# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'En-Qing Gao' _publ_contact_author_email EQGAO@CHEM.ECNU.EDU.CN _publ_section_title ; Coordination chemistry of tetrazolate-5-carboxylate with manganese(II): synthesis, structure and magnetism ; loop_ _publ_author_name 'En-Qing Gao' 'Qin-Xiang Jia' 'Cai-Ming Liu' 'Wei-Wei Sun' ; Hai-Hong Wu ; 'Cheng-Fu Yao' # Attachment '705423.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 705423' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C4 H20 Mn2 N8 O14' _chemical_formula_weight 514.16 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 '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 7.333(2) _cell_length_b 12.979(4) _cell_length_c 19.813(7) _cell_angle_alpha 90.00 _cell_angle_beta 100.010(4) _cell_angle_gamma 90.00 _cell_volume 1857.1(11) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1012 _cell_measurement_theta_min 3.228 _cell_measurement_theta_max 27.113 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.839 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1048 _exptl_absorpt_coefficient_mu 1.445 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7609 _exptl_absorpt_correction_T_max 0.8124 _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 '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 4397 _diffrn_reflns_av_R_equivalents 0.0170 _diffrn_reflns_av_sigmaI/netI 0.0221 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 3.14 _diffrn_reflns_theta_max 27.14 _reflns_number_total 2009 _reflns_number_gt 1838 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0439P)^2^+0.4127P] 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 2009 _refine_ls_number_parameters 168 _refine_ls_number_restraints 8 _refine_ls_R_factor_all 0.0278 _refine_ls_R_factor_gt 0.0247 _refine_ls_wR_factor_ref 0.0727 _refine_ls_wR_factor_gt 0.0710 _refine_ls_goodness_of_fit_ref 1.099 _refine_ls_restrained_S_all 1.101 _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 0.21392(3) 0.680953(18) 0.395406(12) 0.02528(11) Uani 1 1 d . . . C1 C -0.0927(2) 0.62455(12) 0.47299(8) 0.0236(3) Uani 1 1 d . . . C2 C -0.1440(2) 0.57069(12) 0.40588(8) 0.0260(3) Uani 1 1 d . . . N1 N 0.05616(19) 0.68365(10) 0.48481(7) 0.0266(3) Uani 1 1 d . . . N2 N 0.06112(18) 0.71953(11) 0.54794(7) 0.0272(3) Uani 1 1 d . . . N3 N -0.0797(2) 0.68301(11) 0.57279(7) 0.0301(3) Uani 1 1 d . . . N4 N -0.17929(18) 0.62216(11) 0.52606(7) 0.0291(3) Uani 1 1 d . . . O1 O -0.03637(16) 0.58687(10) 0.36451(6) 0.0331(3) Uani 1 1 d . . . O2 O -0.28490(15) 0.51624(10) 0.39610(6) 0.0357(3) Uani 1 1 d . . . O3 O 0.3692(2) 0.54531(11) 0.42872(8) 0.0438(3) Uani 1 1 d . . . H3WB H 0.472(4) 0.5369(18) 0.4251(12) 0.046(6) Uiso 1 1 d . . . H3WA H 0.319(3) 0.4976(19) 0.4425(12) 0.048(6) Uiso 1 1 d . . . O4 O 0.0890(2) 0.82245(10) 0.35104(9) 0.0440(4) Uani 1 1 d . . . H4WB H 0.120(4) 0.882(3) 0.3715(16) 0.078(9) Uiso 1 1 d . . . H4WA H -0.017(5) 0.8237(19) 0.3399(15) 0.060(9) Uiso 1 1 d . . . O5 O 0.3091(3) 0.66848(11) 0.30067(8) 0.0471(4) Uani 1 1 d D . . H5WB H 0.363(3) 0.6169(14) 0.2883(12) 0.057(7) Uiso 1 1 d D . . H5WA H 0.288(3) 0.7119(15) 0.2714(11) 0.055(7) Uiso 1 1 d D . . O7 O 0.5000 0.51404(18) 0.2500 0.0607(6) Uani 1 2 d SD . . H7W H 0.569(5) 0.480(2) 0.2787(16) 0.158(19) Uiso 1 1 d D . . O6 O 0.27580(18) 0.81543(10) 0.19738(7) 0.0348(3) Uani 1 1 d D . . H6WA H 0.329(3) 0.8694(14) 0.2174(11) 0.048(6) Uiso 1 1 d D . . H6WB H 0.329(3) 0.7984(19) 0.1666(11) 0.062(8) Uiso 1 1 d D . . O8 O 0.0000 0.47321(15) 0.2500 0.0389(4) Uani 1 2 d S . . H8W H 0.023(3) 0.508(2) 0.2216(12) 0.055(7) 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 0.02283(16) 0.02959(16) 0.02488(16) -0.00450(9) 0.00823(11) -0.00578(9) C1 0.0205(7) 0.0249(7) 0.0262(7) -0.0007(6) 0.0062(6) -0.0024(5) C2 0.0219(7) 0.0263(7) 0.0294(8) -0.0041(6) 0.0035(6) -0.0014(6) N1 0.0246(7) 0.0320(7) 0.0245(7) -0.0061(5) 0.0080(6) -0.0071(5) N2 0.0254(7) 0.0330(7) 0.0243(7) -0.0040(5) 0.0073(5) -0.0066(6) N3 0.0294(7) 0.0369(8) 0.0255(7) -0.0026(5) 0.0089(6) -0.0086(6) N4 0.0269(7) 0.0331(7) 0.0288(7) -0.0018(5) 0.0088(6) -0.0097(5) O1 0.0294(6) 0.0427(7) 0.0290(6) -0.0112(5) 0.0101(5) -0.0113(5) O2 0.0272(6) 0.0375(7) 0.0431(7) -0.0118(5) 0.0086(5) -0.0127(5) O3 0.0284(7) 0.0371(7) 0.0697(10) 0.0178(7) 0.0188(7) 0.0006(6) O4 0.0333(8) 0.0335(7) 0.0605(10) -0.0088(6) -0.0047(7) 0.0008(5) O5 0.0738(11) 0.0394(8) 0.0354(7) 0.0060(6) 0.0302(8) 0.0146(7) O7 0.0754(16) 0.0433(12) 0.0736(16) 0.000 0.0409(14) 0.000 O6 0.0342(7) 0.0429(7) 0.0287(6) -0.0007(5) 0.0094(6) -0.0033(5) O8 0.0569(12) 0.0320(9) 0.0284(9) 0.000 0.0094(9) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mn1 O5 2.1196(15) . ? Mn1 O3 2.1377(15) . ? Mn1 O4 2.1690(15) . ? Mn1 O1 2.2009(12) . ? Mn1 N2 2.2374(14) 7_566 ? Mn1 N1 2.2781(14) . ? C1 N4 1.320(2) . ? C1 N1 1.322(2) . ? C1 C2 1.492(2) . ? C2 O2 1.2387(19) . ? C2 O1 1.251(2) . ? N1 N2 1.3293(19) . ? N2 N3 1.308(2) . ? N2 Mn1 2.2374(14) 7_566 ? N3 N4 1.3338(19) . ? O3 H3WB 0.78(3) . ? O3 H3WA 0.79(3) . ? O4 H4WB 0.88(3) . ? O4 H4WA 0.77(3) . ? O5 H5WB 0.836(15) . ? O5 H5WA 0.804(16) . ? O7 H7W 0.821(17) . ? O6 H6WA 0.863(15) . ? O6 H6WB 0.809(16) . ? O8 H8W 0.77(2) . ? 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 O5 Mn1 O3 88.33(6) . . ? O5 Mn1 O4 83.49(6) . . ? O3 Mn1 O4 170.81(6) . . ? O5 Mn1 O1 95.65(6) . . ? O3 Mn1 O1 90.14(6) . . ? O4 Mn1 O1 94.82(6) . . ? O5 Mn1 N2 99.25(6) . 7_566 ? O3 Mn1 N2 90.80(6) . 7_566 ? O4 Mn1 N2 86.39(6) . 7_566 ? O1 Mn1 N2 165.09(5) . 7_566 ? O5 Mn1 N1 168.44(6) . . ? O3 Mn1 N1 95.03(6) . . ? O4 Mn1 N1 93.80(6) . . ? O1 Mn1 N1 73.33(5) . . ? N2 Mn1 N1 91.76(5) 7_566 . ? N4 C1 N1 111.69(14) . . ? N4 C1 C2 128.14(14) . . ? N1 C1 C2 120.17(13) . . ? O2 C2 O1 126.70(15) . . ? O2 C2 C1 118.76(14) . . ? O1 C2 C1 114.54(13) . . ? C1 N1 N2 104.87(12) . . ? C1 N1 Mn1 111.65(10) . . ? N2 N1 Mn1 143.37(10) . . ? N3 N2 N1 109.45(13) . . ? N3 N2 Mn1 125.59(10) . 7_566 ? N1 N2 Mn1 124.86(10) . 7_566 ? N2 N3 N4 109.03(13) . . ? C1 N4 N3 104.96(13) . . ? C2 O1 Mn1 120.12(10) . . ? Mn1 O3 H3WB 124.1(18) . . ? Mn1 O3 H3WA 119.9(17) . . ? H3WB O3 H3WA 116(2) . . ? Mn1 O4 H4WB 119.7(19) . . ? Mn1 O4 H4WA 117.9(19) . . ? H4WB O4 H4WA 106(3) . . ? Mn1 O5 H5WB 124.5(16) . . ? Mn1 O5 H5WA 122.1(17) . . ? H5WB O5 H5WA 113(2) . . ? H6WA O6 H6WB 109(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N4 C1 C2 O2 0.3(3) . . . . ? N1 C1 C2 O2 -179.61(15) . . . . ? N4 C1 C2 O1 179.95(16) . . . . ? N1 C1 C2 O1 0.0(2) . . . . ? N4 C1 N1 N2 -0.21(18) . . . . ? C2 C1 N1 N2 179.74(14) . . . . ? N4 C1 N1 Mn1 176.97(11) . . . . ? C2 C1 N1 Mn1 -3.09(18) . . . . ? O5 Mn1 N1 C1 21.3(3) . . . . ? O3 Mn1 N1 C1 -85.26(12) . . . . ? O4 Mn1 N1 C1 97.28(11) . . . . ? O1 Mn1 N1 C1 3.38(10) . . . . ? N2 Mn1 N1 C1 -176.22(11) 7_566 . . . ? O5 Mn1 N1 N2 -163.3(2) . . . . ? O3 Mn1 N1 N2 90.16(19) . . . . ? O4 Mn1 N1 N2 -87.30(19) . . . . ? O1 Mn1 N1 N2 178.80(19) . . . . ? N2 Mn1 N1 N2 -0.8(2) 7_566 . . . ? C1 N1 N2 N3 0.04(17) . . . . ? Mn1 N1 N2 N3 -175.55(13) . . . . ? C1 N1 N2 Mn1 176.57(11) . . . 7_566 ? Mn1 N1 N2 Mn1 1.0(2) . . . 7_566 ? N1 N2 N3 N4 0.13(19) . . . . ? Mn1 N2 N3 N4 -176.36(11) 7_566 . . . ? N1 C1 N4 N3 0.28(18) . . . . ? C2 C1 N4 N3 -179.65(15) . . . . ? N2 N3 N4 C1 -0.25(18) . . . . ? O2 C2 O1 Mn1 -176.99(13) . . . . ? C1 C2 O1 Mn1 3.41(19) . . . . ? O5 Mn1 O1 C2 179.73(13) . . . . ? O3 Mn1 O1 C2 91.39(13) . . . . ? O4 Mn1 O1 C2 -96.35(13) . . . . ? N2 Mn1 O1 C2 -2.3(3) 7_566 . . . ? N1 Mn1 O1 C2 -3.82(12) . . . . ? 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 H3WB O2 0.78(3) 1.98(3) 2.751(2) 169(2) 1_655 O3 H3WA N4 0.79(3) 2.02(3) 2.811(2) 177(2) 5_566 O4 H4WB O2 0.88(3) 1.91(3) 2.773(2) 166(3) 3 O4 H4WA O6 0.77(3) 1.91(3) 2.682(2) 173(3) 2 O5 H5WB O7 0.836(15) 1.905(17) 2.734(2) 171(2) . O5 H5WA O6 0.804(16) 1.980(17) 2.777(2) 171(2) . O7 H7W O2 0.821(17) 2.43(2) 3.0465(14) 132(3) 1_655 O6 H6WA O8 0.863(15) 1.879(17) 2.718(2) 164(2) 3 O6 H6WB N3 0.809(16) 2.097(19) 2.851(2) 155(3) 8_565 O8 H8W O1 0.77(2) 2.00(2) 2.7578(17) 168(3) 2 _diffrn_measured_fraction_theta_max 0.971 _diffrn_reflns_theta_full 27.14 _diffrn_measured_fraction_theta_full 0.971 _refine_diff_density_max 0.363 _refine_diff_density_min -0.338 _refine_diff_density_rms 0.072 # Attachment '705424.cif' data_2 _database_code_depnum_ccdc_archive 'CCDC 705424' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C2 H4 Mn N4 O4' _chemical_formula_weight 203.03 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 'P2(1)/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 6.3545(19) _cell_length_b 6.4339(19) _cell_length_c 15.144(5) _cell_angle_alpha 90.00 _cell_angle_beta 97.953(5) _cell_angle_gamma 90.00 _cell_volume 613.2(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 822 _cell_measurement_theta_min 2.716 _cell_measurement_theta_max 23.686 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.199 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 404 _exptl_absorpt_coefficient_mu 2.123 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8158 _exptl_absorpt_correction_T_max 0.9013 _exptl_absorpt_process_details SADABS _exptl_special_details ; Although the completeness (99.1%) of the data set is high enough, the Data/Parameter ratio (8.18) is relatively low. This is because the structure is heavily disordered and thus requires more parameters to be refined. ; _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 '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 2944 _diffrn_reflns_av_R_equivalents 0.0439 _diffrn_reflns_av_sigmaI/netI 0.0528 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.72 _diffrn_reflns_theta_max 27.15 _reflns_number_total 1350 _reflns_number_gt 1041 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0374P)^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 1350 _refine_ls_number_parameters 165 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0718 _refine_ls_R_factor_gt 0.0509 _refine_ls_wR_factor_ref 0.1033 _refine_ls_wR_factor_gt 0.0964 _refine_ls_goodness_of_fit_ref 1.124 _refine_ls_restrained_S_all 1.123 _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 0.40531(10) 0.10973(9) 0.17026(4) 0.0349(2) Uani 1 1 d . . . C1 C 0.3617(10) 0.5938(12) 0.1310(5) 0.0278(12) Uani 0.579(5) 1 d P . 1 C1' C 0.2447(14) 0.3676(14) -0.0051(7) 0.0278(12) Uani 0.421(5) 1 d P . 2 C2 C 0.2780(17) 0.4722(16) 0.0517(9) 0.0278(12) Uani 0.579(5) 1 d P . 1 C2' C 0.311(2) 0.515(2) 0.0672(14) 0.0278(12) Uani 0.421(5) 1 d P . 2 N1 N 0.2680(10) 0.2623(10) 0.0534(5) 0.0230(15) Uani 0.579(5) 1 d P . 1 N1' N 0.3816(15) 0.4527(15) 0.1502(7) 0.029(2) Uani 0.421(5) 1 d P . 2 N2 N 0.2007(11) 0.2025(10) -0.0308(5) 0.0296(17) Uani 0.579(5) 1 d P . 1 N2' N 0.4337(12) 0.6202(15) 0.1984(6) 0.029(2) Uani 0.421(5) 1 d P . 2 N3 N 0.171(2) 0.3691(13) -0.0826(10) 0.026(2) Uani 0.579(5) 1 d P . 1 N3' N 0.392(4) 0.780(5) 0.1495(13) 0.026(2) Uani 0.421(5) 1 d P . 2 N4 N 0.2201(9) 0.5420(9) -0.0314(4) 0.0279(15) Uani 0.579(5) 1 d P . 1 N4' N 0.3109(13) 0.7265(12) 0.0636(6) 0.028(2) Uani 0.421(5) 1 d P . 2 O1 O 0.4305(9) 0.4822(11) 0.1990(4) 0.0293(13) Uani 0.579(5) 1 d P . 1 O1' O 0.2536(15) 0.1813(15) 0.0183(6) 0.034(2) Uani 0.421(5) 1 d P . 2 O2 O 0.360(2) 0.787(2) 0.1252(6) 0.035(3) Uani 0.579(5) 1 d P . 1 O2' O 0.195(2) 0.4406(16) -0.0797(12) 0.032(3) Uani 0.421(5) 1 d P . 2 O3 O 0.1212(5) 0.1095(5) 0.2324(2) 0.0476(8) Uani 1 1 d D . . H3B H -0.002(4) 0.122(7) 0.207(2) 0.056(16) Uiso 1 1 d D . . H3A H 0.125(7) 0.118(8) 0.2885(13) 0.068(18) Uiso 1 1 d D . . O4 O 0.7223(5) 0.1231(6) 0.1252(2) 0.0446(8) Uani 1 1 d D . . H4B H 0.742(8) 0.033(5) 0.088(2) 0.057(17) Uiso 1 1 d D . . H4A H 0.721(10) 0.243(4) 0.102(3) 0.12(3) 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 0.0368(4) 0.0213(3) 0.0492(4) 0.0106(3) 0.0154(3) 0.0038(3) C1 0.026(2) 0.023(3) 0.037(4) 0.004(2) 0.014(2) 0.0013(19) C1' 0.026(2) 0.023(3) 0.037(4) 0.004(2) 0.014(2) 0.0013(19) C2 0.026(2) 0.023(3) 0.037(4) 0.004(2) 0.014(2) 0.0013(19) C2' 0.026(2) 0.023(3) 0.037(4) 0.004(2) 0.014(2) 0.0013(19) N1 0.028(3) 0.018(4) 0.022(5) 0.004(3) 0.002(3) 0.000(3) N1' 0.038(5) 0.021(5) 0.029(5) -0.006(4) 0.005(4) -0.002(3) N2 0.038(4) 0.025(3) 0.027(4) -0.008(4) 0.009(3) -0.004(3) N2' 0.036(5) 0.024(5) 0.028(5) 0.012(4) 0.008(4) 0.004(4) N3 0.031(4) 0.020(5) 0.026(4) 0.000(5) 0.004(3) 0.003(3) N3' 0.031(4) 0.020(5) 0.026(4) 0.000(5) 0.004(3) 0.003(3) N4 0.036(3) 0.022(3) 0.028(3) 0.006(3) 0.011(3) 0.004(2) N4' 0.038(5) 0.022(4) 0.024(5) -0.004(3) 0.008(4) 0.002(3) O1 0.037(3) 0.022(3) 0.029(3) -0.004(3) 0.006(3) -0.006(2) O1' 0.052(5) 0.025(5) 0.024(6) -0.005(4) 0.006(5) -0.002(4) O2 0.048(6) 0.012(3) 0.046(8) 0.002(5) 0.007(5) 0.001(3) O2' 0.048(6) 0.016(6) 0.033(6) -0.002(7) 0.011(4) -0.002(5) O3 0.0336(19) 0.069(2) 0.042(2) 0.0102(18) 0.0111(15) 0.0049(16) O4 0.0394(19) 0.053(2) 0.0440(19) 0.0166(18) 0.0136(15) 0.0112(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 2.104(7) . ? Mn1 N2' 2.109(9) 2_645 ? Mn1 N3' 2.15(3) 1_545 ? Mn1 O3 2.148(3) . ? Mn1 O2 2.194(16) 1_545 ? Mn1 O4 2.216(3) . ? Mn1 N1' 2.230(10) . ? Mn1 O1 2.261(7) 2_645 ? Mn1 O1' 2.413(10) . ? Mn1 O1 2.437(7) . ? C1 O2 1.244(18) . ? C1 O1 1.282(10) . ? C1 C2 1.469(12) . ? C1' O2' 1.22(2) . ? C1' O1' 1.249(14) . ? C1' C2' 1.464(17) . ? C2 N4 1.339(15) . ? C2 N1 1.352(12) . ? C2' N1' 1.34(2) . ? C2' N4' 1.362(17) . ? N1 N2 1.344(10) . ? N1' N2' 1.317(13) . ? N2 N3 1.327(14) . ? N2' N3' 1.27(3) . ? N2' Mn1 2.109(9) 2_655 ? N3 N4 1.367(11) . ? N3' N4' 1.37(2) . ? N3' Mn1 2.15(3) 1_565 ? O1 Mn1 2.261(7) 2_655 ? O2 Mn1 2.194(16) 1_565 ? O3 H3B 0.825(19) . ? O3 H3A 0.849(19) . ? O4 H4B 0.829(19) . ? O4 H4A 0.849(19) . ? 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 N2' 150.3(3) . 2_645 ? N1 Mn1 N3' 109.5(5) . 1_545 ? N2' Mn1 N3' 100.0(6) 2_645 1_545 ? N1 Mn1 O3 95.32(19) . . ? N2' Mn1 O3 85.1(2) 2_645 . ? N3' Mn1 O3 92.5(7) 1_545 . ? N1 Mn1 O2 99.1(3) . 1_545 ? N2' Mn1 O2 110.5(3) 2_645 1_545 ? N3' Mn1 O2 10.4(6) 1_545 1_545 ? O3 Mn1 O2 93.0(4) . 1_545 ? N1 Mn1 O4 90.67(19) . . ? N2' Mn1 O4 86.9(2) 2_645 . ? N3' Mn1 O4 90.8(7) 1_545 . ? O3 Mn1 O4 171.78(13) . . ? O2 Mn1 O4 91.5(4) 1_545 . ? N1 Mn1 N1' 54.0(3) . . ? N2' Mn1 N1' 96.4(4) 2_645 . ? N3' Mn1 N1' 163.4(5) 1_545 . ? O3 Mn1 N1' 90.9(2) . . ? O2 Mn1 N1' 153.1(3) 1_545 . ? O4 Mn1 N1' 88.1(2) . . ? N1 Mn1 O1 173.3(2) . 2_645 ? N2' Mn1 O1 23.1(2) 2_645 2_645 ? N3' Mn1 O1 76.9(5) 1_545 2_645 ? O3 Mn1 O1 86.00(16) . 2_645 ? O2 Mn1 O1 87.4(3) 1_545 2_645 ? O4 Mn1 O1 87.41(16) . 2_645 ? N1' Mn1 O1 119.5(3) . 2_645 ? N1 Mn1 O1' 17.2(2) . . ? N2' Mn1 O1' 166.2(3) 2_645 . ? N3' Mn1 O1' 92.7(5) 1_545 . ? O3 Mn1 O1' 99.7(2) . . ? O2 Mn1 O1' 82.3(3) 1_545 . ? O4 Mn1 O1' 87.7(2) . . ? N1' Mn1 O1' 70.8(3) . . ? O1 Mn1 O1' 168.4(3) 2_645 . ? N1 Mn1 O1 72.6(2) . . ? N2' Mn1 O1 77.8(3) 2_645 . ? N3' Mn1 O1 177.8(5) 1_545 . ? O3 Mn1 O1 87.75(16) . . ? O2 Mn1 O1 171.7(2) 1_545 . ? O4 Mn1 O1 88.68(16) . . ? N1' Mn1 O1 18.7(2) . . ? O1 Mn1 O1 100.94(17) 2_645 . ? O1' Mn1 O1 89.4(3) . . ? O2 C1 O1 127.9(10) . . ? O2 C1 C2 118.3(8) . . ? O1 C1 C2 113.7(10) . . ? O2' C1' O1' 128.8(11) . . ? O2' C1' C2' 116.8(12) . . ? O1' C1' C2' 114.4(12) . . ? N4 C2 N1 110.2(9) . . ? N4 C2 C1 127.6(9) . . ? N1 C2 C1 121.9(12) . . ? N1' C2' N4' 109.5(12) . . ? N1' C2' C1' 122.2(13) . . ? N4' C2' C1' 128.3(17) . . ? N2 N1 C2 106.1(8) . . ? N2 N1 Mn1 134.8(5) . . ? C2 N1 Mn1 117.8(8) . . ? N2' N1' C2' 107.6(10) . . ? N2' N1' Mn1 136.7(9) . . ? C2' N1' Mn1 115.6(8) . . ? N3 N2 N1 109.3(8) . . ? N3' N2' N1' 108.8(14) . . ? N3' N2' Mn1 127.6(13) . 2_655 ? N1' N2' Mn1 123.2(8) . 2_655 ? N2 N3 N4 108.6(12) . . ? N2' N3' N4' 112(2) . . ? N2' N3' Mn1 135.4(16) . 1_565 ? N4' N3' Mn1 112.8(14) . 1_565 ? C2 N4 N3 105.8(9) . . ? C2' N4' N3' 102.4(16) . . ? C1 O1 Mn1 124.4(6) . 2_655 ? C1 O1 Mn1 113.7(6) . . ? Mn1 O1 Mn1 121.6(3) 2_655 . ? C1' O1' Mn1 116.7(8) . . ? C1 O2 Mn1 157.4(7) . 1_565 ? Mn1 O3 H3B 127(3) . . ? Mn1 O3 H3A 122(3) . . ? H3B O3 H3A 111(3) . . ? Mn1 O4 H4B 114(3) . . ? Mn1 O4 H4A 102(4) . . ? H4B O4 H4A 110(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 C1 C2 N4 8.5(15) . . . . ? O1 C1 C2 N4 -171.1(9) . . . . ? O2 C1 C2 N1 -177.8(10) . . . . ? O1 C1 C2 N1 2.7(12) . . . . ? O2' C1' C2' N1' -175.5(13) . . . . ? O1' C1' C2' N1' 2.3(17) . . . . ? O2' C1' C2' N4' 5(2) . . . . ? O1' C1' C2' N4' -177.2(12) . . . . ? N4 C2 N1 N2 -0.5(10) . . . . ? C1 C2 N1 N2 -175.2(8) . . . . ? N4 C2 N1 Mn1 168.6(6) . . . . ? C1 C2 N1 Mn1 -6.1(12) . . . . ? N2' Mn1 N1 N2 166.4(6) 2_645 . . . ? N3' Mn1 N1 N2 -9.6(10) 1_545 . . . ? O3 Mn1 N1 N2 -104.2(7) . . . . ? O2 Mn1 N1 N2 -10.3(8) 1_545 . . . ? O4 Mn1 N1 N2 81.4(7) . . . . ? N1' Mn1 N1 N2 168.6(9) . . . . ? O1 Mn1 N1 N2 154.7(15) 2_645 . . . ? O1' Mn1 N1 N2 1.6(9) . . . . ? O1 Mn1 N1 N2 169.8(8) . . . . ? N2' Mn1 N1 C2 1.3(10) 2_645 . . . ? N3' Mn1 N1 C2 -174.7(10) 1_545 . . . ? O3 Mn1 N1 C2 90.7(7) . . . . ? O2 Mn1 N1 C2 -175.4(7) 1_545 . . . ? O4 Mn1 N1 C2 -83.7(7) . . . . ? N1' Mn1 N1 C2 3.5(7) . . . . ? O1 Mn1 N1 C2 -10(2) 2_645 . . . ? O1' Mn1 N1 C2 -163.5(14) . . . . ? O1 Mn1 N1 C2 4.7(7) . . . . ? N4' C2' N1' N2' -2.3(14) . . . . ? C1' C2' N1' N2' 178.2(10) . . . . ? N4' C2' N1' Mn1 -178.0(7) . . . . ? C1' C2' N1' Mn1 2.4(16) . . . . ? N1 Mn1 N1' N2' 178.3(11) . . . . ? N2' Mn1 N1' N2' -2.8(11) 2_645 . . . ? N3' Mn1 N1' N2' -176(2) 1_545 . . . ? O3 Mn1 N1' N2' 82.4(10) . . . . ? O2 Mn1 N1' N2' -179.2(10) 1_545 . . . ? O4 Mn1 N1' N2' -89.5(10) . . . . ? O1 Mn1 N1' N2' -3.5(11) 2_645 . . . ? O1' Mn1 N1' N2' -177.6(10) . . . . ? O1 Mn1 N1' N2' 2.0(6) . . . . ? N1 Mn1 N1' C2' -7.6(8) . . . . ? N2' Mn1 N1' C2' 171.3(9) 2_645 . . . ? N3' Mn1 N1' C2' -2(3) 1_545 . . . ? O3 Mn1 N1' C2' -103.6(9) . . . . ? O2 Mn1 N1' C2' -5.1(15) 1_545 . . . ? O4 Mn1 N1' C2' 84.6(9) . . . . ? O1 Mn1 N1' C2' 170.5(8) 2_645 . . . ? O1' Mn1 N1' C2' -3.6(9) . . . . ? O1 Mn1 N1' C2' 176.1(16) . . . . ? C2 N1 N2 N3 0.3(10) . . . . ? Mn1 N1 N2 N3 -166.0(7) . . . . ? C2' N1' N2' N3' 2.1(16) . . . . ? Mn1 N1' N2' N3' 176.4(13) . . . . ? C2' N1' N2' Mn1 -171.1(8) . . . 2_655 ? Mn1 N1' N2' Mn1 3.3(13) . . . 2_655 ? N1 N2 N3 N4 -0.1(11) . . . . ? N1' N2' N3' N4' -1(2) . . . . ? Mn1 N2' N3' N4' 171.7(9) 2_655 . . . ? N1' N2' N3' Mn1 176.0(17) . . . 1_565 ? Mn1 N2' N3' Mn1 -11(3) 2_655 . . 1_565 ? N1 C2 N4 N3 0.4(11) . . . . ? C1 C2 N4 N3 174.7(10) . . . . ? N2 N3 N4 C2 -0.2(12) . . . . ? N1' C2' N4' N3' 1.5(17) . . . . ? C1' C2' N4' N3' -178.9(16) . . . . ? N2' N3' N4' C2' 0(2) . . . . ? Mn1 N3' N4' C2' -178.1(11) 1_565 . . . ? O2 C1 O1 Mn1 -4.6(12) . . . 2_655 ? C2 C1 O1 Mn1 174.9(6) . . . 2_655 ? O2 C1 O1 Mn1 -178.0(9) . . . . ? C2 C1 O1 Mn1 1.6(8) . . . . ? N1 Mn1 O1 C1 -3.4(5) . . . . ? N2' Mn1 O1 C1 174.8(5) 2_645 . . . ? N3' Mn1 O1 C1 163(18) 1_545 . . . ? O3 Mn1 O1 C1 -99.7(5) . . . . ? O2 Mn1 O1 C1 -4(3) 1_545 . . . ? O4 Mn1 O1 C1 87.7(4) . . . . ? N1' Mn1 O1 C1 -0.3(8) . . . . ? O1 Mn1 O1 C1 174.8(5) 2_645 . . . ? O1' Mn1 O1 C1 0.0(5) . . . . ? N1 Mn1 O1 Mn1 -177.0(3) . . . 2_655 ? N2' Mn1 O1 Mn1 1.3(3) 2_645 . . 2_655 ? N3' Mn1 O1 Mn1 -11(18) 1_545 . . 2_655 ? O3 Mn1 O1 Mn1 86.7(2) . . . 2_655 ? O2 Mn1 O1 Mn1 -178(3) 1_545 . . 2_655 ? O4 Mn1 O1 Mn1 -85.9(2) . . . 2_655 ? N1' Mn1 O1 Mn1 -173.9(11) . . . 2_655 ? O1 Mn1 O1 Mn1 1.23(12) 2_645 . . 2_655 ? O1' Mn1 O1 Mn1 -173.5(3) . . . 2_655 ? O2' C1' O1' Mn1 171.9(11) . . . . ? C2' C1' O1' Mn1 -5.5(12) . . . . ? N1 Mn1 O1' C1' 16.3(8) . . . . ? N2' Mn1 O1' C1' -16.8(17) 2_645 . . . ? N3' Mn1 O1' C1' -174.3(10) 1_545 . . . ? O3 Mn1 O1' C1' 92.7(7) . . . . ? O2 Mn1 O1' C1' -175.5(8) 1_545 . . . ? O4 Mn1 O1' C1' -83.6(7) . . . . ? N1' Mn1 O1' C1' 5.2(7) . . . . ? O1 Mn1 O1' C1' -148.5(10) 2_645 . . . ? O1 Mn1 O1' C1' 5.1(7) . . . . ? O1 C1 O2 Mn1 -4(3) . . . 1_565 ? C2 C1 O2 Mn1 177(2) . . . 1_565 ? 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 H3B O4 0.825(19) 2.00(2) 2.816(5) 168(4) 1_455 O3 H3A N3 0.849(19) 1.93(2) 2.778(16) 173(4) 4_566 O3 H3A O2' 0.849(19) 2.02(3) 2.838(18) 162(5) 4_566 O4 H4B N2 0.829(19) 1.81(2) 2.619(8) 166(5) 3_655 O4 H4B O1' 0.829(19) 2.12(2) 2.945(10) 171(5) 3_655 O4 H4A N4 0.849(19) 1.82(3) 2.634(6) 161(5) 3_665 O4 H4A O2' 0.849(19) 2.14(3) 2.954(11) 160(6) 3_665 O4 H4A N4' 0.849(19) 2.49(5) 2.998(9) 119(4) 3_665 _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.15 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.617 _refine_diff_density_min -0.410 _refine_diff_density_rms 0.092 # Attachment '705425.cif' data_3 _database_code_depnum_ccdc_archive 'CCDC 705425' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H20 Mn2 N12 O6' _chemical_formula_weight 730.44 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 P2(1)/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 11.992(3) _cell_length_b 10.181(2) _cell_length_c 12.160(3) _cell_angle_alpha 90.00 _cell_angle_beta 111.359(5) _cell_angle_gamma 90.00 _cell_volume 1382.6(6) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3701 _cell_measurement_theta_min 2.6901 _cell_measurement_theta_max 27.4797 _exptl_crystal_description Prism _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.1700 _exptl_crystal_size_mid 0.1400 _exptl_crystal_size_min 0.1300 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.755 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 740 _exptl_absorpt_coefficient_mu 0.984 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.9680 _exptl_absorpt_correction_T_max 1.0000 _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10395 _diffrn_reflns_av_R_equivalents 0.0215 _diffrn_reflns_av_sigmaI/netI 0.0199 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.04 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3114 _reflns_number_gt 2822 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0442P)^2^+0.4799P] 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 3114 _refine_ls_number_parameters 225 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0315 _refine_ls_R_factor_gt 0.0271 _refine_ls_wR_factor_ref 0.0821 _refine_ls_wR_factor_gt 0.0697 _refine_ls_goodness_of_fit_ref 1.130 _refine_ls_restrained_S_all 1.129 _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 0.01997(2) 0.86769(2) 0.15754(2) 0.02039(10) Uani 1 1 d . . . C1 C 0.25163(13) 0.99003(15) 0.16388(13) 0.0206(3) Uani 1 1 d . . . C2 C 0.28372(14) 0.91484(16) 0.27765(14) 0.0227(3) Uani 1 1 d . . . C3 C -0.09370(16) 0.65989(17) 0.28652(16) 0.0278(4) Uani 1 1 d . . . H3A H -0.0662 0.5977 0.2464 0.033 Uiso 1 1 calc R . . C4 C -0.15561(17) 0.61657(18) 0.35771(17) 0.0330(4) Uani 1 1 d . . . H4A H -0.1674 0.5273 0.3656 0.040 Uiso 1 1 calc R . . C5 C -0.19821(16) 0.70634(19) 0.41502(16) 0.0331(4) Uani 1 1 d . . . H5A H -0.2416 0.6789 0.4606 0.040 Uiso 1 1 calc R . . C6 C -0.17673(15) 0.84099(18) 0.40546(15) 0.0269(4) Uani 1 1 d . . . C7 C -0.21398(17) 0.9411(2) 0.46725(16) 0.0336(4) Uani 1 1 d . . . H7A H -0.2592 0.9181 0.5122 0.040 Uiso 1 1 calc R . . C8 C -0.18469(16) 1.06839(19) 0.46154(16) 0.0322(4) Uani 1 1 d . . . H8A H -0.2082 1.1313 0.5041 0.039 Uiso 1 1 calc R . . C9 C -0.11782(15) 1.10727(17) 0.39051(14) 0.0253(3) Uani 1 1 d . . . C10 C -0.08554(17) 1.23834(17) 0.38134(16) 0.0311(4) Uani 1 1 d . . . H10A H -0.1057 1.3040 0.4239 0.037 Uiso 1 1 calc R . . C11 C -0.02430(17) 1.26879(17) 0.30945(17) 0.0328(4) Uani 1 1 d . . . H11A H -0.0030 1.3552 0.3019 0.039 Uiso 1 1 calc R . . C12 C 0.00576(17) 1.16770(17) 0.24743(16) 0.0286(4) Uani 1 1 d . . . H12A H 0.0469 1.1895 0.1982 0.034 Uiso 1 1 calc R . . C13 C -0.08282(13) 1.01203(15) 0.32586(13) 0.0208(3) Uani 1 1 d . . . C14 C -0.11165(14) 0.87584(15) 0.33431(14) 0.0213(3) Uani 1 1 d . . . N1 N 0.13736(12) 0.99718(14) 0.09169(11) 0.0223(3) Uani 1 1 d . . . N2 N 0.13939(12) 1.07041(13) 0.00084(12) 0.0230(3) Uani 1 1 d . . . N3 N 0.25098(13) 1.10332(15) 0.01819(13) 0.0285(3) Uani 1 1 d . . . N4 N 0.32369(13) 1.05349(15) 0.12130(13) 0.0286(3) Uani 1 1 d . . . N5 N -0.07261(12) 0.78596(13) 0.27385(12) 0.0227(3) Uani 1 1 d . . . N6 N -0.02113(12) 1.04242(13) 0.25493(12) 0.0228(3) Uani 1 1 d . . . O1 O 0.20253(11) 0.84179(13) 0.28487(11) 0.0297(3) Uani 1 1 d . . . O2 O 0.38578(11) 0.93057(13) 0.35437(11) 0.0324(3) Uani 1 1 d . . . O3 O 0.01724(13) 0.67999(13) 0.07122(12) 0.0374(3) Uani 1 1 d D . . H3W2 H -0.0375(17) 0.655(2) 0.0077(14) 0.055(8) Uiso 1 1 d D . . H3W1 H 0.0539(19) 0.6115(15) 0.1064(18) 0.050(7) 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 0.02054(14) 0.02193(14) 0.01955(14) 0.00046(9) 0.00832(10) -0.00064(9) C1 0.0186(7) 0.0208(7) 0.0213(7) -0.0010(6) 0.0060(6) 0.0008(6) C2 0.0236(8) 0.0219(7) 0.0207(7) -0.0012(6) 0.0056(6) 0.0029(6) C3 0.0261(8) 0.0233(8) 0.0309(9) 0.0028(7) 0.0068(7) -0.0013(6) C4 0.0314(9) 0.0284(9) 0.0355(10) 0.0085(7) 0.0079(8) -0.0064(7) C5 0.0290(9) 0.0404(10) 0.0309(9) 0.0101(8) 0.0122(7) -0.0058(8) C6 0.0217(8) 0.0358(9) 0.0225(8) 0.0044(7) 0.0074(6) -0.0017(7) C7 0.0305(9) 0.0485(11) 0.0277(9) 0.0033(8) 0.0178(7) 0.0028(8) C8 0.0322(9) 0.0414(10) 0.0264(8) -0.0022(7) 0.0145(7) 0.0066(8) C9 0.0241(8) 0.0301(8) 0.0201(8) -0.0010(6) 0.0062(6) 0.0044(6) C10 0.0336(9) 0.0269(8) 0.0313(9) -0.0064(7) 0.0101(7) 0.0055(7) C11 0.0376(10) 0.0206(8) 0.0394(10) -0.0018(7) 0.0133(8) -0.0004(7) C12 0.0343(9) 0.0239(8) 0.0310(9) 0.0004(7) 0.0157(7) -0.0015(7) C13 0.0195(7) 0.0240(7) 0.0182(7) 0.0003(6) 0.0062(6) 0.0012(6) C14 0.0197(7) 0.0251(8) 0.0181(7) 0.0027(6) 0.0058(6) 0.0012(6) N1 0.0208(7) 0.0274(7) 0.0189(6) 0.0037(5) 0.0073(5) -0.0006(5) N2 0.0234(7) 0.0251(7) 0.0213(7) 0.0035(5) 0.0091(5) -0.0010(5) N3 0.0245(7) 0.0313(7) 0.0315(8) 0.0065(6) 0.0125(6) -0.0019(6) N4 0.0210(7) 0.0309(7) 0.0321(8) 0.0060(6) 0.0076(6) -0.0015(6) N5 0.0214(7) 0.0223(6) 0.0239(7) 0.0022(5) 0.0075(5) 0.0002(5) N6 0.0256(7) 0.0219(6) 0.0221(7) 0.0002(5) 0.0103(5) -0.0007(5) O1 0.0272(6) 0.0343(6) 0.0252(6) 0.0076(5) 0.0064(5) -0.0023(5) O2 0.0276(6) 0.0335(7) 0.0260(6) 0.0034(5) -0.0022(5) -0.0016(5) O3 0.0460(8) 0.0262(6) 0.0282(7) -0.0062(5) -0.0005(6) 0.0079(6) _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 O3 2.1746(13) . ? Mn1 O1 2.1888(13) . ? Mn1 N5 2.2514(14) . ? Mn1 N2 2.2533(14) 3_575 ? Mn1 N1 2.2765(14) . ? Mn1 N6 2.2880(14) . ? C1 N4 1.326(2) . ? C1 N1 1.333(2) . ? C1 C2 1.503(2) . ? C2 O2 1.250(2) . ? C2 O1 1.253(2) . ? C3 N5 1.328(2) . ? C3 C4 1.401(3) . ? C3 H3A 0.9300 . ? C4 C5 1.357(3) . ? C4 H4A 0.9300 . ? C5 C6 1.407(3) . ? C5 H5A 0.9300 . ? C6 C14 1.406(2) . ? C6 C7 1.431(3) . ? C7 C8 1.351(3) . ? C7 H7A 0.9300 . ? C8 C9 1.432(2) . ? C8 H8A 0.9300 . ? C9 C13 1.405(2) . ? C9 C10 1.405(2) . ? C10 C11 1.367(3) . ? C10 H10A 0.9300 . ? C11 C12 1.399(2) . ? C11 H11A 0.9300 . ? C12 N6 1.327(2) . ? C12 H12A 0.9300 . ? C13 N6 1.361(2) . ? C13 C14 1.442(2) . ? C14 N5 1.359(2) . ? N1 N2 1.3402(18) . ? N2 N3 1.320(2) . ? N2 Mn1 2.2533(14) 3_575 ? N3 N4 1.339(2) . ? O3 H3W2 0.849(9) . ? O3 H3W1 0.852(9) . ? 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 O3 Mn1 O1 94.07(5) . . ? O3 Mn1 N5 93.11(6) . . ? O1 Mn1 N5 96.09(5) . . ? O3 Mn1 N2 88.53(5) . 3_575 ? O1 Mn1 N2 163.09(5) . 3_575 ? N5 Mn1 N2 100.46(5) . 3_575 ? O3 Mn1 N1 103.98(6) . . ? O1 Mn1 N1 74.40(5) . . ? N5 Mn1 N1 160.84(5) . . ? N2 Mn1 N1 88.74(5) 3_575 . ? O3 Mn1 N6 164.75(6) . . ? O1 Mn1 N6 94.36(5) . . ? N5 Mn1 N6 73.37(5) . . ? N2 Mn1 N6 87.10(5) 3_575 . ? N1 Mn1 N6 90.53(5) . . ? N4 C1 N1 112.09(14) . . ? N4 C1 C2 128.51(14) . . ? N1 C1 C2 119.40(14) . . ? O2 C2 O1 126.74(16) . . ? O2 C2 C1 118.33(15) . . ? O1 C2 C1 114.93(14) . . ? N5 C3 C4 122.83(17) . . ? N5 C3 H3A 118.6 . . ? C4 C3 H3A 118.6 . . ? C5 C4 C3 119.25(16) . . ? C5 C4 H4A 120.4 . . ? C3 C4 H4A 120.4 . . ? C4 C5 C6 119.94(16) . . ? C4 C5 H5A 120.0 . . ? C6 C5 H5A 120.0 . . ? C14 C6 C5 117.13(16) . . ? C14 C6 C7 119.55(16) . . ? C5 C6 C7 123.29(16) . . ? C8 C7 C6 121.30(16) . . ? C8 C7 H7A 119.4 . . ? C6 C7 H7A 119.4 . . ? C7 C8 C9 120.61(17) . . ? C7 C8 H8A 119.7 . . ? C9 C8 H8A 119.7 . . ? C13 C9 C10 117.64(16) . . ? C13 C9 C8 119.59(16) . . ? C10 C9 C8 122.77(16) . . ? C11 C10 C9 119.60(16) . . ? C11 C10 H10A 120.2 . . ? C9 C10 H10A 120.2 . . ? C10 C11 C12 118.83(16) . . ? C10 C11 H11A 120.6 . . ? C12 C11 H11A 120.6 . . ? N6 C12 C11 123.60(16) . . ? N6 C12 H12A 118.2 . . ? C11 C12 H12A 118.2 . . ? N6 C13 C9 122.67(15) . . ? N6 C13 C14 117.63(14) . . ? C9 C13 C14 119.70(15) . . ? N5 C14 C6 122.74(15) . . ? N5 C14 C13 118.04(14) . . ? C6 C14 C13 119.21(15) . . ? C1 N1 N2 104.49(12) . . ? C1 N1 Mn1 110.84(10) . . ? N2 N1 Mn1 144.22(10) . . ? N3 N2 N1 109.34(13) . . ? N3 N2 Mn1 124.09(10) . 3_575 ? N1 N2 Mn1 126.56(10) . 3_575 ? N2 N3 N4 109.27(13) . . ? C1 N4 N3 104.80(13) . . ? C3 N5 C14 118.05(15) . . ? C3 N5 Mn1 126.04(12) . . ? C14 N5 Mn1 115.89(10) . . ? C12 N6 C13 117.65(14) . . ? C12 N6 Mn1 127.46(11) . . ? C13 N6 Mn1 114.87(10) . . ? C2 O1 Mn1 118.78(11) . . ? Mn1 O3 H3W2 124.8(15) . . ? Mn1 O3 H3W1 124.3(15) . . ? H3W2 O3 H3W1 107.5(14) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N4 C1 C2 O2 14.6(3) . . . . ? N1 C1 C2 O2 -165.88(15) . . . . ? N4 C1 C2 O1 -165.62(17) . . . . ? N1 C1 C2 O1 13.9(2) . . . . ? N5 C3 C4 C5 1.2(3) . . . . ? C3 C4 C5 C6 -2.0(3) . . . . ? C4 C5 C6 C14 0.6(3) . . . . ? C4 C5 C6 C7 -177.12(18) . . . . ? C14 C6 C7 C8 -2.1(3) . . . . ? C5 C6 C7 C8 175.63(18) . . . . ? C6 C7 C8 C9 1.7(3) . . . . ? C7 C8 C9 C13 0.3(3) . . . . ? C7 C8 C9 C10 179.78(18) . . . . ? C13 C9 C10 C11 1.2(3) . . . . ? C8 C9 C10 C11 -178.32(17) . . . . ? C9 C10 C11 C12 -0.6(3) . . . . ? C10 C11 C12 N6 -0.5(3) . . . . ? C10 C9 C13 N6 -0.8(2) . . . . ? C8 C9 C13 N6 178.74(15) . . . . ? C10 C9 C13 C14 178.71(15) . . . . ? C8 C9 C13 C14 -1.7(2) . . . . ? C5 C6 C14 N5 1.7(2) . . . . ? C7 C6 C14 N5 179.48(15) . . . . ? C5 C6 C14 C13 -177.30(15) . . . . ? C7 C6 C14 C13 0.5(2) . . . . ? N6 C13 C14 N5 1.9(2) . . . . ? C9 C13 C14 N5 -177.67(14) . . . . ? N6 C13 C14 C6 -179.13(14) . . . . ? C9 C13 C14 C6 1.3(2) . . . . ? N4 C1 N1 N2 -0.85(18) . . . . ? C2 C1 N1 N2 179.54(13) . . . . ? N4 C1 N1 Mn1 173.39(11) . . . . ? C2 C1 N1 Mn1 -6.22(17) . . . . ? O3 Mn1 N1 C1 -90.95(11) . . . . ? O1 Mn1 N1 C1 -0.58(10) . . . . ? N5 Mn1 N1 C1 61.5(2) . . . . ? N2 Mn1 N1 C1 -179.12(11) 3_575 . . . ? N6 Mn1 N1 C1 93.80(11) . . . . ? O3 Mn1 N1 N2 79.49(19) . . . . ? O1 Mn1 N1 N2 169.86(19) . . . . ? N5 Mn1 N1 N2 -128.01(19) . . . . ? N2 Mn1 N1 N2 -8.7(2) 3_575 . . . ? N6 Mn1 N1 N2 -95.76(18) . . . . ? C1 N1 N2 N3 0.94(17) . . . . ? Mn1 N1 N2 N3 -169.84(14) . . . . ? C1 N1 N2 Mn1 -178.40(10) . . . 3_575 ? Mn1 N1 N2 Mn1 10.8(3) . . . 3_575 ? N1 N2 N3 N4 -0.71(19) . . . . ? Mn1 N2 N3 N4 178.65(11) 3_575 . . . ? N1 C1 N4 N3 0.44(19) . . . . ? C2 C1 N4 N3 180.00(15) . . . . ? N2 N3 N4 C1 0.17(18) . . . . ? C4 C3 N5 C14 1.0(2) . . . . ? C4 C3 N5 Mn1 -177.77(13) . . . . ? C6 C14 N5 C3 -2.4(2) . . . . ? C13 C14 N5 C3 176.54(14) . . . . ? C6 C14 N5 Mn1 176.44(12) . . . . ? C13 C14 N5 Mn1 -4.59(18) . . . . ? O3 Mn1 N5 C3 9.94(14) . . . . ? O1 Mn1 N5 C3 -84.49(14) . . . . ? N2 Mn1 N5 C3 99.01(14) 3_575 . . . ? N1 Mn1 N5 C3 -143.39(15) . . . . ? N6 Mn1 N5 C3 -177.24(15) . . . . ? O3 Mn1 N5 C14 -168.83(11) . . . . ? O1 Mn1 N5 C14 96.74(11) . . . . ? N2 Mn1 N5 C14 -79.76(11) 3_575 . . . ? N1 Mn1 N5 C14 37.8(2) . . . . ? N6 Mn1 N5 C14 4.00(11) . . . . ? C11 C12 N6 C13 1.0(3) . . . . ? C11 C12 N6 Mn1 179.18(13) . . . . ? C9 C13 N6 C12 -0.3(2) . . . . ? C14 C13 N6 C12 -179.79(15) . . . . ? C9 C13 N6 Mn1 -178.71(12) . . . . ? C14 C13 N6 Mn1 1.76(17) . . . . ? O3 Mn1 N6 C12 -152.97(18) . . . . ? O1 Mn1 N6 C12 83.66(15) . . . . ? N5 Mn1 N6 C12 178.73(16) . . . . ? N2 Mn1 N6 C12 -79.45(15) 3_575 . . . ? N1 Mn1 N6 C12 9.26(15) . . . . ? O3 Mn1 N6 C13 25.3(3) . . . . ? O1 Mn1 N6 C13 -98.07(11) . . . . ? N5 Mn1 N6 C13 -3.00(10) . . . . ? N2 Mn1 N6 C13 98.82(11) 3_575 . . . ? N1 Mn1 N6 C13 -172.47(11) . . . . ? O2 C2 O1 Mn1 165.44(14) . . . . ? C1 C2 O1 Mn1 -14.34(18) . . . . ? O3 Mn1 O1 C2 112.10(13) . . . . ? N5 Mn1 O1 C2 -154.33(12) . . . . ? N2 Mn1 O1 C2 13.8(2) 3_575 . . . ? N1 Mn1 O1 C2 8.70(12) . . . . ? N6 Mn1 O1 C2 -80.62(13) . . . . ? 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 H3W2 O2 0.849(9) 1.959(13) 2.7708(19) 160(2) 4_575 O3 H3W1 O2 0.852(9) 1.973(12) 2.8023(19) 164(2) 2_545 _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.334 _refine_diff_density_min -0.223 _refine_diff_density_rms 0.054 # Attachment '705426.cif' data_4 _database_code_depnum_ccdc_archive 'CCDC 705426' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H12 Mn N6 O4' _chemical_formula_weight 359.22 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 'P2(1)/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 9.389(4) _cell_length_b 11.080(4) _cell_length_c 15.198(6) _cell_angle_alpha 90.00 _cell_angle_beta 106.297(7) _cell_angle_gamma 90.00 _cell_volume 1517.5(10) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 905 _cell_measurement_theta_min 2.299 _cell_measurement_theta_max 21.057 _exptl_crystal_description prism _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.572 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 732 _exptl_absorpt_coefficient_mu 0.900 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9315 _exptl_absorpt_correction_T_max 0.9649 _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 '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 7519 _diffrn_reflns_av_R_equivalents 0.0635 _diffrn_reflns_av_sigmaI/netI 0.0866 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.31 _diffrn_reflns_theta_max 27.17 _reflns_number_total 3333 _reflns_number_gt 2044 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0275P)^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 3333 _refine_ls_number_parameters 224 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0849 _refine_ls_R_factor_gt 0.0449 _refine_ls_wR_factor_ref 0.0865 _refine_ls_wR_factor_gt 0.0774 _refine_ls_goodness_of_fit_ref 0.901 _refine_ls_restrained_S_all 0.900 _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 0.39491(5) 0.41545(3) 0.24148(3) 0.03151(14) Uani 1 1 d . . . C1 C 0.5775(4) 0.2359(3) 0.1495(2) 0.0637(10) Uani 1 1 d . . . H1A H 0.5267 0.1779 0.1731 0.076 Uiso 1 1 calc R . . C2 C 0.6756(5) 0.1984(3) 0.1038(3) 0.0806(13) Uani 1 1 d . . . H2A H 0.6907 0.1166 0.0960 0.097 Uiso 1 1 calc R . . C3 C 0.7510(4) 0.2833(4) 0.0700(3) 0.0840(14) Uani 1 1 d . . . H3A H 0.8198 0.2597 0.0397 0.101 Uiso 1 1 calc R . . C4 C 0.7257(4) 0.4029(3) 0.0805(2) 0.0666(11) Uani 1 1 d . . . H4A H 0.7760 0.4615 0.0572 0.080 Uiso 1 1 calc R . . C5 C 0.6231(3) 0.4355(3) 0.1267(2) 0.0447(8) Uani 1 1 d . . . C6 C 0.5870(3) 0.5633(3) 0.1421(2) 0.0436(8) Uani 1 1 d . . . C7 C 0.6394(4) 0.6586(3) 0.1024(3) 0.0665(11) Uani 1 1 d . . . H7A H 0.6981 0.6446 0.0633 0.080 Uiso 1 1 calc R . . C8 C 0.6048(4) 0.7742(3) 0.1206(3) 0.0817(13) Uani 1 1 d . . . H8A H 0.6397 0.8391 0.0938 0.098 Uiso 1 1 calc R . . C9 C 0.5184(4) 0.7939(3) 0.1786(3) 0.0742(12) Uani 1 1 d . . . H9A H 0.4945 0.8717 0.1924 0.089 Uiso 1 1 calc R . . C10 C 0.4679(4) 0.6942(3) 0.2157(2) 0.0549(9) Uani 1 1 d . . . H10A H 0.4096 0.7068 0.2552 0.066 Uiso 1 1 calc R . . C11 C 0.5428(3) 0.3023(2) 0.42472(18) 0.0277(6) Uani 1 1 d . . . C12 C 0.4571(3) 0.1998(2) 0.3722(2) 0.0367(7) Uani 1 1 d . . . N1 N 0.6330(3) 0.4794(2) 0.45006(15) 0.0363(6) Uani 1 1 d . . . N2 N 0.6828(3) 0.4145(2) 0.52478(15) 0.0394(6) Uani 1 1 d . . . N3 N 0.6266(3) 0.30154(19) 0.51048(15) 0.0374(6) Uani 1 1 d . . . N4 N 0.5448(2) 0.40930(18) 0.38493(14) 0.0309(5) Uani 1 1 d . . . N5 N 0.5512(3) 0.3528(2) 0.16174(16) 0.0444(7) Uani 1 1 d . . . N6 N 0.4989(3) 0.5810(2) 0.19764(16) 0.0395(6) Uani 1 1 d . . . O1 O 0.4637(3) 0.10053(17) 0.40949(14) 0.0613(7) Uani 1 1 d . . . O2 O 0.3832(2) 0.22608(15) 0.29008(13) 0.0388(5) Uani 1 1 d . . . O3 O 0.2383(2) 0.51518(18) 0.29442(15) 0.0406(5) Uani 1 1 d D . . H3W2 H 0.192(3) 0.575(2) 0.2652(17) 0.073(12) Uiso 1 1 d D . . H3W1 H 0.266(4) 0.534(3) 0.3507(12) 0.105(16) Uiso 1 1 d D . . O4 O 0.2082(3) 0.3978(2) 0.12373(16) 0.0593(7) Uani 1 1 d D . . H4W2 H 0.185(4) 0.341(2) 0.0884(19) 0.072(12) Uiso 1 1 d D . . H4W1 H 0.146(3) 0.454(2) 0.112(2) 0.097(15) 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 0.0372(3) 0.0295(2) 0.0264(2) 0.0007(2) 0.00666(18) 0.0018(2) C1 0.082(3) 0.045(2) 0.076(3) -0.0072(18) 0.041(2) 0.014(2) C2 0.096(3) 0.063(3) 0.097(3) -0.015(2) 0.051(3) 0.013(2) C3 0.076(3) 0.100(3) 0.090(3) -0.024(3) 0.048(3) 0.023(3) C4 0.057(2) 0.081(3) 0.075(3) -0.005(2) 0.040(2) -0.001(2) C5 0.0435(19) 0.056(2) 0.0361(18) -0.0011(15) 0.0136(16) 0.0033(16) C6 0.0361(18) 0.051(2) 0.0453(19) 0.0086(15) 0.0137(16) -0.0054(15) C7 0.061(3) 0.066(2) 0.083(3) 0.021(2) 0.037(2) -0.005(2) C8 0.069(3) 0.060(3) 0.123(4) 0.032(2) 0.039(3) -0.010(2) C9 0.062(3) 0.038(2) 0.127(4) 0.011(2) 0.033(3) 0.0013(18) C10 0.051(2) 0.0391(19) 0.079(3) -0.0010(17) 0.026(2) -0.0008(16) C11 0.0318(16) 0.0261(14) 0.0259(15) 0.0006(11) 0.0091(13) 0.0001(12) C12 0.0390(18) 0.0314(16) 0.0404(18) 0.0001(14) 0.0124(15) -0.0031(14) N1 0.0442(15) 0.0338(13) 0.0287(13) 0.0007(11) 0.0065(12) -0.0062(12) N2 0.0452(15) 0.0381(14) 0.0312(13) -0.0031(12) 0.0047(12) -0.0035(13) N3 0.0456(15) 0.0333(14) 0.0301(14) 0.0036(11) 0.0053(12) -0.0027(11) N4 0.0380(13) 0.0258(12) 0.0283(12) -0.0006(10) 0.0083(11) -0.0029(11) N5 0.0542(18) 0.0418(15) 0.0417(16) 0.0003(12) 0.0206(14) 0.0075(13) N6 0.0384(14) 0.0371(14) 0.0447(16) 0.0025(12) 0.0145(12) 0.0039(12) O1 0.0818(18) 0.0304(12) 0.0574(15) 0.0137(10) -0.0039(13) -0.0177(12) O2 0.0460(13) 0.0316(11) 0.0321(12) -0.0013(9) 0.0001(10) -0.0059(9) O3 0.0494(14) 0.0419(13) 0.0282(12) -0.0009(10) 0.0072(11) 0.0142(11) O4 0.0625(16) 0.0451(15) 0.0498(15) -0.0220(12) -0.0180(12) 0.0203(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 O4 2.134(2) . ? Mn1 O3 2.167(2) . ? Mn1 O2 2.2372(19) . ? Mn1 N4 2.240(2) . ? Mn1 N5 2.259(2) . ? Mn1 N6 2.265(2) . ? C1 N5 1.341(4) . ? C1 C2 1.364(5) . ? C1 H1A 0.9300 . ? C2 C3 1.362(5) . ? C2 H2A 0.9300 . ? C3 C4 1.363(4) . ? C3 H3A 0.9300 . ? C4 C5 1.390(4) . ? C4 H4A 0.9300 . ? C5 N5 1.334(3) . ? C5 C6 1.490(4) . ? C6 N6 1.351(3) . ? C6 C7 1.375(4) . ? C7 C8 1.369(5) . ? C7 H7A 0.9300 . ? C8 C9 1.372(5) . ? C8 H8A 0.9300 . ? C9 C10 1.383(4) . ? C9 H9A 0.9300 . ? C10 N6 1.334(3) . ? C10 H10A 0.9300 . ? C11 N3 1.320(3) . ? C11 N4 1.333(3) . ? C11 C12 1.488(4) . ? C12 O1 1.231(3) . ? C12 O2 1.279(3) . ? N1 N2 1.314(3) . ? N1 N4 1.345(3) . ? N2 N3 1.352(3) . ? O3 H3W2 0.843(17) . ? O3 H3W1 0.848(17) . ? O4 H4W2 0.814(17) . ? O4 H4W1 0.842(17) . ? 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 O4 Mn1 O3 82.80(10) . . ? O4 Mn1 O2 94.93(8) . . ? O3 Mn1 O2 104.74(8) . . ? O4 Mn1 N4 163.22(9) . . ? O3 Mn1 N4 87.74(8) . . ? O2 Mn1 N4 74.08(7) . . ? O4 Mn1 N5 91.51(10) . . ? O3 Mn1 N5 165.19(9) . . ? O2 Mn1 N5 89.32(8) . . ? N4 Mn1 N5 100.82(9) . . ? O4 Mn1 N6 98.53(10) . . ? O3 Mn1 N6 95.16(9) . . ? O2 Mn1 N6 157.21(8) . . ? N4 Mn1 N6 96.09(8) . . ? N5 Mn1 N6 72.09(9) . . ? N5 C1 C2 122.8(3) . . ? N5 C1 H1A 118.6 . . ? C2 C1 H1A 118.6 . . ? C3 C2 C1 118.5(4) . . ? C3 C2 H2A 120.7 . . ? C1 C2 H2A 120.7 . . ? C2 C3 C4 120.1(3) . . ? C2 C3 H3A 120.0 . . ? C4 C3 H3A 120.0 . . ? C3 C4 C5 118.7(3) . . ? C3 C4 H4A 120.6 . . ? C5 C4 H4A 120.6 . . ? N5 C5 C4 121.5(3) . . ? N5 C5 C6 115.3(3) . . ? C4 C5 C6 123.2(3) . . ? N6 C6 C7 121.3(3) . . ? N6 C6 C5 116.3(2) . . ? C7 C6 C5 122.4(3) . . ? C8 C7 C6 119.7(3) . . ? C8 C7 H7A 120.2 . . ? C6 C7 H7A 120.2 . . ? C7 C8 C9 119.7(3) . . ? C7 C8 H8A 120.2 . . ? C9 C8 H8A 120.2 . . ? C8 C9 C10 117.9(3) . . ? C8 C9 H9A 121.1 . . ? C10 C9 H9A 121.1 . . ? N6 C10 C9 123.1(3) . . ? N6 C10 H10A 118.4 . . ? C9 C10 H10A 118.4 . . ? N3 C11 N4 111.9(2) . . ? N3 C11 C12 127.4(2) . . ? N4 C11 C12 120.6(2) . . ? O1 C12 O2 126.6(3) . . ? O1 C12 C11 119.0(3) . . ? O2 C12 C11 114.4(2) . . ? N2 N1 N4 108.5(2) . . ? N1 N2 N3 109.8(2) . . ? C11 N3 N2 104.5(2) . . ? C11 N4 N1 105.3(2) . . ? C11 N4 Mn1 112.56(17) . . ? N1 N4 Mn1 142.00(17) . . ? C5 N5 C1 118.3(3) . . ? C5 N5 Mn1 118.71(19) . . ? C1 N5 Mn1 123.0(2) . . ? C10 N6 C6 118.2(3) . . ? C10 N6 Mn1 124.3(2) . . ? C6 N6 Mn1 117.12(18) . . ? C12 O2 Mn1 118.18(17) . . ? Mn1 O3 H3W2 120(2) . . ? Mn1 O3 H3W1 117(3) . . ? H3W2 O3 H3W1 108(2) . . ? Mn1 O4 H4W2 129(2) . . ? Mn1 O4 H4W1 118(2) . . ? H4W2 O4 H4W1 112(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N5 C1 C2 C3 0.6(6) . . . . ? C1 C2 C3 C4 -1.3(7) . . . . ? C2 C3 C4 C5 0.5(6) . . . . ? C3 C4 C5 N5 0.9(5) . . . . ? C3 C4 C5 C6 180.0(3) . . . . ? N5 C5 C6 N6 6.9(4) . . . . ? C4 C5 C6 N6 -172.2(3) . . . . ? N5 C5 C6 C7 -173.0(3) . . . . ? C4 C5 C6 C7 7.9(5) . . . . ? N6 C6 C7 C8 1.4(5) . . . . ? C5 C6 C7 C8 -178.7(4) . . . . ? C6 C7 C8 C9 0.1(6) . . . . ? C7 C8 C9 C10 -0.7(6) . . . . ? C8 C9 C10 N6 -0.2(6) . . . . ? N3 C11 C12 O1 -1.4(4) . . . . ? N4 C11 C12 O1 176.3(3) . . . . ? N3 C11 C12 O2 179.1(3) . . . . ? N4 C11 C12 O2 -3.2(4) . . . . ? N4 N1 N2 N3 -0.8(3) . . . . ? N4 C11 N3 N2 0.4(3) . . . . ? C12 C11 N3 N2 178.3(2) . . . . ? N1 N2 N3 C11 0.3(3) . . . . ? N3 C11 N4 N1 -0.9(3) . . . . ? C12 C11 N4 N1 -179.0(2) . . . . ? N3 C11 N4 Mn1 -177.30(17) . . . . ? C12 C11 N4 Mn1 4.7(3) . . . . ? N2 N1 N4 C11 1.1(3) . . . . ? N2 N1 N4 Mn1 175.6(2) . . . . ? O4 Mn1 N4 C11 47.1(4) . . . . ? O3 Mn1 N4 C11 102.69(18) . . . . ? O2 Mn1 N4 C11 -3.33(16) . . . . ? N5 Mn1 N4 C11 -89.49(18) . . . . ? N6 Mn1 N4 C11 -162.36(18) . . . . ? O4 Mn1 N4 N1 -127.2(3) . . . . ? O3 Mn1 N4 N1 -71.6(3) . . . . ? O2 Mn1 N4 N1 -177.6(3) . . . . ? N5 Mn1 N4 N1 96.2(3) . . . . ? N6 Mn1 N4 N1 23.4(3) . . . . ? C4 C5 N5 C1 -1.6(5) . . . . ? C6 C5 N5 C1 179.3(3) . . . . ? C4 C5 N5 Mn1 177.1(2) . . . . ? C6 C5 N5 Mn1 -2.0(3) . . . . ? C2 C1 N5 C5 0.8(5) . . . . ? C2 C1 N5 Mn1 -177.8(3) . . . . ? O4 Mn1 N5 C5 96.8(2) . . . . ? O3 Mn1 N5 C5 29.8(5) . . . . ? O2 Mn1 N5 C5 -168.2(2) . . . . ? N4 Mn1 N5 C5 -94.6(2) . . . . ? N6 Mn1 N5 C5 -1.6(2) . . . . ? O4 Mn1 N5 C1 -84.6(3) . . . . ? O3 Mn1 N5 C1 -151.6(3) . . . . ? O2 Mn1 N5 C1 10.4(3) . . . . ? N4 Mn1 N5 C1 84.0(3) . . . . ? N6 Mn1 N5 C1 177.0(3) . . . . ? C9 C10 N6 C6 1.7(5) . . . . ? C9 C10 N6 Mn1 -171.6(3) . . . . ? C7 C6 N6 C10 -2.3(4) . . . . ? C5 C6 N6 C10 177.8(3) . . . . ? C7 C6 N6 Mn1 171.5(3) . . . . ? C5 C6 N6 Mn1 -8.4(3) . . . . ? O4 Mn1 N6 C10 90.0(3) . . . . ? O3 Mn1 N6 C10 6.5(3) . . . . ? O2 Mn1 N6 C10 -144.4(2) . . . . ? N4 Mn1 N6 C10 -81.7(3) . . . . ? N5 Mn1 N6 C10 178.8(3) . . . . ? O4 Mn1 N6 C6 -83.3(2) . . . . ? O3 Mn1 N6 C6 -166.8(2) . . . . ? O2 Mn1 N6 C6 42.2(3) . . . . ? N4 Mn1 N6 C6 104.9(2) . . . . ? N5 Mn1 N6 C6 5.5(2) . . . . ? O1 C12 O2 Mn1 -179.6(2) . . . . ? C11 C12 O2 Mn1 -0.1(3) . . . . ? O4 Mn1 O2 C12 -165.2(2) . . . . ? O3 Mn1 O2 C12 -81.4(2) . . . . ? N4 Mn1 O2 C12 1.86(19) . . . . ? N5 Mn1 O2 C12 103.3(2) . . . . ? N6 Mn1 O2 C12 68.6(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 O3 H3W2 O2 0.843(17) 1.920(18) 2.755(3) 170(3) 2 O4 H4W1 O1 0.842(17) 1.897(17) 2.729(3) 169(3) 2 O3 H3W1 N2 0.848(17) 1.904(18) 2.750(3) 176(3) 3_666 O4 H4W2 N3 0.814(17) 1.959(17) 2.772(3) 176(3) 4_565 _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 27.17 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.279 _refine_diff_density_min -0.254 _refine_diff_density_rms 0.064 # Attachment '705427.cif' data_5 _database_code_depnum_ccdc_archive 'CCDC 705427' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H8 Mn N6 O2' _chemical_formula_weight 323.18 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 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 13.626(3) _cell_length_b 14.908(3) _cell_length_c 7.4402(15) _cell_angle_alpha 90.00 _cell_angle_beta 121.61(3) _cell_angle_gamma 90.00 _cell_volume 1287.1(4) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 8254 _cell_measurement_theta_min 2.23 _cell_measurement_theta_max 27.57 _exptl_crystal_description prism _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.668 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 652 _exptl_absorpt_coefficient_mu 1.040 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7456 _exptl_absorpt_correction_T_max 0.9032 _exptl_absorpt_process_details SADABS _exptl_special_details ; Considering the high Rint value (0.1284) and the heavy disorder of the structure, the alternative lower-symmetric Cc space group had been used to solve and refine the structure. However, the Rint value for the Cc space group was even higher (0.1317), and the tetrazolecarboxlate ligand remained disordered over two positions, In addition, he bipyridine ligand shows severe ring distortion. So the data obtained with the C2/c group is reported here. ; _diffrn_ambient_temperature 150(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 2879 _diffrn_reflns_av_R_equivalents 0.1284 _diffrn_reflns_av_sigmaI/netI 0.1855 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.22 _diffrn_reflns_theta_max 26.01 _reflns_number_total 1254 _reflns_number_gt 590 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0803P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1254 _refine_ls_number_parameters 128 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.1620 _refine_ls_R_factor_gt 0.0756 _refine_ls_wR_factor_ref 0.1798 _refine_ls_wR_factor_gt 0.1500 _refine_ls_goodness_of_fit_ref 0.900 _refine_ls_restrained_S_all 0.897 _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 0.53164(9) 0.7500 0.0404(6) Uani 1 2 d S . . C3 C 0.2449(7) 0.6070(5) 0.4949(11) 0.055(2) Uani 1 1 d . . . H3A H 0.2855 0.6608 0.5341 0.067 Uiso 1 1 calc R . . C4 C 0.1281(7) 0.6107(4) 0.3772(12) 0.057(2) Uani 1 1 d . . . H4A H 0.0914 0.6662 0.3391 0.068 Uiso 1 1 calc R . . C5 C 0.0632(5) 0.5337(4) 0.3136(9) 0.0376(15) Uani 1 1 d . . . C6 C 0.1262(6) 0.4554(4) 0.3790(12) 0.059(2) Uani 1 1 d . . . H6A H 0.0882 0.4005 0.3441 0.071 Uiso 1 1 calc R . . C7 C 0.2420(7) 0.4575(4) 0.4928(12) 0.067(2) Uani 1 1 d . . . H7A H 0.2810 0.4030 0.5288 0.081 Uiso 1 1 calc R . . N5 N 0.3040(5) 0.5318(4) 0.5568(8) 0.0480(14) Uani 1 1 d . . . C1 C 0.5000 0.3278(6) 0.7500 0.044(3) Uani 1 2 d S . . N1 N 0.4988(9) 0.4007(9) 0.8705(19) 0.033(3) Uani 0.50 1 d P . 2 N2 N 0.5000(11) 0.3702(9) 1.036(2) 0.040(3) Uani 0.50 1 d P . 2 N3 N 0.5278(13) 0.2803(9) 1.061(2) 0.045(4) Uani 0.50 1 d PU . 2 N4 N 0.5002(13) 0.2540(6) 0.865(2) 0.067(4) Uani 0.50 1 d P . 2 C2 C 0.4972(14) 0.3413(11) 0.569(3) 0.045(4) Uani 0.50 1 d PU . 1 O1 O 0.5008(10) 0.4217(8) 0.518(2) 0.045(3) Uani 0.50 1 d P . 1 O2 O 0.5195(11) 0.2784(8) 0.492(2) 0.053(4) Uani 0.50 1 d PU . 1 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 0.0494(11) 0.0271(7) 0.0502(10) 0.000 0.0300(8) 0.000 C3 0.051(6) 0.033(4) 0.078(6) -0.002(4) 0.031(5) -0.005(4) C4 0.057(7) 0.030(4) 0.081(6) 0.000(4) 0.034(5) 0.004(4) C5 0.046(4) 0.033(3) 0.041(4) 0.005(3) 0.028(3) 0.004(3) C6 0.038(6) 0.035(4) 0.091(6) 0.000(4) 0.025(5) -0.002(4) C7 0.046(6) 0.023(4) 0.115(7) -0.001(4) 0.030(5) 0.000(3) N5 0.045(4) 0.039(3) 0.064(4) 0.003(3) 0.031(3) 0.000(3) C1 0.051(7) 0.026(5) 0.052(6) 0.000 0.025(5) 0.000 N1 0.038(8) 0.031(7) 0.035(7) 0.015(6) 0.022(6) 0.004(5) N2 0.025(8) 0.037(7) 0.053(9) 0.000(8) 0.018(7) 0.008(6) N3 0.045(5) 0.044(5) 0.045(5) 0.003(2) 0.023(3) -0.003(2) N4 0.123(13) 0.017(5) 0.091(10) 0.004(6) 0.077(10) 0.007(6) C2 0.045(5) 0.045(5) 0.045(4) -0.002(2) 0.024(3) 0.002(2) O1 0.057(8) 0.050(7) 0.040(7) 0.002(7) 0.034(7) -0.004(7) O2 0.054(4) 0.052(4) 0.054(4) -0.004(2) 0.028(3) 0.002(2) _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 2.105(12) 6_566 ? Mn1 O1 2.105(12) 5_666 ? Mn1 N1 2.152(11) 2_656 ? Mn1 N1 2.152(11) . ? Mn1 N2 2.165(16) 5_667 ? Mn1 N2 2.165(16) 6_565 ? Mn1 N5 2.275(5) 2_656 ? Mn1 N5 2.275(5) . ? Mn1 O1 2.385(13) . ? Mn1 O1 2.385(13) 2_656 ? C3 N5 1.315(8) . ? C3 C4 1.358(10) . ? C3 H3A 0.9300 . ? C4 C5 1.372(9) . ? C4 H4A 0.9300 . ? C5 C6 1.378(8) . ? C5 C5 1.468(12) 2 ? C6 C7 1.344(10) . ? C6 H6A 0.9300 . ? C7 N5 1.321(8) . ? C7 H7A 0.9300 . ? C1 C2 1.34(2) . ? C1 C2 1.34(2) 2_656 ? C1 N4 1.391(12) 2_656 ? C1 N4 1.391(12) . ? C1 N1 1.414(16) . ? C1 N1 1.414(16) 2_656 ? N1 N2 1.30(2) . ? N1 N1 1.81(3) 2_656 ? N2 N3 1.379(19) . ? N2 Mn1 2.165(16) 5_667 ? N3 N4 1.362(19) . ? N4 N4 1.70(3) 2_656 ? C2 O2 1.22(2) . ? C2 O1 1.27(2) . ? O1 Mn1 2.105(12) 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 O1 Mn1 O1 141.4(7) 6_566 5_666 ? O1 Mn1 N1 134.2(6) 6_566 2_656 ? O1 Mn1 N1 84.4(4) 5_666 2_656 ? O1 Mn1 N1 84.4(4) 6_566 . ? O1 Mn1 N1 134.2(6) 5_666 . ? N1 Mn1 N1 49.7(8) 2_656 . ? O1 Mn1 N2 23.2(3) 6_566 5_667 ? O1 Mn1 N2 118.2(6) 5_666 5_667 ? N1 Mn1 N2 157.4(6) 2_656 5_667 ? N1 Mn1 N2 107.6(4) . 5_667 ? O1 Mn1 N2 118.2(6) 6_566 6_565 ? O1 Mn1 N2 23.2(3) 5_666 6_565 ? N1 Mn1 N2 107.6(4) 2_656 6_565 ? N1 Mn1 N2 157.4(6) . 6_565 ? N2 Mn1 N2 95.0(7) 5_667 6_565 ? O1 Mn1 N5 88.8(3) 6_566 2_656 ? O1 Mn1 N5 91.1(3) 5_666 2_656 ? N1 Mn1 N5 90.1(3) 2_656 2_656 ? N1 Mn1 N5 90.0(3) . 2_656 ? N2 Mn1 N5 89.3(4) 5_667 2_656 ? N2 Mn1 N5 90.7(4) 6_565 2_656 ? O1 Mn1 N5 91.1(3) 6_566 . ? O1 Mn1 N5 88.8(3) 5_666 . ? N1 Mn1 N5 90.0(3) 2_656 . ? N1 Mn1 N5 90.1(3) . . ? N2 Mn1 N5 90.7(4) 5_667 . ? N2 Mn1 N5 89.3(4) 6_565 . ? N5 Mn1 N5 179.9(3) 2_656 . ? O1 Mn1 O1 155.9(4) 6_566 . ? O1 Mn1 O1 62.7(5) 5_666 . ? N1 Mn1 O1 21.7(4) 2_656 . ? N1 Mn1 O1 71.5(6) . . ? N2 Mn1 O1 179.1(4) 5_667 . ? N2 Mn1 O1 85.9(5) 6_565 . ? N5 Mn1 O1 90.5(3) 2_656 . ? N5 Mn1 O1 89.6(3) . . ? O1 Mn1 O1 62.7(5) 6_566 2_656 ? O1 Mn1 O1 155.9(4) 5_666 2_656 ? N1 Mn1 O1 71.5(6) 2_656 2_656 ? N1 Mn1 O1 21.7(4) . 2_656 ? N2 Mn1 O1 85.9(5) 5_667 2_656 ? N2 Mn1 O1 179.1(4) 6_565 2_656 ? N5 Mn1 O1 89.6(3) 2_656 2_656 ? N5 Mn1 O1 90.5(3) . 2_656 ? O1 Mn1 O1 93.2(5) . 2_656 ? N5 C3 C4 123.8(7) . . ? N5 C3 H3A 118.1 . . ? C4 C3 H3A 118.1 . . ? C3 C4 C5 120.9(7) . . ? C3 C4 H4A 119.5 . . ? C5 C4 H4A 119.5 . . ? C4 C5 C6 114.7(7) . . ? C4 C5 C5 123.2(4) . 2 ? C6 C5 C5 122.1(4) . 2 ? C7 C6 C5 120.7(6) . . ? C7 C6 H6A 119.6 . . ? C5 C6 H6A 119.6 . . ? N5 C7 C6 124.4(7) . . ? N5 C7 H7A 117.8 . . ? C6 C7 H7A 117.8 . . ? C3 N5 C7 115.5(7) . . ? C3 N5 Mn1 121.5(5) . . ? C7 N5 Mn1 123.0(5) . . ? C2 C1 C2 162.8(17) . 2_656 ? C2 C1 N4 60.9(9) . 2_656 ? C2 C1 N4 136.4(11) 2_656 2_656 ? C2 C1 N4 136.4(11) . . ? C2 C1 N4 60.9(9) 2_656 . ? N4 C1 N4 75.5(11) 2_656 . ? C2 C1 N1 121.1(12) . . ? C2 C1 N1 41.6(7) 2_656 . ? N4 C1 N1 177.9(8) 2_656 . ? N4 C1 N1 102.5(6) . . ? C2 C1 N1 41.6(7) . 2_656 ? C2 C1 N1 121.1(12) 2_656 2_656 ? N4 C1 N1 102.5(6) 2_656 2_656 ? N4 C1 N1 177.9(8) . 2_656 ? N1 C1 N1 79.6(10) . 2_656 ? N2 N1 C1 109.3(12) . . ? N2 N1 N1 159.5(11) . 2_656 ? C1 N1 N1 50.2(5) . 2_656 ? N2 N1 Mn1 135.3(14) . . ? C1 N1 Mn1 115.3(7) . . ? N1 N1 Mn1 65.1(4) 2_656 . ? N1 N2 N3 109.7(15) . . ? N1 N2 Mn1 117.1(13) . 5_667 ? N3 N2 Mn1 131.4(11) . 5_667 ? N4 N3 N2 103.3(12) . . ? N3 N4 C1 110.0(9) . . ? N3 N4 N4 158.3(13) . 2_656 ? C1 N4 N4 52.2(5) . 2_656 ? O2 C2 O1 122(2) . . ? O2 C2 C1 118.4(16) . . ? O1 C2 C1 117.4(17) . . ? C2 O1 Mn1 128.1(15) . 5_666 ? C2 O1 Mn1 114.5(14) . . ? Mn1 O1 Mn1 117.3(5) 5_666 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N5 C3 C4 C5 -0.3(12) . . . . ? C3 C4 C5 C6 0.1(11) . . . . ? C3 C4 C5 C5 180.0(7) . . . 2 ? C4 C5 C6 C7 -1.1(11) . . . . ? C5 C5 C6 C7 179.0(7) 2 . . . ? C5 C6 C7 N5 2.5(13) . . . . ? C4 C3 N5 C7 1.4(11) . . . . ? C4 C3 N5 Mn1 179.1(5) . . . . ? C6 C7 N5 C3 -2.6(12) . . . . ? C6 C7 N5 Mn1 179.8(6) . . . . ? O1 Mn1 N5 C3 72.1(6) 6_566 . . . ? O1 Mn1 N5 C3 -69.3(6) 5_666 . . . ? N1 Mn1 N5 C3 -153.7(7) 2_656 . . . ? N1 Mn1 N5 C3 156.5(7) . . . . ? N2 Mn1 N5 C3 48.9(6) 5_667 . . . ? N2 Mn1 N5 C3 -46.1(6) 6_565 . . . ? N5 Mn1 N5 C3 1(100) 2_656 . . . ? O1 Mn1 N5 C3 -132.0(6) . . . . ? O1 Mn1 N5 C3 134.8(6) 2_656 . . . ? O1 Mn1 N5 C7 -110.4(7) 6_566 . . . ? O1 Mn1 N5 C7 108.2(7) 5_666 . . . ? N1 Mn1 N5 C7 23.7(7) 2_656 . . . ? N1 Mn1 N5 C7 -26.0(7) . . . . ? N2 Mn1 N5 C7 -133.6(7) 5_667 . . . ? N2 Mn1 N5 C7 131.4(7) 6_565 . . . ? N5 Mn1 N5 C7 179(100) 2_656 . . . ? O1 Mn1 N5 C7 45.5(6) . . . . ? O1 Mn1 N5 C7 -47.7(6) 2_656 . . . ? C2 C1 N1 N2 178.9(11) . . . . ? C2 C1 N1 N2 -1.9(12) 2_656 . . . ? N4 C1 N1 N2 19(22) 2_656 . . . ? N4 C1 N1 N2 0.9(12) . . . . ? N1 C1 N1 N2 -178.5(13) 2_656 . . . ? C2 C1 N1 N1 -2.7(12) . . . 2_656 ? C2 C1 N1 N1 176.5(15) 2_656 . . 2_656 ? N4 C1 N1 N1 -163(21) 2_656 . . 2_656 ? N4 C1 N1 N1 179.4(7) . . . 2_656 ? C2 C1 N1 Mn1 -2.7(12) . . . . ? C2 C1 N1 Mn1 176.5(15) 2_656 . . . ? N4 C1 N1 Mn1 -163(21) 2_656 . . . ? N4 C1 N1 Mn1 179.4(7) . . . . ? N1 C1 N1 Mn1 0.000(2) 2_656 . . . ? O1 Mn1 N1 N2 -0.9(12) 6_566 . . . ? O1 Mn1 N1 N2 179.5(11) 5_666 . . . ? N1 Mn1 N1 N2 177.9(17) 2_656 . . . ? N2 Mn1 N1 N2 -1.4(15) 5_667 . . . ? N2 Mn1 N1 N2 179.7(16) 6_565 . . . ? N5 Mn1 N1 N2 87.9(12) 2_656 . . . ? N5 Mn1 N1 N2 -92.1(12) . . . . ? O1 Mn1 N1 N2 178.4(13) . . . . ? O1 Mn1 N1 N2 -0.9(12) 2_656 . . . ? O1 Mn1 N1 C1 -178.9(7) 6_566 . . . ? O1 Mn1 N1 C1 1.5(9) 5_666 . . . ? N1 Mn1 N1 C1 0.000(1) 2_656 . . . ? N2 Mn1 N1 C1 -179.3(6) 5_667 . . . ? N2 Mn1 N1 C1 1.7(15) 6_565 . . . ? N5 Mn1 N1 C1 -90.1(6) 2_656 . . . ? N5 Mn1 N1 C1 90.0(6) . . . . ? O1 Mn1 N1 C1 0.4(6) . . . . ? O1 Mn1 N1 C1 -178.9(16) 2_656 . . . ? O1 Mn1 N1 N1 -178.9(6) 6_566 . . 2_656 ? O1 Mn1 N1 N1 1.5(9) 5_666 . . 2_656 ? N2 Mn1 N1 N1 -179.3(6) 5_667 . . 2_656 ? N2 Mn1 N1 N1 1.7(15) 6_565 . . 2_656 ? N5 Mn1 N1 N1 -90.1(6) 2_656 . . 2_656 ? N5 Mn1 N1 N1 90.0(6) . . . 2_656 ? O1 Mn1 N1 N1 0.4(6) . . . 2_656 ? O1 Mn1 N1 N1 -178.9(16) 2_656 . . 2_656 ? C1 N1 N2 N3 13.3(15) . . . . ? N1 N1 N2 N3 10(4) 2_656 . . . ? Mn1 N1 N2 N3 -164.7(10) . . . . ? C1 N1 N2 Mn1 179.5(6) . . . 5_667 ? N1 N1 N2 Mn1 176(3) 2_656 . . 5_667 ? Mn1 N1 N2 Mn1 1.5(16) . . . 5_667 ? N1 N2 N3 N4 -22.0(17) . . . . ? Mn1 N2 N3 N4 174.5(11) 5_667 . . . ? N2 N3 N4 C1 22.7(16) . . . . ? N2 N3 N4 N4 55(4) . . . 2_656 ? C2 C1 N4 N3 167.5(13) . . . . ? C2 C1 N4 N3 -12.9(13) 2_656 . . . ? N4 C1 N4 N3 165.6(19) 2_656 . . . ? N1 C1 N4 N3 -15.0(14) . . . . ? N1 C1 N4 N3 147(21) 2_656 . . . ? C2 C1 N4 N4 1.9(17) . . . 2_656 ? C2 C1 N4 N4 -178.5(14) 2_656 . . 2_656 ? N1 C1 N4 N4 179.3(8) . . . 2_656 ? N1 C1 N4 N4 -18(22) 2_656 . . 2_656 ? C2 C1 C2 O2 165.0(16) 2_656 . . . ? N4 C1 C2 O2 -14.1(15) 2_656 . . . ? N4 C1 C2 O2 -16(2) . . . . ? N1 C1 C2 O2 166.7(12) . . . . ? N1 C1 C2 O2 163(2) 2_656 . . . ? C2 C1 C2 O1 2.7(12) 2_656 . . . ? N4 C1 C2 O1 -176.4(18) 2_656 . . . ? N4 C1 C2 O1 -178.5(11) . . . . ? N1 C1 C2 O1 4.4(17) . . . . ? N1 C1 C2 O1 0.5(10) 2_656 . . . ? O2 C2 O1 Mn1 18(2) . . . 5_666 ? C1 C2 O1 Mn1 179.3(8) . . . 5_666 ? O2 C2 O1 Mn1 -165.4(14) . . . . ? C1 C2 O1 Mn1 -3.7(16) . . . . ? O1 Mn1 O1 C2 3(2) 6_566 . . . ? O1 Mn1 O1 C2 -177.4(14) 5_666 . . . ? N1 Mn1 O1 C2 2.7(11) 2_656 . . . ? N1 Mn1 O1 C2 1.8(10) . . . . ? N2 Mn1 O1 C2 18(23) 5_667 . . . ? N2 Mn1 O1 C2 -177.8(10) 6_565 . . . ? N5 Mn1 O1 C2 91.6(10) 2_656 . . . ? N5 Mn1 O1 C2 -88.5(10) . . . . ? O1 Mn1 O1 C2 2.0(9) 2_656 . . . ? O1 Mn1 O1 Mn1 -179.2(9) 6_566 . . 5_666 ? O1 Mn1 O1 Mn1 0.0 5_666 . . 5_666 ? N1 Mn1 O1 Mn1 -180.0(15) 2_656 . . 5_666 ? N1 Mn1 O1 Mn1 179.1(6) . . . 5_666 ? N2 Mn1 O1 Mn1 -165(23) 5_667 . . 5_666 ? N2 Mn1 O1 Mn1 -0.4(6) 6_565 . . 5_666 ? N5 Mn1 O1 Mn1 -91.0(5) 2_656 . . 5_666 ? N5 Mn1 O1 Mn1 88.9(5) . . . 5_666 ? O1 Mn1 O1 Mn1 179.4(7) 2_656 . . 5_666 ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 26.01 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 1.047 _refine_diff_density_min -0.937 _refine_diff_density_rms 0.145 # Attachment '705428.cif' data_6 _database_code_depnum_ccdc_archive 'CCDC 705428' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H22 Mn2 N10 O8' _chemical_formula_weight 604.33 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 '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 27.573(11) _cell_length_b 6.499(3) _cell_length_c 15.339(6) _cell_angle_alpha 90.00 _cell_angle_beta 123.300(6) _cell_angle_gamma 90.00 _cell_volume 2297.4(16) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 603 _cell_measurement_theta_min 2.66 _cell_measurement_theta_max 19.70 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.747 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1232 _exptl_absorpt_coefficient_mu 1.167 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7209 _exptl_absorpt_correction_T_max 0.8922 _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 '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 6812 _diffrn_reflns_av_R_equivalents 0.0890 _diffrn_reflns_av_sigmaI/netI 0.1181 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 35 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.66 _diffrn_reflns_theta_max 27.46 _reflns_number_total 2623 _reflns_number_gt 1359 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0671P)^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 SHELXL _refine_ls_extinction_coef 0.0016(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2623 _refine_ls_number_parameters 231 _refine_ls_number_restraints 14 _refine_ls_R_factor_all 0.1374 _refine_ls_R_factor_gt 0.0657 _refine_ls_wR_factor_ref 0.1718 _refine_ls_wR_factor_gt 0.1394 _refine_ls_goodness_of_fit_ref 0.973 _refine_ls_restrained_S_all 0.971 _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 0.27629(4) 0.36569(12) 0.70408(6) 0.0369(3) Uani 1 1 d . . . C1 C 0.3109(10) 0.7342(13) 0.6267(16) 0.027(2) Uani 0.698(6) 1 d PD . 1 C2 C 0.2861(3) 0.8546(15) 0.6762(6) 0.0321(16) Uani 0.698(6) 1 d P . 1 N1 N 0.3154(4) 0.5294(12) 0.6356(6) 0.035(2) Uani 0.698(6) 1 d PD . 1 N2 N 0.3359(3) 0.4687(12) 0.5784(6) 0.0373(17) Uani 0.698(6) 1 d PD . 1 N3 N 0.3452(8) 0.6350(18) 0.5373(15) 0.036(3) Uani 0.698(6) 1 d PD . 1 N4 N 0.3291(3) 0.8037(9) 0.5682(5) 0.0350(17) Uani 0.698(6) 1 d PD . 1 O1 O 0.2662(2) 0.7439(11) 0.7174(4) 0.0362(16) Uani 0.698(6) 1 d P . 1 O2 O 0.287(2) 1.0458(19) 0.674(4) 0.042(2) Uani 0.698(6) 1 d P . 1 C1' C 0.305(3) 0.777(3) 0.637(4) 0.027(2) Uani 0.302(6) 1 d PD . 2 C2' C 0.3232(7) 0.623(3) 0.5850(13) 0.0321(16) Uani 0.302(6) 1 d P . 2 N1' N 0.2797(7) 0.711(2) 0.6846(12) 0.028(4) Uani 0.302(6) 1 d PD . 2 N2' N 0.2668(7) 0.877(3) 0.7185(12) 0.0373(17) Uani 0.302(6) 1 d PD . 2 N3' N 0.285(7) 1.033(6) 0.686(11) 0.042(2) Uani 0.302(6) 1 d PD . 2 N4' N 0.3064(6) 0.981(2) 0.6299(10) 0.035(4) Uani 0.302(6) 1 d PD . 2 O1' O 0.3199(8) 0.435(3) 0.6068(13) 0.043(5) Uani 0.302(6) 1 d P . 2 O2' O 0.3362(18) 0.694(5) 0.530(3) 0.036(3) Uani 0.302(6) 1 d P . 2 C3 C 0.4172(2) 0.0951(9) 0.3767(4) 0.0457(15) Uani 1 1 d . . . H11A H 0.3849 0.0515 0.3761 0.055 Uiso 1 1 calc R . . C4 C 0.4480(2) -0.0506(9) 0.3614(4) 0.0419(14) Uani 1 1 d . . . H4A H 0.4362 -0.1875 0.3499 0.050 Uiso 1 1 calc R . . C5 C 0.4971(2) 0.0100(8) 0.3634(4) 0.0346(12) Uani 1 1 d . . . C6 C 0.5113(3) 0.2156(9) 0.3795(4) 0.0430(14) Uani 1 1 d . . . H6A H 0.5436 0.2632 0.3812 0.052 Uiso 1 1 calc R . . C7 C 0.4774(3) 0.3504(9) 0.3931(5) 0.0515(16) Uani 1 1 d . . . H7A H 0.4878 0.4887 0.4034 0.062 Uiso 1 1 calc R . . C8 C 0.5337(2) -0.1408(9) 0.3493(4) 0.0427(14) Uani 1 1 d . . . H8A H 0.5524 -0.2335 0.4085 0.051 Uiso 1 1 calc R . . H8B H 0.5640 -0.0657 0.3489 0.051 Uiso 1 1 calc R . . C9 C 0.5000 -0.2673(13) 0.2500 0.048(2) Uani 1 2 d SD . . H9A H 0.526(2) -0.353(7) 0.245(4) 0.058 Uiso 1 1 d D . . N5 N 0.4305(2) 0.2949(8) 0.3923(3) 0.0472(13) Uani 1 1 d . . . O4 O 0.19245(18) 0.3670(7) 0.5567(3) 0.0481(10) Uani 1 1 d D . . H4W2 H 0.185(3) 0.480(5) 0.524(4) 0.07(2) Uiso 1 1 d D . . H4W1 H 0.186(4) 0.267(6) 0.516(4) 0.12(4) Uiso 1 1 d D . . O3 O 0.35391(18) 0.3957(6) 0.8599(3) 0.0407(10) Uani 1 1 d . . . H3W2 H 0.379(2) 0.509(10) 0.873(4) 0.055(18) Uiso 1 1 d . . . H3W1 H 0.347(3) 0.366(9) 0.903(5) 0.07(2) 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 0.0403(5) 0.0275(5) 0.0413(5) 0.0039(4) 0.0213(4) -0.0012(4) C1 0.031(6) 0.030(5) 0.021(5) 0.001(6) 0.015(3) -0.001(6) C2 0.025(4) 0.036(5) 0.028(4) 0.000(4) 0.010(3) -0.007(4) N1 0.050(5) 0.028(5) 0.040(5) -0.011(3) 0.032(4) -0.011(4) N2 0.047(5) 0.027(4) 0.040(4) 0.007(3) 0.025(3) 0.009(3) N3 0.042(7) 0.035(8) 0.040(4) -0.001(6) 0.028(5) 0.007(6) N4 0.046(4) 0.031(4) 0.042(4) -0.003(3) 0.033(3) 0.006(3) O1 0.040(3) 0.046(4) 0.029(3) -0.002(3) 0.023(3) 0.008(3) O2 0.054(5) 0.019(3) 0.052(12) 0.005(4) 0.028(5) 0.003(4) C1' 0.031(6) 0.030(5) 0.021(5) 0.001(6) 0.015(3) -0.001(6) C2' 0.025(4) 0.036(5) 0.028(4) 0.000(4) 0.010(3) -0.007(4) N1' 0.048(11) 0.016(9) 0.034(9) -0.013(7) 0.032(8) -0.007(7) N2' 0.047(5) 0.027(4) 0.040(4) 0.007(3) 0.025(3) 0.009(3) N3' 0.054(5) 0.019(3) 0.052(12) 0.005(4) 0.028(5) 0.003(4) N4' 0.042(10) 0.045(10) 0.024(8) -0.002(7) 0.023(7) -0.002(7) O1' 0.062(11) 0.036(11) 0.039(10) -0.001(7) 0.032(8) -0.029(9) O2' 0.042(7) 0.035(8) 0.040(4) -0.001(6) 0.028(5) 0.007(6) C3 0.038(3) 0.050(4) 0.047(4) 0.001(3) 0.021(3) 0.007(3) C4 0.045(4) 0.037(3) 0.046(4) 0.000(3) 0.026(3) 0.004(3) C5 0.036(3) 0.037(3) 0.028(3) 0.000(2) 0.016(2) -0.003(2) C6 0.048(4) 0.047(4) 0.045(4) 0.001(3) 0.033(3) -0.002(3) C7 0.074(5) 0.034(3) 0.059(4) -0.005(3) 0.044(4) -0.001(3) C8 0.051(4) 0.045(4) 0.038(3) 0.005(3) 0.028(3) 0.007(3) C9 0.068(7) 0.037(5) 0.055(6) 0.000 0.044(5) 0.000 N5 0.055(3) 0.050(3) 0.037(3) 0.005(2) 0.025(3) 0.017(3) O4 0.048(3) 0.043(3) 0.045(2) 0.009(2) 0.020(2) -0.007(2) O3 0.044(2) 0.038(3) 0.040(2) 0.0050(18) 0.023(2) -0.0045(19) _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 N2' 2.093(17) 4_546 ? Mn1 N1 2.153(8) . ? Mn1 O3 2.171(4) . ? Mn1 O4 2.171(4) . ? Mn1 O2 2.184(13) 1_545 ? Mn1 N3' 2.21(4) 1_545 ? Mn1 O1 2.236(7) 4_546 ? Mn1 N1' 2.275(15) . ? Mn1 O1' 2.419(17) . ? Mn1 O1 2.495(7) . ? C1 N4 1.324(10) . ? C1 N1 1.337(11) . ? C1 C2 1.494(12) . ? C2 O2 1.243(14) . ? C2 O1 1.265(10) . ? N1 N2 1.337(10) . ? N2 N3 1.345(15) . ? N3 N4 1.361(12) . ? O1 Mn1 2.236(7) 4_556 ? O2 Mn1 2.184(13) 1_565 ? C1' N1' 1.329(19) . ? C1' N4' 1.329(19) . ? C1' C2' 1.52(3) . ? C2' O2' 1.18(4) . ? C2' O1' 1.28(3) . ? N1' N2' 1.327(15) . ? N2' N3' 1.34(2) . ? N2' Mn1 2.093(17) 4_556 ? N3' N4' 1.33(2) . ? N3' Mn1 2.21(4) 1_565 ? C3 N5 1.335(7) . ? C3 C4 1.374(7) . ? C3 H11A 0.9300 . ? C4 C5 1.393(7) . ? C4 H4A 0.9300 . ? C5 C6 1.376(8) . ? C5 C8 1.506(7) . ? C6 C7 1.377(8) . ? C6 H6A 0.9300 . ? C7 N5 1.336(7) . ? C7 H7A 0.9300 . ? C8 C9 1.518(7) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C8 1.518(7) 2_655 ? C9 H9A 0.956(19) . ? O4 H4W2 0.85(2) . ? O4 H4W1 0.85(2) . ? O3 H3W2 0.95(6) . ? O3 H3W1 0.81(6) . ? 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 N2' Mn1 N1 148.3(5) 4_546 . ? N2' Mn1 O3 84.0(4) 4_546 . ? N1 Mn1 O3 92.2(3) . . ? N2' Mn1 O4 88.8(5) 4_546 . ? N1 Mn1 O4 91.3(2) . . ? O3 Mn1 O4 171.15(17) . . ? N2' Mn1 O2 109.8(5) 4_546 1_545 ? N1 Mn1 O2 101.9(3) . 1_545 ? O3 Mn1 O2 98.8(15) . 1_545 ? O4 Mn1 O2 88.5(15) . 1_545 ? N2' Mn1 N3' 103.9(9) 4_546 1_545 ? N1 Mn1 N3' 107.8(7) . 1_545 ? O3 Mn1 N3' 97(4) . 1_545 ? O4 Mn1 N3' 90(5) . 1_545 ? O2 Mn1 N3' 6.2(14) 1_545 1_545 ? N2' Mn1 O1 22.8(4) 4_546 4_546 ? N1 Mn1 O1 171.1(3) . 4_546 ? O3 Mn1 O1 85.99(19) . 4_546 ? O4 Mn1 O1 89.36(18) . 4_546 ? O2 Mn1 O1 87.0(3) 1_545 4_546 ? N3' Mn1 O1 81.1(7) 1_545 4_546 ? N2' Mn1 N1' 96.7(7) 4_546 . ? N1 Mn1 N1' 51.7(4) . . ? O3 Mn1 N1' 88.2(4) . . ? O4 Mn1 N1' 87.5(4) . . ? O2 Mn1 N1' 153.1(5) 1_545 . ? N3' Mn1 N1' 159.2(7) 1_545 . ? O1 Mn1 N1' 119.5(5) 4_546 . ? N2' Mn1 O1' 166.8(7) 4_546 . ? N1 Mn1 O1' 19.2(4) . . ? O3 Mn1 O1' 98.0(4) . . ? O4 Mn1 O1' 87.9(4) . . ? O2 Mn1 O1' 82.9(5) 1_545 . ? N3' Mn1 O1' 88.9(8) 1_545 . ? O1 Mn1 O1' 169.7(5) 4_546 . ? N1' Mn1 O1' 70.4(6) . . ? N2' Mn1 O1 78.2(5) 4_546 . ? N1 Mn1 O1 70.2(2) . . ? O3 Mn1 O1 84.74(17) . . ? O4 Mn1 O1 88.76(19) . . ? O2 Mn1 O1 171.6(4) 1_545 . ? N3' Mn1 O1 178(2) 1_545 . ? O1 Mn1 O1 100.94(18) 4_546 . ? N1' Mn1 O1 18.6(4) . . ? O1' Mn1 O1 89.0(5) . . ? N4 C1 N1 111.2(8) . . ? N4 C1 C2 128.0(8) . . ? N1 C1 C2 120.7(9) . . ? O2 C2 O1 127.0(10) . . ? O2 C2 C1 119.3(8) . . ? O1 C2 C1 113.7(10) . . ? C1 N1 N2 105.9(7) . . ? C1 N1 Mn1 120.0(6) . . ? N2 N1 Mn1 132.7(6) . . ? N1 N2 N3 109.2(8) . . ? N2 N3 N4 107.6(11) . . ? C1 N4 N3 106.1(9) . . ? C2 O1 Mn1 124.5(7) . 4_556 ? C2 O1 Mn1 114.9(7) . . ? Mn1 O1 Mn1 120.5(3) 4_556 . ? C2 O2 Mn1 159.8(7) . 1_565 ? N1' C1' N4' 114(2) . . ? N1' C1' C2' 119.9(19) . . ? N4' C1' C2' 125(2) . . ? O2' C2' O1' 131(3) . . ? O2' C2' C1' 116(2) . . ? O1' C2' C1' 113.5(19) . . ? N2' N1' C1' 106.8(19) . . ? N2' N1' Mn1 135.3(16) . . ? C1' N1' Mn1 117.5(13) . . ? N1' N2' N3' 103(2) . . ? N1' N2' Mn1 123.4(16) . 4_556 ? N3' N2' Mn1 133.0(18) . 4_556 ? N4' N3' N2' 116(3) . . ? N4' N3' Mn1 116(2) . 1_565 ? N2' N3' Mn1 127(2) . 1_565 ? N3' N4' C1' 99(2) . . ? C2' O1' Mn1 117.9(17) . . ? N5 C3 C4 124.5(6) . . ? N5 C3 H11A 117.8 . . ? C4 C3 H11A 117.8 . . ? C3 C4 C5 119.0(6) . . ? C3 C4 H4A 120.5 . . ? C5 C4 H4A 120.5 . . ? C6 C5 C4 117.1(5) . . ? C6 C5 C8 120.6(5) . . ? C4 C5 C8 122.2(5) . . ? C5 C6 C7 119.7(5) . . ? C5 C6 H6A 120.2 . . ? C7 C6 H6A 120.2 . . ? N5 C7 C6 124.0(6) . . ? N5 C7 H7A 118.0 . . ? C6 C7 H7A 118.0 . . ? C5 C8 C9 114.0(4) . . ? C5 C8 H8A 108.7 . . ? C9 C8 H8A 108.7 . . ? C5 C8 H8B 108.7 . . ? C9 C8 H8B 108.7 . . ? H8A C8 H8B 107.6 . . ? C8 C9 C8 114.4(7) . 2_655 ? C8 C9 H9A 109(3) . . ? C8 C9 H9A 108(3) 2_655 . ? C3 N5 C7 115.7(5) . . ? Mn1 O4 H4W2 113(4) . . ? Mn1 O4 H4W1 116(5) . . ? H4W2 O4 H4W1 110(3) . . ? Mn1 O3 H3W2 118(3) . . ? Mn1 O3 H3W1 111(5) . . ? H3W2 O3 H3W1 118(6) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N4 C1 C2 O2 -8(4) . . . . ? N1 C1 C2 O2 174(3) . . . . ? N4 C1 C2 O1 172.0(17) . . . . ? N1 C1 C2 O1 -6(2) . . . . ? N4 C1 N1 N2 -1(2) . . . . ? C2 C1 N1 N2 176.6(15) . . . . ? N4 C1 N1 Mn1 -169.8(10) . . . . ? C2 C1 N1 Mn1 8(2) . . . . ? N2' Mn1 N1 C1 -6.9(17) 4_546 . . . ? O3 Mn1 N1 C1 -88.9(13) . . . . ? O4 Mn1 N1 C1 82.9(13) . . . . ? O2 Mn1 N1 C1 172(2) 1_545 . . . ? N3' Mn1 N1 C1 173(5) 1_545 . . . ? O1 Mn1 N1 C1 -11(3) 4_546 . . . ? N1' Mn1 N1 C1 -2.9(14) . . . . ? O1' Mn1 N1 C1 163(2) . . . . ? O1 Mn1 N1 C1 -5.3(13) . . . . ? N2' Mn1 N1 N2 -171.5(10) 4_546 . . . ? O3 Mn1 N1 N2 106.4(9) . . . . ? O4 Mn1 N1 N2 -81.8(9) . . . . ? O2 Mn1 N1 N2 7.0(18) 1_545 . . . ? N3' Mn1 N1 N2 9(5) 1_545 . . . ? O1 Mn1 N1 N2 -175.8(13) 4_546 . . . ? N1' Mn1 N1 N2 -167.6(11) . . . . ? O1' Mn1 N1 N2 -2.0(14) . . . . ? O1 Mn1 N1 N2 -170.0(9) . . . . ? C1 N1 N2 N3 1.5(17) . . . . ? Mn1 N1 N2 N3 167.7(11) . . . . ? N1 N2 N3 N4 -1.0(17) . . . . ? N1 C1 N4 N3 1(2) . . . . ? C2 C1 N4 N3 -177(2) . . . . ? N2 N3 N4 C1 0.1(19) . . . . ? O2 C2 O1 Mn1 2(3) . . . 4_556 ? C1 C2 O1 Mn1 -178.6(11) . . . 4_556 ? O2 C2 O1 Mn1 -179(3) . . . . ? C1 C2 O1 Mn1 0.8(12) . . . . ? N2' Mn1 O1 C2 -178.6(7) 4_546 . . . ? N1 Mn1 O1 C2 2.2(5) . . . . ? O3 Mn1 O1 C2 96.4(5) . . . . ? O4 Mn1 O1 C2 -89.6(5) . . . . ? O2 Mn1 O1 C2 -18(10) 1_545 . . . ? N3' Mn1 O1 C2 -29(100) 1_545 . . . ? O1 Mn1 O1 C2 -178.7(6) 4_546 . . . ? N1' Mn1 O1 C2 -3.7(13) . . . . ? O1' Mn1 O1 C2 -1.7(6) . . . . ? N2' Mn1 O1 Mn1 0.8(5) 4_546 . . 4_556 ? N1 Mn1 O1 Mn1 -178.4(4) . . . 4_556 ? O3 Mn1 O1 Mn1 -84.2(3) . . . 4_556 ? O4 Mn1 O1 Mn1 89.8(3) . . . 4_556 ? O2 Mn1 O1 Mn1 161(10) 1_545 . . 4_556 ? N3' Mn1 O1 Mn1 150(100) 1_545 . . 4_556 ? O1 Mn1 O1 Mn1 0.69(12) 4_546 . . 4_556 ? N1' Mn1 O1 Mn1 175.7(15) . . . 4_556 ? O1' Mn1 O1 Mn1 177.7(5) . . . 4_556 ? O1 C2 O2 Mn1 5(14) . . . 1_565 ? C1 C2 O2 Mn1 -175(10) . . . 1_565 ? N1' C1' C2' O2' 168(4) . . . . ? N4' C1' C2' O2' -5(7) . . . . ? N1' C1' C2' O1' -10(6) . . . . ? N4' C1' C2' O1' 178(4) . . . . ? N4' C1' N1' N2' -5(5) . . . . ? C2' C1' N1' N2' -178(4) . . . . ? N4' C1' N1' Mn1 -179(3) . . . . ? C2' C1' N1' Mn1 8(6) . . . . ? N2' Mn1 N1' N2' 8(2) 4_546 . . . ? N1 Mn1 N1' N2' -170(2) . . . . ? O3 Mn1 N1' N2' -76.2(17) . . . . ? O4 Mn1 N1' N2' 96.1(17) . . . . ? O2 Mn1 N1' N2' 178(4) 1_545 . . . ? N3' Mn1 N1' N2' 180(13) 1_545 . . . ? O1 Mn1 N1' N2' 8.2(19) 4_546 . . . ? O1' Mn1 N1' N2' -175.3(19) . . . . ? O1 Mn1 N1' N2' 2.6(11) . . . . ? N2' Mn1 N1' C1' 180(3) 4_546 . . . ? N1 Mn1 N1' C1' 2(3) . . . . ? O3 Mn1 N1' C1' 96(3) . . . . ? O4 Mn1 N1' C1' -92(3) . . . . ? O2 Mn1 N1' C1' -10(5) 1_545 . . . ? N3' Mn1 N1' C1' -8(13) 1_545 . . . ? O1 Mn1 N1' C1' -180(3) 4_546 . . . ? O1' Mn1 N1' C1' -3(3) . . . . ? O1 Mn1 N1' C1' 175(4) . . . . ? C1' N1' N2' N3' 1(8) . . . . ? Mn1 N1' N2' N3' 174(8) . . . . ? C1' N1' N2' Mn1 178(3) . . . 4_556 ? Mn1 N1' N2' Mn1 -9(2) . . . 4_556 ? N1' N2' N3' N4' 3(14) . . . . ? Mn1 N2' N3' N4' -174(5) 4_556 . . . ? N1' N2' N3' Mn1 177(10) . . . 1_565 ? Mn1 N2' N3' Mn1 0(18) 4_556 . . 1_565 ? N2' N3' N4' C1' -5(14) . . . . ? Mn1 N3' N4' C1' -180(8) 1_565 . . . ? N1' C1' N4' N3' 6(9) . . . . ? C2' C1' N4' N3' 179(9) . . . . ? O2' C2' O1' Mn1 -170(3) . . . . ? C1' C2' O1' Mn1 7(3) . . . . ? N2' Mn1 O1' C2' 10(3) 4_546 . . . ? N1 Mn1 O1' C2' -14.6(12) . . . . ? O3 Mn1 O1' C2' -87.9(14) . . . . ? O4 Mn1 O1' C2' 85.4(13) . . . . ? O2 Mn1 O1' C2' 174(2) 1_545 . . . ? N3' Mn1 O1' C2' 176(5) 1_545 . . . ? O1 Mn1 O1' C2' 160.1(18) 4_546 . . . ? N1' Mn1 O1' C2' -2.7(13) . . . . ? O1 Mn1 O1' C2' -3.4(13) . . . . ? N5 C3 C4 C5 0.9(8) . . . . ? C3 C4 C5 C6 -0.8(7) . . . . ? C3 C4 C5 C8 178.9(5) . . . . ? C4 C5 C6 C7 0.2(8) . . . . ? C8 C5 C6 C7 -179.5(5) . . . . ? C5 C6 C7 N5 0.3(9) . . . . ? C6 C5 C8 C9 -125.4(6) . . . . ? C4 C5 C8 C9 54.9(7) . . . . ? C5 C8 C9 C8 55.9(4) . . . 2_655 ? C4 C3 N5 C7 -0.4(8) . . . . ? C6 C7 N5 C3 -0.3(8) . . . . ? 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 O4 H4W2 N4 0.85(2) 1.88(3) 2.712(7) 168(6) 7_566 O4 H4W2 O2' 0.85(2) 2.23(3) 3.06(3) 165(5) 7_566 O4 H4W2 N4' 0.85(2) 2.51(5) 3.046(13) 122(5) 7_566 O4 H4W1 N2 0.85(2) 1.96(2) 2.809(9) 176(8) 7_556 O4 H4W1 O1' 0.85(2) 2.23(4) 3.054(19) 163(7) 7_556 O3 H3W2 N5 0.95(6) 1.81(6) 2.757(6) 173(5) 6_566 O3 H3W1 N3 0.81(6) 2.09(7) 2.868(17) 163(6) 6_566 O3 H3W1 O2' 0.81(6) 2.16(7) 2.96(3) 174(7) 6_566 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.568 _refine_diff_density_min -0.446 _refine_diff_density_rms 0.108