_publ_section_references ; Blessing, R. (1995). SADABS V2.10, Acta Cryst. A51, 33-38. Bruker (2000). SHELXTL V6.14, Bruker AXS, Inc., Madison, WI, USA. Bruker (2003). SAINT V7.06A, Bruker AXS, Inc., Madison, WI, USA. Bruker (2003). SMART V5.629, Bruker AXS, Inc., Madison, WI, USA. Sheldrick, G. M. (1997). SHELXL-97, University of G\"ottingen, Germany. Sheldrick, G. M. (1997). SHELXS-97, University of G\"ottingen, Germany. ; data_holsk02 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common holsk02 _chemical_melting_point ? _chemical_formula_moiety 'C42 H60 Fe N2 S' _chemical_formula_sum 'C42 H60 Fe N2 S' _chemical_formula_weight 680.83 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' '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 1 21/c 1' 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 22.1137(11) _cell_length_b 9.6346(5) _cell_length_c 20.4372(10) _cell_angle_alpha 90.00 _cell_angle_beta 114.858(1) _cell_angle_gamma 90.00 _cell_volume 3950.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 5468 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 27.52 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.145 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1472 _exptl_absorpt_coefficient_mu 0.464 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8149 _exptl_absorpt_correction_T_max 0.9129 _exptl_absorpt_process_details 'SADABS (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens SMART CCD Platform' _diffrn_measurement_method 'area detector, \w scans per \f' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23798 _diffrn_reflns_av_R_equivalents 0.0181 _diffrn_reflns_av_sigmaI/netI 0.0229 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.03 _diffrn_reflns_theta_max 27.48 _reflns_number_total 8966 _reflns_number_gt 7628 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2003)' _computing_cell_refinement 'SAINT (Bruker, 2003)' _computing_data_reduction 'SAINT (Bruker, 2003)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Bruker, 2000)' _computing_publication_material 'SHELXTL (Bruker, 2000)' _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^)+(0.0467P)^2^+1.0538P] 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 8966 _refine_ls_number_parameters 430 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0489 _refine_ls_R_factor_gt 0.0377 _refine_ls_wR_factor_ref 0.0944 _refine_ls_wR_factor_gt 0.0897 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.768963(10) 0.12002(2) 0.969250(11) 0.02854(7) Uani 1 1 d . . . N11 N 0.69263(6) 0.21376(12) 0.97595(6) 0.0260(2) Uani 1 1 d . . . N21 N 0.82909(6) 0.14814(13) 1.07170(6) 0.0275(3) Uani 1 1 d . . . C11 C 0.63320(8) 0.35353(17) 1.03962(9) 0.0357(4) Uani 1 1 d . . . C21 C 0.69277(7) 0.27226(15) 1.03553(8) 0.0284(3) Uani 1 1 d . . . C31 C 0.74991(8) 0.26965(17) 1.10071(8) 0.0334(3) Uani 1 1 d . . . H31A H 0.7444 0.3141 1.1393 0.040 Uiso 1 1 calc R . . C41 C 0.81412(7) 0.21380(16) 1.12022(8) 0.0300(3) Uani 1 1 d . . . C51 C 0.86207(9) 0.23701(19) 1.20120(8) 0.0409(4) Uani 1 1 d . . . C61 C 0.61939(10) 0.2974(2) 1.10257(11) 0.0519(5) Uani 1 1 d . . . H61A H 0.5803 0.3443 1.1031 0.078 Uiso 1 1 calc R . . H61B H 0.6581 0.3149 1.1482 0.078 Uiso 1 1 calc R . . H61C H 0.6110 0.1973 1.0965 0.078 Uiso 1 1 calc R . . C71 C 0.65447(11) 0.50714(19) 1.05388(13) 0.0549(5) Uani 1 1 d . . . H71A H 0.6175 0.5623 1.0546 0.082 Uiso 1 1 calc R . . H71B H 0.6663 0.5413 1.0156 0.082 Uiso 1 1 calc R . . H71C H 0.6931 0.5154 1.1005 0.082 Uiso 1 1 calc R . . C81 C 0.56654(9) 0.3496(2) 0.97263(11) 0.0474(4) Uani 1 1 d . . . H81A H 0.5334 0.4039 0.9817 0.071 Uiso 1 1 calc R . . H81B H 0.5513 0.2533 0.9619 0.071 Uiso 1 1 calc R . . H81C H 0.5723 0.3892 0.9315 0.071 Uiso 1 1 calc R . . C91 C 0.83077(11) 0.1711(3) 1.24780(11) 0.0677(6) Uani 1 1 d . . . H91A H 0.8245 0.0714 1.2375 0.102 Uiso 1 1 calc R . . H91B H 0.7875 0.2146 1.2368 0.102 Uiso 1 1 calc R . . H91C H 0.8603 0.1850 1.2989 0.102 Uiso 1 1 calc R . . C101 C 0.86960(12) 0.3957(2) 1.21501(11) 0.0642(6) Uani 1 1 d . . . H10A H 0.9024 0.4131 1.2645 0.096 Uiso 1 1 calc R . . H10B H 0.8265 0.4351 1.2083 0.096 Uiso 1 1 calc R . . H10C H 0.8846 0.4390 1.1810 0.096 Uiso 1 1 calc R . . C111 C 0.93252(9) 0.1765(2) 1.22752(9) 0.0494(5) Uani 1 1 d . . . H11A H 0.9297 0.0768 1.2172 0.074 Uiso 1 1 calc R . . H11B H 0.9566 0.1914 1.2796 0.074 Uiso 1 1 calc R . . H11C H 0.9563 0.2227 1.2026 0.074 Uiso 1 1 calc R . . C12 C 0.63825(7) 0.20499(15) 0.90591(8) 0.0272(3) Uani 1 1 d . . . C22 C 0.63501(8) 0.30035(16) 0.85237(8) 0.0325(3) Uani 1 1 d . . . C32 C 0.58561(8) 0.28083(19) 0.78254(9) 0.0417(4) Uani 1 1 d . . . H32A H 0.5827 0.3438 0.7456 0.050 Uiso 1 1 calc R . . C42 C 0.54126(9) 0.1726(2) 0.76625(10) 0.0477(4) Uani 1 1 d . . . H42A H 0.5077 0.1622 0.7186 0.057 Uiso 1 1 calc R . . C52 C 0.54546(8) 0.07865(19) 0.81935(9) 0.0417(4) Uani 1 1 d . . . H52A H 0.5146 0.0040 0.8075 0.050 Uiso 1 1 calc R . . C62 C 0.59408(7) 0.09147(16) 0.88975(8) 0.0306(3) Uani 1 1 d . . . C72 C 0.68288(9) 0.42149(18) 0.86813(10) 0.0398(4) Uani 1 1 d . . . H72A H 0.7128 0.4208 0.9209 0.048 Uiso 1 1 calc R . . C82 C 0.64634(11) 0.5608(2) 0.84995(13) 0.0563(5) Uani 1 1 d . . . H82A H 0.6202 0.5717 0.8782 0.084 Uiso 1 1 calc R . . H82B H 0.6165 0.5636 0.7984 0.084 Uiso 1 1 calc R . . H82C H 0.6789 0.6363 0.8615 0.084 Uiso 1 1 calc R . . C92 C 0.72648(10) 0.4062(2) 0.82677(12) 0.0547(5) Uani 1 1 d . . . H92A H 0.7498 0.3168 0.8387 0.082 Uiso 1 1 calc R . . H92B H 0.7592 0.4816 0.8403 0.082 Uiso 1 1 calc R . . H92C H 0.6984 0.4103 0.7748 0.082 Uiso 1 1 calc R . . C102 C 0.60049(8) -0.01410(16) 0.94755(9) 0.0350(3) Uani 1 1 d . . . H10D H 0.6153 0.0368 0.9944 0.042 Uiso 1 1 calc R . . C112 C 0.65353(12) -0.1211(2) 0.95562(15) 0.0670(6) Uani 1 1 d . . . H11D H 0.6574 -0.1872 0.9936 0.101 Uiso 1 1 calc R . . H11E H 0.6964 -0.0744 0.9685 0.101 Uiso 1 1 calc R . . H11F H 0.6411 -0.1708 0.9100 0.101 Uiso 1 1 calc R . . C122 C 0.53523(10) -0.0878(2) 0.93451(12) 0.0615(6) Uani 1 1 d . . . H12A H 0.5419 -0.1476 0.9758 0.092 Uiso 1 1 calc R . . H12B H 0.5211 -0.1445 0.8908 0.092 Uiso 1 1 calc R . . H12C H 0.5008 -0.0187 0.9286 0.092 Uiso 1 1 calc R . . C13 C 0.89246(7) 0.08918(16) 1.08201(8) 0.0292(3) Uani 1 1 d . . . C23 C 0.90138(7) -0.05502(17) 1.09087(8) 0.0338(3) Uani 1 1 d . . . C33 C 0.96077(8) -0.11113(19) 1.09446(9) 0.0408(4) Uani 1 1 d . . . H33A H 0.9680 -0.2083 1.1011 0.049 Uiso 1 1 calc R . . C43 C 1.00914(8) -0.0292(2) 1.08858(9) 0.0441(4) Uani 1 1 d . . . H43A H 1.0495 -0.0696 1.0917 0.053 Uiso 1 1 calc R . . C53 C 0.99886(8) 0.1118(2) 1.07818(9) 0.0420(4) Uani 1 1 d . . . H53A H 1.0324 0.1676 1.0738 0.050 Uiso 1 1 calc R . . C63 C 0.94064(8) 0.17435(18) 1.07396(8) 0.0338(3) Uani 1 1 d . . . C73 C 0.84937(9) -0.15102(18) 1.09726(11) 0.0467(4) Uani 1 1 d . . . H73A H 0.8095 -0.0936 1.0904 0.056 Uiso 1 1 calc R . . C83 C 0.87488(12) -0.2181(2) 1.17226(13) 0.0676(6) Uani 1 1 d . . . H83A H 0.8872 -0.1454 1.2091 0.101 Uiso 1 1 calc R . . H83B H 0.9140 -0.2754 1.1803 0.101 Uiso 1 1 calc R . . H83C H 0.8397 -0.2763 1.1752 0.101 Uiso 1 1 calc R . . C93 C 0.82704(11) -0.2632(2) 1.03875(14) 0.0681(6) Uani 1 1 d . . . H93A H 0.8105 -0.2192 0.9911 0.102 Uiso 1 1 calc R . . H93B H 0.7914 -0.3188 1.0423 0.102 Uiso 1 1 calc R . . H93C H 0.8649 -0.3233 1.0453 0.102 Uiso 1 1 calc R . . C103 C 0.92964(9) 0.33000(18) 1.05961(10) 0.0425(4) Uani 1 1 d . . . H10E H 0.8916 0.3586 1.0709 0.051 Uiso 1 1 calc R . . C113 C 0.91070(13) 0.3620(2) 0.98032(12) 0.0667(6) Uani 1 1 d . . . H11G H 0.8706 0.3097 0.9503 0.100 Uiso 1 1 calc R . . H11H H 0.9474 0.3353 0.9680 0.100 Uiso 1 1 calc R . . H11I H 0.9020 0.4616 0.9718 0.100 Uiso 1 1 calc R . . C123 C 0.99048(12) 0.4165(2) 1.10664(13) 0.0703(7) Uani 1 1 d . . . H12D H 1.0025 0.3964 1.1576 0.105 Uiso 1 1 calc R . . H12E H 0.9799 0.5154 1.0974 0.105 Uiso 1 1 calc R . . H12F H 1.0280 0.3933 1.0950 0.105 Uiso 1 1 calc R . . S1 S 0.81144(2) 0.03009(5) 0.89544(2) 0.04476(12) Uani 1 1 d . . . C14 C 0.75383(8) -0.06759(17) 0.82244(8) 0.0342(3) Uani 1 1 d . . . C24 C 0.77822(9) -0.17588(19) 0.79552(10) 0.0452(4) Uani 1 1 d . . . H24A H 0.8247 -0.1946 0.8160 0.054 Uiso 1 1 calc R . . C34 C 0.73527(10) -0.2569(2) 0.73893(10) 0.0491(5) Uani 1 1 d . . . H34A H 0.7531 -0.3301 0.7213 0.059 Uiso 1 1 calc R . . C44 C 0.66751(10) -0.23409(18) 0.70756(9) 0.0431(4) Uani 1 1 d . . . C54 C 0.64348(10) -0.1250(2) 0.73384(10) 0.0467(4) Uani 1 1 d . . . H54A H 0.5970 -0.1065 0.7130 0.056 Uiso 1 1 calc R . . C64 C 0.68583(9) -0.04188(19) 0.78994(9) 0.0415(4) Uani 1 1 d . . . H64A H 0.6680 0.0334 0.8062 0.050 Uiso 1 1 calc R . . C74 C 0.62138(12) -0.3261(2) 0.64781(11) 0.0637(6) Uani 1 1 d . . . H74A H 0.5785 -0.2792 0.6224 0.096 Uiso 1 1 calc R . . H74B H 0.6145 -0.4135 0.6683 0.096 Uiso 1 1 calc R . . H74C H 0.6412 -0.3455 0.6139 0.096 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 0.02396(11) 0.03494(12) 0.02479(11) -0.00590(9) 0.00836(8) 0.00261(8) N11 0.0234(6) 0.0265(6) 0.0274(6) -0.0022(5) 0.0101(5) 0.0002(5) N21 0.0254(6) 0.0301(6) 0.0251(6) -0.0012(5) 0.0087(5) -0.0024(5) C11 0.0367(8) 0.0332(8) 0.0439(9) -0.0069(7) 0.0234(7) 0.0014(7) C21 0.0303(7) 0.0250(7) 0.0334(8) -0.0032(6) 0.0169(6) -0.0027(6) C31 0.0369(8) 0.0374(8) 0.0287(8) -0.0084(6) 0.0165(7) -0.0043(7) C41 0.0318(8) 0.0329(8) 0.0240(7) -0.0019(6) 0.0106(6) -0.0074(6) C51 0.0409(9) 0.0550(11) 0.0236(7) -0.0055(7) 0.0102(7) -0.0072(8) C61 0.0474(11) 0.0655(13) 0.0559(12) -0.0024(10) 0.0346(10) 0.0022(9) C71 0.0608(12) 0.0341(9) 0.0792(15) -0.0124(9) 0.0387(11) 0.0021(9) C81 0.0357(9) 0.0546(11) 0.0552(11) -0.0071(9) 0.0225(8) 0.0143(8) C91 0.0606(13) 0.1117(19) 0.0319(10) 0.0094(11) 0.0205(9) -0.0075(13) C101 0.0668(14) 0.0647(14) 0.0431(11) -0.0244(10) 0.0055(10) -0.0108(11) C111 0.0403(10) 0.0720(13) 0.0247(8) -0.0030(8) 0.0027(7) -0.0057(9) C12 0.0231(7) 0.0300(7) 0.0285(7) -0.0008(6) 0.0108(6) 0.0052(6) C22 0.0293(7) 0.0349(8) 0.0343(8) 0.0040(6) 0.0144(6) 0.0080(6) C32 0.0361(9) 0.0509(10) 0.0342(9) 0.0106(8) 0.0109(7) 0.0093(8) C42 0.0341(9) 0.0650(12) 0.0316(9) 0.0028(8) 0.0017(7) 0.0038(8) C52 0.0300(8) 0.0463(10) 0.0392(9) -0.0040(8) 0.0053(7) -0.0056(7) C62 0.0247(7) 0.0327(8) 0.0324(8) -0.0011(6) 0.0099(6) 0.0019(6) C72 0.0421(9) 0.0371(9) 0.0410(9) 0.0085(7) 0.0182(8) 0.0006(7) C82 0.0714(14) 0.0368(10) 0.0753(14) 0.0079(10) 0.0451(12) 0.0053(9) C92 0.0503(11) 0.0537(12) 0.0710(14) 0.0160(10) 0.0362(11) 0.0054(9) C102 0.0327(8) 0.0317(8) 0.0369(8) -0.0004(7) 0.0109(7) -0.0047(6) C112 0.0713(15) 0.0394(11) 0.1031(19) 0.0230(11) 0.0491(14) 0.0142(10) C122 0.0424(11) 0.0745(15) 0.0594(13) 0.0154(11) 0.0133(10) -0.0187(10) C13 0.0233(7) 0.0377(8) 0.0219(7) -0.0008(6) 0.0051(6) -0.0021(6) C23 0.0266(7) 0.0378(9) 0.0316(8) 0.0046(7) 0.0069(6) 0.0015(6) C33 0.0332(8) 0.0468(10) 0.0377(9) 0.0082(8) 0.0101(7) 0.0093(7) C43 0.0286(8) 0.0675(12) 0.0351(9) 0.0067(8) 0.0124(7) 0.0095(8) C53 0.0291(8) 0.0625(12) 0.0337(8) 0.0012(8) 0.0127(7) -0.0087(8) C63 0.0308(8) 0.0433(9) 0.0247(7) -0.0008(6) 0.0092(6) -0.0073(7) C73 0.0331(9) 0.0343(9) 0.0700(13) 0.0106(8) 0.0192(9) 0.0026(7) C83 0.0665(14) 0.0606(14) 0.0830(16) 0.0229(12) 0.0385(13) -0.0041(11) C93 0.0529(12) 0.0449(12) 0.0918(17) -0.0037(11) 0.0161(12) -0.0085(10) C103 0.0450(10) 0.0396(9) 0.0449(10) -0.0019(8) 0.0208(8) -0.0121(8) C113 0.0905(17) 0.0493(12) 0.0490(12) 0.0096(10) 0.0181(12) -0.0098(12) C123 0.0725(15) 0.0585(13) 0.0691(15) -0.0068(11) 0.0191(12) -0.0319(12) S1 0.0317(2) 0.0615(3) 0.0431(2) -0.0222(2) 0.01771(18) -0.00398(19) C14 0.0372(8) 0.0383(8) 0.0293(8) -0.0032(7) 0.0161(7) -0.0008(7) C24 0.0447(10) 0.0467(10) 0.0480(10) -0.0083(8) 0.0231(8) 0.0019(8) C34 0.0642(13) 0.0400(10) 0.0492(11) -0.0120(8) 0.0299(10) -0.0038(9) C44 0.0580(11) 0.0391(9) 0.0315(8) -0.0003(7) 0.0182(8) -0.0107(8) C54 0.0421(10) 0.0535(11) 0.0365(9) -0.0017(8) 0.0087(8) -0.0023(8) C64 0.0396(9) 0.0447(10) 0.0378(9) -0.0057(7) 0.0138(7) 0.0044(7) C74 0.0814(15) 0.0590(13) 0.0430(11) -0.0117(10) 0.0184(11) -0.0225(12) _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 N11 1.9692(12) . ? Fe1 N21 1.9710(12) . ? Fe1 S1 2.2584(5) . ? N11 C21 1.3407(18) . ? N11 C12 1.4336(18) . ? N21 C41 1.3301(19) . ? N21 C13 1.4431(19) . ? C11 C81 1.534(2) . ? C11 C61 1.540(2) . ? C11 C71 1.543(2) . ? C11 C21 1.565(2) . ? C21 C31 1.399(2) . ? C31 C41 1.410(2) . ? C31 H31A 0.9500 . ? C41 C51 1.561(2) . ? C51 C91 1.531(3) . ? C51 C111 1.534(3) . ? C51 C101 1.551(3) . ? C61 H61A 0.9800 . ? C61 H61B 0.9800 . ? C61 H61C 0.9800 . ? C71 H71A 0.9800 . ? C71 H71B 0.9800 . ? C71 H71C 0.9800 . ? C81 H81A 0.9800 . ? C81 H81B 0.9800 . ? C81 H81C 0.9800 . ? C91 H91A 0.9800 . ? C91 H91B 0.9800 . ? C91 H91C 0.9800 . ? C101 H10A 0.9800 . ? C101 H10B 0.9800 . ? C101 H10C 0.9800 . ? C111 H11A 0.9800 . ? C111 H11B 0.9800 . ? C111 H11C 0.9800 . ? C12 C22 1.407(2) . ? C12 C62 1.410(2) . ? C22 C32 1.398(2) . ? C22 C72 1.516(2) . ? C32 C42 1.373(3) . ? C32 H32A 0.9500 . ? C42 C52 1.386(3) . ? C42 H42A 0.9500 . ? C52 C62 1.393(2) . ? C52 H52A 0.9500 . ? C62 C102 1.520(2) . ? C72 C82 1.530(3) . ? C72 C92 1.533(3) . ? C72 H72A 1.0000 . ? C82 H82A 0.9800 . ? C82 H82B 0.9800 . ? C82 H82C 0.9800 . ? C92 H92A 0.9800 . ? C92 H92B 0.9800 . ? C92 H92C 0.9800 . ? C102 C112 1.518(3) . ? C102 C122 1.528(2) . ? C102 H10D 1.0000 . ? C112 H11D 0.9800 . ? C112 H11E 0.9800 . ? C112 H11F 0.9800 . ? C122 H12A 0.9800 . ? C122 H12B 0.9800 . ? C122 H12C 0.9800 . ? C13 C23 1.404(2) . ? C13 C63 1.408(2) . ? C23 C33 1.393(2) . ? C23 C73 1.524(2) . ? C33 C43 1.375(3) . ? C33 H33A 0.9500 . ? C43 C53 1.379(3) . ? C43 H43A 0.9500 . ? C53 C63 1.391(2) . ? C53 H53A 0.9500 . ? C63 C103 1.528(2) . ? C73 C93 1.531(3) . ? C73 C83 1.536(3) . ? C73 H73A 1.0000 . ? C83 H83A 0.9800 . ? C83 H83B 0.9800 . ? C83 H83C 0.9800 . ? C93 H93A 0.9800 . ? C93 H93B 0.9800 . ? C93 H93C 0.9800 . ? C103 C113 1.525(3) . ? C103 C123 1.530(3) . ? C103 H10E 1.0000 . ? C113 H11G 0.9800 . ? C113 H11H 0.9800 . ? C113 H11I 0.9800 . ? C123 H12D 0.9800 . ? C123 H12E 0.9800 . ? C123 H12F 0.9800 . ? S1 C14 1.7710(16) . ? C14 C64 1.387(2) . ? C14 C24 1.390(2) . ? C24 C34 1.387(3) . ? C24 H24A 0.9500 . ? C34 C44 1.377(3) . ? C34 H34A 0.9500 . ? C44 C54 1.384(3) . ? C44 C74 1.507(3) . ? C54 C64 1.389(2) . ? C54 H54A 0.9500 . ? C64 H64A 0.9500 . ? C74 H74A 0.9800 . ? C74 H74B 0.9800 . ? C74 H74C 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 N11 Fe1 N21 94.49(5) . . ? N11 Fe1 S1 146.28(4) . . ? N21 Fe1 S1 118.56(4) . . ? C21 N11 C12 127.77(12) . . ? C21 N11 Fe1 125.53(10) . . ? C12 N11 Fe1 106.70(8) . . ? C41 N21 C13 127.53(12) . . ? C41 N21 Fe1 126.10(10) . . ? C13 N21 Fe1 106.32(9) . . ? C81 C11 C61 106.47(14) . . ? C81 C11 C71 107.12(15) . . ? C61 C11 C71 109.32(15) . . ? C81 C11 C21 117.05(13) . . ? C61 C11 C21 109.63(14) . . ? C71 C11 C21 107.06(13) . . ? N11 C21 C31 120.91(13) . . ? N11 C21 C11 125.34(13) . . ? C31 C21 C11 113.70(13) . . ? C21 C31 C41 132.47(14) . . ? C21 C31 H31A 113.8 . . ? C41 C31 H31A 113.8 . . ? N21 C41 C31 120.49(13) . . ? N21 C41 C51 125.97(14) . . ? C31 C41 C51 113.54(13) . . ? C91 C51 C111 106.40(16) . . ? C91 C51 C101 109.75(18) . . ? C111 C51 C101 107.18(16) . . ? C91 C51 C41 108.47(14) . . ? C111 C51 C41 117.03(14) . . ? C101 C51 C41 107.89(14) . . ? C11 C61 H61A 109.5 . . ? C11 C61 H61B 109.5 . . ? H61A C61 H61B 109.5 . . ? C11 C61 H61C 109.5 . . ? H61A C61 H61C 109.5 . . ? H61B C61 H61C 109.5 . . ? C11 C71 H71A 109.5 . . ? C11 C71 H71B 109.5 . . ? H71A C71 H71B 109.5 . . ? C11 C71 H71C 109.5 . . ? H71A C71 H71C 109.5 . . ? H71B C71 H71C 109.5 . . ? C11 C81 H81A 109.5 . . ? C11 C81 H81B 109.5 . . ? H81A C81 H81B 109.5 . . ? C11 C81 H81C 109.5 . . ? H81A C81 H81C 109.5 . . ? H81B C81 H81C 109.5 . . ? C51 C91 H91A 109.5 . . ? C51 C91 H91B 109.5 . . ? H91A C91 H91B 109.5 . . ? C51 C91 H91C 109.5 . . ? H91A C91 H91C 109.5 . . ? H91B C91 H91C 109.5 . . ? C51 C101 H10A 109.5 . . ? C51 C101 H10B 109.5 . . ? H10A C101 H10B 109.5 . . ? C51 C101 H10C 109.5 . . ? H10A C101 H10C 109.5 . . ? H10B C101 H10C 109.5 . . ? C51 C111 H11A 109.5 . . ? C51 C111 H11B 109.5 . . ? H11A C111 H11B 109.5 . . ? C51 C111 H11C 109.5 . . ? H11A C111 H11C 109.5 . . ? H11B C111 H11C 109.5 . . ? C22 C12 C62 121.37(14) . . ? C22 C12 N11 119.01(13) . . ? C62 C12 N11 119.17(13) . . ? C32 C22 C12 117.92(15) . . ? C32 C22 C72 119.77(15) . . ? C12 C22 C72 122.31(14) . . ? C42 C32 C22 121.44(16) . . ? C42 C32 H32A 119.3 . . ? C22 C32 H32A 119.3 . . ? C32 C42 C52 120.02(16) . . ? C32 C42 H42A 120.0 . . ? C52 C42 H42A 120.0 . . ? C42 C52 C62 121.28(16) . . ? C42 C52 H52A 119.4 . . ? C62 C52 H52A 119.4 . . ? C52 C62 C12 117.94(15) . . ? C52 C62 C102 121.51(14) . . ? C12 C62 C102 120.54(13) . . ? C22 C72 C82 111.93(15) . . ? C22 C72 C92 110.70(15) . . ? C82 C72 C92 109.93(15) . . ? C22 C72 H72A 108.0 . . ? C82 C72 H72A 108.0 . . ? C92 C72 H72A 108.0 . . ? C72 C82 H82A 109.5 . . ? C72 C82 H82B 109.5 . . ? H82A C82 H82B 109.5 . . ? C72 C82 H82C 109.5 . . ? H82A C82 H82C 109.5 . . ? H82B C82 H82C 109.5 . . ? C72 C92 H92A 109.5 . . ? C72 C92 H92B 109.5 . . ? H92A C92 H92B 109.5 . . ? C72 C92 H92C 109.5 . . ? H92A C92 H92C 109.5 . . ? H92B C92 H92C 109.5 . . ? C112 C102 C62 110.76(15) . . ? C112 C102 C122 109.46(16) . . ? C62 C102 C122 113.77(14) . . ? C112 C102 H10D 107.5 . . ? C62 C102 H10D 107.5 . . ? C122 C102 H10D 107.5 . . ? C102 C112 H11D 109.5 . . ? C102 C112 H11E 109.5 . . ? H11D C112 H11E 109.5 . . ? C102 C112 H11F 109.5 . . ? H11D C112 H11F 109.5 . . ? H11E C112 H11F 109.5 . . ? C102 C122 H12A 109.5 . . ? C102 C122 H12B 109.5 . . ? H12A C122 H12B 109.5 . . ? C102 C122 H12C 109.5 . . ? H12A C122 H12C 109.5 . . ? H12B C122 H12C 109.5 . . ? C23 C13 C63 121.30(14) . . ? C23 C13 N21 118.91(13) . . ? C63 C13 N21 119.30(14) . . ? C33 C23 C13 117.96(15) . . ? C33 C23 C73 119.25(15) . . ? C13 C23 C73 122.78(14) . . ? C43 C33 C23 121.58(16) . . ? C43 C33 H33A 119.2 . . ? C23 C33 H33A 119.2 . . ? C33 C43 C53 119.66(16) . . ? C33 C43 H43A 120.2 . . ? C53 C43 H43A 120.2 . . ? C43 C53 C63 121.67(16) . . ? C43 C53 H53A 119.2 . . ? C63 C53 H53A 119.2 . . ? C53 C63 C13 117.78(15) . . ? C53 C63 C103 120.40(15) . . ? C13 C63 C103 121.82(15) . . ? C23 C73 C93 111.63(17) . . ? C23 C73 C83 111.54(15) . . ? C93 C73 C83 110.18(17) . . ? C23 C73 H73A 107.8 . . ? C93 C73 H73A 107.8 . . ? C83 C73 H73A 107.8 . . ? C73 C83 H83A 109.5 . . ? C73 C83 H83B 109.5 . . ? H83A C83 H83B 109.5 . . ? C73 C83 H83C 109.5 . . ? H83A C83 H83C 109.5 . . ? H83B C83 H83C 109.5 . . ? C73 C93 H93A 109.5 . . ? C73 C93 H93B 109.5 . . ? H93A C93 H93B 109.5 . . ? C73 C93 H93C 109.5 . . ? H93A C93 H93C 109.5 . . ? H93B C93 H93C 109.5 . . ? C113 C103 C63 110.67(15) . . ? C113 C103 C123 109.47(17) . . ? C63 C103 C123 112.79(17) . . ? C113 C103 H10E 107.9 . . ? C63 C103 H10E 107.9 . . ? C123 C103 H10E 107.9 . . ? C103 C113 H11G 109.5 . . ? C103 C113 H11H 109.5 . . ? H11G C113 H11H 109.5 . . ? C103 C113 H11I 109.5 . . ? H11G C113 H11I 109.5 . . ? H11H C113 H11I 109.5 . . ? C103 C123 H12D 109.5 . . ? C103 C123 H12E 109.5 . . ? H12D C123 H12E 109.5 . . ? C103 C123 H12F 109.5 . . ? H12D C123 H12F 109.5 . . ? H12E C123 H12F 109.5 . . ? C14 S1 Fe1 114.37(5) . . ? C64 C14 C24 117.87(15) . . ? C64 C14 S1 124.04(13) . . ? C24 C14 S1 118.09(13) . . ? C34 C24 C14 120.56(17) . . ? C34 C24 H24A 119.7 . . ? C14 C24 H24A 119.7 . . ? C44 C34 C24 121.87(17) . . ? C44 C34 H34A 119.1 . . ? C24 C34 H34A 119.1 . . ? C34 C44 C54 117.41(16) . . ? C34 C44 C74 121.13(18) . . ? C54 C44 C74 121.45(19) . . ? C44 C54 C64 121.50(18) . . ? C44 C54 H54A 119.3 . . ? C64 C54 H54A 119.3 . . ? C14 C64 C54 120.75(16) . . ? C14 C64 H64A 119.6 . . ? C54 C64 H64A 119.6 . . ? C44 C74 H74A 109.5 . . ? C44 C74 H74B 109.5 . . ? H74A C74 H74B 109.5 . . ? C44 C74 H74C 109.5 . . ? H74A C74 H74C 109.5 . . ? H74B C74 H74C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N21 Fe1 N11 C21 0.99(12) . . . . ? S1 Fe1 N11 C21 -167.97(9) . . . . ? N21 Fe1 N11 C12 -178.34(9) . . . . ? S1 Fe1 N11 C12 12.70(13) . . . . ? N11 Fe1 N21 C41 -1.15(13) . . . . ? S1 Fe1 N21 C41 171.90(11) . . . . ? N11 Fe1 N21 C13 -178.67(9) . . . . ? S1 Fe1 N21 C13 -5.62(10) . . . . ? C12 N11 C21 C31 178.58(14) . . . . ? Fe1 N11 C21 C31 -0.6(2) . . . . ? C12 N11 C21 C11 -4.3(2) . . . . ? Fe1 N11 C21 C11 176.53(11) . . . . ? C81 C11 C21 N11 8.4(2) . . . . ? C61 C11 C21 N11 129.75(16) . . . . ? C71 C11 C21 N11 -111.77(17) . . . . ? C81 C11 C21 C31 -174.27(15) . . . . ? C61 C11 C21 C31 -52.92(18) . . . . ? C71 C11 C21 C31 65.56(18) . . . . ? N11 C21 C31 C41 0.0(3) . . . . ? C11 C21 C31 C41 -177.47(16) . . . . ? C13 N21 C41 C31 177.90(14) . . . . ? Fe1 N21 C41 C31 0.9(2) . . . . ? C13 N21 C41 C51 -2.5(2) . . . . ? Fe1 N21 C41 C51 -179.44(11) . . . . ? C21 C31 C41 N21 -0.1(3) . . . . ? C21 C31 C41 C51 -179.83(17) . . . . ? N21 C41 C51 C91 -121.38(19) . . . . ? C31 C41 C51 C91 58.3(2) . . . . ? N21 C41 C51 C111 -1.1(2) . . . . ? C31 C41 C51 C111 178.59(15) . . . . ? N21 C41 C51 C101 119.79(18) . . . . ? C31 C41 C51 C101 -60.54(19) . . . . ? C21 N11 C12 C22 99.54(17) . . . . ? Fe1 N11 C12 C22 -81.15(13) . . . . ? C21 N11 C12 C62 -88.10(18) . . . . ? Fe1 N11 C12 C62 91.21(13) . . . . ? C62 C12 C22 C32 1.2(2) . . . . ? N11 C12 C22 C32 173.41(13) . . . . ? C62 C12 C22 C72 -178.72(14) . . . . ? N11 C12 C22 C72 -6.5(2) . . . . ? C12 C22 C32 C42 0.2(2) . . . . ? C72 C22 C32 C42 -179.81(16) . . . . ? C22 C32 C42 C52 -0.9(3) . . . . ? C32 C42 C52 C62 0.1(3) . . . . ? C42 C52 C62 C12 1.3(3) . . . . ? C42 C52 C62 C102 -177.79(16) . . . . ? C22 C12 C62 C52 -2.0(2) . . . . ? N11 C12 C62 C52 -174.16(14) . . . . ? C22 C12 C62 C102 177.12(14) . . . . ? N11 C12 C62 C102 5.0(2) . . . . ? C32 C22 C72 C82 58.4(2) . . . . ? C12 C22 C72 C82 -121.63(17) . . . . ? C32 C22 C72 C92 -64.6(2) . . . . ? C12 C22 C72 C92 115.35(17) . . . . ? C52 C62 C102 C112 96.7(2) . . . . ? C12 C62 C102 C112 -82.41(19) . . . . ? C52 C62 C102 C122 -27.1(2) . . . . ? C12 C62 C102 C122 153.79(16) . . . . ? C41 N21 C13 C23 102.09(18) . . . . ? Fe1 N21 C13 C23 -80.44(14) . . . . ? C41 N21 C13 C63 -85.81(19) . . . . ? Fe1 N21 C13 C63 91.65(13) . . . . ? C63 C13 C23 C33 2.6(2) . . . . ? N21 C13 C23 C33 174.53(14) . . . . ? C63 C13 C23 C73 -177.93(15) . . . . ? N21 C13 C23 C73 -6.0(2) . . . . ? C13 C23 C33 C43 -0.9(2) . . . . ? C73 C23 C33 C43 179.62(17) . . . . ? C23 C33 C43 C53 -0.6(3) . . . . ? C33 C43 C53 C63 0.5(3) . . . . ? C43 C53 C63 C13 1.1(2) . . . . ? C43 C53 C63 C103 -177.72(16) . . . . ? C23 C13 C63 C53 -2.7(2) . . . . ? N21 C13 C63 C53 -174.62(13) . . . . ? C23 C13 C63 C103 176.13(15) . . . . ? N21 C13 C63 C103 4.2(2) . . . . ? C33 C23 C73 C93 -58.4(2) . . . . ? C13 C23 C73 C93 122.17(18) . . . . ? C33 C23 C73 C83 65.4(2) . . . . ? C13 C23 C73 C83 -114.08(19) . . . . ? C53 C63 C103 C113 76.3(2) . . . . ? C13 C63 C103 C113 -102.54(19) . . . . ? C53 C63 C103 C123 -46.7(2) . . . . ? C13 C63 C103 C123 134.44(18) . . . . ? N11 Fe1 S1 C14 -42.12(10) . . . . ? N21 Fe1 S1 C14 150.43(7) . . . . ? Fe1 S1 C14 C64 30.39(17) . . . . ? Fe1 S1 C14 C24 -150.26(12) . . . . ? C64 C14 C24 C34 -1.4(3) . . . . ? S1 C14 C24 C34 179.25(15) . . . . ? C14 C24 C34 C44 -0.2(3) . . . . ? C24 C34 C44 C54 1.1(3) . . . . ? C24 C34 C44 C74 -177.93(18) . . . . ? C34 C44 C54 C64 -0.4(3) . . . . ? C74 C44 C54 C64 178.64(18) . . . . ? C24 C14 C64 C54 2.1(3) . . . . ? S1 C14 C64 C54 -178.60(14) . . . . ? C44 C54 C64 C14 -1.2(3) . . . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.289 _refine_diff_density_min -0.234 _refine_diff_density_rms 0.040 #===END data_holsk04 _vrf_PLAT860_holsk04 ; PROBLEM: _G Note: Number of Least-Squares Restraints ....... 6 RESPONSE: One of the tert-butyl groups is modeled as disordered over two positions (90:10). Geometric restraints and thermal constraints were applied to the model. ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common holsk04 _chemical_melting_point ? _chemical_formula_moiety 'C42 H60 Fe N2 O' _chemical_formula_sum 'C42 H60 Fe N2 O' _chemical_formula_weight 664.77 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' '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 1 21/c 1' 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 22.0892(14) _cell_length_b 9.6154(6) _cell_length_c 20.5038(13) _cell_angle_alpha 90.00 _cell_angle_beta 115.819(1) _cell_angle_gamma 90.00 _cell_volume 3920.2(4) _cell_formula_units_Z 4 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 5061 _cell_measurement_theta_min 2.57 _cell_measurement_theta_max 26.62 _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.126 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1440 _exptl_absorpt_coefficient_mu 0.417 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8923 _exptl_absorpt_correction_T_max 0.9595 _exptl_absorpt_process_details 'SADABS (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens SMART CCD Platform' _diffrn_measurement_method 'area detector, \w scans per \f' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20446 _diffrn_reflns_av_R_equivalents 0.0339 _diffrn_reflns_av_sigmaI/netI 0.0516 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.99 _diffrn_reflns_theta_max 26.02 _reflns_number_total 7558 _reflns_number_gt 5588 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2003)' _computing_cell_refinement 'SAINT (Bruker, 2003)' _computing_data_reduction 'SAINT (Bruker, 2003)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Bruker, 2000)' _computing_publication_material 'SHELXTL (Bruker, 2000)' _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^)+(0.0430P)^2^+0.9934P] 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 7558 _refine_ls_number_parameters 440 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0838 _refine_ls_R_factor_gt 0.0508 _refine_ls_wR_factor_ref 0.1072 _refine_ls_wR_factor_gt 0.0975 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.054 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.766862(16) 0.12009(3) 0.963095(18) 0.03323(11) Uani 1 1 d . . . N11 N 0.69126(9) 0.21676(18) 0.96942(10) 0.0290(4) Uani 1 1 d . . . N21 N 0.82883(9) 0.14576(19) 1.06630(10) 0.0319(4) Uani 1 1 d . . . C11 C 0.63283(12) 0.3585(2) 1.03220(14) 0.0410(6) Uani 1 1 d . . . C21 C 0.69216(11) 0.2750(2) 1.02930(13) 0.0327(5) Uani 1 1 d . . . C31 C 0.75014(12) 0.2698(2) 1.09490(13) 0.0373(6) Uani 1 1 d . . . H31A H 0.7453 0.3143 1.1337 0.045 Uiso 1 1 calc R . . C41 C 0.81442(12) 0.2119(2) 1.11506(12) 0.0353(6) Uani 1 1 d . A . C61 C 0.61847(15) 0.3025(3) 1.09474(16) 0.0595(8) Uani 1 1 d . . . H61A H 0.5788 0.3493 1.0940 0.089 Uiso 1 1 calc R . . H61B H 0.6574 0.3205 1.1411 0.089 Uiso 1 1 calc R . . H61C H 0.6102 0.2021 1.0887 0.089 Uiso 1 1 calc R . . C71 C 0.65589(15) 0.5113(3) 1.04814(17) 0.0596(8) Uani 1 1 d . . . H71A H 0.6197 0.5674 1.0502 0.089 Uiso 1 1 calc R . . H71B H 0.6667 0.5466 1.0096 0.089 Uiso 1 1 calc R . . H71C H 0.6959 0.5170 1.0947 0.089 Uiso 1 1 calc R . . C81 C 0.56577(13) 0.3586(3) 0.96411(16) 0.0579(8) Uani 1 1 d . . . H81A H 0.5330 0.4151 0.9727 0.087 Uiso 1 1 calc R . . H81B H 0.5490 0.2630 0.9526 0.087 Uiso 1 1 calc R . . H81C H 0.5723 0.3976 0.9235 0.087 Uiso 1 1 calc R . . C51 C 0.86336(13) 0.2321(3) 1.19674(13) 0.0489(7) Uani 1 1 d D . . C91 C 0.83269(19) 0.1645(5) 1.24253(18) 0.0883(15) Uani 0.898(3) 1 d PD A 1 H91A H 0.8233 0.0664 1.2290 0.133 Uiso 0.898(3) 1 calc PR A 1 H91B H 0.7907 0.2122 1.2342 0.133 Uiso 0.898(3) 1 calc PR A 1 H91C H 0.8643 0.1715 1.2939 0.133 Uiso 0.898(3) 1 calc PR A 1 C101 C 0.8733(2) 0.3889(4) 1.21229(19) 0.0824(13) Uani 0.898(3) 1 d PD A 1 H10A H 0.9068 0.4036 1.2624 0.124 Uiso 0.898(3) 1 calc PR A 1 H10B H 0.8305 0.4310 1.2054 0.124 Uiso 0.898(3) 1 calc PR A 1 H10C H 0.8889 0.4321 1.1790 0.124 Uiso 0.898(3) 1 calc PR A 1 C111 C 0.93484(15) 0.1684(4) 1.22400(16) 0.0611(10) Uani 0.898(3) 1 d PD A 1 H11A H 0.9590 0.1798 1.2767 0.092 Uiso 0.898(3) 1 calc PR A 1 H11B H 0.9595 0.2160 1.2007 0.092 Uiso 0.898(3) 1 calc PR A 1 H11C H 0.9312 0.0692 1.2119 0.092 Uiso 0.898(3) 1 calc PR A 1 C91' C 0.9237(13) 0.324(4) 1.2088(16) 0.0883(15) Uani 0.102(3) 1 d PD A 5 H91D H 0.9079 0.4121 1.1827 0.133 Uiso 0.102(3) 1 calc PR A 5 H91E H 0.9526 0.2764 1.1907 0.133 Uiso 0.102(3) 1 calc PR A 5 H91F H 0.9494 0.3429 1.2607 0.133 Uiso 0.102(3) 1 calc PR A 5 C10' C 0.8789(17) 0.094(2) 1.2337(15) 0.0824(13) Uani 0.102(3) 1 d PD A 5 H10J H 0.9096 0.1068 1.2850 0.124 Uiso 0.102(3) 1 calc PR A 5 H10K H 0.9001 0.0342 1.2109 0.124 Uiso 0.102(3) 1 calc PR A 5 H10L H 0.8372 0.0508 1.2294 0.124 Uiso 0.102(3) 1 calc PR A 5 C11' C 0.8293(13) 0.325(3) 1.2366(13) 0.0611(10) Uani 0.102(3) 1 d PD A 5 H11J H 0.8165 0.4153 1.2125 0.092 Uiso 0.102(3) 1 calc PR A 5 H11K H 0.8614 0.3383 1.2873 0.092 Uiso 0.102(3) 1 calc PR A 5 H11L H 0.7892 0.2773 1.2343 0.092 Uiso 0.102(3) 1 calc PR A 5 C12 C 0.63614(11) 0.2080(2) 0.89876(12) 0.0311(5) Uani 1 1 d . . . C22 C 0.63425(11) 0.3004(2) 0.84466(13) 0.0349(6) Uani 1 1 d . . . C32 C 0.58494(12) 0.2792(3) 0.77420(14) 0.0452(7) Uani 1 1 d . . . H32A H 0.5828 0.3405 0.7369 0.054 Uiso 1 1 calc R . . C42 C 0.53949(13) 0.1723(3) 0.75737(15) 0.0537(7) Uani 1 1 d . . . H42A H 0.5061 0.1605 0.7090 0.064 Uiso 1 1 calc R . . C52 C 0.54251(13) 0.0816(3) 0.81114(14) 0.0496(7) Uani 1 1 d . . . H52A H 0.5109 0.0078 0.7991 0.059 Uiso 1 1 calc R . . C62 C 0.59076(11) 0.0962(2) 0.88220(13) 0.0355(6) Uani 1 1 d . . . C72 C 0.68424(12) 0.4183(2) 0.86057(14) 0.0409(6) Uani 1 1 d . . . H72A H 0.7141 0.4184 0.9138 0.049 Uiso 1 1 calc R . . C82 C 0.64980(15) 0.5603(3) 0.84051(17) 0.0588(8) Uani 1 1 d . . . H82A H 0.6220 0.5744 0.8664 0.088 Uiso 1 1 calc R . . H82B H 0.6213 0.5639 0.7882 0.088 Uiso 1 1 calc R . . H82C H 0.6840 0.6335 0.8541 0.088 Uiso 1 1 calc R . . C92 C 0.72850(14) 0.3952(3) 0.82122(16) 0.0563(8) Uani 1 1 d . . . H92A H 0.7504 0.3042 0.8346 0.085 Uiso 1 1 calc R . . H92B H 0.7628 0.4682 0.8351 0.085 Uiso 1 1 calc R . . H92C H 0.7006 0.3985 0.7688 0.085 Uiso 1 1 calc R . . C102 C 0.59652(12) -0.0078(2) 0.94027(14) 0.0420(6) Uani 1 1 d . . . H10D H 0.6156 0.0422 0.9878 0.050 Uiso 1 1 calc R . . C112 C 0.52955(15) -0.0706(4) 0.92955(17) 0.0729(10) Uani 1 1 d . . . H11D H 0.4973 0.0042 0.9233 0.109 Uiso 1 1 calc R . . H11E H 0.5360 -0.1265 0.9721 0.109 Uiso 1 1 calc R . . H11F H 0.5122 -0.1298 0.8863 0.109 Uiso 1 1 calc R . . C122 C 0.64565(17) -0.1235(3) 0.94496(19) 0.0745(10) Uani 1 1 d . . . H12A H 0.6903 -0.0835 0.9581 0.112 Uiso 1 1 calc R . . H12B H 0.6299 -0.1701 0.8979 0.112 Uiso 1 1 calc R . . H12C H 0.6483 -0.1911 0.9819 0.112 Uiso 1 1 calc R . . C13 C 0.89311(11) 0.0886(2) 1.07782(12) 0.0354(6) Uani 1 1 d . . . C23 C 0.94094(12) 0.1756(3) 1.07042(13) 0.0384(6) Uani 1 1 d . . . C33 C 1.00051(13) 0.1160(3) 1.07698(14) 0.0483(7) Uani 1 1 d . . . H33A H 1.0339 0.1737 1.0734 0.058 Uiso 1 1 calc R . . C43 C 1.01261(13) -0.0246(3) 1.08852(14) 0.0519(7) Uani 1 1 d . . . H43A H 1.0541 -0.0628 1.0937 0.062 Uiso 1 1 calc R . . C53 C 0.96416(13) -0.1091(3) 1.09253(14) 0.0478(7) Uani 1 1 d . . . H53A H 0.9724 -0.2062 1.0994 0.057 Uiso 1 1 calc R . . C63 C 0.90330(12) -0.0561(3) 1.08680(13) 0.0414(6) Uani 1 1 d . . . C73 C 0.92744(13) 0.3296(3) 1.05359(15) 0.0469(7) Uani 1 1 d . . . H73A H 0.8901 0.3579 1.0659 0.056 Uiso 1 1 calc R . . C83 C 0.98828(16) 0.4214(3) 1.09695(19) 0.0740(10) Uani 1 1 d . . . H83A H 1.0029 0.4058 1.1489 0.111 Uiso 1 1 calc R . . H83B H 0.9760 0.5193 1.0855 0.111 Uiso 1 1 calc R . . H83C H 1.0250 0.3979 1.0843 0.111 Uiso 1 1 calc R . . C93 C 0.90401(17) 0.3530(3) 0.97227(17) 0.0724(9) Uani 1 1 d . . . H93A H 0.8645 0.2950 0.9449 0.109 Uiso 1 1 calc R . . H93B H 0.9403 0.3280 0.9592 0.109 Uiso 1 1 calc R . . H93C H 0.8922 0.4512 0.9607 0.109 Uiso 1 1 calc R . . C103 C 0.85061(13) -0.1542(3) 1.08976(16) 0.0520(7) Uani 1 1 d . . . H10E H 0.8114 -0.0968 1.0858 0.062 Uiso 1 1 calc R . . C113 C 0.82569(16) -0.2559(3) 1.02652(18) 0.0749(10) Uani 1 1 d . . . H11G H 0.8086 -0.2041 0.9808 0.112 Uiso 1 1 calc R . . H11H H 0.7896 -0.3132 1.0279 0.112 Uiso 1 1 calc R . . H11I H 0.8629 -0.3160 1.0302 0.112 Uiso 1 1 calc R . . C123 C 0.87703(17) -0.2341(3) 1.16210(18) 0.0762(10) Uani 1 1 d . . . H12D H 0.8925 -0.1677 1.2024 0.114 Uiso 1 1 calc R . . H12E H 0.9145 -0.2940 1.1666 0.114 Uiso 1 1 calc R . . H12F H 0.8408 -0.2913 1.1633 0.114 Uiso 1 1 calc R . . O1 O 0.78860(8) 0.03503(19) 0.89615(9) 0.0503(5) Uani 1 1 d . . . C14 C 0.76001(13) -0.0490(3) 0.83829(14) 0.0416(6) Uani 1 1 d . . . C24 C 0.69292(14) -0.0397(3) 0.78978(14) 0.0513(7) Uani 1 1 d . . . H24A H 0.6654 0.0295 0.7965 0.062 Uiso 1 1 calc R . . C34 C 0.66510(17) -0.1305(3) 0.73127(15) 0.0636(8) Uani 1 1 d . . . H34A H 0.6188 -0.1217 0.6988 0.076 Uiso 1 1 calc R . . C44 C 0.70270(19) -0.2325(3) 0.71915(15) 0.0595(8) Uani 1 1 d . . . C54 C 0.76952(18) -0.2402(3) 0.76745(18) 0.0640(9) Uani 1 1 d . . . H54A H 0.7969 -0.3092 0.7604 0.077 Uiso 1 1 calc R . . C64 C 0.79815(15) -0.1513(3) 0.82581(17) 0.0570(8) Uani 1 1 d . . . H64A H 0.8445 -0.1601 0.8579 0.068 Uiso 1 1 calc R . . C74 C 0.6714(2) -0.3330(3) 0.65621(17) 0.0970(14) Uani 1 1 d . . . H74A H 0.6248 -0.3056 0.6258 0.145 Uiso 0.50 1 calc PR . . H74B H 0.6723 -0.4272 0.6748 0.145 Uiso 0.50 1 calc PR . . H74C H 0.6970 -0.3311 0.6273 0.145 Uiso 0.50 1 calc PR . . H74D H 0.7046 -0.4037 0.6595 0.145 Uiso 0.50 1 calc PR . . H74E H 0.6571 -0.2821 0.6105 0.145 Uiso 0.50 1 calc PR . . H74F H 0.6324 -0.3782 0.6580 0.145 Uiso 0.50 1 calc PR . . 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 0.03211(18) 0.03561(19) 0.02824(18) -0.00459(16) 0.00966(14) 0.00316(16) N11 0.0294(10) 0.0256(10) 0.0292(10) -0.0031(8) 0.0102(9) -0.0010(8) N21 0.0315(10) 0.0355(11) 0.0252(10) 0.0005(9) 0.0092(8) -0.0028(8) C11 0.0449(14) 0.0355(14) 0.0502(16) -0.0080(12) 0.0278(13) -0.0024(11) C21 0.0377(13) 0.0256(12) 0.0384(14) -0.0042(11) 0.0199(12) -0.0065(10) C31 0.0473(15) 0.0386(14) 0.0313(13) -0.0107(11) 0.0222(12) -0.0092(12) C41 0.0382(14) 0.0358(14) 0.0296(13) 0.0007(11) 0.0126(11) -0.0110(11) C61 0.0623(19) 0.064(2) 0.072(2) -0.0032(16) 0.0480(17) -0.0005(16) C71 0.072(2) 0.0367(16) 0.081(2) -0.0083(15) 0.0444(19) 0.0018(14) C81 0.0436(15) 0.063(2) 0.070(2) -0.0093(16) 0.0270(15) 0.0149(14) C51 0.0492(16) 0.0653(19) 0.0251(13) -0.0046(13) 0.0096(12) -0.0126(14) C91 0.073(3) 0.152(4) 0.037(2) 0.023(2) 0.0218(19) -0.011(3) C101 0.087(3) 0.077(3) 0.049(2) -0.028(2) -0.001(2) -0.015(2) C111 0.0497(19) 0.090(3) 0.0271(16) -0.0015(16) 0.0008(14) -0.0047(18) C91' 0.073(3) 0.152(4) 0.037(2) 0.023(2) 0.0218(19) -0.011(3) C10' 0.087(3) 0.077(3) 0.049(2) -0.028(2) -0.001(2) -0.015(2) C11' 0.0497(19) 0.090(3) 0.0271(16) -0.0015(16) 0.0008(14) -0.0047(18) C12 0.0259(11) 0.0302(13) 0.0342(13) -0.0019(11) 0.0103(11) 0.0056(10) C22 0.0331(13) 0.0323(13) 0.0362(14) 0.0031(11) 0.0121(11) 0.0068(11) C32 0.0413(14) 0.0473(16) 0.0383(15) 0.0138(13) 0.0092(13) 0.0100(13) C42 0.0383(15) 0.0623(18) 0.0391(16) 0.0023(14) -0.0029(13) -0.0025(14) C52 0.0408(14) 0.0471(17) 0.0466(17) -0.0030(13) 0.0057(13) -0.0124(12) C62 0.0347(13) 0.0322(14) 0.0368(14) -0.0020(11) 0.0131(11) -0.0026(11) C72 0.0405(14) 0.0390(15) 0.0415(15) 0.0068(12) 0.0161(12) 0.0014(11) C82 0.0668(19) 0.0349(15) 0.084(2) 0.0053(15) 0.0414(18) 0.0008(14) C92 0.0510(16) 0.0559(18) 0.071(2) 0.0158(16) 0.0346(16) 0.0066(14) C102 0.0459(15) 0.0354(14) 0.0413(15) -0.0056(12) 0.0160(13) -0.0136(12) C112 0.067(2) 0.084(2) 0.064(2) 0.0037(18) 0.0250(18) -0.0301(18) C122 0.101(3) 0.0422(17) 0.093(3) 0.0243(18) 0.054(2) 0.0160(18) C13 0.0312(12) 0.0443(15) 0.0257(12) 0.0050(11) 0.0078(10) -0.0002(11) C23 0.0317(13) 0.0488(15) 0.0314(13) -0.0001(11) 0.0107(11) -0.0056(11) C33 0.0388(14) 0.0623(18) 0.0430(15) 0.0097(14) 0.0170(12) -0.0032(14) C43 0.0401(15) 0.069(2) 0.0446(16) 0.0126(15) 0.0171(13) 0.0130(15) C53 0.0472(15) 0.0492(16) 0.0424(15) 0.0154(13) 0.0153(13) 0.0133(14) C63 0.0380(14) 0.0443(15) 0.0355(14) 0.0102(12) 0.0100(12) 0.0005(12) C73 0.0452(15) 0.0423(15) 0.0565(18) -0.0004(13) 0.0253(14) -0.0090(12) C83 0.071(2) 0.058(2) 0.091(3) -0.0063(18) 0.034(2) -0.0234(17) C93 0.089(2) 0.054(2) 0.069(2) 0.0207(17) 0.029(2) -0.0017(17) C103 0.0449(15) 0.0380(15) 0.070(2) 0.0139(14) 0.0225(15) 0.0028(12) C113 0.062(2) 0.059(2) 0.087(3) -0.0007(19) 0.0179(19) -0.0089(16) C123 0.079(2) 0.071(2) 0.083(2) 0.0275(19) 0.040(2) -0.0039(18) O1 0.0510(11) 0.0572(12) 0.0441(11) -0.0174(9) 0.0220(9) 0.0020(9) C14 0.0528(16) 0.0406(15) 0.0387(15) -0.0026(12) 0.0267(14) 0.0016(13) C24 0.0618(18) 0.0475(17) 0.0376(15) -0.0023(13) 0.0153(14) 0.0122(14) C34 0.081(2) 0.0571(19) 0.0364(16) 0.0043(15) 0.0098(15) 0.0021(17) C44 0.107(3) 0.0369(16) 0.0395(17) -0.0012(13) 0.0361(19) -0.0104(17) C54 0.096(3) 0.0448(18) 0.075(2) -0.0140(17) 0.060(2) -0.0015(17) C64 0.0555(17) 0.0563(19) 0.069(2) -0.0117(16) 0.0361(16) 0.0040(14) C74 0.180(4) 0.0498(19) 0.049(2) -0.0096(16) 0.039(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 Fe1 O1 1.8323(17) . ? Fe1 N11 1.9643(18) . ? Fe1 N21 1.9721(18) . ? N11 C21 1.342(3) . ? N11 C12 1.433(3) . ? N21 C41 1.335(3) . ? N21 C13 1.443(3) . ? C11 C81 1.530(4) . ? C11 C71 1.543(3) . ? C11 C61 1.546(4) . ? C11 C21 1.560(3) . ? C21 C31 1.397(3) . ? C31 C41 1.409(3) . ? C31 H31A 0.9500 . ? C41 C51 1.560(3) . ? C61 H61A 0.9800 . ? C61 H61B 0.9800 . ? C61 H61C 0.9800 . ? C71 H71A 0.9800 . ? C71 H71B 0.9800 . ? C71 H71C 0.9800 . ? C81 H81A 0.9800 . ? C81 H81B 0.9800 . ? C81 H81C 0.9800 . ? C51 C10' 1.492(17) . ? C51 C91 1.522(4) . ? C51 C91' 1.528(17) . ? C51 C101 1.537(4) . ? C51 C111 1.553(4) . ? C51 C11' 1.600(16) . ? C91 H91A 0.9800 . ? C91 H91B 0.9800 . ? C91 H91C 0.9800 . ? C101 H10A 0.9800 . ? C101 H10B 0.9800 . ? C101 H10C 0.9800 . ? C111 H11A 0.9800 . ? C111 H11B 0.9800 . ? C111 H11C 0.9800 . ? C91' H91D 0.9800 . ? C91' H91E 0.9800 . ? C91' H91F 0.9800 . ? C10' H10J 0.9800 . ? C10' H10K 0.9800 . ? C10' H10L 0.9800 . ? C11' H11J 0.9800 . ? C11' H11K 0.9800 . ? C11' H11L 0.9800 . ? C12 C22 1.407(3) . ? C12 C62 1.407(3) . ? C22 C32 1.394(3) . ? C22 C72 1.516(3) . ? C32 C42 1.372(4) . ? C32 H32A 0.9500 . ? C42 C52 1.384(4) . ? C42 H42A 0.9500 . ? C52 C62 1.388(3) . ? C52 H52A 0.9500 . ? C62 C102 1.517(3) . ? C72 C82 1.529(3) . ? C72 C92 1.531(3) . ? C72 H72A 1.0000 . ? C82 H82A 0.9800 . ? C82 H82B 0.9800 . ? C82 H82C 0.9800 . ? C92 H92A 0.9800 . ? C92 H92B 0.9800 . ? C92 H92C 0.9800 . ? C102 C112 1.522(3) . ? C102 C122 1.527(4) . ? C102 H10D 1.0000 . ? C112 H11D 0.9800 . ? C112 H11E 0.9800 . ? C112 H11F 0.9800 . ? C122 H12A 0.9800 . ? C122 H12B 0.9800 . ? C122 H12C 0.9800 . ? C13 C23 1.407(3) . ? C13 C63 1.408(3) . ? C23 C33 1.387(3) . ? C23 C73 1.520(4) . ? C33 C43 1.378(4) . ? C33 H33A 0.9500 . ? C43 C53 1.375(4) . ? C43 H43A 0.9500 . ? C53 C63 1.394(3) . ? C53 H53A 0.9500 . ? C63 C103 1.520(3) . ? C73 C83 1.528(4) . ? C73 C93 1.532(4) . ? C73 H73A 1.0000 . ? C83 H83A 0.9800 . ? C83 H83B 0.9800 . ? C83 H83C 0.9800 . ? C93 H93A 0.9800 . ? C93 H93B 0.9800 . ? C93 H93C 0.9800 . ? C103 C113 1.523(4) . ? C103 C123 1.542(4) . ? C103 H10E 1.0000 . ? C113 H11G 0.9800 . ? C113 H11H 0.9800 . ? C113 H11I 0.9800 . ? C123 H12D 0.9800 . ? C123 H12E 0.9800 . ? C123 H12F 0.9800 . ? O1 C14 1.344(3) . ? C14 C24 1.382(4) . ? C14 C64 1.389(3) . ? C24 C34 1.391(4) . ? C24 H24A 0.9500 . ? C34 C44 1.376(4) . ? C34 H34A 0.9500 . ? C44 C54 1.375(4) . ? C44 C74 1.516(4) . ? C54 C64 1.380(4) . ? C54 H54A 0.9500 . ? C64 H64A 0.9500 . ? C74 H74A 0.9800 . ? C74 H74B 0.9800 . ? C74 H74C 0.9800 . ? C74 H74D 0.9800 . ? C74 H74E 0.9800 . ? C74 H74F 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 O1 Fe1 N11 140.21(8) . . ? O1 Fe1 N21 125.01(8) . . ? N11 Fe1 N21 94.74(8) . . ? C21 N11 C12 128.11(19) . . ? C21 N11 Fe1 125.72(15) . . ? C12 N11 Fe1 106.15(13) . . ? C41 N21 C13 126.68(19) . . ? C41 N21 Fe1 125.65(15) . . ? C13 N21 Fe1 107.55(14) . . ? C81 C11 C71 107.0(2) . . ? C81 C11 C61 106.9(2) . . ? C71 C11 C61 108.9(2) . . ? C81 C11 C21 117.4(2) . . ? C71 C11 C21 107.02(19) . . ? C61 C11 C21 109.4(2) . . ? N11 C21 C31 120.5(2) . . ? N11 C21 C11 124.9(2) . . ? C31 C21 C11 114.5(2) . . ? C21 C31 C41 132.9(2) . . ? C21 C31 H31A 113.5 . . ? C41 C31 H31A 113.5 . . ? N21 C41 C31 120.5(2) . . ? N21 C41 C51 125.7(2) . . ? C31 C41 C51 113.8(2) . . ? C11 C61 H61A 109.5 . . ? C11 C61 H61B 109.5 . . ? H61A C61 H61B 109.5 . . ? C11 C61 H61C 109.5 . . ? H61A C61 H61C 109.5 . . ? H61B C61 H61C 109.5 . . ? C11 C71 H71A 109.5 . . ? C11 C71 H71B 109.5 . . ? H71A C71 H71B 109.5 . . ? C11 C71 H71C 109.5 . . ? H71A C71 H71C 109.5 . . ? H71B C71 H71C 109.5 . . ? C11 C81 H81A 109.5 . . ? C11 C81 H81B 109.5 . . ? H81A C81 H81B 109.5 . . ? C11 C81 H81C 109.5 . . ? H81A C81 H81C 109.5 . . ? H81B C81 H81C 109.5 . . ? C10' C51 C91 51.2(14) . . ? C10' C51 C91' 116.2(17) . . ? C91 C51 C91' 137.6(11) . . ? C10' C51 C101 141.9(11) . . ? C91 C51 C101 110.7(3) . . ? C91' C51 C101 50.4(14) . . ? C10' C51 C111 59.6(14) . . ? C91 C51 C111 105.4(3) . . ? C91' C51 C111 59.4(14) . . ? C101 C51 C111 106.3(3) . . ? C10' C51 C41 109.4(11) . . ? C91 C51 C41 108.8(2) . . ? C91' C51 C41 113.2(11) . . ? C101 C51 C41 108.3(2) . . ? C111 C51 C41 117.2(2) . . ? C10' C51 C11' 106.9(16) . . ? C91 C51 C11' 59.2(11) . . ? C91' C51 C11' 99.6(15) . . ? C101 C51 C11' 53.5(11) . . ? C111 C51 C11' 131.8(9) . . ? C41 C51 C11' 110.9(9) . . ? C51 C91 H91A 109.5 . . ? C51 C91 H91B 109.5 . . ? C51 C91 H91C 109.5 . . ? C51 C101 H10A 109.5 . . ? C51 C101 H10B 109.5 . . ? C51 C101 H10C 109.5 . . ? C51 C111 H11A 109.5 . . ? C51 C111 H11B 109.5 . . ? C51 C111 H11C 109.5 . . ? C51 C91' H91D 109.5 . . ? C51 C91' H91E 109.5 . . ? H91D C91' H91E 109.5 . . ? C51 C91' H91F 109.5 . . ? H91D C91' H91F 109.5 . . ? H91E C91' H91F 109.5 . . ? C51 C10' H10J 109.5 . . ? C51 C10' H10K 109.5 . . ? H10J C10' H10K 109.5 . . ? C51 C10' H10L 109.5 . . ? H10J C10' H10L 109.5 . . ? H10K C10' H10L 109.5 . . ? C51 C11' H11J 109.5 . . ? C51 C11' H11K 109.5 . . ? H11J C11' H11K 109.5 . . ? C51 C11' H11L 109.5 . . ? H11J C11' H11L 109.5 . . ? H11K C11' H11L 109.5 . . ? C22 C12 C62 121.2(2) . . ? C22 C12 N11 118.7(2) . . ? C62 C12 N11 119.4(2) . . ? C32 C22 C12 117.8(2) . . ? C32 C22 C72 119.9(2) . . ? C12 C22 C72 122.3(2) . . ? C42 C32 C22 121.7(2) . . ? C42 C32 H32A 119.1 . . ? C22 C32 H32A 119.1 . . ? C32 C42 C52 119.7(2) . . ? C32 C42 H42A 120.1 . . ? C52 C42 H42A 120.1 . . ? C42 C52 C62 121.4(2) . . ? C42 C52 H52A 119.3 . . ? C62 C52 H52A 119.3 . . ? C52 C62 C12 118.1(2) . . ? C52 C62 C102 121.4(2) . . ? C12 C62 C102 120.5(2) . . ? C22 C72 C82 112.3(2) . . ? C22 C72 C92 110.5(2) . . ? C82 C72 C92 110.2(2) . . ? C22 C72 H72A 107.9 . . ? C82 C72 H72A 107.9 . . ? C92 C72 H72A 107.9 . . ? C72 C82 H82A 109.5 . . ? C72 C82 H82B 109.5 . . ? H82A C82 H82B 109.5 . . ? C72 C82 H82C 109.5 . . ? H82A C82 H82C 109.5 . . ? H82B C82 H82C 109.5 . . ? C72 C92 H92A 109.5 . . ? C72 C92 H92B 109.5 . . ? H92A C92 H92B 109.5 . . ? C72 C92 H92C 109.5 . . ? H92A C92 H92C 109.5 . . ? H92B C92 H92C 109.5 . . ? C62 C102 C112 113.8(2) . . ? C62 C102 C122 110.1(2) . . ? C112 C102 C122 109.9(2) . . ? C62 C102 H10D 107.6 . . ? C112 C102 H10D 107.6 . . ? C122 C102 H10D 107.6 . . ? C102 C112 H11D 109.5 . . ? C102 C112 H11E 109.5 . . ? H11D C112 H11E 109.5 . . ? C102 C112 H11F 109.5 . . ? H11D C112 H11F 109.5 . . ? H11E C112 H11F 109.5 . . ? C102 C122 H12A 109.5 . . ? C102 C122 H12B 109.5 . . ? H12A C122 H12B 109.5 . . ? C102 C122 H12C 109.5 . . ? H12A C122 H12C 109.5 . . ? H12B C122 H12C 109.5 . . ? C23 C13 C63 121.1(2) . . ? C23 C13 N21 119.2(2) . . ? C63 C13 N21 119.2(2) . . ? C33 C23 C13 118.0(2) . . ? C33 C23 C73 120.6(2) . . ? C13 C23 C73 121.4(2) . . ? C43 C33 C23 121.8(2) . . ? C43 C33 H33A 119.1 . . ? C23 C33 H33A 119.1 . . ? C53 C43 C33 119.5(2) . . ? C53 C43 H43A 120.3 . . ? C33 C43 H43A 120.3 . . ? C43 C53 C63 121.8(3) . . ? C43 C53 H53A 119.1 . . ? C63 C53 H53A 119.1 . . ? C53 C63 C13 117.7(2) . . ? C53 C63 C103 119.8(2) . . ? C13 C63 C103 122.5(2) . . ? C23 C73 C83 113.2(2) . . ? C23 C73 C93 109.3(2) . . ? C83 C73 C93 110.1(2) . . ? C23 C73 H73A 108.0 . . ? C83 C73 H73A 108.0 . . ? C93 C73 H73A 108.0 . . ? C73 C83 H83A 109.5 . . ? C73 C83 H83B 109.5 . . ? H83A C83 H83B 109.5 . . ? C73 C83 H83C 109.5 . . ? H83A C83 H83C 109.5 . . ? H83B C83 H83C 109.5 . . ? C73 C93 H93A 109.5 . . ? C73 C93 H93B 109.5 . . ? H93A C93 H93B 109.5 . . ? C73 C93 H93C 109.5 . . ? H93A C93 H93C 109.5 . . ? H93B C93 H93C 109.5 . . ? C63 C103 C113 111.3(2) . . ? C63 C103 C123 111.9(2) . . ? C113 C103 C123 110.1(2) . . ? C63 C103 H10E 107.8 . . ? C113 C103 H10E 107.8 . . ? C123 C103 H10E 107.8 . . ? C103 C113 H11G 109.5 . . ? C103 C113 H11H 109.5 . . ? H11G C113 H11H 109.5 . . ? C103 C113 H11I 109.5 . . ? H11G C113 H11I 109.5 . . ? H11H C113 H11I 109.5 . . ? C103 C123 H12D 109.5 . . ? C103 C123 H12E 109.5 . . ? H12D C123 H12E 109.5 . . ? C103 C123 H12F 109.5 . . ? H12D C123 H12F 109.5 . . ? H12E C123 H12F 109.5 . . ? C14 O1 Fe1 138.92(16) . . ? O1 C14 C24 122.8(2) . . ? O1 C14 C64 119.9(2) . . ? C24 C14 C64 117.3(3) . . ? C14 C24 C34 120.8(3) . . ? C14 C24 H24A 119.6 . . ? C34 C24 H24A 119.6 . . ? C44 C34 C24 121.9(3) . . ? C44 C34 H34A 119.1 . . ? C24 C34 H34A 119.1 . . ? C54 C44 C34 116.8(3) . . ? C54 C44 C74 121.8(3) . . ? C34 C44 C74 121.4(3) . . ? C44 C54 C64 122.3(3) . . ? C44 C54 H54A 118.9 . . ? C64 C54 H54A 118.9 . . ? C54 C64 C14 120.9(3) . . ? C54 C64 H64A 119.6 . . ? C14 C64 H64A 119.6 . . ? C44 C74 H74A 109.5 . . ? C44 C74 H74B 109.5 . . ? H74A C74 H74B 109.5 . . ? C44 C74 H74C 109.5 . . ? H74A C74 H74C 109.5 . . ? H74B C74 H74C 109.5 . . ? C44 C74 H74D 109.5 . . ? H74A C74 H74D 141.1 . . ? H74B C74 H74D 56.3 . . ? H74C C74 H74D 56.3 . . ? C44 C74 H74E 109.5 . . ? H74A C74 H74E 56.3 . . ? H74B C74 H74E 141.1 . . ? H74C C74 H74E 56.3 . . ? H74D C74 H74E 109.5 . . ? C44 C74 H74F 109.5 . . ? H74A C74 H74F 56.3 . . ? H74B C74 H74F 56.3 . . ? H74C C74 H74F 141.1 . . ? H74D C74 H74F 109.5 . . ? H74E C74 H74F 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 Fe1 N11 C21 -177.04(16) . . . . ? N21 Fe1 N11 C21 0.61(18) . . . . ? O1 Fe1 N11 C12 4.6(2) . . . . ? N21 Fe1 N11 C12 -177.80(14) . . . . ? O1 Fe1 N21 C41 177.45(17) . . . . ? N11 Fe1 N21 C41 -0.72(19) . . . . ? O1 Fe1 N21 C13 1.17(18) . . . . ? N11 Fe1 N21 C13 -177.00(14) . . . . ? C12 N11 C21 C31 177.7(2) . . . . ? Fe1 N11 C21 C31 -0.3(3) . . . . ? C12 N11 C21 C11 -5.5(3) . . . . ? Fe1 N11 C21 C11 176.42(16) . . . . ? C81 C11 C21 N11 8.0(3) . . . . ? C71 C11 C21 N11 -112.2(3) . . . . ? C61 C11 C21 N11 130.0(2) . . . . ? C81 C11 C21 C31 -175.0(2) . . . . ? C71 C11 C21 C31 64.8(3) . . . . ? C61 C11 C21 C31 -53.1(3) . . . . ? N11 C21 C31 C41 -0.1(4) . . . . ? C11 C21 C31 C41 -177.1(2) . . . . ? C13 N21 C41 C31 176.1(2) . . . . ? Fe1 N21 C41 C31 0.6(3) . . . . ? C13 N21 C41 C51 -4.5(4) . . . . ? Fe1 N21 C41 C51 179.94(17) . . . . ? C21 C31 C41 N21 -0.1(4) . . . . ? C21 C31 C41 C51 -179.5(2) . . . . ? N21 C41 C51 C10' -65.8(16) . . . . ? C31 C41 C51 C10' 113.6(16) . . . . ? N21 C41 C51 C91 -120.1(3) . . . . ? C31 C41 C51 C91 59.3(3) . . . . ? N21 C41 C51 C91' 65.5(16) . . . . ? C31 C41 C51 C91' -115.0(16) . . . . ? N21 C41 C51 C101 119.5(3) . . . . ? C31 C41 C51 C101 -61.1(3) . . . . ? N21 C41 C51 C111 -0.8(4) . . . . ? C31 C41 C51 C111 178.6(2) . . . . ? N21 C41 C51 C11' 176.5(13) . . . . ? C31 C41 C51 C11' -4.1(13) . . . . ? C21 N11 C12 C22 102.1(3) . . . . ? Fe1 N11 C12 C22 -79.5(2) . . . . ? C21 N11 C12 C62 -86.8(3) . . . . ? Fe1 N11 C12 C62 91.5(2) . . . . ? C62 C12 C22 C32 1.4(3) . . . . ? N11 C12 C22 C32 172.3(2) . . . . ? C62 C12 C22 C72 -177.6(2) . . . . ? N11 C12 C22 C72 -6.7(3) . . . . ? C12 C22 C32 C42 -0.1(4) . . . . ? C72 C22 C32 C42 178.9(2) . . . . ? C22 C32 C42 C52 -0.6(4) . . . . ? C32 C42 C52 C62 0.0(4) . . . . ? C42 C52 C62 C12 1.3(4) . . . . ? C42 C52 C62 C102 -176.6(2) . . . . ? C22 C12 C62 C52 -1.9(3) . . . . ? N11 C12 C62 C52 -172.8(2) . . . . ? C22 C12 C62 C102 175.9(2) . . . . ? N11 C12 C62 C102 5.1(3) . . . . ? C32 C22 C72 C82 59.2(3) . . . . ? C12 C22 C72 C82 -121.9(3) . . . . ? C32 C22 C72 C92 -64.3(3) . . . . ? C12 C22 C72 C92 114.7(2) . . . . ? C52 C62 C102 C112 -32.9(3) . . . . ? C12 C62 C102 C112 149.3(2) . . . . ? C52 C62 C102 C122 90.9(3) . . . . ? C12 C62 C102 C122 -86.8(3) . . . . ? C41 N21 C13 C23 -85.2(3) . . . . ? Fe1 N21 C13 C23 91.0(2) . . . . ? C41 N21 C13 C63 103.0(3) . . . . ? Fe1 N21 C13 C63 -80.8(2) . . . . ? C63 C13 C23 C33 -4.1(4) . . . . ? N21 C13 C23 C33 -175.7(2) . . . . ? C63 C13 C23 C73 174.1(2) . . . . ? N21 C13 C23 C73 2.5(3) . . . . ? C13 C23 C33 C43 1.7(4) . . . . ? C73 C23 C33 C43 -176.6(2) . . . . ? C23 C33 C43 C53 1.1(4) . . . . ? C33 C43 C53 C63 -1.4(4) . . . . ? C43 C53 C63 C13 -1.0(4) . . . . ? C43 C53 C63 C103 178.5(2) . . . . ? C23 C13 C63 C53 3.8(4) . . . . ? N21 C13 C63 C53 175.4(2) . . . . ? C23 C13 C63 C103 -175.7(2) . . . . ? N21 C13 C63 C103 -4.1(4) . . . . ? C33 C23 C73 C83 -43.3(4) . . . . ? C13 C23 C73 C83 138.4(3) . . . . ? C33 C23 C73 C93 79.7(3) . . . . ? C13 C23 C73 C93 -98.5(3) . . . . ? C53 C63 C103 C113 -63.1(3) . . . . ? C13 C63 C103 C113 116.4(3) . . . . ? C53 C63 C103 C123 60.6(3) . . . . ? C13 C63 C103 C123 -119.9(3) . . . . ? N11 Fe1 O1 C14 -39.9(3) . . . . ? N21 Fe1 O1 C14 143.0(2) . . . . ? Fe1 O1 C14 C24 36.2(4) . . . . ? Fe1 O1 C14 C64 -143.2(2) . . . . ? O1 C14 C24 C34 -178.9(2) . . . . ? C64 C14 C24 C34 0.5(4) . . . . ? C14 C24 C34 C44 0.0(5) . . . . ? C24 C34 C44 C54 -0.5(4) . . . . ? C24 C34 C44 C74 178.5(3) . . . . ? C34 C44 C54 C64 0.4(5) . . . . ? C74 C44 C54 C64 -178.6(3) . . . . ? C44 C54 C64 C14 0.1(5) . . . . ? O1 C14 C64 C54 178.8(3) . . . . ? C24 C14 C64 C54 -0.5(4) . . . . ? _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 26.02 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 0.263 _refine_diff_density_min -0.293 _refine_diff_density_rms 0.040 #===END data_holsk05 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common holsk05 _chemical_melting_point ? _chemical_formula_moiety 'C42 H57 F3 Fe N2 S' _chemical_formula_sum 'C42 H57 F3 Fe N2 S' _chemical_formula_weight 734.81 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' '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 1 21/c 1' 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 22.1226(10) _cell_length_b 9.6586(4) _cell_length_c 20.9138(9) _cell_angle_alpha 90.00 _cell_angle_beta 114.980(1) _cell_angle_gamma 90.00 _cell_volume 4050.7(3) _cell_formula_units_Z 4 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 7569 _cell_measurement_theta_min 2.52 _cell_measurement_theta_max 27.02 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.205 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1568 _exptl_absorpt_coefficient_mu 0.468 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8497 _exptl_absorpt_correction_T_max 0.9374 _exptl_absorpt_process_details 'SADABS (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens SMART CCD Platform' _diffrn_measurement_method 'area detector, \w scans per \f' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22940 _diffrn_reflns_av_R_equivalents 0.0171 _diffrn_reflns_av_sigmaI/netI 0.0236 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 27.10 _reflns_number_total 8599 _reflns_number_gt 6888 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2003)' _computing_cell_refinement 'SAINT (Bruker, 2003)' _computing_data_reduction 'SAINT (Bruker, 2003)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Bruker, 2000)' _computing_publication_material 'SHELXTL (Bruker, 2000)' _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^)+(0.0575P)^2^+0.1277P] 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 8599 _refine_ls_number_parameters 456 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0461 _refine_ls_R_factor_gt 0.0344 _refine_ls_wR_factor_ref 0.0983 _refine_ls_wR_factor_gt 0.0946 _refine_ls_goodness_of_fit_ref 1.087 _refine_ls_restrained_S_all 1.087 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.771269(10) 0.11475(2) 0.472780(11) 0.03177(8) Uani 1 1 d . . . N11 N 0.69492(6) 0.21089(13) 0.47673(6) 0.0282(3) Uani 1 1 d . . . N21 N 0.83062(6) 0.14406(13) 0.57300(6) 0.0303(3) Uani 1 1 d . . . C11 C 0.63414(8) 0.35212(18) 0.53655(9) 0.0388(4) Uani 1 1 d . . . C21 C 0.69410(7) 0.27025(16) 0.53431(8) 0.0307(3) Uani 1 1 d . . . C31 C 0.75049(8) 0.26705(17) 0.59882(8) 0.0361(4) Uani 1 1 d . . . H31A H 0.7442 0.3118 0.6360 0.043 Uiso 1 1 calc R . . C41 C 0.81473(8) 0.21075(16) 0.61966(8) 0.0326(3) Uani 1 1 d . . . C51 C 0.86152(9) 0.2338(2) 0.69896(8) 0.0436(4) Uani 1 1 d . . . C61 C 0.61842(10) 0.2950(2) 0.59694(11) 0.0602(6) Uani 1 1 d . . . H61A H 0.6101 0.1952 0.5905 0.090 Uiso 1 1 calc R . . H61B H 0.5788 0.3416 0.5963 0.090 Uiso 1 1 calc R . . H61C H 0.6564 0.3121 0.6423 0.090 Uiso 1 1 calc R . . C71 C 0.65582(11) 0.5044(2) 0.55201(13) 0.0593(5) Uani 1 1 d . . . H71A H 0.6691 0.5392 0.5158 0.089 Uiso 1 1 calc R . . H71B H 0.6936 0.5114 0.5984 0.089 Uiso 1 1 calc R . . H71C H 0.6185 0.5598 0.5516 0.089 Uiso 1 1 calc R . . C81 C 0.56884(9) 0.3499(2) 0.47029(11) 0.0547(5) Uani 1 1 d . . . H81A H 0.5760 0.3890 0.4308 0.082 Uiso 1 1 calc R . . H81B H 0.5354 0.4051 0.4781 0.082 Uiso 1 1 calc R . . H81C H 0.5531 0.2542 0.4593 0.082 Uiso 1 1 calc R . . C91 C 0.86930(12) 0.3919(2) 0.71312(11) 0.0674(6) Uani 1 1 d . . . H91A H 0.9026 0.4086 0.7614 0.101 Uiso 1 1 calc R . . H91B H 0.8264 0.4312 0.7072 0.101 Uiso 1 1 calc R . . H91C H 0.8838 0.4358 0.6797 0.101 Uiso 1 1 calc R . . C101 C 0.82898(12) 0.1690(3) 0.74362(10) 0.0724(7) Uani 1 1 d . . . H10A H 0.8233 0.0693 0.7343 0.109 Uiso 1 1 calc R . . H10B H 0.7853 0.2118 0.7314 0.109 Uiso 1 1 calc R . . H10C H 0.8575 0.1846 0.7937 0.109 Uiso 1 1 calc R . . C111 C 0.93203(9) 0.1726(2) 0.72617(9) 0.0527(5) Uani 1 1 d . . . H11A H 0.9291 0.0726 0.7175 0.079 Uiso 1 1 calc R . . H11B H 0.9559 0.1901 0.7769 0.079 Uiso 1 1 calc R . . H11C H 0.9561 0.2160 0.7014 0.079 Uiso 1 1 calc R . . C12 C 0.64151(7) 0.20351(16) 0.40716(8) 0.0296(3) Uani 1 1 d . . . C22 C 0.59696(8) 0.09100(16) 0.38949(8) 0.0327(3) Uani 1 1 d . . . C32 C 0.54947(8) 0.0796(2) 0.32021(9) 0.0433(4) Uani 1 1 d . . . H32A H 0.5183 0.0056 0.3074 0.052 Uiso 1 1 calc R . . C42 C 0.54684(9) 0.1745(2) 0.26945(9) 0.0502(5) Uani 1 1 d . . . H42A H 0.5139 0.1654 0.2224 0.060 Uiso 1 1 calc R . . C52 C 0.59152(9) 0.2813(2) 0.28680(9) 0.0448(4) Uani 1 1 d . . . H52A H 0.5895 0.3448 0.2512 0.054 Uiso 1 1 calc R . . C62 C 0.64004(8) 0.29922(17) 0.35574(8) 0.0357(4) Uani 1 1 d . . . C72 C 0.60218(8) -0.01715(17) 0.44485(9) 0.0358(4) Uani 1 1 d . . . H72A H 0.6196 0.0303 0.4917 0.043 Uiso 1 1 calc R . . C82 C 0.53604(10) -0.0839(3) 0.43276(12) 0.0669(6) Uani 1 1 d . . . H82A H 0.5036 -0.0117 0.4292 0.100 Uiso 1 1 calc R . . H82B H 0.5423 -0.1453 0.4724 0.100 Uiso 1 1 calc R . . H82C H 0.5195 -0.1377 0.3890 0.100 Uiso 1 1 calc R . . C92 C 0.65213(13) -0.1276(2) 0.44828(14) 0.0698(7) Uani 1 1 d . . . H92A H 0.6952 -0.0842 0.4580 0.105 Uiso 1 1 calc R . . H92B H 0.6360 -0.1767 0.4031 0.105 Uiso 1 1 calc R . . H92C H 0.6575 -0.1935 0.4860 0.105 Uiso 1 1 calc R . . C102 C 0.68884(10) 0.41884(19) 0.37330(10) 0.0455(4) Uani 1 1 d . . . H10D H 0.7175 0.4171 0.4252 0.055 Uiso 1 1 calc R . . C112 C 0.73448(10) 0.4024(2) 0.33483(12) 0.0577(5) Uani 1 1 d . . . H11D H 0.7583 0.3140 0.3481 0.087 Uiso 1 1 calc R . . H11E H 0.7668 0.4786 0.3482 0.087 Uiso 1 1 calc R . . H11F H 0.7074 0.4043 0.2837 0.087 Uiso 1 1 calc R . . C122 C 0.65326(12) 0.5588(2) 0.35504(13) 0.0643(6) Uani 1 1 d . . . H12A H 0.6250 0.5691 0.3804 0.096 Uiso 1 1 calc R . . H12B H 0.6255 0.5636 0.3041 0.096 Uiso 1 1 calc R . . H12C H 0.6864 0.6333 0.3689 0.096 Uiso 1 1 calc R . . C13 C 0.89388(7) 0.08450(17) 0.58396(8) 0.0318(3) Uani 1 1 d . . . C23 C 0.90236(8) -0.06009(18) 0.59286(8) 0.0362(4) Uani 1 1 d . . . C33 C 0.96136(8) -0.11748(19) 0.59615(9) 0.0427(4) Uani 1 1 d . . . H33A H 0.9682 -0.2145 0.6029 0.051 Uiso 1 1 calc R . . C43 C 1.00990(8) -0.0374(2) 0.58982(9) 0.0461(4) Uani 1 1 d . . . H43A H 1.0499 -0.0788 0.5926 0.055 Uiso 1 1 calc R . . C53 C 1.00023(8) 0.1038(2) 0.57946(9) 0.0438(4) Uani 1 1 d . . . H53A H 1.0338 0.1585 0.5747 0.053 Uiso 1 1 calc R . . C63 C 0.94250(8) 0.16755(18) 0.57591(8) 0.0359(4) Uani 1 1 d . . . C73 C 0.84991(9) -0.15457(19) 0.59912(11) 0.0492(5) Uani 1 1 d . . . H73A H 0.8102 -0.0967 0.5923 0.059 Uiso 1 1 calc R . . C83 C 0.82748(11) -0.2671(2) 0.54189(13) 0.0712(7) Uani 1 1 d . . . H83A H 0.8107 -0.2235 0.4953 0.107 Uiso 1 1 calc R . . H83B H 0.7920 -0.3227 0.5455 0.107 Uiso 1 1 calc R . . H83C H 0.8654 -0.3269 0.5484 0.107 Uiso 1 1 calc R . . C93 C 0.87525(12) -0.2216(3) 0.67218(13) 0.0702(6) Uani 1 1 d . . . H93A H 0.8882 -0.1492 0.7084 0.105 Uiso 1 1 calc R . . H93B H 0.9140 -0.2799 0.6799 0.105 Uiso 1 1 calc R . . H93C H 0.8398 -0.2785 0.6751 0.105 Uiso 1 1 calc R . . C103 C 0.93286(9) 0.32315(19) 0.56262(9) 0.0453(4) Uani 1 1 d . . . H10E H 0.8946 0.3528 0.5729 0.054 Uiso 1 1 calc R . . C113 C 0.91573(14) 0.3576(2) 0.48546(12) 0.0700(7) Uani 1 1 d . . . H11G H 0.8764 0.3045 0.4547 0.105 Uiso 1 1 calc R . . H11H H 0.9535 0.3337 0.4748 0.105 Uiso 1 1 calc R . . H11I H 0.9063 0.4569 0.4774 0.105 Uiso 1 1 calc R . . C123 C 0.99430(12) 0.4074(2) 0.61001(13) 0.0727(7) Uani 1 1 d . . . H12D H 1.0069 0.3828 0.6595 0.109 Uiso 1 1 calc R . . H12E H 0.9838 0.5064 0.6033 0.109 Uiso 1 1 calc R . . H12F H 1.0314 0.3869 0.5976 0.109 Uiso 1 1 calc R . . S1 S 0.81741(2) 0.02404(5) 0.40390(2) 0.04623(13) Uani 1 1 d . . . C14 C 0.76167(8) -0.07082(17) 0.33038(8) 0.0335(3) Uani 1 1 d . . . C24 C 0.69377(8) -0.04302(19) 0.29471(9) 0.0420(4) Uani 1 1 d . . . H24A H 0.6748 0.0315 0.3096 0.050 Uiso 1 1 calc R . . C34 C 0.65378(9) -0.12313(19) 0.23772(9) 0.0450(4) Uani 1 1 d . . . H34A H 0.6075 -0.1035 0.2140 0.054 Uiso 1 1 calc R . . C44 C 0.68061(8) -0.23141(18) 0.21504(8) 0.0378(4) Uani 1 1 d . . . C54 C 0.74794(9) -0.2587(2) 0.24956(10) 0.0469(4) Uani 1 1 d . . . H54A H 0.7668 -0.3324 0.2340 0.056 Uiso 1 1 calc R . . C64 C 0.78812(9) -0.17938(19) 0.30671(9) 0.0448(4) Uani 1 1 d . . . H64A H 0.8344 -0.1993 0.3301 0.054 Uiso 1 1 calc R . . C74 C 0.63795(11) -0.3213(2) 0.15511(10) 0.0526(5) Uani 1 1 d . . . F14 F 0.62203(9) -0.44019(15) 0.17526(7) 0.1053(6) Uani 1 1 d . . . F24 F 0.58080(7) -0.26330(15) 0.11272(6) 0.0803(4) Uani 1 1 d . . . F34 F 0.66653(8) -0.3526(2) 0.11283(8) 0.1068(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.02764(12) 0.03722(14) 0.02845(12) -0.00745(9) 0.00990(9) 0.00238(9) N11 0.0281(6) 0.0271(6) 0.0293(6) -0.0023(5) 0.0121(5) -0.0004(5) N21 0.0285(6) 0.0323(7) 0.0280(6) -0.0010(5) 0.0100(5) -0.0019(5) C11 0.0402(9) 0.0357(9) 0.0476(10) -0.0065(7) 0.0255(8) 0.0016(7) C21 0.0332(8) 0.0263(8) 0.0364(8) -0.0031(6) 0.0184(7) -0.0031(6) C31 0.0413(9) 0.0386(9) 0.0318(8) -0.0101(7) 0.0189(7) -0.0055(7) C41 0.0374(8) 0.0312(8) 0.0286(8) -0.0022(6) 0.0135(7) -0.0073(7) C51 0.0470(10) 0.0539(11) 0.0264(8) -0.0055(7) 0.0120(7) -0.0083(8) C61 0.0558(12) 0.0751(15) 0.0682(14) 0.0031(11) 0.0444(11) 0.0055(11) C71 0.0620(12) 0.0378(10) 0.0857(15) -0.0140(10) 0.0387(12) 0.0030(9) C81 0.0411(10) 0.0619(13) 0.0632(13) -0.0105(10) 0.0239(9) 0.0153(9) C91 0.0748(15) 0.0622(14) 0.0462(12) -0.0225(10) 0.0070(11) -0.0113(12) C101 0.0678(14) 0.115(2) 0.0365(11) 0.0116(12) 0.0236(10) -0.0061(14) C111 0.0459(10) 0.0745(14) 0.0261(8) -0.0020(9) 0.0038(8) -0.0069(10) C12 0.0266(7) 0.0306(8) 0.0311(8) -0.0008(6) 0.0116(6) 0.0049(6) C22 0.0291(7) 0.0325(8) 0.0348(8) 0.0006(6) 0.0117(6) 0.0030(6) C32 0.0339(9) 0.0461(10) 0.0406(10) -0.0016(8) 0.0068(7) -0.0040(8) C42 0.0415(10) 0.0642(13) 0.0328(9) 0.0056(9) 0.0040(8) 0.0037(9) C52 0.0443(10) 0.0480(11) 0.0378(9) 0.0114(8) 0.0132(8) 0.0076(8) C62 0.0372(8) 0.0346(9) 0.0370(9) 0.0036(7) 0.0173(7) 0.0064(7) C72 0.0350(8) 0.0332(9) 0.0357(9) 0.0004(7) 0.0115(7) -0.0037(7) C82 0.0478(11) 0.0811(16) 0.0612(13) 0.0196(12) 0.0127(10) -0.0201(11) C92 0.0889(17) 0.0426(12) 0.0972(18) 0.0230(11) 0.0582(15) 0.0220(11) C102 0.0536(11) 0.0394(10) 0.0456(10) 0.0068(8) 0.0229(9) -0.0038(8) C112 0.0552(12) 0.0546(13) 0.0729(14) 0.0172(10) 0.0363(11) 0.0039(10) C122 0.0922(17) 0.0359(10) 0.0876(16) 0.0037(10) 0.0602(14) 0.0015(11) C13 0.0261(7) 0.0400(9) 0.0232(7) -0.0016(6) 0.0046(6) -0.0022(6) C23 0.0283(8) 0.0395(9) 0.0353(9) 0.0038(7) 0.0082(7) 0.0014(7) C33 0.0342(8) 0.0472(10) 0.0408(9) 0.0071(8) 0.0102(7) 0.0074(8) C43 0.0292(8) 0.0674(13) 0.0395(10) 0.0076(9) 0.0123(7) 0.0081(8) C53 0.0309(8) 0.0627(12) 0.0373(9) 0.0017(8) 0.0138(7) -0.0093(8) C63 0.0331(8) 0.0434(9) 0.0270(8) -0.0014(7) 0.0086(7) -0.0086(7) C73 0.0341(9) 0.0368(10) 0.0758(14) 0.0101(9) 0.0223(9) 0.0015(8) C83 0.0527(12) 0.0494(13) 0.0956(18) -0.0041(12) 0.0157(12) -0.0118(10) C93 0.0752(15) 0.0611(14) 0.0865(17) 0.0184(12) 0.0459(13) -0.0066(12) C103 0.0468(10) 0.0422(10) 0.0468(10) -0.0021(8) 0.0197(8) -0.0125(8) C113 0.0923(17) 0.0478(12) 0.0549(13) 0.0076(10) 0.0165(12) -0.0101(12) C123 0.0815(16) 0.0598(14) 0.0654(14) -0.0069(11) 0.0199(13) -0.0344(12) S1 0.0307(2) 0.0631(3) 0.0454(3) -0.0249(2) 0.01661(19) -0.0051(2) C14 0.0338(8) 0.0380(9) 0.0304(8) -0.0047(7) 0.0153(7) -0.0023(7) C24 0.0397(9) 0.0442(10) 0.0392(9) -0.0069(8) 0.0139(8) 0.0073(8) C34 0.0371(9) 0.0511(11) 0.0374(9) -0.0016(8) 0.0066(7) 0.0037(8) C44 0.0443(9) 0.0376(9) 0.0288(8) -0.0005(7) 0.0129(7) -0.0061(7) C54 0.0495(10) 0.0437(10) 0.0498(11) -0.0150(8) 0.0233(9) -0.0012(8) C64 0.0336(8) 0.0503(11) 0.0477(10) -0.0127(8) 0.0146(8) 0.0022(8) C74 0.0662(13) 0.0470(11) 0.0363(10) -0.0043(8) 0.0136(9) -0.0087(10) F14 0.1565(15) 0.0577(8) 0.0535(8) 0.0030(6) -0.0028(9) -0.0518(9) F24 0.0710(8) 0.0761(9) 0.0560(8) -0.0096(7) -0.0102(6) -0.0105(7) F34 0.1003(12) 0.1506(16) 0.0689(9) -0.0675(10) 0.0349(9) -0.0272(11) _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 N11 1.9595(12) . ? Fe1 N21 1.9680(12) . ? Fe1 S1 2.2642(5) . ? N11 C21 1.3407(19) . ? N11 C12 1.4374(18) . ? N21 C41 1.334(2) . ? N21 C13 1.4392(19) . ? C11 C81 1.522(3) . ? C11 C71 1.539(3) . ? C11 C61 1.546(2) . ? C11 C21 1.562(2) . ? C21 C31 1.399(2) . ? C31 C41 1.408(2) . ? C31 H31A 0.9500 . ? C41 C51 1.556(2) . ? C51 C101 1.533(3) . ? C51 C111 1.535(3) . ? C51 C91 1.551(3) . ? C61 H61A 0.9800 . ? C61 H61B 0.9800 . ? C61 H61C 0.9800 . ? C71 H71A 0.9800 . ? C71 H71B 0.9800 . ? C71 H71C 0.9800 . ? C81 H81A 0.9800 . ? C81 H81B 0.9800 . ? C81 H81C 0.9800 . ? C91 H91A 0.9800 . ? C91 H91B 0.9800 . ? C91 H91C 0.9800 . ? C101 H10A 0.9800 . ? C101 H10B 0.9800 . ? C101 H10C 0.9800 . ? C111 H11A 0.9800 . ? C111 H11B 0.9800 . ? C111 H11C 0.9800 . ? C12 C22 1.407(2) . ? C12 C62 1.408(2) . ? C22 C32 1.389(2) . ? C22 C72 1.527(2) . ? C32 C42 1.385(3) . ? C32 H32A 0.9500 . ? C42 C52 1.368(3) . ? C42 H42A 0.9500 . ? C52 C62 1.398(2) . ? C52 H52A 0.9500 . ? C62 C102 1.517(2) . ? C72 C92 1.516(3) . ? C72 C82 1.519(2) . ? C72 H72A 1.0000 . ? C82 H82A 0.9800 . ? C82 H82B 0.9800 . ? C82 H82C 0.9800 . ? C92 H92A 0.9800 . ? C92 H92B 0.9800 . ? C92 H92C 0.9800 . ? C102 C122 1.529(3) . ? C102 C112 1.542(3) . ? C102 H10D 1.0000 . ? C112 H11D 0.9800 . ? C112 H11E 0.9800 . ? C112 H11F 0.9800 . ? C122 H12A 0.9800 . ? C122 H12B 0.9800 . ? C122 H12C 0.9800 . ? C13 C63 1.408(2) . ? C13 C23 1.411(2) . ? C23 C33 1.393(2) . ? C23 C73 1.525(2) . ? C33 C43 1.374(3) . ? C33 H33A 0.9500 . ? C43 C53 1.384(3) . ? C43 H43A 0.9500 . ? C53 C63 1.391(2) . ? C53 H53A 0.9500 . ? C63 C103 1.527(2) . ? C73 C93 1.531(3) . ? C73 C83 1.536(3) . ? C73 H73A 1.0000 . ? C83 H83A 0.9800 . ? C83 H83B 0.9800 . ? C83 H83C 0.9800 . ? C93 H93A 0.9800 . ? C93 H93B 0.9800 . ? C93 H93C 0.9800 . ? C103 C113 1.530(3) . ? C103 C123 1.534(3) . ? C103 H10E 1.0000 . ? C113 H11G 0.9800 . ? C113 H11H 0.9800 . ? C113 H11I 0.9800 . ? C123 H12D 0.9800 . ? C123 H12E 0.9800 . ? C123 H12F 0.9800 . ? S1 C14 1.7672(16) . ? C14 C64 1.390(2) . ? C14 C24 1.392(2) . ? C24 C34 1.382(2) . ? C24 H24A 0.9500 . ? C34 C44 1.382(2) . ? C34 H34A 0.9500 . ? C44 C54 1.379(2) . ? C44 C74 1.489(2) . ? C54 C64 1.381(2) . ? C54 H54A 0.9500 . ? C64 H64A 0.9500 . ? C74 F34 1.321(2) . ? C74 F14 1.321(2) . ? C74 F24 1.324(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 N11 Fe1 N21 94.94(5) . . ? N11 Fe1 S1 146.97(4) . . ? N21 Fe1 S1 117.13(4) . . ? C21 N11 C12 127.81(13) . . ? C21 N11 Fe1 125.41(10) . . ? C12 N11 Fe1 106.78(9) . . ? C41 N21 C13 127.98(13) . . ? C41 N21 Fe1 125.80(10) . . ? C13 N21 Fe1 106.18(9) . . ? C81 C11 C71 107.24(16) . . ? C81 C11 C61 106.51(15) . . ? C71 C11 C61 109.09(16) . . ? C81 C11 C21 117.20(14) . . ? C71 C11 C21 107.29(14) . . ? C61 C11 C21 109.31(14) . . ? N11 C21 C31 120.80(14) . . ? N11 C21 C11 125.26(14) . . ? C31 C21 C11 113.90(13) . . ? C21 C31 C41 132.82(14) . . ? C21 C31 H31A 113.6 . . ? C41 C31 H31A 113.6 . . ? N21 C41 C31 120.22(14) . . ? N21 C41 C51 125.90(14) . . ? C31 C41 C51 113.88(14) . . ? C101 C51 C111 106.38(16) . . ? C101 C51 C91 109.16(19) . . ? C111 C51 C91 107.15(17) . . ? C101 C51 C41 108.59(15) . . ? C111 C51 C41 117.03(15) . . ? C91 C51 C41 108.34(15) . . ? C11 C61 H61A 109.5 . . ? C11 C61 H61B 109.5 . . ? H61A C61 H61B 109.5 . . ? C11 C61 H61C 109.5 . . ? H61A C61 H61C 109.5 . . ? H61B C61 H61C 109.5 . . ? C11 C71 H71A 109.5 . . ? C11 C71 H71B 109.5 . . ? H71A C71 H71B 109.5 . . ? C11 C71 H71C 109.5 . . ? H71A C71 H71C 109.5 . . ? H71B C71 H71C 109.5 . . ? C11 C81 H81A 109.5 . . ? C11 C81 H81B 109.5 . . ? H81A C81 H81B 109.5 . . ? C11 C81 H81C 109.5 . . ? H81A C81 H81C 109.5 . . ? H81B C81 H81C 109.5 . . ? C51 C91 H91A 109.5 . . ? C51 C91 H91B 109.5 . . ? H91A C91 H91B 109.5 . . ? C51 C91 H91C 109.5 . . ? H91A C91 H91C 109.5 . . ? H91B C91 H91C 109.5 . . ? C51 C101 H10A 109.5 . . ? C51 C101 H10B 109.5 . . ? H10A C101 H10B 109.5 . . ? C51 C101 H10C 109.5 . . ? H10A C101 H10C 109.5 . . ? H10B C101 H10C 109.5 . . ? C51 C111 H11A 109.5 . . ? C51 C111 H11B 109.5 . . ? H11A C111 H11B 109.5 . . ? C51 C111 H11C 109.5 . . ? H11A C111 H11C 109.5 . . ? H11B C111 H11C 109.5 . . ? C22 C12 C62 121.24(14) . . ? C22 C12 N11 119.29(13) . . ? C62 C12 N11 118.98(14) . . ? C32 C22 C12 118.18(15) . . ? C32 C22 C72 121.22(15) . . ? C12 C22 C72 120.58(14) . . ? C42 C32 C22 121.04(17) . . ? C42 C32 H32A 119.5 . . ? C22 C32 H32A 119.5 . . ? C52 C42 C32 120.27(17) . . ? C52 C42 H42A 119.9 . . ? C32 C42 H42A 119.9 . . ? C42 C52 C62 121.41(16) . . ? C42 C52 H52A 119.3 . . ? C62 C52 H52A 119.3 . . ? C52 C62 C12 117.82(15) . . ? C52 C62 C102 120.13(15) . . ? C12 C62 C102 122.06(15) . . ? C92 C72 C82 109.93(17) . . ? C92 C72 C22 109.73(14) . . ? C82 C72 C22 113.89(14) . . ? C92 C72 H72A 107.7 . . ? C82 C72 H72A 107.7 . . ? C22 C72 H72A 107.7 . . ? C72 C82 H82A 109.5 . . ? C72 C82 H82B 109.5 . . ? H82A C82 H82B 109.5 . . ? C72 C82 H82C 109.5 . . ? H82A C82 H82C 109.5 . . ? H82B C82 H82C 109.5 . . ? C72 C92 H92A 109.5 . . ? C72 C92 H92B 109.5 . . ? H92A C92 H92B 109.5 . . ? C72 C92 H92C 109.5 . . ? H92A C92 H92C 109.5 . . ? H92B C92 H92C 109.5 . . ? C62 C102 C122 111.98(16) . . ? C62 C102 C112 110.56(16) . . ? C122 C102 C112 109.99(16) . . ? C62 C102 H10D 108.1 . . ? C122 C102 H10D 108.1 . . ? C112 C102 H10D 108.1 . . ? C102 C112 H11D 109.5 . . ? C102 C112 H11E 109.5 . . ? H11D C112 H11E 109.5 . . ? C102 C112 H11F 109.5 . . ? H11D C112 H11F 109.5 . . ? H11E C112 H11F 109.5 . . ? C102 C122 H12A 109.5 . . ? C102 C122 H12B 109.5 . . ? H12A C122 H12B 109.5 . . ? C102 C122 H12C 109.5 . . ? H12A C122 H12C 109.5 . . ? H12B C122 H12C 109.5 . . ? C63 C13 C23 120.93(15) . . ? C63 C13 N21 119.60(14) . . ? C23 C13 N21 118.87(14) . . ? C33 C23 C13 118.04(15) . . ? C33 C23 C73 119.27(16) . . ? C13 C23 C73 122.69(15) . . ? C43 C33 C23 121.70(17) . . ? C43 C33 H33A 119.1 . . ? C23 C33 H33A 119.1 . . ? C33 C43 C53 119.63(16) . . ? C33 C43 H43A 120.2 . . ? C53 C43 H43A 120.2 . . ? C43 C53 C63 121.49(16) . . ? C43 C53 H53A 119.3 . . ? C63 C53 H53A 119.3 . . ? C53 C63 C13 118.17(16) . . ? C53 C63 C103 119.99(15) . . ? C13 C63 C103 121.83(15) . . ? C23 C73 C93 111.56(16) . . ? C23 C73 C83 111.34(17) . . ? C93 C73 C83 109.89(18) . . ? C23 C73 H73A 108.0 . . ? C93 C73 H73A 108.0 . . ? C83 C73 H73A 108.0 . . ? C73 C83 H83A 109.5 . . ? C73 C83 H83B 109.5 . . ? H83A C83 H83B 109.5 . . ? C73 C83 H83C 109.5 . . ? H83A C83 H83C 109.5 . . ? H83B C83 H83C 109.5 . . ? C73 C93 H93A 109.5 . . ? C73 C93 H93B 109.5 . . ? H93A C93 H93B 109.5 . . ? C73 C93 H93C 109.5 . . ? H93A C93 H93C 109.5 . . ? H93B C93 H93C 109.5 . . ? C63 C103 C113 111.07(15) . . ? C63 C103 C123 112.77(17) . . ? C113 C103 C123 108.84(17) . . ? C63 C103 H10E 108.0 . . ? C113 C103 H10E 108.0 . . ? C123 C103 H10E 108.0 . . ? C103 C113 H11G 109.5 . . ? C103 C113 H11H 109.5 . . ? H11G C113 H11H 109.5 . . ? C103 C113 H11I 109.5 . . ? H11G C113 H11I 109.5 . . ? H11H C113 H11I 109.5 . . ? C103 C123 H12D 109.5 . . ? C103 C123 H12E 109.5 . . ? H12D C123 H12E 109.5 . . ? C103 C123 H12F 109.5 . . ? H12D C123 H12F 109.5 . . ? H12E C123 H12F 109.5 . . ? C14 S1 Fe1 114.70(5) . . ? C64 C14 C24 118.42(15) . . ? C64 C14 S1 117.20(12) . . ? C24 C14 S1 124.38(13) . . ? C34 C24 C14 120.44(16) . . ? C34 C24 H24A 119.8 . . ? C14 C24 H24A 119.8 . . ? C44 C34 C24 120.56(16) . . ? C44 C34 H34A 119.7 . . ? C24 C34 H34A 119.7 . . ? C54 C44 C34 119.39(15) . . ? C54 C44 C74 119.33(17) . . ? C34 C44 C74 121.27(17) . . ? C44 C54 C64 120.33(16) . . ? C44 C54 H54A 119.8 . . ? C64 C54 H54A 119.8 . . ? C54 C64 C14 120.85(16) . . ? C54 C64 H64A 119.6 . . ? C14 C64 H64A 119.6 . . ? F34 C74 F14 106.39(19) . . ? F34 C74 F24 103.90(17) . . ? F14 C74 F24 105.88(18) . . ? F34 C74 C44 112.61(17) . . ? F14 C74 C44 113.46(15) . . ? F24 C74 C44 113.80(17) . . ? 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 N21 Fe1 N11 C21 0.17(13) . . . . ? S1 Fe1 N11 C21 -166.44(9) . . . . ? N21 Fe1 N11 C12 -179.39(9) . . . . ? S1 Fe1 N11 C12 14.01(14) . . . . ? N11 Fe1 N21 C41 -0.23(13) . . . . ? S1 Fe1 N21 C41 171.62(11) . . . . ? N11 Fe1 N21 C13 -178.01(10) . . . . ? S1 Fe1 N21 C13 -6.17(11) . . . . ? C12 N11 C21 C31 179.23(14) . . . . ? Fe1 N11 C21 C31 -0.2(2) . . . . ? C12 N11 C21 C11 -3.2(2) . . . . ? Fe1 N11 C21 C11 177.30(11) . . . . ? C81 C11 C21 N11 7.6(2) . . . . ? C71 C11 C21 N11 -113.02(18) . . . . ? C61 C11 C21 N11 128.82(17) . . . . ? C81 C11 C21 C31 -174.76(16) . . . . ? C71 C11 C21 C31 64.65(19) . . . . ? C61 C11 C21 C31 -53.51(19) . . . . ? N11 C21 C31 C41 0.3(3) . . . . ? C11 C21 C31 C41 -177.45(17) . . . . ? C13 N21 C41 C31 177.64(15) . . . . ? Fe1 N21 C41 C31 0.3(2) . . . . ? C13 N21 C41 C51 -2.8(3) . . . . ? Fe1 N21 C41 C51 179.87(12) . . . . ? C21 C31 C41 N21 -0.4(3) . . . . ? C21 C31 C41 C51 -179.98(17) . . . . ? N21 C41 C51 C101 -121.2(2) . . . . ? C31 C41 C51 C101 58.3(2) . . . . ? N21 C41 C51 C111 -0.9(2) . . . . ? C31 C41 C51 C111 178.69(16) . . . . ? N21 C41 C51 C91 120.32(19) . . . . ? C31 C41 C51 C91 -60.1(2) . . . . ? C21 N11 C12 C22 -89.38(19) . . . . ? Fe1 N11 C12 C22 90.15(14) . . . . ? C21 N11 C12 C62 98.61(18) . . . . ? Fe1 N11 C12 C62 -81.85(14) . . . . ? C62 C12 C22 C32 -2.5(2) . . . . ? N11 C12 C22 C32 -174.33(14) . . . . ? C62 C12 C22 C72 175.95(14) . . . . ? N11 C12 C22 C72 4.1(2) . . . . ? C12 C22 C32 C42 1.4(3) . . . . ? C72 C22 C32 C42 -177.08(17) . . . . ? C22 C32 C42 C52 0.3(3) . . . . ? C32 C42 C52 C62 -1.0(3) . . . . ? C42 C52 C62 C12 -0.1(3) . . . . ? C42 C52 C62 C102 -179.94(18) . . . . ? C22 C12 C62 C52 1.9(2) . . . . ? N11 C12 C62 C52 173.74(14) . . . . ? C22 C12 C62 C102 -178.28(15) . . . . ? N11 C12 C62 C102 -6.4(2) . . . . ? C32 C22 C72 C92 92.4(2) . . . . ? C12 C22 C72 C92 -86.0(2) . . . . ? C32 C22 C72 C82 -31.3(2) . . . . ? C12 C22 C72 C82 150.28(17) . . . . ? C52 C62 C102 C122 57.9(2) . . . . ? C12 C62 C102 C122 -121.94(18) . . . . ? C52 C62 C102 C112 -65.2(2) . . . . ? C12 C62 C102 C112 115.02(18) . . . . ? C41 N21 C13 C63 -86.57(19) . . . . ? Fe1 N21 C13 C63 91.15(14) . . . . ? C41 N21 C13 C23 102.19(19) . . . . ? Fe1 N21 C13 C23 -80.09(14) . . . . ? C63 C13 C23 C33 2.4(2) . . . . ? N21 C13 C23 C33 173.53(14) . . . . ? C63 C13 C23 C73 -177.74(15) . . . . ? N21 C13 C23 C73 -6.6(2) . . . . ? C13 C23 C33 C43 -1.1(3) . . . . ? C73 C23 C33 C43 179.08(17) . . . . ? C23 C33 C43 C53 -0.4(3) . . . . ? C33 C43 C53 C63 0.6(3) . . . . ? C43 C53 C63 C13 0.7(2) . . . . ? C43 C53 C63 C103 -178.52(16) . . . . ? C23 C13 C63 C53 -2.2(2) . . . . ? N21 C13 C63 C53 -173.29(14) . . . . ? C23 C13 C63 C103 176.97(15) . . . . ? N21 C13 C63 C103 5.9(2) . . . . ? C33 C23 C73 C93 65.4(2) . . . . ? C13 C23 C73 C93 -114.43(19) . . . . ? C33 C23 C73 C83 -57.8(2) . . . . ? C13 C23 C73 C83 122.40(18) . . . . ? C53 C63 C103 C113 74.6(2) . . . . ? C13 C63 C103 C113 -104.5(2) . . . . ? C53 C63 C103 C123 -47.8(2) . . . . ? C13 C63 C103 C123 132.97(18) . . . . ? N11 Fe1 S1 C14 -42.51(10) . . . . ? N21 Fe1 S1 C14 152.52(8) . . . . ? Fe1 S1 C14 C64 -149.78(12) . . . . ? Fe1 S1 C14 C24 30.81(17) . . . . ? C64 C14 C24 C34 0.8(3) . . . . ? S1 C14 C24 C34 -179.78(14) . . . . ? C14 C24 C34 C44 -0.4(3) . . . . ? C24 C34 C44 C54 -0.4(3) . . . . ? C24 C34 C44 C74 178.17(17) . . . . ? C34 C44 C54 C64 0.6(3) . . . . ? C74 C44 C54 C64 -177.95(17) . . . . ? C44 C54 C64 C14 -0.1(3) . . . . ? C24 C14 C64 C54 -0.6(3) . . . . ? S1 C14 C64 C54 179.98(15) . . . . ? C54 C44 C74 F34 -42.0(3) . . . . ? C34 C44 C74 F34 139.5(2) . . . . ? C54 C44 C74 F14 78.9(2) . . . . ? C34 C44 C74 F14 -99.6(2) . . . . ? C54 C44 C74 F24 -159.91(17) . . . . ? C34 C44 C74 F24 21.6(3) . . . . ? _diffrn_measured_fraction_theta_max 0.960 _diffrn_reflns_theta_full 27.10 _diffrn_measured_fraction_theta_full 0.960 _refine_diff_density_max 0.482 _refine_diff_density_min -0.400 _refine_diff_density_rms 0.040 #===END data_holjs31 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common holjs31 _chemical_melting_point ? _chemical_formula_moiety 'C41 H60 Cl Fe N3' _chemical_formula_sum 'C41 H60 Cl Fe N3' _chemical_formula_weight 686.22 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' 'Cl' 'Cl' 0.1484 0.1585 '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 1 21/c 1' 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 17.8275(12) _cell_length_b 12.4028(8) _cell_length_c 18.0459(12) _cell_angle_alpha 90.00 _cell_angle_beta 98.227(1) _cell_angle_gamma 90.00 _cell_volume 3949.1(5) _cell_formula_units_Z 4 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 7486 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 26.94 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.154 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1480 _exptl_absorpt_coefficient_mu 0.480 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8239 _exptl_absorpt_correction_T_max 0.9447 _exptl_absorpt_process_details 'SADABS (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens SMART CCD Platform' _diffrn_measurement_method 'area detector, \w scans per \f' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25022 _diffrn_reflns_av_R_equivalents 0.0317 _diffrn_reflns_av_sigmaI/netI 0.1422 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.15 _diffrn_reflns_theta_max 27.87 _reflns_number_total 9292 _reflns_number_gt 5231 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2003)' _computing_cell_refinement 'SAINT (Bruker, 2003)' _computing_data_reduction 'SAINT (Bruker, 2003)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Bruker, 2000)' _computing_publication_material 'SHELXTL (Bruker, 2000)' _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 [0.00000+1.00000exp(1.50(sin\q/\l)^2^)]/ [\s^2^(Fo^2^)+0.0000+0.0000*P+(0.0150P)^2^+0.0000sin\q/\l] where P = 0.33333Fo^2^ + 0.66667Fc^2^ ; _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 9292 _refine_ls_number_parameters 430 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1287 _refine_ls_R_factor_gt 0.0478 _refine_ls_wR_factor_ref 0.0991 _refine_ls_wR_factor_gt 0.0817 _refine_ls_goodness_of_fit_ref 0.990 _refine_ls_restrained_S_all 0.990 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.70947(2) 0.10748(3) 0.75958(2) 0.02387(10) Uani 1 1 d . . . Cl1 Cl 0.61951(4) 0.13115(6) 0.66069(4) 0.0464(2) Uani 1 1 d . . . N11 N 0.73295(11) -0.03695(15) 0.80817(11) 0.0213(5) Uani 1 1 d . . . N21 N 0.81752(11) 0.15028(15) 0.75471(12) 0.0217(5) Uani 1 1 d . . . C11 C 0.82488(14) -0.1585(2) 0.89617(15) 0.0271(6) Uani 1 1 d . . . C21 C 0.80036(14) -0.05598(19) 0.84757(14) 0.0222(6) Uani 1 1 d . . . C31 C 0.85941(14) 0.02129(19) 0.85067(14) 0.0238(6) Uani 1 1 d . . . H31A H 0.8985 0.0106 0.8917 0.029 Uiso 1 1 calc R . . C41 C 0.87234(13) 0.1104(2) 0.80588(14) 0.0230(6) Uani 1 1 d . . . C51 C 0.95370(14) 0.1599(2) 0.82685(15) 0.0281(6) Uani 1 1 d . . . C61 C 0.89911(16) -0.2047(2) 0.87444(19) 0.0489(9) Uani 1 1 d . . . H61A H 0.9142 -0.2685 0.9050 0.073 Uiso 1 1 calc R . . H61B H 0.9391 -0.1500 0.8831 0.073 Uiso 1 1 calc R . . H61C H 0.8911 -0.2249 0.8214 0.073 Uiso 1 1 calc R . . C71 C 0.83892(18) -0.1236(2) 0.97851(16) 0.0471(8) Uani 1 1 d . . . H71A H 0.8508 -0.1871 1.0104 0.071 Uiso 1 1 calc R . . H71B H 0.7934 -0.0884 0.9916 0.071 Uiso 1 1 calc R . . H71C H 0.8816 -0.0730 0.9862 0.071 Uiso 1 1 calc R . . C81 C 0.77017(16) -0.2546(2) 0.89219(17) 0.0387(8) Uani 1 1 d . . . H81A H 0.7940 -0.3137 0.9231 0.058 Uiso 1 1 calc R . . H81B H 0.7581 -0.2788 0.8402 0.058 Uiso 1 1 calc R . . H81C H 0.7235 -0.2327 0.9108 0.058 Uiso 1 1 calc R . . C91 C 0.97821(15) 0.2493(2) 0.77664(16) 0.0362(7) Uani 1 1 d . . . H91A H 1.0283 0.2761 0.7981 0.054 Uiso 1 1 calc R . . H91B H 0.9415 0.3085 0.7733 0.054 Uiso 1 1 calc R . . H91C H 0.9804 0.2204 0.7265 0.054 Uiso 1 1 calc R . . C101 C 0.95621(16) 0.2100(2) 0.90466(16) 0.0435(8) Uani 1 1 d . . . H10A H 1.0056 0.2442 0.9195 0.065 Uiso 1 1 calc R . . H10B H 0.9486 0.1536 0.9409 0.065 Uiso 1 1 calc R . . H10C H 0.9161 0.2642 0.9035 0.065 Uiso 1 1 calc R . . C111 C 1.01452(15) 0.0709(2) 0.82994(18) 0.0481(9) Uani 1 1 d . . . H11A H 1.0650 0.1039 0.8376 0.072 Uiso 1 1 calc R . . H11B H 1.0077 0.0306 0.7827 0.072 Uiso 1 1 calc R . . H11C H 1.0096 0.0217 0.8714 0.072 Uiso 1 1 calc R . . C12 C 0.67314(14) -0.1166(2) 0.79535(15) 0.0266(6) Uani 1 1 d . . . C22 C 0.66869(15) -0.1843(2) 0.73270(16) 0.0309(7) Uani 1 1 d . . . C32 C 0.61515(17) -0.2665(2) 0.72563(18) 0.0445(8) Uani 1 1 d . . . H32A H 0.6129 -0.3150 0.6846 0.053 Uiso 1 1 calc R . . C42 C 0.56522(17) -0.2794(3) 0.7767(2) 0.0520(9) Uani 1 1 d . . . H42A H 0.5315 -0.3391 0.7730 0.062 Uiso 1 1 calc R . . C52 C 0.56473(16) -0.2053(2) 0.83293(19) 0.0460(9) Uani 1 1 d . . . H52A H 0.5273 -0.2106 0.8653 0.055 Uiso 1 1 calc R . . C62 C 0.61765(15) -0.1225(2) 0.84384(16) 0.0335(7) Uani 1 1 d . . . C72 C 0.71885(16) -0.1699(2) 0.67204(16) 0.0358(7) Uani 1 1 d . . . H72A H 0.7499 -0.1034 0.6841 0.043 Uiso 1 1 calc R . . C82 C 0.77325(19) -0.2641(3) 0.6690(2) 0.0627(10) Uani 1 1 d . . . H82A H 0.8026 -0.2752 0.7186 0.094 Uiso 1 1 calc R . . H82B H 0.8078 -0.2482 0.6328 0.094 Uiso 1 1 calc R . . H82C H 0.7444 -0.3295 0.6536 0.094 Uiso 1 1 calc R . . C92 C 0.67038(19) -0.1528(3) 0.59569(17) 0.0558(9) Uani 1 1 d . . . H92A H 0.6416 -0.0856 0.5965 0.084 Uiso 1 1 calc R . . H92B H 0.6352 -0.2134 0.5850 0.084 Uiso 1 1 calc R . . H92C H 0.7033 -0.1485 0.5567 0.084 Uiso 1 1 calc R . . C102 C 0.61319(16) -0.0405(2) 0.90536(17) 0.0402(8) Uani 1 1 d . . . H10D H 0.6588 0.0071 0.9081 0.048 Uiso 1 1 calc R . . C112 C 0.6127(2) -0.0910(3) 0.98322(19) 0.0657(11) Uani 1 1 d . . . H11D H 0.6576 -0.1367 0.9957 0.099 Uiso 1 1 calc R . . H11E H 0.5669 -0.1348 0.9829 0.099 Uiso 1 1 calc R . . H11F H 0.6132 -0.0337 1.0207 0.099 Uiso 1 1 calc R . . C122 C 0.54261(17) 0.0304(2) 0.8852(2) 0.0610(11) Uani 1 1 d . . . H12A H 0.5428 0.0615 0.8353 0.091 Uiso 1 1 calc R . . H12B H 0.5430 0.0885 0.9221 0.091 Uiso 1 1 calc R . . H12C H 0.4970 -0.0136 0.8853 0.091 Uiso 1 1 calc R . . C13 C 0.83189(14) 0.21750(19) 0.69327(15) 0.0244(6) Uani 1 1 d . . . C23 C 0.80953(15) 0.3267(2) 0.69036(16) 0.0319(7) Uani 1 1 d . . . C33 C 0.82553(16) 0.3898(2) 0.63075(17) 0.0417(8) Uani 1 1 d . . . H33A H 0.8112 0.4636 0.6286 0.050 Uiso 1 1 calc R . . C43 C 0.86166(18) 0.3475(2) 0.57494(18) 0.0458(8) Uani 1 1 d . . . H43A H 0.8739 0.3924 0.5358 0.055 Uiso 1 1 calc R . . C53 C 0.87988(17) 0.2400(2) 0.57625(17) 0.0410(8) Uani 1 1 d . . . H53A H 0.9036 0.2109 0.5368 0.049 Uiso 1 1 calc R . . C63 C 0.86451(15) 0.1727(2) 0.63382(15) 0.0293(7) Uani 1 1 d . . . C73 C 0.77021(17) 0.3795(2) 0.75008(18) 0.0439(8) Uani 1 1 d . . . H73A H 0.7587 0.3217 0.7854 0.053 Uiso 1 1 calc R . . C83 C 0.69462(18) 0.4292(3) 0.7151(2) 0.0651(11) Uani 1 1 d . . . H83A H 0.6623 0.3731 0.6890 0.098 Uiso 1 1 calc R . . H83B H 0.7040 0.4854 0.6794 0.098 Uiso 1 1 calc R . . H83C H 0.6692 0.4609 0.7546 0.098 Uiso 1 1 calc R . . C93 C 0.8196(2) 0.4634(3) 0.7956(2) 0.0643(11) Uani 1 1 d . . . H93A H 0.8660 0.4289 0.8205 0.096 Uiso 1 1 calc R . . H93B H 0.7917 0.4947 0.8334 0.096 Uiso 1 1 calc R . . H93C H 0.8330 0.5204 0.7622 0.096 Uiso 1 1 calc R . . C103 C 0.88245(17) 0.0528(2) 0.62760(16) 0.0372(8) Uani 1 1 d . . . H10E H 0.8751 0.0172 0.6758 0.045 Uiso 1 1 calc R . . C113 C 0.8269(2) 0.0031(2) 0.56528(19) 0.0599(10) Uani 1 1 d . . . H11G H 0.7749 0.0182 0.5741 0.090 Uiso 1 1 calc R . . H11H H 0.8348 -0.0751 0.5644 0.090 Uiso 1 1 calc R . . H11I H 0.8350 0.0341 0.5171 0.090 Uiso 1 1 calc R . . C123 C 0.96402(18) 0.0316(2) 0.61361(19) 0.0561(10) Uani 1 1 d . . . H12D H 0.9737 -0.0462 0.6149 0.084 Uiso 1 1 calc R . . H12E H 0.9994 0.0672 0.6525 0.084 Uiso 1 1 calc R . . H12F H 0.9710 0.0603 0.5644 0.084 Uiso 1 1 calc R . . N14 N 0.67291(13) 0.20608(17) 0.84481(14) 0.0329(6) Uani 1 1 d . . . C14 C 0.61524(17) 0.2751(2) 0.83113(19) 0.0446(8) Uani 1 1 d . . . H14A H 0.5868 0.2772 0.7824 0.053 Uiso 1 1 calc R . . C24 C 0.59465(19) 0.3463(2) 0.8874(2) 0.0519(10) Uani 1 1 d . . . C34 C 0.6354(2) 0.3364(3) 0.9572(2) 0.0667(11) Uani 1 1 d . . . H34A H 0.6224 0.3807 0.9964 0.080 Uiso 1 1 calc R . . C44 C 0.6930(2) 0.2665(3) 0.9725(2) 0.0664(11) Uani 1 1 d . . . H44A H 0.7204 0.2608 1.0215 0.080 Uiso 1 1 calc R . . C54 C 0.71115(18) 0.2036(3) 0.91489(19) 0.0466(8) Uani 1 1 d . . . H54A H 0.7529 0.1557 0.9250 0.056 Uiso 1 1 calc R . . C64 C 0.5340(2) 0.4259(3) 0.8683(2) 0.0853(13) Uani 1 1 d . . . H64A H 0.5184 0.4547 0.9143 0.128 Uiso 1 1 calc R . . H64B H 0.4905 0.3913 0.8381 0.128 Uiso 1 1 calc R . . H64C H 0.5526 0.4849 0.8396 0.128 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 0.0208(2) 0.02362(19) 0.0274(2) 0.0024(2) 0.00419(15) 0.00263(18) Cl1 0.0397(5) 0.0553(5) 0.0401(5) 0.0011(4) -0.0082(4) 0.0079(4) N11 0.0202(12) 0.0216(11) 0.0231(12) 0.0007(10) 0.0067(10) 0.0005(9) N21 0.0234(12) 0.0189(11) 0.0238(13) 0.0031(10) 0.0065(10) -0.0001(9) C11 0.0268(15) 0.0267(14) 0.0282(16) 0.0040(13) 0.0052(12) 0.0035(12) C21 0.0246(15) 0.0240(13) 0.0191(14) -0.0026(12) 0.0068(12) 0.0025(12) C31 0.0208(14) 0.0315(15) 0.0184(14) 0.0023(12) 0.0005(11) 0.0024(12) C41 0.0209(13) 0.0254(13) 0.0242(14) -0.0051(13) 0.0077(11) 0.0007(12) C51 0.0240(15) 0.0318(15) 0.0289(17) -0.0009(13) 0.0046(12) -0.0044(12) C61 0.0375(19) 0.0381(18) 0.074(3) 0.0129(18) 0.0179(17) 0.0128(15) C71 0.070(2) 0.0377(18) 0.0321(18) 0.0119(15) 0.0033(16) -0.0009(16) C81 0.0414(18) 0.0271(15) 0.047(2) 0.0146(15) 0.0053(15) 0.0038(13) C91 0.0276(16) 0.0457(18) 0.0357(18) 0.0017(15) 0.0056(14) -0.0123(14) C101 0.046(2) 0.052(2) 0.0310(19) -0.0058(16) 0.0017(15) -0.0195(16) C111 0.0250(17) 0.051(2) 0.068(2) 0.0087(18) 0.0075(16) -0.0003(15) C12 0.0238(14) 0.0223(13) 0.0341(16) 0.0056(13) 0.0051(12) -0.0002(12) C22 0.0286(16) 0.0281(15) 0.0357(18) -0.0038(13) 0.0037(14) -0.0028(12) C32 0.044(2) 0.0358(17) 0.052(2) -0.0077(16) 0.0005(17) -0.0096(15) C42 0.038(2) 0.0411(19) 0.076(3) 0.004(2) 0.0055(19) -0.0179(16) C52 0.0282(18) 0.0470(19) 0.066(2) 0.0120(19) 0.0164(17) -0.0063(15) C62 0.0261(15) 0.0311(16) 0.0443(18) 0.0084(15) 0.0090(13) 0.0044(13) C72 0.0405(18) 0.0316(16) 0.0354(18) -0.0077(14) 0.0063(14) -0.0056(14) C82 0.070(3) 0.063(2) 0.060(3) 0.001(2) 0.028(2) 0.019(2) C92 0.065(2) 0.058(2) 0.043(2) -0.0114(18) 0.0052(18) -0.0079(19) C102 0.0363(18) 0.0410(18) 0.048(2) 0.0053(16) 0.0223(16) 0.0028(14) C112 0.084(3) 0.068(2) 0.052(2) 0.012(2) 0.037(2) 0.013(2) C122 0.047(2) 0.049(2) 0.093(3) 0.011(2) 0.034(2) 0.0123(17) C13 0.0217(14) 0.0233(14) 0.0281(16) 0.0032(12) 0.0036(12) -0.0025(11) C23 0.0304(16) 0.0253(15) 0.0412(19) 0.0056(14) 0.0086(14) -0.0002(12) C33 0.0464(19) 0.0241(14) 0.056(2) 0.0126(17) 0.0126(16) 0.0018(15) C43 0.061(2) 0.0369(18) 0.042(2) 0.0187(16) 0.0151(17) -0.0033(16) C53 0.055(2) 0.0397(18) 0.0316(18) 0.0062(15) 0.0161(16) -0.0015(15) C63 0.0338(17) 0.0263(15) 0.0285(17) 0.0029(13) 0.0065(13) -0.0008(13) C73 0.051(2) 0.0230(16) 0.064(2) 0.0073(16) 0.0304(17) 0.0038(14) C83 0.054(2) 0.0416(19) 0.108(3) 0.015(2) 0.039(2) 0.0132(17) C93 0.082(3) 0.042(2) 0.074(3) -0.013(2) 0.031(2) 0.0045(19) C103 0.056(2) 0.0295(16) 0.0295(18) 0.0039(14) 0.0181(15) 0.0009(15) C113 0.084(3) 0.0400(19) 0.056(2) -0.0094(18) 0.010(2) -0.0108(19) C123 0.069(3) 0.0427(19) 0.063(2) -0.0027(18) 0.028(2) 0.0140(18) N14 0.0291(14) 0.0295(13) 0.0432(16) -0.0001(12) 0.0157(12) 0.0006(11) C14 0.0421(19) 0.0348(17) 0.061(2) 0.0054(17) 0.0224(17) 0.0036(15) C24 0.041(2) 0.0345(18) 0.086(3) 0.003(2) 0.028(2) 0.0124(16) C34 0.077(3) 0.068(3) 0.056(3) -0.018(2) 0.013(2) 0.001(2) C44 0.064(3) 0.075(3) 0.060(3) -0.020(2) 0.011(2) 0.005(2) C54 0.046(2) 0.050(2) 0.045(2) -0.0109(18) 0.0106(17) -0.0028(16) C64 0.066(3) 0.077(3) 0.113(4) -0.005(3) 0.012(3) 0.021(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 Fe1 N11 2.0120(19) . ? Fe1 N21 2.012(2) . ? Fe1 N14 2.138(2) . ? Fe1 Cl1 2.2413(8) . ? N11 C21 1.327(3) . ? N11 C12 1.447(3) . ? N21 C41 1.340(3) . ? N21 C13 1.439(3) . ? C11 C71 1.533(4) . ? C11 C81 1.536(3) . ? C11 C61 1.543(3) . ? C11 C21 1.570(3) . ? C21 C31 1.419(3) . ? C31 C41 1.407(3) . ? C31 H31A 0.9500 . ? C41 C51 1.571(3) . ? C51 C101 1.530(4) . ? C51 C91 1.535(3) . ? C51 C111 1.542(4) . ? C61 H61A 0.9800 . ? C61 H61B 0.9800 . ? C61 H61C 0.9800 . ? C71 H71A 0.9800 . ? C71 H71B 0.9800 . ? C71 H71C 0.9800 . ? C81 H81A 0.9800 . ? C81 H81B 0.9800 . ? C81 H81C 0.9800 . ? C91 H91A 0.9800 . ? C91 H91B 0.9800 . ? C91 H91C 0.9800 . ? C101 H10A 0.9800 . ? C101 H10B 0.9800 . ? C101 H10C 0.9800 . ? C111 H11A 0.9800 . ? C111 H11B 0.9800 . ? C111 H11C 0.9800 . ? C12 C22 1.402(3) . ? C12 C62 1.413(3) . ? C22 C32 1.390(4) . ? C22 C72 1.520(4) . ? C32 C42 1.379(4) . ? C32 H32A 0.9500 . ? C42 C52 1.370(4) . ? C42 H42A 0.9500 . ? C52 C62 1.389(4) . ? C52 H52A 0.9500 . ? C62 C102 1.516(4) . ? C72 C82 1.524(4) . ? C72 C92 1.533(4) . ? C72 H72A 1.0000 . ? C82 H82A 0.9800 . ? C82 H82B 0.9800 . ? C82 H82C 0.9800 . ? C92 H92A 0.9800 . ? C92 H92B 0.9800 . ? C92 H92C 0.9800 . ? C102 C122 1.536(4) . ? C102 C112 1.540(4) . ? C102 H10D 1.0000 . ? C112 H11D 0.9800 . ? C112 H11E 0.9800 . ? C112 H11F 0.9800 . ? C122 H12A 0.9800 . ? C122 H12B 0.9800 . ? C122 H12C 0.9800 . ? C13 C63 1.406(3) . ? C13 C23 1.410(3) . ? C23 C33 1.393(3) . ? C23 C73 1.516(4) . ? C33 C43 1.375(4) . ? C33 H33A 0.9500 . ? C43 C53 1.372(4) . ? C43 H43A 0.9500 . ? C53 C63 1.390(3) . ? C53 H53A 0.9500 . ? C63 C103 1.528(3) . ? C73 C93 1.525(4) . ? C73 C83 1.533(4) . ? C73 H73A 1.0000 . ? C83 H83A 0.9800 . ? C83 H83B 0.9800 . ? C83 H83C 0.9800 . ? C93 H93A 0.9800 . ? C93 H93B 0.9800 . ? C93 H93C 0.9800 . ? C103 C113 1.519(4) . ? C103 C123 1.534(4) . ? C103 H10E 1.0000 . ? C113 H11G 0.9800 . ? C113 H11H 0.9800 . ? C113 H11I 0.9800 . ? C123 H12D 0.9800 . ? C123 H12E 0.9800 . ? C123 H12F 0.9800 . ? N14 C14 1.334(3) . ? N14 C54 1.348(4) . ? C14 C24 1.433(4) . ? C14 H14A 0.9500 . ? C24 C34 1.365(5) . ? C24 C64 1.469(4) . ? C34 C44 1.342(5) . ? C34 H34A 0.9500 . ? C44 C54 1.375(4) . ? C44 H44A 0.9500 . ? C54 H54A 0.9500 . ? C64 H64A 0.9800 . ? C64 H64B 0.9800 . ? C64 H64C 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 N11 Fe1 N21 96.50(8) . . ? N11 Fe1 N14 105.16(8) . . ? N21 Fe1 N14 105.83(8) . . ? N11 Fe1 Cl1 122.97(6) . . ? N21 Fe1 Cl1 120.73(7) . . ? N14 Fe1 Cl1 103.93(7) . . ? C21 N11 C12 123.7(2) . . ? C21 N11 Fe1 120.52(17) . . ? C12 N11 Fe1 115.80(16) . . ? C41 N21 C13 123.5(2) . . ? C41 N21 Fe1 118.74(16) . . ? C13 N21 Fe1 117.62(16) . . ? C71 C11 C81 106.2(2) . . ? C71 C11 C61 108.9(2) . . ? C81 C11 C61 105.2(2) . . ? C71 C11 C21 107.8(2) . . ? C81 C11 C21 118.6(2) . . ? C61 C11 C21 109.8(2) . . ? N11 C21 C31 120.7(2) . . ? N11 C21 C11 127.0(2) . . ? C31 C21 C11 112.3(2) . . ? C41 C31 C21 133.6(2) . . ? C41 C31 H31A 113.2 . . ? C21 C31 H31A 113.2 . . ? N21 C41 C31 121.5(2) . . ? N21 C41 C51 125.4(2) . . ? C31 C41 C51 113.0(2) . . ? C101 C51 C91 105.9(2) . . ? C101 C51 C111 109.2(2) . . ? C91 C51 C111 106.3(2) . . ? C101 C51 C41 106.5(2) . . ? C91 C51 C41 118.1(2) . . ? C111 C51 C41 110.4(2) . . ? C11 C61 H61A 109.5 . . ? C11 C61 H61B 109.5 . . ? H61A C61 H61B 109.5 . . ? C11 C61 H61C 109.5 . . ? H61A C61 H61C 109.5 . . ? H61B C61 H61C 109.5 . . ? C11 C71 H71A 109.5 . . ? C11 C71 H71B 109.5 . . ? H71A C71 H71B 109.5 . . ? C11 C71 H71C 109.5 . . ? H71A C71 H71C 109.5 . . ? H71B C71 H71C 109.5 . . ? C11 C81 H81A 109.5 . . ? C11 C81 H81B 109.5 . . ? H81A C81 H81B 109.5 . . ? C11 C81 H81C 109.5 . . ? H81A C81 H81C 109.5 . . ? H81B C81 H81C 109.5 . . ? C51 C91 H91A 109.5 . . ? C51 C91 H91B 109.5 . . ? H91A C91 H91B 109.5 . . ? C51 C91 H91C 109.5 . . ? H91A C91 H91C 109.5 . . ? H91B C91 H91C 109.5 . . ? C51 C101 H10A 109.5 . . ? C51 C101 H10B 109.5 . . ? H10A C101 H10B 109.5 . . ? C51 C101 H10C 109.5 . . ? H10A C101 H10C 109.5 . . ? H10B C101 H10C 109.5 . . ? C51 C111 H11A 109.5 . . ? C51 C111 H11B 109.5 . . ? H11A C111 H11B 109.5 . . ? C51 C111 H11C 109.5 . . ? H11A C111 H11C 109.5 . . ? H11B C111 H11C 109.5 . . ? C22 C12 C62 120.3(2) . . ? C22 C12 N11 119.6(2) . . ? C62 C12 N11 120.1(2) . . ? C32 C22 C12 118.2(3) . . ? C32 C22 C72 119.2(3) . . ? C12 C22 C72 122.6(2) . . ? C42 C32 C22 121.6(3) . . ? C42 C32 H32A 119.2 . . ? C22 C32 H32A 119.2 . . ? C52 C42 C32 119.4(3) . . ? C52 C42 H42A 120.3 . . ? C32 C42 H42A 120.3 . . ? C42 C52 C62 121.6(3) . . ? C42 C52 H52A 119.2 . . ? C62 C52 H52A 119.2 . . ? C52 C62 C12 118.2(3) . . ? C52 C62 C102 119.6(2) . . ? C12 C62 C102 122.2(2) . . ? C22 C72 C82 112.3(2) . . ? C22 C72 C92 110.5(2) . . ? C82 C72 C92 110.7(3) . . ? C22 C72 H72A 107.7 . . ? C82 C72 H72A 107.7 . . ? C92 C72 H72A 107.7 . . ? C72 C82 H82A 109.5 . . ? C72 C82 H82B 109.5 . . ? H82A C82 H82B 109.5 . . ? C72 C82 H82C 109.5 . . ? H82A C82 H82C 109.5 . . ? H82B C82 H82C 109.5 . . ? C72 C92 H92A 109.5 . . ? C72 C92 H92B 109.5 . . ? H92A C92 H92B 109.5 . . ? C72 C92 H92C 109.5 . . ? H92A C92 H92C 109.5 . . ? H92B C92 H92C 109.5 . . ? C62 C102 C122 109.7(3) . . ? C62 C102 C112 113.8(2) . . ? C122 C102 C112 109.7(2) . . ? C62 C102 H10D 107.8 . . ? C122 C102 H10D 107.8 . . ? C112 C102 H10D 107.8 . . ? C102 C112 H11D 109.5 . . ? C102 C112 H11E 109.5 . . ? H11D C112 H11E 109.5 . . ? C102 C112 H11F 109.5 . . ? H11D C112 H11F 109.5 . . ? H11E C112 H11F 109.5 . . ? C102 C122 H12A 109.5 . . ? C102 C122 H12B 109.5 . . ? H12A C122 H12B 109.5 . . ? C102 C122 H12C 109.5 . . ? H12A C122 H12C 109.5 . . ? H12B C122 H12C 109.5 . . ? C63 C13 C23 119.8(2) . . ? C63 C13 N21 119.8(2) . . ? C23 C13 N21 120.3(2) . . ? C33 C23 C13 118.7(3) . . ? C33 C23 C73 118.2(2) . . ? C13 C23 C73 123.1(2) . . ? C43 C33 C23 121.4(3) . . ? C43 C33 H33A 119.3 . . ? C23 C33 H33A 119.3 . . ? C53 C43 C33 119.5(3) . . ? C53 C43 H43A 120.2 . . ? C33 C43 H43A 120.2 . . ? C43 C53 C63 121.7(3) . . ? C43 C53 H53A 119.2 . . ? C63 C53 H53A 119.2 . . ? C53 C63 C13 118.7(2) . . ? C53 C63 C103 117.6(2) . . ? C13 C63 C103 123.7(2) . . ? C23 C73 C93 112.8(2) . . ? C23 C73 C83 110.5(3) . . ? C93 C73 C83 110.7(3) . . ? C23 C73 H73A 107.5 . . ? C93 C73 H73A 107.5 . . ? C83 C73 H73A 107.5 . . ? C73 C83 H83A 109.5 . . ? C73 C83 H83B 109.5 . . ? H83A C83 H83B 109.5 . . ? C73 C83 H83C 109.5 . . ? H83A C83 H83C 109.5 . . ? H83B C83 H83C 109.5 . . ? C73 C93 H93A 109.5 . . ? C73 C93 H93B 109.5 . . ? H93A C93 H93B 109.5 . . ? C73 C93 H93C 109.5 . . ? H93A C93 H93C 109.5 . . ? H93B C93 H93C 109.5 . . ? C113 C103 C63 109.2(3) . . ? C113 C103 C123 110.0(3) . . ? C63 C103 C123 113.1(2) . . ? C113 C103 H10E 108.2 . . ? C63 C103 H10E 108.2 . . ? C123 C103 H10E 108.2 . . ? C103 C113 H11G 109.5 . . ? C103 C113 H11H 109.5 . . ? H11G C113 H11H 109.5 . . ? C103 C113 H11I 109.5 . . ? H11G C113 H11I 109.5 . . ? H11H C113 H11I 109.5 . . ? C103 C123 H12D 109.5 . . ? C103 C123 H12E 109.5 . . ? H12D C123 H12E 109.5 . . ? C103 C123 H12F 109.5 . . ? H12D C123 H12F 109.5 . . ? H12E C123 H12F 109.5 . . ? C14 N14 C54 117.5(3) . . ? C14 N14 Fe1 122.7(2) . . ? C54 N14 Fe1 119.7(2) . . ? N14 C14 C24 122.2(3) . . ? N14 C14 H14A 118.9 . . ? C24 C14 H14A 118.9 . . ? C34 C24 C14 116.2(3) . . ? C34 C24 C64 123.7(4) . . ? C14 C24 C64 120.1(4) . . ? C44 C34 C24 122.6(4) . . ? C44 C34 H34A 118.7 . . ? C24 C34 H34A 118.7 . . ? C34 C44 C54 117.8(4) . . ? C34 C44 H44A 121.1 . . ? C54 C44 H44A 121.1 . . ? N14 C54 C44 123.6(3) . . ? N14 C54 H54A 118.2 . . ? C44 C54 H54A 118.2 . . ? C24 C64 H64A 109.5 . . ? C24 C64 H64B 109.5 . . ? H64A C64 H64B 109.5 . . ? C24 C64 H64C 109.5 . . ? H64A C64 H64C 109.5 . . ? H64B C64 H64C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N21 Fe1 N11 C21 23.25(19) . . . . ? N14 Fe1 N11 C21 -85.13(19) . . . . ? Cl1 Fe1 N11 C21 156.64(16) . . . . ? N21 Fe1 N11 C12 -155.15(16) . . . . ? N14 Fe1 N11 C12 96.47(17) . . . . ? Cl1 Fe1 N11 C12 -21.76(18) . . . . ? N11 Fe1 N21 C41 -27.93(19) . . . . ? N14 Fe1 N21 C41 79.88(19) . . . . ? Cl1 Fe1 N21 C41 -162.75(16) . . . . ? N11 Fe1 N21 C13 148.45(17) . . . . ? N14 Fe1 N21 C13 -103.74(17) . . . . ? Cl1 Fe1 N21 C13 13.62(19) . . . . ? C12 N11 C21 C31 172.5(2) . . . . ? Fe1 N11 C21 C31 -5.7(3) . . . . ? C12 N11 C21 C11 -9.1(4) . . . . ? Fe1 N11 C21 C11 172.64(17) . . . . ? C71 C11 C21 N11 -112.8(3) . . . . ? C81 C11 C21 N11 7.8(4) . . . . ? C61 C11 C21 N11 128.7(3) . . . . ? C71 C11 C21 C31 65.7(3) . . . . ? C81 C11 C21 C31 -173.7(2) . . . . ? C61 C11 C21 C31 -52.8(3) . . . . ? N11 C21 C31 C41 -18.9(4) . . . . ? C11 C21 C31 C41 162.5(2) . . . . ? C13 N21 C41 C31 -160.6(2) . . . . ? Fe1 N21 C41 C31 15.5(3) . . . . ? C13 N21 C41 C51 24.0(4) . . . . ? Fe1 N21 C41 C51 -159.84(18) . . . . ? C21 C31 C41 N21 13.0(4) . . . . ? C21 C31 C41 C51 -171.1(3) . . . . ? N21 C41 C51 C101 107.9(3) . . . . ? C31 C41 C51 C101 -67.8(3) . . . . ? N21 C41 C51 C91 -11.0(4) . . . . ? C31 C41 C51 C91 173.3(2) . . . . ? N21 C41 C51 C111 -133.6(3) . . . . ? C31 C41 C51 C111 50.7(3) . . . . ? C21 N11 C12 C22 -89.5(3) . . . . ? Fe1 N11 C12 C22 88.8(2) . . . . ? C21 N11 C12 C62 93.3(3) . . . . ? Fe1 N11 C12 C62 -88.4(3) . . . . ? C62 C12 C22 C32 -8.8(4) . . . . ? N11 C12 C22 C32 174.1(2) . . . . ? C62 C12 C22 C72 170.0(3) . . . . ? N11 C12 C22 C72 -7.1(4) . . . . ? C12 C22 C32 C42 2.7(4) . . . . ? C72 C22 C32 C42 -176.2(3) . . . . ? C22 C32 C42 C52 4.5(5) . . . . ? C32 C42 C52 C62 -5.7(5) . . . . ? C42 C52 C62 C12 -0.4(4) . . . . ? C42 C52 C62 C102 178.1(3) . . . . ? C22 C12 C62 C52 7.7(4) . . . . ? N11 C12 C62 C52 -175.2(2) . . . . ? C22 C12 C62 C102 -170.7(2) . . . . ? N11 C12 C62 C102 6.4(4) . . . . ? C32 C22 C72 C82 -66.8(4) . . . . ? C12 C22 C72 C82 114.4(3) . . . . ? C32 C22 C72 C92 57.3(3) . . . . ? C12 C22 C72 C92 -121.5(3) . . . . ? C52 C62 C102 C122 -68.9(3) . . . . ? C12 C62 C102 C122 109.5(3) . . . . ? C52 C62 C102 C112 54.4(4) . . . . ? C12 C62 C102 C112 -127.2(3) . . . . ? C41 N21 C13 C63 71.0(3) . . . . ? Fe1 N21 C13 C63 -105.2(2) . . . . ? C41 N21 C13 C23 -112.6(3) . . . . ? Fe1 N21 C13 C23 71.2(3) . . . . ? C63 C13 C23 C33 -4.7(4) . . . . ? N21 C13 C23 C33 178.9(2) . . . . ? C63 C13 C23 C73 176.7(3) . . . . ? N21 C13 C23 C73 0.2(4) . . . . ? C13 C23 C33 C43 0.7(4) . . . . ? C73 C23 C33 C43 179.4(3) . . . . ? C23 C33 C43 C53 2.5(5) . . . . ? C33 C43 C53 C63 -1.7(5) . . . . ? C43 C53 C63 C13 -2.3(4) . . . . ? C43 C53 C63 C103 176.2(3) . . . . ? C23 C13 C63 C53 5.4(4) . . . . ? N21 C13 C63 C53 -178.1(2) . . . . ? C23 C13 C63 C103 -173.0(3) . . . . ? N21 C13 C63 C103 3.5(4) . . . . ? C33 C23 C73 C93 -67.1(4) . . . . ? C13 C23 C73 C93 111.6(3) . . . . ? C33 C23 C73 C83 57.4(3) . . . . ? C13 C23 C73 C83 -123.9(3) . . . . ? C53 C63 C103 C113 -70.2(3) . . . . ? C13 C63 C103 C113 108.2(3) . . . . ? C53 C63 C103 C123 52.6(4) . . . . ? C13 C63 C103 C123 -129.0(3) . . . . ? N11 Fe1 N14 C14 -139.5(2) . . . . ? N21 Fe1 N14 C14 119.0(2) . . . . ? Cl1 Fe1 N14 C14 -9.1(2) . . . . ? N11 Fe1 N14 C54 43.8(2) . . . . ? N21 Fe1 N14 C54 -57.6(2) . . . . ? Cl1 Fe1 N14 C54 174.2(2) . . . . ? C54 N14 C14 C24 1.3(4) . . . . ? Fe1 N14 C14 C24 -175.4(2) . . . . ? N14 C14 C24 C34 -2.8(5) . . . . ? N14 C14 C24 C64 175.8(3) . . . . ? C14 C24 C34 C44 1.9(5) . . . . ? C64 C24 C34 C44 -176.7(3) . . . . ? C24 C34 C44 C54 0.4(6) . . . . ? C14 N14 C54 C44 1.2(5) . . . . ? Fe1 N14 C54 C44 178.0(2) . . . . ? C34 C44 C54 N14 -2.0(5) . . . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 27.87 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.561 _refine_diff_density_min -0.333 _refine_diff_density_rms 0.045 #===END data_holjs82 _vrf_PLAT220_holjs82 ; PROBLEM: _B Large Non-Solvent C Ueq(max)/Ueq(min) ... 4.32 Ratio RESPONSE: The thermal motion of carbon atoms in a tert-butyl group are being compared with that of carbon atoms near the molecular center of mass. Additionally, the tert-butyl group is disordered. ; _vrf_PLAT222_holjs82 ; PROBLEM: _B Large Non-Solvent H Ueq(max)/Ueq(min) ... 4.87 Ratio RESPONSE: See above. ; _vrf_PLAT242_holjs82 ; PROBLEM: _B Check Low Ueq as Compared to Neighbors for C24 Check Low Ueq as Compared to Neighbors for C24' RESPONSE: It is normal for the thermal parameters of the central carbon atom in a tert-butyl group to be low with respect to the attached methyl carbon atoms. ; _vrf_PLAT860_holjs82 ; PROBLEM: _G Note: Number of Least-Squares Restraints ....... 12 RESPONSE: The tert-butylnitrile ligand is modeled as disordered over two positions (63:37). Geometric restraints and thermal constraints were applied to the model. ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common holjs82 _chemical_melting_point ? _chemical_formula_moiety 'C40 H62 Cl Fe N3' _chemical_formula_sum 'C40 H62 Cl Fe N3' _chemical_formula_weight 676.23 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' 'Cl' 'Cl' 0.1484 0.1585 '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 1 21/c 1' 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 17.3417(14) _cell_length_b 12.6697(10) _cell_length_c 18.3597(15) _cell_angle_alpha 90.00 _cell_angle_beta 98.759(2) _cell_angle_gamma 90.00 _cell_volume 3986.8(6) _cell_formula_units_Z 4 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 5040 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 27.02 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.127 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1464 _exptl_absorpt_coefficient_mu 0.474 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9111 _exptl_absorpt_correction_T_max 0.9453 _exptl_absorpt_process_details 'SADABS (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens SMART CCD Platform' _diffrn_measurement_method 'area detector, \w scans per \f' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22114 _diffrn_reflns_av_R_equivalents 0.0309 _diffrn_reflns_av_sigmaI/netI 0.0569 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.96 _diffrn_reflns_theta_max 27.10 _reflns_number_total 8455 _reflns_number_gt 5585 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2003)' _computing_cell_refinement 'SAINT (Bruker, 2003)' _computing_data_reduction 'SAINT (Bruker, 2003)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Bruker, 2000)' _computing_publication_material 'SHELXTL (Bruker, 2000)' _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^)+(0.0550P)^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 8455 _refine_ls_number_parameters 442 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0830 _refine_ls_R_factor_gt 0.0453 _refine_ls_wR_factor_ref 0.1084 _refine_ls_wR_factor_gt 0.0986 _refine_ls_goodness_of_fit_ref 0.977 _refine_ls_restrained_S_all 0.976 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.204847(17) 0.08557(2) 0.249289(16) 0.03068(10) Uani 1 1 d . A . Cl1 Cl 0.10932(4) 0.08561(6) 0.15299(4) 0.05933(19) Uani 1 1 d . . . N11 N 0.23195(9) -0.04899(13) 0.30550(9) 0.0268(4) Uani 1 1 d . . . N21 N 0.31493(9) 0.13368(14) 0.24764(9) 0.0289(4) Uani 1 1 d . . . C11 C 0.32692(12) -0.15304(18) 0.40275(12) 0.0364(5) Uani 1 1 d . . . C21 C 0.30060(12) -0.05981(16) 0.34839(11) 0.0285(5) Uani 1 1 d . . . C31 C 0.35868(12) 0.01954(17) 0.34979(11) 0.0314(5) Uani 1 1 d . . . H31A H 0.3979 0.0152 0.3919 0.038 Uiso 1 1 calc R . . C41 C 0.37074(11) 0.10276(16) 0.30265(11) 0.0295(5) Uani 1 1 d . . . C51 C 0.45291(12) 0.15577(18) 0.32305(12) 0.0365(5) Uani 1 1 d . . . C61 C 0.40709(14) -0.1947(2) 0.38894(16) 0.0620(8) Uani 1 1 d . . . H61A H 0.4464 -0.1393 0.4007 0.093 Uiso 1 1 calc R . . H61B H 0.4041 -0.2150 0.3371 0.093 Uiso 1 1 calc R . . H61C H 0.4216 -0.2563 0.4203 0.093 Uiso 1 1 calc R . . C71 C 0.33433(17) -0.1095(2) 0.48138(13) 0.0564(7) Uani 1 1 d . . . H71A H 0.3758 -0.0563 0.4888 0.085 Uiso 1 1 calc R . . H71B H 0.3471 -0.1672 0.5167 0.085 Uiso 1 1 calc R . . H71C H 0.2848 -0.0772 0.4889 0.085 Uiso 1 1 calc R . . C81 C 0.27441(14) -0.25119(19) 0.39980(14) 0.0480(6) Uani 1 1 d . . . H81A H 0.2994 -0.3045 0.4342 0.072 Uiso 1 1 calc R . . H81B H 0.2664 -0.2800 0.3497 0.072 Uiso 1 1 calc R . . H81C H 0.2239 -0.2316 0.4136 0.072 Uiso 1 1 calc R . . C91 C 0.45391(15) 0.2079(2) 0.39912(13) 0.0545(7) Uani 1 1 d . . . H91A H 0.4103 0.2575 0.3968 0.082 Uiso 1 1 calc R . . H91B H 0.5032 0.2459 0.4129 0.082 Uiso 1 1 calc R . . H91C H 0.4489 0.1533 0.4360 0.082 Uiso 1 1 calc R . . C101 C 0.47479(13) 0.2434(2) 0.27181(13) 0.0459(6) Uani 1 1 d . . . H10A H 0.4346 0.2985 0.2668 0.069 Uiso 1 1 calc R . . H10B H 0.4785 0.2135 0.2232 0.069 Uiso 1 1 calc R . . H10C H 0.5252 0.2741 0.2928 0.069 Uiso 1 1 calc R . . C111 C 0.51770(13) 0.0708(2) 0.32892(15) 0.0508(7) Uani 1 1 d . . . H11A H 0.5123 0.0299 0.2831 0.076 Uiso 1 1 calc R . . H11B H 0.5129 0.0235 0.3702 0.076 Uiso 1 1 calc R . . H11C H 0.5689 0.1051 0.3372 0.076 Uiso 1 1 calc R . . C12 C 0.17209(11) -0.12976(17) 0.29490(11) 0.0307(5) Uani 1 1 d . . . C22 C 0.11361(12) -0.13210(19) 0.34048(12) 0.0385(5) Uani 1 1 d . . . C32 C 0.06061(14) -0.2154(2) 0.33150(14) 0.0523(7) Uani 1 1 d . . . H32A H 0.0214 -0.2190 0.3623 0.063 Uiso 1 1 calc R . . C42 C 0.06349(16) -0.2922(2) 0.27936(16) 0.0608(8) Uani 1 1 d . . . H42A H 0.0292 -0.3510 0.2767 0.073 Uiso 1 1 calc R . . C52 C 0.11639(16) -0.2836(2) 0.23094(15) 0.0555(7) Uani 1 1 d . . . H52A H 0.1161 -0.3347 0.1930 0.067 Uiso 1 1 calc R . . C62 C 0.17063(13) -0.20102(18) 0.23638(12) 0.0371(5) Uani 1 1 d . . . C72 C 0.10463(13) -0.0462(2) 0.39622(12) 0.0418(6) Uani 1 1 d . . . H72A H 0.1495 0.0038 0.3977 0.050 Uiso 1 1 calc R . . C82 C 0.10355(18) -0.0883(2) 0.47442(14) 0.0676(8) Uani 1 1 d . . . H82A H 0.1524 -0.1257 0.4914 0.101 Uiso 1 1 calc R . . H82B H 0.0595 -0.1368 0.4741 0.101 Uiso 1 1 calc R . . H82C H 0.0980 -0.0291 0.5077 0.101 Uiso 1 1 calc R . . C92 C 0.02910(15) 0.0146(2) 0.37003(16) 0.0621(8) Uani 1 1 d . . . H92A H 0.0305 0.0429 0.3206 0.093 Uiso 1 1 calc R . . H92B H 0.0240 0.0728 0.4041 0.093 Uiso 1 1 calc R . . H92C H -0.0156 -0.0331 0.3686 0.093 Uiso 1 1 calc R . . C102 C 0.22403(13) -0.19047(19) 0.17857(12) 0.0406(6) Uani 1 1 d . . . H10D H 0.2537 -0.1229 0.1878 0.049 Uiso 1 1 calc R . . C112 C 0.17627(16) -0.1850(3) 0.10094(14) 0.0657(8) Uani 1 1 d . . . H11D H 0.1426 -0.1224 0.0972 0.099 Uiso 1 1 calc R . . H11E H 0.1440 -0.2485 0.0919 0.099 Uiso 1 1 calc R . . H11F H 0.2117 -0.1805 0.0643 0.099 Uiso 1 1 calc R . . C122 C 0.28243(19) -0.2799(3) 0.18165(18) 0.0865(11) Uani 1 1 d . . . H12A H 0.3167 -0.2788 0.2293 0.130 Uiso 1 1 calc R . . H12B H 0.3138 -0.2715 0.1419 0.130 Uiso 1 1 calc R . . H12C H 0.2546 -0.3474 0.1758 0.130 Uiso 1 1 calc R . . C13 C 0.32815(12) 0.19707(17) 0.18545(12) 0.0326(5) Uani 1 1 d . . . C23 C 0.30080(13) 0.30208(18) 0.17934(14) 0.0428(6) Uani 1 1 d . . . C33 C 0.31118(16) 0.3594(2) 0.11692(16) 0.0621(8) Uani 1 1 d . . . H33A H 0.2934 0.4304 0.1124 0.075 Uiso 1 1 calc R . . C43 C 0.34627(17) 0.3167(2) 0.06171(16) 0.0652(8) Uani 1 1 d . . . H43A H 0.3528 0.3577 0.0198 0.078 Uiso 1 1 calc R . . C53 C 0.37179(15) 0.2141(2) 0.06770(14) 0.0521(7) Uani 1 1 d . . . H53A H 0.3958 0.1846 0.0292 0.063 Uiso 1 1 calc R . . C63 C 0.36357(12) 0.15193(18) 0.12853(12) 0.0358(5) Uani 1 1 d . . . C73 C 0.26164(14) 0.35507(19) 0.23861(15) 0.0512(7) Uani 1 1 d . . . H73A H 0.2589 0.3022 0.2785 0.061 Uiso 1 1 calc R . . C83 C 0.17777(16) 0.3871(2) 0.20710(17) 0.0688(9) Uani 1 1 d . . . H83A H 0.1485 0.3247 0.1873 0.103 Uiso 1 1 calc R . . H83B H 0.1788 0.4390 0.1677 0.103 Uiso 1 1 calc R . . H83C H 0.1525 0.4182 0.2463 0.103 Uiso 1 1 calc R . . C93 C 0.30832(19) 0.4507(2) 0.27335(19) 0.0782(10) Uani 1 1 d . . . H93A H 0.3591 0.4269 0.2990 0.117 Uiso 1 1 calc R . . H93B H 0.2793 0.4851 0.3086 0.117 Uiso 1 1 calc R . . H93C H 0.3162 0.5010 0.2346 0.117 Uiso 1 1 calc R . . C103 C 0.39153(13) 0.03806(18) 0.12987(12) 0.0374(5) Uani 1 1 d . . . H10E H 0.3877 0.0078 0.1795 0.045 Uiso 1 1 calc R . . C113 C 0.33974(17) -0.0268(2) 0.07231(15) 0.0597(7) Uani 1 1 d . . . H11G H 0.2850 -0.0173 0.0784 0.090 Uiso 1 1 calc R . . H11H H 0.3537 -0.1016 0.0784 0.090 Uiso 1 1 calc R . . H11I H 0.3471 -0.0035 0.0229 0.090 Uiso 1 1 calc R . . C123 C 0.47675(15) 0.0284(2) 0.11655(14) 0.0540(7) Uani 1 1 d . . . H12D H 0.5102 0.0722 0.1524 0.081 Uiso 1 1 calc R . . H12E H 0.4809 0.0524 0.0665 0.081 Uiso 1 1 calc R . . H12F H 0.4934 -0.0454 0.1223 0.081 Uiso 1 1 calc R . . N14 N 0.16365(11) 0.18555(17) 0.32716(11) 0.0451(5) Uani 1 1 d D . . C14 C 0.1465(19) 0.2416(18) 0.3707(10) 0.049(2) Uani 0.627(6) 1 d PD A 1 C24 C 0.1215(7) 0.3105(9) 0.4284(5) 0.0678(18) Uani 0.627(6) 1 d PD A 1 C34 C 0.1767(11) 0.4043(19) 0.4394(15) 0.121(4) Uani 0.627(6) 1 d PD A 1 H34A H 0.2306 0.3790 0.4511 0.182 Uiso 0.627(6) 1 calc PR A 1 H34B H 0.1641 0.4480 0.4800 0.182 Uiso 0.627(6) 1 calc PR A 1 H34C H 0.1711 0.4464 0.3941 0.182 Uiso 0.627(6) 1 calc PR A 1 C44 C 0.0379(4) 0.3444(8) 0.4041(6) 0.124(4) Uani 0.627(6) 1 d PD A 1 H44A H 0.0345 0.3863 0.3589 0.185 Uiso 0.627(6) 1 calc PR A 1 H44B H 0.0202 0.3869 0.4429 0.185 Uiso 0.627(6) 1 calc PR A 1 H44C H 0.0047 0.2817 0.3947 0.185 Uiso 0.627(6) 1 calc PR A 1 C54 C 0.1304(5) 0.2409(7) 0.5007(4) 0.114(3) Uani 0.627(6) 1 d PD A 1 H54A H 0.0973 0.1781 0.4919 0.171 Uiso 0.627(6) 1 calc PR A 1 H54B H 0.1144 0.2823 0.5410 0.171 Uiso 0.627(6) 1 calc PR A 1 H54C H 0.1850 0.2193 0.5141 0.171 Uiso 0.627(6) 1 calc PR A 1 C14' C 0.139(3) 0.245(3) 0.3645(18) 0.049(2) Uani 0.373(6) 1 d PD A 5 C24' C 0.1147(12) 0.3286(15) 0.4128(9) 0.0678(18) Uani 0.373(6) 1 d PD A 5 C34' C 0.1867(19) 0.386(3) 0.450(3) 0.121(4) Uani 0.373(6) 1 d PD A 5 H34D H 0.2131 0.4195 0.4123 0.182 Uiso 0.373(6) 1 calc PR A 5 H34E H 0.2221 0.3360 0.4784 0.182 Uiso 0.373(6) 1 calc PR A 5 H34F H 0.1713 0.4406 0.4829 0.182 Uiso 0.373(6) 1 calc PR A 5 C44' C 0.0558(8) 0.4016(14) 0.3686(10) 0.124(4) Uani 0.373(6) 1 d PD A 5 H44D H 0.0808 0.4394 0.3319 0.185 Uiso 0.373(6) 1 calc PR A 5 H44E H 0.0366 0.4525 0.4018 0.185 Uiso 0.373(6) 1 calc PR A 5 H44F H 0.0120 0.3600 0.3436 0.185 Uiso 0.373(6) 1 calc PR A 5 C54' C 0.0738(10) 0.2727(12) 0.4729(7) 0.114(3) Uani 0.373(6) 1 d PD A 5 H54D H 0.0580 0.3257 0.5066 0.171 Uiso 0.373(6) 1 calc PR A 5 H54E H 0.1101 0.2227 0.5007 0.171 Uiso 0.373(6) 1 calc PR A 5 H54F H 0.0276 0.2346 0.4490 0.171 Uiso 0.373(6) 1 calc PR A 5 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 0.02428(16) 0.03275(18) 0.03564(18) 0.00659(15) 0.00656(12) 0.00225(14) Cl1 0.0484(4) 0.0712(5) 0.0547(4) 0.0057(4) -0.0039(3) 0.0086(3) N11 0.0241(9) 0.0281(9) 0.0293(9) 0.0021(7) 0.0078(7) -0.0005(7) N21 0.0271(9) 0.0285(10) 0.0326(10) 0.0029(8) 0.0094(8) -0.0014(7) C11 0.0335(12) 0.0378(14) 0.0380(13) 0.0079(10) 0.0061(10) 0.0058(10) C21 0.0294(11) 0.0319(12) 0.0256(11) 0.0000(9) 0.0089(9) 0.0015(9) C31 0.0290(11) 0.0391(13) 0.0251(11) 0.0005(9) 0.0008(9) -0.0027(10) C41 0.0248(10) 0.0326(13) 0.0320(12) -0.0054(9) 0.0071(9) -0.0020(9) C51 0.0287(11) 0.0427(14) 0.0381(13) -0.0051(10) 0.0056(10) -0.0096(10) C61 0.0432(15) 0.0544(18) 0.091(2) 0.0201(16) 0.0176(15) 0.0164(13) C71 0.0724(19) 0.0591(19) 0.0350(14) 0.0147(12) -0.0003(13) -0.0002(14) C81 0.0509(15) 0.0391(14) 0.0532(15) 0.0189(12) 0.0056(12) 0.0022(12) C91 0.0533(16) 0.0635(18) 0.0466(15) -0.0125(13) 0.0070(13) -0.0230(14) C101 0.0377(13) 0.0484(16) 0.0528(15) -0.0058(12) 0.0107(11) -0.0169(12) C111 0.0289(12) 0.0590(18) 0.0634(17) 0.0016(13) 0.0037(12) -0.0040(12) C12 0.0270(11) 0.0284(12) 0.0364(12) 0.0066(10) 0.0044(9) -0.0022(9) C22 0.0310(12) 0.0442(14) 0.0417(13) 0.0120(11) 0.0096(10) -0.0012(11) C32 0.0401(14) 0.0615(18) 0.0590(17) 0.0116(14) 0.0193(13) -0.0140(13) C42 0.0562(17) 0.0537(18) 0.074(2) -0.0001(15) 0.0141(15) -0.0293(14) C52 0.0603(17) 0.0459(17) 0.0608(17) -0.0104(13) 0.0109(14) -0.0181(13) C62 0.0344(12) 0.0348(13) 0.0422(13) 0.0006(11) 0.0066(10) -0.0054(10) C72 0.0370(13) 0.0496(15) 0.0419(14) 0.0082(11) 0.0159(11) 0.0051(11) C82 0.074(2) 0.085(2) 0.0504(16) 0.0145(15) 0.0342(15) 0.0110(17) C92 0.0441(15) 0.065(2) 0.080(2) 0.0077(15) 0.0194(15) 0.0095(14) C102 0.0413(13) 0.0392(14) 0.0422(14) -0.0080(11) 0.0094(11) -0.0028(11) C112 0.0604(18) 0.091(2) 0.0469(16) -0.0159(15) 0.0108(14) -0.0204(16) C122 0.086(2) 0.091(3) 0.089(2) 0.018(2) 0.037(2) 0.040(2) C13 0.0271(11) 0.0320(13) 0.0391(12) 0.0062(10) 0.0060(10) -0.0036(9) C23 0.0369(12) 0.0316(13) 0.0627(16) 0.0072(11) 0.0171(12) 0.0003(10) C33 0.0675(18) 0.0373(16) 0.088(2) 0.0284(15) 0.0331(17) 0.0122(14) C43 0.0728(19) 0.0559(19) 0.074(2) 0.0350(15) 0.0351(17) 0.0112(15) C53 0.0567(16) 0.0522(17) 0.0529(16) 0.0158(13) 0.0253(13) 0.0061(13) C63 0.0346(12) 0.0361(14) 0.0381(13) 0.0069(10) 0.0098(10) -0.0004(10) C73 0.0485(15) 0.0297(14) 0.0812(19) 0.0016(13) 0.0281(14) 0.0036(12) C83 0.0535(17) 0.058(2) 0.100(2) 0.0065(17) 0.0269(17) 0.0167(14) C93 0.077(2) 0.0424(17) 0.122(3) -0.0174(17) 0.038(2) -0.0053(15) C103 0.0429(13) 0.0368(13) 0.0344(13) 0.0021(10) 0.0120(11) 0.0024(11) C113 0.0683(19) 0.0508(18) 0.0592(17) -0.0036(14) 0.0066(15) -0.0070(15) C123 0.0507(15) 0.0491(17) 0.0652(18) -0.0014(13) 0.0181(14) 0.0092(13) N14 0.0417(11) 0.0480(13) 0.0486(13) 0.0037(10) 0.0160(10) 0.0032(10) C14 0.034(6) 0.070(2) 0.044(3) -0.010(2) 0.007(4) -0.002(2) C24 0.052(3) 0.095(4) 0.059(4) -0.041(3) 0.015(3) -0.010(2) C34 0.077(5) 0.132(9) 0.156(8) -0.094(6) 0.023(4) -0.029(6) C44 0.052(4) 0.153(10) 0.166(10) -0.095(8) 0.022(4) 0.022(5) C54 0.122(6) 0.165(7) 0.062(4) -0.043(4) 0.032(4) -0.018(6) C14' 0.034(6) 0.070(2) 0.044(3) -0.010(2) 0.007(4) -0.002(2) C24' 0.052(3) 0.095(4) 0.059(4) -0.041(3) 0.015(3) -0.010(2) C34' 0.077(5) 0.132(9) 0.156(8) -0.094(6) 0.023(4) -0.029(6) C44' 0.052(4) 0.153(10) 0.166(10) -0.095(8) 0.022(4) 0.022(5) C54' 0.122(6) 0.165(7) 0.062(4) -0.043(4) 0.032(4) -0.018(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 N21 2.0086(16) . ? Fe1 N11 2.0111(16) . ? Fe1 N14 2.114(2) . ? Fe1 Cl1 2.2313(7) . ? N11 C21 1.331(3) . ? N11 C12 1.450(3) . ? N21 C41 1.346(3) . ? N21 C13 1.443(3) . ? C11 C71 1.532(3) . ? C11 C81 1.537(3) . ? C11 C61 1.544(3) . ? C11 C21 1.569(3) . ? C21 C31 1.421(3) . ? C31 C41 1.400(3) . ? C31 H31A 0.9500 . ? C41 C51 1.568(3) . ? C51 C101 1.540(3) . ? C51 C91 1.542(3) . ? C51 C111 1.548(3) . ? C61 H61A 0.9800 . ? C61 H61B 0.9800 . ? C61 H61C 0.9800 . ? C71 H71A 0.9800 . ? C71 H71B 0.9800 . ? C71 H71C 0.9800 . ? C81 H81A 0.9800 . ? C81 H81B 0.9800 . ? C81 H81C 0.9800 . ? C91 H91A 0.9800 . ? C91 H91B 0.9800 . ? C91 H91C 0.9800 . ? C101 H10A 0.9800 . ? C101 H10B 0.9800 . ? C101 H10C 0.9800 . ? C111 H11A 0.9800 . ? C111 H11B 0.9800 . ? C111 H11C 0.9800 . ? C12 C62 1.401(3) . ? C12 C22 1.410(3) . ? C22 C32 1.392(3) . ? C22 C72 1.518(3) . ? C32 C42 1.372(4) . ? C32 H32A 0.9500 . ? C42 C52 1.376(4) . ? C42 H42A 0.9500 . ? C52 C62 1.400(3) . ? C52 H52A 0.9500 . ? C62 C102 1.517(3) . ? C72 C92 1.532(3) . ? C72 C82 1.534(3) . ? C72 H72A 1.0000 . ? C82 H82A 0.9800 . ? C82 H82B 0.9800 . ? C82 H82C 0.9800 . ? C92 H92A 0.9800 . ? C92 H92B 0.9800 . ? C92 H92C 0.9800 . ? C102 C122 1.515(4) . ? C102 C112 1.537(3) . ? C102 H10D 1.0000 . ? C112 H11D 0.9800 . ? C112 H11E 0.9800 . ? C112 H11F 0.9800 . ? C122 H12A 0.9800 . ? C122 H12B 0.9800 . ? C122 H12C 0.9800 . ? C13 C23 1.411(3) . ? C13 C63 1.411(3) . ? C23 C33 1.392(3) . ? C23 C73 1.524(3) . ? C33 C43 1.371(4) . ? C33 H33A 0.9500 . ? C43 C53 1.372(4) . ? C43 H43A 0.9500 . ? C53 C63 1.391(3) . ? C53 H53A 0.9500 . ? C63 C103 1.521(3) . ? C73 C83 1.536(4) . ? C73 C93 1.541(4) . ? C73 H73A 1.0000 . ? C83 H83A 0.9800 . ? C83 H83B 0.9800 . ? C83 H83C 0.9800 . ? C93 H93A 0.9800 . ? C93 H93B 0.9800 . ? C93 H93C 0.9800 . ? C103 C113 1.520(3) . ? C103 C123 1.539(3) . ? C103 H10E 1.0000 . ? C113 H11G 0.9800 . ? C113 H11H 0.9800 . ? C113 H11I 0.9800 . ? C123 H12D 0.9800 . ? C123 H12E 0.9800 . ? C123 H12F 0.9800 . ? N14 C14 1.143(8) . ? N14 C14' 1.145(11) . ? C14 C24 1.486(8) . ? C24 C44 1.514(9) . ? C24 C34 1.520(10) . ? C24 C54 1.582(9) . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? C44 H44A 0.9800 . ? C44 H44B 0.9800 . ? C44 H44C 0.9800 . ? C54 H54A 0.9800 . ? C54 H54B 0.9800 . ? C54 H54C 0.9800 . ? C14' C24' 1.483(12) . ? C24' C34' 1.515(14) . ? C24' C44' 1.518(14) . ? C24' C54' 1.569(15) . ? C34' H34D 0.9800 . ? C34' H34E 0.9800 . ? C34' H34F 0.9800 . ? C44' H44D 0.9800 . ? C44' H44E 0.9800 . ? C44' H44F 0.9800 . ? C54' H54D 0.9800 . ? C54' H54E 0.9800 . ? C54' H54F 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 N21 Fe1 N11 96.70(7) . . ? N21 Fe1 N14 104.37(7) . . ? N11 Fe1 N14 103.74(7) . . ? N21 Fe1 Cl1 125.50(5) . . ? N11 Fe1 Cl1 119.61(5) . . ? N14 Fe1 Cl1 104.43(6) . . ? C21 N11 C12 124.38(17) . . ? C21 N11 Fe1 120.60(13) . . ? C12 N11 Fe1 115.02(13) . . ? C41 N21 C13 124.96(16) . . ? C41 N21 Fe1 118.47(13) . . ? C13 N21 Fe1 116.55(12) . . ? C71 C11 C81 106.77(19) . . ? C71 C11 C61 109.2(2) . . ? C81 C11 C61 105.1(2) . . ? C71 C11 C21 107.63(18) . . ? C81 C11 C21 118.25(18) . . ? C61 C11 C21 109.58(18) . . ? N11 C21 C31 120.38(18) . . ? N11 C21 C11 126.98(18) . . ? C31 C21 C11 112.62(18) . . ? C41 C31 C21 133.96(19) . . ? C41 C31 H31A 113.0 . . ? C21 C31 H31A 113.0 . . ? N21 C41 C31 121.67(18) . . ? N21 C41 C51 125.30(18) . . ? C31 C41 C51 112.99(18) . . ? C101 C51 C91 105.95(19) . . ? C101 C51 C111 107.49(18) . . ? C91 C51 C111 109.1(2) . . ? C101 C51 C41 117.54(18) . . ? C91 C51 C41 106.50(17) . . ? C111 C51 C41 110.00(18) . . ? C11 C61 H61A 109.5 . . ? C11 C61 H61B 109.5 . . ? H61A C61 H61B 109.5 . . ? C11 C61 H61C 109.5 . . ? H61A C61 H61C 109.5 . . ? H61B C61 H61C 109.5 . . ? C11 C71 H71A 109.5 . . ? C11 C71 H71B 109.5 . . ? H71A C71 H71B 109.5 . . ? C11 C71 H71C 109.5 . . ? H71A C71 H71C 109.5 . . ? H71B C71 H71C 109.5 . . ? C11 C81 H81A 109.5 . . ? C11 C81 H81B 109.5 . . ? H81A C81 H81B 109.5 . . ? C11 C81 H81C 109.5 . . ? H81A C81 H81C 109.5 . . ? H81B C81 H81C 109.5 . . ? C51 C91 H91A 109.5 . . ? C51 C91 H91B 109.5 . . ? H91A C91 H91B 109.5 . . ? C51 C91 H91C 109.5 . . ? H91A C91 H91C 109.5 . . ? H91B C91 H91C 109.5 . . ? C51 C101 H10A 109.5 . . ? C51 C101 H10B 109.5 . . ? H10A C101 H10B 109.5 . . ? C51 C101 H10C 109.5 . . ? H10A C101 H10C 109.5 . . ? H10B C101 H10C 109.5 . . ? C51 C111 H11A 109.5 . . ? C51 C111 H11B 109.5 . . ? H11A C111 H11B 109.5 . . ? C51 C111 H11C 109.5 . . ? H11A C111 H11C 109.5 . . ? H11B C111 H11C 109.5 . . ? C62 C12 C22 120.7(2) . . ? C62 C12 N11 119.14(18) . . ? C22 C12 N11 120.02(19) . . ? C32 C22 C12 117.8(2) . . ? C32 C22 C72 119.3(2) . . ? C12 C22 C72 122.8(2) . . ? C42 C32 C22 121.8(2) . . ? C42 C32 H32A 119.1 . . ? C22 C32 H32A 119.1 . . ? C32 C42 C52 119.6(2) . . ? C32 C42 H42A 120.2 . . ? C52 C42 H42A 120.2 . . ? C42 C52 C62 121.3(2) . . ? C42 C52 H52A 119.3 . . ? C62 C52 H52A 119.3 . . ? C52 C62 C12 118.0(2) . . ? C52 C62 C102 119.4(2) . . ? C12 C62 C102 122.57(19) . . ? C22 C72 C92 108.6(2) . . ? C22 C72 C82 113.5(2) . . ? C92 C72 C82 109.7(2) . . ? C22 C72 H72A 108.3 . . ? C92 C72 H72A 108.3 . . ? C82 C72 H72A 108.3 . . ? C72 C82 H82A 109.5 . . ? C72 C82 H82B 109.5 . . ? H82A C82 H82B 109.5 . . ? C72 C82 H82C 109.5 . . ? H82A C82 H82C 109.5 . . ? H82B C82 H82C 109.5 . . ? C72 C92 H92A 109.5 . . ? C72 C92 H92B 109.5 . . ? H92A C92 H92B 109.5 . . ? C72 C92 H92C 109.5 . . ? H92A C92 H92C 109.5 . . ? H92B C92 H92C 109.5 . . ? C122 C102 C62 112.6(2) . . ? C122 C102 C112 109.3(2) . . ? C62 C102 C112 110.65(19) . . ? C122 C102 H10D 108.0 . . ? C62 C102 H10D 108.0 . . ? C112 C102 H10D 108.0 . . ? C102 C112 H11D 109.5 . . ? C102 C112 H11E 109.5 . . ? H11D C112 H11E 109.5 . . ? C102 C112 H11F 109.5 . . ? H11D C112 H11F 109.5 . . ? H11E C112 H11F 109.5 . . ? C102 C122 H12A 109.5 . . ? C102 C122 H12B 109.5 . . ? H12A C122 H12B 109.5 . . ? C102 C122 H12C 109.5 . . ? H12A C122 H12C 109.5 . . ? H12B C122 H12C 109.5 . . ? C23 C13 C63 120.1(2) . . ? C23 C13 N21 119.71(19) . . ? C63 C13 N21 120.01(19) . . ? C33 C23 C13 118.3(2) . . ? C33 C23 C73 119.1(2) . . ? C13 C23 C73 122.7(2) . . ? C43 C33 C23 122.0(2) . . ? C43 C33 H33A 119.0 . . ? C23 C33 H33A 119.0 . . ? C33 C43 C53 119.3(2) . . ? C33 C43 H43A 120.4 . . ? C53 C43 H43A 120.4 . . ? C43 C53 C63 121.9(2) . . ? C43 C53 H53A 119.0 . . ? C63 C53 H53A 119.0 . . ? C53 C63 C13 118.3(2) . . ? C53 C63 C103 118.6(2) . . ? C13 C63 C103 123.09(19) . . ? C23 C73 C83 110.3(2) . . ? C23 C73 C93 112.3(2) . . ? C83 C73 C93 110.8(2) . . ? C23 C73 H73A 107.7 . . ? C83 C73 H73A 107.7 . . ? C93 C73 H73A 107.7 . . ? C73 C83 H83A 109.5 . . ? C73 C83 H83B 109.5 . . ? H83A C83 H83B 109.5 . . ? C73 C83 H83C 109.5 . . ? H83A C83 H83C 109.5 . . ? H83B C83 H83C 109.5 . . ? C73 C93 H93A 109.5 . . ? C73 C93 H93B 109.5 . . ? H93A C93 H93B 109.5 . . ? C73 C93 H93C 109.5 . . ? H93A C93 H93C 109.5 . . ? H93B C93 H93C 109.5 . . ? C113 C103 C63 110.4(2) . . ? C113 C103 C123 109.1(2) . . ? C63 C103 C123 112.58(19) . . ? C113 C103 H10E 108.2 . . ? C63 C103 H10E 108.2 . . ? C123 C103 H10E 108.2 . . ? C103 C113 H11G 109.5 . . ? C103 C113 H11H 109.5 . . ? H11G C113 H11H 109.5 . . ? C103 C113 H11I 109.5 . . ? H11G C113 H11I 109.5 . . ? H11H C113 H11I 109.5 . . ? C103 C123 H12D 109.5 . . ? C103 C123 H12E 109.5 . . ? H12D C123 H12E 109.5 . . ? C103 C123 H12F 109.5 . . ? H12D C123 H12F 109.5 . . ? H12E C123 H12F 109.5 . . ? C14 N14 Fe1 175.4(18) . . ? C14' N14 Fe1 174(2) . . ? N14 C14 C24 177(3) . . ? C14 C24 C44 109.0(10) . . ? C14 C24 C34 107.9(10) . . ? C44 C24 C34 111.9(10) . . ? C14 C24 C54 105.6(10) . . ? C44 C24 C54 111.8(7) . . ? C34 C24 C54 110.2(9) . . ? N14 C14' C24' 173(5) . . ? C14' C24' C34' 109.2(17) . . ? C14' C24' C44' 110.1(16) . . ? C34' C24' C44' 112.8(17) . . ? C14' C24' C54' 107.1(18) . . ? C34' C24' C54' 109.4(17) . . ? C44' C24' C54' 108.1(12) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N21 Fe1 N11 C21 23.17(16) . . . . ? N14 Fe1 N11 C21 -83.44(16) . . . . ? Cl1 Fe1 N11 C21 160.84(13) . . . . ? N21 Fe1 N11 C12 -156.57(14) . . . . ? N14 Fe1 N11 C12 96.82(14) . . . . ? Cl1 Fe1 N11 C12 -18.90(15) . . . . ? N11 Fe1 N21 C41 -27.79(16) . . . . ? N14 Fe1 N21 C41 78.28(16) . . . . ? Cl1 Fe1 N21 C41 -161.80(13) . . . . ? N11 Fe1 N21 C13 150.47(15) . . . . ? N14 Fe1 N21 C13 -103.46(15) . . . . ? Cl1 Fe1 N21 C13 16.45(17) . . . . ? C12 N11 C21 C31 173.75(18) . . . . ? Fe1 N11 C21 C31 -6.0(3) . . . . ? C12 N11 C21 C11 -8.1(3) . . . . ? Fe1 N11 C21 C11 172.15(15) . . . . ? C71 C11 C21 N11 -111.4(2) . . . . ? C81 C11 C21 N11 9.6(3) . . . . ? C61 C11 C21 N11 130.0(2) . . . . ? C71 C11 C21 C31 66.9(2) . . . . ? C81 C11 C21 C31 -172.2(2) . . . . ? C61 C11 C21 C31 -51.8(3) . . . . ? N11 C21 C31 C41 -18.1(4) . . . . ? C11 C21 C31 C41 163.5(2) . . . . ? C13 N21 C41 C31 -162.3(2) . . . . ? Fe1 N21 C41 C31 15.8(3) . . . . ? C13 N21 C41 C51 20.0(3) . . . . ? Fe1 N21 C41 C51 -161.92(15) . . . . ? C21 C31 C41 N21 12.2(4) . . . . ? C21 C31 C41 C51 -169.8(2) . . . . ? N21 C41 C51 C101 -6.1(3) . . . . ? C31 C41 C51 C101 175.99(19) . . . . ? N21 C41 C51 C91 112.4(2) . . . . ? C31 C41 C51 C91 -65.5(2) . . . . ? N21 C41 C51 C111 -129.5(2) . . . . ? C31 C41 C51 C111 52.6(2) . . . . ? C21 N11 C12 C62 -91.8(2) . . . . ? Fe1 N11 C12 C62 87.9(2) . . . . ? C21 N11 C12 C22 91.9(3) . . . . ? Fe1 N11 C12 C22 -88.4(2) . . . . ? C62 C12 C22 C32 8.1(3) . . . . ? N11 C12 C22 C32 -175.7(2) . . . . ? C62 C12 C22 C72 -169.6(2) . . . . ? N11 C12 C22 C72 6.6(3) . . . . ? C12 C22 C32 C42 -1.2(4) . . . . ? C72 C22 C32 C42 176.6(2) . . . . ? C22 C32 C42 C52 -4.7(4) . . . . ? C32 C42 C52 C62 3.8(4) . . . . ? C42 C52 C62 C12 3.0(4) . . . . ? C42 C52 C62 C102 -175.8(2) . . . . ? C22 C12 C62 C52 -8.9(3) . . . . ? N11 C12 C62 C52 174.8(2) . . . . ? C22 C12 C62 C102 169.8(2) . . . . ? N11 C12 C62 C102 -6.5(3) . . . . ? C32 C22 C72 C92 -66.5(3) . . . . ? C12 C22 C72 C92 111.2(2) . . . . ? C32 C22 C72 C82 55.8(3) . . . . ? C12 C22 C72 C82 -126.6(2) . . . . ? C52 C62 C102 C122 -67.6(3) . . . . ? C12 C62 C102 C122 113.7(3) . . . . ? C52 C62 C102 C112 55.1(3) . . . . ? C12 C62 C102 C112 -123.6(2) . . . . ? C41 N21 C13 C23 -110.1(2) . . . . ? Fe1 N21 C13 C23 71.8(2) . . . . ? C41 N21 C13 C63 74.2(3) . . . . ? Fe1 N21 C13 C63 -103.93(19) . . . . ? C63 C13 C23 C33 -1.2(3) . . . . ? N21 C13 C23 C33 -176.9(2) . . . . ? C63 C13 C23 C73 179.6(2) . . . . ? N21 C13 C23 C73 3.9(3) . . . . ? C13 C23 C33 C43 0.5(4) . . . . ? C73 C23 C33 C43 179.7(3) . . . . ? C23 C33 C43 C53 0.3(5) . . . . ? C33 C43 C53 C63 -0.4(4) . . . . ? C43 C53 C63 C13 -0.3(4) . . . . ? C43 C53 C63 C103 178.4(2) . . . . ? C23 C13 C63 C53 1.1(3) . . . . ? N21 C13 C63 C53 176.8(2) . . . . ? C23 C13 C63 C103 -177.5(2) . . . . ? N21 C13 C63 C103 -1.8(3) . . . . ? C33 C23 C73 C83 62.1(3) . . . . ? C13 C23 C73 C83 -118.7(3) . . . . ? C33 C23 C73 C93 -62.0(3) . . . . ? C13 C23 C73 C93 117.1(3) . . . . ? C53 C63 C103 C113 -68.9(3) . . . . ? C13 C63 C103 C113 109.8(2) . . . . ? C53 C63 C103 C123 53.3(3) . . . . ? C13 C63 C103 C123 -128.0(2) . . . . ? N21 Fe1 N14 C14 -13(15) . . . . ? N11 Fe1 N14 C14 88(15) . . . . ? Cl1 Fe1 N14 C14 -146(15) . . . . ? N21 Fe1 N14 C14' 97(32) . . . . ? N11 Fe1 N14 C14' -162(32) . . . . ? Cl1 Fe1 N14 C14' -36(32) . . . . ? Fe1 N14 C14 C24 -136(44) . . . . ? N14 C14 C24 C44 -71(49) . . . . ? N14 C14 C24 C34 168(49) . . . . ? N14 C14 C24 C54 50(49) . . . . ? Fe1 N14 C14' C24' -88(47) . . . . ? N14 C14' C24' C34' -22(30) . . . . ? N14 C14' C24' C44' 102(30) . . . . ? N14 C14' C24' C54' -140(29) . . . . ? _diffrn_measured_fraction_theta_max 0.961 _diffrn_reflns_theta_full 27.10 _diffrn_measured_fraction_theta_full 0.961 _refine_diff_density_max 0.417 _refine_diff_density_min -0.348 _refine_diff_density_rms 0.045 #===END data_holkc01 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common holkc01 _chemical_melting_point ? _chemical_formula_moiety 'C44 H65 Fe N3 O S' _chemical_formula_sum 'C44 H65 Fe N3 O S' _chemical_formula_weight 739.90 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' '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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.3921(12) _cell_length_b 12.4143(14) _cell_length_c 17.392(2) _cell_angle_alpha 102.907(2) _cell_angle_beta 99.220(2) _cell_angle_gamma 94.130(2) _cell_volume 2145.2(4) _cell_formula_units_Z 2 _cell_measurement_temperature 100.0(1) _cell_measurement_reflns_used 4032 _cell_measurement_theta_min 2.44 _cell_measurement_theta_max 33.20 _exptl_crystal_description block _exptl_crystal_colour orange-red _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.145 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 800 _exptl_absorpt_coefficient_mu 0.434 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9029 _exptl_absorpt_correction_T_max 0.9661 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2007)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100.0(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX II CCD Platform' _diffrn_measurement_method 'area detector, \w scans per \f' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 38477 _diffrn_reflns_av_R_equivalents 0.0416 _diffrn_reflns_av_sigmaI/netI 0.0569 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.69 _diffrn_reflns_theta_max 32.03 _reflns_number_total 14800 _reflns_number_gt 10709 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2006)' _computing_cell_refinement 'SAINT (Bruker, 2006)' _computing_data_reduction 'SAINT (Bruker, 2006)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Bruker, 2000)' _computing_publication_material 'SHELXTL (Bruker, 2000)' _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^)+(0.0468P)^2^+0.2516P] 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 14800 _refine_ls_number_parameters 467 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0684 _refine_ls_R_factor_gt 0.0431 _refine_ls_wR_factor_ref 0.1057 _refine_ls_wR_factor_gt 0.0949 _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_restrained_S_all 1.010 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.763566(19) 0.699924(15) 0.709171(11) 0.01465(5) Uani 1 1 d . . . S1 S 0.92761(4) 0.64889(3) 0.63986(2) 0.02300(8) Uani 1 1 d . . . O15 O 0.58276(9) 0.62670(8) 0.64197(6) 0.0200(2) Uani 1 1 d . . . N11 N 0.76218(11) 0.64013(9) 0.80786(7) 0.0159(2) Uani 1 1 d . . . N21 N 0.71988(10) 0.85293(9) 0.75928(6) 0.0144(2) Uani 1 1 d . . . N15 N 0.36961(12) 0.57373(11) 0.64368(8) 0.0268(3) Uani 1 1 d . . . C11 C 0.66206(15) 0.63246(13) 0.93352(9) 0.0239(3) Uani 1 1 d . . . C12 C 0.84229(14) 0.55080(11) 0.81104(8) 0.0177(3) Uani 1 1 d . . . C13 C 0.74516(13) 0.92988(10) 0.71136(8) 0.0162(2) Uani 1 1 d . . . C14 C 0.91390(14) 0.69209(12) 0.54885(9) 0.0212(3) Uani 1 1 d . . . C15 C 0.48697(14) 0.62628(12) 0.67671(9) 0.0218(3) Uani 1 1 d . . . H15A H 0.4994 0.6668 0.7311 0.026 Uiso 1 1 calc R . . C21 C 0.69867(13) 0.68661(11) 0.86563(8) 0.0172(3) Uani 1 1 d . . . C22 C 0.79569(15) 0.44121(11) 0.76661(8) 0.0209(3) Uani 1 1 d . . . C23 C 0.87572(14) 0.97558(11) 0.71711(8) 0.0199(3) Uani 1 1 d . . . C24 C 0.83094(17) 0.76806(13) 0.52900(9) 0.0299(3) Uani 1 1 d . . . H24A H 0.7818 0.8036 0.5670 0.036 Uiso 1 1 calc R . . C25 C 0.34024(16) 0.51019(15) 0.56082(10) 0.0345(4) Uani 1 1 d . . . H25A H 0.4184 0.5153 0.5364 0.052 Uiso 1 1 calc R . . H25B H 0.2687 0.5402 0.5312 0.052 Uiso 1 1 calc R . . H25C H 0.3138 0.4321 0.5590 0.052 Uiso 1 1 calc R . . C31 C 0.65070(13) 0.79020(11) 0.86807(8) 0.0175(3) Uani 1 1 d . . . H31A H 0.5939 0.8076 0.9057 0.021 Uiso 1 1 calc R . . C32 C 0.87968(16) 0.35832(12) 0.76834(9) 0.0267(3) Uani 1 1 d . . . H32A H 0.8489 0.2842 0.7394 0.032 Uiso 1 1 calc R . . C33 C 0.90119(16) 1.04484(12) 0.66726(10) 0.0267(3) Uani 1 1 d . . . H33A H 0.9884 1.0775 0.6717 0.032 Uiso 1 1 calc R . . C34 C 0.8185(2) 0.79319(15) 0.45431(11) 0.0398(4) Uani 1 1 d . . . H34A H 0.7609 0.8454 0.4418 0.048 Uiso 1 1 calc R . . C35 C 0.26427(18) 0.5752(2) 0.68997(12) 0.0555(6) Uani 1 1 d . . . H35A H 0.2964 0.6194 0.7448 0.083 Uiso 1 1 calc R . . H35B H 0.2349 0.4989 0.6914 0.083 Uiso 1 1 calc R . . H35C H 0.1907 0.6081 0.6649 0.083 Uiso 1 1 calc R . . C41 C 0.66937(12) 0.87407(11) 0.82606(8) 0.0153(2) Uani 1 1 d . . . C42 C 1.00574(17) 0.38182(13) 0.81102(9) 0.0295(3) Uani 1 1 d . . . H42A H 1.0611 0.3243 0.8117 0.035 Uiso 1 1 calc R . . C43 C 0.80267(17) 1.06737(12) 0.61125(10) 0.0284(3) Uani 1 1 d . . . H43A H 0.8218 1.1160 0.5784 0.034 Uiso 1 1 calc R . . C44 C 0.8894(2) 0.74283(14) 0.39808(10) 0.0375(4) Uani 1 1 d . . . H44A H 0.8791 0.7588 0.3466 0.045 Uiso 1 1 calc R . . C51 C 0.62178(14) 0.98630(11) 0.86569(8) 0.0192(3) Uani 1 1 d . . . C52 C 1.05150(16) 0.48944(13) 0.85292(9) 0.0257(3) Uani 1 1 d . . . H52A H 1.1392 0.5054 0.8816 0.031 Uiso 1 1 calc R . . C53 C 0.67635(16) 1.01840(12) 0.60366(9) 0.0240(3) Uani 1 1 d . . . H53A H 0.6093 1.0326 0.5643 0.029 Uiso 1 1 calc R . . C54 C 0.97504(17) 0.66918(15) 0.41762(10) 0.0345(4) Uani 1 1 d . . . H54A H 1.0254 0.6353 0.3798 0.041 Uiso 1 1 calc R . . C61 C 0.51279(17) 0.60220(18) 0.91439(14) 0.0478(5) Uani 1 1 d . . . H61A H 0.4884 0.5480 0.8626 0.072 Uiso 1 1 calc R . . H61B H 0.4697 0.6693 0.9120 0.072 Uiso 1 1 calc R . . H61C H 0.4850 0.5699 0.9564 0.072 Uiso 1 1 calc R . . C62 C 0.97164(14) 0.57555(12) 0.85411(8) 0.0194(3) Uani 1 1 d . . . C63 C 0.64439(14) 0.94863(11) 0.65220(8) 0.0182(3) Uani 1 1 d . . . C64 C 0.98792(15) 0.64442(14) 0.49206(10) 0.0292(3) Uani 1 1 d . . . H64A H 1.0480 0.5942 0.5049 0.035 Uiso 1 1 calc R . . C71 C 0.72245(16) 0.52569(13) 0.94288(9) 0.0260(3) Uani 1 1 d . . . H71A H 0.6981 0.4688 0.8924 0.039 Uiso 1 1 calc R . . H71B H 0.6896 0.4986 0.9857 0.039 Uiso 1 1 calc R . . H71C H 0.8182 0.5415 0.9566 0.039 Uiso 1 1 calc R . . C72 C 0.65809(15) 0.41106(12) 0.71764(9) 0.0249(3) Uani 1 1 d . . . H72A H 0.6089 0.4774 0.7295 0.030 Uiso 1 1 calc R . . C73 C 0.98838(14) 0.95050(12) 0.77560(9) 0.0234(3) Uani 1 1 d . . . H73A H 0.9616 0.8772 0.7866 0.028 Uiso 1 1 calc R . . C81 C 0.7023(2) 0.71550(16) 1.01625(10) 0.0437(5) Uani 1 1 d . . . H81A H 0.6866 0.6782 1.0585 0.066 Uiso 1 1 calc R . . H81B H 0.6503 0.7785 1.0180 0.066 Uiso 1 1 calc R . . H81C H 0.7957 0.7425 1.0247 0.066 Uiso 1 1 calc R . . C82 C 0.66357(17) 0.38350(13) 0.62781(9) 0.0310(4) Uani 1 1 d . . . H82A H 0.7121 0.4459 0.6151 0.046 Uiso 1 1 calc R . . H82B H 0.5742 0.3704 0.5967 0.046 Uiso 1 1 calc R . . H82C H 0.7080 0.3166 0.6143 0.046 Uiso 1 1 calc R . . C83 C 1.0149(2) 1.03665(17) 0.85553(11) 0.0446(5) Uani 1 1 d . . . H83A H 0.9378 1.0346 0.8813 0.067 Uiso 1 1 calc R . . H83B H 1.0330 1.1108 0.8463 0.067 Uiso 1 1 calc R . . H83C H 1.0908 1.0199 0.8904 0.067 Uiso 1 1 calc R . . C91 C 0.47136(15) 0.96816(13) 0.85647(10) 0.0268(3) Uani 1 1 d . . . H91A H 0.4322 0.9442 0.7994 0.040 Uiso 1 1 calc R . . H91B H 0.4390 1.0379 0.8803 0.040 Uiso 1 1 calc R . . H91C H 0.4472 0.9108 0.8839 0.040 Uiso 1 1 calc R . . C92 C 0.58131(19) 0.31291(14) 0.73716(12) 0.0386(4) Uani 1 1 d . . . H92A H 0.5782 0.3299 0.7946 0.058 Uiso 1 1 calc R . . H92B H 0.6251 0.2458 0.7231 0.058 Uiso 1 1 calc R . . H92C H 0.4918 0.3006 0.7062 0.058 Uiso 1 1 calc R . . C93 C 1.11307(16) 0.93887(16) 0.73986(12) 0.0377(4) Uani 1 1 d . . . H93A H 1.1780 0.9097 0.7749 0.057 Uiso 1 1 calc R . . H93B H 1.1488 1.0118 0.7350 0.057 Uiso 1 1 calc R . . H93C H 1.0925 0.8876 0.6867 0.057 Uiso 1 1 calc R . . C101 C 0.65594(16) 1.08798(12) 0.83296(9) 0.0233(3) Uani 1 1 d . . . H10A H 0.6090 1.0763 0.7777 0.035 Uiso 1 1 calc R . . H10B H 0.7506 1.0979 0.8339 0.035 Uiso 1 1 calc R . . H10C H 0.6300 1.1545 0.8664 0.035 Uiso 1 1 calc R . . C102 C 1.02787(14) 0.69246(12) 0.90139(8) 0.0208(3) Uani 1 1 d . . . H10D H 0.9563 0.7418 0.8981 0.025 Uiso 1 1 calc R . . C103 C 0.50398(14) 0.89504(12) 0.63767(8) 0.0212(3) Uani 1 1 d . . . H10E H 0.4948 0.8553 0.6809 0.025 Uiso 1 1 calc R . . C111 C 0.68253(17) 1.01967(13) 0.95595(9) 0.0282(3) Uani 1 1 d . . . H11A H 0.6578 1.0926 0.9801 0.042 Uiso 1 1 calc R . . H11B H 0.7783 1.0234 0.9625 0.042 Uiso 1 1 calc R . . H11C H 0.6500 0.9642 0.9825 0.042 Uiso 1 1 calc R . . C112 C 1.07724(17) 0.69756(14) 0.99013(9) 0.0299(3) Uani 1 1 d . . . H11D H 1.1032 0.7752 1.0194 0.045 Uiso 1 1 calc R . . H11E H 1.1530 0.6553 0.9952 0.045 Uiso 1 1 calc R . . H11F H 1.0071 0.6654 1.0125 0.045 Uiso 1 1 calc R . . C113 C 0.40311(16) 0.98015(14) 0.63887(10) 0.0298(3) Uani 1 1 d . . . H11G H 0.4221 1.0350 0.6905 0.045 Uiso 1 1 calc R . . H11H H 0.3147 0.9416 0.6314 0.045 Uiso 1 1 calc R . . H11I H 0.4083 1.0179 0.5955 0.045 Uiso 1 1 calc R . . C122 C 1.13814(15) 0.73694(14) 0.86452(9) 0.0280(3) Uani 1 1 d . . . H12A H 1.1056 0.7333 0.8078 0.042 Uiso 1 1 calc R . . H12B H 1.2113 0.6917 0.8691 0.042 Uiso 1 1 calc R . . H12C H 1.1683 0.8143 0.8930 0.042 Uiso 1 1 calc R . . C123 C 0.47146(16) 0.80925(13) 0.55641(9) 0.0280(3) Uani 1 1 d . . . H12D H 0.5325 0.7525 0.5557 0.042 Uiso 1 1 calc R . . H12E H 0.4798 0.8467 0.5132 0.042 Uiso 1 1 calc R . . H12F H 0.3814 0.7739 0.5486 0.042 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 0.01611(9) 0.01468(9) 0.01327(9) 0.00378(7) 0.00199(7) 0.00252(7) S1 0.02149(18) 0.02887(19) 0.02025(17) 0.00596(14) 0.00528(13) 0.00986(14) O15 0.0194(5) 0.0203(5) 0.0196(5) 0.0062(4) 0.0000(4) 0.0017(4) N11 0.0174(5) 0.0148(5) 0.0159(5) 0.0053(4) 0.0013(4) 0.0033(4) N21 0.0147(5) 0.0151(5) 0.0137(5) 0.0049(4) 0.0018(4) 0.0016(4) N15 0.0180(6) 0.0351(7) 0.0235(6) 0.0021(5) 0.0007(5) 0.0011(5) C11 0.0269(8) 0.0279(8) 0.0239(7) 0.0159(6) 0.0094(6) 0.0072(6) C12 0.0224(7) 0.0175(6) 0.0149(6) 0.0068(5) 0.0027(5) 0.0058(5) C13 0.0218(7) 0.0125(6) 0.0153(6) 0.0035(5) 0.0055(5) 0.0029(5) C14 0.0194(7) 0.0206(7) 0.0221(7) 0.0021(5) 0.0049(5) -0.0010(5) C15 0.0207(7) 0.0226(7) 0.0199(6) 0.0034(5) -0.0017(5) 0.0053(5) C21 0.0174(6) 0.0197(6) 0.0150(6) 0.0069(5) 0.0009(5) 0.0005(5) C22 0.0293(8) 0.0171(6) 0.0170(6) 0.0067(5) 0.0017(5) 0.0042(5) C23 0.0229(7) 0.0153(6) 0.0218(7) 0.0037(5) 0.0067(5) 0.0007(5) C24 0.0465(10) 0.0248(8) 0.0223(7) 0.0061(6) 0.0130(7) 0.0118(7) C25 0.0230(8) 0.0440(10) 0.0273(8) -0.0029(7) -0.0027(6) -0.0041(7) C31 0.0177(6) 0.0202(6) 0.0159(6) 0.0060(5) 0.0044(5) 0.0032(5) C32 0.0402(9) 0.0185(7) 0.0215(7) 0.0047(5) 0.0031(6) 0.0097(6) C33 0.0302(8) 0.0207(7) 0.0320(8) 0.0090(6) 0.0115(6) -0.0008(6) C34 0.0672(13) 0.0281(9) 0.0309(9) 0.0133(7) 0.0144(9) 0.0178(9) C35 0.0225(9) 0.0979(18) 0.0374(11) -0.0021(11) 0.0087(8) 0.0002(10) C41 0.0143(6) 0.0171(6) 0.0138(6) 0.0038(5) 0.0001(5) 0.0015(5) C42 0.0402(9) 0.0260(8) 0.0243(7) 0.0069(6) 0.0036(7) 0.0189(7) C43 0.0428(9) 0.0203(7) 0.0287(8) 0.0123(6) 0.0156(7) 0.0063(6) C44 0.0597(12) 0.0288(9) 0.0274(8) 0.0099(7) 0.0171(8) -0.0025(8) C51 0.0247(7) 0.0183(6) 0.0154(6) 0.0032(5) 0.0054(5) 0.0056(5) C52 0.0270(8) 0.0294(8) 0.0212(7) 0.0063(6) 0.0012(6) 0.0121(6) C53 0.0357(8) 0.0196(7) 0.0198(7) 0.0088(5) 0.0060(6) 0.0089(6) C54 0.0354(9) 0.0409(10) 0.0272(8) 0.0036(7) 0.0155(7) -0.0036(7) C61 0.0277(9) 0.0644(13) 0.0742(14) 0.0546(12) 0.0201(9) 0.0112(9) C62 0.0219(7) 0.0213(7) 0.0154(6) 0.0045(5) 0.0027(5) 0.0063(5) C63 0.0246(7) 0.0155(6) 0.0155(6) 0.0037(5) 0.0046(5) 0.0060(5) C64 0.0226(8) 0.0378(9) 0.0268(8) 0.0038(7) 0.0082(6) 0.0051(6) C71 0.0316(8) 0.0267(8) 0.0257(7) 0.0155(6) 0.0084(6) 0.0061(6) C72 0.0306(8) 0.0151(6) 0.0265(7) 0.0061(5) -0.0024(6) -0.0001(6) C73 0.0192(7) 0.0213(7) 0.0290(7) 0.0055(6) 0.0043(6) -0.0007(5) C81 0.0814(15) 0.0384(10) 0.0208(8) 0.0148(7) 0.0181(9) 0.0239(10) C82 0.0410(9) 0.0222(7) 0.0228(7) 0.0014(6) -0.0084(7) 0.0030(7) C83 0.0416(11) 0.0447(11) 0.0361(10) -0.0032(8) -0.0104(8) 0.0094(9) C91 0.0257(8) 0.0291(8) 0.0293(8) 0.0075(6) 0.0118(6) 0.0111(6) C92 0.0455(11) 0.0238(8) 0.0429(10) 0.0118(7) -0.0027(8) -0.0086(7) C93 0.0219(8) 0.0441(10) 0.0522(11) 0.0201(9) 0.0101(8) 0.0026(7) C101 0.0345(8) 0.0165(6) 0.0192(6) 0.0031(5) 0.0058(6) 0.0069(6) C102 0.0187(7) 0.0233(7) 0.0189(6) 0.0039(5) -0.0005(5) 0.0047(5) C103 0.0227(7) 0.0226(7) 0.0185(6) 0.0064(5) 0.0006(5) 0.0063(5) C111 0.0449(10) 0.0222(7) 0.0167(6) 0.0025(5) 0.0056(6) 0.0049(7) C112 0.0350(9) 0.0324(8) 0.0186(7) 0.0023(6) 0.0014(6) -0.0002(7) C113 0.0278(8) 0.0344(9) 0.0283(8) 0.0102(7) 0.0006(6) 0.0133(7) C122 0.0244(8) 0.0338(8) 0.0250(7) 0.0076(6) 0.0019(6) 0.0014(6) C123 0.0346(9) 0.0259(8) 0.0207(7) 0.0067(6) -0.0055(6) 0.0044(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 N11 2.0181(11) . ? Fe1 N21 2.0212(11) . ? Fe1 O15 2.0732(10) . ? Fe1 S1 2.2877(4) . ? S1 C14 1.7696(15) . ? O15 C15 1.2448(18) . ? N11 C21 1.3365(17) . ? N11 C12 1.4392(16) . ? N21 C41 1.3313(16) . ? N21 C13 1.4373(16) . ? N15 C15 1.3177(19) . ? N15 C25 1.452(2) . ? N15 C35 1.458(2) . ? C11 C61 1.534(2) . ? C11 C71 1.536(2) . ? C11 C81 1.546(2) . ? C11 C21 1.5661(19) . ? C12 C62 1.4063(19) . ? C12 C22 1.4135(19) . ? C13 C23 1.4117(19) . ? C13 C63 1.4166(18) . ? C14 C24 1.385(2) . ? C14 C64 1.402(2) . ? C15 H15A 0.9500 . ? C21 C31 1.4067(19) . ? C22 C32 1.399(2) . ? C22 C72 1.517(2) . ? C23 C33 1.391(2) . ? C23 C73 1.521(2) . ? C24 C34 1.391(2) . ? C24 H24A 0.9500 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C31 C41 1.4183(18) . ? C31 H31A 0.9500 . ? C32 C42 1.374(2) . ? C32 H32A 0.9500 . ? C33 C43 1.385(2) . ? C33 H33A 0.9500 . ? C34 C44 1.383(3) . ? C34 H34A 0.9500 . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C41 C51 1.5620(19) . ? C42 C52 1.380(2) . ? C42 H42A 0.9500 . ? C43 C53 1.380(2) . ? C43 H43A 0.9500 . ? C44 C54 1.380(3) . ? C44 H44A 0.9500 . ? C51 C101 1.538(2) . ? C51 C91 1.540(2) . ? C51 C111 1.546(2) . ? C52 C62 1.3983(19) . ? C52 H52A 0.9500 . ? C53 C63 1.3958(19) . ? C53 H53A 0.9500 . ? C54 C64 1.384(2) . ? C54 H54A 0.9500 . ? C61 H61A 0.9800 . ? C61 H61B 0.9800 . ? C61 H61C 0.9800 . ? C62 C102 1.521(2) . ? C63 C103 1.517(2) . ? C64 H64A 0.9500 . ? C71 H71A 0.9800 . ? C71 H71B 0.9800 . ? C71 H71C 0.9800 . ? C72 C82 1.534(2) . ? C72 C92 1.539(2) . ? C72 H72A 1.0000 . ? C73 C83 1.524(2) . ? C73 C93 1.527(2) . ? C73 H73A 1.0000 . ? C81 H81A 0.9800 . ? C81 H81B 0.9800 . ? C81 H81C 0.9800 . ? C82 H82A 0.9800 . ? C82 H82B 0.9800 . ? C82 H82C 0.9800 . ? C83 H83A 0.9800 . ? C83 H83B 0.9800 . ? C83 H83C 0.9800 . ? C91 H91A 0.9800 . ? C91 H91B 0.9800 . ? C91 H91C 0.9800 . ? C92 H92A 0.9800 . ? C92 H92B 0.9800 . ? C92 H92C 0.9800 . ? C93 H93A 0.9800 . ? C93 H93B 0.9800 . ? C93 H93C 0.9800 . ? C101 H10A 0.9800 . ? C101 H10B 0.9800 . ? C101 H10C 0.9800 . ? C102 C122 1.527(2) . ? C102 C112 1.532(2) . ? C102 H10D 1.0000 . ? C103 C123 1.539(2) . ? C103 C113 1.540(2) . ? C103 H10E 1.0000 . ? C111 H11A 0.9800 . ? C111 H11B 0.9800 . ? C111 H11C 0.9800 . ? C112 H11D 0.9800 . ? C112 H11E 0.9800 . ? C112 H11F 0.9800 . ? C113 H11G 0.9800 . ? C113 H11H 0.9800 . ? C113 H11I 0.9800 . ? C122 H12A 0.9800 . ? C122 H12B 0.9800 . ? C122 H12C 0.9800 . ? C123 H12D 0.9800 . ? C123 H12E 0.9800 . ? C123 H12F 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 N11 Fe1 N21 95.44(4) . . ? N11 Fe1 O15 100.14(4) . . ? N21 Fe1 O15 101.21(4) . . ? N11 Fe1 S1 115.14(3) . . ? N21 Fe1 S1 130.01(3) . . ? O15 Fe1 S1 110.31(3) . . ? C14 S1 Fe1 112.94(5) . . ? C15 O15 Fe1 118.21(9) . . ? C21 N11 C12 125.15(11) . . ? C21 N11 Fe1 121.27(9) . . ? C12 N11 Fe1 113.43(8) . . ? C41 N21 C13 126.64(11) . . ? C41 N21 Fe1 122.44(9) . . ? C13 N21 Fe1 110.86(8) . . ? C15 N15 C25 121.87(13) . . ? C15 N15 C35 120.92(14) . . ? C25 N15 C35 117.20(14) . . ? C61 C11 C71 106.56(13) . . ? C61 C11 C81 110.01(16) . . ? C71 C11 C81 105.71(12) . . ? C61 C11 C21 106.62(12) . . ? C71 C11 C21 117.30(12) . . ? C81 C11 C21 110.49(13) . . ? C62 C12 C22 120.21(12) . . ? C62 C12 N11 118.91(12) . . ? C22 C12 N11 120.70(12) . . ? C23 C13 C63 120.20(12) . . ? C23 C13 N21 118.63(11) . . ? C63 C13 N21 120.68(12) . . ? C24 C14 C64 117.64(14) . . ? C24 C14 S1 123.87(11) . . ? C64 C14 S1 118.46(12) . . ? O15 C15 N15 124.84(14) . . ? O15 C15 H15A 117.6 . . ? N15 C15 H15A 117.6 . . ? N11 C21 C31 121.64(12) . . ? N11 C21 C11 125.59(12) . . ? C31 C21 C11 112.68(12) . . ? C32 C22 C12 118.58(14) . . ? C32 C22 C72 119.30(13) . . ? C12 C22 C72 122.13(12) . . ? C33 C23 C13 118.61(13) . . ? C33 C23 C73 119.51(13) . . ? C13 C23 C73 121.88(12) . . ? C14 C24 C34 121.03(15) . . ? C14 C24 H24A 119.5 . . ? C34 C24 H24A 119.5 . . ? N15 C25 H25A 109.5 . . ? N15 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? N15 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C21 C31 C41 133.40(13) . . ? C21 C31 H31A 113.3 . . ? C41 C31 H31A 113.3 . . ? C42 C32 C22 121.44(14) . . ? C42 C32 H32A 119.3 . . ? C22 C32 H32A 119.3 . . ? C43 C33 C23 121.70(15) . . ? C43 C33 H33A 119.2 . . ? C23 C33 H33A 119.2 . . ? C44 C34 C24 120.54(16) . . ? C44 C34 H34A 119.7 . . ? C24 C34 H34A 119.7 . . ? N15 C35 H35A 109.5 . . ? N15 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? N15 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? N21 C41 C31 120.78(12) . . ? N21 C41 C51 126.46(11) . . ? C31 C41 C51 112.75(11) . . ? C32 C42 C52 119.68(14) . . ? C32 C42 H42A 120.2 . . ? C52 C42 H42A 120.2 . . ? C53 C43 C33 119.25(14) . . ? C53 C43 H43A 120.4 . . ? C33 C43 H43A 120.4 . . ? C54 C44 C34 119.18(16) . . ? C54 C44 H44A 120.4 . . ? C34 C44 H44A 120.4 . . ? C101 C51 C91 107.62(12) . . ? C101 C51 C111 105.52(12) . . ? C91 C51 C111 108.91(12) . . ? C101 C51 C41 117.22(11) . . ? C91 C51 C41 107.96(11) . . ? C111 C51 C41 109.36(11) . . ? C42 C52 C62 121.45(14) . . ? C42 C52 H52A 119.3 . . ? C62 C52 H52A 119.3 . . ? C43 C53 C63 121.78(14) . . ? C43 C53 H53A 119.1 . . ? C63 C53 H53A 119.1 . . ? C44 C54 C64 120.33(16) . . ? C44 C54 H54A 119.8 . . ? C64 C54 H54A 119.8 . . ? C11 C61 H61A 109.5 . . ? C11 C61 H61B 109.5 . . ? H61A C61 H61B 109.5 . . ? C11 C61 H61C 109.5 . . ? H61A C61 H61C 109.5 . . ? H61B C61 H61C 109.5 . . ? C52 C62 C12 118.62(13) . . ? C52 C62 C102 118.95(13) . . ? C12 C62 C102 122.43(12) . . ? C53 C63 C13 118.33(13) . . ? C53 C63 C103 118.21(12) . . ? C13 C63 C103 123.45(12) . . ? C54 C64 C14 121.22(15) . . ? C54 C64 H64A 119.4 . . ? C14 C64 H64A 119.4 . . ? C11 C71 H71A 109.5 . . ? C11 C71 H71B 109.5 . . ? H71A C71 H71B 109.5 . . ? C11 C71 H71C 109.5 . . ? H71A C71 H71C 109.5 . . ? H71B C71 H71C 109.5 . . ? C22 C72 C82 110.05(13) . . ? C22 C72 C92 113.39(12) . . ? C82 C72 C92 109.18(13) . . ? C22 C72 H72A 108.0 . . ? C82 C72 H72A 108.0 . . ? C92 C72 H72A 108.0 . . ? C23 C73 C83 111.97(13) . . ? C23 C73 C93 111.89(13) . . ? C83 C73 C93 110.80(14) . . ? C23 C73 H73A 107.3 . . ? C83 C73 H73A 107.3 . . ? C93 C73 H73A 107.3 . . ? C11 C81 H81A 109.5 . . ? C11 C81 H81B 109.5 . . ? H81A C81 H81B 109.5 . . ? C11 C81 H81C 109.5 . . ? H81A C81 H81C 109.5 . . ? H81B C81 H81C 109.5 . . ? C72 C82 H82A 109.5 . . ? C72 C82 H82B 109.5 . . ? H82A C82 H82B 109.5 . . ? C72 C82 H82C 109.5 . . ? H82A C82 H82C 109.5 . . ? H82B C82 H82C 109.5 . . ? C73 C83 H83A 109.5 . . ? C73 C83 H83B 109.5 . . ? H83A C83 H83B 109.5 . . ? C73 C83 H83C 109.5 . . ? H83A C83 H83C 109.5 . . ? H83B C83 H83C 109.5 . . ? C51 C91 H91A 109.5 . . ? C51 C91 H91B 109.5 . . ? H91A C91 H91B 109.5 . . ? C51 C91 H91C 109.5 . . ? H91A C91 H91C 109.5 . . ? H91B C91 H91C 109.5 . . ? C72 C92 H92A 109.5 . . ? C72 C92 H92B 109.5 . . ? H92A C92 H92B 109.5 . . ? C72 C92 H92C 109.5 . . ? H92A C92 H92C 109.5 . . ? H92B C92 H92C 109.5 . . ? C73 C93 H93A 109.5 . . ? C73 C93 H93B 109.5 . . ? H93A C93 H93B 109.5 . . ? C73 C93 H93C 109.5 . . ? H93A C93 H93C 109.5 . . ? H93B C93 H93C 109.5 . . ? C51 C101 H10A 109.5 . . ? C51 C101 H10B 109.5 . . ? H10A C101 H10B 109.5 . . ? C51 C101 H10C 109.5 . . ? H10A C101 H10C 109.5 . . ? H10B C101 H10C 109.5 . . ? C62 C102 C122 110.57(12) . . ? C62 C102 C112 112.19(12) . . ? C122 C102 C112 110.11(12) . . ? C62 C102 H10D 107.9 . . ? C122 C102 H10D 107.9 . . ? C112 C102 H10D 107.9 . . ? C63 C103 C123 110.47(12) . . ? C63 C103 C113 112.84(12) . . ? C123 C103 C113 108.52(12) . . ? C63 C103 H10E 108.3 . . ? C123 C103 H10E 108.3 . . ? C113 C103 H10E 108.3 . . ? C51 C111 H11A 109.5 . . ? C51 C111 H11B 109.5 . . ? H11A C111 H11B 109.5 . . ? C51 C111 H11C 109.5 . . ? H11A C111 H11C 109.5 . . ? H11B C111 H11C 109.5 . . ? C102 C112 H11D 109.5 . . ? C102 C112 H11E 109.5 . . ? H11D C112 H11E 109.5 . . ? C102 C112 H11F 109.5 . . ? H11D C112 H11F 109.5 . . ? H11E C112 H11F 109.5 . . ? C103 C113 H11G 109.5 . . ? C103 C113 H11H 109.5 . . ? H11G C113 H11H 109.5 . . ? C103 C113 H11I 109.5 . . ? H11G C113 H11I 109.5 . . ? H11H C113 H11I 109.5 . . ? C102 C122 H12A 109.5 . . ? C102 C122 H12B 109.5 . . ? H12A C122 H12B 109.5 . . ? C102 C122 H12C 109.5 . . ? H12A C122 H12C 109.5 . . ? H12B C122 H12C 109.5 . . ? C103 C123 H12D 109.5 . . ? C103 C123 H12E 109.5 . . ? H12D C123 H12E 109.5 . . ? C103 C123 H12F 109.5 . . ? H12D C123 H12F 109.5 . . ? H12E C123 H12F 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N11 Fe1 S1 C14 174.04(6) . . . . ? N21 Fe1 S1 C14 -63.91(7) . . . . ? O15 Fe1 S1 C14 61.63(6) . . . . ? N11 Fe1 O15 C15 43.20(11) . . . . ? N21 Fe1 O15 C15 -54.48(11) . . . . ? S1 Fe1 O15 C15 164.96(9) . . . . ? N21 Fe1 N11 C21 21.40(11) . . . . ? O15 Fe1 N11 C21 -81.04(11) . . . . ? S1 Fe1 N11 C21 160.70(9) . . . . ? N21 Fe1 N11 C12 -154.41(9) . . . . ? O15 Fe1 N11 C12 103.15(9) . . . . ? S1 Fe1 N11 C12 -15.11(10) . . . . ? N11 Fe1 N21 C41 -17.39(11) . . . . ? O15 Fe1 N21 C41 84.10(10) . . . . ? S1 Fe1 N21 C41 -146.97(9) . . . . ? N11 Fe1 N21 C13 165.22(9) . . . . ? O15 Fe1 N21 C13 -93.29(9) . . . . ? S1 Fe1 N21 C13 35.64(10) . . . . ? C21 N11 C12 C62 -80.51(17) . . . . ? Fe1 N11 C12 C62 95.12(12) . . . . ? C21 N11 C12 C22 104.38(16) . . . . ? Fe1 N11 C12 C22 -80.00(14) . . . . ? C41 N21 C13 C23 103.59(15) . . . . ? Fe1 N21 C13 C23 -79.16(13) . . . . ? C41 N21 C13 C63 -84.41(17) . . . . ? Fe1 N21 C13 C63 92.85(12) . . . . ? Fe1 S1 C14 C24 12.89(15) . . . . ? Fe1 S1 C14 C64 -165.00(11) . . . . ? Fe1 O15 C15 N15 -173.12(11) . . . . ? C25 N15 C15 O15 -0.5(2) . . . . ? C35 N15 C15 O15 178.06(17) . . . . ? C12 N11 C21 C31 163.43(13) . . . . ? Fe1 N11 C21 C31 -11.87(18) . . . . ? C12 N11 C21 C11 -20.3(2) . . . . ? Fe1 N11 C21 C11 164.43(10) . . . . ? C61 C11 C21 N11 -109.00(17) . . . . ? C71 C11 C21 N11 10.3(2) . . . . ? C81 C11 C21 N11 131.48(15) . . . . ? C61 C11 C21 C31 67.59(17) . . . . ? C71 C11 C21 C31 -173.14(13) . . . . ? C81 C11 C21 C31 -51.93(17) . . . . ? C62 C12 C22 C32 1.7(2) . . . . ? N11 C12 C22 C32 176.71(13) . . . . ? C62 C12 C22 C72 -178.51(13) . . . . ? N11 C12 C22 C72 -3.5(2) . . . . ? C63 C13 C23 C33 4.2(2) . . . . ? N21 C13 C23 C33 176.22(12) . . . . ? C63 C13 C23 C73 -175.41(13) . . . . ? N21 C13 C23 C73 -3.36(19) . . . . ? C64 C14 C24 C34 2.1(2) . . . . ? S1 C14 C24 C34 -175.83(14) . . . . ? N11 C21 C31 C41 -11.0(2) . . . . ? C11 C21 C31 C41 172.29(14) . . . . ? C12 C22 C32 C42 -1.0(2) . . . . ? C72 C22 C32 C42 179.19(14) . . . . ? C13 C23 C33 C43 -1.7(2) . . . . ? C73 C23 C33 C43 177.92(14) . . . . ? C14 C24 C34 C44 -0.2(3) . . . . ? C13 N21 C41 C31 -179.38(12) . . . . ? Fe1 N21 C41 C31 3.66(17) . . . . ? C13 N21 C41 C51 2.3(2) . . . . ? Fe1 N21 C41 C51 -174.70(10) . . . . ? C21 C31 C41 N21 15.7(2) . . . . ? C21 C31 C41 C51 -165.71(14) . . . . ? C22 C32 C42 C52 -0.4(2) . . . . ? C23 C33 C43 C53 -1.1(2) . . . . ? C24 C34 C44 C54 -1.5(3) . . . . ? N21 C41 C51 C101 -10.5(2) . . . . ? C31 C41 C51 C101 171.01(12) . . . . ? N21 C41 C51 C91 111.13(15) . . . . ? C31 C41 C51 C91 -67.34(14) . . . . ? N21 C41 C51 C111 -130.50(14) . . . . ? C31 C41 C51 C111 51.02(16) . . . . ? C32 C42 C52 C62 1.0(2) . . . . ? C33 C43 C53 C63 1.5(2) . . . . ? C34 C44 C54 C64 1.3(3) . . . . ? C42 C52 C62 C12 -0.3(2) . . . . ? C42 C52 C62 C102 -179.97(14) . . . . ? C22 C12 C62 C52 -1.0(2) . . . . ? N11 C12 C62 C52 -176.15(12) . . . . ? C22 C12 C62 C102 178.59(13) . . . . ? N11 C12 C62 C102 3.46(19) . . . . ? C43 C53 C63 C13 1.0(2) . . . . ? C43 C53 C63 C103 -177.82(13) . . . . ? C23 C13 C63 C53 -3.84(19) . . . . ? N21 C13 C63 C53 -175.72(12) . . . . ? C23 C13 C63 C103 174.90(12) . . . . ? N21 C13 C63 C103 3.02(19) . . . . ? C44 C54 C64 C14 0.7(3) . . . . ? C24 C14 C64 C54 -2.4(2) . . . . ? S1 C14 C64 C54 175.67(13) . . . . ? C32 C22 C72 C82 -69.98(17) . . . . ? C12 C22 C72 C82 110.19(15) . . . . ? C32 C22 C72 C92 52.63(19) . . . . ? C12 C22 C72 C92 -127.20(15) . . . . ? C33 C23 C73 C83 88.00(18) . . . . ? C13 C23 C73 C83 -92.43(17) . . . . ? C33 C23 C73 C93 -37.09(19) . . . . ? C13 C23 C73 C93 142.48(14) . . . . ? C52 C62 C102 C122 65.30(17) . . . . ? C12 C62 C102 C122 -114.31(15) . . . . ? C52 C62 C102 C112 -58.05(18) . . . . ? C12 C62 C102 C112 122.34(14) . . . . ? C53 C63 C103 C123 68.08(16) . . . . ? C13 C63 C103 C123 -110.66(14) . . . . ? C53 C63 C103 C113 -53.60(17) . . . . ? C13 C63 C103 C113 127.66(14) . . . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 32.03 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.391 _refine_diff_density_min -0.401 _refine_diff_density_rms 0.062 #===END data_holkc02 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common holkc02 _chemical_melting_point ? _chemical_formula_moiety 'C46 H67 Fe N3 S' _chemical_formula_sum 'C46 H67 Fe N3 S' _chemical_formula_weight 749.94 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' '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 1 21/n 1' 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 10.693(9) _cell_length_b 19.719(16) _cell_length_c 21.014(17) _cell_angle_alpha 90.00 _cell_angle_beta 96.683(12) _cell_angle_gamma 90.00 _cell_volume 4401(6) _cell_formula_units_Z 4 _cell_measurement_temperature 100.0(1) _cell_measurement_reflns_used 3877 _cell_measurement_theta_min 2.28 _cell_measurement_theta_max 31.52 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.132 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1624 _exptl_absorpt_coefficient_mu 0.423 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8836 _exptl_absorpt_correction_T_max 0.9510 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2007)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100.0(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX II CCD Platform' _diffrn_measurement_method 'area detector, \w scans per \f' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 77737 _diffrn_reflns_av_R_equivalents 0.0821 _diffrn_reflns_av_sigmaI/netI 0.0715 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -29 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 1.42 _diffrn_reflns_theta_max 32.58 _reflns_number_total 15886 _reflns_number_gt 10187 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2006)' _computing_cell_refinement 'SAINT (Bruker, 2006)' _computing_data_reduction 'SAINT (Bruker, 2006)' _computing_structure_solution 'SIR97 (Altomare et al., 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Bruker, 2000)' _computing_publication_material 'SHELXTL (Bruker, 2000)' _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^)+(0.0604P)^2^+0.6132P] 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 15886 _refine_ls_number_parameters 477 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0959 _refine_ls_R_factor_gt 0.0489 _refine_ls_wR_factor_ref 0.1336 _refine_ls_wR_factor_gt 0.1113 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_restrained_S_all 1.018 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.37449(2) 0.273085(11) 0.142078(11) 0.01775(6) Uani 1 1 d . . . S1 S 0.56518(4) 0.24436(2) 0.19499(2) 0.02627(10) Uani 1 1 d . . . C14 C 0.57807(15) 0.15606(9) 0.18148(8) 0.0213(3) Uani 1 1 d . . . C24 C 0.61304(16) 0.13076(9) 0.12426(9) 0.0247(3) Uani 1 1 d . . . H24A H 0.6257 0.1612 0.0906 0.030 Uiso 1 1 calc R . . C34 C 0.62969(18) 0.06169(9) 0.11578(9) 0.0307(4) Uani 1 1 d . . . H34A H 0.6544 0.0454 0.0766 0.037 Uiso 1 1 calc R . . C44 C 0.61069(18) 0.01648(10) 0.16374(10) 0.0338(4) Uani 1 1 d . . . H44A H 0.6225 -0.0308 0.1579 0.041 Uiso 1 1 calc R . . C54 C 0.57426(18) 0.04059(10) 0.22038(10) 0.0338(4) Uani 1 1 d . . . H54A H 0.5604 0.0097 0.2535 0.041 Uiso 1 1 calc R . . C64 C 0.55775(17) 0.10945(10) 0.22939(9) 0.0290(4) Uani 1 1 d . . . H64A H 0.5323 0.1252 0.2686 0.035 Uiso 1 1 calc R . . C15 C 0.21307(17) 0.23476(9) 0.17644(9) 0.0259(4) Uani 1 1 d . . . N15 N 0.11174(15) 0.22389(8) 0.18689(8) 0.0298(3) Uani 1 1 d . . . C25 C -0.02229(18) 0.21517(12) 0.19424(10) 0.0372(5) Uani 1 1 d . . . C35 C -0.0935(2) 0.22533(17) 0.12821(13) 0.0608(8) Uani 1 1 d . . . H35A H -0.0733 0.1883 0.1000 0.091 Uiso 1 1 calc R . . H35B H -0.0690 0.2687 0.1106 0.091 Uiso 1 1 calc R . . H35C H -0.1842 0.2255 0.1314 0.091 Uiso 1 1 calc R . . C45 C -0.0386(2) 0.14485(11) 0.22155(12) 0.0448(5) Uani 1 1 d . . . H45A H -0.0133 0.1107 0.1917 0.067 Uiso 1 1 calc R . . H45B H -0.1271 0.1379 0.2278 0.067 Uiso 1 1 calc R . . H45C H 0.0140 0.1406 0.2628 0.067 Uiso 1 1 calc R . . C55 C -0.0592(2) 0.27003(12) 0.24015(13) 0.0465(6) Uani 1 1 d . . . H55A H -0.0405 0.3148 0.2234 0.070 Uiso 1 1 calc R . . H55B H -0.0112 0.2636 0.2824 0.070 Uiso 1 1 calc R . . H55C H -0.1494 0.2667 0.2440 0.070 Uiso 1 1 calc R . . N11 N 0.34177(12) 0.37230(7) 0.15083(6) 0.0171(3) Uani 1 1 d . . . N21 N 0.31520(13) 0.26728(7) 0.04776(7) 0.0210(3) Uani 1 1 d . . . C11 C 0.19574(16) 0.47485(8) 0.12013(8) 0.0224(3) Uani 1 1 d . . . C21 C 0.25420(14) 0.40316(8) 0.11050(8) 0.0188(3) Uani 1 1 d . . . C31 C 0.19892(16) 0.37018(9) 0.05466(8) 0.0230(3) Uani 1 1 d . . . H31A H 0.1245 0.3918 0.0356 0.028 Uiso 1 1 calc R . . C41 C 0.23071(16) 0.31180(9) 0.02109(8) 0.0236(3) Uani 1 1 d . . . C51 C 0.15531(19) 0.30620(10) -0.04718(9) 0.0327(4) Uani 1 1 d . . . C61 C 0.06132(17) 0.46236(10) 0.13649(10) 0.0313(4) Uani 1 1 d . . . H61A H 0.0206 0.5059 0.1430 0.047 Uiso 1 1 calc R . . H61B H 0.0646 0.4353 0.1757 0.047 Uiso 1 1 calc R . . H61C H 0.0131 0.4379 0.1012 0.047 Uiso 1 1 calc R . . C71 C 0.18723(19) 0.51724(9) 0.05760(9) 0.0302(4) Uani 1 1 d . . . H71A H 0.1557 0.5627 0.0657 0.045 Uiso 1 1 calc R . . H71B H 0.1296 0.4950 0.0243 0.045 Uiso 1 1 calc R . . H71C H 0.2710 0.5208 0.0432 0.045 Uiso 1 1 calc R . . C81 C 0.26278(18) 0.52013(9) 0.17298(9) 0.0277(4) Uani 1 1 d . . . H81A H 0.2195 0.5639 0.1731 0.041 Uiso 1 1 calc R . . H81B H 0.3502 0.5273 0.1649 0.041 Uiso 1 1 calc R . . H81C H 0.2614 0.4980 0.2147 0.041 Uiso 1 1 calc R . . C91 C 0.1894(2) 0.24782(12) -0.09068(10) 0.0435(5) Uani 1 1 d . . . H91A H 0.2778 0.2518 -0.0981 0.065 Uiso 1 1 calc R . . H91B H 0.1357 0.2501 -0.1317 0.065 Uiso 1 1 calc R . . H91C H 0.1762 0.2043 -0.0699 0.065 Uiso 1 1 calc R . . C101 C 0.0155(2) 0.29673(12) -0.03830(11) 0.0456(6) Uani 1 1 d . . . H10A H 0.0044 0.2534 -0.0168 0.068 Uiso 1 1 calc R . . H10B H -0.0351 0.2968 -0.0803 0.068 Uiso 1 1 calc R . . H10C H -0.0118 0.3339 -0.0122 0.068 Uiso 1 1 calc R . . C111 C 0.1726(3) 0.37246(12) -0.08441(10) 0.0460(6) Uani 1 1 d . . . H11A H 0.2626 0.3809 -0.0857 0.069 Uiso 1 1 calc R . . H11B H 0.1358 0.4104 -0.0629 0.069 Uiso 1 1 calc R . . H11C H 0.1305 0.3682 -0.1282 0.069 Uiso 1 1 calc R . . C12 C 0.41628(15) 0.40243(8) 0.20507(8) 0.0187(3) Uani 1 1 d . . . C22 C 0.37705(16) 0.39842(8) 0.26674(8) 0.0219(3) Uani 1 1 d . . . C32 C 0.45309(18) 0.42757(10) 0.31810(9) 0.0298(4) Uani 1 1 d . . . H32A H 0.4271 0.4255 0.3598 0.036 Uiso 1 1 calc R . . C42 C 0.56452(19) 0.45916(10) 0.30981(9) 0.0330(4) Uani 1 1 d . . . H42A H 0.6128 0.4807 0.3449 0.040 Uiso 1 1 calc R . . C52 C 0.60553(17) 0.45934(9) 0.25004(9) 0.0295(4) Uani 1 1 d . . . H52A H 0.6837 0.4802 0.2447 0.035 Uiso 1 1 calc R . . C62 C 0.53530(15) 0.42966(8) 0.19702(8) 0.0213(3) Uani 1 1 d . . . C72 C 0.25860(16) 0.36219(9) 0.28022(8) 0.0240(3) Uani 1 1 d . . . H72A H 0.2106 0.3491 0.2383 0.029 Uiso 1 1 calc R . . C82 C 0.17315(19) 0.40646(10) 0.31670(9) 0.0320(4) Uani 1 1 d . . . H82A H 0.1568 0.4495 0.2940 0.048 Uiso 1 1 calc R . . H82B H 0.2147 0.4153 0.3600 0.048 Uiso 1 1 calc R . . H82C H 0.0933 0.3829 0.3195 0.048 Uiso 1 1 calc R . . C92 C 0.29379(18) 0.29702(10) 0.31830(9) 0.0292(4) Uani 1 1 d . . . H92A H 0.3517 0.2700 0.2958 0.044 Uiso 1 1 calc R . . H92B H 0.2175 0.2706 0.3224 0.044 Uiso 1 1 calc R . . H92C H 0.3346 0.3089 0.3610 0.044 Uiso 1 1 calc R . . C102 C 0.58874(16) 0.42620(9) 0.13343(9) 0.0246(3) Uani 1 1 d . . . H10D H 0.5548 0.3841 0.1112 0.030 Uiso 1 1 calc R . . C112 C 0.73149(18) 0.42048(12) 0.14149(11) 0.0412(5) Uani 1 1 d . . . H11D H 0.7573 0.3823 0.1698 0.062 Uiso 1 1 calc R . . H11E H 0.7683 0.4625 0.1603 0.062 Uiso 1 1 calc R . . H11F H 0.7608 0.4130 0.0996 0.062 Uiso 1 1 calc R . . C122 C 0.5489(2) 0.48524(15) 0.08972(12) 0.0618(8) Uani 1 1 d . . . H12A H 0.4569 0.4863 0.0812 0.093 Uiso 1 1 calc R . . H12B H 0.5851 0.4799 0.0492 0.093 Uiso 1 1 calc R . . H12C H 0.5791 0.5277 0.1104 0.093 Uiso 1 1 calc R . . C13 C 0.37192(17) 0.21364(9) 0.01483(8) 0.0239(3) Uani 1 1 d . . . C23 C 0.47725(18) 0.22794(9) -0.01672(8) 0.0271(4) Uani 1 1 d . . . C33 C 0.5360(2) 0.17456(10) -0.04517(9) 0.0327(4) Uani 1 1 d . . . H33A H 0.6068 0.1838 -0.0672 0.039 Uiso 1 1 calc R . . C43 C 0.4935(2) 0.10872(10) -0.04197(9) 0.0357(5) Uani 1 1 d . . . H43A H 0.5346 0.0730 -0.0617 0.043 Uiso 1 1 calc R . . C53 C 0.3913(2) 0.09530(10) -0.00995(9) 0.0336(4) Uani 1 1 d . . . H53A H 0.3631 0.0498 -0.0074 0.040 Uiso 1 1 calc R . . C63 C 0.32785(18) 0.14641(9) 0.01883(8) 0.0269(4) Uani 1 1 d . . . C73 C 0.53148(19) 0.29888(9) -0.02082(9) 0.0301(4) Uani 1 1 d . . . H73A H 0.4773 0.3309 0.0007 0.036 Uiso 1 1 calc R . . C83 C 0.66422(19) 0.30211(11) 0.01428(10) 0.0361(4) Uani 1 1 d . . . H83A H 0.6620 0.2906 0.0595 0.054 Uiso 1 1 calc R . . H83B H 0.6978 0.3481 0.0110 0.054 Uiso 1 1 calc R . . H83C H 0.7183 0.2698 -0.0051 0.054 Uiso 1 1 calc R . . C93 C 0.5334(2) 0.32240(11) -0.09047(10) 0.0406(5) Uani 1 1 d . . . H93A H 0.4485 0.3187 -0.1135 0.061 Uiso 1 1 calc R . . H93B H 0.5913 0.2938 -0.1114 0.061 Uiso 1 1 calc R . . H93C H 0.5615 0.3697 -0.0909 0.061 Uiso 1 1 calc R . . C103 C 0.21576(18) 0.12750(10) 0.05272(10) 0.0313(4) Uani 1 1 d . . . H10E H 0.1768 0.1704 0.0665 0.038 Uiso 1 1 calc R . . C113 C 0.2576(2) 0.08567(10) 0.11282(10) 0.0361(4) Uani 1 1 d . . . H11G H 0.3193 0.1116 0.1412 0.054 Uiso 1 1 calc R . . H11H H 0.2960 0.0432 0.1005 0.054 Uiso 1 1 calc R . . H11I H 0.1844 0.0755 0.1352 0.054 Uiso 1 1 calc R . . C123 C 0.1141(2) 0.08807(12) 0.00958(13) 0.0518(6) Uani 1 1 d . . . H12D H 0.0862 0.1151 -0.0286 0.078 Uiso 1 1 calc R . . H12E H 0.0423 0.0790 0.0333 0.078 Uiso 1 1 calc R . . H12F H 0.1493 0.0450 -0.0034 0.078 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 0.01813(11) 0.01671(11) 0.01784(11) 0.00068(9) -0.00032(8) 0.00095(9) S1 0.0221(2) 0.0241(2) 0.0306(2) -0.00581(17) -0.00544(17) 0.00481(16) C14 0.0171(7) 0.0230(8) 0.0227(8) 0.0006(6) -0.0022(6) 0.0017(6) C24 0.0246(8) 0.0227(8) 0.0271(9) 0.0013(7) 0.0043(7) -0.0003(6) C34 0.0318(10) 0.0265(9) 0.0330(10) -0.0067(7) 0.0004(8) 0.0031(7) C44 0.0304(10) 0.0206(9) 0.0471(12) 0.0025(8) -0.0098(9) 0.0020(7) C54 0.0310(10) 0.0307(10) 0.0375(11) 0.0151(8) -0.0053(8) -0.0021(8) C64 0.0238(9) 0.0385(10) 0.0240(9) 0.0044(8) -0.0002(7) 0.0015(7) C15 0.0302(9) 0.0218(8) 0.0247(8) 0.0028(7) -0.0004(7) -0.0023(7) N15 0.0253(8) 0.0304(8) 0.0328(8) 0.0087(7) 0.0001(6) -0.0053(6) C25 0.0240(9) 0.0480(12) 0.0390(11) 0.0140(9) 0.0017(8) -0.0100(8) C35 0.0318(12) 0.100(2) 0.0477(14) 0.0225(14) -0.0070(10) -0.0181(13) C45 0.0407(12) 0.0377(12) 0.0585(15) 0.0072(10) 0.0170(11) -0.0111(9) C55 0.0304(11) 0.0453(13) 0.0652(16) 0.0109(11) 0.0115(10) 0.0018(9) N11 0.0159(6) 0.0170(6) 0.0186(6) 0.0016(5) 0.0026(5) 0.0001(5) N21 0.0237(7) 0.0202(7) 0.0184(6) -0.0012(5) -0.0010(5) 0.0005(5) C11 0.0230(8) 0.0194(8) 0.0251(8) 0.0044(6) 0.0044(6) 0.0050(6) C21 0.0162(7) 0.0203(7) 0.0205(8) 0.0039(6) 0.0046(6) 0.0004(6) C31 0.0208(8) 0.0241(8) 0.0232(8) 0.0032(6) -0.0013(6) 0.0033(6) C41 0.0245(8) 0.0244(8) 0.0208(8) 0.0018(6) -0.0019(6) -0.0010(6) C51 0.0390(11) 0.0323(10) 0.0231(9) -0.0026(7) -0.0114(8) 0.0044(8) C61 0.0245(9) 0.0307(10) 0.0401(11) 0.0055(8) 0.0100(8) 0.0065(7) C71 0.0366(10) 0.0244(9) 0.0302(9) 0.0077(7) 0.0058(8) 0.0063(7) C81 0.0327(9) 0.0192(8) 0.0316(9) -0.0001(7) 0.0059(7) 0.0064(7) C91 0.0583(14) 0.0424(12) 0.0247(10) -0.0074(9) -0.0161(9) 0.0091(10) C101 0.0360(11) 0.0491(13) 0.0462(13) -0.0094(11) -0.0182(10) 0.0009(10) C111 0.0690(16) 0.0426(12) 0.0229(10) 0.0050(9) -0.0091(10) 0.0089(11) C12 0.0201(7) 0.0150(7) 0.0206(7) -0.0004(6) 0.0002(6) 0.0018(6) C22 0.0234(8) 0.0205(8) 0.0220(8) 0.0002(6) 0.0037(6) 0.0039(6) C32 0.0373(10) 0.0315(10) 0.0201(8) -0.0036(7) 0.0012(7) 0.0016(8) C42 0.0360(10) 0.0330(10) 0.0282(9) -0.0082(8) -0.0046(8) -0.0031(8) C52 0.0252(9) 0.0281(9) 0.0342(10) -0.0046(8) -0.0015(7) -0.0051(7) C62 0.0206(8) 0.0182(7) 0.0252(8) -0.0009(6) 0.0023(6) 0.0003(6) C72 0.0271(8) 0.0255(8) 0.0203(8) 0.0039(6) 0.0065(6) 0.0034(7) C82 0.0373(10) 0.0317(10) 0.0297(10) 0.0033(8) 0.0153(8) 0.0077(8) C92 0.0344(10) 0.0283(9) 0.0259(9) 0.0060(7) 0.0078(7) 0.0044(7) C102 0.0189(8) 0.0272(9) 0.0283(9) -0.0018(7) 0.0052(6) -0.0034(6) C112 0.0214(9) 0.0560(14) 0.0470(13) -0.0104(10) 0.0076(9) 0.0017(9) C122 0.0509(14) 0.0817(19) 0.0595(16) 0.0430(15) 0.0345(13) 0.0285(14) C13 0.0316(9) 0.0221(8) 0.0167(7) -0.0017(6) -0.0025(6) 0.0031(7) C23 0.0386(10) 0.0242(8) 0.0186(8) -0.0027(7) 0.0044(7) 0.0052(7) C33 0.0475(12) 0.0301(10) 0.0219(9) -0.0025(7) 0.0093(8) 0.0066(8) C43 0.0554(13) 0.0275(10) 0.0241(9) -0.0067(7) 0.0045(9) 0.0095(9) C53 0.0506(12) 0.0225(9) 0.0261(9) -0.0055(7) -0.0019(8) 0.0000(8) C63 0.0341(9) 0.0219(8) 0.0227(8) -0.0036(7) -0.0051(7) 0.0001(7) C73 0.0398(11) 0.0252(9) 0.0278(9) 0.0000(7) 0.0146(8) 0.0033(8) C83 0.0408(11) 0.0318(10) 0.0377(11) 0.0001(9) 0.0133(9) -0.0026(9) C93 0.0596(14) 0.0337(11) 0.0316(11) 0.0066(8) 0.0187(10) 0.0097(10) C103 0.0302(9) 0.0244(9) 0.0372(10) -0.0027(8) -0.0047(8) -0.0050(7) C113 0.0348(10) 0.0268(10) 0.0466(12) 0.0059(9) 0.0044(9) -0.0038(8) C123 0.0466(13) 0.0443(13) 0.0605(16) -0.0125(12) -0.0113(12) -0.0145(11) _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 N11 2.000(2) . ? Fe1 N21 2.013(2) . ? Fe1 C15 2.089(2) . ? Fe1 S1 2.2776(15) . ? S1 C14 1.772(2) . ? C14 C24 1.393(3) . ? C14 C64 1.399(3) . ? C24 C34 1.388(3) . ? C24 H24A 0.9500 . ? C34 C44 1.378(3) . ? C34 H34A 0.9500 . ? C44 C54 1.379(3) . ? C44 H44A 0.9500 . ? C54 C64 1.385(3) . ? C54 H54A 0.9500 . ? C64 H64A 0.9500 . ? C15 N15 1.150(3) . ? N15 C25 1.469(3) . ? C25 C35 1.516(3) . ? C25 C45 1.518(3) . ? C25 C55 1.531(3) . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C45 H45A 0.9800 . ? C45 H45B 0.9800 . ? C45 H45C 0.9800 . ? C55 H55A 0.9800 . ? C55 H55B 0.9800 . ? C55 H55C 0.9800 . ? N11 C21 1.334(2) . ? N11 C12 1.441(2) . ? N21 C41 1.335(2) . ? N21 C13 1.436(2) . ? C11 C81 1.536(3) . ? C11 C61 1.536(3) . ? C11 C71 1.551(3) . ? C11 C21 1.568(2) . ? C21 C31 1.410(2) . ? C31 C41 1.412(3) . ? C31 H31A 0.9500 . ? C41 C51 1.566(3) . ? C51 C101 1.539(3) . ? C51 C91 1.540(3) . ? C51 C111 1.545(3) . ? C61 H61A 0.9800 . ? C61 H61B 0.9800 . ? C61 H61C 0.9800 . ? C71 H71A 0.9800 . ? C71 H71B 0.9800 . ? C71 H71C 0.9800 . ? C81 H81A 0.9800 . ? C81 H81B 0.9800 . ? C81 H81C 0.9800 . ? C91 H91A 0.9800 . ? C91 H91B 0.9800 . ? C91 H91C 0.9800 . ? C101 H10A 0.9800 . ? C101 H10B 0.9800 . ? C101 H10C 0.9800 . ? C111 H11A 0.9800 . ? C111 H11B 0.9800 . ? C111 H11C 0.9800 . ? C12 C62 1.409(2) . ? C12 C22 1.410(2) . ? C22 C32 1.397(3) . ? C22 C72 1.509(3) . ? C32 C42 1.373(3) . ? C32 H32A 0.9500 . ? C42 C52 1.378(3) . ? C42 H42A 0.9500 . ? C52 C62 1.398(2) . ? C52 H52A 0.9500 . ? C62 C102 1.515(3) . ? C72 C82 1.532(3) . ? C72 C92 1.537(3) . ? C72 H72A 1.0000 . ? C82 H82A 0.9800 . ? C82 H82B 0.9800 . ? C82 H82C 0.9800 . ? C92 H92A 0.9800 . ? C92 H92B 0.9800 . ? C92 H92C 0.9800 . ? C102 C122 1.513(3) . ? C102 C112 1.520(3) . ? C102 H10D 1.0000 . ? C112 H11D 0.9800 . ? C112 H11E 0.9800 . ? C112 H11F 0.9800 . ? C122 H12A 0.9800 . ? C122 H12B 0.9800 . ? C122 H12C 0.9800 . ? C13 C23 1.401(3) . ? C13 C63 1.413(3) . ? C23 C33 1.396(3) . ? C23 C73 1.521(3) . ? C33 C43 1.380(3) . ? C33 H33A 0.9500 . ? C43 C53 1.374(3) . ? C43 H43A 0.9500 . ? C53 C63 1.392(3) . ? C53 H53A 0.9500 . ? C63 C103 1.510(3) . ? C73 C83 1.523(3) . ? C73 C93 1.538(3) . ? C73 H73A 1.0000 . ? C83 H83A 0.9800 . ? C83 H83B 0.9800 . ? C83 H83C 0.9800 . ? C93 H93A 0.9800 . ? C93 H93B 0.9800 . ? C93 H93C 0.9800 . ? C103 C113 1.531(3) . ? C103 C123 1.542(3) . ? C103 H10E 1.0000 . ? C113 H11G 0.9800 . ? C113 H11H 0.9800 . ? C113 H11I 0.9800 . ? C123 H12D 0.9800 . ? C123 H12E 0.9800 . ? C123 H12F 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 N11 Fe1 N21 96.19(5) . . ? N11 Fe1 C15 99.31(7) . . ? N21 Fe1 C15 98.14(8) . . ? N11 Fe1 S1 110.78(4) . . ? N21 Fe1 S1 128.91(5) . . ? C15 Fe1 S1 118.04(7) . . ? C14 S1 Fe1 104.36(6) . . ? C24 C14 C64 117.77(17) . . ? C24 C14 S1 121.61(13) . . ? C64 C14 S1 120.58(14) . . ? C34 C24 C14 120.92(17) . . ? C34 C24 H24A 119.5 . . ? C14 C24 H24A 119.5 . . ? C44 C34 C24 120.59(19) . . ? C44 C34 H34A 119.7 . . ? C24 C34 H34A 119.7 . . ? C34 C44 C54 119.24(18) . . ? C34 C44 H44A 120.4 . . ? C54 C44 H44A 120.4 . . ? C44 C54 C64 120.61(18) . . ? C44 C54 H54A 119.7 . . ? C64 C54 H54A 119.7 . . ? C54 C64 C14 120.85(18) . . ? C54 C64 H64A 119.6 . . ? C14 C64 H64A 119.6 . . ? N15 C15 Fe1 165.46(16) . . ? C15 N15 C25 173.58(18) . . ? N15 C25 C35 106.28(18) . . ? N15 C25 C45 107.64(17) . . ? C35 C25 C45 113.5(2) . . ? N15 C25 C55 108.02(17) . . ? C35 C25 C55 110.1(2) . . ? C45 C25 C55 110.96(19) . . ? C25 C35 H35A 109.5 . . ? C25 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C25 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C25 C45 H45A 109.5 . . ? C25 C45 H45B 109.5 . . ? H45A C45 H45B 109.5 . . ? C25 C45 H45C 109.5 . . ? H45A C45 H45C 109.5 . . ? H45B C45 H45C 109.5 . . ? C25 C55 H55A 109.5 . . ? C25 C55 H55B 109.5 . . ? H55A C55 H55B 109.5 . . ? C25 C55 H55C 109.5 . . ? H55A C55 H55C 109.5 . . ? H55B C55 H55C 109.5 . . ? C21 N11 C12 126.65(14) . . ? C21 N11 Fe1 120.34(11) . . ? C12 N11 Fe1 112.94(10) . . ? C41 N21 C13 125.79(15) . . ? C41 N21 Fe1 119.74(12) . . ? C13 N21 Fe1 114.46(11) . . ? C81 C11 C61 107.55(15) . . ? C81 C11 C71 106.01(15) . . ? C61 C11 C71 108.17(14) . . ? C81 C11 C21 117.24(14) . . ? C61 C11 C21 106.36(14) . . ? C71 C11 C21 111.19(14) . . ? N11 C21 C31 120.89(15) . . ? N11 C21 C11 126.15(15) . . ? C31 C21 C11 112.86(14) . . ? C21 C31 C41 133.61(16) . . ? C21 C31 H31A 113.2 . . ? C41 C31 H31A 113.2 . . ? N21 C41 C31 121.11(16) . . ? N21 C41 C51 126.11(16) . . ? C31 C41 C51 112.76(15) . . ? C101 C51 C91 106.33(18) . . ? C101 C51 C111 109.84(18) . . ? C91 C51 C111 106.32(19) . . ? C101 C51 C41 107.54(17) . . ? C91 C51 C41 117.68(16) . . ? C111 C51 C41 108.97(16) . . ? C11 C61 H61A 109.5 . . ? C11 C61 H61B 109.5 . . ? H61A C61 H61B 109.5 . . ? C11 C61 H61C 109.5 . . ? H61A C61 H61C 109.5 . . ? H61B C61 H61C 109.5 . . ? C11 C71 H71A 109.5 . . ? C11 C71 H71B 109.5 . . ? H71A C71 H71B 109.5 . . ? C11 C71 H71C 109.5 . . ? H71A C71 H71C 109.5 . . ? H71B C71 H71C 109.5 . . ? C11 C81 H81A 109.5 . . ? C11 C81 H81B 109.5 . . ? H81A C81 H81B 109.5 . . ? C11 C81 H81C 109.5 . . ? H81A C81 H81C 109.5 . . ? H81B C81 H81C 109.5 . . ? C51 C91 H91A 109.5 . . ? C51 C91 H91B 109.5 . . ? H91A C91 H91B 109.5 . . ? C51 C91 H91C 109.5 . . ? H91A C91 H91C 109.5 . . ? H91B C91 H91C 109.5 . . ? C51 C101 H10A 109.5 . . ? C51 C101 H10B 109.5 . . ? H10A C101 H10B 109.5 . . ? C51 C101 H10C 109.5 . . ? H10A C101 H10C 109.5 . . ? H10B C101 H10C 109.5 . . ? C51 C111 H11A 109.5 . . ? C51 C111 H11B 109.5 . . ? H11A C111 H11B 109.5 . . ? C51 C111 H11C 109.5 . . ? H11A C111 H11C 109.5 . . ? H11B C111 H11C 109.5 . . ? C62 C12 C22 120.07(15) . . ? C62 C12 N11 119.09(15) . . ? C22 C12 N11 120.50(15) . . ? C32 C22 C12 118.56(17) . . ? C32 C22 C72 118.39(16) . . ? C12 C22 C72 123.02(15) . . ? C42 C32 C22 121.62(18) . . ? C42 C32 H32A 119.2 . . ? C22 C32 H32A 119.2 . . ? C32 C42 C52 119.32(17) . . ? C32 C42 H42A 120.3 . . ? C52 C42 H42A 120.3 . . ? C42 C52 C62 121.82(18) . . ? C42 C52 H52A 119.1 . . ? C62 C52 H52A 119.1 . . ? C52 C62 C12 118.21(16) . . ? C52 C62 C102 119.95(16) . . ? C12 C62 C102 121.82(15) . . ? C22 C72 C82 112.73(16) . . ? C22 C72 C92 109.48(15) . . ? C82 C72 C92 109.87(15) . . ? C22 C72 H72A 108.2 . . ? C82 C72 H72A 108.2 . . ? C92 C72 H72A 108.2 . . ? C72 C82 H82A 109.5 . . ? C72 C82 H82B 109.5 . . ? H82A C82 H82B 109.5 . . ? C72 C82 H82C 109.5 . . ? H82A C82 H82C 109.5 . . ? H82B C82 H82C 109.5 . . ? C72 C92 H92A 109.5 . . ? C72 C92 H92B 109.5 . . ? H92A C92 H92B 109.5 . . ? C72 C92 H92C 109.5 . . ? H92A C92 H92C 109.5 . . ? H92B C92 H92C 109.5 . . ? C122 C102 C62 113.11(16) . . ? C122 C102 C112 109.42(17) . . ? C62 C102 C112 112.46(16) . . ? C122 C102 H10D 107.2 . . ? C62 C102 H10D 107.2 . . ? C112 C102 H10D 107.2 . . ? C102 C112 H11D 109.5 . . ? C102 C112 H11E 109.5 . . ? H11D C112 H11E 109.5 . . ? C102 C112 H11F 109.5 . . ? H11D C112 H11F 109.5 . . ? H11E C112 H11F 109.5 . . ? C102 C122 H12A 109.5 . . ? C102 C122 H12B 109.5 . . ? H12A C122 H12B 109.5 . . ? C102 C122 H12C 109.5 . . ? H12A C122 H12C 109.5 . . ? H12B C122 H12C 109.5 . . ? C23 C13 C63 120.62(16) . . ? C23 C13 N21 119.20(16) . . ? C63 C13 N21 119.98(17) . . ? C33 C23 C13 118.55(18) . . ? C33 C23 C73 118.42(18) . . ? C13 C23 C73 123.02(16) . . ? C43 C33 C23 121.4(2) . . ? C43 C33 H33A 119.3 . . ? C23 C33 H33A 119.3 . . ? C53 C43 C33 119.36(18) . . ? C53 C43 H43A 120.3 . . ? C33 C43 H43A 120.3 . . ? C43 C53 C63 121.94(19) . . ? C43 C53 H53A 119.0 . . ? C63 C53 H53A 119.0 . . ? C53 C63 C13 118.08(18) . . ? C53 C63 C103 118.68(17) . . ? C13 C63 C103 123.25(16) . . ? C23 C73 C83 110.55(16) . . ? C23 C73 C93 112.25(16) . . ? C83 C73 C93 109.49(17) . . ? C23 C73 H73A 108.1 . . ? C83 C73 H73A 108.1 . . ? C93 C73 H73A 108.1 . . ? C73 C83 H83A 109.5 . . ? C73 C83 H83B 109.5 . . ? H83A C83 H83B 109.5 . . ? C73 C83 H83C 109.5 . . ? H83A C83 H83C 109.5 . . ? H83B C83 H83C 109.5 . . ? C73 C93 H93A 109.5 . . ? C73 C93 H93B 109.5 . . ? H93A C93 H93B 109.5 . . ? C73 C93 H93C 109.5 . . ? H93A C93 H93C 109.5 . . ? H93B C93 H93C 109.5 . . ? C63 C103 C113 110.48(16) . . ? C63 C103 C123 113.01(19) . . ? C113 C103 C123 109.37(18) . . ? C63 C103 H10E 107.9 . . ? C113 C103 H10E 107.9 . . ? C123 C103 H10E 107.9 . . ? C103 C113 H11G 109.5 . . ? C103 C113 H11H 109.5 . . ? H11G C113 H11H 109.5 . . ? C103 C113 H11I 109.5 . . ? H11G C113 H11I 109.5 . . ? H11H C113 H11I 109.5 . . ? C103 C123 H12D 109.5 . . ? C103 C123 H12E 109.5 . . ? H12D C123 H12E 109.5 . . ? C103 C123 H12F 109.5 . . ? H12D C123 H12F 109.5 . . ? H12E C123 H12F 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N11 Fe1 S1 C14 -179.53(7) . . . . ? N21 Fe1 S1 C14 -62.50(8) . . . . ? C15 Fe1 S1 C14 67.01(9) . . . . ? Fe1 S1 C14 C24 79.72(15) . . . . ? Fe1 S1 C14 C64 -102.71(14) . . . . ? C64 C14 C24 C34 -1.3(2) . . . . ? S1 C14 C24 C34 176.30(14) . . . . ? C14 C24 C34 C44 0.6(3) . . . . ? C24 C34 C44 C54 0.3(3) . . . . ? C34 C44 C54 C64 -0.5(3) . . . . ? C44 C54 C64 C14 -0.2(3) . . . . ? C24 C14 C64 C54 1.1(3) . . . . ? S1 C14 C64 C54 -176.52(14) . . . . ? N11 Fe1 C15 N15 46.5(7) . . . . ? N21 Fe1 C15 N15 -51.2(7) . . . . ? S1 Fe1 C15 N15 166.1(6) . . . . ? Fe1 C15 N15 C25 9(2) . . . . ? C15 N15 C25 C35 29.0(19) . . . . ? C15 N15 C25 C45 150.9(18) . . . . ? C15 N15 C25 C55 -89.2(19) . . . . ? N21 Fe1 N11 C21 25.98(13) . . . . ? C15 Fe1 N11 C21 -73.34(14) . . . . ? S1 Fe1 N11 C21 161.79(11) . . . . ? N21 Fe1 N11 C12 -156.93(11) . . . . ? C15 Fe1 N11 C12 103.75(12) . . . . ? S1 Fe1 N11 C12 -21.12(11) . . . . ? N11 Fe1 N21 C41 -26.10(14) . . . . ? C15 Fe1 N21 C41 74.26(15) . . . . ? S1 Fe1 N21 C41 -149.20(11) . . . . ? N11 Fe1 N21 C13 153.28(12) . . . . ? C15 Fe1 N21 C13 -106.36(13) . . . . ? S1 Fe1 N21 C13 30.17(14) . . . . ? C12 N11 C21 C31 172.06(15) . . . . ? Fe1 N11 C21 C31 -11.3(2) . . . . ? C12 N11 C21 C11 -11.9(2) . . . . ? Fe1 N11 C21 C11 164.77(12) . . . . ? C81 C11 C21 N11 13.5(2) . . . . ? C61 C11 C21 N11 -106.83(18) . . . . ? C71 C11 C21 N11 135.64(17) . . . . ? C81 C11 C21 C31 -170.20(15) . . . . ? C61 C11 C21 C31 69.50(18) . . . . ? C71 C11 C21 C31 -48.04(19) . . . . ? N11 C21 C31 C41 -14.8(3) . . . . ? C11 C21 C31 C41 168.63(18) . . . . ? C13 N21 C41 C31 -167.66(16) . . . . ? Fe1 N21 C41 C31 11.6(2) . . . . ? C13 N21 C41 C51 13.7(3) . . . . ? Fe1 N21 C41 C51 -167.05(14) . . . . ? C21 C31 C41 N21 14.5(3) . . . . ? C21 C31 C41 C51 -166.64(19) . . . . ? N21 C41 C51 C101 113.8(2) . . . . ? C31 C41 C51 C101 -65.0(2) . . . . ? N21 C41 C51 C91 -6.1(3) . . . . ? C31 C41 C51 C91 175.09(19) . . . . ? N21 C41 C51 C111 -127.2(2) . . . . ? C31 C41 C51 C111 54.0(2) . . . . ? C21 N11 C12 C62 -93.0(2) . . . . ? Fe1 N11 C12 C62 90.15(15) . . . . ? C21 N11 C12 C22 93.7(2) . . . . ? Fe1 N11 C12 C22 -83.18(16) . . . . ? C62 C12 C22 C32 5.9(2) . . . . ? N11 C12 C22 C32 179.15(15) . . . . ? C62 C12 C22 C72 -172.17(15) . . . . ? N11 C12 C22 C72 1.1(2) . . . . ? C12 C22 C32 C42 -0.6(3) . . . . ? C72 C22 C32 C42 177.59(17) . . . . ? C22 C32 C42 C52 -3.2(3) . . . . ? C32 C42 C52 C62 1.6(3) . . . . ? C42 C52 C62 C12 3.6(3) . . . . ? C42 C52 C62 C102 -175.21(18) . . . . ? C22 C12 C62 C52 -7.3(2) . . . . ? N11 C12 C62 C52 179.30(15) . . . . ? C22 C12 C62 C102 171.45(15) . . . . ? N11 C12 C62 C102 -1.9(2) . . . . ? C32 C22 C72 C82 54.0(2) . . . . ? C12 C22 C72 C82 -127.96(17) . . . . ? C32 C22 C72 C92 -68.7(2) . . . . ? C12 C22 C72 C92 109.41(18) . . . . ? C52 C62 C102 C122 -93.8(2) . . . . ? C12 C62 C102 C122 87.4(2) . . . . ? C52 C62 C102 C112 30.8(2) . . . . ? C12 C62 C102 C112 -147.99(17) . . . . ? C41 N21 C13 C23 84.0(2) . . . . ? Fe1 N21 C13 C23 -95.36(16) . . . . ? C41 N21 C13 C63 -101.1(2) . . . . ? Fe1 N21 C13 C63 79.54(18) . . . . ? C63 C13 C23 C33 1.3(3) . . . . ? N21 C13 C23 C33 176.13(16) . . . . ? C63 C13 C23 C73 -178.05(16) . . . . ? N21 C13 C23 C73 -3.2(2) . . . . ? C13 C23 C33 C43 -0.9(3) . . . . ? C73 C23 C33 C43 178.47(18) . . . . ? C23 C33 C43 C53 -0.2(3) . . . . ? C33 C43 C53 C63 0.8(3) . . . . ? C43 C53 C63 C13 -0.4(3) . . . . ? C43 C53 C63 C103 179.58(17) . . . . ? C23 C13 C63 C53 -0.6(2) . . . . ? N21 C13 C63 C53 -175.45(15) . . . . ? C23 C13 C63 C103 179.35(16) . . . . ? N21 C13 C63 C103 4.5(3) . . . . ? C33 C23 C73 C83 -63.4(2) . . . . ? C13 C23 C73 C83 115.9(2) . . . . ? C33 C23 C73 C93 59.2(2) . . . . ? C13 C23 C73 C93 -121.49(19) . . . . ? C53 C63 C103 C113 67.8(2) . . . . ? C13 C63 C103 C113 -112.1(2) . . . . ? C53 C63 C103 C123 -55.1(2) . . . . ? C13 C63 C103 C123 125.0(2) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 32.58 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.632 _refine_diff_density_min -0.427 _refine_diff_density_rms 0.067 #===END data_holkc03 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common holkc03 _chemical_melting_point ? _chemical_formula_moiety 'C45 H64 Fe N4 S, C6 H6' _chemical_formula_sum 'C51 H70 Fe N4 S' _chemical_formula_weight 827.02 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' '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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.575(5) _cell_length_b 12.487(5) _cell_length_c 20.562(5) _cell_angle_alpha 79.982(5) _cell_angle_beta 77.463(5) _cell_angle_gamma 88.120(5) _cell_volume 2363.2(17) _cell_formula_units_Z 2 _cell_measurement_temperature 100.0(1) _cell_measurement_reflns_used 4080 _cell_measurement_theta_min 2.60 _cell_measurement_theta_max 32.54 _exptl_crystal_description needle _exptl_crystal_colour yellow-orange _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.162 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 892 _exptl_absorpt_coefficient_mu 0.400 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8893 _exptl_absorpt_correction_T_max 0.9842 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2007)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100.0(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX II CCD Platform' _diffrn_measurement_method 'area detector, \w scans per \f' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26944 _diffrn_reflns_av_R_equivalents 0.0764 _diffrn_reflns_av_sigmaI/netI 0.1123 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 29.13 _reflns_number_total 12588 _reflns_number_gt 7755 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2007)' _computing_cell_refinement 'SAINT (Bruker, 2007)' _computing_data_reduction 'SAINT (Bruker, 2007)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL (Sheldrick, 2008)' _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^)+(0.0434P)^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 12588 _refine_ls_number_parameters 529 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1094 _refine_ls_R_factor_gt 0.0562 _refine_ls_wR_factor_ref 0.1193 _refine_ls_wR_factor_gt 0.1016 _refine_ls_goodness_of_fit_ref 0.975 _refine_ls_restrained_S_all 0.975 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.90289(4) 0.28419(3) 0.250769(17) 0.01298(9) Uani 1 1 d . . . S1 S 1.10943(6) 0.35739(5) 0.18004(3) 0.01949(14) Uani 1 1 d . . . N11 N 0.87024(19) 0.12542(15) 0.29185(9) 0.0133(4) Uani 1 1 d . . . N21 N 0.84966(19) 0.34351(15) 0.33852(9) 0.0129(4) Uani 1 1 d . . . C11 C 0.7257(3) -0.01940(19) 0.38549(13) 0.0194(5) Uani 1 1 d . . . C21 C 0.7831(2) 0.09812(18) 0.35213(12) 0.0138(5) Uani 1 1 d . . . C31 C 0.7258(2) 0.17690(18) 0.39204(12) 0.0150(5) Uani 1 1 d . . . H31A H 0.6453 0.1512 0.4267 0.018 Uiso 1 1 calc R . . C41 C 0.7625(2) 0.28591(18) 0.39155(11) 0.0135(5) Uani 1 1 d . . . C51 C 0.6868(2) 0.32729(19) 0.45784(12) 0.0152(5) Uani 1 1 d . . . C61 C 0.5681(3) -0.0219(2) 0.38088(15) 0.0296(6) Uani 1 1 d . . . H61A H 0.5282 -0.0946 0.4004 0.044 Uiso 1 1 calc R . . H61B H 0.5609 -0.0045 0.3334 0.044 Uiso 1 1 calc R . . H61C H 0.5144 0.0317 0.4059 0.044 Uiso 1 1 calc R . . C71 C 0.7359(3) -0.0430(2) 0.46024(13) 0.0303(6) Uani 1 1 d . . . H71A H 0.7020 -0.1171 0.4801 0.045 Uiso 1 1 calc R . . H71B H 0.6765 0.0089 0.4847 0.045 Uiso 1 1 calc R . . H71C H 0.8356 -0.0357 0.4635 0.045 Uiso 1 1 calc R . . C81 C 0.7990(3) -0.11611(19) 0.35496(13) 0.0216(5) Uani 1 1 d . . . H81A H 0.7534 -0.1840 0.3809 0.032 Uiso 1 1 calc R . . H81B H 0.9005 -0.1170 0.3566 0.032 Uiso 1 1 calc R . . H81C H 0.7897 -0.1090 0.3079 0.032 Uiso 1 1 calc R . . C91 C 0.7191(3) 0.2506(2) 0.51992(12) 0.0220(5) Uani 1 1 d . . . H91A H 0.6705 0.2768 0.5612 0.033 Uiso 1 1 calc R . . H91B H 0.8226 0.2489 0.5173 0.033 Uiso 1 1 calc R . . H91C H 0.6849 0.1772 0.5207 0.033 Uiso 1 1 calc R . . C101 C 0.7244(3) 0.44242(19) 0.46611(12) 0.0179(5) Uani 1 1 d . . . H10A H 0.6654 0.4599 0.5082 0.027 Uiso 1 1 calc R . . H10B H 0.7061 0.4952 0.4277 0.027 Uiso 1 1 calc R . . H10C H 0.8257 0.4454 0.4677 0.027 Uiso 1 1 calc R . . C111 C 0.5247(2) 0.3276(2) 0.46069(13) 0.0231(6) Uani 1 1 d . . . H11A H 0.4735 0.3495 0.5030 0.035 Uiso 1 1 calc R . . H11B H 0.4936 0.2545 0.4586 0.035 Uiso 1 1 calc R . . H11C H 0.5038 0.3791 0.4223 0.035 Uiso 1 1 calc R . . C12 C 0.9465(2) 0.04949(18) 0.25145(12) 0.0150(5) Uani 1 1 d . . . C22 C 0.8884(3) 0.01454(19) 0.20131(12) 0.0177(5) Uani 1 1 d . . . C32 C 0.9671(3) -0.0574(2) 0.16312(13) 0.0226(6) Uani 1 1 d . . . H32A H 0.9295 -0.0804 0.1287 0.027 Uiso 1 1 calc R . . C42 C 1.0981(3) -0.0962(2) 0.17385(13) 0.0244(6) Uani 1 1 d . . . H42A H 1.1482 -0.1479 0.1487 0.029 Uiso 1 1 calc R . . C52 C 1.1549(3) -0.05872(19) 0.22165(13) 0.0211(5) Uani 1 1 d . . . H52A H 1.2457 -0.0847 0.2287 0.025 Uiso 1 1 calc R . . C62 C 1.0841(2) 0.01594(19) 0.25994(12) 0.0167(5) Uani 1 1 d . . . C72 C 0.7449(3) 0.0526(2) 0.18612(14) 0.0245(6) Uani 1 1 d . . . H72A H 0.6976 0.0972 0.2206 0.029 Uiso 1 1 calc R . . C82 C 0.6455(3) -0.0437(2) 0.18927(16) 0.0338(7) Uani 1 1 d . . . H82A H 0.6273 -0.0870 0.2349 0.051 Uiso 1 1 calc R . . H82B H 0.6914 -0.0893 0.1565 0.051 Uiso 1 1 calc R . . H82C H 0.5548 -0.0160 0.1785 0.051 Uiso 1 1 calc R . . C92 C 0.7661(3) 0.1239(2) 0.11613(14) 0.0362(7) Uani 1 1 d . . . H92A H 0.8361 0.1813 0.1126 0.054 Uiso 1 1 calc R . . H92B H 0.6747 0.1569 0.1097 0.054 Uiso 1 1 calc R . . H92C H 0.8011 0.0792 0.0813 0.054 Uiso 1 1 calc R . . C102 C 1.1586(2) 0.0604(2) 0.30777(12) 0.0198(5) Uani 1 1 d . . . H10D H 1.1042 0.1252 0.3219 0.024 Uiso 1 1 calc R . . C112 C 1.3098(3) 0.0967(2) 0.27213(15) 0.0307(6) Uani 1 1 d . . . H11D H 1.3067 0.1508 0.2318 0.046 Uiso 1 1 calc R . . H11E H 1.3656 0.0339 0.2588 0.046 Uiso 1 1 calc R . . H11F H 1.3546 0.1290 0.3028 0.046 Uiso 1 1 calc R . . C122 C 1.1632(4) -0.0224(3) 0.37113(17) 0.0575(11) Uani 1 1 d . . . H12A H 1.0657 -0.0374 0.3977 0.086 Uiso 1 1 calc R . . H12B H 1.2203 0.0069 0.3983 0.086 Uiso 1 1 calc R . . H12C H 1.2066 -0.0898 0.3582 0.086 Uiso 1 1 calc R . . C13 C 0.9186(2) 0.44406(18) 0.33951(11) 0.0137(5) Uani 1 1 d . . . C23 C 1.0393(2) 0.44064(19) 0.36858(12) 0.0161(5) Uani 1 1 d . . . C33 C 1.1086(3) 0.5383(2) 0.36607(13) 0.0212(5) Uani 1 1 d . . . H33A H 1.1894 0.5374 0.3861 0.025 Uiso 1 1 calc R . . C43 C 1.0628(3) 0.6361(2) 0.33525(13) 0.0246(6) Uani 1 1 d . . . H43A H 1.1117 0.7016 0.3342 0.030 Uiso 1 1 calc R . . C53 C 0.9464(3) 0.6388(2) 0.30612(13) 0.0229(6) Uani 1 1 d . . . H53A H 0.9162 0.7064 0.2845 0.027 Uiso 1 1 calc R . . C63 C 0.8716(3) 0.54378(19) 0.30776(12) 0.0171(5) Uani 1 1 d . . . C73 C 1.0966(3) 0.3357(2) 0.40205(13) 0.0199(5) Uani 1 1 d . . . H73A H 1.0278 0.2758 0.4044 0.024 Uiso 1 1 calc R . . C83 C 1.2397(3) 0.3095(2) 0.35914(14) 0.0295(6) Uani 1 1 d . . . H83A H 1.2272 0.3015 0.3142 0.044 Uiso 1 1 calc R . . H83B H 1.2765 0.2415 0.3807 0.044 Uiso 1 1 calc R . . H83C H 1.3078 0.3686 0.3548 0.044 Uiso 1 1 calc R . . C93 C 1.1124(3) 0.3405(2) 0.47419(13) 0.0254(6) Uani 1 1 d . . . H93A H 1.0231 0.3665 0.4998 0.038 Uiso 1 1 calc R . . H93B H 1.1907 0.3903 0.4724 0.038 Uiso 1 1 calc R . . H93C H 1.1337 0.2677 0.4964 0.038 Uiso 1 1 calc R . . C103 C 0.7424(3) 0.55237(19) 0.27581(12) 0.0202(5) Uani 1 1 d . . . H10E H 0.7045 0.4772 0.2800 0.024 Uiso 1 1 calc R . . C113 C 0.7854(3) 0.6000(2) 0.20056(13) 0.0287(6) Uani 1 1 d . . . H11G H 0.8634 0.5571 0.1786 0.043 Uiso 1 1 calc R . . H11H H 0.8174 0.6754 0.1952 0.043 Uiso 1 1 calc R . . H11I H 0.7030 0.5981 0.1796 0.043 Uiso 1 1 calc R . . C123 C 0.6218(3) 0.6204(2) 0.31054(14) 0.0306(6) Uani 1 1 d . . . H12D H 0.5944 0.5895 0.3587 0.046 Uiso 1 1 calc R . . H12E H 0.5389 0.6195 0.2898 0.046 Uiso 1 1 calc R . . H12F H 0.6550 0.6954 0.3053 0.046 Uiso 1 1 calc R . . C14 C 1.1251(2) 0.3089(2) 0.10226(12) 0.0193(5) Uani 1 1 d . . . C24 C 1.1070(3) 0.3801(2) 0.04479(13) 0.0286(6) Uani 1 1 d . . . H24A H 1.0865 0.4543 0.0473 0.034 Uiso 1 1 calc R . . C34 C 1.1187(3) 0.3440(2) -0.01626(14) 0.0356(7) Uani 1 1 d . . . H34A H 1.1052 0.3937 -0.0549 0.043 Uiso 1 1 calc R . . C44 C 1.1496(3) 0.2375(3) -0.02148(15) 0.0367(7) Uani 1 1 d . . . H44A H 1.1574 0.2132 -0.0634 0.044 Uiso 1 1 calc R . . C54 C 1.1692(3) 0.1662(2) 0.03490(15) 0.0398(8) Uani 1 1 d . . . H54A H 1.1905 0.0921 0.0318 0.048 Uiso 1 1 calc R . . C64 C 1.1582(3) 0.2014(2) 0.09613(13) 0.0291(6) Uani 1 1 d . . . H64A H 1.1735 0.1515 0.1344 0.035 Uiso 1 1 calc R . . N15 N 0.7308(2) 0.32880(15) 0.20414(10) 0.0159(4) Uani 1 1 d . . . C25 C 0.5896(3) 0.3124(2) 0.23728(13) 0.0207(5) Uani 1 1 d . . . H25A H 0.5576 0.2771 0.2827 0.025 Uiso 1 1 calc R . . C35 C 0.5038(3) 0.3544(2) 0.19483(13) 0.0242(6) Uani 1 1 d . . . H35A H 0.4021 0.3544 0.2047 0.029 Uiso 1 1 calc R . . N45 N 0.5925(2) 0.39680(17) 0.13491(10) 0.0210(5) Uani 1 1 d . . . C55 C 0.7269(3) 0.37956(19) 0.14303(12) 0.0199(5) Uani 1 1 d . . . H55A H 0.8095 0.4014 0.1087 0.024 Uiso 1 1 calc R . . C65 C 0.5476(3) 0.4525(2) 0.07442(14) 0.0345(7) Uani 1 1 d . . . H65A H 0.6315 0.4681 0.0372 0.052 Uiso 1 1 calc R . . H65B H 0.5002 0.5208 0.0835 0.052 Uiso 1 1 calc R . . H65C H 0.4808 0.4060 0.0619 0.052 Uiso 1 1 calc R . . C16 C 0.2224(4) 0.6469(2) 0.11041(19) 0.0445(9) Uani 1 1 d . . . H16A H 0.1417 0.6012 0.1161 0.053 Uiso 1 1 calc R . . C26 C 0.2700(3) 0.7144(3) 0.05061(16) 0.0383(7) Uani 1 1 d . . . H26A H 0.2218 0.7160 0.0146 0.046 Uiso 1 1 calc R . . C36 C 0.3849(3) 0.7790(3) 0.04195(17) 0.0461(9) Uani 1 1 d . . . H36A H 0.4175 0.8250 -0.0003 0.055 Uiso 1 1 calc R . . C46 C 0.4539(3) 0.7793(3) 0.0923(2) 0.0552(10) Uani 1 1 d . . . H46A H 0.5340 0.8260 0.0854 0.066 Uiso 1 1 calc R . . C56 C 0.4103(5) 0.7135(4) 0.1527(2) 0.0648(13) Uani 1 1 d . . . H56A H 0.4597 0.7140 0.1880 0.078 Uiso 1 1 calc R . . C66 C 0.2920(5) 0.6450(3) 0.16287(18) 0.0672(14) Uani 1 1 d . . . H66A H 0.2603 0.5982 0.2049 0.081 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 0.01361(17) 0.01329(17) 0.01226(17) -0.00253(13) -0.00326(13) 0.00185(13) S1 0.0178(3) 0.0237(3) 0.0165(3) -0.0038(3) -0.0020(2) -0.0025(3) N11 0.0134(9) 0.0126(9) 0.0155(10) -0.0047(8) -0.0051(8) 0.0031(8) N21 0.0132(9) 0.0118(9) 0.0145(10) -0.0026(8) -0.0051(8) 0.0020(8) C11 0.0201(13) 0.0142(12) 0.0236(14) -0.0061(10) -0.0021(10) 0.0009(10) C21 0.0119(11) 0.0134(11) 0.0174(12) -0.0031(9) -0.0057(9) 0.0012(9) C31 0.0119(11) 0.0155(12) 0.0164(12) -0.0026(9) -0.0006(9) -0.0001(9) C41 0.0114(11) 0.0172(12) 0.0136(12) -0.0045(9) -0.0055(9) 0.0039(9) C51 0.0140(11) 0.0165(12) 0.0160(12) -0.0062(9) -0.0028(9) 0.0025(9) C61 0.0196(13) 0.0205(14) 0.0478(19) -0.0117(13) 0.0003(12) -0.0034(11) C71 0.0498(18) 0.0177(13) 0.0189(14) -0.0013(11) 0.0002(13) 0.0033(13) C81 0.0255(14) 0.0126(12) 0.0248(14) -0.0018(10) -0.0025(11) 0.0008(10) C91 0.0281(14) 0.0211(13) 0.0169(13) -0.0055(10) -0.0029(11) 0.0001(11) C101 0.0217(13) 0.0181(12) 0.0133(12) -0.0069(9) 0.0008(10) 0.0032(10) C111 0.0166(12) 0.0247(14) 0.0286(15) -0.0112(11) -0.0011(11) 0.0029(11) C12 0.0166(12) 0.0126(11) 0.0144(12) -0.0016(9) -0.0011(9) 0.0020(9) C22 0.0205(13) 0.0152(12) 0.0185(13) -0.0051(10) -0.0054(10) 0.0029(10) C32 0.0270(14) 0.0202(13) 0.0235(14) -0.0104(11) -0.0070(11) 0.0037(11) C42 0.0252(14) 0.0222(14) 0.0261(14) -0.0102(11) -0.0020(11) 0.0049(11) C52 0.0172(12) 0.0182(13) 0.0264(14) -0.0025(10) -0.0030(10) 0.0035(10) C62 0.0191(12) 0.0140(12) 0.0154(12) -0.0007(9) -0.0018(10) 0.0017(10) C72 0.0257(14) 0.0273(14) 0.0278(15) -0.0164(12) -0.0136(12) 0.0098(11) C82 0.0250(15) 0.0418(17) 0.0460(19) -0.0279(15) -0.0173(13) 0.0071(13) C92 0.0475(19) 0.0405(18) 0.0301(16) -0.0170(14) -0.0231(14) 0.0193(15) C102 0.0150(12) 0.0243(13) 0.0222(13) -0.0072(11) -0.0069(10) 0.0059(10) C112 0.0232(14) 0.0319(16) 0.0407(18) -0.0152(13) -0.0076(13) -0.0013(12) C122 0.064(2) 0.075(3) 0.035(2) 0.0149(18) -0.0289(18) -0.036(2) C13 0.0136(11) 0.0152(12) 0.0116(11) -0.0039(9) 0.0004(9) -0.0003(9) C23 0.0155(12) 0.0190(12) 0.0153(12) -0.0073(9) -0.0027(9) 0.0001(10) C33 0.0206(13) 0.0211(13) 0.0234(14) -0.0100(11) -0.0023(10) -0.0026(10) C43 0.0304(15) 0.0185(13) 0.0261(15) -0.0086(11) -0.0036(12) -0.0064(11) C53 0.0318(15) 0.0160(12) 0.0201(13) -0.0038(10) -0.0036(11) 0.0017(11) C63 0.0216(13) 0.0163(12) 0.0142(12) -0.0040(9) -0.0048(10) 0.0025(10) C73 0.0190(12) 0.0185(12) 0.0259(14) -0.0067(10) -0.0107(11) 0.0021(10) C83 0.0264(15) 0.0362(16) 0.0319(16) -0.0180(13) -0.0114(12) 0.0113(13) C93 0.0263(14) 0.0273(14) 0.0262(15) -0.0052(11) -0.0137(12) 0.0074(12) C103 0.0270(14) 0.0146(12) 0.0206(13) -0.0033(10) -0.0091(11) 0.0035(10) C113 0.0417(17) 0.0247(14) 0.0223(14) -0.0049(11) -0.0122(12) 0.0047(13) C123 0.0330(16) 0.0318(16) 0.0304(16) -0.0078(12) -0.0140(13) 0.0138(13) C14 0.0139(12) 0.0240(13) 0.0181(13) -0.0057(10) 0.0024(10) -0.0013(10) C24 0.0350(16) 0.0271(15) 0.0227(15) -0.0041(12) -0.0049(12) 0.0048(12) C34 0.0458(19) 0.0425(19) 0.0171(14) -0.0015(13) -0.0072(13) 0.0038(15) C44 0.0439(18) 0.0445(19) 0.0213(15) -0.0136(13) 0.0013(13) -0.0067(15) C54 0.056(2) 0.0248(15) 0.0323(17) -0.0103(13) 0.0090(15) -0.0024(14) C64 0.0396(17) 0.0235(14) 0.0195(14) -0.0002(11) 0.0007(12) 0.0016(12) N15 0.0165(10) 0.0150(10) 0.0173(11) -0.0028(8) -0.0063(8) 0.0003(8) C25 0.0199(13) 0.0225(13) 0.0200(13) -0.0030(10) -0.0057(10) 0.0008(11) C35 0.0182(13) 0.0283(15) 0.0275(15) -0.0050(11) -0.0077(11) 0.0002(11) N45 0.0224(11) 0.0241(11) 0.0189(11) -0.0033(9) -0.0104(9) 0.0051(9) C55 0.0211(13) 0.0202(13) 0.0193(13) -0.0032(10) -0.0066(10) 0.0010(10) C65 0.0353(16) 0.0441(18) 0.0269(16) -0.0024(13) -0.0179(13) 0.0154(14) C16 0.046(2) 0.0228(16) 0.058(2) -0.0157(15) 0.0110(17) -0.0022(14) C26 0.0423(18) 0.0424(19) 0.0358(18) -0.0172(15) -0.0123(15) 0.0041(15) C36 0.046(2) 0.056(2) 0.0338(19) -0.0104(16) 0.0005(16) -0.0109(17) C46 0.0288(18) 0.082(3) 0.062(3) -0.033(2) -0.0088(17) 0.0023(18) C56 0.070(3) 0.092(3) 0.052(3) -0.039(2) -0.043(2) 0.056(3) C66 0.106(4) 0.040(2) 0.034(2) 0.0050(16) 0.017(2) 0.046(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 Fe1 N11 2.021(2) . ? Fe1 N21 2.0262(19) . ? Fe1 N15 2.094(2) . ? Fe1 S1 2.2955(11) . ? S1 C14 1.781(3) . ? N11 C21 1.331(3) . ? N11 C12 1.445(3) . ? N21 C41 1.332(3) . ? N21 C13 1.443(3) . ? C11 C61 1.535(3) . ? C11 C81 1.537(3) . ? C11 C71 1.537(4) . ? C11 C21 1.570(3) . ? C21 C31 1.411(3) . ? C31 C41 1.415(3) . ? C31 H31A 0.9500 . ? C41 C51 1.563(3) . ? C51 C91 1.539(3) . ? C51 C101 1.540(3) . ? C51 C111 1.540(3) . ? C61 H61A 0.9800 . ? C61 H61B 0.9800 . ? C61 H61C 0.9800 . ? C71 H71A 0.9800 . ? C71 H71B 0.9800 . ? C71 H71C 0.9800 . ? C81 H81A 0.9800 . ? C81 H81B 0.9800 . ? C81 H81C 0.9800 . ? C91 H91A 0.9800 . ? C91 H91B 0.9800 . ? C91 H91C 0.9800 . ? C101 H10A 0.9800 . ? C101 H10B 0.9800 . ? C101 H10C 0.9800 . ? C111 H11A 0.9800 . ? C111 H11B 0.9800 . ? C111 H11C 0.9800 . ? C12 C62 1.407(3) . ? C12 C22 1.408(3) . ? C22 C32 1.391(3) . ? C22 C72 1.518(3) . ? C32 C42 1.379(4) . ? C32 H32A 0.9500 . ? C42 C52 1.375(3) . ? C42 H42A 0.9500 . ? C52 C62 1.390(3) . ? C52 H52A 0.9500 . ? C62 C102 1.518(3) . ? C72 C92 1.531(4) . ? C72 C82 1.541(4) . ? C72 H72A 1.0000 . ? C82 H82A 0.9800 . ? C82 H82B 0.9800 . ? C82 H82C 0.9800 . ? C92 H92A 0.9800 . ? C92 H92B 0.9800 . ? C92 H92C 0.9800 . ? C102 C112 1.519(3) . ? C102 C122 1.523(4) . ? C102 H10D 1.0000 . ? C112 H11D 0.9800 . ? C112 H11E 0.9800 . ? C112 H11F 0.9800 . ? C122 H12A 0.9800 . ? C122 H12B 0.9800 . ? C122 H12C 0.9800 . ? C13 C23 1.408(3) . ? C13 C63 1.410(3) . ? C23 C33 1.396(3) . ? C23 C73 1.515(3) . ? C33 C43 1.379(4) . ? C33 H33A 0.9500 . ? C43 C53 1.372(4) . ? C43 H43A 0.9500 . ? C53 C63 1.398(3) . ? C53 H53A 0.9500 . ? C63 C103 1.514(3) . ? C73 C83 1.520(3) . ? C73 C93 1.535(3) . ? C73 H73A 1.0000 . ? C83 H83A 0.9800 . ? C83 H83B 0.9800 . ? C83 H83C 0.9800 . ? C93 H93A 0.9800 . ? C93 H93B 0.9800 . ? C93 H93C 0.9800 . ? C103 C113 1.529(3) . ? C103 C123 1.534(3) . ? C103 H10E 1.0000 . ? C113 H11G 0.9800 . ? C113 H11H 0.9800 . ? C113 H11I 0.9800 . ? C123 H12D 0.9800 . ? C123 H12E 0.9800 . ? C123 H12F 0.9800 . ? C14 C24 1.389(4) . ? C14 C64 1.390(4) . ? C24 C34 1.387(4) . ? C24 H24A 0.9500 . ? C34 C44 1.370(4) . ? C34 H34A 0.9500 . ? C44 C54 1.377(4) . ? C44 H44A 0.9500 . ? C54 C64 1.387(4) . ? C54 H54A 0.9500 . ? C64 H64A 0.9500 . ? N15 C55 1.313(3) . ? N15 C25 1.380(3) . ? C25 C35 1.355(3) . ? C25 H25A 0.9500 . ? C35 N45 1.367(3) . ? C35 H35A 0.9500 . ? N45 C55 1.339(3) . ? N45 C65 1.458(3) . ? C55 H55A 0.9500 . ? C65 H65A 0.9800 . ? C65 H65B 0.9800 . ? C65 H65C 0.9800 . ? C16 C26 1.361(4) . ? C16 C66 1.382(5) . ? C16 H16A 0.9500 . ? C26 C36 1.347(4) . ? C26 H26A 0.9500 . ? C36 C46 1.344(5) . ? C36 H36A 0.9500 . ? C46 C56 1.354(5) . ? C46 H46A 0.9500 . ? C56 C66 1.398(6) . ? C56 H56A 0.9500 . ? C66 H66A 0.9500 . ? 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 N11 Fe1 N21 96.85(8) . . ? N11 Fe1 N15 105.38(8) . . ? N21 Fe1 N15 103.84(8) . . ? N11 Fe1 S1 125.58(6) . . ? N21 Fe1 S1 113.94(6) . . ? N15 Fe1 S1 108.86(6) . . ? C14 S1 Fe1 107.05(8) . . ? C21 N11 C12 125.11(19) . . ? C21 N11 Fe1 119.55(15) . . ? C12 N11 Fe1 115.33(14) . . ? C41 N21 C13 124.68(19) . . ? C41 N21 Fe1 119.26(15) . . ? C13 N21 Fe1 115.93(14) . . ? C61 C11 C81 107.0(2) . . ? C61 C11 C71 109.2(2) . . ? C81 C11 C71 105.3(2) . . ? C61 C11 C21 106.65(19) . . ? C81 C11 C21 118.2(2) . . ? C71 C11 C21 110.30(19) . . ? N11 C21 C31 121.7(2) . . ? N11 C21 C11 125.9(2) . . ? C31 C21 C11 112.35(19) . . ? C21 C31 C41 133.8(2) . . ? C21 C31 H31A 113.1 . . ? C41 C31 H31A 113.1 . . ? N21 C41 C31 121.5(2) . . ? N21 C41 C51 126.3(2) . . ? C31 C41 C51 112.2(2) . . ? C91 C51 C101 105.74(19) . . ? C91 C51 C111 109.6(2) . . ? C101 C51 C111 106.02(19) . . ? C91 C51 C41 110.11(19) . . ? C101 C51 C41 117.78(19) . . ? C111 C51 C41 107.37(18) . . ? C11 C61 H61A 109.5 . . ? C11 C61 H61B 109.5 . . ? H61A C61 H61B 109.5 . . ? C11 C61 H61C 109.5 . . ? H61A C61 H61C 109.5 . . ? H61B C61 H61C 109.5 . . ? C11 C71 H71A 109.5 . . ? C11 C71 H71B 109.5 . . ? H71A C71 H71B 109.5 . . ? C11 C71 H71C 109.5 . . ? H71A C71 H71C 109.5 . . ? H71B C71 H71C 109.5 . . ? C11 C81 H81A 109.5 . . ? C11 C81 H81B 109.5 . . ? H81A C81 H81B 109.5 . . ? C11 C81 H81C 109.5 . . ? H81A C81 H81C 109.5 . . ? H81B C81 H81C 109.5 . . ? C51 C91 H91A 109.5 . . ? C51 C91 H91B 109.5 . . ? H91A C91 H91B 109.5 . . ? C51 C91 H91C 109.5 . . ? H91A C91 H91C 109.5 . . ? H91B C91 H91C 109.5 . . ? C51 C101 H10A 109.5 . . ? C51 C101 H10B 109.5 . . ? H10A C101 H10B 109.5 . . ? C51 C101 H10C 109.5 . . ? H10A C101 H10C 109.5 . . ? H10B C101 H10C 109.5 . . ? C51 C111 H11A 109.5 . . ? C51 C111 H11B 109.5 . . ? H11A C111 H11B 109.5 . . ? C51 C111 H11C 109.5 . . ? H11A C111 H11C 109.5 . . ? H11B C111 H11C 109.5 . . ? C62 C12 C22 120.1(2) . . ? C62 C12 N11 119.0(2) . . ? C22 C12 N11 120.8(2) . . ? C32 C22 C12 118.5(2) . . ? C32 C22 C72 118.2(2) . . ? C12 C22 C72 123.3(2) . . ? C42 C32 C22 121.9(2) . . ? C42 C32 H32A 119.1 . . ? C22 C32 H32A 119.1 . . ? C52 C42 C32 118.7(2) . . ? C52 C42 H42A 120.6 . . ? C32 C42 H42A 120.6 . . ? C42 C52 C62 122.3(2) . . ? C42 C52 H52A 118.9 . . ? C62 C52 H52A 118.9 . . ? C52 C62 C12 118.3(2) . . ? C52 C62 C102 119.2(2) . . ? C12 C62 C102 122.5(2) . . ? C22 C72 C92 110.2(2) . . ? C22 C72 C82 111.9(2) . . ? C92 C72 C82 109.4(2) . . ? C22 C72 H72A 108.4 . . ? C92 C72 H72A 108.4 . . ? C82 C72 H72A 108.4 . . ? C72 C82 H82A 109.5 . . ? C72 C82 H82B 109.5 . . ? H82A C82 H82B 109.5 . . ? C72 C82 H82C 109.5 . . ? H82A C82 H82C 109.5 . . ? H82B C82 H82C 109.5 . . ? C72 C92 H92A 109.5 . . ? C72 C92 H92B 109.5 . . ? H92A C92 H92B 109.5 . . ? C72 C92 H92C 109.5 . . ? H92A C92 H92C 109.5 . . ? H92B C92 H92C 109.5 . . ? C62 C102 C112 110.4(2) . . ? C62 C102 C122 112.3(2) . . ? C112 C102 C122 109.5(2) . . ? C62 C102 H10D 108.2 . . ? C112 C102 H10D 108.2 . . ? C122 C102 H10D 108.2 . . ? C102 C112 H11D 109.5 . . ? C102 C112 H11E 109.5 . . ? H11D C112 H11E 109.5 . . ? C102 C112 H11F 109.5 . . ? H11D C112 H11F 109.5 . . ? H11E C112 H11F 109.5 . . ? C102 C122 H12A 109.5 . . ? C102 C122 H12B 109.5 . . ? H12A C122 H12B 109.5 . . ? C102 C122 H12C 109.5 . . ? H12A C122 H12C 109.5 . . ? H12B C122 H12C 109.5 . . ? C23 C13 C63 120.4(2) . . ? C23 C13 N21 119.1(2) . . ? C63 C13 N21 120.3(2) . . ? C33 C23 C13 118.2(2) . . ? C33 C23 C73 119.0(2) . . ? C13 C23 C73 122.7(2) . . ? C43 C33 C23 121.6(2) . . ? C43 C33 H33A 119.2 . . ? C23 C33 H33A 119.2 . . ? C53 C43 C33 120.0(2) . . ? C53 C43 H43A 120.0 . . ? C33 C43 H43A 120.0 . . ? C43 C53 C63 121.1(2) . . ? C43 C53 H53A 119.5 . . ? C63 C53 H53A 119.5 . . ? C53 C63 C13 118.8(2) . . ? C53 C63 C103 118.5(2) . . ? C13 C63 C103 122.7(2) . . ? C23 C73 C83 109.5(2) . . ? C23 C73 C93 112.5(2) . . ? C83 C73 C93 110.1(2) . . ? C23 C73 H73A 108.2 . . ? C83 C73 H73A 108.2 . . ? C93 C73 H73A 108.2 . . ? C73 C83 H83A 109.5 . . ? C73 C83 H83B 109.5 . . ? H83A C83 H83B 109.5 . . ? C73 C83 H83C 109.5 . . ? H83A C83 H83C 109.5 . . ? H83B C83 H83C 109.5 . . ? C73 C93 H93A 109.5 . . ? C73 C93 H93B 109.5 . . ? H93A C93 H93B 109.5 . . ? C73 C93 H93C 109.5 . . ? H93A C93 H93C 109.5 . . ? H93B C93 H93C 109.5 . . ? C63 C103 C113 110.4(2) . . ? C63 C103 C123 112.8(2) . . ? C113 C103 C123 109.7(2) . . ? C63 C103 H10E 107.9 . . ? C113 C103 H10E 107.9 . . ? C123 C103 H10E 107.9 . . ? C103 C113 H11G 109.5 . . ? C103 C113 H11H 109.5 . . ? H11G C113 H11H 109.5 . . ? C103 C113 H11I 109.5 . . ? H11G C113 H11I 109.5 . . ? H11H C113 H11I 109.5 . . ? C103 C123 H12D 109.5 . . ? C103 C123 H12E 109.5 . . ? H12D C123 H12E 109.5 . . ? C103 C123 H12F 109.5 . . ? H12D C123 H12F 109.5 . . ? H12E C123 H12F 109.5 . . ? C24 C14 C64 117.8(2) . . ? C24 C14 S1 119.9(2) . . ? C64 C14 S1 122.3(2) . . ? C34 C24 C14 120.8(3) . . ? C34 C24 H24A 119.6 . . ? C14 C24 H24A 119.6 . . ? C44 C34 C24 120.8(3) . . ? C44 C34 H34A 119.6 . . ? C24 C34 H34A 119.6 . . ? C34 C44 C54 119.1(3) . . ? C34 C44 H44A 120.5 . . ? C54 C44 H44A 120.5 . . ? C44 C54 C64 120.6(3) . . ? C44 C54 H54A 119.7 . . ? C64 C54 H54A 119.7 . . ? C54 C64 C14 120.9(3) . . ? C54 C64 H64A 119.6 . . ? C14 C64 H64A 119.6 . . ? C55 N15 C25 105.4(2) . . ? C55 N15 Fe1 131.29(17) . . ? C25 N15 Fe1 123.26(16) . . ? C35 C25 N15 109.3(2) . . ? C35 C25 H25A 125.3 . . ? N15 C25 H25A 125.3 . . ? C25 C35 N45 106.3(2) . . ? C25 C35 H35A 126.8 . . ? N45 C35 H35A 126.8 . . ? C55 N45 C35 107.1(2) . . ? C55 N45 C65 127.0(2) . . ? C35 N45 C65 125.9(2) . . ? N15 C55 N45 111.8(2) . . ? N15 C55 H55A 124.1 . . ? N45 C55 H55A 124.1 . . ? N45 C65 H65A 109.5 . . ? N45 C65 H65B 109.5 . . ? H65A C65 H65B 109.5 . . ? N45 C65 H65C 109.5 . . ? H65A C65 H65C 109.5 . . ? H65B C65 H65C 109.5 . . ? C26 C16 C66 119.7(3) . . ? C26 C16 H16A 120.2 . . ? C66 C16 H16A 120.2 . . ? C36 C26 C16 120.6(3) . . ? C36 C26 H26A 119.7 . . ? C16 C26 H26A 119.7 . . ? C46 C36 C26 120.9(3) . . ? C46 C36 H36A 119.6 . . ? C26 C36 H36A 119.6 . . ? C36 C46 C56 120.6(4) . . ? C36 C46 H46A 119.7 . . ? C56 C46 H46A 119.7 . . ? C46 C56 C66 119.7(3) . . ? C46 C56 H56A 120.1 . . ? C66 C56 H56A 120.1 . . ? C16 C66 C56 118.5(3) . . ? C16 C66 H66A 120.7 . . ? C56 C66 H66A 120.7 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N11 Fe1 S1 C14 68.82(11) . . . . ? N21 Fe1 S1 C14 -172.61(10) . . . . ? N15 Fe1 S1 C14 -57.26(11) . . . . ? N21 Fe1 N11 C21 23.13(17) . . . . ? N15 Fe1 N11 C21 -83.31(18) . . . . ? S1 Fe1 N11 C21 149.18(14) . . . . ? N21 Fe1 N11 C12 -156.95(15) . . . . ? N15 Fe1 N11 C12 96.61(16) . . . . ? S1 Fe1 N11 C12 -30.90(17) . . . . ? N11 Fe1 N21 C41 -24.74(17) . . . . ? N15 Fe1 N21 C41 83.00(17) . . . . ? S1 Fe1 N21 C41 -158.74(14) . . . . ? N11 Fe1 N21 C13 151.34(15) . . . . ? N15 Fe1 N21 C13 -100.92(16) . . . . ? S1 Fe1 N21 C13 17.34(16) . . . . ? C12 N11 C21 C31 172.4(2) . . . . ? Fe1 N11 C21 C31 -7.7(3) . . . . ? C12 N11 C21 C11 -11.0(3) . . . . ? Fe1 N11 C21 C11 168.91(16) . . . . ? C61 C11 C21 N11 -106.0(3) . . . . ? C81 C11 C21 N11 14.3(3) . . . . ? C71 C11 C21 N11 135.4(2) . . . . ? C61 C11 C21 C31 70.9(2) . . . . ? C81 C11 C21 C31 -168.7(2) . . . . ? C71 C11 C21 C31 -47.6(3) . . . . ? N11 C21 C31 C41 -17.4(4) . . . . ? C11 C21 C31 C41 165.5(2) . . . . ? C13 N21 C41 C31 -164.7(2) . . . . ? Fe1 N21 C41 C31 11.0(3) . . . . ? C13 N21 C41 C51 16.9(3) . . . . ? Fe1 N21 C41 C51 -167.36(16) . . . . ? C21 C31 C41 N21 15.5(4) . . . . ? C21 C31 C41 C51 -166.0(2) . . . . ? N21 C41 C51 C91 -126.6(2) . . . . ? C31 C41 C51 C91 54.9(2) . . . . ? N21 C41 C51 C101 -5.3(3) . . . . ? C31 C41 C51 C101 176.23(19) . . . . ? N21 C41 C51 C111 114.1(2) . . . . ? C31 C41 C51 C111 -64.3(2) . . . . ? C21 N11 C12 C62 -90.0(3) . . . . ? Fe1 N11 C12 C62 90.1(2) . . . . ? C21 N11 C12 C22 93.9(3) . . . . ? Fe1 N11 C12 C22 -86.0(2) . . . . ? C62 C12 C22 C32 3.0(3) . . . . ? N11 C12 C22 C32 179.1(2) . . . . ? C62 C12 C22 C72 -176.1(2) . . . . ? N11 C12 C22 C72 -0.1(4) . . . . ? C12 C22 C32 C42 1.1(4) . . . . ? C72 C22 C32 C42 -179.7(2) . . . . ? C22 C32 C42 C52 -3.0(4) . . . . ? C32 C42 C52 C62 0.7(4) . . . . ? C42 C52 C62 C12 3.3(4) . . . . ? C42 C52 C62 C102 -175.2(2) . . . . ? C22 C12 C62 C52 -5.1(3) . . . . ? N11 C12 C62 C52 178.8(2) . . . . ? C22 C12 C62 C102 173.3(2) . . . . ? N11 C12 C62 C102 -2.8(3) . . . . ? C32 C22 C72 C92 -67.3(3) . . . . ? C12 C22 C72 C92 111.9(3) . . . . ? C32 C22 C72 C82 54.7(3) . . . . ? C12 C22 C72 C82 -126.2(3) . . . . ? C52 C62 C102 C112 47.7(3) . . . . ? C12 C62 C102 C112 -130.7(2) . . . . ? C52 C62 C102 C122 -74.8(3) . . . . ? C12 C62 C102 C122 106.8(3) . . . . ? C41 N21 C13 C23 77.4(3) . . . . ? Fe1 N21 C13 C23 -98.5(2) . . . . ? C41 N21 C13 C63 -106.8(3) . . . . ? Fe1 N21 C13 C63 77.3(2) . . . . ? C63 C13 C23 C33 1.1(3) . . . . ? N21 C13 C23 C33 176.9(2) . . . . ? C63 C13 C23 C73 -178.7(2) . . . . ? N21 C13 C23 C73 -2.9(3) . . . . ? C13 C23 C33 C43 -0.9(4) . . . . ? C73 C23 C33 C43 178.9(2) . . . . ? C23 C33 C43 C53 0.0(4) . . . . ? C33 C43 C53 C63 0.8(4) . . . . ? C43 C53 C63 C13 -0.6(4) . . . . ? C43 C53 C63 C103 178.9(2) . . . . ? C23 C13 C63 C53 -0.4(3) . . . . ? N21 C13 C63 C53 -176.1(2) . . . . ? C23 C13 C63 C103 -179.9(2) . . . . ? N21 C13 C63 C103 4.4(3) . . . . ? C33 C23 C73 C83 -69.2(3) . . . . ? C13 C23 C73 C83 110.6(3) . . . . ? C33 C23 C73 C93 53.6(3) . . . . ? C13 C23 C73 C93 -126.6(2) . . . . ? C53 C63 C103 C113 60.2(3) . . . . ? C13 C63 C103 C113 -120.3(2) . . . . ? C53 C63 C103 C123 -62.9(3) . . . . ? C13 C63 C103 C123 116.6(3) . . . . ? Fe1 S1 C14 C24 110.2(2) . . . . ? Fe1 S1 C14 C64 -71.3(2) . . . . ? C64 C14 C24 C34 1.4(4) . . . . ? S1 C14 C24 C34 -180.0(2) . . . . ? C14 C24 C34 C44 -0.6(4) . . . . ? C24 C34 C44 C54 -0.1(5) . . . . ? C34 C44 C54 C64 -0.1(5) . . . . ? C44 C54 C64 C14 1.0(5) . . . . ? C24 C14 C64 C54 -1.6(4) . . . . ? S1 C14 C64 C54 179.8(2) . . . . ? N11 Fe1 N15 C55 -130.2(2) . . . . ? N21 Fe1 N15 C55 128.5(2) . . . . ? S1 Fe1 N15 C55 6.8(2) . . . . ? N11 Fe1 N15 C25 53.37(19) . . . . ? N21 Fe1 N15 C25 -47.89(19) . . . . ? S1 Fe1 N15 C25 -169.60(16) . . . . ? C55 N15 C25 C35 -0.2(3) . . . . ? Fe1 N15 C25 C35 177.01(16) . . . . ? N15 C25 C35 N45 0.2(3) . . . . ? C25 C35 N45 C55 -0.2(3) . . . . ? C25 C35 N45 C65 -178.8(2) . . . . ? C25 N15 C55 N45 0.1(3) . . . . ? Fe1 N15 C55 N45 -176.81(16) . . . . ? C35 N45 C55 N15 0.1(3) . . . . ? C65 N45 C55 N15 178.7(2) . . . . ? C66 C16 C26 C36 0.4(5) . . . . ? C16 C26 C36 C46 -0.8(5) . . . . ? C26 C36 C46 C56 0.7(5) . . . . ? C36 C46 C56 C66 -0.2(5) . . . . ? C26 C16 C66 C56 0.1(5) . . . . ? C46 C56 C66 C16 -0.2(5) . . . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 29.13 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.539 _refine_diff_density_min -0.423 _refine_diff_density_rms 0.073 #===END