data_040519b _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C50 H44 Cu2 Mn N10 O12 S2' _chemical_formula_weight 1223.09 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' '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' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' '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 21.229(6) _cell_length_b 14.169(4) _cell_length_c 17.183(5) _cell_angle_alpha 90.00 _cell_angle_beta 95.085(5) _cell_angle_gamma 90.00 _cell_volume 5148(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 818 _cell_measurement_theta_min 2.38 _cell_measurement_theta_max 22.58 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas NONE _exptl_crystal_density_diffrn 1.578 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2500 _exptl_absorpt_coefficient_mu 1.215 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.735041 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type '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 13230 _diffrn_reflns_av_R_equivalents 0.0650 _diffrn_reflns_av_sigmaI/netI 0.0763 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.73 _diffrn_reflns_theta_max 25.01 _reflns_number_total 4547 _reflns_number_gt 2805 _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^)+(0.0611P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4547 _refine_ls_number_parameters 350 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0989 _refine_ls_R_factor_gt 0.0466 _refine_ls_wR_factor_ref 0.1265 _refine_ls_wR_factor_gt 0.0969 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_restrained_S_all 1.018 _refine_ls_shift/su_max 0.003 _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 0.44858(2) 0.41157(4) 0.05635(3) 0.03358(18) Uani 1 1 d . . . Mn1 Mn 0.5000 0.70641(7) 0.2500 0.0397(3) Uani 1 2 d S . . S1 S 0.67620(12) 0.90519(18) 0.19126(15) 0.1353(10) Uani 1 1 d . . . O1 O 0.54923(14) 0.5777(2) 0.20247(19) 0.0478(9) Uani 1 1 d . . . O2 O 0.45409(14) 0.6715(2) 0.13447(17) 0.0427(8) Uani 1 1 d . . . O3 O 0.30798(14) 0.3982(2) -0.18388(18) 0.0481(9) Uani 1 1 d . . . O4 O 0.23917(16) 0.3589(3) -0.09718(19) 0.0590(10) Uani 1 1 d . . . O5 O 0.5476(2) 0.0907(3) 0.0589(2) 0.0720(11) Uani 1 1 d . . . O6 O 0.46676(17) 0.0845(2) 0.1344(2) 0.0557(9) Uani 1 1 d . . . N1 N 0.51559(15) 0.4411(3) 0.13650(19) 0.0298(8) Uani 1 1 d . . . N2 N 0.42871(16) 0.5444(3) 0.05098(19) 0.0328(9) Uani 1 1 d . . . N3 N 0.37615(18) 0.3775(3) -0.0156(2) 0.0417(10) Uani 1 1 d . . . N4 N 0.46923(18) 0.2789(3) 0.0544(2) 0.0389(9) Uani 1 1 d . . . N5 N 0.5718(2) 0.7998(3) 0.2212(3) 0.0582(12) Uani 1 1 d . . . C1 C 0.5148(2) 0.5321(3) 0.1538(2) 0.0325(11) Uani 1 1 d . . . C2 C 0.46077(19) 0.5901(3) 0.1100(2) 0.0321(10) Uani 1 1 d . . . C3 C 0.38034(19) 0.5902(3) 0.0030(2) 0.0330(10) Uani 1 1 d . . . C4 C 0.3745(2) 0.6882(3) -0.0004(3) 0.0406(12) Uani 1 1 d . . . H4 H 0.4034 0.7253 0.0296 0.049 Uiso 1 1 calc R . . C5 C 0.3268(2) 0.7314(4) -0.0472(3) 0.0498(13) Uani 1 1 d . . . H5 H 0.3238 0.7969 -0.0475 0.060 Uiso 1 1 calc R . . C6 C 0.2840(2) 0.6794(4) -0.0930(3) 0.0555(15) Uani 1 1 d . . . H6 H 0.2516 0.7088 -0.1239 0.067 Uiso 1 1 calc R . . C7 C 0.2896(2) 0.5833(4) -0.0926(3) 0.0481(13) Uani 1 1 d . . . H7 H 0.2605 0.5482 -0.1243 0.058 Uiso 1 1 calc R . . C8 C 0.3371(2) 0.5353(3) -0.0466(2) 0.0365(11) Uani 1 1 d . . . C9 C 0.3376(2) 0.4341(3) -0.0539(2) 0.0369(11) Uani 1 1 d . . . C10 C 0.2881(2) 0.3908(3) -0.1137(3) 0.0421(12) Uani 1 1 d . . . C11 C 0.2655(2) 0.3671(4) -0.2503(3) 0.0557(15) Uani 1 1 d . . . H11A H 0.2243 0.3965 -0.2489 0.067 Uiso 1 1 calc R . . H11B H 0.2601 0.2991 -0.2488 0.067 Uiso 1 1 calc R . . C12 C 0.2944(3) 0.3951(4) -0.3221(3) 0.0665(17) Uani 1 1 d . . . H12A H 0.2999 0.4623 -0.3226 0.100 Uiso 1 1 calc R . . H12B H 0.2672 0.3762 -0.3671 0.100 Uiso 1 1 calc R . . H12C H 0.3347 0.3648 -0.3232 0.100 Uiso 1 1 calc R . . C13 C 0.3696(2) 0.2748(3) -0.0247(3) 0.0559(15) Uani 1 1 d . . . H13A H 0.3510 0.2601 -0.0768 0.067 Uiso 1 1 calc R . . H13B H 0.3418 0.2506 0.0126 0.067 Uiso 1 1 calc R . . C14 C 0.4324(2) 0.2297(4) -0.0114(3) 0.0550(15) Uani 1 1 d . . . H14A H 0.4545 0.2340 -0.0583 0.066 Uiso 1 1 calc R . . H14B H 0.4276 0.1635 0.0012 0.066 Uiso 1 1 calc R . . C15 C 0.5053(2) 0.2334(3) 0.1059(2) 0.0350(11) Uani 1 1 d . . . C16 C 0.5098(3) 0.1265(4) 0.0972(3) 0.0456(13) Uani 1 1 d . . . C17 C 0.4608(3) -0.0188(4) 0.1288(4) 0.0738(18) Uani 1 1 d . . . H17A H 0.4870 -0.0427 0.0897 0.089 Uiso 1 1 calc R . . H17B H 0.4748 -0.0475 0.1786 0.089 Uiso 1 1 calc R . . C18 C 0.3944(3) -0.0427(5) 0.1069(4) 0.095(2) Uani 1 1 d . . . H18A H 0.3687 -0.0193 0.1460 0.143 Uiso 1 1 calc R . . H18B H 0.3899 -0.1101 0.1032 0.143 Uiso 1 1 calc R . . H18C H 0.3810 -0.0146 0.0574 0.143 Uiso 1 1 calc R . . C19 C 0.54646(19) 0.2771(3) 0.1687(2) 0.0338(11) Uani 1 1 d . . . C20 C 0.5804(2) 0.2143(3) 0.2191(3) 0.0410(12) Uani 1 1 d . . . H20 H 0.5739 0.1498 0.2121 0.049 Uiso 1 1 calc R . . C21 C 0.6226(2) 0.2445(4) 0.2781(3) 0.0477(13) Uani 1 1 d . . . H21 H 0.6435 0.2014 0.3121 0.057 Uiso 1 1 calc R . . C22 C 0.6338(2) 0.3400(4) 0.2869(3) 0.0477(13) Uani 1 1 d . . . H22 H 0.6637 0.3611 0.3258 0.057 Uiso 1 1 calc R . . C23 C 0.6011(2) 0.4044(4) 0.2385(3) 0.0420(12) Uani 1 1 d . . . H23 H 0.6102 0.4684 0.2442 0.050 Uiso 1 1 calc R . . C24 C 0.55437(19) 0.3750(3) 0.1809(2) 0.0326(11) Uani 1 1 d . . . C25 C 0.6148(3) 0.8438(4) 0.2092(3) 0.0613(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 0.0344(3) 0.0347(3) 0.0303(3) -0.0011(3) -0.0049(2) 0.0009(3) Mn1 0.0456(6) 0.0323(6) 0.0386(6) 0.000 -0.0117(5) 0.000 S1 0.1229(19) 0.136(2) 0.155(2) -0.0442(16) 0.0567(16) -0.0816(16) O1 0.0376(18) 0.045(2) 0.057(2) -0.0131(17) -0.0178(16) 0.0024(16) O2 0.048(2) 0.034(2) 0.0438(19) -0.0058(15) -0.0128(15) 0.0039(16) O3 0.0382(19) 0.067(2) 0.0370(19) -0.0077(16) -0.0074(15) -0.0140(17) O4 0.042(2) 0.086(3) 0.048(2) 0.0054(19) -0.0033(17) -0.019(2) O5 0.084(3) 0.059(3) 0.075(3) -0.015(2) 0.021(2) 0.013(2) O6 0.067(2) 0.037(2) 0.063(2) 0.0000(18) 0.0084(19) 0.000(2) N1 0.0246(19) 0.034(2) 0.030(2) 0.0010(17) 0.0000(15) 0.0040(16) N2 0.032(2) 0.037(2) 0.028(2) -0.0010(16) -0.0037(16) -0.0016(17) N3 0.044(2) 0.037(2) 0.041(2) -0.0023(19) -0.0123(18) -0.001(2) N4 0.047(2) 0.037(2) 0.031(2) -0.0016(17) -0.0043(18) 0.0006(19) N5 0.064(3) 0.046(3) 0.063(3) -0.003(2) -0.002(2) -0.011(2) C1 0.029(3) 0.037(3) 0.031(2) 0.001(2) 0.002(2) 0.001(2) C2 0.031(2) 0.036(3) 0.030(2) 0.005(2) 0.0050(19) -0.003(2) C3 0.031(2) 0.041(3) 0.027(2) 0.002(2) 0.0024(18) 0.001(2) C4 0.046(3) 0.036(3) 0.039(3) -0.001(2) -0.003(2) 0.001(2) C5 0.061(3) 0.042(3) 0.045(3) 0.004(2) -0.007(3) 0.012(3) C6 0.047(3) 0.067(4) 0.049(3) 0.009(3) -0.015(3) 0.014(3) C7 0.046(3) 0.049(3) 0.046(3) -0.002(3) -0.015(2) 0.007(3) C8 0.034(3) 0.043(3) 0.032(3) 0.003(2) 0.001(2) 0.001(2) C9 0.029(2) 0.048(3) 0.033(3) -0.005(2) -0.001(2) -0.006(2) C10 0.035(3) 0.047(3) 0.041(3) -0.001(2) -0.009(2) 0.002(2) C11 0.051(3) 0.069(4) 0.044(3) -0.009(3) -0.010(3) -0.015(3) C12 0.075(4) 0.080(5) 0.042(3) -0.005(3) -0.006(3) -0.024(3) C13 0.059(4) 0.042(3) 0.062(3) -0.006(3) -0.019(3) -0.002(3) C14 0.078(4) 0.038(3) 0.045(3) -0.011(2) -0.016(3) 0.000(3) C15 0.039(3) 0.032(3) 0.034(3) 0.001(2) 0.008(2) 0.003(2) C16 0.056(4) 0.041(3) 0.039(3) 0.001(2) -0.003(3) 0.008(3) C17 0.101(5) 0.036(4) 0.083(4) 0.001(3) 0.001(4) -0.002(3) C18 0.102(6) 0.067(5) 0.120(6) -0.009(4) 0.026(5) -0.022(4) C19 0.029(2) 0.042(3) 0.031(2) 0.001(2) 0.0065(19) 0.005(2) C20 0.035(3) 0.042(3) 0.047(3) 0.006(2) 0.010(2) 0.008(2) C21 0.034(3) 0.066(4) 0.042(3) 0.016(3) 0.000(2) 0.016(3) C22 0.035(3) 0.060(4) 0.046(3) 0.002(3) -0.007(2) 0.003(3) C23 0.032(3) 0.047(3) 0.045(3) 0.000(2) -0.005(2) 0.006(2) C24 0.024(2) 0.047(3) 0.028(2) 0.000(2) 0.0042(19) 0.004(2) C25 0.072(4) 0.059(4) 0.052(3) -0.015(3) 0.000(3) -0.011(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 N2 1.929(4) . ? Cu1 N4 1.932(4) . ? Cu1 N1 1.936(3) . ? Cu1 N3 1.947(4) . ? Mn1 N5 2.111(5) . ? Mn1 N5 2.111(5) 2_655 ? Mn1 O2 2.189(3) . ? Mn1 O2 2.189(3) 2_655 ? Mn1 O1 2.288(3) 2_655 ? Mn1 O1 2.288(3) . ? S1 C25 1.618(7) . ? O1 C1 1.242(5) . ? O2 C2 1.240(5) . ? O3 C10 1.318(6) . ? O3 C11 1.459(5) . ? O4 C10 1.189(5) . ? O5 C16 1.196(6) . ? O6 C16 1.304(6) . ? O6 C17 1.472(6) . ? N1 C1 1.324(5) . ? N1 C24 1.423(5) . ? N2 C2 1.337(5) . ? N2 C3 1.416(5) . ? N3 C9 1.284(5) . ? N3 C13 1.468(6) . ? N4 C15 1.290(5) . ? N4 C14 1.488(5) . ? N5 C25 1.140(6) . ? C1 C2 1.552(6) . ? C3 C4 1.394(6) . ? C3 C8 1.426(6) . ? C4 C5 1.378(6) . ? C4 H4 0.9300 . ? C5 C6 1.365(6) . ? C5 H5 0.9300 . ? C6 C7 1.367(7) . ? C6 H6 0.9300 . ? C7 C8 1.402(6) . ? C7 H7 0.9300 . ? C8 C9 1.441(6) . ? C9 C10 1.531(6) . ? C11 C12 1.480(7) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 C14 1.478(7) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C19 1.464(6) . ? C15 C16 1.526(6) . ? C17 C18 1.466(8) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 C20 1.396(6) . ? C19 C24 1.412(6) . ? C20 C21 1.362(6) . ? C20 H20 0.9300 . ? C21 C22 1.379(7) . ? C21 H21 0.9300 . ? C22 C23 1.381(6) . ? C22 H22 0.9300 . ? C23 C24 1.400(6) . ? C23 H23 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 N2 Cu1 N4 176.17(15) . . ? N2 Cu1 N1 88.12(14) . . ? N4 Cu1 N1 93.97(15) . . ? N2 Cu1 N3 93.13(15) . . ? N4 Cu1 N3 85.12(15) . . ? N1 Cu1 N3 174.09(16) . . ? N5 Mn1 N5 102.4(3) . 2_655 ? N5 Mn1 O2 101.64(14) . . ? N5 Mn1 O2 94.66(14) 2_655 . ? N5 Mn1 O2 94.66(14) . 2_655 ? N5 Mn1 O2 101.64(14) 2_655 2_655 ? O2 Mn1 O2 153.90(17) . 2_655 ? N5 Mn1 O1 161.01(14) . 2_655 ? N5 Mn1 O1 93.06(15) 2_655 2_655 ? O2 Mn1 O1 87.88(12) . 2_655 ? O2 Mn1 O1 71.16(11) 2_655 2_655 ? N5 Mn1 O1 93.06(15) . . ? N5 Mn1 O1 161.01(14) 2_655 . ? O2 Mn1 O1 71.16(11) . . ? O2 Mn1 O1 87.88(12) 2_655 . ? O1 Mn1 O1 74.33(18) 2_655 . ? C1 O1 Mn1 113.3(3) . . ? C2 O2 Mn1 117.6(3) . . ? C10 O3 C11 117.8(4) . . ? C16 O6 C17 118.7(4) . . ? C1 N1 C24 122.5(4) . . ? C1 N1 Cu1 110.3(3) . . ? C24 N1 Cu1 126.4(3) . . ? C2 N2 C3 120.9(4) . . ? C2 N2 Cu1 110.0(3) . . ? C3 N2 Cu1 128.3(3) . . ? C9 N3 C13 120.9(4) . . ? C9 N3 Cu1 127.0(3) . . ? C13 N3 Cu1 112.0(3) . . ? C15 N4 C14 121.8(4) . . ? C15 N4 Cu1 126.6(3) . . ? C14 N4 Cu1 111.4(3) . . ? C25 N5 Mn1 173.1(5) . . ? O1 C1 N1 129.8(4) . . ? O1 C1 C2 114.6(4) . . ? N1 C1 C2 115.5(4) . . ? O2 C2 N2 129.9(4) . . ? O2 C2 C1 115.5(4) . . ? N2 C2 C1 114.6(4) . . ? C4 C3 N2 122.6(4) . . ? C4 C3 C8 117.9(4) . . ? N2 C3 C8 119.5(4) . . ? C5 C4 C3 121.7(4) . . ? C5 C4 H4 119.1 . . ? C3 C4 H4 119.1 . . ? C6 C5 C4 120.8(5) . . ? C6 C5 H5 119.6 . . ? C4 C5 H5 119.6 . . ? C5 C6 C7 118.9(4) . . ? C5 C6 H6 120.6 . . ? C7 C6 H6 120.6 . . ? C6 C7 C8 122.9(5) . . ? C6 C7 H7 118.6 . . ? C8 C7 H7 118.6 . . ? C7 C8 C3 117.8(4) . . ? C7 C8 C9 116.3(4) . . ? C3 C8 C9 125.9(4) . . ? N3 C9 C8 125.9(4) . . ? N3 C9 C10 117.5(4) . . ? C8 C9 C10 116.6(4) . . ? O4 C10 O3 127.3(4) . . ? O4 C10 C9 123.7(4) . . ? O3 C10 C9 109.0(4) . . ? O3 C11 C12 107.3(4) . . ? O3 C11 H11A 110.3 . . ? C12 C11 H11A 110.3 . . ? O3 C11 H11B 110.3 . . ? C12 C11 H11B 110.3 . . ? H11A C11 H11B 108.5 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N3 C13 C14 109.6(4) . . ? N3 C13 H13A 109.7 . . ? C14 C13 H13A 109.7 . . ? N3 C13 H13B 109.7 . . ? C14 C13 H13B 109.7 . . ? H13A C13 H13B 108.2 . . ? C13 C14 N4 108.7(4) . . ? C13 C14 H14A 109.9 . . ? N4 C14 H14A 109.9 . . ? C13 C14 H14B 109.9 . . ? N4 C14 H14B 109.9 . . ? H14A C14 H14B 108.3 . . ? N4 C15 C19 125.0(4) . . ? N4 C15 C16 117.9(4) . . ? C19 C15 C16 116.9(4) . . ? O5 C16 O6 127.6(5) . . ? O5 C16 C15 121.7(5) . . ? O6 C16 C15 110.6(5) . . ? C18 C17 O6 108.8(5) . . ? C18 C17 H17A 109.9 . . ? O6 C17 H17A 109.9 . . ? C18 C17 H17B 109.9 . . ? O6 C17 H17B 109.9 . . ? H17A C17 H17B 108.3 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C20 C19 C24 119.1(4) . . ? C20 C19 C15 115.4(4) . . ? C24 C19 C15 125.5(4) . . ? C21 C20 C19 122.1(5) . . ? C21 C20 H20 119.0 . . ? C19 C20 H20 119.0 . . ? C20 C21 C22 119.1(4) . . ? C20 C21 H21 120.5 . . ? C22 C21 H21 120.5 . . ? C21 C22 C23 120.7(5) . . ? C21 C22 H22 119.7 . . ? C23 C22 H22 119.7 . . ? C22 C23 C24 121.0(5) . . ? C22 C23 H23 119.5 . . ? C24 C23 H23 119.5 . . ? C23 C24 C19 117.7(4) . . ? C23 C24 N1 121.5(4) . . ? C19 C24 N1 120.7(4) . . ? N5 C25 S1 179.2(6) . . ? 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 N5 Mn1 O1 C1 -126.2(3) . . . . ? N5 Mn1 O1 C1 18.4(6) 2_655 . . . ? O2 Mn1 O1 C1 -24.9(3) . . . . ? O2 Mn1 O1 C1 139.3(3) 2_655 . . . ? O1 Mn1 O1 C1 68.2(3) 2_655 . . . ? N5 Mn1 O2 C2 110.4(3) . . . . ? N5 Mn1 O2 C2 -145.9(3) 2_655 . . . ? O2 Mn1 O2 C2 -17.1(3) 2_655 . . . ? O1 Mn1 O2 C2 -53.0(3) 2_655 . . . ? O1 Mn1 O2 C2 21.2(3) . . . . ? N2 Cu1 N1 C1 3.8(3) . . . . ? N4 Cu1 N1 C1 -179.4(3) . . . . ? N3 Cu1 N1 C1 -98.5(15) . . . . ? N2 Cu1 N1 C24 174.2(3) . . . . ? N4 Cu1 N1 C24 -9.0(3) . . . . ? N3 Cu1 N1 C24 71.9(16) . . . . ? N4 Cu1 N2 C2 -133(2) . . . . ? N1 Cu1 N2 C2 -9.9(3) . . . . ? N3 Cu1 N2 C2 164.3(3) . . . . ? N4 Cu1 N2 C3 58(2) . . . . ? N1 Cu1 N2 C3 -179.2(3) . . . . ? N3 Cu1 N2 C3 -5.0(4) . . . . ? N2 Cu1 N3 C9 6.0(4) . . . . ? N4 Cu1 N3 C9 -170.6(4) . . . . ? N1 Cu1 N3 C9 108.0(15) . . . . ? N2 Cu1 N3 C13 -175.5(4) . . . . ? N4 Cu1 N3 C13 7.9(4) . . . . ? N1 Cu1 N3 C13 -73.4(16) . . . . ? N2 Cu1 N4 C15 138(2) . . . . ? N1 Cu1 N4 C15 14.6(4) . . . . ? N3 Cu1 N4 C15 -159.5(4) . . . . ? N2 Cu1 N4 C14 -49(2) . . . . ? N1 Cu1 N4 C14 -171.6(3) . . . . ? N3 Cu1 N4 C14 14.3(3) . . . . ? N5 Mn1 N5 C25 143(4) 2_655 . . . ? O2 Mn1 N5 C25 -120(4) . . . . ? O2 Mn1 N5 C25 40(4) 2_655 . . . ? O1 Mn1 N5 C25 -1(4) 2_655 . . . ? O1 Mn1 N5 C25 -48(4) . . . . ? Mn1 O1 C1 N1 -151.2(4) . . . . ? Mn1 O1 C1 C2 25.3(4) . . . . ? C24 N1 C1 O1 8.1(7) . . . . ? Cu1 N1 C1 O1 178.9(4) . . . . ? C24 N1 C1 C2 -168.4(3) . . . . ? Cu1 N1 C1 C2 2.4(4) . . . . ? Mn1 O2 C2 N2 164.7(4) . . . . ? Mn1 O2 C2 C1 -15.8(5) . . . . ? C3 N2 C2 O2 3.0(7) . . . . ? Cu1 N2 C2 O2 -167.2(4) . . . . ? C3 N2 C2 C1 -176.5(3) . . . . ? Cu1 N2 C2 C1 13.3(4) . . . . ? O1 C1 C2 O2 -7.6(6) . . . . ? N1 C1 C2 O2 169.4(4) . . . . ? O1 C1 C2 N2 172.0(4) . . . . ? N1 C1 C2 N2 -11.0(5) . . . . ? C2 N2 C3 C4 17.7(6) . . . . ? Cu1 N2 C3 C4 -174.0(3) . . . . ? C2 N2 C3 C8 -165.0(4) . . . . ? Cu1 N2 C3 C8 3.3(6) . . . . ? N2 C3 C4 C5 -179.6(4) . . . . ? C8 C3 C4 C5 3.0(7) . . . . ? C3 C4 C5 C6 -1.0(8) . . . . ? C4 C5 C6 C7 -0.9(8) . . . . ? C5 C6 C7 C8 0.6(8) . . . . ? C6 C7 C8 C3 1.4(7) . . . . ? C6 C7 C8 C9 -178.7(5) . . . . ? C4 C3 C8 C7 -3.2(6) . . . . ? N2 C3 C8 C7 179.4(4) . . . . ? C4 C3 C8 C9 176.9(4) . . . . ? N2 C3 C8 C9 -0.5(7) . . . . ? C13 N3 C9 C8 176.3(5) . . . . ? Cu1 N3 C9 C8 -5.3(7) . . . . ? C13 N3 C9 C10 -4.7(7) . . . . ? Cu1 N3 C9 C10 173.8(3) . . . . ? C7 C8 C9 N3 -178.3(5) . . . . ? C3 C8 C9 N3 1.6(8) . . . . ? C7 C8 C9 C10 2.6(6) . . . . ? C3 C8 C9 C10 -177.5(4) . . . . ? C11 O3 C10 O4 2.2(7) . . . . ? C11 O3 C10 C9 -175.8(4) . . . . ? N3 C9 C10 O4 83.3(6) . . . . ? C8 C9 C10 O4 -97.5(6) . . . . ? N3 C9 C10 O3 -98.7(5) . . . . ? C8 C9 C10 O3 80.5(5) . . . . ? C10 O3 C11 C12 172.0(4) . . . . ? C9 N3 C13 C14 150.2(4) . . . . ? Cu1 N3 C13 C14 -28.4(5) . . . . ? N3 C13 C14 N4 39.3(6) . . . . ? C15 N4 C14 C13 140.9(5) . . . . ? Cu1 N4 C14 C13 -33.3(5) . . . . ? C14 N4 C15 C19 175.2(4) . . . . ? Cu1 N4 C15 C19 -11.6(7) . . . . ? C14 N4 C15 C16 0.6(7) . . . . ? Cu1 N4 C15 C16 173.8(3) . . . . ? C17 O6 C16 O5 -1.9(8) . . . . ? C17 O6 C16 C15 176.1(4) . . . . ? N4 C15 C16 O5 88.0(6) . . . . ? C19 C15 C16 O5 -87.0(6) . . . . ? N4 C15 C16 O6 -90.1(5) . . . . ? C19 C15 C16 O6 94.9(5) . . . . ? C16 O6 C17 C18 -129.2(6) . . . . ? N4 C15 C19 C20 178.6(4) . . . . ? C16 C15 C19 C20 -6.8(6) . . . . ? N4 C15 C19 C24 -1.9(7) . . . . ? C16 C15 C19 C24 172.7(4) . . . . ? C24 C19 C20 C21 -2.4(7) . . . . ? C15 C19 C20 C21 177.2(4) . . . . ? C19 C20 C21 C22 -2.3(7) . . . . ? C20 C21 C22 C23 2.5(7) . . . . ? C21 C22 C23 C24 2.0(7) . . . . ? C22 C23 C24 C19 -6.5(7) . . . . ? C22 C23 C24 N1 173.0(4) . . . . ? C20 C19 C24 C23 6.6(6) . . . . ? C15 C19 C24 C23 -172.9(4) . . . . ? C20 C19 C24 N1 -172.9(4) . . . . ? C15 C19 C24 N1 7.6(7) . . . . ? C1 N1 C24 C23 -9.8(6) . . . . ? Cu1 N1 C24 C23 -179.1(3) . . . . ? C1 N1 C24 C19 169.6(4) . . . . ? Cu1 N1 C24 C19 0.4(6) . . . . ? Mn1 N5 C25 S1 66(51) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.690 _refine_diff_density_min -0.558 _refine_diff_density_rms 0.173