# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2002 data_global _journal_coden_Cambridge 440 loop_ _publ_author_name 'P. Stepnicka' 'Ivana Cisarova' _publ_contact_author_name 'Dr P Stepnicka' _publ_contact_author_address ; Department of Inorganic Chemistry Charles University Hlavova 2030 Prague 2 128 40 CZECH REPUBLIC ; _publ_contact_author_email 'STEPNIC@MAIL.NATUR.CUNI.CZ' _publ_requested_journal 'New Journal of Chemistry' _publ_section_title ; Hydrogen bonding and self assemby in the crystal structures of ferrocenylmethanol derivatives having different phosphorus substituents on the ferrocene unit ; data_ps661 _database_code_CSD 185007 _audit_creation_method SHELXL-97 _chemical_name_systematic ; rac-[2-(diphenylphosphino)ferrocenyl]methyl acetate ; _chemical_formula_sum 'C25 H23 Fe O2 P' _chemical_formula_weight 442.25 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' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.2946(2) _cell_length_b 10.9414(2) _cell_length_c 10.9792(2) _cell_angle_alpha 87.570(1) _cell_angle_beta 66.034(1) _cell_angle_gamma 71.624(1) _cell_volume 1067.18(3) _cell_formula_units_Z 2 _cell_measurement_temperature 150 _cell_measurement_reflns_used 9409 _cell_measurement_theta_min 1.0 _cell_measurement_theta_max 27.5 _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.15 _exptl_crystal_density_diffrn 1.376 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 460 _exptl_absorpt_coefficient_mu 0.800 _exptl_absorpt_correction_type none _diffrn_ambient_temperature 150 _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 'Nonius KappaCCD' _diffrn_measurement_method ; CCD (265 rotation scans, rotation 2.0\% \w and 100 exposure per frame; 17086 integrated diffractions) ; _diffrn_detector_area_resol_mean 0.110 _diffrn_reflns_number 7535 _diffrn_reflns_av_R_equivalents 0.0173 _diffrn_reflns_av_sigmaI/netI 0.0309 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.40 _diffrn_reflns_theta_max 27.51 _reflns_number_total 4849 _reflns_number_gt 4399 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SIR-92 (Giacovazzo, 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0309P)^2^+0.4070P] 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 4849 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0330 _refine_ls_R_factor_gt 0.0290 _refine_ls_wR_factor_ref 0.0760 _refine_ls_wR_factor_gt 0.0736 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.057 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe Fe 0.61423(2) 0.778907(19) 0.112137(19) 0.02538(7) Uani 1 1 d . . . O1 O 0.28918(12) 0.70924(10) 0.48471(10) 0.0317(2) Uani 1 1 d . . . O2 O 0.30432(14) 0.50291(11) 0.51370(14) 0.0500(3) Uani 1 1 d . . . P P 0.30596(4) 0.69754(3) 0.14888(4) 0.02385(9) Uani 1 1 d . . . C1 C 0.44810(15) 0.77810(13) 0.29255(13) 0.0247(3) Uani 1 1 d . . . C2 C 0.38950(15) 0.80329(13) 0.19145(13) 0.0228(3) Uani 1 1 d . . . C3 C 0.41551(15) 0.91851(13) 0.13608(14) 0.0250(3) Uani 1 1 d . . . H3 H 0.3895 0.9573 0.0685 0.030 Uiso 1 1 calc R . . C4 C 0.48789(16) 0.96375(14) 0.20189(15) 0.0281(3) Uani 1 1 d . . . H4 H 0.5176 1.0369 0.1846 0.034 Uiso 1 1 calc R . . C5 C 0.50701(16) 0.87798(14) 0.29860(14) 0.0288(3) Uani 1 1 d . . . H5 H 0.5506 0.8858 0.3561 0.035 Uiso 1 1 calc R . . C6 C 0.7884(2) 0.60964(18) 0.0764(2) 0.0523(5) Uani 1 1 d . . . H6 H 0.7941 0.5472 0.1359 0.063 Uiso 1 1 calc R . . C7 C 0.7261(2) 0.61433(17) -0.01770(19) 0.0465(5) Uani 1 1 d . . . H7 H 0.6835 0.5556 -0.0311 0.056 Uiso 1 1 calc R . . C8 C 0.74002(19) 0.72410(17) -0.08789(16) 0.0410(4) Uani 1 1 d . . . H8 H 0.7082 0.7505 -0.1557 0.049 Uiso 1 1 calc R . . C9 C 0.81094(18) 0.78649(17) -0.03654(18) 0.0415(4) Uani 1 1 d . . . H9 H 0.8340 0.8613 -0.0649 0.050 Uiso 1 1 calc R . . C10 C 0.84054(19) 0.7164(2) 0.06432(19) 0.0475(4) Uani 1 1 d . . . H10 H 0.8865 0.7366 0.1146 0.057 Uiso 1 1 calc R . . C11 C 0.44029(17) 0.66849(14) 0.37672(14) 0.0294(3) Uani 1 1 d . . . H11A H 0.4573 0.5912 0.3244 0.035 Uiso 1 1 calc R . . H11B H 0.5155 0.6502 0.4128 0.035 Uiso 1 1 calc R . . C12 C 0.23452(18) 0.61607(15) 0.54310(16) 0.0327(3) Uani 1 1 d . . . C13 C 0.0788(2) 0.67127(19) 0.6486(2) 0.0512(5) Uani 1 1 d . . . H13A H 0.0424 0.6022 0.6888 0.077 Uiso 1 1 calc R . . H13B H 0.0145 0.7229 0.6091 0.077 Uiso 1 1 calc R . . H13C H 0.0791 0.7243 0.7159 0.077 Uiso 1 1 calc R . . C14 C 0.10829(16) 0.76604(13) 0.26910(14) 0.0250(3) Uani 1 1 d . . . C15 C 0.02256(18) 0.68328(16) 0.30413(17) 0.0355(3) Uani 1 1 d . . . H15 H 0.0654 0.5988 0.2635 0.043 Uiso 1 1 calc R . . C16 C -0.12534(19) 0.72473(17) 0.39836(18) 0.0441(4) Uani 1 1 d . . . H16 H -0.1814 0.6687 0.4197 0.053 Uiso 1 1 calc R . . C17 C -0.18955(18) 0.84949(17) 0.46062(16) 0.0390(4) Uani 1 1 d . . . H17 H -0.2886 0.8772 0.5244 0.047 Uiso 1 1 calc R . . C18 C -0.10650(17) 0.93307(15) 0.42808(15) 0.0334(3) Uani 1 1 d . . . H18 H -0.1498 1.0171 0.4698 0.040 Uiso 1 1 calc R . . C19 C 0.04183(17) 0.89163(14) 0.33299(15) 0.0290(3) Uani 1 1 d . . . H19 H 0.0972 0.9482 0.3118 0.035 Uiso 1 1 calc R . . C20 C 0.30319(16) 0.75469(13) -0.01027(14) 0.0259(3) Uani 1 1 d . . . C21 C 0.41363(19) 0.67901(15) -0.12792(16) 0.0358(4) Uani 1 1 d . . . H21 H 0.4821 0.6019 -0.1229 0.043 Uiso 1 1 calc R . . C22 C 0.4222(2) 0.71779(16) -0.25252(16) 0.0418(4) Uani 1 1 d . . . H22 H 0.4971 0.6671 -0.3301 0.050 Uiso 1 1 calc R . . C23 C 0.3201(2) 0.83124(16) -0.26151(16) 0.0372(4) Uani 1 1 d . . . H23 H 0.3257 0.8567 -0.3449 0.045 Uiso 1 1 calc R . . C24 C 0.20935(18) 0.90683(16) -0.14577(17) 0.0363(4) Uani 1 1 d . . . H24 H 0.1408 0.9836 -0.1515 0.044 Uiso 1 1 calc R . . C25 C 0.20027(16) 0.86848(15) -0.02116(15) 0.0309(3) Uani 1 1 d . . . H25 H 0.1246 0.9193 0.0560 0.037 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe 0.02166(12) 0.02671(12) 0.02303(12) -0.00115(8) -0.00534(9) -0.00652(8) O1 0.0355(6) 0.0267(5) 0.0214(5) 0.0021(4) -0.0029(4) -0.0073(4) O2 0.0393(7) 0.0295(6) 0.0651(9) 0.0075(6) -0.0078(6) -0.0095(5) P 0.02486(19) 0.02139(17) 0.02337(18) -0.00057(13) -0.00819(14) -0.00709(14) C1 0.0225(7) 0.0275(7) 0.0201(6) 0.0006(5) -0.0065(5) -0.0060(5) C2 0.0212(6) 0.0225(6) 0.0216(6) 0.0007(5) -0.0064(5) -0.0063(5) C3 0.0243(7) 0.0234(6) 0.0241(7) 0.0026(5) -0.0073(6) -0.0072(5) C4 0.0254(7) 0.0259(7) 0.0287(7) -0.0029(5) -0.0056(6) -0.0096(6) C5 0.0255(7) 0.0334(8) 0.0249(7) -0.0054(6) -0.0084(6) -0.0079(6) C6 0.0349(10) 0.0411(10) 0.0515(11) 0.0055(8) -0.0045(8) 0.0075(8) C7 0.0337(9) 0.0338(9) 0.0522(11) -0.0171(8) 0.0001(8) -0.0067(7) C8 0.0311(8) 0.0498(10) 0.0264(8) -0.0093(7) -0.0004(7) -0.0066(7) C9 0.0263(8) 0.0429(9) 0.0395(9) -0.0045(7) 0.0030(7) -0.0119(7) C10 0.0233(8) 0.0612(12) 0.0470(10) -0.0093(9) -0.0103(7) -0.0031(8) C11 0.0277(7) 0.0307(7) 0.0225(7) 0.0032(6) -0.0075(6) -0.0040(6) C12 0.0322(8) 0.0333(8) 0.0310(8) 0.0061(6) -0.0120(6) -0.0104(6) C13 0.0401(10) 0.0457(10) 0.0462(11) 0.0066(8) 0.0008(8) -0.0114(8) C14 0.0255(7) 0.0266(7) 0.0224(7) 0.0007(5) -0.0093(6) -0.0086(5) C15 0.0326(8) 0.0325(8) 0.0371(9) -0.0042(6) -0.0072(7) -0.0138(6) C16 0.0343(9) 0.0488(10) 0.0469(10) 0.0014(8) -0.0077(8) -0.0225(8) C17 0.0253(8) 0.0526(10) 0.0307(8) -0.0029(7) -0.0055(6) -0.0091(7) C18 0.0312(8) 0.0338(8) 0.0291(8) -0.0053(6) -0.0123(6) -0.0017(6) C19 0.0296(8) 0.0278(7) 0.0292(7) 0.0001(6) -0.0121(6) -0.0086(6) C20 0.0281(7) 0.0266(7) 0.0250(7) -0.0008(5) -0.0113(6) -0.0105(6) C21 0.0444(9) 0.0265(7) 0.0287(8) -0.0039(6) -0.0134(7) -0.0030(6) C22 0.0531(11) 0.0372(9) 0.0258(8) -0.0073(6) -0.0119(7) -0.0075(8) C23 0.0479(10) 0.0436(9) 0.0281(8) 0.0036(7) -0.0214(7) -0.0175(8) C24 0.0311(8) 0.0417(9) 0.0385(9) 0.0048(7) -0.0203(7) -0.0072(7) C25 0.0239(7) 0.0362(8) 0.0289(8) -0.0017(6) -0.0100(6) -0.0055(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 C1 2.0259(14) . ? Fe C8 2.0424(16) . ? Fe C2 2.0435(14) . ? Fe C7 2.0439(16) . ? Fe C9 2.0448(16) . ? Fe C5 2.0451(14) . ? Fe C6 2.0481(17) . ? Fe C10 2.0502(17) . ? Fe C3 2.0529(14) . ? Fe C4 2.0548(14) . ? O1 C12 1.3342(18) . ? O1 C11 1.4607(17) . ? O2 C12 1.1991(19) . ? P C2 1.8157(14) . ? P C20 1.8389(15) . ? P C14 1.8399(14) . ? C1 C5 1.422(2) . ? C1 C2 1.4440(19) . ? C1 C11 1.4850(19) . ? C2 C3 1.4305(19) . ? C3 C4 1.422(2) . ? C3 H3 0.9300 . ? C4 C5 1.420(2) . ? C4 H4 0.9300 . ? C5 H5 0.9300 . ? C6 C7 1.412(3) . ? C6 C10 1.412(3) . ? C6 H6 0.9300 . ? C7 C8 1.413(3) . ? C7 H7 0.9300 . ? C8 C9 1.414(3) . ? C8 H8 0.9300 . ? C9 C10 1.401(3) . ? C9 H9 0.9300 . ? C10 H10 0.9300 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.489(2) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 C15 1.395(2) . ? C14 C19 1.396(2) . ? C15 C16 1.385(2) . ? C15 H15 0.9300 . ? C16 C17 1.382(2) . ? C16 H16 0.9300 . ? C17 C18 1.383(2) . ? C17 H17 0.9300 . ? C18 C19 1.391(2) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? C20 C25 1.395(2) . ? C20 C21 1.397(2) . ? C21 C22 1.391(2) . ? C21 H21 0.9300 . ? C22 C23 1.381(2) . ? C22 H22 0.9300 . ? C23 C24 1.384(2) . ? C23 H23 0.9300 . ? C24 C25 1.389(2) . ? C24 H24 0.9300 . ? C25 H25 0.9300 . ? 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 C8 154.09(7) . . ? C1 Fe C2 41.57(5) . . ? C8 Fe C2 119.37(6) . . ? C1 Fe C7 119.57(7) . . ? C8 Fe C7 40.47(8) . . ? C2 Fe C7 108.30(7) . . ? C1 Fe C9 163.73(7) . . ? C8 Fe C9 40.47(7) . . ? C2 Fe C9 153.50(7) . . ? C7 Fe C9 67.88(7) . . ? C1 Fe C5 40.90(6) . . ? C8 Fe C5 164.03(7) . . ? C2 Fe C5 69.10(6) . . ? C7 Fe C5 153.67(8) . . ? C9 Fe C5 126.30(7) . . ? C1 Fe C6 107.88(7) . . ? C8 Fe C6 67.87(8) . . ? C2 Fe C6 127.57(7) . . ? C7 Fe C6 40.36(9) . . ? C9 Fe C6 67.58(8) . . ? C5 Fe C6 119.23(8) . . ? C1 Fe C10 126.56(7) . . ? C8 Fe C10 67.79(8) . . ? C2 Fe C10 165.09(7) . . ? C7 Fe C10 67.85(8) . . ? C9 Fe C10 40.01(8) . . ? C5 Fe C10 107.55(7) . . ? C6 Fe C10 40.31(8) . . ? C1 Fe C3 69.04(5) . . ? C8 Fe C3 108.32(7) . . ? C2 Fe C3 40.88(5) . . ? C7 Fe C3 127.78(7) . . ? C9 Fe C3 119.32(7) . . ? C5 Fe C3 68.38(6) . . ? C6 Fe C3 165.49(8) . . ? C10 Fe C3 152.78(7) . . ? C1 Fe C4 68.73(6) . . ? C8 Fe C4 126.98(7) . . ? C2 Fe C4 68.75(5) . . ? C7 Fe C4 164.93(8) . . ? C9 Fe C4 107.75(6) . . ? C5 Fe C4 40.52(6) . . ? C6 Fe C4 152.95(8) . . ? C10 Fe C4 118.79(7) . . ? C3 Fe C4 40.51(6) . . ? C12 O1 C11 117.06(11) . . ? C2 P C20 101.18(6) . . ? C2 P C14 101.23(6) . . ? C20 P C14 103.31(6) . . ? C5 C1 C2 107.98(12) . . ? C5 C1 C11 127.65(13) . . ? C2 C1 C11 124.34(13) . . ? C5 C1 Fe 70.28(8) . . ? C2 C1 Fe 69.87(8) . . ? C11 C1 Fe 127.17(10) . . ? C3 C2 C1 107.06(12) . . ? C3 C2 P 130.25(11) . . ? C1 C2 P 122.67(10) . . ? C3 C2 Fe 69.91(8) . . ? C1 C2 Fe 68.57(8) . . ? P C2 Fe 125.09(7) . . ? C4 C3 C2 108.41(12) . . ? C4 C3 Fe 69.82(8) . . ? C2 C3 Fe 69.21(8) . . ? C4 C3 H3 125.8 . . ? C2 C3 H3 125.8 . . ? Fe C3 H3 126.8 . . ? C5 C4 C3 108.25(12) . . ? C5 C4 Fe 69.38(8) . . ? C3 C4 Fe 69.67(8) . . ? C5 C4 H4 125.9 . . ? C3 C4 H4 125.9 . . ? Fe C4 H4 126.7 . . ? C4 C5 C1 108.29(13) . . ? C4 C5 Fe 70.11(8) . . ? C1 C5 Fe 68.83(8) . . ? C4 C5 H5 125.9 . . ? C1 C5 H5 125.9 . . ? Fe C5 H5 126.8 . . ? C7 C6 C10 108.03(17) . . ? C7 C6 Fe 69.66(10) . . ? C10 C6 Fe 69.92(10) . . ? C7 C6 H6 126.0 . . ? C10 C6 H6 126.0 . . ? Fe C6 H6 126.0 . . ? C6 C7 C8 107.86(17) . . ? C6 C7 Fe 69.98(10) . . ? C8 C7 Fe 69.71(9) . . ? C6 C7 H7 126.1 . . ? C8 C7 H7 126.1 . . ? Fe C7 H7 125.8 . . ? C7 C8 C9 107.71(17) . . ? C7 C8 Fe 69.82(10) . . ? C9 C8 Fe 69.86(9) . . ? C7 C8 H8 126.1 . . ? C9 C8 H8 126.1 . . ? Fe C8 H8 125.8 . . ? C10 C9 C8 108.37(16) . . ? C10 C9 Fe 70.20(10) . . ? C8 C9 Fe 69.67(9) . . ? C10 C9 H9 125.8 . . ? C8 C9 H9 125.8 . . ? Fe C9 H9 125.9 . . ? C9 C10 C6 108.03(18) . . ? C9 C10 Fe 69.79(10) . . ? C6 C10 Fe 69.77(10) . . ? C9 C10 H10 126.0 . . ? C6 C10 H10 126.0 . . ? Fe C10 H10 126.0 . . ? O1 C11 C1 105.99(11) . . ? O1 C11 H11A 110.5 . . ? C1 C11 H11A 110.5 . . ? O1 C11 H11B 110.5 . . ? C1 C11 H11B 110.5 . . ? H11A C11 H11B 108.7 . . ? O2 C12 O1 123.40(15) . . ? O2 C12 C13 125.31(15) . . ? O1 C12 C13 111.28(14) . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C15 C14 C19 118.23(13) . . ? C15 C14 P 117.07(11) . . ? C19 C14 P 124.58(11) . . ? C16 C15 C14 121.12(15) . . ? C16 C15 H15 119.4 . . ? C14 C15 H15 119.4 . . ? C17 C16 C15 119.93(15) . . ? C17 C16 H16 120.0 . . ? C15 C16 H16 120.0 . . ? C16 C17 C18 119.99(15) . . ? C16 C17 H17 120.0 . . ? C18 C17 H17 120.0 . . ? C17 C18 C19 120.07(14) . . ? C17 C18 H18 120.0 . . ? C19 C18 H18 120.0 . . ? C18 C19 C14 120.65(14) . . ? C18 C19 H19 119.7 . . ? C14 C19 H19 119.7 . . ? C25 C20 C21 118.23(14) . . ? C25 C20 P 124.57(11) . . ? C21 C20 P 117.19(11) . . ? C22 C21 C20 120.70(15) . . ? C22 C21 H21 119.6 . . ? C20 C21 H21 119.6 . . ? C23 C22 C21 120.31(15) . . ? C23 C22 H22 119.8 . . ? C21 C22 H22 119.8 . . ? C22 C23 C24 119.66(15) . . ? C22 C23 H23 120.2 . . ? C24 C23 H23 120.2 . . ? C23 C24 C25 120.24(15) . . ? C23 C24 H24 119.9 . . ? C25 C24 H24 119.9 . . ? C24 C25 C20 120.85(14) . . ? C24 C25 H25 119.6 . . ? C20 C25 H25 119.6 . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 27.51 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.375 _refine_diff_density_min -0.303 _refine_diff_density_rms 0.047 data_ps662 _database_code_CSD 185008 _audit_creation_method SHELXL-97 _chemical_name_systematic ; rac-2-(diphenylphosphino)ferrocenylmethanol ; _chemical_formula_sum 'C23 H21 Fe O P' _chemical_formula_weight 400.22 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Fe' 'Fe' 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.8638(1) _cell_length_b 10.1888(2) _cell_length_c 12.0270(2) _cell_angle_alpha 89.292(1) _cell_angle_beta 81.086(1) _cell_angle_gamma 80.009(1) _cell_volume 937.46(3) _cell_formula_units_Z 2 _cell_measurement_temperature 150 _cell_measurement_reflns_used 10607 _cell_measurement_theta_min 1.0 _cell_measurement_theta_max 27.5 _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_diffrn 1.418 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 416 _exptl_absorpt_coefficient_mu 0.898 _exptl_absorpt_correction_type none _diffrn_ambient_temperature 150 _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 'Nonius KappaCCD' _diffrn_measurement_method ; CCD rotation scans to fill Ewald sphere (327 frames: 2.0 deg omega rotation, 40 s exposure) ; _diffrn_detector_area_resol_mean 0.110 _diffrn_reflns_number 6999 _diffrn_reflns_av_R_equivalents 0.0144 _diffrn_reflns_av_sigmaI/netI 0.0266 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.31 _diffrn_reflns_theta_max 27.52 _reflns_number_total 4272 _reflns_number_gt 3841 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SIR-92 (Giacovazzo, 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0403P)^2^+0.4277P] 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_number_reflns 4272 _refine_ls_number_parameters 244 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0357 _refine_ls_R_factor_gt 0.0307 _refine_ls_wR_factor_ref 0.0834 _refine_ls_wR_factor_gt 0.0799 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.057 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C11 C 0.2543(2) 0.9924(2) 0.05059(16) 0.0467(5) Uani 1 1 d . . . H11A H 0.3557 0.9219 0.0299 0.056 Uiso 0.50 1 d P . . H11B H 0.1570 0.9610 0.0246 0.056 Uiso 0.50 1 d P . . H11C H 0.1456 0.9889 0.0211 0.056 Uiso 0.50 1 d P . . H11D H 0.2912 1.0753 0.0239 0.056 Uiso 0.50 1 d P . . O1 O 0.2835(3) 1.0941(3) -0.0105(2) 0.0343(5) Uani 0.50 1 d P . . H91 H 0.1673 1.1416 -0.0443 0.041 Uiso 0.50 1 d P . . O2 O 0.3707(3) 0.8942(3) 0.0062(2) 0.0356(5) Uani 0.50 1 d P . . H92 H 0.4780 0.8992 0.0250 0.043 Uiso 0.50 1 d P . . Fe Fe 0.00855(3) 1.10441(2) 0.277977(18) 0.02515(8) Uani 1 1 d . . . P P 0.01126(5) 0.78951(4) 0.18235(3) 0.02754(11) Uani 1 1 d . . . C1 C 0.2163(2) 0.99646(16) 0.17662(14) 0.0287(3) Uani 1 1 d . . . C2 C 0.1163(2) 0.90971(15) 0.24311(13) 0.0247(3) Uani 1 1 d . . . C3 C 0.1161(2) 0.94096(15) 0.35942(13) 0.0260(3) Uani 1 1 d . . . H3 H 0.0616 0.9000 0.4212 0.031 Uiso 1 1 calc R . . C4 C 0.2142(2) 1.04564(16) 0.36358(15) 0.0320(4) Uani 1 1 d . . . H4 H 0.2338 1.0855 0.4285 0.038 Uiso 1 1 calc R . . C5 C 0.2768(2) 1.07852(17) 0.25128(16) 0.0343(4) Uani 1 1 d . . . H5 H 0.3457 1.1429 0.2302 0.041 Uiso 1 1 calc R . . C6 C -0.1284(2) 1.23540(18) 0.17940(15) 0.0386(4) Uani 1 1 d . . . H6 H -0.0951 1.2500 0.1033 0.046 Uiso 1 1 calc R . . C7 C -0.2309(2) 1.13973(18) 0.22527(15) 0.0339(4) Uani 1 1 d . . . H7 H -0.2768 1.0811 0.1845 0.041 Uiso 1 1 calc R . . C8 C -0.2506(2) 1.14982(18) 0.34456(14) 0.0327(4) Uani 1 1 d . . . H8 H -0.3111 1.0985 0.3956 0.039 Uiso 1 1 calc R . . C9 C -0.1618(2) 1.25180(17) 0.37184(15) 0.0352(4) Uani 1 1 d . . . H9 H -0.1544 1.2794 0.4441 0.042 Uiso 1 1 calc R . . C10 C -0.0862(3) 1.30449(17) 0.27005(16) 0.0384(4) Uani 1 1 d . . . H10 H -0.0204 1.3725 0.2639 0.046 Uiso 1 1 calc R . . C12 C 0.1839(2) 0.64181(16) 0.16429(13) 0.0273(3) Uani 1 1 d . . . C13 C 0.1565(3) 0.53694(18) 0.10066(16) 0.0371(4) Uani 1 1 d . . . H13 H 0.0539 0.5440 0.0699 0.044 Uiso 1 1 calc R . . C14 C 0.2811(3) 0.42129(19) 0.0824(2) 0.0494(5) Uani 1 1 d . . . H14 H 0.2608 0.3515 0.0400 0.059 Uiso 1 1 calc R . . C15 C 0.4335(3) 0.40961(19) 0.12646(19) 0.0457(5) Uani 1 1 d . . . H15 H 0.5165 0.3322 0.1140 0.055 Uiso 1 1 calc R . . C16 C 0.4629(3) 0.5130(2) 0.1891(2) 0.0497(5) Uani 1 1 d . . . H16 H 0.5659 0.5054 0.2195 0.060 Uiso 1 1 calc R . . C17 C 0.3389(2) 0.6292(2) 0.20727(18) 0.0436(5) Uani 1 1 d . . . H17 H 0.3607 0.6991 0.2488 0.052 Uiso 1 1 calc R . . C18 C -0.1362(2) 0.74461(16) 0.30536(14) 0.0273(3) Uani 1 1 d . . . C19 C -0.3140(2) 0.79733(19) 0.31571(15) 0.0355(4) Uani 1 1 d . . . H19 H -0.3554 0.8533 0.2605 0.043 Uiso 1 1 calc R . . C20 C -0.4299(2) 0.7669(2) 0.40798(16) 0.0395(4) Uani 1 1 d . . . H20 H -0.5479 0.8037 0.4146 0.047 Uiso 1 1 calc R . . C21 C -0.3713(2) 0.68266(19) 0.48973(17) 0.0393(4) Uani 1 1 d . . . H21 H -0.4493 0.6614 0.5508 0.047 Uiso 1 1 calc R . . C22 C -0.1947(3) 0.62996(19) 0.47997(18) 0.0428(4) Uani 1 1 d . . . H22 H -0.1540 0.5737 0.5352 0.051 Uiso 1 1 calc R . . C23 C -0.0783(2) 0.66057(17) 0.38848(16) 0.0359(4) Uani 1 1 d . . . H23 H 0.0398 0.6244 0.3828 0.043 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C11 0.0294(9) 0.0712(14) 0.0308(9) 0.0123(9) 0.0050(7) 0.0053(9) O1 0.0327(12) 0.0368(13) 0.0317(12) 0.0082(10) 0.0013(10) -0.0079(10) O2 0.0310(12) 0.0399(14) 0.0333(13) -0.0122(11) -0.0015(10) -0.0012(10) Fe 0.02676(13) 0.02086(13) 0.02470(13) 0.00166(9) -0.00092(9) 0.00171(9) P 0.0267(2) 0.0270(2) 0.0274(2) -0.00647(16) -0.00728(16) 0.00305(16) C1 0.0234(7) 0.0282(8) 0.0297(8) 0.0047(6) 0.0000(6) 0.0048(6) C2 0.0262(7) 0.0218(7) 0.0236(7) -0.0005(6) -0.0036(6) 0.0028(6) C3 0.0323(8) 0.0208(7) 0.0241(7) 0.0014(6) -0.0067(6) -0.0001(6) C4 0.0335(9) 0.0246(8) 0.0385(9) -0.0026(7) -0.0120(7) -0.0005(7) C5 0.0264(8) 0.0250(8) 0.0497(10) 0.0057(7) -0.0030(7) -0.0026(6) C6 0.0414(10) 0.0354(9) 0.0298(9) 0.0085(7) 0.0004(7) 0.0135(8) C7 0.0293(8) 0.0360(9) 0.0316(9) -0.0033(7) -0.0058(7) 0.0087(7) C8 0.0294(8) 0.0320(9) 0.0307(8) -0.0004(7) 0.0030(6) 0.0042(7) C9 0.0398(9) 0.0286(8) 0.0309(9) -0.0050(7) -0.0017(7) 0.0081(7) C10 0.0413(10) 0.0221(8) 0.0458(10) 0.0037(7) -0.0005(8) 0.0048(7) C12 0.0282(8) 0.0244(8) 0.0264(8) -0.0031(6) -0.0008(6) 0.0002(6) C13 0.0405(10) 0.0271(9) 0.0438(10) -0.0073(7) -0.0081(8) -0.0046(7) C14 0.0595(13) 0.0230(9) 0.0609(13) -0.0110(9) 0.0009(10) -0.0026(8) C15 0.0410(10) 0.0267(9) 0.0585(12) 0.0049(8) 0.0106(9) 0.0076(8) C16 0.0327(10) 0.0443(11) 0.0661(14) -0.0020(10) -0.0076(9) 0.0097(8) C17 0.0330(9) 0.0394(10) 0.0565(12) -0.0154(9) -0.0132(8) 0.0059(8) C18 0.0250(7) 0.0243(8) 0.0321(8) -0.0082(6) -0.0055(6) -0.0011(6) C19 0.0279(8) 0.0428(10) 0.0350(9) -0.0051(8) -0.0108(7) 0.0019(7) C20 0.0239(8) 0.0491(11) 0.0433(10) -0.0094(8) -0.0049(7) 0.0001(7) C21 0.0341(9) 0.0351(9) 0.0458(11) -0.0056(8) 0.0041(8) -0.0066(7) C22 0.0409(10) 0.0307(9) 0.0510(11) 0.0096(8) -0.0003(8) 0.0032(8) C23 0.0277(8) 0.0277(8) 0.0481(10) 0.0030(7) -0.0027(7) 0.0037(7) _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 C11 O2 1.291(3) . ? C11 O1 1.296(3) . ? C11 C1 1.498(2) . ? Fe C2 2.0387(15) . ? Fe C1 2.0388(16) . ? Fe C3 2.0435(15) . ? Fe C8 2.0455(17) . ? Fe C4 2.0489(17) . ? Fe C9 2.0494(16) . ? Fe C6 2.0507(17) . ? Fe C7 2.0509(17) . ? Fe C10 2.0519(17) . ? Fe C5 2.0544(17) . ? P C2 1.8102(16) . ? P C12 1.8337(16) . ? P C18 1.8380(17) . ? C1 C5 1.421(3) . ? C1 C2 1.438(2) . ? C2 C3 1.438(2) . ? C3 C4 1.426(2) . ? C4 C5 1.421(3) . ? C6 C10 1.417(3) . ? C6 C7 1.423(3) . ? C7 C8 1.422(2) . ? C8 C9 1.416(3) . ? C9 C10 1.418(3) . ? C12 C17 1.382(2) . ? C12 C13 1.387(2) . ? C13 C14 1.391(3) . ? C14 C15 1.370(3) . ? C15 C16 1.375(3) . ? C16 C17 1.393(3) . ? C18 C23 1.387(2) . ? C18 C19 1.395(2) . ? C19 C20 1.391(3) . ? C20 C21 1.378(3) . ? C21 C22 1.386(3) . ? C22 C23 1.387(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 O2 C11 O1 104.9(2) . . ? O2 C11 C1 115.90(19) . . ? O1 C11 C1 123.9(2) . . ? C2 Fe C1 41.30(6) . . ? C2 Fe C3 41.26(6) . . ? C1 Fe C3 69.10(6) . . ? C2 Fe C8 118.60(7) . . ? C1 Fe C8 153.25(7) . . ? C3 Fe C8 107.67(7) . . ? C2 Fe C4 69.10(6) . . ? C1 Fe C4 68.71(7) . . ? C3 Fe C4 40.78(7) . . ? C8 Fe C4 127.15(7) . . ? C2 Fe C9 152.51(7) . . ? C1 Fe C9 164.92(8) . . ? C3 Fe C9 118.24(7) . . ? C8 Fe C9 40.46(7) . . ? C4 Fe C9 107.51(7) . . ? C2 Fe C6 127.76(7) . . ? C1 Fe C6 108.10(7) . . ? C3 Fe C6 166.02(8) . . ? C8 Fe C6 68.28(7) . . ? C4 Fe C6 152.25(8) . . ? C9 Fe C6 68.02(7) . . ? C2 Fe C7 107.98(7) . . ? C1 Fe C7 119.19(7) . . ? C3 Fe C7 127.79(7) . . ? C8 Fe C7 40.62(7) . . ? C4 Fe C7 165.40(7) . . ? C9 Fe C7 68.08(7) . . ? C6 Fe C7 40.60(8) . . ? C2 Fe C10 165.59(7) . . ? C1 Fe C10 127.31(7) . . ? C3 Fe C10 152.02(7) . . ? C8 Fe C10 68.15(8) . . ? C4 Fe C10 118.26(8) . . ? C9 Fe C10 40.44(7) . . ? C6 Fe C10 40.40(8) . . ? C7 Fe C10 68.10(8) . . ? C2 Fe C5 68.85(7) . . ? C1 Fe C5 40.64(7) . . ? C3 Fe C5 68.44(7) . . ? C8 Fe C5 164.84(8) . . ? C4 Fe C5 40.51(7) . . ? C9 Fe C5 127.24(8) . . ? C6 Fe C5 118.98(8) . . ? C7 Fe C5 153.12(8) . . ? C10 Fe C5 107.97(7) . . ? C2 P C12 102.15(7) . . ? C2 P C18 101.67(7) . . ? C12 P C18 101.78(7) . . ? C5 C1 C2 108.06(14) . . ? C5 C1 C11 127.62(17) . . ? C2 C1 C11 124.25(17) . . ? C5 C1 Fe 70.27(9) . . ? C2 C1 Fe 69.35(9) . . ? C11 C1 Fe 128.31(12) . . ? C1 C2 C3 107.23(14) . . ? C1 C2 P 123.16(12) . . ? C3 C2 P 129.59(12) . . ? C1 C2 Fe 69.35(9) . . ? C3 C2 Fe 69.55(8) . . ? P C2 Fe 125.09(8) . . ? C4 C3 C2 108.08(15) . . ? C4 C3 Fe 69.81(9) . . ? C2 C3 Fe 69.19(8) . . ? C5 C4 C3 108.12(15) . . ? C5 C4 Fe 69.95(10) . . ? C3 C4 Fe 69.41(9) . . ? C4 C5 C1 108.50(15) . . ? C4 C5 Fe 69.53(10) . . ? C1 C5 Fe 69.09(9) . . ? C10 C6 C7 108.00(16) . . ? C10 C6 Fe 69.85(10) . . ? C7 C6 Fe 69.71(10) . . ? C8 C7 C6 107.80(17) . . ? C8 C7 Fe 69.48(10) . . ? C6 C7 Fe 69.69(10) . . ? C9 C8 C7 107.94(16) . . ? C9 C8 Fe 69.91(10) . . ? C7 C8 Fe 69.89(10) . . ? C8 C9 C10 108.22(16) . . ? C8 C9 Fe 69.62(9) . . ? C10 C9 Fe 69.88(10) . . ? C6 C10 C9 108.03(17) . . ? C6 C10 Fe 69.75(10) . . ? C9 C10 Fe 69.68(10) . . ? C17 C12 C13 118.31(16) . . ? C17 C12 P 124.80(13) . . ? C13 C12 P 116.88(13) . . ? C12 C13 C14 120.64(18) . . ? C15 C14 C13 120.43(19) . . ? C14 C15 C16 119.60(17) . . ? C15 C16 C17 120.2(2) . . ? C12 C17 C16 120.82(18) . . ? C23 C18 C19 118.53(16) . . ? C23 C18 P 122.83(12) . . ? C19 C18 P 118.64(13) . . ? C20 C19 C18 120.51(17) . . ? C21 C20 C19 120.50(17) . . ? C20 C21 C22 119.27(18) . . ? C21 C22 C23 120.50(18) . . ? C22 C23 C18 120.68(16) . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 27.52 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 1.011 _refine_diff_density_min -0.320 _refine_diff_density_rms 0.051 data_ps674 _database_code_CSD 185009 _audit_creation_method SHELXL-97 _chemical_name_systematic ; 2-(diphenylphosphinoyl)ferrocenylmethanol ; _chemical_formula_sum 'C23 H21 Fe O2 P' _chemical_formula_weight 416.22 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 '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 7.8574(2) _cell_length_b 10.1678(2) _cell_length_c 12.1411(3) _cell_angle_alpha 90.566(2) _cell_angle_beta 100.600(2) _cell_angle_gamma 97.935(2) _cell_volume 943.68(4) _cell_formula_units_Z 2 _cell_measurement_temperature 150 _cell_measurement_reflns_used 11606 _cell_measurement_theta_min 1.0 _cell_measurement_theta_max 27.5 _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_diffrn 1.465 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 432 _exptl_absorpt_coefficient_mu 0.899 _exptl_absorpt_correction_type none _diffrn_ambient_temperature 150 _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 'Nonius KappaCCD' _diffrn_measurement_method ; CCD rotation scans to fill Ewald sphere (287 frames, 2 deg omega rotation, 40 s exposure each) ; _diffrn_detector_area_resol_mean 0.110 _diffrn_reflns_number 7684 _diffrn_reflns_av_R_equivalents 0.0161 _diffrn_reflns_av_sigmaI/netI 0.0286 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.70 _diffrn_reflns_theta_max 27.57 _reflns_number_total 4334 _reflns_number_gt 3867 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SIR-92 (Giacovazzo, 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0351P)^2^+0.5114P] 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_number_reflns 4334 _refine_ls_number_parameters 248 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0373 _refine_ls_R_factor_gt 0.0314 _refine_ls_wR_factor_ref 0.0819 _refine_ls_wR_factor_gt 0.0784 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.050 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe Fe 0.51350(3) 0.41059(2) 0.222609(19) 0.02589(8) Uani 1 1 d . . . P P 0.52544(5) 0.73587(4) 0.30376(4) 0.02533(11) Uani 1 1 d . . . O1 O 0.81678(17) 0.41001(13) 0.50175(12) 0.0382(3) Uani 1 1 d . . . H90 H 0.715(4) 0.359(3) 0.532(2) 0.071(8) Uiso 1 1 d . . . O2 O 0.44560(16) 0.71017(13) 0.40492(10) 0.0341(3) Uani 1 1 d . . . C1 C 0.7235(2) 0.51711(16) 0.32737(14) 0.0263(3) Uani 1 1 d . . . C2 C 0.6225(2) 0.60281(16) 0.25639(14) 0.0267(3) Uani 1 1 d . . . C3 C 0.6218(2) 0.56489(17) 0.14148(15) 0.0324(4) Uani 1 1 d . . . H3 H 0.5664 0.6035 0.0781 0.039 Uiso 1 1 calc R . . C4 C 0.7207(3) 0.45798(18) 0.14251(16) 0.0364(4) Uani 1 1 d . . . H4 H 0.7414 0.4143 0.0797 0.044 Uiso 1 1 calc R . . C5 C 0.7826(2) 0.42916(17) 0.25556(16) 0.0321(4) Uani 1 1 d . . . H5 H 0.8510 0.3633 0.2791 0.038 Uiso 1 1 calc R . . C6 C 0.3809(2) 0.28544(17) 0.32035(15) 0.0322(4) Uani 1 1 d . . . H6 H 0.4164 0.2723 0.3963 0.039 Uiso 1 1 calc R . . C7 C 0.2762(2) 0.38167(18) 0.27354(15) 0.0326(4) Uani 1 1 d . . . H7 H 0.2310 0.4426 0.3136 0.039 Uiso 1 1 calc R . . C8 C 0.2526(2) 0.36873(19) 0.15497(16) 0.0360(4) Uani 1 1 d . . . H8 H 0.1898 0.4199 0.1038 0.043 Uiso 1 1 calc R . . C9 C 0.3419(3) 0.26397(18) 0.12824(15) 0.0362(4) Uani 1 1 d . . . H9 H 0.3474 0.2340 0.0565 0.043 Uiso 1 1 calc R . . C10 C 0.4216(2) 0.21291(17) 0.23063(16) 0.0344(4) Uani 1 1 d . . . H10 H 0.4887 0.1439 0.2375 0.041 Uiso 1 1 calc R . . C11 C 0.7647(2) 0.52692(17) 0.45306(15) 0.0307(4) Uani 1 1 d . . . H11A H 0.8575 0.6004 0.4767 0.037 Uiso 1 1 calc R . . H11B H 0.6621 0.5462 0.4805 0.037 Uiso 1 1 calc R . . C12 C 0.6968(2) 0.87664(16) 0.32822(14) 0.0282(3) Uani 1 1 d . . . C13 C 0.6785(3) 0.98071(19) 0.39750(19) 0.0438(5) Uani 1 1 d . . . H13 H 0.5802 0.9767 0.4306 0.053 Uiso 1 1 calc R . . C14 C 0.8070(3) 1.0912(2) 0.4176(2) 0.0584(7) Uani 1 1 d . . . H14 H 0.7943 1.1607 0.4645 0.070 Uiso 1 1 calc R . . C15 C 0.9514(3) 1.0989(2) 0.3693(2) 0.0544(6) Uani 1 1 d . . . H15 H 1.0365 1.1733 0.3832 0.065 Uiso 1 1 calc R . . C16 C 0.9710(3) 0.9973(3) 0.3006(2) 0.0603(7) Uani 1 1 d . . . H16 H 1.0691 1.0026 0.2672 0.072 Uiso 1 1 calc R . . C17 C 0.8433(3) 0.8853(2) 0.2804(2) 0.0504(6) Uani 1 1 d . . . H17 H 0.8576 0.8158 0.2342 0.060 Uiso 1 1 calc R . . C18 C 0.3668(2) 0.77306(16) 0.18480(15) 0.0288(3) Uani 1 1 d . . . C19 C 0.1921(2) 0.72012(19) 0.17834(16) 0.0352(4) Uani 1 1 d . . . H19 H 0.1583 0.6694 0.2360 0.042 Uiso 1 1 calc R . . C20 C 0.0685(3) 0.7429(2) 0.08598(17) 0.0400(4) Uani 1 1 d . . . H20 H -0.0478 0.7063 0.0815 0.048 Uiso 1 1 calc R . . C21 C 0.1170(3) 0.8198(2) 0.00048(18) 0.0431(5) Uani 1 1 d . . . H21 H 0.0332 0.8366 -0.0605 0.052 Uiso 1 1 calc R . . C22 C 0.2897(3) 0.8711(2) 0.00620(19) 0.0509(6) Uani 1 1 d . . . H22 H 0.3231 0.9213 -0.0519 0.061 Uiso 1 1 calc R . . C23 C 0.4141(3) 0.84857(19) 0.09752(17) 0.0417(5) Uani 1 1 d . . . H23 H 0.5306 0.8842 0.1007 0.050 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe 0.03043(14) 0.02233(13) 0.02307(13) -0.00070(9) 0.00452(9) -0.00188(9) P 0.0263(2) 0.0241(2) 0.0252(2) 0.00013(16) 0.00635(16) 0.00042(16) O1 0.0302(7) 0.0390(7) 0.0447(8) 0.0089(6) 0.0055(6) 0.0039(5) O2 0.0350(7) 0.0385(7) 0.0311(7) 0.0044(5) 0.0123(5) 0.0047(5) C1 0.0225(7) 0.0238(8) 0.0312(9) -0.0007(6) 0.0063(6) -0.0031(6) C2 0.0292(8) 0.0223(8) 0.0276(8) -0.0003(6) 0.0078(7) -0.0026(6) C3 0.0453(10) 0.0251(8) 0.0268(9) 0.0013(7) 0.0126(7) -0.0024(7) C4 0.0473(11) 0.0281(9) 0.0371(10) -0.0030(7) 0.0221(8) -0.0013(8) C5 0.0298(8) 0.0263(8) 0.0417(10) -0.0001(7) 0.0136(7) 0.0006(7) C6 0.0331(9) 0.0314(9) 0.0275(9) 0.0035(7) 0.0032(7) -0.0087(7) C7 0.0273(8) 0.0341(9) 0.0336(9) -0.0028(7) 0.0056(7) -0.0050(7) C8 0.0346(9) 0.0351(9) 0.0325(10) -0.0008(7) -0.0033(7) -0.0028(7) C9 0.0447(10) 0.0313(9) 0.0264(9) -0.0064(7) 0.0001(8) -0.0074(8) C10 0.0392(10) 0.0237(8) 0.0363(10) -0.0007(7) 0.0038(8) -0.0051(7) C11 0.0268(8) 0.0315(9) 0.0316(9) -0.0004(7) 0.0012(7) 0.0025(7) C12 0.0296(8) 0.0232(8) 0.0292(9) 0.0002(6) 0.0001(7) 0.0016(6) C13 0.0464(11) 0.0307(10) 0.0540(13) -0.0084(9) 0.0079(10) 0.0074(8) C14 0.0696(16) 0.0254(10) 0.0717(17) -0.0147(10) -0.0063(13) 0.0046(10) C15 0.0490(13) 0.0290(10) 0.0709(16) 0.0066(10) -0.0152(11) -0.0093(9) C16 0.0407(12) 0.0557(14) 0.0779(18) -0.0022(12) 0.0119(11) -0.0171(10) C17 0.0413(11) 0.0434(12) 0.0651(15) -0.0143(10) 0.0207(10) -0.0121(9) C18 0.0304(8) 0.0240(8) 0.0308(9) -0.0014(6) 0.0043(7) 0.0014(6) C19 0.0315(9) 0.0415(10) 0.0328(9) 0.0019(8) 0.0081(7) 0.0030(8) C20 0.0314(9) 0.0479(11) 0.0389(11) -0.0024(9) 0.0037(8) 0.0041(8) C21 0.0459(11) 0.0384(10) 0.0398(11) 0.0021(8) -0.0060(9) 0.0063(9) C22 0.0579(13) 0.0403(11) 0.0453(12) 0.0168(9) -0.0034(10) -0.0086(10) C23 0.0383(10) 0.0365(10) 0.0440(11) 0.0097(8) 0.0015(8) -0.0087(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 C2 2.0283(16) . ? Fe C3 2.0311(17) . ? Fe C8 2.0469(18) . ? Fe C9 2.0483(17) . ? Fe C10 2.0494(17) . ? Fe C4 2.0506(18) . ? Fe C1 2.0543(16) . ? Fe C7 2.0544(18) . ? Fe C6 2.0572(17) . ? Fe C5 2.0602(18) . ? P O2 1.4882(13) . ? P C2 1.7813(17) . ? P C18 1.8060(18) . ? P C12 1.8063(17) . ? O1 C11 1.410(2) . ? C1 C5 1.423(2) . ? C1 C2 1.444(2) . ? C1 C11 1.500(2) . ? C2 C3 1.443(2) . ? C3 C4 1.420(3) . ? C4 C5 1.417(3) . ? C6 C10 1.418(3) . ? C6 C7 1.420(3) . ? C7 C8 1.420(3) . ? C8 C9 1.420(3) . ? C9 C10 1.422(3) . ? C12 C17 1.374(3) . ? C12 C13 1.385(3) . ? C13 C14 1.390(3) . ? C14 C15 1.363(4) . ? C15 C16 1.364(4) . ? C16 C17 1.397(3) . ? C18 C23 1.390(3) . ? C18 C19 1.391(2) . ? C19 C20 1.386(3) . ? C20 C21 1.383(3) . ? C21 C22 1.374(3) . ? C22 C23 1.380(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 C3 41.63(7) . . ? C2 Fe C8 119.09(7) . . ? C3 Fe C8 108.84(8) . . ? C2 Fe C9 152.57(7) . . ? C3 Fe C9 117.98(7) . . ? C8 Fe C9 40.57(8) . . ? C2 Fe C10 165.75(7) . . ? C3 Fe C10 150.94(7) . . ? C8 Fe C10 68.22(8) . . ? C9 Fe C10 40.62(7) . . ? C2 Fe C4 69.04(7) . . ? C3 Fe C4 40.72(8) . . ? C8 Fe C4 128.85(8) . . ? C9 Fe C4 107.76(8) . . ? C10 Fe C4 117.15(8) . . ? C2 Fe C1 41.43(7) . . ? C3 Fe C1 69.58(7) . . ? C8 Fe C1 152.83(7) . . ? C9 Fe C1 164.80(8) . . ? C10 Fe C1 126.69(7) . . ? C4 Fe C1 68.61(7) . . ? C2 Fe C7 108.86(7) . . ? C3 Fe C7 129.69(8) . . ? C8 Fe C7 40.50(7) . . ? C9 Fe C7 68.08(8) . . ? C10 Fe C7 67.97(8) . . ? C4 Fe C7 167.52(8) . . ? C1 Fe C7 118.54(7) . . ? C2 Fe C6 128.31(7) . . ? C3 Fe C6 167.66(7) . . ? C8 Fe C6 68.16(7) . . ? C9 Fe C6 68.15(7) . . ? C10 Fe C6 40.39(7) . . ? C4 Fe C6 150.42(8) . . ? C1 Fe C6 107.28(7) . . ? C7 Fe C6 40.42(7) . . ? C2 Fe C5 68.68(7) . . ? C3 Fe C5 68.45(8) . . ? C8 Fe C5 166.02(8) . . ? C9 Fe C5 127.47(8) . . ? C10 Fe C5 107.07(7) . . ? C4 Fe C5 40.33(8) . . ? C1 Fe C5 40.46(7) . . ? C7 Fe C5 151.49(7) . . ? C6 Fe C5 117.43(7) . . ? O2 P C2 115.57(8) . . ? O2 P C18 111.76(8) . . ? C2 P C18 105.33(8) . . ? O2 P C12 111.11(8) . . ? C2 P C12 105.63(8) . . ? C18 P C12 106.84(8) . . ? C5 C1 C2 107.10(15) . . ? C5 C1 C11 127.52(16) . . ? C2 C1 C11 125.29(15) . . ? C5 C1 Fe 69.99(10) . . ? C2 C1 Fe 68.32(9) . . ? C11 C1 Fe 129.41(11) . . ? C3 C2 C1 107.70(15) . . ? C3 C2 P 126.64(13) . . ? C1 C2 P 125.61(13) . . ? C3 C2 Fe 69.29(9) . . ? C1 C2 Fe 70.25(9) . . ? P C2 Fe 127.99(9) . . ? C4 C3 C2 107.70(16) . . ? C4 C3 Fe 70.38(10) . . ? C2 C3 Fe 69.08(9) . . ? C5 C4 C3 108.41(16) . . ? C5 C4 Fe 70.20(10) . . ? C3 C4 Fe 68.90(10) . . ? C4 C5 C1 109.10(16) . . ? C4 C5 Fe 69.47(11) . . ? C1 C5 Fe 69.55(9) . . ? C10 C6 C7 107.85(16) . . ? C10 C6 Fe 69.51(10) . . ? C7 C6 Fe 69.68(10) . . ? C8 C7 C6 108.15(17) . . ? C8 C7 Fe 69.46(10) . . ? C6 C7 Fe 69.90(10) . . ? C7 C8 C9 107.97(17) . . ? C7 C8 Fe 70.03(10) . . ? C9 C8 Fe 69.77(10) . . ? C8 C9 C10 107.86(16) . . ? C8 C9 Fe 69.66(10) . . ? C10 C9 Fe 69.73(10) . . ? C6 C10 C9 108.17(17) . . ? C6 C10 Fe 70.10(10) . . ? C9 C10 Fe 69.65(10) . . ? O1 C11 C1 113.13(14) . . ? C17 C12 C13 118.76(17) . . ? C17 C12 P 122.92(14) . . ? C13 C12 P 118.32(15) . . ? C12 C13 C14 120.0(2) . . ? C15 C14 C13 120.7(2) . . ? C14 C15 C16 120.0(2) . . ? C15 C16 C17 119.8(2) . . ? C12 C17 C16 120.8(2) . . ? C23 C18 C19 118.90(17) . . ? C23 C18 P 122.27(14) . . ? C19 C18 P 118.78(14) . . ? C20 C19 C18 120.03(18) . . ? C21 C20 C19 120.46(18) . . ? C22 C21 C20 119.57(19) . . ? C21 C22 C23 120.5(2) . . ? C22 C23 C18 120.53(19) . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.57 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.688 _refine_diff_density_min -0.351 _refine_diff_density_rms 0.051 data_ps670 _database_code_CSD 185010 _audit_creation_method SHELXL-97 _chemical_name_systematic ; 2-(diphenylthiophosphoryl)ferrocenylmethanol ; _chemical_formula_sum 'C23 H21 Fe O P S' _chemical_formula_weight 432.28 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' 'P' 'P' 0.1023 0.0942 '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' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 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 8.6792(1) _cell_length_b 17.6265(3) _cell_length_c 13.2883(2) _cell_angle_alpha 90. _cell_angle_beta 105.749(1) _cell_angle_gamma 90. _cell_volume 1956.58(5) _cell_formula_units_Z 4 _cell_measurement_temperature 150 _cell_measurement_reflns_used 17834 _cell_measurement_theta_min 1.0 _cell_measurement_theta_max 27.5 _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.43 _exptl_crystal_size_min 0.25 _exptl_crystal_density_diffrn 1.467 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 896 _exptl_absorpt_coefficient_mu 0.969 _exptl_absorpt_correction_type none _diffrn_ambient_temperature 150 _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 'Enraf KappaCCD' _diffrn_measurement_method ; CCD rotation scans to fill Ewald sphere (262 frames; 2 deg omega rotation, 70 s exposure each) ; _diffrn_detector_area_resol_mean 0.110 _diffrn_reflns_number 8689 _diffrn_reflns_av_R_equivalents 0.0153 _diffrn_reflns_av_sigmaI/netI 0.0230 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.97 _diffrn_reflns_theta_max 27.52 _reflns_number_total 4488 _reflns_number_gt 4135 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SIR-92 (Giacovazzo, 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0242P)^2^+1.5162P] 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_number_reflns 4488 _refine_ls_number_parameters 248 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0328 _refine_ls_R_factor_gt 0.0294 _refine_ls_wR_factor_ref 0.0712 _refine_ls_wR_factor_gt 0.0691 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.066 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe Fe 0.66485(3) -0.107391(12) 0.301945(17) 0.01924(7) Uani 1 1 d . . . S S 0.89473(5) 0.11364(3) 0.35669(3) 0.02909(11) Uani 1 1 d . . . P P 0.74113(5) 0.07487(2) 0.23090(3) 0.01680(9) Uani 1 1 d . . . O O 1.12384(16) -0.02044(8) 0.28048(12) 0.0346(3) Uani 1 1 d . . . H90 H 1.097(3) 0.0229(15) 0.2898(19) 0.049(7) Uiso 1 1 d . . . C1 C 0.86314(19) -0.07991(9) 0.25561(13) 0.0212(3) Uani 1 1 d . . . C2 C 0.73507(18) -0.02612(8) 0.21612(11) 0.0178(3) Uani 1 1 d . . . C3 C 0.6000(2) -0.06784(9) 0.15277(12) 0.0228(3) Uani 1 1 d . . . H3 H 0.5010 -0.0476 0.1180 0.027 Uiso 1 1 calc R . . C4 C 0.6453(2) -0.14538(10) 0.15302(13) 0.0275(4) Uani 1 1 d . . . H4 H 0.5808 -0.1847 0.1184 0.033 Uiso 1 1 calc R . . C5 C 0.8054(2) -0.15250(9) 0.21486(13) 0.0255(3) Uani 1 1 d . . . H5 H 0.8638 -0.1974 0.2270 0.031 Uiso 1 1 calc R . . C6 C 0.7050(3) -0.08641(16) 0.45728(16) 0.0551(7) Uani 1 1 d . . . H6 H 0.7865 -0.0561 0.4973 0.066 Uiso 1 1 calc R . . C7 C 0.5499(4) -0.06199(12) 0.40294(18) 0.0543(7) Uani 1 1 d . . . H7 H 0.5107 -0.0127 0.4008 0.065 Uiso 1 1 calc R . . C8 C 0.4650(2) -0.12600(14) 0.35233(17) 0.0424(5) Uani 1 1 d . . . H8 H 0.3600 -0.1267 0.3105 0.051 Uiso 1 1 calc R . . C9 C 0.5682(3) -0.18781(11) 0.37696(16) 0.0374(5) Uani 1 1 d . . . H9 H 0.5427 -0.2373 0.3542 0.045 Uiso 1 1 calc R . . C10 C 0.7143(3) -0.16446(14) 0.44032(16) 0.0436(5) Uani 1 1 d . . . H10 H 0.8032 -0.1951 0.4670 0.052 Uiso 1 1 calc R . . C11 C 1.0260(2) -0.06545(10) 0.32757(14) 0.0272(4) Uani 1 1 d . . . H11A H 1.0147 -0.0399 0.3898 0.033 Uiso 1 1 calc R . . H11B H 1.0788 -0.1136 0.3490 0.033 Uiso 1 1 calc R . . C12 C 0.78105(18) 0.11122(9) 0.11244(12) 0.0198(3) Uani 1 1 d . . . C13 C 0.7764(2) 0.18980(10) 0.09731(15) 0.0308(4) Uani 1 1 d . . . H13 H 0.7533 0.2217 0.1470 0.037 Uiso 1 1 calc R . . C14 C 0.8063(2) 0.22020(12) 0.00848(17) 0.0390(5) Uani 1 1 d . . . H14 H 0.8034 0.2725 -0.0014 0.047 Uiso 1 1 calc R . . C15 C 0.8405(2) 0.17289(13) -0.06575(16) 0.0390(5) Uani 1 1 d . . . H15 H 0.8600 0.1935 -0.1255 0.047 Uiso 1 1 calc R . . C16 C 0.8457(2) 0.09507(12) -0.05160(14) 0.0324(4) Uani 1 1 d . . . H16 H 0.8685 0.0635 -0.1018 0.039 Uiso 1 1 calc R . . C17 C 0.81672(19) 0.06411(10) 0.03832(13) 0.0243(3) Uani 1 1 d . . . H17 H 0.8213 0.0119 0.0484 0.029 Uiso 1 1 calc R . . C18 C 0.53723(18) 0.10436(8) 0.21909(12) 0.0186(3) Uani 1 1 d . . . C19 C 0.4910(2) 0.12908(9) 0.30613(13) 0.0239(3) Uani 1 1 d . . . H19 H 0.5656 0.1315 0.3712 0.029 Uiso 1 1 calc R . . C20 C 0.3328(2) 0.15018(9) 0.29515(15) 0.0302(4) Uani 1 1 d . . . H20 H 0.3018 0.1665 0.3533 0.036 Uiso 1 1 calc R . . C21 C 0.2212(2) 0.14708(10) 0.19864(16) 0.0315(4) Uani 1 1 d . . . H21 H 0.1155 0.1609 0.1921 0.038 Uiso 1 1 calc R . . C22 C 0.2670(2) 0.12331(10) 0.11163(16) 0.0297(4) Uani 1 1 d . . . H22 H 0.1923 0.1215 0.0466 0.036 Uiso 1 1 calc R . . C23 C 0.42416(19) 0.10230(9) 0.12157(13) 0.0228(3) Uani 1 1 d . . . H23 H 0.4547 0.0867 0.0629 0.027 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe 0.02244(12) 0.01777(12) 0.01870(12) 0.00025(8) 0.00758(9) -0.00171(8) S 0.0267(2) 0.0305(2) 0.0256(2) -0.00885(17) -0.00062(17) 0.00011(17) P 0.01695(19) 0.01660(18) 0.01659(18) -0.00125(14) 0.00410(15) 0.00080(14) O 0.0283(7) 0.0326(7) 0.0468(8) 0.0006(6) 0.0170(6) -0.0035(6) C1 0.0238(8) 0.0200(7) 0.0230(8) 0.0027(6) 0.0118(6) 0.0027(6) C2 0.0206(7) 0.0174(7) 0.0165(7) 0.0005(6) 0.0068(6) 0.0001(6) C3 0.0271(8) 0.0217(8) 0.0177(7) -0.0008(6) 0.0029(6) -0.0021(6) C4 0.0407(10) 0.0207(8) 0.0217(8) -0.0046(6) 0.0095(7) -0.0052(7) C5 0.0371(9) 0.0179(7) 0.0261(8) 0.0005(6) 0.0164(7) 0.0035(7) C6 0.0705(17) 0.0782(17) 0.0205(9) -0.0114(10) 0.0193(10) -0.0426(14) C7 0.108(2) 0.0266(10) 0.0520(13) 0.0108(9) 0.0629(16) 0.0177(12) C8 0.0262(9) 0.0671(14) 0.0394(11) 0.0087(10) 0.0183(8) 0.0038(9) C9 0.0493(12) 0.0269(9) 0.0463(11) 0.0020(8) 0.0308(10) -0.0065(8) C10 0.0389(11) 0.0635(14) 0.0321(10) 0.0233(10) 0.0159(9) 0.0098(10) C11 0.0215(8) 0.0260(8) 0.0343(9) 0.0078(7) 0.0082(7) 0.0044(7) C12 0.0150(7) 0.0227(8) 0.0217(8) 0.0024(6) 0.0047(6) -0.0002(6) C13 0.0317(9) 0.0241(8) 0.0399(10) 0.0061(7) 0.0154(8) 0.0031(7) C14 0.0373(10) 0.0327(10) 0.0481(12) 0.0189(9) 0.0137(9) 0.0017(8) C15 0.0312(10) 0.0553(13) 0.0321(10) 0.0199(9) 0.0114(8) -0.0030(9) C16 0.0270(9) 0.0490(11) 0.0227(8) 0.0005(8) 0.0092(7) -0.0032(8) C17 0.0214(8) 0.0283(8) 0.0236(8) -0.0003(7) 0.0068(6) -0.0026(6) C18 0.0195(7) 0.0160(7) 0.0213(7) 0.0012(6) 0.0073(6) 0.0006(6) C19 0.0318(9) 0.0193(7) 0.0233(8) 0.0027(6) 0.0121(7) 0.0027(6) C20 0.0374(10) 0.0207(8) 0.0423(10) 0.0033(7) 0.0277(9) 0.0033(7) C21 0.0206(8) 0.0216(8) 0.0566(12) 0.0047(8) 0.0179(8) 0.0011(6) C22 0.0208(8) 0.0237(8) 0.0413(10) -0.0003(7) 0.0026(7) -0.0001(6) C23 0.0227(8) 0.0211(8) 0.0244(8) -0.0012(6) 0.0062(6) 0.0014(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 C2 2.0252(15) . ? Fe C3 2.0314(16) . ? Fe C6 2.032(2) . ? Fe C10 2.0369(19) . ? Fe C1 2.0373(16) . ? Fe C9 2.0395(18) . ? Fe C7 2.0405(19) . ? Fe C8 2.0480(19) . ? Fe C4 2.0522(17) . ? Fe C5 2.0558(16) . ? S P 1.9567(6) . ? P C2 1.7901(15) . ? P C18 1.8100(16) . ? P C12 1.8178(16) . ? O C11 1.425(2) . ? C1 C5 1.426(2) . ? C1 C2 1.447(2) . ? C1 C11 1.498(2) . ? C2 C3 1.445(2) . ? C3 C4 1.422(2) . ? C4 C5 1.415(3) . ? C6 C10 1.400(4) . ? C6 C7 1.411(4) . ? C7 C8 1.414(3) . ? C8 C9 1.392(3) . ? C9 C10 1.381(3) . ? C12 C17 1.386(2) . ? C12 C13 1.399(2) . ? C13 C14 1.384(3) . ? C14 C15 1.384(3) . ? C15 C16 1.384(3) . ? C16 C17 1.397(2) . ? C18 C19 1.393(2) . ? C18 C23 1.398(2) . ? C19 C20 1.392(2) . ? C20 C21 1.382(3) . ? C21 C22 1.386(3) . ? C22 C23 1.384(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 Fe C3 41.73(6) . . ? C2 Fe C6 116.65(8) . . ? C3 Fe C6 148.71(10) . . ? C2 Fe C10 146.70(8) . . ? C3 Fe C10 170.10(9) . . ? C6 Fe C10 40.25(10) . . ? C2 Fe C1 41.72(6) . . ? C3 Fe C1 69.90(7) . . ? C6 Fe C1 109.75(8) . . ? C10 Fe C1 113.70(8) . . ? C2 Fe C9 173.37(8) . . ? C3 Fe C9 132.36(8) . . ? C6 Fe C9 67.04(9) . . ? C10 Fe C9 39.59(9) . . ? C1 Fe C9 143.71(7) . . ? C2 Fe C7 111.62(7) . . ? C3 Fe C7 116.86(9) . . ? C6 Fe C7 40.54(11) . . ? C10 Fe C7 67.72(9) . . ? C1 Fe C7 135.19(9) . . ? C9 Fe C7 67.16(8) . . ? C2 Fe C8 135.11(8) . . ? C3 Fe C8 109.83(8) . . ? C6 Fe C8 67.90(9) . . ? C10 Fe C8 67.38(9) . . ? C1 Fe C8 175.32(8) . . ? C9 Fe C8 39.82(8) . . ? C7 Fe C8 40.46(10) . . ? C2 Fe C4 69.29(6) . . ? C3 Fe C4 40.75(7) . . ? C6 Fe C4 170.25(10) . . ? C10 Fe C4 130.65(9) . . ? C1 Fe C4 68.99(7) . . ? C9 Fe C4 107.90(8) . . ? C7 Fe C4 146.63(10) . . ? C8 Fe C4 114.05(8) . . ? C2 Fe C5 68.98(6) . . ? C3 Fe C5 68.46(7) . . ? C6 Fe C5 132.69(10) . . ? C10 Fe C5 107.77(8) . . ? C1 Fe C5 40.78(6) . . ? C9 Fe C5 113.07(7) . . ? C7 Fe C5 173.08(10) . . ? C8 Fe C5 143.78(9) . . ? C4 Fe C5 40.29(7) . . ? C2 P C18 106.09(7) . . ? C2 P C12 105.21(7) . . ? C18 P C12 103.62(7) . . ? C2 P S 115.72(5) . . ? C18 P S 113.40(5) . . ? C12 P S 111.77(5) . . ? C5 C1 C2 107.11(14) . . ? C5 C1 C11 124.63(15) . . ? C2 C1 C11 128.25(14) . . ? C5 C1 Fe 70.30(9) . . ? C2 C1 Fe 68.69(8) . . ? C11 C1 Fe 125.16(11) . . ? C3 C2 C1 107.43(13) . . ? C3 C2 P 124.41(12) . . ? C1 C2 P 127.96(12) . . ? C3 C2 Fe 69.36(9) . . ? C1 C2 Fe 69.59(8) . . ? P C2 Fe 130.24(8) . . ? C4 C3 C2 107.93(15) . . ? C4 C3 Fe 70.41(9) . . ? C2 C3 Fe 68.91(9) . . ? C5 C4 C3 108.30(15) . . ? C5 C4 Fe 69.99(9) . . ? C3 C4 Fe 68.84(9) . . ? C4 C5 C1 109.22(14) . . ? C4 C5 Fe 69.72(10) . . ? C1 C5 Fe 68.91(9) . . ? C10 C6 C7 107.8(2) . . ? C10 C6 Fe 70.07(12) . . ? C7 C6 Fe 70.06(12) . . ? C6 C7 C8 107.54(19) . . ? C6 C7 Fe 69.40(12) . . ? C8 C7 Fe 70.05(11) . . ? C9 C8 C7 107.1(2) . . ? C9 C8 Fe 69.76(11) . . ? C7 C8 Fe 69.48(12) . . ? C10 C9 C8 109.63(19) . . ? C10 C9 Fe 70.10(11) . . ? C8 C9 Fe 70.42(11) . . ? C9 C10 C6 107.9(2) . . ? C9 C10 Fe 70.31(11) . . ? C6 C10 Fe 69.68(12) . . ? O C11 C1 112.70(14) . . ? C17 C12 C13 119.63(15) . . ? C17 C12 P 122.41(12) . . ? C13 C12 P 117.95(13) . . ? C14 C13 C12 120.11(18) . . ? C13 C14 C15 120.04(18) . . ? C16 C15 C14 120.41(17) . . ? C15 C16 C17 119.77(18) . . ? C12 C17 C16 120.03(16) . . ? C19 C18 C23 119.35(15) . . ? C19 C18 P 120.86(12) . . ? C23 C18 P 119.79(12) . . ? C20 C19 C18 119.65(16) . . ? C21 C20 C19 120.65(16) . . ? C20 C21 C22 119.88(16) . . ? C23 C22 C21 119.99(17) . . ? C22 C23 C18 120.47(16) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.52 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.486 _refine_diff_density_min -0.442 _refine_diff_density_rms 0.056 ###############################################