#------------------------------------------------------------------------------ #$Date: 2011-09-10 06:16:28 +0300 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2013898.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_2013898 loop_ _publ_author_name 'Chaigneau, Julienne' 'Marrot, Jerome' 'Riou, Didier' _publ_section_title ; Diaquatetrakis(pyridine-2,6-dicarboxylato-\k^2^O^2^,O^6^)tetrakis(\m-pyridine-3,5-dicarboxylic acid-\k^2^N:O)tetracopper(II): a copper complex with tetrameric molecular units ; _journal_issue 3 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first m101 _journal_page_last m103 _journal_volume 60 _journal_year 2004 _chemical_formula_iupac '[Cu4 (C7 H3 N O4)4 (C7 H5 N O4)4 (H2 O)2]' _chemical_formula_moiety 'C56 H36 Cu4 N8 O34' _chemical_formula_sum 'C56 H36 Cu4 N8 O34' _chemical_formula_weight 1619.09 _chemical_name_common ; Diaquatetrakis(pyridine-2,6-dicarboxylato-\k^2^O^2^,O^6^)tetrakis(\m-pyridine- 3,5-dicarboxylic acid-\k^2^N:O)tetracopper(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' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 96.4800(10) _cell_angle_beta 94.9710(10) _cell_angle_gamma 95.2290(10) _cell_formula_units_Z 1 _cell_length_a 7.1350(2) _cell_length_b 11.86140(10) _cell_length_c 17.0675(3) _cell_measurement_reflns_used 3414 _cell_measurement_temperature 296(2) _cell_measurement_theta_max 27.00 _cell_measurement_theta_min 1.21 _cell_volume 1422.36(5) _computing_cell_refinement 'SAINT (Bruker, 1996)' _computing_data_collection 'SMART (Bruker, 1996)' _computing_data_reduction SAINT _computing_molecular_graphics 'SHELXTL (Bruker, 1996)' _computing_publication_material 'SHELXTL and PLATON (Spek, 2003)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 296(2) _diffrn_measured_fraction_theta_full 0.988 _diffrn_measured_fraction_theta_max 0.988 _diffrn_measurement_device_type ; Bruker SMART 1K CCD ; _diffrn_measurement_method '\f and \w scans' _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 0.0335 _diffrn_reflns_av_sigmaI/netI 0.0854 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_number 8996 _diffrn_reflns_theta_full 27.00 _diffrn_reflns_theta_max 27.00 _diffrn_reflns_theta_min 1.21 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 1.592 _exptl_absorpt_correction_T_max 0.9105 _exptl_absorpt_correction_T_min 0.7847 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Sheldrick, 1997)' _exptl_crystal_colour blue _exptl_crystal_density_diffrn 1.890 _exptl_crystal_density_method 'not measured' _exptl_crystal_description parallelepiped _exptl_crystal_F_000 816 _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.06 _refine_diff_density_max 0.531 _refine_diff_density_min -0.998 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.986 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 471 _refine_ls_number_reflns 6126 _refine_ls_number_restraints 2 _refine_ls_restrained_S_all 0.986 _refine_ls_R_factor_all 0.0970 _refine_ls_R_factor_gt 0.0492 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0645P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1256 _refine_ls_wR_factor_ref 0.1383 _reflns_number_gt 3728 _reflns_number_total 6126 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file tr1072.cif _[local]_cod_data_source_block I _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_values 1715 2011-07-08 13:25:40Z adriana ; _cod_database_code 2013898 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_type_symbol Cu1 0.47689(8) 0.29266(4) 0.14473(3) 0.02788(17) Uani d . 1 Cu Cu2 -0.20124(8) 0.08634(4) 0.38766(3) 0.03103(18) Uani d . 1 Cu N1A 0.3499(5) 0.1374(3) 0.1431(2) 0.0257(8) Uani d . 1 N C1B 0.2971(6) 0.1005(4) 0.2101(3) 0.0280(10) Uani d . 1 C H1B 0.3276 0.1477 0.2577 0.034 Uiso calc R 1 H C1C 0.1982(6) -0.0060(4) 0.2109(3) 0.0249(10) Uani d . 1 C C1D 0.1538(6) -0.0745(4) 0.1396(3) 0.0280(10) Uani d . 1 C H1D 0.0856 -0.1455 0.1382 0.034 Uiso calc R 1 H C1E 0.2097(6) -0.0383(4) 0.0704(3) 0.0264(10) Uani d . 1 C C1F 0.3052(6) 0.0687(4) 0.0740(3) 0.0281(10) Uani d . 1 C H1F 0.3401 0.0946 0.0274 0.034 Uiso calc R 1 H C1G 0.1554(7) -0.1142(4) -0.0052(3) 0.0303(11) Uani d . 1 C C1H 0.1381(6) -0.0405(4) 0.2874(3) 0.0277(10) Uani d . 1 C O1I 0.2288(5) -0.0743(3) -0.06623(18) 0.0377(8) Uani d . 1 O H1I 0.2066 -0.1221 -0.1053 0.057 Uiso calc R 1 H O1J 0.0569(5) -0.2036(3) -0.00920(19) 0.0405(9) Uani d . 1 O O1K 0.1398(5) 0.0262(3) 0.34677(19) 0.0409(9) Uani d . 1 O O1L 0.0832(5) -0.1502(3) 0.28148(19) 0.0393(9) Uani d . 1 O H1L 0.0406 -0.1652 0.3226 0.059 Uiso calc R 1 H O1W 0.2056(5) 0.3731(3) 0.1264(2) 0.0446(9) Uani d D 1 O H1W 0.123(7) 0.329(4) 0.091(3) 0.08(2) Uiso d D 1 H H2W 0.249(8) 0.429(4) 0.102(3) 0.080 Uiso d D 1 H N2A 0.6478(5) 0.4269(3) 0.1530(2) 0.0245(8) Uani d . 1 N C2B 0.7051(6) 0.4804(3) 0.2247(2) 0.0243(10) Uani d . 1 C C2C 0.8368(7) 0.5751(4) 0.2348(3) 0.0325(11) Uani d . 1 C H2C 0.8787 0.6131 0.2848 0.039 Uiso calc R 1 H C2D 0.9039(7) 0.6110(4) 0.1661(3) 0.0355(12) Uani d . 1 C H2D 0.9920 0.6748 0.1704 0.043 Uiso calc R 1 H C2E 0.8425(7) 0.5540(4) 0.0920(3) 0.0327(11) Uani d . 1 C H2E 0.8880 0.5781 0.0465 0.039 Uiso calc R 1 H C2F 0.7107(6) 0.4597(3) 0.0876(3) 0.0233(10) Uani d . 1 C C2G 0.6293(6) 0.3793(4) 0.0154(3) 0.0278(10) Uani d . 1 C C2H 0.6144(6) 0.4219(4) 0.2882(3) 0.0269(10) Uani d . 1 C O2I 0.6682(5) 0.4020(3) -0.05112(18) 0.0396(9) Uani d . 1 O O2J 0.5264(5) 0.2922(3) 0.02922(18) 0.0347(8) Uani d . 1 O O2K 0.6526(5) 0.4613(3) 0.35901(18) 0.0344(8) Uani d . 1 O O2L 0.5065(4) 0.3314(2) 0.26316(18) 0.0320(8) Uani d . 1 O N3A -0.3356(5) -0.0648(3) 0.3843(2) 0.0269(9) Uani d . 1 N C3B -0.3730(6) -0.1056(4) 0.4521(2) 0.0266(10) Uani d . 1 C H3E -0.3319 -0.0608 0.4999 0.032 Uiso calc R 1 H C3C -0.4700(6) -0.2111(4) 0.4538(3) 0.0253(10) Uani d . 1 C C3D -0.5270(6) -0.2773(4) 0.3818(3) 0.0291(11) Uani d . 1 C H3D -0.5878 -0.3503 0.3810 0.035 Uiso calc R 1 H C3E -0.4939(6) -0.2353(4) 0.3112(3) 0.0267(10) Uani d . 1 C C3F -0.3981(6) -0.1286(4) 0.3150(3) 0.0268(10) Uani d . 1 C H3F -0.3756 -0.0993 0.2680 0.032 Uiso calc R 1 H C3G -0.5699(6) -0.3071(4) 0.2349(3) 0.0272(10) Uani d . 1 C C3H -0.5153(6) -0.2492(4) 0.5308(3) 0.0277(10) Uani d . 1 C O3I -0.5329(6) -0.2594(3) 0.17212(18) 0.0433(9) Uani d . 1 O H3I -0.5662 -0.3049 0.1324 0.065 Uiso calc R 1 H O3J -0.6577(5) -0.3988(3) 0.23503(19) 0.0397(8) Uani d . 1 O O3K -0.4979(5) 0.1845(3) 0.40894(18) 0.0384(8) Uani d . 1 O O3L -0.5742(5) -0.3579(3) 0.52396(18) 0.0376(8) Uani d . 1 O H3L -0.5774 -0.3784 0.5682 0.056 Uiso calc R 1 H N4A -0.0590(5) 0.2298(3) 0.3932(2) 0.0242(8) Uani d . 1 N C4B 0.0145(6) 0.2828(4) 0.4640(3) 0.0243(10) Uani d . 1 C C4C 0.1263(7) 0.3832(4) 0.4695(3) 0.0302(11) Uani d . 1 C H4C 0.1764 0.4218 0.5183 0.036 Uiso calc R 1 H C4D 0.1627(7) 0.4262(4) 0.3983(3) 0.0387(13) Uani d . 1 C H4D 0.2402 0.4940 0.4001 0.046 Uiso calc R 1 H C4E 0.0861(7) 0.3700(4) 0.3260(3) 0.0316(11) Uani d . 1 C H4E 0.1108 0.3988 0.2791 0.038 Uiso calc R 1 H C4F -0.0275(6) 0.2705(4) 0.3253(2) 0.0253(10) Uani d . 1 C C4G -0.1311(7) 0.1921(4) 0.2550(3) 0.0281(10) Uani d . 1 C C4H -0.0421(6) 0.2135(3) 0.5298(3) 0.0245(10) Uani d . 1 C O4L -0.1375(5) 0.1185(3) 0.50492(18) 0.0363(8) Uani d . 1 O O4K 0.0097(5) 0.2508(3) 0.59891(17) 0.0352(8) Uani d . 1 O O4J -0.2199(5) 0.1016(2) 0.27177(17) 0.0343(8) Uani d . 1 O O4I -0.1226(5) 0.2211(3) 0.18808(18) 0.0391(9) Uani d . 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 Cu1 0.0383(4) 0.0236(3) 0.0189(3) -0.0113(2) 0.0043(2) 0.0006(2) Cu2 0.0493(4) 0.0232(3) 0.0168(3) -0.0136(3) 0.0025(3) 0.0007(2) N1A 0.031(2) 0.025(2) 0.019(2) -0.0075(16) 0.0021(16) -0.0004(15) C1B 0.034(3) 0.026(2) 0.023(3) -0.004(2) 0.001(2) 0.0022(19) C1C 0.030(3) 0.024(2) 0.019(2) -0.0040(19) 0.0013(19) 0.0028(18) C1D 0.033(3) 0.022(2) 0.028(3) -0.002(2) 0.001(2) 0.0046(19) C1E 0.032(3) 0.024(2) 0.021(2) -0.0046(19) 0.000(2) 0.0025(19) C1F 0.035(3) 0.026(2) 0.023(2) 0.000(2) 0.007(2) 0.0042(19) C1G 0.034(3) 0.032(3) 0.024(3) -0.002(2) 0.000(2) 0.003(2) C1H 0.027(3) 0.025(2) 0.030(3) -0.0063(19) 0.004(2) 0.004(2) O1I 0.057(2) 0.0338(19) 0.0180(17) -0.0136(16) 0.0043(16) -0.0013(14) O1J 0.054(2) 0.0351(19) 0.0260(19) -0.0186(17) 0.0050(16) -0.0045(15) O1K 0.063(2) 0.0347(19) 0.0226(19) -0.0065(17) 0.0101(17) -0.0008(15) O1L 0.065(2) 0.0284(18) 0.0228(18) -0.0118(16) 0.0119(17) 0.0024(14) O1W 0.045(2) 0.031(2) 0.055(3) -0.0058(17) 0.004(2) 0.0058(18) N2A 0.029(2) 0.026(2) 0.0173(19) -0.0034(16) 0.0029(16) 0.0033(15) C2B 0.035(3) 0.022(2) 0.015(2) -0.0050(19) 0.0015(19) 0.0032(17) C2C 0.043(3) 0.028(3) 0.025(3) -0.004(2) -0.001(2) 0.003(2) C2D 0.041(3) 0.032(3) 0.030(3) -0.020(2) 0.002(2) 0.005(2) C2E 0.038(3) 0.035(3) 0.024(3) -0.009(2) 0.007(2) 0.006(2) C2F 0.025(2) 0.020(2) 0.023(2) -0.0037(18) 0.0032(19) 0.0006(18) C2G 0.034(3) 0.028(2) 0.019(2) -0.004(2) 0.001(2) -0.0001(19) C2H 0.032(3) 0.028(2) 0.021(2) -0.001(2) 0.005(2) 0.0064(19) O2I 0.059(2) 0.040(2) 0.0159(17) -0.0162(17) 0.0032(16) 0.0014(14) O2J 0.047(2) 0.0299(18) 0.0227(18) -0.0138(15) 0.0026(15) -0.0007(14) O2K 0.052(2) 0.0300(17) 0.0170(17) -0.0119(15) 0.0034(15) -0.0010(13) O2L 0.044(2) 0.0271(17) 0.0215(17) -0.0134(14) 0.0070(15) 0.0012(13) N3A 0.036(2) 0.024(2) 0.021(2) -0.0013(16) 0.0069(17) 0.0025(16) C3B 0.033(3) 0.027(2) 0.017(2) -0.004(2) 0.0021(19) -0.0043(18) C3C 0.027(3) 0.027(2) 0.021(2) -0.0011(19) 0.0034(19) 0.0043(19) C3D 0.039(3) 0.020(2) 0.026(3) -0.007(2) 0.003(2) 0.0038(19) C3E 0.030(3) 0.028(2) 0.022(2) -0.0015(19) 0.004(2) 0.0034(19) C3F 0.034(3) 0.026(2) 0.019(2) -0.007(2) 0.003(2) 0.0040(19) C3G 0.033(3) 0.026(2) 0.022(2) 0.000(2) 0.001(2) 0.0000(19) C3H 0.034(3) 0.028(2) 0.019(2) -0.006(2) 0.001(2) 0.004(2) O3I 0.074(3) 0.037(2) 0.0152(17) -0.0112(18) 0.0042(18) -0.0005(14) O3J 0.055(2) 0.0271(18) 0.033(2) -0.0153(16) 0.0024(16) 0.0013(15) O3K 0.058(2) 0.0360(19) 0.0186(18) -0.0086(17) 0.0046(16) 0.0003(15) O3L 0.056(2) 0.0303(18) 0.0250(18) -0.0128(16) 0.0060(17) 0.0080(14) N4A 0.035(2) 0.0208(19) 0.0151(19) -0.0048(16) 0.0021(16) 0.0001(15) C4B 0.026(2) 0.025(2) 0.021(2) 0.0005(19) 0.0033(19) 0.0005(18) C4C 0.038(3) 0.025(2) 0.023(2) -0.010(2) 0.000(2) -0.0037(19) C4D 0.045(3) 0.033(3) 0.035(3) -0.017(2) 0.008(2) 0.005(2) C4E 0.037(3) 0.034(3) 0.025(3) -0.005(2) 0.008(2) 0.012(2) C4F 0.032(3) 0.028(2) 0.017(2) 0.0003(19) 0.0035(19) 0.0049(18) C4G 0.035(3) 0.027(2) 0.020(2) -0.003(2) 0.002(2) -0.0008(19) C4H 0.030(3) 0.022(2) 0.020(2) -0.0031(19) 0.0015(19) 0.0009(18) O4L 0.055(2) 0.0285(18) 0.0219(18) -0.0154(16) 0.0015(15) 0.0052(14) O4K 0.050(2) 0.0358(18) 0.0151(17) -0.0139(15) -0.0029(15) 0.0005(14) O4J 0.053(2) 0.0293(18) 0.0168(17) -0.0096(16) 0.0013(15) -0.0017(13) O4I 0.067(2) 0.0308(18) 0.0172(17) -0.0086(16) 0.0065(16) 0.0018(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' 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 N2A Cu1 N1A . 167.35(15) N2A Cu1 O2L . 80.85(13) N1A Cu1 O2L . 96.38(13) N2A Cu1 O2J . 80.30(13) N1A Cu1 O2J . 100.91(13) O2L Cu1 O2J . 160.47(13) N2A Cu1 O1W . 98.23(14) N1A Cu1 O1W . 94.30(14) O2L Cu1 O1W . 95.06(14) O2J Cu1 O1W . 92.65(14) N4A Cu2 N3A . 176.90(15) N4A Cu2 O4L . 80.47(13) N3A Cu2 O4L . 98.14(13) N4A Cu2 O4J . 81.73(13) N3A Cu2 O4J . 99.65(14) O4L Cu2 O4J . 162.20(12) N4A Cu2 O3K . 90.12(13) N3A Cu2 O3K . 92.57(13) O4L Cu2 O3K . 86.53(12) O4J Cu2 O3K . 93.18(12) N4A Cu2 O1K . 78.09(13) N3A Cu2 O1K . 99.43(13) O4L Cu2 O1K . 98.66(12) O4J Cu2 O1K . 77.91(12) O3K Cu2 O1K . 166.05(10) C1B N1A C1F . 118.8(4) C1B N1A Cu1 . 120.4(3) C1F N1A Cu1 . 120.7(3) N1A C1B C1C . 122.2(4) N1A C1B H1B . 118.9 C1C C1B H1B . 118.9 C1D C1C C1B . 117.9(4) C1D C1C C1H . 122.5(4) C1B C1C C1H . 119.5(4) C1C C1D C1E . 120.4(4) C1C C1D H1D . 119.8 C1E C1D H1D . 119.8 C1F C1E C1D . 118.4(4) C1F C1E C1G . 123.0(4) C1D C1E C1G . 118.5(4) N1A C1F C1E . 122.2(4) N1A C1F H1F . 118.9 C1E C1F H1F . 118.9 O1J C1G O1I . 124.3(4) O1J C1G C1E . 122.9(4) O1I C1G C1E . 112.8(4) O1K C1H O1L . 125.1(4) O1K C1H C1C . 123.2(4) O1L C1H C1C . 111.8(4) C1G O1I H1I . 109.5 C1H O1K Cu2 . 116.7(3) C1H O1L H1L . 109.5 Cu1 O1W H1W . 111(4) Cu1 O1W H2W . 98(4) H1W O1W H2W . 106(6) C2F N2A C2B . 123.1(4) C2F N2A Cu1 . 118.7(3) C2B N2A Cu1 . 118.1(3) N2A C2B C2C . 120.8(4) N2A C2B C2H . 111.5(4) C2C C2B C2H . 127.7(4) C2B C2C C2D . 116.7(4) C2B C2C H2C . 121.6 C2D C2C H2C . 121.6 C2E C2D C2C . 121.5(4) C2E C2D H2D . 119.2 C2C C2D H2D . 119.2 C2D C2E C2F . 117.7(4) C2D C2E H2E . 121.2 C2F C2E H2E . 121.2 N2A C2F C2E . 120.1(4) N2A C2F C2G . 111.4(4) C2E C2F C2G . 128.3(4) O2I C2G O2J . 125.8(4) O2I C2G C2F . 118.9(4) O2J C2G C2F . 115.3(4) O2K C2H O2L . 125.1(4) O2K C2H C2B . 119.8(4) O2L C2H C2B . 115.0(4) C2G O2J Cu1 . 114.0(3) C2H O2L Cu1 . 114.4(3) C3B N3A C3F . 118.7(4) C3B N3A Cu2 . 119.8(3) C3F N3A Cu2 . 121.5(3) N3A C3B C3C . 122.7(4) N3A C3B H3E . 118.7 C3C C3B H3E . 118.7 C3B C3C C3D . 117.7(4) C3B C3C C3H . 120.1(4) C3D C3C C3H . 122.2(4) C3E C3D C3C . 120.4(4) C3E C3D H3D . 119.8 C3C C3D H3D . 119.8 C3F C3E C3D . 118.0(4) C3F C3E C3G . 123.7(4) C3D C3E C3G . 118.3(4) N3A C3F C3E . 122.5(4) N3A C3F H3F . 118.7 C3E C3F H3F . 118.7 O3J C3G O3I . 125.6(4) O3J C3G C3E . 120.9(4) O3I C3G C3E . 113.5(4) O3K C3H O3L 2_456 125.4(4) O3K C3H C3C 2_456 122.3(4) O3L C3H C3C . 112.3(4) C3G O3I H3I . 109.5 C3H O3K Cu2 2_456 113.6(3) C3H O3L H3L . 109.5 C4F N4A C4B . 122.9(4) C4F N4A Cu2 . 117.9(3) C4B N4A Cu2 . 119.1(3) N4A C4B C4C . 120.4(4) N4A C4B C4H . 110.5(4) C4C C4B C4H . 129.1(4) C4B C4C C4D . 117.2(4) C4B C4C H4C . 121.4 C4D C4C H4C . 121.4 C4E C4D C4C . 121.4(4) C4E C4D H4D . 119.3 C4C C4D H4D . 119.3 C4F C4E C4D . 118.0(4) C4F C4E H4E . 121.0 C4D C4E H4E . 121.0 N4A C4F C4E . 120.1(4) N4A C4F C4G . 110.8(4) C4E C4F C4G . 129.2(4) O4I C4G O4J . 126.0(4) O4I C4G C4F . 118.4(4) O4J C4G C4F . 115.6(4) O4K C4H O4L . 126.7(4) O4K C4H C4B . 119.3(4) O4L C4H C4B . 113.9(4) C4H O4L Cu2 . 115.9(3) C4G O4J Cu2 . 113.9(3) 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 N1A . 1.973(3) yes Cu1 N2A . 1.899(3) yes Cu1 O2J . 2.032(3) yes Cu1 O2L . 2.010(3) yes Cu1 O1W . 2.249(4) yes Cu2 N3A . 1.946(4) yes Cu2 N4A . 1.889(3) yes Cu2 O1K . 2.724(4) yes Cu2 O3K . 2.541(4) yes Cu2 O4J . 2.001(3) yes Cu2 O4L . 1.999(3) yes N1A C1B . 1.342(5) ? N1A C1F . 1.351(5) ? C1B C1C . 1.392(6) ? C1B H1B . 0.9300 ? C1C C1D . 1.379(6) ? C1C C1H . 1.498(6) ? C1D C1E . 1.380(6) ? C1D H1D . 0.9300 ? C1E C1F . 1.378(6) ? C1E C1G . 1.487(6) ? C1F H1F . 0.9300 ? C1G O1J . 1.209(5) ? C1G O1I . 1.321(5) ? C1H O1K . 1.211(5) ? C1H O1L . 1.314(5) ? O1I H1I . 0.8200 ? O1L H1L . 0.8200 ? O1W H1W . 0.89(2) ? O1W H2W . 0.87(2) ? N2A C2F . 1.324(5) ? N2A C2B . 1.325(5) ? C2B C2C . 1.382(6) ? C2B C2H . 1.511(6) ? C2C C2D . 1.400(6) ? C2C H2C . 0.9300 ? C2D C2E . 1.380(6) ? C2D H2D . 0.9300 ? C2E C2F . 1.385(6) ? C2E H2E . 0.9300 ? C2F C2G . 1.508(6) ? C2G O2I . 1.245(5) ? C2G O2J . 1.268(5) ? C2H O2K . 1.243(5) ? C2H O2L . 1.272(5) ? N3A C3B . 1.343(5) ? N3A C3F . 1.347(5) ? C3B C3C . 1.378(6) ? C3B H3E . 0.9300 ? C3C C3D . 1.389(6) ? C3C C3H . 1.489(6) ? C3D C3E . 1.387(6) ? C3D H3D . 0.9300 ? C3E C3F . 1.374(6) ? C3E C3G . 1.502(6) ? C3F H3F . 0.9300 ? C3G O3J . 1.206(5) ? C3G O3I . 1.302(5) ? C3H O3K 2_456 1.203(5) ? C3H O3L . 1.308(5) ? O3I H3I . 0.8200 ? O3K C3H 2_456 1.203(5) ? O3L H3L . 0.8200 ? N4A C4F . 1.332(5) ? N4A C4B . 1.338(5) ? C4B C4C . 1.361(6) ? C4B C4H . 1.525(6) ? C4C C4D . 1.404(6) ? C4C H4C . 0.9300 ? C4D C4E . 1.377(7) ? C4D H4D . 0.9300 ? C4E C4F . 1.368(6) ? C4E H4E . 0.9300 ? C4F C4G . 1.523(6) ? C4G O4I . 1.235(5) ? C4G O4J . 1.270(5) ? C4H O4K . 1.225(5) ? C4H O4L . 1.272(5) ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA O1I H1I O4I 2 0.82 1.76 2.569(4) 171 O1L H1L O4K 2_556 0.82 1.81 2.583(4) 157 O1W H1W O1J 2 0.89(2) 2.17(2) 3.051(5) 172(6) O1W H2W O2I 2_665 0.87(2) 2.32(2) 3.180(5) 170(6) O3I H3I O2I 2 0.82 1.76 2.574(4) 172 O3L H3L O2K 2_556 0.82 1.76 2.536(4) 157 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_4 _geom_torsion N2A Cu1 N1A C1B . 83.6(8) O2L Cu1 N1A C1B . 7.0(4) O2J Cu1 N1A C1B . 177.9(3) O1W Cu1 N1A C1B . -88.5(3) N2A Cu1 N1A C1F . -100.1(7) O2L Cu1 N1A C1F . -176.6(3) O2J Cu1 N1A C1F . -5.8(4) O1W Cu1 N1A C1F . 87.8(4) C1F N1A C1B C1C . 0.1(7) Cu1 N1A C1B C1C . 176.5(3) N1A C1B C1C C1D . -0.3(7) N1A C1B C1C C1H . -178.0(4) C1B C1C C1D C1E . 1.3(7) C1H C1C C1D C1E . 179.0(4) C1C C1D C1E C1F . -2.0(7) C1C C1D C1E C1G . -178.9(4) C1B N1A C1F C1E . -0.9(7) Cu1 N1A C1F C1E . -177.3(3) C1D C1E C1F N1A . 1.9(7) C1G C1E C1F N1A . 178.6(4) C1F C1E C1G O1J . -173.1(5) C1D C1E C1G O1J . 3.7(7) C1F C1E C1G O1I . 8.0(7) C1D C1E C1G O1I . -175.3(4) C1D C1C C1H O1K . -163.8(5) C1B C1C C1H O1K . 13.8(7) C1D C1C C1H O1L . 15.8(6) C1B C1C C1H O1L . -166.6(4) O1L C1H O1K Cu2 . -73.8(5) C1C C1H O1K Cu2 . 105.7(4) N4A Cu2 O1K C1H . -130.5(3) N3A Cu2 O1K C1H . 51.4(3) O4L Cu2 O1K C1H . 151.2(3) O4J Cu2 O1K C1H . -46.6(3) O3K Cu2 O1K C1H . -97.7(5) N1A Cu1 N2A C2F . 98.9(7) O2L Cu1 N2A C2F . 177.2(3) O2J Cu1 N2A C2F . 2.3(3) O1W Cu1 N2A C2F . -89.0(3) N1A Cu1 N2A C2B . -78.0(8) O2L Cu1 N2A C2B . 0.2(3) O2J Cu1 N2A C2B . -174.6(4) O1W Cu1 N2A C2B . 94.1(3) C2F N2A C2B C2C . -0.1(7) Cu1 N2A C2B C2C . 176.7(3) C2F N2A C2B C2H . -178.2(4) Cu1 N2A C2B C2H . -1.4(5) N2A C2B C2C C2D . 0.4(7) C2H C2B C2C C2D . 178.1(4) C2B C2C C2D C2E . -0.5(7) C2C C2D C2E C2F . 0.3(7) C2B N2A C2F C2E . -0.1(7) Cu1 N2A C2F C2E . -176.8(3) C2B N2A C2F C2G . 176.8(4) Cu1 N2A C2F C2G . 0.0(5) C2D C2E C2F N2A . 0.0(7) C2D C2E C2F C2G . -176.3(4) N2A C2F C2G O2I . 176.5(4) C2E C2F C2G O2I . -6.9(7) N2A C2F C2G O2J . -4.1(6) C2E C2F C2G O2J . 172.5(4) N2A C2B C2H O2K . -179.9(4) C2C C2B C2H O2K . 2.3(7) N2A C2B C2H O2L . 2.4(6) C2C C2B C2H O2L . -175.5(4) O2I C2G O2J Cu1 . -174.8(4) C2F C2G O2J Cu1 . 5.9(5) N2A Cu1 O2J C2G . -4.7(3) N1A Cu1 O2J C2G . -171.9(3) O2L Cu1 O2J C2G . -20.0(6) O1W Cu1 O2J C2G . 93.2(3) O2K C2H O2L Cu1 . -179.8(4) C2B C2H O2L Cu1 . -2.2(5) N2A Cu1 O2L C2H . 1.2(3) N1A Cu1 O2L C2H . 168.7(3) O2J Cu1 O2L C2H . 16.5(6) O1W Cu1 O2L C2H . -96.4(3) O4L Cu2 N3A C3B . 7.0(4) O4J Cu2 N3A C3B . -173.5(3) O3K Cu2 N3A C3B . -79.8(3) O1K Cu2 N3A C3B . 107.3(3) O4L Cu2 N3A C3F . -175.2(3) O4J Cu2 N3A C3F . 4.2(4) O3K Cu2 N3A C3F . 97.9(4) O1K Cu2 N3A C3F . -75.0(4) C3F N3A C3B C3C . 1.2(7) Cu2 N3A C3B C3C . 179.0(3) N3A C3B C3C C3D . 1.1(7) N3A C3B C3C C3H . -177.0(4) C3B C3C C3D C3E . -2.8(7) C3H C3C C3D C3E . 175.3(4) C3C C3D C3E C3F . 2.1(7) C3C C3D C3E C3G . -175.9(4) C3B N3A C3F C3E . -2.0(7) Cu2 N3A C3F C3E . -179.7(3) C3D C3E C3F N3A . 0.3(7) C3G C3E C3F N3A . 178.3(4) C3F C3E C3G O3J . -177.9(4) C3D C3E C3G O3J . 0.1(7) C3F C3E C3G O3I . 1.3(7) C3D C3E C3G O3I . 179.3(4) C3B C3C C3H O3K 2_456 13.9(7) C3D C3C C3H O3K 2_456 -164.1(5) C3B C3C C3H O3L . -167.7(4) C3D C3C C3H O3L . 14.2(6) N4A Cu2 O3K C3H 2_456 -57.5(3) N3A Cu2 O3K C3H 2_456 120.9(3) O4L Cu2 O3K C3H 2_456 22.9(3) O4J Cu2 O3K C3H 2_456 -139.2(3) O1K Cu2 O3K C3H 2_456 -89.5(5) O4L Cu2 N4A C4F . 176.8(3) O4J Cu2 N4A C4F . -3.5(3) O3K Cu2 N4A C4F . -96.7(3) O1K Cu2 N4A C4F . 75.8(3) O4L Cu2 N4A C4B . 0.6(3) O4J Cu2 N4A C4B . -179.7(4) O3K Cu2 N4A C4B . 87.1(3) O1K Cu2 N4A C4B . -100.4(3) C4F N4A C4B C4C . 0.4(7) Cu2 N4A C4B C4C . 176.4(3) C4F N4A C4B C4H . -178.2(4) Cu2 N4A C4B C4H . -2.2(5) N4A C4B C4C C4D . -1.2(7) C4H C4B C4C C4D . 177.1(4) C4B C4C C4D C4E . 1.0(7) C4C C4D C4E C4F . 0.0(8) C4B N4A C4F C4E . 0.7(7) Cu2 N4A C4F C4E . -175.3(3) C4B N4A C4F C4G . -179.5(4) Cu2 N4A C4F C4G . 4.4(5) C4D C4E C4F N4A . -0.9(7) C4D C4E C4F C4G . 179.4(5) N4A C4F C4G O4I . 176.7(4) C4E C4F C4G O4I . -3.5(8) N4A C4F C4G O4J . -3.0(6) C4E C4F C4G O4J . 176.7(5) N4A C4B C4H O4K . -178.4(4) C4C C4B C4H O4K . 3.1(7) N4A C4B C4H O4L . 3.4(6) C4C C4B C4H O4L . -175.1(5) O4K C4H O4L Cu2 . 179.0(4) C4B C4H O4L Cu2 . -3.0(5) N4A Cu2 O4L C4H . 1.5(3) N3A Cu2 O4L C4H . 178.7(3) O4J Cu2 O4L C4H . 0.4(7) O3K Cu2 O4L C4H . -89.2(3) O1K Cu2 O4L C4H . 77.8(3) O4I C4G O4J Cu2 . -179.4(4) C4F C4G O4J Cu2 . 0.3(5) N4A Cu2 O4J C4G . 1.6(3) N3A Cu2 O4J C4G . -175.6(3) O4L Cu2 O4J C4G . 2.7(6) O3K Cu2 O4J C4G . 91.2(3) O1K Cu2 O4J C4G . -77.9(3)