# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2011 data_global _journal_name_full 'New J.Chem.' _journal_coden_cambridge 0440 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_email d.espinosa@tcu.edu _publ_contact_author_name 'Daniel Mendoza-Espinosa' loop_ _publ_author_name 'Alan de Hope' 'Daniel Mendoza-Espinosa' 'Bruno Donnadieu' 'Guy Betrand' data_shelxl _database_code_depnum_ccdc_archive 'CCDC 815176' #TrackingRef 'Compound-3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C34 H46 Fe2 N2' _chemical_formula_sum 'C34 H46 Fe2 N2' _chemical_formula_weight 594.43 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' 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 P2(1)/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 20.159(3) _cell_length_b 9.9740(13) _cell_length_c 15.1210(19) _cell_angle_alpha 90.00 _cell_angle_beta 111.024(2) _cell_angle_gamma 90.00 _cell_volume 2837.9(6) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 2063 _cell_measurement_theta_min 2.31 _cell_measurement_theta_max 23.63 _exptl_crystal_description Needle _exptl_crystal_colour Orange _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.391 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1264 _exptl_absorpt_coefficient_mu 1.048 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.7302 _exptl_absorpt_correction_T_max 0.9896 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20218 _diffrn_reflns_av_R_equivalents 0.0989 _diffrn_reflns_av_sigmaI/netI 0.1116 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.31 _diffrn_reflns_theta_max 26.37 _reflns_number_total 5722 _reflns_number_gt 3148 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _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^)+(0.0512P)^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 0.0002(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5722 _refine_ls_number_parameters 381 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1192 _refine_ls_R_factor_gt 0.0495 _refine_ls_wR_factor_ref 0.1187 _refine_ls_wR_factor_gt 0.0973 _refine_ls_goodness_of_fit_ref 0.956 _refine_ls_restrained_S_all 0.956 _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 Fe1A Fe 0.12016(3) 0.19918(5) 0.07609(4) 0.02403(17) Uani 1 1 d . A . N1A N 0.07636(16) 0.5864(3) -0.0189(2) 0.0195(7) Uani 1 1 d . . . C1A C 0.03016(19) 0.4826(4) -0.0066(2) 0.0225(9) Uani 1 1 d . . . C2A C 0.0799(2) 0.6046(4) -0.1142(3) 0.0266(9) Uani 1 1 d . A . H2A H 0.1209 0.5510 -0.1177 0.032 Uiso 1 1 calc R . . C3A C 0.0128(2) 0.5556(4) -0.1908(3) 0.0333(11) Uani 1 1 d . . . H3A1 H 0.0073 0.4592 -0.1828 0.050 Uiso 1 1 calc R A . H3A2 H 0.0159 0.5722 -0.2531 0.050 Uiso 1 1 calc R . . H3A3 H -0.0282 0.6035 -0.1860 0.050 Uiso 1 1 calc R . . C4A C 0.0915(3) 0.7511(4) -0.1338(3) 0.0478(13) Uani 1 1 d . . . H4A1 H 0.0494 0.8035 -0.1378 0.072 Uiso 1 1 calc R A . H4A2 H 0.0994 0.7579 -0.1939 0.072 Uiso 1 1 calc R . . H4A3 H 0.1330 0.7861 -0.0824 0.072 Uiso 1 1 calc R . . C5A C 0.1441(5) 0.5986(10) 0.0670(8) 0.036(2) Uani 0.69 1 d P A 1 H5A H 0.1435 0.5004 0.0800 0.043 Uiso 0.69 1 calc PR A 1 C6A C 0.2102(4) 0.5884(7) 0.0630(6) 0.038(2) Uani 0.69 1 d P A 1 H6A1 H 0.2434 0.6437 0.1130 0.058 Uiso 0.69 1 calc PR A 1 H6A2 H 0.2091 0.6195 0.0011 0.058 Uiso 0.69 1 calc PR A 1 H6A3 H 0.2257 0.4946 0.0722 0.058 Uiso 0.69 1 calc PR A 1 C7A C 0.1279(5) 0.6302(7) 0.1507(6) 0.0294(19) Uani 0.69 1 d P A 1 H7A1 H 0.1144 0.5480 0.1756 0.044 Uiso 0.69 1 calc PR A 1 H7A2 H 0.0885 0.6943 0.1340 0.044 Uiso 0.69 1 calc PR A 1 H7A3 H 0.1699 0.6696 0.1990 0.044 Uiso 0.69 1 calc PR A 1 C5C C 0.1347(13) 0.6575(16) 0.0548(18) 0.020(5) Uani 0.31 1 d P A 2 H5C H 0.1194 0.7463 0.0234 0.024 Uiso 0.31 1 calc PR A 2 C6C C 0.2042(9) 0.6687(16) 0.0480(14) 0.043(5) Uani 0.31 1 d P A 2 H6C1 H 0.2162 0.7636 0.0461 0.064 Uiso 0.31 1 calc PR A 2 H6C2 H 0.2039 0.6242 -0.0099 0.064 Uiso 0.31 1 calc PR A 2 H6C3 H 0.2396 0.6260 0.1032 0.064 Uiso 0.31 1 calc PR A 2 C7C C 0.1404(10) 0.705(2) 0.1372(16) 0.066(8) Uani 0.31 1 d P A 2 H7C1 H 0.1894 0.7345 0.1709 0.099 Uiso 0.31 1 calc PR A 2 H7C2 H 0.1281 0.6348 0.1741 0.099 Uiso 0.31 1 calc PR A 2 H7C3 H 0.1080 0.7811 0.1289 0.099 Uiso 0.31 1 calc PR A 2 C8A C 0.0521(2) 0.3411(3) -0.0160(2) 0.0212(9) Uani 1 1 d . . . C9A C 0.0164(2) 0.2154(4) -0.0130(3) 0.0244(9) Uani 1 1 d . A . H9A H -0.0263 0.2044 0.0051 0.029 Uiso 1 1 calc R . . C10A C 0.0520(2) 0.1108(4) -0.0435(3) 0.0266(10) Uani 1 1 d . . . H10A H 0.0382 0.0140 -0.0503 0.032 Uiso 1 1 calc R A . C11A C 0.1099(2) 0.1666(4) -0.0608(3) 0.0266(10) Uani 1 1 d . A . H11A H 0.1443 0.1166 -0.0826 0.032 Uiso 1 1 calc R . . C12A C 0.1112(2) 0.3058(4) -0.0429(2) 0.0227(9) Uani 1 1 d . A . H12A H 0.1474 0.3701 -0.0489 0.027 Uiso 1 1 calc R . . C13A C 0.1678(2) 0.2720(4) 0.2113(3) 0.0313(10) Uani 1 1 d . . . H13A H 0.1622 0.3645 0.2331 0.038 Uiso 1 1 calc R A . C14A C 0.1250(2) 0.1599(4) 0.2118(3) 0.0387(12) Uani 1 1 d . A . H14A H 0.0839 0.1591 0.2341 0.046 Uiso 1 1 calc R . . C15A C 0.1503(3) 0.0500(5) 0.1749(3) 0.0428(12) Uani 1 1 d . . . H15A H 0.1302 -0.0428 0.1667 0.051 Uiso 1 1 calc R A . C16A C 0.2086(2) 0.0922(4) 0.1515(3) 0.0396(12) Uani 1 1 d . A . H16A H 0.2375 0.0350 0.1247 0.048 Uiso 1 1 calc R . . C17A C 0.2194(2) 0.2308(4) 0.1741(3) 0.0350(11) Uani 1 1 d . A . H17A H 0.2571 0.2887 0.1655 0.042 Uiso 1 1 calc R . . Fe1B Fe 0.38821(3) 0.18542(5) 0.45379(4) 0.02591(17) Uani 1 1 d . . . N1B N 0.41909(16) 0.5816(3) 0.4137(2) 0.0232(8) Uani 1 1 d . . . C1B C 0.4696(2) 0.4805(4) 0.4650(2) 0.0253(9) Uani 1 1 d . . . C2B C 0.4119(2) 0.6118(4) 0.3151(2) 0.0283(10) Uani 1 1 d . . . H2B H 0.3738 0.5530 0.2719 0.034 Uiso 1 1 calc R . . C3B C 0.4803(2) 0.5831(4) 0.2988(3) 0.0372(11) Uani 1 1 d . . . H3B1 H 0.5192 0.6338 0.3445 0.056 Uiso 1 1 calc R . . H3B2 H 0.4752 0.6098 0.2343 0.056 Uiso 1 1 calc R . . H3B3 H 0.4909 0.4870 0.3071 0.056 Uiso 1 1 calc R . . C4B C 0.3911(3) 0.7571(4) 0.2892(3) 0.0534(15) Uani 1 1 d . . . H4B1 H 0.3505 0.7803 0.3072 0.080 Uiso 1 1 calc R . . H4B2 H 0.3783 0.7692 0.2208 0.080 Uiso 1 1 calc R . . H4B3 H 0.4314 0.8156 0.3230 0.080 Uiso 1 1 calc R . . C5B C 0.3547(3) 0.5882(7) 0.4370(3) 0.0730(19) Uani 1 1 d . . . H5B H 0.3501 0.6866 0.4233 0.088 Uiso 1 1 calc R . . C6B C 0.2845(3) 0.5649(6) 0.3701(4) 0.0774(19) Uani 1 1 d . . . H6B1 H 0.2863 0.5562 0.3064 0.116 Uiso 1 1 calc R . . H6B2 H 0.2537 0.6404 0.3713 0.116 Uiso 1 1 calc R . . H6B3 H 0.2655 0.4822 0.3867 0.116 Uiso 1 1 calc R . . C7B C 0.3662(3) 0.6126(5) 0.5364(3) 0.0479(13) Uani 1 1 d . . . H7B1 H 0.3917 0.5365 0.5745 0.072 Uiso 1 1 calc R . . H7B2 H 0.3203 0.6234 0.5442 0.072 Uiso 1 1 calc R . . H7B3 H 0.3945 0.6944 0.5575 0.072 Uiso 1 1 calc R . . C8B C 0.4532(2) 0.3384(4) 0.4321(3) 0.0242(9) Uani 1 1 d . . . C9B C 0.4917(2) 0.2164(4) 0.4662(3) 0.0251(9) Uani 1 1 d . . . H9B H 0.5340 0.2070 0.5260 0.030 Uiso 1 1 calc R . . C10B C 0.4607(2) 0.1117(4) 0.4012(3) 0.0264(9) Uani 1 1 d . . . H10B H 0.4779 0.0170 0.4065 0.032 Uiso 1 1 calc R . . C11B C 0.4013(2) 0.1645(4) 0.3277(3) 0.0274(10) Uani 1 1 d . . . H11B H 0.3692 0.1137 0.2716 0.033 Uiso 1 1 calc R . . C12B C 0.3957(2) 0.3020(4) 0.3462(3) 0.0261(9) Uani 1 1 d . . . H12B H 0.3581 0.3643 0.3060 0.031 Uiso 1 1 calc R . . C13B C 0.3363(3) 0.2402(4) 0.5436(3) 0.0403(12) Uani 1 1 d . . . H13B H 0.3388 0.3296 0.5744 0.048 Uiso 1 1 calc R . . C14B C 0.3816(2) 0.1292(4) 0.5814(3) 0.0365(11) Uani 1 1 d . . . H14B H 0.4218 0.1267 0.6437 0.044 Uiso 1 1 calc R . . C15B C 0.3603(2) 0.0238(4) 0.5160(3) 0.0377(11) Uani 1 1 d . . . H15B H 0.3823 -0.0674 0.5238 0.045 Uiso 1 1 calc R . . C16B C 0.3019(2) 0.0689(5) 0.4371(3) 0.0459(13) Uani 1 1 d . . . H16B H 0.2748 0.0151 0.3797 0.055 Uiso 1 1 calc R . . C17B C 0.2879(2) 0.2019(5) 0.4551(3) 0.0453(13) Uani 1 1 d . . . H17B H 0.2493 0.2597 0.4118 0.054 Uiso 1 1 calc R . . 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 Fe1A 0.0168(3) 0.0324(3) 0.0234(3) 0.0044(3) 0.0079(2) 0.0042(3) N1A 0.0122(18) 0.0285(17) 0.0194(16) 0.0008(14) 0.0075(13) -0.0011(14) C1A 0.016(2) 0.035(2) 0.0133(19) 0.0006(16) 0.0024(17) 0.0000(18) C2A 0.026(2) 0.031(2) 0.029(2) 0.0024(18) 0.0172(19) 0.0019(18) C3A 0.034(3) 0.049(3) 0.021(2) 0.0041(19) 0.014(2) 0.014(2) C4A 0.061(4) 0.043(3) 0.053(3) 0.015(2) 0.036(3) 0.002(2) C5A 0.015(5) 0.060(7) 0.033(5) -0.011(6) 0.009(4) -0.014(5) C6A 0.020(4) 0.039(4) 0.045(4) -0.008(4) -0.001(3) -0.001(4) C7A 0.017(4) 0.040(5) 0.024(4) -0.005(4) -0.001(3) -0.003(4) C5C 0.016(9) 0.014(9) 0.027(10) 0.008(8) 0.004(7) 0.009(8) C6C 0.023(9) 0.056(11) 0.052(11) -0.029(11) 0.017(8) -0.016(10) C7C 0.010(10) 0.11(2) 0.058(15) -0.041(15) -0.018(9) 0.018(12) C8A 0.018(2) 0.032(2) 0.0148(19) 0.0010(16) 0.0076(16) 0.0056(17) C9A 0.012(2) 0.036(2) 0.025(2) 0.0010(17) 0.0052(17) 0.0041(17) C10A 0.026(2) 0.030(2) 0.027(2) -0.0016(18) 0.0128(19) 0.0038(18) C11A 0.024(2) 0.038(2) 0.024(2) 0.0065(18) 0.0167(18) 0.0088(19) C12A 0.020(2) 0.032(2) 0.0196(19) 0.0031(17) 0.0113(17) 0.0016(18) C13A 0.024(3) 0.046(3) 0.021(2) 0.0051(19) 0.0055(19) 0.005(2) C14A 0.027(3) 0.061(3) 0.030(2) 0.019(2) 0.014(2) 0.011(2) C15A 0.035(3) 0.044(3) 0.047(3) 0.019(2) 0.012(2) 0.003(2) C16A 0.028(3) 0.051(3) 0.036(3) 0.007(2) 0.007(2) 0.023(2) C17A 0.016(2) 0.058(3) 0.027(2) 0.005(2) 0.0021(19) 0.001(2) Fe1B 0.0155(3) 0.0393(4) 0.0245(3) 0.0038(3) 0.0090(2) 0.0012(3) N1B 0.0134(18) 0.0378(19) 0.0176(16) 0.0019(14) 0.0048(14) 0.0056(14) C1B 0.020(2) 0.040(2) 0.021(2) 0.0072(18) 0.0140(17) 0.0056(19) C2B 0.029(3) 0.039(2) 0.017(2) 0.0057(18) 0.0076(18) -0.0036(19) C3B 0.039(3) 0.052(3) 0.023(2) 0.004(2) 0.014(2) -0.010(2) C4B 0.068(4) 0.051(3) 0.038(3) 0.017(2) 0.015(3) 0.011(3) C5B 0.020(3) 0.172(6) 0.024(3) -0.004(3) 0.004(2) 0.022(3) C6B 0.024(3) 0.136(5) 0.069(4) -0.030(4) 0.013(3) -0.007(3) C7B 0.040(3) 0.069(3) 0.047(3) -0.022(3) 0.031(2) -0.017(3) C8B 0.018(2) 0.038(2) 0.021(2) 0.0003(17) 0.0136(17) -0.0017(18) C9B 0.014(2) 0.042(2) 0.022(2) 0.0013(18) 0.0089(17) 0.0012(18) C10B 0.022(2) 0.031(2) 0.028(2) -0.0004(18) 0.0121(18) 0.0001(18) C11B 0.027(3) 0.034(2) 0.021(2) -0.0009(17) 0.0083(18) 0.0007(18) C12B 0.020(2) 0.039(2) 0.022(2) 0.0009(19) 0.0115(17) 0.0027(19) C13B 0.047(3) 0.047(3) 0.043(3) 0.010(2) 0.036(3) 0.012(2) C14B 0.027(3) 0.055(3) 0.031(2) 0.012(2) 0.015(2) -0.004(2) C15B 0.028(3) 0.044(3) 0.052(3) 0.010(2) 0.027(2) 0.000(2) C16B 0.025(3) 0.071(4) 0.047(3) -0.007(3) 0.019(2) -0.021(2) C17B 0.012(2) 0.084(4) 0.047(3) 0.028(3) 0.020(2) 0.015(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 Fe1A C11A 2.032(4) . ? Fe1A C10A 2.037(4) . ? Fe1A C16A 2.039(4) . ? Fe1A C15A 2.041(4) . ? Fe1A C17A 2.042(4) . ? Fe1A C12A 2.042(3) . ? Fe1A C9A 2.048(4) . ? Fe1A C13A 2.054(4) . ? Fe1A C14A 2.057(4) . ? Fe1A C8A 2.111(3) . ? N1A C1A 1.448(5) . ? N1A C5C 1.48(2) . ? N1A C2A 1.480(4) . ? N1A C5A 1.515(11) . ? C1A C1A 1.346(7) 3_565 ? C1A C8A 1.501(5) . ? C2A C3A 1.512(5) . ? C2A C4A 1.526(5) . ? C5A C6A 1.358(12) . ? C5A C7A 1.451(14) . ? C5C C7C 1.30(3) . ? C5C C6C 1.45(3) . ? C8A C12A 1.434(5) . ? C8A C9A 1.453(5) . ? C9A C10A 1.433(5) . ? C10A C11A 1.400(5) . ? C11A C12A 1.413(5) . ? C13A C17A 1.410(6) . ? C13A C14A 1.413(6) . ? C14A C15A 1.405(6) . ? C15A C16A 1.408(6) . ? C16A C17A 1.422(6) . ? Fe1B C11B 2.027(4) . ? Fe1B C16B 2.032(4) . ? Fe1B C10B 2.035(4) . ? Fe1B C17B 2.036(4) . ? Fe1B C15B 2.044(4) . ? Fe1B C12B 2.048(4) . ? Fe1B C9B 2.050(4) . ? Fe1B C14B 2.059(4) . ? Fe1B C13B 2.063(4) . ? Fe1B C8B 2.112(4) . ? N1B C1B 1.446(5) . ? N1B C5B 1.464(6) . ? N1B C2B 1.476(4) . ? C1B C1B 1.357(7) 3_666 ? C1B C8B 1.499(5) . ? C2B C3B 1.513(6) . ? C2B C4B 1.521(5) . ? C5B C6B 1.433(6) . ? C5B C7B 1.457(6) . ? C8B C9B 1.436(5) . ? C8B C12B 1.443(5) . ? C9B C10B 1.416(5) . ? C10B C11B 1.411(5) . ? C11B C12B 1.413(5) . ? C13B C17B 1.397(6) . ? C13B C14B 1.418(6) . ? C14B C15B 1.401(6) . ? C15B C16B 1.416(6) . ? C16B C17B 1.403(6) . ? 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 C11A Fe1A C10A 40.24(15) . . ? C11A Fe1A C16A 103.60(17) . . ? C10A Fe1A C16A 116.46(16) . . ? C11A Fe1A C15A 121.62(17) . . ? C10A Fe1A C15A 105.25(17) . . ? C16A Fe1A C15A 40.39(17) . . ? C11A Fe1A C17A 118.64(17) . . ? C10A Fe1A C17A 152.11(17) . . ? C16A Fe1A C17A 40.78(16) . . ? C15A Fe1A C17A 67.95(18) . . ? C11A Fe1A C12A 40.61(14) . . ? C10A Fe1A C12A 67.96(15) . . ? C16A Fe1A C12A 123.30(17) . . ? C15A Fe1A C12A 159.12(18) . . ? C17A Fe1A C12A 108.26(16) . . ? C11A Fe1A C9A 68.63(16) . . ? C10A Fe1A C9A 41.08(14) . . ? C16A Fe1A C9A 152.99(16) . . ? C15A Fe1A C9A 120.32(17) . . ? C17A Fe1A C9A 165.59(16) . . ? C12A Fe1A C9A 68.40(15) . . ? C11A Fe1A C13A 155.67(17) . . ? C10A Fe1A C13A 164.08(17) . . ? C16A Fe1A C13A 68.03(17) . . ? C15A Fe1A C13A 67.59(17) . . ? C17A Fe1A C13A 40.26(16) . . ? C12A Fe1A C13A 123.73(16) . . ? C9A Fe1A C13A 128.98(16) . . ? C11A Fe1A C14A 159.60(17) . . ? C10A Fe1A C14A 125.36(17) . . ? C16A Fe1A C14A 67.86(18) . . ? C15A Fe1A C14A 40.11(16) . . ? C17A Fe1A C14A 67.77(18) . . ? C12A Fe1A C14A 159.40(16) . . ? C9A Fe1A C14A 110.10(17) . . ? C13A Fe1A C14A 40.20(16) . . ? C11A Fe1A C8A 68.33(14) . . ? C10A Fe1A C8A 68.46(14) . . ? C16A Fe1A C8A 161.99(17) . . ? C15A Fe1A C8A 157.54(18) . . ? C17A Fe1A C8A 127.67(16) . . ? C12A Fe1A C8A 40.37(14) . . ? C9A Fe1A C8A 40.87(14) . . ? C13A Fe1A C8A 112.37(15) . . ? C14A Fe1A C8A 124.95(16) . . ? C1A N1A C5C 128.3(9) . . ? C1A N1A C2A 118.1(3) . . ? C5C N1A C2A 111.8(10) . . ? C1A N1A C5A 111.8(5) . . ? C5C N1A C5A 24.0(5) . . ? C2A N1A C5A 118.8(5) . . ? C1A C1A N1A 119.5(4) 3_565 . ? C1A C1A C8A 124.6(5) 3_565 . ? N1A C1A C8A 115.8(3) . . ? N1A C2A C3A 111.3(3) . . ? N1A C2A C4A 111.8(3) . . ? C3A C2A C4A 108.5(3) . . ? C6A C5A C7A 125.9(9) . . ? C6A C5A N1A 123.6(9) . . ? C7A C5A N1A 110.4(8) . . ? C7C C5C C6C 107(2) . . ? C7C C5C N1A 132(2) . . ? C6C C5C N1A 120.8(19) . . ? C12A C8A C9A 105.5(3) . . ? C12A C8A C1A 124.1(3) . . ? C9A C8A C1A 130.0(4) . . ? C12A C8A Fe1A 67.2(2) . . ? C9A C8A Fe1A 67.24(19) . . ? C1A C8A Fe1A 135.4(2) . . ? C10A C9A C8A 107.9(4) . . ? C10A C9A Fe1A 69.1(2) . . ? C8A C9A Fe1A 71.9(2) . . ? C11A C10A C9A 108.5(3) . . ? C11A C10A Fe1A 69.7(2) . . ? C9A C10A Fe1A 69.9(2) . . ? C10A C11A C12A 108.3(3) . . ? C10A C11A Fe1A 70.1(2) . . ? C12A C11A Fe1A 70.1(2) . . ? C11A C12A C8A 109.6(3) . . ? C11A C12A Fe1A 69.3(2) . . ? C8A C12A Fe1A 72.4(2) . . ? C17A C13A C14A 108.1(4) . . ? C17A C13A Fe1A 69.4(2) . . ? C14A C13A Fe1A 70.0(2) . . ? C15A C14A C13A 107.9(4) . . ? C15A C14A Fe1A 69.3(2) . . ? C13A C14A Fe1A 69.8(2) . . ? C14A C15A C16A 108.7(4) . . ? C14A C15A Fe1A 70.6(2) . . ? C16A C15A Fe1A 69.7(2) . . ? C15A C16A C17A 107.5(4) . . ? C15A C16A Fe1A 69.9(2) . . ? C17A C16A Fe1A 69.7(2) . . ? C13A C17A C16A 107.9(4) . . ? C13A C17A Fe1A 70.4(2) . . ? C16A C17A Fe1A 69.5(2) . . ? C11B Fe1B C16B 102.66(18) . . ? C11B Fe1B C10B 40.65(14) . . ? C16B Fe1B C10B 116.62(18) . . ? C11B Fe1B C17B 118.84(17) . . ? C16B Fe1B C17B 40.35(18) . . ? C10B Fe1B C17B 152.60(18) . . ? C11B Fe1B C15B 120.09(17) . . ? C16B Fe1B C15B 40.65(17) . . ? C10B Fe1B C15B 104.43(17) . . ? C17B Fe1B C15B 67.74(18) . . ? C11B Fe1B C12B 40.55(14) . . ? C16B Fe1B C12B 122.01(17) . . ? C10B Fe1B C12B 68.10(15) . . ? C17B Fe1B C12B 108.56(17) . . ? C15B Fe1B C12B 157.46(17) . . ? C11B Fe1B C9B 68.29(15) . . ? C16B Fe1B C9B 153.62(18) . . ? C10B Fe1B C9B 40.57(14) . . ? C17B Fe1B C9B 165.63(18) . . ? C15B Fe1B C9B 121.03(16) . . ? C12B Fe1B C9B 67.95(15) . . ? C11B Fe1B C14B 158.01(16) . . ? C16B Fe1B C14B 67.64(18) . . ? C10B Fe1B C14B 124.39(16) . . ? C17B Fe1B C14B 67.31(17) . . ? C15B Fe1B C14B 39.93(16) . . ? C12B Fe1B C14B 161.20(16) . . ? C9B Fe1B C14B 111.19(16) . . ? C11B Fe1B C13B 156.09(17) . . ? C16B Fe1B C13B 67.59(19) . . ? C10B Fe1B C13B 163.26(17) . . ? C17B Fe1B C13B 39.84(17) . . ? C15B Fe1B C13B 67.54(17) . . ? C12B Fe1B C13B 124.86(16) . . ? C9B Fe1B C13B 129.78(17) . . ? C14B Fe1B C13B 40.24(16) . . ? C11B Fe1B C8B 68.35(15) . . ? C16B Fe1B C8B 161.00(17) . . ? C10B Fe1B C8B 68.15(15) . . ? C17B Fe1B C8B 128.09(18) . . ? C15B Fe1B C8B 158.35(16) . . ? C12B Fe1B C8B 40.55(14) . . ? C9B Fe1B C8B 40.32(14) . . ? C14B Fe1B C8B 126.50(16) . . ? C13B Fe1B C8B 113.61(17) . . ? C1B N1B C5B 114.7(3) . . ? C1B N1B C2B 118.6(3) . . ? C5B N1B C2B 117.4(3) . . ? C1B C1B N1B 118.9(4) 3_666 . ? C1B C1B C8B 124.1(4) 3_666 . ? N1B C1B C8B 116.9(3) . . ? N1B C2B C3B 111.2(3) . . ? N1B C2B C4B 111.9(3) . . ? C3B C2B C4B 108.7(3) . . ? C6B C5B C7B 120.5(5) . . ? C6B C5B N1B 124.0(4) . . ? C7B C5B N1B 115.4(4) . . ? C9B C8B C12B 105.4(3) . . ? C9B C8B C1B 131.0(3) . . ? C12B C8B C1B 123.2(3) . . ? C9B C8B Fe1B 67.5(2) . . ? C12B C8B Fe1B 67.3(2) . . ? C1B C8B Fe1B 135.0(3) . . ? C10B C9B C8B 109.2(3) . . ? C10B C9B Fe1B 69.2(2) . . ? C8B C9B Fe1B 72.2(2) . . ? C11B C10B C9B 108.1(3) . . ? C11B C10B Fe1B 69.4(2) . . ? C9B C10B Fe1B 70.3(2) . . ? C10B C11B C12B 108.1(3) . . ? C10B C11B Fe1B 70.0(2) . . ? C12B C11B Fe1B 70.5(2) . . ? C11B C12B C8B 109.1(3) . . ? C11B C12B Fe1B 68.9(2) . . ? C8B C12B Fe1B 72.1(2) . . ? C17B C13B C14B 107.5(4) . . ? C17B C13B Fe1B 69.1(3) . . ? C14B C13B Fe1B 69.7(2) . . ? C15B C14B C13B 108.2(4) . . ? C15B C14B Fe1B 69.5(2) . . ? C13B C14B Fe1B 70.0(2) . . ? C14B C15B C16B 107.9(4) . . ? C14B C15B Fe1B 70.6(2) . . ? C16B C15B Fe1B 69.2(2) . . ? C17B C16B C15B 107.6(4) . . ? C17B C16B Fe1B 70.0(3) . . ? C15B C16B Fe1B 70.1(2) . . ? C13B C17B C16B 108.9(4) . . ? C13B C17B Fe1B 71.1(3) . . ? C16B C17B Fe1B 69.7(3) . . ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 0.519 _refine_diff_density_min -0.525 _refine_diff_density_rms 0.084 # Attachment 'Compound-10.cif' data_gb914_0m _database_code_depnum_ccdc_archive 'CCDC 815177' #TrackingRef 'Compound-10.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H41 Fe N S' _chemical_formula_sum 'C26 H41 Fe N S' _chemical_formula_weight 455.51 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' 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' 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 8.526(7) _cell_length_b 34.96(3) _cell_length_c 10.440(6) _cell_angle_alpha 90.00 _cell_angle_beta 126.26(4) _cell_angle_gamma 90.00 _cell_volume 2509(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 500 _cell_measurement_theta_min 2 _cell_measurement_theta_max 25 _exptl_crystal_description Block _exptl_crystal_colour Orange _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.206 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 984 _exptl_absorpt_coefficient_mu 0.696 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8676 _exptl_absorpt_correction_T_max 0.8968 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 16524 _diffrn_reflns_av_R_equivalents 0.0385 _diffrn_reflns_av_sigmaI/netI 0.0343 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -41 _diffrn_reflns_limit_k_max 41 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.33 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4424 _reflns_number_gt 3924 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX-II' _computing_cell_refinement 'Bruker SHEXLS' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^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 4424 _refine_ls_number_parameters 276 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0381 _refine_ls_R_factor_gt 0.0321 _refine_ls_wR_factor_ref 0.1170 _refine_ls_wR_factor_gt 0.1099 _refine_ls_goodness_of_fit_ref 0.955 _refine_ls_restrained_S_all 0.955 _refine_ls_shift/su_max 0.017 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.05813(4) -0.092434(7) 0.79586(3) 0.01571(13) Uani 1 1 d . . . S1 S -0.27167(8) -0.177090(18) 0.52382(8) 0.0424(2) Uani 1 1 d . . . N1 N 0.0253(2) -0.19057(4) 0.50890(19) 0.0215(4) Uani 1 1 d . . . C1 C 0.0191(3) -0.07834(6) 0.9668(2) 0.0286(5) Uani 1 1 d . . . C2 C -0.1532(3) -0.09570(5) 0.8343(3) 0.0241(4) Uani 1 1 d . . . C3 C -0.2220(3) -0.07305(6) 0.6975(2) 0.0273(5) Uani 1 1 d . . . C4 C -0.0911(3) -0.04170(6) 0.7456(3) 0.0336(5) Uani 1 1 d . . . C5 C 0.0575(3) -0.04493(6) 0.9120(3) 0.0337(5) Uani 1 1 d . . . C6 C 0.1322(5) -0.09224(10) 1.1349(3) 0.0704(11) Uani 1 1 d . . . H6A H 0.0708 -0.0830 1.1841 0.106 Uiso 1 1 calc R . . H6B H 0.2658 -0.0826 1.1945 0.106 Uiso 1 1 calc R . . H6C H 0.1341 -0.1203 1.1360 0.106 Uiso 1 1 calc R . . C7 C -0.2530(4) -0.13024(7) 0.8421(4) 0.0510(7) Uani 1 1 d . . . H7A H -0.3611 -0.1219 0.8444 0.077 Uiso 1 1 calc R . . H7B H -0.1597 -0.1449 0.9385 0.077 Uiso 1 1 calc R . . H7C H -0.3030 -0.1464 0.7486 0.077 Uiso 1 1 calc R . . C8 C -0.4066(4) -0.07923(10) 0.5346(3) 0.0599(8) Uani 1 1 d . . . H8A H -0.5170 -0.0696 0.5310 0.090 Uiso 1 1 calc R . . H8B H -0.4242 -0.1066 0.5099 0.090 Uiso 1 1 calc R . . H8C H -0.3993 -0.0656 0.4563 0.090 Uiso 1 1 calc R . . C9 C -0.1170(6) -0.00958(8) 0.6386(5) 0.0814(13) Uani 1 1 d . . . H9A H -0.2006 0.0102 0.6358 0.122 Uiso 1 1 calc R . . H9B H -0.1776 -0.0195 0.5311 0.122 Uiso 1 1 calc R . . H9C H 0.0101 0.0015 0.6793 0.122 Uiso 1 1 calc R . . C10 C 0.2195(4) -0.01667(9) 1.0124(5) 0.0780(12) Uani 1 1 d . . . H10A H 0.1730 0.0040 1.0456 0.117 Uiso 1 1 calc R . . H10B H 0.2614 -0.0059 0.9504 0.117 Uiso 1 1 calc R . . H10C H 0.3294 -0.0297 1.1065 0.117 Uiso 1 1 calc R . . C11 C 0.1168(3) -0.10251(5) 0.6343(2) 0.0195(4) Uani 1 1 d . . . C12 C 0.2820(3) -0.08575(5) 0.7762(2) 0.0210(4) Uani 1 1 d . . . C13 C 0.3413(3) -0.11024(5) 0.9072(2) 0.0217(4) Uani 1 1 d . . . C14 C 0.2130(3) -0.14258(5) 0.8471(2) 0.0205(4) Uani 1 1 d . . . C15 C 0.0765(3) -0.13800(5) 0.6782(2) 0.0178(4) Uani 1 1 d . . . C16 C 0.0120(4) -0.08747(6) 0.4682(3) 0.0309(5) Uani 1 1 d . . . H16A H 0.0919 -0.0916 0.4304 0.046 Uiso 1 1 calc R . . H16B H -0.0122 -0.0600 0.4672 0.046 Uiso 1 1 calc R . . H16C H -0.1123 -0.1009 0.3986 0.046 Uiso 1 1 calc R . . C17 C 0.3843(3) -0.04967(6) 0.7842(3) 0.0315(5) Uani 1 1 d . . . H17A H 0.4885 -0.0561 0.7741 0.047 Uiso 1 1 calc R . . H17B H 0.4401 -0.0369 0.8862 0.047 Uiso 1 1 calc R . . H17C H 0.2909 -0.0325 0.6974 0.047 Uiso 1 1 calc R . . C18 C 0.5154(3) -0.10452(7) 1.0764(3) 0.0329(5) Uani 1 1 d . . . H18A H 0.6315 -0.1148 1.0902 0.049 Uiso 1 1 calc R . . H18B H 0.4948 -0.1179 1.1478 0.049 Uiso 1 1 calc R . . H18C H 0.5335 -0.0771 1.1014 0.049 Uiso 1 1 calc R . . C19 C 0.2250(3) -0.17657(6) 0.9404(3) 0.0322(5) Uani 1 1 d . . . H19A H 0.3166 -0.1953 0.9491 0.048 Uiso 1 1 calc R . . H19B H 0.0962 -0.1883 0.8861 0.048 Uiso 1 1 calc R . . H19C H 0.2702 -0.1683 1.0468 0.048 Uiso 1 1 calc R . . C20 C -0.0520(3) -0.16928(5) 0.5665(2) 0.0218(4) Uani 1 1 d . . . C21 C 0.2250(3) -0.18340(6) 0.5537(3) 0.0316(5) Uani 1 1 d . . . H21A H 0.2759 -0.1598 0.6208 0.038 Uiso 1 1 calc R . . C22 C 0.3622(3) -0.21595(7) 0.6534(3) 0.0497(7) Uani 1 1 d . . . H22A H 0.3655 -0.2193 0.7481 0.075 Uiso 1 1 calc R . . H22B H 0.4932 -0.2099 0.6856 0.075 Uiso 1 1 calc R . . H22C H 0.3165 -0.2396 0.5908 0.075 Uiso 1 1 calc R . . C23 C 0.2175(4) -0.17552(8) 0.4062(3) 0.0470(6) Uani 1 1 d . . . H23A H 0.1130 -0.1573 0.3374 0.071 Uiso 1 1 calc R . . H23B H 0.1927 -0.1995 0.3482 0.071 Uiso 1 1 calc R . . H23C H 0.3421 -0.1648 0.4383 0.071 Uiso 1 1 calc R . . C24 C -0.0761(3) -0.22396(5) 0.4000(2) 0.0244(4) Uani 1 1 d . . . H24A H 0.0163 -0.2342 0.3790 0.029 Uiso 1 1 calc R . . C25 C -0.1104(4) -0.25673(6) 0.4771(3) 0.0367(5) Uani 1 1 d . . . H25A H 0.0109 -0.2625 0.5812 0.055 Uiso 1 1 calc R . . H25B H -0.1532 -0.2795 0.4093 0.055 Uiso 1 1 calc R . . H25C H -0.2108 -0.2493 0.4905 0.055 Uiso 1 1 calc R . . C26 C -0.2577(3) -0.21251(6) 0.2385(3) 0.0343(5) Uani 1 1 d . . . H26A H -0.2258 -0.1919 0.1940 0.051 Uiso 1 1 calc R . . H26B H -0.3574 -0.2036 0.2505 0.051 Uiso 1 1 calc R . . H26C H -0.3070 -0.2346 0.1670 0.051 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.01643(19) 0.01531(19) 0.01528(18) -0.00079(9) 0.00931(15) -0.00040(9) S1 0.0292(3) 0.0455(4) 0.0645(4) -0.0328(3) 0.0343(3) -0.0183(3) N1 0.0168(8) 0.0192(8) 0.0278(9) -0.0070(6) 0.0129(7) -0.0029(6) C1 0.0276(11) 0.0397(12) 0.0218(10) -0.0036(9) 0.0164(10) 0.0081(9) C2 0.0264(11) 0.0230(10) 0.0322(12) -0.0028(8) 0.0224(10) -0.0004(8) C3 0.0220(11) 0.0346(11) 0.0244(11) 0.0005(8) 0.0132(9) 0.0112(9) C4 0.0482(14) 0.0194(10) 0.0527(14) 0.0094(9) 0.0407(13) 0.0123(10) C5 0.0310(12) 0.0262(10) 0.0543(14) -0.0218(10) 0.0309(12) -0.0097(9) C6 0.066(2) 0.124(3) 0.0235(14) 0.0126(14) 0.0276(15) 0.0444(19) C7 0.0707(19) 0.0318(12) 0.096(2) -0.0101(13) 0.0740(19) -0.0104(12) C8 0.0273(14) 0.100(2) 0.0297(14) -0.0122(14) 0.0042(11) 0.0267(15) C9 0.130(3) 0.0393(16) 0.142(3) 0.0505(19) 0.117(3) 0.0459(18) C10 0.0557(19) 0.068(2) 0.131(3) -0.076(2) 0.067(2) -0.0385(16) C11 0.0231(10) 0.0185(9) 0.0207(10) -0.0017(7) 0.0151(9) -0.0011(8) C12 0.0205(10) 0.0208(9) 0.0255(11) -0.0052(8) 0.0157(9) -0.0045(8) C13 0.0161(10) 0.0240(10) 0.0216(10) -0.0046(7) 0.0094(9) 0.0013(7) C14 0.0188(10) 0.0182(9) 0.0242(10) 0.0014(7) 0.0125(9) 0.0035(7) C15 0.0164(9) 0.0174(9) 0.0210(9) -0.0032(7) 0.0117(8) -0.0013(7) C16 0.0418(14) 0.0286(11) 0.0242(11) 0.0020(8) 0.0205(11) -0.0014(9) C17 0.0323(12) 0.0274(11) 0.0421(13) -0.0093(9) 0.0260(11) -0.0121(9) C18 0.0207(11) 0.0412(12) 0.0240(11) -0.0062(9) 0.0062(9) 0.0010(9) C19 0.0335(12) 0.0266(11) 0.0315(11) 0.0091(9) 0.0166(10) 0.0049(9) C20 0.0207(10) 0.0179(9) 0.0260(10) -0.0027(7) 0.0134(9) -0.0004(7) C21 0.0175(10) 0.0308(11) 0.0454(13) -0.0166(10) 0.0179(10) -0.0046(8) C22 0.0237(12) 0.0471(15) 0.0588(17) -0.0125(13) 0.0137(12) 0.0081(11) C23 0.0405(14) 0.0524(15) 0.0680(18) -0.0171(13) 0.0430(15) -0.0148(12) C24 0.0227(10) 0.0206(9) 0.0296(11) -0.0098(8) 0.0154(9) -0.0043(8) C25 0.0419(14) 0.0199(10) 0.0457(13) -0.0045(9) 0.0244(12) -0.0060(9) C26 0.0288(12) 0.0404(12) 0.0298(12) -0.0104(9) 0.0152(10) -0.0074(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 C12 2.050(2) . ? Fe1 C11 2.053(2) . ? Fe1 C5 2.058(2) . ? Fe1 C1 2.059(2) . ? Fe1 C13 2.061(3) . ? Fe1 C4 2.062(2) . ? Fe1 C14 2.066(2) . ? Fe1 C2 2.068(2) . ? Fe1 C15 2.073(2) . ? Fe1 C3 2.078(3) . ? S1 C20 1.672(2) . ? N1 C20 1.348(2) . ? N1 C21 1.496(3) . ? N1 C24 1.497(3) . ? C1 C5 1.422(3) . ? C1 C2 1.427(3) . ? C1 C6 1.498(3) . ? C2 C3 1.421(3) . ? C2 C7 1.507(3) . ? C3 C4 1.427(3) . ? C3 C8 1.500(3) . ? C4 C5 1.425(4) . ? C4 C9 1.505(3) . ? C5 C10 1.507(3) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C15 1.433(3) . ? C11 C12 1.433(3) . ? C11 C16 1.500(3) . ? C12 C13 1.429(3) . ? C12 C17 1.508(3) . ? C13 C14 1.434(3) . ? C13 C18 1.504(3) . ? C14 C15 1.436(3) . ? C14 C19 1.501(3) . ? C15 C20 1.498(3) . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C21 C22 1.518(3) . ? C21 C23 1.529(3) . ? C21 H21A 1.0000 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 C26 1.520(3) . ? C24 C25 1.525(3) . ? C24 H24A 1.0000 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? 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 C12 Fe1 C11 40.89(8) . . ? C12 Fe1 C5 107.09(8) . . ? C11 Fe1 C5 135.15(8) . . ? C12 Fe1 C1 134.16(9) . . ? C11 Fe1 C1 174.58(8) . . ? C5 Fe1 C1 40.40(9) . . ? C12 Fe1 C13 40.67(9) . . ? C11 Fe1 C13 68.81(9) . . ? C5 Fe1 C13 108.77(9) . . ? C1 Fe1 C13 108.62(9) . . ? C12 Fe1 C4 110.32(9) . . ? C11 Fe1 C4 110.60(8) . . ? C5 Fe1 C4 40.49(10) . . ? C1 Fe1 C4 67.86(9) . . ? C13 Fe1 C4 138.08(8) . . ? C12 Fe1 C14 68.42(8) . . ? C11 Fe1 C14 68.78(8) . . ? C5 Fe1 C14 139.14(10) . . ? C1 Fe1 C14 112.64(9) . . ? C13 Fe1 C14 40.66(7) . . ? C4 Fe1 C14 178.67(8) . . ? C12 Fe1 C2 174.50(8) . . ? C11 Fe1 C2 144.42(9) . . ? C5 Fe1 C2 67.92(8) . . ? C1 Fe1 C2 40.45(9) . . ? C13 Fe1 C2 137.59(9) . . ? C4 Fe1 C2 67.64(8) . . ? C14 Fe1 C2 113.58(8) . . ? C12 Fe1 C15 68.12(8) . . ? C11 Fe1 C15 40.63(7) . . ? C5 Fe1 C15 175.16(7) . . ? C1 Fe1 C15 143.59(8) . . ? C13 Fe1 C15 68.18(8) . . ? C4 Fe1 C15 139.61(9) . . ? C14 Fe1 C15 40.59(8) . . ? C2 Fe1 C15 116.89(8) . . ? C12 Fe1 C3 141.21(9) . . ? C11 Fe1 C3 114.65(9) . . ? C5 Fe1 C3 68.00(9) . . ? C1 Fe1 C3 67.83(9) . . ? C13 Fe1 C3 176.32(7) . . ? C4 Fe1 C3 40.33(9) . . ? C14 Fe1 C3 140.96(8) . . ? C2 Fe1 C3 40.10(9) . . ? C15 Fe1 C3 115.17(8) . . ? C20 N1 C21 122.28(16) . . ? C20 N1 C24 123.67(16) . . ? C21 N1 C24 114.03(14) . . ? C5 C1 C2 108.01(19) . . ? C5 C1 C6 126.6(2) . . ? C2 C1 C6 125.3(2) . . ? C5 C1 Fe1 69.74(11) . . ? C2 C1 Fe1 70.08(12) . . ? C6 C1 Fe1 127.98(16) . . ? C3 C2 C1 108.29(18) . . ? C3 C2 C7 126.2(2) . . ? C1 C2 C7 125.3(2) . . ? C3 C2 Fe1 70.33(12) . . ? C1 C2 Fe1 69.46(12) . . ? C7 C2 Fe1 129.75(14) . . ? C2 C3 C4 107.58(19) . . ? C2 C3 C8 126.3(2) . . ? C4 C3 C8 126.0(2) . . ? C2 C3 Fe1 69.57(12) . . ? C4 C3 Fe1 69.22(13) . . ? C8 C3 Fe1 129.95(15) . . ? C5 C4 C3 108.33(18) . . ? C5 C4 C9 126.7(3) . . ? C3 C4 C9 124.8(3) . . ? C5 C4 Fe1 69.62(12) . . ? C3 C4 Fe1 70.44(13) . . ? C9 C4 Fe1 128.96(16) . . ? C1 C5 C4 107.78(18) . . ? C1 C5 C10 126.4(3) . . ? C4 C5 C10 125.8(3) . . ? C1 C5 Fe1 69.86(12) . . ? C4 C5 Fe1 69.90(12) . . ? C10 C5 Fe1 128.21(16) . . ? C1 C6 H6A 109.5 . . ? C1 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C1 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C2 C7 H7A 109.5 . . ? C2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C3 C8 H8A 109.5 . . ? C3 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C3 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C4 C9 H9A 109.5 . . ? C4 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C4 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C5 C10 H10A 109.5 . . ? C5 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C5 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C15 C11 C12 107.38(17) . . ? C15 C11 C16 125.56(18) . . ? C12 C11 C16 126.94(18) . . ? C15 C11 Fe1 70.45(10) . . ? C12 C11 Fe1 69.45(12) . . ? C16 C11 Fe1 128.44(15) . . ? C13 C12 C11 108.62(17) . . ? C13 C12 C17 125.68(19) . . ? C11 C12 C17 125.59(18) . . ? C13 C12 Fe1 70.07(11) . . ? C11 C12 Fe1 69.66(12) . . ? C17 C12 Fe1 129.23(14) . . ? C12 C13 C14 107.87(17) . . ? C12 C13 C18 126.09(18) . . ? C14 C13 C18 125.92(18) . . ? C12 C13 Fe1 69.26(11) . . ? C14 C13 Fe1 69.85(12) . . ? C18 C13 Fe1 129.47(14) . . ? C13 C14 C15 107.72(16) . . ? C13 C14 C19 126.74(18) . . ? C15 C14 C19 125.43(18) . . ? C13 C14 Fe1 69.49(12) . . ? C15 C14 Fe1 69.99(10) . . ? C19 C14 Fe1 128.87(14) . . ? C11 C15 C14 108.39(16) . . ? C11 C15 C20 125.89(17) . . ? C14 C15 C20 124.27(17) . . ? C11 C15 Fe1 68.92(11) . . ? C14 C15 Fe1 69.42(11) . . ? C20 C15 Fe1 138.20(13) . . ? C11 C16 H16A 109.5 . . ? C11 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C11 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C12 C17 H17A 109.5 . . ? C12 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C12 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C13 C18 H18A 109.5 . . ? C13 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C13 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C14 C19 H19A 109.5 . . ? C14 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C14 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? N1 C20 C15 115.16(17) . . ? N1 C20 S1 123.85(15) . . ? C15 C20 S1 120.96(13) . . ? N1 C21 C22 111.21(19) . . ? N1 C21 C23 110.72(19) . . ? C22 C21 C23 112.4(2) . . ? N1 C21 H21A 107.4 . . ? C22 C21 H21A 107.4 . . ? C23 C21 H21A 107.4 . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C21 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? N1 C24 C26 112.89(17) . . ? N1 C24 C25 112.93(17) . . ? C26 C24 C25 113.33(18) . . ? N1 C24 H24A 105.6 . . ? C26 C24 H24A 105.6 . . ? C25 C24 H24A 105.6 . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C24 C26 H26A 109.5 . . ? C24 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C24 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.350 _refine_diff_density_min -0.349 _refine_diff_density_rms 0.049