Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Prof R Henderson' _publ_contact_author_address ; Department of Chemistry University of Newcastle School of Natural Sciences NEWCASTLE UPON TYNE NE1 7RU UK ; _publ_contact_author_email R.A.HENDERSON@NCL.AC.UK _publ_section_title ; Synthesis and Structures of 5-(pyridyl)tetrazoleComplexes of Mn(II) ; loop_ _publ_author_name 'R. Henderson' 'W. Clegg' 'Ross W. Harrington' 'Ping Lin.' data_1 _database_code_depnum_ccdc_archive 'CCDC 222433' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H12 Mn N10 O2' _chemical_formula_sum 'C12 H12 Mn N10 O2' _chemical_formula_weight 383.26 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' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/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 8.0643(10) _cell_length_b 13.0693(16) _cell_length_c 7.3767(9) _cell_angle_alpha 90.00 _cell_angle_beta 97.560(2) _cell_angle_gamma 90.00 _cell_volume 770.71(16) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3515 _cell_measurement_theta_min 2.55 _cell_measurement_theta_max 28.26 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.652 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 390 _exptl_absorpt_coefficient_mu 0.889 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.776 _exptl_absorpt_correction_T_max 0.916 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1K CCD diffractometer' _diffrn_measurement_method 'thin-slice \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 5268 _diffrn_reflns_av_R_equivalents 0.0393 _diffrn_reflns_av_sigmaI/netI 0.0360 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 2.55 _diffrn_reflns_theta_max 25.00 _reflns_number_total 1361 _reflns_number_gt 1073 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL and local programs' _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^)+(0.0244P)^2^+0.3258P] 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 0.0033(9) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 1361 _refine_ls_number_parameters 124 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0496 _refine_ls_R_factor_gt 0.0324 _refine_ls_wR_factor_ref 0.0709 _refine_ls_wR_factor_gt 0.0657 _refine_ls_goodness_of_fit_ref 1.147 _refine_ls_restrained_S_all 1.147 _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 0.0000 0.5000 0.5000 0.01789(17) Uani 1 2 d S . . O1 O 0.1408(2) 0.48998(16) 0.7772(2) 0.0222(4) Uani 1 1 d . . . H1B H 0.117(4) 0.442(2) 0.843(4) 0.030(9) Uiso 1 1 d . . . H1A H 0.142(4) 0.540(3) 0.836(4) 0.041(10) Uiso 1 1 d . . . N1 N -0.0471(2) 0.33344(14) 0.5077(3) 0.0175(5) Uani 1 1 d . . . N2 N -0.1605(3) 0.26645(15) 0.5568(3) 0.0230(5) Uani 1 1 d . . . N3 N -0.1065(3) 0.17292(15) 0.5285(3) 0.0253(5) Uani 1 1 d . . . N4 N 0.0429(3) 0.17817(15) 0.4626(3) 0.0242(5) Uani 1 1 d . . . N5 N 0.2158(3) 0.42885(15) 0.3798(3) 0.0210(5) Uani 1 1 d . . . C1 C 0.0746(3) 0.27773(17) 0.4513(3) 0.0177(5) Uani 1 1 d . . . C2 C 0.2204(3) 0.32500(18) 0.3842(3) 0.0199(6) Uani 1 1 d . . . C3 C 0.3502(3) 0.2697(2) 0.3272(3) 0.0274(6) Uani 1 1 d . . . H3 H 0.3506 0.1971 0.3327 0.033 Uiso 1 1 calc R . . C4 C 0.4791(3) 0.3219(2) 0.2623(4) 0.0337(7) Uani 1 1 d . . . H4 H 0.5707 0.2856 0.2245 0.040 Uiso 1 1 calc R . . C5 C 0.4734(3) 0.4277(2) 0.2528(4) 0.0365(8) Uani 1 1 d . . . H5 H 0.5594 0.4651 0.2058 0.044 Uiso 1 1 calc R . . C6 C 0.3397(3) 0.4778(2) 0.3132(4) 0.0288(7) Uani 1 1 d . . . H6 H 0.3360 0.5503 0.3069 0.035 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 0.0250(3) 0.0086(3) 0.0215(3) -0.0015(2) 0.0085(2) -0.0009(2) O1 0.0319(10) 0.0114(9) 0.0244(9) -0.0002(9) 0.0078(8) -0.0013(8) N1 0.0240(12) 0.0111(10) 0.0181(10) 0.0005(8) 0.0057(9) -0.0039(8) N2 0.0300(13) 0.0167(12) 0.0224(12) 0.0021(9) 0.0038(10) -0.0036(9) N3 0.0360(14) 0.0159(11) 0.0239(12) 0.0019(9) 0.0032(10) -0.0020(9) N4 0.0354(14) 0.0159(11) 0.0202(13) 0.0012(9) 0.0002(10) 0.0043(9) N5 0.0255(12) 0.0183(11) 0.0195(11) -0.0017(9) 0.0046(9) -0.0003(9) C1 0.0249(15) 0.0136(13) 0.0141(12) -0.0011(10) 0.0008(11) 0.0042(11) C2 0.0256(14) 0.0200(14) 0.0131(12) -0.0025(10) -0.0012(10) 0.0041(11) C3 0.0296(16) 0.0295(15) 0.0222(14) -0.0031(12) 0.0003(12) 0.0078(12) C4 0.0268(16) 0.049(2) 0.0249(16) -0.0082(13) 0.0023(13) 0.0101(13) C5 0.0248(17) 0.055(2) 0.0315(17) -0.0046(14) 0.0096(13) -0.0090(14) C6 0.0295(16) 0.0280(16) 0.0301(14) -0.0028(12) 0.0084(12) -0.0058(12) _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 2.2084(18) . ? Mn1 O1 2.2084(18) 3_566 ? Mn1 N1 2.2117(19) . ? Mn1 N1 2.2117(19) 3_566 ? Mn1 N5 2.255(2) . ? Mn1 N5 2.255(2) 3_566 ? O1 H1B 0.83(3) . ? O1 H1A 0.79(3) . ? N1 N2 1.350(3) . ? N1 C1 1.332(3) . ? N2 N3 1.323(3) . ? N3 N4 1.359(3) . ? N4 C1 1.331(3) . ? N5 C2 1.358(3) . ? N5 C6 1.333(3) . ? C1 C2 1.471(4) . ? C2 C3 1.381(3) . ? C3 H3 0.950 . ? C3 C4 1.381(4) . ? C4 H4 0.950 . ? C4 C5 1.385(4) . ? C5 H5 0.950 . ? C5 C6 1.384(4) . ? C6 H6 0.950 . ? 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_566 ? O1 Mn1 N1 89.26(8) . . ? O1 Mn1 N1 90.74(8) 3_566 . ? O1 Mn1 N1 90.74(8) . 3_566 ? O1 Mn1 N1 89.26(8) 3_566 3_566 ? O1 Mn1 N5 90.59(7) . . ? O1 Mn1 N5 89.41(7) 3_566 . ? O1 Mn1 N5 89.41(7) . 3_566 ? O1 Mn1 N5 90.59(7) 3_566 3_566 ? N1 Mn1 N1 180.0 . 3_566 ? N1 Mn1 N5 75.42(7) . . ? N1 Mn1 N5 104.58(7) 3_566 . ? N1 Mn1 N5 104.59(7) . 3_566 ? N1 Mn1 N5 75.41(7) 3_566 3_566 ? N5 Mn1 N5 180.0 . 3_566 ? Mn1 O1 H1B 117(2) . . ? Mn1 O1 H1A 116(2) . . ? H1B O1 H1A 107(3) . . ? Mn1 N1 N2 140.35(15) . . ? Mn1 N1 C1 113.21(15) . . ? N2 N1 C1 106.41(18) . . ? N1 N2 N3 107.94(19) . . ? N2 N3 N4 109.6(2) . . ? N3 N4 C1 105.0(2) . . ? Mn1 N5 C2 115.02(16) . . ? Mn1 N5 C6 126.99(17) . . ? C2 N5 C6 117.9(2) . . ? N1 C1 N4 111.1(2) . . ? N1 C1 C2 122.0(2) . . ? N4 C1 C2 126.9(2) . . ? N5 C2 C1 114.0(2) . . ? N5 C2 C3 122.3(2) . . ? C1 C2 C3 123.6(2) . . ? C2 C3 H3 120.6 . . ? C2 C3 C4 118.9(3) . . ? H3 C3 C4 120.6 . . ? C3 C4 H4 120.4 . . ? C3 C4 C5 119.3(2) . . ? H4 C4 C5 120.4 . . ? C4 C5 H5 120.7 . . ? C4 C5 C6 118.5(3) . . ? H5 C5 C6 120.7 . . ? N5 C6 C5 123.1(2) . . ? N5 C6 H6 118.5 . . ? C5 C6 H6 118.5 . . ? 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 O1 H1B N4 0.83(3) 1.94(3) 2.758(3) 171(3) 4_566 O1 H1A N3 0.79(3) 2.04(3) 2.820(3) 171(3) 2_556 _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.242 _refine_diff_density_min -0.324 _refine_diff_density_rms 0.063 #===END data_2 _database_code_depnum_ccdc_archive 'CCDC 222434' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C15 H16 Mn N12 O4' _chemical_formula_sum 'C15 H16 Mn N12 O4' _chemical_formula_weight 483.34 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' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/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 7.1817(17) _cell_length_b 21.684(5) _cell_length_c 12.347(3) _cell_angle_alpha 90.00 _cell_angle_beta 94.789(7) _cell_angle_gamma 90.00 _cell_volume 1916.1(8) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 3863 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 29.4 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.04 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.676 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 988 _exptl_absorpt_coefficient_mu 0.745 _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 120(2) _diffrn_radiation_wavelength 0.6948 _diffrn_radiation_type synchrotron _diffrn_radiation_source 'Daresbury SRS station 9.8' _diffrn_radiation_monochromator 'silicon 111' _diffrn_measurement_device_type 'Bruker SMART 1K CCD diffractometer' _diffrn_measurement_method 'thin-slice \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 15 _diffrn_reflns_number 7894 _diffrn_reflns_av_R_equivalents 0.0379 _diffrn_reflns_av_sigmaI/netI 0.0639 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -30 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 1.84 _diffrn_reflns_theta_max 29.44 _reflns_number_total 4852 _reflns_number_gt 3918 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL and local programs' _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^)+(0.0501P)^2^+0.3162P] 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 4852 _refine_ls_number_parameters 318 _refine_ls_number_restraints 10 _refine_ls_R_factor_all 0.0554 _refine_ls_R_factor_gt 0.0414 _refine_ls_wR_factor_ref 0.1086 _refine_ls_wR_factor_gt 0.1009 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_restrained_S_all 1.022 _refine_ls_shift/su_max 0.004 _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 -0.01030(4) 0.056630(13) 0.21721(2) 0.01250(9) Uani 1 1 d . . . O1 O 0.2003(2) 0.06308(7) 0.10102(11) 0.0157(3) Uani 1 1 d D . . H1A H 0.267(4) 0.0950(12) 0.110(2) 0.043(9) Uiso 1 1 d D . . H1B H 0.169(4) 0.0569(14) 0.0373(19) 0.045(9) Uiso 1 1 d D . . O2 O 0.1986(2) 0.07525(7) 0.35162(11) 0.0200(3) Uani 1 1 d D . . H2 H 0.206(4) 0.1121(11) 0.380(2) 0.036(8) Uiso 1 1 d D . . O3 O -0.0571(2) 0.15633(7) 0.20675(11) 0.0190(3) Uani 1 1 d D . . H3B H -0.106(4) 0.1784(14) 0.154(2) 0.047(9) Uiso 1 1 d D . . H3A H -0.008(4) 0.1840(14) 0.253(2) 0.057(10) Uiso 1 1 d D . . O4 O -0.2262(2) 0.04516(7) 0.32540(12) 0.0237(3) Uani 1 1 d D . . H4A H -0.297(4) 0.0138(11) 0.317(2) 0.042(9) Uiso 1 1 d D . . H4B H -0.258(4) 0.0684(11) 0.375(2) 0.031(7) Uiso 1 1 d D . . N1 N -0.0061(2) -0.04744(8) 0.20864(12) 0.0146(3) Uani 1 1 d . . . N2 N 0.0485(2) -0.08943(8) 0.28451(12) 0.0147(3) Uani 1 1 d . . . N3 N -0.0813(2) -0.07582(8) 0.11984(12) 0.0155(3) Uani 1 1 d . . . N4 N -0.0794(2) -0.13633(8) 0.13571(12) 0.0146(3) Uani 1 1 d . . . N5 N 0.2932(3) -0.13187(9) 0.51265(13) 0.0230(4) Uani 1 1 d . . . N6 N 0.1189(2) -0.32542(8) 0.36197(13) 0.0167(3) Uani 1 1 d . . . N7 N -0.2035(2) 0.27436(8) 0.02324(13) 0.0172(3) Uani 1 1 d . . . N8 N -0.2397(2) 0.21430(8) 0.00503(12) 0.0149(3) Uani 1 1 d . . . N9 N -0.2905(2) 0.30758(8) -0.05577(12) 0.0173(3) Uani 1 1 d . . . N10 N -0.3847(2) 0.26987(8) -0.12734(12) 0.0157(3) Uani 1 1 d . . . N11 N -0.2331(2) 0.06315(8) 0.07396(13) 0.0166(3) Uani 1 1 d . . . N12 N -0.5635(2) 0.05612(8) -0.27087(13) 0.0154(3) Uani 1 1 d . . . C1 C 0.2382(4) 0.03211(11) 0.43879(17) 0.0297(5) Uani 1 1 d . . . H1C H 0.1514 0.0389 0.4948 0.045 Uiso 1 1 calc R . . H1D H 0.3667 0.0381 0.4704 0.045 Uiso 1 1 calc R . . H1E H 0.2236 -0.0100 0.4107 0.045 Uiso 1 1 calc R . . C2 C 0.2265(3) -0.16713(9) 0.45214(15) 0.0163(4) Uani 1 1 d . . . C3 C 0.1479(3) -0.21556(9) 0.38291(14) 0.0137(4) Uani 1 1 d . . . C4 C 0.1857(3) -0.27614(9) 0.41660(15) 0.0162(4) Uani 1 1 d . . . H4 H 0.2630 -0.2825 0.4819 0.019 Uiso 1 1 calc R . . C5 C 0.0072(3) -0.31513(9) 0.27091(15) 0.0165(4) Uani 1 1 d . . . H5 H -0.0455 -0.3497 0.2323 0.020 Uiso 1 1 calc R . . C6 C -0.0349(3) -0.25702(9) 0.23057(15) 0.0159(4) Uani 1 1 d . . . H6 H -0.1132 -0.2526 0.1651 0.019 Uiso 1 1 calc R . . C7 C 0.0366(3) -0.20481(9) 0.28516(13) 0.0125(4) Uani 1 1 d . . . C8 C 0.0020(3) -0.14356(9) 0.23757(14) 0.0125(3) Uani 1 1 d . . . C9 C -0.3070(3) 0.08115(9) -0.00543(14) 0.0134(4) Uani 1 1 d . . . C10 C -0.4023(3) 0.09755(9) -0.10848(14) 0.0124(4) Uani 1 1 d . . . C11 C -0.4737(3) 0.04839(9) -0.17242(15) 0.0145(4) Uani 1 1 d . . . H11 H -0.4576 0.0077 -0.1447 0.017 Uiso 1 1 calc R . . C12 C -0.5840(3) 0.11410(9) -0.30741(14) 0.0145(4) Uani 1 1 d . . . H12 H -0.6475 0.1204 -0.3772 0.017 Uiso 1 1 calc R . . C13 C -0.5181(3) 0.16537(9) -0.24942(14) 0.0137(4) Uani 1 1 d . . . H13 H -0.5371 0.2054 -0.2794 0.016 Uiso 1 1 calc R . . C14 C -0.4235(2) 0.15811(9) -0.14678(13) 0.0111(3) Uani 1 1 d . . . C15 C -0.3508(3) 0.21304(9) -0.08825(13) 0.0117(3) 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 0.01746(16) 0.00847(15) 0.01087(14) 0.00017(9) -0.00298(10) 0.00002(12) O1 0.0223(7) 0.0112(7) 0.0129(6) -0.0010(5) -0.0027(5) -0.0040(6) O2 0.0301(8) 0.0116(7) 0.0163(6) -0.0012(5) -0.0087(6) -0.0004(6) O3 0.0268(8) 0.0103(7) 0.0182(7) 0.0000(5) -0.0074(6) 0.0005(6) O4 0.0343(9) 0.0168(8) 0.0214(7) -0.0092(6) 0.0100(6) -0.0095(7) N1 0.0173(8) 0.0117(8) 0.0143(7) 0.0003(5) -0.0011(6) 0.0000(7) N2 0.0165(8) 0.0109(8) 0.0162(7) 0.0001(6) -0.0010(6) -0.0003(7) N3 0.0208(8) 0.0105(8) 0.0149(7) -0.0003(6) -0.0011(6) 0.0019(7) N4 0.0191(8) 0.0101(8) 0.0144(7) 0.0004(6) 0.0000(6) 0.0013(7) N5 0.0303(10) 0.0183(9) 0.0199(8) -0.0036(7) -0.0022(7) 0.0020(8) N6 0.0191(8) 0.0126(8) 0.0184(7) 0.0011(6) 0.0002(6) 0.0021(7) N7 0.0224(8) 0.0122(8) 0.0162(7) -0.0002(6) -0.0035(6) -0.0017(7) N8 0.0188(8) 0.0120(8) 0.0134(7) -0.0012(6) -0.0026(6) -0.0014(7) N9 0.0247(9) 0.0115(8) 0.0146(7) -0.0012(6) -0.0042(7) -0.0013(7) N10 0.0205(8) 0.0120(8) 0.0140(7) 0.0000(6) -0.0024(6) -0.0011(7) N11 0.0207(8) 0.0123(8) 0.0158(7) -0.0002(6) -0.0039(6) -0.0015(7) N12 0.0167(8) 0.0131(8) 0.0159(7) -0.0011(6) -0.0016(6) -0.0020(7) C1 0.0469(14) 0.0162(11) 0.0226(10) 0.0019(8) -0.0171(10) 0.0002(11) C2 0.0201(9) 0.0134(9) 0.0153(8) 0.0006(7) 0.0004(7) 0.0025(8) C3 0.0156(9) 0.0120(9) 0.0134(7) -0.0019(6) 0.0012(7) 0.0007(8) C4 0.0191(9) 0.0154(10) 0.0138(8) 0.0013(7) 0.0006(7) 0.0026(8) C5 0.0191(9) 0.0109(9) 0.0193(8) -0.0019(7) 0.0011(7) -0.0020(8) C6 0.0172(9) 0.0133(9) 0.0164(8) 0.0007(7) -0.0021(7) 0.0001(8) C7 0.0136(9) 0.0111(9) 0.0133(8) 0.0004(6) 0.0041(7) 0.0012(7) C8 0.0135(8) 0.0108(9) 0.0132(7) 0.0000(6) 0.0015(6) 0.0010(7) C9 0.0147(9) 0.0096(9) 0.0157(8) 0.0007(6) 0.0000(7) -0.0008(7) C10 0.0119(8) 0.0127(9) 0.0123(7) 0.0017(6) -0.0009(6) 0.0002(7) C11 0.0152(9) 0.0111(9) 0.0168(8) 0.0018(6) -0.0011(7) 0.0008(8) C12 0.0163(9) 0.0146(10) 0.0122(7) -0.0001(6) -0.0017(7) -0.0006(8) C13 0.0161(9) 0.0122(9) 0.0124(7) 0.0024(6) -0.0018(6) 0.0017(8) C14 0.0106(8) 0.0103(9) 0.0123(7) 0.0003(6) 0.0002(6) 0.0004(7) C15 0.0129(8) 0.0118(9) 0.0103(7) 0.0006(6) 0.0003(6) -0.0001(7) _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 2.1741(15) . ? Mn1 O2 2.1799(14) . ? Mn1 O3 2.1901(16) . ? Mn1 O4 2.1441(16) . ? Mn1 N1 2.2595(18) . ? Mn1 N11 2.2880(16) . ? O1 H1A 0.84(2) . ? O1 H1B 0.81(2) . ? O2 H2 0.87(2) . ? O2 C1 1.436(2) . ? O3 H3B 0.86(2) . ? O3 H3A 0.88(2) . ? O4 H4A 0.85(2) . ? O4 H4B 0.84(2) . ? N1 N2 1.341(2) . ? N1 N3 1.332(2) . ? N2 C8 1.339(2) . ? N3 N4 1.327(2) . ? N4 C8 1.351(2) . ? N5 C2 1.146(3) . ? N6 C4 1.331(3) . ? N6 C5 1.344(2) . ? N7 N8 1.343(2) . ? N7 N9 1.326(2) . ? N8 C15 1.345(2) . ? N9 N10 1.344(2) . ? N10 C15 1.338(2) . ? N11 C9 1.144(2) . ? N12 C11 1.338(2) . ? N12 C12 1.340(3) . ? C1 H1C 0.980 . ? C1 H1D 0.980 . ? C1 H1E 0.980 . ? C2 C3 1.439(3) . ? C3 C4 1.398(3) . ? C3 C7 1.410(2) . ? C4 H4 0.950 . ? C5 H5 0.950 . ? C5 C6 1.379(3) . ? C6 H6 0.950 . ? C6 C7 1.394(3) . ? C7 C8 1.465(3) . ? C9 C10 1.438(2) . ? C10 C11 1.398(3) . ? C10 C14 1.400(3) . ? C11 H11 0.950 . ? C12 H12 0.950 . ? C12 C13 1.384(3) . ? C13 H13 0.950 . ? C13 C14 1.396(2) . ? C14 C15 1.467(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 91.03(6) . . ? O1 Mn1 O3 90.54(6) . . ? O1 Mn1 O4 176.10(6) . . ? O1 Mn1 N1 91.17(6) . . ? O1 Mn1 N11 88.04(6) . . ? O2 Mn1 O3 87.40(5) . . ? O2 Mn1 O4 92.00(6) . . ? O2 Mn1 N1 102.10(6) . . ? O2 Mn1 N11 165.78(6) . . ? O3 Mn1 O4 92.05(6) . . ? O3 Mn1 N1 170.32(6) . . ? O3 Mn1 N11 78.43(6) . . ? O4 Mn1 N1 85.79(6) . . ? O4 Mn1 N11 89.62(7) . . ? N1 Mn1 N11 92.11(6) . . ? Mn1 O1 H1A 113(2) . . ? Mn1 O1 H1B 119(2) . . ? H1A O1 H1B 112(3) . . ? Mn1 O2 H2 119.2(19) . . ? Mn1 O2 C1 122.04(13) . . ? H2 O2 C1 107.3(19) . . ? Mn1 O3 H3B 130(2) . . ? Mn1 O3 H3A 126(2) . . ? H3B O3 H3A 103(3) . . ? Mn1 O4 H4A 118.4(19) . . ? Mn1 O4 H4B 129.9(19) . . ? H4A O4 H4B 112(3) . . ? Mn1 N1 N2 130.52(12) . . ? Mn1 N1 N3 119.60(12) . . ? N2 N1 N3 109.63(16) . . ? N1 N2 C8 104.19(14) . . ? N1 N3 N4 109.69(15) . . ? N3 N4 C8 104.50(15) . . ? C4 N6 C5 117.06(17) . . ? N8 N7 N9 109.31(15) . . ? N7 N8 C15 104.82(16) . . ? N7 N9 N10 109.46(16) . . ? N9 N10 C15 104.88(15) . . ? Mn1 N11 C9 158.15(16) . . ? C11 N12 C12 117.04(16) . . ? O2 C1 H1C 109.5 . . ? O2 C1 H1D 109.5 . . ? O2 C1 H1E 109.5 . . ? H1C C1 H1D 109.5 . . ? H1C C1 H1E 109.5 . . ? H1D C1 H1E 109.5 . . ? N5 C2 C3 175.0(2) . . ? C2 C3 C4 116.90(16) . . ? C2 C3 C7 123.62(18) . . ? C4 C3 C7 119.48(17) . . ? N6 C4 C3 123.43(17) . . ? N6 C4 H4 118.3 . . ? C3 C4 H4 118.3 . . ? N6 C5 H5 118.3 . . ? N6 C5 C6 123.46(18) . . ? H5 C5 C6 118.3 . . ? C5 C6 H6 119.8 . . ? C5 C6 C7 120.44(17) . . ? H6 C6 C7 119.8 . . ? C3 C7 C6 116.06(17) . . ? C3 C7 C8 123.93(17) . . ? C6 C7 C8 119.94(16) . . ? N2 C8 N4 111.98(16) . . ? N2 C8 C7 126.38(16) . . ? N4 C8 C7 121.61(17) . . ? N11 C9 C10 174.4(2) . . ? C9 C10 C11 115.84(17) . . ? C9 C10 C14 124.15(17) . . ? C11 C10 C14 120.00(16) . . ? N12 C11 C10 122.92(17) . . ? N12 C11 H11 118.5 . . ? C10 C11 H11 118.5 . . ? N12 C12 H12 118.1 . . ? N12 C12 C13 123.79(16) . . ? H12 C12 C13 118.1 . . ? C12 C13 H13 120.0 . . ? C12 C13 C14 119.91(17) . . ? H13 C13 C14 120.0 . . ? C10 C14 C13 116.33(16) . . ? C10 C14 C15 124.83(15) . . ? C13 C14 C15 118.82(16) . . ? N8 C15 N10 111.53(17) . . ? N8 C15 C14 126.85(17) . . ? N10 C15 C14 121.57(15) . . ? 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 O1 H1A N6 0.84(2) 1.93(2) 2.764(2) 170(3) 2 O1 H1B N3 0.81(2) 2.03(2) 2.802(2) 159(3) 3 O2 H2 N9 0.87(2) 1.91(2) 2.785(2) 177(3) 4_666 O3 H3A N10 0.88(2) 1.93(2) 2.805(2) 168(3) 4_666 O3 H3B N8 0.86(2) 2.15(2) 2.993(2) 167(3) . O4 H4A N12 0.85(2) 1.88(2) 2.718(2) 168(3) 3_455 O4 H4B N5 0.84(2) 1.99(2) 2.815(2) 170(3) 3_556 _diffrn_measured_fraction_theta_max 0.854 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.976 _refine_diff_density_max 0.477 _refine_diff_density_min -0.367 _refine_diff_density_rms 0.091 #===END data_3 _database_code_depnum_ccdc_archive 'CCDC 222435' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H16 Mn N10 O4, 2 H2 O' _chemical_formula_sum 'C12 H20 Mn N10 O6' _chemical_formula_weight 455.32 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' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.3932(7) _cell_length_b 7.8646(7) _cell_length_c 8.5723(8) _cell_angle_alpha 91.007(2) _cell_angle_beta 93.011(2) _cell_angle_gamma 100.789(2) _cell_volume 488.76(8) _cell_formula_units_Z 1 _cell_measurement_temperature 160(2) _cell_measurement_reflns_used 3893 _cell_measurement_theta_min 2.38 _cell_measurement_theta_max 26.77 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.547 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 235 _exptl_absorpt_coefficient_mu 0.729 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.759 _exptl_absorpt_correction_T_max 0.880 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 160(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1K CCD diffractometer' _diffrn_measurement_method 'thin-slice \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 3283 _diffrn_reflns_av_R_equivalents 0.0344 _diffrn_reflns_av_sigmaI/netI 0.0331 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.38 _diffrn_reflns_theta_max 24.00 _reflns_number_total 1537 _reflns_number_gt 1463 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL and local programs' _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^)+(0.0107P)^2^+1.1463P] 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_extinction_expression ? _refine_ls_number_reflns 1537 _refine_ls_number_parameters 157 _refine_ls_number_restraints 9 _refine_ls_R_factor_all 0.0451 _refine_ls_R_factor_gt 0.0407 _refine_ls_wR_factor_ref 0.0894 _refine_ls_wR_factor_gt 0.0877 _refine_ls_goodness_of_fit_ref 1.166 _refine_ls_restrained_S_all 1.163 _refine_ls_shift/su_max 0.406 _refine_ls_shift/su_mean 0.003 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Mn1 Mn 0.5000 0.0000 0.5000 0.0098(2) Uani 1 2 d S . . N1 N 0.6027(4) 0.1881(3) 0.3083(3) 0.0157(6) Uani 1 1 d . . . N2 N 0.8644(4) 0.6987(3) -0.0335(3) 0.0165(6) Uani 1 1 d . . . N3 N 0.8813(4) 0.7628(3) -0.1769(3) 0.0186(6) Uani 1 1 d . . . N4 N 0.8005(4) 0.6447(3) -0.2824(3) 0.0175(6) Uani 1 1 d . . . N5 N 0.7281(4) 0.4997(3) -0.2090(3) 0.0168(6) Uani 1 1 d . . . O1 O 0.6895(3) 0.1626(3) 0.6658(3) 0.0181(5) Uani 1 1 d D . . H1A H 0.796(4) 0.144(5) 0.692(5) 0.046(14) Uiso 1 1 d D . . H1B H 0.688(5) 0.266(3) 0.693(4) 0.030(11) Uiso 1 1 d D . . O2 O 0.7038(3) -0.1577(3) 0.4579(3) 0.0223(6) Uani 1 1 d D . . H2A H 0.784(6) -0.143(6) 0.391(4) 0.069(17) Uiso 1 1 d D . . H2B H 0.737(5) -0.221(5) 0.525(4) 0.035(12) Uiso 1 1 d D . . O3 O 0.9671(3) -0.1018(3) 0.2427(3) 0.0186(5) Uani 1 1 d D . . H3A H 0.933(5) -0.157(4) 0.157(4) 0.037(12) Uiso 1 1 d D . . H3B H 1.000(6) 0.002(3) 0.220(5) 0.042(13) Uiso 1 1 d D . . C1 C 0.7246(5) 0.3355(4) 0.3349(4) 0.0217(8) Uani 1 1 d . . . H1 H 0.7740 0.3618 0.4389 0.026 Uiso 1 1 calc R . . C2 C 0.7834(5) 0.4522(4) 0.2211(4) 0.0196(7) Uani 1 1 d . . . H2 H 0.8710 0.5548 0.2473 0.024 Uiso 1 1 calc R . . C3 C 0.7133(4) 0.4179(4) 0.0684(4) 0.0130(7) Uani 1 1 d . . . C4 C 0.5820(5) 0.2679(4) 0.0388(4) 0.0187(7) Uani 1 1 d . . . H4 H 0.5271 0.2410 -0.0635 0.022 Uiso 1 1 calc R . . C5 C 0.5322(5) 0.1583(4) 0.1602(4) 0.0199(7) Uani 1 1 d . . . H5 H 0.4430 0.0560 0.1377 0.024 Uiso 1 1 calc R . . C6 C 0.7697(4) 0.5369(4) -0.0570(4) 0.0137(7) 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 0.0122(4) 0.0076(3) 0.0091(4) 0.0025(2) 0.0013(3) 0.0001(3) N1 0.0198(15) 0.0132(13) 0.0146(14) 0.0037(10) 0.0050(11) 0.0032(11) N2 0.0205(15) 0.0122(14) 0.0166(14) 0.0034(11) 0.0022(11) 0.0018(11) N3 0.0261(16) 0.0132(14) 0.0157(14) 0.0040(11) 0.0018(12) 0.0012(12) N4 0.0221(15) 0.0114(13) 0.0191(15) 0.0038(11) 0.0032(12) 0.0024(11) N5 0.0227(15) 0.0134(13) 0.0145(14) 0.0051(10) 0.0042(11) 0.0025(11) O1 0.0220(14) 0.0123(12) 0.0184(12) -0.0027(9) -0.0030(10) 0.0004(10) O2 0.0284(14) 0.0235(13) 0.0196(13) 0.0110(10) 0.0076(11) 0.0137(11) O3 0.0255(13) 0.0136(12) 0.0155(13) 0.0035(10) 0.0023(10) -0.0002(10) C1 0.026(2) 0.0200(18) 0.0170(17) 0.0046(13) -0.0022(14) -0.0007(14) C2 0.0224(18) 0.0148(16) 0.0183(17) 0.0036(13) -0.0010(14) -0.0049(13) C3 0.0147(16) 0.0105(15) 0.0154(16) 0.0045(12) 0.0053(12) 0.0051(12) C4 0.0272(19) 0.0151(16) 0.0134(16) -0.0006(12) 0.0033(14) 0.0021(14) C5 0.0253(19) 0.0126(16) 0.0195(17) 0.0015(13) 0.0067(14) -0.0037(13) C6 0.0157(17) 0.0104(15) 0.0156(16) 0.0014(12) 0.0026(13) 0.0033(12) _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 2.294(2) . ? Mn1 N1 2.294(2) 2_656 ? Mn1 O1 2.162(2) . ? Mn1 O1 2.162(2) 2_656 ? Mn1 O2 2.163(2) . ? Mn1 O2 2.163(2) 2_656 ? N1 C1 1.336(4) . ? N1 C5 1.347(4) . ? N2 N3 1.340(4) . ? N2 C6 1.339(4) . ? N3 N4 1.320(4) . ? N4 N5 1.347(4) . ? N5 C6 1.337(4) . ? O1 H1A 0.84(2) . ? O1 H1B 0.85(2) . ? O2 H2A 0.84(3) . ? O2 H2B 0.82(2) . ? O3 H3A 0.85(2) . ? O3 H3B 0.83(3) . ? C1 H1 0.950 . ? C1 C2 1.382(5) . ? C2 H2 0.950 . ? C2 C3 1.385(4) . ? C3 C4 1.391(4) . ? C3 C6 1.464(4) . ? C4 H4 0.950 . ? C4 C5 1.383(4) . ? C5 H5 0.950 . ? 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 . 2_656 ? N1 Mn1 O1 88.66(9) . . ? N1 Mn1 O1 91.34(9) . 2_656 ? N1 Mn1 O1 88.66(9) 2_656 2_656 ? N1 Mn1 O1 91.34(9) 2_656 . ? N1 Mn1 O2 92.55(9) . . ? N1 Mn1 O2 87.45(9) . 2_656 ? N1 Mn1 O2 87.45(9) 2_656 . ? N1 Mn1 O2 92.55(9) 2_656 2_656 ? O1 Mn1 O1 180.0 . 2_656 ? O1 Mn1 O2 90.87(9) . . ? O1 Mn1 O2 89.13(9) 2_656 . ? O1 Mn1 O2 90.87(9) 2_656 2_656 ? O1 Mn1 O2 89.13(9) . 2_656 ? O2 Mn1 O2 180.0 . 2_656 ? Mn1 N1 C1 123.9(2) . . ? Mn1 N1 C5 120.2(2) . . ? C1 N1 C5 115.9(3) . . ? N3 N2 C6 104.7(2) . . ? N2 N3 N4 109.9(2) . . ? N3 N4 N5 108.9(2) . . ? N4 N5 C6 105.0(2) . . ? Mn1 O1 H1A 124(3) . . ? Mn1 O1 H1B 127(2) . . ? H1A O1 H1B 107(3) . . ? Mn1 O2 H2A 127(3) . . ? Mn1 O2 H2B 122(3) . . ? H2A O2 H2B 108(4) . . ? H3A O3 H3B 106(3) . . ? N1 C1 H1 117.8 . . ? N1 C1 C2 124.4(3) . . ? H1 C1 C2 117.8 . . ? C1 C2 H2 120.4 . . ? C1 C2 C3 119.2(3) . . ? H2 C2 C3 120.4 . . ? C2 C3 C4 117.5(3) . . ? C2 C3 C6 121.7(3) . . ? C4 C3 C6 120.8(3) . . ? C3 C4 H4 120.4 . . ? C3 C4 C5 119.2(3) . . ? H4 C4 C5 120.4 . . ? N1 C5 C4 123.9(3) . . ? N1 C5 H5 118.1 . . ? C4 C5 H5 118.1 . . ? N2 C6 N5 111.5(3) . . ? N2 C6 C3 124.1(3) . . ? N5 C6 C3 124.3(3) . . ? 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 O1 H1A O3 0.84(2) 1.90(3) 2.748(3) 178(5) 2_756 O1 H1B N5 0.85(2) 1.97(3) 2.801(3) 167(3) 1_556 O2 H2A O3 0.84(3) 1.90(3) 2.734(3) 178(5) . O2 H2B N4 0.82(2) 2.06(3) 2.873(4) 171(4) 1_546 O3 H3A N2 0.85(2) 1.96(2) 2.807(3) 175(4) 1_545 O3 H3B N3 0.83(3) 1.95(3) 2.771(3) 170(4) 2_765 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 24.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.284 _refine_diff_density_min -0.412 _refine_diff_density_rms 0.062 #===END