# Copyright The Royal Society of Chemistry, 1999 # CCDC Number: 186/1388 data_global # 1. SUBMISSION DETAILS Paper ref. 8/09714C _publ_contact_author ; Prof. Dr. H. Schmidbaur, Dr. A. Schier Anorganisch-chemisches Institut der Technischen Universit\"at M\"unchen Lichtenbergstra\"se 4 D-85747 Garching Germany ; _publ_contact_author_phone '++49 89 2891-3130' _publ_contact_author_fax '++49 89 2891-3125' _publ_contact_author_email 'as.xanorg@lrz.tu-muenchen.de' _publ_requested_journal 'J. Chem. Soc., Dalton Trans.' _publ_requested_coeditor_name ? _publ_contact_letter ; please consider this CIF submission for publication in "J. Chem. Soc., Dalton Trans.". Date of submission: December 1998. ; #============================================================================ # 2. PROCESSING SUMMARY (IUCr Office Use Only) _journal_date_recd_electronic ? _journal_date_to_coeditor ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_date_printers_first ? _journal_date_printers_final ? _journal_date_proofs_out ? _journal_date_proofs_in ? _journal_coeditor_name ? _journal_coeditor_code ? _journal_coeditor_notes ? _journal_techeditor_code ? _journal_techeditor_notes ? _journal_coden_ASTM ? _journal_name_full ? _journal_year ? _journal_volume ? _journal_issue ? _journal_page_first ? _journal_page_last ? _journal_suppl_publ_number ? _journal_suppl_publ_pages ? #============================================================================ # 3. TITLE AND AUTHOR LIST _publ_section_title ; (Phosphine)gold(I) Trifluoromethylsulfonates, ..... ; loop_ _publ_author_name _publ_author_address 'Max Preisenberger' ; Anorganisch-chemisches Institut der Technischen Universit\"at M\"unchen Lichtenbergstra\"se 4 D-85747 Garching Germany ; 'Annette Schier' ; Anorganisch-chemisches Institut der Technischen Universit\"at M\"unchen Lichtenbergstra\"se 4 D-85747 Garching Germany ; 'Hubert Schmidbaur' ; Anorganisch-chemisches Institut der Technischen Universit\"at M\"unchen Lichtenbergstra\"se 4 D-85747 Garching Germany ; #============================================================================== data_MAX11 #(Compound 1) _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C5 H9 Au F3 O2 P' _chemical_formula_weight 386.06 _chemical_melting_point ? _chemical_compound_source ? 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' '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' '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)/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 9.7590(10) _cell_length_b 11.362(2) _cell_length_c 27.183(3) _cell_angle_alpha 90.00 _cell_angle_beta 99.350(10) _cell_angle_gamma 90.00 _cell_volume 2974.1(7) _cell_formula_units_Z 12 _cell_measurement_temperature 195(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour colorless _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.587 _exptl_crystal_density_method ? _exptl_crystal_F_000 2112 _exptl_absorpt_coefficient_mu 15.007 _exptl_absorpt_correction_type DIFABS _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; Isotropic refinement of all F atoms and of C32 ; _diffrn_ambient_temperature 195(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 'Enraf Nonius CAD4' _diffrn_measurement_method 'omega scans' _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time '3600 s' _diffrn_standards_decay_% ? _diffrn_reflns_number 5834 _diffrn_reflns_av_R_equivalents 0.0528 _diffrn_reflns_av_sigmaI/netI 0.0682 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 2.13 _diffrn_reflns_theta_max 25.99 _reflns_number_total 5716 _reflns_number_observed 3538 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Enraf Nonius CAD4' _computing_cell_refinement 'Enraf Nonius CAD4' _computing_data_reduction CADSHEL _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics Siemens-XTL-PLUS _computing_publication_material 'SHELXL-93 (Sheldrick, 1993)' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 919 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.1015P)^2^+42.3598P] 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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4797 _refine_ls_number_parameters 275 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1348 _refine_ls_R_factor_obs 0.0656 _refine_ls_wR_factor_all 0.2043 _refine_ls_wR_factor_obs 0.1687 _refine_ls_goodness_of_fit_all 1.075 _refine_ls_goodness_of_fit_obs 1.182 _refine_ls_restrained_S_all 1.114 _refine_ls_restrained_S_obs 1.182 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Au1 Au 0.96526(9) 0.06167(7) 0.10658(3) 0.0489(2) Uani 1 d . . Au2 Au 0.71387(10) 0.11124(7) 0.17254(3) 0.0545(3) Uani 1 d . . Au3 Au 1.29317(10) -0.02103(9) 0.14421(3) 0.0648(3) Uani 1 d . . P1 P 1.0307(6) 0.2469(5) 0.1038(2) 0.0516(13) Uani 1 d . . P2 P 0.7716(5) -0.0321(4) 0.2274(2) 0.0424(11) Uani 1 d . . P3 P 1.3510(6) -0.1081(5) 0.0777(2) 0.0485(12) Uani 1 d . . F11 F 0.7931(19) -0.3163(16) 0.1172(6) 0.105(5) Uiso 1 d . . F12 F 0.7730(20) -0.3293(17) 0.0410(7) 0.115(6) Uiso 1 d . . F13 F 0.9609(21) -0.3759(17) 0.0846(7) 0.114(6) Uiso 1 d . . F21 F 0.4500(23) 0.3924(19) 0.0331(8) 0.130(7) Uiso 1 d . . F22 F 0.4780(20) 0.4497(17) 0.1048(7) 0.111(6) Uiso 1 d . . F23 F 0.6494(21) 0.4543(17) 0.0692(7) 0.116(6) Uiso 1 d . . F31 F 1.3545(24) 0.1893(19) 0.3195(8) 0.131(7) Uiso 1 d . . F32 F 1.1495(28) 0.1791(23) 0.2773(9) 0.159(9) Uiso 1 d . . F33 F 1.2222(33) 0.0621(27) 0.3126(11) 0.188(11) Uiso 1 d . . O11 O 0.8940(16) -0.1081(12) 0.1096(5) 0.058(4) Uani 1 d . . O12 O 0.9585(21) -0.1563(15) 0.0381(7) 0.092(6) Uani 1 d . . O21 O 0.6512(21) 0.2648(14) 0.1327(6) 0.088(6) Uani 1 d . . O22 O 0.5362(22) 0.1844(15) 0.0644(7) 0.095(6) Uani 1 d . . O31 O 1.2349(17) 0.0614(22) 0.2061(6) 0.103(8) Uani 1 d . . O32 O 1.4406(26) 0.0599(25) 0.2509(8) 0.129(9) Uani 1 d . . C11 C 0.9096(21) -0.1784(18) 0.0746(9) 0.054(5) Uani 1 d . . C12 C 0.8533(24) -0.3008(18) 0.0790(7) 0.053(5) Uani 1 d . . C21 C 0.5802(22) 0.2657(19) 0.0903(7) 0.054(6) Uani 1 d . . C22 C 0.5407(26) 0.3866(22) 0.0722(9) 0.073(8) Uani 1 d . . C31 C 1.3209(26) 0.0864(23) 0.2421(7) 0.061(6) Uani 1 d . . C32 C 1.2696(30) 0.1478(23) 0.2829(9) 0.072(7) Uiso 1 d . . C1 C 1.0029(24) 0.3347(21) 0.1563(9) 0.067(6) Uani 1 d . . H11 H 1.0337(24) 0.4139(21) 0.1524(9) 0.100 Uiso 1 d R . H12 H 0.9058(24) 0.3351(21) 0.1586(9) 0.100 Uiso 1 d R . H13 H 1.0544(24) 0.3012(21) 0.1861(9) 0.100 Uiso 1 d R . C2 C 0.9383(30) 0.3241(20) 0.0504(9) 0.079(8) Uani 1 d . . H21 H 0.9708(30) 0.4039(20) 0.0511(9) 0.119 Uiso 1 d R . H22 H 0.9559(30) 0.2865(20) 0.0204(9) 0.119 Uiso 1 d R . H23 H 0.8403(30) 0.3235(20) 0.0512(9) 0.119 Uiso 1 d R . C3 C 1.2076(32) 0.2677(22) 0.1021(14) 0.109(11) Uani 1 d . . H31 H 1.2277(32) 0.3503(22) 0.1011(14) 0.163 Uiso 1 d R . H32 H 1.2632(32) 0.2331(22) 0.1309(14) 0.163 Uiso 1 d R . H33 H 1.2284(32) 0.2305(22) 0.0725(14) 0.163 Uiso 1 d R . C4 C 0.6521(26) -0.1560(18) 0.2190(8) 0.064(6) Uani 1 d . . H41 H 0.6819(26) -0.2150(18) 0.2437(8) 0.095 Uiso 1 d R . H42 H 0.5605(26) -0.1298(18) 0.2222(8) 0.095 Uiso 1 d R . H43 H 0.6511(26) -0.1888(18) 0.1864(8) 0.095 Uiso 1 d R . C5 C 0.7710(23) 0.0176(17) 0.2902(6) 0.049(5) Uani 1 d . . H51 H 0.7960(23) -0.0463(17) 0.3130(6) 0.074 Uiso 1 d R . H52 H 0.8372(23) 0.0802(17) 0.2976(6) 0.074 Uiso 1 d R . H53 H 0.6802(23) 0.0458(17) 0.2936(6) 0.074 Uiso 1 d R . C6 C 0.9381(24) -0.0990(23) 0.2282(8) 0.070(7) Uani 1 d . . H61 H 0.9512(24) -0.1593(23) 0.2533(8) 0.105 Uiso 1 d R . H62 H 0.9430(24) -0.1332(23) 0.1962(8) 0.105 Uiso 1 d R . H63 H 1.0094(24) -0.0405(23) 0.2358(8) 0.105 Uiso 1 d R . C7 C 1.5269(21) -0.1054(21) 0.0718(9) 0.063(6) Uani 1 d . . H71 H 1.5422(21) -0.1450(21) 0.0420(9) 0.094 Uiso 1 d R . H72 H 1.5565(21) -0.0250(21) 0.0708(9) 0.094 Uiso 1 d R . H73 H 1.5790(21) -0.1438(21) 0.1003(9) 0.094 Uiso 1 d R . C8 C 1.3072(28) -0.2631(23) 0.0745(8) 0.075(7) Uani 1 d . . H81 H 1.3346(28) -0.2964(23) 0.0451(8) 0.112 Uiso 1 d R . H82 H 1.3549(28) -0.3029(23) 0.1035(8) 0.112 Uiso 1 d R . H83 H 1.2088(28) -0.2722(23) 0.0730(8) 0.112 Uiso 1 d R . C9 C 1.2657(23) -0.0420(21) 0.0210(7) 0.059(6) Uani 1 d . . H91 H 1.2933(23) -0.0819(21) -0.0070(7) 0.089 Uiso 1 d R . H92 H 1.1669(23) -0.0480(21) 0.0191(7) 0.089 Uiso 1 d R . H93 H 1.2917(23) 0.0395(21) 0.0204(7) 0.089 Uiso 1 d 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 0.0469(5) 0.0434(4) 0.0581(5) -0.0006(3) 0.0137(3) -0.0056(4) Au2 0.0665(6) 0.0433(4) 0.0492(4) 0.0085(3) -0.0040(4) -0.0018(4) Au3 0.0624(6) 0.0842(6) 0.0492(5) -0.0072(4) 0.0130(4) 0.0208(5) P1 0.048(3) 0.042(3) 0.069(3) -0.008(2) 0.021(3) -0.004(2) P2 0.044(3) 0.040(2) 0.042(2) 0.004(2) 0.004(2) 0.004(2) P3 0.051(3) 0.054(3) 0.042(2) -0.002(2) 0.011(2) 0.007(3) O11 0.072(11) 0.048(8) 0.057(8) -0.005(7) 0.019(7) -0.008(7) O12 0.115(16) 0.069(11) 0.114(14) -0.014(10) 0.082(13) -0.014(11) O21 0.122(16) 0.049(9) 0.081(11) 0.016(8) -0.016(11) -0.015(10) O22 0.123(17) 0.063(10) 0.084(12) -0.021(9) -0.028(11) -0.006(11) O31 0.045(10) 0.200(23) 0.063(10) -0.045(12) 0.003(8) 0.025(12) O32 0.089(17) 0.183(26) 0.107(17) -0.036(16) -0.006(13) 0.039(17) C11 0.038(12) 0.045(11) 0.080(15) 0.009(11) 0.010(11) 0.009(9) C12 0.064(15) 0.053(12) 0.044(10) 0.002(9) 0.009(10) -0.003(11) C21 0.041(12) 0.066(13) 0.047(11) 0.013(10) -0.015(9) -0.026(10) C22 0.058(15) 0.070(14) 0.078(16) 0.012(13) -0.030(13) -0.033(13) C31 0.056(15) 0.093(17) 0.037(10) -0.002(11) 0.013(10) 0.001(13) C1 0.053(15) 0.069(15) 0.078(15) -0.007(12) 0.009(12) -0.005(12) C2 0.118(24) 0.053(13) 0.076(16) 0.009(12) 0.044(16) 0.025(14) C3 0.109(25) 0.047(14) 0.187(33) -0.017(17) 0.074(24) -0.034(15) C4 0.088(18) 0.048(11) 0.051(12) 0.014(9) 0.001(11) 0.007(12) C5 0.065(14) 0.046(10) 0.034(9) -0.002(8) -0.002(9) -0.002(10) C6 0.052(15) 0.092(17) 0.060(13) -0.005(12) -0.009(11) 0.022(13) C7 0.027(11) 0.072(14) 0.091(16) 0.008(13) 0.017(11) -0.003(10) C8 0.084(19) 0.089(18) 0.055(13) 0.005(12) 0.022(13) 0.011(15) C9 0.046(13) 0.083(16) 0.050(11) 0.005(11) 0.009(9) 0.014(11) _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 O11 2.057(14) . ? Au1 P1 2.204(5) . ? Au1 Au2 3.3136(13) . ? Au1 Au3 3.3326(13) . ? Au2 O21 2.09(2) . ? Au2 P2 2.217(5) . ? Au3 O31 2.08(2) . ? Au3 P3 2.214(5) . ? P1 C3 1.75(3) . ? P1 C1 1.80(2) . ? P1 C2 1.81(2) . ? P2 C6 1.79(2) . ? P2 C5 1.80(2) . ? P2 C4 1.82(2) . ? P3 C7 1.75(2) . ? P3 C9 1.79(2) . ? P3 C8 1.81(3) . ? F11 C12 1.29(2) . ? F12 C12 1.23(2) . ? F13 C12 1.34(3) . ? F21 C22 1.27(3) . ? F22 C22 1.36(3) . ? F23 C22 1.32(3) . ? F31 C32 1.28(3) . ? F32 C32 1.21(3) . ? F32 F33 1.72(4) . ? F33 C32 1.39(4) . ? O11 C11 1.27(2) . ? O12 C11 1.19(3) . ? O21 C21 1.25(2) . ? O22 C21 1.20(2) . ? O31 C31 1.21(3) . ? O32 C31 1.19(3) . ? C11 C12 1.51(3) . ? C21 C22 1.49(3) . ? C31 C32 1.47(3) . ? C1 H11 0.96 . ? C1 H12 0.96 . ? C1 H13 0.96 . ? C2 H21 0.96 . ? C2 H22 0.96 . ? C2 H23 0.96 . ? C3 H31 0.96 . ? C3 H32 0.96 . ? C3 H33 0.96 . ? C4 H41 0.96 . ? C4 H42 0.96 . ? C4 H43 0.96 . ? C5 H51 0.96 . ? C5 H52 0.96 . ? C5 H53 0.96 . ? C6 H61 0.96 . ? C6 H62 0.96 . ? C6 H63 0.96 . ? C7 H71 0.96 . ? C7 H72 0.96 . ? C7 H73 0.96 . ? C8 H81 0.96 . ? C8 H82 0.96 . ? C8 H83 0.96 . ? C9 H91 0.96 . ? C9 H92 0.96 . ? C9 H93 0.96 . ? 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 O11 Au1 P1 177.0(5) . . ? O11 Au1 Au2 81.5(4) . . ? P1 Au1 Au2 95.73(14) . . ? O11 Au1 Au3 92.1(4) . . ? P1 Au1 Au3 90.6(2) . . ? Au2 Au1 Au3 129.81(3) . . ? O21 Au2 P2 168.9(5) . . ? O21 Au2 Au1 92.4(6) . . ? P2 Au2 Au1 96.28(14) . . ? O31 Au3 P3 178.9(5) . . ? O31 Au3 Au1 75.3(5) . . ? P3 Au3 Au1 103.59(15) . . ? C3 P1 C1 102.9(13) . . ? C3 P1 C2 106.2(15) . . ? C1 P1 C2 104.4(11) . . ? C3 P1 Au1 114.9(9) . . ? C1 P1 Au1 114.9(8) . . ? C2 P1 Au1 112.4(9) . . ? C6 P2 C5 105.3(10) . . ? C6 P2 C4 103.6(12) . . ? C5 P2 C4 105.1(10) . . ? C6 P2 Au2 116.8(9) . . ? C5 P2 Au2 111.6(7) . . ? C4 P2 Au2 113.4(7) . . ? C7 P3 C9 103.8(11) . . ? C7 P3 C8 103.9(12) . . ? C9 P3 C8 107.1(11) . . ? C7 P3 Au3 116.8(9) . . ? C9 P3 Au3 111.7(7) . . ? C8 P3 Au3 112.6(8) . . ? C32 F32 F33 53.2(18) . . ? C32 F33 F32 44.2(16) . . ? C11 O11 Au1 118.5(13) . . ? C21 O21 Au2 123.9(15) . . ? C31 O31 Au3 120.8(15) . . ? O12 C11 O11 127.1(21) . . ? O12 C11 C12 117.3(21) . . ? O11 C11 C12 115.6(19) . . ? F12 C12 F11 109.2(21) . . ? F12 C12 F13 107.9(20) . . ? F11 C12 F13 105.8(19) . . ? F12 C12 C11 111.5(19) . . ? F11 C12 C11 114.2(19) . . ? F13 C12 C11 107.8(19) . . ? O22 C21 O21 129.1(22) . . ? O22 C21 C22 118.0(18) . . ? O21 C21 C22 112.8(19) . . ? F21 C22 F23 111.9(23) . . ? F21 C22 F22 101.1(24) . . ? F23 C22 F22 100.6(20) . . ? F21 C22 C21 115.6(21) . . ? F23 C22 C21 113.0(22) . . ? F22 C22 C21 113.0(22) . . ? O32 C31 O31 129.0(24) . . ? O32 C31 C32 114.3(22) . . ? O31 C31 C32 116.5(23) . . ? F32 C32 F31 118.9(27) . . ? F32 C32 F33 82.7(24) . . ? F31 C32 F33 92.5(22) . . ? F32 C32 C31 119.0(26) . . ? F31 C32 C31 120.5(26) . . ? F33 C32 C31 107.0(23) . . ? P1 C1 H11 110.1(8) . . ? P1 C1 H12 109.4(8) . . ? H11 C1 H12 109.5 . . ? P1 C1 H13 108.9(8) . . ? H11 C1 H13 109.5 . . ? H12 C1 H13 109.5 . . ? P1 C2 H21 108.8(9) . . ? P1 C2 H22 109.4(7) . . ? H21 C2 H22 109.5 . . ? P1 C2 H23 110.2(9) . . ? H21 C2 H23 109.5 . . ? H22 C2 H23 109.5 . . ? P1 C3 H31 109.9(9) . . ? P1 C3 H32 110.7(12) . . ? H31 C3 H32 109.5 . . ? P1 C3 H33 107.9(11) . . ? H31 C3 H33 109.5 . . ? H32 C3 H33 109.5 . . ? P2 C4 H41 109.8(6) . . ? P2 C4 H42 109.6(8) . . ? H41 C4 H42 109.5 . . ? P2 C4 H43 109.0(7) . . ? H41 C4 H43 109.5 . . ? H42 C4 H43 109.5 . . ? P2 C5 H51 109.6(6) . . ? P2 C5 H52 108.9(7) . . ? H51 C5 H52 109.5 . . ? P2 C5 H53 109.9(7) . . ? H51 C5 H53 109.5 . . ? H52 C5 H53 109.5 . . ? P2 C6 H61 109.1(8) . . ? P2 C6 H62 109.8(7) . . ? H61 C6 H62 109.5 . . ? P2 C6 H63 109.5(9) . . ? H61 C6 H63 109.5 . . ? H62 C6 H63 109.5 . . ? P3 C7 H71 111.0(8) . . ? P3 C7 H72 108.9(8) . . ? H71 C7 H72 109.5 . . ? P3 C7 H73 108.5(8) . . ? H71 C7 H73 109.5 . . ? H72 C7 H73 109.5 . . ? P3 C8 H81 109.1(7) . . ? P3 C8 H82 109.9(8) . . ? H81 C8 H82 109.5 . . ? P3 C8 H83 109.4(9) . . ? H81 C8 H83 109.5 . . ? H82 C8 H83 109.5 . . ? P3 C9 H91 109.4(7) . . ? P3 C9 H92 109.7(7) . . ? H91 C9 H92 109.5 . . ? P3 C9 H93 109.3(8) . . ? H91 C9 H93 109.5 . . ? H92 C9 H93 109.5 . . ? _refine_diff_density_max 3.140 _refine_diff_density_min -3.606 _refine_diff_density_rms 0.302 data_MAX16 #(Cpmpound 9) _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C23 H23 Au Cl2 F3 O3 P S' _chemical_formula_weight 735.31 _chemical_melting_point ? _chemical_compound_source ? 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' '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' 'S' 'S' 0.1246 0.1234 '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' 'Au' 'Au' -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.637(1) _cell_length_b 11.303(1) _cell_length_c 11.785(1) _cell_angle_alpha 67.80(1) _cell_angle_beta 81.99(1) _cell_angle_gamma 76.01(1) _cell_volume 1271.1(2) _cell_formula_units_Z 2 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour colorless _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.921 _exptl_crystal_density_method ? _exptl_crystal_F_000 712 _exptl_absorpt_coefficient_mu 6.188 _exptl_absorpt_correction_type DIFABS _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(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 'Enraf Nonius CAD4' _diffrn_measurement_method omega-theta-scan _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time '3600 s' _diffrn_standards_decay_% ? _diffrn_reflns_number 10959 _diffrn_reflns_av_R_equivalents 0.0200 _diffrn_reflns_av_sigmaI/netI 0.0225 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.08 _diffrn_reflns_theta_max 26.96 _reflns_number_total 5509 _reflns_number_observed 5150 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Enraf Nonius CAD4' _computing_cell_refinement 'Enraf Nonius CAD4' _computing_data_reduction CADSHEL _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics SIEMENS-XTL-PLUS _computing_publication_material 'SHELXL-93 (Sheldrick, 1993)' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 99 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0594P)^2^+1.8457P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5410 _refine_ls_number_parameters 307 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0345 _refine_ls_R_factor_obs 0.0312 _refine_ls_wR_factor_all 0.0834 _refine_ls_wR_factor_obs 0.0796 _refine_ls_goodness_of_fit_all 1.033 _refine_ls_goodness_of_fit_obs 1.046 _refine_ls_restrained_S_all 1.059 _refine_ls_restrained_S_obs 1.046 _refine_ls_shift/esd_max -0.001 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Au Au 0.275787(14) 0.789457(13) 0.740689(12) 0.02359(7) Uani 1 d . . S S 0.02615(10) 0.74278(10) 0.66686(9) 0.0275(2) Uani 1 d . . P P 0.37810(10) 0.87144(9) 0.83683(9) 0.0207(2) Uani 1 d . . O1 O 0.1688(3) 0.7131(3) 0.6568(3) 0.0286(6) Uani 1 d . . O2 O -0.0264(4) 0.8591(3) 0.6937(3) 0.0423(8) Uani 1 d . . O3 O -0.0290(4) 0.7226(4) 0.5737(3) 0.0448(9) Uani 1 d . . C1 C -0.0078(5) 0.6101(5) 0.8068(5) 0.0372(10) Uani 1 d . . F1 F 0.0513(4) 0.6067(3) 0.9006(3) 0.0493(8) Uani 1 d . . F2 F -0.1335(4) 0.6257(4) 0.8354(4) 0.0650(11) Uani 1 d . . F3 F 0.0327(4) 0.4953(3) 0.7944(4) 0.0593(9) Uani 1 d . . C11 C 0.4724(4) 0.7491(4) 0.9619(4) 0.0228(7) Uani 1 d . . C12 C 0.4216(4) 0.6448(4) 1.0500(4) 0.0253(8) Uani 1 d . . C13 C 0.4969(5) 0.5605(4) 1.1488(4) 0.0323(9) Uani 1 d . . H13 H 0.4630(5) 0.4891(4) 1.2108(4) 0.048 Uiso 1 d R . C14 C 0.6186(5) 0.5772(4) 1.1605(4) 0.0351(10) Uani 1 d . . H14 H 0.6679(5) 0.5173(4) 1.2293(4) 0.053 Uiso 1 d R . C15 C 0.6686(5) 0.6794(4) 1.0730(4) 0.0331(9) Uani 1 d . . H15 H 0.7537(5) 0.6909(4) 1.0802(4) 0.050 Uiso 1 d R . C16 C 0.5962(4) 0.7642(4) 0.9739(4) 0.0279(8) Uani 1 d . . H16 H 0.6301(4) 0.8365(4) 0.9133(4) 0.042 Uiso 1 d R . C21 C 0.4885(4) 0.9729(4) 0.7391(3) 0.0225(7) Uani 1 d . . C22 C 0.5839(4) 0.9301(4) 0.6602(4) 0.0272(8) Uani 1 d . . C23 C 0.6698(5) 1.0114(5) 0.5937(4) 0.0348(10) Uani 1 d . . H23 H 0.7360(5) 0.9837(5) 0.5391(4) 0.052 Uiso 1 d R . C24 C 0.6613(5) 1.1310(5) 0.6038(4) 0.0385(11) Uani 1 d . . H24 H 0.7221(5) 1.1853(5) 0.5569(4) 0.058 Uiso 1 d R . C25 C 0.5675(5) 1.1734(4) 0.6808(4) 0.0344(10) Uani 1 d . . H25 H 0.5621(5) 1.2574(4) 0.6874(4) 0.052 Uiso 1 d R . C26 C 0.4809(4) 1.0945(4) 0.7491(4) 0.0284(8) Uani 1 d . . H26 H 0.4165(4) 1.1225(4) 0.8048(4) 0.043 Uiso 1 d R . C31 C 0.2586(4) 0.9731(4) 0.9068(4) 0.0214(7) Uani 1 d . . C32 C 0.1612(4) 1.0738(4) 0.8376(4) 0.0262(8) Uani 1 d . . C33 C 0.0722(4) 1.1452(4) 0.8986(4) 0.0316(9) Uani 1 d . . H33 H 0.0056(4) 1.2146(4) 0.8533(4) 0.047 Uiso 1 d R . C34 C 0.0760(4) 1.1195(4) 1.0228(4) 0.0317(9) Uani 1 d . . H34 H 0.0116(4) 1.1696(4) 1.0622(4) 0.047 Uiso 1 d R . C35 C 0.1717(5) 1.0217(4) 1.0898(4) 0.0305(9) Uani 1 d . . H35 H 0.1749(5) 1.0036(4) 1.1762(4) 0.046 Uiso 1 d R . C36 C 0.2631(4) 0.9497(4) 1.0320(4) 0.0261(8) Uani 1 d . . H36 H 0.3314(4) 0.8839(4) 1.0782(4) 0.039 Uiso 1 d R . C17 C 0.2891(5) 0.6221(5) 1.0444(4) 0.0342(10) Uani 1 d . . H171 H 0.2487(5) 0.6867(5) 0.9721(4) 0.051 Uiso 1 d R . H172 H 0.2969(5) 0.5358(5) 1.0422(4) 0.051 Uiso 1 d R . H173 H 0.2370(5) 0.6286(5) 1.1164(4) 0.051 Uiso 1 d R . C27 C 0.6011(5) 0.7993(5) 0.6475(5) 0.0379(10) Uani 1 d . . H271 H 0.6725(5) 0.7887(5) 0.5898(5) 0.057 Uiso 1 d R . H272 H 0.6182(5) 0.7314(5) 0.7265(5) 0.057 Uiso 1 d R . H273 H 0.5231(5) 0.7932(5) 0.6191(5) 0.057 Uiso 1 d R . C37 C 0.1490(5) 1.1050(5) 0.7027(4) 0.0398(11) Uani 1 d . . H371 H 0.0768(5) 1.1764(5) 0.6737(4) 0.060 Uiso 1 d R . H372 H 0.2273(5) 1.1296(5) 0.6577(4) 0.060 Uiso 1 d R . H373 H 0.1352(5) 1.0289(5) 0.6905(4) 0.060 Uiso 1 d R . C C 0.1800(10) 0.4950(8) 0.4821(8) 0.080(2) Uani 1 d . . H1 H 0.1438(10) 0.4270(8) 0.4757(8) 0.120 Uiso 1 d R . H2 H 0.1289(10) 0.5254(8) 0.5437(8) 0.120 Uiso 1 d R . Cl1 Cl 0.1753(3) 0.6213(3) 0.3442(2) 0.0984(8) Uani 1 d . . Cl2 Cl 0.3382(5) 0.4313(4) 0.5254(4) 0.182(2) Uani 1 d . . 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 Au 0.02211(9) 0.02515(9) 0.02440(9) -0.00925(6) -0.00139(6) -0.00577(6) S 0.0250(5) 0.0308(5) 0.0262(5) -0.0095(4) -0.0031(4) -0.0049(4) P 0.0177(4) 0.0205(4) 0.0228(4) -0.0070(4) -0.0013(4) -0.0029(4) O1 0.0207(14) 0.035(2) 0.033(2) -0.0154(13) -0.0008(12) -0.0061(12) O2 0.043(2) 0.032(2) 0.049(2) -0.0155(15) -0.004(2) 0.0011(15) O3 0.043(2) 0.058(2) 0.038(2) -0.017(2) -0.012(2) -0.013(2) C1 0.034(3) 0.040(2) 0.038(2) -0.011(2) -0.002(2) -0.015(2) F1 0.062(2) 0.056(2) 0.0281(14) -0.0038(13) -0.0040(14) -0.027(2) F2 0.036(2) 0.082(3) 0.070(2) -0.015(2) 0.014(2) -0.030(2) F3 0.075(3) 0.033(2) 0.071(2) -0.014(2) -0.011(2) -0.018(2) C11 0.024(2) 0.019(2) 0.024(2) -0.0064(14) -0.0028(14) -0.0024(14) C12 0.029(2) 0.020(2) 0.026(2) -0.0072(15) 0.000(2) -0.006(2) C13 0.043(3) 0.020(2) 0.028(2) -0.003(2) -0.005(2) -0.003(2) C14 0.043(3) 0.023(2) 0.035(2) -0.008(2) -0.012(2) 0.003(2) C15 0.026(2) 0.032(2) 0.041(2) -0.012(2) -0.011(2) -0.001(2) C16 0.027(2) 0.025(2) 0.031(2) -0.007(2) -0.004(2) -0.006(2) C21 0.018(2) 0.024(2) 0.024(2) -0.0069(14) -0.0001(14) -0.0050(14) C22 0.025(2) 0.031(2) 0.024(2) -0.007(2) 0.000(2) -0.006(2) C23 0.029(2) 0.045(3) 0.026(2) -0.008(2) 0.003(2) -0.010(2) C24 0.039(3) 0.043(3) 0.028(2) -0.001(2) 0.000(2) -0.020(2) C25 0.037(2) 0.026(2) 0.036(2) -0.003(2) -0.004(2) -0.012(2) C26 0.027(2) 0.025(2) 0.030(2) -0.007(2) 0.002(2) -0.007(2) C31 0.016(2) 0.021(2) 0.028(2) -0.0096(14) 0.0007(14) -0.0031(14) C32 0.024(2) 0.021(2) 0.030(2) -0.0061(15) -0.003(2) -0.0027(15) C33 0.025(2) 0.026(2) 0.043(2) -0.013(2) -0.003(2) 0.000(2) C34 0.026(2) 0.032(2) 0.040(2) -0.019(2) 0.005(2) -0.007(2) C35 0.031(2) 0.035(2) 0.030(2) -0.017(2) 0.004(2) -0.010(2) C36 0.025(2) 0.026(2) 0.028(2) -0.010(2) -0.001(2) -0.006(2) C17 0.036(2) 0.035(2) 0.031(2) -0.005(2) 0.000(2) -0.018(2) C27 0.031(2) 0.040(2) 0.045(3) -0.023(2) 0.008(2) -0.005(2) C37 0.040(3) 0.036(2) 0.032(2) -0.006(2) -0.010(2) 0.007(2) C 0.104(7) 0.058(4) 0.073(5) -0.028(4) 0.007(5) -0.008(4) Cl1 0.093(2) 0.122(2) 0.0589(11) -0.0247(12) -0.0183(11) 0.0116(14) Cl2 0.200(4) 0.176(3) 0.174(3) -0.121(3) -0.142(3) 0.123(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 Au O1 2.110(3) . ? Au P 2.2252(10) . ? S O3 1.426(3) . ? S O2 1.432(4) . ? S O1 1.470(3) . ? S C1 1.823(5) . ? P C11 1.814(4) . ? P C21 1.815(4) . ? P C31 1.826(4) . ? C1 F2 1.319(6) . ? C1 F3 1.322(6) . ? C1 F1 1.330(6) . ? C11 C16 1.401(6) . ? C11 C12 1.410(5) . ? C12 C13 1.400(6) . ? C12 C17 1.507(6) . ? C13 C14 1.385(7) . ? C13 H13 0.97 . ? C14 C15 1.387(7) . ? C14 H14 0.96 . ? C15 C16 1.387(6) . ? C15 H15 0.96 . ? C16 H16 0.97 . ? C21 C22 1.404(6) . ? C21 C26 1.406(6) . ? C22 C23 1.398(6) . ? C22 C27 1.507(6) . ? C23 C24 1.382(7) . ? C23 H23 0.96 . ? C24 C25 1.376(7) . ? C24 H24 0.97 . ? C25 C26 1.392(6) . ? C25 H25 0.97 . ? C26 H26 0.96 . ? C31 C36 1.402(6) . ? C31 C32 1.414(5) . ? C32 C33 1.395(6) . ? C32 C37 1.510(6) . ? C33 C34 1.385(7) . ? C33 H33 0.96 . ? C34 C35 1.380(7) . ? C34 H34 0.96 . ? C35 C36 1.387(6) . ? C35 H35 0.96 . ? C36 H36 0.96 . ? C17 H171 0.96 . ? C17 H172 0.97 . ? C17 H173 0.96 . ? C27 H271 0.96 . ? C27 H272 0.96 . ? C27 H273 0.96 . ? C37 H371 0.96 . ? C37 H372 0.96 . ? C37 H373 0.97 . ? C Cl1 1.708(9) . ? C Cl2 1.727(11) . ? C H1 0.97 . ? C H2 0.96 . ? 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 O1 Au P 176.50(8) . . ? O3 S O2 118.9(2) . . ? O3 S O1 112.2(2) . . ? O2 S O1 113.0(2) . . ? O3 S C1 103.9(2) . . ? O2 S C1 104.7(2) . . ? O1 S C1 101.8(2) . . ? C11 P C21 105.8(2) . . ? C11 P C31 105.4(2) . . ? C21 P C31 106.7(2) . . ? C11 P Au 114.09(13) . . ? C21 P Au 114.86(13) . . ? C31 P Au 109.22(13) . . ? S O1 Au 120.4(2) . . ? F2 C1 F3 108.1(4) . . ? F2 C1 F1 108.0(5) . . ? F3 C1 F1 107.5(4) . . ? F2 C1 S 110.4(4) . . ? F3 C1 S 111.6(4) . . ? F1 C1 S 111.0(3) . . ? C16 C11 C12 119.7(4) . . ? C16 C11 P 118.3(3) . . ? C12 C11 P 121.8(3) . . ? C13 C12 C11 118.2(4) . . ? C13 C12 C17 118.7(4) . . ? C11 C12 C17 123.1(4) . . ? C14 C13 C12 121.5(4) . . ? C14 C13 H13 119.2(3) . . ? C12 C13 H13 119.3(3) . . ? C13 C14 C15 120.1(4) . . ? C13 C14 H14 119.4(3) . . ? C15 C14 H14 120.5(3) . . ? C16 C15 C14 119.6(4) . . ? C16 C15 H15 120.0(3) . . ? C14 C15 H15 120.4(3) . . ? C15 C16 C11 120.9(4) . . ? C15 C16 H16 120.0(3) . . ? C11 C16 H16 119.1(2) . . ? C22 C21 C26 120.0(4) . . ? C22 C21 P 121.9(3) . . ? C26 C21 P 118.0(3) . . ? C23 C22 C21 118.0(4) . . ? C23 C22 C27 118.8(4) . . ? C21 C22 C27 123.2(4) . . ? C24 C23 C22 121.5(4) . . ? C24 C23 H23 119.2(3) . . ? C22 C23 H23 119.3(3) . . ? C25 C24 C23 120.5(4) . . ? C25 C24 H24 119.6(3) . . ? C23 C24 H24 119.9(3) . . ? C24 C25 C26 119.5(4) . . ? C24 C25 H25 120.1(3) . . ? C26 C25 H25 120.4(3) . . ? C25 C26 C21 120.4(4) . . ? C25 C26 H26 119.9(3) . . ? C21 C26 H26 119.7(2) . . ? C36 C31 C32 119.5(4) . . ? C36 C31 P 119.2(3) . . ? C32 C31 P 121.3(3) . . ? C33 C32 C31 117.6(4) . . ? C33 C32 C37 119.4(4) . . ? C31 C32 C37 123.0(4) . . ? C34 C33 C32 122.3(4) . . ? C34 C33 H33 118.5(3) . . ? C32 C33 H33 119.1(3) . . ? C35 C34 C33 119.8(4) . . ? C35 C34 H34 120.1(3) . . ? C33 C34 H34 120.0(3) . . ? C34 C35 C36 119.5(4) . . ? C34 C35 H35 120.2(3) . . ? C36 C35 H35 120.3(3) . . ? C35 C36 C31 121.2(4) . . ? C35 C36 H36 119.3(3) . . ? C31 C36 H36 119.6(2) . . ? C12 C17 H171 109.7(2) . . ? C12 C17 H172 109.8(2) . . ? H171 C17 H172 109.5 . . ? C12 C17 H173 108.9(2) . . ? H171 C17 H173 109.6 . . ? H172 C17 H173 109.4 . . ? C22 C27 H271 109.9(3) . . ? C22 C27 H272 109.1(3) . . ? H271 C27 H272 109.7 . . ? C22 C27 H273 109.8(3) . . ? H271 C27 H273 109.4 . . ? H272 C27 H273 109.0 . . ? C32 C37 H371 109.4(2) . . ? C32 C37 H372 109.3(3) . . ? H371 C37 H372 109.1 . . ? C32 C37 H373 109.5(3) . . ? H371 C37 H373 109.7 . . ? H372 C37 H373 109.8 . . ? Cl1 C Cl2 110.2(6) . . ? Cl1 C H1 109.8(3) . . ? Cl2 C H1 109.2(3) . . ? Cl1 C H2 109.7(3) . . ? Cl2 C H2 109.6(3) . . ? H1 C H2 108.3 . . ? _refine_diff_density_max 1.791 _refine_diff_density_min -2.924 _refine_diff_density_rms 0.152 data_MAX13 #(Compound 4) _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C5 H9 Au Cl3 O P S' _chemical_formula_weight 451.47 _chemical_melting_point ? _chemical_compound_source ? 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' 'S' 'S' 0.1246 0.1234 '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' '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 6.208(1) _cell_length_b 10.216(1) _cell_length_c 19.180(2) _cell_angle_alpha 90.00 _cell_angle_beta 98.70(1) _cell_angle_gamma 90.00 _cell_volume 1202.4(3) _cell_formula_units_Z 4 _cell_measurement_temperature -110 _cell_measurement_reflns_used 25 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour colorless _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.494 _exptl_crystal_density_method ? _exptl_crystal_F_000 832 _exptl_absorpt_coefficient_mu 13.164 _exptl_absorpt_correction_type DIFABS _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Enraf Nonius CAD4' _diffrn_measurement_method omega-theta-scan _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time '3600 s' _diffrn_standards_decay_% ? _diffrn_reflns_number 2374 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0302 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.32 _diffrn_reflns_theta_max 26.96 _reflns_number_total 2374 _reflns_number_observed 2002 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Enraf Nonius CAD4' _computing_cell_refinement 'Enraf Nonius CAD4' _computing_data_reduction CADSHEL _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics Siemensxtl-plus _computing_publication_material 'SHELXL-93 (Sheldrick, 1993)' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 152 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0169P)^2^+42.2584P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2222 _refine_ls_number_parameters 109 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0702 _refine_ls_R_factor_obs 0.0507 _refine_ls_wR_factor_all 0.1618 _refine_ls_wR_factor_obs 0.1207 _refine_ls_goodness_of_fit_all 1.196 _refine_ls_goodness_of_fit_obs 1.244 _refine_ls_restrained_S_all 1.539 _refine_ls_restrained_S_obs 1.244 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Au Au 0.18712(8) 0.46691(6) 0.09315(3) 0.0318(2) Uani 1 d . . Cl1 Cl -0.1610(6) -0.0034(4) 0.2018(2) 0.0414(9) Uani 1 d . . Cl2 Cl -0.4996(6) 0.1558(5) 0.1226(3) 0.0586(13) Uani 1 d . . Cl3 Cl -0.2055(10) 0.0065(5) 0.0518(3) 0.0665(14) Uani 1 d . . S S -0.0541(7) 0.2993(5) 0.0560(2) 0.0467(10) Uani 1 d . . P P 0.4403(5) 0.6205(4) 0.1275(2) 0.0300(7) Uani 1 d . . O O -0.0033(19) 0.2598(13) 0.1932(5) 0.048(3) Uani 1 d . . C1 C -0.2298(22) 0.1005(17) 0.1271(8) 0.039(3) Uani 1 d . . C2 C -0.0775(21) 0.2232(14) 0.1341(7) 0.030(3) Uani 1 d . . C3 C 0.6015(25) 0.6648(21) 0.0619(9) 0.051(5) Uani 1 d . . H31 H 0.7060(25) 0.7305(21) 0.0804(9) 0.077 Uiso 1 d R . H32 H 0.6769(25) 0.5890(21) 0.0483(9) 0.077 Uiso 1 d R . H33 H 0.5075(25) 0.6990(21) 0.0213(9) 0.077 Uiso 1 d R . C4 C 0.3300(28) 0.7670(19) 0.1559(12) 0.058(5) Uani 1 d . . H41 H 0.4449(28) 0.8292(19) 0.1701(12) 0.088 Uiso 1 d R . H42 H 0.2311(28) 0.8016(19) 0.1166(12) 0.088 Uiso 1 d R . H43 H 0.2525(28) 0.7509(19) 0.1948(12) 0.088 Uiso 1 d R . C5 C 0.6422(26) 0.5676(20) 0.1985(9) 0.051(4) Uani 1 d . . H51 H 0.7473(26) 0.6361(20) 0.2114(9) 0.077 Uiso 1 d R . H52 H 0.5722(26) 0.5461(20) 0.2384(9) 0.077 Uiso 1 d R . H53 H 0.7148(26) 0.4914(20) 0.1840(9) 0.077 Uiso 1 d 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 Au 0.0316(3) 0.0324(3) 0.0315(3) 0.0025(3) 0.0050(2) -0.0090(2) Cl1 0.037(2) 0.035(2) 0.049(2) 0.013(2) -0.0024(15) -0.0055(13) Cl2 0.028(2) 0.074(3) 0.072(3) 0.034(3) 0.004(2) -0.002(2) Cl3 0.112(4) 0.039(3) 0.049(3) -0.010(2) 0.014(2) -0.027(2) S 0.054(2) 0.053(3) 0.031(2) 0.007(2) -0.001(2) -0.026(2) P 0.027(2) 0.033(2) 0.030(2) 0.0011(15) 0.0023(13) -0.0056(13) O 0.065(7) 0.054(8) 0.023(5) -0.006(5) 0.000(5) -0.021(6) C1 0.032(7) 0.044(9) 0.039(8) 0.002(7) 0.000(6) -0.004(6) C2 0.031(7) 0.028(7) 0.030(7) 0.006(6) 0.005(5) -0.008(5) C3 0.038(8) 0.070(13) 0.049(10) -0.018(9) 0.017(7) -0.016(8) C4 0.049(10) 0.046(11) 0.084(14) -0.011(10) 0.022(9) -0.007(8) C5 0.047(9) 0.071(13) 0.035(8) 0.000(9) 0.004(7) -0.011(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 Au P 2.248(4) . ? Au S 2.315(4) . ? Cl1 C1 1.78(2) . ? Cl2 C1 1.757(15) . ? Cl3 C1 1.76(2) . ? S C2 1.714(14) . ? P C4 1.77(2) . ? P C3 1.78(2) . ? P C5 1.79(2) . ? O C2 1.22(2) . ? C1 C2 1.56(2) . ? C3 H31 0.96 . ? C3 H32 0.96 . ? C3 H33 0.96 . ? C4 H41 0.96 . ? C4 H42 0.96 . ? C4 H43 0.96 . ? C5 H51 0.96 . ? C5 H52 0.96 . ? C5 H53 0.96 . ? 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 P Au S 176.0(2) . . ? C2 S Au 101.7(5) . . ? C4 P C3 106.8(9) . . ? C4 P C5 106.3(10) . . ? C3 P C5 102.1(8) . . ? C4 P Au 113.3(6) . . ? C3 P Au 114.4(6) . . ? C5 P Au 113.0(6) . . ? C2 C1 Cl3 112.5(10) . . ? C2 C1 Cl2 107.8(11) . . ? Cl3 C1 Cl2 109.6(8) . . ? C2 C1 Cl1 109.9(10) . . ? Cl3 C1 Cl1 107.2(9) . . ? Cl2 C1 Cl1 110.0(8) . . ? O C2 C1 117.8(13) . . ? O C2 S 127.2(11) . . ? C1 C2 S 114.7(10) . . ? P C3 H31 109.6(6) . . ? P C3 H32 109.6(7) . . ? H31 C3 H32 109.5 . . ? P C3 H33 109.0(6) . . ? H31 C3 H33 109.6 . . ? H32 C3 H33 109.4 . . ? P C4 H41 110.0(6) . . ? P C4 H42 107.4(7) . . ? H41 C4 H42 109.6 . . ? P C4 H43 110.9(7) . . ? H41 C4 H43 109.3 . . ? H42 C4 H43 109.6 . . ? P C5 H51 110.3(6) . . ? P C5 H52 109.1(5) . . ? H51 C5 H52 109.3 . . ? P C5 H53 109.3(6) . . ? H51 C5 H53 109.5 . . ? H52 C5 H53 109.4 . . ? _refine_diff_density_max 2.330 _refine_diff_density_min -2.249 _refine_diff_density_rms 0.249 data_MAX12 #(Compound 6) _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C23 H21 Au Cl3 O P S' _chemical_formula_weight 679.74 _chemical_melting_point ? _chemical_compound_source ? 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' 'S' 'S' 0.1246 0.1234 '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' '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)/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 11.229(2) _cell_length_b 14.256(1) _cell_length_c 15.642(2) _cell_angle_alpha 90.00 _cell_angle_beta 103.91(1) _cell_angle_gamma 90.00 _cell_volume 2430.6(6) _cell_formula_units_Z 4 _cell_measurement_temperature 194(2) _cell_measurement_reflns_used 25 _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 1.858 _exptl_crystal_density_method ? _exptl_crystal_F_000 1312 _exptl_absorpt_coefficient_mu 6.548 _exptl_absorpt_correction_type DIFABS _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 194(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 'Enraf Nonius CAD4' _diffrn_measurement_method omega-scans _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time '3600 s' _diffrn_standards_decay_% ? _diffrn_reflns_number 5527 _diffrn_reflns_av_R_equivalents 0.0181 _diffrn_reflns_av_sigmaI/netI 0.0249 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 27.00 _reflns_number_total 5270 _reflns_number_observed 3978 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Enraf Nonius CAD4' _computing_data_reduction CADSHEL _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics Siemens-XTL-PLUS _computing_publication_material 'SHELXL-93 (Sheldrick, 1993)' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 549 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0345P)^2^+6.9793P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4721 _refine_ls_number_parameters 271 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0537 _refine_ls_R_factor_obs 0.0304 _refine_ls_wR_factor_all 0.0810 _refine_ls_wR_factor_obs 0.0717 _refine_ls_goodness_of_fit_all 1.058 _refine_ls_goodness_of_fit_obs 1.110 _refine_ls_restrained_S_all 1.080 _refine_ls_restrained_S_obs 1.110 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Au1 Au 0.09422(2) 0.753235(13) 0.903178(11) 0.03083(7) Uani 1 d . . Cl1 Cl -0.2401(2) 0.48229(12) 0.81262(11) 0.0647(5) Uani 1 d . . Cl2 Cl -0.2294(3) 0.4707(2) 0.99607(13) 0.1043(9) Uani 1 d . . Cl3 Cl -0.3580(2) 0.6228(2) 0.8882(2) 0.1083(9) Uani 1 d . . S S -0.06736(13) 0.65428(9) 0.84358(8) 0.0377(3) Uani 1 d . . P P 0.26034(11) 0.84806(9) 0.94708(8) 0.0289(3) Uani 1 d . . O O -0.0728(5) 0.6334(4) 1.0090(3) 0.083(2) Uani 1 d . . C1 C -0.1141(5) 0.6128(4) 0.9337(4) 0.0417(13) Uani 1 d . . C2 C -0.2296(5) 0.5477(4) 0.9099(4) 0.0439(13) Uani 1 d . . C17 C 0.0461(5) 0.9923(4) 0.8583(4) 0.0471(14) Uani 1 d . . H171 H -0.0124(5) 1.0416(4) 0.8386(4) 0.071 Uiso 1 d R . H172 H 0.0913(5) 0.9810(4) 0.8146(4) 0.071 Uiso 1 d R . H173 H 0.0037(5) 0.9361(4) 0.8674(4) 0.071 Uiso 1 d R . C27 C 0.3325(6) 0.6973(5) 0.8172(5) 0.058(2) Uani 1 d . . H271 H 0.3011(6) 0.6915(5) 0.8688(5) 0.087 Uiso 1 d R . H272 H 0.2733(6) 0.6727(5) 0.7672(5) 0.087 Uiso 1 d R . H273 H 0.4078(6) 0.6626(5) 0.8256(5) 0.087 Uiso 1 d R . C37 C 0.2232(5) 0.7647(4) 1.1265(3) 0.0411(12) Uani 1 d . . H371 H 0.2221(5) 0.7331(4) 1.1804(3) 0.062 Uiso 1 d R . H372 H 0.2052(5) 0.8300(4) 1.1316(3) 0.062 Uiso 1 d R . H373 H 0.1626(5) 0.7374(4) 1.0789(3) 0.062 Uiso 1 d R . C11 C 0.2296(5) 0.9628(3) 0.9889(3) 0.0323(10) Uani 1 d . . C12 C 0.1335(5) 1.0204(4) 0.9432(4) 0.0363(11) Uani 1 d . . C13 C 0.1204(6) 1.1079(4) 0.9787(4) 0.0490(14) Uani 1 d . . H13 H 0.0545(6) 1.1479(4) 0.9488(4) 0.074 Uiso 1 d R . C14 C 0.1996(6) 1.1390(4) 1.0558(5) 0.055(2) Uani 1 d . . H14 H 0.1885(6) 1.1999(4) 1.0790(5) 0.082 Uiso 1 d R . C15 C 0.2933(6) 1.0824(4) 1.0994(4) 0.0470(14) Uani 1 d . . H15 H 0.3486(6) 1.1032(4) 1.1530(4) 0.071 Uiso 1 d R . C16 C 0.3083(5) 0.9949(4) 1.0653(3) 0.0395(12) Uani 1 d . . H16 H 0.3746(5) 0.9553(4) 1.0953(3) 0.059 Uiso 1 d R . C21 C 0.3308(4) 0.8716(4) 0.8559(3) 0.0339(11) Uani 1 d . . C22 C 0.3571(5) 0.7999(4) 0.8024(3) 0.0385(12) Uani 1 d . . C23 C 0.4033(5) 0.8251(6) 0.7302(4) 0.055(2) Uani 1 d . . H23 H 0.4216(5) 0.7772(6) 0.6922(4) 0.083 Uiso 1 d R . C24 C 0.4237(6) 0.9182(6) 0.7126(4) 0.061(2) Uani 1 d . . H24 H 0.4542(6) 0.9341(6) 0.6623(4) 0.091 Uiso 1 d R . C25 C 0.4002(6) 0.9875(5) 0.7655(4) 0.057(2) Uani 1 d . . H25 H 0.4151(6) 1.0519(5) 0.7531(4) 0.086 Uiso 1 d R . C26 C 0.3552(5) 0.9645(4) 0.8381(4) 0.0426(13) Uani 1 d . . H26 H 0.3404(5) 1.0133(4) 0.8765(4) 0.064 Uiso 1 d R . C31 C 0.3785(5) 0.7942(3) 1.0337(3) 0.0336(11) Uani 1 d . . C32 C 0.3487(5) 0.7554(3) 1.1082(3) 0.0332(10) Uani 1 d . . C33 C 0.4416(5) 0.7072(4) 1.1680(4) 0.0421(13) Uani 1 d . . H33 H 0.4227(5) 0.6784(4) 1.2185(4) 0.063 Uiso 1 d R . C34 C 0.5585(6) 0.7002(5) 1.1568(4) 0.0507(15) Uani 1 d . . H34 H 0.6202(6) 0.6665(5) 1.1989(4) 0.076 Uiso 1 d R . C35 C 0.5879(5) 0.7418(5) 1.0848(4) 0.055(2) Uani 1 d . . H35 H 0.6701(5) 0.7378(5) 1.0773(4) 0.083 Uiso 1 d R . C36 C 0.4985(5) 0.7886(4) 1.0239(4) 0.0414(12) Uani 1 d . . H36 H 0.5189(5) 0.8178(4) 0.9741(4) 0.062 Uiso 1 d 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 0.03120(10) 0.03057(10) 0.03076(10) -0.00184(8) 0.00753(7) -0.00364(9) Cl1 0.0769(12) 0.0575(9) 0.0605(10) -0.0193(8) 0.0182(9) -0.0253(9) Cl2 0.154(2) 0.097(2) 0.0573(11) 0.0115(11) 0.0163(13) -0.070(2) Cl3 0.0542(12) 0.091(2) 0.182(3) -0.041(2) 0.0318(14) 0.0049(11) S 0.0410(7) 0.0393(7) 0.0335(6) -0.0066(5) 0.0104(5) -0.0095(6) P 0.0284(6) 0.0310(6) 0.0266(6) 0.0001(5) 0.0052(5) -0.0014(5) O 0.107(4) 0.102(4) 0.036(2) -0.003(3) 0.013(3) -0.058(3) C1 0.050(3) 0.038(3) 0.035(3) 0.000(2) 0.008(2) -0.008(2) C2 0.048(3) 0.038(3) 0.050(3) -0.003(2) 0.020(3) -0.011(3) C17 0.040(3) 0.047(3) 0.052(3) 0.011(3) 0.006(3) 0.006(3) C27 0.049(4) 0.059(4) 0.069(4) -0.024(3) 0.022(3) 0.002(3) C37 0.048(3) 0.047(3) 0.030(2) 0.004(2) 0.012(2) -0.001(2) C11 0.032(3) 0.031(2) 0.038(3) 0.000(2) 0.016(2) -0.005(2) C12 0.034(3) 0.034(3) 0.044(3) 0.002(2) 0.014(2) -0.003(2) C13 0.044(3) 0.038(3) 0.071(4) 0.004(3) 0.025(3) 0.003(3) C14 0.063(4) 0.034(3) 0.075(4) -0.016(3) 0.033(4) -0.006(3) C15 0.050(3) 0.040(3) 0.052(3) -0.008(3) 0.014(3) -0.010(3) C16 0.043(3) 0.037(3) 0.039(3) -0.002(2) 0.010(2) -0.006(2) C21 0.027(2) 0.048(3) 0.025(2) 0.002(2) 0.005(2) 0.002(2) C22 0.027(3) 0.053(3) 0.034(3) -0.010(2) 0.004(2) -0.005(2) C23 0.036(3) 0.095(5) 0.035(3) -0.020(3) 0.011(2) -0.001(3) C24 0.043(4) 0.104(6) 0.036(3) 0.012(4) 0.011(3) -0.007(4) C25 0.053(4) 0.076(5) 0.046(3) 0.023(3) 0.019(3) 0.000(3) C26 0.039(3) 0.049(3) 0.042(3) 0.008(2) 0.014(2) -0.001(2) C31 0.037(3) 0.032(2) 0.029(2) 0.000(2) 0.002(2) 0.003(2) C32 0.035(2) 0.033(2) 0.030(2) -0.003(2) 0.005(2) -0.004(2) C33 0.050(3) 0.040(3) 0.032(3) 0.003(2) 0.002(2) 0.000(3) C34 0.046(3) 0.058(4) 0.041(3) 0.006(3) -0.003(3) 0.007(3) C35 0.032(3) 0.083(5) 0.047(3) 0.003(3) 0.002(2) 0.011(3) C36 0.033(3) 0.054(3) 0.037(3) 0.003(2) 0.007(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 P 2.2722(13) . ? Au1 S 2.3104(13) . ? Cl1 C2 1.764(6) . ? Cl2 C2 1.737(6) . ? Cl3 C2 1.763(6) . ? S C1 1.723(6) . ? P C21 1.821(5) . ? P C31 1.823(5) . ? P C11 1.826(5) . ? O C1 1.195(7) . ? C1 C2 1.565(8) . ? C17 C12 1.504(8) . ? C17 H171 0.96 . ? C17 H172 0.96 . ? C17 H173 0.96 . ? C27 C22 1.517(9) . ? C27 H271 0.96 . ? C27 H272 0.96 . ? C27 H273 0.96 . ? C37 C32 1.509(7) . ? C37 H371 0.96 . ? C37 H372 0.96 . ? C37 H373 0.96 . ? C11 C16 1.382(7) . ? C11 C12 1.406(7) . ? C12 C13 1.388(8) . ? C13 C14 1.388(9) . ? C13 H13 0.96 . ? C14 C15 1.370(9) . ? C14 H14 0.96 . ? C15 C16 1.382(8) . ? C15 H15 0.96 . ? C16 H16 0.96 . ? C21 C26 1.394(7) . ? C21 C22 1.398(7) . ? C22 C23 1.398(8) . ? C23 C24 1.386(10) . ? C23 H23 0.96 . ? C24 C25 1.355(10) . ? C24 H24 0.96 . ? C25 C26 1.389(7) . ? C25 H25 0.96 . ? C26 H26 0.96 . ? C31 C36 1.395(7) . ? C31 C32 1.402(7) . ? C32 C33 1.402(7) . ? C33 C34 1.369(8) . ? C33 H33 0.96 . ? C34 C35 1.381(9) . ? C34 H34 0.96 . ? C35 C36 1.379(8) . ? C35 H35 0.96 . ? C36 H36 0.96 . ? 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 P Au1 S 173.34(4) . . ? C1 S Au1 104.1(2) . . ? C21 P C31 106.5(2) . . ? C21 P C11 105.7(2) . . ? C31 P C11 106.1(2) . . ? C21 P Au1 110.7(2) . . ? C31 P Au1 111.8(2) . . ? C11 P Au1 115.4(2) . . ? O C1 C2 118.9(5) . . ? O C1 S 126.9(5) . . ? C2 C1 S 114.0(4) . . ? C1 C2 Cl2 110.1(4) . . ? C1 C2 Cl1 113.5(4) . . ? Cl2 C2 Cl1 108.8(3) . . ? C1 C2 Cl3 106.2(4) . . ? Cl2 C2 Cl3 112.4(3) . . ? Cl1 C2 Cl3 105.8(3) . . ? C12 C17 H171 109.8(3) . . ? C12 C17 H172 109.3(3) . . ? H171 C17 H172 109.5 . . ? C12 C17 H173 109.4(3) . . ? H171 C17 H173 109.4 . . ? H172 C17 H173 109.4 . . ? C22 C27 H271 109.2(3) . . ? C22 C27 H272 110.0(3) . . ? H271 C27 H272 109.4 . . ? C22 C27 H273 109.2(3) . . ? H271 C27 H273 109.3 . . ? H272 C27 H273 109.7 . . ? C32 C37 H371 109.6(3) . . ? C32 C37 H372 109.0(3) . . ? H371 C37 H372 109.6 . . ? C32 C37 H373 109.7(3) . . ? H371 C37 H373 109.5 . . ? H372 C37 H373 109.4 . . ? C16 C11 C12 119.9(5) . . ? C16 C11 P 118.0(4) . . ? C12 C11 P 121.9(4) . . ? C13 C12 C11 117.6(5) . . ? C13 C12 C17 118.9(5) . . ? C11 C12 C17 123.5(5) . . ? C12 C13 C14 121.8(6) . . ? C12 C13 H13 118.8(4) . . ? C14 C13 H13 119.4(4) . . ? C15 C14 C13 120.0(5) . . ? C15 C14 H14 119.9(3) . . ? C13 C14 H14 120.1(4) . . ? C14 C15 C16 119.3(6) . . ? C14 C15 H15 120.7(4) . . ? C16 C15 H15 120.1(4) . . ? C15 C16 C11 121.4(5) . . ? C15 C16 H16 119.5(4) . . ? C11 C16 H16 119.1(3) . . ? C26 C21 C22 119.7(5) . . ? C26 C21 P 118.4(4) . . ? C22 C21 P 121.9(4) . . ? C21 C22 C23 117.9(6) . . ? C21 C22 C27 122.8(5) . . ? C23 C22 C27 119.3(5) . . ? C24 C23 C22 121.2(6) . . ? C24 C23 H23 119.2(4) . . ? C22 C23 H23 119.6(4) . . ? C25 C24 C23 120.7(6) . . ? C25 C24 H24 119.3(4) . . ? C23 C24 H24 119.9(4) . . ? C24 C25 C26 119.3(6) . . ? C24 C25 H25 120.3(4) . . ? C26 C25 H25 120.4(4) . . ? C25 C26 C21 121.1(6) . . ? C25 C26 H26 119.5(4) . . ? C21 C26 H26 119.4(3) . . ? C36 C31 C32 120.0(5) . . ? C36 C31 P 119.5(4) . . ? C32 C31 P 120.5(4) . . ? C31 C32 C33 117.4(5) . . ? C31 C32 C37 122.9(4) . . ? C33 C32 C37 119.7(5) . . ? C34 C33 C32 122.2(5) . . ? C34 C33 H33 118.9(3) . . ? C32 C33 H33 118.8(3) . . ? C33 C34 C35 119.8(5) . . ? C33 C34 H34 120.3(3) . . ? C35 C34 H34 119.9(3) . . ? C36 C35 C34 119.6(6) . . ? C36 C35 H35 120.4(4) . . ? C34 C35 H35 120.0(4) . . ? C35 C36 C31 120.9(5) . . ? C35 C36 H36 119.7(4) . . ? C31 C36 H36 119.4(3) . . ? _refine_diff_density_max 1.192 _refine_diff_density_min -2.111 _refine_diff_density_rms 0.113