# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_[C3Fc]Tf2N _database_code_depnum_ccdc_archive 'CCDC 900446' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H32 Fe, C2 F6 N O4 S2' _chemical_formula_sum 'C23 H32 F6 Fe N O4 S2' _chemical_formula_weight 620.49 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 16.389(3) _cell_length_b 18.944(3) _cell_length_c 19.262(3) _cell_angle_alpha 90.00 _cell_angle_beta 113.192(2) _cell_angle_gamma 90.00 _cell_volume 5497.1(16) _cell_formula_units_Z 8 _cell_measurement_temperature 173 _cell_measurement_reflns_used 9690 _cell_measurement_theta_min 2.35 _cell_measurement_theta_max 27.32 _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.29 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.499 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2568 _exptl_absorpt_coefficient_mu 0.771 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7741 _exptl_absorpt_correction_T_max 0.8549 _exptl_absorpt_process_details ; SADABS Sheldrick 1996 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker TXS fine-focus rotating manode' _diffrn_radiation_monochromator 'Bruker Helios multilayer confocal mmirror' _diffrn_measurement_device_type 'Bruker APEXII CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.333 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14381 _diffrn_reflns_av_R_equivalents 0.0384 _diffrn_reflns_av_sigmaI/netI 0.0438 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.15 _diffrn_reflns_theta_max 25.68 _reflns_number_total 5195 _reflns_number_gt 4489 _reflns_threshold_expression >2\s(I) _computing_data_collection 'APEX2 (Bruker AXS, 2006)' _computing_cell_refinement 'APEX2 (Bruker AXS, 2006)' _computing_data_reduction 'SAINT (Bruker AXS, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSHEL (Bruker AXS,2002)' _computing_publication_material 'XCIF (Bruker AXS, 2001)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; calc w=1/[\s^2^(Fo^2^)+(0.0568P)^2^+6.1825P] 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 5195 _refine_ls_number_parameters 343 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0447 _refine_ls_R_factor_gt 0.0390 _refine_ls_wR_factor_ref 0.1135 _refine_ls_wR_factor_gt 0.1087 _refine_ls_goodness_of_fit_ref 1.068 _refine_ls_restrained_S_all 1.068 _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 O3 O 0.47570(14) 0.12013(9) 0.56894(12) 0.0510(5) Uani 1 1 d . . . F2 F 0.64339(15) 0.32389(12) 0.43950(14) 0.0807(6) Uani 1 1 d . . . N1 N 0.47563(14) 0.22267(11) 0.49374(11) 0.0374(5) Uani 1 1 d . . . S1 S 0.51028(4) 0.29481(3) 0.47577(4) 0.03908(17) Uani 1 1 d . . . S2 S 0.50017(4) 0.19277(3) 0.57559(3) 0.03686(17) Uani 1 1 d . . . F1 F 0.66712(13) 0.23704(13) 0.51401(14) 0.0827(6) Uani 1 1 d . . . F4 F 0.42784(13) 0.30337(9) 0.61043(13) 0.0688(6) Uani 1 1 d . . . F6 F 0.33680(11) 0.21876(11) 0.55962(12) 0.0670(5) Uani 1 1 d . . . O2 O 0.54667(14) 0.34313(10) 0.53700(12) 0.0515(5) Uani 1 1 d . . . O4 O 0.58469(13) 0.21253(11) 0.63143(11) 0.0538(5) Uani 1 1 d . . . C22 C 0.6058(2) 0.26841(16) 0.45529(19) 0.0535(7) Uani 1 1 d . . . C23 C 0.4188(2) 0.23399(16) 0.60589(16) 0.0484(7) Uani 1 1 d . . . F3 F 0.58207(16) 0.22501(14) 0.39699(14) 0.0920(8) Uani 1 1 d . . . F5 F 0.42909(15) 0.21033(13) 0.67334(11) 0.0781(6) Uani 1 1 d . . . O1 O 0.44839(15) 0.31979(12) 0.40500(12) 0.0641(6) Uani 1 1 d . . . Fe1 Fe 0.78642(2) 0.473065(16) 0.769524(16) 0.02554(12) Uani 1 1 d . . . C1 C 0.65031(15) 0.49116(12) 0.73322(12) 0.0289(5) Uani 1 1 d . . . C2 C 0.69799(15) 0.54585(12) 0.78417(13) 0.0318(5) Uani 1 1 d . . . C3 C 0.75029(16) 0.51354(13) 0.85438(13) 0.0323(5) Uani 1 1 d . . . C4 C 0.73498(15) 0.43993(13) 0.84797(12) 0.0316(5) Uani 1 1 d . . . C5 C 0.67352(15) 0.42542(12) 0.77269(12) 0.0300(5) Uani 1 1 d . . . C6 C 0.83754(17) 0.50612(15) 0.69107(14) 0.0399(6) Uani 1 1 d . . . C7 C 0.89937(17) 0.51895(14) 0.76590(15) 0.0389(6) Uani 1 1 d . . . H7 H 0.9214 0.5639 0.7864 0.047 Uiso 1 1 d R . . C8 C 0.92300(15) 0.45363(14) 0.80506(14) 0.0356(5) Uani 1 1 d . . . C9 C 0.87398(16) 0.39997(13) 0.75364(14) 0.0357(5) Uani 1 1 d . . . C10 C 0.82183(16) 0.43244(14) 0.68360(13) 0.0368(5) Uani 1 1 d . . . C11 C 0.6923(2) 0.62313(14) 0.76766(17) 0.0495(7) Uani 1 1 d . . . H11A H 0.6737 0.6304 0.7132 0.074 Uiso 1 1 calc R . . H11B H 0.7506 0.6449 0.7945 0.074 Uiso 1 1 calc R . . H11C H 0.6489 0.6448 0.7844 0.074 Uiso 1 1 calc R . . C12 C 0.81044(18) 0.55219(17) 0.92442(14) 0.0467(7) Uani 1 1 d . . . H12A H 0.7760 0.5677 0.9533 0.070 Uiso 1 1 calc R . . H12B H 0.8362 0.5934 0.9098 0.070 Uiso 1 1 calc R . . H12C H 0.8581 0.5206 0.9556 0.070 Uiso 1 1 calc R . . C13 C 0.77435(18) 0.38665(16) 0.90990(15) 0.0467(7) Uani 1 1 d . . . H13A H 0.8341 0.4018 0.9435 0.070 Uiso 1 1 calc R . . H13B H 0.7777 0.3407 0.8879 0.070 Uiso 1 1 calc R . . H13C H 0.7369 0.3827 0.9388 0.070 Uiso 1 1 calc R . . C14 C 0.63688(18) 0.35456(13) 0.74161(15) 0.0421(6) Uani 1 1 d . . . H14A H 0.5839 0.3450 0.7519 0.063 Uiso 1 1 calc R . . H14B H 0.6817 0.3182 0.7657 0.063 Uiso 1 1 calc R . . H14C H 0.6210 0.3541 0.6870 0.063 Uiso 1 1 calc R . . C15 C 0.98840(18) 0.44344(16) 0.88444(15) 0.0475(7) Uani 1 1 d . . . H15A H 1.0464 0.4310 0.8843 0.071 Uiso 1 1 calc R . . H15B H 0.9680 0.4054 0.9082 0.071 Uiso 1 1 calc R . . H15C H 0.9937 0.4873 0.9129 0.071 Uiso 1 1 calc R . . C16 C 0.8781(2) 0.32254(14) 0.77009(18) 0.0517(7) Uani 1 1 d . . . H16A H 0.8214 0.3005 0.7386 0.077 Uiso 1 1 calc R . . H16B H 0.8896 0.3153 0.8235 0.077 Uiso 1 1 calc R . . H16C H 0.9260 0.3011 0.7589 0.077 Uiso 1 1 calc R . . C17 C 0.76171(19) 0.39501(18) 0.61352(15) 0.0526(7) Uani 1 1 d . . . H17A H 0.7946 0.3836 0.5822 0.079 Uiso 1 1 calc R . . H17B H 0.7114 0.4256 0.5851 0.079 Uiso 1 1 calc R . . H17C H 0.7398 0.3514 0.6275 0.079 Uiso 1 1 calc R . . C18 C 0.7980(2) 0.56070(19) 0.63064(18) 0.0621(9) Uani 1 1 d . . . H18A H 0.7932 0.6057 0.6538 0.093 Uiso 1 1 calc R . . H18B H 0.7389 0.5453 0.5959 0.093 Uiso 1 1 calc R . . H18C H 0.8362 0.5667 0.6026 0.093 Uiso 1 1 calc R . . C19 C 0.58521(15) 0.49926(14) 0.65279(13) 0.0334(5) Uani 1 1 d . . . H19A H 0.5927 0.4595 0.6224 0.040 Uiso 1 1 calc R . . H19B H 0.5981 0.5436 0.6318 0.040 Uiso 1 1 calc R . . C20 C 0.48903(17) 0.50074(17) 0.64634(14) 0.0449(6) Uani 1 1 d . . . H20A H 0.4785 0.4599 0.6738 0.054 Uiso 1 1 calc R . . H20B H 0.4789 0.5443 0.6702 0.054 Uiso 1 1 calc R . . C21 C 0.42397(17) 0.49819(17) 0.56415(14) 0.0460(6) Uani 1 1 d . . . H21A H 0.4344 0.5386 0.5369 0.069 Uiso 1 1 calc R . . H21B H 0.3631 0.5000 0.5616 0.069 Uiso 1 1 calc R . . H21C H 0.4326 0.4543 0.5410 0.069 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 O3 0.0530(12) 0.0361(9) 0.0623(12) 0.0030(8) 0.0211(10) 0.0035(8) F2 0.0740(15) 0.0821(14) 0.1072(17) -0.0031(12) 0.0585(13) -0.0226(11) N1 0.0336(11) 0.0373(10) 0.0367(11) -0.0047(8) 0.0088(9) -0.0032(9) S1 0.0357(4) 0.0368(3) 0.0425(3) -0.0009(2) 0.0130(3) -0.0004(3) S2 0.0312(3) 0.0360(3) 0.0386(3) -0.0007(2) 0.0087(3) 0.0029(2) F1 0.0418(11) 0.1027(16) 0.1108(17) 0.0172(13) 0.0379(11) 0.0166(11) F4 0.0634(12) 0.0525(10) 0.1067(16) -0.0225(10) 0.0509(12) -0.0026(9) F6 0.0332(9) 0.0885(13) 0.0796(13) -0.0137(11) 0.0227(9) -0.0007(9) O2 0.0577(13) 0.0392(10) 0.0614(12) -0.0137(9) 0.0275(10) -0.0111(9) O4 0.0329(10) 0.0672(13) 0.0486(11) -0.0022(9) 0.0025(9) 0.0014(9) C22 0.0480(18) 0.0551(17) 0.0662(19) -0.0122(15) 0.0320(15) -0.0088(14) C23 0.0441(16) 0.0538(16) 0.0513(16) -0.0076(13) 0.0231(13) -0.0005(13) F3 0.0806(16) 0.1117(18) 0.1086(17) -0.0571(15) 0.0639(14) -0.0257(14) F5 0.0798(15) 0.1107(16) 0.0552(11) -0.0022(11) 0.0388(11) -0.0023(12) O1 0.0512(13) 0.0698(14) 0.0592(13) 0.0227(11) 0.0090(10) 0.0055(11) Fe1 0.02163(19) 0.03068(18) 0.02369(18) 0.00121(11) 0.00826(13) -0.00124(12) C1 0.0202(11) 0.0387(11) 0.0269(11) 0.0000(9) 0.0084(9) 0.0011(9) C2 0.0241(12) 0.0387(12) 0.0321(11) -0.0020(9) 0.0103(9) 0.0016(10) C3 0.0245(12) 0.0440(12) 0.0279(11) -0.0054(10) 0.0099(9) -0.0016(10) C4 0.0230(11) 0.0468(13) 0.0260(11) 0.0046(10) 0.0108(9) 0.0004(10) C5 0.0224(11) 0.0394(12) 0.0298(11) 0.0018(9) 0.0120(9) -0.0021(9) C6 0.0304(13) 0.0557(15) 0.0379(13) 0.0072(11) 0.0180(11) -0.0042(11) C7 0.0267(12) 0.0476(14) 0.0442(14) 0.0004(11) 0.0158(11) -0.0083(11) C8 0.0191(11) 0.0505(14) 0.0372(13) -0.0020(11) 0.0111(9) -0.0013(10) C9 0.0260(12) 0.0444(13) 0.0382(12) -0.0037(10) 0.0141(10) 0.0034(10) C10 0.0277(12) 0.0552(15) 0.0313(12) -0.0037(10) 0.0159(10) -0.0009(11) C11 0.0487(17) 0.0374(13) 0.0566(17) -0.0025(12) 0.0146(13) 0.0049(12) C12 0.0350(14) 0.0685(17) 0.0326(13) -0.0158(12) 0.0090(11) -0.0099(13) C13 0.0370(14) 0.0629(17) 0.0365(13) 0.0179(12) 0.0106(11) 0.0005(13) C14 0.0376(14) 0.0428(13) 0.0460(14) -0.0007(11) 0.0165(11) -0.0126(11) C15 0.0277(13) 0.0642(17) 0.0422(14) 0.0002(13) 0.0048(11) 0.0038(12) C16 0.0439(16) 0.0431(14) 0.0686(19) -0.0039(13) 0.0228(14) 0.0089(12) C17 0.0378(15) 0.085(2) 0.0365(14) -0.0180(14) 0.0160(12) -0.0054(15) C18 0.056(2) 0.079(2) 0.0558(18) 0.0292(16) 0.0274(15) -0.0011(17) C19 0.0243(12) 0.0466(13) 0.0269(11) 0.0034(9) 0.0077(9) 0.0015(10) C20 0.0257(13) 0.0733(18) 0.0339(13) 0.0052(12) 0.0100(10) 0.0052(13) C21 0.0248(13) 0.0686(18) 0.0381(14) 0.0048(12) 0.0055(11) 0.0028(12) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O3 S2 1.425(2) . ? F2 C22 1.313(4) . ? N1 S1 1.570(2) . ? N1 S2 1.571(2) . ? S1 O1 1.422(2) . ? S1 O2 1.4249(19) . ? S1 C22 1.828(3) . ? S2 O4 1.429(2) . ? S2 C23 1.828(3) . ? F1 C22 1.322(4) . ? F4 C23 1.322(3) . ? F6 C23 1.319(3) . ? C22 F3 1.321(4) . ? C23 F5 1.321(4) . ? Fe1 C7 2.071(3) . ? Fe1 C5 2.081(2) . ? Fe1 C1 2.087(2) . ? Fe1 C6 2.092(2) . ? Fe1 C3 2.091(2) . ? Fe1 C4 2.096(2) . ? Fe1 C8 2.099(2) . ? Fe1 C2 2.098(2) . ? Fe1 C9 2.101(2) . ? Fe1 C10 2.103(2) . ? C1 C2 1.429(3) . ? C1 C5 1.430(3) . ? C1 C19 1.503(3) . ? C2 C3 1.423(3) . ? C2 C11 1.493(3) . ? C3 C4 1.414(3) . ? C3 C12 1.510(3) . ? C4 C5 1.429(3) . ? C4 C13 1.501(3) . ? C5 C14 1.496(3) . ? C6 C10 1.416(4) . ? C6 C7 1.419(4) . ? C6 C18 1.500(4) . ? C7 C8 1.421(4) . ? C7 H7 0.9490 . ? C8 C9 1.426(3) . ? C8 C15 1.494(3) . ? C9 C10 1.421(3) . ? C9 C16 1.496(4) . ? C10 C17 1.499(3) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 C20 1.532(4) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C21 1.522(3) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 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 S1 N1 S2 124.27(13) . . ? O1 S1 O2 119.19(14) . . ? O1 S1 N1 108.52(13) . . ? O2 S1 N1 116.52(12) . . ? O1 S1 C22 103.43(16) . . ? O2 S1 C22 103.85(13) . . ? N1 S1 C22 102.95(13) . . ? O3 S2 O4 118.40(12) . . ? O3 S2 N1 107.83(12) . . ? O4 S2 N1 116.75(13) . . ? O3 S2 C23 103.08(14) . . ? O4 S2 C23 105.10(13) . . ? N1 S2 C23 103.64(13) . . ? F2 C22 F3 108.0(3) . . ? F2 C22 F1 106.9(3) . . ? F3 C22 F1 108.5(3) . . ? F2 C22 S1 110.5(2) . . ? F3 C22 S1 111.3(2) . . ? F1 C22 S1 111.4(2) . . ? F6 C23 F5 107.0(3) . . ? F6 C23 F4 108.7(3) . . ? F5 C23 F4 107.8(2) . . ? F6 C23 S2 111.59(19) . . ? F5 C23 S2 110.0(2) . . ? F4 C23 S2 111.7(2) . . ? C7 Fe1 C5 179.09(10) . . ? C7 Fe1 C1 140.49(10) . . ? C5 Fe1 C1 40.14(9) . . ? C7 Fe1 C6 39.86(10) . . ? C5 Fe1 C6 139.88(9) . . ? C1 Fe1 C6 112.84(9) . . ? C7 Fe1 C3 113.86(10) . . ? C5 Fe1 C3 66.88(9) . . ? C1 Fe1 C3 66.87(9) . . ? C6 Fe1 C3 140.56(11) . . ? C7 Fe1 C4 140.24(10) . . ? C5 Fe1 C4 40.02(9) . . ? C1 Fe1 C4 67.06(9) . . ? C6 Fe1 C4 179.90(11) . . ? C3 Fe1 C4 39.47(10) . . ? C7 Fe1 C8 39.84(10) . . ? C5 Fe1 C8 139.51(10) . . ? C1 Fe1 C8 179.20(9) . . ? C6 Fe1 C8 66.99(10) . . ? C3 Fe1 C8 113.78(9) . . ? C4 Fe1 C8 113.11(9) . . ? C7 Fe1 C2 113.74(10) . . ? C5 Fe1 C2 67.16(9) . . ? C1 Fe1 C2 39.94(9) . . ? C6 Fe1 C2 113.25(10) . . ? C3 Fe1 C2 39.71(9) . . ? C4 Fe1 C2 66.71(9) . . ? C8 Fe1 C2 140.85(10) . . ? C7 Fe1 C9 66.49(10) . . ? C5 Fe1 C9 112.61(10) . . ? C1 Fe1 C9 139.52(9) . . ? C6 Fe1 C9 66.51(10) . . ? C3 Fe1 C9 140.83(9) . . ? C4 Fe1 C9 113.53(10) . . ? C8 Fe1 C9 39.68(9) . . ? C2 Fe1 C9 179.37(9) . . ? C7 Fe1 C10 66.41(10) . . ? C5 Fe1 C10 112.85(10) . . ? C1 Fe1 C10 112.72(9) . . ? C6 Fe1 C10 39.47(11) . . ? C3 Fe1 C10 179.59(9) . . ? C4 Fe1 C10 140.51(10) . . ? C8 Fe1 C10 66.63(9) . . ? C2 Fe1 C10 139.94(9) . . ? C9 Fe1 C10 39.52(10) . . ? C2 C1 C5 107.89(19) . . ? C2 C1 C19 127.4(2) . . ? C5 C1 C19 124.7(2) . . ? C2 C1 Fe1 70.48(13) . . ? C5 C1 Fe1 69.72(13) . . ? C19 C1 Fe1 126.39(16) . . ? C3 C2 C1 107.6(2) . . ? C3 C2 C11 126.0(2) . . ? C1 C2 C11 126.4(2) . . ? C3 C2 Fe1 69.86(13) . . ? C1 C2 Fe1 69.58(13) . . ? C11 C2 Fe1 127.18(19) . . ? C4 C3 C2 108.8(2) . . ? C4 C3 C12 126.0(2) . . ? C2 C3 C12 125.3(2) . . ? C4 C3 Fe1 70.44(13) . . ? C2 C3 Fe1 70.43(13) . . ? C12 C3 Fe1 126.16(18) . . ? C3 C4 C5 107.96(19) . . ? C3 C4 C13 126.0(2) . . ? C5 C4 C13 126.0(2) . . ? C3 C4 Fe1 70.09(13) . . ? C5 C4 Fe1 69.45(13) . . ? C13 C4 Fe1 127.27(18) . . ? C4 C5 C1 107.8(2) . . ? C4 C5 C14 126.2(2) . . ? C1 C5 C14 126.0(2) . . ? C4 C5 Fe1 70.53(13) . . ? C1 C5 Fe1 70.13(13) . . ? C14 C5 Fe1 126.79(18) . . ? C10 C6 C7 107.5(2) . . ? C10 C6 C18 126.5(3) . . ? C7 C6 C18 126.0(3) . . ? C10 C6 Fe1 70.72(14) . . ? C7 C6 Fe1 69.29(14) . . ? C18 C6 Fe1 126.4(2) . . ? C6 C7 C8 109.0(2) . . ? C6 C7 Fe1 70.86(14) . . ? C8 C7 Fe1 71.16(14) . . ? C6 C7 H7 125.4 . . ? C8 C7 H7 125.6 . . ? Fe1 C7 H7 124.1 . . ? C7 C8 C9 106.9(2) . . ? C7 C8 C15 126.2(2) . . ? C9 C8 C15 126.8(2) . . ? C7 C8 Fe1 69.00(14) . . ? C9 C8 Fe1 70.23(13) . . ? C15 C8 Fe1 126.82(19) . . ? C10 C9 C8 108.3(2) . . ? C10 C9 C16 125.8(2) . . ? C8 C9 C16 125.8(2) . . ? C10 C9 Fe1 70.32(14) . . ? C8 C9 Fe1 70.08(14) . . ? C16 C9 Fe1 126.26(19) . . ? C6 C10 C9 108.2(2) . . ? C6 C10 C17 125.9(2) . . ? C9 C10 C17 125.9(3) . . ? C6 C10 Fe1 69.81(14) . . ? C9 C10 Fe1 70.16(13) . . ? C17 C10 Fe1 126.46(18) . . ? C2 C11 H11A 109.5 . . ? C2 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C2 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C3 C12 H12A 109.5 . . ? C3 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C3 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C4 C13 H13A 109.5 . . ? C4 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C4 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C5 C14 H14A 109.5 . . ? C5 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C5 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C8 C15 H15A 109.5 . . ? C8 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C8 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C9 C16 H16A 109.5 . . ? C9 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C9 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C10 C17 H17A 109.5 . . ? C10 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C10 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C6 C18 H18A 109.5 . . ? C6 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C6 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C1 C19 C20 112.1(2) . . ? C1 C19 H19A 109.2 . . ? C20 C19 H19A 109.2 . . ? C1 C19 H19B 109.2 . . ? C20 C19 H19B 109.2 . . ? H19A C19 H19B 107.9 . . ? C21 C20 C19 111.2(2) . . ? C21 C20 H20A 109.4 . . ? C19 C20 H20A 109.4 . . ? C21 C20 H20B 109.4 . . ? C19 C20 H20B 109.4 . . ? H20A C20 H20B 108.0 . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.68 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.520 _refine_diff_density_min -0.478 _refine_diff_density_rms 0.068 data_[C4Fc]PF6 _database_code_depnum_ccdc_archive 'CCDC 900447' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H34 Fe, F6 P' _chemical_formula_sum 'C22 H34 F6 Fe P' _chemical_formula_weight 499.31 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.6489(14) _cell_length_b 13.2409(15) _cell_length_c 13.8307(16) _cell_angle_alpha 91.767(2) _cell_angle_beta 91.233(2) _cell_angle_gamma 94.617(2) _cell_volume 2307.1(5) _cell_formula_units_Z 4 _cell_measurement_temperature 173 _cell_measurement_reflns_used 6208 _cell_measurement_theta_min 2.61 _cell_measurement_theta_max 27.35 _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.438 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1044 _exptl_absorpt_coefficient_mu 0.777 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6745 _exptl_absorpt_correction_T_max 0.9718 _exptl_absorpt_process_details ; SADABS Sheldrick 1996 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker TXS fine-focus rotating anode' _diffrn_radiation_monochromator 'Bruker Helios multilayer confocal mmirror' _diffrn_measurement_device_type 'Bruker APEXII CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.333 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12027 _diffrn_reflns_av_R_equivalents 0.0177 _diffrn_reflns_av_sigmaI/netI 0.0339 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.10 _diffrn_reflns_theta_max 25.03 _reflns_number_total 8005 _reflns_number_gt 6472 _reflns_threshold_expression >2\s(I) _computing_data_collection 'APEX2 (Bruker AXS, 2006)' _computing_cell_refinement 'APEX2 (Bruker AXS, 2006)' _computing_data_reduction 'SAINT (Bruker AXS, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSHEL (Bruker AXS,2002)' _computing_publication_material 'XCIF (Bruker AXS, 2001)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; calc w=1/[\s^2^(Fo^2^)+(0.0601P)^2^+1.4182P] 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 8005 _refine_ls_number_parameters 595 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0511 _refine_ls_R_factor_gt 0.0400 _refine_ls_wR_factor_ref 0.1133 _refine_ls_wR_factor_gt 0.1055 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _refine_ls_shift/su_max 0.017 _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 F3 F 0.63751(14) 0.34706(14) -0.00246(14) 0.0523(5) Uani 1 1 d . . . F4 F 0.78273(17) 0.19195(16) -0.10592(16) 0.0664(6) Uani 1 1 d . . . F1 F 0.6637(2) 0.18367(17) 0.01414(19) 0.0852(8) Uani 1 1 d . . . F2 F 0.75422(18) 0.35473(17) -0.12332(18) 0.0777(7) Uani 1 1 d . . . F5 F 0.61619(17) 0.2400(2) -0.13056(17) 0.0881(8) Uani 1 1 d . . . F6 F 0.80226(17) 0.3008(2) 0.02123(17) 0.0857(8) Uani 1 1 d . . . P1 P 0.71034(6) 0.26890(6) -0.05525(5) 0.03308(18) Uani 1 1 d . . . F12 F 0.2203(2) 0.15698(16) 0.53503(17) 0.0828(8) Uani 1 1 d . . . F7 F 0.38790(19) 0.2172(2) 0.5690(2) 0.1038(10) Uani 1 1 d . . . F11 F 0.3303(2) 0.36192(16) 0.62699(17) 0.0833(8) Uani 1 1 d . . . F8 F 0.16545(19) 0.3015(2) 0.5943(2) 0.0903(8) Uani 1 1 d . . . F9 F 0.26991(18) 0.20942(16) 0.68360(14) 0.0648(6) Uani 1 1 d . . . F10 F 0.2837(2) 0.30764(16) 0.47706(14) 0.0748(7) Uani 1 1 d . . . P2 P 0.27712(6) 0.25853(5) 0.58044(5) 0.03261(18) Uani 1 1 d . . . C20 C 0.0616(5) 0.4270(4) -0.0934(4) 0.0344(15) Uani 0.632(9) 1 d P A 1 H20A H -0.0010 0.3860 -0.0700 0.041 Uiso 0.632(9) 1 calc PR A 1 H20B H 0.0450 0.4988 -0.0920 0.041 Uiso 0.632(9) 1 calc PR A 1 C21 C 0.0818(4) 0.3938(3) -0.1970(4) 0.0319(15) Uani 0.632(9) 1 d P A 1 H21A H 0.0859 0.3194 -0.2011 0.038 Uiso 0.632(9) 1 calc PR A 1 H21B H 0.1503 0.4266 -0.2178 0.038 Uiso 0.632(9) 1 calc PR A 1 C89 C 0.0158(8) 0.3843(7) -0.1551(7) 0.042(3) Uani 0.368(9) 1 d P A 2 H89A H 0.0263 0.3113 -0.1506 0.051 Uiso 0.368(9) 1 calc PR A 2 H89B H -0.0423 0.3996 -0.1115 0.051 Uiso 0.368(9) 1 calc PR A 2 C88 C 0.1145(10) 0.4444(7) -0.1216(8) 0.040(3) Uani 0.368(9) 1 d P A 2 H88A H 0.1014 0.5171 -0.1183 0.048 Uiso 0.368(9) 1 calc PR A 2 H88B H 0.1704 0.4356 -0.1694 0.048 Uiso 0.368(9) 1 calc PR A 2 Fe1 Fe 0.28797(3) 0.24049(3) 0.07316(2) 0.02043(11) Uani 1 1 d . . . C1 C 0.1914(2) 0.30877(19) -0.02705(18) 0.0258(6) Uani 1 1 d . . . C2 C 0.2838(2) 0.27815(19) -0.07333(17) 0.0255(5) Uani 1 1 d . A . C3 C 0.2857(2) 0.1710(2) -0.06515(18) 0.0273(6) Uani 1 1 d . . . C4 C 0.1943(2) 0.13515(19) -0.01310(18) 0.0257(5) Uani 1 1 d . A . C5 C 0.13630(19) 0.2204(2) 0.01103(19) 0.0264(6) Uani 1 1 d . A . C6 C 0.3868(2) 0.3449(2) 0.15639(18) 0.0269(6) Uani 1 1 d . . . C7 C 0.4390(2) 0.2561(2) 0.13538(19) 0.0326(6) Uani 1 1 d . . . H7 H 0.5024 0.2538 0.1001 0.039 Uiso 1 1 calc R . . C8 C 0.3819(2) 0.1717(2) 0.1752(2) 0.0356(7) Uani 1 1 d . . . C9 C 0.2925(2) 0.2077(2) 0.22167(18) 0.0327(6) Uani 1 1 d . . . C10 C 0.2947(2) 0.3146(2) 0.21038(18) 0.0290(6) Uani 1 1 d . . . C11 C 0.3651(2) 0.3456(2) -0.1225(2) 0.0365(7) Uani 1 1 d . . . H11A H 0.3484 0.3449 -0.1920 0.055 Uiso 1 1 calc R A . H11B H 0.4355 0.3212 -0.1120 0.055 Uiso 1 1 calc R . . H11C H 0.3648 0.4150 -0.0957 0.055 Uiso 1 1 calc R . . C12 C 0.3675(2) 0.1074(2) -0.1066(2) 0.0402(7) Uani 1 1 d . A . H12A H 0.3497 0.0906 -0.1749 0.060 Uiso 1 1 calc R . . H12B H 0.3689 0.0448 -0.0708 0.060 Uiso 1 1 calc R . . H12C H 0.4374 0.1452 -0.1014 0.060 Uiso 1 1 calc R . . C13 C 0.1631(2) 0.0265(2) 0.0084(2) 0.0385(7) Uani 1 1 d . . . H13A H 0.1253 0.0234 0.0695 0.058 Uiso 1 1 calc R A . H13B H 0.2269 -0.0105 0.0138 0.058 Uiso 1 1 calc R . . H13C H 0.1167 -0.0043 -0.0440 0.058 Uiso 1 1 calc R . . C14 C 0.0329(2) 0.2164(2) 0.0621(2) 0.0396(7) Uani 1 1 d . . . H14A H -0.0256 0.2024 0.0148 0.059 Uiso 1 1 calc R A . H14B H 0.0256 0.2817 0.0957 0.059 Uiso 1 1 calc R . . H14C H 0.0310 0.1626 0.1092 0.059 Uiso 1 1 calc R . . C15 C 0.4236(3) 0.4502(2) 0.1296(2) 0.0448(8) Uani 1 1 d . . . H15A H 0.4627 0.4851 0.1846 0.067 Uiso 1 1 calc R . . H15B H 0.3622 0.4872 0.1126 0.067 Uiso 1 1 calc R . . H15C H 0.4702 0.4474 0.0741 0.067 Uiso 1 1 calc R . . C16 C 0.4101(3) 0.0639(3) 0.1705(3) 0.0642(11) Uani 1 1 d . . . H16A H 0.4619 0.0556 0.1198 0.096 Uiso 1 1 calc R . . H16B H 0.3461 0.0189 0.1557 0.096 Uiso 1 1 calc R . . H16C H 0.4407 0.0467 0.2330 0.096 Uiso 1 1 calc R . . C17 C 0.2113(3) 0.1460(3) 0.2767(2) 0.0598(10) Uani 1 1 d . . . H17A H 0.2337 0.1455 0.3449 0.090 Uiso 1 1 calc R . . H17B H 0.2040 0.0763 0.2498 0.090 Uiso 1 1 calc R . . H17C H 0.1429 0.1756 0.2713 0.090 Uiso 1 1 calc R . . C18 C 0.2164(2) 0.3823(3) 0.2496(2) 0.0464(8) Uani 1 1 d . . . H18A H 0.1450 0.3476 0.2438 0.070 Uiso 1 1 calc R . . H18B H 0.2188 0.4446 0.2129 0.070 Uiso 1 1 calc R . . H18C H 0.2338 0.3994 0.3178 0.070 Uiso 1 1 calc R . . C19 C 0.1569(10) 0.4156(7) -0.0246(9) 0.034(5) Uani 0.632(9) 1 d P A 1 H19A H 0.2171 0.4631 -0.0431 0.000 Uiso 0.632(9) 1 calc PR A 1 H19B H 0.1376 0.4343 0.0422 0.000 Uiso 0.632(9) 1 calc PR A 1 C22 C -0.0116(15) 0.4245(14) -0.2663(16) 0.048(4) Uani 0.632(9) 1 d P A 1 H22A H -0.0001 0.4001 -0.3325 0.072 Uiso 0.632(9) 1 calc PR A 1 H22B H -0.0128 0.4984 -0.2649 0.072 Uiso 0.632(9) 1 calc PR A 1 H22C H -0.0796 0.3939 -0.2440 0.072 Uiso 0.632(9) 1 calc PR A 1 C19' C 0.1560(17) 0.4126(16) -0.0188(15) 0.037(10) Uani 0.368(9) 1 d P A 2 H19C H 0.2158 0.4607 0.0044 0.000 Uiso 0.368(9) 1 calc PR A 2 H19D H 0.0985 0.4146 0.0285 0.000 Uiso 0.368(9) 1 calc PR A 2 C22' C -0.016(3) 0.405(2) -0.256(2) 0.043(6) Uani 0.368(9) 1 d P A 2 H22D H 0.0126 0.3558 -0.3002 0.065 Uiso 0.368(9) 1 calc PR A 2 H22E H 0.0115 0.4737 -0.2715 0.065 Uiso 0.368(9) 1 calc PR A 2 H22F H -0.0938 0.3994 -0.2619 0.065 Uiso 0.368(9) 1 calc PR A 2 Fe2 Fe 0.70542(3) 0.24709(3) 0.44262(2) 0.02134(11) Uani 1 1 d . . . C23 C 0.81196(19) 0.18501(19) 0.53607(18) 0.0249(5) Uani 1 1 d . . . C24 C 0.7241(2) 0.21611(19) 0.58933(17) 0.0251(5) Uani 1 1 d . . . C25 C 0.7203(2) 0.32291(19) 0.57927(18) 0.0282(6) Uani 1 1 d . . . C26 C 0.8057(2) 0.35758(19) 0.51949(19) 0.0291(6) Uani 1 1 d . . . C27 C 0.8623(2) 0.2725(2) 0.49249(18) 0.0270(6) Uani 1 1 d . . . C28 C 0.6232(2) 0.13319(19) 0.35723(18) 0.0281(6) Uani 1 1 d . . . C29 C 0.5521(2) 0.2004(2) 0.39627(19) 0.0304(6) Uani 1 1 d . . . H29 H 0.4956 0.1822 0.4381 0.036 Uiso 1 1 calc R . . C30 C 0.5792(2) 0.2994(2) 0.36254(19) 0.0298(6) Uani 1 1 d . . . C31 C 0.6682(2) 0.2931(2) 0.30131(18) 0.0294(6) Uani 1 1 d . . . C32 C 0.6955(2) 0.1903(2) 0.29800(18) 0.0301(6) Uani 1 1 d . . . C33 C 0.6491(2) 0.1504(2) 0.6471(2) 0.0359(7) Uani 1 1 d . . . H33A H 0.6451 0.0807 0.6204 0.054 Uiso 1 1 calc R . . H33B H 0.5785 0.1758 0.6441 0.054 Uiso 1 1 calc R . . H33C H 0.6745 0.1515 0.7146 0.054 Uiso 1 1 calc R . . C34 C 0.6412(2) 0.3857(2) 0.6260(2) 0.0425(7) Uani 1 1 d . . . H34A H 0.6599 0.3969 0.6949 0.064 Uiso 1 1 calc R . . H34B H 0.5703 0.3502 0.6191 0.064 Uiso 1 1 calc R . . H34C H 0.6417 0.4512 0.5948 0.064 Uiso 1 1 calc R . . C35 C 0.8331(3) 0.4652(2) 0.4923(2) 0.0447(8) Uani 1 1 d . . . H35A H 0.7680 0.5004 0.4870 0.067 Uiso 1 1 calc R . . H35B H 0.8686 0.4660 0.4301 0.067 Uiso 1 1 calc R . . H35C H 0.8805 0.4996 0.5422 0.067 Uiso 1 1 calc R . . C36 C 0.9594(2) 0.2752(2) 0.4324(2) 0.0419(7) Uani 1 1 d . . . H36A H 0.9546 0.3259 0.3827 0.063 Uiso 1 1 calc R . . H36B H 0.9649 0.2084 0.4013 0.063 Uiso 1 1 calc R . . H36C H 1.0224 0.2930 0.4738 0.063 Uiso 1 1 calc R . . C37 C 0.6211(3) 0.0215(2) 0.3741(2) 0.0421(7) Uani 1 1 d . . . H37A H 0.5898 0.0071 0.4369 0.063 Uiso 1 1 calc R . . H37B H 0.6937 0.0006 0.3737 0.063 Uiso 1 1 calc R . . H37C H 0.5786 -0.0160 0.3227 0.063 Uiso 1 1 calc R . . C38 C 0.5231(2) 0.3921(2) 0.3871(2) 0.0418(7) Uani 1 1 d . . . H38A H 0.4672 0.3996 0.3382 0.063 Uiso 1 1 calc R . . H38B H 0.5740 0.4520 0.3882 0.063 Uiso 1 1 calc R . . H38C H 0.4914 0.3852 0.4508 0.063 Uiso 1 1 calc R . . C39 C 0.7216(3) 0.3794(2) 0.2489(2) 0.0446(8) Uani 1 1 d . . . H39A H 0.7979 0.3717 0.2468 0.067 Uiso 1 1 calc R . . H39B H 0.7097 0.4434 0.2828 0.067 Uiso 1 1 calc R . . H39C H 0.6922 0.3796 0.1828 0.067 Uiso 1 1 calc R . . C40 C 0.7822(3) 0.1497(3) 0.2402(2) 0.0461(8) Uani 1 1 d . . . H40A H 0.7556 0.1317 0.1744 0.069 Uiso 1 1 calc R . . H40B H 0.8060 0.0894 0.2707 0.069 Uiso 1 1 calc R . . H40C H 0.8419 0.2015 0.2378 0.069 Uiso 1 1 calc R . . C41 C 0.8493(2) 0.0801(2) 0.5325(2) 0.0305(6) Uani 1 1 d . . . H41A H 0.8687 0.0626 0.4655 0.037 Uiso 1 1 calc R . . H41B H 0.7907 0.0310 0.5511 0.037 Uiso 1 1 calc R . . C42 C 0.9458(2) 0.0714(2) 0.6009(2) 0.0335(6) Uani 1 1 d . . . H42A H 0.9602 -0.0008 0.6036 0.040 Uiso 1 1 calc R . . H42B H 1.0085 0.1084 0.5731 0.040 Uiso 1 1 calc R . . C43 C 0.9328(2) 0.1123(2) 0.7034(2) 0.0350(6) Uani 1 1 d . . . H43A H 0.8646 0.0830 0.7283 0.042 Uiso 1 1 calc R . . H43B H 0.9299 0.1867 0.7023 0.042 Uiso 1 1 calc R . . C44 C 1.0226(2) 0.0879(3) 0.7718(2) 0.0462(8) Uani 1 1 d . . . H44A H 1.0243 0.0143 0.7751 0.069 Uiso 1 1 calc R . . H44B H 1.0110 0.1167 0.8365 0.069 Uiso 1 1 calc R . . H44C H 1.0903 0.1173 0.7479 0.069 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 F3 0.0501(11) 0.0568(12) 0.0543(11) 0.0074(9) 0.0166(9) 0.0235(9) F4 0.0750(14) 0.0601(13) 0.0692(14) -0.0009(11) 0.0256(11) 0.0328(11) F1 0.1044(19) 0.0578(14) 0.1017(19) 0.0415(13) 0.0565(15) 0.0278(13) F2 0.0797(15) 0.0715(15) 0.0891(17) 0.0409(13) 0.0462(13) 0.0244(12) F5 0.0542(13) 0.140(2) 0.0671(15) -0.0327(15) -0.0107(11) 0.0040(14) F6 0.0474(12) 0.145(2) 0.0646(15) -0.0271(15) -0.0164(11) 0.0272(14) P1 0.0310(4) 0.0383(4) 0.0314(4) 0.0057(3) 0.0043(3) 0.0094(3) F12 0.125(2) 0.0461(13) 0.0722(16) -0.0067(11) -0.0161(15) -0.0158(13) F7 0.0625(15) 0.121(2) 0.139(3) 0.0545(19) 0.0456(16) 0.0480(15) F11 0.125(2) 0.0488(13) 0.0695(15) 0.0048(11) -0.0296(14) -0.0239(13) F8 0.0627(15) 0.0971(19) 0.117(2) 0.0125(16) 0.0090(14) 0.0386(14) F9 0.0824(15) 0.0628(13) 0.0487(12) 0.0216(10) 0.0014(11) -0.0051(11) F10 0.124(2) 0.0600(14) 0.0401(11) 0.0162(10) -0.0003(12) 0.0022(13) P2 0.0350(4) 0.0288(4) 0.0347(4) 0.0061(3) -0.0019(3) 0.0049(3) C20 0.036(3) 0.034(3) 0.036(3) 0.005(2) 0.000(3) 0.017(2) C21 0.029(3) 0.033(3) 0.035(3) 0.007(2) 0.000(2) 0.0087(19) C89 0.045(6) 0.040(5) 0.042(6) 0.008(4) -0.006(5) 0.006(4) C88 0.038(6) 0.036(5) 0.048(6) 0.017(4) -0.001(5) 0.007(5) Fe1 0.02088(19) 0.01948(19) 0.02086(19) 0.00131(14) -0.00130(14) 0.00142(14) C1 0.0269(13) 0.0233(14) 0.0273(14) 0.0028(11) -0.0069(11) 0.0040(11) C2 0.0280(13) 0.0282(14) 0.0200(12) 0.0030(10) -0.0050(10) 0.0013(11) C3 0.0303(14) 0.0297(14) 0.0215(13) -0.0026(11) -0.0054(10) 0.0038(11) C4 0.0275(13) 0.0222(13) 0.0265(13) -0.0014(10) -0.0099(11) -0.0001(10) C5 0.0213(12) 0.0291(14) 0.0285(14) 0.0016(11) -0.0064(10) 0.0012(10) C6 0.0277(13) 0.0297(14) 0.0218(13) 0.0014(11) -0.0058(10) -0.0052(11) C7 0.0209(13) 0.0481(17) 0.0286(14) -0.0027(12) -0.0075(11) 0.0039(12) C8 0.0452(17) 0.0305(15) 0.0315(15) 0.0019(12) -0.0155(13) 0.0091(13) C9 0.0433(16) 0.0321(15) 0.0212(13) 0.0045(11) -0.0046(12) -0.0068(12) C10 0.0313(14) 0.0330(15) 0.0217(13) -0.0026(11) -0.0010(11) -0.0018(11) C11 0.0359(15) 0.0411(17) 0.0315(15) 0.0074(13) 0.0015(12) -0.0055(13) C12 0.0447(17) 0.0413(17) 0.0358(16) -0.0083(13) 0.0022(13) 0.0139(14) C13 0.0428(17) 0.0233(14) 0.0479(18) 0.0040(13) -0.0102(14) -0.0046(12) C14 0.0237(14) 0.0438(18) 0.0514(18) 0.0052(14) 0.0026(13) 0.0028(12) C15 0.057(2) 0.0349(17) 0.0391(17) 0.0069(13) -0.0067(15) -0.0197(14) C16 0.086(3) 0.043(2) 0.065(2) 0.0016(17) -0.035(2) 0.0267(19) C17 0.083(3) 0.057(2) 0.0342(17) 0.0089(16) 0.0061(17) -0.0324(19) C18 0.0441(18) 0.052(2) 0.0428(18) -0.0171(15) 0.0046(14) 0.0058(15) C19 0.048(10) 0.007(5) 0.048(9) 0.000(4) 0.002(6) 0.008(5) C22 0.048(5) 0.045(8) 0.052(6) 0.026(5) -0.021(4) 0.005(4) C19' 0.029(14) 0.061(18) 0.022(10) 0.006(8) -0.017(9) 0.008(10) C22' 0.075(12) 0.022(9) 0.036(9) 0.011(8) -0.005(7) 0.024(8) Fe2 0.0238(2) 0.0196(2) 0.02076(19) 0.00062(14) -0.00217(14) 0.00326(14) C23 0.0246(13) 0.0258(13) 0.0248(13) 0.0026(10) -0.0055(10) 0.0067(10) C24 0.0266(13) 0.0287(14) 0.0199(12) -0.0008(10) -0.0031(10) 0.0038(10) C25 0.0324(14) 0.0264(14) 0.0256(13) -0.0062(11) -0.0081(11) 0.0063(11) C26 0.0319(14) 0.0232(13) 0.0312(14) -0.0006(11) -0.0117(11) 0.0002(11) C27 0.0234(13) 0.0302(14) 0.0269(13) 0.0048(11) -0.0062(10) -0.0008(11) C28 0.0326(14) 0.0259(14) 0.0248(13) -0.0012(11) -0.0098(11) -0.0001(11) C29 0.0229(13) 0.0380(16) 0.0295(14) -0.0013(12) -0.0051(11) -0.0003(11) C30 0.0321(14) 0.0308(15) 0.0267(14) -0.0014(11) -0.0096(11) 0.0079(11) C31 0.0360(15) 0.0318(15) 0.0204(13) 0.0029(11) -0.0054(11) 0.0035(12) C32 0.0352(15) 0.0329(15) 0.0222(13) -0.0027(11) -0.0055(11) 0.0050(12) C33 0.0360(15) 0.0406(17) 0.0315(15) 0.0070(12) 0.0055(12) 0.0033(13) C34 0.0499(18) 0.0400(17) 0.0388(17) -0.0123(14) -0.0054(14) 0.0187(14) C35 0.055(2) 0.0233(15) 0.054(2) 0.0041(14) -0.0139(16) -0.0061(13) C36 0.0276(15) 0.0515(19) 0.0470(18) 0.0121(15) 0.0034(13) 0.0006(13) C37 0.0539(19) 0.0272(15) 0.0440(17) -0.0008(13) -0.0130(15) -0.0002(13) C38 0.0443(17) 0.0420(18) 0.0414(17) -0.0008(14) -0.0103(14) 0.0211(14) C39 0.061(2) 0.0377(17) 0.0347(16) 0.0115(13) 0.0000(15) -0.0018(15) C40 0.0514(19) 0.054(2) 0.0343(17) -0.0069(14) 0.0075(14) 0.0170(16) C41 0.0352(15) 0.0248(14) 0.0323(14) -0.0009(11) -0.0028(12) 0.0098(11) C42 0.0324(15) 0.0315(15) 0.0381(16) 0.0041(12) -0.0043(12) 0.0120(12) C43 0.0392(16) 0.0286(15) 0.0374(16) 0.0049(12) -0.0063(13) 0.0042(12) C44 0.0450(18) 0.052(2) 0.0416(18) 0.0113(15) -0.0130(14) 0.0028(15) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag F3 P1 1.6089(18) . ? F4 P1 1.5817(19) . ? F1 P1 1.589(2) . ? F2 P1 1.573(2) . ? F5 P1 1.581(2) . ? F6 P1 1.578(2) . ? F12 P2 1.579(2) . ? F7 P2 1.554(2) . ? F11 P2 1.587(2) . ? F8 P2 1.578(2) . ? F9 P2 1.588(2) . ? F10 P2 1.590(2) . ? C20 C21 1.518(9) . ? C20 C19 1.539(14) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 C22 1.591(19) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C89 C22' 1.48(3) . ? C89 C88 1.483(16) . ? C89 H89A 0.9900 . ? C89 H89B 0.9900 . ? C88 C19' 1.59(2) . ? C88 H88A 0.9900 . ? C88 H88B 0.9900 . ? C1 C2 1.426(4) . ? C1 C5 1.433(4) . ? C1 C19 1.513(11) . ? C1 C19' 1.48(2) . ? C2 C3 1.429(4) . ? C2 C11 1.496(4) . ? C3 C4 1.432(4) . ? C3 C12 1.498(4) . ? C4 C5 1.430(4) . ? C4 C13 1.501(3) . ? C5 C14 1.498(4) . ? C6 C7 1.420(4) . ? C6 C10 1.434(4) . ? C6 C15 1.494(4) . ? C7 C8 1.415(4) . ? C7 H7 0.9500 . ? C8 C9 1.420(4) . ? C8 C16 1.499(4) . ? C9 C10 1.427(4) . ? C9 C17 1.497(4) . ? C10 C18 1.488(4) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C19' H19C 0.9900 . ? C19' H19D 0.9900 . ? C22' H22D 0.9800 . ? C22' H22E 0.9800 . ? C22' H22F 0.9800 . ? C23 C24 1.427(4) . ? C23 C27 1.433(4) . ? C23 C41 1.502(3) . ? C24 C25 1.430(4) . ? C24 C33 1.496(4) . ? C25 C26 1.429(4) . ? C25 C34 1.497(4) . ? C26 C27 1.427(4) . ? C26 C35 1.500(4) . ? C27 C36 1.497(4) . ? C28 C29 1.418(4) . ? C28 C32 1.428(4) . ? C28 C37 1.502(4) . ? C29 C30 1.424(4) . ? C29 H29 0.9500 . ? C30 C31 1.429(4) . ? C30 C38 1.499(4) . ? C31 C32 1.430(4) . ? C31 C39 1.495(4) . ? C32 C40 1.495(4) . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? C41 C42 1.542(4) . ? C41 H41A 0.9900 . ? C41 H41B 0.9900 . ? C42 C43 1.519(4) . ? C42 H42A 0.9900 . ? C42 H42B 0.9900 . ? C43 C44 1.524(4) . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C44 H44A 0.9800 . ? C44 H44B 0.9800 . ? C44 H44C 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 F2 P1 F6 90.23(15) . . ? F2 P1 F5 89.45(15) . . ? F6 P1 F5 178.11(14) . . ? F2 P1 F4 90.14(12) . . ? F6 P1 F4 90.07(12) . . ? F5 P1 F4 91.79(13) . . ? F2 P1 F1 178.67(12) . . ? F6 P1 F1 90.16(16) . . ? F5 P1 F1 90.12(16) . . ? F4 P1 F1 91.13(12) . . ? F2 P1 F3 90.17(11) . . ? F6 P1 F3 89.29(12) . . ? F5 P1 F3 88.85(12) . . ? F4 P1 F3 179.29(12) . . ? F1 P1 F3 88.56(11) . . ? F7 P2 F8 178.73(18) . . ? F7 P2 F12 91.23(17) . . ? F8 P2 F12 89.72(15) . . ? F7 P2 F11 90.78(17) . . ? F8 P2 F11 88.27(15) . . ? F12 P2 F11 177.97(16) . . ? F7 P2 F9 88.85(14) . . ? F8 P2 F9 90.34(14) . . ? F12 P2 F9 88.54(12) . . ? F11 P2 F9 91.23(12) . . ? F7 P2 F10 91.40(15) . . ? F8 P2 F10 89.42(15) . . ? F12 P2 F10 91.31(13) . . ? F11 P2 F10 88.91(12) . . ? F9 P2 F10 179.72(14) . . ? C21 C20 C19 112.8(7) . . ? C21 C20 H20A 109.0 . . ? C19 C20 H20A 109.0 . . ? C21 C20 H20B 109.0 . . ? C19 C20 H20B 109.0 . . ? H20A C20 H20B 107.8 . . ? C20 C21 C22 109.7(8) . . ? C20 C21 H21A 109.7 . . ? C22 C21 H21A 109.7 . . ? C20 C21 H21B 109.7 . . ? C22 C21 H21B 109.7 . . ? H21A C21 H21B 108.2 . . ? C22' C89 C88 113.1(17) . . ? C22' C89 H89A 109.0 . . ? C88 C89 H89A 109.0 . . ? C22' C89 H89B 109.0 . . ? C88 C89 H89B 109.0 . . ? H89A C89 H89B 107.8 . . ? C89 C88 C19' 112.9(12) . . ? C89 C88 H88A 109.0 . . ? C19' C88 H88A 109.0 . . ? C89 C88 H88B 109.0 . . ? C19' C88 H88B 109.0 . . ? H88A C88 H88B 107.8 . . ? C2 C1 C5 107.9(2) . . ? C2 C1 C19 124.8(5) . . ? C5 C1 C19 127.2(5) . . ? C2 C1 C19' 127.2(9) . . ? C5 C1 C19' 124.9(9) . . ? C19 C1 C19' 3.3(13) . . ? C1 C2 C3 108.2(2) . . ? C1 C2 C11 126.4(2) . . ? C3 C2 C11 125.4(2) . . ? C2 C3 C4 108.0(2) . . ? C2 C3 C12 125.7(2) . . ? C4 C3 C12 126.3(2) . . ? C3 C4 C5 107.9(2) . . ? C3 C4 C13 125.7(2) . . ? C5 C4 C13 126.4(2) . . ? C4 C5 C1 108.0(2) . . ? C4 C5 C14 125.6(2) . . ? C1 C5 C14 126.3(2) . . ? C7 C6 C10 107.1(2) . . ? C7 C6 C15 126.0(3) . . ? C10 C6 C15 126.9(3) . . ? C8 C7 C6 109.4(2) . . ? C8 C7 H7 125.3 . . ? C6 C7 H7 125.3 . . ? C7 C8 C9 107.4(2) . . ? C7 C8 C16 126.8(3) . . ? C9 C8 C16 125.8(3) . . ? C8 C9 C10 108.5(2) . . ? C8 C9 C17 126.5(3) . . ? C10 C9 C17 125.0(3) . . ? C9 C10 C6 107.7(2) . . ? C9 C10 C18 125.9(3) . . ? C6 C10 C18 126.4(3) . . ? C2 C11 H11A 109.5 . . ? C2 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C2 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C3 C12 H12A 109.5 . . ? C3 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C3 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C4 C13 H13A 109.5 . . ? C4 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C4 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C5 C14 H14A 109.5 . . ? C5 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C5 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C6 C15 H15A 109.5 . . ? C6 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C6 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C8 C16 H16A 109.5 . . ? C8 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C8 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C9 C17 H17A 109.5 . . ? C9 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C9 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C10 C18 H18A 109.5 . . ? C10 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C10 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C1 C19 C20 112.3(7) . . ? C1 C19 H19A 109.1 . . ? C20 C19 H19A 109.1 . . ? C1 C19 H19B 109.1 . . ? C20 C19 H19B 109.2 . . ? H19A C19 H19B 107.9 . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C1 C19' C88 109.1(13) . . ? C1 C19' H19C 109.9 . . ? C88 C19' H19C 109.9 . . ? C1 C19' H19D 109.8 . . ? C88 C19' H19D 109.8 . . ? H19C C19' H19D 108.3 . . ? C89 C22' H22D 109.5 . . ? C89 C22' H22E 109.5 . . ? H22D C22' H22E 109.5 . . ? C89 C22' H22F 109.5 . . ? H22D C22' H22F 109.5 . . ? H22E C22' H22F 109.5 . . ? C24 C23 C27 108.1(2) . . ? C24 C23 C41 125.6(2) . . ? C27 C23 C41 126.2(2) . . ? C23 C24 C25 107.9(2) . . ? C23 C24 C33 126.9(2) . . ? C25 C24 C33 125.2(2) . . ? C26 C25 C24 108.0(2) . . ? C26 C25 C34 127.1(3) . . ? C24 C25 C34 124.9(3) . . ? C25 C26 C27 108.1(2) . . ? C25 C26 C35 126.0(3) . . ? C27 C26 C35 125.9(3) . . ? C26 C27 C23 107.8(2) . . ? C26 C27 C36 126.0(2) . . ? C23 C27 C36 126.2(2) . . ? C29 C28 C32 107.8(2) . . ? C29 C28 C37 125.9(3) . . ? C32 C28 C37 126.3(3) . . ? C28 C29 C30 108.9(2) . . ? C28 C29 H29 125.5 . . ? C30 C29 H29 125.5 . . ? C29 C30 C31 107.3(2) . . ? C29 C30 C38 125.6(3) . . ? C31 C30 C38 127.1(3) . . ? C30 C31 C32 108.2(2) . . ? C30 C31 C39 125.4(3) . . ? C32 C31 C39 126.4(3) . . ? C28 C32 C31 107.8(2) . . ? C28 C32 C40 126.3(3) . . ? C31 C32 C40 125.9(3) . . ? C24 C33 H33A 109.5 . . ? C24 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C24 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C25 C34 H34A 109.5 . . ? C25 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C25 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C26 C35 H35A 109.5 . . ? C26 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C26 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C27 C36 H36A 109.5 . . ? C27 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C27 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C28 C37 H37A 109.5 . . ? C28 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C28 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C30 C38 H38A 109.5 . . ? C30 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C30 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C31 C39 H39A 109.5 . . ? C31 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C31 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C32 C40 H40A 109.5 . . ? C32 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C32 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C23 C41 C42 111.9(2) . . ? C23 C41 H41A 109.2 . . ? C42 C41 H41A 109.2 . . ? C23 C41 H41B 109.2 . . ? C42 C41 H41B 109.2 . . ? H41A C41 H41B 107.9 . . ? C43 C42 C41 114.7(2) . . ? C43 C42 H42A 108.6 . . ? C41 C42 H42A 108.6 . . ? C43 C42 H42B 108.6 . . ? C41 C42 H42B 108.6 . . ? H42A C42 H42B 107.6 . . ? C42 C43 C44 112.7(2) . . ? C42 C43 H43A 109.0 . . ? C44 C43 H43A 109.0 . . ? C42 C43 H43B 109.0 . . ? C44 C43 H43B 109.0 . . ? H43A C43 H43B 107.8 . . ? C43 C44 H44A 109.5 . . ? C43 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? C43 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 1.005 _refine_diff_density_min -0.436 _refine_diff_density_rms 0.064 data_[C6Fc]PF6 _database_code_depnum_ccdc_archive 'CCDC 900448' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H38 Fe, F6 P' _chemical_formula_sum 'C24 H38 F6 Fe P' _chemical_formula_weight 527.36 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 16.0571(16) _cell_length_b 8.9074(9) _cell_length_c 17.6910(18) _cell_angle_alpha 90.00 _cell_angle_beta 96.246(2) _cell_angle_gamma 90.00 _cell_volume 2515.3(4) _cell_formula_units_Z 4 _cell_measurement_temperature 173 _cell_measurement_reflns_used 5749 _cell_measurement_theta_min 2.32 _cell_measurement_theta_max 27.16 _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.393 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1108 _exptl_absorpt_coefficient_mu 0.717 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7753 _exptl_absorpt_correction_T_max 0.9816 _exptl_absorpt_process_details ; SADABS Sheldrick 1996 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker TXS fine-focus rotating manode' _diffrn_radiation_monochromator 'Bruker Helios multilayer confocal mirror' _diffrn_measurement_device_type 'Bruker APEXII CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.333 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12924 _diffrn_reflns_av_R_equivalents 0.0257 _diffrn_reflns_av_sigmaI/netI 0.0297 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.32 _diffrn_reflns_theta_max 25.68 _reflns_number_total 4741 _reflns_number_gt 3867 _reflns_threshold_expression >2\s(I) _computing_data_collection 'APEX2 (Bruker AXS, 2006)' _computing_cell_refinement 'APEX2 (Bruker AXS, 2006)' _computing_data_reduction 'SAINT (Bruker AXS, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSHEL (Bruker AXS,2002)' _computing_publication_material 'XCIF (Bruker AXS, 2001)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; calc w=1/[\s^2^(Fo^2^)+(0.1179P)^2^+6.3061P] 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 4741 _refine_ls_number_parameters 298 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0772 _refine_ls_R_factor_gt 0.0641 _refine_ls_wR_factor_ref 0.2038 _refine_ls_wR_factor_gt 0.1901 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.050 _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 F1 F 0.2458(6) -0.1009(11) 0.4121(3) 0.230(6) Uani 1 1 d . . . F2 F 0.2017(4) -0.2231(5) 0.3148(2) 0.1003(16) Uani 1 1 d . . . F3 F 0.1071(5) -0.3292(9) 0.3860(4) 0.182(4) Uani 1 1 d . . . F4 F 0.1536(3) -0.2021(5) 0.4830(2) 0.0951(16) Uani 1 1 d . . . F5 F 0.1150(6) -0.0945(11) 0.3776(4) 0.219(5) Uani 1 1 d . . . F6 F 0.2367(5) -0.3384(13) 0.4190(6) 0.272(7) Uani 1 1 d . . . P1 P 0.17810(8) -0.21547(14) 0.39949(7) 0.0365(3) Uani 1 1 d . . . C1 C 0.3202(2) 0.3335(5) 0.2094(2) 0.0284(8) Uani 1 1 d . . . C2 C 0.3039(2) 0.3436(5) 0.1281(2) 0.0309(9) Uani 1 1 d . . . C3 C 0.2998(3) 0.1936(5) 0.0983(2) 0.0314(9) Uani 1 1 d . . . C4 C 0.3125(2) 0.0916(5) 0.1605(2) 0.0300(9) Uani 1 1 d . . . C5 C 0.3260(2) 0.1781(5) 0.2289(2) 0.0271(8) Uani 1 1 d . . . C6 C 0.0983(2) 0.3574(5) 0.1762(2) 0.0326(9) Uani 1 1 d . . . C7 C 0.0882(2) 0.2613(5) 0.1110(2) 0.0292(9) Uani 1 1 d . . . C8 C 0.0960(2) 0.1097(5) 0.1361(2) 0.0296(9) Uani 1 1 d . . . C9 C 0.1109(2) 0.1121(5) 0.2170(2) 0.0313(9) Uani 1 1 d . . . H9 H 0.1185 0.0263 0.2489 0.038 Uiso 1 1 calc R . . C10 C 0.1127(3) 0.2633(5) 0.2422(2) 0.0327(9) Uani 1 1 d . . . C11 C 0.2949(3) 0.4857(6) 0.0825(3) 0.0526(14) Uani 1 1 d . . . H11A H 0.3490 0.5125 0.0655 0.079 Uiso 1 1 calc R . . H11B H 0.2761 0.5667 0.1140 0.079 Uiso 1 1 calc R . . H11C H 0.2536 0.4707 0.0381 0.079 Uiso 1 1 calc R . . C12 C 0.2866(3) 0.1537(8) 0.0153(2) 0.0521(14) Uani 1 1 d . . . H12A H 0.3408 0.1318 -0.0030 0.078 Uiso 1 1 calc R . . H12B H 0.2600 0.2382 -0.0135 0.078 Uiso 1 1 calc R . . H12C H 0.2504 0.0651 0.0082 0.078 Uiso 1 1 calc R . . C13 C 0.3138(3) -0.0769(6) 0.1550(3) 0.0464(12) Uani 1 1 d . . . H13A H 0.3720 -0.1120 0.1587 0.070 Uiso 1 1 calc R . . H13B H 0.2843 -0.1084 0.1062 0.070 Uiso 1 1 calc R . . H13C H 0.2860 -0.1201 0.1966 0.070 Uiso 1 1 calc R . . C14 C 0.3452(3) 0.1140(6) 0.3073(2) 0.0442(11) Uani 1 1 d . . . H14A H 0.3145 0.0195 0.3110 0.066 Uiso 1 1 calc R . . H14B H 0.3280 0.1854 0.3448 0.066 Uiso 1 1 calc R . . H14C H 0.4055 0.0951 0.3174 0.066 Uiso 1 1 calc R . . C15 C 0.0909(3) 0.5247(6) 0.1754(3) 0.0520(13) Uani 1 1 d . . . H15A H 0.1126 0.5645 0.1297 0.078 Uiso 1 1 calc R . . H15B H 0.1234 0.5661 0.2207 0.078 Uiso 1 1 calc R . . H15C H 0.0320 0.5532 0.1752 0.078 Uiso 1 1 calc R . . C16 C 0.0698(3) 0.3118(7) 0.0296(3) 0.0462(12) Uani 1 1 d . . . H16A H 0.0919 0.2378 -0.0041 0.069 Uiso 1 1 calc R . . H16B H 0.0965 0.4093 0.0231 0.069 Uiso 1 1 calc R . . H16C H 0.0091 0.3213 0.0167 0.069 Uiso 1 1 calc R . . C17 C 0.0867(3) -0.0282(6) 0.0876(3) 0.0467(12) Uani 1 1 d . . . H17A H 0.0270 -0.0495 0.0740 0.070 Uiso 1 1 calc R . . H17B H 0.1132 -0.1134 0.1157 0.070 Uiso 1 1 calc R . . H17C H 0.1136 -0.0119 0.0411 0.070 Uiso 1 1 calc R . . C18 C 0.1234(4) 0.3151(7) 0.3231(3) 0.0539(14) Uani 1 1 d . . . H18A H 0.0689 0.3458 0.3382 0.081 Uiso 1 1 calc R . . H18B H 0.1621 0.4004 0.3283 0.081 Uiso 1 1 calc R . . H18C H 0.1461 0.2328 0.3559 0.081 Uiso 1 1 calc R . . C19 C 0.3357(3) 0.4644(5) 0.2622(3) 0.0393(10) Uani 1 1 d . . . H19A H 0.3255 0.4342 0.3142 0.047 Uiso 1 1 calc R . . H19B H 0.2965 0.5468 0.2457 0.047 Uiso 1 1 calc R . . C20 C 0.4266(3) 0.5197(6) 0.2625(3) 0.0441(11) Uani 1 1 d . . . H20A H 0.4652 0.4396 0.2836 0.053 Uiso 1 1 calc R . . H20B H 0.4381 0.5385 0.2095 0.053 Uiso 1 1 calc R . . C21 C 0.4449(3) 0.6632(5) 0.3091(3) 0.0404(10) Uani 1 1 d . . . H21A H 0.4982 0.7065 0.2956 0.049 Uiso 1 1 calc R . . H21B H 0.4000 0.7368 0.2940 0.049 Uiso 1 1 calc R . . C22 C 0.4516(3) 0.6431(5) 0.3949(3) 0.0369(10) Uani 1 1 d . . . H22A H 0.4961 0.5690 0.4105 0.044 Uiso 1 1 calc R . . H22B H 0.3980 0.6025 0.4090 0.044 Uiso 1 1 calc R . . C23 C 0.4713(3) 0.7893(5) 0.4376(3) 0.0399(11) Uani 1 1 d . . . H23A H 0.5247 0.8301 0.4232 0.048 Uiso 1 1 calc R . . H23B H 0.4267 0.8633 0.4220 0.048 Uiso 1 1 calc R . . C24 C 0.4784(4) 0.7703(6) 0.5234(3) 0.0483(12) Uani 1 1 d . . . H24A H 0.4253 0.7320 0.5382 0.072 Uiso 1 1 calc R . . H24B H 0.4910 0.8676 0.5480 0.072 Uiso 1 1 calc R . . H24C H 0.5234 0.6992 0.5394 0.072 Uiso 1 1 calc R . . Fe1 Fe 0.20700(3) 0.22553(6) 0.17152(3) 0.0222(2) 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 F1 0.308(10) 0.304(10) 0.096(4) -0.103(5) 0.109(5) -0.267(9) F2 0.145(4) 0.105(3) 0.060(2) -0.031(2) 0.050(3) -0.022(3) F3 0.181(6) 0.210(7) 0.173(6) -0.142(6) 0.099(5) -0.134(6) F4 0.130(4) 0.115(4) 0.045(2) -0.005(2) 0.031(2) -0.068(3) F5 0.268(9) 0.239(9) 0.170(6) 0.141(6) 0.120(6) 0.186(8) F6 0.177(7) 0.359(13) 0.306(11) 0.260(11) 0.138(7) 0.191(9) P1 0.0383(7) 0.0375(7) 0.0337(6) 0.0005(5) 0.0035(5) -0.0022(5) C1 0.0190(18) 0.033(2) 0.034(2) -0.0009(17) 0.0030(15) -0.0040(16) C2 0.0234(19) 0.035(2) 0.035(2) 0.0096(18) 0.0043(16) -0.0028(17) C3 0.025(2) 0.046(3) 0.0241(19) -0.0025(18) 0.0049(15) -0.0011(18) C4 0.0253(19) 0.032(2) 0.033(2) -0.0030(17) 0.0039(15) 0.0021(16) C5 0.0190(17) 0.033(2) 0.0281(19) 0.0037(17) -0.0006(14) 0.0025(16) C6 0.0248(19) 0.032(2) 0.041(2) -0.0027(18) 0.0041(17) 0.0031(17) C7 0.0182(18) 0.039(2) 0.029(2) 0.0038(17) -0.0029(15) 0.0005(16) C8 0.0233(19) 0.034(2) 0.031(2) -0.0031(17) 0.0021(15) -0.0062(17) C9 0.027(2) 0.035(2) 0.032(2) 0.0023(18) 0.0065(16) -0.0060(17) C10 0.028(2) 0.043(2) 0.028(2) -0.0068(18) 0.0072(17) -0.0035(18) C11 0.041(3) 0.055(3) 0.062(3) 0.031(3) 0.003(2) -0.004(2) C12 0.044(3) 0.089(4) 0.025(2) -0.011(2) 0.0106(19) -0.006(3) C13 0.043(3) 0.033(3) 0.062(3) -0.009(2) 0.006(2) 0.005(2) C14 0.041(2) 0.060(3) 0.031(2) 0.011(2) -0.0028(18) 0.000(2) C15 0.048(3) 0.031(3) 0.077(4) -0.004(2) 0.008(3) 0.008(2) C16 0.038(2) 0.068(3) 0.030(2) 0.013(2) -0.0046(19) 0.000(2) C17 0.045(3) 0.045(3) 0.050(3) -0.017(2) 0.005(2) -0.014(2) C18 0.052(3) 0.080(4) 0.031(2) -0.018(3) 0.013(2) -0.006(3) C19 0.030(2) 0.038(3) 0.049(3) -0.013(2) 0.0034(19) -0.0043(19) C20 0.035(2) 0.045(3) 0.052(3) -0.014(2) 0.005(2) -0.008(2) C21 0.037(2) 0.037(2) 0.047(3) -0.004(2) 0.0016(19) -0.014(2) C22 0.036(2) 0.028(2) 0.045(2) -0.0005(19) 0.0002(19) -0.0028(18) C23 0.046(3) 0.031(2) 0.042(3) -0.0038(19) 0.003(2) 0.000(2) C24 0.054(3) 0.043(3) 0.046(3) -0.005(2) 0.003(2) 0.004(2) Fe1 0.0221(3) 0.0241(3) 0.0203(3) -0.0009(2) 0.0017(2) -0.0011(2) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag F1 P1 1.490(5) . ? F2 P1 1.587(4) . ? F3 P1 1.524(5) . ? F4 P1 1.575(4) . ? F5 P1 1.501(6) . ? F6 P1 1.460(6) . ? C1 C5 1.428(6) . ? C1 C2 1.437(6) . ? C1 C19 1.497(6) . ? C2 C3 1.434(6) . ? C2 C11 1.500(6) . ? C3 C4 1.425(6) . ? C3 C12 1.503(6) . ? C4 C5 1.431(6) . ? C4 C13 1.505(6) . ? C5 C14 1.501(5) . ? C6 C7 1.431(6) . ? C6 C10 1.435(6) . ? C6 C15 1.495(6) . ? C7 C8 1.422(6) . ? C7 C16 1.508(6) . ? C8 C9 1.426(6) . ? C8 C17 1.497(6) . ? C9 C10 1.418(6) . ? C9 H9 0.9500 . ? C10 C18 1.496(6) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 C20 1.540(6) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C21 1.531(6) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 C22 1.521(6) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.522(6) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 C24 1.519(7) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 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 F6 P1 F1 92.2(7) . . ? F6 P1 F5 177.2(8) . . ? F1 P1 F5 90.4(6) . . ? F6 P1 F3 89.4(7) . . ? F1 P1 F3 178.4(6) . . ? F5 P1 F3 88.0(6) . . ? F6 P1 F4 93.2(4) . . ? F1 P1 F4 93.4(2) . . ? F5 P1 F4 87.6(3) . . ? F3 P1 F4 86.5(3) . . ? F6 P1 F2 88.7(4) . . ? F1 P1 F2 85.7(3) . . ? F5 P1 F2 90.6(3) . . ? F3 P1 F2 94.3(3) . . ? F4 P1 F2 178.0(3) . . ? C5 C1 C2 107.6(4) . . ? C5 C1 C19 127.0(4) . . ? C2 C1 C19 125.2(4) . . ? C3 C2 C1 107.8(4) . . ? C3 C2 C11 126.2(4) . . ? C1 C2 C11 126.0(4) . . ? C4 C3 C2 108.2(3) . . ? C4 C3 C12 126.6(5) . . ? C2 C3 C12 125.1(4) . . ? C3 C4 C5 107.8(4) . . ? C3 C4 C13 126.1(4) . . ? C5 C4 C13 126.1(4) . . ? C1 C5 C4 108.5(3) . . ? C1 C5 C14 126.4(4) . . ? C4 C5 C14 125.0(4) . . ? C7 C6 C10 107.4(4) . . ? C7 C6 C15 126.0(4) . . ? C10 C6 C15 126.5(4) . . ? C8 C7 C6 108.6(4) . . ? C8 C7 C16 125.7(4) . . ? C6 C7 C16 125.7(4) . . ? C7 C8 C9 107.3(4) . . ? C7 C8 C17 126.9(4) . . ? C9 C8 C17 125.7(4) . . ? C10 C9 C8 109.0(4) . . ? C10 C9 H9 125.5 . . ? C8 C9 H9 125.5 . . ? C9 C10 C6 107.7(4) . . ? C9 C10 C18 126.1(4) . . ? C6 C10 C18 126.2(5) . . ? C2 C11 H11A 109.5 . . ? C2 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C2 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C3 C12 H12A 109.5 . . ? C3 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C3 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C4 C13 H13A 109.5 . . ? C4 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C4 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C5 C14 H14A 109.5 . . ? C5 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C5 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C6 C15 H15A 109.5 . . ? C6 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C6 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C7 C16 H16A 109.5 . . ? C7 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C7 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C8 C17 H17A 109.5 . . ? C8 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C8 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C10 C18 H18A 109.5 . . ? C10 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C10 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C1 C19 C20 110.2(4) . . ? C1 C19 H19A 109.6 . . ? C20 C19 H19A 109.6 . . ? C1 C19 H19B 109.6 . . ? C20 C19 H19B 109.6 . . ? H19A C19 H19B 108.1 . . ? C21 C20 C19 113.3(4) . . ? C21 C20 H20A 108.9 . . ? C19 C20 H20A 108.9 . . ? C21 C20 H20B 108.9 . . ? C19 C20 H20B 108.9 . . ? H20A C20 H20B 107.7 . . ? C22 C21 C20 115.3(4) . . ? C22 C21 H21A 108.5 . . ? C20 C21 H21A 108.5 . . ? C22 C21 H21B 108.5 . . ? C20 C21 H21B 108.5 . . ? H21A C21 H21B 107.5 . . ? C21 C22 C23 112.5(4) . . ? C21 C22 H22A 109.1 . . ? C23 C22 H22A 109.1 . . ? C21 C22 H22B 109.1 . . ? C23 C22 H22B 109.1 . . ? H22A C22 H22B 107.8 . . ? C24 C23 C22 112.9(4) . . ? C24 C23 H23A 109.0 . . ? C22 C23 H23A 109.0 . . ? C24 C23 H23B 109.0 . . ? C22 C23 H23B 109.0 . . ? H23A C23 H23B 107.8 . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.68 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 1.633 _refine_diff_density_min -1.262 _refine_diff_density_rms 0.096 data_[C6Fc]NO3 _database_code_depnum_ccdc_archive 'CCDC 900449' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H38 Fe, N O3' _chemical_formula_sum 'C24 H38 Fe N O3' _chemical_formula_weight 444.40 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 17.982(5) _cell_length_b 8.762(2) _cell_length_c 17.319(5) _cell_angle_alpha 90.00 _cell_angle_beta 115.567(4) _cell_angle_gamma 90.00 _cell_volume 2461.6(11) _cell_formula_units_Z 4 _cell_measurement_temperature 173 _cell_measurement_reflns_used 4651 _cell_measurement_theta_min 5.054 _cell_measurement_theta_max 51.144 _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.65 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.199 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 956 _exptl_absorpt_coefficient_mu 0.635 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6830 _exptl_absorpt_correction_T_max 0.9874 _exptl_absorpt_process_details ; SADABS Sheldrick 1996 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker TXS fine-focus rotating anode' _diffrn_radiation_monochromator 'Bruker Helios multilayer confocal mmirror' _diffrn_measurement_device_type 'Bruker APEXII CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.333 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11578 _diffrn_reflns_av_R_equivalents 0.0576 _diffrn_reflns_av_sigmaI/netI 0.0665 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.36 _diffrn_reflns_theta_max 25.02 _reflns_number_total 4324 _reflns_number_gt 3189 _reflns_threshold_expression >2\s(I) _computing_data_collection 'APEX2 (Bruker AXS, 2006)' _computing_cell_refinement 'APEX2 (Bruker AXS, 2006)' _computing_data_reduction 'SAINT (Bruker AXS, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSHEL (Bruker AXS,2002)' _computing_publication_material 'XCIF (Bruker AXS, 2001)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; calc w=1/[\s^2^(Fo^2^)+(0.0204P)^2^+7.9805P] 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 4324 _refine_ls_number_parameters 271 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0808 _refine_ls_R_factor_gt 0.0584 _refine_ls_wR_factor_ref 0.1296 _refine_ls_wR_factor_gt 0.1196 _refine_ls_goodness_of_fit_ref 0.972 _refine_ls_restrained_S_all 0.972 _refine_ls_shift/su_max 0.035 _refine_ls_shift/su_mean 0.003 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.8157(2) 0.6875(4) 0.1887(2) 0.0295(9) Uani 1 1 d . . . C2 C 0.7972(2) 0.6950(5) 0.2627(2) 0.0312(9) Uani 1 1 d . . . C3 C 0.7826(2) 0.8556(5) 0.2762(2) 0.0301(9) Uani 1 1 d . . . C4 C 0.7915(2) 0.9459(5) 0.2098(3) 0.0311(9) Uani 1 1 d . . . C5 C 0.8122(2) 0.8413(5) 0.1563(2) 0.0303(9) Uani 1 1 d . . . C6 C 0.5993(2) 0.6163(5) 0.0907(2) 0.0283(9) Uani 1 1 d . . . C7 C 0.5776(2) 0.7109(5) 0.1475(2) 0.0322(9) Uani 1 1 d . . . C8 C 0.5743(2) 0.8703(5) 0.1209(2) 0.0330(10) Uani 1 1 d . . . C9 C 0.5942(2) 0.8737(5) 0.0484(2) 0.0315(9) Uani 1 1 d . . . H9 H 0.5973 0.9628 0.0187 0.038 Uiso 1 1 d R . . C10 C 0.6089(2) 0.7176(5) 0.0286(2) 0.0302(9) Uani 1 1 d . . . C11 C 0.7950(3) 0.5628(5) 0.3188(3) 0.0458(12) Uani 1 1 d . . . H11A H 0.7861 0.4671 0.2868 0.069 Uiso 1 1 calc R . . H11B H 0.7500 0.5784 0.3355 0.069 Uiso 1 1 calc R . . H11C H 0.8475 0.5578 0.3702 0.069 Uiso 1 1 calc R . . C12 C 0.7650(3) 0.9163(6) 0.3491(3) 0.0465(12) Uani 1 1 d . . . H12A H 0.8171 0.9370 0.3990 0.070 Uiso 1 1 calc R . . H12B H 0.7335 0.8402 0.3642 0.070 Uiso 1 1 calc R . . H12C H 0.7329 1.0108 0.3309 0.070 Uiso 1 1 calc R . . C13 C 0.7813(3) 1.1192(5) 0.1981(3) 0.0477(12) Uani 1 1 d . . . H13A H 0.7438 1.1557 0.2216 0.072 Uiso 1 1 calc R . . H13B H 0.7586 1.1440 0.1370 0.072 Uiso 1 1 calc R . . H13C H 0.8351 1.1686 0.2283 0.072 Uiso 1 1 calc R . . C14 C 0.8299(3) 0.8894(6) 0.0811(3) 0.0475(12) Uani 1 1 d . . . H14A H 0.8870 0.9248 0.1026 0.071 Uiso 1 1 calc R . . H14B H 0.7924 0.9722 0.0496 0.071 Uiso 1 1 calc R . . H14C H 0.8215 0.8021 0.0429 0.071 Uiso 1 1 calc R . . C15 C 0.6089(3) 0.4437(5) 0.0949(3) 0.0417(11) Uani 1 1 d . . . H15A H 0.5560 0.3961 0.0580 0.063 Uiso 1 1 calc R . . H15B H 0.6262 0.4093 0.1540 0.063 Uiso 1 1 calc R . . H15C H 0.6505 0.4142 0.0754 0.063 Uiso 1 1 calc R . . C16 C 0.5578(3) 0.6540(6) 0.2198(3) 0.0496(13) Uani 1 1 d . . . H16A H 0.5809 0.7249 0.2683 0.074 Uiso 1 1 calc R . . H16B H 0.5820 0.5526 0.2381 0.074 Uiso 1 1 calc R . . H16C H 0.4979 0.6482 0.1996 0.074 Uiso 1 1 calc R . . C17 C 0.5540(3) 1.0083(6) 0.1625(3) 0.0489(13) Uani 1 1 d . . . H17A H 0.5685 1.1023 0.1415 0.073 Uiso 1 1 calc R . . H17B H 0.5856 1.0023 0.2248 0.073 Uiso 1 1 calc R . . H17C H 0.4949 1.0086 0.1479 0.073 Uiso 1 1 calc R . . C18 C 0.6276(3) 0.6703(6) -0.0461(3) 0.0424(11) Uani 1 1 d . . . H18A H 0.6667 0.5850 -0.0284 0.064 Uiso 1 1 calc R . . H18B H 0.6518 0.7568 -0.0631 0.064 Uiso 1 1 calc R . . H18C H 0.5765 0.6387 -0.0945 0.064 Uiso 1 1 calc R . . C19 C 0.8383(2) 0.5441(5) 0.1537(3) 0.0411(11) Uani 1 1 d . . . H19A H 0.8169 0.5526 0.0907 0.049 Uiso 1 1 calc R . . H19B H 0.8122 0.4543 0.1664 0.049 Uiso 1 1 calc R . . C20 C 0.9334(2) 0.5206(5) 0.1937(3) 0.0431(11) Uani 1 1 d . . . H20A H 0.9543 0.5130 0.2567 0.052 Uiso 1 1 calc R . . H20B H 0.9591 0.6114 0.1812 0.052 Uiso 1 1 calc R . . C21 C 0.9605(3) 0.3759(6) 0.1604(3) 0.0508(13) Uani 1 1 d . . . H21A H 1.0213 0.3683 0.1896 0.061 Uiso 1 1 calc R . . H21B H 0.9377 0.2848 0.1765 0.061 Uiso 1 1 calc R . . C24 C 0.9411(4) 0.2431(7) -0.0660(4) 0.088(2) Uani 1 1 d . . . H24A H 0.8820 0.2200 -0.0933 0.131 Uiso 1 1 calc R . . H24B H 0.9711 0.1647 -0.0816 0.131 Uiso 1 1 calc R . . H24C H 0.9507 0.3431 -0.0853 0.131 Uiso 1 1 calc R . . C22 C 0.9332(3) 0.3729(5) 0.0635(3) 0.0479(12) Uani 1 1 d . . . H22A H 0.9472 0.4722 0.0458 0.058 Uiso 1 1 calc R . . H22B H 0.8725 0.3617 0.0345 0.058 Uiso 1 1 calc R . . C23 C 0.9720(3) 0.2452(6) 0.0325(4) 0.0637(15) Uani 1 1 d . . . H23A H 0.9593 0.1457 0.0512 0.076 Uiso 1 1 calc R . . H23B H 1.0327 0.2578 0.0598 0.076 Uiso 1 1 calc R . . Fe1 Fe 0.69528(3) 0.78058(6) 0.15312(3) 0.02332(16) Uani 1 1 d . . . N1 N 0.6776(2) 0.3065(5) 0.4065(3) 0.0472(10) Uani 1 1 d . . . O1 O 0.6615(3) 0.2691(5) 0.3302(3) 0.0848(13) Uani 1 1 d . . . O2 O 0.7145(4) 0.2157(6) 0.4671(3) 0.1149(18) Uani 1 1 d . . . O3 O 0.6594(3) 0.4382(5) 0.4200(3) 0.0830(13) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0231(19) 0.027(2) 0.034(2) 0.0003(18) 0.0081(17) -0.0002(17) C2 0.0254(19) 0.032(3) 0.035(2) 0.0047(19) 0.0111(17) 0.0005(18) C3 0.0239(19) 0.034(3) 0.028(2) -0.0008(18) 0.0072(16) -0.0049(18) C4 0.026(2) 0.030(2) 0.036(2) -0.0012(19) 0.0126(17) -0.0013(18) C5 0.0242(19) 0.034(2) 0.033(2) -0.0004(19) 0.0134(17) -0.0004(18) C6 0.0249(19) 0.029(2) 0.027(2) -0.0008(18) 0.0082(16) -0.0008(17) C7 0.0268(19) 0.045(3) 0.0247(19) 0.002(2) 0.0107(16) 0.000(2) C8 0.025(2) 0.045(3) 0.026(2) 0.0019(19) 0.0083(16) 0.0077(19) C9 0.032(2) 0.033(3) 0.028(2) 0.0043(18) 0.0112(17) 0.0046(18) C10 0.0228(18) 0.042(2) 0.0245(19) 0.0030(19) 0.0087(15) -0.0021(19) C11 0.040(2) 0.043(3) 0.043(3) 0.018(2) 0.007(2) 0.001(2) C12 0.045(3) 0.059(3) 0.035(2) -0.011(2) 0.017(2) -0.002(2) C13 0.049(3) 0.028(3) 0.068(3) 0.001(2) 0.027(2) -0.002(2) C14 0.043(3) 0.060(3) 0.047(3) 0.007(2) 0.026(2) -0.004(2) C15 0.035(2) 0.034(3) 0.050(3) -0.003(2) 0.013(2) -0.007(2) C16 0.038(2) 0.080(4) 0.036(2) 0.005(2) 0.021(2) -0.011(2) C17 0.041(3) 0.057(3) 0.049(3) -0.010(2) 0.018(2) 0.017(2) C18 0.042(2) 0.059(3) 0.031(2) -0.006(2) 0.0196(19) -0.002(2) C19 0.030(2) 0.033(3) 0.058(3) -0.006(2) 0.017(2) 0.0049(19) C20 0.030(2) 0.050(3) 0.044(3) -0.001(2) 0.0099(19) 0.004(2) C21 0.032(2) 0.057(3) 0.060(3) 0.008(3) 0.016(2) 0.017(2) C24 0.101(5) 0.073(5) 0.106(5) -0.048(4) 0.061(4) -0.028(4) C22 0.046(3) 0.035(3) 0.061(3) -0.007(2) 0.021(2) -0.001(2) C23 0.051(3) 0.056(4) 0.093(4) -0.013(3) 0.039(3) 0.005(3) Fe1 0.0225(3) 0.0237(3) 0.0241(3) 0.0008(3) 0.0104(2) 0.0005(2) N1 0.048(2) 0.038(3) 0.056(3) -0.006(2) 0.023(2) -0.0025(19) O1 0.113(3) 0.075(3) 0.069(3) -0.030(2) 0.041(2) -0.005(3) O2 0.156(5) 0.084(3) 0.103(4) 0.037(3) 0.054(4) 0.025(3) O3 0.089(3) 0.069(3) 0.084(3) -0.028(2) 0.030(2) 0.021(2) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C5 1.451(6) . ? C1 C2 1.459(5) . ? C1 C19 1.525(6) . ? C2 C3 1.468(6) . ? C2 C11 1.523(6) . ? C3 C4 1.460(5) . ? C3 C12 1.523(5) . ? C4 C5 1.462(5) . ? C4 C13 1.532(6) . ? C5 C14 1.527(5) . ? C6 C10 1.462(5) . ? C6 C7 1.461(5) . ? C6 C15 1.521(6) . ? C7 C8 1.464(6) . ? C7 C16 1.526(5) . ? C8 C9 1.446(5) . ? C8 C17 1.531(6) . ? C9 C10 1.462(6) . ? C9 H9 0.9500 . ? C10 C18 1.527(5) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 C20 1.556(5) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C21 1.556(6) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 C22 1.532(6) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C24 C23 1.550(8) . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C22 C23 1.533(6) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? N1 O3 1.250(5) . ? N1 O2 1.254(5) . ? N1 O1 1.266(5) . ? 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 C5 C1 C2 108.0(3) . . ? C5 C1 C19 125.9(4) . . ? C2 C1 C19 126.1(4) . . ? C3 C2 C1 107.9(3) . . ? C3 C2 C11 124.9(4) . . ? C1 C2 C11 127.2(4) . . ? C4 C3 C2 107.8(3) . . ? C4 C3 C12 126.5(4) . . ? C2 C3 C12 125.6(4) . . ? C3 C4 C5 107.7(3) . . ? C3 C4 C13 126.5(4) . . ? C5 C4 C13 125.9(4) . . ? C1 C5 C4 108.6(3) . . ? C1 C5 C14 126.6(4) . . ? C4 C5 C14 124.8(4) . . ? C10 C6 C7 107.6(3) . . ? C10 C6 C15 126.3(4) . . ? C7 C6 C15 126.2(4) . . ? C6 C7 C8 108.4(3) . . ? C6 C7 C16 126.3(4) . . ? C8 C7 C16 125.3(4) . . ? C9 C8 C7 107.6(3) . . ? C9 C8 C17 126.3(4) . . ? C7 C8 C17 126.2(4) . . ? C8 C9 C10 108.8(4) . . ? C8 C9 H9 125.6 . . ? C10 C9 H9 125.6 . . ? C9 C10 C6 107.7(3) . . ? C9 C10 C18 125.5(4) . . ? C6 C10 C18 126.7(4) . . ? C2 C11 H11A 109.5 . . ? C2 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C2 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C3 C12 H12A 109.5 . . ? C3 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C3 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C4 C13 H13A 109.5 . . ? C4 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C4 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C5 C14 H14A 109.5 . . ? C5 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C5 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C6 C15 H15A 109.5 . . ? C6 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C6 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C7 C16 H16A 109.5 . . ? C7 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C7 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C8 C17 H17A 109.5 . . ? C8 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C8 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C10 C18 H18A 109.5 . . ? C10 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C10 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C1 C19 C20 111.2(3) . . ? C1 C19 H19A 109.4 . . ? C20 C19 H19A 109.4 . . ? C1 C19 H19B 109.4 . . ? C20 C19 H19B 109.4 . . ? H19A C19 H19B 108.0 . . ? C19 C20 C21 113.7(4) . . ? C19 C20 H20A 108.8 . . ? C21 C20 H20A 108.8 . . ? C19 C20 H20B 108.8 . . ? C21 C20 H20B 108.8 . . ? H20A C20 H20B 107.7 . . ? C22 C21 C20 114.7(4) . . ? C22 C21 H21A 108.6 . . ? C20 C21 H21A 108.6 . . ? C22 C21 H21B 108.6 . . ? C20 C21 H21B 108.6 . . ? H21A C21 H21B 107.6 . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C21 C22 C23 114.6(4) . . ? C21 C22 H22A 108.6 . . ? C23 C22 H22A 108.6 . . ? C21 C22 H22B 108.6 . . ? C23 C22 H22B 108.6 . . ? H22A C22 H22B 107.6 . . ? C22 C23 C24 113.1(5) . . ? C22 C23 H23A 109.0 . . ? C24 C23 H23A 109.0 . . ? C22 C23 H23B 109.0 . . ? C24 C23 H23B 109.0 . . ? H23A C23 H23B 107.8 . . ? O3 N1 O2 121.0(5) . . ? O3 N1 O1 118.3(4) . . ? O2 N1 O1 120.6(5) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.444 _refine_diff_density_min -0.779 _refine_diff_density_rms 0.077 data_[C10Fc]PF6 _database_code_depnum_ccdc_archive 'CCDC 900450' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H46 Fe, F6 P ' _chemical_formula_sum 'C28 H46 F6 Fe P' _chemical_formula_weight 583.47 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 19.6648(18) _cell_length_b 8.7837(8) _cell_length_c 17.5494(16) _cell_angle_alpha 90.00 _cell_angle_beta 102.498(2) _cell_angle_gamma 90.00 _cell_volume 2959.5(5) _cell_formula_units_Z 4 _cell_measurement_temperature 173 _cell_measurement_reflns_used 6518 _cell_measurement_theta_min 2.38 _cell_measurement_theta_max 26.96 _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.47 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.310 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1236 _exptl_absorpt_coefficient_mu 0.616 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7613 _exptl_absorpt_correction_T_max 0.9872 _exptl_absorpt_process_details ; SADABS Sheldrick 1996 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker TXS fine-focus rotating anode' _diffrn_radiation_monochromator 'Bruker Helios multilayer confocal mirror' _diffrn_measurement_device_type 'Bruker APEXII CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.333 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15520 _diffrn_reflns_av_R_equivalents 0.0224 _diffrn_reflns_av_sigmaI/netI 0.0270 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.12 _diffrn_reflns_theta_max 25.68 _reflns_number_total 5600 _reflns_number_gt 4534 _reflns_threshold_expression >2\s(I) _computing_data_collection 'APEX2 (Bruker AXS, 2006)' _computing_cell_refinement 'APEX2 (Bruker AXS, 2006)' _computing_data_reduction 'SAINT (Bruker AXS, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSHEL (Bruker AXS,2002)' _computing_publication_material 'XCIF (Bruker AXS, 2001)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; calc w=1/[\s^2^(Fo^2^)+(0.0621P)^2^+2.2744P] 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 5600 _refine_ls_number_parameters 334 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0546 _refine_ls_R_factor_gt 0.0392 _refine_ls_wR_factor_ref 0.1175 _refine_ls_wR_factor_gt 0.1061 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.032 _refine_ls_shift/su_max 0.009 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.76923(12) 0.1879(3) 0.25500(14) 0.0266(5) Uani 1 1 d . . . C2 C 0.77109(12) 0.3496(3) 0.24953(15) 0.0308(5) Uani 1 1 d . . . C3 C 0.75824(13) 0.3900(3) 0.16926(16) 0.0328(6) Uani 1 1 d . . . C4 C 0.74805(13) 0.2536(3) 0.12421(15) 0.0306(5) Uani 1 1 d . . . C5 C 0.75513(12) 0.1283(3) 0.17731(14) 0.0274(5) Uani 1 1 d . . . C6 C 0.59465(13) 0.2335(3) 0.25466(15) 0.0316(5) Uani 1 1 d . . . C7 C 0.59509(12) 0.3868(3) 0.22918(15) 0.0302(5) Uani 1 1 d . . . H7 H 0.6032 0.4738 0.2621 0.036 Uiso 1 1 d R . . C8 C 0.58129(12) 0.3885(3) 0.14618(14) 0.0272(5) Uani 1 1 d . . . C9 C 0.57304(12) 0.2348(3) 0.12024(14) 0.0266(5) Uani 1 1 d . . . C10 C 0.58133(12) 0.1387(3) 0.18715(15) 0.0295(5) Uani 1 1 d . . . C11 C 0.78744(16) 0.4592(4) 0.31678(19) 0.0506(8) Uani 1 1 d . . . H11A H 0.8372 0.4840 0.3279 0.076 Uiso 1 1 calc R . . H11B H 0.7756 0.4125 0.3630 0.076 Uiso 1 1 calc R . . H11C H 0.7601 0.5524 0.3033 0.076 Uiso 1 1 calc R . . C12 C 0.75765(16) 0.5495(3) 0.1382(2) 0.0553(9) Uani 1 1 d . . . H12A H 0.7335 0.6167 0.1683 0.083 Uiso 1 1 calc R . . H12B H 0.7334 0.5509 0.0832 0.083 Uiso 1 1 calc R . . H12C H 0.8056 0.5849 0.1429 0.083 Uiso 1 1 calc R . . C13 C 0.73373(16) 0.2439(4) 0.03682(16) 0.0477(8) Uani 1 1 d . . . H13A H 0.7064 0.3325 0.0142 0.071 Uiso 1 1 calc R . . H13B H 0.7076 0.1506 0.0196 0.071 Uiso 1 1 calc R . . H13C H 0.7779 0.2423 0.0196 0.071 Uiso 1 1 calc R . . C14 C 0.75125(15) -0.0372(3) 0.15587(19) 0.0447(7) Uani 1 1 d . . . H14A H 0.7979 -0.0744 0.1544 0.067 Uiso 1 1 calc R . . H14B H 0.7204 -0.0503 0.1044 0.067 Uiso 1 1 calc R . . H14C H 0.7329 -0.0949 0.1948 0.067 Uiso 1 1 calc R . . C15 C 0.60347(16) 0.1828(4) 0.33808(16) 0.0465(7) Uani 1 1 d . . . H15A H 0.6290 0.2609 0.3728 0.070 Uiso 1 1 calc R . . H15B H 0.6296 0.0870 0.3457 0.070 Uiso 1 1 calc R . . H15C H 0.5576 0.1674 0.3501 0.070 Uiso 1 1 calc R . . C16 C 0.57328(14) 0.5271(3) 0.09577(17) 0.0396(6) Uani 1 1 d . . . H16A H 0.5958 0.5100 0.0519 0.059 Uiso 1 1 calc R . . H16B H 0.5951 0.6142 0.1265 0.059 Uiso 1 1 calc R . . H16C H 0.5237 0.5481 0.0759 0.059 Uiso 1 1 calc R . . C17 C 0.55574(14) 0.1827(3) 0.03689(15) 0.0382(6) Uani 1 1 d . . . H17A H 0.5051 0.1748 0.0191 0.057 Uiso 1 1 calc R . . H17B H 0.5770 0.0829 0.0328 0.057 Uiso 1 1 calc R . . H17C H 0.5739 0.2563 0.0043 0.057 Uiso 1 1 calc R . . C18 C 0.57304(15) -0.0306(3) 0.18575(19) 0.0439(7) Uani 1 1 d . . . H18A H 0.5238 -0.0564 0.1808 0.066 Uiso 1 1 calc R . . H18B H 0.6003 -0.0738 0.2343 0.066 Uiso 1 1 calc R . . H18C H 0.5895 -0.0726 0.1413 0.066 Uiso 1 1 calc R . . C19 C 0.78590(13) 0.0978(3) 0.32912(15) 0.0365(6) Uani 1 1 d . . . H19A H 0.7653 -0.0052 0.3200 0.044 Uiso 1 1 calc R . . H19B H 0.7656 0.1484 0.3694 0.044 Uiso 1 1 calc R . . C20 C 0.86533(14) 0.0850(4) 0.35781(17) 0.0447(7) Uani 1 1 d . . . H20A H 0.8844 0.0271 0.3188 0.054 Uiso 1 1 calc R . . H20B H 0.8857 0.1885 0.3611 0.054 Uiso 1 1 calc R . . C21 C 0.88810(15) 0.0074(3) 0.43708(18) 0.0456(7) Uani 1 1 d . . . H21A H 0.9380 0.0298 0.4577 0.055 Uiso 1 1 calc R . . H21B H 0.8617 0.0528 0.4735 0.055 Uiso 1 1 calc R . . C22 C 0.87803(14) -0.1634(3) 0.43657(16) 0.0402(6) Uani 1 1 d . . . H22A H 0.9006 -0.2092 0.3968 0.048 Uiso 1 1 calc R . . H22B H 0.8276 -0.1868 0.4218 0.048 Uiso 1 1 calc R . . C23 C 0.90873(16) -0.2348(3) 0.51619(16) 0.0409(7) Uani 1 1 d . . . H23A H 0.9582 -0.2041 0.5324 0.049 Uiso 1 1 calc R . . H23B H 0.8839 -0.1931 0.5550 0.049 Uiso 1 1 calc R . . C24 C 0.90454(15) -0.4069(3) 0.51765(17) 0.0408(6) Uani 1 1 d . . . H24A H 0.9269 -0.4489 0.4768 0.049 Uiso 1 1 calc R . . H24B H 0.8550 -0.4379 0.5051 0.049 Uiso 1 1 calc R . . C25 C 0.93958(15) -0.4743(3) 0.59626(16) 0.0396(6) Uani 1 1 d . . . H25A H 0.9894 -0.4453 0.6081 0.048 Uiso 1 1 calc R . . H25B H 0.9181 -0.4297 0.6372 0.048 Uiso 1 1 calc R . . C27 C 0.96489(19) -0.7168(3) 0.67758(18) 0.0498(8) Uani 1 1 d . . . H27A H 0.9430 -0.6699 0.7176 0.060 Uiso 1 1 calc R . . H27B H 1.0153 -0.6936 0.6916 0.060 Uiso 1 1 calc R . . C26 C 0.93412(15) -0.6464(3) 0.59936(17) 0.0434(7) Uani 1 1 d . . . H26A H 0.8843 -0.6751 0.5843 0.052 Uiso 1 1 calc R . . H26B H 0.9577 -0.6906 0.5601 0.052 Uiso 1 1 calc R . . C28 C 0.95499(19) -0.8883(4) 0.6789(2) 0.0611(9) Uani 1 1 d . . . H28A H 0.9051 -0.9120 0.6669 0.092 Uiso 1 1 calc R . . H28B H 0.9764 -0.9276 0.7308 0.092 Uiso 1 1 calc R . . H28C H 0.9771 -0.9357 0.6399 0.092 Uiso 1 1 calc R . . F2 F 0.66983(12) 0.7387(2) 0.33868(11) 0.0634(6) Uani 1 1 d . . . F4 F 0.63087(9) 0.6999(2) 0.50475(9) 0.0492(4) Uani 1 1 d . . . F6 F 0.58086(11) 0.8120(3) 0.39144(14) 0.0854(8) Uani 1 1 d . . . F5 F 0.71948(12) 0.6296(3) 0.45166(14) 0.0994(10) Uani 1 1 d . . . F3 F 0.68868(13) 0.8746(3) 0.44694(13) 0.0828(7) Uani 1 1 d . . . F1 F 0.61016(17) 0.5667(3) 0.39570(13) 0.1048(10) Uani 1 1 d . . . Fe1 Fe 0.672941(17) 0.26797(3) 0.192489(19) 0.02204(12) Uani 1 1 d . . . P1 P 0.65040(4) 0.71971(7) 0.42168(4) 0.03118(17) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0211(11) 0.0294(12) 0.0276(13) 0.0037(10) 0.0015(9) 0.0009(9) C2 0.0255(12) 0.0295(13) 0.0359(14) -0.0053(11) 0.0032(10) 0.0003(10) C3 0.0249(12) 0.0307(13) 0.0425(15) 0.0080(11) 0.0068(11) -0.0011(10) C4 0.0245(12) 0.0410(14) 0.0270(13) 0.0034(11) 0.0073(10) 0.0027(10) C5 0.0229(12) 0.0275(12) 0.0314(13) -0.0039(10) 0.0049(10) 0.0034(9) C6 0.0286(13) 0.0385(14) 0.0292(13) 0.0033(11) 0.0094(10) 0.0033(10) C7 0.0309(13) 0.0309(13) 0.0298(13) -0.0030(10) 0.0085(10) 0.0033(10) C8 0.0238(12) 0.0298(12) 0.0283(13) 0.0031(10) 0.0064(10) 0.0046(9) C9 0.0218(11) 0.0302(12) 0.0270(13) -0.0011(10) 0.0036(10) 0.0018(9) C10 0.0252(12) 0.0272(12) 0.0368(14) 0.0033(10) 0.0084(10) -0.0009(10) C11 0.0443(17) 0.0464(17) 0.055(2) -0.0222(15) -0.0017(14) -0.0015(14) C12 0.0421(17) 0.0408(17) 0.081(2) 0.0260(16) 0.0092(16) -0.0028(13) C13 0.0379(16) 0.079(2) 0.0281(15) 0.0066(14) 0.0113(12) 0.0071(15) C14 0.0395(16) 0.0354(15) 0.0574(19) -0.0132(13) 0.0067(14) 0.0057(12) C15 0.0504(18) 0.0601(19) 0.0321(15) 0.0147(14) 0.0157(13) 0.0048(15) C16 0.0391(15) 0.0346(14) 0.0440(16) 0.0114(12) 0.0068(12) 0.0093(12) C17 0.0334(14) 0.0492(16) 0.0297(14) -0.0092(12) 0.0019(11) -0.0001(12) C18 0.0418(16) 0.0282(14) 0.061(2) 0.0035(13) 0.0098(14) -0.0074(12) C19 0.0324(14) 0.0456(15) 0.0296(14) 0.0110(12) 0.0025(11) 0.0036(12) C20 0.0319(14) 0.0524(17) 0.0460(17) 0.0184(14) -0.0003(12) 0.0015(13) C21 0.0379(15) 0.0497(17) 0.0424(17) 0.0109(13) -0.0066(13) 0.0023(13) C22 0.0342(14) 0.0472(16) 0.0369(15) 0.0080(13) 0.0026(12) 0.0033(12) C23 0.0435(16) 0.0432(16) 0.0343(15) 0.0051(12) 0.0047(12) 0.0073(12) C24 0.0372(15) 0.0420(15) 0.0406(16) 0.0045(12) 0.0024(12) 0.0013(12) C25 0.0389(15) 0.0391(15) 0.0404(16) 0.0053(12) 0.0076(12) 0.0058(12) C27 0.066(2) 0.0392(16) 0.0441(17) 0.0040(13) 0.0105(15) 0.0056(15) C26 0.0383(15) 0.0417(16) 0.0474(17) 0.0042(13) 0.0031(13) -0.0004(12) C28 0.065(2) 0.0435(18) 0.073(2) 0.0126(16) 0.0099(18) 0.0044(16) F2 0.0917(15) 0.0672(13) 0.0399(10) 0.0164(9) 0.0329(10) 0.0193(11) F4 0.0603(11) 0.0559(10) 0.0368(9) 0.0033(8) 0.0220(8) 0.0078(8) F6 0.0482(12) 0.118(2) 0.0937(17) 0.0564(15) 0.0230(11) 0.0285(12) F5 0.0818(16) 0.143(2) 0.0863(16) 0.0675(16) 0.0473(13) 0.0718(16) F3 0.1140(19) 0.0635(13) 0.0696(14) -0.0095(11) 0.0168(13) -0.0432(13) F1 0.199(3) 0.0595(14) 0.0580(14) -0.0213(11) 0.0333(16) -0.0614(17) Fe1 0.02403(19) 0.02059(18) 0.02119(18) 0.00113(12) 0.00423(13) 0.00132(13) P1 0.0374(4) 0.0284(3) 0.0284(4) 0.0011(3) 0.0085(3) 0.0025(3) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.424(3) . ? C1 C5 1.431(3) . ? C1 C19 1.497(3) . ? C2 C3 1.422(4) . ? C2 C11 1.503(4) . ? C3 C4 1.426(4) . ? C3 C12 1.502(4) . ? C4 C5 1.430(3) . ? C4 C13 1.500(4) . ? C5 C14 1.499(3) . ? C6 C7 1.420(3) . ? C6 C10 1.425(4) . ? C6 C15 1.504(4) . ? C7 C8 1.423(3) . ? C7 H7 0.9504 . ? C8 C9 1.423(3) . ? C8 C16 1.493(3) . ? C9 C10 1.426(3) . ? C9 C17 1.500(3) . ? C10 C18 1.496(3) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 C20 1.538(4) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C21 1.527(4) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 C22 1.514(4) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.531(4) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 C24 1.515(4) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 C25 1.522(4) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 C26 1.517(4) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C27 C26 1.507(4) . ? C27 C28 1.520(4) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? F2 P1 1.5927(18) . ? F4 P1 1.5954(17) . ? F6 P1 1.579(2) . ? F5 P1 1.562(2) . ? F3 P1 1.572(2) . ? F1 P1 1.576(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 C2 C1 C5 107.7(2) . . ? C2 C1 C19 125.6(2) . . ? C5 C1 C19 126.5(2) . . ? C3 C2 C1 108.3(2) . . ? C3 C2 C11 125.5(2) . . ? C1 C2 C11 126.1(2) . . ? C2 C3 C4 108.2(2) . . ? C2 C3 C12 125.3(3) . . ? C4 C3 C12 126.4(3) . . ? C3 C4 C5 107.7(2) . . ? C3 C4 C13 126.0(2) . . ? C5 C4 C13 126.4(2) . . ? C1 C5 C4 108.1(2) . . ? C1 C5 C14 125.7(2) . . ? C4 C5 C14 126.2(2) . . ? C7 C6 C10 107.7(2) . . ? C7 C6 C15 125.5(2) . . ? C10 C6 C15 126.7(2) . . ? C6 C7 C8 108.7(2) . . ? C6 C7 H7 125.7 . . ? C8 C7 H7 125.7 . . ? C9 C8 C7 107.5(2) . . ? C9 C8 C16 126.5(2) . . ? C7 C8 C16 126.0(2) . . ? C8 C9 C10 108.3(2) . . ? C8 C9 C17 126.0(2) . . ? C10 C9 C17 125.7(2) . . ? C6 C10 C9 107.9(2) . . ? C6 C10 C18 126.4(2) . . ? C9 C10 C18 125.6(2) . . ? C2 C11 H11A 109.5 . . ? C2 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C2 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C3 C12 H12A 109.5 . . ? C3 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C3 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C4 C13 H13A 109.5 . . ? C4 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C4 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C5 C14 H14A 109.5 . . ? C5 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C5 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C6 C15 H15A 109.5 . . ? C6 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C6 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C8 C16 H16A 109.5 . . ? C8 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C8 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C9 C17 H17A 109.5 . . ? C9 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C9 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C10 C18 H18A 109.5 . . ? C10 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C10 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C1 C19 C20 109.8(2) . . ? C1 C19 H19A 109.7 . . ? C20 C19 H19A 109.7 . . ? C1 C19 H19B 109.7 . . ? C20 C19 H19B 109.7 . . ? H19A C19 H19B 108.2 . . ? C21 C20 C19 114.1(2) . . ? C21 C20 H20A 108.7 . . ? C19 C20 H20A 108.7 . . ? C21 C20 H20B 108.7 . . ? C19 C20 H20B 108.7 . . ? H20A C20 H20B 107.6 . . ? C22 C21 C20 115.1(3) . . ? C22 C21 H21A 108.5 . . ? C20 C21 H21A 108.5 . . ? C22 C21 H21B 108.5 . . ? C20 C21 H21B 108.5 . . ? H21A C21 H21B 107.5 . . ? C21 C22 C23 112.0(2) . . ? C21 C22 H22A 109.2 . . ? C23 C22 H22A 109.2 . . ? C21 C22 H22B 109.2 . . ? C23 C22 H22B 109.2 . . ? H22A C22 H22B 107.9 . . ? C24 C23 C22 114.3(2) . . ? C24 C23 H23A 108.7 . . ? C22 C23 H23A 108.7 . . ? C24 C23 H23B 108.7 . . ? C22 C23 H23B 108.7 . . ? H23A C23 H23B 107.6 . . ? C23 C24 C25 112.8(2) . . ? C23 C24 H24A 109.0 . . ? C25 C24 H24A 109.0 . . ? C23 C24 H24B 109.0 . . ? C25 C24 H24B 109.0 . . ? H24A C24 H24B 107.8 . . ? C26 C25 C24 113.5(2) . . ? C26 C25 H25A 108.9 . . ? C24 C25 H25A 108.9 . . ? C26 C25 H25B 108.9 . . ? C24 C25 H25B 108.9 . . ? H25A C25 H25B 107.7 . . ? C26 C27 C28 113.1(3) . . ? C26 C27 H27A 109.0 . . ? C28 C27 H27A 109.0 . . ? C26 C27 H27B 109.0 . . ? C28 C27 H27B 109.0 . . ? H27A C27 H27B 107.8 . . ? C27 C26 C25 115.0(3) . . ? C27 C26 H26A 108.5 . . ? C25 C26 H26A 108.5 . . ? C27 C26 H26B 108.5 . . ? C25 C26 H26B 108.5 . . ? H26A C26 H26B 107.5 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? F5 P1 F3 90.86(17) . . ? F5 P1 F1 90.63(18) . . ? F3 P1 F1 178.51(17) . . ? F5 P1 F6 179.56(18) . . ? F3 P1 F6 88.71(15) . . ? F1 P1 F6 89.80(16) . . ? F5 P1 F2 89.88(11) . . ? F3 P1 F2 88.40(12) . . ? F1 P1 F2 91.70(12) . . ? F6 P1 F2 90.03(12) . . ? F5 P1 F4 90.03(11) . . ? F3 P1 F4 91.84(11) . . ? F1 P1 F4 88.06(11) . . ? F6 P1 F4 90.06(11) . . ? F2 P1 F4 179.74(12) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.68 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.770 _refine_diff_density_min -0.501 _refine_diff_density_rms 0.055 data_[C10Fc]NO3 _database_code_depnum_ccdc_archive 'CCDC 900451' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H46 Fe, N O3 ' _chemical_formula_sum 'C28 H46 Fe N O3' _chemical_formula_weight 500.51 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.0742(13) _cell_length_b 9.8377(16) _cell_length_c 17.596(3) _cell_angle_alpha 90.473(2) _cell_angle_beta 92.713(3) _cell_angle_gamma 97.649(3) _cell_volume 1383.5(4) _cell_formula_units_Z 2 _cell_measurement_temperature 173 _cell_measurement_reflns_used 4388 _cell_measurement_theta_min 4.718 _cell_measurement_theta_max 52.554 _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.63 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.201 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 542 _exptl_absorpt_coefficient_mu 0.572 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7152 _exptl_absorpt_correction_T_max 0.9842 _exptl_absorpt_process_details ; SADABS Sheldrick 1996 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker TXS fine-focus rotating manode' _diffrn_radiation_monochromator 'Bruker Helios multilayer confocal mirror' _diffrn_measurement_device_type 'Bruker APEXII CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.333 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6926 _diffrn_reflns_av_R_equivalents 0.0163 _diffrn_reflns_av_sigmaI/netI 0.0309 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 25.02 _reflns_number_total 4763 _reflns_number_gt 4228 _reflns_threshold_expression >2\s(I) _computing_data_collection 'APEX2 (Bruker AXS, 2006)' _computing_cell_refinement 'APEX2 (Bruker AXS, 2006)' _computing_data_reduction 'SAINT (Bruker AXS, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSHEL (Bruker AXS,2002)' _computing_publication_material 'XCIF (Bruker AXS, 2001)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; calc w=1/[\s^2^(Fo^2^)+(0.0658P)^2^+0.3249P] 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 4763 _refine_ls_number_parameters 307 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0403 _refine_ls_R_factor_gt 0.0349 _refine_ls_wR_factor_ref 0.1083 _refine_ls_wR_factor_gt 0.1051 _refine_ls_goodness_of_fit_ref 1.091 _refine_ls_restrained_S_all 1.091 _refine_ls_shift/su_max 0.007 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.2402(3) 0.8468(2) 0.72287(12) 0.0287(4) Uani 1 1 d . . . C2 C 0.1985(3) 0.7202(2) 0.76257(12) 0.0286(4) Uani 1 1 d . . . C3 C 0.0949(3) 0.6259(2) 0.71203(12) 0.0304(5) Uani 1 1 d . . . C4 C 0.0732(3) 0.6938(2) 0.64072(12) 0.0308(5) Uani 1 1 d . . . C5 C 0.1626(3) 0.8302(2) 0.64754(12) 0.0299(5) Uani 1 1 d . . . C6 C 0.5914(3) 0.6963(2) 0.67802(12) 0.0288(4) Uani 1 1 d . . . C7 C 0.5178(3) 0.5572(2) 0.69099(12) 0.0279(4) Uani 1 1 d . . . C8 C 0.4219(3) 0.5062(2) 0.62330(12) 0.0271(4) Uani 1 1 d . . . C9 C 0.4359(3) 0.6150(2) 0.56896(12) 0.0290(5) Uani 1 1 d . . . H9 H 0.3843 0.6105 0.5192 0.035 Uiso 1 1 d R . . C10 C 0.5402(3) 0.7314(2) 0.60188(12) 0.0292(5) Uani 1 1 d . . . C11 C 0.2488(3) 0.6923(3) 0.84418(13) 0.0434(6) Uani 1 1 d . . . H11A H 0.1725 0.7293 0.8782 0.065 Uiso 1 1 calc R . . H11B H 0.3634 0.7364 0.8560 0.065 Uiso 1 1 calc R . . H11C H 0.2431 0.5931 0.8514 0.065 Uiso 1 1 calc R . . C12 C 0.0167(3) 0.4834(2) 0.73211(17) 0.0468(6) Uani 1 1 d . . . H12A H 0.0984 0.4378 0.7619 0.070 Uiso 1 1 calc R . . H12B H -0.0179 0.4303 0.6853 0.070 Uiso 1 1 calc R . . H12C H -0.0813 0.4895 0.7621 0.070 Uiso 1 1 calc R . . C13 C -0.0290(3) 0.6340(3) 0.57180(15) 0.0462(6) Uani 1 1 d . . . H13A H -0.1441 0.6547 0.5744 0.069 Uiso 1 1 calc R . . H13B H -0.0294 0.5343 0.5704 0.069 Uiso 1 1 calc R . . H13C H 0.0198 0.6739 0.5257 0.069 Uiso 1 1 calc R . . C14 C 0.1705(3) 0.9379(3) 0.58680(14) 0.0441(6) Uani 1 1 d . . . H14A H 0.1695 0.8937 0.5366 0.066 Uiso 1 1 calc R . . H14B H 0.2736 1.0022 0.5950 0.066 Uiso 1 1 calc R . . H14C H 0.0736 0.9878 0.5893 0.066 Uiso 1 1 calc R . . C15 C 0.7047(3) 0.7890(2) 0.73293(14) 0.0393(5) Uani 1 1 d . . . H15A H 0.6677 0.7735 0.7848 0.059 Uiso 1 1 calc R . . H15B H 0.7000 0.8849 0.7195 0.059 Uiso 1 1 calc R . . H15C H 0.8198 0.7686 0.7302 0.059 Uiso 1 1 calc R . . C16 C 0.5389(3) 0.4737(2) 0.76144(13) 0.0397(5) Uani 1 1 d . . . H16A H 0.4290 0.4303 0.7763 0.060 Uiso 1 1 calc R . . H16B H 0.5918 0.5339 0.8029 0.060 Uiso 1 1 calc R . . H16C H 0.6095 0.4028 0.7509 0.060 Uiso 1 1 calc R . . C17 C 0.3292(3) 0.3641(2) 0.61122(14) 0.0371(5) Uani 1 1 d . . . H17A H 0.4091 0.2998 0.6018 0.056 Uiso 1 1 calc R . . H17B H 0.2498 0.3634 0.5673 0.056 Uiso 1 1 calc R . . H17C H 0.2682 0.3365 0.6567 0.056 Uiso 1 1 calc R . . C18 C 0.5917(3) 0.8648(2) 0.56262(15) 0.0420(6) Uani 1 1 d . . . H18A H 0.7054 0.8663 0.5452 0.063 Uiso 1 1 calc R . . H18B H 0.5889 0.9414 0.5983 0.063 Uiso 1 1 calc R . . H18C H 0.5144 0.8735 0.5188 0.063 Uiso 1 1 calc R . . C19 C 0.3409(3) 0.9766(2) 0.75557(14) 0.0390(5) Uani 1 1 d . . . H19A H 0.4235 1.0138 0.7187 0.047 Uiso 1 1 calc R . . H19B H 0.4032 0.9546 0.8027 0.047 Uiso 1 1 calc R . . C20 C 0.2278(3) 1.0864(2) 0.77371(14) 0.0404(6) Uani 1 1 d . . . H20A H 0.2993 1.1691 0.7945 0.048 Uiso 1 1 calc R . . H20B H 0.1725 1.1124 0.7256 0.048 Uiso 1 1 calc R . . C21 C 0.0930(3) 1.0419(2) 0.83015(13) 0.0359(5) Uani 1 1 d . . . H21A H 0.1473 1.0182 0.8790 0.043 Uiso 1 1 calc R . . H21B H 0.0214 0.9586 0.8100 0.043 Uiso 1 1 calc R . . C23 C -0.1612(3) 1.1112(2) 0.89602(14) 0.0407(6) Uani 1 1 d . . . H23A H -0.1146 1.0843 0.9459 0.049 Uiso 1 1 calc R . . H23B H -0.2314 1.0296 0.8731 0.049 Uiso 1 1 calc R . . C22 C -0.0170(3) 1.1547(2) 0.84449(14) 0.0397(5) Uani 1 1 d . . . H22A H 0.0541 1.2354 0.8678 0.048 Uiso 1 1 calc R . . H22B H -0.0636 1.1832 0.7950 0.048 Uiso 1 1 calc R . . C25 C -0.4239(3) 1.1771(2) 0.95511(14) 0.0400(5) Uani 1 1 d . . . H25A H -0.3848 1.1409 1.0041 0.048 Uiso 1 1 calc R . . H25B H -0.4941 1.1008 0.9273 0.048 Uiso 1 1 calc R . . C24 C -0.2722(3) 1.2233(2) 0.90908(15) 0.0451(6) Uani 1 1 d . . . H24A H -0.2040 1.3020 0.9358 0.054 Uiso 1 1 calc R . . H24B H -0.3111 1.2556 0.8590 0.054 Uiso 1 1 calc R . . C27 C -0.6835(3) 1.2392(3) 1.01797(15) 0.0474(6) Uani 1 1 d . . . H27A H -0.6434 1.2033 1.0669 0.057 Uiso 1 1 calc R . . H27B H -0.7529 1.1625 0.9900 0.057 Uiso 1 1 calc R . . C26 C -0.5330(3) 1.2891(2) 0.97170(14) 0.0415(6) Uani 1 1 d . . . H26A H -0.4634 1.3656 0.9997 0.050 Uiso 1 1 calc R . . H26B H -0.5731 1.3253 0.9228 0.050 Uiso 1 1 calc R . . C28 C -0.7936(4) 1.3516(3) 1.03447(19) 0.0622(8) Uani 1 1 d . . . H28A H -0.7274 1.4262 1.0641 0.093 Uiso 1 1 calc R . . H28B H -0.8889 1.3126 1.0634 0.093 Uiso 1 1 calc R . . H28C H -0.8346 1.3874 0.9863 0.093 Uiso 1 1 calc R . . Fe1 Fe 0.32795(3) 0.68223(3) 0.665564(15) 0.02334(12) Uani 1 1 d . . . N1 N 0.2292(2) 0.7949(2) 0.36714(12) 0.0389(5) Uani 1 1 d . . . O1 O 0.0986(3) 0.8436(3) 0.37016(17) 0.0981(9) Uani 1 1 d . . . O2 O 0.3286(3) 0.8297(2) 0.31736(15) 0.0806(7) Uani 1 1 d . . . O3 O 0.2583(4) 0.7046(3) 0.41159(16) 0.1012(9) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0262(10) 0.0300(10) 0.0310(11) -0.0057(8) 0.0046(9) 0.0071(8) C2 0.0262(10) 0.0345(11) 0.0265(11) -0.0010(8) 0.0061(8) 0.0070(9) C3 0.0252(10) 0.0309(11) 0.0357(12) -0.0034(9) 0.0062(9) 0.0052(8) C4 0.0251(11) 0.0377(11) 0.0317(11) -0.0072(9) 0.0001(9) 0.0125(9) C5 0.0307(11) 0.0315(11) 0.0305(11) -0.0009(9) 0.0051(9) 0.0136(9) C6 0.0240(10) 0.0326(11) 0.0312(11) -0.0010(8) 0.0027(9) 0.0084(8) C7 0.0249(10) 0.0303(10) 0.0302(11) 0.0018(8) 0.0013(8) 0.0097(8) C8 0.0268(10) 0.0271(10) 0.0292(11) -0.0017(8) 0.0023(8) 0.0098(8) C9 0.0308(11) 0.0340(11) 0.0248(11) -0.0004(8) 0.0036(9) 0.0126(9) C10 0.0294(11) 0.0290(10) 0.0315(11) 0.0028(8) 0.0091(9) 0.0094(9) C11 0.0473(14) 0.0555(15) 0.0286(12) 0.0009(10) 0.0043(11) 0.0109(12) C12 0.0401(14) 0.0362(13) 0.0633(17) -0.0002(11) 0.0162(12) -0.0032(10) C13 0.0335(13) 0.0634(16) 0.0424(14) -0.0184(12) -0.0095(11) 0.0139(11) C14 0.0557(16) 0.0445(14) 0.0378(13) 0.0081(11) 0.0072(12) 0.0260(12) C15 0.0288(12) 0.0435(13) 0.0450(14) -0.0087(10) -0.0017(10) 0.0037(10) C16 0.0400(13) 0.0436(13) 0.0365(13) 0.0095(10) -0.0031(10) 0.0104(11) C17 0.0407(13) 0.0287(11) 0.0421(13) -0.0044(9) 0.0003(10) 0.0060(10) C18 0.0470(14) 0.0346(12) 0.0464(14) 0.0110(10) 0.0151(12) 0.0077(10) C19 0.0368(13) 0.0344(12) 0.0446(14) -0.0098(10) 0.0069(11) -0.0003(10) C20 0.0481(14) 0.0258(11) 0.0464(14) -0.0084(10) 0.0087(11) -0.0004(10) C21 0.0433(13) 0.0288(11) 0.0357(12) -0.0060(9) 0.0031(10) 0.0051(10) C23 0.0506(15) 0.0347(12) 0.0386(13) 0.0001(10) 0.0068(11) 0.0111(11) C22 0.0506(15) 0.0319(12) 0.0380(13) -0.0016(9) 0.0069(11) 0.0096(10) C25 0.0498(14) 0.0365(12) 0.0344(13) -0.0027(10) 0.0032(11) 0.0083(11) C24 0.0539(16) 0.0383(13) 0.0464(15) 0.0042(11) 0.0117(12) 0.0148(11) C27 0.0457(15) 0.0508(15) 0.0443(15) -0.0074(12) 0.0069(12) -0.0003(12) C26 0.0470(14) 0.0411(13) 0.0381(13) -0.0005(10) 0.0078(11) 0.0100(11) C28 0.0491(17) 0.075(2) 0.0636(19) -0.0162(15) 0.0173(14) 0.0064(14) Fe1 0.02318(17) 0.02423(17) 0.02330(18) -0.00024(11) 0.00122(11) 0.00572(11) N1 0.0369(11) 0.0375(11) 0.0408(12) -0.0073(9) -0.0035(9) 0.0015(9) O1 0.0621(15) 0.117(2) 0.123(2) -0.0398(18) -0.0051(15) 0.0505(15) O2 0.0850(17) 0.0702(15) 0.0864(18) 0.0079(13) 0.0389(15) -0.0029(13) O3 0.098(2) 0.123(2) 0.0833(18) 0.0528(17) -0.0137(15) 0.0203(17) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C5 1.438(3) . ? C1 C2 1.442(3) . ? C1 C19 1.513(3) . ? C2 C3 1.435(3) . ? C2 C11 1.511(3) . ? C3 C4 1.441(3) . ? C3 C12 1.511(3) . ? C4 C5 1.438(3) . ? C4 C13 1.504(3) . ? C5 C14 1.509(3) . ? C6 C10 1.442(3) . ? C6 C7 1.443(3) . ? C6 C15 1.510(3) . ? C7 C8 1.438(3) . ? C7 C16 1.508(3) . ? C8 C9 1.438(3) . ? C8 C17 1.504(3) . ? C9 C10 1.428(3) . ? C9 H9 0.9503 . ? C10 C18 1.507(3) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 C20 1.544(3) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C21 1.532(3) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 C22 1.537(3) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C23 C22 1.528(3) . ? C23 C24 1.533(3) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C25 C24 1.521(3) . ? C25 C26 1.533(3) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C27 C26 1.524(3) . ? C27 C28 1.542(4) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? N1 O1 1.218(3) . ? N1 O3 1.227(3) . ? N1 O2 1.236(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C5 C1 C2 107.84(18) . . ? C5 C1 C19 125.9(2) . . ? C2 C1 C19 126.3(2) . . ? C3 C2 C1 108.18(18) . . ? C3 C2 C11 125.5(2) . . ? C1 C2 C11 126.3(2) . . ? C2 C3 C4 107.85(18) . . ? C2 C3 C12 125.5(2) . . ? C4 C3 C12 126.6(2) . . ? C5 C4 C3 108.09(18) . . ? C5 C4 C13 125.9(2) . . ? C3 C4 C13 126.0(2) . . ? C4 C5 C1 108.03(18) . . ? C4 C5 C14 125.9(2) . . ? C1 C5 C14 126.0(2) . . ? C10 C6 C7 107.59(19) . . ? C10 C6 C15 125.6(2) . . ? C7 C6 C15 126.8(2) . . ? C8 C7 C6 108.43(18) . . ? C8 C7 C16 124.18(19) . . ? C6 C7 C16 127.4(2) . . ? C9 C8 C7 107.18(18) . . ? C9 C8 C17 126.69(19) . . ? C7 C8 C17 126.11(19) . . ? C10 C9 C8 108.97(18) . . ? C10 C9 H9 125.4 . . ? C8 C9 H9 125.6 . . ? C9 C10 C6 107.82(18) . . ? C9 C10 C18 125.8(2) . . ? C6 C10 C18 126.4(2) . . ? C2 C11 H11A 109.5 . . ? C2 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C2 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C3 C12 H12A 109.5 . . ? C3 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C3 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C4 C13 H13A 109.5 . . ? C4 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C4 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C5 C14 H14A 109.5 . . ? C5 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C5 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C6 C15 H15A 109.5 . . ? C6 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C6 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C7 C16 H16A 109.5 . . ? C7 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C7 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C8 C17 H17A 109.5 . . ? C8 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C8 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C10 C18 H18A 109.5 . . ? C10 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C10 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C1 C19 C20 111.67(19) . . ? C1 C19 H19A 109.3 . . ? C20 C19 H19A 109.3 . . ? C1 C19 H19B 109.3 . . ? C20 C19 H19B 109.3 . . ? H19A C19 H19B 107.9 . . ? C21 C20 C19 114.84(19) . . ? C21 C20 H20A 108.6 . . ? C19 C20 H20A 108.6 . . ? C21 C20 H20B 108.6 . . ? C19 C20 H20B 108.6 . . ? H20A C20 H20B 107.5 . . ? C20 C21 C22 112.16(18) . . ? C20 C21 H21A 109.2 . . ? C22 C21 H21A 109.2 . . ? C20 C21 H21B 109.2 . . ? C22 C21 H21B 109.2 . . ? H21A C21 H21B 107.9 . . ? C22 C23 C24 113.76(19) . . ? C22 C23 H23A 108.8 . . ? C24 C23 H23A 108.8 . . ? C22 C23 H23B 108.8 . . ? C24 C23 H23B 108.8 . . ? H23A C23 H23B 107.7 . . ? C23 C22 C21 113.98(19) . . ? C23 C22 H22A 108.8 . . ? C21 C22 H22A 108.8 . . ? C23 C22 H22B 108.8 . . ? C21 C22 H22B 108.8 . . ? H22A C22 H22B 107.7 . . ? C24 C25 C26 115.01(19) . . ? C24 C25 H25A 108.5 . . ? C26 C25 H25A 108.5 . . ? C24 C25 H25B 108.5 . . ? C26 C25 H25B 108.5 . . ? H25A C25 H25B 107.5 . . ? C25 C24 C23 114.0(2) . . ? C25 C24 H24A 108.7 . . ? C23 C24 H24A 108.7 . . ? C25 C24 H24B 108.7 . . ? C23 C24 H24B 108.7 . . ? H24A C24 H24B 107.6 . . ? C26 C27 C28 113.6(2) . . ? C26 C27 H27A 108.8 . . ? C28 C27 H27A 108.8 . . ? C26 C27 H27B 108.8 . . ? C28 C27 H27B 108.8 . . ? H27A C27 H27B 107.7 . . ? C27 C26 C25 113.6(2) . . ? C27 C26 H26A 108.9 . . ? C25 C26 H26A 108.9 . . ? C27 C26 H26B 108.9 . . ? C25 C26 H26B 108.9 . . ? H26A C26 H26B 107.7 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? O1 N1 O3 119.5(3) . . ? O1 N1 O2 120.9(3) . . ? O3 N1 O2 119.4(3) . . ? _diffrn_measured_fraction_theta_max 0.974 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.974 _refine_diff_density_max 0.443 _refine_diff_density_min -0.344 _refine_diff_density_rms 0.048