# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Dr Silvestru Anca' _publ_contact_author_email ancas@chem.ubbcluj.ro _publ_section_title ; New group 11 complexes with metal - selenium bonds of methyldiphenylphosphane selenide: a solid state, solution and theoretical investigation ; loop_ _publ_author_name A.Pop S.Anca A.Laguna M.Kulcsar M.Arca V.Lippolis # Attachment '- Cpd 6-CCDC 827811.cif' data_c175s _database_code_depnum_ccdc_archive 'CCDC 827811' #TrackingRef '- Cpd 6-CCDC 827811.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H13 Au F5 P Se' _chemical_formula_weight 643.19 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' Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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' Se Se -0.0929 2.2259 '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 9.0631(18) _cell_length_b 21.657(4) _cell_length_c 9.6803(19) _cell_angle_alpha 90.00 _cell_angle_beta 96.97(3) _cell_angle_gamma 90.00 _cell_volume 1886.0(6) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 21674 _cell_measurement_theta_min 3.7606 _cell_measurement_theta_max 35.0778 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.265 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1200 _exptl_absorpt_coefficient_mu 9.863 _exptl_absorpt_correction_type multi-scans _exptl_absorpt_correction_T_min 0.1038 _exptl_absorpt_correction_T_max 0.2430 _exptl_absorpt_process_details SADABS _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 'Xcalibur Oxford Diffraction' _diffrn_measurement_method '\w rotations' _diffrn_detector_area_resol_mean 16.06 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25624 _diffrn_reflns_av_R_equivalents 0.0438 _diffrn_reflns_av_sigmaI/netI 0.0250 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 3.76 _diffrn_reflns_theta_max 25.50 _reflns_number_total 3464 _reflns_number_gt 3221 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Crysalis CCD' _computing_cell_refinement 'Crysalis RED' _computing_data_reduction 'Crysalis RED' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics XP _computing_publication_material XCIF _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^)+(0.0073P)^2^+15.5662P] 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 3464 _refine_ls_number_parameters 245 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0426 _refine_ls_R_factor_gt 0.0383 _refine_ls_wR_factor_ref 0.0746 _refine_ls_wR_factor_gt 0.0735 _refine_ls_goodness_of_fit_ref 1.321 _refine_ls_restrained_S_all 1.321 _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 Au1 Au 0.95752(3) 0.055532(11) 0.10807(3) 0.01917(9) Uani 1 1 d . . . Se1 Se 0.75593(7) 0.05728(3) -0.08269(7) 0.01876(15) Uani 1 1 d . . . P1 P 0.64687(19) 0.13670(7) -0.00167(17) 0.0150(3) Uani 1 1 d . . . F1 F 1.0485(5) -0.03740(17) 0.3681(4) 0.0248(9) Uani 1 1 d . . . F2 F 1.2688(5) -0.03294(19) 0.5782(4) 0.0319(10) Uani 1 1 d . . . F3 F 1.4606(5) 0.0652(2) 0.6043(4) 0.0318(10) Uani 1 1 d . . . F4 F 1.4221(5) 0.16029(19) 0.4190(4) 0.0305(10) Uani 1 1 d . . . F5 F 1.2095(5) 0.15514(18) 0.2020(4) 0.0290(10) Uani 1 1 d . . . C1 C 1.1216(7) 0.0579(3) 0.2749(6) 0.0154(13) Uani 1 1 d . . . C2 C 1.1413(8) 0.0126(3) 0.3755(7) 0.0196(14) Uani 1 1 d . . . C3 C 1.2511(8) 0.0135(3) 0.4845(7) 0.0222(15) Uani 1 1 d . . . C4 C 1.3485(8) 0.0637(3) 0.4995(7) 0.0253(16) Uani 1 1 d . . . C5 C 1.3304(7) 0.1111(3) 0.4030(7) 0.0207(15) Uani 1 1 d . . . C6 C 1.2186(8) 0.1070(3) 0.2937(7) 0.0208(15) Uani 1 1 d . . . C10 C 0.6168(8) 0.1267(3) 0.1772(7) 0.0236(15) Uani 1 1 d . . . H10A H 0.5589 0.0891 0.1864 0.035 Uiso 1 1 calc R . . H10B H 0.5623 0.1624 0.2074 0.035 Uiso 1 1 calc R . . H10C H 0.7129 0.1233 0.2352 0.035 Uiso 1 1 calc R . . C11 C 0.7467(7) 0.2089(3) -0.0147(7) 0.0171(13) Uani 1 1 d . . . C12 C 0.8731(8) 0.2114(3) -0.0832(8) 0.0258(16) Uani 1 1 d . . . H12 H 0.9099 0.1750 -0.1217 0.031 Uiso 1 1 calc R . . C13 C 0.9454(9) 0.2677(3) -0.0953(9) 0.0316(18) Uani 1 1 d . . . H13 H 1.0307 0.2696 -0.1433 0.038 Uiso 1 1 calc R . . C14 C 0.8932(8) 0.3213(3) -0.0372(8) 0.0247(15) Uani 1 1 d . . . H14 H 0.9425 0.3595 -0.0464 0.030 Uiso 1 1 calc R . . C15 C 0.7703(8) 0.3188(3) 0.0332(7) 0.0222(15) Uani 1 1 d . . . H15 H 0.7360 0.3550 0.0746 0.027 Uiso 1 1 calc R . . C16 C 0.6964(8) 0.2629(3) 0.0435(7) 0.0200(14) Uani 1 1 d . . . H16 H 0.6106 0.2614 0.0909 0.024 Uiso 1 1 calc R . . C21 C 0.4655(7) 0.1443(3) -0.0999(7) 0.0170(13) Uani 1 1 d . . . C22 C 0.4286(8) 0.1940(3) -0.1896(7) 0.0196(14) Uani 1 1 d . . . H22 H 0.4989 0.2260 -0.1976 0.024 Uiso 1 1 calc R . . C23 C 0.2897(8) 0.1967(3) -0.2669(7) 0.0234(15) Uani 1 1 d . . . H23 H 0.2645 0.2305 -0.3277 0.028 Uiso 1 1 calc R . . C24 C 0.1878(8) 0.1500(3) -0.2554(7) 0.0253(16) Uani 1 1 d . . . H24 H 0.0931 0.1515 -0.3095 0.030 Uiso 1 1 calc R . . C25 C 0.2233(8) 0.1006(3) -0.1645(8) 0.0271(16) Uani 1 1 d . . . H25 H 0.1520 0.0691 -0.1557 0.033 Uiso 1 1 calc R . . C26 C 0.3617(8) 0.0974(3) -0.0876(7) 0.0234(15) Uani 1 1 d . . . H26 H 0.3863 0.0636 -0.0267 0.028 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 Au1 0.01984(14) 0.01911(13) 0.01890(14) 0.00131(11) 0.00377(10) 0.00262(11) Se1 0.0222(3) 0.0171(3) 0.0174(3) -0.0012(3) 0.0040(3) 0.0035(3) P1 0.0167(8) 0.0176(8) 0.0111(8) 0.0009(6) 0.0034(6) 0.0005(7) F1 0.029(2) 0.0210(19) 0.024(2) 0.0015(16) 0.0035(18) -0.0081(17) F2 0.042(3) 0.031(2) 0.021(2) 0.0070(18) -0.0020(19) 0.0005(19) F3 0.026(2) 0.046(3) 0.022(2) -0.008(2) -0.0037(17) 0.000(2) F4 0.033(2) 0.031(2) 0.030(2) -0.0086(19) 0.0111(19) -0.0177(19) F5 0.040(3) 0.021(2) 0.026(2) 0.0041(17) 0.007(2) -0.0072(18) C1 0.021(3) 0.012(3) 0.016(3) -0.005(3) 0.014(3) 0.002(3) C2 0.025(4) 0.017(3) 0.019(4) -0.001(3) 0.010(3) -0.005(3) C3 0.029(4) 0.022(3) 0.017(4) 0.003(3) 0.007(3) 0.002(3) C4 0.025(4) 0.033(4) 0.019(4) -0.008(3) 0.006(3) 0.006(3) C5 0.017(3) 0.025(3) 0.022(4) -0.008(3) 0.010(3) -0.005(3) C6 0.024(4) 0.018(3) 0.023(4) 0.001(3) 0.014(3) 0.001(3) C10 0.030(4) 0.029(4) 0.013(3) 0.003(3) 0.005(3) -0.003(3) C11 0.017(3) 0.021(3) 0.012(3) -0.001(3) 0.001(3) 0.001(3) C12 0.024(4) 0.022(4) 0.033(4) -0.003(3) 0.014(3) 0.001(3) C13 0.024(4) 0.032(4) 0.041(5) 0.001(3) 0.014(4) -0.008(3) C14 0.023(4) 0.022(4) 0.027(4) 0.003(3) -0.006(3) -0.006(3) C15 0.028(4) 0.018(3) 0.020(4) -0.002(3) 0.000(3) 0.001(3) C16 0.021(4) 0.023(3) 0.016(3) -0.002(3) 0.005(3) 0.003(3) C21 0.014(3) 0.023(3) 0.015(3) 0.001(3) 0.004(3) 0.006(3) C22 0.025(4) 0.019(3) 0.016(3) 0.002(3) 0.006(3) -0.001(3) C23 0.028(4) 0.021(3) 0.020(4) 0.003(3) -0.003(3) 0.008(3) C24 0.016(4) 0.037(4) 0.022(4) -0.005(3) -0.002(3) 0.004(3) C25 0.026(4) 0.032(4) 0.024(4) 0.000(3) 0.004(3) -0.009(3) C26 0.027(4) 0.026(4) 0.017(4) 0.001(3) 0.000(3) -0.002(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 Au1 C1 2.059(7) . ? Au1 Se1 2.4353(11) . ? Au1 Au1 3.3387(7) 3_755 ? Se1 P1 2.1769(18) . ? P1 C10 1.798(7) . ? P1 C21 1.804(7) . ? P1 C11 1.819(7) . ? F1 C2 1.367(7) . ? F2 C3 1.351(8) . ? F3 C4 1.346(8) . ? F4 C5 1.348(8) . ? F5 C6 1.365(8) . ? C1 C6 1.378(9) . ? C1 C2 1.379(9) . ? C2 C3 1.360(10) . ? C3 C4 1.396(10) . ? C4 C5 1.385(10) . ? C5 C6 1.376(10) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.392(9) . ? C11 C16 1.398(9) . ? C12 C13 1.396(10) . ? C12 H12 0.9500 . ? C13 C14 1.397(10) . ? C13 H13 0.9500 . ? C14 C15 1.375(10) . ? C14 H14 0.9500 . ? C15 C16 1.393(9) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C21 C22 1.398(9) . ? C21 C26 1.399(9) . ? C22 C23 1.385(10) . ? C22 H22 0.9500 . ? C23 C24 1.383(10) . ? C23 H23 0.9500 . ? C24 C25 1.398(10) . ? C24 H24 0.9500 . ? C25 C26 1.380(10) . ? C25 H25 0.9500 . ? C26 H26 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 C1 Au1 Se1 176.72(16) . . ? C1 Au1 Au1 108.06(16) . 3_755 ? Se1 Au1 Au1 75.22(2) . 3_755 ? P1 Se1 Au1 94.05(5) . . ? C10 P1 C21 106.5(3) . . ? C10 P1 C11 107.8(3) . . ? C21 P1 C11 108.3(3) . . ? C10 P1 Se1 112.4(2) . . ? C21 P1 Se1 107.9(2) . . ? C11 P1 Se1 113.8(2) . . ? C6 C1 C2 115.5(6) . . ? C6 C1 Au1 120.8(5) . . ? C2 C1 Au1 123.7(5) . . ? C3 C2 F1 116.1(6) . . ? C3 C2 C1 123.8(6) . . ? F1 C2 C1 120.0(6) . . ? F2 C3 C2 121.7(6) . . ? F2 C3 C4 119.2(6) . . ? C2 C3 C4 119.1(6) . . ? F3 C4 C5 120.5(6) . . ? F3 C4 C3 120.5(6) . . ? C5 C4 C3 119.0(7) . . ? F4 C5 C6 121.7(6) . . ? F4 C5 C4 119.2(6) . . ? C6 C5 C4 119.1(6) . . ? F5 C6 C5 115.5(6) . . ? F5 C6 C1 121.1(6) . . ? C5 C6 C1 123.3(6) . . ? P1 C10 H10A 109.5 . . ? P1 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? P1 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C12 C11 C16 119.1(6) . . ? C12 C11 P1 120.8(5) . . ? C16 C11 P1 120.1(5) . . ? C11 C12 C13 119.8(6) . . ? C11 C12 H12 120.1 . . ? C13 C12 H12 120.1 . . ? C12 C13 C14 120.4(7) . . ? C12 C13 H13 119.8 . . ? C14 C13 H13 119.8 . . ? C15 C14 C13 120.1(6) . . ? C15 C14 H14 120.0 . . ? C13 C14 H14 120.0 . . ? C14 C15 C16 119.7(6) . . ? C14 C15 H15 120.2 . . ? C16 C15 H15 120.2 . . ? C15 C16 C11 121.0(6) . . ? C15 C16 H16 119.5 . . ? C11 C16 H16 119.5 . . ? C22 C21 C26 119.9(6) . . ? C22 C21 P1 122.1(5) . . ? C26 C21 P1 117.9(5) . . ? C23 C22 C21 120.0(6) . . ? C23 C22 H22 120.0 . . ? C21 C22 H22 120.0 . . ? C24 C23 C22 119.9(6) . . ? C24 C23 H23 120.0 . . ? C22 C23 H23 120.0 . . ? C23 C24 C25 120.3(7) . . ? C23 C24 H24 119.8 . . ? C25 C24 H24 119.8 . . ? C26 C25 C24 120.1(7) . . ? C26 C25 H25 119.9 . . ? C24 C25 H25 119.9 . . ? C25 C26 C21 119.7(7) . . ? C25 C26 H26 120.2 . . ? C21 C26 H26 120.2 . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.851 _refine_diff_density_min -0.907 _refine_diff_density_rms 0.148 # Attachment '- Cpd 7-CCDC 827812.cif' data_c178s _database_code_depnum_ccdc_archive 'CCDC 827812' #TrackingRef '- Cpd 7-CCDC 827812.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H13 Au F15 P Se' _chemical_formula_weight 977.31 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' F F 0.0171 0.0103 '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' Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Au Au -2.0133 8.8022 '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)/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 10.848(2) _cell_length_b 20.482(4) _cell_length_c 13.523(3) _cell_angle_alpha 90.00 _cell_angle_beta 97.75(3) _cell_angle_gamma 90.00 _cell_volume 2977.3(10) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 33929 _cell_measurement_theta_min 3.7437 _cell_measurement_theta_max 35.1331 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.180 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1848 _exptl_absorpt_coefficient_mu 6.336 _exptl_absorpt_correction_type multi-scans _exptl_absorpt_correction_T_min 0.2219 _exptl_absorpt_correction_T_max 0.3951 _exptl_absorpt_process_details SADABS _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 'Xcalibur Oxford Diffraction' _diffrn_measurement_method '\w rotations' _diffrn_detector_area_resol_mean 16.06 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 42841 _diffrn_reflns_av_R_equivalents 0.0253 _diffrn_reflns_av_sigmaI/netI 0.0150 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.79 _diffrn_reflns_theta_max 25.50 _reflns_number_total 5530 _reflns_number_gt 5154 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Crysalis CCD' _computing_cell_refinement 'Crysalis RED' _computing_data_reduction 'Crysalis RED' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics XP _computing_publication_material XCIF _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^)+(0.0136P)^2^+22.9934P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens rigid _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5530 _refine_ls_number_parameters 443 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0342 _refine_ls_R_factor_gt 0.0310 _refine_ls_wR_factor_ref 0.0670 _refine_ls_wR_factor_gt 0.0655 _refine_ls_goodness_of_fit_ref 1.083 _refine_ls_restrained_S_all 1.083 _refine_ls_shift/su_max 0.002 _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 Au1 Au 0.269365(17) 0.589622(9) 0.785504(13) 0.02040(6) Uani 1 1 d . . . C1 C 0.3970(4) 0.5810(2) 0.6851(3) 0.0211(10) Uani 1 1 d . . . C2 C 0.5123(5) 0.5531(3) 0.7128(4) 0.0252(11) Uani 1 1 d . . . C3 C 0.5995(5) 0.5448(3) 0.6487(4) 0.0281(11) Uani 1 1 d . . . C4 C 0.5719(5) 0.5654(3) 0.5512(4) 0.0274(11) Uani 1 1 d . . . C5 C 0.4576(5) 0.5938(3) 0.5203(4) 0.0270(11) Uani 1 1 d . . . C6 C 0.3722(5) 0.6003(2) 0.5873(4) 0.0229(10) Uani 1 1 d . . . F1 F 0.5457(3) 0.53262(17) 0.8088(2) 0.0352(7) Uani 1 1 d . . . F2 F 0.7111(3) 0.51841(18) 0.6804(3) 0.0414(8) Uani 1 1 d . . . F3 F 0.6554(3) 0.55883(17) 0.4869(2) 0.0377(8) Uani 1 1 d . . . F4 F 0.4301(3) 0.61407(17) 0.4250(2) 0.0384(8) Uani 1 1 d . . . F5 F 0.2608(3) 0.62675(15) 0.5528(2) 0.0300(7) Uani 1 1 d . . . C11 C 0.1766(5) 0.5103(3) 0.7188(4) 0.0244(11) Uani 1 1 d . . . C12 C 0.2264(5) 0.4486(3) 0.7250(4) 0.0319(12) Uani 1 1 d . . . C13 C 0.1645(6) 0.3949(3) 0.6807(4) 0.0365(14) Uani 1 1 d . . . C14 C 0.0488(5) 0.4032(3) 0.6257(4) 0.0306(12) Uani 1 1 d . . . C15 C -0.0036(5) 0.4644(3) 0.6164(4) 0.0306(12) Uani 1 1 d . . . C16 C 0.0611(5) 0.5169(3) 0.6632(4) 0.0262(11) Uani 1 1 d . . . F6 F 0.3408(4) 0.43873(18) 0.7757(3) 0.0560(11) Uani 1 1 d . . . F7 F 0.2161(4) 0.33557(17) 0.6905(3) 0.0632(12) Uani 1 1 d . . . F8 F -0.0108(3) 0.35156(17) 0.5808(3) 0.0426(9) Uani 1 1 d . . . F9 F -0.1142(3) 0.47248(18) 0.5612(3) 0.0441(9) Uani 1 1 d . . . F10 F 0.0061(3) 0.57599(16) 0.6498(3) 0.0388(8) Uani 1 1 d . . . C21 C 0.1411(5) 0.5940(2) 0.8857(4) 0.0238(10) Uani 1 1 d . . . C22 C 0.0421(5) 0.6368(3) 0.8713(4) 0.0263(11) Uani 1 1 d . . . C23 C -0.0453(5) 0.6415(3) 0.9365(4) 0.0326(13) Uani 1 1 d . . . C24 C -0.0312(6) 0.6045(3) 1.0226(4) 0.0375(14) Uani 1 1 d . . . C25 C 0.0673(6) 0.5622(3) 1.0413(4) 0.0335(13) Uani 1 1 d . . . C26 C 0.1497(5) 0.5569(3) 0.9713(4) 0.0290(12) Uani 1 1 d . . . F11 F 0.0265(3) 0.67645(15) 0.7906(2) 0.0313(7) Uani 1 1 d . . . F12 F -0.1411(3) 0.68332(19) 0.9178(3) 0.0502(10) Uani 1 1 d . . . F13 F -0.1127(4) 0.6107(2) 1.0885(3) 0.0534(11) Uani 1 1 d . . . F14 F 0.0824(4) 0.52622(18) 1.1250(2) 0.0461(9) Uani 1 1 d . . . F15 F 0.2437(3) 0.51289(16) 0.9917(2) 0.0361(7) Uani 1 1 d . . . Se1 Se 0.37536(5) 0.69308(2) 0.85057(3) 0.02175(11) Uani 1 1 d . . . P1 P 0.43621(12) 0.67042(6) 1.00695(9) 0.0209(3) Uani 1 1 d . . . C30 C 0.5067(5) 0.5911(3) 1.0186(4) 0.0291(11) Uani 1 1 d . . . H30A H 0.5344 0.5817 1.0891 0.044 Uiso 1 1 calc R . . H30B H 0.5784 0.5900 0.9815 0.044 Uiso 1 1 calc R . . H30C H 0.4459 0.5581 0.9913 0.044 Uiso 1 1 calc R . . C31 C 0.5540(4) 0.7293(2) 1.0545(4) 0.0226(10) Uani 1 1 d . . . C32 C 0.6429(5) 0.7504(3) 0.9959(4) 0.0315(12) Uani 1 1 d . . . H32 H 0.6365 0.7380 0.9277 0.038 Uiso 1 1 calc R . . C33 C 0.7399(5) 0.7894(3) 1.0373(5) 0.0364(13) Uani 1 1 d . . . H33 H 0.8009 0.8030 0.9975 0.044 Uiso 1 1 calc R . . C34 C 0.7497(5) 0.8088(3) 1.1353(4) 0.0289(12) Uani 1 1 d . . . H34 H 0.8177 0.8350 1.1635 0.035 Uiso 1 1 calc R . . C35 C 0.6595(6) 0.7897(3) 1.1926(4) 0.0328(13) Uani 1 1 d . . . H35 H 0.6645 0.8040 1.2599 0.039 Uiso 1 1 calc R . . C36 C 0.5621(5) 0.7499(3) 1.1530(4) 0.0302(12) Uani 1 1 d . . . H36 H 0.5010 0.7367 1.1931 0.036 Uiso 1 1 calc R . . C41 C 0.3146(5) 0.6761(2) 1.0855(4) 0.0209(10) Uani 1 1 d . . . C42 C 0.3155(5) 0.6365(3) 1.1700(4) 0.0294(12) Uani 1 1 d . . . H42 H 0.3767 0.6034 1.1842 0.035 Uiso 1 1 calc R . . C43 C 0.2255(6) 0.6463(3) 1.2330(4) 0.0333(13) Uani 1 1 d . . . H43 H 0.2245 0.6194 1.2901 0.040 Uiso 1 1 calc R . . C44 C 0.1380(6) 0.6950(3) 1.2124(4) 0.0324(13) Uani 1 1 d . . . H44 H 0.0781 0.7020 1.2565 0.039 Uiso 1 1 calc R . . C45 C 0.1364(5) 0.7340(3) 1.1282(4) 0.0315(12) Uani 1 1 d . . . H45 H 0.0749 0.7670 1.1142 0.038 Uiso 1 1 calc R . . C46 C 0.2244(5) 0.7246(2) 1.0651(4) 0.0249(11) Uani 1 1 d . . . H46 H 0.2236 0.7512 1.0075 0.030 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 Au1 0.02074(10) 0.02369(10) 0.01648(10) -0.00241(7) 0.00147(7) -0.00101(8) C1 0.024(2) 0.023(2) 0.017(2) -0.0038(19) 0.0046(19) -0.002(2) C2 0.028(3) 0.028(3) 0.019(2) -0.003(2) 0.001(2) 0.000(2) C3 0.025(3) 0.030(3) 0.030(3) -0.002(2) 0.003(2) 0.001(2) C4 0.034(3) 0.023(3) 0.027(3) -0.009(2) 0.012(2) -0.009(2) C5 0.039(3) 0.026(3) 0.016(2) 0.000(2) 0.003(2) -0.007(2) C6 0.025(3) 0.020(2) 0.023(3) -0.003(2) -0.001(2) -0.002(2) F1 0.0331(17) 0.050(2) 0.0211(15) 0.0050(14) 0.0003(13) 0.0105(15) F2 0.0267(17) 0.054(2) 0.045(2) -0.0007(17) 0.0081(14) 0.0123(15) F3 0.0413(19) 0.0416(19) 0.0349(18) -0.0071(15) 0.0223(15) -0.0055(15) F4 0.052(2) 0.0429(19) 0.0196(16) 0.0027(14) 0.0036(14) -0.0060(16) F5 0.0313(16) 0.0275(16) 0.0287(16) -0.0001(13) -0.0046(13) 0.0019(13) C11 0.024(2) 0.035(3) 0.014(2) -0.005(2) 0.0027(19) -0.005(2) C12 0.040(3) 0.029(3) 0.024(3) 0.004(2) -0.006(2) 0.000(2) C13 0.059(4) 0.022(3) 0.027(3) 0.002(2) 0.001(3) 0.000(3) C14 0.036(3) 0.034(3) 0.023(3) -0.009(2) 0.010(2) -0.015(2) C15 0.022(3) 0.043(3) 0.029(3) -0.013(2) 0.010(2) -0.006(2) C16 0.026(3) 0.027(3) 0.027(3) -0.009(2) 0.011(2) 0.000(2) F6 0.063(3) 0.035(2) 0.059(2) -0.0024(18) -0.036(2) 0.0086(18) F7 0.100(3) 0.0237(18) 0.057(3) -0.0001(17) -0.022(2) 0.006(2) F8 0.054(2) 0.0385(19) 0.0367(19) -0.0135(15) 0.0110(16) -0.0234(17) F9 0.0204(16) 0.059(2) 0.052(2) -0.0276(18) 0.0003(15) -0.0034(15) F10 0.0246(16) 0.0380(19) 0.051(2) -0.0185(16) -0.0052(14) 0.0078(14) C21 0.027(3) 0.025(3) 0.019(2) -0.006(2) 0.001(2) -0.007(2) C22 0.032(3) 0.026(3) 0.022(3) -0.005(2) 0.006(2) -0.004(2) C23 0.033(3) 0.029(3) 0.038(3) -0.014(2) 0.011(2) -0.002(2) C24 0.042(3) 0.044(3) 0.031(3) -0.017(3) 0.019(3) -0.021(3) C25 0.046(3) 0.036(3) 0.020(3) -0.004(2) 0.008(2) -0.023(3) C26 0.032(3) 0.030(3) 0.025(3) -0.004(2) 0.003(2) -0.009(2) F11 0.0328(17) 0.0320(17) 0.0294(16) -0.0007(13) 0.0049(13) 0.0050(13) F12 0.042(2) 0.050(2) 0.063(2) -0.0134(19) 0.0224(18) 0.0087(17) F13 0.060(2) 0.062(2) 0.047(2) -0.0215(19) 0.0382(19) -0.023(2) F14 0.068(2) 0.048(2) 0.0221(16) 0.0007(15) 0.0066(16) -0.0313(19) F15 0.0389(18) 0.0355(18) 0.0317(17) 0.0062(14) -0.0029(14) -0.0048(15) Se1 0.0257(2) 0.0213(2) 0.0176(2) 0.00087(18) 0.00070(19) 0.00055(19) P1 0.0238(6) 0.0205(6) 0.0176(6) -0.0010(5) -0.0006(5) 0.0017(5) C30 0.035(3) 0.023(3) 0.027(3) 0.001(2) -0.005(2) 0.009(2) C31 0.019(2) 0.023(3) 0.024(3) -0.004(2) -0.0028(19) 0.002(2) C32 0.025(3) 0.042(3) 0.028(3) -0.015(2) 0.006(2) -0.004(2) C33 0.025(3) 0.042(3) 0.044(3) -0.012(3) 0.012(2) -0.003(2) C34 0.025(3) 0.024(3) 0.035(3) -0.002(2) -0.005(2) -0.001(2) C35 0.047(3) 0.028(3) 0.022(3) -0.001(2) -0.002(2) -0.008(2) C36 0.038(3) 0.031(3) 0.022(3) -0.002(2) 0.004(2) -0.009(2) C41 0.026(2) 0.019(2) 0.018(2) -0.0033(19) 0.0026(19) -0.0053(19) C42 0.037(3) 0.027(3) 0.022(3) 0.002(2) -0.003(2) -0.006(2) C43 0.047(3) 0.031(3) 0.022(3) 0.000(2) 0.006(2) -0.018(3) C44 0.043(3) 0.030(3) 0.026(3) -0.011(2) 0.013(2) -0.012(3) C45 0.039(3) 0.026(3) 0.031(3) -0.009(2) 0.010(2) -0.002(2) C46 0.032(3) 0.016(2) 0.026(3) -0.001(2) 0.005(2) -0.001(2) _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 Au1 C11 2.055(5) . ? Au1 C21 2.070(5) . ? Au1 C1 2.073(5) . ? Au1 Se1 2.5128(7) . ? C1 C6 1.373(7) . ? C1 C2 1.380(7) . ? C2 F1 1.366(6) . ? C2 C3 1.377(7) . ? C3 F2 1.342(6) . ? C3 C4 1.378(8) . ? C4 F3 1.344(6) . ? C4 C5 1.382(8) . ? C5 F4 1.348(6) . ? C5 C6 1.386(7) . ? C6 F5 1.349(6) . ? C11 C12 1.373(8) . ? C11 C16 1.378(7) . ? C12 F6 1.350(6) . ? C12 C13 1.382(8) . ? C13 F7 1.337(7) . ? C13 C14 1.381(8) . ? C14 F8 1.341(6) . ? C14 C15 1.376(8) . ? C15 F9 1.335(6) . ? C15 C16 1.390(7) . ? C16 F10 1.350(6) . ? C21 C26 1.378(7) . ? C21 C22 1.379(7) . ? C22 F11 1.353(6) . ? C22 C23 1.382(7) . ? C23 F12 1.343(7) . ? C23 C24 1.382(9) . ? C24 F13 1.344(6) . ? C24 C25 1.372(9) . ? C25 F14 1.342(6) . ? C25 C26 1.392(8) . ? C26 F15 1.361(7) . ? Se1 P1 2.1787(14) . ? P1 C30 1.794(5) . ? P1 C41 1.805(5) . ? P1 C31 1.811(5) . ? C31 C36 1.389(7) . ? C31 C32 1.397(7) . ? C32 C33 1.377(8) . ? C33 C34 1.375(8) . ? C34 C35 1.384(8) . ? C35 C36 1.384(8) . ? C41 C46 1.396(7) . ? C41 C42 1.400(7) . ? C42 C43 1.394(8) . ? C43 C44 1.379(9) . ? C44 C45 1.389(8) . ? C45 C46 1.377(7) . ? 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 C11 Au1 C21 89.40(19) . . ? C11 Au1 C1 88.63(19) . . ? C21 Au1 C1 177.63(19) . . ? C11 Au1 Se1 174.00(14) . . ? C21 Au1 Se1 92.88(13) . . ? C1 Au1 Se1 89.21(13) . . ? C6 C1 C2 115.7(4) . . ? C6 C1 Au1 123.1(4) . . ? C2 C1 Au1 121.2(4) . . ? F1 C2 C3 116.4(5) . . ? F1 C2 C1 120.0(4) . . ? C3 C2 C1 123.7(5) . . ? F2 C3 C2 121.0(5) . . ? F2 C3 C4 119.9(5) . . ? C2 C3 C4 119.1(5) . . ? F3 C4 C3 120.7(5) . . ? F3 C4 C5 120.1(5) . . ? C3 C4 C5 119.2(5) . . ? F4 C5 C4 119.5(5) . . ? F4 C5 C6 120.9(5) . . ? C4 C5 C6 119.6(5) . . ? F5 C6 C1 119.9(4) . . ? F5 C6 C5 117.4(4) . . ? C1 C6 C5 122.8(5) . . ? C12 C11 C16 116.5(5) . . ? C12 C11 Au1 122.4(4) . . ? C16 C11 Au1 121.1(4) . . ? F6 C12 C11 119.7(5) . . ? F6 C12 C13 117.4(5) . . ? C11 C12 C13 122.8(5) . . ? F7 C13 C14 120.2(5) . . ? F7 C13 C12 120.5(6) . . ? C14 C13 C12 119.3(5) . . ? F8 C14 C15 120.6(5) . . ? F8 C14 C13 119.7(5) . . ? C15 C14 C13 119.7(5) . . ? F9 C15 C14 119.6(5) . . ? F9 C15 C16 121.3(5) . . ? C14 C15 C16 119.1(5) . . ? F10 C16 C11 121.0(5) . . ? F10 C16 C15 116.4(5) . . ? C11 C16 C15 122.6(5) . . ? C26 C21 C22 115.6(5) . . ? C26 C21 Au1 123.4(4) . . ? C22 C21 Au1 121.0(4) . . ? F11 C22 C21 120.3(4) . . ? F11 C22 C23 116.7(5) . . ? C21 C22 C23 123.0(5) . . ? F12 C23 C24 120.2(5) . . ? F12 C23 C22 120.3(5) . . ? C24 C23 C22 119.4(5) . . ? F13 C24 C25 120.2(6) . . ? F13 C24 C23 120.0(6) . . ? C25 C24 C23 119.8(5) . . ? F14 C25 C24 120.4(5) . . ? F14 C25 C26 121.0(6) . . ? C24 C25 C26 118.7(5) . . ? F15 C26 C21 120.0(5) . . ? F15 C26 C25 116.5(5) . . ? C21 C26 C25 123.5(5) . . ? P1 Se1 Au1 102.98(4) . . ? C30 P1 C41 110.1(3) . . ? C30 P1 C31 107.5(2) . . ? C41 P1 C31 106.6(2) . . ? C30 P1 Se1 110.34(18) . . ? C41 P1 Se1 114.05(17) . . ? C31 P1 Se1 108.02(17) . . ? C36 C31 C32 119.4(5) . . ? C36 C31 P1 119.5(4) . . ? C32 C31 P1 120.9(4) . . ? C33 C32 C31 119.8(5) . . ? C34 C33 C32 121.0(5) . . ? C33 C34 C35 119.3(5) . . ? C34 C35 C36 120.7(5) . . ? C35 C36 C31 119.8(5) . . ? C46 C41 C42 120.0(5) . . ? C46 C41 P1 118.6(4) . . ? C42 C41 P1 121.2(4) . . ? C43 C42 C41 119.2(5) . . ? C44 C43 C42 120.1(5) . . ? C43 C44 C45 120.8(5) . . ? C46 C45 C44 119.6(5) . . ? C45 C46 C41 120.3(5) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 4.007 _refine_diff_density_min -1.623 _refine_diff_density_rms 0.117