# Electronic Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013 ####################################################################### # # 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_Ag_compound _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H40 Ag2 F12 N12 P2' _chemical_formula_weight 1146.48 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' 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' Ag Ag -0.8971 1.1015 '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 12.2233(12) _cell_length_b 15.1078(15) _cell_length_c 12.1652(12) _cell_angle_alpha 90.00 _cell_angle_beta 105.2270(10) _cell_angle_gamma 90.00 _cell_volume 2167.6(4) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 999 _cell_measurement_theta_min 2 _cell_measurement_theta_max 30 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.757 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1144 _exptl_absorpt_coefficient_mu 1.073 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6345 _exptl_absorpt_correction_T_max 0.7461 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'APEX II BRUKER' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 33838 _diffrn_reflns_av_R_equivalents 0.0238 _diffrn_reflns_av_unetI/netI 0.0179 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.73 _diffrn_reflns_theta_max 30.62 _reflns_number_total 6654 _reflns_number_gt 5910 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX II (Bruker, 2008)' _computing_cell_refinement 'APEX II (Bruker, 2008)' _computing_data_reduction 'SAINT (Bruker, 2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX (Farrugia, 1999)' _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^)+(0.0434P)^2^+1.2650P] 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 6654 _refine_ls_number_parameters 290 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0353 _refine_ls_R_factor_gt 0.0306 _refine_ls_wR_factor_ref 0.0868 _refine_ls_wR_factor_gt 0.0822 _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_restrained_S_all 1.051 _refine_ls_shift/su_max 0.003 _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 C1 C 0.49564(16) -0.11187(11) 0.32158(16) 0.0294(3) Uani 1 1 d . . . C2 C 0.44007(19) -0.09618(15) 0.13062(17) 0.0404(4) Uani 1 1 d . . . H2 H 0.3942 -0.0862 0.0576 0.048 Uiso 1 1 calc R . . C3 C 0.5517(2) -0.11524(14) 0.15951(18) 0.0405(4) Uani 1 1 d . . . H3 H 0.5980 -0.1204 0.1102 0.049 Uiso 1 1 calc R . . C4 C 0.70015(16) -0.13796(13) 0.3433(2) 0.0384(4) Uani 1 1 d . . . H4A H 0.7457 -0.1599 0.2948 0.046 Uiso 1 1 calc R . . H4B H 0.7017 -0.1820 0.4018 0.046 Uiso 1 1 calc R . . C5 C 0.75064(15) -0.05240(12) 0.39884(17) 0.0333(4) Uani 1 1 d . . . C6 C 0.84323(17) -0.05255(15) 0.4931(2) 0.0415(4) Uani 1 1 d . . . H6 H 0.8772 -0.1054 0.5235 0.050 Uiso 1 1 calc R . . C7 C 0.88416(17) 0.02818(17) 0.5413(2) 0.0444(5) Uani 1 1 d . . . H7 H 0.9466 0.0302 0.6044 0.053 Uiso 1 1 calc R . . C8 C 0.83157(17) 0.10550(14) 0.49498(19) 0.0398(4) Uani 1 1 d . . . H8 H 0.8572 0.1602 0.5263 0.048 Uiso 1 1 calc R . . C9 C 0.73913(15) 0.09917(12) 0.40014(16) 0.0315(3) Uani 1 1 d . . . C10 C 0.27772(17) 0.08807(14) 0.25466(19) 0.0394(4) Uani 1 1 d . . . H10A H 0.2230 0.1350 0.2282 0.047 Uiso 1 1 calc R . . H10B H 0.2829 0.0781 0.3346 0.047 Uiso 1 1 calc R . . C11 C 0.48000(16) 0.13282(12) 0.33184(16) 0.0312(3) Uani 1 1 d . . . C12 C 0.41169(18) 0.13664(14) 0.14087(17) 0.0375(4) Uani 1 1 d . . . H12 H 0.3619 0.1317 0.0688 0.045 Uiso 1 1 calc R . . C13 C 0.52050(18) 0.16387(13) 0.16545(16) 0.0360(4) Uani 1 1 d . . . H13 H 0.5608 0.1805 0.1137 0.043 Uiso 1 1 calc R . . C14 C 0.23446(18) 0.00378(12) 0.1885(2) 0.0401(4) Uani 1 1 d . . . H14A H 0.1537 -0.0008 0.1813 0.048 Uiso 1 1 calc R . . H14B H 0.2442 0.0100 0.1122 0.048 Uiso 1 1 calc R . . C16 C 0.67618(17) 0.18159(12) 0.34606(18) 0.0362(4) Uani 1 1 d . . . H16A H 0.6753 0.2244 0.4052 0.043 Uiso 1 1 calc R . . H16B H 0.7162 0.2078 0.2951 0.043 Uiso 1 1 calc R . . C15 C 0.29000(17) -0.08254(14) 0.2384(2) 0.0406(4) Uani 1 1 d . . . H15A H 0.2893 -0.0855 0.3179 0.049 Uiso 1 1 calc R . . H15B H 0.2446 -0.1314 0.1991 0.049 Uiso 1 1 calc R . . N1 N 0.40699(13) -0.09438(11) 0.23119(14) 0.0323(3) Uani 1 1 d . . . N2 N 0.58382(13) -0.12560(10) 0.27557(14) 0.0313(3) Uani 1 1 d . . . N3 N 0.69997(14) 0.02227(11) 0.35164(14) 0.0329(3) Uani 1 1 d . . . N4 N 0.38856(14) 0.11746(10) 0.24350(14) 0.0322(3) Uani 1 1 d . . . N5 N 0.56016(14) 0.16214(10) 0.28264(13) 0.0311(3) Uani 1 1 d . . . F1 F 0.0394(2) 0.1445(2) 0.76327(18) 0.1196(10) Uani 1 1 d . . . F2 F 0.13086(17) 0.19831(15) 1.02111(15) 0.0852(6) Uani 1 1 d . . . F3 F 0.18486(16) 0.10285(13) 0.9024(2) 0.0793(6) Uani 1 1 d . . . F4 F 0.1605(2) 0.24592(14) 0.8576(2) 0.1152(9) Uani 1 1 d . . . F5 F -0.0145(2) 0.24134(15) 0.8811(2) 0.1029(7) Uani 1 1 d . . . F6 F 0.00995(17) 0.09763(13) 0.9263(2) 0.0921(7) Uani 1 1 d . . . P1 P 0.08377(5) 0.17215(4) 0.89026(5) 0.04224(13) Uani 1 1 d . . . Ag Ag 0.495612(12) 0.116917(9) 0.505307(11) 0.03332(6) Uani 1 1 d . . . C1S C 0.84342(19) 0.35110(18) 0.6284(2) 0.0475(5) Uani 1 1 d . . . C2S C 0.9469(3) 0.3971(2) 0.6827(3) 0.0699(9) Uani 1 1 d . . . H2S1 H 0.9326 0.4388 0.7368 0.105 Uiso 1 1 calc R . . H2S2 H 0.9742 0.4279 0.6262 0.105 Uiso 1 1 calc R . . H2S3 H 1.0030 0.3552 0.7213 0.105 Uiso 1 1 calc R . . N1S N 0.76273(19) 0.31447(19) 0.5868(2) 0.0699(7) 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 C1 0.0329(8) 0.0247(8) 0.0304(8) -0.0008(6) 0.0080(7) 0.0007(6) C2 0.0477(11) 0.0440(11) 0.0280(9) -0.0034(8) 0.0074(8) 0.0031(9) C3 0.0479(11) 0.0407(11) 0.0366(10) -0.0058(8) 0.0175(9) 0.0020(8) C4 0.0316(9) 0.0299(9) 0.0523(12) 0.0005(8) 0.0087(8) 0.0060(7) C5 0.0275(8) 0.0308(8) 0.0430(10) 0.0020(7) 0.0115(7) 0.0021(7) C6 0.0296(9) 0.0409(11) 0.0513(12) 0.0068(9) 0.0057(8) 0.0054(8) C7 0.0282(9) 0.0518(12) 0.0470(12) 0.0010(10) -0.0010(8) 0.0002(8) C8 0.0316(9) 0.0396(10) 0.0457(11) -0.0046(8) 0.0058(8) -0.0057(8) C9 0.0299(8) 0.0308(8) 0.0338(9) 0.0000(7) 0.0085(7) -0.0029(7) C10 0.0336(9) 0.0393(10) 0.0462(11) -0.0054(8) 0.0123(8) 0.0044(8) C11 0.0367(9) 0.0262(8) 0.0299(8) -0.0006(6) 0.0075(7) 0.0040(7) C12 0.0420(10) 0.0389(10) 0.0296(9) 0.0001(7) 0.0056(7) 0.0054(8) C13 0.0448(10) 0.0326(9) 0.0304(9) 0.0024(7) 0.0097(7) 0.0030(8) C14 0.0290(9) 0.0393(11) 0.0471(12) -0.0016(8) 0.0015(8) 0.0029(7) C16 0.0378(9) 0.0273(8) 0.0405(10) -0.0008(7) 0.0050(8) -0.0041(7) C15 0.0302(9) 0.0377(10) 0.0532(12) 0.0029(9) 0.0095(8) 0.0005(8) N1 0.0316(7) 0.0315(7) 0.0327(8) -0.0026(6) 0.0067(6) 0.0008(6) N2 0.0322(7) 0.0266(7) 0.0356(8) -0.0032(6) 0.0100(6) 0.0019(5) N3 0.0316(7) 0.0282(7) 0.0373(8) -0.0002(6) 0.0062(6) 0.0007(6) N4 0.0331(8) 0.0310(8) 0.0319(8) -0.0026(6) 0.0070(6) 0.0039(6) N5 0.0362(8) 0.0236(7) 0.0321(7) 0.0012(5) 0.0063(6) 0.0028(6) F1 0.137(2) 0.149(2) 0.0493(11) -0.0339(13) -0.0182(12) 0.0306(18) F2 0.0919(13) 0.1071(16) 0.0498(9) -0.0167(9) 0.0067(9) -0.0262(12) F3 0.0574(10) 0.0747(12) 0.1044(16) 0.0075(10) 0.0185(10) 0.0156(9) F4 0.178(2) 0.0613(12) 0.143(2) -0.0010(13) 0.1084(19) -0.0380(14) F5 0.1139(16) 0.0921(15) 0.1039(16) 0.0121(12) 0.0304(13) 0.0563(13) F6 0.0813(13) 0.0671(11) 0.139(2) -0.0189(12) 0.0483(13) -0.0362(10) P1 0.0452(3) 0.0358(3) 0.0416(3) -0.0013(2) 0.0042(2) -0.0044(2) Ag 0.03860(9) 0.03240(9) 0.02877(8) 0.00044(5) 0.00849(6) 0.00221(5) C1S 0.0372(11) 0.0576(14) 0.0439(11) -0.0061(10) 0.0038(9) 0.0037(10) C2S 0.0513(15) 0.0682(18) 0.078(2) 0.0141(15) -0.0052(14) -0.0186(13) N1S 0.0413(11) 0.0918(19) 0.0714(16) -0.0305(14) 0.0058(10) 0.0002(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 C1 N1 1.352(2) . ? C1 N2 1.355(2) . ? C1 Ag 2.0818(19) 3_656 ? C2 C3 1.348(3) . ? C2 N1 1.386(3) . ? C2 H2 0.9300 . ? C3 N2 1.371(3) . ? C3 H3 0.9300 . ? C4 N2 1.456(2) . ? C4 C5 1.513(3) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 N3 1.341(2) . ? C5 C6 1.384(3) . ? C6 C7 1.388(3) . ? C6 H6 0.9300 . ? C7 C8 1.380(3) . ? C7 H7 0.9300 . ? C8 C9 1.390(3) . ? C8 H8 0.9300 . ? C9 N3 1.334(2) . ? C9 C16 1.520(3) . ? C10 N4 1.466(3) . ? C10 C14 1.525(3) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 N5 1.350(2) . ? C11 N4 1.352(2) . ? C11 Ag 2.0822(19) . ? C12 C13 1.349(3) . ? C12 N4 1.381(3) . ? C12 H12 0.9300 . ? C13 N5 1.380(2) . ? C13 H13 0.9300 . ? C14 C15 1.521(3) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C16 N5 1.455(2) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C15 N1 1.466(3) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? F1 P1 1.554(2) . ? F2 P1 1.5939(18) . ? F3 P1 1.5966(18) . ? F4 P1 1.5732(19) . ? F5 P1 1.574(2) . ? F6 P1 1.5753(19) . ? Ag C1 2.0818(19) 3_656 ? C1S N1S 1.128(3) . ? C1S C2S 1.443(3) . ? C2S H2S1 0.9600 . ? C2S H2S2 0.9600 . ? C2S H2S3 0.9600 . ? 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 C1 N2 104.39(16) . . ? N1 C1 Ag 130.34(14) . 3_656 ? N2 C1 Ag 125.26(14) . 3_656 ? C3 C2 N1 106.50(18) . . ? C3 C2 H2 126.8 . . ? N1 C2 H2 126.8 . . ? C2 C3 N2 106.83(18) . . ? C2 C3 H3 126.6 . . ? N2 C3 H3 126.6 . . ? N2 C4 C5 111.49(15) . . ? N2 C4 H4A 109.3 . . ? C5 C4 H4A 109.3 . . ? N2 C4 H4B 109.3 . . ? C5 C4 H4B 109.3 . . ? H4A C4 H4B 108.0 . . ? N3 C5 C6 122.78(19) . . ? N3 C5 C4 116.04(17) . . ? C6 C5 C4 121.18(18) . . ? C5 C6 C7 118.30(19) . . ? C5 C6 H6 120.8 . . ? C7 C6 H6 120.8 . . ? C8 C7 C6 119.57(19) . . ? C8 C7 H7 120.2 . . ? C6 C7 H7 120.2 . . ? C7 C8 C9 118.08(19) . . ? C7 C8 H8 121.0 . . ? C9 C8 H8 121.0 . . ? N3 C9 C8 123.10(18) . . ? N3 C9 C16 116.12(16) . . ? C8 C9 C16 120.78(17) . . ? N4 C10 C14 113.88(17) . . ? N4 C10 H10A 108.8 . . ? C14 C10 H10A 108.8 . . ? N4 C10 H10B 108.8 . . ? C14 C10 H10B 108.8 . . ? H10A C10 H10B 107.7 . . ? N5 C11 N4 104.39(16) . . ? N5 C11 Ag 127.10(14) . . ? N4 C11 Ag 128.50(14) . . ? C13 C12 N4 106.72(17) . . ? C13 C12 H12 126.6 . . ? N4 C12 H12 126.6 . . ? C12 C13 N5 106.36(18) . . ? C12 C13 H13 126.8 . . ? N5 C13 H13 126.8 . . ? C15 C14 C10 116.65(19) . . ? C15 C14 H14A 108.1 . . ? C10 C14 H14A 108.1 . . ? C15 C14 H14B 108.1 . . ? C10 C14 H14B 108.1 . . ? H14A C14 H14B 107.3 . . ? N5 C16 C9 112.10(15) . . ? N5 C16 H16A 109.2 . . ? C9 C16 H16A 109.2 . . ? N5 C16 H16B 109.2 . . ? C9 C16 H16B 109.2 . . ? H16A C16 H16B 107.9 . . ? N1 C15 C14 114.88(18) . . ? N1 C15 H15A 108.5 . . ? C14 C15 H15A 108.5 . . ? N1 C15 H15B 108.5 . . ? C14 C15 H15B 108.5 . . ? H15A C15 H15B 107.5 . . ? C1 N1 C2 110.91(16) . . ? C1 N1 C15 124.13(17) . . ? C2 N1 C15 124.77(17) . . ? C1 N2 C3 111.35(16) . . ? C1 N2 C4 123.41(17) . . ? C3 N2 C4 124.77(17) . . ? C9 N3 C5 118.14(17) . . ? C11 N4 C12 111.09(17) . . ? C11 N4 C10 124.74(17) . . ? C12 N4 C10 124.12(17) . . ? C11 N5 C13 111.43(16) . . ? C11 N5 C16 123.42(16) . . ? C13 N5 C16 124.94(17) . . ? F1 P1 F4 90.88(17) . . ? F1 P1 F5 92.72(13) . . ? F4 P1 F5 90.35(15) . . ? F1 P1 F6 90.49(16) . . ? F4 P1 F6 178.23(16) . . ? F5 P1 F6 90.70(13) . . ? F1 P1 F2 178.63(14) . . ? F4 P1 F2 89.62(13) . . ? F5 P1 F2 88.55(12) . . ? F6 P1 F2 88.98(12) . . ? F1 P1 F3 88.57(13) . . ? F4 P1 F3 89.40(13) . . ? F5 P1 F3 178.68(13) . . ? F6 P1 F3 89.52(12) . . ? F2 P1 F3 90.16(12) . . ? C1 Ag C11 174.94(7) 3_656 . ? N1S C1S C2S 179.3(3) . . ? C1S C2S H2S1 109.5 . . ? C1S C2S H2S2 109.5 . . ? H2S1 C2S H2S2 109.5 . . ? C1S C2S H2S3 109.5 . . ? H2S1 C2S H2S3 109.5 . . ? H2S2 C2S H2S3 109.5 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 30.62 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.543 _refine_diff_density_min -0.467 _refine_diff_density_rms 0.077 _database_code_depnum_ccdc_archive 'CCDC 951116' ####################################################################### # # 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_Au_compound _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C50 H50 Au2 F12 N14 P2' _chemical_formula_weight 1530.91 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' 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 triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.8843(6) _cell_length_b 11.3235(7) _cell_length_c 12.6353(7) _cell_angle_alpha 72.9578(8) _cell_angle_beta 79.9609(9) _cell_angle_gamma 69.2499(8) _cell_volume 1387.99(14) _cell_formula_units_Z 1 _cell_measurement_temperature 203(2) _cell_measurement_reflns_used 999 _cell_measurement_theta_min 2 _cell_measurement_theta_max 30 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.832 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 744 _exptl_absorpt_coefficient_mu 5.426 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.4348 _exptl_absorpt_correction_T_max 0.7461 _exptl_absorpt_process_details sadabs _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 'APEX II BRUKER' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 21572 _diffrn_reflns_av_R_equivalents 0.0337 _diffrn_reflns_av_unetI/netI 0.0408 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.69 _diffrn_reflns_theta_max 30.59 _reflns_number_total 8443 _reflns_number_gt 7464 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX II (Bruker, 2008)' _computing_cell_refinement 'APEX II (Bruker, 2008)' _computing_data_reduction 'SAINT (Bruker, 2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX (Farrugia, 1999)' _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^ > 2\s(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^)+(0.0464P)^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 8443 _refine_ls_number_parameters 363 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0374 _refine_ls_R_factor_gt 0.0310 _refine_ls_wR_factor_ref 0.0810 _refine_ls_wR_factor_gt 0.0782 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _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 C1 C 0.0717(3) 0.6822(3) 0.5299(3) 0.0289(6) Uani 1 1 d . . . C2 C 0.0922(4) 0.8550(4) 0.3945(3) 0.0384(8) Uani 1 1 d . . . H2 H 0.0711 0.9321 0.3373 0.046 Uiso 1 1 calc R . . C3 C 0.2106(4) 0.7883(4) 0.4353(3) 0.0358(7) Uani 1 1 d . . . H3 H 0.2889 0.8090 0.4106 0.043 Uiso 1 1 calc R . . C4 C 0.3018(3) 0.5761(3) 0.5751(3) 0.0336(7) Uani 1 1 d . . . H4A H 0.2725 0.5463 0.6532 0.040 Uiso 1 1 calc R . . H4B H 0.3774 0.6049 0.5726 0.040 Uiso 1 1 calc R . . C5 C 0.3431(3) 0.4647(3) 0.5203(3) 0.0303(6) Uani 1 1 d . . . C6 C 0.4036(4) 0.3343(4) 0.5791(3) 0.0381(8) Uani 1 1 d . . . H6 H 0.4201 0.3136 0.6540 0.046 Uiso 1 1 calc R . . C7 C 0.4375(4) 0.2390(4) 0.5224(4) 0.0439(9) Uani 1 1 d . . . H7 H 0.4796 0.1515 0.5581 0.053 Uiso 1 1 calc R . . C8 C 0.4097(4) 0.2718(3) 0.4135(3) 0.0383(8) Uani 1 1 d . . . H8 H 0.4322 0.2072 0.3743 0.046 Uiso 1 1 calc R . . C9 C 0.3480(3) 0.4014(3) 0.3624(3) 0.0316(7) Uani 1 1 d . . . C10 C 0.3132(4) 0.4422(4) 0.2421(3) 0.0357(7) Uani 1 1 d . . . H10A H 0.3915 0.4500 0.1926 0.043 Uiso 1 1 calc R . . H10B H 0.2875 0.3741 0.2278 0.043 Uiso 1 1 calc R . . C11 C 0.2235(4) 0.6797(4) 0.1492(3) 0.0373(8) Uani 1 1 d . . . H11 H 0.3030 0.6917 0.1134 0.045 Uiso 1 1 calc R . . C12 C 0.1038(4) 0.7711(4) 0.1444(3) 0.0383(8) Uani 1 1 d . . . H12 H 0.0834 0.8588 0.1038 0.046 Uiso 1 1 calc R . . C13 C 0.0802(3) 0.5833(3) 0.2561(3) 0.0275(6) Uani 1 1 d . . . C14 C -0.1279(4) 0.7713(4) 0.2164(4) 0.0396(8) Uani 1 1 d . . . H14A H -0.1671 0.7150 0.2765 0.048 Uiso 1 1 calc R . . H14B H -0.1593 0.7759 0.1467 0.048 Uiso 1 1 calc R . . C15 C -0.1760(3) 0.9061(3) 0.2355(3) 0.0322(7) Uani 1 1 d . . . C16 C -0.2241(4) 1.0122(4) 0.1459(3) 0.0417(8) Uani 1 1 d . . . H16 H -0.2234 0.9975 0.0763 0.050 Uiso 1 1 calc R . . C17 C -0.2729(4) 1.1390(4) 0.1586(4) 0.0490(10) Uani 1 1 d . . . H17 H -0.3040 1.2094 0.0977 0.059 Uiso 1 1 calc R . . C18 C -0.2757(4) 1.1612(4) 0.2597(4) 0.0514(10) Uani 1 1 d . . . H18 H -0.3084 1.2468 0.2686 0.062 Uiso 1 1 calc R . . C19 C -0.2298(4) 1.0562(4) 0.3491(3) 0.0466(9) Uani 1 1 d . . . H19 H -0.2327 1.0719 0.4187 0.056 Uiso 1 1 calc R . . C20 C -0.1802(3) 0.9304(3) 0.3387(3) 0.0350(7) Uani 1 1 d . . . C21 C -0.1337(4) 0.8215(4) 0.4399(3) 0.0447(9) Uani 1 1 d . . . H21A H -0.1850 0.8473 0.5060 0.054 Uiso 1 1 calc R . . H21B H -0.1506 0.7439 0.4349 0.054 Uiso 1 1 calc R . . N1 N 0.0079(3) 0.7877(3) 0.4531(2) 0.0316(6) Uani 1 1 d . . . N2 N 0.1958(3) 0.6846(3) 0.5196(2) 0.0289(5) Uani 1 1 d . . . N3 N 0.2073(3) 0.5647(3) 0.2170(2) 0.0296(5) Uani 1 1 d . . . N4 N 0.0160(3) 0.7108(3) 0.2111(2) 0.0314(6) Uani 1 1 d . . . N5 N 0.3170(3) 0.4963(3) 0.4144(2) 0.0302(5) Uani 1 1 d . . . F1 F 0.7633(3) 0.5580(3) 0.1545(2) 0.0672(8) Uani 1 1 d . . . F2 F 0.7364(4) 0.6185(8) -0.0224(3) 0.193(4) Uani 1 1 d . . . F3 F 0.6465(7) 0.4826(4) 0.0785(7) 0.213(4) Uani 1 1 d . . . F4 F 0.5448(4) 0.6129(9) 0.1824(3) 0.191(4) Uani 1 1 d . . . F5 F 0.5220(3) 0.6741(4) 0.0063(3) 0.0960(12) Uani 1 1 d . . . F6 F 0.6391(6) 0.7482(4) 0.0843(7) 0.199(4) Uani 1 1 d . . . P P 0.64220(10) 0.61460(10) 0.07920(8) 0.0388(2) Uani 1 1 d . . . Au1 Au -0.004465(12) 0.548858(11) 0.636269(9) 0.02860(5) Uani 1 1 d . . . N1S N 0.3126(7) 0.0601(6) 0.3244(5) 0.100(2) Uani 1 1 d . . . N2S N 0.0965(5) 0.0784(4) 0.1083(4) 0.0720(12) Uani 1 1 d . . . C1S C 0.3595(6) 0.0359(5) 0.2449(5) 0.0623(13) Uani 1 1 d . . . C2S C 0.4220(7) 0.0037(7) 0.1410(6) 0.092(2) Uani 1 1 d . . . H2S1 H 0.4074 -0.0744 0.1366 0.138 Uiso 1 1 calc R . . H2S2 H 0.5159 -0.0116 0.1378 0.138 Uiso 1 1 calc R . . H2S3 H 0.3845 0.0755 0.0792 0.138 Uiso 1 1 calc R . . C3C C 0.0513(5) 0.1819(5) 0.1098(4) 0.0537(10) Uani 1 1 d . . . C4S C -0.0087(7) 0.3180(7) 0.1076(9) 0.130(4) Uani 1 1 d . . . H4S1 H 0.0338 0.3692 0.0471 0.195 Uiso 1 1 calc R . . H4S2 H 0.0012 0.3318 0.1774 0.195 Uiso 1 1 calc R . . H4S3 H -0.1017 0.3447 0.0968 0.195 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 C1 0.0304(16) 0.0321(15) 0.0245(14) -0.0059(12) -0.0019(12) -0.0117(13) C2 0.041(2) 0.0393(18) 0.0309(17) 0.0021(14) -0.0012(14) -0.0181(16) C3 0.0362(18) 0.0395(18) 0.0347(17) -0.0043(14) -0.0019(14) -0.0201(15) C4 0.0299(16) 0.0424(18) 0.0284(15) -0.0057(14) -0.0071(13) -0.0119(14) C5 0.0222(14) 0.0362(16) 0.0296(15) -0.0030(13) -0.0028(12) -0.0100(12) C6 0.0321(18) 0.0413(18) 0.0368(18) 0.0018(15) -0.0117(14) -0.0122(15) C7 0.0358(19) 0.0400(19) 0.050(2) 0.0034(16) -0.0144(17) -0.0124(16) C8 0.0326(18) 0.0331(17) 0.050(2) -0.0109(15) -0.0062(15) -0.0099(14) C9 0.0239(15) 0.0381(17) 0.0333(16) -0.0095(13) 0.0010(12) -0.0117(13) C10 0.0334(18) 0.0397(18) 0.0346(17) -0.0122(14) -0.0023(14) -0.0103(15) C11 0.0375(19) 0.047(2) 0.0310(17) -0.0073(15) 0.0042(14) -0.0229(16) C12 0.041(2) 0.0376(18) 0.0377(18) -0.0012(14) -0.0039(15) -0.0203(15) C13 0.0298(15) 0.0337(15) 0.0227(13) -0.0070(12) -0.0003(11) -0.0155(13) C14 0.0303(17) 0.0365(17) 0.052(2) -0.0084(16) -0.0057(15) -0.0121(14) C15 0.0236(15) 0.0336(16) 0.0369(17) -0.0057(13) -0.0029(13) -0.0088(12) C16 0.039(2) 0.049(2) 0.0322(17) -0.0039(15) -0.0071(15) -0.0102(16) C17 0.039(2) 0.042(2) 0.049(2) 0.0064(17) -0.0080(18) -0.0063(16) C18 0.043(2) 0.0367(19) 0.063(3) -0.0126(19) 0.003(2) -0.0031(17) C19 0.043(2) 0.051(2) 0.039(2) -0.0163(17) 0.0003(17) -0.0049(18) C20 0.0258(16) 0.0385(17) 0.0329(16) -0.0019(14) -0.0028(13) -0.0065(13) C21 0.0287(18) 0.059(2) 0.0339(18) 0.0049(17) -0.0041(14) -0.0125(17) N1 0.0300(14) 0.0362(14) 0.0264(13) -0.0026(11) -0.0018(11) -0.0126(12) N2 0.0306(14) 0.0331(13) 0.0250(12) -0.0063(10) -0.0013(10) -0.0137(11) N3 0.0315(14) 0.0360(14) 0.0233(12) -0.0082(11) -0.0006(10) -0.0132(11) N4 0.0294(14) 0.0323(14) 0.0339(14) -0.0083(11) -0.0010(11) -0.0123(11) N5 0.0287(14) 0.0342(13) 0.0270(13) -0.0070(11) -0.0019(10) -0.0102(11) F1 0.0576(17) 0.084(2) 0.0569(16) -0.0121(14) -0.0232(13) -0.0143(15) F2 0.070(3) 0.454(11) 0.050(2) -0.068(4) 0.0100(19) -0.081(4) F3 0.231(7) 0.066(3) 0.385(11) -0.049(4) -0.192(8) -0.028(3) F4 0.079(3) 0.450(11) 0.061(2) -0.067(4) 0.009(2) -0.111(5) F5 0.0536(18) 0.156(3) 0.0640(19) -0.007(2) -0.0309(16) -0.021(2) F6 0.176(5) 0.059(2) 0.382(10) -0.052(4) -0.171(6) 0.005(3) P 0.0379(5) 0.0453(5) 0.0331(5) -0.0089(4) -0.0062(4) -0.0127(4) Au1 0.02874(7) 0.03173(7) 0.02516(7) -0.00462(5) -0.00035(4) -0.01241(5) N1S 0.162(6) 0.109(4) 0.062(3) -0.025(3) 0.004(4) -0.085(4) N2S 0.077(3) 0.054(2) 0.083(3) -0.019(2) -0.001(3) -0.020(2) C1S 0.084(4) 0.049(2) 0.057(3) 0.000(2) -0.015(3) -0.031(2) C2S 0.079(4) 0.086(4) 0.089(5) -0.027(4) -0.004(4) 0.002(3) C3C 0.048(2) 0.055(3) 0.062(3) -0.022(2) -0.002(2) -0.017(2) C4S 0.069(4) 0.091(5) 0.248(12) -0.103(7) 0.008(6) -0.008(4) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 N2 1.343(4) . ? C1 N1 1.349(4) . ? C1 Au1 2.020(3) . ? C2 C3 1.346(5) . ? C2 N1 1.378(4) . ? C2 H2 0.9400 . ? C3 N2 1.371(4) . ? C3 H3 0.9400 . ? C4 N2 1.451(4) . ? C4 C5 1.508(5) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C5 N5 1.334(4) . ? C5 C6 1.415(5) . ? C6 C7 1.376(6) . ? C6 H6 0.9400 . ? C7 C8 1.374(5) . ? C7 H7 0.9400 . ? C8 C9 1.386(5) . ? C8 H8 0.9400 . ? C9 N5 1.333(4) . ? C9 C10 1.527(5) . ? C10 N3 1.446(5) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C11 C12 1.344(6) . ? C11 N3 1.384(4) . ? C11 H11 0.9400 . ? C12 N4 1.390(5) . ? C12 H12 0.9400 . ? C13 N3 1.348(4) . ? C13 N4 1.356(4) . ? C13 Au1 2.015(3) 2_566 ? C14 N4 1.469(5) . ? C14 C15 1.506(5) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C15 C20 1.399(5) . ? C15 C16 1.402(5) . ? C16 C17 1.391(6) . ? C16 H16 0.9400 . ? C17 C18 1.365(6) . ? C17 H17 0.9400 . ? C18 C19 1.389(6) . ? C18 H18 0.9400 . ? C19 C20 1.371(5) . ? C19 H19 0.9400 . ? C20 C21 1.507(5) . ? C21 N1 1.477(5) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? F1 P 1.592(3) . ? F2 P 1.497(4) . ? F3 P 1.481(4) . ? F4 P 1.530(4) . ? F5 P 1.564(3) . ? F6 P 1.521(4) . ? Au1 C13 2.015(3) 2_566 ? N1S C1S 1.108(7) . ? N2S C3C 1.103(6) . ? C1S C2S 1.454(8) . ? C2S H2S1 0.9700 . ? C2S H2S2 0.9700 . ? C2S H2S3 0.9700 . ? C3C C4S 1.439(8) . ? C4S H4S1 0.9700 . ? C4S H4S2 0.9700 . ? C4S H4S3 0.9700 . ? 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 N2 C1 N1 105.3(3) . . ? N2 C1 Au1 127.8(2) . . ? N1 C1 Au1 126.8(2) . . ? C3 C2 N1 106.4(3) . . ? C3 C2 H2 126.8 . . ? N1 C2 H2 126.8 . . ? C2 C3 N2 107.2(3) . . ? C2 C3 H3 126.4 . . ? N2 C3 H3 126.4 . . ? N2 C4 C5 110.9(3) . . ? N2 C4 H4A 109.5 . . ? C5 C4 H4A 109.5 . . ? N2 C4 H4B 109.5 . . ? C5 C4 H4B 109.5 . . ? H4A C4 H4B 108.1 . . ? N5 C5 C6 122.4(3) . . ? N5 C5 C4 116.0(3) . . ? C6 C5 C4 121.6(3) . . ? C7 C6 C5 117.5(3) . . ? C7 C6 H6 121.2 . . ? C5 C6 H6 121.2 . . ? C8 C7 C6 119.9(4) . . ? C8 C7 H7 120.0 . . ? C6 C7 H7 120.0 . . ? C7 C8 C9 119.0(3) . . ? C7 C8 H8 120.5 . . ? C9 C8 H8 120.5 . . ? N5 C9 C8 122.3(3) . . ? N5 C9 C10 116.8(3) . . ? C8 C9 C10 120.9(3) . . ? N3 C10 C9 112.6(3) . . ? N3 C10 H10A 109.1 . . ? C9 C10 H10A 109.1 . . ? N3 C10 H10B 109.1 . . ? C9 C10 H10B 109.1 . . ? H10A C10 H10B 107.8 . . ? C12 C11 N3 107.0(3) . . ? C12 C11 H11 126.5 . . ? N3 C11 H11 126.5 . . ? C11 C12 N4 106.7(3) . . ? C11 C12 H12 126.6 . . ? N4 C12 H12 126.6 . . ? N3 C13 N4 105.2(3) . . ? N3 C13 Au1 127.1(2) . 2_566 ? N4 C13 Au1 127.6(2) . 2_566 ? N4 C14 C15 114.4(3) . . ? N4 C14 H14A 108.7 . . ? C15 C14 H14A 108.7 . . ? N4 C14 H14B 108.7 . . ? C15 C14 H14B 108.7 . . ? H14A C14 H14B 107.6 . . ? C20 C15 C16 118.5(3) . . ? C20 C15 C14 123.5(3) . . ? C16 C15 C14 117.9(3) . . ? C17 C16 C15 120.8(4) . . ? C17 C16 H16 119.6 . . ? C15 C16 H16 119.6 . . ? C18 C17 C16 120.1(4) . . ? C18 C17 H17 120.0 . . ? C16 C17 H17 120.0 . . ? C17 C18 C19 119.3(4) . . ? C17 C18 H18 120.3 . . ? C19 C18 H18 120.3 . . ? C20 C19 C18 121.9(4) . . ? C20 C19 H19 119.1 . . ? C18 C19 H19 119.1 . . ? C19 C20 C15 119.4(3) . . ? C19 C20 C21 118.7(4) . . ? C15 C20 C21 121.8(3) . . ? N1 C21 C20 113.3(3) . . ? N1 C21 H21A 108.9 . . ? C20 C21 H21A 108.9 . . ? N1 C21 H21B 108.9 . . ? C20 C21 H21B 108.9 . . ? H21A C21 H21B 107.7 . . ? C1 N1 C2 110.5(3) . . ? C1 N1 C21 122.0(3) . . ? C2 N1 C21 127.4(3) . . ? C1 N2 C3 110.5(3) . . ? C1 N2 C4 122.5(3) . . ? C3 N2 C4 125.8(3) . . ? C13 N3 C11 110.7(3) . . ? C13 N3 C10 125.1(3) . . ? C11 N3 C10 124.2(3) . . ? C13 N4 C12 110.3(3) . . ? C13 N4 C14 124.8(3) . . ? C12 N4 C14 124.2(3) . . ? C5 N5 C9 118.8(3) . . ? F3 P F2 89.9(5) . . ? F3 P F6 177.9(4) . . ? F2 P F6 91.3(5) . . ? F3 P F4 90.8(5) . . ? F2 P F4 179.1(5) . . ? F6 P F4 88.0(5) . . ? F3 P F5 89.0(3) . . ? F2 P F5 91.0(2) . . ? F6 P F5 92.7(3) . . ? F4 P F5 88.5(2) . . ? F3 P F1 92.6(2) . . ? F2 P F1 89.6(2) . . ? F6 P F1 85.7(2) . . ? F4 P F1 90.9(2) . . ? F5 P F1 178.3(2) . . ? C13 Au1 C1 179.28(11) 2_566 . ? N1S C1S C2S 179.5(7) . . ? C1S C2S H2S1 109.5 . . ? C1S C2S H2S2 109.5 . . ? H2S1 C2S H2S2 109.5 . . ? C1S C2S H2S3 109.5 . . ? H2S1 C2S H2S3 109.5 . . ? H2S2 C2S H2S3 109.5 . . ? N2S C3C C4S 178.0(7) . . ? C3C C4S H4S1 109.5 . . ? C3C C4S H4S2 109.5 . . ? H4S1 C4S H4S2 109.5 . . ? C3C C4S H4S3 109.5 . . ? H4S1 C4S H4S3 109.5 . . ? H4S2 C4S H4S3 109.5 . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 30.59 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 1.469 _refine_diff_density_min -1.181 _refine_diff_density_rms 0.123 _database_code_depnum_ccdc_archive 'CCDC 951117'