# Supplementary Material (ESI) for New Journal of Chemistry # This journal is (c) The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2009 data_global _journal_name_full 'New J.Chem.' _journal_coden_Cambridge 0440 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Janusz Zakrzewski' _publ_contact_author_email JANZAK@UNI.LODZ.PL _publ_section_title ; Unusual diastereoselective reduction of 2-propionyl-3,3',4,4'-tetramethyl-1,1'-diphosphaferrocene to the corresponding alcohol by BH3*Me2S. X-ray diffraction and DFT study ; loop_ _publ_author_name 'Janusz Zakrzewski' 'Arkadiusz Klys' 'Anna Makal' 'Bartosz Mucha' 'Krzysztof Wozniak' # Attachment 'DPF-propionyl.cif' data_bmoctan_12042008_0m _database_code_depnum_ccdc_archive 'CCDC 705040' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C15 H20 Fe O P2' _chemical_formula_sum 'C15 H20 Fe O P2' _chemical_formula_weight 334.10 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)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.26050(10) _cell_length_b 22.7352(5) _cell_length_c 9.2648(2) _cell_angle_alpha 90.00 _cell_angle_beta 99.3960(10) _cell_angle_gamma 90.00 _cell_volume 1508.81(5) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 3200 _cell_measurement_theta_min 1.79 _cell_measurement_theta_max 34.81 _exptl_crystal_description prismatic _exptl_crystal_colour red _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.471 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 696 _exptl_absorpt_coefficient_mu 1.200 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.70 _exptl_absorpt_correction_T_max 0.85 _exptl_absorpt_process_details 'Sheldrick, G. M. (1996). SADABS. University of Gottingen, Germany.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'TXS rotating anode' _diffrn_radiation_monochromator 'multi-layer optics' _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 44533 _diffrn_reflns_av_R_equivalents 0.0398 _diffrn_reflns_av_sigmaI/netI 0.0277 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -36 _diffrn_reflns_limit_k_max 36 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 34.81 _reflns_number_total 6437 _reflns_number_gt 5501 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0396P)^2^+1.7141P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6437 _refine_ls_number_parameters 177 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0515 _refine_ls_R_factor_gt 0.0431 _refine_ls_wR_factor_ref 0.1064 _refine_ls_wR_factor_gt 0.1028 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.067 _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 Fe1 Fe 0.78538(3) 0.091472(10) 0.77975(2) 0.01470(6) Uani 1 1 d . . . P1 P 0.50185(6) 0.046733(18) 0.76399(5) 0.01966(9) Uani 1 1 d . . . P2 P 0.99217(8) 0.01581(2) 0.77832(8) 0.03723(14) Uani 1 1 d . . . O1 O 0.4331(3) 0.19085(6) 0.51554(18) 0.0399(4) Uani 1 1 d . . . C1 C 0.5176(2) 0.12097(6) 0.70228(18) 0.0166(3) Uani 1 1 d . . . C2 C 0.6075(2) 0.16006(7) 0.81439(19) 0.0185(3) Uani 1 1 d . . . C3 C 0.6682(2) 0.12936(8) 0.94765(19) 0.0225(3) Uani 1 1 d . . . C4 C 0.6228(2) 0.06877(8) 0.9363(2) 0.0240(3) Uani 1 1 d . . . H4 H 0.6542 0.0426 1.0137 0.029 Uiso 1 1 calc R . . C5 C 0.6315(2) 0.22499(7) 0.7969(2) 0.0263(4) Uani 1 1 d . . . H5A H 0.5153 0.2446 0.8011 0.039 Uiso 1 1 calc R . . H5B H 0.6694 0.2328 0.7042 0.039 Uiso 1 1 calc R . . H5C H 0.7252 0.2393 0.8742 0.039 Uiso 1 1 calc R . . C6 C 0.7703(3) 0.15722(11) 1.0845(2) 0.0349(4) Uani 1 1 d . . . H6A H 0.6821 0.1754 1.1372 0.052 Uiso 1 1 calc R . . H6B H 0.8551 0.1864 1.0592 0.052 Uiso 1 1 calc R . . H6C H 0.8390 0.1276 1.1447 0.052 Uiso 1 1 calc R . . C7 C 1.0660(3) 0.08230(12) 0.8654(2) 0.0349(5) Uani 1 1 d . . . H7 H 1.1169 0.0845 0.9642 0.042 Uiso 1 1 calc R . . C8 C 1.0419(2) 0.13237(9) 0.7731(3) 0.0320(4) Uani 1 1 d . . . C9 C 0.9530(3) 0.11632(9) 0.6289(2) 0.0282(4) Uani 1 1 d . . . C10 C 0.9173(3) 0.05576(9) 0.6183(2) 0.0282(4) Uani 1 1 d . . . H10 H 0.8582 0.0381 0.5326 0.034 Uiso 1 1 calc R . . C11 C 1.1058(4) 0.19294(13) 0.8176(5) 0.0783(14) Uani 1 1 d . . . H11A H 1.1350 0.1951 0.9223 0.117 Uiso 1 1 calc R . . H11B H 1.0086 0.2206 0.7830 0.117 Uiso 1 1 calc R . . H11C H 1.2151 0.2022 0.7761 0.117 Uiso 1 1 calc R . . C12 C 0.9087(4) 0.15883(16) 0.5042(4) 0.0667(11) Uani 1 1 d . . . H12A H 1.0202 0.1672 0.4648 0.100 Uiso 1 1 calc R . . H12B H 0.8605 0.1946 0.5387 0.100 Uiso 1 1 calc R . . H12C H 0.8171 0.1418 0.4294 0.100 Uiso 1 1 calc R . . C13 C 0.4477(2) 0.13932(7) 0.5508(2) 0.0211(3) Uani 1 1 d . . . C14 C 0.3873(3) 0.09153(8) 0.4396(2) 0.0281(4) Uani 1 1 d . . . H14A H 0.2786 0.0718 0.4651 0.034 Uiso 1 1 calc R . . H14B H 0.4866 0.0627 0.4444 0.034 Uiso 1 1 calc R . . C15 C 0.3401(3) 0.11433(10) 0.2835(2) 0.0349(4) Uani 1 1 d . . . H15A H 0.2327 0.1395 0.2752 0.052 Uiso 1 1 calc R . . H15B H 0.3138 0.0817 0.2175 0.052 Uiso 1 1 calc R . . H15C H 0.4442 0.1362 0.2595 0.052 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 0.01280(9) 0.01673(10) 0.01466(11) 0.00094(7) 0.00246(7) 0.00167(7) P1 0.01668(17) 0.01607(17) 0.0267(2) 0.00151(14) 0.00481(15) -0.00110(13) P2 0.0263(2) 0.0262(2) 0.0628(4) 0.0156(2) 0.0178(2) 0.01211(18) O1 0.0552(10) 0.0167(6) 0.0387(9) 0.0035(5) -0.0190(7) 0.0027(6) C1 0.0137(5) 0.0144(6) 0.0209(7) -0.0023(5) 0.0008(5) 0.0008(4) C2 0.0140(6) 0.0187(6) 0.0229(8) -0.0062(5) 0.0027(5) 0.0012(5) C3 0.0185(6) 0.0310(8) 0.0188(8) -0.0050(6) 0.0055(5) 0.0013(6) C4 0.0211(7) 0.0315(8) 0.0211(8) 0.0045(6) 0.0087(6) 0.0000(6) C5 0.0210(7) 0.0183(7) 0.0378(10) -0.0099(6) -0.0004(7) -0.0012(5) C6 0.0339(10) 0.0506(13) 0.0199(9) -0.0108(8) 0.0030(7) -0.0010(9) C7 0.0146(7) 0.0658(15) 0.0232(9) -0.0004(9) -0.0001(6) 0.0043(8) C8 0.0175(7) 0.0284(8) 0.0537(13) -0.0130(8) 0.0167(8) -0.0059(6) C9 0.0240(8) 0.0323(9) 0.0317(10) 0.0129(7) 0.0151(7) 0.0078(6) C10 0.0220(7) 0.0372(9) 0.0266(9) -0.0091(7) 0.0082(6) 0.0027(7) C11 0.0403(13) 0.0473(15) 0.159(4) -0.054(2) 0.0510(19) -0.0257(12) C12 0.0542(16) 0.089(2) 0.066(2) 0.0581(18) 0.0384(15) 0.0327(16) C13 0.0176(6) 0.0172(6) 0.0259(8) -0.0015(5) -0.0046(5) 0.0023(5) C14 0.0342(9) 0.0212(7) 0.0249(9) -0.0037(6) -0.0072(7) 0.0022(6) C15 0.0409(11) 0.0369(10) 0.0240(9) -0.0014(8) -0.0038(8) 0.0011(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 Fe1 C10 2.0689(18) . ? Fe1 C1 2.0711(14) . ? Fe1 C7 2.0732(18) . ? Fe1 C9 2.0753(18) . ? Fe1 C3 2.0781(17) . ? Fe1 C4 2.0795(17) . ? Fe1 C2 2.0829(15) . ? Fe1 C8 2.0913(17) . ? Fe1 P1 2.2794(5) . ? Fe1 P2 2.2848(5) . ? P1 C4 1.765(2) . ? P1 C1 1.7917(16) . ? P2 C10 1.748(2) . ? P2 C7 1.756(3) . ? O1 C13 1.216(2) . ? C1 C2 1.440(2) . ? C1 C13 1.472(2) . ? C2 C3 1.424(3) . ? C2 C5 1.498(2) . ? C3 C4 1.416(3) . ? C3 C6 1.501(3) . ? C4 H4 0.9300 . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 C8 1.418(3) . ? C7 H7 0.9300 . ? C8 C9 1.433(3) . ? C8 C11 1.490(3) . ? C9 C10 1.401(3) . ? C9 C12 1.500(3) . ? C10 H10 0.9300 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 C14 1.512(2) . ? C14 C15 1.521(3) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C10 Fe1 C1 113.31(7) . . ? C10 Fe1 C7 72.26(8) . . ? C1 Fe1 C7 166.83(8) . . ? C10 Fe1 C9 39.53(8) . . ? C1 Fe1 C9 107.39(7) . . ? C7 Fe1 C9 68.75(8) . . ? C10 Fe1 C3 176.58(7) . . ? C1 Fe1 C3 69.46(7) . . ? C7 Fe1 C3 104.60(8) . . ? C9 Fe1 C3 138.41(8) . . ? C10 Fe1 C4 142.13(8) . . ? C1 Fe1 C4 73.40(7) . . ? C7 Fe1 C4 110.02(8) . . ? C9 Fe1 C4 177.88(8) . . ? C3 Fe1 C4 39.83(7) . . ? C10 Fe1 C2 140.99(8) . . ? C1 Fe1 C2 40.56(6) . . ? C7 Fe1 C2 127.72(8) . . ? C9 Fe1 C2 110.27(7) . . ? C3 Fe1 C2 40.03(7) . . ? C4 Fe1 C2 68.98(7) . . ? C10 Fe1 C8 68.51(8) . . ? C1 Fe1 C8 129.48(8) . . ? C7 Fe1 C8 39.80(9) . . ? C9 Fe1 C8 40.22(9) . . ? C3 Fe1 C8 108.25(8) . . ? C4 Fe1 C8 137.78(9) . . ? C2 Fe1 C8 104.43(7) . . ? C10 Fe1 P1 107.36(6) . . ? C1 Fe1 P1 48.35(4) . . ? C7 Fe1 P1 143.19(7) . . ? C9 Fe1 P1 134.51(6) . . ? C3 Fe1 P1 75.93(5) . . ? C4 Fe1 P1 47.48(5) . . ? C2 Fe1 P1 76.56(4) . . ? C8 Fe1 P1 174.71(7) . . ? C10 Fe1 P2 47.01(6) . . ? C1 Fe1 P2 145.33(5) . . ? C7 Fe1 P2 47.21(7) . . ? C9 Fe1 P2 75.11(5) . . ? C3 Fe1 P2 131.78(6) . . ? C4 Fe1 P2 105.40(5) . . ? C2 Fe1 P2 171.57(5) . . ? C8 Fe1 P2 75.25(6) . . ? P1 Fe1 P2 104.54(2) . . ? C4 P1 C1 88.46(8) . . ? C4 P1 Fe1 60.31(6) . . ? C1 P1 Fe1 59.74(5) . . ? C10 P2 C7 88.38(10) . . ? C10 P2 Fe1 59.99(6) . . ? C7 P2 Fe1 60.06(6) . . ? C2 C1 C13 123.90(14) . . ? C2 C1 P1 113.34(12) . . ? C13 C1 P1 122.75(11) . . ? C2 C1 Fe1 70.16(8) . . ? C13 C1 Fe1 125.44(11) . . ? P1 C1 Fe1 71.91(5) . . ? C3 C2 C1 111.26(14) . . ? C3 C2 C5 123.47(15) . . ? C1 C2 C5 125.25(16) . . ? C3 C2 Fe1 69.81(9) . . ? C1 C2 Fe1 69.28(8) . . ? C5 C2 Fe1 129.40(12) . . ? C4 C3 C2 112.16(15) . . ? C4 C3 C6 123.37(18) . . ? C2 C3 C6 124.47(17) . . ? C4 C3 Fe1 70.14(10) . . ? C2 C3 Fe1 70.17(9) . . ? C6 C3 Fe1 126.96(13) . . ? C3 C4 P1 114.74(14) . . ? C3 C4 Fe1 70.03(10) . . ? P1 C4 Fe1 72.21(7) . . ? C3 C4 H4 122.6 . . ? P1 C4 H4 122.6 . . ? Fe1 C4 H4 126.9 . . ? C2 C5 H5A 109.5 . . ? C2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C3 C6 H6A 109.5 . . ? C3 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C3 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C8 C7 P2 114.55(15) . . ? C8 C7 Fe1 70.79(11) . . ? P2 C7 Fe1 72.73(7) . . ? C8 C7 H7 122.7 . . ? P2 C7 H7 122.7 . . ? Fe1 C7 H7 125.4 . . ? C7 C8 C9 110.53(17) . . ? C7 C8 C11 125.0(3) . . ? C9 C8 C11 124.5(3) . . ? C7 C8 Fe1 69.41(11) . . ? C9 C8 Fe1 69.29(10) . . ? C11 C8 Fe1 129.93(15) . . ? C10 C9 C8 111.44(17) . . ? C10 C9 C12 124.4(2) . . ? C8 C9 C12 124.1(2) . . ? C10 C9 Fe1 69.99(11) . . ? C8 C9 Fe1 70.49(10) . . ? C12 C9 Fe1 128.20(15) . . ? C9 C10 P2 115.01(15) . . ? C9 C10 Fe1 70.48(11) . . ? P2 C10 Fe1 73.00(7) . . ? C9 C10 H10 122.5 . . ? P2 C10 H10 122.5 . . ? Fe1 C10 H10 125.7 . . ? C8 C11 H11A 109.5 . . ? C8 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C8 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C9 C12 H12A 109.5 . . ? C9 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C9 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? O1 C13 C1 122.02(16) . . ? O1 C13 C14 120.41(17) . . ? C1 C13 C14 117.53(14) . . ? C13 C14 C15 113.45(16) . . ? C13 C14 H14A 108.9 . . ? C15 C14 H14A 108.9 . . ? C13 C14 H14B 108.9 . . ? C15 C14 H14B 108.9 . . ? H14A C14 H14B 107.7 . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C10 Fe1 P1 C4 146.66(10) . . . . ? C1 Fe1 P1 C4 -107.27(9) . . . . ? C7 Fe1 P1 C4 63.27(13) . . . . ? C9 Fe1 P1 C4 -179.01(10) . . . . ? C3 Fe1 P1 C4 -32.41(9) . . . . ? C2 Fe1 P1 C4 -73.66(9) . . . . ? P2 Fe1 P1 C4 97.73(7) . . . . ? C10 Fe1 P1 C1 -106.07(9) . . . . ? C7 Fe1 P1 C1 170.54(12) . . . . ? C9 Fe1 P1 C1 -71.74(10) . . . . ? C3 Fe1 P1 C1 74.86(8) . . . . ? C4 Fe1 P1 C1 107.27(9) . . . . ? C2 Fe1 P1 C1 33.60(8) . . . . ? P2 Fe1 P1 C1 -155.01(6) . . . . ? C1 Fe1 P2 C10 66.64(12) . . . . ? C7 Fe1 P2 C10 -107.16(11) . . . . ? C9 Fe1 P2 C10 -32.53(10) . . . . ? C3 Fe1 P2 C10 -175.67(10) . . . . ? C4 Fe1 P2 C10 149.60(9) . . . . ? C8 Fe1 P2 C10 -74.19(10) . . . . ? P1 Fe1 P2 C10 100.35(8) . . . . ? C10 Fe1 P2 C7 107.16(11) . . . . ? C1 Fe1 P2 C7 173.81(12) . . . . ? C9 Fe1 P2 C7 74.64(11) . . . . ? C3 Fe1 P2 C7 -68.51(11) . . . . ? C4 Fe1 P2 C7 -103.23(10) . . . . ? C8 Fe1 P2 C7 32.97(11) . . . . ? P1 Fe1 P2 C7 -152.49(9) . . . . ? C4 P1 C1 C2 -1.93(12) . . . . ? Fe1 P1 C1 C2 -58.01(10) . . . . ? C4 P1 C1 C13 177.09(14) . . . . ? Fe1 P1 C1 C13 121.01(14) . . . . ? C4 P1 C1 Fe1 56.08(6) . . . . ? C10 Fe1 C1 C2 -142.92(11) . . . . ? C7 Fe1 C1 C2 -30.3(4) . . . . ? C9 Fe1 C1 C2 -101.09(11) . . . . ? C3 Fe1 C1 C2 34.93(10) . . . . ? C4 Fe1 C1 C2 76.86(11) . . . . ? C8 Fe1 C1 C2 -62.23(13) . . . . ? P1 Fe1 C1 C2 124.12(11) . . . . ? P2 Fe1 C1 C2 170.09(8) . . . . ? C10 Fe1 C1 C13 -24.83(15) . . . . ? C7 Fe1 C1 C13 87.8(4) . . . . ? C9 Fe1 C1 C13 17.01(15) . . . . ? C3 Fe1 C1 C13 153.03(15) . . . . ? C4 Fe1 C1 C13 -165.05(15) . . . . ? C2 Fe1 C1 C13 118.10(17) . . . . ? C8 Fe1 C1 C13 55.87(16) . . . . ? P1 Fe1 C1 C13 -117.78(14) . . . . ? P2 Fe1 C1 C13 -71.82(16) . . . . ? C10 Fe1 C1 P1 92.96(8) . . . . ? C7 Fe1 C1 P1 -154.4(3) . . . . ? C9 Fe1 C1 P1 134.79(7) . . . . ? C3 Fe1 C1 P1 -89.19(7) . . . . ? C4 Fe1 C1 P1 -47.26(7) . . . . ? C2 Fe1 C1 P1 -124.12(11) . . . . ? C8 Fe1 C1 P1 173.65(8) . . . . ? P2 Fe1 C1 P1 45.97(11) . . . . ? C13 C1 C2 C3 -177.11(14) . . . . ? P1 C1 C2 C3 1.90(17) . . . . ? Fe1 C1 C2 C3 -57.10(11) . . . . ? C13 C1 C2 C5 4.3(2) . . . . ? P1 C1 C2 C5 -176.70(13) . . . . ? Fe1 C1 C2 C5 124.31(16) . . . . ? C13 C1 C2 Fe1 -120.01(15) . . . . ? P1 C1 C2 Fe1 58.99(8) . . . . ? C10 Fe1 C2 C3 -174.88(12) . . . . ? C1 Fe1 C2 C3 123.52(14) . . . . ? C7 Fe1 C2 C3 -64.82(13) . . . . ? C9 Fe1 C2 C3 -143.12(11) . . . . ? C4 Fe1 C2 C3 34.76(10) . . . . ? C8 Fe1 C2 C3 -101.32(12) . . . . ? P1 Fe1 C2 C3 84.03(9) . . . . ? C10 Fe1 C2 C1 61.61(15) . . . . ? C7 Fe1 C2 C1 171.66(11) . . . . ? C9 Fe1 C2 C1 93.36(11) . . . . ? C3 Fe1 C2 C1 -123.52(14) . . . . ? C4 Fe1 C2 C1 -88.76(11) . . . . ? C8 Fe1 C2 C1 135.16(11) . . . . ? P1 Fe1 C2 C1 -39.49(8) . . . . ? C10 Fe1 C2 C5 -57.6(2) . . . . ? C1 Fe1 C2 C5 -119.2(2) . . . . ? C7 Fe1 C2 C5 52.5(2) . . . . ? C9 Fe1 C2 C5 -25.84(18) . . . . ? C3 Fe1 C2 C5 117.28(19) . . . . ? C4 Fe1 C2 C5 152.04(18) . . . . ? C8 Fe1 C2 C5 15.96(18) . . . . ? P1 Fe1 C2 C5 -158.70(17) . . . . ? C1 C2 C3 C4 -0.73(19) . . . . ? C5 C2 C3 C4 177.89(15) . . . . ? Fe1 C2 C3 C4 -57.53(12) . . . . ? C1 C2 C3 C6 178.64(16) . . . . ? C5 C2 C3 C6 -2.7(3) . . . . ? Fe1 C2 C3 C6 121.84(17) . . . . ? C1 C2 C3 Fe1 56.79(11) . . . . ? C5 C2 C3 Fe1 -124.58(15) . . . . ? C1 Fe1 C3 C4 88.45(11) . . . . ? C7 Fe1 C3 C4 -103.89(12) . . . . ? C9 Fe1 C3 C4 -178.18(11) . . . . ? C2 Fe1 C3 C4 123.82(14) . . . . ? C8 Fe1 C3 C4 -145.29(12) . . . . ? P1 Fe1 C3 C4 38.07(9) . . . . ? P2 Fe1 C3 C4 -59.01(12) . . . . ? C1 Fe1 C3 C2 -35.37(9) . . . . ? C7 Fe1 C3 C2 132.29(11) . . . . ? C9 Fe1 C3 C2 58.00(14) . . . . ? C4 Fe1 C3 C2 -123.82(14) . . . . ? C8 Fe1 C3 C2 90.89(11) . . . . ? P1 Fe1 C3 C2 -85.75(9) . . . . ? P2 Fe1 C3 C2 177.17(7) . . . . ? C1 Fe1 C3 C6 -154.2(2) . . . . ? C7 Fe1 C3 C6 13.5(2) . . . . ? C9 Fe1 C3 C6 -60.8(2) . . . . ? C4 Fe1 C3 C6 117.4(2) . . . . ? C2 Fe1 C3 C6 -118.8(2) . . . . ? C8 Fe1 C3 C6 -27.9(2) . . . . ? P1 Fe1 C3 C6 155.47(19) . . . . ? P2 Fe1 C3 C6 58.4(2) . . . . ? C2 C3 C4 P1 -0.76(19) . . . . ? C6 C3 C4 P1 179.86(14) . . . . ? Fe1 C3 C4 P1 -58.30(10) . . . . ? C2 C3 C4 Fe1 57.55(12) . . . . ? C6 C3 C4 Fe1 -121.83(17) . . . . ? C1 P1 C4 C3 1.52(13) . . . . ? Fe1 P1 C4 C3 57.12(11) . . . . ? C1 P1 C4 Fe1 -55.60(6) . . . . ? C10 Fe1 C4 C3 175.54(12) . . . . ? C1 Fe1 C4 C3 -77.63(10) . . . . ? C7 Fe1 C4 C3 88.97(12) . . . . ? C2 Fe1 C4 C3 -34.92(10) . . . . ? C8 Fe1 C4 C3 53.58(15) . . . . ? P1 Fe1 C4 C3 -125.75(12) . . . . ? P2 Fe1 C4 C3 138.46(9) . . . . ? C10 Fe1 C4 P1 -58.70(13) . . . . ? C1 Fe1 C4 P1 48.12(6) . . . . ? C7 Fe1 C4 P1 -145.28(9) . . . . ? C3 Fe1 C4 P1 125.75(12) . . . . ? C2 Fe1 C4 P1 90.84(7) . . . . ? C8 Fe1 C4 P1 179.34(9) . . . . ? P2 Fe1 C4 P1 -95.78(5) . . . . ? C10 P2 C7 C8 -2.74(15) . . . . ? Fe1 P2 C7 C8 -58.61(12) . . . . ? C10 P2 C7 Fe1 55.86(7) . . . . ? C10 Fe1 C7 C8 77.48(13) . . . . ? C1 Fe1 C7 C8 -39.7(4) . . . . ? C9 Fe1 C7 C8 35.60(12) . . . . ? C3 Fe1 C7 C8 -101.12(13) . . . . ? C4 Fe1 C7 C8 -142.56(12) . . . . ? C2 Fe1 C7 C8 -64.14(15) . . . . ? P1 Fe1 C7 C8 172.96(9) . . . . ? P2 Fe1 C7 C8 124.69(14) . . . . ? C10 Fe1 C7 P2 -47.21(8) . . . . ? C1 Fe1 C7 P2 -164.4(3) . . . . ? C9 Fe1 C7 P2 -89.10(9) . . . . ? C3 Fe1 C7 P2 134.19(8) . . . . ? C4 Fe1 C7 P2 92.75(8) . . . . ? C2 Fe1 C7 P2 171.16(7) . . . . ? C8 Fe1 C7 P2 -124.69(14) . . . . ? P1 Fe1 C7 P2 48.27(13) . . . . ? P2 C7 C8 C9 2.6(2) . . . . ? Fe1 C7 C8 C9 -57.05(13) . . . . ? P2 C7 C8 C11 -175.29(16) . . . . ? Fe1 C7 C8 C11 125.0(2) . . . . ? P2 C7 C8 Fe1 59.68(10) . . . . ? C10 Fe1 C8 C7 -87.75(13) . . . . ? C1 Fe1 C8 C7 169.14(12) . . . . ? C9 Fe1 C8 C7 -122.85(17) . . . . ? C3 Fe1 C8 C7 91.08(13) . . . . ? C4 Fe1 C8 C7 58.21(16) . . . . ? C2 Fe1 C8 C7 132.69(12) . . . . ? P2 Fe1 C8 C7 -38.61(11) . . . . ? C10 Fe1 C8 C9 35.09(11) . . . . ? C1 Fe1 C8 C9 -68.01(13) . . . . ? C7 Fe1 C8 C9 122.85(17) . . . . ? C3 Fe1 C8 C9 -146.07(11) . . . . ? C4 Fe1 C8 C9 -178.94(11) . . . . ? C2 Fe1 C8 C9 -104.46(11) . . . . ? P2 Fe1 C8 C9 84.24(10) . . . . ? C10 Fe1 C8 C11 153.3(3) . . . . ? C1 Fe1 C8 C11 50.2(3) . . . . ? C7 Fe1 C8 C11 -119.0(4) . . . . ? C9 Fe1 C8 C11 118.2(4) . . . . ? C3 Fe1 C8 C11 -27.9(3) . . . . ? C4 Fe1 C8 C11 -60.7(4) . . . . ? C2 Fe1 C8 C11 13.7(3) . . . . ? P2 Fe1 C8 C11 -157.6(3) . . . . ? C7 C8 C9 C10 -0.9(2) . . . . ? C11 C8 C9 C10 177.01(18) . . . . ? Fe1 C8 C9 C10 -58.04(13) . . . . ? C7 C8 C9 C12 -179.35(18) . . . . ? C11 C8 C9 C12 -1.4(3) . . . . ? Fe1 C8 C9 C12 123.53(19) . . . . ? C7 C8 C9 Fe1 57.12(13) . . . . ? C11 C8 C9 Fe1 -124.95(19) . . . . ? C1 Fe1 C9 C10 -105.78(12) . . . . ? C7 Fe1 C9 C10 87.57(13) . . . . ? C3 Fe1 C9 C10 175.81(11) . . . . ? C2 Fe1 C9 C10 -148.64(11) . . . . ? C8 Fe1 C9 C10 122.81(16) . . . . ? P1 Fe1 C9 C10 -57.74(13) . . . . ? P2 Fe1 C9 C10 38.17(10) . . . . ? C10 Fe1 C9 C8 -122.81(16) . . . . ? C1 Fe1 C9 C8 131.41(11) . . . . ? C7 Fe1 C9 C8 -35.24(12) . . . . ? C3 Fe1 C9 C8 53.00(15) . . . . ? C2 Fe1 C9 C8 88.55(12) . . . . ? P1 Fe1 C9 C8 179.45(9) . . . . ? P2 Fe1 C9 C8 -84.64(11) . . . . ? C10 Fe1 C9 C12 118.6(3) . . . . ? C1 Fe1 C9 C12 12.8(3) . . . . ? C7 Fe1 C9 C12 -153.8(3) . . . . ? C3 Fe1 C9 C12 -65.6(3) . . . . ? C2 Fe1 C9 C12 -30.1(3) . . . . ? C8 Fe1 C9 C12 -118.6(3) . . . . ? P1 Fe1 C9 C12 60.8(3) . . . . ? P2 Fe1 C9 C12 156.7(3) . . . . ? C8 C9 C10 P2 -1.2(2) . . . . ? C12 C9 C10 P2 177.27(16) . . . . ? Fe1 C9 C10 P2 -59.49(11) . . . . ? C8 C9 C10 Fe1 58.33(13) . . . . ? C12 C9 C10 Fe1 -123.24(19) . . . . ? C7 P2 C10 C9 2.20(15) . . . . ? Fe1 P2 C10 C9 58.12(12) . . . . ? C7 P2 C10 Fe1 -55.92(7) . . . . ? C1 Fe1 C10 C9 89.38(12) . . . . ? C7 Fe1 C10 C9 -77.87(13) . . . . ? C4 Fe1 C10 C9 -177.89(12) . . . . ? C2 Fe1 C10 C9 50.86(16) . . . . ? C8 Fe1 C10 C9 -35.68(12) . . . . ? P1 Fe1 C10 C9 140.81(10) . . . . ? P2 Fe1 C10 C9 -125.28(14) . . . . ? C1 Fe1 C10 P2 -145.34(6) . . . . ? C7 Fe1 C10 P2 47.41(9) . . . . ? C9 Fe1 C10 P2 125.28(14) . . . . ? C4 Fe1 C10 P2 -52.62(14) . . . . ? C2 Fe1 C10 P2 176.13(7) . . . . ? C8 Fe1 C10 P2 89.60(9) . . . . ? P1 Fe1 C10 P2 -93.91(6) . . . . ? C2 C1 C13 O1 -12.5(3) . . . . ? P1 C1 C13 O1 168.60(16) . . . . ? Fe1 C1 C13 O1 -101.1(2) . . . . ? C2 C1 C13 C14 169.65(16) . . . . ? P1 C1 C13 C14 -9.3(2) . . . . ? Fe1 C1 C13 C14 81.01(18) . . . . ? O1 C13 C14 C15 9.2(3) . . . . ? C1 C13 C14 C15 -172.93(17) . . . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 34.81 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 1.648 _refine_diff_density_min -1.212 _refine_diff_density_rms 0.090 # Attachment 'DPF-propionyl-alcohol.cif' data_bm1032_07072008_0m _database_code_depnum_ccdc_archive 'CCDC 705041' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H22 Cl Fe O10 P2 W2' _chemical_formula_weight 1003.37 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' W W -0.8490 6.8722 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 '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)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.3557(6) _cell_length_b 21.277(2) _cell_length_c 20.5269(16) _cell_angle_alpha 90.00 _cell_angle_beta 98.503(5) _cell_angle_gamma 90.00 _cell_volume 3177.3(5) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.098 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1892 _exptl_absorpt_coefficient_mu 7.908 _exptl_absorpt_correction_type ? _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 51563 _diffrn_reflns_av_R_equivalents 0.0372 _diffrn_reflns_av_sigmaI/netI 0.0241 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -29 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.39 _diffrn_reflns_theta_max 30.00 _reflns_number_total 9276 _reflns_number_gt 8334 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0278P)^2^+26.6862P] 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 9276 _refine_ls_number_parameters 396 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0448 _refine_ls_R_factor_gt 0.0393 _refine_ls_wR_factor_ref 0.0926 _refine_ls_wR_factor_gt 0.0896 _refine_ls_goodness_of_fit_ref 1.140 _refine_ls_restrained_S_all 1.140 _refine_ls_shift/su_max 0.085 _refine_ls_shift/su_mean 0.004 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 Fe3 Fe 0.51606(10) 0.26707(4) 0.74208(4) 0.02788(18) Uani 1 1 d . . . P1 P 0.36858(18) 0.23831(7) 0.82631(7) 0.0258(3) Uani 1 1 d . . . P2 P 0.66867(17) 0.19284(6) 0.69313(6) 0.0195(2) Uani 1 1 d . . . O1 O 0.5738(6) 0.3362(2) 0.9101(3) 0.0427(12) Uani 1 1 d . . . H1 H 0.6268 0.3626 0.9369 0.064 Uiso 1 1 calc R . . C1 C 0.3853(7) 0.3192(3) 0.8083(3) 0.0267(11) Uani 1 1 d . . . C2 C 0.3089(7) 0.3330(3) 0.7425(3) 0.0249(11) Uani 1 1 d . . . C3 C 0.2398(7) 0.2780(3) 0.7060(3) 0.0256(11) Uani 1 1 d . . . C4 C 0.2640(7) 0.2232(3) 0.7456(3) 0.0234(10) Uani 1 1 d . . . H4 H 0.2272 0.1825 0.7299 0.028 Uiso 1 1 calc R . . C5 C 0.2901(8) 0.3978(3) 0.7139(3) 0.0327(13) Uani 1 1 d . . . H5A H 0.1719 0.4158 0.7210 0.049 Uiso 1 1 calc R . . H5B H 0.2956 0.3958 0.6665 0.049 Uiso 1 1 calc R . . H5C H 0.3903 0.4243 0.7354 0.049 Uiso 1 1 calc R . . C6 C 0.1515(8) 0.2773(3) 0.6349(3) 0.0325(13) Uani 1 1 d . . . H6A H 0.1710 0.2362 0.6156 0.049 Uiso 1 1 calc R . . H6B H 0.2068 0.3101 0.6107 0.049 Uiso 1 1 calc R . . H6C H 0.0194 0.2852 0.6323 0.049 Uiso 1 1 calc R . . C7 C 0.7738(7) 0.2249(4) 0.7680(4) 0.051(2) Uani 1 1 d . . . H7 H 0.8139 0.2011 0.8066 0.062 Uiso 1 1 calc R . . C8 C 0.7910(10) 0.2906(6) 0.7634(7) 0.084(5) Uani 1 1 d . . . C9 C 0.7167(13) 0.3148(4) 0.7011(8) 0.080(4) Uani 1 1 d . . . C10 C 0.6394(9) 0.2677(3) 0.6566(4) 0.0400(17) Uani 1 1 d . . . H10 H 0.5800 0.2754 0.6130 0.048 Uiso 1 1 calc R . . C11 C 0.8894(11) 0.3286(7) 0.8205(8) 0.153(9) Uani 1 1 d . . . H11A H 1.0209 0.3306 0.8173 0.229 Uiso 1 1 calc R . . H11B H 0.8722 0.3086 0.8621 0.229 Uiso 1 1 calc R . . H11C H 0.8386 0.3713 0.8190 0.229 Uiso 1 1 calc R . . C12 C 0.7272(18) 0.3825(4) 0.6826(10) 0.154(9) Uani 1 1 d . . . H12A H 0.8331 0.3890 0.6594 0.231 Uiso 1 1 calc R . . H12B H 0.7412 0.4084 0.7225 0.231 Uiso 1 1 calc R . . H12C H 0.6143 0.3945 0.6537 0.231 Uiso 1 1 calc R . . C13 C 0.4624(7) 0.3680(3) 0.8584(3) 0.0295(12) Uani 1 1 d . . . H13 H 0.5403 0.3981 0.8372 0.035 Uiso 1 1 calc R . . C14 C 0.3091(7) 0.4046(3) 0.8848(3) 0.0238(10) Uani 1 1 d . . . H14A H 0.2232 0.4216 0.8472 0.029 Uiso 1 1 calc R . . H14B H 0.2392 0.3756 0.9095 0.029 Uiso 1 1 calc R . . C15 C 0.3840(7) 0.4585(3) 0.9297(3) 0.0262(11) Uani 1 1 d . . . H15A H 0.4628 0.4416 0.9684 0.039 Uiso 1 1 calc R . . H15B H 0.2815 0.4816 0.9439 0.039 Uiso 1 1 calc R . . H15C H 0.4558 0.4868 0.9058 0.039 Uiso 1 1 calc R . . W1 W 0.41998(4) 0.169112(14) 0.923626(12) 0.03575(7) Uani 1 1 d . . . O16 O 0.2576(7) 0.2746(3) 1.0085(3) 0.0509(14) Uani 1 1 d . . . O17 O 0.0158(8) 0.1178(3) 0.8800(3) 0.0643(17) Uani 1 1 d . . . O18 O 0.5726(8) 0.0584(3) 0.8425(3) 0.0478(12) Uani 1 1 d . . . O19 O 0.8275(8) 0.2208(3) 0.9648(4) 0.075(2) Uani 1 1 d . . . O20 O 0.4811(16) 0.0814(5) 1.0486(3) 0.109(3) Uani 1 1 d . . . C16 C 0.3171(9) 0.2374(4) 0.9779(3) 0.0421(16) Uani 1 1 d . . . C17 C 0.1608(11) 0.1355(4) 0.8962(4) 0.0452(17) Uani 1 1 d . . . C18 C 0.5199(9) 0.0989(3) 0.8708(3) 0.0367(13) Uani 1 1 d . . . C19 C 0.6812(10) 0.2035(4) 0.9489(4) 0.054(2) Uani 1 1 d . . . C20 C 0.4571(16) 0.1125(5) 1.0033(4) 0.071(3) Uani 1 1 d . . . W2 W 0.64271(2) 0.087310(9) 0.643078(9) 0.01608(5) Uani 1 1 d . . . O21 O 0.3784(6) 0.1491(2) 0.5230(2) 0.0341(9) Uani 1 1 d . . . O22 O 1.0059(6) 0.1228(2) 0.5841(2) 0.0325(9) Uani 1 1 d . . . O23 O 0.9033(6) 0.0275(2) 0.7653(2) 0.0328(9) Uani 1 1 d . . . O24 O 0.2876(6) 0.0524(2) 0.7086(2) 0.0345(9) Uani 1 1 d . . . O25 O 0.6287(6) -0.04264(19) 0.5695(2) 0.0310(9) Uani 1 1 d . . . C21 C 0.4740(7) 0.1267(3) 0.5652(3) 0.0232(10) Uani 1 1 d . . . C22 C 0.8745(7) 0.1103(2) 0.6040(3) 0.0224(9) Uani 1 1 d . . . C23 C 0.8091(7) 0.0498(2) 0.7225(3) 0.0227(10) Uani 1 1 d . . . C24 C 0.4150(7) 0.0649(2) 0.6855(3) 0.0233(10) Uani 1 1 d . . . C25 C 0.6327(7) 0.0046(2) 0.5967(3) 0.0218(9) Uani 1 1 d . . . C003 C 0.0335(16) 0.9839(5) 0.9817(6) 0.074(3) Uiso 1 1 d . . . C035 C 0.2132(18) 0.9958(6) 0.9182(6) 0.086(3) Uiso 1 1 d . . . C045 C 0.1810(13) 0.9863(5) 0.9888(5) 0.0167(16) Uiso 0.50 1 d P . . Cl31 Cl 0.0054(7) 0.8976(3) 0.9633(3) 0.0678(12) Uiso 0.50 1 d P . . C046 C 0.2100(13) 1.0069(5) 1.0118(5) 0.0159(16) Uiso 0.50 1 d P . . 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 Fe3 0.0134(3) 0.0296(4) 0.0431(5) -0.0237(3) 0.0123(3) -0.0076(3) P1 0.0151(5) 0.0324(7) 0.0297(7) -0.0159(6) 0.0026(5) -0.0014(5) P2 0.0152(5) 0.0215(6) 0.0227(6) -0.0099(5) 0.0051(4) -0.0015(4) O1 0.026(2) 0.043(3) 0.051(3) -0.028(2) -0.0169(19) 0.0088(19) C1 0.013(2) 0.032(3) 0.035(3) -0.022(2) 0.0046(19) -0.0028(19) C2 0.0115(19) 0.033(3) 0.031(3) -0.016(2) 0.0035(18) -0.0047(18) C3 0.014(2) 0.034(3) 0.031(3) -0.018(2) 0.0097(19) -0.0094(19) C4 0.015(2) 0.029(3) 0.027(2) -0.016(2) 0.0080(18) -0.0056(18) C5 0.027(3) 0.030(3) 0.042(3) -0.013(2) 0.009(2) -0.007(2) C6 0.032(3) 0.041(3) 0.026(3) -0.013(2) 0.009(2) -0.014(2) C7 0.009(2) 0.087(6) 0.056(4) -0.050(4) -0.002(2) 0.004(3) C8 0.019(3) 0.100(8) 0.140(10) -0.106(8) 0.041(5) -0.032(4) C9 0.050(5) 0.031(4) 0.178(12) -0.044(6) 0.083(7) -0.024(4) C10 0.043(3) 0.016(2) 0.071(5) -0.002(3) 0.041(3) 0.002(2) C11 0.020(3) 0.205(15) 0.240(17) -0.207(14) 0.047(6) -0.047(6) C12 0.118(10) 0.023(4) 0.37(3) -0.043(8) 0.185(15) -0.025(5) C13 0.014(2) 0.037(3) 0.037(3) -0.024(2) 0.003(2) 0.001(2) C14 0.017(2) 0.025(2) 0.029(3) -0.015(2) 0.0036(18) -0.0031(18) C15 0.023(2) 0.026(3) 0.029(3) -0.014(2) 0.002(2) -0.001(2) W1 0.03233(12) 0.04995(16) 0.02353(11) -0.01321(10) -0.00064(9) 0.00560(11) O16 0.044(3) 0.072(4) 0.037(3) -0.024(3) 0.009(2) 0.009(3) O17 0.047(3) 0.073(4) 0.075(4) -0.017(3) 0.015(3) -0.021(3) O18 0.061(3) 0.046(3) 0.038(3) -0.009(2) 0.014(2) 0.005(3) O19 0.032(3) 0.079(5) 0.105(5) -0.052(4) -0.016(3) 0.012(3) O20 0.167(9) 0.124(8) 0.036(4) 0.012(4) 0.013(5) 0.050(7) C16 0.032(3) 0.067(5) 0.025(3) -0.013(3) -0.002(2) 0.007(3) C17 0.055(4) 0.050(4) 0.034(3) -0.007(3) 0.016(3) -0.004(3) C18 0.038(3) 0.044(4) 0.027(3) -0.002(3) 0.001(2) 0.001(3) C19 0.034(3) 0.066(5) 0.059(5) -0.036(4) -0.008(3) 0.014(3) C20 0.097(8) 0.090(7) 0.023(3) -0.002(4) 0.001(4) 0.032(6) W2 0.01565(8) 0.01571(8) 0.01720(9) -0.00327(6) 0.00347(6) 0.00015(6) O21 0.036(2) 0.036(2) 0.028(2) -0.0016(17) -0.0060(17) 0.0051(18) O22 0.0257(19) 0.031(2) 0.044(2) -0.0016(18) 0.0153(18) -0.0031(16) O23 0.033(2) 0.031(2) 0.033(2) 0.0051(17) 0.0004(17) 0.0111(17) O24 0.029(2) 0.037(2) 0.040(2) 0.0031(19) 0.0133(18) -0.0039(18) O25 0.034(2) 0.0220(18) 0.036(2) -0.0098(16) 0.0035(17) 0.0000(16) C21 0.022(2) 0.025(2) 0.022(2) -0.0077(19) 0.0035(18) -0.0012(19) C22 0.025(2) 0.018(2) 0.024(2) -0.0032(18) 0.0046(19) 0.0013(18) C23 0.026(2) 0.020(2) 0.023(2) -0.0035(18) 0.0058(19) 0.0021(18) C24 0.025(2) 0.022(2) 0.023(2) -0.0018(19) 0.0048(19) -0.0023(19) C25 0.020(2) 0.022(2) 0.024(2) 0.0013(18) 0.0042(18) 0.0003(18) _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 Fe3 C8 2.067(6) . ? Fe3 C3 2.070(5) . ? Fe3 C9 2.070(7) . ? Fe3 C2 2.072(5) . ? Fe3 C4 2.086(5) . ? Fe3 C10 2.092(7) . ? Fe3 C7 2.094(6) . ? Fe3 C1 2.095(5) . ? Fe3 P1 2.2573(18) . ? Fe3 P2 2.2578(14) . ? P1 C4 1.751(5) . ? P1 C1 1.769(6) . ? P1 W1 2.4653(17) . ? P2 C7 1.753(6) . ? P2 C10 1.759(7) . ? P2 W2 2.4650(13) . ? O1 C13 1.414(8) . ? C1 C2 1.416(8) . ? C1 C13 1.511(7) . ? C2 C3 1.439(7) . ? C2 C5 1.497(9) . ? C3 C4 1.417(9) . ? C3 C6 1.507(8) . ? C7 C8 1.408(15) . ? C8 C9 1.412(17) . ? C8 C11 1.517(11) . ? C9 C10 1.418(12) . ? C9 C12 1.495(13) . ? C13 C14 1.534(7) . ? C14 C15 1.522(7) . ? W1 C20 2.017(9) . ? W1 C17 2.036(8) . ? W1 C16 2.044(7) . ? W1 C18 2.045(7) . ? W1 C19 2.049(8) . ? O16 C16 1.138(8) . ? O17 C17 1.133(10) . ? O18 C18 1.138(8) . ? O19 C19 1.139(9) . ? O20 C20 1.134(12) . ? W2 C25 1.998(5) . ? W2 C22 2.048(5) . ? W2 C23 2.050(5) . ? W2 C21 2.053(5) . ? W2 C24 2.056(5) . ? O21 C21 1.136(7) . ? O22 C22 1.135(7) . ? O23 C23 1.139(7) . ? O24 C24 1.142(7) . ? O25 C25 1.148(7) . ? C003 C003 1.18(2) 3_577 ? C003 C045 1.074(15) . ? C003 C046 1.439(15) . ? C003 C046 1.827(15) 3_577 ? C003 C045 1.882(15) 3_577 ? C003 Cl31 1.879(13) . ? C035 C045 1.515(16) . ? C045 C046 0.656(11) . ? C045 C003 1.882(15) 3_577 ? C046 C003 1.827(15) 3_577 ? 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 C8 Fe3 C3 157.9(5) . . ? C8 Fe3 C9 39.9(5) . . ? C3 Fe3 C9 121.4(5) . . ? C8 Fe3 C2 122.2(3) . . ? C3 Fe3 C2 40.67(19) . . ? C9 Fe3 C2 103.8(3) . . ? C8 Fe3 C4 161.4(5) . . ? C3 Fe3 C4 39.9(2) . . ? C9 Fe3 C4 157.5(5) . . ? C2 Fe3 C4 69.2(2) . . ? C8 Fe3 C10 69.1(4) . . ? C3 Fe3 C10 103.0(3) . . ? C9 Fe3 C10 39.8(4) . . ? C2 Fe3 C10 114.2(3) . . ? C4 Fe3 C10 122.0(3) . . ? C8 Fe3 C7 39.6(4) . . ? C3 Fe3 C7 160.6(3) . . ? C9 Fe3 C7 68.9(5) . . ? C2 Fe3 C7 158.1(2) . . ? C4 Fe3 C7 125.1(3) . . ? C10 Fe3 C7 74.2(3) . . ? C8 Fe3 C1 105.3(2) . . ? C3 Fe3 C1 69.6(2) . . ? C9 Fe3 C1 115.3(3) . . ? C2 Fe3 C1 39.7(2) . . ? C4 Fe3 C1 73.68(19) . . ? C10 Fe3 C1 147.0(2) . . ? C7 Fe3 C1 123.2(2) . . ? C8 Fe3 P1 118.0(4) . . ? C3 Fe3 P1 75.33(17) . . ? C9 Fe3 P1 153.7(4) . . ? C2 Fe3 P1 75.15(17) . . ? C4 Fe3 P1 47.33(15) . . ? C10 Fe3 P1 164.06(17) . . ? C7 Fe3 P1 102.0(3) . . ? C1 Fe3 P1 47.77(18) . . ? C8 Fe3 P2 74.23(19) . . ? C3 Fe3 P2 116.50(15) . . ? C9 Fe3 P2 74.4(2) . . ? C2 Fe3 P2 152.82(16) . . ? C4 Fe3 P2 101.85(14) . . ? C10 Fe3 P2 47.53(17) . . ? C7 Fe3 P2 47.34(17) . . ? C1 Fe3 P2 164.83(19) . . ? P1 Fe3 P2 118.56(7) . . ? C4 P1 C1 90.9(3) . . ? C4 P1 Fe3 61.20(17) . . ? C1 P1 Fe3 61.31(18) . . ? C4 P1 W1 130.6(2) . . ? C1 P1 W1 138.02(19) . . ? Fe3 P1 W1 138.51(7) . . ? C7 P2 C10 91.8(4) . . ? C7 P2 Fe3 61.4(2) . . ? C10 P2 Fe3 61.3(2) . . ? C7 P2 W2 135.8(3) . . ? C10 P2 W2 130.5(3) . . ? Fe3 P2 W2 144.07(6) . . ? C2 C1 C13 124.2(6) . . ? C2 C1 P1 111.8(4) . . ? C13 C1 P1 123.9(5) . . ? C2 C1 Fe3 69.2(3) . . ? C13 C1 Fe3 130.0(4) . . ? P1 C1 Fe3 70.92(19) . . ? C1 C2 C3 112.8(5) . . ? C1 C2 C5 124.4(5) . . ? C3 C2 C5 122.7(5) . . ? C1 C2 Fe3 71.0(3) . . ? C3 C2 Fe3 69.6(3) . . ? C5 C2 Fe3 130.4(4) . . ? C4 C3 C2 111.5(5) . . ? C4 C3 C6 123.1(5) . . ? C2 C3 C6 125.4(6) . . ? C4 C3 Fe3 70.7(3) . . ? C2 C3 Fe3 69.7(3) . . ? C6 C3 Fe3 127.2(4) . . ? C3 C4 P1 113.1(4) . . ? C3 C4 Fe3 69.5(3) . . ? P1 C4 Fe3 71.47(18) . . ? C8 C7 P2 111.1(8) . . ? C8 C7 Fe3 69.2(5) . . ? P2 C7 Fe3 71.2(2) . . ? C7 C8 C9 113.3(7) . . ? C7 C8 C11 121.0(14) . . ? C9 C8 C11 125.6(13) . . ? C7 C8 Fe3 71.3(4) . . ? C9 C8 Fe3 70.2(4) . . ? C11 C8 Fe3 129.3(5) . . ? C8 C9 C10 113.0(8) . . ? C8 C9 C12 123.6(13) . . ? C10 C9 C12 123.3(14) . . ? C8 C9 Fe3 69.9(5) . . ? C10 C9 Fe3 70.9(4) . . ? C12 C9 Fe3 130.0(6) . . ? C9 C10 P2 110.7(8) . . ? C9 C10 Fe3 69.3(5) . . ? P2 C10 Fe3 71.2(2) . . ? O1 C13 C1 107.4(5) . . ? O1 C13 C14 110.6(5) . . ? C1 C13 C14 111.6(4) . . ? C15 C14 C13 112.2(4) . . ? C20 W1 C17 91.3(4) . . ? C20 W1 C16 90.0(3) . . ? C17 W1 C16 89.6(3) . . ? C20 W1 C18 88.7(3) . . ? C17 W1 C18 89.5(3) . . ? C16 W1 C18 178.4(3) . . ? C20 W1 C19 89.9(5) . . ? C17 W1 C19 178.6(3) . . ? C16 W1 C19 91.0(3) . . ? C18 W1 C19 89.9(3) . . ? C20 W1 P1 179.0(3) . . ? C17 W1 P1 87.7(2) . . ? C16 W1 P1 89.6(2) . . ? C18 W1 P1 91.78(19) . . ? C19 W1 P1 91.0(3) . . ? O16 C16 W1 178.6(8) . . ? O17 C17 W1 178.6(8) . . ? O18 C18 W1 177.8(6) . . ? O19 C19 W1 177.4(10) . . ? O20 C20 W1 178.6(12) . . ? C25 W2 C22 89.9(2) . . ? C25 W2 C23 90.6(2) . . ? C22 W2 C23 88.3(2) . . ? C25 W2 C21 90.8(2) . . ? C22 W2 C21 92.2(2) . . ? C23 W2 C21 178.5(2) . . ? C25 W2 C24 91.3(2) . . ? C22 W2 C24 178.0(2) . . ? C23 W2 C24 90.0(2) . . ? C21 W2 C24 89.3(2) . . ? C25 W2 P2 175.28(15) . . ? C22 W2 P2 85.85(14) . . ? C23 W2 P2 91.32(15) . . ? C21 W2 P2 87.32(15) . . ? C24 W2 P2 93.02(15) . . ? O21 C21 W2 178.5(5) . . ? O22 C22 W2 177.9(5) . . ? O23 C23 W2 177.8(5) . . ? O24 C24 W2 179.4(5) . . ? O25 C25 W2 179.0(5) . . ? C003 C003 C045 113.2(16) 3_577 . ? C003 C003 C046 87.9(13) 3_577 . ? C045 C003 C046 25.3(6) . . ? C003 C003 C046 51.9(10) 3_577 3_577 ? C045 C003 C046 165.1(11) . 3_577 ? C046 C003 C046 139.8(8) . 3_577 ? C003 C003 C045 31.6(9) 3_577 3_577 ? C045 C003 C045 144.8(10) . 3_577 ? C046 C003 C045 119.6(8) . 3_577 ? C046 C003 C045 20.3(4) 3_577 3_577 ? C003 C003 Cl31 130.7(15) 3_577 . ? C045 C003 Cl31 98.9(9) . . ? C046 C003 Cl31 118.9(8) . . ? C046 C003 Cl31 92.3(7) 3_577 . ? C045 C003 Cl31 108.7(7) 3_577 . ? C046 C045 C003 110.2(16) . . ? C046 C045 C035 121.4(15) . . ? C003 C045 C035 100.0(11) . . ? C046 C045 C003 75.1(12) . 3_577 ? C003 C045 C003 35.2(10) . 3_577 ? C035 C045 C003 121.4(8) . 3_577 ? C045 C046 C003 44.5(11) . . ? C045 C046 C003 84.6(13) . 3_577 ? C003 C046 C003 40.2(8) . 3_577 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 5.736 _refine_diff_density_min -5.543 _refine_diff_density_rms 0.187