# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'George Britovsek' _publ_contact_author_email G.BRITOVSEK@IMPERIAL.AC.UK loop_ _publ_author_name G.Britovsek L.Bigorra-Lopez J.England R.Gondhia A.R.Petersen ; A.White ; data_[Fe(6)OTF2] _database_code_depnum_ccdc_archive 'CCDC 685212' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H16 F6 Fe N2 O6 S4' _chemical_formula_sum 'C16 H16 F6 Fe N2 O6 S4' _chemical_formula_weight 630.40 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 C2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 8.2056(2) _cell_length_b 15.9411(5) _cell_length_c 18.1132(5) _cell_angle_alpha 90.00 _cell_angle_beta 102.141(3) _cell_angle_gamma 90.00 _cell_volume 2316.33(11) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 15795 _cell_measurement_theta_min 3.8215 _cell_measurement_theta_max 32.3272 _exptl_crystal_description needles _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.808 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1272 _exptl_absorpt_coefficient_mu 1.097 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.75816 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET) (compiled Oct 18 2006,16:28:17) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OD Xcalibur 3' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 15.9863 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17222 _diffrn_reflns_av_R_equivalents 0.0371 _diffrn_reflns_av_sigmaI/netI 0.0251 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 3.98 _diffrn_reflns_theta_max 32.43 _reflns_number_total 7397 _reflns_number_gt 7053 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Results of chirality/polarity tests _refine_ls_R_factor_obs+ 0.0627 _refine_ls_wR_factor_obs+ 0.1481 _refine_ls_abs_structure_Flack+ 0.49(4) _refine_ls_R_factor_obs- 0.0628 _refine_ls_wR_factor_obs- 0.1486 _refine_ls_abs_structure_Flack- 0.51(4) Detailed analysis of why the space group C2 was chosen instead of C2/c can be found in the supporting information accompanying this structure. ; _chemical_absolute_configuration unk _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^)+(0.0114P)^2^+26.5465P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.49(4) _refine_ls_number_reflns 7397 _refine_ls_number_parameters 318 _refine_ls_number_restraints 109 _refine_ls_R_factor_all 0.0644 _refine_ls_R_factor_gt 0.0613 _refine_ls_wR_factor_ref 0.1471 _refine_ls_wR_factor_gt 0.1454 _refine_ls_goodness_of_fit_ref 1.083 _refine_ls_restrained_S_all 1.294 _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 Fe Fe 1.0000 0.92356(7) 1.0000 0.01168(19) Uani 1 2 d SU . . N1 N 1.1434(7) 0.9489(4) 0.9137(3) 0.0215(7) Uani 1 1 d U . . C2 C 1.2950(8) 0.9133(6) 0.9193(4) 0.0285(9) Uani 1 1 d U . . H2A H 1.3335 0.8758 0.9599 0.034 Uiso 1 1 calc R . . C3 C 1.3966(10) 0.9285(8) 0.8691(6) 0.0373(10) Uani 1 1 d U . . H3A H 1.5009 0.9009 0.8741 0.045 Uiso 1 1 calc R . . C4 C 1.3423(13) 0.9851(7) 0.8112(6) 0.0407(12) Uani 1 1 d U . . H4A H 1.4119 0.9985 0.7772 0.049 Uiso 1 1 calc R . . C5 C 1.1883(12) 1.0220(6) 0.8029(5) 0.0344(10) Uani 1 1 d U . . H5A H 1.1486 1.0595 0.7624 0.041 Uiso 1 1 calc R . . C6 C 1.0907(9) 1.0026(5) 0.8558(4) 0.0225(8) Uani 1 1 d U . . C7 C 0.9181(10) 1.0428(6) 0.8461(4) 0.0291(9) Uani 1 1 d U . . H7A H 0.8425 1.0150 0.8033 0.035 Uiso 1 1 calc R . . H7B H 0.9271 1.1025 0.8323 0.035 Uiso 1 1 calc R . . S8 S 0.82443(15) 1.03801(10) 0.92730(9) 0.0169(2) Uani 1 1 d U . . C9 C 0.9074(11) 1.1280(6) 0.9822(5) 0.0320(10) Uani 1 1 d U . . H9A H 0.8836 1.1781 0.9494 0.038 Uiso 1 1 calc R . . H9B H 0.8454 1.1347 1.0232 0.038 Uiso 1 1 calc R . . S10 S 0.78213(17) 0.79247(10) 0.87670(8) 0.0165(2) Uani 1 1 d U . . O11 O 0.8366(7) 0.8249(4) 0.9516(3) 0.0239(7) Uani 1 1 d U . . O12 O 0.7971(12) 0.8523(6) 0.8191(4) 0.0477(12) Uani 1 1 d U . . O13 O 0.6340(8) 0.7435(5) 0.8673(4) 0.0362(9) Uani 1 1 d U . . C10 C 0.9426(12) 0.7168(7) 0.8679(6) 0.0365(10) Uani 1 1 d U . . F11 F 0.9075(11) 0.6809(6) 0.8002(5) 0.0639(11) Uani 1 1 d U . . F12 F 0.9494(9) 0.6546(5) 0.9192(5) 0.0536(10) Uani 1 1 d U . . F13 F 1.0921(9) 0.7539(6) 0.8765(6) 0.0620(11) Uani 1 1 d U . . Fe' Fe 1.0000 0.39882(11) 0.5000 0.0384(4) Uani 1 2 d SU . . N1' N 0.8607(9) 0.3737(5) 0.5871(4) 0.0320(9) Uani 1 1 d U . . C2' C 0.7079(10) 0.4084(6) 0.5820(5) 0.0365(10) Uani 1 1 d U . . H2'A H 0.6685 0.4472 0.5425 0.044 Uiso 1 1 calc R . . C3' C 0.6089(13) 0.3897(8) 0.6312(6) 0.0438(12) Uani 1 1 d U . . H3'A H 0.5001 0.4129 0.6239 0.053 Uiso 1 1 calc R . . C4' C 0.6652(15) 0.3376(8) 0.6914(7) 0.0470(12) Uani 1 1 d U . . H4'A H 0.6008 0.3269 0.7282 0.056 Uiso 1 1 calc R . . C5' C 0.8186(13) 0.3016(7) 0.6959(5) 0.0402(11) Uani 1 1 d U . . H5'A H 0.8606 0.2637 0.7358 0.048 Uiso 1 1 calc R . . C6' C 0.9125(11) 0.3197(6) 0.6433(5) 0.0317(10) Uani 1 1 d U . . C7' C 1.0786(12) 0.2797(7) 0.6516(5) 0.0360(11) Uani 1 1 d U . . H7'A H 1.0673 0.2198 0.6642 0.043 Uiso 1 1 calc R . . H7'B H 1.1544 0.3059 0.6953 0.043 Uiso 1 1 calc R . . S8' S 1.1768(3) 0.28482(16) 0.57237(14) 0.0481(5) Uani 1 1 d U . . C9' C 1.0941(12) 0.1937(6) 0.5149(6) 0.0397(11) Uani 1 1 d U . . H9'A H 1.1492 0.1905 0.4713 0.048 Uiso 1 1 calc R . . H9'B H 1.1247 0.1424 0.5455 0.048 Uiso 1 1 calc R . . S10' S 1.2203(4) 0.52955(15) 0.62336(13) 0.0475(5) Uani 1 1 d U . . O11' O 1.1609(8) 0.4982(4) 0.5451(4) 0.0338(9) Uani 1 1 d U . . O12' O 1.2242(13) 0.4678(6) 0.6797(4) 0.0545(13) Uani 1 1 d U . . O13' O 1.3694(9) 0.5796(6) 0.6310(5) 0.0443(10) Uani 1 1 d U . . C10' C 1.0633(14) 0.6057(7) 0.6333(6) 0.0398(11) Uani 1 1 d U . . F11' F 1.1008(12) 0.6381(6) 0.7019(5) 0.0680(12) Uani 1 1 d U . . F12' F 1.0494(9) 0.6655(5) 0.5828(5) 0.0544(10) Uani 1 1 d U . . F13' F 0.9131(10) 0.5719(7) 0.6237(6) 0.0676(11) Uani 1 1 d U . . 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 Fe 0.0090(4) 0.0135(5) 0.0129(4) 0.000 0.0032(3) 0.000 N1 0.0225(16) 0.0225(16) 0.0202(15) -0.0006(13) 0.0062(13) -0.0004(13) C2 0.0253(18) 0.030(2) 0.0317(19) 0.0009(17) 0.0089(16) 0.0032(16) C3 0.034(2) 0.037(2) 0.046(2) -0.004(2) 0.0207(19) 0.001(2) C4 0.051(3) 0.040(2) 0.040(2) -0.004(2) 0.029(2) -0.009(2) C5 0.049(3) 0.032(2) 0.0257(19) 0.0028(17) 0.0163(19) -0.0054(19) C6 0.030(2) 0.0204(17) 0.0174(16) -0.0015(14) 0.0044(15) -0.0036(15) C7 0.036(2) 0.0266(19) 0.0211(18) 0.0058(16) -0.0011(16) 0.0007(17) S8 0.0086(4) 0.0197(6) 0.0213(6) 0.0009(5) 0.0005(4) 0.0021(4) C9 0.039(2) 0.0231(18) 0.030(2) -0.0023(16) -0.0008(18) 0.0084(17) S10 0.0164(5) 0.0155(6) 0.0155(6) -0.0008(5) -0.0015(4) -0.0020(4) O11 0.0286(16) 0.0220(14) 0.0209(14) -0.0043(13) 0.0046(13) -0.0038(13) O12 0.078(3) 0.0318(18) 0.0241(16) 0.0098(15) -0.0097(18) -0.0141(19) O13 0.0292(17) 0.0326(17) 0.0411(19) -0.0052(15) -0.0054(15) -0.0071(15) C10 0.044(3) 0.030(2) 0.041(2) -0.0089(18) 0.023(2) -0.0043(19) F11 0.095(3) 0.053(2) 0.058(2) -0.0303(18) 0.048(2) -0.019(2) F12 0.060(2) 0.0326(17) 0.070(2) 0.0078(16) 0.0171(18) 0.0189(16) F13 0.0404(19) 0.056(2) 0.098(3) -0.024(2) 0.0333(19) -0.0072(17) Fe' 0.0543(9) 0.0257(7) 0.0283(7) 0.000 -0.0069(6) 0.000 N1' 0.0368(19) 0.0277(17) 0.0277(17) 0.0004(15) -0.0021(16) 0.0001(16) C2' 0.037(2) 0.033(2) 0.037(2) 0.0012(18) 0.0030(18) 0.0017(18) C3' 0.043(2) 0.039(2) 0.051(3) -0.004(2) 0.014(2) 0.000(2) C4' 0.058(3) 0.043(2) 0.045(3) -0.005(2) 0.021(2) -0.007(2) C5' 0.055(3) 0.034(2) 0.031(2) 0.0025(18) 0.009(2) -0.006(2) C6' 0.042(2) 0.0247(18) 0.0241(18) -0.0011(16) -0.0035(17) -0.0043(17) C7' 0.045(2) 0.030(2) 0.0264(19) 0.0041(17) -0.0079(18) 0.0019(18) S8' 0.0655(12) 0.0317(10) 0.0364(9) -0.0004(8) -0.0134(9) 0.0082(9) C9' 0.049(3) 0.026(2) 0.037(2) -0.0009(18) -0.007(2) 0.0058(19) S10' 0.0781(13) 0.0267(9) 0.0279(9) -0.0004(7) -0.0110(9) -0.0012(9) O11' 0.0421(18) 0.0272(16) 0.0272(16) -0.0044(14) -0.0037(15) -0.0013(15) O12' 0.085(3) 0.0364(19) 0.0315(18) 0.0079(16) -0.012(2) -0.010(2) O13' 0.0411(19) 0.0368(18) 0.047(2) -0.0055(17) -0.0089(17) -0.0026(16) C10' 0.051(3) 0.032(2) 0.041(2) -0.0079(19) 0.021(2) -0.007(2) F11' 0.103(3) 0.056(2) 0.057(2) -0.0289(18) 0.045(2) -0.018(2) F12' 0.063(2) 0.0343(17) 0.068(2) 0.0064(17) 0.0200(18) 0.0159(16) F13' 0.053(2) 0.059(2) 0.098(3) -0.022(2) 0.032(2) -0.0103(18) _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 Fe O11 2.132(6) . ? Fe O11 2.132(6) 2_757 ? Fe N1 2.183(6) 2_757 ? Fe N1 2.183(6) . ? Fe S8 2.5180(18) 2_757 ? Fe S8 2.5180(18) . ? N1 C2 1.352(9) . ? N1 C6 1.352(10) . ? C2 C3 1.377(10) . ? C3 C4 1.384(16) . ? C4 C5 1.372(15) . ? C5 C6 1.407(10) . ? C6 C7 1.530(11) . ? C7 S8 1.799(8) . ? S8 C9 1.796(10) . ? C9 C9 1.521(17) 2_757 ? S10 O13 1.425(7) . ? S10 O11 1.433(6) . ? S10 O12 1.439(7) . ? S10 C10 1.817(10) . ? C10 F11 1.329(12) . ? C10 F13 1.341(12) . ? C10 F12 1.351(13) . ? Fe' O11' 2.114(7) . ? Fe' O11' 2.114(7) 2_756 ? Fe' N1' 2.172(8) . ? Fe' N1' 2.172(8) 2_756 ? Fe' S8' 2.515(3) 2_756 ? Fe' S8' 2.515(3) . ? N1' C6' 1.332(11) . ? N1' C2' 1.355(11) . ? C2' C3' 1.360(13) . ? C3' C4' 1.370(18) . ? C4' C5' 1.370(16) . ? C5' C6' 1.376(12) . ? C6' C7' 1.483(13) . ? C7' S8' 1.790(10) . ? S8' C9' 1.833(11) . ? C9' C9' 1.52(2) 2_756 ? S10' O12' 1.413(9) . ? S10' O13' 1.443(8) . ? S10' O11' 1.485(7) . ? S10' C10' 1.806(11) . ? C10' F12' 1.310(14) . ? C10' F11' 1.321(13) . ? C10' F13' 1.323(13) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O11 Fe O11 84.9(3) . 2_757 ? O11 Fe N1 92.5(2) . 2_757 ? O11 Fe N1 103.2(2) 2_757 2_757 ? O11 Fe N1 103.2(2) . . ? O11 Fe N1 92.5(2) 2_757 . ? N1 Fe N1 158.7(4) 2_757 . ? O11 Fe S8 172.19(15) . 2_757 ? O11 Fe S8 94.50(17) 2_757 2_757 ? N1 Fe S8 80.01(18) 2_757 2_757 ? N1 Fe S8 84.55(18) . 2_757 ? O11 Fe S8 94.50(17) . . ? O11 Fe S8 172.19(15) 2_757 . ? N1 Fe S8 84.55(17) 2_757 . ? N1 Fe S8 80.01(17) . . ? S8 Fe S8 87.13(8) 2_757 . ? C2 N1 C6 117.6(6) . . ? C2 N1 Fe 119.7(5) . . ? C6 N1 Fe 122.7(5) . . ? N1 C2 C3 123.6(8) . . ? C2 C3 C4 118.1(8) . . ? C5 C4 C3 120.3(7) . . ? C4 C5 C6 118.3(8) . . ? N1 C6 C5 122.2(7) . . ? N1 C6 C7 119.5(6) . . ? C5 C6 C7 118.4(7) . . ? C6 C7 S8 115.6(5) . . ? C9 S8 C7 104.0(4) . . ? C9 S8 Fe 100.4(3) . . ? C7 S8 Fe 99.4(3) . . ? C9 C9 S8 117.6(4) 2_757 . ? O13 S10 O11 113.5(4) . . ? O13 S10 O12 118.6(5) . . ? O11 S10 O12 113.0(4) . . ? O13 S10 C10 104.0(4) . . ? O11 S10 C10 103.6(4) . . ? O12 S10 C10 101.7(5) . . ? S10 O11 Fe 134.4(4) . . ? F11 C10 F13 108.2(8) . . ? F11 C10 F12 106.8(9) . . ? F13 C10 F12 109.8(10) . . ? F11 C10 S10 110.2(8) . . ? F13 C10 S10 111.1(7) . . ? F12 C10 S10 110.7(6) . . ? O11' Fe' O11' 82.9(4) . 2_756 ? O11' Fe' N1' 103.8(3) . . ? O11' Fe' N1' 92.2(3) 2_756 . ? O11' Fe' N1' 92.2(3) . 2_756 ? O11' Fe' N1' 103.8(3) 2_756 2_756 ? N1' Fe' N1' 158.8(4) . 2_756 ? O11' Fe' S8' 171.15(19) . 2_756 ? O11' Fe' S8' 95.5(2) 2_756 2_756 ? N1' Fe' S8' 84.9(2) . 2_756 ? N1' Fe' S8' 79.8(2) 2_756 2_756 ? O11' Fe' S8' 95.5(2) . . ? O11' Fe' S8' 171.15(19) 2_756 . ? N1' Fe' S8' 79.8(2) . . ? N1' Fe' S8' 84.9(2) 2_756 . ? S8' Fe' S8' 87.48(14) 2_756 . ? C6' N1' C2' 117.3(8) . . ? C6' N1' Fe' 122.8(6) . . ? C2' N1' Fe' 119.7(6) . . ? N1' C2' C3' 122.5(9) . . ? C2' C3' C4' 120.4(10) . . ? C5' C4' C3' 116.9(9) . . ? C4' C5' C6' 120.8(10) . . ? N1' C6' C5' 121.9(9) . . ? N1' C6' C7' 119.7(8) . . ? C5' C6' C7' 118.4(8) . . ? C6' C7' S8' 117.2(6) . . ? C7' S8' C9' 104.1(5) . . ? C7' S8' Fe' 98.2(3) . . ? C9' S8' Fe' 99.9(3) . . ? C9' C9' S8' 115.3(6) 2_756 . ? O12' S10' O13' 115.2(5) . . ? O12' S10' O11' 114.1(5) . . ? O13' S10' O11' 112.3(5) . . ? O12' S10' C10' 107.7(6) . . ? O13' S10' C10' 103.1(5) . . ? O11' S10' C10' 102.9(5) . . ? S10' O11' Fe' 132.4(4) . . ? F12' C10' F11' 109.9(10) . . ? F12' C10' F13' 105.2(11) . . ? F11' C10' F13' 108.0(9) . . ? F12' C10' S10' 112.3(6) . . ? F11' C10' S10' 109.1(9) . . ? F13' C10' S10' 112.2(8) . . ? _diffrn_measured_fraction_theta_max 0.926 _diffrn_reflns_theta_full 31.00 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.727 _refine_diff_density_min -2.187 _refine_diff_density_rms 0.145 #===END data_[Fe(7)OTF2] _database_code_depnum_ccdc_archive 'CCDC 685213' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H16 F6 Fe N2 O8 S2' _chemical_formula_sum 'C20 H16 F6 Fe N2 O8 S2' _chemical_formula_weight 646.32 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.87027(8) _cell_length_b 20.82017(13) _cell_length_c 11.23438(10) _cell_angle_alpha 90.00 _cell_angle_beta 109.0983(9) _cell_angle_gamma 90.00 _cell_volume 2402.65(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 17354 _cell_measurement_theta_min 4.1541 _cell_measurement_theta_max 71.2855 _exptl_crystal_description 'prismatic needles' _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.787 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1304 _exptl_absorpt_coefficient_mu 7.577 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.48312 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET) (compiled Oct 18 2006,16:28:17) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Enhance Ultra (Cu) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OD Xcalibur PX Ultra' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.2556 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 34120 _diffrn_reflns_av_R_equivalents 0.0339 _diffrn_reflns_av_sigmaI/netI 0.0201 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 4.25 _diffrn_reflns_theta_max 71.38 _reflns_number_total 4640 _reflns_number_gt 3910 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0500P)^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 SHELXL _refine_ls_extinction_coef 0.00028(7) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4640 _refine_ls_number_parameters 353 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0335 _refine_ls_R_factor_gt 0.0272 _refine_ls_wR_factor_ref 0.0774 _refine_ls_wR_factor_gt 0.0743 _refine_ls_goodness_of_fit_ref 1.096 _refine_ls_restrained_S_all 1.096 _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 Fe Fe 0.63685(3) 0.177337(13) -0.01370(3) 0.02440(10) Uani 1 1 d . . . N1 N 0.82571(14) 0.13291(7) 0.05910(14) 0.0253(3) Uani 1 1 d . . . C2 C 0.84383(18) 0.06887(9) 0.06912(18) 0.0289(4) Uani 1 1 d . . . H2A H 0.7696 0.0417 0.0421 0.035 Uiso 1 1 calc R . . C3 C 0.96431(19) 0.04117(9) 0.1165(2) 0.0344(4) Uani 1 1 d . . . H3A H 0.9733 -0.0042 0.1227 0.041 Uiso 1 1 calc R . . C4 C 1.0722(2) 0.08045(10) 0.1550(2) 0.0388(5) Uani 1 1 d . . . H4A H 1.1569 0.0624 0.1885 0.047 Uiso 1 1 calc R . . C5 C 1.05616(19) 0.14636(10) 0.1445(2) 0.0353(5) Uani 1 1 d . . . H5A H 1.1293 0.1742 0.1695 0.042 Uiso 1 1 calc R . . C6 C 0.93144(18) 0.17075(8) 0.09703(17) 0.0254(4) Uani 1 1 d . . . C7 C 0.91338(16) 0.24230(8) 0.08503(19) 0.0273(4) Uani 1 1 d . . . H7A H 0.9546 0.2631 0.1678 0.033 Uiso 1 1 calc R . . H7B H 0.9545 0.2594 0.0250 0.033 Uiso 1 1 calc R . . O8 O 0.77654(12) 0.25545(6) 0.04062(14) 0.0309(3) Uani 1 1 d . . . C9 C 0.73651(18) 0.31871(8) 0.02423(18) 0.0258(4) Uani 1 1 d . . . C10 C 0.81852(19) 0.37106(9) 0.04695(19) 0.0303(4) Uani 1 1 d . . . H10A H 0.9103 0.3655 0.0753 0.036 Uiso 1 1 calc R . . C11 C 0.7642(2) 0.43239(9) 0.0275(2) 0.0355(5) Uani 1 1 d . . . H11A H 0.8195 0.4689 0.0424 0.043 Uiso 1 1 calc R . . C12 C 0.6312(2) 0.44049(9) -0.0130(2) 0.0360(5) Uani 1 1 d . . . H12A H 0.5956 0.4826 -0.0253 0.043 Uiso 1 1 calc R . . C13 C 0.54768(19) 0.38732(9) -0.03637(19) 0.0313(4) Uani 1 1 d . . . H13A H 0.4559 0.3929 -0.0641 0.038 Uiso 1 1 calc R . . C14 C 0.60162(18) 0.32667(8) -0.01819(18) 0.0259(4) Uani 1 1 d . . . O15 O 0.53249(12) 0.26974(6) -0.04351(14) 0.0327(3) Uani 1 1 d . . . C16 C 0.39848(19) 0.26910(10) -0.0564(2) 0.0409(5) Uani 1 1 d . . . H16A H 0.3510 0.3012 -0.1197 0.049 Uiso 1 1 calc R . . H16B H 0.3866 0.2798 0.0250 0.049 Uiso 1 1 calc R . . C17 C 0.34726(18) 0.20313(9) -0.09759(19) 0.0287(4) Uani 1 1 d . . . C18 C 0.21445(19) 0.19204(10) -0.1402(2) 0.0379(5) Uani 1 1 d . . . H18A H 0.1550 0.2258 -0.1421 0.045 Uiso 1 1 calc R . . C19 C 0.1696(2) 0.13081(10) -0.1802(2) 0.0387(5) Uani 1 1 d . . . H19A H 0.0789 0.1219 -0.2100 0.046 Uiso 1 1 calc R . . C20 C 0.2586(2) 0.08298(9) -0.1761(2) 0.0343(4) Uani 1 1 d . . . H20A H 0.2300 0.0408 -0.2040 0.041 Uiso 1 1 calc R . . C21 C 0.38920(19) 0.09703(9) -0.13128(19) 0.0305(4) Uani 1 1 d . . . H21A H 0.4501 0.0637 -0.1276 0.037 Uiso 1 1 calc R . . N22 N 0.43412(14) 0.15628(7) -0.09234(15) 0.0262(3) Uani 1 1 d . . . S30 S 0.74577(4) 0.17699(2) -0.26557(5) 0.02761(12) Uani 1 1 d . . . O31 O 0.64820(13) 0.17654(6) -0.20164(13) 0.0328(3) Uani 1 1 d . . . O32 O 0.87696(14) 0.18573(7) -0.18438(14) 0.0400(4) Uani 1 1 d . . . O33 O 0.70511(14) 0.21291(7) -0.38059(14) 0.0391(3) Uani 1 1 d . . . C30 C 0.7423(2) 0.09369(10) -0.3167(2) 0.0367(5) Uani 1 1 d . . . F31 F 0.83374(14) 0.08386(7) -0.36964(14) 0.0584(4) Uani 1 1 d . . . F32 F 0.62884(13) 0.07764(6) -0.39921(13) 0.0506(3) Uani 1 1 d . . . F33 F 0.76629(17) 0.05405(6) -0.21896(14) 0.0644(4) Uani 1 1 d . . . S40 S 0.61453(4) 0.10847(2) 0.22604(4) 0.02784(12) Uani 1 1 d . . . O41 O 0.62525(13) 0.17209(6) 0.17404(13) 0.0313(3) Uani 1 1 d . . . O42 O 0.58097(15) 0.05896(6) 0.13205(14) 0.0381(3) Uani 1 1 d . . . O43 O 0.71659(15) 0.09429(8) 0.34107(14) 0.0454(4) Uani 1 1 d . . . C40 C 0.4698(2) 0.11767(10) 0.2721(2) 0.0378(5) Uani 1 1 d . . . F41 F 0.44367(14) 0.06360(7) 0.32178(14) 0.0563(4) Uani 1 1 d . . . F42 F 0.48552(16) 0.16393(7) 0.35643(15) 0.0616(4) Uani 1 1 d . . . F43 F 0.36708(13) 0.13201(8) 0.17315(14) 0.0616(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 Fe 0.01909(15) 0.02403(15) 0.03100(18) 0.00037(12) 0.00946(12) 0.00145(10) N1 0.0226(8) 0.0272(8) 0.0275(8) 0.0016(6) 0.0103(6) 0.0008(6) C2 0.0294(10) 0.0258(9) 0.0343(11) 0.0003(8) 0.0145(8) -0.0006(7) C3 0.0361(11) 0.0259(9) 0.0453(12) 0.0052(8) 0.0188(9) 0.0042(8) C4 0.0278(10) 0.0349(10) 0.0532(14) 0.0070(10) 0.0126(10) 0.0087(8) C5 0.0246(10) 0.0322(10) 0.0473(13) 0.0034(9) 0.0091(9) 0.0000(8) C6 0.0248(9) 0.0277(9) 0.0252(10) 0.0013(7) 0.0101(8) 0.0010(7) C7 0.0187(9) 0.0269(9) 0.0347(11) -0.0002(8) 0.0065(8) -0.0004(7) O8 0.0188(6) 0.0217(6) 0.0513(9) 0.0004(6) 0.0102(6) 0.0004(5) C9 0.0273(9) 0.0217(8) 0.0312(10) -0.0001(7) 0.0136(8) 0.0017(7) C10 0.0286(10) 0.0280(9) 0.0375(12) -0.0019(8) 0.0152(9) -0.0026(7) C11 0.0387(11) 0.0251(9) 0.0482(13) -0.0022(9) 0.0217(10) -0.0051(8) C12 0.0391(12) 0.0234(9) 0.0500(14) 0.0029(8) 0.0209(10) 0.0037(8) C13 0.0287(10) 0.0276(9) 0.0410(12) 0.0027(8) 0.0159(9) 0.0043(7) C14 0.0269(9) 0.0219(8) 0.0311(10) -0.0007(7) 0.0127(8) -0.0008(7) O15 0.0204(6) 0.0215(6) 0.0571(9) -0.0009(6) 0.0139(6) 0.0004(5) C16 0.0233(10) 0.0288(10) 0.0758(17) -0.0077(10) 0.0232(10) 0.0000(8) C17 0.0258(9) 0.0257(9) 0.0366(11) 0.0035(8) 0.0131(8) 0.0013(7) C18 0.0252(10) 0.0346(10) 0.0549(14) 0.0073(9) 0.0146(10) 0.0015(8) C19 0.0256(10) 0.0422(11) 0.0467(13) 0.0066(10) 0.0094(9) -0.0057(8) C20 0.0339(11) 0.0303(10) 0.0382(12) 0.0003(9) 0.0111(9) -0.0067(8) C21 0.0316(10) 0.0284(9) 0.0331(11) -0.0004(8) 0.0128(8) -0.0005(7) N22 0.0234(8) 0.0268(8) 0.0295(9) 0.0002(6) 0.0104(7) -0.0006(6) S30 0.0256(2) 0.0289(2) 0.0305(3) 0.00056(18) 0.01222(19) 0.00339(16) O31 0.0270(7) 0.0452(8) 0.0285(8) 0.0039(6) 0.0122(6) 0.0074(6) O32 0.0275(8) 0.0510(9) 0.0417(9) -0.0077(7) 0.0115(6) -0.0043(6) O33 0.0459(9) 0.0376(8) 0.0387(9) 0.0099(6) 0.0207(7) 0.0092(6) C30 0.0373(11) 0.0341(10) 0.0343(11) -0.0008(9) 0.0055(9) 0.0080(8) F31 0.0476(8) 0.0651(9) 0.0653(10) -0.0239(7) 0.0221(7) 0.0142(7) F32 0.0425(8) 0.0442(7) 0.0565(9) -0.0117(6) 0.0042(6) -0.0036(6) F33 0.0978(13) 0.0327(7) 0.0530(9) 0.0097(6) 0.0112(8) 0.0149(7) S40 0.0247(2) 0.0298(2) 0.0303(3) 0.00008(18) 0.01073(19) -0.00082(17) O41 0.0351(8) 0.0293(7) 0.0339(8) -0.0009(6) 0.0173(6) -0.0032(5) O42 0.0444(9) 0.0303(7) 0.0414(9) -0.0070(6) 0.0167(7) -0.0001(6) O43 0.0326(8) 0.0548(9) 0.0418(9) 0.0099(7) 0.0026(7) -0.0021(7) C40 0.0359(11) 0.0414(11) 0.0411(12) 0.0016(9) 0.0193(10) -0.0016(9) F41 0.0573(9) 0.0539(8) 0.0698(10) 0.0102(7) 0.0373(8) -0.0127(6) F42 0.0812(11) 0.0571(8) 0.0675(10) -0.0157(7) 0.0531(9) -0.0046(8) F43 0.0290(7) 0.0913(12) 0.0661(10) 0.0174(8) 0.0178(7) 0.0101(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 Fe N22 2.1342(15) . ? Fe N1 2.1542(15) . ? Fe O31 2.1550(14) . ? Fe O41 2.1565(14) . ? Fe O8 2.1719(12) . ? Fe O15 2.2026(12) . ? N1 C6 1.343(2) . ? N1 C2 1.347(2) . ? C2 C3 1.369(3) . ? C3 C4 1.379(3) . ? C4 C5 1.384(3) . ? C5 C6 1.381(3) . ? C6 C7 1.503(2) . ? C7 O8 1.432(2) . ? O8 C9 1.380(2) . ? C9 C10 1.378(3) . ? C9 C14 1.395(3) . ? C10 C11 1.394(3) . ? C11 C12 1.377(3) . ? C12 C13 1.401(3) . ? C13 C14 1.379(3) . ? C14 O15 1.382(2) . ? O15 C16 1.416(2) . ? C16 C17 1.497(3) . ? C17 N22 1.345(2) . ? C17 C18 1.384(3) . ? C18 C19 1.386(3) . ? C19 C20 1.379(3) . ? C20 C21 1.373(3) . ? C21 N22 1.346(2) . ? S30 O32 1.4309(15) . ? S30 O33 1.4320(14) . ? S30 O31 1.4626(14) . ? S30 C30 1.823(2) . ? C30 F32 1.321(2) . ? C30 F33 1.329(3) . ? C30 F31 1.330(3) . ? S40 O43 1.4317(15) . ? S40 O42 1.4347(14) . ? S40 O41 1.4675(13) . ? S40 C40 1.820(2) . ? C40 F42 1.322(3) . ? C40 F43 1.326(2) . ? C40 F41 1.328(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 N22 Fe N1 142.72(6) . . ? N22 Fe O31 88.58(6) . . ? N1 Fe O31 90.90(5) . . ? N22 Fe O41 90.66(6) . . ? N1 Fe O41 87.73(6) . . ? O31 Fe O41 176.65(5) . . ? N22 Fe O8 143.37(5) . . ? N1 Fe O8 73.92(5) . . ? O31 Fe O8 91.27(5) . . ? O41 Fe O8 91.28(5) . . ? N22 Fe O15 72.89(5) . . ? N1 Fe O15 144.31(5) . . ? O31 Fe O15 92.84(5) . . ? O41 Fe O15 90.05(5) . . ? O8 Fe O15 70.53(5) . . ? C6 N1 C2 117.88(16) . . ? C6 N1 Fe 118.63(12) . . ? C2 N1 Fe 123.49(12) . . ? N1 C2 C3 123.00(18) . . ? C2 C3 C4 118.66(18) . . ? C3 C4 C5 119.40(19) . . ? C6 C5 C4 118.57(18) . . ? N1 C6 C5 122.49(17) . . ? N1 C6 C7 118.68(16) . . ? C5 C6 C7 118.82(16) . . ? O8 C7 C6 108.13(14) . . ? C9 O8 C7 118.37(14) . . ? C9 O8 Fe 121.07(11) . . ? C7 O8 Fe 120.37(10) . . ? C10 C9 O8 124.99(17) . . ? C10 C9 C14 120.87(16) . . ? O8 C9 C14 114.15(15) . . ? C9 C10 C11 118.71(18) . . ? C12 C11 C10 120.62(18) . . ? C11 C12 C13 120.74(18) . . ? C14 C13 C12 118.54(18) . . ? C13 C14 O15 125.35(17) . . ? C13 C14 C9 120.51(17) . . ? O15 C14 C9 114.09(15) . . ? C14 O15 C16 120.06(14) . . ? C14 O15 Fe 119.96(11) . . ? C16 O15 Fe 117.96(11) . . ? O15 C16 C17 107.83(15) . . ? N22 C17 C18 122.13(18) . . ? N22 C17 C16 117.84(17) . . ? C18 C17 C16 120.03(17) . . ? C17 C18 C19 118.82(19) . . ? C20 C19 C18 119.02(19) . . ? C21 C20 C19 119.21(18) . . ? N22 C21 C20 122.41(18) . . ? C17 N22 C21 118.39(16) . . ? C17 N22 Fe 118.94(13) . . ? C21 N22 Fe 122.58(13) . . ? O32 S30 O33 117.24(9) . . ? O32 S30 O31 114.79(9) . . ? O33 S30 O31 112.78(8) . . ? O32 S30 C30 103.60(9) . . ? O33 S30 C30 104.12(9) . . ? O31 S30 C30 101.84(10) . . ? S30 O31 Fe 139.84(9) . . ? F32 C30 F33 107.94(19) . . ? F32 C30 F31 108.05(18) . . ? F33 C30 F31 107.50(18) . . ? F32 C30 S30 112.32(14) . . ? F33 C30 S30 110.62(15) . . ? F31 C30 S30 110.24(15) . . ? O43 S40 O42 116.84(9) . . ? O43 S40 O41 113.98(9) . . ? O42 S40 O41 112.93(9) . . ? O43 S40 C40 104.58(10) . . ? O42 S40 C40 104.45(10) . . ? O41 S40 C40 101.94(9) . . ? S40 O41 Fe 118.21(8) . . ? F42 C40 F43 108.23(19) . . ? F42 C40 F41 108.18(18) . . ? F43 C40 F41 107.83(18) . . ? F42 C40 S40 111.04(15) . . ? F43 C40 S40 110.74(14) . . ? F41 C40 S40 110.72(15) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 71.38 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.302 _refine_diff_density_min -0.425 _refine_diff_density_rms 0.047 #===END