#------------------------------------------------------------------------------ #$Date: 2023-11-15 01:36:00 +0200 (Wed, 15 Nov 2023) $ #$Revision: 287595 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/77/7247712.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_7247712 loop_ _publ_author_name 'Madhesiya, Avinash' 'Dash, Sibananda G.' 'Gupta, Princi' 'Akhir, Abdul' 'Saxena, Deepanshi' 'Maitra, Rahul' 'Chopra, Sidharth' 'Thakur, Tejender S.' _publ_section_title ; Development of New Multi-component Crystals of the Antifungal Drug Tioconazole and the Assessment of their Biopharmaceutical Attributes ; _journal_name_full CrystEngComm _journal_paper_doi 10.1039/D3CE00948C _journal_year 2023 _chemical_formula_moiety '2(C16 H14 Cl3 N2 O S), 2(C4 H5 O6), C4 H6 O6' _chemical_formula_sum 'C22 H22 Cl3 N2 O10 S' _chemical_formula_weight 612.82 _chemical_name_common 'Tiaconazole-L-tartrate-L-tartaric acid (2:2:1)salt cocrystal' _space_group_crystal_system triclinic _space_group_IT_number 1 _space_group_name_Hall 'P 1' _space_group_name_H-M_alt 'P 1' _atom_sites_solution_hydrogens mixed _atom_sites_solution_primary direct _atom_sites_solution_secondary direct _audit_creation_method SHELXL-2018/3 _audit_update_record ; 2023-07-31 deposited with the CCDC. 2023-11-14 downloaded from the CCDC. ; _cell_angle_alpha 83.732(2) _cell_angle_beta 82.528(2) _cell_angle_gamma 89.714(2) _cell_formula_units_Z 2 _cell_length_a 7.5563(2) _cell_length_b 8.3022(2) _cell_length_c 20.6593(5) _cell_measurement_reflns_used 23827 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 72.5090 _cell_measurement_theta_min 2.1650 _cell_volume 1277.30(6) _computing_cell_refinement 'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)' _computing_data_collection 'CrystalClear-SM Expert 2.1 b28 (Rigaku, 2013)' _computing_data_reduction 'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)' _computing_molecular_graphics 'Ortep for Windows (Farrugia, 2012)' _computing_publication_material 'WinGX publication routines (Farrugia, 2012)' _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution 'SHELXS-2013/1 (Sheldrick, 2008)' _diffrn_ambient_temperature 100(2) _diffrn_detector CCD _diffrn_detector_area_resol_mean 28.5714 _diffrn_measured_fraction_theta_full 0.966 _diffrn_measured_fraction_theta_max 0.943 _diffrn_measurement_device ; AFC12 (Right): Kappa 3 circle ; _diffrn_measurement_device_type ; Rigaku Saturn724+ (4x4 bin mode) ; _diffrn_measurement_method 'profile data from \w-scans' _diffrn_measurement_specimen_support Loop _diffrn_radiation_monochromator Confocal _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0947 _diffrn_reflns_av_unetI/netI 0.0600 _diffrn_reflns_Laue_measured_fraction_full 0.966 _diffrn_reflns_Laue_measured_fraction_max 0.943 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_number 25653 _diffrn_reflns_point_group_measured_fraction_full 0.826 _diffrn_reflns_point_group_measured_fraction_max 0.795 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 72.705 _diffrn_reflns_theta_min 2.170 _diffrn_source MicroMax003_Cu _diffrn_source_current 0.6 _diffrn_source_power 0.0 _diffrn_source_voltage 50.0 _exptl_absorpt_coefficient_mu 4.552 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.39793 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.593 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 630 _exptl_crystal_size_max 0.330 _exptl_crystal_size_mid 0.300 _exptl_crystal_size_min 0.100 _refine_diff_density_max 0.634 _refine_diff_density_min -0.715 _refine_diff_density_rms 0.155 _refine_ls_abs_structure_details ; Classical Flack method preferred over Parsons because s.u. lower. ; _refine_ls_abs_structure_Flack 0.021(13) _refine_ls_extinction_coef 0.0198(14) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method 'SHELXL-2018/3 (Sheldrick 2018)' _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 709 _refine_ls_number_reflns 8086 _refine_ls_number_restraints 3 _refine_ls_restrained_S_all 1.043 _refine_ls_R_factor_all 0.0568 _refine_ls_R_factor_gt 0.0532 _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^)+(0.1196P)^2^+0.1384P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1376 _refine_ls_wR_factor_ref 0.1402 _reflns_Friedel_coverage 0.685 _reflns_Friedel_fraction_full 0.687 _reflns_Friedel_fraction_max 0.646 _reflns_number_gt 7976 _reflns_number_total 8086 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d3ce00948c2.cif _cod_data_source_block TCZ-LTAC _cod_database_code 7247712 _shelx_shelxl_version_number 2018/3 _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_min 0.315 _shelx_estimated_absorpt_t_max 0.659 _shelx_res_file ; TITL AM20220711a_100k_Cu in P-1 shelx.res created by SHELXL-2018/3 at 09:57:20 on 18-Jul-2022 CELL 1.54184 7.5563 8.3022 20.6593 83.732 82.528 89.714 ZERR 2.00 0.0002 0.0002 0.0005 0.002 0.002 0.002 LATT -1 SFAC C H N O S CL UNIT 44 44 4 20 2 6 MERG 2 HTAB C8 Cl1 HTAB C8 O16 EQIV $1 x+1, y, z HTAB C9 O18_$1 HTAB C9 O20_$1 HTAB C15 O18_$1 HTAB C23 Cl6 EQIV $2 x, y+1, z HTAB C24 O9_$2 EQIV $3 x+1, y+1, z HTAB C24 O14_$3 HTAB C24 Cl4 HTAB C25 O9_$2 HTAB C25 O12_$2 HTAB C26 O9 HTAB C31 O12_$2 HTAB C31 O14_$2 HTAB C35 O13 HTAB C38 O3 EQIV $4 x+1, y+1, z-1 HTAB O5 O19_$4 HTAB O6 O14_$2 EQIV $5 x, y+1, z-1 HTAB O8 O19_$5 EQIV $6 x, y-1, z HTAB O11 O2_$6 HTAB O11 O9 HTAB O12 O4_$6 HTAB O12 O5_$6 EQIV $7 x-1, y, z HTAB O13 O9_$7 HTAB O15 O20_$1 EQIV $8 x, y, z+1 HTAB O18 O7_$8 EQIV $9 x-1, y, z+1 HTAB O18 O10_$9 EQIV $10 x+1, y, z+1 HTAB N2 O7_$10 HTAB N2 O19_$3 HTAB O3 O10 HTAB N4 O4 HTAB O17 O1_$7 HTAB O17 O18 HTAB C8 Cl1 HTAB C8 O16 HTAB C9 O18_$1 HTAB C9 O20_$1 HTAB C15 O18_$1 HTAB C23 Cl6 HTAB C24 O9_$2 HTAB C24 O14_$3 HTAB C24 Cl4 HTAB C25 O9_$2 HTAB C25 O12_$2 HTAB C26 O9 HTAB C31 O12_$2 HTAB C31 O14_$2 HTAB C35 O13 HTAB C38 O3 HTAB O5 O19_$4 HTAB O6 O14_$2 HTAB O8 O19_$5 HTAB O11 O2_$6 HTAB O11 O9 HTAB O12 O4_$6 HTAB O12 O5_$6 HTAB O13 O9_$7 HTAB O15 O20_$1 HTAB O18 O7_$8 HTAB O18 O10_$9 HTAB N2 O7_$10 HTAB N2 O19_$3 HTAB O3 O10 HTAB N4 O4 HTAB O17 O1_$7 HTAB O17 O18 FMAP 2 PLAN 5 SIZE 0.100 0.300 0.330 ACTA BOND $H CONF L.S. 10 TEMP -173.00 WGHT 0.119600 0.138400 EXTI 0.019818 FVAR 6.47688 C1 1 0.739279 0.436104 0.718611 11.00000 0.01380 0.01998 = 0.01787 0.00079 0.00174 0.00072 C2 1 0.632077 0.490273 0.669967 11.00000 0.01901 0.01832 = 0.01954 0.00116 0.00078 0.00018 C3 1 0.568446 0.388253 0.629556 11.00000 0.02036 0.02299 = 0.01991 0.00077 -0.00030 0.00005 AFIX 43 H3 2 0.494752 0.427741 0.597511 11.00000 -1.20000 AFIX 0 C4 1 0.615209 0.227807 0.637216 11.00000 0.02008 0.02383 = 0.02023 -0.00057 0.00472 -0.00536 C5 1 0.725762 0.168188 0.682692 11.00000 0.03095 0.01927 = 0.02180 0.00181 0.00117 -0.00177 AFIX 43 H5 2 0.760102 0.057665 0.685964 11.00000 -1.20000 AFIX 0 C6 1 0.785043 0.272647 0.723171 11.00000 0.02345 0.02234 = 0.02084 0.00513 -0.00213 -0.00002 AFIX 43 H6 2 0.858971 0.231984 0.754961 11.00000 -1.20000 AFIX 0 C7 1 0.797950 0.549660 0.764570 11.00000 0.01969 0.01921 = 0.01547 0.00364 -0.00467 -0.00586 AFIX 13 H7 2 0.835054 0.656034 0.738980 11.00000 -1.20000 AFIX 0 C8 1 0.643098 0.576388 0.817825 11.00000 0.01856 0.02375 = 0.02270 -0.00384 0.00206 -0.00416 AFIX 23 H8A 2 0.532013 0.594947 0.797537 11.00000 -1.20000 H8B 2 0.625439 0.478171 0.849820 11.00000 -1.20000 AFIX 0 C9 1 0.750183 0.707635 0.908221 11.00000 0.01976 0.02172 = 0.01750 0.00012 0.00028 -0.00144 AFIX 43 H9 2 0.783336 0.611321 0.932805 11.00000 -1.20000 AFIX 0 C10 1 0.706475 0.965069 0.875935 11.00000 0.02462 0.01788 = 0.02998 -0.00273 -0.00566 0.00116 AFIX 43 H10 2 0.704707 1.079753 0.874843 11.00000 -1.20000 AFIX 0 C11 1 0.651008 0.876750 0.831232 11.00000 0.02376 0.01492 = 0.02857 0.00383 -0.00401 -0.00212 AFIX 43 H11 2 0.601899 0.917494 0.792702 11.00000 -1.20000 AFIX 0 C12 1 1.116274 0.533993 0.761523 11.00000 0.01408 0.02455 = 0.02430 -0.00257 0.00059 0.00259 AFIX 23 H12A 2 1.116836 0.528771 0.713851 11.00000 -1.20000 H12B 2 1.208734 0.459704 0.776903 11.00000 -1.20000 AFIX 0 C13 1 1.161077 0.839919 0.730023 11.00000 0.01820 0.02250 = 0.02576 -0.00060 0.00175 -0.00101 C14 1 1.156494 0.705123 0.774114 11.00000 0.01097 0.02356 = 0.02063 -0.00176 0.00416 0.00188 C15 1 1.188815 0.747144 0.837091 11.00000 0.02136 0.02953 = 0.02193 -0.00185 -0.00231 0.00161 AFIX 43 H15 2 1.191268 0.669988 0.874467 11.00000 -1.20000 AFIX 0 C16 1 1.215371 0.907428 0.837816 11.00000 0.02351 0.02624 = 0.02963 -0.00754 -0.00178 0.00565 AFIX 43 H16 2 1.237764 0.955324 0.875704 11.00000 -1.20000 AFIX 0 C17 1 0.861138 1.170303 0.437050 11.00000 0.01845 0.01956 = 0.01399 -0.00126 0.00336 -0.00217 C18 1 0.971931 1.114110 0.483784 11.00000 0.01612 0.01836 = 0.01782 -0.00095 0.00022 0.00251 C19 1 1.038738 1.215173 0.524180 11.00000 0.02373 0.02435 = 0.01888 -0.00009 -0.00103 0.00169 AFIX 43 H19 2 1.114902 1.174724 0.555229 11.00000 -1.20000 AFIX 0 C20 1 0.991453 1.375664 0.517953 11.00000 0.02627 0.01927 = 0.02146 -0.00194 0.00363 -0.00350 C21 1 0.876699 1.436676 0.474460 11.00000 0.02814 0.01593 = 0.02562 -0.00153 0.00199 0.00414 AFIX 43 H21 2 0.841371 1.546896 0.472458 11.00000 -1.20000 AFIX 0 C22 1 0.814021 1.332914 0.433632 11.00000 0.02322 0.01893 = 0.02099 0.00276 0.00092 0.00296 AFIX 43 H22 2 0.737517 1.374147 0.402828 11.00000 -1.20000 AFIX 0 C23 1 0.797931 1.058452 0.391089 11.00000 0.01530 0.01653 = 0.01641 0.00294 0.00027 0.00294 AFIX 13 H23 2 0.763360 0.950976 0.416228 11.00000 -1.20000 AFIX 0 C24 1 0.949255 1.035378 0.336034 11.00000 0.01507 0.01685 = 0.02004 -0.00002 0.00102 -0.00088 AFIX 23 H24A 2 0.968107 1.136642 0.305824 11.00000 -1.20000 H24B 2 1.061320 1.010417 0.354987 11.00000 -1.20000 AFIX 0 C25 1 0.835864 0.920959 0.243551 11.00000 0.01490 0.02184 = 0.01242 0.00011 -0.00019 0.00355 AFIX 43 H25 2 0.817546 1.020819 0.218263 11.00000 -1.20000 AFIX 0 C26 1 0.843166 0.660254 0.276540 11.00000 0.02929 0.01308 = 0.02704 -0.00060 -0.00267 0.00104 AFIX 43 H26 2 0.831426 0.546081 0.277636 11.00000 -1.20000 AFIX 0 C27 1 0.908603 0.740927 0.322240 11.00000 0.03008 0.01825 = 0.02175 0.00265 -0.00294 0.00295 AFIX 43 H27 2 0.949185 0.694515 0.361705 11.00000 -1.20000 AFIX 0 C28 1 0.478773 1.064155 0.394319 11.00000 0.01295 0.02083 = 0.02049 0.00292 0.00474 0.00368 AFIX 23 H28A 2 0.384053 1.138064 0.380554 11.00000 -1.20000 H28B 2 0.477178 1.063329 0.442346 11.00000 -1.20000 AFIX 0 C29 1 0.441729 0.758334 0.421162 11.00000 0.01760 0.02276 = 0.02116 0.00650 0.00072 -0.00047 C30 1 0.441266 0.897267 0.378830 11.00000 0.01065 0.02623 = 0.01894 0.00393 0.00328 0.00268 C31 1 0.397327 0.860141 0.316596 11.00000 0.01463 0.02430 = 0.02345 0.00299 0.00153 -0.00081 AFIX 43 H31 2 0.389502 0.940249 0.280577 11.00000 -1.20000 AFIX 0 C32 1 0.368019 0.700363 0.313908 11.00000 0.01941 0.03568 = 0.02652 -0.00558 -0.00301 0.00148 AFIX 43 H32 2 0.338316 0.656170 0.276145 11.00000 -1.20000 AFIX 0 C33 1 0.529415 0.739423 0.081472 11.00000 0.01503 0.01169 = 0.01949 0.00210 0.00128 0.00111 C34 1 0.374012 0.828911 0.054963 11.00000 0.01368 0.01468 = 0.02061 0.00378 -0.00239 0.00080 AFIX 13 H34 2 0.370951 0.808525 0.008300 11.00000 -1.20000 AFIX 0 C35 1 0.199418 0.764772 0.097452 11.00000 0.01188 0.01342 = 0.01845 -0.00095 0.00345 0.00162 AFIX 13 H35 2 0.191693 0.645632 0.094521 11.00000 -1.20000 AFIX 0 C36 1 0.045393 0.844425 0.065924 11.00000 0.01506 0.01473 = 0.02066 -0.00075 -0.00168 0.00206 C37 1 0.743721 0.385401 0.172163 11.00000 0.01458 0.01013 = 0.02152 -0.00206 -0.00219 0.00355 C38 1 0.543345 0.372477 0.194372 11.00000 0.01233 0.01446 = 0.01314 0.00076 0.00201 0.00138 AFIX 13 H38 2 0.488113 0.478962 0.181533 11.00000 -1.20000 AFIX 0 C39 1 0.466438 0.242813 0.157575 11.00000 0.00942 0.01434 = 0.01876 0.00229 0.00475 0.00123 AFIX 13 H39 2 0.489857 0.275516 0.109176 11.00000 -1.20000 AFIX 0 C40 1 0.266175 0.226991 0.178807 11.00000 0.01359 0.01659 = 0.01821 -0.00162 -0.00208 0.00259 C41 1 0.290453 0.276137 0.929300 11.00000 0.01814 0.01547 = 0.01945 0.00451 0.00174 0.00182 C42 1 0.098222 0.215504 0.943253 11.00000 0.01133 0.01615 = 0.01815 0.00080 0.00160 -0.00045 AFIX 13 H42 2 0.102061 0.100606 0.963385 11.00000 -1.20000 AFIX 0 C43 1 -0.012420 0.308560 0.993975 11.00000 0.01259 0.02114 = 0.01744 0.00010 0.00190 -0.00404 AFIX 13 H43 2 0.028945 0.284263 1.038030 11.00000 -1.20000 AFIX 0 C44 1 -0.206652 0.254417 0.996545 11.00000 0.01219 0.01461 = 0.01455 -0.00134 0.00269 0.00074 N1 3 0.679033 0.715765 0.852004 11.00000 0.02040 0.01584 = 0.01719 0.00040 -0.00073 -0.00127 N2 3 0.766405 0.856305 0.923659 11.00000 0.02048 0.02325 = 0.01754 -0.00221 -0.00042 -0.00213 N3 3 0.904424 0.903595 0.299966 11.00000 0.01315 0.01465 = 0.01932 0.00186 0.00251 -0.00046 N4 3 0.797273 0.774177 0.228590 11.00000 0.01702 0.01664 = 0.02254 -0.00187 -0.00277 0.00178 O1 4 0.942086 0.485296 0.796463 11.00000 0.01914 0.01886 = 0.02032 0.00705 -0.00244 -0.00350 O2 4 0.650564 1.123384 0.361186 11.00000 0.01356 0.02073 = 0.01936 0.00468 -0.00135 -0.00011 O3 4 0.562034 0.601557 0.059034 11.00000 0.01525 0.01994 = 0.02151 -0.00304 -0.00012 0.00393 O4 4 0.612476 0.797146 0.121107 11.00000 0.02061 0.01813 = 0.03074 -0.00243 -0.00927 0.00116 O5 4 0.384190 0.995812 0.058876 11.00000 0.02053 0.01116 = 0.04977 -0.00057 -0.00565 0.00126 AFIX 147 H5A 2 0.489282 1.028638 0.046265 11.00000 -1.50000 AFIX 0 O6 4 0.198792 0.786992 0.163618 11.00000 0.02157 0.01678 = 0.02046 -0.00081 -0.00277 0.00274 AFIX 147 H6A 2 0.197012 0.886550 0.167742 11.00000 -1.50000 AFIX 0 O7 4 0.003158 0.798673 0.015003 11.00000 0.02417 0.02482 = 0.02548 -0.00770 -0.00956 0.00867 O8 4 -0.029631 0.965019 0.094239 11.00000 0.01681 0.02116 = 0.01997 -0.00241 -0.00064 0.00674 AFIX 147 H8 2 -0.095093 1.015590 0.069200 11.00000 -1.50000 AFIX 0 O9 4 0.846133 0.325435 0.211245 11.00000 0.01503 0.01917 = 0.02641 0.00007 -0.00237 0.00156 O10 4 0.795504 0.454312 0.114519 11.00000 0.01364 0.02062 = 0.02171 0.00332 0.00169 0.00313 O11 4 0.504086 0.335146 0.263249 11.00000 0.01676 0.02106 = 0.01842 -0.00145 0.00115 0.00577 AFIX 147 H11A 2 0.585645 0.277568 0.277280 11.00000 -1.50000 AFIX 0 O12 4 0.557059 0.098539 0.173334 11.00000 0.01671 0.01346 = 0.02404 -0.00200 -0.00323 0.00222 AFIX 147 H12 2 0.537980 0.031088 0.147489 11.00000 -1.50000 AFIX 0 O13 4 0.181955 0.362385 0.166580 11.00000 0.01109 0.01764 = 0.04056 0.00636 0.00230 0.00261 AFIX 83 H13 2 0.072288 0.348082 0.178987 11.00000 -1.50000 AFIX 0 O14 4 0.193985 0.099240 0.204076 11.00000 0.01704 0.01306 = 0.02612 0.00167 0.00335 -0.00028 O15 4 0.356446 0.305812 0.982738 11.00000 0.01753 0.06278 = 0.02654 0.00997 -0.00218 -0.01323 AFIX 147 H15A 2 0.468366 0.309849 0.975126 11.00000 -1.50000 AFIX 0 O16 4 0.370258 0.294486 0.874480 11.00000 0.02981 0.06467 = 0.02711 -0.00381 0.00841 -0.02372 O17 4 0.017950 0.212678 0.885566 11.00000 0.02056 0.01862 = 0.02092 -0.00240 -0.00163 0.00063 O18 4 0.011768 0.475479 0.971235 11.00000 0.01939 0.01434 = 0.03128 -0.00748 0.00261 -0.00145 AFIX 147 H18 2 0.012441 0.528944 1.003457 11.00000 -1.50000 AFIX 0 O19 4 -0.249533 0.112551 1.023449 11.00000 0.01463 0.01571 = 0.02227 0.00288 0.00101 0.00188 O20 4 -0.309223 0.350426 0.969414 11.00000 0.01528 0.01485 = 0.02976 0.00504 -0.00120 0.00173 S1 5 1.204245 1.015201 0.762788 11.00000 0.02834 0.01729 = 0.03398 -0.00312 -0.00328 0.00073 S2 5 0.391210 0.586385 0.387582 11.00000 0.02796 0.02443 = 0.03098 0.00153 -0.00420 -0.00495 CL1 6 0.578840 0.695312 0.658463 11.00000 0.03242 0.01914 = 0.02801 -0.00142 -0.00941 0.00674 CL2 6 0.535628 0.095271 0.587318 11.00000 0.03883 0.02538 = 0.02583 -0.00490 -0.00312 -0.00773 CL3 6 1.121833 0.848276 0.649325 11.00000 0.03003 0.02570 = 0.02196 0.00279 -0.00258 -0.00172 CL4 6 1.028377 0.909462 0.493145 11.00000 0.03243 0.01911 = 0.02708 -0.00181 -0.00981 0.00893 CL5 6 1.074394 1.504767 0.568441 11.00000 0.04141 0.02605 = 0.02709 -0.00731 -0.00229 -0.00792 CL6 6 0.489651 0.743859 0.501283 11.00000 0.02873 0.02832 = 0.02056 0.00649 -0.00361 -0.00170 H2N 2 0.814962 0.873046 0.956010 11.00000 0.04094 H3O 2 0.665241 0.546298 0.075623 11.00000 0.04138 H4N 2 0.766358 0.752619 0.186864 11.00000 0.02820 H17O 2 0.016148 0.295361 0.875963 11.00000 0.04339 HKLF 4 REM AM20220711a_100k_Cu in P-1 REM wR2 = 0.1402, GooF = S = 1.043, Restrained GooF = 1.043 for all data REM R1 = 0.0532 for 7976 Fo > 4sig(Fo) and 0.0568 for all 8086 data REM 709 parameters refined using 3 restraints END WGHT 0.1197 0.1384 REM Highest difference peak 0.634, deepest hole -0.715, 1-sigma level 0.155 Q1 1 0.4170 0.8473 0.5953 11.00000 0.05 0.63 Q2 1 1.1887 0.7640 0.5543 11.00000 0.05 0.63 Q3 1 0.6497 0.2042 0.6610 11.00000 0.05 0.53 Q4 1 0.9501 1.4117 0.4888 11.00000 0.05 0.52 Q5 1 0.6585 0.4732 0.6949 11.00000 0.05 0.52 ; _shelx_res_checksum 95388 loop_ _space_group_symop_operation_xyz '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 C1 C 0.7393(6) 0.4361(6) 0.7186(2) 0.0178(9) Uani 1 1 d . . . . . C2 C 0.6321(6) 0.4903(6) 0.6700(2) 0.0195(9) Uani 1 1 d . . . . . C3 C 0.5684(6) 0.3883(6) 0.6296(2) 0.0215(9) Uani 1 1 d . . . . . H3 H 0.494752 0.427741 0.597511 0.026 Uiso 1 1 calc R U . . . C4 C 0.6152(6) 0.2278(6) 0.6372(2) 0.0222(10) Uani 1 1 d . . . . . C5 C 0.7258(7) 0.1682(6) 0.6827(2) 0.0247(10) Uani 1 1 d . . . . . H5 H 0.760102 0.057665 0.685964 0.030 Uiso 1 1 calc R U . . . C6 C 0.7850(7) 0.2726(6) 0.7232(2) 0.0228(10) Uani 1 1 d . . . . . H6 H 0.858971 0.231984 0.754961 0.027 Uiso 1 1 calc R U . . . C7 C 0.7980(6) 0.5497(6) 0.7646(2) 0.0183(9) Uani 1 1 d . . . . . H7 H 0.835054 0.656034 0.738980 0.022 Uiso 1 1 calc R U . . . C8 C 0.6431(6) 0.5764(6) 0.8178(2) 0.0220(10) Uani 1 1 d . . . . . H8A H 0.532013 0.594947 0.797537 0.026 Uiso 1 1 calc R U . . . H8B H 0.625439 0.478171 0.849820 0.026 Uiso 1 1 calc R U . . . C9 C 0.7502(6) 0.7076(6) 0.9082(2) 0.0201(9) Uani 1 1 d . . . . . H9 H 0.783336 0.611321 0.932805 0.024 Uiso 1 1 calc R U . . . C10 C 0.7065(7) 0.9651(6) 0.8759(2) 0.0240(10) Uani 1 1 d . . . . . H10 H 0.704707 1.079753 0.874843 0.029 Uiso 1 1 calc R U . . . C11 C 0.6510(6) 0.8767(6) 0.8312(2) 0.0228(10) Uani 1 1 d . . . . . H11 H 0.601899 0.917494 0.792702 0.027 Uiso 1 1 calc R U . . . C12 C 1.1163(6) 0.5340(6) 0.7615(2) 0.0213(10) Uani 1 1 d . . . . . H12A H 1.116836 0.528771 0.713851 0.026 Uiso 1 1 calc R U . . . H12B H 1.208734 0.459704 0.776903 0.026 Uiso 1 1 calc R U . . . C13 C 1.1611(6) 0.8399(6) 0.7300(2) 0.0227(10) Uani 1 1 d . . . . . C14 C 1.1565(6) 0.7051(6) 0.7741(2) 0.0190(9) Uani 1 1 d . . . . . C15 C 1.1888(7) 0.7471(7) 0.8371(2) 0.0244(10) Uani 1 1 d . . . . . H15 H 1.191268 0.669988 0.874467 0.029 Uiso 1 1 calc R U . . . C16 C 1.2154(7) 0.9074(7) 0.8378(3) 0.0263(10) Uani 1 1 d . . . . . H16 H 1.237764 0.955324 0.875704 0.032 Uiso 1 1 calc R U . . . C17 C 0.8611(6) 1.1703(6) 0.4371(2) 0.0179(9) Uani 1 1 d . . . . . C18 C 0.9719(6) 1.1141(6) 0.4838(2) 0.0177(9) Uani 1 1 d . . . . . C19 C 1.0387(7) 1.2152(6) 0.5242(2) 0.0227(10) Uani 1 1 d . . . . . H19 H 1.114902 1.174724 0.555229 0.027 Uiso 1 1 calc R U . . . C20 C 0.9915(7) 1.3757(6) 0.5180(2) 0.0229(10) Uani 1 1 d . . . . . C21 C 0.8767(7) 1.4367(6) 0.4745(2) 0.0238(10) Uani 1 1 d . . . . . H21 H 0.841371 1.546896 0.472458 0.029 Uiso 1 1 calc R U . . . C22 C 0.8140(7) 1.3329(6) 0.4336(2) 0.0218(9) Uani 1 1 d . . . . . H22 H 0.737517 1.374147 0.402828 0.026 Uiso 1 1 calc R U . . . C23 C 0.7979(6) 1.0585(6) 0.3911(2) 0.0166(9) Uani 1 1 d . . . . . H23 H 0.763360 0.950976 0.416228 0.020 Uiso 1 1 calc R U . . . C24 C 0.9493(6) 1.0354(6) 0.3360(2) 0.0178(9) Uani 1 1 d . . . . . H24A H 0.968107 1.136642 0.305824 0.021 Uiso 1 1 calc R U . . . H24B H 1.061320 1.010417 0.354987 0.021 Uiso 1 1 calc R U . . . C25 C 0.8359(6) 0.9210(6) 0.2436(2) 0.0167(9) Uani 1 1 d . . . . . H25 H 0.817546 1.020819 0.218263 0.020 Uiso 1 1 calc R U . . . C26 C 0.8432(7) 0.6603(6) 0.2765(2) 0.0233(10) Uani 1 1 d . . . . . H26 H 0.831426 0.546081 0.277636 0.028 Uiso 1 1 calc R U . . . C27 C 0.9086(7) 0.7409(6) 0.3222(2) 0.0238(10) Uani 1 1 d . . . . . H27 H 0.949185 0.694515 0.361705 0.029 Uiso 1 1 calc R U . . . C28 C 0.4788(6) 1.0642(6) 0.3943(2) 0.0191(9) Uani 1 1 d . . . . . H28A H 0.384053 1.138064 0.380554 0.023 Uiso 1 1 calc R U . . . H28B H 0.477178 1.063329 0.442346 0.023 Uiso 1 1 calc R U . . . C29 C 0.4417(6) 0.7583(6) 0.4212(2) 0.0215(10) Uani 1 1 d . . . . . C30 C 0.4413(6) 0.8973(6) 0.3788(2) 0.0195(10) Uani 1 1 d . . . . . C31 C 0.3973(6) 0.8601(6) 0.3166(2) 0.0216(10) Uani 1 1 d . . . . . H31 H 0.389502 0.940249 0.280577 0.026 Uiso 1 1 calc R U . . . C32 C 0.3680(7) 0.7004(7) 0.3139(2) 0.0270(11) Uani 1 1 d . . . . . H32 H 0.338316 0.656170 0.276145 0.032 Uiso 1 1 calc R U . . . C33 C 0.5294(6) 0.7394(5) 0.0815(2) 0.0160(9) Uani 1 1 d . . . . . C34 C 0.3740(6) 0.8289(6) 0.0550(2) 0.0167(9) Uani 1 1 d . . . . . H34 H 0.370951 0.808525 0.008300 0.020 Uiso 1 1 calc R U . . . C35 C 0.1994(6) 0.7648(6) 0.0975(2) 0.0151(9) Uani 1 1 d . . . . . H35 H 0.191693 0.645632 0.094521 0.018 Uiso 1 1 calc R U . . . C36 C 0.0454(6) 0.8444(6) 0.0659(2) 0.0170(9) Uani 1 1 d . . . . . C37 C 0.7437(6) 0.3854(5) 0.1722(2) 0.0154(8) Uani 1 1 d . . . . . C38 C 0.5433(5) 0.3725(5) 0.19437(19) 0.0138(8) Uani 1 1 d . . . . . H38 H 0.488113 0.478962 0.181533 0.017 Uiso 1 1 calc R U . . . C39 C 0.4664(5) 0.2428(5) 0.1576(2) 0.0151(8) Uani 1 1 d . . . . . H39 H 0.489857 0.275516 0.109176 0.018 Uiso 1 1 calc R U . . . C40 C 0.2662(6) 0.2270(5) 0.1788(2) 0.0162(9) Uani 1 1 d . . . . . C41 C 0.2905(6) 0.2761(5) 0.9293(2) 0.0185(9) Uani 1 1 d . . . . . C42 C 0.0982(6) 0.2155(6) 0.9433(2) 0.0157(8) Uani 1 1 d . . . . . H42 H 0.102061 0.100606 0.963385 0.019 Uiso 1 1 calc R U . . . C43 C -0.0124(6) 0.3086(6) 0.9940(2) 0.0175(9) Uani 1 1 d . . . . . H43 H 0.028945 0.284263 1.038030 0.021 Uiso 1 1 calc R U . . . C44 C -0.2067(5) 0.2544(5) 0.99654(19) 0.0142(8) Uani 1 1 d . . . . . N1 N 0.6790(5) 0.7158(5) 0.85200(18) 0.0181(8) Uani 1 1 d . . . . . N2 N 0.7664(5) 0.8563(5) 0.92366(19) 0.0206(8) Uani 1 1 d . . . . . N3 N 0.9044(5) 0.9036(5) 0.29997(18) 0.0164(8) Uani 1 1 d . . . . . N4 N 0.7973(5) 0.7742(5) 0.22859(19) 0.0187(8) Uani 1 1 d . . . . . O1 O 0.9421(4) 0.4853(4) 0.79646(15) 0.0201(7) Uani 1 1 d . . . . . O2 O 0.6506(4) 1.1234(4) 0.36119(14) 0.0185(7) Uani 1 1 d . . . . . O3 O 0.5620(4) 0.6016(4) 0.05903(15) 0.0191(6) Uani 1 1 d . . . . . O4 O 0.6125(4) 0.7971(4) 0.12111(17) 0.0227(7) Uani 1 1 d . . . . . O5 O 0.3842(5) 0.9958(4) 0.05888(19) 0.0273(8) Uani 1 1 d . . . . . H5A H 0.489282 1.028638 0.046265 0.041 Uiso 1 1 calc R U . . . O6 O 0.1988(4) 0.7870(4) 0.16362(14) 0.0197(6) Uani 1 1 d . . . . . H6A H 0.197012 0.886550 0.167742 0.030 Uiso 1 1 calc R U . . . O7 O 0.0032(5) 0.7987(4) 0.01500(16) 0.0239(7) Uani 1 1 d . . . . . O8 O -0.0296(4) 0.9650(4) 0.09424(15) 0.0195(7) Uani 1 1 d . . . . . H8 H -0.095093 1.015590 0.069200 0.029 Uiso 1 1 calc R U . . . O9 O 0.8461(4) 0.3254(4) 0.21125(15) 0.0204(7) Uani 1 1 d . . . . . O10 O 0.7955(4) 0.4543(4) 0.11452(15) 0.0194(7) Uani 1 1 d . . . . . O11 O 0.5041(4) 0.3351(4) 0.26325(14) 0.0191(6) Uani 1 1 d . . . . . H11A H 0.585645 0.277568 0.277280 0.029 Uiso 1 1 calc R U . . . O12 O 0.5571(4) 0.0985(4) 0.17333(15) 0.0180(6) Uani 1 1 d . . . . . H12 H 0.537980 0.031088 0.147489 0.027 Uiso 1 1 calc R U . . . O13 O 0.1820(4) 0.3624(4) 0.16658(18) 0.0243(7) Uani 1 1 d . . . . . H13 H 0.072288 0.348082 0.178987 0.036 Uiso 1 1 calc R U . . . O14 O 0.1940(4) 0.0992(4) 0.20408(15) 0.0196(7) Uani 1 1 d . . . . . O15 O 0.3564(5) 0.3058(6) 0.98274(18) 0.0367(10) Uani 1 1 d . . . . . H15A H 0.468366 0.309849 0.975126 0.055 Uiso 1 1 calc R U . . . O16 O 0.3703(5) 0.2945(6) 0.87448(18) 0.0416(10) Uani 1 1 d . . . . . O17 O 0.0179(4) 0.2127(5) 0.88557(15) 0.0201(7) Uani 1 1 d . . . . . O18 O 0.0118(4) 0.4755(4) 0.97124(16) 0.0218(7) Uani 1 1 d . . . . . H18 H 0.012441 0.528944 1.003457 0.033 Uiso 1 1 calc R U . . . O19 O -0.2495(4) 0.1126(4) 1.02345(15) 0.0182(6) Uani 1 1 d . . . . . O20 O -0.3092(4) 0.3504(4) 0.96941(16) 0.0207(7) Uani 1 1 d . . . . . S1 S 1.20425(16) 1.01520(14) 0.76279(6) 0.0266(3) Uani 1 1 d . . . . . S2 S 0.39121(16) 0.58638(15) 0.38758(6) 0.0281(3) Uani 1 1 d . . . . . Cl1 Cl 0.57884(15) 0.69531(13) 0.65846(6) 0.0261(3) Uani 1 1 d . . . . . Cl2 Cl 0.53563(17) 0.09527(15) 0.58732(6) 0.0299(3) Uani 1 1 d . . . . . Cl3 Cl 1.12183(15) 0.84828(14) 0.64932(5) 0.0264(3) Uani 1 1 d . . . . . Cl4 Cl 1.02838(15) 0.90946(13) 0.49314(5) 0.0258(3) Uani 1 1 d . . . . . Cl5 Cl 1.07439(17) 1.50477(15) 0.56844(6) 0.0314(3) Uani 1 1 d . . . . . Cl6 Cl 0.48965(15) 0.74386(14) 0.50128(5) 0.0265(3) Uani 1 1 d . . . . . H2N H 0.815(10) 0.873(9) 0.956(4) 0.041(19) Uiso 1 1 d . . . . . H3O H 0.665(10) 0.546(9) 0.076(4) 0.041(18) Uiso 1 1 d . . . . . H4N H 0.766(8) 0.753(8) 0.187(3) 0.028(15) Uiso 1 1 d . . . . . H17O H 0.016(11) 0.295(10) 0.876(4) 0.04(2) Uiso 1 1 d . . . . . 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 C1 0.0138(19) 0.020(2) 0.0179(19) 0.0008(17) 0.0017(15) 0.0007(18) C2 0.019(2) 0.018(2) 0.020(2) 0.0012(18) 0.0008(16) 0.0002(19) C3 0.020(2) 0.023(2) 0.020(2) 0.0008(18) -0.0003(16) 0.0000(19) C4 0.020(2) 0.024(3) 0.020(2) -0.0006(18) 0.0047(17) -0.005(2) C5 0.031(2) 0.019(2) 0.022(2) 0.0018(18) 0.0012(18) -0.002(2) C6 0.023(2) 0.022(2) 0.021(2) 0.0051(18) -0.0021(17) 0.000(2) C7 0.020(2) 0.019(2) 0.0155(19) 0.0036(17) -0.0047(16) -0.0059(19) C8 0.019(2) 0.024(3) 0.023(2) -0.0038(18) 0.0021(17) -0.0042(19) C9 0.020(2) 0.022(2) 0.018(2) 0.0001(17) 0.0003(16) -0.0014(19) C10 0.025(2) 0.018(2) 0.030(2) -0.0027(19) -0.0057(18) 0.001(2) C11 0.024(2) 0.015(2) 0.029(2) 0.0038(18) -0.0040(18) -0.0021(18) C12 0.014(2) 0.025(3) 0.024(2) -0.0026(18) 0.0006(16) 0.0026(19) C13 0.018(2) 0.023(3) 0.026(2) -0.001(2) 0.0017(17) -0.001(2) C14 0.0110(19) 0.024(3) 0.021(2) -0.0018(18) 0.0042(15) 0.0019(18) C15 0.021(2) 0.030(3) 0.022(2) -0.0019(19) -0.0023(18) 0.002(2) C16 0.024(2) 0.026(3) 0.030(2) -0.008(2) -0.0018(18) 0.006(2) C17 0.018(2) 0.020(2) 0.0140(18) -0.0013(17) 0.0034(16) -0.0022(19) C18 0.016(2) 0.018(2) 0.0178(19) -0.0009(17) 0.0002(16) 0.0025(18) C19 0.024(2) 0.024(3) 0.019(2) -0.0001(18) -0.0010(17) 0.002(2) C20 0.026(2) 0.019(2) 0.021(2) -0.0019(18) 0.0036(18) -0.004(2) C21 0.028(2) 0.016(2) 0.026(2) -0.0015(19) 0.0020(18) 0.004(2) C22 0.023(2) 0.019(2) 0.021(2) 0.0028(18) 0.0009(17) 0.0030(19) C23 0.015(2) 0.017(2) 0.0164(18) 0.0029(16) 0.0003(15) 0.0029(18) C24 0.015(2) 0.017(2) 0.020(2) 0.0000(17) 0.0010(16) -0.0009(18) C25 0.0149(19) 0.022(2) 0.0124(18) 0.0001(16) -0.0002(15) 0.0035(18) C26 0.029(2) 0.013(2) 0.027(2) -0.0006(17) -0.0027(19) 0.001(2) C27 0.030(3) 0.018(2) 0.022(2) 0.0026(18) -0.0029(18) 0.003(2) C28 0.013(2) 0.021(2) 0.020(2) 0.0029(17) 0.0047(15) 0.0037(18) C29 0.018(2) 0.023(2) 0.021(2) 0.0065(18) 0.0007(17) -0.0005(19) C30 0.0106(19) 0.026(3) 0.019(2) 0.0039(18) 0.0033(15) 0.0027(19) C31 0.015(2) 0.024(2) 0.023(2) 0.0030(18) 0.0015(16) -0.0008(18) C32 0.019(2) 0.036(3) 0.027(2) -0.006(2) -0.0030(18) 0.001(2) C33 0.0150(19) 0.012(2) 0.0195(19) 0.0021(16) 0.0013(15) 0.0011(17) C34 0.014(2) 0.015(2) 0.0206(19) 0.0038(16) -0.0024(15) 0.0008(17) C35 0.0119(19) 0.013(2) 0.0184(19) -0.0010(16) 0.0035(15) 0.0016(17) C36 0.015(2) 0.015(2) 0.021(2) -0.0007(17) -0.0017(16) 0.0021(17) C37 0.015(2) 0.010(2) 0.0215(19) -0.0021(16) -0.0022(15) 0.0036(17) C38 0.0123(19) 0.014(2) 0.0131(18) 0.0008(15) 0.0020(14) 0.0014(16) C39 0.0094(18) 0.014(2) 0.0188(18) 0.0023(15) 0.0048(14) 0.0012(16) C40 0.014(2) 0.017(2) 0.0182(18) -0.0016(16) -0.0021(15) 0.0026(17) C41 0.018(2) 0.015(2) 0.019(2) 0.0045(16) 0.0017(16) 0.0018(17) C42 0.0113(19) 0.016(2) 0.0181(19) 0.0008(15) 0.0016(15) -0.0005(16) C43 0.0126(19) 0.021(2) 0.0174(19) 0.0001(16) 0.0019(15) -0.0040(17) C44 0.0122(18) 0.015(2) 0.0145(18) -0.0013(15) 0.0027(14) 0.0007(16) N1 0.0204(19) 0.0158(19) 0.0172(17) 0.0004(14) -0.0007(14) -0.0013(15) N2 0.0205(19) 0.023(2) 0.0175(17) -0.0022(15) -0.0004(15) -0.0021(17) N3 0.0131(17) 0.0147(19) 0.0193(17) 0.0019(14) 0.0025(13) -0.0005(15) N4 0.0170(18) 0.017(2) 0.0225(18) -0.0019(14) -0.0028(14) 0.0018(15) O1 0.0191(15) 0.0189(16) 0.0203(14) 0.0071(12) -0.0024(12) -0.0035(13) O2 0.0136(14) 0.0207(17) 0.0194(14) 0.0047(12) -0.0013(12) -0.0001(13) O3 0.0153(15) 0.0199(17) 0.0215(14) -0.0030(12) -0.0001(11) 0.0039(13) O4 0.0206(16) 0.0181(17) 0.0307(16) -0.0024(13) -0.0093(13) 0.0012(13) O5 0.0205(16) 0.0112(16) 0.050(2) -0.0006(14) -0.0057(15) 0.0013(13) O6 0.0216(15) 0.0168(16) 0.0205(14) -0.0008(12) -0.0028(12) 0.0027(13) O7 0.0242(17) 0.0248(18) 0.0255(16) -0.0077(13) -0.0096(13) 0.0087(14) O8 0.0168(15) 0.0212(17) 0.0200(14) -0.0024(12) -0.0006(11) 0.0067(13) O9 0.0150(14) 0.0192(16) 0.0264(15) 0.0001(13) -0.0024(12) 0.0016(13) O10 0.0136(14) 0.0206(17) 0.0217(15) 0.0033(12) 0.0017(11) 0.0031(13) O11 0.0168(15) 0.0211(17) 0.0184(14) -0.0015(12) 0.0011(11) 0.0058(13) O12 0.0167(15) 0.0135(15) 0.0240(15) -0.0020(11) -0.0032(12) 0.0022(12) O13 0.0111(14) 0.0176(17) 0.0406(18) 0.0064(14) 0.0023(13) 0.0026(13) O14 0.0170(14) 0.0131(16) 0.0261(15) 0.0017(12) 0.0034(12) -0.0003(13) O15 0.0175(17) 0.063(3) 0.0265(17) 0.0100(18) -0.0022(14) -0.0132(18) O16 0.030(2) 0.065(3) 0.0271(18) -0.0038(18) 0.0084(15) -0.024(2) O17 0.0206(16) 0.019(2) 0.0209(15) -0.0024(13) -0.0016(11) 0.0006(14) O18 0.0194(16) 0.0143(16) 0.0313(16) -0.0075(13) 0.0026(13) -0.0014(13) O19 0.0146(14) 0.0157(16) 0.0223(14) 0.0029(11) 0.0010(11) 0.0019(12) O20 0.0153(14) 0.0149(16) 0.0298(16) 0.0050(12) -0.0012(12) 0.0017(12) S1 0.0283(6) 0.0173(6) 0.0340(6) -0.0031(5) -0.0033(5) 0.0007(5) S2 0.0280(6) 0.0244(7) 0.0310(6) 0.0015(5) -0.0042(5) -0.0049(5) Cl1 0.0324(6) 0.0191(6) 0.0280(5) -0.0014(4) -0.0094(4) 0.0067(5) Cl2 0.0388(7) 0.0254(6) 0.0258(5) -0.0049(4) -0.0031(5) -0.0077(5) Cl3 0.0300(6) 0.0257(6) 0.0220(5) 0.0028(4) -0.0026(4) -0.0017(5) Cl4 0.0324(6) 0.0191(6) 0.0271(5) -0.0018(4) -0.0098(5) 0.0089(5) Cl5 0.0414(7) 0.0260(6) 0.0271(6) -0.0073(5) -0.0023(5) -0.0079(6) Cl6 0.0287(6) 0.0283(6) 0.0206(5) 0.0065(4) -0.0036(4) -0.0017(5) 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' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 '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 C6 C1 C2 116.7(4) . . ? C6 C1 C7 122.0(4) . . ? C2 C1 C7 121.3(4) . . ? C3 C2 C1 122.8(5) . . ? C3 C2 Cl1 117.9(4) . . ? C1 C2 Cl1 119.3(4) . . ? C4 C3 C2 117.8(4) . . ? C4 C3 H3 121.1 . . ? C2 C3 H3 121.1 . . ? C3 C4 C5 122.1(5) . . ? C3 C4 Cl2 119.0(4) . . ? C5 C4 Cl2 118.9(4) . . ? C6 C5 C4 118.8(5) . . ? C6 C5 H5 120.6 . . ? C4 C5 H5 120.6 . . ? C5 C6 C1 121.8(4) . . ? C5 C6 H6 119.1 . . ? C1 C6 H6 119.1 . . ? O1 C7 C1 111.7(4) . . ? O1 C7 C8 107.6(3) . . ? C1 C7 C8 109.8(3) . . ? O1 C7 H7 109.2 . . ? C1 C7 H7 109.2 . . ? C8 C7 H7 109.2 . . ? N1 C8 C7 110.8(4) . . ? N1 C8 H8A 109.5 . . ? C7 C8 H8A 109.5 . . ? N1 C8 H8B 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 108.1 . . ? N2 C9 N1 108.2(4) . . ? N2 C9 H9 125.9 . . ? N1 C9 H9 125.9 . . ? C11 C10 N2 106.7(4) . . ? C11 C10 H10 126.7 . . ? N2 C10 H10 126.7 . . ? C10 C11 N1 107.1(4) . . ? C10 C11 H11 126.4 . . ? N1 C11 H11 126.4 . . ? O1 C12 C14 108.9(4) . . ? O1 C12 H12A 109.9 . . ? C14 C12 H12A 109.9 . . ? O1 C12 H12B 109.9 . . ? C14 C12 H12B 109.9 . . ? H12A C12 H12B 108.3 . . ? C14 C13 S1 113.3(4) . . ? C14 C13 Cl3 126.6(4) . . ? S1 C13 Cl3 120.0(3) . . ? C13 C14 C15 110.5(5) . . ? C13 C14 C12 126.4(4) . . ? C15 C14 C12 123.0(4) . . ? C16 C15 C14 113.1(5) . . ? C16 C15 H15 123.5 . . ? C14 C15 H15 123.5 . . ? C15 C16 S1 112.5(4) . . ? C15 C16 H16 123.7 . . ? S1 C16 H16 123.7 . . ? C22 C17 C18 117.4(4) . . ? C22 C17 C23 121.5(4) . . ? C18 C17 C23 121.1(4) . . ? C19 C18 C17 122.4(4) . . ? C19 C18 Cl4 117.8(3) . . ? C17 C18 Cl4 119.8(3) . . ? C20 C19 C18 118.0(4) . . ? C20 C19 H19 121.0 . . ? C18 C19 H19 121.0 . . ? C19 C20 C21 122.1(4) . . ? C19 C20 Cl5 118.6(4) . . ? C21 C20 Cl5 119.2(4) . . ? C20 C21 C22 118.6(5) . . ? C20 C21 H21 120.7 . . ? C22 C21 H21 120.7 . . ? C17 C22 C21 121.4(4) . . ? C17 C22 H22 119.3 . . ? C21 C22 H22 119.3 . . ? O2 C23 C17 111.9(4) . . ? O2 C23 C24 107.4(3) . . ? C17 C23 C24 109.4(3) . . ? O2 C23 H23 109.4 . . ? C17 C23 H23 109.4 . . ? C24 C23 H23 109.4 . . ? N3 C24 C23 109.8(3) . . ? N3 C24 H24A 109.7 . . ? C23 C24 H24A 109.7 . . ? N3 C24 H24B 109.7 . . ? C23 C24 H24B 109.7 . . ? H24A C24 H24B 108.2 . . ? N3 C25 N4 108.2(4) . . ? N3 C25 H25 125.9 . . ? N4 C25 H25 125.9 . . ? C27 C26 N4 107.3(4) . . ? C27 C26 H26 126.4 . . ? N4 C26 H26 126.4 . . ? C26 C27 N3 106.4(4) . . ? C26 C27 H27 126.8 . . ? N3 C27 H27 126.8 . . ? O2 C28 C30 111.2(4) . . ? O2 C28 H28A 109.4 . . ? C30 C28 H28A 109.4 . . ? O2 C28 H28B 109.4 . . ? C30 C28 H28B 109.4 . . ? H28A C28 H28B 108.0 . . ? C30 C29 S2 113.7(4) . . ? C30 C29 Cl6 126.4(4) . . ? S2 C29 Cl6 119.8(3) . . ? C29 C30 C31 110.1(4) . . ? C29 C30 C28 125.8(4) . . ? C31 C30 C28 124.2(4) . . ? C32 C31 C30 113.8(4) . . ? C32 C31 H31 123.1 . . ? C30 C31 H31 123.1 . . ? C31 C32 S2 111.8(4) . . ? C31 C32 H32 124.1 . . ? S2 C32 H32 124.1 . . ? O4 C33 O3 125.1(4) . . ? O4 C33 C34 121.0(4) . . ? O3 C33 C34 113.9(4) . . ? O5 C34 C33 111.9(3) . . ? O5 C34 C35 107.6(4) . . ? C33 C34 C35 108.2(3) . . ? O5 C34 H34 109.7 . . ? C33 C34 H34 109.7 . . ? C35 C34 H34 109.7 . . ? O6 C35 C36 114.6(4) . . ? O6 C35 C34 112.0(3) . . ? C36 C35 C34 107.1(3) . . ? O6 C35 H35 107.7 . . ? C36 C35 H35 107.7 . . ? C34 C35 H35 107.7 . . ? O7 C36 O8 124.0(4) . . ? O7 C36 C35 120.1(4) . . ? O8 C36 C35 115.8(4) . . ? O9 C37 O10 124.5(4) . . ? O9 C37 C38 117.8(4) . . ? O10 C37 C38 117.7(4) . . ? O11 C38 C37 112.0(3) . . ? O11 C38 C39 111.3(3) . . ? C37 C38 C39 108.0(3) . . ? O11 C38 H38 108.5 . . ? C37 C38 H38 108.5 . . ? C39 C38 H38 108.5 . . ? O12 C39 C40 112.4(3) . . ? O12 C39 C38 106.4(3) . . ? C40 C39 C38 109.2(3) . . ? O12 C39 H39 109.6 . . ? C40 C39 H39 109.6 . . ? C38 C39 H39 109.6 . . ? O14 C40 O13 124.5(4) . . ? O14 C40 C39 122.7(4) . . ? O13 C40 C39 112.7(4) . . ? O16 C41 O15 125.0(4) . . ? O16 C41 C42 122.2(4) . . ? O15 C41 C42 112.8(3) . . ? O17 C42 C41 112.5(3) . . ? O17 C42 C43 112.3(4) . . ? C41 C42 C43 111.8(3) . . ? O17 C42 H42 106.6 . . ? C41 C42 H42 106.6 . . ? C43 C42 H42 106.6 . . ? O18 C43 C42 106.5(3) . . ? O18 C43 C44 111.8(4) . . ? C42 C43 C44 106.9(3) . . ? O18 C43 H43 110.5 . . ? C42 C43 H43 110.5 . . ? C44 C43 H43 110.5 . . ? O20 C44 O19 124.9(4) . . ? O20 C44 C43 117.4(4) . . ? O19 C44 C43 117.6(4) . . ? C9 N1 C11 108.6(4) . . ? C9 N1 C8 125.0(4) . . ? C11 N1 C8 126.4(4) . . ? C9 N2 C10 109.4(4) . . ? C9 N2 H2N 120(5) . . ? C10 N2 H2N 130(5) . . ? C25 N3 C27 109.1(4) . . ? C25 N3 C24 125.3(4) . . ? C27 N3 C24 125.2(4) . . ? C25 N4 C26 109.0(4) . . ? C25 N4 H4N 124(4) . . ? C26 N4 H4N 126(4) . . ? C7 O1 C12 113.5(3) . . ? C23 O2 C28 114.0(3) . . ? C33 O3 H3O 113(4) . . ? C34 O5 H5A 109.5 . . ? C35 O6 H6A 109.5 . . ? C36 O8 H8 109.5 . . ? C38 O11 H11A 109.5 . . ? C39 O12 H12 109.5 . . ? C40 O13 H13 109.5 . . ? C41 O15 H15A 109.5 . . ? C42 O17 H17O 99(7) . . ? C43 O18 H18 109.5 . . ? C16 S1 C13 90.5(3) . . ? C29 S2 C32 90.5(2) . . ? 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 C1 C6 1.395(7) . ? C1 C2 1.406(6) . ? C1 C7 1.515(6) . ? C2 C3 1.381(7) . ? C2 Cl1 1.745(5) . ? C3 C4 1.374(8) . ? C3 H3 0.9500 . ? C4 C5 1.387(7) . ? C4 Cl2 1.747(5) . ? C5 C6 1.383(7) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 O1 1.418(5) . ? C7 C8 1.531(6) . ? C7 H7 1.0000 . ? C8 N1 1.464(6) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 N2 1.318(7) . ? C9 N1 1.337(6) . ? C9 H9 0.9500 . ? C10 C11 1.348(7) . ? C10 N2 1.382(6) . ? C10 H10 0.9500 . ? C11 N1 1.382(6) . ? C11 H11 0.9500 . ? C12 O1 1.453(5) . ? C12 C14 1.511(7) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.361(7) . ? C13 S1 1.720(5) . ? C13 Cl3 1.725(5) . ? C14 C15 1.434(6) . ? C15 C16 1.349(8) . ? C15 H15 0.9500 . ? C16 S1 1.715(5) . ? C16 H16 0.9500 . ? C17 C22 1.391(7) . ? C17 C18 1.400(6) . ? C17 C23 1.519(6) . ? C18 C19 1.386(6) . ? C18 Cl4 1.746(5) . ? C19 C20 1.375(8) . ? C19 H19 0.9500 . ? C20 C21 1.384(7) . ? C20 Cl5 1.747(5) . ? C21 C22 1.394(7) . ? C21 H21 0.9500 . ? C22 H22 0.9500 . ? C23 O2 1.419(5) . ? C23 C24 1.531(6) . ? C23 H23 1.0000 . ? C24 N3 1.454(6) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 N3 1.329(5) . ? C25 N4 1.332(6) . ? C25 H25 0.9500 . ? C26 C27 1.359(7) . ? C26 N4 1.370(6) . ? C26 H26 0.9500 . ? C27 N3 1.380(6) . ? C27 H27 0.9500 . ? C28 O2 1.448(5) . ? C28 C30 1.492(7) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 C30 1.370(7) . ? C29 S2 1.719(5) . ? C29 Cl6 1.731(5) . ? C30 C31 1.434(7) . ? C31 C32 1.354(7) . ? C31 H31 0.9500 . ? C32 S2 1.731(5) . ? C32 H32 0.9500 . ? C33 O4 1.231(5) . ? C33 O3 1.292(6) . ? C33 C34 1.517(6) . ? C34 O5 1.400(6) . ? C34 C35 1.549(5) . ? C34 H34 1.0000 . ? C35 O6 1.399(5) . ? C35 C36 1.520(6) . ? C35 H35 1.0000 . ? C36 O7 1.236(5) . ? C36 O8 1.305(6) . ? C37 O9 1.253(5) . ? C37 O10 1.277(5) . ? C37 C38 1.525(6) . ? C38 O11 1.416(5) . ? C38 C39 1.541(6) . ? C38 H38 1.0000 . ? C39 O12 1.405(5) . ? C39 C40 1.522(5) . ? C39 H39 1.0000 . ? C40 O14 1.227(5) . ? C40 O13 1.306(6) . ? C41 O16 1.206(6) . ? C41 O15 1.316(6) . ? C41 C42 1.521(6) . ? C42 O17 1.408(5) . ? C42 C43 1.529(6) . ? C42 H42 1.0000 . ? C43 O18 1.419(6) . ? C43 C44 1.530(6) . ? C43 H43 1.0000 . ? C44 O20 1.249(5) . ? C44 O19 1.271(5) . ? N2 H2N 0.83(8) . ? N4 H4N 0.96(6) . ? O3 H3O 0.98(8) . ? O5 H5A 0.8400 . ? O6 H6A 0.8400 . ? O8 H8 0.8400 . ? O11 H11A 0.8400 . ? O12 H12 0.8400 . ? O13 H13 0.8400 . ? O15 H15A 0.8400 . ? O17 H17O 0.69(8) . ? O18 H18 0.8400 . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag C8 H8A Cl1 0.99 2.88 3.428(5) 115.8 . yes C8 H8B O16 0.99 2.43 3.150(6) 129.1 . yes C9 H9 O18 0.95 2.24 3.066(6) 144.7 1_655 yes C9 H9 O20 0.95 2.30 3.105(6) 142.6 1_655 yes C15 H15 O18 0.95 2.66 3.501(6) 148.4 1_655 yes C23 H23 Cl6 1.00 2.96 3.849(4) 148.8 . yes C24 H24A O9 0.99 2.63 3.493(5) 145.9 1_565 yes C24 H24A O14 0.99 2.58 3.085(5) 111.9 1_665 yes C24 H24B Cl4 0.99 2.86 3.427(4) 116.8 . yes C25 H25 O9 0.95 2.53 3.351(6) 145.3 1_565 yes C25 H25 O12 0.95 2.34 3.002(5) 126.2 1_565 yes C26 H26 O9 0.95 2.40 3.218(6) 144.2 . yes C31 H31 O12 0.95 2.62 3.457(6) 146.5 1_565 yes C31 H31 O14 0.95 2.56 3.405(6) 148.3 1_565 yes C35 H35 O13 1.00 2.64 3.483(5) 142.2 . yes C38 H38 O3 1.00 2.61 3.193(5) 116.9 . yes O5 H5A O19 0.84 2.07 2.912(5) 175.1 1_664 yes O6 H6A O14 0.84 1.99 2.808(4) 163.8 1_565 yes O8 H8 O19 0.84 1.74 2.573(4) 173.9 1_564 yes O11 H11A O2 0.84 2.15 2.863(4) 142.8 1_545 yes O11 H11A O9 0.84 2.25 2.671(4) 110.8 . yes O12 H12 O4 0.84 2.13 2.839(5) 142.3 1_545 yes O12 H12 O5 0.84 2.34 3.046(5) 142.5 1_545 yes O13 H13 O9 0.84 1.75 2.593(4) 175.0 1_455 yes O15 H15A O20 0.84 1.70 2.530(5) 168.1 1_655 yes O18 H18 O7 0.84 2.28 2.921(5) 133.7 1_556 yes O18 H18 O10 0.84 2.66 3.177(4) 121.5 1_456 yes N2 H2N O7 0.83(8) 2.04(8) 2.768(5) 146(7) 1_656 yes N2 H2N O19 0.83(8) 2.56(8) 3.111(5) 125(6) 1_665 yes O3 H3O O10 0.98(8) 1.50(8) 2.474(4) 168(7) . yes N4 H4N O4 0.96(6) 1.91(6) 2.762(5) 148(6) . yes O17 H17O O1 0.69(8) 2.27(8) 2.862(5) 144(8) 1_455 yes O17 H17O O18 0.69(8) 2.60(8) 2.952(5) 115(8) . yes C8 H8A Cl1 0.99 2.88 3.428(5) 115.8 . yes C8 H8B O16 0.99 2.43 3.150(6) 129.1 . yes C9 H9 O18 0.95 2.24 3.066(6) 144.7 1_655 yes C9 H9 O20 0.95 2.30 3.105(6) 142.6 1_655 yes C15 H15 O18 0.95 2.66 3.501(6) 148.4 1_655 yes C23 H23 Cl6 1.00 2.96 3.849(4) 148.8 . yes C24 H24A O9 0.99 2.63 3.493(5) 145.9 1_565 yes C24 H24A O14 0.99 2.58 3.085(5) 111.9 1_665 yes C24 H24B Cl4 0.99 2.86 3.427(4) 116.8 . yes C25 H25 O9 0.95 2.53 3.351(6) 145.3 1_565 yes C25 H25 O12 0.95 2.34 3.002(5) 126.2 1_565 yes C26 H26 O9 0.95 2.40 3.218(6) 144.2 . yes C31 H31 O12 0.95 2.62 3.457(6) 146.5 1_565 yes C31 H31 O14 0.95 2.56 3.405(6) 148.3 1_565 yes C35 H35 O13 1.00 2.64 3.483(5) 142.2 . yes C38 H38 O3 1.00 2.61 3.193(5) 116.9 . yes O5 H5A O19 0.84 2.07 2.912(5) 175.1 1_664 yes O6 H6A O14 0.84 1.99 2.808(4) 163.8 1_565 yes O8 H8 O19 0.84 1.74 2.573(4) 173.9 1_564 yes O11 H11A O2 0.84 2.15 2.863(4) 142.8 1_545 yes O11 H11A O9 0.84 2.25 2.671(4) 110.8 . yes O12 H12 O4 0.84 2.13 2.839(5) 142.3 1_545 yes O12 H12 O5 0.84 2.34 3.046(5) 142.5 1_545 yes O13 H13 O9 0.84 1.75 2.593(4) 175.0 1_455 yes O15 H15A O20 0.84 1.70 2.530(5) 168.1 1_655 yes O18 H18 O7 0.84 2.28 2.921(5) 133.7 1_556 yes O18 H18 O10 0.84 2.66 3.177(4) 121.5 1_456 yes N2 H2N O7 0.83(8) 2.04(8) 2.768(5) 146(7) 1_656 yes N2 H2N O19 0.83(8) 2.56(8) 3.111(5) 125(6) 1_665 yes O3 H3O O10 0.98(8) 1.50(8) 2.474(4) 168(7) . yes N4 H4N O4 0.96(6) 1.91(6) 2.762(5) 148(6) . yes O17 H17O O1 0.69(8) 2.27(8) 2.862(5) 144(8) 1_455 yes O17 H17O O18 0.69(8) 2.60(8) 2.952(5) 115(8) . yes 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 C6 C1 C2 C3 2.1(7) . . . . ? C7 C1 C2 C3 -176.5(4) . . . . ? C6 C1 C2 Cl1 -176.7(3) . . . . ? C7 C1 C2 Cl1 4.6(6) . . . . ? C1 C2 C3 C4 -1.0(7) . . . . ? Cl1 C2 C3 C4 177.9(3) . . . . ? C2 C3 C4 C5 -1.4(7) . . . . ? C2 C3 C4 Cl2 179.5(3) . . . . ? C3 C4 C5 C6 2.5(7) . . . . ? Cl2 C4 C5 C6 -178.5(3) . . . . ? C4 C5 C6 C1 -1.2(7) . . . . ? C2 C1 C6 C5 -1.0(7) . . . . ? C7 C1 C6 C5 177.6(4) . . . . ? C6 C1 C7 O1 17.9(6) . . . . ? C2 C1 C7 O1 -163.5(4) . . . . ? C6 C1 C7 C8 -101.4(5) . . . . ? C2 C1 C7 C8 77.2(5) . . . . ? O1 C7 C8 N1 73.1(5) . . . . ? C1 C7 C8 N1 -165.1(4) . . . . ? N2 C10 C11 N1 -0.4(5) . . . . ? S1 C13 C14 C15 0.2(5) . . . . ? Cl3 C13 C14 C15 -177.6(4) . . . . ? S1 C13 C14 C12 177.9(4) . . . . ? Cl3 C13 C14 C12 0.1(7) . . . . ? O1 C12 C14 C13 -109.2(5) . . . . ? O1 C12 C14 C15 68.2(6) . . . . ? C13 C14 C15 C16 0.1(6) . . . . ? C12 C14 C15 C16 -177.7(4) . . . . ? C14 C15 C16 S1 -0.4(6) . . . . ? C22 C17 C18 C19 -2.1(6) . . . . ? C23 C17 C18 C19 176.8(4) . . . . ? C22 C17 C18 Cl4 177.2(3) . . . . ? C23 C17 C18 Cl4 -3.9(6) . . . . ? C17 C18 C19 C20 0.7(7) . . . . ? Cl4 C18 C19 C20 -178.6(3) . . . . ? C18 C19 C20 C21 1.9(7) . . . . ? C18 C19 C20 Cl5 -180.0(3) . . . . ? C19 C20 C21 C22 -3.0(7) . . . . ? Cl5 C20 C21 C22 178.9(3) . . . . ? C18 C17 C22 C21 0.9(7) . . . . ? C23 C17 C22 C21 -178.0(4) . . . . ? C20 C21 C22 C17 1.5(7) . . . . ? C22 C17 C23 O2 -17.8(5) . . . . ? C18 C17 C23 O2 163.4(4) . . . . ? C22 C17 C23 C24 101.2(5) . . . . ? C18 C17 C23 C24 -77.7(5) . . . . ? O2 C23 C24 N3 -70.2(4) . . . . ? C17 C23 C24 N3 168.1(4) . . . . ? N4 C26 C27 N3 -1.3(5) . . . . ? S2 C29 C30 C31 0.1(5) . . . . ? Cl6 C29 C30 C31 179.3(4) . . . . ? S2 C29 C30 C28 179.5(3) . . . . ? Cl6 C29 C30 C28 -1.3(7) . . . . ? O2 C28 C30 C29 108.2(5) . . . . ? O2 C28 C30 C31 -72.4(5) . . . . ? C29 C30 C31 C32 -0.3(6) . . . . ? C28 C30 C31 C32 -179.8(4) . . . . ? C30 C31 C32 S2 0.4(5) . . . . ? O4 C33 C34 O5 23.5(5) . . . . ? O3 C33 C34 O5 -157.0(4) . . . . ? O4 C33 C34 C35 -94.9(4) . . . . ? O3 C33 C34 C35 84.6(4) . . . . ? O5 C34 C35 O6 -62.1(4) . . . . ? C33 C34 C35 O6 59.0(4) . . . . ? O5 C34 C35 C36 64.2(4) . . . . ? C33 C34 C35 C36 -174.7(4) . . . . ? O6 C35 C36 O7 -160.2(4) . . . . ? C34 C35 C36 O7 75.0(5) . . . . ? O6 C35 C36 O8 22.8(5) . . . . ? C34 C35 C36 O8 -102.0(4) . . . . ? O9 C37 C38 O11 17.1(5) . . . . ? O10 C37 C38 O11 -164.1(4) . . . . ? O9 C37 C38 C39 -105.8(4) . . . . ? O10 C37 C38 C39 73.0(5) . . . . ? O11 C38 C39 O12 -64.9(4) . . . . ? C37 C38 C39 O12 58.4(4) . . . . ? O11 C38 C39 C40 56.7(4) . . . . ? C37 C38 C39 C40 179.9(3) . . . . ? O12 C39 C40 O14 -3.1(6) . . . . ? C38 C39 C40 O14 -121.0(4) . . . . ? O12 C39 C40 O13 177.5(3) . . . . ? C38 C39 C40 O13 59.7(5) . . . . ? O16 C41 C42 O17 -10.8(7) . . . . ? O15 C41 C42 O17 169.0(4) . . . . ? O16 C41 C42 C43 -138.2(5) . . . . ? O15 C41 C42 C43 41.5(5) . . . . ? O17 C42 C43 O18 -75.0(4) . . . . ? C41 C42 C43 O18 52.5(4) . . . . ? O17 C42 C43 C44 44.6(5) . . . . ? C41 C42 C43 C44 172.1(3) . . . . ? O18 C43 C44 O20 11.3(5) . . . . ? C42 C43 C44 O20 -104.8(4) . . . . ? O18 C43 C44 O19 -171.8(3) . . . . ? C42 C43 C44 O19 72.1(4) . . . . ? N2 C9 N1 C11 0.5(5) . . . . ? N2 C9 N1 C8 178.7(4) . . . . ? C10 C11 N1 C9 0.0(5) . . . . ? C10 C11 N1 C8 -178.2(4) . . . . ? C7 C8 N1 C9 -95.0(5) . . . . ? C7 C8 N1 C11 82.9(6) . . . . ? N1 C9 N2 C10 -0.8(5) . . . . ? C11 C10 N2 C9 0.8(5) . . . . ? N4 C25 N3 C27 -0.5(5) . . . . ? N4 C25 N3 C24 -174.3(4) . . . . ? C26 C27 N3 C25 1.1(5) . . . . ? C26 C27 N3 C24 174.9(4) . . . . ? C23 C24 N3 C25 98.0(5) . . . . ? C23 C24 N3 C27 -74.7(5) . . . . ? N3 C25 N4 C26 -0.3(5) . . . . ? C27 C26 N4 C25 1.0(5) . . . . ? C1 C7 O1 C12 91.5(4) . . . . ? C8 C7 O1 C12 -147.9(4) . . . . ? C14 C12 O1 C7 78.3(5) . . . . ? C17 C23 O2 C28 -96.1(4) . . . . ? C24 C23 O2 C28 143.8(4) . . . . ? C30 C28 O2 C23 -77.4(5) . . . . ? C15 C16 S1 C13 0.4(4) . . . . ? C14 C13 S1 C16 -0.4(4) . . . . ? Cl3 C13 S1 C16 177.6(3) . . . . ? C30 C29 S2 C32 0.1(4) . . . . ? Cl6 C29 S2 C32 -179.1(3) . . . . ? C31 C32 S2 C29 -0.3(4) . . . . ?