# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2014 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_x12140 _audit_update_record ; 2013-08-10 # Formatted by publCIF ; _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H35 Au F6 O P Sb' _chemical_formula_weight 815.22 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' 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' Sb Sb -0.5866 1.5461 '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 21/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 12.132(5) _cell_length_b 9.596(4) _cell_length_c 23.868(7) _cell_angle_alpha 90.00 _cell_angle_beta 91.292(7) _cell_angle_gamma 90.00 _cell_volume 2777.8(17) _cell_formula_units_Z 4 _cell_measurement_temperature 110 _cell_measurement_reflns_used 9918 _cell_measurement_theta_min 2.37 _cell_measurement_theta_max 29.21 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.949 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1568 _exptl_absorpt_coefficient_mu 6.362 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3430 _exptl_absorpt_correction_T_max 0.7211 _exptl_absorpt_process_details SADABS _exptl_special_details ? _diffrn_ambient_temperature 110 _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 'Bruker-Nonius Kappa Axis X8 Apex2' _diffrn_measurement_method 'omega and phi scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 101264 _diffrn_reflns_av_R_equivalents 0.0807 _diffrn_reflns_av_sigmaI/netI 0.0619 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -40 _diffrn_reflns_limit_l_max 40 _diffrn_reflns_theta_min 2.29 _diffrn_reflns_theta_max 36.99 _reflns_number_total 13422 _reflns_number_gt 9293 _reflns_threshold_expression >2sigma(I) _computing_data_collection Apex2 _computing_cell_refinement SAINT _computing_data_reduction SAINT _computing_structure_solution XS _computing_structure_refinement XL _computing_molecular_graphics NRCVAX _computing_publication_material cif2tables.py _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^)+(0.0474P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 13422 _refine_ls_number_parameters 323 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0746 _refine_ls_R_factor_gt 0.0424 _refine_ls_wR_factor_ref 0.1026 _refine_ls_wR_factor_gt 0.0913 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _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 0.277129(10) 0.590145(13) 0.101480(5) 0.01608(4) Uani 1 1 d . . . P1 P 0.23774(7) 0.49624(9) 0.18806(4) 0.01468(15) Uani 1 1 d . . . C1 C 0.3143(3) 0.6649(4) 0.02450(15) 0.0195(6) Uani 1 1 d . . . C2 C 0.4277(3) 0.6850(4) 0.00878(16) 0.0221(7) Uani 1 1 d . . . H2 H 0.4848 0.6669 0.0388 0.026 Uiso 1 1 calc R . . C3 C 0.4613(3) 0.6506(5) -0.05139(17) 0.0302(9) Uani 1 1 d . . . H3A H 0.5350 0.6090 -0.0566 0.036 Uiso 1 1 calc R . . H3B H 0.4031 0.6163 -0.0777 0.036 Uiso 1 1 calc R . . C4 C 0.4565(3) 0.7968(4) -0.03442(19) 0.0327(10) Uani 1 1 d . . . H4A H 0.3954 0.8543 -0.0501 0.039 Uiso 1 1 calc R . . H4B H 0.5273 0.8470 -0.0290 0.039 Uiso 1 1 calc R . . O1 O 0.2444(2) 0.7011(3) -0.01405(11) 0.0252(6) Uani 1 1 d . . . C5 C 0.1267(3) 0.6928(5) -0.00388(18) 0.0308(9) Uani 1 1 d . . . H5A H 0.1151 0.6798 0.0363 0.046 Uiso 1 1 calc R . . H5B H 0.0950 0.6138 -0.0247 0.046 Uiso 1 1 calc R . . H5C H 0.0908 0.7792 -0.0164 0.046 Uiso 1 1 calc R . . C6 C 0.3517(3) 0.3737(4) 0.20858(15) 0.0182(6) Uani 1 1 d . . . C7 C 0.3559(3) 0.2576(4) 0.16496(17) 0.0252(8) Uani 1 1 d . . . H7A H 0.4261 0.2076 0.1690 0.038 Uiso 1 1 calc R . . H7B H 0.3495 0.2980 0.1273 0.038 Uiso 1 1 calc R . . H7C H 0.2948 0.1926 0.1706 0.038 Uiso 1 1 calc R . . C8 C 0.4583(3) 0.4620(4) 0.20608(19) 0.0275(8) Uani 1 1 d . . . H8A H 0.4651 0.5012 0.1684 0.041 Uiso 1 1 calc R . . H8B H 0.5223 0.4029 0.2148 0.041 Uiso 1 1 calc R . . H8C H 0.4549 0.5378 0.2335 0.041 Uiso 1 1 calc R . . C9 C 0.3464(3) 0.3061(4) 0.26699(16) 0.0243(7) Uani 1 1 d . . . H9A H 0.3603 0.3770 0.2958 0.036 Uiso 1 1 calc R . . H9B H 0.4024 0.2328 0.2703 0.036 Uiso 1 1 calc R . . H9C H 0.2731 0.2655 0.2720 0.036 Uiso 1 1 calc R . . C10 C 0.0979(3) 0.4140(3) 0.18141(16) 0.0191(6) Uani 1 1 d . . . C11 C 0.0895(3) 0.3366(5) 0.12501(19) 0.0340(10) Uani 1 1 d . . . H11A H 0.0144 0.3011 0.1192 0.051 Uiso 1 1 calc R . . H11B H 0.1416 0.2585 0.1253 0.051 Uiso 1 1 calc R . . H11C H 0.1073 0.4008 0.0946 0.051 Uiso 1 1 calc R . . C12 C 0.0172(3) 0.5349(4) 0.1788(2) 0.0346(10) Uani 1 1 d . . . H12A H 0.0152 0.5806 0.2154 0.052 Uiso 1 1 calc R . . H12B H -0.0565 0.5001 0.1686 0.052 Uiso 1 1 calc R . . H12C H 0.0408 0.6021 0.1505 0.052 Uiso 1 1 calc R . . C13 C 0.0688(3) 0.3107(5) 0.2273(2) 0.0387(11) Uani 1 1 d . . . H13A H -0.0064 0.2762 0.2206 0.058 Uiso 1 1 calc R . . H13B H 0.0734 0.3573 0.2638 0.058 Uiso 1 1 calc R . . H13C H 0.1206 0.2324 0.2269 0.058 Uiso 1 1 calc R . . C14 C 0.2316(3) 0.6259(4) 0.24464(14) 0.0165(6) Uani 1 1 d . . . C15 C 0.2124(3) 0.5786(4) 0.29920(15) 0.0207(7) Uani 1 1 d . . . H15 H 0.1981 0.4825 0.3052 0.025 Uiso 1 1 calc R . . C16 C 0.2139(3) 0.6683(4) 0.34437(15) 0.0236(7) Uani 1 1 d . . . H16 H 0.2020 0.6335 0.3810 0.028 Uiso 1 1 calc R . . C17 C 0.2328(3) 0.8102(4) 0.33617(16) 0.0242(7) Uani 1 1 d . . . H17 H 0.2347 0.8728 0.3670 0.029 Uiso 1 1 calc R . . C18 C 0.2487(3) 0.8580(4) 0.28206(16) 0.0213(7) Uani 1 1 d . . . H18 H 0.2603 0.9548 0.2764 0.026 Uiso 1 1 calc R . . C19 C 0.2484(3) 0.7696(3) 0.23574(15) 0.0160(6) Uani 1 1 d . . . C20 C 0.2634(3) 0.8372(3) 0.17973(16) 0.0188(6) Uani 1 1 d . . . C21 C 0.3685(3) 0.8593(4) 0.15919(17) 0.0230(7) Uani 1 1 d . . . H21 H 0.4312 0.8257 0.1796 0.028 Uiso 1 1 calc R . . C22 C 0.3821(3) 0.9302(4) 0.10907(18) 0.0258(8) Uani 1 1 d . . . H22 H 0.4541 0.9456 0.0955 0.031 Uiso 1 1 calc R . . C23 C 0.2908(3) 0.9786(4) 0.07870(17) 0.0266(8) Uani 1 1 d . . . H23 H 0.3000 1.0260 0.0442 0.032 Uiso 1 1 calc R . . C24 C 0.1858(4) 0.9570(4) 0.09930(18) 0.0281(8) Uani 1 1 d . . . H24 H 0.1232 0.9904 0.0787 0.034 Uiso 1 1 calc R . . C25 C 0.1715(3) 0.8873(4) 0.14939(18) 0.0243(7) Uani 1 1 d . . . H25 H 0.0994 0.8736 0.1632 0.029 Uiso 1 1 calc R . . Sb1 Sb 0.21108(2) 0.25287(3) 0.435983(11) 0.02452(6) Uani 1 1 d . . . F1 F 0.3183(3) 0.3859(3) 0.42330(16) 0.0603(10) Uani 1 1 d . . . F2 F 0.2886(3) 0.1999(4) 0.50106(14) 0.0586(9) Uani 1 1 d . . . F3 F 0.2881(3) 0.1228(4) 0.39549(18) 0.0754(12) Uani 1 1 d . . . F4 F 0.1343(2) 0.3065(3) 0.37085(11) 0.0458(7) Uani 1 1 d . . . F5 F 0.1318(3) 0.3818(5) 0.47641(17) 0.0881(15) Uani 1 1 d . . . F6 F 0.1022(3) 0.1206(4) 0.44960(17) 0.0757(12) 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 0.01727(6) 0.01688(6) 0.01419(6) 0.00046(4) 0.00245(4) -0.00184(4) P1 0.0144(3) 0.0147(4) 0.0150(4) 0.0009(3) 0.0015(3) -0.0003(3) C1 0.0234(16) 0.0188(15) 0.0164(16) -0.0021(12) 0.0025(13) -0.0042(12) C2 0.0200(16) 0.0250(18) 0.0213(18) 0.0049(14) 0.0025(13) -0.0041(13) C3 0.0267(19) 0.042(2) 0.0219(19) 0.0045(17) 0.0070(15) 0.0044(17) C4 0.0238(18) 0.032(2) 0.043(3) 0.0174(19) 0.0086(17) -0.0010(15) O1 0.0212(12) 0.0361(15) 0.0185(13) 0.0057(11) 0.0010(10) -0.0020(11) C5 0.0206(17) 0.045(2) 0.027(2) 0.0042(18) -0.0010(15) -0.0022(16) C6 0.0168(14) 0.0159(14) 0.0220(17) -0.0006(12) 0.0005(13) 0.0026(11) C7 0.0245(17) 0.0234(18) 0.028(2) -0.0041(15) 0.0037(15) 0.0069(14) C8 0.0160(15) 0.0263(19) 0.040(2) 0.0032(17) -0.0021(15) -0.0015(14) C9 0.0198(16) 0.035(2) 0.0183(17) 0.0041(15) 0.0000(13) 0.0057(14) C10 0.0153(14) 0.0198(16) 0.0223(17) 0.0039(13) 0.0010(12) -0.0035(12) C11 0.029(2) 0.037(2) 0.036(2) -0.0144(19) 0.0014(18) -0.0118(17) C12 0.0166(16) 0.0248(19) 0.062(3) -0.005(2) -0.0066(18) 0.0041(14) C13 0.0238(19) 0.057(3) 0.035(2) 0.022(2) -0.0042(17) -0.0166(19) C14 0.0161(14) 0.0185(14) 0.0148(15) 0.0004(12) -0.0016(12) 0.0008(11) C15 0.0243(16) 0.0247(17) 0.0133(15) -0.0007(13) 0.0027(13) 0.0029(13) C16 0.0274(17) 0.032(2) 0.0118(15) 0.0007(14) 0.0012(13) 0.0087(15) C17 0.0223(17) 0.0300(19) 0.0202(18) -0.0052(15) -0.0012(14) 0.0066(14) C18 0.0185(15) 0.0213(17) 0.0241(19) -0.0029(14) -0.0011(13) 0.0008(13) C19 0.0114(12) 0.0175(14) 0.0190(16) -0.0006(12) -0.0012(11) -0.0005(11) C20 0.0216(15) 0.0120(14) 0.0230(17) 0.0027(12) 0.0014(13) -0.0013(11) C21 0.0231(16) 0.0164(16) 0.029(2) 0.0006(14) 0.0008(14) -0.0040(13) C22 0.0322(19) 0.0209(17) 0.0247(19) 0.0002(14) 0.0065(16) -0.0079(14) C23 0.045(2) 0.0163(16) 0.0191(18) 0.0037(13) 0.0055(16) -0.0071(15) C24 0.037(2) 0.0205(17) 0.027(2) 0.0022(15) -0.0041(17) 0.0030(15) C25 0.0254(17) 0.0187(16) 0.029(2) 0.0017(14) -0.0025(15) 0.0024(13) Sb1 0.02646(12) 0.02514(13) 0.02188(13) 0.00146(9) -0.00095(10) -0.00345(9) F1 0.0496(18) 0.0459(17) 0.084(3) 0.0196(17) -0.0192(17) -0.0294(14) F2 0.0516(18) 0.077(2) 0.0460(19) 0.0266(17) -0.0193(15) -0.0064(16) F3 0.084(3) 0.054(2) 0.088(3) -0.034(2) 0.001(2) 0.0263(19) F4 0.0600(18) 0.0466(16) 0.0301(15) 0.0169(12) -0.0167(13) -0.0212(14) F5 0.065(2) 0.133(4) 0.066(3) -0.052(3) -0.013(2) 0.048(2) F6 0.053(2) 0.096(3) 0.076(3) 0.053(2) -0.0174(18) -0.0433(18) _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 2.032(4) . ? Au1 P1 2.3140(10) . ? P1 C14 1.839(4) . ? P1 C6 1.872(3) . ? P1 C10 1.875(3) . ? C1 O1 1.285(4) . ? C1 C2 1.448(5) . ? C2 C4 1.534(5) . ? C2 C3 1.537(5) . ? C2 H2 1.0000 . ? C3 C4 1.462(6) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? O1 C5 1.455(4) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 C7 1.527(5) . ? C6 C9 1.540(5) . ? C6 C8 1.549(5) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C12 1.519(5) . ? C10 C13 1.524(5) . ? C10 C11 1.539(6) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C15 1.404(5) . ? C14 C19 1.410(5) . ? C15 C16 1.379(5) . ? C15 H15 0.9500 . ? C16 C17 1.395(6) . ? C16 H16 0.9500 . ? C17 C18 1.388(5) . ? C17 H17 0.9500 . ? C18 C19 1.394(5) . ? C18 H18 0.9500 . ? C19 C20 1.501(5) . ? C20 C21 1.392(5) . ? C20 C25 1.401(5) . ? C21 C22 1.389(6) . ? C21 H21 0.9500 . ? C22 C23 1.390(6) . ? C22 H22 0.9500 . ? C23 C24 1.392(6) . ? C23 H23 0.9500 . ? C24 C25 1.384(6) . ? C24 H24 0.9500 . ? C25 H25 0.9500 . ? Sb1 F3 1.845(3) . ? Sb1 F5 1.852(3) . ? Sb1 F1 1.852(3) . ? Sb1 F6 1.866(3) . ? Sb1 F4 1.867(3) . ? Sb1 F2 1.868(3) . ? 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 P1 177.64(10) . . ? C14 P1 C6 105.96(16) . . ? C14 P1 C10 107.18(16) . . ? C6 P1 C10 114.78(16) . . ? C14 P1 Au1 113.88(12) . . ? C6 P1 Au1 108.20(12) . . ? C10 P1 Au1 107.04(12) . . ? O1 C1 C2 113.2(3) . . ? O1 C1 Au1 125.9(3) . . ? C2 C1 Au1 120.8(3) . . ? C1 C2 C4 120.0(3) . . ? C1 C2 C3 119.1(3) . . ? C4 C2 C3 56.8(3) . . ? C1 C2 H2 116.0 . . ? C4 C2 H2 116.0 . . ? C3 C2 H2 116.0 . . ? C4 C3 C2 61.5(3) . . ? C4 C3 H3A 117.6 . . ? C2 C3 H3A 117.6 . . ? C4 C3 H3B 117.6 . . ? C2 C3 H3B 117.6 . . ? H3A C3 H3B 114.7 . . ? C3 C4 C2 61.7(3) . . ? C3 C4 H4A 117.6 . . ? C2 C4 H4A 117.6 . . ? C3 C4 H4B 117.6 . . ? C2 C4 H4B 117.6 . . ? H4A C4 H4B 114.7 . . ? C1 O1 C5 120.0(3) . . ? O1 C5 H5A 109.5 . . ? O1 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? O1 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C7 C6 C9 108.2(3) . . ? C7 C6 C8 109.4(3) . . ? C9 C6 C8 108.5(3) . . ? C7 C6 P1 108.4(2) . . ? C9 C6 P1 117.1(2) . . ? C8 C6 P1 105.0(2) . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C6 C9 H9A 109.5 . . ? C6 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C6 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C12 C10 C13 111.5(4) . . ? C12 C10 C11 107.6(3) . . ? C13 C10 C11 107.6(3) . . ? C12 C10 P1 105.2(2) . . ? C13 C10 P1 115.9(3) . . ? C11 C10 P1 108.6(2) . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C10 C13 H13A 109.5 . . ? C10 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C10 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C15 C14 C19 118.9(3) . . ? C15 C14 P1 118.2(3) . . ? C19 C14 P1 122.8(3) . . ? C16 C15 C14 121.6(3) . . ? C16 C15 H15 119.2 . . ? C14 C15 H15 119.2 . . ? C15 C16 C17 119.9(3) . . ? C15 C16 H16 120.0 . . ? C17 C16 H16 120.0 . . ? C18 C17 C16 118.7(3) . . ? C18 C17 H17 120.7 . . ? C16 C17 H17 120.7 . . ? C17 C18 C19 122.6(3) . . ? C17 C18 H18 118.7 . . ? C19 C18 H18 118.7 . . ? C18 C19 C14 118.3(3) . . ? C18 C19 C20 116.4(3) . . ? C14 C19 C20 125.3(3) . . ? C21 C20 C25 119.3(3) . . ? C21 C20 C19 120.7(3) . . ? C25 C20 C19 119.8(3) . . ? C22 C21 C20 120.4(4) . . ? C22 C21 H21 119.8 . . ? C20 C21 H21 119.8 . . ? C21 C22 C23 120.2(4) . . ? C21 C22 H22 119.9 . . ? C23 C22 H22 119.9 . . ? C22 C23 C24 119.4(4) . . ? C22 C23 H23 120.3 . . ? C24 C23 H23 120.3 . . ? C25 C24 C23 120.7(4) . . ? C25 C24 H24 119.6 . . ? C23 C24 H24 119.6 . . ? C24 C25 C20 119.9(4) . . ? C24 C25 H25 120.0 . . ? C20 C25 H25 120.0 . . ? F3 Sb1 F5 179.11(19) . . ? F3 Sb1 F1 90.85(19) . . ? F5 Sb1 F1 90.0(2) . . ? F3 Sb1 F6 90.0(2) . . ? F5 Sb1 F6 89.2(2) . . ? F1 Sb1 F6 179.1(2) . . ? F3 Sb1 F4 89.96(17) . . ? F5 Sb1 F4 89.68(16) . . ? F1 Sb1 F4 90.76(14) . . ? F6 Sb1 F4 89.44(13) . . ? F3 Sb1 F2 90.02(18) . . ? F5 Sb1 F2 90.35(18) . . ? F1 Sb1 F2 88.91(15) . . ? F6 Sb1 F2 90.89(15) . . ? F4 Sb1 F2 179.67(13) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 Au1 P1 C14 155(2) . . . . ? C1 Au1 P1 C6 37(2) . . . . ? C1 Au1 P1 C10 -87(2) . . . . ? P1 Au1 C1 O1 112(2) . . . . ? P1 Au1 C1 C2 -70(3) . . . . ? O1 C1 C2 C4 26.8(5) . . . . ? Au1 C1 C2 C4 -152.0(3) . . . . ? O1 C1 C2 C3 -39.6(5) . . . . ? Au1 C1 C2 C3 141.6(3) . . . . ? C1 C2 C3 C4 108.6(4) . . . . ? C1 C2 C4 C3 -107.1(4) . . . . ? C2 C1 O1 C5 -177.4(3) . . . . ? Au1 C1 O1 C5 1.3(5) . . . . ? C14 P1 C6 C7 176.3(2) . . . . ? C10 P1 C6 C7 58.2(3) . . . . ? Au1 P1 C6 C7 -61.2(3) . . . . ? C14 P1 C6 C9 53.6(3) . . . . ? C10 P1 C6 C9 -64.5(3) . . . . ? Au1 P1 C6 C9 176.1(2) . . . . ? C14 P1 C6 C8 -66.8(3) . . . . ? C10 P1 C6 C8 175.1(2) . . . . ? Au1 P1 C6 C8 55.7(3) . . . . ? C14 P1 C10 C12 49.3(3) . . . . ? C6 P1 C10 C12 166.7(3) . . . . ? Au1 P1 C10 C12 -73.2(3) . . . . ? C14 P1 C10 C13 -74.4(3) . . . . ? C6 P1 C10 C13 42.9(4) . . . . ? Au1 P1 C10 C13 163.0(3) . . . . ? C14 P1 C10 C11 164.3(3) . . . . ? C6 P1 C10 C11 -78.3(3) . . . . ? Au1 P1 C10 C11 41.8(3) . . . . ? C6 P1 C14 C15 -58.8(3) . . . . ? C10 P1 C14 C15 64.2(3) . . . . ? Au1 P1 C14 C15 -177.6(2) . . . . ? C6 P1 C14 C19 119.4(3) . . . . ? C10 P1 C14 C19 -117.6(3) . . . . ? Au1 P1 C14 C19 0.6(3) . . . . ? C19 C14 C15 C16 -2.5(5) . . . . ? P1 C14 C15 C16 175.7(3) . . . . ? C14 C15 C16 C17 1.2(5) . . . . ? C15 C16 C17 C18 0.6(5) . . . . ? C16 C17 C18 C19 -1.1(5) . . . . ? C17 C18 C19 C14 -0.3(5) . . . . ? C17 C18 C19 C20 178.3(3) . . . . ? C15 C14 C19 C18 2.1(5) . . . . ? P1 C14 C19 C18 -176.1(2) . . . . ? C15 C14 C19 C20 -176.4(3) . . . . ? P1 C14 C19 C20 5.5(5) . . . . ? C18 C19 C20 C21 88.0(4) . . . . ? C14 C19 C20 C21 -93.6(4) . . . . ? C18 C19 C20 C25 -87.6(4) . . . . ? C14 C19 C20 C25 90.8(4) . . . . ? C25 C20 C21 C22 -0.1(5) . . . . ? C19 C20 C21 C22 -175.7(3) . . . . ? C20 C21 C22 C23 -0.6(6) . . . . ? C21 C22 C23 C24 0.8(6) . . . . ? C22 C23 C24 C25 -0.3(6) . . . . ? C23 C24 C25 C20 -0.4(6) . . . . ? C21 C20 C25 C24 0.6(5) . . . . ? C19 C20 C25 C24 176.2(3) . . . . ? _diffrn_measured_fraction_theta_max 0.950 _diffrn_reflns_theta_full 35.56 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 3.867 _refine_diff_density_min -2.110 _refine_diff_density_rms 0.238 _database_code_depnum_ccdc_archive 'CCDC 972315'