data_2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H12 Mn N6 O6 S2' _chemical_formula_weight 527.40 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Mn' 'Mn' 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 25.302(3) _cell_length_b 10.6816(11) _cell_length_c 7.1462(7) _cell_angle_alpha 90.00 _cell_angle_beta 95.747(3) _cell_angle_gamma 90.00 _cell_volume 1921.7(3) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 7979 _cell_measurement_theta_min 2.86 _cell_measurement_theta_max 27.52 _exptl_crystal_description BLOCK _exptl_crystal_colour YELLOW _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.823 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1068 _exptl_absorpt_coefficient_mu 0.960 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8094 _exptl_absorpt_correction_T_max 0.8694 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 9496 _diffrn_reflns_av_R_equivalents 0.0184 _diffrn_reflns_av_sigmaI/netI 0.0147 _diffrn_reflns_limit_h_min -32 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 3.09 _diffrn_reflns_theta_max 27.55 _reflns_number_total 2207 _reflns_number_gt 2080 _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^)+(0.0362P)^2^+1.6064P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2207 _refine_ls_number_parameters 150 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0269 _refine_ls_R_factor_gt 0.0248 _refine_ls_wR_factor_ref 0.0679 _refine_ls_wR_factor_gt 0.0662 _refine_ls_goodness_of_fit_ref 1.107 _refine_ls_restrained_S_all 1.107 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Mn1 Mn 0.5000 0.36686(2) 0.2500 0.01649(9) Uani 1 2 d S . . C1 C 0.94822(5) 0.60452(14) 0.0747(2) 0.0252(3) Uani 1 1 d . . . H1 H 0.9828 0.5896 0.0471 0.030 Uiso 1 1 calc R . . C2 C 0.91183(6) 0.50782(14) 0.0499(2) 0.0282(3) Uani 1 1 d . . . H2 H 0.9221 0.4298 0.0086 0.034 Uiso 1 1 calc R . . C3 C 0.85989(6) 0.52894(14) 0.0876(2) 0.0256(3) Uani 1 1 d . . . H3 H 0.8347 0.4654 0.0740 0.031 Uiso 1 1 calc R . . C4 C 0.84667(5) 0.64788(13) 0.14630(19) 0.0199(3) Uani 1 1 d . . . C5 C 0.88597(5) 0.73943(13) 0.16870(19) 0.0204(3) Uani 1 1 d . . . H5 H 0.8768 0.8188 0.2081 0.024 Uiso 1 1 calc R . . C6 C 0.79325(5) 0.67938(13) 0.19215(19) 0.0210(3) Uani 1 1 d . . . C7 C 0.71248(5) 0.65083(13) 0.2317(2) 0.0216(3) Uani 1 1 d . . . C8 C 0.61497(5) 0.67704(13) 0.3398(2) 0.0230(3) Uani 1 1 d . . . H8A H 0.6349 0.7112 0.4513 0.028 Uiso 1 1 calc R . . H8B H 0.6053 0.7453 0.2536 0.028 Uiso 1 1 calc R . . C9 C 0.56499(5) 0.61138(13) 0.39322(18) 0.0185(3) Uani 1 1 d . . . N1 N 0.93633(4) 0.71834(11) 0.13607(17) 0.0213(2) Uani 1 1 d . . . N2 N 0.77634(5) 0.78414(12) 0.2491(2) 0.0323(3) Uani 1 1 d . . . N3 N 0.72219(5) 0.76607(12) 0.2749(2) 0.0302(3) Uani 1 1 d . . . O1 O 0.75535(4) 0.58863(10) 0.17702(15) 0.0250(2) Uani 1 1 d . . . O2 O 0.55779(4) 0.50235(10) 0.33444(16) 0.0290(2) Uani 1 1 d . . . O3 O 0.53640(4) 0.67348(10) 0.49153(15) 0.0260(2) Uani 1 1 d . . . S1 S 0.654834(13) 0.56470(3) 0.23019(6) 0.03013(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 0.01032(14) 0.01468(15) 0.02529(16) 0.000 0.00579(10) 0.000 C1 0.0152(6) 0.0279(7) 0.0335(7) -0.0068(6) 0.0076(5) 0.0005(5) C2 0.0237(7) 0.0233(7) 0.0387(8) -0.0098(6) 0.0079(6) -0.0004(6) C3 0.0189(6) 0.0245(7) 0.0339(7) -0.0052(6) 0.0050(5) -0.0059(5) C4 0.0134(6) 0.0245(7) 0.0222(6) 0.0013(5) 0.0038(5) -0.0010(5) C5 0.0156(6) 0.0206(6) 0.0258(6) -0.0010(5) 0.0059(5) 0.0004(5) C6 0.0137(6) 0.0233(6) 0.0266(7) 0.0008(5) 0.0051(5) -0.0035(5) C7 0.0130(6) 0.0252(7) 0.0276(7) 0.0007(5) 0.0071(5) -0.0003(5) C8 0.0186(6) 0.0198(6) 0.0323(7) -0.0041(5) 0.0113(5) -0.0033(5) C9 0.0130(6) 0.0209(6) 0.0220(6) 0.0023(5) 0.0034(5) -0.0009(5) N1 0.0137(5) 0.0234(6) 0.0275(6) -0.0028(5) 0.0057(4) -0.0024(4) N2 0.0171(6) 0.0278(6) 0.0541(8) -0.0065(6) 0.0134(5) -0.0055(5) N3 0.0163(6) 0.0267(6) 0.0497(8) -0.0045(6) 0.0131(5) -0.0039(5) O1 0.0136(4) 0.0228(5) 0.0400(6) -0.0037(4) 0.0094(4) -0.0028(4) O2 0.0172(5) 0.0232(5) 0.0472(6) -0.0072(5) 0.0067(4) -0.0057(4) O3 0.0217(5) 0.0285(5) 0.0297(5) -0.0008(4) 0.0126(4) 0.0017(4) S1 0.01684(17) 0.02514(19) 0.0510(2) -0.01248(16) 0.01611(15) -0.00639(13) _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 2.1024(10) . ? Mn1 O2 2.1024(10) 2_655 ? Mn1 O3 2.1878(10) 5_666 ? Mn1 O3 2.1878(10) 6_565 ? Mn1 N1 2.3479(11) 3_445 ? Mn1 N1 2.3479(11) 4_645 ? C1 N1 1.3370(18) . ? C1 C2 1.383(2) . ? C1 H1 0.9300 . ? C2 C3 1.386(2) . ? C2 H2 0.9300 . ? C3 C4 1.3892(19) . ? C3 H3 0.9300 . ? C4 C5 1.3924(18) . ? C4 C6 1.4615(18) . ? C5 N1 1.3372(16) . ? C5 H5 0.9300 . ? C6 N2 1.2790(19) . ? C6 O1 1.3603(16) . ? C7 N3 1.2867(19) . ? C7 O1 1.3622(16) . ? C7 S1 1.7235(14) . ? C8 C9 1.5276(17) . ? C8 S1 1.7969(14) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 O2 1.2453(17) . ? C9 O3 1.2485(17) . ? N1 Mn1 2.3479(11) 3 ? N2 N3 1.4139(16) . ? O3 Mn1 2.1878(10) 5_666 ? 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 O2 93.00(6) . 2_655 ? O2 Mn1 O3 103.46(4) . 5_666 ? O2 Mn1 O3 92.20(4) 2_655 5_666 ? O2 Mn1 O3 92.20(4) . 6_565 ? O2 Mn1 O3 103.46(4) 2_655 6_565 ? O3 Mn1 O3 157.28(6) 5_666 6_565 ? O2 Mn1 N1 176.41(4) . 3_445 ? O2 Mn1 N1 86.11(4) 2_655 3_445 ? O3 Mn1 N1 80.06(4) 5_666 3_445 ? O3 Mn1 N1 84.63(4) 6_565 3_445 ? O2 Mn1 N1 86.11(4) . 4_645 ? O2 Mn1 N1 176.41(4) 2_655 4_645 ? O3 Mn1 N1 84.63(4) 5_666 4_645 ? O3 Mn1 N1 80.06(4) 6_565 4_645 ? N1 Mn1 N1 94.98(6) 3_445 4_645 ? N1 C1 C2 123.51(13) . . ? N1 C1 H1 118.2 . . ? C2 C1 H1 118.2 . . ? C1 C2 C3 119.05(13) . . ? C1 C2 H2 120.5 . . ? C3 C2 H2 120.5 . . ? C2 C3 C4 117.97(13) . . ? C2 C3 H3 121.0 . . ? C4 C3 H3 121.0 . . ? C3 C4 C5 119.10(12) . . ? C3 C4 C6 122.29(12) . . ? C5 C4 C6 118.57(12) . . ? N1 C5 C4 122.92(12) . . ? N1 C5 H5 118.5 . . ? C4 C5 H5 118.5 . . ? N2 C6 O1 113.14(12) . . ? N2 C6 C4 128.25(12) . . ? O1 C6 C4 118.60(12) . . ? N3 C7 O1 113.39(12) . . ? N3 C7 S1 130.80(11) . . ? O1 C7 S1 115.82(10) . . ? C9 C8 S1 108.49(9) . . ? C9 C8 H8A 110.0 . . ? S1 C8 H8A 110.0 . . ? C9 C8 H8B 110.0 . . ? S1 C8 H8B 110.0 . . ? H8A C8 H8B 108.4 . . ? O2 C9 O3 127.83(12) . . ? O2 C9 C8 116.23(12) . . ? O3 C9 C8 115.95(12) . . ? C1 N1 C5 117.40(12) . . ? C1 N1 Mn1 123.99(9) . 3 ? C5 N1 Mn1 117.28(9) . 3 ? C6 N2 N3 106.35(12) . . ? C7 N3 N2 105.29(12) . . ? C6 O1 C7 101.83(11) . . ? C9 O2 Mn1 144.56(9) . . ? C9 O3 Mn1 133.40(9) . 5_666 ? C7 S1 C8 98.76(6) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.55 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.369 _refine_diff_density_min -0.360 _refine_diff_density_rms 0.059