Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Dr Shyamal Kumar Chattopadhyay' _publ_contact_author_address ; Department of Chemistry Bengal Engineering and Science University, Shibpur College Road P.O.: B. Garden HOWRAH WEST BENGAL 711 103 INDIA ; _publ_contact_author_email SHCH20@HOTMAIL.COM _publ_section_title ; Versatility of 2,6-diacetylpyridine (dap) hydrazones in stabilizing uncommon coordination geometry of Mn(II): Synthesis, spectroscopic and structural characterization of several seven and eight coordinated MnII complexes. Magnetic properties of a linear chain of [Mn(dapA2)]n (dapAH2 = bis-(anthraniloyl hydrazone) of dap) ; loop_ _publ_author_name 'Shyamal Kumar Chattopadhyay' 'Alexander J. Blake' 'Montserrat Corbella' 'Dipankar Mishra' 'Subhendu Naskar' data_MN2ACP _database_code_depnum_ccdc_archive 'CCDC 241987' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H28 Mn N6 O6, C3 H7 N O' _chemical_formula_sum 'C35 H35 Mn N7 O7' _chemical_formula_weight 720.64 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/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 13.4258(13) _cell_length_b 15.749(2) _cell_length_c 16.267(2) _cell_angle_alpha 90.00 _cell_angle_beta 105.174(2) _cell_angle_gamma 90.00 _cell_volume 3319.6(7) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 12896 _cell_measurement_theta_min 2.2 _cell_measurement_theta_max 27.5 _exptl_crystal_description tablet _exptl_crystal_colour orange _exptl_crystal_size_max 0.85 _exptl_crystal_size_mid 0.49 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.442 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1500 _exptl_absorpt_coefficient_mu 0.459 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.428 _exptl_absorpt_correction_T_max 0.532 _exptl_absorpt_process_details '(SHELXTL version 6.12; Bruker, 2001)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD area detector' _diffrn_measurement_method omega _diffrn_detector_area_resol_mean ? _diffrn_standards_number . _diffrn_standards_interval_count . _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 30065 _diffrn_reflns_av_R_equivalents 0.037 _diffrn_reflns_av_sigmaI/netI 0.018 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.18 _diffrn_reflns_theta_max 27.51 _reflns_number_total 7622 _reflns_number_gt 6379 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART version 5.625 (Bruker, 2001)' _computing_cell_refinement 'Bruker SAINT version 6.36a (Bruker, 2000)' _computing_data_reduction 'Bruker SAINT; Bruker SHELXTL (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'SHELXL-97; enCIFer (CCDC, 2003); PLATON (Spek, 2003)' _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^)+(0.072P)^2^+0.62P] 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 7622 _refine_ls_number_parameters 459 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0484 _refine_ls_R_factor_gt 0.0407 _refine_ls_wR_factor_ref 0.120 _refine_ls_wR_factor_gt 0.115 _refine_ls_goodness_of_fit_ref 1.09 _refine_ls_restrained_S_all 1.09 _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 Mn Mn 0.776120(18) 0.876256(15) 0.114009(15) 0.02781(9) Uani 1 1 d . . . O1 O 0.92804(9) 0.85406(8) 0.20992(8) 0.0364(3) Uani 1 1 d . . . N1 N 0.99038(10) 0.96845(8) 0.14878(8) 0.0295(3) Uani 1 1 d . . . N2 N 0.89030(10) 0.97628(8) 0.10047(8) 0.0276(3) Uani 1 1 d . . . C1 C 1.00029(13) 0.90232(10) 0.20239(10) 0.0300(3) Uani 1 1 d . . . O2 O 1.18453(9) 0.98768(8) 0.17710(8) 0.0370(3) Uani 1 1 d . . . H2O H 1.1219 0.9995 0.1567 0.056 Uiso 1 1 calc R . . C2 C 1.10784(13) 0.88716(10) 0.25506(11) 0.0310(3) Uani 1 1 d . . . O3 O 0.59552(9) 0.83437(8) 0.02420(8) 0.0385(3) Uani 1 1 d . . . N3 N 0.70232(10) 0.97083(8) 0.00479(8) 0.0282(3) Uani 1 1 d . . . C3 C 1.19351(13) 0.92680(10) 0.23691(10) 0.0306(3) Uani 1 1 d . . . C4 C 1.29299(13) 0.90361(11) 0.28308(11) 0.0351(4) Uani 1 1 d . . . H4 H 1.3511 0.9274 0.2686 0.042 Uiso 1 1 calc R . . C5 C 1.30755(14) 0.84656(12) 0.34941(12) 0.0418(4) Uani 1 1 d . . . H5 H 1.3756 0.8317 0.3805 0.050 Uiso 1 1 calc R . . C6 C 1.22344(15) 0.81064(14) 0.37107(13) 0.0487(5) Uani 1 1 d . . . H6 H 1.2334 0.7731 0.4182 0.058 Uiso 1 1 calc R . . C7 C 1.12471(14) 0.83038(13) 0.32290(12) 0.0414(4) Uani 1 1 d . . . H7 H 1.0671 0.8045 0.3365 0.050 Uiso 1 1 calc R . . C8 C 0.86632(12) 1.04018(10) 0.04986(10) 0.0285(3) Uani 1 1 d . . . C9 C 0.93900(14) 1.10883(11) 0.03988(12) 0.0384(4) Uani 1 1 d . . . H9A H 1.0019 1.1056 0.0867 0.058 Uiso 1 1 calc R . . H9B H 0.9061 1.1643 0.0409 0.058 Uiso 1 1 calc R . . H9C H 0.9566 1.1016 -0.0145 0.058 Uiso 1 1 calc R . . C10 C 0.75743(12) 1.04040(10) -0.00188(10) 0.0289(3) Uani 1 1 d . . . C11 C 0.71439(14) 1.10775(11) -0.05518(11) 0.0347(4) Uani 1 1 d . . . H11A H 0.7538 1.1572 -0.0581 0.042 Uiso 1 1 calc R . . C12 C 0.61310(14) 1.10125(12) -0.10381(12) 0.0387(4) Uani 1 1 d . . . H12 H 0.5817 1.1468 -0.1396 0.046 Uiso 1 1 calc R . . C13 C 0.55809(13) 1.02756(11) -0.09970(11) 0.0363(4) Uani 1 1 d . . . H13 H 0.4896 1.0207 -0.1342 0.044 Uiso 1 1 calc R . . C14 C 0.60540(12) 0.96426(10) -0.04420(10) 0.0304(3) Uani 1 1 d . . . C15 C 0.55298(13) 0.88240(10) -0.03229(11) 0.0329(4) Uani 1 1 d . . . C16 C 0.44993(14) 0.86179(12) -0.09182(13) 0.0411(4) Uani 1 1 d . . . H16A H 0.4586 0.8495 -0.1486 0.062 Uiso 1 1 calc R . . H16B H 0.4034 0.9104 -0.0952 0.062 Uiso 1 1 calc R . . H16C H 0.4205 0.8121 -0.0705 0.062 Uiso 1 1 calc R . . O1' O 0.72272(9) 0.97469(8) 0.19329(8) 0.0362(3) Uani 1 1 d . . . N1' N 0.66477(11) 0.86519(10) 0.26348(9) 0.0366(3) Uani 1 1 d . . . N2' N 0.69918(11) 0.81408(9) 0.20773(9) 0.0329(3) Uani 1 1 d . . . C1' C 0.68175(12) 0.94732(12) 0.24921(10) 0.0339(4) Uani 1 1 d . . . C2' C 0.64561(14) 1.00920(14) 0.30496(11) 0.0426(4) Uani 1 1 d . . . O2' O 0.55505(13) 0.90462(14) 0.36518(11) 0.0692(5) Uani 1 1 d . . . H2'O H 0.5783 0.8738 0.3324 0.104 Uiso 1 1 calc R . . O3' O 0.83948(10) 0.82618(8) -0.01015(8) 0.0384(3) Uani 1 1 d . . . N3' N 0.77018(10) 0.73086(9) 0.09595(9) 0.0311(3) Uani 1 1 d . . . C3' C 0.58335(17) 0.98590(18) 0.35792(13) 0.0554(6) Uani 1 1 d . . . C4' C 0.5485(2) 1.0491(3) 0.40469(15) 0.0792(10) Uani 1 1 d . . . H4' H 0.5053 1.0337 0.4401 0.095 Uiso 1 1 calc R . . C5' C 0.5757(2) 1.1322(2) 0.40027(17) 0.0859(11) Uani 1 1 d . . . H5' H 0.5508 1.1739 0.4321 0.103 Uiso 1 1 calc R . . C6' C 0.6389(2) 1.1559(2) 0.34998(16) 0.0699(8) Uani 1 1 d . . . H6' H 0.6590 1.2136 0.3480 0.084 Uiso 1 1 calc R . . C7' C 0.67309(16) 1.09457(15) 0.30206(14) 0.0513(5) Uani 1 1 d . . . H7' H 0.7159 1.1110 0.2667 0.062 Uiso 1 1 calc R . . C8' C 0.69302(13) 0.73328(12) 0.21370(11) 0.0369(4) Uani 1 1 d . . . C9' C 0.65256(17) 0.68613(14) 0.27880(13) 0.0488(5) Uani 1 1 d . . . H9'A H 0.6430 0.7259 0.3224 0.073 Uiso 1 1 calc R . . H9'B H 0.7021 0.6421 0.3055 0.073 Uiso 1 1 calc R . . H9'C H 0.5863 0.6597 0.2508 0.073 Uiso 1 1 calc R . . C10' C 0.72861(13) 0.68522(11) 0.14854(12) 0.0366(4) Uani 1 1 d . . . C11' C 0.71826(17) 0.59741(12) 0.13978(14) 0.0474(5) Uani 1 1 d . . . H11' H 0.6895 0.5657 0.1777 0.057 Uiso 1 1 calc R . . C12' C 0.74988(18) 0.55663(12) 0.07584(15) 0.0531(5) Uani 1 1 d . . . H12' H 0.7437 0.4967 0.0696 0.064 Uiso 1 1 calc R . . C13' C 0.79071(16) 0.60427(12) 0.02080(14) 0.0449(4) Uani 1 1 d . . . H13' H 0.8118 0.5780 -0.0245 0.054 Uiso 1 1 calc R . . C14' C 0.79999(13) 0.69146(10) 0.03356(11) 0.0346(4) Uani 1 1 d . . . C15' C 0.84107(12) 0.74994(11) -0.02283(11) 0.0337(4) Uani 1 1 d . . . C16' C 0.88191(15) 0.71339(13) -0.09182(12) 0.0431(4) Uani 1 1 d . . . H16D H 0.8968 0.7593 -0.1275 0.065 Uiso 1 1 calc R . . H16E H 0.8304 0.6751 -0.1268 0.065 Uiso 1 1 calc R . . H16F H 0.9454 0.6817 -0.0666 0.065 Uiso 1 1 calc R . . C1S C 0.0657(2) 0.5414(2) 0.1159(2) 0.0927(11) Uani 1 1 d . . . H1SA H 0.0888 0.5433 0.0636 0.139 Uiso 1 1 calc R . . H1SB H -0.0011 0.5125 0.1046 0.139 Uiso 1 1 calc R . . H1SC H 0.1165 0.5105 0.1600 0.139 Uiso 1 1 calc R . . C2S C 0.0181(3) 0.63568(19) 0.21963(19) 0.0777(8) Uani 1 1 d . . . H2SA H 0.0730 0.6204 0.2703 0.117 Uiso 1 1 calc R . . H2SB H -0.0416 0.5986 0.2154 0.117 Uiso 1 1 calc R . . H2SC H -0.0022 0.6949 0.2241 0.117 Uiso 1 1 calc R . . N3S N 0.05551(16) 0.62554(12) 0.14434(13) 0.0574(5) Uani 1 1 d . . . C4S C 0.0815(2) 0.69680(18) 0.10796(16) 0.0654(7) Uani 1 1 d . . . H4S H 0.0721 0.7498 0.1328 0.079 Uiso 1 1 calc R . . O5S O 0.11591(19) 0.69788(17) 0.04621(14) 0.0977(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mn 0.02623(14) 0.02425(14) 0.03277(15) 0.00245(9) 0.00738(10) -0.00201(9) O1 0.0300(6) 0.0342(6) 0.0427(7) 0.0089(5) 0.0054(5) -0.0037(5) N1 0.0246(6) 0.0286(7) 0.0335(7) -0.0007(5) 0.0045(5) -0.0012(5) N2 0.0250(6) 0.0267(6) 0.0305(6) -0.0010(5) 0.0063(5) -0.0005(5) C1 0.0291(8) 0.0282(7) 0.0324(8) -0.0015(6) 0.0076(6) -0.0012(6) O2 0.0294(6) 0.0396(7) 0.0404(7) 0.0066(5) 0.0061(5) -0.0006(5) C2 0.0293(8) 0.0286(8) 0.0332(8) -0.0011(6) 0.0046(6) 0.0008(6) O3 0.0324(6) 0.0338(6) 0.0460(7) 0.0038(5) 0.0041(5) -0.0009(5) N3 0.0266(6) 0.0294(7) 0.0286(6) -0.0006(5) 0.0072(5) 0.0009(5) C3 0.0309(8) 0.0285(8) 0.0318(8) -0.0038(6) 0.0070(6) 0.0006(6) C4 0.0289(8) 0.0349(9) 0.0409(9) -0.0040(7) 0.0079(7) 0.0016(7) C5 0.0325(9) 0.0393(9) 0.0477(10) 0.0027(8) -0.0002(7) 0.0066(7) C6 0.0416(11) 0.0500(12) 0.0497(11) 0.0195(9) 0.0033(8) 0.0043(8) C7 0.0345(9) 0.0426(10) 0.0451(10) 0.0103(8) 0.0068(7) -0.0012(8) C8 0.0291(8) 0.0262(7) 0.0314(8) 0.0000(6) 0.0101(6) -0.0016(6) C9 0.0357(9) 0.0333(8) 0.0456(10) 0.0078(7) 0.0098(7) -0.0062(7) C10 0.0304(8) 0.0284(8) 0.0295(7) 0.0004(6) 0.0104(6) 0.0018(6) C11 0.0359(9) 0.0326(8) 0.0366(9) 0.0048(7) 0.0115(7) 0.0018(7) C12 0.0394(10) 0.0369(9) 0.0375(9) 0.0086(7) 0.0062(7) 0.0086(7) C13 0.0305(8) 0.0397(9) 0.0358(9) 0.0008(7) 0.0031(7) 0.0040(7) C14 0.0276(8) 0.0323(8) 0.0311(8) -0.0032(6) 0.0073(6) 0.0019(6) C15 0.0286(8) 0.0324(8) 0.0377(9) -0.0052(7) 0.0084(7) 0.0013(6) C16 0.0330(9) 0.0409(10) 0.0447(10) -0.0068(8) 0.0018(7) -0.0028(7) O1' 0.0384(7) 0.0330(6) 0.0393(6) -0.0019(5) 0.0139(5) -0.0001(5) N1' 0.0295(7) 0.0464(9) 0.0337(7) 0.0020(6) 0.0080(6) -0.0019(6) N2' 0.0270(7) 0.0368(8) 0.0334(7) 0.0043(6) 0.0052(5) -0.0041(6) C1' 0.0240(8) 0.0435(9) 0.0316(8) -0.0015(7) 0.0025(6) 0.0019(7) C2' 0.0284(8) 0.0659(13) 0.0296(8) -0.0058(8) 0.0006(6) 0.0118(8) O2' 0.0475(9) 0.1093(15) 0.0582(10) 0.0236(10) 0.0272(8) 0.0191(10) O3' 0.0412(7) 0.0319(6) 0.0456(7) -0.0034(5) 0.0178(6) -0.0039(5) N3' 0.0269(7) 0.0263(7) 0.0371(7) 0.0020(5) 0.0033(5) -0.0026(5) C3' 0.0399(11) 0.0887(18) 0.0368(10) 0.0099(11) 0.0085(8) 0.0191(11) C4' 0.0638(16) 0.137(3) 0.0403(12) 0.0125(15) 0.0206(11) 0.0516(18) C5' 0.0777(19) 0.124(3) 0.0452(13) -0.0249(16) -0.0028(12) 0.0539(19) C6' 0.0552(14) 0.0821(17) 0.0597(14) -0.0360(13) -0.0072(11) 0.0237(13) C7' 0.0402(11) 0.0579(13) 0.0488(11) -0.0208(10) -0.0008(8) 0.0092(9) C8' 0.0311(8) 0.0387(9) 0.0381(9) 0.0075(7) 0.0040(7) -0.0079(7) C9' 0.0517(12) 0.0485(11) 0.0466(11) 0.0098(9) 0.0137(9) -0.0167(9) C10' 0.0317(9) 0.0307(8) 0.0431(9) 0.0065(7) 0.0022(7) -0.0046(7) C11' 0.0503(12) 0.0316(9) 0.0567(12) 0.0077(9) 0.0077(9) -0.0079(8) C12' 0.0582(13) 0.0270(9) 0.0696(14) 0.0012(9) 0.0089(11) -0.0064(9) C13' 0.0457(11) 0.0308(9) 0.0541(11) -0.0063(8) 0.0057(9) -0.0010(8) C14' 0.0281(8) 0.0293(8) 0.0424(9) -0.0013(7) 0.0019(7) -0.0022(6) C15' 0.0262(8) 0.0334(9) 0.0390(9) -0.0047(7) 0.0041(6) -0.0028(6) C16' 0.0408(10) 0.0442(10) 0.0434(10) -0.0114(8) 0.0094(8) -0.0028(8) C1S 0.0572(16) 0.0754(19) 0.124(3) -0.0320(18) -0.0138(16) 0.0125(14) C2S 0.095(2) 0.0678(17) 0.0704(17) 0.0094(13) 0.0210(16) -0.0048(15) N3S 0.0544(11) 0.0517(11) 0.0573(11) 0.0107(9) -0.0010(9) 0.0005(8) C4S 0.0700(16) 0.0679(16) 0.0586(14) 0.0177(12) 0.0171(12) 0.0209(12) O5S 0.0983(16) 0.123(2) 0.0749(13) 0.0323(13) 0.0287(12) 0.0405(14) _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 Mn O1 2.2474(12) . ? Mn N2 2.2487(13) . ? Mn N3 2.3314(13) . ? Mn O1' 2.2504(12) . ? Mn N2' 2.2747(14) . ? Mn N3' 2.3073(14) . ? Mn O3' 2.5148(13) . ? O1 C1 1.263(2) . ? N1 C1 1.343(2) . ? N1 N2 1.3731(18) . ? N2 C8 1.287(2) . ? C1 C2 1.493(2) . ? O2 C3 1.349(2) . ? O2 H2O 0.8400 . ? C2 C7 1.392(2) . ? C2 C3 1.406(2) . ? O3 C15 1.212(2) . ? N3 C14 1.340(2) . ? N3 C10 1.342(2) . ? C3 C4 1.399(2) . ? C4 C5 1.378(3) . ? C4 H4 0.9500 . ? C5 C6 1.388(3) . ? C5 H5 0.9500 . ? C6 C7 1.387(3) . ? C6 H6 0.9500 . ? C7 H7 0.9500 . ? C8 C10 1.484(2) . ? C8 C9 1.494(2) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.396(2) . ? C11 C12 1.386(3) . ? C11 H11A 0.9500 . ? C12 C13 1.387(3) . ? C12 H12 0.9500 . ? C13 C14 1.383(2) . ? C13 H13 0.9500 . ? C14 C15 1.505(2) . ? C15 C16 1.502(2) . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? O1' C1' 1.256(2) . ? N1' C1' 1.344(2) . ? N1' N2' 1.380(2) . ? N2' C8' 1.281(2) . ? C1' C2' 1.496(2) . ? C2' C3' 1.397(3) . ? C2' C7' 1.398(3) . ? O2' C3' 1.349(3) . ? O2' H2'O 0.8400 . ? O3' C15' 1.219(2) . ? N3' C14' 1.337(2) . ? N3' C10' 1.345(2) . ? C3' C4' 1.405(4) . ? C4' C5' 1.365(5) . ? C4' H4' 0.9500 . ? C5' C6' 1.376(5) . ? C5' H5' 0.9500 . ? C6' C7' 1.393(3) . ? C6' H6' 0.9500 . ? C7' H7' 0.9500 . ? C8' C10' 1.480(3) . ? C8' C9' 1.506(2) . ? C9' H9'A 0.9800 . ? C9' H9'B 0.9800 . ? C9' H9'C 0.9800 . ? C10' C11' 1.393(3) . ? C11' C12' 1.380(3) . ? C11' H11' 0.9500 . ? C12' C13' 1.386(3) . ? C12' H12' 0.9500 . ? C13' C14' 1.390(2) . ? C13' H13' 0.9500 . ? C14' C15' 1.503(2) . ? C15' C16' 1.488(2) . ? C16' H16D 0.9800 . ? C16' H16E 0.9800 . ? C16' H16F 0.9800 . ? C1S N3S 1.422(3) . ? C1S H1SA 0.9800 . ? C1S H1SB 0.9800 . ? C1S H1SC 0.9800 . ? C2S N3S 1.449(4) . ? C2S H2SA 0.9800 . ? C2S H2SB 0.9800 . ? C2S H2SC 0.9800 . ? N3S C4S 1.357(3) . ? C4S O5S 1.210(3) . ? C4S H4S 0.9500 . ? 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 Mn N2 70.06(5) . . ? O1 Mn O1' 94.40(5) . . ? N2 Mn O1' 84.33(5) . . ? O1 Mn N2' 87.51(5) . . ? N2 Mn N2' 143.90(5) . . ? O1' Mn N2' 69.13(5) . . ? O1 Mn N3' 85.92(5) . . ? N2 Mn N3' 133.19(5) . . ? O1' Mn N3' 138.68(5) . . ? N2' Mn N3' 69.60(5) . . ? O1 Mn N3 139.10(5) . . ? N2 Mn N3 69.05(5) . . ? O1' Mn N3 82.02(5) . . ? N2' Mn N3 127.50(5) . . ? N3' Mn N3 122.91(5) . . ? O1 Mn O3' 94.16(5) . . ? N2 Mn O3' 76.02(4) . . ? O1' Mn O3' 154.39(4) . . ? N2' Mn O3' 135.37(5) . . ? N3' Mn O3' 66.06(5) . . ? N3 Mn O3' 75.75(4) . . ? C1 O1 Mn 114.80(10) . . ? C1 N1 N2 110.92(13) . . ? C8 N2 N1 118.67(13) . . ? C8 N2 Mn 123.22(11) . . ? N1 N2 Mn 118.11(9) . . ? O1 C1 N1 125.57(15) . . ? O1 C1 C2 120.01(15) . . ? N1 C1 C2 114.42(14) . . ? C3 O2 H2O 109.5 . . ? C7 C2 C3 118.64(16) . . ? C7 C2 C1 119.33(15) . . ? C3 C2 C1 122.00(15) . . ? C14 N3 C10 119.01(14) . . ? C14 N3 Mn 123.82(11) . . ? C10 N3 Mn 116.73(10) . . ? O2 C3 C4 117.74(15) . . ? O2 C3 C2 122.92(15) . . ? C4 C3 C2 119.33(16) . . ? C5 C4 C3 120.69(17) . . ? C5 C4 H4 119.7 . . ? C3 C4 H4 119.7 . . ? C4 C5 C6 120.41(17) . . ? C4 C5 H5 119.8 . . ? C6 C5 H5 119.8 . . ? C7 C6 C5 119.07(18) . . ? C7 C6 H6 120.5 . . ? C5 C6 H6 120.5 . . ? C6 C7 C2 121.66(18) . . ? C6 C7 H7 119.2 . . ? C2 C7 H7 119.2 . . ? N2 C8 C10 114.15(14) . . ? N2 C8 C9 125.07(15) . . ? C10 C8 C9 120.76(14) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N3 C10 C11 121.54(15) . . ? N3 C10 C8 115.74(14) . . ? C11 C10 C8 122.71(15) . . ? C12 C11 C10 118.89(16) . . ? C12 C11 H11A 120.6 . . ? C10 C11 H11A 120.6 . . ? C11 C12 C13 119.31(16) . . ? C11 C12 H12 120.3 . . ? C13 C12 H12 120.3 . . ? C14 C13 C12 118.39(16) . . ? C14 C13 H13 120.8 . . ? C12 C13 H13 120.8 . . ? N3 C14 C13 122.76(15) . . ? N3 C14 C15 113.80(14) . . ? C13 C14 C15 123.44(15) . . ? O3 C15 C16 121.72(16) . . ? O3 C15 C14 119.26(15) . . ? C16 C15 C14 119.00(15) . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C1' O1' Mn 116.38(11) . . ? C1' N1' N2' 110.30(14) . . ? C8' N2' N1' 119.38(15) . . ? C8' N2' Mn 121.89(13) . . ? N1' N2' Mn 118.58(11) . . ? O1' C1' N1' 125.55(16) . . ? O1' C1' C2' 119.24(17) . . ? N1' C1' C2' 115.20(16) . . ? C3' C2' C7' 118.6(2) . . ? C3' C2' C1' 122.9(2) . . ? C7' C2' C1' 118.41(18) . . ? C3' O2' H2'O 109.5 . . ? C15' O3' Mn 117.98(11) . . ? C14' N3' C10' 119.41(15) . . ? C14' N3' Mn 123.36(11) . . ? C10' N3' Mn 117.10(12) . . ? O2' C3' C2' 122.1(2) . . ? O2' C3' C4' 118.9(2) . . ? C2' C3' C4' 119.0(3) . . ? C5' C4' C3' 121.3(3) . . ? C5' C4' H4' 119.4 . . ? C3' C4' H4' 119.4 . . ? C4' C5' C6' 120.5(2) . . ? C4' C5' H5' 119.8 . . ? C6' C5' H5' 119.8 . . ? C5' C6' C7' 119.3(3) . . ? C5' C6' H6' 120.4 . . ? C7' C6' H6' 120.4 . . ? C6' C7' C2' 121.3(3) . . ? C6' C7' H7' 119.3 . . ? C2' C7' H7' 119.3 . . ? N2' C8' C10' 114.49(15) . . ? N2' C8' C9' 125.84(18) . . ? C10' C8' C9' 119.66(17) . . ? C8' C9' H9'A 109.5 . . ? C8' C9' H9'B 109.5 . . ? H9'A C9' H9'B 109.5 . . ? C8' C9' H9'C 109.5 . . ? H9'A C9' H9'C 109.5 . . ? H9'B C9' H9'C 109.5 . . ? N3' C10' C11' 120.81(18) . . ? N3' C10' C8' 116.59(15) . . ? C11' C10' C8' 122.59(17) . . ? C12' C11' C10' 119.77(19) . . ? C12' C11' H11' 120.1 . . ? C10' C11' H11' 120.1 . . ? C11' C12' C13' 119.11(18) . . ? C11' C12' H12' 120.4 . . ? C13' C12' H12' 120.4 . . ? C12' C13' C14' 118.26(19) . . ? C12' C13' H13' 120.9 . . ? C14' C13' H13' 120.9 . . ? N3' C14' C13' 122.62(17) . . ? N3' C14' C15' 114.17(14) . . ? C13' C14' C15' 123.19(17) . . ? O3' C15' C16' 122.32(17) . . ? O3' C15' C14' 118.35(16) . . ? C16' C15' C14' 119.33(16) . . ? C15' C16' H16D 109.5 . . ? C15' C16' H16E 109.5 . . ? H16D C16' H16E 109.5 . . ? C15' C16' H16F 109.5 . . ? H16D C16' H16F 109.5 . . ? H16E C16' H16F 109.5 . . ? N3S C1S H1SA 109.5 . . ? N3S C1S H1SB 109.5 . . ? H1SA C1S H1SB 109.5 . . ? N3S C1S H1SC 109.5 . . ? H1SA C1S H1SC 109.5 . . ? H1SB C1S H1SC 109.5 . . ? N3S C2S H2SA 109.5 . . ? N3S C2S H2SB 109.5 . . ? H2SA C2S H2SB 109.5 . . ? N3S C2S H2SC 109.5 . . ? H2SA C2S H2SC 109.5 . . ? H2SB C2S H2SC 109.5 . . ? C4S N3S C1S 124.8(3) . . ? C4S N3S C2S 117.6(2) . . ? C1S N3S C2S 117.5(2) . . ? O5S C4S N3S 124.8(3) . . ? O5S C4S H4S 117.6 . . ? N3S C4S H4S 117.6 . . ? 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 N2 Mn O1 C1 -6.20(11) . . . . ? O1' Mn O1 C1 -88.54(12) . . . . ? N2' Mn O1 C1 -157.38(12) . . . . ? N3' Mn O1 C1 132.90(12) . . . . ? N3 Mn O1 C1 -5.66(16) . . . . ? O3' Mn O1 C1 67.30(12) . . . . ? C1 N1 N2 C8 175.32(14) . . . . ? C1 N1 N2 Mn -4.64(16) . . . . ? O1 Mn N2 C8 -174.16(14) . . . . ? O1' Mn N2 C8 -77.38(13) . . . . ? N2' Mn N2 C8 -119.33(13) . . . . ? N3' Mn N2 C8 122.23(12) . . . . ? N3 Mn N2 C8 6.22(12) . . . . ? O3' Mn N2 C8 86.06(13) . . . . ? O1 Mn N2 N1 5.80(10) . . . . ? O1' Mn N2 N1 102.58(11) . . . . ? N2' Mn N2 N1 60.63(14) . . . . ? N3' Mn N2 N1 -57.81(13) . . . . ? N3 Mn N2 N1 -173.82(12) . . . . ? O3' Mn N2 N1 -93.97(11) . . . . ? Mn O1 C1 N1 6.7(2) . . . . ? Mn O1 C1 C2 -172.46(11) . . . . ? N2 N1 C1 O1 -1.5(2) . . . . ? N2 N1 C1 C2 177.72(13) . . . . ? O1 C1 C2 C7 -11.9(2) . . . . ? N1 C1 C2 C7 168.80(16) . . . . ? O1 C1 C2 C3 166.28(16) . . . . ? N1 C1 C2 C3 -13.0(2) . . . . ? O1 Mn N3 C14 177.91(11) . . . . ? N2 Mn N3 C14 178.45(13) . . . . ? O1' Mn N3 C14 -94.59(12) . . . . ? N2' Mn N3 C14 -38.72(14) . . . . ? N3' Mn N3 C14 49.76(14) . . . . ? O3' Mn N3 C14 98.22(12) . . . . ? O1 Mn N3 C10 -9.80(15) . . . . ? N2 Mn N3 C10 -9.26(11) . . . . ? O1' Mn N3 C10 77.70(11) . . . . ? N2' Mn N3 C10 133.57(11) . . . . ? N3' Mn N3 C10 -137.96(11) . . . . ? O3' Mn N3 C10 -89.49(11) . . . . ? C7 C2 C3 O2 -174.46(16) . . . . ? C1 C2 C3 O2 7.3(2) . . . . ? C7 C2 C3 C4 4.7(2) . . . . ? C1 C2 C3 C4 -173.55(15) . . . . ? O2 C3 C4 C5 175.05(16) . . . . ? C2 C3 C4 C5 -4.1(3) . . . . ? C3 C4 C5 C6 0.5(3) . . . . ? C4 C5 C6 C7 2.6(3) . . . . ? C5 C6 C7 C2 -1.9(3) . . . . ? C3 C2 C7 C6 -1.7(3) . . . . ? C1 C2 C7 C6 176.59(18) . . . . ? N1 N2 C8 C10 177.53(13) . . . . ? Mn N2 C8 C10 -2.51(19) . . . . ? N1 N2 C8 C9 -1.1(2) . . . . ? Mn N2 C8 C9 178.89(13) . . . . ? C14 N3 C10 C11 3.4(2) . . . . ? Mn N3 C10 C11 -169.24(12) . . . . ? C14 N3 C10 C8 -175.79(13) . . . . ? Mn N3 C10 C8 11.53(17) . . . . ? N2 C8 C10 N3 -6.3(2) . . . . ? C9 C8 C10 N3 172.41(15) . . . . ? N2 C8 C10 C11 174.52(15) . . . . ? C9 C8 C10 C11 -6.8(2) . . . . ? N3 C10 C11 C12 -1.7(3) . . . . ? C8 C10 C11 C12 177.52(16) . . . . ? C10 C11 C12 C13 -1.4(3) . . . . ? C11 C12 C13 C14 2.6(3) . . . . ? C10 N3 C14 C13 -2.2(2) . . . . ? Mn N3 C14 C13 169.94(12) . . . . ? C10 N3 C14 C15 178.52(14) . . . . ? Mn N3 C14 C15 -9.36(18) . . . . ? C12 C13 C14 N3 -0.9(3) . . . . ? C12 C13 C14 C15 178.39(16) . . . . ? N3 C14 C15 O3 7.4(2) . . . . ? C13 C14 C15 O3 -171.87(16) . . . . ? N3 C14 C15 C16 -171.55(15) . . . . ? C13 C14 C15 C16 9.1(2) . . . . ? O1 Mn O1' C1' -83.56(12) . . . . ? N2 Mn O1' C1' -152.98(12) . . . . ? N2' Mn O1' C1' 2.09(11) . . . . ? N3' Mn O1' C1' 5.26(15) . . . . ? N3 Mn O1' C1' 137.44(12) . . . . ? O3' Mn O1' C1' 167.26(11) . . . . ? C1' N1' N2' C8' 177.44(15) . . . . ? C1' N1' N2' Mn 1.86(17) . . . . ? O1 Mn N2' C8' -81.91(13) . . . . ? N2 Mn N2' C8' -132.19(13) . . . . ? O1' Mn N2' C8' -177.57(14) . . . . ? N3' Mn N2' C8' 4.66(13) . . . . ? N3 Mn N2' C8' 121.11(13) . . . . ? O3' Mn N2' C8' 11.49(16) . . . . ? O1 Mn N2' N1' 93.55(12) . . . . ? N2 Mn N2' N1' 43.28(16) . . . . ? O1' Mn N2' N1' -2.11(11) . . . . ? N3' Mn N2' N1' -179.88(12) . . . . ? N3 Mn N2' N1' -63.43(13) . . . . ? O3' Mn N2' N1' -173.05(10) . . . . ? Mn O1' C1' N1' -2.1(2) . . . . ? Mn O1' C1' C2' 179.27(11) . . . . ? N2' N1' C1' O1' 0.2(2) . . . . ? N2' N1' C1' C2' 178.86(13) . . . . ? O1' C1' C2' C3' 168.29(16) . . . . ? N1' C1' C2' C3' -10.5(2) . . . . ? O1' C1' C2' C7' -9.9(2) . . . . ? N1' C1' C2' C7' 171.32(16) . . . . ? O1 Mn O3' C15' 82.00(12) . . . . ? N2 Mn O3' C15' 150.25(13) . . . . ? O1' Mn O3' C15' -168.77(12) . . . . ? N2' Mn O3' C15' -8.67(15) . . . . ? N3' Mn O3' C15' -1.67(12) . . . . ? N3 Mn O3' C15' -138.23(13) . . . . ? O1 Mn N3' C14' -96.64(13) . . . . ? N2 Mn N3' C14' -39.06(15) . . . . ? O1' Mn N3' C14' 171.34(11) . . . . ? N2' Mn N3' C14' 174.50(14) . . . . ? N3 Mn N3' C14' 52.29(14) . . . . ? O3' Mn N3' C14' -0.26(12) . . . . ? O1 Mn N3' C10' 87.42(12) . . . . ? N2 Mn N3' C10' 145.01(11) . . . . ? O1' Mn N3' C10' -4.60(15) . . . . ? N2' Mn N3' C10' -1.43(11) . . . . ? N3 Mn N3' C10' -123.65(12) . . . . ? O3' Mn N3' C10' -176.19(13) . . . . ? C7' C2' C3' O2' -178.88(19) . . . . ? C1' C2' C3' O2' 2.9(3) . . . . ? C7' C2' C3' C4' 1.5(3) . . . . ? C1' C2' C3' C4' -176.64(18) . . . . ? O2' C3' C4' C5' 179.4(2) . . . . ? C2' C3' C4' C5' -1.0(3) . . . . ? C3' C4' C5' C6' -0.5(4) . . . . ? C4' C5' C6' C7' 1.4(4) . . . . ? C5' C6' C7' C2' -0.9(3) . . . . ? C3' C2' C7' C6' -0.6(3) . . . . ? C1' C2' C7' C6' 177.64(18) . . . . ? N1' N2' C8' C10' 177.81(14) . . . . ? Mn N2' C8' C10' -6.8(2) . . . . ? N1' N2' C8' C9' -1.4(3) . . . . ? Mn N2' C8' C9' 174.07(14) . . . . ? C14' N3' C10' C11' 1.3(2) . . . . ? Mn N3' C10' C11' 177.42(14) . . . . ? C14' N3' C10' C8' -177.33(14) . . . . ? Mn N3' C10' C8' -1.23(19) . . . . ? N2' C8' C10' N3' 5.1(2) . . . . ? C9' C8' C10' N3' -175.69(16) . . . . ? N2' C8' C10' C11' -173.54(17) . . . . ? C9' C8' C10' C11' 5.7(3) . . . . ? N3' C10' C11' C12' -0.7(3) . . . . ? C8' C10' C11' C12' 177.83(19) . . . . ? C10' C11' C12' C13' -0.6(3) . . . . ? C11' C12' C13' C14' 1.3(3) . . . . ? C10' N3' C14' C13' -0.6(3) . . . . ? Mn N3' C14' C13' -176.43(14) . . . . ? C10' N3' C14' C15' 177.61(14) . . . . ? Mn N3' C14' C15' 1.76(19) . . . . ? C12' C13' C14' N3' -0.7(3) . . . . ? C12' C13' C14' C15' -178.75(18) . . . . ? Mn O3' C15' C16' -176.92(12) . . . . ? Mn O3' C15' C14' 3.16(19) . . . . ? N3' C14' C15' O3' -3.3(2) . . . . ? C13' C14' C15' O3' 174.89(17) . . . . ? N3' C14' C15' C16' 176.79(15) . . . . ? C13' C14' C15' C16' -5.0(3) . . . . ? C1S N3S C4S O5S 0.7(4) . . . . ? C2S N3S C4S O5S 178.3(3) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.78 _refine_diff_density_min -0.45 _refine_diff_density_rms 0.06 data_MN2ANT _database_code_depnum_ccdc_archive 'CCDC 241988' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C23 H19 Mn N7 O2' _chemical_formula_sum 'C23 H19 Mn N7 O2' _chemical_formula_weight 480.39 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 I2/a _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y, -z' 'x+1/2, y+1/2, z+1/2' '-x+1, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y, z' '-x+1/2, -y+1/2, -z+1/2' 'x, -y+1/2, z+1/2' _cell_length_a 12.663(4) _cell_length_b 10.626(3) _cell_length_c 16.510(5) _cell_angle_alpha 90.00 _cell_angle_beta 96.499(5) _cell_angle_gamma 90.00 _cell_volume 2207(2) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3651 _cell_measurement_theta_min 2.3 _cell_measurement_theta_max 27.4 _exptl_crystal_description lath _exptl_crystal_colour orange _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.446 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 988 _exptl_absorpt_coefficient_mu 0.634 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_source 'normal-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_probe x-ray _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART1000 CCD area detector' _diffrn_measurement_method omega _diffrn_detector_area_resol_mean ? _diffrn_standards_number . _diffrn_standards_interval_count . _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 2463 _diffrn_reflns_av_R_equivalents 0.063 _diffrn_reflns_av_sigmaI/netI 0.051 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.28 _diffrn_reflns_theta_max 27.48 _reflns_number_total 9036 _reflns_number_gt 6771 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART version 5.624 (Bruker, 2001)' _computing_cell_refinement 'Bruker SAINT version 6.36a (Bruker, 2002)' _computing_data_reduction 'Bruker SAINT; Bruker SHELXTL (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997); ROTAX; WinGX' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'SHELXL-97; enCIFer (CCDC, 2003); PLATON (Spek, 2003)' _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^)+(0.116P)^2^+2.25P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'Methyl and OH from delta-F; others placed geometrically' _refine_ls_hydrogen_treatment 'rigid rotating group; riding model' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9036 _refine_ls_number_parameters 153 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0811 _refine_ls_R_factor_gt 0.0627 _refine_ls_wR_factor_ref 0.197 _refine_ls_wR_factor_gt 0.187 _refine_ls_goodness_of_fit_ref 1.07 _refine_ls_restrained_S_all 1.07 _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 Mn Mn 0.7500 0.04493(4) 1.0000 0.02152(15) Uani 1 2 d S . . O2 O 0.83355(12) -0.10633(14) 0.94118(10) 0.0272(4) Uani 1 1 d . . . N3 N 0.88498(15) 0.12680(17) 0.93741(12) 0.0240(4) Uani 1 1 d . . . N4 N 0.95227(15) 0.04481(16) 0.90473(11) 0.0245(4) Uani 1 1 d . . . N5 N 0.7500 0.2649(2) 1.0000 0.0210(5) Uani 1 2 d S . . N6 N 1.14162(14) -0.04407(17) 0.87378(12) 0.0277(4) Uani 1 1 d . . . H6A H 1.2072 -0.0383 0.8652 0.033 Uiso 1 1 calc R . . H6B H 1.1114 0.0175 0.8959 0.033 Uiso 1 1 calc R . . C7 C 1.08356(18) -0.1547(2) 0.85147(14) 0.0268(5) Uani 1 1 d . . . C8 C 0.7500 0.5236(3) 1.0000 0.0319(8) Uani 1 2 d S . . H8A H 0.7500 0.6111 1.0000 0.038 Uiso 1 2 calc SR . . C9 C 1.13390(18) -0.2537(2) 0.81563(14) 0.0324(6) Uani 1 1 d . . . H9A H 1.2040 -0.2436 0.8050 0.039 Uiso 1 1 calc R . . C10 C 0.92739(19) -0.2856(2) 0.84885(14) 0.0280(5) Uani 1 1 d . . . H10 H 0.8580 -0.2982 0.8605 0.034 Uiso 1 1 calc R . . C11 C 0.91006(17) 0.2449(2) 0.93845(14) 0.0242(5) Uani 1 1 d . . . C12 C 0.83236(19) 0.4584(2) 0.97108(15) 0.0293(5) Uani 1 1 d . . . H12 H 0.8887 0.5014 0.9522 0.035 Uiso 1 1 calc R . . C13 C 0.82992(17) 0.3272(2) 0.97062(14) 0.0232(5) Uani 1 1 d . . . C4 C 0.91543(17) -0.0729(2) 0.90877(14) 0.0222(5) Uani 1 1 d . . . C15 C 1.00904(19) 0.2943(2) 0.90850(16) 0.0318(6) Uani 1 1 d . . . H15A H 1.0699 0.2579 0.9398 0.048 Uiso 1 1 calc R . . H15B H 1.0113 0.3842 0.9143 0.048 Uiso 1 1 calc R . . H15C H 1.0095 0.2725 0.8521 0.048 Uiso 1 1 calc R . . C16 C 0.97787(17) -0.1706(2) 0.86927(13) 0.0238(5) Uani 1 1 d . . . C17 C 1.0830(2) -0.3661(2) 0.79542(16) 0.0378(6) Uani 1 1 d . . . H17A H 1.1191 -0.4329 0.7706 0.045 Uiso 1 1 calc R . . C18 C 0.9788(2) -0.3803(2) 0.81170(15) 0.0357(6) Uani 1 1 d . . . H18A H 0.9430 -0.4548 0.7974 0.043 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mn 0.0182(2) 0.0208(3) 0.0261(3) 0.000 0.0046(2) 0.000 O2 0.0204(8) 0.0262(9) 0.0359(10) -0.0013(7) 0.0076(7) -0.0018(7) N3 0.0222(9) 0.0229(10) 0.0266(10) 0.0015(8) 0.0016(8) -0.0001(8) N4 0.0227(9) 0.0239(9) 0.0269(10) -0.0002(8) 0.0024(8) 0.0005(8) N5 0.0189(12) 0.0214(13) 0.0227(14) 0.000 0.0027(11) 0.000 N6 0.0183(10) 0.0350(11) 0.0310(11) -0.0011(9) 0.0080(8) -0.0012(8) C7 0.0264(12) 0.0342(13) 0.0202(12) 0.0012(9) 0.0044(10) 0.0042(10) C8 0.0351(18) 0.0210(18) 0.039(2) 0.000 0.0018(16) 0.000 C9 0.0256(13) 0.0494(16) 0.0231(13) -0.0012(11) 0.0067(10) 0.0102(11) C10 0.0279(13) 0.0304(12) 0.0260(13) -0.0013(10) 0.0041(10) 0.0017(10) C11 0.0234(11) 0.0234(11) 0.0255(12) -0.0004(9) 0.0009(9) -0.0014(9) C12 0.0293(13) 0.0237(11) 0.0350(14) 0.0017(10) 0.0038(10) -0.0048(10) C13 0.0204(11) 0.0261(11) 0.0223(11) -0.0015(9) -0.0014(9) -0.0034(9) C4 0.0166(10) 0.0262(12) 0.0233(12) -0.0006(9) -0.0003(9) 0.0021(8) C15 0.0302(13) 0.0278(12) 0.0379(15) -0.0012(10) 0.0065(11) -0.0053(10) C16 0.0226(11) 0.0283(12) 0.0200(11) 0.0006(9) 0.0010(9) 0.0045(9) C17 0.0425(15) 0.0441(15) 0.0268(13) -0.0053(11) 0.0033(12) 0.0090(13) C18 0.0457(16) 0.0306(13) 0.0304(14) -0.0051(11) 0.0018(12) 0.0031(11) _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 Mn O2 2.209(2) . ? Mn N3 2.268(2) . ? Mn N5 2.338(3) . ? Mn N6 2.362(2) 6 ? O2 C4 1.270(3) . ? N3 C11 1.294(3) . ? N3 N4 1.371(3) . ? N4 C4 1.339(3) . ? N5 C13 1.345(2) . ? N6 C7 1.413(3) . ? C7 C9 1.396(3) . ? C7 C16 1.413(3) . ? C8 C12 1.381(3) . ? C9 C17 1.379(4) . ? C10 C18 1.380(3) . ? C10 C16 1.402(3) . ? C11 C13 1.483(3) . ? C11 C15 1.494(3) . ? C12 C13 1.394(3) . ? C4 C16 1.498(3) . ? C17 C18 1.384(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Mn O2 86.61(8) 2_657 . ? O2 Mn N3 154.48(7) 2_657 . ? O2 Mn N3 69.86(6) . . ? N3 Mn N3 134.90(10) 2_657 . ? O2 Mn N5 136.69(4) . . ? N3 Mn N5 67.45(5) . . ? O2 Mn N6 97.22(6) . 5_757 ? N3 Mn N6 90.62(7) . 5_757 ? N5 Mn N6 90.22(5) . 5_757 ? O2 Mn N6 97.22(6) 2_657 6 ? O2 Mn N6 82.45(6) . 6 ? N3 Mn N6 89.55(7) . 6 ? N5 Mn N6 90.22(5) . 6 ? N6 Mn N6 179.56(9) 5_757 6 ? C4 O2 Mn 115.87(14) . . ? C11 N3 N4 117.31(19) . . ? C11 N3 Mn 124.21(16) . . ? N4 N3 Mn 118.00(13) . . ? C4 N4 N3 109.77(18) . . ? C13 N5 C13 121.1(3) . 2_657 ? C13 N5 Mn 119.46(13) . . ? C13 N5 Mn 119.46(13) 2_657 . ? C7 N6 Mn 117.39(14) . 5_757 ? C9 C7 C16 119.1(2) . . ? C9 C7 N6 119.2(2) . . ? C16 C7 N6 121.5(2) . . ? C12 C8 C12 119.8(3) 2_657 . ? C17 C9 C7 122.1(2) . . ? C18 C10 C16 121.1(2) . . ? N3 C11 C13 113.6(2) . . ? N3 C11 C15 123.4(2) . . ? C13 C11 C15 123.1(2) . . ? C8 C12 C13 119.1(2) . . ? N5 C13 C12 120.5(2) . . ? N5 C13 C11 114.39(19) . . ? C12 C13 C11 125.2(2) . . ? O2 C4 N4 126.0(2) . . ? O2 C4 C16 119.1(2) . . ? N4 C4 C16 114.9(2) . . ? C10 C16 C7 118.1(2) . . ? C10 C16 C4 117.4(2) . . ? C7 C16 C4 124.5(2) . . ? C9 C17 C18 118.5(2) . . ? C10 C18 C17 121.0(2) . . ? _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 1.45 _refine_diff_density_min -1.45 _refine_diff_density_rms 0.12 #===END of CIF data_MNCOGE _database_code_depnum_ccdc_archive 'CCDC 258624' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C23 H23 Mn N5 O6, C3 H7 N O' _chemical_formula_sum 'C26 H30 Mn N6 O7' _chemical_formula_weight 593.50 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.4635(8) _cell_length_b 13.908(2) _cell_length_c 15.216(2) _cell_angle_alpha 114.421(2) _cell_angle_beta 96.351(2) _cell_angle_gamma 102.314(2) _cell_volume 1369.5(5) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 5180 _cell_measurement_theta_min 2.7 _cell_measurement_theta_max 27.5 _exptl_crystal_description 'square tablet' _exptl_crystal_colour yellow _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.439 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 618 _exptl_absorpt_coefficient_mu 0.538 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8177 _exptl_absorpt_correction_T_max 0.9432 _exptl_absorpt_process_details '(SHELXTL; Bruker, 2001)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_source 'normal-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_probe x-ray _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART1000 CCD area detector' _diffrn_measurement_method omega _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 12210 _diffrn_reflns_av_R_equivalents 0.031 _diffrn_reflns_av_sigmaI/netI 0.034 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.68 _diffrn_reflns_theta_max 27.64 _reflns_number_total 5886 _reflns_number_gt 4794 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART version 5.624 (Bruker, 2001)' _computing_cell_refinement 'Bruker SAINT version 6.36a (Bruker, 2002)' _computing_data_reduction 'Bruker SAINT; Bruker SHELXTL (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'enCIFer(Allen et al.,2004);PLATON(Spek,2003)' _refine_special_details ; ? ; _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^)+(0.064P)^2^+0.075P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'water and Me H from delta-F; others geometrically placed' _refine_ls_hydrogen_treatment 'Water H with distance restraints; Me rigid rotating group; others riding model' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5886 _refine_ls_number_parameters 377 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0491 _refine_ls_R_factor_gt 0.0391 _refine_ls_wR_factor_ref 0.110 _refine_ls_wR_factor_gt 0.106 _refine_ls_goodness_of_fit_ref 1.09 _refine_ls_restrained_S_all 1.09 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Mn Mn 0.29463(4) -0.00260(2) 0.25976(2) 0.01800(11) Uani 1 1 d . . . O1W O 0.00536(19) -0.00764(13) 0.25414(11) 0.0255(3) Uani 1 1 d D . . H1WA H -0.060(3) -0.0328(19) 0.2856(15) 0.038 Uiso 1 1 d D . . H1WB H -0.069(3) -0.009(2) 0.2084(13) 0.038 Uiso 1 1 d D . . O2W O 0.58892(19) 0.01132(12) 0.26584(11) 0.0233(3) Uani 1 1 d D . . H2WA H 0.623(3) -0.0002(19) 0.2122(10) 0.035 Uiso 1 1 d D . . H2WB H 0.646(3) -0.0203(18) 0.2913(16) 0.035 Uiso 1 1 d D . . N1 N 0.2250(2) -0.19611(13) 0.19291(12) 0.0205(3) Uani 1 1 d . . . C2 C 0.2058(3) -0.25670(16) 0.09517(15) 0.0212(4) Uani 1 1 d . . . C3 C 0.1879(3) -0.36836(17) 0.05491(16) 0.0268(5) Uani 1 1 d . . . H3A H 0.1750 -0.4103 -0.0142 0.032 Uiso 1 1 calc R . . C4 C 0.1891(3) -0.41805(18) 0.11767(17) 0.0298(5) Uani 1 1 d . . . H4A H 0.1777 -0.4946 0.0914 0.036 Uiso 1 1 calc R . . C5 C 0.2068(3) -0.35648(17) 0.21785(16) 0.0268(5) Uani 1 1 d . . . H5A H 0.2073 -0.3895 0.2614 0.032 Uiso 1 1 calc R . . C6 C 0.2239(3) -0.24423(16) 0.25333(15) 0.0211(4) Uani 1 1 d . . . C7 C 0.2365(3) -0.16892(16) 0.35911(15) 0.0213(4) Uani 1 1 d . . . C7A C 0.1978(3) -0.21192(18) 0.43283(16) 0.0279(5) Uani 1 1 d . . . H7AA H 0.2787 -0.1597 0.4980 0.042 Uiso 1 1 calc R . . H7AB H 0.2238 -0.2834 0.4118 0.042 Uiso 1 1 calc R . . H7AC H 0.0655 -0.2208 0.4368 0.042 Uiso 1 1 calc R . . N8 N 0.2755(2) -0.06707(14) 0.37759(12) 0.0205(3) Uani 1 1 d . . . N9 N 0.2836(2) 0.01290(13) 0.46972(12) 0.0217(4) Uani 1 1 d . . . H9A H 0.2628 -0.0025 0.5189 0.026 Uiso 1 1 calc R . . O10 O 0.36723(19) 0.13908(11) 0.41224(10) 0.0233(3) Uani 1 1 d . . . C10 C 0.3257(3) 0.11796(17) 0.48055(14) 0.0206(4) Uani 1 1 d . . . C11 C 0.3173(3) 0.20302(17) 0.57624(14) 0.0214(4) Uani 1 1 d . . . C12 C 0.3707(3) 0.31233(17) 0.59164(15) 0.0268(5) Uani 1 1 d . . . H12A H 0.4187 0.3284 0.5424 0.032 Uiso 1 1 calc R . . C13 C 0.3558(3) 0.39738(19) 0.67593(16) 0.0324(5) Uani 1 1 d . . . H13A H 0.3967 0.4715 0.6862 0.039 Uiso 1 1 calc R . . C14 C 0.2793(3) 0.37228(18) 0.74596(16) 0.0299(5) Uani 1 1 d . . . H14A H 0.2627 0.4297 0.8032 0.036 Uiso 1 1 calc R . . C15 C 0.2275(3) 0.26596(18) 0.73370(15) 0.0264(5) Uani 1 1 d . . . H15A H 0.1757 0.2517 0.7829 0.032 Uiso 1 1 calc R . . O16 O 0.20424(19) 0.07558(12) 0.64114(10) 0.0250(3) Uani 1 1 d . . . C16 C 0.2485(3) 0.17692(17) 0.65026(14) 0.0217(4) Uani 1 1 d . . . C17 C 0.2077(3) -0.19450(16) 0.03502(14) 0.0209(4) Uani 1 1 d . . . C17A C 0.1722(3) -0.25296(18) -0.07520(15) 0.0293(5) Uani 1 1 d . . . H17A H 0.1670 -0.2004 -0.1021 0.044 Uiso 1 1 calc R . . H17B H 0.0522 -0.3111 -0.1013 0.044 Uiso 1 1 calc R . . H17C H 0.2741 -0.2858 -0.0946 0.044 Uiso 1 1 calc R . . N18 N 0.2419(2) -0.09014(13) 0.08780(12) 0.0199(3) Uani 1 1 d . . . N19 N 0.2513(2) -0.02023(13) 0.04545(12) 0.0204(3) Uani 1 1 d . . . H19A H 0.2316 -0.0438 -0.0191 0.024 Uiso 1 1 calc R . . O20 O 0.31508(19) 0.12023(11) 0.20111(10) 0.0234(3) Uani 1 1 d . . . C20 C 0.2935(3) 0.08843(16) 0.11013(14) 0.0194(4) Uani 1 1 d . . . C21 C 0.3145(3) 0.16501(16) 0.06619(14) 0.0200(4) Uani 1 1 d . . . C22 C 0.3488(3) 0.27734(17) 0.13085(15) 0.0243(4) Uani 1 1 d . . . H22A H 0.3517 0.2991 0.1991 0.029 Uiso 1 1 calc R . . C23 C 0.3783(3) 0.35679(17) 0.09791(16) 0.0285(5) Uani 1 1 d . . . H23A H 0.3988 0.4322 0.1422 0.034 Uiso 1 1 calc R . . C24 C 0.3774(3) 0.32341(17) -0.00250(16) 0.0283(5) Uani 1 1 d . . . H24A H 0.3993 0.3772 -0.0263 0.034 Uiso 1 1 calc R . . C25 C 0.3453(3) 0.21434(17) -0.06719(15) 0.0253(4) Uani 1 1 d . . . H25A H 0.3488 0.1949 -0.1345 0.030 Uiso 1 1 calc R . . O26 O 0.26790(19) 0.02579(11) -0.10173(10) 0.0230(3) Uani 1 1 d . . . C26 C 0.3071(3) 0.12972(16) -0.03688(14) 0.0204(4) Uani 1 1 d . . . C1S C 0.0516(8) 0.2827(4) 0.3528(4) 0.1232(19) Uani 1 1 d . . . H1SA H 0.1807 0.3137 0.3502 0.185 Uiso 1 1 calc R . . H1SB H -0.0047 0.2114 0.2944 0.185 Uiso 1 1 calc R . . H1SC H 0.0529 0.2726 0.4128 0.185 Uiso 1 1 calc R . . C2S C -0.2466(6) 0.3246(4) 0.3685(4) 0.1162(18) Uani 1 1 d . . . H2SA H -0.3068 0.3815 0.3707 0.174 Uiso 1 1 calc R . . H2SB H -0.2413 0.3193 0.4309 0.174 Uiso 1 1 calc R . . H2SC H -0.3197 0.2535 0.3135 0.174 Uiso 1 1 calc R . . N3S N -0.0533(4) 0.35422(19) 0.35388(18) 0.0579(7) Uani 1 1 d . . . C4S C 0.0059(6) 0.4418(3) 0.3405(3) 0.0736(10) Uani 1 1 d . . . H4S H -0.0821 0.4819 0.3396 0.088 Uiso 1 1 calc R . . O5S O 0.1582(4) 0.4775(2) 0.3292(2) 0.1019(10) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mn 0.01874(17) 0.02103(17) 0.01770(17) 0.01056(13) 0.00663(12) 0.00731(12) O1W 0.0189(7) 0.0385(9) 0.0292(8) 0.0235(7) 0.0083(6) 0.0094(6) O2W 0.0210(7) 0.0337(8) 0.0234(7) 0.0168(7) 0.0097(6) 0.0128(6) N1 0.0202(8) 0.0225(9) 0.0226(9) 0.0121(7) 0.0071(7) 0.0080(7) C2 0.0178(10) 0.0213(10) 0.0244(10) 0.0100(9) 0.0057(8) 0.0057(8) C3 0.0272(11) 0.0237(11) 0.0270(11) 0.0089(9) 0.0062(9) 0.0073(9) C4 0.0296(12) 0.0211(11) 0.0384(13) 0.0133(10) 0.0053(10) 0.0082(9) C5 0.0245(11) 0.0276(11) 0.0341(12) 0.0187(10) 0.0058(9) 0.0092(9) C6 0.0157(9) 0.0239(10) 0.0273(11) 0.0148(9) 0.0058(8) 0.0055(8) C7 0.0181(10) 0.0260(11) 0.0251(10) 0.0156(9) 0.0052(8) 0.0079(8) C7A 0.0301(11) 0.0305(12) 0.0303(11) 0.0207(10) 0.0074(9) 0.0077(9) N8 0.0197(8) 0.0258(9) 0.0192(8) 0.0117(7) 0.0054(7) 0.0090(7) N9 0.0271(9) 0.0257(9) 0.0173(8) 0.0127(7) 0.0084(7) 0.0095(7) O10 0.0267(8) 0.0265(8) 0.0186(7) 0.0122(6) 0.0070(6) 0.0058(6) C10 0.0151(9) 0.0285(11) 0.0207(10) 0.0132(9) 0.0032(8) 0.0070(8) C11 0.0202(10) 0.0277(11) 0.0182(10) 0.0113(9) 0.0048(8) 0.0084(8) C12 0.0285(11) 0.0306(12) 0.0228(10) 0.0135(9) 0.0067(9) 0.0077(9) C13 0.0405(13) 0.0271(12) 0.0289(12) 0.0110(10) 0.0091(10) 0.0110(10) C14 0.0301(12) 0.0346(12) 0.0211(11) 0.0066(9) 0.0063(9) 0.0138(10) C15 0.0236(11) 0.0400(13) 0.0187(10) 0.0137(9) 0.0068(8) 0.0134(9) O16 0.0258(7) 0.0336(8) 0.0252(8) 0.0191(7) 0.0106(6) 0.0123(6) C16 0.0172(10) 0.0325(11) 0.0199(10) 0.0143(9) 0.0040(8) 0.0106(8) C17 0.0204(10) 0.0212(10) 0.0211(10) 0.0089(8) 0.0060(8) 0.0068(8) C17A 0.0370(12) 0.0262(11) 0.0204(11) 0.0074(9) 0.0046(9) 0.0078(10) N18 0.0198(8) 0.0222(9) 0.0215(9) 0.0124(7) 0.0066(7) 0.0070(7) N19 0.0271(9) 0.0212(9) 0.0158(8) 0.0105(7) 0.0057(7) 0.0076(7) O20 0.0327(8) 0.0228(7) 0.0185(7) 0.0109(6) 0.0090(6) 0.0102(6) C20 0.0182(9) 0.0236(10) 0.0205(10) 0.0121(8) 0.0070(8) 0.0084(8) C21 0.0191(10) 0.0232(10) 0.0214(10) 0.0128(9) 0.0052(8) 0.0073(8) C22 0.0275(11) 0.0265(11) 0.0203(10) 0.0106(9) 0.0063(8) 0.0099(9) C23 0.0335(12) 0.0226(11) 0.0292(11) 0.0112(9) 0.0036(9) 0.0100(9) C24 0.0323(12) 0.0278(11) 0.0314(12) 0.0194(10) 0.0068(10) 0.0088(9) C25 0.0308(11) 0.0292(11) 0.0222(10) 0.0165(9) 0.0068(9) 0.0100(9) O26 0.0293(8) 0.0231(7) 0.0185(7) 0.0103(6) 0.0060(6) 0.0092(6) C26 0.0185(10) 0.0248(10) 0.0198(10) 0.0113(9) 0.0047(8) 0.0072(8) C1S 0.182(5) 0.123(4) 0.156(5) 0.102(4) 0.101(4) 0.110(4) C2S 0.080(3) 0.139(4) 0.158(5) 0.115(4) 0.000(3) 0.002(3) N3S 0.0836(19) 0.0421(13) 0.0523(15) 0.0307(12) 0.0111(13) 0.0092(13) C4S 0.083(3) 0.063(2) 0.094(3) 0.053(2) 0.018(2) 0.0217(19) O5S 0.095(2) 0.100(2) 0.142(3) 0.086(2) 0.0412(19) 0.0154(17) _geom_special_details ; ? ; 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 Mn O1W 2.1362(14) . ? Mn O2W 2.1515(14) . ? Mn O20 2.2177(13) . ? Mn O10 2.2462(14) . ? Mn N1 2.3603(17) . ? Mn N8 2.3172(16) . ? Mn N18 2.3276(16) . ? O1W H1WA 0.84(2) . ? O1W H1WB 0.83(2) . ? O2W H2WA 0.84(2) . ? O2W H2WB 0.84(2) . ? N1 C6 1.342(2) . ? N1 C2 1.344(2) . ? C2 C3 1.382(3) . ? C2 C17 1.496(3) . ? C3 C4 1.391(3) . ? C3 H3A 0.9500 . ? C4 C5 1.379(3) . ? C4 H4A 0.9500 . ? C5 C6 1.396(3) . ? C5 H5A 0.9500 . ? C6 C7 1.492(3) . ? C7 N8 1.283(3) . ? C7 C7A 1.501(3) . ? C7A H7AA 0.9800 . ? C7A H7AB 0.9800 . ? C7A H7AC 0.9800 . ? N8 N9 1.367(2) . ? N9 C10 1.362(2) . ? N9 H9A 0.8800 . ? O10 C10 1.244(2) . ? C10 C11 1.467(3) . ? C11 C12 1.397(3) . ? C11 C16 1.432(3) . ? C12 C13 1.375(3) . ? C12 H12A 0.9500 . ? C13 C14 1.393(3) . ? C13 H13A 0.9500 . ? C14 C15 1.372(3) . ? C14 H14A 0.9500 . ? C15 C16 1.413(3) . ? C15 H15A 0.9500 . ? O16 C16 1.321(2) . ? C17 N18 1.284(2) . ? C17 C17A 1.492(3) . ? C17A H17A 0.9800 . ? C17A H17B 0.9800 . ? C17A H17C 0.9800 . ? N18 N19 1.365(2) . ? N19 C20 1.360(3) . ? N19 H19A 0.8800 . ? O20 C20 1.246(2) . ? C20 C21 1.465(3) . ? C21 C22 1.406(3) . ? C21 C26 1.427(3) . ? C22 C23 1.378(3) . ? C22 H22A 0.9500 . ? C23 C24 1.400(3) . ? C23 H23A 0.9500 . ? C24 C25 1.373(3) . ? C24 H24A 0.9500 . ? C25 C26 1.419(3) . ? C25 H25A 0.9500 . ? O26 C26 1.313(2) . ? C1S N3S 1.387(4) . ? C1S H1SA 0.9800 . ? C1S H1SB 0.9800 . ? C1S H1SC 0.9800 . ? C2S N3S 1.481(5) . ? C2S H2SA 0.9800 . ? C2S H2SB 0.9800 . ? C2S H2SC 0.9800 . ? N3S C4S 1.311(4) . ? C4S O5S 1.200(4) . ? C4S H4S 0.9500 . ? 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 O1W Mn O2W 176.87(5) . . ? O1W Mn O20 87.11(5) . . ? O2W Mn O20 90.02(5) . . ? O1W Mn O10 88.74(6) . . ? O2W Mn O10 89.87(5) . . ? O20 Mn O10 87.47(5) . . ? O1W Mn N8 87.11(5) . . ? O2W Mn N8 95.05(5) . . ? O20 Mn N8 156.53(6) . . ? O10 Mn N8 69.68(5) . . ? O1W Mn N18 91.78(6) . . ? O2W Mn N18 88.40(5) . . ? O20 Mn N18 69.80(5) . . ? O10 Mn N18 157.20(5) . . ? N8 Mn N18 133.12(6) . . ? O1W Mn N1 92.52(6) . . ? O2W Mn N1 90.43(6) . . ? O20 Mn N1 136.57(5) . . ? O10 Mn N1 135.96(5) . . ? N8 Mn N1 66.43(6) . . ? N18 Mn N1 66.81(5) . . ? Mn O1W H1WA 123.1(15) . . ? Mn O1W H1WB 126.4(15) . . ? H1WA O1W H1WB 106.8(18) . . ? Mn O2W H2WA 115.6(15) . . ? Mn O2W H2WB 121.9(16) . . ? H2WA O2W H2WB 106.0(17) . . ? C6 N1 C2 119.99(17) . . ? C6 N1 Mn 120.02(13) . . ? C2 N1 Mn 119.63(12) . . ? N1 C2 C3 121.36(18) . . ? N1 C2 C17 115.31(16) . . ? C3 C2 C17 123.32(18) . . ? C2 C3 C4 118.7(2) . . ? C2 C3 H3A 120.7 . . ? C4 C3 H3A 120.7 . . ? C5 C4 C3 120.2(2) . . ? C5 C4 H4A 119.9 . . ? C3 C4 H4A 119.9 . . ? C4 C5 C6 118.04(19) . . ? C4 C5 H5A 121.0 . . ? C6 C5 H5A 121.0 . . ? N1 C6 C5 121.73(19) . . ? N1 C6 C7 114.55(17) . . ? C5 C6 C7 123.69(17) . . ? N8 C7 C6 113.09(16) . . ? N8 C7 C7A 125.05(19) . . ? C6 C7 C7A 121.81(17) . . ? C7 C7A H7AA 109.5 . . ? C7 C7A H7AB 109.5 . . ? H7AA C7A H7AB 109.5 . . ? C7 C7A H7AC 109.5 . . ? H7AA C7A H7AC 109.5 . . ? H7AB C7A H7AC 109.5 . . ? C7 N8 N9 120.96(16) . . ? C7 N8 Mn 125.05(13) . . ? N9 N8 Mn 113.40(11) . . ? C10 N9 N8 115.76(15) . . ? C10 N9 H9A 122.1 . . ? N8 N9 H9A 122.1 . . ? C10 O10 Mn 117.29(13) . . ? O10 C10 N9 121.20(18) . . ? O10 C10 C11 122.68(18) . . ? N9 C10 C11 116.12(16) . . ? C12 C11 C16 120.14(18) . . ? C12 C11 C10 117.37(17) . . ? C16 C11 C10 122.41(18) . . ? C13 C12 C11 121.93(19) . . ? C13 C12 H12A 119.0 . . ? C11 C12 H12A 119.0 . . ? C12 C13 C14 118.4(2) . . ? C12 C13 H13A 120.8 . . ? C14 C13 H13A 120.8 . . ? C15 C14 C13 121.1(2) . . ? C15 C14 H14A 119.4 . . ? C13 C14 H14A 119.4 . . ? C14 C15 C16 122.14(19) . . ? C14 C15 H15A 118.9 . . ? C16 C15 H15A 118.9 . . ? O16 C16 C15 121.48(17) . . ? O16 C16 C11 122.41(18) . . ? C15 C16 C11 116.09(18) . . ? N18 C17 C17A 125.80(18) . . ? N18 C17 C2 113.28(17) . . ? C17A C17 C2 120.93(17) . . ? C17 C17A H17A 109.5 . . ? C17 C17A H17B 109.5 . . ? H17A C17A H17B 109.5 . . ? C17 C17A H17C 109.5 . . ? H17A C17A H17C 109.5 . . ? H17B C17A H17C 109.5 . . ? C17 N18 N19 121.37(16) . . ? C17 N18 Mn 124.60(13) . . ? N19 N18 Mn 114.03(11) . . ? C20 N19 N18 115.21(16) . . ? C20 N19 H19A 122.4 . . ? N18 N19 H19A 122.4 . . ? C20 O20 Mn 119.26(12) . . ? O20 C20 N19 121.66(17) . . ? O20 C20 C21 122.47(18) . . ? N19 C20 C21 115.86(17) . . ? C22 C21 C26 120.41(18) . . ? C22 C21 C20 117.03(17) . . ? C26 C21 C20 122.52(17) . . ? C23 C22 C21 121.77(19) . . ? C23 C22 H22A 119.1 . . ? C21 C22 H22A 119.1 . . ? C22 C23 C24 118.26(19) . . ? C22 C23 H23A 120.9 . . ? C24 C23 H23A 120.9 . . ? C25 C24 C23 121.18(19) . . ? C25 C24 H24A 119.4 . . ? C23 C24 H24A 119.4 . . ? C24 C25 C26 122.21(19) . . ? C24 C25 H25A 118.9 . . ? C26 C25 H25A 118.9 . . ? O26 C26 C25 120.55(17) . . ? O26 C26 C21 123.38(17) . . ? C25 C26 C21 116.07(18) . . ? N3S C1S H1SA 109.5 . . ? N3S C1S H1SB 109.5 . . ? H1SA C1S H1SB 109.5 . . ? N3S C1S H1SC 109.5 . . ? H1SA C1S H1SC 109.5 . . ? H1SB C1S H1SC 109.5 . . ? N3S C2S H2SA 109.5 . . ? N3S C2S H2SB 109.5 . . ? H2SA C2S H2SB 109.5 . . ? N3S C2S H2SC 109.5 . . ? H2SA C2S H2SC 109.5 . . ? H2SB C2S H2SC 109.5 . . ? C4S N3S C1S 124.5(4) . . ? C4S N3S C2S 119.7(3) . . ? C1S N3S C2S 115.8(3) . . ? O5S C4S N3S 127.7(4) . . ? O5S C4S H4S 116.1 . . ? N3S C4S H4S 116.1 . . ? 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 O1W Mn N1 C6 -90.87(14) . . . . ? O2W Mn N1 C6 90.19(14) . . . . ? O20 Mn N1 C6 -179.33(12) . . . . ? O10 Mn N1 C6 -0.07(17) . . . . ? N8 Mn N1 C6 -5.13(13) . . . . ? N18 Mn N1 C6 178.27(15) . . . . ? O1W Mn N1 C2 96.04(14) . . . . ? O2W Mn N1 C2 -82.90(14) . . . . ? O20 Mn N1 C2 7.58(17) . . . . ? O10 Mn N1 C2 -173.16(12) . . . . ? N8 Mn N1 C2 -178.22(15) . . . . ? N18 Mn N1 C2 5.18(13) . . . . ? C6 N1 C2 C3 -1.1(3) . . . . ? Mn N1 C2 C3 172.03(14) . . . . ? C6 N1 C2 C17 179.59(16) . . . . ? Mn N1 C2 C17 -7.3(2) . . . . ? N1 C2 C3 C4 0.3(3) . . . . ? C17 C2 C3 C4 179.57(18) . . . . ? C2 C3 C4 C5 0.4(3) . . . . ? C3 C4 C5 C6 -0.3(3) . . . . ? C2 N1 C6 C5 1.2(3) . . . . ? Mn N1 C6 C5 -171.86(14) . . . . ? C2 N1 C6 C7 -177.01(16) . . . . ? Mn N1 C6 C7 9.9(2) . . . . ? C4 C5 C6 N1 -0.5(3) . . . . ? C4 C5 C6 C7 177.50(18) . . . . ? N1 C6 C7 N8 -10.2(2) . . . . ? C5 C6 C7 N8 171.62(18) . . . . ? N1 C6 C7 C7A 167.25(17) . . . . ? C5 C6 C7 C7A -10.9(3) . . . . ? C6 C7 N8 N9 176.85(15) . . . . ? C7A C7 N8 N9 -0.5(3) . . . . ? C6 C7 N8 Mn 6.3(2) . . . . ? C7A C7 N8 Mn -171.05(14) . . . . ? O1W Mn N8 C7 92.86(16) . . . . ? O2W Mn N8 C7 -89.42(16) . . . . ? O20 Mn N8 C7 168.79(14) . . . . ? O10 Mn N8 C7 -177.41(17) . . . . ? N18 Mn N8 C7 3.13(19) . . . . ? N1 Mn N8 C7 -1.15(15) . . . . ? O1W Mn N8 N9 -78.31(12) . . . . ? O2W Mn N8 N9 99.41(12) . . . . ? O20 Mn N8 N9 -2.4(2) . . . . ? O10 Mn N8 N9 11.42(11) . . . . ? N18 Mn N8 N9 -168.05(11) . . . . ? N1 Mn N8 N9 -172.33(13) . . . . ? C7 N8 N9 C10 -179.83(17) . . . . ? Mn N8 N9 C10 -8.25(19) . . . . ? O1W Mn O10 C10 72.78(14) . . . . ? O2W Mn O10 C10 -110.04(14) . . . . ? O20 Mn O10 C10 159.94(14) . . . . ? N8 Mn O10 C10 -14.60(13) . . . . ? N18 Mn O10 C10 164.39(14) . . . . ? N1 Mn O10 C10 -19.55(17) . . . . ? Mn O10 C10 N9 16.4(2) . . . . ? Mn O10 C10 C11 -163.05(14) . . . . ? N8 N9 C10 O10 -5.0(3) . . . . ? N8 N9 C10 C11 174.47(15) . . . . ? O10 C10 C11 C12 -4.3(3) . . . . ? N9 C10 C11 C12 176.27(17) . . . . ? O10 C10 C11 C16 172.56(18) . . . . ? N9 C10 C11 C16 -6.9(3) . . . . ? C16 C11 C12 C13 -1.4(3) . . . . ? C10 C11 C12 C13 175.50(19) . . . . ? C11 C12 C13 C14 -2.1(3) . . . . ? C12 C13 C14 C15 2.9(3) . . . . ? C13 C14 C15 C16 0.0(3) . . . . ? C14 C15 C16 O16 177.56(18) . . . . ? C14 C15 C16 C11 -3.4(3) . . . . ? C12 C11 C16 O16 -176.91(18) . . . . ? C10 C11 C16 O16 6.3(3) . . . . ? C12 C11 C16 C15 4.1(3) . . . . ? C10 C11 C16 C15 -172.68(18) . . . . ? N1 C2 C17 N18 5.0(2) . . . . ? C3 C2 C17 N18 -174.36(18) . . . . ? N1 C2 C17 C17A -174.98(17) . . . . ? C3 C2 C17 C17A 5.7(3) . . . . ? C17A C17 N18 N19 -0.9(3) . . . . ? C2 C17 N18 N19 179.17(15) . . . . ? C17A C17 N18 Mn 179.60(15) . . . . ? C2 C17 N18 Mn -0.4(2) . . . . ? O1W Mn N18 C17 -94.36(16) . . . . ? O2W Mn N18 C17 88.77(15) . . . . ? O20 Mn N18 C17 179.38(16) . . . . ? O10 Mn N18 C17 174.64(14) . . . . ? N8 Mn N18 C17 -6.65(19) . . . . ? N1 Mn N18 C17 -2.38(14) . . . . ? O1W Mn N18 N19 86.07(12) . . . . ? O2W Mn N18 N19 -90.80(12) . . . . ? O20 Mn N18 N19 -0.19(11) . . . . ? O10 Mn N18 N19 -4.9(2) . . . . ? N8 Mn N18 N19 173.77(11) . . . . ? N1 Mn N18 N19 178.04(14) . . . . ? C17 N18 N19 C20 -178.30(17) . . . . ? Mn N18 N19 C20 1.29(19) . . . . ? O1W Mn O20 C20 -94.02(14) . . . . ? O2W Mn O20 C20 87.24(14) . . . . ? O10 Mn O20 C20 177.11(14) . . . . ? N8 Mn O20 C20 -169.95(14) . . . . ? N18 Mn O20 C20 -1.05(13) . . . . ? N1 Mn O20 C20 -3.41(17) . . . . ? Mn O20 C20 N19 2.3(2) . . . . ? Mn O20 C20 C21 -176.78(13) . . . . ? N18 N19 C20 O20 -2.4(3) . . . . ? N18 N19 C20 C21 176.73(15) . . . . ? O20 C20 C21 C22 -4.0(3) . . . . ? N19 C20 C21 C22 176.91(17) . . . . ? O20 C20 C21 C26 174.05(17) . . . . ? N19 C20 C21 C26 -5.1(3) . . . . ? C26 C21 C22 C23 -0.8(3) . . . . ? C20 C21 C22 C23 177.32(18) . . . . ? C21 C22 C23 C24 -1.3(3) . . . . ? C22 C23 C24 C25 0.9(3) . . . . ? C23 C24 C25 C26 1.6(3) . . . . ? C24 C25 C26 O26 176.61(18) . . . . ? C24 C25 C26 C21 -3.5(3) . . . . ? C22 C21 C26 O26 -177.05(17) . . . . ? C20 C21 C26 O26 5.0(3) . . . . ? C22 C21 C26 C25 3.0(3) . . . . ? C20 C21 C26 C25 -174.93(17) . . . . ? C1S N3S C4S O5S -3.2(7) . . . . ? C2S N3S C4S O5S 178.8(4) . . . . ? 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 N9 H9A O16 0.88 1.88 2.568(2) 134 . N19 H19A O26 0.88 1.89 2.579(2) 134 . O1W H1WA O16 0.84(2) 1.816(10) 2.654(2) 175(3) 2_556 O1W H1WB O26 0.83(2) 1.972(10) 2.802(2) 173(2) 2 O2W H2WA O26 0.84(2) 1.883(10) 2.721(2) 172(2) 2_655 O2W H2WB O16 0.84(2) 1.915(10) 2.752(2) 173(2) 2_656 _diffrn_measured_fraction_theta_max 0.922 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 0.39 _refine_diff_density_min -0.61 _refine_diff_density_rms 0.06 #===END of CIF