# Copyright The Royal Society of Chemistry, 1998 data_compound10 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common '1-ferrocenylethyl p-nitrobenzoate' _chemical_formula_moiety ? _chemical_formula_sum 'C19 H17 Fe N O4' _chemical_formula_weight 379.19 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Fe' 'Fe' 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.325(2) _cell_length_b 7.2810(10) _cell_length_c 17.488(4) _cell_angle_alpha 88.76(2) _cell_angle_beta 79.26(2) _cell_angle_gamma 61.31(2) _cell_volume 801.4(3) _cell_formula_units_Z 2 _cell_measurement_temperature 130.0(1) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 12 _cell_measurement_theta_max 15 _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.025 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.571 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 392 _exptl_absorpt_coefficient_mu 0.966 _exptl_absorpt_correction_type Analytical _exptl_absorpt_correction_T_min 0.65 _exptl_absorpt_correction_T_max 0.95 _exptl_special_details ; ? ; _diffrn_ambient_temperature 130.0(1) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Enraf Nonium Cad4f' _diffrn_measurement_method 'theta 2theta' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time '160 minutes' _diffrn_standards_decay_% insignificant _diffrn_reflns_number 5000 _diffrn_reflns_av_R_equivalents 0.0182 _diffrn_reflns_av_sigmaI/netI 0.0393 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.38 _diffrn_reflns_theta_max 29.98 _reflns_number_total 4665 _reflns_number_gt 3777 _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 'ZORTEP (Zolnsai, Hieldeberg)' _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^)+(0.0602P)^2^+0.1690P] 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 0.0034(16) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 4665 _refine_ls_number_parameters 295 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0541 _refine_ls_R_factor_gt 0.0377 _refine_ls_wR_factor_ref 0.0998 _refine_ls_wR_factor_gt 0.0908 _refine_ls_goodness_of_fit_ref 0.960 _refine_ls_restrained_S_all 0.960 _refine_ls_shift/su_max 0.011 _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 0.45743(4) 0.25323(4) 0.130438(15) 0.02204(9) Uani 1 d . . . O1 O 0.1876(2) 0.1898(2) 0.30408(7) 0.0226(3) Uani 1 d . . . O2 O -0.0920(2) 0.1917(2) 0.38591(9) 0.0299(3) Uani 1 d . . . O3 O 0.5816(2) 0.3183(3) 0.61190(8) 0.0306(3) Uani 1 d . . . O4 O 0.3096(2) 0.3374(2) 0.69298(8) 0.0303(3) Uani 1 d . . . N N 0.4131(2) 0.3140(2) 0.62659(9) 0.0211(3) Uani 1 d . . . C1 C 0.1781(3) 0.2504(3) 0.16910(11) 0.0227(3) Uani 1 d . . . C2 C 0.2668(3) 0.1622(3) 0.09001(12) 0.0305(4) Uani 1 d . . . C3 C 0.2880(3) 0.3158(4) 0.04348(12) 0.0342(5) Uani 1 d . . . C4 C 0.2130(3) 0.4997(3) 0.09303(12) 0.0297(4) Uani 1 d . . . C5 C 0.1430(3) 0.4603(3) 0.17030(11) 0.0235(4) Uani 1 d . . . C6 C 0.6564(3) 0.0811(3) 0.20294(13) 0.0287(4) Uani 1 d . . . C7 C 0.6144(3) 0.2920(3) 0.20836(13) 0.0287(4) Uani 1 d . . . C8 C 0.6853(4) 0.3377(4) 0.13284(16) 0.0407(6) Uani 1 d . . . C9 C 0.7686(3) 0.1578(5) 0.08109(15) 0.0462(7) Uani 1 d . . . C10 C 0.7508(3) -0.0013(4) 0.12382(14) 0.0380(5) Uani 1 d . . . C11 C 0.1169(3) 0.1469(3) 0.23642(12) 0.0248(4) Uani 1 d . . . C12 C 0.2106(5) -0.0877(4) 0.22229(16) 0.0380(5) Uani 1 d . . . C13 C 0.0724(3) 0.1999(3) 0.37444(11) 0.0210(3) Uani 1 d . . . C14 C 0.1685(3) 0.2255(3) 0.43914(10) 0.0189(3) Uani 1 d . . . C15 C 0.0703(3) 0.2267(3) 0.51565(11) 0.0215(3) Uani 1 d . . . C16 C 0.1502(3) 0.2552(3) 0.57748(11) 0.0216(3) Uani 1 d . . . C17 C 0.3296(3) 0.2804(3) 0.56075(10) 0.0185(3) Uani 1 d . . . C18 C 0.4334(3) 0.2761(3) 0.48540(10) 0.0195(3) Uani 1 d . . . C19 C 0.3509(3) 0.2484(3) 0.42396(10) 0.0196(3) Uani 1 d . . . H2 H 0.309(4) 0.021(4) 0.0705(15) 0.038(7) Uiso 1 d . . . H3 H 0.347(4) 0.300(4) -0.0112(16) 0.041(7) Uiso 1 d . . . H4 H 0.211(4) 0.625(4) 0.0796(15) 0.037(7) Uiso 1 d . . . H5 H 0.088(4) 0.547(4) 0.2142(16) 0.041(7) Uiso 1 d . . . H6 H 0.627(4) 0.010(4) 0.2440(15) 0.034(6) Uiso 1 d . . . H7 H 0.547(4) 0.383(4) 0.2559(16) 0.040(7) Uiso 1 d . . . H8 H 0.673(5) 0.459(6) 0.120(2) 0.069(10) Uiso 1 d . . . H9 H 0.822(5) 0.144(5) 0.0284(18) 0.048(8) Uiso 1 d . . . H10 H 0.783(5) -0.131(5) 0.1070(18) 0.055(9) Uiso 1 d . . . H11 H -0.037(4) 0.213(4) 0.2507(13) 0.026(6) Uiso 1 d . . . H12A H 0.177(5) -0.144(5) 0.2685(18) 0.047(8) Uiso 1 d . . . H12B H 0.143(5) -0.107(4) 0.1802(17) 0.046(8) Uiso 1 d . . . H12C H 0.351(4) -0.149(4) 0.2082(14) 0.028(6) Uiso 1 d . . . H15 H -0.049(4) 0.203(4) 0.5243(14) 0.028(6) Uiso 1 d . . . H16 H 0.090(4) 0.259(4) 0.6279(15) 0.036(7) Uiso 1 d . . . H18 H 0.555(3) 0.292(3) 0.4764(12) 0.020(5) Uiso 1 d . . . H19 H 0.418(4) 0.248(4) 0.3720(14) 0.027(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 0.01519(13) 0.02166(14) 0.02155(14) 0.00020(9) -0.00384(9) -0.00278(10) O1 0.0204(6) 0.0289(7) 0.0242(6) 0.0026(5) -0.0077(5) -0.0154(5) O2 0.0221(7) 0.0389(8) 0.0357(8) 0.0054(6) -0.0073(6) -0.0199(6) O3 0.0263(7) 0.0437(9) 0.0295(7) 0.0033(6) -0.0071(6) -0.0224(7) O4 0.0317(7) 0.0382(8) 0.0223(7) 0.0018(6) -0.0022(6) -0.0191(7) N 0.0213(7) 0.0183(7) 0.0225(7) 0.0035(5) -0.0046(6) -0.0086(6) C1 0.0166(8) 0.0221(8) 0.0268(9) -0.0027(7) -0.0087(7) -0.0056(7) C2 0.0270(9) 0.0313(10) 0.0270(9) -0.0066(8) -0.0119(8) -0.0068(8) C3 0.0257(10) 0.0396(12) 0.0226(9) -0.0005(8) -0.0077(8) -0.0032(9) C4 0.0232(9) 0.0260(10) 0.0282(10) 0.0069(7) -0.0068(7) -0.0024(8) C5 0.0168(8) 0.0194(8) 0.0265(9) -0.0021(7) -0.0038(7) -0.0026(7) C6 0.0210(9) 0.0307(10) 0.0348(10) 0.0104(8) -0.0125(8) -0.0108(8) C7 0.0211(9) 0.0336(10) 0.0346(10) 0.0034(8) -0.0097(8) -0.0144(8) C8 0.0272(10) 0.0488(14) 0.0509(14) 0.0218(11) -0.0121(10) -0.0215(10) C9 0.0191(10) 0.0662(17) 0.0321(12) 0.0090(11) -0.0001(8) -0.0062(10) C10 0.0201(9) 0.0317(11) 0.0441(13) -0.0037(9) -0.0100(9) 0.0032(8) C11 0.0229(9) 0.0274(9) 0.0304(9) 0.0014(7) -0.0122(7) -0.0146(8) C12 0.0506(15) 0.0293(11) 0.0467(13) 0.0045(10) -0.0221(12) -0.0250(11) C13 0.0185(8) 0.0163(8) 0.0288(9) 0.0039(6) -0.0065(7) -0.0083(6) C14 0.0148(7) 0.0138(7) 0.0271(8) 0.0030(6) -0.0043(6) -0.0062(6) C15 0.0165(8) 0.0188(8) 0.0293(9) 0.0034(7) -0.0020(7) -0.0096(7) C16 0.0180(8) 0.0188(8) 0.0240(8) 0.0023(6) 0.0005(6) -0.0075(7) C17 0.0171(7) 0.0129(7) 0.0239(8) 0.0018(6) -0.0050(6) -0.0058(6) C18 0.0155(7) 0.0176(8) 0.0255(8) 0.0033(6) -0.0029(6) -0.0085(6) C19 0.0173(7) 0.0199(8) 0.0222(8) 0.0034(6) -0.0033(6) -0.0098(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe C4 2.038(2) . ? Fe C10 2.039(2) . ? Fe C2 2.042(2) . ? Fe C1 2.042(2) . ? Fe C6 2.042(2) . ? Fe C7 2.042(2) . ? Fe C5 2.0436(19) . ? Fe C8 2.044(2) . ? Fe C3 2.047(2) . ? Fe C9 2.048(2) . ? O1 C13 1.337(2) . ? O1 C11 1.471(2) . ? O2 C13 1.213(2) . ? O3 N 1.228(2) . ? O4 N 1.228(2) . ? N C17 1.476(2) . ? C1 C5 1.423(3) . ? C1 C2 1.432(3) . ? C1 C11 1.498(3) . ? C2 C3 1.421(3) . ? C2 H2 0.97(3) . ? C3 C4 1.418(3) . ? C3 H3 0.96(3) . ? C4 C5 1.427(3) . ? C4 H4 0.93(3) . ? C5 H5 0.90(3) . ? C6 C7 1.416(3) . ? C6 C10 1.426(3) . ? C6 H6 0.93(3) . ? C7 C8 1.420(3) . ? C7 H7 0.96(3) . ? C8 C9 1.409(4) . ? C8 H8 0.87(4) . ? C9 C10 1.410(4) . ? C9 H9 0.92(3) . ? C10 H10 0.90(3) . ? C11 C12 1.510(3) . ? C11 H11 0.97(2) . ? C12 H12A 0.94(3) . ? C12 H12B 1.01(3) . ? C12 H12C 0.89(3) . ? C13 C14 1.498(2) . ? C14 C15 1.394(3) . ? C14 C19 1.401(2) . ? C15 C16 1.384(3) . ? C15 H15 0.95(2) . ? C16 C17 1.390(2) . ? C16 H16 0.90(3) . ? C17 C18 1.386(2) . ? C18 C19 1.389(3) . ? C18 H18 0.94(2) . ? C19 H19 0.95(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 C4 Fe C10 158.03(9) . . ? C4 Fe C2 68.45(9) . . ? C10 Fe C2 108.99(10) . . ? C4 Fe C1 69.02(8) . . ? C10 Fe C1 124.36(10) . . ? C2 Fe C1 41.06(8) . . ? C4 Fe C6 159.15(9) . . ? C10 Fe C6 40.91(9) . . ? C2 Fe C6 122.59(9) . . ? C1 Fe C6 106.74(8) . . ? C4 Fe C7 122.59(9) . . ? C10 Fe C7 68.54(10) . . ? C2 Fe C7 157.14(9) . . ? C1 Fe C7 120.19(8) . . ? C6 Fe C7 40.56(8) . . ? C4 Fe C5 40.93(8) . . ? C10 Fe C5 160.25(9) . . ? C2 Fe C5 68.40(8) . . ? C1 Fe C5 40.75(8) . . ? C6 Fe C5 122.70(8) . . ? C7 Fe C5 105.85(9) . . ? C4 Fe C8 107.14(10) . . ? C10 Fe C8 67.89(11) . . ? C2 Fe C8 161.31(10) . . ? C1 Fe C8 156.14(10) . . ? C6 Fe C8 68.02(9) . . ? C7 Fe C8 40.66(9) . . ? C5 Fe C8 120.98(10) . . ? C4 Fe C3 40.62(9) . . ? C10 Fe C3 123.16(9) . . ? C2 Fe C3 40.67(10) . . ? C1 Fe C3 69.01(9) . . ? C6 Fe C3 158.73(9) . . ? C7 Fe C3 159.81(10) . . ? C5 Fe C3 68.52(8) . . ? C8 Fe C3 124.31(10) . . ? C4 Fe C9 122.07(10) . . ? C10 Fe C9 40.37(11) . . ? C2 Fe C9 125.45(10) . . ? C1 Fe C9 161.54(10) . . ? C6 Fe C9 68.25(9) . . ? C7 Fe C9 68.36(10) . . ? C5 Fe C9 157.00(11) . . ? C8 Fe C9 40.27(12) . . ? C3 Fe C9 108.82(10) . . ? C13 O1 C11 116.44(14) . . ? O4 N O3 123.66(16) . . ? O4 N C17 118.16(15) . . ? O3 N C17 118.17(15) . . ? C5 C1 C2 107.11(18) . . ? C5 C1 C11 126.48(17) . . ? C2 C1 C11 126.23(18) . . ? C5 C1 Fe 69.69(11) . . ? C2 C1 Fe 69.46(12) . . ? C11 C1 Fe 129.76(13) . . ? C3 C2 C1 108.56(18) . . ? C3 C2 Fe 69.88(13) . . ? C1 C2 Fe 69.48(11) . . ? C3 C2 H2 124.6(16) . . ? C1 C2 H2 126.9(16) . . ? Fe C2 H2 125.3(16) . . ? C4 C3 C2 107.85(18) . . ? C4 C3 Fe 69.36(12) . . ? C2 C3 Fe 69.45(12) . . ? C4 C3 H3 124.9(16) . . ? C2 C3 H3 127.2(16) . . ? Fe C3 H3 124.9(16) . . ? C3 C4 C5 108.07(19) . . ? C3 C4 Fe 70.03(11) . . ? C5 C4 Fe 69.73(11) . . ? C3 C4 H4 127.8(16) . . ? C5 C4 H4 124.2(16) . . ? Fe C4 H4 124.6(16) . . ? C1 C5 C4 108.40(17) . . ? C1 C5 Fe 69.55(10) . . ? C4 C5 Fe 69.33(11) . . ? C1 C5 H5 123.1(17) . . ? C4 C5 H5 128.4(17) . . ? Fe C5 H5 125.6(17) . . ? C7 C6 C10 108.0(2) . . ? C7 C6 Fe 69.74(11) . . ? C10 C6 Fe 69.44(12) . . ? C7 C6 H6 125.6(16) . . ? C10 C6 H6 126.5(16) . . ? Fe C6 H6 126.4(16) . . ? C6 C7 C8 107.4(2) . . ? C6 C7 Fe 69.70(12) . . ? C8 C7 Fe 69.73(13) . . ? C6 C7 H7 123.8(16) . . ? C8 C7 H7 128.8(16) . . ? Fe C7 H7 125.0(16) . . ? C9 C8 C7 108.7(2) . . ? C9 C8 Fe 70.02(15) . . ? C7 C8 Fe 69.60(12) . . ? C9 C8 H8 125(2) . . ? C7 C8 H8 126(2) . . ? Fe C8 H8 124(2) . . ? C8 C9 C10 108.0(2) . . ? C8 C9 Fe 69.71(13) . . ? C10 C9 Fe 69.47(13) . . ? C8 C9 H9 127.5(19) . . ? C10 C9 H9 124.5(19) . . ? Fe C9 H9 125.0(18) . . ? C9 C10 C6 108.0(2) . . ? C9 C10 Fe 70.16(13) . . ? C6 C10 Fe 69.65(12) . . ? C9 C10 H10 129(2) . . ? C6 C10 H10 122(2) . . ? Fe C10 H10 123(2) . . ? O1 C11 C1 107.82(14) . . ? O1 C11 C12 108.64(16) . . ? C1 C11 C12 114.54(18) . . ? O1 C11 H11 106.2(14) . . ? C1 C11 H11 109.3(14) . . ? C12 C11 H11 110.0(14) . . ? C11 C12 H12A 109.9(18) . . ? C11 C12 H12B 105.2(16) . . ? H12A C12 H12B 111(2) . . ? C11 C12 H12C 110.9(16) . . ? H12A C12 H12C 108(2) . . ? H12B C12 H12C 112(2) . . ? O2 C13 O1 125.04(17) . . ? O2 C13 C14 122.94(17) . . ? O1 C13 C14 112.02(15) . . ? C15 C14 C19 120.56(17) . . ? C15 C14 C13 117.91(15) . . ? C19 C14 C13 121.53(16) . . ? C16 C15 C14 120.04(16) . . ? C16 C15 H15 121.1(14) . . ? C14 C15 H15 118.9(14) . . ? C15 C16 C17 118.18(17) . . ? C15 C16 H16 122.7(16) . . ? C17 C16 H16 119.1(16) . . ? C18 C17 C16 123.27(17) . . ? C18 C17 N 118.45(15) . . ? C16 C17 N 118.28(16) . . ? C17 C18 C19 117.90(16) . . ? C17 C18 H18 120.8(13) . . ? C19 C18 H18 121.3(13) . . ? C18 C19 C14 120.03(16) . . ? C18 C19 H19 119.2(14) . . ? C14 C19 H19 120.8(14) . . ? 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 C4 Fe C1 C5 -37.40(12) . . . . ? C10 Fe C1 C5 162.38(12) . . . . ? C2 Fe C1 C5 -118.27(16) . . . . ? C6 Fe C1 C5 121.00(12) . . . . ? C7 Fe C1 C5 78.98(13) . . . . ? C8 Fe C1 C5 47.6(2) . . . . ? C3 Fe C1 C5 -81.05(13) . . . . ? C9 Fe C1 C5 -167.7(3) . . . . ? C4 Fe C1 C2 80.87(13) . . . . ? C10 Fe C1 C2 -79.35(15) . . . . ? C6 Fe C1 C2 -120.73(13) . . . . ? C7 Fe C1 C2 -162.76(12) . . . . ? C5 Fe C1 C2 118.27(16) . . . . ? C8 Fe C1 C2 165.9(2) . . . . ? C3 Fe C1 C2 37.22(12) . . . . ? C9 Fe C1 C2 -49.4(3) . . . . ? C4 Fe C1 C11 -158.52(19) . . . . ? C10 Fe C1 C11 41.3(2) . . . . ? C2 Fe C1 C11 120.6(2) . . . . ? C6 Fe C1 C11 -0.11(19) . . . . ? C7 Fe C1 C11 -42.1(2) . . . . ? C5 Fe C1 C11 -121.1(2) . . . . ? C8 Fe C1 C11 -73.5(3) . . . . ? C3 Fe C1 C11 157.84(19) . . . . ? C9 Fe C1 C11 71.2(3) . . . . ? C5 C1 C2 C3 0.7(2) . . . . ? C11 C1 C2 C3 175.97(17) . . . . ? Fe C1 C2 C3 -59.12(15) . . . . ? C5 C1 C2 Fe 59.80(13) . . . . ? C11 C1 C2 Fe -124.91(18) . . . . ? C4 Fe C2 C3 37.57(12) . . . . ? C10 Fe C2 C3 -119.15(13) . . . . ? C1 Fe C2 C3 119.94(17) . . . . ? C6 Fe C2 C3 -162.38(12) . . . . ? C7 Fe C2 C3 161.2(2) . . . . ? C5 Fe C2 C3 81.74(13) . . . . ? C8 Fe C2 C3 -42.1(3) . . . . ? C9 Fe C2 C3 -77.23(16) . . . . ? C4 Fe C2 C1 -82.37(12) . . . . ? C10 Fe C2 C1 120.91(13) . . . . ? C6 Fe C2 C1 77.68(14) . . . . ? C7 Fe C2 C1 41.3(3) . . . . ? C5 Fe C2 C1 -38.20(11) . . . . ? C8 Fe C2 C1 -162.1(3) . . . . ? C3 Fe C2 C1 -119.94(17) . . . . ? C9 Fe C2 C1 162.83(13) . . . . ? C1 C2 C3 C4 0.0(2) . . . . ? Fe C2 C3 C4 -58.92(15) . . . . ? C1 C2 C3 Fe 58.88(13) . . . . ? C10 Fe C3 C4 -160.03(14) . . . . ? C2 Fe C3 C4 119.41(18) . . . . ? C1 Fe C3 C4 81.85(13) . . . . ? C6 Fe C3 C4 164.1(2) . . . . ? C7 Fe C3 C4 -39.3(3) . . . . ? C5 Fe C3 C4 37.98(13) . . . . ? C8 Fe C3 C4 -75.68(17) . . . . ? C9 Fe C3 C4 -117.66(15) . . . . ? C4 Fe C3 C2 -119.41(18) . . . . ? C10 Fe C3 C2 80.56(16) . . . . ? C1 Fe C3 C2 -37.57(12) . . . . ? C6 Fe C3 C2 44.7(3) . . . . ? C7 Fe C3 C2 -158.7(2) . . . . ? C5 Fe C3 C2 -81.43(13) . . . . ? C8 Fe C3 C2 164.91(13) . . . . ? C9 Fe C3 C2 122.93(14) . . . . ? C2 C3 C4 C5 -0.6(2) . . . . ? Fe C3 C4 C5 -59.59(14) . . . . ? C2 C3 C4 Fe 58.98(14) . . . . ? C10 Fe C4 C3 49.9(3) . . . . ? C2 Fe C4 C3 -37.62(14) . . . . ? C1 Fe C4 C3 -81.83(14) . . . . ? C6 Fe C4 C3 -163.8(2) . . . . ? C7 Fe C4 C3 164.96(13) . . . . ? C5 Fe C4 C3 -119.07(19) . . . . ? C8 Fe C4 C3 123.11(15) . . . . ? C9 Fe C4 C3 81.62(17) . . . . ? C10 Fe C4 C5 168.9(2) . . . . ? C2 Fe C4 C5 81.46(13) . . . . ? C1 Fe C4 C5 37.24(11) . . . . ? C6 Fe C4 C5 -44.7(3) . . . . ? C7 Fe C4 C5 -75.97(15) . . . . ? C8 Fe C4 C5 -117.81(14) . . . . ? C3 Fe C4 C5 119.07(19) . . . . ? C9 Fe C4 C5 -159.31(14) . . . . ? C2 C1 C5 C4 -1.1(2) . . . . ? C11 C1 C5 C4 -176.33(17) . . . . ? Fe C1 C5 C4 58.60(13) . . . . ? C2 C1 C5 Fe -59.65(13) . . . . ? C11 C1 C5 Fe 125.07(18) . . . . ? C3 C4 C5 C1 1.0(2) . . . . ? Fe C4 C5 C1 -58.73(13) . . . . ? C3 C4 C5 Fe 59.77(14) . . . . ? C4 Fe C5 C1 120.05(17) . . . . ? C10 Fe C5 C1 -47.7(3) . . . . ? C2 Fe C5 C1 38.48(11) . . . . ? C6 Fe C5 C1 -77.26(13) . . . . ? C7 Fe C5 C1 -118.13(12) . . . . ? C8 Fe C5 C1 -159.60(12) . . . . ? C3 Fe C5 C1 82.36(13) . . . . ? C9 Fe C5 C1 170.1(2) . . . . ? C10 Fe C5 C4 -167.7(2) . . . . ? C2 Fe C5 C4 -81.57(14) . . . . ? C1 Fe C5 C4 -120.05(17) . . . . ? C6 Fe C5 C4 162.69(13) . . . . ? C7 Fe C5 C4 121.82(13) . . . . ? C8 Fe C5 C4 80.35(15) . . . . ? C3 Fe C5 C4 -37.69(13) . . . . ? C9 Fe C5 C4 50.0(3) . . . . ? C4 Fe C6 C7 -42.3(3) . . . . ? C10 Fe C6 C7 119.30(19) . . . . ? C2 Fe C6 C7 -159.22(12) . . . . ? C1 Fe C6 C7 -117.14(12) . . . . ? C5 Fe C6 C7 -75.47(14) . . . . ? C8 Fe C6 C7 38.15(14) . . . . ? C3 Fe C6 C7 167.8(2) . . . . ? C9 Fe C6 C7 81.69(15) . . . . ? C4 Fe C6 C10 -161.6(2) . . . . ? C2 Fe C6 C10 81.48(16) . . . . ? C1 Fe C6 C10 123.56(15) . . . . ? C7 Fe C6 C10 -119.30(19) . . . . ? C5 Fe C6 C10 165.24(14) . . . . ? C8 Fe C6 C10 -81.15(16) . . . . ? C3 Fe C6 C10 48.5(3) . . . . ? C9 Fe C6 C10 -37.60(16) . . . . ? C10 C6 C7 C8 -0.7(2) . . . . ? Fe C6 C7 C8 -59.80(14) . . . . ? C10 C6 C7 Fe 59.13(14) . . . . ? C4 Fe C7 C6 163.49(12) . . . . ? C10 Fe C7 C6 -37.85(13) . . . . ? C2 Fe C7 C6 50.3(3) . . . . ? C1 Fe C7 C6 80.37(14) . . . . ? C5 Fe C7 C6 122.14(13) . . . . ? C8 Fe C7 C6 -118.47(19) . . . . ? C3 Fe C7 C6 -167.2(2) . . . . ? C9 Fe C7 C6 -81.40(15) . . . . ? C4 Fe C7 C8 -78.04(17) . . . . ? C10 Fe C7 C8 80.62(16) . . . . ? C2 Fe C7 C8 168.8(2) . . . . ? C1 Fe C7 C8 -161.16(14) . . . . ? C6 Fe C7 C8 118.47(19) . . . . ? C5 Fe C7 C8 -119.39(15) . . . . ? C3 Fe C7 C8 -48.7(3) . . . . ? C9 Fe C7 C8 37.07(16) . . . . ? C6 C7 C8 C9 0.5(2) . . . . ? Fe C7 C8 C9 -59.30(17) . . . . ? C6 C7 C8 Fe 59.77(14) . . . . ? C4 Fe C8 C9 -119.70(15) . . . . ? C10 Fe C8 C9 37.56(15) . . . . ? C2 Fe C8 C9 -46.4(3) . . . . ? C1 Fe C8 C9 163.54(19) . . . . ? C6 Fe C8 C9 81.86(15) . . . . ? C7 Fe C8 C9 119.9(2) . . . . ? C5 Fe C8 C9 -162.22(13) . . . . ? C3 Fe C8 C9 -78.39(17) . . . . ? C4 Fe C8 C7 120.39(14) . . . . ? C10 Fe C8 C7 -82.35(15) . . . . ? C2 Fe C8 C7 -166.3(2) . . . . ? C1 Fe C8 C7 43.6(3) . . . . ? C6 Fe C8 C7 -38.06(13) . . . . ? C5 Fe C8 C7 77.87(15) . . . . ? C3 Fe C8 C7 161.70(13) . . . . ? C9 Fe C8 C7 -119.9(2) . . . . ? C7 C8 C9 C10 -0.1(3) . . . . ? Fe C8 C9 C10 -59.14(16) . . . . ? C7 C8 C9 Fe 59.05(15) . . . . ? C4 Fe C9 C8 78.38(16) . . . . ? C10 Fe C9 C8 -119.3(2) . . . . ? C2 Fe C9 C8 163.44(14) . . . . ? C1 Fe C9 C8 -158.8(2) . . . . ? C6 Fe C9 C8 -81.22(15) . . . . ? C7 Fe C9 C8 -37.42(14) . . . . ? C5 Fe C9 C8 42.1(3) . . . . ? C3 Fe C9 C8 121.26(15) . . . . ? C4 Fe C9 C10 -162.30(14) . . . . ? C2 Fe C9 C10 -77.24(17) . . . . ? C1 Fe C9 C10 -39.5(3) . . . . ? C6 Fe C9 C10 38.09(14) . . . . ? C7 Fe C9 C10 81.90(15) . . . . ? C5 Fe C9 C10 161.37(19) . . . . ? C8 Fe C9 C10 119.3(2) . . . . ? C3 Fe C9 C10 -119.43(15) . . . . ? C8 C9 C10 C6 -0.3(3) . . . . ? Fe C9 C10 C6 -59.61(15) . . . . ? C8 C9 C10 Fe 59.29(16) . . . . ? C7 C6 C10 C9 0.6(2) . . . . ? Fe C6 C10 C9 59.93(15) . . . . ? C7 C6 C10 Fe -59.32(14) . . . . ? C4 Fe C10 C9 43.5(3) . . . . ? C2 Fe C10 C9 122.84(16) . . . . ? C1 Fe C10 C9 165.89(14) . . . . ? C6 Fe C10 C9 -118.9(2) . . . . ? C7 Fe C10 C9 -81.41(17) . . . . ? C5 Fe C10 C9 -158.3(2) . . . . ? C8 Fe C10 C9 -37.47(16) . . . . ? C3 Fe C10 C9 80.00(19) . . . . ? C4 Fe C10 C6 162.5(2) . . . . ? C2 Fe C10 C6 -118.21(14) . . . . ? C1 Fe C10 C6 -75.16(16) . . . . ? C7 Fe C10 C6 37.54(13) . . . . ? C5 Fe C10 C6 -39.4(3) . . . . ? C8 Fe C10 C6 81.48(15) . . . . ? C3 Fe C10 C6 -161.05(13) . . . . ? C9 Fe C10 C6 118.9(2) . . . . ? C13 O1 C11 C1 150.18(15) . . . . ? C13 O1 C11 C12 -85.1(2) . . . . ? C5 C1 C11 O1 -47.8(2) . . . . ? C2 C1 C11 O1 137.76(18) . . . . ? Fe C1 C11 O1 45.2(2) . . . . ? C5 C1 C11 C12 -168.89(18) . . . . ? C2 C1 C11 C12 16.7(3) . . . . ? Fe C1 C11 C12 -75.8(2) . . . . ? C11 O1 C13 O2 -5.6(3) . . . . ? C11 O1 C13 C14 175.06(14) . . . . ? O2 C13 C14 C15 4.1(3) . . . . ? O1 C13 C14 C15 -176.59(15) . . . . ? O2 C13 C14 C19 -175.68(17) . . . . ? O1 C13 C14 C19 3.6(2) . . . . ? C19 C14 C15 C16 1.4(3) . . . . ? C13 C14 C15 C16 -178.41(15) . . . . ? C14 C15 C16 C17 -0.5(3) . . . . ? C15 C16 C17 C18 -0.7(3) . . . . ? C15 C16 C17 N 179.06(15) . . . . ? O4 N C17 C18 173.27(16) . . . . ? O3 N C17 C18 -6.3(2) . . . . ? O4 N C17 C16 -6.5(2) . . . . ? O3 N C17 C16 173.87(16) . . . . ? C16 C17 C18 C19 1.0(3) . . . . ? N C17 C18 C19 -178.77(15) . . . . ? C17 C18 C19 C14 -0.1(3) . . . . ? C15 C14 C19 C18 -1.1(3) . . . . ? C13 C14 C19 C18 178.69(15) . . . . ? _diffrn_reflns_theta_full 29.98 _refine_diff_density_max 0.392 _refine_diff_density_min -0.461 _refine_diff_density_rms 0.066 data_compound11a _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common '1-ferrocenylethyl benzoate' _chemical_formula_moiety ? _chemical_formula_sum 'C19 H18 Fe O2' _chemical_formula_weight 334.18 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 P21/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 9.415(2) _cell_length_b 19.390(4) _cell_length_c 8.845(3) _cell_angle_alpha 90.00 _cell_angle_beta 109.87(2) _cell_angle_gamma 90.00 _cell_volume 1518.6(7) _cell_formula_units_Z 4 _cell_measurement_temperature 130.0(1) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 12 _cell_measurement_theta_max 15 _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max '0.21 mm' _exptl_crystal_size_mid '0.17 mm' _exptl_crystal_size_min '0.03 mm' _exptl_crystal_density_meas 'not meas' _exptl_crystal_density_diffrn 1.462 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 696 _exptl_absorpt_coefficient_mu '0.997 mm-1' _exptl_absorpt_correction_type Analytical _exptl_absorpt_correction_T_min 0.65 _exptl_absorpt_correction_T_max 0.96 _exptl_special_details ; ? ; _diffrn_ambient_temperature 130.0(1) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Enraf Nonius Cad4f' _diffrn_measurement_method 'theta 2theta' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time '160 minutes' _diffrn_standards_decay_% insignificant _diffrn_reflns_number 2869 _diffrn_reflns_av_R_equivalents 0.0178 _diffrn_reflns_av_sigmaI/netI 0.0380 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.10 _diffrn_reflns_theta_max 24.98 _reflns_number_total 2670 _reflns_number_gt 2144 _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 'ZORTEP (Zolnsai Uni. Heidelberg)' _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^)+(0.0494P)^2^+0.3692P] 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 0.0000(5) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 2670 _refine_ls_number_parameters 272 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0514 _refine_ls_R_factor_gt 0.0362 _refine_ls_wR_factor_ref 0.0890 _refine_ls_wR_factor_gt 0.0825 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.034 _refine_ls_shift/su_max 2.032 _refine_ls_shift/su_mean 0.008 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 0.19424(4) 0.622492(18) 0.02926(5) 0.01877(14) Uani 1 d . . . O1 O 0.5317(2) 0.61189(9) -0.2042(2) 0.0200(4) Uani 1 d . . . O2 O 0.6449(2) 0.71348(9) -0.2135(3) 0.0312(5) Uani 1 d . . . C1 C 0.3401(3) 0.59848(13) -0.0880(3) 0.0173(5) Uani 1 d . . . C2 C 0.1916(3) 0.60791(14) -0.1987(3) 0.0212(6) Uani 1 d . . . C3 C 0.0948(3) 0.55996(14) -0.1626(3) 0.0224(6) Uani 1 d . . . C4 C 0.1819(3) 0.52010(14) -0.0299(4) 0.0233(6) Uani 1 d . . . C5 C 0.3340(3) 0.54378(13) 0.0167(3) 0.0202(6) Uani 1 d . . . C6 C 0.2692(4) 0.71211(17) 0.1496(5) 0.0417(9) Uani 1 d . . . C7 C 0.1218(4) 0.72082(17) 0.0391(5) 0.0413(9) Uani 1 d . . . C8 C 0.0272(4) 0.67378(19) 0.0792(5) 0.0418(9) Uani 1 d . . . C9 C 0.1138(4) 0.63582(19) 0.2138(4) 0.0410(8) Uani 1 d . . . C10 C 0.2634(4) 0.6598(2) 0.2579(4) 0.0437(9) Uani 1 d . . . C11 C 0.4758(3) 0.64082(13) -0.0795(3) 0.0190(6) Uani 1 d . . . C12 C 0.6017(3) 0.63792(15) 0.0798(4) 0.0239(6) Uani 1 d . . . C13 C 0.6199(3) 0.65395(14) -0.2550(3) 0.0215(6) Uani 1 d . . . C14 C 0.6850(3) 0.61896(13) -0.3660(3) 0.0193(6) Uani 1 d . . . C15 C 0.7727(3) 0.65817(15) -0.4328(4) 0.0245(6) Uani 1 d . . . C16 C 0.8386(3) 0.62792(17) -0.5335(3) 0.0283(7) Uani 1 d . . . C17 C 0.8166(3) 0.55835(16) -0.5704(3) 0.0267(6) Uani 1 d . . . C19 C 0.6626(3) 0.54906(14) -0.4038(3) 0.0215(6) Uani 1 d . . . C18 C 0.7276(3) 0.51943(16) -0.5067(3) 0.0263(6) Uani 1 d . . . H2 H 0.166(3) 0.6395(16) -0.278(4) 0.028(8) Uiso 1 d . . . H3 H -0.006(3) 0.5568(13) -0.212(3) 0.015(7) Uiso 1 d . . . H4 H 0.146(3) 0.4849(17) 0.022(4) 0.031(8) Uiso 1 d . . . H5 H 0.412(3) 0.5260(14) 0.099(3) 0.018(7) Uiso 1 d . . . H6 H 0.358(5) 0.736(2) 0.147(5) 0.066(12) Uiso 1 d . . . H7 H 0.342(4) 0.6445(18) 0.333(4) 0.040(10) Uiso 1 d . . . H8 H 0.087(5) 0.601(2) 0.270(5) 0.067(13) Uiso 1 d . . . H9 H -0.068(5) 0.670(2) 0.023(5) 0.059(12) Uiso 1 d . . . H10 H 0.094(4) 0.751(2) -0.057(4) 0.047(10) Uiso 1 d . . . H11 H 0.446(3) 0.6876(15) -0.107(3) 0.019(7) Uiso 1 d . . . H12A H 0.564(3) 0.6524(14) 0.157(3) 0.018(7) Uiso 1 d . . . H12B H 0.641(4) 0.5917(18) 0.102(4) 0.037(9) Uiso 1 d . . . H12C H 0.678(4) 0.6660(18) 0.078(4) 0.040(9) Uiso 1 d . . . H15 H 0.784(4) 0.7032(18) -0.409(4) 0.039(9) Uiso 1 d . . . H16 H 0.896(4) 0.6550(17) -0.574(4) 0.036(9) Uiso 1 d . . . H17 H 0.861(3) 0.5380(16) -0.640(4) 0.033(9) Uiso 1 d . . . H18 H 0.711(4) 0.4754(18) -0.533(4) 0.039(9) Uiso 1 d . . . H19 H 0.602(3) 0.5258(15) -0.363(3) 0.023(8) 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 0.0185(2) 0.0156(2) 0.0248(2) -0.00361(16) 0.01061(16) 0.00040(16) O1 0.0205(9) 0.0195(9) 0.0241(10) -0.0031(8) 0.0130(8) -0.0025(7) O2 0.0407(12) 0.0150(10) 0.0471(13) -0.0020(9) 0.0271(11) -0.0030(9) C1 0.0208(14) 0.0155(12) 0.0186(13) -0.0021(11) 0.0104(11) 0.0007(10) C2 0.0218(14) 0.0206(14) 0.0227(14) -0.0005(12) 0.0095(12) -0.0008(11) C3 0.0209(15) 0.0232(14) 0.0247(15) -0.0088(12) 0.0099(13) -0.0041(12) C4 0.0284(15) 0.0170(13) 0.0317(16) -0.0031(12) 0.0193(13) -0.0023(12) C5 0.0248(15) 0.0139(12) 0.0256(15) -0.0004(11) 0.0134(13) 0.0046(11) C6 0.0369(19) 0.0319(17) 0.066(2) -0.0328(18) 0.0308(19) -0.0120(15) C7 0.053(2) 0.0232(16) 0.056(2) -0.0067(16) 0.0295(19) 0.0127(15) C8 0.0250(17) 0.046(2) 0.059(2) -0.0238(18) 0.0191(17) 0.0057(16) C9 0.054(2) 0.0396(19) 0.045(2) -0.0141(17) 0.0376(19) -0.0057(17) C10 0.043(2) 0.053(2) 0.0321(19) -0.0231(17) 0.0093(17) 0.0087(18) C11 0.0222(14) 0.0150(13) 0.0232(14) -0.0004(11) 0.0121(12) 0.0022(11) C12 0.0204(15) 0.0238(16) 0.0288(16) -0.0053(13) 0.0102(13) -0.0028(12) C13 0.0191(14) 0.0201(14) 0.0268(15) 0.0032(12) 0.0095(12) 0.0003(11) C14 0.0187(13) 0.0192(13) 0.0200(13) 0.0008(11) 0.0068(11) 0.0017(11) C15 0.0300(16) 0.0186(14) 0.0277(16) 0.0022(12) 0.0134(13) -0.0003(12) C16 0.0285(16) 0.0338(17) 0.0263(15) 0.0038(13) 0.0141(13) -0.0045(14) C17 0.0288(15) 0.0335(16) 0.0203(15) -0.0043(13) 0.0119(13) 0.0001(13) C19 0.0212(14) 0.0235(14) 0.0210(14) 0.0003(12) 0.0089(12) -0.0045(12) C18 0.0311(16) 0.0239(15) 0.0244(15) -0.0079(12) 0.0102(13) -0.0061(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 C2 2.028(3) . ? Fe C8 2.033(3) . ? Fe C10 2.035(3) . ? Fe C6 2.035(3) . ? Fe C1 2.036(3) . ? Fe C3 2.036(3) . ? Fe C9 2.036(3) . ? Fe C7 2.037(3) . ? Fe C5 2.043(3) . ? Fe C4 2.046(3) . ? O1 C13 1.345(3) . ? O1 C11 1.483(3) . ? O2 C13 1.210(3) . ? C1 C2 1.420(4) . ? C1 C5 1.422(4) . ? C1 C11 1.500(4) . ? C2 C3 1.412(4) . ? C2 H2 0.90(3) . ? C3 C4 1.412(4) . ? C3 H3 0.90(3) . ? C4 C5 1.424(4) . ? C4 H4 0.95(3) . ? C5 H5 0.91(3) . ? C6 C10 1.409(5) . ? C6 C7 1.410(5) . ? C6 H6 0.97(4) . ? C7 C8 1.403(5) . ? C7 H10 0.99(4) . ? C8 C9 1.402(5) . ? C8 H9 0.86(4) . ? C9 C10 1.407(5) . ? C9 H8 0.92(4) . ? C10 H7 0.86(4) . ? C11 C12 1.503(4) . ? C11 H11 0.96(3) . ? C12 H12A 0.91(3) . ? C12 H12B 0.97(3) . ? C12 H12C 0.90(4) . ? C13 C14 1.487(4) . ? C14 C15 1.393(4) . ? C14 C19 1.395(4) . ? C15 C16 1.377(4) . ? C15 H15 0.90(3) . ? C16 C17 1.387(4) . ? C16 H16 0.91(3) . ? C17 C18 1.382(4) . ? C17 H17 0.94(3) . ? C19 C18 1.382(4) . ? C19 H19 0.89(3) . ? C18 H18 0.88(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 Fe C8 122.38(14) . . ? C2 Fe C10 158.33(14) . . ? C8 Fe C10 67.68(15) . . ? C2 Fe C6 121.62(14) . . ? C8 Fe C6 67.96(14) . . ? C10 Fe C6 40.51(15) . . ? C2 Fe C1 40.90(11) . . ? C8 Fe C1 158.18(14) . . ? C10 Fe C1 122.95(13) . . ? C6 Fe C1 106.73(12) . . ? C2 Fe C3 40.66(11) . . ? C8 Fe C3 107.59(13) . . ? C10 Fe C3 160.21(14) . . ? C6 Fe C3 157.52(14) . . ? C1 Fe C3 68.76(11) . . ? C2 Fe C9 158.85(14) . . ? C8 Fe C9 40.30(16) . . ? C10 Fe C9 40.44(15) . . ? C6 Fe C9 68.25(14) . . ? C1 Fe C9 159.46(14) . . ? C3 Fe C9 123.57(13) . . ? C2 Fe C7 106.36(13) . . ? C8 Fe C7 40.33(15) . . ? C10 Fe C7 67.91(16) . . ? C6 Fe C7 40.52(15) . . ? C1 Fe C7 121.96(13) . . ? C3 Fe C7 121.82(14) . . ? C9 Fe C7 68.03(15) . . ? C2 Fe C5 68.42(11) . . ? C8 Fe C5 159.69(14) . . ? C10 Fe C5 108.95(14) . . ? C6 Fe C5 123.46(13) . . ? C1 Fe C5 40.81(10) . . ? C3 Fe C5 68.40(12) . . ? C9 Fe C5 124.08(14) . . ? C7 Fe C5 158.90(13) . . ? C2 Fe C4 68.29(11) . . ? C8 Fe C4 123.33(13) . . ? C10 Fe C4 124.74(15) . . ? C6 Fe C4 160.34(14) . . ? C1 Fe C4 68.73(10) . . ? C3 Fe C4 40.46(12) . . ? C9 Fe C4 108.90(13) . . ? C7 Fe C4 158.20(14) . . ? C5 Fe C4 40.77(11) . . ? C13 O1 C11 115.7(2) . . ? C2 C1 C5 107.3(2) . . ? C2 C1 C11 125.9(2) . . ? C5 C1 C11 126.7(2) . . ? C2 C1 Fe 69.24(15) . . ? C5 C1 Fe 69.85(15) . . ? C11 C1 Fe 124.08(18) . . ? C3 C2 C1 108.6(2) . . ? C3 C2 Fe 70.00(16) . . ? C1 C2 Fe 69.86(15) . . ? C3 C2 H2 126.9(19) . . ? C1 C2 H2 124.5(19) . . ? Fe C2 H2 126(2) . . ? C4 C3 C2 108.2(2) . . ? C4 C3 Fe 70.15(16) . . ? C2 C3 Fe 69.35(16) . . ? C4 C3 H3 125.8(17) . . ? C2 C3 H3 125.9(17) . . ? Fe C3 H3 123.7(17) . . ? C3 C4 C5 107.9(2) . . ? C3 C4 Fe 69.39(15) . . ? C5 C4 Fe 69.47(15) . . ? C3 C4 H4 126.5(19) . . ? C5 C4 H4 125.6(19) . . ? Fe C4 H4 124.7(19) . . ? C1 C5 C4 108.1(3) . . ? C1 C5 Fe 69.35(15) . . ? C4 C5 Fe 69.76(15) . . ? C1 C5 H5 127.2(18) . . ? C4 C5 H5 124.7(17) . . ? Fe C5 H5 127.0(18) . . ? C10 C6 C7 107.6(3) . . ? C10 C6 Fe 69.74(18) . . ? C7 C6 Fe 69.81(18) . . ? C10 C6 H6 127(2) . . ? C7 C6 H6 126(2) . . ? Fe C6 H6 124(2) . . ? C8 C7 C6 107.9(3) . . ? C8 C7 Fe 69.69(19) . . ? C6 C7 Fe 69.67(18) . . ? C8 C7 H10 126(2) . . ? C6 C7 H10 125(2) . . ? Fe C7 H10 121(2) . . ? C9 C8 C7 108.7(3) . . ? C9 C8 Fe 69.99(19) . . ? C7 C8 Fe 69.98(18) . . ? C9 C8 H9 130(3) . . ? C7 C8 H9 122(3) . . ? Fe C8 H9 124(3) . . ? C8 C9 C10 107.5(3) . . ? C8 C9 Fe 69.71(19) . . ? C10 C9 Fe 69.72(19) . . ? C8 C9 H8 131(3) . . ? C10 C9 H8 121(3) . . ? Fe C9 H8 126(3) . . ? C9 C10 C6 108.4(3) . . ? C9 C10 Fe 69.8(2) . . ? C6 C10 Fe 69.75(19) . . ? C9 C10 H7 128(2) . . ? C6 C10 H7 124(2) . . ? Fe C10 H7 123(2) . . ? O1 C11 C1 105.5(2) . . ? O1 C11 C12 108.5(2) . . ? C1 C11 C12 114.4(2) . . ? O1 C11 H11 108.4(16) . . ? C1 C11 H11 109.6(17) . . ? C12 C11 H11 110.1(16) . . ? C11 C12 H12A 107.6(18) . . ? C11 C12 H12B 110.7(19) . . ? H12A C12 H12B 111(3) . . ? C11 C12 H12C 110(2) . . ? H12A C12 H12C 110(3) . . ? H12B C12 H12C 108(3) . . ? O2 C13 O1 123.8(3) . . ? O2 C13 C14 123.6(2) . . ? O1 C13 C14 112.6(2) . . ? C15 C14 C19 119.4(2) . . ? C15 C14 C13 117.9(2) . . ? C19 C14 C13 122.6(2) . . ? C16 C15 C14 120.3(3) . . ? C16 C15 H15 122(2) . . ? C14 C15 H15 118(2) . . ? C15 C16 C17 120.1(3) . . ? C15 C16 H16 118(2) . . ? C17 C16 H16 122(2) . . ? C18 C17 C16 119.9(3) . . ? C18 C17 H17 120.1(19) . . ? C16 C17 H17 120.0(19) . . ? C18 C19 C14 119.8(3) . . ? C18 C19 H19 122.6(19) . . ? C14 C19 H19 117.5(19) . . ? C19 C18 C17 120.4(3) . . ? C19 C18 H18 120(2) . . ? C17 C18 H18 120(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 C8 Fe C1 C2 -46.9(4) . . . . ? C10 Fe C1 C2 -160.59(19) . . . . ? C6 Fe C1 C2 -119.28(19) . . . . ? C3 Fe C1 C2 37.40(16) . . . . ? C9 Fe C1 C2 168.2(3) . . . . ? C7 Fe C1 C2 -77.7(2) . . . . ? C5 Fe C1 C2 118.5(2) . . . . ? C4 Fe C1 C2 80.96(17) . . . . ? C2 Fe C1 C5 -118.5(2) . . . . ? C8 Fe C1 C5 -165.5(3) . . . . ? C10 Fe C1 C5 80.9(2) . . . . ? C6 Fe C1 C5 122.19(19) . . . . ? C3 Fe C1 C5 -81.12(18) . . . . ? C9 Fe C1 C5 49.7(4) . . . . ? C7 Fe C1 C5 163.77(19) . . . . ? C4 Fe C1 C5 -37.56(17) . . . . ? C2 Fe C1 C11 120.1(3) . . . . ? C8 Fe C1 C11 73.1(4) . . . . ? C10 Fe C1 C11 -40.5(3) . . . . ? C6 Fe C1 C11 0.8(3) . . . . ? C3 Fe C1 C11 157.5(2) . . . . ? C9 Fe C1 C11 -71.7(4) . . . . ? C7 Fe C1 C11 42.4(3) . . . . ? C5 Fe C1 C11 -121.4(3) . . . . ? C4 Fe C1 C11 -159.0(2) . . . . ? C5 C1 C2 C3 0.3(3) . . . . ? C11 C1 C2 C3 -177.2(2) . . . . ? Fe C1 C2 C3 -59.49(19) . . . . ? C5 C1 C2 Fe 59.75(18) . . . . ? C11 C1 C2 Fe -117.7(3) . . . . ? C8 Fe C2 C3 -79.1(2) . . . . ? C10 Fe C2 C3 168.7(3) . . . . ? C6 Fe C2 C3 -161.55(18) . . . . ? C1 Fe C2 C3 119.7(2) . . . . ? C9 Fe C2 C3 -48.9(4) . . . . ? C7 Fe C2 C3 -120.11(19) . . . . ? C5 Fe C2 C3 81.53(18) . . . . ? C4 Fe C2 C3 37.51(17) . . . . ? C8 Fe C2 C1 161.24(17) . . . . ? C10 Fe C2 C1 49.0(4) . . . . ? C6 Fe C2 C1 78.79(19) . . . . ? C3 Fe C2 C1 -119.7(2) . . . . ? C9 Fe C2 C1 -168.5(3) . . . . ? C7 Fe C2 C1 120.23(18) . . . . ? C5 Fe C2 C1 -38.13(15) . . . . ? C4 Fe C2 C1 -82.15(16) . . . . ? C1 C2 C3 C4 -0.2(3) . . . . ? Fe C2 C3 C4 -59.63(19) . . . . ? C1 C2 C3 Fe 59.40(19) . . . . ? C2 Fe C3 C4 119.3(2) . . . . ? C8 Fe C3 C4 -121.11(19) . . . . ? C10 Fe C3 C4 -48.3(4) . . . . ? C6 Fe C3 C4 164.2(3) . . . . ? C1 Fe C3 C4 81.72(17) . . . . ? C9 Fe C3 C4 -79.7(2) . . . . ? C7 Fe C3 C4 -162.99(18) . . . . ? C5 Fe C3 C4 37.74(16) . . . . ? C8 Fe C3 C2 119.55(19) . . . . ? C10 Fe C3 C2 -167.7(4) . . . . ? C6 Fe C3 C2 44.8(4) . . . . ? C1 Fe C3 C2 -37.62(16) . . . . ? C9 Fe C3 C2 160.97(19) . . . . ? C7 Fe C3 C2 77.7(2) . . . . ? C5 Fe C3 C2 -81.61(17) . . . . ? C4 Fe C3 C2 -119.3(2) . . . . ? C2 C3 C4 C5 0.1(3) . . . . ? Fe C3 C4 C5 -59.01(18) . . . . ? C2 C3 C4 Fe 59.13(18) . . . . ? C2 Fe C4 C3 -37.68(16) . . . . ? C8 Fe C4 C3 77.7(2) . . . . ? C10 Fe C4 C3 162.08(18) . . . . ? C6 Fe C4 C3 -161.9(3) . . . . ? C1 Fe C4 C3 -81.79(17) . . . . ? C9 Fe C4 C3 119.95(19) . . . . ? C7 Fe C4 C3 42.0(4) . . . . ? C5 Fe C4 C3 -119.4(2) . . . . ? C2 Fe C4 C5 81.70(18) . . . . ? C8 Fe C4 C5 -162.96(19) . . . . ? C10 Fe C4 C5 -78.5(2) . . . . ? C6 Fe C4 C5 -42.5(4) . . . . ? C1 Fe C4 C5 37.59(16) . . . . ? C3 Fe C4 C5 119.4(2) . . . . ? C9 Fe C4 C5 -120.67(19) . . . . ? C7 Fe C4 C5 161.4(3) . . . . ? C2 C1 C5 C4 -0.2(3) . . . . ? C11 C1 C5 C4 177.3(2) . . . . ? Fe C1 C5 C4 59.17(18) . . . . ? C2 C1 C5 Fe -59.36(18) . . . . ? C11 C1 C5 Fe 118.1(3) . . . . ? C3 C4 C5 C1 0.0(3) . . . . ? Fe C4 C5 C1 -58.92(18) . . . . ? C3 C4 C5 Fe 58.96(18) . . . . ? C2 Fe C5 C1 38.22(16) . . . . ? C8 Fe C5 C1 164.4(4) . . . . ? C10 Fe C5 C1 -118.83(19) . . . . ? C6 Fe C5 C1 -76.3(2) . . . . ? C3 Fe C5 C1 82.09(17) . . . . ? C9 Fe C5 C1 -161.16(18) . . . . ? C7 Fe C5 C1 -41.2(4) . . . . ? C4 Fe C5 C1 119.6(2) . . . . ? C2 Fe C5 C4 -81.34(18) . . . . ? C8 Fe C5 C4 44.9(4) . . . . ? C10 Fe C5 C4 121.6(2) . . . . ? C6 Fe C5 C4 164.18(19) . . . . ? C1 Fe C5 C4 -119.6(2) . . . . ? C3 Fe C5 C4 -37.46(17) . . . . ? C9 Fe C5 C4 79.3(2) . . . . ? C7 Fe C5 C4 -160.8(4) . . . . ? C2 Fe C6 C10 -163.6(2) . . . . ? C8 Fe C6 C10 81.0(2) . . . . ? C1 Fe C6 C10 -121.5(2) . . . . ? C3 Fe C6 C10 163.7(3) . . . . ? C9 Fe C6 C10 37.4(2) . . . . ? C7 Fe C6 C10 118.6(3) . . . . ? C5 Fe C6 C10 -80.0(2) . . . . ? C4 Fe C6 C10 -48.0(4) . . . . ? C2 Fe C6 C7 77.8(2) . . . . ? C8 Fe C6 C7 -37.6(2) . . . . ? C10 Fe C6 C7 -118.6(3) . . . . ? C1 Fe C6 C7 119.9(2) . . . . ? C3 Fe C6 C7 45.2(4) . . . . ? C9 Fe C6 C7 -81.2(2) . . . . ? C5 Fe C6 C7 161.4(2) . . . . ? C4 Fe C6 C7 -166.6(3) . . . . ? C10 C6 C7 C8 -0.3(4) . . . . ? Fe C6 C7 C8 59.4(2) . . . . ? C10 C6 C7 Fe -59.8(2) . . . . ? C2 Fe C7 C8 121.1(2) . . . . ? C10 Fe C7 C8 -81.1(2) . . . . ? C6 Fe C7 C8 -119.1(3) . . . . ? C1 Fe C7 C8 162.9(2) . . . . ? C3 Fe C7 C8 79.5(3) . . . . ? C9 Fe C7 C8 -37.3(2) . . . . ? C5 Fe C7 C8 -166.6(3) . . . . ? C4 Fe C7 C8 48.8(5) . . . . ? C2 Fe C7 C6 -119.8(2) . . . . ? C8 Fe C7 C6 119.1(3) . . . . ? C10 Fe C7 C6 38.0(2) . . . . ? C1 Fe C7 C6 -78.0(2) . . . . ? C3 Fe C7 C6 -161.4(2) . . . . ? C9 Fe C7 C6 81.8(2) . . . . ? C5 Fe C7 C6 -47.5(5) . . . . ? C4 Fe C7 C6 167.9(3) . . . . ? C6 C7 C8 C9 0.1(4) . . . . ? Fe C7 C8 C9 59.5(2) . . . . ? C6 C7 C8 Fe -59.4(2) . . . . ? C2 Fe C8 C9 163.69(19) . . . . ? C10 Fe C8 C9 -38.0(2) . . . . ? C6 Fe C8 C9 -81.9(2) . . . . ? C1 Fe C8 C9 -161.8(3) . . . . ? C3 Fe C8 C9 121.5(2) . . . . ? C7 Fe C8 C9 -119.7(3) . . . . ? C5 Fe C8 C9 46.4(5) . . . . ? C4 Fe C8 C9 79.8(2) . . . . ? C2 Fe C8 C7 -76.6(3) . . . . ? C10 Fe C8 C7 81.7(2) . . . . ? C6 Fe C8 C7 37.8(2) . . . . ? C1 Fe C8 C7 -42.1(4) . . . . ? C3 Fe C8 C7 -118.8(2) . . . . ? C9 Fe C8 C7 119.7(3) . . . . ? C5 Fe C8 C7 166.1(3) . . . . ? C4 Fe C8 C7 -160.5(2) . . . . ? C7 C8 C9 C10 0.2(4) . . . . ? Fe C8 C9 C10 59.7(2) . . . . ? C7 C8 C9 Fe -59.5(2) . . . . ? C2 Fe C9 C8 -41.1(5) . . . . ? C10 Fe C9 C8 118.6(3) . . . . ? C6 Fe C9 C8 81.1(2) . . . . ? C1 Fe C9 C8 160.7(3) . . . . ? C3 Fe C9 C8 -77.2(2) . . . . ? C7 Fe C9 C8 37.3(2) . . . . ? C5 Fe C9 C8 -162.3(2) . . . . ? C4 Fe C9 C8 -119.6(2) . . . . ? C2 Fe C9 C10 -159.7(3) . . . . ? C8 Fe C9 C10 -118.6(3) . . . . ? C6 Fe C9 C10 -37.5(2) . . . . ? C1 Fe C9 C10 42.1(5) . . . . ? C3 Fe C9 C10 164.2(2) . . . . ? C7 Fe C9 C10 -81.3(2) . . . . ? C5 Fe C9 C10 79.1(3) . . . . ? C4 Fe C9 C10 121.8(2) . . . . ? C8 C9 C10 C6 -0.4(4) . . . . ? Fe C9 C10 C6 59.3(2) . . . . ? C8 C9 C10 Fe -59.7(2) . . . . ? C7 C6 C10 C9 0.5(4) . . . . ? Fe C6 C10 C9 -59.3(2) . . . . ? C7 C6 C10 Fe 59.8(2) . . . . ? C2 Fe C10 C9 160.2(3) . . . . ? C8 Fe C10 C9 37.9(2) . . . . ? C6 Fe C10 C9 119.6(3) . . . . ? C1 Fe C10 C9 -163.7(2) . . . . ? C3 Fe C10 C9 -42.0(5) . . . . ? C7 Fe C10 C9 81.6(2) . . . . ? C5 Fe C10 C9 -120.7(2) . . . . ? C4 Fe C10 C9 -78.1(3) . . . . ? C2 Fe C10 C6 40.6(5) . . . . ? C8 Fe C10 C6 -81.7(2) . . . . ? C1 Fe C10 C6 76.7(2) . . . . ? C3 Fe C10 C6 -161.6(3) . . . . ? C9 Fe C10 C6 -119.6(3) . . . . ? C7 Fe C10 C6 -38.0(2) . . . . ? C5 Fe C10 C6 119.7(2) . . . . ? C4 Fe C10 C6 162.28(18) . . . . ? C13 O1 C11 C1 159.2(2) . . . . ? C13 O1 C11 C12 -77.8(3) . . . . ? C2 C1 C11 O1 -82.2(3) . . . . ? C5 C1 C11 O1 100.8(3) . . . . ? Fe C1 C11 O1 -169.99(16) . . . . ? C2 C1 C11 C12 158.6(3) . . . . ? C5 C1 C11 C12 -18.4(4) . . . . ? Fe C1 C11 C12 70.8(3) . . . . ? C11 O1 C13 O2 -5.5(4) . . . . ? C11 O1 C13 C14 173.7(2) . . . . ? O2 C13 C14 C15 -3.8(4) . . . . ? O1 C13 C14 C15 177.0(2) . . . . ? O2 C13 C14 C19 175.7(3) . . . . ? O1 C13 C14 C19 -3.5(4) . . . . ? C19 C14 C15 C16 -0.9(4) . . . . ? C13 C14 C15 C16 178.5(3) . . . . ? C14 C15 C16 C17 0.7(4) . . . . ? C15 C16 C17 C18 0.4(5) . . . . ? C15 C14 C19 C18 0.1(4) . . . . ? C13 C14 C19 C18 -179.3(3) . . . . ? C14 C19 C18 C17 1.0(4) . . . . ? C16 C17 C18 C19 -1.3(5) . . . . ? _diffrn_reflns_theta_full 24.98 _refine_diff_density_max 0.407 _refine_diff_density_min -0.581 _refine_diff_density_rms 0.064 data_jcompound11b _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common '1-ferrocenylethyl benzoate' _chemical_formula_moiety ? _chemical_formula_sum 'C19 H18 Fe O2' _chemical_formula_weight 334.18 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 P21/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 7.8523(9) _cell_length_b 9.7282(9) _cell_length_c 20.154(3) _cell_angle_alpha 90.00 _cell_angle_beta 92.720(10) _cell_angle_gamma 90.00 _cell_volume 1537.8(3) _cell_formula_units_Z 4 _cell_measurement_temperature 130.0(1) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 12 _cell_measurement_theta_max ?15 _exptl_crystal_description rod _exptl_crystal_colour orange _exptl_crystal_size_max '0.46 mm' _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.443 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 696 _exptl_absorpt_coefficient_mu 0.984 _exptl_absorpt_correction_type Analytical _exptl_absorpt_correction_T_min 0.84 _exptl_absorpt_correction_T_max 0.92 _exptl_special_details ; ? ; _diffrn_ambient_temperature 130.0(1) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Enraf Nonius cad4f' _diffrn_measurement_method 'theta 2theta' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time '160 minutes' _diffrn_standards_decay_% insignificant _diffrn_reflns_number 3763 _diffrn_reflns_av_R_equivalents 0.0125 _diffrn_reflns_av_sigmaI/netI 0.0246 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.02 _diffrn_reflns_theta_max 27.50 _reflns_number_total 3505 _reflns_number_gt 2936 _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 'Zolnsai (University of Heildeberg)' _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^)+(0.0535P)^2^+0.6258P] 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 0.0006(6) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 3505 _refine_ls_number_parameters 272 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0429 _refine_ls_R_factor_gt 0.0336 _refine_ls_wR_factor_ref 0.0912 _refine_ls_wR_factor_gt 0.0856 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _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 0.23796(3) 0.25249(2) 0.287072(12) 0.01850(10) Uani 1 d . . . O1 O -0.15248(15) 0.06611(13) 0.40890(6) 0.0215(3) Uani 1 d . . . O2 O 0.02631(16) -0.11071(13) 0.43148(7) 0.0260(3) Uani 1 d . . . C1 C 0.0447(2) 0.14909(18) 0.32942(8) 0.0199(3) Uani 1 d . . . C2 C 0.1637(2) 0.05497(18) 0.30328(9) 0.0227(4) Uani 1 d . . . C3 C 0.1731(3) 0.08083(19) 0.23375(9) 0.0269(4) Uani 1 d . . . C4 C 0.0577(3) 0.1896(2) 0.21683(9) 0.0260(4) Uani 1 d . . . C5 C -0.0216(2) 0.23116(18) 0.27512(9) 0.0227(4) Uani 1 d . . . C6 C 0.2946(3) 0.4483(2) 0.31755(10) 0.0293(4) Uani 1 d . . . C7 C 0.3806(3) 0.3509(2) 0.35991(10) 0.0268(4) Uani 1 d . . . C8 C 0.4865(3) 0.2699(2) 0.32083(12) 0.0306(4) Uani 1 d . . . C9 C 0.4669(3) 0.3163(2) 0.25412(11) 0.0348(5) Uani 1 d . . . C10 C 0.3491(3) 0.4262(2) 0.25208(10) 0.0334(5) Uani 1 d . . . C11 C -0.0058(2) 0.15888(18) 0.40002(9) 0.0207(4) Uani 1 d . . . C12 C -0.0685(3) 0.2987(2) 0.42063(10) 0.0276(4) Uani 1 d . . . C13 C -0.1162(2) -0.06480(18) 0.42431(8) 0.0200(4) Uani 1 d . . . C14 C -0.2725(2) -0.14899(18) 0.43165(8) 0.0196(3) Uani 1 d . . . C15 C -0.2538(3) -0.2915(2) 0.43715(9) 0.0241(4) Uani 1 d . . . C16 C -0.3960(3) -0.3743(2) 0.44213(10) 0.0293(4) Uani 1 d . . . C17 C -0.5565(3) -0.3155(2) 0.44335(10) 0.0307(4) Uani 1 d . . . C18 C -0.5758(3) -0.1744(2) 0.43935(10) 0.0313(4) Uani 1 d . . . C19 C -0.4337(2) -0.0907(2) 0.43265(9) 0.0250(4) Uani 1 d . . . H2 H 0.232(3) -0.012(2) 0.3283(10) 0.025(5) Uiso 1 d . . . H3 H 0.251(3) 0.038(3) 0.2057(11) 0.036(7) Uiso 1 d . . . H4 H 0.039(3) 0.231(2) 0.1740(12) 0.025(6) Uiso 1 d . . . H5 H -0.102(3) 0.304(3) 0.2779(11) 0.032(6) Uiso 1 d . . . H6 H 0.214(3) 0.510(2) 0.3309(11) 0.028(6) Uiso 1 d . . . H7 H 0.361(3) 0.339(2) 0.4054(11) 0.031(6) Uiso 1 d . . . H8 H 0.554(3) 0.197(3) 0.3376(11) 0.037(6) Uiso 1 d . . . H9 H 0.522(4) 0.277(3) 0.2215(14) 0.046(8) Uiso 1 d . . . H10 H 0.298(3) 0.475(3) 0.2146(13) 0.049(8) Uiso 1 d . . . H11 H 0.086(2) 0.1287(19) 0.4296(9) 0.010(4) Uiso 1 d . . . H12A H -0.099(3) 0.298(3) 0.4667(13) 0.037(6) Uiso 1 d . . . H12B H -0.171(3) 0.334(2) 0.3920(11) 0.029(6) Uiso 1 d . . . H12C H 0.019(3) 0.366(2) 0.4166(10) 0.028(6) Uiso 1 d . . . H15 H -0.146(3) -0.330(2) 0.4358(10) 0.026(5) Uiso 1 d . . . H16 H -0.385(3) -0.467(3) 0.4438(12) 0.040(7) Uiso 1 d . . . H17 H -0.649(3) -0.368(3) 0.4454(12) 0.045(7) Uiso 1 d . . . H18 H -0.677(3) -0.139(3) 0.4417(13) 0.046(7) Uiso 1 d . . . H19 H -0.451(3) 0.005(3) 0.4289(11) 0.034(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 0.02121(16) 0.01530(15) 0.01911(15) 0.00047(9) 0.00215(10) -0.00417(9) O1 0.0184(6) 0.0211(6) 0.0251(6) 0.0042(5) 0.0034(5) -0.0010(5) O2 0.0175(6) 0.0263(7) 0.0345(7) 0.0076(6) 0.0033(5) 0.0011(5) C1 0.0211(8) 0.0172(8) 0.0214(8) 0.0005(6) 0.0013(7) -0.0052(7) C2 0.0262(9) 0.0149(8) 0.0272(9) 0.0004(7) 0.0053(7) -0.0053(7) C3 0.0354(11) 0.0213(9) 0.0245(9) -0.0060(7) 0.0079(8) -0.0100(8) C4 0.0319(10) 0.0261(9) 0.0199(8) 0.0013(7) -0.0002(7) -0.0112(8) C5 0.0224(9) 0.0212(9) 0.0242(9) 0.0038(7) -0.0022(7) -0.0058(7) C6 0.0314(11) 0.0168(8) 0.0391(11) -0.0034(8) -0.0047(9) -0.0044(8) C7 0.0281(10) 0.0263(9) 0.0254(9) -0.0011(7) -0.0042(8) -0.0079(8) C8 0.0215(9) 0.0264(10) 0.0434(12) 0.0002(8) -0.0027(8) -0.0038(8) C9 0.0297(11) 0.0390(12) 0.0368(11) -0.0054(9) 0.0130(9) -0.0161(9) C10 0.0413(12) 0.0276(10) 0.0309(10) 0.0086(8) -0.0036(9) -0.0190(9) C11 0.0178(8) 0.0219(8) 0.0224(8) 0.0014(7) 0.0018(7) -0.0030(7) C12 0.0317(11) 0.0227(9) 0.0289(10) -0.0035(8) 0.0071(8) -0.0020(8) C13 0.0201(9) 0.0230(8) 0.0169(8) 0.0019(6) 0.0024(6) 0.0003(7) C14 0.0183(8) 0.0237(8) 0.0170(7) 0.0011(6) 0.0025(6) -0.0021(7) C15 0.0239(9) 0.0244(9) 0.0244(9) 0.0010(7) 0.0044(7) 0.0003(8) C16 0.0342(11) 0.0258(10) 0.0282(9) -0.0023(8) 0.0064(8) -0.0086(8) C17 0.0261(10) 0.0375(11) 0.0287(10) -0.0021(8) 0.0034(8) -0.0140(9) C18 0.0187(9) 0.0422(12) 0.0334(10) 0.0027(9) 0.0044(8) -0.0015(9) C19 0.0211(9) 0.0277(10) 0.0264(9) 0.0031(7) 0.0039(7) 0.0004(8) _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 2.0374(18) . ? Fe C2 2.0387(17) . ? Fe C1 2.0414(17) . ? Fe C7 2.0418(19) . ? Fe C9 2.042(2) . ? Fe C10 2.0425(19) . ? Fe C8 2.043(2) . ? Fe C6 2.0439(19) . ? Fe C4 2.0472(19) . ? Fe C5 2.0519(19) . ? O1 C13 1.338(2) . ? O1 C11 1.481(2) . ? O2 C13 1.207(2) . ? C1 C2 1.427(3) . ? C1 C5 1.433(2) . ? C1 C11 1.498(2) . ? C2 C3 1.429(3) . ? C2 H2 0.97(2) . ? C3 C4 1.424(3) . ? C3 H3 0.95(2) . ? C4 C5 1.415(3) . ? C4 H4 0.96(2) . ? C5 H5 0.95(2) . ? C6 C10 1.422(3) . ? C6 C7 1.424(3) . ? C6 H6 0.93(2) . ? C7 C8 1.412(3) . ? C7 H7 0.94(2) . ? C8 C9 1.420(3) . ? C8 H8 0.94(3) . ? C9 C10 1.413(3) . ? C9 H9 0.89(3) . ? C10 H10 0.96(3) . ? C11 C12 1.511(3) . ? C11 H11 0.960(18) . ? C12 H12A 0.97(3) . ? C12 H12B 1.03(2) . ? C12 H12C 0.95(2) . ? C13 C14 1.488(2) . ? C14 C19 1.388(3) . ? C14 C15 1.398(3) . ? C15 C16 1.384(3) . ? C15 H15 0.93(2) . ? C16 C17 1.385(3) . ? C16 H16 0.90(3) . ? C17 C18 1.382(3) . ? C17 H17 0.89(3) . ? C18 C19 1.393(3) . ? C18 H18 0.87(3) . ? C19 H19 0.94(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 C3 Fe C2 41.04(7) . . ? C3 Fe C1 69.17(7) . . ? C2 Fe C1 40.95(7) . . ? C3 Fe C7 151.43(9) . . ? C2 Fe C7 118.54(8) . . ? C1 Fe C7 108.89(8) . . ? C3 Fe C9 106.22(9) . . ? C2 Fe C9 126.95(9) . . ? C1 Fe C9 165.72(9) . . ? C7 Fe C9 68.30(9) . . ? C3 Fe C10 126.59(8) . . ? C2 Fe C10 164.80(9) . . ? C1 Fe C10 152.91(9) . . ? C7 Fe C10 68.39(8) . . ? C9 Fe C10 40.48(10) . . ? C3 Fe C8 117.04(9) . . ? C2 Fe C8 107.50(8) . . ? C1 Fe C8 128.25(8) . . ? C7 Fe C8 40.45(8) . . ? C9 Fe C8 40.66(9) . . ? C10 Fe C8 68.24(9) . . ? C3 Fe C6 165.41(8) . . ? C2 Fe C6 152.87(8) . . ? C1 Fe C6 119.28(8) . . ? C7 Fe C6 40.80(8) . . ? C9 Fe C6 68.42(9) . . ? C10 Fe C6 40.74(9) . . ? C8 Fe C6 68.39(8) . . ? C3 Fe C4 40.81(8) . . ? C2 Fe C4 68.64(8) . . ? C1 Fe C4 68.81(7) . . ? C7 Fe C4 167.10(8) . . ? C9 Fe C4 117.14(8) . . ? C10 Fe C4 107.52(8) . . ? C8 Fe C4 150.83(9) . . ? C6 Fe C4 128.29(8) . . ? C3 Fe C5 68.47(8) . . ? C2 Fe C5 68.50(7) . . ? C1 Fe C5 40.97(7) . . ? C7 Fe C5 129.77(8) . . ? C9 Fe C5 151.34(9) . . ? C10 Fe C5 118.78(8) . . ? C8 Fe C5 167.28(8) . . ? C6 Fe C5 109.29(8) . . ? C4 Fe C5 40.37(8) . . ? C13 O1 C11 116.74(13) . . ? C2 C1 C5 107.23(16) . . ? C2 C1 C11 126.79(16) . . ? C5 C1 C11 125.97(17) . . ? C2 C1 Fe 69.43(10) . . ? C5 C1 Fe 69.91(10) . . ? C11 C1 Fe 126.96(12) . . ? C1 C2 C3 108.31(17) . . ? C1 C2 Fe 69.62(10) . . ? C3 C2 Fe 69.43(10) . . ? C1 C2 H2 126.4(12) . . ? C3 C2 H2 125.2(12) . . ? Fe C2 H2 124.1(13) . . ? C4 C3 C2 107.69(17) . . ? C4 C3 Fe 69.97(11) . . ? C2 C3 Fe 69.53(10) . . ? C4 C3 H3 127.2(15) . . ? C2 C3 H3 124.8(14) . . ? Fe C3 H3 121.3(15) . . ? C5 C4 C3 108.29(16) . . ? C5 C4 Fe 69.99(10) . . ? C3 C4 Fe 69.22(11) . . ? C5 C4 H4 124.8(13) . . ? C3 C4 H4 126.9(13) . . ? Fe C4 H4 124.8(13) . . ? C4 C5 C1 108.47(17) . . ? C4 C5 Fe 69.64(11) . . ? C1 C5 Fe 69.12(10) . . ? C4 C5 H5 125.5(13) . . ? C1 C5 H5 126.0(13) . . ? Fe C5 H5 125.1(14) . . ? C10 C6 C7 107.49(19) . . ? C10 C6 Fe 69.58(11) . . ? C7 C6 Fe 69.53(11) . . ? C10 C6 H6 127.5(14) . . ? C7 C6 H6 124.9(14) . . ? Fe C6 H6 123.6(14) . . ? C8 C7 C6 108.16(18) . . ? C8 C7 Fe 69.83(11) . . ? C6 C7 Fe 69.68(11) . . ? C8 C7 H7 127.1(14) . . ? C6 C7 H7 124.5(14) . . ? Fe C7 H7 122.3(14) . . ? C7 C8 C9 108.11(19) . . ? C7 C8 Fe 69.72(11) . . ? C9 C8 Fe 69.63(12) . . ? C7 C8 H8 124.0(14) . . ? C9 C8 H8 127.9(14) . . ? Fe C8 H8 125.0(15) . . ? C10 C9 C8 108.00(19) . . ? C10 C9 Fe 69.76(12) . . ? C8 C9 Fe 69.71(12) . . ? C10 C9 H9 130.2(18) . . ? C8 C9 H9 121.8(18) . . ? Fe C9 H9 124.9(18) . . ? C9 C10 C6 108.23(19) . . ? C9 C10 Fe 69.75(12) . . ? C6 C10 Fe 69.68(11) . . ? C9 C10 H10 129.8(16) . . ? C6 C10 H10 121.6(16) . . ? Fe C10 H10 120.6(17) . . ? O1 C11 C1 108.56(14) . . ? O1 C11 C12 104.48(15) . . ? C1 C11 C12 114.99(15) . . ? O1 C11 H11 107.7(11) . . ? C1 C11 H11 110.2(11) . . ? C12 C11 H11 110.5(11) . . ? C11 C12 H12A 110.8(15) . . ? C11 C12 H12B 114.0(13) . . ? H12A C12 H12B 108.4(18) . . ? C11 C12 H12C 110.6(13) . . ? H12A C12 H12C 107.4(19) . . ? H12B C12 H12C 105.4(18) . . ? O2 C13 O1 124.44(16) . . ? O2 C13 C14 123.26(16) . . ? O1 C13 C14 112.30(15) . . ? C19 C14 C15 119.77(17) . . ? C19 C14 C13 122.22(16) . . ? C15 C14 C13 118.01(16) . . ? C16 C15 C14 120.03(19) . . ? C16 C15 H15 120.6(14) . . ? C14 C15 H15 119.3(14) . . ? C15 C16 C17 119.94(19) . . ? C15 C16 H16 120.4(16) . . ? C17 C16 H16 119.7(16) . . ? C18 C17 C16 120.39(19) . . ? C18 C17 H17 118.9(17) . . ? C16 C17 H17 120.7(17) . . ? C17 C18 C19 120.0(2) . . ? C17 C18 H18 119.2(18) . . ? C19 C18 H18 120.7(18) . . ? C14 C19 C18 119.81(18) . . ? C14 C19 H19 122.1(15) . . ? C18 C19 H19 118.1(15) . . ? 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 C2 37.55(11) . . . . ? C7 Fe C1 C2 -112.10(12) . . . . ? C9 Fe C1 C2 -36.0(3) . . . . ? C10 Fe C1 C2 168.60(16) . . . . ? C8 Fe C1 C2 -71.08(14) . . . . ? C6 Fe C1 C2 -155.60(11) . . . . ? C4 Fe C1 C2 81.41(12) . . . . ? C5 Fe C1 C2 118.31(15) . . . . ? C3 Fe C1 C5 -80.76(12) . . . . ? C2 Fe C1 C5 -118.31(15) . . . . ? C7 Fe C1 C5 129.59(11) . . . . ? C9 Fe C1 C5 -154.3(3) . . . . ? C10 Fe C1 C5 50.3(2) . . . . ? C8 Fe C1 C5 170.61(11) . . . . ? C6 Fe C1 C5 86.10(12) . . . . ? C4 Fe C1 C5 -36.90(11) . . . . ? C3 Fe C1 C11 158.75(18) . . . . ? C2 Fe C1 C11 121.2(2) . . . . ? C7 Fe C1 C11 9.10(18) . . . . ? C9 Fe C1 C11 85.2(4) . . . . ? C10 Fe C1 C11 -70.2(2) . . . . ? C8 Fe C1 C11 50.12(19) . . . . ? C6 Fe C1 C11 -34.39(18) . . . . ? C4 Fe C1 C11 -157.39(18) . . . . ? C5 Fe C1 C11 -120.5(2) . . . . ? C5 C1 C2 C3 1.1(2) . . . . ? C11 C1 C2 C3 179.77(16) . . . . ? Fe C1 C2 C3 -58.82(12) . . . . ? C5 C1 C2 Fe 59.96(12) . . . . ? C11 C1 C2 Fe -121.41(17) . . . . ? C3 Fe C2 C1 -119.83(16) . . . . ? C7 Fe C2 C1 86.30(12) . . . . ? C9 Fe C2 C1 169.55(11) . . . . ? C10 Fe C2 C1 -159.9(3) . . . . ? C8 Fe C2 C1 128.84(11) . . . . ? C6 Fe C2 C1 52.2(2) . . . . ? C4 Fe C2 C1 -81.87(12) . . . . ? C5 Fe C2 C1 -38.35(10) . . . . ? C1 Fe C2 C3 119.83(16) . . . . ? C7 Fe C2 C3 -153.87(12) . . . . ? C9 Fe C2 C3 -70.62(15) . . . . ? C10 Fe C2 C3 -40.1(4) . . . . ? C8 Fe C2 C3 -111.33(13) . . . . ? C6 Fe C2 C3 172.05(16) . . . . ? C4 Fe C2 C3 37.96(12) . . . . ? C5 Fe C2 C3 81.48(13) . . . . ? C1 C2 C3 C4 -0.9(2) . . . . ? Fe C2 C3 C4 -59.81(13) . . . . ? C1 C2 C3 Fe 58.94(12) . . . . ? C2 Fe C3 C4 118.78(16) . . . . ? C1 Fe C3 C4 81.31(12) . . . . ? C7 Fe C3 C4 172.77(15) . . . . ? C9 Fe C3 C4 -112.96(12) . . . . ? C10 Fe C3 C4 -73.37(15) . . . . ? C8 Fe C3 C4 -155.36(12) . . . . ? C6 Fe C3 C4 -46.7(4) . . . . ? C5 Fe C3 C4 37.22(11) . . . . ? C1 Fe C3 C2 -37.47(11) . . . . ? C7 Fe C3 C2 54.0(2) . . . . ? C9 Fe C3 C2 128.27(13) . . . . ? C10 Fe C3 C2 167.86(12) . . . . ? C8 Fe C3 C2 85.87(14) . . . . ? C6 Fe C3 C2 -165.5(3) . . . . ? C4 Fe C3 C2 -118.78(16) . . . . ? C5 Fe C3 C2 -81.55(12) . . . . ? C2 C3 C4 C5 0.3(2) . . . . ? Fe C3 C4 C5 -59.28(13) . . . . ? C2 C3 C4 Fe 59.53(13) . . . . ? C3 Fe C4 C5 119.69(15) . . . . ? C2 Fe C4 C5 81.52(11) . . . . ? C1 Fe C4 C5 37.42(10) . . . . ? C7 Fe C4 C5 -44.7(4) . . . . ? C9 Fe C4 C5 -156.82(12) . . . . ? C10 Fe C4 C5 -114.08(12) . . . . ? C8 Fe C4 C5 169.33(15) . . . . ? C6 Fe C4 C5 -73.82(14) . . . . ? C2 Fe C4 C3 -38.17(11) . . . . ? C1 Fe C4 C3 -82.27(11) . . . . ? C7 Fe C4 C3 -164.4(3) . . . . ? C9 Fe C4 C3 83.49(13) . . . . ? C10 Fe C4 C3 126.23(12) . . . . ? C8 Fe C4 C3 49.6(2) . . . . ? C6 Fe C4 C3 166.49(12) . . . . ? C5 Fe C4 C3 -119.69(15) . . . . ? C3 C4 C5 C1 0.5(2) . . . . ? Fe C4 C5 C1 -58.35(13) . . . . ? C3 C4 C5 Fe 58.81(13) . . . . ? C2 C1 C5 C4 -1.0(2) . . . . ? C11 C1 C5 C4 -179.63(16) . . . . ? Fe C1 C5 C4 58.67(13) . . . . ? C2 C1 C5 Fe -59.65(12) . . . . ? C11 C1 C5 Fe 121.70(17) . . . . ? C3 Fe C5 C4 -37.61(11) . . . . ? C2 Fe C5 C4 -81.88(12) . . . . ? C1 Fe C5 C4 -120.21(15) . . . . ? C7 Fe C5 C4 168.22(11) . . . . ? C9 Fe C5 C4 46.9(2) . . . . ? C10 Fe C5 C4 83.35(13) . . . . ? C8 Fe C5 C4 -155.8(3) . . . . ? C6 Fe C5 C4 127.00(12) . . . . ? C3 Fe C5 C1 82.60(11) . . . . ? C2 Fe C5 C1 38.33(10) . . . . ? C7 Fe C5 C1 -71.57(13) . . . . ? C9 Fe C5 C1 167.12(16) . . . . ? C10 Fe C5 C1 -156.44(11) . . . . ? C8 Fe C5 C1 -35.6(4) . . . . ? C6 Fe C5 C1 -112.79(11) . . . . ? C4 Fe C5 C1 120.21(15) . . . . ? C3 Fe C6 C10 -33.5(4) . . . . ? C2 Fe C6 C10 167.66(17) . . . . ? C1 Fe C6 C10 -155.91(12) . . . . ? C7 Fe C6 C10 118.78(18) . . . . ? C9 Fe C6 C10 37.43(13) . . . . ? C8 Fe C6 C10 81.31(14) . . . . ? C4 Fe C6 C10 -70.80(16) . . . . ? C5 Fe C6 C10 -112.03(13) . . . . ? C3 Fe C6 C7 -152.3(3) . . . . ? C2 Fe C6 C7 48.9(2) . . . . ? C1 Fe C6 C7 85.31(13) . . . . ? C9 Fe C6 C7 -81.35(14) . . . . ? C10 Fe C6 C7 -118.78(18) . . . . ? C8 Fe C6 C7 -37.46(12) . . . . ? C4 Fe C6 C7 170.42(11) . . . . ? C5 Fe C6 C7 129.19(12) . . . . ? C10 C6 C7 C8 0.0(2) . . . . ? Fe C6 C7 C8 59.44(14) . . . . ? C10 C6 C7 Fe -59.45(13) . . . . ? C3 Fe C7 C8 46.5(2) . . . . ? C2 Fe C7 C8 83.67(13) . . . . ? C1 Fe C7 C8 127.40(12) . . . . ? C9 Fe C7 C8 -37.67(13) . . . . ? C10 Fe C7 C8 -81.38(14) . . . . ? C6 Fe C7 C8 -119.35(17) . . . . ? C4 Fe C7 C8 -155.2(3) . . . . ? C5 Fe C7 C8 168.50(12) . . . . ? C3 Fe C7 C6 165.81(15) . . . . ? C2 Fe C7 C6 -156.98(12) . . . . ? C1 Fe C7 C6 -113.25(13) . . . . ? C9 Fe C7 C6 81.68(14) . . . . ? C10 Fe C7 C6 37.97(13) . . . . ? C8 Fe C7 C6 119.35(17) . . . . ? C4 Fe C7 C6 -35.8(4) . . . . ? C5 Fe C7 C6 -72.15(15) . . . . ? C6 C7 C8 C9 -0.1(2) . . . . ? Fe C7 C8 C9 59.25(14) . . . . ? C6 C7 C8 Fe -59.34(13) . . . . ? C3 Fe C8 C7 -157.10(11) . . . . ? C2 Fe C8 C7 -113.73(12) . . . . ? C1 Fe C8 C7 -73.18(14) . . . . ? C9 Fe C8 C7 119.39(18) . . . . ? C10 Fe C8 C7 81.78(13) . . . . ? C6 Fe C8 C7 37.78(12) . . . . ? C4 Fe C8 C7 168.91(14) . . . . ? C5 Fe C8 C7 -44.1(4) . . . . ? C3 Fe C8 C9 83.51(14) . . . . ? C2 Fe C8 C9 126.88(13) . . . . ? C1 Fe C8 C9 167.43(12) . . . . ? C7 Fe C8 C9 -119.39(18) . . . . ? C10 Fe C8 C9 -37.61(13) . . . . ? C6 Fe C8 C9 -81.62(14) . . . . ? C4 Fe C8 C9 49.5(2) . . . . ? C5 Fe C8 C9 -163.5(3) . . . . ? C7 C8 C9 C10 0.2(2) . . . . ? Fe C8 C9 C10 59.47(14) . . . . ? C7 C8 C9 Fe -59.31(14) . . . . ? C3 Fe C9 C10 127.99(13) . . . . ? C2 Fe C9 C10 168.16(12) . . . . ? C1 Fe C9 C10 -163.0(3) . . . . ? C7 Fe C9 C10 -81.70(13) . . . . ? C8 Fe C9 C10 -119.18(18) . . . . ? C6 Fe C9 C10 -37.66(12) . . . . ? C4 Fe C9 C10 85.44(14) . . . . ? C5 Fe C9 C10 53.3(2) . . . . ? C3 Fe C9 C8 -112.83(13) . . . . ? C2 Fe C9 C8 -72.66(15) . . . . ? C1 Fe C9 C8 -43.8(4) . . . . ? C7 Fe C9 C8 37.47(12) . . . . ? C10 Fe C9 C8 119.18(18) . . . . ? C6 Fe C9 C8 81.52(13) . . . . ? C4 Fe C9 C8 -155.38(12) . . . . ? C5 Fe C9 C8 172.51(15) . . . . ? C8 C9 C10 C6 -0.2(2) . . . . ? Fe C9 C10 C6 59.26(14) . . . . ? C8 C9 C10 Fe -59.44(14) . . . . ? C7 C6 C10 C9 0.1(2) . . . . ? Fe C6 C10 C9 -59.30(14) . . . . ? C7 C6 C10 Fe 59.42(13) . . . . ? C3 Fe C10 C9 -70.49(16) . . . . ? C2 Fe C10 C9 -38.7(4) . . . . ? C1 Fe C10 C9 170.90(15) . . . . ? C7 Fe C10 C9 81.46(14) . . . . ? C8 Fe C10 C9 37.78(13) . . . . ? C6 Fe C10 C9 119.48(18) . . . . ? C4 Fe C10 C9 -111.53(13) . . . . ? C5 Fe C10 C9 -153.96(12) . . . . ? C3 Fe C10 C6 170.04(12) . . . . ? C2 Fe C10 C6 -158.2(3) . . . . ? C1 Fe C10 C6 51.4(2) . . . . ? C7 Fe C10 C6 -38.02(12) . . . . ? C9 Fe C10 C6 -119.48(18) . . . . ? C8 Fe C10 C6 -81.70(14) . . . . ? C4 Fe C10 C6 128.99(13) . . . . ? C5 Fe C10 C6 86.56(14) . . . . ? C13 O1 C11 C1 86.87(17) . . . . ? C13 O1 C11 C12 -149.97(15) . . . . ? C2 C1 C11 O1 -89.2(2) . . . . ? C5 C1 C11 O1 89.1(2) . . . . ? Fe C1 C11 O1 179.98(11) . . . . ? C2 C1 C11 C12 154.17(18) . . . . ? C5 C1 C11 C12 -27.4(3) . . . . ? Fe C1 C11 C12 63.4(2) . . . . ? C11 O1 C13 O2 0.3(2) . . . . ? C11 O1 C13 C14 -179.64(13) . . . . ? O2 C13 C14 C19 170.54(17) . . . . ? O1 C13 C14 C19 -9.6(2) . . . . ? O2 C13 C14 C15 -10.0(3) . . . . ? O1 C13 C14 C15 169.94(15) . . . . ? C19 C14 C15 C16 1.4(3) . . . . ? C13 C14 C15 C16 -178.14(17) . . . . ? C14 C15 C16 C17 -1.6(3) . . . . ? C15 C16 C17 C18 0.3(3) . . . . ? C16 C17 C18 C19 1.3(3) . . . . ? C15 C14 C19 C18 0.2(3) . . . . ? C13 C14 C19 C18 179.71(17) . . . . ? C17 C18 C19 C14 -1.6(3) . . . . ? _diffrn_reflns_theta_full 27.50 _refine_diff_density_max 0.465 _refine_diff_density_min -0.664 _refine_diff_density_rms 0.064 data_compound9 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common 1-ferrocenylethanol _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C12 H14 Fe O' _chemical_formula_weight 230.09 _chemical_melting_point ? _chemical_compound_source ? 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 Rhombahedral _symmetry_space_group_name_H-M 'I 41 cd' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-y, x+1/2, z+1/4' 'y+1/2, -x, z+3/4' 'x, -y, z+1/2' '-x+1/2, y+1/2, z' '-y, -x+1/2, z+3/4' 'y+1/2, x, z+1/4' 'x+1/2, y+1/2, z+1/2' '-x+1, -y+1, z+1' '-y+1/2, x+1, z+3/4' 'y+1, -x+1/2, z+5/4' 'x+1/2, -y+1/2, z+1' '-x+1, y+1, z+1/2' '-y+1/2, -x+1, z+5/4' 'y+1, x+1/2, z+3/4' _cell_length_a 23.132(2) _cell_length_b 23.132(2) _cell_length_c 7.5720(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4051.7(7) _cell_formula_units_Z 4 _cell_measurement_temperature 130.0(1) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 12 _cell_measurement_theta_max 15 _exptl_crystal_description Rod _exptl_crystal_colour orange _exptl_crystal_size_max '0.6 mm' _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.509 _exptl_crystal_density_method ? _exptl_crystal_F_000 1920 _exptl_absorpt_coefficient_mu '1.449 mm-1' _exptl_absorpt_correction_type Analytical _exptl_absorpt_correction_T_min 0.65 _exptl_absorpt_correction_T_max 0.77 _exptl_special_details ; ? ; _diffrn_ambient_temperature 130.0(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Enraf Nonius Cad4f' _diffrn_measurement_method 'theta 2theta' _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time '160 minutes' _diffrn_standards_decay_% insignificant _diffrn_reflns_number 6717 _diffrn_reflns_av_R_equivalents 0.0424 _diffrn_reflns_av_sigmaI/netI 0.0263 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 32 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.49 _diffrn_reflns_theta_max 30.03 _reflns_number_total 1586 _reflns_number_observed 1476 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'ZORTEP' _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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^)+(0.0405P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment ? _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00000(10) _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 -0.01(2) _refine_ls_number_reflns 1586 _refine_ls_number_parameters 184 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0262 _refine_ls_R_factor_obs 0.0225 _refine_ls_wR_factor_all 0.0555 _refine_ls_wR_factor_obs 0.0537 _refine_ls_goodness_of_fit_all 0.981 _refine_ls_goodness_of_fit_obs 0.988 _refine_ls_restrained_S_all 0.981 _refine_ls_restrained_S_obs 0.987 _refine_ls_shift/esd_max -0.887 _refine_ls_shift/esd_mean 0.005 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Fe Fe 0.378509(11) 0.101029(11) 0.91286(4) 0.01885(8) Uani 1 d . . O1 O 0.30872(7) 0.25078(6) 1.1967(2) 0.0271(3) Uani 1 d . . C1 C 0.33833(8) 0.15914(8) 1.0736(3) 0.0198(3) Uani 1 d . . C2 C 0.30113(8) 0.14241(9) 0.9324(3) 0.0229(4) Uani 1 d . . C3 C 0.29288(8) 0.08095(9) 0.9426(3) 0.0273(4) Uani 1 d . . C4 C 0.32491(10) 0.06058(9) 1.0900(3) 0.0274(4) Uani 1 d . . C5 C 0.35296(9) 0.10821(8) 1.1710(3) 0.0241(4) Uani 1 d . . C6 C 0.45525(12) 0.13759(13) 0.8419(4) 0.0455(7) Uani 1 d . . C7 C 0.41799(13) 0.13423(10) 0.6945(4) 0.0397(6) Uani 1 d . . C8 C 0.40396(9) 0.07541(9) 0.6665(4) 0.0278(4) Uani 1 d . . C9 C 0.43295(10) 0.04213(10) 0.7968(4) 0.0300(5) Uani 1 d . . C10 C 0.46443(9) 0.08048(14) 0.9060(5) 0.0424(6) Uani 1 d . . C11 C 0.35595(9) 0.22065(9) 1.1126(3) 0.0219(4) Uani 1 d . . C12 C 0.40791(12) 0.22575(11) 1.2330(4) 0.0351(5) Uani 1 d . . H1 H 0.2905(15) 0.2673(16) 1.1239(57) 0.057(12) Uiso 1 d . . H2 H 0.2888(12) 0.1645(12) 0.8472(42) 0.028(7) Uiso 1 d . . H3 H 0.2708(13) 0.0562(14) 0.8647(40) 0.040(9) Uiso 1 d . . H4 H 0.3276(13) 0.0205(12) 1.1293(43) 0.041(9) Uiso 1 d . . H5 H 0.3812(15) 0.1050(15) 1.2844(68) 0.047(11) Uiso 1 d . . H6 H 0.4725(15) 0.1717(16) 0.8930(62) 0.064(11) Uiso 1 d . . H7 H 0.4039(18) 0.1651(20) 0.6316(72) 0.077(15) Uiso 1 d . . H8 H 0.3803(13) 0.0609(15) 0.5836(50) 0.038(8) Uiso 1 d . . H9 H 0.4311(11) 0.0030(16) 0.8056(43) 0.042(8) Uiso 1 d . . H10 H 0.4847(16) 0.0707(16) 0.9933(65) 0.070(13) Uiso 1 d . . H11 H 0.3630(11) 0.2398(11) 1.0057(45) 0.023(7) Uiso 1 d . . H12A H 0.4436(12) 0.2049(11) 1.2005(40) 0.028(7) Uiso 1 d . . H12B H 0.4182(14) 0.2645(16) 1.2554(58) 0.051(10) Uiso 1 d . . H12C H 0.3991(14) 0.2107(16) 1.3415(51) 0.040(9) 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 0.01788(13) 0.02001(13) 0.01864(12) 0.00047(12) 0.00266(12) 0.00017(9) O1 0.0357(8) 0.0234(7) 0.0224(8) 0.0002(6) 0.0039(6) 0.0060(6) C1 0.0201(8) 0.0214(8) 0.0178(8) 0.0026(7) 0.0022(7) 0.0031(6) C2 0.0214(8) 0.0245(8) 0.0228(10) 0.0001(8) -0.0014(8) 0.0034(6) C3 0.0198(8) 0.0265(9) 0.0356(12) -0.0068(9) 0.0046(9) -0.0015(7) C4 0.0290(10) 0.0215(9) 0.0319(10) 0.0045(9) 0.0106(9) 0.0022(7) C5 0.0285(9) 0.0249(8) 0.0191(8) 0.0064(10) 0.0052(9) 0.0064(7) C6 0.0364(13) 0.0473(14) 0.053(2) -0.0239(13) 0.0232(12) -0.0226(11) C7 0.0531(14) 0.0289(10) 0.037(2) 0.0041(10) 0.0264(12) -0.0025(10) C8 0.0308(9) 0.0310(9) 0.0217(8) -0.0040(11) 0.0064(10) -0.0029(8) C9 0.0248(9) 0.0302(10) 0.0350(11) -0.0015(9) 0.0072(9) 0.0061(8) C10 0.0188(9) 0.070(2) 0.0384(13) -0.014(2) 0.0033(11) 0.0044(10) C11 0.0268(9) 0.0206(8) 0.0182(8) 0.0009(7) 0.0013(7) 0.0003(7) C12 0.0385(13) 0.0335(12) 0.0334(12) -0.0054(10) -0.0116(11) -0.0024(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 C2 2.035(2) . ? Fe C1 2.038(2) . ? Fe C6 2.039(2) . ? Fe C7 2.039(3) . ? Fe C8 2.044(3) . ? Fe C10 2.044(2) . ? Fe C3 2.047(2) . ? Fe C5 2.049(3) . ? Fe C4 2.053(2) . ? Fe C9 2.053(2) . ? O1 C11 1.444(3) . ? O1 H1 0.79(4) . ? C1 C2 1.426(3) . ? C1 C5 1.430(3) . ? C1 C11 1.509(3) . ? C2 C3 1.436(3) . ? C2 H2 0.87(3) . ? C3 C4 1.420(3) . ? C3 H3 0.97(3) . ? C4 C5 1.418(3) . ? C4 H4 0.98(3) . ? C5 H5 1.08(5) . ? C6 C7 1.412(5) . ? C6 C10 1.423(5) . ? C6 H6 0.96(4) . ? C7 C8 1.415(3) . ? C7 H7 0.92(5) . ? C8 C9 1.420(4) . ? C8 H8 0.90(4) . ? C9 C10 1.414(4) . ? C9 H9 0.91(4) . ? C10 H10 0.84(4) . ? C11 C12 1.513(3) . ? C11 H11 0.94(3) . ? C12 H12A 0.99(3) . ? C12 H12B 0.94(4) . ? C12 H12C 0.91(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 C2 Fe C1 40.98(8) . . ? C2 Fe C6 126.15(11) . . ? C1 Fe C6 106.32(10) . . ? C2 Fe C7 106.01(11) . . ? C1 Fe C7 116.12(9) . . ? C6 Fe C7 40.53(13) . . ? C2 Fe C8 117.13(9) . . ? C1 Fe C8 150.20(9) . . ? C6 Fe C8 68.21(10) . . ? C7 Fe C8 40.54(9) . . ? C2 Fe C10 165.09(11) . . ? C1 Fe C10 127.75(11) . . ? C6 Fe C10 40.80(14) . . ? C7 Fe C10 68.37(14) . . ? C8 Fe C10 68.23(12) . . ? C2 Fe C3 41.20(8) . . ? C1 Fe C3 69.05(8) . . ? C6 Fe C3 164.98(13) . . ? C7 Fe C3 127.45(12) . . ? C8 Fe C3 108.26(9) . . ? C10 Fe C3 152.99(11) . . ? C2 Fe C5 68.83(9) . . ? C1 Fe C5 40.98(7) . . ? C6 Fe C5 117.98(11) . . ? C7 Fe C5 150.73(10) . . ? C8 Fe C5 167.78(8) . . ? C10 Fe C5 108.89(12) . . ? C3 Fe C5 68.55(9) . . ? C2 Fe C4 68.63(9) . . ? C1 Fe C4 68.58(8) . . ? C6 Fe C4 152.56(13) . . ? C7 Fe C4 166.48(12) . . ? C8 Fe C4 129.67(9) . . ? C10 Fe C4 119.87(13) . . ? C3 Fe C4 40.54(10) . . ? C5 Fe C4 40.46(9) . . ? C2 Fe C9 151.98(9) . . ? C1 Fe C9 166.73(9) . . ? C6 Fe C9 68.17(10) . . ? C7 Fe C9 68.16(10) . . ? C8 Fe C9 40.56(10) . . ? C10 Fe C9 40.38(11) . . ? C3 Fe C9 119.36(9) . . ? C5 Fe C9 129.73(9) . . ? C4 Fe C9 110.36(9) . . ? C11 O1 H1 109.1(29) . . ? C2 C1 C5 107.8(2) . . ? C2 C1 C11 124.4(2) . . ? C5 C1 C11 127.7(2) . . ? C2 C1 Fe 69.42(11) . . ? C5 C1 Fe 69.92(12) . . ? C11 C1 Fe 128.00(14) . . ? C1 C2 C3 108.0(2) . . ? C1 C2 Fe 69.60(10) . . ? C3 C2 Fe 69.84(11) . . ? C1 C2 H2 126.4(19) . . ? C3 C2 H2 125.2(19) . . ? Fe C2 H2 120.7(19) . . ? C4 C3 C2 107.5(2) . . ? C4 C3 Fe 69.94(12) . . ? C2 C3 Fe 68.96(11) . . ? C4 C3 H3 123.9(19) . . ? C2 C3 H3 128.5(19) . . ? Fe C3 H3 125.3(17) . . ? C5 C4 C3 108.7(2) . . ? C5 C4 Fe 69.62(13) . . ? C3 C4 Fe 69.52(12) . . ? C5 C4 H4 125.3(19) . . ? C3 C4 H4 126.0(19) . . ? Fe C4 H4 126.4(18) . . ? C4 C5 C1 108.0(2) . . ? C4 C5 Fe 69.92(14) . . ? C1 C5 Fe 69.10(13) . . ? C4 C5 H5 124.5(19) . . ? C1 C5 H5 127.5(20) . . ? Fe C5 H5 125.3(22) . . ? C7 C6 C10 108.0(2) . . ? C7 C6 Fe 69.77(14) . . ? C10 C6 Fe 69.81(14) . . ? C7 C6 H6 127.9(24) . . ? C10 C6 H6 124.0(24) . . ? Fe C6 H6 126.4(24) . . ? C6 C7 C8 108.1(3) . . ? C6 C7 Fe 69.7(2) . . ? C8 C7 Fe 69.91(15) . . ? C6 C7 H7 125.7(30) . . ? C8 C7 H7 126.1(30) . . ? Fe C7 H7 123.6(30) . . ? C7 C8 C9 108.0(2) . . ? C7 C8 Fe 69.55(15) . . ? C9 C8 Fe 70.06(15) . . ? C7 C8 H8 127.2(22) . . ? C9 C8 H8 124.8(22) . . ? Fe C8 H8 124.8(22) . . ? C10 C9 C8 108.0(2) . . ? C10 C9 Fe 69.48(13) . . ? C8 C9 Fe 69.39(13) . . ? C10 C9 H9 127.4(20) . . ? C8 C9 H9 124.6(20) . . ? Fe C9 H9 126.9(18) . . ? C9 C10 C6 107.8(3) . . ? C9 C10 Fe 70.14(13) . . ? C6 C10 Fe 69.38(15) . . ? C9 C10 H10 125.3(27) . . ? C6 C10 H10 126.9(26) . . ? Fe C10 H10 125.8(28) . . ? O1 C11 C1 109.7(2) . . ? O1 C11 C12 107.3(2) . . ? C1 C11 C12 113.9(2) . . ? O1 C11 H11 106.5(16) . . ? C1 C11 H11 108.8(17) . . ? C12 C11 H11 110.2(16) . . ? C11 C12 H12A 118.4(17) . . ? C11 C12 H12B 112.5(23) . . ? H12A C12 H12B 107.3(25) . . ? C11 C12 H12C 109.6(22) . . ? H12A C12 H12C 102.9(27) . . ? H12B C12 H12C 104.9(34) . . ? 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 C2 Fe C1 C2 0.0 . . . . ? C6 Fe C1 C2 126.9(2) . . . . ? C7 Fe C1 C2 84.5(2) . . . . ? C8 Fe C1 C2 52.4(2) . . . . ? C10 Fe C1 C2 166.5(2) . . . . ? C3 Fe C1 C2 -38.02(13) . . . . ? C5 Fe C1 C2 -119.0(2) . . . . ? C4 Fe C1 C2 -81.65(14) . . . . ? C9 Fe C1 C2 -169.6(3) . . . . ? C2 Fe C1 C5 119.0(2) . . . . ? C6 Fe C1 C5 -114.1(2) . . . . ? C7 Fe C1 C5 -156.5(2) . . . . ? C8 Fe C1 C5 171.4(2) . . . . ? C10 Fe C1 C5 -74.5(2) . . . . ? C3 Fe C1 C5 81.00(14) . . . . ? C5 Fe C1 C5 0.0 . . . . ? C4 Fe C1 C5 37.37(13) . . . . ? C9 Fe C1 C5 -50.6(4) . . . . ? C2 Fe C1 C11 -118.2(2) . . . . ? C6 Fe C1 C11 8.6(2) . . . . ? C7 Fe C1 C11 -33.8(2) . . . . ? C8 Fe C1 C11 -65.9(3) . . . . ? C10 Fe C1 C11 48.2(2) . . . . ? C3 Fe C1 C11 -156.3(2) . . . . ? C5 Fe C1 C11 122.7(2) . . . . ? C4 Fe C1 C11 160.1(2) . . . . ? C9 Fe C1 C11 72.1(4) . . . . ? C5 C1 C2 C3 -0.1(2) . . . . ? C11 C1 C2 C3 -177.8(2) . . . . ? Fe C1 C2 C3 59.52(14) . . . . ? C5 C1 C2 Fe -59.62(14) . . . . ? C11 C1 C2 Fe 122.7(2) . . . . ? Fe C1 C2 Fe 0.0 . . . . ? C1 Fe C2 C1 0.0 . . . . ? C6 Fe C2 C1 -71.9(2) . . . . ? C7 Fe C2 C1 -111.60(14) . . . . ? C8 Fe C2 C1 -153.75(12) . . . . ? C10 Fe C2 C1 -46.0(5) . . . . ? C3 Fe C2 C1 119.2(2) . . . . ? C5 Fe C2 C1 37.95(12) . . . . ? C4 Fe C2 C1 81.51(14) . . . . ? C9 Fe C2 C1 174.9(2) . . . . ? C1 Fe C2 C3 -119.2(2) . . . . ? C6 Fe C2 C3 168.9(2) . . . . ? C7 Fe C2 C3 129.2(2) . . . . ? C8 Fe C2 C3 87.09(15) . . . . ? C10 Fe C2 C3 -165.1(5) . . . . ? C3 Fe C2 C3 0.0 . . . . ? C5 Fe C2 C3 -81.20(15) . . . . ? C4 Fe C2 C3 -37.64(14) . . . . ? C9 Fe C2 C3 55.8(3) . . . . ? C1 C2 C3 C4 0.2(2) . . . . ? Fe C2 C3 C4 59.53(14) . . . . ? C1 C2 C3 Fe -59.37(14) . . . . ? Fe C2 C3 Fe 0.0 . . . . ? C2 Fe C3 C4 -119.0(2) . . . . ? C1 Fe C3 C4 -81.13(13) . . . . ? C6 Fe C3 C4 -155.7(4) . . . . ? C7 Fe C3 C4 171.38(13) . . . . ? C8 Fe C3 C4 130.42(13) . . . . ? C10 Fe C3 C4 52.7(3) . . . . ? C5 Fe C3 C4 -37.03(12) . . . . ? C4 Fe C3 C4 0.0 . . . . ? C9 Fe C3 C4 87.5(2) . . . . ? C2 Fe C3 C2 0.0 . . . . ? C1 Fe C3 C2 37.83(13) . . . . ? C6 Fe C3 C2 -36.8(5) . . . . ? C7 Fe C3 C2 -69.7(2) . . . . ? C8 Fe C3 C2 -110.62(14) . . . . ? C10 Fe C3 C2 171.6(3) . . . . ? C5 Fe C3 C2 81.93(14) . . . . ? C4 Fe C3 C2 119.0(2) . . . . ? C9 Fe C3 C2 -153.53(14) . . . . ? C2 C3 C4 C5 -0.2(2) . . . . ? Fe C3 C4 C5 58.74(15) . . . . ? C2 C3 C4 Fe -58.92(14) . . . . ? Fe C3 C4 Fe 0.0 . . . . ? C2 Fe C4 C5 -82.01(13) . . . . ? C1 Fe C4 C5 -37.84(12) . . . . ? C6 Fe C4 C5 46.4(3) . . . . ? C7 Fe C4 C5 -150.9(4) . . . . ? C8 Fe C4 C5 169.82(13) . . . . ? C10 Fe C4 C5 84.37(15) . . . . ? C3 Fe C4 C5 -120.3(2) . . . . ? C5 Fe C4 C5 0.0 . . . . ? C9 Fe C4 C5 127.99(13) . . . . ? C2 Fe C4 C3 38.24(13) . . . . ? C1 Fe C4 C3 82.41(13) . . . . ? C6 Fe C4 C3 166.6(2) . . . . ? C7 Fe C4 C3 -30.6(4) . . . . ? C8 Fe C4 C3 -69.9(2) . . . . ? C10 Fe C4 C3 -155.38(14) . . . . ? C3 Fe C4 C3 0.0 . . . . ? C5 Fe C4 C3 120.3(2) . . . . ? C9 Fe C4 C3 -111.76(14) . . . . ? C3 C4 C5 C1 0.1(2) . . . . ? Fe C4 C5 C1 58.80(15) . . . . ? C3 C4 C5 Fe -58.68(14) . . . . ? Fe C4 C5 Fe 0.0 . . . . ? C2 C1 C5 C4 0.0(2) . . . . ? C11 C1 C5 C4 177.6(2) . . . . ? Fe C1 C5 C4 -59.3(2) . . . . ? C2 C1 C5 Fe 59.30(14) . . . . ? C11 C1 C5 Fe -123.1(2) . . . . ? Fe C1 C5 Fe 0.0 . . . . ? C2 Fe C5 C4 81.49(13) . . . . ? C1 Fe C5 C4 119.4(2) . . . . ? C6 Fe C5 C4 -157.8(2) . . . . ? C7 Fe C5 C4 166.5(2) . . . . ? C8 Fe C5 C4 -40.0(5) . . . . ? C10 Fe C5 C4 -114.20(15) . . . . ? C3 Fe C5 C4 37.11(13) . . . . ? C4 Fe C5 C4 0.0 . . . . ? C9 Fe C5 C4 -73.9(2) . . . . ? C2 Fe C5 C1 -37.96(12) . . . . ? C1 Fe C5 C1 0.0 . . . . ? C6 Fe C5 C1 82.8(2) . . . . ? C7 Fe C5 C1 47.1(3) . . . . ? C8 Fe C5 C1 -159.4(4) . . . . ? C10 Fe C5 C1 126.35(15) . . . . ? C3 Fe C5 C1 -82.34(13) . . . . ? C4 Fe C5 C1 -119.4(2) . . . . ? C9 Fe C5 C1 166.67(12) . . . . ? C2 Fe C6 C7 -70.8(2) . . . . ? C1 Fe C6 C7 -111.3(2) . . . . ? C7 Fe C6 C7 0.0 . . . . ? C8 Fe C6 C7 37.64(15) . . . . ? C10 Fe C6 C7 119.1(2) . . . . ? C3 Fe C6 C7 -41.5(5) . . . . ? C5 Fe C6 C7 -153.99(14) . . . . ? C4 Fe C6 C7 173.9(2) . . . . ? C9 Fe C6 C7 81.5(2) . . . . ? C2 Fe C6 C10 170.1(2) . . . . ? C1 Fe C6 C10 129.6(2) . . . . ? C7 Fe C6 C10 -119.1(2) . . . . ? C8 Fe C6 C10 -81.5(2) . . . . ? C10 Fe C6 C10 0.0 . . . . ? C3 Fe C6 C10 -160.7(4) . . . . ? C5 Fe C6 C10 86.9(2) . . . . ? C4 Fe C6 C10 54.7(3) . . . . ? C9 Fe C6 C10 -37.7(2) . . . . ? C10 C6 C7 C8 0.0(3) . . . . ? Fe C6 C7 C8 -59.6(2) . . . . ? C10 C6 C7 Fe 59.6(2) . . . . ? Fe C6 C7 Fe 0.0 . . . . ? C2 Fe C7 C6 127.5(2) . . . . ? C1 Fe C7 C6 84.7(2) . . . . ? C6 Fe C7 C6 0.0 . . . . ? C8 Fe C7 C6 -119.2(2) . . . . ? C10 Fe C7 C6 -37.9(2) . . . . ? C3 Fe C7 C6 167.5(2) . . . . ? C5 Fe C7 C6 52.4(3) . . . . ? C4 Fe C7 C6 -167.9(4) . . . . ? C9 Fe C7 C6 -81.5(2) . . . . ? C2 Fe C7 C8 -113.24(15) . . . . ? C1 Fe C7 C8 -156.02(14) . . . . ? C6 Fe C7 C8 119.2(2) . . . . ? C8 Fe C7 C8 0.0 . . . . ? C10 Fe C7 C8 81.4(2) . . . . ? C3 Fe C7 C8 -73.3(2) . . . . ? C5 Fe C7 C8 171.6(2) . . . . ? C4 Fe C7 C8 -48.6(5) . . . . ? C9 Fe C7 C8 37.74(14) . . . . ? C6 C7 C8 C9 -0.3(3) . . . . ? Fe C7 C8 C9 -59.7(2) . . . . ? C6 C7 C8 Fe 59.4(2) . . . . ? Fe C7 C8 Fe 0.0 . . . . ? C2 Fe C8 C7 83.0(2) . . . . ? C1 Fe C8 C7 47.3(2) . . . . ? C6 Fe C8 C7 -37.6(2) . . . . ? C7 Fe C8 C7 0.0 . . . . ? C10 Fe C8 C7 -81.7(2) . . . . ? C3 Fe C8 C7 126.8(2) . . . . ? C5 Fe C8 C7 -160.4(4) . . . . ? C4 Fe C8 C7 166.8(2) . . . . ? C9 Fe C8 C7 -119.1(2) . . . . ? C2 Fe C8 C9 -157.95(13) . . . . ? C1 Fe C8 C9 166.3(2) . . . . ? C6 Fe C8 C9 81.4(2) . . . . ? C7 Fe C8 C9 119.1(2) . . . . ? C10 Fe C8 C9 37.35(15) . . . . ? C3 Fe C8 C9 -114.10(14) . . . . ? C5 Fe C8 C9 -41.3(5) . . . . ? C4 Fe C8 C9 -74.1(2) . . . . ? C9 Fe C8 C9 0.0 . . . . ? C7 C8 C9 C10 0.5(3) . . . . ? Fe C8 C9 C10 -58.9(2) . . . . ? C7 C8 C9 Fe 59.4(2) . . . . ? Fe C8 C9 Fe 0.0 . . . . ? C2 Fe C9 C10 164.9(2) . . . . ? C1 Fe C9 C10 -29.7(5) . . . . ? C6 Fe C9 C10 38.0(2) . . . . ? C7 Fe C9 C10 81.8(2) . . . . ? C8 Fe C9 C10 119.6(2) . . . . ? C10 Fe C9 C10 0.0 . . . . ? C3 Fe C9 C10 -156.4(2) . . . . ? C5 Fe C9 C10 -70.9(2) . . . . ? C4 Fe C9 C10 -112.6(2) . . . . ? C2 Fe C9 C8 45.3(2) . . . . ? C1 Fe C9 C8 -149.3(3) . . . . ? C6 Fe C9 C8 -81.5(2) . . . . ? C7 Fe C9 C8 -37.73(14) . . . . ? C8 Fe C9 C8 0.0 . . . . ? C10 Fe C9 C8 -119.6(2) . . . . ? C3 Fe C9 C8 84.02(15) . . . . ? C5 Fe C9 C8 169.54(12) . . . . ? C4 Fe C9 C8 127.86(13) . . . . ? C8 C9 C10 C6 -0.5(3) . . . . ? Fe C9 C10 C6 -59.4(2) . . . . ? C8 C9 C10 Fe 58.9(2) . . . . ? Fe C9 C10 Fe 0.0 . . . . ? C7 C6 C10 C9 0.3(3) . . . . ? Fe C6 C10 C9 59.8(2) . . . . ? C7 C6 C10 Fe -59.5(2) . . . . ? Fe C6 C10 Fe 0.0 . . . . ? C2 Fe C10 C9 -151.6(4) . . . . ? C1 Fe C10 C9 171.74(14) . . . . ? C6 Fe C10 C9 -118.9(3) . . . . ? C7 Fe C10 C9 -81.3(2) . . . . ? C8 Fe C10 C9 -37.5(2) . . . . ? C3 Fe C10 C9 50.2(4) . . . . ? C5 Fe C10 C9 129.8(2) . . . . ? C4 Fe C10 C9 86.8(2) . . . . ? C9 Fe C10 C9 0.0 . . . . ? C2 Fe C10 C6 -32.7(6) . . . . ? C1 Fe C10 C6 -69.3(2) . . . . ? C6 Fe C10 C6 0.0 . . . . ? C7 Fe C10 C6 37.6(2) . . . . ? C8 Fe C10 C6 81.4(2) . . . . ? C3 Fe C10 C6 169.1(2) . . . . ? C5 Fe C10 C6 -111.2(2) . . . . ? C4 Fe C10 C6 -154.3(2) . . . . ? C9 Fe C10 C6 118.9(3) . . . . ? C2 C1 C11 O1 76.2(2) . . . . ? C5 C1 C11 O1 -101.1(2) . . . . ? Fe C1 C11 O1 165.88(13) . . . . ? C2 C1 C11 C12 -163.5(2) . . . . ? C5 C1 C11 C12 19.3(3) . . . . ? Fe C1 C11 C12 -73.8(3) . . . . ? _refine_diff_density_max 0.357 _refine_diff_density_min -0.404 _refine_diff_density_rms 0.053