# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Dominique Mandon' _publ_contact_author_email mandon@unistra.fr _publ_author_name 'Dominique Mandon' # Attachment 'F2TPA(H2O)2(OTf)2.cif' data_laila14 _database_code_depnum_ccdc_archive 'CCDC 889072' #TrackingRef 'F2TPA(H2O)2(OTf)2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H19 F2 Fe N4 O2, 2(C F3 O3 S)' _chemical_formula_sum 'C20 H19 F8 Fe N4 O8 S2' _chemical_formula_weight 715.36 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' 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 '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 9.1936(4) _cell_length_b 28.5638(8) _cell_length_c 11.2226(5) _cell_angle_alpha 90.00 _cell_angle_beta 108.627(2) _cell_angle_gamma 90.00 _cell_volume 2792.73(19) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 13245 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.485 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.701 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1444 _exptl_absorpt_coefficient_mu 0.794 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.85619 _exptl_absorpt_correction_T_max 0.94549 _exptl_absorpt_process_details 'MULscanABS in PLATON (Spek, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _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 17293 _diffrn_reflns_av_R_equivalents 0.0918 _diffrn_reflns_av_sigmaI/netI 0.1332 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -37 _diffrn_reflns_limit_k_max 31 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.43 _diffrn_reflns_theta_max 27.48 _reflns_number_total 6399 _reflns_number_gt 3005 _reflns_threshold_expression I>2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Denzo (Nonius B.V., 1998)' _computing_data_reduction 'Denzo (Nonius B.V., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON 98 (Spek, 1998)' _computing_publication_material 'SHELXL-97 (Sheldrick, 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^)+(0.1030P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6399 _refine_ls_number_parameters 397 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1606 _refine_ls_R_factor_gt 0.0552 _refine_ls_wR_factor_ref 0.2003 _refine_ls_wR_factor_gt 0.1281 _refine_ls_goodness_of_fit_ref 0.960 _refine_ls_restrained_S_all 0.960 _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 C1 C 0.2842(7) 0.24244(19) 0.5986(5) 0.0494(14) Uani 1 1 d . . . C2 C 0.2429(8) 0.28630(18) 0.6261(5) 0.0600(16) Uani 1 1 d . . . H2 H 0.2905 0.3136 0.6075 0.072 Uiso 1 1 calc R . . C3 C 0.1314(8) 0.2891(2) 0.6810(6) 0.0657(17) Uani 1 1 d . . . H3 H 0.0973 0.3188 0.6995 0.079 Uiso 1 1 calc R . . C4 C 0.0675(7) 0.24867(19) 0.7100(5) 0.0551(15) Uani 1 1 d . . . H4 H -0.0084 0.2503 0.7508 0.066 Uiso 1 1 calc R . . C5 C 0.1148(6) 0.20601(17) 0.6791(5) 0.0425(12) Uani 1 1 d . . . C6 C 0.0508(6) 0.16084(17) 0.7070(5) 0.0449(13) Uani 1 1 d . . . H6A H 0.0087 0.1652 0.7772 0.054 Uiso 1 1 calc R . . H6B H -0.0336 0.1504 0.6322 0.054 Uiso 1 1 calc R . . C7 C 0.2870(6) 0.13694(18) 0.8656(5) 0.0472(13) Uani 1 1 d . . . H7A H 0.2573 0.1207 0.9323 0.057 Uiso 1 1 calc R . . H7B H 0.2815 0.1710 0.8794 0.057 Uiso 1 1 calc R . . C8 C 0.4502(6) 0.12438(15) 0.8793(5) 0.0400(12) Uani 1 1 d . . . C9 C 0.5549(7) 0.11698(18) 0.9968(5) 0.0552(15) Uani 1 1 d . . . H9 H 0.5223 0.1158 1.0690 0.066 Uiso 1 1 calc R . . C10 C 0.7082(8) 0.1112(2) 1.0080(6) 0.0596(16) Uani 1 1 d . . . H10 H 0.7824 0.1071 1.0886 0.072 Uiso 1 1 calc R . . C11 C 0.7517(7) 0.11142(18) 0.9039(5) 0.0544(15) Uani 1 1 d . . . H11 H 0.8563 0.1076 0.9093 0.065 Uiso 1 1 calc R . . C12 C 0.6395(6) 0.11735(17) 0.7901(5) 0.0442(13) Uani 1 1 d . . . C13 C 0.1084(7) 0.07741(18) 0.7413(6) 0.0573(16) Uani 1 1 d . . . H13A H 0.0007 0.0775 0.6852 0.069 Uiso 1 1 calc R . . H13B H 0.1077 0.0700 0.8273 0.069 Uiso 1 1 calc R . . C14 C 0.1938(6) 0.03999(17) 0.6995(5) 0.0471(13) Uani 1 1 d . . . C15 C 0.1858(8) -0.0061(2) 0.7319(6) 0.0706(19) Uani 1 1 d . . . H15 H 0.1357 -0.0144 0.7909 0.085 Uiso 1 1 calc R . . C16 C 0.2503(8) -0.0398(2) 0.6787(7) 0.081(2) Uani 1 1 d . . . H16 H 0.2447 -0.0718 0.7000 0.097 Uiso 1 1 calc R . . C17 C 0.3226(8) -0.0273(2) 0.5951(7) 0.075(2) Uani 1 1 d . . . H17 H 0.3654 -0.0504 0.5552 0.090 Uiso 1 1 calc R . . C18 C 0.3325(7) 0.01973(18) 0.5694(6) 0.0546(15) Uani 1 1 d . . . C19 C 0.2484(8) 0.0162(2) 1.1515(6) 0.0639(18) Uani 1 1 d . . . C20 C 0.6792(7) 0.2480(2) 0.8712(6) 0.0578(16) Uani 1 1 d . . . N1 N 0.2246(5) 0.20230(13) 0.6235(4) 0.0400(10) Uani 1 1 d . . . N2 N 0.1736(5) 0.12486(13) 0.7417(4) 0.0398(10) Uani 1 1 d . . . N3 N 0.2697(5) 0.05344(13) 0.6200(4) 0.0393(10) Uani 1 1 d . . . N4 N 0.4904(5) 0.12460(12) 0.7739(4) 0.0380(10) Uani 1 1 d . . . O1 O 0.4177(4) 0.13698(12) 0.4762(3) 0.0476(9) Uani 1 1 d . . . O2 O 0.0850(4) 0.12280(11) 0.4470(3) 0.0458(9) Uani 1 1 d . . . O3 O 0.0858(4) 0.06848(13) 1.2473(3) 0.0612(11) Uani 1 1 d . . . O4 O 0.1112(4) 0.09043(12) 1.0483(3) 0.0542(10) Uani 1 1 d . . . O5 O 0.3271(4) 0.09883(12) 1.2387(3) 0.0535(10) Uani 1 1 d . . . O6 O 0.7001(4) 0.32743(13) 0.9825(4) 0.0598(11) Uani 1 1 d . . . O7 O 0.8752(5) 0.31005(14) 0.8684(5) 0.0761(14) Uani 1 1 d . . . O8 O 0.6070(5) 0.32682(15) 0.7552(4) 0.0790(13) Uani 1 1 d . . . F1 F 0.3864(5) 0.23781(14) 0.5443(4) 0.0576(12) Uani 0.70 1 d P . . F2 F 0.6782(4) 0.11541(13) 0.6889(3) 0.0541(10) Uani 0.80 1 d P . . F3 F 0.4077(8) 0.03383(19) 0.5026(6) 0.0567(17) Uani 0.50 1 d P . . F4 F 0.3200(5) -0.00399(12) 1.2593(4) 0.1136(18) Uani 1 1 d . . . F5 F 0.3387(6) 0.01621(17) 1.0824(5) 0.1168(17) Uani 1 1 d . . . F6 F 0.1259(4) -0.01065(11) 1.0962(4) 0.0973(15) Uani 1 1 d . . . F7 F 0.5380(5) 0.24017(13) 0.8696(4) 0.0867(12) Uani 1 1 d . . . F8 F 0.6952(5) 0.22701(13) 0.7700(4) 0.0955(13) Uani 1 1 d . . . F9 F 0.7725(5) 0.22792(13) 0.9713(4) 0.1221(18) Uani 1 1 d . . . S1 S 0.18607(15) 0.07499(4) 1.17396(12) 0.0399(3) Uani 1 1 d . . . S2 S 0.71800(16) 0.31029(4) 0.86801(14) 0.0454(4) Uani 1 1 d . . . Fe1 Fe 0.29394(8) 0.12948(2) 0.59723(6) 0.0343(2) Uani 1 1 d . . . H1W H 0.5179 0.1498 0.4757 0.050 Uiso 1 1 d . . . H2W H 0.3858 0.1271 0.3995 0.050 Uiso 1 1 d . . . H3W H 0.0860 0.1006 0.3763 0.050 Uiso 1 1 d . . . H4W H 0.0317 0.1493 0.4213 0.050 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.054(4) 0.050(3) 0.042(3) 0.001(3) 0.012(3) -0.007(3) C2 0.086(5) 0.034(3) 0.060(4) 0.003(3) 0.023(4) -0.003(3) C3 0.077(5) 0.052(4) 0.073(4) -0.004(3) 0.030(4) 0.015(3) C4 0.053(4) 0.056(4) 0.060(4) -0.005(3) 0.023(3) 0.005(3) C5 0.037(3) 0.050(3) 0.040(3) -0.008(2) 0.013(2) -0.003(2) C6 0.034(3) 0.053(3) 0.053(3) -0.005(3) 0.022(3) -0.002(2) C7 0.057(4) 0.052(3) 0.038(3) -0.001(2) 0.022(3) -0.005(3) C8 0.051(3) 0.038(3) 0.032(3) -0.002(2) 0.014(2) -0.005(2) C9 0.072(5) 0.052(3) 0.038(3) 0.004(3) 0.014(3) 0.000(3) C10 0.063(4) 0.059(3) 0.043(4) 0.002(3) -0.003(3) -0.003(3) C11 0.046(3) 0.044(3) 0.060(4) 0.001(3) -0.001(3) 0.000(3) C12 0.044(3) 0.041(3) 0.051(3) -0.003(2) 0.019(3) -0.003(2) C13 0.058(4) 0.054(3) 0.074(4) -0.008(3) 0.041(3) -0.016(3) C14 0.049(3) 0.044(3) 0.053(3) -0.004(3) 0.023(3) -0.013(2) C15 0.076(5) 0.053(4) 0.097(5) -0.001(3) 0.047(4) -0.020(3) C16 0.086(5) 0.043(3) 0.129(7) 0.008(4) 0.055(5) -0.012(3) C17 0.072(5) 0.041(3) 0.128(6) -0.012(4) 0.056(5) -0.002(3) C18 0.045(3) 0.042(3) 0.077(4) 0.000(3) 0.019(3) 0.002(3) C19 0.063(5) 0.048(3) 0.059(4) -0.014(3) -0.011(4) 0.000(3) C20 0.047(4) 0.055(4) 0.068(4) -0.007(3) 0.013(3) -0.005(3) N1 0.038(3) 0.045(2) 0.035(2) -0.0060(19) 0.008(2) -0.0030(19) N2 0.039(3) 0.043(2) 0.042(2) -0.0069(18) 0.017(2) -0.0056(18) N3 0.037(2) 0.038(2) 0.043(3) -0.0019(19) 0.013(2) -0.0010(18) N4 0.041(3) 0.035(2) 0.037(2) -0.0036(18) 0.011(2) -0.0061(18) O1 0.039(2) 0.073(2) 0.0332(19) -0.0064(16) 0.0157(16) -0.0167(17) O2 0.037(2) 0.051(2) 0.041(2) -0.0070(16) 0.0016(16) 0.0069(15) O3 0.066(3) 0.074(3) 0.055(2) -0.018(2) 0.036(2) -0.032(2) O4 0.058(3) 0.061(2) 0.040(2) 0.0040(17) 0.0119(18) -0.0036(18) O5 0.048(2) 0.057(2) 0.054(2) -0.0165(18) 0.0143(19) -0.0193(17) O6 0.040(2) 0.075(3) 0.062(3) -0.025(2) 0.0130(19) 0.0040(19) O7 0.048(3) 0.073(3) 0.123(4) -0.040(3) 0.048(3) -0.023(2) O8 0.098(4) 0.073(3) 0.060(3) 0.021(2) 0.017(3) 0.013(2) F1 0.073(3) 0.046(2) 0.069(3) -0.005(2) 0.044(3) -0.015(2) F2 0.038(2) 0.079(3) 0.044(2) 0.0112(19) 0.0121(18) 0.0067(18) F3 0.071(5) 0.047(3) 0.069(4) 0.006(3) 0.045(4) 0.013(3) F4 0.131(4) 0.060(2) 0.092(3) 0.000(2) -0.046(3) 0.018(2) F5 0.106(4) 0.116(4) 0.139(4) -0.051(3) 0.054(3) 0.025(3) F6 0.084(3) 0.053(2) 0.114(3) -0.031(2) -0.025(2) -0.0021(19) F7 0.079(3) 0.088(3) 0.099(3) -0.008(2) 0.037(2) -0.037(2) F8 0.106(3) 0.070(2) 0.122(3) -0.046(2) 0.052(3) -0.023(2) F9 0.125(4) 0.062(2) 0.133(4) 0.027(2) -0.024(3) 0.006(2) S1 0.0418(8) 0.0425(7) 0.0351(7) -0.0050(6) 0.0117(6) -0.0074(6) S2 0.0398(8) 0.0421(7) 0.0571(9) -0.0052(6) 0.0194(7) -0.0011(6) Fe1 0.0317(4) 0.0402(4) 0.0320(4) 0.0000(3) 0.0115(3) -0.0029(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 C1 F1 1.280(6) . ? C1 N1 1.338(6) . ? C1 C2 1.372(7) . ? C2 C3 1.357(8) . ? C2 H2 0.9500 . ? C3 C4 1.381(8) . ? C3 H3 0.9500 . ? C4 C5 1.375(7) . ? C4 H4 0.9500 . ? C5 N1 1.350(6) . ? C5 C6 1.492(7) . ? C6 N2 1.483(6) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 N2 1.488(6) . ? C7 C8 1.502(7) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 N4 1.347(6) . ? C8 C9 1.378(7) . ? C9 C10 1.384(8) . ? C9 H9 0.9500 . ? C10 C11 1.351(8) . ? C10 H10 0.9500 . ? C11 C12 1.372(7) . ? C11 H11 0.9500 . ? C12 F2 1.295(6) . ? C12 N4 1.340(6) . ? C13 N2 1.481(6) . ? C13 C14 1.488(7) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 N3 1.352(6) . ? C14 C15 1.373(7) . ? C15 C16 1.365(9) . ? C15 H15 0.9500 . ? C16 C17 1.359(8) . ? C16 H16 0.9500 . ? C17 C18 1.384(8) . ? C17 H17 0.9500 . ? C18 F3 1.238(8) . ? C18 N3 1.339(7) . ? C19 F5 1.304(8) . ? C19 F4 1.312(7) . ? C19 F6 1.340(7) . ? C19 S1 1.817(6) . ? C20 F9 1.308(7) . ? C20 F7 1.312(6) . ? C20 F8 1.334(7) . ? C20 S2 1.817(6) . ? N1 Fe1 2.223(4) . ? N2 Fe1 2.240(4) . ? N3 Fe1 2.206(4) . ? N4 Fe1 2.219(4) . ? O1 Fe1 2.043(3) . ? O1 H1W 0.9925 . ? O1 H2W 0.8633 . ? O2 Fe1 2.122(3) . ? O2 H3W 1.0180 . ? O2 H4W 0.8975 . ? O3 S1 1.430(4) . ? O4 S1 1.428(4) . ? O5 S1 1.439(3) . ? O6 S2 1.433(4) . ? O7 S2 1.444(4) . ? O8 S2 1.429(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 F1 C1 N1 115.0(5) . . ? F1 C1 C2 119.9(5) . . ? N1 C1 C2 125.0(6) . . ? C3 C2 C1 117.3(5) . . ? C3 C2 H2 121.3 . . ? C1 C2 H2 121.3 . . ? C2 C3 C4 119.9(5) . . ? C2 C3 H3 120.1 . . ? C4 C3 H3 120.1 . . ? C5 C4 C3 119.3(6) . . ? C5 C4 H4 120.4 . . ? C3 C4 H4 120.4 . . ? N1 C5 C4 122.0(5) . . ? N1 C5 C6 115.6(4) . . ? C4 C5 C6 122.4(5) . . ? N2 C6 C5 109.6(4) . . ? N2 C6 H6A 109.7 . . ? C5 C6 H6A 109.7 . . ? N2 C6 H6B 109.7 . . ? C5 C6 H6B 109.7 . . ? H6A C6 H6B 108.2 . . ? N2 C7 C8 114.8(4) . . ? N2 C7 H7A 108.6 . . ? C8 C7 H7A 108.6 . . ? N2 C7 H7B 108.6 . . ? C8 C7 H7B 108.6 . . ? H7A C7 H7B 107.5 . . ? N4 C8 C9 122.5(5) . . ? N4 C8 C7 117.0(4) . . ? C9 C8 C7 120.3(5) . . ? C8 C9 C10 119.0(6) . . ? C8 C9 H9 120.5 . . ? C10 C9 H9 120.5 . . ? C11 C10 C9 119.7(5) . . ? C11 C10 H10 120.2 . . ? C9 C10 H10 120.2 . . ? C10 C11 C12 117.6(6) . . ? C10 C11 H11 121.2 . . ? C12 C11 H11 121.2 . . ? F2 C12 N4 116.3(5) . . ? F2 C12 C11 118.4(5) . . ? N4 C12 C11 125.3(5) . . ? N2 C13 C14 113.9(4) . . ? N2 C13 H13A 108.8 . . ? C14 C13 H13A 108.8 . . ? N2 C13 H13B 108.8 . . ? C14 C13 H13B 108.8 . . ? H13A C13 H13B 107.7 . . ? N3 C14 C15 121.9(5) . . ? N3 C14 C13 116.1(4) . . ? C15 C14 C13 121.8(5) . . ? C16 C15 C14 119.6(6) . . ? C16 C15 H15 120.2 . . ? C14 C15 H15 120.2 . . ? C17 C16 C15 119.5(6) . . ? C17 C16 H16 120.3 . . ? C15 C16 H16 120.3 . . ? C16 C17 C18 118.6(6) . . ? C16 C17 H17 120.7 . . ? C18 C17 H17 120.7 . . ? F3 C18 N3 115.0(5) . . ? F3 C18 C17 121.9(6) . . ? N3 C18 C17 123.0(6) . . ? F5 C19 F4 108.7(6) . . ? F5 C19 F6 108.9(5) . . ? F4 C19 F6 105.9(5) . . ? F5 C19 S1 111.8(5) . . ? F4 C19 S1 111.5(4) . . ? F6 C19 S1 109.7(4) . . ? F9 C20 F7 108.1(6) . . ? F9 C20 F8 108.2(5) . . ? F7 C20 F8 106.8(5) . . ? F9 C20 S2 111.6(4) . . ? F7 C20 S2 111.5(4) . . ? F8 C20 S2 110.4(4) . . ? C1 N1 C5 116.5(4) . . ? C1 N1 Fe1 128.3(4) . . ? C5 N1 Fe1 115.0(3) . . ? C13 N2 C6 111.1(4) . . ? C13 N2 C7 112.1(4) . . ? C6 N2 C7 109.4(4) . . ? C13 N2 Fe1 110.2(3) . . ? C6 N2 Fe1 106.2(3) . . ? C7 N2 Fe1 107.6(3) . . ? C18 N3 C14 117.3(5) . . ? C18 N3 Fe1 125.8(4) . . ? C14 N3 Fe1 116.7(3) . . ? C12 N4 C8 115.8(4) . . ? C12 N4 Fe1 129.5(3) . . ? C8 N4 Fe1 114.3(3) . . ? Fe1 O1 H1W 139.2 . . ? Fe1 O1 H2W 123.0 . . ? H1W O1 H2W 97.8 . . ? Fe1 O2 H3W 116.3 . . ? Fe1 O2 H4W 116.2 . . ? H3W O2 H4W 114.5 . . ? O4 S1 O3 114.3(2) . . ? O4 S1 O5 115.2(2) . . ? O3 S1 O5 114.4(2) . . ? O4 S1 C19 102.8(3) . . ? O3 S1 C19 104.5(3) . . ? O5 S1 C19 103.5(3) . . ? O8 S2 O6 115.3(3) . . ? O8 S2 O7 115.8(3) . . ? O6 S2 O7 113.6(2) . . ? O8 S2 C20 104.6(3) . . ? O6 S2 C20 103.7(3) . . ? O7 S2 C20 101.4(3) . . ? O1 Fe1 O2 92.09(13) . . ? O1 Fe1 N3 106.19(15) . . ? O2 Fe1 N3 84.52(13) . . ? O1 Fe1 N4 97.65(15) . . ? O2 Fe1 N4 167.53(14) . . ? N3 Fe1 N4 85.30(13) . . ? O1 Fe1 N1 103.55(15) . . ? O2 Fe1 N1 87.96(13) . . ? N3 Fe1 N1 149.53(16) . . ? N4 Fe1 N1 97.25(14) . . ? O1 Fe1 N2 175.13(13) . . ? O2 Fe1 N2 92.21(14) . . ? N3 Fe1 N2 76.50(14) . . ? N4 Fe1 N2 78.41(15) . . ? N1 Fe1 N2 74.33(15) . . ? 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 F1 C1 C2 C3 178.5(5) . . . . ? N1 C1 C2 C3 -1.1(9) . . . . ? C1 C2 C3 C4 1.8(9) . . . . ? C2 C3 C4 C5 -2.0(9) . . . . ? C3 C4 C5 N1 1.4(8) . . . . ? C3 C4 C5 C6 -179.8(5) . . . . ? N1 C5 C6 N2 34.8(6) . . . . ? C4 C5 C6 N2 -144.0(5) . . . . ? N2 C7 C8 N4 29.6(6) . . . . ? N2 C7 C8 C9 -155.6(4) . . . . ? N4 C8 C9 C10 2.4(8) . . . . ? C7 C8 C9 C10 -172.1(5) . . . . ? C8 C9 C10 C11 -2.1(8) . . . . ? C9 C10 C11 C12 -0.2(8) . . . . ? C10 C11 C12 F2 -176.8(5) . . . . ? C10 C11 C12 N4 2.5(8) . . . . ? N2 C13 C14 N3 -27.4(7) . . . . ? N2 C13 C14 C15 157.6(5) . . . . ? N3 C14 C15 C16 -2.9(9) . . . . ? C13 C14 C15 C16 171.9(6) . . . . ? C14 C15 C16 C17 0.5(11) . . . . ? C15 C16 C17 C18 2.0(11) . . . . ? C16 C17 C18 F3 173.8(7) . . . . ? C16 C17 C18 N3 -2.3(10) . . . . ? F1 C1 N1 C5 -179.1(4) . . . . ? C2 C1 N1 C5 0.5(8) . . . . ? F1 C1 N1 Fe1 5.6(7) . . . . ? C2 C1 N1 Fe1 -174.8(4) . . . . ? C4 C5 N1 C1 -0.7(7) . . . . ? C6 C5 N1 C1 -179.5(4) . . . . ? C4 C5 N1 Fe1 175.3(4) . . . . ? C6 C5 N1 Fe1 -3.5(5) . . . . ? C14 C13 N2 C6 145.5(5) . . . . ? C14 C13 N2 C7 -91.7(6) . . . . ? C14 C13 N2 Fe1 28.0(6) . . . . ? C5 C6 N2 C13 -166.9(4) . . . . ? C5 C6 N2 C7 68.8(5) . . . . ? C5 C6 N2 Fe1 -47.1(4) . . . . ? C8 C7 N2 C13 90.9(5) . . . . ? C8 C7 N2 C6 -145.3(4) . . . . ? C8 C7 N2 Fe1 -30.4(5) . . . . ? F3 C18 N3 C14 -176.3(5) . . . . ? C17 C18 N3 C14 0.0(8) . . . . ? F3 C18 N3 Fe1 -1.4(8) . . . . ? C17 C18 N3 Fe1 174.9(4) . . . . ? C15 C14 N3 C18 2.6(8) . . . . ? C13 C14 N3 C18 -172.4(5) . . . . ? C15 C14 N3 Fe1 -172.8(4) . . . . ? C13 C14 N3 Fe1 12.2(6) . . . . ? F2 C12 N4 C8 177.0(4) . . . . ? C11 C12 N4 C8 -2.2(7) . . . . ? F2 C12 N4 Fe1 4.3(6) . . . . ? C11 C12 N4 Fe1 -174.9(4) . . . . ? C9 C8 N4 C12 -0.3(6) . . . . ? C7 C8 N4 C12 174.3(4) . . . . ? C9 C8 N4 Fe1 173.5(4) . . . . ? C7 C8 N4 Fe1 -11.9(5) . . . . ? F5 C19 S1 O4 58.5(5) . . . . ? F4 C19 S1 O4 -179.5(5) . . . . ? F6 C19 S1 O4 -62.5(5) . . . . ? F5 C19 S1 O3 178.2(4) . . . . ? F4 C19 S1 O3 -59.8(5) . . . . ? F6 C19 S1 O3 57.2(5) . . . . ? F5 C19 S1 O5 -61.7(5) . . . . ? F4 C19 S1 O5 60.3(6) . . . . ? F6 C19 S1 O5 177.3(4) . . . . ? F9 C20 S2 O8 -179.4(5) . . . . ? F7 C20 S2 O8 -58.4(5) . . . . ? F8 C20 S2 O8 60.2(5) . . . . ? F9 C20 S2 O6 -58.2(5) . . . . ? F7 C20 S2 O6 62.8(5) . . . . ? F8 C20 S2 O6 -178.6(4) . . . . ? F9 C20 S2 O7 59.8(5) . . . . ? F7 C20 S2 O7 -179.2(5) . . . . ? F8 C20 S2 O7 -60.6(5) . . . . ? C18 N3 Fe1 O1 3.5(4) . . . . ? C14 N3 Fe1 O1 178.5(3) . . . . ? C18 N3 Fe1 O2 94.1(4) . . . . ? C14 N3 Fe1 O2 -90.9(4) . . . . ? C18 N3 Fe1 N4 -93.1(4) . . . . ? C14 N3 Fe1 N4 81.9(4) . . . . ? C18 N3 Fe1 N1 170.6(4) . . . . ? C14 N3 Fe1 N1 -14.4(5) . . . . ? C18 N3 Fe1 N2 -172.3(4) . . . . ? C14 N3 Fe1 N2 2.7(4) . . . . ? C12 N4 Fe1 O1 -14.2(4) . . . . ? C8 N4 Fe1 O1 173.1(3) . . . . ? C12 N4 Fe1 O2 126.9(6) . . . . ? C8 N4 Fe1 O2 -45.9(8) . . . . ? C12 N4 Fe1 N3 91.6(4) . . . . ? C8 N4 Fe1 N3 -81.2(3) . . . . ? C12 N4 Fe1 N1 -119.0(4) . . . . ? C8 N4 Fe1 N1 68.3(3) . . . . ? C12 N4 Fe1 N2 168.7(4) . . . . ? C8 N4 Fe1 N2 -4.0(3) . . . . ? C1 N1 Fe1 O1 -17.7(4) . . . . ? C5 N1 Fe1 O1 166.8(3) . . . . ? C1 N1 Fe1 O2 -109.4(4) . . . . ? C5 N1 Fe1 O2 75.2(3) . . . . ? C1 N1 Fe1 N3 175.0(4) . . . . ? C5 N1 Fe1 N3 -0.4(5) . . . . ? C1 N1 Fe1 N4 82.0(4) . . . . ? C5 N1 Fe1 N4 -93.4(3) . . . . ? C1 N1 Fe1 N2 157.7(4) . . . . ? C5 N1 Fe1 N2 -17.7(3) . . . . ? C13 N2 Fe1 O2 67.4(3) . . . . ? C6 N2 Fe1 O2 -53.0(3) . . . . ? C7 N2 Fe1 O2 -170.1(3) . . . . ? C13 N2 Fe1 N3 -16.4(3) . . . . ? C6 N2 Fe1 N3 -136.9(3) . . . . ? C7 N2 Fe1 N3 106.1(3) . . . . ? C13 N2 Fe1 N4 -104.3(4) . . . . ? C6 N2 Fe1 N4 135.2(3) . . . . ? C7 N2 Fe1 N4 18.2(3) . . . . ? C13 N2 Fe1 N1 154.7(4) . . . . ? C6 N2 Fe1 N1 34.2(3) . . . . ? C7 N2 Fe1 N1 -82.8(3) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.451 _refine_diff_density_min -0.890 _refine_diff_density_rms 0.138 # Attachment 'F2TPA(OTf)(CH3CN).cif' data_laila13 _database_code_depnum_ccdc_archive 'CCDC 889073' #TrackingRef 'F2TPA(OTf)(CH3CN).cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H19 F5 Fe N5 O3 S, C F3 O3 S' _chemical_formula_sum 'C22 H19 F8 Fe N5 O6 S2' _chemical_formula_weight 721.39 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Fe Fe 0.3463 0.8444 '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 8.9377(3) _cell_length_b 11.2442(5) _cell_length_c 14.7209(8) _cell_angle_alpha 84.017(2) _cell_angle_beta 74.006(3) _cell_angle_gamma 82.363(3) _cell_volume 1405.98(11) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 6761 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.485 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.704 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 728 _exptl_absorpt_coefficient_mu 0.786 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.71573 _exptl_absorpt_correction_T_max 0.98510 _exptl_absorpt_process_details 'MULscanABS in PLATON (Spek, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _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 14322 _diffrn_reflns_av_R_equivalents 0.0578 _diffrn_reflns_av_sigmaI/netI 0.0834 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.44 _diffrn_reflns_theta_max 27.52 _reflns_number_total 6420 _reflns_number_gt 3837 _reflns_threshold_expression I>2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Denzo (Nonius B.V., 1998)' _computing_data_reduction 'Denzo (Nonius B.V., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON 98 (Spek, 1998)' _computing_publication_material 'SHELXL-97 (Sheldrick, 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^)+(0.0938P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6420 _refine_ls_number_parameters 398 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1082 _refine_ls_R_factor_gt 0.0501 _refine_ls_wR_factor_ref 0.1683 _refine_ls_wR_factor_gt 0.1241 _refine_ls_goodness_of_fit_ref 1.005 _refine_ls_restrained_S_all 1.005 _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 C1 C 0.9059(5) 0.0989(3) 0.1445(3) 0.0375(9) Uani 1 1 d . . . H1A H 0.8240 0.0472 0.1454 0.045 Uiso 1 1 calc R . . H1B H 1.0061 0.0617 0.1049 0.045 Uiso 1 1 calc R . . C2 C 0.8668(4) 0.2198(3) 0.0978(3) 0.0284(8) Uani 1 1 d . . . C3 C 0.8416(4) 0.2279(3) 0.0090(3) 0.0329(8) Uani 1 1 d . . . H3 H 0.8444 0.1571 -0.0218 0.039 Uiso 1 1 calc R . . C4 C 0.8121(4) 0.3401(4) -0.0350(3) 0.0398(9) Uani 1 1 d . . . H4 H 0.7938 0.3472 -0.0960 0.048 Uiso 1 1 calc R . . C5 C 0.8097(4) 0.4406(3) 0.0107(3) 0.0373(9) Uani 1 1 d . . . H5 H 0.7911 0.5186 -0.0184 0.045 Uiso 1 1 calc R . . C6 C 0.8347(4) 0.4269(3) 0.0993(3) 0.0306(8) Uani 1 1 d . . . H6 H 0.8324 0.4970 0.1308 0.037 Uiso 1 1 calc R . . C7 C 0.7978(4) 0.0346(3) 0.3127(3) 0.0371(9) Uani 1 1 d . . . H7A H 0.8324 0.0106 0.3710 0.045 Uiso 1 1 calc R . . H7B H 0.7843 -0.0395 0.2863 0.045 Uiso 1 1 calc R . . C8 C 0.6434(4) 0.1118(3) 0.3375(3) 0.0326(8) Uani 1 1 d . . . C9 C 0.5030(4) 0.0626(4) 0.3693(3) 0.0421(10) Uani 1 1 d . . . H9 H 0.5009 -0.0220 0.3727 0.051 Uiso 1 1 calc R . . C10 C 0.3649(5) 0.1383(4) 0.3961(3) 0.0478(11) Uani 1 1 d . . . H10 H 0.2681 0.1052 0.4208 0.057 Uiso 1 1 calc R . . C11 C 0.3679(4) 0.2604(4) 0.3872(3) 0.0414(10) Uani 1 1 d . . . H11 H 0.2748 0.3143 0.4027 0.050 Uiso 1 1 calc R . . C12 C 0.5123(4) 0.3003(4) 0.3549(3) 0.0357(9) Uani 1 1 d . . . C13 C 1.0785(4) 0.0471(3) 0.2488(3) 0.0371(9) Uani 1 1 d . . . H13A H 1.1091 -0.0278 0.2152 0.045 Uiso 1 1 calc R . . H13B H 1.0773 0.0265 0.3160 0.045 Uiso 1 1 calc R . . C14 C 1.1963(4) 0.1347(3) 0.2056(3) 0.0340(9) Uani 1 1 d . . . C15 C 1.3460(4) 0.0987(4) 0.1545(3) 0.0465(11) Uani 1 1 d . . . H15 H 1.3761 0.0167 0.1414 0.056 Uiso 1 1 calc R . . C16 C 1.4519(5) 0.1813(4) 0.1224(3) 0.0527(12) Uani 1 1 d . . . H16 H 1.5558 0.1566 0.0876 0.063 Uiso 1 1 calc R . . C17 C 1.4072(5) 0.3002(4) 0.1409(3) 0.0489(11) Uani 1 1 d . . . H17 H 1.4783 0.3594 0.1208 0.059 Uiso 1 1 calc R . . C18 C 1.2530(4) 0.3286(4) 0.1904(3) 0.0377(9) Uani 1 1 d . . . C19 C 0.8137(5) 0.5611(4) 0.3376(3) 0.0387(9) Uani 1 1 d . . . C20 C 0.7604(6) 0.6813(4) 0.3676(3) 0.0596(13) Uani 1 1 d . . . H20A H 0.7647 0.7379 0.3118 0.089 Uiso 1 1 calc R . . H20B H 0.8280 0.7037 0.4039 0.089 Uiso 1 1 calc R . . H20C H 0.6524 0.6839 0.4074 0.089 Uiso 1 1 calc R . . C21 C 0.7881(5) 0.3410(4) 0.5674(4) 0.0544(12) Uani 1 1 d . . . C22 C 0.4453(5) 0.2347(4) 0.8394(3) 0.0468(11) Uani 1 1 d . . . N1 N 0.9201(3) 0.0987(2) 0.2427(2) 0.0283(7) Uani 1 1 d . . . N2 N 0.8624(3) 0.3186(2) 0.1436(2) 0.0273(7) Uani 1 1 d . . . N3 N 0.6479(3) 0.2323(3) 0.3312(2) 0.0298(7) Uani 1 1 d . . . N4 N 1.1482(3) 0.2513(3) 0.2229(2) 0.0292(7) Uani 1 1 d . . . N5 N 0.8513(4) 0.4668(3) 0.3145(2) 0.0400(8) Uani 1 1 d . . . O1 O 0.9344(3) 0.2340(2) 0.41618(18) 0.0382(6) Uani 1 1 d . . . O2 O 1.0016(4) 0.1624(3) 0.5607(2) 0.0596(9) Uani 1 1 d . . . O3 O 0.7526(4) 0.1255(3) 0.5389(2) 0.0732(10) Uani 1 1 d . . . O4 O 0.3006(3) 0.0644(2) 0.9423(2) 0.0471(7) Uani 1 1 d . . . O5 O 0.1683(3) 0.1978(3) 0.8425(2) 0.0489(7) Uani 1 1 d . . . O6 O 0.2090(3) 0.2715(2) 0.9826(2) 0.0428(7) Uani 1 1 d . . . F1 F 0.5221(2) 0.4181(2) 0.3442(2) 0.0554(7) Uani 1 1 d . . . F2 F 1.1998(3) 0.4419(2) 0.20911(17) 0.0489(6) Uani 1 1 d . . . F3 F 0.7433(4) 0.3279(3) 0.6601(2) 0.0887(10) Uani 1 1 d . . . F4 F 0.6646(3) 0.3838(3) 0.5349(3) 0.0947(11) Uani 1 1 d . . . F5 F 0.8871(4) 0.4234(2) 0.5436(2) 0.0748(9) Uani 1 1 d . . . F6 F 0.4285(3) 0.3497(2) 0.8059(2) 0.0741(9) Uani 1 1 d . . . F7 F 0.5521(3) 0.2232(3) 0.8878(2) 0.0674(8) Uani 1 1 d . . . F8 F 0.5051(3) 0.1697(2) 0.76374(18) 0.0603(7) Uani 1 1 d . . . S1 S 0.87774(11) 0.19851(9) 0.51694(7) 0.0370(3) Uani 1 1 d . . . S2 S 0.25919(11) 0.18696(9) 0.91033(7) 0.0353(2) Uani 1 1 d . . . Fe1 Fe 0.89140(5) 0.28506(4) 0.28344(4) 0.02682(17) 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 C1 0.052(2) 0.028(2) 0.035(2) -0.0045(17) -0.0136(18) -0.0079(16) C2 0.0267(17) 0.0280(19) 0.031(2) -0.0004(16) -0.0059(15) -0.0094(14) C3 0.037(2) 0.032(2) 0.032(2) -0.0031(17) -0.0090(17) -0.0115(15) C4 0.046(2) 0.046(2) 0.032(2) 0.0050(19) -0.0158(18) -0.0148(18) C5 0.045(2) 0.032(2) 0.038(2) 0.0086(18) -0.0172(18) -0.0122(17) C6 0.0358(19) 0.0239(19) 0.033(2) 0.0025(16) -0.0105(16) -0.0072(15) C7 0.045(2) 0.025(2) 0.042(3) 0.0024(17) -0.0105(18) -0.0134(16) C8 0.039(2) 0.035(2) 0.027(2) 0.0001(16) -0.0103(16) -0.0126(16) C9 0.046(2) 0.048(3) 0.037(2) 0.0014(19) -0.0106(19) -0.0246(19) C10 0.035(2) 0.080(3) 0.031(2) -0.001(2) -0.0051(18) -0.022(2) C11 0.032(2) 0.062(3) 0.031(2) -0.002(2) -0.0078(17) -0.0057(19) C12 0.034(2) 0.041(2) 0.031(2) -0.0043(18) -0.0074(16) -0.0019(17) C13 0.039(2) 0.030(2) 0.038(2) 0.0002(17) -0.0079(18) 0.0018(16) C14 0.0291(19) 0.041(2) 0.032(2) 0.0009(17) -0.0117(16) -0.0003(16) C15 0.033(2) 0.061(3) 0.043(3) -0.001(2) -0.0118(19) 0.0031(19) C16 0.030(2) 0.081(4) 0.042(3) 0.001(2) -0.0061(19) -0.001(2) C17 0.035(2) 0.078(3) 0.037(3) 0.011(2) -0.0122(19) -0.025(2) C18 0.042(2) 0.045(2) 0.031(2) 0.0070(18) -0.0165(18) -0.0134(18) C19 0.058(3) 0.033(2) 0.031(2) -0.0003(18) -0.0198(19) -0.0123(19) C20 0.106(4) 0.033(2) 0.047(3) -0.014(2) -0.032(3) 0.003(2) C21 0.053(3) 0.057(3) 0.048(3) -0.012(2) 0.001(2) -0.011(2) C22 0.051(3) 0.038(2) 0.049(3) -0.005(2) -0.007(2) -0.0097(19) N1 0.0339(16) 0.0203(15) 0.0306(18) -0.0014(13) -0.0089(13) -0.0028(12) N2 0.0274(15) 0.0247(15) 0.0302(18) -0.0008(13) -0.0074(13) -0.0063(11) N3 0.0292(16) 0.0309(17) 0.0294(18) -0.0019(13) -0.0070(13) -0.0059(12) N4 0.0287(15) 0.0350(17) 0.0249(17) 0.0032(13) -0.0081(12) -0.0097(13) N5 0.052(2) 0.0295(19) 0.043(2) -0.0011(16) -0.0180(17) -0.0099(15) O1 0.0433(15) 0.0429(16) 0.0269(15) 0.0031(12) -0.0083(12) -0.0053(12) O2 0.075(2) 0.066(2) 0.041(2) 0.0068(16) -0.0299(17) 0.0048(16) O3 0.089(2) 0.073(2) 0.056(2) -0.0080(18) 0.0084(18) -0.058(2) O4 0.0539(17) 0.0341(16) 0.055(2) 0.0005(14) -0.0160(14) -0.0100(13) O5 0.0497(17) 0.063(2) 0.0379(18) -0.0066(14) -0.0176(14) -0.0033(14) O6 0.0436(15) 0.0423(16) 0.0425(18) -0.0134(13) -0.0054(13) -0.0098(12) F1 0.0427(13) 0.0398(15) 0.078(2) -0.0096(13) -0.0092(13) 0.0039(11) F2 0.0533(14) 0.0415(14) 0.0553(17) 0.0058(12) -0.0150(12) -0.0225(11) F3 0.121(3) 0.086(2) 0.0434(19) -0.0224(16) 0.0222(17) -0.0328(19) F4 0.0633(19) 0.088(2) 0.124(3) -0.036(2) -0.0145(19) 0.0232(17) F5 0.102(2) 0.0446(16) 0.074(2) -0.0097(15) -0.0046(17) -0.0315(15) F6 0.0685(17) 0.0430(16) 0.086(2) 0.0080(14) 0.0180(15) -0.0110(13) F7 0.0448(14) 0.087(2) 0.075(2) -0.0152(16) -0.0140(14) -0.0229(13) F8 0.0617(16) 0.0604(17) 0.0460(17) -0.0089(13) 0.0065(13) -0.0021(13) S1 0.0446(6) 0.0354(6) 0.0297(6) 0.0016(4) -0.0046(4) -0.0133(4) S2 0.0388(5) 0.0346(5) 0.0344(6) -0.0044(4) -0.0096(4) -0.0098(4) Fe1 0.0300(3) 0.0229(3) 0.0290(3) -0.0001(2) -0.0091(2) -0.0064(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.485(5) . ? C1 C2 1.501(5) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 N2 1.349(4) . ? C2 C3 1.380(5) . ? C3 C4 1.384(5) . ? C3 H3 0.9500 . ? C4 C5 1.369(5) . ? C4 H4 0.9500 . ? C5 C6 1.373(5) . ? C5 H5 0.9500 . ? C6 N2 1.346(4) . ? C6 H6 0.9500 . ? C7 N1 1.487(4) . ? C7 C8 1.503(5) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 N3 1.354(4) . ? C8 C9 1.381(5) . ? C9 C10 1.387(6) . ? C9 H9 0.9500 . ? C10 C11 1.369(6) . ? C10 H10 0.9500 . ? C11 C12 1.365(5) . ? C11 H11 0.9500 . ? C12 N3 1.323(4) . ? C12 F1 1.330(4) . ? C13 N1 1.480(4) . ? C13 C14 1.503(5) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 N4 1.352(5) . ? C14 C15 1.373(5) . ? C15 C16 1.370(6) . ? C15 H15 0.9500 . ? C16 C17 1.377(6) . ? C16 H16 0.9500 . ? C17 C18 1.382(6) . ? C17 H17 0.9500 . ? C18 N4 1.321(5) . ? C18 F2 1.329(4) . ? C19 N5 1.128(5) . ? C19 C20 1.444(6) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 F3 1.311(5) . ? C21 F5 1.321(5) . ? C21 F4 1.334(5) . ? C21 S1 1.828(5) . ? C22 F7 1.327(5) . ? C22 F6 1.339(5) . ? C22 F8 1.341(5) . ? C22 S2 1.819(4) . ? N1 Fe1 2.203(3) . ? N2 Fe1 2.134(3) . ? N3 Fe1 2.235(3) . ? N4 Fe1 2.218(3) . ? N5 Fe1 2.103(3) . ? O1 S1 1.460(3) . ? O1 Fe1 2.102(3) . ? O2 S1 1.423(3) . ? O3 S1 1.421(3) . ? O4 S2 1.443(3) . ? O5 S2 1.438(3) . ? O6 S2 1.439(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 116.0(3) . . ? N1 C1 H1A 108.3 . . ? C2 C1 H1A 108.3 . . ? N1 C1 H1B 108.3 . . ? C2 C1 H1B 108.3 . . ? H1A C1 H1B 107.4 . . ? N2 C2 C3 121.7(3) . . ? N2 C2 C1 118.3(3) . . ? C3 C2 C1 119.9(3) . . ? C2 C3 C4 119.4(3) . . ? C2 C3 H3 120.3 . . ? C4 C3 H3 120.3 . . ? C5 C4 C3 119.1(4) . . ? C5 C4 H4 120.5 . . ? C3 C4 H4 120.5 . . ? C4 C5 C6 118.9(3) . . ? C4 C5 H5 120.5 . . ? C6 C5 H5 120.5 . . ? N2 C6 C5 122.9(3) . . ? N2 C6 H6 118.5 . . ? C5 C6 H6 118.5 . . ? N1 C7 C8 111.7(3) . . ? N1 C7 H7A 109.3 . . ? C8 C7 H7A 109.3 . . ? N1 C7 H7B 109.3 . . ? C8 C7 H7B 109.3 . . ? H7A C7 H7B 107.9 . . ? N3 C8 C9 121.0(3) . . ? N3 C8 C7 117.1(3) . . ? C9 C8 C7 121.9(3) . . ? C8 C9 C10 119.2(4) . . ? C8 C9 H9 120.4 . . ? C10 C9 H9 120.4 . . ? C11 C10 C9 120.1(4) . . ? C11 C10 H10 119.9 . . ? C9 C10 H10 119.9 . . ? C12 C11 C10 116.2(4) . . ? C12 C11 H11 121.9 . . ? C10 C11 H11 121.9 . . ? N3 C12 F1 115.0(3) . . ? N3 C12 C11 126.2(4) . . ? F1 C12 C11 118.8(3) . . ? N1 C13 C14 110.9(3) . . ? N1 C13 H13A 109.5 . . ? C14 C13 H13A 109.5 . . ? N1 C13 H13B 109.5 . . ? C14 C13 H13B 109.5 . . ? H13A C13 H13B 108.1 . . ? N4 C14 C15 121.6(4) . . ? N4 C14 C13 116.1(3) . . ? C15 C14 C13 122.4(4) . . ? C16 C15 C14 119.9(4) . . ? C16 C15 H15 120.1 . . ? C14 C15 H15 120.1 . . ? C15 C16 C17 119.8(4) . . ? C15 C16 H16 120.1 . . ? C17 C16 H16 120.1 . . ? C16 C17 C18 116.2(4) . . ? C16 C17 H17 121.9 . . ? C18 C17 H17 121.9 . . ? N4 C18 F2 114.6(3) . . ? N4 C18 C17 125.6(4) . . ? F2 C18 C17 119.9(4) . . ? N5 C19 C20 178.1(4) . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? F3 C21 F5 107.7(4) . . ? F3 C21 F4 109.2(4) . . ? F5 C21 F4 107.0(4) . . ? F3 C21 S1 111.1(3) . . ? F5 C21 S1 111.3(3) . . ? F4 C21 S1 110.4(3) . . ? F7 C22 F6 108.1(3) . . ? F7 C22 F8 106.9(3) . . ? F6 C22 F8 106.5(4) . . ? F7 C22 S2 112.4(3) . . ? F6 C22 S2 111.3(3) . . ? F8 C22 S2 111.4(3) . . ? C13 N1 C1 110.8(3) . . ? C13 N1 C7 110.8(3) . . ? C1 N1 C7 112.2(3) . . ? C13 N1 Fe1 106.0(2) . . ? C1 N1 Fe1 109.7(2) . . ? C7 N1 Fe1 107.1(2) . . ? C6 N2 C2 118.0(3) . . ? C6 N2 Fe1 126.5(2) . . ? C2 N2 Fe1 115.4(2) . . ? C12 N3 C8 117.1(3) . . ? C12 N3 Fe1 129.8(2) . . ? C8 N3 Fe1 113.0(2) . . ? C18 N4 C14 116.9(3) . . ? C18 N4 Fe1 129.7(3) . . ? C14 N4 Fe1 112.7(2) . . ? C19 N5 Fe1 172.1(3) . . ? S1 O1 Fe1 150.27(16) . . ? O3 S1 O2 117.3(2) . . ? O3 S1 O1 114.03(18) . . ? O2 S1 O1 112.59(18) . . ? O3 S1 C21 104.3(2) . . ? O2 S1 C21 103.8(2) . . ? O1 S1 C21 102.8(2) . . ? O5 S2 O6 115.54(17) . . ? O5 S2 O4 113.96(17) . . ? O6 S2 O4 115.72(18) . . ? O5 S2 C22 102.52(19) . . ? O6 S2 C22 103.16(18) . . ? O4 S2 C22 103.40(18) . . ? O1 Fe1 N5 90.56(11) . . ? O1 Fe1 N2 173.65(11) . . ? N5 Fe1 N2 95.30(12) . . ? O1 Fe1 N1 93.88(10) . . ? N5 Fe1 N1 175.04(11) . . ? N2 Fe1 N1 80.37(10) . . ? O1 Fe1 N4 86.54(10) . . ? N5 Fe1 N4 104.86(12) . . ? N2 Fe1 N4 89.59(11) . . ? N1 Fe1 N4 77.66(10) . . ? O1 Fe1 N3 93.02(10) . . ? N5 Fe1 N3 100.99(12) . . ? N2 Fe1 N3 88.27(10) . . ? N1 Fe1 N3 76.59(10) . . ? N4 Fe1 N3 154.15(11) . . ? 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 N1 C1 C2 N2 6.2(5) . . . . ? N1 C1 C2 C3 -175.9(3) . . . . ? N2 C2 C3 C4 0.5(5) . . . . ? C1 C2 C3 C4 -177.3(3) . . . . ? C2 C3 C4 C5 0.4(5) . . . . ? C3 C4 C5 C6 -0.8(6) . . . . ? C4 C5 C6 N2 0.3(6) . . . . ? N1 C7 C8 N3 -28.4(5) . . . . ? N1 C7 C8 C9 154.4(3) . . . . ? N3 C8 C9 C10 -0.8(6) . . . . ? C7 C8 C9 C10 176.3(4) . . . . ? C8 C9 C10 C11 2.8(6) . . . . ? C9 C10 C11 C12 -2.6(6) . . . . ? C10 C11 C12 N3 0.5(6) . . . . ? C10 C11 C12 F1 179.5(3) . . . . ? N1 C13 C14 N4 39.6(5) . . . . ? N1 C13 C14 C15 -142.7(4) . . . . ? N4 C14 C15 C16 2.2(6) . . . . ? C13 C14 C15 C16 -175.4(4) . . . . ? C14 C15 C16 C17 -0.6(6) . . . . ? C15 C16 C17 C18 -1.3(6) . . . . ? C16 C17 C18 N4 1.8(6) . . . . ? C16 C17 C18 F2 -178.5(4) . . . . ? C14 C13 N1 C1 74.9(4) . . . . ? C14 C13 N1 C7 -159.9(3) . . . . ? C14 C13 N1 Fe1 -44.0(3) . . . . ? C2 C1 N1 C13 -120.2(3) . . . . ? C2 C1 N1 C7 115.4(3) . . . . ? C2 C1 N1 Fe1 -3.5(4) . . . . ? C8 C7 N1 C13 156.2(3) . . . . ? C8 C7 N1 C1 -79.4(4) . . . . ? C8 C7 N1 Fe1 41.0(3) . . . . ? C5 C6 N2 C2 0.6(5) . . . . ? C5 C6 N2 Fe1 -176.7(3) . . . . ? C3 C2 N2 C6 -1.0(5) . . . . ? C1 C2 N2 C6 176.9(3) . . . . ? C3 C2 N2 Fe1 176.6(3) . . . . ? C1 C2 N2 Fe1 -5.6(4) . . . . ? F1 C12 N3 C8 -177.5(3) . . . . ? C11 C12 N3 C8 1.5(6) . . . . ? F1 C12 N3 Fe1 3.8(5) . . . . ? C11 C12 N3 Fe1 -177.1(3) . . . . ? C9 C8 N3 C12 -1.3(5) . . . . ? C7 C8 N3 C12 -178.5(3) . . . . ? C9 C8 N3 Fe1 177.6(3) . . . . ? C7 C8 N3 Fe1 0.3(4) . . . . ? F2 C18 N4 C14 179.9(3) . . . . ? C17 C18 N4 C14 -0.4(5) . . . . ? F2 C18 N4 Fe1 10.6(5) . . . . ? C17 C18 N4 Fe1 -169.7(3) . . . . ? C15 C14 N4 C18 -1.7(5) . . . . ? C13 C14 N4 C18 176.0(3) . . . . ? C15 C14 N4 Fe1 169.4(3) . . . . ? C13 C14 N4 Fe1 -12.9(4) . . . . ? Fe1 O1 S1 O3 35.9(4) . . . . ? Fe1 O1 S1 O2 172.7(3) . . . . ? Fe1 O1 S1 C21 -76.3(4) . . . . ? F3 C21 S1 O3 66.9(4) . . . . ? F5 C21 S1 O3 -173.1(3) . . . . ? F4 C21 S1 O3 -54.4(4) . . . . ? F3 C21 S1 O2 -56.4(4) . . . . ? F5 C21 S1 O2 63.6(4) . . . . ? F4 C21 S1 O2 -177.7(3) . . . . ? F3 C21 S1 O1 -173.9(3) . . . . ? F5 C21 S1 O1 -53.9(4) . . . . ? F4 C21 S1 O1 64.9(4) . . . . ? F7 C22 S2 O5 -175.5(3) . . . . ? F6 C22 S2 O5 63.1(3) . . . . ? F8 C22 S2 O5 -55.5(3) . . . . ? F7 C22 S2 O6 64.2(3) . . . . ? F6 C22 S2 O6 -57.2(3) . . . . ? F8 C22 S2 O6 -175.9(3) . . . . ? F7 C22 S2 O4 -56.7(3) . . . . ? F6 C22 S2 O4 -178.2(3) . . . . ? F8 C22 S2 O4 63.2(3) . . . . ? S1 O1 Fe1 N5 88.6(3) . . . . ? S1 O1 Fe1 N1 -89.2(3) . . . . ? S1 O1 Fe1 N4 -166.6(3) . . . . ? S1 O1 Fe1 N3 -12.5(3) . . . . ? C6 N2 Fe1 N5 2.4(3) . . . . ? C2 N2 Fe1 N5 -174.8(2) . . . . ? C6 N2 Fe1 N1 180.0(3) . . . . ? C2 N2 Fe1 N1 2.7(2) . . . . ? C6 N2 Fe1 N4 -102.5(3) . . . . ? C2 N2 Fe1 N4 80.3(2) . . . . ? C6 N2 Fe1 N3 103.3(3) . . . . ? C2 N2 Fe1 N3 -74.0(2) . . . . ? C13 N1 Fe1 O1 -57.1(2) . . . . ? C1 N1 Fe1 O1 -176.7(2) . . . . ? C7 N1 Fe1 O1 61.4(2) . . . . ? C13 N1 Fe1 N2 120.2(2) . . . . ? C1 N1 Fe1 N2 0.6(2) . . . . ? C7 N1 Fe1 N2 -121.4(2) . . . . ? C13 N1 Fe1 N4 28.5(2) . . . . ? C1 N1 Fe1 N4 -91.1(2) . . . . ? C7 N1 Fe1 N4 146.9(2) . . . . ? C13 N1 Fe1 N3 -149.2(2) . . . . ? C1 N1 Fe1 N3 91.1(2) . . . . ? C7 N1 Fe1 N3 -30.8(2) . . . . ? C18 N4 Fe1 O1 -104.9(3) . . . . ? C14 N4 Fe1 O1 85.4(2) . . . . ? C18 N4 Fe1 N5 -15.2(3) . . . . ? C14 N4 Fe1 N5 175.1(2) . . . . ? C18 N4 Fe1 N2 80.1(3) . . . . ? C14 N4 Fe1 N2 -89.6(2) . . . . ? C18 N4 Fe1 N1 160.4(3) . . . . ? C14 N4 Fe1 N1 -9.3(2) . . . . ? C18 N4 Fe1 N3 165.3(3) . . . . ? C14 N4 Fe1 N3 -4.4(4) . . . . ? C12 N3 Fe1 O1 102.9(3) . . . . ? C8 N3 Fe1 O1 -75.8(2) . . . . ? C12 N3 Fe1 N5 11.8(3) . . . . ? C8 N3 Fe1 N5 -166.9(2) . . . . ? C12 N3 Fe1 N2 -83.3(3) . . . . ? C8 N3 Fe1 N2 98.0(2) . . . . ? C12 N3 Fe1 N1 -163.8(3) . . . . ? C8 N3 Fe1 N1 17.5(2) . . . . ? C12 N3 Fe1 N4 -168.8(3) . . . . ? C8 N3 Fe1 N4 12.5(4) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.52 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.589 _refine_diff_density_min -0.855 _refine_diff_density_rms 0.136 # Attachment 'F2TPA(OTf)2.cif' data_laila10 _database_code_depnum_ccdc_archive 'CCDC 889074' #TrackingRef 'F2TPA(OTf)2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H15 F8 Fe N4 O6 S2' _chemical_formula_sum 'C20 H15 F8 Fe N4 O6 S2' _chemical_formula_weight 679.33 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' 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 '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 17.7378(6) _cell_length_b 9.7242(4) _cell_length_c 15.9769(4) _cell_angle_alpha 90.00 _cell_angle_beta 113.517(2) _cell_angle_gamma 90.00 _cell_volume 2526.90(15) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 7958 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 30.034 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.786 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1364 _exptl_absorpt_coefficient_mu 0.867 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _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 18052 _diffrn_reflns_av_R_equivalents 0.0610 _diffrn_reflns_av_sigmaI/netI 0.0785 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.25 _diffrn_reflns_theta_max 30.06 _reflns_number_total 7351 _reflns_number_gt 4574 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Denzo (Nonius B.V., 1998)' _computing_data_reduction 'Denzo (Nonius B.V., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'PLATON 98 (Spek, 1998)' _computing_publication_material 'SHELXL-97 (Sheldrick, 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^ > 2\s(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^)+(0.0677P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7351 _refine_ls_number_parameters 379 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0998 _refine_ls_R_factor_gt 0.0488 _refine_ls_wR_factor_ref 0.1406 _refine_ls_wR_factor_gt 0.1128 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.041 _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 C1 C 0.67303(17) 0.4365(3) 0.39189(17) 0.0270(6) Uani 1 1 d . . . H1A H 0.6741 0.5355 0.4069 0.032 Uiso 1 1 calc R . . H1B H 0.6227 0.4191 0.3364 0.032 Uiso 1 1 calc R . . C2 C 0.74684(16) 0.4030(3) 0.37235(15) 0.0240(5) Uani 1 1 d . . . C3 C 0.77858(19) 0.4974(3) 0.33018(19) 0.0359(7) Uani 1 1 d . . . H3 H 0.7577 0.5886 0.3190 0.043 Uiso 1 1 calc R . . C4 C 0.8406(2) 0.4576(4) 0.3048(2) 0.0468(8) Uani 1 1 d . . . H4 H 0.8623 0.5204 0.2747 0.056 Uiso 1 1 calc R . . C5 C 0.8711(2) 0.3257(4) 0.3234(2) 0.0443(8) Uani 1 1 d . . . H5 H 0.9143 0.2952 0.3071 0.053 Uiso 1 1 calc R . . C6 C 0.83652(17) 0.2409(3) 0.36641(18) 0.0330(6) Uani 1 1 d . . . C7 C 0.58313(16) 0.3290(3) 0.45452(17) 0.0274(6) Uani 1 1 d . . . H7A H 0.5511 0.3012 0.3904 0.033 Uiso 1 1 calc R . . H7B H 0.5588 0.4148 0.4662 0.033 Uiso 1 1 calc R . . C8 C 0.57844(16) 0.2172(3) 0.51799(16) 0.0258(6) Uani 1 1 d . . . C9 C 0.51564(17) 0.2124(3) 0.54730(17) 0.0326(6) Uani 1 1 d . . . H9 H 0.4738 0.2805 0.5286 0.039 Uiso 1 1 calc R . . C10 C 0.5143(2) 0.1063(3) 0.60464(19) 0.0382(7) Uani 1 1 d . . . H10 H 0.4714 0.1009 0.6259 0.046 Uiso 1 1 calc R . . C11 C 0.5753(2) 0.0095(3) 0.63032(18) 0.0372(7) Uani 1 1 d . . . H11 H 0.5763 -0.0639 0.6700 0.045 Uiso 1 1 calc R . . C12 C 0.63519(19) 0.0226(3) 0.59645(17) 0.0315(6) Uani 1 1 d . . . C13 C 0.71388(17) 0.4218(3) 0.55855(17) 0.0283(6) Uani 1 1 d . . . H13A H 0.6883 0.3932 0.6007 0.034 Uiso 1 1 calc R . . H13B H 0.7073 0.5227 0.5505 0.034 Uiso 1 1 calc R . . C14 C 0.80451(18) 0.3876(3) 0.60123(16) 0.0301(6) Uani 1 1 d . . . C15 C 0.8627(2) 0.4805(3) 0.6577(2) 0.0462(9) Uani 1 1 d . . . H15 H 0.8467 0.5694 0.6690 0.055 Uiso 1 1 calc R . . C16 C 0.9440(2) 0.4404(4) 0.6968(2) 0.0583(11) Uani 1 1 d . . . H16 H 0.9845 0.5010 0.7364 0.070 Uiso 1 1 calc R . . C17 C 0.9658(2) 0.3131(4) 0.6781(2) 0.0554(10) Uani 1 1 d . . . H17 H 1.0218 0.2854 0.7037 0.067 Uiso 1 1 calc R . . C18 C 0.90635(19) 0.2253(4) 0.6219(2) 0.0437(8) Uani 1 1 d . . . C19 C 0.64112(19) -0.1061(3) 0.24238(18) 0.0337(7) Uani 1 1 d . . . C20 C 0.9000(2) -0.2008(3) 0.4988(2) 0.0477(8) Uani 1 1 d . . . N1 N 0.66972(13) 0.3540(2) 0.46870(13) 0.0224(5) Uani 1 1 d . . . N2 N 0.77623(13) 0.2744(2) 0.39126(13) 0.0234(5) Uani 1 1 d . . . N3 N 0.63895(14) 0.1217(2) 0.54139(13) 0.0251(5) Uani 1 1 d . . . N4 N 0.82584(14) 0.2618(2) 0.58447(13) 0.0290(5) Uani 1 1 d . . . O1 O 0.63010(11) 0.07114(19) 0.35716(11) 0.0283(4) Uani 1 1 d . . . O2 O 0.51789(12) 0.0548(2) 0.20991(12) 0.0371(5) Uani 1 1 d . . . O3 O 0.64814(12) 0.15573(19) 0.22324(11) 0.0342(5) Uani 1 1 d . . . O4 O 0.79351(13) -0.02627(19) 0.49890(14) 0.0387(5) Uani 1 1 d . . . O5 O 0.75833(15) -0.2662(2) 0.49659(15) 0.0474(6) Uani 1 1 d . . . O6 O 0.86021(16) -0.1638(2) 0.63506(14) 0.0554(7) Uani 1 1 d . . . F1 F 0.86220(13) 0.1123(2) 0.38310(14) 0.0426(5) Uani 0.85 1 d P . . F2 F 0.69263(14) -0.0722(2) 0.61675(13) 0.0432(5) Uani 0.85 1 d P . . F3 F 0.9288(4) 0.1276(6) 0.6106(4) 0.0462(16) Uani 0.30 1 d P . . F4 F 0.61745(12) -0.13235(19) 0.15294(11) 0.0474(5) Uani 1 1 d . . . F5 F 0.61046(14) -0.20457(19) 0.27654(13) 0.0594(6) Uani 1 1 d . . . F6 F 0.72220(12) -0.1141(2) 0.27987(14) 0.0619(6) Uani 1 1 d . . . F7 F 0.87402(13) -0.1973(2) 0.40903(14) 0.0617(6) Uani 1 1 d . . . F8 F 0.96149(13) -0.1131(2) 0.53250(18) 0.0764(7) Uani 1 1 d . . . F9 F 0.92975(14) -0.3274(2) 0.52547(15) 0.0719(7) Uani 1 1 d . . . S1 S 0.60505(4) 0.06362(7) 0.25833(4) 0.02479(16) Uani 1 1 d . . . S2 S 0.81892(5) -0.16254(7) 0.53754(5) 0.03366(19) Uani 1 1 d . . . Fe1 Fe 0.72862(2) 0.15121(4) 0.47559(2) 0.02142(11) 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 C1 0.0306(15) 0.0260(14) 0.0274(12) 0.0076(11) 0.0148(11) 0.0027(12) C2 0.0244(14) 0.0278(14) 0.0193(11) 0.0003(10) 0.0081(10) -0.0030(11) C3 0.0377(18) 0.0354(17) 0.0376(15) 0.0086(13) 0.0182(13) -0.0007(14) C4 0.0417(19) 0.058(2) 0.0487(18) 0.0180(16) 0.0261(16) -0.0044(17) C5 0.0358(17) 0.061(2) 0.0481(18) 0.0090(16) 0.0296(14) 0.0033(16) C6 0.0297(15) 0.0382(17) 0.0342(14) -0.0013(12) 0.0159(12) -0.0019(13) C7 0.0260(14) 0.0311(15) 0.0281(13) 0.0040(11) 0.0141(11) 0.0036(12) C8 0.0259(14) 0.0305(15) 0.0219(12) -0.0058(10) 0.0106(10) -0.0076(12) C9 0.0287(15) 0.0434(18) 0.0293(13) -0.0085(12) 0.0153(11) -0.0105(13) C10 0.0426(18) 0.0479(19) 0.0349(15) -0.0111(13) 0.0269(14) -0.0213(15) C11 0.054(2) 0.0362(17) 0.0264(13) -0.0011(12) 0.0216(13) -0.0180(15) C12 0.0437(18) 0.0265(15) 0.0248(12) 0.0001(11) 0.0143(12) -0.0058(13) C13 0.0370(16) 0.0251(14) 0.0278(13) -0.0037(11) 0.0181(12) -0.0055(12) C14 0.0342(16) 0.0347(16) 0.0202(12) 0.0038(11) 0.0095(11) -0.0100(13) C15 0.052(2) 0.0394(18) 0.0378(16) -0.0025(14) 0.0078(15) -0.0189(16) C16 0.045(2) 0.064(3) 0.0462(19) 0.0018(17) -0.0024(16) -0.0285(19) C17 0.0317(18) 0.069(3) 0.0504(19) 0.0197(18) 0.0005(15) -0.0117(18) C18 0.0238(16) 0.066(2) 0.0326(15) 0.0156(16) 0.0019(13) -0.0036(17) C19 0.0356(17) 0.0337(16) 0.0328(14) -0.0019(12) 0.0147(13) 0.0007(13) C20 0.0373(19) 0.0377(18) 0.057(2) 0.0031(15) 0.0075(15) 0.0077(15) N1 0.0235(11) 0.0240(11) 0.0218(10) 0.0030(8) 0.0111(9) -0.0013(9) N2 0.0222(11) 0.0259(12) 0.0223(10) -0.0025(8) 0.0090(8) -0.0027(9) N3 0.0295(12) 0.0271(12) 0.0184(9) -0.0002(8) 0.0093(9) -0.0065(10) N4 0.0283(13) 0.0343(13) 0.0224(10) 0.0028(9) 0.0079(9) -0.0054(11) O1 0.0290(10) 0.0366(11) 0.0210(8) -0.0060(7) 0.0118(7) -0.0095(8) O2 0.0242(11) 0.0505(13) 0.0311(10) -0.0054(9) 0.0052(8) -0.0011(9) O3 0.0405(12) 0.0374(11) 0.0245(9) 0.0006(8) 0.0126(8) -0.0114(9) O4 0.0383(12) 0.0243(10) 0.0509(12) 0.0086(9) 0.0152(10) 0.0053(9) O5 0.0535(14) 0.0325(12) 0.0554(13) -0.0059(10) 0.0209(11) -0.0139(11) O6 0.0649(17) 0.0506(14) 0.0329(11) 0.0000(10) 0.0009(10) 0.0118(12) F1 0.0401(12) 0.0388(12) 0.0598(13) 0.0099(10) 0.0315(10) 0.0123(10) F2 0.0509(13) 0.0416(12) 0.0400(11) 0.0129(9) 0.0214(10) 0.0054(10) F3 0.024(3) 0.032(3) 0.061(4) -0.002(3) -0.006(3) 0.007(3) F4 0.0565(12) 0.0521(12) 0.0377(9) -0.0176(8) 0.0231(9) -0.0061(9) F5 0.0977(17) 0.0303(10) 0.0656(12) 0.0014(9) 0.0488(12) -0.0057(10) F6 0.0388(12) 0.0709(14) 0.0660(13) -0.0135(11) 0.0104(10) 0.0182(10) F7 0.0578(14) 0.0710(14) 0.0607(12) 0.0061(11) 0.0284(10) 0.0169(11) F8 0.0347(12) 0.0709(15) 0.1131(19) -0.0088(14) 0.0185(12) -0.0065(11) F9 0.0736(16) 0.0515(13) 0.0867(16) 0.0143(11) 0.0280(13) 0.0355(12) S1 0.0251(3) 0.0295(4) 0.0190(3) -0.0015(2) 0.0079(3) -0.0035(3) S2 0.0372(4) 0.0226(4) 0.0337(4) 0.0019(3) 0.0062(3) 0.0017(3) Fe1 0.0218(2) 0.0213(2) 0.02090(18) 0.00202(14) 0.00827(14) -0.00117(15) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 N1 1.487(3) . ? C1 C2 1.498(4) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 N2 1.342(3) . ? C2 C3 1.384(4) . ? C3 C4 1.370(4) . ? C3 H3 0.9500 . ? C4 C5 1.377(5) . ? C4 H4 0.9500 . ? C5 C6 1.365(4) . ? C5 H5 0.9500 . ? C6 F1 1.321(3) . ? C6 N2 1.321(3) . ? C7 N1 1.480(3) . ? C7 C8 1.511(3) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 N3 1.354(3) . ? C8 C9 1.371(4) . ? C9 C10 1.386(4) . ? C9 H9 0.9500 . ? C10 C11 1.368(5) . ? C10 H10 0.9500 . ? C11 C12 1.377(4) . ? C11 H11 0.9500 . ? C12 F2 1.315(3) . ? C12 N3 1.324(3) . ? C13 N1 1.487(3) . ? C13 C14 1.512(4) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 N4 1.339(4) . ? C14 C15 1.397(4) . ? C15 C16 1.378(5) . ? C15 H15 0.9500 . ? C16 C17 1.365(5) . ? C16 H16 0.9500 . ? C17 C18 1.375(5) . ? C17 H17 0.9500 . ? C18 F3 1.073(6) . ? C18 N4 1.357(4) . ? C19 F6 1.321(3) . ? C19 F5 1.322(3) . ? C19 F4 1.343(3) . ? C19 S1 1.824(3) . ? C20 F8 1.319(4) . ? C20 F7 1.321(4) . ? C20 F9 1.340(4) . ? C20 S2 1.816(4) . ? N1 Fe1 2.214(2) . ? N2 Fe1 2.207(2) . ? N3 Fe1 2.248(2) . ? N4 Fe1 2.182(2) . ? O1 S1 1.4615(17) . ? O1 Fe1 2.1450(16) . ? O2 S1 1.429(2) . ? O3 S1 1.4294(19) . ? O4 S2 1.4554(19) . ? O4 Fe1 2.0248(19) . ? O5 S2 1.428(2) . ? O6 S2 1.433(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 112.3(2) . . ? N1 C1 H1A 109.1 . . ? C2 C1 H1A 109.1 . . ? N1 C1 H1B 109.1 . . ? C2 C1 H1B 109.1 . . ? H1A C1 H1B 107.9 . . ? N2 C2 C3 122.0(3) . . ? N2 C2 C1 116.7(2) . . ? C3 C2 C1 121.1(2) . . ? C4 C3 C2 119.1(3) . . ? C4 C3 H3 120.5 . . ? C2 C3 H3 120.5 . . ? C3 C4 C5 119.5(3) . . ? C3 C4 H4 120.2 . . ? C5 C4 H4 120.2 . . ? C6 C5 C4 117.0(3) . . ? C6 C5 H5 121.5 . . ? C4 C5 H5 121.5 . . ? F1 C6 N2 115.3(3) . . ? F1 C6 C5 119.1(3) . . ? N2 C6 C5 125.6(3) . . ? N1 C7 C8 110.3(2) . . ? N1 C7 H7A 109.6 . . ? C8 C7 H7A 109.6 . . ? N1 C7 H7B 109.6 . . ? C8 C7 H7B 109.6 . . ? H7A C7 H7B 108.1 . . ? N3 C8 C9 123.0(3) . . ? N3 C8 C7 115.4(2) . . ? C9 C8 C7 121.6(3) . . ? C8 C9 C10 118.8(3) . . ? C8 C9 H9 120.6 . . ? C10 C9 H9 120.6 . . ? C11 C10 C9 119.3(3) . . ? C11 C10 H10 120.3 . . ? C9 C10 H10 120.3 . . ? C10 C11 C12 117.4(3) . . ? C10 C11 H11 121.3 . . ? C12 C11 H11 121.3 . . ? F2 C12 N3 115.8(3) . . ? F2 C12 C11 118.8(3) . . ? N3 C12 C11 125.4(3) . . ? N1 C13 C14 113.2(2) . . ? N1 C13 H13A 108.9 . . ? C14 C13 H13A 108.9 . . ? N1 C13 H13B 108.9 . . ? C14 C13 H13B 108.9 . . ? H13A C13 H13B 107.8 . . ? N4 C14 C15 121.6(3) . . ? N4 C14 C13 116.4(2) . . ? C15 C14 C13 121.9(3) . . ? C16 C15 C14 118.6(3) . . ? C16 C15 H15 120.7 . . ? C14 C15 H15 120.7 . . ? C17 C16 C15 119.6(3) . . ? C17 C16 H16 120.2 . . ? C15 C16 H16 120.2 . . ? C16 C17 C18 119.6(3) . . ? C16 C17 H17 120.2 . . ? C18 C17 H17 120.2 . . ? F3 C18 N4 123.5(4) . . ? F3 C18 C17 114.9(4) . . ? N4 C18 C17 121.6(4) . . ? F6 C19 F5 108.8(3) . . ? F6 C19 F4 107.0(2) . . ? F5 C19 F4 107.2(2) . . ? F6 C19 S1 111.7(2) . . ? F5 C19 S1 111.9(2) . . ? F4 C19 S1 110.02(19) . . ? F8 C20 F7 107.4(3) . . ? F8 C20 F9 107.9(3) . . ? F7 C20 F9 106.9(3) . . ? F8 C20 S2 111.5(2) . . ? F7 C20 S2 112.6(2) . . ? F9 C20 S2 110.2(3) . . ? C7 N1 C1 110.03(19) . . ? C7 N1 C13 109.6(2) . . ? C1 N1 C13 112.2(2) . . ? C7 N1 Fe1 107.54(15) . . ? C1 N1 Fe1 110.40(15) . . ? C13 N1 Fe1 106.90(15) . . ? C6 N2 C2 116.8(2) . . ? C6 N2 Fe1 127.03(19) . . ? C2 N2 Fe1 115.74(17) . . ? C12 N3 C8 116.0(2) . . ? C12 N3 Fe1 129.5(2) . . ? C8 N3 Fe1 114.48(16) . . ? C14 N4 C18 118.8(3) . . ? C14 N4 Fe1 114.40(17) . . ? C18 N4 Fe1 125.5(2) . . ? S1 O1 Fe1 139.52(11) . . ? S2 O4 Fe1 155.67(15) . . ? O2 S1 O3 117.23(12) . . ? O2 S1 O1 112.64(12) . . ? O3 S1 O1 114.38(10) . . ? O2 S1 C19 103.55(13) . . ? O3 S1 C19 103.88(13) . . ? O1 S1 C19 102.93(12) . . ? O5 S2 O6 117.19(15) . . ? O5 S2 O4 113.56(13) . . ? O6 S2 O4 113.97(13) . . ? O5 S2 C20 104.62(15) . . ? O6 S2 C20 103.76(16) . . ? O4 S2 C20 101.28(15) . . ? O4 Fe1 O1 93.22(8) . . ? O4 Fe1 N4 93.60(8) . . ? O1 Fe1 N4 171.31(7) . . ? O4 Fe1 N2 104.30(9) . . ? O1 Fe1 N2 91.95(7) . . ? N4 Fe1 N2 81.15(8) . . ? O4 Fe1 N1 172.20(8) . . ? O1 Fe1 N1 94.44(7) . . ? N4 Fe1 N1 78.93(8) . . ? N2 Fe1 N1 76.95(8) . . ? O4 Fe1 N3 105.16(8) . . ? O1 Fe1 N3 83.50(7) . . ? N4 Fe1 N3 99.88(8) . . ? N2 Fe1 N3 150.39(8) . . ? N1 Fe1 N3 74.27(8) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C1 C2 N2 29.4(3) . . . . ? N1 C1 C2 C3 -155.5(2) . . . . ? N2 C2 C3 C4 1.6(4) . . . . ? C1 C2 C3 C4 -173.1(3) . . . . ? C2 C3 C4 C5 -1.3(5) . . . . ? C3 C4 C5 C6 0.4(5) . . . . ? C4 C5 C6 F1 178.0(3) . . . . ? C4 C5 C6 N2 0.3(5) . . . . ? N1 C7 C8 N3 -29.5(3) . . . . ? N1 C7 C8 C9 152.2(2) . . . . ? N3 C8 C9 C10 1.0(4) . . . . ? C7 C8 C9 C10 179.2(2) . . . . ? C8 C9 C10 C11 -0.1(4) . . . . ? C9 C10 C11 C12 -0.6(4) . . . . ? C10 C11 C12 F2 -177.1(3) . . . . ? C10 C11 C12 N3 0.4(4) . . . . ? N1 C13 C14 N4 -32.9(3) . . . . ? N1 C13 C14 C15 149.3(3) . . . . ? N4 C14 C15 C16 0.1(5) . . . . ? C13 C14 C15 C16 177.8(3) . . . . ? C14 C15 C16 C17 1.3(5) . . . . ? C15 C16 C17 C18 -1.2(5) . . . . ? C16 C17 C18 F3 179.8(5) . . . . ? C16 C17 C18 N4 -0.2(5) . . . . ? C8 C7 N1 C1 165.7(2) . . . . ? C8 C7 N1 C13 -70.4(3) . . . . ? C8 C7 N1 Fe1 45.5(2) . . . . ? C2 C1 N1 C7 -148.6(2) . . . . ? C2 C1 N1 C13 89.1(3) . . . . ? C2 C1 N1 Fe1 -30.1(2) . . . . ? C14 C13 N1 C7 150.3(2) . . . . ? C14 C13 N1 C1 -87.1(3) . . . . ? C14 C13 N1 Fe1 34.1(2) . . . . ? F1 C6 N2 C2 -177.8(2) . . . . ? C5 C6 N2 C2 0.0(4) . . . . ? F1 C6 N2 Fe1 10.5(3) . . . . ? C5 C6 N2 Fe1 -171.8(2) . . . . ? C3 C2 N2 C6 -1.0(3) . . . . ? C1 C2 N2 C6 174.0(2) . . . . ? C3 C2 N2 Fe1 171.73(19) . . . . ? C1 C2 N2 Fe1 -13.3(3) . . . . ? F2 C12 N3 C8 178.0(2) . . . . ? C11 C12 N3 C8 0.4(4) . . . . ? F2 C12 N3 Fe1 0.8(3) . . . . ? C11 C12 N3 Fe1 -176.8(2) . . . . ? C9 C8 N3 C12 -1.2(4) . . . . ? C7 C8 N3 C12 -179.5(2) . . . . ? C9 C8 N3 Fe1 176.48(19) . . . . ? C7 C8 N3 Fe1 -1.9(3) . . . . ? C15 C14 N4 C18 -1.5(4) . . . . ? C13 C14 N4 C18 -179.3(2) . . . . ? C15 C14 N4 Fe1 -169.3(2) . . . . ? C13 C14 N4 Fe1 12.8(3) . . . . ? F3 C18 N4 C14 -178.5(5) . . . . ? C17 C18 N4 C14 1.6(4) . . . . ? F3 C18 N4 Fe1 -12.1(6) . . . . ? C17 C18 N4 Fe1 168.0(2) . . . . ? Fe1 O1 S1 O2 -152.44(16) . . . . ? Fe1 O1 S1 O3 -15.3(2) . . . . ? Fe1 O1 S1 C19 96.7(2) . . . . ? F6 C19 S1 O2 177.0(2) . . . . ? F5 C19 S1 O2 -60.7(2) . . . . ? F4 C19 S1 O2 58.4(2) . . . . ? F6 C19 S1 O3 54.1(2) . . . . ? F5 C19 S1 O3 176.33(19) . . . . ? F4 C19 S1 O3 -64.6(2) . . . . ? F6 C19 S1 O1 -65.5(2) . . . . ? F5 C19 S1 O1 56.8(2) . . . . ? F4 C19 S1 O1 175.87(19) . . . . ? Fe1 O4 S2 O5 72.2(3) . . . . ? Fe1 O4 S2 O6 -65.4(4) . . . . ? Fe1 O4 S2 C20 -176.2(3) . . . . ? F8 C20 S2 O5 -179.3(2) . . . . ? F7 C20 S2 O5 59.8(3) . . . . ? F9 C20 S2 O5 -59.5(3) . . . . ? F8 C20 S2 O6 -55.9(3) . . . . ? F7 C20 S2 O6 -176.8(2) . . . . ? F9 C20 S2 O6 63.9(2) . . . . ? F8 C20 S2 O4 62.4(3) . . . . ? F7 C20 S2 O4 -58.4(3) . . . . ? F9 C20 S2 O4 -177.7(2) . . . . ? S2 O4 Fe1 O1 -89.7(3) . . . . ? S2 O4 Fe1 N4 95.7(3) . . . . ? S2 O4 Fe1 N2 177.5(3) . . . . ? S2 O4 Fe1 N3 -5.6(3) . . . . ? S1 O1 Fe1 O4 -91.68(19) . . . . ? S1 O1 Fe1 N2 12.76(19) . . . . ? S1 O1 Fe1 N1 89.82(19) . . . . ? S1 O1 Fe1 N3 163.41(19) . . . . ? C14 N4 Fe1 O4 -172.65(18) . . . . ? C18 N4 Fe1 O4 20.5(2) . . . . ? C14 N4 Fe1 N2 83.43(18) . . . . ? C18 N4 Fe1 N2 -83.5(2) . . . . ? C14 N4 Fe1 N1 5.11(17) . . . . ? C18 N4 Fe1 N1 -161.8(2) . . . . ? C14 N4 Fe1 N3 -66.56(19) . . . . ? C18 N4 Fe1 N3 126.6(2) . . . . ? C6 N2 Fe1 O4 -3.2(2) . . . . ? C2 N2 Fe1 O4 -175.01(16) . . . . ? C6 N2 Fe1 O1 -97.0(2) . . . . ? C2 N2 Fe1 O1 91.17(17) . . . . ? C6 N2 Fe1 N4 88.3(2) . . . . ? C2 N2 Fe1 N4 -83.52(17) . . . . ? C6 N2 Fe1 N1 168.9(2) . . . . ? C2 N2 Fe1 N1 -2.93(16) . . . . ? C6 N2 Fe1 N3 -177.24(19) . . . . ? C2 N2 Fe1 N3 10.9(3) . . . . ? C7 N1 Fe1 O1 47.01(14) . . . . ? C1 N1 Fe1 O1 -73.05(16) . . . . ? C13 N1 Fe1 O1 164.62(16) . . . . ? C7 N1 Fe1 N4 -138.65(15) . . . . ? C1 N1 Fe1 N4 101.29(17) . . . . ? C13 N1 Fe1 N4 -21.04(16) . . . . ? C7 N1 Fe1 N2 137.99(15) . . . . ? C1 N1 Fe1 N2 17.93(16) . . . . ? C13 N1 Fe1 N2 -104.40(16) . . . . ? C7 N1 Fe1 N3 -34.95(14) . . . . ? C1 N1 Fe1 N3 -155.01(17) . . . . ? C13 N1 Fe1 N3 82.66(16) . . . . ? C12 N3 Fe1 O4 10.1(2) . . . . ? C8 N3 Fe1 O4 -167.20(16) . . . . ? C12 N3 Fe1 O1 101.6(2) . . . . ? C8 N3 Fe1 O1 -75.62(16) . . . . ? C12 N3 Fe1 N4 -86.5(2) . . . . ? C8 N3 Fe1 N4 96.30(17) . . . . ? C12 N3 Fe1 N2 -175.90(19) . . . . ? C8 N3 Fe1 N2 6.8(3) . . . . ? C12 N3 Fe1 N1 -161.9(2) . . . . ? C8 N3 Fe1 N1 20.87(16) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 30.06 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.623 _refine_diff_density_min -0.854 _refine_diff_density_rms 0.135 # Attachment 'FTPAFe(OTf)2.cif' data_laila7 _database_code_depnum_ccdc_archive 'CCDC 889075' #TrackingRef 'FTPAFe(OTf)2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H16 F7 Fe N4 O6 S2' _chemical_formula_sum 'C20 H16 F7 Fe N4 O6 S2' _chemical_formula_weight 661.34 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' 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' 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 '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 17.7194(6) _cell_length_b 9.6968(4) _cell_length_c 15.9971(6) _cell_angle_alpha 90.00 _cell_angle_beta 113.458(2) _cell_angle_gamma 90.00 _cell_volume 2521.47(16) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 7144 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 30.034 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.742 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1332 _exptl_absorpt_coefficient_mu 0.861 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _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 15123 _diffrn_reflns_av_R_equivalents 0.0437 _diffrn_reflns_av_sigmaI/netI 0.0634 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.25 _diffrn_reflns_theta_max 30.02 _reflns_number_total 7332 _reflns_number_gt 4909 _reflns_threshold_expression I>2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Denzo (Nonius B.V., 1998)' _computing_data_reduction 'Denzo (Nonius B.V., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON 98 (Spek, 1998)' _computing_publication_material 'SHELXL-97 (Sheldrick, 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^)+(0.0519P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7332 _refine_ls_number_parameters 370 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0806 _refine_ls_R_factor_gt 0.0440 _refine_ls_wR_factor_ref 0.1143 _refine_ls_wR_factor_gt 0.1005 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.045 _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 C1 C 0.21435(13) -0.4259(2) 0.55834(14) 0.0260(5) Uani 1 1 d . . . H1A H 0.2085 -0.5271 0.5499 0.031 Uiso 1 1 calc R . . H1B H 0.1887 -0.3989 0.6007 0.031 Uiso 1 1 calc R . . C2 C 0.30501(13) -0.3897(2) 0.60091(14) 0.0265(5) Uani 1 1 d . . . C3 C 0.36366(15) -0.4808(3) 0.65653(16) 0.0369(6) Uani 1 1 d . . . H3 H 0.3479 -0.5704 0.6675 0.044 Uiso 1 1 calc R . . C4 C 0.44487(16) -0.4412(3) 0.69582(18) 0.0434(6) Uani 1 1 d . . . H4 H 0.4857 -0.5024 0.7346 0.052 Uiso 1 1 calc R . . C5 C 0.46597(15) -0.3108(3) 0.67776(17) 0.0404(6) Uani 1 1 d . . . H5 H 0.5217 -0.2813 0.7033 0.048 Uiso 1 1 calc R . . C6 C 0.40533(13) -0.2246(3) 0.62240(15) 0.0342(5) Uani 1 1 d . . . H6 H 0.4201 -0.1351 0.6102 0.041 Uiso 1 1 calc R . . C7 C 0.08325(12) -0.3313(2) 0.45581(15) 0.0274(5) Uani 1 1 d . . . H7A H 0.0592 -0.4164 0.4691 0.033 Uiso 1 1 calc R . . H7B H 0.0504 -0.3049 0.3917 0.033 Uiso 1 1 calc R . . C8 C 0.08030(13) -0.2166(2) 0.51881(14) 0.0253(4) Uani 1 1 d . . . C9 C 0.01827(13) -0.2099(3) 0.54950(15) 0.0321(5) Uani 1 1 d . . . H9 H -0.0237 -0.2780 0.5323 0.038 Uiso 1 1 calc R . . C10 C 0.01820(16) -0.1016(3) 0.60615(16) 0.0400(6) Uani 1 1 d . . . H10 H -0.0242 -0.0941 0.6280 0.048 Uiso 1 1 calc R . . C11 C 0.07978(16) -0.0059(3) 0.63014(16) 0.0382(6) Uani 1 1 d . . . H11 H 0.0813 0.0686 0.6693 0.046 Uiso 1 1 calc R . . C12 C 0.13984(15) -0.0203(2) 0.59597(15) 0.0338(5) Uani 1 1 d . . . C13 C 0.17268(13) -0.4386(2) 0.39172(15) 0.0271(5) Uani 1 1 d . . . H13A H 0.1223 -0.4203 0.3365 0.032 Uiso 1 1 calc R . . H13B H 0.1736 -0.5380 0.4061 0.032 Uiso 1 1 calc R . . C14 C 0.24674(12) -0.4044(2) 0.37235(13) 0.0243(4) Uani 1 1 d . . . C15 C 0.27900(14) -0.4977(3) 0.33017(16) 0.0346(5) Uani 1 1 d . . . H15 H 0.2584 -0.5893 0.3185 0.041 Uiso 1 1 calc R . . C16 C 0.34126(16) -0.4565(3) 0.30525(19) 0.0457(7) Uani 1 1 d . . . H16 H 0.3635 -0.5188 0.2751 0.055 Uiso 1 1 calc R . . C17 C 0.37125(16) -0.3239(3) 0.32435(18) 0.0433(7) Uani 1 1 d . . . H17 H 0.4143 -0.2927 0.3079 0.052 Uiso 1 1 calc R . . C18 C 0.33695(14) -0.2391(3) 0.36761(16) 0.0345(5) Uani 1 1 d . . . C19 C 0.14183(15) 0.1076(3) 0.24307(16) 0.0361(6) Uani 1 1 d . . . C20 C 0.40308(17) 0.1986(3) 0.4999(2) 0.0539(8) Uani 1 1 d . . . F1 F 0.22324(9) 0.11583(18) 0.28100(12) 0.0609(5) Uani 1 1 d . . . F2 F 0.11166(11) 0.20664(15) 0.27783(11) 0.0588(5) Uani 1 1 d . . . F3 F 0.11839(10) 0.13521(15) 0.15393(10) 0.0474(4) Uani 1 1 d . . . F4 F 0.37925(11) 0.1920(2) 0.41058(14) 0.0706(5) Uani 1 1 d . . . F5 F 0.43146(11) 0.32509(17) 0.52601(15) 0.0781(6) Uani 1 1 d . . . F6 F 0.46558(11) 0.1116(2) 0.53683(17) 0.0903(7) Uani 1 1 d . . . F7 F 0.19334(17) 0.0715(3) 0.61337(18) 0.0383(6) Uani 0.50 1 d P . . F8 F 0.35969(18) -0.1191(3) 0.3821(2) 0.0498(8) Uani 0.50 1 d P . . Fe1 Fe 0.228240(17) -0.15433(3) 0.474997(19) 0.02036(9) Uani 1 1 d . . . N1 N 0.16958(10) -0.35719(17) 0.46882(11) 0.0215(4) Uani 1 1 d . . . N2 N 0.32545(10) -0.26204(18) 0.58460(11) 0.0252(4) Uani 1 1 d . . . N3 N 0.14108(11) -0.12252(18) 0.54103(12) 0.0252(4) Uani 1 1 d . . . N4 N 0.27583(10) -0.27520(18) 0.39183(11) 0.0237(4) Uani 1 1 d . . . O1 O 0.13086(9) -0.06976(15) 0.35732(9) 0.0281(3) Uani 1 1 d . . . O2 O 0.14942(10) -0.15404(16) 0.22352(10) 0.0341(4) Uani 1 1 d . . . O3 O 0.01849(9) -0.05351(18) 0.20995(11) 0.0381(4) Uani 1 1 d . . . O4 O 0.29789(10) 0.01953(16) 0.49715(12) 0.0428(4) Uani 1 1 d . . . O5 O 0.35988(14) 0.1584(2) 0.63305(13) 0.0648(6) Uani 1 1 d . . . O6 O 0.25943(11) 0.25891(18) 0.49376(13) 0.0492(5) Uani 1 1 d . . . S1 S 0.10581(3) -0.06235(6) 0.25851(3) 0.02464(13) Uani 1 1 d . . . S2 S 0.32062(4) 0.15730(6) 0.53578(4) 0.03658(16) 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 C1 0.0310(11) 0.0219(11) 0.0274(11) 0.0036(9) 0.0140(9) 0.0028(9) C2 0.0303(11) 0.0279(11) 0.0199(10) -0.0003(9) 0.0083(9) 0.0055(9) C3 0.0420(14) 0.0313(13) 0.0322(13) 0.0041(11) 0.0094(11) 0.0092(11) C4 0.0373(14) 0.0430(16) 0.0390(14) 0.0030(12) 0.0037(12) 0.0151(12) C5 0.0279(12) 0.0468(16) 0.0370(14) -0.0046(12) 0.0029(11) 0.0029(11) C6 0.0268(11) 0.0417(14) 0.0280(12) -0.0039(11) 0.0045(10) 0.0025(10) C7 0.0220(10) 0.0310(12) 0.0307(11) -0.0034(10) 0.0121(9) -0.0019(9) C8 0.0264(10) 0.0287(12) 0.0198(10) 0.0049(9) 0.0082(9) 0.0079(9) C9 0.0288(11) 0.0399(14) 0.0303(12) 0.0074(11) 0.0147(10) 0.0080(10) C10 0.0444(14) 0.0505(16) 0.0338(13) 0.0139(12) 0.0245(12) 0.0229(13) C11 0.0568(16) 0.0356(14) 0.0257(11) 0.0013(11) 0.0201(12) 0.0178(13) C12 0.0489(15) 0.0279(12) 0.0237(11) -0.0002(10) 0.0136(11) 0.0113(11) C13 0.0305(11) 0.0263(11) 0.0272(11) -0.0078(9) 0.0145(9) -0.0019(9) C14 0.0245(10) 0.0285(12) 0.0183(10) -0.0018(9) 0.0066(8) 0.0041(9) C15 0.0330(12) 0.0382(14) 0.0327(12) -0.0089(11) 0.0133(11) 0.0038(11) C16 0.0424(14) 0.0597(19) 0.0443(15) -0.0164(14) 0.0272(13) 0.0044(14) C17 0.0373(13) 0.0608(18) 0.0414(14) -0.0044(13) 0.0258(12) -0.0002(13) C18 0.0307(12) 0.0421(15) 0.0335(12) 0.0037(11) 0.0156(10) 0.0020(11) C19 0.0393(13) 0.0352(13) 0.0325(13) 0.0047(11) 0.0129(11) 0.0004(11) C20 0.0378(15) 0.0373(15) 0.070(2) -0.0032(15) 0.0038(14) -0.0095(13) F1 0.0402(9) 0.0647(11) 0.0676(11) 0.0108(9) 0.0106(8) -0.0185(8) F2 0.0990(13) 0.0293(8) 0.0621(11) -0.0018(8) 0.0470(10) 0.0077(8) F3 0.0585(9) 0.0513(9) 0.0372(8) 0.0181(7) 0.0242(7) 0.0065(8) F4 0.0637(11) 0.0792(13) 0.0756(13) -0.0101(11) 0.0347(11) -0.0219(10) F5 0.0697(12) 0.0454(11) 0.1101(17) -0.0134(10) 0.0261(12) -0.0339(9) F6 0.0354(9) 0.0688(13) 0.146(2) 0.0050(14) 0.0138(11) 0.0042(9) F7 0.0490(16) 0.0330(15) 0.0357(15) -0.0116(12) 0.0197(14) -0.0067(13) F8 0.0455(17) 0.0505(19) 0.063(2) -0.0124(17) 0.0315(17) -0.0095(15) Fe1 0.02064(15) 0.01965(16) 0.01976(15) -0.00129(12) 0.00697(12) 0.00096(12) N1 0.0207(8) 0.0235(9) 0.0211(8) -0.0026(7) 0.0091(7) 0.0018(7) N2 0.0262(9) 0.0267(10) 0.0199(8) -0.0011(8) 0.0063(7) 0.0037(8) N3 0.0298(9) 0.0244(9) 0.0212(9) 0.0005(7) 0.0100(8) 0.0047(8) N4 0.0220(8) 0.0276(10) 0.0217(9) 0.0021(7) 0.0088(7) 0.0037(7) O1 0.0293(8) 0.0352(9) 0.0197(7) 0.0050(6) 0.0097(6) 0.0108(7) O2 0.0419(9) 0.0355(9) 0.0239(8) -0.0034(7) 0.0121(7) 0.0110(8) O3 0.0245(8) 0.0514(11) 0.0304(9) 0.0056(8) 0.0024(7) 0.0015(7) O4 0.0406(10) 0.0225(8) 0.0560(11) -0.0044(8) 0.0094(9) -0.0067(7) O5 0.0829(15) 0.0517(13) 0.0341(11) 0.0014(9) -0.0038(10) -0.0197(11) O6 0.0547(11) 0.0318(10) 0.0566(11) 0.0061(9) 0.0173(9) 0.0110(9) S1 0.0247(3) 0.0283(3) 0.0188(2) 0.0017(2) 0.0064(2) 0.0029(2) S2 0.0395(3) 0.0212(3) 0.0357(3) 0.0002(2) 0.0008(3) -0.0041(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.490(3) . ? C1 C2 1.516(3) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 N2 1.344(3) . ? C2 C3 1.384(3) . ? C3 C4 1.376(3) . ? C3 H3 0.9500 . ? C4 C5 1.381(4) . ? C4 H4 0.9500 . ? C5 C6 1.371(3) . ? C5 H5 0.9500 . ? C6 N2 1.349(3) . ? C6 H6 0.9500 . ? C7 N1 1.481(2) . ? C7 C8 1.516(3) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 N3 1.347(3) . ? C8 C9 1.372(3) . ? C9 C10 1.387(3) . ? C9 H9 0.9500 . ? C10 C11 1.366(4) . ? C10 H10 0.9500 . ? C11 C12 1.383(3) . ? C11 H11 0.9500 . ? C12 F7 1.248(3) . ? C12 N3 1.331(3) . ? C13 N1 1.483(3) . ? C13 C14 1.501(3) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 N4 1.344(3) . ? C14 C15 1.381(3) . ? C15 C16 1.373(3) . ? C15 H15 0.9500 . ? C16 C17 1.378(4) . ? C16 H16 0.9500 . ? C17 C18 1.364(3) . ? C17 H17 0.9500 . ? C18 F8 1.223(4) . ? C18 N4 1.334(3) . ? C19 F2 1.325(3) . ? C19 F1 1.326(3) . ? C19 F3 1.344(3) . ? C19 S1 1.819(3) . ? C20 F4 1.320(4) . ? C20 F5 1.328(3) . ? C20 F6 1.329(3) . ? C20 S2 1.815(3) . ? Fe1 O4 2.0354(16) . ? Fe1 O1 2.1465(14) . ? Fe1 N2 2.1743(17) . ? Fe1 N4 2.1790(17) . ? Fe1 N1 2.2086(17) . ? Fe1 N3 2.2125(17) . ? O1 S1 1.4636(15) . ? O2 S1 1.4302(15) . ? O3 S1 1.4311(15) . ? O4 S2 1.4596(17) . ? O5 S2 1.429(2) . ? O6 S2 1.4206(18) . ? 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 C1 C2 113.06(17) . . ? N1 C1 H1A 109.0 . . ? C2 C1 H1A 109.0 . . ? N1 C1 H1B 109.0 . . ? C2 C1 H1B 109.0 . . ? H1A C1 H1B 107.8 . . ? N2 C2 C3 121.4(2) . . ? N2 C2 C1 116.47(18) . . ? C3 C2 C1 122.1(2) . . ? C4 C3 C2 119.8(2) . . ? C4 C3 H3 120.1 . . ? C2 C3 H3 120.1 . . ? C3 C4 C5 118.7(2) . . ? C3 C4 H4 120.6 . . ? C5 C4 H4 120.6 . . ? C6 C5 C4 119.0(2) . . ? C6 C5 H5 120.5 . . ? C4 C5 H5 120.5 . . ? N2 C6 C5 122.6(2) . . ? N2 C6 H6 118.7 . . ? C5 C6 H6 118.7 . . ? N1 C7 C8 109.77(16) . . ? N1 C7 H7A 109.7 . . ? C8 C7 H7A 109.7 . . ? N1 C7 H7B 109.7 . . ? C8 C7 H7B 109.7 . . ? H7A C7 H7B 108.2 . . ? N3 C8 C9 123.0(2) . . ? N3 C8 C7 115.90(17) . . ? C9 C8 C7 121.1(2) . . ? C8 C9 C10 118.6(2) . . ? C8 C9 H9 120.7 . . ? C10 C9 H9 120.7 . . ? C11 C10 C9 119.3(2) . . ? C11 C10 H10 120.4 . . ? C9 C10 H10 120.4 . . ? C10 C11 C12 118.4(2) . . ? C10 C11 H11 120.8 . . ? C12 C11 H11 120.8 . . ? F7 C12 N3 117.9(2) . . ? F7 C12 C11 118.4(2) . . ? N3 C12 C11 123.6(2) . . ? N1 C13 C14 112.28(17) . . ? N1 C13 H13A 109.1 . . ? C14 C13 H13A 109.1 . . ? N1 C13 H13B 109.1 . . ? C14 C13 H13B 109.1 . . ? H13A C13 H13B 107.9 . . ? N4 C14 C15 121.9(2) . . ? N4 C14 C13 116.38(17) . . ? C15 C14 C13 121.5(2) . . ? C16 C15 C14 119.2(2) . . ? C16 C15 H15 120.4 . . ? C14 C15 H15 120.4 . . ? C15 C16 C17 119.4(2) . . ? C15 C16 H16 120.3 . . ? C17 C16 H16 120.3 . . ? C18 C17 C16 117.7(2) . . ? C18 C17 H17 121.2 . . ? C16 C17 H17 121.2 . . ? F8 C18 N4 116.0(2) . . ? F8 C18 C17 119.4(3) . . ? N4 C18 C17 124.5(2) . . ? F2 C19 F1 108.2(2) . . ? F2 C19 F3 107.2(2) . . ? F1 C19 F3 107.1(2) . . ? F2 C19 S1 112.19(17) . . ? F1 C19 S1 111.66(17) . . ? F3 C19 S1 110.34(17) . . ? F4 C20 F5 107.7(3) . . ? F4 C20 F6 107.5(3) . . ? F5 C20 F6 107.6(2) . . ? F4 C20 S2 112.37(19) . . ? F5 C20 S2 110.9(2) . . ? F6 C20 S2 110.6(2) . . ? O4 Fe1 O1 93.22(6) . . ? O4 Fe1 N2 91.53(7) . . ? O1 Fe1 N2 173.19(6) . . ? O4 Fe1 N4 101.34(7) . . ? O1 Fe1 N4 92.37(6) . . ? N2 Fe1 N4 81.90(6) . . ? O4 Fe1 N1 170.92(7) . . ? O1 Fe1 N1 95.82(6) . . ? N2 Fe1 N1 79.40(6) . . ? N4 Fe1 N1 77.48(6) . . ? O4 Fe1 N3 106.95(7) . . ? O1 Fe1 N3 83.99(6) . . ? N2 Fe1 N3 99.29(6) . . ? N4 Fe1 N3 151.63(7) . . ? N1 Fe1 N3 74.93(6) . . ? C7 N1 C13 110.58(16) . . ? C7 N1 C1 109.62(16) . . ? C13 N1 C1 112.29(16) . . ? C7 N1 Fe1 107.25(12) . . ? C13 N1 Fe1 109.79(12) . . ? C1 N1 Fe1 107.12(12) . . ? C2 N2 C6 118.45(19) . . ? C2 N2 Fe1 114.24(13) . . ? C6 N2 Fe1 125.84(16) . . ? C12 N3 C8 117.19(19) . . ? C12 N3 Fe1 128.12(16) . . ? C8 N3 Fe1 114.62(13) . . ? C18 N4 C14 117.28(19) . . ? C18 N4 Fe1 126.32(16) . . ? C14 N4 Fe1 115.93(13) . . ? S1 O1 Fe1 139.31(9) . . ? S2 O4 Fe1 151.38(12) . . ? O2 S1 O3 117.43(10) . . ? O2 S1 O1 114.41(9) . . ? O3 S1 O1 112.76(9) . . ? O2 S1 C19 103.68(11) . . ? O3 S1 C19 103.53(11) . . ? O1 S1 C19 102.66(10) . . ? O6 S2 O5 117.31(13) . . ? O6 S2 O4 113.86(11) . . ? O5 S2 O4 113.61(11) . . ? O6 S2 C20 104.83(13) . . ? O5 S2 C20 103.80(14) . . ? O4 S2 C20 100.92(13) . . ? 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 N1 C1 C2 N2 32.9(3) . . . . ? N1 C1 C2 C3 -149.5(2) . . . . ? N2 C2 C3 C4 -0.4(3) . . . . ? C1 C2 C3 C4 -177.9(2) . . . . ? C2 C3 C4 C5 -0.7(4) . . . . ? C3 C4 C5 C6 0.9(4) . . . . ? C4 C5 C6 N2 0.0(4) . . . . ? N1 C7 C8 N3 28.6(3) . . . . ? N1 C7 C8 C9 -152.20(19) . . . . ? N3 C8 C9 C10 -0.1(3) . . . . ? C7 C8 C9 C10 -179.2(2) . . . . ? C8 C9 C10 C11 -0.5(3) . . . . ? C9 C10 C11 C12 0.6(3) . . . . ? C10 C11 C12 F7 175.8(2) . . . . ? C10 C11 C12 N3 -0.1(4) . . . . ? N1 C13 C14 N4 -29.8(3) . . . . ? N1 C13 C14 C15 155.2(2) . . . . ? N4 C14 C15 C16 -1.7(3) . . . . ? C13 C14 C15 C16 173.1(2) . . . . ? C14 C15 C16 C17 1.2(4) . . . . ? C15 C16 C17 C18 -0.1(4) . . . . ? C16 C17 C18 F8 -176.9(3) . . . . ? C16 C17 C18 N4 -0.7(4) . . . . ? C8 C7 N1 C13 -163.95(17) . . . . ? C8 C7 N1 C1 71.7(2) . . . . ? C8 C7 N1 Fe1 -44.27(19) . . . . ? C14 C13 N1 C7 148.64(18) . . . . ? C14 C13 N1 C1 -88.6(2) . . . . ? C14 C13 N1 Fe1 30.5(2) . . . . ? C2 C1 N1 C7 -149.03(17) . . . . ? C2 C1 N1 C13 87.6(2) . . . . ? C2 C1 N1 Fe1 -32.97(19) . . . . ? O1 Fe1 N1 C7 -47.42(13) . . . . ? N2 Fe1 N1 C7 137.47(13) . . . . ? N4 Fe1 N1 C7 -138.57(13) . . . . ? N3 Fe1 N1 C7 34.74(12) . . . . ? O1 Fe1 N1 C13 72.77(13) . . . . ? N2 Fe1 N1 C13 -102.33(13) . . . . ? N4 Fe1 N1 C13 -18.37(13) . . . . ? N3 Fe1 N1 C13 154.93(14) . . . . ? O1 Fe1 N1 C1 -165.04(12) . . . . ? N2 Fe1 N1 C1 19.85(12) . . . . ? N4 Fe1 N1 C1 103.81(12) . . . . ? N3 Fe1 N1 C1 -82.88(12) . . . . ? C3 C2 N2 C6 1.3(3) . . . . ? C1 C2 N2 C6 178.92(19) . . . . ? C3 C2 N2 Fe1 168.28(17) . . . . ? C1 C2 N2 Fe1 -14.1(2) . . . . ? C5 C6 N2 C2 -1.1(3) . . . . ? C5 C6 N2 Fe1 -166.42(18) . . . . ? O4 Fe1 N2 C2 176.36(14) . . . . ? N4 Fe1 N2 C2 -82.41(14) . . . . ? N1 Fe1 N2 C2 -3.71(14) . . . . ? N3 Fe1 N2 C2 68.91(14) . . . . ? O4 Fe1 N2 C6 -17.77(18) . . . . ? N4 Fe1 N2 C6 83.47(18) . . . . ? N1 Fe1 N2 C6 162.16(18) . . . . ? N3 Fe1 N2 C6 -125.21(18) . . . . ? F7 C12 N3 C8 -176.4(2) . . . . ? C11 C12 N3 C8 -0.4(3) . . . . ? F7 C12 N3 Fe1 0.5(3) . . . . ? C11 C12 N3 Fe1 176.49(16) . . . . ? C9 C8 N3 C12 0.6(3) . . . . ? C7 C8 N3 C12 179.73(19) . . . . ? C9 C8 N3 Fe1 -176.76(16) . . . . ? C7 C8 N3 Fe1 2.4(2) . . . . ? O4 Fe1 N3 C12 -8.8(2) . . . . ? O1 Fe1 N3 C12 -100.33(19) . . . . ? N2 Fe1 N3 C12 85.70(19) . . . . ? N4 Fe1 N3 C12 175.84(16) . . . . ? N1 Fe1 N3 C12 161.98(19) . . . . ? O4 Fe1 N3 C8 168.22(14) . . . . ? O1 Fe1 N3 C8 76.67(14) . . . . ? N2 Fe1 N3 C8 -97.31(15) . . . . ? N4 Fe1 N3 C8 -7.2(2) . . . . ? N1 Fe1 N3 C8 -21.03(14) . . . . ? F8 C18 N4 C14 176.6(2) . . . . ? C17 C18 N4 C14 0.3(3) . . . . ? F8 C18 N4 Fe1 -11.6(3) . . . . ? C17 C18 N4 Fe1 172.13(19) . . . . ? C15 C14 N4 C18 0.9(3) . . . . ? C13 C14 N4 C18 -174.15(19) . . . . ? C15 C14 N4 Fe1 -171.77(16) . . . . ? C13 C14 N4 Fe1 13.2(2) . . . . ? O4 Fe1 N4 C18 2.12(19) . . . . ? O1 Fe1 N4 C18 95.89(18) . . . . ? N2 Fe1 N4 C18 -87.81(18) . . . . ? N1 Fe1 N4 C18 -168.68(19) . . . . ? N3 Fe1 N4 C18 177.62(16) . . . . ? O4 Fe1 N4 C14 174.02(14) . . . . ? O1 Fe1 N4 C14 -92.21(14) . . . . ? N2 Fe1 N4 C14 84.08(14) . . . . ? N1 Fe1 N4 C14 3.22(14) . . . . ? N3 Fe1 N4 C14 -10.5(2) . . . . ? O4 Fe1 O1 S1 90.62(15) . . . . ? N4 Fe1 O1 S1 -10.89(15) . . . . ? N1 Fe1 O1 S1 -88.54(15) . . . . ? N3 Fe1 O1 S1 -162.67(16) . . . . ? O1 Fe1 O4 S2 85.5(2) . . . . ? N2 Fe1 O4 S2 -99.4(2) . . . . ? N4 Fe1 O4 S2 178.5(2) . . . . ? N3 Fe1 O4 S2 0.8(3) . . . . ? Fe1 O1 S1 O2 12.92(19) . . . . ? Fe1 O1 S1 O3 150.57(13) . . . . ? Fe1 O1 S1 C19 -98.68(16) . . . . ? F2 C19 S1 O2 -175.70(17) . . . . ? F1 C19 S1 O2 -54.10(19) . . . . ? F3 C19 S1 O2 64.88(18) . . . . ? F2 C19 S1 O3 61.19(19) . . . . ? F1 C19 S1 O3 -177.20(17) . . . . ? F3 C19 S1 O3 -58.23(18) . . . . ? F2 C19 S1 O1 -56.32(19) . . . . ? F1 C19 S1 O1 65.29(19) . . . . ? F3 C19 S1 O1 -175.74(15) . . . . ? Fe1 O4 S2 O6 -68.8(3) . . . . ? Fe1 O4 S2 O5 69.0(3) . . . . ? Fe1 O4 S2 C20 179.5(2) . . . . ? F4 C20 S2 O6 -61.2(2) . . . . ? F5 C20 S2 O6 59.3(2) . . . . ? F6 C20 S2 O6 178.6(2) . . . . ? F4 C20 S2 O5 175.2(2) . . . . ? F5 C20 S2 O5 -64.3(2) . . . . ? F6 C20 S2 O5 55.0(2) . . . . ? F4 C20 S2 O4 57.3(2) . . . . ? F5 C20 S2 O4 177.9(2) . . . . ? F6 C20 S2 O4 -62.9(2) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 30.02 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.618 _refine_diff_density_min -0.593 _refine_diff_density_rms 0.083