Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2003 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Prof Bernhard K. Keppler' _publ_contact_author_address ; Department of Inorganic Chemistry University of Vienna Waehringer Str. 42 Vienna A-1090 AUSTRIA ; _publ_contact_author_email BERNHARD.KEPPLER@UNIVIE.AC.AT _publ_section_title ; Synthesis, Crystal Structures and Electrospray Ionisation Mass Spectrometry Investigations of Ether- and Thioether-substituted Ferrocenes ; loop_ _publ_author_name _publ_author_address 'Christian G. Hartinger' ; Institut fuer Anorganische Chemie der Universitaet Wien Waehringer Strasse 42 A-1090 Vienna Austria ; 'Alexei Nazarov' ; Institut fuer Anorganische Chemie der Universitaet Wien Waehringer Strasse 42 A-1090 Vienna Austria ; 'Vladimir Chevchenko' ; Institut fuer Anorganische Chemie der Universitaet Wien Waehringer Strasse 42 A-1090 Vienna Austria ; 'Vladimir B. Arion' ; Institut fuer Anorganische Chemie der Universitaet Wien Waehringer Strasse 42 A-1090 Vienna Austria ; 'Mathea S. Galanski' ; Institut fuer Anorganische Chemie der Universitaet Wien Waehringer Strasse 42 A-1090 Vienna Austria ; ; B.K.Keppler ; ; Institut fuer Anorganische Chemie der Universitaet Wien Waehringer Strasse 42 A-1090 Vienna Austria ; data_CH11 _database_code_CSD 208189 _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1,1ï-bis(1,3-dioxane-2-yl)-ferrocene ; _chemical_name_common 1,1ï-bis(1,3-dioxane-2-yl)-ferrocene _chemical_formula_moiety ? _chemical_formula_sum 'C18 H22 Fe O4' _chemical_formula_weight 358.21 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c 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 5.8860(10) _cell_length_b 27.628(6) _cell_length_c 9.673(2) _cell_angle_alpha 90.00 _cell_angle_beta 93.50(3) _cell_angle_gamma 90.00 _cell_volume 1570.1(5) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour yellow _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.515 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 752 _exptl_absorpt_coefficient_mu 0.978 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6731 _diffrn_reflns_av_R_equivalents 0.0212 _diffrn_reflns_av_sigmaI/netI 0.0320 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -35 _diffrn_reflns_limit_k_max 33 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.23 _diffrn_reflns_theta_max 27.46 _reflns_number_total 3568 _reflns_number_gt 2996 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0322P)^2^+1.8371P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3568 _refine_ls_number_parameters 208 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0479 _refine_ls_R_factor_gt 0.0367 _refine_ls_wR_factor_ref 0.0867 _refine_ls_wR_factor_gt 0.0819 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.036 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe Fe 0.07504(5) 0.131005(10) 0.21646(3) 0.01570(9) Uani 1 d . . . O1 O 0.3166(3) 0.27499(5) 0.31191(16) 0.0272(4) Uani 1 d . . . O2 O 0.5292(3) 0.22386(6) 0.17812(16) 0.0244(3) Uani 1 d . . . C1 C 0.2290(3) 0.19189(7) 0.2970(2) 0.0189(4) Uani 1 d . . . C2 C 0.3619(4) 0.15001(8) 0.3338(2) 0.0214(4) Uani 1 d . . . H2 H 0.5150 0.1444 0.3123 0.026 Uiso 1 calc R . . C3 C 0.2242(4) 0.11819(8) 0.4084(2) 0.0228(4) Uani 1 d . . . H3 H 0.2689 0.0875 0.4449 0.027 Uiso 1 calc R . . C4 C 0.0074(4) 0.14035(8) 0.4186(2) 0.0233(5) Uani 1 d . . . H4 H -0.1174 0.1270 0.4636 0.028 Uiso 1 calc R . . C5 C 0.0100(4) 0.18605(8) 0.3497(2) 0.0210(4) Uani 1 d . . . H5 H -0.1123 0.2085 0.3407 0.025 Uiso 1 calc R . . C6 C 0.3106(3) 0.23485(7) 0.2199(2) 0.0194(4) Uani 1 d . . . H6 H 0.2051 0.2416 0.1372 0.023 Uiso 1 calc R . . C7 C 0.4031(5) 0.31731(8) 0.2454(3) 0.0358(6) Uani 1 d . . . H7A H 0.4090 0.3448 0.3111 0.043 Uiso 1 calc R . . H7B H 0.2999 0.3262 0.1648 0.043 Uiso 1 calc R . . C8 C 0.6378(5) 0.30751(9) 0.1982(2) 0.0326(5) Uani 1 d . . . H8A H 0.7452 0.3018 0.2794 0.039 Uiso 1 calc R . . H8B H 0.6921 0.3358 0.1466 0.039 Uiso 1 calc R . . C9 C 0.6274(4) 0.26337(8) 0.1060(2) 0.0264(5) Uani 1 d . . . H9A H 0.5339 0.2704 0.0198 0.032 Uiso 1 calc R . . H9B H 0.7826 0.2546 0.0806 0.032 Uiso 1 calc R . . C10 C 0.0509(3) 0.06570(7) 0.1197(2) 0.0193(4) Uani 1 d . . . C11 C 0.1775(4) 0.09893(8) 0.0412(2) 0.0213(4) Uani 1 d . . . H11 H 0.3300 0.0947 0.0165 0.026 Uiso 1 calc R . . C12 C 0.0355(4) 0.13940(8) 0.0064(2) 0.0218(4) Uani 1 d . . . H12 H 0.0769 0.1670 -0.0448 0.026 Uiso 1 calc R . . C13 C -0.1798(4) 0.13114(8) 0.0621(2) 0.0212(4) Uani 1 d . . . H13 H -0.3072 0.1523 0.0542 0.025 Uiso 1 calc R . . C14 C -0.1706(4) 0.08554(8) 0.1317(2) 0.0211(4) Uani 1 d . . . H14 H -0.2910 0.0710 0.1779 0.025 Uiso 1 calc R . . O3 O 0.0357(4) 0.00686(7) 0.2964(2) 0.0569(7) Uani 1 d . . . O4 O 0.3657(3) 0.01786(7) 0.1898(3) 0.0665(8) Uani 1 d . . . C16 C 0.0999(6) -0.04109(12) 0.3424(4) 0.0677(11) Uani 1 d . . . H16A H 0.0369 -0.0652 0.2748 0.081 Uiso 1 calc R . . H16B H 0.0352 -0.0477 0.4326 0.081 Uiso 1 calc R . . C18 C 0.4494(5) -0.02982(12) 0.2271(5) 0.0822(15) Uani 1 d . . . H18A H 0.6175 -0.0291 0.2405 0.099 Uiso 1 calc R . . H18B H 0.4072 -0.0529 0.1517 0.099 Uiso 1 calc R . . C15 C 0.1326(4) 0.01766(8) 0.1721(2) 0.0229(4) Uani 1 d . . . H15 H 0.0853 -0.0076 0.1022 0.027 Uiso 1 calc R . . C17 C 0.3501(6) -0.04583(10) 0.3570(3) 0.0509(8) Uani 1 d . . . H17A H 0.3920 -0.0800 0.3764 0.061 Uiso 1 calc R . . H17B H 0.4114 -0.0258 0.4355 0.061 Uiso 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 Fe 0.01409(15) 0.01622(16) 0.01665(14) -0.00056(11) -0.00019(10) 0.00077(12) O1 0.0399(10) 0.0153(7) 0.0273(8) -0.0025(6) 0.0096(7) -0.0014(7) O2 0.0197(8) 0.0218(8) 0.0321(8) 0.0011(6) 0.0042(6) 0.0019(6) C1 0.0173(10) 0.0185(10) 0.0203(10) -0.0041(8) -0.0039(8) 0.0014(8) C2 0.0194(10) 0.0210(10) 0.0229(10) -0.0037(8) -0.0061(8) 0.0013(9) C3 0.0273(11) 0.0212(11) 0.0190(10) 0.0001(8) -0.0049(8) 0.0028(9) C4 0.0278(11) 0.0249(12) 0.0173(10) -0.0001(8) 0.0025(8) 0.0027(9) C5 0.0232(11) 0.0207(11) 0.0188(9) -0.0025(8) -0.0003(8) 0.0044(9) C6 0.0175(10) 0.0182(10) 0.0220(10) -0.0039(8) -0.0016(8) 0.0031(8) C7 0.0547(17) 0.0161(11) 0.0384(13) 0.0000(10) 0.0161(12) -0.0020(11) C8 0.0419(14) 0.0268(13) 0.0293(12) 0.0026(10) 0.0030(10) -0.0102(11) C9 0.0247(11) 0.0255(12) 0.0292(11) 0.0038(9) 0.0042(9) 0.0002(9) C10 0.0197(10) 0.0180(10) 0.0199(10) -0.0035(8) -0.0017(8) 0.0001(8) C11 0.0219(10) 0.0233(11) 0.0189(9) -0.0021(8) 0.0037(8) 0.0014(9) C12 0.0266(11) 0.0225(11) 0.0162(9) 0.0003(8) -0.0005(8) 0.0001(9) C13 0.0184(10) 0.0234(11) 0.0209(10) -0.0002(8) -0.0056(8) 0.0003(9) C14 0.0187(10) 0.0212(11) 0.0228(10) 0.0006(8) -0.0031(8) -0.0029(8) O3 0.0608(14) 0.0441(12) 0.0703(14) 0.0379(11) 0.0399(11) 0.0322(11) O4 0.0191(9) 0.0330(11) 0.149(2) 0.0419(13) 0.0200(12) 0.0103(8) C16 0.071(2) 0.0458(19) 0.090(3) 0.0447(18) 0.036(2) 0.0323(17) C18 0.0305(16) 0.0374(18) 0.182(5) 0.049(2) 0.029(2) 0.0204(14) C15 0.0245(11) 0.0201(11) 0.0235(10) -0.0034(8) -0.0021(8) 0.0006(9) C17 0.067(2) 0.0201(13) 0.0606(19) -0.0015(13) -0.0358(16) 0.0086(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe C10 2.033(2) . ? Fe C3 2.035(2) . ? Fe C4 2.036(2) . ? Fe C11 2.037(2) . ? Fe C1 2.042(2) . ? Fe C12 2.044(2) . ? Fe C2 2.045(2) . ? Fe C5 2.045(2) . ? Fe C14 2.048(2) . ? Fe C13 2.051(2) . ? O1 C6 1.421(2) . ? O1 C7 1.442(3) . ? O2 C6 1.405(2) . ? O2 C9 1.436(3) . ? C1 C5 1.424(3) . ? C1 C2 1.429(3) . ? C1 C6 1.496(3) . ? C2 C3 1.422(3) . ? C2 H2 0.9500 . ? C3 C4 1.424(3) . ? C3 H3 0.9500 . ? C4 C5 1.429(3) . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C6 H6 1.0000 . ? C7 C8 1.506(4) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.510(3) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C14 1.426(3) . ? C10 C11 1.430(3) . ? C10 C15 1.490(3) . ? C11 C12 1.424(3) . ? C11 H11 0.9500 . ? C12 C13 1.425(3) . ? C12 H12 0.9500 . ? C13 C14 1.428(3) . ? C13 H13 0.9500 . ? C14 H14 0.9500 . ? O3 C15 1.394(3) . ? O3 C16 1.441(3) . ? O4 C15 1.373(3) . ? O4 C18 1.444(3) . ? C16 C17 1.477(5) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C18 C17 1.485(5) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C15 H15 1.0000 . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? 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 C10 Fe C3 106.23(9) . . ? C10 Fe C4 122.84(9) . . ? C3 Fe C4 40.95(9) . . ? C10 Fe C11 41.12(8) . . ? C3 Fe C11 123.39(9) . . ? C4 Fe C11 160.04(9) . . ? C10 Fe C1 157.40(8) . . ? C3 Fe C1 68.83(9) . . ? C4 Fe C1 68.74(9) . . ? C11 Fe C1 121.93(9) . . ? C10 Fe C12 69.07(8) . . ? C3 Fe C12 160.54(9) . . ? C4 Fe C12 157.42(9) . . ? C11 Fe C12 40.85(9) . . ? C1 Fe C12 107.86(9) . . ? C10 Fe C2 121.03(8) . . ? C3 Fe C2 40.79(9) . . ? C4 Fe C2 68.75(9) . . ? C11 Fe C2 107.30(9) . . ? C1 Fe C2 40.94(8) . . ? C12 Fe C2 124.24(9) . . ? C10 Fe C5 159.97(8) . . ? C3 Fe C5 68.99(9) . . ? C4 Fe C5 40.98(8) . . ? C11 Fe C5 157.62(9) . . ? C1 Fe C5 40.79(8) . . ? C12 Fe C5 121.85(8) . . ? C2 Fe C5 68.85(9) . . ? C10 Fe C14 40.88(8) . . ? C3 Fe C14 120.87(9) . . ? C4 Fe C14 106.72(9) . . ? C11 Fe C14 68.75(9) . . ? C1 Fe C14 160.67(8) . . ? C12 Fe C14 68.70(9) . . ? C2 Fe C14 156.71(9) . . ? C5 Fe C14 123.61(9) . . ? C10 Fe C13 68.84(8) . . ? C3 Fe C13 156.91(9) . . ? C4 Fe C13 121.47(9) . . ? C11 Fe C13 68.61(9) . . ? C1 Fe C13 124.33(9) . . ? C12 Fe C13 40.73(9) . . ? C2 Fe C13 161.11(9) . . ? C5 Fe C13 107.51(9) . . ? C14 Fe C13 40.76(8) . . ? C6 O1 C7 110.45(16) . . ? C6 O2 C9 112.23(16) . . ? C5 C1 C2 108.23(19) . . ? C5 C1 C6 126.39(19) . . ? C2 C1 C6 125.36(19) . . ? C5 C1 Fe 69.69(12) . . ? C2 C1 Fe 69.61(12) . . ? C6 C1 Fe 127.70(14) . . ? C3 C2 C1 107.85(19) . . ? C3 C2 Fe 69.25(12) . . ? C1 C2 Fe 69.44(11) . . ? C3 C2 H2 126.1 . . ? C1 C2 H2 126.1 . . ? Fe C2 H2 126.8 . . ? C2 C3 C4 108.10(19) . . ? C2 C3 Fe 69.96(12) . . ? C4 C3 Fe 69.55(12) . . ? C2 C3 H3 126.0 . . ? C4 C3 H3 126.0 . . ? Fe C3 H3 126.1 . . ? C3 C4 C5 108.20(19) . . ? C3 C4 Fe 69.50(12) . . ? C5 C4 Fe 69.84(12) . . ? C3 C4 H4 125.9 . . ? C5 C4 H4 125.9 . . ? Fe C4 H4 126.3 . . ? C1 C5 C4 107.62(19) . . ? C1 C5 Fe 69.52(12) . . ? C4 C5 Fe 69.17(12) . . ? C1 C5 H5 126.2 . . ? C4 C5 H5 126.2 . . ? Fe C5 H5 126.7 . . ? O2 C6 O1 111.14(17) . . ? O2 C6 C1 107.41(17) . . ? O1 C6 C1 107.66(16) . . ? O2 C6 H6 110.2 . . ? O1 C6 H6 110.2 . . ? C1 C6 H6 110.2 . . ? O1 C7 C8 110.2(2) . . ? O1 C7 H7A 109.6 . . ? C8 C7 H7A 109.6 . . ? O1 C7 H7B 109.6 . . ? C8 C7 H7B 109.6 . . ? H7A C7 H7B 108.1 . . ? C7 C8 C9 108.6(2) . . ? C7 C8 H8A 110.0 . . ? C9 C8 H8A 110.0 . . ? C7 C8 H8B 110.0 . . ? C9 C8 H8B 110.0 . . ? H8A C8 H8B 108.3 . . ? O2 C9 C8 109.25(18) . . ? O2 C9 H9A 109.8 . . ? C8 C9 H9A 109.8 . . ? O2 C9 H9B 109.8 . . ? C8 C9 H9B 109.8 . . ? H9A C9 H9B 108.3 . . ? C14 C10 C11 107.77(18) . . ? C14 C10 C15 126.34(19) . . ? C11 C10 C15 125.80(19) . . ? C14 C10 Fe 70.12(12) . . ? C11 C10 Fe 69.56(12) . . ? C15 C10 Fe 128.45(15) . . ? C12 C11 C10 108.19(18) . . ? C12 C11 Fe 69.85(12) . . ? C10 C11 Fe 69.31(11) . . ? C12 C11 H11 125.9 . . ? C10 C11 H11 125.9 . . ? Fe C11 H11 126.5 . . ? C11 C12 C13 107.91(19) . . ? C11 C12 Fe 69.30(12) . . ? C13 C12 Fe 69.90(12) . . ? C11 C12 H12 126.0 . . ? C13 C12 H12 126.0 . . ? Fe C12 H12 126.3 . . ? C12 C13 C14 108.09(19) . . ? C12 C13 Fe 69.38(12) . . ? C14 C13 Fe 69.52(12) . . ? C12 C13 H13 126.0 . . ? C14 C13 H13 126.0 . . ? Fe C13 H13 126.7 . . ? C10 C14 C13 108.03(19) . . ? C10 C14 Fe 68.99(12) . . ? C13 C14 Fe 69.72(12) . . ? C10 C14 H14 126.0 . . ? C13 C14 H14 126.0 . . ? Fe C14 H14 126.9 . . ? C15 O3 C16 110.5(2) . . ? C15 O4 C18 110.5(2) . . ? O3 C16 C17 110.6(3) . . ? O3 C16 H16A 109.5 . . ? C17 C16 H16A 109.5 . . ? O3 C16 H16B 109.5 . . ? C17 C16 H16B 109.5 . . ? H16A C16 H16B 108.1 . . ? O4 C18 C17 109.7(3) . . ? O4 C18 H18A 109.7 . . ? C17 C18 H18A 109.7 . . ? O4 C18 H18B 109.7 . . ? C17 C18 H18B 109.7 . . ? H18A C18 H18B 108.2 . . ? O4 C15 O3 110.6(2) . . ? O4 C15 C10 109.77(19) . . ? O3 C15 C10 110.10(18) . . ? O4 C15 H15 108.8 . . ? O3 C15 H15 108.8 . . ? C10 C15 H15 108.8 . . ? C16 C17 C18 109.5(3) . . ? C16 C17 H17A 109.8 . . ? C18 C17 H17A 109.8 . . ? C16 C17 H17B 109.8 . . ? C18 C17 H17B 109.8 . . ? H17A C17 H17B 108.2 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C10 Fe C1 C5 -163.32(19) . . . . ? C3 Fe C1 C5 -81.98(13) . . . . ? C4 Fe C1 C5 -37.90(12) . . . . ? C11 Fe C1 C5 161.02(12) . . . . ? C12 Fe C1 C5 118.38(13) . . . . ? C2 Fe C1 C5 -119.56(17) . . . . ? C14 Fe C1 C5 41.9(3) . . . . ? C13 Fe C1 C5 76.47(14) . . . . ? C10 Fe C1 C2 -43.8(3) . . . . ? C3 Fe C1 C2 37.58(13) . . . . ? C4 Fe C1 C2 81.66(13) . . . . ? C11 Fe C1 C2 -79.42(14) . . . . ? C12 Fe C1 C2 -122.06(13) . . . . ? C5 Fe C1 C2 119.56(17) . . . . ? C14 Fe C1 C2 161.5(2) . . . . ? C13 Fe C1 C2 -163.98(12) . . . . ? C10 Fe C1 C6 75.8(3) . . . . ? C3 Fe C1 C6 157.1(2) . . . . ? C4 Fe C1 C6 -158.8(2) . . . . ? C11 Fe C1 C6 40.1(2) . . . . ? C12 Fe C1 C6 -2.5(2) . . . . ? C2 Fe C1 C6 119.5(2) . . . . ? C5 Fe C1 C6 -120.9(2) . . . . ? C14 Fe C1 C6 -79.0(3) . . . . ? C13 Fe C1 C6 -44.4(2) . . . . ? C5 C1 C2 C3 0.4(2) . . . . ? C6 C1 C2 C3 178.79(18) . . . . ? Fe C1 C2 C3 -58.78(14) . . . . ? C5 C1 C2 Fe 59.19(14) . . . . ? C6 C1 C2 Fe -122.43(19) . . . . ? C10 Fe C2 C3 -78.59(15) . . . . ? C4 Fe C2 C3 37.84(13) . . . . ? C11 Fe C2 C3 -121.42(13) . . . . ? C1 Fe C2 C3 119.48(18) . . . . ? C12 Fe C2 C3 -163.14(12) . . . . ? C5 Fe C2 C3 81.95(13) . . . . ? C14 Fe C2 C3 -45.1(3) . . . . ? C13 Fe C2 C3 164.2(2) . . . . ? C10 Fe C2 C1 161.93(12) . . . . ? C3 Fe C2 C1 -119.48(18) . . . . ? C4 Fe C2 C1 -81.64(13) . . . . ? C11 Fe C2 C1 119.10(13) . . . . ? C12 Fe C2 C1 77.37(15) . . . . ? C5 Fe C2 C1 -37.54(12) . . . . ? C14 Fe C2 C1 -164.59(19) . . . . ? C13 Fe C2 C1 44.8(3) . . . . ? C1 C2 C3 C4 -0.4(2) . . . . ? Fe C2 C3 C4 -59.30(15) . . . . ? C1 C2 C3 Fe 58.90(14) . . . . ? C10 Fe C3 C2 118.97(13) . . . . ? C4 Fe C3 C2 -119.27(18) . . . . ? C11 Fe C3 C2 77.37(15) . . . . ? C1 Fe C3 C2 -37.71(12) . . . . ? C12 Fe C3 C2 46.0(3) . . . . ? C5 Fe C3 C2 -81.57(13) . . . . ? C14 Fe C3 C2 160.95(12) . . . . ? C13 Fe C3 C2 -167.0(2) . . . . ? C10 Fe C3 C4 -121.76(13) . . . . ? C11 Fe C3 C4 -163.36(13) . . . . ? C1 Fe C3 C4 81.55(13) . . . . ? C12 Fe C3 C4 165.3(2) . . . . ? C2 Fe C3 C4 119.27(18) . . . . ? C5 Fe C3 C4 37.69(13) . . . . ? C14 Fe C3 C4 -79.78(15) . . . . ? C13 Fe C3 C4 -47.8(3) . . . . ? C2 C3 C4 C5 0.2(2) . . . . ? Fe C3 C4 C5 -59.32(14) . . . . ? C2 C3 C4 Fe 59.56(14) . . . . ? C10 Fe C4 C3 76.33(15) . . . . ? C11 Fe C4 C3 44.5(3) . . . . ? C1 Fe C4 C3 -81.78(14) . . . . ? C12 Fe C4 C3 -167.3(2) . . . . ? C2 Fe C4 C3 -37.70(13) . . . . ? C5 Fe C4 C3 -119.50(19) . . . . ? C14 Fe C4 C3 118.11(13) . . . . ? C13 Fe C4 C3 160.09(13) . . . . ? C10 Fe C4 C5 -164.17(12) . . . . ? C3 Fe C4 C5 119.50(19) . . . . ? C11 Fe C4 C5 164.0(2) . . . . ? C1 Fe C4 C5 37.72(12) . . . . ? C12 Fe C4 C5 -47.8(3) . . . . ? C2 Fe C4 C5 81.81(14) . . . . ? C14 Fe C4 C5 -122.39(13) . . . . ? C13 Fe C4 C5 -80.40(15) . . . . ? C2 C1 C5 C4 -0.3(2) . . . . ? C6 C1 C5 C4 -178.62(18) . . . . ? Fe C1 C5 C4 58.88(14) . . . . ? C2 C1 C5 Fe -59.14(14) . . . . ? C6 C1 C5 Fe 122.5(2) . . . . ? C3 C4 C5 C1 0.0(2) . . . . ? Fe C4 C5 C1 -59.09(14) . . . . ? C3 C4 C5 Fe 59.11(15) . . . . ? C10 Fe C5 C1 161.2(2) . . . . ? C3 Fe C5 C1 81.54(13) . . . . ? C4 Fe C5 C1 119.20(18) . . . . ? C11 Fe C5 C1 -46.5(3) . . . . ? C12 Fe C5 C1 -80.36(14) . . . . ? C2 Fe C5 C1 37.67(12) . . . . ? C14 Fe C5 C1 -164.60(12) . . . . ? C13 Fe C5 C1 -122.67(12) . . . . ? C10 Fe C5 C4 42.0(3) . . . . ? C3 Fe C5 C4 -37.66(13) . . . . ? C11 Fe C5 C4 -165.7(2) . . . . ? C1 Fe C5 C4 -119.20(18) . . . . ? C12 Fe C5 C4 160.44(13) . . . . ? C2 Fe C5 C4 -81.53(14) . . . . ? C14 Fe C5 C4 76.20(15) . . . . ? C13 Fe C5 C4 118.13(13) . . . . ? C9 O2 C6 O1 -60.8(2) . . . . ? C9 O2 C6 C1 -178.36(16) . . . . ? C7 O1 C6 O2 60.3(2) . . . . ? C7 O1 C6 C1 177.64(18) . . . . ? C5 C1 C6 O2 -175.49(18) . . . . ? C2 C1 C6 O2 6.4(3) . . . . ? Fe C1 C6 O2 -84.1(2) . . . . ? C5 C1 C6 O1 64.7(3) . . . . ? C2 C1 C6 O1 -113.3(2) . . . . ? Fe C1 C6 O1 156.15(15) . . . . ? C6 O1 C7 C8 -58.3(3) . . . . ? O1 C7 C8 C9 55.5(3) . . . . ? C6 O2 C9 C8 57.9(2) . . . . ? C7 C8 C9 O2 -54.5(2) . . . . ? C3 Fe C10 C14 118.70(13) . . . . ? C4 Fe C10 C14 77.15(15) . . . . ? C11 Fe C10 C14 -118.75(17) . . . . ? C1 Fe C10 C14 -167.54(19) . . . . ? C12 Fe C10 C14 -81.24(13) . . . . ? C2 Fe C10 C14 160.53(12) . . . . ? C5 Fe C10 C14 45.7(3) . . . . ? C13 Fe C10 C14 -37.46(12) . . . . ? C3 Fe C10 C11 -122.55(13) . . . . ? C4 Fe C10 C11 -164.10(12) . . . . ? C1 Fe C10 C11 -48.8(3) . . . . ? C12 Fe C10 C11 37.51(12) . . . . ? C2 Fe C10 C11 -80.72(14) . . . . ? C5 Fe C10 C11 164.4(2) . . . . ? C14 Fe C10 C11 118.75(17) . . . . ? C13 Fe C10 C11 81.29(13) . . . . ? C3 Fe C10 C15 -2.5(2) . . . . ? C4 Fe C10 C15 -44.0(2) . . . . ? C11 Fe C10 C15 120.1(2) . . . . ? C1 Fe C10 C15 71.3(3) . . . . ? C12 Fe C10 C15 157.6(2) . . . . ? C2 Fe C10 C15 39.4(2) . . . . ? C5 Fe C10 C15 -75.5(3) . . . . ? C14 Fe C10 C15 -121.2(2) . . . . ? C13 Fe C10 C15 -158.6(2) . . . . ? C14 C10 C11 C12 0.7(2) . . . . ? C15 C10 C11 C12 177.45(19) . . . . ? Fe C10 C11 C12 -59.22(14) . . . . ? C14 C10 C11 Fe 59.97(14) . . . . ? C15 C10 C11 Fe -123.3(2) . . . . ? C10 Fe C11 C12 119.61(18) . . . . ? C3 Fe C11 C12 -164.63(13) . . . . ? C4 Fe C11 C12 162.0(2) . . . . ? C1 Fe C11 C12 -80.31(15) . . . . ? C2 Fe C11 C12 -122.74(13) . . . . ? C5 Fe C11 C12 -46.4(3) . . . . ? C14 Fe C11 C12 81.61(14) . . . . ? C13 Fe C11 C12 37.70(13) . . . . ? C3 Fe C11 C10 75.76(14) . . . . ? C4 Fe C11 C10 42.4(3) . . . . ? C1 Fe C11 C10 160.08(12) . . . . ? C12 Fe C11 C10 -119.61(18) . . . . ? C2 Fe C11 C10 117.65(13) . . . . ? C5 Fe C11 C10 -166.0(2) . . . . ? C14 Fe C11 C10 -38.00(12) . . . . ? C13 Fe C11 C10 -81.91(13) . . . . ? C10 C11 C12 C13 -0.6(2) . . . . ? Fe C11 C12 C13 -59.45(14) . . . . ? C10 C11 C12 Fe 58.89(14) . . . . ? C10 Fe C12 C11 -37.75(12) . . . . ? C3 Fe C12 C11 41.6(3) . . . . ? C4 Fe C12 C11 -164.1(2) . . . . ? C1 Fe C12 C11 118.48(13) . . . . ? C2 Fe C12 C11 76.28(15) . . . . ? C5 Fe C12 C11 161.06(12) . . . . ? C14 Fe C12 C11 -81.72(14) . . . . ? C13 Fe C12 C11 -119.24(18) . . . . ? C10 Fe C12 C13 81.49(13) . . . . ? C3 Fe C12 C13 160.9(2) . . . . ? C4 Fe C12 C13 -44.8(3) . . . . ? C11 Fe C12 C13 119.24(18) . . . . ? C1 Fe C12 C13 -122.28(13) . . . . ? C2 Fe C12 C13 -164.48(12) . . . . ? C5 Fe C12 C13 -79.70(15) . . . . ? C14 Fe C12 C13 37.52(12) . . . . ? C11 C12 C13 C14 0.2(2) . . . . ? Fe C12 C13 C14 -58.92(14) . . . . ? C11 C12 C13 Fe 59.07(14) . . . . ? C10 Fe C13 C12 -82.09(13) . . . . ? C3 Fe C13 C12 -163.8(2) . . . . ? C4 Fe C13 C12 161.49(13) . . . . ? C11 Fe C13 C12 -37.81(13) . . . . ? C1 Fe C13 C12 77.04(15) . . . . ? C2 Fe C13 C12 43.1(3) . . . . ? C5 Fe C13 C12 118.80(13) . . . . ? C14 Fe C13 C12 -119.66(18) . . . . ? C10 Fe C13 C14 37.56(12) . . . . ? C3 Fe C13 C14 -44.2(3) . . . . ? C4 Fe C13 C14 -78.85(15) . . . . ? C11 Fe C13 C14 81.85(13) . . . . ? C1 Fe C13 C14 -163.30(12) . . . . ? C12 Fe C13 C14 119.66(18) . . . . ? C2 Fe C13 C14 162.7(2) . . . . ? C5 Fe C13 C14 -121.54(13) . . . . ? C11 C10 C14 C13 -0.7(2) . . . . ? C15 C10 C14 C13 -177.33(19) . . . . ? Fe C10 C14 C13 58.97(14) . . . . ? C11 C10 C14 Fe -59.62(14) . . . . ? C15 C10 C14 Fe 123.7(2) . . . . ? C12 C13 C14 C10 0.3(2) . . . . ? Fe C13 C14 C10 -58.52(14) . . . . ? C12 C13 C14 Fe 58.83(14) . . . . ? C3 Fe C14 C10 -78.87(14) . . . . ? C4 Fe C14 C10 -121.21(13) . . . . ? C11 Fe C14 C10 38.22(12) . . . . ? C1 Fe C14 C10 165.5(2) . . . . ? C12 Fe C14 C10 82.21(13) . . . . ? C2 Fe C14 C10 -46.2(3) . . . . ? C5 Fe C14 C10 -162.89(12) . . . . ? C13 Fe C14 C10 119.69(18) . . . . ? C10 Fe C14 C13 -119.69(18) . . . . ? C3 Fe C14 C13 161.44(12) . . . . ? C4 Fe C14 C13 119.10(13) . . . . ? C11 Fe C14 C13 -81.47(13) . . . . ? C1 Fe C14 C13 45.8(3) . . . . ? C12 Fe C14 C13 -37.48(12) . . . . ? C2 Fe C14 C13 -165.9(2) . . . . ? C5 Fe C14 C13 77.41(15) . . . . ? C15 O3 C16 C17 56.8(4) . . . . ? C15 O4 C18 C17 -58.8(4) . . . . ? C18 O4 C15 O3 64.1(3) . . . . ? C18 O4 C15 C10 -174.2(3) . . . . ? C16 O3 C15 O4 -62.9(3) . . . . ? C16 O3 C15 C10 175.6(3) . . . . ? C14 C10 C15 O4 -157.5(2) . . . . ? C11 C10 C15 O4 26.4(3) . . . . ? Fe C10 C15 O4 -64.9(3) . . . . ? C14 C10 C15 O3 -35.5(3) . . . . ? C11 C10 C15 O3 148.4(2) . . . . ? Fe C10 C15 O3 57.1(3) . . . . ? O3 C16 C17 C18 -51.9(4) . . . . ? O4 C18 C17 C16 52.5(4) . . . . ? _diffrn_measured_fraction_theta_max 0.971 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 0.971 _refine_diff_density_max 0.552 _refine_diff_density_min -0.403 _refine_diff_density_rms 0.067 data_CH5 _database_code_CSD 208190 _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1,1ï-bis(4,6-dimethyl-1,3-dioxane-2-yl)-ferrocene ; _chemical_name_common 1,1ï-bis(4,6-dimethyl-1,3-dioxane-2-yl)-ferrocene _chemical_formula_moiety ? _chemical_formula_sum 'C22 H30 Fe O4' _chemical_formula_weight 414.31 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' Fe Fe 0.3463 0.8444 '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 orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 10.2611(2) _cell_length_b 10.3294(2) _cell_length_c 19.0505(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2019.18(7) _cell_formula_units_Z 4 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour light-orange _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.363 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 880 _exptl_absorpt_coefficient_mu 0.771 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14367 _diffrn_reflns_av_R_equivalents 0.0342 _diffrn_reflns_av_sigmaI/netI 0.0354 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.14 _diffrn_reflns_theta_max 27.47 _reflns_number_total 4608 _reflns_number_gt 4320 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0176P)^2^+0.3444P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.013(9) _refine_ls_number_reflns 4608 _refine_ls_number_parameters 364 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0287 _refine_ls_R_factor_gt 0.0248 _refine_ls_wR_factor_ref 0.0512 _refine_ls_wR_factor_gt 0.0502 _refine_ls_goodness_of_fit_ref 1.064 _refine_ls_restrained_S_all 1.064 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe Fe 0.38245(2) 0.64071(2) 0.888891(11) 0.01532(6) Uani 1 d . . . O1 O 0.29180(10) 0.77925(11) 0.71325(5) 0.0185(2) Uani 1 d . . . O2 O 0.46095(9) 0.65242(11) 0.66732(5) 0.0177(2) Uani 1 d . . . O3 O 0.19652(10) 0.26844(10) 0.89476(6) 0.0180(2) Uani 1 d . . . O4 O 0.19519(10) 0.39125(10) 0.79191(6) 0.0177(2) Uani 1 d . . . C1 C 0.44500(14) 0.68323(15) 0.78989(8) 0.0168(3) Uani 1 d . . . C2 C 0.52507(16) 0.58596(17) 0.82068(8) 0.0188(3) Uani 1 d . . . C3 C 0.58095(14) 0.63857(17) 0.88256(9) 0.0207(3) Uani 1 d . . . C4 C 0.53571(15) 0.76803(15) 0.88993(10) 0.0203(3) Uani 1 d . . . C5 C 0.45181(15) 0.79593(16) 0.83264(9) 0.0187(3) Uani 1 d . . . C6 C 0.36935(15) 0.66827(14) 0.72292(8) 0.0167(3) Uani 1 d . . . C7 C 0.21651(15) 0.77061(17) 0.64945(8) 0.0200(3) Uani 1 d . . . C8 C 0.30838(16) 0.75078(17) 0.58793(9) 0.0203(4) Uani 1 d . . . C9 C 0.39517(14) 0.63450(16) 0.60105(8) 0.0187(3) Uani 1 d . . . C10 C 0.25939(14) 0.48686(15) 0.89896(8) 0.0164(3) Uani 1 d . . . C11 C 0.18652(14) 0.60154(15) 0.88575(10) 0.0203(3) Uani 1 d . . . C12 C 0.21400(17) 0.69087(17) 0.94053(9) 0.0249(4) Uani 1 d . . . C13 C 0.30325(17) 0.63245(19) 0.98720(8) 0.0263(4) Uani 1 d . . . C14 C 0.33143(16) 0.50637(17) 0.96181(8) 0.0202(3) Uani 1 d . . . C15 C 0.26031(13) 0.36670(16) 0.85574(8) 0.0161(3) Uani 1 d . . . C16 C 0.19975(15) 0.14682(17) 0.85743(9) 0.0204(3) Uani 1 d . . . C17 C 0.13719(16) 0.16434(16) 0.78575(9) 0.0209(3) Uani 1 d . . . C18 C 0.19717(16) 0.27880(16) 0.74715(8) 0.0209(3) Uani 1 d . . . C19 C 0.13474(17) 0.89125(18) 0.64482(10) 0.0259(4) Uani 1 d . . . C20 C 0.49719(16) 0.61510(19) 0.54488(9) 0.0239(4) Uani 1 d . . . C21 C 0.1317(2) 0.04862(17) 0.90252(10) 0.0303(4) Uani 1 d . . . C22 C 0.1230(2) 0.31468(19) 0.68163(9) 0.0297(4) Uani 1 d . . . H2 H 0.5396(16) 0.5013(18) 0.8030(10) 0.024(5) Uiso 1 d . . . H3 H 0.6385(17) 0.5922(17) 0.9134(9) 0.024(5) Uiso 1 d . . . H4 H 0.5518(16) 0.8219(17) 0.9245(9) 0.020(5) Uiso 1 d . . . H5 H 0.4064(15) 0.8735(16) 0.8246(8) 0.014(4) Uiso 1 d . . . H6 H 0.3111(15) 0.5914(16) 0.7237(8) 0.013(4) Uiso 1 d . . . H7 H 0.1599(13) 0.6915(14) 0.6529(7) 0.005(4) Uiso 1 d . . . H8A H 0.3608(14) 0.8271(15) 0.5831(8) 0.011(4) Uiso 1 d . . . H8B H 0.2608(18) 0.7375(19) 0.5428(11) 0.033(5) Uiso 1 d . . . H9 H 0.3409(16) 0.5557(16) 0.6040(10) 0.020(4) Uiso 1 d . . . H11 H 0.1351(17) 0.6141(16) 0.8481(9) 0.020(4) Uiso 1 d . . . H12 H 0.1804(16) 0.7780(19) 0.9437(9) 0.026(5) Uiso 1 d . . . H13 H 0.3382(17) 0.6730(18) 1.0295(10) 0.032(5) Uiso 1 d . . . H14 H 0.3836(18) 0.4501(17) 0.9807(9) 0.021(5) Uiso 1 d . . . H15 H 0.3523(15) 0.3376(15) 0.8449(8) 0.017(4) Uiso 1 d . . . H16 H 0.2915(16) 0.1190(17) 0.8514(9) 0.021(4) Uiso 1 d . . . H17A H 0.0480(16) 0.1791(15) 0.7907(8) 0.014(4) Uiso 1 d . . . H17B H 0.1481(17) 0.0898(18) 0.7599(9) 0.024(5) Uiso 1 d . . . H18 H 0.2917(17) 0.2569(16) 0.7350(9) 0.020(4) Uiso 1 d . . . H19A H 0.187(2) 0.969(2) 0.6424(11) 0.041(6) Uiso 1 d . . . H19B H 0.0777(19) 0.896(2) 0.6849(11) 0.037(6) Uiso 1 d . . . H19C H 0.082(2) 0.894(2) 0.6022(12) 0.051(6) Uiso 1 d . . . H20A H 0.5548(17) 0.6939(18) 0.5437(9) 0.025(5) Uiso 1 d . . . H20B H 0.5522(18) 0.5395(19) 0.5551(10) 0.029(5) Uiso 1 d . . . H20C H 0.4609(18) 0.6012(19) 0.4990(10) 0.031(5) Uiso 1 d . . . H21A H 0.1372(19) -0.0398(19) 0.8806(10) 0.038(5) Uiso 1 d . . . H21B H 0.043(2) 0.074(2) 0.9079(10) 0.036(6) Uiso 1 d . . . H21C H 0.1768(19) 0.0356(19) 0.9485(12) 0.040(6) Uiso 1 d . . . H22A H 0.166(2) 0.390(2) 0.6554(11) 0.042(6) Uiso 1 d . . . H22B H 0.0363(19) 0.3359(19) 0.6920(10) 0.030(5) Uiso 1 d . . . H22C H 0.118(2) 0.246(2) 0.6503(11) 0.040(6) Uiso 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe 0.01950(9) 0.01555(10) 0.01090(10) 0.00031(9) 0.00154(9) -0.00116(9) O1 0.0173(5) 0.0250(6) 0.0130(5) -0.0014(5) -0.0016(4) -0.0011(5) O2 0.0175(5) 0.0246(6) 0.0110(5) -0.0013(5) 0.0019(4) -0.0027(5) O3 0.0217(5) 0.0156(5) 0.0166(5) 0.0009(5) 0.0008(5) -0.0016(4) O4 0.0211(5) 0.0187(6) 0.0134(5) 0.0004(4) 0.0004(4) -0.0003(4) C1 0.0180(7) 0.0203(8) 0.0122(8) 0.0011(6) 0.0039(6) -0.0034(6) C2 0.0193(7) 0.0223(8) 0.0149(8) 0.0003(7) 0.0027(6) -0.0010(7) C3 0.0189(7) 0.0268(8) 0.0164(8) 0.0034(9) 0.0002(6) -0.0004(7) C4 0.0238(7) 0.0209(7) 0.0162(8) -0.0002(8) -0.0017(7) -0.0062(6) C5 0.0216(8) 0.0188(8) 0.0157(8) 0.0027(7) 0.0001(6) -0.0046(7) C6 0.0174(7) 0.0205(8) 0.0122(7) -0.0003(6) 0.0027(6) -0.0043(7) C7 0.0170(7) 0.0274(9) 0.0157(8) -0.0027(7) -0.0035(6) -0.0036(7) C8 0.0202(8) 0.0266(9) 0.0142(8) -0.0012(7) -0.0022(6) -0.0049(7) C9 0.0193(6) 0.0252(8) 0.0117(7) -0.0032(7) -0.0017(6) -0.0057(8) C10 0.0182(7) 0.0165(7) 0.0144(8) 0.0009(7) 0.0049(6) -0.0011(6) C11 0.0178(7) 0.0234(8) 0.0198(8) 0.0025(7) 0.0041(7) 0.0009(6) C12 0.0311(9) 0.0185(9) 0.0251(9) -0.0021(7) 0.0141(8) 0.0022(7) C13 0.0373(9) 0.0285(9) 0.0131(8) -0.0029(8) 0.0083(7) -0.0069(9) C14 0.0271(8) 0.0203(8) 0.0132(8) 0.0046(7) 0.0022(7) -0.0023(7) C15 0.0153(6) 0.0169(8) 0.0160(8) 0.0011(7) 0.0008(6) -0.0009(7) C16 0.0224(7) 0.0142(8) 0.0245(8) -0.0028(7) -0.0013(7) 0.0003(7) C17 0.0215(8) 0.0202(9) 0.0211(8) -0.0045(7) 0.0004(7) -0.0004(7) C18 0.0220(8) 0.0251(8) 0.0155(8) -0.0047(7) 0.0022(7) -0.0025(7) C19 0.0227(8) 0.0338(10) 0.0212(9) -0.0045(7) -0.0037(8) 0.0033(8) C20 0.0225(8) 0.0350(11) 0.0141(8) -0.0040(7) 0.0012(7) -0.0044(8) C21 0.0391(11) 0.0214(9) 0.0303(11) 0.0057(8) -0.0044(9) -0.0082(8) C22 0.0402(11) 0.0329(10) 0.0159(8) -0.0016(8) -0.0038(9) -0.0079(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe C14 2.0321(16) . ? Fe C2 2.0372(16) . ? Fe C10 2.0388(15) . ? Fe C1 2.0400(15) . ? Fe C3 2.0406(15) . ? Fe C13 2.0434(15) . ? Fe C4 2.0502(15) . ? Fe C11 2.0516(15) . ? Fe C12 2.0552(17) . ? Fe C5 2.0556(16) . ? O1 C6 1.4075(19) . ? O1 C7 1.4429(18) . ? O2 C6 1.4255(17) . ? O2 C9 1.4436(17) . ? O3 C15 1.4181(18) . ? O3 C16 1.444(2) . ? O4 C15 1.4105(18) . ? O4 C18 1.4410(19) . ? C1 C5 1.422(2) . ? C1 C2 1.424(2) . ? C1 C6 1.502(2) . ? C2 C3 1.419(2) . ? C2 H2 0.949(19) . ? C3 C4 1.423(2) . ? C3 H3 0.961(19) . ? C4 C5 1.420(2) . ? C4 H4 0.878(18) . ? C5 H5 0.940(16) . ? C6 H6 0.994(16) . ? C7 C19 1.505(2) . ? C7 C8 1.518(2) . ? C7 H7 1.005(14) . ? C8 C9 1.516(2) . ? C8 H8A 0.959(16) . ? C8 H8B 1.00(2) . ? C9 C20 1.510(2) . ? C9 H9 0.988(17) . ? C10 C14 1.422(2) . ? C10 C11 1.423(2) . ? C10 C15 1.489(2) . ? C11 C12 1.421(2) . ? C11 H11 0.900(17) . ? C12 C13 1.412(3) . ? C12 H12 0.966(19) . ? C13 C14 1.419(3) . ? C13 H13 0.976(19) . ? C14 H14 0.869(18) . ? C15 H15 1.012(15) . ? C16 C21 1.501(2) . ? C16 C17 1.520(2) . ? C16 H16 0.991(16) . ? C17 C18 1.522(2) . ? C17 H17A 0.932(16) . ? C17 H17B 0.921(18) . ? C18 C22 1.508(2) . ? C18 H18 1.023(17) . ? C19 H19A 0.97(2) . ? C19 H19B 0.96(2) . ? C19 H19C 0.97(2) . ? C20 H20A 1.006(19) . ? C20 H20B 0.98(2) . ? C20 H20C 0.961(19) . ? C21 H21A 1.01(2) . ? C21 H21B 0.96(2) . ? C21 H21C 1.00(2) . ? C22 H22A 1.02(2) . ? C22 H22B 0.937(19) . ? C22 H22C 0.93(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 C14 Fe C2 115.56(7) . . ? C14 Fe C10 40.88(6) . . ? C2 Fe C10 106.77(7) . . ? C14 Fe C1 149.32(7) . . ? C2 Fe C1 40.89(6) . . ? C10 Fe C1 116.72(6) . . ? C14 Fe C3 106.87(7) . . ? C2 Fe C3 40.73(6) . . ? C10 Fe C3 127.98(7) . . ? C1 Fe C3 68.51(6) . . ? C14 Fe C13 40.75(7) . . ? C2 Fe C13 149.17(7) . . ? C10 Fe C13 68.59(7) . . ? C1 Fe C13 168.95(7) . . ? C3 Fe C13 116.79(7) . . ? C14 Fe C4 128.98(7) . . ? C2 Fe C4 68.48(7) . . ? C10 Fe C4 166.95(6) . . ? C1 Fe C4 68.25(7) . . ? C3 Fe C4 40.70(7) . . ? C13 Fe C4 108.84(7) . . ? C14 Fe C11 68.46(7) . . ? C2 Fe C11 129.09(7) . . ? C10 Fe C11 40.72(6) . . ? C1 Fe C11 108.89(7) . . ? C3 Fe C11 166.98(7) . . ? C13 Fe C11 68.21(7) . . ? C4 Fe C11 151.46(6) . . ? C14 Fe C12 68.18(7) . . ? C2 Fe C12 168.37(7) . . ? C10 Fe C12 68.32(7) . . ? C1 Fe C12 130.76(7) . . ? C3 Fe C12 150.52(7) . . ? C13 Fe C12 40.30(7) . . ? C4 Fe C12 118.61(7) . . ? C11 Fe C12 40.50(7) . . ? C14 Fe C5 168.01(7) . . ? C2 Fe C5 68.61(7) . . ? C10 Fe C5 150.63(6) . . ? C1 Fe C5 40.64(6) . . ? C3 Fe C5 68.41(7) . . ? C13 Fe C5 130.40(7) . . ? C4 Fe C5 40.46(6) . . ? C11 Fe C5 118.55(7) . . ? C12 Fe C5 110.13(7) . . ? C6 O1 C7 111.26(12) . . ? C6 O2 C9 110.86(10) . . ? C15 O3 C16 110.73(11) . . ? C15 O4 C18 111.01(12) . . ? C5 C1 C2 108.25(14) . . ? C5 C1 C6 126.60(14) . . ? C2 C1 C6 125.14(14) . . ? C5 C1 Fe 70.27(9) . . ? C2 C1 Fe 69.45(9) . . ? C6 C1 Fe 126.93(10) . . ? C3 C2 C1 107.76(15) . . ? C3 C2 Fe 69.76(9) . . ? C1 C2 Fe 69.66(9) . . ? C3 C2 H2 125.8(11) . . ? C1 C2 H2 126.5(11) . . ? Fe C2 H2 126.6(11) . . ? C2 C3 C4 108.07(15) . . ? C2 C3 Fe 69.51(9) . . ? C4 C3 Fe 70.01(9) . . ? C2 C3 H3 124.4(11) . . ? C4 C3 H3 127.5(11) . . ? Fe C3 H3 125.6(10) . . ? C5 C4 C3 108.23(15) . . ? C5 C4 Fe 69.98(9) . . ? C3 C4 Fe 69.29(9) . . ? C5 C4 H4 124.2(11) . . ? C3 C4 H4 127.4(11) . . ? Fe C4 H4 123.9(11) . . ? C4 C5 C1 107.69(14) . . ? C4 C5 Fe 69.57(9) . . ? C1 C5 Fe 69.09(9) . . ? C4 C5 H5 126.8(10) . . ? C1 C5 H5 125.5(10) . . ? Fe C5 H5 125.4(9) . . ? O1 C6 O2 111.66(12) . . ? O1 C6 C1 108.64(12) . . ? O2 C6 C1 107.59(12) . . ? O1 C6 H6 108.2(9) . . ? O2 C6 H6 108.4(9) . . ? C1 C6 H6 112.4(9) . . ? O1 C7 C19 107.26(13) . . ? O1 C7 C8 109.03(12) . . ? C19 C7 C8 114.38(14) . . ? O1 C7 H7 107.7(8) . . ? C19 C7 H7 110.8(8) . . ? C8 C7 H7 107.5(8) . . ? C9 C8 C7 110.14(14) . . ? C9 C8 H8A 109.7(9) . . ? C7 C8 H8A 108.1(9) . . ? C9 C8 H8B 108.7(11) . . ? C7 C8 H8B 112.3(11) . . ? H8A C8 H8B 107.8(14) . . ? O2 C9 C20 108.21(12) . . ? O2 C9 C8 108.50(13) . . ? C20 C9 C8 113.29(14) . . ? O2 C9 H9 108.6(11) . . ? C20 C9 H9 108.8(10) . . ? C8 C9 H9 109.3(9) . . ? C14 C10 C11 107.70(15) . . ? C14 C10 C15 125.48(14) . . ? C11 C10 C15 126.81(14) . . ? C14 C10 Fe 69.31(9) . . ? C11 C10 Fe 70.12(9) . . ? C15 C10 Fe 126.42(10) . . ? C12 C11 C10 107.84(15) . . ? C12 C11 Fe 69.89(10) . . ? C10 C11 Fe 69.16(8) . . ? C12 C11 H11 127.5(11) . . ? C10 C11 H11 124.6(11) . . ? Fe C11 H11 124.7(11) . . ? C13 C12 C11 108.27(15) . . ? C13 C12 Fe 69.40(9) . . ? C11 C12 Fe 69.62(9) . . ? C13 C12 H12 126.2(11) . . ? C11 C12 H12 125.5(11) . . ? Fe C12 H12 124.4(11) . . ? C12 C13 C14 108.04(15) . . ? C12 C13 Fe 70.30(9) . . ? C14 C13 Fe 69.20(9) . . ? C12 C13 H13 125.1(11) . . ? C14 C13 H13 126.9(11) . . ? Fe C13 H13 126.3(11) . . ? C13 C14 C10 108.14(15) . . ? C13 C14 Fe 70.05(9) . . ? C10 C14 Fe 69.82(9) . . ? C13 C14 H14 126.8(12) . . ? C10 C14 H14 125.1(12) . . ? Fe C14 H14 125.6(12) . . ? O4 C15 O3 111.21(11) . . ? O4 C15 C10 108.89(13) . . ? O3 C15 C10 107.68(12) . . ? O4 C15 H15 108.6(9) . . ? O3 C15 H15 109.0(9) . . ? C10 C15 H15 111.5(9) . . ? O3 C16 C21 107.17(13) . . ? O3 C16 C17 109.22(13) . . ? C21 C16 C17 113.46(14) . . ? O3 C16 H16 109.4(10) . . ? C21 C16 H16 108.2(10) . . ? C17 C16 H16 109.4(10) . . ? C16 C17 C18 110.84(14) . . ? C16 C17 H17A 110.1(10) . . ? C18 C17 H17A 108.6(10) . . ? C16 C17 H17B 109.2(11) . . ? C18 C17 H17B 110.0(11) . . ? H17A C17 H17B 108.1(15) . . ? O4 C18 C22 106.54(14) . . ? O4 C18 C17 109.54(12) . . ? C22 C18 C17 112.76(14) . . ? O4 C18 H18 109.0(10) . . ? C22 C18 H18 110.2(10) . . ? C17 C18 H18 108.8(9) . . ? C7 C19 H19A 112.3(12) . . ? C7 C19 H19B 109.3(12) . . ? H19A C19 H19B 109.7(17) . . ? C7 C19 H19C 112.3(12) . . ? H19A C19 H19C 104.2(18) . . ? H19B C19 H19C 108.9(16) . . ? C9 C20 H20A 108.4(10) . . ? C9 C20 H20B 111.3(11) . . ? H20A C20 H20B 108.1(14) . . ? C9 C20 H20C 113.3(11) . . ? H20A C20 H20C 109.2(15) . . ? H20B C20 H20C 106.5(16) . . ? C16 C21 H21A 110.5(12) . . ? C16 C21 H21B 108.8(12) . . ? H21A C21 H21B 110.1(17) . . ? C16 C21 H21C 112.1(12) . . ? H21A C21 H21C 102.4(16) . . ? H21B C21 H21C 112.7(17) . . ? C18 C22 H22A 112.1(12) . . ? C18 C22 H22B 111.2(12) . . ? H22A C22 H22B 109.4(16) . . ? C18 C22 H22C 111.8(13) . . ? H22A C22 H22C 107.1(16) . . ? H22B C22 H22C 105.0(17) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C14 Fe C1 C5 -168.45(12) . . . . ? C2 Fe C1 C5 -119.33(13) . . . . ? C10 Fe C1 C5 155.71(9) . . . . ? C3 Fe C1 C5 -81.46(10) . . . . ? C13 Fe C1 C5 39.3(4) . . . . ? C4 Fe C1 C5 -37.53(9) . . . . ? C11 Fe C1 C5 112.14(10) . . . . ? C12 Fe C1 C5 72.15(12) . . . . ? C14 Fe C1 C2 -49.12(16) . . . . ? C10 Fe C1 C2 -84.96(10) . . . . ? C3 Fe C1 C2 37.87(10) . . . . ? C13 Fe C1 C2 158.6(3) . . . . ? C4 Fe C1 C2 81.80(10) . . . . ? C11 Fe C1 C2 -128.53(9) . . . . ? C12 Fe C1 C2 -168.52(10) . . . . ? C5 Fe C1 C2 119.33(13) . . . . ? C14 Fe C1 C6 70.03(19) . . . . ? C2 Fe C1 C6 119.15(17) . . . . ? C10 Fe C1 C6 34.19(15) . . . . ? C3 Fe C1 C6 157.02(15) . . . . ? C13 Fe C1 C6 -82.2(4) . . . . ? C4 Fe C1 C6 -159.05(15) . . . . ? C11 Fe C1 C6 -9.38(15) . . . . ? C12 Fe C1 C6 -49.37(17) . . . . ? C5 Fe C1 C6 -121.52(17) . . . . ? C5 C1 C2 C3 0.18(18) . . . . ? C6 C1 C2 C3 179.02(14) . . . . ? Fe C1 C2 C3 -59.60(11) . . . . ? C5 C1 C2 Fe 59.78(11) . . . . ? C6 C1 C2 Fe -121.38(14) . . . . ? C14 Fe C2 C3 -86.41(11) . . . . ? C10 Fe C2 C3 -129.42(10) . . . . ? C1 Fe C2 C3 118.90(14) . . . . ? C13 Fe C2 C3 -53.25(18) . . . . ? C4 Fe C2 C3 37.71(10) . . . . ? C11 Fe C2 C3 -168.61(10) . . . . ? C12 Fe C2 C3 167.3(3) . . . . ? C5 Fe C2 C3 81.33(11) . . . . ? C14 Fe C2 C1 154.68(9) . . . . ? C10 Fe C2 C1 111.68(10) . . . . ? C3 Fe C2 C1 -118.90(14) . . . . ? C13 Fe C2 C1 -172.16(13) . . . . ? C4 Fe C2 C1 -81.19(10) . . . . ? C11 Fe C2 C1 72.49(12) . . . . ? C12 Fe C2 C1 48.4(4) . . . . ? C5 Fe C2 C1 -37.58(9) . . . . ? C1 C2 C3 C4 -0.09(18) . . . . ? Fe C2 C3 C4 -59.62(11) . . . . ? C1 C2 C3 Fe 59.53(11) . . . . ? C14 Fe C3 C2 109.81(10) . . . . ? C10 Fe C3 C2 69.78(12) . . . . ? C1 Fe C3 C2 -38.02(10) . . . . ? C13 Fe C3 C2 152.61(10) . . . . ? C4 Fe C3 C2 -119.23(15) . . . . ? C11 Fe C3 C2 42.9(4) . . . . ? C12 Fe C3 C2 -174.84(14) . . . . ? C5 Fe C3 C2 -81.87(10) . . . . ? C14 Fe C3 C4 -130.96(10) . . . . ? C2 Fe C3 C4 119.23(15) . . . . ? C10 Fe C3 C4 -170.99(10) . . . . ? C1 Fe C3 C4 81.21(11) . . . . ? C13 Fe C3 C4 -88.16(12) . . . . ? C11 Fe C3 C4 162.1(3) . . . . ? C12 Fe C3 C4 -55.61(18) . . . . ? C5 Fe C3 C4 37.36(10) . . . . ? C2 C3 C4 C5 -0.04(18) . . . . ? Fe C3 C4 C5 -59.34(11) . . . . ? C2 C3 C4 Fe 59.30(11) . . . . ? C14 Fe C4 C5 -172.03(10) . . . . ? C2 Fe C4 C5 81.85(11) . . . . ? C10 Fe C4 C5 152.7(3) . . . . ? C1 Fe C4 C5 37.70(10) . . . . ? C3 Fe C4 C5 119.58(15) . . . . ? C13 Fe C4 C5 -130.93(11) . . . . ? C11 Fe C4 C5 -52.08(19) . . . . ? C12 Fe C4 C5 -87.97(12) . . . . ? C14 Fe C4 C3 68.38(13) . . . . ? C2 Fe C4 C3 -37.74(10) . . . . ? C10 Fe C4 C3 33.1(4) . . . . ? C1 Fe C4 C3 -81.88(11) . . . . ? C13 Fe C4 C3 109.49(11) . . . . ? C11 Fe C4 C3 -171.67(13) . . . . ? C12 Fe C4 C3 152.45(10) . . . . ? C5 Fe C4 C3 -119.58(15) . . . . ? C3 C4 C5 C1 0.15(18) . . . . ? Fe C4 C5 C1 -58.76(11) . . . . ? C3 C4 C5 Fe 58.92(11) . . . . ? C2 C1 C5 C4 -0.21(18) . . . . ? C6 C1 C5 C4 -179.03(14) . . . . ? Fe C1 C5 C4 59.06(11) . . . . ? C2 C1 C5 Fe -59.27(11) . . . . ? C6 C1 C5 Fe 121.91(15) . . . . ? C14 Fe C5 C4 31.2(4) . . . . ? C2 Fe C5 C4 -81.50(11) . . . . ? C10 Fe C5 C4 -167.82(12) . . . . ? C1 Fe C5 C4 -119.30(14) . . . . ? C3 Fe C5 C4 -37.58(10) . . . . ? C13 Fe C5 C4 69.86(13) . . . . ? C11 Fe C5 C4 154.59(10) . . . . ? C12 Fe C5 C4 110.86(11) . . . . ? C14 Fe C5 C1 150.5(3) . . . . ? C2 Fe C5 C1 37.80(9) . . . . ? C10 Fe C5 C1 -48.52(17) . . . . ? C3 Fe C5 C1 81.73(10) . . . . ? C13 Fe C5 C1 -170.83(10) . . . . ? C4 Fe C5 C1 119.30(14) . . . . ? C11 Fe C5 C1 -86.10(11) . . . . ? C12 Fe C5 C1 -129.83(10) . . . . ? C7 O1 C6 O2 61.48(15) . . . . ? C7 O1 C6 C1 179.98(12) . . . . ? C9 O2 C6 O1 -62.14(15) . . . . ? C9 O2 C6 C1 178.73(12) . . . . ? C5 C1 C6 O1 -7.4(2) . . . . ? C2 C1 C6 O1 173.96(14) . . . . ? Fe C1 C6 O1 84.43(15) . . . . ? C5 C1 C6 O2 113.63(16) . . . . ? C2 C1 C6 O2 -65.00(18) . . . . ? Fe C1 C6 O2 -154.54(11) . . . . ? C6 O1 C7 C19 178.51(13) . . . . ? C6 O1 C7 C8 -57.13(16) . . . . ? O1 C7 C8 C9 54.39(17) . . . . ? C19 C7 C8 C9 174.45(13) . . . . ? C6 O2 C9 C20 -178.64(13) . . . . ? C6 O2 C9 C8 58.06(15) . . . . ? C7 C8 C9 O2 -54.94(16) . . . . ? C7 C8 C9 C20 -175.13(13) . . . . ? C2 Fe C10 C14 109.91(10) . . . . ? C1 Fe C10 C14 152.84(10) . . . . ? C3 Fe C10 C14 70.16(12) . . . . ? C13 Fe C10 C14 -37.78(10) . . . . ? C4 Fe C10 C14 43.3(3) . . . . ? C11 Fe C10 C14 -118.83(14) . . . . ? C12 Fe C10 C14 -81.26(11) . . . . ? C5 Fe C10 C14 -174.05(13) . . . . ? C14 Fe C10 C11 118.83(14) . . . . ? C2 Fe C10 C11 -131.26(10) . . . . ? C1 Fe C10 C11 -88.33(11) . . . . ? C3 Fe C10 C11 -171.01(10) . . . . ? C13 Fe C10 C11 81.05(11) . . . . ? C4 Fe C10 C11 162.1(3) . . . . ? C12 Fe C10 C11 37.57(10) . . . . ? C5 Fe C10 C11 -55.22(17) . . . . ? C14 Fe C10 C15 -119.49(17) . . . . ? C2 Fe C10 C15 -9.59(15) . . . . ? C1 Fe C10 C15 33.34(15) . . . . ? C3 Fe C10 C15 -49.33(16) . . . . ? C13 Fe C10 C15 -157.28(15) . . . . ? C4 Fe C10 C15 -76.2(4) . . . . ? C11 Fe C10 C15 121.67(18) . . . . ? C12 Fe C10 C15 159.25(15) . . . . ? C5 Fe C10 C15 66.46(19) . . . . ? C14 C10 C11 C12 -0.05(18) . . . . ? C15 C10 C11 C12 179.41(15) . . . . ? Fe C10 C11 C12 -59.40(11) . . . . ? C14 C10 C11 Fe 59.35(11) . . . . ? C15 C10 C11 Fe -121.19(15) . . . . ? C14 Fe C11 C12 81.19(11) . . . . ? C2 Fe C11 C12 -172.73(11) . . . . ? C10 Fe C11 C12 119.24(15) . . . . ? C1 Fe C11 C12 -131.44(11) . . . . ? C3 Fe C11 C12 152.4(3) . . . . ? C13 Fe C11 C12 37.19(11) . . . . ? C4 Fe C11 C12 -52.4(2) . . . . ? C5 Fe C11 C12 -88.06(12) . . . . ? C14 Fe C11 C10 -38.05(10) . . . . ? C2 Fe C11 C10 68.03(13) . . . . ? C1 Fe C11 C10 109.32(10) . . . . ? C3 Fe C11 C10 33.1(4) . . . . ? C13 Fe C11 C10 -82.05(11) . . . . ? C4 Fe C11 C10 -171.65(14) . . . . ? C12 Fe C11 C10 -119.24(15) . . . . ? C5 Fe C11 C10 152.70(9) . . . . ? C10 C11 C12 C13 0.14(19) . . . . ? Fe C11 C12 C13 -58.80(12) . . . . ? C10 C11 C12 Fe 58.94(11) . . . . ? C14 Fe C12 C13 37.86(11) . . . . ? C2 Fe C12 C13 149.0(3) . . . . ? C10 Fe C12 C13 82.03(11) . . . . ? C1 Fe C12 C13 -170.75(10) . . . . ? C3 Fe C12 C13 -47.94(19) . . . . ? C4 Fe C12 C13 -85.74(12) . . . . ? C11 Fe C12 C13 119.80(15) . . . . ? C5 Fe C12 C13 -129.42(11) . . . . ? C14 Fe C12 C11 -81.94(11) . . . . ? C2 Fe C12 C11 29.2(4) . . . . ? C10 Fe C12 C11 -37.78(10) . . . . ? C1 Fe C12 C11 69.45(13) . . . . ? C3 Fe C12 C11 -167.75(13) . . . . ? C13 Fe C12 C11 -119.80(15) . . . . ? C4 Fe C12 C11 154.45(10) . . . . ? C5 Fe C12 C11 110.77(11) . . . . ? C11 C12 C13 C14 -0.17(19) . . . . ? Fe C12 C13 C14 -59.11(11) . . . . ? C11 C12 C13 Fe 58.94(12) . . . . ? C14 Fe C13 C12 -119.21(15) . . . . ? C2 Fe C13 C12 -168.31(13) . . . . ? C10 Fe C13 C12 -81.31(11) . . . . ? C1 Fe C13 C12 39.5(4) . . . . ? C3 Fe C13 C12 155.84(10) . . . . ? C4 Fe C13 C12 112.32(11) . . . . ? C11 Fe C13 C12 -37.36(10) . . . . ? C5 Fe C13 C12 72.25(13) . . . . ? C2 Fe C13 C14 -49.10(18) . . . . ? C10 Fe C13 C14 37.90(10) . . . . ? C1 Fe C13 C14 158.7(3) . . . . ? C3 Fe C13 C14 -84.95(12) . . . . ? C4 Fe C13 C14 -128.47(10) . . . . ? C11 Fe C13 C14 81.84(11) . . . . ? C12 Fe C13 C14 119.21(15) . . . . ? C5 Fe C13 C14 -168.54(10) . . . . ? C12 C13 C14 C10 0.14(18) . . . . ? Fe C13 C14 C10 -59.66(11) . . . . ? C12 C13 C14 Fe 59.80(11) . . . . ? C11 C10 C14 C13 -0.05(18) . . . . ? C15 C10 C14 C13 -179.53(14) . . . . ? Fe C10 C14 C13 59.81(11) . . . . ? C11 C10 C14 Fe -59.86(11) . . . . ? C15 C10 C14 Fe 120.67(15) . . . . ? C2 Fe C14 C13 154.57(10) . . . . ? C10 Fe C14 C13 -119.10(14) . . . . ? C1 Fe C14 C13 -172.15(12) . . . . ? C3 Fe C14 C13 111.69(11) . . . . ? C4 Fe C14 C13 72.39(13) . . . . ? C11 Fe C14 C13 -81.19(11) . . . . ? C12 Fe C14 C13 -37.46(10) . . . . ? C5 Fe C14 C13 46.7(4) . . . . ? C2 Fe C14 C10 -86.33(10) . . . . ? C1 Fe C14 C10 -53.05(17) . . . . ? C3 Fe C14 C10 -129.21(10) . . . . ? C13 Fe C14 C10 119.10(14) . . . . ? C4 Fe C14 C10 -168.52(9) . . . . ? C11 Fe C14 C10 37.91(9) . . . . ? C12 Fe C14 C10 81.64(10) . . . . ? C5 Fe C14 C10 165.8(3) . . . . ? C18 O4 C15 O3 -63.38(14) . . . . ? C18 O4 C15 C10 178.12(12) . . . . ? C16 O3 C15 O4 63.77(15) . . . . ? C16 O3 C15 C10 -177.01(11) . . . . ? C14 C10 C15 O4 -170.17(14) . . . . ? C11 C10 C15 O4 10.5(2) . . . . ? Fe C10 C15 O4 -80.94(14) . . . . ? C14 C10 C15 O3 69.14(18) . . . . ? C11 C10 C15 O3 -110.24(16) . . . . ? Fe C10 C15 O3 158.37(10) . . . . ? C15 O3 C16 C21 179.44(13) . . . . ? C15 O3 C16 C17 -57.25(15) . . . . ? O3 C16 C17 C18 51.81(16) . . . . ? C21 C16 C17 C18 171.29(14) . . . . ? C15 O4 C18 C22 178.83(13) . . . . ? C15 O4 C18 C17 56.59(15) . . . . ? C16 C17 C18 O4 -51.46(17) . . . . ? C16 C17 C18 C22 -169.91(15) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.171 _refine_diff_density_min -0.239 _refine_diff_density_rms 0.042 data_CH6a _database_code_CSD 208191 _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1,1ï-bis(4,6-dimethyl-1,3-dioxane-2-yl)-ferrocene ; _chemical_name_common 1,1ï-bis(4,6-dimethyl-1,3-dioxane-2-yl)-ferrocene _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H30 Fe O4' _chemical_formula_weight 414.31 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' Fe Fe 0.3463 0.8444 '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 orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 10.2840(4) _cell_length_b 10.9921(3) _cell_length_c 17.9147(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2025.13(12) _cell_formula_units_Z 4 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour light-orange _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.359 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 880 _exptl_absorpt_coefficient_mu 0.769 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4994 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0457 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.17 _diffrn_reflns_theta_max 28.31 _reflns_number_total 4994 _reflns_number_gt 4425 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+1.2889P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.006(16) _refine_ls_number_reflns 4994 _refine_ls_number_parameters 345 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0563 _refine_ls_R_factor_gt 0.0448 _refine_ls_wR_factor_ref 0.0770 _refine_ls_wR_factor_gt 0.0741 _refine_ls_goodness_of_fit_ref 1.151 _refine_ls_restrained_S_all 1.173 _refine_ls_shift/su_max 0.162 _refine_ls_shift/su_mean 0.006 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe Fe 0.44289(3) -0.04369(3) 0.48292(2) 0.02538(9) Uani 1 1 d . A . O1 O 0.68427(17) 0.08608(16) 0.35988(10) 0.0292(4) Uani 1 1 d . . . O2 O 0.82348(17) -0.07550(16) 0.38557(10) 0.0301(4) Uani 1 1 d . . . O3 O 0.3032(3) 0.1594(2) 0.35543(12) 0.0633(8) Uani 1 1 d D . . O4 O 0.3295(3) 0.3249(2) 0.43136(14) 0.0566(7) Uani 1 1 d D . . C1 C 0.6028(2) -0.0865(2) 0.42194(15) 0.0257(6) Uani 1 1 d . . . C2 C 0.5862(2) -0.1718(2) 0.48129(18) 0.0293(5) Uani 1 1 d . . . C3 C 0.4625(3) -0.2275(2) 0.47278(17) 0.0343(6) Uani 1 1 d . . . C4 C 0.4040(3) -0.1788(3) 0.40793(17) 0.0325(6) Uani 1 1 d . . . C5 C 0.4904(2) -0.0917(2) 0.37621(15) 0.0268(6) Uani 1 1 d . . . C6 C 0.7178(2) -0.0051(2) 0.41168(14) 0.0270(6) Uani 1 1 d . . . C7 C 0.7885(3) 0.1731(3) 0.35234(18) 0.0337(7) Uani 1 1 d . . . C8 C 0.9114(3) 0.1066(3) 0.32882(17) 0.0343(7) Uani 1 1 d . . . C9 C 0.9389(3) -0.0011(3) 0.37865(16) 0.0356(6) Uani 1 1 d . . . C10 C 0.3762(2) 0.1304(2) 0.47792(17) 0.0324(6) Uani 1 1 d . . . C11 C 0.2746(2) 0.0510(3) 0.50057(14) 0.0351(7) Uani 1 1 d . A . C12 C 0.3131(3) -0.0085(3) 0.56689(16) 0.0374(7) Uani 1 1 d . . . C13 C 0.4396(3) 0.0343(3) 0.58637(14) 0.0344(6) Uani 1 1 d . A . C14 C 0.4781(3) 0.1197(3) 0.53173(16) 0.0321(6) Uani 1 1 d . A . C15 C 0.3778(3) 0.2097(3) 0.4111(2) 0.0468(9) Uani 1 1 d . A . C17 C 0.2592(4) 0.3575(4) 0.3052(2) 0.0482(9) Uani 1 1 d D . . C19 C 0.7447(4) 0.2662(3) 0.2959(2) 0.0487(9) Uani 1 1 d . . . C20 C 1.0445(3) -0.0830(3) 0.3486(2) 0.0470(8) Uani 1 1 d . . . H2 H 0.642(2) -0.186(2) 0.5209(16) 0.026(7) Uiso 1 1 d . . . H3 H 0.427(3) -0.283(2) 0.5053(16) 0.034(7) Uiso 1 1 d . . . H4 H 0.316(3) -0.194(3) 0.3911(17) 0.038(8) Uiso 1 1 d . . . H5 H 0.478(2) -0.042(2) 0.3357(14) 0.022(7) Uiso 1 1 d . . . H6 H 0.746(2) 0.034(2) 0.4603(13) 0.019(6) Uiso 1 1 d . . . H7 H 0.802(3) 0.209(2) 0.4015(15) 0.018(7) Uiso 1 1 d . . . H8A H 0.904(2) 0.081(2) 0.2763(16) 0.028(7) Uiso 1 1 d . . . H8B H 0.992(3) 0.160(3) 0.3330(17) 0.042(9) Uiso 1 1 d . . . H9 H 0.962(3) 0.030(3) 0.4300(16) 0.042(8) Uiso 1 1 d . . . H11 H 0.197(3) 0.038(3) 0.4722(16) 0.039(8) Uiso 1 1 d . . . H12 H 0.272(3) -0.071(3) 0.5928(17) 0.039(9) Uiso 1 1 d . . . H13 H 0.491(2) 0.010(2) 0.6269(15) 0.028(8) Uiso 1 1 d . . . H14 H 0.554(3) 0.168(2) 0.5303(13) 0.023(6) Uiso 1 1 d . . . H15 H 0.465(4) 0.220(3) 0.3975(19) 0.053(10) Uiso 1 1 d . . . H17A H 0.162(3) 0.354(3) 0.3150(18) 0.047(9) Uiso 1 1 d . . . H17B H 0.269(4) 0.402(3) 0.262(2) 0.070(12) Uiso 1 1 d . . . H19A H 0.729(3) 0.226(3) 0.2455(19) 0.049(10) Uiso 1 1 d . . . H19B H 0.670(4) 0.304(3) 0.316(2) 0.073(13) Uiso 1 1 d . . . H19C H 0.806(3) 0.324(3) 0.2922(18) 0.045(10) Uiso 1 1 d . . . H20A H 1.056(3) -0.149(3) 0.3840(18) 0.045(8) Uiso 1 1 d . . . H20B H 1.016(3) -0.122(3) 0.299(2) 0.069(12) Uiso 1 1 d . . . H20C H 1.124(3) -0.034(3) 0.3406(17) 0.051(9) Uiso 1 1 d . . . C21 C 0.2675(5) 0.1762(4) 0.2268(3) 0.0386(10) Uani 0.631(5) 1 d PD A 1 H21A H 0.3131 0.0993 0.2179 0.058 Uiso 0.631(5) 1 calc PR A 1 H21B H 0.2722 0.2269 0.1819 0.058 Uiso 0.631(5) 1 calc PR A 1 H21C H 0.1762 0.1596 0.2388 0.058 Uiso 0.631(5) 1 calc PR A 1 C16 C 0.3300(5) 0.2415(4) 0.2906(2) 0.0366(11) Uani 0.631(5) 1 d PD A 1 H16 H 0.4252 0.2546 0.2826 0.044 Uiso 0.631(5) 1 calc PR A 1 C18 C 0.3135(5) 0.4201(4) 0.3758(3) 0.0450(13) Uani 0.631(5) 1 d PD A 1 H18 H 0.2467 0.4788 0.3945 0.054 Uiso 0.631(5) 1 calc PR A 1 C22 C 0.4426(6) 0.4866(4) 0.3699(3) 0.0522(12) Uani 0.631(5) 1 d PD A 1 H22A H 0.4660 0.5200 0.4188 0.078 Uiso 0.631(5) 1 calc PR A 1 H22B H 0.4348 0.5530 0.3337 0.078 Uiso 0.631(5) 1 calc PR A 1 H22C H 0.5101 0.4297 0.3535 0.078 Uiso 0.631(5) 1 calc PR A 1 C21X C 0.3683(8) 0.1650(7) 0.2331(4) 0.0386(10) Uani 0.37 1 d PD A 2 H21D H 0.3537 0.0775 0.2267 0.058 Uiso 0.369(5) 1 calc PR A 2 H21E H 0.4540 0.1784 0.2556 0.058 Uiso 0.369(5) 1 calc PR A 2 H21F H 0.3648 0.2053 0.1843 0.058 Uiso 0.369(5) 1 calc PR A 2 C16X C 0.2640(8) 0.2174(6) 0.2836(4) 0.0366(11) Uani 0.37 1 d PD A 2 H16X H 0.1761 0.1883 0.2678 0.044 Uiso 0.369(5) 1 calc PR A 2 C18X C 0.3657(8) 0.3849(7) 0.3576(4) 0.0450(13) Uani 0.37 1 d PD A 2 H18X H 0.4553 0.3671 0.3390 0.054 Uiso 0.369(5) 1 calc PR A 2 C22X C 0.3363(10) 0.5179(8) 0.3729(6) 0.0522(12) Uani 0.37 1 d PD A 2 H22D H 0.4028 0.5514 0.4063 0.078 Uiso 0.369(5) 1 calc PR A 2 H22E H 0.2507 0.5250 0.3965 0.078 Uiso 0.369(5) 1 calc PR A 2 H22F H 0.3365 0.5631 0.3258 0.078 Uiso 0.369(5) 1 calc PR A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe 0.01899(15) 0.03399(18) 0.02316(16) 0.00352(17) 0.00065(16) -0.00094(16) O1 0.0198(9) 0.0313(10) 0.0364(11) 0.0009(8) 0.0025(8) -0.0046(7) O2 0.0187(8) 0.0385(11) 0.0330(10) -0.0006(8) 0.0022(8) 0.0043(8) O3 0.119(2) 0.0474(14) 0.0237(12) 0.0017(10) -0.0057(14) 0.0348(15) O4 0.0689(16) 0.0402(12) 0.0608(15) 0.0126(11) -0.0249(13) -0.0001(12) C1 0.0190(12) 0.0302(13) 0.0279(14) -0.0019(11) 0.0006(10) 0.0027(10) C2 0.0246(13) 0.0317(13) 0.0317(13) 0.0032(13) -0.0053(13) 0.0031(10) C3 0.0310(14) 0.0306(13) 0.0413(16) 0.0060(13) -0.0008(14) -0.0030(12) C4 0.0239(14) 0.0377(15) 0.0359(16) -0.0008(13) -0.0056(12) -0.0034(11) C5 0.0229(12) 0.0322(14) 0.0252(13) -0.0010(12) -0.0002(11) 0.0014(10) C6 0.0204(12) 0.0357(14) 0.0250(13) -0.0023(11) 0.0009(10) -0.0002(10) C7 0.0232(14) 0.0389(16) 0.0389(17) -0.0055(14) 0.0051(12) -0.0083(12) C8 0.0251(15) 0.0469(18) 0.0310(15) -0.0044(14) 0.0055(11) -0.0067(13) C9 0.0172(11) 0.0553(17) 0.0341(14) -0.0016(13) 0.0018(13) -0.0014(13) C10 0.0281(13) 0.0384(14) 0.0307(14) 0.0006(14) 0.0061(13) 0.0111(11) C11 0.0207(12) 0.0548(17) 0.0297(16) -0.0005(13) 0.0052(10) 0.0087(13) C12 0.0294(14) 0.0534(19) 0.0292(14) 0.0048(13) 0.0099(12) 0.0014(13) C13 0.0348(13) 0.0461(15) 0.0224(11) -0.0021(12) 0.0008(13) 0.0050(16) C14 0.0278(14) 0.0368(15) 0.0318(15) -0.0043(12) 0.0013(11) 0.0034(11) C15 0.0303(17) 0.065(2) 0.045(2) 0.0215(17) 0.0149(15) 0.0195(16) C17 0.046(2) 0.059(2) 0.0400(19) 0.0190(17) 0.0058(16) 0.0164(17) C19 0.0375(19) 0.043(2) 0.066(3) 0.0118(19) 0.0036(18) -0.0087(17) C20 0.0244(16) 0.064(2) 0.052(2) 0.0089(18) 0.0090(16) 0.0059(16) C21 0.051(3) 0.035(2) 0.029(2) -0.0013(17) -0.001(2) 0.004(2) C16 0.024(2) 0.058(3) 0.0284(19) 0.0041(19) -0.005(2) 0.007(2) C18 0.041(3) 0.030(3) 0.064(3) 0.011(2) -0.006(3) 0.017(2) C22 0.061(3) 0.042(3) 0.053(3) -0.003(2) -0.010(3) 0.002(3) C21X 0.051(3) 0.035(2) 0.029(2) -0.0013(17) -0.001(2) 0.004(2) C16X 0.024(2) 0.058(3) 0.0284(19) 0.0041(19) -0.005(2) 0.007(2) C18X 0.041(3) 0.030(3) 0.064(3) 0.011(2) -0.006(3) 0.017(2) C22X 0.061(3) 0.042(3) 0.053(3) -0.003(2) -0.010(3) 0.002(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe C1 2.029(3) . ? Fe C14 2.030(3) . ? Fe C10 2.035(3) . ? Fe C2 2.038(2) . ? Fe C3 2.039(3) . ? Fe C5 2.042(3) . ? Fe C13 2.042(3) . ? Fe C4 2.042(3) . ? Fe C11 2.044(3) . ? Fe C12 2.048(3) . ? O1 C6 1.408(3) . ? O1 C7 1.443(3) . ? O2 C6 1.414(3) . ? O2 C9 1.447(3) . ? O3 C15 1.375(5) . ? O3 C16X 1.492(7) . ? O3 C16 1.496(5) . ? O4 C15 1.408(4) . ? O4 C18 1.453(5) . ? O4 C18X 1.522(8) . ? C1 C5 1.418(4) . ? C1 C2 1.428(4) . ? C1 C6 1.494(3) . ? C2 C3 1.420(4) . ? C2 H2 0.92(3) . ? C3 C4 1.413(4) . ? C3 H3 0.92(3) . ? C4 C5 1.424(4) . ? C4 H4 0.97(3) . ? C5 H5 0.91(3) . ? C6 H6 1.01(2) . ? C7 C19 1.508(5) . ? C7 C8 1.520(4) . ? C7 H7 0.97(3) . ? C8 C9 1.509(4) . ? C8 H8A 0.99(3) . ? C8 H8B 1.01(3) . ? C9 C20 1.510(4) . ? C9 H9 1.01(3) . ? C10 C11 1.420(4) . ? C10 C14 1.428(4) . ? C10 C15 1.481(4) . ? C11 C12 1.413(4) . ? C11 H11 0.96(3) . ? C12 C13 1.426(4) . ? C12 H12 0.93(3) . ? C13 C14 1.412(4) . ? C13 H13 0.94(3) . ? C14 H14 0.94(3) . ? C15 H15 0.93(4) . ? C17 C18X 1.474(8) . ? C17 C16 1.491(5) . ? C17 C18 1.545(6) . ? C17 C16X 1.589(8) . ? C17 H17A 1.02(3) . ? C17 H17B 0.92(4) . ? C19 H19A 1.02(3) . ? C19 H19B 0.94(4) . ? C19 H19C 0.89(3) . ? C20 H20A 0.97(3) . ? C20 H20B 1.03(4) . ? C20 H20C 0.99(3) . ? C21 C16 1.495(6) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C16 H16 1.0000 . ? C18 C22 1.519(7) . ? C18 H18 1.0000 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C21X C16X 1.516(8) . ? C21X H21D 0.9800 . ? C21X H21E 0.9800 . ? C21X H21F 0.9800 . ? C16X H16X 1.0000 . ? C18X C22X 1.518(8) . ? C18X H18X 1.0000 . ? C22X H22D 0.9800 . ? C22X H22E 0.9800 . ? C22X H22F 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 C1 Fe C14 107.01(11) . . ? C1 Fe C10 117.86(11) . . ? C14 Fe C10 41.15(11) . . ? C1 Fe C2 41.10(11) . . ? C14 Fe C2 119.23(11) . . ? C10 Fe C2 153.20(10) . . ? C1 Fe C3 69.05(11) . . ? C14 Fe C3 153.84(11) . . ? C10 Fe C3 164.04(11) . . ? C2 Fe C3 40.78(10) . . ? C1 Fe C5 40.75(10) . . ? C14 Fe C5 126.09(11) . . ? C10 Fe C5 106.40(12) . . ? C2 Fe C5 68.61(12) . . ? C3 Fe C5 68.72(12) . . ? C1 Fe C13 126.82(12) . . ? C14 Fe C13 40.59(11) . . ? C10 Fe C13 68.87(12) . . ? C2 Fe C13 108.37(13) . . ? C3 Fe C13 119.91(12) . . ? C5 Fe C13 164.11(11) . . ? C1 Fe C4 68.65(11) . . ? C14 Fe C4 164.09(11) . . ? C10 Fe C4 126.09(12) . . ? C2 Fe C4 68.27(11) . . ? C3 Fe C4 40.53(11) . . ? C5 Fe C4 40.82(11) . . ? C13 Fe C4 154.03(12) . . ? C1 Fe C11 152.53(11) . . ? C14 Fe C11 68.50(12) . . ? C10 Fe C11 40.75(11) . . ? C2 Fe C11 165.04(11) . . ? C3 Fe C11 127.03(12) . . ? C5 Fe C11 118.61(10) . . ? C13 Fe C11 68.38(12) . . ? C4 Fe C11 107.85(12) . . ? C1 Fe C12 165.29(11) . . ? C14 Fe C12 68.44(12) . . ? C10 Fe C12 68.59(12) . . ? C2 Fe C12 127.75(12) . . ? C3 Fe C12 108.48(13) . . ? C5 Fe C12 153.16(11) . . ? C13 Fe C12 40.81(12) . . ? C4 Fe C12 119.55(12) . . ? C11 Fe C12 40.40(11) . . ? C6 O1 C7 110.6(2) . . ? C6 O2 C9 110.45(19) . . ? C15 O3 C16X 127.2(4) . . ? C15 O3 C16 102.6(3) . . ? C16X O3 C16 28.6(3) . . ? C15 O4 C18 120.7(3) . . ? C15 O4 C18X 94.6(4) . . ? C18 O4 C18X 28.6(3) . . ? C5 C1 C2 107.8(2) . . ? C5 C1 C6 126.7(2) . . ? C2 C1 C6 125.4(2) . . ? C5 C1 Fe 70.12(14) . . ? C2 C1 Fe 69.78(14) . . ? C6 C1 Fe 124.65(18) . . ? C3 C2 C1 108.1(2) . . ? C3 C2 Fe 69.63(14) . . ? C1 C2 Fe 69.12(14) . . ? C3 C2 H2 124.1(16) . . ? C1 C2 H2 127.7(16) . . ? Fe C2 H2 123.6(16) . . ? C4 C3 C2 107.8(3) . . ? C4 C3 Fe 69.85(16) . . ? C2 C3 Fe 69.58(14) . . ? C4 C3 H3 127.4(18) . . ? C2 C3 H3 124.8(18) . . ? Fe C3 H3 124.3(17) . . ? C3 C4 C5 108.5(2) . . ? C3 C4 Fe 69.62(16) . . ? C5 C4 Fe 69.61(16) . . ? C3 C4 H4 126.1(18) . . ? C5 C4 H4 125.0(17) . . ? Fe C4 H4 120.6(18) . . ? C1 C5 C4 107.8(2) . . ? C1 C5 Fe 69.13(14) . . ? C4 C5 Fe 69.57(16) . . ? C1 C5 H5 123.1(16) . . ? C4 C5 H5 129.1(16) . . ? Fe C5 H5 123.9(16) . . ? O1 C6 O2 111.1(2) . . ? O1 C6 C1 108.3(2) . . ? O2 C6 C1 108.7(2) . . ? O1 C6 H6 109.8(14) . . ? O2 C6 H6 107.2(14) . . ? C1 C6 H6 111.9(14) . . ? O1 C7 C19 106.9(3) . . ? O1 C7 C8 109.0(2) . . ? C19 C7 C8 112.9(3) . . ? O1 C7 H7 106.6(15) . . ? C19 C7 H7 112.1(15) . . ? C8 C7 H7 109.1(16) . . ? C9 C8 C7 111.7(2) . . ? C9 C8 H8A 110.8(15) . . ? C7 C8 H8A 109.5(15) . . ? C9 C8 H8B 104.9(17) . . ? C7 C8 H8B 112.3(17) . . ? H8A C8 H8B 108(2) . . ? O2 C9 C8 109.9(2) . . ? O2 C9 C20 106.5(2) . . ? C8 C9 C20 113.0(3) . . ? O2 C9 H9 107.7(17) . . ? C8 C9 H9 108.4(17) . . ? C20 C9 H9 111.2(17) . . ? C11 C10 C14 107.2(2) . . ? C11 C10 C15 126.9(3) . . ? C14 C10 C15 125.9(3) . . ? C11 C10 Fe 69.98(16) . . ? C14 C10 Fe 69.23(15) . . ? C15 C10 Fe 125.9(2) . . ? C12 C11 C10 108.6(3) . . ? C12 C11 Fe 69.94(15) . . ? C10 C11 Fe 69.27(14) . . ? C12 C11 H11 127.8(18) . . ? C10 C11 H11 123.5(18) . . ? Fe C11 H11 123.2(17) . . ? C11 C12 C13 108.0(3) . . ? C11 C12 Fe 69.66(15) . . ? C13 C12 Fe 69.39(15) . . ? C11 C12 H12 129.4(19) . . ? C13 C12 H12 122.4(19) . . ? Fe C12 H12 121.5(18) . . ? C14 C13 C12 107.8(2) . . ? C14 C13 Fe 69.22(15) . . ? C12 C13 Fe 69.79(16) . . ? C14 C13 H13 124.6(16) . . ? C12 C13 H13 127.6(16) . . ? Fe C13 H13 124.9(16) . . ? C13 C14 C10 108.5(2) . . ? C13 C14 Fe 70.19(16) . . ? C10 C14 Fe 69.61(16) . . ? C13 C14 H14 128.7(15) . . ? C10 C14 H14 122.7(15) . . ? Fe C14 H14 129.5(15) . . ? O3 C15 O4 110.6(3) . . ? O3 C15 C10 110.1(3) . . ? O4 C15 C10 108.5(3) . . ? O3 C15 H15 113(2) . . ? O4 C15 H15 107(2) . . ? C10 C15 H15 107(2) . . ? C18X C17 C16 85.6(4) . . ? C18X C17 C18 28.1(3) . . ? C16 C17 C18 110.3(3) . . ? C18X C17 C16X 109.3(4) . . ? C16 C17 C16X 27.5(3) . . ? C18 C17 C16X 128.3(4) . . ? C18X C17 H17A 128.9(19) . . ? C16 C17 H17A 118.7(19) . . ? C18 C17 H17A 103.3(18) . . ? C16X C17 H17A 92.2(18) . . ? C18X C17 H17B 110(2) . . ? C16 C17 H17B 104(2) . . ? C18 C17 H17B 115(2) . . ? C16X C17 H17B 107(2) . . ? H17A C17 H17B 106(3) . . ? C7 C19 H19A 110.4(19) . . ? C7 C19 H19B 107(2) . . ? H19A C19 H19B 114(3) . . ? C7 C19 H19C 109(2) . . ? H19A C19 H19C 111(3) . . ? H19B C19 H19C 106(3) . . ? C9 C20 H20A 107(2) . . ? C9 C20 H20B 111(2) . . ? H20A C20 H20B 107(3) . . ? C9 C20 H20C 108.9(19) . . ? H20A C20 H20C 114(3) . . ? H20B C20 H20C 110(3) . . ? C16 C21 H21A 109.5 . . ? C16 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C16 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C17 C16 C21 109.5(4) . . ? C17 C16 O3 106.9(3) . . ? C21 C16 O3 103.0(4) . . ? C17 C16 H16 112.3 . . ? C21 C16 H16 112.3 . . ? O3 C16 H16 112.3 . . ? O4 C18 C22 107.2(4) . . ? O4 C18 C17 106.3(3) . . ? C22 C18 C17 118.3(4) . . ? O4 C18 H18 108.2 . . ? C22 C18 H18 108.2 . . ? C17 C18 H18 108.2 . . ? C18 C22 H22A 109.5 . . ? C18 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C18 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C16X C21X H21D 109.5 . . ? C16X C21X H21E 109.5 . . ? H21D C21X H21E 109.5 . . ? C16X C21X H21F 109.5 . . ? H21D C21X H21F 109.5 . . ? H21E C21X H21F 109.5 . . ? O3 C16X C21X 99.3(5) . . ? O3 C16X C17 102.3(4) . . ? C21X C16X C17 122.4(6) . . ? O3 C16X H16X 110.5 . . ? C21X C16X H16X 110.5 . . ? C17 C16X H16X 110.5 . . ? C17 C18X C22X 99.4(6) . . ? C17 C18X O4 106.5(5) . . ? C22X C18X O4 102.2(7) . . ? C17 C18X H18X 115.5 . . ? C22X C18X H18X 115.6 . . ? O4 C18X H18X 115.6 . . ? C18X C22X H22D 109.5 . . ? C18X C22X H22E 109.5 . . ? H22D C22X H22E 109.5 . . ? C18X C22X H22F 109.5 . . ? H22D C22X H22F 109.5 . . ? H22E C22X H22F 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C14 Fe C1 C5 -126.06(16) . . . . ? C10 Fe C1 C5 -82.86(18) . . . . ? C2 Fe C1 C5 118.7(2) . . . . ? C3 Fe C1 C5 81.32(17) . . . . ? C13 Fe C1 C5 -166.33(16) . . . . ? C4 Fe C1 C5 37.72(16) . . . . ? C11 Fe C1 C5 -50.1(3) . . . . ? C12 Fe C1 C5 164.3(4) . . . . ? C14 Fe C1 C2 115.22(16) . . . . ? C10 Fe C1 C2 158.43(16) . . . . ? C3 Fe C1 C2 -37.40(16) . . . . ? C5 Fe C1 C2 -118.7(2) . . . . ? C13 Fe C1 C2 74.95(19) . . . . ? C4 Fe C1 C2 -81.00(17) . . . . ? C11 Fe C1 C2 -168.8(2) . . . . ? C12 Fe C1 C2 45.6(5) . . . . ? C14 Fe C1 C6 -4.5(2) . . . . ? C10 Fe C1 C6 38.7(3) . . . . ? C2 Fe C1 C6 -119.7(3) . . . . ? C3 Fe C1 C6 -157.1(2) . . . . ? C5 Fe C1 C6 121.5(3) . . . . ? C13 Fe C1 C6 -44.8(3) . . . . ? C4 Fe C1 C6 159.3(2) . . . . ? C11 Fe C1 C6 71.4(3) . . . . ? C12 Fe C1 C6 -74.1(5) . . . . ? C5 C1 C2 C3 -1.1(3) . . . . ? C6 C1 C2 C3 177.7(2) . . . . ? Fe C1 C2 C3 58.91(19) . . . . ? C5 C1 C2 Fe -60.05(18) . . . . ? C6 C1 C2 Fe 118.8(3) . . . . ? C1 Fe C2 C3 -119.7(2) . . . . ? C14 Fe C2 C3 157.82(18) . . . . ? C10 Fe C2 C3 -165.9(2) . . . . ? C5 Fe C2 C3 -81.80(19) . . . . ? C13 Fe C2 C3 114.80(19) . . . . ? C4 Fe C2 C3 -37.76(18) . . . . ? C11 Fe C2 C3 40.0(5) . . . . ? C12 Fe C2 C3 73.5(2) . . . . ? C14 Fe C2 C1 -82.44(18) . . . . ? C10 Fe C2 C1 -46.1(3) . . . . ? C3 Fe C2 C1 119.7(2) . . . . ? C5 Fe C2 C1 37.94(15) . . . . ? C13 Fe C2 C1 -125.46(16) . . . . ? C4 Fe C2 C1 81.99(17) . . . . ? C11 Fe C2 C1 159.7(4) . . . . ? C12 Fe C2 C1 -166.74(17) . . . . ? C1 C2 C3 C4 1.1(3) . . . . ? Fe C2 C3 C4 59.6(2) . . . . ? C1 C2 C3 Fe -58.59(19) . . . . ? C1 Fe C3 C4 -81.25(18) . . . . ? C14 Fe C3 C4 -167.3(2) . . . . ? C10 Fe C3 C4 37.5(5) . . . . ? C2 Fe C3 C4 -118.9(3) . . . . ? C5 Fe C3 C4 -37.42(16) . . . . ? C13 Fe C3 C4 157.41(17) . . . . ? C11 Fe C3 C4 73.1(2) . . . . ? C12 Fe C3 C4 114.15(18) . . . . ? C1 Fe C3 C2 37.67(17) . . . . ? C14 Fe C3 C2 -48.4(3) . . . . ? C10 Fe C3 C2 156.4(4) . . . . ? C5 Fe C3 C2 81.50(19) . . . . ? C13 Fe C3 C2 -83.7(2) . . . . ? C4 Fe C3 C2 118.9(3) . . . . ? C11 Fe C3 C2 -168.01(17) . . . . ? C12 Fe C3 C2 -126.92(19) . . . . ? C2 C3 C4 C5 -0.6(3) . . . . ? Fe C3 C4 C5 58.9(2) . . . . ? C2 C3 C4 Fe -59.47(19) . . . . ? C1 Fe C4 C3 82.32(18) . . . . ? C14 Fe C4 C3 159.3(4) . . . . ? C10 Fe C4 C3 -168.05(16) . . . . ? C2 Fe C4 C3 37.98(17) . . . . ? C5 Fe C4 C3 120.0(2) . . . . ? C13 Fe C4 C3 -49.5(3) . . . . ? C11 Fe C4 C3 -126.65(17) . . . . ? C12 Fe C4 C3 -84.13(19) . . . . ? C1 Fe C4 C5 -37.66(15) . . . . ? C14 Fe C4 C5 39.3(5) . . . . ? C10 Fe C4 C5 71.98(19) . . . . ? C2 Fe C4 C5 -81.99(17) . . . . ? C3 Fe C4 C5 -120.0(2) . . . . ? C13 Fe C4 C5 -169.5(2) . . . . ? C11 Fe C4 C5 113.38(16) . . . . ? C12 Fe C4 C5 155.89(16) . . . . ? C2 C1 C5 C4 0.8(3) . . . . ? C6 C1 C5 C4 -178.0(3) . . . . ? Fe C1 C5 C4 -59.05(19) . . . . ? C2 C1 C5 Fe 59.84(18) . . . . ? C6 C1 C5 Fe -119.0(3) . . . . ? C3 C4 C5 C1 -0.1(3) . . . . ? Fe C4 C5 C1 58.77(18) . . . . ? C3 C4 C5 Fe -58.9(2) . . . . ? C14 Fe C5 C1 73.06(19) . . . . ? C10 Fe C5 C1 113.88(16) . . . . ? C2 Fe C5 C1 -38.25(15) . . . . ? C3 Fe C5 C1 -82.19(17) . . . . ? C13 Fe C5 C1 43.7(5) . . . . ? C4 Fe C5 C1 -119.4(2) . . . . ? C11 Fe C5 C1 156.23(16) . . . . ? C12 Fe C5 C1 -171.3(2) . . . . ? C1 Fe C5 C4 119.4(2) . . . . ? C14 Fe C5 C4 -167.59(16) . . . . ? C10 Fe C5 C4 -126.77(16) . . . . ? C2 Fe C5 C4 81.10(17) . . . . ? C3 Fe C5 C4 37.17(16) . . . . ? C13 Fe C5 C4 163.0(4) . . . . ? C11 Fe C5 C4 -84.42(19) . . . . ? C12 Fe C5 C4 -51.9(3) . . . . ? C7 O1 C6 O2 -65.3(3) . . . . ? C7 O1 C6 C1 175.4(2) . . . . ? C9 O2 C6 O1 64.0(3) . . . . ? C9 O2 C6 C1 -177.0(2) . . . . ? C5 C1 C6 O1 13.8(4) . . . . ? C2 C1 C6 O1 -164.8(2) . . . . ? Fe C1 C6 O1 -76.2(3) . . . . ? C5 C1 C6 O2 -107.0(3) . . . . ? C2 C1 C6 O2 74.4(3) . . . . ? Fe C1 C6 O2 163.05(17) . . . . ? C6 O1 C7 C19 179.7(3) . . . . ? C6 O1 C7 C8 57.4(3) . . . . ? O1 C7 C8 C9 -50.8(3) . . . . ? C19 C7 C8 C9 -169.4(3) . . . . ? C6 O2 C9 C8 -55.7(3) . . . . ? C6 O2 C9 C20 -178.5(2) . . . . ? C7 C8 C9 O2 50.2(3) . . . . ? C7 C8 C9 C20 169.0(3) . . . . ? C1 Fe C10 C11 157.51(15) . . . . ? C14 Fe C10 C11 -118.3(2) . . . . ? C2 Fe C10 C11 -170.1(2) . . . . ? C3 Fe C10 C11 45.3(5) . . . . ? C5 Fe C10 C11 115.04(17) . . . . ? C13 Fe C10 C11 -80.99(18) . . . . ? C4 Fe C10 C11 74.7(2) . . . . ? C12 Fe C10 C11 -37.05(17) . . . . ? C1 Fe C10 C14 -84.14(18) . . . . ? C2 Fe C10 C14 -51.7(3) . . . . ? C3 Fe C10 C14 163.7(4) . . . . ? C5 Fe C10 C14 -126.61(16) . . . . ? C13 Fe C10 C14 37.36(16) . . . . ? C4 Fe C10 C14 -167.00(16) . . . . ? C11 Fe C10 C14 118.3(2) . . . . ? C12 Fe C10 C14 81.30(17) . . . . ? C1 Fe C10 C15 35.8(3) . . . . ? C14 Fe C10 C15 120.0(3) . . . . ? C2 Fe C10 C15 68.2(4) . . . . ? C3 Fe C10 C15 -76.4(5) . . . . ? C5 Fe C10 C15 -6.7(3) . . . . ? C13 Fe C10 C15 157.3(3) . . . . ? C4 Fe C10 C15 -47.0(3) . . . . ? C11 Fe C10 C15 -121.7(3) . . . . ? C12 Fe C10 C15 -158.7(3) . . . . ? C14 C10 C11 C12 -0.4(3) . . . . ? C15 C10 C11 C12 179.4(3) . . . . ? Fe C10 C11 C12 59.1(2) . . . . ? C14 C10 C11 Fe -59.48(18) . . . . ? C15 C10 C11 Fe 120.4(3) . . . . ? C1 Fe C11 C12 -167.2(2) . . . . ? C14 Fe C11 C12 -81.57(19) . . . . ? C10 Fe C11 C12 -120.1(3) . . . . ? C2 Fe C11 C12 42.4(5) . . . . ? C3 Fe C11 C12 74.1(2) . . . . ? C5 Fe C11 C12 158.01(18) . . . . ? C13 Fe C11 C12 -37.78(18) . . . . ? C4 Fe C11 C12 114.89(19) . . . . ? C1 Fe C11 C10 -47.1(3) . . . . ? C14 Fe C11 C10 38.50(17) . . . . ? C2 Fe C11 C10 162.5(4) . . . . ? C3 Fe C11 C10 -165.82(18) . . . . ? C5 Fe C11 C10 -81.9(2) . . . . ? C13 Fe C11 C10 82.29(19) . . . . ? C4 Fe C11 C10 -125.04(18) . . . . ? C12 Fe C11 C10 120.1(3) . . . . ? C10 C11 C12 C13 0.4(3) . . . . ? Fe C11 C12 C13 59.0(2) . . . . ? C10 C11 C12 Fe -58.65(19) . . . . ? C1 Fe C12 C11 156.3(4) . . . . ? C14 Fe C12 C11 81.74(19) . . . . ? C10 Fe C12 C11 37.36(18) . . . . ? C2 Fe C12 C11 -167.28(17) . . . . ? C3 Fe C12 C11 -125.95(19) . . . . ? C5 Fe C12 C11 -46.7(3) . . . . ? C13 Fe C12 C11 119.4(3) . . . . ? C4 Fe C12 C11 -83.0(2) . . . . ? C1 Fe C12 C13 36.9(6) . . . . ? C14 Fe C12 C13 -37.65(17) . . . . ? C10 Fe C12 C13 -82.03(19) . . . . ? C2 Fe C12 C13 73.3(2) . . . . ? C3 Fe C12 C13 114.66(18) . . . . ? C5 Fe C12 C13 -166.1(2) . . . . ? C4 Fe C12 C13 157.64(17) . . . . ? C11 Fe C12 C13 -119.4(3) . . . . ? C11 C12 C13 C14 -0.2(3) . . . . ? Fe C12 C13 C14 59.01(19) . . . . ? C11 C12 C13 Fe -59.2(2) . . . . ? C1 Fe C13 C14 71.8(2) . . . . ? C10 Fe C13 C14 -37.86(16) . . . . ? C2 Fe C13 C14 113.78(17) . . . . ? C3 Fe C13 C14 156.94(16) . . . . ? C5 Fe C13 C14 37.5(5) . . . . ? C4 Fe C13 C14 -168.3(2) . . . . ? C11 Fe C13 C14 -81.77(18) . . . . ? C12 Fe C13 C14 -119.2(2) . . . . ? C1 Fe C13 C12 -169.02(17) . . . . ? C14 Fe C13 C12 119.2(2) . . . . ? C10 Fe C13 C12 81.31(19) . . . . ? C2 Fe C13 C12 -127.04(17) . . . . ? C3 Fe C13 C12 -83.9(2) . . . . ? C5 Fe C13 C12 156.7(4) . . . . ? C4 Fe C13 C12 -49.1(3) . . . . ? C11 Fe C13 C12 37.41(17) . . . . ? C12 C13 C14 C10 -0.1(3) . . . . ? Fe C13 C14 C10 59.28(19) . . . . ? C12 C13 C14 Fe -59.37(19) . . . . ? C11 C10 C14 C13 0.3(3) . . . . ? C15 C10 C14 C13 -179.6(3) . . . . ? Fe C10 C14 C13 -59.64(19) . . . . ? C11 C10 C14 Fe 59.95(19) . . . . ? C15 C10 C14 Fe -119.9(3) . . . . ? C1 Fe C14 C13 -127.32(17) . . . . ? C10 Fe C14 C13 119.6(2) . . . . ? C2 Fe C14 C13 -84.4(2) . . . . ? C3 Fe C14 C13 -50.4(3) . . . . ? C5 Fe C14 C13 -168.09(17) . . . . ? C4 Fe C14 C13 161.1(4) . . . . ? C11 Fe C14 C13 81.43(18) . . . . ? C12 Fe C14 C13 37.85(17) . . . . ? C1 Fe C14 C10 113.12(16) . . . . ? C2 Fe C14 C10 156.08(16) . . . . ? C3 Fe C14 C10 -169.9(2) . . . . ? C5 Fe C14 C10 72.35(19) . . . . ? C13 Fe C14 C10 -119.6(2) . . . . ? C4 Fe C14 C10 41.5(5) . . . . ? C11 Fe C14 C10 -38.13(15) . . . . ? C12 Fe C14 C10 -81.70(17) . . . . ? C16X O3 C15 O4 50.9(5) . . . . ? C16 O3 C15 O4 67.2(3) . . . . ? C16X O3 C15 C10 170.8(4) . . . . ? C16 O3 C15 C10 -172.9(3) . . . . ? C18 O4 C15 O3 -56.0(4) . . . . ? C18X O4 C15 O3 -68.2(4) . . . . ? C18 O4 C15 C10 -176.8(3) . . . . ? C18X O4 C15 C10 171.0(4) . . . . ? C11 C10 C15 O3 -29.0(4) . . . . ? C14 C10 C15 O3 150.8(3) . . . . ? Fe C10 C15 O3 61.8(3) . . . . ? C11 C10 C15 O4 92.2(4) . . . . ? C14 C10 C15 O4 -88.0(3) . . . . ? Fe C10 C15 O4 -177.0(2) . . . . ? C18X C17 C16 C21 -172.0(5) . . . . ? C18 C17 C16 C21 174.3(4) . . . . ? C16X C17 C16 C21 38.3(6) . . . . ? C18X C17 C16 O3 77.1(4) . . . . ? C18 C17 C16 O3 63.4(4) . . . . ? C16X C17 C16 O3 -72.6(6) . . . . ? C15 O3 C16 C17 -73.7(4) . . . . ? C16X O3 C16 C17 78.5(6) . . . . ? C15 O3 C16 C21 170.9(3) . . . . ? C16X O3 C16 C21 -36.9(6) . . . . ? C15 O4 C18 C22 -86.9(5) . . . . ? C18X O4 C18 C22 -60.8(7) . . . . ? C15 O4 C18 C17 40.4(5) . . . . ? C18X O4 C18 C17 66.6(7) . . . . ? C18X C17 C18 O4 -73.9(7) . . . . ? C16 C17 C18 O4 -43.9(5) . . . . ? C16X C17 C18 O4 -19.7(7) . . . . ? C18X C17 C18 C22 46.6(7) . . . . ? C16 C17 C18 C22 76.6(5) . . . . ? C16X C17 C18 C22 100.8(6) . . . . ? C15 O3 C16X C21X 96.8(6) . . . . ? C16 O3 C16X C21X 62.0(7) . . . . ? C15 O3 C16X C17 -29.4(7) . . . . ? C16 O3 C16X C17 -64.3(6) . . . . ? C18X C17 C16X O3 37.3(6) . . . . ? C16 C17 C16X O3 69.5(6) . . . . ? C18 C17 C16X O3 13.4(7) . . . . ? C18X C17 C16X C21X -72.1(8) . . . . ? C16 C17 C16X C21X -39.9(7) . . . . ? C18 C17 C16X C21X -96.1(7) . . . . ? C16 C17 C18X C22X 168.8(6) . . . . ? C18 C17 C18X C22X -39.3(7) . . . . ? C16X C17 C18X C22X -176.9(6) . . . . ? C16 C17 C18X O4 -85.4(5) . . . . ? C18 C17 C18X O4 66.6(7) . . . . ? C16X C17 C18X O4 -71.0(6) . . . . ? C15 O4 C18X C17 83.5(5) . . . . ? C18 O4 C18X C17 -74.2(7) . . . . ? C15 O4 C18X C22X -172.7(6) . . . . ? C18 O4 C18X C22X 29.6(6) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 28.31 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.474 _refine_diff_density_min -0.407 _refine_diff_density_rms 0.055 data_CH10 _database_code_CSD 208192 _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1,1ï-bis(1,3-dithiane-2-yl)-ferrocene ; _chemical_name_common 1,1ï-bis(1,3-dithiane-2-yl)-ferrocene _chemical_formula_moiety ? _chemical_formula_sum 'C18 H22 Fe S4' _chemical_formula_weight 422.45 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M Cc 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' _cell_length_a 12.203(2) _cell_length_b 18.686(4) _cell_length_c 9.861(2) _cell_angle_alpha 90.00 _cell_angle_beta 125.43(3) _cell_angle_gamma 90.00 _cell_volume 1832.2(6) _cell_formula_units_Z 4 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.531 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 880 _exptl_absorpt_coefficient_mu 1.275 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4479 _diffrn_reflns_av_R_equivalents 0.0181 _diffrn_reflns_av_sigmaI/netI 0.0354 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.18 _diffrn_reflns_theta_max 28.30 _reflns_number_total 4467 _reflns_number_gt 4263 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0150P)^2^+3.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00099(16) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.435(12) _refine_ls_number_reflns 4467 _refine_ls_number_parameters 297 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0324 _refine_ls_R_factor_gt 0.0290 _refine_ls_wR_factor_ref 0.0623 _refine_ls_wR_factor_gt 0.0612 _refine_ls_goodness_of_fit_ref 1.080 _refine_ls_restrained_S_all 1.080 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe Fe 0.03003(3) 0.365512(17) 0.92820(3) 0.01347(8) Uani 1 d . . . S1 S 0.28966(6) 0.37450(3) 0.72265(7) 0.01658(13) Uani 1 d . . . S2 S 0.04938(7) 0.27890(3) 0.61433(8) 0.02060(14) Uani 1 d . . . S3 S -0.17515(7) 0.52755(4) 0.86933(9) 0.02607(16) Uani 1 d . . . S4 S -0.41551(7) 0.42951(4) 0.71213(10) 0.03159(18) Uani 1 d . . . C1 C 0.1456(2) 0.38588(13) 0.8444(3) 0.0137(5) Uani 1 d . . . C2 C 0.1078(2) 0.45130(13) 0.8825(3) 0.0169(5) Uani 1 d . . . C3 C 0.1576(3) 0.44907(14) 1.0532(3) 0.0188(5) Uani 1 d . . . C4 C 0.2269(2) 0.38316(14) 1.1218(3) 0.0189(5) Uani 1 d . . . C5 C 0.2188(2) 0.34411(14) 0.9923(3) 0.0159(5) Uani 1 d . . . C6 C 0.1240(3) 0.36709(13) 0.6829(3) 0.0149(5) Uani 1 d . . . C7 C 0.2496(3) 0.34775(16) 0.5219(3) 0.0214(5) Uani 1 d . . . C8 C 0.1891(3) 0.27376(16) 0.4693(4) 0.0242(6) Uani 1 d . . . C9 C 0.0500(3) 0.26994(17) 0.4323(4) 0.0259(6) Uani 1 d . . . C10 C -0.1704(2) 0.38288(13) 0.8242(3) 0.0163(5) Uani 1 d . . . C11 C -0.1553(2) 0.32747(13) 0.7361(3) 0.0173(5) Uani 1 d . . . C12 C -0.0774(3) 0.27180(14) 0.8509(3) 0.0201(5) Uani 1 d . . . C13 C -0.0449(3) 0.29243(14) 1.0089(3) 0.0201(5) Uani 1 d . . . C14 C -0.1021(3) 0.36072(14) 0.9930(3) 0.0184(5) Uani 1 d . . . C15 C -0.2555(2) 0.44821(14) 0.7438(3) 0.0181(5) Uani 1 d . . . C16 C -0.3044(3) 0.59282(15) 0.7360(4) 0.0283(6) Uani 1 d . . . C17 C -0.4400(3) 0.57875(16) 0.7042(4) 0.0289(6) Uani 1 d . . . C18 C -0.5069(3) 0.51067(17) 0.6056(5) 0.0344(7) Uani 1 d . . . H2 H 0.058(3) 0.4886(15) 0.812(3) 0.014(7) Uiso 1 d . . . H3 H 0.145(3) 0.4822(16) 1.111(4) 0.018(7) Uiso 1 d . . . H4 H 0.266(3) 0.3666(15) 1.234(4) 0.018(7) Uiso 1 d . . . H5 H 0.256(3) 0.2960(16) 1.009(4) 0.017(7) Uiso 1 d . . . H6 H 0.067(3) 0.3990(16) 0.596(4) 0.020(7) Uiso 1 d . . . H7A H 0.017(3) 0.2240(16) 0.390(4) 0.020(7) Uiso 1 d . . . H7B H -0.007(4) 0.3039(19) 0.353(4) 0.038(10) Uiso 1 d . . . H8A H 0.249(4) 0.2385(17) 0.551(4) 0.027(8) Uiso 1 d . . . H8B H 0.183(4) 0.2619(18) 0.370(4) 0.038(10) Uiso 1 d . . . H9A H 0.329(4) 0.3473(17) 0.538(4) 0.025(9) Uiso 1 d . . . H9B H 0.192(3) 0.3854(17) 0.439(4) 0.027(8) Uiso 1 d . . . H11 H -0.196(3) 0.3303(16) 0.613(4) 0.021(7) Uiso 1 d . . . H12 H -0.051(3) 0.2271(16) 0.826(3) 0.016(7) Uiso 1 d . . . H13 H 0.010(3) 0.2638(18) 1.110(4) 0.033(9) Uiso 1 d . . . H14 H -0.093(3) 0.3839(16) 1.081(4) 0.019(7) Uiso 1 d . . . H15 H -0.272(3) 0.4593(16) 0.634(4) 0.022(8) Uiso 1 d . . . H16A H -0.270(4) 0.6368(19) 0.801(5) 0.035(10) Uiso 1 d . . . H16B H -0.316(4) 0.5941(19) 0.628(5) 0.037(10) Uiso 1 d . . . H17A H -0.499(3) 0.6174(17) 0.641(4) 0.022(8) Uiso 1 d . . . H17B H -0.430(3) 0.5754(18) 0.802(4) 0.030(9) Uiso 1 d . . . H18A H -0.599(4) 0.505(2) 0.588(5) 0.044(10) Uiso 1 d . . . H18B H -0.518(4) 0.5141(19) 0.499(5) 0.041(10) Uiso 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe 0.01032(16) 0.01316(15) 0.01717(16) -0.00009(13) 0.00810(13) -0.00055(13) S1 0.0112(3) 0.0195(3) 0.0188(3) -0.0008(2) 0.0086(2) -0.0006(2) S2 0.0218(3) 0.0193(3) 0.0265(3) -0.0074(2) 0.0173(3) -0.0072(2) S3 0.0129(3) 0.0190(3) 0.0344(4) -0.0068(3) 0.0069(3) 0.0002(3) S4 0.0127(3) 0.0240(3) 0.0528(5) 0.0060(3) 0.0160(3) 0.0006(3) C1 0.0090(11) 0.0124(11) 0.0195(12) -0.0007(9) 0.0081(9) -0.0006(9) C2 0.0133(12) 0.0131(12) 0.0265(13) -0.0009(10) 0.0128(11) -0.0017(9) C3 0.0166(13) 0.0175(12) 0.0264(13) -0.0095(10) 0.0148(11) -0.0063(10) C4 0.0116(12) 0.0253(13) 0.0184(12) -0.0032(10) 0.0079(10) -0.0019(10) C5 0.0099(11) 0.0160(12) 0.0209(12) 0.0001(10) 0.0084(10) 0.0011(10) C6 0.0116(11) 0.0148(12) 0.0191(12) 0.0020(9) 0.0094(10) 0.0016(9) C7 0.0141(13) 0.0332(15) 0.0202(13) -0.0001(11) 0.0118(11) 0.0001(11) C8 0.0183(14) 0.0328(15) 0.0225(13) -0.0069(11) 0.0123(12) -0.0013(11) C9 0.0188(14) 0.0350(15) 0.0262(13) -0.0131(13) 0.0143(12) -0.0083(12) C10 0.0104(11) 0.0156(11) 0.0222(12) 0.0003(10) 0.0091(10) -0.0014(9) C11 0.0097(11) 0.0186(12) 0.0210(12) -0.0015(9) 0.0074(10) -0.0031(9) C12 0.0151(12) 0.0149(12) 0.0287(14) -0.0013(10) 0.0117(11) -0.0042(10) C13 0.0162(12) 0.0212(13) 0.0251(13) 0.0054(11) 0.0131(11) -0.0032(10) C14 0.0153(12) 0.0239(13) 0.0198(12) 0.0001(10) 0.0124(11) -0.0016(10) C15 0.0128(12) 0.0194(12) 0.0205(12) -0.0004(10) 0.0088(10) -0.0010(10) C16 0.0191(14) 0.0197(14) 0.0410(17) -0.0005(12) 0.0145(13) 0.0023(11) C17 0.0184(15) 0.0259(15) 0.0411(17) 0.0041(13) 0.0165(14) 0.0076(11) C18 0.0135(14) 0.0276(15) 0.049(2) 0.0038(14) 0.0108(14) 0.0044(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe C3 2.038(3) . ? Fe C1 2.042(2) . ? Fe C2 2.042(2) . ? Fe C13 2.044(2) . ? Fe C5 2.045(3) . ? Fe C12 2.051(3) . ? Fe C4 2.051(3) . ? Fe C14 2.053(3) . ? Fe C10 2.057(3) . ? Fe C11 2.059(3) . ? S1 C7 1.813(3) . ? S1 C6 1.828(3) . ? S2 C9 1.807(3) . ? S2 C6 1.813(3) . ? S3 C15 1.812(3) . ? S3 C16 1.816(3) . ? S4 C18 1.814(3) . ? S4 C15 1.823(3) . ? C1 C5 1.422(4) . ? C1 C2 1.432(3) . ? C1 C6 1.497(3) . ? C2 C3 1.421(4) . ? C2 H2 0.92(3) . ? C3 C4 1.424(4) . ? C3 H3 0.92(3) . ? C4 C5 1.424(4) . ? C4 H4 0.97(3) . ? C5 H5 0.98(3) . ? C6 H6 0.94(3) . ? C7 C8 1.510(4) . ? C7 H9A 0.89(4) . ? C7 H9B 1.00(3) . ? C8 C9 1.517(4) . ? C8 H8A 0.96(3) . ? C8 H8B 0.96(4) . ? C9 H7A 0.94(3) . ? C9 H7B 0.93(4) . ? C10 C14 1.425(4) . ? C10 C11 1.430(4) . ? C10 C15 1.498(4) . ? C11 C12 1.421(4) . ? C11 H11 1.01(3) . ? C12 C13 1.420(4) . ? C12 H12 0.98(3) . ? C13 C14 1.419(4) . ? C13 H13 0.98(3) . ? C14 H14 0.92(3) . ? C15 H15 1.00(3) . ? C16 C17 1.519(4) . ? C16 H16A 0.97(4) . ? C16 H16B 0.99(4) . ? C17 C18 1.520(4) . ? C17 H17A 0.95(3) . ? C17 H17B 0.90(4) . ? C18 H18A 1.04(4) . ? C18 H18B 0.98(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C3 Fe C1 68.75(10) . . ? C3 Fe C2 40.75(10) . . ? C1 Fe C2 41.05(9) . . ? C3 Fe C13 129.30(11) . . ? C1 Fe C13 148.43(10) . . ? C2 Fe C13 168.67(11) . . ? C3 Fe C5 68.55(10) . . ? C1 Fe C5 40.74(10) . . ? C2 Fe C5 68.73(10) . . ? C13 Fe C5 115.30(11) . . ? C3 Fe C12 167.98(11) . . ? C1 Fe C12 116.83(11) . . ? C2 Fe C12 150.10(11) . . ? C13 Fe C12 40.58(11) . . ? C5 Fe C12 108.11(11) . . ? C3 Fe C4 40.75(11) . . ? C1 Fe C4 68.63(10) . . ? C2 Fe C4 68.64(11) . . ? C13 Fe C4 106.97(11) . . ? C5 Fe C4 40.69(10) . . ? C12 Fe C4 129.39(11) . . ? C3 Fe C14 107.90(11) . . ? C1 Fe C14 170.43(10) . . ? C2 Fe C14 130.73(10) . . ? C13 Fe C14 40.54(11) . . ? C5 Fe C14 147.51(11) . . ? C12 Fe C14 68.30(11) . . ? C4 Fe C14 115.15(11) . . ? C3 Fe C10 116.81(11) . . ? C1 Fe C10 132.02(10) . . ? C2 Fe C10 109.66(10) . . ? C13 Fe C10 68.20(10) . . ? C5 Fe C10 170.46(10) . . ? C12 Fe C10 68.30(10) . . ? C4 Fe C10 148.36(10) . . ? C14 Fe C10 40.57(10) . . ? C3 Fe C11 150.11(10) . . ? C1 Fe C11 109.87(10) . . ? C2 Fe C11 118.10(10) . . ? C13 Fe C11 68.09(11) . . ? C5 Fe C11 131.04(10) . . ? C12 Fe C11 40.44(10) . . ? C4 Fe C11 168.73(11) . . ? C14 Fe C11 68.24(11) . . ? C10 Fe C11 40.66(10) . . ? C7 S1 C6 100.38(13) . . ? C9 S2 C6 99.46(13) . . ? C15 S3 C16 98.96(13) . . ? C18 S4 C15 100.19(14) . . ? C5 C1 C2 107.8(2) . . ? C5 C1 C6 125.5(2) . . ? C2 C1 C6 126.5(2) . . ? C5 C1 Fe 69.74(14) . . ? C2 C1 Fe 69.47(13) . . ? C6 C1 Fe 130.54(17) . . ? C3 C2 C1 107.7(2) . . ? C3 C2 Fe 69.50(15) . . ? C1 C2 Fe 69.47(13) . . ? C3 C2 H2 124.2(17) . . ? C1 C2 H2 128.1(17) . . ? Fe C2 H2 125.1(18) . . ? C2 C3 C4 108.5(2) . . ? C2 C3 Fe 69.74(14) . . ? C4 C3 Fe 70.11(15) . . ? C2 C3 H3 127.5(18) . . ? C4 C3 H3 124.0(18) . . ? Fe C3 H3 123.2(19) . . ? C3 C4 C5 107.7(2) . . ? C3 C4 Fe 69.14(14) . . ? C5 C4 Fe 69.40(14) . . ? C3 C4 H4 125.7(17) . . ? C5 C4 H4 126.4(17) . . ? Fe C4 H4 123.2(18) . . ? C1 C5 C4 108.3(2) . . ? C1 C5 Fe 69.51(14) . . ? C4 C5 Fe 69.91(15) . . ? C1 C5 H5 129.4(17) . . ? C4 C5 H5 122.2(17) . . ? Fe C5 H5 124.2(17) . . ? C1 C6 S2 110.51(17) . . ? C1 C6 S1 105.28(17) . . ? S2 C6 S1 113.74(13) . . ? C1 C6 H6 113.8(18) . . ? S2 C6 H6 106.9(18) . . ? S1 C6 H6 106.7(19) . . ? C8 C7 S1 113.34(19) . . ? C8 C7 H9A 108(2) . . ? S1 C7 H9A 104(2) . . ? C8 C7 H9B 113.1(18) . . ? S1 C7 H9B 108.2(18) . . ? H9A C7 H9B 110(3) . . ? C7 C8 C9 112.4(2) . . ? C7 C8 H8A 111(2) . . ? C9 C8 H8A 112(2) . . ? C7 C8 H8B 107(2) . . ? C9 C8 H8B 109(2) . . ? H8A C8 H8B 105(3) . . ? C8 C9 S2 113.9(2) . . ? C8 C9 H7A 107(2) . . ? S2 C9 H7A 106.0(18) . . ? C8 C9 H7B 111(2) . . ? S2 C9 H7B 110(2) . . ? H7A C9 H7B 109(3) . . ? C14 C10 C11 107.8(2) . . ? C14 C10 C15 127.7(2) . . ? C11 C10 C15 124.3(2) . . ? C14 C10 Fe 69.55(15) . . ? C11 C10 Fe 69.75(14) . . ? C15 C10 Fe 130.68(18) . . ? C12 C11 C10 108.0(2) . . ? C12 C11 Fe 69.48(14) . . ? C10 C11 Fe 69.59(14) . . ? C12 C11 H11 129.2(17) . . ? C10 C11 H11 122.9(17) . . ? Fe C11 H11 127.0(17) . . ? C13 C12 C11 107.9(2) . . ? C13 C12 Fe 69.42(15) . . ? C11 C12 Fe 70.08(14) . . ? C13 C12 H12 125.6(17) . . ? C11 C12 H12 126.5(17) . . ? Fe C12 H12 126.2(17) . . ? C14 C13 C12 108.5(2) . . ? C14 C13 Fe 70.08(15) . . ? C12 C13 Fe 70.00(14) . . ? C14 C13 H13 127(2) . . ? C12 C13 H13 124(2) . . ? Fe C13 H13 125(2) . . ? C13 C14 C10 107.9(2) . . ? C13 C14 Fe 69.38(15) . . ? C10 C14 Fe 69.88(15) . . ? C13 C14 H14 122.5(19) . . ? C10 C14 H14 129.7(19) . . ? Fe C14 H14 125.9(19) . . ? C10 C15 S3 111.75(18) . . ? C10 C15 S4 106.24(18) . . ? S3 C15 S4 112.06(14) . . ? C10 C15 H15 112.5(18) . . ? S3 C15 H15 105.1(18) . . ? S4 C15 H15 109.3(18) . . ? C17 C16 S3 114.7(2) . . ? C17 C16 H16A 106(2) . . ? S3 C16 H16A 103(2) . . ? C17 C16 H16B 109(2) . . ? S3 C16 H16B 108(2) . . ? H16A C16 H16B 115(3) . . ? C16 C17 C18 113.2(3) . . ? C16 C17 H17A 108.7(19) . . ? C18 C17 H17A 107.1(19) . . ? C16 C17 H17B 110(2) . . ? C18 C17 H17B 108(2) . . ? H17A C17 H17B 110(3) . . ? C17 C18 S4 114.0(2) . . ? C17 C18 H18A 108(2) . . ? S4 C18 H18A 105(2) . . ? C17 C18 H18B 109(2) . . ? S4 C18 H18B 109(2) . . ? H18A C18 H18B 111(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C3 Fe C1 C5 81.39(16) . . . . ? C2 Fe C1 C5 119.1(2) . . . . ? C13 Fe C1 C5 -50.3(3) . . . . ? C12 Fe C1 C5 -86.95(17) . . . . ? C4 Fe C1 C5 37.51(15) . . . . ? C14 Fe C1 C5 152.6(6) . . . . ? C10 Fe C1 C5 -171.09(16) . . . . ? C11 Fe C1 C5 -130.55(15) . . . . ? C3 Fe C1 C2 -37.71(15) . . . . ? C13 Fe C1 C2 -169.42(19) . . . . ? C5 Fe C1 C2 -119.1(2) . . . . ? C12 Fe C1 C2 153.95(15) . . . . ? C4 Fe C1 C2 -81.60(16) . . . . ? C14 Fe C1 C2 33.5(7) . . . . ? C10 Fe C1 C2 69.81(19) . . . . ? C11 Fe C1 C2 110.34(16) . . . . ? C3 Fe C1 C6 -158.7(2) . . . . ? C2 Fe C1 C6 -121.0(3) . . . . ? C13 Fe C1 C6 69.6(3) . . . . ? C5 Fe C1 C6 119.9(3) . . . . ? C12 Fe C1 C6 32.9(3) . . . . ? C4 Fe C1 C6 157.4(2) . . . . ? C14 Fe C1 C6 -87.5(7) . . . . ? C10 Fe C1 C6 -51.2(3) . . . . ? C11 Fe C1 C6 -10.7(2) . . . . ? C5 C1 C2 C3 -0.2(3) . . . . ? C6 C1 C2 C3 -174.9(2) . . . . ? Fe C1 C2 C3 59.19(17) . . . . ? C5 C1 C2 Fe -59.43(17) . . . . ? C6 C1 C2 Fe 125.9(2) . . . . ? C1 Fe C2 C3 -119.2(2) . . . . ? C13 Fe C2 C3 31.6(6) . . . . ? C5 Fe C2 C3 -81.42(16) . . . . ? C12 Fe C2 C3 -171.0(2) . . . . ? C4 Fe C2 C3 -37.59(15) . . . . ? C14 Fe C2 C3 67.80(19) . . . . ? C10 Fe C2 C3 108.61(16) . . . . ? C11 Fe C2 C3 152.36(15) . . . . ? C3 Fe C2 C1 119.2(2) . . . . ? C13 Fe C2 C1 150.7(5) . . . . ? C5 Fe C2 C1 37.73(15) . . . . ? C12 Fe C2 C1 -51.8(3) . . . . ? C4 Fe C2 C1 81.56(16) . . . . ? C14 Fe C2 C1 -173.05(16) . . . . ? C10 Fe C2 C1 -132.24(15) . . . . ? C11 Fe C2 C1 -88.49(17) . . . . ? C1 C2 C3 C4 0.5(3) . . . . ? Fe C2 C3 C4 59.64(18) . . . . ? C1 C2 C3 Fe -59.17(16) . . . . ? C1 Fe C3 C2 37.98(14) . . . . ? C13 Fe C3 C2 -172.36(15) . . . . ? C5 Fe C3 C2 81.87(16) . . . . ? C12 Fe C3 C2 157.9(5) . . . . ? C4 Fe C3 C2 119.5(2) . . . . ? C14 Fe C3 C2 -132.50(15) . . . . ? C10 Fe C3 C2 -89.48(17) . . . . ? C11 Fe C3 C2 -55.2(3) . . . . ? C1 Fe C3 C4 -81.51(16) . . . . ? C2 Fe C3 C4 -119.5(2) . . . . ? C13 Fe C3 C4 68.15(19) . . . . ? C5 Fe C3 C4 -37.62(15) . . . . ? C12 Fe C3 C4 38.4(6) . . . . ? C14 Fe C3 C4 108.01(16) . . . . ? C10 Fe C3 C4 151.03(15) . . . . ? C11 Fe C3 C4 -174.7(2) . . . . ? C2 C3 C4 C5 -0.5(3) . . . . ? Fe C3 C4 C5 58.88(18) . . . . ? C2 C3 C4 Fe -59.41(17) . . . . ? C1 Fe C4 C3 81.84(16) . . . . ? C2 Fe C4 C3 37.60(15) . . . . ? C13 Fe C4 C3 -131.33(16) . . . . ? C5 Fe C4 C3 119.4(2) . . . . ? C12 Fe C4 C3 -170.36(16) . . . . ? C14 Fe C4 C3 -88.59(17) . . . . ? C10 Fe C4 C3 -55.5(3) . . . . ? C11 Fe C4 C3 166.3(5) . . . . ? C3 Fe C4 C5 -119.4(2) . . . . ? C1 Fe C4 C5 -37.55(14) . . . . ? C2 Fe C4 C5 -81.79(16) . . . . ? C13 Fe C4 C5 109.28(16) . . . . ? C12 Fe C4 C5 70.25(19) . . . . ? C14 Fe C4 C5 152.03(15) . . . . ? C10 Fe C4 C5 -174.88(19) . . . . ? C11 Fe C4 C5 47.0(6) . . . . ? C2 C1 C5 C4 -0.1(3) . . . . ? C6 C1 C5 C4 174.7(2) . . . . ? Fe C1 C5 C4 -59.34(18) . . . . ? C2 C1 C5 Fe 59.26(16) . . . . ? C6 C1 C5 Fe -126.0(2) . . . . ? C3 C4 C5 C1 0.4(3) . . . . ? Fe C4 C5 C1 59.10(17) . . . . ? C3 C4 C5 Fe -58.72(18) . . . . ? C3 Fe C5 C1 -81.92(16) . . . . ? C2 Fe C5 C1 -38.01(14) . . . . ? C13 Fe C5 C1 153.53(14) . . . . ? C12 Fe C5 C1 110.35(15) . . . . ? C4 Fe C5 C1 -119.6(2) . . . . ? C14 Fe C5 C1 -171.80(19) . . . . ? C10 Fe C5 C1 44.0(7) . . . . ? C11 Fe C5 C1 71.33(18) . . . . ? C3 Fe C5 C4 37.66(16) . . . . ? C1 Fe C5 C4 119.6(2) . . . . ? C2 Fe C5 C4 81.57(17) . . . . ? C13 Fe C5 C4 -86.88(17) . . . . ? C12 Fe C5 C4 -130.06(16) . . . . ? C14 Fe C5 C4 -52.2(3) . . . . ? C10 Fe C5 C4 163.6(6) . . . . ? C11 Fe C5 C4 -169.08(16) . . . . ? C5 C1 C6 S2 54.9(3) . . . . ? C2 C1 C6 S2 -131.3(2) . . . . ? Fe C1 C6 S2 -37.9(3) . . . . ? C5 C1 C6 S1 -68.3(3) . . . . ? C2 C1 C6 S1 105.5(2) . . . . ? Fe C1 C6 S1 -161.14(15) . . . . ? C9 S2 C6 C1 -175.50(19) . . . . ? C9 S2 C6 S1 -57.34(17) . . . . ? C7 S1 C6 C1 178.18(17) . . . . ? C7 S1 C6 S2 57.05(17) . . . . ? C6 S1 C7 C8 -58.4(2) . . . . ? S1 C7 C8 C9 67.9(3) . . . . ? C7 C8 C9 S2 -69.4(3) . . . . ? C6 S2 C9 C8 60.1(2) . . . . ? C3 Fe C10 C14 -86.52(17) . . . . ? C1 Fe C10 C14 -171.29(15) . . . . ? C2 Fe C10 C14 -130.40(15) . . . . ? C13 Fe C10 C14 37.70(15) . . . . ? C5 Fe C10 C14 151.1(6) . . . . ? C12 Fe C10 C14 81.54(17) . . . . ? C4 Fe C10 C14 -49.5(3) . . . . ? C11 Fe C10 C14 119.0(2) . . . . ? C3 Fe C10 C11 154.48(15) . . . . ? C1 Fe C10 C11 69.71(19) . . . . ? C2 Fe C10 C11 110.60(15) . . . . ? C13 Fe C10 C11 -81.31(16) . . . . ? C5 Fe C10 C11 32.1(7) . . . . ? C12 Fe C10 C11 -37.46(15) . . . . ? C4 Fe C10 C11 -168.46(19) . . . . ? C14 Fe C10 C11 -119.0(2) . . . . ? C3 Fe C10 C15 36.2(3) . . . . ? C1 Fe C10 C15 -48.6(3) . . . . ? C2 Fe C10 C15 -7.7(3) . . . . ? C13 Fe C10 C15 160.4(3) . . . . ? C5 Fe C10 C15 -86.2(7) . . . . ? C12 Fe C10 C15 -155.8(3) . . . . ? C4 Fe C10 C15 73.2(3) . . . . ? C14 Fe C10 C15 122.7(3) . . . . ? C11 Fe C10 C15 -118.3(3) . . . . ? C14 C10 C11 C12 -0.3(3) . . . . ? C15 C10 C11 C12 -174.8(2) . . . . ? Fe C10 C11 C12 59.07(18) . . . . ? C14 C10 C11 Fe -59.38(18) . . . . ? C15 C10 C11 Fe 126.1(2) . . . . ? C3 Fe C11 C12 -169.9(2) . . . . ? C1 Fe C11 C12 108.40(16) . . . . ? C2 Fe C11 C12 152.68(16) . . . . ? C13 Fe C11 C12 -37.81(16) . . . . ? C5 Fe C11 C12 67.3(2) . . . . ? C4 Fe C11 C12 28.1(6) . . . . ? C14 Fe C11 C12 -81.64(17) . . . . ? C10 Fe C11 C12 -119.4(2) . . . . ? C3 Fe C11 C10 -50.5(3) . . . . ? C1 Fe C11 C10 -132.19(15) . . . . ? C2 Fe C11 C10 -87.91(16) . . . . ? C13 Fe C11 C10 81.60(16) . . . . ? C5 Fe C11 C10 -173.30(15) . . . . ? C12 Fe C11 C10 119.4(2) . . . . ? C4 Fe C11 C10 147.5(5) . . . . ? C14 Fe C11 C10 37.77(15) . . . . ? C10 C11 C12 C13 0.2(3) . . . . ? Fe C11 C12 C13 59.33(18) . . . . ? C10 C11 C12 Fe -59.13(17) . . . . ? C3 Fe C12 C13 36.1(6) . . . . ? C1 Fe C12 C13 151.31(15) . . . . ? C2 Fe C12 C13 -173.35(19) . . . . ? C5 Fe C12 C13 108.01(17) . . . . ? C4 Fe C12 C13 67.8(2) . . . . ? C14 Fe C12 C13 -37.57(16) . . . . ? C10 Fe C12 C13 -81.39(17) . . . . ? C11 Fe C12 C13 -119.0(2) . . . . ? C3 Fe C12 C11 155.2(5) . . . . ? C1 Fe C12 C11 -89.65(17) . . . . ? C2 Fe C12 C11 -54.3(3) . . . . ? C13 Fe C12 C11 119.0(2) . . . . ? C5 Fe C12 C11 -132.94(16) . . . . ? C4 Fe C12 C11 -173.16(16) . . . . ? C14 Fe C12 C11 81.48(17) . . . . ? C10 Fe C12 C11 37.66(15) . . . . ? C11 C12 C13 C14 0.0(3) . . . . ? Fe C12 C13 C14 59.75(18) . . . . ? C11 C12 C13 Fe -59.74(18) . . . . ? C3 Fe C13 C14 69.8(2) . . . . ? C1 Fe C13 C14 -174.3(2) . . . . ? C2 Fe C13 C14 43.5(6) . . . . ? C5 Fe C13 C14 151.96(15) . . . . ? C12 Fe C13 C14 -119.4(2) . . . . ? C4 Fe C13 C14 109.06(16) . . . . ? C10 Fe C13 C14 -37.72(16) . . . . ? C11 Fe C13 C14 -81.69(17) . . . . ? C3 Fe C13 C12 -170.87(16) . . . . ? C1 Fe C13 C12 -54.9(3) . . . . ? C2 Fe C13 C12 162.9(5) . . . . ? C5 Fe C13 C12 -88.67(18) . . . . ? C4 Fe C13 C12 -131.57(16) . . . . ? C14 Fe C13 C12 119.4(2) . . . . ? C10 Fe C13 C12 81.65(17) . . . . ? C11 Fe C13 C12 37.68(16) . . . . ? C12 C13 C14 C10 -0.2(3) . . . . ? Fe C13 C14 C10 59.50(18) . . . . ? C12 C13 C14 Fe -59.70(18) . . . . ? C11 C10 C14 C13 0.3(3) . . . . ? C15 C10 C14 C13 174.6(2) . . . . ? Fe C10 C14 C13 -59.19(18) . . . . ? C11 C10 C14 Fe 59.51(17) . . . . ? C15 C10 C14 Fe -126.2(3) . . . . ? C3 Fe C14 C13 -130.27(17) . . . . ? C1 Fe C14 C13 161.7(6) . . . . ? C2 Fe C14 C13 -169.71(16) . . . . ? C5 Fe C14 C13 -52.3(3) . . . . ? C12 Fe C14 C13 37.60(16) . . . . ? C4 Fe C14 C13 -86.98(17) . . . . ? C10 Fe C14 C13 119.1(2) . . . . ? C11 Fe C14 C13 81.29(17) . . . . ? C3 Fe C14 C10 110.58(16) . . . . ? C1 Fe C14 C10 42.6(7) . . . . ? C2 Fe C14 C10 71.15(19) . . . . ? C13 Fe C14 C10 -119.1(2) . . . . ? C5 Fe C14 C10 -171.43(19) . . . . ? C12 Fe C14 C10 -81.54(16) . . . . ? C4 Fe C14 C10 153.87(15) . . . . ? C11 Fe C14 C10 -37.85(15) . . . . ? C14 C10 C15 S3 46.5(3) . . . . ? C11 C10 C15 S3 -140.1(2) . . . . ? Fe C10 C15 S3 -48.2(3) . . . . ? C14 C10 C15 S4 -76.0(3) . . . . ? C11 C10 C15 S4 97.4(3) . . . . ? Fe C10 C15 S4 -170.70(16) . . . . ? C16 S3 C15 C10 -179.8(2) . . . . ? C16 S3 C15 S4 -60.72(17) . . . . ? C18 S4 C15 C10 -177.0(2) . . . . ? C18 S4 C15 S3 60.64(19) . . . . ? C15 S3 C16 C17 60.5(3) . . . . ? S3 C16 C17 C18 -65.6(3) . . . . ? C16 C17 C18 S4 64.1(4) . . . . ? C15 S4 C18 C17 -58.7(3) . . . . ? _diffrn_measured_fraction_theta_max 0.500 _diffrn_reflns_theta_full 28.30 _diffrn_measured_fraction_theta_full 0.500 _refine_diff_density_max 0.266 _refine_diff_density_min -0.318 _refine_diff_density_rms 0.050