Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2004 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Prof Judith A. K. Howard' _publ_contact_author_address ; Department of Chemistry University of Durham Science Laboratories South Road Durham DH1 3LE UNITED KINGDOM ; _publ_contact_author_email J.A.K.HOWARD@DURHAM.AC.UK _publ_section_title ; The thermal and light induced spin transition in [FeL2](BF4)2 (L = 2,6-dipyrazol-1-yl-4-hydroxymethylpyridine) ; loop_ _publ_author_name 'Judith A. K. Howard' 'Jerome Elhaik' 'Malcolm A. Halcrow' 'Victoria A. Money' data_sad _database_code_depnum_ccdc_archive 'CCDC 229749' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common Je52 _chemical_melting_point ? _chemical_formula_moiety 'C24 H22 Fe N10 O2, 2(B F4)' _chemical_formula_sum 'C24 H22 B2 F8 Fe N10 O2' _chemical_formula_weight 711.99 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' B B 0.0013 0.0007 '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' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M Cc _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' _cell_length_a 11.904(2) _cell_length_b 11.935(2) _cell_length_c 20.007(4) _cell_angle_alpha 90.00 _cell_angle_beta 99.71(3) _cell_angle_gamma 90.00 _cell_volume 2801.8(10) _cell_formula_units_Z 4 _cell_measurement_temperature 30(2) _cell_measurement_reflns_used 3513 _cell_measurement_theta_min 2.5275 _cell_measurement_theta_max 27.4895 _exptl_crystal_description pyramid _exptl_crystal_colour brown _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.688 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1440 _exptl_absorpt_coefficient_mu 0.638 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.709399 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details 'XPREP (SHLEXTL, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 30(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1000' _diffrn_measurement_method /w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 6996 _diffrn_reflns_av_R_equivalents 0.0364 _diffrn_reflns_av_sigmaI/netI 0.0760 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.43 _diffrn_reflns_theta_max 27.49 _reflns_number_total 5050 _reflns_number_gt 4864 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART version 5.060 (Bruker, 1999)' _computing_cell_refinement 'SMART version 5.060 (Bruker, 1999)' _computing_data_reduction 'SAINT version 6.02A (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL version 5.10 (Bruker, 1997)' _computing_publication_material 'SHELXTL version 5.10 (Bruker, 1997)' _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^)+(0.0696P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5050 _refine_ls_number_parameters 431 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0461 _refine_ls_R_factor_gt 0.0449 _refine_ls_wR_factor_ref 0.1220 _refine_ls_wR_factor_gt 0.1207 _refine_ls_goodness_of_fit_ref 1.064 _refine_ls_restrained_S_all 1.064 _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 Fe1 Fe 0.59961(3) 0.17354(3) 0.10697(2) 0.00747(12) Uani 1 1 d . . . N1 N 0.7569(2) 0.1118(2) 0.12852(15) 0.0105(6) Uani 1 1 d . . . N2 N 0.7978(2) 0.1111(2) 0.19738(15) 0.0108(6) Uani 1 1 d . . . C1 C 0.8439(3) 0.0764(3) 0.0998(2) 0.0144(7) Uani 1 1 d . . . H1 H 0.8412 0.0685 0.0533 0.017 Uiso 1 1 calc R . . C2 C 0.9391(3) 0.0528(3) 0.1484(2) 0.0166(7) Uani 1 1 d . . . H2 H 1.0095 0.0274 0.1404 0.020 Uiso 1 1 calc R . . C3 C 0.9088(3) 0.0746(3) 0.21032(19) 0.0147(7) Uani 1 1 d . . . H3 H 0.9543 0.0662 0.2526 0.018 Uiso 1 1 calc R . . N3 N 0.6223(3) 0.1775(2) 0.20383(17) 0.0098(6) Uani 1 1 d . . . C4 C 0.7239(3) 0.1509(3) 0.24003(19) 0.0104(6) Uani 1 1 d . . . C5 C 0.7515(3) 0.1665(3) 0.30921(19) 0.0098(6) Uani 1 1 d . . . H5 H 0.8232 0.1482 0.3329 0.012 Uiso 1 1 calc R . . C6 C 0.6655(3) 0.2117(3) 0.34251(17) 0.0114(7) Uani 1 1 d . . . C7 C 0.6928(3) 0.2348(3) 0.41720(19) 0.0135(7) Uani 1 1 d . . . H7A H 0.6350 0.2836 0.4301 0.016 Uiso 1 1 calc R . . H7B H 0.6918 0.1650 0.4420 0.016 Uiso 1 1 calc R . . O1 O 0.8028(2) 0.2867(2) 0.43518(13) 0.0147(5) Uani 1 1 d . . . H1A H 0.790(4) 0.344(4) 0.401(3) 0.018 Uiso 1 1 d . . . C8 C 0.5589(3) 0.2378(3) 0.30511(18) 0.0122(7) Uani 1 1 d . . . H8 H 0.5012 0.2671 0.3260 0.015 Uiso 1 1 calc R . . C9 C 0.5420(3) 0.2188(3) 0.23596(18) 0.0118(6) Uani 1 1 d . . . N4 N 0.4438(2) 0.2468(2) 0.18924(15) 0.0121(6) Uani 1 1 d . . . N5 N 0.4518(2) 0.2374(2) 0.12175(15) 0.0107(6) Uani 1 1 d . . . C10 C 0.3398(3) 0.2863(3) 0.19786(19) 0.0115(6) Uani 1 1 d . . . H10 H 0.3147 0.2989 0.2388 0.014 Uiso 1 1 calc R . . C11 C 0.2795(3) 0.3035(3) 0.13390(19) 0.0132(7) Uani 1 1 d . . . H11 H 0.2052 0.3299 0.1228 0.016 Uiso 1 1 calc R . . C12 C 0.3528(3) 0.2733(3) 0.0885(2) 0.0150(7) Uani 1 1 d . . . H12 H 0.3342 0.2779 0.0415 0.018 Uiso 1 1 calc R . . N10 N 0.6592(3) 0.3250(2) 0.09271(16) 0.0111(6) Uani 1 1 d . . . N9 N 0.6476(3) 0.3535(2) 0.02556(16) 0.0117(6) Uani 1 1 d . . . C13 C 0.4972(3) -0.0684(3) 0.11343(19) 0.0130(7) Uani 1 1 d . . . H13 H 0.4991 -0.0773 0.1598 0.016 Uiso 1 1 calc R . . C14 C 0.4574(3) -0.1500(3) 0.0637(2) 0.0145(7) Uani 1 1 d . . . H14 H 0.4296 -0.2210 0.0710 0.017 Uiso 1 1 calc R . . C15 C 0.4684(3) -0.1029(3) 0.00253(19) 0.0137(7) Uani 1 1 d . . . H15 H 0.4489 -0.1360 -0.0399 0.016 Uiso 1 1 calc R . . N8 N 0.5803(3) 0.1773(2) 0.01033(17) 0.0103(7) Uani 1 1 d . . . C16 C 0.5415(3) 0.0868(3) -0.02654(18) 0.0092(6) Uani 1 1 d . . . C17 C 0.5336(3) 0.0817(3) -0.09621(18) 0.0115(7) Uani 1 1 d . . . H17 H 0.5076 0.0177 -0.1205 0.014 Uiso 1 1 calc R . . C18 C 0.5667(3) 0.1780(3) -0.12859(19) 0.0109(7) Uani 1 1 d . . . C19 C 0.5637(3) 0.1769(3) -0.20476(19) 0.0132(7) Uani 1 1 d . . . H19A H 0.4860 0.1888 -0.2275 0.016 Uiso 1 1 calc R . . H19B H 0.6098 0.2382 -0.2170 0.016 Uiso 1 1 calc R . . O2 O 0.6050(2) 0.0740(2) -0.22745(13) 0.0149(5) Uani 1 1 d . . . H2A H 0.667(5) 0.063(4) -0.206(2) 0.018 Uiso 1 1 d . . . C20 C 0.6043(3) 0.2733(3) -0.09148(18) 0.0109(6) Uani 1 1 d . . . H20 H 0.6251 0.3378 -0.1125 0.013 Uiso 1 1 calc R . . C21 C 0.6096(3) 0.2684(3) -0.02188(18) 0.0105(6) Uani 1 1 d . . . N7 N 0.5133(2) 0.0016(2) 0.01582(15) 0.0109(6) Uani 1 1 d . . . N6 N 0.5313(3) 0.0230(2) 0.08445(15) 0.0112(5) Uani 1 1 d . . . C22 C 0.6789(3) 0.4616(3) 0.0177(2) 0.0139(7) Uani 1 1 d . . . H22 H 0.6782 0.4991 -0.0231 0.017 Uiso 1 1 calc R . . C23 C 0.7117(3) 0.5043(3) 0.08128(19) 0.0142(7) Uani 1 1 d . . . H23 H 0.7377 0.5765 0.0924 0.017 Uiso 1 1 calc R . . C24 C 0.6982(3) 0.4166(3) 0.12674(19) 0.0133(7) Uani 1 1 d . . . H24 H 0.7143 0.4222 0.1737 0.016 Uiso 1 1 calc R . . B1 B 0.3830(3) 0.4345(3) 0.4062(2) 0.0097(7) Uani 1 1 d . . . F1 F 0.32784(19) 0.39937(18) 0.34072(11) 0.0180(5) Uani 1 1 d . . . F2 F 0.30216(19) 0.48487(19) 0.43948(11) 0.0194(5) Uani 1 1 d . . . F3 F 0.4305(2) 0.34131(18) 0.44216(12) 0.0196(5) Uani 1 1 d . . . F4 F 0.4675(2) 0.51077(19) 0.39724(12) 0.0225(5) Uani 1 1 d . . . B2 B 0.2692(3) 0.0225(3) 0.30979(19) 0.0085(7) Uani 1 1 d . . . F5 F 0.16667(19) 0.05584(19) 0.27095(12) 0.0205(5) Uani 1 1 d . . . F6 F 0.2517(2) -0.00664(18) 0.37595(11) 0.0197(5) Uani 1 1 d . . . F7 F 0.3121(2) -0.07175(18) 0.28084(12) 0.0200(5) Uani 1 1 d . . . F8 F 0.3477(2) 0.10913(19) 0.31551(14) 0.0255(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0090(2) 0.0075(2) 0.0061(2) 0.00000(17) 0.00177(15) 0.00016(17) N1 0.0112(13) 0.0107(13) 0.0100(14) -0.0011(10) 0.0033(11) -0.0019(10) N2 0.0087(13) 0.0118(13) 0.0114(14) 0.0002(11) 0.0000(11) 0.0002(10) C1 0.0158(16) 0.0115(15) 0.0186(19) -0.0012(13) 0.0112(14) -0.0014(12) C2 0.0122(16) 0.0119(16) 0.028(2) 0.0019(14) 0.0093(15) 0.0010(13) C3 0.0133(16) 0.0113(16) 0.0184(19) 0.0025(13) -0.0005(14) 0.0035(12) N3 0.0111(16) 0.0085(15) 0.0094(17) 0.0025(10) 0.0010(13) 0.0007(10) C4 0.0092(16) 0.0062(14) 0.0157(18) 0.0020(12) 0.0021(13) 0.0008(12) C5 0.0081(15) 0.0116(15) 0.0094(17) 0.0028(12) 0.0006(13) 0.0002(11) C6 0.0155(17) 0.0069(15) 0.0124(17) 0.0009(12) 0.0039(13) -0.0020(12) C7 0.0099(15) 0.0150(16) 0.0150(17) 0.0003(13) 0.0005(13) -0.0037(13) O1 0.0115(12) 0.0182(13) 0.0133(13) 0.0007(10) -0.0008(9) -0.0041(10) C8 0.0145(17) 0.0094(15) 0.0133(17) 0.0013(12) 0.0045(13) 0.0000(13) C9 0.0129(16) 0.0095(15) 0.0128(17) 0.0022(12) 0.0019(13) -0.0020(12) N4 0.0107(14) 0.0119(13) 0.0136(15) 0.0014(11) 0.0017(11) 0.0016(11) N5 0.0140(14) 0.0074(13) 0.0105(14) 0.0002(10) 0.0017(11) -0.0014(10) C10 0.0082(15) 0.0078(15) 0.0184(17) 0.0002(12) 0.0020(13) 0.0024(12) C11 0.0101(16) 0.0099(15) 0.0175(18) 0.0021(13) -0.0034(14) -0.0005(12) C12 0.0135(16) 0.0107(15) 0.0199(18) 0.0029(14) -0.0002(14) 0.0020(13) N10 0.0100(14) 0.0116(14) 0.0117(15) -0.0030(10) 0.0022(12) 0.0010(10) N9 0.0115(14) 0.0109(13) 0.0124(15) -0.0004(11) 0.0015(11) -0.0011(11) C13 0.0110(15) 0.0121(16) 0.0167(17) 0.0053(13) 0.0049(13) -0.0004(13) C14 0.0154(17) 0.0071(14) 0.0217(19) 0.0008(13) 0.0048(14) -0.0031(13) C15 0.0114(15) 0.0101(16) 0.0196(19) -0.0019(13) 0.0027(14) -0.0010(12) N8 0.0098(15) 0.0088(14) 0.0131(18) -0.0009(10) 0.0041(13) 0.0003(10) C16 0.0058(14) 0.0089(15) 0.0119(17) -0.0005(12) -0.0016(12) 0.0009(11) C17 0.0082(14) 0.0084(15) 0.0173(18) -0.0028(12) 0.0010(13) 0.0003(11) C18 0.0086(16) 0.0129(17) 0.0104(17) 0.0001(12) -0.0009(13) 0.0037(12) C19 0.0188(18) 0.0103(16) 0.0099(18) 0.0016(11) 0.0004(14) 0.0019(12) O2 0.0159(13) 0.0154(13) 0.0134(13) -0.0027(9) 0.0022(11) 0.0034(10) C20 0.0078(15) 0.0130(16) 0.0114(16) 0.0009(12) 0.0003(12) -0.0002(12) C21 0.0113(15) 0.0091(15) 0.0116(16) -0.0004(12) 0.0035(13) -0.0010(12) N7 0.0103(13) 0.0114(13) 0.0113(14) 0.0000(11) 0.0029(11) 0.0016(11) N6 0.0096(13) 0.0126(13) 0.0116(14) 0.0020(10) 0.0021(11) 0.0013(10) C22 0.0124(16) 0.0086(15) 0.0219(18) 0.0001(13) 0.0068(13) 0.0007(12) C23 0.0125(16) 0.0110(16) 0.0194(18) -0.0031(13) 0.0038(14) -0.0008(12) C24 0.0118(16) 0.0122(16) 0.0158(18) -0.0051(13) 0.0018(13) -0.0035(13) B1 0.0114(17) 0.0083(16) 0.0098(17) -0.0018(13) 0.0033(14) 0.0008(13) F1 0.0181(10) 0.0209(11) 0.0144(11) -0.0032(8) 0.0009(9) 0.0007(8) F2 0.0215(11) 0.0214(11) 0.0162(11) -0.0011(8) 0.0062(9) 0.0069(9) F3 0.0216(12) 0.0184(11) 0.0183(12) 0.0049(8) 0.0022(10) 0.0046(9) F4 0.0186(11) 0.0211(12) 0.0271(13) 0.0035(9) 0.0018(10) -0.0043(9) B2 0.0080(16) 0.0079(16) 0.0096(17) 0.0004(13) 0.0018(13) 0.0005(13) F5 0.0170(11) 0.0212(11) 0.0214(12) -0.0033(9) -0.0020(9) 0.0056(9) F6 0.0253(12) 0.0196(11) 0.0164(11) 0.0031(9) 0.0096(9) 0.0044(9) F7 0.0231(12) 0.0192(11) 0.0174(11) -0.0034(9) 0.0023(9) 0.0058(9) F8 0.0219(12) 0.0167(11) 0.0369(15) 0.0045(10) 0.0019(10) -0.0052(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 N8 1.909(3) . ? Fe1 N3 1.912(3) . ? Fe1 N10 1.980(3) . ? Fe1 N5 1.986(3) . ? Fe1 N1 1.991(3) . ? Fe1 N6 1.992(3) . ? N1 C1 1.335(5) . ? N1 N2 1.381(4) . ? N2 C3 1.374(4) . ? N2 C4 1.407(5) . ? C1 C2 1.392(6) . ? C1 H1 0.9300 . ? C2 C3 1.373(5) . ? C2 H2 0.9300 . ? C3 H3 0.9300 . ? N3 C9 1.333(5) . ? N3 C4 1.339(5) . ? C4 C5 1.380(5) . ? C5 C6 1.419(5) . ? C5 H5 0.9300 . ? C6 C8 1.395(5) . ? C6 C7 1.500(5) . ? C7 O1 1.438(4) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? O1 H1A 0.97(5) . ? C8 C9 1.383(5) . ? C8 H8 0.9300 . ? C9 N4 1.408(5) . ? N4 C10 1.363(4) . ? N4 N5 1.374(4) . ? N5 C12 1.322(5) . ? C10 C11 1.373(5) . ? C10 H10 0.9300 . ? C11 C12 1.409(5) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? N10 C24 1.330(4) . ? N10 N9 1.370(4) . ? N9 C22 1.359(4) . ? N9 C21 1.412(4) . ? C13 N6 1.330(4) . ? C13 C14 1.415(5) . ? C13 H13 0.9300 . ? C14 C15 1.373(5) . ? C14 H14 0.9300 . ? C15 N7 1.365(4) . ? C15 H15 0.9300 . ? N8 C21 1.340(4) . ? N8 C16 1.345(4) . ? C16 C17 1.382(5) . ? C16 N7 1.400(4) . ? C17 C18 1.408(5) . ? C17 H17 0.9300 . ? C18 C20 1.391(5) . ? C18 C19 1.518(5) . ? C19 O2 1.425(4) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? O2 H2A 0.80(5) . ? C20 C21 1.384(5) . ? C20 H20 0.9300 . ? N7 N6 1.377(4) . ? C22 C23 1.365(5) . ? C22 H22 0.9300 . ? C23 C24 1.413(5) . ? C23 H23 0.9300 . ? C24 H24 0.9300 . ? B1 F4 1.391(4) . ? B1 F3 1.392(4) . ? B1 F2 1.395(4) . ? B1 F1 1.426(4) . ? B2 F8 1.385(4) . ? B2 F5 1.390(4) . ? B2 F7 1.400(4) . ? B2 F6 1.418(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N8 Fe1 N3 176.99(12) . . ? N8 Fe1 N10 79.48(12) . . ? N3 Fe1 N10 97.50(12) . . ? N8 Fe1 N5 100.58(13) . . ? N3 Fe1 N5 79.43(13) . . ? N10 Fe1 N5 91.10(12) . . ? N8 Fe1 N1 100.15(13) . . ? N3 Fe1 N1 79.79(13) . . ? N10 Fe1 N1 91.27(12) . . ? N5 Fe1 N1 159.22(12) . . ? N8 Fe1 N6 79.47(12) . . ? N3 Fe1 N6 103.54(12) . . ? N10 Fe1 N6 158.95(12) . . ? N5 Fe1 N6 92.41(12) . . ? N1 Fe1 N6 92.75(12) . . ? C1 N1 N2 105.1(3) . . ? C1 N1 Fe1 142.5(3) . . ? N2 N1 Fe1 112.2(2) . . ? C3 N2 N1 110.8(3) . . ? C3 N2 C4 132.2(3) . . ? N1 N2 C4 116.9(3) . . ? N1 C1 C2 111.2(3) . . ? N1 C1 H1 124.4 . . ? C2 C1 H1 124.4 . . ? C3 C2 C1 106.6(3) . . ? C3 C2 H2 126.7 . . ? C1 C2 H2 126.7 . . ? C2 C3 N2 106.3(3) . . ? C2 C3 H3 126.8 . . ? N2 C3 H3 126.8 . . ? C9 N3 C4 118.9(3) . . ? C9 N3 Fe1 120.5(3) . . ? C4 N3 Fe1 120.2(3) . . ? N3 C4 C5 123.4(3) . . ? N3 C4 N2 110.6(3) . . ? C5 C4 N2 125.9(3) . . ? C4 C5 C6 117.0(3) . . ? C4 C5 H5 121.5 . . ? C6 C5 H5 121.5 . . ? C8 C6 C5 119.7(3) . . ? C8 C6 C7 121.2(3) . . ? C5 C6 C7 119.0(3) . . ? O1 C7 C6 111.3(3) . . ? O1 C7 H7A 109.4 . . ? C6 C7 H7A 109.4 . . ? O1 C7 H7B 109.4 . . ? C6 C7 H7B 109.4 . . ? H7A C7 H7B 108.0 . . ? C7 O1 H1A 96(3) . . ? C9 C8 C6 117.7(3) . . ? C9 C8 H8 121.1 . . ? C6 C8 H8 121.1 . . ? N3 C9 C8 123.2(3) . . ? N3 C9 N4 110.5(3) . . ? C8 C9 N4 126.1(3) . . ? C10 N4 N5 111.5(3) . . ? C10 N4 C9 131.9(3) . . ? N5 N4 C9 116.5(3) . . ? C12 N5 N4 105.4(3) . . ? C12 N5 Fe1 141.8(3) . . ? N4 N5 Fe1 112.8(2) . . ? N4 C10 C11 106.1(3) . . ? N4 C10 H10 127.0 . . ? C11 C10 H10 127.0 . . ? C10 C11 C12 106.2(3) . . ? C10 C11 H11 126.9 . . ? C12 C11 H11 126.9 . . ? N5 C12 C11 110.7(3) . . ? N5 C12 H12 124.6 . . ? C11 C12 H12 124.6 . . ? C24 N10 N9 105.4(3) . . ? C24 N10 Fe1 141.2(3) . . ? N9 N10 Fe1 112.9(2) . . ? C22 N9 N10 111.5(3) . . ? C22 N9 C21 131.9(3) . . ? N10 N9 C21 116.6(3) . . ? N6 C13 C14 110.4(3) . . ? N6 C13 H13 124.8 . . ? C14 C13 H13 124.8 . . ? C15 C14 C13 105.9(3) . . ? C15 C14 H14 127.0 . . ? C13 C14 H14 127.0 . . ? N7 C15 C14 107.0(3) . . ? N7 C15 H15 126.5 . . ? C14 C15 H15 126.5 . . ? C21 N8 C16 118.8(3) . . ? C21 N8 Fe1 120.6(2) . . ? C16 N8 Fe1 120.5(2) . . ? N8 C16 C17 123.1(3) . . ? N8 C16 N7 110.3(3) . . ? C17 C16 N7 126.6(3) . . ? C16 C17 C18 116.9(3) . . ? C16 C17 H17 121.6 . . ? C18 C17 H17 121.6 . . ? C20 C18 C17 120.8(3) . . ? C20 C18 C19 119.5(3) . . ? C17 C18 C19 119.6(3) . . ? O2 C19 C18 112.1(3) . . ? O2 C19 H19A 109.2 . . ? C18 C19 H19A 109.2 . . ? O2 C19 H19B 109.2 . . ? C18 C19 H19B 109.2 . . ? H19A C19 H19B 107.9 . . ? C19 O2 H2A 108(3) . . ? C21 C20 C18 117.2(3) . . ? C21 C20 H20 121.4 . . ? C18 C20 H20 121.4 . . ? N8 C21 C20 123.2(3) . . ? N8 C21 N9 109.9(3) . . ? C20 C21 N9 126.9(3) . . ? C15 N7 N6 110.7(3) . . ? C15 N7 C16 132.2(3) . . ? N6 N7 C16 117.1(3) . . ? C13 N6 N7 105.9(3) . . ? C13 N6 Fe1 141.6(3) . . ? N7 N6 Fe1 112.4(2) . . ? N9 C22 C23 106.6(3) . . ? N9 C22 H22 126.7 . . ? C23 C22 H22 126.7 . . ? C22 C23 C24 106.2(3) . . ? C22 C23 H23 126.9 . . ? C24 C23 H23 126.9 . . ? N10 C24 C23 110.3(3) . . ? N10 C24 H24 124.8 . . ? C23 C24 H24 124.8 . . ? F4 B1 F3 110.5(3) . . ? F4 B1 F2 110.6(3) . . ? F3 B1 F2 110.5(3) . . ? F4 B1 F1 107.8(3) . . ? F3 B1 F1 108.9(3) . . ? F2 B1 F1 108.5(3) . . ? F8 B2 F5 110.4(3) . . ? F8 B2 F7 110.2(3) . . ? F5 B2 F7 110.2(3) . . ? F8 B2 F6 108.0(3) . . ? F5 B2 F6 109.7(3) . . ? F7 B2 F6 108.1(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N8 Fe1 N1 C1 0.3(4) . . . . ? N3 Fe1 N1 C1 -176.6(4) . . . . ? N10 Fe1 N1 C1 -79.2(4) . . . . ? N5 Fe1 N1 C1 -175.7(3) . . . . ? N6 Fe1 N1 C1 80.1(4) . . . . ? N8 Fe1 N1 N2 173.6(2) . . . . ? N3 Fe1 N1 N2 -3.3(2) . . . . ? N10 Fe1 N1 N2 94.1(2) . . . . ? N5 Fe1 N1 N2 -2.3(5) . . . . ? N6 Fe1 N1 N2 -106.6(2) . . . . ? C1 N1 N2 C3 -0.5(4) . . . . ? Fe1 N1 N2 C3 -176.3(2) . . . . ? C1 N1 N2 C4 176.8(3) . . . . ? Fe1 N1 N2 C4 1.0(3) . . . . ? N2 N1 C1 C2 0.2(4) . . . . ? Fe1 N1 C1 C2 173.8(3) . . . . ? N1 C1 C2 C3 0.2(4) . . . . ? C1 C2 C3 N2 -0.5(4) . . . . ? N1 N2 C3 C2 0.7(4) . . . . ? C4 N2 C3 C2 -176.1(3) . . . . ? N10 Fe1 N3 C9 88.0(3) . . . . ? N5 Fe1 N3 C9 -1.7(3) . . . . ? N1 Fe1 N3 C9 177.9(3) . . . . ? N6 Fe1 N3 C9 -91.7(3) . . . . ? N10 Fe1 N3 C4 -84.4(3) . . . . ? N5 Fe1 N3 C4 -174.1(3) . . . . ? N1 Fe1 N3 C4 5.6(2) . . . . ? N6 Fe1 N3 C4 95.9(3) . . . . ? C9 N3 C4 C5 -1.8(5) . . . . ? Fe1 N3 C4 C5 170.7(3) . . . . ? C9 N3 C4 N2 -178.8(3) . . . . ? Fe1 N3 C4 N2 -6.3(4) . . . . ? C3 N2 C4 N3 179.7(3) . . . . ? N1 N2 C4 N3 3.1(4) . . . . ? C3 N2 C4 C5 2.8(6) . . . . ? N1 N2 C4 C5 -173.8(3) . . . . ? N3 C4 C5 C6 1.0(5) . . . . ? N2 C4 C5 C6 177.6(3) . . . . ? C4 C5 C6 C8 0.1(5) . . . . ? C4 C5 C6 C7 -177.5(3) . . . . ? C8 C6 C7 O1 -134.3(3) . . . . ? C5 C6 C7 O1 43.2(4) . . . . ? C5 C6 C8 C9 -0.4(5) . . . . ? C7 C6 C8 C9 177.1(3) . . . . ? C4 N3 C9 C8 1.4(5) . . . . ? Fe1 N3 C9 C8 -171.0(3) . . . . ? C4 N3 C9 N4 177.0(3) . . . . ? Fe1 N3 C9 N4 4.6(4) . . . . ? C6 C8 C9 N3 -0.3(5) . . . . ? C6 C8 C9 N4 -175.3(3) . . . . ? N3 C9 N4 C10 176.7(3) . . . . ? C8 C9 N4 C10 -7.8(6) . . . . ? N3 C9 N4 N5 -5.9(4) . . . . ? C8 C9 N4 N5 169.6(3) . . . . ? C10 N4 N5 C12 1.1(4) . . . . ? C9 N4 N5 C12 -176.8(3) . . . . ? C10 N4 N5 Fe1 -177.4(2) . . . . ? C9 N4 N5 Fe1 4.7(3) . . . . ? N8 Fe1 N5 C12 3.8(4) . . . . ? N3 Fe1 N5 C12 -179.3(4) . . . . ? N10 Fe1 N5 C12 83.3(4) . . . . ? N1 Fe1 N5 C12 179.7(3) . . . . ? N6 Fe1 N5 C12 -76.0(4) . . . . ? N8 Fe1 N5 N4 -178.6(2) . . . . ? N3 Fe1 N5 N4 -1.7(2) . . . . ? N10 Fe1 N5 N4 -99.1(2) . . . . ? N1 Fe1 N5 N4 -2.6(4) . . . . ? N6 Fe1 N5 N4 101.6(2) . . . . ? N5 N4 C10 C11 -0.4(4) . . . . ? C9 N4 C10 C11 177.1(3) . . . . ? N4 C10 C11 C12 -0.4(4) . . . . ? N4 N5 C12 C11 -1.3(4) . . . . ? Fe1 N5 C12 C11 176.4(3) . . . . ? C10 C11 C12 N5 1.1(4) . . . . ? N8 Fe1 N10 C24 175.2(4) . . . . ? N3 Fe1 N10 C24 -4.8(4) . . . . ? N5 Fe1 N10 C24 74.7(4) . . . . ? N1 Fe1 N10 C24 -84.7(4) . . . . ? N6 Fe1 N10 C24 174.3(4) . . . . ? N8 Fe1 N10 N9 4.5(2) . . . . ? N3 Fe1 N10 N9 -175.6(2) . . . . ? N5 Fe1 N10 N9 -96.1(2) . . . . ? N1 Fe1 N10 N9 104.5(2) . . . . ? N6 Fe1 N10 N9 3.5(5) . . . . ? C24 N10 N9 C22 0.0(4) . . . . ? Fe1 N10 N9 C22 174.0(2) . . . . ? C24 N10 N9 C21 178.4(3) . . . . ? Fe1 N10 N9 C21 -7.6(3) . . . . ? N6 C13 C14 C15 -0.5(4) . . . . ? C13 C14 C15 N7 0.4(4) . . . . ? N10 Fe1 N8 C21 -0.8(3) . . . . ? N5 Fe1 N8 C21 88.4(3) . . . . ? N1 Fe1 N8 C21 -90.2(3) . . . . ? N6 Fe1 N8 C21 178.9(3) . . . . ? N10 Fe1 N8 C16 176.4(3) . . . . ? N5 Fe1 N8 C16 -94.4(3) . . . . ? N1 Fe1 N8 C16 87.0(3) . . . . ? N6 Fe1 N8 C16 -3.9(3) . . . . ? C21 N8 C16 C17 2.1(5) . . . . ? Fe1 N8 C16 C17 -175.2(3) . . . . ? C21 N8 C16 N7 -178.8(3) . . . . ? Fe1 N8 C16 N7 3.9(4) . . . . ? N8 C16 C17 C18 -1.1(5) . . . . ? N7 C16 C17 C18 180.0(3) . . . . ? C16 C17 C18 C20 -0.6(5) . . . . ? C16 C17 C18 C19 178.1(3) . . . . ? C20 C18 C19 O2 137.3(3) . . . . ? C17 C18 C19 O2 -41.4(5) . . . . ? C17 C18 C20 C21 1.2(5) . . . . ? C19 C18 C20 C21 -177.5(3) . . . . ? C16 N8 C21 C20 -1.5(5) . . . . ? Fe1 N8 C21 C20 175.8(3) . . . . ? C16 N8 C21 N9 179.8(3) . . . . ? Fe1 N8 C21 N9 -2.9(4) . . . . ? C18 C20 C21 N8 -0.1(5) . . . . ? C18 C20 C21 N9 178.3(3) . . . . ? C22 N9 C21 N8 -175.2(3) . . . . ? N10 N9 C21 N8 6.8(4) . . . . ? C22 N9 C21 C20 6.2(6) . . . . ? N10 N9 C21 C20 -171.9(3) . . . . ? C14 C15 N7 N6 -0.1(4) . . . . ? C14 C15 N7 C16 -179.3(3) . . . . ? N8 C16 N7 C15 177.9(3) . . . . ? C17 C16 N7 C15 -3.0(6) . . . . ? N8 C16 N7 N6 -1.2(4) . . . . ? C17 C16 N7 N6 177.9(3) . . . . ? C14 C13 N6 N7 0.4(4) . . . . ? C14 C13 N6 Fe1 -178.3(3) . . . . ? C15 N7 N6 C13 -0.2(4) . . . . ? C16 N7 N6 C13 179.1(3) . . . . ? C15 N7 N6 Fe1 178.9(2) . . . . ? C16 N7 N6 Fe1 -1.8(3) . . . . ? N8 Fe1 N6 C13 -178.5(4) . . . . ? N3 Fe1 N6 C13 1.5(4) . . . . ? N10 Fe1 N6 C13 -177.6(4) . . . . ? N5 Fe1 N6 C13 -78.2(4) . . . . ? N1 Fe1 N6 C13 81.7(4) . . . . ? N8 Fe1 N6 N7 2.9(2) . . . . ? N3 Fe1 N6 N7 -177.1(2) . . . . ? N10 Fe1 N6 N7 3.8(5) . . . . ? N5 Fe1 N6 N7 103.2(2) . . . . ? N1 Fe1 N6 N7 -96.9(2) . . . . ? N10 N9 C22 C23 0.0(4) . . . . ? C21 N9 C22 C23 -178.1(3) . . . . ? N9 C22 C23 C24 0.0(4) . . . . ? N9 N10 C24 C23 0.0(4) . . . . ? Fe1 N10 C24 C23 -171.2(3) . . . . ? C22 C23 C24 N10 0.0(4) . . . . ? _diffrn_measured_fraction_theta_max 0.956 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.956 _refine_diff_density_max 0.655 _refine_diff_density_min -0.439 _refine_diff_density_rms 0.089 data_sad_b _database_code_depnum_ccdc_archive 'CCDC 229750' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common Je52 _chemical_melting_point ? _chemical_formula_moiety 'C24 H22 Fe N10 O2, 2(B F4)' _chemical_formula_sum 'C24 H22 B2 F8 Fe N10 O2' _chemical_formula_weight 711.99 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' B B 0.0013 0.0007 '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' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M Cc _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' _cell_length_a 11.974(2) _cell_length_b 12.001(2) _cell_length_c 20.014(4) _cell_angle_alpha 90.00 _cell_angle_beta 98.44(3) _cell_angle_gamma 90.00 _cell_volume 2844.9(10) _cell_formula_units_Z 4 _cell_measurement_temperature 30(2) _cell_measurement_reflns_used 4446 _cell_measurement_theta_min 2.416 _cell_measurement_theta_max 28.2145 _exptl_crystal_description pyramid _exptl_crystal_colour brown _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.662 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1440 _exptl_absorpt_coefficient_mu 0.628 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.676070 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details 'XPREP (SHLEXTL, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 30(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1000' _diffrn_measurement_method /w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 8019 _diffrn_reflns_av_R_equivalents 0.0373 _diffrn_reflns_av_sigmaI/netI 0.0686 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.42 _diffrn_reflns_theta_max 28.21 _reflns_number_total 5414 _reflns_number_gt 5191 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART version 5.060 (Bruker, 1999)' _computing_cell_refinement 'SMART version 5.060 (Bruker, 1999)' _computing_data_reduction 'SAINT version 6.02A (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL version 5.10 (Bruker, 1997)' _computing_publication_material 'SHELXTL version 5.10 (Bruker, 1997)' _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^)+(0.0612P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5414 _refine_ls_number_parameters 431 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0416 _refine_ls_R_factor_gt 0.0400 _refine_ls_wR_factor_ref 0.1071 _refine_ls_wR_factor_gt 0.1055 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.029 _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 Fe1 Fe 0.60194(3) 0.17615(3) 0.10697(2) 0.00827(11) Uani 1 1 d . . . N1 N 0.7718(2) 0.1129(2) 0.14098(13) 0.0105(5) Uani 1 1 d . . . N2 N 0.8027(2) 0.1140(2) 0.20975(13) 0.0095(5) Uani 1 1 d . . . C1 C 0.8627(2) 0.0738(2) 0.11656(16) 0.0106(6) Uani 1 1 d . . . H1 H 0.8668 0.0634 0.0709 0.013 Uiso 1 1 calc R . . C2 C 0.9514(3) 0.0506(2) 0.16933(16) 0.0131(6) Uani 1 1 d . . . H2 H 1.0228 0.0232 0.1653 0.016 Uiso 1 1 calc R . . C3 C 0.9105(2) 0.0766(2) 0.22754(16) 0.0117(6) Uani 1 1 d . . . H3 H 0.9490 0.0702 0.2712 0.014 Uiso 1 1 calc R . . N3 N 0.6254(2) 0.18392(19) 0.21387(14) 0.0083(5) Uani 1 1 d . . . C4 C 0.7244(2) 0.1572(2) 0.25027(16) 0.0102(6) Uani 1 1 d . . . C5 C 0.7492(2) 0.1710(2) 0.31887(16) 0.0096(6) Uani 1 1 d . . . H5 H 0.8195 0.1518 0.3423 0.012 Uiso 1 1 calc R . . C6 C 0.6635(2) 0.2154(2) 0.35216(15) 0.0095(5) Uani 1 1 d . . . C7 C 0.6876(2) 0.2361(2) 0.42790(15) 0.0106(6) Uani 1 1 d . . . H7A H 0.6321 0.2877 0.4407 0.013 Uiso 1 1 calc R . . H7B H 0.6804 0.1666 0.4516 0.013 Uiso 1 1 calc R . . O1 O 0.79796(18) 0.28056(19) 0.44783(12) 0.0133(4) Uani 1 1 d . . . H1A H 0.799(4) 0.329(3) 0.426(2) 0.016 Uiso 1 1 d . . . C8 C 0.5594(2) 0.2435(2) 0.31553(15) 0.0110(6) Uani 1 1 d . . . H8 H 0.5017 0.2728 0.3366 0.013 Uiso 1 1 calc R . . C9 C 0.5453(2) 0.2260(2) 0.24637(15) 0.0096(5) Uani 1 1 d . . . N4 N 0.4457(2) 0.25379(19) 0.20224(13) 0.0100(5) Uani 1 1 d . . . N5 N 0.4485(2) 0.2497(2) 0.13413(13) 0.0100(5) Uani 1 1 d . . . C10 C 0.3432(2) 0.2889(2) 0.21569(16) 0.0121(6) Uani 1 1 d . . . H10 H 0.3218 0.2975 0.2582 0.015 Uiso 1 1 calc R . . C11 C 0.2775(2) 0.3092(2) 0.15494(16) 0.0107(6) Uani 1 1 d . . . H11 H 0.2033 0.3345 0.1477 0.013 Uiso 1 1 calc R . . C12 C 0.3465(2) 0.2838(2) 0.10573(15) 0.0111(6) Uani 1 1 d . . . H12 H 0.3238 0.2899 0.0594 0.013 Uiso 1 1 calc R . . N10 N 0.6645(2) 0.3390(2) 0.08006(13) 0.0100(5) Uani 1 1 d . . . N9 N 0.6452(2) 0.3603(2) 0.01200(13) 0.0104(5) Uani 1 1 d . . . C13 C 0.4891(2) -0.0764(2) 0.09697(16) 0.0110(6) Uani 1 1 d . . . H13 H 0.4910 -0.0914 0.1427 0.013 Uiso 1 1 calc R . . C14 C 0.4465(3) -0.1502(3) 0.04443(17) 0.0139(6) Uani 1 1 d . . . H14 H 0.4163 -0.2208 0.0486 0.017 Uiso 1 1 calc R . . C15 C 0.4592(2) -0.0952(2) -0.01435(15) 0.0108(6) Uani 1 1 d . . . H15 H 0.4387 -0.1217 -0.0581 0.013 Uiso 1 1 calc R . . N8 N 0.5759(2) 0.18300(19) 0.00014(14) 0.0089(5) Uani 1 1 d . . . C16 C 0.5386(2) 0.0936(2) -0.03675(16) 0.0096(5) Uani 1 1 d . . . C17 C 0.5311(2) 0.0887(2) -0.10647(16) 0.0102(6) Uani 1 1 d . . . H17 H 0.5044 0.0253 -0.1304 0.012 Uiso 1 1 calc R . . C18 C 0.5654(3) 0.1832(2) -0.13944(16) 0.0105(6) Uani 1 1 d . . . C19 C 0.5634(3) 0.1812(2) -0.21511(15) 0.0103(6) Uani 1 1 d . . . H19A H 0.4874 0.1966 -0.2372 0.012 Uiso 1 1 calc R . . H19B H 0.6124 0.2396 -0.2277 0.012 Uiso 1 1 calc R . . O2 O 0.5995(2) 0.07639(17) -0.23838(12) 0.0137(4) Uani 1 1 d . . . H2A H 0.657(4) 0.064(3) -0.216(2) 0.016 Uiso 1 1 d . . . C20 C 0.6022(2) 0.2784(2) -0.10188(15) 0.0103(6) Uani 1 1 d . . . H20 H 0.6229 0.3429 -0.1228 0.012 Uiso 1 1 calc R . . C21 C 0.6066(2) 0.2725(2) -0.03252(15) 0.0096(5) Uani 1 1 d . . . N7 N 0.5074(2) 0.0054(2) 0.00371(13) 0.0099(5) Uani 1 1 d . . . N6 N 0.5263(2) 0.0173(2) 0.07242(13) 0.0103(5) Uani 1 1 d . . . C22 C 0.6684(2) 0.4689(2) -0.00148(16) 0.0119(6) Uani 1 1 d . . . H22 H 0.6614 0.5023 -0.0438 0.014 Uiso 1 1 calc R . . C23 C 0.7042(2) 0.5194(2) 0.05972(16) 0.0125(6) Uani 1 1 d . . . H23 H 0.7263 0.5931 0.0672 0.015 Uiso 1 1 calc R . . C24 C 0.7003(2) 0.4356(2) 0.10850(16) 0.0117(6) Uani 1 1 d . . . H24 H 0.7202 0.4461 0.1547 0.014 Uiso 1 1 calc R . . B1 B 0.3686(3) 0.4388(2) 0.41207(17) 0.0076(6) Uani 1 1 d . . . F1 F 0.30503(15) 0.40850(15) 0.34875(9) 0.0156(4) Uani 1 1 d . . . F2 F 0.29777(15) 0.48449(15) 0.45351(10) 0.0165(4) Uani 1 1 d . . . F3 F 0.42077(16) 0.34283(15) 0.44153(10) 0.0168(4) Uani 1 1 d . . . F4 F 0.45065(15) 0.51493(16) 0.39892(10) 0.0178(4) Uani 1 1 d . . . B2 B 0.2735(3) 0.0098(3) 0.30337(16) 0.0071(6) Uani 1 1 d . . . F5 F 0.17220(15) 0.05230(16) 0.26967(10) 0.0184(4) Uani 1 1 d . . . F6 F 0.25493(16) -0.03194(15) 0.36718(9) 0.0172(4) Uani 1 1 d . . . F7 F 0.31193(16) -0.07698(15) 0.26628(10) 0.0170(4) Uani 1 1 d . . . F8 F 0.35386(16) 0.09405(15) 0.31445(11) 0.0179(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.00971(18) 0.00696(18) 0.00839(19) -0.00033(15) 0.00215(13) -0.00005(14) N1 0.0128(12) 0.0110(11) 0.0078(12) -0.0010(9) 0.0020(9) -0.0011(9) N2 0.0109(11) 0.0074(11) 0.0109(12) -0.0002(9) 0.0038(9) 0.0000(8) C1 0.0109(13) 0.0087(12) 0.0135(16) -0.0014(10) 0.0061(11) -0.0007(10) C2 0.0117(14) 0.0123(14) 0.0157(16) -0.0031(11) 0.0035(12) 0.0005(10) C3 0.0115(14) 0.0079(13) 0.0156(16) 0.0006(10) 0.0022(11) -0.0020(10) N3 0.0106(13) 0.0063(12) 0.0090(15) 0.0005(8) 0.0043(11) 0.0001(8) C4 0.0110(14) 0.0048(12) 0.0162(15) 0.0009(10) 0.0067(11) 0.0008(10) C5 0.0080(13) 0.0071(13) 0.0140(15) 0.0011(10) 0.0023(11) 0.0001(9) C6 0.0134(14) 0.0062(13) 0.0105(14) 0.0002(10) 0.0067(11) -0.0008(10) C7 0.0104(13) 0.0126(13) 0.0083(14) 0.0002(10) -0.0007(11) 0.0004(10) O1 0.0126(10) 0.0128(10) 0.0143(11) 0.0004(8) 0.0016(8) -0.0037(8) C8 0.0127(14) 0.0096(13) 0.0117(15) -0.0027(10) 0.0058(11) 0.0014(10) C9 0.0100(13) 0.0054(12) 0.0135(15) 0.0021(10) 0.0024(11) -0.0017(9) N4 0.0109(11) 0.0093(11) 0.0102(12) -0.0010(9) 0.0026(9) 0.0012(9) N5 0.0113(11) 0.0107(11) 0.0083(12) -0.0007(9) 0.0025(9) -0.0003(9) C10 0.0112(13) 0.0109(13) 0.0156(15) -0.0006(11) 0.0066(11) 0.0003(10) C11 0.0084(13) 0.0091(13) 0.0144(15) -0.0012(11) 0.0013(11) -0.0008(10) C12 0.0139(14) 0.0097(13) 0.0092(14) 0.0006(10) 0.0002(11) 0.0008(10) N10 0.0122(12) 0.0106(11) 0.0073(12) -0.0008(9) 0.0014(9) -0.0002(9) N9 0.0126(12) 0.0082(11) 0.0108(12) 0.0001(9) 0.0025(9) -0.0017(9) C13 0.0104(13) 0.0097(13) 0.0132(15) 0.0034(10) 0.0031(11) 0.0032(10) C14 0.0164(15) 0.0064(13) 0.0196(17) 0.0014(11) 0.0053(12) -0.0005(11) C15 0.0116(14) 0.0083(13) 0.0127(15) -0.0021(10) 0.0030(11) -0.0007(10) N8 0.0097(12) 0.0097(12) 0.0075(15) 0.0010(8) 0.0017(11) 0.0023(8) C16 0.0047(12) 0.0102(13) 0.0139(15) 0.0010(11) 0.0014(10) 0.0010(9) C17 0.0086(13) 0.0087(13) 0.0136(15) -0.0011(10) 0.0021(11) 0.0000(9) C18 0.0101(14) 0.0121(14) 0.0097(15) -0.0007(10) 0.0032(11) 0.0031(10) C19 0.0149(14) 0.0096(13) 0.0069(14) -0.0007(10) 0.0036(11) 0.0016(10) O2 0.0189(11) 0.0091(10) 0.0136(11) -0.0027(8) 0.0038(9) 0.0012(8) C20 0.0081(12) 0.0077(13) 0.0158(16) 0.0025(11) 0.0039(11) 0.0008(10) C21 0.0060(12) 0.0078(13) 0.0151(15) -0.0007(10) 0.0018(10) 0.0018(9) N7 0.0111(11) 0.0076(11) 0.0111(12) 0.0011(9) 0.0020(9) 0.0010(9) N6 0.0120(11) 0.0091(11) 0.0101(12) -0.0004(9) 0.0028(9) 0.0003(9) C22 0.0118(13) 0.0076(13) 0.0170(15) 0.0008(11) 0.0047(11) -0.0019(10) C23 0.0122(14) 0.0113(14) 0.0146(16) -0.0013(11) 0.0037(12) -0.0006(10) C24 0.0099(13) 0.0129(14) 0.0128(15) -0.0012(11) 0.0029(11) -0.0013(10) B1 0.0069(14) 0.0069(13) 0.0094(16) 0.0003(11) 0.0023(12) 0.0001(11) F1 0.0164(9) 0.0172(9) 0.0136(9) -0.0032(7) 0.0039(7) -0.0015(7) F2 0.0183(9) 0.0177(9) 0.0143(9) -0.0015(7) 0.0054(7) 0.0050(7) F3 0.0177(9) 0.0119(8) 0.0215(10) 0.0044(7) 0.0053(8) 0.0042(6) F4 0.0154(9) 0.0164(9) 0.0214(11) 0.0048(8) 0.0021(8) -0.0020(7) B2 0.0076(14) 0.0094(14) 0.0043(15) 0.0013(11) 0.0001(11) 0.0003(11) F5 0.0146(9) 0.0169(9) 0.0232(11) -0.0033(7) 0.0011(8) 0.0036(7) F6 0.0225(9) 0.0150(9) 0.0156(10) 0.0017(7) 0.0076(8) 0.0006(7) F7 0.0199(9) 0.0158(9) 0.0151(10) -0.0018(7) 0.0022(7) 0.0050(7) F8 0.0181(10) 0.0117(9) 0.0235(10) 0.0041(7) 0.0011(8) -0.0036(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 N8 2.117(3) . ? Fe1 N3 2.119(3) . ? Fe1 N5 2.178(2) . ? Fe1 N6 2.179(2) . ? Fe1 N1 2.184(3) . ? Fe1 N10 2.189(3) . ? N1 C1 1.342(4) . ? N1 N2 1.372(4) . ? N2 C3 1.364(4) . ? N2 C4 1.424(4) . ? C1 C2 1.411(4) . ? C1 H1 0.9300 . ? C2 C3 1.365(4) . ? C2 H2 0.9300 . ? C3 H3 0.9300 . ? N3 C9 1.335(4) . ? N3 C4 1.336(4) . ? C4 C5 1.371(4) . ? C5 C6 1.408(4) . ? C5 H5 0.9300 . ? C6 C8 1.391(4) . ? C6 C7 1.521(4) . ? C7 O1 1.427(3) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? O1 H1A 0.73(4) . ? C8 C9 1.386(4) . ? C8 H8 0.9300 . ? C9 N4 1.415(4) . ? N4 C10 1.362(4) . ? N4 N5 1.369(4) . ? N5 C12 1.333(4) . ? C10 C11 1.370(5) . ? C10 H10 0.9300 . ? C11 C12 1.409(4) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? N10 C24 1.333(4) . ? N10 N9 1.372(4) . ? N9 C22 1.368(4) . ? N9 C21 1.413(4) . ? C13 N6 1.330(4) . ? C13 C14 1.412(4) . ? C13 H13 0.9300 . ? C14 C15 1.376(4) . ? C14 H14 0.9300 . ? C15 N7 1.364(4) . ? C15 H15 0.9300 . ? N8 C21 1.336(4) . ? N8 C16 1.341(4) . ? C16 C17 1.386(4) . ? C16 N7 1.416(4) . ? C17 C18 1.403(4) . ? C17 H17 0.9300 . ? C18 C20 1.403(4) . ? C18 C19 1.511(4) . ? C19 O2 1.430(3) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? O2 H2A 0.78(4) . ? C20 C21 1.383(4) . ? C20 H20 0.9300 . ? N7 N6 1.368(4) . ? C22 C23 1.377(4) . ? C22 H22 0.9300 . ? C23 C24 1.407(4) . ? C23 H23 0.9300 . ? C24 H24 0.9300 . ? B1 F2 1.384(4) . ? B1 F4 1.395(4) . ? B1 F3 1.398(3) . ? B1 F1 1.426(4) . ? B2 F8 1.391(4) . ? B2 F7 1.395(4) . ? B2 F5 1.395(4) . ? B2 F6 1.419(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N8 Fe1 N3 175.17(8) . . ? N8 Fe1 N5 103.40(10) . . ? N3 Fe1 N5 73.84(10) . . ? N8 Fe1 N6 73.78(10) . . ? N3 Fe1 N6 110.26(10) . . ? N5 Fe1 N6 96.14(9) . . ? N8 Fe1 N1 108.71(10) . . ? N3 Fe1 N1 73.81(10) . . ? N5 Fe1 N1 147.58(10) . . ? N6 Fe1 N1 96.87(9) . . ? N8 Fe1 N10 73.84(9) . . ? N3 Fe1 N10 102.11(9) . . ? N5 Fe1 N10 91.79(9) . . ? N6 Fe1 N10 147.62(10) . . ? N1 Fe1 N10 92.90(9) . . ? C1 N1 N2 104.8(2) . . ? C1 N1 Fe1 140.9(2) . . ? N2 N1 Fe1 114.29(18) . . ? C3 N2 N1 111.4(2) . . ? C3 N2 C4 130.4(3) . . ? N1 N2 C4 118.1(2) . . ? N1 C1 C2 111.0(3) . . ? N1 C1 H1 124.5 . . ? C2 C1 H1 124.5 . . ? C3 C2 C1 105.6(3) . . ? C3 C2 H2 127.2 . . ? C1 C2 H2 127.2 . . ? N2 C3 C2 107.3(3) . . ? N2 C3 H3 126.4 . . ? C2 C3 H3 126.4 . . ? C9 N3 C4 117.9(3) . . ? C9 N3 Fe1 120.7(2) . . ? C4 N3 Fe1 121.0(2) . . ? N3 C4 C5 124.2(3) . . ? N3 C4 N2 112.5(3) . . ? C5 C4 N2 123.4(3) . . ? C4 C5 C6 117.0(3) . . ? C4 C5 H5 121.5 . . ? C6 C5 H5 121.5 . . ? C8 C6 C5 120.1(3) . . ? C8 C6 C7 120.6(3) . . ? C5 C6 C7 119.2(3) . . ? O1 C7 C6 111.8(2) . . ? O1 C7 H7A 109.2 . . ? C6 C7 H7A 109.2 . . ? O1 C7 H7B 109.2 . . ? C6 C7 H7B 109.2 . . ? H7A C7 H7B 107.9 . . ? C7 O1 H1A 103(3) . . ? C9 C8 C6 117.3(3) . . ? C9 C8 H8 121.4 . . ? C6 C8 H8 121.4 . . ? N3 C9 C8 123.6(3) . . ? N3 C9 N4 112.6(3) . . ? C8 C9 N4 123.8(3) . . ? C10 N4 N5 111.2(2) . . ? C10 N4 C9 130.6(3) . . ? N5 N4 C9 118.2(2) . . ? C12 N5 N4 105.0(2) . . ? C12 N5 Fe1 140.5(2) . . ? N4 N5 Fe1 114.04(18) . . ? N4 C10 C11 107.3(3) . . ? N4 C10 H10 126.4 . . ? C11 C10 H10 126.4 . . ? C10 C11 C12 105.2(3) . . ? C10 C11 H11 127.4 . . ? C12 C11 H11 127.4 . . ? N5 C12 C11 111.3(3) . . ? N5 C12 H12 124.4 . . ? C11 C12 H12 124.4 . . ? C24 N10 N9 105.0(2) . . ? C24 N10 Fe1 140.4(2) . . ? N9 N10 Fe1 113.36(18) . . ? C22 N9 N10 111.3(2) . . ? C22 N9 C21 130.0(3) . . ? N10 N9 C21 118.7(2) . . ? N6 C13 C14 111.1(3) . . ? N6 C13 H13 124.5 . . ? C14 C13 H13 124.5 . . ? C15 C14 C13 105.3(3) . . ? C15 C14 H14 127.4 . . ? C13 C14 H14 127.4 . . ? N7 C15 C14 107.0(3) . . ? N7 C15 H15 126.5 . . ? C14 C15 H15 126.5 . . ? C21 N8 C16 117.8(3) . . ? C21 N8 Fe1 121.0(2) . . ? C16 N8 Fe1 120.8(2) . . ? N8 C16 C17 123.7(3) . . ? N8 C16 N7 112.2(3) . . ? C17 C16 N7 124.1(3) . . ? C16 C17 C18 117.3(3) . . ? C16 C17 H17 121.3 . . ? C18 C17 H17 121.3 . . ? C17 C18 C20 119.8(3) . . ? C17 C18 C19 119.7(3) . . ? C20 C18 C19 120.5(3) . . ? O2 C19 C18 112.3(2) . . ? O2 C19 H19A 109.1 . . ? C18 C19 H19A 109.1 . . ? O2 C19 H19B 109.1 . . ? C18 C19 H19B 109.1 . . ? H19A C19 H19B 107.9 . . ? C19 O2 H2A 105(3) . . ? C21 C20 C18 117.3(3) . . ? C21 C20 H20 121.4 . . ? C18 C20 H20 121.4 . . ? N8 C21 C20 124.0(3) . . ? N8 C21 N9 112.3(3) . . ? C20 C21 N9 123.7(3) . . ? C15 N7 N6 111.1(2) . . ? C15 N7 C16 130.3(3) . . ? N6 N7 C16 118.6(2) . . ? C13 N6 N7 105.5(2) . . ? C13 N6 Fe1 140.2(2) . . ? N7 N6 Fe1 114.23(17) . . ? N9 C22 C23 106.8(3) . . ? N9 C22 H22 126.6 . . ? C23 C22 H22 126.6 . . ? C22 C23 C24 105.4(3) . . ? C22 C23 H23 127.3 . . ? C24 C23 H23 127.3 . . ? N10 C24 C23 111.5(3) . . ? N10 C24 H24 124.3 . . ? C23 C24 H24 124.3 . . ? F2 B1 F4 111.4(2) . . ? F2 B1 F3 110.4(2) . . ? F4 B1 F3 109.6(2) . . ? F2 B1 F1 109.8(2) . . ? F4 B1 F1 107.3(2) . . ? F3 B1 F1 108.2(2) . . ? F8 B2 F7 110.7(3) . . ? F8 B2 F5 110.1(2) . . ? F7 B2 F5 110.3(2) . . ? F8 B2 F6 108.0(2) . . ? F7 B2 F6 108.8(2) . . ? F5 B2 F6 108.9(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 N8 Fe1 N1 C1 -3.1(3) . . . . ? N3 Fe1 N1 C1 -178.8(3) . . . . ? N5 Fe1 N1 C1 -174.9(3) . . . . ? N6 Fe1 N1 C1 72.1(3) . . . . ? N10 Fe1 N1 C1 -77.0(3) . . . . ? N8 Fe1 N1 N2 174.44(18) . . . . ? N3 Fe1 N1 N2 -1.25(18) . . . . ? N5 Fe1 N1 N2 2.6(3) . . . . ? N6 Fe1 N1 N2 -110.41(19) . . . . ? N10 Fe1 N1 N2 100.52(19) . . . . ? C1 N1 N2 C3 0.2(3) . . . . ? Fe1 N1 N2 C3 -178.20(18) . . . . ? C1 N1 N2 C4 177.0(2) . . . . ? Fe1 N1 N2 C4 -1.4(3) . . . . ? N2 N1 C1 C2 -0.3(3) . . . . ? Fe1 N1 C1 C2 177.3(2) . . . . ? N1 C1 C2 C3 0.3(3) . . . . ? N1 N2 C3 C2 0.0(3) . . . . ? C4 N2 C3 C2 -176.3(3) . . . . ? C1 C2 C3 N2 -0.2(3) . . . . ? N5 Fe1 N3 C9 -0.3(2) . . . . ? N6 Fe1 N3 C9 -91.0(2) . . . . ? N1 Fe1 N3 C9 177.5(2) . . . . ? N10 Fe1 N3 C9 88.0(2) . . . . ? N5 Fe1 N3 C4 -173.7(2) . . . . ? N6 Fe1 N3 C4 95.6(2) . . . . ? N1 Fe1 N3 C4 4.1(2) . . . . ? N10 Fe1 N3 C4 -85.4(2) . . . . ? C9 N3 C4 C5 -0.5(4) . . . . ? Fe1 N3 C4 C5 173.1(2) . . . . ? C9 N3 C4 N2 -179.6(2) . . . . ? Fe1 N3 C4 N2 -6.0(3) . . . . ? C3 N2 C4 N3 -179.3(3) . . . . ? N1 N2 C4 N3 4.7(3) . . . . ? C3 N2 C4 C5 1.6(4) . . . . ? N1 N2 C4 C5 -174.5(2) . . . . ? N3 C4 C5 C6 0.5(4) . . . . ? N2 C4 C5 C6 179.6(2) . . . . ? C4 C5 C6 C8 -0.2(4) . . . . ? C4 C5 C6 C7 -178.0(2) . . . . ? C8 C6 C7 O1 -137.5(3) . . . . ? C5 C6 C7 O1 40.3(4) . . . . ? C5 C6 C8 C9 -0.2(4) . . . . ? C7 C6 C8 C9 177.6(2) . . . . ? C4 N3 C9 C8 0.1(4) . . . . ? Fe1 N3 C9 C8 -173.5(2) . . . . ? C4 N3 C9 N4 178.4(2) . . . . ? Fe1 N3 C9 N4 4.8(3) . . . . ? C6 C8 C9 N3 0.2(4) . . . . ? C6 C8 C9 N4 -177.9(3) . . . . ? N3 C9 N4 C10 173.5(3) . . . . ? C8 C9 N4 C10 -8.2(5) . . . . ? N3 C9 N4 N5 -8.8(3) . . . . ? C8 C9 N4 N5 169.5(3) . . . . ? C10 N4 N5 C12 0.6(3) . . . . ? C9 N4 N5 C12 -177.5(2) . . . . ? C10 N4 N5 Fe1 -173.22(18) . . . . ? C9 N4 N5 Fe1 8.7(3) . . . . ? N8 Fe1 N5 C12 9.1(3) . . . . ? N3 Fe1 N5 C12 -175.0(3) . . . . ? N6 Fe1 N5 C12 -65.6(3) . . . . ? N1 Fe1 N5 C12 -178.8(3) . . . . ? N10 Fe1 N5 C12 82.9(3) . . . . ? N8 Fe1 N5 N4 179.71(18) . . . . ? N3 Fe1 N5 N4 -4.39(18) . . . . ? N6 Fe1 N5 N4 104.97(19) . . . . ? N1 Fe1 N5 N4 -8.2(3) . . . . ? N10 Fe1 N5 N4 -106.47(19) . . . . ? N5 N4 C10 C11 -0.6(3) . . . . ? C9 N4 C10 C11 177.2(3) . . . . ? N4 C10 C11 C12 0.3(3) . . . . ? N4 N5 C12 C11 -0.4(3) . . . . ? Fe1 N5 C12 C11 170.7(2) . . . . ? C10 C11 C12 N5 0.1(3) . . . . ? N8 Fe1 N10 C24 170.1(3) . . . . ? N3 Fe1 N10 C24 -7.2(3) . . . . ? N5 Fe1 N10 C24 66.7(3) . . . . ? N6 Fe1 N10 C24 171.1(3) . . . . ? N1 Fe1 N10 C24 -81.3(3) . . . . ? N8 Fe1 N10 N9 4.96(18) . . . . ? N3 Fe1 N10 N9 -172.34(18) . . . . ? N5 Fe1 N10 N9 -98.48(19) . . . . ? N6 Fe1 N10 N9 5.9(3) . . . . ? N1 Fe1 N10 N9 113.61(19) . . . . ? C24 N10 N9 C22 -0.3(3) . . . . ? Fe1 N10 N9 C22 170.00(19) . . . . ? C24 N10 N9 C21 179.6(2) . . . . ? Fe1 N10 N9 C21 -10.1(3) . . . . ? N6 C13 C14 C15 -0.4(3) . . . . ? C13 C14 C15 N7 0.2(3) . . . . ? N5 Fe1 N8 C21 88.6(2) . . . . ? N6 Fe1 N8 C21 -178.8(2) . . . . ? N1 Fe1 N8 C21 -86.9(2) . . . . ? N10 Fe1 N8 C21 0.6(2) . . . . ? N5 Fe1 N8 C16 -98.1(2) . . . . ? N6 Fe1 N8 C16 -5.5(2) . . . . ? N1 Fe1 N8 C16 86.4(2) . . . . ? N10 Fe1 N8 C16 174.0(2) . . . . ? C21 N8 C16 C17 0.6(4) . . . . ? Fe1 N8 C16 C17 -172.9(2) . . . . ? C21 N8 C16 N7 -179.2(2) . . . . ? Fe1 N8 C16 N7 7.3(3) . . . . ? N8 C16 C17 C18 0.3(4) . . . . ? N7 C16 C17 C18 -180.0(3) . . . . ? C16 C17 C18 C20 -1.8(4) . . . . ? C16 C17 C18 C19 177.6(3) . . . . ? C17 C18 C19 O2 -39.2(4) . . . . ? C20 C18 C19 O2 140.2(3) . . . . ? C17 C18 C20 C21 2.3(4) . . . . ? C19 C18 C20 C21 -177.1(3) . . . . ? C16 N8 C21 C20 0.0(4) . . . . ? Fe1 N8 C21 C20 173.5(2) . . . . ? C16 N8 C21 N9 -179.4(2) . . . . ? Fe1 N8 C21 N9 -5.9(3) . . . . ? C18 C20 C21 N8 -1.4(4) . . . . ? C18 C20 C21 N9 177.9(3) . . . . ? C22 N9 C21 N8 -169.6(3) . . . . ? N10 N9 C21 N8 10.6(3) . . . . ? C22 N9 C21 C20 11.0(5) . . . . ? N10 N9 C21 C20 -168.8(3) . . . . ? C14 C15 N7 N6 0.0(3) . . . . ? C14 C15 N7 C16 179.9(3) . . . . ? N8 C16 N7 C15 175.1(3) . . . . ? C17 C16 N7 C15 -4.6(5) . . . . ? N8 C16 N7 N6 -4.9(3) . . . . ? C17 C16 N7 N6 175.4(3) . . . . ? C14 C13 N6 N7 0.4(3) . . . . ? C14 C13 N6 Fe1 179.3(2) . . . . ? C15 N7 N6 C13 -0.2(3) . . . . ? C16 N7 N6 C13 179.8(2) . . . . ? C15 N7 N6 Fe1 -179.47(18) . . . . ? C16 N7 N6 Fe1 0.6(3) . . . . ? N8 Fe1 N6 C13 -176.5(3) . . . . ? N3 Fe1 N6 C13 0.7(3) . . . . ? N5 Fe1 N6 C13 -74.3(3) . . . . ? N1 Fe1 N6 C13 75.9(3) . . . . ? N10 Fe1 N6 C13 -177.5(3) . . . . ? N8 Fe1 N6 N7 2.37(18) . . . . ? N3 Fe1 N6 N7 179.59(18) . . . . ? N5 Fe1 N6 N7 104.58(19) . . . . ? N1 Fe1 N6 N7 -105.18(19) . . . . ? N10 Fe1 N6 N7 1.4(3) . . . . ? N10 N9 C22 C23 0.2(3) . . . . ? C21 N9 C22 C23 -179.6(3) . . . . ? N9 C22 C23 C24 -0.1(3) . . . . ? N9 N10 C24 C23 0.2(3) . . . . ? Fe1 N10 C24 C23 -165.7(2) . . . . ? C22 C23 C24 N10 0.0(3) . . . . ? _diffrn_measured_fraction_theta_max 0.920 _diffrn_reflns_theta_full 28.21 _diffrn_measured_fraction_theta_full 0.920 _refine_diff_density_max 0.717 _refine_diff_density_min -0.359 _refine_diff_density_rms 0.082 data_x:\victoria\halcrow\03vam069\sad _database_code_depnum_ccdc_archive 'CCDC 229751' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H22 Fe N10 O2, 2(B F4)' _chemical_formula_sum 'C24 H22 B2 F8 Fe N10 O2' _chemical_formula_weight 711.99 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' B B 0.0013 0.0007 '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' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M Cc _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' _cell_length_a 12.115(2) _cell_length_b 12.118(2) _cell_length_c 20.414(4) _cell_angle_alpha 90.00 _cell_angle_beta 99.53(3) _cell_angle_gamma 90.00 _cell_volume 2955.6(10) _cell_formula_units_Z 4 _cell_measurement_temperature 300(2) _cell_measurement_reflns_used 2596 _cell_measurement_theta_min 2.394 _cell_measurement_theta_max 24.0875 _exptl_crystal_description pyramid _exptl_crystal_colour yellow _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.600 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1440 _exptl_absorpt_coefficient_mu 0.604 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.862669 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details 'XPREP (SHLEXTL, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 300(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1000' _diffrn_measurement_method /w _diffrn_detector_area_resol_mean . _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 10525 _diffrn_reflns_av_R_equivalents 0.0429 _diffrn_reflns_av_sigmaI/netI 0.0816 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.02 _diffrn_reflns_theta_max 27.48 _reflns_number_total 6100 _reflns_number_gt 4268 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART version 5.060 (Bruker, 1999)' _computing_cell_refinement 'SMART version 5.060 (Bruker, 1999)' _computing_data_reduction 'SAINT version 6.02A (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL version 5.10 (Bruker, 1997)' _computing_publication_material 'SHELXTL version 5.10 (Bruker, 1997)' _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^)+(0.0747P)^2^+1.8950P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.05(3) _refine_ls_number_reflns 6100 _refine_ls_number_parameters 446 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0959 _refine_ls_R_factor_gt 0.0622 _refine_ls_wR_factor_ref 0.1635 _refine_ls_wR_factor_gt 0.1458 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.026 _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 Fe1 Fe 0.40035(6) 0.82202(6) 0.89330(4) 0.0398(2) Uani 1 1 d . . . N1 N 0.2335(4) 0.8865(4) 0.8628(2) 0.0451(11) Uani 1 1 d . . . N2 N 0.1974(4) 0.8861(4) 0.7943(2) 0.0433(10) Uani 1 1 d . . . C1 C 0.1462(6) 0.9243(5) 0.8876(3) 0.0558(15) Uani 1 1 d . . . H1 H 0.1454 0.9343 0.9326 0.067 Uiso 1 1 calc R . . C2 C 0.0548(6) 0.9476(6) 0.8371(4) 0.073(2) Uani 1 1 d . . . H2 H -0.0150 0.9745 0.8425 0.087 Uiso 1 1 calc R . . C3 C 0.0889(5) 0.9231(5) 0.7801(4) 0.0582(16) Uani 1 1 d . . . H3 H 0.0465 0.9298 0.7380 0.070 Uiso 1 1 calc R . . N3 N 0.3716(4) 0.8173(4) 0.7888(3) 0.0386(13) Uani 1 1 d . . . C4 C 0.2706(4) 0.8455(4) 0.7549(3) 0.0385(12) Uani 1 1 d . . . C5 C 0.2447(5) 0.8344(5) 0.6868(3) 0.0459(13) Uani 1 1 d . . . H5 H 0.1751 0.8557 0.6639 0.055 Uiso 1 1 calc R . . C6 C 0.3249(6) 0.7909(5) 0.6537(3) 0.0472(15) Uani 1 1 d . B . C7 C 0.2967(7) 0.7695(7) 0.5776(3) 0.0683(19) Uani 1 1 d . . . H7A H 0.3466 0.8132 0.5554 0.082 Uiso 1 1 calc R A 1 H7B H 0.3106 0.6924 0.5691 0.082 Uiso 1 1 calc R A 1 O1 O 0.1893(15) 0.7941(16) 0.5508(7) 0.117(7) Uani 0.50 1 d P B 1 H1A H 0.1886 0.8465 0.5253 0.175 Uiso 0.50 1 calc PR B 1 O1A O 0.2036(10) 0.7167(14) 0.5588(6) 0.083(4) Uani 0.50 1 d P B 2 H1A1 H 0.1704 0.7439 0.5243 0.125 Uiso 0.50 1 calc PR B 2 C8 C 0.4294(5) 0.7627(5) 0.6873(3) 0.0446(14) Uani 1 1 d . . . H8 H 0.4848 0.7354 0.6651 0.054 Uiso 1 1 calc R B . C9 C 0.4479(5) 0.7769(5) 0.7558(3) 0.0387(12) Uani 1 1 d . B . N4 N 0.5488(4) 0.7489(4) 0.7977(2) 0.0436(10) Uani 1 1 d . . . N5 N 0.5510(4) 0.7552(4) 0.8646(2) 0.0431(10) Uani 1 1 d . B . C10 C 0.6477(5) 0.7137(6) 0.7839(3) 0.0566(16) Uani 1 1 d . B . H10 H 0.6649 0.7026 0.7417 0.068 Uiso 1 1 calc R . . C11 C 0.7176(6) 0.6970(6) 0.8416(4) 0.0649(19) Uani 1 1 d . . . H11 H 0.7914 0.6730 0.8476 0.078 Uiso 1 1 calc R B . C12 C 0.6537(5) 0.7240(5) 0.8909(3) 0.0560(16) Uani 1 1 d . B . H12 H 0.6802 0.7205 0.9363 0.067 Uiso 1 1 calc R . . N10 N 0.3424(4) 0.6643(4) 0.9223(2) 0.0465(11) Uani 1 1 d . . . N9 N 0.3552(4) 0.6477(4) 0.9895(2) 0.0443(11) Uani 1 1 d . . . C13 C 0.5036(5) 1.0738(5) 0.8990(3) 0.0545(15) Uani 1 1 d . . . H13 H 0.5000 1.0871 0.8538 0.065 Uiso 1 1 calc R . . C14 C 0.5426(6) 1.1494(5) 0.9490(4) 0.0644(19) Uani 1 1 d . . . H14 H 0.5694 1.2201 0.9435 0.077 Uiso 1 1 calc R . . C15 C 0.5339(5) 1.0992(5) 1.0076(3) 0.0555(15) Uani 1 1 d . . . H15 H 0.5523 1.1289 1.0500 0.067 Uiso 1 1 calc R . . N8 N 0.4256(4) 0.8227(4) 0.9977(3) 0.0368(12) Uani 1 1 d . . . C16 C 0.4640(4) 0.9133(4) 1.0322(2) 0.0388(11) Uani 1 1 d . . . C17 C 0.4703(5) 0.9210(5) 1.1004(3) 0.0499(14) Uani 1 1 d . . . H17 H 0.4960 0.9850 1.1230 0.060 Uiso 1 1 calc R . . C18 C 0.4373(5) 0.8311(5) 1.1340(3) 0.0469(14) Uani 1 1 d . D . C19 C 0.4393(7) 0.8352(6) 1.2076(3) 0.0675(19) Uani 1 1 d . . . H19A H 0.4033 0.7692 1.2209 0.081 Uiso 1 1 calc R C 1 H19B H 0.5166 0.8339 1.2297 0.081 Uiso 1 1 calc R C 1 O2 O 0.3906(17) 0.9206(15) 1.2280(8) 0.078(4) Uani 0.40 1 d P D 1 H2A H 0.4220 0.9376 1.2654 0.118 Uiso 0.40 1 calc PR D 1 O2A O 0.4675(14) 0.9419(10) 1.2369(6) 0.096(4) Uani 0.60 1 d P D 2 H2A1 H 0.5358 0.9481 1.2456 0.144 Uiso 0.60 1 calc PR D 2 C20 C 0.4024(5) 0.7339(5) 1.0994(3) 0.0481(15) Uani 1 1 d . . . H20 H 0.3852 0.6705 1.1213 0.058 Uiso 1 1 calc R D . C21 C 0.3949(5) 0.7368(4) 1.0310(3) 0.0399(12) Uani 1 1 d . D . N7 N 0.4927(4) 0.9970(4) 0.9914(2) 0.0432(11) Uani 1 1 d . . . N6 N 0.4727(4) 0.9813(4) 0.9241(2) 0.0454(11) Uani 1 1 d . . . C22 C 0.3280(6) 0.5438(5) 1.0032(3) 0.0635(18) Uani 1 1 d . . . H22 H 0.3328 0.5132 1.0454 0.076 Uiso 1 1 calc R . . C23 C 0.2914(6) 0.4899(6) 0.9436(4) 0.070(2) Uani 1 1 d . . . H23 H 0.2649 0.4180 0.9374 0.084 Uiso 1 1 calc R . . C24 C 0.3032(5) 0.5664(5) 0.8962(3) 0.0572(17) Uani 1 1 d . . . H24 H 0.2861 0.5528 0.8508 0.069 Uiso 1 1 calc R . . B1 B 0.6155(8) 0.5766(8) 0.5848(4) 0.063(2) Uani 1 1 d . . . F1 F 0.6739(7) 0.5968(7) 0.6453(3) 0.157(3) Uani 1 1 d . . . F2 F 0.6906(7) 0.5326(7) 0.5509(3) 0.155(3) Uani 1 1 d . . . F3 F 0.5578(8) 0.6525(6) 0.5561(4) 0.175(4) Uani 1 1 d . . . F4 F 0.5499(7) 0.4955(8) 0.6008(6) 0.202(5) Uani 1 1 d . . . B2 B 0.7435(7) 0.9800(9) 0.7016(5) 0.069(2) Uani 1 1 d . . . F5 F 0.8269(6) 0.9261(8) 0.7315(4) 0.184(4) Uani 1 1 d . . . F6 F 0.7538(9) 1.0208(7) 0.6415(4) 0.181(4) Uani 1 1 d . . . F7 F 0.7097(7) 1.0652(7) 0.7340(3) 0.149(3) Uani 1 1 d . . . F8 F 0.6606(8) 0.9115(7) 0.6841(6) 0.224(6) 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 Fe1 0.0454(4) 0.0480(4) 0.0247(3) -0.0024(4) 0.0025(3) -0.0002(4) N1 0.053(3) 0.050(3) 0.035(2) -0.003(2) 0.016(2) 0.000(2) N2 0.038(2) 0.048(3) 0.041(2) -0.001(2) -0.0008(19) 0.006(2) C1 0.065(4) 0.050(3) 0.059(4) -0.006(3) 0.030(3) -0.004(3) C2 0.048(4) 0.072(5) 0.102(6) -0.018(4) 0.024(4) 0.008(3) C3 0.039(3) 0.057(4) 0.075(4) -0.010(3) -0.001(3) 0.004(3) N3 0.040(3) 0.040(3) 0.036(3) 0.0018(19) 0.008(3) 0.001(2) C4 0.041(3) 0.035(3) 0.039(3) -0.002(2) 0.004(2) 0.001(2) C5 0.045(3) 0.046(3) 0.040(3) 0.003(2) -0.011(2) 0.005(3) C6 0.065(4) 0.047(3) 0.028(3) -0.003(2) 0.001(3) -0.006(3) C7 0.090(5) 0.074(5) 0.035(3) -0.007(3) -0.006(3) 0.003(4) O1 0.160(15) 0.129(14) 0.042(6) -0.029(8) -0.039(7) 0.048(11) O1A 0.063(7) 0.133(11) 0.050(7) -0.041(8) 0.002(5) -0.035(8) C8 0.051(3) 0.046(3) 0.038(3) 0.000(3) 0.010(3) 0.003(3) C9 0.041(3) 0.039(3) 0.034(3) 0.002(2) 0.002(2) -0.003(2) N4 0.044(3) 0.050(3) 0.037(2) 0.002(2) 0.006(2) 0.001(2) N5 0.042(3) 0.049(3) 0.034(2) 0.0005(19) -0.0061(19) 0.002(2) C10 0.046(3) 0.074(4) 0.051(4) 0.004(3) 0.012(3) 0.011(3) C11 0.039(3) 0.076(5) 0.075(5) 0.003(4) -0.004(3) 0.005(3) C12 0.053(4) 0.050(3) 0.058(4) 0.004(3) -0.013(3) -0.003(3) N10 0.052(3) 0.050(3) 0.035(2) -0.009(2) -0.001(2) -0.001(2) N9 0.049(3) 0.039(2) 0.042(2) -0.0020(19) -0.001(2) -0.003(2) C13 0.056(4) 0.053(4) 0.055(4) 0.015(3) 0.011(3) 0.004(3) C14 0.071(5) 0.038(3) 0.086(5) 0.007(3) 0.018(4) -0.010(3) C15 0.053(4) 0.048(3) 0.066(4) -0.010(3) 0.011(3) -0.014(3) N8 0.044(3) 0.038(3) 0.027(3) -0.0031(18) -0.001(2) 0.002(2) C16 0.041(3) 0.036(3) 0.039(3) 0.003(2) 0.005(2) 0.003(2) C17 0.051(3) 0.056(4) 0.042(3) -0.010(3) 0.008(3) -0.005(3) C18 0.050(3) 0.054(4) 0.037(3) 0.000(3) 0.009(3) -0.007(3) C19 0.093(5) 0.077(5) 0.033(3) -0.005(3) 0.013(3) -0.008(4) O2 0.115(13) 0.080(11) 0.044(7) 0.000(7) 0.025(9) 0.019(10) O2A 0.140(11) 0.087(7) 0.065(7) -0.013(5) 0.029(9) -0.023(9) C20 0.052(4) 0.056(4) 0.038(3) 0.008(3) 0.012(3) -0.004(3) C21 0.040(3) 0.039(3) 0.040(3) -0.003(2) 0.005(2) -0.002(2) N7 0.049(3) 0.042(3) 0.038(2) -0.0048(19) 0.004(2) -0.005(2) N6 0.054(3) 0.044(3) 0.039(2) 0.006(2) 0.006(2) -0.001(2) C22 0.079(5) 0.041(3) 0.067(4) 0.003(3) 0.004(4) -0.020(3) C23 0.070(5) 0.041(4) 0.096(6) -0.011(4) 0.004(4) -0.007(3) C24 0.048(4) 0.058(4) 0.061(4) -0.021(3) -0.002(3) -0.001(3) B1 0.066(5) 0.064(5) 0.061(5) 0.006(4) 0.017(4) 0.006(4) F1 0.152(6) 0.208(8) 0.107(5) -0.035(5) 0.011(4) 0.009(6) F2 0.185(7) 0.192(7) 0.101(4) -0.018(5) 0.059(5) 0.055(6) F3 0.222(8) 0.132(6) 0.185(8) 0.090(5) 0.070(6) 0.092(6) F4 0.113(6) 0.201(8) 0.272(12) 0.123(9) -0.027(6) -0.025(6) B2 0.054(5) 0.093(7) 0.059(5) -0.017(5) 0.008(4) -0.008(5) F5 0.110(5) 0.239(9) 0.180(8) -0.033(6) -0.047(5) 0.079(6) F6 0.261(11) 0.173(8) 0.125(6) -0.007(6) 0.077(7) -0.002(7) F7 0.164(6) 0.193(7) 0.091(4) -0.040(4) 0.021(4) 0.045(5) F8 0.151(7) 0.152(7) 0.321(13) 0.117(8) -0.103(8) -0.050(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 N8 2.102(5) . ? Fe1 N3 2.105(6) . ? Fe1 N10 2.152(5) . ? Fe1 N1 2.161(5) . ? Fe1 N5 2.164(5) . ? Fe1 N6 2.169(5) . ? N1 C1 1.327(8) . ? N1 N2 1.394(6) . ? N2 C3 1.373(7) . ? N2 C4 1.383(7) . ? C1 C2 1.411(10) . ? C1 H1 0.9300 . ? C2 C3 1.330(10) . ? C2 H2 0.9300 . ? C3 H3 0.9300 . ? N3 C9 1.325(8) . ? N3 C4 1.346(7) . ? C4 C5 1.381(8) . ? C5 C6 1.378(9) . ? C5 H5 0.9300 . ? C6 C8 1.378(9) . ? C6 C7 1.558(8) . ? C7 O1A 1.298(13) . ? C7 O1 1.359(17) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? O1 H1A 0.8200 . ? O1A H1A1 0.8200 . ? C8 C9 1.390(8) . ? C8 H8 0.9300 . ? C9 N4 1.412(7) . ? N4 C10 1.344(8) . ? N4 N5 1.365(6) . ? N5 C12 1.325(8) . ? C10 C11 1.347(9) . ? C10 H10 0.9300 . ? C11 C12 1.405(10) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? N10 C24 1.353(7) . ? N10 N9 1.371(6) . ? N9 C22 1.343(7) . ? N9 C21 1.407(7) . ? C13 N6 1.312(7) . ? C13 C14 1.395(10) . ? C13 H13 0.9300 . ? C14 C15 1.361(10) . ? C14 H14 0.9300 . ? C15 N7 1.355(7) . ? C15 H15 0.9300 . ? N8 C21 1.331(7) . ? N8 C16 1.345(7) . ? C16 C17 1.386(8) . ? C16 N7 1.391(7) . ? C17 C18 1.380(8) . ? C17 H17 0.9300 . ? C18 C20 1.402(9) . ? C18 C19 1.500(8) . ? C19 O2 1.294(17) . ? C19 O2A 1.442(14) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? O2 H2A 0.8200 . ? O2A H2A1 0.8200 . ? C20 C21 1.384(8) . ? C20 H20 0.9300 . ? N7 N6 1.369(6) . ? C22 C23 1.388(10) . ? C22 H22 0.9300 . ? C23 C24 1.365(10) . ? C23 H23 0.9300 . ? C24 H24 0.9300 . ? B1 F3 1.242(10) . ? B1 F4 1.338(11) . ? B1 F1 1.340(11) . ? B1 F2 1.342(11) . ? B2 F5 1.272(11) . ? B2 F8 1.306(11) . ? B2 F7 1.327(11) . ? B2 F6 1.348(12) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N8 Fe1 N3 178.2(2) . . ? N8 Fe1 N10 74.01(17) . . ? N3 Fe1 N10 104.32(18) . . ? N8 Fe1 N1 105.26(18) . . ? N3 Fe1 N1 74.19(19) . . ? N10 Fe1 N1 93.90(19) . . ? N8 Fe1 N5 106.72(18) . . ? N3 Fe1 N5 73.82(19) . . ? N10 Fe1 N5 94.03(18) . . ? N1 Fe1 N5 148.01(17) . . ? N8 Fe1 N6 73.67(18) . . ? N3 Fe1 N6 108.00(18) . . ? N10 Fe1 N6 147.68(17) . . ? N1 Fe1 N6 94.35(18) . . ? N5 Fe1 N6 95.31(19) . . ? C1 N1 N2 104.2(5) . . ? C1 N1 Fe1 141.4(4) . . ? N2 N1 Fe1 114.3(3) . . ? C3 N2 C4 132.6(5) . . ? C3 N2 N1 109.9(5) . . ? C4 N2 N1 117.3(4) . . ? N1 C1 C2 111.7(6) . . ? N1 C1 H1 124.2 . . ? C2 C1 H1 124.2 . . ? C3 C2 C1 105.9(6) . . ? C3 C2 H2 127.0 . . ? C1 C2 H2 127.0 . . ? C2 C3 N2 108.3(6) . . ? C2 C3 H3 125.9 . . ? N2 C3 H3 125.9 . . ? C9 N3 C4 119.0(6) . . ? C9 N3 Fe1 120.8(4) . . ? C4 N3 Fe1 119.8(4) . . ? N3 C4 C5 121.9(5) . . ? N3 C4 N2 114.1(5) . . ? C5 C4 N2 124.0(5) . . ? C6 C5 C4 118.0(5) . . ? C6 C5 H5 121.0 . . ? C4 C5 H5 121.0 . . ? C5 C6 C8 121.1(5) . . ? C5 C6 C7 119.8(5) . . ? C8 C6 C7 119.1(6) . . ? O1A C7 C6 114.4(8) . . ? O1 C7 C6 113.7(8) . . ? O1A C7 H7A 135.2 . . ? O1 C7 H7A 108.8 . . ? C6 C7 H7A 108.8 . . ? O1A C7 H7B 68.9 . . ? O1 C7 H7B 108.8 . . ? C6 C7 H7B 108.8 . . ? H7A C7 H7B 107.7 . . ? C7 O1 H1A 109.5 . . ? C7 O1A H1A1 109.5 . . ? C6 C8 C9 116.8(5) . . ? C6 C8 H8 121.6 . . ? C9 C8 H8 121.6 . . ? N3 C9 C8 123.2(5) . . ? N3 C9 N4 112.9(5) . . ? C8 C9 N4 123.9(5) . . ? C10 N4 N5 110.9(4) . . ? C10 N4 C9 131.5(5) . . ? N5 N4 C9 117.6(4) . . ? C12 N5 N4 104.5(5) . . ? C12 N5 Fe1 140.8(4) . . ? N4 N5 Fe1 114.5(3) . . ? N4 C10 C11 108.5(6) . . ? N4 C10 H10 125.7 . . ? C11 C10 H10 125.7 . . ? C10 C11 C12 104.5(6) . . ? C10 C11 H11 127.8 . . ? C12 C11 H11 127.8 . . ? N5 C12 C11 111.6(6) . . ? N5 C12 H12 124.2 . . ? C11 C12 H12 124.2 . . ? C24 N10 N9 103.9(5) . . ? C24 N10 Fe1 141.2(4) . . ? N9 N10 Fe1 114.7(3) . . ? C22 N9 N10 110.8(5) . . ? C22 N9 C21 131.7(5) . . ? N10 N9 C21 117.5(4) . . ? N6 C13 C14 111.1(6) . . ? N6 C13 H13 124.5 . . ? C14 C13 H13 124.5 . . ? C15 C14 C13 106.4(6) . . ? C15 C14 H14 126.8 . . ? C13 C14 H14 126.8 . . ? N7 C15 C14 105.9(6) . . ? N7 C15 H15 127.0 . . ? C14 C15 H15 127.0 . . ? C21 N8 C16 118.2(5) . . ? C21 N8 Fe1 120.6(4) . . ? C16 N8 Fe1 120.9(4) . . ? N8 C16 C17 122.5(5) . . ? N8 C16 N7 112.4(5) . . ? C17 C16 N7 125.1(5) . . ? C18 C17 C16 118.3(5) . . ? C18 C17 H17 120.9 . . ? C16 C17 H17 120.9 . . ? C17 C18 C20 120.0(6) . . ? C17 C18 C19 120.9(6) . . ? C20 C18 C19 119.1(5) . . ? O2 C19 C18 114.6(9) . . ? O2A C19 C18 114.1(7) . . ? O2 C19 H19A 108.6 . . ? O2A C19 H19A 135.2 . . ? C18 C19 H19A 108.6 . . ? O2 C19 H19B 108.6 . . ? O2A C19 H19B 71.1 . . ? C18 C19 H19B 108.6 . . ? H19A C19 H19B 107.6 . . ? C19 O2 H2A 109.5 . . ? C19 O2A H2A1 109.5 . . ? C21 C20 C18 116.8(5) . . ? C21 C20 H20 121.6 . . ? C18 C20 H20 121.6 . . ? N8 C21 C20 124.0(5) . . ? N8 C21 N9 112.9(5) . . ? C20 C21 N9 123.2(5) . . ? C15 N7 N6 111.6(5) . . ? C15 N7 C16 129.7(5) . . ? N6 N7 C16 118.6(4) . . ? C13 N6 N7 105.0(5) . . ? C13 N6 Fe1 140.8(4) . . ? N7 N6 Fe1 114.2(3) . . ? N9 C22 C23 108.2(6) . . ? N9 C22 H22 125.9 . . ? C23 C22 H22 125.9 . . ? C24 C23 C22 104.3(6) . . ? C24 C23 H23 127.9 . . ? C22 C23 H23 127.9 . . ? N10 C24 C23 112.8(6) . . ? N10 C24 H24 123.6 . . ? C23 C24 H24 123.6 . . ? F3 B1 F4 110.4(9) . . ? F3 B1 F1 118.1(9) . . ? F4 B1 F1 98.8(9) . . ? F3 B1 F2 115.3(8) . . ? F4 B1 F2 108.4(9) . . ? F1 B1 F2 104.4(8) . . ? F5 B2 F8 108.6(10) . . ? F5 B2 F7 116.6(8) . . ? F8 B2 F7 110.1(9) . . ? F5 B2 F6 116.0(9) . . ? F8 B2 F6 99.6(9) . . ? F7 B2 F6 104.6(9) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N8 Fe1 N1 C1 -0.1(7) . . . . ? N3 Fe1 N1 C1 178.2(7) . . . . ? N10 Fe1 N1 C1 74.4(7) . . . . ? N5 Fe1 N1 C1 178.4(6) . . . . ? N6 Fe1 N1 C1 -74.4(7) . . . . ? N8 Fe1 N1 N2 -176.0(3) . . . . ? N3 Fe1 N1 N2 2.2(3) . . . . ? N10 Fe1 N1 N2 -101.5(4) . . . . ? N5 Fe1 N1 N2 2.5(6) . . . . ? N6 Fe1 N1 N2 109.7(4) . . . . ? C1 N1 N2 C3 -0.5(6) . . . . ? Fe1 N1 N2 C3 176.9(4) . . . . ? C1 N1 N2 C4 -177.3(5) . . . . ? Fe1 N1 N2 C4 0.0(6) . . . . ? N2 N1 C1 C2 0.4(7) . . . . ? Fe1 N1 C1 C2 -175.7(5) . . . . ? N1 C1 C2 C3 -0.2(8) . . . . ? C1 C2 C3 N2 -0.1(8) . . . . ? C4 N2 C3 C2 176.6(6) . . . . ? N1 N2 C3 C2 0.3(7) . . . . ? N10 Fe1 N3 C9 -88.1(5) . . . . ? N1 Fe1 N3 C9 -178.1(5) . . . . ? N5 Fe1 N3 C9 2.0(4) . . . . ? N6 Fe1 N3 C9 92.4(4) . . . . ? N10 Fe1 N3 C4 85.5(4) . . . . ? N1 Fe1 N3 C4 -4.6(4) . . . . ? N5 Fe1 N3 C4 175.6(4) . . . . ? N6 Fe1 N3 C4 -94.0(4) . . . . ? C9 N3 C4 C5 -0.5(8) . . . . ? Fe1 N3 C4 C5 -174.2(4) . . . . ? C9 N3 C4 N2 179.7(5) . . . . ? Fe1 N3 C4 N2 6.0(6) . . . . ? C3 N2 C4 N3 -179.8(6) . . . . ? N1 N2 C4 N3 -3.7(7) . . . . ? C3 N2 C4 C5 0.4(9) . . . . ? N1 N2 C4 C5 176.4(5) . . . . ? N3 C4 C5 C6 1.3(8) . . . . ? N2 C4 C5 C6 -178.8(5) . . . . ? C4 C5 C6 C8 -2.2(9) . . . . ? C4 C5 C6 C7 175.9(6) . . . . ? C5 C6 C7 O1A -48.7(12) . . . . ? C8 C6 C7 O1A 129.4(11) . . . . ? C5 C6 C7 O1 -2.0(13) . . . . ? C8 C6 C7 O1 176.1(11) . . . . ? C5 C6 C8 C9 2.1(9) . . . . ? C7 C6 C8 C9 -176.0(6) . . . . ? C4 N3 C9 C8 0.4(8) . . . . ? Fe1 N3 C9 C8 174.0(4) . . . . ? C4 N3 C9 N4 -178.8(5) . . . . ? Fe1 N3 C9 N4 -5.2(6) . . . . ? C6 C8 C9 N3 -1.2(8) . . . . ? C6 C8 C9 N4 178.0(5) . . . . ? N3 C9 N4 C10 -174.7(6) . . . . ? C8 C9 N4 C10 6.1(10) . . . . ? N3 C9 N4 N5 6.8(7) . . . . ? C8 C9 N4 N5 -172.5(5) . . . . ? C10 N4 N5 C12 0.6(6) . . . . ? C9 N4 N5 C12 179.5(5) . . . . ? C10 N4 N5 Fe1 175.9(4) . . . . ? C9 N4 N5 Fe1 -5.2(6) . . . . ? N8 Fe1 N5 C12 -7.2(7) . . . . ? N3 Fe1 N5 C12 174.6(7) . . . . ? N10 Fe1 N5 C12 -81.7(6) . . . . ? N1 Fe1 N5 C12 174.4(6) . . . . ? N6 Fe1 N5 C12 67.3(6) . . . . ? N8 Fe1 N5 N4 -179.9(3) . . . . ? N3 Fe1 N5 N4 1.8(3) . . . . ? N10 Fe1 N5 N4 105.6(4) . . . . ? N1 Fe1 N5 N4 1.6(6) . . . . ? N6 Fe1 N5 N4 -105.4(4) . . . . ? N5 N4 C10 C11 -0.6(7) . . . . ? C9 N4 C10 C11 -179.3(6) . . . . ? N4 C10 C11 C12 0.3(8) . . . . ? N4 N5 C12 C11 -0.4(7) . . . . ? Fe1 N5 C12 C11 -173.6(5) . . . . ? C10 C11 C12 N5 0.1(8) . . . . ? N8 Fe1 N10 C24 -174.5(7) . . . . ? N3 Fe1 N10 C24 6.1(7) . . . . ? N1 Fe1 N10 C24 80.8(7) . . . . ? N5 Fe1 N10 C24 -68.2(7) . . . . ? N6 Fe1 N10 C24 -174.8(6) . . . . ? N8 Fe1 N10 N9 -1.8(4) . . . . ? N3 Fe1 N10 N9 178.7(4) . . . . ? N1 Fe1 N10 N9 -106.6(4) . . . . ? N5 Fe1 N10 N9 104.4(4) . . . . ? N6 Fe1 N10 N9 -2.1(6) . . . . ? C24 N10 N9 C22 1.6(6) . . . . ? Fe1 N10 N9 C22 -173.6(4) . . . . ? C24 N10 N9 C21 -179.6(5) . . . . ? Fe1 N10 N9 C21 5.2(6) . . . . ? N6 C13 C14 C15 -0.4(8) . . . . ? C13 C14 C15 N7 1.0(8) . . . . ? N10 Fe1 N8 C21 -1.9(4) . . . . ? N1 Fe1 N8 C21 87.8(5) . . . . ? N5 Fe1 N8 C21 -91.3(5) . . . . ? N6 Fe1 N8 C21 178.0(5) . . . . ? N10 Fe1 N8 C16 -176.0(5) . . . . ? N1 Fe1 N8 C16 -86.3(5) . . . . ? N5 Fe1 N8 C16 94.6(4) . . . . ? N6 Fe1 N8 C16 3.8(4) . . . . ? C21 N8 C16 C17 -1.4(8) . . . . ? Fe1 N8 C16 C17 172.8(4) . . . . ? C21 N8 C16 N7 -179.7(5) . . . . ? Fe1 N8 C16 N7 -5.5(6) . . . . ? N8 C16 C17 C18 1.0(9) . . . . ? N7 C16 C17 C18 179.1(5) . . . . ? C16 C17 C18 C20 2.3(9) . . . . ? C16 C17 C18 C19 -178.5(6) . . . . ? C17 C18 C19 O2 50.1(15) . . . . ? C20 C18 C19 O2 -130.6(13) . . . . ? C17 C18 C19 O2A 5.6(13) . . . . ? C20 C18 C19 O2A -175.1(10) . . . . ? C17 C18 C20 C21 -4.9(9) . . . . ? C19 C18 C20 C21 175.8(6) . . . . ? C16 N8 C21 C20 -1.5(9) . . . . ? Fe1 N8 C21 C20 -175.8(4) . . . . ? C16 N8 C21 N9 179.4(5) . . . . ? Fe1 N8 C21 N9 5.1(6) . . . . ? C18 C20 C21 N8 4.7(9) . . . . ? C18 C20 C21 N9 -176.3(5) . . . . ? C22 N9 C21 N8 171.9(6) . . . . ? N10 N9 C21 N8 -6.6(7) . . . . ? C22 N9 C21 C20 -7.2(10) . . . . ? N10 N9 C21 C20 174.3(5) . . . . ? C14 C15 N7 N6 -1.3(7) . . . . ? C14 C15 N7 C16 -177.4(6) . . . . ? N8 C16 N7 C15 -180.0(6) . . . . ? C17 C16 N7 C15 1.8(9) . . . . ? N8 C16 N7 N6 4.1(7) . . . . ? C17 C16 N7 N6 -174.2(5) . . . . ? C14 C13 N6 N7 -0.4(7) . . . . ? C14 C13 N6 Fe1 177.8(5) . . . . ? C15 N7 N6 C13 1.0(6) . . . . ? C16 N7 N6 C13 177.7(5) . . . . ? C15 N7 N6 Fe1 -177.7(4) . . . . ? C16 N7 N6 Fe1 -1.1(6) . . . . ? N8 Fe1 N6 C13 -179.4(7) . . . . ? N3 Fe1 N6 C13 0.1(7) . . . . ? N10 Fe1 N6 C13 -179.1(6) . . . . ? N1 Fe1 N6 C13 -74.7(7) . . . . ? N5 Fe1 N6 C13 74.7(7) . . . . ? N8 Fe1 N6 N7 -1.3(3) . . . . ? N3 Fe1 N6 N7 178.1(3) . . . . ? N10 Fe1 N6 N7 -1.0(6) . . . . ? N1 Fe1 N6 N7 103.3(4) . . . . ? N5 Fe1 N6 N7 -107.2(4) . . . . ? N10 N9 C22 C23 -2.4(8) . . . . ? C21 N9 C22 C23 179.0(6) . . . . ? N9 C22 C23 C24 2.1(8) . . . . ? N9 N10 C24 C23 -0.2(7) . . . . ? Fe1 N10 C24 C23 172.9(5) . . . . ? C22 C23 C24 N10 -1.2(8) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.447 _refine_diff_density_min -0.318 _refine_diff_density_rms 0.063