#------------------------------------------------------------------------------ #$Date: 2011-02-11 13:19:21 +0200 (Fri, 11 Feb 2011) $ #$Revision: 10388 $ #$URL: file:///home/coder/svn-repositories/cod/cif/4/4316879.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_4316879 loop_ _publ_author_name 'Chelsea L. Mandell' 'Shannon S. Kleinbach' 'William G. Dougherty' 'W. Scott Kassel' 'Chip Nataro' _publ_section_title ; Electrochemistry of 1,1'-Bis(2,4-dialkylphosphetanyl)ferrocene and 1,1'-Bis(2,5-dialkylphospholanyl)ferrocene Ligands: Free Phosphines, Metal Complexes, and Chalcogenides ; _journal_name_full 'Inorganic Chemistry' _journal_page_first 9718 _journal_page_last 9727 _journal_volume 49 _journal_year 2010 _chemical_absolute_configuration syn _chemical_formula_sum 'C12 H18 Fe0.5 P Se' _chemical_formula_weight 300.12 _chemical_name_systematic ; ? ; _space_group_IT_number 92 _symmetry_cell_setting Tetragonal _symmetry_space_group_name_Hall 'P 4abw 2nw' _symmetry_space_group_name_H-M 'P 41 21 2' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 8 _cell_length_a 7.8001(8) _cell_length_b 7.8001(8) _cell_length_c 41.530(4) _cell_measurement_reflns_used 8152 _cell_measurement_temperature 135(2) _cell_measurement_theta_max 33.20 _cell_measurement_theta_min 2.79 _cell_volume 2526.7(4) _computing_cell_refinement 'Bruker SAINT' _computing_data_collection 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _diffrn_ambient_temperature 135(2) _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.993 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0369 _diffrn_reflns_av_sigmaI/netI 0.0422 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 63 _diffrn_reflns_limit_l_min -64 _diffrn_reflns_number 17060 _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 33.33 _diffrn_reflns_theta_min 2.79 _exptl_absorpt_coefficient_mu 3.614 _exptl_absorpt_correction_T_max 0.7139 _exptl_absorpt_correction_T_min 0.5318 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details SADABS _exptl_crystal_colour orange _exptl_crystal_density_diffrn 1.578 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 1216 _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.10 _refine_diff_density_max 0.478 _refine_diff_density_min -0.306 _refine_diff_density_rms 0.077 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.003(9) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 134 _refine_ls_number_reflns 4843 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.026 _refine_ls_R_factor_all 0.0452 _refine_ls_R_factor_gt 0.0337 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0344P)^2^+0.5148P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0715 _refine_ls_wR_factor_ref 0.0752 _reflns_number_gt 4124 _reflns_number_total 4843 _reflns_threshold_expression >2sigma(I) _[local]_cod_data_source_file ic1016164_si_002_09.cif _[local]_cod_data_source_block '[REtFTSe2]' _[local]_cod_chemical_formula_sum_orig 'C12 H18 Fe0.50 P Se' _cod_original_cell_volume 2526.8(4) _cod_database_code 4316879 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y+1/2, x+1/2, z+1/4' 'y+1/2, -x+1/2, z+3/4' '-x+1/2, y+1/2, -z+1/4' 'x+1/2, -y+1/2, -z+3/4' 'y, x, -z' '-y, -x, -z+1/2' 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 0.55621(4) 0.55621(4) 0.0000 0.01626(9) Uani 1 2 d S . . P1 P 0.32365(8) 0.71666(7) 0.061737(11) 0.01817(11) Uani 1 1 d . . . Se1 Se 0.18763(4) 0.50310(3) 0.078151(5) 0.02933(7) Uani 1 1 d . . . C1 C 0.3730(3) 0.7090(3) 0.01990(4) 0.0192(4) Uani 1 1 d . . . C2 C 0.4972(3) 0.8109(3) 0.00314(5) 0.0241(4) Uani 1 1 d . . . H2A H 0.5709 0.9023 0.0128 0.029 Uiso 1 1 calc R . . C3 C 0.7597(3) 0.4959(3) 0.02969(5) 0.0263(5) Uani 1 1 d . . . H3A H 0.8073 0.5708 0.0471 0.032 Uiso 1 1 calc R . . C4 C 0.6264(3) 0.3763(3) 0.03337(5) 0.0253(5) Uani 1 1 d . . . H4A H 0.5642 0.3511 0.0539 0.030 Uiso 1 1 calc R . . C5 C 0.5935(3) 0.2981(3) 0.00315(4) 0.0215(4) Uani 1 1 d . . . H5A H 0.5062 0.2072 -0.0013 0.026 Uiso 1 1 calc R . . C6 C 0.6945(4) 0.8037(4) 0.13289(6) 0.0385(6) Uani 1 1 d . . . H6A H 0.7017 0.7584 0.1549 0.058 Uiso 1 1 calc R . . H6B H 0.6821 0.9286 0.1337 0.058 Uiso 1 1 calc R . . H6C H 0.7992 0.7741 0.1211 0.058 Uiso 1 1 calc R . . C7 C 0.5404(3) 0.7260(3) 0.11590(5) 0.0253(5) Uani 1 1 d . . . H7A H 0.5548 0.6001 0.1147 0.030 Uiso 1 1 calc R . . H7B H 0.4358 0.7499 0.1287 0.030 Uiso 1 1 calc R . . C8 C 0.5173(3) 0.7970(3) 0.08205(5) 0.0234(4) Uani 1 1 d . . . H8A H 0.6225 0.7829 0.0686 0.028 Uiso 1 1 calc R . . C9 C 0.4411(4) 0.9811(3) 0.07969(5) 0.0275(5) Uani 1 1 d . . . H9A H 0.4518 1.0445 0.1003 0.033 Uiso 1 1 calc R . . H9B H 0.4945 1.0483 0.0621 0.033 Uiso 1 1 calc R . . C10 C 0.2519(3) 0.9339(3) 0.07205(5) 0.0247(4) Uani 1 1 d . . . H10A H 0.1860 0.9292 0.0927 0.030 Uiso 1 1 calc R . . C11 C 0.1525(4) 1.0399(3) 0.04799(6) 0.0320(5) Uani 1 1 d . . . H11A H 0.2110 1.0344 0.0269 0.038 Uiso 1 1 calc R . . H11B H 0.1524 1.1610 0.0551 0.038 Uiso 1 1 calc R . . C12 C -0.0319(4) 0.9798(4) 0.04399(7) 0.0456(7) Uani 1 1 d . . . H12A H -0.0920 1.0565 0.0291 0.068 Uiso 1 1 calc R . . H12B H -0.0896 0.9814 0.0649 0.068 Uiso 1 1 calc R . . H12C H -0.0329 0.8629 0.0353 0.068 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 0.01837(13) 0.01837(13) 0.01203(13) 0.00040(10) -0.00040(10) 0.00030(17) P1 0.0222(3) 0.0155(2) 0.01681(18) -0.00165(17) 0.00297(18) -0.0022(2) Se1 0.03667(15) 0.02351(12) 0.02780(10) 0.00181(9) 0.00627(10) -0.01113(10) C1 0.0239(10) 0.0157(10) 0.0179(7) 0.0001(7) 0.0019(7) 0.0020(8) C2 0.0303(11) 0.0189(10) 0.0229(8) 0.0039(8) 0.0044(9) -0.0001(9) C3 0.0284(12) 0.0325(12) 0.0180(7) -0.0032(8) -0.0074(8) 0.0096(11) C4 0.0313(12) 0.0279(12) 0.0166(7) 0.0037(8) 0.0002(8) 0.0088(10) C5 0.0234(11) 0.0208(10) 0.0203(8) 0.0020(8) 0.0024(8) 0.0041(9) C6 0.0406(16) 0.0407(16) 0.0343(11) -0.0069(11) -0.0109(11) -0.0016(14) C7 0.0268(12) 0.0251(11) 0.0238(8) -0.0039(8) -0.0023(8) 0.0003(10) C8 0.0250(12) 0.0247(11) 0.0205(7) -0.0051(8) 0.0023(8) -0.0051(9) C9 0.0379(13) 0.0171(11) 0.0274(9) -0.0033(8) -0.0021(10) -0.0078(10) C10 0.0318(13) 0.0170(10) 0.0252(9) -0.0048(8) 0.0046(8) -0.0014(10) C11 0.0419(15) 0.0195(12) 0.0345(11) -0.0031(9) -0.0003(11) 0.0053(11) C12 0.0359(16) 0.051(2) 0.0499(13) -0.0005(14) -0.0030(12) 0.0127(15) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C5 Fe1 C5 106.61(13) . 7 ? C5 Fe1 C1 130.71(8) . . ? C5 Fe1 C1 41.36(8) 7 . ? C5 Fe1 C1 41.36(8) . 7 ? C5 Fe1 C1 130.70(8) 7 7 ? C1 Fe1 C1 170.55(13) . 7 ? C5 Fe1 C2 69.08(9) . 7 ? C5 Fe1 C2 171.22(8) 7 7 ? C1 Fe1 C2 147.15(9) . 7 ? C1 Fe1 C2 41.14(9) 7 7 ? C5 Fe1 C2 171.21(8) . . ? C5 Fe1 C2 69.08(9) 7 . ? C1 Fe1 C2 41.14(9) . . ? C1 Fe1 C2 147.15(9) 7 . ? C2 Fe1 C2 116.23(14) 7 . ? C5 Fe1 C4 113.92(10) . 7 ? C5 Fe1 C4 40.64(8) 7 7 ? C1 Fe1 C4 68.71(8) . 7 ? C1 Fe1 C4 108.32(8) 7 7 ? C2 Fe1 C4 133.13(8) 7 7 ? C2 Fe1 C4 68.20(10) . 7 ? C5 Fe1 C4 40.64(8) . . ? C5 Fe1 C4 113.92(10) 7 . ? C1 Fe1 C4 108.32(8) . . ? C1 Fe1 C4 68.72(8) 7 . ? C2 Fe1 C4 68.20(10) 7 . ? C2 Fe1 C4 133.13(8) . . ? C4 Fe1 C4 145.61(16) 7 . ? C5 Fe1 C3 146.13(8) . 7 ? C5 Fe1 C3 68.10(9) 7 7 ? C1 Fe1 C3 68.44(8) . 7 ? C1 Fe1 C3 115.50(8) 7 7 ? C2 Fe1 C3 110.89(10) 7 7 ? C2 Fe1 C3 40.47(8) . 7 ? C4 Fe1 C3 39.98(10) 7 7 ? C4 Fe1 C3 173.01(10) . 7 ? C5 Fe1 C3 68.10(9) . . ? C5 Fe1 C3 146.13(8) 7 . ? C1 Fe1 C3 115.50(8) . . ? C1 Fe1 C3 68.45(8) 7 . ? C2 Fe1 C3 40.47(8) 7 . ? C2 Fe1 C3 110.88(10) . . ? C4 Fe1 C3 173.01(10) 7 . ? C4 Fe1 C3 39.98(10) . . ? C3 Fe1 C3 135.00(15) 7 . ? C1 P1 C8 106.34(10) . . ? C1 P1 C10 108.95(10) . . ? C8 P1 C10 80.13(10) . . ? C1 P1 Se1 113.67(7) . . ? C8 P1 Se1 122.61(7) . . ? C10 P1 Se1 120.35(8) . . ? C2 C1 C5 107.40(16) . 7 ? C2 C1 P1 126.96(16) . . ? C5 C1 P1 125.62(17) 7 . ? C2 C1 Fe1 69.72(12) . . ? C5 C1 Fe1 69.43(12) 7 . ? P1 C1 Fe1 124.57(11) . . ? C3 C2 C1 107.8(2) 7 . ? C3 C2 Fe1 70.53(13) 7 . ? C1 C2 Fe1 69.14(12) . . ? C4 C3 C2 108.48(19) . 7 ? C4 C3 Fe1 69.37(13) . . ? C2 C3 Fe1 68.99(12) 7 . ? C5 C4 C3 108.86(19) . . ? C5 C4 Fe1 69.36(12) . . ? C3 C4 Fe1 70.65(13) . . ? C4 C5 C1 107.5(2) . 7 ? C4 C5 Fe1 70.00(13) . . ? C1 C5 Fe1 69.22(13) 7 . ? C8 C7 C6 112.2(2) . . ? C7 C8 C9 116.02(17) . . ? C7 C8 P1 113.38(16) . . ? C9 C8 P1 88.42(14) . . ? C10 C9 C8 99.01(18) . . ? C11 C10 C9 119.6(2) . . ? C11 C10 P1 120.47(15) . . ? C9 C10 P1 88.67(15) . . ? C10 C11 C12 112.9(2) . . ? 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 C5 2.039(2) . ? Fe1 C5 2.039(2) 7 ? Fe1 C1 2.036(2) . ? Fe1 C1 2.036(2) 7 ? Fe1 C2 2.044(2) 7 ? Fe1 C2 2.044(2) . ? Fe1 C4 2.047(2) 7 ? Fe1 C4 2.047(2) . ? Fe1 C3 2.064(2) 7 ? Fe1 C3 2.064(2) . ? P1 C1 1.7808(18) . ? P1 C8 1.840(2) . ? P1 C10 1.835(2) . ? P1 Se1 2.0893(6) . ? C1 C2 1.433(3) . ? C1 C5 1.439(3) 7 ? C2 C3 1.421(3) 7 ? C3 C4 1.405(4) . ? C3 C2 1.421(3) 7 ? C4 C5 1.419(3) . ? C5 C1 1.439(3) 7 ? C6 C7 1.520(4) . ? C7 C8 1.522(3) . ? C8 C9 1.557(3) . ? C9 C10 1.554(4) . ? C10 C11 1.511(3) . ? C11 C12 1.522(4) . ?