# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 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_Complex(5) _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C33 H35 Au Cl3 F6 N4 P' _chemical_formula_weight 935.94 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' Cl Cl 0.1484 0.1585 '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 8.5921(10) _cell_length_b 11.9088(14) _cell_length_c 17.348(2) _cell_angle_alpha 87.324(2) _cell_angle_beta 87.300(2) _cell_angle_gamma 80.596(2) _cell_volume 1747.9(4) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 928 _cell_measurement_theta_min 2.73 _cell_measurement_theta_max 24.02 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas 'Not Measured' _exptl_crystal_density_diffrn 1.778 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 920 _exptl_absorpt_coefficient_mu 4.546 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.5895 _exptl_absorpt_correction_T_max 0.8391 _exptl_absorpt_process_details 'Sadabs, (Sheldrick 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23040 _diffrn_reflns_av_R_equivalents 0.0533 _diffrn_reflns_av_unetI/netI 0.0616 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.18 _diffrn_reflns_theta_max 27.50 _reflns_number_total 8012 _reflns_number_gt 7231 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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. C29 and C30 was disordered into two positions with occupancy ratio=50:50. Restraints in bond length and thermal parameters were applied to the disordered parts. Details of restraints: SIMU 0.01 0.01 C29A > C30 DELU 0.02 C29A > C30 ; _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^)+(0.0489P)^2^+0.8728P] 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 8012 _refine_ls_number_parameters 452 _refine_ls_number_restraints 38 _refine_ls_R_factor_all 0.0469 _refine_ls_R_factor_gt 0.0400 _refine_ls_wR_factor_ref 0.1057 _refine_ls_wR_factor_gt 0.0890 _refine_ls_goodness_of_fit_ref 1.132 _refine_ls_restrained_S_all 1.129 _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 0.57464(2) 0.650541(18) 0.704669(11) 0.01544(7) Uani 1 1 d . . . N1 N 0.4848(5) 0.7236(4) 0.8692(3) 0.0157(9) Uani 1 1 d . . . N2 N 0.4176(5) 0.5599(4) 0.8484(2) 0.0144(9) Uani 1 1 d . . . N3 N 0.7053(6) 0.7418(4) 0.5543(3) 0.0247(11) Uani 1 1 d . . . N4 N 0.7722(7) 0.7095(4) 0.4837(3) 0.0273(12) Uani 1 1 d . . . C1 C 0.4875(6) 0.6449(5) 0.8145(3) 0.0168(11) Uani 1 1 d . . . C2 C 0.4099(6) 0.6878(5) 0.9377(3) 0.0155(10) Uani 1 1 d . . . C3 C 0.3792(6) 0.7388(5) 1.0085(3) 0.0173(11) Uani 1 1 d . . . H3 H 0.4102 0.8096 1.0182 0.021 Uiso 1 1 calc R . . C4 C 0.3001(6) 0.6793(5) 1.0642(3) 0.0190(11) Uani 1 1 d . . . H4 H 0.2746 0.7109 1.1134 0.023 Uiso 1 1 calc R . . C5 C 0.2566(6) 0.5735(5) 1.0500(3) 0.0187(11) Uani 1 1 d . . . H5 H 0.2032 0.5352 1.0897 0.022 Uiso 1 1 calc R . . C6 C 0.2905(6) 0.5243(5) 0.9791(3) 0.0163(11) Uani 1 1 d . . . H6 H 0.2619 0.4528 0.9692 0.020 Uiso 1 1 calc R . . C7 C 0.3679(6) 0.5843(5) 0.9235(3) 0.0150(10) Uani 1 1 d . . . C8 C 0.5489(7) 0.8303(5) 0.8583(3) 0.0185(11) Uani 1 1 d . . . H8A H 0.4623 0.8955 0.8648 0.022 Uiso 1 1 calc R . . H8B H 0.5946 0.8359 0.8050 0.022 Uiso 1 1 calc R . . C9 C 0.6741(6) 0.8374(5) 0.9149(3) 0.0185(11) Uani 1 1 d . . . C10 C 0.6809(7) 0.9401(5) 0.9476(3) 0.0230(12) Uani 1 1 d . . . H10 H 0.6078 1.0057 0.9332 0.028 Uiso 1 1 calc R . . C11 C 0.7936(7) 0.9486(5) 1.0014(4) 0.0279(14) Uani 1 1 d . . . H11 H 0.7975 1.0197 1.0233 0.033 Uiso 1 1 calc R . . C12 C 0.8988(7) 0.8540(5) 1.0229(4) 0.0266(13) Uani 1 1 d . . . H12 H 0.9739 0.8589 1.0605 0.032 Uiso 1 1 calc R . . C13 C 0.8951(7) 0.7508(5) 0.9892(4) 0.0274(14) Uani 1 1 d . . . H13 H 0.9693 0.6856 1.0029 0.033 Uiso 1 1 calc R . . C14 C 0.7829(7) 0.7432(5) 0.9356(4) 0.0229(12) Uani 1 1 d . . . H14 H 0.7808 0.6724 0.9128 0.027 Uiso 1 1 calc R . . C15 C 0.3971(6) 0.4559(4) 0.8110(3) 0.0153(10) Uani 1 1 d . . . H15A H 0.4400 0.3890 0.8440 0.018 Uiso 1 1 calc R . . H15B H 0.4584 0.4513 0.7612 0.018 Uiso 1 1 calc R . . C16 C 0.2257(6) 0.4510(5) 0.7964(3) 0.0147(10) Uani 1 1 d . . . C17 C 0.1772(7) 0.3464(5) 0.7930(3) 0.0186(11) Uani 1 1 d . . . H17 H 0.2493 0.2785 0.8032 0.022 Uiso 1 1 calc R . . C18 C 0.0234(7) 0.3402(5) 0.7746(3) 0.0223(12) Uani 1 1 d . . . H18 H -0.0091 0.2680 0.7720 0.027 Uiso 1 1 calc R . . C19 C -0.0824(7) 0.4382(5) 0.7601(3) 0.0226(12) Uani 1 1 d . . . H19 H -0.1873 0.4337 0.7471 0.027 Uiso 1 1 calc R . . C20 C -0.0342(7) 0.5444(5) 0.7647(3) 0.0214(12) Uani 1 1 d . . . H20 H -0.1066 0.6124 0.7554 0.026 Uiso 1 1 calc R . . C21 C 0.1198(6) 0.5496(5) 0.7830(3) 0.0184(11) Uani 1 1 d . . . H21 H 0.1527 0.6216 0.7862 0.022 Uiso 1 1 calc R . . C22 C 0.6653(6) 0.6496(5) 0.5954(3) 0.0188(11) Uani 1 1 d . . . C23 C 0.7034(9) 0.8587(6) 0.5813(4) 0.0376(17) Uani 1 1 d . . . H23A H 0.5989 0.8860 0.6062 0.045 Uiso 1 1 calc R . . H23B H 0.7838 0.8560 0.6207 0.045 Uiso 1 1 calc R . . C24 C 0.7353(9) 0.9404(6) 0.5182(5) 0.0417(18) Uani 1 1 d . . . H24A H 0.7641 1.0086 0.5409 0.050 Uiso 1 1 calc R . . H24B H 0.6373 0.9651 0.4899 0.050 Uiso 1 1 calc R . . C25 C 0.8659(10) 0.8927(6) 0.4614(5) 0.0460(19) Uani 1 1 d . . . H25A H 0.8817 0.9517 0.4210 0.055 Uiso 1 1 calc R . . H25B H 0.9658 0.8710 0.4886 0.055 Uiso 1 1 calc R . . C26 C 0.8240(8) 0.7895(5) 0.4244(4) 0.0305(14) Uani 1 1 d . . . H26A H 0.7385 0.8141 0.3881 0.037 Uiso 1 1 calc R . . H26B H 0.9172 0.7509 0.3948 0.037 Uiso 1 1 calc R . . C27 C 0.7053(6) 0.5577(5) 0.5469(3) 0.0171(11) Uani 1 1 d . A . C28 C 0.6911(8) 0.4354(5) 0.5614(4) 0.0296(14) Uani 1 1 d . . . H28A H 0.7337 0.4086 0.6122 0.036 Uiso 0.496(17) 1 calc PR A 2 H28B H 0.5784 0.4265 0.5624 0.036 Uiso 0.496(17) 1 calc PR A 2 H28C H 0.5856 0.4306 0.5823 0.036 Uiso 0.504(17) 1 d PR A 1 H28D H 0.7654 0.4026 0.5999 0.036 Uiso 0.504(17) 1 d PR A 1 C31 C 0.8239(9) 0.5286(6) 0.4110(4) 0.0336(15) Uani 1 1 d . . . H31A H 0.9405 0.5183 0.4052 0.040 Uiso 0.504(17) 1 calc PR A 2 H31B H 0.7799 0.5691 0.3638 0.040 Uiso 0.504(17) 1 calc PR A 2 H31C H 0.9207 0.5503 0.3886 0.040 Uiso 0.496(17) 1 d PR A 1 H31D H 0.7445 0.5423 0.3722 0.040 Uiso 0.496(17) 1 d PR A 1 C32 C 0.7704(7) 0.5973(5) 0.4787(3) 0.0184(11) Uani 1 1 d . A . C29A C 0.779(2) 0.3659(17) 0.5002(12) 0.029(3) Uani 0.496(17) 1 d PU A 2 H29A H 0.7396 0.2922 0.5012 0.035 Uiso 0.496(17) 1 calc PR A 2 H29B H 0.8913 0.3494 0.5136 0.035 Uiso 0.496(17) 1 calc PR A 2 C30A C 0.772(2) 0.4139(12) 0.4199(9) 0.030(3) Uani 0.496(17) 1 d PU A 2 H30A H 0.6620 0.4211 0.4029 0.036 Uiso 0.496(17) 1 calc PR A 2 H30B H 0.8397 0.3604 0.3857 0.036 Uiso 0.496(17) 1 calc PR A 2 C29 C 0.719(2) 0.3662(17) 0.4909(11) 0.028(3) Uani 0.504(17) 1 d PU A 1 H29C H 0.6206 0.3762 0.4620 0.033 Uiso 0.504(17) 1 calc PR A 1 H29D H 0.7457 0.2846 0.5067 0.033 Uiso 0.504(17) 1 calc PR A 1 C30 C 0.856(2) 0.4011(12) 0.4364(9) 0.031(3) Uani 0.504(17) 1 d PU A 1 H30C H 0.9561 0.3849 0.4638 0.037 Uiso 0.504(17) 1 calc PR A 1 H30D H 0.8680 0.3545 0.3901 0.037 Uiso 0.504(17) 1 calc PR A 1 P1 P 0.67072(18) 0.13820(14) 0.72502(10) 0.0246(3) Uani 1 1 d . . . F1 F 0.8137(5) 0.1346(4) 0.6618(2) 0.0396(10) Uani 1 1 d . . . F2 F 0.5494(5) 0.1434(4) 0.6582(3) 0.0545(12) Uani 1 1 d . . . F3 F 0.5303(5) 0.1414(4) 0.7890(3) 0.0447(11) Uani 1 1 d . . . F4 F 0.7952(4) 0.1312(3) 0.7922(2) 0.0326(9) Uani 1 1 d . . . F5 F 0.6949(5) 0.0019(3) 0.7276(3) 0.0463(11) Uani 1 1 d . . . F6 F 0.6511(5) 0.2739(3) 0.7240(3) 0.0450(11) Uani 1 1 d . . . C1S C 0.9011(7) 0.0563(5) 0.2501(4) 0.0261(13) Uani 1 1 d . . . H1S H 1.0038 0.0071 0.2618 0.031 Uiso 1 1 calc R . . Cl1 Cl 0.7549(2) -0.02959(15) 0.24717(11) 0.0383(4) Uani 1 1 d . . . Cl2 Cl 0.9220(2) 0.13008(14) 0.16152(10) 0.0350(4) Uani 1 1 d . . . Cl3 Cl 0.8506(3) 0.15520(15) 0.32403(11) 0.0563(6) 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 0.01451(11) 0.02101(12) 0.01179(11) -0.00266(7) 0.00018(7) -0.00549(8) N1 0.018(2) 0.013(2) 0.017(2) -0.0004(17) -0.0043(18) -0.0054(18) N2 0.015(2) 0.015(2) 0.014(2) -0.0038(17) -0.0002(17) -0.0047(18) N3 0.029(3) 0.028(3) 0.017(2) -0.002(2) -0.002(2) -0.004(2) N4 0.046(3) 0.022(3) 0.015(2) -0.002(2) 0.003(2) -0.007(2) C1 0.019(3) 0.017(3) 0.015(3) -0.003(2) -0.002(2) -0.002(2) C2 0.013(2) 0.017(3) 0.017(3) 0.001(2) -0.003(2) -0.002(2) C3 0.017(3) 0.017(3) 0.018(3) -0.006(2) -0.002(2) -0.002(2) C4 0.021(3) 0.018(3) 0.018(3) -0.009(2) 0.000(2) 0.001(2) C5 0.017(3) 0.024(3) 0.015(3) 0.002(2) -0.001(2) -0.004(2) C6 0.013(2) 0.015(3) 0.021(3) -0.005(2) 0.001(2) -0.002(2) C7 0.010(2) 0.019(3) 0.016(3) -0.002(2) -0.0018(19) -0.001(2) C8 0.020(3) 0.018(3) 0.019(3) 0.002(2) -0.004(2) -0.008(2) C9 0.015(3) 0.020(3) 0.021(3) 0.002(2) 0.004(2) -0.007(2) C10 0.020(3) 0.022(3) 0.028(3) -0.005(2) -0.004(2) -0.005(2) C11 0.028(3) 0.022(3) 0.035(4) -0.011(3) -0.007(3) -0.007(3) C12 0.023(3) 0.035(4) 0.025(3) 0.000(3) -0.007(2) -0.014(3) C13 0.018(3) 0.025(3) 0.039(4) 0.006(3) -0.007(3) -0.006(2) C14 0.025(3) 0.013(3) 0.033(3) 0.000(2) -0.006(2) -0.008(2) C15 0.014(2) 0.016(3) 0.017(3) -0.006(2) 0.000(2) -0.002(2) C16 0.019(3) 0.017(3) 0.010(2) -0.0017(19) -0.0004(19) -0.005(2) C17 0.022(3) 0.017(3) 0.018(3) 0.000(2) -0.002(2) -0.006(2) C18 0.026(3) 0.023(3) 0.022(3) -0.003(2) 0.001(2) -0.015(2) C19 0.019(3) 0.036(3) 0.015(3) -0.007(2) 0.000(2) -0.010(3) C20 0.018(3) 0.028(3) 0.017(3) -0.003(2) -0.003(2) -0.001(2) C21 0.020(3) 0.020(3) 0.015(3) -0.002(2) -0.001(2) -0.003(2) C22 0.017(3) 0.026(3) 0.015(3) -0.002(2) 0.001(2) -0.006(2) C23 0.054(5) 0.028(4) 0.029(3) -0.007(3) 0.009(3) -0.003(3) C24 0.049(4) 0.023(3) 0.052(5) -0.003(3) 0.012(4) -0.007(3) C25 0.058(5) 0.036(4) 0.047(5) -0.001(3) 0.005(4) -0.019(4) C26 0.042(4) 0.030(3) 0.020(3) 0.008(3) -0.002(3) -0.008(3) C27 0.018(3) 0.024(3) 0.011(2) 0.001(2) -0.002(2) -0.007(2) C28 0.036(4) 0.028(3) 0.027(3) -0.002(3) 0.004(3) -0.011(3) C31 0.052(4) 0.028(3) 0.020(3) -0.009(3) 0.006(3) -0.006(3) C32 0.026(3) 0.016(3) 0.015(3) -0.002(2) 0.000(2) -0.007(2) C29A 0.027(7) 0.022(4) 0.042(6) -0.012(4) 0.007(6) -0.013(6) C30A 0.029(7) 0.026(5) 0.036(6) -0.018(4) 0.010(5) -0.012(6) C29 0.026(7) 0.024(5) 0.036(6) -0.013(4) 0.004(6) -0.012(6) C30 0.031(7) 0.027(5) 0.037(6) -0.015(4) 0.007(5) -0.011(6) P1 0.0211(8) 0.0213(8) 0.0326(9) -0.0068(6) 0.0023(6) -0.0063(6) F1 0.035(2) 0.045(2) 0.037(2) -0.0088(19) 0.0130(18) -0.0059(19) F2 0.037(2) 0.079(4) 0.049(3) 0.001(2) -0.017(2) -0.011(2) F3 0.030(2) 0.056(3) 0.050(3) 0.001(2) 0.0121(19) -0.016(2) F4 0.029(2) 0.036(2) 0.035(2) -0.0110(17) -0.0013(16) -0.0086(17) F5 0.064(3) 0.021(2) 0.057(3) -0.0123(19) -0.007(2) -0.013(2) F6 0.055(3) 0.0199(19) 0.057(3) -0.0006(18) 0.012(2) -0.0006(19) C1S 0.026(3) 0.018(3) 0.033(3) -0.008(2) -0.003(3) 0.002(2) Cl1 0.0398(9) 0.0321(9) 0.0473(10) 0.0130(7) -0.0168(8) -0.0188(7) Cl2 0.0412(9) 0.0338(9) 0.0319(8) -0.0010(7) 0.0077(7) -0.0140(7) Cl3 0.1147(19) 0.0229(9) 0.0311(9) -0.0066(7) 0.0008(10) -0.0104(10) _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 C22 2.015(5) . ? Au1 C1 2.017(5) . ? N1 C1 1.361(7) . ? N1 C2 1.406(7) . ? N1 C8 1.467(7) . ? N2 C1 1.356(7) . ? N2 C7 1.382(7) . ? N2 C15 1.464(6) . ? N3 C22 1.365(7) . ? N3 N4 1.372(7) . ? N3 C23 1.486(8) . ? N4 C32 1.347(7) . ? N4 C26 1.472(8) . ? C2 C7 1.375(7) . ? C2 C3 1.391(7) . ? C3 C4 1.389(8) . ? C4 C5 1.406(8) . ? C5 C6 1.384(7) . ? C6 C7 1.384(7) . ? C8 C9 1.504(8) . ? C9 C10 1.383(8) . ? C9 C14 1.383(8) . ? C10 C11 1.395(8) . ? C11 C12 1.373(9) . ? C12 C13 1.390(9) . ? C13 C14 1.387(8) . ? C15 C16 1.517(7) . ? C16 C21 1.380(8) . ? C16 C17 1.381(7) . ? C17 C18 1.389(8) . ? C18 C19 1.378(9) . ? C19 C20 1.400(8) . ? C20 C21 1.387(8) . ? C22 C27 1.400(8) . ? C23 C24 1.476(10) . ? C24 C25 1.514(10) . ? C25 C26 1.513(10) . ? C27 C32 1.382(7) . ? C27 C28 1.490(8) . ? C28 C29A 1.48(2) . ? C28 C29 1.495(19) . ? C31 C32 1.475(8) . ? C31 C30A 1.504(15) . ? C31 C30 1.545(16) . ? C29A C30A 1.48(3) . ? C29 C30 1.57(3) . ? P1 F2 1.587(5) . ? P1 F6 1.597(4) . ? P1 F3 1.597(4) . ? P1 F5 1.601(4) . ? P1 F1 1.604(4) . ? P1 F4 1.608(4) . ? C1S Cl1 1.749(6) . ? C1S Cl2 1.751(7) . ? C1S Cl3 1.772(6) . ? 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 C22 Au1 C1 177.7(2) . . ? C1 N1 C2 109.8(4) . . ? C1 N1 C8 125.2(5) . . ? C2 N1 C8 124.9(4) . . ? C1 N2 C7 110.8(4) . . ? C1 N2 C15 125.0(4) . . ? C7 N2 C15 124.1(4) . . ? C22 N3 N4 110.0(5) . . ? C22 N3 C23 128.1(5) . . ? N4 N3 C23 121.3(5) . . ? C32 N4 N3 107.8(5) . . ? C32 N4 C26 128.4(5) . . ? N3 N4 C26 123.7(5) . . ? N2 C1 N1 106.1(4) . . ? N2 C1 Au1 125.8(4) . . ? N1 C1 Au1 128.1(4) . . ? C7 C2 C3 122.7(5) . . ? C7 C2 N1 106.3(5) . . ? C3 C2 N1 131.0(5) . . ? C4 C3 C2 115.6(5) . . ? C3 C4 C5 121.9(5) . . ? C6 C5 C4 121.1(5) . . ? C7 C6 C5 116.8(5) . . ? C2 C7 N2 106.9(5) . . ? C2 C7 C6 121.8(5) . . ? N2 C7 C6 131.3(5) . . ? N1 C8 C9 111.8(4) . . ? C10 C9 C14 118.8(5) . . ? C10 C9 C8 119.6(5) . . ? C14 C9 C8 121.6(5) . . ? C9 C10 C11 120.8(6) . . ? C12 C11 C10 119.9(6) . . ? C11 C12 C13 119.7(6) . . ? C14 C13 C12 120.0(6) . . ? C9 C14 C13 120.7(6) . . ? N2 C15 C16 112.7(4) . . ? C21 C16 C17 119.8(5) . . ? C21 C16 C15 120.7(5) . . ? C17 C16 C15 119.4(5) . . ? C16 C17 C18 120.2(5) . . ? C19 C18 C17 120.4(5) . . ? C18 C19 C20 119.5(5) . . ? C21 C20 C19 119.6(5) . . ? C16 C21 C20 120.5(5) . . ? N3 C22 C27 105.7(5) . . ? N3 C22 Au1 125.4(4) . . ? C27 C22 Au1 128.9(4) . . ? C24 C23 N3 112.9(6) . . ? C23 C24 C25 113.7(6) . . ? C26 C25 C24 110.2(6) . . ? N4 C26 C25 110.6(5) . . ? C32 C27 C22 108.1(5) . . ? C32 C27 C28 122.1(5) . . ? C22 C27 C28 129.8(5) . . ? C29A C28 C27 110.2(9) . . ? C29A C28 C29 21.2(7) . . ? C27 C28 C29 114.1(9) . . ? C32 C31 C30A 110.7(7) . . ? C32 C31 C30 109.5(7) . . ? C30A C31 C30 29.6(7) . . ? N4 C32 C27 108.4(5) . . ? N4 C32 C31 126.0(5) . . ? C27 C32 C31 125.6(5) . . ? C28 C29A C30A 117.7(16) . . ? C29A C30A C31 113.1(13) . . ? C28 C29 C30 112.1(13) . . ? C31 C30 C29 112.1(13) . . ? F2 P1 F6 91.3(3) . . ? F2 P1 F3 90.7(2) . . ? F6 P1 F3 90.0(2) . . ? F2 P1 F5 90.4(3) . . ? F6 P1 F5 178.3(3) . . ? F3 P1 F5 90.4(2) . . ? F2 P1 F1 90.2(2) . . ? F6 P1 F1 90.2(2) . . ? F3 P1 F1 179.1(3) . . ? F5 P1 F1 89.5(2) . . ? F2 P1 F4 179.1(3) . . ? F6 P1 F4 89.4(2) . . ? F3 P1 F4 89.8(2) . . ? F5 P1 F4 88.9(2) . . ? F1 P1 F4 89.3(2) . . ? Cl1 C1S Cl2 110.9(3) . . ? Cl1 C1S Cl3 109.5(4) . . ? Cl2 C1S Cl3 109.4(3) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.687 _refine_diff_density_min -2.077 _refine_diff_density_rms 0.212 _database_code_depnum_ccdc_archive 'CCDC 935297' ####################################################################### # # 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_Complex(6) _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H38 Au F6 N4 P' _chemical_formula_weight 748.54 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 11.000(3) _cell_length_b 12.126(3) _cell_length_c 12.426(3) _cell_angle_alpha 109.051(5) _cell_angle_beta 98.373(5) _cell_angle_gamma 108.802(5) _cell_volume 1423.7(6) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 991 _cell_measurement_theta_min 2.31 _cell_measurement_theta_max 24.38 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas 'Not Measured' _exptl_crystal_density_diffrn 1.746 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 740 _exptl_absorpt_coefficient_mu 5.285 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.5412 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_process_details 'Sadabs, (Sheldrick 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18553 _diffrn_reflns_av_R_equivalents 0.0524 _diffrn_reflns_av_unetI/netI 0.0601 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.04 _diffrn_reflns_theta_max 27.49 _reflns_number_total 6505 _reflns_number_gt 5841 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0413P)^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 6505 _refine_ls_number_parameters 347 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0449 _refine_ls_R_factor_gt 0.0384 _refine_ls_wR_factor_ref 0.0873 _refine_ls_wR_factor_gt 0.0850 _refine_ls_goodness_of_fit_ref 1.068 _refine_ls_restrained_S_all 1.068 _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 0.962272(18) 0.572348(17) 0.670227(17) 0.01486(7) Uani 1 1 d . . . N1 N 0.8006(4) 0.5903(4) 0.4577(4) 0.0173(9) Uani 1 1 d . . . N2 N 0.7594(4) 0.3960(4) 0.4365(4) 0.0159(8) Uani 1 1 d . . . N3 N 1.1553(4) 0.7267(4) 0.9149(4) 0.0186(9) Uani 1 1 d . . . N4 N 1.2307(4) 0.7176(4) 1.0070(4) 0.0189(9) Uani 1 1 d . . . C1 C 0.8349(5) 0.5187(5) 0.5099(4) 0.0190(10) Uani 1 1 d . . . C2 C 0.7030(5) 0.5138(5) 0.3496(4) 0.0176(10) Uani 1 1 d . . . C3 C 0.6380(5) 0.5411(5) 0.2635(5) 0.0207(11) Uani 1 1 d . . . H3 H 0.6535 0.6260 0.2736 0.025 Uiso 1 1 calc R . . C4 C 0.5502(5) 0.4396(5) 0.1630(5) 0.0240(12) Uani 1 1 d . . . H4 H 0.5045 0.4551 0.1022 0.029 Uiso 1 1 calc R . . C5 C 0.5261(5) 0.3142(5) 0.1474(5) 0.0268(12) Uani 1 1 d . . . H5 H 0.4653 0.2468 0.0761 0.032 Uiso 1 1 calc R . . C6 C 0.5891(5) 0.2864(5) 0.2337(5) 0.0205(11) Uani 1 1 d . . . H6 H 0.5724 0.2013 0.2239 0.025 Uiso 1 1 calc R . . C7 C 0.6790(5) 0.3900(5) 0.3365(4) 0.0162(10) Uani 1 1 d . . . C8 C 0.8593(5) 0.7293(5) 0.5091(5) 0.0192(10) Uani 1 1 d . . . H8A H 0.8810 0.7593 0.4464 0.023 Uiso 1 1 calc R . . H8B H 0.9441 0.7594 0.5707 0.023 Uiso 1 1 calc R . . C9 C 0.7679(5) 0.7885(5) 0.5644(5) 0.0241(12) Uani 1 1 d . . . H9 H 0.6849 0.7614 0.5004 0.029 Uiso 1 1 calc R . . C10 C 0.7278(7) 0.7452(6) 0.6600(6) 0.0387(15) Uani 1 1 d . . . H10A H 0.6824 0.6524 0.6263 0.058 Uiso 1 1 calc R . . H10B H 0.6671 0.7829 0.6910 0.058 Uiso 1 1 calc R . . H10C H 0.8078 0.7722 0.7244 0.058 Uiso 1 1 calc R . . C11 C 0.8381(6) 0.9332(5) 0.6136(6) 0.0328(14) Uani 1 1 d . . . H11A H 0.7754 0.9713 0.6387 0.049 Uiso 1 1 calc R . . H11B H 0.8689 0.9586 0.5518 0.049 Uiso 1 1 calc R . . H11C H 0.9150 0.9624 0.6817 0.049 Uiso 1 1 calc R . . C12 C 0.7570(5) 0.2870(5) 0.4640(5) 0.0198(11) Uani 1 1 d . . . H12A H 0.8403 0.3127 0.5258 0.024 Uiso 1 1 calc R . . H12B H 0.7548 0.2189 0.3921 0.024 Uiso 1 1 calc R . . C13 C 0.6363(5) 0.2345(5) 0.5078(5) 0.0222(11) Uani 1 1 d . . . H13 H 0.5549 0.1852 0.4380 0.027 Uiso 1 1 calc R . . C14 C 0.6113(6) 0.3384(5) 0.5982(5) 0.0289(13) Uani 1 1 d . . . H14A H 0.6920 0.3904 0.6653 0.043 Uiso 1 1 calc R . . H14B H 0.5368 0.2997 0.6266 0.043 Uiso 1 1 calc R . . H14C H 0.5890 0.3919 0.5611 0.043 Uiso 1 1 calc R . . C15 C 0.6632(6) 0.1426(5) 0.5594(5) 0.0310(13) Uani 1 1 d . . . H15A H 0.7449 0.1889 0.6258 0.047 Uiso 1 1 calc R . . H15B H 0.6742 0.0746 0.4979 0.047 Uiso 1 1 calc R . . H15C H 0.5876 0.1058 0.5876 0.047 Uiso 1 1 calc R . . C16 C 1.0812(5) 0.6093(5) 0.8278(4) 0.0163(10) Uani 1 1 d . . . C17 C 1.1720(6) 0.8505(5) 0.9120(5) 0.0238(12) Uani 1 1 d . . . H17A H 1.0874 0.8440 0.8649 0.029 Uiso 1 1 calc R . . H17B H 1.2423 0.8756 0.8729 0.029 Uiso 1 1 calc R . . C18 C 1.2109(6) 0.9522(5) 1.0373(5) 0.0271(12) Uani 1 1 d . . . H18A H 1.2323 1.0368 1.0345 0.033 Uiso 1 1 calc R . . H18B H 1.1355 0.9345 1.0727 0.033 Uiso 1 1 calc R . . C19 C 1.3329(6) 0.9508(5) 1.1125(5) 0.0288(13) Uani 1 1 d . . . H19A H 1.4069 0.9656 1.0752 0.035 Uiso 1 1 calc R . . H19B H 1.3630 1.0200 1.1923 0.035 Uiso 1 1 calc R . . C20 C 1.2987(6) 0.8245(5) 1.1236(5) 0.0244(12) Uani 1 1 d . . . H20A H 1.3817 0.8191 1.1598 0.029 Uiso 1 1 calc R . . H20B H 1.2399 0.8185 1.1765 0.029 Uiso 1 1 calc R . . C21 C 1.1999(5) 0.5935(5) 0.9814(5) 0.0171(10) Uani 1 1 d . . . C22 C 1.2500(5) 0.5417(5) 1.0634(5) 0.0212(11) Uani 1 1 d . . . H22A H 1.2074 0.5521 1.1289 0.025 Uiso 1 1 calc R . . H22B H 1.3480 0.5883 1.0981 0.025 Uiso 1 1 calc R . . C23 C 1.2164(5) 0.4009(5) 0.9938(5) 0.0212(11) Uani 1 1 d . . . H23A H 1.2803 0.3926 0.9463 0.025 Uiso 1 1 calc R . . H23B H 1.2270 0.3606 1.0502 0.025 Uiso 1 1 calc R . . C24 C 1.0739(5) 0.3313(5) 0.9113(5) 0.0193(10) Uani 1 1 d . . . H24A H 1.0543 0.2395 0.8732 0.023 Uiso 1 1 calc R . . H24B H 1.0100 0.3412 0.9584 0.023 Uiso 1 1 calc R . . C25 C 1.0545(5) 0.3820(5) 0.8157(5) 0.0206(11) Uani 1 1 d . . . H25A H 1.1008 0.3534 0.7563 0.025 Uiso 1 1 calc R . . H25B H 0.9580 0.3484 0.7747 0.025 Uiso 1 1 calc R . . C26 C 1.1098(5) 0.5239(5) 0.8706(4) 0.0168(10) Uani 1 1 d . . . P1 P 0.28905(15) 0.10495(13) 0.76673(14) 0.0248(3) Uani 1 1 d . . . F1 F 0.3768(4) 0.0418(4) 0.8191(5) 0.0656(15) Uani 1 1 d . . . F2 F 0.3960(4) 0.2431(3) 0.8571(3) 0.0373(8) Uani 1 1 d . . . F3 F 0.2005(3) 0.1671(3) 0.7138(3) 0.0346(8) Uani 1 1 d . . . F4 F 0.1842(4) -0.0325(3) 0.6773(4) 0.0515(12) Uani 1 1 d . . . F5 F 0.2084(4) 0.0994(4) 0.8625(4) 0.0482(10) Uani 1 1 d . . . F6 F 0.3719(4) 0.1139(4) 0.6731(4) 0.0519(11) 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 0.01651(10) 0.01513(10) 0.01253(10) 0.00586(7) 0.00147(7) 0.00653(7) N1 0.019(2) 0.017(2) 0.013(2) 0.0061(17) -0.0004(17) 0.0058(17) N2 0.017(2) 0.016(2) 0.015(2) 0.0076(17) 0.0037(17) 0.0065(17) N3 0.025(2) 0.018(2) 0.016(2) 0.0094(18) 0.0056(18) 0.0101(18) N4 0.019(2) 0.019(2) 0.017(2) 0.0072(18) 0.0019(17) 0.0064(17) C1 0.022(3) 0.018(2) 0.014(2) 0.007(2) 0.002(2) 0.005(2) C2 0.017(2) 0.019(2) 0.014(2) 0.005(2) 0.003(2) 0.006(2) C3 0.016(2) 0.026(3) 0.024(3) 0.014(2) 0.007(2) 0.009(2) C4 0.014(2) 0.036(3) 0.025(3) 0.017(3) 0.003(2) 0.011(2) C5 0.018(3) 0.031(3) 0.016(3) 0.005(2) -0.003(2) -0.002(2) C6 0.022(3) 0.017(2) 0.018(3) 0.005(2) 0.006(2) 0.004(2) C7 0.017(2) 0.020(2) 0.012(2) 0.007(2) 0.0031(19) 0.006(2) C8 0.023(3) 0.013(2) 0.020(3) 0.006(2) 0.003(2) 0.007(2) C9 0.026(3) 0.020(3) 0.026(3) 0.006(2) 0.005(2) 0.013(2) C10 0.049(4) 0.040(4) 0.042(4) 0.018(3) 0.028(3) 0.026(3) C11 0.041(4) 0.019(3) 0.038(4) 0.010(3) 0.010(3) 0.014(3) C12 0.033(3) 0.012(2) 0.017(3) 0.009(2) 0.006(2) 0.011(2) C13 0.025(3) 0.019(3) 0.019(3) 0.007(2) 0.005(2) 0.005(2) C14 0.030(3) 0.028(3) 0.029(3) 0.011(3) 0.014(3) 0.010(2) C15 0.041(3) 0.025(3) 0.026(3) 0.016(3) 0.008(3) 0.008(3) C16 0.015(2) 0.018(2) 0.015(2) 0.008(2) 0.0015(19) 0.0055(19) C17 0.034(3) 0.019(3) 0.019(3) 0.011(2) 0.004(2) 0.009(2) C18 0.033(3) 0.017(3) 0.028(3) 0.006(2) 0.007(3) 0.009(2) C19 0.031(3) 0.018(3) 0.027(3) 0.006(2) 0.002(2) 0.002(2) C20 0.027(3) 0.019(3) 0.018(3) 0.004(2) 0.001(2) 0.003(2) C21 0.015(2) 0.018(2) 0.020(3) 0.008(2) 0.006(2) 0.0072(19) C22 0.020(3) 0.027(3) 0.017(3) 0.012(2) 0.000(2) 0.009(2) C23 0.022(3) 0.023(3) 0.026(3) 0.015(2) 0.008(2) 0.012(2) C24 0.024(3) 0.015(2) 0.024(3) 0.010(2) 0.009(2) 0.011(2) C25 0.019(3) 0.016(2) 0.020(3) 0.003(2) 0.004(2) 0.003(2) C26 0.017(2) 0.018(2) 0.015(2) 0.005(2) 0.0027(19) 0.007(2) P1 0.0278(7) 0.0197(7) 0.0343(8) 0.0156(6) 0.0114(6) 0.0123(6) F1 0.038(2) 0.061(3) 0.138(5) 0.075(3) 0.030(3) 0.030(2) F2 0.040(2) 0.0308(19) 0.0299(19) 0.0068(16) -0.0026(16) 0.0109(16) F3 0.0361(19) 0.0235(17) 0.044(2) 0.0198(16) -0.0001(17) 0.0097(15) F4 0.035(2) 0.0170(17) 0.085(3) 0.0022(19) 0.018(2) 0.0064(15) F5 0.050(2) 0.072(3) 0.052(3) 0.045(2) 0.030(2) 0.033(2) F6 0.050(2) 0.040(2) 0.052(3) 0.0064(19) 0.032(2) 0.0054(19) _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 C16 2.013(5) . ? Au1 C1 2.027(5) . ? N1 C1 1.350(6) . ? N1 C2 1.393(6) . ? N1 C8 1.463(6) . ? N2 C1 1.354(6) . ? N2 C7 1.383(6) . ? N2 C12 1.462(6) . ? N3 C16 1.360(6) . ? N3 N4 1.370(6) . ? N3 C17 1.465(6) . ? N4 C21 1.345(6) . ? N4 C20 1.473(6) . ? C2 C7 1.386(7) . ? C2 C3 1.388(7) . ? C3 C4 1.374(8) . ? C4 C5 1.397(8) . ? C5 C6 1.384(8) . ? C6 C7 1.404(7) . ? C8 C9 1.531(7) . ? C9 C10 1.513(8) . ? C9 C11 1.529(7) . ? C12 C13 1.535(7) . ? C13 C14 1.521(8) . ? C13 C15 1.538(7) . ? C16 C26 1.405(7) . ? C17 C18 1.530(7) . ? C18 C19 1.527(8) . ? C19 C20 1.513(7) . ? C21 C26 1.377(7) . ? C21 C22 1.488(7) . ? C22 C23 1.528(7) . ? C23 C24 1.528(7) . ? C24 C25 1.524(7) . ? C25 C26 1.495(7) . ? P1 F4 1.588(4) . ? P1 F6 1.589(4) . ? P1 F5 1.590(4) . ? P1 F1 1.600(4) . ? P1 F3 1.600(3) . ? P1 F2 1.603(4) . ? 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 C16 Au1 C1 174.85(19) . . ? C1 N1 C2 110.8(4) . . ? C1 N1 C8 123.9(4) . . ? C2 N1 C8 125.4(4) . . ? C1 N2 C7 109.9(4) . . ? C1 N2 C12 124.5(4) . . ? C7 N2 C12 125.4(4) . . ? C16 N3 N4 110.3(4) . . ? C16 N3 C17 128.2(4) . . ? N4 N3 C17 121.1(4) . . ? C21 N4 N3 107.6(4) . . ? C21 N4 C20 127.6(4) . . ? N3 N4 C20 122.5(4) . . ? N1 C1 N2 106.6(4) . . ? N1 C1 Au1 129.9(4) . . ? N2 C1 Au1 123.5(4) . . ? C7 C2 C3 121.9(5) . . ? C7 C2 N1 105.4(4) . . ? C3 C2 N1 132.7(5) . . ? C4 C3 C2 116.9(5) . . ? C3 C4 C5 122.0(5) . . ? C6 C5 C4 121.3(5) . . ? C5 C6 C7 116.8(5) . . ? N2 C7 C2 107.3(4) . . ? N2 C7 C6 131.5(5) . . ? C2 C7 C6 121.1(5) . . ? N1 C8 C9 113.6(4) . . ? C10 C9 C11 110.9(5) . . ? C10 C9 C8 112.1(5) . . ? C11 C9 C8 109.2(5) . . ? N2 C12 C13 112.7(4) . . ? C14 C13 C12 112.8(4) . . ? C14 C13 C15 111.6(5) . . ? C12 C13 C15 106.8(4) . . ? N3 C16 C26 105.5(4) . . ? N3 C16 Au1 125.7(4) . . ? C26 C16 Au1 128.8(4) . . ? N3 C17 C18 111.1(4) . . ? C19 C18 C17 108.7(5) . . ? C20 C19 C18 110.3(5) . . ? N4 C20 C19 111.3(5) . . ? N4 C21 C26 108.7(4) . . ? N4 C21 C22 124.9(5) . . ? C26 C21 C22 126.4(5) . . ? C21 C22 C23 108.7(4) . . ? C24 C23 C22 112.2(4) . . ? C25 C24 C23 111.7(4) . . ? C26 C25 C24 109.9(4) . . ? C21 C26 C16 107.9(4) . . ? C21 C26 C25 122.2(5) . . ? C16 C26 C25 129.9(5) . . ? F4 P1 F6 91.2(2) . . ? F4 P1 F5 90.2(2) . . ? F6 P1 F5 178.6(2) . . ? F4 P1 F1 89.7(2) . . ? F6 P1 F1 90.1(3) . . ? F5 P1 F1 90.0(2) . . ? F4 P1 F3 89.9(2) . . ? F6 P1 F3 89.9(2) . . ? F5 P1 F3 89.9(2) . . ? F1 P1 F3 179.6(3) . . ? F4 P1 F2 179.4(2) . . ? F6 P1 F2 88.6(2) . . ? F5 P1 F2 90.0(2) . . ? F1 P1 F2 89.8(2) . . ? F3 P1 F2 90.60(19) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 2.285 _refine_diff_density_min -2.254 _refine_diff_density_rms 0.184 _database_code_depnum_ccdc_archive 'CCDC 935298' ####################################################################### # # 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_Complex(9) _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H30 Au F6 N4 P' _chemical_formula_weight 716.46 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 9.7407(7) _cell_length_b 12.5859(9) _cell_length_c 12.8314(9) _cell_angle_alpha 60.9630(10) _cell_angle_beta 73.3970(10) _cell_angle_gamma 68.0160(10) _cell_volume 1264.80(16) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9922 _cell_measurement_theta_min 2.27 _cell_measurement_theta_max 28.33 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 'Not Measured' _exptl_crystal_density_diffrn 1.881 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 700 _exptl_absorpt_coefficient_mu 5.944 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.2234 _exptl_absorpt_correction_T_max 0.5879 _exptl_absorpt_process_details 'Sadabs, (Sheldrick 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16767 _diffrn_reflns_av_R_equivalents 0.0255 _diffrn_reflns_av_unetI/netI 0.0288 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.83 _diffrn_reflns_theta_max 27.50 _reflns_number_total 5813 _reflns_number_gt 5632 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0355P)^2^+0.3399P] 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 5813 _refine_ls_number_parameters 325 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0263 _refine_ls_R_factor_gt 0.0244 _refine_ls_wR_factor_ref 0.0703 _refine_ls_wR_factor_gt 0.0622 _refine_ls_goodness_of_fit_ref 1.266 _refine_ls_restrained_S_all 1.266 _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 0.110986(14) 0.100814(11) 0.461035(11) 0.02019(6) Uani 1 1 d . . . N1 N -0.1282(3) 0.3281(3) 0.3211(3) 0.0182(6) Uani 1 1 d . . . N2 N -0.0293(3) 0.1973(3) 0.2382(3) 0.0201(6) Uani 1 1 d . . . N3 N 0.3706(3) -0.1155(3) 0.5822(3) 0.0231(6) Uani 1 1 d . . . N4 N 0.4533(3) -0.1612(3) 0.6740(3) 0.0253(6) Uani 1 1 d . . . C1 C -0.0261(4) 0.2160(3) 0.3329(3) 0.0189(6) Uani 1 1 d . . . C2 C -0.1338(4) 0.2971(3) 0.1660(3) 0.0188(6) Uani 1 1 d . . . C3 C -0.1786(4) 0.3212(4) 0.0612(3) 0.0233(7) Uani 1 1 d . . . H3 H -0.1369 0.2633 0.0256 0.028 Uiso 1 1 calc R . . C4 C -0.2866(4) 0.4335(4) 0.0114(3) 0.0254(8) Uani 1 1 d . . . H4 H -0.3194 0.4536 -0.0607 0.031 Uiso 1 1 calc R . . C5 C -0.3488(4) 0.5182(4) 0.0646(3) 0.0253(8) Uani 1 1 d . . . H5 H -0.4232 0.5943 0.0277 0.030 Uiso 1 1 calc R . . C6 C -0.3054(4) 0.4947(3) 0.1694(3) 0.0219(7) Uani 1 1 d . . . H6 H -0.3475 0.5526 0.2051 0.026 Uiso 1 1 calc R . . C7 C -0.1974(4) 0.3821(3) 0.2190(3) 0.0175(6) Uani 1 1 d . . . C8 C 0.0621(4) 0.0868(3) 0.2164(3) 0.0248(7) Uani 1 1 d . . . H8A H -0.0022 0.0555 0.1969 0.030 Uiso 1 1 calc R . . H8B H 0.1038 0.0190 0.2911 0.030 Uiso 1 1 calc R . . C9 C 0.1874(4) 0.1120(4) 0.1170(3) 0.0271(8) Uani 1 1 d . . . H9 H 0.2543 0.0410 0.1036 0.032 Uiso 1 1 calc R . . C10 C 0.2156(4) 0.2208(4) 0.0462(4) 0.0297(8) Uani 1 1 d . . . H10A H 0.1525 0.2951 0.0554 0.036 Uiso 1 1 calc R . . H10B H 0.2992 0.2255 -0.0145 0.036 Uiso 1 1 calc R . . C11 C -0.1573(4) 0.3864(4) 0.4030(3) 0.0241(7) Uani 1 1 d . . . H11A H -0.1218 0.3200 0.4805 0.029 Uiso 1 1 calc R . . H11B H -0.2665 0.4220 0.4188 0.029 Uiso 1 1 calc R . . C12 C -0.0840(5) 0.4887(4) 0.3558(4) 0.0308(9) Uani 1 1 d . . . H12 H -0.0991 0.5293 0.4059 0.037 Uiso 1 1 calc R . . C13 C -0.0010(5) 0.5283(5) 0.2526(4) 0.0396(10) Uani 1 1 d . . . H13A H 0.0175 0.4909 0.1992 0.048 Uiso 1 1 calc R . . H13B H 0.0408 0.5946 0.2309 0.048 Uiso 1 1 calc R . . C14 C 0.2571(4) -0.0101(3) 0.5825(3) 0.0195(7) Uani 1 1 d . . . C15 C 0.4194(4) -0.1669(4) 0.4917(3) 0.0235(7) Uani 1 1 d . . . H15A H 0.4734 -0.1126 0.4193 0.028 Uiso 1 1 calc R . . H15B H 0.3308 -0.1660 0.4677 0.028 Uiso 1 1 calc R . . C16 C 0.5215(4) -0.3025(4) 0.5414(4) 0.0270(8) Uani 1 1 d . . . H16A H 0.4608 -0.3602 0.6000 0.032 Uiso 1 1 calc R . . H16B H 0.5680 -0.3284 0.4748 0.032 Uiso 1 1 calc R . . C17 C 0.6437(4) -0.3159(4) 0.6026(4) 0.0277(8) Uani 1 1 d . . . H17A H 0.7058 -0.2593 0.5443 0.033 Uiso 1 1 calc R . . H17B H 0.7088 -0.4041 0.6310 0.033 Uiso 1 1 calc R . . C18 C 0.5744(4) -0.2815(4) 0.7095(3) 0.0281(8) Uani 1 1 d . . . H18A H 0.5339 -0.3501 0.7764 0.034 Uiso 1 1 calc R . . H18B H 0.6523 -0.2728 0.7380 0.034 Uiso 1 1 calc R . . C19 C 0.3903(4) -0.0872(3) 0.7337(3) 0.0172(6) Uani 1 1 d . . . C20 C 0.4306(5) -0.1093(4) 0.8459(4) 0.0331(9) Uani 1 1 d . . . H20A H 0.5406 -0.1377 0.8428 0.040 Uiso 1 1 calc R . . H20B H 0.3899 -0.1767 0.9146 0.040 Uiso 1 1 calc R . . C21 C 0.3680(5) 0.0118(4) 0.8632(4) 0.0313(9) Uani 1 1 d . . . H21A H 0.4257 0.0724 0.8055 0.038 Uiso 1 1 calc R . . H21B H 0.3781 -0.0070 0.9455 0.038 Uiso 1 1 calc R . . C22 C 0.2036(5) 0.0715(4) 0.8438(3) 0.0302(8) Uani 1 1 d . . . H22A H 0.1465 0.0098 0.8995 0.036 Uiso 1 1 calc R . . H22B H 0.1627 0.1465 0.8617 0.036 Uiso 1 1 calc R . . C23 C 0.1858(4) 0.1110(4) 0.7149(3) 0.0246(7) Uani 1 1 d . . . H23A H 0.0786 0.1357 0.7075 0.029 Uiso 1 1 calc R . . H23B H 0.2240 0.1854 0.6604 0.029 Uiso 1 1 calc R . . C24 C 0.2691(4) 0.0050(3) 0.6788(3) 0.0159(6) Uani 1 1 d . . . P1 P 0.70143(11) 0.27856(9) 0.75491(9) 0.0246(2) Uani 1 1 d . . . F1 F 0.8363(3) 0.3354(3) 0.6677(2) 0.0393(6) Uani 1 1 d . . . F2 F 0.8128(3) 0.1746(3) 0.8520(2) 0.0435(6) Uani 1 1 d . . . F3 F 0.5676(3) 0.2219(3) 0.8425(2) 0.0414(6) Uani 1 1 d . . . F4 F 0.5909(3) 0.3819(2) 0.6580(2) 0.0383(6) Uani 1 1 d . . . F5 F 0.7412(3) 0.1849(2) 0.6934(2) 0.0382(6) Uani 1 1 d . . . F6 F 0.6630(3) 0.3726(3) 0.8153(2) 0.0454(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 Au1 0.02060(8) 0.01890(8) 0.01587(8) -0.00217(5) -0.00590(5) -0.00476(5) N1 0.0208(14) 0.0197(14) 0.0132(13) -0.0070(11) -0.0023(11) -0.0047(11) N2 0.0202(14) 0.0182(14) 0.0180(14) -0.0062(12) -0.0026(11) -0.0034(11) N3 0.0249(15) 0.0243(15) 0.0188(15) -0.0072(12) -0.0055(12) -0.0062(13) N4 0.0235(15) 0.0259(16) 0.0229(16) -0.0055(13) -0.0068(12) -0.0071(13) C1 0.0187(16) 0.0204(16) 0.0148(15) -0.0035(13) -0.0036(12) -0.0071(13) C2 0.0180(15) 0.0185(16) 0.0160(16) -0.0034(13) -0.0038(12) -0.0054(13) C3 0.0251(18) 0.0268(18) 0.0203(17) -0.0095(15) -0.0025(14) -0.0107(15) C4 0.0267(18) 0.032(2) 0.0173(17) -0.0041(15) -0.0079(14) -0.0127(15) C5 0.0192(16) 0.0243(18) 0.0246(19) -0.0034(15) -0.0077(14) -0.0039(14) C6 0.0208(16) 0.0222(17) 0.0201(17) -0.0068(14) -0.0022(13) -0.0066(14) C7 0.0169(15) 0.0199(16) 0.0154(15) -0.0060(13) -0.0020(12) -0.0068(13) C8 0.0268(18) 0.0174(16) 0.0250(19) -0.0083(14) -0.0014(15) -0.0034(14) C9 0.0254(18) 0.0257(18) 0.0276(19) -0.0150(16) 0.0003(15) -0.0024(15) C10 0.0239(18) 0.030(2) 0.028(2) -0.0102(16) 0.0017(15) -0.0064(15) C11 0.0264(18) 0.0280(18) 0.0188(17) -0.0123(15) -0.0032(14) -0.0051(15) C12 0.035(2) 0.032(2) 0.034(2) -0.0173(18) -0.0121(17) -0.0084(17) C13 0.045(3) 0.044(3) 0.040(3) -0.015(2) -0.007(2) -0.026(2) C14 0.0188(16) 0.0194(16) 0.0199(17) -0.0066(14) -0.0028(13) -0.0072(13) C15 0.0231(17) 0.0284(18) 0.0201(17) -0.0125(15) -0.0023(14) -0.0057(14) C16 0.0285(19) 0.0237(18) 0.029(2) -0.0125(16) 0.0002(15) -0.0089(15) C17 0.0271(19) 0.0213(18) 0.031(2) -0.0068(16) -0.0064(15) -0.0072(15) C18 0.0260(18) 0.0218(18) 0.0242(19) -0.0047(15) -0.0057(15) 0.0006(15) C19 0.0167(15) 0.0194(16) 0.0138(15) -0.0044(13) -0.0045(12) -0.0053(12) C20 0.045(2) 0.033(2) 0.023(2) -0.0098(17) -0.0152(17) -0.0064(18) C21 0.039(2) 0.037(2) 0.024(2) -0.0161(17) -0.0094(16) -0.0090(18) C22 0.036(2) 0.035(2) 0.0226(19) -0.0151(17) -0.0028(16) -0.0092(17) C23 0.0271(18) 0.0240(18) 0.0216(18) -0.0102(15) -0.0032(14) -0.0054(15) C24 0.0194(15) 0.0150(15) 0.0110(14) -0.0031(12) -0.0042(12) -0.0041(12) P1 0.0302(5) 0.0227(5) 0.0200(4) -0.0115(4) -0.0012(4) -0.0048(4) F1 0.0433(14) 0.0512(16) 0.0298(13) -0.0220(12) 0.0091(11) -0.0237(12) F2 0.0363(14) 0.0513(16) 0.0291(13) -0.0103(12) -0.0103(11) -0.0029(12) F3 0.0376(14) 0.0447(15) 0.0339(14) -0.0095(12) 0.0025(11) -0.0186(12) F4 0.0446(14) 0.0268(12) 0.0321(13) -0.0110(10) -0.0113(11) 0.0043(10) F5 0.0516(15) 0.0256(12) 0.0406(14) -0.0212(11) -0.0081(12) -0.0029(11) F6 0.0559(17) 0.0528(16) 0.0429(15) -0.0380(14) 0.0073(12) -0.0169(13) _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 C14 2.018(3) . ? Au1 C1 2.020(3) . ? N1 C1 1.353(4) . ? N1 C7 1.389(4) . ? N1 C11 1.465(4) . ? N2 C1 1.356(4) . ? N2 C2 1.388(4) . ? N2 C8 1.453(4) . ? N3 C14 1.373(5) . ? N3 N4 1.380(4) . ? N3 C15 1.476(4) . ? N4 C19 1.351(5) . ? N4 C18 1.480(5) . ? C2 C3 1.388(5) . ? C2 C7 1.400(5) . ? C3 C4 1.381(5) . ? C3 H3 0.9500 . ? C4 C5 1.399(5) . ? C4 H4 0.9500 . ? C5 C6 1.385(5) . ? C5 H5 0.9500 . ? C6 C7 1.383(5) . ? C6 H6 0.9500 . ? C8 C9 1.492(5) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.306(5) . ? C9 H9 0.9500 . ? C10 H10A 0.9500 . ? C10 H10B 0.9500 . ? C11 C12 1.490(5) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.306(6) . ? C12 H12 0.9500 . ? C13 H13A 0.9500 . ? C13 H13B 0.9500 . ? C14 C24 1.380(5) . ? C15 C16 1.531(5) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 C17 1.522(5) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C18 1.534(5) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 C24 1.375(4) . ? C19 C20 1.469(5) . ? C20 C21 1.517(6) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 C22 1.529(6) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.521(5) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 C24 1.492(5) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? P1 F6 1.592(2) . ? P1 F4 1.595(3) . ? P1 F5 1.596(2) . ? P1 F3 1.597(3) . ? P1 F2 1.603(3) . ? P1 F1 1.605(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 C14 Au1 C1 176.81(12) . . ? C1 N1 C7 111.0(3) . . ? C1 N1 C11 124.2(3) . . ? C7 N1 C11 124.8(3) . . ? C1 N2 C2 110.7(3) . . ? C1 N2 C8 124.8(3) . . ? C2 N2 C8 124.6(3) . . ? C14 N3 N4 109.3(3) . . ? C14 N3 C15 128.6(3) . . ? N4 N3 C15 121.5(3) . . ? C19 N4 N3 107.9(3) . . ? C19 N4 C18 127.0(3) . . ? N3 N4 C18 124.5(3) . . ? N1 C1 N2 106.3(3) . . ? N1 C1 Au1 127.7(3) . . ? N2 C1 Au1 126.0(3) . . ? N2 C2 C3 132.5(3) . . ? N2 C2 C7 106.3(3) . . ? C3 C2 C7 121.3(3) . . ? C4 C3 C2 116.8(3) . . ? C4 C3 H3 121.6 . . ? C2 C3 H3 121.6 . . ? C3 C4 C5 121.5(3) . . ? C3 C4 H4 119.2 . . ? C5 C4 H4 119.2 . . ? C6 C5 C4 122.1(3) . . ? C6 C5 H5 119.0 . . ? C4 C5 H5 119.0 . . ? C7 C6 C5 116.1(3) . . ? C7 C6 H6 121.9 . . ? C5 C6 H6 121.9 . . ? C6 C7 N1 132.0(3) . . ? C6 C7 C2 122.2(3) . . ? N1 C7 C2 105.8(3) . . ? N2 C8 C9 113.6(3) . . ? N2 C8 H8A 108.8 . . ? C9 C8 H8A 108.8 . . ? N2 C8 H8B 108.8 . . ? C9 C8 H8B 108.8 . . ? H8A C8 H8B 107.7 . . ? C10 C9 C8 127.3(3) . . ? C10 C9 H9 116.3 . . ? C8 C9 H9 116.3 . . ? C9 C10 H10A 120.0 . . ? C9 C10 H10B 120.0 . . ? H10A C10 H10B 120.0 . . ? N1 C11 C12 113.5(3) . . ? N1 C11 H11A 108.9 . . ? C12 C11 H11A 108.9 . . ? N1 C11 H11B 108.9 . . ? C12 C11 H11B 108.9 . . ? H11A C11 H11B 107.7 . . ? C13 C12 C11 126.6(4) . . ? C13 C12 H12 116.7 . . ? C11 C12 H12 116.7 . . ? C12 C13 H13A 120.0 . . ? C12 C13 H13B 120.0 . . ? H13A C13 H13B 120.0 . . ? N3 C14 C24 105.7(3) . . ? N3 C14 Au1 125.9(3) . . ? C24 C14 Au1 128.4(3) . . ? N3 C15 C16 111.0(3) . . ? N3 C15 H15A 109.4 . . ? C16 C15 H15A 109.4 . . ? N3 C15 H15B 109.4 . . ? C16 C15 H15B 109.4 . . ? H15A C15 H15B 108.0 . . ? C17 C16 C15 112.4(3) . . ? C17 C16 H16A 109.1 . . ? C15 C16 H16A 109.1 . . ? C17 C16 H16B 109.1 . . ? C15 C16 H16B 109.1 . . ? H16A C16 H16B 107.9 . . ? C16 C17 C18 110.1(3) . . ? C16 C17 H17A 109.6 . . ? C18 C17 H17A 109.6 . . ? C16 C17 H17B 109.6 . . ? C18 C17 H17B 109.6 . . ? H17A C17 H17B 108.1 . . ? N4 C18 C17 110.4(3) . . ? N4 C18 H18A 109.6 . . ? C17 C18 H18A 109.6 . . ? N4 C18 H18B 109.6 . . ? C17 C18 H18B 109.6 . . ? H18A C18 H18B 108.1 . . ? N4 C19 C24 107.8(3) . . ? N4 C19 C20 126.6(3) . . ? C24 C19 C20 125.2(3) . . ? C19 C20 C21 109.7(3) . . ? C19 C20 H20A 109.7 . . ? C21 C20 H20A 109.7 . . ? C19 C20 H20B 109.7 . . ? C21 C20 H20B 109.7 . . ? H20A C20 H20B 108.2 . . ? C20 C21 C22 110.7(3) . . ? C20 C21 H21A 109.5 . . ? C22 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? C22 C21 H21B 109.5 . . ? H21A C21 H21B 108.1 . . ? C23 C22 C21 110.7(3) . . ? C23 C22 H22A 109.5 . . ? C21 C22 H22A 109.5 . . ? C23 C22 H22B 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 108.1 . . ? C24 C23 C22 110.6(3) . . ? C24 C23 H23A 109.5 . . ? C22 C23 H23A 109.5 . . ? C24 C23 H23B 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 108.1 . . ? C19 C24 C14 109.3(3) . . ? C19 C24 C23 120.8(3) . . ? C14 C24 C23 129.3(3) . . ? F6 P1 F4 90.28(15) . . ? F6 P1 F5 179.43(16) . . ? F4 P1 F5 89.69(13) . . ? F6 P1 F3 89.88(15) . . ? F4 P1 F3 90.24(15) . . ? F5 P1 F3 90.69(15) . . ? F6 P1 F2 89.86(16) . . ? F4 P1 F2 179.84(17) . . ? F5 P1 F2 90.17(14) . . ? F3 P1 F2 89.85(15) . . ? F6 P1 F1 89.85(14) . . ? F4 P1 F1 90.05(15) . . ? F5 P1 F1 89.58(14) . . ? F3 P1 F1 179.60(15) . . ? F2 P1 F1 89.86(15) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.227 _refine_diff_density_min -0.647 _refine_diff_density_rms 0.204 _database_code_depnum_ccdc_archive 'CCDC 935299' ####################################################################### # # 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_Complex(10) _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H31 Au F6 N2 P2' _chemical_formula_weight 780.46 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 Orthorhombic _symmetry_space_group_name_H-M Pna2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z+1/2' _cell_length_a 20.319(4) _cell_length_b 13.683(3) _cell_length_c 10.2795(19) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2857.9(9) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 926 _cell_measurement_theta_min 2.82 _cell_measurement_theta_max 23.12 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas 'Not measured' _exptl_crystal_density_diffrn 1.814 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1528 _exptl_absorpt_coefficient_mu 5.321 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.3173 _exptl_absorpt_correction_T_max 0.7407 _exptl_absorpt_process_details 'Sadabs, (Sheldrick 2001)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19616 _diffrn_reflns_av_R_equivalents 0.0533 _diffrn_reflns_av_unetI/netI 0.0749 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.48 _diffrn_reflns_theta_max 27.50 _reflns_number_total 6506 _reflns_number_gt 5344 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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. Details of restraints in thermal parameters of atoms F3 and F6: ISOR 0.005 0.008 F3 F6 ; _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^)+(0.0273P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.002(7) _refine_ls_number_reflns 6506 _refine_ls_number_parameters 361 _refine_ls_number_restraints 13 _refine_ls_R_factor_all 0.0494 _refine_ls_R_factor_gt 0.0373 _refine_ls_wR_factor_ref 0.0816 _refine_ls_wR_factor_gt 0.0764 _refine_ls_goodness_of_fit_ref 0.973 _refine_ls_restrained_S_all 0.985 _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 0.932064(9) 0.724221(15) 0.25360(3) 0.01858(7) Uani 1 1 d . . . P1 P 0.96413(8) 0.81267(13) 0.43109(16) 0.0179(3) Uani 1 1 d . . . P2 P 0.72863(10) 0.89271(15) 0.0312(2) 0.0315(4) Uani 1 1 d . . . F1 F 0.6699(2) 0.9686(4) 0.0047(5) 0.0536(15) Uani 1 1 d . . . F2 F 0.7875(3) 0.8190(4) 0.0552(4) 0.0571(15) Uani 1 1 d . . . F3 F 0.6830(3) 0.8365(5) 0.1294(7) 0.092(2) Uani 1 1 d U . . F4 F 0.7537(2) 0.9604(4) 0.1470(5) 0.0609(16) Uani 1 1 d . . . F5 F 0.7738(3) 0.9504(4) -0.0691(5) 0.0494(15) Uani 1 1 d . . . F6 F 0.7032(3) 0.8269(5) -0.0851(6) 0.0808(19) Uani 1 1 d U . . N1 N 0.8388(2) 0.5980(4) 0.1040(5) 0.0192(12) Uani 1 1 d . . . N2 N 0.8338(3) 0.5318(4) 0.0021(5) 0.0210(12) Uani 1 1 d . . . C1 C 0.8999(3) 0.6380(5) 0.1054(6) 0.0173(13) Uani 1 1 d . . . C2 C 0.9334(3) 0.5969(5) -0.0009(6) 0.0168(13) Uani 1 1 d . . . C3 C 1.0007(3) 0.6173(5) -0.0527(6) 0.0198(14) Uani 1 1 d . . . H3A H 1.0319 0.6261 0.0204 0.024 Uiso 1 1 calc R . . H3B H 1.0001 0.6783 -0.1045 0.024 Uiso 1 1 calc R . . C4 C 1.0227(3) 0.5332(6) -0.1369(7) 0.0294(17) Uani 1 1 d . . . H4A H 1.0637 0.5510 -0.1831 0.035 Uiso 1 1 calc R . . H4B H 1.0319 0.4754 -0.0817 0.035 Uiso 1 1 calc R . . C5 C 0.9700(3) 0.5086(5) -0.2338(9) 0.0258(14) Uani 1 1 d . . . H5A H 0.9875 0.4592 -0.2951 0.031 Uiso 1 1 calc R . . H5B H 0.9595 0.5680 -0.2847 0.031 Uiso 1 1 calc R . . C6 C 0.9067(4) 0.4696(5) -0.1739(6) 0.0257(15) Uani 1 1 d . . . H6A H 0.8705 0.4718 -0.2383 0.031 Uiso 1 1 calc R . . H6B H 0.9128 0.4011 -0.1455 0.031 Uiso 1 1 calc R . . C7 C 0.8911(3) 0.5324(4) -0.0614(6) 0.0138(12) Uani 1 1 d . . . C8 C 0.7719(3) 0.4863(6) -0.0395(7) 0.0264(16) Uani 1 1 d . . . H8A H 0.7807 0.4199 -0.0737 0.032 Uiso 1 1 calc R . . H8B H 0.7517 0.5255 -0.1099 0.032 Uiso 1 1 calc R . . C9 C 0.7249(4) 0.4798(7) 0.0745(9) 0.032(2) Uani 1 1 d . . . H9A H 0.7408 0.4298 0.1366 0.038 Uiso 1 1 calc R . . H9B H 0.6809 0.4594 0.0431 0.038 Uiso 1 1 calc R . . C10 C 0.7192(3) 0.5802(6) 0.1448(8) 0.0314(18) Uani 1 1 d . . . H10A H 0.7057 0.6312 0.0820 0.038 Uiso 1 1 calc R . . H10B H 0.6854 0.5764 0.2140 0.038 Uiso 1 1 calc R . . C11 C 0.7856(3) 0.6069(6) 0.2042(6) 0.0264(16) Uani 1 1 d . . . H11A H 0.7841 0.6748 0.2376 0.032 Uiso 1 1 calc R . . H11B H 0.7952 0.5628 0.2782 0.032 Uiso 1 1 calc R . . C1A C 0.9136(3) 0.7808(5) 0.5723(6) 0.0166(13) Uani 1 1 d . . . C2A C 0.8703(3) 0.7030(4) 0.5639(6) 0.0173(14) Uani 1 1 d . . . H2A H 0.8665 0.6669 0.4853 0.021 Uiso 1 1 calc R . . C3A C 0.8326(3) 0.6782(5) 0.6708(7) 0.0228(14) Uani 1 1 d . . . H3A1 H 0.8024 0.6253 0.6647 0.027 Uiso 1 1 calc R . . C4A C 0.8380(3) 0.7291(5) 0.7863(6) 0.0210(16) Uani 1 1 d . . . H4A1 H 0.8114 0.7114 0.8586 0.025 Uiso 1 1 calc R . . C5A C 0.8820(3) 0.8061(5) 0.7968(6) 0.0239(16) Uani 1 1 d . . . H5A1 H 0.8859 0.8408 0.8765 0.029 Uiso 1 1 calc R . . C6A C 0.9205(3) 0.8325(5) 0.6910(7) 0.0224(15) Uani 1 1 d . . . H6A1 H 0.9511 0.8847 0.6980 0.027 Uiso 1 1 calc R . . C1B C 0.9531(3) 0.9424(5) 0.4099(6) 0.0188(14) Uani 1 1 d . . . C2B C 0.9062(3) 0.9746(5) 0.3210(6) 0.0216(15) Uani 1 1 d . . . H2B H 0.8850 0.9290 0.2653 0.026 Uiso 1 1 calc R . . C3B C 0.8905(3) 1.0724(6) 0.3134(7) 0.0298(17) Uani 1 1 d . . . H3B1 H 0.8595 1.0934 0.2499 0.036 Uiso 1 1 calc R . . C4B C 0.9181(3) 1.1398(6) 0.3947(7) 0.0310(18) Uani 1 1 d . . . H4B1 H 0.9050 1.2064 0.3907 0.037 Uiso 1 1 calc R . . C5B C 0.9653(3) 1.1098(6) 0.4827(7) 0.0299(17) Uani 1 1 d . . . H5B1 H 0.9865 1.1560 0.5376 0.036 Uiso 1 1 calc R . . C6B C 0.9813(4) 1.0121(6) 0.4898(7) 0.0307(18) Uani 1 1 d . . . H6B1 H 1.0129 0.9917 0.5522 0.037 Uiso 1 1 calc R . . C1C C 1.0478(3) 0.7926(5) 0.4845(7) 0.0219(15) Uani 1 1 d . . . C2C C 1.1004(4) 0.8451(6) 0.4336(8) 0.0360(19) Uani 1 1 d . . . H2C H 1.0921 0.8961 0.3731 0.043 Uiso 1 1 calc R . . C3C C 1.1647(4) 0.8244(7) 0.4696(9) 0.041(2) Uani 1 1 d . . . H3C H 1.2002 0.8597 0.4319 0.049 Uiso 1 1 calc R . . C4C C 1.1766(3) 0.7542(5) 0.5580(9) 0.0332(19) Uani 1 1 d . . . H4C H 1.2208 0.7400 0.5816 0.040 Uiso 1 1 calc R . . C5C C 1.1259(3) 0.7020(5) 0.6156(8) 0.0311(18) Uani 1 1 d . . . H5C H 1.1348 0.6535 0.6794 0.037 Uiso 1 1 calc R . . C6C C 1.0616(3) 0.7224(5) 0.5773(8) 0.0246(15) Uani 1 1 d . . . H6C H 1.0263 0.6873 0.6160 0.030 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Au1 0.02109(11) 0.01982(11) 0.01483(10) -0.00213(18) -0.00046(19) -0.00150(9) P1 0.0175(8) 0.0190(9) 0.0172(8) -0.0009(7) 0.0011(7) -0.0013(7) P2 0.0361(11) 0.0285(11) 0.0298(10) -0.0041(9) 0.0116(9) 0.0055(9) F1 0.039(3) 0.067(4) 0.055(3) -0.028(3) -0.009(2) 0.025(3) F2 0.086(4) 0.053(3) 0.033(3) 0.010(2) 0.021(3) 0.043(3) F3 0.107(4) 0.054(4) 0.114(5) 0.005(3) 0.076(4) 0.005(3) F4 0.069(3) 0.074(4) 0.040(3) -0.027(3) -0.022(3) 0.044(3) F5 0.062(3) 0.045(3) 0.041(3) 0.006(3) 0.021(3) 0.010(3) F6 0.066(3) 0.086(4) 0.091(4) -0.055(4) 0.006(3) -0.009(3) N1 0.023(3) 0.018(3) 0.016(3) -0.003(2) -0.003(2) 0.000(2) N2 0.019(3) 0.026(3) 0.018(3) 0.004(3) -0.001(2) -0.005(3) C1 0.026(3) 0.014(3) 0.012(3) 0.003(2) 0.000(3) -0.005(3) C2 0.016(3) 0.014(3) 0.020(3) 0.004(3) 0.002(3) 0.006(3) C3 0.019(3) 0.021(3) 0.020(3) 0.000(3) -0.003(3) -0.001(3) C4 0.030(4) 0.039(5) 0.020(4) -0.004(3) 0.000(3) 0.005(3) C5 0.031(3) 0.034(3) 0.012(3) -0.008(4) 0.003(4) 0.011(3) C6 0.035(4) 0.024(4) 0.018(4) -0.005(3) -0.002(3) 0.002(3) C7 0.018(3) 0.012(3) 0.011(3) -0.001(2) -0.003(2) -0.003(2) C8 0.024(4) 0.028(4) 0.027(4) 0.005(3) -0.003(3) -0.009(3) C9 0.013(4) 0.044(6) 0.039(5) 0.004(4) -0.006(3) -0.017(3) C10 0.013(3) 0.039(5) 0.042(5) -0.005(4) 0.006(3) -0.006(3) C11 0.022(4) 0.038(5) 0.019(3) 0.002(3) 0.005(3) -0.008(3) C1A 0.017(3) 0.017(3) 0.016(3) -0.001(3) -0.002(2) 0.009(3) C2A 0.016(3) 0.018(4) 0.017(3) 0.001(2) 0.004(3) 0.002(2) C3A 0.022(3) 0.023(4) 0.024(4) 0.000(3) 0.002(3) 0.002(3) C4A 0.023(3) 0.026(4) 0.014(4) 0.007(3) 0.007(2) 0.006(3) C5A 0.030(4) 0.024(4) 0.018(3) -0.002(3) 0.000(3) 0.005(3) C6A 0.025(4) 0.017(4) 0.026(4) -0.002(3) 0.000(3) 0.003(3) C1B 0.018(3) 0.017(3) 0.022(3) 0.002(3) 0.008(3) 0.004(3) C2B 0.023(3) 0.028(4) 0.014(3) 0.004(3) 0.001(3) 0.003(3) C3B 0.024(4) 0.033(4) 0.032(4) 0.008(3) 0.004(3) 0.002(3) C4B 0.037(4) 0.023(4) 0.033(4) 0.008(3) 0.010(3) -0.002(3) C5B 0.032(4) 0.028(4) 0.030(4) 0.000(3) -0.001(3) -0.005(3) C6B 0.040(5) 0.028(4) 0.025(4) -0.001(3) 0.000(4) -0.008(4) C1C 0.020(3) 0.025(4) 0.021(3) -0.004(3) -0.004(3) 0.004(3) C2C 0.032(4) 0.047(5) 0.029(4) 0.016(4) 0.006(3) -0.003(4) C3C 0.018(4) 0.044(5) 0.060(6) 0.015(4) 0.005(4) -0.002(4) C4C 0.017(4) 0.038(5) 0.045(5) -0.006(4) -0.006(3) -0.001(3) C5C 0.025(4) 0.024(4) 0.045(5) -0.006(3) -0.008(3) 0.010(3) C6C 0.018(3) 0.021(4) 0.035(4) -0.001(3) 0.003(3) 0.000(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Au1 C1 2.035(6) . ? Au1 P1 2.2843(17) . ? P1 C1B 1.803(7) . ? P1 C1C 1.808(7) . ? P1 C1A 1.831(7) . ? P2 F3 1.572(6) . ? P2 F6 1.583(6) . ? P2 F2 1.583(5) . ? P2 F5 1.590(6) . ? P2 F4 1.591(5) . ? P2 F1 1.605(5) . ? N1 C1 1.356(8) . ? N1 N2 1.389(7) . ? N1 C11 1.499(8) . ? N2 C7 1.334(8) . ? N2 C8 1.468(8) . ? C1 C2 1.406(9) . ? C2 C7 1.382(8) . ? C2 C3 1.493(8) . ? C3 C4 1.508(10) . ? C4 C5 1.501(10) . ? C5 C6 1.522(10) . ? C6 C7 1.475(9) . ? C8 C9 1.513(10) . ? C9 C10 1.557(12) . ? C10 C11 1.525(9) . ? C1A C2A 1.384(9) . ? C1A C6A 1.417(9) . ? C2A C3A 1.382(9) . ? C3A C4A 1.381(9) . ? C4A C5A 1.387(10) . ? C5A C6A 1.387(9) . ? C1B C6B 1.383(10) . ? C1B C2B 1.391(9) . ? C2B C3B 1.378(10) . ? C3B C4B 1.365(11) . ? C4B C5B 1.381(10) . ? C5B C6B 1.378(10) . ? C1C C6C 1.382(10) . ? C1C C2C 1.389(10) . ? C2C C3C 1.388(10) . ? C3C C4C 1.345(12) . ? C4C C5C 1.385(11) . ? C5C C6C 1.394(9) . ? 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 175.43(17) . . ? C1B P1 C1C 107.7(3) . . ? C1B P1 C1A 105.1(3) . . ? C1C P1 C1A 104.5(3) . . ? C1B P1 Au1 112.9(2) . . ? C1C P1 Au1 115.5(2) . . ? C1A P1 Au1 110.3(2) . . ? F3 P2 F6 90.8(4) . . ? F3 P2 F2 91.9(3) . . ? F6 P2 F2 90.1(3) . . ? F3 P2 F5 179.1(4) . . ? F6 P2 F5 88.9(4) . . ? F2 P2 F5 88.9(3) . . ? F3 P2 F4 89.6(4) . . ? F6 P2 F4 179.1(4) . . ? F2 P2 F4 90.7(3) . . ? F5 P2 F4 90.7(3) . . ? F3 P2 F1 89.3(3) . . ? F6 P2 F1 89.8(3) . . ? F2 P2 F1 178.8(3) . . ? F5 P2 F1 89.9(3) . . ? F4 P2 F1 89.3(3) . . ? C1 N1 N2 109.8(5) . . ? C1 N1 C11 128.4(5) . . ? N2 N1 C11 121.2(5) . . ? C7 N2 N1 107.5(5) . . ? C7 N2 C8 127.4(6) . . ? N1 N2 C8 124.0(5) . . ? N1 C1 C2 105.9(5) . . ? N1 C1 Au1 122.4(4) . . ? C2 C1 Au1 131.1(5) . . ? C7 C2 C1 107.7(5) . . ? C7 C2 C3 122.0(6) . . ? C1 C2 C3 130.3(6) . . ? C2 C3 C4 109.5(6) . . ? C5 C4 C3 109.9(6) . . ? C4 C5 C6 114.4(7) . . ? C7 C6 C5 107.2(6) . . ? N2 C7 C2 109.1(5) . . ? N2 C7 C6 124.7(6) . . ? C2 C7 C6 126.2(6) . . ? N2 C8 C9 109.9(6) . . ? C8 C9 C10 110.8(6) . . ? C11 C10 C9 109.4(6) . . ? N1 C11 C10 110.1(6) . . ? C2A C1A C6A 120.0(6) . . ? C2A C1A P1 119.3(5) . . ? C6A C1A P1 120.6(5) . . ? C3A C2A C1A 119.4(6) . . ? C4A C3A C2A 121.0(6) . . ? C3A C4A C5A 120.1(6) . . ? C6A C5A C4A 120.0(6) . . ? C5A C6A C1A 119.3(6) . . ? C6B C1B C2B 117.1(6) . . ? C6B C1B P1 123.7(5) . . ? C2B C1B P1 118.4(5) . . ? C3B C2B C1B 120.3(7) . . ? C4B C3B C2B 121.7(7) . . ? C3B C4B C5B 119.1(7) . . ? C6B C5B C4B 119.1(7) . . ? C5B C6B C1B 122.7(7) . . ? C6C C1C C2C 117.7(6) . . ? C6C C1C P1 120.3(5) . . ? C2C C1C P1 122.0(6) . . ? C3C C2C C1C 121.2(7) . . ? C4C C3C C2C 119.6(7) . . ? C3C C4C C5C 121.6(7) . . ? C4C C5C C6C 118.2(7) . . ? C1C C6C C5C 121.6(7) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 2.555 _refine_diff_density_min -0.638 _refine_diff_density_rms 0.139 _database_code_depnum_ccdc_archive 'CCDC 935300' ####################################################################### # # 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_Complex(11) _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H31 Au F6 N2 O3 P2' _chemical_formula_weight 828.46 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' 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 Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 10.5523(6) _cell_length_b 14.9858(8) _cell_length_c 19.0095(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3006.1(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 3078 _cell_measurement_theta_min 2.21 _cell_measurement_theta_max 21.77 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas 'Not measured' _exptl_crystal_density_diffrn 1.831 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1624 _exptl_absorpt_coefficient_mu 5.072 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.4793 _exptl_absorpt_correction_T_max 0.6871 _exptl_absorpt_process_details 'Sadabs, (Sheldrick 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20768 _diffrn_reflns_av_R_equivalents 0.0663 _diffrn_reflns_av_unetI/netI 0.0827 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.14 _diffrn_reflns_theta_max 27.50 _reflns_number_total 6905 _reflns_number_gt 6248 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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. Restraints in bond lengths and thermal parameters have been applied to the phenyl ring C18 > C23. Details of the restraints : EADP C20 C21 C22 FLAT C18 > C23 SADI 0.005 C18 C19 C19 C20 C20 C21 C21 C22 C22 C23 C23 C18 ; _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^)+(0.0141P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.011(8) _refine_ls_number_reflns 6905 _refine_ls_number_parameters 376 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.0514 _refine_ls_R_factor_gt 0.0452 _refine_ls_wR_factor_ref 0.0869 _refine_ls_wR_factor_gt 0.0847 _refine_ls_goodness_of_fit_ref 1.004 _refine_ls_restrained_S_all 1.004 _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 0.98988(2) 0.230311(16) 0.256634(12) 0.02084(7) Uani 1 1 d . . . P1 P 1.16558(17) 0.30769(13) 0.28281(10) 0.0244(4) Uani 1 1 d . . . P2 P 0.2238(2) 0.11652(15) 0.06858(11) 0.0299(5) Uani 1 1 d . . . F1 F 0.1711(5) 0.2102(4) 0.0916(3) 0.0711(18) Uani 1 1 d . . . F2 F 0.2794(6) 0.0222(3) 0.0473(3) 0.071(2) Uani 1 1 d . . . F3 F 0.1610(6) 0.1270(5) -0.0044(3) 0.096(3) Uani 1 1 d . . . F4 F 0.0984(4) 0.0700(3) 0.0987(3) 0.0496(13) Uani 1 1 d . . . F5 F 0.2913(5) 0.1057(4) 0.1428(3) 0.0654(17) Uani 1 1 d . . . F6 F 0.3490(5) 0.1636(3) 0.0398(3) 0.0490(13) Uani 1 1 d . . . O1 O 1.1878(4) 0.3964(3) 0.2391(3) 0.0327(12) Uani 1 1 d . . . O2 O 1.2945(4) 0.2562(3) 0.2751(3) 0.0343(13) Uani 1 1 d . . . O3 O 1.1669(5) 0.3458(3) 0.3612(3) 0.0328(13) Uani 1 1 d . . . N1 N 0.7827(5) 0.1468(4) 0.1701(3) 0.0217(13) Uani 1 1 d . . . N2 N 0.6671(5) 0.1066(4) 0.1738(3) 0.0209(13) Uani 1 1 d . . . C1 C 0.8257(6) 0.1650(4) 0.2354(3) 0.0181(14) Uani 1 1 d . . . C2 C 0.7354(6) 0.1322(4) 0.2813(4) 0.0200(15) Uani 1 1 d . . . C3 C 0.7341(7) 0.1293(5) 0.3602(4) 0.0278(17) Uani 1 1 d . . . H3A H 0.7103 0.1886 0.3790 0.033 Uiso 1 1 calc R . . H3B H 0.8199 0.1145 0.3778 0.033 Uiso 1 1 calc R . . C4 C 0.6399(7) 0.0596(6) 0.3859(4) 0.0311(19) Uani 1 1 d . . . H4A H 0.6759 -0.0007 0.3781 0.037 Uiso 1 1 calc R . . H4B H 0.6267 0.0672 0.4371 0.037 Uiso 1 1 calc R . . C5 C 0.5137(7) 0.0661(5) 0.3488(3) 0.0303(16) Uani 1 1 d . . . H5A H 0.4779 0.1264 0.3564 0.036 Uiso 1 1 calc R . . H5B H 0.4544 0.0222 0.3696 0.036 Uiso 1 1 calc R . . C6 C 0.5249(6) 0.0489(4) 0.2706(3) 0.0258(15) Uani 1 1 d . . . H6A H 0.5325 -0.0161 0.2620 0.031 Uiso 1 1 calc R . . H6B H 0.4478 0.0706 0.2464 0.031 Uiso 1 1 calc R . . C7 C 0.6385(6) 0.0957(4) 0.2423(4) 0.0218(14) Uani 1 1 d . . . C8 C 0.6129(8) 0.0562(5) 0.1146(4) 0.0313(19) Uani 1 1 d . . . H8A H 0.5193 0.0573 0.1175 0.038 Uiso 1 1 calc R . . H8B H 0.6410 -0.0067 0.1171 0.038 Uiso 1 1 calc R . . C9 C 0.6559(8) 0.0976(6) 0.0447(4) 0.045(2) Uani 1 1 d . . . H9A H 0.6354 0.0562 0.0058 0.054 Uiso 1 1 calc R . . H9B H 0.6086 0.1538 0.0366 0.054 Uiso 1 1 calc R . . C10 C 0.7960(8) 0.1171(6) 0.0438(4) 0.039(2) Uani 1 1 d . . . H10A H 0.8195 0.1442 -0.0018 0.047 Uiso 1 1 calc R . . H10B H 0.8438 0.0606 0.0490 0.047 Uiso 1 1 calc R . . C11 C 0.8314(7) 0.1798(5) 0.1029(3) 0.0274(18) Uani 1 1 d . . . H11A H 0.9248 0.1853 0.1055 0.033 Uiso 1 1 calc R . . H11B H 0.7959 0.2398 0.0933 0.033 Uiso 1 1 calc R . . C12 C 1.0754(6) 0.4342(4) 0.2073(4) 0.0218(15) Uani 1 1 d . . . C13 C 1.0488(7) 0.4133(5) 0.1390(4) 0.0304(18) Uani 1 1 d . . . H13 H 1.1026 0.3750 0.1126 0.036 Uiso 1 1 calc R . . C14 C 0.9415(8) 0.4498(6) 0.1097(4) 0.039(2) Uani 1 1 d . . . H14 H 0.9214 0.4369 0.0621 0.047 Uiso 1 1 calc R . . C15 C 0.8628(8) 0.5044(5) 0.1481(5) 0.0332(19) Uani 1 1 d . . . H15 H 0.7891 0.5292 0.1270 0.040 Uiso 1 1 calc R . . C16 C 0.8913(8) 0.5230(5) 0.2167(5) 0.033(2) Uani 1 1 d . . . H16 H 0.8362 0.5596 0.2437 0.040 Uiso 1 1 calc R . . C17 C 1.0005(7) 0.4884(4) 0.2472(4) 0.0278(13) Uani 1 1 d . . . H17 H 1.0225 0.5022 0.2944 0.033 Uiso 1 1 calc R . . C18 C 1.4146(5) 0.2930(4) 0.2591(3) 0.0218(14) Uani 1 1 d D . . C19 C 1.4934(5) 0.3190(4) 0.3127(3) 0.0293(15) Uani 1 1 d D . . H19 H 1.4646 0.3174 0.3600 0.035 Uiso 1 1 calc R . . C20 C 1.6138(6) 0.3470(5) 0.2975(5) 0.0487(16) Uani 1 1 d D . . H20 H 1.6700 0.3644 0.3341 0.058 Uiso 1 1 calc R . . C21 C 1.6520(7) 0.3497(5) 0.2287(4) 0.0487(16) Uani 1 1 d D . . H21 H 1.7358 0.3683 0.2180 0.058 Uiso 1 1 calc R . . C22 C 1.5725(6) 0.3261(5) 0.1748(5) 0.0487(16) Uani 1 1 d D . . H22 H 1.6002 0.3301 0.1273 0.058 Uiso 1 1 calc R . . C23 C 1.4521(6) 0.2967(5) 0.1902(3) 0.036(2) Uani 1 1 d D . . H23 H 1.3959 0.2792 0.1536 0.043 Uiso 1 1 calc R . . C24 C 1.0788(7) 0.3094(5) 0.4100(4) 0.0258(16) Uani 1 1 d . . . C25 C 0.9825(8) 0.3609(5) 0.4337(3) 0.0355(18) Uani 1 1 d . . . H25 H 0.9748 0.4210 0.4184 0.043 Uiso 1 1 calc R . . C26 C 0.8958(8) 0.3257(6) 0.4801(4) 0.042(2) Uani 1 1 d . . . H26 H 0.8274 0.3614 0.4964 0.051 Uiso 1 1 calc R . . C27 C 0.9079(8) 0.2393(6) 0.5029(4) 0.044(2) Uani 1 1 d . . . H27 H 0.8476 0.2148 0.5346 0.053 Uiso 1 1 calc R . . C28 C 1.0092(9) 0.1875(5) 0.4792(4) 0.0403(19) Uani 1 1 d . . . H28 H 1.0186 0.1279 0.4955 0.048 Uiso 1 1 calc R . . C29 C 1.0969(7) 0.2227(6) 0.4318(4) 0.0315(17) Uani 1 1 d . . . H29 H 1.1663 0.1882 0.4152 0.038 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Au1 0.01460(11) 0.02161(12) 0.02630(13) -0.00041(10) 0.00136(11) -0.00352(10) P1 0.0154(9) 0.0242(10) 0.0335(10) 0.0039(8) 0.0009(7) -0.0044(8) P2 0.0303(11) 0.0286(12) 0.0308(12) 0.0051(9) 0.0014(9) -0.0029(9) F1 0.049(3) 0.039(4) 0.125(5) 0.004(3) 0.029(3) 0.008(3) F2 0.081(5) 0.036(3) 0.097(5) -0.007(3) 0.039(4) -0.007(3) F3 0.083(5) 0.159(7) 0.047(4) 0.033(4) -0.035(3) -0.040(5) F4 0.033(3) 0.050(3) 0.066(3) 0.010(3) 0.009(2) -0.012(2) F5 0.057(4) 0.101(5) 0.039(3) 0.015(3) -0.007(3) -0.003(3) F6 0.043(3) 0.045(3) 0.059(3) -0.001(3) 0.018(2) -0.011(2) O1 0.017(2) 0.033(3) 0.047(3) 0.003(3) -0.001(3) -0.005(2) O2 0.018(2) 0.024(3) 0.061(3) 0.010(2) 0.006(2) -0.007(2) O3 0.030(3) 0.029(3) 0.039(3) -0.002(2) -0.002(2) -0.013(2) N1 0.018(3) 0.016(3) 0.032(4) -0.001(2) 0.005(3) -0.001(3) N2 0.021(3) 0.017(3) 0.024(3) 0.000(2) -0.003(2) -0.004(3) C1 0.018(3) 0.010(3) 0.026(4) -0.001(3) -0.007(3) 0.001(2) C2 0.019(3) 0.009(3) 0.032(4) -0.003(3) -0.001(3) 0.000(3) C3 0.021(4) 0.032(5) 0.030(4) 0.001(3) -0.008(3) -0.005(3) C4 0.026(4) 0.037(5) 0.030(4) 0.003(3) -0.001(3) -0.001(4) C5 0.029(4) 0.024(4) 0.038(4) 0.003(3) 0.004(4) -0.004(4) C6 0.021(4) 0.025(3) 0.031(4) 0.001(3) -0.001(3) -0.004(3) C7 0.022(3) 0.016(3) 0.028(4) 0.005(3) -0.004(3) 0.001(2) C8 0.030(5) 0.027(5) 0.037(5) -0.006(3) -0.008(3) -0.002(4) C9 0.038(5) 0.066(7) 0.031(5) -0.005(4) -0.012(4) -0.002(5) C10 0.042(5) 0.050(6) 0.025(5) -0.001(4) 0.001(4) 0.004(4) C11 0.022(4) 0.038(5) 0.022(4) 0.008(3) 0.008(3) -0.001(3) C12 0.014(3) 0.017(4) 0.034(4) 0.009(3) 0.001(3) -0.003(3) C13 0.038(5) 0.026(4) 0.027(4) 0.001(3) 0.006(3) -0.001(3) C14 0.038(5) 0.053(6) 0.026(4) 0.006(4) -0.008(4) -0.019(4) C15 0.019(4) 0.029(5) 0.052(6) 0.014(4) -0.004(4) -0.008(3) C16 0.027(4) 0.017(4) 0.055(6) 0.006(3) 0.012(4) -0.002(3) C17 0.026(3) 0.025(3) 0.033(3) -0.001(3) 0.002(4) -0.010(3) C18 0.015(3) 0.020(3) 0.030(4) 0.005(3) 0.002(3) -0.003(2) C19 0.025(4) 0.027(4) 0.036(4) 0.010(3) -0.001(4) 0.003(4) C20 0.026(3) 0.020(2) 0.100(5) 0.016(3) 0.011(3) 0.004(2) C21 0.026(3) 0.020(2) 0.100(5) 0.016(3) 0.011(3) 0.004(2) C22 0.026(3) 0.020(2) 0.100(5) 0.016(3) 0.011(3) 0.004(2) C23 0.049(6) 0.015(4) 0.044(5) -0.001(3) -0.005(4) 0.002(3) C24 0.026(4) 0.029(4) 0.023(4) -0.008(3) -0.005(3) -0.003(3) C25 0.044(5) 0.035(4) 0.027(4) 0.001(3) -0.007(4) 0.004(4) C26 0.041(5) 0.046(6) 0.040(5) 0.001(4) 0.005(4) 0.015(4) C27 0.044(5) 0.061(6) 0.027(4) 0.008(4) 0.004(3) -0.020(5) C28 0.047(5) 0.039(5) 0.034(4) 0.006(3) -0.013(5) -0.006(5) C29 0.026(4) 0.036(5) 0.033(4) -0.003(4) -0.005(3) 0.006(4) _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 2.030(6) . ? Au1 P1 2.2426(18) . ? P1 O2 1.571(5) . ? P1 O1 1.586(5) . ? P1 O3 1.596(5) . ? P2 F3 1.546(5) . ? P2 F1 1.573(6) . ? P2 F2 1.583(6) . ? P2 F5 1.589(5) . ? P2 F6 1.595(5) . ? P2 F4 1.601(5) . ? O1 C12 1.446(8) . ? O2 C18 1.415(7) . ? O3 C24 1.422(8) . ? N1 C1 1.349(8) . ? N1 N2 1.362(8) . ? N1 C11 1.463(8) . ? N2 C7 1.347(8) . ? N2 C8 1.471(9) . ? C1 C2 1.382(9) . ? C2 C7 1.376(9) . ? C2 C3 1.502(9) . ? C3 C4 1.522(10) . ? C4 C5 1.510(10) . ? C5 C6 1.513(9) . ? C6 C7 1.490(9) . ? C8 C9 1.536(11) . ? C9 C10 1.507(11) . ? C10 C11 1.511(10) . ? C12 C17 1.363(10) . ? C12 C13 1.365(10) . ? C13 C14 1.375(11) . ? C14 C15 1.376(11) . ? C15 C16 1.368(12) . ? C16 C17 1.390(10) . ? C18 C23 1.371(4) . ? C18 C19 1.371(4) . ? C19 C20 1.370(4) . ? C20 C21 1.370(4) . ? C21 C22 1.370(4) . ? C22 C23 1.376(4) . ? C24 C25 1.354(10) . ? C24 C29 1.377(10) . ? C25 C26 1.376(11) . ? C26 C27 1.372(12) . ? C27 C28 1.397(12) . ? C28 C29 1.396(10) . ? 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 177.17(18) . . ? O2 P1 O1 103.6(2) . . ? O2 P1 O3 104.8(3) . . ? O1 P1 O3 100.9(3) . . ? O2 P1 Au1 116.20(19) . . ? O1 P1 Au1 116.07(19) . . ? O3 P1 Au1 113.56(19) . . ? F3 P2 F1 90.5(4) . . ? F3 P2 F2 91.2(4) . . ? F1 P2 F2 178.3(4) . . ? F3 P2 F5 178.7(4) . . ? F1 P2 F5 90.1(4) . . ? F2 P2 F5 88.2(4) . . ? F3 P2 F6 90.1(3) . . ? F1 P2 F6 89.6(3) . . ? F2 P2 F6 90.0(3) . . ? F5 P2 F6 88.8(3) . . ? F3 P2 F4 90.7(3) . . ? F1 P2 F4 89.8(3) . . ? F2 P2 F4 90.5(3) . . ? F5 P2 F4 90.5(3) . . ? F6 P2 F4 179.1(3) . . ? C12 O1 P1 115.2(4) . . ? C18 O2 P1 127.2(4) . . ? C24 O3 P1 117.7(4) . . ? C1 N1 N2 110.1(5) . . ? C1 N1 C11 128.1(6) . . ? N2 N1 C11 120.6(6) . . ? C7 N2 N1 107.8(5) . . ? C7 N2 C8 126.1(6) . . ? N1 N2 C8 122.4(6) . . ? N1 C1 C2 106.1(6) . . ? N1 C1 Au1 124.6(5) . . ? C2 C1 Au1 129.4(5) . . ? C7 C2 C1 108.3(6) . . ? C7 C2 C3 121.3(6) . . ? C1 C2 C3 130.3(6) . . ? C2 C3 C4 110.3(6) . . ? C5 C4 C3 112.5(6) . . ? C4 C5 C6 112.2(6) . . ? C7 C6 C5 109.7(6) . . ? N2 C7 C2 107.8(6) . . ? N2 C7 C6 126.0(6) . . ? C2 C7 C6 126.2(6) . . ? N2 C8 C9 109.9(6) . . ? C10 C9 C8 112.1(7) . . ? C9 C10 C11 110.8(7) . . ? N1 C11 C10 110.5(6) . . ? C17 C12 C13 123.1(7) . . ? C17 C12 O1 118.5(6) . . ? C13 C12 O1 118.4(6) . . ? C12 C13 C14 117.6(7) . . ? C13 C14 C15 121.3(8) . . ? C16 C15 C14 119.6(8) . . ? C15 C16 C17 120.3(8) . . ? C12 C17 C16 118.1(7) . . ? C23 C18 C19 121.6(6) . . ? C23 C18 O2 118.6(5) . . ? C19 C18 O2 119.6(5) . . ? C20 C19 C18 119.6(6) . . ? C19 C20 C21 118.9(8) . . ? C20 C21 C22 121.8(8) . . ? C21 C22 C23 119.3(8) . . ? C18 C23 C22 118.9(7) . . ? C25 C24 C29 122.8(7) . . ? C25 C24 O3 119.3(7) . . ? C29 C24 O3 117.9(7) . . ? C24 C25 C26 119.7(8) . . ? C27 C26 C25 120.1(8) . . ? C26 C27 C28 119.7(8) . . ? C29 C28 C27 120.4(8) . . ? C24 C29 C28 117.3(7) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 2.037 _refine_diff_density_min -1.176 _refine_diff_density_rms 0.158 _database_code_depnum_ccdc_archive 'CCDC 935301'