# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Ya-Qiu Sun' _publ_contact_author_email syq@nankai.edu.cn _publ_author_name 'Ya-Qiu Sun' #===end data_100413b _database_code_depnum_ccdc_archive 'CCDC 855267' #TrackingRef '- 100528A.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H20 Cu2 N4 O6' _chemical_formula_weight 623.55 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.6397(6) _cell_length_b 10.0825(6) _cell_length_c 23.8075(13) _cell_angle_alpha 90.00 _cell_angle_beta 91.0220(10) _cell_angle_gamma 90.00 _cell_volume 2553.5(3) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 4480 _cell_measurement_theta_min 2.55 _cell_measurement_theta_max 26.36 _exptl_crystal_description BLOCK _exptl_crystal_colour BLUE _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas NONE _exptl_crystal_density_diffrn 1.622 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1264 _exptl_absorpt_coefficient_mu 1.716 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.723069 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12747 _diffrn_reflns_av_R_equivalents 0.0203 _diffrn_reflns_av_sigmaI/netI 0.0237 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.71 _diffrn_reflns_theta_max 25.03 _reflns_number_total 4512 _reflns_number_gt 3574 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0379P)^2^+0.7918P] 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 4512 _refine_ls_number_parameters 352 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0403 _refine_ls_R_factor_gt 0.0276 _refine_ls_wR_factor_ref 0.0774 _refine_ls_wR_factor_gt 0.0701 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.041 _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 Cu1 Cu 0.26799(3) 0.95065(3) -0.094023(12) 0.04689(11) Uani 1 1 d . . . Cu2 Cu 0.39724(3) 0.87914(3) 0.116407(12) 0.05266(11) Uani 1 1 d . . . O1 O 0.28761(17) 0.99599(18) 0.07169(7) 0.0547(4) Uani 1 1 d . . . O2 O 0.4197(2) 0.79308(19) 0.04384(7) 0.0655(5) Uani 1 1 d . . . O3 O 0.6565(2) 0.8391(2) 0.10761(9) 0.0786(6) Uani 1 1 d . . . O4 O 0.49977(19) 0.75064(19) 0.15475(7) 0.0608(5) Uani 1 1 d . . . O5 O 0.62531(18) 0.4788(2) 0.31628(7) 0.0599(5) Uani 1 1 d . . . O6 O 0.7825(2) 0.3367(2) 0.31008(8) 0.0713(6) Uani 1 1 d . . . N1 N 0.21859(19) 1.0198(2) -0.02079(8) 0.0437(5) Uani 1 1 d . . . N2 N 0.38789(19) 0.8375(2) -0.05088(8) 0.0448(5) Uani 1 1 d . . . N3 N 0.3278(2) 0.8899(2) -0.16672(9) 0.0564(6) Uani 1 1 d . . . N4 N 0.0984(2) 0.9847(2) -0.12556(9) 0.0570(6) Uani 1 1 d . . . C1 C 0.2863(2) 0.9686(2) 0.01983(10) 0.0443(6) Uani 1 1 d . . . C2 C 0.3735(2) 0.8564(2) 0.00303(10) 0.0459(6) Uani 1 1 d . . . C3 C 0.4684(2) 0.7381(3) -0.07236(11) 0.0497(6) Uani 1 1 d . . . C4 C 0.5420(3) 0.6550(3) -0.03912(14) 0.0716(9) Uani 1 1 d . . . H4 H 0.5402 0.6642 -0.0003 0.086 Uiso 1 1 calc R . . C5 C 0.6180(3) 0.5589(3) -0.06215(17) 0.0811(10) Uani 1 1 d . . . H5 H 0.6654 0.5041 -0.0386 0.097 Uiso 1 1 calc R . . C6 C 0.6247(3) 0.5433(3) -0.11905(17) 0.0841(11) Uani 1 1 d . . . H6 H 0.6758 0.4783 -0.1344 0.101 Uiso 1 1 calc R . . C7 C 0.5549(3) 0.6251(3) -0.15286(15) 0.0742(9) Uani 1 1 d . . . H7 H 0.5601 0.6156 -0.1916 0.089 Uiso 1 1 calc R . . C8 C 0.4754(3) 0.7230(3) -0.13132(11) 0.0554(7) Uani 1 1 d . . . C9 C 0.4096(3) 0.8006(3) -0.17341(11) 0.0615(8) Uani 1 1 d . . . H9 H 0.4301 0.7824 -0.2104 0.074 Uiso 1 1 calc R . . C10 C 0.2818(3) 0.9603(4) -0.21701(12) 0.0772(9) Uani 1 1 d . . . H10A H 0.3234 0.9245 -0.2496 0.093 Uiso 1 1 calc R . . H10B H 0.3046 1.0531 -0.2138 0.093 Uiso 1 1 calc R . . C11 C 0.1419(4) 0.9500(5) -0.22614(15) 0.1038(14) Uani 1 1 d . . . H11A H 0.1263 0.8859 -0.2558 0.125 Uiso 1 1 calc R . . H11B H 0.1118 1.0352 -0.2397 0.125 Uiso 1 1 calc R . . C12 C 0.0641(3) 0.9111(4) -0.17652(14) 0.0803(10) Uani 1 1 d . . . H12A H -0.0239 0.9266 -0.1855 0.096 Uiso 1 1 calc R . . H12B H 0.0748 0.8169 -0.1695 0.096 Uiso 1 1 calc R . . C13 C 0.0175(3) 1.0618(3) -0.10411(13) 0.0617(8) Uani 1 1 d . . . H13 H -0.0597 1.0685 -0.1228 0.074 Uiso 1 1 calc R . . C14 C 0.0336(2) 1.1399(3) -0.05378(12) 0.0531(7) Uani 1 1 d . . . C15 C -0.0554(3) 1.2402(3) -0.04581(15) 0.0697(9) Uani 1 1 d . . . H15 H -0.1201 1.2513 -0.0722 0.084 Uiso 1 1 calc R . . C16 C -0.0490(3) 1.3222(3) -0.00003(17) 0.0839(11) Uani 1 1 d . . . H16 H -0.1094 1.3877 0.0050 0.101 Uiso 1 1 calc R . . C17 C 0.0483(4) 1.3063(3) 0.03859(16) 0.0832(10) Uani 1 1 d . . . H17 H 0.0547 1.3638 0.0691 0.100 Uiso 1 1 calc R . . C18 C 0.1356(3) 1.2074(3) 0.03280(13) 0.0645(8) Uani 1 1 d . . . H18 H 0.1989 1.1972 0.0599 0.077 Uiso 1 1 calc R . . C19 C 0.1307(2) 1.1222(2) -0.01297(11) 0.0487(6) Uani 1 1 d . . . C20 C 0.6972(2) 0.6481(3) 0.16235(10) 0.0494(6) Uani 1 1 d . . . C21 C 0.6704(2) 0.5871(3) 0.21270(10) 0.0461(6) Uani 1 1 d . . . H21 H 0.5982 0.6116 0.2316 0.055 Uiso 1 1 calc R . . C22 C 0.7478(2) 0.4911(3) 0.23567(10) 0.0483(6) Uani 1 1 d . . . C23 C 0.8537(3) 0.4540(3) 0.20677(13) 0.0705(8) Uani 1 1 d . . . H23 H 0.9066 0.3884 0.2212 0.085 Uiso 1 1 calc R . . C24 C 0.8809(4) 0.5145(4) 0.15656(16) 0.0917(11) Uani 1 1 d . . . H24 H 0.9521 0.4888 0.1372 0.110 Uiso 1 1 calc R . . C25 C 0.8049(3) 0.6115(3) 0.13460(13) 0.0752(9) Uani 1 1 d . . . H25 H 0.8255 0.6528 0.1011 0.090 Uiso 1 1 calc R . . C26 C 0.6137(3) 0.7544(3) 0.13941(10) 0.0547(7) Uani 1 1 d . . . C27 C 0.7187(3) 0.4289(3) 0.29095(11) 0.0533(7) 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 Cu1 0.05166(19) 0.0545(2) 0.03458(17) 0.00301(13) 0.00327(13) 0.00063(15) Cu2 0.0682(2) 0.0561(2) 0.03363(17) -0.00147(14) -0.00158(14) 0.00204(16) O1 0.0700(12) 0.0569(11) 0.0373(10) -0.0047(8) 0.0041(8) 0.0098(9) O2 0.0954(15) 0.0622(12) 0.0385(10) -0.0036(9) -0.0092(9) 0.0274(11) O3 0.1086(17) 0.0678(13) 0.0593(12) 0.0219(11) -0.0008(12) -0.0282(13) O4 0.0692(13) 0.0705(13) 0.0427(10) 0.0144(9) 0.0012(9) 0.0060(10) O5 0.0708(13) 0.0720(13) 0.0370(9) 0.0098(9) 0.0044(9) 0.0090(10) O6 0.0752(14) 0.0784(14) 0.0598(12) 0.0106(11) -0.0105(10) 0.0170(12) N1 0.0488(11) 0.0439(11) 0.0387(11) 0.0045(9) 0.0063(9) 0.0008(9) N2 0.0526(12) 0.0458(11) 0.0362(11) 0.0005(9) 0.0064(9) 0.0023(10) N3 0.0635(14) 0.0684(15) 0.0375(12) -0.0002(11) 0.0038(10) -0.0045(13) N4 0.0567(14) 0.0626(14) 0.0516(13) 0.0050(11) -0.0038(11) -0.0060(12) C1 0.0508(14) 0.0441(14) 0.0381(13) 0.0014(11) 0.0069(11) -0.0042(11) C2 0.0535(15) 0.0441(14) 0.0400(14) -0.0006(11) 0.0015(11) 0.0000(12) C3 0.0501(15) 0.0472(14) 0.0521(15) -0.0035(12) 0.0080(12) -0.0023(12) C4 0.079(2) 0.070(2) 0.0658(19) 0.0046(16) 0.0147(16) 0.0211(17) C5 0.076(2) 0.071(2) 0.097(3) 0.0075(19) 0.0156(19) 0.0216(18) C6 0.077(2) 0.068(2) 0.108(3) -0.024(2) 0.026(2) 0.0111(18) C7 0.071(2) 0.079(2) 0.073(2) -0.0284(18) 0.0157(17) 0.0009(18) C8 0.0533(15) 0.0586(17) 0.0547(16) -0.0139(14) 0.0101(13) -0.0071(13) C9 0.0649(18) 0.078(2) 0.0424(15) -0.0124(15) 0.0121(13) -0.0129(16) C10 0.101(3) 0.093(2) 0.0375(15) 0.0051(15) -0.0008(15) -0.006(2) C11 0.111(3) 0.148(4) 0.051(2) 0.007(2) -0.016(2) 0.030(3) C12 0.075(2) 0.096(2) 0.069(2) -0.0142(19) -0.0227(17) 0.0000(19) C13 0.0504(16) 0.0678(19) 0.0666(19) 0.0149(16) -0.0047(14) -0.0053(15) C14 0.0443(14) 0.0505(15) 0.0649(17) 0.0123(13) 0.0103(12) -0.0022(12) C15 0.0513(17) 0.0616(19) 0.097(2) 0.0202(18) 0.0089(16) 0.0041(15) C16 0.073(2) 0.059(2) 0.121(3) 0.002(2) 0.024(2) 0.0185(17) C17 0.099(3) 0.060(2) 0.091(2) -0.0135(18) 0.013(2) 0.0186(19) C18 0.076(2) 0.0538(17) 0.0643(18) -0.0025(15) 0.0092(15) 0.0101(15) C19 0.0510(15) 0.0420(14) 0.0536(15) 0.0091(12) 0.0154(12) -0.0012(12) C20 0.0538(15) 0.0569(16) 0.0376(13) -0.0020(12) 0.0033(11) -0.0114(12) C21 0.0437(13) 0.0595(15) 0.0351(12) -0.0013(11) 0.0013(10) -0.0030(12) C22 0.0473(14) 0.0582(15) 0.0394(13) -0.0036(12) -0.0023(11) -0.0016(12) C23 0.0650(19) 0.080(2) 0.066(2) -0.0021(17) 0.0061(15) 0.0147(17) C24 0.084(2) 0.111(3) 0.081(2) 0.001(2) 0.040(2) 0.023(2) C25 0.086(2) 0.086(2) 0.0549(18) 0.0057(17) 0.0287(16) -0.0026(19) C26 0.079(2) 0.0508(16) 0.0342(13) -0.0001(12) -0.0034(13) -0.0115(14) C27 0.0560(16) 0.0622(17) 0.0412(14) -0.0017(13) -0.0102(12) -0.0022(14) _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 Cu1 N3 1.953(2) . ? Cu1 N1 1.9582(19) . ? Cu1 N4 1.972(2) . ? Cu1 N2 1.984(2) . ? Cu1 O3 2.292(2) 3_675 ? Cu2 O5 1.9100(17) 2_655 ? Cu2 O4 1.9148(18) . ? Cu2 O2 1.9518(17) . ? Cu2 O1 1.9589(18) . ? O1 C1 1.265(3) . ? O2 C2 1.256(3) . ? O3 C26 1.233(3) . ? O3 Cu1 2.292(2) 3_675 ? O4 C26 1.273(3) . ? O5 C27 1.275(3) . ? O5 Cu2 1.9100(17) 2_645 ? O6 C27 1.233(3) . ? N1 C1 1.303(3) . ? N1 C19 1.408(3) . ? N2 C2 1.309(3) . ? N2 C3 1.420(3) . ? N3 C9 1.265(4) . ? N3 C10 1.468(4) . ? N4 C13 1.273(4) . ? N4 C12 1.463(4) . ? C1 C2 1.520(4) . ? C3 C4 1.385(4) . ? C3 C8 1.415(4) . ? C4 C5 1.382(4) . ? C4 H4 0.9300 . ? C5 C6 1.367(5) . ? C5 H5 0.9300 . ? C6 C7 1.363(5) . ? C6 H6 0.9300 . ? C7 C8 1.402(4) . ? C7 H7 0.9300 . ? C8 C9 1.443(4) . ? C9 H9 0.9300 . ? C10 C11 1.504(5) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.507(5) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.441(4) . ? C13 H13 0.9300 . ? C14 C15 1.401(4) . ? C14 C19 1.417(4) . ? C15 C16 1.369(5) . ? C15 H15 0.9300 . ? C16 C17 1.382(5) . ? C16 H16 0.9300 . ? C17 C18 1.372(4) . ? C17 H17 0.9300 . ? C18 C19 1.388(4) . ? C18 H18 0.9300 . ? C20 C21 1.381(3) . ? C20 C25 1.383(4) . ? C20 C26 1.490(4) . ? C21 C22 1.378(4) . ? C21 H21 0.9300 . ? C22 C23 1.383(4) . ? C22 C27 1.495(4) . ? C23 C24 1.377(5) . ? C23 H23 0.9300 . ? C24 C25 1.367(5) . ? C24 H24 0.9300 . ? C25 H25 0.9300 . ? 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 N3 Cu1 N1 175.90(9) . . ? N3 Cu1 N4 91.58(10) . . ? N1 Cu1 N4 91.07(9) . . ? N3 Cu1 N2 93.55(9) . . ? N1 Cu1 N2 85.64(8) . . ? N4 Cu1 N2 150.76(9) . . ? N3 Cu1 O3 92.54(9) . 3_675 ? N1 Cu1 O3 84.07(8) . 3_675 ? N4 Cu1 O3 96.08(9) . 3_675 ? N2 Cu1 O3 112.40(8) . 3_675 ? O5 Cu2 O4 92.00(8) 2_655 . ? O5 Cu2 O2 174.64(8) 2_655 . ? O4 Cu2 O2 92.49(8) . . ? O5 Cu2 O1 93.28(8) 2_655 . ? O4 Cu2 O1 174.07(8) . . ? O2 Cu2 O1 82.39(7) . . ? C1 O1 Cu2 113.27(16) . . ? C2 O2 Cu2 113.97(16) . . ? C26 O3 Cu1 149.39(19) . 3_675 ? C26 O4 Cu2 112.35(17) . . ? C27 O5 Cu2 107.47(17) . 2_645 ? C1 N1 C19 123.5(2) . . ? C1 N1 Cu1 111.49(16) . . ? C19 N1 Cu1 124.64(17) . . ? C2 N2 C3 122.5(2) . . ? C2 N2 Cu1 109.78(16) . . ? C3 N2 Cu1 127.30(16) . . ? C9 N3 C10 117.5(3) . . ? C9 N3 Cu1 124.8(2) . . ? C10 N3 Cu1 117.5(2) . . ? C13 N4 C12 118.8(3) . . ? C13 N4 Cu1 125.0(2) . . ? C12 N4 Cu1 116.1(2) . . ? O1 C1 N1 129.4(2) . . ? O1 C1 C2 115.0(2) . . ? N1 C1 C2 115.6(2) . . ? O2 C2 N2 129.3(2) . . ? O2 C2 C1 114.0(2) . . ? N2 C2 C1 116.7(2) . . ? C4 C3 C8 117.6(2) . . ? C4 C3 N2 124.0(2) . . ? C8 C3 N2 118.4(2) . . ? C5 C4 C3 121.7(3) . . ? C5 C4 H4 119.1 . . ? C3 C4 H4 119.1 . . ? C6 C5 C4 121.0(3) . . ? C6 C5 H5 119.5 . . ? C4 C5 H5 119.5 . . ? C7 C6 C5 118.6(3) . . ? C7 C6 H6 120.7 . . ? C5 C6 H6 120.7 . . ? C6 C7 C8 122.4(3) . . ? C6 C7 H7 118.8 . . ? C8 C7 H7 118.8 . . ? C7 C8 C3 118.8(3) . . ? C7 C8 C9 114.6(3) . . ? C3 C8 C9 126.7(2) . . ? N3 C9 C8 128.7(3) . . ? N3 C9 H9 115.6 . . ? C8 C9 H9 115.6 . . ? N3 C10 C11 113.5(3) . . ? N3 C10 H10A 108.9 . . ? C11 C10 H10A 108.9 . . ? N3 C10 H10B 108.9 . . ? C11 C10 H10B 108.9 . . ? H10A C10 H10B 107.7 . . ? C10 C11 C12 117.5(3) . . ? C10 C11 H11A 107.9 . . ? C12 C11 H11A 107.9 . . ? C10 C11 H11B 107.9 . . ? C12 C11 H11B 107.9 . . ? H11A C11 H11B 107.2 . . ? N4 C12 C11 112.7(3) . . ? N4 C12 H12A 109.1 . . ? C11 C12 H12A 109.1 . . ? N4 C12 H12B 109.1 . . ? C11 C12 H12B 109.1 . . ? H12A C12 H12B 107.8 . . ? N4 C13 C14 126.6(3) . . ? N4 C13 H13 116.7 . . ? C14 C13 H13 116.7 . . ? C15 C14 C19 119.0(3) . . ? C15 C14 C13 115.9(3) . . ? C19 C14 C13 125.1(2) . . ? C16 C15 C14 121.3(3) . . ? C16 C15 H15 119.3 . . ? C14 C15 H15 119.3 . . ? C15 C16 C17 119.1(3) . . ? C15 C16 H16 120.5 . . ? C17 C16 H16 120.5 . . ? C18 C17 C16 121.2(3) . . ? C18 C17 H17 119.4 . . ? C16 C17 H17 119.4 . . ? C17 C18 C19 120.9(3) . . ? C17 C18 H18 119.6 . . ? C19 C18 H18 119.6 . . ? C18 C19 N1 122.8(3) . . ? C18 C19 C14 118.5(2) . . ? N1 C19 C14 118.7(2) . . ? C21 C20 C25 118.8(3) . . ? C21 C20 C26 120.5(2) . . ? C25 C20 C26 120.7(3) . . ? C22 C21 C20 121.7(2) . . ? C22 C21 H21 119.1 . . ? C20 C21 H21 119.1 . . ? C21 C22 C23 118.6(3) . . ? C21 C22 C27 120.8(2) . . ? C23 C22 C27 120.5(3) . . ? C24 C23 C22 119.9(3) . . ? C24 C23 H23 120.1 . . ? C22 C23 H23 120.1 . . ? C25 C24 C23 121.1(3) . . ? C25 C24 H24 119.4 . . ? C23 C24 H24 119.4 . . ? C24 C25 C20 119.9(3) . . ? C24 C25 H25 120.1 . . ? C20 C25 H25 120.1 . . ? O3 C26 O4 124.1(3) . . ? O3 C26 C20 119.9(3) . . ? O4 C26 C20 116.0(2) . . ? O6 C27 O5 123.4(3) . . ? O6 C27 C22 121.3(3) . . ? O5 C27 C22 115.2(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O5 Cu2 O1 C1 173.77(17) 2_655 . . . ? O4 Cu2 O1 C1 -33.4(9) . . . . ? O2 Cu2 O1 C1 -3.06(17) . . . . ? O5 Cu2 O2 C2 -26.8(10) 2_655 . . . ? O4 Cu2 O2 C2 -173.7(2) . . . . ? O1 Cu2 O2 C2 9.33(19) . . . . ? O5 Cu2 O4 C26 -111.99(18) 2_655 . . . ? O2 Cu2 O4 C26 65.08(19) . . . . ? O1 Cu2 O4 C26 95.2(8) . . . . ? N3 Cu1 N1 C1 -75.8(13) . . . . ? N4 Cu1 N1 C1 153.88(17) . . . . ? N2 Cu1 N1 C1 2.96(17) . . . . ? O3 Cu1 N1 C1 -110.12(17) 3_675 . . . ? N3 Cu1 N1 C19 97.7(13) . . . . ? N4 Cu1 N1 C19 -32.6(2) . . . . ? N2 Cu1 N1 C19 176.5(2) . . . . ? O3 Cu1 N1 C19 63.4(2) 3_675 . . . ? N3 Cu1 N2 C2 179.09(18) . . . . ? N1 Cu1 N2 C2 3.11(17) . . . . ? N4 Cu1 N2 C2 -81.3(2) . . . . ? O3 Cu1 N2 C2 84.86(18) 3_675 . . . ? N3 Cu1 N2 C3 -8.0(2) . . . . ? N1 Cu1 N2 C3 176.0(2) . . . . ? N4 Cu1 N2 C3 91.6(3) . . . . ? O3 Cu1 N2 C3 -102.3(2) 3_675 . . . ? N1 Cu1 N3 C9 82.9(13) . . . . ? N4 Cu1 N3 C9 -146.9(2) . . . . ? N2 Cu1 N3 C9 4.3(2) . . . . ? O3 Cu1 N3 C9 117.0(2) 3_675 . . . ? N1 Cu1 N3 C10 -92.1(13) . . . . ? N4 Cu1 N3 C10 38.2(2) . . . . ? N2 Cu1 N3 C10 -170.6(2) . . . . ? O3 Cu1 N3 C10 -58.0(2) 3_675 . . . ? N3 Cu1 N4 C13 -159.0(2) . . . . ? N1 Cu1 N4 C13 17.9(2) . . . . ? N2 Cu1 N4 C13 100.9(3) . . . . ? O3 Cu1 N4 C13 -66.2(2) 3_675 . . . ? N3 Cu1 N4 C12 23.1(2) . . . . ? N1 Cu1 N4 C12 -160.1(2) . . . . ? N2 Cu1 N4 C12 -77.1(3) . . . . ? O3 Cu1 N4 C12 115.8(2) 3_675 . . . ? Cu2 O1 C1 N1 175.0(2) . . . . ? Cu2 O1 C1 C2 -2.6(3) . . . . ? C19 N1 C1 O1 0.8(4) . . . . ? Cu1 N1 C1 O1 174.5(2) . . . . ? C19 N1 C1 C2 178.5(2) . . . . ? Cu1 N1 C1 C2 -7.8(3) . . . . ? Cu2 O2 C2 N2 168.7(2) . . . . ? Cu2 O2 C2 C1 -12.9(3) . . . . ? C3 N2 C2 O2 -2.9(4) . . . . ? Cu1 N2 C2 O2 170.4(2) . . . . ? C3 N2 C2 C1 178.7(2) . . . . ? Cu1 N2 C2 C1 -8.0(3) . . . . ? O1 C1 C2 O2 10.6(3) . . . . ? N1 C1 C2 O2 -167.5(2) . . . . ? O1 C1 C2 N2 -170.8(2) . . . . ? N1 C1 C2 N2 11.2(3) . . . . ? C2 N2 C3 C4 -2.2(4) . . . . ? Cu1 N2 C3 C4 -174.2(2) . . . . ? C2 N2 C3 C8 178.4(2) . . . . ? Cu1 N2 C3 C8 6.4(3) . . . . ? C8 C3 C4 C5 -1.2(5) . . . . ? N2 C3 C4 C5 179.4(3) . . . . ? C3 C4 C5 C6 0.9(5) . . . . ? C4 C5 C6 C7 0.2(5) . . . . ? C5 C6 C7 C8 -0.9(5) . . . . ? C6 C7 C8 C3 0.5(5) . . . . ? C6 C7 C8 C9 179.6(3) . . . . ? C4 C3 C8 C7 0.5(4) . . . . ? N2 C3 C8 C7 179.9(2) . . . . ? C4 C3 C8 C9 -178.4(3) . . . . ? N2 C3 C8 C9 1.0(4) . . . . ? C10 N3 C9 C8 175.8(3) . . . . ? Cu1 N3 C9 C8 0.9(4) . . . . ? C7 C8 C9 N3 175.9(3) . . . . ? C3 C8 C9 N3 -5.1(5) . . . . ? C9 N3 C10 C11 121.9(3) . . . . ? Cu1 N3 C10 C11 -62.7(3) . . . . ? N3 C10 C11 C12 18.9(5) . . . . ? C13 N4 C12 C11 116.0(3) . . . . ? Cu1 N4 C12 C11 -65.9(3) . . . . ? C10 C11 C12 N4 46.5(5) . . . . ? C12 N4 C13 C14 178.8(3) . . . . ? Cu1 N4 C13 C14 0.8(4) . . . . ? N4 C13 C14 C15 165.2(3) . . . . ? N4 C13 C14 C19 -14.9(5) . . . . ? C19 C14 C15 C16 1.0(4) . . . . ? C13 C14 C15 C16 -179.0(3) . . . . ? C14 C15 C16 C17 0.8(5) . . . . ? C15 C16 C17 C18 -2.3(5) . . . . ? C16 C17 C18 C19 1.8(5) . . . . ? C17 C18 C19 N1 179.7(3) . . . . ? C17 C18 C19 C14 0.2(4) . . . . ? C1 N1 C19 C18 21.8(4) . . . . ? Cu1 N1 C19 C18 -151.0(2) . . . . ? C1 N1 C19 C14 -158.7(2) . . . . ? Cu1 N1 C19 C14 28.5(3) . . . . ? C15 C14 C19 C18 -1.5(4) . . . . ? C13 C14 C19 C18 178.5(3) . . . . ? C15 C14 C19 N1 179.0(2) . . . . ? C13 C14 C19 N1 -1.0(4) . . . . ? C25 C20 C21 C22 -0.2(4) . . . . ? C26 C20 C21 C22 -178.2(2) . . . . ? C20 C21 C22 C23 -1.0(4) . . . . ? C20 C21 C22 C27 178.4(2) . . . . ? C21 C22 C23 C24 1.0(5) . . . . ? C27 C22 C23 C24 -178.4(3) . . . . ? C22 C23 C24 C25 0.3(6) . . . . ? C23 C24 C25 C20 -1.5(6) . . . . ? C21 C20 C25 C24 1.4(5) . . . . ? C26 C20 C25 C24 179.5(3) . . . . ? Cu1 O3 C26 O4 79.5(5) 3_675 . . . ? Cu1 O3 C26 C20 -100.5(4) 3_675 . . . ? Cu2 O4 C26 O3 6.6(3) . . . . ? Cu2 O4 C26 C20 -173.47(16) . . . . ? C21 C20 C26 O3 154.1(3) . . . . ? C25 C20 C26 O3 -23.9(4) . . . . ? C21 C20 C26 O4 -25.9(3) . . . . ? C25 C20 C26 O4 156.1(3) . . . . ? Cu2 O5 C27 O6 -2.9(3) 2_645 . . . ? Cu2 O5 C27 C22 177.65(17) 2_645 . . . ? C21 C22 C27 O6 175.1(2) . . . . ? C23 C22 C27 O6 -5.5(4) . . . . ? C21 C22 C27 O5 -5.5(4) . . . . ? C23 C22 C27 O5 173.9(3) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.248 _refine_diff_density_min -0.226 _refine_diff_density_rms 0.045 #===end data_100518a _database_code_depnum_ccdc_archive 'CCDC 855268' #TrackingRef '- 100528A.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C150 H130 Cu6 Mn6 N24 O47' _chemical_formula_weight 3731.66 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' Mn Mn 0.3368 0.7283 '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' _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 12.5851(10) _cell_length_b 17.2635(13) _cell_length_c 19.2079(15) _cell_angle_alpha 75.3620(10) _cell_angle_beta 73.7590(10) _cell_angle_gamma 84.6990(10) _cell_volume 3875.5(5) _cell_formula_units_Z 1 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 8657 _cell_measurement_theta_min 2.31 _cell_measurement_theta_max 27.69 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.599 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1898 _exptl_absorpt_coefficient_mu 1.368 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7529 _exptl_absorpt_correction_T_max 0.7909 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19793 _diffrn_reflns_av_R_equivalents 0.0253 _diffrn_reflns_av_sigmaI/netI 0.0518 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 25.01 _reflns_number_total 13566 _reflns_number_gt 9629 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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. C28, C29, C30, C47, C48, C49 disordered in two position, and the distances of disordered atoms were restrained to 1.50(1). The distances of N and adjacent disordered C atoms were restrained to 1.45(1) ; _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^)+(0.0902P)^2^+3.7874P] 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 13566 _refine_ls_number_parameters 1092 _refine_ls_number_restraints 40 _refine_ls_R_factor_all 0.0776 _refine_ls_R_factor_gt 0.0524 _refine_ls_wR_factor_ref 0.1710 _refine_ls_wR_factor_gt 0.1539 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.073 _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 Cu1 Cu 1.03934(5) 0.75704(4) 0.00922(4) 0.0551(2) Uani 1 1 d . . . Cu2 Cu 1.03175(6) 0.10058(5) 0.35816(5) 0.0701(2) Uani 1 1 d . A . Cu3 Cu -0.01657(4) 0.55361(4) 0.31595(3) 0.04219(17) Uani 1 1 d . B . Mn1 Mn 0.62226(6) 0.65739(4) 0.07222(4) 0.0417(2) Uani 1 1 d . . . Mn2 Mn 0.41858(5) 0.51916(4) 0.32477(4) 0.03716(18) Uani 1 1 d . . . Mn3 Mn 0.58995(6) 0.06324(4) 0.40005(4) 0.04028(19) Uani 1 1 d . . . O1 O 0.7738(3) 0.6711(3) -0.0131(2) 0.0602(10) Uani 1 1 d . . . O2 O 0.7377(3) 0.6852(3) 0.1242(2) 0.0638(11) Uani 1 1 d . . . O3 O 0.3101(3) 0.5224(2) 0.24951(19) 0.0549(9) Uani 1 1 d . B . O4 O 0.2529(3) 0.5550(2) 0.38128(19) 0.0516(9) Uani 1 1 d . . . O5 O 0.7562(3) 0.0471(2) 0.3232(2) 0.0604(10) Uani 1 1 d . A . O6 O 0.7117(3) 0.0711(2) 0.4579(2) 0.0533(9) Uani 1 1 d . . . O7 O 0.5552(3) 0.50865(19) 0.23524(17) 0.0416(7) Uani 1 1 d . . . O8 O 0.6169(4) 0.5316(2) 0.1128(2) 0.0737(13) Uani 1 1 d . . . O9 O 0.6177(3) 0.2028(2) 0.3442(2) 0.0530(9) Uani 1 1 d . . . O10 O 0.5421(3) 0.1242(2) 0.2997(2) 0.0591(10) Uani 1 1 d . . . O11 O 0.4262(4) 0.2201(3) 0.0716(3) 0.0897(15) Uani 1 1 d . . . O12 O 0.4578(3) 0.3454(3) 0.0055(2) 0.0658(11) Uani 1 1 d . . . O13 O 0.4525(3) 0.08952(19) 0.4848(2) 0.0488(8) Uani 1 1 d . . . O14 O 0.4510(4) 0.0511(2) 0.6040(2) 0.0627(10) Uani 1 1 d . . . O15 O 0.3958(3) 0.3849(2) 0.38449(19) 0.0515(9) Uani 1 1 d . . . O16 O 0.4652(3) 0.46758(19) 0.42861(19) 0.0509(9) Uani 1 1 d . . . O17 O 0.5308(4) 0.3654(2) 0.6860(2) 0.0635(10) Uani 1 1 d . . . O18 O 0.5576(7) 0.2399(4) 0.7229(4) 0.143(2) Uani 1 1 d U . . O19 O 0.4807(4) 0.6779(3) 0.1558(2) 0.0875(14) Uani 1 1 d . . . H19A H 0.4499 0.7301 0.1397 0.131 Uiso 1 1 d R . . H19B H 0.5015 0.6749 0.2009 0.131 Uiso 1 1 d R . . O20 O 0.6150(8) 0.8040(6) 0.0437(5) 0.203(4) Uani 1 1 d U . . H20A H 0.5748 0.8237 0.0068 0.305 Uiso 1 1 d R . . H20B H 0.6890 0.8237 0.0246 0.305 Uiso 1 1 d R . . O21 O 0.7194(5) 0.2820(4) 0.4186(4) 0.124(2) Uani 1 1 d . . . O22 O 0.6683(10) 0.1820(10) 0.8290(7) 0.153(6) Uani 0.50 1 d P . . O23 O 0.5777(15) 0.9912(9) 0.2220(6) 0.161(6) Uani 0.50 1 d P . . O24 O 0.2813(12) 0.3500(11) 0.2877(11) 0.173(7) Uani 0.50 1 d P . . O25 O 0.4206(14) 0.0536(8) 0.1370(11) 0.172(7) Uani 0.50 1 d P . . O26 O 0.7162(17) 0.9335(13) 0.0675(12) 0.217(8) Uani 0.50 1 d PU . . N1 N 0.9509(3) 0.7194(3) -0.0432(2) 0.0492(10) Uani 1 1 d . . . N2 N 1.1463(4) 0.8105(3) -0.0821(3) 0.0601(12) Uani 1 1 d . . . N3 N 1.1433(4) 0.7534(3) 0.0681(3) 0.0595(12) Uani 1 1 d . . . N4 N 0.9114(3) 0.7375(3) 0.0954(2) 0.0522(11) Uani 1 1 d . . . N5 N 0.9424(4) 0.0647(3) 0.3060(3) 0.0626(13) Uani 1 1 d . A . N6 N 1.1444(5) 0.1442(4) 0.2676(4) 0.0874(18) Uani 1 1 d D . . N7 N 1.1303(4) 0.1014(3) 0.4191(4) 0.0802(17) Uani 1 1 d D . . N8 N 0.8973(4) 0.0944(3) 0.4399(3) 0.0610(12) Uani 1 1 d . . . N9 N 0.1273(3) 0.5439(2) 0.2422(2) 0.0421(9) Uani 1 1 d . B . N10 N -0.1032(3) 0.5468(3) 0.2480(2) 0.0552(11) Uani 1 1 d D . . N11 N -0.1449(3) 0.5315(3) 0.4063(2) 0.0502(10) Uani 1 1 d D . . N12 N 0.0737(3) 0.5823(2) 0.3723(2) 0.0410(9) Uani 1 1 d . . . C1 C 0.8510(4) 0.6988(3) 0.0008(3) 0.0475(12) Uani 1 1 d . . . C2 C 0.9879(4) 0.7097(3) -0.1176(3) 0.0502(12) Uani 1 1 d . . . C3 C 1.0857(4) 0.7482(3) -0.1660(3) 0.0544(13) Uani 1 1 d . . . C4 C 1.1225(5) 0.7396(4) -0.2393(3) 0.0620(15) Uani 1 1 d . . . H4 H 1.1862 0.7655 -0.2706 0.074 Uiso 1 1 calc R . . C5 C 1.0676(5) 0.6942(4) -0.2667(3) 0.0683(16) Uani 1 1 d . . . H5 H 1.0937 0.6889 -0.3156 0.082 Uiso 1 1 calc R . . C6 C 0.9720(5) 0.6561(4) -0.2195(3) 0.0651(16) Uani 1 1 d . . . H6 H 0.9340 0.6251 -0.2373 0.078 Uiso 1 1 calc R . . C7 C 0.9323(5) 0.6638(3) -0.1463(3) 0.0581(14) Uani 1 1 d . . . H7 H 0.8679 0.6381 -0.1160 0.070 Uiso 1 1 calc R . . C8 C 1.1530(5) 0.8006(4) -0.1471(4) 0.0623(15) Uani 1 1 d . . . H8 H 1.2064 0.8298 -0.1866 0.075 Uiso 1 1 calc R . . C9 C 1.2165(5) 0.8699(4) -0.0759(4) 0.080(2) Uani 1 1 d . . . H9A H 1.1700 0.9128 -0.0583 0.096 Uiso 1 1 calc R . . H9B H 1.2637 0.8928 -0.1250 0.096 Uiso 1 1 calc R . . C10 C 1.2884(5) 0.8356(5) -0.0234(4) 0.081(2) Uani 1 1 d . . . H10A H 1.3643 0.8331 -0.0532 0.098 Uiso 1 1 calc R . . H10B H 1.2857 0.8728 0.0074 0.098 Uiso 1 1 calc R . . C11 C 1.2602(5) 0.7555(4) 0.0264(4) 0.0765(19) Uani 1 1 d . . . H11A H 1.2754 0.7157 -0.0030 0.092 Uiso 1 1 calc R . . H11B H 1.3060 0.7425 0.0611 0.092 Uiso 1 1 calc R . . C12 C 1.1160(5) 0.7457(3) 0.1378(4) 0.0649(16) Uani 1 1 d . . . H12 H 1.1740 0.7378 0.1602 0.078 Uiso 1 1 calc R . . C13 C 1.0050(5) 0.7478(3) 0.1879(3) 0.0573(14) Uani 1 1 d . . . C14 C 0.9053(5) 0.7470(3) 0.1675(3) 0.0534(13) Uani 1 1 d . . . C15 C 0.8066(5) 0.7561(4) 0.2199(4) 0.0691(17) Uani 1 1 d . . . H15 H 0.7404 0.7582 0.2068 0.083 Uiso 1 1 calc R . . C16 C 0.8028(6) 0.7621(4) 0.2909(4) 0.0773(19) Uani 1 1 d . . . H16 H 0.7353 0.7684 0.3246 0.093 Uiso 1 1 calc R . . C17 C 0.8999(6) 0.7588(4) 0.3112(4) 0.0753(18) Uani 1 1 d . . . H17 H 0.8983 0.7612 0.3593 0.090 Uiso 1 1 calc R . . C18 C 0.9973(6) 0.7521(4) 0.2611(4) 0.0695(17) Uani 1 1 d . . . H18 H 1.0622 0.7502 0.2757 0.083 Uiso 1 1 calc R . . C19 C 0.8287(4) 0.7091(3) 0.0809(3) 0.0507(13) Uani 1 1 d . . . C20 C 0.8365(5) 0.0619(3) 0.3422(3) 0.0531(13) Uani 1 1 d . . . C21 C 0.9811(5) 0.0447(4) 0.2360(4) 0.0720(18) Uani 1 1 d . . . C22 C 1.0827(7) 0.0796(5) 0.1869(5) 0.097(3) Uani 1 1 d . A . C23 C 1.1199(9) 0.0636(7) 0.1154(6) 0.128(4) Uani 1 1 d . . . H23 H 1.1827 0.0885 0.0817 0.154 Uiso 1 1 calc R A . C24 C 1.0660(10) 0.0130(8) 0.0953(6) 0.143(4) Uani 1 1 d . A . H24 H 1.0921 0.0035 0.0478 0.172 Uiso 1 1 calc R . . C25 C 0.9688(9) -0.0267(6) 0.1457(6) 0.119(3) Uani 1 1 d . . . H25 H 0.9346 -0.0642 0.1325 0.143 Uiso 1 1 calc R A . C26 C 0.9264(6) -0.0077(4) 0.2155(4) 0.084(2) Uani 1 1 d . A . H26 H 0.8613 -0.0306 0.2478 0.100 Uiso 1 1 calc R . . C27 C 1.1509(6) 0.1309(5) 0.2051(6) 0.096(3) Uani 1 1 d . A . H27 H 1.2066 0.1574 0.1655 0.116 Uiso 1 1 calc R . . C28 C 1.2148(12) 0.2030(7) 0.2765(10) 0.088(3) Uani 0.76(4) 1 d PD A 1 H28A H 1.1683 0.2497 0.2842 0.106 Uiso 0.76(4) 1 calc PR A 1 H28B H 1.2696 0.2194 0.2290 0.106 Uiso 0.76(4) 1 calc PR A 1 C29 C 1.2757(14) 0.1827(14) 0.3356(11) 0.123(7) Uani 0.76(4) 1 d PD A 1 H29A H 1.2569 0.2223 0.3652 0.147 Uiso 0.76(4) 1 calc PR A 1 H29B H 1.3547 0.1851 0.3120 0.147 Uiso 0.76(4) 1 calc PR A 1 C30 C 1.2492(10) 0.1011(15) 0.3860(17) 0.118(8) Uani 0.76(4) 1 d PD A 1 H30A H 1.2705 0.0603 0.3577 0.141 Uiso 0.76(4) 1 calc PR A 1 H30B H 1.2884 0.0904 0.4244 0.141 Uiso 0.76(4) 1 calc PR A 1 C28' C 1.241(3) 0.192(2) 0.249(3) 0.088(3) Uani 0.24(4) 1 d PDU A 2 H28C H 1.2204 0.2467 0.2537 0.106 Uiso 0.24(4) 1 calc PR A 2 H28D H 1.2871 0.1927 0.1997 0.106 Uiso 0.24(4) 1 calc PR A 2 C29' C 1.296(5) 0.148(4) 0.308(4) 0.123(7) Uani 0.24(4) 1 d PD A 2 H29C H 1.3252 0.1889 0.3237 0.147 Uiso 0.24(4) 1 calc PR A 2 H29D H 1.3594 0.1203 0.2825 0.147 Uiso 0.24(4) 1 calc PR A 2 C30' C 1.244(4) 0.088(5) 0.379(6) 0.118(8) Uani 0.24(4) 1 d PD A 2 H30C H 1.2488 0.0365 0.3673 0.141 Uiso 0.24(4) 1 calc PR A 2 H30D H 1.2896 0.0848 0.4131 0.141 Uiso 0.24(4) 1 calc PR A 2 C31 C 1.0983(6) 0.1001(4) 0.4884(5) 0.085(2) Uani 1 1 d . A . H31 H 1.1545 0.0962 0.5120 0.102 Uiso 1 1 calc R . . C32 C 0.9857(6) 0.1040(4) 0.5361(4) 0.0724(19) Uani 1 1 d . . . C33 C 0.8881(5) 0.1044(4) 0.5129(4) 0.0648(16) Uani 1 1 d . A . C34 C 0.7874(6) 0.1144(5) 0.5643(4) 0.084(2) Uani 1 1 d . . . H34 H 0.7219 0.1172 0.5502 0.101 Uiso 1 1 calc R A . C35 C 0.7831(7) 0.1202(5) 0.6359(4) 0.097(2) Uani 1 1 d . A . H35 H 0.7151 0.1263 0.6693 0.116 Uiso 1 1 calc R . . C36 C 0.8789(8) 0.1171(5) 0.6576(5) 0.095(2) Uani 1 1 d . . . H36 H 0.8761 0.1197 0.7058 0.114 Uiso 1 1 calc R A . C37 C 0.9748(7) 0.1102(4) 0.6093(5) 0.084(2) Uani 1 1 d . A . H37 H 1.0389 0.1094 0.6246 0.101 Uiso 1 1 calc R . . C38 C 0.8108(4) 0.0779(3) 0.4205(3) 0.0492(13) Uani 1 1 d . A . C39 C 0.2098(4) 0.5391(3) 0.2739(3) 0.0426(11) Uani 1 1 d . . . C40 C 0.1456(4) 0.5398(3) 0.1671(3) 0.0460(12) Uani 1 1 d . . . C41 C 0.0543(4) 0.5457(3) 0.1377(3) 0.0460(12) Uani 1 1 d . B . C42 C 0.0726(5) 0.5463(3) 0.0613(3) 0.0588(14) Uani 1 1 d . . . H42 H 0.0120 0.5522 0.0414 0.071 Uiso 1 1 calc R B . C43 C 0.1747(6) 0.5387(4) 0.0163(3) 0.0728(18) Uani 1 1 d . B . H43 H 0.1847 0.5395 -0.0337 0.087 Uiso 1 1 calc R . . C44 C 0.2631(6) 0.5297(5) 0.0460(3) 0.081(2) Uani 1 1 d . . . H44 H 0.3336 0.5227 0.0160 0.097 Uiso 1 1 calc R B . C45 C 0.2504(5) 0.5309(4) 0.1196(3) 0.0674(17) Uani 1 1 d . B . H45 H 0.3125 0.5257 0.1378 0.081 Uiso 1 1 calc R . . C46 C -0.0599(4) 0.5463(3) 0.1792(3) 0.0519(13) Uani 1 1 d . B . H46 H -0.1104 0.5464 0.1519 0.062 Uiso 1 1 calc R . . C47 C -0.2250(7) 0.5486(10) 0.2778(9) 0.081(5) Uani 0.607(10) 1 d PD B 1 H47A H -0.2599 0.5489 0.2386 0.098 Uiso 0.607(10) 1 calc PR B 1 H47B H -0.2487 0.5968 0.2957 0.098 Uiso 0.607(10) 1 calc PR B 1 C48 C -0.2583(8) 0.4762(7) 0.3403(6) 0.064(2) Uani 0.607(10) 1 d PD B 1 H48A H -0.2144 0.4302 0.3271 0.077 Uiso 0.607(10) 1 calc PR B 1 H48B H -0.3354 0.4656 0.3474 0.077 Uiso 0.607(10) 1 calc PR B 1 C49 C -0.2428(15) 0.4865(12) 0.4122(9) 0.069(2) Uani 0.607(10) 1 d PD B 1 H49A H -0.3084 0.5135 0.4366 0.083 Uiso 0.607(10) 1 calc PR B 1 H49B H -0.2383 0.4337 0.4444 0.083 Uiso 0.607(10) 1 calc PR B 1 C47' C -0.2195(11) 0.525(2) 0.2670(13) 0.081(5) Uani 0.393(10) 1 d PD B 2 H47C H -0.2225 0.4699 0.2637 0.098 Uiso 0.393(10) 1 calc PR B 2 H47D H -0.2544 0.5588 0.2307 0.098 Uiso 0.393(10) 1 calc PR B 2 C48' C -0.2837(13) 0.5324(12) 0.3435(9) 0.064(2) Uani 0.393(10) 1 d PD B 2 H48C H -0.3588 0.5154 0.3531 0.077 Uiso 0.393(10) 1 calc PR B 2 H48D H -0.2873 0.5883 0.3452 0.077 Uiso 0.393(10) 1 calc PR B 2 C49' C -0.234(2) 0.4837(16) 0.4039(16) 0.069(2) Uani 0.393(10) 1 d PD B 2 H49C H -0.2894 0.4731 0.4516 0.083 Uiso 0.393(10) 1 calc PR B 2 H49D H -0.2045 0.4330 0.3927 0.083 Uiso 0.393(10) 1 calc PR B 2 C50 C -0.1540(4) 0.5590(3) 0.4638(3) 0.0524(13) Uani 1 1 d . B . H50 H -0.2209 0.5496 0.5004 0.063 Uiso 1 1 calc R . . C51 C -0.0738(4) 0.6026(3) 0.4794(3) 0.0490(12) Uani 1 1 d . . . C52 C 0.0364(4) 0.6135(3) 0.4371(3) 0.0433(11) Uani 1 1 d . B . C53 C 0.1035(5) 0.6581(3) 0.4570(3) 0.0553(13) Uani 1 1 d . . . H53 H 0.1758 0.6677 0.4279 0.066 Uiso 1 1 calc R B . C54 C 0.0644(5) 0.6889(4) 0.5201(3) 0.0646(16) Uani 1 1 d . B . H54 H 0.1103 0.7189 0.5331 0.078 Uiso 1 1 calc R . . C55 C -0.0432(6) 0.6747(4) 0.5635(4) 0.0706(17) Uani 1 1 d . . . H55 H -0.0684 0.6932 0.6068 0.085 Uiso 1 1 calc R B . C56 C -0.1121(5) 0.6339(4) 0.5433(3) 0.0624(15) Uani 1 1 d . B . H56 H -0.1851 0.6266 0.5717 0.075 Uiso 1 1 calc R . . C57 C 0.1775(4) 0.5600(3) 0.3500(3) 0.0398(11) Uani 1 1 d . B . C58 C 0.5569(4) 0.4022(3) 0.1771(2) 0.0377(10) Uani 1 1 d . . . C59 C 0.5743(4) 0.3392(3) 0.2348(2) 0.0380(10) Uani 1 1 d . . . H59 H 0.5980 0.3498 0.2731 0.046 Uiso 1 1 calc R . . C60 C 0.5568(4) 0.2612(3) 0.2356(3) 0.0409(11) Uani 1 1 d . . . C61 C 0.5193(4) 0.2461(3) 0.1783(3) 0.0472(12) Uani 1 1 d . . . H61 H 0.5069 0.1936 0.1787 0.057 Uiso 1 1 calc R . . C62 C 0.5004(4) 0.3076(3) 0.1215(3) 0.0440(11) Uani 1 1 d . . . C63 C 0.5208(4) 0.3860(3) 0.1202(2) 0.0408(11) Uani 1 1 d . . . H63 H 0.5102 0.4277 0.0812 0.049 Uiso 1 1 calc R . . C64 C 0.5771(4) 0.4874(3) 0.1747(3) 0.0388(10) Uani 1 1 d . . . C65 C 0.5737(4) 0.1922(3) 0.2969(3) 0.0457(12) Uani 1 1 d . . . C66 C 0.4581(4) 0.2892(4) 0.0610(3) 0.0570(14) Uani 1 1 d . . . C67 C 0.4650(4) 0.1891(3) 0.5480(3) 0.0408(11) Uani 1 1 d . . . C68 C 0.4452(4) 0.2518(3) 0.4920(3) 0.0392(10) Uani 1 1 d . . . H68 H 0.4247 0.2413 0.4524 0.047 Uiso 1 1 calc R . . C69 C 0.4558(4) 0.3306(3) 0.4944(2) 0.0368(10) Uani 1 1 d . . . C70 C 0.4869(4) 0.3465(3) 0.5534(3) 0.0393(10) Uani 1 1 d . . . H70 H 0.4951 0.3991 0.5547 0.047 Uiso 1 1 calc R . . C71 C 0.5059(4) 0.2830(3) 0.6108(3) 0.0442(11) Uani 1 1 d . . . C72 C 0.4952(4) 0.2054(3) 0.6072(3) 0.0482(12) Uani 1 1 d . . . H72 H 0.5084 0.1631 0.6451 0.058 Uiso 1 1 calc R . . C73 C 0.4553(4) 0.1044(3) 0.5456(3) 0.0445(12) Uani 1 1 d . . . C74 C 0.4380(4) 0.3978(3) 0.4324(3) 0.0385(10) Uani 1 1 d . . . C75 C 0.5352(6) 0.2985(3) 0.6764(3) 0.0640(16) 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 Cu1 0.0460(4) 0.0617(4) 0.0619(4) -0.0184(3) -0.0160(3) -0.0069(3) Cu2 0.0439(4) 0.0722(5) 0.0884(6) -0.0043(4) -0.0217(4) -0.0004(3) Cu3 0.0351(3) 0.0558(4) 0.0380(3) -0.0137(3) -0.0113(2) -0.0010(3) Mn1 0.0556(4) 0.0427(4) 0.0338(4) -0.0047(3) -0.0236(3) -0.0121(3) Mn2 0.0376(4) 0.0432(4) 0.0339(4) -0.0137(3) -0.0116(3) 0.0024(3) Mn3 0.0455(4) 0.0338(4) 0.0447(4) -0.0110(3) -0.0152(3) -0.0024(3) O1 0.051(2) 0.088(3) 0.048(2) -0.026(2) -0.0102(18) -0.0170(19) O2 0.056(2) 0.091(3) 0.048(2) -0.025(2) -0.0073(19) -0.023(2) O3 0.0375(19) 0.089(3) 0.046(2) -0.0332(19) -0.0117(16) 0.0101(18) O4 0.0404(18) 0.078(3) 0.045(2) -0.0281(18) -0.0155(16) 0.0110(17) O5 0.050(2) 0.073(3) 0.065(3) -0.027(2) -0.0179(19) 0.0033(18) O6 0.050(2) 0.062(2) 0.050(2) -0.0093(18) -0.0177(18) -0.0103(17) O7 0.0448(18) 0.0501(19) 0.0343(18) -0.0189(15) -0.0083(14) -0.0052(15) O8 0.138(4) 0.042(2) 0.031(2) -0.0060(16) -0.003(2) -0.023(2) O9 0.062(2) 0.047(2) 0.049(2) -0.0038(16) -0.0197(18) -0.0031(17) O10 0.070(2) 0.036(2) 0.073(3) -0.0030(17) -0.031(2) -0.0049(17) O11 0.110(4) 0.067(3) 0.124(4) -0.046(3) -0.061(3) -0.005(3) O12 0.066(2) 0.097(3) 0.042(2) -0.021(2) -0.0139(19) -0.027(2) O13 0.052(2) 0.0419(19) 0.059(2) -0.0237(17) -0.0147(17) -0.0026(15) O14 0.098(3) 0.0346(19) 0.053(2) -0.0107(17) -0.014(2) -0.0103(19) O15 0.067(2) 0.047(2) 0.046(2) -0.0121(16) -0.0235(18) -0.0029(17) O16 0.074(2) 0.0338(18) 0.049(2) -0.0050(15) -0.0260(19) -0.0065(16) O17 0.099(3) 0.044(2) 0.061(2) -0.0269(18) -0.029(2) -0.005(2) O18 0.235(5) 0.113(4) 0.122(4) -0.037(3) -0.110(4) 0.008(3) O19 0.134(4) 0.078(3) 0.063(3) -0.023(2) -0.045(3) 0.014(3) O20 0.226(6) 0.209(6) 0.191(5) -0.053(4) -0.077(4) -0.011(4) O21 0.088(4) 0.160(6) 0.138(5) -0.066(5) -0.012(4) -0.032(4) O22 0.138(10) 0.255(17) 0.140(11) -0.115(11) -0.117(9) 0.071(10) O23 0.263(18) 0.169(13) 0.065(7) -0.039(8) -0.031(9) -0.079(13) O24 0.116(11) 0.192(16) 0.246(19) -0.102(15) -0.053(12) -0.019(10) O25 0.201(15) 0.085(9) 0.254(19) -0.012(10) -0.123(15) 0.004(9) O26 0.219(9) 0.214(9) 0.218(9) -0.053(5) -0.053(5) -0.011(5) N1 0.047(2) 0.053(3) 0.046(3) -0.012(2) -0.009(2) -0.0051(19) N2 0.048(3) 0.058(3) 0.075(4) -0.015(3) -0.016(2) -0.008(2) N3 0.051(3) 0.063(3) 0.071(4) -0.017(3) -0.024(2) -0.004(2) N4 0.049(2) 0.059(3) 0.056(3) -0.016(2) -0.021(2) -0.006(2) N5 0.049(3) 0.069(3) 0.063(3) -0.009(3) -0.012(2) 0.009(2) N6 0.053(3) 0.091(4) 0.106(5) -0.008(4) -0.018(3) 0.005(3) N7 0.052(3) 0.073(4) 0.114(5) 0.001(4) -0.037(3) -0.004(3) N8 0.050(3) 0.058(3) 0.078(3) -0.009(2) -0.028(2) -0.001(2) N9 0.039(2) 0.055(2) 0.034(2) -0.0108(18) -0.0136(17) -0.0005(18) N10 0.043(2) 0.081(3) 0.046(3) -0.012(2) -0.016(2) -0.010(2) N11 0.043(2) 0.063(3) 0.045(3) -0.014(2) -0.012(2) -0.002(2) N12 0.037(2) 0.055(2) 0.035(2) -0.0189(18) -0.0106(17) 0.0041(18) C1 0.051(3) 0.051(3) 0.044(3) -0.011(2) -0.017(2) -0.004(2) C2 0.050(3) 0.044(3) 0.054(3) -0.011(2) -0.012(3) 0.002(2) C3 0.054(3) 0.050(3) 0.056(3) -0.010(3) -0.013(3) 0.000(2) C4 0.056(3) 0.065(4) 0.053(4) -0.009(3) 0.001(3) 0.000(3) C5 0.074(4) 0.073(4) 0.051(4) -0.018(3) -0.004(3) 0.003(3) C6 0.081(4) 0.061(4) 0.056(4) -0.021(3) -0.015(3) -0.005(3) C7 0.068(4) 0.056(3) 0.049(3) -0.015(3) -0.007(3) -0.011(3) C8 0.046(3) 0.060(4) 0.069(4) -0.007(3) -0.004(3) -0.006(3) C9 0.064(4) 0.068(4) 0.115(6) -0.025(4) -0.026(4) -0.015(3) C10 0.050(4) 0.103(6) 0.100(5) -0.044(5) -0.011(4) -0.018(3) C11 0.048(3) 0.095(5) 0.095(5) -0.034(4) -0.026(3) 0.006(3) C12 0.062(4) 0.057(4) 0.086(5) -0.010(3) -0.040(4) -0.005(3) C13 0.070(4) 0.051(3) 0.060(4) -0.012(3) -0.031(3) -0.006(3) C14 0.059(3) 0.055(3) 0.051(3) -0.013(3) -0.020(3) -0.008(3) C15 0.067(4) 0.085(5) 0.066(4) -0.030(3) -0.020(3) -0.014(3) C16 0.086(5) 0.091(5) 0.064(4) -0.035(4) -0.015(4) -0.020(4) C17 0.096(5) 0.079(5) 0.062(4) -0.022(3) -0.026(4) -0.021(4) C18 0.087(5) 0.064(4) 0.070(4) -0.009(3) -0.042(4) -0.015(3) C19 0.048(3) 0.056(3) 0.050(3) -0.013(3) -0.016(3) -0.005(2) C20 0.054(3) 0.046(3) 0.056(3) -0.006(2) -0.018(3) 0.006(2) C21 0.064(4) 0.067(4) 0.079(5) -0.018(4) -0.014(3) 0.020(3) C22 0.079(5) 0.099(6) 0.090(6) -0.024(5) 0.006(4) 0.033(5) C23 0.114(8) 0.136(9) 0.114(8) -0.051(7) 0.014(6) 0.022(7) C24 0.143(10) 0.162(11) 0.110(8) -0.072(8) 0.007(7) 0.048(8) C25 0.126(8) 0.114(7) 0.130(8) -0.068(7) -0.031(7) 0.036(6) C26 0.088(5) 0.075(5) 0.085(5) -0.032(4) -0.015(4) 0.022(4) C27 0.041(4) 0.101(6) 0.122(7) -0.013(6) 0.002(4) 0.004(4) C28 0.072(5) 0.095(5) 0.091(6) -0.013(4) -0.017(4) -0.004(4) C29 0.065(8) 0.131(15) 0.156(15) 0.012(10) -0.037(9) -0.034(9) C30 0.040(4) 0.151(12) 0.151(10) 0.009(9) -0.046(5) -0.007(5) C28' 0.072(5) 0.095(5) 0.091(6) -0.013(4) -0.017(4) -0.004(4) C29' 0.065(8) 0.131(15) 0.156(15) 0.012(10) -0.037(9) -0.034(9) C30' 0.040(4) 0.151(12) 0.151(10) 0.009(9) -0.046(5) -0.007(5) C31 0.069(5) 0.056(4) 0.141(7) 0.003(4) -0.070(5) -0.006(3) C32 0.078(4) 0.050(3) 0.106(5) -0.014(3) -0.056(4) 0.001(3) C33 0.068(4) 0.055(3) 0.082(5) -0.013(3) -0.039(4) -0.004(3) C34 0.077(5) 0.111(6) 0.083(5) -0.040(4) -0.035(4) -0.004(4) C35 0.111(6) 0.119(7) 0.078(5) -0.040(5) -0.039(5) -0.007(5) C36 0.120(7) 0.100(6) 0.091(6) -0.036(5) -0.060(6) 0.001(5) C37 0.105(6) 0.063(4) 0.109(6) -0.016(4) -0.073(5) -0.003(4) C38 0.050(3) 0.041(3) 0.058(3) -0.002(2) -0.026(3) 0.000(2) C39 0.042(3) 0.048(3) 0.040(3) -0.014(2) -0.011(2) 0.001(2) C40 0.052(3) 0.053(3) 0.033(3) -0.010(2) -0.011(2) -0.001(2) C41 0.061(3) 0.045(3) 0.039(3) -0.013(2) -0.020(2) -0.002(2) C42 0.077(4) 0.066(4) 0.040(3) -0.014(3) -0.027(3) 0.001(3) C43 0.095(5) 0.090(5) 0.035(3) -0.020(3) -0.017(3) 0.005(4) C44 0.074(4) 0.126(6) 0.039(3) -0.024(4) -0.008(3) 0.003(4) C45 0.055(3) 0.109(5) 0.037(3) -0.021(3) -0.009(3) 0.003(3) C46 0.055(3) 0.061(3) 0.048(3) -0.013(3) -0.023(3) -0.010(3) C47 0.039(3) 0.135(13) 0.069(7) -0.004(7) -0.023(4) -0.018(5) C48 0.045(5) 0.080(7) 0.069(5) -0.022(6) -0.011(4) -0.012(5) C49 0.054(4) 0.096(5) 0.055(5) -0.009(4) -0.011(4) -0.027(4) C47' 0.039(3) 0.135(13) 0.069(7) -0.004(7) -0.023(4) -0.018(5) C48' 0.045(5) 0.080(7) 0.069(5) -0.022(6) -0.011(4) -0.012(5) C49' 0.054(4) 0.096(5) 0.055(5) -0.009(4) -0.011(4) -0.027(4) C50 0.040(3) 0.070(4) 0.041(3) -0.010(3) -0.005(2) 0.000(2) C51 0.049(3) 0.057(3) 0.041(3) -0.017(2) -0.009(2) 0.007(2) C52 0.044(3) 0.051(3) 0.038(3) -0.015(2) -0.016(2) 0.008(2) C53 0.051(3) 0.064(3) 0.055(3) -0.021(3) -0.015(3) 0.003(3) C54 0.077(4) 0.061(4) 0.069(4) -0.036(3) -0.024(3) 0.005(3) C55 0.084(5) 0.076(4) 0.056(4) -0.037(3) -0.011(3) 0.015(3) C56 0.059(3) 0.080(4) 0.048(3) -0.028(3) -0.004(3) 0.004(3) C57 0.037(2) 0.050(3) 0.035(3) -0.014(2) -0.010(2) 0.003(2) C58 0.041(2) 0.040(3) 0.032(2) -0.011(2) -0.008(2) -0.001(2) C59 0.041(2) 0.041(3) 0.032(2) -0.009(2) -0.010(2) -0.001(2) C60 0.038(2) 0.040(3) 0.041(3) -0.008(2) -0.006(2) -0.003(2) C61 0.046(3) 0.044(3) 0.051(3) -0.015(2) -0.008(2) -0.006(2) C62 0.040(3) 0.053(3) 0.043(3) -0.017(2) -0.011(2) -0.003(2) C63 0.046(3) 0.048(3) 0.029(2) -0.009(2) -0.012(2) 0.003(2) C64 0.043(3) 0.041(3) 0.033(3) -0.009(2) -0.011(2) 0.002(2) C65 0.040(3) 0.040(3) 0.050(3) -0.005(2) -0.007(2) 0.001(2) C66 0.043(3) 0.074(4) 0.060(4) -0.027(3) -0.012(3) -0.003(3) C67 0.046(3) 0.038(3) 0.039(3) -0.015(2) -0.006(2) 0.000(2) C68 0.045(3) 0.037(2) 0.038(3) -0.016(2) -0.009(2) 0.000(2) C69 0.042(2) 0.032(2) 0.035(2) -0.0102(19) -0.007(2) -0.0016(19) C70 0.050(3) 0.030(2) 0.040(3) -0.015(2) -0.010(2) 0.000(2) C71 0.062(3) 0.035(3) 0.041(3) -0.018(2) -0.018(2) 0.004(2) C72 0.069(3) 0.032(2) 0.043(3) -0.007(2) -0.015(3) -0.001(2) C73 0.043(3) 0.036(3) 0.053(3) -0.015(2) -0.004(2) -0.006(2) C74 0.036(2) 0.041(3) 0.036(3) -0.012(2) -0.003(2) 0.0007(19) C75 0.104(5) 0.046(3) 0.049(3) -0.007(3) -0.038(3) 0.006(3) _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 Cu1 N1 1.941(4) . ? Cu1 N3 1.942(5) . ? Cu1 N4 1.942(4) . ? Cu1 N2 1.957(5) . ? Cu2 N5 1.930(5) . ? Cu2 N7 1.933(6) . ? Cu2 N6 1.938(7) . ? Cu2 N8 1.950(5) . ? Cu3 N12 1.941(4) . ? Cu3 N10 1.950(4) . ? Cu3 N9 1.986(4) . ? Cu3 N11 1.994(4) . ? Mn1 O12 2.034(4) 2_665 ? Mn1 O19 2.109(5) . ? Mn1 O8 2.114(4) . ? Mn1 O1 2.125(4) . ? Mn1 O2 2.127(4) . ? Mn1 O20 2.449(10) . ? Mn2 O17 2.091(4) 2_666 ? Mn2 O7 2.096(3) . ? Mn2 O4 2.178(3) . ? Mn2 O16 2.185(3) . ? Mn2 O3 2.237(3) . ? Mn2 O15 2.317(3) . ? Mn3 O14 2.111(3) 2_656 ? Mn3 O13 2.122(4) . ? Mn3 O6 2.161(3) . ? Mn3 O10 2.166(4) . ? Mn3 O5 2.237(4) . ? Mn3 O9 2.391(3) . ? O1 C1 1.241(6) . ? O2 C19 1.247(6) . ? O3 C39 1.252(5) . ? O4 C57 1.244(5) . ? O5 C20 1.233(6) . ? O6 C38 1.253(6) . ? O7 C64 1.257(5) . ? O8 C64 1.236(6) . ? O9 C65 1.244(6) . ? O10 C65 1.257(6) . ? O11 C66 1.243(7) . ? O12 C66 1.247(7) . ? O12 Mn1 2.034(4) 2_665 ? O13 C73 1.266(6) . ? O14 C73 1.249(6) . ? O14 Mn3 2.111(3) 2_656 ? O15 C74 1.256(6) . ? O16 C74 1.262(5) . ? O17 C75 1.209(6) . ? O17 Mn2 2.091(4) 2_666 ? O18 C75 1.239(8) . ? O19 H19A 0.9600 . ? O19 H19B 0.9600 . ? O20 H20A 0.9600 . ? O20 H20B 0.9600 . ? N1 C1 1.326(6) . ? N1 C2 1.423(7) . ? N2 C8 1.283(8) . ? N2 C9 1.461(7) . ? N3 C12 1.260(8) . ? N3 C11 1.464(7) . ? N4 C19 1.313(6) . ? N4 C14 1.416(7) . ? N5 C20 1.319(7) . ? N5 C21 1.415(8) . ? N6 C27 1.257(10) . ? N6 C28' 1.441(10) . ? N6 C28 1.477(8) . ? N7 C31 1.272(10) . ? N7 C30' 1.451(11) . ? N7 C30 1.453(9) . ? N8 C38 1.320(7) . ? N8 C33 1.427(8) . ? N9 C39 1.329(6) . ? N9 C40 1.415(6) . ? N10 C46 1.284(7) . ? N10 C47' 1.468(10) . ? N10 C47 1.479(8) . ? N11 C50 1.281(7) . ? N11 C49' 1.469(10) . ? N11 C49 1.481(9) . ? N12 C57 1.310(6) . ? N12 C52 1.424(6) . ? C1 C19 1.538(7) . ? C2 C7 1.400(7) . ? C2 C3 1.421(7) . ? C3 C4 1.397(8) . ? C3 C8 1.464(8) . ? C4 C5 1.370(8) . ? C4 H4 0.9300 . ? C5 C6 1.391(8) . ? C5 H5 0.9300 . ? C6 C7 1.389(8) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 H8 0.9300 . ? C9 C10 1.514(9) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.479(10) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.461(8) . ? C12 H12 0.9300 . ? C13 C18 1.403(8) . ? C13 C14 1.419(7) . ? C14 C15 1.388(8) . ? C15 C16 1.380(8) . ? C15 H15 0.9300 . ? C16 C17 1.375(9) . ? C16 H16 0.9300 . ? C17 C18 1.346(9) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C20 C38 1.539(8) . ? C21 C26 1.376(10) . ? C21 C22 1.437(10) . ? C22 C23 1.411(12) . ? C22 C27 1.454(12) . ? C23 C24 1.340(14) . ? C23 H23 0.9300 . ? C24 C25 1.436(14) . ? C24 H24 0.9300 . ? C25 C26 1.407(11) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? C28 C29 1.496(9) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 C30 1.500(9) . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? C28' C29' 1.498(11) . ? C28' H28C 0.9700 . ? C28' H28D 0.9700 . ? C29' C30' 1.500(11) . ? C29' H29C 0.9700 . ? C29' H29D 0.9700 . ? C30' H30C 0.9700 . ? C30' H30D 0.9700 . ? C31 C32 1.463(10) . ? C31 H31 0.9300 . ? C32 C37 1.405(10) . ? C32 C33 1.418(8) . ? C33 C34 1.398(9) . ? C34 C35 1.391(9) . ? C34 H34 0.9300 . ? C35 C36 1.373(10) . ? C35 H35 0.9300 . ? C36 C37 1.316(10) . ? C36 H36 0.9300 . ? C37 H37 0.9300 . ? C39 C57 1.529(6) . ? C40 C45 1.398(7) . ? C40 C41 1.400(7) . ? C41 C42 1.419(7) . ? C41 C46 1.436(7) . ? C42 C43 1.349(8) . ? C42 H42 0.9300 . ? C43 C44 1.365(9) . ? C43 H43 0.9300 . ? C44 C45 1.383(8) . ? C44 H44 0.9300 . ? C45 H45 0.9300 . ? C46 H46 0.9300 . ? C47 C48 1.497(10) . ? C47 H47A 0.9700 . ? C47 H47B 0.9700 . ? C48 C49 1.502(10) . ? C48 H48A 0.9700 . ? C48 H48B 0.9700 . ? C49 H49A 0.9700 . ? C49 H49B 0.9700 . ? C47' C48' 1.498(10) . ? C47' H47C 0.9700 . ? C47' H47D 0.9700 . ? C48' C49' 1.504(11) . ? C48' H48C 0.9700 . ? C48' H48D 0.9700 . ? C49' H49C 0.9700 . ? C49' H49D 0.9700 . ? C50 C51 1.449(7) . ? C50 H50 0.9300 . ? C51 C52 1.400(7) . ? C51 C56 1.408(7) . ? C52 C53 1.378(7) . ? C53 C54 1.392(8) . ? C53 H53 0.9300 . ? C54 C55 1.383(8) . ? C54 H54 0.9300 . ? C55 C56 1.355(8) . ? C55 H55 0.9300 . ? C56 H56 0.9300 . ? C58 C63 1.390(6) . ? C58 C59 1.393(6) . ? C58 C64 1.503(6) . ? C59 C60 1.380(6) . ? C59 H59 0.9300 . ? C60 C61 1.400(7) . ? C60 C65 1.496(7) . ? C61 C62 1.374(7) . ? C61 H61 0.9300 . ? C62 C63 1.394(7) . ? C62 C66 1.516(7) . ? C63 H63 0.9300 . ? C67 C68 1.379(6) . ? C67 C72 1.393(7) . ? C67 C73 1.492(6) . ? C68 C69 1.392(6) . ? C68 H68 0.9300 . ? C69 C70 1.394(6) . ? C69 C74 1.489(6) . ? C70 C71 1.400(6) . ? C70 H70 0.9300 . ? C71 C72 1.380(6) . ? C71 C75 1.497(7) . ? C72 H72 0.9300 . ? 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 N1 Cu1 N3 158.88(19) . . ? N1 Cu1 N4 86.49(17) . . ? N3 Cu1 N4 94.1(2) . . ? N1 Cu1 N2 94.37(19) . . ? N3 Cu1 N2 91.5(2) . . ? N4 Cu1 N2 161.82(19) . . ? N5 Cu2 N7 162.3(2) . . ? N5 Cu2 N6 93.7(3) . . ? N7 Cu2 N6 91.6(3) . . ? N5 Cu2 N8 86.0(2) . . ? N7 Cu2 N8 94.7(2) . . ? N6 Cu2 N8 159.9(2) . . ? N12 Cu3 N10 168.60(18) . . ? N12 Cu3 N9 84.29(15) . . ? N10 Cu3 N9 93.59(16) . . ? N12 Cu3 N11 91.24(16) . . ? N10 Cu3 N11 93.97(17) . . ? N9 Cu3 N11 162.46(17) . . ? O12 Mn1 O19 96.78(17) 2_665 . ? O12 Mn1 O8 92.31(18) 2_665 . ? O19 Mn1 O8 93.47(17) . . ? O12 Mn1 O1 88.94(14) 2_665 . ? O19 Mn1 O1 163.57(17) . . ? O8 Mn1 O1 101.70(17) . . ? O12 Mn1 O2 161.93(16) 2_665 . ? O19 Mn1 O2 95.21(16) . . ? O8 Mn1 O2 100.42(18) . . ? O1 Mn1 O2 76.02(14) . . ? O12 Mn1 O20 92.3(3) 2_665 . ? O19 Mn1 O20 79.2(3) . . ? O8 Mn1 O20 171.8(2) . . ? O1 Mn1 O20 85.2(3) . . ? O2 Mn1 O20 76.7(2) . . ? O17 Mn2 O7 88.27(14) 2_666 . ? O17 Mn2 O4 87.94(15) 2_666 . ? O7 Mn2 O4 157.75(13) . . ? O17 Mn2 O16 94.83(14) 2_666 . ? O7 Mn2 O16 108.29(13) . . ? O4 Mn2 O16 93.87(13) . . ? O17 Mn2 O3 110.23(15) 2_666 . ? O7 Mn2 O3 88.00(12) . . ? O4 Mn2 O3 72.82(12) . . ? O16 Mn2 O3 150.71(14) . . ? O17 Mn2 O15 152.81(14) 2_666 . ? O7 Mn2 O15 99.06(13) . . ? O4 Mn2 O15 94.25(14) . . ? O16 Mn2 O15 57.99(12) . . ? O3 Mn2 O15 96.24(14) . . ? O14 Mn3 O13 101.00(14) 2_656 . ? O14 Mn3 O6 118.56(15) 2_656 . ? O13 Mn3 O6 94.91(14) . . ? O14 Mn3 O10 94.12(14) 2_656 . ? O13 Mn3 O10 101.83(14) . . ? O6 Mn3 O10 139.58(14) . . ? O14 Mn3 O5 88.46(15) 2_656 . ? O13 Mn3 O5 167.42(14) . . ? O6 Mn3 O5 73.15(14) . . ? O10 Mn3 O5 85.56(15) . . ? O14 Mn3 O9 150.57(14) 2_656 . ? O13 Mn3 O9 90.92(13) . . ? O6 Mn3 O9 86.63(13) . . ? O10 Mn3 O9 56.89(13) . . ? O5 Mn3 O9 84.59(14) . . ? C1 O1 Mn1 115.8(3) . . ? C19 O2 Mn1 115.0(3) . . ? C39 O3 Mn2 116.6(3) . . ? C57 O4 Mn2 118.7(3) . . ? C20 O5 Mn3 115.9(4) . . ? C38 O6 Mn3 117.5(3) . . ? C64 O7 Mn2 139.3(3) . . ? C64 O8 Mn1 133.3(3) . . ? C65 O9 Mn3 85.8(3) . . ? C65 O10 Mn3 95.9(3) . . ? C66 O12 Mn1 123.7(4) . 2_665 ? C73 O13 Mn3 126.7(3) . . ? C73 O14 Mn3 114.9(3) . 2_656 ? C74 O15 Mn2 87.8(3) . . ? C74 O16 Mn2 93.7(3) . . ? C75 O17 Mn2 158.7(5) . 2_666 ? Mn1 O19 H19A 109.3 . . ? Mn1 O19 H19B 109.2 . . ? H19A O19 H19B 109.5 . . ? Mn1 O20 H20A 109.2 . . ? Mn1 O20 H20B 109.3 . . ? H20A O20 H20B 109.5 . . ? C1 N1 C2 122.9(4) . . ? C1 N1 Cu1 111.3(3) . . ? C2 N1 Cu1 125.7(3) . . ? C8 N2 C9 118.4(6) . . ? C8 N2 Cu1 124.0(4) . . ? C9 N2 Cu1 117.4(5) . . ? C12 N3 C11 120.4(5) . . ? C12 N3 Cu1 124.3(4) . . ? C11 N3 Cu1 115.2(4) . . ? C19 N4 C14 121.7(5) . . ? C19 N4 Cu1 111.9(4) . . ? C14 N4 Cu1 126.3(3) . . ? C20 N5 C21 121.5(5) . . ? C20 N5 Cu2 112.5(4) . . ? C21 N5 Cu2 126.0(4) . . ? C27 N6 C28' 101(3) . . ? C27 N6 C28 122.1(10) . . ? C28' N6 C28 23(2) . . ? C27 N6 Cu2 124.0(6) . . ? C28' N6 Cu2 135(2) . . ? C28 N6 Cu2 113.5(9) . . ? C31 N7 C30' 124(5) . . ? C31 N7 C30 116.4(16) . . ? C30' N7 C30 12(8) . . ? C31 N7 Cu2 124.2(5) . . ? C30' N7 Cu2 110(6) . . ? C30 N7 Cu2 119.4(17) . . ? C38 N8 C33 121.7(5) . . ? C38 N8 Cu2 111.4(4) . . ? C33 N8 Cu2 126.9(4) . . ? C39 N9 C40 122.2(4) . . ? C39 N9 Cu3 110.0(3) . . ? C40 N9 Cu3 127.7(3) . . ? C46 N10 C47' 107.6(9) . . ? C46 N10 C47 119.9(8) . . ? C47' N10 C47 19.4(16) . . ? C46 N10 Cu3 123.3(3) . . ? C47' N10 Cu3 127.9(9) . . ? C47 N10 Cu3 116.7(8) . . ? C50 N11 C49' 119.7(16) . . ? C50 N11 C49 112.8(9) . . ? C49' N11 C49 7(2) . . ? C50 N11 Cu3 123.3(4) . . ? C49' N11 Cu3 117.0(15) . . ? C49 N11 Cu3 123.8(8) . . ? C57 N12 C52 120.3(4) . . ? C57 N12 Cu3 111.9(3) . . ? C52 N12 Cu3 127.2(3) . . ? O1 C1 N1 129.2(5) . . ? O1 C1 C19 115.5(5) . . ? N1 C1 C19 115.3(4) . . ? C7 C2 C3 117.7(5) . . ? C7 C2 N1 123.2(5) . . ? C3 C2 N1 119.2(5) . . ? C4 C3 C2 119.7(5) . . ? C4 C3 C8 114.5(5) . . ? C2 C3 C8 125.8(5) . . ? C5 C4 C3 122.1(5) . . ? C5 C4 H4 119.0 . . ? C3 C4 H4 119.0 . . ? C4 C5 C6 118.4(6) . . ? C4 C5 H5 120.8 . . ? C6 C5 H5 120.8 . . ? C7 C6 C5 121.2(6) . . ? C7 C6 H6 119.4 . . ? C5 C6 H6 119.4 . . ? C6 C7 C2 120.9(5) . . ? C6 C7 H7 119.6 . . ? C2 C7 H7 119.6 . . ? N2 C8 C3 127.0(5) . . ? N2 C8 H8 116.5 . . ? C3 C8 H8 116.5 . . ? N2 C9 C10 113.2(6) . . ? N2 C9 H9A 108.9 . . ? C10 C9 H9A 108.9 . . ? N2 C9 H9B 108.9 . . ? C10 C9 H9B 108.9 . . ? H9A C9 H9B 107.7 . . ? C11 C10 C9 116.9(5) . . ? C11 C10 H10A 108.1 . . ? C9 C10 H10A 108.1 . . ? C11 C10 H10B 108.1 . . ? C9 C10 H10B 108.1 . . ? H10A C10 H10B 107.3 . . ? N3 C11 C10 110.8(5) . . ? N3 C11 H11A 109.5 . . ? C10 C11 H11A 109.5 . . ? N3 C11 H11B 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 108.1 . . ? N3 C12 C13 128.4(5) . . ? N3 C12 H12 115.8 . . ? C13 C12 H12 115.8 . . ? C18 C13 C14 118.0(6) . . ? C18 C13 C12 117.3(5) . . ? C14 C13 C12 124.7(5) . . ? C15 C14 N4 123.7(5) . . ? C15 C14 C13 117.5(5) . . ? N4 C14 C13 118.8(5) . . ? C16 C15 C14 122.5(6) . . ? C16 C15 H15 118.7 . . ? C14 C15 H15 118.7 . . ? C17 C16 C15 119.4(7) . . ? C17 C16 H16 120.3 . . ? C15 C16 H16 120.3 . . ? C18 C17 C16 119.7(6) . . ? C18 C17 H17 120.2 . . ? C16 C17 H17 120.2 . . ? C17 C18 C13 122.8(6) . . ? C17 C18 H18 118.6 . . ? C13 C18 H18 118.6 . . ? O2 C19 N4 128.8(5) . . ? O2 C19 C1 115.9(4) . . ? N4 C19 C1 115.1(5) . . ? O5 C20 N5 129.8(6) . . ? O5 C20 C38 115.8(5) . . ? N5 C20 C38 114.4(5) . . ? C26 C21 N5 122.1(6) . . ? C26 C21 C22 120.4(7) . . ? N5 C21 C22 117.4(7) . . ? C23 C22 C21 118.4(10) . . ? C23 C22 C27 116.8(9) . . ? C21 C22 C27 124.9(8) . . ? C24 C23 C22 121.0(11) . . ? C24 C23 H23 119.5 . . ? C22 C23 H23 119.5 . . ? C23 C24 C25 121.2(10) . . ? C23 C24 H24 119.4 . . ? C25 C24 H24 119.4 . . ? C26 C25 C24 118.6(10) . . ? C26 C25 H25 120.7 . . ? C24 C25 H25 120.7 . . ? C21 C26 C25 120.1(8) . . ? C21 C26 H26 119.9 . . ? C25 C26 H26 119.9 . . ? N6 C27 C22 128.3(8) . . ? N6 C27 H27 115.8 . . ? C22 C27 H27 115.8 . . ? N6 C28 C29 121.5(13) . . ? N6 C28 H28A 106.9 . . ? C29 C28 H28A 106.9 . . ? N6 C28 H28B 106.9 . . ? C29 C28 H28B 106.9 . . ? H28A C28 H28B 106.7 . . ? C28 C29 C30 112.5(19) . . ? C28 C29 H29A 109.1 . . ? C30 C29 H29A 109.1 . . ? C28 C29 H29B 109.1 . . ? C30 C29 H29B 109.1 . . ? H29A C29 H29B 107.8 . . ? N7 C30 C29 106.3(12) . . ? N7 C30 H30A 110.5 . . ? C29 C30 H30A 110.5 . . ? N7 C30 H30B 110.5 . . ? C29 C30 H30B 110.5 . . ? H30A C30 H30B 108.7 . . ? N6 C28' C29' 101(3) . . ? N6 C28' H28C 111.6 . . ? C29' C28' H28C 111.6 . . ? N6 C28' H28D 111.6 . . ? C29' C28' H28D 111.6 . . ? H28C C28' H28D 109.4 . . ? C28' C29' C30' 127(6) . . ? C28' C29' H29C 105.6 . . ? C30' C29' H29C 105.6 . . ? C28' C29' H29D 105.6 . . ? C30' C29' H29D 105.6 . . ? H29C C29' H29D 106.1 . . ? N7 C30' C29' 119(5) . . ? N7 C30' H30C 107.5 . . ? C29' C30' H30C 107.5 . . ? N7 C30' H30D 107.5 . . ? C29' C30' H30D 107.5 . . ? H30C C30' H30D 107.0 . . ? N7 C31 C32 129.2(6) . . ? N7 C31 H31 115.4 . . ? C32 C31 H31 115.4 . . ? C37 C32 C33 118.3(7) . . ? C37 C32 C31 117.0(6) . . ? C33 C32 C31 124.7(7) . . ? C34 C33 C32 117.0(6) . . ? C34 C33 N8 123.9(5) . . ? C32 C33 N8 119.1(6) . . ? C35 C34 C33 121.4(7) . . ? C35 C34 H34 119.3 . . ? C33 C34 H34 119.3 . . ? C36 C35 C34 120.3(8) . . ? C36 C35 H35 119.9 . . ? C34 C35 H35 119.9 . . ? C37 C36 C35 119.3(8) . . ? C37 C36 H36 120.3 . . ? C35 C36 H36 120.3 . . ? C36 C37 C32 123.7(7) . . ? C36 C37 H37 118.2 . . ? C32 C37 H37 118.2 . . ? O6 C38 N8 128.9(5) . . ? O6 C38 C20 115.8(4) . . ? N8 C38 C20 115.2(5) . . ? O3 C39 N9 129.4(5) . . ? O3 C39 C57 115.7(4) . . ? N9 C39 C57 114.9(4) . . ? C45 C40 C41 117.5(5) . . ? C45 C40 N9 123.7(4) . . ? C41 C40 N9 118.8(4) . . ? C40 C41 C42 119.0(5) . . ? C40 C41 C46 125.9(5) . . ? C42 C41 C46 115.0(5) . . ? C43 C42 C41 122.3(5) . . ? C43 C42 H42 118.9 . . ? C41 C42 H42 118.9 . . ? C42 C43 C44 118.5(6) . . ? C42 C43 H43 120.8 . . ? C44 C43 H43 120.8 . . ? C43 C44 C45 121.7(6) . . ? C43 C44 H44 119.2 . . ? C45 C44 H44 119.2 . . ? C44 C45 C40 121.0(6) . . ? C44 C45 H45 119.5 . . ? C40 C45 H45 119.5 . . ? N10 C46 C41 130.0(5) . . ? N10 C46 H46 115.0 . . ? C41 C46 H46 115.0 . . ? N10 C47 C48 108.8(10) . . ? N10 C47 H47A 109.9 . . ? C48 C47 H47A 109.9 . . ? N10 C47 H47B 109.9 . . ? C48 C47 H47B 109.9 . . ? H47A C47 H47B 108.3 . . ? C47 C48 C49 112.1(12) . . ? C47 C48 H48A 109.2 . . ? C49 C48 H48A 109.2 . . ? C47 C48 H48B 109.2 . . ? C49 C48 H48B 109.2 . . ? H48A C48 H48B 107.9 . . ? N11 C49 C48 116.5(11) . . ? N11 C49 H49A 108.2 . . ? C48 C49 H49A 108.2 . . ? N11 C49 H49B 108.2 . . ? C48 C49 H49B 108.2 . . ? H49A C49 H49B 107.3 . . ? N10 C47' C48' 113.2(14) . . ? N10 C47' H47C 108.9 . . ? C48' C47' H47C 108.9 . . ? N10 C47' H47D 108.9 . . ? C48' C47' H47D 108.9 . . ? H47C C47' H47D 107.8 . . ? C47' C48' C49' 113(2) . . ? C47' C48' H48C 109.0 . . ? C49' C48' H48C 109.0 . . ? C47' C48' H48D 109.0 . . ? C49' C48' H48D 109.0 . . ? H48C C48' H48D 107.8 . . ? N11 C49' C48' 106.4(12) . . ? N11 C49' H49C 110.4 . . ? C48' C49' H49C 110.4 . . ? N11 C49' H49D 110.4 . . ? C48' C49' H49D 110.4 . . ? H49C C49' H49D 108.6 . . ? N11 C50 C51 128.5(5) . . ? N11 C50 H50 115.7 . . ? C51 C50 H50 115.7 . . ? C52 C51 C56 119.4(5) . . ? C52 C51 C50 124.8(5) . . ? C56 C51 C50 115.7(5) . . ? C53 C52 C51 119.0(5) . . ? C53 C52 N12 122.0(5) . . ? C51 C52 N12 118.9(4) . . ? C52 C53 C54 120.8(5) . . ? C52 C53 H53 119.6 . . ? C54 C53 H53 119.6 . . ? C55 C54 C53 119.7(6) . . ? C55 C54 H54 120.2 . . ? C53 C54 H54 120.2 . . ? C56 C55 C54 120.5(6) . . ? C56 C55 H55 119.7 . . ? C54 C55 H55 119.7 . . ? C55 C56 C51 120.4(6) . . ? C55 C56 H56 119.8 . . ? C51 C56 H56 119.8 . . ? O4 C57 N12 129.1(4) . . ? O4 C57 C39 116.2(4) . . ? N12 C57 C39 114.7(4) . . ? C63 C58 C59 119.5(4) . . ? C63 C58 C64 119.2(4) . . ? C59 C58 C64 121.3(4) . . ? C60 C59 C58 120.6(4) . . ? C60 C59 H59 119.7 . . ? C58 C59 H59 119.7 . . ? C59 C60 C61 119.2(4) . . ? C59 C60 C65 122.1(4) . . ? C61 C60 C65 118.7(4) . . ? C62 C61 C60 120.9(5) . . ? C62 C61 H61 119.6 . . ? C60 C61 H61 119.6 . . ? C61 C62 C63 119.5(4) . . ? C61 C62 C66 119.5(5) . . ? C63 C62 C66 121.0(5) . . ? C58 C63 C62 120.3(4) . . ? C58 C63 H63 119.8 . . ? C62 C63 H63 119.8 . . ? O8 C64 O7 124.3(4) . . ? O8 C64 C58 117.2(4) . . ? O7 C64 C58 118.5(4) . . ? O9 C65 O10 121.3(5) . . ? O9 C65 C60 119.9(4) . . ? O10 C65 C60 118.8(5) . . ? O11 C66 O12 126.3(6) . . ? O11 C66 C62 117.2(6) . . ? O12 C66 C62 116.6(5) . . ? C68 C67 C72 119.3(4) . . ? C68 C67 C73 120.9(4) . . ? C72 C67 C73 119.8(4) . . ? C67 C68 C69 120.5(4) . . ? C67 C68 H68 119.8 . . ? C69 C68 H68 119.8 . . ? C68 C69 C70 120.0(4) . . ? C68 C69 C74 120.1(4) . . ? C70 C69 C74 119.9(4) . . ? C69 C70 C71 119.7(4) . . ? C69 C70 H70 120.1 . . ? C71 C70 H70 120.1 . . ? C72 C71 C70 119.3(4) . . ? C72 C71 C75 119.9(4) . . ? C70 C71 C75 120.8(4) . . ? C71 C72 C67 121.2(4) . . ? C71 C72 H72 119.4 . . ? C67 C72 H72 119.4 . . ? O14 C73 O13 123.0(4) . . ? O14 C73 C67 118.0(5) . . ? O13 C73 C67 119.0(4) . . ? O15 C74 O16 120.5(4) . . ? O15 C74 C69 120.0(4) . . ? O16 C74 C69 119.5(4) . . ? O17 C75 O18 121.0(6) . . ? O17 C75 C71 121.3(5) . . ? O18 C75 C71 117.6(5) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O12 Mn1 O1 C1 160.1(4) 2_665 . . . ? O19 Mn1 O1 C1 49.3(8) . . . . ? O8 Mn1 O1 C1 -107.8(4) . . . . ? O2 Mn1 O1 C1 -9.8(4) . . . . ? O20 Mn1 O1 C1 67.7(4) . . . . ? O12 Mn1 O2 C19 -22.9(8) 2_665 . . . ? O19 Mn1 O2 C19 -154.3(4) . . . . ? O8 Mn1 O2 C19 111.2(4) . . . . ? O1 Mn1 O2 C19 11.6(4) . . . . ? O20 Mn1 O2 C19 -76.7(5) . . . . ? O17 Mn2 O3 C39 -83.7(4) 2_666 . . . ? O7 Mn2 O3 C39 -171.1(4) . . . . ? O4 Mn2 O3 C39 -2.5(4) . . . . ? O16 Mn2 O3 C39 63.5(5) . . . . ? O15 Mn2 O3 C39 90.0(4) . . . . ? O17 Mn2 O4 C57 112.8(4) 2_666 . . . ? O7 Mn2 O4 C57 32.4(6) . . . . ? O16 Mn2 O4 C57 -152.5(4) . . . . ? O3 Mn2 O4 C57 0.9(4) . . . . ? O15 Mn2 O4 C57 -94.4(4) . . . . ? O14 Mn3 O5 C20 -131.1(4) 2_656 . . . ? O13 Mn3 O5 C20 8.0(9) . . . . ? O6 Mn3 O5 C20 -10.6(4) . . . . ? O10 Mn3 O5 C20 134.6(4) . . . . ? O9 Mn3 O5 C20 77.5(4) . . . . ? O14 Mn3 O6 C38 91.0(4) 2_656 . . . ? O13 Mn3 O6 C38 -163.7(4) . . . . ? O10 Mn3 O6 C38 -49.0(4) . . . . ? O5 Mn3 O6 C38 12.3(3) . . . . ? O9 Mn3 O6 C38 -73.1(4) . . . . ? O17 Mn2 O7 C64 -131.6(5) 2_666 . . . ? O4 Mn2 O7 C64 -51.3(6) . . . . ? O16 Mn2 O7 C64 133.9(5) . . . . ? O3 Mn2 O7 C64 -21.2(5) . . . . ? O15 Mn2 O7 C64 74.8(5) . . . . ? O12 Mn1 O8 C64 -121.1(5) 2_665 . . . ? O19 Mn1 O8 C64 -24.2(6) . . . . ? O1 Mn1 O8 C64 149.5(5) . . . . ? O2 Mn1 O8 C64 71.8(6) . . . . ? O20 Mn1 O8 C64 3(2) . . . . ? O14 Mn3 O9 C65 11.6(5) 2_656 . . . ? O13 Mn3 O9 C65 -103.0(3) . . . . ? O6 Mn3 O9 C65 162.1(3) . . . . ? O10 Mn3 O9 C65 0.5(3) . . . . ? O5 Mn3 O9 C65 88.7(3) . . . . ? O14 Mn3 O10 C65 -175.1(3) 2_656 . . . ? O13 Mn3 O10 C65 82.8(3) . . . . ? O6 Mn3 O10 C65 -29.6(4) . . . . ? O5 Mn3 O10 C65 -86.9(3) . . . . ? O9 Mn3 O10 C65 -0.5(3) . . . . ? O14 Mn3 O13 C73 121.0(4) 2_656 . . . ? O6 Mn3 O13 C73 0.6(4) . . . . ? O10 Mn3 O13 C73 -142.4(4) . . . . ? O5 Mn3 O13 C73 -17.2(9) . . . . ? O9 Mn3 O13 C73 -86.1(4) . . . . ? O17 Mn2 O15 C74 0.4(5) 2_666 . . . ? O7 Mn2 O15 C74 104.5(3) . . . . ? O4 Mn2 O15 C74 -93.4(3) . . . . ? O16 Mn2 O15 C74 -1.5(3) . . . . ? O3 Mn2 O15 C74 -166.5(3) . . . . ? O17 Mn2 O16 C74 -177.7(3) 2_666 . . . ? O7 Mn2 O16 C74 -87.9(3) . . . . ? O4 Mn2 O16 C74 94.1(3) . . . . ? O3 Mn2 O16 C74 33.0(4) . . . . ? O15 Mn2 O16 C74 1.5(3) . . . . ? N3 Cu1 N1 C1 92.2(6) . . . . ? N4 Cu1 N1 C1 -0.2(4) . . . . ? N2 Cu1 N1 C1 -162.0(4) . . . . ? N3 Cu1 N1 C2 -84.2(7) . . . . ? N4 Cu1 N1 C2 -176.6(4) . . . . ? N2 Cu1 N1 C2 21.6(4) . . . . ? N1 Cu1 N2 C8 -12.4(5) . . . . ? N3 Cu1 N2 C8 147.3(5) . . . . ? N4 Cu1 N2 C8 -104.5(7) . . . . ? N1 Cu1 N2 C9 162.7(4) . . . . ? N3 Cu1 N2 C9 -37.6(5) . . . . ? N4 Cu1 N2 C9 70.6(8) . . . . ? N1 Cu1 N3 C12 -95.0(7) . . . . ? N4 Cu1 N3 C12 -4.0(5) . . . . ? N2 Cu1 N3 C12 158.7(5) . . . . ? N1 Cu1 N3 C11 81.6(7) . . . . ? N4 Cu1 N3 C11 172.6(4) . . . . ? N2 Cu1 N3 C11 -24.7(4) . . . . ? N1 Cu1 N4 C19 0.4(4) . . . . ? N3 Cu1 N4 C19 -158.4(4) . . . . ? N2 Cu1 N4 C19 93.7(7) . . . . ? N1 Cu1 N4 C14 176.8(5) . . . . ? N3 Cu1 N4 C14 18.0(5) . . . . ? N2 Cu1 N4 C14 -89.8(7) . . . . ? N7 Cu2 N5 C20 100.2(8) . . . . ? N6 Cu2 N5 C20 -152.6(4) . . . . ? N8 Cu2 N5 C20 7.2(4) . . . . ? N7 Cu2 N5 C21 -81.1(9) . . . . ? N6 Cu2 N5 C21 26.0(5) . . . . ? N8 Cu2 N5 C21 -174.1(5) . . . . ? N5 Cu2 N6 C27 -12.2(7) . . . . ? N7 Cu2 N6 C27 150.9(7) . . . . ? N8 Cu2 N6 C27 -100.8(10) . . . . ? N5 Cu2 N6 C28' 172(3) . . . . ? N7 Cu2 N6 C28' -25(3) . . . . ? N8 Cu2 N6 C28' 83(3) . . . . ? N5 Cu2 N6 C28 160.7(7) . . . . ? N7 Cu2 N6 C28 -36.2(7) . . . . ? N8 Cu2 N6 C28 72.2(10) . . . . ? N5 Cu2 N7 C31 -93.2(10) . . . . ? N6 Cu2 N7 C31 159.4(6) . . . . ? N8 Cu2 N7 C31 -1.6(6) . . . . ? N5 Cu2 N7 C30' 76(4) . . . . ? N6 Cu2 N7 C30' -31(4) . . . . ? N8 Cu2 N7 C30' 168(4) . . . . ? N5 Cu2 N7 C30 84.9(13) . . . . ? N6 Cu2 N7 C30 -22.6(12) . . . . ? N8 Cu2 N7 C30 176.5(12) . . . . ? N5 Cu2 N8 C38 -6.2(4) . . . . ? N7 Cu2 N8 C38 -168.4(4) . . . . ? N6 Cu2 N8 C38 83.8(8) . . . . ? N5 Cu2 N8 C33 172.9(5) . . . . ? N7 Cu2 N8 C33 10.6(5) . . . . ? N6 Cu2 N8 C33 -97.2(8) . . . . ? N12 Cu3 N9 C39 16.9(3) . . . . ? N10 Cu3 N9 C39 -174.4(3) . . . . ? N11 Cu3 N9 C39 -59.0(7) . . . . ? N12 Cu3 N9 C40 -165.0(4) . . . . ? N10 Cu3 N9 C40 3.8(4) . . . . ? N11 Cu3 N9 C40 119.2(6) . . . . ? N12 Cu3 N10 C46 72.2(10) . . . . ? N9 Cu3 N10 C46 -6.7(5) . . . . ? N11 Cu3 N10 C46 -170.9(5) . . . . ? N12 Cu3 N10 C47' -121.9(19) . . . . ? N9 Cu3 N10 C47' 159.3(18) . . . . ? N11 Cu3 N10 C47' -4.9(18) . . . . ? N12 Cu3 N10 C47 -103.0(11) . . . . ? N9 Cu3 N10 C47 178.1(8) . . . . ? N11 Cu3 N10 C47 13.9(8) . . . . ? N12 Cu3 N11 C50 19.7(4) . . . . ? N10 Cu3 N11 C50 -150.2(4) . . . . ? N9 Cu3 N11 C50 94.5(7) . . . . ? N12 Cu3 N11 C49' -162.6(13) . . . . ? N10 Cu3 N11 C49' 27.5(13) . . . . ? N9 Cu3 N11 C49' -87.8(14) . . . . ? N12 Cu3 N11 C49 -164.6(11) . . . . ? N10 Cu3 N11 C49 25.6(11) . . . . ? N9 Cu3 N11 C49 -89.8(12) . . . . ? N10 Cu3 N12 C57 -98.2(9) . . . . ? N9 Cu3 N12 C57 -18.4(3) . . . . ? N11 Cu3 N12 C57 144.6(4) . . . . ? N10 Cu3 N12 C52 90.2(9) . . . . ? N9 Cu3 N12 C52 170.0(4) . . . . ? N11 Cu3 N12 C52 -27.0(4) . . . . ? Mn1 O1 C1 N1 -174.4(4) . . . . ? Mn1 O1 C1 C19 7.0(6) . . . . ? C2 N1 C1 O1 -2.1(9) . . . . ? Cu1 N1 C1 O1 -178.6(5) . . . . ? C2 N1 C1 C19 176.5(4) . . . . ? Cu1 N1 C1 C19 0.0(6) . . . . ? C1 N1 C2 C7 -13.1(8) . . . . ? Cu1 N1 C2 C7 162.9(4) . . . . ? C1 N1 C2 C3 166.8(5) . . . . ? Cu1 N1 C2 C3 -17.1(7) . . . . ? C7 C2 C3 C4 0.3(8) . . . . ? N1 C2 C3 C4 -179.6(5) . . . . ? C7 C2 C3 C8 177.9(5) . . . . ? N1 C2 C3 C8 -2.1(8) . . . . ? C2 C3 C4 C5 -0.7(9) . . . . ? C8 C3 C4 C5 -178.5(6) . . . . ? C3 C4 C5 C6 0.4(9) . . . . ? C4 C5 C6 C7 0.1(9) . . . . ? C5 C6 C7 C2 -0.4(9) . . . . ? C3 C2 C7 C6 0.2(8) . . . . ? N1 C2 C7 C6 -179.9(5) . . . . ? C9 N2 C8 C3 -176.0(6) . . . . ? Cu1 N2 C8 C3 -1.0(9) . . . . ? C4 C3 C8 N2 -170.4(6) . . . . ? C2 C3 C8 N2 12.0(10) . . . . ? C8 N2 C9 C10 -124.3(7) . . . . ? Cu1 N2 C9 C10 60.3(7) . . . . ? N2 C9 C10 C11 -14.0(9) . . . . ? C12 N3 C11 C10 -112.5(7) . . . . ? Cu1 N3 C11 C10 70.8(6) . . . . ? C9 C10 C11 N3 -52.7(8) . . . . ? C11 N3 C12 C13 175.4(6) . . . . ? Cu1 N3 C12 C13 -8.1(9) . . . . ? N3 C12 C13 C18 -168.9(6) . . . . ? N3 C12 C13 C14 10.1(10) . . . . ? C19 N4 C14 C15 -24.2(8) . . . . ? Cu1 N4 C14 C15 159.7(5) . . . . ? C19 N4 C14 C13 156.2(5) . . . . ? Cu1 N4 C14 C13 -20.0(7) . . . . ? C18 C13 C14 C15 4.3(8) . . . . ? C12 C13 C14 C15 -174.6(5) . . . . ? C18 C13 C14 N4 -176.0(5) . . . . ? C12 C13 C14 N4 5.0(8) . . . . ? N4 C14 C15 C16 177.4(6) . . . . ? C13 C14 C15 C16 -2.9(9) . . . . ? C14 C15 C16 C17 -0.3(11) . . . . ? C15 C16 C17 C18 1.9(11) . . . . ? C16 C17 C18 C13 -0.3(10) . . . . ? C14 C13 C18 C17 -2.9(9) . . . . ? C12 C13 C18 C17 176.2(6) . . . . ? Mn1 O2 C19 N4 173.0(5) . . . . ? Mn1 O2 C19 C1 -11.7(6) . . . . ? C14 N4 C19 O2 -1.8(9) . . . . ? Cu1 N4 C19 O2 174.8(5) . . . . ? C14 N4 C19 C1 -177.1(5) . . . . ? Cu1 N4 C19 C1 -0.5(6) . . . . ? O1 C1 C19 O2 3.2(7) . . . . ? N1 C1 C19 O2 -175.6(5) . . . . ? O1 C1 C19 N4 179.2(5) . . . . ? N1 C1 C19 N4 0.4(7) . . . . ? Mn3 O5 C20 N5 -173.4(5) . . . . ? Mn3 O5 C20 C38 7.9(6) . . . . ? C21 N5 C20 O5 -4.2(9) . . . . ? Cu2 N5 C20 O5 174.6(5) . . . . ? C21 N5 C20 C38 174.5(5) . . . . ? Cu2 N5 C20 C38 -6.7(6) . . . . ? C20 N5 C21 C26 -27.2(9) . . . . ? Cu2 N5 C21 C26 154.3(5) . . . . ? C20 N5 C21 C22 154.5(6) . . . . ? Cu2 N5 C21 C22 -24.0(8) . . . . ? C26 C21 C22 C23 4.8(11) . . . . ? N5 C21 C22 C23 -176.9(7) . . . . ? C26 C21 C22 C27 -175.4(7) . . . . ? N5 C21 C22 C27 2.9(10) . . . . ? C21 C22 C23 C24 -4.3(15) . . . . ? C27 C22 C23 C24 175.9(10) . . . . ? C22 C23 C24 C25 -0.1(18) . . . . ? C23 C24 C25 C26 4.0(16) . . . . ? N5 C21 C26 C25 -179.1(6) . . . . ? C22 C21 C26 C25 -0.9(11) . . . . ? C24 C25 C26 C21 -3.5(13) . . . . ? C28' N6 C27 C22 174(2) . . . . ? C28 N6 C27 C22 -175.3(9) . . . . ? Cu2 N6 C27 C22 -2.9(12) . . . . ? C23 C22 C27 N6 -168.7(9) . . . . ? C21 C22 C27 N6 11.6(13) . . . . ? C27 N6 C28 C29 -131.9(11) . . . . ? C28' N6 C28 C29 -105(5) . . . . ? Cu2 N6 C28 C29 54.9(12) . . . . ? N6 C28 C29 C30 -4.6(18) . . . . ? C31 N7 C30 C29 -110(2) . . . . ? C30' N7 C30 C29 116(20) . . . . ? Cu2 N7 C30 C29 72(3) . . . . ? C28 C29 C30 N7 -59(3) . . . . ? C27 N6 C28' C29' -128(3) . . . . ? C28 N6 C28' C29' 75(5) . . . . ? Cu2 N6 C28' C29' 49(4) . . . . ? N6 C28' C29' C30' -17(9) . . . . ? C31 N7 C30' C29' -129(8) . . . . ? C30 N7 C30' C29' -77(15) . . . . ? Cu2 N7 C30' C29' 62(12) . . . . ? C28' C29' C30' N7 -37(16) . . . . ? C30' N7 C31 C32 -173(5) . . . . ? C30 N7 C31 C32 176.6(12) . . . . ? Cu2 N7 C31 C32 -5.2(11) . . . . ? N7 C31 C32 C37 -173.2(7) . . . . ? N7 C31 C32 C33 4.7(11) . . . . ? C37 C32 C33 C34 2.6(9) . . . . ? C31 C32 C33 C34 -175.4(6) . . . . ? C37 C32 C33 N8 -177.0(5) . . . . ? C31 C32 C33 N8 5.0(9) . . . . ? C38 N8 C33 C34 -13.7(9) . . . . ? Cu2 N8 C33 C34 167.3(5) . . . . ? C38 N8 C33 C32 165.9(5) . . . . ? Cu2 N8 C33 C32 -13.1(8) . . . . ? C32 C33 C34 C35 -2.6(10) . . . . ? N8 C33 C34 C35 177.0(7) . . . . ? C33 C34 C35 C36 0.7(13) . . . . ? C34 C35 C36 C37 1.4(13) . . . . ? C35 C36 C37 C32 -1.5(12) . . . . ? C33 C32 C37 C36 -0.6(10) . . . . ? C31 C32 C37 C36 177.5(7) . . . . ? Mn3 O6 C38 N8 169.9(4) . . . . ? Mn3 O6 C38 C20 -12.5(5) . . . . ? C33 N8 C38 O6 2.6(8) . . . . ? Cu2 N8 C38 O6 -178.4(4) . . . . ? C33 N8 C38 C20 -175.0(5) . . . . ? Cu2 N8 C38 C20 4.1(5) . . . . ? O5 C20 C38 O6 2.7(7) . . . . ? N5 C20 C38 O6 -176.2(4) . . . . ? O5 C20 C38 N8 -179.4(5) . . . . ? N5 C20 C38 N8 1.7(7) . . . . ? Mn2 O3 C39 N9 -178.7(4) . . . . ? Mn2 O3 C39 C57 3.6(6) . . . . ? C40 N9 C39 O3 -8.5(8) . . . . ? Cu3 N9 C39 O3 169.8(5) . . . . ? C40 N9 C39 C57 169.2(4) . . . . ? Cu3 N9 C39 C57 -12.5(5) . . . . ? C39 N9 C40 C45 -0.3(8) . . . . ? Cu3 N9 C40 C45 -178.3(4) . . . . ? C39 N9 C40 C41 -179.7(5) . . . . ? Cu3 N9 C40 C41 2.3(7) . . . . ? C45 C40 C41 C42 -3.0(8) . . . . ? N9 C40 C41 C42 176.4(5) . . . . ? C45 C40 C41 C46 172.8(5) . . . . ? N9 C40 C41 C46 -7.8(8) . . . . ? C40 C41 C42 C43 2.2(8) . . . . ? C46 C41 C42 C43 -174.0(6) . . . . ? C41 C42 C43 C44 0.3(10) . . . . ? C42 C43 C44 C45 -2.1(11) . . . . ? C43 C44 C45 C40 1.3(11) . . . . ? C41 C40 C45 C44 1.3(9) . . . . ? N9 C40 C45 C44 -178.0(6) . . . . ? C47' N10 C46 C41 -164.4(16) . . . . ? C47 N10 C46 C41 179.1(9) . . . . ? Cu3 N10 C46 C41 4.0(9) . . . . ? C40 C41 C46 N10 4.8(9) . . . . ? C42 C41 C46 N10 -179.3(6) . . . . ? C46 N10 C47 C48 120.9(11) . . . . ? C47' N10 C47 C48 66(5) . . . . ? Cu3 N10 C47 C48 -63.8(14) . . . . ? N10 C47 C48 C49 80.5(16) . . . . ? C50 N11 C49 C48 160.0(14) . . . . ? C49' N11 C49 C48 -30(12) . . . . ? Cu3 N11 C49 C48 -16(2) . . . . ? C47 C48 C49 N11 -37(2) . . . . ? C46 N10 C47' C48' -173(2) . . . . ? C47 N10 C47' C48' -41(3) . . . . ? Cu3 N10 C47' C48' 19(3) . . . . ? N10 C47' C48' C49' -57(3) . . . . ? C50 N11 C49' C48' 113(2) . . . . ? C49 N11 C49' C48' 103(15) . . . . ? Cu3 N11 C49' C48' -64(3) . . . . ? C47' C48' C49' N11 82(3) . . . . ? C49' N11 C50 C51 175.7(13) . . . . ? C49 N11 C50 C51 177.1(10) . . . . ? Cu3 N11 C50 C51 -6.7(8) . . . . ? N11 C50 C51 C52 -9.0(9) . . . . ? N11 C50 C51 C56 172.4(6) . . . . ? C56 C51 C52 C53 -3.1(8) . . . . ? C50 C51 C52 C53 178.4(5) . . . . ? C56 C51 C52 N12 -179.3(5) . . . . ? C50 C51 C52 N12 2.2(8) . . . . ? C57 N12 C52 C53 33.1(7) . . . . ? Cu3 N12 C52 C53 -155.9(4) . . . . ? C57 N12 C52 C51 -150.8(5) . . . . ? Cu3 N12 C52 C51 20.2(6) . . . . ? C51 C52 C53 C54 3.0(8) . . . . ? N12 C52 C53 C54 179.1(5) . . . . ? C52 C53 C54 C55 0.0(9) . . . . ? C53 C54 C55 C56 -2.8(10) . . . . ? C54 C55 C56 C51 2.6(10) . . . . ? C52 C51 C56 C55 0.4(9) . . . . ? C50 C51 C56 C55 179.0(6) . . . . ? Mn2 O4 C57 N12 -177.9(4) . . . . ? Mn2 O4 C57 C39 0.6(6) . . . . ? C52 N12 C57 O4 6.9(8) . . . . ? Cu3 N12 C57 O4 -165.3(4) . . . . ? C52 N12 C57 C39 -171.6(4) . . . . ? Cu3 N12 C57 C39 16.2(5) . . . . ? O3 C39 C57 O4 -2.9(7) . . . . ? N9 C39 C57 O4 179.1(4) . . . . ? O3 C39 C57 N12 175.8(5) . . . . ? N9 C39 C57 N12 -2.1(6) . . . . ? C63 C58 C59 C60 0.4(7) . . . . ? C64 C58 C59 C60 -179.1(4) . . . . ? C58 C59 C60 C61 -1.1(7) . . . . ? C58 C59 C60 C65 -179.5(4) . . . . ? C59 C60 C61 C62 0.3(7) . . . . ? C65 C60 C61 C62 178.7(4) . . . . ? C60 C61 C62 C63 1.1(7) . . . . ? C60 C61 C62 C66 -179.1(4) . . . . ? C59 C58 C63 C62 1.1(7) . . . . ? C64 C58 C63 C62 -179.4(4) . . . . ? C61 C62 C63 C58 -1.8(7) . . . . ? C66 C62 C63 C58 178.4(4) . . . . ? Mn1 O8 C64 O7 -21.2(8) . . . . ? Mn1 O8 C64 C58 160.5(4) . . . . ? Mn2 O7 C64 O8 119.4(5) . . . . ? Mn2 O7 C64 C58 -62.3(6) . . . . ? C63 C58 C64 O8 -36.8(7) . . . . ? C59 C58 C64 O8 142.8(5) . . . . ? C63 C58 C64 O7 144.8(4) . . . . ? C59 C58 C64 O7 -35.7(6) . . . . ? Mn3 O9 C65 O10 -0.9(5) . . . . ? Mn3 O9 C65 C60 178.6(4) . . . . ? Mn3 O10 C65 O9 0.9(5) . . . . ? Mn3 O10 C65 C60 -178.6(4) . . . . ? C59 C60 C65 O9 -9.1(7) . . . . ? C61 C60 C65 O9 172.6(4) . . . . ? C59 C60 C65 O10 170.5(4) . . . . ? C61 C60 C65 O10 -7.9(7) . . . . ? Mn1 O12 C66 O11 11.9(8) 2_665 . . . ? Mn1 O12 C66 C62 -167.3(3) 2_665 . . . ? C61 C62 C66 O11 10.8(7) . . . . ? C63 C62 C66 O11 -169.4(5) . . . . ? C61 C62 C66 O12 -169.9(5) . . . . ? C63 C62 C66 O12 9.8(7) . . . . ? C72 C67 C68 C69 0.3(7) . . . . ? C73 C67 C68 C69 -179.2(4) . . . . ? C67 C68 C69 C70 0.3(7) . . . . ? C67 C68 C69 C74 177.9(4) . . . . ? C68 C69 C70 C71 -1.0(7) . . . . ? C74 C69 C70 C71 -178.6(4) . . . . ? C69 C70 C71 C72 1.1(7) . . . . ? C69 C70 C71 C75 -177.6(5) . . . . ? C70 C71 C72 C67 -0.6(8) . . . . ? C75 C71 C72 C67 178.2(5) . . . . ? C68 C67 C72 C71 -0.1(7) . . . . ? C73 C67 C72 C71 179.4(5) . . . . ? Mn3 O14 C73 O13 -10.5(6) 2_656 . . . ? Mn3 O14 C73 C67 170.0(3) 2_656 . . . ? Mn3 O13 C73 O14 -89.0(6) . . . . ? Mn3 O13 C73 C67 90.6(5) . . . . ? C68 C67 C73 O14 -165.2(5) . . . . ? C72 C67 C73 O14 15.3(7) . . . . ? C68 C67 C73 O13 15.2(7) . . . . ? C72 C67 C73 O13 -164.3(5) . . . . ? Mn2 O15 C74 O16 2.5(4) . . . . ? Mn2 O15 C74 C69 -177.8(4) . . . . ? Mn2 O16 C74 O15 -2.7(5) . . . . ? Mn2 O16 C74 C69 177.6(4) . . . . ? C68 C69 C74 O15 11.9(7) . . . . ? C70 C69 C74 O15 -170.4(4) . . . . ? C68 C69 C74 O16 -168.4(4) . . . . ? C70 C69 C74 O16 9.3(7) . . . . ? Mn2 O17 C75 O18 100.2(12) 2_666 . . . ? Mn2 O17 C75 C71 -84.2(12) 2_666 . . . ? C72 C71 C75 O17 -170.1(6) . . . . ? C70 C71 C75 O17 8.6(9) . . . . ? C72 C71 C75 O18 5.7(10) . . . . ? C70 C71 C75 O18 -175.6(6) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.951 _refine_diff_density_min -0.803 _refine_diff_density_rms 0.084 data_100528a _database_code_depnum_ccdc_archive 'CCDC 855269' #TrackingRef '- 100528A.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H27 Co Cu N5 O11' _chemical_formula_weight 732.02 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' 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.7853(7) _cell_length_b 18.7920(10) _cell_length_c 14.9202(6) _cell_angle_alpha 90.00 _cell_angle_beta 115.137(3) _cell_angle_gamma 90.00 _cell_volume 2991.4(3) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 6823 _cell_measurement_theta_min 2.80 _cell_measurement_theta_max 28.11 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.625 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1496 _exptl_absorpt_coefficient_mu 1.335 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7761 _exptl_absorpt_correction_T_max 0.8048 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14956 _diffrn_reflns_av_R_equivalents 0.0186 _diffrn_reflns_av_sigmaI/netI 0.0210 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.91 _diffrn_reflns_theta_max 25.01 _reflns_number_total 5259 _reflns_number_gt 4457 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0411P)^2^+1.9959P] 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 5259 _refine_ls_number_parameters 416 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0391 _refine_ls_R_factor_gt 0.0302 _refine_ls_wR_factor_ref 0.0850 _refine_ls_wR_factor_gt 0.0797 _refine_ls_goodness_of_fit_ref 1.058 _refine_ls_restrained_S_all 1.058 _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 Cu1 Cu 0.64405(3) 0.630241(17) 0.13316(3) 0.04108(11) Uani 1 1 d . . . Co1 Co 0.96291(3) 0.456635(16) 0.08185(2) 0.02733(10) Uani 1 1 d . . . O1 O 0.93957(16) 0.50571(9) 0.19224(12) 0.0373(4) Uani 1 1 d . . . O2 O 0.78384(15) 0.48979(9) 0.00821(12) 0.0354(4) Uani 1 1 d . . . O3 O 0.96477(19) 0.42850(10) -0.04526(13) 0.0480(5) Uani 1 1 d . . . O4 O 1.12040(17) 0.35020(9) -0.00215(13) 0.0403(4) Uani 1 1 d . . . O5 O 1.0947(2) 0.33701(12) 0.25499(16) 0.0647(6) Uani 1 1 d . . . O6 O 0.91855(18) 0.35119(10) 0.11865(14) 0.0462(5) Uani 1 1 d . . . O7 O 0.6285(3) 0.3542(2) -0.4799(2) 0.1348(16) Uani 1 1 d . . . O8 O 0.6163(3) 0.41787(19) -0.3665(2) 0.1169(13) Uani 1 1 d . . . O9 O 1.14863(17) 0.43842(10) 0.16159(14) 0.0458(5) Uani 1 1 d . . . H9' H 1.1568 0.4097 0.2079 0.055 Uiso 1 1 d R . . H9" H 1.1797 0.4257 0.1220 0.055 Uiso 1 1 d R . . O10 O 0.6660(2) 0.71789(13) 0.0125(2) 0.0790(7) Uani 1 1 d . . . H10' H 0.6268 0.7573 -0.0007 0.095 Uiso 1 1 d R . . H10" H 0.7201 0.7117 -0.0105 0.095 Uiso 1 1 d R . . N1 N 0.8072(2) 0.58744(11) 0.21590(15) 0.0362(5) Uani 1 1 d . . . N2 N 0.6642(2) 0.70683(12) 0.22687(19) 0.0477(6) Uani 1 1 d . . . N3 N 0.4617(2) 0.64069(12) 0.0731(2) 0.0476(6) Uani 1 1 d . . . N4 N 0.64117(18) 0.56628(11) 0.02844(15) 0.0341(5) Uani 1 1 d . . . N5 N 0.6663(3) 0.37270(18) -0.3943(2) 0.0801(10) Uani 1 1 d . . . C1 C 0.8400(2) 0.54125(12) 0.16492(18) 0.0319(5) Uani 1 1 d . . . C2 C 0.8856(3) 0.60364(14) 0.31544(19) 0.0391(6) Uani 1 1 d . . . C3 C 0.8620(3) 0.66613(15) 0.3576(2) 0.0444(6) Uani 1 1 d . . . C4 C 0.9429(3) 0.68399(18) 0.4544(2) 0.0604(8) Uani 1 1 d . . . H4 H 0.9291 0.7260 0.4812 0.073 Uiso 1 1 calc R . . C5 C 1.0417(4) 0.6420(2) 0.5114(2) 0.0727(11) Uani 1 1 d . . . H5 H 1.0948 0.6551 0.5758 0.087 Uiso 1 1 calc R . . C6 C 1.0611(4) 0.5799(2) 0.4715(2) 0.0717(10) Uani 1 1 d . . . H6 H 1.1268 0.5502 0.5100 0.086 Uiso 1 1 calc R . . C7 C 0.9852(3) 0.56100(17) 0.3758(2) 0.0563(8) Uani 1 1 d . . . H7 H 1.0008 0.5187 0.3507 0.068 Uiso 1 1 calc R . . C8 C 0.7586(3) 0.71488(15) 0.3098(2) 0.0498(7) Uani 1 1 d . . . H8 H 0.7614 0.7569 0.3435 0.060 Uiso 1 1 calc R . . C9 C 0.5679(3) 0.76318(17) 0.1908(3) 0.0638(9) Uani 1 1 d . . . H9A H 0.5607 0.7802 0.1272 0.077 Uiso 1 1 calc R . . H9B H 0.5942 0.8028 0.2368 0.077 Uiso 1 1 calc R . . C10 C 0.4413(4) 0.7373(2) 0.1798(3) 0.0773(11) Uani 1 1 d . . . H10A H 0.3782 0.7704 0.1374 0.093 Uiso 1 1 calc R . . H10B H 0.4401 0.7389 0.2444 0.093 Uiso 1 1 calc R . . C11 C 0.4033(3) 0.66302(19) 0.1379(3) 0.0649(9) Uani 1 1 d . . . H11A H 0.4262 0.6295 0.1923 0.078 Uiso 1 1 calc R . . H11B H 0.3129 0.6614 0.1009 0.078 Uiso 1 1 calc R . . C12 C 0.3920(3) 0.62625(14) -0.0167(2) 0.0468(7) Uani 1 1 d . . . H12 H 0.3068 0.6349 -0.0380 0.056 Uiso 1 1 calc R . . C13 C 0.4301(2) 0.59774(14) -0.0899(2) 0.0435(6) Uani 1 1 d . . . C14 C 0.5481(2) 0.56641(14) -0.06956(19) 0.0378(6) Uani 1 1 d . . . C15 C 0.5664(3) 0.53827(16) -0.1488(2) 0.0488(7) Uani 1 1 d . . . H15 H 0.6427 0.5171 -0.1372 0.059 Uiso 1 1 calc R . . C16 C 0.4730(3) 0.54122(19) -0.2447(2) 0.0647(9) Uani 1 1 d . . . H16 H 0.4881 0.5230 -0.2965 0.078 Uiso 1 1 calc R . . C17 C 0.3586(3) 0.5709(2) -0.2638(3) 0.0711(10) Uani 1 1 d . . . H17 H 0.2960 0.5728 -0.3281 0.085 Uiso 1 1 calc R . . C18 C 0.3379(3) 0.59754(17) -0.1867(3) 0.0595(8) Uani 1 1 d . . . H18 H 0.2594 0.6162 -0.1995 0.071 Uiso 1 1 calc R . . C19 C 0.7475(2) 0.53102(12) 0.05731(18) 0.0309(5) Uani 1 1 d . . . C20 C 0.9502(2) 0.34042(13) -0.16169(19) 0.0355(6) Uani 1 1 d . . . C21 C 0.9975(2) 0.27979(14) -0.18693(19) 0.0371(6) Uani 1 1 d . . . H21 H 1.0725 0.2603 -0.1416 0.045 Uiso 1 1 calc R . . C22 C 0.9342(2) 0.24768(14) -0.27914(19) 0.0390(6) Uani 1 1 d . . . C23 C 0.8256(3) 0.27832(15) -0.3473(2) 0.0477(7) Uani 1 1 d . . . H23 H 0.7830 0.2583 -0.4098 0.057 Uiso 1 1 calc R . . C24 C 0.7812(3) 0.33922(16) -0.3212(2) 0.0498(7) Uani 1 1 d . . . C25 C 0.8410(3) 0.37075(14) -0.2293(2) 0.0443(6) Uani 1 1 d . . . H25 H 0.8083 0.4114 -0.2134 0.053 Uiso 1 1 calc R . . C26 C 1.0189(2) 0.37419(13) -0.06113(19) 0.0354(6) Uani 1 1 d . . . C27 C 0.9863(3) 0.31881(14) 0.1961(2) 0.0414(6) Uani 1 1 d . . . O11 O 0.7306(3) 0.85611(17) 0.0553(2) 0.1185(12) Uani 1 1 d . . . H11 H 0.7804 0.8533 0.1137 0.142 Uiso 1 1 d R . . C28 C 0.7057(6) 0.9246(3) 0.0303(6) 0.175(3) Uani 1 1 d . . . H28A H 0.6696 0.9461 0.0705 0.263 Uiso 1 1 calc R . . H28B H 0.6477 0.9279 -0.0382 0.263 Uiso 1 1 calc R . . H28C H 0.7819 0.9489 0.0405 0.263 Uiso 1 1 calc R . . 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 Cu1 0.03670(19) 0.03800(19) 0.0484(2) -0.00330(14) 0.01794(16) 0.00675(14) Co1 0.02979(18) 0.02716(17) 0.02486(17) 0.00186(12) 0.01144(14) 0.00603(12) O1 0.0358(10) 0.0397(10) 0.0322(9) 0.0010(7) 0.0103(8) 0.0089(8) O2 0.0333(9) 0.0357(9) 0.0333(9) -0.0040(7) 0.0104(8) 0.0039(7) O3 0.0602(13) 0.0477(11) 0.0335(10) -0.0014(8) 0.0173(9) 0.0209(10) O4 0.0407(11) 0.0372(10) 0.0391(10) -0.0028(8) 0.0132(9) 0.0037(8) O5 0.0549(14) 0.0627(14) 0.0561(13) 0.0267(11) 0.0041(11) -0.0127(11) O6 0.0409(11) 0.0445(11) 0.0483(11) 0.0149(9) 0.0141(9) 0.0091(8) O7 0.113(3) 0.157(3) 0.0655(19) -0.032(2) -0.0291(18) 0.062(2) O8 0.090(2) 0.117(3) 0.094(2) -0.0253(19) -0.0080(17) 0.058(2) O9 0.0492(12) 0.0486(11) 0.0410(10) 0.0111(9) 0.0204(9) 0.0081(9) O10 0.0789(17) 0.0591(15) 0.118(2) -0.0037(14) 0.0605(17) -0.0016(13) N1 0.0406(12) 0.0331(11) 0.0352(11) -0.0023(9) 0.0163(10) 0.0031(9) N2 0.0542(15) 0.0378(13) 0.0553(15) -0.0022(11) 0.0272(13) 0.0086(11) N3 0.0421(14) 0.0408(13) 0.0664(17) 0.0029(11) 0.0292(13) 0.0055(10) N4 0.0286(11) 0.0316(11) 0.0407(12) 0.0026(9) 0.0133(10) 0.0018(9) N5 0.0602(19) 0.080(2) 0.065(2) -0.0171(16) -0.0069(16) 0.0193(16) C1 0.0332(13) 0.0278(12) 0.0344(13) 0.0023(10) 0.0142(11) -0.0006(10) C2 0.0445(15) 0.0386(14) 0.0352(14) -0.0015(11) 0.0180(12) 0.0002(12) C3 0.0539(17) 0.0417(15) 0.0401(15) -0.0049(12) 0.0224(14) -0.0006(13) C4 0.077(2) 0.056(2) 0.0480(18) -0.0142(15) 0.0265(17) 0.0023(17) C5 0.082(3) 0.083(3) 0.0384(18) -0.0183(17) 0.0112(18) 0.010(2) C6 0.077(2) 0.079(2) 0.0403(18) -0.0044(16) 0.0073(17) 0.025(2) C7 0.065(2) 0.0562(19) 0.0392(16) -0.0048(14) 0.0137(15) 0.0155(16) C8 0.067(2) 0.0377(15) 0.0542(18) -0.0077(13) 0.0345(17) 0.0025(14) C9 0.072(2) 0.0428(18) 0.076(2) -0.0014(16) 0.0311(19) 0.0190(16) C10 0.072(2) 0.073(2) 0.101(3) -0.004(2) 0.050(2) 0.026(2) C11 0.059(2) 0.067(2) 0.087(3) 0.0053(19) 0.049(2) 0.0099(17) C12 0.0302(14) 0.0352(15) 0.072(2) 0.0060(14) 0.0192(15) 0.0021(11) C13 0.0313(14) 0.0331(14) 0.0580(18) 0.0068(12) 0.0111(13) -0.0004(11) C14 0.0301(14) 0.0321(13) 0.0435(15) 0.0032(11) 0.0083(12) -0.0014(10) C15 0.0373(15) 0.0539(18) 0.0460(16) 0.0011(13) 0.0089(13) 0.0055(13) C16 0.055(2) 0.075(2) 0.0441(17) -0.0055(16) 0.0023(15) 0.0077(17) C17 0.049(2) 0.079(2) 0.054(2) -0.0036(18) -0.0092(16) 0.0094(17) C18 0.0340(16) 0.0553(19) 0.069(2) 0.0024(16) 0.0026(15) 0.0047(14) C19 0.0317(13) 0.0257(12) 0.0346(13) 0.0009(10) 0.0135(11) -0.0017(10) C20 0.0393(14) 0.0334(13) 0.0364(14) -0.0011(11) 0.0186(12) -0.0029(11) C21 0.0388(14) 0.0367(14) 0.0368(14) -0.0004(11) 0.0169(12) -0.0020(11) C22 0.0399(15) 0.0373(14) 0.0395(14) -0.0061(11) 0.0166(12) -0.0068(11) C23 0.0451(16) 0.0469(16) 0.0442(16) -0.0113(13) 0.0123(14) -0.0069(13) C24 0.0394(16) 0.0518(17) 0.0459(16) -0.0021(13) 0.0062(13) 0.0043(13) C25 0.0430(16) 0.0396(15) 0.0481(16) -0.0042(12) 0.0172(13) 0.0035(12) C26 0.0432(15) 0.0311(13) 0.0358(14) 0.0028(10) 0.0205(12) 0.0020(11) C27 0.0416(16) 0.0408(15) 0.0399(15) 0.0087(12) 0.0155(13) 0.0071(12) O11 0.125(3) 0.087(2) 0.096(2) -0.0030(18) 0.001(2) -0.009(2) C28 0.138(6) 0.075(4) 0.220(8) 0.036(4) -0.013(5) -0.005(4) _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 Cu1 N2 1.949(2) . ? Cu1 N3 1.956(2) . ? Cu1 N4 1.960(2) . ? Cu1 N1 1.962(2) . ? Cu1 O10 2.533(3) . ? Co1 O3 1.9780(18) . ? Co1 O1 2.0059(17) . ? Co1 O2 2.0197(17) . ? Co1 O9 2.0276(19) . ? Co1 O6 2.1784(19) . ? O1 C1 1.258(3) . ? O2 C19 1.260(3) . ? O3 C26 1.278(3) . ? O4 C26 1.231(3) . ? O5 C27 1.251(3) . ? O6 C27 1.249(3) . ? O7 N5 1.211(4) . ? O8 N5 1.202(4) . ? O9 H9' 0.8496 . ? O9 H9" 0.8503 . ? O10 H10' 0.8503 . ? O10 H10" 0.8504 . ? N1 C1 1.316(3) . ? N1 C2 1.409(3) . ? N2 C8 1.273(4) . ? N2 C9 1.477(4) . ? N3 C12 1.268(4) . ? N3 C11 1.467(4) . ? N4 C19 1.318(3) . ? N4 C14 1.407(3) . ? N5 C24 1.471(4) . ? C1 C19 1.522(3) . ? C2 C7 1.391(4) . ? C2 C3 1.414(4) . ? C3 C4 1.392(4) . ? C3 C8 1.448(4) . ? C4 C5 1.365(5) . ? C4 H4 0.9300 . ? C5 C6 1.371(5) . ? C5 H5 0.9300 . ? C6 C7 1.371(4) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 H8 0.9300 . ? C9 C10 1.511(5) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.516(5) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.448(4) . ? C12 H12 0.9300 . ? C13 C18 1.391(4) . ? C13 C14 1.419(4) . ? C14 C15 1.394(4) . ? C15 C16 1.386(4) . ? C15 H15 0.9300 . ? C16 C17 1.373(5) . ? C16 H16 0.9300 . ? C17 C18 1.369(5) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C20 C25 1.377(4) . ? C20 C21 1.389(4) . ? C20 C26 1.509(4) . ? C21 C22 1.393(4) . ? C21 H21 0.9300 . ? C22 C23 1.377(4) . ? C22 C27 1.506(4) 4_565 ? C23 C24 1.381(4) . ? C23 H23 0.9300 . ? C24 C25 1.381(4) . ? C25 H25 0.9300 . ? C27 C22 1.506(4) 4_566 ? O11 C28 1.337(6) . ? O11 H11 0.8200 . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C28 H28C 0.9600 . ? 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 N2 Cu1 N3 91.72(10) . . ? N2 Cu1 N4 168.51(9) . . ? N3 Cu1 N4 93.02(9) . . ? N2 Cu1 N1 93.61(9) . . ? N3 Cu1 N1 157.19(9) . . ? N4 Cu1 N1 86.03(8) . . ? N2 Cu1 O10 90.67(9) . . ? N3 Cu1 O10 91.89(9) . . ? N4 Cu1 O10 78.73(8) . . ? N1 Cu1 O10 110.19(9) . . ? O3 Co1 O1 166.27(7) . . ? O3 Co1 O2 89.74(7) . . ? O1 Co1 O2 80.14(7) . . ? O3 Co1 O9 93.94(8) . . ? O1 Co1 O9 94.94(7) . . ? O2 Co1 O9 171.64(7) . . ? O3 Co1 O6 95.74(8) . . ? O1 Co1 O6 94.58(7) . . ? O2 Co1 O6 96.34(7) . . ? O9 Co1 O6 90.77(7) . . ? C1 O1 Co1 114.36(15) . . ? C19 O2 Co1 114.09(15) . . ? C26 O3 Co1 126.93(17) . . ? C27 O6 Co1 123.28(18) . . ? Co1 O9 H9' 107.8 . . ? Co1 O9 H9" 108.4 . . ? H9' O9 H9" 117.0 . . ? Cu1 O10 H10' 121.4 . . ? Cu1 O10 H10" 121.1 . . ? H10' O10 H10" 117.0 . . ? C1 N1 C2 122.0(2) . . ? C1 N1 Cu1 110.91(16) . . ? C2 N1 Cu1 127.07(17) . . ? C8 N2 C9 119.2(3) . . ? C8 N2 Cu1 125.1(2) . . ? C9 N2 Cu1 115.3(2) . . ? C12 N3 C11 118.9(3) . . ? C12 N3 Cu1 123.7(2) . . ? C11 N3 Cu1 117.3(2) . . ? C19 N4 C14 123.7(2) . . ? C19 N4 Cu1 110.84(16) . . ? C14 N4 Cu1 124.70(16) . . ? O8 N5 O7 123.5(3) . . ? O8 N5 C24 118.6(3) . . ? O7 N5 C24 117.9(3) . . ? O1 C1 N1 128.7(2) . . ? O1 C1 C19 115.2(2) . . ? N1 C1 C19 116.0(2) . . ? C7 C2 N1 123.6(2) . . ? C7 C2 C3 117.5(2) . . ? N1 C2 C3 118.9(2) . . ? C4 C3 C2 119.0(3) . . ? C4 C3 C8 114.9(3) . . ? C2 C3 C8 126.1(3) . . ? C5 C4 C3 122.3(3) . . ? C5 C4 H4 118.9 . . ? C3 C4 H4 118.9 . . ? C4 C5 C6 118.5(3) . . ? C4 C5 H5 120.8 . . ? C6 C5 H5 120.8 . . ? C5 C6 C7 121.2(3) . . ? C5 C6 H6 119.4 . . ? C7 C6 H6 119.4 . . ? C6 C7 C2 121.5(3) . . ? C6 C7 H7 119.3 . . ? C2 C7 H7 119.3 . . ? N2 C8 C3 127.5(3) . . ? N2 C8 H8 116.2 . . ? C3 C8 H8 116.2 . . ? N2 C9 C10 112.3(3) . . ? N2 C9 H9A 109.1 . . ? C10 C9 H9A 109.1 . . ? N2 C9 H9B 109.1 . . ? C10 C9 H9B 109.1 . . ? H9A C9 H9B 107.9 . . ? C9 C10 C11 116.5(3) . . ? C9 C10 H10A 108.2 . . ? C11 C10 H10A 108.2 . . ? C9 C10 H10B 108.2 . . ? C11 C10 H10B 108.2 . . ? H10A C10 H10B 107.3 . . ? N3 C11 C10 113.3(3) . . ? N3 C11 H11A 108.9 . . ? C10 C11 H11A 108.9 . . ? N3 C11 H11B 108.9 . . ? C10 C11 H11B 108.9 . . ? H11A C11 H11B 107.7 . . ? N3 C12 C13 127.3(3) . . ? N3 C12 H12 116.3 . . ? C13 C12 H12 116.3 . . ? C18 C13 C14 118.9(3) . . ? C18 C13 C12 115.3(3) . . ? C14 C13 C12 125.6(3) . . ? C15 C14 N4 123.2(2) . . ? C15 C14 C13 117.8(2) . . ? N4 C14 C13 118.9(2) . . ? C16 C15 C14 121.3(3) . . ? C16 C15 H15 119.4 . . ? C14 C15 H15 119.4 . . ? C17 C16 C15 120.6(3) . . ? C17 C16 H16 119.7 . . ? C15 C16 H16 119.7 . . ? C18 C17 C16 119.0(3) . . ? C18 C17 H17 120.5 . . ? C16 C17 H17 120.5 . . ? C17 C18 C13 122.3(3) . . ? C17 C18 H18 118.9 . . ? C13 C18 H18 118.9 . . ? O2 C19 N4 129.1(2) . . ? O2 C19 C1 115.0(2) . . ? N4 C19 C1 115.9(2) . . ? C25 C20 C21 119.9(2) . . ? C25 C20 C26 119.6(2) . . ? C21 C20 C26 120.5(2) . . ? C20 C21 C22 121.0(2) . . ? C20 C21 H21 119.5 . . ? C22 C21 H21 119.5 . . ? C23 C22 C21 119.2(2) . . ? C23 C22 C27 120.9(2) . 4_565 ? C21 C22 C27 119.9(2) . 4_565 ? C22 C23 C24 118.9(3) . . ? C22 C23 H23 120.6 . . ? C24 C23 H23 120.6 . . ? C25 C24 C23 122.7(3) . . ? C25 C24 N5 118.2(3) . . ? C23 C24 N5 119.0(3) . . ? C20 C25 C24 118.2(3) . . ? C20 C25 H25 120.9 . . ? C24 C25 H25 120.9 . . ? O4 C26 O3 124.8(2) . . ? O4 C26 C20 120.3(2) . . ? O3 C26 C20 114.9(2) . . ? O6 C27 O5 125.3(3) . . ? O6 C27 C22 117.6(2) . 4_566 ? O5 C27 C22 117.1(2) . 4_566 ? C28 O11 H11 109.3 . . ? O11 C28 H28A 109.5 . . ? O11 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? O11 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O3 Co1 O1 C1 33.3(4) . . . . ? O2 Co1 O1 C1 -9.74(16) . . . . ? O9 Co1 O1 C1 163.43(17) . . . . ? O6 Co1 O1 C1 -105.40(17) . . . . ? O3 Co1 O2 C19 -162.13(17) . . . . ? O1 Co1 O2 C19 8.55(16) . . . . ? O9 Co1 O2 C19 -46.0(6) . . . . ? O6 Co1 O2 C19 102.12(16) . . . . ? O1 Co1 O3 C26 174.9(3) . . . . ? O2 Co1 O3 C26 -142.8(2) . . . . ? O9 Co1 O3 C26 44.7(2) . . . . ? O6 Co1 O3 C26 -46.4(2) . . . . ? O3 Co1 O6 C27 121.8(2) . . . . ? O1 Co1 O6 C27 -67.2(2) . . . . ? O2 Co1 O6 C27 -147.8(2) . . . . ? O9 Co1 O6 C27 27.8(2) . . . . ? N2 Cu1 N1 C1 -165.55(17) . . . . ? N3 Cu1 N1 C1 91.3(3) . . . . ? N4 Cu1 N1 C1 2.95(17) . . . . ? O10 Cu1 N1 C1 -73.51(18) . . . . ? N2 Cu1 N1 C2 12.0(2) . . . . ? N3 Cu1 N1 C2 -91.2(3) . . . . ? N4 Cu1 N1 C2 -179.5(2) . . . . ? O10 Cu1 N1 C2 104.0(2) . . . . ? N3 Cu1 N2 C8 156.9(3) . . . . ? N4 Cu1 N2 C8 -88.7(5) . . . . ? N1 Cu1 N2 C8 -0.9(3) . . . . ? O10 Cu1 N2 C8 -111.2(3) . . . . ? N3 Cu1 N2 C9 -30.7(2) . . . . ? N4 Cu1 N2 C9 83.6(5) . . . . ? N1 Cu1 N2 C9 171.5(2) . . . . ? O10 Cu1 N2 C9 61.2(2) . . . . ? N2 Cu1 N3 C12 150.8(2) . . . . ? N4 Cu1 N3 C12 -18.7(2) . . . . ? N1 Cu1 N3 C12 -105.6(3) . . . . ? O10 Cu1 N3 C12 60.1(2) . . . . ? N2 Cu1 N3 C11 -32.4(2) . . . . ? N4 Cu1 N3 C11 158.0(2) . . . . ? N1 Cu1 N3 C11 71.1(3) . . . . ? O10 Cu1 N3 C11 -123.2(2) . . . . ? N2 Cu1 N4 C19 83.5(5) . . . . ? N3 Cu1 N4 C19 -162.26(17) . . . . ? N1 Cu1 N4 C19 -5.09(17) . . . . ? O10 Cu1 N4 C19 106.41(17) . . . . ? N2 Cu1 N4 C14 -86.5(5) . . . . ? N3 Cu1 N4 C14 27.7(2) . . . . ? N1 Cu1 N4 C14 -175.1(2) . . . . ? O10 Cu1 N4 C14 -63.58(19) . . . . ? Co1 O1 C1 N1 -168.5(2) . . . . ? Co1 O1 C1 C19 9.2(3) . . . . ? C2 N1 C1 O1 -0.4(4) . . . . ? Cu1 N1 C1 O1 177.3(2) . . . . ? C2 N1 C1 C19 -178.1(2) . . . . ? Cu1 N1 C1 C19 -0.5(3) . . . . ? C1 N1 C2 C7 -17.6(4) . . . . ? Cu1 N1 C2 C7 165.1(2) . . . . ? C1 N1 C2 C3 163.0(2) . . . . ? Cu1 N1 C2 C3 -14.3(4) . . . . ? C7 C2 C3 C4 3.6(4) . . . . ? N1 C2 C3 C4 -177.0(3) . . . . ? C7 C2 C3 C8 -175.6(3) . . . . ? N1 C2 C3 C8 3.8(4) . . . . ? C2 C3 C4 C5 -2.4(5) . . . . ? C8 C3 C4 C5 177.0(3) . . . . ? C3 C4 C5 C6 -0.3(6) . . . . ? C4 C5 C6 C7 1.6(6) . . . . ? C5 C6 C7 C2 -0.2(6) . . . . ? N1 C2 C7 C6 178.2(3) . . . . ? C3 C2 C7 C6 -2.4(5) . . . . ? C9 N2 C8 C3 179.9(3) . . . . ? Cu1 N2 C8 C3 -8.0(4) . . . . ? C4 C3 C8 N2 -171.1(3) . . . . ? C2 C3 C8 N2 8.2(5) . . . . ? C8 N2 C9 C10 -117.6(3) . . . . ? Cu1 N2 C9 C10 69.6(3) . . . . ? N2 C9 C10 C11 -40.2(5) . . . . ? C12 N3 C11 C10 -118.7(3) . . . . ? Cu1 N3 C11 C10 64.4(4) . . . . ? C9 C10 C11 N3 -27.2(5) . . . . ? C11 N3 C12 C13 -174.3(3) . . . . ? Cu1 N3 C12 C13 2.4(4) . . . . ? N3 C12 C13 C18 -170.1(3) . . . . ? N3 C12 C13 C14 14.5(5) . . . . ? C19 N4 C14 C15 -10.0(4) . . . . ? Cu1 N4 C14 C15 158.7(2) . . . . ? C19 N4 C14 C13 171.2(2) . . . . ? Cu1 N4 C14 C13 -20.1(3) . . . . ? C18 C13 C14 C15 1.5(4) . . . . ? C12 C13 C14 C15 176.7(3) . . . . ? C18 C13 C14 N4 -179.7(2) . . . . ? C12 C13 C14 N4 -4.5(4) . . . . ? N4 C14 C15 C16 -178.3(3) . . . . ? C13 C14 C15 C16 0.5(4) . . . . ? C14 C15 C16 C17 -1.3(5) . . . . ? C15 C16 C17 C18 0.0(6) . . . . ? C16 C17 C18 C13 2.1(6) . . . . ? C14 C13 C18 C17 -2.8(5) . . . . ? C12 C13 C18 C17 -178.5(3) . . . . ? Co1 O2 C19 N4 173.7(2) . . . . ? Co1 O2 C19 C1 -6.2(2) . . . . ? C14 N4 C19 O2 -3.7(4) . . . . ? Cu1 N4 C19 O2 -173.8(2) . . . . ? C14 N4 C19 C1 176.2(2) . . . . ? Cu1 N4 C19 C1 6.1(3) . . . . ? O1 C1 C19 O2 -2.0(3) . . . . ? N1 C1 C19 O2 176.0(2) . . . . ? O1 C1 C19 N4 178.0(2) . . . . ? N1 C1 C19 N4 -3.9(3) . . . . ? C25 C20 C21 C22 -1.8(4) . . . . ? C26 C20 C21 C22 179.3(2) . . . . ? C20 C21 C22 C23 2.5(4) . . . . ? C20 C21 C22 C27 -178.9(2) . . . 4_565 ? C21 C22 C23 C24 -1.4(4) . . . . ? C27 C22 C23 C24 179.9(3) 4_565 . . . ? C22 C23 C24 C25 -0.2(5) . . . . ? C22 C23 C24 N5 179.1(3) . . . . ? O8 N5 C24 C25 -13.2(6) . . . . ? O7 N5 C24 C25 165.3(4) . . . . ? O8 N5 C24 C23 167.4(4) . . . . ? O7 N5 C24 C23 -14.1(6) . . . . ? C21 C20 C25 C24 0.1(4) . . . . ? C26 C20 C25 C24 179.0(3) . . . . ? C23 C24 C25 C20 0.9(5) . . . . ? N5 C24 C25 C20 -178.5(3) . . . . ? Co1 O3 C26 O4 -36.6(4) . . . . ? Co1 O3 C26 C20 144.88(18) . . . . ? C25 C20 C26 O4 -175.6(2) . . . . ? C21 C20 C26 O4 3.3(4) . . . . ? C25 C20 C26 O3 2.9(4) . . . . ? C21 C20 C26 O3 -178.1(2) . . . . ? Co1 O6 C27 O5 -10.6(4) . . . . ? Co1 O6 C27 C22 169.67(17) . . . 4_566 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.425 _refine_diff_density_min -0.411 _refine_diff_density_rms 0.051 #===end data_n100513c _database_code_depnum_ccdc_archive 'CCDC 855270' #TrackingRef '- 100528A.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28.50 H23 Cu2 N4 O9' _chemical_formula_weight 692.59 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.1511(6) _cell_length_b 15.0170(8) _cell_length_c 16.4209(9) _cell_angle_alpha 90.00 _cell_angle_beta 103.6100(10) _cell_angle_gamma 90.00 _cell_volume 2672.6(2) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 8930 _cell_measurement_theta_min 2.32 _cell_measurement_theta_max 28.31 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.721 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1408 _exptl_absorpt_coefficient_mu 1.657 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6918 _exptl_absorpt_correction_T_max 0.8011 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13317 _diffrn_reflns_av_R_equivalents 0.0211 _diffrn_reflns_av_sigmaI/netI 0.0239 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.32 _diffrn_reflns_theta_max 25.01 _reflns_number_total 4680 _reflns_number_gt 4422 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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. Refinement of disorder group are based on Dfix and Isor. C28, O8, O7 disordered in two position, and the distances of disordered atoms were restrained to 1.21(1) and 1.31(1). The distances of C24 and disordered atom C28 were restrained to 1.50(1). The distances of disordered atoms O7 and C29 were restrained to 1.55(1). The distances of disordered atoms O7' and O' were restrained to 2.25(1). ; _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^)+(0.0227P)^2^+6.8497P] 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 4680 _refine_ls_number_parameters 418 _refine_ls_number_restraints 41 _refine_ls_R_factor_all 0.0351 _refine_ls_R_factor_gt 0.0329 _refine_ls_wR_factor_ref 0.0799 _refine_ls_wR_factor_gt 0.0788 _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_restrained_S_all 1.101 _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 Cu1 Cu 1.23628(3) 0.63027(2) -0.06964(2) 0.01461(10) Uani 1 1 d . . . Cu2 Cu 1.08681(3) 0.41471(2) 0.13582(2) 0.01593(10) Uani 1 1 d . . . N1 N 1.2592(2) 0.50537(15) -0.03659(14) 0.0141(5) Uani 1 1 d . . . N2 N 1.3918(2) 0.63514(16) -0.10426(15) 0.0177(5) Uani 1 1 d . . . N3 N 1.1882(2) 0.74732(15) -0.11713(14) 0.0146(5) Uani 1 1 d . . . N4 N 1.1276(2) 0.63799(15) 0.00963(14) 0.0138(5) Uani 1 1 d . . . O1 O 1.18780(19) 0.41066(13) 0.05351(13) 0.0188(4) Uani 1 1 d . . . O2 O 1.05657(18) 0.53686(13) 0.09481(12) 0.0174(4) Uani 1 1 d . . . O3 O 1.08252(19) 0.51540(14) 0.27751(13) 0.0223(5) Uani 1 1 d . . . O4 O 0.95131(19) 0.42536(12) 0.19209(12) 0.0177(4) Uani 1 1 d . . . O5 O 0.87913(19) 0.79730(13) 0.32432(13) 0.0205(4) Uani 1 1 d . . . O6 O 0.67224(19) 0.80264(13) 0.29890(14) 0.0234(5) Uani 1 1 d . . . O7 O 0.5251(5) 0.5151(4) 0.4029(4) 0.0317(9) Uani 0.454(4) 1 d PDU A 1 O8 O 0.5833(11) 0.3868(6) 0.3343(5) 0.0347(16) Uani 0.454(4) 1 d PDU A 1 C28 C 0.5897(6) 0.4663(6) 0.3566(4) 0.0483(11) Uani 0.454(4) 1 d PDU A 1 C29 C 0.4276(6) 0.4667(6) 0.4339(5) 0.045(2) Uani 0.454(4) 1 d PD A 1 H29A H 0.3765 0.4338 0.3887 0.068 Uiso 0.454(4) 1 calc PR A 1 H29B H 0.3779 0.5088 0.4553 0.068 Uiso 0.454(4) 1 calc PR A 1 H29C H 0.4657 0.4264 0.4778 0.068 Uiso 0.454(4) 1 calc PR A 1 O7' O 0.4887(4) 0.5117(3) 0.3492(4) 0.0317(9) Uani 0.546(4) 1 d PD A 2 H7' H 0.4348 0.4796 0.3597 0.047 Uiso 0.546(4) 1 calc PR A 2 O8' O 0.5969(9) 0.3833(5) 0.3701(4) 0.0347(16) Uani 0.546(4) 1 d PDU A 2 C28' C 0.5907(6) 0.4630(5) 0.3508(3) 0.0483(11) Uani 0.546(4) 1 d PDU A 2 O9 O 0.2968(4) 0.4175(3) 0.3271(3) 0.0351(11) Uani 0.50 1 d P B 3 O10 O 1.2989(5) 0.4838(3) 0.2250(3) 0.0380(12) Uani 0.50 1 d P C 4 C1 C 1.1948(2) 0.48433(18) 0.01769(17) 0.0146(6) Uani 1 1 d . . . C2 C 1.3347(3) 0.44378(19) -0.06646(17) 0.0161(6) Uani 1 1 d . . . C3 C 1.4315(3) 0.4754(2) -0.10094(17) 0.0172(6) Uani 1 1 d . . . C4 C 1.5094(3) 0.4134(2) -0.12619(19) 0.0240(7) Uani 1 1 d . . . H4 H 1.5748 0.4342 -0.1470 0.029 Uiso 1 1 calc R . . C5 C 1.4927(3) 0.3233(2) -0.12132(19) 0.0273(7) Uani 1 1 d . . . H5 H 1.5463 0.2836 -0.1380 0.033 Uiso 1 1 calc R . . C6 C 1.3943(3) 0.2926(2) -0.09101(19) 0.0251(7) Uani 1 1 d . . . H6 H 1.3799 0.2317 -0.0893 0.030 Uiso 1 1 calc R . . C7 C 1.3171(3) 0.35159(19) -0.06325(18) 0.0194(6) Uani 1 1 d . . . H7 H 1.2525 0.3296 -0.0421 0.023 Uiso 1 1 calc R . . C8 C 1.4601(3) 0.5683(2) -0.11124(17) 0.0188(6) Uani 1 1 d . . . H8 H 1.5352 0.5806 -0.1242 0.023 Uiso 1 1 calc R . . C9 C 1.4379(3) 0.7251(2) -0.1140(2) 0.0229(7) Uani 1 1 d . . . H9A H 1.5224 0.7214 -0.1197 0.027 Uiso 1 1 calc R . . H9B H 1.4376 0.7597 -0.0642 0.027 Uiso 1 1 calc R . . C10 C 1.3597(3) 0.7719(2) -0.1900(2) 0.0261(7) Uani 1 1 d . . . H10A H 1.3776 0.7461 -0.2400 0.031 Uiso 1 1 calc R . . H10B H 1.3838 0.8341 -0.1881 0.031 Uiso 1 1 calc R . . C11 C 1.2202(3) 0.76678(19) -0.19757(18) 0.0182(6) Uani 1 1 d . . . H11A H 1.1830 0.8230 -0.2191 0.022 Uiso 1 1 calc R . . H11B H 1.1856 0.7207 -0.2377 0.022 Uiso 1 1 calc R . . C12 C 1.1232(3) 0.80368(19) -0.08880(18) 0.0166(6) Uani 1 1 d . . . H12 H 1.1076 0.8572 -0.1178 0.020 Uiso 1 1 calc R . . C13 C 1.0703(3) 0.79423(19) -0.01640(17) 0.0158(6) Uani 1 1 d . . . C14 C 1.0701(2) 0.71573(18) 0.03161(17) 0.0141(6) Uani 1 1 d . . . C15 C 1.0131(3) 0.71927(19) 0.09881(18) 0.0170(6) Uani 1 1 d . . . H15 H 1.0137 0.6689 0.1319 0.020 Uiso 1 1 calc R . . C16 C 0.9560(3) 0.7961(2) 0.11728(19) 0.0205(6) Uani 1 1 d . . . H16 H 0.9202 0.7969 0.1631 0.025 Uiso 1 1 calc R . . C17 C 0.9514(3) 0.87169(19) 0.06827(19) 0.0206(6) Uani 1 1 d . . . H17 H 0.9107 0.9226 0.0795 0.025 Uiso 1 1 calc R . . C18 C 1.0089(3) 0.86957(19) 0.00253(19) 0.0207(6) Uani 1 1 d . . . H18 H 1.0065 0.9202 -0.0304 0.025 Uiso 1 1 calc R . . C19 C 1.1197(2) 0.55960(19) 0.04354(17) 0.0142(6) Uani 1 1 d . . . C20 C 0.8713(3) 0.52695(19) 0.27721(17) 0.0158(6) Uani 1 1 d . . . C21 C 0.8677(3) 0.61919(19) 0.28133(17) 0.0167(6) Uani 1 1 d . . . H21 H 0.9299 0.6525 0.2670 0.020 Uiso 1 1 calc R . . C22 C 0.7727(3) 0.66233(19) 0.30652(18) 0.0170(6) Uani 1 1 d . . . C23 C 0.6813(3) 0.6122(2) 0.3290(2) 0.0226(7) Uani 1 1 d . A . H23 H 0.6164 0.6405 0.3450 0.027 Uiso 1 1 calc R . . C24 C 0.6862(3) 0.5199(2) 0.3277(2) 0.0256(7) Uani 1 1 d D . . C25 C 0.7804(3) 0.4771(2) 0.30071(19) 0.0209(6) Uani 1 1 d . A . H25 H 0.7824 0.4152 0.2984 0.025 Uiso 1 1 calc R . . C26 C 0.9771(3) 0.48649(19) 0.24793(18) 0.0174(6) Uani 1 1 d . . . C27 C 0.7707(3) 0.76203(19) 0.31022(18) 0.0178(6) 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 Cu1 0.01620(18) 0.01160(18) 0.01894(19) 0.00377(13) 0.00996(14) 0.00202(13) Cu2 0.02181(19) 0.00982(18) 0.01938(19) 0.00276(14) 0.01132(14) 0.00207(14) N1 0.0136(11) 0.0122(11) 0.0172(12) 0.0016(9) 0.0053(9) 0.0013(9) N2 0.0171(12) 0.0174(13) 0.0201(12) 0.0039(10) 0.0077(10) 0.0002(10) N3 0.0158(12) 0.0140(12) 0.0153(12) 0.0008(9) 0.0061(9) -0.0023(10) N4 0.0149(11) 0.0118(12) 0.0159(12) 0.0016(9) 0.0060(9) 0.0005(9) O1 0.0234(11) 0.0129(10) 0.0235(11) 0.0055(8) 0.0126(9) 0.0040(8) O2 0.0218(10) 0.0123(10) 0.0216(11) 0.0040(8) 0.0121(9) 0.0030(8) O3 0.0211(11) 0.0194(11) 0.0281(12) -0.0013(9) 0.0092(9) 0.0029(9) O4 0.0275(11) 0.0111(10) 0.0181(10) 0.0003(8) 0.0127(9) 0.0014(8) O5 0.0233(11) 0.0119(10) 0.0306(12) -0.0065(9) 0.0149(9) -0.0030(8) O6 0.0249(12) 0.0137(10) 0.0344(12) -0.0011(9) 0.0123(9) 0.0016(9) O7 0.022(2) 0.0223(15) 0.057(3) -0.003(2) 0.021(2) -0.0027(15) O8 0.036(2) 0.0131(14) 0.062(5) 0.004(3) 0.026(4) -0.0026(13) C28 0.0322(18) 0.0300(19) 0.090(3) -0.0038(19) 0.0299(19) -0.0026(15) C29 0.044(5) 0.038(5) 0.069(6) 0.016(4) 0.044(5) 0.001(4) O7' 0.022(2) 0.0223(15) 0.057(3) -0.003(2) 0.021(2) -0.0027(15) O8' 0.036(2) 0.0131(14) 0.062(5) 0.004(3) 0.026(4) -0.0026(13) C28' 0.0322(18) 0.0300(19) 0.090(3) -0.0038(19) 0.0299(19) -0.0026(15) O9 0.030(3) 0.031(3) 0.045(3) -0.002(2) 0.010(2) -0.001(2) O10 0.042(3) 0.025(3) 0.056(3) 0.001(2) 0.027(3) 0.001(2) C1 0.0139(14) 0.0121(14) 0.0180(14) 0.0008(11) 0.0043(11) 0.0014(11) C2 0.0169(14) 0.0183(14) 0.0121(13) -0.0003(11) 0.0018(11) 0.0053(12) C3 0.0181(14) 0.0207(15) 0.0127(14) 0.0026(11) 0.0035(11) 0.0065(12) C4 0.0240(16) 0.0321(18) 0.0185(15) 0.0052(13) 0.0105(13) 0.0099(14) C5 0.0351(18) 0.0286(18) 0.0210(16) 0.0000(13) 0.0122(14) 0.0178(15) C6 0.0350(18) 0.0186(16) 0.0212(16) -0.0025(13) 0.0058(13) 0.0071(14) C7 0.0216(15) 0.0173(15) 0.0191(15) -0.0002(12) 0.0046(12) 0.0019(12) C8 0.0149(14) 0.0278(17) 0.0151(14) 0.0043(12) 0.0067(11) 0.0028(12) C9 0.0204(15) 0.0206(16) 0.0307(17) 0.0047(13) 0.0123(13) -0.0030(12) C10 0.0274(17) 0.0244(17) 0.0317(18) 0.0101(14) 0.0173(14) 0.0002(14) C11 0.0248(16) 0.0151(14) 0.0171(14) 0.0026(11) 0.0095(12) 0.0014(12) C12 0.0209(15) 0.0115(13) 0.0174(14) 0.0031(11) 0.0047(12) -0.0014(11) C13 0.0187(14) 0.0136(14) 0.0159(14) -0.0007(11) 0.0059(11) 0.0005(11) C14 0.0139(13) 0.0110(13) 0.0172(14) -0.0015(11) 0.0032(11) -0.0012(11) C15 0.0208(15) 0.0136(14) 0.0182(14) 0.0001(11) 0.0076(12) -0.0019(12) C16 0.0244(16) 0.0200(15) 0.0197(15) -0.0037(12) 0.0103(12) -0.0001(13) C17 0.0258(16) 0.0132(14) 0.0246(16) -0.0050(12) 0.0096(13) 0.0041(12) C18 0.0296(16) 0.0125(14) 0.0214(15) 0.0021(12) 0.0088(13) 0.0031(12) C19 0.0130(13) 0.0154(14) 0.0144(13) 0.0014(11) 0.0034(11) 0.0009(11) C20 0.0194(14) 0.0139(14) 0.0132(13) -0.0017(11) 0.0023(11) 0.0022(11) C21 0.0214(15) 0.0153(14) 0.0153(14) -0.0008(11) 0.0077(11) 0.0004(12) C22 0.0200(15) 0.0132(14) 0.0181(14) -0.0019(11) 0.0052(12) 0.0003(11) C23 0.0169(15) 0.0168(15) 0.0353(18) -0.0041(13) 0.0086(13) 0.0008(12) C24 0.0184(15) 0.0159(15) 0.043(2) -0.0034(14) 0.0087(14) -0.0028(12) C25 0.0214(15) 0.0138(14) 0.0265(16) -0.0039(12) 0.0034(13) -0.0001(12) C26 0.0266(17) 0.0119(14) 0.0163(14) 0.0032(11) 0.0102(12) 0.0035(12) C27 0.0237(16) 0.0146(14) 0.0184(14) -0.0026(11) 0.0118(12) 0.0004(12) _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 Cu1 N3 1.946(2) . ? Cu1 N2 1.950(2) . ? Cu1 N1 1.953(2) . ? Cu1 N4 1.980(2) . ? Cu2 O5 1.888(2) 2_745 ? Cu2 O1 1.953(2) . ? Cu2 O4 1.954(2) . ? Cu2 O2 1.9558(19) . ? N1 C1 1.308(4) . ? N1 C2 1.414(4) . ? N2 C8 1.281(4) . ? N2 C9 1.468(4) . ? N3 C12 1.271(4) . ? N3 C11 1.477(4) . ? N4 C19 1.314(4) . ? N4 C14 1.419(3) . ? O1 C1 1.264(3) . ? O2 C19 1.265(3) . ? O3 C26 1.240(4) . ? O4 C26 1.281(4) . ? O5 C27 1.290(4) . ? O5 Cu2 1.888(2) 2_755 ? O6 C27 1.232(4) . ? O7 C28 1.375(8) . ? O7 C29 1.494(7) . ? O8 C28 1.246(8) . ? C28 C24 1.508(8) . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 0.9600 . ? O7' C28' 1.347(7) . ? O7' H7' 0.8200 . ? O8' C28' 1.235(7) . ? C28' C24 1.483(8) . ? C1 C19 1.525(4) . ? C2 C7 1.401(4) . ? C2 C3 1.415(4) . ? C3 C4 1.400(4) . ? C3 C8 1.450(4) . ? C4 C5 1.371(5) . ? C4 H4 0.9300 . ? C5 C6 1.386(5) . ? C5 H5 0.9300 . ? C6 C7 1.385(4) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 H8 0.9300 . ? C9 C10 1.517(4) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.533(4) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.453(4) . ? C12 H12 0.9300 . ? C13 C18 1.395(4) . ? C13 C14 1.419(4) . ? C14 C15 1.397(4) . ? C15 C16 1.386(4) . ? C15 H15 0.9300 . ? C16 C17 1.386(4) . ? C16 H16 0.9300 . ? C17 C18 1.379(4) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C20 C25 1.387(4) . ? C20 C21 1.388(4) . ? C20 C26 1.503(4) . ? C21 C22 1.385(4) . ? C21 H21 0.9300 . ? C22 C23 1.385(4) . ? C22 C27 1.499(4) . ? C23 C24 1.387(4) . ? C23 H23 0.9300 . ? C24 C25 1.390(4) . ? C25 H25 0.9300 . ? 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 N3 Cu1 N2 91.70(10) . . ? N3 Cu1 N1 169.90(10) . . ? N2 Cu1 N1 92.86(10) . . ? N3 Cu1 N4 93.26(9) . . ? N2 Cu1 N4 156.04(10) . . ? N1 Cu1 N4 86.20(9) . . ? O5 Cu2 O1 96.26(8) 2_745 . ? O5 Cu2 O4 91.57(8) 2_745 . ? O1 Cu2 O4 164.91(9) . . ? O5 Cu2 O2 178.36(9) 2_745 . ? O1 Cu2 O2 82.63(8) . . ? O4 Cu2 O2 89.78(8) . . ? C1 N1 C2 123.0(2) . . ? C1 N1 Cu1 111.39(18) . . ? C2 N1 Cu1 125.56(19) . . ? C8 N2 C9 118.8(2) . . ? C8 N2 Cu1 125.8(2) . . ? C9 N2 Cu1 115.12(19) . . ? C12 N3 C11 118.3(2) . . ? C12 N3 Cu1 125.6(2) . . ? C11 N3 Cu1 115.79(18) . . ? C19 N4 C14 123.4(2) . . ? C19 N4 Cu1 109.79(18) . . ? C14 N4 Cu1 126.78(18) . . ? C1 O1 Cu2 113.80(18) . . ? C19 O2 Cu2 113.86(18) . . ? C26 O4 Cu2 109.17(18) . . ? C27 O5 Cu2 123.32(18) . 2_755 ? C28 O7 C29 116.5(6) . . ? O8 C28 O7 132.3(8) . . ? O8 C28 C24 114.5(8) . . ? O7 C28 C24 113.2(6) . . ? C28' O7' H7' 109.5 . . ? O8' C28' O7' 121.9(7) . . ? O8' C28' C24 128.5(7) . . ? O7' C28' C24 109.6(5) . . ? O1 C1 N1 129.2(3) . . ? O1 C1 C19 114.9(2) . . ? N1 C1 C19 115.8(2) . . ? C7 C2 N1 122.2(3) . . ? C7 C2 C3 118.3(3) . . ? N1 C2 C3 119.5(3) . . ? C4 C3 C2 118.7(3) . . ? C4 C3 C8 115.9(3) . . ? C2 C3 C8 125.4(3) . . ? C5 C4 C3 122.5(3) . . ? C5 C4 H4 118.8 . . ? C3 C4 H4 118.8 . . ? C4 C5 C6 118.6(3) . . ? C4 C5 H5 120.7 . . ? C6 C5 H5 120.7 . . ? C7 C6 C5 120.8(3) . . ? C7 C6 H6 119.6 . . ? C5 C6 H6 119.6 . . ? C6 C7 C2 121.1(3) . . ? C6 C7 H7 119.5 . . ? C2 C7 H7 119.5 . . ? N2 C8 C3 126.3(3) . . ? N2 C8 H8 116.8 . . ? C3 C8 H8 116.8 . . ? N2 C9 C10 111.6(3) . . ? N2 C9 H9A 109.3 . . ? C10 C9 H9A 109.3 . . ? N2 C9 H9B 109.3 . . ? C10 C9 H9B 109.3 . . ? H9A C9 H9B 108.0 . . ? C9 C10 C11 114.7(2) . . ? C9 C10 H10A 108.6 . . ? C11 C10 H10A 108.6 . . ? C9 C10 H10B 108.6 . . ? C11 C10 H10B 108.6 . . ? H10A C10 H10B 107.6 . . ? N3 C11 C10 113.1(2) . . ? N3 C11 H11A 109.0 . . ? C10 C11 H11A 109.0 . . ? N3 C11 H11B 109.0 . . ? C10 C11 H11B 109.0 . . ? H11A C11 H11B 107.8 . . ? N3 C12 C13 127.6(3) . . ? N3 C12 H12 116.2 . . ? C13 C12 H12 116.2 . . ? C18 C13 C14 119.0(3) . . ? C18 C13 C12 114.7(3) . . ? C14 C13 C12 126.2(3) . . ? C15 C14 C13 117.9(3) . . ? C15 C14 N4 123.3(2) . . ? C13 C14 N4 118.8(2) . . ? C16 C15 C14 121.5(3) . . ? C16 C15 H15 119.3 . . ? C14 C15 H15 119.3 . . ? C15 C16 C17 120.7(3) . . ? C15 C16 H16 119.6 . . ? C17 C16 H16 119.6 . . ? C18 C17 C16 118.4(3) . . ? C18 C17 H17 120.8 . . ? C16 C17 H17 120.8 . . ? C17 C18 C13 122.4(3) . . ? C17 C18 H18 118.8 . . ? C13 C18 H18 118.8 . . ? O2 C19 N4 128.8(3) . . ? O2 C19 C1 114.4(2) . . ? N4 C19 C1 116.8(2) . . ? C25 C20 C21 119.6(3) . . ? C25 C20 C26 123.5(3) . . ? C21 C20 C26 117.0(3) . . ? C22 C21 C20 121.0(3) . . ? C22 C21 H21 119.5 . . ? C20 C21 H21 119.5 . . ? C21 C22 C23 119.2(3) . . ? C21 C22 C27 119.9(3) . . ? C23 C22 C27 120.9(3) . . ? C22 C23 C24 120.4(3) . . ? C22 C23 H23 119.8 . . ? C24 C23 H23 119.8 . . ? C23 C24 C25 120.1(3) . . ? C23 C24 C28' 122.6(4) . . ? C25 C24 C28' 117.2(4) . . ? C23 C24 C28 119.7(4) . . ? C25 C24 C28 120.1(4) . . ? C28' C24 C28 4.1(5) . . ? C20 C25 C24 119.7(3) . . ? C20 C25 H25 120.1 . . ? C24 C25 H25 120.1 . . ? O3 C26 O4 124.3(3) . . ? O3 C26 C20 118.4(3) . . ? O4 C26 C20 117.2(3) . . ? O6 C27 O5 126.1(3) . . ? O6 C27 C22 120.6(3) . . ? O5 C27 C22 113.3(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N3 Cu1 N1 C1 -85.9(6) . . . . ? N2 Cu1 N1 C1 157.3(2) . . . . ? N4 Cu1 N1 C1 1.3(2) . . . . ? N3 Cu1 N1 C2 93.9(6) . . . . ? N2 Cu1 N1 C2 -22.8(2) . . . . ? N4 Cu1 N1 C2 -178.8(2) . . . . ? N3 Cu1 N2 C8 -161.3(3) . . . . ? N1 Cu1 N2 C8 9.7(3) . . . . ? N4 Cu1 N2 C8 96.8(3) . . . . ? N3 Cu1 N2 C9 25.5(2) . . . . ? N1 Cu1 N2 C9 -163.6(2) . . . . ? N4 Cu1 N2 C9 -76.5(3) . . . . ? N2 Cu1 N3 C12 -147.7(2) . . . . ? N1 Cu1 N3 C12 95.4(6) . . . . ? N4 Cu1 N3 C12 8.8(2) . . . . ? N2 Cu1 N3 C11 38.9(2) . . . . ? N1 Cu1 N3 C11 -78.0(6) . . . . ? N4 Cu1 N3 C11 -164.57(19) . . . . ? N3 Cu1 N4 C19 168.30(19) . . . . ? N2 Cu1 N4 C19 -90.1(3) . . . . ? N1 Cu1 N4 C19 -1.59(19) . . . . ? N3 Cu1 N4 C14 -14.7(2) . . . . ? N2 Cu1 N4 C14 86.9(3) . . . . ? N1 Cu1 N4 C14 175.4(2) . . . . ? O5 Cu2 O1 C1 -174.5(2) 2_745 . . . ? O4 Cu2 O1 C1 64.7(4) . . . . ? O2 Cu2 O1 C1 4.29(19) . . . . ? O5 Cu2 O2 C19 42(3) 2_745 . . . ? O1 Cu2 O2 C19 -5.95(19) . . . . ? O4 Cu2 O2 C19 -172.86(19) . . . . ? O5 Cu2 O4 C26 116.34(19) 2_745 . . . ? O1 Cu2 O4 C26 -122.3(3) . . . . ? O2 Cu2 O4 C26 -62.73(18) . . . . ? C29 O7 C28 O8 0.1(4) . . . . ? C29 O7 C28 C24 179.97(19) . . . . ? Cu2 O1 C1 N1 176.1(2) . . . . ? Cu2 O1 C1 C19 -2.2(3) . . . . ? C2 N1 C1 O1 1.1(5) . . . . ? Cu1 N1 C1 O1 -179.1(2) . . . . ? C2 N1 C1 C19 179.3(2) . . . . ? Cu1 N1 C1 C19 -0.8(3) . . . . ? C1 N1 C2 C7 21.6(4) . . . . ? Cu1 N1 C2 C7 -158.3(2) . . . . ? C1 N1 C2 C3 -158.5(3) . . . . ? Cu1 N1 C2 C3 21.7(4) . . . . ? C7 C2 C3 C4 -3.3(4) . . . . ? N1 C2 C3 C4 176.7(3) . . . . ? C7 C2 C3 C8 178.1(3) . . . . ? N1 C2 C3 C8 -1.9(4) . . . . ? C2 C3 C4 C5 2.2(5) . . . . ? C8 C3 C4 C5 -179.0(3) . . . . ? C3 C4 C5 C6 0.7(5) . . . . ? C4 C5 C6 C7 -2.4(5) . . . . ? C5 C6 C7 C2 1.2(5) . . . . ? N1 C2 C7 C6 -178.4(3) . . . . ? C3 C2 C7 C6 1.7(4) . . . . ? C9 N2 C8 C3 177.9(3) . . . . ? Cu1 N2 C8 C3 4.9(4) . . . . ? C4 C3 C8 N2 168.9(3) . . . . ? C2 C3 C8 N2 -12.4(5) . . . . ? C8 N2 C9 C10 115.5(3) . . . . ? Cu1 N2 C9 C10 -70.8(3) . . . . ? N2 C9 C10 C11 47.9(4) . . . . ? C12 N3 C11 C10 120.1(3) . . . . ? Cu1 N3 C11 C10 -66.0(3) . . . . ? C9 C10 C11 N3 21.1(4) . . . . ? C11 N3 C12 C13 173.0(3) . . . . ? Cu1 N3 C12 C13 -0.3(4) . . . . ? N3 C12 C13 C18 176.5(3) . . . . ? N3 C12 C13 C14 -7.4(5) . . . . ? C18 C13 C14 C15 -3.3(4) . . . . ? C12 C13 C14 C15 -179.2(3) . . . . ? C18 C13 C14 N4 177.0(3) . . . . ? C12 C13 C14 N4 1.1(4) . . . . ? C19 N4 C14 C15 8.7(4) . . . . ? Cu1 N4 C14 C15 -168.0(2) . . . . ? C19 N4 C14 C13 -171.6(3) . . . . ? Cu1 N4 C14 C13 11.7(4) . . . . ? C13 C14 C15 C16 1.5(4) . . . . ? N4 C14 C15 C16 -178.8(3) . . . . ? C14 C15 C16 C17 1.3(5) . . . . ? C15 C16 C17 C18 -2.2(5) . . . . ? C16 C17 C18 C13 0.3(5) . . . . ? C14 C13 C18 C17 2.4(5) . . . . ? C12 C13 C18 C17 178.8(3) . . . . ? Cu2 O2 C19 N4 -174.6(2) . . . . ? Cu2 O2 C19 C1 6.3(3) . . . . ? C14 N4 C19 O2 5.3(5) . . . . ? Cu1 N4 C19 O2 -177.6(2) . . . . ? C14 N4 C19 C1 -175.6(2) . . . . ? Cu1 N4 C19 C1 1.6(3) . . . . ? O1 C1 C19 O2 -2.8(4) . . . . ? N1 C1 C19 O2 178.7(2) . . . . ? O1 C1 C19 N4 177.9(2) . . . . ? N1 C1 C19 N4 -0.6(4) . . . . ? C25 C20 C21 C22 -1.7(4) . . . . ? C26 C20 C21 C22 179.1(3) . . . . ? C20 C21 C22 C23 0.9(4) . . . . ? C20 C21 C22 C27 -179.8(3) . . . . ? C21 C22 C23 C24 1.2(5) . . . . ? C27 C22 C23 C24 -178.1(3) . . . . ? C22 C23 C24 C25 -2.5(5) . . . . ? C22 C23 C24 C28' -179.8(3) . . . . ? C22 C23 C24 C28 176.8(3) . . . . ? O8' C28' C24 C23 -162.4(5) . . . . ? O7' C28' C24 C23 17.0(5) . . . . ? O8' C28' C24 C25 20.2(5) . . . . ? O7' C28' C24 C25 -160.4(4) . . . . ? O8' C28' C24 C28 -116(6) . . . . ? O7' C28' C24 C28 63(6) . . . . ? O8 C28 C24 C23 163.1(5) . . . . ? O7 C28 C24 C23 -16.8(5) . . . . ? O8 C28 C24 C25 -17.6(5) . . . . ? O7 C28 C24 C25 162.5(4) . . . . ? O8 C28 C24 C28' 27(6) . . . . ? O7 C28 C24 C28' -152(6) . . . . ? C21 C20 C25 C24 0.4(4) . . . . ? C26 C20 C25 C24 179.5(3) . . . . ? C23 C24 C25 C20 1.7(5) . . . . ? C28' C24 C25 C20 179.2(3) . . . . ? C28 C24 C25 C20 -177.6(3) . . . . ? Cu2 O4 C26 O3 -18.8(3) . . . . ? Cu2 O4 C26 C20 159.4(2) . . . . ? C25 C20 C26 O3 -133.6(3) . . . . ? C21 C20 C26 O3 45.6(4) . . . . ? C25 C20 C26 O4 48.1(4) . . . . ? C21 C20 C26 O4 -132.8(3) . . . . ? Cu2 O5 C27 O6 20.2(4) 2_755 . . . ? Cu2 O5 C27 C22 -161.09(19) 2_755 . . . ? C21 C22 C27 O6 150.6(3) . . . . ? C23 C22 C27 O6 -30.2(4) . . . . ? C21 C22 C27 O5 -28.2(4) . . . . ? C23 C22 C27 O5 151.1(3) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.833 _refine_diff_density_min -0.407 _refine_diff_density_rms 0.068 #===end data_n110429c _database_code_depnum_ccdc_archive 'CCDC 855271' #TrackingRef '- 100528A.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H21.30 Mn N4 Ni O6.63' _chemical_formula_weight 621.43 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' Ni Ni 0.3393 1.1124 '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 C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 23.415(3) _cell_length_b 14.3646(16) _cell_length_c 14.5598(17) _cell_angle_alpha 90.00 _cell_angle_beta 102.616(2) _cell_angle_gamma 90.00 _cell_volume 4778.8(9) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2547 _cell_measurement_theta_min 2.84 _cell_measurement_theta_max 27.31 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.727 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2538 _exptl_absorpt_coefficient_mu 1.374 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8204 _exptl_absorpt_correction_T_max 0.8525 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12011 _diffrn_reflns_av_R_equivalents 0.0497 _diffrn_reflns_av_sigmaI/netI 0.0512 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.67 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4215 _reflns_number_gt 3198 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0274P)^2^+5.9994P] 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 4215 _refine_ls_number_parameters 361 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0569 _refine_ls_R_factor_gt 0.0351 _refine_ls_wR_factor_ref 0.0764 _refine_ls_wR_factor_gt 0.0687 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.027 _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 Mn1 Mn 0.80469(2) 0.26816(3) -0.08971(3) 0.01711(13) Uani 1 1 d . . . Ni1 Ni 1.023846(16) 0.22099(3) 0.12855(3) 0.01558(11) Uani 1 1 d U . . O1 O 0.87755(9) 0.34486(14) 0.00104(15) 0.0196(5) Uani 1 1 d . . . O2 O 0.87104(9) 0.16312(14) -0.03047(14) 0.0190(5) Uani 1 1 d . . . O3 O 0.74973(9) 0.14778(14) -0.12134(14) 0.0183(5) Uani 1 1 d . . . O4 O 0.75619(9) 0.15114(14) 0.03347(15) 0.0200(5) Uani 1 1 d . . . O5 O 0.69532(9) -0.14570(16) -0.29732(15) 0.0271(6) Uani 1 1 d . . . O6 O 0.65678(16) -0.26164(18) -0.2312(2) 0.0654(10) Uani 1 1 d . . . N1 N 0.97248(10) 0.32536(17) 0.09380(16) 0.0148(6) Uani 1 1 d . . . N2 N 1.08345(10) 0.29129(18) 0.20485(17) 0.0175(6) Uani 1 1 d . . . N3 N 1.07600(11) 0.11992(18) 0.12765(17) 0.0184(6) Uani 1 1 d . . . N4 N 0.95920(10) 0.14530(17) 0.07924(17) 0.0163(6) Uani 1 1 d . . . C1 C 0.92121(13) 0.2980(2) 0.0394(2) 0.0166(7) Uani 1 1 d . . . C2 C 0.98622(13) 0.4212(2) 0.1090(2) 0.0164(7) Uani 1 1 d . . . C3 C 1.04191(13) 0.4457(2) 0.1644(2) 0.0177(7) Uani 1 1 d . . . C4 C 1.05724(14) 0.5399(2) 0.1786(2) 0.0222(8) Uani 1 1 d . . . H4 H 1.0944 0.5555 0.2164 0.027 Uiso 1 1 calc R . . C5 C 1.01997(14) 0.6101(2) 0.1394(2) 0.0236(8) Uani 1 1 d . . . H5 H 1.0314 0.6735 0.1481 0.028 Uiso 1 1 calc R . . C6 C 0.96541(14) 0.5858(2) 0.0868(2) 0.0215(7) Uani 1 1 d . . . H6 H 0.9391 0.6337 0.0599 0.026 Uiso 1 1 calc R . . C7 C 0.94793(14) 0.4938(2) 0.0720(2) 0.0202(7) Uani 1 1 d . . . H7 H 0.9098 0.4798 0.0366 0.024 Uiso 1 1 calc R . . C8 C 1.08452(13) 0.3801(2) 0.2140(2) 0.0201(7) Uani 1 1 d . . . H8 H 1.1168 0.4055 0.2580 0.024 Uiso 1 1 calc R . . C9 C 1.12848(13) 0.2365(2) 0.2698(2) 0.0207(7) Uani 1 1 d . . . H9A H 1.1089 0.1907 0.3035 0.025 Uiso 1 1 calc R . . H9B H 1.1519 0.2788 0.3172 0.025 Uiso 1 1 calc R . . C10 C 1.16913(13) 0.1852(2) 0.2186(2) 0.0226(8) Uani 1 1 d . . . H10A H 1.1882 0.1331 0.2583 0.027 Uiso 1 1 calc R . . H10B H 1.2002 0.2283 0.2084 0.027 Uiso 1 1 calc R . . C11 C 1.13610(13) 0.1472(2) 0.1239(2) 0.0224(8) Uani 1 1 d . . . H11A H 1.1347 0.1953 0.0748 0.027 Uiso 1 1 calc R . . H11B H 1.1572 0.0925 0.1066 0.027 Uiso 1 1 calc R . . C12 C 1.06318(14) 0.0330(2) 0.1210(2) 0.0212(7) Uani 1 1 d . . . H12 H 1.0938 -0.0095 0.1179 0.025 Uiso 1 1 calc R . . C13 C 1.00511(13) -0.0056(2) 0.1178(2) 0.0181(7) Uani 1 1 d . . . C14 C 0.95423(13) 0.0491(2) 0.0956(2) 0.0173(7) Uani 1 1 d . . . C15 C 0.90007(14) 0.0074(2) 0.0951(2) 0.0209(7) Uani 1 1 d . . . H15 H 0.8654 0.0438 0.0812 0.025 Uiso 1 1 calc R . . C16 C 0.89676(15) -0.0865(2) 0.1145(2) 0.0253(8) Uani 1 1 d . . . H16 H 0.8599 -0.1138 0.1154 0.030 Uiso 1 1 calc R . . C17 C 0.94731(15) -0.1419(2) 0.1331(2) 0.0250(8) Uani 1 1 d . . . H17 H 0.9446 -0.2066 0.1450 0.030 Uiso 1 1 calc R . . C18 C 1.00080(15) -0.1019(2) 0.1338(2) 0.0234(8) Uani 1 1 d . . . H18 H 1.0351 -0.1394 0.1452 0.028 Uiso 1 1 calc R . . C19 C 0.91517(13) 0.1931(2) 0.0255(2) 0.0166(7) Uani 1 1 d . . . C20 C 0.72509(13) 0.0099(2) -0.0478(2) 0.0159(7) Uani 1 1 d . . . C21 C 0.71195(12) -0.0386(2) -0.1328(2) 0.0162(7) Uani 1 1 d . . . H21 H 0.7152 -0.0082 -0.1894 0.019 Uiso 1 1 calc R . . C22 C 0.69399(13) -0.1315(2) -0.1354(2) 0.0187(7) Uani 1 1 d . . . C23 C 0.68938(15) -0.1748(2) -0.0523(2) 0.0277(8) Uani 1 1 d . . . H23 H 0.6767 -0.2376 -0.0532 0.033 Uiso 1 1 calc R . . C24 C 0.70320(16) -0.1266(2) 0.0323(2) 0.0324(9) Uani 1 1 d . . . H24 H 0.7009 -0.1575 0.0891 0.039 Uiso 1 1 calc R . . C25 C 0.72033(14) -0.0345(2) 0.0352(2) 0.0230(8) Uani 1 1 d . . . H25 H 0.7288 -0.0017 0.0932 0.028 Uiso 1 1 calc R . . C26 C 0.74472(12) 0.1094(2) -0.0452(2) 0.0167(7) Uani 1 1 d . . . C27 C 0.68073(14) -0.1848(2) -0.2275(2) 0.0251(8) Uani 1 1 d . . . O7 O 0.81463(16) 0.0567(3) 0.7602(3) 0.0356(9) Uani 0.65 1 d P . . 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 Mn1 0.0155(3) 0.0130(3) 0.0201(3) 0.0023(2) -0.0021(2) -0.0028(2) Ni1 0.0117(2) 0.0170(2) 0.0166(2) -0.00110(18) -0.00001(16) -0.00051(17) O1 0.0149(11) 0.0156(12) 0.0243(12) 0.0020(9) -0.0044(10) -0.0016(9) O2 0.0139(11) 0.0177(12) 0.0222(12) -0.0009(10) -0.0028(10) -0.0015(9) O3 0.0195(12) 0.0149(12) 0.0199(12) 0.0026(9) 0.0030(9) -0.0021(9) O4 0.0183(12) 0.0197(12) 0.0216(12) -0.0054(10) 0.0033(10) -0.0041(10) O5 0.0208(13) 0.0379(15) 0.0205(13) -0.0076(11) 0.0001(10) 0.0000(11) O6 0.128(3) 0.0183(15) 0.0421(17) -0.0099(13) 0.0022(19) -0.0221(17) N1 0.0141(14) 0.0160(14) 0.0131(13) -0.0011(11) 0.0002(11) -0.0024(11) N2 0.0138(14) 0.0223(16) 0.0154(13) -0.0016(12) 0.0013(11) -0.0020(12) N3 0.0150(14) 0.0215(16) 0.0177(14) -0.0016(12) 0.0012(11) -0.0006(12) N4 0.0123(14) 0.0136(14) 0.0216(14) -0.0007(11) 0.0007(11) 0.0008(11) C1 0.0175(17) 0.0185(18) 0.0140(16) -0.0004(13) 0.0040(13) -0.0033(14) C2 0.0159(17) 0.0183(18) 0.0155(16) -0.0014(13) 0.0046(13) -0.0064(13) C3 0.0171(17) 0.0195(18) 0.0171(17) -0.0030(14) 0.0047(13) -0.0019(14) C4 0.0204(18) 0.0231(19) 0.0216(18) -0.0051(15) 0.0010(14) -0.0050(15) C5 0.0275(19) 0.0198(18) 0.0245(19) -0.0051(15) 0.0077(15) -0.0085(15) C6 0.0223(18) 0.0204(18) 0.0217(18) -0.0012(14) 0.0044(14) -0.0001(15) C7 0.0199(18) 0.0206(18) 0.0196(18) -0.0040(14) 0.0036(14) -0.0027(14) C8 0.0164(17) 0.027(2) 0.0173(17) -0.0050(14) 0.0043(14) -0.0103(14) C9 0.0164(17) 0.0239(19) 0.0190(17) 0.0016(14) -0.0021(14) -0.0018(14) C10 0.0133(17) 0.030(2) 0.0235(18) 0.0057(15) 0.0018(14) -0.0005(14) C11 0.0139(17) 0.031(2) 0.0221(18) -0.0021(15) 0.0039(14) 0.0014(14) C12 0.0197(18) 0.028(2) 0.0137(17) -0.0005(14) -0.0008(14) 0.0090(15) C13 0.0213(18) 0.0172(17) 0.0133(16) -0.0027(13) -0.0020(14) 0.0025(14) C14 0.0194(17) 0.0171(17) 0.0139(16) -0.0038(13) 0.0004(13) -0.0004(14) C15 0.0193(18) 0.0192(18) 0.0213(18) -0.0025(14) -0.0017(14) 0.0014(14) C16 0.0262(19) 0.0183(18) 0.0291(19) -0.0042(15) 0.0008(15) -0.0056(15) C17 0.034(2) 0.0138(18) 0.0241(19) 0.0006(14) -0.0002(16) -0.0025(15) C18 0.0268(19) 0.0196(19) 0.0207(18) -0.0026(15) -0.0013(15) 0.0074(15) C19 0.0140(17) 0.0198(18) 0.0171(17) 0.0008(14) 0.0061(14) -0.0022(13) C20 0.0141(17) 0.0140(16) 0.0191(17) -0.0013(13) 0.0022(13) -0.0003(13) C21 0.0129(16) 0.0174(17) 0.0179(17) 0.0055(13) 0.0023(13) 0.0006(13) C22 0.0161(17) 0.0160(17) 0.0230(18) -0.0009(14) 0.0019(14) 0.0000(14) C23 0.039(2) 0.0111(17) 0.033(2) 0.0017(15) 0.0089(17) -0.0065(15) C24 0.051(2) 0.025(2) 0.0216(19) 0.0055(16) 0.0086(17) -0.0100(18) C25 0.032(2) 0.0213(19) 0.0151(17) -0.0027(14) 0.0037(15) -0.0034(15) C26 0.0091(16) 0.0174(17) 0.0219(18) -0.0003(14) -0.0003(13) 0.0020(13) C27 0.0215(19) 0.021(2) 0.030(2) -0.0017(16) -0.0003(16) 0.0104(15) O7 0.033(2) 0.040(2) 0.034(2) -0.0009(19) 0.0066(18) 0.0010(19) _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 Mn1 O5 2.058(2) 4_654 ? Mn1 O4 2.134(2) 7_655 ? Mn1 O3 2.145(2) . ? Mn1 O2 2.202(2) . ? Mn1 O1 2.210(2) . ? Ni1 N4 1.875(2) . ? Ni1 N2 1.877(3) . ? Ni1 N3 1.899(3) . ? Ni1 N1 1.919(2) . ? O1 C1 1.249(3) . ? O2 C19 1.245(3) . ? O3 C26 1.267(4) . ? O4 C26 1.268(3) . ? O4 Mn1 2.134(2) 7_655 ? O5 C27 1.271(4) . ? O5 Mn1 2.058(2) 4_644 ? O6 C27 1.234(4) . ? N1 C1 1.344(4) . ? N1 C2 1.420(4) . ? N2 C8 1.283(4) . ? N2 C9 1.480(4) . ? N3 C12 1.283(4) . ? N3 C11 1.473(4) . ? N4 C19 1.339(4) . ? N4 C14 1.412(4) . ? C1 C19 1.523(4) . ? C2 C7 1.404(4) . ? C2 C3 1.419(4) . ? C3 C4 1.403(4) . ? C3 C8 1.446(4) . ? C4 C5 1.373(4) . ? C4 H4 0.9500 . ? C5 C6 1.383(4) . ? C5 H5 0.9500 . ? C6 C7 1.386(4) . ? C6 H6 0.9500 . ? C7 H7 0.9500 . ? C8 H8 0.9500 . ? C9 C10 1.520(4) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.528(4) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.460(4) . ? C12 H12 0.9500 . ? C13 C14 1.404(4) . ? C13 C18 1.410(4) . ? C14 C15 1.401(4) . ? C15 C16 1.385(4) . ? C15 H15 0.9500 . ? C16 C17 1.402(4) . ? C16 H16 0.9500 . ? C17 C18 1.376(5) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C20 C25 1.392(4) . ? C20 C21 1.394(4) . ? C20 C26 1.499(4) . ? C21 C22 1.397(4) . ? C21 H21 0.9500 . ? C22 C23 1.386(4) . ? C22 C27 1.516(4) . ? C23 C24 1.387(5) . ? C23 H23 0.9500 . ? C24 C25 1.381(4) . ? C24 H24 0.9500 . ? C25 H25 0.9500 . ? 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 O5 Mn1 O4 95.54(9) 4_654 7_655 ? O5 Mn1 O3 114.69(8) 4_654 . ? O4 Mn1 O3 95.77(8) 7_655 . ? O5 Mn1 O2 127.00(8) 4_654 . ? O4 Mn1 O2 134.03(8) 7_655 . ? O3 Mn1 O2 82.57(8) . . ? O5 Mn1 O1 92.49(8) 4_654 . ? O4 Mn1 O1 89.59(8) 7_655 . ? O3 Mn1 O1 151.51(8) . . ? O2 Mn1 O1 73.80(8) . . ? N4 Ni1 N2 166.50(11) . . ? N4 Ni1 N3 91.18(11) . . ? N2 Ni1 N3 91.10(11) . . ? N4 Ni1 N1 86.85(11) . . ? N2 Ni1 N1 94.47(11) . . ? N3 Ni1 N1 164.19(10) . . ? C1 O1 Mn1 116.64(19) . . ? C19 O2 Mn1 115.65(19) . . ? C26 O3 Mn1 109.21(18) . . ? C26 O4 Mn1 125.15(18) . 7_655 ? C27 O5 Mn1 114.8(2) . 4_644 ? C1 N1 C2 121.2(3) . . ? C1 N1 Ni1 110.8(2) . . ? C2 N1 Ni1 127.5(2) . . ? C8 N2 C9 117.9(3) . . ? C8 N2 Ni1 126.3(2) . . ? C9 N2 Ni1 115.2(2) . . ? C12 N3 C11 117.7(3) . . ? C12 N3 Ni1 127.2(2) . . ? C11 N3 Ni1 114.7(2) . . ? C19 N4 C14 121.3(3) . . ? C19 N4 Ni1 112.3(2) . . ? C14 N4 Ni1 126.3(2) . . ? O1 C1 N1 130.1(3) . . ? O1 C1 C19 115.5(3) . . ? N1 C1 C19 114.3(3) . . ? C7 C2 C3 117.6(3) . . ? C7 C2 N1 123.8(3) . . ? C3 C2 N1 118.6(3) . . ? C4 C3 C2 119.8(3) . . ? C4 C3 C8 115.4(3) . . ? C2 C3 C8 124.7(3) . . ? C5 C4 C3 121.8(3) . . ? C5 C4 H4 119.1 . . ? C3 C4 H4 119.1 . . ? C4 C5 C6 118.1(3) . . ? C4 C5 H5 120.9 . . ? C6 C5 H5 120.9 . . ? C5 C6 C7 122.2(3) . . ? C5 C6 H6 118.9 . . ? C7 C6 H6 118.9 . . ? C6 C7 C2 120.4(3) . . ? C6 C7 H7 119.8 . . ? C2 C7 H7 119.8 . . ? N2 C8 C3 126.9(3) . . ? N2 C8 H8 116.5 . . ? C3 C8 H8 116.5 . . ? N2 C9 C10 112.3(2) . . ? N2 C9 H9A 109.1 . . ? C10 C9 H9A 109.1 . . ? N2 C9 H9B 109.1 . . ? C10 C9 H9B 109.1 . . ? H9A C9 H9B 107.9 . . ? C9 C10 C11 111.6(2) . . ? C9 C10 H10A 109.3 . . ? C11 C10 H10A 109.3 . . ? C9 C10 H10B 109.3 . . ? C11 C10 H10B 109.3 . . ? H10A C10 H10B 108.0 . . ? N3 C11 C10 111.2(2) . . ? N3 C11 H11A 109.4 . . ? C10 C11 H11A 109.4 . . ? N3 C11 H11B 109.4 . . ? C10 C11 H11B 109.4 . . ? H11A C11 H11B 108.0 . . ? N3 C12 C13 124.9(3) . . ? N3 C12 H12 117.5 . . ? C13 C12 H12 117.5 . . ? C14 C13 C18 119.9(3) . . ? C14 C13 C12 122.2(3) . . ? C18 C13 C12 117.8(3) . . ? C15 C14 C13 118.9(3) . . ? C15 C14 N4 121.7(3) . . ? C13 C14 N4 119.3(3) . . ? C16 C15 C14 120.4(3) . . ? C16 C15 H15 119.8 . . ? C14 C15 H15 119.8 . . ? C15 C16 C17 120.6(3) . . ? C15 C16 H16 119.7 . . ? C17 C16 H16 119.7 . . ? C18 C17 C16 119.6(3) . . ? C18 C17 H17 120.2 . . ? C16 C17 H17 120.2 . . ? C17 C18 C13 120.4(3) . . ? C17 C18 H18 119.8 . . ? C13 C18 H18 119.8 . . ? O2 C19 N4 128.9(3) . . ? O2 C19 C1 118.0(3) . . ? N4 C19 C1 113.1(3) . . ? C25 C20 C21 119.8(3) . . ? C25 C20 C26 119.8(3) . . ? C21 C20 C26 120.4(3) . . ? C20 C21 C22 120.5(3) . . ? C20 C21 H21 119.7 . . ? C22 C21 H21 119.7 . . ? C23 C22 C21 119.0(3) . . ? C23 C22 C27 120.4(3) . . ? C21 C22 C27 120.6(3) . . ? C22 C23 C24 120.3(3) . . ? C22 C23 H23 119.8 . . ? C24 C23 H23 119.8 . . ? C25 C24 C23 120.9(3) . . ? C25 C24 H24 119.5 . . ? C23 C24 H24 119.5 . . ? C24 C25 C20 119.4(3) . . ? C24 C25 H25 120.3 . . ? C20 C25 H25 120.3 . . ? O3 C26 O4 122.9(3) . . ? O3 C26 C20 118.6(3) . . ? O4 C26 C20 118.5(3) . . ? O6 C27 O5 124.0(3) . . ? O6 C27 C22 119.5(3) . . ? O5 C27 C22 116.5(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O5 Mn1 O1 C1 -125.5(2) 4_654 . . . ? O4 Mn1 O1 C1 139.0(2) 7_655 . . . ? O3 Mn1 O1 C1 37.6(3) . . . . ? O2 Mn1 O1 C1 2.42(19) . . . . ? O5 Mn1 O2 C19 82.8(2) 4_654 . . . ? O4 Mn1 O2 C19 -70.9(2) 7_655 . . . ? O3 Mn1 O2 C19 -161.8(2) . . . . ? O1 Mn1 O2 C19 2.16(19) . . . . ? O5 Mn1 O3 C26 -168.27(18) 4_654 . . . ? O4 Mn1 O3 C26 -69.45(19) 7_655 . . . ? O2 Mn1 O3 C26 64.28(19) . . . . ? O1 Mn1 O3 C26 30.4(3) . . . . ? N4 Ni1 N1 C1 -10.5(2) . . . . ? N2 Ni1 N1 C1 -177.03(19) . . . . ? N3 Ni1 N1 C1 72.7(4) . . . . ? N4 Ni1 N1 C2 178.1(2) . . . . ? N2 Ni1 N1 C2 11.6(2) . . . . ? N3 Ni1 N1 C2 -98.7(4) . . . . ? N4 Ni1 N2 C8 -101.5(5) . . . . ? N3 Ni1 N2 C8 158.9(3) . . . . ? N1 Ni1 N2 C8 -6.3(3) . . . . ? N4 Ni1 N2 C9 69.2(5) . . . . ? N3 Ni1 N2 C9 -30.4(2) . . . . ? N1 Ni1 N2 C9 164.37(19) . . . . ? N4 Ni1 N3 C12 -16.9(3) . . . . ? N2 Ni1 N3 C12 149.8(3) . . . . ? N1 Ni1 N3 C12 -99.5(4) . . . . ? N4 Ni1 N3 C11 155.9(2) . . . . ? N2 Ni1 N3 C11 -37.4(2) . . . . ? N1 Ni1 N3 C11 73.4(4) . . . . ? N2 Ni1 N4 C19 111.1(5) . . . . ? N3 Ni1 N4 C19 -149.2(2) . . . . ? N1 Ni1 N4 C19 15.1(2) . . . . ? N2 Ni1 N4 C14 -67.6(6) . . . . ? N3 Ni1 N4 C14 32.0(2) . . . . ? N1 Ni1 N4 C14 -163.7(2) . . . . ? Mn1 O1 C1 N1 176.5(2) . . . . ? Mn1 O1 C1 C19 -5.9(3) . . . . ? C2 N1 C1 O1 -6.0(5) . . . . ? Ni1 N1 C1 O1 -178.0(3) . . . . ? C2 N1 C1 C19 176.3(2) . . . . ? Ni1 N1 C1 C19 4.3(3) . . . . ? C1 N1 C2 C7 1.9(4) . . . . ? Ni1 N1 C2 C7 172.5(2) . . . . ? C1 N1 C2 C3 -177.7(3) . . . . ? Ni1 N1 C2 C3 -7.1(4) . . . . ? C7 C2 C3 C4 -1.3(4) . . . . ? N1 C2 C3 C4 178.4(3) . . . . ? C7 C2 C3 C8 174.6(3) . . . . ? N1 C2 C3 C8 -5.7(4) . . . . ? C2 C3 C4 C5 -0.8(4) . . . . ? C8 C3 C4 C5 -177.1(3) . . . . ? C3 C4 C5 C6 1.8(5) . . . . ? C4 C5 C6 C7 -0.8(5) . . . . ? C5 C6 C7 C2 -1.3(5) . . . . ? C3 C2 C7 C6 2.3(4) . . . . ? N1 C2 C7 C6 -177.3(3) . . . . ? C9 N2 C8 C3 -173.9(3) . . . . ? Ni1 N2 C8 C3 -3.4(4) . . . . ? C4 C3 C8 N2 -172.2(3) . . . . ? C2 C3 C8 N2 11.7(5) . . . . ? C8 N2 C9 C10 -115.7(3) . . . . ? Ni1 N2 C9 C10 72.8(3) . . . . ? N2 C9 C10 C11 -38.2(4) . . . . ? C12 N3 C11 C10 -112.3(3) . . . . ? Ni1 N3 C11 C10 74.2(3) . . . . ? C9 C10 C11 N3 -33.0(4) . . . . ? C11 N3 C12 C13 -176.2(3) . . . . ? Ni1 N3 C12 C13 -3.5(4) . . . . ? N3 C12 C13 C14 18.1(5) . . . . ? N3 C12 C13 C18 -164.6(3) . . . . ? C18 C13 C14 C15 3.5(4) . . . . ? C12 C13 C14 C15 -179.2(3) . . . . ? C18 C13 C14 N4 -179.7(3) . . . . ? C12 C13 C14 N4 -2.4(4) . . . . ? C19 N4 C14 C15 -28.7(4) . . . . ? Ni1 N4 C14 C15 149.9(2) . . . . ? C19 N4 C14 C13 154.6(3) . . . . ? Ni1 N4 C14 C13 -26.8(4) . . . . ? C13 C14 C15 C16 -1.1(5) . . . . ? N4 C14 C15 C16 -177.8(3) . . . . ? C14 C15 C16 C17 -1.4(5) . . . . ? C15 C16 C17 C18 1.4(5) . . . . ? C16 C17 C18 C13 1.1(5) . . . . ? C14 C13 C18 C17 -3.6(5) . . . . ? C12 C13 C18 C17 179.0(3) . . . . ? Mn1 O2 C19 N4 172.4(2) . . . . ? Mn1 O2 C19 C1 -5.8(3) . . . . ? C14 N4 C19 O2 -15.4(4) . . . . ? Ni1 N4 C19 O2 165.8(2) . . . . ? C14 N4 C19 C1 162.9(2) . . . . ? Ni1 N4 C19 C1 -15.9(3) . . . . ? O1 C1 C19 O2 8.0(4) . . . . ? N1 C1 C19 O2 -173.9(2) . . . . ? O1 C1 C19 N4 -170.5(2) . . . . ? N1 C1 C19 N4 7.6(3) . . . . ? C25 C20 C21 C22 0.0(4) . . . . ? C26 C20 C21 C22 179.6(3) . . . . ? C20 C21 C22 C23 0.1(5) . . . . ? C20 C21 C22 C27 -178.9(3) . . . . ? C21 C22 C23 C24 -0.9(5) . . . . ? C27 C22 C23 C24 178.1(3) . . . . ? C22 C23 C24 C25 1.6(5) . . . . ? C23 C24 C25 C20 -1.6(5) . . . . ? C21 C20 C25 C24 0.7(5) . . . . ? C26 C20 C25 C24 -178.9(3) . . . . ? Mn1 O3 C26 O4 18.4(3) . . . . ? Mn1 O3 C26 C20 -160.8(2) . . . . ? Mn1 O4 C26 O3 88.7(3) 7_655 . . . ? Mn1 O4 C26 C20 -92.1(3) 7_655 . . . ? C25 C20 C26 O3 178.8(3) . . . . ? C21 C20 C26 O3 -0.8(4) . . . . ? C25 C20 C26 O4 -0.5(4) . . . . ? C21 C20 C26 O4 179.9(3) . . . . ? Mn1 O5 C27 O6 -14.5(4) 4_644 . . . ? Mn1 O5 C27 C22 165.73(19) 4_644 . . . ? C23 C22 C27 O6 11.7(5) . . . . ? C21 C22 C27 O6 -169.3(3) . . . . ? C23 C22 C27 O5 -168.5(3) . . . . ? C21 C22 C27 O5 10.5(4) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.395 _refine_diff_density_min -0.307 _refine_diff_density_rms 0.072