#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/85/2008530.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2008530 loop_ _publ_author_name 'Castellari, Carlo' 'Feroci, Giorgio' 'Ottani, Stefano' _publ_section_title ;Diclofenac interactions: tetrakis[\m-2-(2,6-dichloroanilino)phenylacetato]-1:2\k^8^O:O'-diacetone-1\kO,2\kO-dicopper(II)(Cu---Cu) acetaldehyde solvate ; _journal_issue 6 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 907 _journal_page_last 910 _journal_paper_doi 10.1107/S0108270199002206 _journal_volume 55 _journal_year 1999 _chemical_formula_iupac '[Cu2 (C14 H10 Cl2 N O2)4 (C3 H6 O)2], C2 H4 O' _chemical_formula_moiety 'C62 H52 Cl8 Cu2 N4 O10, C2 H4 O' _chemical_formula_sum 'C64 H56 Cl8 Cu2 N4 O11' _chemical_formula_weight 1467.80 _chemical_name_systematic ; Tetra-\m-[(2,6-dichlorophenyl)amino-phenyl(acetato-O,O')]-bis(acetone-O) -di-copper(II), acetaldeyde solvate ; _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _audit_creation_method SHELXL-97 _cell_angle_alpha 110.13(6) _cell_angle_beta 96.85(3) _cell_angle_gamma 81.97(4) _cell_formula_units_Z 1 _cell_length_a 11.148(2) _cell_length_b 14.470(10) _cell_length_c 11.080(10) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 15.55 _cell_measurement_theta_min 6.13 _cell_volume 1657(2) _computing_cell_refinement 'CAD-4 Software' _computing_data_collection 'CAD-4 Software (Enraf-Nonius, 1989)' _computing_data_reduction 'MolEN (Fair, 1990)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measurement_device 'Enraf-Nonius CAD-4' _diffrn_measurement_method 'profile data from \w' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents 0.031 _diffrn_reflns_av_sigmaI/netI 0.1027 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 10052 _diffrn_reflns_theta_full 29.96 _diffrn_reflns_theta_max 29.96 _diffrn_reflns_theta_min 2.51 _diffrn_standards_decay_% 4.7 _diffrn_standards_interval_time 160 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 1.025 _exptl_absorpt_correction_T_max 0.857 _exptl_absorpt_correction_T_min 0.772 _exptl_absorpt_correction_type 'empirical via \y scan (North et al., 1968)' _exptl_crystal_colour 'dark green' _exptl_crystal_density_diffrn 1.471 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 750 _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.15 _refine_diff_density_max 0.32 _refine_diff_density_min -0.42 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.902 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 428 _refine_ls_number_reflns 9621 _refine_ls_number_restraints 43 _refine_ls_restrained_S_all 0.903 _refine_ls_R_factor_all 0.137 _refine_ls_R_factor_gt 0.042 _refine_ls_shift/su_max 0.017 _refine_ls_shift/su_mean 0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0463P)^2^+0.2788P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref 0.110 _reflns_number_gt 4100 _reflns_number_total 9621 _reflns_threshold_expression I>2\s(I) _cod_data_source_file bm1274.cif _cod_data_source_block 1 _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(Fo^2^)+(0.0463P)^2^+0.2788P] where P = (Fo^2^+2Fc^2^)/3' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w = 1/[\s^2^(Fo^2^)+(0.0463P)^2^+0.2788P] where P = (Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_database_code 2008530 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol Cu .59750(3) .54510(2) .54571(3) .03720(10) Uani d . 1 . . Cu O1A .48471(17) .64453(12) .66092(18) .0507(5) Uani d . 1 . . O O2A .31962(16) .56487(13) .58589(18) .0510(5) Uani d . 1 . . O Cl1A .66796(12) .84814(9) .59754(13) .1233(4) Uani d D 1 . . Cl Cl2A .33935(9) 1.05197(7) .93567(9) .0880(3) Uani d D 1 . . Cl N1A .4429(3) .87358(19) .7326(3) .0645(7) Uani d D 1 . . N H1A .486(3) .817(2) .706(3) .064(9) Uiso d D 1 . . H C1A .3257(3) .8710(2) .6678(3) .0587(8) Uani d D 1 . . C C2A .2546(3) .7997(2) .6669(3) .0531(7) Uani d D 1 . . C C3A .1379(3) .7992(2) .6042(3) .0713(9) Uani d D 1 . . C H2A .0893 .7513 .6019 .086 Uiso calc R 1 . . H C4A .0939(4) .8687(3) .5457(4) .0947(14) Uani d D 1 . . C H3A .0161 .8675 .5046 .114 Uiso calc R 1 . . H C5A .1641(4) .9383(3) .5484(4) .0896(13) Uani d D 1 . . C H4A .1337 .9855 .5100 .108 Uiso calc R 1 . . H C6A .2805(3) .9403(2) .6074(3) .0772(10) Uani d D 1 . . C H5A .3287 .9877 .6068 .093 Uiso calc R 1 . . H C7A .5071(3) .9569(2) .7651(3) .0614(8) Uani d D 1 . . C C8A .6141(4) .9556(2) .7131(4) .0779(10) Uani d D 1 . . C C9A .6783(4) 1.0376(3) .7507(4) .0943(13) Uani d D 1 . . C H6A .7506 1.0344 .7146 .113 Uiso calc R 1 . . H C10A .6354(5) 1.1220(3) .8397(5) .1002(14) Uani d D 1 . . C H7A .6781 1.1772 .8644 .120 Uiso calc R 1 . . H C11A .5304(4) 1.1275(2) .8941(4) .0877(13) Uani d D 1 . . C H8A .5011 1.1862 .9550 .105 Uiso calc R 1 . . H C12A .4673(3) 1.0451(2) .8581(3) .0657(9) Uani d D 1 . . C C13A .2958(3) .72669(19) .7371(3) .0526(7) Uani d . 1 . . C H9A .2253 .7050 .7588 .063 Uiso calc R 1 . . H H10A .3424 .7588 .8168 .063 Uiso calc R 1 . . H C14A .3729(3) .63795(19) .6555(3) .0444(6) Uani d . 1 . . C O1B .61906(15) .45876(12) .65218(17) .0459(4) Uani d . 1 . . O O2B .44936(16) .38496(13) .57846(18) .0499(5) Uani d . 1 . . O Cl1B .96754(9) .44436(7) .60513(10) .0836(3) Uani d D 1 . . Cl Cl2B .95138(10) .17901(7) .84221(11) .0962(3) Uani d D 1 . . Cl N1B .8443(2) .34255(19) .7377(3) .0566(7) Uani d D 1 . . N H1B .810(3) .370(2) .680(3) .061(9) Uiso d D 1 . . H C1B .7856(3) .37511(19) .8528(3) .0471(7) Uani d D 1 . . C C2B .6615(3) .36813(19) .8463(3) .0472(7) Uani d D 1 . . C C3B .6058(3) .3997(2) .9598(3) .0688(9) Uani d D 1 . . C H2B .5228 .3960 .9563 .083 Uiso calc R 1 . . H C4B .6685(5) .4369(3) 1.0794(4) .0893(13) Uani d D 1 . . C H3B .6286 .4580 1.1549 .107 Uiso calc R 1 . . H C5B .7899(5) .4417(3) 1.0829(4) .0911(13) Uani d D 1 . . C H4B .8336 .4654 1.1622 .109 Uiso calc R 1 . . H C6B .8494(3) .4120(2) .9716(3) .0689(9) Uani d D 1 . . C H5B .9323 .4167 .9762 .083 Uiso calc R 1 . . H C7B .9695(2) .3163(2) .7315(3) .0517(7) Uani d D 1 . . C C8B 1.0391(3) .3559(2) .6701(3) .0592(8) Uani d D 1 . . C C9B 1.1614(3) .3277(3) .6566(4) .0754(10) Uani d D 1 . . C H6B 1.2046 .3551 .6129 .090 Uiso calc R 1 . . H C10B 1.2182(3) .2582(3) .7089(4) .0909(13) Uani d D 1 . . C H7B 1.3013 .2403 .7039 .109 Uiso calc R 1 . . H C11B 1.1535(4) .2155(3) .7680(4) .0832(11) Uani d D 1 . . C H8B 1.1922 .1679 .8023 .100 Uiso calc R 1 . . H C12B 1.0309(3) .2428(2) .7770(3) .0625(8) Uani d D 1 . . C C13B .5892(2) .32530(19) .7194(3) .0482(7) Uani d . 1 . . C H9B .5179 .3013 .7358 .058 Uiso calc R 1 . . H H10B .6381 .2687 .6655 .058 Uiso calc R 1 . . H C14B .5484(2) .39597(18) .6451(2) .0394(6) Uani d . 1 . . C O3 .75402(17) .62424(14) .6390(2) .0589(5) Uani d . 1 . . O C15 .7948(3) .6592(2) .7499(4) .0705(10) Uani d . 1 . . C C16 .7384(4) .6531(3) .8609(4) .1076(15) Uani d . 1 . . C H11 .7293 .7175 .9253 .129 Uiso calc R 1 . . H H12 .7892 .6083 .8969 .129 Uiso calc R 1 . . H H13 .6600 .6295 .8326 .129 Uiso calc R 1 . . H C17 .9063(4) .7103(4) .7800(5) .150(2) Uani d . 1 . . C H14 .8845 .7795 .7936 .180 Uiso calc R 1 . . H H15 .9572 .6825 .7094 .180 Uiso calc R 1 . . H H16 .9494 .7021 .8567 .180 Uiso calc R 1 . . H C18 -.0787(7) .0596(5) .0782(8) .091(3) Uani d PD .50 A -1 C H17 -.0913 .1296 .0939 .109 Uiso calc PR .50 A -1 H H18 -.0800 .0472 .1577 .109 Uiso calc PR .50 A -1 H H19 -.1420 .0280 .0178 .109 Uiso calc PR .50 A -1 H C19 .0416(8) .0192(8) .0240(11) .146(5) Uani d PDU .50 A -1 C H20 .0539 -.0359 -.0493 .175 Uiso calc PR .50 A -1 H O4 .1217(8) .0686(7) .0893(11) .214(5) Uani d PDU .50 A -1 O loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Cu .03701(18) .03015(15) .04455(19) -.00471(12) -.00645(13) .01526(13) O1A .0465(12) .0382(10) .0604(12) -.0012(8) .0022(9) .0094(9) O2A .0469(11) .0435(10) .0565(12) -.0023(9) .0045(9) .0099(9) Cl1A .1355(11) .0896(8) .1296(10) .0010(7) .0488(9) .0094(7) Cl2A .0977(7) .0778(6) .0787(6) .0196(5) .0015(5) .0266(5) N1A .0672(18) .0365(14) .085(2) -.0009(13) -.0136(15) .0223(14) C1A .067(2) .0398(16) .060(2) .0042(15) -.0092(16) .0141(14) C2A .0560(18) .0441(16) .0459(17) .0091(14) .0017(14) .0045(13) C3A .064(2) .058(2) .074(2) .0010(16) -.0036(18) .0045(18) C4A .089(3) .067(2) .095(3) .019(2) -.033(2) .009(2) C5A .109(3) .058(2) .083(3) .018(2) -.031(2) .021(2) C6A .099(3) .0486(18) .078(2) .0049(18) -.018(2) .0259(17) C7A .076(2) .0395(16) .067(2) -.0029(15) -.0127(18) .0236(15) C8A .090(3) .057(2) .088(3) -.0042(19) .000(2) .0300(19) C9A .101(3) .075(3) .121(4) -.024(2) -.001(3) .048(3) C10A .115(4) .055(2) .136(4) -.024(2) -.026(3) .045(3) C11A .115(3) .0388(18) .098(3) -.007(2) -.031(3) .0216(19) C12A .080(2) .0472(18) .066(2) .0014(16) -.0144(18) .0243(16) C13A .0602(18) .0439(15) .0499(17) .0032(13) .0139(14) .0110(13) C14A .0524(18) .0387(14) .0431(16) .0005(13) .0024(13) .0175(13) O1B .0460(11) .0406(10) .0580(12) -.0123(8) -.0141(9) .0280(9) O2B .0466(11) .0492(11) .0623(12) -.0117(9) -.0138(9) .0328(10) Cl1B .0979(7) .0731(6) .0983(7) -.0015(5) .0177(6) .0515(5) Cl2B .1183(8) .0789(6) .1120(8) -.0104(6) -.0033(7) .0619(6) N1B .0445(14) .0765(18) .0592(17) -.0039(13) -.0041(12) .0392(15) C1B .0544(17) .0432(15) .0475(17) -.0055(13) -.0058(14) .0227(13) C2B .0554(17) .0425(15) .0497(17) .0044(13) .0017(14) .0274(13) C3B .075(2) .069(2) .073(2) .0217(17) .0186(19) .0436(19) C4B .124(4) .077(3) .058(2) .038(3) .021(2) .027(2) C5B .135(4) .066(2) .050(2) .015(2) -.020(2) .0107(18) C6B .075(2) .060(2) .066(2) -.0074(17) -.0230(19) .0227(18) C7B .0444(16) .0523(17) .0587(18) -.0050(13) -.0063(14) .0223(14) C8B .059(2) .0529(17) .063(2) -.0067(15) .0007(16) .0174(15) C9B .058(2) .079(2) .082(3) -.0129(18) .0142(19) .012(2) C10B .052(2) .096(3) .101(3) .012(2) .004(2) .012(3) C11B .073(3) .071(2) .088(3) .016(2) -.015(2) .021(2) C12B .066(2) .0545(17) .065(2) -.0014(15) -.0107(16) .0247(16) C13B .0465(16) .0451(15) .0630(18) -.0094(12) -.0086(14) .0330(14) C14B .0421(15) .0362(13) .0414(15) .0015(11) .0011(12) .0174(12) O3 .0508(12) .0530(12) .0712(15) -.0165(10) -.0170(11) .0213(11) C15 .062(2) .0504(18) .091(3) -.0116(16) -.021(2) .0206(19) C16 .127(4) .102(3) .081(3) -.035(3) -.031(3) .018(3) C17 .118(4) .178(5) .153(5) -.095(4) -.059(4) .046(4) C18 .093(6) .072(5) .092(6) -.020(4) .059(5) -.014(4) C19 .162(13) .148(11) .164(12) -.078(9) -.066(9) .101(10) O4 .148(7) .179(8) .225(10) .018(6) -.030(7) -.019(8) 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' O O 0.0106 0.0060 '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_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O2A Cu O2B 2_666 2_666 90.40(10) ? O2A Cu O1B 2_666 . 86.90(10) ? O2B Cu O1B 2_666 . 168.76(7) ? O2A Cu O1A 2_666 . 168.77(7) ? O2B Cu O1A 2_666 . 87.25(10) ? O1B Cu O1A . . 93.29(10) y O2A Cu O3 2_666 . 98.48(9) ? O2B Cu O3 2_666 . 96.44(9) ? O1B Cu O3 . . 94.75(9) y O1A Cu O3 . . 92.70(9) y O2A Cu Cu 2_666 2_666 85.68(7) ? O2B Cu Cu 2_666 2_666 86.52(7) ? O1B Cu Cu . 2_666 82.40(7) ? O1A Cu Cu . 2_666 83.22(8) ? O3 Cu Cu . 2_666 174.85(6) ? C14A O1A Cu . . 123.61(17) ? C14A O2A Cu . 2_666 121.56(18) ? C7A N1A C1A . . 121.6(2) ? C7A N1A H1A . . 115(2) ? C1A N1A H1A . . 112(2) ? C2A C1A C6A . . 120.0(3) ? C2A C1A N1A . . 119.1(3) ? C6A C1A N1A . . 120.9(3) ? C1A C2A C3A . . 118.4(3) ? C1A C2A C13A . . 122.3(3) ? C3A C2A C13A . . 119.2(3) ? C4A C3A C2A . . 121.0(4) ? C4A C3A H2A . . 119.5 ? C2A C3A H2A . . 119.5 ? C5A C4A C3A . . 119.8(4) ? C5A C4A H3A . . 120.1 ? C3A C4A H3A . . 120.1 ? C4A C5A C6A . . 120.9(3) ? C4A C5A H4A . . 119.5 ? C6A C5A H4A . . 119.5 ? C5A C6A C1A . . 119.8(4) ? C5A C6A H5A . . 120.1 ? C1A C6A H5A . . 120.1 ? C8A C7A C12A . . 116.3(3) ? C8A C7A N1A . . 123.1(3) ? C12A C7A N1A . . 120.5(3) ? C7A C8A C9A . . 122.0(4) ? C7A C8A Cl1A . . 118.3(3) ? C9A C8A Cl1A . . 119.6(3) ? C10A C9A C8A . . 119.6(4) ? C10A C9A H6A . . 120.2 ? C8A C9A H6A . . 120.2 ? C9A C10A C11A . . 120.8(4) ? C9A C10A H7A . . 119.6 ? C11A C10A H7A . . 119.6 ? C10A C11A C12A . . 119.6(4) ? C10A C11A H8A . . 120.2 ? C12A C11A H8A . . 120.2 ? C11A C12A C7A . . 121.6(4) ? C11A C12A Cl2A . . 118.5(3) ? C7A C12A Cl2A . . 119.8(3) ? C2A C13A C14A . . 111.2(2) ? C2A C13A H9A . . 109.4 ? C14A C13A H9A . . 109.4 ? C2A C13A H10A . . 109.4 ? C14A C13A H10A . . 109.4 ? H9A C13A H10A . . 108.0 ? O2A C14A O1A . . 125.5(2) ? O2A C14A C13A . . 117.3(2) ? O1A C14A C13A . . 117.2(2) ? C14B O1B Cu . . 124.63(16) ? C14B O2B Cu . 2_666 120.49(16) ? C7B N1B C1B . . 123.8(2) ? C7B N1B H1B . . 114.5(19) ? C1B N1B H1B . . 113.7(19) ? C6B C1B C2B . . 119.9(3) ? C6B C1B N1B . . 121.2(3) ? C2B C1B N1B . . 118.9(2) ? C3B C2B C1B . . 118.0(3) ? C3B C2B C13B . . 120.2(3) ? C1B C2B C13B . . 121.8(3) ? C2B C3B C4B . . 122.7(4) ? C2B C3B H2B . . 118.7 ? C4B C3B H2B . . 118.7 ? C5B C4B C3B . . 118.0(4) ? C5B C4B H3B . . 121.0 ? C3B C4B H3B . . 121.0 ? C4B C5B C6B . . 121.5(4) ? C4B C5B H4B . . 119.3 ? C6B C5B H4B . . 119.3 ? C5B C6B C1B . . 119.9(4) ? C5B C6B H5B . . 120.1 ? C1B C6B H5B . . 120.1 ? C8B C7B C12B . . 115.3(3) ? C8B C7B N1B . . 122.1(3) ? C12B C7B N1B . . 122.4(3) ? C9B C8B C7B . . 123.4(3) ? C9B C8B Cl1B . . 118.7(3) ? C7B C8B Cl1B . . 118.0(2) ? C10B C9B C8B . . 118.6(4) ? C10B C9B H6B . . 120.7 ? C8B C9B H6B . . 120.7 ? C11B C10B C9B . . 120.3(3) ? C11B C10B H7B . . 119.8 ? C9B C10B H7B . . 119.8 ? C10B C11B C12B . . 119.9(3) ? C10B C11B H8B . . 120.0 ? C12B C11B H8B . . 120.0 ? C11B C12B C7B . . 122.3(3) ? C11B C12B Cl2B . . 117.7(3) ? C7B C12B Cl2B . . 119.9(2) ? C2B C13B C14B . . 115.3(2) ? C2B C13B H9B . . 108.4 ? C14B C13B H9B . . 108.4 ? C2B C13B H10B . . 108.4 ? C14B C13B H10B . . 108.4 ? H9B C13B H10B . . 107.5 ? O2B C14B O1B . . 125.5(2) ? O2B C14B C13B . . 117.2(2) ? O1B C14B C13B . . 117.2(2) ? C15 O3 Cu . . 134.8(2) y O3 C15 C17 . . 120.5(4) y O3 C15 C16 . . 123.0(3) y C17 C15 C16 . . 116.5(4) y C15 C16 H11 . . 109.5 ? C15 C16 H12 . . 109.5 ? H11 C16 H12 . . 109.5 ? C15 C16 H13 . . 109.5 ? H11 C16 H13 . . 109.5 ? H12 C16 H13 . . 109.5 ? C15 C17 H14 . . 109.5 ? C15 C17 H15 . . 109.5 ? H14 C17 H15 . . 109.5 ? C15 C17 H16 . . 109.5 ? H14 C17 H16 . . 109.5 ? H15 C17 H16 . . 109.5 ? O4 C19 C18 . . 110.7(10) ? O4 C19 H20 . . 124.6 ? C18 C19 H20 . . 124.6 ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Cu O2A 2_666 1.956(2) ? Cu O2B 2_666 1.957(2) ? Cu O1B . 1.968(2) y Cu O1A . 1.973(2) y Cu O3 . 2.177(2) y Cu Cu 2_666 2.6103(13) ? O1A C14A . 1.256(3) y O2A C14A . 1.254(3) y O2A Cu 2_666 1.956(2) ? Cl1A C8A . 1.724(4) ? Cl2A C12A . 1.725(4) ? N1A C7A . 1.406(4) ? N1A C1A . 1.412(4) ? N1A H1A . .86(2) ? C1A C2A . 1.383(4) ? C1A C6A . 1.396(4) ? C2A C3A . 1.399(4) ? C2A C13A . 1.509(4) ? C3A C4A . 1.381(5) ? C3A H2A . .9300 ? C4A C5A . 1.351(5) ? C4A H3A . .9300 ? C5A C6A . 1.381(5) ? C5A H4A . .9300 ? C6A H5A . .9300 ? C7A C8A . 1.381(5) ? C7A C12A . 1.390(4) ? C8A C9A . 1.386(5) ? C9A C10A . 1.347(6) ? C9A H6A . .9300 ? C10A C11A . 1.359(6) ? C10A H7A . .9300 ? C11A C12A . 1.384(5) ? C11A H8A . .9300 ? C13A C14A . 1.511(4) ? C13A H9A . .9700 ? C13A H10A . .9700 ? O1B C14B . 1.261(3) y O2B C14B . 1.250(3) y O2B Cu 2_666 1.957(2) ? Cl1B C8B . 1.733(3) ? Cl2B C12B . 1.733(3) ? N1B C7B . 1.398(3) ? N1B C1B . 1.405(4) ? N1B H1B . .88(2) ? C1B C6B . 1.387(4) ? C1B C2B . 1.392(4) ? C2B C3B . 1.373(4) ? C2B C13B . 1.510(4) ? C3B C4B . 1.388(5) ? C3B H2B . .9300 ? C4B C5B . 1.360(6) ? C4B H3B . .9300 ? C5B C6B . 1.377(5) ? C5B H4B . .9300 ? C6B H5B . .9300 ? C7B C8B . 1.382(4) ? C7B C12B . 1.392(4) ? C8B C9B . 1.379(4) ? C9B C10B . 1.372(5) ? C9B H6B . .9300 ? C10B C11B . 1.358(5) ? C10B H7B . .9300 ? C11B C12B . 1.375(5) ? C11B H8B . .9300 ? C13B C14B . 1.513(3) ? C13B H9B . .9700 ? C13B H10B . .9700 ? O3 C15 . 1.214(4) y C15 C17 . 1.480(5) y C15 C16 . 1.481(6) y C16 H11 . .9600 ? C16 H12 . .9600 ? C16 H13 . .9600 ? C17 H14 . .9600 ? C17 H15 . .9600 ? C17 H16 . .9600 ? C18 C19 . 1.493(7) ? C18 H17 . .9600 ? C18 H18 . .9600 ? C18 H19 . .9600 ? C19 O4 . 1.225(6) ? C19 H20 . .9300 ? 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_site_symmetry_1 _geom_torsion O2A Cu O1A C14A 2_666 7.1(5) O2B Cu O1A C14A 2_666 85.2(2) O1B Cu O1A C14A . -83.5(2) O3 Cu O1A C14A . -178.4(2) Cu Cu O1A C14A 2_666 -1.59(19) C7A N1A C1A C2A . -163.8(3) C7A N1A C1A C6A . 15.0(5) C6A C1A C2A C3A . 0.1(4) N1A C1A C2A C3A . 178.9(3) C6A C1A C2A C13A . -176.4(3) N1A C1A C2A C13A . 2.4(4) C1A C2A C3A C4A . -0.7(5) C13A C2A C3A C4A . 176.0(3) C2A C3A C4A C5A . 0.2(6) C3A C4A C5A C6A . 0.9(6) C4A C5A C6A C1A . -1.5(6) C2A C1A C6A C5A . 1.0(5) N1A C1A C6A C5A . -177.8(3) C1A N1A C7A C8A . -115.0(4) C1A N1A C7A C12A . 68.2(4) C12A C7A C8A C9A . -0.4(5) N1A C7A C8A C9A . -177.3(3) C12A C7A C8A Cl1A . 179.8(2) N1A C7A C8A Cl1A . 2.9(4) C7A C8A C9A C10A . -0.6(6) Cl1A C8A C9A C10A . 179.2(3) C8A C9A C10A C11A . 0.6(6) C9A C10A C11A C12A . 0.5(6) C10A C11A C12A C7A . -1.6(5) C10A C11A C12A Cl2A . 176.2(3) C8A C7A C12A C11A . 1.5(5) N1A C7A C12A C11A . 178.5(3) C8A C7A C12A Cl2A . -176.3(2) N1A C7A C12A Cl2A . 0.8(4) C1A C2A C13A C14A . -85.0(3) C3A C2A C13A C14A . 98.5(3) Cu O2A C14A O1A 2_666 -8.9(4) Cu O2A C14A C13A 2_666 169.31(17) Cu O1A C14A O2A . 6.7(4) Cu O1A C14A C13A . -171.51(17) C2A C13A C14A O2A . -91.9(3) C2A C13A C14A O1A . 86.5(3) O2A Cu O1B C14B 2_666 -84.7(2) O2B Cu O1B C14B 2_666 -8.3(5) O1A Cu O1B C14B . 84.1(2) O3 Cu O1B C14B . 177.1(2) Cu Cu O1B C14B 2_666 1.37(19) C7B N1B C1B C6B . 19.8(4) C7B N1B C1B C2B . -159.0(3) C6B C1B C2B C3B . 0.8(4) N1B C1B C2B C3B . 179.6(2) C6B C1B C2B C13B . -177.9(2) N1B C1B C2B C13B . 0.9(4) C1B C2B C3B C4B . -0.7(4) C13B C2B C3B C4B . 178.0(3) C2B C3B C4B C5B . -0.2(5) C3B C4B C5B C6B . 1.0(6) C4B C5B C6B C1B . -0.9(5) C2B C1B C6B C5B . 0.0(4) N1B C1B C6B C5B . -178.8(3) C1B N1B C7B C8B . -128.1(3) C1B N1B C7B C12B . 57.4(4) C12B C7B C8B C9B . -1.6(4) N1B C7B C8B C9B . -176.5(3) C12B C7B C8B Cl1B . 177.5(2) N1B C7B C8B Cl1B . 2.6(4) C7B C8B C9B C10B . -1.4(5) Cl1B C8B C9B C10B . 179.5(3) C8B C9B C10B C11B . 2.7(6) C9B C10B C11B C12B . -0.8(6) C10B C11B C12B C7B . -2.4(5) C10B C11B C12B Cl2B . 175.1(3) C8B C7B C12B C11B . 3.5(5) N1B C7B C12B C11B . 178.4(3) C8B C7B C12B Cl2B . -174.0(2) N1B C7B C12B Cl2B . 0.9(4) C3B C2B C13B C14B . 99.2(3) C1B C2B C13B C14B . -82.1(3) Cu O2B C14B O1B 2_666 8.9(4) Cu O2B C14B C13B 2_666 -168.49(17) Cu O1B C14B O2B . -6.6(4) Cu O1B C14B C13B . 170.80(17) C2B C13B C14B O2B . -147.5(3) C2B C13B C14B O1B . 34.8(4) O2A Cu O3 C15 2_666 -131.0(3) O2B Cu O3 C15 2_666 137.6(3) O1B Cu O3 C15 . -43.4(3) O1A Cu O3 C15 . 50.1(3) Cu Cu O3 C15 2_666 12.7(8) Cu O3 C15 C17 . -179.6(3) Cu O3 C15 C16 . 0.8(5) loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 139056599