.41 2.71 -4 -4 2 17.8 2.45 4 -4 -1 119.11 5.75 4 4 -1 133.88 5.25 -4 -4 1 123.6 5.83 -4 4 1 128.13 5.07 4 -4 0 1549.47 19.83 4 4 0 1586.92 19.23 -4 4 0 1579.56 17.7 4 4 1 9.83 1.83 4 4 1 8.79 1.77 4 -4 1 15.23 2.26 4 4 1 11.78 2.17 -4 -4 -1 8.89 1.54 -4 4 -2 1303.31 16.74 4 4 2 1324.67 20.31 4 4 2 1275.96 18.99 -4 -4 -2 1302.88 16.99 4 4 2 1306.29 19.61 4 4 2 1347.35 19.54 4 -4 2 1306.52 18.22 -4 -4 -3 94.12 5.05 4 4 3 85.1 5.07 4 4 3 94.78 5.5 4 -4 3 93.13 4.96 4 4 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2.14 4 5 5 2.91 1.58 4 5 5 4.69 2.14 -4 -5 -5 7.91 2.42 4 5 6 397.31 12.23 4 5 6 380.44 11.23 4 5 6 390.87 11.95 4 5 7 652.77 15.03 4 5 7 657.17 15.53 4 5 7 668.38 14.4 4 5 8 10.5 2.3 4 5 8 8.35 1.96 4 5 8 6.22 2.07 4 5 9 -2.36 1.32 4 5 9 0.71 1.2 4 5 9 -0.74 1.35 4 5 10 33.75 2.8 -4 6 11 -0.18 0.98 4 -6 -10 9.59 1.69 -4 6 10 7.68 1.77 4 -6 -9 173.07 6.55 -4 6 8 72.41 4.72 -4 6 8 68.98 4.56 4 -6 -8 66.78 4.43 -4 6 7 66.01 4.92 -4 6 7 65.75 4.79 4 -6 -7 66.76 4.64 -4 6 6 288.98 10.35 -4 6 6 293.52 10.29 4 -6 -6 308.04 9.71 -4 6 5 41.04 4.26 -4 6 5 42.53 4.19 4 -6 -5 41.02 3.67 -4 6 4 206.4 8.92 -4 -6 4 213.93 8.34 4 -6 -3 93.73 6.06 -4 6 3 94.68 6.16 -4 -6 3 85.95 5.49 -4 6 2 0.5 1.51 -4 -6 2 0.43 1.4 4 -6 -1 -1.83 1.34 -4 6 1 -0.11 1.41 -4 -6 1 1.09 1.46 -4 6 0 3975.34 38.76 4 6 0 3930.43 34.71 4 -6 0 3895.46 34.6 4 6 0 3970.2 33.19 4 6 0 3996.93 34.01 4 6 1 965.99 17.91 4 6 1 980.44 17.42 4 6 1 978.79 16.74 4 6 1 976.73 17.47 4 6 2 1329.83 21.37 4 6 2 1287.91 21.03 4 6 2 1304.72 19.38 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7.74 -7 6 3 2.09 1.32 7 -6 -3 2.21 1.41 -7 6 2 310.17 8.93 7 -6 -2 306.97 8.37 -7 6 1 18.19 2.58 7 -6 -1 15.73 2.34 -7 6 0 143.81 6.43 7 -6 0 139.7 5.7 -7 6 -1 139.03 6.23 7 -6 1 141.61 5.6 -7 6 -2 0.92 1.46 7 6 2 0.8 1.17 7 -6 2 2.18 1.31 -7 6 -3 1.11 1.36 7 6 3 0.68 0.99 7 6 4 224.33 6.46 -7 6 -4 229.07 6.92 7 6 5 39.97 2.57 -7 6 -5 41.63 2.76 -7 7 5 30.42 2.25 -7 7 4 386.19 8.31 -7 7 4 342.78 6.64 -7 7 3 1.91 1.24 -7 7 3 1.97 1.08 -7 7 2 21.62 2.44 -7 7 2 21.81 2.25 -7 7 1 367.45 8.82 -7 7 1 382.64 8.9 -7 7 0 5.09 1.46 -7 7 0 5.25 1.63 -7 7 -1 516.82 9.57 -7 7 -1 505.05 10.12 -7 7 -2 54.3 2.93 -7 7 -2 57.48 3.39 -7 7 -3 18.73 1.93 -7 7 -4 225.87 5.43 -7 8 2 11.94 1.45 -7 8 0 4.39 1.03 8 0 -8 142.25 4.74 8 0 -7 1.29 1.19 8 0 -6 726.48 13.29 8 0 -5 0.24 1.59 8 0 -4 983.63 17.17 8 0 -3 -0.28 1.67 8 0 -2 0.42 1.59 8 0 -1 1.86 1.83 8 0 0 631.74 14.54 8 0 1 -0.34 1.26 8 0 1 0.82 1.67 8 0 2 218.38 8.33 8 0 2 212.4 7.55 8 0 3 0.42 1.15 8 0 3 0.04 1.54 8 0 4 159.48 6.46 8 0 4 154.09 5.96 8 0 5 0.41 1.11 8 0 5 1.41 1.14 8 0 6 453.66 9.03 8 0 6 458.38 8.23 8 -1 -8 54.59 3.28 8 -1 -7 19.03 2.41 8 1 -6 183.82 6.14 8 -1 -6 188.25 7.12 8 1 -5 1.44 1.21 8 -1 -5 1 1.52 8 1 -4 102.75 5.3 8 -1 -4 99.95 5.84 8 1 -3 0.06 1.6 8 -1 -3 0.54 1.74 8 1 -2 29.21 3.17 8 -1 -2 27 3.43 8 1 -1 22.27 2.85 8 -1 -1 21.87 3.24 8 1 0 194.15 7.74 8 -1 0 199.03 8.47 8 1 1 65.86 4.66 8 -1 1 67.33 5.01 8 1 1 69.72 4.71 8 1 2 -1.11 1.47 8 1 2 2.99 1.47 8 -1 2 -0.33 1.61 8 1 3 629.5 12.73 8 -1 3 667.76 14.19 8 1 3 657.91 13.22 8 1 4 345.2 8.88 8 -1 4 365.25 9.96 8 1 4 354.51 9.27 8 1 5 220.76 6.56 8 -1 5 229.95 7.37 8 1 5 219.52 6.79 8 1 6 386.6 7.58 8 -1 6 405.34 8.7 8 1 6 408.1 8.2 8 -1 7 113.62 3.97 8 -2 -8 21.52 2.21 8 -2 -7 168.42 6.21 8 -2 -6 18.61 2.64 8 -2 -5 78.85 4.98 8 -2 -4 198.91 8.09 8 -2 -3 26.71 3.47 8 -2 -2 22.99 3.37 8 -2 -1 167.5 7.84 8 -2 0 6.42 2.29 8 2 1 5.26 1.8 8 -2 1 3.18 2.1 8 -2 2 52.48 4.3 8 2 2 48.58 3.93 8 -2 3 24.78 3.09 8 2 3 21.85 2.78 8 -2 4 95.44 5.12 8 2 4 94.31 4.83 8 2 5 2.76 1.33 8 -2 5 0.24 1.25 8 -2 6 410.76 8.49 8 2 6 399.22 7.95 8 -3 -8 128.4 4.51 8 -3 -7 791.71 12.57 8 -3 -6 22.38 2.62 8 -3 -5 475.14 11.38 8 -3 -4 108.42 5.82 8 -3 -3 13.39 2.65 8 -3 -2 311.23 10.13 8 -3 -1 39.97 3.94 -8 3 0 29.84 2.89 8 -3 0 36.33 3.76 8 -3 1 1.99 1.76 8 -3 2 54.29 4.15 8 3 2 49.68 3.85 8 3 3 7.85 1.82 8 -3 3 1.03 1.4 8 -3 4 725.71 12.81 8 3 4 694.24 12.2 8 -3 5 14.53 1.9 8 3 5 12.01 1.71 8 -3 6 199.65 5.35 8 3 6 196.71 5.13 8 -4 -7 44.64 2.78 8 -4 -6 45.82 3.18 -8 4 5 27.2 2.26 8 -4 -5 25.95 2.69 8 -4 -4 4.76 1.81 8 -4 -3 139.94 6.17 8 -4 -2 4.69 1.89 -8 4 1 418.64 9.16 8 -4 -1 431.78 10.83 -8 4 0 0.55 1.23 8 -4 0 1.26 1.39 -8 4 -1 0.95 1.24 8 -4 1 -0.01 1.3 8 -4 2 484.05 10.62 8 -4 3 76.75 4.12 8 -4 4 1.35 1.09 8 -4 5 1.73 0.94 8 -5 -5 2.64 1.11 -8 5 4 272.49 6.83 8 -5 -4 282.17 7.07 8 -5 -3 13.39 1.94 8 -5 -2 25.22 2.49 -8 5 1 373.47 7.98 8 -5 -1 370.28 8.66 -8 5 0 476.52 9.37 8 -5 0 484.95 9.71 -8 5 -1 0.09 1.04 8 -5 1 0.23 1.13 -8 5 -2 58.39 3.36 8 -5 2 65.29 3.39 -8 5 -3 0.93 1.01 8 -5 3 0.74 0.9 -8 5 -4 76.77 3.25 -8 6 3 48.35 2.73 -8 6 2 67 3.34 -8 6 0 5.44 1.19 -8 6 -1 126.72 4.12 9 0 -4 0.97 0.91 9 0 -3 -0.83 0.89 9 0 -2 26.29 2.4 9 0 -1 -0.25 1.01 9 0 0 286.27 7.31 9 0 1 -2.21 1.11 9 0 2 13.22 1.74 9 -1 -5 22.69 1.96 9 -1 -4 92.7 4.12 9 -1 -3 33.4 2.71 9 -1 -2 0.58 1.12 9 -1 -1 142.07 5.49 9 -1 0 3.31 1.24 9 -1 1 42.03 3.01 9 -1 2 68.56 3.58 9 -1 3 453.33 8.1 9 -2 -5 142.05 4.58 9 -2 -4 5.61 1.43 9 -2 -3 405.07 8.74 9 -2 -2 19.93 2.26 9 -2 -1 8.1 1.69 9 -2 0 0.52 1.17 9 -2 1 -0.22 1.02 9 -2 2 53.82 3.12 9 -2 3 36.33 2.36 9 -3 -4 295.01 6.55 9 -3 -3 240.79 6.29 9 -3 -2 69.32 3.58 9 -3 -1 0.08 1.11 9 -3 0 31.96 2.5 9 -3 1 26.5 2.2 9 -3 2 51.7 2.71 _iucr_refine_instructions_details ; jml313_cu.res created by SHELXL-2014/7 TITL jml313_cu_a.res in P2(1)/c REM Old TITL jml313_cu_a.res in P2(1)/c REM SHELXT solution in P2(1)/c REM R1 0.130, Rweak 0.350, Alpha 0.022, Orientation as input REM Formula found by SHELXT: C9 N O3 CELL 1.54184 7.658 9.5316 12.1849 90 94.805 90 ZERR 4 0.0001 0.0001 0.0002 0 0.001 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H N O UNIT 36 52 4 12 L.S. 10 PLAN 20 BOND $H list 4 fmap 2 MORE -1 CONF ACTA REM REM REM WGHT 0.038100 0.297700 FVAR 1.64189 O1 4 0.026204 0.643247 0.093026 11.00000 0.02664 0.02740 = 0.02073 -0.00171 -0.00456 0.00652 N1 3 0.136132 0.424379 0.124128 11.00000 0.01981 0.02354 = 0.01390 -0.00368 -0.00228 0.00141 AFIX 43 H1 2 0.103288 0.402064 0.057179 11.00000 -1.20000 AFIX 0 C1 1 0.092783 0.553440 0.155301 11.00000 0.01402 0.02597 = 0.01644 -0.00390 0.00017 0.00039 O2 4 0.125640 0.589926 0.263459 11.00000 0.02020 0.02485 = 0.01576 -0.00463 -0.00122 0.00433 C2 1 0.172515 0.474199 0.334945 11.00000 0.01808 0.02481 = 0.01581 -0.00076 0.00151 -0.00191 AFIX 13 H2 2 0.069469 0.414332 0.340040 11.00000 -1.20000 AFIX 0 O3 4 0.338298 0.390122 0.487080 11.00000 0.03743 0.02871 = 0.01485 0.00246 -0.00174 -0.00348 C3 1 0.319279 0.386988 0.292094 11.00000 0.01699 0.01796 = 0.01567 0.00012 0.00046 -0.00211 C4 1 0.233308 0.315353 0.190206 11.00000 0.02041 0.01854 = 0.01797 -0.00111 -0.00012 -0.00219 AFIX 23 H4A 2 0.321453 0.272824 0.148122 11.00000 -1.20000 H4B 2 0.153887 0.242568 0.210955 11.00000 -1.20000 AFIX 0 C5 1 0.245271 0.514422 0.449949 11.00000 0.02355 0.03257 = 0.01573 -0.00274 0.00177 -0.00062 AFIX 23 H5A 2 0.323495 0.594325 0.448545 11.00000 -1.20000 H5B 2 0.152034 0.536180 0.496401 11.00000 -1.20000 AFIX 0 C6 1 0.363505 0.298225 0.394728 11.00000 0.02651 0.02130 = 0.01897 0.00245 -0.00066 -0.00440 AFIX 23 H6A 2 0.286471 0.217492 0.395297 11.00000 -1.20000 H6B 2 0.483789 0.265618 0.397621 11.00000 -1.20000 AFIX 0 C7 1 0.476949 0.478571 0.264834 11.00000 0.01752 0.01805 = 0.01830 0.00061 0.00107 -0.00216 AFIX 23 H7A 2 0.437668 0.546197 0.208603 11.00000 -1.20000 H7B 2 0.519495 0.530339 0.330219 11.00000 -1.20000 AFIX 0 C8 1 0.624856 0.394709 0.225218 11.00000 0.01727 0.02217 = 0.03502 0.00243 0.00288 -0.00038 AFIX 43 H8 2 0.684966 0.334602 0.275259 11.00000 -1.20000 AFIX 0 C9 1 0.675918 0.399889 0.124803 11.00000 0.02551 0.02839 = 0.04182 -0.00713 0.01230 -0.00318 AFIX 93 H9A 2 0.618882 0.458801 0.072549 11.00000 -1.20000 H9B 2 0.769031 0.344637 0.106110 11.00000 -1.20000 AFIX 0 HKLF 4 REM jml313_cu_a.res in P2(1)/c REM R1 = 0.0315 for 1590 Fo > 4sig(Fo) and 0.0339 for all 1726 data REM 118 parameters refined using 0 restraints END WGHT 0.0381 0.2977 REM Highest difference peak 0.307, deepest hole -0.189, 1-sigma level 0.034 Q1 1 0.3959 0.4278 0.2799 11.00000 0.05 0.31 Q2 1 0.2477 0.4291 0.3079 11.00000 0.05 0.27 Q3 1 0.3439 0.3444 0.3377 11.00000 0.05 0.24 Q4 1 0.2892 0.3524 0.2434 11.00000 0.05 0.24 Q5 1 0.5433 0.4318 0.2392 11.00000 0.05 0.21 Q6 1 0.2065 0.4975 0.3924 11.00000 0.05 0.21 Q7 1 0.6003 0.3691 0.1619 11.00000 0.05 0.19 Q8 1 0.1768 0.3773 0.1639 11.00000 0.05 0.15 Q9 1 0.0618 0.4513 0.1615 11.00000 0.05 0.13 Q10 1 0.3406 0.3494 0.4425 11.00000 0.05 0.13 Q11 1 0.6867 0.4453 0.1884 11.00000 0.05 0.13 Q12 1 0.2583 0.4272 0.4799 11.00000 0.05 0.11 Q13 1 0.1002 0.5616 0.2133 11.00000 0.05 0.11 Q14 1 0.1540 0.5319 0.3026 11.00000 0.05 0.11 Q15 1 0.1602 0.4958 0.1377 11.00000 0.05 0.10 Q16 1 0.0117 0.6156 0.0049 11.00000 0.05 0.09 Q17 1 0.1019 0.2792 0.2244 11.00000 0.05 0.09 Q18 1 0.4870 0.2795 0.4214 11.00000 0.05 0.09 Q19 1 0.7311 0.3667 0.3183 11.00000 0.05 0.09 Q20 1 0.5473 0.4957 0.0393 11.00000 0.05 0.08 REM The information below was added by Olex2. REM REM R1 = 0.0315 for 1590 Fo > 4sig(Fo) and 0.0339 for all 5148 data REM n/a parameters refined using n/a restraints REM Highest difference peak 0.31, deepest hole -0.19 REM Mean Shift 0, Max Shift 0.000. REM +++ Tabular Listing of Refinement Information +++ REM R1_all = 0.0339 REM R1_gt = 0.0315 REM wR_ref = 0.0817 REM GOOF = 1.072 REM Shift_max = 0.000 REM Shift_mean = 0 REM Reflections_all = 5148 REM Reflections_gt = 1590 REM Parameters = n/a REM Hole = -0.19 REM Peak = 0.31 REM Flack = n/a ; _olex2_date_sample_data_collection 2016-11-28 _olex2_submission_special_instructions 'No special instructions were received' _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling ; _oxdiff_exptl_absorpt_empirical_full_max 1.169 _oxdiff_exptl_absorpt_empirical_full_min 0.686