#------------------------------------------------------------------------------ #$Date: 2026-06-22 23:52:58 +0100 (Mon, 22 Jun 2026) $ #$Revision: 306611 $ #$URL: svn://www.crystallography.net/cod/cif/7/72/11/7721149.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_7721149 loop_ _publ_author_name 'Molla, Mofijul' 'Ghosh, Ayyan' 'Ghora, Santanu Ghora' 'Mandal, Sukanta' _publ_section_title ; Copper(II) complexes for electrocatalytic dioxygen reduction: controlling selectivity via proton relay mode ; _journal_name_full 'Dalton Transactions' _journal_paper_doi 10.1039/D6DT00632A _journal_year 2026 _chemical_formula_moiety 'C23 H25 Cu N5 O S' _chemical_formula_sum 'C23 H25 Cu N5 O S' _chemical_formula_weight 483.08 _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 ; 2025-05-25 deposited with the CCDC. 2026-06-22 downloaded from the CCDC. ; _cell_angle_alpha 75.38(3) _cell_angle_beta 86.19(3) _cell_angle_gamma 63.78(3) _cell_formula_units_Z 2 _cell_length_a 10.356(8) _cell_length_b 10.844(8) _cell_length_c 11.581(9) _cell_measurement_reflns_used 5084 _cell_measurement_temperature 297(2) _cell_measurement_theta_max 27.4 _cell_measurement_theta_min 2.2 _cell_volume 1127.4(15) _computing_data_collection 'Bruker SMART' _computing_data_reduction 'Bruker Saint Plus' _computing_molecular_graphics Mercury _computing_publication_material 'SHELXL-2018 (Sheldrick, 2018)' _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution 'SHELXT 2014/5 (Sheldrick, 2014)' _diffrn_ambient_temperature 297(2) _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.992 _diffrn_measurement_device_type 'Bruker SMART APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0441 _diffrn_reflns_av_unetI/netI 0.0397 _diffrn_reflns_Laue_measured_fraction_full 0.996 _diffrn_reflns_Laue_measured_fraction_max 0.992 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 18296 _diffrn_reflns_point_group_measured_fraction_full 0.996 _diffrn_reflns_point_group_measured_fraction_max 0.992 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.403 _diffrn_reflns_theta_min 2.195 _exptl_absorpt_coefficient_mu 1.086 _exptl_absorpt_correction_T_max 0.7455 _exptl_absorpt_correction_T_min 0.6218 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D., J. Appl. Cryst. 48 (2015) 3-10 ; _exptl_crystal_colour green _exptl_crystal_density_diffrn 1.423 _exptl_crystal_description block _exptl_crystal_F_000 502 _exptl_crystal_size_max 0.200 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_min 0.200 _refine_diff_density_max 0.525 _refine_diff_density_min -0.331 _refine_diff_density_rms 0.055 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 280 _refine_ls_number_reflns 5084 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.042 _refine_ls_R_factor_all 0.0446 _refine_ls_R_factor_gt 0.0360 _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^)+(0.0506P)^2^+0.2187P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0923 _refine_ls_wR_factor_ref 0.0982 _reflns_Friedel_coverage 0.000 _reflns_number_gt 4324 _reflns_number_total 5084 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d6dt00632a10.cif _cod_data_source_block shelx_CCDC1 _cod_database_code 7721149 _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_res_file ; TITL SIR2019 run in space group P -1 shelx.res created by SHELXL-2018/3 at 20:40:25 on 25-Feb-2025 CELL 0.71073 10.3564 10.8443 11.5806 75.380 86.191 63.778 ZERR 2.00 0.0081 0.0075 0.0085 0.030 0.034 0.025 LATT 1 SFAC C H N O S CU UNIT 46 50 10 2 2 2 MERG 2 FMAP 2 PLAN 1 ACTA BOND $H CONF L.S. 10 TEMP 23.00 WGHT 0.050600 0.218700 FVAR 0.96815 CU 6 0.203137 0.075146 0.675578 11.00000 0.03641 0.03767 = 0.03619 -0.00660 0.00049 -0.01822 N2 3 0.056507 0.019124 0.742851 11.00000 0.03522 0.04361 = 0.03861 -0.00704 0.00181 -0.01763 N4 3 0.388229 -0.069648 0.823250 11.00000 0.03509 0.03542 = 0.03610 -0.00483 -0.00221 -0.01558 N1 3 0.229174 -0.061266 0.575882 11.00000 0.03876 0.03665 = 0.03573 -0.00537 -0.00347 -0.01444 N3 3 0.130674 0.210015 0.791395 11.00000 0.04510 0.03559 = 0.04740 -0.00966 -0.00447 -0.01231 C17 1 0.505643 -0.317714 0.963115 11.00000 0.04869 0.03498 = 0.04733 -0.00313 -0.01064 -0.01756 O1 4 -0.126948 0.059355 0.873968 11.00000 0.05518 0.10139 = 0.06489 -0.02526 0.02327 -0.04226 C7 1 0.041685 -0.082175 0.697008 11.00000 0.03447 0.03961 = 0.04301 0.00157 -0.01018 -0.01593 C8 1 0.137807 -0.123501 0.605266 11.00000 0.03805 0.03248 = 0.03849 0.00005 -0.01383 -0.01204 C14 1 0.328268 0.000333 0.920423 11.00000 0.04536 0.04552 = 0.03658 -0.00847 -0.00342 -0.01763 AFIX 23 H14A 2 0.404900 -0.027300 0.979154 11.00000 -1.20000 H14B 2 0.258278 -0.030898 0.959503 11.00000 -1.20000 AFIX 0 C13 1 0.256396 0.160477 0.874900 11.00000 0.05422 0.04264 = 0.05188 -0.01639 -0.00553 -0.01803 AFIX 23 H13A 2 0.224771 0.203063 0.942141 11.00000 -1.20000 H13B 2 0.325870 0.191478 0.834286 11.00000 -1.20000 AFIX 0 C9 1 0.137832 -0.223106 0.546285 11.00000 0.05424 0.03261 = 0.05215 -0.00173 -0.02296 -0.01297 C18 1 0.457036 -0.329205 1.078142 11.00000 0.05979 0.04957 = 0.05247 0.00139 -0.00371 -0.02316 AFIX 43 H18 2 0.361201 -0.273317 1.090253 11.00000 -1.20000 AFIX 0 C10 1 -0.027619 0.080778 0.824431 11.00000 0.03688 0.05515 = 0.04125 -0.00549 0.00153 -0.01609 C16 1 0.404531 -0.218104 0.856010 11.00000 0.04420 0.03669 = 0.04692 -0.00499 -0.00902 -0.01686 AFIX 23 H16A 2 0.438502 -0.258009 0.787564 11.00000 -1.20000 H16B 2 0.310060 -0.214912 0.871640 11.00000 -1.20000 AFIX 0 C15 1 0.525616 -0.066618 0.786466 11.00000 0.04116 0.05418 = 0.05360 -0.00467 0.00081 -0.02279 AFIX 33 H15A 2 0.560820 -0.113420 0.722912 11.00000 -1.50000 H15B 2 0.511055 0.030089 0.759248 11.00000 -1.50000 H15C 2 0.594700 -0.114545 0.853216 11.00000 -1.50000 AFIX 0 C1 1 0.319870 -0.094794 0.490488 11.00000 0.05286 0.05262 = 0.04626 -0.01465 0.00723 -0.02155 AFIX 43 H1 2 0.381616 -0.052033 0.471011 11.00000 -1.20000 AFIX 0 C22 1 0.649570 -0.402739 0.948746 11.00000 0.05515 0.04503 = 0.05868 -0.00974 -0.00834 -0.01060 AFIX 43 H22 2 0.684825 -0.397161 0.872573 11.00000 -1.20000 AFIX 0 C3 1 0.236478 -0.255233 0.456015 11.00000 0.07661 0.04310 = 0.06000 -0.01935 -0.01425 -0.01354 AFIX 43 H3 2 0.240060 -0.320122 0.415037 11.00000 -1.20000 AFIX 0 C11 1 0.008225 0.191302 0.854867 11.00000 0.04700 0.06269 = 0.05856 -0.02624 0.01083 -0.01622 AFIX 23 H11A 2 -0.076798 0.281916 0.836536 11.00000 -1.20000 H11B 2 0.030391 0.164894 0.940221 11.00000 -1.20000 AFIX 0 C6 1 -0.051793 -0.143435 0.728839 11.00000 0.04340 0.05655 = 0.06411 -0.00041 -0.00718 -0.02677 AFIX 43 H6 2 -0.115198 -0.119255 0.789016 11.00000 -1.20000 AFIX 0 C4 1 0.039627 -0.281354 0.580715 11.00000 0.06712 0.04118 = 0.07363 -0.00018 -0.03217 -0.02515 AFIX 43 H4 2 0.036437 -0.346053 0.542743 11.00000 -1.20000 AFIX 0 C12 1 0.085284 0.362334 0.731378 11.00000 0.07454 0.03769 = 0.07092 -0.01013 -0.00945 -0.01265 AFIX 33 H12A 2 0.003974 0.395839 0.677046 11.00000 -1.50000 H12B 2 0.059070 0.416480 0.790339 11.00000 -1.50000 H12C 2 0.163496 0.373040 0.687993 11.00000 -1.50000 AFIX 0 C2 1 0.326154 -0.192577 0.428301 11.00000 0.07576 0.05858 = 0.05705 -0.02558 0.00860 -0.01836 AFIX 43 H2 2 0.391149 -0.214182 0.368701 11.00000 -1.20000 AFIX 0 C5 1 -0.050583 -0.243055 0.669482 11.00000 0.05685 0.05590 = 0.08753 0.00696 -0.02618 -0.03669 AFIX 43 H5 2 -0.113731 -0.283761 0.691994 11.00000 -1.20000 AFIX 0 C20 1 0.691700 -0.505897 1.158908 11.00000 0.08418 0.04604 = 0.06854 0.00776 -0.03706 -0.02561 AFIX 43 H20 2 0.753781 -0.568591 1.224117 11.00000 -1.20000 AFIX 0 C21 1 0.741281 -0.495759 1.046460 11.00000 0.05536 0.05089 = 0.08550 -0.00714 -0.02238 -0.00864 AFIX 43 H21 2 0.837414 -0.551728 1.035278 11.00000 -1.20000 AFIX 0 C19 1 0.549897 -0.423268 1.175487 11.00000 0.09365 0.05908 = 0.04757 0.00537 -0.01071 -0.03840 AFIX 43 H19 2 0.515810 -0.430210 1.252063 11.00000 -1.20000 AFIX 0 S1 5 0.323415 0.390470 0.392820 11.00000 0.07853 0.04786 = 0.06321 -0.00206 0.01229 -0.03222 N5 3 0.299870 0.176983 0.571020 11.00000 0.05560 0.05660 = 0.04784 -0.00323 -0.00005 -0.03346 C23 1 0.308663 0.266957 0.497512 11.00000 0.04008 0.04166 = 0.04441 -0.01396 0.00328 -0.01826 HKLF 4 REM SIR2019 run in space group P -1 REM wR2 = 0.0982, GooF = S = 1.042, Restrained GooF = 1.042 for all data REM R1 = 0.0360 for 4324 Fo > 4sig(Fo) and 0.0446 for all 5084 data REM 280 parameters refined using 0 restraints END WGHT 0.0506 0.2186 REM Highest difference peak 0.525, deepest hole -0.331, 1-sigma level 0.055 Q1 1 0.3403 0.4171 0.4513 11.00000 0.05 0.53 ; _shelx_res_checksum 78709 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 Cu Cu 0.20314(2) 0.07515(2) 0.67558(2) 0.03648(9) Uani 1 1 d . . . . . N2 N 0.05651(18) 0.01912(19) 0.74285(15) 0.0397(4) Uani 1 1 d . . . . . N4 N 0.38823(17) -0.06965(17) 0.82325(14) 0.0361(3) Uani 1 1 d . . . . . N1 N 0.22917(18) -0.06127(18) 0.57588(14) 0.0383(4) Uani 1 1 d . . . . . N3 N 0.13067(19) 0.21002(19) 0.79140(16) 0.0445(4) Uani 1 1 d . . . . . C17 C 0.5056(2) -0.3177(2) 0.96311(19) 0.0447(5) Uani 1 1 d . . . . . O1 O -0.1269(2) 0.0594(2) 0.87397(17) 0.0710(5) Uani 1 1 d . . . . . C7 C 0.0417(2) -0.0822(2) 0.69701(18) 0.0409(4) Uani 1 1 d . . . . . C8 C 0.1378(2) -0.1235(2) 0.60527(17) 0.0386(4) Uani 1 1 d . . . . . C14 C 0.3283(2) 0.0003(2) 0.92042(18) 0.0435(5) Uani 1 1 d . . . . . H14A H 0.404900 -0.027300 0.979154 0.052 Uiso 1 1 calc R U . . . H14B H 0.258278 -0.030898 0.959503 0.052 Uiso 1 1 calc R U . . . C13 C 0.2564(3) 0.1605(2) 0.8749(2) 0.0495(5) Uani 1 1 d . . . . . H13A H 0.224771 0.203063 0.942141 0.059 Uiso 1 1 calc R U . . . H13B H 0.325870 0.191478 0.834286 0.059 Uiso 1 1 calc R U . . . C9 C 0.1378(3) -0.2231(2) 0.5463(2) 0.0491(5) Uani 1 1 d . . . . . C18 C 0.4570(3) -0.3292(3) 1.0781(2) 0.0568(6) Uani 1 1 d . . . . . H18 H 0.361201 -0.273317 1.090253 0.068 Uiso 1 1 calc R U . . . C10 C -0.0276(2) 0.0808(3) 0.82443(19) 0.0473(5) Uani 1 1 d . . . . . C16 C 0.4045(2) -0.2181(2) 0.85601(19) 0.0435(5) Uani 1 1 d . . . . . H16A H 0.438502 -0.258009 0.787564 0.052 Uiso 1 1 calc R U . . . H16B H 0.310060 -0.214912 0.871640 0.052 Uiso 1 1 calc R U . . . C15 C 0.5256(2) -0.0666(3) 0.7865(2) 0.0506(5) Uani 1 1 d . . . . . H15A H 0.560820 -0.113420 0.722912 0.076 Uiso 1 1 calc R U . . . H15B H 0.511055 0.030089 0.759248 0.076 Uiso 1 1 calc R U . . . H15C H 0.594700 -0.114545 0.853216 0.076 Uiso 1 1 calc R U . . . C1 C 0.3199(3) -0.0948(3) 0.4905(2) 0.0510(5) Uani 1 1 d . . . . . H1 H 0.381616 -0.052033 0.471011 0.061 Uiso 1 1 calc R U . . . C22 C 0.6496(3) -0.4027(3) 0.9487(2) 0.0573(6) Uani 1 1 d . . . . . H22 H 0.684825 -0.397161 0.872573 0.069 Uiso 1 1 calc R U . . . C3 C 0.2365(3) -0.2552(3) 0.4560(2) 0.0625(7) Uani 1 1 d . . . . . H3 H 0.240060 -0.320122 0.415037 0.075 Uiso 1 1 calc R U . . . C11 C 0.0082(3) 0.1913(3) 0.8549(2) 0.0573(6) Uani 1 1 d . . . . . H11A H -0.076798 0.281916 0.836536 0.069 Uiso 1 1 calc R U . . . H11B H 0.030391 0.164894 0.940221 0.069 Uiso 1 1 calc R U . . . C6 C -0.0518(3) -0.1434(3) 0.7288(2) 0.0553(6) Uani 1 1 d . . . . . H6 H -0.115198 -0.119255 0.789016 0.066 Uiso 1 1 calc R U . . . C4 C 0.0396(3) -0.2814(3) 0.5807(3) 0.0611(7) Uani 1 1 d . . . . . H4 H 0.036437 -0.346053 0.542743 0.073 Uiso 1 1 calc R U . . . C12 C 0.0853(3) 0.3623(3) 0.7314(3) 0.0656(7) Uani 1 1 d . . . . . H12A H 0.003974 0.395839 0.677046 0.098 Uiso 1 1 calc R U . . . H12B H 0.059070 0.416480 0.790339 0.098 Uiso 1 1 calc R U . . . H12C H 0.163496 0.373040 0.687993 0.098 Uiso 1 1 calc R U . . . C2 C 0.3262(3) -0.1926(3) 0.4283(2) 0.0661(7) Uani 1 1 d . . . . . H2 H 0.391149 -0.214182 0.368701 0.079 Uiso 1 1 calc R U . . . C5 C -0.0506(3) -0.2431(3) 0.6695(3) 0.0657(8) Uani 1 1 d . . . . . H5 H -0.113731 -0.283761 0.691994 0.079 Uiso 1 1 calc R U . . . C20 C 0.6917(3) -0.5059(3) 1.1589(3) 0.0697(8) Uani 1 1 d . . . . . H20 H 0.753781 -0.568591 1.224117 0.084 Uiso 1 1 calc R U . . . C21 C 0.7413(3) -0.4958(3) 1.0465(3) 0.0701(8) Uani 1 1 d . . . . . H21 H 0.837414 -0.551728 1.035278 0.084 Uiso 1 1 calc R U . . . C19 C 0.5499(4) -0.4233(3) 1.1755(2) 0.0680(7) Uani 1 1 d . . . . . H19 H 0.515810 -0.430210 1.252063 0.082 Uiso 1 1 calc R U . . . S1 S 0.32342(8) 0.39047(7) 0.39282(6) 0.06434(19) Uani 1 1 d . . . . . N5 N 0.2999(2) 0.1770(2) 0.57102(17) 0.0518(5) Uani 1 1 d . . . . . C23 C 0.3087(2) 0.2670(2) 0.49751(18) 0.0414(4) 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 Cu 0.03641(14) 0.03767(15) 0.03619(14) -0.00660(10) 0.00049(9) -0.01822(11) N2 0.0352(8) 0.0436(10) 0.0386(8) -0.0070(7) 0.0018(7) -0.0176(7) N4 0.0351(8) 0.0354(9) 0.0361(8) -0.0048(7) -0.0022(6) -0.0156(7) N1 0.0388(8) 0.0367(9) 0.0357(8) -0.0054(7) -0.0035(7) -0.0144(7) N3 0.0451(9) 0.0356(9) 0.0474(10) -0.0097(8) -0.0045(8) -0.0123(8) C17 0.0487(12) 0.0350(11) 0.0473(11) -0.0031(9) -0.0106(9) -0.0176(9) O1 0.0552(10) 0.1014(16) 0.0649(11) -0.0253(11) 0.0233(9) -0.0423(11) C7 0.0345(9) 0.0396(11) 0.0430(10) 0.0016(8) -0.0102(8) -0.0159(8) C8 0.0380(10) 0.0325(10) 0.0385(10) 0.0000(8) -0.0138(8) -0.0120(8) C14 0.0454(11) 0.0455(12) 0.0366(10) -0.0085(9) -0.0034(8) -0.0176(9) C13 0.0542(13) 0.0426(12) 0.0519(12) -0.0164(10) -0.0055(10) -0.0180(10) C9 0.0542(13) 0.0326(11) 0.0521(12) -0.0017(9) -0.0230(10) -0.0130(9) C18 0.0598(14) 0.0496(14) 0.0525(13) 0.0014(11) -0.0037(11) -0.0232(12) C10 0.0369(10) 0.0551(13) 0.0413(11) -0.0055(10) 0.0015(9) -0.0161(10) C16 0.0442(11) 0.0367(11) 0.0469(11) -0.0050(9) -0.0090(9) -0.0169(9) C15 0.0412(11) 0.0542(14) 0.0536(12) -0.0047(10) 0.0008(10) -0.0228(10) C1 0.0529(13) 0.0526(13) 0.0463(12) -0.0147(10) 0.0072(10) -0.0215(11) C22 0.0551(14) 0.0450(13) 0.0587(14) -0.0097(11) -0.0083(11) -0.0106(11) C3 0.0766(17) 0.0431(13) 0.0600(15) -0.0193(11) -0.0143(13) -0.0135(12) C11 0.0470(12) 0.0627(15) 0.0586(14) -0.0262(12) 0.0108(11) -0.0162(11) C6 0.0434(12) 0.0566(14) 0.0641(14) -0.0004(11) -0.0072(11) -0.0268(11) C4 0.0671(16) 0.0412(13) 0.0736(17) -0.0002(12) -0.0322(14) -0.0252(12) C12 0.0745(17) 0.0377(13) 0.0709(16) -0.0101(12) -0.0094(14) -0.0127(12) C2 0.0758(18) 0.0586(16) 0.0571(14) -0.0256(12) 0.0086(13) -0.0184(14) C5 0.0568(15) 0.0559(15) 0.0875(19) 0.0070(14) -0.0262(14) -0.0367(13) C20 0.084(2) 0.0460(14) 0.0685(17) 0.0078(12) -0.0371(15) -0.0256(14) C21 0.0554(15) 0.0509(15) 0.086(2) -0.0071(14) -0.0224(14) -0.0086(12) C19 0.094(2) 0.0591(16) 0.0476(13) 0.0054(12) -0.0107(14) -0.0384(16) S1 0.0785(5) 0.0479(4) 0.0632(4) -0.0021(3) 0.0123(3) -0.0322(3) N5 0.0556(11) 0.0566(12) 0.0478(10) -0.0032(9) 0.0000(9) -0.0335(10) C23 0.0401(10) 0.0417(11) 0.0444(11) -0.0140(9) 0.0033(9) -0.0183(9) 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' Cu Cu 0.3201 1.2651 '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 N2 Cu N5 161.39(8) . . ? N2 Cu N1 82.20(8) . . ? N5 Cu N1 96.65(9) . . ? N2 Cu N3 83.96(8) . . ? N5 Cu N3 95.64(9) . . ? N1 Cu N3 165.92(7) . . ? N2 Cu N4 99.32(9) . . ? N5 Cu N4 99.14(9) . . ? N1 Cu N4 100.65(8) . . ? N3 Cu N4 84.11(8) . . ? C10 N2 C7 124.19(19) . . ? C10 N2 Cu 119.90(16) . . ? C7 N2 Cu 115.85(14) . . ? C14 N4 C15 112.31(17) . . ? C14 N4 C16 111.15(16) . . ? C15 N4 C16 110.75(17) . . ? C14 N4 Cu 99.56(13) . . ? C15 N4 Cu 111.80(13) . . ? C16 N4 Cu 110.83(12) . . ? C1 N1 C8 119.37(19) . . ? C1 N1 Cu 128.55(16) . . ? C8 N1 Cu 112.08(14) . . ? C13 N3 C12 108.55(18) . . ? C13 N3 C11 111.60(19) . . ? C12 N3 C11 110.0(2) . . ? C13 N3 Cu 104.84(13) . . ? C12 N3 Cu 114.28(16) . . ? C11 N3 Cu 107.57(14) . . ? C18 C17 C22 117.9(2) . . ? C18 C17 C16 121.2(2) . . ? C22 C17 C16 120.9(2) . . ? C6 C7 N2 128.8(2) . . ? C6 C7 C8 118.2(2) . . ? N2 C7 C8 113.04(18) . . ? N1 C8 C9 121.6(2) . . ? N1 C8 C7 116.82(18) . . ? C9 C8 C7 121.6(2) . . ? N4 C14 C13 111.64(17) . . ? N4 C14 H14A 109.3 . . ? C13 C14 H14A 109.3 . . ? N4 C14 H14B 109.3 . . ? C13 C14 H14B 109.3 . . ? H14A C14 H14B 108.0 . . ? N3 C13 C14 111.76(17) . . ? N3 C13 H13A 109.3 . . ? C14 C13 H13A 109.3 . . ? N3 C13 H13B 109.3 . . ? C14 C13 H13B 109.3 . . ? H13A C13 H13B 107.9 . . ? C4 C9 C3 124.9(2) . . ? C4 C9 C8 118.2(2) . . ? C3 C9 C8 116.9(2) . . ? C17 C18 C19 120.8(3) . . ? C17 C18 H18 119.6 . . ? C19 C18 H18 119.6 . . ? O1 C10 N2 128.0(2) . . ? O1 C10 C11 118.7(2) . . ? N2 C10 C11 113.30(19) . . ? N4 C16 C17 116.07(17) . . ? N4 C16 H16A 108.3 . . ? C17 C16 H16A 108.3 . . ? N4 C16 H16B 108.3 . . ? C17 C16 H16B 108.3 . . ? H16A C16 H16B 107.4 . . ? N4 C15 H15A 109.5 . . ? N4 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? N4 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? N1 C1 C2 122.3(2) . . ? N1 C1 H1 118.9 . . ? C2 C1 H1 118.9 . . ? C21 C22 C17 120.8(3) . . ? C21 C22 H22 119.6 . . ? C17 C22 H22 119.6 . . ? C2 C3 C9 120.7(2) . . ? C2 C3 H3 119.7 . . ? C9 C3 H3 119.7 . . ? N3 C11 C10 115.22(19) . . ? N3 C11 H11A 108.5 . . ? C10 C11 H11A 108.5 . . ? N3 C11 H11B 108.5 . . ? C10 C11 H11B 108.5 . . ? H11A C11 H11B 107.5 . . ? C7 C6 C5 119.7(2) . . ? C7 C6 H6 120.1 . . ? C5 C6 H6 120.1 . . ? C5 C4 C9 120.0(2) . . ? C5 C4 H4 120.0 . . ? C9 C4 H4 120.0 . . ? N3 C12 H12A 109.5 . . ? N3 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? N3 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C3 C2 C1 119.2(2) . . ? C3 C2 H2 120.4 . . ? C1 C2 H2 120.4 . . ? C4 C5 C6 122.3(2) . . ? C4 C5 H5 118.8 . . ? C6 C5 H5 118.8 . . ? C21 C20 C19 119.8(2) . . ? C21 C20 H20 120.1 . . ? C19 C20 H20 120.1 . . ? C20 C21 C22 120.5(3) . . ? C20 C21 H21 119.7 . . ? C22 C21 H21 119.7 . . ? C20 C19 C18 120.2(3) . . ? C20 C19 H19 119.9 . . ? C18 C19 H19 119.9 . . ? C23 N5 Cu 156.71(19) . . ? N5 C23 S1 178.7(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 Cu N2 1.924(2) . ? Cu N5 1.957(2) . ? Cu N1 2.016(2) . ? Cu N3 2.095(2) . ? Cu N4 2.342(2) . ? N2 C10 1.339(3) . ? N2 C7 1.402(3) . ? N4 C14 1.466(3) . ? N4 C15 1.470(3) . ? N4 C16 1.491(3) . ? N1 C1 1.322(3) . ? N1 C8 1.368(3) . ? N3 C13 1.485(3) . ? N3 C12 1.487(3) . ? N3 C11 1.489(3) . ? C17 C18 1.388(3) . ? C17 C22 1.389(3) . ? C17 C16 1.516(3) . ? O1 C10 1.228(3) . ? C7 C6 1.383(3) . ? C7 C8 1.423(3) . ? C8 C9 1.416(3) . ? C14 C13 1.515(3) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C9 C4 1.407(4) . ? C9 C3 1.409(4) . ? C18 C19 1.390(4) . ? C18 H18 0.9300 . ? C10 C11 1.524(4) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C1 C2 1.402(3) . ? C1 H1 0.9300 . ? C22 C21 1.386(4) . ? C22 H22 0.9300 . ? C3 C2 1.355(4) . ? C3 H3 0.9300 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C6 C5 1.415(4) . ? C6 H6 0.9300 . ? C4 C5 1.359(4) . ? C4 H4 0.9300 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C2 H2 0.9300 . ? C5 H5 0.9300 . ? C20 C21 1.364(4) . ? C20 C19 1.372(4) . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? C19 H19 0.9300 . ? S1 C23 1.620(2) . ? N5 C23 1.155(3) . ? 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 C10 N2 C7 C6 -4.0(3) . . . . ? Cu N2 C7 C6 178.96(18) . . . . ? C10 N2 C7 C8 175.75(18) . . . . ? Cu N2 C7 C8 -1.3(2) . . . . ? C1 N1 C8 C9 -0.1(3) . . . . ? Cu N1 C8 C9 -179.99(14) . . . . ? C1 N1 C8 C7 -179.39(18) . . . . ? Cu N1 C8 C7 0.7(2) . . . . ? C6 C7 C8 N1 -179.88(18) . . . . ? N2 C7 C8 N1 0.4(2) . . . . ? C6 C7 C8 C9 0.8(3) . . . . ? N2 C7 C8 C9 -178.95(17) . . . . ? C15 N4 C14 C13 78.1(2) . . . . ? C16 N4 C14 C13 -157.21(17) . . . . ? Cu N4 C14 C13 -40.36(18) . . . . ? C12 N3 C13 C14 -168.2(2) . . . . ? C11 N3 C13 C14 70.4(2) . . . . ? Cu N3 C13 C14 -45.7(2) . . . . ? N4 C14 C13 N3 63.3(2) . . . . ? N1 C8 C9 C4 -179.35(18) . . . . ? C7 C8 C9 C4 -0.1(3) . . . . ? N1 C8 C9 C3 0.1(3) . . . . ? C7 C8 C9 C3 179.37(18) . . . . ? C22 C17 C18 C19 -0.1(4) . . . . ? C16 C17 C18 C19 178.5(2) . . . . ? C7 N2 C10 O1 1.5(4) . . . . ? Cu N2 C10 O1 178.5(2) . . . . ? C7 N2 C10 C11 -177.69(18) . . . . ? Cu N2 C10 C11 -0.7(3) . . . . ? C14 N4 C16 C17 -61.7(2) . . . . ? C15 N4 C16 C17 63.9(2) . . . . ? Cu N4 C16 C17 -171.41(15) . . . . ? C18 C17 C16 N4 88.1(3) . . . . ? C22 C17 C16 N4 -93.3(3) . . . . ? C8 N1 C1 C2 0.0(3) . . . . ? Cu N1 C1 C2 179.90(18) . . . . ? C18 C17 C22 C21 -0.1(4) . . . . ? C16 C17 C22 C21 -178.7(2) . . . . ? C4 C9 C3 C2 179.4(2) . . . . ? C8 C9 C3 C2 0.0(3) . . . . ? C13 N3 C11 C10 -112.4(2) . . . . ? C12 N3 C11 C10 127.1(2) . . . . ? Cu N3 C11 C10 2.1(2) . . . . ? O1 C10 C11 N3 179.6(2) . . . . ? N2 C10 C11 N3 -1.1(3) . . . . ? N2 C7 C6 C5 179.1(2) . . . . ? C8 C7 C6 C5 -0.6(3) . . . . ? C3 C9 C4 C5 179.8(2) . . . . ? C8 C9 C4 C5 -0.9(3) . . . . ? C9 C3 C2 C1 -0.1(4) . . . . ? N1 C1 C2 C3 0.1(4) . . . . ? C9 C4 C5 C6 1.0(4) . . . . ? C7 C6 C5 C4 -0.3(4) . . . . ? C19 C20 C21 C22 -0.1(4) . . . . ? C17 C22 C21 C20 0.2(4) . . . . ? C21 C20 C19 C18 -0.2(4) . . . . ? C17 C18 C19 C20 0.3(4) . . . . ?