#------------------------------------------------------------------------------ #$Date: 2026-05-07 23:58:25 +0100 (Thu, 07 May 2026) $ #$Revision: 305891 $ #$URL: svn://www.crystallography.net/cod/cif/7/72/09/7720991.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_7720991 loop_ _publ_author_name 'Liu, Wen-yang' 'Li, Honglei' 'Jia, Jiang-song' 'Zhao, Wen-ming' 'Sun, Jun' _publ_section_title ; Synthesis, Crystal Structures and Urease Inhibition of Ni(II) complexes Constructed from Schiff bases with 2,2’-bipyridine as co-ligands ; _journal_name_full 'Dalton Transactions' _journal_paper_doi 10.1039/D6DT00460A _journal_year 2026 _chemical_absolute_configuration syn _chemical_formula_moiety 'C17 H19 Cl2 N Ni O6, H2 O' _chemical_formula_sum 'C17 H21 Cl2 N Ni O7' _chemical_formula_weight 480.96 _space_group_crystal_system orthorhombic _space_group_IT_number 19 _space_group_name_Hall 'P 2ac 2ab' _space_group_name_H-M_alt 'P 21 21 21' _atom_sites_solution_hydrogens mixed _atom_sites_solution_primary dual _audit_creation_date 2026-01-22 _audit_creation_method ; Olex2 1.5 (compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498) ; _audit_update_record ; 2026-01-22 deposited with the CCDC. 2026-04-28 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 7.0996(8) _cell_length_b 7.9070(9) _cell_length_c 35.205(4) _cell_measurement_reflns_used 4565 _cell_measurement_temperature 116(2) _cell_measurement_theta_max 23.125 _cell_measurement_theta_min 2.824 _cell_volume 1976.3(4) _computing_cell_refinement 'SAINT V8.40B (?, 2016)' _computing_data_reduction 'SAINT V8.40B (?, 2016)' _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 'SHELXT 2014/5 (Sheldrick, 2014)' _diffrn_ambient_temperature 116.0 _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0887 _diffrn_reflns_av_unetI/netI 0.0692 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 1.000 _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 45 _diffrn_reflns_limit_l_min -45 _diffrn_reflns_number 25127 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.999 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.501 _diffrn_reflns_theta_min 2.314 _exptl_absorpt_coefficient_mu 1.292 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_correction_T_min 0.5397 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1447 before and 0.0812 after correction. The Ratio of minimum to maximum transmission is 0.7238. The \l/2 correction factor is Not present. ; _exptl_crystal_colour 'clear greenish colourless' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier greenish _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.616 _exptl_crystal_description block _exptl_crystal_F_000 992 _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.09 _refine_diff_density_max 1.581 _refine_diff_density_min -1.175 _refine_diff_density_rms 0.182 _refine_ls_abs_structure_details ; Refined as an inversion twin. ; _refine_ls_abs_structure_Flack 0.12(5) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.210 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 246 _refine_ls_number_reflns 4541 _refine_ls_number_restraints 15 _refine_ls_restrained_S_all 1.209 _refine_ls_R_factor_all 0.0911 _refine_ls_R_factor_gt 0.0815 _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^)+23.4361P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1742 _refine_ls_wR_factor_ref 0.1806 _reflns_Friedel_coverage 0.717 _reflns_Friedel_fraction_full 1.000 _reflns_Friedel_fraction_max 0.998 _reflns_number_gt 4041 _reflns_number_total 4541 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d6dt00460a2.cif _cod_data_source_block 1 _cod_database_code 7720991 _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. ; _olex2_refinement_description ; 1. Twinned data refinement Scales: 0.88346 0.11654 2. Restrained distances O5-H5 0.87 with sigma of 0.01 Ni1-H5 2.680655 with sigma of 0.02 C17-H5 1.91903 with sigma of 0.02 3. Uiso/Uaniso restraints and constraints Uanis(C8) \\sim Ueq, Uanis(C17) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002 4.a Riding coordinates: O2(H2B,H2A), O6(H6B,H6A), O7(H7A,H7B) 4.b Ternary CH refined with riding coordinates: C8(H8) 4.c Secondary CH2 refined with riding coordinates: C10(H10A,H10B) 4.d Aromatic/amide H refined with riding coordinates: C2(H2), C4(H4), C7(H7), C12(H12), C13(H13), C14(H14), C15(H15), C16(H16) 4.e Fitted hexagon refined as free rotating group: C6(C1,C2,C3,C4,C5) 4.f Idealised Me refined as rotating group: C17(H17A,H17B,H17C) ; _shelx_res_file ; TITL 1_a.res in P2(1)2(1)2(1) 1.res created by SHELXL-2018/3 at 17:00:59 on 08-Jul-2025 REM Old TITL 1_a.res in P2(1)2(1)2(1) REM SHELXT solution in P2(1)2(1)2(1): R1 0.101, Rweak 0.060, Alpha 0.009 REM 3.929 for 29 systematic absences, Orientation as input REM Flack x = 0.146 ( 0.011 ) from 1390 Parsons' quotients REM Formula found by SHELXT: C17 Ni O8 Cl2 CELL 0.71073 7.0996 7.907 35.2049 90 90 90 ZERR 4 0.0008 0.0009 0.0038 0 0 0 LATT -1 SYMM 0.5-X,-Y,0.5+Z SYMM -X,0.5+Y,0.5-Z SYMM 0.5+X,0.5-Y,-Z SFAC C H Cl N Ni O UNIT 68 84 8 4 4 28 EQIV $1 1-X,0.5+Y,1.5-Z EQIV $2 -1+X,+Y,+Z EQIV $3 1+X,+Y,+Z EQIV $4 2-X,-0.5+Y,1.5-Z ISOR 0.001 0.002 C8 C17 DANG 2.680655 0.02 Ni1 H5 DFIX 0.87 0.01 O5 H5 DANG 1.91903 0.02 C17 H5 L.S. 100 PLAN 1 TEMP -157.15 CONF HTAB O2 O3_$1 HTAB O2 O7_$2 HTAB O5 O4_$3 HTAB O6 O4_$1 HTAB O6 O7_$4 HTAB O7 O1 HTAB O7 O6 list 4 MORE -1 BOND $H fmap 2 acta TWIN -1 0 0 0 -1 0 0 0 -1 2 REM REM REM WGHT 0.000000 23.436100 BASF 0.11654 FVAR 0.62409 NI1 5 0.677791 0.388407 0.691735 11.00000 0.00918 0.01129 = 0.01455 0.00070 0.00053 -0.00091 CL1 3 1.176517 0.708408 0.628883 11.00000 0.01156 0.01337 = 0.02652 0.00273 -0.00098 -0.00331 CL2 3 0.717572 0.837573 0.510924 11.00000 0.01760 0.02277 = 0.02149 0.00708 0.00055 -0.00220 O1 6 0.863810 0.514760 0.658562 11.00000 0.00766 0.01764 = 0.00975 0.00269 0.00250 -0.00098 O2 6 0.540847 0.617296 0.706955 11.00000 0.02226 0.01713 = 0.02003 -0.00056 0.00680 0.00541 AFIX 3 H2B 2 0.539777 0.627406 0.731565 11.00000 -1.50000 H2A 2 0.422467 0.611546 0.700635 11.00000 -1.50000 AFIX 0 O3 6 0.469835 0.256162 0.720313 11.00000 0.01145 0.01602 = 0.01332 0.00312 0.00008 -0.00685 O4 6 0.175311 0.162743 0.714272 11.00000 0.01539 0.01702 = 0.01774 0.00473 0.00142 -0.00075 O5 6 0.831809 0.163759 0.681306 11.00000 0.01499 0.00997 = 0.02969 -0.00024 0.00294 -0.00151 H5 2 0.955026 0.164977 0.683512 11.00000 -1.50000 O6 6 0.843393 0.399106 0.740652 11.00000 0.01149 0.01861 = 0.01477 0.00042 0.00130 0.00184 AFIX 3 H6B 2 0.802883 0.480356 0.755322 11.00000 -1.50000 H6A 2 0.827133 0.307406 0.754062 11.00000 -1.50000 AFIX 0 N1 4 0.495540 0.367326 0.649043 11.00000 0.00610 0.01391 = 0.01522 0.00166 0.00044 0.00072 AFIX 66 C6 1 0.825046 0.576061 0.623390 11.00000 0.01974 0.00911 = 0.02134 0.00171 -0.00018 0.00388 C1 1 0.962078 0.680190 0.607633 11.00000 0.01569 0.01238 = 0.02384 -0.00339 0.00378 0.00266 C2 1 0.930298 0.757772 0.572788 11.00000 0.01489 0.00950 = 0.01834 0.00098 0.00631 0.00351 AFIX 43 H2 2 1.023953 0.828939 0.562019 11.00000 -1.20000 AFIX 65 C3 1 0.761485 0.731225 0.553698 11.00000 0.01261 0.01736 = 0.01357 0.00155 0.00328 -0.00226 C4 1 0.624452 0.627097 0.569455 11.00000 0.01334 0.01706 = 0.01467 -0.00265 0.00168 0.00920 AFIX 43 H4 2 0.509076 0.608954 0.556408 11.00000 -1.20000 AFIX 65 C5 1 0.656229 0.549514 0.604300 11.00000 0.01631 0.01565 = 0.01508 0.00002 0.00214 -0.00698 AFIX 0 C7 1 0.501550 0.440408 0.616973 11.00000 0.01376 0.00918 = 0.01189 -0.00200 0.00165 0.00521 AFIX 43 H7 2 0.399042 0.423285 0.600060 11.00000 -1.20000 AFIX 0 C8 1 0.322597 0.273658 0.658763 11.00000 0.01151 0.01088 = 0.01189 0.00021 0.00030 -0.00063 AFIX 13 H8 2 0.211874 0.347873 0.653248 11.00000 -1.20000 AFIX 0 C9 1 0.319514 0.228424 0.700971 11.00000 0.01093 0.00812 = 0.01426 -0.00243 -0.00133 -0.00008 C10 1 0.299018 0.106107 0.636006 11.00000 0.01869 0.02252 = 0.01530 -0.00249 -0.00137 -0.00541 AFIX 23 H10A 2 0.421570 0.046426 0.635449 11.00000 -1.20000 H10B 2 0.208117 0.032716 0.649535 11.00000 -1.20000 AFIX 0 C11 1 0.231984 0.130616 0.595898 11.00000 0.01588 0.01028 = 0.02134 -0.00248 -0.00003 -0.00641 C12 1 0.338596 0.072569 0.565471 11.00000 0.01270 0.01545 = 0.02178 0.00070 0.00293 0.00557 AFIX 43 H12 2 0.458483 0.023293 0.570072 11.00000 -1.20000 AFIX 0 C13 1 0.272110 0.085556 0.528122 11.00000 0.03928 0.02189 = 0.01521 -0.00166 0.00534 -0.00322 AFIX 43 H13 2 0.346737 0.044418 0.507718 11.00000 -1.20000 AFIX 0 C14 1 0.099341 0.157537 0.520790 11.00000 0.02734 0.03231 = 0.00825 -0.00098 -0.00633 0.00001 AFIX 43 H14 2 0.052985 0.166400 0.495555 11.00000 -1.20000 AFIX 0 C15 1 -0.007241 0.217968 0.551946 11.00000 0.01383 0.01970 = 0.03577 0.00738 -0.00435 0.00847 AFIX 43 H15 2 -0.124912 0.271203 0.547245 11.00000 -1.20000 AFIX 0 C16 1 0.053786 0.202118 0.588487 11.00000 0.02035 0.01509 = 0.01493 -0.00263 -0.00030 -0.00341 AFIX 43 H16 2 -0.023482 0.239122 0.608890 11.00000 -1.20000 AFIX 0 C17 1 0.772239 -0.010183 0.683746 11.00000 0.03324 0.03053 = 0.03500 -0.00104 -0.00127 -0.00137 AFIX 137 H17A 2 0.734071 -0.049955 0.658530 11.00000 -1.50000 H17B 2 0.665468 -0.019129 0.701274 11.00000 -1.50000 H17C 2 0.876681 -0.079719 0.693093 11.00000 -1.50000 AFIX 0 O7 6 1.143576 0.600710 0.714575 11.00000 0.01911 0.01622 = 0.03381 0.00003 -0.00409 -0.00331 AFIX 3 H7A 2 1.079206 0.607400 0.693615 11.00000 -1.50000 H7B 2 1.099866 0.511090 0.725895 11.00000 -1.50000 AFIX 0 HKLF 4 REM 1_a.res in P2(1)2(1)2(1) REM wR2 = 0.1806, GooF = S = 1.210, Restrained GooF = 1.209 for all data REM R1 = 0.0815 for 4041 Fo > 4sig(Fo) and 0.0911 for all 4541 data REM 246 parameters refined using 15 restraints END WGHT 0.0001 23.4359 REM Highest difference peak 1.581, deepest hole -1.175, 1-sigma level 0.182 Q1 1 0.6824 0.3843 0.6620 11.00000 0.05 1.58 ; _shelx_res_checksum 35653 _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -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 Ni1 Ni 0.67779(19) 0.38841(17) 0.69173(4) 0.0117(3) Uani 1 1 d D . . . . Cl1 Cl 1.1765(4) 0.7084(3) 0.62888(7) 0.0172(5) Uani 1 1 d . . . . . Cl2 Cl 0.7176(4) 0.8376(4) 0.51092(8) 0.0206(6) Uani 1 1 d . . . . . O1 O 0.8638(10) 0.5148(9) 0.65856(19) 0.0117(15) Uani 1 1 d . . . . . O2 O 0.5408(11) 0.6173(11) 0.7070(2) 0.0198(17) Uani 1 1 d . . . . . H2B H 0.539777 0.627406 0.731565 0.030 Uiso 1 1 d R U . . . H2A H 0.422467 0.611546 0.700635 0.030 Uiso 1 1 d R U . . . O3 O 0.4698(10) 0.2562(10) 0.7203(2) 0.0136(15) Uani 1 1 d . . . . . O4 O 0.1753(12) 0.1627(9) 0.71427(19) 0.0167(15) Uani 1 1 d . . . . . O5 O 0.8318(12) 0.1638(9) 0.6813(2) 0.0182(16) Uani 1 1 d D . . . . H5 H 0.955(2) 0.165(4) 0.684(3) 0.027 Uiso 1 1 d D U . . . O6 O 0.8434(10) 0.3991(10) 0.74065(18) 0.0150(15) Uani 1 1 d . . . . . H6B H 0.802883 0.480356 0.755322 0.022 Uiso 1 1 d R U . . . H6A H 0.827133 0.307406 0.754062 0.022 Uiso 1 1 d R U . . . N1 N 0.4955(11) 0.3673(12) 0.6490(2) 0.0117(17) Uani 1 1 d . . . . . C6 C 0.8250(10) 0.5761(8) 0.62339(15) 0.017(2) Uani 1 1 d G . . . . C1 C 0.9621(8) 0.6802(9) 0.60763(18) 0.017(2) Uani 1 1 d G . . . . C2 C 0.9303(8) 0.7578(8) 0.57279(18) 0.014(2) Uani 1 1 d G . . . . H2 H 1.023953 0.828939 0.562019 0.017 Uiso 1 1 calc R U . . . C3 C 0.7615(9) 0.7312(9) 0.55370(15) 0.015(2) Uani 1 1 d G . . . . C4 C 0.6245(8) 0.6271(9) 0.56945(17) 0.015(2) Uani 1 1 d G . . . . H4 H 0.509076 0.608954 0.556408 0.018 Uiso 1 1 calc R U . . . C5 C 0.6562(9) 0.5495(8) 0.60430(17) 0.016(2) Uani 1 1 d G . . . . C7 C 0.5015(15) 0.4404(12) 0.6170(3) 0.012(2) Uani 1 1 d . . . . . H7 H 0.399042 0.423285 0.600060 0.014 Uiso 1 1 calc R U . . . C8 C 0.3226(16) 0.2737(12) 0.6588(3) 0.0114(18) Uani 1 1 d . U . . . H8 H 0.211874 0.347873 0.653248 0.014 Uiso 1 1 calc R U . . . C9 C 0.3195(16) 0.2284(12) 0.7010(3) 0.0111(18) Uani 1 1 d . . . . . C10 C 0.2990(16) 0.1061(15) 0.6360(3) 0.019(2) Uani 1 1 d . . . . . H10A H 0.421570 0.046426 0.635449 0.023 Uiso 1 1 calc R U . . . H10B H 0.208117 0.032716 0.649535 0.023 Uiso 1 1 calc R U . . . C11 C 0.2320(14) 0.1306(14) 0.5959(3) 0.016(2) Uani 1 1 d . . . . . C12 C 0.3386(17) 0.0726(13) 0.5655(3) 0.017(2) Uani 1 1 d . . . . . H12 H 0.458483 0.023293 0.570072 0.020 Uiso 1 1 calc R U . . . C13 C 0.2721(19) 0.0856(16) 0.5281(3) 0.025(3) Uani 1 1 d . . . . . H13 H 0.346737 0.044418 0.507718 0.031 Uiso 1 1 calc R U . . . C14 C 0.0993(17) 0.1575(16) 0.5208(3) 0.023(3) Uani 1 1 d . . . . . H14 H 0.052985 0.166400 0.495555 0.027 Uiso 1 1 calc R U . . . C15 C -0.0072(17) 0.2180(15) 0.5519(4) 0.023(3) Uani 1 1 d . . . . . H15 H -0.124912 0.271203 0.547245 0.028 Uiso 1 1 calc R U . . . C16 C 0.0538(16) 0.2021(14) 0.5885(3) 0.017(2) Uani 1 1 d . . . . . H16 H -0.023482 0.239122 0.608890 0.020 Uiso 1 1 calc R U . . . C17 C 0.7722(19) -0.0102(17) 0.6837(4) 0.033(3) Uani 1 1 d D U . . . H17A H 0.734071 -0.049955 0.658530 0.049 Uiso 1 1 calc R U . . . H17B H 0.665468 -0.019129 0.701274 0.049 Uiso 1 1 calc R U . . . H17C H 0.876681 -0.079719 0.693093 0.049 Uiso 1 1 calc R U . . . O7 O 1.1436(11) 0.6007(11) 0.7146(2) 0.0230(18) Uani 1 1 d . . . . . H7A H 1.079206 0.607400 0.693615 0.035 Uiso 1 1 d R U . . . H7B H 1.099866 0.511090 0.725895 0.035 Uiso 1 1 d R U . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0092(6) 0.0113(6) 0.0145(6) 0.0007(5) 0.0005(5) -0.0009(6) Cl1 0.0116(11) 0.0134(11) 0.0265(13) 0.0027(10) -0.0010(11) -0.0033(11) Cl2 0.0176(13) 0.0228(14) 0.0215(12) 0.0071(11) 0.0005(10) -0.0022(11) O1 0.008(4) 0.018(4) 0.010(3) 0.003(3) 0.003(3) -0.001(3) O2 0.022(4) 0.017(4) 0.020(4) -0.001(4) 0.007(3) 0.005(4) O3 0.011(4) 0.016(4) 0.013(3) 0.003(3) 0.000(3) -0.007(3) O4 0.015(3) 0.017(4) 0.018(3) 0.005(3) 0.001(3) -0.001(4) O5 0.015(4) 0.010(3) 0.030(4) 0.000(3) 0.003(3) -0.002(4) O6 0.011(3) 0.019(4) 0.015(3) 0.000(3) 0.001(3) 0.002(3) N1 0.006(4) 0.014(4) 0.015(4) 0.002(4) 0.000(3) 0.001(4) C6 0.020(5) 0.009(5) 0.021(5) 0.002(4) 0.000(5) 0.004(5) C1 0.016(5) 0.012(5) 0.024(6) -0.003(5) 0.004(4) 0.003(4) C2 0.015(5) 0.009(5) 0.018(5) 0.001(4) 0.006(4) 0.004(4) C3 0.013(5) 0.017(5) 0.014(5) 0.002(4) 0.003(4) -0.002(4) C4 0.013(5) 0.017(6) 0.015(5) -0.003(4) 0.002(4) 0.009(4) C5 0.016(5) 0.016(5) 0.015(5) 0.000(4) 0.002(4) -0.007(4) C7 0.014(5) 0.009(5) 0.012(5) -0.002(4) 0.002(4) 0.005(4) C8 0.012(2) 0.011(2) 0.012(2) 0.0002(13) 0.0003(13) -0.0006(13) C9 0.011(4) 0.008(4) 0.014(4) -0.002(3) -0.001(4) 0.000(4) C10 0.019(5) 0.023(5) 0.015(5) -0.002(5) -0.001(4) -0.005(6) C11 0.016(5) 0.010(5) 0.021(5) -0.002(4) 0.000(4) -0.006(4) C12 0.013(5) 0.015(6) 0.022(5) 0.001(4) 0.003(4) 0.006(5) C13 0.039(8) 0.022(7) 0.015(5) -0.002(5) 0.005(5) -0.003(6) C14 0.027(6) 0.032(7) 0.008(5) -0.001(5) -0.006(4) 0.000(5) C15 0.014(6) 0.020(6) 0.036(7) 0.007(5) -0.004(5) 0.008(5) C16 0.020(6) 0.015(5) 0.015(5) -0.003(4) 0.000(4) -0.003(5) C17 0.033(4) 0.031(4) 0.035(4) -0.001(2) -0.001(2) -0.001(3) O7 0.019(4) 0.016(4) 0.034(4) 0.000(4) -0.004(3) -0.003(4) 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' N N 0.0061 0.0033 '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' O O 0.0106 0.0060 '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 O1 Ni1 O2 91.4(3) . . ? O1 Ni1 O3 173.7(3) . . ? O1 Ni1 O5 88.7(3) . . ? O1 Ni1 O6 95.1(3) . . ? O3 Ni1 O2 88.9(3) . . ? O3 Ni1 O5 91.7(3) . . ? O3 Ni1 O6 91.2(3) . . ? O5 Ni1 O2 174.3(3) . . ? O6 Ni1 O2 90.9(3) . . ? O6 Ni1 O5 83.5(3) . . ? N1 Ni1 O1 91.7(3) . . ? N1 Ni1 O2 88.0(3) . . ? N1 Ni1 O3 82.0(3) . . ? N1 Ni1 O5 97.7(3) . . ? N1 Ni1 O6 173.1(3) . . ? C6 O1 Ni1 124.7(5) . . ? Ni1 O2 H2B 109.5 . . ? Ni1 O2 H2A 109.5 . . ? H2B O2 H2A 104.5 . . ? C9 O3 Ni1 114.9(6) . . ? Ni1 O5 H5 119(2) . . ? C17 O5 Ni1 129.7(8) . . ? C17 O5 H5 107(2) . . ? Ni1 O6 H6B 109.4 . . ? Ni1 O6 H6A 109.8 . . ? H6B O6 H6A 104.3 . . ? C7 N1 Ni1 127.7(8) . . ? C7 N1 C8 117.6(9) . . ? C8 N1 Ni1 114.1(6) . . ? O1 C6 C1 115.7(5) . . ? O1 C6 C5 124.2(5) . . ? C1 C6 C5 120.0 . . ? C6 C1 Cl1 121.7(4) . . ? C2 C1 Cl1 118.2(4) . . ? C2 C1 C6 120.0 . . ? C1 C2 H2 120.0 . . ? C1 C2 C3 120.0 . . ? C3 C2 H2 120.0 . . ? C2 C3 Cl2 119.8(4) . . ? C4 C3 Cl2 120.2(4) . . ? C4 C3 C2 120.0 . . ? C3 C4 H4 120.0 . . ? C3 C4 C5 120.0 . . ? C5 C4 H4 120.0 . . ? C6 C5 C7 126.0(6) . . ? C4 C5 C6 120.0 . . ? C4 C5 C7 114.0(6) . . ? N1 C7 C5 124.3(9) . . ? N1 C7 H7 117.8 . . ? C5 C7 H7 117.8 . . ? N1 C8 H8 108.4 . . ? N1 C8 C9 110.8(8) . . ? N1 C8 C10 113.4(8) . . ? C9 C8 H8 108.4 . . ? C9 C8 C10 107.4(8) . . ? C10 C8 H8 108.4 . . ? O3 C9 C8 117.6(9) . . ? O4 C9 O3 123.9(9) . . ? O4 C9 C8 118.5(9) . . ? C8 C10 H10A 108.7 . . ? C8 C10 H10B 108.7 . . ? H10A C10 H10B 107.6 . . ? C11 C10 C8 114.1(9) . . ? C11 C10 H10A 108.7 . . ? C11 C10 H10B 108.7 . . ? C12 C11 C10 120.6(10) . . ? C12 C11 C16 118.6(10) . . ? C16 C11 C10 120.6(10) . . ? C11 C12 H12 119.5 . . ? C11 C12 C13 121.1(11) . . ? C13 C12 H12 119.5 . . ? C12 C13 H13 119.8 . . ? C14 C13 C12 120.4(11) . . ? C14 C13 H13 119.8 . . ? C13 C14 H14 121.0 . . ? C13 C14 C15 118.1(10) . . ? C15 C14 H14 121.0 . . ? C14 C15 H15 119.0 . . ? C16 C15 C14 122.0(11) . . ? C16 C15 H15 119.0 . . ? C11 C16 H16 120.1 . . ? C15 C16 C11 119.8(11) . . ? C15 C16 H16 120.1 . . ? O5 C17 H17A 109.5 . . ? O5 C17 H17B 109.5 . . ? O5 C17 H17C 109.5 . . ? H17A C17 H17B 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? H7A O7 H7B 104.5 . . ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 O1 2.026(7) . ? Ni1 O2 2.123(8) . ? Ni1 O3 2.070(7) . ? Ni1 O5 2.118(7) . ? Ni1 O6 2.087(7) . ? Ni1 N1 1.990(8) . ? Cl1 C1 1.711(6) . ? Cl2 C3 1.753(5) . ? O1 C6 1.358(8) . ? O2 H2B 0.8701 . ? O2 H2A 0.8706 . ? O3 C9 1.285(13) . ? O4 C9 1.240(13) . ? O5 H5 0.878(13) . ? O5 C17 1.441(15) . ? O6 H6B 0.8730 . ? O6 H6A 0.8729 . ? N1 C7 1.269(13) . ? N1 C8 1.474(13) . ? C6 C1 1.3900 . ? C6 C5 1.3900 . ? C1 C2 1.3900 . ? C2 H2 0.9500 . ? C2 C3 1.3900 . ? C3 C4 1.3900 . ? C4 H4 0.9500 . ? C4 C5 1.3900 . ? C5 C7 1.466(11) . ? C7 H7 0.9500 . ? C8 H8 1.0000 . ? C8 C9 1.529(13) . ? C8 C10 1.557(14) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C10 C11 1.503(14) . ? C11 C12 1.390(14) . ? C11 C16 1.410(15) . ? C12 H12 0.9500 . ? C12 C13 1.401(15) . ? C13 H13 0.9500 . ? C13 C14 1.377(17) . ? C14 H14 0.9500 . ? C14 C15 1.416(17) . ? C15 H15 0.9500 . ? C15 C16 1.363(16) . ? C16 H16 0.9500 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? O7 H7A 0.8696 . ? O7 H7B 0.8702 . ? 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 O2 H2B O3 0.87 1.98 2.787(10) 154.2 3_656 yes O2 H2A O7 0.87 2.04 2.836(11) 151.3 1_455 yes O5 H5 O4 0.878(13) 1.90(6) 2.701(11) 150(10) 1_655 yes O6 H6B O4 0.87 1.80 2.623(10) 155.7 3_656 yes O6 H6A O7 0.87 1.98 2.839(11) 166.3 3_746 yes O7 H7A O1 0.87 2.10 2.880(11) 149.5 . yes O7 H7B O6 0.87 2.09 2.815(11) 140.3 . 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 Ni1 O1 C6 C1 170.8(4) . . . . ? Ni1 O1 C6 C5 -4.9(9) . . . . ? Ni1 O3 C9 O4 -174.3(8) . . . . ? Ni1 O3 C9 C8 8.0(11) . . . . ? Ni1 N1 C7 C5 4.2(15) . . . . ? Ni1 N1 C8 C9 4.9(10) . . . . ? Ni1 N1 C8 C10 -116.0(8) . . . . ? Cl1 C1 C2 C3 176.8(5) . . . . ? Cl2 C3 C4 C5 -176.9(6) . . . . ? O1 C6 C1 Cl1 7.4(6) . . . . ? O1 C6 C1 C2 -175.9(7) . . . . ? O1 C6 C5 C4 175.6(8) . . . . ? O1 C6 C5 C7 -6.0(9) . . . . ? N1 C8 C9 O3 -8.6(12) . . . . ? N1 C8 C9 O4 173.6(9) . . . . ? N1 C8 C10 C11 -77.5(11) . . . . ? C6 C1 C2 C3 0.0 . . . . ? C6 C5 C7 N1 6.7(13) . . . . ? C1 C6 C5 C4 0.0 . . . . ? C1 C6 C5 C7 178.5(8) . . . . ? C1 C2 C3 Cl2 176.9(6) . . . . ? C1 C2 C3 C4 0.0 . . . . ? C2 C3 C4 C5 0.0 . . . . ? C3 C4 C5 C6 0.0 . . . . ? C3 C4 C5 C7 -178.6(7) . . . . ? C4 C5 C7 N1 -174.8(8) . . . . ? C5 C6 C1 Cl1 -176.7(6) . . . . ? C5 C6 C1 C2 0.0 . . . . ? C7 N1 C8 C9 -167.1(9) . . . . ? C7 N1 C8 C10 72.0(12) . . . . ? C8 N1 C7 C5 174.9(8) . . . . ? C8 C10 C11 C12 121.6(11) . . . . ? C8 C10 C11 C16 -62.9(13) . . . . ? C9 C8 C10 C11 159.7(9) . . . . ? C10 C8 C9 O3 115.8(10) . . . . ? C10 C8 C9 O4 -62.0(12) . . . . ? C10 C11 C12 C13 176.1(11) . . . . ? C10 C11 C16 C15 -177.7(11) . . . . ? C11 C12 C13 C14 0.4(18) . . . . ? C12 C11 C16 C15 -2.2(16) . . . . ? C12 C13 C14 C15 0.3(18) . . . . ? C13 C14 C15 C16 -2.0(19) . . . . ? C14 C15 C16 C11 3.0(18) . . . . ? C16 C11 C12 C13 0.5(16) . . . . ? loop_ _twin_individual_id _twin_individual_mass_fraction_refined 1 0.88346 2 0.11654