# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2010 data_global _journal_name_full 'New J.Chem.' _journal_coden_cambridge 0440 #=============================================================================== _audit_creation_date 2009-08-26 # 1. SUBMISSION DETAILS _publ_contact_author_name 'Xavier F. Le Goff' _publ_contact_author_address ;Laboratoire DCPH Ecole Polytechnique Route de Saclay F91128 Palaiseau France ; _publ_contact_author_email xavier-frederic.legoff@polytechnique.edu _publ_contact_author_phone 330169334413 _publ_contact_author_fax 330169334440 _publ_contact_letter ; Please consider this CIF submission for publication as a new structure paper in NEW JOURNAL OF CHEMISTRY. The figures, chemical structure diagram (scheme), Transfert of Copyright Agreement form and structure factors will be sent on receipt of your acknowledgement letter ; #=============================================================================== # 3. TITLE AND AUTHOR LIST _publ_section_title ; Studies of How of Redox Chemistry influences the Synthesis of Transition Metal Phosphametallocenes: a Convenient Synthesis of 2,5,-diester-substituted Phosphametallocenes and 2,2',5,5'-tetraester substituted-1,1'-diphosphaferrocenes ; # The loop structure below should contain the names and addresses of all # authors, in the required order of publication. Repeat as necessary. loop_ _publ_author_name _publ_author_footnote 'D. Carmichael' a 'X.F.Le Goff' a 'E. Muller' a _publ_author_address ; a) Laboratoire Heteroelements et Coordination, Ecole Polytechnique, CNRS F-91128 Palaiseau Cedex France ; #=============================================================================== _publ_section_exptl_prep ;All structures were solved using SIR97 (Altomare et al.) and refined with SHELXL97 (Sheldrick). Figures were drawn with Platon (Spek, 1990). ; _publ_section_references ;Altomare, A., Cascarano, G., Giacovazzo, C. & Guagliardi, A. (1993) J. Appl. Cryst. 26, 343-350. Sheldrick, G.M. SHELXL97. Program for crystal structure refinement. University of G\\"ottingen, Germany, 1997. Sluis, P. v.d., Spek, A.L. (1990). Acta Cryst. A46, 194-201. Spek, A.L. (1990). Acta Cryst. A46, C-34. Spek, A. L. J. Appl. Crystallogr. 2003, 36, 7 ; #=============================================================================== # If more than one structure is reported, sections 5-10 should be filled in # per structure. For each data set, replace the ? in the data_? line below # by a unique identifier. #=============================================================================== #compound 5 data_em371b _database_code_depnum_ccdc_archive 'CCDC 745601' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H24 Fe O8 P2' _chemical_formula_sum 'C20 H24 Fe O8 P2' _chemical_formula_weight 510.18 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 'Ccm21 ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x, y, z+1/2' 'x, -y, z' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z+1/2' '-x+1/2, y+1/2, z+1/2' 'x+1/2, -y+1/2, z' _cell_length_a 7.473(1) _cell_length_b 21.153(1) _cell_length_c 13.311(1) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2104.2(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150.0(1) _cell_measurement_reflns_used 1606 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 30.034 _exptl_crystal_description Block _exptl_crystal_colour Orange _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.610 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1056 _exptl_absorpt_coefficient_mu 0.915 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7708 _exptl_absorpt_correction_T_max 0.8825 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150.0(1) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7674 _diffrn_reflns_av_R_equivalents 0.0212 _diffrn_reflns_av_sigmaI/netI 0.0364 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.89 _diffrn_reflns_theta_max 29.97 _reflns_number_total 2535 _reflns_number_gt 2322 _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. Crystal was found to be twinned (twin fraction 0.86/0.14) ; _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^)+(0.0329P)^2^+0.3328P] 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 0.142(16) _refine_ls_number_reflns 2535 _refine_ls_number_parameters 150 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0306 _refine_ls_R_factor_gt 0.0264 _refine_ls_wR_factor_ref 0.0654 _refine_ls_wR_factor_gt 0.0638 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.066 _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 0.35544(4) 0.0000 0.07944(3) 0.01336(9) Uani 1 2 d S . . P1 P 0.54695(9) 0.0000 -0.05490(5) 0.01511(14) Uani 1 2 d S . . P2 P 0.16833(8) 0.0000 0.21727(5) 0.01488(15) Uani 1 2 d S . . O1 O 0.3167(2) -0.16944(8) -0.05291(18) 0.0432(5) Uani 1 1 d . . . O2 O 0.59882(18) -0.13484(7) -0.04426(12) 0.0248(3) Uani 1 1 d . . . O3 O 0.3947(2) 0.17001(9) 0.19363(19) 0.0447(5) Uani 1 1 d . . . O4 O 0.11556(18) 0.13432(7) 0.21559(13) 0.0275(3) Uani 1 1 d . . . C1 C 0.3775(2) -0.05829(11) -0.04549(17) 0.0160(4) Uani 1 1 d . . . C2 C 0.1989(2) -0.03372(10) -0.03912(15) 0.0178(4) Uani 1 1 d . . . C3 C 0.0318(2) -0.07398(11) -0.03418(18) 0.0252(5) Uani 1 1 d . . . H3A H 0.0046 -0.0906 -0.1012 0.038 Uiso 1 1 calc R . . H3B H -0.0687 -0.0482 -0.0105 0.038 Uiso 1 1 calc R . . H3C H 0.0513 -0.1092 0.0123 0.038 Uiso 1 1 calc R . . C4 C 0.4208(3) -0.12654(10) -0.04726(16) 0.0214(4) Uani 1 1 d . . . C5 C 0.6615(3) -0.19935(12) -0.0435(2) 0.0337(6) Uani 1 1 d . . . H5A H 0.6054 -0.2222 0.0122 0.051 Uiso 1 1 calc R . . H5B H 0.7918 -0.1998 -0.0351 0.051 Uiso 1 1 calc R . . H5C H 0.6300 -0.2198 -0.1072 0.051 Uiso 1 1 calc R . . C6 C 0.3379(2) 0.05831(11) 0.20519(16) 0.0152(4) Uani 1 1 d . . . C7 C 0.5162(2) 0.03370(9) 0.19570(14) 0.0175(4) Uani 1 1 d . . . C8 C 0.6836(3) 0.07348(12) 0.18963(17) 0.0269(5) Uani 1 1 d . . . H8A H 0.7241 0.0840 0.2576 0.040 Uiso 1 1 calc R . . H8B H 0.6578 0.1125 0.1526 0.040 Uiso 1 1 calc R . . H8C H 0.7775 0.0498 0.1547 0.040 Uiso 1 1 calc R . . C9 C 0.2926(3) 0.12665(10) 0.20304(16) 0.0221(4) Uani 1 1 d . . . C10 C 0.0481(3) 0.19855(11) 0.2129(2) 0.0377(6) Uani 1 1 d . . . H10A H 0.1186 0.2250 0.2586 0.057 Uiso 1 1 calc R . . H10B H -0.0776 0.1989 0.2340 0.057 Uiso 1 1 calc R . . H10C H 0.0575 0.2151 0.1444 0.057 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 0.01239(15) 0.01458(17) 0.01310(16) 0.000 0.00007(12) 0.000 P1 0.0143(3) 0.0148(3) 0.0163(3) 0.000 0.0027(2) 0.000 P2 0.0134(3) 0.0138(4) 0.0174(4) 0.000 0.0023(3) 0.000 O1 0.0343(9) 0.0186(9) 0.0768(15) -0.0037(11) 0.0010(9) -0.0073(7) O2 0.0258(8) 0.0144(7) 0.0342(9) -0.0037(7) -0.0015(6) 0.0045(6) O3 0.0416(10) 0.0183(9) 0.0742(14) -0.0092(9) 0.0205(10) -0.0121(7) O4 0.0274(8) 0.0141(7) 0.0412(10) 0.0002(8) 0.0011(7) 0.0051(6) C1 0.0180(9) 0.0157(10) 0.0144(10) -0.0019(9) -0.0003(7) -0.0007(7) C2 0.0162(8) 0.0214(11) 0.0159(9) -0.0016(9) -0.0020(7) -0.0027(7) C3 0.0178(10) 0.0307(12) 0.0272(12) -0.0012(11) -0.0019(8) -0.0068(8) C4 0.0253(10) 0.0171(9) 0.0217(10) 0.0000(10) 0.0017(8) -0.0016(8) C5 0.0425(13) 0.0172(12) 0.0413(15) 0.0002(11) -0.0005(11) 0.0110(8) C6 0.0168(9) 0.0148(10) 0.0139(10) -0.0018(9) 0.0016(7) -0.0029(7) C7 0.0161(9) 0.0246(10) 0.0118(8) -0.0011(9) 0.0007(6) -0.0037(8) C8 0.0183(10) 0.0405(14) 0.0218(11) 0.0001(10) -0.0023(8) -0.0109(9) C9 0.0289(12) 0.0176(10) 0.0199(10) -0.0041(9) 0.0028(8) -0.0022(8) C10 0.0485(15) 0.0191(11) 0.0456(15) 0.0024(12) -0.0021(12) 0.0138(9) _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 C1 2.077(2) . ? Fe1 C1 2.077(2) 4 ? Fe1 C6 2.083(2) . ? Fe1 C6 2.083(2) 4 ? Fe1 C7 2.0849(19) . ? Fe1 C7 2.0849(19) 4 ? Fe1 C2 2.0901(19) . ? Fe1 C2 2.0901(19) 4 ? Fe1 P1 2.2904(8) . ? Fe1 P2 2.3067(8) . ? P1 C1 1.772(2) . ? P1 C1 1.772(2) 4 ? P2 C6 1.776(2) . ? P2 C6 1.776(2) 4 ? O1 C4 1.198(3) . ? O2 C4 1.342(2) . ? O2 C5 1.443(3) . ? O3 C9 1.200(3) . ? O4 C9 1.343(2) . ? O4 C10 1.450(3) . ? C1 C2 1.435(3) . ? C1 C4 1.480(3) . ? C2 C2 1.427(4) 4 ? C2 C3 1.513(3) . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 C7 1.436(3) . ? C6 C9 1.485(3) . ? C7 C7 1.426(4) 4 ? C7 C8 1.510(3) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Fe1 C1 72.85(13) . 4 ? C1 Fe1 C6 179.04(8) . . ? C1 Fe1 C6 107.27(7) 4 . ? C1 Fe1 C6 107.27(7) . 4 ? C1 Fe1 C6 179.04(8) 4 4 ? C6 Fe1 C6 72.60(13) . 4 ? C1 Fe1 C7 138.73(7) . . ? C1 Fe1 C7 110.22(8) 4 . ? C6 Fe1 C7 40.31(7) . . ? C6 Fe1 C7 69.04(8) 4 . ? C1 Fe1 C7 110.22(8) . 4 ? C1 Fe1 C7 138.73(7) 4 4 ? C6 Fe1 C7 69.04(8) . 4 ? C6 Fe1 C7 40.31(7) 4 4 ? C7 Fe1 C7 39.98(11) . 4 ? C1 Fe1 C2 40.29(7) . . ? C1 Fe1 C2 69.05(8) 4 . ? C6 Fe1 C2 140.67(8) . . ? C6 Fe1 C2 111.68(8) 4 . ? C7 Fe1 C2 178.80(8) . . ? C7 Fe1 C2 140.03(7) 4 . ? C1 Fe1 C2 69.05(8) . 4 ? C1 Fe1 C2 40.29(7) 4 4 ? C6 Fe1 C2 111.68(8) . 4 ? C6 Fe1 C2 140.67(8) 4 4 ? C7 Fe1 C2 140.03(7) . 4 ? C7 Fe1 C2 178.80(8) 4 4 ? C2 Fe1 C2 39.91(11) . 4 ? C1 Fe1 P1 47.56(5) . . ? C1 Fe1 P1 47.56(5) 4 . ? C6 Fe1 P1 131.80(5) . . ? C6 Fe1 P1 131.80(5) 4 . ? C7 Fe1 P1 102.67(5) . . ? C7 Fe1 P1 102.67(5) 4 . ? C2 Fe1 P1 76.13(6) . . ? C2 Fe1 P1 76.13(6) 4 . ? C1 Fe1 P2 133.23(6) . . ? C1 Fe1 P2 133.23(6) 4 . ? C6 Fe1 P2 47.38(5) . . ? C6 Fe1 P2 47.38(5) 4 . ? C7 Fe1 P2 76.05(5) . . ? C7 Fe1 P2 76.05(5) 4 . ? C2 Fe1 P2 105.14(5) . . ? C2 Fe1 P2 105.14(5) 4 . ? P1 Fe1 P2 178.64(3) . . ? C1 P1 C1 88.20(14) . 4 ? C1 P1 Fe1 59.88(7) . . ? C1 P1 Fe1 59.88(7) 4 . ? C6 P2 C6 87.99(14) . 4 ? C6 P2 Fe1 59.69(7) . . ? C6 P2 Fe1 59.69(7) 4 . ? C4 O2 C5 116.47(16) . . ? C9 O4 C10 116.93(17) . . ? C2 C1 C4 123.90(18) . . ? C2 C1 P1 114.64(17) . . ? C4 C1 P1 121.44(14) . . ? C2 C1 Fe1 70.35(12) . . ? C4 C1 Fe1 127.55(17) . . ? P1 C1 Fe1 72.55(8) . . ? C2 C2 C1 111.24(12) 4 . ? C2 C2 C3 124.26(11) 4 . ? C1 C2 C3 124.50(19) . . ? C2 C2 Fe1 70.05(6) 4 . ? C1 C2 Fe1 69.36(11) . . ? C3 C2 Fe1 128.42(14) . . ? C2 C3 H3A 109.5 . . ? C2 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C2 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? O1 C4 O2 123.1(2) . . ? O1 C4 C1 126.7(2) . . ? O2 C4 C1 110.10(16) . . ? O2 C5 H5A 109.5 . . ? O2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? O2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C7 C6 C9 124.25(17) . . ? C7 C6 P2 114.73(16) . . ? C9 C6 P2 121.00(14) . . ? C7 C6 Fe1 69.90(12) . . ? C9 C6 Fe1 125.11(16) . . ? P2 C6 Fe1 72.93(8) . . ? C7 C7 C6 111.25(11) 4 . ? C7 C7 C8 123.88(12) 4 . ? C6 C7 C8 124.84(19) . . ? C7 C7 Fe1 70.01(5) 4 . ? C6 C7 Fe1 69.78(11) . . ? C8 C7 Fe1 128.93(14) . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? O3 C9 O4 123.2(2) . . ? O3 C9 C6 126.9(2) . . ? O4 C9 C6 109.87(17) . . ? O4 C10 H10A 109.5 . . ? O4 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? O4 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 29.97 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.587 _refine_diff_density_min -0.415 _refine_diff_density_rms 0.058 #===END # compound 16 data_em370 _database_code_depnum_ccdc_archive 'CCDC 745602' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C15 H17 Fe O4 P' _chemical_formula_sum 'C15 H17 Fe O4 P' _chemical_formula_weight 348.11 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P21/c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.213(1) _cell_length_b 11.074(1) _cell_length_c 16.621(1) _cell_angle_alpha 90.00 _cell_angle_beta 101.473(1) _cell_angle_gamma 90.00 _cell_volume 1481.5(2) _cell_formula_units_Z 4 _cell_measurement_temperature 150.0(1) _cell_measurement_reflns_used 4103 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 30.034 _exptl_crystal_description Block _exptl_crystal_colour Orange _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.561 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 720 _exptl_absorpt_coefficient_mu 1.138 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7719 _exptl_absorpt_correction_T_max 0.8756 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150.0(1) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13064 _diffrn_reflns_av_R_equivalents 0.0278 _diffrn_reflns_av_sigmaI/netI 0.0297 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.18 _diffrn_reflns_theta_max 30.01 _reflns_number_total 4303 _reflns_number_gt 3710 _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^)+(0.0322P)^2^+0.4854P] 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 4303 _refine_ls_number_parameters 194 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0341 _refine_ls_R_factor_gt 0.0268 _refine_ls_wR_factor_ref 0.0731 _refine_ls_wR_factor_gt 0.0697 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _refine_ls_shift/su_max 0.010 _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 0.26605(2) 0.184059(16) 0.380975(11) 0.02013(6) Uani 1 1 d . . . P1 P 0.52646(4) 0.12281(3) 0.37176(2) 0.02242(8) Uani 1 1 d . . . O1 O 0.41262(13) -0.12049(9) 0.33676(7) 0.0314(2) Uani 1 1 d . . . O2 O 0.19106(14) -0.09376(10) 0.23550(7) 0.0392(3) Uani 1 1 d . . . O3 O 0.68032(12) 0.33097(9) 0.45503(6) 0.0282(2) Uani 1 1 d . . . O4 O 0.52899(13) 0.48291(9) 0.38879(7) 0.0331(2) Uani 1 1 d . . . C1 C 0.35007(16) 0.07716(12) 0.29661(8) 0.0218(2) Uani 1 1 d . . . C2 C 0.25277(17) 0.17510(12) 0.25594(8) 0.0224(3) Uani 1 1 d . . . C3 C 0.31747(16) 0.28968(12) 0.28674(8) 0.0219(2) Uani 1 1 d . . . C4 C 0.46339(16) 0.27573(12) 0.34995(8) 0.0209(2) Uani 1 1 d . . . C5 C 0.10229(18) 0.16224(15) 0.18823(9) 0.0317(3) Uani 1 1 d . . . H5A H 0.1373 0.1569 0.1353 0.048 Uiso 1 1 calc R . . H5B H 0.0299 0.2326 0.1882 0.048 Uiso 1 1 calc R . . H5C H 0.0416 0.0888 0.1971 0.048 Uiso 1 1 calc R . . C6 C 0.23998(18) 0.40763(13) 0.25439(9) 0.0296(3) Uani 1 1 d . . . H6A H 0.2803 0.4723 0.2936 0.044 Uiso 1 1 calc R . . H6B H 0.1189 0.4017 0.2470 0.044 Uiso 1 1 calc R . . H6C H 0.2703 0.4258 0.2016 0.044 Uiso 1 1 calc R . . C7 C 0.30565(16) -0.05194(12) 0.28456(8) 0.0247(3) Uani 1 1 d . . . C8 C 0.3791(2) -0.24870(13) 0.33654(10) 0.0345(3) Uani 1 1 d . . . H8A H 0.2804 -0.2633 0.3599 0.052 Uiso 1 1 calc R . . H8B H 0.4746 -0.2907 0.3695 0.052 Uiso 1 1 calc R . . H8C H 0.3597 -0.2790 0.2800 0.052 Uiso 1 1 calc R . . C9 C 0.55510(16) 0.37556(12) 0.39787(8) 0.0226(3) Uani 1 1 d . . . C10 C 0.78313(18) 0.41917(14) 0.50444(9) 0.0302(3) Uani 1 1 d . . . H10A H 0.8253 0.4766 0.4687 0.045 Uiso 1 1 calc R . . H10B H 0.8767 0.3786 0.5399 0.045 Uiso 1 1 calc R . . H10C H 0.7175 0.4625 0.5384 0.045 Uiso 1 1 calc R . . C11 C 0.1239(2) 0.07624(16) 0.44014(11) 0.0424(4) Uani 1 1 d . . . H11 H 0.1107 -0.0087 0.4338 0.051 Uiso 1 1 calc R . . C12 C 0.0236(2) 0.16520(18) 0.39281(11) 0.0407(4) Uani 1 1 d . . . H12 H -0.0688 0.1505 0.3496 0.049 Uiso 1 1 calc R . . C13 C 0.08602(19) 0.28014(15) 0.42161(9) 0.0334(3) Uani 1 1 d . . . H13 H 0.0431 0.3561 0.4009 0.040 Uiso 1 1 calc R . . C14 C 0.2241(2) 0.26148(14) 0.48697(9) 0.0309(3) Uani 1 1 d . . . H14 H 0.2896 0.3229 0.5176 0.037 Uiso 1 1 calc R . . C15 C 0.2471(2) 0.13562(15) 0.49858(9) 0.0355(3) Uani 1 1 d . . . H15 H 0.3304 0.0977 0.5384 0.043 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.02078(10) 0.01986(10) 0.02014(10) 0.00039(6) 0.00501(7) 0.00064(7) P1 0.01993(16) 0.01787(16) 0.02798(17) -0.00087(12) 0.00119(13) 0.00138(12) O1 0.0327(5) 0.0179(5) 0.0406(6) -0.0009(4) 0.0001(4) -0.0021(4) O2 0.0358(6) 0.0306(6) 0.0457(6) -0.0066(5) -0.0057(5) -0.0069(5) O3 0.0266(5) 0.0215(5) 0.0326(5) -0.0031(4) -0.0036(4) -0.0012(4) O4 0.0355(6) 0.0190(5) 0.0420(6) -0.0017(4) 0.0009(5) 0.0015(4) C1 0.0209(6) 0.0220(6) 0.0227(6) -0.0031(5) 0.0051(5) -0.0008(5) C2 0.0209(6) 0.0271(7) 0.0192(6) 0.0001(5) 0.0044(5) -0.0005(5) C3 0.0209(6) 0.0236(6) 0.0220(6) 0.0033(5) 0.0060(5) 0.0008(5) C4 0.0198(6) 0.0189(6) 0.0246(6) -0.0001(5) 0.0055(5) 0.0001(5) C5 0.0277(7) 0.0396(8) 0.0250(7) 0.0010(6) -0.0016(6) -0.0029(6) C6 0.0258(7) 0.0275(7) 0.0343(7) 0.0095(6) 0.0031(6) 0.0046(6) C7 0.0228(6) 0.0248(6) 0.0279(6) -0.0042(5) 0.0083(5) -0.0019(5) C8 0.0392(8) 0.0197(7) 0.0456(9) 0.0001(6) 0.0109(7) -0.0040(6) C9 0.0222(6) 0.0208(6) 0.0257(6) -0.0003(5) 0.0070(5) 0.0003(5) C10 0.0268(7) 0.0287(7) 0.0332(7) -0.0074(6) 0.0015(6) -0.0043(6) C11 0.0564(11) 0.0335(8) 0.0463(9) -0.0027(7) 0.0320(9) -0.0137(8) C12 0.0240(7) 0.0634(11) 0.0380(8) -0.0077(8) 0.0145(6) -0.0083(7) C13 0.0319(8) 0.0398(8) 0.0316(7) 0.0023(6) 0.0138(6) 0.0125(6) C14 0.0387(8) 0.0313(7) 0.0243(6) -0.0023(6) 0.0104(6) 0.0054(6) C15 0.0486(9) 0.0346(8) 0.0264(7) 0.0084(6) 0.0151(7) 0.0075(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 C13 2.0425(14) . ? Fe1 C14 2.0492(14) . ? Fe1 C12 2.0502(15) . ? Fe1 C11 2.0526(15) . ? Fe1 C1 2.0564(12) . ? Fe1 C2 2.0616(13) . ? Fe1 C15 2.0625(14) . ? Fe1 C4 2.0629(13) . ? Fe1 C3 2.0647(13) . ? Fe1 P1 2.2778(5) . ? P1 C4 1.7869(13) . ? P1 C1 1.7874(13) . ? O1 C7 1.3408(17) . ? O1 C8 1.4461(17) . ? O2 C7 1.2082(17) . ? O3 C9 1.3473(16) . ? O3 C10 1.4372(16) . ? O4 C9 1.2121(16) . ? C1 C2 1.4342(18) . ? C1 C7 1.4793(18) . ? C2 C3 1.4305(19) . ? C2 C5 1.5036(19) . ? C3 C4 1.4363(18) . ? C3 C6 1.5047(19) . ? C4 C9 1.4783(18) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.418(3) . ? C11 C15 1.418(3) . ? C11 H11 0.9500 . ? C12 C13 1.419(2) . ? C12 H12 0.9500 . ? C13 C14 1.421(2) . ? C13 H13 0.9500 . ? C14 C15 1.415(2) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? 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 C13 Fe1 C14 40.64(6) . . ? C13 Fe1 C12 40.58(7) . . ? C14 Fe1 C12 68.13(7) . . ? C13 Fe1 C11 68.06(7) . . ? C14 Fe1 C11 67.82(7) . . ? C12 Fe1 C11 40.43(8) . . ? C13 Fe1 C1 152.69(6) . . ? C14 Fe1 C1 164.52(6) . . ? C12 Fe1 C1 118.09(6) . . ? C11 Fe1 C1 106.97(6) . . ? C13 Fe1 C2 117.50(6) . . ? C14 Fe1 C2 154.50(6) . . ? C12 Fe1 C2 103.54(6) . . ? C11 Fe1 C2 122.26(6) . . ? C1 Fe1 C2 40.76(5) . . ? C13 Fe1 C15 68.05(6) . . ? C14 Fe1 C15 40.25(6) . . ? C12 Fe1 C15 67.97(7) . . ? C11 Fe1 C15 40.31(7) . . ? C1 Fe1 C15 126.54(6) . . ? C2 Fe1 C15 160.74(6) . . ? C13 Fe1 C4 118.86(6) . . ? C14 Fe1 C4 106.49(6) . . ? C12 Fe1 C4 154.22(7) . . ? C11 Fe1 C4 162.97(7) . . ? C1 Fe1 C4 74.09(5) . . ? C2 Fe1 C4 70.02(5) . . ? C15 Fe1 C4 125.16(6) . . ? C13 Fe1 C3 103.09(6) . . ? C14 Fe1 C3 120.66(6) . . ? C12 Fe1 C3 118.66(7) . . ? C11 Fe1 C3 156.16(7) . . ? C1 Fe1 C3 70.23(5) . . ? C2 Fe1 C3 40.57(5) . . ? C15 Fe1 C3 158.70(6) . . ? C4 Fe1 C3 40.73(5) . . ? C13 Fe1 P1 158.21(5) . . ? C14 Fe1 P1 120.20(5) . . ? C12 Fe1 P1 156.78(6) . . ? C11 Fe1 P1 119.36(6) . . ? C1 Fe1 P1 48.38(4) . . ? C2 Fe1 P1 77.29(4) . . ? C15 Fe1 P1 103.59(5) . . ? C4 Fe1 P1 48.31(4) . . ? C3 Fe1 P1 77.36(4) . . ? C4 P1 C1 87.95(6) . . ? C4 P1 Fe1 59.55(4) . . ? C1 P1 Fe1 59.32(4) . . ? C7 O1 C8 117.03(11) . . ? C9 O3 C10 115.67(11) . . ? C2 C1 C7 124.60(12) . . ? C2 C1 P1 114.44(10) . . ? C7 C1 P1 120.78(10) . . ? C2 C1 Fe1 69.81(7) . . ? C7 C1 Fe1 122.79(9) . . ? P1 C1 Fe1 72.30(5) . . ? C3 C2 C1 111.69(12) . . ? C3 C2 C5 122.91(12) . . ? C1 C2 C5 125.39(12) . . ? C3 C2 Fe1 69.83(7) . . ? C1 C2 Fe1 69.42(7) . . ? C5 C2 Fe1 129.04(10) . . ? C2 C3 C4 111.28(12) . . ? C2 C3 C6 122.79(12) . . ? C4 C3 C6 125.93(12) . . ? C2 C3 Fe1 69.60(7) . . ? C4 C3 Fe1 69.57(7) . . ? C6 C3 Fe1 128.83(9) . . ? C3 C4 C9 125.12(12) . . ? C3 C4 P1 114.61(10) . . ? C9 C4 P1 120.22(10) . . ? C3 C4 Fe1 69.70(7) . . ? C9 C4 Fe1 125.08(9) . . ? P1 C4 Fe1 72.14(5) . . ? 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 . . ? O2 C7 O1 122.81(13) . . ? O2 C7 C1 126.86(13) . . ? O1 C7 C1 110.33(11) . . ? O1 C8 H8A 109.5 . . ? O1 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? O1 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? O4 C9 O3 122.59(12) . . ? O4 C9 C4 127.43(13) . . ? O3 C9 C4 109.97(11) . . ? O3 C10 H10A 109.5 . . ? O3 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? O3 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C12 C11 C15 108.34(15) . . ? C12 C11 Fe1 69.69(9) . . ? C15 C11 Fe1 70.22(9) . . ? C12 C11 H11 125.8 . . ? C15 C11 H11 125.8 . . ? Fe1 C11 H11 125.8 . . ? C11 C12 C13 107.77(15) . . ? C11 C12 Fe1 69.88(9) . . ? C13 C12 Fe1 69.42(9) . . ? C11 C12 H12 126.1 . . ? C13 C12 H12 126.1 . . ? Fe1 C12 H12 126.2 . . ? C12 C13 C14 107.89(14) . . ? C12 C13 Fe1 70.00(9) . . ? C14 C13 Fe1 69.93(8) . . ? C12 C13 H13 126.1 . . ? C14 C13 H13 126.1 . . ? Fe1 C13 H13 125.6 . . ? C15 C14 C13 108.20(15) . . ? C15 C14 Fe1 70.38(8) . . ? C13 C14 Fe1 69.43(8) . . ? C15 C14 H14 125.9 . . ? C13 C14 H14 125.9 . . ? Fe1 C14 H14 125.9 . . ? C14 C15 C11 107.79(15) . . ? C14 C15 Fe1 69.37(8) . . ? C11 C15 Fe1 69.47(8) . . ? C14 C15 H15 126.1 . . ? C11 C15 H15 126.1 . . ? Fe1 C15 H15 126.6 . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 30.01 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.418 _refine_diff_density_min -0.270 _refine_diff_density_rms 0.054 #===END