# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Xian-He Bu' _publ_contact_author_email buxh@nankai.edu.cn _publ_author_name 'Xian-He Bu' #===END data_2 _database_code_depnum_ccdc_archive 'CCDC 778653' #TrackingRef '- Revised DT-ART-06-2011-011099-Crystallographic Data.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C7 H5 Co2 N7 O5' _chemical_formula_weight 385.04 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 11.002(2) _cell_length_b 6.5944(13) _cell_length_c 16.235(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1177.9(4) _cell_formula_units_Z 4 _cell_measurement_reflns_used 9821 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 27.6 _cell_measurement_temperature 293.1 _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.171 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 760 _exptl_absorpt_coefficient_mu 2.854 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7080 _exptl_absorpt_correction_T_max 0.7634 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type SCX-mini _diffrn_measurement_method multi-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11726 _diffrn_reflns_av_R_equivalents 0.0698 _diffrn_reflns_av_sigmaI/netI 0.0360 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.12 _diffrn_reflns_theta_max 27.46 _reflns_number_total 1474 _reflns_number_gt 1106 _reflns_threshold_expression >2sigma(I) _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction CrystalStructure _computing_structure_solution DirectMethod _computing_structure_refinement SHELXL _computing_publication_material 'CrystalStructure 3.7.0' _computing_molecular_graphics ? _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^)+(0.0350P)^2^+3.3096P] 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 1474 _refine_ls_number_parameters 121 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0770 _refine_ls_R_factor_gt 0.0493 _refine_ls_wR_factor_ref 0.1051 _refine_ls_wR_factor_gt 0.0968 _refine_ls_goodness_of_fit_ref 1.151 _refine_ls_restrained_S_all 1.151 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.5000(7) 1.2500 0.2645(4) 0.0285(14) Uani 1 2 d S . . C2 C 0.3838(5) 0.7500 0.1362(3) 0.0129(12) Uani 1 2 d S . . C3 C 0.3604(5) 0.7500 0.0521(3) 0.0142(12) Uani 1 2 d S . . C4 C 0.5654(6) 0.7500 0.0285(4) 0.0221(14) Uani 1 2 d S . . H4A H 0.6309 0.7500 -0.0077 0.026 Uiso 1 2 calc SR . . C5 C 0.5880(5) 0.7500 0.1121(4) 0.0210(14) Uani 1 2 d S . . H5A H 0.6680 0.7500 0.1307 0.025 Uiso 1 2 calc SR . . C6 C 0.2840(5) 0.7500 0.2003(3) 0.0162(12) Uani 1 2 d S . . C7 C 0.2328(5) 0.7500 0.0169(3) 0.0155(12) Uani 1 2 d S . . N2 N 0.5178(3) 1.1525(5) 0.38699(19) 0.0177(8) Uani 1 1 d . . . Co1 Co 0.49961(7) 0.7500 0.30181(4) 0.0141(2) Uani 1 2 d S . . Co2 Co 0.5000 1.0000 0.5000 0.0151(2) Uani 1 2 d S . . N1 N 0.5068(3) 1.0824(5) 0.30948(19) 0.0219(8) Uani 1 1 d . . . N3 N 0.4845(8) 1.2500 0.1801(3) 0.067(3) Uani 1 2 d S . . H3A H 0.4786 1.3629 0.1539 0.081 Uiso 0.50 1 calc PR . . H3B H 0.4807 1.1371 0.1537 0.081 Uiso 0.50 1 calc PR . . N4 N 0.4976(5) 0.7500 0.1665(3) 0.0169(10) Uani 1 2 d S . . N5 N 0.4527(5) 0.7500 -0.0024(3) 0.0221(12) Uani 1 2 d S . . O1 O 0.3167(4) 0.7500 0.2739(2) 0.0271(11) Uani 1 2 d S . . O2 O 0.1786(4) 0.7500 0.1741(3) 0.0271(11) Uani 1 2 d S . . O3 O 0.1873(3) 0.9208(5) 0.00391(17) 0.0226(7) Uani 1 1 d . . . O4 O 0.4537(5) 0.7500 0.4291(3) 0.0145(9) Uani 1 2 d S . . H4 H 0.394(7) 0.7500 0.428(5) 0.04(3) Uiso 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 C1 0.046(4) 0.021(3) 0.018(3) 0.000 0.002(3) 0.000 C2 0.011(3) 0.013(3) 0.014(3) 0.000 -0.001(2) 0.000 C3 0.013(3) 0.016(3) 0.013(3) 0.000 -0.001(2) 0.000 C4 0.021(4) 0.031(4) 0.014(3) 0.000 0.004(3) 0.000 C5 0.010(3) 0.032(4) 0.021(3) 0.000 -0.002(2) 0.000 C6 0.016(3) 0.017(3) 0.015(3) 0.000 0.000(2) 0.000 C7 0.015(3) 0.022(3) 0.010(3) 0.000 0.001(2) 0.000 N2 0.023(2) 0.0158(16) 0.0147(16) -0.0007(14) 0.0022(14) 0.0025(15) Co1 0.0133(4) 0.0178(4) 0.0112(4) 0.000 -0.0001(4) 0.000 Co2 0.0197(4) 0.0143(4) 0.0114(4) 0.0002(3) 0.0020(4) 0.0014(4) N1 0.037(2) 0.0173(18) 0.0110(15) -0.0009(13) -0.0002(17) -0.0013(19) N3 0.166(9) 0.021(3) 0.015(3) 0.000 -0.021(4) 0.000 N4 0.016(2) 0.022(2) 0.013(2) 0.000 -0.002(2) 0.000 N5 0.017(2) 0.035(3) 0.014(3) 0.000 -0.001(2) 0.000 O1 0.015(2) 0.053(3) 0.014(2) 0.000 -0.0007(18) 0.000 O2 0.009(2) 0.048(3) 0.025(2) 0.000 -0.0003(18) 0.000 O3 0.0168(15) 0.0223(16) 0.0287(16) 0.0034(13) -0.0026(13) 0.0014(14) O4 0.015(2) 0.015(2) 0.014(2) 0.000 0.0031(18) 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 C1 N1 1.327(5) 7_585 ? C1 N1 1.327(5) . ? C1 N3 1.381(8) . ? C2 N4 1.345(7) . ? C2 C3 1.390(8) . ? C2 C6 1.513(8) . ? C3 N5 1.346(7) . ? C3 C7 1.516(8) . ? C4 N5 1.338(8) . ? C4 C5 1.379(8) . ? C4 H4A 0.9300 . ? C5 N4 1.331(7) . ? C5 H5A 0.9300 . ? C6 O2 1.236(7) . ? C6 O1 1.248(7) . ? C7 O3 1.250(4) 7_575 ? C7 O3 1.250(4) . ? N2 N2 1.287(7) 7_585 ? N2 N1 1.346(4) . ? N2 Co2 2.101(3) . ? Co1 O2 2.008(4) 6_656 ? Co1 O1 2.063(4) . ? Co1 O4 2.127(4) . ? Co1 N4 2.196(5) . ? Co1 N1 2.197(3) . ? Co1 N1 2.197(3) 7_575 ? Co2 O4 2.074(3) . ? Co2 O4 2.074(3) 5_676 ? Co2 N2 2.101(3) 5_676 ? Co2 O3 2.127(3) 2_575 ? Co2 O3 2.127(3) 6_656 ? N3 H3A 0.8600 . ? N3 H3B 0.8600 . ? O2 Co1 2.008(4) 6_556 ? O3 Co2 2.127(3) 2_574 ? O4 Co2 2.074(3) 3_646 ? O4 H4 0.66(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 N1 112.8(5) 7_585 . ? N1 C1 N3 123.6(3) 7_585 . ? N1 C1 N3 123.6(3) . . ? N4 C2 C3 122.1(5) . . ? N4 C2 C6 115.1(5) . . ? C3 C2 C6 122.8(5) . . ? N5 C3 C2 120.4(5) . . ? N5 C3 C7 116.8(5) . . ? C2 C3 C7 122.8(5) . . ? N5 C4 C5 122.5(6) . . ? N5 C4 H4A 118.8 . . ? C5 C4 H4A 118.8 . . ? N4 C5 C4 121.2(6) . . ? N4 C5 H5A 119.4 . . ? C4 C5 H5A 119.4 . . ? O2 C6 O1 126.9(5) . . ? O2 C6 C2 116.4(5) . . ? O1 C6 C2 116.7(5) . . ? O3 C7 O3 128.5(5) 7_575 . ? O3 C7 C3 115.7(3) 7_575 . ? O3 C7 C3 115.7(3) . . ? N2 N2 N1 110.1(2) 7_585 . ? N2 N2 Co2 118.58(9) 7_585 . ? N1 N2 Co2 130.1(3) . . ? O2 Co1 O1 178.56(17) 6_656 . ? O2 Co1 O4 92.50(18) 6_656 . ? O1 Co1 O4 88.94(18) . . ? O2 Co1 N4 101.81(18) 6_656 . ? O1 Co1 N4 76.75(17) . . ? O4 Co1 N4 165.69(19) . . ? O2 Co1 N1 87.35(10) 6_656 . ? O1 Co1 N1 92.72(10) . . ? O4 Co1 N1 87.33(8) . . ? N4 Co1 N1 93.27(8) . . ? O2 Co1 N1 87.35(10) 6_656 7_575 ? O1 Co1 N1 92.72(10) . 7_575 ? O4 Co1 N1 87.33(8) . 7_575 ? N4 Co1 N1 93.27(8) . 7_575 ? N1 Co1 N1 172.31(18) . 7_575 ? O4 Co2 O4 180.000(1) . 5_676 ? O4 Co2 N2 94.68(13) . 5_676 ? O4 Co2 N2 85.32(13) 5_676 5_676 ? O4 Co2 N2 85.32(13) . . ? O4 Co2 N2 94.68(13) 5_676 . ? N2 Co2 N2 180.0 5_676 . ? O4 Co2 O3 88.51(16) . 2_575 ? O4 Co2 O3 91.49(16) 5_676 2_575 ? N2 Co2 O3 90.06(12) 5_676 2_575 ? N2 Co2 O3 89.94(12) . 2_575 ? O4 Co2 O3 91.49(16) . 6_656 ? O4 Co2 O3 88.51(16) 5_676 6_656 ? N2 Co2 O3 89.94(12) 5_676 6_656 ? N2 Co2 O3 90.06(12) . 6_656 ? O3 Co2 O3 180.000(1) 2_575 6_656 ? C1 N1 N2 103.5(3) . . ? C1 N1 Co1 142.9(3) . . ? N2 N1 Co1 113.5(2) . . ? C1 N3 H3A 120.0 . . ? C1 N3 H3B 120.0 . . ? H3A N3 H3B 120.0 . . ? C5 N4 C2 116.9(5) . . ? C5 N4 Co1 131.1(4) . . ? C2 N4 Co1 112.0(4) . . ? C4 N5 C3 116.9(5) . . ? C6 O1 Co1 119.4(4) . . ? C6 O2 Co1 148.6(4) . 6_556 ? C7 O3 Co2 127.9(3) . 2_574 ? Co2 O4 Co2 105.26(19) . 3_646 ? Co2 O4 Co1 118.75(13) . . ? Co2 O4 Co1 118.75(13) 3_646 . ? Co2 O4 H4 105(4) . . ? Co2 O4 H4 105(4) 3_646 . ? Co1 O4 H4 102(7) . . ? 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 N4 C2 C3 N5 0.0 . . . . ? C6 C2 C3 N5 180.0 . . . . ? N4 C2 C3 C7 180.0 . . . . ? C6 C2 C3 C7 0.000(1) . . . . ? N5 C4 C5 N4 0.0 . . . . ? N4 C2 C6 O2 180.0 . . . . ? C3 C2 C6 O2 0.000(1) . . . . ? N4 C2 C6 O1 0.0 . . . . ? C3 C2 C6 O1 180.0 . . . . ? N5 C3 C7 O3 89.6(4) . . . 7_575 ? C2 C3 C7 O3 -90.4(4) . . . 7_575 ? N5 C3 C7 O3 -89.6(4) . . . . ? C2 C3 C7 O3 90.4(4) . . . . ? N2 N2 Co2 O4 162.30(15) 7_585 . . . ? N1 N2 Co2 O4 -3.4(4) . . . . ? N2 N2 Co2 O4 -17.70(15) 7_585 . . 5_676 ? N1 N2 Co2 O4 176.6(4) . . . 5_676 ? N2 N2 Co2 N2 -85(69) 7_585 . . 5_676 ? N1 N2 Co2 N2 110(69) . . . 5_676 ? N2 N2 Co2 O3 73.79(10) 7_585 . . 2_575 ? N1 N2 Co2 O3 -91.9(3) . . . 2_575 ? N2 N2 Co2 O3 -106.21(10) 7_585 . . 6_656 ? N1 N2 Co2 O3 88.1(3) . . . 6_656 ? N1 C1 N1 N2 0.3(8) 7_585 . . . ? N3 C1 N1 N2 -178.1(7) . . . . ? N1 C1 N1 Co1 177.15(15) 7_585 . . . ? N3 C1 N1 Co1 -1.2(12) . . . . ? N2 N2 N1 C1 -0.2(4) 7_585 . . . ? Co2 N2 N1 C1 166.5(4) . . . . ? N2 N2 N1 Co1 -178.11(12) 7_585 . . . ? Co2 N2 N1 Co1 -11.5(4) . . . . ? O2 Co1 N1 C1 109.3(7) 6_656 . . . ? O1 Co1 N1 C1 -69.3(7) . . . . ? O4 Co1 N1 C1 -158.1(7) . . . . ? N4 Co1 N1 C1 7.6(7) . . . . ? N1 Co1 N1 C1 155.8(12) 7_575 . . . ? O2 Co1 N1 N2 -74.0(3) 6_656 . . . ? O1 Co1 N1 N2 107.4(3) . . . . ? O4 Co1 N1 N2 18.6(3) . . . . ? N4 Co1 N1 N2 -175.7(3) . . . . ? N1 Co1 N1 N2 -27.5(17) 7_575 . . . ? C4 C5 N4 C2 0.0 . . . . ? C4 C5 N4 Co1 180.0 . . . . ? C3 C2 N4 C5 0.0 . . . . ? C6 C2 N4 C5 180.0 . . . . ? C3 C2 N4 Co1 180.0 . . . . ? C6 C2 N4 Co1 0.0 . . . . ? O2 Co1 N4 C5 0.0 6_656 . . . ? O1 Co1 N4 C5 180.0 . . . . ? O4 Co1 N4 C5 180.0 . . . . ? N1 Co1 N4 C5 87.97(10) . . . . ? N1 Co1 N4 C5 -87.97(10) 7_575 . . . ? O2 Co1 N4 C2 180.0 6_656 . . . ? O1 Co1 N4 C2 0.0 . . . . ? O4 Co1 N4 C2 0.0 . . . . ? N1 Co1 N4 C2 -92.03(10) . . . . ? N1 Co1 N4 C2 92.03(10) 7_575 . . . ? C5 C4 N5 C3 0.0 . . . . ? C2 C3 N5 C4 0.0 . . . . ? C7 C3 N5 C4 180.0 . . . . ? O2 C6 O1 Co1 180.0 . . . . ? C2 C6 O1 Co1 0.0 . . . . ? O2 Co1 O1 C6 0.000(8) 6_656 . . . ? O4 Co1 O1 C6 180.0 . . . . ? N4 Co1 O1 C6 0.0 . . . . ? N1 Co1 O1 C6 92.72(8) . . . . ? N1 Co1 O1 C6 -92.72(8) 7_575 . . . ? O1 C6 O2 Co1 0.000(2) . . . 6_556 ? C2 C6 O2 Co1 180.0 . . . 6_556 ? O3 C7 O3 Co2 26.3(8) 7_575 . . 2_574 ? C3 C7 O3 Co2 -154.6(3) . . . 2_574 ? O4 Co2 O4 Co2 65.1(3) 5_676 . . 3_646 ? N2 Co2 O4 Co2 -26.1(2) 5_676 . . 3_646 ? N2 Co2 O4 Co2 153.9(2) . . . 3_646 ? O3 Co2 O4 Co2 -116.04(19) 2_575 . . 3_646 ? O3 Co2 O4 Co2 63.96(19) 6_656 . . 3_646 ? O4 Co2 O4 Co1 -70.8(6) 5_676 . . . ? N2 Co2 O4 Co1 -162.0(2) 5_676 . . . ? N2 Co2 O4 Co1 18.0(2) . . . . ? O3 Co2 O4 Co1 108.0(2) 2_575 . . . ? O3 Co2 O4 Co1 -72.0(2) 6_656 . . . ? O2 Co1 O4 Co2 65.0(2) 6_656 . . . ? O1 Co1 O4 Co2 -115.0(2) . . . . ? N4 Co1 O4 Co2 -115.0(2) . . . . ? N1 Co1 O4 Co2 -22.2(2) . . . . ? N1 Co1 O4 Co2 152.2(2) 7_575 . . . ? O2 Co1 O4 Co2 -65.0(2) 6_656 . . 3_646 ? O1 Co1 O4 Co2 115.0(2) . . . 3_646 ? N4 Co1 O4 Co2 115.0(2) . . . 3_646 ? N1 Co1 O4 Co2 -152.2(2) . . . 3_646 ? N1 Co1 O4 Co2 22.2(2) 7_575 . . 3_646 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.732 _refine_diff_density_min -0.525 _refine_diff_density_rms 0.124 #===END data_1 _database_code_depnum_ccdc_archive 'CCDC 787805' #TrackingRef '- Revised DT-ART-06-2011-011099-Crystallographic Data.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C7 H5 Mn2 N7 O5' _chemical_formula_weight 377.06 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 Orthorhombic _symmetry_space_group_name_H-M Pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z+1/2' '-x, y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z-1/2' 'x, -y-1/2, z' _cell_length_a 11.085(2) _cell_length_b 6.8516(14) _cell_length_c 16.646(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1264.3(4) _cell_formula_units_Z 4 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 27.6 _cell_measurement_temperature 293.1 _exptl_crystal_description block _exptl_crystal_colour light-yellow _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.981 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 744 _exptl_absorpt_coefficient_mu 2.032 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type SCX-mini _diffrn_measurement_method multi-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12726 _diffrn_reflns_av_R_equivalents 0.0327 _diffrn_reflns_av_sigmaI/netI 0.0181 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.06 _diffrn_reflns_theta_max 27.48 _reflns_number_total 1553 _reflns_number_gt 1371 _reflns_threshold_expression >2sigma(I) _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction CrystalStructure _computing_structure_solution DirectMethod _computing_structure_refinement SHELXL _computing_publication_material 'CrystalStructure 3.7.0' _computing_molecular_graphics ? _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^)+(0.0229P)^2^+3.4980P] 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 SHELXL _refine_ls_extinction_coef 0.0061(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 1553 _refine_ls_number_parameters 122 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0479 _refine_ls_R_factor_gt 0.0408 _refine_ls_wR_factor_ref 0.0840 _refine_ls_wR_factor_gt 0.0812 _refine_ls_goodness_of_fit_ref 1.116 _refine_ls_restrained_S_all 1.116 _refine_ls_shift/su_max 0.006 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.5032(5) -0.2500 0.7380(3) 0.0361(11) Uani 1 2 d S . . C2 C 0.3857(3) 0.2500 0.8675(2) 0.0159(8) Uani 1 2 d S . . C3 C 0.3640(3) 0.2500 0.9496(2) 0.0177(8) Uani 1 2 d S . . C4 C 0.5667(4) 0.2500 0.9727(2) 0.0264(10) Uani 1 2 d S . . H4A H 0.6318 0.2500 1.0080 0.032 Uiso 1 2 calc SR . . C5 C 0.5892(4) 0.2500 0.8913(3) 0.0271(10) Uani 1 2 d S . . H5A H 0.6685 0.2500 0.8730 0.033 Uiso 1 2 calc SR . . C6 C 0.2858(4) 0.2500 0.8055(2) 0.0195(8) Uani 1 2 d S . . C7 C 0.2363(4) 0.2500 0.9848(2) 0.0199(8) Uani 1 2 d S . . Mn1 Mn 0.50007(6) 0.2500 0.69653(3) 0.01722(17) Uani 1 2 d S . . Mn2 Mn 0.5000 0.0000 0.5000 0.01861(17) Uani 1 2 d S . . N1 N 0.5102(3) -0.0888(4) 0.69367(14) 0.0293(6) Uani 1 1 d . . . N2 N 0.5223(2) -0.1558(4) 0.61805(13) 0.0218(5) Uani 1 1 d . . . N3 N 0.4867(7) -0.2500 0.8201(3) 0.085(3) Uani 1 2 d S . . H3A H 0.4804 -0.3587 0.8456 0.102 Uiso 0.50 1 calc PR . . H3B H 0.4828 -0.1413 0.8458 0.102 Uiso 0.50 1 calc PR . . N4 N 0.4989(3) 0.2500 0.83828(19) 0.0194(7) Uani 1 2 d S . . N5 N 0.4554(3) 0.2500 1.0029(2) 0.0278(9) Uani 1 2 d S . . O1 O 0.3150(3) 0.2500 0.73301(17) 0.0332(8) Uani 1 2 d S . . O2 O 0.1815(3) 0.2500 0.83234(19) 0.0331(8) Uani 1 2 d S . . O3 O 0.19171(19) 0.4137(3) 0.99853(12) 0.0285(5) Uani 1 1 d . . . O4 O 0.4478(3) 0.2500 0.57053(16) 0.0168(6) Uani 1 2 d S . . H4 H 0.383(5) 0.2500 0.568(3) 0.036(17) Uiso 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 C1 0.067(3) 0.025(2) 0.016(2) 0.000 0.000(2) 0.000 C2 0.0123(17) 0.0174(19) 0.0180(18) 0.000 0.0005(15) 0.000 C3 0.0179(19) 0.0194(19) 0.0157(18) 0.000 0.0008(15) 0.000 C4 0.017(2) 0.045(3) 0.0171(19) 0.000 -0.0037(16) 0.000 C5 0.0151(19) 0.043(3) 0.023(2) 0.000 0.0021(17) 0.000 C6 0.0176(19) 0.022(2) 0.0187(18) 0.000 0.0005(15) 0.000 C7 0.0170(19) 0.031(2) 0.0113(17) 0.000 0.0026(15) 0.000 Mn1 0.0162(3) 0.0234(3) 0.0121(3) 0.000 0.0005(2) 0.000 Mn2 0.0258(3) 0.0188(3) 0.0113(3) 0.0003(2) -0.0025(2) -0.0029(3) N1 0.0523(17) 0.0233(13) 0.0123(11) -0.0015(9) -0.0007(11) -0.0022(13) N2 0.0321(14) 0.0193(12) 0.0139(11) 0.0001(9) -0.0037(9) -0.0014(10) N3 0.206(8) 0.034(3) 0.014(2) 0.000 0.020(3) 0.000 N4 0.0166(15) 0.0257(17) 0.0159(15) 0.000 0.0012(14) 0.000 N5 0.0205(17) 0.046(2) 0.0171(17) 0.000 0.0005(15) 0.000 O1 0.0185(15) 0.065(2) 0.0156(15) 0.000 -0.0014(12) 0.000 O2 0.0123(14) 0.059(2) 0.0277(16) 0.000 0.0027(12) 0.000 O3 0.0209(10) 0.0321(12) 0.0324(12) -0.0039(10) 0.0060(9) 0.0039(10) O4 0.0170(14) 0.0194(14) 0.0139(13) 0.000 -0.0026(12) 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 C1 N1 1.330(3) 8 ? C1 N1 1.330(3) . ? C1 N3 1.379(6) . ? C2 N4 1.346(5) . ? C2 C3 1.388(5) . ? C2 C6 1.515(5) . ? C3 N5 1.347(5) . ? C3 C7 1.532(5) . ? C4 N5 1.333(6) . ? C4 C5 1.378(6) . ? C4 H4A 0.9300 . ? C5 N4 1.334(5) . ? C5 H5A 0.9300 . ? C6 O2 1.239(5) . ? C6 O1 1.249(5) . ? C7 O3 1.247(3) . ? C7 O3 1.247(3) 8_565 ? Mn1 O2 2.068(3) 6_657 ? Mn1 O1 2.139(3) . ? Mn1 O4 2.176(3) . ? Mn1 N1 2.325(3) 8_565 ? Mn1 N1 2.325(3) . ? Mn1 N4 2.360(3) . ? Mn2 O4 2.1558(17) 5_656 ? Mn2 O4 2.1558(17) . ? Mn2 O3 2.206(2) 3_556 ? Mn2 O3 2.206(2) 7_655 ? Mn2 N2 2.250(2) . ? Mn2 N2 2.250(2) 5_656 ? N1 N2 1.346(3) . ? N2 N2 1.291(5) 8 ? N3 H3A 0.8600 . ? N3 H3B 0.8600 . ? O2 Mn1 2.068(3) 6_557 ? O3 Mn2 2.206(2) 3_456 ? O4 Mn2 2.1558(17) 4_656 ? O4 H4 0.72(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 N1 112.2(4) 8 . ? N1 C1 N3 123.89(19) 8 . ? N1 C1 N3 123.89(19) . . ? N4 C2 C3 121.2(3) . . ? N4 C2 C6 115.8(3) . . ? C3 C2 C6 123.0(3) . . ? N5 C3 C2 121.2(4) . . ? N5 C3 C7 116.3(3) . . ? C2 C3 C7 122.5(3) . . ? N5 C4 C5 122.6(4) . . ? N5 C4 H4A 118.7 . . ? C5 C4 H4A 118.7 . . ? N4 C5 C4 121.0(4) . . ? N4 C5 H5A 119.5 . . ? C4 C5 H5A 119.5 . . ? O2 C6 O1 126.2(4) . . ? O2 C6 C2 115.9(3) . . ? O1 C6 C2 117.9(3) . . ? O3 C7 O3 128.2(4) . 8_565 ? O3 C7 C3 115.87(19) . . ? O3 C7 C3 115.87(19) 8_565 . ? O2 Mn1 O1 176.94(11) 6_657 . ? O2 Mn1 O4 92.01(12) 6_657 . ? O1 Mn1 O4 91.04(11) . . ? O2 Mn1 N1 87.03(7) 6_657 8_565 ? O1 Mn1 N1 92.99(7) . 8_565 ? O4 Mn1 N1 89.61(6) . 8_565 ? O2 Mn1 N1 87.03(7) 6_657 . ? O1 Mn1 N1 92.99(7) . . ? O4 Mn1 N1 89.61(6) . . ? N1 Mn1 N1 173.98(14) 8_565 . ? O2 Mn1 N4 103.75(12) 6_657 . ? O1 Mn1 N4 73.19(11) . . ? O4 Mn1 N4 164.24(12) . . ? N1 Mn1 N4 91.19(6) 8_565 . ? N1 Mn1 N4 91.19(6) . . ? O4 Mn2 O4 180.00(12) 5_656 . ? O4 Mn2 O3 87.73(10) 5_656 3_556 ? O4 Mn2 O3 92.27(10) . 3_556 ? O4 Mn2 O3 92.27(10) 5_656 7_655 ? O4 Mn2 O3 87.73(10) . 7_655 ? O3 Mn2 O3 180.00(11) 3_556 7_655 ? O4 Mn2 N2 93.97(9) 5_656 . ? O4 Mn2 N2 86.03(9) . . ? O3 Mn2 N2 90.68(8) 3_556 . ? O3 Mn2 N2 89.32(8) 7_655 . ? O4 Mn2 N2 86.03(9) 5_656 5_656 ? O4 Mn2 N2 93.97(9) . 5_656 ? O3 Mn2 N2 89.32(8) 3_556 5_656 ? O3 Mn2 N2 90.68(8) 7_655 5_656 ? N2 Mn2 N2 180.0 . 5_656 ? C1 N1 N2 104.0(3) . . ? C1 N1 Mn1 144.6(2) . . ? N2 N1 Mn1 111.35(17) . . ? N2 N2 N1 109.92(15) 8 . ? N2 N2 Mn2 118.32(6) 8 . ? N1 N2 Mn2 130.10(19) . . ? C1 N3 H3A 120.0 . . ? C1 N3 H3B 120.0 . . ? H3A N3 H3B 120.0 . . ? C5 N4 C2 117.4(3) . . ? C5 N4 Mn1 131.1(3) . . ? C2 N4 Mn1 111.5(2) . . ? C4 N5 C3 116.7(3) . . ? C6 O1 Mn1 121.5(3) . . ? C6 O2 Mn1 145.4(3) . 6_557 ? C7 O3 Mn2 128.7(2) . 3_456 ? Mn2 O4 Mn2 105.22(12) . 4_656 ? Mn2 O4 Mn1 116.96(9) . . ? Mn2 O4 Mn1 116.96(9) 4_656 . ? Mn2 O4 H4 104(3) . . ? Mn2 O4 H4 104(3) 4_656 . ? Mn1 O4 H4 108(4) . . ? 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 N4 C2 C3 N5 0.000(2) . . . . ? C6 C2 C3 N5 180.000(1) . . . . ? N4 C2 C3 C7 180.000(1) . . . . ? C6 C2 C3 C7 0.000(2) . . . . ? N5 C4 C5 N4 0.000(2) . . . . ? N4 C2 C6 O2 180.000(1) . . . . ? C3 C2 C6 O2 0.000(2) . . . . ? N4 C2 C6 O1 0.000(1) . . . . ? C3 C2 C6 O1 180.000(1) . . . . ? N5 C3 C7 O3 88.9(3) . . . . ? C2 C3 C7 O3 -91.1(3) . . . . ? N5 C3 C7 O3 -88.9(3) . . . 8_565 ? C2 C3 C7 O3 91.1(3) . . . 8_565 ? N1 C1 N1 N2 0.0(6) 8 . . . ? N3 C1 N1 N2 -178.2(6) . . . . ? N1 C1 N1 Mn1 175.46(12) 8 . . . ? N3 C1 N1 Mn1 -2.7(10) . . . . ? O2 Mn1 N1 C1 113.2(6) 6_657 . . . ? O1 Mn1 N1 C1 -63.7(6) . . . . ? O4 Mn1 N1 C1 -154.7(6) . . . . ? N1 Mn1 N1 C1 122.7(11) 8_565 . . . ? N4 Mn1 N1 C1 9.5(6) . . . . ? O2 Mn1 N1 N2 -71.5(2) 6_657 . . . ? O1 Mn1 N1 N2 111.5(2) . . . . ? O4 Mn1 N1 N2 20.5(2) . . . . ? N1 Mn1 N1 N2 -62.0(13) 8_565 . . . ? N4 Mn1 N1 N2 -175.2(2) . . . . ? C1 N1 N2 N2 0.0(3) . . . 8 ? Mn1 N1 N2 N2 -177.17(8) . . . 8 ? C1 N1 N2 Mn2 164.7(3) . . . . ? Mn1 N1 N2 Mn2 -12.4(3) . . . . ? O4 Mn2 N2 N2 -19.58(9) 5_656 . . 8 ? O4 Mn2 N2 N2 160.42(9) . . . 8 ? O3 Mn2 N2 N2 -107.35(7) 3_556 . . 8 ? O3 Mn2 N2 N2 72.65(7) 7_655 . . 8 ? N2 Mn2 N2 N2 -93(100) 5_656 . . 8 ? O4 Mn2 N2 N1 176.7(3) 5_656 . . . ? O4 Mn2 N2 N1 -3.3(3) . . . . ? O3 Mn2 N2 N1 89.0(3) 3_556 . . . ? O3 Mn2 N2 N1 -91.0(3) 7_655 . . . ? N2 Mn2 N2 N1 103(100) 5_656 . . . ? C4 C5 N4 C2 0.000(2) . . . . ? C4 C5 N4 Mn1 180.000(1) . . . . ? C3 C2 N4 C5 0.000(2) . . . . ? C6 C2 N4 C5 180.000(1) . . . . ? C3 C2 N4 Mn1 180.000(1) . . . . ? C6 C2 N4 Mn1 0.000(1) . . . . ? O2 Mn1 N4 C5 0.000(1) 6_657 . . . ? O1 Mn1 N4 C5 180.000(1) . . . . ? O4 Mn1 N4 C5 180.000(2) . . . . ? N1 Mn1 N4 C5 -87.23(7) 8_565 . . . ? N1 Mn1 N4 C5 87.23(7) . . . . ? O2 Mn1 N4 C2 180.0 6_657 . . . ? O1 Mn1 N4 C2 0.0 . . . . ? O4 Mn1 N4 C2 0.000(2) . . . . ? N1 Mn1 N4 C2 92.77(7) 8_565 . . . ? N1 Mn1 N4 C2 -92.77(7) . . . . ? C5 C4 N5 C3 0.000(2) . . . . ? C2 C3 N5 C4 0.000(2) . . . . ? C7 C3 N5 C4 180.000(2) . . . . ? O2 C6 O1 Mn1 180.000(1) . . . . ? C2 C6 O1 Mn1 0.000(1) . . . . ? O2 Mn1 O1 C6 0.000(7) 6_657 . . . ? O4 Mn1 O1 C6 180.000(1) . . . . ? N1 Mn1 O1 C6 -90.34(6) 8_565 . . . ? N1 Mn1 O1 C6 90.34(6) . . . . ? N4 Mn1 O1 C6 0.000(1) . . . . ? O1 C6 O2 Mn1 0.000(2) . . . 6_557 ? C2 C6 O2 Mn1 180.000(1) . . . 6_557 ? O3 C7 O3 Mn2 -30.3(6) 8_565 . . 3_456 ? C3 C7 O3 Mn2 152.3(2) . . . 3_456 ? O4 Mn2 O4 Mn2 69(100) 5_656 . . 4_656 ? O3 Mn2 O4 Mn2 60.42(12) 3_556 . . 4_656 ? O3 Mn2 O4 Mn2 -119.58(12) 7_655 . . 4_656 ? N2 Mn2 O4 Mn2 150.94(12) . . . 4_656 ? N2 Mn2 O4 Mn2 -29.06(12) 5_656 . . 4_656 ? O4 Mn2 O4 Mn1 -63(100) 5_656 . . . ? O3 Mn2 O4 Mn1 -71.32(13) 3_556 . . . ? O3 Mn2 O4 Mn1 108.68(13) 7_655 . . . ? N2 Mn2 O4 Mn1 19.20(13) . . . . ? N2 Mn2 O4 Mn1 -160.80(13) 5_656 . . . ? O2 Mn1 O4 Mn2 63.06(12) 6_657 . . . ? O1 Mn1 O4 Mn2 -116.94(12) . . . . ? N1 Mn1 O4 Mn2 150.07(14) 8_565 . . . ? N1 Mn1 O4 Mn2 -23.96(14) . . . . ? N4 Mn1 O4 Mn2 -116.94(12) . . . . ? O2 Mn1 O4 Mn2 -63.06(12) 6_657 . . 4_656 ? O1 Mn1 O4 Mn2 116.94(12) . . . 4_656 ? N1 Mn1 O4 Mn2 23.96(14) 8_565 . . 4_656 ? N1 Mn1 O4 Mn2 -150.07(14) . . . 4_656 ? N4 Mn1 O4 Mn2 116.94(12) . . . 4_656 ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.598 _refine_diff_density_min -0.432 _refine_diff_density_rms 0.080