# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Kathryn Preuss' _publ_contact_author_email KPREUSS@UOGUELPH.CA _publ_section_title ; Manipulating the crystal packing of pyDTDA radical ligand coordination complexes with Mn(II) and Ni(II) ; loop_ _publ_author_name 'Kathryn Preuss' 'Rodolphe Clerac' 'Nigel G. R. Hearns' 'Michael C Jennings' # Attachment 'dalton2008.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 704050' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C7 H3 N4 S2' _chemical_formula_sum 'C7 H3 N4 S2' _chemical_formula_weight 207.25 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' 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 9.00760(10) _cell_length_b 30.0038(5) _cell_length_c 6.63060(10) _cell_angle_alpha 90.00 _cell_angle_beta 116.1970(10) _cell_angle_gamma 90.00 _cell_volume 1607.93(4) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9936 _cell_measurement_theta_min 2.61 _cell_measurement_theta_max 30.52 _exptl_crystal_description plate _exptl_crystal_colour black _exptl_crystal_size_min 0.15 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_max 0.45 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.712 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 840 _exptl_absorpt_coefficient_mu 0.609 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.843931 _exptl_absorpt_correction_T_max 1.0 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine focussed sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16408 _diffrn_reflns_av_R_equivalents 0.0260 _diffrn_reflns_av_sigmaI/netI 0.0142 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -42 _diffrn_reflns_limit_k_max 42 _diffrn_reflns_limit_l_min -6 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.61 _diffrn_reflns_theta_max 30.52 _reflns_number_total 2465 _reflns_number_gt 2250 _reflns_threshold_expression I>2\s(I) _computing_data_collection APEXII _computing_cell_refinement APEXII _computing_data_reduction APEXII _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^)+(0.0459P)^2^+0.6708P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2465 _refine_ls_number_parameters 126 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0259 _refine_ls_R_factor_gt 0.0237 _refine_ls_wR_factor_ref 0.0727 _refine_ls_wR_factor_gt 0.0715 _refine_ls_goodness_of_fit_ref 1.062 _refine_ls_restrained_S_all 1.062 _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 S1 S 0.28596(3) 0.199513(8) 0.29477(4) 0.01680(8) Uani 1 1 d . . . N1 N 0.41310(10) 0.15818(3) 0.41654(14) 0.01586(16) Uani 1 1 d . . . C1 C 0.56531(12) 0.17112(3) 0.55538(15) 0.01438(17) Uani 1 1 d . . . S2 S 0.46348(3) 0.249173(8) 0.44306(4) 0.01623(8) Uani 1 1 d . . . C2 C 0.68774(12) 0.13604(3) 0.67940(15) 0.01438(17) Uani 1 1 d . . . N2 N 0.61097(10) 0.21440(3) 0.58948(14) 0.01609(16) Uani 1 1 d . . . N3 N 0.83646(11) 0.14991(3) 0.83403(14) 0.01780(17) Uani 1 1 d . . . C3 C 0.94479(13) 0.11874(4) 0.95607(18) 0.0202(2) Uani 1 1 d . . . H3 H 1.0481(19) 0.1297(5) 1.062(2) 0.025(4) Uiso 1 1 d . . . N4 N 0.69619(13) -0.02504(3) 0.71102(16) 0.0246(2) Uani 1 1 d . . . C4 C 0.91228(13) 0.07322(4) 0.93152(17) 0.0194(2) Uani 1 1 d . . . H4 H 0.9919 0.0521 1.0241 0.023 Uiso 1 1 calc R . . C5 C 0.75827(13) 0.05963(3) 0.76578(16) 0.01620(18) Uani 1 1 d . . . C6 C 0.64304(12) 0.09111(3) 0.63544(16) 0.01520(18) Uani 1 1 d . . . H6 H 0.5354(18) 0.0826(5) 0.522(2) 0.023(4) Uiso 1 1 d . . . C7 C 0.72099(13) 0.01259(4) 0.73288(17) 0.01874(19) 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 S1 0.01388(12) 0.01672(13) 0.01896(13) 0.00124(8) 0.00648(10) 0.00116(8) N1 0.0149(4) 0.0153(4) 0.0170(4) 0.0008(3) 0.0066(3) 0.0001(3) C1 0.0160(4) 0.0145(4) 0.0138(4) 0.0000(3) 0.0076(3) 0.0003(3) S2 0.01837(14) 0.01342(13) 0.01549(13) -0.00108(7) 0.00620(10) 0.00178(8) C2 0.0152(4) 0.0151(4) 0.0136(4) 0.0002(3) 0.0070(3) 0.0003(3) N2 0.0175(4) 0.0142(4) 0.0146(4) -0.0003(3) 0.0053(3) 0.0005(3) N3 0.0165(4) 0.0201(4) 0.0165(4) -0.0012(3) 0.0070(3) -0.0020(3) C3 0.0154(4) 0.0247(5) 0.0177(4) -0.0002(4) 0.0047(4) -0.0011(4) N4 0.0284(5) 0.0194(4) 0.0231(4) 0.0013(3) 0.0088(4) 0.0026(3) C4 0.0163(4) 0.0232(5) 0.0165(4) 0.0031(3) 0.0053(4) 0.0028(4) C5 0.0176(4) 0.0158(4) 0.0156(4) 0.0011(3) 0.0076(3) 0.0014(3) C6 0.0155(4) 0.0150(4) 0.0146(4) -0.0003(3) 0.0062(4) 0.0000(3) C7 0.0191(5) 0.0188(5) 0.0160(4) 0.0019(3) 0.0057(4) 0.0034(3) _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 S1 N1 1.6387(9) . ? S1 S2 2.0870(3) . ? N1 C1 1.3280(12) . ? C1 N2 1.3509(12) . ? C1 C2 1.4830(14) . ? S2 N2 1.6301(9) . ? C2 N3 1.3440(13) . ? C2 C6 1.4002(13) . ? N3 C3 1.3358(14) . ? C3 C4 1.3914(15) . ? C3 H3 0.943(16) . ? N4 C7 1.1478(15) . ? C4 C5 1.3973(14) . ? C4 H4 0.9500 . ? C5 C6 1.3873(14) . ? C5 C7 1.4447(14) . ? C6 H6 0.964(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 N1 S1 S2 94.86(3) . . ? C1 N1 S1 113.79(7) . . ? N1 C1 N2 122.82(9) . . ? N1 C1 C2 117.67(9) . . ? N2 C1 C2 119.51(9) . . ? N2 S2 S1 94.43(3) . . ? N3 C2 C6 123.72(9) . . ? N3 C2 C1 116.75(9) . . ? C6 C2 C1 119.51(9) . . ? C1 N2 S2 114.06(7) . . ? C3 N3 C2 117.45(9) . . ? N3 C3 C4 123.83(10) . . ? N3 C3 H3 115.1(10) . . ? C4 C3 H3 121.1(10) . . ? C3 C4 C5 117.59(10) . . ? C3 C4 H4 121.2 . . ? C5 C4 H4 121.2 . . ? C6 C5 C4 120.08(9) . . ? C6 C5 C7 120.73(9) . . ? C4 C5 C7 119.19(9) . . ? C5 C6 C2 117.30(9) . . ? C5 C6 H6 121.6(9) . . ? C2 C6 H6 121.1(9) . . ? N4 C7 C5 177.96(12) . . ? 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 S2 S1 N1 C1 1.73(7) . . . . ? S1 N1 C1 N2 -1.03(12) . . . . ? S1 N1 C1 C2 177.97(6) . . . . ? N1 S1 S2 N2 -1.78(4) . . . . ? N1 C1 C2 N3 -174.11(8) . . . . ? N2 C1 C2 N3 4.92(13) . . . . ? N1 C1 C2 C6 4.30(13) . . . . ? N2 C1 C2 C6 -176.67(8) . . . . ? N1 C1 N2 S2 -0.69(12) . . . . ? C2 C1 N2 S2 -179.67(7) . . . . ? S1 S2 N2 C1 1.56(7) . . . . ? C6 C2 N3 C3 -2.06(14) . . . . ? C1 C2 N3 C3 176.28(9) . . . . ? C2 N3 C3 C4 0.13(15) . . . . ? N3 C3 C4 C5 1.42(16) . . . . ? C3 C4 C5 C6 -1.13(15) . . . . ? C3 C4 C5 C7 179.03(9) . . . . ? C4 C5 C6 C2 -0.59(14) . . . . ? C7 C5 C6 C2 179.26(9) . . . . ? N3 C2 C6 C5 2.28(14) . . . . ? C1 C2 C6 C5 -176.01(8) . . . . ? C6 C5 C7 N4 171(3) . . . . ? C4 C5 C7 N4 -9(3) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 30.52 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.556 _refine_diff_density_min -0.263 _refine_diff_density_rms 0.057 data_4 _database_code_depnum_ccdc_archive 'CCDC 704051' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H5 F12 Mn N4 O4 S2' _chemical_formula_sum 'C17 H5 F12 Mn N4 O4 S2' _chemical_formula_weight 676.31 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 'P 21' _symmetry_space_group_name_Hall 'P 2yb' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 7.8158(4) _cell_length_b 19.9593(15) _cell_length_c 8.6633(7) _cell_angle_alpha 90.00 _cell_angle_beta 116.07(4) _cell_angle_gamma 90.00 _cell_volume 1213.9(4) _cell_formula_units_Z 2 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used 31490 _cell_measurement_theta_min 2.04 _cell_measurement_theta_max 25.03 _exptl_crystal_description block _exptl_crystal_colour black _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.850 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 664 _exptl_absorpt_coefficient_mu 0.842 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7295 _exptl_absorpt_correction_T_max 0.8171 _exptl_absorpt_process_details 'DENZO-SMN (Otwinowski & Minor, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(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 'Nonius Kappa-CCD' _diffrn_measurement_method '\f scans, and \w scans with \k offsets' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8785 _diffrn_reflns_av_R_equivalents 0.0670 _diffrn_reflns_av_sigmaI/netI 0.0511 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.62 _diffrn_reflns_theta_max 25.02 _reflns_number_total 4122 _reflns_number_gt 3539 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'COLLECT (Nonius, 1997-2001)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction DENZO-SMN _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL/PC (Sheldrick, 2001)' _computing_publication_material SHELXTL/PC _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^)+(0.0441P)^2^+6.2374P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 1917 Friedel pairs, 876-881' _refine_ls_abs_structure_Flack 0.11(4) _chemical_absolute_configuration ad _refine_ls_number_reflns 4122 _refine_ls_number_parameters 362 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0774 _refine_ls_R_factor_gt 0.0617 _refine_ls_wR_factor_ref 0.1533 _refine_ls_wR_factor_gt 0.1450 _refine_ls_goodness_of_fit_ref 1.096 _refine_ls_restrained_S_all 1.095 _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 0.89718(16) 0.88117(6) 0.51449(15) 0.0295(3) Uani 1 1 d . . . N1 N 1.1688(9) 0.9283(3) 0.5433(9) 0.0314(15) Uani 1 1 d . . . S2 S 1.2310(3) 1.00730(10) 0.5895(3) 0.0346(5) Uani 1 1 d . . . S3 S 1.4889(3) 0.99497(10) 0.5771(3) 0.0406(5) Uani 1 1 d . . . N4 N 1.4613(10) 0.9159(3) 0.5323(10) 0.0417(18) Uani 1 1 d . . . C5 C 1.2974(10) 0.8905(4) 0.5200(10) 0.0292(17) Uani 1 1 d . . . C6 C 1.2509(11) 0.8197(4) 0.4762(10) 0.0274(17) Uani 1 1 d . . . N7 N 1.0850(9) 0.7994(3) 0.4710(8) 0.0296(15) Uani 1 1 d . . . C8 C 1.0395(12) 0.7336(4) 0.4414(11) 0.0355(19) Uani 1 1 d . . . H8A H 0.9243 0.7182 0.4410 0.043 Uiso 1 1 calc R . . C9 C 1.1559(12) 0.6880(4) 0.4117(11) 0.036(2) Uani 1 1 d . . . H9A H 1.1211 0.6421 0.3911 0.043 Uiso 1 1 calc R . . C10 C 1.3204(12) 0.7103(4) 0.4125(12) 0.039(2) Uani 1 1 d . . . C11 C 1.3749(12) 0.7761(4) 0.4482(10) 0.0316(18) Uani 1 1 d . . . H11A H 1.4924 0.7915 0.4537 0.038 Uiso 1 1 calc R . . C12 C 1.4501(13) 0.6666(4) 0.3831(11) 0.037(2) Uani 1 1 d . . . N13 N 1.5523(12) 0.6326(4) 0.3579(11) 0.0455(19) Uani 1 1 d . . . O21 O 0.6781(8) 0.8383(3) 0.2882(7) 0.0361(13) Uani 1 1 d . . . F21 F 0.5448(9) 0.7748(3) -0.0286(9) 0.0709(19) Uani 1 1 d . . . F22 F 0.3153(8) 0.8457(3) -0.1292(6) 0.0524(14) Uani 1 1 d . . . C22 C 0.5666(11) 0.8658(4) 0.1519(10) 0.0324(19) Uani 1 1 d . . . F23 F 0.3411(8) 0.7781(3) 0.0721(7) 0.0541(14) Uani 1 1 d . . . C23 C 0.5434(11) 0.9346(4) 0.1107(11) 0.0354(19) Uani 1 1 d . . . H23A H 0.4558 0.9483 -0.0015 0.042 Uiso 1 1 calc R . . F24 F 0.5209(8) 1.0852(3) 0.2688(7) 0.0557(14) Uani 1 1 d . . . C24 C 0.6469(11) 0.9827(4) 0.2320(11) 0.0326(19) Uani 1 1 d . . . O25 O 0.7675(8) 0.9735(3) 0.3834(7) 0.0342(13) Uani 1 1 d . . . F25 F 0.5044(9) 1.0670(3) 0.0168(7) 0.0551(15) Uani 1 1 d . . . F26 F 0.7721(8) 1.0908(3) 0.2292(7) 0.0520(13) Uani 1 1 d . . . C26 C 0.4422(12) 0.8159(5) 0.0136(11) 0.039(2) Uani 1 1 d . . . C27 C 0.6104(13) 1.0575(4) 0.1830(12) 0.042(2) Uani 1 1 d . . . O31 O 0.8477(8) 0.8019(3) 0.6531(7) 0.0346(13) Uani 1 1 d . . . F31 F 0.9993(8) 0.6897(3) 0.8461(9) 0.0618(16) Uani 1 1 d . . . F32 F 0.9179(9) 0.7233(3) 1.0387(6) 0.0579(16) Uani 1 1 d . . . C32 C 0.8835(12) 0.7991(4) 0.8122(11) 0.0357(19) Uani 1 1 d . . . F33 F 0.7045(8) 0.7006(3) 0.7840(7) 0.0545(15) Uani 1 1 d . . . C33 C 0.9214(12) 0.8524(4) 0.9261(11) 0.037(2) Uani 1 1 d . . . H33A H 0.9330 0.8442 1.0383 0.044 Uiso 1 1 calc R . . C34 C 0.9426(11) 0.9171(4) 0.8800(10) 0.0317(19) Uani 1 1 d . . . F34 F 1.1387(8) 1.0074(3) 1.0289(8) 0.0672(17) Uani 1 1 d . . . O35 O 0.9319(8) 0.9363(3) 0.7391(7) 0.0349(13) Uani 1 1 d . . . F35 F 1.0201(10) 0.9498(3) 1.1685(7) 0.0710(18) Uani 1 1 d . . . F36 F 0.8471(9) 1.0146(3) 0.9695(8) 0.0632(17) Uani 1 1 d . . . C36 C 0.8765(13) 0.7277(4) 0.8726(12) 0.041(2) Uani 1 1 d . . . C37 C 0.9916(12) 0.9736(5) 1.0126(11) 0.038(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 0.0313(6) 0.0265(6) 0.0323(6) -0.0010(6) 0.0154(5) 0.0003(5) N1 0.034(4) 0.030(4) 0.031(4) 0.004(3) 0.015(3) 0.005(3) S2 0.0355(11) 0.0283(11) 0.0426(12) -0.0008(9) 0.0195(10) 0.0004(9) S3 0.0363(11) 0.0298(12) 0.0610(15) -0.0025(10) 0.0261(11) -0.0035(9) N4 0.038(4) 0.027(4) 0.065(5) -0.005(3) 0.027(4) -0.003(3) C5 0.030(4) 0.028(4) 0.034(4) -0.003(3) 0.018(3) -0.007(3) C6 0.027(4) 0.031(4) 0.026(4) 0.003(3) 0.012(3) 0.002(3) N7 0.033(4) 0.025(3) 0.029(4) 0.000(3) 0.011(3) 0.004(3) C8 0.038(5) 0.025(4) 0.039(5) -0.007(4) 0.012(4) 0.003(3) C9 0.037(5) 0.027(4) 0.039(5) -0.001(4) 0.014(4) -0.003(4) C10 0.041(5) 0.036(5) 0.040(5) 0.006(4) 0.018(4) 0.006(4) C11 0.040(5) 0.022(4) 0.030(4) -0.002(3) 0.014(4) -0.002(3) C12 0.049(5) 0.027(4) 0.039(5) -0.002(4) 0.021(4) 0.000(4) N13 0.053(5) 0.027(4) 0.061(5) -0.002(4) 0.030(4) 0.004(4) O21 0.037(3) 0.032(3) 0.032(3) 0.000(3) 0.009(3) 0.000(2) F21 0.059(4) 0.071(4) 0.088(5) -0.037(4) 0.038(4) -0.001(3) F22 0.052(3) 0.063(4) 0.025(3) 0.004(2) 0.001(2) -0.009(3) C22 0.030(4) 0.040(5) 0.023(4) -0.005(4) 0.007(3) -0.004(4) F23 0.058(3) 0.054(3) 0.043(3) -0.003(3) 0.016(3) -0.022(3) C23 0.030(4) 0.044(5) 0.030(4) 0.008(4) 0.011(4) 0.000(4) F24 0.074(4) 0.042(3) 0.063(4) 0.003(3) 0.041(3) 0.020(3) C24 0.037(4) 0.030(5) 0.037(5) 0.004(4) 0.021(4) 0.006(4) O25 0.040(3) 0.024(3) 0.042(4) 0.000(2) 0.021(3) 0.004(2) F25 0.081(4) 0.039(3) 0.039(3) 0.014(2) 0.020(3) 0.015(3) F26 0.060(3) 0.038(3) 0.063(3) 0.005(3) 0.032(3) 0.000(3) C26 0.038(5) 0.043(5) 0.031(5) -0.006(4) 0.011(4) 0.001(4) C27 0.048(6) 0.037(5) 0.051(6) 0.002(4) 0.031(5) 0.009(4) O31 0.037(3) 0.036(3) 0.028(3) 0.000(2) 0.012(3) -0.004(2) F31 0.061(4) 0.043(3) 0.087(5) 0.011(3) 0.038(3) 0.010(3) F32 0.079(4) 0.060(4) 0.029(3) 0.019(3) 0.018(3) 0.003(3) C32 0.032(4) 0.039(5) 0.037(5) 0.010(4) 0.016(4) 0.001(4) F33 0.054(3) 0.049(3) 0.055(4) 0.004(3) 0.019(3) -0.017(3) C33 0.035(5) 0.042(5) 0.035(5) -0.004(4) 0.018(4) -0.001(4) C34 0.028(4) 0.040(5) 0.030(5) 0.002(4) 0.015(4) 0.007(3) F34 0.061(4) 0.077(4) 0.076(4) -0.036(4) 0.041(3) -0.023(3) O35 0.036(3) 0.039(3) 0.035(3) -0.003(3) 0.020(3) 0.000(3) F35 0.099(5) 0.072(5) 0.036(3) -0.008(3) 0.025(3) 0.004(4) F36 0.067(4) 0.065(4) 0.059(4) -0.012(3) 0.030(3) 0.018(3) C36 0.039(5) 0.033(5) 0.051(6) -0.001(4) 0.020(5) -0.001(4) C37 0.035(5) 0.047(5) 0.029(5) -0.006(4) 0.010(4) 0.009(4) _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 O31 2.121(6) . ? Mn O21 2.135(6) . ? Mn O35 2.146(6) . ? Mn O25 2.168(6) . ? Mn N1 2.234(7) . ? Mn N7 2.334(6) . ? N1 C5 1.342(10) . ? N1 S2 1.646(7) . ? S2 S3 2.080(3) . ? S3 N4 1.617(7) . ? N4 C5 1.337(10) . ? C5 C6 1.467(11) . ? C6 N7 1.340(10) . ? C6 C11 1.400(11) . ? N7 C8 1.355(10) . ? C8 C9 1.390(12) . ? C8 H8A 0.9500 . ? C9 C10 1.357(12) . ? C9 H9A 0.9500 . ? C10 C11 1.374(12) . ? C10 C12 1.441(13) . ? C11 H11A 0.9500 . ? C12 N13 1.140(11) . ? O21 C22 1.245(9) . ? F21 C26 1.306(10) . ? F22 C26 1.338(10) . ? C22 C23 1.411(12) . ? C22 C26 1.533(11) . ? F23 C26 1.342(10) . ? C23 C24 1.390(12) . ? C23 H23A 0.9500 . ? F24 C27 1.343(10) . ? C24 O25 1.247(10) . ? C24 C27 1.544(12) . ? F25 C27 1.321(11) . ? F26 C27 1.324(10) . ? O31 C32 1.282(10) . ? F31 C36 1.321(10) . ? F32 C36 1.331(10) . ? C32 C33 1.392(12) . ? C32 C36 1.526(12) . ? F33 C36 1.335(10) . ? C33 C34 1.383(12) . ? C33 H33A 0.9500 . ? C34 O35 1.246(10) . ? C34 C37 1.533(12) . ? F34 C37 1.287(11) . ? F35 C37 1.354(10) . ? F36 C37 1.309(10) . ? 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 O31 Mn O21 87.1(2) . . ? O31 Mn O35 81.4(2) . . ? O21 Mn O35 140.2(2) . . ? O31 Mn O25 140.4(2) . . ? O21 Mn O25 81.8(2) . . ? O35 Mn O25 83.3(2) . . ? O31 Mn N1 130.7(2) . . ? O21 Mn N1 127.7(2) . . ? O35 Mn N1 87.0(2) . . ? O25 Mn N1 84.4(2) . . ? O31 Mn N7 81.6(2) . . ? O21 Mn N7 83.0(2) . . ? O35 Mn N7 131.9(2) . . ? O25 Mn N7 133.8(2) . . ? N1 Mn N7 71.3(2) . . ? C5 N1 S2 114.5(5) . . ? C5 N1 Mn 118.9(5) . . ? S2 N1 Mn 126.5(4) . . ? N1 S2 S3 93.6(3) . . ? N4 S3 S2 95.6(3) . . ? C5 N4 S3 114.3(6) . . ? N4 C5 N1 122.0(7) . . ? N4 C5 C6 120.3(7) . . ? N1 C5 C6 117.7(6) . . ? N7 C6 C11 122.6(7) . . ? N7 C6 C5 115.2(7) . . ? C11 C6 C5 122.1(7) . . ? C6 N7 C8 117.9(7) . . ? C6 N7 Mn 116.8(5) . . ? C8 N7 Mn 125.2(5) . . ? N7 C8 C9 122.1(8) . . ? N7 C8 H8A 118.9 . . ? C9 C8 H8A 118.9 . . ? C10 C9 C8 118.6(8) . . ? C10 C9 H9A 120.7 . . ? C8 C9 H9A 120.7 . . ? C9 C10 C11 120.9(8) . . ? C9 C10 C12 122.6(8) . . ? C11 C10 C12 116.5(8) . . ? C10 C11 C6 117.6(8) . . ? C10 C11 H11A 121.2 . . ? C6 C11 H11A 121.2 . . ? N13 C12 C10 179.0(10) . . ? C22 O21 Mn 129.7(5) . . ? O21 C22 C23 128.9(7) . . ? O21 C22 C26 113.2(7) . . ? C23 C22 C26 117.9(7) . . ? C24 C23 C22 120.9(7) . . ? C24 C23 H23A 119.6 . . ? C22 C23 H23A 119.6 . . ? O25 C24 C23 127.8(7) . . ? O25 C24 C27 113.3(7) . . ? C23 C24 C27 118.9(7) . . ? C24 O25 Mn 129.8(5) . . ? F21 C26 F22 108.5(7) . . ? F21 C26 F23 106.8(8) . . ? F22 C26 F23 106.2(7) . . ? F21 C26 C22 111.7(7) . . ? F22 C26 C22 113.0(7) . . ? F23 C26 C22 110.3(7) . . ? F25 C27 F26 108.4(7) . . ? F25 C27 F24 108.3(7) . . ? F26 C27 F24 106.7(7) . . ? F25 C27 C24 112.9(7) . . ? F26 C27 C24 111.4(7) . . ? F24 C27 C24 108.9(7) . . ? C32 O31 Mn 129.3(5) . . ? O31 C32 C33 127.3(8) . . ? O31 C32 C36 112.7(7) . . ? C33 C32 C36 119.9(8) . . ? C34 C33 C32 121.6(8) . . ? C34 C33 H33A 119.2 . . ? C32 C33 H33A 119.2 . . ? O35 C34 C33 127.2(8) . . ? O35 C34 C37 113.3(7) . . ? C33 C34 C37 119.5(7) . . ? C34 O35 Mn 131.1(5) . . ? F31 C36 F32 107.4(8) . . ? F31 C36 F33 106.9(7) . . ? F32 C36 F33 107.4(7) . . ? F31 C36 C32 109.8(7) . . ? F32 C36 C32 113.8(7) . . ? F33 C36 C32 111.1(7) . . ? F34 C37 F36 108.7(8) . . ? F34 C37 F35 109.1(7) . . ? F36 C37 F35 104.3(7) . . ? F34 C37 C34 112.6(7) . . ? F36 C37 C34 110.3(7) . . ? F35 C37 C34 111.5(7) . . ? 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 O31 Mn N1 C5 61.7(7) . . . . ? O21 Mn N1 C5 -63.6(7) . . . . ? O35 Mn N1 C5 137.7(6) . . . . ? O25 Mn N1 C5 -138.8(6) . . . . ? N7 Mn N1 C5 1.3(5) . . . . ? O31 Mn N1 S2 -119.1(4) . . . . ? O21 Mn N1 S2 115.6(4) . . . . ? O35 Mn N1 S2 -43.1(4) . . . . ? O25 Mn N1 S2 40.4(4) . . . . ? N7 Mn N1 S2 -179.4(5) . . . . ? C5 N1 S2 S3 0.7(6) . . . . ? Mn N1 S2 S3 -178.6(4) . . . . ? N1 S2 S3 N4 -0.6(4) . . . . ? S2 S3 N4 C5 0.4(7) . . . . ? S3 N4 C5 N1 0.0(11) . . . . ? S3 N4 C5 C6 178.6(6) . . . . ? S2 N1 C5 N4 -0.6(10) . . . . ? Mn N1 C5 N4 178.8(6) . . . . ? S2 N1 C5 C6 -179.2(5) . . . . ? Mn N1 C5 C6 0.1(9) . . . . ? N4 C5 C6 N7 178.7(7) . . . . ? N1 C5 C6 N7 -2.7(10) . . . . ? N4 C5 C6 C11 0.9(12) . . . . ? N1 C5 C6 C11 179.6(7) . . . . ? C11 C6 N7 C8 1.6(11) . . . . ? C5 C6 N7 C8 -176.1(7) . . . . ? C11 C6 N7 Mn -178.5(6) . . . . ? C5 C6 N7 Mn 3.8(8) . . . . ? O31 Mn N7 C6 -141.0(6) . . . . ? O21 Mn N7 C6 130.9(6) . . . . ? O35 Mn N7 C6 -70.5(6) . . . . ? O25 Mn N7 C6 59.3(6) . . . . ? N1 Mn N7 C6 -2.8(5) . . . . ? O31 Mn N7 C8 38.9(6) . . . . ? O21 Mn N7 C8 -49.2(6) . . . . ? O35 Mn N7 C8 109.3(7) . . . . ? O25 Mn N7 C8 -120.8(6) . . . . ? N1 Mn N7 C8 177.1(7) . . . . ? C6 N7 C8 C9 -2.0(12) . . . . ? Mn N7 C8 C9 178.1(6) . . . . ? N7 C8 C9 C10 0.0(13) . . . . ? C8 C9 C10 C11 2.4(13) . . . . ? C8 C9 C10 C12 179.9(8) . . . . ? C9 C10 C11 C6 -2.7(13) . . . . ? C12 C10 C11 C6 179.6(7) . . . . ? N7 C6 C11 C10 0.6(12) . . . . ? C5 C6 C11 C10 178.2(7) . . . . ? C9 C10 C12 N13 120(64) . . . . ? C11 C10 C12 N13 -62(64) . . . . ? O31 Mn O21 C22 151.0(7) . . . . ? O35 Mn O21 C22 78.2(8) . . . . ? O25 Mn O21 C22 9.1(7) . . . . ? N1 Mn O21 C22 -67.3(8) . . . . ? N7 Mn O21 C22 -127.1(7) . . . . ? Mn O21 C22 C23 -4.7(13) . . . . ? Mn O21 C22 C26 174.6(5) . . . . ? O21 C22 C23 C24 -3.0(14) . . . . ? C26 C22 C23 C24 177.7(8) . . . . ? C22 C23 C24 O25 0.6(13) . . . . ? C22 C23 C24 C27 -177.5(8) . . . . ? C23 C24 O25 Mn 9.1(12) . . . . ? C27 C24 O25 Mn -172.8(5) . . . . ? O31 Mn O25 C24 -86.5(7) . . . . ? O21 Mn O25 C24 -11.3(7) . . . . ? O35 Mn O25 C24 -154.3(7) . . . . ? N1 Mn O25 C24 118.1(7) . . . . ? N7 Mn O25 C24 60.8(7) . . . . ? O21 C22 C26 F21 -60.8(10) . . . . ? C23 C22 C26 F21 118.6(9) . . . . ? O21 C22 C26 F22 176.5(7) . . . . ? C23 C22 C26 F22 -4.1(11) . . . . ? O21 C22 C26 F23 57.8(10) . . . . ? C23 C22 C26 F23 -122.8(8) . . . . ? O25 C24 C27 F25 170.6(7) . . . . ? C23 C24 C27 F25 -11.0(11) . . . . ? O25 C24 C27 F26 48.4(10) . . . . ? C23 C24 C27 F26 -133.3(8) . . . . ? O25 C24 C27 F24 -69.0(9) . . . . ? C23 C24 C27 F24 109.3(9) . . . . ? O21 Mn O31 C32 -156.8(7) . . . . ? O35 Mn O31 C32 -15.0(7) . . . . ? O25 Mn O31 C32 -83.4(8) . . . . ? N1 Mn O31 C32 63.5(8) . . . . ? N7 Mn O31 C32 119.8(7) . . . . ? Mn O31 C32 C33 17.0(13) . . . . ? Mn O31 C32 C36 -164.6(5) . . . . ? O31 C32 C33 C34 -6.4(14) . . . . ? C36 C32 C33 C34 175.2(8) . . . . ? C32 C33 C34 O35 0.0(14) . . . . ? C32 C33 C34 C37 -177.8(8) . . . . ? C33 C34 O35 Mn -4.8(13) . . . . ? C37 C34 O35 Mn 173.0(5) . . . . ? O31 Mn O35 C34 9.5(7) . . . . ? O21 Mn O35 C34 84.3(7) . . . . ? O25 Mn O35 C34 152.9(7) . . . . ? N1 Mn O35 C34 -122.4(7) . . . . ? N7 Mn O35 C34 -61.0(7) . . . . ? O31 C32 C36 F31 58.0(10) . . . . ? C33 C32 C36 F31 -123.4(9) . . . . ? O31 C32 C36 F32 178.4(7) . . . . ? C33 C32 C36 F32 -3.0(12) . . . . ? O31 C32 C36 F33 -60.2(10) . . . . ? C33 C32 C36 F33 118.4(9) . . . . ? O35 C34 C37 F34 -51.0(10) . . . . ? C33 C34 C37 F34 127.0(9) . . . . ? O35 C34 C37 F36 70.5(10) . . . . ? C33 C34 C37 F36 -111.4(9) . . . . ? O35 C34 C37 F35 -174.0(7) . . . . ? C33 C34 C37 F35 4.0(11) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.608 _refine_diff_density_min -0.635 _refine_diff_density_rms 0.101 data_5 _database_code_depnum_ccdc_archive 'CCDC 704052' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H5 F12 N4 Ni O4 S2' _chemical_formula_sum 'C17 H5 F12 N4 Ni O4 S2' _chemical_formula_weight 680.08 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' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 16.144(4) _cell_length_b 8.390(2) _cell_length_c 17.496(4) _cell_angle_alpha 90.00 _cell_angle_beta 103.874(10) _cell_angle_gamma 90.00 _cell_volume 2300.7(9) _cell_formula_units_Z 4 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used 150998 _cell_measurement_theta_min 2.04 _cell_measurement_theta_max 25.03 _exptl_crystal_description plate _exptl_crystal_colour black _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.963 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1340 _exptl_absorpt_coefficient_mu 1.158 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6239 _exptl_absorpt_correction_T_max 0.8930 _exptl_absorpt_process_details 'DENZO-SMN (Otwinowski & Minor, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(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 'Nonius Kappa-CCD' _diffrn_measurement_method '\f scans, and \w scans with \k offsets' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12595 _diffrn_reflns_av_R_equivalents 0.193 _diffrn_reflns_av_sigmaI/netI 0.0726 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.60 _diffrn_reflns_theta_max 17.22 _reflns_number_total 1382 _reflns_number_gt 1071 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'COLLECT (Nonius, 1997-2001)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction DENZO-SMN _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL/PC (Sheldrick, 2001)' _computing_publication_material SHELXTL/PC _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^)+(0.0000P)^2^+177.7400P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heavy _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1382 _refine_ls_number_parameters 200 _refine_ls_number_restraints 139 _refine_ls_R_factor_all 0.1608 _refine_ls_R_factor_gt 0.1317 _refine_ls_wR_factor_ref 0.3004 _refine_ls_wR_factor_gt 0.2843 _refine_ls_goodness_of_fit_ref 1.169 _refine_ls_restrained_S_all 1.122 _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 Ni Ni 0.7117(3) 0.7540(6) 0.0130(2) 0.0467(16) Uani 1 1 d U . . N1 N 0.5875(14) 0.843(3) -0.0327(13) 0.037(7) Uiso 1 1 d U . . S2 S 0.5520(5) 0.9661(11) -0.1056(4) 0.044(3) Uani 1 1 d U . . S3 S 0.4235(5) 0.9193(11) -0.1083(4) 0.042(3) Uani 1 1 d U . . N4 N 0.4466(14) 0.791(3) -0.0337(13) 0.036(7) Uiso 1 1 d U . . C5 C 0.5289(17) 0.766(4) -0.0065(15) 0.027(8) Uiso 1 1 d U . . C6 C 0.5594(18) 0.658(3) 0.0626(15) 0.027(8) Uiso 1 1 d U . . N7 N 0.6426(15) 0.649(3) 0.0856(14) 0.035(7) Uiso 1 1 d U . . C8 C 0.676(2) 0.562(4) 0.1476(18) 0.052(10) Uiso 1 1 d U . . H8A H 0.7363 0.5547 0.1639 0.062 Uiso 1 1 calc R . . C9 C 0.6270(19) 0.479(4) 0.1915(18) 0.046(9) Uiso 1 1 d U . . H9A H 0.6527 0.4164 0.2361 0.056 Uiso 1 1 calc R . . C10 C 0.5390(18) 0.495(3) 0.1658(16) 0.032(8) Uiso 1 1 d U . . C11 C 0.5032(18) 0.590(3) 0.1010(16) 0.030(8) Uiso 1 1 d U . . H11A H 0.4434 0.6068 0.0843 0.036 Uiso 1 1 calc R . . C12 C 0.488(2) 0.418(4) 0.2131(18) 0.047(10) Uiso 1 1 d U . . N13 N 0.4437(15) 0.359(3) 0.2483(14) 0.042(7) Uiso 1 1 d U . . O21 O 0.7397(13) 0.958(2) 0.0739(11) 0.043(6) Uiso 1 1 d U . . C22 C 0.815(2) 1.001(4) 0.1065(18) 0.043(9) Uiso 1 1 d U A . C23 C 0.8883(19) 0.908(4) 0.1231(16) 0.039(9) Uiso 1 1 d U . . H23A H 0.9419 0.9535 0.1473 0.046 Uiso 1 1 calc R . . C24 C 0.883(2) 0.748(4) 0.1043(18) 0.052(9) Uiso 1 1 d U . . O25 O 0.8234(12) 0.657(2) 0.0699(11) 0.044(6) Uiso 1 1 d U . . C26 C 0.8250(15) 1.169(4) 0.1308(16) 0.066(11) Uiso 1 1 d DU . . C27 C 0.9631(19) 0.655(3) 0.1278(14) 0.064(11) Uiso 1 1 d DU . . F21 F 0.861(3) 1.257(5) 0.080(2) 0.110(14) Uiso 0.56 1 d PDU A 1 F22 F 0.7565(18) 1.267(4) 0.128(2) 0.070(11) Uiso 0.56 1 d PDU A 1 F23 F 0.886(2) 1.227(4) 0.1937(19) 0.074(12) Uiso 0.56 1 d PDU A 1 F27 F 0.795(2) 1.164(5) 0.199(2) 0.065(12) Uiso 0.44 1 d PDU A 2 F28 F 0.9088(18) 1.209(5) 0.158(3) 0.059(14) Uiso 0.44 1 d PDU A 2 F29 F 0.770(2) 1.267(4) 0.081(2) 0.057(13) Uiso 0.44 1 d PDU A 2 F24 F 0.9846(15) 0.565(3) 0.0702(14) 0.116(8) Uiso 1 1 d DU . . F25 F 1.0368(14) 0.738(3) 0.1583(13) 0.100(7) Uiso 1 1 d DU . . F26 F 0.9657(11) 0.539(2) 0.1843(11) 0.069(6) Uiso 1 1 d DU . . O31 O 0.6888(12) 0.548(2) -0.0544(11) 0.045(6) Uiso 1 1 d U . . C32 C 0.741(2) 0.510(4) -0.0912(18) 0.048(9) Uiso 1 1 d U B . C33 C 0.7958(18) 0.603(4) -0.1221(17) 0.039(9) Uiso 1 1 d U . . H33A H 0.8275 0.5557 -0.1554 0.047 Uiso 1 1 calc R . . C34 C 0.8049(18) 0.764(4) -0.1046(17) 0.041(9) Uiso 1 1 d U . . O35 O 0.7658(12) 0.857(2) -0.0660(11) 0.042(6) Uiso 1 1 d U . . C36 C 0.7295(15) 0.335(4) -0.1240(15) 0.063(11) Uiso 1 1 d DU . . C37 C 0.8666(17) 0.859(3) -0.1439(14) 0.068(11) Uiso 1 1 d DU . . F31 F 0.8035(17) 0.271(4) -0.128(2) 0.070(11) Uiso 0.56 1 d PDU B 1 F32 F 0.6600(18) 0.325(5) -0.1830(19) 0.064(13) Uiso 0.56 1 d PDU B 1 F33 F 0.7062(19) 0.249(4) -0.0672(16) 0.055(9) Uiso 0.56 1 d PDU B 1 F37 F 0.651(2) 0.276(6) -0.153(3) 0.078(17) Uiso 0.44 1 d PDU B 2 F38 F 0.788(3) 0.237(6) -0.081(3) 0.099(17) Uiso 0.44 1 d PDU B 2 F39 F 0.758(3) 0.317(5) -0.190(2) 0.068(13) Uiso 0.44 1 d PDU B 2 F34 F 0.9243(12) 0.941(2) -0.0910(11) 0.078(6) Uiso 1 1 d DU . . F35 F 0.9105(13) 0.770(3) -0.1843(12) 0.095(7) Uiso 1 1 d DU . . F36 F 0.8262(11) 0.973(2) -0.1934(10) 0.069(6) Uiso 1 1 d DU . . 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 Ni 0.042(3) 0.064(3) 0.033(3) 0.006(3) 0.007(2) -0.001(3) S2 0.045(5) 0.060(7) 0.027(5) 0.003(5) 0.009(4) 0.003(5) S3 0.045(5) 0.064(7) 0.018(5) 0.009(5) 0.007(4) -0.003(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 Ni O35 2.00(2) . ? Ni O21 2.01(2) . ? Ni O25 2.01(2) . ? Ni O31 2.07(2) . ? Ni N7 2.08(2) . ? Ni N1 2.11(2) . ? N1 C5 1.31(3) . ? N1 S2 1.64(2) . ? S2 S3 2.102(12) . ? S3 N4 1.66(2) . ? N4 C5 1.32(3) . ? C5 C6 1.50(4) . ? C6 N7 1.31(3) . ? C6 C11 1.38(3) . ? N7 C8 1.31(3) . ? C8 C9 1.41(4) . ? C8 H8A 0.9500 . ? C9 C10 1.39(4) . ? C9 H9A 0.9500 . ? C10 C11 1.39(4) . ? C10 C12 1.45(4) . ? C11 H11A 0.9500 . ? C12 N13 1.16(3) . ? O21 C22 1.27(3) . ? C22 C23 1.39(4) . ? C22 C26 1.47(4) . ? C23 C24 1.38(4) . ? C23 H23A 0.9500 . ? C24 O25 1.26(3) . ? C24 C27 1.48(4) . ? C26 F29 1.363(19) . ? C26 F28 1.365(19) . ? C26 F22 1.367(19) . ? C26 F23 1.375(19) . ? C26 F27 1.389(19) . ? C26 F21 1.389(19) . ? C27 F24 1.370(18) . ? C27 F25 1.372(17) . ? C27 F26 1.379(18) . ? O31 C32 1.21(3) . ? C32 C33 1.39(4) . ? C32 C36 1.57(4) . ? C33 C34 1.38(4) . ? C33 H33A 0.9500 . ? C34 O35 1.29(3) . ? C34 C37 1.56(4) . ? C36 F31 1.325(18) . ? C36 F32 1.333(18) . ? C36 F38 1.336(18) . ? C36 F37 1.337(18) . ? C36 F33 1.350(17) . ? C36 F39 1.355(18) . ? C37 F34 1.336(17) . ? C37 F35 1.344(17) . ? C37 F36 1.347(17) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O35 Ni O21 85.4(8) . . ? O35 Ni O25 91.6(8) . . ? O21 Ni O25 91.2(8) . . ? O35 Ni O31 90.8(8) . . ? O21 Ni O31 176.0(8) . . ? O25 Ni O31 87.7(8) . . ? O35 Ni N7 173.5(9) . . ? O21 Ni N7 97.1(8) . . ? O25 Ni N7 94.3(9) . . ? O31 Ni N7 86.8(9) . . ? O35 Ni N1 96.8(9) . . ? O21 Ni N1 88.5(9) . . ? O25 Ni N1 171.5(9) . . ? O31 Ni N1 93.1(9) . . ? N7 Ni N1 77.3(9) . . ? C5 N1 S2 116(2) . . ? C5 N1 Ni 113.3(19) . . ? S2 N1 Ni 130.0(14) . . ? N1 S2 S3 93.4(9) . . ? N4 S3 S2 93.9(9) . . ? C5 N4 S3 113.8(19) . . ? N1 C5 N4 123(3) . . ? N1 C5 C6 117(2) . . ? N4 C5 C6 120(2) . . ? N7 C6 C11 125(3) . . ? N7 C6 C5 114(2) . . ? C11 C6 C5 121(2) . . ? C6 N7 C8 118(3) . . ? C6 N7 Ni 116.6(19) . . ? C8 N7 Ni 125(2) . . ? N7 C8 C9 124(3) . . ? N7 C8 H8A 118.2 . . ? C9 C8 H8A 118.2 . . ? C10 C9 C8 116(3) . . ? C10 C9 H9A 122.0 . . ? C8 C9 H9A 122.0 . . ? C9 C10 C11 121(3) . . ? C9 C10 C12 117(3) . . ? C11 C10 C12 122(3) . . ? C6 C11 C10 116(3) . . ? C6 C11 H11A 121.9 . . ? C10 C11 H11A 121.9 . . ? N13 C12 C10 177(3) . . ? C22 O21 Ni 124(2) . . ? O21 C22 C23 127(3) . . ? O21 C22 C26 116(3) . . ? C23 C22 C26 117(3) . . ? C24 C23 C22 120(3) . . ? C24 C23 H23A 120.1 . . ? C22 C23 H23A 120.1 . . ? O25 C24 C23 135(3) . . ? O25 C24 C27 109(3) . . ? C23 C24 C27 116(3) . . ? C24 O25 Ni 119(2) . . ? F29 C26 F28 122(3) . . ? F29 C26 F22 37.8(19) . . ? F28 C26 F22 126(4) . . ? F29 C26 F23 122(3) . . ? F28 C26 F23 34(2) . . ? F22 C26 F23 103(3) . . ? F29 C26 F27 105(3) . . ? F28 C26 F27 103(3) . . ? F22 C26 F27 67(2) . . ? F23 C26 F27 69(3) . . ? F29 C26 F21 65(3) . . ? F28 C26 F21 64(3) . . ? F22 C26 F21 97(3) . . ? F23 C26 F21 90(3) . . ? F27 C26 F21 148(4) . . ? F29 C26 C22 113(3) . . ? F28 C26 C22 112(3) . . ? F22 C26 C22 122(3) . . ? F23 C26 C22 126(3) . . ? F27 C26 C22 101(3) . . ? F21 C26 C22 111(3) . . ? F24 C27 F25 103(2) . . ? F24 C27 F26 100(2) . . ? F25 C27 F26 102(2) . . ? F24 C27 C24 116(2) . . ? F25 C27 C24 117(3) . . ? F26 C27 C24 116(2) . . ? C32 O31 Ni 118(2) . . ? O31 C32 C33 130(3) . . ? O31 C32 C36 114(3) . . ? C33 C32 C36 114(3) . . ? C34 C33 C32 121(3) . . ? C34 C33 H33A 119.7 . . ? C32 C33 H33A 119.7 . . ? O35 C34 C33 132(3) . . ? O35 C34 C37 111(3) . . ? C33 C34 C37 117(3) . . ? C34 O35 Ni 116.7(19) . . ? F31 C36 F32 123(3) . . ? F31 C36 F38 42(2) . . ? F32 C36 F38 138(4) . . ? F31 C36 F37 128(4) . . ? F32 C36 F37 31(3) . . ? F38 C36 F37 117(4) . . ? F31 C36 F33 104(3) . . ? F32 C36 F33 102(3) . . ? F38 C36 F33 63(3) . . ? F37 C36 F33 71(3) . . ? F31 C36 F39 54(2) . . ? F32 C36 F39 74(3) . . ? F38 C36 F39 94(3) . . ? F37 C36 F39 97(3) . . ? F33 C36 F39 142(4) . . ? F31 C36 C32 112(3) . . ? F32 C36 C32 110(3) . . ? F38 C36 C32 111(3) . . ? F37 C36 C32 120(3) . . ? F33 C36 C32 105(3) . . ? F39 C36 C32 112(3) . . ? F34 C37 F35 106(2) . . ? F34 C37 F36 103(2) . . ? F35 C37 F36 107(2) . . ? F34 C37 C34 112(2) . . ? F35 C37 C34 115(2) . . ? F36 C37 C34 113(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O35 Ni N1 C5 163.8(19) . . . . ? O21 Ni N1 C5 -111(2) . . . . ? O25 Ni N1 C5 -23(7) . . . . ? O31 Ni N1 C5 73(2) . . . . ? N7 Ni N1 C5 -13.4(19) . . . . ? O35 Ni N1 S2 -3.8(18) . . . . ? O21 Ni N1 S2 81.3(17) . . . . ? O25 Ni N1 S2 169(5) . . . . ? O31 Ni N1 S2 -95.0(17) . . . . ? N7 Ni N1 S2 178.9(19) . . . . ? C5 N1 S2 S3 1(2) . . . . ? Ni N1 S2 S3 168.3(15) . . . . ? N1 S2 S3 N4 0.8(12) . . . . ? S2 S3 N4 C5 -2(2) . . . . ? S2 N1 C5 N4 -3(4) . . . . ? Ni N1 C5 N4 -173(2) . . . . ? S2 N1 C5 C6 -177.4(19) . . . . ? Ni N1 C5 C6 13(3) . . . . ? S3 N4 C5 N1 4(4) . . . . ? S3 N4 C5 C6 177.9(19) . . . . ? N1 C5 C6 N7 -3(4) . . . . ? N4 C5 C6 N7 -177(3) . . . . ? N1 C5 C6 C11 171(3) . . . . ? N4 C5 C6 C11 -3(4) . . . . ? C11 C6 N7 C8 3(4) . . . . ? C5 C6 N7 C8 177(3) . . . . ? C11 C6 N7 Ni 177(2) . . . . ? C5 C6 N7 Ni -9(3) . . . . ? O35 Ni N7 C6 -13(9) . . . . ? O21 Ni N7 C6 99(2) . . . . ? O25 Ni N7 C6 -169(2) . . . . ? O31 Ni N7 C6 -82(2) . . . . ? N1 Ni N7 C6 12(2) . . . . ? O35 Ni N7 C8 160(7) . . . . ? O21 Ni N7 C8 -88(2) . . . . ? O25 Ni N7 C8 4(3) . . . . ? O31 Ni N7 C8 92(2) . . . . ? N1 Ni N7 C8 -175(3) . . . . ? C6 N7 C8 C9 -1(4) . . . . ? Ni N7 C8 C9 -174(2) . . . . ? N7 C8 C9 C10 -1(5) . . . . ? C8 C9 C10 C11 -1(4) . . . . ? C8 C9 C10 C12 -176(3) . . . . ? N7 C6 C11 C10 -5(4) . . . . ? C5 C6 C11 C10 -178(2) . . . . ? C9 C10 C11 C6 3(4) . . . . ? C12 C10 C11 C6 179(3) . . . . ? C9 C10 C12 N13 -176(58) . . . . ? C11 C10 C12 N13 8(61) . . . . ? O35 Ni O21 C22 -69(2) . . . . ? O25 Ni O21 C22 23(2) . . . . ? O31 Ni O21 C22 -52(12) . . . . ? N7 Ni O21 C22 117(2) . . . . ? N1 Ni O21 C22 -166(2) . . . . ? Ni O21 C22 C23 -16(4) . . . . ? Ni O21 C22 C26 165.0(19) . . . . ? O21 C22 C23 C24 -1(5) . . . . ? C26 C22 C23 C24 178(3) . . . . ? C22 C23 C24 O25 4(6) . . . . ? C22 C23 C24 C27 -177(2) . . . . ? C23 C24 O25 Ni 11(5) . . . . ? C27 C24 O25 Ni -168.6(16) . . . . ? O35 Ni O25 C24 66(2) . . . . ? O21 Ni O25 C24 -19(2) . . . . ? O31 Ni O25 C24 157(2) . . . . ? N7 Ni O25 C24 -116(2) . . . . ? N1 Ni O25 C24 -107(6) . . . . ? O21 C22 C26 F29 -34(4) . . . . ? C23 C22 C26 F29 148(3) . . . . ? O21 C22 C26 F28 -174(3) . . . . ? C23 C22 C26 F28 7(4) . . . . ? O21 C22 C26 F22 8(4) . . . . ? C23 C22 C26 F22 -171(3) . . . . ? O21 C22 C26 F23 150(3) . . . . ? C23 C22 C26 F23 -29(5) . . . . ? O21 C22 C26 F27 78(3) . . . . ? C23 C22 C26 F27 -101(3) . . . . ? O21 C22 C26 F21 -105(3) . . . . ? C23 C22 C26 F21 77(3) . . . . ? O25 C24 C27 F24 51(3) . . . . ? C23 C24 C27 F24 -129(3) . . . . ? O25 C24 C27 F25 173(2) . . . . ? C23 C24 C27 F25 -7(4) . . . . ? O25 C24 C27 F26 -66(3) . . . . ? C23 C24 C27 F26 114(3) . . . . ? O35 Ni O31 C32 34(2) . . . . ? O21 Ni O31 C32 18(13) . . . . ? O25 Ni O31 C32 -57(2) . . . . ? N7 Ni O31 C32 -152(2) . . . . ? N1 Ni O31 C32 131(2) . . . . ? Ni O31 C32 C33 -28(4) . . . . ? Ni O31 C32 C36 166.5(17) . . . . ? O31 C32 C33 C34 8(5) . . . . ? C36 C32 C33 C34 173(3) . . . . ? C32 C33 C34 O35 -5(5) . . . . ? C32 C33 C34 C37 -178(2) . . . . ? C33 C34 O35 Ni 24(4) . . . . ? C37 C34 O35 Ni -162.5(15) . . . . ? O21 Ni O35 C34 148(2) . . . . ? O25 Ni O35 C34 57(2) . . . . ? O31 Ni O35 C34 -31(2) . . . . ? N7 Ni O35 C34 -100(8) . . . . ? N1 Ni O35 C34 -124(2) . . . . ? O31 C32 C36 F31 -149(3) . . . . ? C33 C32 C36 F31 43(4) . . . . ? O31 C32 C36 F32 72(4) . . . . ? C33 C32 C36 F32 -96(3) . . . . ? O31 C32 C36 F38 -104(4) . . . . ? C33 C32 C36 F38 89(4) . . . . ? O31 C32 C36 F37 39(5) . . . . ? C33 C32 C36 F37 -129(4) . . . . ? O31 C32 C36 F33 -37(3) . . . . ? C33 C32 C36 F33 155(3) . . . . ? O31 C32 C36 F39 152(3) . . . . ? C33 C32 C36 F39 -15(4) . . . . ? O35 C34 C37 F34 58(3) . . . . ? C33 C34 C37 F34 -128(3) . . . . ? O35 C34 C37 F35 179(2) . . . . ? C33 C34 C37 F35 -6(3) . . . . ? O35 C34 C37 F36 -58(3) . . . . ? C33 C34 C37 F36 116(3) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 17.22 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.950 _refine_diff_density_min -0.626 _refine_diff_density_rms 0.163 data_6 _database_code_depnum_ccdc_archive 'CCDC 704053' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H5 F12 Mn N4 O4 S2' _chemical_formula_sum 'C17 H5 F12 Mn N4 O4 S2' _chemical_formula_weight 676.31 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 Triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.4705(12) _cell_length_b 9.8813(18) _cell_length_c 14.402(3) _cell_angle_alpha 98.067(7) _cell_angle_beta 97.411(10) _cell_angle_gamma 100.982(10) _cell_volume 1156.5(4) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 49814 _cell_measurement_theta_min 2.04 _cell_measurement_theta_max 25.03 _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.942 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 664 _exptl_absorpt_coefficient_mu 0.884 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8431 _exptl_absorpt_correction_T_max 0.9572 _exptl_absorpt_process_details 'DENZO-SMN (Otwinowski & Minor, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa-CCD' _diffrn_measurement_method '\f scans, and \w scans with \k offsets' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7771 _diffrn_reflns_av_R_equivalents 0.035 _diffrn_reflns_av_sigmaI/netI 0.0483 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.66 _diffrn_reflns_theta_max 25.02 _reflns_number_total 3975 _reflns_number_gt 3054 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'COLLECT (Nonius, 1997-2001)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction DENZO-SMN _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL/PC (Sheldrick, 2001)' _computing_publication_material SHELXTL/PC _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^)+(0.0527P)^2^+2.5946P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heavy _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3975 _refine_ls_number_parameters 358 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0742 _refine_ls_R_factor_gt 0.0514 _refine_ls_wR_factor_ref 0.1348 _refine_ls_wR_factor_gt 0.1194 _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_restrained_S_all 1.025 _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 -0.27861(8) -0.59310(7) 0.73320(5) 0.0356(2) Uani 1 1 d . . . N1 N -0.4393(4) -0.7236(4) 0.6002(2) 0.0326(8) Uani 1 1 d . . . S2 S -0.56474(13) -0.87455(12) 0.59207(8) 0.0376(3) Uani 1 1 d . . . S3 S -0.63578(13) -0.89247(12) 0.44570(8) 0.0386(3) Uani 1 1 d . . . N4 N -0.5218(4) -0.7430(4) 0.4368(3) 0.0366(8) Uani 1 1 d . . . C5 C -0.4303(5) -0.6772(4) 0.5179(3) 0.0298(9) Uani 1 1 d . . . C6 C -0.3058(5) -0.5486(4) 0.5189(3) 0.0308(9) Uani 1 1 d . . . C7 C -0.2809(5) -0.4978(4) 0.4361(3) 0.0365(10) Uani 1 1 d . . . H7A H -0.3500 -0.5393 0.3777 0.044 Uiso 1 1 calc R . . C8 C -0.1525(5) -0.3846(4) 0.4399(3) 0.0368(10) Uani 1 1 d . . . H8A H -0.1316 -0.3471 0.3843 0.044 Uiso 1 1 calc R . . C9 C -0.0561(5) -0.3282(5) 0.5270(3) 0.0371(10) Uani 1 1 d . . . C10 C -0.0919(5) -0.3803(4) 0.6084(3) 0.0345(10) Uani 1 1 d . . . H10A H -0.0284 -0.3370 0.6681 0.041 Uiso 1 1 calc R . . N11 N -0.2150(4) -0.4912(3) 0.6043(2) 0.0316(8) Uani 1 1 d . . . C12 C 0.0855(6) -0.2170(5) 0.5331(3) 0.0388(10) Uani 1 1 d . . . N13 N 0.1992(5) -0.1327(4) 0.5337(3) 0.0438(9) Uani 1 1 d . . . O21 O -0.1401(4) -0.4211(3) 0.8307(2) 0.0415(7) Uani 1 1 d . . . C22 C -0.1911(5) -0.3525(5) 0.8965(3) 0.0394(10) Uani 1 1 d . A . C23 C -0.3518(5) -0.3513(5) 0.9079(3) 0.0431(11) Uani 1 1 d . . . H23A H -0.3725 -0.3011 0.9646 0.052 Uiso 1 1 calc R . . C24 C -0.4824(5) -0.4216(5) 0.8386(3) 0.0387(10) Uani 1 1 d . . . O25 O -0.4788(3) -0.4954(3) 0.7610(2) 0.0387(7) Uani 1 1 d . . . C26 C -0.0550(6) -0.2593(5) 0.9716(3) 0.0476(12) Uani 1 1 d . . . C27 C -0.6538(6) -0.4101(6) 0.8567(4) 0.0487(12) Uani 1 1 d . . . F21A F -0.1024(7) -0.1624(7) 1.0288(4) 0.0504(16) Uiso 0.53 1 d P A 1 F22A F 0.0612(9) -0.1846(8) 0.9295(5) 0.058(2) Uiso 0.53 1 d P A 1 F23A F 0.0248(9) -0.3449(8) 1.0221(5) 0.052(2) Uiso 0.53 1 d P A 1 F21B F 0.0497(9) -0.3222(9) 1.0059(6) 0.047(2) Uiso 0.47 1 d P A 2 F22B F -0.1158(7) -0.2058(7) 1.0501(4) 0.0424(16) Uiso 0.47 1 d P A 2 F23B F 0.0221(11) -0.1577(9) 0.9344(6) 0.063(3) Uiso 0.47 1 d P A 2 F24 F -0.7383(4) -0.3784(5) 0.7821(2) 0.0891(13) Uani 1 1 d . . . F25 F -0.7336(4) -0.5286(4) 0.8736(3) 0.0943(13) Uani 1 1 d . . . F26 F -0.6563(4) -0.3130(4) 0.9281(3) 0.0847(12) Uani 1 1 d . . . O31 O -0.3881(4) -0.7504(3) 0.8069(2) 0.0434(8) Uani 1 1 d . . . C32 C -0.3506(5) -0.8631(5) 0.8170(3) 0.0391(11) Uani 1 1 d . . . C33 C -0.2136(5) -0.9108(5) 0.7929(3) 0.0402(11) Uani 1 1 d . . . H33A H -0.1986 -0.9992 0.8067 0.048 Uiso 1 1 calc R . . C34 C -0.0989(5) -0.8336(5) 0.7497(3) 0.0371(10) Uani 1 1 d . . . O35 O -0.0959(3) -0.7161(3) 0.7250(2) 0.0383(7) Uani 1 1 d . . . C36 C -0.4740(7) -0.9653(6) 0.8565(4) 0.0529(13) Uani 1 1 d . . . C37 C 0.0445(6) -0.8967(5) 0.7248(3) 0.0453(11) Uani 1 1 d . . . F31 F -0.5665(5) -1.0580(4) 0.7853(3) 0.1048(15) Uani 1 1 d . . . F32 F -0.5748(4) -0.9030(4) 0.9004(2) 0.0663(9) Uani 1 1 d . . . F33 F -0.4031(5) -1.0325(5) 0.9165(3) 0.0997(15) Uani 1 1 d . . . F34 F 0.0497(4) -1.0171(4) 0.7553(3) 0.0741(10) Uani 1 1 d . . . F35 F 0.0371(3) -0.9217(3) 0.63046(19) 0.0543(7) Uani 1 1 d . . . F36 F 0.1866(3) -0.8097(3) 0.7588(2) 0.0638(8) 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 0.0380(4) 0.0338(4) 0.0328(4) 0.0030(3) 0.0036(3) 0.0055(3) N1 0.0328(18) 0.0296(19) 0.0328(19) 0.0040(15) 0.0043(15) 0.0016(15) S2 0.0379(6) 0.0346(6) 0.0352(6) 0.0031(5) 0.0060(5) -0.0029(5) S3 0.0348(6) 0.0366(6) 0.0381(6) 0.0033(5) -0.0021(5) -0.0004(5) N4 0.0323(19) 0.035(2) 0.039(2) 0.0042(16) 0.0009(16) 0.0036(16) C5 0.025(2) 0.029(2) 0.034(2) 0.0010(18) 0.0013(17) 0.0054(17) C6 0.028(2) 0.028(2) 0.035(2) 0.0053(18) 0.0039(17) 0.0037(17) C7 0.036(2) 0.033(2) 0.037(2) 0.0036(19) -0.0013(19) 0.0043(19) C8 0.040(2) 0.034(2) 0.038(2) 0.009(2) 0.0097(19) 0.0070(19) C9 0.031(2) 0.030(2) 0.049(3) 0.005(2) 0.0064(19) 0.0062(18) C10 0.032(2) 0.033(2) 0.035(2) 0.0022(19) 0.0008(18) 0.0036(18) N11 0.0311(18) 0.0267(18) 0.0338(19) 0.0024(15) 0.0029(15) 0.0020(15) C12 0.041(3) 0.035(3) 0.041(3) 0.008(2) 0.008(2) 0.009(2) N13 0.043(2) 0.034(2) 0.053(2) 0.0042(18) 0.0111(18) 0.0037(19) O21 0.0368(16) 0.0438(19) 0.0386(17) -0.0023(15) 0.0036(13) 0.0043(14) C22 0.042(3) 0.036(3) 0.037(2) 0.005(2) 0.000(2) 0.006(2) C23 0.042(3) 0.048(3) 0.036(2) -0.004(2) 0.003(2) 0.010(2) C24 0.041(2) 0.039(3) 0.036(2) 0.005(2) 0.0064(19) 0.008(2) O25 0.0362(16) 0.0415(18) 0.0359(17) 0.0006(14) 0.0014(13) 0.0094(14) C26 0.046(3) 0.048(3) 0.042(3) -0.005(2) 0.000(2) 0.009(2) C27 0.040(3) 0.056(3) 0.046(3) -0.001(2) 0.007(2) 0.007(2) F24 0.059(2) 0.159(4) 0.065(2) 0.023(2) 0.0093(17) 0.059(2) F25 0.063(2) 0.069(2) 0.155(4) 0.027(2) 0.045(2) 0.0012(18) F26 0.0468(18) 0.107(3) 0.083(2) -0.037(2) 0.0143(17) 0.0096(18) O31 0.0463(18) 0.047(2) 0.0424(18) 0.0158(15) 0.0120(14) 0.0135(15) C32 0.042(3) 0.046(3) 0.027(2) 0.007(2) 0.0028(19) 0.005(2) C33 0.046(3) 0.037(3) 0.036(2) 0.007(2) 0.003(2) 0.007(2) C34 0.038(2) 0.038(3) 0.033(2) 0.005(2) -0.0005(19) 0.007(2) O35 0.0361(16) 0.0385(18) 0.0414(17) 0.0091(14) 0.0062(13) 0.0088(13) C36 0.063(3) 0.054(3) 0.049(3) 0.019(3) 0.017(3) 0.014(3) C37 0.046(3) 0.043(3) 0.049(3) 0.010(2) 0.007(2) 0.012(2) F31 0.117(3) 0.084(3) 0.089(3) -0.006(2) 0.045(2) -0.045(2) F32 0.0640(19) 0.079(2) 0.070(2) 0.0308(18) 0.0317(17) 0.0212(17) F33 0.090(3) 0.135(4) 0.125(3) 0.102(3) 0.060(2) 0.059(3) F34 0.079(2) 0.066(2) 0.106(3) 0.047(2) 0.043(2) 0.0427(18) F35 0.0579(17) 0.0622(19) 0.0452(16) 0.0002(14) 0.0118(13) 0.0227(15) F36 0.0371(15) 0.076(2) 0.071(2) -0.0009(17) -0.0024(14) 0.0120(15) _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 2.093(3) . ? Mn O31 2.138(3) . ? Mn O35 2.148(3) . ? Mn O25 2.158(3) . ? Mn N1 2.269(3) . ? Mn N11 2.309(3) . ? N1 C5 1.336(5) . ? N1 S2 1.638(3) . ? S2 S3 2.0893(16) . ? S3 N4 1.635(4) . ? N4 C5 1.322(5) . ? C5 C6 1.486(6) . ? C6 N11 1.349(5) . ? C6 C7 1.382(6) . ? C7 C8 1.393(6) . ? C7 H7A 0.9500 . ? C8 C9 1.385(6) . ? C8 H8A 0.9500 . ? C9 C10 1.389(6) . ? C9 C12 1.448(6) . ? C10 N11 1.349(5) . ? C10 H10A 0.9500 . ? C12 N13 1.145(6) . ? O21 C22 1.257(5) . ? C22 C23 1.394(6) . ? C22 C26 1.531(6) . ? C23 C24 1.389(6) . ? C23 H23A 0.9500 . ? C24 O25 1.253(5) . ? C24 C27 1.530(6) . ? C26 F21B 1.264(9) . ? C26 F23B 1.308(10) . ? C26 F21A 1.329(7) . ? C26 F22A 1.373(9) . ? C26 F22B 1.380(8) . ? C26 F23A 1.402(9) . ? C27 F25 1.306(6) . ? C27 F26 1.309(6) . ? C27 F24 1.323(6) . ? O31 C32 1.237(5) . ? C32 C33 1.399(6) . ? C32 C36 1.533(7) . ? C33 C34 1.385(6) . ? C33 H33A 0.9500 . ? C34 O35 1.258(5) . ? C34 C37 1.527(6) . ? C36 F33 1.314(6) . ? C36 F32 1.318(6) . ? C36 F31 1.327(6) . ? C37 F36 1.328(6) . ? C37 F34 1.331(5) . ? C37 F35 1.337(5) . ? 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 O31 110.01(13) . . ? O21 Mn O35 98.18(12) . . ? O31 Mn O35 83.73(12) . . ? O21 Mn O25 83.56(12) . . ? O31 Mn O25 85.16(12) . . ? O35 Mn O25 168.67(11) . . ? O21 Mn N1 161.39(12) . . ? O31 Mn N1 86.04(12) . . ? O35 Mn N1 92.75(12) . . ? O25 Mn N1 88.67(12) . . ? O21 Mn N11 92.80(12) . . ? O31 Mn N11 157.19(13) . . ? O35 Mn N11 93.05(12) . . ? O25 Mn N11 98.06(12) . . ? N1 Mn N11 71.53(12) . . ? C5 N1 S2 114.7(3) . . ? C5 N1 Mn 118.2(3) . . ? S2 N1 Mn 127.08(18) . . ? N1 S2 S3 93.37(13) . . ? N4 S3 S2 95.32(14) . . ? C5 N4 S3 113.4(3) . . ? N4 C5 N1 123.1(4) . . ? N4 C5 C6 119.6(4) . . ? N1 C5 C6 117.2(3) . . ? N11 C6 C7 123.2(4) . . ? N11 C6 C5 115.4(3) . . ? C7 C6 C5 121.2(4) . . ? C6 C7 C8 118.7(4) . . ? C6 C7 H7A 120.6 . . ? C8 C7 H7A 120.6 . . ? C9 C8 C7 118.0(4) . . ? C9 C8 H8A 121.0 . . ? C7 C8 H8A 121.0 . . ? C8 C9 C10 120.4(4) . . ? C8 C9 C12 119.8(4) . . ? C10 C9 C12 119.8(4) . . ? N11 C10 C9 121.4(4) . . ? N11 C10 H10A 119.3 . . ? C9 C10 H10A 119.3 . . ? C6 N11 C10 118.1(3) . . ? C6 N11 Mn 117.4(3) . . ? C10 N11 Mn 124.5(3) . . ? N13 C12 C9 176.5(5) . . ? C22 O21 Mn 125.8(3) . . ? O21 C22 C23 128.3(4) . . ? O21 C22 C26 113.7(4) . . ? C23 C22 C26 118.0(4) . . ? C24 C23 C22 121.9(4) . . ? C24 C23 H23A 119.1 . . ? C22 C23 H23A 119.1 . . ? O25 C24 C23 128.0(4) . . ? O25 C24 C27 114.2(4) . . ? C23 C24 C27 117.8(4) . . ? C24 O25 Mn 123.7(3) . . ? F21B C26 F23B 107.5(7) . . ? F21B C26 F21A 119.1(6) . . ? F23B C26 F21A 87.6(6) . . ? F21B C26 F22A 89.7(6) . . ? F23B C26 F22A 19.9(5) . . ? F21A C26 F22A 104.3(6) . . ? F21B C26 F22B 103.7(6) . . ? F23B C26 F22B 110.4(6) . . ? F21A C26 F22B 23.9(3) . . ? F22A C26 F22B 124.9(6) . . ? F21B C26 F23A 16.2(5) . . ? F23B C26 F23A 123.1(6) . . ? F21A C26 F23A 112.2(5) . . ? F22A C26 F23A 105.8(6) . . ? F22B C26 F23A 92.8(5) . . ? F21B C26 C22 114.4(5) . . ? F23B C26 C22 109.5(5) . . ? F21A C26 C22 114.8(5) . . ? F22A C26 C22 110.7(5) . . ? F22B C26 C22 111.3(4) . . ? F23A C26 C22 108.6(5) . . ? F25 C27 F26 107.5(4) . . ? F25 C27 F24 107.6(4) . . ? F26 C27 F24 105.5(5) . . ? F25 C27 C24 110.8(4) . . ? F26 C27 C24 114.0(4) . . ? F24 C27 C24 111.0(4) . . ? C32 O31 Mn 128.9(3) . . ? O31 C32 C33 128.0(4) . . ? O31 C32 C36 115.6(4) . . ? C33 C32 C36 116.3(4) . . ? C34 C33 C32 122.3(4) . . ? C34 C33 H33A 118.9 . . ? C32 C33 H33A 118.9 . . ? O35 C34 C33 129.1(4) . . ? O35 C34 C37 112.8(4) . . ? C33 C34 C37 118.0(4) . . ? C34 O35 Mn 127.3(3) . . ? F33 C36 F32 107.6(4) . . ? F33 C36 F31 108.7(5) . . ? F32 C36 F31 105.9(5) . . ? F33 C36 C32 112.3(4) . . ? F32 C36 C32 112.6(4) . . ? F31 C36 C32 109.4(4) . . ? F36 C37 F34 107.5(4) . . ? F36 C37 F35 106.0(4) . . ? F34 C37 F35 106.9(4) . . ? F36 C37 C34 112.0(4) . . ? F34 C37 C34 114.1(4) . . ? F35 C37 C34 109.9(4) . . ? 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 29.1(6) . . . . ? O31 Mn N1 C5 179.5(3) . . . . ? O35 Mn N1 C5 -97.0(3) . . . . ? O25 Mn N1 C5 94.3(3) . . . . ? N11 Mn N1 C5 -4.7(3) . . . . ? O21 Mn N1 S2 -152.9(3) . . . . ? O31 Mn N1 S2 -2.6(2) . . . . ? O35 Mn N1 S2 81.0(2) . . . . ? O25 Mn N1 S2 -87.8(2) . . . . ? N11 Mn N1 S2 173.3(3) . . . . ? C5 N1 S2 S3 -1.1(3) . . . . ? Mn N1 S2 S3 -179.15(19) . . . . ? N1 S2 S3 N4 -0.96(18) . . . . ? S2 S3 N4 C5 2.9(3) . . . . ? S3 N4 C5 N1 -4.7(5) . . . . ? S3 N4 C5 C6 172.7(3) . . . . ? S2 N1 C5 N4 3.8(5) . . . . ? Mn N1 C5 N4 -178.0(3) . . . . ? S2 N1 C5 C6 -173.6(3) . . . . ? Mn N1 C5 C6 4.6(5) . . . . ? N4 C5 C6 N11 -178.1(4) . . . . ? N1 C5 C6 N11 -0.5(5) . . . . ? N4 C5 C6 C7 -1.5(6) . . . . ? N1 C5 C6 C7 176.0(4) . . . . ? N11 C6 C7 C8 2.2(6) . . . . ? C5 C6 C7 C8 -174.1(4) . . . . ? C6 C7 C8 C9 -0.1(6) . . . . ? C7 C8 C9 C10 -2.6(6) . . . . ? C7 C8 C9 C12 175.6(4) . . . . ? C8 C9 C10 N11 3.6(6) . . . . ? C12 C9 C10 N11 -174.7(4) . . . . ? C7 C6 N11 C10 -1.3(6) . . . . ? C5 C6 N11 C10 175.1(4) . . . . ? C7 C6 N11 Mn 179.9(3) . . . . ? C5 C6 N11 Mn -3.6(5) . . . . ? C9 C10 N11 C6 -1.6(6) . . . . ? C9 C10 N11 Mn 177.1(3) . . . . ? O21 Mn N11 C6 -165.4(3) . . . . ? O31 Mn N11 C6 15.2(5) . . . . ? O35 Mn N11 C6 96.2(3) . . . . ? O25 Mn N11 C6 -81.5(3) . . . . ? N1 Mn N11 C6 4.4(3) . . . . ? O21 Mn N11 C10 15.9(3) . . . . ? O31 Mn N11 C10 -163.5(3) . . . . ? O35 Mn N11 C10 -82.4(3) . . . . ? O25 Mn N11 C10 99.8(3) . . . . ? N1 Mn N11 C10 -174.3(4) . . . . ? C8 C9 C12 N13 -42(8) . . . . ? C10 C9 C12 N13 136(8) . . . . ? O31 Mn O21 C22 -55.5(4) . . . . ? O35 Mn O21 C22 -141.8(3) . . . . ? O25 Mn O21 C22 26.9(3) . . . . ? N1 Mn O21 C22 92.8(5) . . . . ? N11 Mn O21 C22 124.7(4) . . . . ? Mn O21 C22 C23 -15.8(7) . . . . ? Mn O21 C22 C26 164.6(3) . . . . ? O21 C22 C23 C24 -6.2(8) . . . . ? C26 C22 C23 C24 173.5(4) . . . . ? C22 C23 C24 O25 1.9(8) . . . . ? C22 C23 C24 C27 -178.2(4) . . . . ? C23 C24 O25 Mn 22.2(7) . . . . ? C27 C24 O25 Mn -157.7(3) . . . . ? O21 Mn O25 C24 -29.8(3) . . . . ? O31 Mn O25 C24 81.0(3) . . . . ? O35 Mn O25 C24 69.8(7) . . . . ? N1 Mn O25 C24 167.2(3) . . . . ? N11 Mn O25 C24 -121.7(3) . . . . ? O21 C22 C26 F21B -52.3(7) . . . . ? C23 C22 C26 F21B 128.0(6) . . . . ? O21 C22 C26 F23B 68.4(7) . . . . ? C23 C22 C26 F23B -111.3(6) . . . . ? O21 C22 C26 F21A 164.9(5) . . . . ? C23 C22 C26 F21A -14.8(7) . . . . ? O21 C22 C26 F22A 47.2(6) . . . . ? C23 C22 C26 F22A -132.5(6) . . . . ? O21 C22 C26 F22B -169.3(5) . . . . ? C23 C22 C26 F22B 11.0(7) . . . . ? O21 C22 C26 F23A -68.6(6) . . . . ? C23 C22 C26 F23A 111.8(6) . . . . ? O25 C24 C27 F25 70.9(5) . . . . ? C23 C24 C27 F25 -109.0(5) . . . . ? O25 C24 C27 F26 -167.6(4) . . . . ? C23 C24 C27 F26 12.5(7) . . . . ? O25 C24 C27 F24 -48.6(6) . . . . ? C23 C24 C27 F24 131.5(5) . . . . ? O21 Mn O31 C32 -105.5(4) . . . . ? O35 Mn O31 C32 -9.1(4) . . . . ? O25 Mn O31 C32 173.2(4) . . . . ? N1 Mn O31 C32 84.2(4) . . . . ? N11 Mn O31 C32 73.9(5) . . . . ? Mn O31 C32 C33 8.6(7) . . . . ? Mn O31 C32 C36 -168.2(3) . . . . ? O31 C32 C33 C34 -1.9(7) . . . . ? C36 C32 C33 C34 174.9(4) . . . . ? C32 C33 C34 O35 -0.6(7) . . . . ? C32 C33 C34 C37 -178.9(4) . . . . ? C33 C34 O35 Mn -3.9(7) . . . . ? C37 C34 O35 Mn 174.5(3) . . . . ? O21 Mn O35 C34 116.1(3) . . . . ? O31 Mn O35 C34 6.7(3) . . . . ? O25 Mn O35 C34 18.0(8) . . . . ? N1 Mn O35 C34 -79.0(3) . . . . ? N11 Mn O35 C34 -150.6(3) . . . . ? O31 C32 C36 F33 -141.4(5) . . . . ? C33 C32 C36 F33 41.4(6) . . . . ? O31 C32 C36 F32 -19.6(6) . . . . ? C33 C32 C36 F32 163.2(4) . . . . ? O31 C32 C36 F31 97.8(5) . . . . ? C33 C32 C36 F31 -79.4(5) . . . . ? O35 C34 C37 F36 53.8(5) . . . . ? C33 C34 C37 F36 -127.7(4) . . . . ? O35 C34 C37 F34 176.2(4) . . . . ? C33 C34 C37 F34 -5.3(6) . . . . ? O35 C34 C37 F35 -63.8(5) . . . . ? C33 C34 C37 F35 114.7(4) . . . . ? _diffrn_measured_fraction_theta_max 0.976 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.976 _refine_diff_density_max 0.521 _refine_diff_density_min -0.530 _refine_diff_density_rms 0.078 data_7 _database_code_depnum_ccdc_archive 'CCDC 704054' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H5 F12 N4 Ni O4 S2' _chemical_formula_sum 'C17 H5 F12 N4 Ni O4 S2' _chemical_formula_weight 680.08 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' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.4789(4) _cell_length_b 9.6900(6) _cell_length_c 14.6070(9) _cell_angle_alpha 96.588(2) _cell_angle_beta 98.527(3) _cell_angle_gamma 100.206(3) _cell_volume 1155.75(11) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 8575 _cell_measurement_theta_min 2.04 _cell_measurement_theta_max 27.48 _exptl_crystal_description petal _exptl_crystal_colour red _exptl_crystal_size_max 0.88 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.954 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 670 _exptl_absorpt_coefficient_mu 1.152 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4321 _exptl_absorpt_correction_T_max 0.9186 _exptl_absorpt_process_details 'DENZO-SMN (Otwinowski & Minor, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa-CCD' _diffrn_measurement_method '\f scans, and \w scans with \k offsets' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10860 _diffrn_reflns_av_R_equivalents 0.1010 _diffrn_reflns_av_sigmaI/netI 0.0531 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.64 _diffrn_reflns_theta_max 25.02 _reflns_number_total 5473 _reflns_number_gt 4606 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'COLLECT (Nonius, 1997-2001)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction DENZO-SMN _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL/PC (Sheldrick, 2001)' _computing_publication_material SHELXTL/PC _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^)+(0.1301P)^2^+1.6910P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.031(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5473 _refine_ls_number_parameters 363 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0771 _refine_ls_R_factor_gt 0.0660 _refine_ls_wR_factor_ref 0.1962 _refine_ls_wR_factor_gt 0.1824 _refine_ls_goodness_of_fit_ref 1.106 _refine_ls_restrained_S_all 1.106 _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 Ni Ni 0.72728(7) 0.90577(8) 0.22406(4) 0.0169(3) Uani 1 1 d . . . N1 N 0.5776(4) 0.7720(5) 0.1069(3) 0.0173(10) Uani 1 1 d . . . S2 S 0.45119(15) 0.62230(16) 0.09970(10) 0.0207(4) Uani 1 1 d . . . S3 S 0.36465(14) 0.61833(16) -0.04259(10) 0.0218(4) Uani 1 1 d . . . N4 N 0.4799(5) 0.7664(5) -0.0512(3) 0.0202(11) Uani 1 1 d . . . C5 C 0.5797(6) 0.8266(6) 0.0269(4) 0.0166(12) Uani 1 1 d . . . C6 C 0.7035(6) 0.9562(6) 0.0285(4) 0.0152(12) Uani 1 1 d . . . N7 N 0.7941(4) 1.0091(5) 0.1135(3) 0.0161(10) Uani 1 1 d . . . C8 C 0.9174(5) 1.1201(6) 0.1183(4) 0.0160(11) Uani 1 1 d . . . H8A H 0.9802 1.1611 0.1776 0.019 Uiso 1 1 calc R . . C9 C 0.9555(6) 1.1765(6) 0.0392(4) 0.0203(13) Uani 1 1 d . . . C10 C 0.8577(6) 1.1231(6) -0.0473(4) 0.0196(13) Uani 1 1 d . . . H10A H 0.8796 1.1624 -0.1018 0.023 Uiso 1 1 calc R . . C11 C 0.7285(6) 1.0122(6) -0.0524(4) 0.0181(12) Uani 1 1 d . . . H11A H 0.6582 0.9750 -0.1102 0.022 Uiso 1 1 calc R . . C12 C 1.0949(7) 1.2870(7) 0.0448(4) 0.0218(13) Uani 1 1 d . . . N13 N 1.2080(6) 1.3726(6) 0.0452(3) 0.0269(12) Uani 1 1 d . . . O21 O 0.8705(4) 1.0550(5) 0.3243(3) 0.0229(10) Uani 1 1 d . . . F21 F 0.8882(5) 1.2648(10) 0.5330(4) 0.157(4) Uani 1 1 d . . . F22 F 1.0615(5) 1.1559(6) 0.4903(3) 0.0629(16) Uani 1 1 d . . . C22 C 0.8143(6) 1.1257(7) 0.3843(4) 0.0268(14) Uani 1 1 d . . . C23 C 0.6531(7) 1.1355(8) 0.3864(4) 0.0355(17) Uani 1 1 d . . . H23A H 0.6266 1.1843 0.4404 0.043 Uiso 1 1 calc R . . F23 F 1.0210(9) 1.3244(7) 0.4291(6) 0.147(4) Uani 1 1 d . . . F24 F 0.3440(5) 1.1702(7) 0.3964(3) 0.097(2) Uani 1 1 d . . . C24 C 0.5307(6) 1.0760(7) 0.3117(4) 0.0252(14) Uani 1 1 d . . . O25 O 0.5390(4) 1.0062(4) 0.2362(3) 0.0212(9) Uani 1 1 d . . . F25 F 0.2486(5) 0.9906(6) 0.2893(4) 0.087(2) Uani 1 1 d . . . F26 F 0.3144(7) 1.1878(8) 0.2540(4) 0.095(3) Uani 1 1 d . . . C26 C 0.9427(8) 1.2164(9) 0.4616(6) 0.046(2) Uani 1 1 d . . . C27 C 0.3594(8) 1.1053(10) 0.3194(6) 0.054(3) Uani 1 1 d . . . O31 O 0.6334(4) 0.7845(4) 0.3143(3) 0.0235(9) Uani 1 1 d . . . F31 F 0.6408(6) 0.5283(7) 0.4494(4) 0.092(2) Uani 1 1 d . . . F32 F 0.4539(6) 0.4851(7) 0.3301(4) 0.0816(19) Uani 1 1 d . . . C32 C 0.6699(6) 0.6703(7) 0.3295(4) 0.0215(13) Uani 1 1 d . . . F33 F 0.4729(6) 0.6630(6) 0.4279(3) 0.0591(13) Uani 1 1 d . . . C33 C 0.7963(7) 0.6079(7) 0.3000(4) 0.0287(14) Uani 1 1 d . . . H33A H 0.8086 0.5177 0.3162 0.034 Uiso 1 1 calc R . . F34 F 1.1821(4) 0.6775(5) 0.2578(3) 0.0680(16) Uani 1 1 d . . . C34 C 0.9020(7) 0.6750(7) 0.2482(4) 0.0218(13) Uani 1 1 d . . . O35 O 0.9028(4) 0.7888(4) 0.2149(3) 0.0220(9) Uani 1 1 d . . . F35 F 1.0304(5) 0.5798(5) 0.1306(3) 0.0482(11) Uani 1 1 d . . . F36 F 1.0300(7) 0.4737(6) 0.2492(4) 0.0821(19) Uani 1 1 d . . . C36 C 0.5609(7) 0.5846(7) 0.3877(4) 0.0310(14) Uani 1 1 d . . . C37 C 1.0389(7) 0.5999(7) 0.2247(5) 0.0298(15) 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 Ni 0.0163(4) 0.0142(4) 0.0202(4) 0.0035(3) 0.0050(3) 0.0002(3) N1 0.015(2) 0.014(3) 0.019(2) 0.002(2) 0.0037(16) -0.0064(17) S2 0.0207(7) 0.0144(8) 0.0243(8) 0.0022(6) 0.0066(5) -0.0057(5) S3 0.0178(7) 0.0165(8) 0.0275(8) 0.0029(6) -0.0010(5) -0.0018(6) N4 0.017(2) 0.020(3) 0.023(3) 0.005(2) 0.0027(18) 0.0015(19) C5 0.014(3) 0.009(3) 0.027(3) 0.005(2) 0.008(2) -0.001(2) C6 0.011(2) 0.010(3) 0.024(3) 0.000(2) 0.006(2) -0.002(2) N7 0.011(2) 0.019(3) 0.019(2) 0.004(2) 0.0058(16) 0.0010(18) C8 0.016(3) 0.009(3) 0.024(3) 0.002(2) 0.005(2) 0.002(2) C9 0.018(3) 0.010(3) 0.034(4) 0.008(3) 0.009(2) -0.002(2) C10 0.021(3) 0.011(3) 0.028(3) 0.009(3) 0.010(2) 0.000(2) C11 0.018(3) 0.013(3) 0.023(3) 0.005(2) 0.006(2) -0.001(2) C12 0.019(3) 0.017(3) 0.032(3) 0.004(3) 0.015(2) 0.003(3) N13 0.027(3) 0.020(3) 0.034(3) 0.003(2) 0.012(2) 0.002(2) O21 0.022(2) 0.025(3) 0.020(2) 0.0001(19) 0.0019(16) 0.0009(17) F21 0.038(3) 0.300(11) 0.084(4) -0.134(6) -0.018(3) 0.030(4) F22 0.045(2) 0.074(4) 0.056(3) -0.017(3) -0.024(2) 0.021(2) C22 0.023(3) 0.021(4) 0.032(3) 0.001(3) 0.001(2) -0.003(2) C23 0.025(3) 0.044(5) 0.032(4) -0.014(3) 0.006(3) 0.004(3) F23 0.162(6) 0.050(4) 0.162(7) 0.031(4) -0.108(5) -0.056(4) F24 0.037(2) 0.169(7) 0.072(3) -0.053(4) 0.009(2) 0.034(3) C24 0.018(3) 0.026(4) 0.029(3) -0.003(3) 0.005(2) 0.001(2) O25 0.024(2) 0.016(2) 0.022(2) -0.0034(18) 0.0038(15) 0.0045(17) F25 0.030(2) 0.074(4) 0.141(5) -0.036(4) 0.033(2) -0.015(2) F26 0.069(3) 0.134(7) 0.088(4) -0.010(4) -0.009(3) 0.070(4) C26 0.037(4) 0.039(5) 0.052(5) -0.023(4) 0.002(3) 0.002(3) C27 0.025(4) 0.071(6) 0.054(5) -0.036(5) -0.001(3) 0.014(4) O31 0.027(2) 0.021(2) 0.025(2) 0.0100(18) 0.0098(16) 0.0008(17) F31 0.060(3) 0.144(6) 0.106(5) 0.108(5) 0.038(3) 0.033(4) F32 0.081(3) 0.064(4) 0.081(4) -0.009(3) 0.040(3) -0.047(3) C32 0.022(3) 0.022(4) 0.020(3) 0.009(3) 0.007(2) -0.002(2) F33 0.079(3) 0.056(3) 0.061(3) 0.026(3) 0.053(2) 0.016(3) C33 0.028(3) 0.022(4) 0.035(4) 0.008(3) 0.005(3) -0.001(3) F34 0.028(2) 0.076(4) 0.091(4) -0.023(3) -0.004(2) 0.022(2) C34 0.027(3) 0.015(3) 0.026(3) 0.006(3) 0.004(2) 0.009(3) O35 0.0200(19) 0.020(2) 0.028(2) 0.0086(18) 0.0066(15) 0.0021(16) F35 0.059(2) 0.052(3) 0.043(2) 0.007(2) 0.0199(17) 0.028(2) F36 0.112(4) 0.058(4) 0.126(5) 0.068(3) 0.082(4) 0.063(3) C36 0.030(3) 0.027(4) 0.039(4) 0.019(3) 0.015(3) -0.004(3) C37 0.030(3) 0.019(4) 0.045(4) 0.011(3) 0.011(3) 0.009(3) _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 Ni O21 2.018(4) . ? Ni O31 2.021(4) . ? Ni O25 2.030(4) . ? Ni O35 2.035(4) . ? Ni N7 2.091(5) . ? Ni N1 2.117(4) . ? N1 C5 1.338(7) . ? N1 S2 1.626(5) . ? S2 S3 2.093(2) . ? S3 N4 1.616(5) . ? N4 C5 1.321(7) . ? C5 C6 1.483(7) . ? C6 N7 1.351(7) . ? C6 C11 1.384(8) . ? N7 C8 1.349(7) . ? C8 C9 1.388(8) . ? C8 H8A 0.9500 . ? C9 C10 1.393(7) . ? C9 C12 1.433(8) . ? C10 C11 1.378(8) . ? C10 H10A 0.9500 . ? C11 H11A 0.9500 . ? C12 N13 1.150(8) . ? O21 C22 1.252(7) . ? F21 C26 1.277(8) . ? F22 C26 1.294(8) . ? C22 C23 1.391(8) . ? C22 C26 1.517(9) . ? C23 C24 1.381(8) . ? C23 H23A 0.9500 . ? F23 C26 1.312(11) . ? F24 C27 1.260(8) . ? C24 O25 1.243(6) . ? C24 C27 1.546(8) . ? F25 C27 1.306(9) . ? F26 C27 1.369(11) . ? O31 C32 1.236(7) . ? F31 C36 1.278(7) . ? F32 C36 1.318(8) . ? C32 C33 1.417(8) . ? C32 C36 1.545(8) . ? F33 C36 1.307(7) . ? C33 C34 1.381(9) . ? C33 H33A 0.9500 . ? F34 C37 1.300(8) . ? C34 O35 1.254(7) . ? C34 C37 1.534(7) . ? F35 C37 1.356(7) . ? F36 C37 1.307(8) . ? 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 Ni O31 95.13(17) . . ? O21 Ni O25 89.31(15) . . ? O31 Ni O25 84.74(17) . . ? O21 Ni O35 93.52(15) . . ? O31 Ni O35 90.45(16) . . ? O25 Ni O35 174.63(17) . . ? O21 Ni N7 94.40(17) . . ? O31 Ni N7 170.32(15) . . ? O25 Ni N7 93.63(16) . . ? O35 Ni N7 90.71(16) . . ? O21 Ni N1 171.96(18) . . ? O31 Ni N1 92.11(17) . . ? O25 Ni N1 87.86(15) . . ? O35 Ni N1 89.92(15) . . ? N7 Ni N1 78.28(17) . . ? C5 N1 S2 115.4(4) . . ? C5 N1 Ni 113.5(4) . . ? S2 N1 Ni 130.9(3) . . ? N1 S2 S3 92.97(17) . . ? N4 S3 S2 95.30(17) . . ? C5 N4 S3 114.2(4) . . ? N4 C5 N1 122.1(5) . . ? N4 C5 C6 120.8(5) . . ? N1 C5 C6 117.0(5) . . ? N7 C6 C11 123.5(5) . . ? N7 C6 C5 114.7(5) . . ? C11 C6 C5 121.7(5) . . ? C8 N7 C6 117.5(5) . . ? C8 N7 Ni 127.1(3) . . ? C6 N7 Ni 115.4(4) . . ? N7 C8 C9 122.1(5) . . ? N7 C8 H8A 118.9 . . ? C9 C8 H8A 118.9 . . ? C8 C9 C10 119.3(5) . . ? C8 C9 C12 121.3(5) . . ? C10 C9 C12 119.4(5) . . ? C11 C10 C9 118.9(5) . . ? C11 C10 H10A 120.6 . . ? C9 C10 H10A 120.6 . . ? C10 C11 C6 118.5(5) . . ? C10 C11 H11A 120.7 . . ? C6 C11 H11A 120.7 . . ? N13 C12 C9 176.7(6) . . ? C22 O21 Ni 122.5(3) . . ? O21 C22 C23 128.5(5) . . ? O21 C22 C26 114.1(5) . . ? C23 C22 C26 117.3(5) . . ? C24 C23 C22 121.6(5) . . ? C24 C23 H23A 119.2 . . ? C22 C23 H23A 119.2 . . ? O25 C24 C23 129.3(5) . . ? O25 C24 C27 114.3(5) . . ? C23 C24 C27 116.4(5) . . ? C24 O25 Ni 120.9(3) . . ? F21 C26 F22 108.1(7) . . ? F21 C26 F23 108.0(9) . . ? F22 C26 F23 100.7(6) . . ? F21 C26 C22 114.7(6) . . ? F22 C26 C22 114.3(6) . . ? F23 C26 C22 110.0(7) . . ? F24 C27 F25 114.0(8) . . ? F24 C27 F26 105.1(7) . . ? F25 C27 F26 99.4(6) . . ? F24 C27 C24 116.3(6) . . ? F25 C27 C24 110.6(6) . . ? F26 C27 C24 109.9(7) . . ? C32 O31 Ni 124.6(4) . . ? O31 C32 C33 128.6(6) . . ? O31 C32 C36 115.0(5) . . ? C33 C32 C36 116.4(5) . . ? C34 C33 C32 121.6(6) . . ? C34 C33 H33A 119.2 . . ? C32 C33 H33A 119.2 . . ? O35 C34 C33 130.0(5) . . ? O35 C34 C37 113.5(5) . . ? C33 C34 C37 116.6(6) . . ? C34 O35 Ni 123.3(4) . . ? F31 C36 F33 109.4(6) . . ? F31 C36 F32 109.7(7) . . ? F33 C36 F32 104.5(5) . . ? F31 C36 C32 113.3(5) . . ? F33 C36 C32 111.1(5) . . ? F32 C36 C32 108.5(5) . . ? F34 C37 F36 110.2(6) . . ? F34 C37 F35 105.3(5) . . ? F36 C37 F35 105.1(6) . . ? F34 C37 C34 112.0(5) . . ? F36 C37 C34 114.7(6) . . ? F35 C37 C34 108.8(5) . . ? 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 Ni N1 C5 15.3(12) . . . . ? O31 Ni N1 C5 169.4(3) . . . . ? O25 Ni N1 C5 84.8(3) . . . . ? O35 Ni N1 C5 -100.1(3) . . . . ? N7 Ni N1 C5 -9.4(3) . . . . ? O21 Ni N1 S2 -159.1(9) . . . . ? O31 Ni N1 S2 -4.9(3) . . . . ? O25 Ni N1 S2 -89.6(3) . . . . ? O35 Ni N1 S2 85.5(3) . . . . ? N7 Ni N1 S2 176.3(3) . . . . ? C5 N1 S2 S3 -1.5(4) . . . . ? Ni N1 S2 S3 172.7(3) . . . . ? N1 S2 S3 N4 -0.1(2) . . . . ? S2 S3 N4 C5 1.8(4) . . . . ? S3 N4 C5 N1 -3.5(6) . . . . ? S3 N4 C5 C6 174.5(4) . . . . ? S2 N1 C5 N4 3.4(6) . . . . ? Ni N1 C5 N4 -171.9(4) . . . . ? S2 N1 C5 C6 -174.7(3) . . . . ? Ni N1 C5 C6 10.1(5) . . . . ? N4 C5 C6 N7 178.0(4) . . . . ? N1 C5 C6 N7 -3.9(6) . . . . ? N4 C5 C6 C11 -5.4(7) . . . . ? N1 C5 C6 C11 172.6(5) . . . . ? C11 C6 N7 C8 -1.6(7) . . . . ? C5 C6 N7 C8 174.8(4) . . . . ? C11 C6 N7 Ni 179.1(4) . . . . ? C5 C6 N7 Ni -4.5(5) . . . . ? O21 Ni N7 C8 11.6(4) . . . . ? O31 Ni N7 C8 -178.9(8) . . . . ? O25 Ni N7 C8 101.2(4) . . . . ? O35 Ni N7 C8 -82.0(4) . . . . ? N1 Ni N7 C8 -171.8(4) . . . . ? O21 Ni N7 C6 -169.2(3) . . . . ? O31 Ni N7 C6 0.3(11) . . . . ? O25 Ni N7 C6 -79.6(4) . . . . ? O35 Ni N7 C6 97.2(3) . . . . ? N1 Ni N7 C6 7.4(3) . . . . ? C6 N7 C8 C9 -2.2(7) . . . . ? Ni N7 C8 C9 177.0(3) . . . . ? N7 C8 C9 C10 4.1(7) . . . . ? N7 C8 C9 C12 -174.9(5) . . . . ? C8 C9 C10 C11 -2.1(7) . . . . ? C12 C9 C10 C11 176.9(5) . . . . ? C9 C10 C11 C6 -1.5(7) . . . . ? N7 C6 C11 C10 3.5(8) . . . . ? C5 C6 C11 C10 -172.7(5) . . . . ? C8 C9 C12 N13 141(11) . . . . ? C10 C9 C12 N13 -38(11) . . . . ? O31 Ni O21 C22 -60.1(5) . . . . ? O25 Ni O21 C22 24.5(5) . . . . ? O35 Ni O21 C22 -150.9(5) . . . . ? N7 Ni O21 C22 118.1(5) . . . . ? N1 Ni O21 C22 94.0(11) . . . . ? Ni O21 C22 C23 -11.6(10) . . . . ? Ni O21 C22 C26 171.5(5) . . . . ? O21 C22 C23 C24 -7.8(12) . . . . ? C26 C22 C23 C24 169.1(7) . . . . ? C22 C23 C24 O25 1.6(13) . . . . ? C22 C23 C24 C27 -175.0(7) . . . . ? C23 C24 O25 Ni 21.7(10) . . . . ? C27 C24 O25 Ni -161.6(5) . . . . ? O21 Ni O25 C24 -29.0(5) . . . . ? O31 Ni O25 C24 66.2(5) . . . . ? O35 Ni O25 C24 92.9(16) . . . . ? N7 Ni O25 C24 -123.3(5) . . . . ? N1 Ni O25 C24 158.6(5) . . . . ? O21 C22 C26 F21 -165.6(8) . . . . ? C23 C22 C26 F21 17.0(12) . . . . ? O21 C22 C26 F22 -39.9(10) . . . . ? C23 C22 C26 F22 142.8(7) . . . . ? O21 C22 C26 F23 72.5(9) . . . . ? C23 C22 C26 F23 -104.9(8) . . . . ? O25 C24 C27 F24 176.9(8) . . . . ? C23 C24 C27 F24 -5.9(13) . . . . ? O25 C24 C27 F25 44.9(10) . . . . ? C23 C24 C27 F25 -138.0(7) . . . . ? O25 C24 C27 F26 -63.9(8) . . . . ? C23 C24 C27 F26 113.2(7) . . . . ? O21 Ni O31 C32 -106.2(4) . . . . ? O25 Ni O31 C32 164.9(4) . . . . ? O35 Ni O31 C32 -12.7(4) . . . . ? N7 Ni O31 C32 84.2(10) . . . . ? N1 Ni O31 C32 77.3(4) . . . . ? Ni O31 C32 C33 9.6(8) . . . . ? Ni O31 C32 C36 -169.7(4) . . . . ? O31 C32 C33 C34 1.2(9) . . . . ? C36 C32 C33 C34 -179.5(5) . . . . ? C32 C33 C34 O35 -4.5(10) . . . . ? C32 C33 C34 C37 177.0(5) . . . . ? C33 C34 O35 Ni -3.7(9) . . . . ? C37 C34 O35 Ni 174.8(3) . . . . ? O21 Ni O35 C34 105.0(5) . . . . ? O31 Ni O35 C34 9.9(4) . . . . ? O25 Ni O35 C34 -16.6(18) . . . . ? N7 Ni O35 C34 -160.5(4) . . . . ? N1 Ni O35 C34 -82.3(5) . . . . ? O31 C32 C36 F31 -138.0(6) . . . . ? C33 C32 C36 F31 42.6(8) . . . . ? O31 C32 C36 F33 -14.4(7) . . . . ? C33 C32 C36 F33 166.3(5) . . . . ? O31 C32 C36 F32 99.9(6) . . . . ? C33 C32 C36 F32 -79.4(7) . . . . ? O35 C34 C37 F34 60.9(7) . . . . ? C33 C34 C37 F34 -120.3(6) . . . . ? O35 C34 C37 F36 -172.5(6) . . . . ? C33 C34 C37 F36 6.2(9) . . . . ? O35 C34 C37 F35 -55.1(7) . . . . ? C33 C34 C37 F35 123.6(6) . . . . ? _diffrn_measured_fraction_theta_max 0.593 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.593 _refine_diff_density_max 0.785 _refine_diff_density_min -0.548 _refine_diff_density_rms 0.150 data_8 _database_code_depnum_ccdc_archive 'CCDC 704055' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H5 Br F12 Mn N3 O4 S2' _chemical_formula_sum 'C16 H5 Br F12 Mn N3 O4 S2' _chemical_formula_weight 730.20 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' 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 34.6593(16) _cell_length_b 12.7413(4) _cell_length_c 25.9058(12) _cell_angle_alpha 90.00 _cell_angle_beta 122.0990(10) _cell_angle_gamma 90.00 _cell_volume 9691.3(7) _cell_formula_units_Z 16 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 8381 _cell_measurement_theta_min 1.70 _cell_measurement_theta_max 25.03 _exptl_crystal_description plate _exptl_crystal_colour 'dark wine' _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.002 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 5664 _exptl_absorpt_coefficient_mu 2.489 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5750 _exptl_absorpt_correction_T_max 0.8353 _exptl_absorpt_process_details 'DENZO-SMN (Otwinowski & Minor, 1997)' _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 'Nonius Kappa-CCD' _diffrn_measurement_method '\f scans, and \w scans with \k offsets' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 36248 _diffrn_reflns_av_R_equivalents 0.074 _diffrn_reflns_av_sigmaI/netI 0.0721 _diffrn_reflns_limit_h_min -41 _diffrn_reflns_limit_h_max 41 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 2.62 _diffrn_reflns_theta_max 25.03 _reflns_number_total 8519 _reflns_number_gt 5489 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'COLLECT (Nonius, 1997-2001)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction DENZO-SMN _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL/PC (Sheldrick, 2001)' _computing_publication_material SHELXTL/PC _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^)+(0.0610P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8519 _refine_ls_number_parameters 787 _refine_ls_number_restraints 45 _refine_ls_R_factor_all 0.0907 _refine_ls_R_factor_gt 0.0455 _refine_ls_wR_factor_ref 0.1154 _refine_ls_wR_factor_gt 0.0981 _refine_ls_goodness_of_fit_ref 0.989 _refine_ls_restrained_S_all 1.003 _refine_ls_shift/su_max 0.005 _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 Br1 Br 0.08692(2) 0.38421(4) 0.02839(3) 0.05068(18) Uani 1 1 d . . . Mn1 Mn 0.07383(2) -0.04036(5) -0.08293(3) 0.02758(18) Uani 1 1 d . . . S11 S 0.05598(4) -0.05504(9) -0.22889(6) 0.0327(3) Uani 1 1 d . . . S12 S 0.05005(4) 0.07552(9) -0.28168(5) 0.0331(3) Uani 1 1 d . . . N11 N 0.07430(11) 0.1390(3) -0.08186(16) 0.0259(9) Uani 1 1 d . . . C12 C 0.07893(14) 0.1972(3) -0.0360(2) 0.0296(11) Uani 1 1 d . . . H12A H 0.0809 0.1632 -0.0021 0.036 Uiso 1 1 calc R . . C13 C 0.08093(15) 0.3064(3) -0.0365(2) 0.0312(11) Uani 1 1 d . . . C14 C 0.07888(15) 0.3563(4) -0.0855(2) 0.0318(11) Uani 1 1 d . . . H14A H 0.0806 0.4306 -0.0866 0.038 Uiso 1 1 calc R . . C15 C 0.07424(15) 0.2961(3) -0.1326(2) 0.0287(11) Uani 1 1 d . . . H15A H 0.0728 0.3283 -0.1666 0.034 Uiso 1 1 calc R . . C16 C 0.07166(14) 0.1892(3) -0.1298(2) 0.0262(10) Uani 1 1 d . . . C17 C 0.06489(14) 0.1197(3) -0.1796(2) 0.0272(11) Uani 1 1 d . . . N18 N 0.06500(12) 0.0157(3) -0.17094(16) 0.0261(9) Uani 1 1 d . . . N19 N 0.05879(12) 0.1611(3) -0.23008(16) 0.0295(9) Uani 1 1 d . . . O31 O 0.00323(10) -0.0847(2) -0.12655(13) 0.0297(7) Uani 1 1 d . . . C32 C -0.01162(15) -0.1427(3) -0.1014(2) 0.0291(11) Uani 1 1 d . . . C33 C 0.00531(16) -0.1562(3) -0.0405(2) 0.0329(11) Uani 1 1 d . . . H33A H -0.0096 -0.2033 -0.0282 0.039 Uiso 1 1 calc R . . C34 C 0.04387(15) -0.1024(3) 0.0039(2) 0.0284(11) Uani 1 1 d . . . O35 O 0.06932(10) -0.0439(2) -0.00356(14) 0.0299(7) Uani 1 1 d . . . C36 C -0.05430(17) -0.2042(4) -0.1479(2) 0.0412(13) Uani 1 1 d . . . C37 C 0.05672(17) -0.1182(4) 0.0700(2) 0.0392(13) Uani 1 1 d . . . F31 F -0.07235(10) -0.2599(2) -0.12352(13) 0.0587(9) Uani 1 1 d . . . F32 F -0.04479(11) -0.2685(2) -0.17993(15) 0.0594(9) Uani 1 1 d . . . F33 F -0.08647(9) -0.1388(2) -0.18820(13) 0.0467(7) Uani 1 1 d . . . F34 F 0.07848(12) -0.2067(3) 0.09232(15) 0.0749(11) Uani 1 1 d . . . F35 F 0.08296(12) -0.0409(3) 0.10582(14) 0.0720(10) Uani 1 1 d . . . F36 F 0.02076(9) -0.1198(2) 0.07525(12) 0.0453(7) Uani 1 1 d . . . O51 O 0.07863(11) -0.1912(2) -0.11638(14) 0.0375(8) Uani 1 1 d . . . C52 C 0.11263(18) -0.2513(4) -0.0984(2) 0.0371(12) Uani 1 1 d . . . C53 C 0.15632(17) -0.2352(4) -0.0502(2) 0.0420(13) Uani 1 1 d . . . H53A H 0.1785 -0.2883 -0.0401 0.050 Uiso 1 1 calc R . . C54 C 0.16942(16) -0.1426(4) -0.0153(2) 0.0339(12) Uani 1 1 d . A . O55 O 0.14522(10) -0.0654(2) -0.02169(14) 0.0314(8) Uani 1 1 d . . . C56 C 0.1017(2) -0.3483(4) -0.1381(3) 0.0495(15) Uani 1 1 d . . . C57 C 0.21983(17) -0.1328(4) 0.0347(2) 0.0445(14) Uani 1 1 d D . . F51 F 0.13453(12) -0.4196(3) -0.11432(17) 0.0830(12) Uani 1 1 d . . . F52 F 0.06543(12) -0.3978(2) -0.14508(17) 0.0759(11) Uani 1 1 d . . . F53 F 0.09225(14) -0.3235(2) -0.19249(16) 0.0797(12) Uani 1 1 d . . . F54A F 0.2289(4) -0.0394(15) 0.0631(17) 0.058(7) Uani 0.43(6) 1 d PD A 1 F55A F 0.2426(9) -0.118(4) 0.0075(15) 0.076(10) Uani 0.43(6) 1 d PD A 1 F56A F 0.2385(16) -0.211(3) 0.0734(19) 0.075(9) Uani 0.43(6) 1 d PD A 1 F54B F 0.2387(11) -0.2251(14) 0.0555(12) 0.060(5) Uani 0.57(6) 1 d PD A 2 F55B F 0.2252(5) -0.085(4) 0.0834(9) 0.082(9) Uani 0.57(6) 1 d PD A 2 F56B F 0.2443(6) -0.093(3) 0.0146(11) 0.069(6) Uani 0.57(6) 1 d PD A 2 Br2 Br 0.206460(17) 0.46205(4) 0.04346(2) 0.03991(16) Uani 1 1 d . . . Mn2 Mn 0.18044(2) 0.31197(5) -0.19194(3) 0.02880(19) Uani 1 1 d . . . S21 S 0.15392(4) 0.04790(9) -0.23553(6) 0.0371(3) Uani 1 1 d . . . S22 S 0.15708(4) -0.06989(9) -0.17693(6) 0.0376(3) Uani 1 1 d . . . N21 N 0.18721(12) 0.2885(3) -0.10145(16) 0.0268(9) Uani 1 1 d . . . C22 C 0.19474(14) 0.3664(3) -0.0630(2) 0.0291(11) Uani 1 1 d . . . H22A H 0.1979 0.4359 -0.0735 0.035 Uiso 1 1 calc R . . C23 C 0.19811(14) 0.3490(3) -0.0081(2) 0.0285(11) Uani 1 1 d . . . C24 C 0.19478(15) 0.2482(4) 0.0089(2) 0.0317(11) Uani 1 1 d . . . H24A H 0.1979 0.2348 0.0470 0.038 Uiso 1 1 calc R . . C25 C 0.18685(14) 0.1671(3) -0.0312(2) 0.0295(11) Uani 1 1 d . . . H25A H 0.1842 0.0968 -0.0212 0.035 Uiso 1 1 calc R . . C26 C 0.18280(14) 0.1899(3) -0.0860(2) 0.0261(11) Uani 1 1 d . . . C27 C 0.17254(15) 0.1092(3) -0.1324(2) 0.0274(11) Uani 1 1 d . . . N28 N 0.16725(12) 0.1410(3) -0.18501(16) 0.0288(9) Uani 1 1 d . . . N29 N 0.16867(12) 0.0093(3) -0.12138(17) 0.0303(9) Uani 1 1 d . . . O41 O 0.11024(10) 0.3538(2) -0.24139(15) 0.0422(9) Uani 1 1 d . . . C42 C 0.09418(16) 0.4270(4) -0.2789(2) 0.0383(13) Uani 1 1 d . . . C43 C 0.11685(16) 0.5136(3) -0.2824(2) 0.0391(13) Uani 1 1 d . . . H43A H 0.1011 0.5605 -0.3158 0.047 Uiso 1 1 calc R . . C44 C 0.16197(17) 0.5332(3) -0.2381(2) 0.0381(12) Uani 1 1 d . B . O45 O 0.18788(10) 0.4780(2) -0.19212(15) 0.0354(8) Uani 1 1 d . . . C46 C 0.04286(19) 0.4186(4) -0.3245(3) 0.0530(16) Uani 1 1 d . . . C47 C 0.18396(19) 0.6334(4) -0.2437(3) 0.0589(17) Uani 1 1 d D . . F41 F 0.02620(11) 0.4859(3) -0.36802(18) 0.0972(15) Uani 1 1 d . . . F42 F 0.02081(11) 0.4319(3) -0.29487(19) 0.0833(12) Uani 1 1 d . . . F43 F 0.03131(9) 0.3223(2) -0.34884(13) 0.0520(8) Uani 1 1 d . . . F44A F 0.1686(5) 0.7196(6) -0.2331(7) 0.065(4) Uani 0.54(2) 1 d PD B 1 F45A F 0.2275(3) 0.6398(18) -0.2108(10) 0.074(7) Uani 0.54(2) 1 d PD B 1 F46A F 0.1732(3) 0.6453(7) -0.3020(3) 0.049(3) Uani 0.54(2) 1 d PD B 1 F44B F 0.2265(4) 0.618(2) -0.2224(12) 0.074(7) Uani 0.46(2) 1 d PD B 2 F45B F 0.1609(7) 0.684(2) -0.2923(11) 0.254(18) Uani 0.46(2) 1 d PD B 2 F46B F 0.1862(7) 0.6961(15) -0.1991(11) 0.182(11) Uani 0.46(2) 1 d PD B 2 O61 O 0.17716(11) 0.2820(2) -0.27533(14) 0.0349(8) Uani 1 1 d . . . C62 C 0.20477(17) 0.3210(3) -0.2872(2) 0.0305(11) Uani 1 1 d . . . C63 C 0.24802(17) 0.3590(3) -0.2473(2) 0.0338(12) Uani 1 1 d . . . H63A H 0.2643 0.3908 -0.2634 0.041 Uiso 1 1 calc R . . C64 C 0.26875(15) 0.3526(3) -0.1844(2) 0.0319(11) Uani 1 1 d . C . O65 O 0.25273(10) 0.3147(2) -0.15480(14) 0.0323(8) Uani 1 1 d . . . C66 C 0.18580(19) 0.3267(4) -0.3556(2) 0.0415(13) Uani 1 1 d . . . C67 C 0.31676(18) 0.3974(4) -0.1450(3) 0.0463(14) Uani 1 1 d D . . F61 F 0.17266(11) 0.2335(2) -0.38178(13) 0.0575(9) Uani 1 1 d . . . F62 F 0.14975(11) 0.3896(2) -0.38344(14) 0.0640(9) Uani 1 1 d . . . F63 F 0.21644(11) 0.3635(2) -0.36821(13) 0.0539(8) Uani 1 1 d . . . F64A F 0.3344(5) 0.3969(17) -0.0861(4) 0.060(5) Uani 0.41(2) 1 d PD C 1 F65A F 0.3146(5) 0.5038(6) -0.1527(6) 0.056(4) Uani 0.41(2) 1 d PD C 1 F66A F 0.3456(7) 0.3751(19) -0.1612(12) 0.090(9) Uani 0.41(2) 1 d PD C 1 F64B F 0.3377(5) 0.3983(12) -0.1742(7) 0.063(4) Uani 0.59(2) 1 d PD C 2 F65B F 0.3423(3) 0.3254(19) -0.1026(8) 0.115(8) Uani 0.59(2) 1 d PD C 2 F66B F 0.3177(4) 0.4880(15) -0.1254(14) 0.188(10) Uani 0.59(2) 1 d PD C 2 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 Br1 0.0775(4) 0.0417(3) 0.0494(4) -0.0118(3) 0.0449(3) -0.0126(3) Mn1 0.0282(4) 0.0284(4) 0.0293(4) 0.0018(3) 0.0174(3) -0.0010(3) S11 0.0374(7) 0.0326(7) 0.0331(7) -0.0032(5) 0.0222(6) -0.0043(5) S12 0.0367(7) 0.0365(7) 0.0280(7) -0.0012(5) 0.0185(6) -0.0023(5) N11 0.020(2) 0.032(2) 0.025(2) -0.0002(18) 0.0118(18) -0.0004(16) C12 0.022(3) 0.039(3) 0.031(3) 0.002(2) 0.016(2) 0.000(2) C13 0.027(3) 0.036(3) 0.033(3) -0.004(2) 0.017(2) -0.004(2) C14 0.028(3) 0.031(3) 0.037(3) 0.004(2) 0.018(2) 0.000(2) C15 0.029(3) 0.032(3) 0.028(3) 0.005(2) 0.017(2) -0.003(2) C16 0.022(3) 0.032(3) 0.027(3) 0.004(2) 0.014(2) 0.0023(19) C17 0.020(3) 0.032(3) 0.030(3) 0.001(2) 0.014(2) -0.0032(19) N18 0.027(2) 0.025(2) 0.029(2) -0.0010(16) 0.0163(19) 0.0012(15) N19 0.032(2) 0.032(2) 0.027(2) -0.0015(17) 0.0182(19) -0.0026(17) O31 0.0279(18) 0.0349(17) 0.0266(18) 0.0013(14) 0.0148(16) -0.0014(14) C32 0.025(3) 0.029(2) 0.035(3) 0.002(2) 0.017(2) -0.003(2) C33 0.034(3) 0.037(3) 0.029(3) 0.002(2) 0.018(2) -0.008(2) C34 0.023(3) 0.034(3) 0.028(3) 0.003(2) 0.014(2) 0.007(2) O35 0.0292(19) 0.0319(17) 0.0328(19) -0.0015(14) 0.0193(16) -0.0058(14) C36 0.038(3) 0.052(3) 0.034(3) 0.002(3) 0.019(3) -0.011(3) C37 0.033(3) 0.051(3) 0.031(3) -0.001(3) 0.016(3) -0.005(3) F31 0.057(2) 0.074(2) 0.0382(18) 0.0006(15) 0.0205(17) -0.0371(17) F32 0.062(2) 0.0581(19) 0.057(2) -0.0255(16) 0.0308(18) -0.0163(16) F33 0.0307(16) 0.0607(18) 0.0391(17) 0.0059(15) 0.0122(14) -0.0086(14) F34 0.091(3) 0.093(2) 0.052(2) 0.0400(19) 0.046(2) 0.056(2) F35 0.074(2) 0.112(3) 0.0309(18) -0.0225(18) 0.0280(18) -0.049(2) F36 0.0387(17) 0.072(2) 0.0359(17) -0.0006(14) 0.0270(15) 0.0002(14) O51 0.038(2) 0.0307(18) 0.043(2) 0.0001(15) 0.0211(18) -0.0015(16) C52 0.045(4) 0.030(3) 0.039(3) 0.006(2) 0.024(3) 0.002(2) C53 0.036(3) 0.037(3) 0.055(4) 0.000(3) 0.026(3) 0.007(2) C54 0.029(3) 0.042(3) 0.037(3) 0.006(2) 0.022(3) 0.002(2) O55 0.0278(19) 0.0345(18) 0.034(2) 0.0032(14) 0.0182(16) 0.0007(15) C56 0.054(4) 0.035(3) 0.054(4) -0.001(3) 0.026(3) 0.005(3) C57 0.036(3) 0.050(4) 0.051(4) 0.000(3) 0.025(3) 0.006(3) F51 0.075(3) 0.0512(19) 0.085(3) -0.0165(18) 0.018(2) 0.0282(18) F52 0.084(3) 0.0416(19) 0.101(3) -0.0162(18) 0.048(2) -0.0154(17) F53 0.140(4) 0.049(2) 0.054(2) -0.0043(17) 0.054(2) 0.005(2) F54A 0.027(5) 0.069(8) 0.057(11) -0.007(8) 0.007(5) 0.007(4) F55A 0.033(9) 0.11(2) 0.098(16) 0.026(12) 0.046(11) -0.009(9) F56A 0.047(8) 0.102(16) 0.053(16) 0.051(13) 0.011(12) -0.003(12) F54B 0.042(6) 0.057(6) 0.046(10) 0.025(5) 0.001(8) 0.003(4) F55B 0.049(5) 0.140(19) 0.035(7) -0.036(9) 0.007(4) 0.024(8) F56B 0.035(6) 0.079(10) 0.058(7) 0.033(7) 0.001(6) -0.017(5) Br2 0.0422(3) 0.0436(3) 0.0381(3) -0.0099(2) 0.0242(3) -0.0067(2) Mn2 0.0282(4) 0.0323(4) 0.0274(4) 0.0044(3) 0.0158(3) -0.0012(3) S21 0.0444(8) 0.0386(7) 0.0373(8) -0.0044(6) 0.0278(7) -0.0036(6) S22 0.0427(8) 0.0330(7) 0.0422(8) -0.0015(6) 0.0261(7) 0.0005(6) N21 0.023(2) 0.029(2) 0.028(2) 0.0047(18) 0.0131(18) -0.0016(16) C22 0.025(3) 0.029(3) 0.037(3) 0.002(2) 0.019(2) -0.003(2) C23 0.023(3) 0.034(3) 0.028(3) -0.004(2) 0.013(2) -0.001(2) C24 0.028(3) 0.042(3) 0.025(3) 0.005(2) 0.014(2) -0.003(2) C25 0.022(3) 0.031(3) 0.032(3) 0.002(2) 0.012(2) -0.0047(19) C26 0.021(3) 0.028(3) 0.029(3) 0.004(2) 0.013(2) -0.0003(19) C27 0.023(3) 0.030(3) 0.029(3) 0.003(2) 0.014(2) 0.0017(19) N28 0.033(2) 0.031(2) 0.026(2) -0.0015(17) 0.0182(19) -0.0031(17) N29 0.032(2) 0.027(2) 0.033(2) -0.0014(17) 0.018(2) -0.0039(17) O41 0.0282(19) 0.045(2) 0.049(2) 0.0135(18) 0.0178(17) -0.0002(16) C42 0.028(3) 0.036(3) 0.047(3) 0.002(3) 0.017(3) 0.003(2) C43 0.027(3) 0.034(3) 0.038(3) 0.011(2) 0.005(3) 0.006(2) C44 0.037(3) 0.028(3) 0.050(3) -0.001(3) 0.023(3) 0.003(2) O45 0.0303(19) 0.0314(18) 0.035(2) 0.0001(15) 0.0106(17) 0.0013(14) C46 0.038(4) 0.048(4) 0.055(4) 0.002(3) 0.012(3) -0.001(3) C47 0.047(4) 0.035(4) 0.081(6) 0.003(4) 0.025(4) -0.004(3) F41 0.043(2) 0.068(2) 0.093(3) 0.034(2) -0.023(2) -0.0053(17) F42 0.035(2) 0.099(3) 0.109(3) -0.043(2) 0.033(2) -0.0045(18) F43 0.0340(17) 0.0517(19) 0.052(2) -0.0116(15) 0.0105(15) -0.0024(14) F44A 0.092(10) 0.024(4) 0.123(10) 0.001(5) 0.086(9) 0.008(4) F45A 0.038(7) 0.052(10) 0.067(7) 0.033(8) -0.016(6) -0.012(4) F46A 0.073(6) 0.045(5) 0.035(5) 0.009(4) 0.032(5) -0.014(4) F44B 0.046(9) 0.044(9) 0.142(18) 0.014(8) 0.056(11) -0.013(5) F45B 0.079(11) 0.124(17) 0.30(3) 0.171(18) -0.072(15) -0.047(11) F46B 0.103(13) 0.041(9) 0.36(3) -0.047(14) 0.091(17) -0.011(8) O61 0.038(2) 0.0376(19) 0.0299(19) -0.0010(14) 0.0189(17) -0.0051(15) C62 0.038(3) 0.028(3) 0.031(3) 0.004(2) 0.022(3) 0.007(2) C63 0.038(3) 0.042(3) 0.030(3) 0.006(2) 0.024(3) 0.004(2) C64 0.026(3) 0.033(3) 0.040(3) 0.005(2) 0.020(3) 0.004(2) O65 0.0299(19) 0.0387(18) 0.0298(19) 0.0072(15) 0.0170(16) 0.0022(14) C66 0.050(4) 0.043(3) 0.039(3) 0.005(3) 0.030(3) 0.004(3) C67 0.032(3) 0.067(4) 0.051(4) 0.005(3) 0.029(3) 0.000(3) F61 0.075(2) 0.061(2) 0.0402(19) -0.0129(15) 0.0328(18) -0.0110(16) F62 0.072(2) 0.078(2) 0.0400(19) 0.0202(16) 0.0284(18) 0.0283(19) F63 0.069(2) 0.0658(19) 0.0404(18) 0.0058(15) 0.0380(17) -0.0043(16) F64A 0.032(7) 0.112(13) 0.030(5) 0.006(6) 0.012(4) -0.028(7) F65A 0.063(7) 0.021(6) 0.060(8) -0.005(6) 0.016(5) -0.012(4) F66A 0.037(8) 0.091(12) 0.140(19) -0.081(13) 0.045(11) -0.018(8) F64B 0.038(6) 0.100(8) 0.066(5) 0.021(5) 0.038(5) -0.010(4) F65B 0.032(4) 0.206(16) 0.074(8) 0.084(11) 0.006(4) -0.012(6) F66B 0.043(7) 0.25(2) 0.25(2) -0.209(16) 0.061(11) -0.043(10) _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 Br1 C13 1.867(5) . ? Mn1 O55 2.138(3) . ? Mn1 O35 2.144(3) . ? Mn1 O51 2.151(3) . ? Mn1 O31 2.155(3) . ? Mn1 N18 2.250(4) . ? Mn1 N11 2.285(3) . ? S11 N18 1.633(4) . ? S11 S12 2.0931(16) . ? S12 N19 1.624(4) . ? N11 C12 1.336(5) . ? N11 C16 1.357(5) . ? C12 C13 1.392(6) . ? C12 H12A 0.9500 . ? C13 C14 1.387(6) . ? C14 C15 1.375(6) . ? C14 H14A 0.9500 . ? C15 C16 1.368(6) . ? C15 H15A 0.9500 . ? C16 C17 1.476(6) . ? C17 N19 1.320(5) . ? C17 N18 1.344(5) . ? O31 C32 1.261(5) . ? C32 C33 1.371(6) . ? C32 C36 1.536(6) . ? C33 C34 1.395(6) . ? C33 H33A 0.9500 . ? C34 O35 1.246(5) . ? C34 C37 1.535(7) . ? C36 F31 1.310(5) . ? C36 F32 1.326(6) . ? C36 F33 1.338(5) . ? C37 F34 1.308(5) . ? C37 F36 1.325(5) . ? C37 F35 1.328(5) . ? O51 C52 1.268(5) . ? C52 C53 1.373(7) . ? C52 C56 1.522(7) . ? C53 C54 1.406(7) . ? C53 H53A 0.9500 . ? C54 O55 1.245(5) . ? C54 C57 1.530(7) . ? C56 F53 1.305(6) . ? C56 F51 1.325(6) . ? C56 F52 1.330(6) . ? C57 F56B 1.312(11) . ? C57 F56A 1.314(13) . ? C57 F54B 1.315(12) . ? C57 F55A 1.321(13) . ? C57 F55B 1.325(9) . ? C57 F54A 1.346(11) . ? Br2 C23 1.879(4) . ? Mn2 O41 2.129(3) . ? Mn2 O45 2.131(3) . ? Mn2 O61 2.136(3) . ? Mn2 O65 2.155(3) . ? Mn2 N21 2.249(4) . ? Mn2 N28 2.252(4) . ? S21 N28 1.640(4) . ? S21 S22 2.0957(17) . ? S22 N29 1.624(4) . ? N21 C22 1.332(5) . ? N21 C26 1.351(5) . ? C22 C23 1.382(6) . ? C22 H22A 0.9500 . ? C23 C24 1.382(6) . ? C24 C25 1.385(6) . ? C24 H24A 0.9500 . ? C25 C26 1.380(6) . ? C25 H25A 0.9500 . ? C26 C27 1.476(6) . ? C27 N29 1.326(5) . ? C27 N28 1.338(5) . ? O41 C42 1.244(5) . ? C42 C43 1.385(6) . ? C42 C46 1.529(7) . ? C43 C44 1.384(7) . ? C43 H43A 0.9500 . ? C44 O45 1.259(5) . ? C44 C47 1.533(7) . ? C46 F41 1.285(6) . ? C46 F43 1.340(6) . ? C46 F42 1.350(7) . ? C47 F45B 1.252(12) . ? C47 F45A 1.283(11) . ? C47 F44B 1.286(12) . ? C47 F44A 1.311(9) . ? C47 F46A 1.358(9) . ? C47 F46B 1.373(13) . ? O61 C62 1.254(5) . ? C62 C63 1.380(6) . ? C62 C66 1.529(7) . ? C63 C64 1.390(6) . ? C63 H63A 0.9500 . ? C64 O65 1.258(5) . ? C64 C67 1.527(7) . ? C66 F61 1.323(5) . ? C66 F62 1.329(6) . ? C66 F63 1.350(6) . ? C67 F66B 1.256(11) . ? C67 F64B 1.295(9) . ? C67 F66A 1.303(12) . ? C67 F64A 1.308(10) . ? C67 F65B 1.341(10) . ? C67 F65A 1.367(10) . ? 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 O55 Mn1 O35 86.02(12) . . ? O55 Mn1 O51 81.88(12) . . ? O35 Mn1 O51 115.37(12) . . ? O55 Mn1 O31 153.36(11) . . ? O35 Mn1 O31 81.74(11) . . ? O51 Mn1 O31 82.17(12) . . ? O55 Mn1 N18 106.27(12) . . ? O35 Mn1 N18 159.84(12) . . ? O51 Mn1 N18 82.72(12) . . ? O31 Mn1 N18 92.68(12) . . ? O55 Mn1 N11 98.19(12) . . ? O35 Mn1 N11 90.74(12) . . ? O51 Mn1 N11 153.75(13) . . ? O31 Mn1 N11 105.50(12) . . ? N18 Mn1 N11 72.01(13) . . ? N18 S11 S12 93.81(14) . . ? N19 S12 S11 94.90(14) . . ? C12 N11 C16 118.0(4) . . ? C12 N11 Mn1 124.3(3) . . ? C16 N11 Mn1 117.6(3) . . ? N11 C12 C13 122.0(4) . . ? N11 C12 H12A 119.0 . . ? C13 C12 H12A 119.0 . . ? C14 C13 C12 119.2(4) . . ? C14 C13 Br1 120.5(3) . . ? C12 C13 Br1 120.3(4) . . ? C15 C14 C13 118.7(4) . . ? C15 C14 H14A 120.7 . . ? C13 C14 H14A 120.7 . . ? C16 C15 C14 119.3(4) . . ? C16 C15 H15A 120.4 . . ? C14 C15 H15A 120.4 . . ? N11 C16 C15 122.8(4) . . ? N11 C16 C17 114.7(4) . . ? C15 C16 C17 122.5(4) . . ? N19 C17 N18 123.0(4) . . ? N19 C17 C16 119.5(4) . . ? N18 C17 C16 117.5(4) . . ? C17 N18 S11 114.2(3) . . ? C17 N18 Mn1 117.9(3) . . ? S11 N18 Mn1 127.82(19) . . ? C17 N19 S12 114.1(3) . . ? C32 O31 Mn1 123.0(3) . . ? O31 C32 C33 128.7(4) . . ? O31 C32 C36 112.4(4) . . ? C33 C32 C36 118.9(4) . . ? C32 C33 C34 121.6(4) . . ? C32 C33 H33A 119.2 . . ? C34 C33 H33A 119.2 . . ? O35 C34 C33 127.8(4) . . ? O35 C34 C37 116.2(4) . . ? C33 C34 C37 116.0(4) . . ? C34 O35 Mn1 125.5(3) . . ? F31 C36 F32 107.9(4) . . ? F31 C36 F33 107.5(4) . . ? F32 C36 F33 106.2(4) . . ? F31 C36 C32 114.0(4) . . ? F32 C36 C32 110.5(4) . . ? F33 C36 C32 110.5(4) . . ? F34 C37 F36 107.1(4) . . ? F34 C37 F35 108.1(4) . . ? F36 C37 F35 105.7(4) . . ? F34 C37 C34 111.4(4) . . ? F36 C37 C34 112.7(4) . . ? F35 C37 C34 111.5(4) . . ? C52 O51 Mn1 130.3(3) . . ? O51 C52 C53 127.2(5) . . ? O51 C52 C56 113.1(4) . . ? C53 C52 C56 119.6(5) . . ? C52 C53 C54 122.2(4) . . ? C52 C53 H53A 118.9 . . ? C54 C53 H53A 118.9 . . ? O55 C54 C53 127.8(4) . . ? O55 C54 C57 115.7(4) . . ? C53 C54 C57 116.5(4) . . ? C54 O55 Mn1 130.5(3) . . ? F53 C56 F51 109.2(5) . . ? F53 C56 F52 107.0(5) . . ? F51 C56 F52 104.7(5) . . ? F53 C56 C52 111.3(4) . . ? F51 C56 C52 113.5(5) . . ? F52 C56 C52 110.8(5) . . ? F56B C57 F56A 116(2) . . ? F56B C57 F54B 103(2) . . ? F56A C57 F54B 22(2) . . ? F56B C57 F55A 16(4) . . ? F56A C57 F55A 109(2) . . ? F54B C57 F55A 92(2) . . ? F56B C57 F55B 114(2) . . ? F56A C57 F55B 82.0(14) . . ? F54B C57 F55B 103.7(14) . . ? F55A C57 F55B 128(2) . . ? F56B C57 F54A 81.9(18) . . ? F56A C57 F54A 112.0(16) . . ? F54B C57 F54A 130.2(14) . . ? F55A C57 F54A 98(2) . . ? F55B C57 F54A 36.4(7) . . ? F56B C57 C54 112.7(11) . . ? F56A C57 C54 117(2) . . ? F54B C57 C54 111.7(15) . . ? F55A C57 C54 107.3(15) . . ? F55B C57 C54 111.3(7) . . ? F54A C57 C54 111.5(7) . . ? O41 Mn2 O45 81.43(12) . . ? O41 Mn2 O61 90.38(13) . . ? O45 Mn2 O61 96.70(12) . . ? O41 Mn2 O65 161.92(12) . . ? O45 Mn2 O65 82.64(11) . . ? O61 Mn2 O65 83.05(12) . . ? O41 Mn2 N21 96.51(13) . . ? O45 Mn2 N21 100.88(13) . . ? O61 Mn2 N21 161.88(12) . . ? O65 Mn2 N21 94.83(12) . . ? O41 Mn2 N28 94.29(13) . . ? O45 Mn2 N28 171.86(13) . . ? O61 Mn2 N28 90.21(12) . . ? O65 Mn2 N28 102.53(12) . . ? N21 Mn2 N28 72.62(13) . . ? N28 S21 S22 93.20(14) . . ? N29 S22 S21 95.15(14) . . ? C22 N21 C26 118.6(4) . . ? C22 N21 Mn2 123.5(3) . . ? C26 N21 Mn2 117.9(3) . . ? N21 C22 C23 121.8(4) . . ? N21 C22 H22A 119.1 . . ? C23 C22 H22A 119.1 . . ? C22 C23 C24 120.1(4) . . ? C22 C23 Br2 120.3(3) . . ? C24 C23 Br2 119.6(4) . . ? C23 C24 C25 118.1(4) . . ? C23 C24 H24A 120.9 . . ? C25 C24 H24A 120.9 . . ? C26 C25 C24 119.0(4) . . ? C26 C25 H25A 120.5 . . ? C24 C25 H25A 120.5 . . ? N21 C26 C25 122.4(4) . . ? N21 C26 C27 115.0(4) . . ? C25 C26 C27 122.6(4) . . ? N29 C27 N28 122.4(4) . . ? N29 C27 C26 120.1(4) . . ? N28 C27 C26 117.5(4) . . ? C27 N28 S21 114.9(3) . . ? C27 N28 Mn2 116.8(3) . . ? S21 N28 Mn2 128.2(2) . . ? C27 N29 S22 114.3(3) . . ? C42 O41 Mn2 123.5(3) . . ? O41 C42 C43 127.9(4) . . ? O41 C42 C46 113.9(4) . . ? C43 C42 C46 118.2(4) . . ? C44 C43 C42 121.4(4) . . ? C44 C43 H43A 119.3 . . ? C42 C43 H43A 119.3 . . ? O45 C44 C43 127.3(4) . . ? O45 C44 C47 114.5(4) . . ? C43 C44 C47 118.2(4) . . ? C44 O45 Mn2 122.1(3) . . ? F41 C46 F43 108.4(5) . . ? F41 C46 F42 106.8(5) . . ? F43 C46 F42 105.4(5) . . ? F41 C46 C42 115.3(5) . . ? F43 C46 C42 111.2(4) . . ? F42 C46 C42 109.3(5) . . ? F45B C47 F45A 122.2(14) . . ? F45B C47 F44B 119.1(18) . . ? F45A C47 F44B 18(3) . . ? F45B C47 F44A 70.5(17) . . ? F45A C47 F44A 105.8(14) . . ? F44B C47 F44A 122.8(16) . . ? F45B C47 F46A 34.2(19) . . ? F45A C47 F46A 105.3(12) . . ? F44B C47 F46A 94.0(14) . . ? F44A C47 F46A 103.7(7) . . ? F45B C47 F46B 105.5(15) . . ? F45A C47 F46B 83.3(15) . . ? F44B C47 F46B 101.0(17) . . ? F44A C47 F46B 35.3(10) . . ? F46A C47 F46B 136.9(12) . . ? F45B C47 C44 116.0(9) . . ? F45A C47 C44 117.3(9) . . ? F44B C47 C44 110.1(11) . . ? F44A C47 C44 113.6(7) . . ? F46A C47 C44 109.9(6) . . ? F46B C47 C44 102.3(10) . . ? C62 O61 Mn2 122.7(3) . . ? O61 C62 C63 128.4(4) . . ? O61 C62 C66 112.9(4) . . ? C63 C62 C66 118.6(5) . . ? C62 C63 C64 122.5(4) . . ? C62 C63 H63A 118.8 . . ? C64 C63 H63A 118.8 . . ? O65 C64 C63 128.1(4) . . ? O65 C64 C67 114.4(4) . . ? C63 C64 C67 117.5(4) . . ? C64 O65 Mn2 121.3(3) . . ? F61 C66 F62 107.2(4) . . ? F61 C66 F63 106.8(4) . . ? F62 C66 F63 107.1(4) . . ? F61 C66 C62 111.7(4) . . ? F62 C66 C62 111.0(4) . . ? F63 C66 C62 112.8(4) . . ? F66B C67 F64B 109.0(14) . . ? F66B C67 F66A 118.1(12) . . ? F64B C67 F66A 18.7(17) . . ? F66B C67 F64A 68.6(10) . . ? F64B C67 F64A 128.4(10) . . ? F66A C67 F64A 114.3(12) . . ? F66B C67 F65B 115.7(11) . . ? F64B C67 F65B 98.9(10) . . ? F66A C67 F65B 80.2(12) . . ? F64A C67 F65B 49.1(6) . . ? F66B C67 F65A 29.9(16) . . ? F64B C67 F65A 84.9(10) . . ? F66A C67 F65A 99.3(13) . . ? F64A C67 F65A 97.4(11) . . ? F65B C67 F65A 139.4(12) . . ? F66B C67 C64 113.5(7) . . ? F64B C67 C64 111.3(8) . . ? F66A C67 C64 117.0(10) . . ? F64A C67 C64 116.5(6) . . ? F65B C67 C64 107.6(7) . . ? F65A C67 C64 108.5(7) . . ? 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 N18 S11 S12 N19 0.51(19) . . . . ? O55 Mn1 N11 C12 -75.7(3) . . . . ? O35 Mn1 N11 C12 10.4(3) . . . . ? O51 Mn1 N11 C12 -163.9(3) . . . . ? O31 Mn1 N11 C12 92.0(3) . . . . ? N18 Mn1 N11 C12 179.8(4) . . . . ? O55 Mn1 N11 C16 101.3(3) . . . . ? O35 Mn1 N11 C16 -172.6(3) . . . . ? O51 Mn1 N11 C16 13.1(5) . . . . ? O31 Mn1 N11 C16 -91.0(3) . . . . ? N18 Mn1 N11 C16 -3.2(3) . . . . ? C16 N11 C12 C13 0.2(6) . . . . ? Mn1 N11 C12 C13 177.2(3) . . . . ? N11 C12 C13 C14 -1.2(7) . . . . ? N11 C12 C13 Br1 179.5(3) . . . . ? C12 C13 C14 C15 1.0(7) . . . . ? Br1 C13 C14 C15 -179.7(3) . . . . ? C13 C14 C15 C16 0.2(7) . . . . ? C12 N11 C16 C15 1.0(6) . . . . ? Mn1 N11 C16 C15 -176.2(3) . . . . ? C12 N11 C16 C17 -177.9(4) . . . . ? Mn1 N11 C16 C17 4.9(5) . . . . ? C14 C15 C16 N11 -1.2(7) . . . . ? C14 C15 C16 C17 177.6(4) . . . . ? N11 C16 C17 N19 175.4(4) . . . . ? C15 C16 C17 N19 -3.5(7) . . . . ? N11 C16 C17 N18 -4.2(6) . . . . ? C15 C16 C17 N18 176.9(4) . . . . ? N19 C17 N18 S11 -1.1(6) . . . . ? C16 C17 N18 S11 178.5(3) . . . . ? N19 C17 N18 Mn1 -178.2(3) . . . . ? C16 C17 N18 Mn1 1.4(5) . . . . ? S12 S11 N18 C17 0.2(3) . . . . ? S12 S11 N18 Mn1 176.9(2) . . . . ? O55 Mn1 N18 C17 -92.7(3) . . . . ? O35 Mn1 N18 C17 33.2(5) . . . . ? O51 Mn1 N18 C17 -172.0(3) . . . . ? O31 Mn1 N18 C17 106.3(3) . . . . ? N11 Mn1 N18 C17 0.9(3) . . . . ? O55 Mn1 N18 S11 90.7(2) . . . . ? O35 Mn1 N18 S11 -143.5(3) . . . . ? O51 Mn1 N18 S11 11.4(2) . . . . ? O31 Mn1 N18 S11 -70.4(2) . . . . ? N11 Mn1 N18 S11 -175.8(3) . . . . ? N18 C17 N19 S12 1.6(6) . . . . ? C16 C17 N19 S12 -178.0(3) . . . . ? S11 S12 N19 C17 -1.1(3) . . . . ? O55 Mn1 O31 C32 29.4(5) . . . . ? O35 Mn1 O31 C32 -34.2(3) . . . . ? O51 Mn1 O31 C32 83.0(3) . . . . ? N18 Mn1 O31 C32 165.3(3) . . . . ? N11 Mn1 O31 C32 -122.6(3) . . . . ? Mn1 O31 C32 C33 27.1(7) . . . . ? Mn1 O31 C32 C36 -152.7(3) . . . . ? O31 C32 C33 C34 0.4(8) . . . . ? C36 C32 C33 C34 -179.8(4) . . . . ? C32 C33 C34 O35 -5.5(8) . . . . ? C32 C33 C34 C37 175.2(4) . . . . ? C33 C34 O35 Mn1 -18.6(6) . . . . ? C37 C34 O35 Mn1 160.7(3) . . . . ? O55 Mn1 O35 C34 -125.5(3) . . . . ? O51 Mn1 O35 C34 -46.4(4) . . . . ? O31 Mn1 O35 C34 30.8(3) . . . . ? N18 Mn1 O35 C34 105.8(4) . . . . ? N11 Mn1 O35 C34 136.4(3) . . . . ? O31 C32 C36 F31 -175.8(4) . . . . ? C33 C32 C36 F31 4.4(7) . . . . ? O31 C32 C36 F32 62.5(5) . . . . ? C33 C32 C36 F32 -117.3(5) . . . . ? O31 C32 C36 F33 -54.7(6) . . . . ? C33 C32 C36 F33 125.5(5) . . . . ? O35 C34 C37 F34 -99.2(5) . . . . ? C33 C34 C37 F34 80.1(5) . . . . ? O35 C34 C37 F36 140.4(4) . . . . ? C33 C34 C37 F36 -40.3(6) . . . . ? O35 C34 C37 F35 21.6(6) . . . . ? C33 C34 C37 F35 -159.0(4) . . . . ? O55 Mn1 O51 C52 1.3(4) . . . . ? O35 Mn1 O51 C52 -80.3(4) . . . . ? O31 Mn1 O51 C52 -157.3(4) . . . . ? N18 Mn1 O51 C52 109.0(4) . . . . ? N11 Mn1 O51 C52 93.4(5) . . . . ? Mn1 O51 C52 C53 1.7(8) . . . . ? Mn1 O51 C52 C56 -175.8(3) . . . . ? O51 C52 C53 C54 -3.3(9) . . . . ? C56 C52 C53 C54 174.1(5) . . . . ? C52 C53 C54 O55 0.3(8) . . . . ? C52 C53 C54 C57 -176.6(5) . . . . ? C53 C54 O55 Mn1 4.0(7) . . . . ? C57 C54 O55 Mn1 -179.1(3) . . . . ? O35 Mn1 O55 C54 112.3(4) . . . . ? O51 Mn1 O55 C54 -4.0(4) . . . . ? O31 Mn1 O55 C54 49.7(5) . . . . ? N18 Mn1 O55 C54 -83.9(4) . . . . ? N11 Mn1 O55 C54 -157.5(4) . . . . ? O51 C52 C56 F53 66.9(6) . . . . ? C53 C52 C56 F53 -110.9(6) . . . . ? O51 C52 C56 F51 -169.5(5) . . . . ? C53 C52 C56 F51 12.8(8) . . . . ? O51 C52 C56 F52 -52.0(6) . . . . ? C53 C52 C56 F52 130.3(5) . . . . ? O55 C54 C57 F56B -90.3(19) . . . . ? C53 C54 C57 F56B 87.0(18) . . . . ? O55 C54 C57 F56A 131(3) . . . . ? C53 C54 C57 F56A -52(3) . . . . ? O55 C54 C57 F54B 154.2(17) . . . . ? C53 C54 C57 F54B -28.5(18) . . . . ? O55 C54 C57 F55A -106(2) . . . . ? C53 C54 C57 F55A 71(2) . . . . ? O55 C54 C57 F55B 39(3) . . . . ? C53 C54 C57 F55B -144(3) . . . . ? O55 C54 C57 F54A 0(2) . . . . ? C53 C54 C57 F54A 177(2) . . . . ? N28 S21 S22 N29 2.1(2) . . . . ? O41 Mn2 N21 C22 -83.6(3) . . . . ? O45 Mn2 N21 C22 -1.1(3) . . . . ? O61 Mn2 N21 C22 164.7(4) . . . . ? O65 Mn2 N21 C22 82.3(3) . . . . ? N28 Mn2 N21 C22 -176.1(4) . . . . ? O41 Mn2 N21 C26 95.6(3) . . . . ? O45 Mn2 N21 C26 178.0(3) . . . . ? O61 Mn2 N21 C26 -16.2(6) . . . . ? O65 Mn2 N21 C26 -98.6(3) . . . . ? N28 Mn2 N21 C26 3.1(3) . . . . ? C26 N21 C22 C23 0.0(6) . . . . ? Mn2 N21 C22 C23 179.1(3) . . . . ? N21 C22 C23 C24 1.6(7) . . . . ? N21 C22 C23 Br2 -177.6(3) . . . . ? C22 C23 C24 C25 -1.7(7) . . . . ? Br2 C23 C24 C25 177.5(3) . . . . ? C23 C24 C25 C26 0.3(7) . . . . ? C22 N21 C26 C25 -1.5(6) . . . . ? Mn2 N21 C26 C25 179.3(3) . . . . ? C22 N21 C26 C27 177.4(4) . . . . ? Mn2 N21 C26 C27 -1.7(5) . . . . ? C24 C25 C26 N21 1.4(7) . . . . ? C24 C25 C26 C27 -177.5(4) . . . . ? N21 C26 C27 N29 178.2(4) . . . . ? C25 C26 C27 N29 -2.8(7) . . . . ? N21 C26 C27 N28 -2.1(6) . . . . ? C25 C26 C27 N28 176.9(4) . . . . ? N29 C27 N28 S21 2.0(6) . . . . ? C26 C27 N28 S21 -177.7(3) . . . . ? N29 C27 N28 Mn2 -175.5(3) . . . . ? C26 C27 N28 Mn2 4.8(5) . . . . ? S22 S21 N28 C27 -2.4(3) . . . . ? S22 S21 N28 Mn2 174.8(2) . . . . ? O41 Mn2 N28 C27 -99.7(3) . . . . ? O45 Mn2 N28 C27 -41.8(11) . . . . ? O61 Mn2 N28 C27 169.9(3) . . . . ? O65 Mn2 N28 C27 87.0(3) . . . . ? N21 Mn2 N28 C27 -4.2(3) . . . . ? O41 Mn2 N28 S21 83.2(3) . . . . ? O45 Mn2 N28 S21 141.1(8) . . . . ? O61 Mn2 N28 S21 -7.2(3) . . . . ? O65 Mn2 N28 S21 -90.1(3) . . . . ? N21 Mn2 N28 S21 178.7(3) . . . . ? N28 C27 N29 S22 0.0(6) . . . . ? C26 C27 N29 S22 179.7(3) . . . . ? S21 S22 N29 C27 -1.5(3) . . . . ? O45 Mn2 O41 C42 37.0(4) . . . . ? O61 Mn2 O41 C42 -59.7(4) . . . . ? O65 Mn2 O41 C42 8.6(7) . . . . ? N21 Mn2 O41 C42 137.1(4) . . . . ? N28 Mn2 O41 C42 -149.9(4) . . . . ? Mn2 O41 C42 C43 -23.0(8) . . . . ? Mn2 O41 C42 C46 159.1(4) . . . . ? O41 C42 C43 C44 -6.0(9) . . . . ? C46 C42 C43 C44 171.8(5) . . . . ? C42 C43 C44 O45 1.9(9) . . . . ? C42 C43 C44 C47 -177.2(5) . . . . ? C43 C44 O45 Mn2 29.9(7) . . . . ? C47 C44 O45 Mn2 -150.9(4) . . . . ? O41 Mn2 O45 C44 -39.9(4) . . . . ? O61 Mn2 O45 C44 49.5(4) . . . . ? O65 Mn2 O45 C44 131.5(4) . . . . ? N21 Mn2 O45 C44 -134.9(4) . . . . ? N28 Mn2 O45 C44 -98.6(10) . . . . ? O41 C42 C46 F41 -172.2(5) . . . . ? C43 C42 C46 F41 9.7(8) . . . . ? O41 C42 C46 F43 -48.3(7) . . . . ? C43 C42 C46 F43 133.5(5) . . . . ? O41 C42 C46 F42 67.6(6) . . . . ? C43 C42 C46 F42 -110.6(6) . . . . ? O45 C44 C47 F45B 172(2) . . . . ? C43 C44 C47 F45B -8(2) . . . . ? O45 C44 C47 F45A 15.3(16) . . . . ? C43 C44 C47 F45A -165.4(15) . . . . ? O45 C44 C47 F44B 33.3(17) . . . . ? C43 C44 C47 F44B -147.4(16) . . . . ? O45 C44 C47 F44A -108.8(10) . . . . ? C43 C44 C47 F44A 70.5(11) . . . . ? O45 C44 C47 F46A 135.5(6) . . . . ? C43 C44 C47 F46A -45.2(8) . . . . ? O45 C44 C47 F46B -73.5(12) . . . . ? C43 C44 C47 F46B 105.8(12) . . . . ? O41 Mn2 O61 C62 128.7(3) . . . . ? O45 Mn2 O61 C62 47.3(3) . . . . ? O65 Mn2 O61 C62 -34.4(3) . . . . ? N21 Mn2 O61 C62 -118.6(4) . . . . ? N28 Mn2 O61 C62 -137.0(3) . . . . ? Mn2 O61 C62 C63 22.3(6) . . . . ? Mn2 O61 C62 C66 -156.7(3) . . . . ? O61 C62 C63 C64 4.2(8) . . . . ? C66 C62 C63 C64 -176.9(4) . . . . ? C62 C63 C64 O65 -0.8(8) . . . . ? C62 C63 C64 C67 179.9(4) . . . . ? C63 C64 O65 Mn2 -27.6(6) . . . . ? C67 C64 O65 Mn2 151.8(3) . . . . ? O41 Mn2 O65 C64 -32.8(6) . . . . ? O45 Mn2 O65 C64 -61.1(3) . . . . ? O61 Mn2 O65 C64 36.6(3) . . . . ? N21 Mn2 O65 C64 -161.5(3) . . . . ? N28 Mn2 O65 C64 125.2(3) . . . . ? O61 C62 C66 F61 -56.3(6) . . . . ? C63 C62 C66 F61 124.6(5) . . . . ? O61 C62 C66 F62 63.2(5) . . . . ? C63 C62 C66 F62 -115.8(5) . . . . ? O61 C62 C66 F63 -176.6(4) . . . . ? C63 C62 C66 F63 4.3(6) . . . . ? O65 C64 C67 F66B -80.8(18) . . . . ? C63 C64 C67 F66B 98.6(18) . . . . ? O65 C64 C67 F64B 155.8(8) . . . . ? C63 C64 C67 F64B -24.8(10) . . . . ? O65 C64 C67 F66A 136.3(16) . . . . ? C63 C64 C67 F66A -44.3(17) . . . . ? O65 C64 C67 F64A -3.9(14) . . . . ? C63 C64 C67 F64A 175.5(13) . . . . ? O65 C64 C67 F65B 48.6(14) . . . . ? C63 C64 C67 F65B -132.0(14) . . . . ? O65 C64 C67 F65A -112.5(8) . . . . ? C63 C64 C67 F65A 66.9(9) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.431 _refine_diff_density_min -0.804 _refine_diff_density_rms 0.105