data_1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H18 Mn N7 O8' _chemical_formula_weight 503.32 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 monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 13.8160(9) _cell_length_b 12.2649(8) _cell_length_c 13.8286(9) _cell_angle_alpha 90.00 _cell_angle_beta 117.2800(10) _cell_angle_gamma 90.00 _cell_volume 2082.7(2) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 7028 _cell_measurement_theta_min 2.35 _cell_measurement_theta_max 30.61 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.605 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1032 _exptl_absorpt_coefficient_mu 0.696 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8676 _exptl_absorpt_correction_T_max 0.8968 _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 'Bruker SMART CCD area-detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 11921 _diffrn_reflns_av_R_equivalents 0.0145 _diffrn_reflns_av_sigmaI/netI 0.0168 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.35 _diffrn_reflns_theta_max 27.00 _reflns_number_total 4529 _reflns_number_gt 3836 _reflns_threshold_expression >2sigma(I) _computing_data_collection SMART _computing_cell_refinement SAINT _computing_data_reduction SAINT _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 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^)+(0.0429P)^2^+0.7839P] 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 4529 _refine_ls_number_parameters 308 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0380 _refine_ls_R_factor_gt 0.0297 _refine_ls_wR_factor_ref 0.0890 _refine_ls_wR_factor_gt 0.0816 _refine_ls_goodness_of_fit_ref 1.081 _refine_ls_restrained_S_all 1.081 _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 0.63182(2) 0.02084(2) 0.20805(2) 0.03349(9) Uani 1 1 d . . . N1 N 0.73960(12) 0.14020(11) 0.25971(11) 0.0361(3) Uani 1 1 d . . . N2 N 0.57275(11) 0.09557(11) 0.29627(11) 0.0345(3) Uani 1 1 d . . . N3 N 0.94860(14) 0.15496(16) -0.04275(14) 0.0518(4) Uani 1 1 d . . . N4 N 0.24540(14) -0.21497(17) 0.32760(14) 0.0553(4) Uani 1 1 d . . . N5 N 0.73662(15) -0.07568(14) 0.35598(15) 0.0525(4) Uani 1 1 d . . . N6 N 0.71836(15) -0.08060(14) 0.43262(14) 0.0534(4) Uani 1 1 d . . . N7 N 0.6987(2) -0.0853(2) 0.50556(18) 0.0854(7) Uani 1 1 d . . . O1 O 0.69066(12) -0.03610(10) 0.12056(11) 0.0438(3) Uani 1 1 d . . . O2 O 0.51936(10) -0.08369(10) 0.15640(10) 0.0416(3) Uani 1 1 d . . . O3 O 0.52523(15) 0.13750(12) 0.06940(12) 0.0607(4) Uani 1 1 d D . . O4 O 0.94819(14) 0.11267(16) -0.12312(14) 0.0695(5) Uani 1 1 d . . . O5 O 1.00253(16) 0.23451(17) 0.00171(15) 0.0835(6) Uani 1 1 d . . . O6 O 0.19267(15) -0.29789(16) 0.29045(15) 0.0778(5) Uani 1 1 d . . . O7 O 0.24322(15) -0.16374(17) 0.40172(15) 0.0771(5) Uani 1 1 d . . . O8 O 0.55094(18) 0.35692(16) 0.0944(2) 0.0907(6) Uani 1 1 d D . . C1 C 0.80797(14) 0.11238(14) 0.12907(14) 0.0363(4) Uani 1 1 d . . . C2 C 0.75105(14) 0.01374(14) 0.08361(14) 0.0359(4) Uani 1 1 d . . . C3 C 0.76045(15) -0.03471(15) -0.00378(15) 0.0404(4) Uani 1 1 d . . . H3 H 0.7226 -0.0987 -0.0343 0.049 Uiso 1 1 calc R . . C4 C 0.82453(15) 0.01099(16) -0.04457(15) 0.0417(4) Uani 1 1 d . . . H4 H 0.8301 -0.0214 -0.1026 0.050 Uiso 1 1 calc R . . C5 C 0.88107(14) 0.10632(16) 0.00174(15) 0.0409(4) Uani 1 1 d . . . C6 C 0.87418(14) 0.15667(15) 0.08684(15) 0.0407(4) Uani 1 1 d . . . H6 H 0.9134 0.2202 0.1165 0.049 Uiso 1 1 calc R . . C7 C 0.80222(15) 0.16792(14) 0.21871(14) 0.0389(4) Uani 1 1 d . . . H7 H 0.8473 0.2280 0.2486 0.047 Uiso 1 1 calc R . . C8 C 0.73986(17) 0.19771(15) 0.35378(15) 0.0446(4) Uani 1 1 d . . . H8A H 0.7690 0.2707 0.3594 0.053 Uiso 1 1 calc R . . H8B H 0.7849 0.1588 0.4206 0.053 Uiso 1 1 calc R . . C9 C 0.62356(16) 0.20293(14) 0.33619(16) 0.0434(4) Uani 1 1 d . . . H9A H 0.6222 0.2205 0.4040 0.052 Uiso 1 1 calc R . . H9B H 0.5839 0.2590 0.2833 0.052 Uiso 1 1 calc R . . C10 C 0.50133(14) 0.05611(15) 0.32110(14) 0.0376(4) Uani 1 1 d . . . H10 H 0.4848 0.0958 0.3689 0.045 Uiso 1 1 calc R . . C11 C 0.44432(14) -0.04607(15) 0.27998(14) 0.0369(4) Uani 1 1 d . . . C12 C 0.45529(14) -0.10992(14) 0.19949(13) 0.0358(4) Uani 1 1 d . . . C13 C 0.39439(15) -0.20645(16) 0.16326(15) 0.0432(4) Uani 1 1 d . . . H13 H 0.4006 -0.2484 0.1104 0.052 Uiso 1 1 calc R . . C14 C 0.32587(16) -0.23999(17) 0.20439(15) 0.0458(4) Uani 1 1 d . . . H14 H 0.2862 -0.3042 0.1800 0.055 Uiso 1 1 calc R . . C15 C 0.31675(15) -0.17676(17) 0.28275(15) 0.0443(4) Uani 1 1 d . . . C16 C 0.37325(14) -0.08118(16) 0.32013(14) 0.0420(4) Uani 1 1 d . . . H16 H 0.3644 -0.0399 0.3719 0.050 Uiso 1 1 calc R . . C17 C 0.4993(3) 0.4394(3) 0.1274(3) 0.0916(9) Uani 1 1 d . . . H17A H 0.5346 0.4444 0.2054 0.137 Uiso 1 1 calc R . . H17B H 0.4240 0.4210 0.1020 0.137 Uiso 1 1 calc R . . H17C H 0.5047 0.5081 0.0971 0.137 Uiso 1 1 calc R . . H3A H 0.523(2) 0.2065(8) 0.072(2) 0.080 Uiso 1 1 d D . . H3B H 0.499(2) 0.122(2) 0.0033(10) 0.080 Uiso 1 1 d D . . H8 H 0.6139(13) 0.375(2) 0.099(2) 0.080 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 Mn1 0.04380(16) 0.02742(14) 0.03512(15) -0.00561(9) 0.02313(12) -0.00460(10) N1 0.0467(8) 0.0292(7) 0.0339(7) -0.0040(5) 0.0197(6) -0.0048(6) N2 0.0421(8) 0.0303(7) 0.0311(7) -0.0023(5) 0.0168(6) 0.0030(6) N3 0.0452(9) 0.0699(12) 0.0456(9) 0.0079(8) 0.0252(8) -0.0047(8) N4 0.0496(10) 0.0745(13) 0.0446(9) 0.0132(9) 0.0241(8) -0.0045(9) N5 0.0609(11) 0.0452(9) 0.0507(10) 0.0080(8) 0.0250(9) 0.0116(8) N6 0.0658(11) 0.0397(9) 0.0455(10) 0.0065(7) 0.0174(9) 0.0046(8) N7 0.125(2) 0.0808(16) 0.0559(13) 0.0196(11) 0.0468(14) 0.0147(15) O1 0.0637(8) 0.0313(6) 0.0545(8) -0.0091(5) 0.0427(7) -0.0090(6) O2 0.0485(7) 0.0421(7) 0.0433(7) -0.0130(5) 0.0288(6) -0.0123(6) O3 0.0850(11) 0.0435(8) 0.0371(7) -0.0021(6) 0.0138(8) 0.0011(8) O4 0.0705(10) 0.0954(13) 0.0624(10) -0.0030(9) 0.0473(9) -0.0103(9) O5 0.0927(13) 0.0994(14) 0.0801(12) -0.0221(11) 0.0582(11) -0.0516(12) O6 0.0804(12) 0.0860(13) 0.0761(12) 0.0042(10) 0.0436(10) -0.0347(10) O7 0.0783(12) 0.1058(15) 0.0699(11) -0.0060(10) 0.0535(10) -0.0152(11) O8 0.0843(14) 0.0592(11) 0.1262(18) -0.0045(11) 0.0460(14) -0.0175(10) C1 0.0406(9) 0.0340(8) 0.0355(8) 0.0026(7) 0.0185(7) -0.0007(7) C2 0.0416(9) 0.0319(8) 0.0390(9) 0.0020(7) 0.0227(8) 0.0017(7) C3 0.0488(10) 0.0360(9) 0.0426(10) -0.0037(7) 0.0260(8) -0.0012(7) C4 0.0450(10) 0.0480(10) 0.0386(9) 0.0019(8) 0.0246(8) 0.0054(8) C5 0.0356(9) 0.0501(10) 0.0401(9) 0.0084(8) 0.0200(8) 0.0016(8) C6 0.0399(9) 0.0425(10) 0.0391(9) 0.0039(7) 0.0177(8) -0.0050(7) C7 0.0470(10) 0.0298(8) 0.0393(9) -0.0009(7) 0.0193(8) -0.0059(7) C8 0.0602(12) 0.0375(9) 0.0403(10) -0.0126(7) 0.0267(9) -0.0129(8) C9 0.0612(12) 0.0317(9) 0.0431(10) -0.0081(7) 0.0289(9) -0.0014(8) C10 0.0421(9) 0.0405(9) 0.0326(8) -0.0030(7) 0.0190(7) 0.0060(7) C11 0.0371(9) 0.0404(9) 0.0326(8) 0.0007(7) 0.0155(7) 0.0017(7) C12 0.0362(8) 0.0385(9) 0.0329(8) 0.0010(7) 0.0159(7) 0.0002(7) C13 0.0454(10) 0.0437(10) 0.0416(10) -0.0059(8) 0.0210(8) -0.0064(8) C14 0.0444(10) 0.0476(11) 0.0431(10) 0.0010(8) 0.0180(8) -0.0103(8) C15 0.0389(9) 0.0563(11) 0.0379(9) 0.0086(8) 0.0178(8) -0.0027(8) C16 0.0411(9) 0.0540(11) 0.0339(9) 0.0031(8) 0.0198(8) 0.0044(8) C17 0.080(2) 0.086(2) 0.099(2) 0.0090(18) 0.0327(18) -0.0033(17) _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 1.8745(12) . ? Mn1 O2 1.8844(12) . ? Mn1 N1 1.9737(14) . ? Mn1 N2 1.9766(13) . ? Mn1 N5 2.2288(17) . ? Mn1 O3 2.3031(15) . ? N1 C7 1.279(2) . ? N1 C8 1.478(2) . ? N2 C10 1.279(2) . ? N2 C9 1.475(2) . ? N3 O5 1.210(2) . ? N3 O4 1.224(2) . ? N3 C5 1.460(2) . ? N4 O7 1.214(3) . ? N4 O6 1.219(3) . ? N4 C15 1.462(2) . ? N5 N6 1.198(2) . ? N6 N7 1.159(3) . ? O1 C2 1.312(2) . ? O2 C12 1.314(2) . ? O8 C17 1.427(4) . ? C1 C6 1.401(2) . ? C1 C2 1.423(2) . ? C1 C7 1.448(2) . ? C2 C3 1.405(2) . ? C3 C4 1.369(3) . ? C4 C5 1.389(3) . ? C5 C6 1.370(3) . ? C8 C9 1.512(3) . ? C10 C11 1.450(3) . ? C11 C16 1.399(2) . ? C11 C12 1.425(2) . ? C12 C13 1.405(2) . ? C13 C14 1.372(3) . ? C14 C15 1.385(3) . ? C15 C16 1.371(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 O2 91.61(5) . . ? O1 Mn1 N1 91.80(6) . . ? O2 Mn1 N1 174.92(6) . . ? O1 Mn1 N2 174.25(6) . . ? O2 Mn1 N2 92.72(6) . . ? N1 Mn1 N2 83.63(6) . . ? O1 Mn1 N5 95.91(6) . . ? O2 Mn1 N5 93.58(6) . . ? N1 Mn1 N5 89.82(7) . . ? N2 Mn1 N5 87.60(6) . . ? O1 Mn1 O3 89.72(6) . . ? O2 Mn1 O3 90.32(6) . . ? N1 Mn1 O3 85.93(6) . . ? N2 Mn1 O3 86.47(6) . . ? N5 Mn1 O3 173.05(6) . . ? C7 N1 C8 122.28(15) . . ? C7 N1 Mn1 126.03(12) . . ? C8 N1 Mn1 111.68(11) . . ? C10 N2 C9 122.04(14) . . ? C10 N2 Mn1 125.29(12) . . ? C9 N2 Mn1 112.62(11) . . ? O5 N3 O4 123.25(18) . . ? O5 N3 C5 118.61(17) . . ? O4 N3 C5 118.14(18) . . ? O7 N4 O6 123.11(18) . . ? O7 N4 C15 118.33(19) . . ? O6 N4 C15 118.54(19) . . ? N6 N5 Mn1 121.80(14) . . ? N7 N6 N5 178.8(2) . . ? C2 O1 Mn1 128.25(11) . . ? C12 O2 Mn1 127.20(11) . . ? C6 C1 C2 118.67(16) . . ? C6 C1 C7 118.48(16) . . ? C2 C1 C7 122.84(15) . . ? O1 C2 C3 117.64(15) . . ? O1 C2 C1 123.05(15) . . ? C3 C2 C1 119.31(16) . . ? C4 C3 C2 120.89(17) . . ? C3 C4 C5 119.21(17) . . ? C6 C5 C4 121.98(16) . . ? C6 C5 N3 119.15(17) . . ? C4 C5 N3 118.86(17) . . ? C5 C6 C1 119.92(17) . . ? N1 C7 C1 124.62(16) . . ? N1 C8 C9 107.75(15) . . ? N2 C9 C8 108.10(14) . . ? N2 C10 C11 124.66(15) . . ? C16 C11 C12 119.09(16) . . ? C16 C11 C10 117.65(16) . . ? C12 C11 C10 123.24(16) . . ? O2 C12 C13 117.55(15) . . ? O2 C12 C11 123.71(16) . . ? C13 C12 C11 118.74(16) . . ? C14 C13 C12 121.27(17) . . ? C13 C14 C15 118.96(18) . . ? C16 C15 C14 122.24(17) . . ? C16 C15 N4 119.49(18) . . ? C14 C15 N4 118.26(18) . . ? C15 C16 C11 119.69(17) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O3 H3A O8 0.848(10) 1.881(11) 2.716(2) 168(3) . O3 H3B O2 0.836(10) 2.158(12) 2.9667(19) 163(3) 3_655 O3 H3B O1 0.836(10) 2.60(2) 3.188(2) 128(2) 3_655 O8 H8 N5 0.868(10) 1.962(12) 2.815(3) 167(3) 2_655 O8 H8 N6 0.868(10) 2.610(12) 3.461(3) 167(3) 2_655 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.299 _refine_diff_density_min -0.223 _refine_diff_density_rms 0.045