# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2006 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Weiping Chen' _publ_contact_author_address ; Solvias AG Basel SWITZERLAND ; _publ_contact_author_email WPCHEN600@HOTMAIL.COM _publ_section_title ; Efficient and Highly Stereoselective Syntheses of New P-Chiral 1,5-Diphosphanylferrocene Ligands and Their Use in Enantioselective Hydrogenation ; loop_ _publ_author_name 'Weiping Chen.' 'Stanley Roberts' 'John Whittall' data_10a _database_code_depnum_ccdc_archive 'CCDC 604420' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H31 Fe O4 P' _chemical_formula_weight 530.36 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 8.2767(8) _cell_length_b 10.7033(12) _cell_length_c 29.205(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2587.2(5) _cell_formula_units_Z 4 _cell_measurement_temperature 213(2) _cell_measurement_reflns_used 2000 _cell_measurement_theta_min 3.45 _cell_measurement_theta_max 22.45 _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.362 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1112 _exptl_absorpt_coefficient_mu 0.678 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 213(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Stoe IPDS' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11264 _diffrn_reflns_av_R_equivalents 0.0817 _diffrn_reflns_av_sigmaI/netI 0.1104 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 2.03 _diffrn_reflns_theta_max 24.23 _reflns_number_total 4118 _reflns_number_gt 2640 _reflns_threshold_expression >2sigma(I) _computing_data_collection Stoe-EXPOSE _computing_cell_refinement Stoe-INTEGRATE _computing_data_reduction Stoe-INTEGRATE _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0574P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0034(7) _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 -0.02(4) _refine_ls_number_reflns 4118 _refine_ls_number_parameters 310 _refine_ls_number_restraints 93 _refine_ls_R_factor_all 0.0952 _refine_ls_R_factor_gt 0.0586 _refine_ls_wR_factor_ref 0.1319 _refine_ls_wR_factor_gt 0.1201 _refine_ls_goodness_of_fit_ref 0.965 _refine_ls_restrained_S_all 0.962 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe -0.28427(10) 0.49827(10) 0.14657(3) 0.0469(3) Uani 1 1 d . . . O1 O 0.3386(6) 0.8214(5) 0.16830(15) 0.0650(14) Uani 1 1 d . . . P1 P 0.06391(18) 0.66860(16) 0.15376(5) 0.0419(4) Uani 1 1 d . . . C1 C 0.4671(9) 0.8935(8) 0.1859(3) 0.080(3) Uani 1 1 d . . . H1A H 0.5690 0.8591 0.1754 0.119 Uiso 1 1 calc R . . H1B H 0.4637 0.8918 0.2191 0.119 Uiso 1 1 calc R . . H1C H 0.4568 0.9790 0.1753 0.119 Uiso 1 1 calc R . . C2 C 0.3115(8) 0.8183(6) 0.1218(2) 0.0467(16) Uani 1 1 d . . . C3 C 0.4075(8) 0.8774(7) 0.0898(3) 0.062(2) Uani 1 1 d . . . H3 H 0.4984 0.9231 0.0993 0.074 Uiso 1 1 calc R . . C4 C 0.3702(10) 0.8694(8) 0.0442(3) 0.072(2) Uani 1 1 d . . . H4 H 0.4342 0.9118 0.0226 0.087 Uiso 1 1 calc R . . C5 C 0.2418(10) 0.8008(8) 0.0299(2) 0.072(2) Uani 1 1 d . . . H5 H 0.2185 0.7943 -0.0015 0.087 Uiso 1 1 calc R . . C6 C 0.1432(8) 0.7393(7) 0.0623(2) 0.0538(18) Uani 1 1 d . . . H6 H 0.0543 0.6917 0.0524 0.065 Uiso 1 1 calc R . . C7 C 0.1773(8) 0.7489(6) 0.1090(2) 0.0451(16) Uani 1 1 d . . . C8 C -0.0358(7) 0.8010(6) 0.18116(19) 0.0415(15) Uani 1 1 d . . . C9 C -0.0693(7) 0.9131(6) 0.1587(2) 0.0497(17) Uani 1 1 d . . . H9 H -0.0427 0.9217 0.1276 0.060 Uiso 1 1 calc R . . C10 C -0.1415(8) 1.0124(8) 0.1817(3) 0.068(2) Uani 1 1 d . . . H10 H -0.1630 1.0871 0.1659 0.082 Uiso 1 1 calc R . . C11 C -0.1814(7) 1.0025(9) 0.2269(2) 0.0636(19) Uani 1 1 d . . . H11 H -0.2306 1.0697 0.2422 0.076 Uiso 1 1 calc R . . C12 C -0.1485(8) 0.8919(8) 0.2501(2) 0.059(2) Uani 1 1 d . . . H12 H -0.1743 0.8849 0.2813 0.071 Uiso 1 1 calc R . . C13 C -0.0797(8) 0.7947(7) 0.2282(2) 0.0546(19) Uani 1 1 d . . . H13 H -0.0602 0.7204 0.2444 0.065 Uiso 1 1 calc R . . C14 C -0.1003(7) 0.5998(6) 0.1211(2) 0.0389(15) Uani 1 1 d . . . C15 C -0.2545(7) 0.6529(6) 0.10801(18) 0.0457(16) Uani 1 1 d . . . H15 H -0.2938 0.7380 0.1153 0.055 Uiso 1 1 calc R . . C16 C -0.3356(9) 0.5634(8) 0.0831(2) 0.054(2) Uani 1 1 d . . . H16 H -0.4458 0.5732 0.0704 0.065 Uiso 1 1 calc R . . C17 C -0.2415(11) 0.4542(8) 0.0799(2) 0.066(2) Uani 1 1 d . . . H17 H -0.2719 0.3756 0.0643 0.080 Uiso 1 1 calc R . . C18 C -0.1001(8) 0.4771(6) 0.1031(2) 0.0473(17) Uani 1 1 d . B . C19 C -0.2730(10) 0.3646(7) 0.1956(2) 0.0605(19) Uani 1 1 d . . . H19 H -0.1940 0.2952 0.1969 0.073 Uiso 1 1 calc R . . C20 C -0.4191(9) 0.3623(7) 0.1736(2) 0.061(2) Uani 1 1 d . . . H20 H -0.4649 0.2903 0.1568 0.074 Uiso 1 1 calc R . . C21 C -0.4931(9) 0.4765(8) 0.1798(3) 0.067(2) Uani 1 1 d . . . H21 H -0.6009 0.5001 0.1680 0.080 Uiso 1 1 calc R . . C22 C -0.3941(8) 0.5517(7) 0.2053(2) 0.056(2) Uani 1 1 d . . . H22 H -0.4169 0.6385 0.2150 0.067 Uiso 1 1 calc R . . C23 C -0.2546(7) 0.4814(7) 0.21569(19) 0.0491(17) Uani 1 1 d . . . H23 H -0.1604 0.5103 0.2337 0.059 Uiso 1 1 calc R . . C24 C 0.0463(9) 0.3950(6) 0.1045(2) 0.0578(19) Uani 1 1 d DU . . H24 H 0.1210 0.4114 0.1303 0.069 Uiso 0.50 1 calc PR A 1 H24' H 0.1219 0.4387 0.1253 0.069 Uiso 0.50 1 calc PR A 2 O2 O -0.0133(10) 0.2689(8) 0.1017(3) 0.050(2) Uiso 0.50 1 d PDU B 1 C25 C 0.1294(16) 0.1892(14) 0.1017(5) 0.068(4) Uiso 0.50 1 d PDU B 1 H25A H 0.0972 0.1011 0.1019 0.082 Uiso 0.50 1 calc PR B 1 H25B H 0.1947 0.2055 0.1290 0.082 Uiso 0.50 1 calc PR B 1 C26 C 0.2258(17) 0.2176(11) 0.0592(4) 0.052(3) Uiso 0.50 1 d PDU B 1 H26A H 0.3270 0.1701 0.0600 0.062 Uiso 0.50 1 calc PR B 1 H26B H 0.1646 0.1903 0.0323 0.062 Uiso 0.50 1 calc PR B 1 C27 C 0.2639(16) 0.3543(13) 0.0547(5) 0.057(5) Uiso 0.50 1 d PDU B 1 H27 H 0.3354 0.3791 0.0803 0.069 Uiso 0.50 1 calc PR B 1 O3 O 0.1124(13) 0.4236(11) 0.0584(3) 0.056(4) Uiso 0.50 1 d PDU B 1 C28 C 0.341(2) 0.3956(19) 0.0100(5) 0.078(5) Uiso 0.50 1 d PDU B 1 H28A H 0.3588 0.4861 0.0103 0.094 Uiso 0.50 1 calc PR B 1 H28B H 0.4454 0.3541 0.0058 0.094 Uiso 0.50 1 calc PR B 1 O4 O 0.2361(13) 0.3634(11) -0.0257(3) 0.084(3) Uiso 0.50 1 d PDU B 1 C29 C 0.286(3) 0.422(2) -0.0655(6) 0.118(7) Uiso 0.50 1 d PDU B 1 H29A H 0.2129 0.4011 -0.0903 0.177 Uiso 0.50 1 calc PR B 1 H29B H 0.3944 0.3951 -0.0732 0.177 Uiso 0.50 1 calc PR B 1 H29C H 0.2855 0.5121 -0.0609 0.177 Uiso 0.50 1 calc PR B 1 O2' O 0.0267(11) 0.2720(8) 0.1245(3) 0.052(2) Uiso 0.50 1 d PDU B 2 C25' C 0.1753(17) 0.2038(14) 0.1286(5) 0.070(5) Uiso 0.50 1 d PDU B 2 H25C H 0.1529 0.1203 0.1409 0.084 Uiso 0.50 1 calc PR B 2 H25D H 0.2469 0.2469 0.1502 0.084 Uiso 0.50 1 calc PR B 2 C26' C 0.2579(17) 0.1918(12) 0.0833(4) 0.061(4) Uiso 0.50 1 d PDU B 2 H26C H 0.1914 0.1418 0.0625 0.073 Uiso 0.50 1 calc PR B 2 H26D H 0.3620 0.1495 0.0872 0.073 Uiso 0.50 1 calc PR B 2 C27' C 0.2840(16) 0.3204(13) 0.0634(5) 0.059(5) Uiso 0.50 1 d PDU B 2 H27' H 0.3612 0.3673 0.0828 0.070 Uiso 0.50 1 calc PR B 2 O3' O 0.1323(12) 0.3848(11) 0.0623(3) 0.051(4) Uiso 0.50 1 d PDU B 2 C28' C 0.3478(19) 0.3148(15) 0.0141(4) 0.072(5) Uiso 0.50 1 d PDU B 2 H28C H 0.4347 0.2528 0.0122 0.087 Uiso 0.50 1 calc PR B 2 H28D H 0.2606 0.2882 -0.0064 0.087 Uiso 0.50 1 calc PR B 2 O4' O 0.4070(15) 0.4325(12) -0.0003(4) 0.090(4) Uiso 0.50 1 d PDU B 2 C29' C 0.307(2) 0.501(2) -0.0262(6) 0.104(5) Uiso 0.50 1 d PDU B 2 H29D H 0.3566 0.5813 -0.0327 0.156 Uiso 0.50 1 calc PR B 2 H29E H 0.2062 0.5143 -0.0099 0.156 Uiso 0.50 1 calc PR B 2 H29F H 0.2855 0.4577 -0.0547 0.156 Uiso 0.50 1 calc PR B 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0480(5) 0.0469(5) 0.0459(4) 0.0011(6) 0.0019(5) -0.0091(6) O1 0.054(3) 0.082(4) 0.059(3) -0.013(3) 0.007(2) -0.019(3) P1 0.0414(9) 0.0435(10) 0.0408(8) -0.0018(8) 0.0035(8) -0.0049(8) C1 0.050(4) 0.085(6) 0.104(6) -0.044(5) 0.010(4) -0.027(4) C2 0.041(4) 0.043(4) 0.056(4) 0.000(3) 0.016(3) 0.002(3) C3 0.052(4) 0.051(5) 0.082(5) -0.007(4) 0.017(4) -0.002(4) C4 0.083(6) 0.069(6) 0.065(5) 0.003(4) 0.032(5) 0.008(5) C5 0.087(6) 0.084(6) 0.047(4) 0.011(4) 0.015(4) -0.010(5) C6 0.056(4) 0.059(5) 0.047(4) 0.007(3) 0.004(3) -0.010(4) C7 0.044(4) 0.050(4) 0.042(3) 0.003(3) 0.014(3) -0.005(3) C8 0.040(4) 0.038(4) 0.046(3) -0.005(3) 0.011(3) -0.007(3) C9 0.044(4) 0.048(4) 0.057(4) -0.007(3) 0.006(3) 0.001(3) C10 0.070(4) 0.055(5) 0.079(5) -0.016(5) 0.016(4) -0.012(5) C11 0.054(4) 0.062(5) 0.075(4) -0.021(5) 0.011(4) -0.023(5) C12 0.049(4) 0.078(6) 0.051(4) -0.019(4) 0.008(3) -0.011(4) C13 0.056(4) 0.066(5) 0.042(3) -0.012(3) 0.005(3) -0.007(4) C14 0.032(3) 0.043(4) 0.041(3) -0.004(3) -0.006(3) -0.005(3) C15 0.057(5) 0.046(4) 0.034(3) -0.005(3) 0.004(3) 0.000(4) C16 0.045(4) 0.072(6) 0.045(4) 0.010(4) -0.008(3) -0.013(4) C17 0.093(7) 0.057(5) 0.049(4) -0.008(3) 0.008(5) -0.026(5) C18 0.055(4) 0.046(5) 0.041(3) -0.010(3) 0.006(3) -0.011(4) C19 0.070(5) 0.045(5) 0.066(4) 0.008(4) 0.007(4) 0.001(4) C20 0.058(5) 0.047(5) 0.079(5) 0.003(4) -0.007(4) -0.021(4) C21 0.047(4) 0.078(7) 0.075(5) 0.023(5) -0.002(4) -0.019(5) C22 0.052(4) 0.055(5) 0.061(4) 0.007(4) 0.018(4) 0.006(4) C23 0.041(4) 0.060(5) 0.046(3) 0.009(4) 0.003(3) -0.010(4) C24 0.077(5) 0.036(4) 0.061(4) -0.008(3) 0.026(4) -0.009(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 C21 1.996(7) . ? Fe1 C20 1.997(7) . ? Fe1 C18 1.997(6) . ? Fe1 C14 2.012(6) . ? Fe1 C15 2.017(6) . ? Fe1 C22 2.023(7) . ? Fe1 C16 2.025(7) . ? Fe1 C19 2.027(7) . ? Fe1 C17 2.034(7) . ? Fe1 C23 2.041(6) . ? O1 C2 1.378(7) . ? O1 C1 1.410(8) . ? P1 C14 1.816(6) . ? P1 C7 1.825(6) . ? P1 C8 1.825(6) . ? C2 C3 1.380(9) . ? C2 C7 1.387(9) . ? C3 C4 1.370(10) . ? C4 C5 1.358(10) . ? C5 C6 1.412(9) . ? C6 C7 1.397(8) . ? C8 C9 1.395(9) . ? C8 C13 1.421(8) . ? C9 C10 1.392(9) . ? C10 C11 1.365(9) . ? C11 C12 1.390(11) . ? C12 C13 1.348(10) . ? C14 C18 1.415(9) . ? C14 C15 1.448(8) . ? C15 C16 1.378(9) . ? C16 C17 1.407(10) . ? C17 C18 1.373(10) . ? C18 C24 1.498(9) . ? C19 C20 1.370(9) . ? C19 C23 1.389(10) . ? C20 C21 1.379(11) . ? C21 C22 1.368(10) . ? C22 C23 1.411(9) . ? C24 O3' 1.428(9) . ? C24 O2 1.440(9) . ? C24 O2' 1.451(9) . ? C24 O3 1.486(10) . ? O2 C25 1.457(12) . ? C25 C26 1.506(13) . ? C26 C27 1.502(14) . ? C27 O3 1.461(13) . ? C27 C28 1.518(15) . ? C28 O4 1.398(16) . ? O4 C29 1.387(16) . ? O2' C25' 1.435(12) . ? C25' C26' 1.494(13) . ? C26' C27' 1.510(14) . ? C27' O3' 1.433(13) . ? C27' C28' 1.536(14) . ? C28' O4' 1.415(16) . ? O4' C29' 1.342(16) . ? 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 C21 Fe1 C20 40.4(3) . . ? C21 Fe1 C18 163.1(3) . . ? C20 Fe1 C18 126.5(3) . . ? C21 Fe1 C14 153.9(3) . . ? C20 Fe1 C14 164.2(3) . . ? C18 Fe1 C14 41.3(3) . . ? C21 Fe1 C15 118.3(3) . . ? C20 Fe1 C15 152.5(3) . . ? C18 Fe1 C15 69.2(3) . . ? C14 Fe1 C15 42.1(2) . . ? C21 Fe1 C22 39.8(3) . . ? C20 Fe1 C22 67.7(3) . . ? C18 Fe1 C22 156.1(3) . . ? C14 Fe1 C22 120.0(3) . . ? C15 Fe1 C22 107.2(3) . . ? C21 Fe1 C16 107.7(3) . . ? C20 Fe1 C16 119.7(3) . . ? C18 Fe1 C16 67.5(3) . . ? C14 Fe1 C16 68.6(2) . . ? C15 Fe1 C16 39.9(3) . . ? C22 Fe1 C16 125.7(3) . . ? C21 Fe1 C19 67.3(3) . . ? C20 Fe1 C19 39.8(3) . . ? C18 Fe1 C19 109.5(3) . . ? C14 Fe1 C19 127.4(3) . . ? C15 Fe1 C19 165.5(3) . . ? C22 Fe1 C19 67.7(3) . . ? C16 Fe1 C19 154.1(3) . . ? C21 Fe1 C17 126.1(3) . . ? C20 Fe1 C17 107.8(3) . . ? C18 Fe1 C17 39.8(3) . . ? C14 Fe1 C17 68.9(3) . . ? C15 Fe1 C17 68.6(3) . . ? C22 Fe1 C17 162.7(3) . . ? C16 Fe1 C17 40.6(3) . . ? C19 Fe1 C17 120.3(3) . . ? C21 Fe1 C23 67.2(3) . . ? C20 Fe1 C23 67.2(3) . . ? C18 Fe1 C23 121.8(2) . . ? C14 Fe1 C23 108.8(2) . . ? C15 Fe1 C23 127.6(3) . . ? C22 Fe1 C23 40.6(3) . . ? C16 Fe1 C23 163.9(3) . . ? C19 Fe1 C23 39.9(3) . . ? C17 Fe1 C23 154.8(3) . . ? C2 O1 C1 119.7(6) . . ? C14 P1 C7 101.5(3) . . ? C14 P1 C8 101.9(3) . . ? C7 P1 C8 100.4(3) . . ? O1 C2 C3 124.2(7) . . ? O1 C2 C7 114.1(6) . . ? C3 C2 C7 121.6(6) . . ? C4 C3 C2 120.0(7) . . ? C5 C4 C3 120.6(7) . . ? C4 C5 C6 119.9(7) . . ? C7 C6 C5 120.2(6) . . ? C2 C7 C6 117.7(6) . . ? C2 C7 P1 118.1(5) . . ? C6 C7 P1 124.1(5) . . ? C9 C8 C13 116.4(6) . . ? C9 C8 P1 123.5(4) . . ? C13 C8 P1 120.1(5) . . ? C10 C9 C8 121.0(6) . . ? C11 C10 C9 120.7(9) . . ? C10 C11 C12 119.3(8) . . ? C13 C12 C11 120.6(7) . . ? C12 C13 C8 122.0(7) . . ? C18 C14 C15 105.5(5) . . ? C18 C14 P1 124.8(5) . . ? C15 C14 P1 129.7(5) . . ? C18 C14 Fe1 68.8(3) . . ? C15 C14 Fe1 69.1(3) . . ? P1 C14 Fe1 126.3(3) . . ? C16 C15 C14 107.2(6) . . ? C16 C15 Fe1 70.4(4) . . ? C14 C15 Fe1 68.8(3) . . ? C15 C16 C17 110.0(6) . . ? C15 C16 Fe1 69.8(4) . . ? C17 C16 Fe1 70.0(4) . . ? C18 C17 C16 106.9(6) . . ? C18 C17 Fe1 68.7(4) . . ? C16 C17 Fe1 69.4(4) . . ? C17 C18 C14 110.4(6) . . ? C17 C18 C24 126.8(7) . . ? C14 C18 C24 122.3(6) . . ? C17 C18 Fe1 71.5(4) . . ? C14 C18 Fe1 69.9(4) . . ? C24 C18 Fe1 131.8(4) . . ? C20 C19 C23 108.1(7) . . ? C20 C19 Fe1 68.9(4) . . ? C23 C19 Fe1 70.6(4) . . ? C19 C20 C21 108.3(7) . . ? C19 C20 Fe1 71.3(4) . . ? C21 C20 Fe1 69.8(4) . . ? C22 C21 C20 109.1(7) . . ? C22 C21 Fe1 71.2(4) . . ? C20 C21 Fe1 69.8(4) . . ? C21 C22 C23 107.1(7) . . ? C21 C22 Fe1 69.0(4) . . ? C23 C22 Fe1 70.4(4) . . ? C19 C23 C22 107.4(6) . . ? C19 C23 Fe1 69.5(4) . . ? C22 C23 Fe1 69.0(4) . . ? O3' C24 O2 92.8(7) . . ? O3' C24 O2' 109.5(7) . . ? O2 C24 O2' 29.9(4) . . ? O3' C24 O3 18.1(6) . . ? O2 C24 O3 105.5(7) . . ? O2' C24 O3 126.4(7) . . ? O3' C24 C18 115.1(7) . . ? O2 C24 C18 105.7(6) . . ? O2' C24 C18 117.0(6) . . ? O3 C24 C18 98.7(6) . . ? C24 O2 C25 105.8(9) . . ? O2 C25 C26 108.1(10) . . ? C27 C26 C25 112.4(11) . . ? O3 C27 C26 107.9(10) . . ? O3 C27 C28 106.0(12) . . ? C26 C27 C28 116.6(12) . . ? C27 O3 C24 106.2(9) . . ? O4 C28 C27 107.9(13) . . ? C29 O4 C28 109.1(13) . . ? C25' O2' C24 113.5(9) . . ? O2' C25' C26' 111.2(11) . . ? C25' C26' C27' 109.2(11) . . ? O3' C27' C26' 108.8(11) . . ? O3' C27' C28' 107.3(11) . . ? C26' C27' C28' 112.0(11) . . ? C24 O3' C27' 117.0(9) . . ? O4' C28' C27' 111.2(12) . . ? C29' O4' C28' 116.2(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 C1 O1 C2 C3 3.2(11) . . . . ? C1 O1 C2 C7 -177.2(6) . . . . ? O1 C2 C3 C4 -179.7(7) . . . . ? C7 C2 C3 C4 0.7(10) . . . . ? C2 C3 C4 C5 -1.8(11) . . . . ? C3 C4 C5 C6 1.4(12) . . . . ? C4 C5 C6 C7 0.1(12) . . . . ? O1 C2 C7 C6 -178.9(6) . . . . ? C3 C2 C7 C6 0.8(10) . . . . ? O1 C2 C7 P1 -2.4(8) . . . . ? C3 C2 C7 P1 177.2(5) . . . . ? C5 C6 C7 C2 -1.1(11) . . . . ? C5 C6 C7 P1 -177.4(6) . . . . ? C14 P1 C7 C2 177.3(5) . . . . ? C8 P1 C7 C2 72.8(6) . . . . ? C14 P1 C7 C6 -6.4(7) . . . . ? C8 P1 C7 C6 -111.0(6) . . . . ? C14 P1 C8 C9 -78.7(6) . . . . ? C7 P1 C8 C9 25.6(6) . . . . ? C14 P1 C8 C13 103.1(5) . . . . ? C7 P1 C8 C13 -152.6(5) . . . . ? C13 C8 C9 C10 0.2(9) . . . . ? P1 C8 C9 C10 -178.1(5) . . . . ? C8 C9 C10 C11 0.0(10) . . . . ? C9 C10 C11 C12 0.3(10) . . . . ? C10 C11 C12 C13 -0.8(10) . . . . ? C11 C12 C13 C8 1.0(10) . . . . ? C9 C8 C13 C12 -0.7(9) . . . . ? P1 C8 C13 C12 177.7(5) . . . . ? C7 P1 C14 C18 93.9(6) . . . . ? C8 P1 C14 C18 -162.7(5) . . . . ? C7 P1 C14 C15 -86.3(6) . . . . ? C8 P1 C14 C15 17.2(6) . . . . ? C7 P1 C14 Fe1 -178.2(4) . . . . ? C8 P1 C14 Fe1 -74.8(5) . . . . ? C21 Fe1 C14 C18 -166.4(6) . . . . ? C20 Fe1 C14 C18 44.9(11) . . . . ? C15 Fe1 C14 C18 -117.1(5) . . . . ? C22 Fe1 C14 C18 160.3(4) . . . . ? C16 Fe1 C14 C18 -79.8(4) . . . . ? C19 Fe1 C14 C18 76.6(4) . . . . ? C17 Fe1 C14 C18 -36.1(4) . . . . ? C23 Fe1 C14 C18 117.2(4) . . . . ? C21 Fe1 C14 C15 -49.4(7) . . . . ? C20 Fe1 C14 C15 161.9(9) . . . . ? C18 Fe1 C14 C15 117.1(5) . . . . ? C22 Fe1 C14 C15 -82.6(4) . . . . ? C16 Fe1 C14 C15 37.3(4) . . . . ? C19 Fe1 C14 C15 -166.4(4) . . . . ? C17 Fe1 C14 C15 81.0(4) . . . . ? C23 Fe1 C14 C15 -125.8(4) . . . . ? C21 Fe1 C14 P1 75.2(8) . . . . ? C20 Fe1 C14 P1 -73.5(11) . . . . ? C18 Fe1 C14 P1 -118.3(6) . . . . ? C15 Fe1 C14 P1 124.6(6) . . . . ? C22 Fe1 C14 P1 42.0(5) . . . . ? C16 Fe1 C14 P1 161.9(5) . . . . ? C19 Fe1 C14 P1 -41.8(6) . . . . ? C17 Fe1 C14 P1 -154.5(5) . . . . ? C23 Fe1 C14 P1 -1.2(5) . . . . ? C18 C14 C15 C16 -0.7(7) . . . . ? P1 C14 C15 C16 179.4(5) . . . . ? Fe1 C14 C15 C16 -60.2(4) . . . . ? C18 C14 C15 Fe1 59.5(4) . . . . ? P1 C14 C15 Fe1 -120.4(5) . . . . ? C21 Fe1 C15 C16 -83.9(5) . . . . ? C20 Fe1 C15 C16 -51.1(7) . . . . ? C18 Fe1 C15 C16 79.4(4) . . . . ? C14 Fe1 C15 C16 118.4(6) . . . . ? C22 Fe1 C15 C16 -125.6(5) . . . . ? C19 Fe1 C15 C16 167.0(10) . . . . ? C17 Fe1 C15 C16 36.6(4) . . . . ? C23 Fe1 C15 C16 -165.8(4) . . . . ? C21 Fe1 C15 C14 157.7(4) . . . . ? C20 Fe1 C15 C14 -169.5(6) . . . . ? C18 Fe1 C15 C14 -39.0(3) . . . . ? C22 Fe1 C15 C14 116.0(4) . . . . ? C16 Fe1 C15 C14 -118.4(6) . . . . ? C19 Fe1 C15 C14 48.6(12) . . . . ? C17 Fe1 C15 C14 -81.8(4) . . . . ? C23 Fe1 C15 C14 75.8(4) . . . . ? C14 C15 C16 C17 0.6(7) . . . . ? Fe1 C15 C16 C17 -58.5(5) . . . . ? C14 C15 C16 Fe1 59.1(4) . . . . ? C21 Fe1 C16 C15 113.2(5) . . . . ? C20 Fe1 C16 C15 155.6(4) . . . . ? C18 Fe1 C16 C15 -84.0(4) . . . . ? C14 Fe1 C16 C15 -39.3(4) . . . . ? C22 Fe1 C16 C15 73.0(5) . . . . ? C19 Fe1 C16 C15 -172.6(6) . . . . ? C17 Fe1 C16 C15 -121.5(5) . . . . ? C23 Fe1 C16 C15 44.3(11) . . . . ? C21 Fe1 C16 C17 -125.3(5) . . . . ? C20 Fe1 C16 C17 -82.9(5) . . . . ? C18 Fe1 C16 C17 37.5(4) . . . . ? C14 Fe1 C16 C17 82.2(4) . . . . ? C15 Fe1 C16 C17 121.5(5) . . . . ? C22 Fe1 C16 C17 -165.5(4) . . . . ? C19 Fe1 C16 C17 -51.1(8) . . . . ? C23 Fe1 C16 C17 165.8(8) . . . . ? C15 C16 C17 C18 -0.2(8) . . . . ? Fe1 C16 C17 C18 -58.6(5) . . . . ? C15 C16 C17 Fe1 58.4(5) . . . . ? C21 Fe1 C17 C18 -167.2(5) . . . . ? C20 Fe1 C17 C18 -126.2(5) . . . . ? C14 Fe1 C17 C18 37.4(4) . . . . ? C15 Fe1 C17 C18 82.8(4) . . . . ? C22 Fe1 C17 C18 161.8(9) . . . . ? C16 Fe1 C17 C18 118.7(6) . . . . ? C19 Fe1 C17 C18 -84.5(5) . . . . ? C23 Fe1 C17 C18 -52.1(8) . . . . ? C21 Fe1 C17 C16 74.1(5) . . . . ? C20 Fe1 C17 C16 115.1(4) . . . . ? C18 Fe1 C17 C16 -118.7(6) . . . . ? C14 Fe1 C17 C16 -81.3(4) . . . . ? C15 Fe1 C17 C16 -35.9(4) . . . . ? C22 Fe1 C17 C16 43.1(11) . . . . ? C19 Fe1 C17 C16 156.8(4) . . . . ? C23 Fe1 C17 C16 -170.8(6) . . . . ? C16 C17 C18 C14 -0.2(7) . . . . ? Fe1 C17 C18 C14 -59.3(4) . . . . ? C16 C17 C18 C24 -172.1(6) . . . . ? Fe1 C17 C18 C24 128.8(6) . . . . ? C16 C17 C18 Fe1 59.1(5) . . . . ? C15 C14 C18 C17 0.6(7) . . . . ? P1 C14 C18 C17 -179.6(5) . . . . ? Fe1 C14 C18 C17 60.3(5) . . . . ? C15 C14 C18 C24 172.8(5) . . . . ? P1 C14 C18 C24 -7.3(8) . . . . ? Fe1 C14 C18 C24 -127.5(6) . . . . ? C15 C14 C18 Fe1 -59.7(4) . . . . ? P1 C14 C18 Fe1 120.2(5) . . . . ? C21 Fe1 C18 C17 38.3(12) . . . . ? C20 Fe1 C18 C17 73.0(5) . . . . ? C14 Fe1 C18 C17 -120.9(6) . . . . ? C15 Fe1 C18 C17 -81.1(5) . . . . ? C22 Fe1 C18 C17 -166.8(7) . . . . ? C16 Fe1 C18 C17 -38.1(4) . . . . ? C19 Fe1 C18 C17 114.2(5) . . . . ? C23 Fe1 C18 C17 156.7(5) . . . . ? C21 Fe1 C18 C14 159.1(9) . . . . ? C20 Fe1 C18 C14 -166.2(4) . . . . ? C15 Fe1 C18 C14 39.7(3) . . . . ? C22 Fe1 C18 C14 -45.9(8) . . . . ? C16 Fe1 C18 C14 82.7(4) . . . . ? C19 Fe1 C18 C14 -124.9(4) . . . . ? C17 Fe1 C18 C14 120.9(6) . . . . ? C23 Fe1 C18 C14 -82.4(5) . . . . ? C21 Fe1 C18 C24 -84.9(12) . . . . ? C20 Fe1 C18 C24 -50.2(8) . . . . ? C14 Fe1 C18 C24 115.9(8) . . . . ? C15 Fe1 C18 C24 155.7(7) . . . . ? C22 Fe1 C18 C24 70.0(10) . . . . ? C16 Fe1 C18 C24 -161.3(7) . . . . ? C19 Fe1 C18 C24 -9.0(7) . . . . ? C17 Fe1 C18 C24 -123.2(9) . . . . ? C23 Fe1 C18 C24 33.5(8) . . . . ? C21 Fe1 C19 C20 38.1(5) . . . . ? C18 Fe1 C19 C20 -124.1(5) . . . . ? C14 Fe1 C19 C20 -167.1(4) . . . . ? C15 Fe1 C19 C20 153.6(10) . . . . ? C22 Fe1 C19 C20 81.3(5) . . . . ? C16 Fe1 C19 C20 -45.7(9) . . . . ? C17 Fe1 C19 C20 -81.6(6) . . . . ? C23 Fe1 C19 C20 119.3(6) . . . . ? C21 Fe1 C19 C23 -81.2(5) . . . . ? C20 Fe1 C19 C23 -119.3(6) . . . . ? C18 Fe1 C19 C23 116.6(4) . . . . ? C14 Fe1 C19 C23 73.6(5) . . . . ? C15 Fe1 C19 C23 34.4(13) . . . . ? C22 Fe1 C19 C23 -37.9(4) . . . . ? C16 Fe1 C19 C23 -164.9(6) . . . . ? C17 Fe1 C19 C23 159.2(4) . . . . ? C23 C19 C20 C21 -0.3(8) . . . . ? Fe1 C19 C20 C21 -60.2(5) . . . . ? C23 C19 C20 Fe1 60.0(5) . . . . ? C21 Fe1 C20 C19 -118.6(6) . . . . ? C18 Fe1 C20 C19 76.2(5) . . . . ? C14 Fe1 C20 C19 40.7(12) . . . . ? C15 Fe1 C20 C19 -166.1(5) . . . . ? C22 Fe1 C20 C19 -81.6(4) . . . . ? C16 Fe1 C20 C19 158.9(4) . . . . ? C17 Fe1 C20 C19 116.2(5) . . . . ? C23 Fe1 C20 C19 -37.4(4) . . . . ? C18 Fe1 C20 C21 -165.3(4) . . . . ? C14 Fe1 C20 C21 159.3(9) . . . . ? C15 Fe1 C20 C21 -47.5(8) . . . . ? C22 Fe1 C20 C21 37.0(4) . . . . ? C16 Fe1 C20 C21 -82.5(5) . . . . ? C19 Fe1 C20 C21 118.6(6) . . . . ? C17 Fe1 C20 C21 -125.2(5) . . . . ? C23 Fe1 C20 C21 81.2(5) . . . . ? C19 C20 C21 C22 0.6(8) . . . . ? Fe1 C20 C21 C22 -60.6(5) . . . . ? C19 C20 C21 Fe1 61.2(5) . . . . ? C20 Fe1 C21 C22 119.6(6) . . . . ? C18 Fe1 C21 C22 164.4(9) . . . . ? C14 Fe1 C21 C22 -47.8(8) . . . . ? C15 Fe1 C21 C22 -83.1(5) . . . . ? C16 Fe1 C21 C22 -125.1(5) . . . . ? C19 Fe1 C21 C22 82.0(5) . . . . ? C17 Fe1 C21 C22 -166.2(5) . . . . ? C23 Fe1 C21 C22 38.6(4) . . . . ? C18 Fe1 C21 C20 44.9(12) . . . . ? C14 Fe1 C21 C20 -167.4(5) . . . . ? C15 Fe1 C21 C20 157.3(4) . . . . ? C22 Fe1 C21 C20 -119.6(6) . . . . ? C16 Fe1 C21 C20 115.3(5) . . . . ? C19 Fe1 C21 C20 -37.6(4) . . . . ? C17 Fe1 C21 C20 74.3(6) . . . . ? C23 Fe1 C21 C20 -81.0(5) . . . . ? C20 C21 C22 C23 -0.7(8) . . . . ? Fe1 C21 C22 C23 -60.4(4) . . . . ? C20 C21 C22 Fe1 59.7(5) . . . . ? C20 Fe1 C22 C21 -37.6(5) . . . . ? C18 Fe1 C22 C21 -168.9(7) . . . . ? C14 Fe1 C22 C21 157.8(4) . . . . ? C15 Fe1 C22 C21 113.7(5) . . . . ? C16 Fe1 C22 C21 73.8(6) . . . . ? C19 Fe1 C22 C21 -80.7(5) . . . . ? C17 Fe1 C22 C21 40.6(12) . . . . ? C23 Fe1 C22 C21 -118.0(6) . . . . ? C21 Fe1 C22 C23 118.0(6) . . . . ? C20 Fe1 C22 C23 80.5(4) . . . . ? C18 Fe1 C22 C23 -50.9(8) . . . . ? C14 Fe1 C22 C23 -84.1(5) . . . . ? C15 Fe1 C22 C23 -128.3(4) . . . . ? C16 Fe1 C22 C23 -168.2(4) . . . . ? C19 Fe1 C22 C23 37.3(4) . . . . ? C17 Fe1 C22 C23 158.6(9) . . . . ? C20 C19 C23 C22 -0.2(7) . . . . ? Fe1 C19 C23 C22 58.8(4) . . . . ? C20 C19 C23 Fe1 -58.9(5) . . . . ? C21 C22 C23 C19 0.5(7) . . . . ? Fe1 C22 C23 C19 -59.0(4) . . . . ? C21 C22 C23 Fe1 59.6(5) . . . . ? C21 Fe1 C23 C19 81.3(5) . . . . ? C20 Fe1 C23 C19 37.3(4) . . . . ? C18 Fe1 C23 C19 -82.6(5) . . . . ? C14 Fe1 C23 C19 -126.4(4) . . . . ? C15 Fe1 C23 C19 -169.7(4) . . . . ? C22 Fe1 C23 C19 119.1(6) . . . . ? C16 Fe1 C23 C19 155.8(9) . . . . ? C17 Fe1 C23 C19 -46.1(8) . . . . ? C21 Fe1 C23 C22 -37.8(4) . . . . ? C20 Fe1 C23 C22 -81.8(4) . . . . ? C18 Fe1 C23 C22 158.3(4) . . . . ? C14 Fe1 C23 C22 114.5(4) . . . . ? C15 Fe1 C23 C22 71.1(5) . . . . ? C16 Fe1 C23 C22 36.7(11) . . . . ? C19 Fe1 C23 C22 -119.1(6) . . . . ? C17 Fe1 C23 C22 -165.2(6) . . . . ? C17 C18 C24 O3' 68.3(10) . . . . ? C14 C18 C24 O3' -102.6(9) . . . . ? Fe1 C18 C24 O3' 166.2(6) . . . . ? C17 C18 C24 O2 -32.5(9) . . . . ? C14 C18 C24 O2 156.5(6) . . . . ? Fe1 C18 C24 O2 65.3(8) . . . . ? C17 C18 C24 O2' -62.4(10) . . . . ? C14 C18 C24 O2' 126.6(7) . . . . ? Fe1 C18 C24 O2' 35.4(10) . . . . ? C17 C18 C24 O3 76.4(9) . . . . ? C14 C18 C24 O3 -94.6(8) . . . . ? Fe1 C18 C24 O3 174.2(6) . . . . ? O3' C24 O2 C25 61.3(10) . . . . ? O2' C24 O2 C25 -64.6(11) . . . . ? O3 C24 O2 C25 74.4(10) . . . . ? C18 C24 O2 C25 178.4(8) . . . . ? C24 O2 C25 C26 -63.5(13) . . . . ? O2 C25 C26 C27 53.9(16) . . . . ? C25 C26 C27 O3 -52.9(15) . . . . ? C25 C26 C27 C28 -172.0(13) . . . . ? C26 C27 O3 C24 61.0(13) . . . . ? C28 C27 O3 C24 -173.4(10) . . . . ? O3' C24 O3 C27 -27(2) . . . . ? O2 C24 O3 C27 -73.6(11) . . . . ? O2' C24 O3 C27 -49.6(14) . . . . ? C18 C24 O3 C27 177.3(9) . . . . ? O3 C27 C28 O4 -61.5(16) . . . . ? C26 C27 C28 O4 58.6(18) . . . . ? C27 C28 O4 C29 167.6(15) . . . . ? O3' C24 O2' C25' 52.3(12) . . . . ? O2 C24 O2' C25' 111.5(14) . . . . ? O3 C24 O2' C25' 59.7(14) . . . . ? C18 C24 O2' C25' -174.4(9) . . . . ? C24 O2' C25' C26' -56.2(15) . . . . ? O2' C25' C26' C27' 56.1(17) . . . . ? C25' C26' C27' O3' -53.9(15) . . . . ? C25' C26' C27' C28' -172.4(12) . . . . ? O2 C24 O3' C27' -78.9(11) . . . . ? O2' C24 O3' C27' -53.5(13) . . . . ? O3 C24 O3' C27' 146(3) . . . . ? C18 C24 O3' C27' 172.3(9) . . . . ? C26' C27' O3' C24 55.3(14) . . . . ? C28' C27' O3' C24 176.7(10) . . . . ? O3' C27' C28' O4' 74.4(15) . . . . ? C26' C27' C28' O4' -166.3(13) . . . . ? C27' C28' O4' C29' -99.4(16) . . . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 24.23 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.276 _refine_diff_density_min -0.360 _refine_diff_density_rms 0.065 #===END data_10b _database_code_depnum_ccdc_archive 'CCDC 604421' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H31 Fe O3 P' _chemical_formula_weight 550.39 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 9.210(4) _cell_length_b 7.142(3) _cell_length_c 20.061(8) _cell_angle_alpha 90.00 _cell_angle_beta 94.636(7) _cell_angle_gamma 90.00 _cell_volume 1315.4(9) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 2144 _cell_measurement_theta_min 3.17 _cell_measurement_theta_max 23.91 _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.390 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 576 _exptl_absorpt_coefficient_mu 0.667 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 6160 _diffrn_reflns_av_R_equivalents 0.0595 _diffrn_reflns_av_sigmaI/netI 0.1118 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 4.08 _diffrn_reflns_theta_max 25.03 _reflns_number_total 3385 _reflns_number_gt 2484 _reflns_threshold_expression >2sigma(I) _computing_data_collection Bruker-SMART _computing_cell_refinement Bruker-SAINT _computing_data_reduction Bruker-SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0534P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.06(3) _refine_ls_number_reflns 3385 _refine_ls_number_parameters 329 _refine_ls_number_restraints 65 _refine_ls_R_factor_all 0.0898 _refine_ls_R_factor_gt 0.0455 _refine_ls_wR_factor_ref 0.1149 _refine_ls_wR_factor_gt 0.0919 _refine_ls_goodness_of_fit_ref 0.990 _refine_ls_restrained_S_all 0.990 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.76463(8) 0.71716(10) 0.20411(3) 0.0178(2) Uani 1 1 d . A . O1 O 0.3445(4) 0.5353(5) 0.11796(18) 0.0190(9) Uani 1 1 d . . . O2 O 0.5198(4) 0.6697(4) 0.05489(17) 0.0213(10) Uani 1 1 d . . . O3 O 0.0903(4) 0.3160(5) 0.0405(2) 0.0272(10) Uani 1 1 d . . . P1 P 0.45191(17) 0.7289(3) 0.28109(7) 0.0245(3) Uani 1 1 d D . . C1 C 0.5415(14) 0.7933(14) 0.3614(5) 0.020(3) Uiso 0.50 1 d PDU A 1 C2 C 0.5784(14) 0.9761(15) 0.3759(6) 0.023(3) Uiso 0.50 1 d PDU A 1 H2 H 0.5547 1.0701 0.3432 0.028 Uiso 0.50 1 calc PR A 1 C3 C 0.6489(15) 1.027(2) 0.4366(6) 0.039(4) Uiso 0.50 1 d PDU A 1 H3 H 0.6807 1.1515 0.4459 0.046 Uiso 0.50 1 calc PR A 1 C4 C 0.6705(15) 0.8815(16) 0.4839(7) 0.027(3) Uiso 0.50 1 d PDU A 1 H4 H 0.7168 0.9128 0.5265 0.032 Uiso 0.50 1 calc PR A 1 C5 C 0.6294(13) 0.696(2) 0.4731(5) 0.035(3) Uiso 0.50 1 d PDU A 1 H5 H 0.6438 0.6027 0.5067 0.042 Uiso 0.50 1 calc PR A 1 C6 C 0.5655(14) 0.6573(16) 0.4094(5) 0.024(3) Uiso 0.50 1 d PDU A 1 H6 H 0.5375 0.5322 0.3987 0.029 Uiso 0.50 1 calc PR A 1 C1' C 0.5515(12) 0.7353(16) 0.3675(4) 0.016(3) Uiso 0.50 1 d PDU A 2 C2' C 0.5986(14) 0.9070(17) 0.3930(6) 0.026(3) Uiso 0.50 1 d PDU A 2 H2' H 0.5894 1.0116 0.3638 0.031 Uiso 0.50 1 calc PR A 2 C3' C 0.6582(15) 0.9392(19) 0.4581(6) 0.028(3) Uiso 0.50 1 d PDU A 2 H3' H 0.6906 1.0587 0.4738 0.034 Uiso 0.50 1 calc PR A 2 C4' C 0.6659(15) 0.7774(15) 0.4980(6) 0.032(3) Uiso 0.50 1 d PDU A 2 H4' H 0.7009 0.7912 0.5436 0.038 Uiso 0.50 1 calc PR A 2 C5' C 0.6260(14) 0.598(2) 0.4759(5) 0.032(3) Uiso 0.50 1 d PDU A 2 H5' H 0.6361 0.4924 0.5047 0.039 Uiso 0.50 1 calc PR A 2 C6' C 0.5709(14) 0.5816(19) 0.4097(5) 0.022(3) Uiso 0.50 1 d PDU A 2 H6' H 0.5454 0.4609 0.3926 0.027 Uiso 0.50 1 calc PR A 2 C7 C 0.3192(7) 0.3731(7) 0.2708(3) 0.0250(14) Uani 1 1 d . . . H7 H 0.3919 0.3428 0.2416 0.030 Uiso 1 1 calc R A . C8 C 0.2125(7) 0.2396(10) 0.2832(3) 0.0317(15) Uani 1 1 d . A . H8 H 0.2125 0.1213 0.2615 0.038 Uiso 1 1 calc R . . C9 C 0.1086(8) 0.2786(8) 0.3262(3) 0.0333(17) Uani 1 1 d . . . H9 H 0.0376 0.1866 0.3343 0.040 Uiso 1 1 calc R A . C10 C 0.1050(7) 0.4536(8) 0.3588(3) 0.0268(15) Uani 1 1 d . A . C11 C 0.0013(7) 0.4947(9) 0.4050(3) 0.0299(15) Uani 1 1 d . . . H11 H -0.0688 0.4027 0.4143 0.036 Uiso 1 1 calc R A . C12 C 0.0000(8) 0.6636(9) 0.4365(3) 0.0368(18) Uani 1 1 d . A . H12 H -0.0690 0.6876 0.4682 0.044 Uiso 1 1 calc R . . C13 C 0.1005(7) 0.8015(9) 0.4220(3) 0.0326(16) Uani 1 1 d . . . H13 H 0.0983 0.9200 0.4434 0.039 Uiso 1 1 calc R A . C14 C 0.2029(7) 0.7672(7) 0.3770(3) 0.0240(15) Uani 1 1 d . A . H14 H 0.2698 0.8629 0.3676 0.029 Uiso 1 1 calc R . . C15 C 0.2100(7) 0.5916(8) 0.3445(3) 0.0233(14) Uani 1 1 d . . . C16 C 0.3199(6) 0.5470(7) 0.3004(3) 0.0202(13) Uani 1 1 d . A . C17 C 0.5850(6) 0.5977(7) 0.2382(3) 0.0185(13) Uani 1 1 d . A . C18 C 0.5825(6) 0.5827(7) 0.1669(2) 0.0138(11) Uani 1 1 d . . . C19 C 0.7070(6) 0.4812(7) 0.1506(3) 0.0171(13) Uani 1 1 d . A . H19 H 0.7341 0.4507 0.1046 0.021 Uiso 1 1 calc R . . C20 C 0.7894(7) 0.4339(7) 0.2124(3) 0.0188(14) Uani 1 1 d . . . H20 H 0.8841 0.3647 0.2169 0.023 Uiso 1 1 calc R A . C21 C 0.7142(6) 0.5035(7) 0.2651(3) 0.0203(13) Uani 1 1 d . A . H21 H 0.7470 0.4927 0.3137 0.024 Uiso 1 1 calc R . . C22 C 0.8966(8) 0.8960(8) 0.2599(3) 0.0378(19) Uani 1 1 d . . . H22 H 0.9294 0.8796 0.3083 0.045 Uiso 1 1 calc R A . C23 C 0.9693(7) 0.8265(8) 0.2059(3) 0.0326(17) Uani 1 1 d . A . H23 H 1.0627 0.7545 0.2090 0.039 Uiso 1 1 calc R . . C24 C 0.8871(7) 0.8803(7) 0.1469(3) 0.0249(15) Uani 1 1 d . . . H24 H 0.9118 0.8496 0.1005 0.030 Uiso 1 1 calc R A . C25 C 0.7640(7) 0.9787(7) 0.1629(3) 0.0256(16) Uani 1 1 d . A . H25 H 0.6868 1.0329 0.1306 0.031 Uiso 1 1 calc R . . C26 C 0.7696(9) 0.9888(8) 0.2349(3) 0.0341(18) Uani 1 1 d . A . H26 H 0.6971 1.0517 0.2619 0.041 Uiso 1 1 calc R . . C27 C 0.4657(6) 0.6578(7) 0.1177(3) 0.0198(14) Uani 1 1 d . A . H27 H 0.4365 0.7854 0.1322 0.024 Uiso 1 1 calc R . . C28 C 0.4097(6) 0.7440(8) 0.0071(3) 0.0243(13) Uani 1 1 d . . . H28A H 0.4471 0.7463 -0.0378 0.029 Uiso 1 1 calc R . . H28B H 0.3865 0.8741 0.0195 0.029 Uiso 1 1 calc R . . C29 C 0.2718(7) 0.6250(7) 0.0050(3) 0.0240(14) Uani 1 1 d . . . H29A H 0.1936 0.6852 -0.0242 0.029 Uiso 1 1 calc R . . H29B H 0.2911 0.4998 -0.0135 0.029 Uiso 1 1 calc R . . C30 C 0.2247(6) 0.6055(7) 0.0745(3) 0.0221(13) Uani 1 1 d . . . H30 H 0.2000 0.7332 0.0906 0.026 Uiso 1 1 calc R . . C31 C 0.0922(7) 0.4809(7) 0.0801(3) 0.0258(14) Uani 1 1 d . . . H31A H 0.0880 0.4443 0.1275 0.031 Uiso 1 1 calc R . . H31B H 0.0035 0.5546 0.0669 0.031 Uiso 1 1 calc R . . C32 C 0.1756(7) 0.1688(7) 0.0704(4) 0.0358(17) Uani 1 1 d . . . H32A H 0.2790 0.2025 0.0718 0.054 Uiso 1 1 calc R . . H32B H 0.1586 0.0541 0.0441 0.054 Uiso 1 1 calc R . . H32C H 0.1484 0.1479 0.1161 0.054 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0257(5) 0.0136(3) 0.0126(4) 0.0007(4) -0.0066(3) -0.0029(4) O1 0.021(2) 0.0212(19) 0.014(2) 0.0020(13) -0.0033(17) -0.0022(16) O2 0.028(2) 0.022(2) 0.0121(19) 0.0016(12) -0.0054(18) -0.0001(16) O3 0.032(3) 0.023(2) 0.026(2) 0.0004(17) -0.009(2) -0.0007(18) P1 0.0305(9) 0.0257(7) 0.0168(7) -0.0051(8) -0.0001(6) -0.0086(9) C7 0.032(4) 0.026(3) 0.016(3) 0.002(2) -0.006(3) -0.002(3) C8 0.043(4) 0.026(3) 0.025(3) 0.000(3) -0.009(3) -0.006(3) C9 0.037(4) 0.030(4) 0.031(4) 0.009(2) -0.010(3) -0.014(3) C10 0.026(4) 0.038(3) 0.015(3) 0.008(2) -0.009(3) -0.001(3) C11 0.020(4) 0.043(4) 0.026(3) 0.016(3) -0.002(3) -0.004(3) C12 0.034(4) 0.052(5) 0.023(3) 0.011(3) -0.007(3) 0.002(3) C13 0.033(4) 0.041(3) 0.023(4) 0.000(3) -0.001(3) 0.009(3) C14 0.021(4) 0.025(4) 0.024(3) 0.001(2) -0.004(3) 0.006(2) C15 0.019(4) 0.032(3) 0.017(3) 0.004(2) -0.008(3) 0.000(3) C16 0.018(4) 0.028(3) 0.013(3) 0.004(2) -0.008(3) -0.003(2) C17 0.021(4) 0.016(3) 0.017(3) -0.004(2) -0.005(3) -0.005(2) C18 0.013(3) 0.015(2) 0.013(3) 0.000(2) 0.001(2) -0.004(2) C19 0.019(3) 0.018(3) 0.014(3) -0.003(2) -0.004(3) -0.008(2) C20 0.023(4) 0.009(3) 0.023(4) 0.002(2) -0.009(3) -0.005(2) C21 0.030(4) 0.016(3) 0.013(3) 0.005(2) -0.004(3) -0.005(3) C22 0.058(5) 0.027(3) 0.024(4) 0.004(3) -0.025(4) -0.014(3) C23 0.028(4) 0.033(3) 0.034(4) 0.007(3) -0.015(4) -0.014(3) C24 0.029(4) 0.018(3) 0.027(4) 0.005(2) -0.003(3) -0.006(3) C25 0.037(4) 0.012(3) 0.026(4) 0.005(2) -0.008(3) -0.005(3) C26 0.061(5) 0.016(3) 0.026(4) -0.002(3) 0.012(4) -0.021(3) C27 0.027(4) 0.016(3) 0.015(3) -0.0019(18) -0.011(3) -0.002(2) C28 0.030(3) 0.023(3) 0.019(3) 0.006(2) -0.005(3) 0.004(3) C29 0.029(4) 0.022(3) 0.020(3) 0.001(2) -0.008(3) 0.003(3) C30 0.024(4) 0.020(3) 0.021(3) 0.001(2) -0.009(3) 0.002(2) C31 0.027(4) 0.027(3) 0.023(3) -0.003(2) -0.003(3) 0.000(3) C32 0.034(4) 0.025(4) 0.047(4) -0.002(2) -0.005(4) 0.004(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 C18 2.023(5) . ? Fe1 C17 2.029(6) . ? Fe1 C21 2.033(5) . ? Fe1 C26 2.035(6) . ? Fe1 C22 2.036(6) . ? Fe1 C23 2.038(6) . ? Fe1 C24 2.039(6) . ? Fe1 C20 2.041(5) . ? Fe1 C25 2.042(5) . ? Fe1 C19 2.044(5) . ? O1 C27 1.419(6) . ? O1 C30 1.440(6) . ? O2 C27 1.395(7) . ? O2 C28 1.439(6) . ? O3 C32 1.417(6) . ? O3 C31 1.419(7) . ? P1 C1 1.809(9) . ? P1 C17 1.814(6) . ? P1 C16 1.841(6) . ? P1 C1' 1.894(8) . ? C1 C6 1.373(12) . ? C1 C2 1.374(11) . ? C2 C3 1.383(12) . ? C3 C4 1.410(13) . ? C4 C5 1.390(14) . ? C5 C6 1.390(12) . ? C1' C2' 1.385(11) . ? C1' C6' 1.389(12) . ? C2' C3' 1.393(13) . ? C3' C4' 1.405(14) . ? C4' C5' 1.395(13) . ? C5' C6' 1.390(12) . ? C7 C16 1.377(8) . ? C7 C8 1.406(9) . ? C8 C9 1.368(9) . ? C9 C10 1.412(8) . ? C10 C11 1.415(9) . ? C10 C15 1.426(8) . ? C11 C12 1.362(9) . ? C12 C13 1.398(9) . ? C13 C14 1.379(9) . ? C14 C15 1.417(8) . ? C15 C16 1.433(8) . ? C17 C18 1.433(7) . ? C17 C21 1.434(8) . ? C18 C19 1.417(8) . ? C18 C27 1.499(7) . ? C19 C20 1.441(7) . ? C20 C21 1.401(8) . ? C22 C26 1.402(9) . ? C22 C23 1.409(10) . ? C23 C24 1.407(8) . ? C24 C25 1.393(9) . ? C25 C26 1.443(9) . ? C28 C29 1.526(8) . ? C29 C30 1.501(8) . ? C30 C31 1.521(8) . ? 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 C18 Fe1 C17 41.4(2) . . ? C18 Fe1 C21 69.0(2) . . ? C17 Fe1 C21 41.3(2) . . ? C18 Fe1 C26 124.2(3) . . ? C17 Fe1 C26 107.3(3) . . ? C21 Fe1 C26 122.2(3) . . ? C18 Fe1 C22 160.3(3) . . ? C17 Fe1 C22 123.0(3) . . ? C21 Fe1 C22 107.2(2) . . ? C26 Fe1 C22 40.3(3) . . ? C18 Fe1 C23 158.0(2) . . ? C17 Fe1 C23 159.0(2) . . ? C21 Fe1 C23 122.2(2) . . ? C26 Fe1 C23 68.4(3) . . ? C22 Fe1 C23 40.5(3) . . ? C18 Fe1 C24 123.0(2) . . ? C17 Fe1 C24 159.0(2) . . ? C21 Fe1 C24 158.7(2) . . ? C26 Fe1 C24 68.0(3) . . ? C22 Fe1 C24 67.5(3) . . ? C23 Fe1 C24 40.4(2) . . ? C18 Fe1 C20 69.1(2) . . ? C17 Fe1 C20 69.2(2) . . ? C21 Fe1 C20 40.2(2) . . ? C26 Fe1 C20 156.9(2) . . ? C22 Fe1 C20 121.3(2) . . ? C23 Fe1 C20 106.3(2) . . ? C24 Fe1 C20 123.3(3) . . ? C18 Fe1 C25 108.0(2) . . ? C17 Fe1 C25 123.0(3) . . ? C21 Fe1 C25 159.5(3) . . ? C26 Fe1 C25 41.5(3) . . ? C22 Fe1 C25 68.3(2) . . ? C23 Fe1 C25 68.2(3) . . ? C24 Fe1 C25 39.9(2) . . ? C20 Fe1 C25 159.4(3) . . ? C18 Fe1 C19 40.8(2) . . ? C17 Fe1 C19 69.3(2) . . ? C21 Fe1 C19 68.6(2) . . ? C26 Fe1 C19 160.6(3) . . ? C22 Fe1 C19 157.5(3) . . ? C23 Fe1 C19 121.7(3) . . ? C24 Fe1 C19 107.9(2) . . ? C20 Fe1 C19 41.3(2) . . ? C25 Fe1 C19 123.3(2) . . ? C27 O1 C30 110.4(4) . . ? C27 O2 C28 109.9(4) . . ? C32 O3 C31 113.4(4) . . ? C1 P1 C17 106.0(5) . . ? C1 P1 C16 104.7(4) . . ? C17 P1 C16 102.6(3) . . ? C1 P1 C1' 13.4(4) . . ? C17 P1 C1' 98.6(4) . . ? C16 P1 C1' 96.0(4) . . ? C6 C1 C2 120.0(10) . . ? C6 C1 P1 118.8(8) . . ? C2 C1 P1 121.1(8) . . ? C1 C2 C3 121.8(11) . . ? C2 C3 C4 115.5(12) . . ? C5 C4 C3 125.1(12) . . ? C6 C5 C4 115.0(12) . . ? C1 C6 C5 122.4(11) . . ? C2' C1' C6' 116.9(10) . . ? C2' C1' P1 118.3(8) . . ? C6' C1' P1 124.6(8) . . ? C1' C2' C3' 125.5(11) . . ? C2' C3' C4' 113.3(11) . . ? C5' C4' C3' 125.1(12) . . ? C6' C5' C4' 116.6(12) . . ? C1' C6' C5' 122.4(12) . . ? C16 C7 C8 121.0(6) . . ? C9 C8 C7 120.5(6) . . ? C8 C9 C10 121.1(6) . . ? C9 C10 C11 122.0(6) . . ? C9 C10 C15 118.5(6) . . ? C11 C10 C15 119.5(6) . . ? C12 C11 C10 121.3(6) . . ? C11 C12 C13 119.8(7) . . ? C14 C13 C12 120.7(6) . . ? C13 C14 C15 121.2(6) . . ? C14 C15 C10 117.5(6) . . ? C14 C15 C16 122.8(6) . . ? C10 C15 C16 119.7(5) . . ? C7 C16 C15 119.2(5) . . ? C7 C16 P1 121.7(5) . . ? C15 C16 P1 119.0(4) . . ? C18 C17 C21 106.6(5) . . ? C18 C17 P1 123.7(4) . . ? C21 C17 P1 129.5(4) . . ? C18 C17 Fe1 69.1(3) . . ? C21 C17 Fe1 69.5(3) . . ? P1 C17 Fe1 122.9(3) . . ? C19 C18 C17 108.7(5) . . ? C19 C18 C27 125.6(5) . . ? C17 C18 C27 125.7(5) . . ? C19 C18 Fe1 70.4(3) . . ? C17 C18 Fe1 69.5(3) . . ? C27 C18 Fe1 127.0(3) . . ? C18 C19 C20 107.6(5) . . ? C18 C19 Fe1 68.8(3) . . ? C20 C19 Fe1 69.2(3) . . ? C21 C20 C19 107.9(5) . . ? C21 C20 Fe1 69.6(3) . . ? C19 C20 Fe1 69.5(3) . . ? C20 C21 C17 109.2(5) . . ? C20 C21 Fe1 70.2(3) . . ? C17 C21 Fe1 69.2(3) . . ? C26 C22 C23 109.0(6) . . ? C26 C22 Fe1 69.8(3) . . ? C23 C22 Fe1 69.9(3) . . ? C24 C23 C22 107.1(6) . . ? C24 C23 Fe1 69.8(3) . . ? C22 C23 Fe1 69.7(4) . . ? C25 C24 C23 109.7(6) . . ? C25 C24 Fe1 70.2(4) . . ? C23 C24 Fe1 69.8(4) . . ? C24 C25 C26 107.0(6) . . ? C24 C25 Fe1 69.9(3) . . ? C26 C25 Fe1 69.0(3) . . ? C22 C26 C25 107.2(6) . . ? C22 C26 Fe1 69.9(4) . . ? C25 C26 Fe1 69.5(3) . . ? O2 C27 O1 112.3(4) . . ? O2 C27 C18 109.1(4) . . ? O1 C27 C18 107.5(4) . . ? O2 C28 C29 110.7(4) . . ? C30 C29 C28 109.2(5) . . ? O1 C30 C29 109.2(5) . . ? O1 C30 C31 109.4(4) . . ? C29 C30 C31 114.6(5) . . ? O3 C31 C30 114.8(5) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C17 P1 C1 C6 -73.3(12) . . . . ? C16 P1 C1 C6 34.8(12) . . . . ? C1' P1 C1 C6 -16(2) . . . . ? C17 P1 C1 C2 110.1(11) . . . . ? C16 P1 C1 C2 -141.8(11) . . . . ? C1' P1 C1 C2 168(4) . . . . ? C6 C1 C2 C3 5(2) . . . . ? P1 C1 C2 C3 -179.0(11) . . . . ? C1 C2 C3 C4 -4(2) . . . . ? C2 C3 C4 C5 1(2) . . . . ? C3 C4 C5 C6 2(2) . . . . ? C2 C1 C6 C5 -1(2) . . . . ? P1 C1 C6 C5 -177.9(10) . . . . ? C4 C5 C6 C1 -2(2) . . . . ? C1 P1 C1' C2' -10(2) . . . . ? C17 P1 C1' C2' 114.3(10) . . . . ? C16 P1 C1' C2' -141.9(10) . . . . ? C1 P1 C1' C6' 164(4) . . . . ? C17 P1 C1' C6' -71.2(11) . . . . ? C16 P1 C1' C6' 32.6(11) . . . . ? C6' C1' C2' C3' -3(2) . . . . ? P1 C1' C2' C3' 172.3(11) . . . . ? C1' C2' C3' C4' -1(2) . . . . ? C2' C3' C4' C5' 3(2) . . . . ? C3' C4' C5' C6' -2(2) . . . . ? C2' C1' C6' C5' 4.0(19) . . . . ? P1 C1' C6' C5' -170.6(10) . . . . ? C4' C5' C6' C1' -2(2) . . . . ? C16 C7 C8 C9 -1.4(8) . . . . ? C7 C8 C9 C10 0.5(8) . . . . ? C8 C9 C10 C11 -178.0(5) . . . . ? C8 C9 C10 C15 1.7(8) . . . . ? C9 C10 C11 C12 179.4(6) . . . . ? C15 C10 C11 C12 -0.2(8) . . . . ? C10 C11 C12 C13 1.5(9) . . . . ? C11 C12 C13 C14 -1.2(9) . . . . ? C12 C13 C14 C15 -0.4(9) . . . . ? C13 C14 C15 C10 1.6(8) . . . . ? C13 C14 C15 C16 -176.3(5) . . . . ? C9 C10 C15 C14 179.0(5) . . . . ? C11 C10 C15 C14 -1.3(8) . . . . ? C9 C10 C15 C16 -3.0(8) . . . . ? C11 C10 C15 C16 176.7(5) . . . . ? C8 C7 C16 C15 0.1(8) . . . . ? C8 C7 C16 P1 -176.3(4) . . . . ? C14 C15 C16 C7 -180.0(5) . . . . ? C10 C15 C16 C7 2.1(7) . . . . ? C14 C15 C16 P1 -3.5(7) . . . . ? C10 C15 C16 P1 178.6(4) . . . . ? C1 P1 C16 C7 -124.5(6) . . . . ? C17 P1 C16 C7 -14.0(5) . . . . ? C1' P1 C16 C7 -114.2(6) . . . . ? C1 P1 C16 C15 59.1(6) . . . . ? C17 P1 C16 C15 169.7(4) . . . . ? C1' P1 C16 C15 69.4(5) . . . . ? C1 P1 C17 C18 -154.9(5) . . . . ? C16 P1 C17 C18 95.5(5) . . . . ? C1' P1 C17 C18 -166.3(5) . . . . ? C1 P1 C17 C21 20.1(6) . . . . ? C16 P1 C17 C21 -89.4(5) . . . . ? C1' P1 C17 C21 8.7(6) . . . . ? C1 P1 C17 Fe1 -69.5(5) . . . . ? C16 P1 C17 Fe1 -179.0(3) . . . . ? C1' P1 C17 Fe1 -80.9(4) . . . . ? C21 Fe1 C17 C18 -118.0(4) . . . . ? C26 Fe1 C17 C18 122.5(3) . . . . ? C22 Fe1 C17 C18 163.9(3) . . . . ? C23 Fe1 C17 C18 -163.0(6) . . . . ? C24 Fe1 C17 C18 48.9(8) . . . . ? C20 Fe1 C17 C18 -81.6(3) . . . . ? C25 Fe1 C17 C18 79.7(4) . . . . ? C19 Fe1 C17 C18 -37.3(3) . . . . ? C18 Fe1 C17 C21 118.0(4) . . . . ? C26 Fe1 C17 C21 -119.5(4) . . . . ? C22 Fe1 C17 C21 -78.1(4) . . . . ? C23 Fe1 C17 C21 -44.9(8) . . . . ? C24 Fe1 C17 C21 166.9(6) . . . . ? C20 Fe1 C17 C21 36.4(3) . . . . ? C25 Fe1 C17 C21 -162.2(3) . . . . ? C19 Fe1 C17 C21 80.7(3) . . . . ? C18 Fe1 C17 P1 -117.4(4) . . . . ? C21 Fe1 C17 P1 124.5(5) . . . . ? C26 Fe1 C17 P1 5.1(4) . . . . ? C22 Fe1 C17 P1 46.4(4) . . . . ? C23 Fe1 C17 P1 79.6(8) . . . . ? C24 Fe1 C17 P1 -68.6(7) . . . . ? C20 Fe1 C17 P1 160.9(4) . . . . ? C25 Fe1 C17 P1 -37.7(4) . . . . ? C19 Fe1 C17 P1 -154.7(4) . . . . ? C21 C17 C18 C19 0.1(6) . . . . ? P1 C17 C18 C19 176.1(4) . . . . ? Fe1 C17 C18 C19 59.7(4) . . . . ? C21 C17 C18 C27 178.8(4) . . . . ? P1 C17 C18 C27 -5.2(8) . . . . ? Fe1 C17 C18 C27 -121.6(5) . . . . ? C21 C17 C18 Fe1 -59.6(3) . . . . ? P1 C17 C18 Fe1 116.4(4) . . . . ? C17 Fe1 C18 C19 -119.7(4) . . . . ? C21 Fe1 C18 C19 -81.1(3) . . . . ? C26 Fe1 C18 C19 163.4(3) . . . . ? C22 Fe1 C18 C19 -163.5(6) . . . . ? C23 Fe1 C18 C19 44.0(7) . . . . ? C24 Fe1 C18 C19 79.1(4) . . . . ? C20 Fe1 C18 C19 -37.9(3) . . . . ? C25 Fe1 C18 C19 120.5(3) . . . . ? C21 Fe1 C18 C17 38.6(3) . . . . ? C26 Fe1 C18 C17 -76.8(4) . . . . ? C22 Fe1 C18 C17 -43.8(8) . . . . ? C23 Fe1 C18 C17 163.7(6) . . . . ? C24 Fe1 C18 C17 -161.2(3) . . . . ? C20 Fe1 C18 C17 81.8(3) . . . . ? C25 Fe1 C18 C17 -119.8(3) . . . . ? C19 Fe1 C18 C17 119.7(4) . . . . ? C17 Fe1 C18 C27 119.8(6) . . . . ? C21 Fe1 C18 C27 158.5(5) . . . . ? C26 Fe1 C18 C27 43.0(6) . . . . ? C22 Fe1 C18 C27 76.1(8) . . . . ? C23 Fe1 C18 C27 -76.4(8) . . . . ? C24 Fe1 C18 C27 -41.4(6) . . . . ? C20 Fe1 C18 C27 -158.3(5) . . . . ? C25 Fe1 C18 C27 0.0(5) . . . . ? C19 Fe1 C18 C27 -120.4(6) . . . . ? C17 C18 C19 C20 -0.6(6) . . . . ? C27 C18 C19 C20 -179.3(5) . . . . ? Fe1 C18 C19 C20 58.6(4) . . . . ? C17 C18 C19 Fe1 -59.2(4) . . . . ? C27 C18 C19 Fe1 122.1(5) . . . . ? C17 Fe1 C19 C18 37.9(3) . . . . ? C21 Fe1 C19 C18 82.3(3) . . . . ? C26 Fe1 C19 C18 -45.3(9) . . . . ? C22 Fe1 C19 C18 165.5(6) . . . . ? C23 Fe1 C19 C18 -162.2(3) . . . . ? C24 Fe1 C19 C18 -120.0(3) . . . . ? C20 Fe1 C19 C18 119.5(5) . . . . ? C25 Fe1 C19 C18 -78.8(4) . . . . ? C18 Fe1 C19 C20 -119.5(5) . . . . ? C17 Fe1 C19 C20 -81.7(4) . . . . ? C21 Fe1 C19 C20 -37.2(3) . . . . ? C26 Fe1 C19 C20 -164.9(8) . . . . ? C22 Fe1 C19 C20 46.0(8) . . . . ? C23 Fe1 C19 C20 78.3(4) . . . . ? C24 Fe1 C19 C20 120.4(4) . . . . ? C25 Fe1 C19 C20 161.7(4) . . . . ? C18 C19 C20 C21 0.9(6) . . . . ? Fe1 C19 C20 C21 59.2(4) . . . . ? C18 C19 C20 Fe1 -58.3(4) . . . . ? C18 Fe1 C20 C21 -81.9(4) . . . . ? C17 Fe1 C20 C21 -37.4(3) . . . . ? C26 Fe1 C20 C21 47.9(8) . . . . ? C22 Fe1 C20 C21 79.5(4) . . . . ? C23 Fe1 C20 C21 120.9(4) . . . . ? C24 Fe1 C20 C21 161.7(3) . . . . ? C25 Fe1 C20 C21 -167.7(7) . . . . ? C19 Fe1 C20 C21 -119.3(5) . . . . ? C18 Fe1 C20 C19 37.5(3) . . . . ? C17 Fe1 C20 C19 81.9(4) . . . . ? C21 Fe1 C20 C19 119.3(5) . . . . ? C26 Fe1 C20 C19 167.3(6) . . . . ? C22 Fe1 C20 C19 -161.2(4) . . . . ? C23 Fe1 C20 C19 -119.8(4) . . . . ? C24 Fe1 C20 C19 -79.0(4) . . . . ? C25 Fe1 C20 C19 -48.4(9) . . . . ? C19 C20 C21 C17 -0.8(6) . . . . ? Fe1 C20 C21 C17 58.3(4) . . . . ? C19 C20 C21 Fe1 -59.1(4) . . . . ? C18 C17 C21 C20 0.4(6) . . . . ? P1 C17 C21 C20 -175.3(4) . . . . ? Fe1 C17 C21 C20 -58.9(4) . . . . ? C18 C17 C21 Fe1 59.3(4) . . . . ? P1 C17 C21 Fe1 -116.4(4) . . . . ? C18 Fe1 C21 C20 82.1(4) . . . . ? C17 Fe1 C21 C20 120.8(5) . . . . ? C26 Fe1 C21 C20 -159.9(3) . . . . ? C22 Fe1 C21 C20 -118.4(4) . . . . ? C23 Fe1 C21 C20 -76.7(4) . . . . ? C24 Fe1 C21 C20 -46.3(8) . . . . ? C25 Fe1 C21 C20 167.6(6) . . . . ? C19 Fe1 C21 C20 38.2(3) . . . . ? C18 Fe1 C21 C17 -38.7(3) . . . . ? C26 Fe1 C21 C17 79.4(4) . . . . ? C22 Fe1 C21 C17 120.8(3) . . . . ? C23 Fe1 C21 C17 162.6(3) . . . . ? C24 Fe1 C21 C17 -167.1(6) . . . . ? C20 Fe1 C21 C17 -120.8(5) . . . . ? C25 Fe1 C21 C17 46.9(8) . . . . ? C19 Fe1 C21 C17 -82.6(3) . . . . ? C18 Fe1 C22 C26 -44.2(8) . . . . ? C17 Fe1 C22 C26 -77.3(4) . . . . ? C21 Fe1 C22 C26 -119.9(4) . . . . ? C23 Fe1 C22 C26 120.3(5) . . . . ? C24 Fe1 C22 C26 82.1(4) . . . . ? C20 Fe1 C22 C26 -161.5(4) . . . . ? C25 Fe1 C22 C26 38.9(4) . . . . ? C19 Fe1 C22 C26 164.7(6) . . . . ? C18 Fe1 C22 C23 -164.5(6) . . . . ? C17 Fe1 C22 C23 162.4(3) . . . . ? C21 Fe1 C22 C23 119.8(4) . . . . ? C26 Fe1 C22 C23 -120.3(5) . . . . ? C24 Fe1 C22 C23 -38.2(4) . . . . ? C20 Fe1 C22 C23 78.2(4) . . . . ? C25 Fe1 C22 C23 -81.4(4) . . . . ? C19 Fe1 C22 C23 44.5(8) . . . . ? C26 C22 C23 C24 1.0(6) . . . . ? Fe1 C22 C23 C24 60.1(4) . . . . ? C26 C22 C23 Fe1 -59.0(4) . . . . ? C18 Fe1 C23 C24 48.1(8) . . . . ? C17 Fe1 C23 C24 -163.0(6) . . . . ? C21 Fe1 C23 C24 163.5(4) . . . . ? C26 Fe1 C23 C24 -81.1(4) . . . . ? C22 Fe1 C23 C24 -118.1(5) . . . . ? C20 Fe1 C23 C24 122.6(4) . . . . ? C25 Fe1 C23 C24 -36.3(4) . . . . ? C19 Fe1 C23 C24 80.3(4) . . . . ? C18 Fe1 C23 C22 166.1(5) . . . . ? C17 Fe1 C23 C22 -45.0(8) . . . . ? C21 Fe1 C23 C22 -78.4(4) . . . . ? C26 Fe1 C23 C22 36.9(4) . . . . ? C24 Fe1 C23 C22 118.1(5) . . . . ? C20 Fe1 C23 C22 -119.3(4) . . . . ? C25 Fe1 C23 C22 81.7(4) . . . . ? C19 Fe1 C23 C22 -161.6(3) . . . . ? C22 C23 C24 C25 -1.0(6) . . . . ? Fe1 C23 C24 C25 59.0(4) . . . . ? C22 C23 C24 Fe1 -60.0(4) . . . . ? C18 Fe1 C24 C25 78.5(4) . . . . ? C17 Fe1 C24 C25 42.1(8) . . . . ? C21 Fe1 C24 C25 -162.2(6) . . . . ? C26 Fe1 C24 C25 -39.0(4) . . . . ? C22 Fe1 C24 C25 -82.6(4) . . . . ? C23 Fe1 C24 C25 -120.9(5) . . . . ? C20 Fe1 C24 C25 163.8(4) . . . . ? C19 Fe1 C24 C25 120.9(4) . . . . ? C18 Fe1 C24 C23 -160.6(4) . . . . ? C17 Fe1 C24 C23 163.0(6) . . . . ? C21 Fe1 C24 C23 -41.3(8) . . . . ? C26 Fe1 C24 C23 82.0(4) . . . . ? C22 Fe1 C24 C23 38.3(4) . . . . ? C20 Fe1 C24 C23 -75.3(4) . . . . ? C25 Fe1 C24 C23 120.9(5) . . . . ? C19 Fe1 C24 C23 -118.2(4) . . . . ? C23 C24 C25 C26 0.6(6) . . . . ? Fe1 C24 C25 C26 59.3(4) . . . . ? C23 C24 C25 Fe1 -58.8(4) . . . . ? C18 Fe1 C25 C24 -120.1(4) . . . . ? C17 Fe1 C25 C24 -163.3(3) . . . . ? C21 Fe1 C25 C24 161.5(6) . . . . ? C26 Fe1 C25 C24 118.2(6) . . . . ? C22 Fe1 C25 C24 80.5(4) . . . . ? C23 Fe1 C25 C24 36.7(4) . . . . ? C20 Fe1 C25 C24 -41.6(9) . . . . ? C19 Fe1 C25 C24 -77.8(4) . . . . ? C18 Fe1 C25 C26 121.6(4) . . . . ? C17 Fe1 C25 C26 78.4(5) . . . . ? C21 Fe1 C25 C26 43.3(9) . . . . ? C22 Fe1 C25 C26 -37.8(4) . . . . ? C23 Fe1 C25 C26 -81.5(5) . . . . ? C24 Fe1 C25 C26 -118.2(6) . . . . ? C20 Fe1 C25 C26 -159.8(6) . . . . ? C19 Fe1 C25 C26 164.0(4) . . . . ? C23 C22 C26 C25 -0.7(6) . . . . ? Fe1 C22 C26 C25 -59.8(4) . . . . ? C23 C22 C26 Fe1 59.0(4) . . . . ? C24 C25 C26 C22 0.1(6) . . . . ? Fe1 C25 C26 C22 60.0(4) . . . . ? C24 C25 C26 Fe1 -59.9(4) . . . . ? C18 Fe1 C26 C22 163.5(4) . . . . ? C17 Fe1 C26 C22 121.1(4) . . . . ? C21 Fe1 C26 C22 78.2(5) . . . . ? C23 Fe1 C26 C22 -37.1(4) . . . . ? C24 Fe1 C26 C22 -80.7(4) . . . . ? C20 Fe1 C26 C22 43.7(8) . . . . ? C25 Fe1 C26 C22 -118.3(6) . . . . ? C19 Fe1 C26 C22 -162.3(7) . . . . ? C18 Fe1 C26 C25 -78.2(5) . . . . ? C17 Fe1 C26 C25 -120.7(4) . . . . ? C21 Fe1 C26 C25 -163.5(4) . . . . ? C22 Fe1 C26 C25 118.3(6) . . . . ? C23 Fe1 C26 C25 81.2(4) . . . . ? C24 Fe1 C26 C25 37.6(4) . . . . ? C20 Fe1 C26 C25 162.0(6) . . . . ? C19 Fe1 C26 C25 -44.1(10) . . . . ? C28 O2 C27 O1 61.7(5) . . . . ? C28 O2 C27 C18 -179.2(4) . . . . ? C30 O1 C27 O2 -63.4(5) . . . . ? C30 O1 C27 C18 176.6(4) . . . . ? C19 C18 C27 O2 -19.9(7) . . . . ? C17 C18 C27 O2 161.7(5) . . . . ? Fe1 C18 C27 O2 71.6(5) . . . . ? C19 C18 C27 O1 102.1(6) . . . . ? C17 C18 C27 O1 -76.4(6) . . . . ? Fe1 C18 C27 O1 -166.5(3) . . . . ? C27 O2 C28 C29 -56.4(6) . . . . ? O2 C28 C29 C30 53.3(6) . . . . ? C27 O1 C30 C29 58.6(5) . . . . ? C27 O1 C30 C31 -175.3(4) . . . . ? C28 C29 C30 O1 -53.8(5) . . . . ? C28 C29 C30 C31 -176.9(4) . . . . ? C32 O3 C31 C30 81.6(6) . . . . ? O1 C30 C31 O3 -82.3(6) . . . . ? C29 C30 C31 O3 40.8(7) . . . . ? _diffrn_measured_fraction_theta_max 0.962 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.962 _refine_diff_density_max 0.695 _refine_diff_density_min -0.754 _refine_diff_density_rms 0.115 #===END