# Electronic Supplementary Material (ESI) for CrystEngComm # 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_a _database_code_depnum_ccdc_archive 'CCDC 918798' #TrackingRef 'web_deposit_cif_file_0_PatrickGamez_1357746309.Compound_1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H16 Mn N14 S2' _chemical_formula_weight 643.61 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' S S 0.1246 0.1234 '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 ? _symmetry_space_group_name_H-M Cmca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y+1/2, z+1/2' 'x, -y, -z' '-x+1/2, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, -y+1, z+1/2' 'x+1/2, -y+1/2, -z' '-x+1, y+1/2, -z+1/2' '-x, -y, -z' 'x, y-1/2, -z-1/2' '-x, y, z' 'x-1/2, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, y, -z-1/2' '-x+1/2, y+1/2, z' 'x, -y+1/2, z-1/2' _cell_length_a 21.1177(16) _cell_length_b 14.9308(11) _cell_length_c 8.8929(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2804.0(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.07 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.525 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1308.0 _exptl_absorpt_coefficient_mu 0.666 _exptl_absorpt_correction_type EMPIRICAL _exptl_absorpt_correction_T_min 0.9272 _exptl_absorpt_correction_T_max 0.9679 _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14626 _diffrn_reflns_av_R_equivalents 0.0645 _diffrn_reflns_av_sigmaI/netI 0.0292 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 24.77 _reflns_number_total 1246 _reflns_number_gt 917 _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, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for windows (Farrugia, 1997)' _computing_publication_material 'Platon99 (Spek, 1999)' _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^)+(0.0496P)^2^+2.6918P] 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 1246 _refine_ls_number_parameters 104 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0595 _refine_ls_R_factor_gt 0.0379 _refine_ls_wR_factor_ref 0.1029 _refine_ls_wR_factor_gt 0.0920 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.037 _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 0.0000 0.5000 0.0391(3) Uani 1 4 d S . . S1 S 0.5000 -0.13348(10) 0.02142(15) 0.0912(5) Uani 1 2 d S . . N2 N 0.42005(10) 0.07213(16) 0.3707(3) 0.0493(6) Uani 1 1 d . . . N4 N 0.24473(13) 0.34049(18) 0.0111(3) 0.0640(7) Uani 1 1 d . . . N3 N 0.28599(12) 0.29817(19) 0.0987(3) 0.0629(7) Uani 1 1 d . . . N1 N 0.5000 -0.1037(2) 0.3310(4) 0.0549(9) Uani 1 2 d S . . C7 C 0.28951(13) 0.2085(2) 0.0833(3) 0.0536(8) Uani 1 1 d . . . C4 C 0.41733(13) 0.1611(2) 0.3650(3) 0.0535(7) Uani 1 1 d . . . H4 H 0.4444 0.1936 0.4268 0.064 Uiso 1 1 calc R . . C5 C 0.33481(13) 0.1609(2) 0.1837(3) 0.0497(7) Uani 1 1 d . . . C3 C 0.37642(13) 0.2080(2) 0.2722(3) 0.0568(8) Uani 1 1 d . . . H3 H 0.3771 0.2702 0.2699 0.068 Uiso 1 1 calc R . . C1 C 0.37857(14) 0.0275(2) 0.2861(4) 0.0592(9) Uani 1 1 d . . . H1 H 0.3789 -0.0348 0.2903 0.071 Uiso 1 1 calc R . . C6 C 0.5000 -0.1161(3) 0.2024(5) 0.0517(10) Uani 1 2 d S . . C2 C 0.33500(14) 0.0685(2) 0.1923(3) 0.0600(8) Uani 1 1 d . . . H2 H 0.3065 0.0347 0.1363 0.072 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 0.0306(4) 0.0431(5) 0.0436(5) 0.0108(4) 0.000 0.000 S1 0.1463(15) 0.0706(10) 0.0567(8) 0.0021(6) 0.000 0.000 N2 0.0419(13) 0.0508(15) 0.0552(14) 0.0092(12) -0.0079(11) 0.0053(11) N4 0.0605(15) 0.0742(18) 0.0573(15) 0.0118(14) -0.0125(13) 0.0162(14) N3 0.0596(16) 0.073(2) 0.0557(16) 0.0103(14) -0.0113(13) 0.0172(14) N1 0.055(2) 0.060(2) 0.050(2) 0.0009(18) 0.000 0.000 C7 0.0440(16) 0.074(2) 0.0427(16) 0.0078(16) 0.0002(13) 0.0102(15) C4 0.0430(16) 0.056(2) 0.0617(17) 0.0106(15) -0.0095(14) 0.0006(14) C5 0.0393(15) 0.066(2) 0.0440(15) 0.0109(14) 0.0000(12) 0.0134(14) C3 0.0476(17) 0.0565(19) 0.0663(19) 0.0136(16) -0.0050(15) 0.0066(14) C1 0.0544(18) 0.0551(19) 0.068(2) 0.0030(16) -0.0165(16) 0.0079(14) C6 0.044(2) 0.045(3) 0.067(3) 0.010(2) 0.000 0.000 C2 0.0519(17) 0.071(2) 0.0576(18) -0.0039(15) -0.0124(15) 0.0102(16) _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 N1 2.157(3) . ? Mn1 N1 2.157(3) 9_656 ? Mn1 N2 2.309(2) 11_655 ? Mn1 N2 2.309(2) . ? Mn1 N2 2.309(2) 3_556 ? Mn1 N2 2.309(2) 9_656 ? S1 C6 1.630(5) . ? N2 C4 1.331(4) . ? N2 C1 1.333(4) . ? N4 C7 1.328(4) 13 ? N4 N3 1.328(3) . ? N3 C7 1.348(4) . ? N1 C6 1.159(5) . ? C7 N4 1.328(4) 13 ? C7 C5 1.489(4) . ? C4 C3 1.384(4) . ? C5 C3 1.373(4) . ? C5 C2 1.382(4) . ? C1 C2 1.385(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Mn1 N1 180.0 . 9_656 ? N1 Mn1 N2 89.29(9) . 11_655 ? N1 Mn1 N2 90.71(9) 9_656 11_655 ? N1 Mn1 N2 89.29(9) . . ? N1 Mn1 N2 90.71(9) 9_656 . ? N2 Mn1 N2 93.96(11) 11_655 . ? N1 Mn1 N2 90.71(9) . 3_556 ? N1 Mn1 N2 89.29(9) 9_656 3_556 ? N2 Mn1 N2 180.00(12) 11_655 3_556 ? N2 Mn1 N2 86.04(11) . 3_556 ? N1 Mn1 N2 90.71(9) . 9_656 ? N1 Mn1 N2 89.29(9) 9_656 9_656 ? N2 Mn1 N2 86.04(11) 11_655 9_656 ? N2 Mn1 N2 180.00(14) . 9_656 ? N2 Mn1 N2 93.96(11) 3_556 9_656 ? C4 N2 C1 116.7(2) . . ? C4 N2 Mn1 121.05(18) . . ? C1 N2 Mn1 121.87(19) . . ? C7 N4 N3 117.8(3) 13 . ? N4 N3 C7 116.7(3) . . ? C6 N1 Mn1 143.4(3) . . ? N4 C7 N3 125.5(3) 13 . ? N4 C7 C5 117.8(3) 13 . ? N3 C7 C5 116.6(3) . . ? N2 C4 C3 123.6(3) . . ? C3 C5 C2 118.5(3) . . ? C3 C5 C7 120.7(3) . . ? C2 C5 C7 120.7(3) . . ? C5 C3 C4 118.9(3) . . ? N2 C1 C2 123.7(3) . . ? N1 C6 S1 179.9(4) . . ? C5 C2 C1 118.5(3) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 24.77 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.297 _refine_diff_density_min -0.419 _refine_diff_density_rms 0.049 data_agps30_0m _database_code_depnum_ccdc_archive 'CCDC 918799' #TrackingRef 'web_deposit_cif_file_1_PatrickGamez_1357746309.Compound_2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H26 Mn N6 O6' _chemical_formula_weight 597.49 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 ? _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 15.637(5) _cell_length_b 5.627(5) _cell_length_c 16.468(5) _cell_angle_alpha 90.000(5) _cell_angle_beta 116.561(5) _cell_angle_gamma 90.000(5) _cell_volume 1296.1(13) _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 ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.07 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.531 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 618.0 _exptl_absorpt_coefficient_mu 0.566 _exptl_absorpt_correction_type EMPIRICAL _exptl_absorpt_correction_T_min 0.9621 _exptl_absorpt_correction_T_max 0.9727 _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14727 _diffrn_reflns_av_R_equivalents 0.0316 _diffrn_reflns_av_sigmaI/netI 0.0266 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.46 _diffrn_reflns_theta_max 28.88 _reflns_number_total 3407 _reflns_number_gt 2828 _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 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WINGX V1.80.03' _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^)+(0.0410P)^2^+0.4132P] 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 3407 _refine_ls_number_parameters 203 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0429 _refine_ls_R_factor_gt 0.0329 _refine_ls_wR_factor_ref 0.0875 _refine_ls_wR_factor_gt 0.0824 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.048 _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 0.0000 0.5000 0.02416(10) Uani 1 2 d S . . O1 O 0.44339(8) 0.21531(19) 0.37865(7) 0.0303(2) Uani 1 1 d . . . O3 O 0.50376(9) 0.3130(2) 0.58062(9) 0.0392(3) Uani 1 1 d . . . N3 N -0.02656(9) -0.1829(2) 0.53798(9) 0.0340(3) Uani 1 1 d . . . O2 O 0.42987(11) -0.0436(2) 0.27124(9) 0.0498(3) Uani 1 1 d . . . N1 N 0.34805(9) -0.0441(2) 0.48703(9) 0.0304(3) Uani 1 1 d . . . N2 N 0.05605(9) -0.1956(2) 0.53429(9) 0.0337(3) Uani 1 1 d . . . C7 C 0.35330(12) 0.3327(3) 0.22401(11) 0.0355(3) Uani 1 1 d . . . C8 C 0.25863(11) 0.3689(3) 0.22657(10) 0.0320(3) Uani 1 1 d . . . C9 C 0.18693(13) 0.1992(3) 0.19058(11) 0.0394(4) Uani 1 1 d . . . H9 H 0.1971 0.0639 0.1636 0.047 Uiso 1 1 calc R . . C011 C 0.41422(10) 0.1518(3) 0.29582(10) 0.0292(3) Uani 1 1 d . . . C2 C 0.17223(10) -0.0266(3) 0.49218(10) 0.0276(3) Uani 1 1 d . . . C4 C 0.32142(12) -0.2149(3) 0.52688(12) 0.0395(4) Uani 1 1 d . . . H4 H 0.3631 -0.3410 0.5535 0.047 Uiso 1 1 calc R . . C6 C 0.19940(11) 0.1511(3) 0.45062(11) 0.0357(4) Uani 1 1 d . . . H6 H 0.1593 0.2798 0.4238 0.043 Uiso 1 1 calc R . . C3 C 0.23453(12) -0.2141(3) 0.53058(13) 0.0398(4) Uani 1 1 d . . . H3 H 0.2184 -0.3379 0.5585 0.048 Uiso 1 1 calc R . . C1 C 0.07980(10) -0.0124(3) 0.49662(9) 0.0277(3) Uani 1 1 d . . . C10 C 0.10081(13) 0.2271(4) 0.19398(12) 0.0462(4) Uani 1 1 d . . . H10 H 0.0535 0.1119 0.1690 0.055 Uiso 1 1 calc R . . C13 C 0.24141(13) 0.5691(3) 0.26671(12) 0.0398(4) Uani 1 1 d . . . H13 H 0.2881 0.6859 0.2911 0.048 Uiso 1 1 calc R . . C11 C 0.08490(13) 0.4254(4) 0.23440(13) 0.0481(4) Uani 1 1 d . . . H11 H 0.0272 0.4441 0.2372 0.058 Uiso 1 1 calc R . . C5 C 0.28689(11) 0.1346(3) 0.44951(11) 0.0362(4) Uani 1 1 d . . . H5 H 0.3042 0.2549 0.4210 0.043 Uiso 1 1 calc R . . C12 C 0.15534(14) 0.5959(4) 0.27064(13) 0.0477(4) Uani 1 1 d . . . H12 H 0.1449 0.7301 0.2980 0.057 Uiso 1 1 calc R . . H35 H 0.3431(13) 0.271(3) 0.1656(13) 0.042(5) Uiso 1 1 d . . . H36 H 0.3891(16) 0.486(4) 0.2338(14) 0.049(6) Uiso 1 1 d . . . H41 H 0.5267(17) 0.460(4) 0.5899(16) 0.059(7) Uiso 1 1 d . . . H40 H 0.5187(19) 0.256(5) 0.6287(18) 0.079(9) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mn1 0.01911(15) 0.02413(16) 0.02995(16) 0.00333(11) 0.01161(12) 0.00176(11) O1 0.0315(6) 0.0282(5) 0.0300(5) 0.0050(4) 0.0128(4) 0.0033(4) O3 0.0478(7) 0.0274(6) 0.0399(7) -0.0014(5) 0.0173(6) -0.0007(5) N3 0.0244(6) 0.0385(7) 0.0436(7) 0.0047(6) 0.0192(6) 0.0027(5) O2 0.0711(10) 0.0354(7) 0.0437(7) 0.0008(5) 0.0263(7) 0.0095(6) N1 0.0225(6) 0.0342(7) 0.0371(6) 0.0027(5) 0.0156(5) 0.0014(5) N2 0.0227(6) 0.0389(7) 0.0422(7) 0.0043(6) 0.0170(6) 0.0021(5) C7 0.0350(9) 0.0409(9) 0.0305(8) 0.0085(7) 0.0144(7) 0.0045(7) C8 0.0309(8) 0.0344(8) 0.0261(7) 0.0068(6) 0.0087(6) 0.0048(6) C9 0.0449(10) 0.0350(9) 0.0353(8) -0.0022(6) 0.0152(7) -0.0016(7) C011 0.0258(7) 0.0299(8) 0.0335(7) 0.0039(6) 0.0148(6) 0.0001(6) C2 0.0197(6) 0.0350(8) 0.0284(7) -0.0025(6) 0.0112(6) -0.0014(6) C4 0.0286(8) 0.0357(9) 0.0600(10) 0.0113(7) 0.0250(8) 0.0071(7) C6 0.0254(7) 0.0432(9) 0.0405(8) 0.0135(7) 0.0165(7) 0.0089(7) C3 0.0324(8) 0.0361(9) 0.0600(10) 0.0133(8) 0.0288(8) 0.0039(7) C1 0.0201(6) 0.0351(8) 0.0283(7) -0.0028(6) 0.0110(6) -0.0013(6) C10 0.0374(9) 0.0511(11) 0.0438(9) 0.0052(8) 0.0125(8) -0.0092(8) C13 0.0370(9) 0.0339(8) 0.0412(9) 0.0011(7) 0.0110(7) 0.0020(7) C11 0.0351(9) 0.0623(12) 0.0486(10) 0.0139(9) 0.0202(8) 0.0095(9) C5 0.0271(8) 0.0419(9) 0.0447(9) 0.0138(7) 0.0206(7) 0.0044(7) C12 0.0486(11) 0.0429(10) 0.0496(10) 0.0023(8) 0.0204(9) 0.0146(9) _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 2.1594(12) 3_656 ? Mn1 O1 2.1594(12) . ? Mn1 O3 2.1906(18) . ? Mn1 O3 2.1906(18) 3_656 ? Mn1 N1 2.3019(14) . ? Mn1 N1 2.3019(14) 3_656 ? O1 C011 1.2807(18) . ? N3 N2 1.3220(17) . ? N3 C1 1.342(2) 3_556 ? O2 C011 1.233(2) . ? N1 C4 1.331(2) . ? N1 C5 1.334(2) . ? N2 C1 1.338(2) . ? C7 C8 1.513(2) . ? C7 C011 1.528(2) . ? C8 C9 1.388(2) . ? C8 C13 1.392(3) . ? C9 C10 1.382(3) . ? C2 C6 1.382(2) . ? C2 C3 1.382(2) . ? C2 C1 1.4817(19) . ? C4 C3 1.387(2) . ? C6 C5 1.380(2) . ? C1 N3 1.342(2) 3_556 ? C10 C11 1.378(3) . ? C13 C12 1.384(3) . ? C11 C12 1.379(3) . ? 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 180.0 3_656 . ? O1 Mn1 O3 90.08(7) 3_656 . ? O1 Mn1 O3 89.92(7) . . ? O1 Mn1 O3 89.92(7) 3_656 3_656 ? O1 Mn1 O3 90.08(7) . 3_656 ? O3 Mn1 O3 180.0 . 3_656 ? O1 Mn1 N1 90.25(4) 3_656 . ? O1 Mn1 N1 89.75(4) . . ? O3 Mn1 N1 83.67(5) . . ? O3 Mn1 N1 96.33(5) 3_656 . ? O1 Mn1 N1 89.75(4) 3_656 3_656 ? O1 Mn1 N1 90.25(4) . 3_656 ? O3 Mn1 N1 96.33(5) . 3_656 ? O3 Mn1 N1 83.67(5) 3_656 3_656 ? N1 Mn1 N1 180.0 . 3_656 ? C011 O1 Mn1 129.23(10) . . ? N2 N3 C1 117.26(13) . 3_556 ? C4 N1 C5 117.08(13) . . ? C4 N1 Mn1 124.70(10) . . ? C5 N1 Mn1 117.28(10) . . ? N3 N2 C1 117.32(13) . . ? C8 C7 C011 110.31(12) . . ? C9 C8 C13 117.96(16) . . ? C9 C8 C7 120.61(15) . . ? C13 C8 C7 121.42(15) . . ? C10 C9 C8 121.37(17) . . ? O2 C011 O1 124.75(14) . . ? O2 C011 C7 119.10(15) . . ? O1 C011 C7 116.12(14) . . ? C6 C2 C3 117.97(14) . . ? C6 C2 C1 120.55(14) . . ? C3 C2 C1 121.47(13) . . ? N1 C4 C3 123.19(15) . . ? C5 C6 C2 118.98(15) . . ? C2 C3 C4 119.11(15) . . ? N2 C1 N3 125.41(13) . 3_556 ? N2 C1 C2 117.42(13) . . ? N3 C1 C2 117.17(13) 3_556 . ? C11 C10 C9 120.10(17) . . ? C12 C13 C8 120.58(17) . . ? C10 C11 C12 119.39(17) . . ? N1 C5 C6 123.66(14) . . ? C11 C12 C13 120.61(18) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 28.88 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.377 _refine_diff_density_min -0.215 _refine_diff_density_rms 0.047 data_agps25_0m _database_code_depnum_ccdc_archive 'CCDC 918800' #TrackingRef 'web_deposit_cif_file_2_PatrickGamez_1357746309.Compound_3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C66 H46 Mn3 N12 O12' _chemical_formula_weight 1363.97 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 11.336(5) _cell_length_b 12.249(5) _cell_length_c 13.784(5) _cell_angle_alpha 85.864(5) _cell_angle_beta 67.811(5) _cell_angle_gamma 74.415(5) _cell_volume 1706.1(12) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.07 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.327 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 697.0 _exptl_absorpt_coefficient_mu 0.614 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9232 _exptl_absorpt_correction_T_max 0.9443 _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6255 _diffrn_reflns_av_R_equivalents 0.0578 _diffrn_reflns_av_sigmaI/netI 0.1314 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.60 _diffrn_reflns_theta_max 22.67 _reflns_number_total 4141 _reflns_number_gt 2126 _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, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for windows (Farrugia, 1997)' _computing_publication_material 'Platon99 (Spek, 1999)' _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^)+(0.0733P)^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 4141 _refine_ls_number_parameters 421 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1196 _refine_ls_R_factor_gt 0.0581 _refine_ls_wR_factor_ref 0.1639 _refine_ls_wR_factor_gt 0.1360 _refine_ls_goodness_of_fit_ref 0.903 _refine_ls_restrained_S_all 0.903 _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 Mn2 Mn 0.5000 0.0000 1.0000 0.0483(5) Uani 1 2 d S . . Mn1 Mn 0.18207(10) 0.14439(8) 0.99381(8) 0.0553(4) Uani 1 1 d . . . O3 O 0.3822(4) 0.0297(3) 0.8970(4) 0.0560(13) Uani 1 1 d . . . O004 O 0.2057(5) 0.0271(4) 0.8659(4) 0.0675(15) Uani 1 1 d . . . O005 O 0.1445(5) 0.0297(4) 1.1146(4) 0.0777(16) Uani 1 1 d . . . O2 O 0.4191(5) 0.1771(4) 1.0623(4) 0.0693(14) Uani 1 1 d . . . O007 O 0.3422(5) -0.0461(4) 1.1285(4) 0.0631(14) Uani 1 1 d . . . N1 N -0.0251(5) 0.2387(5) 1.0162(4) 0.0559(16) Uani 1 1 d . . . O1 O 0.2111(5) 0.2623(4) 1.0769(4) 0.0760(16) Uani 1 1 d . . . N4 N -0.5564(5) 0.4593(5) 0.9437(5) 0.0681(18) Uani 1 1 d . . . N2 N 0.2556(7) 0.2643(5) 0.8489(5) 0.0621(17) Uani 1 1 d . . . N3 N -0.4407(6) 0.3971(5) 0.9452(5) 0.0656(18) Uani 1 1 d . . . N6 N 0.6356(6) 0.4689(6) 0.4549(6) 0.078(2) Uani 1 1 d . . . C3 C -0.2646(6) 0.3698(5) 1.0083(5) 0.0517(19) Uani 1 1 d . . . C102 C 0.6700(8) 0.0004(5) 0.1620(6) 0.056(2) Uani 1 1 d . . . N5 N 0.5726(8) 0.4143(5) 0.5381(6) 0.075(2) Uani 1 1 d . . . C8 C 0.3776(9) 0.3858(6) 0.6709(6) 0.059(2) Uani 1 1 d . . . C9 C 0.4452(7) 0.3294(6) 0.7342(6) 0.061(2) Uani 1 1 d . . . H9 H 0.5325 0.3292 0.7185 0.073 Uiso 1 1 calc R . . C16 C -0.3910(6) 0.4407(6) 1.0020(6) 0.0544(19) Uani 1 1 d . . . C020 C 0.3115(8) 0.2531(6) 1.1004(6) 0.061(2) Uani 1 1 d . . . C15 C 0.4412(9) 0.4453(6) 0.5805(6) 0.057(2) Uani 1 1 d . . . C51 C 0.2194(9) -0.0296(6) 1.1618(6) 0.058(2) Uani 1 1 d . . . C17 C 0.5858(8) 0.0602(6) 0.2629(6) 0.059(2) Uani 1 1 d . . . C4 C -0.2205(7) 0.2546(6) 0.9824(6) 0.074(2) Uani 1 1 d . . . H4 H -0.2709 0.2189 0.9623 0.089 Uiso 1 1 calc R . . C61 C 0.2985(7) 0.3395(6) 1.1788(6) 0.064(2) Uani 1 1 d . . . C5 C -0.1000(7) 0.1931(6) 0.9869(6) 0.069(2) Uani 1 1 d . . . H5 H -0.0709 0.1162 0.9683 0.082 Uiso 1 1 calc R . . C10 C 0.3783(9) 0.2728(6) 0.8222(7) 0.067(2) Uani 1 1 d . . . H10 H 0.4238 0.2388 0.8650 0.080 Uiso 1 1 calc R . . C52 C 0.1507(8) -0.0803(7) 1.2590(7) 0.071(2) Uani 1 1 d . . . C6 C 0.1922(8) 0.3190(7) 0.7855(7) 0.076(2) Uani 1 1 d . . . H6 H 0.1065 0.3145 0.8006 0.091 Uiso 1 1 calc R . . C2 C -0.1871(7) 0.4174(6) 1.0399(6) 0.082(3) Uani 1 1 d . . . H2 H -0.2136 0.4942 1.0583 0.098 Uiso 1 1 calc R . . C66 C 0.3995(8) 0.3381(6) 1.2105(7) 0.082(3) Uani 1 1 d . . . H66 H 0.4800 0.2845 1.1808 0.099 Uiso 1 1 calc R . . C1 C -0.0678(7) 0.3490(7) 1.0442(7) 0.085(3) Uani 1 1 d . . . H1 H -0.0171 0.3813 1.0671 0.102 Uiso 1 1 calc R . . C57 C 0.2164(8) -0.1315(7) 1.3264(7) 0.083(3) Uani 1 1 d . . . H57 H 0.3046 -0.1332 1.3086 0.099 Uiso 1 1 calc R . . C7 C 0.2474(10) 0.3809(6) 0.7000(7) 0.077(3) Uani 1 1 d . . . H7 H 0.1973 0.4193 0.6620 0.092 Uiso 1 1 calc R . . C62 C 0.1818(8) 0.4259(8) 1.2204(7) 0.110(3) Uani 1 1 d . . . H62 H 0.1122 0.4299 1.1991 0.131 Uiso 1 1 calc R . . C22 C 0.4514(9) 0.0683(7) 0.3046(7) 0.088(3) Uani 1 1 d . . . H22 H 0.4138 0.0414 0.2651 0.105 Uiso 1 1 calc R . . C65 C 0.3839(10) 0.4169(8) 1.2878(8) 0.107(3) Uani 1 1 d . . . H65 H 0.4521 0.4122 1.3110 0.128 Uiso 1 1 calc R . . C53 C 0.0225(10) -0.0867(9) 1.2870(8) 0.115(4) Uani 1 1 d . . . H53 H -0.0215 -0.0567 1.2423 0.138 Uiso 1 1 calc R . . C64 C 0.2676(12) 0.5004(9) 1.3286(8) 0.131(4) Uani 1 1 d . . . H64 H 0.2566 0.5524 1.3793 0.157 Uiso 1 1 calc R . . C18 C 0.6385(9) 0.1014(7) 0.3230(8) 0.098(3) Uani 1 1 d . . . H18 H 0.7280 0.0984 0.2959 0.117 Uiso 1 1 calc R . . C19 C 0.5600(13) 0.1481(9) 0.4245(9) 0.124(4) Uani 1 1 d . . . H19 H 0.5972 0.1732 0.4654 0.149 Uiso 1 1 calc R . . C21 C 0.3710(10) 0.1161(9) 0.4052(8) 0.118(4) Uani 1 1 d . . . H21 H 0.2811 0.1208 0.4325 0.142 Uiso 1 1 calc R . . C56 C 0.1505(12) -0.1792(9) 1.4188(8) 0.121(4) Uani 1 1 d . . . H56 H 0.1956 -0.2089 1.4629 0.145 Uiso 1 1 calc R . . C63 C 0.1685(11) 0.5054(9) 1.2931(9) 0.152(5) Uani 1 1 d . . . H63 H 0.0910 0.5633 1.3181 0.183 Uiso 1 1 calc R . . C55 C 0.0219(13) -0.1848(11) 1.4487(9) 0.154(5) Uani 1 1 d . . . H55 H -0.0208 -0.2180 1.5102 0.185 Uiso 1 1 calc R . . C101 C 0.4278(15) 0.1556(10) 0.4618(8) 0.132(4) Uani 1 1 d . . . H101 H 0.3749 0.1888 0.5280 0.158 Uiso 1 1 calc R . . C54 C -0.0426(10) -0.1341(12) 1.3754(9) 0.161(6) Uani 1 1 d . . . H54 H -0.1296 -0.1347 1.3904 0.193 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 Mn2 0.0432(9) 0.0365(8) 0.0561(10) 0.0028(7) -0.0199(8) 0.0057(7) Mn1 0.0470(7) 0.0424(6) 0.0679(8) 0.0014(6) -0.0253(6) 0.0077(5) O3 0.056(3) 0.043(3) 0.065(3) -0.008(2) -0.029(3) 0.006(2) O004 0.051(3) 0.062(3) 0.089(4) -0.008(3) -0.033(3) 0.000(3) O005 0.068(4) 0.076(4) 0.076(4) 0.023(3) -0.028(3) -0.003(3) O2 0.072(3) 0.043(3) 0.073(4) -0.006(3) -0.020(3) 0.008(3) O007 0.042(3) 0.070(3) 0.061(3) 0.010(3) -0.007(3) -0.006(3) N1 0.053(4) 0.039(4) 0.072(4) -0.003(3) -0.026(3) 0.001(3) O1 0.072(4) 0.067(3) 0.093(4) -0.012(3) -0.045(3) 0.001(3) N4 0.060(4) 0.048(4) 0.091(5) -0.007(4) -0.040(4) 0.014(3) N2 0.058(4) 0.054(4) 0.076(5) 0.011(3) -0.031(4) -0.011(3) N3 0.062(4) 0.050(4) 0.087(5) 0.001(3) -0.043(4) 0.007(3) N6 0.078(5) 0.072(4) 0.077(5) 0.015(4) -0.032(4) -0.003(4) C3 0.044(4) 0.040(4) 0.065(5) -0.003(4) -0.021(4) 0.002(4) C102 0.067(6) 0.033(4) 0.061(6) 0.003(4) -0.029(5) 0.004(4) N5 0.082(6) 0.073(5) 0.062(5) 0.023(4) -0.025(4) -0.017(4) C8 0.056(6) 0.056(5) 0.061(6) 0.003(4) -0.017(5) -0.012(4) C9 0.069(5) 0.050(4) 0.065(5) 0.017(4) -0.028(5) -0.016(4) C16 0.043(4) 0.046(5) 0.061(5) 0.000(4) -0.016(4) 0.005(4) C020 0.076(6) 0.039(4) 0.066(6) -0.001(4) -0.028(5) -0.010(5) C15 0.061(6) 0.058(5) 0.040(5) 0.005(4) -0.007(5) -0.013(5) C51 0.054(6) 0.049(5) 0.050(6) -0.001(4) 0.003(5) -0.013(4) C17 0.068(6) 0.046(4) 0.055(5) -0.007(4) -0.024(5) 0.000(4) C4 0.059(5) 0.047(5) 0.120(7) -0.010(5) -0.046(5) 0.000(4) C61 0.064(5) 0.053(5) 0.074(6) -0.007(4) -0.030(5) -0.005(4) C5 0.054(5) 0.028(4) 0.115(7) -0.001(4) -0.036(5) 0.011(4) C10 0.068(6) 0.041(4) 0.090(7) 0.010(4) -0.034(5) -0.007(4) C52 0.033(5) 0.077(6) 0.084(7) -0.001(5) -0.010(5) 0.002(4) C6 0.072(6) 0.071(6) 0.087(7) 0.008(5) -0.037(6) -0.012(5) C2 0.065(5) 0.053(5) 0.134(8) -0.036(5) -0.063(6) 0.021(4) C66 0.076(6) 0.062(5) 0.106(7) -0.011(5) -0.038(6) -0.005(5) C1 0.069(6) 0.061(6) 0.134(8) -0.020(5) -0.059(6) 0.008(5) C57 0.057(6) 0.093(6) 0.079(7) 0.037(5) -0.015(5) -0.010(5) C7 0.098(8) 0.061(5) 0.080(7) 0.018(5) -0.046(6) -0.017(5) C62 0.081(6) 0.104(7) 0.129(8) -0.062(7) -0.049(6) 0.031(6) C22 0.078(7) 0.092(7) 0.080(7) -0.018(5) -0.020(6) -0.010(5) C65 0.116(8) 0.099(7) 0.121(8) -0.027(7) -0.064(7) -0.017(7) C53 0.064(8) 0.169(10) 0.088(8) 0.049(7) -0.013(6) -0.026(7) C64 0.131(10) 0.119(9) 0.144(10) -0.056(8) -0.073(8) 0.009(8) C18 0.094(7) 0.082(6) 0.108(8) -0.036(6) -0.046(7) 0.014(5) C19 0.135(10) 0.115(9) 0.118(10) -0.052(7) -0.054(9) -0.002(8) C21 0.104(8) 0.148(10) 0.076(8) -0.037(7) -0.006(7) -0.021(7) C56 0.085(8) 0.140(9) 0.099(9) 0.042(7) -0.020(7) 0.000(7) C63 0.116(9) 0.133(9) 0.194(12) -0.101(9) -0.080(9) 0.051(7) C55 0.096(9) 0.197(13) 0.119(10) 0.061(9) -0.013(9) -0.015(9) C101 0.152(12) 0.130(10) 0.076(8) -0.039(7) -0.019(9) 0.000(9) C54 0.075(8) 0.265(16) 0.106(9) 0.080(10) -0.010(8) -0.042(9) _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 Mn2 O007 2.159(5) . ? Mn2 O007 2.159(5) 2_657 ? Mn2 O2 2.212(4) . ? Mn2 O2 2.212(4) 2_657 ? Mn2 O3 2.242(5) . ? Mn2 O3 2.242(5) 2_657 ? Mn1 O1 2.070(5) . ? Mn1 O005 2.092(5) . ? Mn1 N1 2.235(5) . ? Mn1 O004 2.246(5) . ? Mn1 O3 2.275(4) . ? Mn1 N2 2.412(6) . ? Mn1 C102 2.608(7) 2_656 ? O3 C102 1.293(8) 2_656 ? O004 C102 1.265(8) 2_656 ? O005 C51 1.300(8) . ? O2 C020 1.268(7) . ? O007 C51 1.252(8) . ? N1 C5 1.320(8) . ? N1 C1 1.338(8) . ? O1 C020 1.271(8) . ? N4 N3 1.334(7) . ? N4 C16 1.348(8) 2_467 ? N2 C10 1.330(8) . ? N2 C6 1.363(8) . ? N3 C16 1.332(8) . ? N6 N5 1.342(8) . ? N6 C15 1.362(9) 2_666 ? C3 C2 1.379(9) . ? C3 C4 1.388(9) . ? C3 C16 1.493(8) . ? C102 O004 1.265(8) 2_656 ? C102 O3 1.293(8) 2_656 ? C102 C17 1.466(9) . ? C102 Mn1 2.608(7) 2_656 ? N5 C15 1.332(9) . ? C8 C7 1.393(9) . ? C8 C9 1.399(9) . ? C8 C15 1.441(9) . ? C9 C10 1.412(9) . ? C16 N4 1.348(8) 2_467 ? C020 C61 1.507(9) . ? C15 N6 1.362(9) 2_666 ? C51 C52 1.463(10) . ? C17 C18 1.377(10) . ? C17 C22 1.388(10) . ? C4 C5 1.394(9) . ? C61 C66 1.367(9) . ? C61 C62 1.400(9) . ? C52 C53 1.379(11) . ? C52 C57 1.413(10) . ? C6 C7 1.387(10) . ? C2 C1 1.407(8) . ? C66 C65 1.419(10) . ? C57 C56 1.390(11) . ? C62 C63 1.387(11) . ? C22 C21 1.404(11) . ? C65 C64 1.377(11) . ? C53 C54 1.348(12) . ? C64 C63 1.371(12) . ? C18 C19 1.407(11) . ? C19 C101 1.367(13) . ? C21 C101 1.364(14) . ? C56 C55 1.377(13) . ? C55 C54 1.471(14) . ? 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 O007 Mn2 O007 180.000(1) . 2_657 ? O007 Mn2 O2 89.02(17) . . ? O007 Mn2 O2 90.98(17) 2_657 . ? O007 Mn2 O2 90.98(18) . 2_657 ? O007 Mn2 O2 89.02(17) 2_657 2_657 ? O2 Mn2 O2 180.000(1) . 2_657 ? O007 Mn2 O3 91.59(17) . . ? O007 Mn2 O3 88.41(17) 2_657 . ? O2 Mn2 O3 92.48(16) . . ? O2 Mn2 O3 87.52(16) 2_657 . ? O007 Mn2 O3 88.41(17) . 2_657 ? O007 Mn2 O3 91.59(17) 2_657 2_657 ? O2 Mn2 O3 87.52(16) . 2_657 ? O2 Mn2 O3 92.48(16) 2_657 2_657 ? O3 Mn2 O3 180.000(1) . 2_657 ? O1 Mn1 O005 96.2(2) . . ? O1 Mn1 N1 95.1(2) . . ? O005 Mn1 N1 99.5(2) . . ? O1 Mn1 O004 162.5(2) . . ? O005 Mn1 O004 96.24(19) . . ? N1 Mn1 O004 94.9(2) . . ? O1 Mn1 O3 108.48(19) . . ? O005 Mn1 O3 93.66(17) . . ? N1 Mn1 O3 151.5(2) . . ? O004 Mn1 O3 58.45(16) . . ? O1 Mn1 N2 83.3(2) . . ? O005 Mn1 N2 172.5(2) . . ? N1 Mn1 N2 88.0(2) . . ? O004 Mn1 N2 82.77(19) . . ? O3 Mn1 N2 79.47(18) . . ? O1 Mn1 C102 136.1(2) . 2_656 ? O005 Mn1 C102 98.7(2) . 2_656 ? N1 Mn1 C102 122.5(2) . 2_656 ? O004 Mn1 C102 29.01(18) . 2_656 ? O3 Mn1 C102 29.73(18) . 2_656 ? N2 Mn1 C102 76.8(2) . 2_656 ? C102 O3 Mn2 155.1(4) 2_656 . ? C102 O3 Mn1 89.6(4) 2_656 . ? Mn2 O3 Mn1 105.41(19) . . ? C102 O004 Mn1 91.6(4) 2_656 . ? C51 O005 Mn1 130.9(5) . . ? C020 O2 Mn2 142.0(5) . . ? C51 O007 Mn2 139.9(5) . . ? C5 N1 C1 118.5(6) . . ? C5 N1 Mn1 121.1(4) . . ? C1 N1 Mn1 119.6(5) . . ? C020 O1 Mn1 126.7(4) . . ? N3 N4 C16 117.1(6) . 2_467 ? C10 N2 C6 114.9(7) . . ? C10 N2 Mn1 115.9(5) . . ? C6 N2 Mn1 129.1(6) . . ? C16 N3 N4 115.7(5) . . ? N5 N6 C15 116.7(6) . 2_666 ? C2 C3 C4 117.8(6) . . ? C2 C3 C16 120.6(6) . . ? C4 C3 C16 121.6(7) . . ? O004 C102 O3 119.2(6) 2_656 2_656 ? O004 C102 C17 120.4(7) 2_656 . ? O3 C102 C17 120.3(7) 2_656 . ? O004 C102 Mn1 59.4(4) 2_656 2_656 ? O3 C102 Mn1 60.7(3) 2_656 2_656 ? C17 C102 Mn1 167.8(5) . 2_656 ? C15 N5 N6 119.3(6) . . ? C7 C8 C9 116.5(8) . . ? C7 C8 C15 122.5(8) . . ? C9 C8 C15 121.0(8) . . ? C8 C9 C10 118.8(8) . . ? N3 C16 N4 127.1(6) . 2_467 ? N3 C16 C3 116.4(6) . . ? N4 C16 C3 116.5(7) 2_467 . ? O2 C020 O1 124.3(7) . . ? O2 C020 C61 119.3(7) . . ? O1 C020 C61 116.5(7) . . ? N5 C15 N6 124.0(7) . 2_666 ? N5 C15 C8 117.5(8) . . ? N6 C15 C8 118.5(8) 2_666 . ? O007 C51 O005 124.5(7) . . ? O007 C51 C52 120.3(7) . . ? O005 C51 C52 115.2(7) . . ? C18 C17 C22 117.9(8) . . ? C18 C17 C102 121.3(8) . . ? C22 C17 C102 120.6(8) . . ? C3 C4 C5 119.2(7) . . ? C66 C61 C62 117.7(7) . . ? C66 C61 C020 121.8(7) . . ? C62 C61 C020 120.5(7) . . ? N1 C5 C4 123.1(6) . . ? N2 C10 C9 125.2(7) . . ? C53 C52 C57 116.5(9) . . ? C53 C52 C51 122.5(9) . . ? C57 C52 C51 120.9(8) . . ? N2 C6 C7 124.2(8) . . ? C3 C2 C1 119.5(7) . . ? C61 C66 C65 121.2(8) . . ? N1 C1 C2 121.9(7) . . ? C56 C57 C52 120.7(8) . . ? C6 C7 C8 120.3(8) . . ? C63 C62 C61 121.0(8) . . ? C17 C22 C21 121.5(9) . . ? C64 C65 C66 120.1(9) . . ? C54 C53 C52 123.7(10) . . ? C63 C64 C65 118.8(9) . . ? C17 C18 C19 121.4(9) . . ? C101 C19 C18 118.6(10) . . ? C101 C21 C22 118.4(10) . . ? C55 C56 C57 123.5(10) . . ? C64 C63 C62 121.2(9) . . ? C56 C55 C54 114.6(10) . . ? C21 C101 C19 122.1(11) . . ? C53 C54 C55 121.0(11) . . ? _diffrn_measured_fraction_theta_max 0.905 _diffrn_reflns_theta_full 22.67 _diffrn_measured_fraction_theta_full 0.905 _refine_diff_density_max 0.359 _refine_diff_density_min -0.459 _refine_diff_density_rms 0.068