# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_coden_Cambridge 222 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name 'Geiger, Robert' 'Chattopadhyay, Swarup' 'Day, Victor' 'Jackson, Timothy' _publ_contact_author_name 'Jackson, Timothy' _publ_contact_author_email taj@ku.edu _publ_section_title ; Nucleophilic Reactivity of a Series of Peroxomanganese(III) Complexes Supported by Tetradentate Aminopyridyl Ligands ; # Attachment '- [Mn(L6py2H)(NCMe)3][ClO4]2.CIF' data_Mn_L6py2H_NCMe3_ClO42 _database_code_depnum_ccdc_archive 'CCDC 801091' #TrackingRef '- [Mn(L6py2H)(NCMe)3][ClO4]2.CIF' _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H32 Cl2 Mn N8 O8' _chemical_formula_weight 686.42 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' Cl Cl 0.1484 0.1585 '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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.618(2) _cell_length_b 11.666(2) _cell_length_c 13.214(3) _cell_angle_alpha 88.508(2) _cell_angle_beta 71.869(2) _cell_angle_gamma 69.296(2) _cell_volume 1585.0(5) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3845 _cell_measurement_theta_min 3.91 _cell_measurement_theta_max 24.30 _exptl_crystal_description irregular _exptl_crystal_colour brown _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.438 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 710 _exptl_absorpt_coefficient_mu 0.642 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6502 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.00 _diffrn_reflns_number 15336 _diffrn_reflns_av_R_equivalents 0.0294 _diffrn_reflns_av_sigmaI/netI 0.0463 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.72 _diffrn_reflns_theta_max 27.84 _reflns_number_total 7423 _reflns_number_gt 5916 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0961P)^2^+0.6059P] 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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7423 _refine_ls_number_parameters 392 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0728 _refine_ls_R_factor_gt 0.0589 _refine_ls_wR_factor_ref 0.1699 _refine_ls_wR_factor_gt 0.1607 _refine_ls_goodness_of_fit_ref 1.071 _refine_ls_restrained_S_all 1.071 _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 Mn Mn 0.39437(3) 0.23869(3) 0.27445(3) 0.02525(13) Uani 1 1 d . . . N1 N 0.2233(2) 0.3135(2) 0.43160(18) 0.0319(5) Uani 1 1 d . . . N2 N 0.4186(2) 0.3971(2) 0.36358(19) 0.0325(5) Uani 1 1 d . . . N3 N 0.4980(2) 0.3599(2) 0.16818(18) 0.0308(5) Uani 1 1 d . . . N4 N 0.5391(2) 0.1240(2) 0.11631(18) 0.0308(5) Uani 1 1 d . . . C1 C 0.1133(3) 0.2900(3) 0.4531(2) 0.0362(6) Uani 1 1 d . . . H1 H 0.1034 0.2449 0.3996 0.043 Uiso 1 1 calc R . . C2 C 0.0149(3) 0.3284(3) 0.5490(3) 0.0457(7) Uani 1 1 d . . . H2 H -0.0604 0.3079 0.5625 0.055 Uiso 1 1 calc R . . C3 C 0.0270(3) 0.3973(3) 0.6255(3) 0.0517(9) Uani 1 1 d . . . H3 H -0.0397 0.4247 0.6927 0.062 Uiso 1 1 calc R . . C4 C 0.1369(3) 0.4259(3) 0.6034(2) 0.0474(8) Uani 1 1 d . . . H4 H 0.1460 0.4755 0.6541 0.057 Uiso 1 1 calc R . . C5 C 0.2339(3) 0.3812(2) 0.5061(2) 0.0351(6) Uani 1 1 d . . . C6 C 0.3601(3) 0.4039(3) 0.4787(2) 0.0403(7) Uani 1 1 d . . . H6A H 0.3431 0.4862 0.5112 0.048 Uiso 1 1 calc R . . H6B H 0.4209 0.3416 0.5086 0.048 Uiso 1 1 calc R . . C7 C 0.3508(3) 0.5072(3) 0.3183(2) 0.0393(6) Uani 1 1 d . . . H7A H 0.3564 0.5811 0.3486 0.047 Uiso 1 1 calc R . . H7B H 0.2579 0.5185 0.3365 0.047 Uiso 1 1 calc R . . C8 C 0.4149(3) 0.4906(3) 0.1966(2) 0.0367(6) Uani 1 1 d . . . H8A H 0.3479 0.5137 0.1606 0.044 Uiso 1 1 calc R . . H8B H 0.4676 0.5431 0.1745 0.044 Uiso 1 1 calc R . . C11 C 0.5811(3) 0.0008(3) 0.1015(2) 0.0357(6) Uani 1 1 d . . . H11 H 0.5461 -0.0421 0.1576 0.043 Uiso 1 1 calc R . . C12 C 0.6732(3) -0.0667(3) 0.0084(2) 0.0416(7) Uani 1 1 d . . . H12 H 0.7001 -0.1539 0.0006 0.050 Uiso 1 1 calc R . . C13 C 0.7249(3) -0.0053(3) -0.0725(2) 0.0445(7) Uani 1 1 d . . . H13 H 0.7885 -0.0491 -0.1374 0.053 Uiso 1 1 calc R . . C14 C 0.6829(3) 0.1216(3) -0.0580(2) 0.0423(7) Uani 1 1 d . . . H14 H 0.7181 0.1660 -0.1126 0.051 Uiso 1 1 calc R . . C15 C 0.5893(3) 0.1835(3) 0.0366(2) 0.0340(6) Uani 1 1 d . . . C16 C 0.5384(3) 0.3213(3) 0.0543(2) 0.0365(6) Uani 1 1 d . . . H16A H 0.6070 0.3524 0.0140 0.044 Uiso 1 1 calc R . . H16B H 0.4635 0.3564 0.0277 0.044 Uiso 1 1 calc R . . C17 C 0.6109(3) 0.3363(3) 0.2065(2) 0.0374(6) Uani 1 1 d . . . H17A H 0.6651 0.3827 0.1675 0.045 Uiso 1 1 calc R . . H17B H 0.6652 0.2475 0.1940 0.045 Uiso 1 1 calc R . . C18 C 0.5580(3) 0.3782(3) 0.3269(3) 0.0409(7) Uani 1 1 d . . . H18A H 0.6045 0.3147 0.3661 0.049 Uiso 1 1 calc R . . H18B H 0.5702 0.4558 0.3396 0.049 Uiso 1 1 calc R . . N1S N 0.2395(2) 0.3204(2) 0.19345(18) 0.0327(5) Uani 1 1 d . . . C1S C 0.1621(3) 0.3569(3) 0.1540(2) 0.0337(6) Uani 1 1 d . . . C2S C 0.0622(3) 0.4035(4) 0.1026(3) 0.0549(9) Uani 1 1 d . . . H2SA H 0.0213 0.4932 0.1177 0.082 Uiso 1 1 calc R . . H2SB H -0.0038 0.3664 0.1305 0.082 Uiso 1 1 calc R . . H2SC H 0.1019 0.3822 0.0252 0.082 Uiso 1 1 calc R . . N2S N 0.3276(2) 0.0673(2) 0.30371(19) 0.0347(5) Uani 1 1 d . . . C3S C 0.3015(3) -0.0164(3) 0.3270(2) 0.0343(6) Uani 1 1 d . . . C4S C 0.2676(4) -0.1240(3) 0.3573(3) 0.0567(9) Uani 1 1 d . . . H4SA H 0.1919 -0.1188 0.3367 0.085 Uiso 1 1 calc R . . H4SB H 0.2467 -0.1272 0.4349 0.085 Uiso 1 1 calc R . . H4SC H 0.3412 -0.1986 0.3207 0.085 Uiso 1 1 calc R . . N3S N 0.5392(2) 0.1113(2) 0.3530(2) 0.0397(6) Uani 1 1 d . . . C5S C 0.6180(3) 0.0299(3) 0.3687(2) 0.0375(6) Uani 1 1 d . . . C6S C 0.7189(4) -0.0761(3) 0.3885(3) 0.0552(9) Uani 1 1 d . . . H6SA H 0.7389 -0.1469 0.3392 0.083 Uiso 1 1 calc R . . H6SB H 0.6884 -0.0956 0.4624 0.083 Uiso 1 1 calc R . . H6SC H 0.7974 -0.0570 0.3773 0.083 Uiso 1 1 calc R . . N4S N 0.1377(4) -0.3367(5) 0.1241(5) 0.117(2) Uani 1 1 d . . . C7S C 0.0729(4) -0.2532(4) 0.0979(4) 0.0728(13) Uani 1 1 d . . . C8S C -0.0089(5) -0.1462(5) 0.0651(5) 0.0851(15) Uani 1 1 d . . . H8SA H -0.0942 -0.1518 0.0772 0.128 Uiso 1 1 calc R . . H8SB H 0.0307 -0.1404 -0.0111 0.128 Uiso 1 1 calc R . . H8SC H -0.0192 -0.0728 0.1067 0.128 Uiso 1 1 calc R . . Cl1 Cl 0.67353(7) -0.32362(7) 0.20042(6) 0.0437(2) Uani 1 1 d . . . O11 O 0.7737(3) -0.2736(3) 0.1704(2) 0.0747(9) Uani 1 1 d . . . O12 O 0.6031(4) -0.2998(4) 0.1274(3) 0.0936(12) Uani 1 1 d . . . O13 O 0.5881(3) -0.2700(5) 0.3011(3) 0.1281(18) Uani 1 1 d . . . O14 O 0.7320(4) -0.4496(3) 0.2088(4) 0.1213(17) Uani 1 1 d . . . Cl2 Cl -0.08119(8) 0.14878(10) 0.30615(8) 0.0635(3) Uani 1 1 d . . . O21 O -0.1271(6) 0.1263(5) 0.2285(5) 0.168(3) Uani 1 1 d . . . O22 O -0.0009(6) 0.2063(7) 0.2684(5) 0.205(4) Uani 1 1 d . . . O23 O -0.1813(4) 0.1939(8) 0.3924(4) 0.224(4) Uani 1 1 d . . . O24 O 0.0066(6) 0.0453(8) 0.3247(7) 0.259(5) 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 0.0253(2) 0.0242(2) 0.0265(2) 0.00327(15) -0.01034(15) -0.00773(15) N1 0.0325(12) 0.0295(11) 0.0284(11) 0.0018(9) -0.0102(9) -0.0045(9) N2 0.0350(12) 0.0321(12) 0.0350(12) 0.0033(9) -0.0192(10) -0.0107(9) N3 0.0311(11) 0.0306(11) 0.0347(12) 0.0071(9) -0.0142(10) -0.0128(9) N4 0.0286(11) 0.0316(11) 0.0309(11) 0.0011(9) -0.0094(9) -0.0093(9) C1 0.0320(14) 0.0313(14) 0.0382(15) 0.0030(11) -0.0086(12) -0.0054(11) C2 0.0344(15) 0.0411(16) 0.0449(17) 0.0064(13) -0.0029(13) -0.0032(12) C3 0.0463(19) 0.0506(19) 0.0324(16) -0.0003(14) -0.0004(14) 0.0021(15) C4 0.055(2) 0.0398(17) 0.0341(16) -0.0037(13) -0.0162(14) 0.0003(14) C5 0.0428(15) 0.0275(13) 0.0304(13) 0.0041(10) -0.0162(12) -0.0039(11) C6 0.0505(17) 0.0417(16) 0.0324(14) -0.0007(12) -0.0210(13) -0.0141(13) C7 0.0492(17) 0.0271(13) 0.0428(16) 0.0032(12) -0.0202(14) -0.0104(12) C8 0.0418(15) 0.0291(14) 0.0454(16) 0.0127(12) -0.0208(13) -0.0151(12) C11 0.0329(14) 0.0338(14) 0.0350(14) -0.0009(11) -0.0086(12) -0.0077(11) C12 0.0368(15) 0.0404(16) 0.0398(16) -0.0067(13) -0.0131(13) -0.0034(12) C13 0.0326(15) 0.059(2) 0.0308(15) -0.0091(13) -0.0070(12) -0.0060(13) C14 0.0375(16) 0.060(2) 0.0299(14) 0.0033(13) -0.0088(12) -0.0201(14) C15 0.0285(13) 0.0469(16) 0.0297(13) 0.0044(12) -0.0109(11) -0.0158(12) C16 0.0370(15) 0.0417(16) 0.0323(14) 0.0113(12) -0.0107(12) -0.0170(12) C17 0.0316(14) 0.0411(16) 0.0462(17) 0.0066(13) -0.0167(13) -0.0175(12) C18 0.0405(16) 0.0446(17) 0.0499(18) 0.0057(13) -0.0253(14) -0.0207(13) N1S 0.0297(11) 0.0352(12) 0.0321(12) 0.0007(9) -0.0126(10) -0.0078(9) C1S 0.0334(14) 0.0313(14) 0.0327(14) -0.0018(11) -0.0105(12) -0.0072(11) C2S 0.0455(19) 0.064(2) 0.054(2) -0.0014(17) -0.0305(16) -0.0046(16) N2S 0.0326(12) 0.0336(12) 0.0351(12) 0.0010(10) -0.0090(10) -0.0104(10) C3S 0.0328(14) 0.0349(15) 0.0345(14) 0.0043(11) -0.0120(11) -0.0108(11) C4S 0.057(2) 0.0454(19) 0.075(3) 0.0191(18) -0.0208(19) -0.0282(16) N3S 0.0390(13) 0.0367(13) 0.0463(14) 0.0096(11) -0.0213(12) -0.0111(11) C5S 0.0425(16) 0.0379(15) 0.0369(15) 0.0080(12) -0.0205(13) -0.0138(13) C6S 0.056(2) 0.0412(18) 0.068(2) 0.0125(16) -0.0372(18) -0.0028(15) N4S 0.054(2) 0.116(4) 0.175(5) 0.091(4) -0.036(3) -0.029(2) C7S 0.056(2) 0.077(3) 0.100(3) 0.046(3) -0.031(2) -0.040(2) C8S 0.087(3) 0.077(3) 0.122(4) 0.048(3) -0.061(3) -0.045(3) Cl1 0.0460(4) 0.0500(4) 0.0476(4) 0.0175(3) -0.0215(3) -0.0271(3) O11 0.091(2) 0.105(2) 0.0709(18) 0.0339(17) -0.0404(16) -0.0752(19) O12 0.137(3) 0.128(3) 0.093(2) 0.060(2) -0.088(2) -0.098(3) O13 0.059(2) 0.226(5) 0.066(2) -0.005(3) -0.0051(17) -0.025(3) O14 0.120(3) 0.0567(19) 0.241(5) 0.035(3) -0.115(4) -0.047(2) Cl2 0.0364(4) 0.0939(7) 0.0705(6) 0.0338(5) -0.0240(4) -0.0317(4) O21 0.158(5) 0.143(4) 0.226(6) -0.031(4) -0.148(5) -0.003(3) O22 0.191(6) 0.281(8) 0.174(5) -0.052(5) 0.029(5) -0.193(7) O23 0.061(2) 0.383(10) 0.100(3) 0.094(5) 0.013(2) 0.029(4) O24 0.104(4) 0.300(9) 0.275(9) 0.172(8) -0.062(5) 0.030(5) _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 N1S 2.286(2) . ? Mn N1 2.307(2) . ? Mn N4 2.313(2) . ? Mn N3S 2.314(2) . ? Mn N3 2.338(2) . ? Mn N2 2.359(2) . ? Mn N2S 2.370(2) . ? N1 C5 1.339(4) . ? N1 C1 1.344(4) . ? N2 C6 1.452(4) . ? N2 C7 1.471(4) . ? N2 C18 1.474(4) . ? N3 C16 1.460(4) . ? N3 C8 1.471(3) . ? N3 C17 1.484(3) . ? N4 C15 1.340(4) . ? N4 C11 1.342(3) . ? C1 C2 1.371(4) . ? C1 H1 0.9500 . ? C2 C3 1.378(5) . ? C2 H2 0.9500 . ? C3 C4 1.374(5) . ? C3 H3 0.9500 . ? C4 C5 1.383(4) . ? C4 H4 0.9500 . ? C5 C6 1.512(4) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.532(4) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C11 C12 1.384(4) . ? C11 H11 0.9500 . ? C12 C13 1.372(5) . ? C12 H12 0.9500 . ? C13 C14 1.383(5) . ? C13 H13 0.9500 . ? C14 C15 1.383(4) . ? C14 H14 0.9500 . ? C15 C16 1.500(4) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C18 1.539(4) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? N1S C1S 1.127(4) . ? C1S C2S 1.460(4) . ? C2S H2SA 0.9800 . ? C2S H2SB 0.9800 . ? C2S H2SC 0.9800 . ? N2S C3S 1.130(4) . ? C3S C4S 1.455(4) . ? C4S H4SA 0.9800 . ? C4S H4SB 0.9800 . ? C4S H4SC 0.9800 . ? N3S C5S 1.130(4) . ? C5S C6S 1.457(4) . ? C6S H6SA 0.9800 . ? C6S H6SB 0.9800 . ? C6S H6SC 0.9800 . ? N4S C7S 1.124(5) . ? C7S C8S 1.428(6) . ? C8S H8SA 0.9800 . ? C8S H8SB 0.9800 . ? C8S H8SC 0.9800 . ? Cl1 O13 1.389(4) . ? Cl1 O14 1.402(3) . ? Cl1 O12 1.412(3) . ? Cl1 O11 1.426(2) . ? Cl2 O23 1.305(4) . ? Cl2 O22 1.306(5) . ? Cl2 O24 1.352(5) . ? Cl2 O21 1.363(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 N1S Mn N1 84.70(8) . . ? N1S Mn N4 90.54(8) . . ? N1 Mn N4 163.97(8) . . ? N1S Mn N3S 165.32(9) . . ? N1 Mn N3S 95.74(9) . . ? N4 Mn N3S 85.05(9) . . ? N1S Mn N3 84.63(8) . . ? N1 Mn N3 123.87(8) . . ? N4 Mn N3 70.66(8) . . ? N3S Mn N3 106.94(9) . . ? N1S Mn N2 110.20(8) . . ? N1 Mn N2 69.94(8) . . ? N4 Mn N2 125.95(8) . . ? N3S Mn N2 83.55(8) . . ? N3 Mn N2 62.85(8) . . ? N1S Mn N2S 87.94(8) . . ? N1 Mn N2S 80.25(8) . . ? N4 Mn N2S 84.30(8) . . ? N3S Mn N2S 77.70(9) . . ? N3 Mn N2S 153.75(8) . . ? N2 Mn N2S 142.81(8) . . ? C5 N1 C1 118.0(2) . . ? C5 N1 Mn 119.19(19) . . ? C1 N1 Mn 122.79(18) . . ? C6 N2 C7 112.0(2) . . ? C6 N2 C18 114.8(2) . . ? C7 N2 C18 107.9(2) . . ? C6 N2 Mn 111.77(17) . . ? C7 N2 Mn 102.17(16) . . ? C18 N2 Mn 107.33(17) . . ? C16 N3 C8 113.5(2) . . ? C16 N3 C17 112.0(2) . . ? C8 N3 C17 108.0(2) . . ? C16 N3 Mn 111.95(16) . . ? C8 N3 Mn 109.60(16) . . ? C17 N3 Mn 101.02(16) . . ? C15 N4 C11 117.9(2) . . ? C15 N4 Mn 118.03(18) . . ? C11 N4 Mn 123.95(18) . . ? N1 C1 C2 122.7(3) . . ? N1 C1 H1 118.6 . . ? C2 C1 H1 118.6 . . ? C1 C2 C3 118.8(3) . . ? C1 C2 H2 120.6 . . ? C3 C2 H2 120.6 . . ? C4 C3 C2 119.2(3) . . ? C4 C3 H3 120.4 . . ? C2 C3 H3 120.4 . . ? C3 C4 C5 118.9(3) . . ? C3 C4 H4 120.5 . . ? C5 C4 H4 120.5 . . ? N1 C5 C4 122.3(3) . . ? N1 C5 C6 116.0(2) . . ? C4 C5 C6 121.7(3) . . ? N2 C6 C5 110.5(2) . . ? N2 C6 H6A 109.6 . . ? C5 C6 H6A 109.6 . . ? N2 C6 H6B 109.6 . . ? C5 C6 H6B 109.6 . . ? H6A C6 H6B 108.1 . . ? N2 C7 C8 108.7(2) . . ? N2 C7 H7A 109.9 . . ? C8 C7 H7A 109.9 . . ? N2 C7 H7B 109.9 . . ? C8 C7 H7B 109.9 . . ? H7A C7 H7B 108.3 . . ? N3 C8 C7 106.6(2) . . ? N3 C8 H8A 110.4 . . ? C7 C8 H8A 110.4 . . ? N3 C8 H8B 110.4 . . ? C7 C8 H8B 110.4 . . ? H8A C8 H8B 108.6 . . ? N4 C11 C12 123.1(3) . . ? N4 C11 H11 118.5 . . ? C12 C11 H11 118.5 . . ? C13 C12 C11 118.6(3) . . ? C13 C12 H12 120.7 . . ? C11 C12 H12 120.7 . . ? C12 C13 C14 118.8(3) . . ? C12 C13 H13 120.6 . . ? C14 C13 H13 120.6 . . ? C15 C14 C13 119.5(3) . . ? C15 C14 H14 120.2 . . ? C13 C14 H14 120.2 . . ? N4 C15 C14 122.0(3) . . ? N4 C15 C16 116.8(2) . . ? C14 C15 C16 121.2(3) . . ? N3 C16 C15 109.9(2) . . ? N3 C16 H16A 109.7 . . ? C15 C16 H16A 109.7 . . ? N3 C16 H16B 109.7 . . ? C15 C16 H16B 109.7 . . ? H16A C16 H16B 108.2 . . ? N3 C17 C18 107.8(2) . . ? N3 C17 H17A 110.1 . . ? C18 C17 H17A 110.1 . . ? N3 C17 H17B 110.1 . . ? C18 C17 H17B 110.1 . . ? H17A C17 H17B 108.5 . . ? N2 C18 C17 107.1(2) . . ? N2 C18 H18A 110.3 . . ? C17 C18 H18A 110.3 . . ? N2 C18 H18B 110.3 . . ? C17 C18 H18B 110.3 . . ? H18A C18 H18B 108.6 . . ? C1S N1S Mn 177.5(2) . . ? N1S C1S C2S 179.7(3) . . ? C1S C2S H2SA 109.5 . . ? C1S C2S H2SB 109.5 . . ? H2SA C2S H2SB 109.5 . . ? C1S C2S H2SC 109.5 . . ? H2SA C2S H2SC 109.5 . . ? H2SB C2S H2SC 109.5 . . ? C3S N2S Mn 172.2(2) . . ? N2S C3S C4S 179.8(4) . . ? C3S C4S H4SA 109.5 . . ? C3S C4S H4SB 109.5 . . ? H4SA C4S H4SB 109.5 . . ? C3S C4S H4SC 109.5 . . ? H4SA C4S H4SC 109.5 . . ? H4SB C4S H4SC 109.5 . . ? C5S N3S Mn 162.4(3) . . ? N3S C5S C6S 179.2(3) . . ? C5S C6S H6SA 109.5 . . ? C5S C6S H6SB 109.5 . . ? H6SA C6S H6SB 109.5 . . ? C5S C6S H6SC 109.5 . . ? H6SA C6S H6SC 109.5 . . ? H6SB C6S H6SC 109.5 . . ? N4S C7S C8S 179.3(6) . . ? C7S C8S H8SA 109.5 . . ? C7S C8S H8SB 109.5 . . ? H8SA C8S H8SB 109.5 . . ? C7S C8S H8SC 109.5 . . ? H8SA C8S H8SC 109.5 . . ? H8SB C8S H8SC 109.5 . . ? O13 Cl1 O14 107.4(3) . . ? O13 Cl1 O12 108.5(2) . . ? O14 Cl1 O12 113.0(2) . . ? O13 Cl1 O11 109.1(3) . . ? O14 Cl1 O11 107.5(2) . . ? O12 Cl1 O11 111.18(18) . . ? O23 Cl2 O22 121.0(5) . . ? O23 Cl2 O24 110.4(4) . . ? O22 Cl2 O24 96.6(5) . . ? O23 Cl2 O21 106.9(4) . . ? O22 Cl2 O21 109.8(5) . . ? O24 Cl2 O21 111.7(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 N1S Mn N1 C5 -130.0(2) . . . . ? N4 Mn N1 C5 156.7(3) . . . . ? N3S Mn N1 C5 64.7(2) . . . . ? N3 Mn N1 C5 -50.1(2) . . . . ? N2 Mn N1 C5 -16.26(19) . . . . ? N2S Mn N1 C5 141.2(2) . . . . ? N1S Mn N1 C1 51.4(2) . . . . ? N4 Mn N1 C1 -21.9(4) . . . . ? N3S Mn N1 C1 -113.9(2) . . . . ? N3 Mn N1 C1 131.3(2) . . . . ? N2 Mn N1 C1 165.1(2) . . . . ? N2S Mn N1 C1 -37.4(2) . . . . ? N1S Mn N2 C6 105.53(19) . . . . ? N1 Mn N2 C6 29.37(18) . . . . ? N4 Mn N2 C6 -148.25(18) . . . . ? N3S Mn N2 C6 -69.17(19) . . . . ? N3 Mn N2 C6 178.0(2) . . . . ? N2S Mn N2 C6 -9.4(3) . . . . ? N1S Mn N2 C7 -14.40(19) . . . . ? N1 Mn N2 C7 -90.56(18) . . . . ? N4 Mn N2 C7 91.82(19) . . . . ? N3S Mn N2 C7 170.91(19) . . . . ? N3 Mn N2 C7 58.10(17) . . . . ? N2S Mn N2 C7 -129.34(18) . . . . ? N1S Mn N2 C18 -127.74(18) . . . . ? N1 Mn N2 C18 156.09(19) . . . . ? N4 Mn N2 C18 -21.5(2) . . . . ? N3S Mn N2 C18 57.56(18) . . . . ? N3 Mn N2 C18 -55.25(18) . . . . ? N2S Mn N2 C18 117.32(19) . . . . ? N1S Mn N3 C16 -64.52(18) . . . . ? N1 Mn N3 C16 -144.45(17) . . . . ? N4 Mn N3 C16 27.95(17) . . . . ? N3S Mn N3 C16 106.26(18) . . . . ? N2 Mn N3 C16 179.5(2) . . . . ? N2S Mn N3 C16 9.7(3) . . . . ? N1S Mn N3 C8 62.29(17) . . . . ? N1 Mn N3 C8 -17.6(2) . . . . ? N4 Mn N3 C8 154.75(18) . . . . ? N3S Mn N3 C8 -126.94(17) . . . . ? N2 Mn N3 C8 -53.69(16) . . . . ? N2S Mn N3 C8 136.5(2) . . . . ? N1S Mn N3 C17 176.13(17) . . . . ? N1 Mn N3 C17 96.20(17) . . . . ? N4 Mn N3 C17 -91.40(17) . . . . ? N3S Mn N3 C17 -13.09(18) . . . . ? N2 Mn N3 C17 60.16(16) . . . . ? N2S Mn N3 C17 -109.7(2) . . . . ? N1S Mn N4 C15 71.54(19) . . . . ? N1 Mn N4 C15 144.0(3) . . . . ? N3S Mn N4 C15 -122.5(2) . . . . ? N3 Mn N4 C15 -12.57(18) . . . . ? N2 Mn N4 C15 -44.1(2) . . . . ? N2S Mn N4 C15 159.4(2) . . . . ? N1S Mn N4 C11 -112.2(2) . . . . ? N1 Mn N4 C11 -39.8(4) . . . . ? N3S Mn N4 C11 53.7(2) . . . . ? N3 Mn N4 C11 163.7(2) . . . . ? N2 Mn N4 C11 132.1(2) . . . . ? N2S Mn N4 C11 -24.4(2) . . . . ? C5 N1 C1 C2 -2.5(4) . . . . ? Mn N1 C1 C2 176.1(2) . . . . ? N1 C1 C2 C3 2.1(5) . . . . ? C1 C2 C3 C4 0.3(5) . . . . ? C2 C3 C4 C5 -2.1(5) . . . . ? C1 N1 C5 C4 0.6(4) . . . . ? Mn N1 C5 C4 -178.0(2) . . . . ? C1 N1 C5 C6 179.3(2) . . . . ? Mn N1 C5 C6 0.6(3) . . . . ? C3 C4 C5 N1 1.6(5) . . . . ? C3 C4 C5 C6 -176.9(3) . . . . ? C7 N2 C6 C5 75.1(3) . . . . ? C18 N2 C6 C5 -161.4(2) . . . . ? Mn N2 C6 C5 -38.9(3) . . . . ? N1 C5 C6 N2 26.0(3) . . . . ? C4 C5 C6 N2 -155.4(3) . . . . ? C6 N2 C7 C8 -177.8(2) . . . . ? C18 N2 C7 C8 54.9(3) . . . . ? Mn N2 C7 C8 -58.0(2) . . . . ? C16 N3 C8 C7 164.3(2) . . . . ? C17 N3 C8 C7 -70.9(3) . . . . ? Mn N3 C8 C7 38.4(2) . . . . ? N2 C7 C8 N3 13.7(3) . . . . ? C15 N4 C11 C12 -0.1(4) . . . . ? Mn N4 C11 C12 -176.3(2) . . . . ? N4 C11 C12 C13 0.5(4) . . . . ? C11 C12 C13 C14 -0.1(4) . . . . ? C12 C13 C14 C15 -0.7(4) . . . . ? C11 N4 C15 C14 -0.8(4) . . . . ? Mn N4 C15 C14 175.6(2) . . . . ? C11 N4 C15 C16 178.7(2) . . . . ? Mn N4 C15 C16 -4.9(3) . . . . ? C13 C14 C15 N4 1.2(4) . . . . ? C13 C14 C15 C16 -178.3(3) . . . . ? C8 N3 C16 C15 -164.1(2) . . . . ? C17 N3 C16 C15 73.3(3) . . . . ? Mn N3 C16 C15 -39.4(3) . . . . ? N4 C15 C16 N3 29.7(3) . . . . ? C14 C15 C16 N3 -150.8(3) . . . . ? C16 N3 C17 C18 -179.2(2) . . . . ? C8 N3 C17 C18 55.1(3) . . . . ? Mn N3 C17 C18 -59.9(2) . . . . ? C6 N2 C18 C17 163.9(2) . . . . ? C7 N2 C18 C17 -70.5(3) . . . . ? Mn N2 C18 C17 39.0(3) . . . . ? N3 C17 C18 N2 13.6(3) . . . . ? N1 Mn N1S C1S -84(5) . . . . ? N4 Mn N1S C1S 81(5) . . . . ? N3S Mn N1S C1S 9(5) . . . . ? N3 Mn N1S C1S 151(5) . . . . ? N2 Mn N1S C1S -150(5) . . . . ? N2S Mn N1S C1S -4(5) . . . . ? Mn N1S C1S C2S -42(90) . . . . ? N1S Mn N2S C3S -156.0(17) . . . . ? N1 Mn N2S C3S -71.1(17) . . . . ? N4 Mn N2S C3S 113.2(17) . . . . ? N3S Mn N2S C3S 27.1(17) . . . . ? N3 Mn N2S C3S 130.5(16) . . . . ? N2 Mn N2S C3S -34.4(17) . . . . ? Mn N2S C3S C4S 49(100) . . . . ? N1S Mn N3S C5S 49.2(10) . . . . ? N1 Mn N3S C5S 140.2(8) . . . . ? N4 Mn N3S C5S -23.8(8) . . . . ? N3 Mn N3S C5S -91.8(8) . . . . ? N2 Mn N3S C5S -150.8(8) . . . . ? N2S Mn N3S C5S 61.5(8) . . . . ? Mn N3S C5S C6S -42(32) . . . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 27.84 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.842 _refine_diff_density_min -0.712 _refine_diff_density_rms 0.080 # Attachment '- [Mn(L7py2-4-Me)(OTf)2].CIF' data_Mn_L7py2_4Me_OTf2 _database_code_depnum_ccdc_archive 'CCDC 801092' #TrackingRef '- [Mn(L7py2-4-Me)(OTf)2].CIF' _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H26 F6 Mn N4 O6 S2' _chemical_formula_weight 663.52 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 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 16.801(7) _cell_length_b 8.582(4) _cell_length_c 19.054(8) _cell_angle_alpha 90.00 _cell_angle_beta 99.020(7) _cell_angle_gamma 90.00 _cell_volume 2713(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5226 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 29.07 _exptl_crystal_description 'Rectangular parallelepiped' _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.34 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.624 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1356 _exptl_absorpt_coefficient_mu 0.726 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.810 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX 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_% 0.00 _diffrn_reflns_number 24171 _diffrn_reflns_av_R_equivalents 0.0414 _diffrn_reflns_av_sigmaI/netI 0.0348 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.31 _diffrn_reflns_theta_max 29.15 _reflns_number_total 6823 _reflns_number_gt 5777 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0692P)^2^+0.3315P] 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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6823 _refine_ls_number_parameters 363 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0500 _refine_ls_R_factor_gt 0.0431 _refine_ls_wR_factor_ref 0.1175 _refine_ls_wR_factor_gt 0.1146 _refine_ls_goodness_of_fit_ref 1.082 _refine_ls_restrained_S_all 1.082 _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 Mn Mn 0.253060(16) 0.13297(3) 0.286960(14) 0.01981(9) Uani 1 1 d . . . N1 N 0.13708(9) 0.0678(2) 0.22133(8) 0.0255(3) Uani 1 1 d . . . N2 N 0.19523(10) 0.36815(19) 0.25316(9) 0.0274(4) Uani 1 1 d . . . N3 N 0.35228(9) 0.31272(19) 0.28452(8) 0.0236(3) Uani 1 1 d . . . N4 N 0.36187(9) 0.02890(19) 0.35013(9) 0.0243(3) Uani 1 1 d . . . C1 C 0.11654(12) -0.0762(3) 0.19717(11) 0.0328(5) Uani 1 1 d . . . H1 H 0.1494 -0.1615 0.2155 0.039 Uiso 1 1 calc R . . C2 C 0.04926(14) -0.1052(3) 0.14647(13) 0.0442(6) Uani 1 1 d . . . H2 H 0.0361 -0.2087 0.1312 0.053 Uiso 1 1 calc R . . C3 C 0.00116(14) 0.0196(4) 0.11828(12) 0.0470(7) Uani 1 1 d . . . C4 C 0.02298(13) 0.1649(3) 0.14329(12) 0.0433(6) Uani 1 1 d . . . H4 H -0.0082 0.2524 0.1250 0.052 Uiso 1 1 calc R . . C5 C 0.08986(12) 0.1871(3) 0.19500(10) 0.0300(4) Uani 1 1 d . . . C6 C 0.10879(13) 0.3449(3) 0.22780(13) 0.0382(5) Uani 1 1 d . . . H6A H 0.0898 0.4261 0.1922 0.046 Uiso 1 1 calc R . . H6B H 0.0789 0.3579 0.2682 0.046 Uiso 1 1 calc R . . C7 C 0.20426(17) 0.4858(3) 0.31157(14) 0.0480(6) Uani 1 1 d . . . H7A H 0.1707 0.5776 0.2952 0.058 Uiso 1 1 calc R . . H7B H 0.1827 0.4407 0.3526 0.058 Uiso 1 1 calc R . . C8 C 0.28546(17) 0.5379(4) 0.33549(17) 0.0587(8) Uani 1 1 d . . . H8A H 0.2857 0.5920 0.3814 0.070 Uiso 1 1 calc R . . H8B H 0.2983 0.6171 0.3012 0.070 Uiso 1 1 calc R . . C9 C 0.35449(15) 0.4213(3) 0.34584(11) 0.0343(5) Uani 1 1 d . . . H9A H 0.4063 0.4786 0.3526 0.041 Uiso 1 1 calc R . . H9B H 0.3520 0.3600 0.3895 0.041 Uiso 1 1 calc R . . C11 C 0.36349(12) -0.0951(2) 0.39346(11) 0.0283(4) Uani 1 1 d . . . H11 H 0.3138 -0.1402 0.4007 0.034 Uiso 1 1 calc R . . C12 C 0.43409(12) -0.1598(2) 0.42796(11) 0.0293(4) Uani 1 1 d . . . H12 H 0.4325 -0.2495 0.4569 0.035 Uiso 1 1 calc R . . C13 C 0.50789(12) -0.0927(2) 0.42007(10) 0.0275(4) Uani 1 1 d . . . C14 C 0.50571(11) 0.0377(2) 0.37714(10) 0.0274(4) Uani 1 1 d . . . H14 H 0.5545 0.0888 0.3716 0.033 Uiso 1 1 calc R . . C15 C 0.43287(11) 0.0946(2) 0.34204(10) 0.0244(4) Uani 1 1 d . . . C16 C 0.42949(11) 0.2288(2) 0.29027(11) 0.0290(4) Uani 1 1 d . . . H16A H 0.4743 0.3018 0.3063 0.035 Uiso 1 1 calc R . . H16B H 0.4365 0.1886 0.2429 0.035 Uiso 1 1 calc R . . C17 C 0.33169(13) 0.3962(2) 0.21584(10) 0.0285(4) Uani 1 1 d . . . H17A H 0.3537 0.3382 0.1783 0.034 Uiso 1 1 calc R . . H17B H 0.3568 0.5009 0.2199 0.034 Uiso 1 1 calc R . . C18 C 0.23873(13) 0.4132(3) 0.19458(11) 0.0334(5) Uani 1 1 d . . . H18A H 0.2256 0.5227 0.1810 0.040 Uiso 1 1 calc R . . H18B H 0.2203 0.3468 0.1527 0.040 Uiso 1 1 calc R . . C21 C -0.07135(17) -0.0027(5) 0.06105(15) 0.0814(12) Uani 1 1 d . . . H21A H -0.1122 0.0758 0.0666 0.122 Uiso 1 1 calc R . . H21B H -0.0938 -0.1070 0.0653 0.122 Uiso 1 1 calc R . . H21C H -0.0549 0.0087 0.0142 0.122 Uiso 1 1 calc R . . C22 C 0.58512(13) -0.1620(3) 0.45728(11) 0.0345(5) Uani 1 1 d . . . H22A H 0.6299 -0.0912 0.4530 0.052 Uiso 1 1 calc R . . H22B H 0.5945 -0.2624 0.4355 0.052 Uiso 1 1 calc R . . H22C H 0.5814 -0.1776 0.5076 0.052 Uiso 1 1 calc R . . S1 S 0.13716(3) 0.00992(6) 0.39579(2) 0.02587(12) Uani 1 1 d . . . O11 O 0.19521(9) 0.12989(17) 0.38271(7) 0.0299(3) Uani 1 1 d . . . O12 O 0.05458(9) 0.05172(19) 0.37294(8) 0.0349(3) Uani 1 1 d . . . O13 O 0.16085(9) -0.14443(17) 0.37847(8) 0.0330(3) Uani 1 1 d . . . C1A C 0.14798(14) 0.0105(3) 0.49287(11) 0.0354(5) Uani 1 1 d . . . F11 F 0.09907(9) -0.09506(19) 0.51466(8) 0.0512(4) Uani 1 1 d . . . F12 F 0.22292(8) -0.02402(18) 0.52234(7) 0.0447(3) Uani 1 1 d . . . F13 F 0.12972(10) 0.14924(18) 0.51733(7) 0.0524(4) Uani 1 1 d . . . S2 S 0.34095(3) -0.07192(6) 0.15442(2) 0.02438(12) Uani 1 1 d . . . O21 O 0.29607(8) 0.03930(19) 0.19005(8) 0.0362(4) Uani 1 1 d . . . O22 O 0.41754(8) -0.01395(19) 0.14162(8) 0.0346(3) Uani 1 1 d . . . O23 O 0.33972(11) -0.22716(19) 0.18060(10) 0.0511(4) Uani 1 1 d . . . C2A C 0.28041(13) -0.0800(3) 0.06615(12) 0.0360(5) Uani 1 1 d . . . F21 F 0.31504(10) -0.1745(2) 0.02425(8) 0.0667(5) Uani 1 1 d . . . F22 F 0.20766(8) -0.13560(18) 0.06868(7) 0.0489(4) Uani 1 1 d . . . F23 F 0.27282(9) 0.0585(2) 0.03595(9) 0.0631(5) 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 0.01778(15) 0.02220(16) 0.01892(15) 0.00099(10) 0.00121(11) -0.00028(10) N1 0.0200(8) 0.0360(9) 0.0205(8) -0.0030(7) 0.0036(6) 0.0003(7) N2 0.0294(9) 0.0276(9) 0.0251(8) -0.0044(7) 0.0036(7) 0.0049(7) N3 0.0279(8) 0.0254(8) 0.0173(7) 0.0004(6) 0.0033(6) -0.0039(6) N4 0.0203(7) 0.0269(8) 0.0251(8) 0.0019(6) 0.0020(6) -0.0014(6) C1 0.0261(10) 0.0410(12) 0.0324(11) -0.0074(9) 0.0083(8) -0.0077(9) C2 0.0319(12) 0.0665(17) 0.0371(13) -0.0210(12) 0.0144(10) -0.0221(11) C3 0.0237(11) 0.091(2) 0.0257(11) -0.0087(12) 0.0032(9) -0.0111(12) C4 0.0225(10) 0.0776(18) 0.0280(11) 0.0026(11) -0.0015(9) 0.0048(11) C5 0.0215(9) 0.0451(12) 0.0234(9) -0.0006(9) 0.0035(7) 0.0036(8) C6 0.0290(11) 0.0430(13) 0.0413(13) -0.0014(10) 0.0016(9) 0.0139(9) C7 0.0611(16) 0.0404(14) 0.0404(13) -0.0168(11) 0.0017(12) 0.0150(12) C8 0.0593(17) 0.0595(18) 0.0578(17) -0.0356(15) 0.0107(14) -0.0058(14) C9 0.0507(13) 0.0296(11) 0.0220(10) -0.0047(8) 0.0037(9) -0.0073(9) C11 0.0228(9) 0.0323(10) 0.0292(10) 0.0038(8) 0.0020(8) -0.0002(8) C12 0.0266(10) 0.0320(11) 0.0285(10) 0.0024(8) 0.0015(8) 0.0038(8) C13 0.0231(9) 0.0374(11) 0.0207(9) -0.0082(8) -0.0002(7) 0.0070(8) C14 0.0201(9) 0.0373(11) 0.0248(9) -0.0080(8) 0.0034(7) -0.0012(8) C15 0.0222(9) 0.0297(10) 0.0210(9) -0.0046(7) 0.0023(7) -0.0026(7) C16 0.0226(9) 0.0353(11) 0.0287(10) 0.0012(8) 0.0030(8) -0.0083(8) C17 0.0376(11) 0.0276(10) 0.0216(9) 0.0042(8) 0.0086(8) -0.0045(8) C18 0.0440(12) 0.0314(11) 0.0239(10) 0.0070(8) 0.0025(9) -0.0024(9) C21 0.0332(14) 0.171(4) 0.0369(15) -0.0256(19) -0.0023(12) -0.0217(19) C22 0.0264(10) 0.0481(13) 0.0279(10) -0.0054(9) 0.0003(8) 0.0118(9) S1 0.0218(2) 0.0348(3) 0.0213(2) 0.00219(18) 0.00416(18) 0.00057(18) O11 0.0304(8) 0.0385(8) 0.0213(7) 0.0022(6) 0.0052(6) -0.0040(6) O12 0.0233(7) 0.0465(9) 0.0342(8) 0.0036(7) 0.0027(6) 0.0038(6) O13 0.0277(7) 0.0364(8) 0.0351(8) -0.0013(6) 0.0051(6) 0.0013(6) C1A 0.0369(12) 0.0454(13) 0.0252(10) 0.0064(9) 0.0091(9) 0.0049(10) F11 0.0475(8) 0.0688(10) 0.0412(8) 0.0215(7) 0.0190(7) -0.0024(7) F12 0.0378(7) 0.0662(10) 0.0277(7) 0.0090(6) -0.0028(6) 0.0023(6) F13 0.0759(11) 0.0573(10) 0.0263(7) -0.0020(6) 0.0145(7) 0.0147(8) S2 0.0227(2) 0.0261(3) 0.0246(2) 0.00054(18) 0.00459(18) 0.00388(18) O21 0.0242(7) 0.0503(10) 0.0337(8) -0.0183(7) 0.0035(6) 0.0037(6) O22 0.0224(7) 0.0461(9) 0.0354(8) 0.0025(7) 0.0050(6) 0.0018(6) O23 0.0607(11) 0.0330(9) 0.0599(11) 0.0159(8) 0.0106(9) 0.0022(8) C2A 0.0316(11) 0.0480(13) 0.0290(11) -0.0086(10) 0.0068(9) -0.0087(10) F21 0.0576(10) 0.1008(13) 0.0466(9) -0.0417(9) 0.0241(8) -0.0186(9) F22 0.0341(7) 0.0747(11) 0.0375(8) -0.0184(7) 0.0045(6) -0.0189(7) F23 0.0563(10) 0.0754(12) 0.0486(9) 0.0251(8) -0.0194(7) -0.0126(8) _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 O11 2.1977(16) . ? Mn N4 2.2133(17) . ? Mn N1 2.2157(17) . ? Mn O21 2.2353(16) . ? Mn N3 2.2770(17) . ? Mn N2 2.2883(18) . ? N1 C5 1.343(3) . ? N1 C1 1.345(3) . ? N2 C6 1.471(3) . ? N2 C18 1.478(3) . ? N2 C7 1.493(3) . ? N3 C16 1.473(3) . ? N3 C17 1.485(2) . ? N3 C9 1.490(3) . ? N4 C11 1.344(3) . ? N4 C15 1.350(2) . ? C1 C2 1.389(3) . ? C1 H1 0.9500 . ? C2 C3 1.398(4) . ? C2 H2 0.9500 . ? C3 C4 1.364(4) . ? C3 C21 1.514(3) . ? C4 C5 1.386(3) . ? C4 H4 0.9500 . ? C5 C6 1.504(3) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.440(4) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.521(4) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C11 C12 1.379(3) . ? C11 H11 0.9500 . ? C12 C13 1.397(3) . ? C12 H12 0.9500 . ? C13 C14 1.383(3) . ? C13 C22 1.501(3) . ? C14 C15 1.388(3) . ? C14 H14 0.9500 . ? C15 C16 1.512(3) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C18 1.558(3) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? S1 O12 1.4331(16) . ? S1 O13 1.4363(16) . ? S1 O11 1.4661(15) . ? S1 C1A 1.830(2) . ? C1A F12 1.329(2) . ? C1A F13 1.332(3) . ? C1A F11 1.332(3) . ? S2 O23 1.4239(17) . ? S2 O22 1.4356(16) . ? S2 O21 1.4495(15) . ? S2 C2A 1.825(2) . ? C2A F23 1.318(3) . ? C2A F22 1.320(3) . ? C2A F21 1.334(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O11 Mn N4 88.78(6) . . ? O11 Mn N1 90.07(6) . . ? N4 Mn N1 141.57(7) . . ? O11 Mn O21 157.49(6) . . ? N4 Mn O21 87.58(6) . . ? N1 Mn O21 79.20(6) . . ? O11 Mn N3 116.46(6) . . ? N4 Mn N3 74.91(6) . . ? N1 Mn N3 137.84(6) . . ? O21 Mn N3 83.93(6) . . ? O11 Mn N2 91.19(6) . . ? N4 Mn N2 141.91(6) . . ? N1 Mn N2 76.51(7) . . ? O21 Mn N2 105.23(6) . . ? N3 Mn N2 71.13(7) . . ? C5 N1 C1 117.88(18) . . ? C5 N1 Mn 115.73(14) . . ? C1 N1 Mn 125.52(14) . . ? C6 N2 C18 111.54(17) . . ? C6 N2 C7 108.46(17) . . ? C18 N2 C7 112.42(18) . . ? C6 N2 Mn 109.05(13) . . ? C18 N2 Mn 101.83(12) . . ? C7 N2 Mn 113.44(14) . . ? C16 N3 C17 112.48(15) . . ? C16 N3 C9 109.52(16) . . ? C17 N3 C9 111.27(16) . . ? C16 N3 Mn 107.83(12) . . ? C17 N3 Mn 105.96(12) . . ? C9 N3 Mn 109.64(12) . . ? C11 N4 C15 117.86(17) . . ? C11 N4 Mn 126.08(13) . . ? C15 N4 Mn 116.03(13) . . ? N1 C1 C2 122.7(2) . . ? N1 C1 H1 118.7 . . ? C2 C1 H1 118.7 . . ? C1 C2 C3 119.2(2) . . ? C1 C2 H2 120.4 . . ? C3 C2 H2 120.4 . . ? C4 C3 C2 117.3(2) . . ? C4 C3 C21 120.6(3) . . ? C2 C3 C21 122.1(3) . . ? C3 C4 C5 121.1(2) . . ? C3 C4 H4 119.4 . . ? C5 C4 H4 119.4 . . ? N1 C5 C4 121.7(2) . . ? N1 C5 C6 117.18(18) . . ? C4 C5 C6 120.9(2) . . ? N2 C6 C5 113.11(17) . . ? N2 C6 H6A 109.0 . . ? C5 C6 H6A 109.0 . . ? N2 C6 H6B 109.0 . . ? C5 C6 H6B 109.0 . . ? H6A C6 H6B 107.8 . . ? C8 C7 N2 115.2(2) . . ? C8 C7 H7A 108.5 . . ? N2 C7 H7A 108.5 . . ? C8 C7 H7B 108.5 . . ? N2 C7 H7B 108.5 . . ? H7A C7 H7B 107.5 . . ? C7 C8 C9 120.1(2) . . ? C7 C8 H8A 107.3 . . ? C9 C8 H8A 107.3 . . ? C7 C8 H8B 107.3 . . ? C9 C8 H8B 107.3 . . ? H8A C8 H8B 106.9 . . ? N3 C9 C8 112.65(18) . . ? N3 C9 H9A 109.1 . . ? C8 C9 H9A 109.1 . . ? N3 C9 H9B 109.1 . . ? C8 C9 H9B 109.1 . . ? H9A C9 H9B 107.8 . . ? N4 C11 C12 122.98(19) . . ? N4 C11 H11 118.5 . . ? C12 C11 H11 118.5 . . ? C11 C12 C13 119.6(2) . . ? C11 C12 H12 120.2 . . ? C13 C12 H12 120.2 . . ? C14 C13 C12 117.11(18) . . ? C14 C13 C22 122.75(19) . . ? C12 C13 C22 120.1(2) . . ? C13 C14 C15 120.61(18) . . ? C13 C14 H14 119.7 . . ? C15 C14 H14 119.7 . . ? N4 C15 C14 121.76(19) . . ? N4 C15 C16 116.69(17) . . ? C14 C15 C16 121.50(17) . . ? N3 C16 C15 111.33(15) . . ? N3 C16 H16A 109.4 . . ? C15 C16 H16A 109.4 . . ? N3 C16 H16B 109.4 . . ? C15 C16 H16B 109.4 . . ? H16A C16 H16B 108.0 . . ? N3 C17 C18 111.10(16) . . ? N3 C17 H17A 109.4 . . ? C18 C17 H17A 109.4 . . ? N3 C17 H17B 109.4 . . ? C18 C17 H17B 109.4 . . ? H17A C17 H17B 108.0 . . ? N2 C18 C17 111.92(16) . . ? N2 C18 H18A 109.2 . . ? C17 C18 H18A 109.2 . . ? N2 C18 H18B 109.2 . . ? C17 C18 H18B 109.2 . . ? H18A C18 H18B 107.9 . . ? C3 C21 H21A 109.5 . . ? C3 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C3 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C13 C22 H22A 109.5 . . ? C13 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C13 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? O12 S1 O13 116.81(9) . . ? O12 S1 O11 114.25(9) . . ? O13 S1 O11 113.14(9) . . ? O12 S1 C1A 104.14(10) . . ? O13 S1 C1A 104.33(10) . . ? O11 S1 C1A 101.92(10) . . ? S1 O11 Mn 122.82(8) . . ? F12 C1A F13 107.84(19) . . ? F12 C1A F11 107.84(18) . . ? F13 C1A F11 108.16(18) . . ? F12 C1A S1 111.34(14) . . ? F13 C1A S1 111.37(15) . . ? F11 C1A S1 110.17(16) . . ? O23 S2 O22 116.51(10) . . ? O23 S2 O21 114.51(11) . . ? O22 S2 O21 113.41(10) . . ? O23 S2 C2A 104.51(11) . . ? O22 S2 C2A 103.98(10) . . ? O21 S2 C2A 101.59(10) . . ? S2 O21 Mn 152.01(11) . . ? F23 C2A F22 108.4(2) . . ? F23 C2A F21 108.0(2) . . ? F22 C2A F21 107.17(18) . . ? F23 C2A S2 111.70(16) . . ? F22 C2A S2 111.45(16) . . ? F21 C2A S2 110.02(17) . . ? 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 O11 Mn N1 C5 90.41(14) . . . . ? N4 Mn N1 C5 178.54(13) . . . . ? O21 Mn N1 C5 -109.51(14) . . . . ? N3 Mn N1 C5 -41.29(17) . . . . ? N2 Mn N1 C5 -0.80(13) . . . . ? O11 Mn N1 C1 -100.56(16) . . . . ? N4 Mn N1 C1 -12.4(2) . . . . ? O21 Mn N1 C1 59.52(16) . . . . ? N3 Mn N1 C1 127.74(16) . . . . ? N2 Mn N1 C1 168.23(17) . . . . ? O11 Mn N2 C6 -72.88(14) . . . . ? N4 Mn N2 C6 -162.42(13) . . . . ? N1 Mn N2 C6 16.91(13) . . . . ? O21 Mn N2 C6 91.54(14) . . . . ? N3 Mn N2 C6 169.48(15) . . . . ? O11 Mn N2 C18 169.14(12) . . . . ? N4 Mn N2 C18 79.60(15) . . . . ? N1 Mn N2 C18 -101.07(13) . . . . ? O21 Mn N2 C18 -26.44(13) . . . . ? N3 Mn N2 C18 51.50(12) . . . . ? O11 Mn N2 C7 48.10(16) . . . . ? N4 Mn N2 C7 -41.4(2) . . . . ? N1 Mn N2 C7 137.89(17) . . . . ? O21 Mn N2 C7 -147.48(16) . . . . ? N3 Mn N2 C7 -69.53(16) . . . . ? O11 Mn N3 C16 110.25(12) . . . . ? N4 Mn N3 C16 29.39(11) . . . . ? N1 Mn N3 C16 -126.26(12) . . . . ? O21 Mn N3 C16 -59.73(12) . . . . ? N2 Mn N3 C16 -168.12(13) . . . . ? O11 Mn N3 C17 -129.10(12) . . . . ? N4 Mn N3 C17 150.04(13) . . . . ? N1 Mn N3 C17 -5.61(16) . . . . ? O21 Mn N3 C17 60.92(12) . . . . ? N2 Mn N3 C17 -47.48(12) . . . . ? O11 Mn N3 C9 -8.92(15) . . . . ? N4 Mn N3 C9 -89.79(13) . . . . ? N1 Mn N3 C9 114.56(14) . . . . ? O21 Mn N3 C9 -178.90(13) . . . . ? N2 Mn N3 C9 72.70(13) . . . . ? O11 Mn N4 C11 48.28(17) . . . . ? N1 Mn N4 C11 -40.3(2) . . . . ? O21 Mn N4 C11 -109.50(17) . . . . ? N3 Mn N4 C11 166.13(18) . . . . ? N2 Mn N4 C11 138.65(16) . . . . ? O11 Mn N4 C15 -133.90(14) . . . . ? N1 Mn N4 C15 137.51(13) . . . . ? O21 Mn N4 C15 68.32(14) . . . . ? N3 Mn N4 C15 -16.05(13) . . . . ? N2 Mn N4 C15 -43.53(18) . . . . ? C5 N1 C1 C2 0.2(3) . . . . ? Mn N1 C1 C2 -168.60(15) . . . . ? N1 C1 C2 C3 1.0(3) . . . . ? C1 C2 C3 C4 -0.8(3) . . . . ? C1 C2 C3 C21 177.8(2) . . . . ? C2 C3 C4 C5 -0.5(3) . . . . ? C21 C3 C4 C5 -179.1(2) . . . . ? C1 N1 C5 C4 -1.6(3) . . . . ? Mn N1 C5 C4 168.35(16) . . . . ? C1 N1 C5 C6 173.99(18) . . . . ? Mn N1 C5 C6 -16.1(2) . . . . ? C3 C4 C5 N1 1.7(3) . . . . ? C3 C4 C5 C6 -173.6(2) . . . . ? C18 N2 C6 C5 81.6(2) . . . . ? C7 N2 C6 C5 -154.06(19) . . . . ? Mn N2 C6 C5 -30.1(2) . . . . ? N1 C5 C6 N2 32.1(3) . . . . ? C4 C5 C6 N2 -152.4(2) . . . . ? C6 N2 C7 C8 -171.7(2) . . . . ? C18 N2 C7 C8 -47.9(3) . . . . ? Mn N2 C7 C8 67.0(3) . . . . ? N2 C7 C8 C9 -42.6(4) . . . . ? C16 N3 C9 C8 167.0(2) . . . . ? C17 N3 C9 C8 42.0(3) . . . . ? Mn N3 C9 C8 -74.9(2) . . . . ? C7 C8 C9 N3 47.3(3) . . . . ? C15 N4 C11 C12 -1.9(3) . . . . ? Mn N4 C11 C12 175.89(15) . . . . ? N4 C11 C12 C13 2.0(3) . . . . ? C11 C12 C13 C14 0.0(3) . . . . ? C11 C12 C13 C22 -179.97(19) . . . . ? C12 C13 C14 C15 -2.0(3) . . . . ? C22 C13 C14 C15 177.94(18) . . . . ? C11 N4 C15 C14 -0.2(3) . . . . ? Mn N4 C15 C14 -178.25(14) . . . . ? C11 N4 C15 C16 177.11(18) . . . . ? Mn N4 C15 C16 -0.9(2) . . . . ? C13 C14 C15 N4 2.2(3) . . . . ? C13 C14 C15 C16 -175.00(18) . . . . ? C17 N3 C16 C15 -155.56(16) . . . . ? C9 N3 C16 C15 80.1(2) . . . . ? Mn N3 C16 C15 -39.10(17) . . . . ? N4 C15 C16 N3 28.0(2) . . . . ? C14 C15 C16 N3 -154.60(17) . . . . ? C16 N3 C17 C18 152.27(17) . . . . ? C9 N3 C17 C18 -84.4(2) . . . . ? Mn N3 C17 C18 34.68(19) . . . . ? C6 N2 C18 C17 -165.12(17) . . . . ? C7 N2 C18 C17 72.8(2) . . . . ? Mn N2 C18 C17 -48.94(18) . . . . ? N3 C17 C18 N2 10.2(2) . . . . ? O12 S1 O11 Mn -94.14(12) . . . . ? O13 S1 O11 Mn 42.78(13) . . . . ? C1A S1 O11 Mn 154.21(10) . . . . ? N4 Mn O11 S1 -100.31(11) . . . . ? N1 Mn O11 S1 41.27(11) . . . . ? O21 Mn O11 S1 -19.6(2) . . . . ? N3 Mn O11 S1 -172.76(9) . . . . ? N2 Mn O11 S1 117.78(11) . . . . ? O12 S1 C1A F12 -178.91(16) . . . . ? O13 S1 C1A F12 58.11(18) . . . . ? O11 S1 C1A F12 -59.83(18) . . . . ? O12 S1 C1A F13 -58.51(18) . . . . ? O13 S1 C1A F13 178.50(15) . . . . ? O11 S1 C1A F13 60.57(18) . . . . ? O12 S1 C1A F11 61.50(17) . . . . ? O13 S1 C1A F11 -61.48(17) . . . . ? O11 S1 C1A F11 -179.42(15) . . . . ? O23 S2 O21 Mn 36.4(2) . . . . ? O22 S2 O21 Mn -100.6(2) . . . . ? C2A S2 O21 Mn 148.4(2) . . . . ? O11 Mn O21 S2 -54.4(3) . . . . ? N4 Mn O21 S2 26.5(2) . . . . ? N1 Mn O21 S2 -117.2(2) . . . . ? N3 Mn O21 S2 101.6(2) . . . . ? N2 Mn O21 S2 170.1(2) . . . . ? O23 S2 C2A F23 177.14(16) . . . . ? O22 S2 C2A F23 -60.20(18) . . . . ? O21 S2 C2A F23 57.76(18) . . . . ? O23 S2 C2A F22 55.77(19) . . . . ? O22 S2 C2A F22 178.42(16) . . . . ? O21 S2 C2A F22 -63.61(19) . . . . ? O23 S2 C2A F21 -62.97(19) . . . . ? O22 S2 C2A F21 59.69(19) . . . . ? O21 S2 C2A F21 177.65(16) . . . . ? _diffrn_measured_fraction_theta_max 0.933 _diffrn_reflns_theta_full 29.15 _diffrn_measured_fraction_theta_full 0.933 _refine_diff_density_max 1.464 _refine_diff_density_min -0.673 _refine_diff_density_rms 0.080 # Attachment '- [Mn(L7q2)(ClO4)2].CIF' data_Mn_L7q2_ClO42 _database_code_depnum_ccdc_archive 'CCDC 801093' #TrackingRef '- [Mn(L7q2)(ClO4)2].CIF' _audit_creation_method SHELXLTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H26 Cl2 Mn N4 O8' _chemical_formula_weight 636.34 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 '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 9.0119(17) _cell_length_b 8.3049(15) _cell_length_c 34.494(6) _cell_angle_alpha 90.00 _cell_angle_beta 92.618(3) _cell_angle_gamma 90.00 _cell_volume 2578.9(8) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 8878 _cell_measurement_theta_min 2.26 _cell_measurement_theta_max 28.95 _exptl_crystal_description 'Near cube' _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.639 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1308 _exptl_absorpt_coefficient_mu 0.778 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.900 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX 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_% 0.00 _diffrn_reflns_number 23188 _diffrn_reflns_av_R_equivalents 0.0484 _diffrn_reflns_av_sigmaI/netI 0.0388 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -45 _diffrn_reflns_limit_l_max 46 _diffrn_reflns_theta_min 2.50 _diffrn_reflns_theta_max 29.18 _reflns_number_total 6423 _reflns_number_gt 5411 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0652P)^2^+0.3766P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6423 _refine_ls_number_parameters 493 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0526 _refine_ls_R_factor_gt 0.0440 _refine_ls_wR_factor_ref 0.1130 _refine_ls_wR_factor_gt 0.1090 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.041 _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 Mn Mn 0.17444(3) 0.18706(3) 0.125059(8) 0.02386(10) Uani 1 1 d . . . N1 N 0.03540(18) 0.0314(2) 0.08403(5) 0.0276(4) Uani 1 1 d . . . N2 N -0.06097(19) 0.2725(2) 0.13251(5) 0.0327(4) Uani 1 1 d . . . N3 N 0.1801(2) 0.4307(2) 0.15518(5) 0.0361(4) Uani 1 1 d . . . N4 N 0.39063(19) 0.1807(2) 0.15893(5) 0.0304(4) Uani 1 1 d . . . C1 C 0.0842(2) -0.0694(2) 0.05520(5) 0.0281(4) Uani 1 1 d . . . C2 C -0.0174(2) -0.1660(2) 0.03271(6) 0.0317(4) Uani 1 1 d . . . C3 C -0.1697(3) -0.1511(3) 0.03923(7) 0.0378(5) Uani 1 1 d . . . H3 H -0.232(3) -0.211(3) 0.0214(9) 0.058(8) Uiso 1 1 d . . . C4 C -0.2150(2) -0.0510(3) 0.06745(7) 0.0368(5) Uani 1 1 d . . . H4 H -0.319(3) -0.035(3) 0.0727(7) 0.035(6) Uiso 1 1 d . . . C5 C -0.1086(2) 0.0372(3) 0.08979(6) 0.0313(4) Uani 1 1 d . . . C6 C -0.1596(2) 0.1363(3) 0.12355(6) 0.0363(5) Uani 1 1 d . . . H6A H -0.252(3) 0.167(3) 0.1168(8) 0.042(7) Uiso 1 1 d . . . H6B H -0.157(3) 0.063(3) 0.1465(7) 0.032(6) Uiso 1 1 d . . . C7 C -0.0923(3) 0.4082(3) 0.10490(7) 0.0462(6) Uani 1 1 d . . . H7A H -0.056(3) 0.380(3) 0.0787(8) 0.053(8) Uiso 1 1 d . . . H7B H -0.195(3) 0.419(3) 0.1006(8) 0.053(8) Uiso 1 1 d . . . C8 C -0.0294(4) 0.5668(3) 0.11889(8) 0.0561(8) Uani 1 1 d . . . H8A H -0.083(3) 0.606(3) 0.1400(8) 0.045(7) Uiso 1 1 d . . . H8B H -0.053(3) 0.650(3) 0.0985(9) 0.055(8) Uiso 1 1 d . . . C9 C 0.1342(4) 0.5673(3) 0.12931(8) 0.0492(7) Uani 1 1 d . . . H9A H 0.196(2) 0.563(3) 0.1058(7) 0.030(6) Uiso 1 1 d . . . H9B H 0.154(3) 0.661(4) 0.1406(9) 0.056(8) Uiso 1 1 d . . . C11 C 0.4768(2) 0.0450(3) 0.16541(6) 0.0351(5) Uani 1 1 d . . . C12 C 0.5857(2) 0.0380(4) 0.19643(7) 0.0526(8) Uani 1 1 d . . . C13 C 0.6071(3) 0.1720(5) 0.21977(8) 0.0652(10) Uani 1 1 d . . . H13 H 0.678(4) 0.169(4) 0.2432(10) 0.071(10) Uiso 1 1 d . . . C14 C 0.5270(3) 0.3065(5) 0.21199(7) 0.0582(9) Uani 1 1 d . . . H14 H 0.536(3) 0.395(3) 0.2222(8) 0.040(7) Uiso 1 1 d . . . C15 C 0.4164(3) 0.3082(3) 0.18101(6) 0.0399(5) Uani 1 1 d . . . C16 C 0.3327(3) 0.4588(3) 0.17065(8) 0.0479(6) Uani 1 1 d . . . H16A H 0.334(3) 0.524(4) 0.1938(9) 0.069(9) Uiso 1 1 d . . . H16B H 0.382(3) 0.510(3) 0.1498(8) 0.042(7) Uiso 1 1 d . . . C17 C 0.0770(3) 0.4112(3) 0.18749(6) 0.0389(5) Uani 1 1 d . . . H17A H 0.125(3) 0.345(3) 0.2080(8) 0.042(7) Uiso 1 1 d . . . H17B H 0.066(3) 0.512(4) 0.1969(9) 0.057(8) Uiso 1 1 d . . . C18 C -0.0685(3) 0.3276(3) 0.17356(7) 0.0381(5) Uani 1 1 d . . . H18A H -0.077(2) 0.252(3) 0.1897(7) 0.031(6) Uiso 1 1 d . . . H18B H -0.149(3) 0.398(3) 0.1770(7) 0.036(6) Uiso 1 1 d . . . C21 C 0.2361(2) -0.0802(3) 0.04859(6) 0.0320(4) Uani 1 1 d . . . H21 H 0.304(3) -0.011(3) 0.0612(7) 0.035(6) Uiso 1 1 d . . . C22 C 0.2873(3) -0.1885(3) 0.02218(7) 0.0398(5) Uani 1 1 d . . . H22 H 0.390(3) -0.195(3) 0.0178(7) 0.030(6) Uiso 1 1 d . . . C23 C 0.1862(3) -0.2867(3) 0.00069(7) 0.0430(6) Uani 1 1 d . . . H23 H 0.224(3) -0.361(3) -0.0181(8) 0.050(7) Uiso 1 1 d . . . C24 C 0.0386(3) -0.2736(3) 0.00516(7) 0.0396(5) Uani 1 1 d . . . H24 H -0.028(3) -0.334(3) -0.0101(8) 0.048(8) Uiso 1 1 d . . . C25 C 0.4610(3) -0.0861(3) 0.14061(8) 0.0412(5) Uani 1 1 d . . . H25 H 0.385(3) -0.092(3) 0.1196(7) 0.036(6) Uiso 1 1 d . . . C26 C 0.5504(3) -0.2203(4) 0.14566(11) 0.0601(9) Uani 1 1 d . . . H26 H 0.544(4) -0.298(5) 0.1277(12) 0.098(15) Uiso 1 1 d . . . C27 C 0.6526(4) -0.2293(6) 0.17682(14) 0.0826(14) Uani 1 1 d . . . H27 H 0.717(4) -0.331(4) 0.1786(10) 0.085(11) Uiso 1 1 d . . . C28 C 0.6672(3) -0.1082(7) 0.20157(12) 0.0817(15) Uani 1 1 d . . . H28 H 0.725(4) -0.112(4) 0.2185(11) 0.083(12) Uiso 1 1 d . . . Cl1 Cl 0.13037(6) -0.05166(6) 0.209607(14) 0.03406(13) Uani 1 1 d . . . O11 O 0.11206(15) -0.00495(17) 0.16875(4) 0.0286(3) Uani 1 1 d . . . O12 O 0.2373(6) 0.0415(12) 0.2290(3) 0.0419(18) Uani 0.531(6) 1 d P . . O12' O 0.1886(12) 0.0680(15) 0.2327(3) 0.074(3) Uani 0.469(6) 1 d P . . O13 O -0.0178(4) 0.0065(6) 0.22564(9) 0.0523(12) Uani 0.531(6) 1 d P . . O13' O 0.0164(4) -0.1354(7) 0.22275(12) 0.0618(19) Uani 0.469(6) 1 d P . . O14 O 0.1342(6) -0.2139(4) 0.21390(11) 0.0604(17) Uani 0.531(6) 1 d P . . O14' O 0.2607(5) -0.1766(5) 0.20888(10) 0.0446(13) Uani 0.469(6) 1 d P . . Cl2 Cl 0.41429(5) 0.33486(6) 0.060802(14) 0.03141(13) Uani 1 1 d . . . O21 O 0.26252(15) 0.29873(18) 0.07274(4) 0.0331(3) Uani 1 1 d . . . O22 O 0.50490(18) 0.1969(2) 0.06856(6) 0.0526(5) Uani 1 1 d . . . O23 O 0.40511(18) 0.3702(2) 0.02058(4) 0.0426(4) Uani 1 1 d . . . O24 O 0.4707(2) 0.4689(2) 0.08252(6) 0.0583(5) 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 0.02439(16) 0.02888(17) 0.01843(15) 0.00125(10) 0.00237(11) 0.00769(11) N1 0.0237(8) 0.0397(9) 0.0194(8) 0.0041(6) 0.0015(6) 0.0072(7) N2 0.0339(9) 0.0400(10) 0.0250(9) 0.0091(7) 0.0103(7) 0.0169(8) N3 0.0540(12) 0.0273(9) 0.0282(9) 0.0015(7) 0.0150(8) 0.0042(8) N4 0.0293(9) 0.0374(9) 0.0245(8) 0.0039(7) 0.0012(7) -0.0046(7) C1 0.0341(10) 0.0342(10) 0.0160(8) 0.0060(7) 0.0007(7) 0.0055(8) C2 0.0414(12) 0.0314(10) 0.0219(9) 0.0083(8) -0.0031(8) 0.0023(9) C3 0.0354(11) 0.0403(12) 0.0366(12) 0.0128(9) -0.0116(9) 0.0006(9) C4 0.0254(10) 0.0440(13) 0.0407(12) 0.0123(10) -0.0024(9) 0.0056(9) C5 0.0266(10) 0.0426(11) 0.0248(10) 0.0103(8) 0.0006(8) 0.0088(9) C6 0.0221(10) 0.0568(14) 0.0306(11) 0.0074(10) 0.0063(8) 0.0145(10) C7 0.0469(14) 0.0601(16) 0.0325(12) 0.0203(11) 0.0111(10) 0.0314(12) C8 0.080(2) 0.0431(14) 0.0480(15) 0.0239(12) 0.0332(14) 0.0332(14) C9 0.081(2) 0.0294(12) 0.0398(14) 0.0087(10) 0.0295(13) 0.0135(12) C11 0.0200(9) 0.0522(13) 0.0331(11) 0.0178(9) 0.0030(8) 0.0000(9) C12 0.0213(10) 0.105(2) 0.0313(12) 0.0275(14) 0.0015(9) -0.0033(12) C13 0.0299(13) 0.131(3) 0.0334(14) 0.0219(17) -0.0062(10) -0.0159(16) C14 0.0543(17) 0.097(3) 0.0234(12) -0.0123(14) 0.0063(11) -0.0406(17) C15 0.0399(12) 0.0533(14) 0.0270(11) -0.0034(9) 0.0073(9) -0.0159(10) C16 0.0689(18) 0.0405(13) 0.0351(13) -0.0114(10) 0.0128(12) -0.0155(12) C17 0.0640(16) 0.0281(11) 0.0260(11) 0.0011(8) 0.0189(10) 0.0087(10) C18 0.0498(14) 0.0372(12) 0.0287(11) 0.0086(9) 0.0190(10) 0.0184(10) C21 0.0333(11) 0.0394(12) 0.0236(10) -0.0003(8) 0.0052(8) 0.0054(9) C22 0.0438(13) 0.0483(14) 0.0281(11) 0.0007(9) 0.0096(9) 0.0111(11) C23 0.0641(17) 0.0380(12) 0.0271(11) -0.0027(9) 0.0033(11) 0.0116(11) C24 0.0574(15) 0.0332(12) 0.0275(11) 0.0022(9) -0.0064(10) 0.0039(10) C25 0.0323(11) 0.0409(13) 0.0510(14) 0.0177(11) 0.0068(10) 0.0047(10) C26 0.0472(16) 0.0518(16) 0.084(2) 0.0320(16) 0.0319(15) 0.0160(13) C27 0.0482(18) 0.112(3) 0.091(3) 0.067(3) 0.0391(19) 0.045(2) C28 0.0224(13) 0.160(4) 0.064(2) 0.070(3) 0.0127(13) 0.0281(19) Cl1 0.0461(3) 0.0326(3) 0.0232(2) 0.00677(18) -0.0017(2) -0.0070(2) O11 0.0310(7) 0.0309(7) 0.0238(7) 0.0059(5) -0.0014(5) 0.0040(6) O12 0.036(2) 0.063(5) 0.026(3) 0.007(3) -0.0040(17) -0.021(2) O12' 0.149(10) 0.043(3) 0.030(3) -0.005(2) -0.014(6) -0.011(6) O13 0.0363(18) 0.087(3) 0.0350(18) 0.0167(17) 0.0124(13) 0.0121(18) O13' 0.029(2) 0.109(5) 0.048(2) 0.031(3) 0.0045(17) -0.006(3) O14 0.103(5) 0.0267(17) 0.049(2) 0.0119(14) -0.021(2) 0.0023(18) O14' 0.047(3) 0.045(2) 0.041(2) 0.0113(15) -0.0016(16) 0.0254(18) Cl2 0.0267(2) 0.0408(3) 0.0271(2) 0.00330(19) 0.00602(18) 0.00636(19) O21 0.0269(7) 0.0474(9) 0.0254(7) 0.0058(6) 0.0061(6) 0.0096(6) O22 0.0305(9) 0.0588(11) 0.0691(13) 0.0206(9) 0.0098(8) 0.0167(8) O23 0.0390(9) 0.0591(10) 0.0304(8) 0.0094(7) 0.0102(7) 0.0019(8) O24 0.0521(11) 0.0702(13) 0.0534(12) -0.0217(10) 0.0125(9) -0.0116(9) _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 O21 2.2086(15) . ? Mn N4 2.2262(18) . ? Mn N1 2.2543(17) . ? Mn N2 2.2628(17) . ? Mn N3 2.2744(18) . ? Mn O11 2.2821(14) . ? N1 C5 1.323(3) . ? N1 C1 1.387(2) . ? N2 C6 1.463(3) . ? N2 C18 1.492(3) . ? N2 C7 1.494(3) . ? N3 C16 1.471(3) . ? N3 C9 1.490(3) . ? N3 C17 1.491(3) . ? N4 C15 1.319(3) . ? N4 C11 1.381(3) . ? C1 C21 1.401(3) . ? C1 C2 1.421(3) . ? C2 C3 1.406(3) . ? C2 C24 1.415(3) . ? C3 C4 1.357(3) . ? C3 H3 0.95(3) . ? C4 C5 1.408(3) . ? C4 H4 0.97(2) . ? C5 C6 1.515(3) . ? C6 H6A 0.89(3) . ? C6 H6B 1.00(2) . ? C7 C8 1.505(4) . ? C7 H7A 1.00(3) . ? C7 H7B 0.94(3) . ? C8 C9 1.501(5) . ? C8 H8A 0.95(3) . ? C8 H8B 1.00(3) . ? C9 H9A 1.00(2) . ? C9 H9B 0.88(3) . ? C11 C25 1.388(4) . ? C11 C12 1.419(3) . ? C12 C13 1.382(5) . ? C12 C28 1.426(5) . ? C13 C14 1.350(5) . ? C13 H13 1.01(3) . ? C14 C15 1.428(4) . ? C14 H14 0.82(3) . ? C15 C16 1.495(4) . ? C16 H16A 0.96(3) . ? C16 H16B 0.96(3) . ? C17 C18 1.541(4) . ? C17 H17A 0.98(3) . ? C17 H17B 0.90(3) . ? C18 H18A 0.84(2) . ? C18 H18B 0.94(2) . ? C21 C22 1.375(3) . ? C21 H21 0.93(2) . ? C22 C23 1.408(4) . ? C22 H22 0.95(2) . ? C23 C24 1.350(4) . ? C23 H23 0.96(3) . ? C24 H24 0.93(3) . ? C25 C26 1.381(3) . ? C25 H25 0.97(2) . ? C26 C27 1.386(6) . ? C26 H26 0.90(4) . ? C27 C28 1.322(6) . ? C27 H27 1.02(4) . ? C28 H28 0.77(4) . ? Cl1 O13' 1.336(4) . ? Cl1 O14 1.355(3) . ? Cl1 O12' 1.363(12) . ? Cl1 O12 1.384(8) . ? Cl1 O11 1.4636(14) . ? Cl1 O13 1.546(3) . ? Cl1 O14' 1.568(3) . ? O12 O12' 0.512(14) . ? O13 O13' 1.224(6) . ? O13' O14 1.294(6) . ? O14 O14' 1.202(6) . ? Cl2 O23 1.4166(16) . ? Cl2 O24 1.4230(19) . ? Cl2 O22 1.4254(17) . ? Cl2 O21 1.4771(15) . ? 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 O21 Mn N4 95.75(6) . . ? O21 Mn N1 86.45(6) . . ? N4 Mn N1 139.81(6) . . ? O21 Mn N2 109.57(6) . . ? N4 Mn N2 138.62(7) . . ? N1 Mn N2 75.76(6) . . ? O21 Mn N3 89.91(6) . . ? N4 Mn N3 77.33(7) . . ? N1 Mn N3 142.86(7) . . ? N2 Mn N3 70.76(7) . . ? O21 Mn O11 160.33(5) . . ? N4 Mn O11 82.70(6) . . ? N1 Mn O11 82.37(6) . . ? N2 Mn O11 83.31(6) . . ? N3 Mn O11 108.72(6) . . ? C5 N1 C1 118.36(18) . . ? C5 N1 Mn 113.96(14) . . ? C1 N1 Mn 127.65(13) . . ? C6 N2 C18 112.58(17) . . ? C6 N2 C7 110.66(19) . . ? C18 N2 C7 110.97(18) . . ? C6 N2 Mn 107.30(12) . . ? C18 N2 Mn 106.72(13) . . ? C7 N2 Mn 108.37(13) . . ? C16 N3 C9 109.0(2) . . ? C16 N3 C17 110.48(19) . . ? C9 N3 C17 111.43(18) . . ? C16 N3 Mn 107.91(14) . . ? C9 N3 Mn 113.81(15) . . ? C17 N3 Mn 104.05(13) . . ? C15 N4 C11 118.6(2) . . ? C15 N4 Mn 114.25(15) . . ? C11 N4 Mn 125.21(14) . . ? N1 C1 C21 119.96(18) . . ? N1 C1 C2 120.96(18) . . ? C21 C1 C2 119.06(19) . . ? C3 C2 C24 123.0(2) . . ? C3 C2 C1 118.2(2) . . ? C24 C2 C1 118.8(2) . . ? C4 C3 C2 119.8(2) . . ? C4 C3 H3 126.3(18) . . ? C2 C3 H3 113.8(18) . . ? C3 C4 C5 119.5(2) . . ? C3 C4 H4 122.9(14) . . ? C5 C4 H4 117.6(14) . . ? N1 C5 C4 123.2(2) . . ? N1 C5 C6 117.99(19) . . ? C4 C5 C6 118.74(19) . . ? N2 C6 C5 112.34(17) . . ? N2 C6 H6A 112.7(15) . . ? C5 C6 H6A 105.3(17) . . ? N2 C6 H6B 108.1(13) . . ? C5 C6 H6B 106.2(13) . . ? H6A C6 H6B 112(2) . . ? N2 C7 C8 113.5(2) . . ? N2 C7 H7A 109.6(16) . . ? C8 C7 H7A 111.2(16) . . ? N2 C7 H7B 109.4(17) . . ? C8 C7 H7B 108.7(16) . . ? H7A C7 H7B 104(2) . . ? C9 C8 C7 115.5(2) . . ? C9 C8 H8A 110.1(16) . . ? C7 C8 H8A 110.6(16) . . ? C9 C8 H8B 110.2(16) . . ? C7 C8 H8B 108.1(17) . . ? H8A C8 H8B 102(2) . . ? N3 C9 C8 112.6(2) . . ? N3 C9 H9A 107.7(13) . . ? C8 C9 H9A 112.5(13) . . ? N3 C9 H9B 111(2) . . ? C8 C9 H9B 106.4(19) . . ? H9A C9 H9B 106(2) . . ? N4 C11 C25 119.93(19) . . ? N4 C11 C12 121.3(2) . . ? C25 C11 C12 118.7(2) . . ? C13 C12 C11 118.6(3) . . ? C13 C12 C28 123.8(3) . . ? C11 C12 C28 117.6(3) . . ? C14 C13 C12 119.5(2) . . ? C14 C13 H13 119.8(18) . . ? C12 C13 H13 120.7(18) . . ? C13 C14 C15 120.4(3) . . ? C13 C14 H14 128.1(19) . . ? C15 C14 H14 111(2) . . ? N4 C15 C14 121.5(3) . . ? N4 C15 C16 117.4(2) . . ? C14 C15 C16 121.0(3) . . ? N3 C16 C15 114.03(19) . . ? N3 C16 H16A 111.6(19) . . ? C15 C16 H16A 106.4(19) . . ? N3 C16 H16B 104.6(15) . . ? C15 C16 H16B 107.9(16) . . ? H16A C16 H16B 112(2) . . ? N3 C17 C18 111.47(19) . . ? N3 C17 H17A 109.2(15) . . ? C18 C17 H17A 108.5(15) . . ? N3 C17 H17B 104.5(19) . . ? C18 C17 H17B 115.0(19) . . ? H17A C17 H17B 108(2) . . ? N2 C18 C17 111.02(18) . . ? N2 C18 H18A 113.9(16) . . ? C17 C18 H18A 103.1(16) . . ? N2 C18 H18B 112.2(15) . . ? C17 C18 H18B 109.2(14) . . ? H18A C18 H18B 107(2) . . ? C22 C21 C1 120.6(2) . . ? C22 C21 H21 118.6(15) . . ? C1 C21 H21 120.8(15) . . ? C21 C22 C23 120.0(2) . . ? C21 C22 H22 120.4(14) . . ? C23 C22 H22 119.6(14) . . ? C24 C23 C22 120.7(2) . . ? C24 C23 H23 120.4(16) . . ? C22 C23 H23 118.9(16) . . ? C23 C24 C2 120.8(2) . . ? C23 C24 H24 120.6(17) . . ? C2 C24 H24 118.7(17) . . ? C26 C25 C11 120.8(3) . . ? C26 C25 H25 116.0(14) . . ? C11 C25 H25 123.2(14) . . ? C25 C26 C27 120.3(4) . . ? C25 C26 H26 118(3) . . ? C27 C26 H26 121(3) . . ? C28 C27 C26 120.2(3) . . ? C28 C27 H27 123(2) . . ? C26 C27 H27 116(2) . . ? C27 C28 C12 122.1(3) . . ? C27 C28 H28 120(3) . . ? C12 C28 H28 117(3) . . ? O13' Cl1 O14 57.4(3) . . ? O13' Cl1 O12' 117.6(5) . . ? O14 Cl1 O12' 130.8(6) . . ? O13' Cl1 O12 131.0(4) . . ? O14 Cl1 O12 119.3(4) . . ? O12' Cl1 O12 21.5(6) . . ? O13' Cl1 O11 114.20(18) . . ? O14 Cl1 O11 111.70(17) . . ? O12' Cl1 O11 113.1(5) . . ? O12 Cl1 O11 111.2(4) . . ? O13' Cl1 O13 49.6(3) . . ? O14 Cl1 O13 106.8(3) . . ? O12' Cl1 O13 83.0(5) . . ? O12 Cl1 O13 104.2(3) . . ? O11 Cl1 O13 101.56(14) . . ? O13' Cl1 O14' 104.4(3) . . ? O14 Cl1 O14' 47.9(2) . . ? O12' Cl1 O14' 102.9(5) . . ? O12 Cl1 O14' 82.6(4) . . ? O11 Cl1 O14' 102.21(15) . . ? O13 Cl1 O14' 150.7(2) . . ? Cl1 O11 Mn 143.20(9) . . ? O12' O12 Cl1 77(2) . . ? O12 O12' Cl1 82(2) . . ? O13' O13 Cl1 56.3(2) . . ? O13 O13' O14 135.8(4) . . ? O13 O13' Cl1 74.1(3) . . ? O14 O13' Cl1 62.0(2) . . ? O14' O14 O13' 134.3(4) . . ? O14' O14 Cl1 75.4(3) . . ? O13' O14 Cl1 60.5(3) . . ? O14 O14' Cl1 56.7(2) . . ? O23 Cl2 O24 110.92(12) . . ? O23 Cl2 O22 110.94(11) . . ? O24 Cl2 O22 110.02(12) . . ? O23 Cl2 O21 107.55(9) . . ? O24 Cl2 O21 109.00(10) . . ? O22 Cl2 O21 108.31(10) . . ? Cl2 O21 Mn 133.24(9) . . ? 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 O21 Mn N1 C5 -125.08(14) . . . . ? N4 Mn N1 C5 140.20(13) . . . . ? N2 Mn N1 C5 -13.86(13) . . . . ? N3 Mn N1 C5 -39.94(18) . . . . ? O11 Mn N1 C5 71.14(14) . . . . ? O21 Mn N1 C1 56.84(15) . . . . ? N4 Mn N1 C1 -37.9(2) . . . . ? N2 Mn N1 C1 168.06(16) . . . . ? N3 Mn N1 C1 141.98(14) . . . . ? O11 Mn N1 C1 -106.94(15) . . . . ? O21 Mn N2 C6 108.79(13) . . . . ? N4 Mn N2 C6 -126.83(13) . . . . ? N1 Mn N2 C6 27.89(12) . . . . ? N3 Mn N2 C6 -168.44(14) . . . . ? O11 Mn N2 C6 -55.90(13) . . . . ? O21 Mn N2 C18 -130.31(13) . . . . ? N4 Mn N2 C18 -5.93(19) . . . . ? N1 Mn N2 C18 148.79(14) . . . . ? N3 Mn N2 C18 -47.54(14) . . . . ? O11 Mn N2 C18 64.99(14) . . . . ? O21 Mn N2 C7 -10.74(17) . . . . ? N4 Mn N2 C7 113.64(16) . . . . ? N1 Mn N2 C7 -91.65(16) . . . . ? N3 Mn N2 C7 72.03(16) . . . . ? O11 Mn N2 C7 -175.44(16) . . . . ? O21 Mn N3 C16 -81.86(14) . . . . ? N4 Mn N3 C16 14.05(14) . . . . ? N1 Mn N3 C16 -165.85(14) . . . . ? N2 Mn N3 C16 167.32(15) . . . . ? O11 Mn N3 C16 91.71(14) . . . . ? O21 Mn N3 C9 39.29(17) . . . . ? N4 Mn N3 C9 135.20(17) . . . . ? N1 Mn N3 C9 -44.7(2) . . . . ? N2 Mn N3 C9 -71.53(17) . . . . ? O11 Mn N3 C9 -147.14(16) . . . . ? O21 Mn N3 C17 160.75(15) . . . . ? N4 Mn N3 C17 -103.33(15) . . . . ? N1 Mn N3 C17 76.76(17) . . . . ? N2 Mn N3 C17 49.94(14) . . . . ? O11 Mn N3 C17 -25.67(16) . . . . ? O21 Mn N4 C15 92.10(15) . . . . ? N1 Mn N4 C15 -176.59(13) . . . . ? N2 Mn N4 C15 -36.49(19) . . . . ? N3 Mn N4 C15 3.49(15) . . . . ? O11 Mn N4 C15 -107.64(15) . . . . ? O21 Mn N4 C11 -103.99(16) . . . . ? N1 Mn N4 C11 -12.7(2) . . . . ? N2 Mn N4 C11 127.42(16) . . . . ? N3 Mn N4 C11 167.40(17) . . . . ? O11 Mn N4 C11 56.27(16) . . . . ? C5 N1 C1 C21 -179.22(18) . . . . ? Mn N1 C1 C21 -1.2(3) . . . . ? C5 N1 C1 C2 -0.9(3) . . . . ? Mn N1 C1 C2 177.12(13) . . . . ? N1 C1 C2 C3 2.9(3) . . . . ? C21 C1 C2 C3 -178.72(19) . . . . ? N1 C1 C2 C24 -176.44(18) . . . . ? C21 C1 C2 C24 1.9(3) . . . . ? C24 C2 C3 C4 176.8(2) . . . . ? C1 C2 C3 C4 -2.5(3) . . . . ? C2 C3 C4 C5 0.2(3) . . . . ? C1 N1 C5 C4 -1.6(3) . . . . ? Mn N1 C5 C4 -179.87(16) . . . . ? C1 N1 C5 C6 174.82(18) . . . . ? Mn N1 C5 C6 -3.4(2) . . . . ? C3 C4 C5 N1 2.0(3) . . . . ? C3 C4 C5 C6 -174.4(2) . . . . ? C18 N2 C6 C5 -155.75(17) . . . . ? C7 N2 C6 C5 79.4(2) . . . . ? Mn N2 C6 C5 -38.63(19) . . . . ? N1 C5 C6 N2 29.7(3) . . . . ? C4 C5 C6 N2 -153.74(18) . . . . ? C6 N2 C7 C8 162.93(19) . . . . ? C18 N2 C7 C8 37.2(3) . . . . ? Mn N2 C7 C8 -79.7(2) . . . . ? N2 C7 C8 C9 54.8(3) . . . . ? C16 N3 C9 C8 -168.0(2) . . . . ? C17 N3 C9 C8 -45.8(3) . . . . ? Mn N3 C9 C8 71.5(2) . . . . ? C7 C8 C9 N3 -48.8(3) . . . . ? C15 N4 C11 C25 -174.5(2) . . . . ? Mn N4 C11 C25 22.2(3) . . . . ? C15 N4 C11 C12 3.5(3) . . . . ? Mn N4 C11 C12 -159.82(16) . . . . ? N4 C11 C12 C13 -1.6(3) . . . . ? C25 C11 C12 C13 176.4(2) . . . . ? N4 C11 C12 C28 178.5(2) . . . . ? C25 C11 C12 C28 -3.5(3) . . . . ? C11 C12 C13 C14 -1.6(4) . . . . ? C28 C12 C13 C14 178.3(2) . . . . ? C12 C13 C14 C15 2.8(4) . . . . ? C11 N4 C15 C14 -2.2(3) . . . . ? Mn N4 C15 C14 162.85(18) . . . . ? C11 N4 C15 C16 173.60(19) . . . . ? Mn N4 C15 C16 -21.3(2) . . . . ? C13 C14 C15 N4 -0.9(4) . . . . ? C13 C14 C15 C16 -176.6(2) . . . . ? C9 N3 C16 C15 -153.1(2) . . . . ? C17 N3 C16 C15 84.1(2) . . . . ? Mn N3 C16 C15 -29.0(2) . . . . ? N4 C15 C16 N3 35.4(3) . . . . ? C14 C15 C16 N3 -148.8(2) . . . . ? C16 N3 C17 C18 -161.09(19) . . . . ? C9 N3 C17 C18 77.5(2) . . . . ? Mn N3 C17 C18 -45.5(2) . . . . ? C6 N2 C18 C17 154.29(18) . . . . ? C7 N2 C18 C17 -81.0(2) . . . . ? Mn N2 C18 C17 36.8(2) . . . . ? N3 C17 C18 N2 6.2(3) . . . . ? N1 C1 C21 C22 175.00(19) . . . . ? C2 C1 C21 C22 -3.4(3) . . . . ? C1 C21 C22 C23 1.8(3) . . . . ? C21 C22 C23 C24 1.3(3) . . . . ? C22 C23 C24 C2 -2.7(3) . . . . ? C3 C2 C24 C23 -178.2(2) . . . . ? C1 C2 C24 C23 1.1(3) . . . . ? N4 C11 C25 C26 177.3(2) . . . . ? C12 C11 C25 C26 -0.7(3) . . . . ? C11 C25 C26 C27 3.2(4) . . . . ? C25 C26 C27 C28 -1.3(5) . . . . ? C26 C27 C28 C12 -3.2(5) . . . . ? C13 C12 C28 C27 -174.3(3) . . . . ? C11 C12 C28 C27 5.6(4) . . . . ? O13' Cl1 O11 Mn 150.5(3) . . . . ? O14 Cl1 O11 Mn -146.6(3) . . . . ? O12' Cl1 O11 Mn 12.5(5) . . . . ? O12 Cl1 O11 Mn -10.6(4) . . . . ? O13 Cl1 O11 Mn 99.8(2) . . . . ? O14' Cl1 O11 Mn -97.3(2) . . . . ? O21 Mn O11 Cl1 124.80(17) . . . . ? N4 Mn O11 Cl1 38.14(14) . . . . ? N1 Mn O11 Cl1 -179.28(15) . . . . ? N2 Mn O11 Cl1 -102.82(15) . . . . ? N3 Mn O11 Cl1 -35.78(16) . . . . ? O13' Cl1 O12 O12' -58(3) . . . . ? O14 Cl1 O12 O12' -128(2) . . . . ? O11 Cl1 O12 O12' 99(2) . . . . ? O13 Cl1 O12 O12' -9(3) . . . . ? O14' Cl1 O12 O12' -160(3) . . . . ? O13' Cl1 O12' O12 134(2) . . . . ? O14 Cl1 O12' O12 65(3) . . . . ? O11 Cl1 O12' O12 -90(2) . . . . ? O13 Cl1 O12' O12 171(3) . . . . ? O14' Cl1 O12' O12 20(3) . . . . ? O14 Cl1 O13 O13' -5.1(3) . . . . ? O12' Cl1 O13 O13' -135.8(6) . . . . ? O12 Cl1 O13 O13' -132.3(5) . . . . ? O11 Cl1 O13 O13' 112.0(3) . . . . ? O14' Cl1 O13 O13' -31.8(5) . . . . ? Cl1 O13 O13' O14 7.4(5) . . . . ? O14 Cl1 O13' O13 174.2(4) . . . . ? O12' Cl1 O13' O13 51.4(6) . . . . ? O12 Cl1 O13' O13 71.8(6) . . . . ? O11 Cl1 O13' O13 -84.6(3) . . . . ? O14' Cl1 O13' O13 164.6(2) . . . . ? O12' Cl1 O13' O14 -122.8(6) . . . . ? O12 Cl1 O13' O14 -102.4(6) . . . . ? O11 Cl1 O13' O14 101.2(2) . . . . ? O13 Cl1 O13' O14 -174.2(4) . . . . ? O14' Cl1 O13' O14 -9.6(3) . . . . ? O13 O13' O14 O14' 9.1(9) . . . . ? Cl1 O13' O14 O14' 17.1(5) . . . . ? O13 O13' O14 Cl1 -8.0(5) . . . . ? O13' Cl1 O14 O14' -167.4(4) . . . . ? O12' Cl1 O14 O14' -67.4(7) . . . . ? O12 Cl1 O14 O14' -45.1(5) . . . . ? O11 Cl1 O14 O14' 87.0(2) . . . . ? O13 Cl1 O14 O14' -162.8(3) . . . . ? O12' Cl1 O14 O13' 100.0(7) . . . . ? O12 Cl1 O14 O13' 122.3(4) . . . . ? O11 Cl1 O14 O13' -105.6(3) . . . . ? O13 Cl1 O14 O13' 4.6(3) . . . . ? O14' Cl1 O14 O13' 167.4(4) . . . . ? O13' O14 O14' Cl1 -15.4(4) . . . . ? O13' Cl1 O14' O14 10.9(3) . . . . ? O12' Cl1 O14' O14 134.2(6) . . . . ? O12 Cl1 O14' O14 141.5(5) . . . . ? O11 Cl1 O14' O14 -108.3(2) . . . . ? O13 Cl1 O14' O14 35.4(5) . . . . ? O23 Cl2 O21 Mn 165.80(12) . . . . ? O24 Cl2 O21 Mn -73.87(15) . . . . ? O22 Cl2 O21 Mn 45.82(16) . . . . ? N4 Mn O21 Cl2 8.51(13) . . . . ? N1 Mn O21 Cl2 -131.22(13) . . . . ? N2 Mn O21 Cl2 155.26(12) . . . . ? N3 Mn O21 Cl2 85.76(13) . . . . ? O11 Mn O21 Cl2 -75.9(2) . . . . ? _diffrn_measured_fraction_theta_max 0.920 _diffrn_reflns_theta_full 29.18 _diffrn_measured_fraction_theta_full 0.920 _refine_diff_density_max 0.558 _refine_diff_density_min -0.467 _refine_diff_density_rms 0.076 # Attachment '- [Mn(L8py2-6-Me)(OTf)2].CIF' data_Mn_L8py2_6Me_OTf2 _database_code_depnum_ccdc_archive 'CCDC 801094' #TrackingRef '- [Mn(L8py2-6-Me)(OTf)2].CIF' _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H28 F6 Mn N4 O6 S2' _chemical_formula_weight 677.54 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 13.546(3) _cell_length_b 10.3239(19) _cell_length_c 19.340(4) _cell_angle_alpha 90.00 _cell_angle_beta 99.912(3) _cell_angle_gamma 90.00 _cell_volume 2664.4(8) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9403 _cell_measurement_theta_min 2.49 _cell_measurement_theta_max 29.10 _exptl_crystal_description Irregular _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.52 _exptl_crystal_size_mid 0.48 _exptl_crystal_size_min 0.33 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.689 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1388 _exptl_absorpt_coefficient_mu 0.741 _exptl_absorpt_correction_type multi-scans _exptl_absorpt_correction_T_min 0.815 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX 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_% 0.00 _diffrn_reflns_number 11982 _diffrn_reflns_av_R_equivalents 0.0517 _diffrn_reflns_av_sigmaI/netI 0.0309 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.49 _diffrn_reflns_theta_max 29.10 _reflns_number_total 3356 _reflns_number_gt 3223 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections except those that were flagged by the user for being in the beamstop. 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^)+(0.0504P)^2^+2.1167P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3356 _refine_ls_number_parameters 242 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0312 _refine_ls_R_factor_gt 0.0303 _refine_ls_wR_factor_ref 0.0848 _refine_ls_wR_factor_gt 0.0841 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _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 0.5000 0.25524(2) 0.2500 0.01200(9) Uani 1 2 d S . . N1 N 0.36804(8) 0.17003(11) 0.17531(5) 0.0147(2) Uani 1 1 d . . . N2 N 0.39501(8) 0.42973(10) 0.22734(5) 0.0139(2) Uani 1 1 d . . . C1 C 0.36762(10) 0.06385(12) 0.13434(7) 0.0170(2) Uani 1 1 d . . . C2 C 0.29431(10) 0.04610(13) 0.07478(7) 0.0193(3) Uani 1 1 d . . . H2 H 0.2977(14) -0.0283(18) 0.0463(10) 0.023(4) Uiso 1 1 d . . . C3 C 0.22025(10) 0.13814(14) 0.05732(7) 0.0199(3) Uani 1 1 d . . . H3 H 0.1715(14) 0.1300(17) 0.0172(9) 0.018(4) Uiso 1 1 d . . . C4 C 0.21950(10) 0.24660(12) 0.09993(7) 0.0173(3) Uani 1 1 d . . . H4 H 0.1732(13) 0.3112(18) 0.0902(9) 0.018(4) Uiso 1 1 d . . . C5 C 0.29400(10) 0.25861(12) 0.15837(7) 0.0147(2) Uani 1 1 d . . . C6 C 0.29388(9) 0.37052(12) 0.20825(6) 0.0151(2) Uani 1 1 d . . . H6A H 0.2732(12) 0.3407(16) 0.2497(9) 0.013(4) Uiso 1 1 d . . . H6B H 0.2442(14) 0.4348(18) 0.1869(9) 0.021(4) Uiso 1 1 d . . . C7 C 0.42010(10) 0.49419(13) 0.16347(7) 0.0166(2) Uani 1 1 d . . . H7A H 0.3654(13) 0.5437(17) 0.1414(9) 0.016(4) Uiso 1 1 d . . . H7B H 0.4291(13) 0.4259(18) 0.1302(9) 0.018(4) Uiso 1 1 d . . . C8 C 0.51249(10) 0.58081(13) 0.17599(7) 0.0185(3) Uani 1 1 d . . . H8A H 0.4976(15) 0.659(2) 0.1984(10) 0.026(5) Uiso 1 1 d . . . H8B H 0.5266(15) 0.608(2) 0.1296(10) 0.028(5) Uiso 1 1 d . . . C9 C 0.61113(10) 0.52199(13) 0.21405(7) 0.0169(2) Uani 1 1 d . . . H9A H 0.6402(13) 0.4738(17) 0.1803(9) 0.017(4) Uiso 1 1 d . . . H9B H 0.6555(14) 0.5925(19) 0.2316(9) 0.020(4) Uiso 1 1 d . . . C10 C 0.44572(11) -0.03779(14) 0.15463(8) 0.0235(3) Uani 1 1 d . . . H10A H 0.5002(17) -0.010(2) 0.1869(11) 0.033(5) Uiso 1 1 d . . . H10B H 0.417(2) -0.112(3) 0.1739(15) 0.058(7) Uiso 1 1 d . . . H10C H 0.470(2) -0.068(3) 0.1134(16) 0.067(8) Uiso 1 1 d . . . S S 0.35677(2) 0.19773(3) 0.389516(15) 0.01475(9) Uani 1 1 d . . . F1 F 0.36237(7) 0.27350(10) 0.51948(5) 0.0292(2) Uani 1 1 d . . . F2 F 0.50578(7) 0.22088(10) 0.49443(5) 0.0308(2) Uani 1 1 d . . . F3 F 0.43750(7) 0.40263(8) 0.45805(5) 0.0275(2) Uani 1 1 d . . . O1 O 0.42818(7) 0.22187(10) 0.34245(5) 0.0189(2) Uani 1 1 d . . . O2 O 0.26320(8) 0.26510(10) 0.36999(5) 0.0217(2) Uani 1 1 d . . . O3 O 0.35102(8) 0.06496(10) 0.41063(5) 0.0234(2) Uani 1 1 d . . . C1A C 0.41851(10) 0.27785(14) 0.46982(7) 0.0185(2) 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 0.01189(14) 0.01192(14) 0.01218(14) 0.000 0.00209(10) 0.000 N1 0.0139(5) 0.0154(5) 0.0150(5) 0.0002(4) 0.0033(4) -0.0005(4) N2 0.0149(5) 0.0135(5) 0.0136(5) -0.0004(4) 0.0035(4) 0.0002(4) C1 0.0171(6) 0.0162(5) 0.0183(6) -0.0003(4) 0.0047(5) -0.0018(4) C2 0.0222(6) 0.0179(6) 0.0177(6) -0.0025(5) 0.0032(5) -0.0047(5) C3 0.0205(6) 0.0220(6) 0.0159(6) 0.0011(5) -0.0007(5) -0.0048(5) C4 0.0154(6) 0.0185(6) 0.0174(6) 0.0031(4) 0.0007(5) -0.0007(4) C5 0.0141(6) 0.0157(6) 0.0145(6) 0.0013(4) 0.0035(5) -0.0016(4) C6 0.0134(5) 0.0171(5) 0.0149(5) 0.0004(4) 0.0025(4) 0.0012(4) C7 0.0178(6) 0.0174(6) 0.0149(5) 0.0033(4) 0.0033(4) 0.0017(4) C8 0.0213(6) 0.0147(6) 0.0201(6) 0.0048(5) 0.0050(5) 0.0005(5) C9 0.0183(6) 0.0153(6) 0.0178(6) 0.0026(4) 0.0050(5) -0.0026(4) C10 0.0215(7) 0.0174(6) 0.0299(7) -0.0048(5) -0.0006(5) 0.0019(5) S 0.01558(16) 0.01626(17) 0.01264(15) -0.00024(10) 0.00312(11) -0.00253(10) F1 0.0330(5) 0.0404(5) 0.0165(4) -0.0064(4) 0.0104(4) -0.0096(4) F2 0.0226(4) 0.0380(5) 0.0275(5) -0.0018(4) -0.0071(4) 0.0022(4) F3 0.0362(5) 0.0198(4) 0.0268(4) -0.0051(3) 0.0066(4) -0.0092(3) O1 0.0197(5) 0.0219(4) 0.0167(5) 0.0014(4) 0.0077(4) 0.0010(4) O2 0.0162(5) 0.0298(5) 0.0190(5) 0.0008(4) 0.0030(4) 0.0012(4) O3 0.0308(5) 0.0178(5) 0.0215(5) 0.0013(4) 0.0041(4) -0.0069(4) C1A 0.0184(6) 0.0215(6) 0.0154(6) -0.0009(5) 0.0027(5) -0.0041(5) _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 2.2047(10) . ? Mn O1 2.2048(10) 2_655 ? Mn N1 2.2730(11) 2_655 ? Mn N1 2.2731(11) . ? Mn N2 2.2903(11) . ? Mn N2 2.2903(11) 2_655 ? N1 C1 1.3520(17) . ? N1 C5 1.3552(16) . ? N2 C6 1.4875(16) . ? N2 C7 1.4929(16) . ? N2 C9 1.4939(16) 2_655 ? C1 C2 1.3975(18) . ? C1 C10 1.4938(19) . ? C2 C3 1.381(2) . ? C2 H2 0.951(19) . ? C3 C4 1.3914(19) . ? C3 H3 0.933(19) . ? C4 C5 1.3852(18) . ? C4 H4 0.913(18) . ? C5 C6 1.5053(17) . ? C6 H6A 0.945(17) . ? C6 H6B 0.984(19) . ? C7 C8 1.5233(18) . ? C7 H7A 0.940(18) . ? C7 H7B 0.976(18) . ? C8 C9 1.5353(18) . ? C8 H8A 0.96(2) . ? C8 H8B 0.99(2) . ? C9 N2 1.4938(16) 2_655 ? C9 H9A 0.957(17) . ? C9 H9B 0.968(19) . ? C10 H10A 0.93(2) . ? C10 H10B 0.96(3) . ? C10 H10C 0.96(3) . ? S O3 1.4362(10) . ? S O2 1.4381(11) . ? S O1 1.4594(10) . ? S C1A 1.8299(14) . ? F1 C1A 1.3245(16) . ? F2 C1A 1.3329(16) . ? F3 C1A 1.3407(16) . ? 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 O1 162.02(5) . 2_655 ? O1 Mn N1 80.37(4) . 2_655 ? O1 Mn N1 92.66(4) 2_655 2_655 ? O1 Mn N1 92.66(4) . . ? O1 Mn N1 80.37(4) 2_655 . ? N1 Mn N1 134.46(6) 2_655 . ? O1 Mn N2 86.10(4) . . ? O1 Mn N2 108.29(4) 2_655 . ? N1 Mn N2 145.14(4) 2_655 . ? N1 Mn N2 77.78(4) . . ? O1 Mn N2 108.29(4) . 2_655 ? O1 Mn N2 86.10(4) 2_655 2_655 ? N1 Mn N2 77.78(4) 2_655 2_655 ? N1 Mn N2 145.14(4) . 2_655 ? N2 Mn N2 76.27(5) . 2_655 ? C1 N1 C5 118.50(11) . . ? C1 N1 Mn 127.57(9) . . ? C5 N1 Mn 111.15(8) . . ? C6 N2 C7 108.00(10) . . ? C6 N2 C9 106.33(9) . 2_655 ? C7 N2 C9 113.20(10) . 2_655 ? C6 N2 Mn 103.85(7) . . ? C7 N2 Mn 106.66(7) . . ? C9 N2 Mn 118.05(8) 2_655 . ? N1 C1 C2 121.34(12) . . ? N1 C1 C10 118.96(12) . . ? C2 C1 C10 119.68(12) . . ? C3 C2 C1 119.64(12) . . ? C3 C2 H2 121.3(11) . . ? C1 C2 H2 119.0(11) . . ? C2 C3 C4 119.21(12) . . ? C2 C3 H3 121.5(11) . . ? C4 C3 H3 119.3(11) . . ? C5 C4 C3 118.47(12) . . ? C5 C4 H4 118.8(11) . . ? C3 C4 H4 122.7(11) . . ? N1 C5 C4 122.81(12) . . ? N1 C5 C6 116.45(11) . . ? C4 C5 C6 120.70(11) . . ? N2 C6 C5 111.84(10) . . ? N2 C6 H6A 108.5(10) . . ? C5 C6 H6A 109.1(10) . . ? N2 C6 H6B 111.2(11) . . ? C5 C6 H6B 108.9(11) . . ? H6A C6 H6B 107.2(14) . . ? N2 C7 C8 115.34(10) . . ? N2 C7 H7A 110.1(10) . . ? C8 C7 H7A 108.4(10) . . ? N2 C7 H7B 107.2(11) . . ? C8 C7 H7B 109.7(11) . . ? H7A C7 H7B 105.8(15) . . ? C7 C8 C9 117.87(10) . . ? C7 C8 H8A 109.8(12) . . ? C9 C8 H8A 110.6(12) . . ? C7 C8 H8B 107.6(12) . . ? C9 C8 H8B 104.9(12) . . ? H8A C8 H8B 105.2(17) . . ? N2 C9 C8 117.29(10) 2_655 . ? N2 C9 H9A 105.6(10) 2_655 . ? C8 C9 H9A 107.7(10) . . ? N2 C9 H9B 109.0(11) 2_655 . ? C8 C9 H9B 107.9(11) . . ? H9A C9 H9B 109.1(15) . . ? C1 C10 H10A 114.0(13) . . ? C1 C10 H10B 110.1(17) . . ? H10A C10 H10B 108(2) . . ? C1 C10 H10C 109.5(18) . . ? H10A C10 H10C 108(2) . . ? H10B C10 H10C 106(2) . . ? O3 S O2 116.60(6) . . ? O3 S O1 114.49(6) . . ? O2 S O1 113.74(6) . . ? O3 S C1A 103.26(6) . . ? O2 S C1A 104.93(6) . . ? O1 S C1A 101.36(6) . . ? S O1 Mn 164.78(7) . . ? F1 C1A F2 108.10(11) . . ? F1 C1A F3 107.86(11) . . ? F2 C1A F3 107.48(11) . . ? F1 C1A S 111.38(9) . . ? F2 C1A S 110.57(10) . . ? F3 C1A S 111.30(9) . . ? 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 O1 Mn N1 C1 -117.24(11) . . . . ? O1 Mn N1 C1 46.08(10) 2_655 . . . ? N1 Mn N1 C1 -38.14(10) 2_655 . . . ? N2 Mn N1 C1 157.33(11) . . . . ? N2 Mn N1 C1 114.72(11) 2_655 . . . ? O1 Mn N1 C5 82.18(8) . . . . ? O1 Mn N1 C5 -114.50(9) 2_655 . . . ? N1 Mn N1 C5 161.28(9) 2_655 . . . ? N2 Mn N1 C5 -3.25(8) . . . . ? N2 Mn N1 C5 -45.87(11) 2_655 . . . ? O1 Mn N2 C6 -68.01(7) . . . . ? O1 Mn N2 C6 100.97(7) 2_655 . . . ? N1 Mn N2 C6 -134.98(7) 2_655 . . . ? N1 Mn N2 C6 25.57(7) . . . . ? N2 Mn N2 C6 -177.92(9) 2_655 . . . ? O1 Mn N2 C7 178.05(8) . . . . ? O1 Mn N2 C7 -12.97(8) 2_655 . . . ? N1 Mn N2 C7 111.08(9) 2_655 . . . ? N1 Mn N2 C7 -88.38(8) . . . . ? N2 Mn N2 C7 68.14(7) 2_655 . . . ? O1 Mn N2 C9 49.34(9) . . . 2_655 ? O1 Mn N2 C9 -141.68(8) 2_655 . . 2_655 ? N1 Mn N2 C9 -17.63(12) 2_655 . . 2_655 ? N1 Mn N2 C9 142.91(9) . . . 2_655 ? N2 Mn N2 C9 -60.57(8) 2_655 . . 2_655 ? C5 N1 C1 C2 1.50(18) . . . . ? Mn N1 C1 C2 -157.84(10) . . . . ? C5 N1 C1 C10 -176.81(12) . . . . ? Mn N1 C1 C10 23.85(17) . . . . ? N1 C1 C2 C3 -0.4(2) . . . . ? C10 C1 C2 C3 177.93(12) . . . . ? C1 C2 C3 C4 -0.6(2) . . . . ? C2 C3 C4 C5 0.4(2) . . . . ? C1 N1 C5 C4 -1.70(19) . . . . ? Mn N1 C5 C4 160.85(10) . . . . ? C1 N1 C5 C6 176.07(11) . . . . ? Mn N1 C5 C6 -21.38(13) . . . . ? C3 C4 C5 N1 0.7(2) . . . . ? C3 C4 C5 C6 -176.94(12) . . . . ? C7 N2 C6 C5 68.16(13) . . . . ? C9 N2 C6 C5 -170.05(10) 2_655 . . . ? Mn N2 C6 C5 -44.83(11) . . . . ? N1 C5 C6 N2 47.63(15) . . . . ? C4 C5 C6 N2 -134.55(12) . . . . ? C6 N2 C7 C8 169.39(10) . . . . ? C9 N2 C7 C8 51.95(14) 2_655 . . . ? Mn N2 C7 C8 -79.52(11) . . . . ? N2 C7 C8 C9 53.99(15) . . . . ? C7 C8 C9 N2 -37.96(16) . . . 2_655 ? O3 S O1 Mn 97.9(3) . . . . ? O2 S O1 Mn -39.6(3) . . . . ? C1A S O1 Mn -151.7(2) . . . . ? O1 Mn O1 S -85.6(3) 2_655 . . . ? N1 Mn O1 S -153.8(3) 2_655 . . . ? N1 Mn O1 S -19.1(3) . . . . ? N2 Mn O1 S 58.4(3) . . . . ? N2 Mn O1 S 132.6(3) 2_655 . . . ? O3 S C1A F1 -64.64(11) . . . . ? O2 S C1A F1 57.97(11) . . . . ? O1 S C1A F1 176.56(10) . . . . ? O3 S C1A F2 55.58(11) . . . . ? O2 S C1A F2 178.19(9) . . . . ? O1 S C1A F2 -63.22(10) . . . . ? O3 S C1A F3 174.96(9) . . . . ? O2 S C1A F3 -62.43(11) . . . . ? O1 S C1A F3 56.16(11) . . . . ? _diffrn_measured_fraction_theta_max 0.937 _diffrn_reflns_theta_full 29.10 _diffrn_measured_fraction_theta_full 0.937 _refine_diff_density_max 0.497 _refine_diff_density_min -0.331 _refine_diff_density_rms 0.067 # Attachment '- [Mn(L8py2H)(ClO4)2].CIF' data_Mn_L8py2H_ClO42 _database_code_depnum_ccdc_archive 'CCDC 801095' #TrackingRef '- [Mn(L8py2H)(ClO4)2].CIF' _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H24 Cl2 Mn N4 O8' _chemical_formula_weight 550.25 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' Cl Cl 0.1484 0.1585 '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 14.7305(17) _cell_length_b 17.692(2) _cell_length_c 8.7518(10) _cell_angle_alpha 90.00 _cell_angle_beta 95.5470(10) _cell_angle_gamma 90.00 _cell_volume 2270.1(5) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 6611 _cell_measurement_theta_min 3.97 _cell_measurement_theta_max 29.21 _exptl_crystal_description irregular _exptl_crystal_colour colourless _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.610 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1132 _exptl_absorpt_coefficient_mu 0.870 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.961 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.00 _diffrn_reflns_number 18486 _diffrn_reflns_av_R_equivalents 0.0359 _diffrn_reflns_av_sigmaI/netI 0.0257 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 3.97 _diffrn_reflns_theta_max 29.57 _reflns_number_total 6352 _reflns_number_gt 5524 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL (Sheldrick, 2008)' _computing_structure_refinement 'Bruker SHELXTL (Sheldrick, 2008)' _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^)+(0.0498P)^2^+0.9315P] 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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6352 _refine_ls_number_parameters 298 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0434 _refine_ls_R_factor_gt 0.0369 _refine_ls_wR_factor_ref 0.0948 _refine_ls_wR_factor_gt 0.0919 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.057 _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 0.256656(15) 0.491894(13) 0.08288(3) 0.01979(7) Uani 1 1 d . . . N1 N 0.16704(9) 0.58328(7) 0.16746(16) 0.0237(3) Uani 1 1 d . . . N2 N 0.23893(9) 0.58232(8) -0.10971(15) 0.0244(3) Uani 1 1 d . . . N3 N 0.24795(9) 0.41878(8) -0.13427(15) 0.0233(3) Uani 1 1 d . . . N4 N 0.34979(9) 0.39310(7) 0.13803(15) 0.0230(3) Uani 1 1 d . . . C1 C 0.11431(11) 0.57740(10) 0.28380(19) 0.0279(3) Uani 1 1 d . . . H1 H 0.1132 0.5306 0.3369 0.033 Uiso 1 1 calc R . . C2 C 0.06162(12) 0.63619(11) 0.3297(2) 0.0321(4) Uani 1 1 d . . . H2 H 0.0253 0.6300 0.4129 0.039 Uiso 1 1 calc R . . C3 C 0.06280(13) 0.70419(11) 0.2521(2) 0.0364(4) Uani 1 1 d . . . H3 H 0.0266 0.7455 0.2800 0.044 Uiso 1 1 calc R . . C4 C 0.11742(13) 0.71108(10) 0.1333(2) 0.0332(4) Uani 1 1 d . . . H4 H 0.1194 0.7573 0.0786 0.040 Uiso 1 1 calc R . . C5 C 0.16947(11) 0.64997(9) 0.09450(18) 0.0249(3) Uani 1 1 d . . . C6 C 0.23406(12) 0.65522(9) -0.0283(2) 0.0278(3) Uani 1 1 d . . . H6A H 0.2131 0.6952 -0.1025 0.033 Uiso 1 1 calc R . . H6B H 0.2956 0.6692 0.0189 0.033 Uiso 1 1 calc R . . C7 C 0.15017(12) 0.57134(10) -0.20447(19) 0.0292(3) Uani 1 1 d . . . H7A H 0.1375 0.6168 -0.2689 0.035 Uiso 1 1 calc R . . H7B H 0.1013 0.5673 -0.1348 0.035 Uiso 1 1 calc R . . C8 C 0.14561(13) 0.50228(10) -0.3085(2) 0.0309(4) Uani 1 1 d . . . H8A H 0.0856 0.5021 -0.3701 0.037 Uiso 1 1 calc R . . H8B H 0.1930 0.5074 -0.3806 0.037 Uiso 1 1 calc R . . C9 C 0.15840(12) 0.42667(10) -0.22776(19) 0.0289(3) Uani 1 1 d . . . H9A H 0.1090 0.4198 -0.1600 0.035 Uiso 1 1 calc R . . H9B H 0.1526 0.3860 -0.3057 0.035 Uiso 1 1 calc R . . C11 C 0.41724(11) 0.38721(9) 0.25231(19) 0.0263(3) Uani 1 1 d . . . H11 H 0.4307 0.4298 0.3168 0.032 Uiso 1 1 calc R . . C12 C 0.46788(11) 0.32223(10) 0.2803(2) 0.0292(3) Uani 1 1 d . . . H12 H 0.5164 0.3207 0.3600 0.035 Uiso 1 1 calc R . . C13 C 0.44667(13) 0.25930(10) 0.1901(2) 0.0328(4) Uani 1 1 d . . . H13 H 0.4799 0.2136 0.2075 0.039 Uiso 1 1 calc R . . C14 C 0.37625(12) 0.26407(9) 0.0742(2) 0.0301(3) Uani 1 1 d . . . H14 H 0.3595 0.2212 0.0123 0.036 Uiso 1 1 calc R . . C15 C 0.33035(11) 0.33187(9) 0.04904(18) 0.0239(3) Uani 1 1 d . . . C16 C 0.25486(11) 0.33996(9) -0.07813(19) 0.0263(3) Uani 1 1 d . . . H16A H 0.2666 0.3059 -0.1639 0.032 Uiso 1 1 calc R . . H16B H 0.1963 0.3248 -0.0403 0.032 Uiso 1 1 calc R . . C17 C 0.32600(11) 0.43523(10) -0.22826(19) 0.0276(3) Uani 1 1 d . . . H17A H 0.3028 0.4351 -0.3383 0.033 Uiso 1 1 calc R . . H17B H 0.3715 0.3941 -0.2120 0.033 Uiso 1 1 calc R . . C18 C 0.37326(12) 0.51037(10) -0.1903(2) 0.0301(4) Uani 1 1 d . . . H18A H 0.4011 0.5076 -0.0828 0.036 Uiso 1 1 calc R . . H18B H 0.4238 0.5153 -0.2564 0.036 Uiso 1 1 calc R . . C19 C 0.31715(12) 0.58255(10) -0.2067(2) 0.0299(3) Uani 1 1 d . . . H19A H 0.3571 0.6262 -0.1774 0.036 Uiso 1 1 calc R . . H19B H 0.2934 0.5890 -0.3156 0.036 Uiso 1 1 calc R . . Cl1 Cl 0.37859(3) 0.58734(2) 0.34397(4) 0.02718(9) Uani 1 1 d . . . O11 O 0.37445(8) 0.56482(7) 0.18177(13) 0.0294(3) Uani 1 1 d . . . O12 O 0.47162(9) 0.58207(9) 0.40751(17) 0.0426(3) Uani 1 1 d . . . O13 O 0.34605(11) 0.66291(8) 0.3533(2) 0.0481(4) Uani 1 1 d . . . O14 O 0.32228(10) 0.53598(9) 0.41885(16) 0.0436(3) Uani 1 1 d . . . Cl2 Cl 0.13593(3) 0.36466(2) 0.28204(5) 0.02681(9) Uani 1 1 d . . . O21 O 0.14397(8) 0.41997(7) 0.15911(15) 0.0305(3) Uani 1 1 d . . . O22 O 0.05310(10) 0.37960(9) 0.34912(18) 0.0467(4) Uani 1 1 d . . . O23 O 0.13381(11) 0.29121(8) 0.21621(19) 0.0460(4) Uani 1 1 d . . . O24 O 0.21235(11) 0.37189(12) 0.39348(18) 0.0566(4) 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 0.02155(12) 0.02011(12) 0.01813(12) -0.00057(8) 0.00405(8) -0.00012(8) N1 0.0253(6) 0.0231(6) 0.0232(6) -0.0006(5) 0.0054(5) 0.0007(5) N2 0.0281(7) 0.0252(6) 0.0205(6) 0.0002(5) 0.0057(5) -0.0020(5) N3 0.0233(6) 0.0268(7) 0.0203(6) -0.0018(5) 0.0047(5) -0.0032(5) N4 0.0233(6) 0.0227(6) 0.0234(6) -0.0024(5) 0.0046(5) -0.0007(5) C1 0.0286(8) 0.0299(8) 0.0261(8) -0.0036(6) 0.0079(6) -0.0022(6) C2 0.0268(8) 0.0393(9) 0.0311(9) -0.0115(7) 0.0078(7) 0.0001(7) C3 0.0357(9) 0.0375(10) 0.0353(9) -0.0109(7) -0.0001(8) 0.0129(8) C4 0.0434(10) 0.0263(8) 0.0289(8) -0.0013(6) -0.0022(7) 0.0086(7) C5 0.0282(7) 0.0242(7) 0.0216(7) -0.0019(5) -0.0009(6) 0.0020(6) C6 0.0363(8) 0.0221(7) 0.0254(8) 0.0029(6) 0.0046(7) -0.0005(6) C7 0.0311(8) 0.0337(9) 0.0221(7) 0.0020(6) -0.0006(6) 0.0020(7) C8 0.0336(9) 0.0373(9) 0.0208(7) 0.0001(6) -0.0020(7) -0.0024(7) C9 0.0283(8) 0.0351(9) 0.0227(7) -0.0031(6) -0.0004(6) -0.0045(7) C11 0.0254(7) 0.0263(8) 0.0274(8) -0.0016(6) 0.0036(6) -0.0014(6) C12 0.0262(7) 0.0296(8) 0.0320(8) 0.0033(7) 0.0041(7) 0.0015(6) C13 0.0363(9) 0.0251(8) 0.0386(9) 0.0037(7) 0.0111(7) 0.0073(7) C14 0.0374(9) 0.0218(7) 0.0324(9) -0.0032(6) 0.0113(7) -0.0002(7) C15 0.0268(7) 0.0226(7) 0.0235(7) -0.0026(6) 0.0083(6) -0.0033(6) C16 0.0309(8) 0.0234(7) 0.0251(8) -0.0052(6) 0.0051(6) -0.0048(6) C17 0.0291(8) 0.0323(8) 0.0227(7) -0.0044(6) 0.0095(6) -0.0025(6) C18 0.0284(8) 0.0349(9) 0.0288(8) -0.0030(7) 0.0126(7) -0.0057(7) C19 0.0352(9) 0.0314(8) 0.0249(8) 0.0015(6) 0.0118(7) -0.0069(7) Cl1 0.02995(19) 0.02641(19) 0.02456(18) -0.00582(14) -0.00053(14) -0.00228(15) O11 0.0312(6) 0.0358(6) 0.0213(5) -0.0031(5) 0.0031(5) -0.0041(5) O12 0.0337(7) 0.0496(8) 0.0415(8) -0.0111(6) -0.0115(6) 0.0013(6) O13 0.0500(8) 0.0305(7) 0.0618(10) -0.0174(7) -0.0040(7) 0.0057(6) O14 0.0482(8) 0.0495(8) 0.0351(7) 0.0062(6) 0.0145(6) -0.0038(7) Cl2 0.02550(18) 0.02745(19) 0.02859(19) 0.00369(14) 0.00831(15) -0.00227(14) O21 0.0336(6) 0.0258(6) 0.0339(6) 0.0071(5) 0.0121(5) -0.0010(5) O22 0.0391(7) 0.0529(9) 0.0526(9) 0.0112(7) 0.0279(7) 0.0062(6) O23 0.0595(9) 0.0248(7) 0.0562(9) 0.0018(6) 0.0187(8) -0.0036(6) O24 0.0432(8) 0.0896(13) 0.0354(8) 0.0080(8) -0.0040(7) -0.0151(9) _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 O21 2.2436(12) . ? Mn N4 2.2455(14) . ? Mn N1 2.2569(13) . ? Mn O11 2.2659(12) . ? Mn N3 2.2922(13) . ? Mn N2 2.3202(14) . ? N1 C1 1.343(2) . ? N1 C5 1.344(2) . ? N2 C6 1.479(2) . ? N2 C7 1.492(2) . ? N2 C19 1.496(2) . ? N3 C16 1.479(2) . ? N3 C9 1.490(2) . ? N3 C17 1.505(2) . ? N4 C11 1.344(2) . ? N4 C15 1.349(2) . ? C1 C2 1.381(2) . ? C1 H1 0.9500 . ? C2 C3 1.383(3) . ? C2 H2 0.9500 . ? C3 C4 1.380(3) . ? C3 H3 0.9500 . ? C4 C5 1.387(2) . ? C4 H4 0.9500 . ? C5 C6 1.505(2) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.521(2) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.516(2) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C11 C12 1.379(2) . ? C11 H11 0.9500 . ? C12 C13 1.383(3) . ? C12 H12 0.9500 . ? C13 C14 1.381(3) . ? C13 H13 0.9500 . ? C14 C15 1.384(2) . ? C14 H14 0.9500 . ? C15 C16 1.502(2) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C18 1.522(2) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 C19 1.520(3) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? Cl1 O13 1.4252(14) . ? Cl1 O14 1.4311(15) . ? Cl1 O12 1.4313(14) . ? Cl1 O11 1.4700(12) . ? Cl2 O23 1.4206(15) . ? Cl2 O24 1.4221(16) . ? Cl2 O22 1.4289(13) . ? Cl2 O21 1.4675(12) . ? 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 O21 Mn N4 87.07(5) . . ? O21 Mn N1 80.54(5) . . ? N4 Mn N1 148.40(5) . . ? O21 Mn O11 140.41(5) . . ? N4 Mn O11 86.08(5) . . ? N1 Mn O11 85.26(5) . . ? O21 Mn N3 86.72(5) . . ? N4 Mn N3 73.92(5) . . ? N1 Mn N3 133.52(5) . . ? O11 Mn N3 128.13(5) . . ? O21 Mn N2 124.93(5) . . ? N4 Mn N2 135.75(5) . . ? N1 Mn N2 73.50(5) . . ? O11 Mn N2 85.02(5) . . ? N3 Mn N2 78.08(5) . . ? C1 N1 C5 118.18(14) . . ? C1 N1 Mn 126.35(11) . . ? C5 N1 Mn 115.46(10) . . ? C6 N2 C7 107.50(13) . . ? C6 N2 C19 110.31(13) . . ? C7 N2 C19 111.52(13) . . ? C6 N2 Mn 104.98(9) . . ? C7 N2 Mn 110.19(10) . . ? C19 N2 Mn 112.05(10) . . ? C16 N3 C9 107.44(12) . . ? C16 N3 C17 109.41(13) . . ? C9 N3 C17 111.36(13) . . ? C16 N3 Mn 105.08(9) . . ? C9 N3 Mn 112.21(10) . . ? C17 N3 Mn 111.06(9) . . ? C11 N4 C15 117.90(14) . . ? C11 N4 Mn 127.78(11) . . ? C15 N4 Mn 114.20(11) . . ? N1 C1 C2 123.03(17) . . ? N1 C1 H1 118.5 . . ? C2 C1 H1 118.5 . . ? C1 C2 C3 118.57(17) . . ? C1 C2 H2 120.7 . . ? C3 C2 H2 120.7 . . ? C4 C3 C2 118.88(16) . . ? C4 C3 H3 120.6 . . ? C2 C3 H3 120.6 . . ? C3 C4 C5 119.48(17) . . ? C3 C4 H4 120.3 . . ? C5 C4 H4 120.3 . . ? N1 C5 C4 121.84(16) . . ? N1 C5 C6 116.18(14) . . ? C4 C5 C6 121.96(15) . . ? N2 C6 C5 110.71(13) . . ? N2 C6 H6A 109.5 . . ? C5 C6 H6A 109.5 . . ? N2 C6 H6B 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 108.1 . . ? N2 C7 C8 115.01(14) . . ? N2 C7 H7A 108.5 . . ? C8 C7 H7A 108.5 . . ? N2 C7 H7B 108.5 . . ? C8 C7 H7B 108.5 . . ? H7A C7 H7B 107.5 . . ? C9 C8 C7 115.71(14) . . ? C9 C8 H8A 108.4 . . ? C7 C8 H8A 108.4 . . ? C9 C8 H8B 108.4 . . ? C7 C8 H8B 108.4 . . ? H8A C8 H8B 107.4 . . ? N3 C9 C8 113.71(14) . . ? N3 C9 H9A 108.8 . . ? C8 C9 H9A 108.8 . . ? N3 C9 H9B 108.8 . . ? C8 C9 H9B 108.8 . . ? H9A C9 H9B 107.7 . . ? N4 C11 C12 123.01(16) . . ? N4 C11 H11 118.5 . . ? C12 C11 H11 118.5 . . ? C11 C12 C13 118.77(16) . . ? C11 C12 H12 120.6 . . ? C13 C12 H12 120.6 . . ? C14 C13 C12 118.82(16) . . ? C14 C13 H13 120.6 . . ? C12 C13 H13 120.6 . . ? C13 C14 C15 119.36(16) . . ? C13 C14 H14 120.3 . . ? C15 C14 H14 120.3 . . ? N4 C15 C14 122.08(15) . . ? N4 C15 C16 116.87(14) . . ? C14 C15 C16 121.04(15) . . ? N3 C16 C15 111.00(13) . . ? N3 C16 H16A 109.4 . . ? C15 C16 H16A 109.4 . . ? N3 C16 H16B 109.4 . . ? C15 C16 H16B 109.4 . . ? H16A C16 H16B 108.0 . . ? N3 C17 C18 114.01(13) . . ? N3 C17 H17A 108.8 . . ? C18 C17 H17A 108.8 . . ? N3 C17 H17B 108.8 . . ? C18 C17 H17B 108.8 . . ? H17A C17 H17B 107.6 . . ? C19 C18 C17 118.67(15) . . ? C19 C18 H18A 107.6 . . ? C17 C18 H18A 107.6 . . ? C19 C18 H18B 107.6 . . ? C17 C18 H18B 107.6 . . ? H18A C18 H18B 107.1 . . ? N2 C19 C18 112.68(13) . . ? N2 C19 H19A 109.1 . . ? C18 C19 H19A 109.1 . . ? N2 C19 H19B 109.1 . . ? C18 C19 H19B 109.1 . . ? H19A C19 H19B 107.8 . . ? O13 Cl1 O14 110.89(10) . . ? O13 Cl1 O12 110.70(9) . . ? O14 Cl1 O12 110.87(9) . . ? O13 Cl1 O11 109.05(9) . . ? O14 Cl1 O11 107.36(8) . . ? O12 Cl1 O11 107.84(8) . . ? Cl1 O11 Mn 118.81(7) . . ? O23 Cl2 O24 110.20(11) . . ? O23 Cl2 O22 110.47(10) . . ? O24 Cl2 O22 110.63(10) . . ? O23 Cl2 O21 108.22(8) . . ? O24 Cl2 O21 109.16(9) . . ? O22 Cl2 O21 108.09(8) . . ? Cl2 O21 Mn 135.29(8) . . ? 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 O21 Mn N1 C1 32.41(14) . . . . ? N4 Mn N1 C1 -35.89(19) . . . . ? O11 Mn N1 C1 -110.50(14) . . . . ? N3 Mn N1 C1 108.63(14) . . . . ? N2 Mn N1 C1 163.31(15) . . . . ? O21 Mn N1 C5 -149.12(12) . . . . ? N4 Mn N1 C5 142.57(11) . . . . ? O11 Mn N1 C5 67.96(11) . . . . ? N3 Mn N1 C5 -72.90(13) . . . . ? N2 Mn N1 C5 -18.23(11) . . . . ? O21 Mn N2 C6 99.56(10) . . . . ? N4 Mn N2 C6 -131.57(10) . . . . ? N1 Mn N2 C6 34.13(10) . . . . ? O11 Mn N2 C6 -52.39(10) . . . . ? N3 Mn N2 C6 176.93(10) . . . . ? O21 Mn N2 C7 -15.91(12) . . . . ? N4 Mn N2 C7 112.96(11) . . . . ? N1 Mn N2 C7 -81.34(10) . . . . ? O11 Mn N2 C7 -167.87(10) . . . . ? N3 Mn N2 C7 61.46(10) . . . . ? O21 Mn N2 C19 -140.70(10) . . . . ? N4 Mn N2 C19 -11.83(14) . . . . ? N1 Mn N2 C19 153.87(11) . . . . ? O11 Mn N2 C19 67.34(11) . . . . ? N3 Mn N2 C19 -63.34(11) . . . . ? O21 Mn N3 C16 -52.29(9) . . . . ? N4 Mn N3 C16 35.60(9) . . . . ? N1 Mn N3 C16 -125.95(10) . . . . ? O11 Mn N3 C16 107.14(10) . . . . ? N2 Mn N3 C16 -179.04(10) . . . . ? O21 Mn N3 C9 64.15(11) . . . . ? N4 Mn N3 C9 152.04(11) . . . . ? N1 Mn N3 C9 -9.51(13) . . . . ? O11 Mn N3 C9 -136.42(10) . . . . ? N2 Mn N3 C9 -62.60(11) . . . . ? O21 Mn N3 C17 -170.49(11) . . . . ? N4 Mn N3 C17 -82.60(11) . . . . ? N1 Mn N3 C17 115.85(11) . . . . ? O11 Mn N3 C17 -11.06(13) . . . . ? N2 Mn N3 C17 62.76(11) . . . . ? O21 Mn N4 C11 -110.86(13) . . . . ? N1 Mn N4 C11 -44.26(18) . . . . ? O11 Mn N4 C11 30.12(13) . . . . ? N3 Mn N4 C11 161.71(14) . . . . ? N2 Mn N4 C11 108.87(13) . . . . ? O21 Mn N4 C15 65.02(11) . . . . ? N1 Mn N4 C15 131.62(11) . . . . ? O11 Mn N4 C15 -154.00(11) . . . . ? N3 Mn N4 C15 -22.41(10) . . . . ? N2 Mn N4 C15 -75.25(13) . . . . ? C5 N1 C1 C2 1.1(2) . . . . ? Mn N1 C1 C2 179.55(13) . . . . ? N1 C1 C2 C3 0.3(3) . . . . ? C1 C2 C3 C4 -0.9(3) . . . . ? C2 C3 C4 C5 0.1(3) . . . . ? C1 N1 C5 C4 -1.9(2) . . . . ? Mn N1 C5 C4 179.48(13) . . . . ? C1 N1 C5 C6 176.23(15) . . . . ? Mn N1 C5 C6 -2.37(18) . . . . ? C3 C4 C5 N1 1.3(3) . . . . ? C3 C4 C5 C6 -176.72(16) . . . . ? C7 N2 C6 C5 70.47(16) . . . . ? C19 N2 C6 C5 -167.74(14) . . . . ? Mn N2 C6 C5 -46.85(14) . . . . ? N1 C5 C6 N2 35.0(2) . . . . ? C4 C5 C6 N2 -146.89(16) . . . . ? C6 N2 C7 C8 174.62(14) . . . . ? C19 N2 C7 C8 53.58(19) . . . . ? Mn N2 C7 C8 -71.51(15) . . . . ? N2 C7 C8 C9 61.4(2) . . . . ? C16 N3 C9 C8 -173.51(14) . . . . ? C17 N3 C9 C8 -53.72(18) . . . . ? Mn N3 C9 C8 71.48(15) . . . . ? C7 C8 C9 N3 -59.9(2) . . . . ? C15 N4 C11 C12 1.2(2) . . . . ? Mn N4 C11 C12 176.91(12) . . . . ? N4 C11 C12 C13 -2.2(3) . . . . ? C11 C12 C13 C14 0.7(3) . . . . ? C12 C13 C14 C15 1.5(3) . . . . ? C11 N4 C15 C14 1.2(2) . . . . ? Mn N4 C15 C14 -175.08(12) . . . . ? C11 N4 C15 C16 -179.84(14) . . . . ? Mn N4 C15 C16 3.84(17) . . . . ? C13 C14 C15 N4 -2.6(2) . . . . ? C13 C14 C15 C16 178.55(15) . . . . ? C9 N3 C16 C15 -165.17(13) . . . . ? C17 N3 C16 C15 73.81(16) . . . . ? Mn N3 C16 C15 -45.50(14) . . . . ? N4 C15 C16 N3 29.68(19) . . . . ? C14 C15 C16 N3 -151.39(14) . . . . ? C16 N3 C17 C18 -134.16(15) . . . . ? C9 N3 C17 C18 107.22(16) . . . . ? Mn N3 C17 C18 -18.62(17) . . . . ? N3 C17 C18 C19 -58.6(2) . . . . ? C6 N2 C19 C18 134.30(15) . . . . ? C7 N2 C19 C18 -106.32(16) . . . . ? Mn N2 C19 C18 17.74(17) . . . . ? C17 C18 C19 N2 58.4(2) . . . . ? O13 Cl1 O11 Mn -100.38(10) . . . . ? O14 Cl1 O11 Mn 19.83(11) . . . . ? O12 Cl1 O11 Mn 139.35(9) . . . . ? O21 Mn O11 Cl1 -13.91(13) . . . . ? N4 Mn O11 Cl1 -94.51(9) . . . . ? N1 Mn O11 Cl1 55.06(8) . . . . ? N3 Mn O11 Cl1 -160.52(7) . . . . ? N2 Mn O11 Cl1 128.87(9) . . . . ? O23 Cl2 O21 Mn -104.19(12) . . . . ? O24 Cl2 O21 Mn 15.76(15) . . . . ? O22 Cl2 O21 Mn 136.15(11) . . . . ? N4 Mn O21 Cl2 38.58(11) . . . . ? N1 Mn O21 Cl2 -112.24(11) . . . . ? O11 Mn O21 Cl2 -41.68(14) . . . . ? N3 Mn O21 Cl2 112.62(11) . . . . ? N2 Mn O21 Cl2 -174.38(9) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 29.57 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.448 _refine_diff_density_min -0.355 _refine_diff_density_rms 0.070