#------------------------------------------------------------------------------ #$Date: 2024-12-06 22:35:03 +0200 (Fri, 06 Dec 2024) $ #$Revision: 296672 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/16/01/7160158.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7160158 loop_ _publ_author_name 'Rajat, ?' 'Rajput, Shruti' 'Grover, Nitika' 'Jain, Nidhi' _publ_section_title ; Photocatalyst-free regioselective sulfonamidation of N-(2-hydroxyaryl)amides in visible-light. ; _journal_issue 43 _journal_name_full 'Organic & biomolecular chemistry' _journal_page_first 8649 _journal_page_last 8655 _journal_paper_doi 10.1039/d4ob01393j _journal_volume 22 _journal_year 2024 _chemical_formula_moiety 'C15 H16 N2 O4 S' _chemical_formula_sum 'C15 H16 N2 O4 S' _chemical_formula_weight 320.36 _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _atom_sites_solution_hydrogens mixed _atom_sites_solution_primary iterative _audit_creation_date 2023-06-03 _audit_creation_method ; Olex2 1.5 (compiled 2023.02.24 svn.rf166f9f3 for OlexSys, GUI svn.r6725) ; _audit_update_record ; 2024-07-12 deposited with the CCDC. 2024-09-30 downloaded from the CCDC. ; _cell_angle_alpha 84.04(3) _cell_angle_beta 75.55(3) _cell_angle_gamma 76.36(3) _cell_formula_units_Z 2 _cell_length_a 7.453(4) _cell_length_b 10.846(5) _cell_length_c 11.701(6) _cell_measurement_reflns_used 4809 _cell_measurement_temperature 273(2) _cell_measurement_theta_max 25.01 _cell_measurement_theta_min 2.58 _cell_volume 889.1(8) _computing_cell_refinement 'SAINT v8.37A (Bruker, 2015)' _computing_data_reduction 'SAINT v8.37A (Bruker, 2015)' _computing_molecular_graphics 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_structure_refinement 'XL (Sheldrick, 2008)' _computing_structure_solution 'olex2.solve 1.5 (Bourhis et al., 2015)' _diffrn_ambient_temperature 273.15 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0680 _diffrn_reflns_av_unetI/netI 0.0445 _diffrn_reflns_Laue_measured_fraction_full 0.998 _diffrn_reflns_Laue_measured_fraction_max 0.998 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_number 21802 _diffrn_reflns_point_group_measured_fraction_full 0.998 _diffrn_reflns_point_group_measured_fraction_max 0.998 _diffrn_reflns_theta_full 24.994 _diffrn_reflns_theta_max 24.994 _diffrn_reflns_theta_min 1.799 _diffrn_source_current 1.0 _diffrn_source_power 0.05 _diffrn_source_voltage 50.0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.199 _exptl_absorpt_correction_T_max 0.7457 _exptl_absorpt_correction_T_min 0.5569 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1255 before and 0.0736 after correction. The Ratio of minimum to maximum transmission is 0.7468. The \l/2 correction factor is Not present. ; _exptl_crystal_colour 'clear light brown' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier light _exptl_crystal_colour_primary brown _exptl_crystal_density_diffrn 1.197 _exptl_crystal_description block _exptl_crystal_F_000 336 _exptl_crystal_size_max 0.014 _exptl_crystal_size_mid 0.012 _exptl_crystal_size_min 0.012 _refine_diff_density_max 0.970 _refine_diff_density_min -0.852 _refine_diff_density_rms 0.277 _refine_ls_extinction_coef 0.49(6) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method 'SHELXL-2019/1 (Sheldrick 2019)' _refine_ls_goodness_of_fit_ref 1.316 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 206 _refine_ls_number_reflns 3112 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.316 _refine_ls_R_factor_all 0.1182 _refine_ls_R_factor_gt 0.0972 _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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.2816 _refine_ls_wR_factor_ref 0.3037 _reflns_Friedel_coverage 0.000 _reflns_number_gt 2500 _reflns_number_total 3112 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d4ob01393j2.cif _cod_data_source_block rajat_nts_0m_a _cod_depositor_comments 'Adding full bibliography for 7160158.cif.' _cod_original_cell_volume 889.1(7) _cod_database_code 7160158 _shelx_shelxl_version_number 2019/1 _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. ; _shelx_estimated_absorpt_t_max 0.998 _shelx_estimated_absorpt_t_min 0.997 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All N(H) groups At 1.5 times of: All C(H,H,H) groups, All O(H) groups 2.a Aromatic/amide H refined with riding coordinates: N1(H1), C2(H2), C7(H7), C8(H8), C11(H11), C12(H12), C13(H13), C15(H15) 2.b Idealised Me refined as rotating group: C9(H9A,H9B,H9C), C16(H16A,H16B,H16C) 2.c Idealised tetrahedral OH refined as rotating group: O003(H003) ; _smtbx_masks_special_details ; A solvent mask was calculated and 58 electrons were found in a volume of 182\%A^3^ in 1 void per unit cell. This is consistent with the presence of 0.5[CHCl3] per Asymmetric Unit which account for 58 electrons per unit cell. ; _smtbx_masks_void_probe_radius 1.2 _smtbx_masks_void_truncation_radius 1.2 _shelx_res_file ; TITL rajat_nts_0m_a.res in P-1 rajat_nts_0m_a.res created by SHELXL-2019/1 at 14:32:15 on 03-Jun-2023 REM Old TITL rajat_nts_0m in P-1 REM SHELXT solution in P-1 REM R1 0.214, Rweak 0.014, Alpha 0.064, Orientation as input REM Formula found by SHELXT: C14 N2 O5 S CELL 0.71073 7.4531 10.8461 11.7015 84.036 75.551 76.357 ZERR 2 0.0037 0.0049 0.0055 0.028 0.03 0.029 LATT 1 SFAC C H N O S UNIT 30 32 4 8 2 L.S. 10 PLAN 10 SIZE 0.012 0.014 0.012 TEMP 0 CONF MORE -1 BOND $H ABIN fmap 2 acta OMIT -1 50 OMIT 0 -2 4 REM REM REM WGHT 0.200000 EXTI 0.492848 FVAR 1.49431 S1 5 0.224795 0.106304 0.123787 11.00000 0.02860 0.03619 = 0.06368 -0.01201 -0.00933 -0.00607 O002 4 0.256153 -0.001366 0.053354 11.00000 0.04652 0.04522 = 0.07004 -0.01961 -0.01203 -0.01254 O003 4 0.542268 0.613976 0.194597 11.00000 0.03331 0.04157 = 0.08590 -0.01534 -0.01844 -0.00773 AFIX 147 H003 2 0.656486 0.606868 0.187426 11.00000 -1.50000 AFIX 0 O004 4 0.049453 0.197761 0.139025 11.00000 0.03323 0.04988 = 0.08183 -0.01018 -0.01495 -0.00094 N1 3 0.396299 0.177093 0.059635 11.00000 0.03773 0.03890 = 0.05650 -0.01417 -0.00184 -0.01063 AFIX 43 H1 2 0.472865 0.146946 -0.004137 11.00000 -1.20000 AFIX 0 N006 3 0.201228 0.627029 0.164410 11.00000 0.02918 0.03547 = 0.07291 -0.01261 -0.01211 -0.00566 H006 2 0.247452 0.687545 0.166761 11.00000 -1.20000 O007 4 -0.078933 0.577933 0.170427 11.00000 0.02988 0.05341 = 0.14747 -0.02895 -0.02315 -0.00688 C2 1 0.286651 0.398841 0.118108 11.00000 0.03063 0.03715 = 0.05948 -0.00487 -0.01162 -0.00902 AFIX 43 H2 2 0.167490 0.400930 0.105655 11.00000 -1.20000 AFIX 0 C3 1 0.426477 0.288191 0.104469 11.00000 0.03152 0.03129 = 0.04496 -0.00372 -0.00401 -0.00693 C4 1 0.328337 0.507383 0.150997 11.00000 0.02716 0.03596 = 0.04936 -0.00775 -0.00827 -0.00429 C5 1 0.254794 0.047637 0.263866 11.00000 0.02968 0.03604 = 0.06554 -0.00810 -0.00537 -0.00701 C6 1 0.510127 0.503993 0.167190 11.00000 0.02896 0.04062 = 0.05825 -0.00740 -0.00916 -0.01154 C7 1 0.602232 0.282769 0.122977 11.00000 0.03092 0.03666 = 0.05602 -0.00532 -0.01002 -0.00276 AFIX 43 H7 2 0.692874 0.206874 0.114868 11.00000 -1.20000 AFIX 0 C8 1 0.645418 0.391255 0.154047 11.00000 0.02864 0.04091 = 0.06907 -0.00855 -0.01365 -0.00334 AFIX 43 H8 2 0.765335 0.387816 0.165950 11.00000 -1.20000 AFIX 0 C9 1 -0.077733 0.794466 0.182296 11.00000 0.04548 0.04689 = 0.09541 -0.01309 -0.01596 0.00163 AFIX 137 H9A 2 -0.145258 0.810095 0.262586 11.00000 -1.50000 H9B 2 -0.164673 0.818575 0.131496 11.00000 -1.50000 H9C 2 0.018453 0.843412 0.159488 11.00000 -1.50000 AFIX 0 C10 1 0.012387 0.657328 0.171964 11.00000 0.03210 0.04104 = 0.06083 -0.01125 -0.01133 -0.00319 C11 1 0.356117 -0.074784 0.280973 11.00000 0.04992 0.04080 = 0.07227 -0.00899 -0.00999 -0.00336 AFIX 43 H11 2 0.413109 -0.125795 0.216910 11.00000 -1.20000 AFIX 0 C12 1 0.176362 0.124548 0.360987 11.00000 0.04821 0.04598 = 0.07233 -0.01495 -0.00508 -0.00374 AFIX 43 H12 2 0.112174 0.208022 0.350678 11.00000 -1.20000 AFIX 0 C13 1 0.194861 0.076220 0.470112 11.00000 0.06525 0.07806 = 0.06037 -0.01420 -0.00864 -0.01932 AFIX 43 H13 2 0.140199 0.128029 0.533816 11.00000 -1.20000 AFIX 0 C14 1 0.291442 -0.046866 0.491420 11.00000 0.05282 0.06784 = 0.06593 0.00596 -0.00940 -0.02498 C15 1 0.372035 -0.120142 0.391517 11.00000 0.05806 0.05353 = 0.09206 0.00795 -0.01962 -0.00605 AFIX 43 H15 2 0.438907 -0.202959 0.401491 11.00000 -1.20000 AFIX 0 C16 1 0.308521 -0.099694 0.612597 11.00000 0.07644 0.10919 = 0.07403 0.02019 -0.01956 -0.04059 AFIX 137 H16A 2 0.285878 -0.031164 0.663716 11.00000 -1.50000 H16B 2 0.433876 -0.150753 0.608714 11.00000 -1.50000 H16C 2 0.216759 -0.151035 0.643053 11.00000 -1.50000 AFIX 0 HKLF 4 REM rajat_nts_0m_a.res in P-1 REM wR2 = 0.3037, GooF = S = 1.316, Restrained GooF = 1.316 for all data REM R1 = 0.0972 for 2500 Fo > 4sig(Fo) and 0.1182 for all 3112 data REM 206 parameters refined using 0 restraints END WGHT 0.2000 0.0000 REM Highest difference peak 0.970, deepest hole -0.852, 1-sigma level 0.277 Q1 1 0.0767 0.3015 0.2983 11.00000 0.05 0.97 Q2 1 0.2675 -0.0631 0.0813 11.00000 0.05 0.94 Q3 1 0.2323 0.4296 0.0195 11.00000 0.05 0.89 Q4 1 0.0423 0.5132 0.0035 11.00000 0.05 0.85 Q5 1 0.5000 0.5000 0.0000 10.50000 0.05 0.67 Q6 1 0.5076 0.1145 0.0409 11.00000 0.05 0.58 Q7 1 -0.0665 0.1760 0.6495 11.00000 0.05 0.57 Q8 1 0.1159 0.1814 0.5810 11.00000 0.05 0.57 Q9 1 0.6866 0.3436 0.2791 11.00000 0.05 0.55 Q10 1 0.1001 0.9292 0.1172 11.00000 0.05 0.55 ; _shelx_res_checksum 66941 _shelx_fab_file ; -9 -7 1 0.1687 -0.0040 -9 -6 1 0.0142 0.0083 -9 -5 1 -0.2950 -0.0077 -9 -5 2 0.2377 0.0087 -9 -4 1 0.3624 0.0031 -9 -4 2 -0.2430 -0.0032 -9 -3 1 -0.2088 -0.0004 -9 -3 2 0.0564 0.0002 -9 -2 1 0.0744 0.0001 -9 -2 2 0.0867 -0.0003 -9 -1 1 0.0291 0.0017 -9 -1 2 -0.0942 -0.0017 -9 0 1 -0.1992 -0.0032 -9 0 2 0.0946 0.0044 -9 1 1 0.2503 0.0004 -8 -9 1 0.0230 -0.0010 -8 -9 2 -0.0473 0.0061 -8 -8 1 -0.3448 0.0020 -8 -8 2 0.2789 -0.0039 -8 -8 3 -0.1357 0.0019 -8 -7 1 0.5638 0.0004 -8 -7 2 -0.3286 -0.0013 -8 -7 3 0.0343 0.0040 -8 -7 4 -0.0068 -0.0056 -8 -6 1 -0.4894 -0.0009 -8 -6 2 0.0852 0.0015 -8 -6 3 0.3236 -0.0023 -8 -6 4 -0.3282 0.0022 -8 -5 1 0.1664 -0.0003 -8 -5 2 0.2544 0.0007 -8 -5 3 -0.5824 -0.0013 -8 -5 4 0.5430 0.0023 -8 -5 5 -0.2966 -0.0030 -8 -4 1 0.0580 0.0009 -8 -4 2 -0.3387 -0.0003 -8 -4 3 0.4629 0.0002 -8 -4 4 -0.4187 -0.0009 -8 -4 5 0.3572 0.0018 -8 -3 1 0.0155 -0.0022 -8 -3 2 0.0472 0.0006 -8 -3 3 -0.0108 0.0013 -8 -3 4 0.0638 -0.0019 -8 -3 5 -0.2288 0.0011 -8 -2 1 -0.1256 0.0046 -8 -2 2 0.2413 -0.0033 -8 -2 3 -0.3300 0.0004 -8 -2 4 0.1540 0.0015 -8 -2 5 0.1192 -0.0014 -8 -1 1 0.0243 -0.0044 -8 -1 2 -0.1251 0.0028 -8 -1 3 0.1370 -0.0001 -8 -1 4 0.0723 -0.0011 -8 -1 5 -0.2294 0.0005 -8 0 1 0.1783 0.0008 -8 0 2 -0.2728 0.0019 -8 0 3 0.4035 -0.0026 -8 0 4 -0.5101 0.0004 -8 0 5 0.4030 0.0018 -8 1 1 -0.3028 0.0031 -8 1 2 0.5472 -0.0036 -8 1 3 -0.6917 -0.0006 -8 1 4 0.5847 0.0061 -8 1 5 -0.2863 -0.0077 -8 2 1 0.2737 -0.0052 -8 2 2 -0.4794 -0.0009 -8 2 3 0.4460 0.0102 -8 2 4 -0.1718 -0.0155 -8 3 1 -0.0954 0.0037 -8 3 2 0.1460 0.0068 -8 3 3 0.0340 -0.0163 -8 4 1 -0.0704 0.0020 -8 4 2 0.1592 -0.0091 -7 -11 1 -0.2818 -0.0042 -7 -11 2 0.0284 0.0064 -7 -10 1 0.1178 0.0032 -7 -10 2 0.0867 -0.0036 -7 -10 3 -0.1928 -0.0001 -7 -9 1 0.4217 -0.0011 -7 -9 2 -0.4352 -0.0001 -7 -9 3 0.2335 0.0046 -7 -9 4 -0.0423 -0.0081 -7 -8 1 -0.7617 0.0017 -7 -8 2 0.6456 -0.0006 -7 -8 3 -0.2661 -0.0023 -7 -8 4 0.0247 0.0038 -7 -8 5 -0.0684 -0.0016 -7 -7 1 0.5595 -0.0028 -7 -7 2 -0.4922 0.0021 -7 -7 3 0.2478 -0.0007 -7 -7 4 -0.1126 0.0007 -7 -7 5 0.0772 -0.0032 -7 -7 6 0.0137 0.0061 -7 -6 1 -0.0966 0.0010 -7 -6 2 0.1244 -0.0002 -7 -6 3 -0.2057 -0.0005 -7 -6 4 0.3113 -0.0002 -7 -6 5 -0.2182 0.0026 -7 -6 6 -0.1003 -0.0047 -7 -6 7 0.3204 0.0044 -7 -5 1 -0.1251 0.0013 -7 -5 2 0.1391 -0.0019 -7 -5 3 0.1307 0.0020 -7 -5 4 -0.4745 -0.0010 -7 -5 5 0.5146 -0.0007 -7 -5 6 -0.2074 0.0012 -7 -5 7 -0.1031 -0.0001 -7 -4 1 -0.0680 0.0000 -7 -4 2 -0.0711 0.0005 -7 -4 3 -0.0895 -0.0010 -7 -4 4 0.4477 0.0005 -7 -4 5 -0.6674 0.0003 -7 -4 6 0.5924 0.0003 -7 -4 7 -0.3352 -0.0017 -7 -3 1 0.3191 -0.0037 -7 -3 2 -0.1897 0.0020 -7 -3 3 0.1697 0.0001 -7 -3 4 -0.2935 -0.0005 -7 -3 5 0.4276 -0.0002 -7 -3 6 -0.4587 0.0002 -7 -3 7 0.3377 0.0003 -7 -2 1 -0.1780 0.0045 -7 -2 2 0.2367 -0.0015 -7 -2 3 -0.2577 -0.0012 -7 -2 4 0.1738 0.0011 -7 -2 5 -0.0087 0.0004 -7 -2 6 -0.1240 -0.0015 -7 -2 7 0.1750 0.0015 -7 -1 1 -0.1796 -0.0020 -7 -1 2 -0.0126 -0.0002 -7 -1 3 0.2042 0.0011 -7 -1 4 -0.1438 -0.0003 -7 -1 5 -0.1453 -0.0005 -7 -1 6 0.4216 0.0008 -7 -1 7 -0.4899 -0.0008 -7 0 1 0.1826 0.0013 -7 0 2 -0.1157 -0.0014 -7 0 3 -0.0496 0.0017 -7 0 4 0.1150 -0.0006 -7 0 5 -0.0274 -0.0017 -7 0 6 -0.1233 0.0030 -7 0 7 0.2004 -0.0020 -7 1 1 0.1055 -0.0034 -7 1 2 0.0822 0.0044 -7 1 3 -0.1341 -0.0031 -7 1 4 0.0230 -0.0005 -7 1 5 0.1382 0.0037 -7 1 6 -0.2076 -0.0037 -7 1 7 0.1694 0.0011 -7 2 1 -0.0725 0.0030 -7 2 2 -0.1772 -0.0022 -7 2 3 0.2703 -0.0007 -7 2 4 -0.1509 0.0024 -7 2 5 -0.0194 -0.0002 -7 2 6 0.0908 -0.0044 -7 2 7 -0.0733 0.0070 -7 3 1 -0.2643 0.0006 -7 3 2 0.2995 -0.0036 -7 3 3 -0.1547 0.0046 -7 3 4 0.0030 -0.0002 -7 3 5 -0.0182 -0.0080 -7 3 6 0.1432 0.0142 -7 4 1 0.2595 -0.0029 -7 4 2 -0.0744 0.0043 -7 4 3 -0.2053 0.0003 -7 4 4 0.2959 -0.0088 -7 4 5 -0.1342 0.0150 -7 5 1 0.1539 0.0049 -7 5 2 -0.3190 -0.0004 -7 5 3 0.3894 -0.0104 -7 5 4 -0.2912 0.0184 -7 6 1 -0.3618 -0.0096 -7 6 2 0.3607 0.0004 -7 6 3 -0.1933 0.0125 -7 7 1 0.1461 0.0112 -6 -12 1 -0.0010 0.0053 -6 -12 2 -0.0964 -0.0003 -6 -11 1 0.2702 -0.0034 -6 -11 2 -0.1613 0.0008 -6 -11 3 0.0399 0.0039 -6 -11 4 0.0197 -0.0069 -6 -10 1 -0.1308 0.0022 -6 -10 2 0.2759 -0.0014 -6 -10 3 -0.2563 -0.0009 -6 -10 4 0.0984 0.0019 -6 -10 5 0.0696 -0.0003 -6 -9 1 -0.0604 0.0012 -6 -9 2 -0.1352 -0.0013 -6 -9 3 0.1244 0.0005 -6 -9 4 -0.0112 0.0014 -6 -9 5 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0.4101 0.0007 1 0 9 -1.5149 0.0001 1 0 10 0.3137 -0.0005 1 0 11 0.7248 0.0002 1 0 12 -0.1217 0.0002 1 0 13 -0.6646 -0.0001 1 0 14 0.2741 -0.0002 1 0 15 0.4936 0.0003 1 1 0 4.1531 -0.0027 1 1 1 -9.9240 0.0021 1 1 2 8.3453 -0.0003 1 1 3 -1.1877 -0.0018 1 1 4 -3.0950 0.0027 1 1 5 1.0670 -0.0017 1 1 6 2.2593 0.0001 1 1 7 -1.9137 0.0008 1 1 8 -0.6171 -0.0003 1 1 9 1.3821 -0.0008 1 1 10 -0.0808 0.0013 1 1 11 -0.7953 -0.0008 1 1 12 0.3651 0.0000 1 1 13 0.1092 0.0005 1 1 14 0.0925 -0.0004 1 1 15 -0.3520 0.0001 1 2 0 -12.0136 0.0004 1 2 1 17.1891 -0.0018 1 2 2 -12.0613 0.0018 1 2 3 2.2358 -0.0009 1 2 4 2.9204 0.0002 1 2 5 -1.4560 -0.0000 1 2 6 -1.3020 -0.0000 1 2 7 1.3694 0.0001 1 2 8 0.0372 -0.0002 1 2 9 -0.4851 0.0002 1 2 10 -0.0419 -0.0001 1 2 11 0.3732 0.0002 1 2 12 -0.2944 0.0000 1 2 13 0.2173 -0.0007 1 2 14 -0.1828 0.0014 1 2 15 0.0941 -0.0011 1 3 0 7.4331 0.0040 1 3 1 -11.3661 -0.0028 1 3 2 7.9302 0.0008 1 3 3 -1.7774 0.0014 1 3 4 -1.3026 -0.0025 1 3 5 0.7905 0.0017 1 3 6 0.3132 0.0000 1 3 7 -0.3866 -0.0010 1 3 8 0.0489 0.0003 1 3 9 0.0414 0.0011 1 3 10 -0.0033 -0.0014 1 3 11 -0.0502 0.0005 1 3 12 0.1799 0.0005 1 3 13 -0.2512 -0.0003 1 3 14 0.1638 -0.0003 1 3 15 -0.1235 0.0002 1 4 0 -0.2296 -0.0039 1 4 1 1.0919 0.0041 1 4 2 0.0545 -0.0021 1 4 3 -0.9618 -0.0004 1 4 4 0.4444 0.0013 1 4 5 0.4032 -0.0001 1 4 6 -0.4523 -0.0015 1 4 7 -0.0108 0.0015 1 4 8 0.2708 -0.0001 1 4 9 -0.2125 -0.0013 1 4 10 0.0449 0.0012 1 4 11 0.1218 0.0001 1 4 12 -0.2102 -0.0012 1 4 13 0.2127 0.0015 1 4 14 -0.2830 -0.0019 1 4 15 0.4291 0.0024 1 5 0 -0.5878 0.0022 1 5 1 1.8007 -0.0011 1 5 2 -2.5665 -0.0008 1 5 3 1.7275 0.0014 1 5 4 0.0175 -0.0000 1 5 5 -1.0554 -0.0015 1 5 6 0.8034 0.0016 1 5 7 0.0014 -0.0004 1 5 8 -0.4433 -0.0007 1 5 9 0.2749 0.0006 1 5 10 0.1214 0.0003 1 5 11 -0.2631 -0.0009 1 5 12 0.1248 0.0008 1 5 13 -0.1294 -0.0006 1 5 14 0.4383 0.0013 1 6 0 -1.1243 -0.0037 1 6 1 0.5228 0.0009 1 6 2 0.0614 0.0015 1 6 3 0.1483 -0.0015 1 6 4 -0.7990 0.0002 1 6 5 1.0256 0.0003 1 6 6 -0.5383 0.0004 1 6 7 -0.1401 -0.0010 1 6 8 0.3443 0.0006 1 6 9 -0.0258 0.0003 1 6 10 -0.2484 -0.0009 1 6 11 0.1103 0.0006 1 6 12 0.0729 0.0005 1 6 13 0.1661 -0.0017 1 6 14 -0.5228 0.0018 1 7 0 0.6301 0.0024 1 7 1 -1.0081 -0.0021 1 7 2 1.0359 0.0020 1 7 3 -0.9653 -0.0016 1 7 4 0.8235 0.0001 1 7 5 -0.4959 0.0016 1 7 6 0.0636 -0.0017 1 7 7 0.1536 0.0001 1 7 8 -0.0093 0.0013 1 7 9 -0.1728 -0.0010 1 7 10 0.0238 -0.0001 1 7 11 0.2381 0.0008 1 7 12 -0.0807 -0.0014 1 7 13 -0.4062 0.0023 1 8 0 0.2360 0.0056 1 8 1 -0.1066 -0.0015 1 8 2 0.0258 -0.0029 1 8 3 -0.0176 0.0035 1 8 4 0.0759 -0.0003 1 8 5 -0.1396 -0.0025 1 8 6 0.0791 0.0014 1 8 7 0.1351 0.0017 1 8 8 -0.2569 -0.0025 1 8 9 0.0118 0.0003 1 8 10 0.4023 0.0018 1 8 11 -0.4143 -0.0018 1 8 12 -0.0932 0.0009 1 8 13 0.4646 -0.0010 1 9 0 0.0617 -0.0113 1 9 1 0.1508 0.0058 1 9 2 -0.3903 0.0006 1 9 3 0.5556 -0.0024 1 9 4 -0.5478 -0.0002 1 9 5 0.3198 0.0022 1 9 6 0.0420 -0.0006 1 9 7 -0.2590 -0.0016 1 9 8 0.0628 0.0010 1 9 9 0.4074 0.0014 1 9 10 -0.6123 -0.0021 1 9 11 0.2766 0.0003 1 9 12 0.1502 0.0012 1 10 0 -0.2046 0.0082 1 10 1 0.2157 -0.0042 1 10 2 -0.0019 -0.0004 1 10 3 -0.2343 0.0017 1 10 4 0.2814 -0.0002 1 10 5 -0.1026 -0.0006 1 10 6 -0.0930 -0.0005 1 10 7 0.0212 0.0009 1 10 8 0.3185 0.0006 1 10 9 -0.5415 -0.0014 1 10 10 0.3445 -0.0004 1 10 11 0.0086 0.0033 1 11 0 -0.0391 -0.0027 1 11 1 -0.0948 0.0004 1 11 2 0.0879 0.0015 1 11 3 -0.0597 -0.0016 1 11 4 0.0910 0.0007 1 11 5 -0.1264 -0.0005 1 11 6 0.0315 0.0007 1 11 7 0.1969 0.0001 1 11 8 -0.3193 -0.0012 1 11 9 0.1214 0.0001 1 11 10 0.2041 0.0033 1 12 0 -0.0425 0.0003 1 12 1 -0.0161 -0.0001 1 12 2 -0.0513 -0.0003 1 12 3 0.2457 0.0001 1 12 4 -0.4139 0.0002 1 12 5 0.3751 -0.0004 1 12 6 -0.1174 0.0013 1 12 7 -0.1106 -0.0031 1 12 8 0.0225 0.0037 1 12 9 0.3106 -0.0011 1 13 0 0.2114 0.0005 1 13 1 0.0372 0.0013 1 13 2 -0.0120 -0.0015 1 13 3 -0.2479 0.0010 1 13 4 0.5089 -0.0005 1 13 5 -0.5385 0.0008 1 13 6 0.3287 -0.0029 1 13 7 -0.1293 0.0060 1 14 0 -0.1993 -0.0005 1 14 1 -0.0881 -0.0014 1 14 2 0.1760 0.0013 1 14 3 -0.0507 -0.0004 1 14 4 -0.1764 -0.0006 2 -13 0 0.1847 -0.0118 2 -13 1 -0.0420 0.0037 2 -12 0 0.4356 0.0062 2 -12 1 -0.5581 -0.0006 2 -12 2 0.3838 -0.0026 2 -12 3 -0.0686 0.0013 2 -12 4 -0.1846 0.0016 2 -12 5 0.2610 -0.0032 2 -11 0 -0.6514 0.0016 2 -11 1 0.7230 -0.0013 2 -11 2 -0.6563 -0.0003 2 -11 3 0.5083 0.0016 2 -11 4 -0.2805 -0.0017 2 -11 5 0.0016 0.0015 2 -11 6 0.2325 -0.0014 2 -11 7 -0.3204 0.0004 2 -10 0 -0.2463 -0.0066 2 -10 1 0.2905 0.0023 2 -10 2 -0.0743 0.0019 2 -10 3 -0.2183 -0.0025 2 -10 4 0.3541 0.0006 2 -10 5 -0.2423 0.0004 2 -10 6 -0.0199 -0.0001 2 -10 7 0.2265 0.0005 2 -10 8 -0.2089 -0.0023 2 -10 9 -0.0217 0.0037 2 -9 0 0.4226 0.0056 2 -9 1 -0.3077 -0.0023 2 -9 2 0.1266 -0.0004 2 -9 3 -0.0748 0.0003 2 -9 4 0.0720 0.0010 2 -9 5 0.0429 -0.0011 2 -9 6 -0.2647 0.0005 2 -9 7 0.4348 -0.0005 2 -9 8 -0.4533 0.0012 2 -9 9 0.3724 -0.0013 2 -9 10 -0.2735 0.0002 2 -8 0 0.7245 -0.0020 2 -8 1 -1.2405 0.0015 2 -8 2 1.1428 -0.0007 2 -8 3 -0.5676 0.0002 2 -8 4 0.0624 0.0002 2 -8 5 -0.0651 -0.0003 2 -8 6 0.5182 -0.0000 2 -8 7 -0.9610 0.0004 2 -8 8 1.0008 0.0001 2 -8 9 -0.6407 -0.0014 2 -8 10 0.1648 0.0025 2 -8 11 0.1536 -0.0027 2 -7 0 -1.2141 0.0014 2 -7 1 1.3157 -0.0021 2 -7 2 -1.0072 0.0014 2 -7 3 0.6892 0.0007 2 -7 4 -0.5561 -0.0026 2 -7 5 0.6190 0.0023 2 -7 6 -0.7449 -0.0004 2 -7 7 0.7393 -0.0009 2 -7 8 -0.5479 0.0005 2 -7 9 0.3003 0.0011 2 -7 10 -0.1160 -0.0023 2 -7 11 0.0015 0.0021 2 -7 12 0.0509 -0.0006 2 -6 0 0.5221 -0.0001 2 -6 1 0.3565 0.0019 2 -6 2 -0.5757 -0.0026 2 -6 3 0.1283 0.0010 2 -6 4 0.4502 0.0011 2 -6 5 -0.7700 -0.0017 2 -6 6 0.6739 0.0004 2 -6 7 -0.2188 0.0012 2 -6 8 -0.2379 -0.0018 2 -6 9 0.2874 0.0009 2 -6 10 0.0777 0.0003 2 -6 11 -0.4736 -0.0005 2 -6 12 0.5836 -0.0007 2 -6 13 -0.4219 0.0021 2 -5 0 0.1056 -0.0070 2 -5 1 -0.2976 0.0033 2 -5 2 -0.2561 0.0013 2 -5 3 0.5475 -0.0034 2 -5 4 -0.3947 0.0024 2 -5 5 0.2871 -0.0003 2 -5 6 -0.3104 -0.0007 2 -5 7 0.1634 -0.0001 2 -5 8 0.1129 0.0014 2 -5 9 -0.1431 -0.0013 2 -5 10 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2 1 9 0.1709 0.0003 2 1 10 1.2474 0.0004 2 1 11 -0.4211 -0.0007 2 1 12 -0.6821 0.0006 2 1 13 0.3641 -0.0004 2 1 14 0.5563 0.0003 2 1 15 -0.6922 -0.0005 2 2 0 -4.3305 -0.0063 2 2 1 1.8648 0.0046 2 2 2 0.9551 -0.0011 2 2 3 0.0232 -0.0008 2 2 4 -2.8174 0.0004 2 2 5 2.6942 0.0005 2 2 6 0.4347 -0.0006 2 2 7 -2.2032 0.0002 2 2 8 0.6418 -0.0004 2 2 9 1.3543 0.0011 2 2 10 -1.0035 -0.0016 2 2 11 -0.4998 0.0015 2 2 12 0.6507 -0.0006 2 2 13 0.4696 -0.0005 2 2 14 -0.9820 0.0011 2 2 15 0.3278 -0.0006 2 3 0 -0.7603 -0.0004 2 3 1 2.6779 0.0020 2 3 2 -1.7738 -0.0024 2 3 3 -1.2188 0.0008 2 3 4 2.2233 0.0009 2 3 5 0.1235 -0.0011 2 3 6 -2.3087 0.0002 2 3 7 1.2519 0.0002 2 3 8 1.2362 0.0001 2 3 9 -1.5750 -0.0004 2 3 10 -0.2518 0.0000 2 3 11 1.2859 0.0007 2 3 12 -0.3005 -0.0013 2 3 13 -0.9085 0.0015 2 3 14 0.7118 -0.0013 2 3 15 0.2444 0.0007 2 4 0 2.1851 -0.0001 2 4 1 -2.7108 -0.0017 2 4 2 1.2421 0.0015 2 4 3 -0.0608 0.0002 2 4 4 1.0032 -0.0011 2 4 5 -2.4164 0.0003 2 4 6 1.6298 0.0008 2 4 7 0.7498 -0.0009 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-0.0012 8 1 4 0.1183 -0.0006 8 1 5 -0.1940 0.0011 8 1 6 -0.0719 -0.0002 8 1 7 0.3807 -0.0008 8 1 8 -0.4984 0.0011 8 1 9 0.3955 0.0000 8 1 10 -0.1539 -0.0027 8 1 11 -0.0869 0.0055 8 2 0 0.1961 0.0035 8 2 1 -0.2992 -0.0013 8 2 2 0.2072 -0.0001 8 2 3 -0.0127 0.0005 8 2 4 -0.0365 -0.0006 8 2 5 -0.0589 0.0001 8 2 6 0.0922 0.0008 8 2 7 -0.0112 -0.0013 8 2 8 -0.0344 0.0004 8 2 9 -0.0233 0.0005 8 2 10 0.0855 0.0003 8 2 11 -0.0909 -0.0023 8 2 12 0.0906 0.0031 8 3 0 -0.1410 -0.0027 8 3 1 0.1253 0.0021 8 3 2 0.0115 -0.0009 8 3 3 -0.0272 -0.0007 8 3 4 -0.1220 0.0017 8 3 5 0.1799 -0.0009 8 3 6 -0.0002 -0.0010 8 3 7 -0.2193 0.0017 8 3 8 0.2411 -0.0003 8 3 9 -0.0911 -0.0015 8 3 10 -0.0809 0.0019 8 3 11 0.2262 -0.0011 8 3 12 -0.3208 0.0004 8 4 0 0.1146 0.0014 8 4 1 -0.0423 -0.0016 8 4 2 -0.0631 0.0012 8 4 3 -0.0108 -0.0003 8 4 4 0.1372 -0.0005 8 4 5 -0.0870 0.0005 8 4 6 -0.0870 -0.0002 8 4 7 0.1694 0.0003 8 4 8 -0.1375 -0.0008 8 4 9 0.1109 0.0011 8 4 10 -0.0590 -0.0010 8 4 11 -0.1264 0.0010 8 4 12 0.3239 -0.0010 8 5 0 -0.2783 -0.0002 8 5 1 0.0824 0.0005 8 5 2 0.0791 -0.0011 8 5 3 -0.0477 0.0015 8 5 4 -0.0127 -0.0011 8 5 5 -0.0064 -0.0001 8 5 6 -0.0036 0.0012 8 5 7 0.0766 -0.0012 8 5 8 -0.0518 -0.0002 8 5 9 -0.1052 0.0019 8 5 10 0.1619 -0.0022 8 5 11 0.0101 0.0014 8 6 0 0.4964 -0.0012 8 6 1 -0.2016 0.0013 8 6 2 -0.0514 -0.0004 8 6 3 0.1406 -0.0006 8 6 4 -0.1531 0.0005 8 6 5 0.1022 0.0008 8 6 6 0.0436 -0.0014 8 6 7 -0.1654 -0.0000 8 6 8 0.1227 0.0023 8 6 9 -0.0103 -0.0029 8 6 10 0.0165 0.0013 8 6 11 -0.0895 0.0002 8 7 0 -0.5163 0.0015 8 7 1 0.2931 -0.0024 8 7 2 -0.0687 0.0014 8 7 3 -0.1277 0.0001 8 7 4 0.2810 -0.0000 8 7 5 -0.2983 -0.0010 8 7 6 0.1728 0.0005 8 7 7 -0.0370 0.0014 8 7 8 -0.0515 -0.0015 8 7 9 0.1718 -0.0022 8 7 10 -0.2937 0.0064 8 7 11 0.2226 -0.0069 8 8 0 0.3253 -0.0013 8 8 1 -0.3034 0.0020 8 8 2 0.2327 0.0003 8 8 3 -0.0192 -0.0020 8 8 4 -0.2439 0.0012 8 8 5 0.3517 -0.0001 8 8 6 -0.2650 0.0014 8 8 7 0.1124 -0.0025 8 8 8 0.0398 -0.0010 8 8 9 -0.2009 0.0086 8 8 10 0.2825 -0.0136 8 9 0 -0.0414 0.0026 8 9 1 0.1676 -0.0012 8 9 2 -0.2324 -0.0022 8 9 3 0.0974 0.0022 8 9 4 0.0873 0.0009 8 9 5 -0.0836 -0.0017 8 9 6 -0.0933 -0.0018 8 9 7 0.2245 0.0039 8 9 8 -0.1931 0.0007 8 9 9 0.0733 -0.0090 8 10 0 -0.1763 -0.0041 8 10 1 0.0863 -0.0004 8 10 2 -0.0370 0.0028 8 10 3 0.1037 0.0015 8 10 4 -0.0967 -0.0076 8 10 5 -0.1434 0.0073 8 10 6 0.4556 -0.0003 8 10 7 -0.5297 -0.0047 8 11 3 -0.3499 -0.0042 8 11 4 0.2710 0.0112 9 -2 0 0.2851 0.0045 9 -2 1 -0.3936 -0.0040 9 -2 2 0.3379 0.0012 9 -2 3 -0.2540 0.0016 9 -2 4 0.2257 -0.0014 9 -2 5 -0.2011 -0.0013 9 -2 6 0.1041 0.0035 9 -1 0 -0.4090 -0.0017 9 -1 1 0.4012 0.0017 9 -1 2 -0.2647 -0.0001 9 -1 3 0.1366 -0.0006 9 -1 4 -0.1066 -0.0005 9 -1 5 0.1308 0.0018 9 -1 6 -0.0968 -0.0010 9 -1 7 -0.0195 -0.0020 9 0 0 0.1971 -0.0018 9 0 1 -0.0769 0.0014 9 0 2 -0.0908 -0.0012 9 0 3 0.1802 0.0001 9 0 4 -0.1169 0.0012 9 0 5 -0.0009 -0.0010 9 0 6 -0.0209 -0.0014 9 0 7 0.2296 0.0050 9 0 8 -0.4499 -0.0072 9 1 0 0.1023 0.0014 9 1 1 -0.2564 -0.0012 9 1 2 0.3634 0.0007 9 1 3 -0.3081 -0.0001 9 1 4 0.0749 -0.0003 9 1 5 0.1205 -0.0000 9 1 6 -0.0191 0.0012 9 1 7 -0.3495 -0.0029 9 1 8 0.6627 0.0042 9 1 9 -0.6476 -0.0038 9 2 0 -0.1789 0.0003 9 2 1 0.2169 -0.0007 9 2 2 -0.1957 0.0008 9 2 3 0.0483 -0.0004 9 2 4 0.2001 0.0001 9 2 5 -0.3173 -0.0004 9 2 6 0.1088 0.0008 9 2 7 0.2919 -0.0008 9 2 8 -0.5339 0.0006 9 2 9 0.4207 -0.0010 9 3 0 0.1528 -0.0005 9 3 1 0.0190 0.0004 9 3 2 -0.1631 -0.0002 9 3 3 0.2731 0.0001 9 3 4 -0.3506 -0.0005 9 3 5 0.2937 0.0011 9 3 6 -0.0483 -0.0013 9 3 7 -0.2478 0.0010 9 3 8 0.3756 -0.0010 9 3 9 -0.2469 0.0017 9 4 0 -0.2082 0.0009 9 4 1 -0.0305 0.0016 9 4 2 0.1606 -0.0025 9 4 3 -0.1852 0.0015 9 4 4 0.1798 0.0002 9 4 5 -0.1509 -0.0006 9 4 6 0.0573 -0.0006 9 4 7 0.1107 0.0018 9 4 8 -0.2831 -0.0018 9 4 9 0.3276 0.0008 9 5 0 0.1767 -0.0032 9 5 1 -0.1014 -0.0015 9 5 2 0.1525 0.0030 9 5 3 -0.2090 -0.0014 9 5 4 0.1292 -0.0006 9 5 5 0.0870 0.0004 9 5 6 -0.2767 0.0014 9 5 7 0.2423 -0.0023 9 5 8 0.0277 0.0013 9 5 9 -0.2921 0.0000 9 6 0 0.0579 0.0053 9 6 1 0.0160 -0.0021 9 6 2 -0.1899 0.0007 9 6 3 0.2981 -0.0011 9 6 4 -0.2149 0.0015 9 6 5 -0.0526 -0.0010 9 6 6 0.3353 0.0009 9 6 7 -0.4107 -0.0023 9 6 8 0.2291 0.0041 9 6 9 0.0197 -0.0043 9 7 0 -0.2280 -0.0061 9 7 1 0.2207 0.0062 9 7 2 -0.1890 -0.0040 9 7 3 0.1259 0.0004 9 7 4 -0.0351 0.0025 9 7 5 -0.0157 -0.0020 9 7 6 -0.0127 -0.0024 9 7 7 0.0707 0.0075 9 7 8 -0.1024 -0.0090 9 8 1 -0.2604 -0.0075 9 8 2 0.4750 0.0025 9 8 3 -0.5230 0.0063 9 8 4 0.2991 -0.0122 9 8 5 0.0475 0.0096 9 8 6 -0.2967 -0.0001 9 8 7 0.3454 -0.0081 9 9 4 -0.2289 0.0178 0 0 0 0.0 0.0 ; _shelx_fab_checksum 35764 _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' 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 S1 S 0.22479(12) 0.10630(8) 0.12379(8) 0.0425(5) Uani 1 1 d . . . . . O002 O 0.2562(4) -0.0014(3) 0.0534(3) 0.0525(8) Uani 1 1 d . . . . . O003 O 0.5423(4) 0.6140(2) 0.1946(3) 0.0519(8) Uani 1 1 d . . . . . H003 H 0.656486 0.606868 0.187426 0.078 Uiso 1 1 calc R U . . . O004 O 0.0495(4) 0.1978(3) 0.1390(3) 0.0556(8) Uani 1 1 d . . . . . N1 N 0.3963(4) 0.1771(3) 0.0596(3) 0.0448(8) Uani 1 1 d . . . . . H1 H 0.472865 0.146946 -0.004137 0.054 Uiso 1 1 calc R U . . . N006 N 0.2012(4) 0.6270(3) 0.1644(3) 0.0453(9) Uani 1 1 d . . . . . H006 H 0.247(7) 0.688(4) 0.167(4) 0.054 Uiso 1 1 d . U . . . O007 O -0.0789(4) 0.5779(3) 0.1704(4) 0.0751(11) Uani 1 1 d . . . . . C2 C 0.2867(5) 0.3988(3) 0.1181(3) 0.0417(9) Uani 1 1 d . . . . . H2 H 0.167490 0.400930 0.105655 0.050 Uiso 1 1 calc R U . . . C3 C 0.4265(5) 0.2882(3) 0.1045(3) 0.0367(8) Uani 1 1 d . . . . . C4 C 0.3283(5) 0.5074(3) 0.1510(3) 0.0376(9) Uani 1 1 d . . . . . C5 C 0.2548(5) 0.0476(3) 0.2639(4) 0.0444(9) Uani 1 1 d . . . . . C6 C 0.5101(5) 0.5040(3) 0.1672(3) 0.0417(9) Uani 1 1 d . . . . . C7 C 0.6022(5) 0.2828(3) 0.1230(3) 0.0418(9) Uani 1 1 d . . . . . H7 H 0.692874 0.206874 0.114868 0.050 Uiso 1 1 calc R U . . . C8 C 0.6454(5) 0.3913(3) 0.1540(4) 0.0461(10) Uani 1 1 d . . . . . H8 H 0.765335 0.387816 0.165950 0.055 Uiso 1 1 calc R U . . . C9 C -0.0777(6) 0.7945(4) 0.1823(5) 0.0640(13) Uani 1 1 d . . . . . H9A H -0.145258 0.810095 0.262586 0.096 Uiso 1 1 calc R U . . . H9B H -0.164673 0.818575 0.131496 0.096 Uiso 1 1 calc R U . . . H9C H 0.018453 0.843412 0.159488 0.096 Uiso 1 1 calc R U . . . C10 C 0.0124(5) 0.6573(3) 0.1720(3) 0.0447(9) Uani 1 1 d . . . . . C11 C 0.3561(6) -0.0748(4) 0.2810(4) 0.0558(11) Uani 1 1 d . . . . . H11 H 0.413109 -0.125795 0.216910 0.067 Uiso 1 1 calc R U . . . C12 C 0.1764(6) 0.1245(4) 0.3610(4) 0.0574(11) Uani 1 1 d . . . . . H12 H 0.112174 0.208022 0.350678 0.069 Uiso 1 1 calc R U . . . C13 C 0.1949(7) 0.0762(5) 0.4701(4) 0.0675(13) Uani 1 1 d . . . . . H13 H 0.140199 0.128029 0.533816 0.081 Uiso 1 1 calc R U . . . C14 C 0.2914(7) -0.0469(5) 0.4914(4) 0.0616(12) Uani 1 1 d . . . . . C15 C 0.3720(7) -0.1201(5) 0.3915(5) 0.0694(13) Uani 1 1 d . . . . . H15 H 0.438907 -0.202959 0.401491 0.083 Uiso 1 1 calc R U . . . C16 C 0.3085(9) -0.0997(6) 0.6126(5) 0.0845(17) Uani 1 1 d . . . . . H16A H 0.285878 -0.031164 0.663716 0.127 Uiso 1 1 calc R U . . . H16B H 0.433876 -0.150753 0.608714 0.127 Uiso 1 1 calc R U . . . H16C H 0.216759 -0.151035 0.643053 0.127 Uiso 1 1 calc R U . . . 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 S1 0.0286(7) 0.0362(7) 0.0637(8) -0.0120(4) -0.0093(4) -0.0061(4) O002 0.0465(16) 0.0452(16) 0.0700(18) -0.0196(13) -0.0120(13) -0.0125(13) O003 0.0333(15) 0.0416(15) 0.086(2) -0.0153(13) -0.0184(13) -0.0077(12) O004 0.0332(16) 0.0499(17) 0.082(2) -0.0102(14) -0.0149(13) -0.0009(13) N1 0.0377(17) 0.0389(17) 0.0565(18) -0.0142(14) -0.0018(14) -0.0106(14) N006 0.0292(17) 0.0355(17) 0.073(2) -0.0126(15) -0.0121(14) -0.0057(13) O007 0.0299(16) 0.0534(18) 0.147(3) -0.0290(19) -0.0232(17) -0.0069(14) C2 0.0306(19) 0.037(2) 0.059(2) -0.0049(16) -0.0116(15) -0.0090(15) C3 0.0315(18) 0.0313(17) 0.0450(18) -0.0037(14) -0.0040(14) -0.0069(14) C4 0.0272(18) 0.0360(18) 0.0494(19) -0.0077(14) -0.0083(14) -0.0043(14) C5 0.0297(19) 0.0360(19) 0.066(2) -0.0081(16) -0.0054(16) -0.0070(15) C6 0.0290(19) 0.041(2) 0.058(2) -0.0074(16) -0.0092(15) -0.0115(15) C7 0.0309(19) 0.0367(19) 0.056(2) -0.0053(15) -0.0100(15) -0.0028(15) C8 0.0286(19) 0.041(2) 0.069(2) -0.0086(17) -0.0137(16) -0.0033(16) C9 0.045(3) 0.047(2) 0.095(3) -0.013(2) -0.016(2) 0.002(2) C10 0.032(2) 0.041(2) 0.061(2) -0.0113(17) -0.0113(16) -0.0032(16) C11 0.050(3) 0.041(2) 0.072(3) -0.0090(19) -0.010(2) -0.0034(18) C12 0.048(2) 0.046(2) 0.072(3) -0.015(2) -0.005(2) -0.0037(18) C13 0.065(3) 0.078(3) 0.060(3) -0.014(2) -0.009(2) -0.019(3) C14 0.053(3) 0.068(3) 0.066(3) 0.006(2) -0.009(2) -0.025(2) C15 0.058(3) 0.054(3) 0.092(4) 0.008(2) -0.020(2) -0.006(2) C16 0.076(4) 0.109(4) 0.074(3) 0.020(3) -0.020(3) -0.041(3) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 O002 S1 N1 104.08(17) . . ? O002 S1 C5 107.31(18) . . ? O004 S1 O002 119.91(18) . . ? O004 S1 N1 108.64(17) . . ? O004 S1 C5 107.56(18) . . ? N1 S1 C5 108.98(17) . . ? C6 O003 H003 109.5 . . ? S1 N1 H1 118.3 . . ? C3 N1 S1 123.4(2) . . ? C3 N1 H1 118.3 . . ? C4 N006 H006 116(3) . . ? C10 N006 H006 114(3) . . ? C10 N006 C4 129.4(3) . . ? C3 C2 H2 120.7 . . ? C3 C2 C4 118.6(3) . . ? C4 C2 H2 120.7 . . ? C2 C3 N1 120.6(3) . . ? C7 C3 N1 117.5(3) . . ? C7 C3 C2 121.7(3) . . ? C2 C4 N006 124.5(3) . . ? C2 C4 C6 120.2(3) . . ? C6 C4 N006 115.2(3) . . ? C11 C5 S1 120.8(3) . . ? C11 C5 C12 119.1(4) . . ? C12 C5 S1 120.1(3) . . ? O003 C6 C4 116.9(3) . . ? O003 C6 C8 123.7(3) . . ? C8 C6 C4 119.4(3) . . ? C3 C7 H7 120.0 . . ? C3 C7 C8 119.9(3) . . ? C8 C7 H7 120.0 . . ? C6 C8 C7 120.1(3) . . ? C6 C8 H8 119.9 . . ? C7 C8 H8 119.9 . . ? H9A C9 H9B 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C10 C9 H9A 109.5 . . ? C10 C9 H9B 109.5 . . ? C10 C9 H9C 109.5 . . ? N006 C10 C9 115.4(3) . . ? O007 C10 N006 122.6(3) . . ? O007 C10 C9 122.0(4) . . ? C5 C11 H11 120.1 . . ? C15 C11 C5 119.9(4) . . ? C15 C11 H11 120.1 . . ? C5 C12 H12 120.3 . . ? C13 C12 C5 119.4(4) . . ? C13 C12 H12 120.3 . . ? C12 C13 H13 118.4 . . ? C12 C13 C14 123.2(4) . . ? C14 C13 H13 118.4 . . ? C13 C14 C15 115.7(4) . . ? C13 C14 C16 122.7(5) . . ? C15 C14 C16 121.6(5) . . ? C11 C15 C14 122.6(4) . . ? C11 C15 H15 118.7 . . ? C14 C15 H15 118.7 . . ? C14 C16 H16A 109.5 . . ? C14 C16 H16B 109.5 . . ? C14 C16 H16C 109.5 . . ? H16A C16 H16B 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? 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 S1 O002 1.440(3) . ? S1 O004 1.426(3) . ? S1 N1 1.628(3) . ? S1 C5 1.744(4) . ? O003 H003 0.8200 . ? O003 C6 1.355(4) . ? N1 H1 0.8600 . ? N1 C3 1.448(4) . ? N006 H006 0.82(5) . ? N006 C4 1.412(5) . ? N006 C10 1.350(5) . ? O007 C10 1.221(4) . ? C2 H2 0.9300 . ? C2 C3 1.385(5) . ? C2 C4 1.399(5) . ? C3 C7 1.367(5) . ? C4 C6 1.406(5) . ? C5 C11 1.386(5) . ? C5 C12 1.402(6) . ? C6 C8 1.384(5) . ? C7 H7 0.9300 . ? C7 C8 1.395(5) . ? C8 H8 0.9300 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C9 C10 1.484(5) . ? C11 H11 0.9300 . ? C11 C15 1.359(6) . ? C12 H12 0.9300 . ? C12 C13 1.356(7) . ? C13 H13 0.9300 . ? C13 C14 1.389(7) . ? C14 C15 1.406(7) . ? C14 C16 1.497(6) . ? C15 H15 0.9300 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? 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 S1 N1 C3 C2 -59.5(4) . . . . ? S1 N1 C3 C7 125.9(3) . . . . ? S1 C5 C11 C15 -177.7(3) . . . . ? S1 C5 C12 C13 177.6(3) . . . . ? O002 S1 N1 C3 -176.9(3) . . . . ? O002 S1 C5 C11 20.6(4) . . . . ? O002 S1 C5 C12 -159.6(3) . . . . ? O003 C6 C8 C7 -178.5(3) . . . . ? O004 S1 N1 C3 54.3(3) . . . . ? O004 S1 C5 C11 150.8(3) . . . . ? O004 S1 C5 C12 -29.3(4) . . . . ? N1 S1 C5 C11 -91.6(4) . . . . ? N1 S1 C5 C12 88.3(4) . . . . ? N1 C3 C7 C8 173.2(3) . . . . ? N006 C4 C6 O003 0.6(5) . . . . ? N006 C4 C6 C8 -179.0(3) . . . . ? C2 C3 C7 C8 -1.4(5) . . . . ? C2 C4 C6 O003 177.5(3) . . . . ? C2 C4 C6 C8 -2.1(5) . . . . ? C3 C2 C4 N006 178.0(3) . . . . ? C3 C2 C4 C6 1.3(5) . . . . ? C3 C7 C8 C6 0.6(6) . . . . ? C4 N006 C10 O007 1.7(7) . . . . ? C4 N006 C10 C9 -178.3(4) . . . . ? C4 C2 C3 N1 -174.0(3) . . . . ? C4 C2 C3 C7 0.4(5) . . . . ? C4 C6 C8 C7 1.1(6) . . . . ? C5 S1 N1 C3 -62.6(3) . . . . ? C5 C11 C15 C14 -1.0(7) . . . . ? C5 C12 C13 C14 1.1(7) . . . . ? C10 N006 C4 C2 14.1(6) . . . . ? C10 N006 C4 C6 -169.1(4) . . . . ? C11 C5 C12 C13 -2.5(6) . . . . ? C12 C5 C11 C15 2.5(6) . . . . ? C12 C13 C14 C15 0.4(7) . . . . ? C12 C13 C14 C16 -179.1(4) . . . . ? C13 C14 C15 C11 -0.5(7) . . . . ? C16 C14 C15 C11 179.1(4) . . . . ? loop_ _smtbx_masks_void_nr _smtbx_masks_void_average_x _smtbx_masks_void_average_y _smtbx_masks_void_average_z _smtbx_masks_void_volume _smtbx_masks_void_count_electrons _smtbx_masks_void_content 1 -0.062 0.500 0.500 182.2 57.8 '1 CHCl3'