#------------------------------------------------------------------------------ #$Date: 2022-12-08 01:56:33 +0200 (Thu, 08 Dec 2022) $ #$Revision: 279791 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/71/18/7711882.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_7711882 loop_ _publ_author_name 'Jiang, Ming' 'Zhang, Ju-Zheng' 'Xu, Shihang' 'Li, Yanping' 'Li, Wenjuan' 'Liang, Hong' 'Yang, Feng' _publ_section_title ; Designing a multitarget In(III) compound to overcome the resistance of lung cancer cells to cisplatin ; _journal_name_full 'Dalton Transactions' _journal_paper_doi 10.1039/D2DT03374G _journal_year 2022 _chemical_formula_moiety 'C12 H15 Cl2 In N4 S' _chemical_formula_sum 'C12 H15 Cl2 In N4 S' _chemical_formula_weight 433.06 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _audit_creation_date 2022-11-09 _audit_creation_method ; Olex2 1.5 (compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498) ; _audit_update_record ; 2022-11-13 deposited with the CCDC. 2022-12-02 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90.635(6) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 8.5919(4) _cell_length_b 12.4526(6) _cell_length_c 15.0859(10) _cell_measurement_reflns_used 1234 _cell_measurement_temperature 296(2) _cell_measurement_theta_max 23.0340 _cell_measurement_theta_min 3.9580 _cell_volume 1613.96(15) _computing_cell_refinement 'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)' _computing_data_collection 'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)' _computing_data_reduction 'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)' _computing_molecular_graphics 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL 2018/3 (Sheldrick, 2015)' _computing_structure_solution 'XS (Sheldrick, 2008)' _diffrn_ambient_temperature 296.15 _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 15.9784 _diffrn_detector_type Eos _diffrn_measured_fraction_theta_full 0.992 _diffrn_measured_fraction_theta_max 0.991 _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 -50.00 50.00 1.00 7.50 -- -19.80 77.00 -90.00 100 2 \w -50.00 50.00 1.00 7.50 -- -19.80 77.00 0.00 100 3 \w -90.00 -65.00 1.00 7.50 -- -19.80 -77.00 -90.00 25 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'SuperNova, Single source at offset, Eos' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 -0.0214759000 _diffrn_orient_matrix_UB_12 -0.0413377000 _diffrn_orient_matrix_UB_13 0.0298197000 _diffrn_orient_matrix_UB_21 -0.0137368000 _diffrn_orient_matrix_UB_22 0.0389054000 _diffrn_orient_matrix_UB_23 0.0333295000 _diffrn_orient_matrix_UB_31 -0.0785079000 _diffrn_orient_matrix_UB_32 0.0045223000 _diffrn_orient_matrix_UB_33 -0.0145898000 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0546 _diffrn_reflns_av_unetI/netI 0.1019 _diffrn_reflns_Laue_measured_fraction_full 0.992 _diffrn_reflns_Laue_measured_fraction_max 0.991 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_number 6556 _diffrn_reflns_point_group_measured_fraction_full 0.992 _diffrn_reflns_point_group_measured_fraction_max 0.991 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 25.998 _diffrn_reflns_theta_min 3.540 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'SuperNova (Mo) X-ray Source' _exptl_absorpt_coefficient_mu 1.919 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.93403 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour 'metallic yellowish yellow' _exptl_crystal_colour_lustre metallic _exptl_crystal_colour_modifier yellowish _exptl_crystal_colour_primary yellow _exptl_crystal_density_diffrn 1.782 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 856 _exptl_crystal_preparation 'heated 343 k' _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.13 _refine_diff_density_max 0.492 _refine_diff_density_min -0.639 _refine_diff_density_rms 0.116 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.867 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 182 _refine_ls_number_reflns 3150 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.867 _refine_ls_R_factor_all 0.0911 _refine_ls_R_factor_gt 0.0430 _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^)+(0.0053P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0515 _refine_ls_wR_factor_ref 0.0605 _reflns_Friedel_coverage 0.000 _reflns_number_gt 1916 _reflns_number_total 3150 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d2dt03374g2.cif _cod_data_source_block c4 _cod_original_cell_volume 1613.95(15) _cod_database_code 7711882 _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_max 0.788 _shelx_estimated_absorpt_t_min 0.667 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups At 1.5 times of: All C(H,H,H) groups 2.a Secondary CH2 refined with riding coordinates: C0AA(H0AA,H0AB), C1AA(H1AA,H1AB), C5(H5A,H5B), C6(H6A,H6B) 2.b Aromatic/amide H refined with riding coordinates: C2(H2), C7(H7), C10(H10), C19(H19) 2.c Idealised Me refined as rotating group: C21(H21A,H21B,H21C) ; _shelx_res_file ; TITL 20180727-LYP-0529-165AAA in P21/c #14 c4.res created by SHELXL-2018/3 at 17:59:47 on 09-Nov-2022 REM reset to P21/c #14 CELL 0.71073 8.591872 12.452555 15.08586 90 90.6346 90 ZERR 4 0.000424 0.000583 0.000972 0 0.0059 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H Cl In N S UNIT 48 60 8 4 16 4 L.S. 4 0 0 PLAN 5 SIZE 0.13 0.14 0.23 TEMP 23 CONF fmap 2 53 acta MORE -1 BOND $H OMIT 0 52 REM REM REM WGHT 0.005300 FVAR 1.96017 IN1 4 0.357655 0.401677 0.143916 11.00000 0.03271 0.02861 = 0.04633 0.00208 -0.00228 -0.00130 S2 6 0.193079 0.529619 0.058445 11.00000 0.03843 0.03562 = 0.04858 0.00082 -0.01022 -0.00073 CL3 3 0.267240 0.229588 0.099144 11.00000 0.05627 0.03648 = 0.07702 -0.00770 -0.00868 -0.00830 CL5 3 0.281720 0.424263 0.294693 11.00000 0.06364 0.05952 = 0.04426 0.00089 0.00423 0.00913 C2 1 0.860587 0.399195 0.211965 11.00000 0.02661 0.04571 = 0.06514 0.00557 -0.00513 0.00263 AFIX 43 H2 2 0.934572 0.453566 0.215729 11.00000 -1.20000 AFIX 0 C3 1 0.712535 0.421602 0.181002 11.00000 0.02792 0.03440 = 0.03285 -0.00296 0.00304 0.00592 N4 5 0.522429 0.537567 0.122301 11.00000 0.02977 0.02762 = 0.04710 0.00078 -0.00386 0.00333 C7 1 0.638760 0.244395 0.203776 11.00000 0.04274 0.03747 = 0.05472 0.00658 0.00065 0.00236 AFIX 43 H7 2 0.562195 0.191632 0.201797 11.00000 -1.20000 AFIX 0 N8 5 0.603004 0.343906 0.177984 11.00000 0.03636 0.02554 = 0.04467 0.00328 -0.00061 0.00133 C9 1 0.664238 0.529252 0.149933 11.00000 0.03129 0.03118 = 0.04202 -0.00071 0.00059 -0.00026 C10 1 0.786230 0.217619 0.233309 11.00000 0.05095 0.03737 = 0.05982 0.01690 0.00277 0.01413 AFIX 43 H10 2 0.809156 0.147522 0.250246 11.00000 -1.20000 AFIX 0 N12 5 0.472193 0.635252 0.092340 11.00000 0.03543 0.02690 = 0.06255 0.00481 -0.00398 0.00257 C15 1 0.323982 0.637803 0.065269 11.00000 0.03743 0.03670 = 0.03046 -0.00064 0.00582 0.00159 C19 1 0.898840 0.295904 0.237375 11.00000 0.04290 0.05488 = 0.05817 0.00748 -0.00735 0.01151 AFIX 43 H19 2 0.999120 0.279582 0.256912 11.00000 -1.20000 AFIX 0 C21 1 0.775141 0.621110 0.151606 11.00000 0.03626 0.03635 = 0.07184 0.00236 -0.00730 -0.00505 AFIX 137 H21A 2 0.800789 0.638880 0.211943 11.00000 -1.50000 H21B 2 0.727986 0.682094 0.123125 11.00000 -1.50000 H21C 2 0.868160 0.601588 0.120830 11.00000 -1.50000 AFIX 0 C0AA 1 0.110524 0.757496 0.012699 11.00000 0.05301 0.04364 = 0.05622 0.00186 -0.01431 0.01960 AFIX 23 H0AA 2 0.037235 0.733471 0.056947 11.00000 -1.20000 H0AB 2 0.085721 0.722941 -0.043325 11.00000 -1.20000 AFIX 0 C1AA 1 0.365026 0.831344 0.047758 11.00000 0.05502 0.03180 = 0.06534 0.00256 0.00241 0.00141 AFIX 23 H1AA 2 0.454535 0.827731 0.009247 11.00000 -1.20000 H1AB 2 0.401036 0.842276 0.108254 11.00000 -1.20000 AFIX 0 C5 1 0.258612 0.918628 0.019794 11.00000 0.11093 0.04071 = 0.11966 0.01004 -0.04849 0.01545 AFIX 23 H5A 2 0.254341 0.972929 0.065804 11.00000 -1.20000 H5B 2 0.297311 0.952085 -0.033682 11.00000 -1.20000 AFIX 0 C6 1 0.106879 0.876776 0.003598 11.00000 0.07189 0.04799 = 0.15126 0.01202 -0.02779 0.02092 AFIX 23 H6A 2 0.072140 0.896199 -0.055662 11.00000 -1.20000 H6B 2 0.034426 0.906997 0.045679 11.00000 -1.20000 AFIX 0 N0AA 5 0.272055 0.733817 0.040663 11.00000 0.03929 0.02740 = 0.05432 0.00628 -0.00997 0.00531 HKLF 4 REM 20180727-LYP-0529-165AAA in P21/c #14 REM wR2 = 0.0605, GooF = S = 0.867, Restrained GooF = 0.867 for all data REM R1 = 0.0430 for 1916 Fo > 4sig(Fo) and 0.0911 for all 3150 data REM 182 parameters refined using 0 restraints END WGHT 0.0053 0.0000 REM Highest difference peak 0.492, deepest hole -0.639, 1-sigma level 0.116 Q1 1 0.3672 0.7972 0.1405 11.00000 0.05 0.49 Q2 1 0.8049 0.7032 0.0386 11.00000 0.05 0.46 Q3 1 0.2395 0.4026 0.1686 11.00000 0.05 0.45 Q4 1 0.6268 0.4349 0.2160 11.00000 0.05 0.42 Q5 1 -0.0178 0.8963 -0.0071 11.00000 0.05 0.41 ; _shelx_res_checksum 17404 _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 1.302 _oxdiff_exptl_absorpt_empirical_full_min 0.896 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' 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 In1 In 0.35765(4) 0.40168(3) 0.14392(3) 0.03590(12) Uani 1 1 d . . . . . S2 S 0.19308(15) 0.52962(11) 0.05844(10) 0.0410(4) Uani 1 1 d . . . . . Cl3 Cl 0.26724(16) 0.22959(11) 0.09914(11) 0.0567(5) Uani 1 1 d . . . . . Cl5 Cl 0.28172(16) 0.42426(12) 0.29469(10) 0.0558(4) Uani 1 1 d . . . . . C2 C 0.8606(5) 0.3992(5) 0.2120(4) 0.0459(16) Uani 1 1 d . . . . . H2 H 0.934572 0.453566 0.215729 0.055 Uiso 1 1 calc R U . . . C3 C 0.7125(5) 0.4216(4) 0.1810(3) 0.0317(13) Uani 1 1 d . . . . . N4 N 0.5224(4) 0.5376(3) 0.1223(3) 0.0349(12) Uani 1 1 d . . . . . C7 C 0.6388(6) 0.2444(4) 0.2038(4) 0.0450(16) Uani 1 1 d . . . . . H7 H 0.562195 0.191632 0.201797 0.054 Uiso 1 1 calc R U . . . N8 N 0.6030(4) 0.3439(3) 0.1780(3) 0.0355(12) Uani 1 1 d . . . . . C9 C 0.6642(6) 0.5293(4) 0.1499(4) 0.0348(14) Uani 1 1 d . . . . . C10 C 0.7862(6) 0.2176(4) 0.2333(4) 0.0494(17) Uani 1 1 d . . . . . H10 H 0.809156 0.147522 0.250246 0.059 Uiso 1 1 calc R U . . . N12 N 0.4722(5) 0.6353(3) 0.0923(3) 0.0417(13) Uani 1 1 d . . . . . C15 C 0.3240(6) 0.6378(4) 0.0653(4) 0.0348(14) Uani 1 1 d . . . . . C19 C 0.8988(6) 0.2959(5) 0.2374(4) 0.0520(17) Uani 1 1 d . . . . . H19 H 0.999120 0.279582 0.256912 0.062 Uiso 1 1 calc R U . . . C21 C 0.7751(5) 0.6211(4) 0.1516(4) 0.0482(17) Uani 1 1 d . . . . . H21A H 0.800789 0.638880 0.211943 0.072 Uiso 1 1 calc R U . . . H21B H 0.727986 0.682094 0.123125 0.072 Uiso 1 1 calc R U . . . H21C H 0.868160 0.601588 0.120830 0.072 Uiso 1 1 calc R U . . . C0AA C 0.1105(6) 0.7575(4) 0.0127(4) 0.0511(17) Uani 1 1 d . . . . . H0AA H 0.037235 0.733471 0.056947 0.061 Uiso 1 1 calc R U . . . H0AB H 0.085721 0.722941 -0.043325 0.061 Uiso 1 1 calc R U . . . C1AA C 0.3650(6) 0.8313(4) 0.0478(4) 0.0507(17) Uani 1 1 d . . . . . H1AA H 0.454535 0.827731 0.009247 0.061 Uiso 1 1 calc R U . . . H1AB H 0.401036 0.842276 0.108254 0.061 Uiso 1 1 calc R U . . . C5 C 0.2586(8) 0.9186(5) 0.0198(5) 0.091(3) Uani 1 1 d . . . . . H5A H 0.254341 0.972929 0.065804 0.109 Uiso 1 1 calc R U . . . H5B H 0.297311 0.952085 -0.033682 0.109 Uiso 1 1 calc R U . . . C6 C 0.1069(7) 0.8768(5) 0.0036(6) 0.091(3) Uani 1 1 d . . . . . H6A H 0.072140 0.896199 -0.055662 0.109 Uiso 1 1 calc R U . . . H6B H 0.034426 0.906997 0.045679 0.109 Uiso 1 1 calc R U . . . N0AA N 0.2721(5) 0.7338(3) 0.0407(3) 0.0404(12) Uani 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 In1 0.0327(2) 0.0286(2) 0.0463(3) 0.0021(2) -0.00228(18) -0.00130(19) S2 0.0384(8) 0.0356(8) 0.0486(10) 0.0008(8) -0.0102(8) -0.0007(7) Cl3 0.0563(9) 0.0365(9) 0.0770(13) -0.0077(9) -0.0087(9) -0.0083(7) Cl5 0.0636(10) 0.0595(11) 0.0443(10) 0.0009(9) 0.0042(9) 0.0091(8) C2 0.027(3) 0.046(4) 0.065(4) 0.006(4) -0.005(3) 0.003(3) C3 0.028(3) 0.034(3) 0.033(3) -0.003(3) 0.003(3) 0.006(3) N4 0.030(2) 0.028(3) 0.047(3) 0.001(2) -0.004(2) 0.003(2) C7 0.043(3) 0.037(4) 0.055(4) 0.007(3) 0.001(3) 0.002(3) N8 0.036(2) 0.026(2) 0.045(3) 0.003(2) -0.001(2) 0.001(2) C9 0.031(3) 0.031(3) 0.042(4) -0.001(3) 0.001(3) 0.000(3) C10 0.051(4) 0.037(4) 0.060(5) 0.017(3) 0.003(4) 0.014(3) N12 0.035(3) 0.027(3) 0.063(4) 0.005(3) -0.004(3) 0.003(2) C15 0.037(3) 0.037(3) 0.030(3) -0.001(3) 0.006(3) 0.002(3) C19 0.043(4) 0.055(4) 0.058(5) 0.007(4) -0.007(3) 0.012(3) C21 0.036(3) 0.036(3) 0.072(5) 0.002(3) -0.007(3) -0.005(3) C0AA 0.053(4) 0.044(4) 0.056(4) 0.002(4) -0.014(3) 0.020(3) C1AA 0.055(4) 0.032(3) 0.065(5) 0.003(3) 0.002(4) 0.001(3) C5 0.111(6) 0.041(4) 0.120(7) 0.010(5) -0.048(6) 0.015(4) C6 0.072(5) 0.048(5) 0.151(9) 0.012(5) -0.028(5) 0.021(4) N0AA 0.039(3) 0.027(3) 0.054(3) 0.006(3) -0.010(3) 0.005(2) 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' In In -0.7276 1.3100 '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' 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 Cl3 In1 S2 104.41(5) . . ? Cl3 In1 Cl5 106.56(6) . . ? Cl5 In1 S2 105.01(5) . . ? N4 In1 S2 78.24(11) . . ? N4 In1 Cl3 148.03(12) . . ? N4 In1 Cl5 103.30(12) . . ? N4 In1 N8 71.70(15) . . ? N8 In1 S2 147.08(11) . . ? N8 In1 Cl3 94.48(11) . . ? N8 In1 Cl5 94.82(12) . . ? C15 S2 In1 95.80(19) . . ? C3 C2 H2 120.1 . . ? C3 C2 C19 119.9(5) . . ? C19 C2 H2 120.1 . . ? C2 C3 C9 123.1(5) . . ? N8 C3 C2 120.4(5) . . ? N8 C3 C9 116.5(4) . . ? C9 N4 In1 119.4(4) . . ? C9 N4 N12 118.2(4) . . ? N12 N4 In1 121.7(3) . . ? N8 C7 H7 119.1 . . ? N8 C7 C10 121.8(5) . . ? C10 C7 H7 119.1 . . ? C3 N8 In1 115.1(3) . . ? C7 N8 In1 124.6(4) . . ? C7 N8 C3 119.9(4) . . ? C3 C9 C21 120.9(4) . . ? N4 C9 C3 115.9(4) . . ? N4 C9 C21 123.2(5) . . ? C7 C10 H10 120.4 . . ? C19 C10 C7 119.1(5) . . ? C19 C10 H10 120.4 . . ? C15 N12 N4 114.8(4) . . ? N12 C15 S2 127.5(4) . . ? N0AA C15 S2 117.5(4) . . ? N0AA C15 N12 115.1(5) . . ? C2 C19 H19 120.6 . . ? C10 C19 C2 118.9(5) . . ? C10 C19 H19 120.6 . . ? C9 C21 H21A 109.5 . . ? C9 C21 H21B 109.5 . . ? C9 C21 H21C 109.5 . . ? H21A C21 H21B 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? H0AA C0AA H0AB 109.0 . . ? C6 C0AA H0AA 110.9 . . ? C6 C0AA H0AB 110.9 . . ? N0AA C0AA H0AA 110.9 . . ? N0AA C0AA H0AB 110.9 . . ? N0AA C0AA C6 104.1(5) . . ? H1AA C1AA H1AB 108.9 . . ? C5 C1AA H1AA 110.8 . . ? C5 C1AA H1AB 110.8 . . ? N0AA C1AA H1AA 110.8 . . ? N0AA C1AA H1AB 110.8 . . ? N0AA C1AA C5 104.8(4) . . ? C1AA C5 H5A 109.7 . . ? C1AA C5 H5B 109.7 . . ? H5A C5 H5B 108.2 . . ? C6 C5 C1AA 110.0(5) . . ? C6 C5 H5A 109.7 . . ? C6 C5 H5B 109.7 . . ? C0AA C6 H6A 109.8 . . ? C0AA C6 H6B 109.8 . . ? C5 C6 C0AA 109.3(5) . . ? C5 C6 H6A 109.8 . . ? C5 C6 H6B 109.8 . . ? H6A C6 H6B 108.3 . . ? C15 N0AA C0AA 124.9(5) . . ? C15 N0AA C1AA 123.2(4) . . ? C1AA N0AA C0AA 111.6(4) . . ? 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 In1 S2 2.4819(14) . ? In1 Cl3 2.3749(14) . ? In1 Cl5 2.3899(15) . ? In1 N4 2.233(4) . ? In1 N8 2.281(4) . ? S2 C15 1.757(5) . ? C2 H2 0.9300 . ? C2 C3 1.379(6) . ? C2 C19 1.381(7) . ? C3 N8 1.350(5) . ? C3 C9 1.478(6) . ? N4 C9 1.288(5) . ? N4 N12 1.366(5) . ? C7 H7 0.9300 . ? C7 N8 1.334(6) . ? C7 C10 1.379(6) . ? C9 C21 1.489(6) . ? C10 H10 0.9300 . ? C10 C19 1.374(7) . ? N12 C15 1.333(6) . ? C15 N0AA 1.328(6) . ? C19 H19 0.9300 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C0AA H0AA 0.9700 . ? C0AA H0AB 0.9700 . ? C0AA C6 1.492(7) . ? C0AA N0AA 1.476(6) . ? C1AA H1AA 0.9700 . ? C1AA H1AB 0.9700 . ? C1AA C5 1.479(6) . ? C1AA N0AA 1.457(6) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C5 C6 1.423(7) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? 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 In1 S2 C15 N12 12.0(5) . . . . ? In1 S2 C15 N0AA -168.3(4) . . . . ? In1 N4 C9 C3 9.8(7) . . . . ? In1 N4 C9 C21 -169.9(4) . . . . ? In1 N4 N12 C15 -9.3(6) . . . . ? S2 C15 N0AA C0AA 3.5(8) . . . . ? S2 C15 N0AA C1AA 176.3(4) . . . . ? C2 C3 N8 In1 171.6(4) . . . . ? C2 C3 N8 C7 -1.1(8) . . . . ? C2 C3 C9 N4 179.5(5) . . . . ? C2 C3 C9 C21 -0.7(8) . . . . ? C3 C2 C19 C10 -1.7(9) . . . . ? N4 N12 C15 S2 -3.8(8) . . . . ? N4 N12 C15 N0AA 176.5(5) . . . . ? C7 C10 C19 C2 0.2(10) . . . . ? N8 C3 C9 N4 -0.6(8) . . . . ? N8 C3 C9 C21 179.1(5) . . . . ? N8 C7 C10 C19 0.9(10) . . . . ? C9 C3 N8 In1 -8.3(6) . . . . ? C9 C3 N8 C7 179.1(5) . . . . ? C9 N4 N12 C15 -179.7(5) . . . . ? C10 C7 N8 In1 -172.3(4) . . . . ? C10 C7 N8 C3 -0.4(9) . . . . ? N12 N4 C9 C3 -179.6(4) . . . . ? N12 N4 C9 C21 0.6(8) . . . . ? N12 C15 N0AA C0AA -176.7(5) . . . . ? N12 C15 N0AA C1AA -3.9(8) . . . . ? C19 C2 C3 N8 2.1(9) . . . . ? C19 C2 C3 C9 -178.0(5) . . . . ? C1AA C5 C6 C0AA -5.0(10) . . . . ? C5 C1AA N0AA C15 -175.8(6) . . . . ? C5 C1AA N0AA C0AA -2.2(7) . . . . ? C6 C0AA N0AA C15 172.9(6) . . . . ? C6 C0AA N0AA C1AA -0.7(7) . . . . ? N0AA C0AA C6 C5 3.4(9) . . . . ? N0AA C1AA C5 C6 4.4(9) . . . . ?