# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2010 data_global _journal_name_full 'New J.Chem.' _journal_coden_Cambridge 0440 _publ_contact_author_name 'Andruh, Marius' _publ_contact_author_email marius.andruh@dnt.ro _publ_section_title ; New Heterometallic Coordination Polymers Constructed from 3d-3d\^a Binuclear Nodes ; _publ_author_name M.Andruh # Attachment '- C1_dd27.cif' data_dd27 _database_code_depnum_ccdc_archive 'CCDC 772170' #TrackingRef '- C1_dd27.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H20 Co Cu N4 O10' _chemical_formula_weight 586.86 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' Co Co 0.3494 0.9721 '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' 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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.5076(15) _cell_length_b 11.190(2) _cell_length_c 11.3624(18) _cell_angle_alpha 82.947(13) _cell_angle_beta 83.930(13) _cell_angle_gamma 84.633(14) _cell_volume 1063.9(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 31133 _cell_measurement_theta_min 2.41 _cell_measurement_theta_max 33.14 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.832 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 596 _exptl_absorpt_coefficient_mu 1.847 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5486 _exptl_absorpt_correction_T_max 0.8416 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'STOE-IPDS II' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18613 _diffrn_reflns_av_R_equivalents 0.0838 _diffrn_reflns_av_sigmaI/netI 0.0842 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.43 _diffrn_reflns_theta_max 33.85 _reflns_number_total 7881 _reflns_number_gt 4375 _reflns_threshold_expression >2sigma(I) _computing_data_collection X-Area _computing_cell_refinement X-Area _computing_data_reduction X-Area _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0806P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.027(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 7881 _refine_ls_number_parameters 317 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1211 _refine_ls_R_factor_gt 0.0621 _refine_ls_wR_factor_ref 0.1733 _refine_ls_wR_factor_gt 0.1428 _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_restrained_S_all 1.013 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.5860(5) 0.6560(4) -0.4468(3) 0.0523(9) Uani 1 1 d . . . H1A H 0.5130 0.6995 -0.4988 0.079 Uiso 1 1 calc R . . H1B H 0.5870 0.5710 -0.4522 0.079 Uiso 1 1 calc R . . H1C H 0.6904 0.6818 -0.4699 0.079 Uiso 1 1 calc R . . C2 C 0.6269(4) 0.6250(3) -0.2382(3) 0.0392(7) Uani 1 1 d . . . C3 C 0.7705(4) 0.5592(3) -0.2550(3) 0.0441(8) Uani 1 1 d . . . H3 H 0.8138 0.5460 -0.3315 0.053 Uiso 1 1 calc R . . C4 C 0.8512(5) 0.5120(4) -0.1562(4) 0.0482(8) Uani 1 1 d . . . H4 H 0.9478 0.4665 -0.1670 0.058 Uiso 1 1 calc R . . C5 C 0.7884(5) 0.5325(3) -0.0434(4) 0.0462(8) Uani 1 1 d . . . H5 H 0.8430 0.5010 0.0216 0.055 Uiso 1 1 calc R . . C6 C 0.6427(4) 0.6007(3) -0.0253(3) 0.0394(7) Uani 1 1 d . . . C7 C 0.5599(4) 0.6447(3) -0.1227(3) 0.0367(7) Uani 1 1 d . . . C8 C 0.5883(5) 0.6262(3) 0.0941(3) 0.0416(7) Uani 1 1 d . . . H8 H 0.6565 0.5969 0.1518 0.050 Uiso 1 1 calc R . . C9 C 0.4425(5) 0.6995(4) 0.2605(3) 0.0482(9) Uani 1 1 d . . . H9A H 0.5464 0.7078 0.2850 0.058 Uiso 1 1 calc R . . H9B H 0.4022 0.6277 0.3058 0.058 Uiso 1 1 calc R . . C10 C 0.3336(6) 0.8077(4) 0.2894(3) 0.0551(10) Uani 1 1 d . . . H10A H 0.3452 0.8232 0.3701 0.066 Uiso 1 1 calc R . . H10B H 0.3653 0.8777 0.2362 0.066 Uiso 1 1 calc R . . C11 C 0.1645(6) 0.7929(5) 0.2790(4) 0.0651(12) Uani 1 1 d . . . H11A H 0.1380 0.7156 0.3211 0.078 Uiso 1 1 calc R . . H11B H 0.0994 0.8556 0.3174 0.078 Uiso 1 1 calc R . . C12 C -0.0159(5) 0.8422(3) 0.1342(3) 0.0474(9) Uani 1 1 d . . . H12 H -0.0799 0.8684 0.1992 0.057 Uiso 1 1 calc R . . C13 C -0.0873(4) 0.8551(3) 0.0243(3) 0.0425(8) Uani 1 1 d . . . C14 C -0.2490(5) 0.8989(3) 0.0255(4) 0.0486(9) Uani 1 1 d . . . H14 H -0.3048 0.9185 0.0964 0.058 Uiso 1 1 calc R . . C15 C -0.3236(5) 0.9127(3) -0.0762(4) 0.0494(9) Uani 1 1 d . . . H15 H -0.4307 0.9390 -0.0737 0.059 Uiso 1 1 calc R . . C16 C -0.2403(5) 0.8875(3) -0.1846(4) 0.0455(8) Uani 1 1 d . . . H16 H -0.2917 0.8974 -0.2538 0.055 Uiso 1 1 calc R . . C17 C -0.0826(4) 0.8480(3) -0.1879(3) 0.0403(7) Uani 1 1 d . . . C18 C -0.0035(4) 0.8292(3) -0.0832(3) 0.0394(7) Uani 1 1 d . . . C19 C -0.0517(6) 0.8438(4) -0.3999(4) 0.0602(11) Uani 1 1 d . . . H19A H 0.0281 0.8232 -0.4620 0.090 Uiso 1 1 calc R . . H19B H -0.0884 0.9275 -0.4148 0.090 Uiso 1 1 calc R . . H19C H -0.1389 0.7948 -0.3981 0.090 Uiso 1 1 calc R . . Co1 Co 0.28427(6) 0.76022(4) -0.25193(4) 0.04179(15) Uani 1 1 d . . . Cu1 Cu 0.28727(5) 0.74250(4) 0.03092(3) 0.03945(14) Uani 1 1 d . . . N1 N 0.4587(4) 0.6839(3) 0.1323(3) 0.0403(6) Uani 1 1 d . . . N2 N 0.1257(4) 0.7988(3) 0.1549(3) 0.0441(7) Uani 1 1 d . . . N3 N 0.1985(4) 0.5493(3) -0.3543(3) 0.0503(8) Uani 1 1 d . . . N4 N 0.3349(4) 0.9663(3) -0.3719(3) 0.0544(8) Uani 1 1 d . . . O1 O 0.5374(3) 0.6796(3) -0.3261(2) 0.0506(7) Uani 1 1 d . . . O2 O 0.4208(3) 0.7088(2) -0.1118(2) 0.0431(6) Uani 1 1 d . . . O3 O 0.1475(3) 0.7888(3) -0.0926(2) 0.0497(6) Uani 1 1 d . . . O4 O 0.0138(3) 0.8228(3) -0.2883(2) 0.0540(7) Uani 1 1 d . . . O5 O 0.2212(4) 0.5900(3) -0.2582(3) 0.0547(7) Uani 1 1 d . . . O6 O 0.2107(5) 0.6156(3) -0.4492(3) 0.0745(10) Uani 1 1 d . . . O7 O 0.1665(5) 0.4429(3) -0.3473(3) 0.0729(10) Uani 1 1 d . . . O8 O 0.3524(5) 0.9517(3) -0.2627(3) 0.0666(9) Uani 1 1 d . . . O9 O 0.3076(4) 0.8704(3) -0.4146(2) 0.0523(6) Uani 1 1 d . . . O10 O 0.3424(6) 1.0630(3) -0.4321(4) 0.0927(13) 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 0.054(2) 0.068(2) 0.0346(18) -0.0114(16) -0.0024(16) -0.0001(19) C2 0.0370(18) 0.0439(17) 0.0369(16) -0.0060(13) -0.0035(13) -0.0026(13) C3 0.0377(19) 0.0476(19) 0.0460(19) -0.0068(14) 0.0010(14) -0.0015(14) C4 0.035(2) 0.052(2) 0.056(2) -0.0068(16) -0.0050(16) 0.0037(15) C5 0.037(2) 0.051(2) 0.051(2) -0.0042(15) -0.0104(15) 0.0002(15) C6 0.0356(18) 0.0432(17) 0.0396(17) -0.0025(13) -0.0056(13) -0.0051(14) C7 0.0332(17) 0.0414(16) 0.0355(16) -0.0040(12) -0.0033(12) -0.0040(13) C8 0.044(2) 0.0452(18) 0.0369(17) -0.0019(13) -0.0106(14) -0.0053(15) C9 0.057(2) 0.053(2) 0.0350(17) -0.0047(14) -0.0112(16) 0.0012(17) C10 0.075(3) 0.057(2) 0.0340(18) -0.0120(15) -0.0144(17) 0.009(2) C11 0.080(3) 0.079(3) 0.0335(19) -0.0101(18) -0.0041(19) 0.011(2) C12 0.058(2) 0.0484(19) 0.0357(17) -0.0113(14) 0.0015(15) 0.0006(17) C13 0.041(2) 0.0408(17) 0.0456(19) -0.0083(14) -0.0011(14) 0.0008(14) C14 0.042(2) 0.0453(19) 0.057(2) -0.0132(16) 0.0052(16) -0.0009(15) C15 0.038(2) 0.050(2) 0.061(2) -0.0107(17) -0.0078(17) 0.0026(16) C16 0.042(2) 0.0425(18) 0.054(2) -0.0061(15) -0.0112(16) -0.0020(15) C17 0.0354(18) 0.0422(17) 0.0426(18) -0.0065(13) -0.0026(13) 0.0013(13) C18 0.0366(18) 0.0402(16) 0.0412(17) -0.0060(13) -0.0035(13) 0.0000(13) C19 0.060(3) 0.080(3) 0.041(2) -0.0028(19) -0.0156(18) -0.003(2) Co1 0.0435(3) 0.0502(3) 0.0314(2) -0.00551(18) -0.00536(18) 0.0009(2) Cu1 0.0398(3) 0.0483(2) 0.0301(2) -0.00665(15) -0.00481(15) 0.00167(17) N1 0.0442(17) 0.0438(15) 0.0330(14) -0.0036(11) -0.0065(11) -0.0028(12) N2 0.0499(19) 0.0480(16) 0.0328(14) -0.0083(11) -0.0022(12) 0.0063(13) N3 0.0454(19) 0.0542(19) 0.0512(19) -0.0093(14) -0.0017(14) -0.0027(14) N4 0.055(2) 0.0538(19) 0.053(2) -0.0002(15) -0.0090(16) -0.0017(16) O1 0.0508(16) 0.0676(17) 0.0314(12) -0.0091(11) -0.0058(11) 0.0122(13) O2 0.0395(14) 0.0580(14) 0.0303(11) -0.0065(10) -0.0049(9) 0.0080(11) O3 0.0388(14) 0.0751(18) 0.0342(12) -0.0106(11) -0.0061(10) 0.0095(12) O4 0.0450(16) 0.0778(19) 0.0375(13) -0.0069(12) -0.0101(11) 0.0116(13) O5 0.0660(19) 0.0542(15) 0.0453(15) -0.0059(12) -0.0097(13) -0.0058(13) O6 0.097(3) 0.078(2) 0.0478(18) -0.0026(15) -0.0113(17) -0.0049(19) O7 0.081(2) 0.0627(19) 0.077(2) -0.0257(17) 0.0074(18) -0.0145(17) O8 0.091(3) 0.0615(18) 0.0499(17) -0.0130(13) -0.0125(16) -0.0045(16) O9 0.0573(18) 0.0597(16) 0.0413(14) -0.0065(11) -0.0067(12) -0.0089(13) O10 0.113(4) 0.060(2) 0.101(3) 0.025(2) -0.027(3) -0.015(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 C1 O1 1.438(4) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 O1 1.370(4) . ? C2 C3 1.375(5) . ? C2 C7 1.408(5) . ? C3 C4 1.401(6) . ? C3 H3 0.9300 . ? C4 C5 1.373(5) . ? C4 H4 0.9300 . ? C5 C6 1.403(5) . ? C5 H5 0.9300 . ? C6 C7 1.390(5) . ? C6 C8 1.440(5) . ? C7 O2 1.328(4) . ? C8 N1 1.287(5) . ? C8 H8 0.9300 . ? C9 N1 1.479(4) . ? C9 C10 1.502(5) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.482(7) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 N2 1.474(5) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 N2 1.290(5) . ? C12 C13 1.431(6) . ? C12 H12 0.9300 . ? C13 C18 1.396(5) . ? C13 C14 1.416(5) . ? C14 C15 1.362(6) . ? C14 H14 0.9300 . ? C15 C16 1.400(6) . ? C15 H15 0.9300 . ? C16 C17 1.371(5) . ? C16 H16 0.9300 . ? C17 O4 1.376(4) . ? C17 C18 1.411(5) . ? C18 O3 1.319(4) . ? C19 O4 1.422(5) . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? Co1 O5 2.038(3) . ? Co1 O2 2.063(2) . ? Co1 O3 2.089(3) . ? Co1 O9 2.094(3) . ? Co1 O8 2.257(3) . ? Co1 O1 2.367(3) . ? Co1 O4 2.405(3) . ? Cu1 O3 1.926(3) . ? Cu1 O2 1.935(2) . ? Cu1 N1 1.969(3) . ? Cu1 N2 1.979(3) . ? N3 O6 1.232(5) . ? N3 O7 1.238(4) . ? N3 O5 1.273(4) . ? N4 O10 1.211(4) . ? N4 O8 1.254(5) . ? N4 O9 1.281(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 C1 H1A 109.5 . . ? O1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? O1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C2 C3 125.9(3) . . ? O1 C2 C7 113.4(3) . . ? C3 C2 C7 120.7(3) . . ? C2 C3 C4 119.5(3) . . ? C2 C3 H3 120.3 . . ? C4 C3 H3 120.3 . . ? C5 C4 C3 120.3(3) . . ? C5 C4 H4 119.9 . . ? C3 C4 H4 119.9 . . ? C4 C5 C6 120.7(3) . . ? C4 C5 H5 119.6 . . ? C6 C5 H5 119.6 . . ? C7 C6 C5 119.2(3) . . ? C7 C6 C8 122.6(3) . . ? C5 C6 C8 118.1(3) . . ? O2 C7 C6 122.3(3) . . ? O2 C7 C2 118.1(3) . . ? C6 C7 C2 119.5(3) . . ? N1 C8 C6 129.1(3) . . ? N1 C8 H8 115.4 . . ? C6 C8 H8 115.4 . . ? N1 C9 C10 112.9(3) . . ? N1 C9 H9A 109.0 . . ? C10 C9 H9A 109.0 . . ? N1 C9 H9B 109.0 . . ? C10 C9 H9B 109.0 . . ? H9A C9 H9B 107.8 . . ? C11 C10 C9 113.3(4) . . ? C11 C10 H10A 108.9 . . ? C9 C10 H10A 108.9 . . ? C11 C10 H10B 108.9 . . ? C9 C10 H10B 108.9 . . ? H10A C10 H10B 107.7 . . ? N2 C11 C10 113.6(4) . . ? N2 C11 H11A 108.8 . . ? C10 C11 H11A 108.8 . . ? N2 C11 H11B 108.8 . . ? C10 C11 H11B 108.8 . . ? H11A C11 H11B 107.7 . . ? N2 C12 C13 128.4(3) . . ? N2 C12 H12 115.8 . . ? C13 C12 H12 115.8 . . ? C18 C13 C14 119.2(3) . . ? C18 C13 C12 122.9(3) . . ? C14 C13 C12 117.9(3) . . ? C15 C14 C13 120.6(4) . . ? C15 C14 H14 119.7 . . ? C13 C14 H14 119.7 . . ? C14 C15 C16 120.6(4) . . ? C14 C15 H15 119.7 . . ? C16 C15 H15 119.7 . . ? C17 C16 C15 119.6(4) . . ? C17 C16 H16 120.2 . . ? C15 C16 H16 120.2 . . ? C16 C17 O4 125.6(3) . . ? C16 C17 C18 121.1(3) . . ? O4 C17 C18 113.3(3) . . ? O3 C18 C13 123.2(3) . . ? O3 C18 C17 117.9(3) . . ? C13 C18 C17 118.9(3) . . ? O4 C19 H19A 109.5 . . ? O4 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? O4 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? O5 Co1 O2 93.87(11) . . ? O5 Co1 O3 95.98(12) . . ? O2 Co1 O3 70.94(10) . . ? O5 Co1 O9 116.37(11) . . ? O2 Co1 O9 136.26(11) . . ? O3 Co1 O9 130.60(11) . . ? O5 Co1 O8 174.88(11) . . ? O2 Co1 O8 90.54(11) . . ? O3 Co1 O8 87.91(12) . . ? O9 Co1 O8 58.51(11) . . ? O5 Co1 O1 83.79(12) . . ? O2 Co1 O1 70.80(9) . . ? O3 Co1 O1 141.63(10) . . ? O9 Co1 O1 81.36(11) . . ? O8 Co1 O1 95.24(12) . . ? O5 Co1 O4 84.90(12) . . ? O2 Co1 O4 140.09(10) . . ? O3 Co1 O4 69.54(10) . . ? O9 Co1 O4 76.94(11) . . ? O8 Co1 O4 93.38(12) . . ? O1 Co1 O4 147.83(9) . . ? O3 Cu1 O2 77.23(11) . . ? O3 Cu1 N1 168.98(11) . . ? O2 Cu1 N1 91.81(11) . . ? O3 Cu1 N2 92.16(12) . . ? O2 Cu1 N2 168.61(12) . . ? N1 Cu1 N2 98.86(13) . . ? C8 N1 C9 115.5(3) . . ? C8 N1 Cu1 123.2(2) . . ? C9 N1 Cu1 121.3(2) . . ? C12 N2 C11 116.2(3) . . ? C12 N2 Cu1 123.8(3) . . ? C11 N2 Cu1 120.0(3) . . ? O6 N3 O7 123.0(4) . . ? O6 N3 O5 119.5(4) . . ? O7 N3 O5 117.4(3) . . ? O10 N4 O8 122.9(4) . . ? O10 N4 O9 122.6(4) . . ? O8 N4 O9 114.5(3) . . ? C2 O1 C1 118.2(3) . . ? C2 O1 Co1 113.1(2) . . ? C1 O1 Co1 126.6(2) . . ? C7 O2 Cu1 129.4(2) . . ? C7 O2 Co1 123.2(2) . . ? Cu1 O2 Co1 106.22(11) . . ? C18 O3 Cu1 129.2(2) . . ? C18 O3 Co1 125.2(2) . . ? Cu1 O3 Co1 105.57(12) . . ? C17 O4 C19 118.2(3) . . ? C17 O4 Co1 113.9(2) . . ? C19 O4 Co1 127.8(3) . . ? N3 O5 Co1 123.4(2) . . ? N4 O8 Co1 89.8(2) . . ? N4 O9 Co1 96.7(2) . . ? _diffrn_measured_fraction_theta_max 0.919 _diffrn_reflns_theta_full 33.85 _diffrn_measured_fraction_theta_full 0.919 _refine_diff_density_max 0.699 _refine_diff_density_min -0.724 _refine_diff_density_rms 0.104 # Attachment '- C2_dd26.cif' data_shelxl _database_code_depnum_ccdc_archive 'CCDC 772171' #TrackingRef '- C2_dd26.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H20 Cu Mn N4 O10' _chemical_formula_weight 582.87 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 '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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.6001(10) _cell_length_b 11.2045(15) _cell_length_c 11.3972(13) _cell_angle_alpha 83.875(10) _cell_angle_beta 84.626(9) _cell_angle_gamma 84.262(10) _cell_volume 1082.7(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 29090 _cell_measurement_theta_min 2.70 _cell_measurement_theta_max 33.75 _exptl_crystal_description prism _exptl_crystal_colour green _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.788 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 592 _exptl_absorpt_coefficient_mu 1.632 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5052 _exptl_absorpt_correction_T_max 0.6484 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'STOE-IPDS II' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15772 _diffrn_reflns_av_R_equivalents 0.0343 _diffrn_reflns_av_sigmaI/netI 0.0488 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.87 _diffrn_reflns_theta_max 33.24 _reflns_number_total 7909 _reflns_number_gt 5478 _reflns_threshold_expression >2sigma(I) _computing_data_collection X-Area _computing_cell_refinement X-Area _computing_data_reduction X-Area _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0407P)^2^+0.8840P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7909 _refine_ls_number_parameters 316 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0900 _refine_ls_R_factor_gt 0.0565 _refine_ls_wR_factor_ref 0.1174 _refine_ls_wR_factor_gt 0.1066 _refine_ls_goodness_of_fit_ref 1.083 _refine_ls_restrained_S_all 1.083 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.5803(4) 0.6547(3) -0.4465(2) 0.0422(7) Uani 1 1 d . . . H1A H 0.5081 0.6977 -0.4988 0.063 Uiso 1 1 calc R . . H1B H 0.5858 0.5701 -0.4554 0.063 Uiso 1 1 calc R . . H1C H 0.6824 0.6828 -0.4658 0.063 Uiso 1 1 calc R . . C2 C 0.6196(3) 0.6233(2) -0.2386(2) 0.0279(5) Uani 1 1 d . . . C3 C 0.7638(3) 0.5594(3) -0.2562(3) 0.0332(6) Uani 1 1 d . . . H3 H 0.8059 0.5464 -0.3325 0.040 Uiso 1 1 calc R . . C4 C 0.8462(3) 0.5143(3) -0.1584(3) 0.0380(6) Uani 1 1 d . . . H4 H 0.9424 0.4695 -0.1697 0.046 Uiso 1 1 calc R . . C5 C 0.7862(3) 0.5357(3) -0.0459(3) 0.0369(6) Uani 1 1 d . . . H5 H 0.8426 0.5060 0.0183 0.044 Uiso 1 1 calc R . . C6 C 0.6392(3) 0.6026(3) -0.0269(2) 0.0285(5) Uani 1 1 d . . . C7 C 0.5534(3) 0.6446(2) -0.1234(2) 0.0253(5) Uani 1 1 d . . . C8 C 0.5876(3) 0.6297(3) 0.0919(2) 0.0312(5) Uani 1 1 d . . . H8 H 0.6570 0.6028 0.1490 0.037 Uiso 1 1 calc R . . C9 C 0.4453(4) 0.7034(3) 0.2578(2) 0.0402(7) Uani 1 1 d . . . H9A H 0.5487 0.7130 0.2810 0.048 Uiso 1 1 calc R . . H9B H 0.4088 0.6316 0.3027 0.048 Uiso 1 1 calc R . . C10 C 0.3364(5) 0.8102(3) 0.2883(3) 0.0463(8) Uani 1 1 d . . . H10A H 0.3654 0.8803 0.2365 0.056 Uiso 1 1 calc R . . H10B H 0.3486 0.8256 0.3689 0.056 Uiso 1 1 calc R . . C11 C 0.1676(5) 0.7939(4) 0.2774(3) 0.0559(10) Uani 1 1 d . . . H11A H 0.1438 0.7164 0.3179 0.067 Uiso 1 1 calc R . . H11B H 0.1023 0.8559 0.3168 0.067 Uiso 1 1 calc R . . C12 C -0.0134(4) 0.8423(3) 0.1340(2) 0.0367(6) Uani 1 1 d . . . H12 H -0.0758 0.8671 0.1997 0.044 Uiso 1 1 calc R . . C13 C -0.0873(3) 0.8567(3) 0.0242(2) 0.0304(5) Uani 1 1 d . . . C14 C -0.2481(4) 0.8992(3) 0.0264(3) 0.0383(6) Uani 1 1 d . . . H14 H -0.3026 0.9182 0.0973 0.046 Uiso 1 1 calc R . . C15 C -0.3241(4) 0.9123(3) -0.0750(3) 0.0403(7) Uani 1 1 d . . . H15 H -0.4303 0.9386 -0.0718 0.048 Uiso 1 1 calc R . . C16 C -0.2450(3) 0.8870(3) -0.1826(3) 0.0353(6) Uani 1 1 d . . . H16 H -0.2978 0.8957 -0.2511 0.042 Uiso 1 1 calc R . . C17 C -0.0872(3) 0.8488(2) -0.1868(2) 0.0289(5) Uani 1 1 d . . . C18 C -0.0050(3) 0.8299(2) -0.0831(2) 0.0290(5) Uani 1 1 d . . . C19 C -0.0631(4) 0.8466(4) -0.3979(3) 0.0462(8) Uani 1 1 d . . . H19A H 0.0141 0.8268 -0.4610 0.069 Uiso 1 1 calc R . . H19B H -0.1003 0.9303 -0.4101 0.069 Uiso 1 1 calc R . . H19C H -0.1492 0.7982 -0.3969 0.069 Uiso 1 1 calc R . . Mn1 Mn 0.27343(5) 0.75750(4) -0.26273(3) 0.03187(11) Uani 1 1 d . . . Cu1 Cu 0.28551(4) 0.74293(3) 0.02896(3) 0.02807(9) Uani 1 1 d . . . N1 N 0.4577(3) 0.6865(2) 0.12939(18) 0.0301(5) Uani 1 1 d . . . N2 N 0.1272(3) 0.7998(2) 0.1529(2) 0.0363(5) Uani 1 1 d . . . N3 N 0.1883(3) 0.5517(3) -0.3568(3) 0.0465(7) Uani 1 1 d . . . N4 N 0.3312(4) 0.9778(3) -0.3727(3) 0.0493(7) Uani 1 1 d . . . O1 O 0.5277(2) 0.6747(2) -0.32669(16) 0.0396(5) Uani 1 1 d . . . O2 O 0.4150(2) 0.70670(19) -0.11289(15) 0.0322(4) Uani 1 1 d . . . O3 O 0.1439(2) 0.7900(2) -0.09316(17) 0.0389(5) Uani 1 1 d . . . O4 O 0.0054(2) 0.8238(2) -0.28783(17) 0.0416(5) Uani 1 1 d . . . O5 O 0.2072(3) 0.5726(2) -0.2525(2) 0.0520(6) Uani 1 1 d . . . O6 O 0.2135(4) 0.6343(3) -0.4357(3) 0.0789(10) Uani 1 1 d . . . O7 O 0.1481(4) 0.4548(3) -0.3747(4) 0.0918(12) Uani 1 1 d . . . O8 O 0.3568(4) 0.9509(3) -0.2674(2) 0.0688(8) Uani 1 1 d . . . O9 O 0.2951(3) 0.8918(3) -0.4256(2) 0.0574(7) Uani 1 1 d . . . O10 O 0.3400(5) 1.0782(3) -0.4217(4) 0.1048(15) 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 0.0462(17) 0.058(2) 0.0213(12) -0.0068(12) 0.0030(11) -0.0013(15) C2 0.0286(12) 0.0304(13) 0.0240(11) -0.0006(9) -0.0015(9) -0.0024(10) C3 0.0302(13) 0.0355(15) 0.0328(13) -0.0048(11) 0.0024(10) -0.0006(11) C4 0.0259(13) 0.0410(16) 0.0451(16) -0.0036(13) -0.0003(11) 0.0044(11) C5 0.0292(13) 0.0422(16) 0.0385(15) 0.0000(12) -0.0088(11) 0.0021(12) C6 0.0288(12) 0.0308(13) 0.0259(11) -0.0002(10) -0.0056(9) -0.0022(10) C7 0.0249(11) 0.0279(12) 0.0225(10) -0.0009(9) -0.0018(8) -0.0013(9) C8 0.0353(14) 0.0344(14) 0.0243(11) -0.0009(10) -0.0098(10) -0.0006(11) C9 0.0571(19) 0.0453(18) 0.0193(11) -0.0040(11) -0.0102(11) -0.0021(14) C10 0.077(2) 0.0393(17) 0.0251(12) -0.0130(12) -0.0158(14) 0.0060(16) C11 0.069(2) 0.076(3) 0.0198(12) -0.0133(14) -0.0031(13) 0.017(2) C12 0.0438(16) 0.0394(16) 0.0257(12) -0.0100(11) 0.0051(11) 0.0021(12) C13 0.0316(13) 0.0288(13) 0.0297(12) -0.0063(10) 0.0038(10) 0.0007(10) C14 0.0337(14) 0.0359(15) 0.0436(16) -0.0103(13) 0.0084(12) 0.0016(12) C15 0.0276(13) 0.0390(16) 0.0530(18) -0.0109(14) -0.0003(12) 0.0070(12) C16 0.0293(13) 0.0312(14) 0.0452(16) -0.0033(12) -0.0067(11) 0.0017(11) C17 0.0276(12) 0.0279(13) 0.0304(12) -0.0031(10) -0.0024(9) 0.0017(10) C18 0.0273(12) 0.0304(13) 0.0278(12) -0.0024(10) -0.0005(9) 0.0034(10) C19 0.0438(17) 0.066(2) 0.0285(14) -0.0003(14) -0.0132(12) 0.0023(16) Mn1 0.0332(2) 0.0418(3) 0.01912(17) -0.00233(16) -0.00314(14) 0.00430(18) Cu1 0.03076(17) 0.03637(19) 0.01631(13) -0.00417(12) -0.00257(10) 0.00300(13) N1 0.0401(12) 0.0332(12) 0.0175(9) -0.0024(8) -0.0065(8) -0.0015(10) N2 0.0442(14) 0.0423(14) 0.0204(9) -0.0066(9) 0.0003(9) 0.0077(11) N3 0.0369(14) 0.0525(18) 0.0494(16) -0.0127(14) 0.0036(12) 0.0016(12) N4 0.0532(17) 0.0457(17) 0.0482(16) 0.0042(13) -0.0090(13) -0.0062(14) O1 0.0373(11) 0.0604(14) 0.0179(8) -0.0045(8) -0.0016(7) 0.0114(10) O2 0.0283(9) 0.0482(12) 0.0178(7) -0.0035(7) -0.0014(6) 0.0077(8) O3 0.0297(10) 0.0631(14) 0.0212(8) -0.0072(9) -0.0029(7) 0.0129(9) O4 0.0345(11) 0.0641(15) 0.0242(9) -0.0060(9) -0.0068(8) 0.0113(10) O5 0.0566(15) 0.0518(15) 0.0478(14) -0.0056(11) -0.0062(11) -0.0034(12) O6 0.074(2) 0.098(3) 0.0553(17) 0.0197(17) 0.0012(15) 0.0054(18) O7 0.085(2) 0.084(2) 0.114(3) -0.058(2) 0.026(2) -0.027(2) O8 0.111(3) 0.0570(17) 0.0402(14) -0.0071(12) -0.0156(15) -0.0074(17) O9 0.0660(17) 0.0683(18) 0.0412(13) -0.0075(12) -0.0064(12) -0.0179(14) O10 0.133(4) 0.058(2) 0.125(3) 0.044(2) -0.055(3) -0.032(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 C1 O1 1.432(3) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 C3 1.377(4) . ? C2 O1 1.378(3) . ? C2 C7 1.416(3) . ? C3 C4 1.399(4) . ? C3 H3 0.9300 . ? C4 C5 1.373(4) . ? C4 H4 0.9300 . ? C5 C6 1.414(4) . ? C5 H5 0.9300 . ? C6 C7 1.396(3) . ? C6 C8 1.439(4) . ? C7 O2 1.319(3) . ? C8 N1 1.289(4) . ? C8 H8 0.9300 . ? C9 N1 1.488(3) . ? C9 C10 1.495(5) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.499(5) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 N2 1.486(4) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 N2 1.283(4) . ? C12 C13 1.442(4) . ? C12 H12 0.9300 . ? C13 C18 1.400(4) . ? C13 C14 1.416(4) . ? C14 C15 1.367(5) . ? C14 H14 0.9300 . ? C15 C16 1.388(4) . ? C15 H15 0.9300 . ? C16 C17 1.380(4) . ? C16 H16 0.9300 . ? C17 O4 1.375(3) . ? C17 C18 1.419(4) . ? C18 O3 1.312(3) . ? C19 O4 1.423(3) . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? Mn1 O2 2.1830(18) . ? Mn1 O3 2.185(2) . ? Mn1 O5 2.192(3) . ? Mn1 O9 2.267(3) . ? Mn1 O8 2.343(3) . ? Mn1 O1 2.369(2) . ? Mn1 O4 2.384(2) . ? Cu1 O2 1.9315(18) . ? Cu1 O3 1.9317(19) . ? Cu1 N1 1.969(2) . ? Cu1 N2 1.978(2) . ? N3 O7 1.215(4) . ? N3 O6 1.240(4) . ? N3 O5 1.264(4) . ? N4 O10 1.207(4) . ? N4 O8 1.240(4) . ? N4 O9 1.268(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 C1 H1A 109.5 . . ? O1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? O1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C3 C2 O1 125.5(2) . . ? C3 C2 C7 121.3(2) . . ? O1 C2 C7 113.2(2) . . ? C2 C3 C4 119.4(3) . . ? C2 C3 H3 120.3 . . ? C4 C3 H3 120.3 . . ? C5 C4 C3 120.6(3) . . ? C5 C4 H4 119.7 . . ? C3 C4 H4 119.7 . . ? C4 C5 C6 120.5(3) . . ? C4 C5 H5 119.7 . . ? C6 C5 H5 119.7 . . ? C7 C6 C5 119.5(2) . . ? C7 C6 C8 122.4(2) . . ? C5 C6 C8 118.0(2) . . ? O2 C7 C6 123.1(2) . . ? O2 C7 C2 118.2(2) . . ? C6 C7 C2 118.7(2) . . ? N1 C8 C6 128.4(2) . . ? N1 C8 H8 115.8 . . ? C6 C8 H8 115.8 . . ? N1 C9 C10 112.9(2) . . ? N1 C9 H9A 109.0 . . ? C10 C9 H9A 109.0 . . ? N1 C9 H9B 109.0 . . ? C10 C9 H9B 109.0 . . ? H9A C9 H9B 107.8 . . ? C9 C10 C11 113.2(3) . . ? C9 C10 H10A 108.9 . . ? C11 C10 H10A 108.9 . . ? C9 C10 H10B 108.9 . . ? C11 C10 H10B 108.9 . . ? H10A C10 H10B 107.8 . . ? N2 C11 C10 113.6(3) . . ? N2 C11 H11A 108.9 . . ? C10 C11 H11A 108.9 . . ? N2 C11 H11B 108.9 . . ? C10 C11 H11B 108.9 . . ? H11A C11 H11B 107.7 . . ? N2 C12 C13 128.5(3) . . ? N2 C12 H12 115.8 . . ? C13 C12 H12 115.8 . . ? C18 C13 C14 119.6(3) . . ? C18 C13 C12 122.1(3) . . ? C14 C13 C12 118.4(3) . . ? C15 C14 C13 120.6(3) . . ? C15 C14 H14 119.7 . . ? C13 C14 H14 119.7 . . ? C14 C15 C16 121.0(3) . . ? C14 C15 H15 119.5 . . ? C16 C15 H15 119.5 . . ? C17 C16 C15 119.2(3) . . ? C17 C16 H16 120.4 . . ? C15 C16 H16 120.4 . . ? O4 C17 C16 125.0(3) . . ? O4 C17 C18 113.3(2) . . ? C16 C17 C18 121.7(3) . . ? O3 C18 C13 123.6(2) . . ? O3 C18 C17 118.4(2) . . ? C13 C18 C17 118.0(2) . . ? O4 C19 H19A 109.5 . . ? O4 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? O4 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? O2 Mn1 O3 67.37(7) . . ? O2 Mn1 O5 89.97(9) . . ? O3 Mn1 O5 92.68(10) . . ? O2 Mn1 O9 133.75(9) . . ? O3 Mn1 O9 126.44(10) . . ? O5 Mn1 O9 127.62(10) . . ? O2 Mn1 O8 86.90(9) . . ? O3 Mn1 O8 87.18(10) . . ? O5 Mn1 O8 176.66(11) . . ? O9 Mn1 O8 54.59(10) . . ? O2 Mn1 O1 69.05(7) . . ? O3 Mn1 O1 136.38(7) . . ? O5 Mn1 O1 85.53(9) . . ? O9 Mn1 O1 86.26(9) . . ? O8 Mn1 O1 92.27(11) . . ? O2 Mn1 O4 136.02(7) . . ? O3 Mn1 O4 68.92(7) . . ? O5 Mn1 O4 87.38(9) . . ? O9 Mn1 O4 78.38(9) . . ? O8 Mn1 O4 95.67(11) . . ? O1 Mn1 O4 153.97(7) . . ? O2 Cu1 O3 77.67(8) . . ? O2 Cu1 N1 91.82(9) . . ? O3 Cu1 N1 169.49(9) . . ? O2 Cu1 N2 168.92(9) . . ? O3 Cu1 N2 91.79(9) . . ? N1 Cu1 N2 98.70(10) . . ? C8 N1 C9 114.2(2) . . ? C8 N1 Cu1 123.85(18) . . ? C9 N1 Cu1 121.9(2) . . ? C12 N2 C11 115.7(3) . . ? C12 N2 Cu1 124.2(2) . . ? C11 N2 Cu1 120.0(2) . . ? O7 N3 O6 124.1(4) . . ? O7 N3 O5 119.8(4) . . ? O6 N3 O5 116.2(3) . . ? O10 N4 O8 122.8(4) . . ? O10 N4 O9 122.2(4) . . ? O8 N4 O9 115.0(3) . . ? C2 O1 C1 118.0(2) . . ? C2 O1 Mn1 115.97(15) . . ? C1 O1 Mn1 124.99(18) . . ? C7 O2 Cu1 129.13(16) . . ? C7 O2 Mn1 122.44(15) . . ? Cu1 O2 Mn1 107.52(9) . . ? C18 O3 Cu1 129.37(17) . . ? C18 O3 Mn1 123.15(17) . . ? Cu1 O3 Mn1 107.43(9) . . ? C17 O4 C19 117.9(2) . . ? C17 O4 Mn1 116.16(15) . . ? C19 O4 Mn1 125.76(19) . . ? N3 O5 Mn1 106.9(2) . . ? N4 O8 Mn1 93.5(2) . . ? N4 O9 Mn1 96.3(2) . . ? _diffrn_measured_fraction_theta_max 0.951 _diffrn_reflns_theta_full 33.24 _diffrn_measured_fraction_theta_full 0.951 _refine_diff_density_max 0.373 _refine_diff_density_min -0.742 _refine_diff_density_rms 0.086 # Attachment '- C3_db2.cif' data_C3_db2 _database_code_depnum_ccdc_archive 'CCDC 772172' #TrackingRef '- C3_db2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C37 H39 Co Cu N3 O11' _chemical_formula_weight 824.18 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' Co Co 0.3494 0.9721 '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' 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.5871(16) _cell_length_b 20.8938(11) _cell_length_c 16.6956(16) _cell_angle_alpha 90.00 _cell_angle_beta 107.580(10) _cell_angle_gamma 90.00 _cell_volume 3520.7(7) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 25647 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 25.00 _exptl_crystal_description prism _exptl_crystal_colour green _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.555 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1704 _exptl_absorpt_coefficient_mu 1.143 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6845 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method 'phi omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 35524 _diffrn_reflns_av_R_equivalents 0.0412 _diffrn_reflns_av_sigmaI/netI 0.0469 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.82 _diffrn_reflns_theta_max 27.50 _reflns_number_total 8056 _reflns_number_gt 5235 _reflns_threshold_expression >2sigma(I) _computing_data_collection KappaCCD _computing_cell_refinement 'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)' _computing_data_reduction 'Denzo and Scalepak' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; 2 geometrical restraints were used for the refinement of the ethanol molecule Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0712P)^2^+4.6904P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8056 _refine_ls_number_parameters 490 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0977 _refine_ls_R_factor_gt 0.0538 _refine_ls_wR_factor_ref 0.1560 _refine_ls_wR_factor_gt 0.1320 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.036 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.3493(5) 0.3206(2) 0.6455(3) 0.0628(13) Uani 1 1 d . . . H1A H 0.3277 0.3587 0.6120 0.094 Uiso 1 1 calc R . . H1B H 0.4431 0.3192 0.6729 0.094 Uiso 1 1 calc R . . H1C H 0.3032 0.3207 0.6869 0.094 Uiso 1 1 calc R . . C2 C 0.1824(4) 0.2611(2) 0.5418(2) 0.0467(10) Uani 1 1 d . . . C3 C 0.0826(5) 0.3030(2) 0.5408(3) 0.0597(12) Uani 1 1 d . . . H3 H 0.0997 0.3384 0.5761 0.072 Uiso 1 1 calc R . . C4 C -0.0445(5) 0.2926(3) 0.4869(3) 0.0699(15) Uani 1 1 d . . . H4 H -0.1121 0.3213 0.4856 0.084 Uiso 1 1 calc R . . C5 C -0.0694(5) 0.2404(3) 0.4362(3) 0.0684(15) Uani 1 1 d . . . H5 H -0.1552 0.2332 0.4016 0.082 Uiso 1 1 calc R . . C6 C 0.0319(4) 0.1965(2) 0.4347(3) 0.0502(11) Uani 1 1 d . . . C7 C 0.1589(4) 0.2072(2) 0.4887(2) 0.0429(9) Uani 1 1 d . . . C8 C -0.0004(4) 0.1429(3) 0.3786(3) 0.0584(13) Uani 1 1 d . . . H8 H -0.0899 0.1376 0.3500 0.070 Uiso 1 1 calc R . . C9 C 0.0178(5) 0.0514(3) 0.3005(3) 0.0649(13) Uani 1 1 d . . . H9A H -0.0694 0.0657 0.2671 0.078 Uiso 1 1 calc R . . H9B H 0.0068 0.0127 0.3297 0.078 Uiso 1 1 calc R . . C10 C 0.0986(4) 0.0365(2) 0.2433(3) 0.0582(12) Uani 1 1 d . . . H10A H 0.1286 0.0762 0.2250 0.070 Uiso 1 1 calc R . . H10B H 0.0433 0.0146 0.1939 0.070 Uiso 1 1 calc R . . C11 C 0.2176(5) -0.0048(2) 0.2848(3) 0.0568(12) Uani 1 1 d . . . H11A H 0.1888 -0.0419 0.3097 0.068 Uiso 1 1 calc R . . H11B H 0.2560 -0.0200 0.2424 0.068 Uiso 1 1 calc R . . C12 C 0.4377(4) 0.00639(19) 0.3663(2) 0.0416(9) Uani 1 1 d . . . H12 H 0.4445 -0.0308 0.3373 0.050 Uiso 1 1 calc R . . C13 C 0.5597(4) 0.03038(18) 0.4231(2) 0.0387(9) Uani 1 1 d . . . C14 C 0.6770(4) -0.0011(2) 0.4243(3) 0.0486(10) Uani 1 1 d . . . H14 H 0.6732 -0.0379 0.3923 0.058 Uiso 1 1 calc R . . C15 C 0.7962(4) 0.0215(2) 0.4716(3) 0.0508(10) Uani 1 1 d . . . H15 H 0.8734 0.0005 0.4711 0.061 Uiso 1 1 calc R . . C16 C 0.8043(4) 0.0762(2) 0.5210(3) 0.0471(10) Uani 1 1 d . . . H16 H 0.8865 0.0919 0.5526 0.057 Uiso 1 1 calc R . . C17 C 0.6902(4) 0.10664(17) 0.5226(2) 0.0379(8) Uani 1 1 d . . . C18 C 0.5657(4) 0.08450(17) 0.4730(2) 0.0344(8) Uani 1 1 d . . . C19 C 0.8041(4) 0.1889(2) 0.6179(3) 0.0550(11) Uani 1 1 d . . . H19A H 0.8539 0.1599 0.6604 0.083 Uiso 1 1 calc R . . H19B H 0.7846 0.2270 0.6440 0.083 Uiso 1 1 calc R . . H19C H 0.8551 0.1998 0.5811 0.083 Uiso 1 1 calc R . . C20 C 0.5634(4) 0.17637(19) 0.7281(2) 0.0409(9) Uani 1 1 d . . . C21 C 0.6007(4) 0.13666(17) 0.8070(2) 0.0373(8) Uani 1 1 d . . . C22 C 0.5139(4) 0.09191(19) 0.8220(2) 0.0454(10) Uani 1 1 d . . . H22 H 0.4311 0.0859 0.7828 0.054 Uiso 1 1 calc R . . C23 C 0.5502(4) 0.0560(2) 0.8954(3) 0.0462(10) Uani 1 1 d . . . H23 H 0.4907 0.0274 0.9069 0.055 Uiso 1 1 calc R . . C24 C 0.6747(4) 0.06310(18) 0.9505(2) 0.0378(8) Uani 1 1 d . . . C25 C 0.7630(4) 0.10626(19) 0.9362(2) 0.0426(9) Uani 1 1 d . . . H25 H 0.8474 0.1103 0.9740 0.051 Uiso 1 1 calc R . . C26 C 0.7246(4) 0.14358(19) 0.8645(2) 0.0405(9) Uani 1 1 d . . . H26 H 0.7830 0.1738 0.8550 0.049 Uiso 1 1 calc R . . C27 C 0.7695(3) -0.02981(17) 1.0266(2) 0.0333(8) Uani 1 1 d . . . C28 C 0.8163(4) -0.05971(18) 1.1038(2) 0.0351(8) Uani 1 1 d . . . H28 H 0.8064 -0.0404 1.1518 0.042 Uiso 1 1 calc R . . C29 C 0.8776(4) -0.11832(18) 1.1091(2) 0.0363(8) Uani 1 1 d . . . H29 H 0.9107 -0.1380 1.1612 0.044 Uiso 1 1 calc R . . C30 C 0.8912(3) -0.14859(17) 1.0385(2) 0.0333(8) Uani 1 1 d . . . C31 C 0.8447(4) -0.11780(19) 0.9620(2) 0.0442(9) Uani 1 1 d . . . H31 H 0.8548 -0.1371 0.9141 0.053 Uiso 1 1 calc R . . C32 C 0.7839(4) -0.05922(19) 0.9554(2) 0.0451(10) Uani 1 1 d . . . H32 H 0.7525 -0.0393 0.9033 0.054 Uiso 1 1 calc R . . C33 C 0.9575(4) -0.21266(18) 1.0447(2) 0.0365(8) Uani 1 1 d . . . C34 C 1.1684(5) 0.1369(3) 0.6925(3) 0.0606(13) Uani 1 1 d . . . C35 C 1.2277(8) 0.1930(4) 0.7376(5) 0.118(3) Uani 1 1 d . . . H35A H 1.1595 0.2210 0.7440 0.177 Uiso 1 1 calc R . . H35B H 1.2784 0.2147 0.7069 0.177 Uiso 1 1 calc R . . H35C H 1.2848 0.1810 0.7919 0.177 Uiso 1 1 calc R . . C36 C 0.1169(8) 0.4170(3) 0.7297(4) 0.161(5) Uani 1 1 d D . . H36A H 0.0610 0.4495 0.6964 0.241 Uiso 1 1 calc R . . H36B H 0.1773 0.4018 0.7012 0.241 Uiso 1 1 calc R . . H36C H 0.1660 0.4345 0.7832 0.241 Uiso 1 1 calc R . . C37 C 0.0293(11) 0.3600(4) 0.7433(7) 0.173(5) Uani 1 1 d D . . H37A H -0.0258 0.3727 0.7776 0.208 Uiso 1 1 calc R . . H37B H -0.0264 0.3432 0.6902 0.208 Uiso 1 1 calc R . . Co1 Co 0.45160(5) 0.18973(2) 0.55250(3) 0.03781(16) Uani 1 1 d . . . Cu1 Cu 0.27360(4) 0.10448(2) 0.40941(3) 0.03842(15) Uani 1 1 d . . . N1 N 0.0785(3) 0.10090(18) 0.3623(2) 0.0497(9) Uani 1 1 d . . . N2 N 0.3205(3) 0.02987(15) 0.35087(18) 0.0410(8) Uani 1 1 d . . . N3 N 1.1216(6) 0.0951(4) 0.6636(4) 0.110(2) Uani 1 1 d . . . O1 O 0.3106(3) 0.26563(14) 0.59255(17) 0.0500(7) Uani 1 1 d . . . O2 O 0.2602(3) 0.16892(13) 0.49143(16) 0.0443(6) Uani 1 1 d . . . O3 O 0.4578(2) 0.11537(12) 0.47603(15) 0.0374(6) Uani 1 1 d . . . O4 O 0.6829(3) 0.15895(13) 0.57054(18) 0.0499(7) Uani 1 1 d . . . O5 O 0.4806(3) 0.15024(13) 0.66455(15) 0.0463(7) Uani 1 1 d . . . O6 O 0.6125(3) 0.22962(13) 0.72745(16) 0.0500(7) Uani 1 1 d . . . O7 O 0.9810(3) -0.24379(13) 1.11068(18) 0.0503(7) Uani 1 1 d . . . O8 O 0.9853(3) -0.22952(13) 0.97937(17) 0.0484(7) Uani 1 1 d . . . O9 O 0.7096(3) 0.02878(12) 1.02612(15) 0.0417(6) Uani 1 1 d . . . O10 O 0.2956(4) 0.18270(15) 0.3171(2) 0.0476(8) Uani 1 1 d . . . O11 O 0.1315(12) 0.3131(11) 0.7875(11) 0.489(16) Uani 1 1 d D . . H11 H 0.0999 0.2884 0.8145 0.733 Uiso 1 1 calc R . . H1W H 0.244(5) 0.204(2) 0.294(3) 0.055(16) Uiso 1 1 d . . . H2W H 0.360(5) 0.206(2) 0.342(3) 0.060(15) Uiso 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 0.076(3) 0.062(3) 0.042(2) -0.008(2) 0.006(2) 0.019(2) C2 0.047(2) 0.062(3) 0.035(2) 0.0158(19) 0.0190(19) 0.016(2) C3 0.059(3) 0.079(3) 0.049(3) 0.017(2) 0.029(2) 0.021(2) C4 0.054(3) 0.101(4) 0.061(3) 0.017(3) 0.026(3) 0.025(3) C5 0.037(2) 0.108(4) 0.059(3) 0.025(3) 0.014(2) 0.013(3) C6 0.037(2) 0.079(3) 0.036(2) 0.015(2) 0.0127(18) 0.004(2) C7 0.037(2) 0.060(3) 0.0315(19) 0.0171(18) 0.0105(17) 0.0084(18) C8 0.029(2) 0.099(4) 0.041(2) 0.020(2) 0.0022(18) -0.009(2) C9 0.043(2) 0.088(4) 0.054(3) -0.003(3) 0.001(2) -0.022(2) C10 0.055(3) 0.070(3) 0.036(2) -0.002(2) -0.007(2) -0.015(2) C11 0.061(3) 0.053(3) 0.043(2) -0.005(2) -0.004(2) -0.014(2) C12 0.053(2) 0.038(2) 0.0294(19) 0.0006(16) 0.0057(18) -0.0035(18) C13 0.043(2) 0.042(2) 0.0290(18) 0.0033(15) 0.0080(16) -0.0005(17) C14 0.055(3) 0.049(2) 0.041(2) -0.0032(19) 0.014(2) 0.003(2) C15 0.043(2) 0.059(3) 0.052(3) -0.001(2) 0.017(2) 0.006(2) C16 0.037(2) 0.056(3) 0.045(2) 0.008(2) 0.0077(18) -0.0037(19) C17 0.039(2) 0.035(2) 0.035(2) 0.0050(16) 0.0047(16) -0.0028(16) C18 0.037(2) 0.0335(19) 0.0290(18) 0.0058(14) 0.0046(15) -0.0011(15) C19 0.044(2) 0.057(3) 0.057(3) -0.009(2) 0.005(2) -0.017(2) C20 0.047(2) 0.043(2) 0.0286(19) 0.0043(16) 0.0048(17) 0.0028(18) C21 0.044(2) 0.0348(19) 0.0280(18) 0.0029(15) 0.0034(16) 0.0010(16) C22 0.039(2) 0.051(2) 0.037(2) 0.0062(17) -0.0026(17) -0.0066(18) C23 0.047(2) 0.047(2) 0.042(2) 0.0066(18) 0.0103(19) -0.0077(18) C24 0.047(2) 0.037(2) 0.0290(18) 0.0033(15) 0.0096(17) 0.0068(17) C25 0.038(2) 0.048(2) 0.035(2) 0.0049(17) 0.0010(17) -0.0012(18) C26 0.042(2) 0.042(2) 0.0321(19) 0.0049(16) 0.0031(17) -0.0069(17) C27 0.0333(18) 0.0376(19) 0.0282(18) 0.0052(15) 0.0078(15) -0.0020(15) C28 0.0373(19) 0.044(2) 0.0233(17) 0.0001(15) 0.0082(15) 0.0002(16) C29 0.0341(19) 0.043(2) 0.0292(18) 0.0087(15) 0.0050(15) 0.0028(16) C30 0.0292(18) 0.0385(19) 0.0325(19) 0.0051(15) 0.0100(15) -0.0030(15) C31 0.058(3) 0.048(2) 0.032(2) 0.0048(17) 0.0214(19) 0.0047(19) C32 0.062(3) 0.047(2) 0.0269(19) 0.0112(16) 0.0154(18) 0.011(2) C33 0.0332(19) 0.0372(19) 0.039(2) 0.0007(16) 0.0099(17) -0.0033(15) C34 0.059(3) 0.064(3) 0.056(3) 0.003(2) 0.013(2) -0.016(2) C35 0.139(7) 0.121(6) 0.103(5) 0.014(5) 0.050(5) -0.040(5) C36 0.246(11) 0.174(8) 0.047(3) -0.011(4) 0.021(5) 0.163(8) C37 0.315(16) 0.088(6) 0.192(10) 0.011(6) 0.190(12) 0.002(7) Co1 0.0422(3) 0.0369(3) 0.0283(3) 0.0031(2) 0.0016(2) -0.0009(2) Cu1 0.0333(2) 0.0458(3) 0.0296(2) 0.00326(19) -0.00040(19) -0.0048(2) N1 0.0360(18) 0.071(2) 0.0363(18) 0.0077(17) 0.0025(15) -0.0107(18) N2 0.0471(19) 0.0402(18) 0.0280(16) 0.0046(13) -0.0003(14) -0.0091(15) N3 0.071(4) 0.152(6) 0.103(5) -0.011(4) 0.021(3) 0.003(4) O1 0.0517(17) 0.0546(17) 0.0410(16) -0.0004(13) 0.0101(13) 0.0139(14) O2 0.0360(14) 0.0559(17) 0.0349(14) -0.0002(12) 0.0015(12) 0.0068(12) O3 0.0318(13) 0.0380(14) 0.0350(14) -0.0025(11) -0.0012(11) -0.0002(11) O4 0.0381(15) 0.0471(17) 0.0551(17) -0.0111(13) -0.0001(13) -0.0041(12) O5 0.0563(17) 0.0451(15) 0.0267(13) 0.0033(11) -0.0036(12) -0.0049(13) O6 0.0646(19) 0.0392(15) 0.0358(15) 0.0074(12) -0.0007(13) -0.0090(14) O7 0.0540(17) 0.0522(17) 0.0456(17) 0.0155(13) 0.0164(14) 0.0159(14) O8 0.0668(19) 0.0376(15) 0.0463(17) 0.0005(12) 0.0253(15) 0.0032(13) O9 0.0557(16) 0.0407(15) 0.0302(13) 0.0067(11) 0.0154(12) 0.0099(12) O10 0.0473(18) 0.0416(17) 0.0429(17) 0.0056(14) -0.0029(14) -0.0029(15) O11 0.218(11) 0.87(4) 0.44(2) 0.49(3) 0.197(12) 0.272(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 C1 O1 1.431(5) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 C3 1.369(6) . ? C2 O1 1.369(5) . ? C2 C7 1.408(6) . ? C3 C4 1.391(7) . ? C3 H3 0.9300 . ? C4 C5 1.357(8) . ? C4 H4 0.9300 . ? C5 C6 1.417(7) . ? C5 H5 0.9300 . ? C6 C7 1.392(6) . ? C6 C8 1.433(7) . ? C7 O2 1.328(5) . ? C8 N1 1.296(6) . ? C8 H8 0.9300 . ? C9 N1 1.465(6) . ? C9 C10 1.495(7) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.511(6) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 N2 1.484(5) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 N2 1.285(5) . ? C12 C13 1.442(5) . ? C12 H12 0.9300 . ? C13 C18 1.395(5) . ? C13 C14 1.400(6) . ? C14 C15 1.356(6) . ? C14 H14 0.9300 . ? C15 C16 1.397(6) . ? C15 H15 0.9300 . ? C16 C17 1.372(6) . ? C16 H16 0.9300 . ? C17 O4 1.371(5) . ? C17 C18 1.406(5) . ? C18 O3 1.327(4) . ? C19 O4 1.432(5) . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 O6 1.230(5) . ? C20 O5 1.277(4) . ? C20 C21 1.504(5) . ? C21 C26 1.380(5) . ? C21 C22 1.386(5) . ? C22 C23 1.389(5) . ? C22 H22 0.9300 . ? C23 C24 1.368(5) . ? C23 H23 0.9300 . ? C24 C25 1.371(5) . ? C24 O9 1.401(4) . ? C25 C26 1.382(5) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C27 O9 1.378(4) . ? C27 C28 1.383(5) . ? C27 C32 1.387(5) . ? C28 C29 1.377(5) . ? C28 H28 0.9300 . ? C29 C30 1.383(5) . ? C29 H29 0.9300 . ? C30 C31 1.381(5) . ? C30 C33 1.500(5) . ? C31 C32 1.372(6) . ? C31 H31 0.9300 . ? C32 H32 0.9300 . ? C33 O7 1.237(4) . ? C33 O8 1.264(5) . ? C34 N3 1.047(7) . ? C34 C35 1.432(9) . ? C35 H35A 0.9600 . ? C35 H35B 0.9600 . ? C35 H35C 0.9600 . ? C36 C37 1.566(5) . ? C36 H36A 0.9600 . ? C36 H36B 0.9600 . ? C36 H36C 0.9600 . ? C37 O11 1.482(5) . ? C37 H37A 0.9700 . ? C37 H37B 0.9700 . ? Co1 O8 1.947(3) 2_656 ? Co1 O5 1.982(3) . ? Co1 O2 2.022(3) . ? Co1 O3 2.025(3) . ? Co1 O1 2.407(3) . ? Cu1 O3 1.944(2) . ? Cu1 O2 1.956(3) . ? Cu1 N1 1.977(3) . ? Cu1 N2 1.981(3) . ? Cu1 O10 2.306(3) . ? O8 Co1 1.947(3) 2_646 ? O10 H1W 0.72(5) . ? O10 H2W 0.84(5) . ? O11 H11 0.8200 . ? 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 C1 H1A 109.5 . . ? O1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? O1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C3 C2 O1 125.5(4) . . ? C3 C2 C7 121.0(4) . . ? O1 C2 C7 113.5(3) . . ? C2 C3 C4 120.0(5) . . ? C2 C3 H3 120.0 . . ? C4 C3 H3 120.0 . . ? C5 C4 C3 119.8(5) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? C4 C5 C6 121.7(5) . . ? C4 C5 H5 119.1 . . ? C6 C5 H5 119.1 . . ? C7 C6 C5 118.2(5) . . ? C7 C6 C8 122.8(4) . . ? C5 C6 C8 119.0(4) . . ? O2 C7 C6 122.5(4) . . ? O2 C7 C2 118.2(3) . . ? C6 C7 C2 119.3(4) . . ? N1 C8 C6 128.7(4) . . ? N1 C8 H8 115.7 . . ? C6 C8 H8 115.7 . . ? N1 C9 C10 112.5(4) . . ? N1 C9 H9A 109.1 . . ? C10 C9 H9A 109.1 . . ? N1 C9 H9B 109.1 . . ? C10 C9 H9B 109.1 . . ? H9A C9 H9B 107.8 . . ? C9 C10 C11 112.6(4) . . ? C9 C10 H10A 109.1 . . ? C11 C10 H10A 109.1 . . ? C9 C10 H10B 109.1 . . ? C11 C10 H10B 109.1 . . ? H10A C10 H10B 107.8 . . ? N2 C11 C10 112.7(4) . . ? N2 C11 H11A 109.1 . . ? C10 C11 H11A 109.1 . . ? N2 C11 H11B 109.1 . . ? C10 C11 H11B 109.1 . . ? H11A C11 H11B 107.8 . . ? N2 C12 C13 128.2(4) . . ? N2 C12 H12 115.9 . . ? C13 C12 H12 115.9 . . ? C18 C13 C14 119.5(4) . . ? C18 C13 C12 123.0(4) . . ? C14 C13 C12 117.5(4) . . ? C15 C14 C13 120.7(4) . . ? C15 C14 H14 119.7 . . ? C13 C14 H14 119.7 . . ? C14 C15 C16 120.6(4) . . ? C14 C15 H15 119.7 . . ? C16 C15 H15 119.7 . . ? C17 C16 C15 119.5(4) . . ? C17 C16 H16 120.2 . . ? C15 C16 H16 120.2 . . ? O4 C17 C16 125.9(3) . . ? O4 C17 C18 113.4(3) . . ? C16 C17 C18 120.7(4) . . ? O3 C18 C13 122.2(3) . . ? O3 C18 C17 118.9(3) . . ? C13 C18 C17 118.9(4) . . ? O4 C19 H19A 109.5 . . ? O4 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? O4 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? O6 C20 O5 124.4(3) . . ? O6 C20 C21 120.5(3) . . ? O5 C20 C21 115.1(3) . . ? C26 C21 C22 119.2(3) . . ? C26 C21 C20 119.7(3) . . ? C22 C21 C20 121.1(3) . . ? C21 C22 C23 120.1(4) . . ? C21 C22 H22 119.9 . . ? C23 C22 H22 119.9 . . ? C24 C23 C22 119.3(4) . . ? C24 C23 H23 120.4 . . ? C22 C23 H23 120.4 . . ? C23 C24 C25 121.5(3) . . ? C23 C24 O9 119.3(3) . . ? C25 C24 O9 119.1(3) . . ? C24 C25 C26 119.0(3) . . ? C24 C25 H25 120.5 . . ? C26 C25 H25 120.5 . . ? C21 C26 C25 120.8(4) . . ? C21 C26 H26 119.6 . . ? C25 C26 H26 119.6 . . ? O9 C27 C28 116.2(3) . . ? O9 C27 C32 123.9(3) . . ? C28 C27 C32 119.9(3) . . ? C29 C28 C27 119.4(3) . . ? C29 C28 H28 120.3 . . ? C27 C28 H28 120.3 . . ? C28 C29 C30 121.4(3) . . ? C28 C29 H29 119.3 . . ? C30 C29 H29 119.3 . . ? C31 C30 C29 118.4(3) . . ? C31 C30 C33 120.6(3) . . ? C29 C30 C33 121.0(3) . . ? C32 C31 C30 121.2(4) . . ? C32 C31 H31 119.4 . . ? C30 C31 H31 119.4 . . ? C31 C32 C27 119.8(3) . . ? C31 C32 H32 120.1 . . ? C27 C32 H32 120.1 . . ? O7 C33 O8 125.8(4) . . ? O7 C33 C30 119.7(3) . . ? O8 C33 C30 114.5(3) . . ? N3 C34 C35 175.2(7) . . ? C34 C35 H35A 109.5 . . ? C34 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C34 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C37 C36 H36A 109.5 . . ? C37 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C37 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? O11 C37 C36 101.5(11) . . ? O11 C37 H37A 111.5 . . ? C36 C37 H37A 111.5 . . ? O11 C37 H37B 111.5 . . ? C36 C37 H37B 111.5 . . ? H37A C37 H37B 109.3 . . ? O8 Co1 O5 130.60(12) 2_656 . ? O8 Co1 O2 115.03(12) 2_656 . ? O5 Co1 O2 103.43(12) . . ? O8 Co1 O3 114.43(11) 2_656 . ? O5 Co1 O3 104.50(11) . . ? O2 Co1 O3 74.64(10) . . ? O8 Co1 O1 78.34(11) 2_656 . ? O5 Co1 O1 86.80(11) . . ? O2 Co1 O1 70.76(11) . . ? O3 Co1 O1 145.24(10) . . ? O3 Cu1 O2 77.95(11) . . ? O3 Cu1 N1 168.14(14) . . ? O2 Cu1 N1 90.96(14) . . ? O3 Cu1 N2 90.96(12) . . ? O2 Cu1 N2 165.70(11) . . ? N1 Cu1 N2 99.29(15) . . ? O3 Cu1 O10 90.75(12) . . ? O2 Cu1 O10 91.34(12) . . ? N1 Cu1 O10 93.73(14) . . ? N2 Cu1 O10 97.87(12) . . ? C8 N1 C9 116.9(4) . . ? C8 N1 Cu1 123.5(3) . . ? C9 N1 Cu1 119.4(3) . . ? C12 N2 C11 114.2(4) . . ? C12 N2 Cu1 124.9(3) . . ? C11 N2 Cu1 120.9(3) . . ? C2 O1 C1 118.9(3) . . ? C2 O1 Co1 111.4(2) . . ? C1 O1 Co1 127.9(3) . . ? C7 O2 Cu1 128.2(2) . . ? C7 O2 Co1 124.3(3) . . ? Cu1 O2 Co1 103.15(12) . . ? C18 O3 Cu1 130.4(2) . . ? C18 O3 Co1 126.1(2) . . ? Cu1 O3 Co1 103.47(11) . . ? C17 O4 C19 118.1(3) . . ? C20 O5 Co1 118.6(2) . . ? C33 O8 Co1 131.8(3) . 2_646 ? C27 O9 C24 117.1(3) . . ? Cu1 O10 H1W 126(4) . . ? Cu1 O10 H2W 108(3) . . ? H1W O10 H2W 107(5) . . ? C37 O11 H11 109.5 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.081 _refine_diff_density_min -0.744 _refine_diff_density_rms 0.079 # Attachment '- C4_dd17.cif' data_dd17 _database_code_depnum_ccdc_archive 'CCDC 772173' #TrackingRef '- C4_dd17.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C33 H32 Cu Mn N2 O11' _chemical_formula_weight 751.09 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 '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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.7256(6) _cell_length_b 10.3820(6) _cell_length_c 16.7920(10) _cell_angle_alpha 73.999(4) _cell_angle_beta 73.386(5) _cell_angle_gamma 89.498(5) _cell_volume 1557.26(16) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 47107 _cell_measurement_theta_min 2.64 _cell_measurement_theta_max 33.63 _exptl_crystal_description prism _exptl_crystal_colour green _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.602 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 772 _exptl_absorpt_coefficient_mu 1.155 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6243 _exptl_absorpt_correction_T_max 0.6796 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'STOE-IPDS II' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 33171 _diffrn_reflns_av_R_equivalents 0.0309 _diffrn_reflns_av_sigmaI/netI 0.0319 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.73 _diffrn_reflns_theta_max 33.58 _reflns_number_total 11995 _reflns_number_gt 9196 _reflns_threshold_expression >2sigma(I) _computing_data_collection X-Area _computing_cell_refinement X-Area _computing_data_reduction X-Area _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; the geometrical restraints were used for the hydrogen atoms of the water molecules Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0462P)^2^+0.6279P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 11995 _refine_ls_number_parameters 449 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0646 _refine_ls_R_factor_gt 0.0442 _refine_ls_wR_factor_ref 0.1026 _refine_ls_wR_factor_gt 0.0952 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.026 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C -0.5211(3) -0.1619(3) 0.27082(19) 0.0519(6) Uani 1 1 d . . . H1A H -0.5653 -0.2198 0.3281 0.078 Uiso 1 1 calc R . . H1B H -0.5298 -0.2055 0.2288 0.078 Uiso 1 1 calc R . . H1C H -0.5681 -0.0796 0.2629 0.078 Uiso 1 1 calc R . . C2 C -0.2899(2) -0.0522(2) 0.18270(13) 0.0366(4) Uani 1 1 d . . . C3 C -0.3236(3) -0.0224(2) 0.10541(15) 0.0461(5) Uani 1 1 d . . . H3 H -0.4101 -0.0569 0.1035 0.055 Uiso 1 1 calc R . . C4 C -0.2262(3) 0.0604(2) 0.02974(14) 0.0501(6) Uani 1 1 d . . . H4 H -0.2488 0.0813 -0.0224 0.060 Uiso 1 1 calc R . . C5 C -0.0995(3) 0.1100(2) 0.03230(13) 0.0452(5) Uani 1 1 d . . . H5 H -0.0361 0.1648 -0.0183 0.054 Uiso 1 1 calc R . . C6 C -0.0621(2) 0.07994(18) 0.11044(11) 0.0356(4) Uani 1 1 d . . . C7 C -0.1591(2) -0.00047(17) 0.18752(11) 0.0305(3) Uani 1 1 d . . . C8 C 0.0767(2) 0.13213(18) 0.10771(13) 0.0401(5) Uani 1 1 d . . . H8 H 0.1312 0.1886 0.0547 0.048 Uiso 1 1 calc R . . C9 C 0.2795(3) 0.1760(3) 0.15057(17) 0.0556(7) Uani 1 1 d . . . H9A H 0.3079 0.2365 0.0922 0.067 Uiso 1 1 calc R . . H9B H 0.3487 0.1084 0.1539 0.067 Uiso 1 1 calc R . . C10 C 0.2797(3) 0.2544(2) 0.21493(19) 0.0541(6) Uani 1 1 d . . . H10A H 0.3583 0.3240 0.1890 0.065 Uiso 1 1 calc R . . H10B H 0.1906 0.2982 0.2263 0.065 Uiso 1 1 calc R . . C11 C 0.2951(3) 0.1692(2) 0.29828(18) 0.0519(6) Uani 1 1 d . . . H11A H 0.2885 0.2245 0.3371 0.062 Uiso 1 1 calc R . . H11B H 0.3901 0.1357 0.2877 0.062 Uiso 1 1 calc R . . C12 C 0.1893(2) -0.0054(2) 0.41957(15) 0.0393(4) Uani 1 1 d . . . H12 H 0.2538 0.0340 0.4391 0.047 Uiso 1 1 calc R . . C13 C 0.1053(2) -0.1245(2) 0.47997(14) 0.0367(4) Uani 1 1 d . . . C14 C 0.1445(3) -0.1816(3) 0.55606(18) 0.0563(6) Uani 1 1 d . . . H14 H 0.2182 -0.1393 0.5669 0.068 Uiso 1 1 calc R . . C15 C 0.0750(3) -0.2981(3) 0.6139(2) 0.0657(8) Uani 1 1 d . . . H15 H 0.1013 -0.3347 0.6641 0.079 Uiso 1 1 calc R . . C16 C -0.0346(3) -0.3624(3) 0.59819(16) 0.0509(6) Uani 1 1 d . . . H16 H -0.0798 -0.4433 0.6371 0.061 Uiso 1 1 calc R . . C17 C -0.0767(2) -0.30668(19) 0.52508(12) 0.0336(4) Uani 1 1 d . . . C18 C -0.00977(19) -0.18405(17) 0.46481(11) 0.0279(3) Uani 1 1 d . . . C19 C -0.2350(3) -0.4981(2) 0.55193(19) 0.0541(6) Uani 1 1 d . . . H19A H -0.3090 -0.5265 0.5315 0.081 Uiso 1 1 calc R . . H19B H -0.2737 -0.5035 0.6122 0.081 Uiso 1 1 calc R . . H19C H -0.1572 -0.5555 0.5445 0.081 Uiso 1 1 calc R . . C20 C 0.0468(2) -0.28151(17) 0.24149(11) 0.0301(3) Uani 1 1 d . . . C21 C 0.10917(19) -0.35897(16) 0.17661(10) 0.0267(3) Uani 1 1 d . . . C22 C 0.0207(2) -0.44021(19) 0.15603(12) 0.0322(3) Uani 1 1 d . . . H22 H -0.0771 -0.4532 0.1856 0.039 Uiso 1 1 calc R . . C23 C 0.0772(2) -0.5027(2) 0.09125(12) 0.0347(4) Uani 1 1 d . . . H23 H 0.0176 -0.5565 0.0769 0.042 Uiso 1 1 calc R . . C24 C 0.2230(2) -0.48357(18) 0.04877(10) 0.0323(4) Uani 1 1 d . . . C25 C 0.3138(2) -0.4072(2) 0.07023(13) 0.0372(4) Uani 1 1 d . . . H25 H 0.4122 -0.3978 0.0424 0.045 Uiso 1 1 calc R . . C26 C 0.2563(2) -0.34426(19) 0.13408(12) 0.0329(3) Uani 1 1 d . . . H26 H 0.3167 -0.2916 0.1486 0.039 Uiso 1 1 calc R . . C28 C 0.31249(19) -0.48506(17) -0.09925(10) 0.0276(3) Uani 1 1 d . . . C29 C 0.3627(2) -0.56327(17) -0.15507(11) 0.0334(4) Uani 1 1 d . . . H29 H 0.3718 -0.6544 -0.1330 0.040 Uiso 1 1 calc R . . C30 C 0.3990(2) -0.50473(16) -0.24359(11) 0.0309(3) Uani 1 1 d . . . H30 H 0.4320 -0.5573 -0.2810 0.037 Uiso 1 1 calc R . . C31 C 0.38701(17) -0.36852(15) -0.27762(10) 0.0230(3) Uani 1 1 d . . . C32 C 0.3358(2) -0.29230(16) -0.22064(11) 0.0290(3) Uani 1 1 d . . . H32 H 0.3269 -0.2011 -0.2426 0.035 Uiso 1 1 calc R . . C33 C 0.2976(2) -0.34951(17) -0.13154(11) 0.0307(3) Uani 1 1 d . . . H33 H 0.2626 -0.2975 -0.0941 0.037 Uiso 1 1 calc R . . C34 C 0.43226(17) -0.30404(15) -0.37404(10) 0.0242(3) Uani 1 1 d . . . Cu1 Cu 0.04783(2) -0.00739(2) 0.288571(14) 0.02929(6) Uani 1 1 d . . . Mn1 Mn -0.22880(3) -0.21416(2) 0.365618(16) 0.02498(6) Uani 1 1 d . . . N1 N 0.13395(19) 0.10999(16) 0.16968(11) 0.0382(4) Uani 1 1 d . . . N2 N 0.18592(17) 0.05300(16) 0.34210(12) 0.0365(3) Uani 1 1 d . . . O1 O -0.37387(18) -0.13335(19) 0.26000(10) 0.0501(4) Uani 1 1 d . . . O2 O -0.13602(14) -0.02768(13) 0.26357(8) 0.0310(2) Uani 1 1 d . . . O3 O -0.05891(14) -0.12992(12) 0.39857(8) 0.0291(2) Uani 1 1 d . . . O4 O -0.18322(17) -0.36252(14) 0.50349(10) 0.0403(3) Uani 1 1 d . . . O5 O -0.08450(15) -0.31267(14) 0.28452(9) 0.0387(3) Uani 1 1 d . . . O6 O 0.12821(17) -0.19282(15) 0.24529(11) 0.0432(3) Uani 1 1 d . . . O7 O 0.45535(15) -0.17867(12) -0.40084(8) 0.0322(3) Uani 1 1 d . . . O8 O 0.44703(16) -0.37995(12) -0.42221(8) 0.0345(3) Uani 1 1 d . . . O9 O -0.38506(17) -0.09669(13) 0.43349(10) 0.0413(4) Uani 1 1 d D . . O10 O -0.40600(15) -0.36054(13) 0.41317(8) 0.0329(3) Uani 1 1 d D . . O11 O 0.27874(19) -0.55341(14) -0.01230(8) 0.0429(4) Uani 1 1 d . . . H1W H -0.398(3) -0.0190(13) 0.4119(18) 0.057(8) Uiso 1 1 d D . . H2W H -0.437(3) -0.117(3) 0.4834(9) 0.059(9) Uiso 1 1 d D . . H3W H -0.457(3) -0.362(3) 0.4620(11) 0.070(10) Uiso 1 1 d D . . H4W H -0.412(3) -0.4368(14) 0.4091(19) 0.052(8) Uiso 1 1 d 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 0.0411(11) 0.0515(13) 0.0629(16) -0.0128(11) -0.0185(11) 0.0098(10) C2 0.0492(11) 0.0332(8) 0.0287(8) -0.0090(7) -0.0137(8) 0.0087(8) C3 0.0652(15) 0.0444(11) 0.0373(11) -0.0149(9) -0.0255(10) 0.0152(10) C4 0.0844(18) 0.0428(11) 0.0297(9) -0.0124(8) -0.0258(11) 0.0247(11) C5 0.0719(15) 0.0345(9) 0.0233(8) -0.0045(7) -0.0088(9) 0.0190(10) C6 0.0525(11) 0.0263(7) 0.0215(7) -0.0042(6) -0.0034(7) 0.0115(7) C7 0.0418(9) 0.0242(7) 0.0231(7) -0.0060(6) -0.0071(6) 0.0089(6) C8 0.0505(11) 0.0263(8) 0.0273(8) 0.0024(6) 0.0035(8) 0.0056(7) C9 0.0423(11) 0.0509(13) 0.0464(13) 0.0131(10) 0.0029(10) -0.0022(10) C10 0.0484(12) 0.0323(10) 0.0704(17) 0.0015(10) -0.0152(12) -0.0104(9) C11 0.0442(12) 0.0390(11) 0.0655(16) -0.0064(10) -0.0132(11) -0.0142(9) C12 0.0324(9) 0.0391(9) 0.0513(12) -0.0157(9) -0.0173(8) 0.0001(7) C13 0.0349(9) 0.0378(9) 0.0412(10) -0.0110(8) -0.0172(8) 0.0046(7) C14 0.0516(14) 0.0666(16) 0.0586(15) -0.0087(12) -0.0369(12) 0.0010(12) C15 0.0663(17) 0.0738(18) 0.0560(16) 0.0067(13) -0.0408(14) 0.0018(14) C16 0.0532(13) 0.0484(12) 0.0443(12) 0.0056(10) -0.0222(10) 0.0031(10) C17 0.0334(8) 0.0339(8) 0.0305(8) -0.0052(7) -0.0088(7) 0.0048(7) C18 0.0295(7) 0.0296(7) 0.0255(7) -0.0095(6) -0.0079(6) 0.0049(6) C19 0.0476(12) 0.0338(10) 0.0659(16) 0.0048(10) -0.0117(11) -0.0047(9) C20 0.0350(8) 0.0275(7) 0.0254(7) -0.0096(6) -0.0033(6) 0.0062(6) C21 0.0321(8) 0.0269(7) 0.0190(6) -0.0068(5) -0.0040(6) 0.0062(6) C22 0.0310(8) 0.0371(8) 0.0268(8) -0.0117(7) -0.0035(6) 0.0032(7) C23 0.0401(9) 0.0394(9) 0.0278(8) -0.0149(7) -0.0100(7) 0.0055(7) C24 0.0465(10) 0.0314(8) 0.0151(6) -0.0067(6) -0.0032(6) 0.0106(7) C25 0.0330(9) 0.0430(10) 0.0302(8) -0.0128(7) 0.0011(7) 0.0069(7) C26 0.0325(8) 0.0371(9) 0.0283(8) -0.0126(7) -0.0047(6) 0.0038(7) C28 0.0339(8) 0.0284(7) 0.0178(6) -0.0078(5) -0.0025(6) 0.0060(6) C29 0.0520(11) 0.0229(7) 0.0215(7) -0.0070(6) -0.0047(7) 0.0107(7) C30 0.0459(10) 0.0245(7) 0.0210(7) -0.0110(6) -0.0039(6) 0.0082(6) C31 0.0269(7) 0.0217(6) 0.0191(6) -0.0081(5) -0.0029(5) 0.0034(5) C32 0.0400(9) 0.0230(6) 0.0222(7) -0.0096(5) -0.0037(6) 0.0064(6) C33 0.0427(9) 0.0267(7) 0.0211(7) -0.0112(6) -0.0028(6) 0.0089(6) C34 0.0278(7) 0.0234(6) 0.0194(6) -0.0076(5) -0.0024(5) 0.0032(5) Cu1 0.03040(11) 0.02463(9) 0.02573(10) -0.00197(7) -0.00222(8) -0.00353(7) Mn1 0.02667(11) 0.02479(11) 0.02067(11) -0.00820(8) -0.00089(8) -0.00232(8) N1 0.0387(8) 0.0278(7) 0.0332(8) 0.0029(6) 0.0012(6) -0.0002(6) N2 0.0292(7) 0.0287(7) 0.0468(9) -0.0104(6) -0.0042(6) -0.0049(6) O1 0.0438(8) 0.0652(10) 0.0357(8) -0.0001(7) -0.0165(7) -0.0088(7) O2 0.0344(6) 0.0323(6) 0.0215(5) -0.0028(4) -0.0053(5) 0.0003(5) O3 0.0321(6) 0.0305(6) 0.0221(5) -0.0036(4) -0.0075(4) -0.0064(5) O4 0.0431(8) 0.0332(7) 0.0379(7) 0.0021(5) -0.0133(6) -0.0078(6) O5 0.0378(7) 0.0363(7) 0.0358(7) -0.0185(6) 0.0065(6) -0.0007(5) O6 0.0409(8) 0.0388(7) 0.0514(9) -0.0258(7) -0.0037(7) 0.0014(6) O7 0.0471(7) 0.0217(5) 0.0240(6) -0.0058(4) -0.0052(5) 0.0022(5) O8 0.0525(8) 0.0263(5) 0.0200(5) -0.0109(4) 0.0007(5) -0.0010(5) O9 0.0513(8) 0.0251(6) 0.0326(7) -0.0077(5) 0.0099(6) 0.0043(6) O10 0.0401(7) 0.0285(6) 0.0251(6) -0.0119(5) 0.0024(5) -0.0094(5) O11 0.0729(10) 0.0316(6) 0.0171(5) -0.0075(5) -0.0021(6) 0.0153(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 C1 O1 1.414(3) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 O1 1.366(3) . ? C2 C3 1.381(3) . ? C2 C7 1.417(3) . ? C3 C4 1.405(4) . ? C3 H3 0.9300 . ? C4 C5 1.357(4) . ? C4 H4 0.9300 . ? C5 C6 1.413(3) . ? C5 H5 0.9300 . ? C6 C7 1.408(3) . ? C6 C8 1.443(3) . ? C7 O2 1.313(2) . ? C8 N1 1.281(3) . ? C8 H8 0.9300 . ? C9 N1 1.487(3) . ? C9 C10 1.522(4) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.483(4) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 N2 1.487(3) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 N2 1.285(3) . ? C12 C13 1.441(3) . ? C12 H12 0.9300 . ? C13 C18 1.401(3) . ? C13 C14 1.409(3) . ? C14 C15 1.362(4) . ? C14 H14 0.9300 . ? C15 C16 1.386(4) . ? C15 H15 0.9300 . ? C16 C17 1.379(3) . ? C16 H16 0.9300 . ? C17 O4 1.372(2) . ? C17 C18 1.413(3) . ? C18 O3 1.318(2) . ? C19 O4 1.430(2) . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 O6 1.246(2) . ? C20 O5 1.268(2) . ? C20 C21 1.516(2) . ? C21 C22 1.384(3) . ? C21 C26 1.393(2) . ? C22 C23 1.396(2) . ? C22 H22 0.9300 . ? C23 C24 1.381(3) . ? C23 H23 0.9300 . ? C24 C25 1.375(3) . ? C24 O11 1.399(2) . ? C25 C26 1.388(2) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C28 O11 1.379(2) . ? C28 C33 1.384(2) . ? C28 C29 1.388(2) . ? C29 C30 1.382(2) . ? C29 H29 0.9300 . ? C30 C31 1.389(2) . ? C30 H30 0.9300 . ? C31 C32 1.388(2) . ? C31 C34 1.504(2) . ? C32 C33 1.387(2) . ? C32 H32 0.9300 . ? C33 H33 0.9300 . ? C34 O7 1.2536(19) . ? C34 O8 1.2566(18) . ? Cu1 O3 1.9336(12) . ? Cu1 N1 1.9730(16) . ? Cu1 O2 1.9755(14) . ? Cu1 N2 2.0050(18) . ? Cu1 O6 2.2947(14) . ? Mn1 O10 2.1230(13) . ? Mn1 O5 2.1260(13) . ? Mn1 O3 2.1485(13) . ? Mn1 O2 2.1946(13) . ? Mn1 O9 2.1998(14) . ? O9 H1W 0.813(10) . ? O9 H2W 0.814(10) . ? O10 H3W 0.826(10) . ? O10 H4W 0.817(10) . ? 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 C1 H1A 109.5 . . ? O1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? O1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C2 C3 125.1(2) . . ? O1 C2 C7 113.55(17) . . ? C3 C2 C7 121.4(2) . . ? C2 C3 C4 119.5(2) . . ? C2 C3 H3 120.2 . . ? C4 C3 H3 120.2 . . ? C5 C4 C3 120.3(2) . . ? C5 C4 H4 119.8 . . ? C3 C4 H4 119.8 . . ? C4 C5 C6 121.2(2) . . ? C4 C5 H5 119.4 . . ? C6 C5 H5 119.4 . . ? C7 C6 C5 119.6(2) . . ? C7 C6 C8 122.24(18) . . ? C5 C6 C8 118.13(18) . . ? O2 C7 C6 123.55(19) . . ? O2 C7 C2 118.47(16) . . ? C6 C7 C2 117.96(18) . . ? N1 C8 C6 127.73(17) . . ? N1 C8 H8 116.1 . . ? C6 C8 H8 116.1 . . ? N1 C9 C10 110.5(2) . . ? N1 C9 H9A 109.5 . . ? C10 C9 H9A 109.5 . . ? N1 C9 H9B 109.5 . . ? C10 C9 H9B 109.5 . . ? H9A C9 H9B 108.1 . . ? C11 C10 C9 113.3(2) . . ? C11 C10 H10A 108.9 . . ? C9 C10 H10A 108.9 . . ? C11 C10 H10B 108.9 . . ? C9 C10 H10B 108.9 . . ? H10A C10 H10B 107.7 . . ? C10 C11 N2 114.3(2) . . ? C10 C11 H11A 108.7 . . ? N2 C11 H11A 108.7 . . ? C10 C11 H11B 108.7 . . ? N2 C11 H11B 108.7 . . ? H11A C11 H11B 107.6 . . ? N2 C12 C13 127.99(18) . . ? N2 C12 H12 116.0 . . ? C13 C12 H12 116.0 . . ? C18 C13 C14 120.3(2) . . ? C18 C13 C12 122.52(18) . . ? C14 C13 C12 117.2(2) . . ? C15 C14 C13 120.5(2) . . ? C15 C14 H14 119.7 . . ? C13 C14 H14 119.7 . . ? C14 C15 C16 120.3(2) . . ? C14 C15 H15 119.9 . . ? C16 C15 H15 119.9 . . ? C17 C16 C15 120.1(2) . . ? C17 C16 H16 119.9 . . ? C15 C16 H16 119.9 . . ? O4 C17 C16 124.63(19) . . ? O4 C17 C18 114.15(16) . . ? C16 C17 C18 121.22(19) . . ? O3 C18 C13 123.14(16) . . ? O3 C18 C17 119.35(16) . . ? C13 C18 C17 117.50(17) . . ? O4 C19 H19A 109.5 . . ? O4 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? O4 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? O6 C20 O5 127.30(16) . . ? O6 C20 C21 116.95(16) . . ? O5 C20 C21 115.73(16) . . ? C22 C21 C26 119.16(15) . . ? C22 C21 C20 120.74(16) . . ? C26 C21 C20 120.04(16) . . ? C21 C22 C23 120.49(17) . . ? C21 C22 H22 119.8 . . ? C23 C22 H22 119.8 . . ? C24 C23 C22 118.96(18) . . ? C24 C23 H23 120.5 . . ? C22 C23 H23 120.5 . . ? C25 C24 C23 121.57(16) . . ? C25 C24 O11 120.17(18) . . ? C23 C24 O11 118.05(18) . . ? C24 C25 C26 118.96(17) . . ? C24 C25 H25 120.5 . . ? C26 C25 H25 120.5 . . ? C25 C26 C21 120.79(18) . . ? C25 C26 H26 119.6 . . ? C21 C26 H26 119.6 . . ? O11 C28 C33 124.56(14) . . ? O11 C28 C29 114.87(15) . . ? C33 C28 C29 120.56(15) . . ? C30 C29 C28 119.54(15) . . ? C30 C29 H29 120.2 . . ? C28 C29 H29 120.2 . . ? C29 C30 C31 120.99(14) . . ? C29 C30 H30 119.5 . . ? C31 C30 H30 119.5 . . ? C32 C31 C30 118.53(15) . . ? C32 C31 C34 120.63(14) . . ? C30 C31 C34 120.82(13) . . ? C33 C32 C31 121.33(15) . . ? C33 C32 H32 119.3 . . ? C31 C32 H32 119.3 . . ? C28 C33 C32 119.04(14) . . ? C28 C33 H33 120.5 . . ? C32 C33 H33 120.5 . . ? O7 C34 O8 124.50(15) . . ? O7 C34 C31 117.83(13) . . ? O8 C34 C31 117.65(14) . . ? O3 Cu1 N1 171.41(7) . . ? O3 Cu1 O2 81.10(5) . . ? N1 Cu1 O2 90.61(7) . . ? O3 Cu1 N2 91.56(6) . . ? N1 Cu1 N2 96.99(8) . . ? O2 Cu1 N2 157.85(6) . . ? O3 Cu1 O6 87.32(6) . . ? N1 Cu1 O6 90.65(7) . . ? O2 Cu1 O6 91.46(6) . . ? N2 Cu1 O6 109.15(6) . . ? O10 Mn1 O5 97.87(5) . . ? O10 Mn1 O3 144.31(5) . . ? O5 Mn1 O3 93.00(6) . . ? O10 Mn1 O2 142.83(6) . . ? O5 Mn1 O2 85.66(5) . . ? O3 Mn1 O2 71.63(5) . . ? O10 Mn1 O9 83.11(5) . . ? O5 Mn1 O9 172.20(6) . . ? O3 Mn1 O9 90.60(6) . . ? O2 Mn1 O9 88.91(5) . . ? C8 N1 C9 117.62(17) . . ? C8 N1 Cu1 125.82(15) . . ? C9 N1 Cu1 116.55(15) . . ? C12 N2 C11 112.02(19) . . ? C12 N2 Cu1 123.15(13) . . ? C11 N2 Cu1 124.84(16) . . ? C2 O1 C1 119.32(19) . . ? C7 O2 Cu1 127.93(12) . . ? C7 O2 Mn1 121.29(11) . . ? Cu1 O2 Mn1 99.17(6) . . ? C18 O3 Cu1 126.60(11) . . ? C18 O3 Mn1 126.72(11) . . ? Cu1 O3 Mn1 102.12(6) . . ? C17 O4 C19 116.68(18) . . ? C20 O5 Mn1 130.00(12) . . ? C20 O6 Cu1 123.43(13) . . ? Mn1 O9 H1W 124(2) . . ? Mn1 O9 H2W 130(2) . . ? H1W O9 H2W 106(3) . . ? Mn1 O10 H3W 113(2) . . ? Mn1 O10 H4W 131(2) . . ? H3W O10 H4W 107(3) . . ? C28 O11 C24 118.85(14) . . ? _diffrn_measured_fraction_theta_max 0.975 _diffrn_reflns_theta_full 33.58 _diffrn_measured_fraction_theta_full 0.975 _refine_diff_density_max 0.613 _refine_diff_density_min -1.031 _refine_diff_density_rms 0.067 # Attachment '- C5_dd19.cif' data_dd19 _database_code_depnum_ccdc_archive 'CCDC 772174' #TrackingRef '- C5_dd19.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H29 Co Cu N3 O11' _chemical_formula_weight 717.98 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' Co Co 0.3494 0.9721 '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' 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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.8331(15) _cell_length_b 11.3315(16) _cell_length_c 13.8667(19) _cell_angle_alpha 99.618(11) _cell_angle_beta 96.924(12) _cell_angle_gamma 93.266(12) _cell_volume 1507.6(4) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 32518 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 33.57 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.571 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 726 _exptl_absorpt_coefficient_mu 1.321 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6027 _exptl_absorpt_correction_T_max 1.1719 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'STOE-IPDS II' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 30436 _diffrn_reflns_av_R_equivalents 0.0849 _diffrn_reflns_av_sigmaI/netI 0.0718 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.67 _diffrn_reflns_theta_max 33.57 _reflns_number_total 11693 _reflns_number_gt 7380 _reflns_threshold_expression >2sigma(I) _computing_data_collection X-Area _computing_cell_refinement X-Area _computing_data_reduction X-Area _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; the geometrical restraints were used for the refinement of the disordered acetonitrile molecules Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0630P)^2^+0.4741P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 11693 _refine_ls_number_parameters 444 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.1067 _refine_ls_R_factor_gt 0.0594 _refine_ls_wR_factor_ref 0.1529 _refine_ls_wR_factor_gt 0.1316 _refine_ls_goodness_of_fit_ref 1.020 _refine_ls_restrained_S_all 1.021 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.0607(4) 0.8172(5) 0.3500(3) 0.0763(13) Uani 1 1 d . . . H1A H 0.0081 0.8003 0.4008 0.114 Uiso 1 1 calc R . . H1B H 0.0981 0.8993 0.3654 0.114 Uiso 1 1 calc R . . H1C H 0.1342 0.7651 0.3459 0.114 Uiso 1 1 calc R . . C2 C 0.0300(3) 0.8200(3) 0.1763(2) 0.0433(6) Uani 1 1 d . . . C3 C 0.1654(3) 0.8569(3) 0.1742(3) 0.0573(9) Uani 1 1 d . . . H3 H 0.2279 0.8681 0.2315 0.069 Uiso 1 1 calc R . . C4 C 0.2079(4) 0.8772(4) 0.0864(4) 0.0681(11) Uani 1 1 d . . . H4 H 0.2996 0.9007 0.0846 0.082 Uiso 1 1 calc R . . C5 C 0.1167(4) 0.8630(4) 0.0029(3) 0.0660(11) Uani 1 1 d . . . H5 H 0.1462 0.8797 -0.0550 0.079 Uiso 1 1 calc R . . C6 C -0.0222(3) 0.8232(3) 0.0024(3) 0.0472(7) Uani 1 1 d . . . C7 C -0.0657(3) 0.7998(3) 0.0899(2) 0.0385(6) Uani 1 1 d . A . C8 C -0.1142(4) 0.8173(3) -0.0879(2) 0.0509(8) Uani 1 1 d . A . H8 H -0.0738 0.8377 -0.1407 0.061 Uiso 1 1 calc R . . C9A C -0.3083(4) 0.8039(5) -0.2038(3) 0.0682(12) Uani 0.66 1 d P A 1 H9A1 H -0.3472 0.8812 -0.1974 0.082 Uiso 0.66 1 calc PR A 1 H9A2 H -0.2380 0.8055 -0.2471 0.082 Uiso 0.66 1 calc PR A 1 C10A C -0.4134(7) 0.7137(6) -0.2489(4) 0.0612(15) Uani 0.66 1 d P A 1 H10A H -0.3728 0.6372 -0.2550 0.073 Uiso 0.66 1 calc PR A 1 H10B H -0.4412 0.7276 -0.3153 0.073 Uiso 0.66 1 calc PR A 1 C11A C -0.5394(5) 0.7008(6) -0.2018(3) 0.0863(16) Uani 0.66 1 d P A 1 H11A H -0.5989 0.6351 -0.2421 0.104 Uiso 0.66 1 calc PR A 1 H11B H -0.5868 0.7733 -0.2033 0.104 Uiso 0.66 1 calc PR A 1 C9B C -0.3083(4) 0.8039(5) -0.2038(3) 0.0682(12) Uani 0.34 1 d P A 2 H9B1 H -0.2817 0.8843 -0.2138 0.082 Uiso 0.34 1 calc PR A 2 H9B2 H -0.2728 0.7478 -0.2536 0.082 Uiso 0.34 1 calc PR A 2 C10B C -0.4599(11) 0.7861(10) -0.2194(7) 0.049(2) Uani 0.34 1 d P A 2 H10C H -0.4903 0.8587 -0.1836 0.059 Uiso 0.34 1 calc PR A 2 H10D H -0.4855 0.7886 -0.2888 0.059 Uiso 0.34 1 calc PR A 2 C11B C -0.5394(5) 0.7008(6) -0.2018(3) 0.0863(16) Uani 0.34 1 d P A 2 H11C H -0.5243 0.6273 -0.2450 0.104 Uiso 0.34 1 calc PR A 2 H11D H -0.6337 0.7183 -0.2191 0.104 Uiso 0.34 1 calc PR A 2 C12 C -0.6279(3) 0.6256(3) -0.0746(2) 0.0479(7) Uani 1 1 d . A . H12 H -0.6994 0.5995 -0.1254 0.057 Uiso 1 1 calc R . . C13 C -0.6510(3) 0.6009(3) 0.0205(2) 0.0405(6) Uani 1 1 d . . . C14 C -0.7833(3) 0.5513(3) 0.0284(3) 0.0556(9) Uani 1 1 d . . . H14 H -0.8476 0.5303 -0.0277 0.067 Uiso 1 1 calc R . . C15 C -0.8178(4) 0.5337(4) 0.1175(3) 0.0599(9) Uani 1 1 d . . . H15 H -0.9047 0.4997 0.1216 0.072 Uiso 1 1 calc R . . C16 C -0.7230(3) 0.5666(3) 0.2027(3) 0.0492(7) Uani 1 1 d . . . H16 H -0.7479 0.5572 0.2637 0.059 Uiso 1 1 calc R . . C17 C -0.5926(3) 0.6131(3) 0.1962(2) 0.0395(6) Uani 1 1 d . . . C18 C -0.5533(3) 0.6304(2) 0.1049(2) 0.0343(5) Uani 1 1 d . A . C19 C -0.5187(4) 0.6363(4) 0.3705(2) 0.0620(10) Uani 1 1 d . . . H19A H -0.4377 0.6623 0.4170 0.093 Uiso 1 1 calc R . . H19B H -0.5463 0.5542 0.3726 0.093 Uiso 1 1 calc R . . H19C H -0.5914 0.6858 0.3871 0.093 Uiso 1 1 calc R . . C20 C -0.4154(3) 0.9186(3) 0.30896(19) 0.0398(6) Uani 1 1 d . A . C21 C -0.4567(3) 0.9609(3) 0.40881(18) 0.0341(5) Uani 1 1 d . . . C22 C -0.3783(3) 0.9422(3) 0.49626(19) 0.0370(6) Uani 1 1 d . . . C23 C -0.5756(3) 1.0187(3) 0.41452(19) 0.0376(6) Uani 1 1 d . . . H23 H -0.6264 1.0318 0.3567 0.045 Uiso 1 1 calc R . . C24 C -0.1247(3) 0.5470(3) 0.3112(2) 0.0416(6) Uani 1 1 d . A . C25 C -0.0606(3) 0.5213(3) 0.40886(18) 0.0338(5) Uani 1 1 d . . . C26 C -0.1023(3) 0.5783(3) 0.4959(2) 0.0408(6) Uani 1 1 d . . . H26 H -0.1715 0.6308 0.4931 0.049 Uiso 1 1 calc R . . C27 C 0.0426(3) 0.4418(3) 0.41325(19) 0.0381(6) Uani 1 1 d . . . Co1 Co -0.27167(4) 0.72071(4) 0.21404(2) 0.03488(10) Uani 1 1 d . A . Cu2 Cu -0.35219(3) 0.73377(3) -0.00802(2) 0.03449(9) Uani 1 1 d . A . N1 N -0.2424(3) 0.7883(3) -0.10527(18) 0.0446(6) Uani 1 1 d . . . N2 N -0.5228(3) 0.6786(3) -0.09890(18) 0.0492(6) Uani 1 1 d . . . O1 O -0.0260(2) 0.7978(3) 0.25781(18) 0.0565(6) Uani 1 1 d . . . O2 O -0.19335(18) 0.7577(2) 0.09452(14) 0.0384(4) Uani 1 1 d . . . O3 O -0.42551(18) 0.67323(19) 0.10155(13) 0.0362(4) Uani 1 1 d . . . O4 O -0.4899(2) 0.6460(2) 0.27383(16) 0.0532(6) Uani 1 1 d . . . O5 O -0.3016(2) 0.8669(2) 0.30854(15) 0.0455(5) Uani 1 1 d . . . O6 O -0.4887(3) 0.9338(3) 0.23452(15) 0.0637(7) Uani 1 1 d . . . O7 O -0.2094(2) 0.6260(3) 0.31369(17) 0.0595(7) Uani 1 1 d . . . O8 O -0.0918(3) 0.4891(3) 0.23376(15) 0.0572(6) Uani 1 1 d . . . O9 O -0.2597(2) 0.8856(3) 0.49712(16) 0.0573(7) Uani 1 1 d . . . H9 H -0.2426 0.8666 0.4404 0.086 Uiso 1 1 calc R . . O10 O 0.0871(3) 0.3836(3) 0.32982(17) 0.0648(8) Uani 1 1 d . . . H10 H 0.0391 0.3978 0.2811 0.097 Uiso 1 1 calc R . . O11 O -0.4066(3) 0.9348(2) 0.05501(17) 0.0529(6) Uani 1 1 d . . . C28A C -0.8022(14) 0.8038(13) -0.3896(10) 0.114(7) Uani 0.50 1 d PD B 1 C29A C -0.920(2) 0.878(2) -0.3601(18) 0.125(7) Uani 0.50 1 d PD B 1 N3A N -0.7253(15) 0.7523(15) -0.4332(12) 0.150(7) Uani 0.50 1 d PD B 1 C28B C -0.8591(12) 0.8784(13) -0.2927(7) 0.097(4) Uani 0.50 1 d PD C 2 C29B C -0.874(4) 0.840(3) -0.4045(8) 0.25(2) Uani 0.50 1 d PD C 2 N3B N -0.8202(13) 0.9183(12) -0.2121(7) 0.124(4) Uani 0.50 1 d PD C 2 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 0.063(2) 0.099(4) 0.055(2) 0.009(2) -0.0272(18) -0.004(2) C2 0.0325(12) 0.0416(16) 0.0536(17) 0.0069(13) -0.0027(11) 0.0057(11) C3 0.0315(13) 0.053(2) 0.082(3) 0.0064(18) -0.0072(14) 0.0021(13) C4 0.0358(16) 0.072(3) 0.097(3) 0.013(2) 0.0137(18) -0.0002(16) C5 0.0424(18) 0.080(3) 0.080(3) 0.020(2) 0.0196(18) 0.0015(18) C6 0.0376(14) 0.0511(19) 0.0558(18) 0.0124(15) 0.0121(13) 0.0091(13) C7 0.0287(11) 0.0379(15) 0.0502(15) 0.0102(12) 0.0041(10) 0.0096(10) C8 0.0486(17) 0.065(2) 0.0465(16) 0.0197(16) 0.0188(13) 0.0127(15) C9A 0.064(2) 0.107(4) 0.0423(17) 0.035(2) 0.0069(16) 0.015(2) C10A 0.088(4) 0.065(4) 0.028(2) 0.007(2) -0.003(2) 0.008(3) C11A 0.068(3) 0.150(5) 0.0392(18) 0.036(2) -0.0157(17) -0.011(3) C9B 0.064(2) 0.107(4) 0.0423(17) 0.035(2) 0.0069(16) 0.015(2) C10B 0.062(6) 0.055(6) 0.033(4) 0.015(4) 0.006(4) 0.023(5) C11B 0.068(3) 0.150(5) 0.0392(18) 0.036(2) -0.0157(17) -0.011(3) C12 0.0438(15) 0.0532(19) 0.0407(14) 0.0086(13) -0.0172(12) -0.0002(13) C13 0.0328(12) 0.0379(15) 0.0463(15) 0.0063(12) -0.0087(10) -0.0014(10) C14 0.0380(15) 0.057(2) 0.066(2) 0.0118(17) -0.0119(14) -0.0099(14) C15 0.0391(16) 0.062(2) 0.078(2) 0.018(2) 0.0019(15) -0.0118(15) C16 0.0403(15) 0.0503(19) 0.0608(19) 0.0190(16) 0.0107(13) -0.0002(13) C17 0.0355(12) 0.0388(15) 0.0449(14) 0.0138(12) -0.0005(11) 0.0021(11) C18 0.0299(11) 0.0318(13) 0.0403(13) 0.0091(11) -0.0039(9) 0.0041(9) C19 0.074(2) 0.073(3) 0.0397(16) 0.0170(17) 0.0065(16) -0.009(2) C20 0.0441(14) 0.0456(16) 0.0284(11) 0.0056(11) -0.0009(10) 0.0073(12) C21 0.0387(12) 0.0372(14) 0.0254(10) 0.0061(10) -0.0019(9) 0.0041(10) C22 0.0385(13) 0.0415(15) 0.0303(11) 0.0068(11) -0.0023(9) 0.0111(11) C23 0.0414(13) 0.0432(15) 0.0270(10) 0.0080(10) -0.0055(9) 0.0088(11) C24 0.0329(12) 0.0588(19) 0.0355(13) 0.0240(13) -0.0058(10) -0.0005(12) C25 0.0317(11) 0.0407(14) 0.0298(11) 0.0140(10) -0.0039(8) 0.0035(10) C26 0.0407(13) 0.0494(17) 0.0378(13) 0.0204(12) 0.0024(10) 0.0181(12) C27 0.0420(13) 0.0449(16) 0.0305(11) 0.0143(11) 0.0031(10) 0.0110(11) Co1 0.03549(18) 0.0437(2) 0.02583(16) 0.01038(14) -0.00452(12) 0.01229(15) Cu2 0.03152(15) 0.0462(2) 0.02621(14) 0.01041(13) -0.00164(11) 0.00671(13) N1 0.0432(13) 0.0570(17) 0.0378(12) 0.0154(11) 0.0083(10) 0.0125(11) N2 0.0479(14) 0.0633(18) 0.0326(11) 0.0118(12) -0.0121(10) 0.0001(12) O1 0.0375(11) 0.0780(18) 0.0496(13) 0.0151(12) -0.0136(9) -0.0028(11) O2 0.0268(8) 0.0549(13) 0.0338(9) 0.0134(8) -0.0035(7) 0.0042(8) O3 0.0293(8) 0.0481(12) 0.0306(8) 0.0118(8) -0.0046(6) 0.0010(8) O4 0.0448(11) 0.0793(18) 0.0374(10) 0.0242(11) -0.0020(9) -0.0051(11) O5 0.0429(11) 0.0560(14) 0.0346(9) -0.0012(9) 0.0011(8) 0.0127(10) O6 0.0716(16) 0.095(2) 0.0258(9) 0.0095(11) 0.0011(10) 0.0367(15) O7 0.0504(12) 0.093(2) 0.0476(12) 0.0418(13) 0.0025(10) 0.0310(13) O8 0.0614(14) 0.0800(18) 0.0302(10) 0.0165(11) -0.0058(9) 0.0098(13) O9 0.0504(12) 0.0863(19) 0.0356(10) 0.0072(12) -0.0027(9) 0.0361(12) O10 0.0846(19) 0.082(2) 0.0348(11) 0.0139(12) 0.0122(11) 0.0439(16) O11 0.0606(14) 0.0574(15) 0.0473(12) 0.0206(11) 0.0093(10) 0.0221(11) C28A 0.113(11) 0.128(14) 0.094(10) 0.065(10) -0.045(8) -0.068(11) C29A 0.117(13) 0.088(10) 0.15(2) -0.022(14) 0.014(14) -0.016(9) N3A 0.132(13) 0.173(16) 0.144(13) 0.055(12) 0.000(10) -0.029(11) C28B 0.081(7) 0.137(12) 0.072(7) 0.036(7) -0.006(6) -0.020(7) C29B 0.36(5) 0.24(5) 0.11(2) 0.07(2) -0.11(3) -0.19(3) N3B 0.132(10) 0.152(11) 0.082(7) 0.023(7) 0.009(6) -0.036(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 C1 O1 1.425(4) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 O1 1.368(4) . ? C2 C3 1.378(4) . ? C2 C7 1.409(4) . ? C3 C4 1.385(6) . ? C3 H3 0.9300 . ? C4 C5 1.358(6) . ? C4 H4 0.9300 . ? C5 C6 1.412(5) . ? C5 H5 0.9300 . ? C6 C7 1.395(4) . ? C6 C8 1.442(5) . ? C7 O2 1.330(3) . ? C8 N1 1.268(4) . ? C8 H8 0.9300 . ? C9A C10A 1.419(8) . ? C9A N1 1.483(4) . ? C9A H9A1 0.9700 . ? C9A H9A2 0.9700 . ? C10A C11A 1.480(8) . ? C10A H10A 0.9700 . ? C10A H10B 0.9700 . ? C11A N2 1.482(4) . ? C11A H11A 0.9700 . ? C11A H11B 0.9700 . ? C10B H10C 0.9700 . ? C10B H10D 0.9700 . ? C12 N2 1.274(4) . ? C12 C13 1.434(4) . ? C12 H12 0.9300 . ? C13 C18 1.402(4) . ? C13 C14 1.412(4) . ? C14 C15 1.362(5) . ? C14 H14 0.9300 . ? C15 C16 1.397(5) . ? C15 H15 0.9300 . ? C16 C17 1.377(4) . ? C16 H16 0.9300 . ? C17 O4 1.371(4) . ? C17 C18 1.408(4) . ? C18 O3 1.330(3) . ? C19 O4 1.423(4) . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 O6 1.229(3) . ? C20 O5 1.293(4) . ? C20 C21 1.499(4) . ? C21 C23 1.377(4) . ? C21 C22 1.410(3) . ? C22 O9 1.362(3) . ? C22 C23 1.381(4) 2_476 ? C23 C22 1.381(4) 2_476 ? C23 H23 0.9300 . ? C24 O8 1.249(4) . ? C24 O7 1.255(4) . ? C24 C25 1.504(3) . ? C25 C26 1.390(4) . ? C25 C27 1.397(4) . ? C26 C27 1.384(3) 2_566 ? C26 H26 0.9300 . ? C27 O10 1.365(4) . ? C27 C26 1.384(3) 2_566 ? Co1 O7 1.950(2) . ? Co1 O5 1.992(2) . ? Co1 O2 2.0047(19) . ? Co1 O3 2.0172(18) . ? Cu2 O2 1.9550(18) . ? Cu2 O3 1.9634(18) . ? Cu2 N2 1.975(3) . ? Cu2 N1 1.980(3) . ? Cu2 O11 2.414(3) . ? O9 H9 0.8200 . ? O10 H10 0.8200 . ? C28A N3A 1.149(4) . ? C28A C29A 1.525(5) . ? C28B N3B 1.143(4) . ? C28B C29B 1.526(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 C1 H1A 109.5 . . ? O1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? O1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C2 C3 125.7(3) . . ? O1 C2 C7 113.2(2) . . ? C3 C2 C7 121.1(3) . . ? C2 C3 C4 119.7(3) . . ? C2 C3 H3 120.2 . . ? C4 C3 H3 120.2 . . ? C5 C4 C3 120.4(3) . . ? C5 C4 H4 119.8 . . ? C3 C4 H4 119.8 . . ? C4 C5 C6 121.1(4) . . ? C4 C5 H5 119.4 . . ? C6 C5 H5 119.4 . . ? C7 C6 C5 119.0(3) . . ? C7 C6 C8 123.3(3) . . ? C5 C6 C8 117.6(3) . . ? O2 C7 C6 122.5(3) . . ? O2 C7 C2 118.8(3) . . ? C6 C7 C2 118.6(3) . . ? N1 C8 C6 129.1(3) . . ? N1 C8 H8 115.4 . . ? C6 C8 H8 115.4 . . ? C10A C9A N1 114.8(4) . . ? C10A C9A H9A1 108.6 . . ? N1 C9A H9A1 108.6 . . ? C10A C9A H9A2 108.6 . . ? N1 C9A H9A2 108.6 . . ? H9A1 C9A H9A2 107.6 . . ? C9A C10A C11A 119.2(5) . . ? C9A C10A H10A 107.5 . . ? C11A C10A H10A 107.5 . . ? C9A C10A H10B 107.5 . . ? C11A C10A H10B 107.5 . . ? H10A C10A H10B 107.0 . . ? C10A C11A N2 117.5(4) . . ? C10A C11A H11A 107.9 . . ? N2 C11A H11A 107.9 . . ? C10A C11A H11B 107.9 . . ? N2 C11A H11B 107.9 . . ? H11A C11A H11B 107.2 . . ? H10C C10B H10D 105.8 . . ? N2 C12 C13 128.8(3) . . ? N2 C12 H12 115.6 . . ? C13 C12 H12 115.6 . . ? C18 C13 C14 119.6(3) . . ? C18 C13 C12 123.6(3) . . ? C14 C13 C12 116.7(3) . . ? C15 C14 C13 120.7(3) . . ? C15 C14 H14 119.7 . . ? C13 C14 H14 119.7 . . ? C14 C15 C16 120.3(3) . . ? C14 C15 H15 119.9 . . ? C16 C15 H15 119.9 . . ? C17 C16 C15 119.9(3) . . ? C17 C16 H16 120.1 . . ? C15 C16 H16 120.1 . . ? O4 C17 C16 125.4(3) . . ? O4 C17 C18 113.5(2) . . ? C16 C17 C18 121.1(3) . . ? O3 C18 C13 122.4(3) . . ? O3 C18 C17 119.2(2) . . ? C13 C18 C17 118.4(3) . . ? O4 C19 H19A 109.5 . . ? O4 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? O4 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? O6 C20 O5 124.5(3) . . ? O6 C20 C21 119.9(3) . . ? O5 C20 C21 115.6(2) . . ? C23 C21 C22 119.4(2) . . ? C23 C21 C20 118.6(2) . . ? C22 C21 C20 122.1(2) . . ? O9 C22 C23 118.1(2) . 2_476 ? O9 C22 C21 123.1(2) . . ? C23 C22 C21 118.8(2) 2_476 . ? C21 C23 C22 121.8(2) . 2_476 ? C21 C23 H23 119.1 . . ? C22 C23 H23 119.1 2_476 . ? O8 C24 O7 124.4(2) . . ? O8 C24 C25 118.8(3) . . ? O7 C24 C25 116.9(3) . . ? C26 C25 C27 119.4(2) . . ? C26 C25 C24 120.0(2) . . ? C27 C25 C24 120.6(3) . . ? C27 C26 C25 121.1(2) 2_566 . ? C27 C26 H26 119.5 2_566 . ? C25 C26 H26 119.5 . . ? O10 C27 C26 118.9(3) . 2_566 ? O10 C27 C25 121.6(2) . . ? C26 C27 C25 119.5(3) 2_566 . ? O7 Co1 O5 96.18(11) . . ? O7 Co1 O2 132.39(9) . . ? O5 Co1 O2 113.35(10) . . ? O7 Co1 O3 126.99(11) . . ? O5 Co1 O3 113.82(9) . . ? O2 Co1 O3 74.84(7) . . ? O2 Cu2 O3 77.18(8) . . ? O2 Cu2 N2 167.48(10) . . ? O3 Cu2 N2 92.30(10) . . ? O2 Cu2 N1 92.24(10) . . ? O3 Cu2 N1 168.56(9) . . ? N2 Cu2 N1 97.65(11) . . ? O2 Cu2 O11 87.85(9) . . ? O3 Cu2 O11 90.97(8) . . ? N2 Cu2 O11 99.22(11) . . ? N1 Cu2 O11 92.98(10) . . ? C8 N1 C9A 115.0(3) . . ? C8 N1 Cu2 123.8(2) . . ? C9A N1 Cu2 121.1(2) . . ? C12 N2 C11A 114.5(3) . . ? C12 N2 Cu2 124.1(2) . . ? C11A N2 Cu2 121.4(2) . . ? C2 O1 C1 118.2(3) . . ? C7 O2 Cu2 128.62(18) . . ? C7 O2 Co1 127.31(17) . . ? Cu2 O2 Co1 103.78(9) . . ? C18 O3 Cu2 127.88(16) . . ? C18 O3 Co1 128.20(16) . . ? Cu2 O3 Co1 103.02(9) . . ? C17 O4 C19 118.7(3) . . ? C20 O5 Co1 124.81(19) . . ? C24 O7 Co1 129.9(2) . . ? C22 O9 H9 109.5 . . ? C27 O10 H10 109.5 . . ? N3A C28A C29A 164.1(16) . . ? N3B C28B C29B 164.6(16) . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 33.57 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.651 _refine_diff_density_min -0.901 _refine_diff_density_rms 0.082 # Attachment '- C6_verde.cif' data_verde _database_code_depnum_ccdc_archive 'CCDC 772175' #TrackingRef '- C6_verde.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H28 Cu Mn N2 O12' _chemical_formula_weight 618.87 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' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 15.236(5) _cell_length_b 10.124(5) _cell_length_c 15.653(5) _cell_angle_alpha 90.00 _cell_angle_beta 93.066(5) _cell_angle_gamma 90.00 _cell_volume 2411.0(16) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 12756 _cell_measurement_theta_min 4.00 _cell_measurement_theta_max 28.00 _exptl_crystal_description prism _exptl_crystal_colour green _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.683 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1240 _exptl_absorpt_coefficient_mu 1.474 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6945 _exptl_absorpt_correction_T_max 0.9673 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Xcalibur3 CCD area-detector' _diffrn_measurement_method /w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18401 _diffrn_reflns_av_R_equivalents 0.0266 _diffrn_reflns_av_sigmaI/netI 0.0344 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 4.07 _diffrn_reflns_theta_max 29.12 _reflns_number_total 6405 _reflns_number_gt 4674 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD' _computing_cell_refinement 'CrysAlis RED' _computing_data_reduction 'CrysAlis RED' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0967P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6405 _refine_ls_number_parameters 334 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0649 _refine_ls_R_factor_gt 0.0505 _refine_ls_wR_factor_ref 0.1548 _refine_ls_wR_factor_gt 0.1391 _refine_ls_goodness_of_fit_ref 1.117 _refine_ls_restrained_S_all 1.117 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.1757(3) -0.0161(4) 0.0406(2) 0.0391(8) Uani 1 1 d . . . H1A H 0.2139 -0.0831 0.0651 0.059 Uiso 1 1 calc R . . H1B H 0.2103 0.0534 0.0178 0.059 Uiso 1 1 calc R . . H1C H 0.1385 -0.0539 -0.0045 0.059 Uiso 1 1 calc R . . C2 C 0.06376(18) 0.1346(3) 0.07987(17) 0.0231(6) Uani 1 1 d . . . C3 C 0.0456(2) 0.1743(3) -0.00403(19) 0.0304(6) Uani 1 1 d . . . H3 H 0.0719 0.1323 -0.0489 0.036 Uiso 1 1 calc R . . C4 C -0.0134(3) 0.2794(4) -0.0197(2) 0.0376(8) Uani 1 1 d . . . H4 H -0.0253 0.3088 -0.0754 0.045 Uiso 1 1 calc R . . C5 C -0.0532(2) 0.3381(3) 0.0457(2) 0.0329(7) Uani 1 1 d . . . H5 H -0.0926 0.4067 0.0338 0.039 Uiso 1 1 calc R . . C6 C -0.03649(19) 0.2982(3) 0.13129(18) 0.0239(6) Uani 1 1 d . . . C7 C 0.02363(18) 0.1940(3) 0.14915(17) 0.0207(5) Uani 1 1 d . . . C8 C -0.08608(18) 0.3600(3) 0.19659(19) 0.0261(6) Uani 1 1 d . . . H8 H -0.1260 0.4248 0.1780 0.031 Uiso 1 1 calc R . . C9 C -0.1480(2) 0.4027(3) 0.3270(2) 0.0333(7) Uani 1 1 d . . . H9A H -0.1942 0.3403 0.3386 0.040 Uiso 1 1 calc R . . H9B H -0.1742 0.4740 0.2931 0.040 Uiso 1 1 calc R . . C10 C -0.1104(2) 0.4580(3) 0.4108(2) 0.0315(7) Uani 1 1 d . . . H10A H -0.0555 0.5026 0.4012 0.038 Uiso 1 1 calc R . . H10B H -0.1508 0.5228 0.4319 0.038 Uiso 1 1 calc R . . C11 C -0.0942(2) 0.3522(3) 0.4776(2) 0.0311(7) Uani 1 1 d . . . H11A H -0.0791 0.3938 0.5322 0.037 Uiso 1 1 calc R . . H11B H -0.1480 0.3025 0.4833 0.037 Uiso 1 1 calc R . . C12 C 0.0127(2) 0.1999(3) 0.52204(18) 0.0256(6) Uani 1 1 d . . . H12 H -0.0108 0.2185 0.5743 0.031 Uiso 1 1 calc R . . C13 C 0.08479(19) 0.1076(3) 0.52482(18) 0.0239(6) Uani 1 1 d . . . C14 C 0.1141(2) 0.0574(3) 0.60580(18) 0.0261(6) Uani 1 1 d . . . H14 H 0.0846 0.0803 0.6541 0.031 Uiso 1 1 calc R . . C15 C 0.1861(2) -0.0253(3) 0.61356(19) 0.0296(7) Uani 1 1 d . . . H15 H 0.2047 -0.0579 0.6670 0.036 Uiso 1 1 calc R . . C16 C 0.2311(2) -0.0602(3) 0.54132(19) 0.0279(6) Uani 1 1 d . . . H16 H 0.2805 -0.1141 0.5468 0.033 Uiso 1 1 calc R . . C17 C 0.20185(19) -0.0145(3) 0.46232(18) 0.0243(6) Uani 1 1 d . . . C18 C 0.12860(17) 0.0702(3) 0.45139(16) 0.0196(5) Uani 1 1 d . . . C19 C 0.3235(2) -0.0952(6) 0.3889(3) 0.0651(14) Uani 1 1 d . . . H19A H 0.3405 -0.1104 0.3316 0.098 Uiso 1 1 calc R . . H19B H 0.3248 -0.1772 0.4198 0.098 Uiso 1 1 calc R . . H19C H 0.3635 -0.0338 0.4169 0.098 Uiso 1 1 calc R . . C20 C 0.09017(19) -0.2576(3) 0.26420(19) 0.0234(6) Uani 1 1 d . . . C21 C 0.19046(18) -0.2689(3) 0.24771(17) 0.0199(5) Uani 1 1 d . . . N1 N -0.08153(16) 0.3359(2) 0.27716(16) 0.0253(5) Uani 1 1 d . . . N2 N -0.02312(16) 0.2599(2) 0.45698(16) 0.0223(5) Uani 1 1 d . . . O1 O 0.12251(14) 0.0364(2) 0.10521(12) 0.0269(4) Uani 1 1 d . . . O2 O 0.04378(13) 0.15083(19) 0.22729(12) 0.0230(4) Uani 1 1 d . . . O1W O 0.10940(13) 0.4012(2) 0.33840(13) 0.0291(5) Uani 1 1 d . . . O3 O 0.10425(13) 0.10937(19) 0.37310(12) 0.0228(4) Uani 1 1 d . . . O2W O -0.13190(16) -0.2955(3) 0.22168(18) 0.0454(6) Uani 1 1 d . . . O4 O 0.23885(14) -0.0435(2) 0.38666(13) 0.0313(5) Uani 1 1 d . . . O3W O -0.12268(16) -0.0234(2) 0.17966(14) 0.0367(5) Uani 1 1 d . . . O5 O 0.22457(12) -0.16501(18) 0.22021(12) 0.0236(4) Uani 1 1 d . . . O4W O -0.24511(17) 0.1881(3) 0.15523(19) 0.0500(7) Uani 1 1 d . . . O6 O 0.06106(13) -0.1414(2) 0.26896(14) 0.0274(4) Uani 1 1 d . . . O7 O 0.04710(14) -0.3599(2) 0.27145(16) 0.0340(5) Uani 1 1 d . . . O8 O 0.22758(13) -0.37621(19) 0.26284(13) 0.0281(4) Uani 1 1 d . . . Cu1 Cu 0.01213(2) 0.23144(3) 0.33711(2) 0.01968(12) Uani 1 1 d . . . Mn1 Mn 0.15397(3) 0.01868(4) 0.25751(3) 0.01884(13) 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 0.043(2) 0.0480(19) 0.0272(16) -0.0032(14) 0.0131(14) 0.0152(16) C2 0.0233(13) 0.0232(13) 0.0227(13) -0.0005(11) 0.0005(10) -0.0034(11) C3 0.0355(17) 0.0362(16) 0.0196(14) -0.0009(12) 0.0029(12) 0.0013(14) C4 0.045(2) 0.0463(19) 0.0207(15) 0.0073(14) -0.0037(14) 0.0064(16) C5 0.0346(17) 0.0357(16) 0.0280(15) 0.0062(13) -0.0007(12) 0.0090(14) C6 0.0205(13) 0.0260(13) 0.0248(14) 0.0025(11) -0.0016(11) 0.0018(11) C7 0.0186(12) 0.0220(12) 0.0214(13) 0.0035(10) 0.0015(10) -0.0032(10) C8 0.0215(13) 0.0227(13) 0.0336(16) 0.0004(12) -0.0025(11) 0.0057(11) C9 0.0250(15) 0.0390(17) 0.0361(16) -0.0016(14) 0.0020(12) 0.0122(13) C10 0.0312(16) 0.0298(15) 0.0337(16) -0.0045(13) 0.0053(13) 0.0074(13) C11 0.0267(15) 0.0359(16) 0.0315(15) -0.0016(13) 0.0094(12) 0.0066(13) C12 0.0258(14) 0.0295(14) 0.0221(14) -0.0027(11) 0.0076(11) -0.0001(12) C13 0.0241(14) 0.0229(13) 0.0248(13) 0.0011(11) 0.0016(11) 0.0001(11) C14 0.0290(15) 0.0307(14) 0.0189(13) -0.0023(11) 0.0019(11) -0.0011(12) C15 0.0326(16) 0.0358(16) 0.0198(14) 0.0028(12) -0.0033(12) -0.0022(13) C16 0.0248(14) 0.0302(15) 0.0281(14) 0.0030(12) -0.0023(11) 0.0020(12) C17 0.0227(14) 0.0285(14) 0.0214(13) -0.0013(11) -0.0010(11) 0.0026(11) C18 0.0191(12) 0.0184(12) 0.0210(12) 0.0009(10) -0.0010(10) -0.0022(10) C19 0.032(2) 0.121(4) 0.042(2) -0.021(2) -0.0060(15) 0.040(2) C20 0.0179(13) 0.0245(13) 0.0281(15) 0.0009(11) 0.0042(11) 0.0002(10) C21 0.0208(13) 0.0205(12) 0.0185(13) -0.0055(10) 0.0022(10) 0.0007(10) N1 0.0221(12) 0.0212(11) 0.0325(13) -0.0034(10) 0.0019(10) 0.0037(9) N2 0.0193(11) 0.0222(11) 0.0259(12) -0.0022(9) 0.0050(9) 0.0022(9) O1 0.0303(11) 0.0296(11) 0.0212(10) -0.0005(8) 0.0054(8) 0.0071(9) O2 0.0254(10) 0.0239(9) 0.0197(9) 0.0018(8) 0.0010(7) 0.0049(8) O1W 0.0251(10) 0.0229(10) 0.0400(12) 0.0034(9) 0.0075(9) -0.0030(8) O3 0.0253(10) 0.0233(9) 0.0199(9) 0.0023(8) 0.0011(7) 0.0076(8) O2W 0.0312(13) 0.0400(13) 0.0645(17) 0.0023(12) -0.0020(12) -0.0088(11) O4 0.0235(11) 0.0456(13) 0.0246(10) -0.0006(9) 0.0008(8) 0.0154(9) O3W 0.0377(13) 0.0412(13) 0.0310(12) 0.0030(10) 0.0012(10) -0.0060(10) O5 0.0215(10) 0.0183(9) 0.0314(11) -0.0001(8) 0.0068(8) -0.0011(8) O4W 0.0341(14) 0.0367(13) 0.079(2) -0.0009(13) 0.0024(13) -0.0052(11) O6 0.0189(9) 0.0216(9) 0.0422(12) 0.0014(9) 0.0081(8) 0.0031(8) O7 0.0230(10) 0.0214(10) 0.0581(15) 0.0031(10) 0.0079(10) -0.0033(8) O8 0.0262(11) 0.0220(10) 0.0366(11) 0.0021(9) 0.0070(9) 0.0052(8) Cu1 0.01819(19) 0.01996(19) 0.0211(2) -0.00008(12) 0.00288(13) 0.00344(12) Mn1 0.0174(2) 0.0172(2) 0.0223(2) -0.00022(15) 0.00381(16) 0.00106(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 C1 O1 1.432(3) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 O1 1.381(3) . ? C2 C3 1.387(4) . ? C2 C7 1.408(4) . ? C3 C4 1.407(5) . ? C3 H3 0.9300 . ? C4 C5 1.355(5) . ? C4 H4 0.9300 . ? C5 C6 1.409(4) . ? C5 H5 0.9300 . ? C6 C7 1.415(4) . ? C6 C8 1.446(4) . ? C7 O2 1.320(3) . ? C8 N1 1.283(4) . ? C8 H8 0.9300 . ? C9 N1 1.476(4) . ? C9 C10 1.511(5) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.507(4) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 N2 1.479(4) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 N2 1.282(4) . ? C12 C13 1.441(4) . ? C12 H12 0.9300 . ? C13 C18 1.411(4) . ? C13 C14 1.416(4) . ? C14 C15 1.379(4) . ? C14 H14 0.9300 . ? C15 C16 1.399(4) . ? C15 H15 0.9300 . ? C16 C17 1.372(4) . ? C16 H16 0.9300 . ? C17 O4 1.370(3) . ? C17 C18 1.411(4) . ? C18 O3 1.322(3) . ? C19 O4 1.390(4) . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 O7 1.235(3) . ? C20 O6 1.261(3) . ? C20 C21 1.567(4) . ? C21 O8 1.242(3) . ? C21 O5 1.259(3) . ? N1 Cu1 1.973(3) . ? N2 Cu1 2.000(2) . ? O1 Mn1 2.413(2) . ? O2 Cu1 1.9855(19) . ? O2 Mn1 2.179(2) . ? O1W Cu1 2.269(2) . ? O3 Cu1 1.931(2) . ? O3 Mn1 2.1994(19) . ? O4 Mn1 2.424(2) . ? O5 Mn1 2.241(2) . ? O6 Mn1 2.165(2) . ? O8 Mn1 2.134(2) 2_545 ? Mn1 O8 2.134(2) 2 ? 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 C1 H1A 109.5 . . ? O1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? O1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C2 C3 125.0(3) . . ? O1 C2 C7 112.8(2) . . ? C3 C2 C7 122.2(3) . . ? C2 C3 C4 118.5(3) . . ? C2 C3 H3 120.7 . . ? C4 C3 H3 120.7 . . ? C5 C4 C3 120.5(3) . . ? C5 C4 H4 119.8 . . ? C3 C4 H4 119.8 . . ? C4 C5 C6 121.8(3) . . ? C4 C5 H5 119.1 . . ? C6 C5 H5 119.1 . . ? C5 C6 C7 118.9(3) . . ? C5 C6 C8 118.2(3) . . ? C7 C6 C8 122.7(3) . . ? O2 C7 C2 118.9(2) . . ? O2 C7 C6 123.1(2) . . ? C2 C7 C6 118.0(2) . . ? N1 C8 C6 127.6(3) . . ? N1 C8 H8 116.2 . . ? C6 C8 H8 116.2 . . ? N1 C9 C10 112.9(3) . . ? N1 C9 H9A 109.0 . . ? C10 C9 H9A 109.0 . . ? N1 C9 H9B 109.0 . . ? C10 C9 H9B 109.0 . . ? H9A C9 H9B 107.8 . . ? C11 C10 C9 112.3(3) . . ? C11 C10 H10A 109.2 . . ? C9 C10 H10A 109.2 . . ? C11 C10 H10B 109.2 . . ? C9 C10 H10B 109.2 . . ? H10A C10 H10B 107.9 . . ? N2 C11 C10 113.1(2) . . ? N2 C11 H11A 109.0 . . ? C10 C11 H11A 109.0 . . ? N2 C11 H11B 109.0 . . ? C10 C11 H11B 109.0 . . ? H11A C11 H11B 107.8 . . ? N2 C12 C13 128.5(3) . . ? N2 C12 H12 115.7 . . ? C13 C12 H12 115.7 . . ? C18 C13 C14 119.5(3) . . ? C18 C13 C12 122.8(3) . . ? C14 C13 C12 117.6(2) . . ? C15 C14 C13 120.5(3) . . ? C15 C14 H14 119.7 . . ? C13 C14 H14 119.7 . . ? C14 C15 C16 120.2(3) . . ? C14 C15 H15 119.9 . . ? C16 C15 H15 119.9 . . ? C17 C16 C15 119.6(3) . . ? C17 C16 H16 120.2 . . ? C15 C16 H16 120.2 . . ? O4 C17 C16 125.3(3) . . ? O4 C17 C18 112.6(2) . . ? C16 C17 C18 122.1(3) . . ? O3 C18 C17 118.4(2) . . ? O3 C18 C13 123.6(2) . . ? C17 C18 C13 118.0(2) . . ? O4 C19 H19A 109.5 . . ? O4 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? O4 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? O7 C20 O6 126.0(3) . . ? O7 C20 C21 118.8(2) . . ? O6 C20 C21 115.3(2) . . ? O8 C21 O5 127.1(3) . . ? O8 C21 C20 118.1(2) . . ? O5 C21 C20 114.8(2) . . ? C8 N1 C9 115.5(2) . . ? C8 N1 Cu1 124.7(2) . . ? C9 N1 Cu1 119.6(2) . . ? C12 N2 C11 114.3(2) . . ? C12 N2 Cu1 123.55(19) . . ? C11 N2 Cu1 122.12(19) . . ? C2 O1 C1 116.5(2) . . ? C2 O1 Mn1 115.38(15) . . ? C1 O1 Mn1 125.48(19) . . ? C7 O2 Cu1 127.65(17) . . ? C7 O2 Mn1 122.90(16) . . ? Cu1 O2 Mn1 106.53(9) . . ? C18 O3 Cu1 128.74(16) . . ? C18 O3 Mn1 123.06(16) . . ? Cu1 O3 Mn1 107.70(9) . . ? C17 O4 C19 118.8(3) . . ? C17 O4 Mn1 116.06(17) . . ? C19 O4 Mn1 124.9(2) . . ? C21 O5 Mn1 113.04(17) . . ? C20 O6 Mn1 117.37(18) . . ? C21 O8 Mn1 142.01(19) . 2_545 ? O3 Cu1 N1 167.86(9) . . ? O3 Cu1 O2 77.48(8) . . ? N1 Cu1 O2 90.66(9) . . ? O3 Cu1 N2 92.63(9) . . ? N1 Cu1 N2 98.37(10) . . ? O2 Cu1 N2 164.00(9) . . ? O3 Cu1 O1W 91.03(9) . . ? N1 Cu1 O1W 93.08(9) . . ? O2 Cu1 O1W 97.48(8) . . ? N2 Cu1 O1W 95.20(9) . . ? O8 Mn1 O6 161.36(8) 2 . ? O8 Mn1 O2 108.02(8) 2 . ? O6 Mn1 O2 88.73(8) . . ? O8 Mn1 O3 104.24(8) 2 . ? O6 Mn1 O3 89.36(8) . . ? O2 Mn1 O3 68.10(7) . . ? O8 Mn1 O5 87.33(8) 2 . ? O6 Mn1 O5 74.08(8) . . ? O2 Mn1 O5 145.88(8) . . ? O3 Mn1 O5 138.75(7) . . ? O8 Mn1 O1 86.58(8) 2 . ? O6 Mn1 O1 92.37(8) . . ? O2 Mn1 O1 68.27(7) . . ? O3 Mn1 O1 136.29(7) . . ? O5 Mn1 O1 82.94(7) . . ? O8 Mn1 O4 80.57(8) 2 . ? O6 Mn1 O4 93.37(8) . . ? O2 Mn1 O4 135.32(7) . . ? O3 Mn1 O4 67.30(7) . . ? O5 Mn1 O4 76.10(7) . . ? O1 Mn1 O4 155.80(7) . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 29.12 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 1.641 _refine_diff_density_min -0.722 _refine_diff_density_rms 0.119