#------------------------------------------------------------------------------ #$Date: 2021-04-29 06:43:10 +0300 (Thu, 29 Apr 2021) $ #$Revision: 264678 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/06/06/7060617.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_7060617 loop_ _publ_author_name 'Bera, Pradip' 'Aher, Abhishek' 'Brand\~ao, Paula' 'Manna, Sunil' 'Bhattacharyya, Indranil' 'Mondal, Gopinath' 'Jana, Abhimanyu' 'Santra, Ananyakumari' 'Bera, Pulakesh' _publ_section_title ; Anticancer activity, DNA binding and docking study of M(II)-complexes (M=Zn, Cu and Ni) derived from a new pyrazine-thiazole ligand: Synthesis, structure and DFT ; _journal_name_full 'New Journal of Chemistry' _journal_paper_doi 10.1039/D0NJ05883A _journal_year 2021 _chemical_formula_sum 'C32 H22 Cl N12 Ni O4 S2' _chemical_formula_weight 796.89 _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 geom _audit_creation_method SHELXL-2018/3 _audit_update_record ; 2019-10-22 deposited with the CCDC. 2021-04-27 downloaded from the CCDC. ; _cell_angle_alpha 94.392(4) _cell_angle_beta 90.811(4) _cell_angle_gamma 94.002(4) _cell_formula_units_Z 2 _cell_length_a 9.7741(11) _cell_length_b 12.1509(13) _cell_length_c 14.0740(16) _cell_measurement_reflns_used 462 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 25.00 _cell_measurement_theta_min 2.95 _cell_volume 1662.2(3) _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution 'SHELXT 2014/5 (Sheldrick, 2014)' _diffrn_ambient_temperature 150(2) _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measurement_device_type CCD _diffrn_measurement_method 'omega and phi scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0621 _diffrn_reflns_av_unetI/netI 0.0586 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.997 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_number 32881 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.997 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.150 _diffrn_reflns_theta_min 1.451 _diffrn_source 'fine-focus sealed tube' _exptl_absorpt_coefficient_mu 0.849 _exptl_absorpt_correction_T_max 0.7455 _exptl_absorpt_correction_T_min 0.6266 _exptl_absorpt_correction_type multi-scan _exptl_crystal_colour brown _exptl_crystal_density_diffrn 1.592 _exptl_crystal_description plate _exptl_crystal_F_000 814 _exptl_crystal_size_max 0.300 _exptl_crystal_size_mid 0.080 _exptl_crystal_size_min 0.020 _refine_diff_density_max 1.008 _refine_diff_density_min -0.595 _refine_diff_density_rms 0.083 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 471 _refine_ls_number_reflns 7357 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.032 _refine_ls_R_factor_all 0.0791 _refine_ls_R_factor_gt 0.0487 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0598P)^2^+1.3416P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1156 _refine_ls_wR_factor_ref 0.1315 _reflns_Friedel_coverage 0.000 _reflns_number_gt 5222 _reflns_number_total 7357 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0nj05883a2.cif _cod_data_source_block f_CCDC2 _cod_database_code 7060617 _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 0.785 _shelx_estimated_absorpt_t_max 0.983 _shelx_res_file ; TITL f.res in P-1 d=40mm t=40s f.res created by SHELXL-2018/3 at 11:42:33 on 18-Apr-2018 CELL 0.71073 9.7741 12.1509 14.0740 94.392 90.811 94.002 ZERR 2.000 0.0011 0.0013 0.0016 0.004 0.004 0.004 LATT 1 SFAC C H N O S Cl NI UNIT 64 44 24 8 4 2 2 TEMP -123.140 SIZE 0.02 0.08 0.30 L.S. 100 ACTA BOND BOND $H HTAB FMAP 2 PLAN 20 WGHT 0.059800 1.341600 FVAR 0.41713 NI 7 0.446424 0.250926 0.716507 11.00000 0.01701 0.02677 = 0.02689 -0.00281 -0.00225 0.00129 S1 5 0.144068 0.492571 0.760775 11.00000 0.01796 0.03649 = 0.10651 -0.03164 -0.00690 0.00605 S2 5 0.638275 0.190039 0.983397 11.00000 0.02418 0.04910 = 0.02493 0.00411 -0.00422 -0.00149 N1 3 0.473686 0.103390 0.662290 11.00000 0.02141 0.02115 = 0.02032 0.00154 -0.00217 0.00347 N2 3 0.473017 -0.114635 0.585918 11.00000 0.03785 0.02559 = 0.04560 -0.00225 -0.00145 0.00802 N3 3 0.260875 0.205163 0.688249 11.00000 0.01323 0.02565 = 0.02617 -0.00306 -0.00347 0.00034 N4 3 0.165358 0.279088 0.701396 11.00000 0.01761 0.02738 = 0.03868 -0.01064 -0.00411 0.00437 N5 3 0.363528 0.386196 0.765242 11.00000 0.01530 0.02712 = 0.03390 -0.00894 0.00054 0.00138 N6 3 1.056489 0.667940 0.944595 11.00000 0.02618 0.05344 = 0.05623 -0.01991 -0.00359 0.00241 N7 3 0.473699 0.311492 0.595250 11.00000 0.01883 0.01805 = 0.02775 -0.00138 -0.00210 0.00412 N8 3 0.551994 0.397205 0.425974 11.00000 0.03686 0.03719 = 0.03813 0.01346 -0.00308 0.00598 N9 3 0.635590 0.291704 0.732751 11.00000 0.01371 0.02262 = 0.02396 -0.00242 -0.00307 0.00104 N10 3 0.701437 0.267454 0.813559 11.00000 0.01535 0.03228 = 0.02529 -0.00021 -0.00287 -0.00037 N11 3 0.472563 0.200576 0.841658 11.00000 0.01681 0.03051 = 0.02332 -0.00117 -0.00056 -0.00034 N12 3 -0.271727 -0.046882 0.831765 11.00000 0.03355 0.04737 = 0.03981 0.00518 -0.00044 -0.00886 C1 1 0.590276 0.052611 0.653625 11.00000 0.02357 0.02932 = 0.02742 0.00226 -0.00160 0.00378 AFIX 43 H1 2 0.674767 0.091129 0.674065 11.00000 -1.20000 AFIX 0 C2 1 0.588797 -0.055660 0.615096 11.00000 0.02965 0.03283 = 0.03589 -0.00112 -0.00043 0.01049 AFIX 43 H2 2 0.673300 -0.089506 0.609105 11.00000 -1.20000 AFIX 0 C3 1 0.357055 -0.063783 0.596675 11.00000 0.03075 0.02429 = 0.03645 -0.00204 -0.00387 0.00086 AFIX 43 H3 2 0.272890 -0.103840 0.577771 11.00000 -1.20000 AFIX 0 C4 1 0.353615 0.045284 0.634324 11.00000 0.02242 0.02180 = 0.02277 0.00182 -0.00277 0.00188 C5 1 0.232171 0.106227 0.646557 11.00000 0.02029 0.02366 = 0.02311 0.00075 -0.00521 -0.00005 C6 1 0.090864 0.064460 0.613485 11.00000 0.02443 0.02749 = 0.03781 -0.00026 -0.00649 -0.00249 AFIX 137 H6A 2 0.023951 0.092753 0.658693 11.00000 -1.50000 H6B 2 0.083546 -0.016614 0.609626 11.00000 -1.50000 H6C 2 0.072352 0.089830 0.550432 11.00000 -1.50000 AFIX 0 C7 1 0.229385 0.373708 0.740903 11.00000 0.01527 0.03143 = 0.04492 -0.01128 -0.00118 0.00272 C8 1 0.294553 0.561224 0.804749 11.00000 0.02077 0.03262 = 0.08276 -0.02819 -0.00020 0.00142 AFIX 43 H8 2 0.302359 0.636738 0.828565 11.00000 -1.20000 AFIX 0 C9 1 0.400066 0.495186 0.801412 11.00000 0.01795 0.03306 = 0.04102 -0.01455 0.00318 -0.00276 C10 1 0.541045 0.533272 0.835606 11.00000 0.01770 0.03404 = 0.03774 -0.01601 0.00180 -0.00002 C11 1 0.604756 0.626747 0.799439 11.00000 0.02711 0.04040 = 0.03969 -0.00180 -0.00271 -0.00226 AFIX 43 H11 2 0.556898 0.665939 0.755146 11.00000 -1.20000 AFIX 0 C12 1 0.737216 0.662768 0.827654 11.00000 0.02775 0.03993 = 0.04467 -0.00320 0.00378 -0.00795 AFIX 43 H12 2 0.781186 0.725986 0.802287 11.00000 -1.20000 AFIX 0 C13 1 0.806017 0.605552 0.893752 11.00000 0.01864 0.03457 = 0.03720 -0.01523 -0.00073 -0.00309 C14 1 0.740561 0.516444 0.934183 11.00000 0.02907 0.03707 = 0.03887 -0.00578 -0.00583 0.00275 AFIX 43 H14 2 0.786246 0.480092 0.981519 11.00000 -1.20000 AFIX 0 C15 1 0.606773 0.480379 0.904833 11.00000 0.02661 0.03259 = 0.04337 -0.00714 0.00360 -0.00258 AFIX 43 H15 2 0.560903 0.419469 0.932448 11.00000 -1.20000 AFIX 0 C16 1 0.946240 0.640186 0.921710 11.00000 0.02518 0.03955 = 0.04569 -0.01499 0.00273 0.00002 C17 1 0.381658 0.321981 0.526902 11.00000 0.02370 0.02202 = 0.03466 0.00167 -0.00509 0.00398 AFIX 43 H17 2 0.287921 0.299321 0.535410 11.00000 -1.20000 AFIX 0 C18 1 0.422607 0.365971 0.443317 11.00000 0.03411 0.03040 = 0.03798 0.00697 -0.00813 0.00518 AFIX 43 H18 2 0.354707 0.374250 0.395926 11.00000 -1.20000 AFIX 0 C19 1 0.643854 0.386748 0.495099 11.00000 0.03105 0.02934 = 0.03387 0.00727 0.00130 0.00162 AFIX 43 H19 2 0.737558 0.408029 0.484928 11.00000 -1.20000 AFIX 0 C20 1 0.607362 0.345755 0.581661 11.00000 0.02171 0.01955 = 0.03080 0.00168 -0.00157 0.00489 C21 1 0.699335 0.334679 0.662317 11.00000 0.01571 0.02398 = 0.03130 0.00005 0.00069 0.00370 C22 1 0.848371 0.369634 0.664694 11.00000 0.01929 0.04121 = 0.03840 0.00597 -0.00022 -0.00120 AFIX 137 H22A 2 0.889812 0.350311 0.724452 11.00000 -1.50000 H22B 2 0.860744 0.449835 0.660487 11.00000 -1.50000 H22C 2 0.892727 0.331781 0.610710 11.00000 -1.50000 AFIX 0 C23 1 0.605171 0.222871 0.868595 11.00000 0.01930 0.02814 = 0.02559 -0.00164 -0.00459 0.00510 C24 1 0.468345 0.139367 0.991573 11.00000 0.02742 0.04445 = 0.02930 0.00250 0.00018 -0.00412 AFIX 43 H24 2 0.430965 0.107646 1.046008 11.00000 -1.20000 AFIX 0 C25 1 0.396525 0.150738 0.911142 11.00000 0.02351 0.03089 = 0.02667 -0.00315 0.00253 0.00091 C26 1 0.251379 0.109055 0.893227 11.00000 0.02257 0.03599 = 0.01985 -0.00093 0.00405 -0.00431 C27 1 0.220103 -0.002111 0.867547 11.00000 0.03129 0.03339 = 0.04275 0.00597 -0.00265 0.00415 AFIX 43 H27 2 0.292262 -0.050378 0.860259 11.00000 -1.20000 AFIX 0 C28 1 0.085867 -0.044389 0.852270 11.00000 0.03805 0.02825 = 0.04523 0.00600 -0.00738 -0.00792 AFIX 43 H28 2 0.065593 -0.120976 0.835027 11.00000 -1.20000 AFIX 0 C29 1 -0.019565 0.027521 0.862636 11.00000 0.02335 0.03849 = 0.02781 0.00165 0.00484 -0.00509 C30 1 0.010720 0.139055 0.886344 11.00000 0.02470 0.04226 = 0.05130 -0.00901 0.00721 0.00217 AFIX 43 H30 2 -0.061095 0.187822 0.891943 11.00000 -1.20000 AFIX 0 C31 1 0.145484 0.179815 0.901941 11.00000 0.02824 0.03540 = 0.04988 -0.01483 0.00634 -0.00342 AFIX 43 H31 2 0.165882 0.256494 0.918687 11.00000 -1.20000 AFIX 0 C32 1 -0.160457 -0.014162 0.845647 11.00000 0.03055 0.04079 = 0.03212 0.00372 0.00198 -0.00491 mole 2 CL1 6 -0.022819 0.731510 0.609497 11.00000 0.02720 0.02916 = 0.05005 0.00233 -0.00328 0.00368 O101 4 0.081240 0.768834 0.547150 11.00000 0.04235 0.05049 = 0.07129 -0.00522 0.01146 -0.00579 O102 4 0.034935 0.724563 0.702196 11.00000 0.08759 0.07454 = 0.05550 -0.00421 -0.02408 0.02268 O103 4 -0.082202 0.626271 0.573441 11.00000 0.05835 0.03543 = 0.09239 0.00408 -0.01510 -0.00954 O104 4 -0.125575 0.809216 0.614333 11.00000 0.03698 0.04827 = 0.11726 0.01455 0.00835 0.01868 HKLF 4 REM f.res in P-1 d=40mm t=40s REM wR2 = 0.1315, GooF = S = 1.032, Restrained GooF = 1.032 for all data REM R1 = 0.0487 for 5222 Fo > 4sig(Fo) and 0.0791 for all 7357 data REM 471 parameters refined using 0 restraints END WGHT 0.0596 1.3486 REM Instructions for potential hydrogen bonds HTAB C1 N9 EQIV $1 x+1, y-1, z HTAB C2 O104_$1 EQIV $2 x, y-1, z HTAB C3 O101_$2 HTAB C17 N3 HTAB C17 N4 EQIV $3 x+1, y, z HTAB C22 O103_$3 EQIV $4 -x+1, -y+1, -z+1 HTAB C22 O101_$4 EQIV $5 -x, -y, -z+2 HTAB C24 N12_$5 REM Highest difference peak 1.008, deepest hole -0.595, 1-sigma level 0.083 Q1 1 0.1407 0.4528 0.8195 11.00000 0.05 1.01 Q2 1 0.3079 0.7799 0.7581 11.00000 0.05 0.81 Q3 1 0.3347 0.2268 0.7012 11.00000 0.05 0.42 Q4 1 0.5505 0.2800 0.7263 11.00000 0.05 0.41 Q5 1 0.0187 0.7362 0.5555 11.00000 0.05 0.39 Q6 1 0.1619 0.5220 0.7619 11.00000 0.05 0.39 Q7 1 0.6158 0.2025 0.9116 11.00000 0.05 0.37 Q8 1 0.4723 0.1577 0.7066 11.00000 0.05 0.37 Q9 1 0.3860 0.4512 0.8395 11.00000 0.05 0.37 Q10 1 0.3863 0.3772 0.4989 11.00000 0.05 0.37 Q11 1 0.7721 0.3632 0.6724 11.00000 0.05 0.36 Q12 1 0.4073 0.1727 0.6971 11.00000 0.05 0.35 Q13 1 0.0917 0.7333 0.6503 11.00000 0.05 0.35 Q14 1 -0.0030 0.6084 0.5810 11.00000 0.05 0.34 Q15 1 0.3514 -0.0097 0.6119 11.00000 0.05 0.34 Q16 1 0.6283 0.3404 0.5330 11.00000 0.05 0.34 Q17 1 0.4758 0.2846 0.6392 11.00000 0.05 0.34 Q18 1 0.8585 0.4215 0.7179 11.00000 0.05 0.34 Q19 1 0.8808 0.3014 0.6656 11.00000 0.05 0.33 Q20 1 0.5555 0.1449 0.9857 11.00000 0.05 0.33 ; _shelx_res_checksum 5721 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 Ni Ni 0.44642(4) 0.25093(3) 0.71651(3) 0.02385(12) Uani 1 1 d . . . . . S1 S 0.14407(9) 0.49257(8) 0.76077(10) 0.0555(3) Uani 1 1 d . . . . . S2 S 0.63827(9) 0.19004(8) 0.98340(6) 0.0329(2) Uani 1 1 d . . . . . N1 N 0.4737(3) 0.1034(2) 0.66229(17) 0.0209(5) Uani 1 1 d . . . . . N2 N 0.4730(3) -0.1146(2) 0.5859(2) 0.0364(7) Uani 1 1 d . . . . . N3 N 0.2609(2) 0.2052(2) 0.68825(18) 0.0220(5) Uani 1 1 d . . . . . N4 N 0.1654(3) 0.2791(2) 0.7014(2) 0.0285(6) Uani 1 1 d . . . . . N5 N 0.3635(2) 0.3862(2) 0.76524(19) 0.0260(6) Uani 1 1 d . . . . . N6 N 1.0565(3) 0.6679(3) 0.9446(2) 0.0466(8) Uani 1 1 d . . . . . N7 N 0.4737(2) 0.31149(19) 0.59525(18) 0.0216(5) Uani 1 1 d . . . . . N8 N 0.5520(3) 0.3972(2) 0.4260(2) 0.0367(7) Uani 1 1 d . . . . . N9 N 0.6356(2) 0.2917(2) 0.73275(18) 0.0204(5) Uani 1 1 d . . . . . N10 N 0.7014(2) 0.2675(2) 0.81356(18) 0.0246(6) Uani 1 1 d . . . . . N11 N 0.4726(2) 0.2006(2) 0.84166(18) 0.0238(6) Uani 1 1 d . . . . . N12 N -0.2717(3) -0.0469(3) 0.8318(2) 0.0407(8) Uani 1 1 d . . . . . C1 C 0.5903(3) 0.0526(3) 0.6536(2) 0.0267(7) Uani 1 1 d . . . . . H1 H 0.674767 0.091129 0.674065 0.032 Uiso 1 1 calc R U . . . C2 C 0.5888(4) -0.0557(3) 0.6151(2) 0.0326(8) Uani 1 1 d . . . . . H2 H 0.673300 -0.089506 0.609105 0.039 Uiso 1 1 calc R U . . . C3 C 0.3571(4) -0.0638(3) 0.5967(2) 0.0308(7) Uani 1 1 d . . . . . H3 H 0.272890 -0.103840 0.577771 0.037 Uiso 1 1 calc R U . . . C4 C 0.3536(3) 0.0453(2) 0.6343(2) 0.0223(6) Uani 1 1 d . . . . . C5 C 0.2322(3) 0.1062(2) 0.6466(2) 0.0225(6) Uani 1 1 d . . . . . C6 C 0.0909(3) 0.0645(3) 0.6135(2) 0.0303(7) Uani 1 1 d . . . . . H6A H 0.023951 0.092753 0.658693 0.045 Uiso 1 1 calc R U . . . H6B H 0.083546 -0.016614 0.609626 0.045 Uiso 1 1 calc R U . . . H6C H 0.072352 0.089830 0.550432 0.045 Uiso 1 1 calc R U . . . C7 C 0.2294(3) 0.3737(3) 0.7409(3) 0.0312(8) Uani 1 1 d . . . . . C8 C 0.2946(3) 0.5612(3) 0.8047(3) 0.0471(11) Uani 1 1 d . . . . . H8 H 0.302359 0.636738 0.828565 0.057 Uiso 1 1 calc R U . . . C9 C 0.4001(3) 0.4952(3) 0.8014(3) 0.0318(8) Uani 1 1 d . . . . . C10 C 0.5410(3) 0.5333(3) 0.8356(2) 0.0309(8) Uani 1 1 d . . . . . C11 C 0.6048(4) 0.6267(3) 0.7994(3) 0.0362(8) Uani 1 1 d . . . . . H11 H 0.556898 0.665939 0.755146 0.043 Uiso 1 1 calc R U . . . C12 C 0.7372(4) 0.6628(3) 0.8277(3) 0.0382(9) Uani 1 1 d . . . . . H12 H 0.781186 0.725986 0.802287 0.046 Uiso 1 1 calc R U . . . C13 C 0.8060(3) 0.6056(3) 0.8938(2) 0.0313(8) Uani 1 1 d . . . . . C14 C 0.7406(4) 0.5164(3) 0.9342(3) 0.0355(8) Uani 1 1 d . . . . . H14 H 0.786246 0.480092 0.981519 0.043 Uiso 1 1 calc R U . . . C15 C 0.6068(3) 0.4804(3) 0.9048(3) 0.0349(8) Uani 1 1 d . . . . . H15 H 0.560903 0.419469 0.932448 0.042 Uiso 1 1 calc R U . . . C16 C 0.9462(4) 0.6402(3) 0.9217(3) 0.0378(9) Uani 1 1 d . . . . . C17 C 0.3817(3) 0.3220(2) 0.5269(2) 0.0268(7) Uani 1 1 d . . . . . H17 H 0.287921 0.299321 0.535410 0.032 Uiso 1 1 calc R U . . . C18 C 0.4226(4) 0.3660(3) 0.4433(3) 0.0339(8) Uani 1 1 d . . . . . H18 H 0.354707 0.374250 0.395926 0.041 Uiso 1 1 calc R U . . . C19 C 0.6439(4) 0.3867(3) 0.4951(2) 0.0312(8) Uani 1 1 d . . . . . H19 H 0.737558 0.408029 0.484928 0.037 Uiso 1 1 calc R U . . . C20 C 0.6074(3) 0.3458(2) 0.5817(2) 0.0239(7) Uani 1 1 d . . . . . C21 C 0.6993(3) 0.3347(2) 0.6623(2) 0.0237(7) Uani 1 1 d . . . . . C22 C 0.8484(3) 0.3696(3) 0.6647(3) 0.0330(8) Uani 1 1 d . . . . . H22A H 0.889812 0.350311 0.724452 0.049 Uiso 1 1 calc R U . . . H22B H 0.860744 0.449835 0.660487 0.049 Uiso 1 1 calc R U . . . H22C H 0.892727 0.331781 0.610710 0.049 Uiso 1 1 calc R U . . . C23 C 0.6052(3) 0.2229(3) 0.8686(2) 0.0244(7) Uani 1 1 d . . . . . C24 C 0.4683(3) 0.1394(3) 0.9916(2) 0.0341(8) Uani 1 1 d . . . . . H24 H 0.430965 0.107646 1.046008 0.041 Uiso 1 1 calc R U . . . C25 C 0.3965(3) 0.1507(3) 0.9111(2) 0.0273(7) Uani 1 1 d . . . . . C26 C 0.2514(3) 0.1091(3) 0.8932(2) 0.0266(7) Uani 1 1 d . . . . . C27 C 0.2201(4) -0.0021(3) 0.8675(3) 0.0356(8) Uani 1 1 d . . . . . H27 H 0.292262 -0.050378 0.860259 0.043 Uiso 1 1 calc R U . . . C28 C 0.0859(4) -0.0444(3) 0.8523(3) 0.0376(9) Uani 1 1 d . . . . . H28 H 0.065593 -0.120976 0.835027 0.045 Uiso 1 1 calc R U . . . C29 C -0.0196(3) 0.0275(3) 0.8626(2) 0.0302(7) Uani 1 1 d . . . . . C30 C 0.0107(4) 0.1391(3) 0.8863(3) 0.0400(9) Uani 1 1 d . . . . . H30 H -0.061095 0.187822 0.891943 0.048 Uiso 1 1 calc R U . . . C31 C 0.1455(4) 0.1798(3) 0.9019(3) 0.0390(9) Uani 1 1 d . . . . . H31 H 0.165882 0.256494 0.918687 0.047 Uiso 1 1 calc R U . . . C32 C -0.1605(4) -0.0142(3) 0.8456(2) 0.0348(8) Uani 1 1 d . . . . . Cl1 Cl -0.02282(8) 0.73151(7) 0.60950(7) 0.0355(2) Uani 1 1 d . . . . . O101 O 0.0812(3) 0.7688(2) 0.5472(2) 0.0556(8) Uani 1 1 d . . . . . O102 O 0.0349(4) 0.7246(3) 0.7022(2) 0.0725(10) Uani 1 1 d . . . . . O103 O -0.0822(3) 0.6263(2) 0.5734(2) 0.0629(9) Uani 1 1 d . . . . . O104 O -0.1256(3) 0.8092(2) 0.6143(3) 0.0663(9) 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 Ni 0.0170(2) 0.0268(2) 0.0269(2) -0.00281(16) -0.00225(16) 0.00129(16) S1 0.0180(4) 0.0365(5) 0.1065(10) -0.0316(6) -0.0069(5) 0.0061(4) S2 0.0242(4) 0.0491(5) 0.0249(4) 0.0041(4) -0.0042(3) -0.0015(4) N1 0.0214(13) 0.0211(12) 0.0203(13) 0.0015(10) -0.0022(10) 0.0035(10) N2 0.0378(17) 0.0256(15) 0.0456(18) -0.0022(13) -0.0015(14) 0.0080(13) N3 0.0132(12) 0.0257(13) 0.0262(14) -0.0031(11) -0.0035(10) 0.0003(10) N4 0.0176(13) 0.0274(14) 0.0387(16) -0.0106(12) -0.0041(12) 0.0044(11) N5 0.0153(13) 0.0271(14) 0.0339(15) -0.0089(11) 0.0005(11) 0.0014(11) N6 0.0262(17) 0.053(2) 0.056(2) -0.0199(16) -0.0036(15) 0.0024(15) N7 0.0188(13) 0.0181(12) 0.0277(14) -0.0014(10) -0.0021(11) 0.0041(10) N8 0.0369(17) 0.0372(17) 0.0381(17) 0.0135(13) -0.0031(14) 0.0060(14) N9 0.0137(12) 0.0226(13) 0.0240(14) -0.0024(10) -0.0031(10) 0.0010(10) N10 0.0154(12) 0.0323(14) 0.0253(14) -0.0002(11) -0.0029(11) -0.0004(11) N11 0.0168(13) 0.0305(14) 0.0233(14) -0.0012(11) -0.0006(11) -0.0003(11) N12 0.0335(18) 0.0474(19) 0.0398(18) 0.0052(15) -0.0004(14) -0.0089(15) C1 0.0236(16) 0.0293(17) 0.0274(17) 0.0023(13) -0.0016(13) 0.0038(13) C2 0.0297(18) 0.0328(18) 0.036(2) -0.0011(15) -0.0004(15) 0.0105(15) C3 0.0307(18) 0.0243(16) 0.0365(19) -0.0020(14) -0.0039(15) 0.0009(14) C4 0.0224(16) 0.0218(15) 0.0228(16) 0.0018(12) -0.0028(13) 0.0019(12) C5 0.0203(15) 0.0237(15) 0.0231(16) 0.0007(12) -0.0052(12) -0.0001(12) C6 0.0244(17) 0.0275(17) 0.038(2) -0.0003(14) -0.0065(15) -0.0025(14) C7 0.0153(15) 0.0314(17) 0.045(2) -0.0113(15) -0.0012(14) 0.0027(13) C8 0.0208(18) 0.0326(19) 0.083(3) -0.028(2) -0.0002(19) 0.0014(15) C9 0.0179(16) 0.0331(18) 0.041(2) -0.0145(15) 0.0032(14) -0.0028(14) C10 0.0177(16) 0.0340(18) 0.038(2) -0.0160(15) 0.0018(14) 0.0000(14) C11 0.0271(18) 0.040(2) 0.040(2) -0.0018(16) -0.0027(15) -0.0023(15) C12 0.0278(19) 0.040(2) 0.045(2) -0.0032(17) 0.0038(16) -0.0080(16) C13 0.0186(16) 0.0346(18) 0.0372(19) -0.0152(15) -0.0007(14) -0.0031(14) C14 0.0291(18) 0.0371(19) 0.039(2) -0.0058(16) -0.0058(16) 0.0027(15) C15 0.0266(18) 0.0326(18) 0.043(2) -0.0071(16) 0.0036(16) -0.0026(15) C16 0.0252(18) 0.040(2) 0.046(2) -0.0150(17) 0.0027(16) 0.0000(16) C17 0.0237(16) 0.0220(15) 0.0347(19) 0.0017(13) -0.0051(14) 0.0040(13) C18 0.034(2) 0.0304(18) 0.038(2) 0.0070(15) -0.0081(16) 0.0052(15) C19 0.0311(18) 0.0293(17) 0.0339(19) 0.0073(15) 0.0013(15) 0.0016(14) C20 0.0217(16) 0.0196(15) 0.0308(17) 0.0017(13) -0.0016(13) 0.0049(12) C21 0.0157(15) 0.0240(15) 0.0313(18) 0.0001(13) 0.0007(13) 0.0037(12) C22 0.0193(16) 0.041(2) 0.038(2) 0.0060(16) -0.0002(14) -0.0012(14) C23 0.0193(15) 0.0281(16) 0.0256(17) -0.0016(13) -0.0046(13) 0.0051(13) C24 0.0274(18) 0.044(2) 0.0293(19) 0.0025(15) 0.0002(15) -0.0041(15) C25 0.0235(16) 0.0309(17) 0.0267(17) -0.0031(14) 0.0025(14) 0.0009(13) C26 0.0226(16) 0.0360(18) 0.0198(16) -0.0009(13) 0.0041(13) -0.0043(14) C27 0.0313(19) 0.0334(18) 0.043(2) 0.0060(16) -0.0027(16) 0.0042(15) C28 0.038(2) 0.0283(18) 0.045(2) 0.0060(16) -0.0074(17) -0.0079(16) C29 0.0234(17) 0.0385(19) 0.0278(18) 0.0016(14) 0.0048(14) -0.0051(15) C30 0.0247(18) 0.042(2) 0.051(2) -0.0090(18) 0.0072(17) 0.0022(16) C31 0.0282(19) 0.0354(19) 0.050(2) -0.0148(17) 0.0063(17) -0.0034(15) C32 0.0306(19) 0.041(2) 0.0321(19) 0.0037(15) 0.0020(15) -0.0049(16) Cl1 0.0272(4) 0.0292(4) 0.0501(5) 0.0023(4) -0.0033(4) 0.0037(3) O101 0.0423(16) 0.0505(17) 0.071(2) -0.0052(15) 0.0115(15) -0.0058(13) O102 0.088(3) 0.075(2) 0.055(2) -0.0042(17) -0.0241(18) 0.0227(19) O103 0.0584(19) 0.0354(15) 0.092(2) 0.0041(15) -0.0151(17) -0.0095(14) O104 0.0370(16) 0.0483(17) 0.117(3) 0.0146(18) 0.0083(17) 0.0187(14) 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 '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 N9 Ni N3 174.53(11) . . ? N9 Ni N7 82.74(11) . . ? N3 Ni N7 93.21(11) . . ? N9 Ni N11 81.48(11) . . ? N3 Ni N11 102.51(11) . . ? N7 Ni N11 164.21(11) . . ? N9 Ni N1 94.23(10) . . ? N3 Ni N1 82.19(10) . . ? N7 Ni N1 91.67(10) . . ? N11 Ni N1 88.98(10) . . ? N9 Ni N5 102.17(10) . . ? N3 Ni N5 81.44(10) . . ? N7 Ni N5 90.18(11) . . ? N11 Ni N5 93.64(11) . . ? N1 Ni N5 163.60(10) . . ? C8 S1 C7 89.36(16) . . ? C23 S2 C24 89.60(16) . . ? C1 N1 C4 118.5(3) . . ? C1 N1 Ni 128.8(2) . . ? C4 N1 Ni 112.63(19) . . ? C3 N2 C2 116.4(3) . . ? C5 N3 N4 122.2(2) . . ? C5 N3 Ni 118.3(2) . . ? N4 N3 Ni 119.04(18) . . ? N3 N4 C7 107.3(2) . . ? C7 N5 C9 110.7(3) . . ? C7 N5 Ni 107.2(2) . . ? C9 N5 Ni 141.0(2) . . ? C17 N7 C20 118.9(3) . . ? C17 N7 Ni 128.6(2) . . ? C20 N7 Ni 112.5(2) . . ? C18 N8 C19 116.6(3) . . ? C21 N9 N10 122.8(2) . . ? C21 N9 Ni 117.9(2) . . ? N10 N9 Ni 119.14(19) . . ? C23 N10 N9 106.3(2) . . ? C23 N11 C25 112.1(3) . . ? C23 N11 Ni 108.6(2) . . ? C25 N11 Ni 139.2(2) . . ? N1 C1 C2 120.4(3) . . ? N1 C1 H1 119.8 . . ? C2 C1 H1 119.8 . . ? N2 C2 C1 122.6(3) . . ? N2 C2 H2 118.7 . . ? C1 C2 H2 118.7 . . ? N2 C3 C4 123.0(3) . . ? N2 C3 H3 118.5 . . ? C4 C3 H3 118.5 . . ? N1 C4 C3 119.0(3) . . ? N1 C4 C5 114.9(3) . . ? C3 C4 C5 126.0(3) . . ? N3 C5 C4 111.8(3) . . ? N3 C5 C6 123.1(3) . . ? C4 C5 C6 125.1(3) . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N5 C7 N4 124.4(3) . . ? N5 C7 S1 114.0(2) . . ? N4 C7 S1 121.6(2) . . ? C9 C8 S1 112.1(3) . . ? C9 C8 H8 124.0 . . ? S1 C8 H8 124.0 . . ? C8 C9 N5 113.8(3) . . ? C8 C9 C10 123.2(3) . . ? N5 C9 C10 122.9(3) . . ? C15 C10 C11 120.0(3) . . ? C15 C10 C9 121.2(3) . . ? C11 C10 C9 118.7(3) . . ? C12 C11 C10 120.3(3) . . ? C12 C11 H11 119.9 . . ? C10 C11 H11 119.9 . . ? C11 C12 C13 119.5(3) . . ? C11 C12 H12 120.3 . . ? C13 C12 H12 120.3 . . ? C14 C13 C12 120.6(3) . . ? C14 C13 C16 119.3(3) . . ? C12 C13 C16 120.1(3) . . ? C13 C14 C15 119.4(3) . . ? C13 C14 H14 120.3 . . ? C15 C14 H14 120.3 . . ? C10 C15 C14 120.0(3) . . ? C10 C15 H15 120.0 . . ? C14 C15 H15 120.0 . . ? N6 C16 C13 179.3(4) . . ? N7 C17 C18 119.8(3) . . ? N7 C17 H17 120.1 . . ? C18 C17 H17 120.1 . . ? N8 C18 C17 123.3(3) . . ? N8 C18 H18 118.4 . . ? C17 C18 H18 118.4 . . ? N8 C19 C20 122.4(3) . . ? N8 C19 H19 118.8 . . ? C20 C19 H19 118.8 . . ? N7 C20 C19 119.0(3) . . ? N7 C20 C21 114.7(3) . . ? C19 C20 C21 126.3(3) . . ? N9 C21 C20 112.1(3) . . ? N9 C21 C22 123.7(3) . . ? C20 C21 C22 124.1(3) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? N10 C23 N11 124.2(3) . . ? N10 C23 S2 123.0(2) . . ? N11 C23 S2 112.8(2) . . ? C25 C24 S2 111.5(3) . . ? C25 C24 H24 124.3 . . ? S2 C24 H24 124.3 . . ? C24 C25 N11 113.9(3) . . ? C24 C25 C26 124.6(3) . . ? N11 C25 C26 121.4(3) . . ? C27 C26 C31 119.1(3) . . ? C27 C26 C25 119.7(3) . . ? C31 C26 C25 121.2(3) . . ? C28 C27 C26 121.3(3) . . ? C28 C27 H27 119.3 . . ? C26 C27 H27 119.3 . . ? C27 C28 C29 118.9(3) . . ? C27 C28 H28 120.6 . . ? C29 C28 H28 120.6 . . ? C30 C29 C28 120.3(3) . . ? C30 C29 C32 119.7(3) . . ? C28 C29 C32 120.0(3) . . ? C29 C30 C31 120.1(3) . . ? C29 C30 H30 120.0 . . ? C31 C30 H30 120.0 . . ? C30 C31 C26 120.3(3) . . ? C30 C31 H31 119.8 . . ? C26 C31 H31 119.8 . . ? N12 C32 C29 179.6(4) . . ? O103 Cl1 O104 109.44(19) . . ? O103 Cl1 O102 110.1(2) . . ? O104 Cl1 O102 109.5(2) . . ? O103 Cl1 O101 109.74(19) . . ? O104 Cl1 O101 108.39(18) . . ? O102 Cl1 O101 109.7(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 Ni N9 1.887(2) . ? Ni N3 1.887(2) . ? Ni N7 1.924(3) . ? Ni N11 1.928(3) . ? Ni N1 1.931(2) . ? Ni N5 1.964(2) . ? S1 C8 1.722(4) . ? S1 C7 1.724(3) . ? S2 C23 1.725(3) . ? S2 C24 1.739(3) . ? N1 C1 1.336(4) . ? N1 C4 1.364(4) . ? N2 C3 1.333(4) . ? N2 C2 1.338(4) . ? N3 C5 1.307(4) . ? N3 N4 1.345(3) . ? N4 C7 1.347(4) . ? N5 C7 1.346(4) . ? N5 C9 1.402(4) . ? N6 C16 1.141(4) . ? N7 C17 1.327(4) . ? N7 C20 1.364(4) . ? N8 C18 1.326(4) . ? N8 C19 1.334(4) . ? N9 C21 1.302(4) . ? N9 N10 1.361(3) . ? N10 C23 1.339(4) . ? N11 C23 1.348(4) . ? N11 C25 1.387(4) . ? N12 C32 1.141(4) . ? C1 C2 1.383(4) . ? C1 H1 0.9500 . ? C2 H2 0.9500 . ? C3 C4 1.392(4) . ? C3 H3 0.9500 . ? C4 C5 1.448(4) . ? C5 C6 1.493(4) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C8 C9 1.349(5) . ? C8 H8 0.9500 . ? C9 C10 1.484(4) . ? C10 C15 1.382(5) . ? C10 C11 1.391(5) . ? C11 C12 1.380(5) . ? C11 H11 0.9500 . ? C12 C13 1.396(5) . ? C12 H12 0.9500 . ? C13 C14 1.383(5) . ? C13 C16 1.445(4) . ? C14 C15 1.396(5) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C17 C18 1.382(5) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C19 C20 1.393(4) . ? C19 H19 0.9500 . ? C20 C21 1.458(4) . ? C21 C22 1.488(4) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C24 C25 1.345(5) . ? C24 H24 0.9500 . ? C25 C26 1.484(4) . ? C26 C27 1.383(5) . ? C26 C31 1.392(5) . ? C27 C28 1.383(5) . ? C27 H27 0.9500 . ? C28 C29 1.399(5) . ? C28 H28 0.9500 . ? C29 C30 1.381(5) . ? C29 C32 1.444(5) . ? C30 C31 1.383(5) . ? C30 H30 0.9500 . ? C31 H31 0.9500 . ? Cl1 O103 1.421(3) . ? Cl1 O104 1.425(3) . ? Cl1 O102 1.425(3) . ? Cl1 O101 1.425(3) . ?