#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/81/2008140.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_2008140 loop_ _publ_author_name 'Baolong Li' 'Jianzhong Zou' 'Chunying Duan' 'Yongjiang Liu' 'Xianwen Wei' 'Zheng Xu' _publ_section_title \m-[1,1'-(1,2-Ethanediyl)bis(1H-1,2,4-triazole)]-N^4^:N^4'^-bis{bis[1,1,1-trifluoro-3-(2-thenoyl)acetonato-O,O']copper(II)} _journal_issue 2 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 165 _journal_page_last 167 _journal_paper_doi 10.1107/S0108270198011846 _journal_volume 55 _journal_year 1999 _chemical_formula_iupac '[Cu2 (C8 H4 F3 O2 S)4 (C6 H8 N6)]' _chemical_formula_sum 'C38 H24 Cu2 F12 N6 O8 S4' _chemical_formula_weight 1175.95 _chemical_name_systematic ; \m-[1,1'-(1,2-Ethanediyl)bis(1,2,4-1H-triazole)]-N^4^:N^4^'-bis{[1,1,1- trifluoro-3-(2-thenoyl)acetonato-O,O']copper(II)} ; _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 _cell_angle_alpha 102.01(2) _cell_angle_beta 97.05(2) _cell_angle_gamma 104.81(2) _cell_formula_units_Z 1 _cell_length_a 9.310(2) _cell_length_b 11.341(4) _cell_length_c 11.887(3) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 15.32 _cell_measurement_theta_min 4.94 _cell_volume 1166.1(6) _computing_cell_refinement XSCANS _computing_data_collection XSCANS _computing_data_reduction XSCANS _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _computing_structure_refinement SHELXTL _computing_structure_solution 'SHELXTL(Siemens, 1995)' _diffrn_ambient_temperature 293(2) _diffrn_measurement_device 'Siemens P4' _diffrn_measurement_method \w/2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.020 _diffrn_reflns_av_sigmaI/netI 0.035 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 4885 _diffrn_reflns_theta_max 25 _diffrn_reflns_theta_min 1.78 _diffrn_standards_decay_% 3.42 _diffrn_standards_interval_count 97 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 1.195 _exptl_absorpt_correction_T_max 0.650 _exptl_absorpt_correction_T_min 0.612 _exptl_absorpt_correction_type '\y scans (North et al., 1968)' _exptl_crystal_colour green _exptl_crystal_density_diffrn 1.674 _exptl_crystal_density_meas ? _exptl_crystal_description block _exptl_crystal_F_000 588 _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.36 _refine_diff_density_max 0.290 _refine_diff_density_min -0.458 _refine_ls_extinction_coef 0.0011(11) _refine_ls_extinction_method 'SHELXTL (Siemens, 1995)' _refine_ls_goodness_of_fit_all 1.013 _refine_ls_goodness_of_fit_obs 1.022 _refine_ls_hydrogen_treatment 'H atoms riding' _refine_ls_matrix_type full _refine_ls_number_parameters 373 _refine_ls_number_reflns 4061 _refine_ls_number_restraints 24 _refine_ls_restrained_S_all 1.035 _refine_ls_restrained_S_obs 1.020 _refine_ls_R_factor_all 0.051 _refine_ls_R_factor_obs 0.038 _refine_ls_shift/esd_max '< 0.001' _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.08P)^2^+0.13P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.123 _refine_ls_wR_factor_obs 0.109 _reflns_number_observed 3307 _reflns_number_total 4065 _reflns_observed_criterion I>2\s(I) _cod_data_source_file da1029.cif _cod_data_source_block xz001 _cod_depositor_comments ; The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not measured' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(Fo^2^)+(0.08P)^2^+0.13P] 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^)+(0.08P)^2^+0.13P] where P=(Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 1166.2(5) _cod_database_code 2008140 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' 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 Cu1 0.0421(2) 0.0405(2) 0.0491(2) 0.00966(15) 0.0097(2) 0.00209(15) S1 0.0786(7) 0.0574(6) 0.1254(10) 0.0070(5) 0.0159(7) 0.0160(6) S2 0.0648(6) 0.0658(6) 0.0849(7) 0.0040(5) 0.0175(5) 0.0200(5) O1 0.0476(12) 0.0529(12) 0.0572(13) 0.0078(10) 0.0139(10) 0.0029(10) O2 0.0567(13) 0.0424(11) 0.0594(14) 0.0100(10) 0.0139(10) -0.0010(9) O3 0.0485(12) 0.0456(11) 0.0593(13) 0.0042(9) 0.0073(10) 0.0021(9) O4 0.0538(13) 0.0447(11) 0.0524(12) 0.0092(10) 0.0101(10) 0.0065(9) N1 0.0408(14) 0.0441(14) 0.079(2) 0.0155(11) 0.0108(12) 0.0119(12) N2 0.039(2) 0.046(2) 0.183(4) 0.0093(13) 0.007(2) 0.020(2) N3 0.0346(13) 0.0399(13) 0.092(2) 0.0114(10) 0.0136(13) 0.0161(13) C1 0.067(2) 0.091(3) 0.059(2) 0.016(2) 0.021(2) 0.011(2) C2 0.042(2) 0.061(2) 0.058(2) 0.0183(15) 0.0118(14) 0.0077(15) C3 0.054(2) 0.069(2) 0.052(2) 0.015(2) 0.0075(15) 0.002(2) C4 0.048(2) 0.047(2) 0.059(2) 0.0229(14) 0.0024(14) -0.0053(14) C5 0.056(2) 0.046(2) 0.078(2) 0.019(2) 0.001(2) 0.002(2) C6 0.083(3) 0.054(2) 0.065(2) 0.018(2) -0.013(2) -0.009(2) C7 0.122(5) 0.072(3) 0.117(4) 0.020(3) -0.039(4) -0.016(3) C8 0.076(3) 0.054(2) 0.174(6) -0.001(2) -0.019(4) 0.008(3) C9 0.075(3) 0.059(2) 0.069(3) 0.005(2) 0.004(2) -0.009(2) C10 0.047(2) 0.046(2) 0.059(2) 0.0123(14) 0.0007(14) 0.0012(14) C11 0.062(2) 0.058(2) 0.051(2) 0.015(2) 0.009(2) 0.0008(14) C12 0.048(2) 0.051(2) 0.051(2) 0.0213(14) 0.0041(13) 0.0108(13) C13 0.048(2) 0.058(2) 0.061(2) 0.0174(15) 0.0089(15) 0.0176(15) C14 0.074(2) 0.079(2) 0.063(2) 0.022(2) 0.025(2) 0.019(2) C15 0.109(4) 0.107(4) 0.088(3) 0.033(3) 0.052(3) 0.039(3) C16 0.073(3) 0.090(3) 0.119(4) 0.014(2) 0.040(3) 0.043(3) C17 0.0310(14) 0.044(2) 0.080(2) 0.0090(12) 0.0120(14) 0.0141(14) C18 0.047(2) 0.039(2) 0.166(4) 0.012(2) 0.007(2) 0.022(2) C19 0.037(2) 0.047(2) 0.100(3) 0.0155(13) 0.014(2) 0.022(2) F1 0.070(6) 0.104(8) 0.123(11) 0.030(6) 0.044(5) 0.043(7) F2 0.103(6) 0.134(8) 0.066(5) -0.016(6) -0.003(4) 0.038(4) F3 0.169(10) 0.062(4) 0.087(5) 0.031(4) 0.050(5) 0.036(3) F4 0.078(7) 0.080(7) 0.132(13) 0.009(5) -0.023(5) -0.025(6) F5 0.185(13) 0.075(5) 0.086(8) 0.003(6) 0.037(7) -0.029(5) F6 0.161(11) 0.039(5) 0.102(6) 0.020(5) 0.022(5) 0.003(5) F4' 0.052(5) 0.092(7) 0.097(6) -0.023(5) 0.003(4) -0.015(4) F5' 0.139(8) 0.094(10) 0.061(6) -0.043(8) 0.001(5) -0.021(4) F6' 0.108(7) 0.049(5) 0.154(14) 0.025(4) -0.009(7) -0.020(5) F1' 0.052(5) 0.128(11) 0.106(7) -0.012(4) 0.020(4) 0.025(6) F2' 0.139(10) 0.158(11) 0.067(5) -0.006(7) 0.048(5) 0.022(5) F3' 0.178(12) 0.192(12) 0.178(15) 0.122(10) 0.107(11) 0.140(11) loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_group _atom_site_type_symbol Cu1 -0.00208(4) 0.72292(3) 0.51819(3) 0.0456(2) Uani d . 1 . Cu S1 -0.36029(14) 0.33996(10) 0.31493(13) 0.0909(4) Uani d . 1 . S S2 -0.30709(12) 0.48512(9) 0.72160(10) 0.0742(3) Uani d . 1 . S O1 0.1001(2) 0.7821(2) 0.3987(2) 0.0551(5) Uani d . 1 . O O2 -0.1161(2) 0.5636(2) 0.4097(2) 0.0555(5) Uani d . 1 . O O3 0.1296(2) 0.8692(2) 0.6366(2) 0.0549(5) Uani d . 1 . O O4 -0.0840(2) 0.6442(2) 0.6353(2) 0.0521(5) Uani d . 1 . O N1 -0.2044(3) 0.8015(2) 0.4961(3) 0.0546(6) Uani d . 1 . N N2 -0.4502(3) 0.7820(3) 0.4528(4) 0.0922(13) Uani d . 1 . N N3 -0.3682(3) 0.9039(2) 0.4736(3) 0.0554(7) Uani d . 1 . N C1 0.1506(4) 0.7999(4) 0.2144(3) 0.0737(10) Uani d D 1 . C C2 0.0614(3) 0.7253(3) 0.2904(3) 0.0539(8) Uani d . 1 . C C3 -0.0436(4) 0.6122(3) 0.2370(3) 0.0610(8) Uani d . 1 . C H3A -0.0595(4) 0.5843(3) 0.1559(3) 0.073 Uiso calc R 1 . H C4 -0.1295(4) 0.5351(3) 0.3001(3) 0.0533(8) Uani d . 1 . C C5 -0.2424(4) 0.4173(3) 0.2378(3) 0.0625(9) Uani d . 1 . C C6 -0.2761(5) 0.3528(3) 0.1175(3) 0.0735(11) Uani d . 1 . C H6A -0.2254(5) 0.3792(3) 0.0604(3) 0.088 Uiso calc R 1 . H C7 -0.3974(7) 0.2436(5) 0.0978(6) 0.117(2) Uani d . 1 . C H7A -0.4357(7) 0.1880(5) 0.0245(6) 0.140 Uiso calc R 1 . H C8 -0.4529(6) 0.2261(4) 0.1926(6) 0.112(2) Uani d . 1 . C H8A -0.5343(6) 0.1582(4) 0.1919(6) 0.134 Uiso calc R 1 . H C9 0.2161(4) 1.0210(3) 0.8148(3) 0.0751(11) Uani d D 1 . C C10 0.1106(4) 0.8923(3) 0.7426(3) 0.0537(8) Uani d . 1 . C C11 0.0133(4) 0.8227(3) 0.7965(3) 0.0596(8) Uani d . 1 . C H11A 0.0094(4) 0.8567(3) 0.8739(3) 0.072 Uiso calc R 1 . H C12 -0.0828(3) 0.7000(3) 0.7393(3) 0.0496(7) Uani d . 1 . C C13 -0.1884(4) 0.6290(3) 0.8003(3) 0.0549(8) Uani d . 1 . C C14 -0.2136(5) 0.6594(4) 0.9151(3) 0.0704(10) Uani d . 1 . C H14A -0.1606(5) 0.7329(4) 0.9716(3) 0.084 Uiso calc R 1 . H C15 -0.3299(6) 0.5634(5) 0.9322(5) 0.0954(14) Uani d . 1 . C H15A -0.3632(6) 0.5668(5) 1.0031(5) 0.115 Uiso calc R 1 . H C16 -0.3897(5) 0.4659(5) 0.8387(5) 0.0911(14) Uani d . 1 . C H16A -0.4678(5) 0.3955(5) 0.8380(5) 0.109 Uiso calc R 1 . H C17 -0.2238(3) 0.9126(3) 0.4980(3) 0.0520(8) Uani d . 1 . C H17A -0.1459(3) 0.9874(3) 0.5145(3) 0.062 Uiso calc R 1 . H C18 -0.3460(4) 0.7259(3) 0.4672(5) 0.0857(14) Uani d . 1 . C H18A -0.3687(4) 0.6393(3) 0.4579(5) 0.103 Uiso calc R 1 . H C19 -0.4409(3) 1.0013(3) 0.4632(4) 0.0603(9) Uani d . 1 . C H19A -0.4864(3) 0.9885(3) 0.3821(4) 0.072 Uiso calc R 1 . H H19B -0.3657(3) 1.0831(3) 0.4876(4) 0.072 Uiso calc R 1 . H F1 0.2897(11) 0.7925(18) 0.2226(18) 0.094(4) Uani d PD 0.50 1 F F2 0.0955(19) 0.7704(14) 0.1012(7) 0.110(4) Uani d PD 0.50 1 F F3 0.1679(18) 0.9226(6) 0.2520(10) 0.102(4) Uani d PD 0.50 1 F F4 0.3607(12) 1.0296(18) 0.824(2) 0.111(6) Uani d PD 0.50 1 F F5 0.193(3) 1.055(2) 0.9227(9) 0.129(6) Uani d PD 0.50 1 F F6 0.193(2) 1.1091(14) 0.7630(18) 0.105(5) Uani d PD 0.50 1 F F4' 0.3567(9) 1.0331(18) 0.798(2) 0.096(4) Uani d PD 0.50 2 F F5' 0.219(2) 1.0343(18) 0.9278(7) 0.120(6) Uani d PD 0.50 2 F F6' 0.182(2) 1.1196(14) 0.7880(18) 0.113(6) Uani d PD 0.50 2 F F1' 0.2959(10) 0.8229(19) 0.2491(19) 0.103(5) Uani d PD 0.50 2 F F2' 0.122(2) 0.7308(14) 0.1061(7) 0.129(6) Uani d PD 0.50 2 F F3' 0.125(2) 0.9074(10) 0.2129(12) 0.149(7) Uani d PD 0.50 2 F 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' F F 0.0171 0.0103 '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_site_symmetry_3 _geom_angle _geom_angle_publ_flag O4 Cu1 O2 . 84.24(9) yes O4 Cu1 O1 . 170.40(9) yes O2 Cu1 O1 . 92.39(9) yes O4 Cu1 O3 . 92.29(9) yes O2 Cu1 O3 . 171.81(9) yes O1 Cu1 O3 . 89.84(9) yes O4 Cu1 N1 . 89.88(10) yes O2 Cu1 N1 . 91.17(10) yes O1 Cu1 N1 . 99.19(10) yes O3 Cu1 N1 . 96.24(10) yes C8 S1 C5 . 91.4(3) ? C16 S2 C13 . 91.0(2) ? C2 O1 Cu1 . 123.0(2) ? C4 O2 Cu1 . 127.5(2) ? C10 O3 Cu1 . 121.9(2) ? C12 O4 Cu1 . 125.9(2) ? C17 N1 C18 . 102.3(3) ? C17 N1 Cu1 . 136.1(2) ? C18 N1 Cu1 . 121.4(2) ? C18 N2 N3 . 102.4(3) ? C17 N3 N2 . 109.2(3) ? C17 N3 C19 . 129.6(3) ? N2 N3 C19 . 121.1(3) ? F3' C1 F1' . 107.4(10) ? F3' C1 F2' . 108.6(9) ? F1' C1 F2' . 105.1(10) ? F1 C1 F2 . 105.6(10) ? F1 C1 F3 . 103.8(9) ? F2 C1 F3 . 105.8(8) ? F3' C1 C2 . 115.0(8) ? F1' C1 C2 . 110.6(11) ? F1 C1 C2 . 112.0(11) ? F2' C1 C2 . 109.7(8) ? F2 C1 C2 . 117.7(8) ? F3 C1 C2 . 111.0(7) ? O1 C2 C3 . 129.4(3) ? O1 C2 C1 . 111.9(3) ? C3 C2 C1 . 118.8(3) ? C2 C3 C4 . 122.9(3) ? O2 C4 C3 . 123.6(3) ? O2 C4 C5 . 116.2(3) ? C3 C4 C5 . 120.2(3) ? C6 C5 C4 . 130.4(4) ? C6 C5 S1 . 111.3(3) ? C4 C5 S1 . 118.3(3) ? C7 C6 C5 . 109.7(4) ? C8 C7 C6 . 114.4(5) ? C7 C8 S1 . 113.1(4) ? F5' C9 F4' . 106.7(10) ? F4 C9 F5 . 106.0(11) ? F4 C9 F6 . 106.9(10) ? F5 C9 F6 . 106.2(10) ? F5' C9 F6' . 107.1(10) ? F4' C9 F6' . 105.3(10) ? F4 C9 C10 . 114.2(9) ? F5' C9 C10 . 111.8(8) ? F4' C9 C10 . 110.6(9) ? F5 C9 C10 . 114.4(10) ? F6 C9 C10 . 108.7(9) ? F6' C9 C10 . 114.7(9) ? O3 C10 C11 . 129.9(3) ? O3 C10 C9 . 111.7(3) ? C11 C10 C9 . 118.3(3) ? C10 C11 C12 . 122.6(3) ? O4 C12 C11 . 123.8(3) ? O4 C12 C13 . 115.4(3) ? C11 C12 C13 . 120.8(3) ? C14 C13 C12 . 130.8(3) ? C14 C13 S2 . 111.8(3) ? C12 C13 S2 . 117.4(2) ? C15 C14 C13 . 110.0(4) ? C16 C15 C14 . 114.8(4) ? C15 C16 S2 . 112.4(3) ? N3 C17 N1 . 110.8(3) ? N2 C18 N1 . 115.3(3) ? N3 C19 C19 2_476 110.7(3) yes 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 Cu1 O4 . 1.936(2) yes Cu1 O2 . 1.941(2) yes Cu1 O1 . 1.943(2) yes Cu1 O3 . 1.950(2) yes Cu1 N1 . 2.290(3) yes S1 C8 . 1.694(6) ? S1 C5 . 1.704(4) ? S2 C16 . 1.698(5) ? S2 C13 . 1.717(3) ? O1 C2 . 1.274(4) ? O2 C4 . 1.257(4) ? O3 C10 . 1.276(4) ? O4 C12 . 1.263(4) ? N1 C17 . 1.315(4) ? N1 C18 . 1.334(4) ? N2 C18 . 1.302(5) ? N2 N3 . 1.352(4) ? N3 C17 . 1.314(4) ? N3 C19 . 1.454(4) yes C1 F3' . 1.304(8) ? C1 F1' . 1.307(8) ? C1 F1 . 1.312(8) ? C1 F2' . 1.316(8) ? C1 F2 . 1.320(8) ? C1 F3 . 1.330(7) ? C1 C2 . 1.538(5) ? C2 C3 . 1.369(5) ? C3 C4 . 1.425(5) ? C4 C5 . 1.456(4) ? C5 C6 . 1.420(5) ? C6 C7 . 1.401(7) ? C7 C8 . 1.326(8) ? C9 F4 . 1.313(9) ? C9 F5' . 1.316(8) ? C9 F4' . 1.323(8) ? C9 F5 . 1.321(9) ? C9 F6 . 1.324(8) ? C9 F6' . 1.326(9) ? C9 C10 . 1.539(4) ? C10 C11 . 1.357(5) ? C11 C12 . 1.421(5) ? C12 C13 . 1.467(5) ? C13 C14 . 1.400(5) ? C14 C15 . 1.394(6) ? C15 C16 . 1.337(7) ? C19 C19 2_476 1.486(7) yes loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 139056418