# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_1 _database_code_depnum_ccdc_archive 'CCDC 924732' #TrackingRef '17821_web_deposit_cif_file_0_En-QingGao_1361060119.1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H18 Cu2 N14 O5' _chemical_formula_weight 613.52 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 Triclinic _symmetry_space_group_name_H-M 'P-1 ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.229(5) _cell_length_b 10.434(5) _cell_length_c 11.925(6) _cell_angle_alpha 106.197(7) _cell_angle_beta 91.715(6) _cell_angle_gamma 106.354(7) _cell_volume 1164.6(10) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 921 _cell_measurement_theta_min 2.338 _cell_measurement_theta_max 27.157 _exptl_crystal_description block _exptl_crystal_colour dark-green _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 'CCD area detector' _exptl_crystal_density_diffrn 1.750 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 620 _exptl_absorpt_coefficient_mu 1.888 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7040 _exptl_absorpt_correction_T_max 0.8337 _exptl_absorpt_process_details 'SADABS (Bruker, 1999)' _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 5276 _diffrn_reflns_av_R_equivalents 0.0404 _diffrn_reflns_av_sigmaI/netI 0.0443 _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 -9 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 26.01 _reflns_number_total 4445 _reflns_number_gt 3387 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.1121P)^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 4445 _refine_ls_number_parameters 340 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.0723 _refine_ls_R_factor_gt 0.0573 _refine_ls_wR_factor_ref 0.1621 _refine_ls_wR_factor_gt 0.1486 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 1.002 _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 0.46368(5) 0.85235(5) 0.04118(4) 0.03252(19) Uani 1 1 d . . . Cu2 Cu 0.62140(5) 1.12198(6) 0.23897(5) 0.0369(2) Uani 1 1 d . . . C1 C 0.8192(5) 1.1584(4) 0.4235(4) 0.0380(10) Uani 1 1 d . . . C2 C 0.9647(4) 1.1758(4) 0.4685(4) 0.0377(10) Uani 1 1 d . . . C3 C 1.0580(5) 1.1446(5) 0.3931(5) 0.0444(11) Uani 1 1 d . . . H3A H 1.0328 1.1168 0.3123 0.053 Uiso 1 1 calc R . . C4 C 1.1892(5) 1.1541(5) 0.4354(5) 0.0487(12) Uani 1 1 d . . . H4A H 1.2508 1.1302 0.3838 0.058 Uiso 1 1 calc R . . C5 C 1.1392(6) 1.2324(6) 0.6275(5) 0.0558(15) Uani 1 1 d . . . H5A H 1.1685 1.2650 0.7077 0.067 Uiso 1 1 calc R . . C6 C 1.0072(5) 1.2206(5) 0.5888(4) 0.0475(12) Uani 1 1 d . . . H6A H 0.9467 1.2424 0.6425 0.057 Uiso 1 1 calc R . . C7 C 1.3695(5) 1.2134(5) 0.5986(6) 0.0608(16) Uani 1 1 d . . . H7A H 1.3680 1.1879 0.6709 0.073 Uiso 1 1 calc R . . H7B H 1.4072 1.1511 0.5419 0.073 Uiso 1 1 calc R . . C8 C 1.4577(4) 1.3617(5) 0.6216(4) 0.0375(10) Uani 1 1 d . . . H8A H 1.4099 1.4247 0.6646 0.045 Uiso 1 1 calc R . . H8B H 1.4739 1.3807 0.5473 0.045 Uiso 1 1 calc R . . C9 C 1.5939(4) 1.3894(5) 0.6916(4) 0.0401(11) Uani 1 1 d . . . H9A H 1.5788 1.3602 0.7617 0.048 Uiso 1 1 calc R . . H9B H 1.6480 1.3365 0.6447 0.048 Uiso 1 1 calc R . . C10 C 1.6696(4) 1.5442(5) 0.7254(4) 0.0395(10) Uani 1 1 d . . . H10A H 1.6858 1.5719 0.6546 0.047 Uiso 1 1 calc R . . H10B H 1.6130 1.5963 0.7692 0.047 Uiso 1 1 calc R . . C11 C 1.9158(5) 1.5776(5) 0.7438(4) 0.0442(11) Uani 1 1 d . . . H11A H 1.9091 1.5473 0.6621 0.053 Uiso 1 1 calc R . . C12 C 2.0420(4) 1.6197(5) 0.8094(4) 0.0422(11) Uani 1 1 d . . . H12A H 2.1206 1.6187 0.7725 0.051 Uiso 1 1 calc R . . C13 C 2.0503(4) 1.6635(4) 0.9310(4) 0.0336(9) Uani 1 1 d . . . C14 C 1.9322(4) 1.6554(5) 0.9835(4) 0.0409(11) Uani 1 1 d . . . H14A H 1.9352 1.6769 1.0648 0.049 Uiso 1 1 calc R . . C15 C 1.8077(5) 1.6144(5) 0.9133(4) 0.0446(12) Uani 1 1 d . . . H15A H 1.7273 1.6111 0.9484 0.053 Uiso 1 1 calc R . . C16 C 2.1882(4) 1.7277(4) 1.0068(4) 0.0374(10) Uani 1 1 d . . . N1 N 0.6373(4) 0.9378(4) 0.1462(4) 0.0428(10) Uani 1 1 d . . . N2 N 0.7424(4) 0.9107(4) 0.1438(3) 0.0429(9) Uani 1 1 d . . . N3 N 0.8443(5) 0.8868(6) 0.1468(5) 0.0838(19) Uani 1 1 d . . . N4 N 0.4516(3) 1.0514(4) 0.1212(3) 0.0327(8) Uani 1 1 d . . . N5 N 0.3463(4) 1.0798(4) 0.1421(3) 0.0365(8) Uani 1 1 d . . . N6 N 0.2486(5) 1.1078(5) 0.1588(5) 0.0604(12) Uani 1 1 d . . . N7 N 0.4956(4) 0.6694(4) -0.0190(4) 0.0463(10) Uani 1 1 d . . . N8 N 0.4026(4) 0.5731(4) -0.0781(3) 0.0403(9) Uani 1 1 d . . . N9 N 0.3156(5) 0.4787(5) -0.1348(4) 0.0568(12) Uani 1 1 d . . . N10 N 0.5878(4) 1.2954(4) 0.3251(4) 0.0493(11) Uani 1 1 d . . . N11 N 0.6828(4) 1.3847(4) 0.3888(4) 0.0430(9) Uani 1 1 d . . . N12 N 0.7687(5) 1.4748(5) 0.4520(4) 0.0586(12) Uani 1 1 d . . . N13 N 1.2259(4) 1.1980(4) 0.5519(4) 0.0480(11) Uani 1 1 d . . . N14 N 1.8023(3) 1.5800(4) 0.7974(3) 0.0335(8) Uani 1 1 d . . . O1 O 0.8043(3) 1.1651(4) 0.3207(3) 0.0442(8) Uani 1 1 d . . . O2 O 0.7290(4) 1.1378(5) 0.4870(4) 0.0636(11) Uani 1 1 d D . . O3 O 2.2828(3) 1.7874(3) 0.9565(3) 0.0412(8) Uani 1 1 d . . . O4 O 2.1973(4) 1.7193(4) 1.1067(3) 0.0575(10) Uani 1 1 d . . . O5 O 0.6326(7) 1.0639(6) 0.6818(5) 0.0994(18) Uani 1 1 d D . . H1 H 0.696(8) 1.137(7) 0.730(3) 0.149 Uiso 1 1 d D . . H2 H 0.632(5) 1.076(8) 0.614(3) 0.149 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0209(3) 0.0367(3) 0.0340(3) 0.0071(2) -0.0125(2) 0.0047(2) Cu2 0.0301(3) 0.0423(3) 0.0329(3) 0.0017(2) -0.0171(2) 0.0139(2) C1 0.032(2) 0.035(2) 0.041(3) 0.0066(19) -0.018(2) 0.0069(18) C2 0.031(2) 0.030(2) 0.047(3) 0.0124(19) -0.020(2) 0.0021(17) C3 0.039(3) 0.043(3) 0.044(3) 0.006(2) -0.017(2) 0.011(2) C4 0.037(3) 0.046(3) 0.058(3) 0.012(2) -0.014(2) 0.011(2) C5 0.049(3) 0.059(3) 0.046(3) 0.019(3) -0.031(3) -0.005(3) C6 0.036(3) 0.052(3) 0.042(3) 0.010(2) -0.016(2) 0.000(2) C7 0.033(3) 0.047(3) 0.094(4) 0.025(3) -0.036(3) -0.001(2) C8 0.027(2) 0.043(2) 0.039(2) 0.013(2) -0.0128(18) 0.0057(18) C9 0.024(2) 0.041(2) 0.050(3) 0.013(2) -0.0149(19) 0.0057(18) C10 0.025(2) 0.042(2) 0.046(3) 0.011(2) -0.0164(19) 0.0061(18) C11 0.032(2) 0.059(3) 0.034(2) 0.010(2) -0.0076(19) 0.006(2) C12 0.021(2) 0.060(3) 0.038(3) 0.012(2) -0.0014(18) 0.004(2) C13 0.0216(19) 0.033(2) 0.040(2) 0.0088(18) -0.0104(18) 0.0021(16) C14 0.029(2) 0.057(3) 0.031(2) 0.008(2) -0.0071(18) 0.011(2) C15 0.023(2) 0.060(3) 0.048(3) 0.014(2) -0.002(2) 0.010(2) C16 0.026(2) 0.035(2) 0.043(3) 0.0044(19) -0.0137(19) 0.0066(18) N1 0.029(2) 0.044(2) 0.045(2) -0.0032(18) -0.0173(17) 0.0136(17) N2 0.037(2) 0.044(2) 0.039(2) -0.0014(17) -0.0165(17) 0.0146(18) N3 0.050(3) 0.081(4) 0.098(4) -0.020(3) -0.034(3) 0.038(3) N4 0.0229(17) 0.0392(19) 0.033(2) 0.0056(15) -0.0083(14) 0.0102(15) N5 0.0289(19) 0.042(2) 0.037(2) 0.0115(16) -0.0054(16) 0.0101(16) N6 0.038(2) 0.072(3) 0.074(3) 0.018(3) 0.005(2) 0.025(2) N7 0.030(2) 0.040(2) 0.061(3) 0.0055(19) -0.0171(19) 0.0103(17) N8 0.037(2) 0.042(2) 0.040(2) 0.0100(18) 0.0011(18) 0.0119(18) N9 0.052(3) 0.046(3) 0.055(3) 0.005(2) -0.011(2) -0.001(2) N10 0.046(2) 0.043(2) 0.051(3) -0.0018(19) -0.019(2) 0.0192(19) N11 0.048(2) 0.041(2) 0.042(2) 0.0104(18) -0.009(2) 0.0191(19) N12 0.065(3) 0.050(3) 0.050(3) 0.005(2) -0.019(2) 0.013(2) N13 0.034(2) 0.040(2) 0.063(3) 0.020(2) -0.026(2) -0.0009(17) N14 0.0206(16) 0.0357(19) 0.039(2) 0.0089(16) -0.0101(15) 0.0040(14) O1 0.0344(17) 0.055(2) 0.0360(19) 0.0021(15) -0.0171(14) 0.0164(15) O2 0.038(2) 0.094(3) 0.066(3) 0.038(2) -0.0057(19) 0.0174(19) O3 0.0234(15) 0.0430(18) 0.0477(19) 0.0093(15) -0.0146(14) 0.0016(13) O4 0.0396(19) 0.078(3) 0.045(2) 0.0190(19) -0.0201(16) 0.0043(18) O5 0.139(5) 0.088(4) 0.081(4) 0.039(3) 0.005(4) 0.036(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 O3 1.924(3) 1_344 ? Cu1 N7 1.966(4) . ? Cu1 N1 1.967(4) . ? Cu1 N4 2.070(4) . ? Cu2 N10 1.945(4) . ? Cu2 O1 1.956(3) . ? Cu2 N1 1.986(4) . ? Cu2 N4 2.022(4) . ? C1 O2 1.222(6) . ? C1 O1 1.255(6) . ? C1 C2 1.511(6) . ? C2 C3 1.374(7) . ? C2 C6 1.392(7) . ? C3 C4 1.386(7) . ? C3 H3A 0.9300 . ? C4 N13 1.340(7) . ? C4 H4A 0.9300 . ? C5 N13 1.332(8) . ? C5 C6 1.375(7) . ? C5 H5A 0.9300 . ? C6 H6A 0.9300 . ? C7 C8 1.499(6) . ? C7 N13 1.503(6) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.513(6) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.511(6) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 N14 1.478(5) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 N14 1.346(6) . ? C11 C12 1.378(6) . ? C11 H11A 0.9300 . ? C12 C13 1.385(6) . ? C12 H12A 0.9300 . ? C13 C14 1.369(6) . ? C13 C16 1.520(6) . ? C14 C15 1.391(6) . ? C14 H14A 0.9300 . ? C15 N14 1.323(6) . ? C15 H15A 0.9300 . ? C16 O4 1.222(6) . ? C16 O3 1.260(6) . ? N1 N2 1.186(6) . ? N2 N3 1.139(6) . ? N4 N5 1.210(5) . ? N5 N6 1.127(6) . ? N7 N8 1.199(5) . ? N8 N9 1.148(5) . ? N10 N11 1.200(6) . ? N11 N12 1.150(6) . ? O3 Cu1 1.924(3) 1_766 ? O5 H1 0.887(19) . ? O5 H2 0.853(18) . ? 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 O3 Cu1 N7 93.37(15) 1_344 . ? O3 Cu1 N1 171.17(15) 1_344 . ? N7 Cu1 N1 94.12(16) . . ? O3 Cu1 N4 93.86(14) 1_344 . ? N7 Cu1 N4 172.47(15) . . ? N1 Cu1 N4 78.51(15) . . ? N10 Cu2 O1 96.13(16) . . ? N10 Cu2 N1 174.72(16) . . ? O1 Cu2 N1 88.94(15) . . ? N10 Cu2 N4 95.92(16) . . ? O1 Cu2 N4 165.94(14) . . ? N1 Cu2 N4 79.24(15) . . ? O2 C1 O1 126.6(4) . . ? O2 C1 C2 118.9(4) . . ? O1 C1 C2 114.5(4) . . ? C3 C2 C6 117.9(4) . . ? C3 C2 C1 121.5(4) . . ? C6 C2 C1 120.6(5) . . ? C2 C3 C4 121.0(5) . . ? C2 C3 H3A 119.5 . . ? C4 C3 H3A 119.5 . . ? N13 C4 C3 119.1(5) . . ? N13 C4 H4A 120.4 . . ? C3 C4 H4A 120.4 . . ? N13 C5 C6 121.1(5) . . ? N13 C5 H5A 119.5 . . ? C6 C5 H5A 119.5 . . ? C5 C6 C2 119.4(5) . . ? C5 C6 H6A 120.3 . . ? C2 C6 H6A 120.3 . . ? C8 C7 N13 109.9(4) . . ? C8 C7 H7A 109.7 . . ? N13 C7 H7A 109.7 . . ? C8 C7 H7B 109.7 . . ? N13 C7 H7B 109.7 . . ? H7A C7 H7B 108.2 . . ? C7 C8 C9 111.7(4) . . ? C7 C8 H8A 109.3 . . ? C9 C8 H8A 109.3 . . ? C7 C8 H8B 109.3 . . ? C9 C8 H8B 109.3 . . ? H8A C8 H8B 108.0 . . ? C10 C9 C8 108.9(4) . . ? C10 C9 H9A 109.9 . . ? C8 C9 H9A 109.9 . . ? C10 C9 H9B 109.9 . . ? C8 C9 H9B 109.9 . . ? H9A C9 H9B 108.3 . . ? N14 C10 C9 112.0(4) . . ? N14 C10 H10A 109.2 . . ? C9 C10 H10A 109.2 . . ? N14 C10 H10B 109.2 . . ? C9 C10 H10B 109.2 . . ? H10A C10 H10B 107.9 . . ? N14 C11 C12 120.2(4) . . ? N14 C11 H11A 119.9 . . ? C12 C11 H11A 119.9 . . ? C11 C12 C13 119.3(4) . . ? C11 C12 H12A 120.4 . . ? C13 C12 H12A 120.4 . . ? C14 C13 C12 119.3(4) . . ? C14 C13 C16 119.5(4) . . ? C12 C13 C16 121.1(4) . . ? C13 C14 C15 119.0(4) . . ? C13 C14 H14A 120.5 . . ? C15 C14 H14A 120.5 . . ? N14 C15 C14 120.8(4) . . ? N14 C15 H15A 119.6 . . ? C14 C15 H15A 119.6 . . ? O4 C16 O3 127.0(4) . . ? O4 C16 C13 119.4(4) . . ? O3 C16 C13 113.6(4) . . ? N2 N1 Cu1 132.0(3) . . ? N2 N1 Cu2 122.9(3) . . ? Cu1 N1 Cu2 103.21(18) . . ? N3 N2 N1 177.0(6) . . ? N5 N4 Cu2 123.7(3) . . ? N5 N4 Cu1 125.0(3) . . ? Cu2 N4 Cu1 98.37(15) . . ? N6 N5 N4 177.9(5) . . ? N8 N7 Cu1 117.9(3) . . ? N9 N8 N7 178.3(5) . . ? N11 N10 Cu2 116.9(3) . . ? N12 N11 N10 176.0(5) . . ? C5 N13 C4 121.4(4) . . ? C5 N13 C7 119.0(5) . . ? C4 N13 C7 119.5(5) . . ? C15 N14 C11 121.1(4) . . ? C15 N14 C10 119.6(4) . . ? C11 N14 C10 119.3(4) . . ? C1 O1 Cu2 120.8(3) . . ? C16 O3 Cu1 115.4(3) . 1_766 ? H1 O5 H2 107(3) . . ? _diffrn_measured_fraction_theta_max 0.968 _diffrn_reflns_theta_full 26.01 _diffrn_measured_fraction_theta_full 0.968 _refine_diff_density_max 1.132 _refine_diff_density_min -1.096 _refine_diff_density_rms 0.139 data_2 _database_code_depnum_ccdc_archive 'CCDC 924733' #TrackingRef '17822_web_deposit_cif_file_1_En-QingGao_1361060119.2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32.50 H41 Cl3.50 Mn2 N5.50 O26' _chemical_formula_weight 1158.66 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'Pna2(1) ' 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' _cell_length_a 15.258(6) _cell_length_b 21.333(8) _cell_length_c 29.267(11) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 9526(6) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 954 _cell_measurement_theta_min 2.714 _cell_measurement_theta_max 23.109 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.616 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4736 _exptl_absorpt_coefficient_mu 0.820 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7623 _exptl_absorpt_correction_T_max 0.9225 _exptl_absorpt_process_details 'SADABS (Bruker, 1999)' _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 42158 _diffrn_reflns_av_R_equivalents 0.0481 _diffrn_reflns_av_sigmaI/netI 0.0586 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -36 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.39 _diffrn_reflns_theta_max 26.01 _reflns_number_total 14776 _reflns_number_gt 10970 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.1138P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.44(2) _refine_ls_number_reflns 14776 _refine_ls_number_parameters 1217 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0832 _refine_ls_R_factor_gt 0.0628 _refine_ls_wR_factor_ref 0.1800 _refine_ls_wR_factor_gt 0.1662 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.015 _refine_ls_shift/su_max 0.035 _refine_ls_shift/su_mean 0.003 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 0.36145(6) 0.27305(4) 0.23334(3) 0.0254(2) Uani 1 1 d . . . Mn2 Mn 0.12909(6) 0.27696(4) 0.17966(3) 0.0255(2) Uani 1 1 d . . . Mn3 Mn 0.17252(7) 0.50936(5) 0.15734(4) 0.0338(3) Uani 1 1 d . . . Mn4 Mn 0.33289(7) 0.50327(5) 0.25526(4) 0.0319(2) Uani 1 1 d . . . C1 C 0.1944(5) 0.2009(3) 0.2655(2) 0.0327(15) Uani 1 1 d . . . C2 C 0.1696(4) 0.1482(3) 0.2981(2) 0.0298(14) Uani 1 1 d . . . C3 C 0.2349(4) 0.1214(3) 0.3247(2) 0.0390(16) Uani 1 1 d . . . H3A H 0.2922 0.1363 0.3238 0.047 Uiso 1 1 calc R . . C4 C 0.2119(5) 0.0721(4) 0.3524(3) 0.0505(19) Uani 1 1 d . . . H4A H 0.2551 0.0532 0.3700 0.061 Uiso 1 1 calc R . . C5 C 0.0663(5) 0.0763(4) 0.3287(3) 0.051(2) Uani 1 1 d . . . H5A H 0.0093 0.0610 0.3302 0.061 Uiso 1 1 calc R . . C6 C 0.0863(5) 0.1242(4) 0.3005(3) 0.0430(19) Uani 1 1 d . . . H6A H 0.0426 0.1414 0.2823 0.052 Uiso 1 1 calc R . . C7 C 0.1099(6) -0.0018(4) 0.3873(3) 0.060(2) Uani 1 1 d . . . H7A H 0.0648 -0.0284 0.3741 0.073 Uiso 1 1 calc R . . H7B H 0.1615 -0.0273 0.3927 0.073 Uiso 1 1 calc R . . C8 C 0.0789(6) 0.0249(4) 0.4302(3) 0.058(2) Uani 1 1 d . . . H8A H 0.0214 0.0433 0.4257 0.069 Uiso 1 1 calc R . . H8B H 0.1186 0.0578 0.4400 0.069 Uiso 1 1 calc R . . C9 C 0.0738(7) -0.0268(4) 0.4676(3) 0.066(3) Uani 1 1 d . . . H9A H 0.0359 -0.0606 0.4577 0.079 Uiso 1 1 calc R . . H9B H 0.1316 -0.0437 0.4736 0.079 Uiso 1 1 calc R . . C10 C 0.0365(8) 0.0045(5) 0.5108(3) 0.074(3) Uani 1 1 d . . . H10A H 0.0734 0.0394 0.5197 0.089 Uiso 1 1 calc R . . H10B H -0.0219 0.0204 0.5047 0.089 Uiso 1 1 calc R . . C11 C 0.0994(6) -0.0477(4) 0.5795(3) 0.056(2) Uani 1 1 d . . . H11A H 0.1485 -0.0222 0.5769 0.067 Uiso 1 1 calc R . . C12 C 0.0936(5) -0.0900(4) 0.6140(3) 0.049(2) Uani 1 1 d . . . H12A H 0.1370 -0.0910 0.6363 0.059 Uiso 1 1 calc R . . C13 C 0.0259(5) -0.1304(4) 0.6163(3) 0.0392(17) Uani 1 1 d . . . C14 C -0.0389(7) -0.1269(6) 0.5835(3) 0.088(4) Uani 1 1 d . . . H14A H -0.0860 -0.1546 0.5839 0.105 Uiso 1 1 calc R . . C15 C -0.0323(7) -0.0816(6) 0.5502(4) 0.089(4) Uani 1 1 d . . . H15A H -0.0758 -0.0786 0.5281 0.106 Uiso 1 1 calc R . . C16 C 0.0177(4) -0.1794(3) 0.6544(2) 0.0291(14) Uani 1 1 d . . . C17 C 0.2936(5) 0.2025(3) 0.1447(3) 0.0386(17) Uani 1 1 d . . . C18 C 0.3282(4) 0.1588(4) 0.1072(3) 0.0410(18) Uani 1 1 d . . . C19 C 0.4053(5) 0.1284(5) 0.1135(3) 0.061(3) Uani 1 1 d . . . H19A H 0.4398 0.1360 0.1391 0.073 Uiso 1 1 calc R . . C20 C 0.4310(6) 0.0859(6) 0.0805(4) 0.080(4) Uani 1 1 d . . . H20A H 0.4808 0.0618 0.0859 0.096 Uiso 1 1 calc R . . C21 C 0.3175(9) 0.1098(7) 0.0354(4) 0.116(6) Uani 1 1 d . . . H21A H 0.2870 0.1044 0.0082 0.139 Uiso 1 1 calc R . . C22 C 0.2879(7) 0.1509(6) 0.0677(3) 0.086(4) Uani 1 1 d . . . H22A H 0.2377 0.1742 0.0616 0.103 Uiso 1 1 calc R . . C23 C 0.4219(8) 0.0298(6) 0.0096(4) 0.091(3) Uiso 1 1 d . . . H23A H 0.4750 0.0102 0.0209 0.109 Uiso 1 1 calc R . . H23B H 0.3779 -0.0026 0.0055 0.109 Uiso 1 1 calc R . . C24 C 0.4389(10) 0.0604(7) -0.0330(5) 0.108(4) Uiso 1 1 d . . . H24A H 0.4859 0.0905 -0.0289 0.130 Uiso 1 1 calc R . . H24B H 0.3869 0.0831 -0.0425 0.130 Uiso 1 1 calc R . . C25 C 0.4652(9) 0.0122(7) -0.0709(6) 0.112(4) Uiso 1 1 d . . . H25A H 0.4818 0.0350 -0.0983 0.135 Uiso 1 1 calc R . . H25B H 0.5160 -0.0112 -0.0607 0.135 Uiso 1 1 calc R . . C26 C 0.3986(6) -0.0295(5) -0.0817(4) 0.068(2) Uiso 1 1 d . . . H26A H 0.3449 -0.0065 -0.0871 0.082 Uiso 1 1 calc R . . H26B H 0.3889 -0.0575 -0.0561 0.082 Uiso 1 1 calc R . . C27 C 0.4732(7) -0.1169(5) -0.1214(3) 0.069(3) Uani 1 1 d . . . H27A H 0.4965 -0.1273 -0.0930 0.083 Uiso 1 1 calc R . . C28 C 0.4947(6) -0.1528(4) -0.1582(3) 0.054(2) Uani 1 1 d . . . H28A H 0.5304 -0.1878 -0.1545 0.065 Uiso 1 1 calc R . . C29 C 0.4634(4) -0.1371(3) -0.2008(2) 0.0309(15) Uani 1 1 d . . . C30 C 0.4103(5) -0.0848(4) -0.2040(3) 0.0412(18) Uani 1 1 d . . . H30A H 0.3886 -0.0730 -0.2324 0.049 Uiso 1 1 calc R . . C31 C 0.3886(5) -0.0495(4) -0.1657(3) 0.055(2) Uani 1 1 d . . . H31A H 0.3531 -0.0142 -0.1681 0.066 Uiso 1 1 calc R . . C32 C 0.4882(4) -0.1755(3) -0.2420(3) 0.0345(16) Uani 1 1 d . . . C33 C 0.1569(4) 0.3858(3) 0.0996(2) 0.0283(14) Uani 1 1 d . . . C34 C 0.1597(4) 0.3597(3) 0.0509(2) 0.0322(15) Uani 1 1 d . . . C35 C 0.1446(6) 0.2974(3) 0.0430(2) 0.048(2) Uani 1 1 d . . . H35A H 0.1299 0.2707 0.0669 0.058 Uiso 1 1 calc R . . C36 C 0.1517(7) 0.2750(4) -0.0013(3) 0.060(2) Uani 1 1 d . . . H36A H 0.1416 0.2327 -0.0070 0.072 Uiso 1 1 calc R . . C37 C 0.1850(5) 0.3741(4) -0.0295(3) 0.0436(19) Uani 1 1 d . . . H37A H 0.1957 0.4004 -0.0542 0.052 Uiso 1 1 calc R . . C38 C 0.1816(5) 0.3982(4) 0.0142(3) 0.0429(19) Uani 1 1 d . . . H38A H 0.1940 0.4404 0.0191 0.051 Uiso 1 1 calc R . . C39 C 0.1834(5) 0.2854(4) -0.0816(3) 0.0454(18) Uani 1 1 d . . . H39A H 0.2185 0.2476 -0.0794 0.054 Uiso 1 1 calc R . . H39B H 0.2141 0.3148 -0.1012 0.054 Uiso 1 1 calc R . . C40 C 0.0947(6) 0.2695(4) -0.1027(3) 0.052(2) Uani 1 1 d . . . H40A H 0.0617 0.3077 -0.1076 0.062 Uiso 1 1 calc R . . H40B H 0.0617 0.2432 -0.0818 0.062 Uiso 1 1 calc R . . C41 C 0.1064(5) 0.2351(4) -0.1485(3) 0.0460(18) Uani 1 1 d . . . H41A H 0.1337 0.2635 -0.1701 0.055 Uiso 1 1 calc R . . H41B H 0.1459 0.2000 -0.1440 0.055 Uiso 1 1 calc R . . C42 C 0.0222(6) 0.2111(3) -0.1687(3) 0.058(2) Uani 1 1 d . . . H42A H 0.0351 0.1805 -0.1922 0.069 Uiso 1 1 calc R . . H42B H -0.0121 0.1906 -0.1451 0.069 Uiso 1 1 calc R . . C43 C -0.0078(6) 0.2821(4) -0.2305(3) 0.0499(19) Uani 1 1 d . . . H43A H 0.0372 0.2618 -0.2460 0.060 Uiso 1 1 calc R . . C44 C -0.0515(5) 0.3313(3) -0.2513(3) 0.0448(17) Uani 1 1 d . . . H44A H -0.0364 0.3441 -0.2806 0.054 Uiso 1 1 calc R . . C45 C -0.1183(5) 0.3614(3) -0.2276(3) 0.0388(17) Uani 1 1 d . . . C46 C -0.1400(5) 0.3403(4) -0.1832(3) 0.0435(18) Uani 1 1 d . . . H46A H -0.1845 0.3593 -0.1665 0.052 Uiso 1 1 calc R . . C47 C -0.0932(5) 0.2910(3) -0.1656(3) 0.0457(18) Uani 1 1 d . . . H47A H -0.1068 0.2763 -0.1365 0.055 Uiso 1 1 calc R . . C48 C -0.1671(5) 0.4155(3) -0.2498(3) 0.0369(17) Uani 1 1 d . . . C49 C 0.3362(4) 0.3794(3) 0.3143(3) 0.0313(15) Uani 1 1 d . . . C50 C 0.3218(4) 0.3537(3) 0.3616(2) 0.0305(15) Uani 1 1 d . . . C51 C 0.3097(5) 0.2915(3) 0.3696(2) 0.0399(17) Uani 1 1 d . . . H51A H 0.3104 0.2636 0.3452 0.048 Uiso 1 1 calc R . . C52 C 0.2966(5) 0.2693(4) 0.4125(3) 0.0467(18) Uani 1 1 d . . . H52A H 0.2889 0.2266 0.4174 0.056 Uiso 1 1 calc R . . C53 C 0.3068(6) 0.3705(4) 0.4408(3) 0.052(2) Uani 1 1 d . . . H53A H 0.3058 0.3975 0.4657 0.062 Uiso 1 1 calc R . . C54 C 0.3204(5) 0.3950(4) 0.3988(3) 0.0422(18) Uani 1 1 d . . . H54A H 0.3286 0.4379 0.3947 0.051 Uiso 1 1 calc R . . C55 C 0.2788(6) 0.2852(5) 0.4964(3) 0.055(2) Uani 1 1 d . . . H55A H 0.2459 0.3158 0.5139 0.066 Uiso 1 1 calc R . . H55B H 0.2448 0.2468 0.4950 0.066 Uiso 1 1 calc R . . C56 C 0.3661(6) 0.2724(4) 0.5198(3) 0.052(2) Uani 1 1 d . . . H56A H 0.4000 0.2428 0.5019 0.062 Uiso 1 1 calc R . . H56B H 0.3994 0.3110 0.5223 0.062 Uiso 1 1 calc R . . C57 C 0.3485(5) 0.2461(4) 0.5665(3) 0.051(2) Uani 1 1 d . . . H57A H 0.3195 0.2778 0.5848 0.061 Uiso 1 1 calc R . . H57B H 0.3087 0.2108 0.5636 0.061 Uiso 1 1 calc R . . C58 C 0.4293(6) 0.2249(4) 0.5910(3) 0.058(2) Uani 1 1 d . . . H58A H 0.4641 0.1993 0.5704 0.070 Uiso 1 1 calc R . . H58B H 0.4123 0.1989 0.6167 0.070 Uiso 1 1 calc R . . C59 C 0.4671(6) 0.3045(4) 0.6484(3) 0.0509(19) Uani 1 1 d . . . H59A H 0.4193 0.2904 0.6652 0.061 Uiso 1 1 calc R . . C60 C 0.5176(5) 0.3515(4) 0.6654(3) 0.0470(18) Uani 1 1 d . . . H60A H 0.5043 0.3701 0.6933 0.056 Uiso 1 1 calc R . . C61 C 0.5902(5) 0.3712(3) 0.6398(3) 0.0407(17) Uani 1 1 d . . . C62 C 0.6045(5) 0.3447(4) 0.5980(3) 0.0448(18) Uani 1 1 d . . . H62A H 0.6506 0.3591 0.5802 0.054 Uiso 1 1 calc R . . C63 C 0.5532(5) 0.2979(4) 0.5819(3) 0.0455(18) Uani 1 1 d . . . H63A H 0.5644 0.2796 0.5537 0.055 Uiso 1 1 calc R . . C64 C 0.6514(5) 0.4204(3) 0.6602(3) 0.0411(19) Uani 1 1 d . . . C65 C 0.680(2) 0.4544(17) 0.1997(10) 0.284(18) Uani 1 1 d . . . O1 O 0.1407(3) 0.2123(2) 0.2341(2) 0.0427(12) Uani 1 1 d . . . O2 O 0.2654(3) 0.2261(3) 0.27261(18) 0.0449(13) Uani 1 1 d . . . O3 O 0.0593(3) -0.1677(2) 0.69062(16) 0.0356(11) Uani 1 1 d . . . O4 O -0.0290(3) -0.2246(2) 0.64630(17) 0.0404(12) Uani 1 1 d . . . O5 O 0.2193(3) 0.2265(2) 0.13676(18) 0.0453(13) Uani 1 1 d . . . O6 O 0.3395(4) 0.2099(3) 0.1778(2) 0.0504(14) Uani 1 1 d . . . O7 O 0.5426(3) -0.2188(2) -0.23505(18) 0.0440(13) Uani 1 1 d . . . O8 O 0.4514(3) -0.1611(2) -0.27855(16) 0.0345(11) Uani 1 1 d . . . O9 O 0.1844(3) 0.4399(2) 0.10388(18) 0.0415(12) Uani 1 1 d . . . O10 O 0.1215(3) 0.3523(2) 0.12956(17) 0.0364(11) Uani 1 1 d . . . O11 O -0.1468(4) 0.4267(2) -0.2906(2) 0.0486(14) Uani 1 1 d . . . O12 O -0.2204(4) 0.4444(2) -0.22460(19) 0.0461(13) Uani 1 1 d . . . O13 O 0.3693(3) 0.3444(2) 0.28562(18) 0.0391(12) Uani 1 1 d . . . O14 O 0.3129(4) 0.4356(2) 0.3078(2) 0.0461(13) Uani 1 1 d . . . O15 O 0.7106(4) 0.4419(2) 0.63509(19) 0.0481(14) Uani 1 1 d . . . O16 O 0.6370(4) 0.4345(3) 0.7014(2) 0.0520(15) Uani 1 1 d . . . O17 O 0.0503(3) 0.4612(2) 0.1790(2) 0.0464(13) Uani 1 1 d . . . O18 O 0.0923(5) 0.5643(3) 0.1096(2) 0.079(2) Uani 1 1 d . . . O19 O 0.4524(3) 0.4523(2) 0.2308(2) 0.0506(14) Uani 1 1 d . . . O20 O 0.4164(4) 0.5551(3) 0.3016(2) 0.0617(17) Uani 1 1 d . . . O21 O 0.2597(7) 0.5935(10) 0.3966(6) 0.249(11) Uani 1 1 d . . . O22 O 0.3378(9) 0.6319(4) 0.4538(4) 0.146(5) Uani 1 1 d . . . O23 O 0.4059(6) 0.5787(7) 0.3974(3) 0.144(5) Uani 1 1 d . . . O24 O 0.3216(8) 0.5292(4) 0.4534(3) 0.115(3) Uani 1 1 d . . . O25 O 0.2553(8) 0.0907(8) 0.5159(4) 0.187(7) Uani 1 1 d . . . O26 O 0.3925(7) 0.0673(7) 0.5144(4) 0.145(5) Uani 1 1 d . . . O27 O 0.2990(8) 0.0297(4) 0.4606(4) 0.129(4) Uani 1 1 d . . . O28 O 0.3411(9) 0.1286(5) 0.4549(4) 0.144(4) Uani 1 1 d . . . O29 O 0.0467(18) 0.1726(9) 0.4705(8) 0.366(18) Uani 1 1 d . . . O30 O 0.1289(8) 0.1897(7) 0.4082(5) 0.179(6) Uani 1 1 d . . . O31 O -0.0111(9) 0.2234(14) 0.4175(5) 0.352(18) Uani 1 1 d . . . O32 O 0.0850(8) 0.2645(9) 0.4594(8) 0.254(11) Uani 1 1 d . . . O33 O 0.7806(9) 0.1943(7) 0.7114(8) 0.242(9) Uani 1 1 d . . . O34 O 0.6430(8) 0.2181(6) 0.6829(5) 0.158(5) Uani 1 1 d . . . O35 O 0.7603(7) 0.2807(7) 0.6720(4) 0.157(5) Uani 1 1 d . . . O36 O 0.6961(8) 0.2758(8) 0.7416(4) 0.178(6) Uani 1 1 d . . . O37 O 0.413(3) 0.2181(8) -0.0162(16) 0.65(5) Uani 1 1 d . . . O38 O 0.3466(8) 0.2964(9) 0.0153(5) 0.212(8) Uani 1 1 d . . . O39 O 0.4818(8) 0.3138(9) -0.0104(6) 0.204(7) Uani 1 1 d . . . O40 O 0.3897(10) 0.2924(15) -0.0611(5) 0.294(14) Uani 1 1 d . . . O41 O 0.5522(11) 0.0894(8) -0.1683(8) 0.267(10) Uani 1 1 d . . . O42 O 0.6669(16) 0.0690(15) -0.2119(5) 0.39(2) Uani 1 1 d . . . O43 O 0.6006(7) -0.0055(4) -0.1716(5) 0.159(5) Uani 1 1 d . . . O44 O 0.6848(7) 0.0690(5) -0.1371(4) 0.134(4) Uani 1 1 d . . . O45 O 0.7372(17) 0.0955(12) 0.5712(13) 0.38(2) Uani 1 1 d . . . O46 O 0.7623(19) 0.0038(8) 0.5960(7) 0.339(15) Uani 1 1 d . . . O47 O 0.861(2) 0.0758(12) 0.6063(9) 0.37(2) Uani 1 1 d . . . O48 O 0.8247(19) 0.0541(10) 0.5419(5) 0.298(14) Uani 1 1 d . . . O49 O 0.6055(6) 0.5017(4) 0.1960(3) 0.106(3) Uani 1 1 d . . . O50 O 0.1942(6) -0.1606(4) 0.3098(3) 0.103(3) Uiso 1 1 d . . . O51 O 0.5759(7) 0.5794(5) 0.2756(4) 0.130(3) Uiso 1 1 d . . . O52 O -0.0784(9) 0.6133(8) 0.1291(5) 0.191(6) Uiso 1 1 d . . . N1 N 0.2459(4) 0.3346(2) 0.2056(3) 0.0372(11) Uani 1 1 d . . . N2 N 0.2470(4) 0.38934(19) 0.2062(2) 0.0258(9) Uani 1 1 d . . . N3 N 0.2481(4) 0.4446(2) 0.2072(2) 0.0348(10) Uani 1 1 d . . . N4 N 0.1315(4) 0.0506(3) 0.3551(2) 0.0424(14) Uani 1 1 d . . . N5 N 0.0330(5) -0.0432(3) 0.5491(2) 0.0568(18) Uani 1 1 d . . . N6 N 0.3898(5) 0.0780(4) 0.0434(2) 0.060(2) Uani 1 1 d . . . N7 N 0.4211(4) -0.0683(3) -0.1243(2) 0.0544(17) Uani 1 1 d . . . N8 N 0.1727(4) 0.3129(3) -0.0361(2) 0.0392(14) Uani 1 1 d . . . N9 N -0.0295(4) 0.2637(3) -0.1888(2) 0.0439(15) Uani 1 1 d . . . N10 N 0.2947(4) 0.3099(3) 0.4481(2) 0.0398(14) Uani 1 1 d . . . N11 N 0.4847(4) 0.2782(3) 0.6081(2) 0.0432(15) Uani 1 1 d . . . Cl1 Cl 0.32930(15) 0.58092(10) 0.42484(8) 0.0533(5) Uani 1 1 d . . . Cl2 Cl 0.32112(17) 0.08234(12) 0.48662(9) 0.0639(6) Uani 1 1 d . . . Cl3 Cl 0.06252(17) 0.21251(17) 0.43705(11) 0.0833(8) Uani 1 1 d . . . Cl4 Cl 0.72052(19) 0.24232(17) 0.70308(11) 0.0912(9) Uani 1 1 d . . . Cl5 Cl 0.40552(19) 0.2750(2) -0.01683(13) 0.1042(11) Uani 1 1 d . . . Cl6 Cl 0.6192(2) 0.05704(17) -0.16857(18) 0.1219(15) Uani 1 1 d . . . Cl7 Cl 0.8085(3) 0.05473(14) 0.58202(11) 0.1030(11) 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 Mn1 0.0325(5) 0.0218(4) 0.0218(5) 0.0003(4) -0.0002(4) 0.0013(4) Mn2 0.0316(5) 0.0217(4) 0.0233(5) -0.0008(4) 0.0013(4) -0.0016(4) Mn3 0.0440(6) 0.0270(5) 0.0305(6) -0.0016(5) -0.0006(5) 0.0026(4) Mn4 0.0390(6) 0.0253(5) 0.0313(6) 0.0012(4) 0.0006(5) -0.0013(4) C1 0.042(4) 0.030(3) 0.026(4) 0.002(3) 0.006(3) 0.002(3) C2 0.040(4) 0.032(3) 0.018(3) 0.003(3) 0.003(3) 0.003(3) C3 0.037(4) 0.045(4) 0.034(4) 0.009(3) -0.003(3) -0.001(3) C4 0.045(4) 0.055(5) 0.051(5) 0.017(4) -0.008(4) 0.000(4) C5 0.046(4) 0.055(5) 0.052(5) 0.012(4) 0.000(4) -0.006(4) C6 0.044(4) 0.045(4) 0.041(5) 0.018(4) -0.003(3) -0.007(3) C7 0.079(6) 0.044(4) 0.059(6) 0.021(4) 0.008(4) -0.011(4) C8 0.074(6) 0.056(5) 0.044(5) 0.020(4) -0.001(4) -0.019(4) C9 0.095(7) 0.062(5) 0.040(5) 0.026(4) -0.010(5) -0.018(5) C10 0.111(8) 0.071(6) 0.041(5) 0.021(4) -0.008(5) -0.010(6) C11 0.067(5) 0.052(5) 0.049(5) 0.017(4) -0.006(4) -0.033(4) C12 0.051(5) 0.062(5) 0.036(5) 0.011(4) -0.007(4) -0.011(4) C13 0.043(4) 0.046(4) 0.029(4) 0.010(3) -0.008(3) -0.010(3) C14 0.089(7) 0.112(9) 0.062(6) 0.047(6) -0.047(6) -0.061(7) C15 0.081(7) 0.114(9) 0.071(7) 0.047(7) -0.035(6) -0.032(7) C16 0.035(3) 0.029(3) 0.023(4) 0.000(3) 0.005(3) -0.005(3) C17 0.047(4) 0.033(4) 0.035(4) -0.009(3) 0.007(3) -0.001(3) C18 0.034(4) 0.044(4) 0.046(5) -0.012(4) -0.003(3) 0.008(3) C19 0.048(5) 0.076(6) 0.058(6) -0.032(5) -0.022(4) 0.027(4) C20 0.047(5) 0.113(9) 0.080(8) -0.058(7) -0.005(5) 0.030(5) C21 0.127(10) 0.151(12) 0.070(7) -0.080(8) -0.048(7) 0.081(9) C22 0.081(7) 0.127(9) 0.050(6) -0.047(6) -0.023(5) 0.065(7) C27 0.103(7) 0.079(6) 0.025(4) -0.016(4) -0.015(4) 0.040(5) C28 0.073(5) 0.057(5) 0.032(4) -0.007(4) -0.002(4) 0.035(4) C29 0.030(3) 0.032(3) 0.030(4) -0.005(3) 0.000(3) 0.006(3) C30 0.048(4) 0.041(4) 0.034(4) -0.014(3) -0.013(3) 0.018(3) C31 0.048(5) 0.068(6) 0.048(5) -0.026(5) -0.012(4) 0.020(4) C32 0.042(4) 0.030(3) 0.032(4) -0.010(3) 0.001(3) -0.005(3) C33 0.031(3) 0.029(3) 0.025(4) -0.003(3) -0.001(3) 0.001(3) C34 0.042(4) 0.033(3) 0.022(3) 0.005(3) -0.008(3) -0.003(3) C35 0.092(6) 0.031(4) 0.021(4) 0.000(3) 0.000(4) -0.005(4) C36 0.110(8) 0.037(4) 0.034(4) -0.012(3) -0.011(5) -0.006(4) C37 0.057(5) 0.045(4) 0.028(4) 0.005(3) 0.003(3) -0.011(4) C38 0.059(5) 0.034(4) 0.036(5) -0.003(4) 0.007(4) -0.002(4) C39 0.054(5) 0.056(5) 0.026(4) -0.008(3) -0.002(3) 0.007(4) C40 0.062(5) 0.062(5) 0.031(4) -0.008(4) -0.013(4) 0.003(4) C41 0.047(4) 0.047(4) 0.044(4) -0.003(4) -0.016(3) 0.016(3) C42 0.079(6) 0.030(4) 0.064(6) -0.002(4) -0.042(5) 0.011(4) C43 0.062(5) 0.052(5) 0.036(4) -0.006(4) -0.004(4) 0.010(4) C44 0.048(4) 0.045(4) 0.041(4) 0.001(3) -0.007(3) 0.012(3) C45 0.045(4) 0.036(4) 0.035(4) 0.000(3) -0.008(3) -0.002(3) C46 0.040(4) 0.047(4) 0.044(4) 0.009(4) 0.003(3) 0.007(3) C47 0.061(5) 0.038(4) 0.039(4) 0.011(3) -0.006(4) -0.002(3) C48 0.039(4) 0.032(3) 0.040(5) 0.004(3) -0.009(3) -0.005(3) C49 0.040(4) 0.028(3) 0.026(4) -0.003(3) -0.001(3) 0.002(3) C50 0.029(3) 0.033(3) 0.029(4) 0.000(3) -0.002(3) -0.002(3) C51 0.058(4) 0.035(4) 0.027(4) -0.003(3) -0.006(3) -0.010(3) C52 0.057(5) 0.040(4) 0.043(5) 0.008(3) -0.009(4) -0.009(3) C53 0.076(6) 0.051(5) 0.029(5) -0.011(4) -0.004(4) 0.000(4) C54 0.065(5) 0.033(4) 0.028(4) -0.007(3) 0.003(4) 0.007(4) C55 0.062(5) 0.078(6) 0.025(4) 0.013(4) 0.000(4) -0.004(4) C56 0.059(5) 0.048(5) 0.047(5) 0.004(4) -0.001(4) -0.019(4) C57 0.058(5) 0.050(4) 0.044(5) 0.005(4) -0.020(4) -0.023(4) C58 0.073(6) 0.036(4) 0.065(6) 0.003(4) -0.033(5) -0.013(4) C59 0.059(5) 0.060(5) 0.035(4) 0.002(4) -0.002(4) -0.015(4) C60 0.049(4) 0.046(4) 0.047(5) -0.002(3) 0.003(3) -0.004(4) C61 0.052(4) 0.029(3) 0.041(4) -0.003(3) -0.007(3) -0.007(3) C62 0.043(4) 0.044(4) 0.047(5) -0.002(4) 0.008(3) -0.009(3) C63 0.058(5) 0.046(4) 0.032(4) -0.008(3) -0.008(3) 0.000(4) C64 0.052(4) 0.024(3) 0.048(5) 0.000(3) -0.019(4) -0.006(3) C65 0.32(4) 0.33(4) 0.20(3) 0.13(3) 0.17(3) 0.10(3) O1 0.051(3) 0.039(3) 0.038(3) 0.016(3) -0.003(2) -0.005(2) O2 0.047(3) 0.053(3) 0.035(3) 0.006(2) 0.002(2) -0.026(3) O3 0.050(3) 0.031(2) 0.025(3) 0.004(2) -0.007(2) 0.002(2) O4 0.049(3) 0.043(3) 0.029(3) 0.002(2) 0.002(2) -0.015(2) O5 0.046(3) 0.054(3) 0.036(3) -0.013(3) -0.005(2) 0.015(3) O6 0.056(3) 0.046(3) 0.049(4) -0.022(3) -0.013(3) 0.015(2) O7 0.049(3) 0.048(3) 0.034(3) -0.010(2) -0.001(2) 0.021(2) O8 0.044(3) 0.028(2) 0.031(3) -0.006(2) -0.009(2) -0.002(2) O9 0.060(3) 0.030(3) 0.034(3) -0.008(2) 0.008(2) -0.008(2) O10 0.059(3) 0.028(2) 0.022(3) 0.002(2) 0.001(2) -0.002(2) O11 0.059(3) 0.041(3) 0.046(4) 0.018(3) 0.001(3) 0.014(2) O12 0.056(3) 0.040(3) 0.042(3) 0.006(3) -0.005(3) 0.016(3) O13 0.050(3) 0.039(3) 0.028(3) -0.006(2) 0.008(2) -0.008(2) O14 0.060(3) 0.035(3) 0.043(3) 0.009(3) 0.009(3) 0.010(2) O15 0.067(4) 0.036(3) 0.041(3) 0.004(3) -0.005(3) -0.015(3) O16 0.064(4) 0.046(3) 0.046(4) -0.016(3) -0.001(3) -0.008(3) O17 0.045(3) 0.038(3) 0.056(3) 0.000(3) 0.007(3) 0.000(2) O18 0.116(6) 0.074(4) 0.048(4) 0.015(3) -0.002(4) 0.038(4) O19 0.049(3) 0.035(3) 0.068(4) 0.002(3) 0.009(3) 0.007(2) O20 0.065(4) 0.060(4) 0.060(4) -0.020(3) -0.004(3) -0.019(3) O21 0.100(8) 0.44(3) 0.209(16) 0.150(18) -0.087(9) -0.063(12) O22 0.254(13) 0.049(5) 0.136(10) -0.043(6) 0.064(9) -0.029(6) O23 0.094(6) 0.264(14) 0.075(6) -0.026(8) 0.026(5) 0.021(7) O24 0.224(11) 0.052(4) 0.070(5) 0.010(4) -0.002(6) -0.013(5) O25 0.130(10) 0.321(19) 0.112(10) -0.057(11) 0.041(8) 0.013(11) O26 0.109(8) 0.232(13) 0.093(7) -0.004(8) -0.041(6) 0.038(8) O27 0.173(10) 0.069(6) 0.144(10) 0.005(6) -0.039(7) -0.004(6) O28 0.218(12) 0.087(7) 0.127(10) 0.047(7) -0.005(8) -0.029(7) O29 0.52(4) 0.242(19) 0.34(3) 0.134(19) 0.30(3) 0.26(2) O30 0.142(9) 0.203(12) 0.192(12) -0.083(10) 0.104(8) -0.034(8) O31 0.105(9) 0.81(5) 0.140(12) 0.20(2) -0.057(8) -0.076(17) O32 0.085(8) 0.247(17) 0.43(3) -0.13(2) -0.052(12) -0.007(9) O33 0.171(12) 0.167(11) 0.39(3) 0.071(15) 0.048(15) 0.098(10) O34 0.129(9) 0.164(10) 0.181(12) -0.052(9) -0.010(8) -0.023(7) O35 0.122(8) 0.235(13) 0.114(9) 0.042(8) 0.052(7) -0.009(8) O36 0.138(9) 0.302(18) 0.093(8) -0.055(10) 0.051(7) -0.013(10) O37 1.13(11) 0.082(11) 0.74(8) 0.04(2) 0.65(8) 0.06(3) O38 0.103(8) 0.39(2) 0.146(11) -0.050(14) 0.018(7) 0.092(11) O39 0.113(9) 0.300(19) 0.199(14) -0.038(15) -0.017(9) -0.038(11) O40 0.139(11) 0.62(4) 0.122(12) -0.108(18) -0.052(9) 0.054(17) O41 0.192(14) 0.224(15) 0.39(3) 0.049(17) -0.062(16) 0.133(13) O42 0.40(3) 0.66(5) 0.104(11) -0.050(19) 0.104(15) -0.36(3) O43 0.137(8) 0.079(6) 0.262(16) -0.052(8) -0.008(10) -0.008(6) O44 0.126(8) 0.136(8) 0.141(10) -0.044(7) -0.052(7) 0.004(6) O45 0.32(3) 0.25(2) 0.56(5) 0.22(3) 0.18(3) 0.11(2) O46 0.57(4) 0.205(17) 0.24(2) 0.112(17) -0.15(2) -0.22(2) O47 0.50(4) 0.33(3) 0.27(3) 0.09(2) -0.24(3) -0.23(3) O48 0.51(4) 0.28(2) 0.104(11) 0.087(13) 0.102(16) 0.17(2) O49 0.088(5) 0.130(7) 0.101(6) 0.020(6) 0.036(5) -0.007(5) N1 0.038(3) 0.026(2) 0.048(3) 0.001(3) -0.008(2) 0.001(3) N2 0.025(2) 0.029(2) 0.023(2) 0.003(3) -0.0031(16) -0.002(3) N3 0.048(3) 0.024(2) 0.032(2) 0.003(3) -0.008(2) 0.000(3) N4 0.051(4) 0.044(3) 0.032(3) 0.015(3) 0.000(3) -0.004(3) N5 0.076(5) 0.054(4) 0.041(4) 0.025(3) -0.006(3) -0.025(4) N6 0.067(5) 0.067(5) 0.047(4) -0.031(4) -0.003(3) 0.019(4) N7 0.068(4) 0.058(4) 0.038(4) -0.024(3) 0.008(3) 0.011(3) N8 0.047(4) 0.043(3) 0.028(3) -0.001(3) -0.003(3) 0.000(3) N9 0.048(4) 0.033(3) 0.050(4) 0.005(3) -0.025(3) 0.004(3) N10 0.043(3) 0.053(4) 0.023(3) 0.007(3) -0.001(2) -0.007(3) N11 0.048(4) 0.035(3) 0.047(4) 0.004(3) -0.017(3) -0.010(3) Cl1 0.0680(14) 0.0477(12) 0.0441(12) -0.0073(10) -0.0025(10) -0.0020(10) Cl2 0.0737(16) 0.0570(14) 0.0611(16) 0.0036(12) -0.0082(12) -0.0020(11) Cl3 0.0630(15) 0.106(2) 0.0810(19) -0.0160(17) 0.0018(13) 0.0001(15) Cl4 0.0773(18) 0.112(2) 0.084(2) 0.0141(18) 0.0134(17) 0.0157(15) Cl5 0.0509(15) 0.162(3) 0.099(3) -0.022(2) 0.0071(14) 0.0018(17) Cl6 0.096(2) 0.089(2) 0.180(5) 0.013(3) -0.043(3) -0.0094(19) Cl7 0.181(4) 0.0679(17) 0.0598(18) 0.0003(14) -0.009(2) -0.003(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mn1 O7 2.084(5) 2_655 ? Mn1 O2 2.115(5) . ? Mn1 O6 2.137(6) . ? Mn1 O3 2.150(5) 4_554 ? Mn1 O13 2.161(5) . ? Mn1 N1 2.344(6) . ? Mn2 O1 2.114(5) . ? Mn2 O4 2.130(5) 2_554 ? Mn2 O5 2.152(5) . ? Mn2 O10 2.179(5) . ? Mn2 O8 2.179(4) 4 ? Mn2 N1 2.293(6) . ? Mn3 O11 2.083(5) 2_565 ? Mn3 O9 2.162(5) . ? Mn3 O15 2.165(6) 2_664 ? Mn3 O18 2.195(7) . ? Mn3 O17 2.221(5) . ? Mn3 N3 2.317(6) . ? Mn4 O16 2.113(6) 2_664 ? Mn4 O12 2.130(5) 2_565 ? Mn4 O14 2.131(5) . ? Mn4 O20 2.163(6) . ? Mn4 O19 2.241(5) . ? Mn4 N3 2.285(6) . ? C1 O2 1.227(8) . ? C1 O1 1.257(9) . ? C1 C2 1.522(9) . ? C2 C6 1.373(10) . ? C2 C3 1.387(9) . ? C3 C4 1.374(10) . ? C3 H3A 0.9300 . ? C4 N4 1.312(10) . ? C4 H4A 0.9300 . ? C5 C6 1.347(11) . ? C5 N4 1.375(10) . ? C5 H5A 0.9300 . ? C6 H6A 0.9300 . ? C7 C8 1.459(13) . ? C7 N4 1.499(9) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.556(11) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.539(14) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 N5 1.512(10) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 N5 1.353(11) . ? C11 C12 1.354(11) . ? C11 H11A 0.9300 . ? C12 C13 1.347(10) . ? C12 H12A 0.9300 . ? C13 C14 1.380(10) . ? C13 C16 1.534(10) . ? C14 C15 1.377(13) . ? C14 H14A 0.9300 . ? C15 N5 1.290(12) . ? C15 H15A 0.9300 . ? C16 O4 1.221(8) . ? C16 O3 1.260(8) . ? C17 O6 1.208(9) . ? C17 O5 1.265(9) . ? C17 C18 1.532(10) . ? C18 C22 1.321(12) . ? C18 C19 1.356(10) . ? C19 C20 1.381(12) . ? C19 H19A 0.9300 . ? C20 N6 1.266(12) . ? C20 H20A 0.9300 . ? C21 N6 1.316(13) . ? C21 C22 1.366(12) . ? C21 H21A 0.9300 . ? C22 H22A 0.9300 . ? C23 C24 1.431(18) . ? C23 N6 1.509(14) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 C25 1.566(19) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 C26 1.387(16) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 N7 1.533(12) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C27 N7 1.308(10) . ? C27 C28 1.362(11) . ? C27 H27A 0.9300 . ? C28 C29 1.377(10) . ? C28 H28A 0.9300 . ? C29 C30 1.382(9) . ? C29 C32 1.504(10) . ? C30 C31 1.392(11) . ? C30 H30A 0.9300 . ? C31 N7 1.370(11) . ? C31 H31A 0.9300 . ? C32 O8 1.247(9) . ? C32 O7 1.258(8) . ? C33 O9 1.235(8) . ? C33 O10 1.253(8) . ? C33 C34 1.533(10) . ? C34 C35 1.369(10) . ? C34 C38 1.393(10) . ? C35 C36 1.387(11) . ? C35 H35A 0.9300 . ? C36 N8 1.339(10) . ? C36 H36A 0.9300 . ? C37 N8 1.335(10) . ? C37 C38 1.378(11) . ? C37 H37A 0.9300 . ? C38 H38A 0.9300 . ? C39 N8 1.464(9) . ? C39 C40 1.526(11) . ? C39 H39A 0.9700 . ? C39 H39B 0.9700 . ? C40 C41 1.536(11) . ? C40 H40A 0.9700 . ? C40 H40B 0.9700 . ? C41 C42 1.505(11) . ? C41 H41A 0.9700 . ? C41 H41B 0.9700 . ? C42 N9 1.492(9) . ? C42 H42A 0.9700 . ? C42 H42B 0.9700 . ? C43 N9 1.325(10) . ? C43 C44 1.384(10) . ? C43 H43A 0.9300 . ? C44 C45 1.389(10) . ? C44 H44A 0.9300 . ? C45 C46 1.414(11) . ? C45 C48 1.520(10) . ? C46 C47 1.372(10) . ? C46 H46A 0.9300 . ? C47 N9 1.320(10) . ? C47 H47A 0.9300 . ? C48 O11 1.254(10) . ? C48 O12 1.259(9) . ? C49 O13 1.232(9) . ? C49 O14 1.265(8) . ? C49 C50 1.505(10) . ? C50 C51 1.360(9) . ? C50 C54 1.401(10) . ? C51 C52 1.355(10) . ? C51 H51A 0.9300 . ? C52 N10 1.355(10) . ? C52 H52A 0.9300 . ? C53 N10 1.323(10) . ? C53 C54 1.353(12) . ? C53 H53A 0.9300 . ? C54 H54A 0.9300 . ? C55 C56 1.521(12) . ? C55 N10 1.528(9) . ? C55 H55A 0.9700 . ? C55 H55B 0.9700 . ? C56 C57 1.504(12) . ? C56 H56A 0.9700 . ? C56 H56B 0.9700 . ? C57 C58 1.496(11) . ? C57 H57A 0.9700 . ? C57 H57B 0.9700 . ? C58 N11 1.503(9) . ? C58 H58A 0.9700 . ? C58 H58B 0.9700 . ? C59 N11 1.335(10) . ? C59 C60 1.358(11) . ? C59 H59A 0.9300 . ? C60 C61 1.402(11) . ? C60 H60A 0.9300 . ? C61 C62 1.365(11) . ? C61 C64 1.526(10) . ? C62 C63 1.354(10) . ? C62 H62A 0.9300 . ? C63 N11 1.362(10) . ? C63 H63A 0.9300 . ? C64 O15 1.251(10) . ? C64 O16 1.261(10) . ? C65 O49 1.52(3) . ? O3 Mn1 2.150(5) 4_545 ? O4 Mn2 2.130(5) 2 ? O7 Mn1 2.084(5) 2_654 ? O8 Mn2 2.179(4) 4_544 ? O11 Mn3 2.083(5) 2_564 ? O12 Mn4 2.130(5) 2_564 ? O15 Mn3 2.165(6) 2_665 ? O16 Mn4 2.113(6) 2_665 ? O21 Cl1 1.372(10) . ? O22 Cl1 1.385(9) . ? O23 Cl1 1.418(9) . ? O24 Cl1 1.389(8) . ? O25 Cl2 1.332(11) . ? O26 Cl2 1.396(9) . ? O27 Cl2 1.398(10) . ? O28 Cl2 1.388(10) . ? O29 Cl3 1.321(18) . ? O30 Cl3 1.405(9) . ? O31 Cl3 1.281(12) . ? O32 Cl3 1.333(16) . ? O33 Cl4 1.396(11) . ? O34 Cl4 1.419(11) . ? O35 Cl4 1.366(11) . ? O36 Cl4 1.385(11) . ? O37 Cl5 1.219(16) . ? O38 Cl5 1.378(11) . ? O39 Cl5 1.441(13) . ? O40 Cl5 1.370(18) . ? O41 Cl6 1.234(12) . ? O42 Cl6 1.485(13) . ? O43 Cl6 1.367(9) . ? O44 Cl6 1.384(9) . ? O45 Cl7 1.43(2) . ? O46 Cl7 1.359(16) . ? O47 Cl7 1.162(16) . ? O48 Cl7 1.199(15) . ? N1 N2 1.169(6) . ? N2 N3 1.179(6) . ? 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 O7 Mn1 O2 89.0(2) 2_655 . ? O7 Mn1 O6 95.6(2) 2_655 . ? O2 Mn1 O6 90.3(2) . . ? O7 Mn1 O3 100.9(2) 2_655 4_554 ? O2 Mn1 O3 169.8(2) . 4_554 ? O6 Mn1 O3 90.9(2) . 4_554 ? O7 Mn1 O13 92.2(2) 2_655 . ? O2 Mn1 O13 89.2(2) . . ? O6 Mn1 O13 172.2(2) . . ? O3 Mn1 O13 88.13(19) 4_554 . ? O7 Mn1 N1 173.7(3) 2_655 . ? O2 Mn1 N1 86.1(2) . . ? O6 Mn1 N1 88.4(2) . . ? O3 Mn1 N1 83.8(2) 4_554 . ? O13 Mn1 N1 83.9(2) . . ? O1 Mn2 O4 93.6(2) . 2_554 ? O1 Mn2 O5 93.4(2) . . ? O4 Mn2 O5 85.9(2) 2_554 . ? O1 Mn2 O10 173.1(2) . . ? O4 Mn2 O10 92.32(19) 2_554 . ? O5 Mn2 O10 90.6(2) . . ? O1 Mn2 O8 91.2(2) . 4 ? O4 Mn2 O8 99.85(19) 2_554 4 ? O5 Mn2 O8 172.4(2) . 4 ? O10 Mn2 O8 84.29(19) . 4 ? O1 Mn2 N1 92.0(2) . . ? O4 Mn2 N1 171.9(2) 2_554 . ? O5 Mn2 N1 87.9(2) . . ? O10 Mn2 N1 82.4(2) . . ? O8 Mn2 N1 85.8(2) 4 . ? O11 Mn3 O9 173.8(2) 2_565 . ? O11 Mn3 O15 93.5(2) 2_565 2_664 ? O9 Mn3 O15 92.4(2) . 2_664 ? O11 Mn3 O18 90.6(3) 2_565 . ? O9 Mn3 O18 87.2(2) . . ? O15 Mn3 O18 90.7(3) 2_664 . ? O11 Mn3 O17 86.3(2) 2_565 . ? O9 Mn3 O17 87.7(2) . . ? O15 Mn3 O17 178.4(2) 2_664 . ? O18 Mn3 O17 87.7(3) . . ? O11 Mn3 N3 91.3(2) 2_565 . ? O9 Mn3 N3 90.3(2) . . ? O15 Mn3 N3 93.8(2) 2_664 . ? O18 Mn3 N3 175.0(3) . . ? O17 Mn3 N3 87.9(2) . . ? O16 Mn4 O12 93.0(2) 2_664 2_565 ? O16 Mn4 O14 174.7(2) 2_664 . ? O12 Mn4 O14 92.3(2) 2_565 . ? O16 Mn4 O20 91.1(2) 2_664 . ? O12 Mn4 O20 92.0(2) 2_565 . ? O14 Mn4 O20 88.8(2) . . ? O16 Mn4 O19 83.6(2) 2_664 . ? O12 Mn4 O19 176.7(2) 2_565 . ? O14 Mn4 O19 91.0(2) . . ? O20 Mn4 O19 88.2(2) . . ? O16 Mn4 N3 90.4(2) 2_664 . ? O12 Mn4 N3 90.1(2) 2_565 . ? O14 Mn4 N3 89.6(2) . . ? O20 Mn4 N3 177.4(2) . . ? O19 Mn4 N3 89.9(2) . . ? O2 C1 O1 127.9(7) . . ? O2 C1 C2 115.9(6) . . ? O1 C1 C2 116.1(6) . . ? C6 C2 C3 118.9(6) . . ? C6 C2 C1 122.5(6) . . ? C3 C2 C1 118.5(6) . . ? C4 C3 C2 117.6(7) . . ? C4 C3 H3A 121.2 . . ? C2 C3 H3A 121.2 . . ? N4 C4 C3 122.8(7) . . ? N4 C4 H4A 118.6 . . ? C3 C4 H4A 118.6 . . ? C6 C5 N4 118.9(7) . . ? C6 C5 H5A 120.6 . . ? N4 C5 H5A 120.6 . . ? C5 C6 C2 121.6(7) . . ? C5 C6 H6A 119.2 . . ? C2 C6 H6A 119.2 . . ? C8 C7 N4 108.7(7) . . ? C8 C7 H7A 110.0 . . ? N4 C7 H7A 110.0 . . ? C8 C7 H7B 110.0 . . ? N4 C7 H7B 110.0 . . ? H7A C7 H7B 108.3 . . ? C7 C8 C9 110.2(8) . . ? C7 C8 H8A 109.6 . . ? C9 C8 H8A 109.6 . . ? C7 C8 H8B 109.6 . . ? C9 C8 H8B 109.6 . . ? H8A C8 H8B 108.1 . . ? C10 C9 C8 106.9(8) . . ? C10 C9 H9A 110.3 . . ? C8 C9 H9A 110.3 . . ? C10 C9 H9B 110.3 . . ? C8 C9 H9B 110.3 . . ? H9A C9 H9B 108.6 . . ? N5 C10 C9 109.3(8) . . ? N5 C10 H10A 109.8 . . ? C9 C10 H10A 109.8 . . ? N5 C10 H10B 109.8 . . ? C9 C10 H10B 109.8 . . ? H10A C10 H10B 108.3 . . ? N5 C11 C12 119.3(7) . . ? N5 C11 H11A 120.3 . . ? C12 C11 H11A 120.3 . . ? C13 C12 C11 120.9(8) . . ? C13 C12 H12A 119.5 . . ? C11 C12 H12A 119.5 . . ? C12 C13 C14 118.6(7) . . ? C12 C13 C16 122.5(6) . . ? C14 C13 C16 118.9(7) . . ? C15 C14 C13 118.6(8) . . ? C15 C14 H14A 120.7 . . ? C13 C14 H14A 120.7 . . ? N5 C15 C14 121.4(8) . . ? N5 C15 H15A 119.3 . . ? C14 C15 H15A 119.3 . . ? O4 C16 O3 127.8(6) . . ? O4 C16 C13 116.4(6) . . ? O3 C16 C13 115.8(6) . . ? O6 C17 O5 127.9(7) . . ? O6 C17 C18 117.0(7) . . ? O5 C17 C18 115.1(7) . . ? C22 C18 C19 117.5(8) . . ? C22 C18 C17 122.9(7) . . ? C19 C18 C17 119.5(7) . . ? C18 C19 C20 117.7(8) . . ? C18 C19 H19A 121.1 . . ? C20 C19 H19A 121.1 . . ? N6 C20 C19 123.1(9) . . ? N6 C20 H20A 118.4 . . ? C19 C20 H20A 118.4 . . ? N6 C21 C22 119.0(9) . . ? N6 C21 H21A 120.5 . . ? C22 C21 H21A 120.5 . . ? C18 C22 C21 122.3(9) . . ? C18 C22 H22A 118.9 . . ? C21 C22 H22A 118.9 . . ? C24 C23 N6 108.5(10) . . ? C24 C23 H23A 110.0 . . ? N6 C23 H23A 110.0 . . ? C24 C23 H23B 110.0 . . ? N6 C23 H23B 110.0 . . ? H23A C23 H23B 108.4 . . ? C23 C24 C25 111.4(12) . . ? C23 C24 H24A 109.3 . . ? C25 C24 H24A 109.3 . . ? C23 C24 H24B 109.4 . . ? C25 C24 H24B 109.4 . . ? H24A C24 H24B 108.0 . . ? C26 C25 C24 113.3(12) . . ? C26 C25 H25A 108.9 . . ? C24 C25 H25A 108.9 . . ? C26 C25 H25B 108.9 . . ? C24 C25 H25B 108.9 . . ? H25A C25 H25B 107.7 . . ? C25 C26 N7 111.6(10) . . ? C25 C26 H26A 109.3 . . ? N7 C26 H26A 109.3 . . ? C25 C26 H26B 109.3 . . ? N7 C26 H26B 109.3 . . ? H26A C26 H26B 108.0 . . ? N7 C27 C28 122.7(8) . . ? N7 C27 H27A 118.6 . . ? C28 C27 H27A 118.6 . . ? C27 C28 C29 119.8(7) . . ? C27 C28 H28A 120.1 . . ? C29 C28 H28A 120.1 . . ? C28 C29 C30 117.4(7) . . ? C28 C29 C32 120.5(6) . . ? C30 C29 C32 122.1(7) . . ? C29 C30 C31 121.5(7) . . ? C29 C30 H30A 119.2 . . ? C31 C30 H30A 119.2 . . ? N7 C31 C30 117.9(7) . . ? N7 C31 H31A 121.0 . . ? C30 C31 H31A 121.0 . . ? O8 C32 O7 128.0(7) . . ? O8 C32 C29 116.2(6) . . ? O7 C32 C29 115.8(7) . . ? O9 C33 O10 127.6(7) . . ? O9 C33 C34 115.1(6) . . ? O10 C33 C34 117.2(6) . . ? C35 C34 C38 119.0(7) . . ? C35 C34 C33 120.3(6) . . ? C38 C34 C33 120.7(6) . . ? C34 C35 C36 118.6(7) . . ? C34 C35 H35A 120.7 . . ? C36 C35 H35A 120.7 . . ? N8 C36 C35 121.4(7) . . ? N8 C36 H36A 119.3 . . ? C35 C36 H36A 119.3 . . ? N8 C37 C38 119.6(7) . . ? N8 C37 H37A 120.2 . . ? C38 C37 H37A 120.2 . . ? C37 C38 C34 120.2(7) . . ? C37 C38 H38A 119.9 . . ? C34 C38 H38A 119.9 . . ? N8 C39 C40 111.0(6) . . ? N8 C39 H39A 109.4 . . ? C40 C39 H39A 109.4 . . ? N8 C39 H39B 109.4 . . ? C40 C39 H39B 109.4 . . ? H39A C39 H39B 108.0 . . ? C39 C40 C41 110.9(7) . . ? C39 C40 H40A 109.5 . . ? C41 C40 H40A 109.5 . . ? C39 C40 H40B 109.5 . . ? C41 C40 H40B 109.5 . . ? H40A C40 H40B 108.1 . . ? C42 C41 C40 114.0(7) . . ? C42 C41 H41A 108.8 . . ? C40 C41 H41A 108.8 . . ? C42 C41 H41B 108.8 . . ? C40 C41 H41B 108.8 . . ? H41A C41 H41B 107.7 . . ? N9 C42 C41 110.5(6) . . ? N9 C42 H42A 109.5 . . ? C41 C42 H42A 109.5 . . ? N9 C42 H42B 109.5 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 108.1 . . ? N9 C43 C44 120.6(7) . . ? N9 C43 H43A 119.7 . . ? C44 C43 H43A 119.7 . . ? C43 C44 C45 119.0(8) . . ? C43 C44 H44A 120.5 . . ? C45 C44 H44A 120.5 . . ? C44 C45 C46 118.8(7) . . ? C44 C45 C48 119.8(7) . . ? C46 C45 C48 121.3(7) . . ? C47 C46 C45 117.9(7) . . ? C47 C46 H46A 121.0 . . ? C45 C46 H46A 121.0 . . ? N9 C47 C46 121.8(7) . . ? N9 C47 H47A 119.1 . . ? C46 C47 H47A 119.1 . . ? O11 C48 O12 128.6(7) . . ? O11 C48 C45 115.4(7) . . ? O12 C48 C45 116.0(7) . . ? O13 C49 O14 126.0(7) . . ? O13 C49 C50 117.7(6) . . ? O14 C49 C50 116.3(6) . . ? C51 C50 C54 118.5(7) . . ? C51 C50 C49 122.3(6) . . ? C54 C50 C49 119.2(6) . . ? C52 C51 C50 121.4(7) . . ? C52 C51 H51A 119.3 . . ? C50 C51 H51A 119.3 . . ? N10 C52 C51 119.5(7) . . ? N10 C52 H52A 120.2 . . ? C51 C52 H52A 120.2 . . ? N10 C53 C54 123.1(8) . . ? N10 C53 H53A 118.4 . . ? C54 C53 H53A 118.4 . . ? C53 C54 C50 117.7(7) . . ? C53 C54 H54A 121.1 . . ? C50 C54 H54A 121.1 . . ? C56 C55 N10 109.8(6) . . ? C56 C55 H55A 109.7 . . ? N10 C55 H55A 109.7 . . ? C56 C55 H55B 109.7 . . ? N10 C55 H55B 109.7 . . ? H55A C55 H55B 108.2 . . ? C57 C56 C55 108.6(7) . . ? C57 C56 H56A 110.0 . . ? C55 C56 H56A 110.0 . . ? C57 C56 H56B 110.0 . . ? C55 C56 H56B 110.0 . . ? H56A C56 H56B 108.4 . . ? C58 C57 C56 113.6(8) . . ? C58 C57 H57A 108.8 . . ? C56 C57 H57A 108.8 . . ? C58 C57 H57B 108.8 . . ? C56 C57 H57B 108.8 . . ? H57A C57 H57B 107.7 . . ? C57 C58 N11 113.3(6) . . ? C57 C58 H58A 108.9 . . ? N11 C58 H58A 108.9 . . ? C57 C58 H58B 108.9 . . ? N11 C58 H58B 108.9 . . ? H58A C58 H58B 107.7 . . ? N11 C59 C60 121.3(8) . . ? N11 C59 H59A 119.3 . . ? C60 C59 H59A 119.3 . . ? C59 C60 C61 118.3(8) . . ? C59 C60 H60A 120.9 . . ? C61 C60 H60A 120.9 . . ? C62 C61 C60 118.7(7) . . ? C62 C61 C64 122.5(7) . . ? C60 C61 C64 118.7(7) . . ? C63 C62 C61 121.7(7) . . ? C63 C62 H62A 119.1 . . ? C61 C62 H62A 119.1 . . ? C62 C63 N11 118.4(7) . . ? C62 C63 H63A 120.8 . . ? N11 C63 H63A 120.8 . . ? O15 C64 O16 126.8(7) . . ? O15 C64 C61 117.7(8) . . ? O16 C64 C61 115.5(8) . . ? C1 O1 Mn2 137.1(5) . . ? C1 O2 Mn1 136.7(5) . . ? C16 O3 Mn1 131.0(4) . 4_545 ? C16 O4 Mn2 138.0(5) . 2 ? C17 O5 Mn2 132.0(5) . . ? C17 O6 Mn1 141.7(5) . . ? C32 O7 Mn1 143.1(5) . 2_654 ? C32 O8 Mn2 125.9(4) . 4_544 ? C33 O9 Mn3 133.2(5) . . ? C33 O10 Mn2 150.3(5) . . ? C48 O11 Mn3 140.6(5) . 2_564 ? C48 O12 Mn4 127.9(5) . 2_564 ? C49 O13 Mn1 152.5(5) . . ? C49 O14 Mn4 135.3(5) . . ? C64 O15 Mn3 126.5(5) . 2_665 ? C64 O16 Mn4 145.6(6) . 2_665 ? N2 N1 Mn2 123.5(5) . . ? N2 N1 Mn1 122.9(5) . . ? Mn2 N1 Mn1 113.54(18) . . ? N1 N2 N3 179.5(9) . . ? N2 N3 Mn4 124.8(5) . . ? N2 N3 Mn3 125.0(5) . . ? Mn4 N3 Mn3 110.07(18) . . ? C4 N4 C5 120.2(6) . . ? C4 N4 C7 120.3(7) . . ? C5 N4 C7 119.5(7) . . ? C15 N5 C11 121.0(7) . . ? C15 N5 C10 118.2(8) . . ? C11 N5 C10 120.6(7) . . ? C20 N6 C21 120.0(7) . . ? C20 N6 C23 119.5(8) . . ? C21 N6 C23 120.5(8) . . ? C27 N7 C31 120.6(7) . . ? C27 N7 C26 120.7(7) . . ? C31 N7 C26 118.7(7) . . ? C37 N8 C36 121.0(7) . . ? C37 N8 C39 120.5(7) . . ? C36 N8 C39 118.5(6) . . ? C47 N9 C43 121.8(6) . . ? C47 N9 C42 121.2(7) . . ? C43 N9 C42 117.0(7) . . ? C53 N10 C52 119.7(6) . . ? C53 N10 C55 120.6(7) . . ? C52 N10 C55 119.7(6) . . ? C59 N11 C63 121.5(6) . . ? C59 N11 C58 120.0(7) . . ? C63 N11 C58 118.5(7) . . ? O21 Cl1 O22 106.7(12) . . ? O21 Cl1 O24 116.9(9) . . ? O22 Cl1 O24 105.2(6) . . ? O21 Cl1 O23 107.7(9) . . ? O22 Cl1 O23 107.2(7) . . ? O24 Cl1 O23 112.6(7) . . ? O25 Cl2 O28 120.0(10) . . ? O25 Cl2 O27 106.0(9) . . ? O28 Cl2 O27 105.1(7) . . ? O25 Cl2 O26 104.2(8) . . ? O28 Cl2 O26 112.3(8) . . ? O27 Cl2 O26 108.7(7) . . ? O31 Cl3 O29 106.7(15) . . ? O31 Cl3 O32 107.1(16) . . ? O29 Cl3 O32 102.7(16) . . ? O31 Cl3 O30 115.3(12) . . ? O29 Cl3 O30 110.7(9) . . ? O32 Cl3 O30 113.4(9) . . ? O35 Cl4 O36 110.6(9) . . ? O35 Cl4 O33 105.3(9) . . ? O36 Cl4 O33 114.5(12) . . ? O35 Cl4 O34 108.2(8) . . ? O36 Cl4 O34 107.6(8) . . ? O33 Cl4 O34 110.7(10) . . ? O37 Cl5 O40 108(3) . . ? O37 Cl5 O38 112.5(17) . . ? O40 Cl5 O38 116.1(10) . . ? O37 Cl5 O39 119(3) . . ? O40 Cl5 O39 96.3(13) . . ? O38 Cl5 O39 104.3(11) . . ? O41 Cl6 O43 112.0(11) . . ? O41 Cl6 O44 119.4(12) . . ? O43 Cl6 O44 112.0(8) . . ? O41 Cl6 O42 108.4(17) . . ? O43 Cl6 O42 102.4(14) . . ? O44 Cl6 O42 100.4(10) . . ? O47 Cl7 O48 117(2) . . ? O47 Cl7 O46 118.8(14) . . ? O48 Cl7 O46 113.2(17) . . ? O47 Cl7 O45 115(2) . . ? O48 Cl7 O45 86.9(17) . . ? O46 Cl7 O45 99.2(15) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.01 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.146 _refine_diff_density_min -0.459 _refine_diff_density_rms 0.103 data_3 _database_code_depnum_ccdc_archive 'CCDC 924734' #TrackingRef '17823_web_deposit_cif_file_2_En-QingGao_1361060119.3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H20 Mn2.50 N17 O6' _chemical_formula_weight 683.84 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' _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 9.353(4) _cell_length_b 17.977(8) _cell_length_c 7.836(4) _cell_angle_alpha 90.00 _cell_angle_beta 100.848(5) _cell_angle_gamma 90.00 _cell_volume 1294.0(10) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.755 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 691 _exptl_absorpt_coefficient_mu 1.279 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6631 _exptl_absorpt_correction_T_max 0.8413 _exptl_absorpt_process_details 'SADABS (Bruker, 1999)' _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 5949 _diffrn_reflns_av_R_equivalents 0.0419 _diffrn_reflns_av_sigmaI/netI 0.0392 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.22 _diffrn_reflns_theta_max 26.51 _reflns_number_total 2672 _reflns_number_gt 2205 _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^)+(0.0737P)^2^+0.3526P] 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 2672 _refine_ls_number_parameters 235 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0523 _refine_ls_R_factor_gt 0.0434 _refine_ls_wR_factor_ref 0.1242 _refine_ls_wR_factor_gt 0.1174 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.059 _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 Mn1 Mn 0.74983(4) 0.11883(2) 0.48875(5) 0.03405(17) Uani 1 1 d . . . C1 C 1.0738(4) 0.16386(16) 0.4788(4) 0.0486(8) Uani 1 1 d . . . C2 C 1.1708(3) 0.22889(14) 0.4543(4) 0.0368(6) Uani 1 1 d . . . C3 C 1.1139(3) 0.29989(15) 0.4402(4) 0.0438(7) Uani 1 1 d . . . H3A H 1.0170 0.3078 0.4473 0.053 Uiso 1 1 calc R . . C4 C 1.2006(3) 0.35853(15) 0.4158(4) 0.0422(7) Uani 1 1 d . . . H4A H 1.1619 0.4063 0.4061 0.051 Uiso 1 1 calc R . . C5 C 1.3153(3) 0.21951(15) 0.4449(4) 0.0406(6) Uani 1 1 d . . . H5A H 1.3565 0.1723 0.4546 0.049 Uiso 1 1 calc R . . C6 C 1.3979(3) 0.28035(14) 0.4212(4) 0.0358(6) Uani 1 1 d . . . H6A H 1.4957 0.2741 0.4161 0.043 Uiso 1 1 calc R . . C7 C 1.4295(3) 0.41313(14) 0.3714(4) 0.0369(6) Uani 1 1 d . . . H7A H 1.3793 0.4393 0.2693 0.044 Uiso 1 1 calc R . . H7B H 1.5216 0.3955 0.3472 0.044 Uiso 1 1 calc R . . C8 C 1.4582(3) 0.46631(14) 0.5224(3) 0.0336(6) Uani 1 1 d . . . H8A H 1.5141 0.4414 0.6230 0.040 Uiso 1 1 calc R . . H8B H 1.3666 0.4822 0.5512 0.040 Uiso 1 1 calc R . . N1 N 1.3402(2) 0.34822(11) 0.4055(3) 0.0314(5) Uani 1 1 d . . . N2 N 0.6526(4) 0.18551(16) 0.2609(4) 0.0642(9) Uani 1 1 d . . . N3 N 0.6805(3) 0.24480(13) 0.2211(3) 0.0414(6) Uani 1 1 d . . . N4 N 0.6962(4) 0.30544(16) 0.1838(4) 0.0662(8) Uani 1 1 d . . . N5 N 0.5441(3) 0.05904(14) 0.4801(4) 0.0463(6) Uani 1 1 d D . . N6 N 0.5000 0.0000 0.5000 0.0297(6) Uani 1 2 d SD . . O1 O 0.9467(3) 0.17980(13) 0.4891(4) 0.0649(5) Uani 1 1 d . . . O2 O 1.1296(3) 0.10158(13) 0.4893(4) 0.0649(5) Uani 1 1 d . . . Mn2 Mn 1.0000 0.0000 0.5000 0.0248(2) Uani 0.50 2 d SP . 1 N7 N 0.823(2) 0.0428(14) 0.294(3) 0.033(3) Uani 0.50 1 d P . 1 N8 N 0.8419(5) 0.0696(3) 0.1666(6) 0.0361(10) Uani 0.50 1 d P . 1 N9 N 0.8548(8) 0.0933(4) 0.0359(9) 0.0673(18) Uani 0.50 1 d P . 1 N10 N 0.872(3) 0.0425(11) 0.692(3) 0.034(4) Uani 0.50 1 d P . 1 N11 N 0.8810(7) 0.0455(3) 0.8346(6) 0.0368(10) Uani 0.50 1 d P . 1 N12 N 0.9003(8) 0.0479(5) 0.9858(7) 0.0681(18) Uani 0.50 1 d P . 1 O3 O 0.859(3) 0.0419(12) 0.687(3) 0.057(5) Uani 0.50 1 d PD . 2 H3C H 0.837(11) -0.004(2) 0.670(11) 0.086 Uiso 0.50 1 d PD A 2 H3D H 0.880(17) 0.050(5) 0.797(5) 0.086 Uiso 0.50 1 d PD B 2 O4 O 0.823(2) 0.0290(11) 0.325(2) 0.039(3) Uani 0.50 1 d PD . 2 H4B H 0.860(9) 0.038(4) 0.236(8) 0.058 Uiso 0.50 1 d PD C 2 H4C H 0.859(8) -0.011(3) 0.373(8) 0.058 Uiso 0.50 1 d PD D 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mn1 0.0438(3) 0.0235(2) 0.0340(3) 0.00160(15) 0.00522(18) -0.01018(15) C1 0.0530(18) 0.0313(15) 0.0539(18) 0.0134(13) -0.0093(14) -0.0161(13) C2 0.0394(14) 0.0282(13) 0.0384(14) 0.0042(11) -0.0038(11) -0.0102(11) C3 0.0338(14) 0.0326(15) 0.0649(19) 0.0054(13) 0.0085(13) -0.0082(11) C4 0.0351(14) 0.0252(13) 0.0660(19) 0.0047(13) 0.0089(13) -0.0020(11) C5 0.0452(15) 0.0252(13) 0.0478(16) 0.0036(11) -0.0008(12) -0.0010(11) C6 0.0327(13) 0.0295(13) 0.0441(15) 0.0016(11) 0.0048(11) -0.0006(10) C7 0.0378(14) 0.0290(13) 0.0455(15) 0.0036(11) 0.0120(12) -0.0110(11) C8 0.0322(12) 0.0279(13) 0.0399(14) 0.0049(10) 0.0045(11) -0.0071(10) N1 0.0311(11) 0.0251(10) 0.0381(11) 0.0011(9) 0.0066(9) -0.0073(8) N2 0.079(2) 0.0466(16) 0.0575(17) 0.0223(14) -0.0109(15) -0.0217(15) N3 0.0430(13) 0.0388(14) 0.0403(13) 0.0110(10) 0.0022(10) -0.0021(10) N4 0.085(2) 0.0387(16) 0.074(2) 0.0197(15) 0.0139(17) -0.0046(15) N5 0.0446(14) 0.0355(14) 0.0620(17) -0.0014(11) 0.0179(12) -0.0134(11) N6 0.0253(14) 0.0328(17) 0.0329(15) -0.0027(12) 0.0107(12) -0.0032(12) O1 0.0621(11) 0.0406(9) 0.0872(14) 0.0104(8) 0.0020(9) -0.0226(8) O2 0.0621(11) 0.0406(9) 0.0872(14) 0.0104(8) 0.0020(9) -0.0226(8) Mn2 0.0282(5) 0.0189(5) 0.0275(5) 0.0010(4) 0.0060(4) 0.0012(4) N7 0.033(4) 0.042(7) 0.023(7) 0.009(4) 0.003(4) 0.003(4) N8 0.039(2) 0.036(3) 0.033(3) -0.001(2) 0.006(2) -0.0023(19) N9 0.096(5) 0.068(4) 0.046(4) 0.006(3) 0.032(3) -0.003(4) N10 0.047(6) 0.030(7) 0.028(9) 0.007(5) 0.015(5) 0.003(5) N11 0.036(2) 0.037(3) 0.042(3) 0.001(2) 0.018(2) -0.0073(19) N12 0.077(4) 0.097(6) 0.034(3) 0.004(3) 0.022(3) -0.010(4) O3 0.073(9) 0.051(9) 0.042(9) -0.006(6) -0.002(6) 0.018(6) O4 0.050(4) 0.043(7) 0.026(6) 0.001(4) 0.015(4) 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 Mn1 O1 2.142(2) . ? Mn1 N4 2.175(3) 4_566 ? Mn1 O3 2.19(2) . ? Mn1 N5 2.194(2) . ? Mn1 N2 2.200(3) . ? Mn1 N10 2.24(2) . ? Mn1 N7 2.25(3) . ? Mn1 O4 2.25(2) . ? C1 O2 1.232(4) . ? C1 O1 1.240(4) . ? C1 C2 1.514(4) . ? C2 C5 1.378(4) . ? C2 C3 1.379(4) . ? C3 C4 1.365(4) . ? C3 H3A 0.9300 . ? C4 N1 1.336(4) . ? C4 H4A 0.9300 . ? C5 C6 1.372(4) . ? C5 H5A 0.9300 . ? C6 N1 1.331(3) . ? C6 H6A 0.9300 . ? C7 N1 1.488(3) . ? C7 C8 1.505(4) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C8 1.518(5) 3_866 ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? N2 N3 1.154(3) . ? N3 N4 1.145(3) . ? N4 Mn1 2.175(3) 4_565 ? N5 N6 1.160(2) . ? N6 N5 1.160(2) 3_656 ? O2 Mn2 2.202(2) . ? Mn2 O2 2.202(2) 3_756 ? Mn2 N7 2.22(2) . ? Mn2 N7 2.22(2) 3_756 ? Mn2 N10 2.22(2) . ? Mn2 N10 2.22(2) 3_756 ? Mn2 Mn1 3.1572(11) 3_756 ? Mn2 H4C 1.51(7) . ? N7 N8 1.15(2) . ? N7 H4B 0.63(6) . ? N7 H4C 1.16(4) . ? N8 N9 1.137(8) . ? N8 N12 1.658(8) 1_554 ? N8 H4B 0.78(5) . ? N9 N12 1.031(9) 1_554 ? N9 N11 1.852(9) 1_554 ? N10 N11 1.11(2) . ? N10 H3C 0.90(5) . ? N10 H3D 0.82(5) . ? N11 N12 1.165(8) . ? N11 N9 1.852(9) 1_556 ? N11 H3D 0.31(6) . ? N12 N9 1.031(9) 1_556 ? N12 N8 1.658(8) 1_556 ? N12 H3D 1.46(4) . ? O3 H3C 0.85(2) . ? O3 H3D 0.85(2) . ? O4 H4B 0.85(2) . ? O4 H4C 0.85(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Mn1 N4 89.47(12) . 4_566 ? O1 Mn1 O3 92.0(6) . . ? N4 Mn1 O3 92.0(6) 4_566 . ? O1 Mn1 N5 177.82(10) . . ? N4 Mn1 N5 90.64(11) 4_566 . ? O3 Mn1 N5 90.2(6) . . ? O1 Mn1 N2 86.91(11) . . ? N4 Mn1 N2 96.59(14) 4_566 . ? O3 Mn1 N2 171.3(6) . . ? N5 Mn1 N2 90.91(11) . . ? O1 Mn1 N10 89.3(5) . . ? N4 Mn1 N10 92.2(6) 4_566 . ? O3 Mn1 N10 2.7(10) . . ? N5 Mn1 N10 92.8(5) . . ? N2 Mn1 N10 170.4(5) . . ? O1 Mn1 N7 86.7(6) . . ? N4 Mn1 N7 175.7(6) 4_566 . ? O3 Mn1 N7 86.4(8) . . ? N5 Mn1 N7 93.3(6) . . ? N2 Mn1 N7 85.0(5) . . ? N10 Mn1 N7 86.0(8) . . ? O1 Mn1 O4 90.8(5) . . ? N4 Mn1 O4 170.5(4) 4_566 . ? O3 Mn1 O4 78.5(7) . . ? N5 Mn1 O4 89.4(5) . . ? N2 Mn1 O4 92.9(4) . . ? N10 Mn1 O4 78.3(7) . . ? N7 Mn1 O4 8.8(8) . . ? O2 C1 O1 127.2(3) . . ? O2 C1 C2 117.0(3) . . ? O1 C1 C2 115.8(3) . . ? C5 C2 C3 118.4(2) . . ? C5 C2 C1 122.0(3) . . ? C3 C2 C1 119.6(3) . . ? C4 C3 C2 119.7(3) . . ? C4 C3 H3A 120.1 . . ? C2 C3 H3A 120.1 . . ? N1 C4 C3 120.9(3) . . ? N1 C4 H4A 119.5 . . ? C3 C4 H4A 119.5 . . ? C6 C5 C2 119.5(3) . . ? C6 C5 H5A 120.2 . . ? C2 C5 H5A 120.2 . . ? N1 C6 C5 120.9(2) . . ? N1 C6 H6A 119.5 . . ? C5 C6 H6A 119.5 . . ? N1 C7 C8 112.4(2) . . ? N1 C7 H7A 109.1 . . ? C8 C7 H7A 109.1 . . ? N1 C7 H7B 109.1 . . ? C8 C7 H7B 109.1 . . ? H7A C7 H7B 107.9 . . ? C7 C8 C8 110.4(3) . 3_866 ? C7 C8 H8A 109.6 . . ? C8 C8 H8A 109.6 3_866 . ? C7 C8 H8B 109.6 . . ? C8 C8 H8B 109.6 3_866 . ? H8A C8 H8B 108.1 . . ? C6 N1 C4 120.4(2) . . ? C6 N1 C7 120.2(2) . . ? C4 N1 C7 119.3(2) . . ? N3 N2 Mn1 130.0(2) . . ? N4 N3 N2 173.9(4) . . ? N3 N4 Mn1 146.4(3) . 4_565 ? N6 N5 Mn1 140.89(19) . . ? N5 N6 N5 180.00(10) . 3_656 ? C1 O1 Mn1 135.7(2) . . ? C1 O2 Mn2 121.8(2) . . ? O2 Mn2 O2 180.00(7) 3_756 . ? O2 Mn2 N7 88.5(6) 3_756 . ? O2 Mn2 N7 91.5(6) . . ? O2 Mn2 N7 91.5(6) 3_756 3_756 ? O2 Mn2 N7 88.5(6) . 3_756 ? N7 Mn2 N7 180.000(2) . 3_756 ? O2 Mn2 N10 83.7(5) 3_756 . ? O2 Mn2 N10 96.3(5) . . ? N7 Mn2 N10 87.0(9) . . ? N7 Mn2 N10 93.0(9) 3_756 . ? O2 Mn2 N10 96.3(5) 3_756 3_756 ? O2 Mn2 N10 83.7(5) . 3_756 ? N7 Mn2 N10 93.0(9) . 3_756 ? N7 Mn2 N10 87.0(9) 3_756 3_756 ? N10 Mn2 N10 180.000(1) . 3_756 ? O2 Mn2 Mn1 81.27(8) 3_756 3_756 ? O2 Mn2 Mn1 98.73(8) . 3_756 ? N7 Mn2 Mn1 134.6(8) . 3_756 ? N7 Mn2 Mn1 45.4(8) 3_756 3_756 ? N10 Mn2 Mn1 134.7(5) . 3_756 ? N10 Mn2 Mn1 45.3(5) 3_756 3_756 ? O2 Mn2 H4C 59.9(16) 3_756 . ? O2 Mn2 H4C 120.1(16) . . ? N7 Mn2 H4C 29.0(18) . . ? N7 Mn2 H4C 151.0(18) 3_756 . ? N10 Mn2 H4C 89(3) . . ? N10 Mn2 H4C 91(3) 3_756 . ? Mn1 Mn2 H4C 119(2) 3_756 . ? N8 N7 Mn2 123.8(16) . . ? N8 N7 Mn1 116.8(17) . . ? Mn2 N7 Mn1 89.9(9) . . ? N8 N7 H4B 39(6) . . ? Mn2 N7 H4B 93(7) . . ? Mn1 N7 H4B 148(9) . . ? N8 N7 H4C 137(5) . . ? Mn2 N7 H4C 39(4) . . ? Mn1 N7 H4C 104(4) . . ? H4B N7 H4C 98(6) . . ? N9 N8 N7 176.0(14) . . ? N9 N8 N12 37.8(4) . 1_554 ? N7 N8 N12 140.6(14) . 1_554 ? N9 N8 H4B 149(4) . . ? N7 N8 H4B 31(5) . . ? N12 N8 H4B 111(5) 1_554 . ? N12 N9 N8 99.7(7) 1_554 . ? N12 N9 N11 34.8(5) 1_554 1_554 ? N8 N9 N11 130.3(6) . 1_554 ? N11 N10 Mn2 138.7(18) . . ? N11 N10 Mn1 128.1(16) . . ? Mn2 N10 Mn1 89.9(6) . . ? N11 N10 H3C 101(6) . . ? Mn2 N10 H3C 77(6) . . ? Mn1 N10 H3C 108(6) . . ? N11 N10 H3D 7(7) . . ? Mn2 N10 H3D 141(10) . . ? Mn1 N10 H3D 123(9) . . ? H3C N10 H3D 108(5) . . ? N10 N11 N12 175.4(15) . . ? N10 N11 N9 152.4(12) . 1_556 ? N12 N11 N9 30.3(5) . 1_556 ? N10 N11 H3D 19(10) . . ? N12 N11 H3D 161(10) . . ? N9 N11 H3D 136(10) 1_556 . ? N9 N12 N11 114.8(9) 1_556 . ? N9 N12 N8 42.5(4) 1_556 1_556 ? N11 N12 N8 149.9(7) . 1_556 ? N9 N12 H3D 112(5) 1_556 . ? N11 N12 H3D 4(4) . . ? N8 N12 H3D 150(6) 1_556 . ? Mn1 O3 H3C 115(6) . . ? Mn1 O3 H3D 126(8) . . ? H3C O3 H3D 109(4) . . ? Mn1 O4 H4B 123(5) . . ? Mn1 O4 H4C 119(5) . . ? H4B O4 H4C 110(3) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 26.51 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.556 _refine_diff_density_min -0.592 _refine_diff_density_rms 0.074 data_4 _database_code_depnum_ccdc_archive 'CCDC 924735' #TrackingRef '17824_web_deposit_cif_file_3_En-QingGao_1361060119.4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H18 Mn2 N14 O5' _chemical_formula_weight 596.32 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' _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 10.1109(17) _cell_length_b 11.0032(18) _cell_length_c 12.373(2) _cell_angle_alpha 92.442(6) _cell_angle_beta 91.110(5) _cell_angle_gamma 115.871(5) _cell_volume 1236.3(4) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 3527 _cell_measurement_theta_min 2.24 _cell_measurement_theta_max 25.33 _exptl_crystal_description yellow _exptl_crystal_colour block _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.602 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 604 _exptl_absorpt_coefficient_mu 1.079 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8997 _exptl_absorpt_correction_T_max 0.9581 _exptl_absorpt_process_details 'SADABS (Bruker, 1999)' _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 15448 _diffrn_reflns_av_R_equivalents 0.0454 _diffrn_reflns_av_sigmaI/netI 0.0508 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.65 _diffrn_reflns_theta_max 26.00 _reflns_number_total 4785 _reflns_number_gt 3431 _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^)+(0.0560P)^2^+2.2734P] 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 4785 _refine_ls_number_parameters 349 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0818 _refine_ls_R_factor_gt 0.0507 _refine_ls_wR_factor_ref 0.1361 _refine_ls_wR_factor_gt 0.1168 _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_restrained_S_all 1.054 _refine_ls_shift/su_max 0.041 _refine_ls_shift/su_mean 0.002 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 0.88635(7) 0.92713(6) 0.24788(5) 0.02771(18) Uani 1 1 d . . . Mn2 Mn 1.0000 1.0000 0.0000 0.0263(2) Uani 1 2 d S . . Mn3 Mn 1.0000 1.0000 0.5000 0.0264(2) Uani 1 2 d S . . C1 C 0.6733(5) 0.9081(4) 0.0609(4) 0.0318(10) Uani 1 1 d . . . C2 C 0.5143(4) 0.8441(4) 0.0191(3) 0.0311(9) Uani 1 1 d . . . C3 C 0.4055(5) 0.8458(4) 0.0831(4) 0.0347(10) Uani 1 1 d . . . H3A H 0.4293 0.8862 0.1528 0.042 Uiso 1 1 calc R . . C4 C 0.2632(5) 0.7889(4) 0.0450(4) 0.0358(10) Uani 1 1 d . . . H4A H 0.1906 0.7935 0.0876 0.043 Uiso 1 1 calc R . . C5 C 0.3304(5) 0.7222(5) -0.1174(4) 0.0457(12) Uani 1 1 d . . . H5A H 0.3036 0.6781 -0.1857 0.055 Uiso 1 1 calc R . . C6 C 0.4753(5) 0.7826(5) -0.0832(4) 0.0464(13) Uani 1 1 d . . . H6A H 0.5471 0.7821 -0.1288 0.056 Uiso 1 1 calc R . . C7 C 0.0694(5) 0.6552(5) -0.0913(4) 0.0386(11) Uani 1 1 d . . . H7A H 0.0620 0.6581 -0.1693 0.046 Uiso 1 1 calc R . . H7B H 0.0160 0.7016 -0.0592 0.046 Uiso 1 1 calc R . . C8 C 0.0002(5) 0.5091(5) -0.0606(4) 0.0376(11) Uani 1 1 d . . . H8A H 0.0528 0.4631 -0.0946 0.045 Uiso 1 1 calc R . . H8B H -0.1005 0.4658 -0.0896 0.045 Uiso 1 1 calc R . . O1 O 0.7681(3) 0.9511(3) -0.0088(2) 0.0372(7) Uani 1 1 d . . . O2 O 0.6930(3) 0.9104(3) 0.1607(2) 0.0416(8) Uani 1 1 d . . . O5 O 1.4121(9) 1.5823(7) 0.1852(6) 0.163(3) Uani 1 1 d . . . N1 N 1.0296(3) 1.1079(3) 0.1590(2) 0.0244(6) Uani 1 1 d . . . N2 N 1.1422(5) 1.1950(4) 0.1947(3) 0.0401(9) Uani 1 1 d . . . N3 N 1.2507(6) 1.2818(5) 0.2299(4) 0.0740(16) Uani 1 1 d . . . N4 N 0.9314(4) 0.8054(4) 0.1040(3) 0.0244(6) Uani 1 1 d . . . N5 N 0.8381(10) 0.7239(8) 0.0796(4) 0.092(2) Uani 1 1 d . . . N6 N 0.7197(8) 0.6089(7) 0.0489(7) 0.119(3) Uani 1 1 d . . . N7 N 0.8609(4) 1.0518(4) 0.3847(3) 0.0308(8) Uani 1 1 d . . . N8 N 0.8670(4) 1.1608(4) 0.3733(3) 0.0377(9) Uani 1 1 d . . . N9 N 0.8689(6) 1.2648(5) 0.3619(4) 0.0657(14) Uani 1 1 d . . . N10 N 1.0832(5) 0.9485(4) 0.3484(3) 0.0370(9) Uani 1 1 d . . . N11 N 1.1505(16) 0.8822(13) 0.3271(9) 0.045(3) Uani 0.50 1 d P . . N11' N 1.1856(17) 0.9591(15) 0.3195(10) 0.056(4) Uani 0.50 1 d P . . N12 N 1.2106(19) 0.8206(19) 0.3074(9) 0.107(6) Uani 0.50 1 d P . . N12' N 1.3059(16) 0.984(3) 0.2829(12) 0.152(9) Uani 0.50 1 d P . . N14 N 0.2273(4) 0.7261(4) -0.0535(3) 0.0338(8) Uani 1 1 d . . . O3 O 0.8402(3) 0.7915(3) 0.4935(2) 0.0392(8) Uani 1 1 d . . . C9 C 0.7755(5) 0.7099(4) 0.4155(4) 0.0320(10) Uani 1 1 d . . . C10 C 0.7018(5) 0.5622(4) 0.4422(3) 0.0313(9) Uani 1 1 d . . . O4 O 0.7600(4) 0.7364(3) 0.3203(2) 0.0430(8) Uani 1 1 d . . . C11 C 0.5882(5) 0.4676(4) 0.3776(4) 0.0368(10) Uani 1 1 d . . . H11A H 0.5609 0.4914 0.3126 0.044 Uiso 1 1 calc R . . C14 C 0.7447(6) 0.5213(5) 0.5351(4) 0.0449(12) Uani 1 1 d . . . H14A H 0.8232 0.5829 0.5788 0.054 Uiso 1 1 calc R . . C12 C 0.5154(5) 0.3380(4) 0.4098(4) 0.0396(11) Uani 1 1 d . . . H12A H 0.4361 0.2747 0.3676 0.047 Uiso 1 1 calc R . . C13 C 0.6718(6) 0.3903(5) 0.5625(4) 0.0471(13) Uani 1 1 d . . . H13A H 0.7022 0.3626 0.6244 0.056 Uiso 1 1 calc R . . N13 N 0.5573(4) 0.3015(4) 0.5015(3) 0.0365(9) Uani 1 1 d . . . C15 C 0.4774(5) 0.1598(4) 0.5348(4) 0.0442(12) Uani 1 1 d . . . H15A H 0.3741 0.1242 0.5128 0.053 Uiso 1 1 calc R . . H15B H 0.4847 0.1585 0.6130 0.053 Uiso 1 1 calc R . . C16 C 0.5420(5) 0.0723(4) 0.4835(4) 0.0394(11) Uani 1 1 d . . . H16A H 0.6448 0.1068 0.5065 0.047 Uiso 1 1 calc R . . H16B H 0.5361 0.0746 0.4053 0.047 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 Mn1 0.0282(4) 0.0272(4) 0.0251(3) 0.0060(3) 0.0029(3) 0.0093(3) Mn2 0.0206(5) 0.0298(5) 0.0254(4) 0.0052(4) 0.0045(3) 0.0076(4) Mn3 0.0301(5) 0.0201(5) 0.0253(4) 0.0034(3) 0.0027(4) 0.0073(4) C1 0.023(2) 0.031(2) 0.042(3) 0.0083(19) 0.0031(19) 0.0123(19) C2 0.024(2) 0.030(2) 0.037(2) 0.0114(19) 0.0042(18) 0.0089(19) C3 0.029(2) 0.032(2) 0.040(2) 0.005(2) 0.0071(19) 0.009(2) C4 0.030(2) 0.034(3) 0.046(3) 0.009(2) 0.011(2) 0.014(2) C5 0.032(3) 0.062(3) 0.036(3) 0.001(2) 0.004(2) 0.014(2) C6 0.027(3) 0.067(4) 0.043(3) 0.001(2) 0.010(2) 0.017(2) C7 0.022(2) 0.041(3) 0.048(3) 0.014(2) 0.000(2) 0.009(2) C8 0.025(2) 0.037(3) 0.046(3) 0.008(2) -0.0018(19) 0.008(2) O1 0.0207(15) 0.047(2) 0.0415(18) 0.0134(15) 0.0045(13) 0.0113(14) O2 0.0288(17) 0.059(2) 0.0362(18) 0.0056(15) 0.0000(13) 0.0183(16) O5 0.189(8) 0.122(6) 0.172(7) 0.060(5) 0.004(6) 0.058(5) N1 0.0161(12) 0.0225(14) 0.0222(12) 0.0003(10) 0.0019(10) -0.0031(10) N2 0.043(2) 0.043(3) 0.031(2) 0.0018(18) 0.0039(18) 0.015(2) N3 0.056(3) 0.064(4) 0.061(3) -0.010(3) -0.009(3) -0.010(3) N4 0.0161(12) 0.0225(14) 0.0222(12) 0.0003(10) 0.0019(10) -0.0031(10) N5 0.172(7) 0.128(6) 0.052(3) 0.045(4) 0.058(4) 0.132(6) N6 0.098(5) 0.071(5) 0.158(7) -0.024(5) -0.013(5) 0.013(4) N7 0.032(2) 0.030(2) 0.0314(19) 0.0040(15) 0.0037(15) 0.0144(17) N8 0.039(2) 0.035(2) 0.041(2) 0.0134(18) 0.0116(17) 0.0161(19) N9 0.084(4) 0.045(3) 0.079(3) 0.022(3) 0.024(3) 0.036(3) N10 0.038(2) 0.045(3) 0.033(2) 0.0028(17) 0.0038(18) 0.023(2) N11 0.063(8) 0.063(8) 0.027(4) -0.002(6) -0.003(4) 0.046(8) N11' 0.065(10) 0.083(10) 0.038(6) -0.022(7) -0.020(6) 0.051(9) N12 0.157(14) 0.202(16) 0.052(6) -0.009(9) -0.002(7) 0.163(15) N12' 0.086(11) 0.33(3) 0.078(9) -0.052(14) -0.015(8) 0.137(16) N14 0.0233(19) 0.034(2) 0.041(2) 0.0141(17) 0.0063(16) 0.0087(16) O3 0.0469(19) 0.0189(16) 0.0384(17) 0.0035(14) 0.0043(15) 0.0019(14) C9 0.031(2) 0.019(2) 0.040(3) 0.0115(19) 0.0083(19) 0.0048(19) C10 0.035(2) 0.019(2) 0.036(2) 0.0025(18) 0.0048(19) 0.0089(19) O4 0.051(2) 0.0278(17) 0.0377(18) 0.0109(14) -0.0011(15) 0.0050(15) C11 0.041(3) 0.026(2) 0.038(2) 0.0034(19) -0.001(2) 0.011(2) C14 0.049(3) 0.025(3) 0.048(3) 0.007(2) -0.011(2) 0.005(2) C12 0.039(3) 0.023(2) 0.049(3) -0.001(2) -0.002(2) 0.006(2) C13 0.053(3) 0.031(3) 0.052(3) 0.012(2) -0.008(2) 0.013(2) N13 0.038(2) 0.0204(19) 0.051(2) 0.0085(17) 0.0074(18) 0.0118(17) C15 0.042(3) 0.021(2) 0.067(3) 0.016(2) 0.019(2) 0.009(2) C16 0.036(3) 0.021(2) 0.060(3) 0.012(2) 0.011(2) 0.010(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mn1 O2 2.146(3) . ? Mn1 O4 2.169(3) . ? Mn1 N7 2.223(3) . ? Mn1 N1 2.236(3) . ? Mn1 N10 2.244(4) . ? Mn1 N4 2.352(4) . ? Mn2 O1 2.164(3) . ? Mn2 O1 2.164(3) 2_775 ? Mn2 N1 2.199(3) 2_775 ? Mn2 N1 2.199(3) . ? Mn2 N4 2.386(4) 2_775 ? Mn2 N4 2.386(4) . ? Mn3 O3 2.151(3) . ? Mn3 O3 2.151(3) 2_776 ? Mn3 N10 2.221(4) . ? Mn3 N10 2.221(4) 2_776 ? Mn3 N7 2.243(3) . ? Mn3 N7 2.243(3) 2_776 ? C1 O2 1.244(5) . ? C1 O1 1.248(5) . ? C1 C2 1.516(6) . ? C2 C3 1.375(6) . ? C2 C6 1.374(6) . ? C3 C4 1.359(6) . ? C3 H3A 0.9300 . ? C4 N14 1.337(6) . ? C4 H4A 0.9300 . ? C5 N14 1.335(6) . ? C5 C6 1.367(6) . ? C5 H5A 0.9300 . ? C6 H6A 0.9300 . ? C7 N14 1.492(5) . ? C7 C8 1.515(6) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C8 1.522(9) 2_565 ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? N1 N2 1.184(5) . ? N2 N3 1.156(6) . ? N4 N5 1.006(9) . ? N5 N6 1.341(10) . ? N7 N8 1.188(5) . ? N8 N9 1.151(5) . ? N10 N11' 1.061(15) . ? N10 N11 1.220(12) . ? N11 N11' 0.772(13) . ? N11 N12 1.113(15) . ? N11 N12' 1.60(2) . ? N11' N12' 1.22(2) . ? N11' N12 1.651(18) . ? N12 N12' 1.68(3) . ? O3 C9 1.246(5) . ? C9 O4 1.249(5) . ? C9 C10 1.518(6) . ? C10 C11 1.375(6) . ? C10 C14 1.381(6) . ? C11 C12 1.371(6) . ? C11 H11A 0.9300 . ? C14 C13 1.364(6) . ? C14 H14A 0.9300 . ? C12 N13 1.340(6) . ? C12 H12A 0.9300 . ? C13 N13 1.335(6) . ? C13 H13A 0.9300 . ? N13 C15 1.491(5) . ? C15 C16 1.506(6) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 C16 1.520(8) 2_656 ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? 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 O2 Mn1 O4 90.72(13) . . ? O2 Mn1 N7 93.50(13) . . ? O4 Mn1 N7 94.29(13) . . ? O2 Mn1 N1 91.49(12) . . ? O4 Mn1 N1 172.00(13) . . ? N7 Mn1 N1 93.25(13) . . ? O2 Mn1 N10 176.40(14) . . ? O4 Mn1 N10 88.46(14) . . ? N7 Mn1 N10 83.07(14) . . ? N1 Mn1 N10 89.79(14) . . ? O2 Mn1 N4 89.57(13) . . ? O4 Mn1 N4 88.36(13) . . ? N7 Mn1 N4 175.91(13) . . ? N1 Mn1 N4 83.97(12) . . ? N10 Mn1 N4 93.91(14) . . ? O1 Mn2 O1 180.0 . 2_775 ? O1 Mn2 N1 88.44(12) . 2_775 ? O1 Mn2 N1 91.56(12) 2_775 2_775 ? O1 Mn2 N1 91.56(12) . . ? O1 Mn2 N1 88.44(12) 2_775 . ? N1 Mn2 N1 180.00(8) 2_775 . ? O1 Mn2 N4 94.00(12) . 2_775 ? O1 Mn2 N4 86.00(12) 2_775 2_775 ? N1 Mn2 N4 83.94(12) 2_775 2_775 ? N1 Mn2 N4 96.06(12) . 2_775 ? O1 Mn2 N4 86.00(12) . . ? O1 Mn2 N4 94.00(12) 2_775 . ? N1 Mn2 N4 96.06(12) 2_775 . ? N1 Mn2 N4 83.94(12) . . ? N4 Mn2 N4 180.0 2_775 . ? O3 Mn3 O3 180.000(1) . 2_776 ? O3 Mn3 N10 86.47(13) . . ? O3 Mn3 N10 93.53(14) 2_776 . ? O3 Mn3 N10 93.53(14) . 2_776 ? O3 Mn3 N10 86.47(14) 2_776 2_776 ? N10 Mn3 N10 180.000(1) . 2_776 ? O3 Mn3 N7 91.32(13) . . ? O3 Mn3 N7 88.68(13) 2_776 . ? N10 Mn3 N7 83.13(13) . . ? N10 Mn3 N7 96.87(13) 2_776 . ? O3 Mn3 N7 88.68(13) . 2_776 ? O3 Mn3 N7 91.32(13) 2_776 2_776 ? N10 Mn3 N7 96.87(13) . 2_776 ? N10 Mn3 N7 83.13(13) 2_776 2_776 ? N7 Mn3 N7 180.000(1) . 2_776 ? O2 C1 O1 128.1(4) . . ? O2 C1 C2 115.7(4) . . ? O1 C1 C2 116.2(4) . . ? C3 C2 C6 118.5(4) . . ? C3 C2 C1 120.6(4) . . ? C6 C2 C1 121.0(4) . . ? C4 C3 C2 120.3(4) . . ? C4 C3 H3A 119.9 . . ? C2 C3 H3A 119.9 . . ? N14 C4 C3 120.2(4) . . ? N14 C4 H4A 119.9 . . ? C3 C4 H4A 119.9 . . ? N14 C5 C6 120.5(4) . . ? N14 C5 H5A 119.8 . . ? C6 C5 H5A 119.8 . . ? C5 C6 C2 119.7(4) . . ? C5 C6 H6A 120.2 . . ? C2 C6 H6A 120.2 . . ? N14 C7 C8 111.4(3) . . ? N14 C7 H7A 109.4 . . ? C8 C7 H7A 109.4 . . ? N14 C7 H7B 109.4 . . ? C8 C7 H7B 109.4 . . ? H7A C7 H7B 108.0 . . ? C7 C8 C8 114.5(5) . 2_565 ? C7 C8 H8A 108.6 . . ? C8 C8 H8A 108.6 2_565 . ? C7 C8 H8B 108.6 . . ? C8 C8 H8B 108.6 2_565 . ? H8A C8 H8B 107.6 . . ? C1 O1 Mn2 130.5(3) . . ? C1 O2 Mn1 127.5(3) . . ? N2 N1 Mn2 124.8(3) . . ? N2 N1 Mn1 124.3(3) . . ? Mn2 N1 Mn1 96.29(12) . . ? N3 N2 N1 178.6(5) . . ? N5 N4 Mn1 110.3(4) . . ? N5 N4 Mn2 116.5(4) . . ? Mn1 N4 Mn2 88.40(13) . . ? N4 N5 N6 175.1(7) . . ? N8 N7 Mn1 122.2(3) . . ? N8 N7 Mn3 126.7(3) . . ? Mn1 N7 Mn3 93.26(13) . . ? N9 N8 N7 178.2(5) . . ? N11' N10 N11 38.8(8) . . ? N11' N10 Mn3 137.3(7) . . ? N11 N10 Mn3 134.0(6) . . ? N11' N10 Mn1 126.7(7) . . ? N11 N10 Mn1 122.1(6) . . ? Mn3 N10 Mn1 93.28(16) . . ? N11' N11 N12 121(3) . . ? N11' N11 N10 59.4(15) . . ? N12 N11 N10 179.3(19) . . ? N11' N11 N12' 48(2) . . ? N12 N11 N12' 73.7(12) . . ? N10 N11 N12' 107.0(14) . . ? N11 N11' N10 82(2) . . ? N11 N11' N12' 105(2) . . ? N10 N11' N12' 173(2) . . ? N11 N11' N12 35.2(16) . . ? N10 N11' N12 117.0(15) . . ? N12' N11' N12 69.5(14) . . ? N11 N12 N11' 23.6(11) . . ? N11 N12 N12' 66.7(11) . . ? N11' N12 N12' 43.2(8) . . ? N11' N12' N11 27.7(8) . . ? N11' N12' N12 67.3(13) . . ? N11 N12' N12 39.6(7) . . ? C4 N14 C5 120.8(4) . . ? C4 N14 C7 119.7(4) . . ? C5 N14 C7 119.4(4) . . ? C9 O3 Mn3 131.6(3) . . ? O3 C9 O4 127.5(4) . . ? O3 C9 C10 115.3(4) . . ? O4 C9 C10 117.1(4) . . ? C11 C10 C14 118.6(4) . . ? C11 C10 C9 121.3(4) . . ? C14 C10 C9 120.0(4) . . ? C9 O4 Mn1 125.9(3) . . ? C12 C11 C10 119.5(4) . . ? C12 C11 H11A 120.2 . . ? C10 C11 H11A 120.2 . . ? C13 C14 C10 119.9(4) . . ? C13 C14 H14A 120.1 . . ? C10 C14 H14A 120.1 . . ? N13 C12 C11 120.6(4) . . ? N13 C12 H12A 119.7 . . ? C11 C12 H12A 119.7 . . ? N13 C13 C14 120.6(4) . . ? N13 C13 H13A 119.7 . . ? C14 C13 H13A 119.7 . . ? C13 N13 C12 120.6(4) . . ? C13 N13 C15 119.5(4) . . ? C12 N13 C15 119.9(4) . . ? N13 C15 C16 110.2(4) . . ? N13 C15 H15A 109.6 . . ? C16 C15 H15A 109.6 . . ? N13 C15 H15B 109.6 . . ? C16 C15 H15B 109.6 . . ? H15A C15 H15B 108.1 . . ? C15 C16 C16 109.7(5) . 2_656 ? C15 C16 H16A 109.7 . . ? C16 C16 H16A 109.7 2_656 . ? C15 C16 H16B 109.7 . . ? C16 C16 H16B 109.7 2_656 . ? H16A C16 H16B 108.2 . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 1.009 _refine_diff_density_min -0.907 _refine_diff_density_rms 0.086 data_5 _database_code_depnum_ccdc_archive 'CCDC 924736' #TrackingRef '17825_web_deposit_cif_file_4_En-QingGao_1361060119.5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H18 Mn2 N6 O9' _chemical_formula_weight 596.28 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' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 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 21.682(3) _cell_length_b 10.8253(11) _cell_length_c 12.0065(12) _cell_angle_alpha 90.00 _cell_angle_beta 121.662(4) _cell_angle_gamma 90.00 _cell_volume 2398.6(5) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 7476 _cell_measurement_theta_min 2.21 _cell_measurement_theta_max 28.42 _exptl_crystal_description octahedral _exptl_crystal_colour yellow _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.651 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1208 _exptl_absorpt_coefficient_mu 1.116 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9160 _exptl_absorpt_correction_T_max 0.9361 _exptl_absorpt_process_details 'SADABS (Bruker, 1999)' _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 12117 _diffrn_reflns_av_R_equivalents 0.0237 _diffrn_reflns_av_sigmaI/netI 0.0174 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.18 _diffrn_reflns_theta_max 26.50 _reflns_number_total 2487 _reflns_number_gt 2234 _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^)+(0.0443P)^2^+3.1939P] 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 2487 _refine_ls_number_parameters 170 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0340 _refine_ls_R_factor_gt 0.0302 _refine_ls_wR_factor_ref 0.0868 _refine_ls_wR_factor_gt 0.0819 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.061 _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 Mn1 Mn 0.5000 0.39043(3) 0.2500 0.02696(13) Uani 1 2 d S . . Mn2 Mn 0.5000 0.5000 0.0000 0.02881(13) Uani 1 2 d S . . C1 C 0.43645(12) 0.24099(18) 0.3885(2) 0.0350(4) Uani 1 1 d . . . C2 C 0.39219(12) 0.13311(18) 0.3890(2) 0.0350(4) Uani 1 1 d . . . C3 C 0.34805(13) 0.1488(2) 0.4388(2) 0.0417(5) Uani 1 1 d . . . H3A H 0.3473 0.2239 0.4758 0.050 Uiso 1 1 calc R . . C4 C 0.30528(13) 0.0530(2) 0.4335(2) 0.0437(5) Uani 1 1 d . . . H4A H 0.2750 0.0638 0.4659 0.052 Uiso 1 1 calc R . . C5 C 0.34976(15) -0.0741(2) 0.3363(2) 0.0485(6) Uani 1 1 d . . . H5A H 0.3507 -0.1511 0.3028 0.058 Uiso 1 1 calc R . . C6 C 0.39323(14) 0.0194(2) 0.3374(2) 0.0447(5) Uani 1 1 d . . . H6A H 0.4228 0.0063 0.3039 0.054 Uiso 1 1 calc R . . C7 C 0.25713(14) -0.1550(2) 0.3734(2) 0.0494(6) Uani 1 1 d . . . H7A H 0.2583 -0.2226 0.3215 0.059 Uiso 1 1 calc R . . H7B H 0.2080 -0.1233 0.3293 0.059 Uiso 1 1 calc R . . C8 C 0.27778(12) -0.20256(19) 0.5064(2) 0.0393(5) Uani 1 1 d . . . H8A H 0.2800 -0.1344 0.5608 0.047 Uiso 1 1 calc R . . H8B H 0.3254 -0.2405 0.5481 0.047 Uiso 1 1 calc R . . C9 C 0.35895(13) 0.4612(2) -0.0286(2) 0.0460(6) Uani 1 1 d . . . C10 C 0.60926(14) 0.6033(2) 0.2668(2) 0.0438(5) Uani 1 1 d . . . N1 N 0.41673(10) 0.41785(17) 0.03673(17) 0.0366(4) Uani 1 1 d . . . N2 N 0.56512(11) 0.52774(17) 0.21274(18) 0.0387(4) Uani 1 1 d . . . N3 N 0.30668(10) -0.05570(16) 0.38219(18) 0.0403(4) Uani 1 1 d . . . O1 O 0.44942(9) 0.24356(13) 0.29864(15) 0.0416(4) Uani 1 1 d . . . O2 O 0.45411(10) 0.31755(14) 0.47793(16) 0.0460(4) Uani 1 1 d . . . O3 O 0.30021(12) 0.5045(3) -0.0954(3) 0.0928(9) Uani 1 1 d . . . O4 O 0.65540(13) 0.6794(2) 0.3215(2) 0.0839(7) Uani 1 1 d . . . O5 O 0.0000 0.3178(4) 0.2500 0.1051(12) Uani 1 2 d S . . 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 0.0347(2) 0.0256(2) 0.0296(2) 0.000 0.02310(19) 0.000 Mn2 0.0371(2) 0.0268(2) 0.0325(2) 0.00528(15) 0.0252(2) 0.00477(16) C1 0.0437(11) 0.0274(9) 0.0419(11) -0.0009(8) 0.0280(10) -0.0056(8) C2 0.0441(12) 0.0289(9) 0.0372(10) -0.0001(8) 0.0249(10) -0.0073(9) C3 0.0532(13) 0.0311(10) 0.0521(13) -0.0028(9) 0.0354(11) -0.0066(10) C4 0.0493(13) 0.0395(12) 0.0540(13) 0.0024(10) 0.0352(12) -0.0056(10) C5 0.0703(16) 0.0316(10) 0.0562(14) -0.0084(10) 0.0419(13) -0.0135(11) C6 0.0599(15) 0.0341(11) 0.0558(14) -0.0064(10) 0.0413(13) -0.0093(10) C7 0.0547(14) 0.0419(12) 0.0476(13) 0.0014(10) 0.0242(12) -0.0230(11) C8 0.0404(12) 0.0323(10) 0.0473(12) 0.0037(9) 0.0244(10) -0.0072(9) C9 0.0411(13) 0.0615(15) 0.0414(12) 0.0065(11) 0.0258(11) -0.0057(12) C10 0.0499(13) 0.0456(13) 0.0397(12) 0.0037(9) 0.0261(11) -0.0036(11) N1 0.0379(10) 0.0439(9) 0.0345(9) 0.0039(7) 0.0235(8) -0.0008(8) N2 0.0469(11) 0.0396(9) 0.0377(9) 0.0000(8) 0.0277(9) -0.0081(8) N3 0.0467(11) 0.0340(9) 0.0398(9) 0.0018(7) 0.0226(9) -0.0131(8) O1 0.0594(10) 0.0338(7) 0.0476(9) -0.0052(6) 0.0390(8) -0.0134(7) O2 0.0680(11) 0.0350(8) 0.0539(9) -0.0131(7) 0.0450(9) -0.0202(7) O3 0.0397(11) 0.137(2) 0.0888(17) 0.0477(16) 0.0249(11) 0.0190(12) O4 0.0788(15) 0.0734(14) 0.0806(15) -0.0110(12) 0.0288(13) -0.0363(13) O5 0.110(3) 0.088(3) 0.104(3) 0.000 0.046(2) 0.000 _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 O1 2.1781(14) . ? Mn1 O1 2.1781(14) 2_655 ? Mn1 N1 2.2475(18) 2_655 ? Mn1 N1 2.2475(18) . ? Mn1 N2 2.2509(18) . ? Mn1 N2 2.2509(18) 2_655 ? Mn1 Mn2 3.2275(3) 2_655 ? Mn1 Mn2 3.2275(3) . ? Mn2 O2 2.1643(14) 6_565 ? Mn2 O2 2.1643(14) 2_655 ? Mn2 N2 2.1959(18) . ? Mn2 N2 2.1959(18) 5_665 ? Mn2 N1 2.2540(18) . ? Mn2 N1 2.2540(18) 5_665 ? Mn2 Mn1 3.2275(3) 5_665 ? C1 O2 1.247(2) . ? C1 O1 1.250(2) . ? C1 C2 1.514(3) . ? C2 C3 1.380(3) . ? C2 C6 1.384(3) . ? C3 C4 1.370(3) . ? C3 H3A 0.9300 . ? C4 N3 1.336(3) . ? C4 H4A 0.9300 . ? C5 N3 1.325(3) . ? C5 C6 1.378(3) . ? C5 H5A 0.9300 . ? C6 H6A 0.9300 . ? C7 N3 1.484(3) . ? C7 C8 1.505(3) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C8 1.528(4) 7_546 ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 N1 1.172(3) . ? C9 O3 1.188(3) . ? C10 N2 1.164(3) . ? C10 O4 1.192(3) . ? O2 Mn2 2.1643(14) 2_655 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Mn1 O1 86.24(8) . 2_655 ? O1 Mn1 N1 90.42(6) . 2_655 ? O1 Mn1 N1 100.69(6) 2_655 2_655 ? O1 Mn1 N1 100.69(6) . . ? O1 Mn1 N1 90.42(6) 2_655 . ? N1 Mn1 N1 164.82(10) 2_655 . ? O1 Mn1 N2 172.76(7) . . ? O1 Mn1 N2 88.40(6) 2_655 . ? N1 Mn1 N2 85.79(7) 2_655 . ? N1 Mn1 N2 84.20(7) . . ? O1 Mn1 N2 88.40(6) . 2_655 ? O1 Mn1 N2 172.76(7) 2_655 2_655 ? N1 Mn1 N2 84.20(7) 2_655 2_655 ? N1 Mn1 N2 85.79(7) . 2_655 ? N2 Mn1 N2 97.34(10) . 2_655 ? O1 Mn1 Mn2 76.89(4) . 2_655 ? O1 Mn1 Mn2 139.77(4) 2_655 2_655 ? N1 Mn1 Mn2 44.28(5) 2_655 2_655 ? N1 Mn1 Mn2 128.24(5) . 2_655 ? N2 Mn1 Mn2 104.38(5) . 2_655 ? N2 Mn1 Mn2 42.80(5) 2_655 2_655 ? O1 Mn1 Mn2 139.77(4) . . ? O1 Mn1 Mn2 76.89(4) 2_655 . ? N1 Mn1 Mn2 128.24(5) 2_655 . ? N1 Mn1 Mn2 44.28(5) . . ? N2 Mn1 Mn2 42.80(5) . . ? N2 Mn1 Mn2 104.38(5) 2_655 . ? Mn2 Mn1 Mn2 136.874(14) 2_655 . ? O2 Mn2 O2 180.0 6_565 2_655 ? O2 Mn2 N2 89.49(7) 6_565 . ? O2 Mn2 N2 90.51(7) 2_655 . ? O2 Mn2 N2 90.51(7) 6_565 5_665 ? O2 Mn2 N2 89.49(7) 2_655 5_665 ? N2 Mn2 N2 180.0 . 5_665 ? O2 Mn2 N1 91.15(7) 6_565 . ? O2 Mn2 N1 88.85(7) 2_655 . ? N2 Mn2 N1 85.32(7) . . ? N2 Mn2 N1 94.68(7) 5_665 . ? O2 Mn2 N1 88.85(7) 6_565 5_665 ? O2 Mn2 N1 91.15(7) 2_655 5_665 ? N2 Mn2 N1 94.68(7) . 5_665 ? N2 Mn2 N1 85.32(7) 5_665 5_665 ? N1 Mn2 N1 180.00(7) . 5_665 ? O2 Mn2 Mn1 102.99(4) 6_565 . ? O2 Mn2 Mn1 77.01(4) 2_655 . ? N2 Mn2 Mn1 44.14(5) . . ? N2 Mn2 Mn1 135.86(5) 5_665 . ? N1 Mn2 Mn1 44.11(5) . . ? N1 Mn2 Mn1 135.89(5) 5_665 . ? O2 Mn2 Mn1 77.01(4) 6_565 5_665 ? O2 Mn2 Mn1 102.99(4) 2_655 5_665 ? N2 Mn2 Mn1 135.86(5) . 5_665 ? N2 Mn2 Mn1 44.14(5) 5_665 5_665 ? N1 Mn2 Mn1 135.89(5) . 5_665 ? N1 Mn2 Mn1 44.11(5) 5_665 5_665 ? Mn1 Mn2 Mn1 180.000(12) . 5_665 ? O2 C1 O1 128.46(19) . . ? O2 C1 C2 114.70(18) . . ? O1 C1 C2 116.83(18) . . ? C3 C2 C6 118.81(19) . . ? C3 C2 C1 119.51(18) . . ? C6 C2 C1 121.66(19) . . ? C4 C3 C2 119.6(2) . . ? C4 C3 H3A 120.2 . . ? C2 C3 H3A 120.2 . . ? N3 C4 C3 120.6(2) . . ? N3 C4 H4A 119.7 . . ? C3 C4 H4A 119.7 . . ? N3 C5 C6 120.9(2) . . ? N3 C5 H5A 119.6 . . ? C6 C5 H5A 119.6 . . ? C5 C6 C2 119.1(2) . . ? C5 C6 H6A 120.5 . . ? C2 C6 H6A 120.5 . . ? N3 C7 C8 111.81(18) . . ? N3 C7 H7A 109.3 . . ? C8 C7 H7A 109.3 . . ? N3 C7 H7B 109.3 . . ? C8 C7 H7B 109.3 . . ? H7A C7 H7B 107.9 . . ? C7 C8 C8 110.1(2) . 7_546 ? C7 C8 H8A 109.6 . . ? C8 C8 H8A 109.6 7_546 . ? C7 C8 H8B 109.6 . . ? C8 C8 H8B 109.6 7_546 . ? H8A C8 H8B 108.2 . . ? N1 C9 O3 179.5(3) . . ? N2 C10 O4 178.6(3) . . ? C9 N1 Mn1 138.82(17) . . ? C9 N1 Mn2 113.31(16) . . ? Mn1 N1 Mn2 91.61(7) . . ? C10 N2 Mn2 125.69(16) . . ? C10 N2 Mn1 140.47(17) . . ? Mn2 N2 Mn1 93.07(7) . . ? C5 N3 C4 121.03(19) . . ? C5 N3 C7 120.2(2) . . ? C4 N3 C7 118.7(2) . . ? C1 O1 Mn1 128.37(13) . . ? C1 O2 Mn2 128.73(13) . 2_655 ? 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 O1 Mn1 Mn2 O2 114.75(8) . . . 6_565 ? O1 Mn1 Mn2 O2 -177.57(7) 2_655 . . 6_565 ? N1 Mn1 Mn2 O2 -84.19(8) 2_655 . . 6_565 ? N1 Mn1 Mn2 O2 77.97(9) . . . 6_565 ? N2 Mn1 Mn2 O2 -75.48(9) . . . 6_565 ? N2 Mn1 Mn2 O2 9.77(7) 2_655 . . 6_565 ? Mn2 Mn1 Mn2 O2 -23.68(5) 2_655 . . 6_565 ? O1 Mn1 Mn2 O2 -65.25(8) . . . 2_655 ? O1 Mn1 Mn2 O2 2.43(7) 2_655 . . 2_655 ? N1 Mn1 Mn2 O2 95.81(8) 2_655 . . 2_655 ? N1 Mn1 Mn2 O2 -102.03(9) . . . 2_655 ? N2 Mn1 Mn2 O2 104.52(9) . . . 2_655 ? N2 Mn1 Mn2 O2 -170.23(7) 2_655 . . 2_655 ? Mn2 Mn1 Mn2 O2 156.32(5) 2_655 . . 2_655 ? O1 Mn1 Mn2 N2 -169.77(10) . . . . ? O1 Mn1 Mn2 N2 -102.09(9) 2_655 . . . ? N1 Mn1 Mn2 N2 -8.71(9) 2_655 . . . ? N1 Mn1 Mn2 N2 153.44(11) . . . . ? N2 Mn1 Mn2 N2 85.25(12) 2_655 . . . ? Mn2 Mn1 Mn2 N2 51.80(7) 2_655 . . . ? O1 Mn1 Mn2 N2 10.23(10) . . . 5_665 ? O1 Mn1 Mn2 N2 77.91(9) 2_655 . . 5_665 ? N1 Mn1 Mn2 N2 171.29(9) 2_655 . . 5_665 ? N1 Mn1 Mn2 N2 -26.55(11) . . . 5_665 ? N2 Mn1 Mn2 N2 180.0 . . . 5_665 ? N2 Mn1 Mn2 N2 -94.75(12) 2_655 . . 5_665 ? Mn2 Mn1 Mn2 N2 -128.20(7) 2_655 . . 5_665 ? O1 Mn1 Mn2 N1 36.78(10) . . . . ? O1 Mn1 Mn2 N1 104.46(8) 2_655 . . . ? N1 Mn1 Mn2 N1 -162.16(11) 2_655 . . . ? N2 Mn1 Mn2 N1 -153.44(11) . . . . ? N2 Mn1 Mn2 N1 -68.20(8) 2_655 . . . ? Mn2 Mn1 Mn2 N1 -101.64(7) 2_655 . . . ? O1 Mn1 Mn2 N1 -143.22(10) . . . 5_665 ? O1 Mn1 Mn2 N1 -75.54(8) 2_655 . . 5_665 ? N1 Mn1 Mn2 N1 17.84(11) 2_655 . . 5_665 ? N1 Mn1 Mn2 N1 180.0 . . . 5_665 ? N2 Mn1 Mn2 N1 26.56(11) . . . 5_665 ? N2 Mn1 Mn2 N1 111.80(8) 2_655 . . 5_665 ? Mn2 Mn1 Mn2 N1 78.36(7) 2_655 . . 5_665 ? O1 Mn1 Mn2 Mn1 -54.37(7) . . . 5_665 ? O1 Mn1 Mn2 Mn1 13.31(5) 2_655 . . 5_665 ? N1 Mn1 Mn2 Mn1 106.68(6) 2_655 . . 5_665 ? N1 Mn1 Mn2 Mn1 -91.16(7) . . . 5_665 ? N2 Mn1 Mn2 Mn1 115.40(8) . . . 5_665 ? N2 Mn1 Mn2 Mn1 -159.35(5) 2_655 . . 5_665 ? Mn2 Mn1 Mn2 Mn1 167.198(9) 2_655 . . 5_665 ? O2 C1 C2 C3 29.0(3) . . . . ? O1 C1 C2 C3 -149.7(2) . . . . ? O2 C1 C2 C6 -152.8(2) . . . . ? O1 C1 C2 C6 28.5(3) . . . . ? C6 C2 C3 C4 -1.4(3) . . . . ? C1 C2 C3 C4 176.8(2) . . . . ? C2 C3 C4 N3 0.9(4) . . . . ? N3 C5 C6 C2 0.9(4) . . . . ? C3 C2 C6 C5 0.6(4) . . . . ? C1 C2 C6 C5 -177.6(2) . . . . ? N3 C7 C8 C8 175.7(2) . . . 7_546 ? O3 C9 N1 Mn1 -138(42) . . . . ? O3 C9 N1 Mn2 99(42) . . . . ? O1 Mn1 N1 C9 73.9(3) . . . . ? O1 Mn1 N1 C9 160.1(3) 2_655 . . . ? N1 Mn1 N1 C9 -62.5(3) 2_655 . . . ? N2 Mn1 N1 C9 -111.5(3) . . . . ? N2 Mn1 N1 C9 -13.7(3) 2_655 . . . ? Mn2 Mn1 N1 C9 -7.8(3) 2_655 . . . ? Mn2 Mn1 N1 C9 -129.3(3) . . . . ? O1 Mn1 N1 Mn2 -156.82(6) . . . . ? O1 Mn1 N1 Mn2 -70.57(6) 2_655 . . . ? N1 Mn1 N1 Mn2 66.77(5) 2_655 . . . ? N2 Mn1 N1 Mn2 17.78(7) . . . . ? N2 Mn1 N1 Mn2 115.60(7) 2_655 . . . ? Mn2 Mn1 N1 Mn2 121.53(4) 2_655 . . . ? O2 Mn2 N1 C9 38.70(19) 6_565 . . . ? O2 Mn2 N1 C9 -141.30(19) 2_655 . . . ? N2 Mn2 N1 C9 128.10(19) . . . . ? N2 Mn2 N1 C9 -51.90(19) 5_665 . . . ? N1 Mn2 N1 C9 -86(100) 5_665 . . . ? Mn1 Mn2 N1 C9 146.3(2) . . . . ? Mn1 Mn2 N1 C9 -33.7(2) 5_665 . . . ? O2 Mn2 N1 Mn1 -107.60(7) 6_565 . . . ? O2 Mn2 N1 Mn1 72.40(7) 2_655 . . . ? N2 Mn2 N1 Mn1 -18.20(7) . . . . ? N2 Mn2 N1 Mn1 161.80(7) 5_665 . . . ? N1 Mn2 N1 Mn1 127(100) 5_665 . . . ? Mn1 Mn2 N1 Mn1 180.0 5_665 . . . ? O4 C10 N2 Mn2 -70(12) . . . . ? O4 C10 N2 Mn1 123(12) . . . . ? O2 Mn2 N2 C10 -62.3(2) 6_565 . . . ? O2 Mn2 N2 C10 117.7(2) 2_655 . . . ? N2 Mn2 N2 C10 -149(100) 5_665 . . . ? N1 Mn2 N2 C10 -153.5(2) . . . . ? N1 Mn2 N2 C10 26.5(2) 5_665 . . . ? Mn1 Mn2 N2 C10 -171.7(3) . . . . ? Mn1 Mn2 N2 C10 8.3(3) 5_665 . . . ? O2 Mn2 N2 Mn1 109.39(7) 6_565 . . . ? O2 Mn2 N2 Mn1 -70.61(7) 2_655 . . . ? N2 Mn2 N2 Mn1 22(100) 5_665 . . . ? N1 Mn2 N2 Mn1 18.19(7) . . . . ? N1 Mn2 N2 Mn1 -161.81(7) 5_665 . . . ? Mn1 Mn2 N2 Mn1 180.0 5_665 . . . ? O1 Mn1 N2 C10 -76.1(6) . . . . ? O1 Mn1 N2 C10 -118.3(3) 2_655 . . . ? N1 Mn1 N2 C10 -17.5(3) 2_655 . . . ? N1 Mn1 N2 C10 151.1(3) . . . . ? N2 Mn1 N2 C10 66.1(3) 2_655 . . . ? Mn2 Mn1 N2 C10 23.1(3) 2_655 . . . ? Mn2 Mn1 N2 C10 169.4(3) . . . . ? O1 Mn1 N2 Mn2 114.5(5) . . . . ? O1 Mn1 N2 Mn2 72.30(7) 2_655 . . . ? N1 Mn1 N2 Mn2 173.15(7) 2_655 . . . ? N1 Mn1 N2 Mn2 -18.28(7) . . . . ? N2 Mn1 N2 Mn2 -103.27(8) 2_655 . . . ? Mn2 Mn1 N2 Mn2 -146.32(4) 2_655 . . . ? C6 C5 N3 C4 -1.5(4) . . . . ? C6 C5 N3 C7 176.5(2) . . . . ? C3 C4 N3 C5 0.6(4) . . . . ? C3 C4 N3 C7 -177.4(2) . . . . ? C8 C7 N3 C5 113.6(3) . . . . ? C8 C7 N3 C4 -68.4(3) . . . . ? O2 C1 O1 Mn1 -5.9(4) . . . . ? C2 C1 O1 Mn1 172.58(14) . . . . ? O1 Mn1 O1 C1 143.5(2) 2_655 . . . ? N1 Mn1 O1 C1 42.84(19) 2_655 . . . ? N1 Mn1 O1 C1 -126.76(19) . . . . ? N2 Mn1 O1 C1 101.2(5) . . . . ? N2 Mn1 O1 C1 -41.35(19) 2_655 . . . ? Mn2 Mn1 O1 C1 0.30(18) 2_655 . . . ? Mn2 Mn1 O1 C1 -151.94(16) . . . . ? O1 C1 O2 Mn2 10.3(4) . . . 2_655 ? C2 C1 O2 Mn2 -168.22(14) . . . 2_655 ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.810 _refine_diff_density_min -0.285 _refine_diff_density_rms 0.068