# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 186/1983 data_af2c _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H27 Au Br0 Cl3 F6 N O P2 S' _chemical_formula_weight 856.78 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' 'N' 'N' 0.0061 0.0033 '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' 'Br' 'Br' -0.2901 2.4595 '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' 'Cl' 'Cl' 0.1484 0.1585 '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' _symmetry_cell_setting 'Monoclinic' _symmetry_space_group_name_H-M 'P 2(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 9.570(5) _cell_length_b 10.896(13) _cell_length_c 28.29(3) _cell_angle_alpha 90.00 _cell_angle_beta 93.39(7) _cell_angle_gamma 90.00 _cell_volume 2945(5) _cell_formula_units_Z 4 _cell_measurement_temperature 203(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'prism' _exptl_crystal_colour 'yellow' _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.932 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1664 _exptl_absorpt_coefficient_mu 5.506 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.4056 _exptl_absorpt_correction_T_max 0.6090 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 203(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5495 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.1426 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 1.44 _diffrn_reflns_theta_max 24.97 _reflns_number_total 5495 _reflns_number_gt 2906 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1062P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5495 _refine_ls_number_parameters 353 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1734 _refine_ls_R_factor_gt 0.0825 _refine_ls_wR_factor_ref 0.2199 _refine_ls_wR_factor_gt 0.1760 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.027 _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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Au1 Au 0.71791(7) 0.44078(7) 0.32958(3) 0.0437(3) Uani 1 1 d . . . Cl1 Cl 0.8040(8) -0.1311(8) 0.5441(3) 0.110(3) Uani 1 1 d . . . Cl2 Cl 1.0237(9) -0.1780(8) 0.4842(2) 0.115(3) Uani 1 1 d . . . Cl3 Cl 1.0147(10) -0.2994(7) 0.5735(3) 0.121(3) Uani 1 1 d . . . F1 F 0.904(2) 0.0780(13) 0.3637(4) 0.118(6) Uani 1 1 d . . . F2 F 0.9122(17) -0.0010(13) 0.2918(5) 0.097(5) Uani 1 1 d . . . F3 F 0.7216(15) 0.0113(19) 0.3265(6) 0.130(6) Uani 1 1 d . . . F4 F 0.815(3) -0.0877(16) 0.3872(6) 0.168(10) Uani 1 1 d . . . F5 F 1.011(2) -0.100(2) 0.3518(6) 0.188(11) Uani 1 1 d . . . F6 F 0.821(2) -0.1660(15) 0.3129(6) 0.138(7) Uani 1 1 d . . . S1 S 0.9173(6) 0.5278(6) 0.3041(2) 0.0755(19) Uani 1 1 d . . . P1 P 0.5156(5) 0.3712(5) 0.36022(16) 0.0428(12) Uani 1 1 d . . . P2 P 0.8682(7) -0.0488(6) 0.3403(2) 0.0680(17) Uani 1 1 d . . . N1 N 0.7589(18) 0.2902(15) 0.3000(8) 0.099(8) Uani 1 1 d . . . H1A H 0.7519 0.2275 0.3210 0.119 Uiso 1 1 calc R . . H1B H 0.6960 0.2767 0.2752 0.119 Uiso 1 1 calc R . . C1 C 0.4091(18) 0.2828(16) 0.3192(6) 0.036(4) Uani 1 1 d . . . C2 C 0.4135(19) 0.310(2) 0.2724(8) 0.065(6) Uani 1 1 d . . . H2 H 0.4690 0.3756 0.2628 0.078 Uiso 1 1 calc R . . C3 C 0.340(2) 0.244(2) 0.2400(7) 0.063(6) Uani 1 1 d . . . H3 H 0.3442 0.2627 0.2077 0.075 Uiso 1 1 calc R . . C4 C 0.257(2) 0.148(2) 0.2540(8) 0.063(7) Uani 1 1 d . . . H4 H 0.2032 0.1030 0.2314 0.076 Uiso 1 1 calc R . . C5 C 0.255(2) 0.121(2) 0.2998(8) 0.065(6) Uani 1 1 d . . . H5 H 0.1999 0.0546 0.3091 0.077 Uiso 1 1 calc R . . C6 C 0.330(2) 0.186(2) 0.3333(7) 0.069(7) Uani 1 1 d . . . H6 H 0.3280 0.1649 0.3655 0.082 Uiso 1 1 calc R . . C7 C 0.5369(18) 0.291(2) 0.4155(7) 0.050(5) Uani 1 1 d . . . C8 C 0.591(2) 0.176(2) 0.4144(7) 0.059(6) Uani 1 1 d . . . H8 H 0.6139 0.1408 0.3854 0.071 Uiso 1 1 calc R . . C9 C 0.613(2) 0.109(2) 0.4560(7) 0.057(6) Uani 1 1 d . . . H9 H 0.6509 0.0298 0.4547 0.068 Uiso 1 1 calc R . . C10 C 0.5820(19) 0.155(2) 0.4980(6) 0.045(5) Uani 1 1 d . . . H10 H 0.5984 0.1126 0.5266 0.054 Uiso 1 1 calc R . . C11 C 0.521(2) 0.275(2) 0.4953(7) 0.068(7) Uani 1 1 d . . . H11 H 0.4940 0.3133 0.5232 0.082 Uiso 1 1 calc R . . C12 C 0.504(2) 0.333(2) 0.4553(6) 0.051(5) Uani 1 1 d . . . H12 H 0.4631 0.4118 0.4557 0.061 Uiso 1 1 calc R . . C13 C 0.4230(18) 0.5110(18) 0.3702(6) 0.042(5) Uani 1 1 d . . . C14 C 0.5044(19) 0.617(2) 0.3668(6) 0.050(5) Uani 1 1 d . . . C15 C 0.447(3) 0.733(2) 0.3723(7) 0.062(6) Uani 1 1 d . . . H15 H 0.5019 0.8040 0.3699 0.074 Uiso 1 1 calc R . . C16 C 0.310(3) 0.739(3) 0.3812(6) 0.073(8) Uani 1 1 d . . . H16 H 0.2692 0.8166 0.3850 0.087 Uiso 1 1 calc R . . C17 C 0.229(3) 0.636(3) 0.3850(7) 0.073(7) Uani 1 1 d . . . H17 H 0.1334 0.6451 0.3907 0.088 Uiso 1 1 calc R . . C18 C 0.286(2) 0.517(2) 0.3803(6) 0.057(6) Uani 1 1 d . . . H18 H 0.2316 0.4458 0.3841 0.068 Uiso 1 1 calc R . . C19 C 0.665(2) 0.604(2) 0.3598(7) 0.074(7) Uani 1 1 d . . . H19 H 0.6916 0.6698 0.3381 0.089 Uiso 1 1 calc R . . C20 C 0.975(3) 0.404(3) 0.2686(10) 0.103(10) Uani 1 1 d . . . H20A H 0.9470 0.4213 0.2353 0.124 Uiso 1 1 calc R . . H20B H 1.0778 0.4014 0.2714 0.124 Uiso 1 1 calc R . . C21 C 0.925(2) 0.294(3) 0.2803(11) 0.098(10) Uani 1 1 d . . . H21A H 0.9888 0.2583 0.3049 0.117 Uiso 1 1 calc R . . H21B H 0.9268 0.2403 0.2525 0.117 Uiso 1 1 calc R . . C22 C 0.750(2) 0.6206(19) 0.4047(7) 0.058(6) Uani 1 1 d . . . H22A H 0.8494 0.6178 0.3988 0.070 Uiso 1 1 calc R . . H22B H 0.7293 0.7011 0.4182 0.070 Uiso 1 1 calc R . . C23 C 0.796(2) 0.542(2) 0.4782(8) 0.084(8) Uani 1 1 d . . . H23A H 0.8949 0.5406 0.4729 0.126 Uiso 1 1 calc R . . H23B H 0.7733 0.4739 0.4985 0.126 Uiso 1 1 calc R . . H23C H 0.7726 0.6186 0.4934 0.126 Uiso 1 1 calc R . . C24 C 0.977(3) -0.166(3) 0.5407(8) 0.089(8) Uani 1 1 d . . . H24 H 1.0326 -0.0984 0.5558 0.107 Uiso 1 1 calc R . . O1 O 0.7195(14) 0.5318(14) 0.4356(5) 0.063(4) Uani 1 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 Au1 0.0354(4) 0.0516(5) 0.0444(4) 0.0017(5) 0.0052(3) -0.0047(4) Cl1 0.079(5) 0.131(7) 0.120(6) 0.009(5) 0.015(4) -0.007(5) Cl2 0.124(6) 0.147(7) 0.076(4) -0.023(5) 0.025(4) -0.053(6) Cl3 0.177(8) 0.081(5) 0.098(5) -0.006(4) -0.049(5) -0.005(5) F1 0.208(18) 0.088(11) 0.056(8) -0.021(8) -0.012(10) -0.036(12) F2 0.143(13) 0.079(9) 0.072(9) -0.014(8) 0.037(9) -0.009(10) F3 0.082(11) 0.187(17) 0.120(13) -0.051(13) -0.011(10) 0.036(12) F4 0.30(3) 0.093(13) 0.120(14) 0.025(11) 0.098(17) 0.001(15) F5 0.19(2) 0.25(3) 0.124(14) 0.012(15) -0.034(14) 0.157(19) F6 0.20(2) 0.084(12) 0.135(14) -0.028(11) 0.063(14) -0.056(13) S1 0.059(3) 0.082(5) 0.089(4) -0.011(4) 0.029(3) -0.030(3) P1 0.038(3) 0.057(3) 0.033(3) 0.003(2) 0.000(2) -0.010(3) P2 0.083(4) 0.052(4) 0.069(4) -0.009(4) 0.009(3) -0.002(4) N1 0.078(13) 0.049(12) 0.158(19) 0.059(12) -0.101(14) -0.038(10) C1 0.041(10) 0.038(11) 0.028(9) 0.003(8) 0.002(8) -0.002(9) C2 0.029(10) 0.081(17) 0.085(17) 0.004(14) 0.002(11) 0.000(11) C3 0.037(11) 0.095(19) 0.055(13) -0.017(13) -0.011(10) 0.012(13) C4 0.048(12) 0.077(17) 0.062(14) -0.041(14) -0.021(11) 0.017(13) C5 0.057(13) 0.067(15) 0.072(15) 0.004(13) 0.018(12) -0.037(12) C6 0.061(14) 0.097(19) 0.049(12) -0.021(13) 0.011(11) -0.019(14) C7 0.030(10) 0.075(16) 0.044(12) 0.013(11) -0.008(8) 0.013(11) C8 0.051(13) 0.093(18) 0.035(11) -0.010(12) 0.011(9) -0.015(13) C9 0.053(12) 0.054(13) 0.063(14) 0.027(12) 0.007(11) -0.006(10) C10 0.056(12) 0.060(14) 0.020(9) 0.000(9) 0.003(8) -0.006(11) C11 0.077(16) 0.087(18) 0.044(13) -0.009(13) 0.026(11) -0.027(15) C12 0.056(12) 0.074(15) 0.022(10) 0.003(10) -0.007(9) -0.006(11) C13 0.031(10) 0.057(12) 0.036(10) 0.008(9) -0.023(8) 0.006(9) C14 0.041(11) 0.085(17) 0.020(9) 0.004(10) -0.018(8) -0.005(12) C15 0.081(17) 0.054(15) 0.048(13) -0.007(11) -0.012(12) 0.004(13) C16 0.11(2) 0.09(2) 0.022(10) -0.005(12) -0.003(12) 0.054(18) C17 0.075(17) 0.09(2) 0.049(13) 0.005(14) -0.027(12) 0.026(16) C18 0.047(12) 0.081(17) 0.039(11) -0.010(11) -0.021(9) 0.007(12) C19 0.057(13) 0.12(2) 0.046(12) -0.010(13) 0.013(11) -0.017(14) C20 0.09(2) 0.09(2) 0.13(2) -0.009(19) 0.067(19) 0.001(17) C21 0.055(15) 0.09(2) 0.15(3) -0.02(2) 0.051(17) 0.001(15) C22 0.052(13) 0.048(13) 0.074(15) 0.010(12) 0.005(11) -0.012(11) C23 0.058(14) 0.12(2) 0.074(15) -0.012(16) -0.019(12) 0.011(15) C24 0.073(17) 0.11(2) 0.082(17) -0.007(17) -0.017(14) -0.020(16) O1 0.053(8) 0.082(12) 0.051(8) -0.005(8) -0.009(7) -0.009(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 Au1 N1 1.89(2) . ? Au1 C19 2.04(2) . ? Au1 S1 2.285(6) . ? Au1 P1 2.296(5) . ? Cl1 C24 1.71(3) . ? Cl2 C24 1.69(2) . ? Cl3 C24 1.75(3) . ? F1 P2 1.561(14) . ? F2 P2 1.549(14) . ? F3 P2 1.577(16) . ? F4 P2 1.508(17) . ? F5 P2 1.495(18) . ? F6 P2 1.546(16) . ? S1 C20 1.79(3) . ? P1 C1 1.781(17) . ? P1 C7 1.791(19) . ? P1 C13 1.79(2) . ? N1 C21 1.71(3) . ? C1 C2 1.36(2) . ? C1 C6 1.37(3) . ? C2 C3 1.33(3) . ? C3 C4 1.38(3) . ? C4 C5 1.33(3) . ? C5 C6 1.36(3) . ? C7 C12 1.27(2) . ? C7 C8 1.37(3) . ? C8 C9 1.39(3) . ? C9 C10 1.34(3) . ? C10 C11 1.43(3) . ? C11 C12 1.30(3) . ? C13 C18 1.36(3) . ? C13 C14 1.40(3) . ? C14 C15 1.38(3) . ? C14 C19 1.57(3) . ? C15 C16 1.35(3) . ? C16 C17 1.37(3) . ? C17 C18 1.42(3) . ? C19 C22 1.48(3) . ? C20 C21 1.35(3) . ? C22 O1 1.35(2) . ? C23 O1 1.38(2) . ? 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 N1 Au1 C19 177.4(7) . . ? N1 Au1 S1 91.2(6) . . ? C19 Au1 S1 90.2(6) . . ? N1 Au1 P1 94.7(6) . . ? C19 Au1 P1 84.0(6) . . ? S1 Au1 P1 174.0(2) . . ? C20 S1 Au1 99.1(9) . . ? C1 P1 C7 109.7(9) . . ? C1 P1 C13 107.0(8) . . ? C7 P1 C13 107.9(9) . . ? C1 P1 Au1 113.3(6) . . ? C7 P1 Au1 115.8(6) . . ? C13 P1 Au1 102.3(7) . . ? F5 P2 F4 93.2(14) . . ? F5 P2 F6 92.1(13) . . ? F4 P2 F6 96.0(11) . . ? F5 P2 F2 91.4(11) . . ? F4 P2 F2 175.1(12) . . ? F6 P2 F2 85.4(8) . . ? F5 P2 F1 93.8(13) . . ? F4 P2 F1 87.3(9) . . ? F6 P2 F1 173.1(11) . . ? F2 P2 F1 90.8(8) . . ? F5 P2 F3 176.6(14) . . ? F4 P2 F3 89.6(12) . . ? F6 P2 F3 89.5(11) . . ? F2 P2 F3 85.7(10) . . ? F1 P2 F3 84.5(10) . . ? C21 N1 Au1 110.2(12) . . ? C2 C1 C6 119.9(18) . . ? C2 C1 P1 117.9(15) . . ? C6 C1 P1 122.1(13) . . ? C3 C2 C1 120(2) . . ? C2 C3 C4 120(2) . . ? C5 C4 C3 120(2) . . ? C4 C5 C6 122(2) . . ? C5 C6 C1 118.6(19) . . ? C12 C7 C8 117.9(19) . . ? C12 C7 P1 125.2(18) . . ? C8 C7 P1 116.9(16) . . ? C7 C8 C9 120.0(19) . . ? C10 C9 C8 122(2) . . ? C9 C10 C11 114.1(18) . . ? C12 C11 C10 121(2) . . ? C7 C12 C11 125(2) . . ? C18 C13 C14 121(2) . . ? C18 C13 P1 124.3(17) . . ? C14 C13 P1 114.3(14) . . ? C15 C14 C13 121.3(18) . . ? C15 C14 C19 120(2) . . ? C13 C14 C19 119(2) . . ? C16 C15 C14 117(2) . . ? C15 C16 C17 122(2) . . ? C16 C17 C18 121(2) . . ? C13 C18 C17 116(2) . . ? C22 C19 C14 111.6(16) . . ? C22 C19 Au1 109.5(17) . . ? C14 C19 Au1 113.9(16) . . ? C21 C20 S1 114.0(19) . . ? C20 C21 N1 117(2) . . ? O1 C22 C19 109.9(17) . . ? Cl2 C24 Cl1 112.2(14) . . ? Cl2 C24 Cl3 112.5(17) . . ? Cl1 C24 Cl3 108.9(15) . . ? C22 O1 C23 112.8(17) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 24.97 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.684 _refine_diff_density_min -1.648 _refine_diff_density_rms 0.227