#------------------------------------------------------------------------------ #$Date: 2019-11-17 09:06:29 +0200 (Sun, 17 Nov 2019) $ #$Revision: 229011 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/22/99/7229976.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_7229976 loop_ _publ_author_name 'Dankhoff, Katja' 'Weber, Birgit' _publ_section_title ; Novel Cu(ii) complexes with NNO-Schiff base-like ligands -- structures and magnetic properties ; _journal_issue 6 _journal_name_full CrystEngComm _journal_page_first 818 _journal_paper_doi 10.1039/C7CE02007D _journal_volume 20 _journal_year 2018 _chemical_formula_moiety 'C30 H36 Cu2 N4 O10' _chemical_formula_sum 'C30 H36 Cu2 N4 O10' _chemical_formula_weight 739.70 _chemical_name_common '[CuL30aOAc]' _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _audit_creation_date 2017-07-27 _audit_creation_method SHELXL-2014/7 _audit_update_record ; 2018-01-11 deposited with the CCDC. 2018-01-15 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 93.078(5) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 7.5927(5) _cell_length_b 23.9283(12) _cell_length_c 8.5927(5) _cell_measurement_reflns_used 7388 _cell_measurement_temperature 133(2) _cell_measurement_theta_max 27.98 _cell_measurement_theta_min 1.70 _cell_volume 1558.87(16) _computing_cell_refinement X-AREA-STOE _computing_data_collection X-AREA-STOE _computing_data_reduction X-AREA-STOE _computing_molecular_graphics ORTEP-III _computing_publication_material PLATON _computing_structure_refinement 'SHELXL-2014 (Sheldrick, 2014)' _computing_structure_solution SIR97 _diffrn_ambient_temperature 133(2) _diffrn_detector_area_resol_mean 9 _diffrn_measured_fraction_theta_full 0.984 _diffrn_measured_fraction_theta_max 0.930 _diffrn_measurement_device_type STOE-STADIVARI _diffrn_measurement_method omega-scan _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents 0.0403 _diffrn_reflns_av_unetI/netI 0.0611 _diffrn_reflns_Laue_measured_fraction_full 0.984 _diffrn_reflns_Laue_measured_fraction_max 0.930 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_k_min -31 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -5 _diffrn_reflns_number 9798 _diffrn_reflns_point_group_measured_fraction_full 0.984 _diffrn_reflns_point_group_measured_fraction_max 0.930 _diffrn_reflns_theta_full 25.240 _diffrn_reflns_theta_max 28.079 _diffrn_reflns_theta_min 1.702 _diffrn_source 'fine-focus sealed tube' _exptl_absorpt_coefficient_mu 1.428 _exptl_absorpt_correction_type none _exptl_crystal_colour blue _exptl_crystal_density_diffrn 1.576 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 764 _exptl_crystal_size_max 0.135 _exptl_crystal_size_mid 0.115 _exptl_crystal_size_min 0.097 _refine_diff_density_max 0.390 _refine_diff_density_min -0.374 _refine_diff_density_rms 0.073 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.909 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 208 _refine_ls_number_reflns 3530 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.909 _refine_ls_R_factor_all 0.0483 _refine_ls_R_factor_gt 0.0307 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0253P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0618 _refine_ls_wR_factor_ref 0.0652 _reflns_number_gt 2653 _reflns_number_total 3530 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c7ce02007d2.cif _cod_data_source_block cl061 _cod_depositor_comments 'Adding full bibliography for 7229962--7229987.cif.' _cod_database_code 7229976 _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 ; shelx.res created by SHELXL-2014/7 TITL cl061 in P 21/c CELL 0.71069 7.5927 23.9283 8.5927 90.000 93.078 90.000 ZERR 4.00 0.0005 0.0012 0.0005 0.000 0.005 0.000 LATT 1 SYMM - X, 1/2 + Y, 1/2 - Z SFAC C H N O CU UNIT 60 72 8 20 4 MERG 2 FMAP 2 PLAN 10 ACTA BOND $H CONF LIST 1 L.S. 20 TEMP -140.00 WGHT 0.025300 FVAR 0.40321 C1 1 0.923750 1.116862 0.158975 11.00000 0.02809 0.01920 = 0.01858 -0.00037 0.00259 -0.00184 AFIX 43 H1 2 1.011172 1.116953 0.083919 11.00000 -1.20000 AFIX 0 C2 1 0.839542 1.166034 0.190687 11.00000 0.02929 0.01386 = 0.02575 -0.00022 -0.00117 -0.00234 AFIX 43 H2 2 0.868089 1.199637 0.138822 11.00000 -1.20000 AFIX 0 C3 1 0.711622 1.165486 0.300398 11.00000 0.02563 0.01613 = 0.03265 -0.00534 -0.00245 0.00122 AFIX 43 H3 2 0.652521 1.198994 0.325833 11.00000 -1.20000 AFIX 0 C4 1 0.671225 1.115972 0.371950 11.00000 0.01875 0.02113 = 0.02256 -0.00364 0.00080 0.00139 AFIX 43 H4 2 0.582167 1.114769 0.445424 11.00000 -1.20000 AFIX 0 C5 1 0.762230 1.067868 0.335380 11.00000 0.01703 0.01735 = 0.01474 -0.00300 -0.00286 -0.00012 C6 1 0.723893 1.012505 0.407739 11.00000 0.02069 0.01771 = 0.01766 0.00052 0.00352 0.00216 AFIX 23 H6A 2 0.736812 1.015622 0.522672 11.00000 -1.20000 H6B 2 0.600890 1.001344 0.378898 11.00000 -1.20000 AFIX 0 C7 1 0.838105 0.920711 0.414715 11.00000 0.01823 0.02058 = 0.01409 -0.00103 -0.00072 -0.00102 AFIX 43 H7 2 0.754368 0.915411 0.491652 11.00000 -1.20000 AFIX 0 C8 1 0.943011 0.873422 0.377793 11.00000 0.02025 0.01317 = 0.01658 -0.00014 0.00078 0.00086 C9 1 1.081305 0.877354 0.273409 11.00000 0.01895 0.01836 = 0.01569 -0.00166 -0.00104 -0.00007 C10 1 1.198320 0.828668 0.237976 11.00000 0.03078 0.02248 = 0.02492 0.00162 0.00816 0.00677 AFIX 133 H10A 2 1.287971 0.840784 0.167318 11.00000 -1.50000 H10B 2 1.126949 0.798799 0.188510 11.00000 -1.50000 H10C 2 1.256182 0.814741 0.335045 11.00000 -1.50000 AFIX 0 C11 1 0.911151 0.821294 0.460951 11.00000 0.02304 0.01864 = 0.01702 -0.00261 -0.00056 -0.00252 C12 1 0.737618 0.780286 0.654010 11.00000 0.03199 0.02291 = 0.02082 0.00526 0.00528 -0.00255 AFIX 23 H12A 2 0.664025 0.794700 0.736812 11.00000 -1.20000 H12B 2 0.853992 0.769964 0.703172 11.00000 -1.20000 AFIX 0 C13 1 0.651814 0.728917 0.583428 11.00000 0.04529 0.02594 = 0.03369 0.00032 0.00967 -0.01192 AFIX 133 H13A 2 0.541607 0.739379 0.526210 11.00000 -1.50000 H13B 2 0.626369 0.702446 0.666301 11.00000 -1.50000 H13C 2 0.731539 0.711444 0.511768 11.00000 -1.50000 AFIX 0 C14 1 1.300315 1.044290 0.106783 11.00000 0.01881 0.01559 = 0.01993 -0.00082 0.00192 0.00091 C15 1 1.423630 1.071366 -0.002988 11.00000 0.02208 0.02979 = 0.02814 0.00216 0.00517 -0.00567 AFIX 133 H15A 2 1.410838 1.112072 0.001914 11.00000 -1.50000 H15B 2 1.394527 1.058548 -0.109602 11.00000 -1.50000 H15C 2 1.545545 1.061046 0.027496 11.00000 -1.50000 AFIX 0 N1 3 0.886634 1.068364 0.230766 11.00000 0.01894 0.01503 = 0.01424 -0.00134 0.00039 -0.00051 N2 3 0.845883 0.969899 0.353875 11.00000 0.01758 0.01594 = 0.01502 0.00066 0.00174 0.00287 O1 4 1.116830 0.921889 0.201780 11.00000 0.02473 0.01930 = 0.02030 0.00155 0.00563 0.00245 O2 4 1.001581 0.779400 0.463852 11.00000 0.03396 0.01614 = 0.02516 0.00137 0.00698 0.00418 O3 4 0.761475 0.823967 0.541426 11.00000 0.02597 0.01951 = 0.02726 0.00664 0.00729 0.00082 O4 4 1.158991 1.022490 0.043231 11.00000 0.01913 0.01941 = 0.01572 0.00007 0.00182 -0.00307 O5 4 1.334553 1.044278 0.248272 11.00000 0.02571 0.03556 = 0.01706 -0.00035 -0.00199 -0.00491 CU1 5 0.999210 0.993955 0.195527 11.00000 0.01882 0.01558 = 0.01381 0.00024 0.00322 0.00003 HKLF 4 REM cl061 in P 21/c REM R1 = 0.0307 for 2653 Fo > 4sig(Fo) and 0.0483 for all 3530 data REM 208 parameters refined using 0 restraints END WGHT 0.0253 0.0000 REM Highest difference peak 0.390, deepest hole -0.374, 1-sigma level 0.073 Q1 1 0.8875 1.0298 0.2113 11.00000 0.05 0.39 Q2 1 1.1176 0.9996 0.0840 11.00000 0.05 0.36 Q3 1 0.9107 1.0400 0.1878 11.00000 0.05 0.35 Q4 1 0.9163 0.9007 0.3954 11.00000 0.05 0.35 Q5 1 0.9395 0.8517 0.4284 11.00000 0.05 0.33 Q6 1 1.3456 1.1029 -0.0767 11.00000 0.05 0.33 Q7 1 0.8741 0.9808 0.2889 11.00000 0.05 0.29 Q8 1 1.1443 0.8522 0.2605 11.00000 0.05 0.29 Q9 1 0.8869 0.9607 0.2060 11.00000 0.05 0.29 Q10 1 1.0298 0.8798 0.3548 11.00000 0.05 0.29 ; _shelx_res_checksum 20963 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' 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 C1 C 0.9238(3) 1.11686(9) 0.1590(2) 0.0219(5) Uani 1 1 d . . H1 H 1.0112 1.1170 0.0839 0.026 Uiso 1 1 calc R U C2 C 0.8395(3) 1.16603(9) 0.1907(2) 0.0231(5) Uani 1 1 d . . H2 H 0.8681 1.1996 0.1388 0.028 Uiso 1 1 calc R U C3 C 0.7116(3) 1.16549(10) 0.3004(3) 0.0249(5) Uani 1 1 d . . H3 H 0.6525 1.1990 0.3258 0.030 Uiso 1 1 calc R U C4 C 0.6712(3) 1.11597(9) 0.3720(2) 0.0208(5) Uani 1 1 d . . H4 H 0.5822 1.1148 0.4454 0.025 Uiso 1 1 calc R U C5 C 0.7622(3) 1.06787(9) 0.3354(2) 0.0165(4) Uani 1 1 d . . C6 C 0.7239(3) 1.01250(9) 0.4077(2) 0.0186(4) Uani 1 1 d . . H6A H 0.7368 1.0156 0.5227 0.022 Uiso 1 1 calc R U H6B H 0.6009 1.0013 0.3789 0.022 Uiso 1 1 calc R U C7 C 0.8381(3) 0.92071(9) 0.4147(2) 0.0177(4) Uani 1 1 d . . H7 H 0.7544 0.9154 0.4917 0.021 Uiso 1 1 calc R U C8 C 0.9430(3) 0.87342(9) 0.3778(2) 0.0167(4) Uani 1 1 d . . C9 C 1.0813(3) 0.87735(9) 0.2734(2) 0.0177(4) Uani 1 1 d . . C10 C 1.1983(4) 0.82867(10) 0.2380(3) 0.0258(5) Uani 1 1 d . . H10A H 1.2880 0.8408 0.1673 0.039 Uiso 1 1 calc R U H10B H 1.1269 0.7988 0.1885 0.039 Uiso 1 1 calc R U H10C H 1.2562 0.8147 0.3350 0.039 Uiso 1 1 calc R U C11 C 0.9112(3) 0.82129(9) 0.4610(2) 0.0196(5) Uani 1 1 d . . C12 C 0.7376(4) 0.78029(10) 0.6540(2) 0.0251(5) Uani 1 1 d . . H12A H 0.6640 0.7947 0.7368 0.030 Uiso 1 1 calc R U H12B H 0.8540 0.7700 0.7032 0.030 Uiso 1 1 calc R U C13 C 0.6518(4) 0.72892(11) 0.5834(3) 0.0347(6) Uani 1 1 d . . H13A H 0.5416 0.7394 0.5262 0.052 Uiso 1 1 calc R U H13B H 0.6264 0.7024 0.6663 0.052 Uiso 1 1 calc R U H13C H 0.7315 0.7114 0.5118 0.052 Uiso 1 1 calc R U C14 C 1.3003(3) 1.04429(9) 0.1068(2) 0.0181(4) Uani 1 1 d . . C15 C 1.4236(3) 1.07137(11) -0.0030(3) 0.0265(5) Uani 1 1 d . . H15A H 1.4108 1.1121 0.0019 0.040 Uiso 1 1 calc R U H15B H 1.3945 1.0585 -0.1096 0.040 Uiso 1 1 calc R U H15C H 1.5455 1.0610 0.0275 0.040 Uiso 1 1 calc R U N1 N 0.8866(2) 1.06836(7) 0.23077(18) 0.0161(4) Uani 1 1 d . . N2 N 0.8459(2) 0.96990(7) 0.35387(18) 0.0162(4) Uani 1 1 d . . O1 O 1.1168(2) 0.92189(7) 0.20178(16) 0.0213(3) Uani 1 1 d . . O2 O 1.0016(2) 0.77940(7) 0.46385(16) 0.0249(4) Uani 1 1 d . . O3 O 0.7615(2) 0.82397(7) 0.54143(17) 0.0240(4) Uani 1 1 d . . O4 O 1.1590(2) 1.02249(6) 0.04323(15) 0.0181(3) Uani 1 1 d . . O5 O 1.3346(2) 1.04428(7) 0.24827(16) 0.0262(4) Uani 1 1 d . . Cu1 Cu 0.99921(4) 0.99395(2) 0.19553(3) 0.01599(8) 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 C1 0.0281(13) 0.0192(12) 0.0186(9) -0.0004(8) 0.0026(8) -0.0018(10) C2 0.0293(14) 0.0139(11) 0.0257(10) -0.0002(8) -0.0012(9) -0.0023(10) C3 0.0256(14) 0.0161(12) 0.0327(12) -0.0053(9) -0.0025(9) 0.0012(10) C4 0.0188(12) 0.0211(12) 0.0226(10) -0.0036(8) 0.0008(8) 0.0014(9) C5 0.0170(11) 0.0174(11) 0.0147(9) -0.0030(7) -0.0029(7) -0.0001(9) C6 0.0207(11) 0.0177(11) 0.0177(9) 0.0005(8) 0.0035(7) 0.0022(9) C7 0.0182(11) 0.0206(11) 0.0141(9) -0.0010(8) -0.0007(8) -0.0010(9) C8 0.0203(12) 0.0132(11) 0.0166(9) -0.0001(7) 0.0008(8) 0.0009(9) C9 0.0190(12) 0.0184(11) 0.0157(9) -0.0017(8) -0.0010(7) -0.0001(9) C10 0.0308(14) 0.0225(12) 0.0249(10) 0.0016(9) 0.0082(9) 0.0068(11) C11 0.0230(13) 0.0186(12) 0.0170(9) -0.0026(8) -0.0006(8) -0.0025(10) C12 0.0320(14) 0.0229(12) 0.0208(10) 0.0053(9) 0.0053(9) -0.0026(11) C13 0.0453(18) 0.0259(14) 0.0337(12) 0.0003(10) 0.0097(11) -0.0119(12) C14 0.0188(12) 0.0156(11) 0.0199(10) -0.0008(8) 0.0019(8) 0.0009(9) C15 0.0221(13) 0.0298(14) 0.0281(11) 0.0022(9) 0.0052(9) -0.0057(11) N1 0.0189(10) 0.0150(9) 0.0142(7) -0.0013(6) 0.0004(6) -0.0005(7) N2 0.0176(10) 0.0159(9) 0.0150(7) 0.0007(6) 0.0017(6) 0.0029(8) O1 0.0247(9) 0.0193(8) 0.0203(7) 0.0016(6) 0.0056(6) 0.0024(7) O2 0.0340(10) 0.0161(9) 0.0252(8) 0.0014(6) 0.0070(7) 0.0042(7) O3 0.0260(10) 0.0195(8) 0.0273(8) 0.0066(6) 0.0073(6) 0.0008(7) O4 0.0191(8) 0.0194(8) 0.0157(6) 0.0001(5) 0.0018(5) -0.0031(6) O5 0.0257(9) 0.0356(10) 0.0171(7) -0.0003(6) -0.0020(6) -0.0049(8) Cu1 0.01882(13) 0.01558(14) 0.01381(10) 0.00024(10) 0.00322(8) 0.00003(12) 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 _geom_angle_site_symmetry_3 N1 C1 C2 122.3(2) . N1 C1 H1 118.8 . C2 C1 H1 118.8 . C1 C2 C3 118.4(2) . C1 C2 H2 120.8 . C3 C2 H2 120.8 . C4 C3 C2 119.4(2) . C4 C3 H3 120.3 . C2 C3 H3 120.3 . C3 C4 C5 119.2(2) . C3 C4 H4 120.4 . C5 C4 H4 120.4 . N1 C5 C4 121.5(2) . N1 C5 C6 116.50(19) . C4 C5 C6 122.0(2) . N2 C6 C5 110.06(18) . N2 C6 H6A 109.6 . C5 C6 H6A 109.6 . N2 C6 H6B 109.6 . C5 C6 H6B 109.6 . H6A C6 H6B 108.2 . N2 C7 C8 126.4(2) . N2 C7 H7 116.8 . C8 C7 H7 116.8 . C9 C8 C7 121.8(2) . C9 C8 C11 120.8(2) . C7 C8 C11 117.2(2) . O1 C9 C8 123.1(2) . O1 C9 C10 114.1(2) . C8 C9 C10 122.7(2) . C9 C10 H10A 109.5 . C9 C10 H10B 109.5 . H10A C10 H10B 109.5 . C9 C10 H10C 109.5 . H10A C10 H10C 109.5 . H10B C10 H10C 109.5 . O2 C11 O3 120.9(2) . O2 C11 C8 127.2(2) . O3 C11 C8 111.8(2) . O3 C12 C13 112.91(18) . O3 C12 H12A 109.0 . C13 C12 H12A 109.0 . O3 C12 H12B 109.0 . C13 C12 H12B 109.0 . H12A C12 H12B 107.8 . C12 C13 H13A 109.5 . C12 C13 H13B 109.5 . H13A C13 H13B 109.5 . C12 C13 H13C 109.5 . H13A C13 H13C 109.5 . H13B C13 H13C 109.5 . O5 C14 O4 123.1(2) . O5 C14 C15 120.8(2) . O4 C14 C15 116.06(17) . C14 C15 H15A 109.5 . C14 C15 H15B 109.5 . H15A C15 H15B 109.5 . C14 C15 H15C 109.5 . H15A C15 H15C 109.5 . H15B C15 H15C 109.5 . C5 N1 C1 119.1(2) . C5 N1 Cu1 114.55(14) . C1 N1 Cu1 126.35(16) . C7 N2 C6 117.52(19) . C7 N2 Cu1 126.97(16) . C6 N2 Cu1 115.50(13) . C9 O1 Cu1 130.62(15) . C11 O3 C12 116.39(18) . C14 O4 Cu1 112.99(12) . C14 O4 Cu1 144.26(13) 3_775 Cu1 O4 Cu1 102.65(6) 3_775 N2 Cu1 O1 90.55(7) . N2 Cu1 O4 176.33(7) . O1 Cu1 O4 91.59(7) . N2 Cu1 N1 83.10(7) . O1 Cu1 N1 169.67(6) . O4 Cu1 N1 94.35(7) . N2 Cu1 O4 105.44(6) 3_775 O1 Cu1 O4 95.05(6) 3_775 O4 Cu1 O4 77.35(6) 3_775 N1 Cu1 O4 94.49(6) 3_775 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 C1 N1 1.351(3) . C1 C2 1.373(3) . C1 H1 0.9500 . C2 C3 1.389(3) . C2 H2 0.9500 . C3 C4 1.377(3) . C3 H3 0.9500 . C4 C5 1.387(3) . C4 H4 0.9500 . C5 N1 1.338(3) . C5 C6 1.499(3) . C6 N2 1.469(3) . C6 H6A 0.9900 . C6 H6B 0.9900 . C7 N2 1.290(3) . C7 C8 1.429(3) . C7 H7 0.9500 . C8 C9 1.420(3) . C8 C11 1.464(3) . C9 O1 1.267(3) . C9 C10 1.506(3) . C10 H10A 0.9800 . C10 H10B 0.9800 . C10 H10C 0.9800 . C11 O2 1.215(3) . C11 O3 1.363(3) . C12 O3 1.442(3) . C12 C13 1.504(3) . C12 H12A 0.9900 . C12 H12B 0.9900 . C13 H13A 0.9800 . C13 H13B 0.9800 . C13 H13C 0.9800 . C14 O5 1.230(2) . C14 O4 1.288(3) . C14 C15 1.510(3) . C15 H15A 0.9800 . C15 H15B 0.9800 . C15 H15C 0.9800 . N1 Cu1 2.0050(18) . N2 Cu1 1.9256(18) . O1 Cu1 1.9414(16) . O4 Cu1 1.9547(15) . O4 Cu1 2.3541(13) 3_775 Cu1 O4 2.3541(13) 3_775 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_4 N1 C1 C2 C3 -0.1(3) . C1 C2 C3 C4 -1.0(3) . C2 C3 C4 C5 1.5(3) . C3 C4 C5 N1 -0.9(3) . C3 C4 C5 C6 -179.43(19) . N1 C5 C6 N2 4.3(2) . C4 C5 C6 N2 -177.06(17) . N2 C7 C8 C9 4.8(3) . N2 C7 C8 C11 -179.65(19) . C7 C8 C9 O1 -2.8(3) . C11 C8 C9 O1 -178.19(18) . C7 C8 C9 C10 177.39(19) . C11 C8 C9 C10 2.0(3) . C9 C8 C11 O2 7.3(3) . C7 C8 C11 O2 -168.3(2) . C9 C8 C11 O3 -173.13(17) . C7 C8 C11 O3 11.3(3) . C4 C5 N1 C1 -0.2(3) . C6 C5 N1 C1 178.42(18) . C4 C5 N1 Cu1 -179.57(15) . C6 C5 N1 Cu1 -0.9(2) . C2 C1 N1 C5 0.7(3) . C2 C1 N1 Cu1 180.00(15) . C8 C7 N2 C6 179.30(18) . C8 C7 N2 Cu1 0.4(3) . C5 C6 N2 C7 175.07(17) . C5 C6 N2 Cu1 -5.9(2) . C8 C9 O1 Cu1 -4.2(3) . C10 C9 O1 Cu1 175.61(14) . O2 C11 O3 C12 12.8(3) . C8 C11 O3 C12 -166.79(17) . C13 C12 O3 C11 -85.8(3) . O5 C14 O4 Cu1 3.7(3) . C15 C14 O4 Cu1 -175.33(16) . O5 C14 O4 Cu1 179.20(16) 3_775 C15 C14 O4 Cu1 0.2(4) 3_775