data_201505106 _audit_creation_date 2015-05-14 _audit_creation_method ; Olex2 1.2 (compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998) ; _publ_contact_author_address ? _publ_contact_author_email ? _publ_contact_author_name '' _publ_contact_author_phone ? _publ_section_references ; Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H. (2009), J. Appl. Cryst. 42, 339-341. Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122. ; _chemical_name_common ? _chemical_name_systematic ? _chemical_formula_moiety 'C36 H32 Au2 N2 P2, 2(C F3 O3 S), 2(C H Cl3)' _chemical_formula_sum 'C40 H34 Au2 Cl6 F6 N2 O6 P2 S2' _chemical_formula_weight 1485.38 _chemical_melting_point ? _chemical_oxdiff_formula C20H20N4O4P1S1F3Au1 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Au' 'Au' -4.4197 7.2980 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'F' 'F' 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _space_group_crystal_system 'monoclinic' _space_group_IT_number 14 _space_group_name_H-M_alt 'P 1 21/c 1' _space_group_name_Hall '-P 2ybc' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.9220(3) _cell_length_b 13.4139(3) _cell_length_c 18.8864(4) _cell_angle_alpha 90 _cell_angle_beta 94.357(2) _cell_angle_gamma 90 _cell_volume 2506.38(10) _cell_formula_units_Z 2 _cell_measurement_reflns_used 3967 _cell_measurement_temperature 291(2) _cell_measurement_theta_max 72.4760 _cell_measurement_theta_min 4.4610 _shelx_estimated_absorpt_T_max 0.506 _shelx_estimated_absorpt_T_min 0.216 _exptl_absorpt_coefficient_mu 15.777 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.43027 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET) (compiled Aug 2 2013,16:46:58) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_special_details ? _exptl_crystal_colour '' _exptl_crystal_density_diffrn 1.968 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_description '' _exptl_crystal_F_000 1424 _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.05 _exptl_transmission_factor_max ? _exptl_transmission_factor_min ? _diffrn_reflns_av_R_equivalents 0.0508 _diffrn_reflns_av_unetI/netI 0.0691 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.975 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_number 9626 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.975 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 72.398 _diffrn_reflns_theta_min 4.046 _diffrn_ambient_temperature 291.15 _diffrn_detector_area_resol_mean 16.2312 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.975 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega 41.00 68.00 1.0000 2.0000 omega____ theta____ kappa____ phi______ frames - 0.0000 57.0000 -180.0000 27 #__ type_ start__ end____ width___ exp.time_ 2 omega -11.00 16.00 1.0000 2.0000 omega____ theta____ kappa____ phi______ frames - 0.0000 57.0000 -180.0000 27 #__ type_ start__ end____ width___ exp.time_ 3 omega 16.00 42.00 1.0000 2.0000 omega____ theta____ kappa____ phi______ frames - 0.0000 -99.0000 30.0000 26 #__ type_ start__ end____ width___ exp.time_ 4 omega 42.00 81.00 1.0000 9.0000 omega____ theta____ kappa____ phi______ frames - 56.0000 -37.0000 90.0000 39 #__ type_ start__ end____ width___ exp.time_ 5 omega -16.00 12.00 1.0000 9.0000 omega____ theta____ kappa____ phi______ frames - 56.0000 -37.0000 90.0000 28 #__ type_ start__ end____ width___ exp.time_ 6 omega 2.00 67.00 1.0000 9.0000 omega____ theta____ kappa____ phi______ frames - 56.0000 -57.0000 -150.0000 65 #__ type_ start__ end____ width___ exp.time_ 7 omega 43.00 112.00 1.0000 9.0000 omega____ theta____ kappa____ phi______ frames - 56.0000 57.0000 -30.0000 69 #__ type_ start__ end____ width___ exp.time_ 8 omega 73.00 99.00 1.0000 9.0000 omega____ theta____ kappa____ phi______ frames - 56.0000 37.0000 -60.0000 26 #__ type_ start__ end____ width___ exp.time_ 9 omega 51.00 123.00 1.0000 9.0000 omega____ theta____ kappa____ phi______ frames - 56.0000 57.0000 60.0000 72 #__ type_ start__ end____ width___ exp.time_ 10 omega 42.00 68.00 1.0000 27.0000 omega____ theta____ kappa____ phi______ frames - 112.0000 -30.0000 -120.0000 26 #__ type_ start__ end____ width___ exp.time_ 11 omega 50.00 84.00 1.0000 27.0000 omega____ theta____ kappa____ phi______ frames - 112.0000 -45.0000 -90.0000 34 #__ type_ start__ end____ width___ exp.time_ 12 omega 39.00 87.00 1.0000 27.0000 omega____ theta____ kappa____ phi______ frames - 112.0000 -30.0000 30.0000 48 #__ type_ start__ end____ width___ exp.time_ 13 omega 116.00 175.00 1.0000 27.0000 omega____ theta____ kappa____ phi______ frames - 112.0000 111.0000 30.0000 59 #__ type_ start__ end____ width___ exp.time_ 14 omega 120.00 170.00 1.0000 27.0000 omega____ theta____ kappa____ phi______ frames - 112.0000 111.0000 -180.0000 50 #__ type_ start__ end____ width___ exp.time_ 15 omega 116.00 177.00 1.0000 27.0000 omega____ theta____ kappa____ phi______ frames - 112.0000 111.0000 -30.0000 61 #__ type_ start__ end____ width___ exp.time_ 16 omega 101.00 175.00 1.0000 27.0000 omega____ theta____ kappa____ phi______ frames - 112.0000 111.0000 60.0000 74 #__ type_ start__ end____ width___ exp.time_ 17 omega 71.00 98.00 1.0000 27.0000 omega____ theta____ kappa____ phi______ frames - 112.0000 -45.0000 150.0000 27 #__ type_ start__ end____ width___ exp.time_ 18 omega 39.00 176.00 1.0000 27.0000 omega____ theta____ kappa____ phi______ frames - 112.0000 0.0000 -120.0000 137 ; _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 0.1552444000 _diffrn_orient_matrix_UB_12 0.0007576000 _diffrn_orient_matrix_UB_13 0.0128064000 _diffrn_orient_matrix_UB_21 -0.0054140000 _diffrn_orient_matrix_UB_22 -0.0993909000 _diffrn_orient_matrix_UB_23 0.0405980000 _diffrn_orient_matrix_UB_31 0.0112688000 _diffrn_orient_matrix_UB_32 -0.0575691000 _diffrn_orient_matrix_UB_33 -0.0698354000 _diffrn_radiation_monochromator graphite _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_source 'Enhance (Cu) X-ray Source' _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_full . _reflns_Friedel_fraction_max . _reflns_number_gt 4066 _reflns_number_total 4848 _reflns_odcompleteness_completeness 99.94 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 66.97 _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _reflns_threshold_expression 'I > 2\s(I)' _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET) (compiled Aug 2 2013,16:46:58) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET) (compiled Aug 2 2013,16:46:58) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET) (compiled Aug 2 2013,16:46:58) ; _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2008)' _computing_structure_solution 'ShelXS (Sheldrick, 2008)' _refine_diff_density_max 2.046 _refine_diff_density_min -1.040 _refine_diff_density_rms 0.176 _refine_ls_extinction_coef . _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 301 _refine_ls_number_reflns 4848 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0594 _refine_ls_R_factor_gt 0.0496 _refine_ls_restrained_S_all 1.035 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0723P)^2^+0.6200P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1284 _refine_ls_wR_factor_ref 0.1405 _refine_special_details ? _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All N(H,H) groups 2.a Secondary CH2 refined with riding coordinates: N1(H1A,H1B) 2.b Aromatic/amide H refined with riding coordinates: C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12), C14(H14), C15(H15), C16(H16), C17(H17) ; _atom_sites_solution_hydrogens mixed _atom_sites_solution_primary direct _atom_sites_solution_secondary ? 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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Au1 Au 0.13948(3) 0.48815(2) 0.03559(2) 0.03910(13) Uani 1 1 d . . . . . C1 C -0.0100(8) 0.2965(6) 0.1150(4) 0.0423(15) Uani 1 1 d . . . . . C2 C 0.0494(10) 0.2399(7) 0.0651(5) 0.057(2) Uani 1 1 d . . . . . H2 H 0.1140 0.2681 0.0380 0.069 Uiso 1 1 calc R . . . . C3 C 0.0132(13) 0.1423(8) 0.0554(6) 0.075(3) Uani 1 1 d . . . . . H3 H 0.0580 0.1031 0.0241 0.089 Uiso 1 1 calc R . . . . C4 C -0.0897(13) 0.1008(7) 0.0917(7) 0.076(3) Uani 1 1 d . . . . . H4 H -0.1161 0.0351 0.0832 0.092 Uiso 1 1 calc R . . . . C5 C -0.1519(10) 0.1569(8) 0.1400(6) 0.067(3) Uani 1 1 d . . . . . H5 H -0.2205 0.1295 0.1647 0.081 Uiso 1 1 calc R . . . . C6 C -0.1124(9) 0.2554(6) 0.1520(5) 0.0511(18) Uani 1 1 d . . . . . H6 H -0.1545 0.2938 0.1849 0.061 Uiso 1 1 calc R . . . . C7 C 0.1688(7) 0.4182(5) 0.2071(4) 0.0389(14) Uani 1 1 d . . . . . C8 C 0.1385(9) 0.3667(7) 0.2680(4) 0.0535(19) Uani 1 1 d . . . . . H8 H 0.0560 0.3341 0.2693 0.064 Uiso 1 1 calc R . . . . C9 C 0.2308(11) 0.3640(7) 0.3266(5) 0.059(2) Uani 1 1 d . . . . . H9 H 0.2100 0.3295 0.3671 0.071 Uiso 1 1 calc R . . . . C10 C 0.3532(10) 0.4120(9) 0.3255(6) 0.070(3) Uani 1 1 d . . . . . H10 H 0.4141 0.4107 0.3655 0.083 Uiso 1 1 calc R . . . . C11 C 0.3856(10) 0.4615(11) 0.2659(7) 0.080(3) Uani 1 1 d . . . . . H11 H 0.4685 0.4936 0.2649 0.096 Uiso 1 1 calc R . . . . C12 C 0.2929(9) 0.4633(9) 0.2063(5) 0.059(2) Uani 1 1 d . . . . . H12 H 0.3158 0.4957 0.1654 0.071 Uiso 1 1 calc R . . . . C13 C -0.0967(7) 0.4941(5) 0.1588(4) 0.0353(14) Uani 1 1 d . . . . . C14 C -0.0811(8) 0.5473(6) 0.2218(4) 0.0458(17) Uani 1 1 d . . . . . H14 H 0.0003 0.5439 0.2495 0.055 Uiso 1 1 calc R . . . . C15 C -0.1854(9) 0.6055(6) 0.2442(5) 0.0524(19) Uani 1 1 d . . . . . H15 H -0.1739 0.6406 0.2867 0.063 Uiso 1 1 calc R . . . . C16 C -0.3042(9) 0.6109(7) 0.2038(5) 0.058(2) Uani 1 1 d . . . . . H16 H -0.3738 0.6501 0.2190 0.069 Uiso 1 1 calc R . . . . C17 C -0.3241(8) 0.5593(7) 0.1405(4) 0.0499(18) Uani 1 1 d . . . . . H17 H -0.4067 0.5624 0.1138 0.060 Uiso 1 1 calc R . . . . C18 C -0.2174(8) 0.5020(6) 0.1170(4) 0.0377(15) Uani 1 1 d . . . . . N1 N -0.2404(6) 0.4515(6) 0.0503(3) 0.0455(14) Uani 1 1 d . . . . . H1A H -0.3289 0.4517 0.0381 0.055 Uiso 1 1 calc R . . . . H1B H -0.2150 0.3883 0.0563 0.055 Uiso 1 1 calc R . . . . P1 P 0.04816(17) 0.42367(14) 0.13051(9) 0.0353(3) Uani 1 1 d . . . . . C19 C 0.4639(12) 0.2679(12) 0.6050(7) 0.091(4) Uani 1 1 d . . . . . F1 F 0.5570(10) 0.2291(11) 0.6506(5) 0.150(5) Uani 1 1 d . . . . . F2 F 0.3474(8) 0.2572(10) 0.6327(4) 0.136(4) Uani 1 1 d . . . . . F3 F 0.4900(16) 0.3611(8) 0.5987(8) 0.177(6) Uani 1 1 d . . . . . O1 O 0.4443(11) 0.1045(7) 0.5385(5) 0.096(3) Uani 1 1 d . . . . . O2 O 0.5966(12) 0.2229(9) 0.5013(6) 0.114(4) Uani 1 1 d . . . . . O3 O 0.3542(12) 0.2478(11) 0.4790(5) 0.125(5) Uani 1 1 d . . . . . S1 S 0.4634(3) 0.2049(2) 0.52052(13) 0.0647(6) Uani 1 1 d . . . . . C20 C 0.7589(13) 0.2910(10) 0.3809(6) 0.075(3) Uani 1 1 d . . . . . H20 H 0.703(14) 0.274(9) 0.415(7) 0.090 Uiso 1 1 d R . . . . Cl1 Cl 0.9104(5) 0.2254(3) 0.3836(3) 0.1111(12) Uani 1 1 d . . . . . Cl2 Cl 0.6562(5) 0.2516(6) 0.3083(3) 0.176(3) Uani 1 1 d . . . . . Cl3 Cl 0.7878(7) 0.4158(3) 0.3713(4) 0.182(3) 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 0.03706(19) 0.0494(2) 0.03148(19) 0.00275(11) 0.00699(12) 0.00024(11) C1 0.040(3) 0.041(4) 0.045(4) -0.001(3) -0.001(3) 0.001(3) C2 0.061(5) 0.054(5) 0.058(5) -0.006(4) 0.012(4) 0.005(4) C3 0.098(8) 0.059(6) 0.068(6) -0.017(5) 0.014(6) 0.000(6) C4 0.092(8) 0.039(4) 0.095(8) -0.008(5) -0.011(7) -0.008(5) C5 0.051(5) 0.070(6) 0.079(6) 0.017(5) -0.002(4) -0.008(5) C6 0.049(4) 0.049(4) 0.057(4) 0.013(4) 0.010(4) -0.002(4) C7 0.035(3) 0.044(4) 0.038(3) 0.003(3) 0.004(3) 0.006(3) C8 0.051(4) 0.063(5) 0.046(4) 0.009(4) -0.002(3) 0.001(4) C9 0.077(6) 0.058(5) 0.041(4) 0.008(4) -0.008(4) 0.012(5) C10 0.051(5) 0.086(7) 0.069(6) -0.014(5) -0.015(4) 0.014(5) C11 0.045(5) 0.117(10) 0.078(7) -0.006(7) -0.002(5) -0.013(6) C12 0.051(5) 0.085(7) 0.042(4) 0.002(4) 0.002(4) -0.011(5) C13 0.039(3) 0.034(3) 0.034(3) 0.005(3) 0.010(3) 0.004(3) C14 0.048(4) 0.052(4) 0.039(4) -0.003(3) 0.008(3) 0.003(3) C15 0.061(5) 0.050(4) 0.049(4) -0.003(4) 0.020(4) 0.006(4) C16 0.055(5) 0.054(5) 0.066(5) 0.004(4) 0.019(4) 0.013(4) C17 0.037(4) 0.066(5) 0.047(4) 0.010(4) 0.005(3) 0.008(4) C18 0.037(3) 0.049(4) 0.029(3) 0.003(3) 0.011(3) -0.003(3) N1 0.040(3) 0.065(4) 0.033(3) -0.001(3) 0.009(2) -0.009(3) P1 0.0338(8) 0.0412(9) 0.0315(8) -0.0003(7) 0.0052(6) 0.0002(7) C19 0.063(6) 0.124(11) 0.087(8) -0.052(8) 0.017(6) -0.022(7) F1 0.099(6) 0.267(15) 0.081(5) -0.036(7) -0.022(5) -0.027(8) F2 0.073(5) 0.253(12) 0.085(5) -0.065(7) 0.019(4) 0.006(7) F3 0.225(15) 0.098(7) 0.209(13) -0.073(9) 0.025(11) -0.028(9) O1 0.109(7) 0.077(5) 0.102(6) -0.002(5) 0.011(5) -0.014(5) O2 0.117(8) 0.125(8) 0.109(7) 0.016(7) 0.072(7) 0.021(7) O3 0.137(9) 0.172(11) 0.064(5) -0.001(6) -0.012(5) 0.080(9) S1 0.0696(14) 0.0762(15) 0.0502(11) 0.0004(11) 0.0177(10) 0.0117(12) C20 0.079(7) 0.079(7) 0.072(6) 0.014(6) 0.032(6) -0.003(6) Cl1 0.110(3) 0.098(2) 0.125(3) 0.028(2) 0.007(2) 0.010(2) Cl2 0.094(3) 0.290(9) 0.140(4) -0.086(5) -0.010(3) 0.006(4) Cl3 0.187(6) 0.076(2) 0.288(9) 0.064(4) 0.051(6) 0.005(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 Au1 3.0007(6) 3_565 ? Au1 N1 2.130(6) 3_565 ? Au1 P1 2.2427(17) . ? C1 C2 1.377(12) . ? C1 C6 1.390(11) . ? C1 P1 1.817(8) . ? C2 H2 0.9300 . ? C2 C3 1.366(14) . ? C3 H3 0.9300 . ? C3 C4 1.389(16) . ? C4 H4 0.9300 . ? C4 C5 1.365(16) . ? C5 H5 0.9300 . ? C5 C6 1.392(14) . ? C6 H6 0.9300 . ? C7 C8 1.394(11) . ? C7 C12 1.374(12) . ? C7 P1 1.808(7) . ? C8 H8 0.9300 . ? C8 C9 1.382(12) . ? C9 H9 0.9300 . ? C9 C10 1.377(15) . ? C10 H10 0.9300 . ? C10 C11 1.367(17) . ? C11 H11 0.9300 . ? C11 C12 1.398(14) . ? C12 H12 0.9300 . ? C13 C14 1.387(11) . ? C13 C18 1.387(11) . ? C13 P1 1.833(7) . ? C14 H14 0.9300 . ? C14 C15 1.387(11) . ? C15 H15 0.9300 . ? C15 C16 1.357(13) . ? C16 H16 0.9300 . ? C16 C17 1.383(13) . ? C17 H17 0.9300 . ? C17 C18 1.407(11) . ? C18 N1 1.433(9) . ? N1 Au1 2.130(6) 3_565 ? N1 H1A 0.8900 . ? N1 H1B 0.8900 . ? C19 F1 1.320(19) . ? C19 F2 1.312(14) . ? C19 F3 1.284(19) . ? C19 S1 1.806(11) . ? O1 S1 1.406(9) . ? O2 S1 1.417(10) . ? O3 S1 1.410(10) . ? C20 H20 0.91(13) . ? C20 Cl1 1.740(13) . ? C20 Cl2 1.729(14) . ? C20 Cl3 1.710(13) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Au1 Au1 95.14(18) 3_565 3_565 ? N1 Au1 P1 175.76(18) 3_565 . ? P1 Au1 Au1 89.09(5) . 3_565 ? C2 C1 C6 119.5(8) . . ? C2 C1 P1 118.7(7) . . ? C6 C1 P1 121.8(6) . . ? C1 C2 H2 120.1 . . ? C3 C2 C1 119.9(9) . . ? C3 C2 H2 120.1 . . ? C2 C3 H3 119.5 . . ? C2 C3 C4 120.9(10) . . ? C4 C3 H3 119.5 . . ? C3 C4 H4 120.2 . . ? C5 C4 C3 119.7(9) . . ? C5 C4 H4 120.2 . . ? C4 C5 H5 120.1 . . ? C4 C5 C6 119.7(10) . . ? C6 C5 H5 120.1 . . ? C1 C6 C5 120.2(9) . . ? C1 C6 H6 119.9 . . ? C5 C6 H6 119.9 . . ? C8 C7 P1 120.7(6) . . ? C12 C7 C8 118.5(8) . . ? C12 C7 P1 120.8(6) . . ? C7 C8 H8 119.9 . . ? C9 C8 C7 120.2(9) . . ? C9 C8 H8 119.9 . . ? C8 C9 H9 119.8 . . ? C10 C9 C8 120.5(9) . . ? C10 C9 H9 119.8 . . ? C9 C10 H10 119.9 . . ? C11 C10 C9 120.2(9) . . ? C11 C10 H10 119.9 . . ? C10 C11 H11 120.3 . . ? C10 C11 C12 119.3(10) . . ? C12 C11 H11 120.3 . . ? C7 C12 C11 121.3(9) . . ? C7 C12 H12 119.4 . . ? C11 C12 H12 119.4 . . ? C14 C13 P1 118.5(6) . . ? C18 C13 C14 119.0(7) . . ? C18 C13 P1 122.4(6) . . ? C13 C14 H14 119.5 . . ? C15 C14 C13 120.9(8) . . ? C15 C14 H14 119.5 . . ? C14 C15 H15 120.2 . . ? C16 C15 C14 119.7(8) . . ? C16 C15 H15 120.2 . . ? C15 C16 H16 119.3 . . ? C15 C16 C17 121.3(8) . . ? C17 C16 H16 119.3 . . ? C16 C17 H17 120.5 . . ? C16 C17 C18 119.0(8) . . ? C18 C17 H17 120.5 . . ? C13 C18 C17 120.0(7) . . ? C13 C18 N1 122.5(7) . . ? C17 C18 N1 117.5(7) . . ? Au1 N1 H1A 108.3 3_565 . ? Au1 N1 H1B 108.3 3_565 . ? C18 N1 Au1 115.9(5) . 3_565 ? C18 N1 H1A 108.3 . . ? C18 N1 H1B 108.3 . . ? H1A N1 H1B 107.4 . . ? C1 P1 Au1 112.1(3) . . ? C1 P1 C13 106.5(3) . . ? C7 P1 Au1 111.9(2) . . ? C7 P1 C1 105.8(3) . . ? C7 P1 C13 105.9(3) . . ? C13 P1 Au1 114.0(2) . . ? F1 C19 S1 110.3(10) . . ? F2 C19 F1 107.0(14) . . ? F2 C19 S1 110.9(9) . . ? F3 C19 F1 108.0(13) . . ? F3 C19 F2 109.4(14) . . ? F3 C19 S1 111.1(12) . . ? O1 S1 C19 103.1(7) . . ? O1 S1 O2 111.7(7) . . ? O1 S1 O3 114.3(8) . . ? O2 S1 C19 101.9(7) . . ? O3 S1 C19 104.6(7) . . ? O3 S1 O2 118.7(8) . . ? Cl1 C20 H20 115(9) . . ? Cl2 C20 H20 97(9) . . ? Cl2 C20 Cl1 109.0(7) . . ? Cl3 C20 H20 116(8) . . ? Cl3 C20 Cl1 110.3(7) . . ? Cl3 C20 Cl2 108.0(8) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1A O1 0.89 2.71 3.255(12) 120.5 2 N1 H1A O1 0.89 2.37 3.209(13) 156.2 4_465 loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 C2 C3 C4 4.5(18) . . . . ? C2 C1 C6 C5 1.7(13) . . . . ? C2 C1 P1 Au1 25.2(7) . . . . ? C2 C1 P1 C7 -97.0(7) . . . . ? C2 C1 P1 C13 150.6(7) . . . . ? C2 C3 C4 C5 -2.7(19) . . . . ? C3 C4 C5 C6 0.4(17) . . . . ? C4 C5 C6 C1 0.1(14) . . . . ? C6 C1 C2 C3 -4.0(14) . . . . ? C6 C1 P1 Au1 -154.6(6) . . . . ? C6 C1 P1 C7 83.1(7) . . . . ? C6 C1 P1 C13 -29.3(7) . . . . ? C7 C8 C9 C10 0.1(15) . . . . ? C8 C7 C12 C11 -2.5(16) . . . . ? C8 C7 P1 Au1 -170.1(6) . . . . ? C8 C7 P1 C1 -47.7(8) . . . . ? C8 C7 P1 C13 65.2(7) . . . . ? C8 C9 C10 C11 -1.1(17) . . . . ? C9 C10 C11 C12 0.4(19) . . . . ? C10 C11 C12 C7 1.4(19) . . . . ? C12 C7 C8 C9 1.7(14) . . . . ? C12 C7 P1 Au1 9.0(8) . . . . ? C12 C7 P1 C1 131.4(8) . . . . ? C12 C7 P1 C13 -115.8(8) . . . . ? C13 C14 C15 C16 -0.2(13) . . . . ? C13 C18 N1 Au1 -74.1(8) . . . 3_565 ? C14 C13 C18 C17 -3.2(11) . . . . ? C14 C13 C18 N1 178.5(7) . . . . ? C14 C13 P1 Au1 -109.6(6) . . . . ? C14 C13 P1 C1 126.3(6) . . . . ? C14 C13 P1 C7 13.9(7) . . . . ? C14 C15 C16 C17 0.1(14) . . . . ? C15 C16 C17 C18 -1.5(14) . . . . ? C16 C17 C18 C13 3.1(12) . . . . ? C16 C17 C18 N1 -178.5(8) . . . . ? C17 C18 N1 Au1 107.5(7) . . . 3_565 ? C18 C13 C14 C15 1.8(12) . . . . ? C18 C13 P1 Au1 65.6(6) . . . . ? C18 C13 P1 C1 -58.6(7) . . . . ? C18 C13 P1 C7 -171.0(6) . . . . ? P1 C1 C2 C3 176.1(8) . . . . ? P1 C1 C6 C5 -178.4(7) . . . . ? P1 C7 C8 C9 -179.2(7) . . . . ? P1 C7 C12 C11 178.5(9) . . . . ? P1 C13 C14 C15 177.1(6) . . . . ? P1 C13 C18 C17 -178.3(6) . . . . ? P1 C13 C18 N1 3.3(10) . . . . ? F1 C19 S1 O1 55.9(12) . . . . ? F1 C19 S1 O2 -60.1(12) . . . . ? F1 C19 S1 O3 175.7(12) . . . . ? F2 C19 S1 O1 -62.4(14) . . . . ? F2 C19 S1 O2 -178.4(13) . . . . ? F2 C19 S1 O3 57.4(15) . . . . ? F3 C19 S1 O1 175.6(12) . . . . ? F3 C19 S1 O2 59.6(13) . . . . ? F3 C19 S1 O3 -64.6(14) . . . . ? _shelx_res_file ; 201505106.res created by SHELXL-2014/7 TITL 201505106 in P21/c #14 REM reset to P21/c #14 CELL 1.54184 9.922014 13.41388 18.886404 90 94.3567 90 ZERR 2 0.000258 0.000306 0.000394 0 0.0021 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H Au Cl F N O P S UNIT 80 68 4 12 12 4 12 4 4 EQIV $1 -X,0.5+Y,0.5-Z EQIV $2 -1+X,0.5-Y,-0.5+Z L.S. 4 0 0 PLAN 20 SIZE 0.14 0.1 0.05 TEMP 18 HTAB N1 O1_$1 HTAB N1 O1_$2 BOND MORE -1 BOND $H CONF fmap 2 acta nohkl REM REM REM WGHT 0.072300 0.620000 FVAR 2.31911 AU1 3 0.139478 0.488151 0.035593 11.00000 0.03706 0.04943 = 0.03148 0.00275 0.00699 0.00024 C1 1 -0.009969 0.296494 0.115041 11.00000 0.04024 0.04055 = 0.04546 -0.00131 -0.00096 0.00112 C2 1 0.049364 0.239906 0.065110 11.00000 0.06109 0.05371 = 0.05818 -0.00580 0.01174 0.00529 AFIX 43 H2 2 0.113960 0.268076 0.038032 11.00000 -1.20000 AFIX 0 C3 1 0.013157 0.142303 0.055425 11.00000 0.09790 0.05919 = 0.06769 -0.01702 0.01368 0.00017 AFIX 43 H3 2 0.058027 0.103125 0.024080 11.00000 -1.20000 AFIX 0 C4 1 -0.089735 0.100769 0.091742 11.00000 0.09203 0.03917 = 0.09540 -0.00796 -0.01077 -0.00769 AFIX 43 H4 2 -0.116105 0.035054 0.083239 11.00000 -1.20000 AFIX 0 C5 1 -0.151950 0.156911 0.139983 11.00000 0.05147 0.07013 = 0.07910 0.01673 -0.00199 -0.00807 AFIX 43 H5 2 -0.220528 0.129464 0.164709 11.00000 -1.20000 AFIX 0 C6 1 -0.112356 0.255376 0.152017 11.00000 0.04860 0.04892 = 0.05652 0.01254 0.00986 -0.00163 AFIX 43 H6 2 -0.154518 0.293759 0.184886 11.00000 -1.20000 AFIX 0 C7 1 0.168765 0.418154 0.207134 11.00000 0.03526 0.04372 = 0.03775 0.00300 0.00396 0.00595 C8 1 0.138490 0.366711 0.268048 11.00000 0.05059 0.06269 = 0.04647 0.00863 -0.00179 0.00056 AFIX 43 H8 2 0.055960 0.334133 0.269271 11.00000 -1.20000 AFIX 0 C9 1 0.230751 0.363970 0.326633 11.00000 0.07690 0.05762 = 0.04097 0.00791 -0.00805 0.01171 AFIX 43 H9 2 0.209972 0.329458 0.367101 11.00000 -1.20000 AFIX 0 C10 1 0.353206 0.411973 0.325509 11.00000 0.05069 0.08580 = 0.06921 -0.01392 -0.01513 0.01370 AFIX 43 H10 2 0.414065 0.410722 0.365456 11.00000 -1.20000 AFIX 0 C11 1 0.385619 0.461470 0.265859 11.00000 0.04451 0.11700 = 0.07777 -0.00636 -0.00169 -0.01305 AFIX 43 H11 2 0.468511 0.493612 0.264902 11.00000 -1.20000 AFIX 0 C12 1 0.292945 0.463291 0.206321 11.00000 0.05051 0.08545 = 0.04219 0.00203 0.00192 -0.01113 AFIX 43 H12 2 0.315771 0.495678 0.165367 11.00000 -1.20000 AFIX 0 C13 1 -0.096702 0.494132 0.158756 11.00000 0.03857 0.03387 = 0.03447 0.00509 0.00966 0.00426 C14 1 -0.081142 0.547298 0.221839 11.00000 0.04780 0.05189 = 0.03852 -0.00339 0.00793 0.00284 AFIX 43 H14 2 0.000337 0.543876 0.249527 11.00000 -1.20000 AFIX 0 C15 1 -0.185368 0.605490 0.244214 11.00000 0.06129 0.04965 = 0.04883 -0.00318 0.02003 0.00563 AFIX 43 H15 2 -0.173861 0.640622 0.286695 11.00000 -1.20000 AFIX 0 C16 1 -0.304236 0.610906 0.203802 11.00000 0.05514 0.05410 = 0.06628 0.00378 0.01921 0.01343 AFIX 43 H16 2 -0.373752 0.650118 0.219002 11.00000 -1.20000 AFIX 0 C17 1 -0.324082 0.559287 0.140468 11.00000 0.03749 0.06578 = 0.04671 0.01025 0.00466 0.00780 AFIX 43 H17 2 -0.406731 0.562381 0.113814 11.00000 -1.20000 AFIX 0 C18 1 -0.217361 0.502031 0.116978 11.00000 0.03670 0.04899 = 0.02863 0.00339 0.01060 -0.00344 N1 6 -0.240417 0.451527 0.050291 11.00000 0.03965 0.06472 = 0.03296 -0.00147 0.00865 -0.00942 AFIX 23 H1A 2 -0.328855 0.451676 0.038132 11.00000 -1.20000 H1B 2 -0.215009 0.388267 0.056287 11.00000 -1.20000 AFIX 0 P1 8 0.048158 0.423667 0.130511 11.00000 0.03378 0.04118 = 0.03150 -0.00032 0.00521 0.00021 C19 1 0.463948 0.267921 0.605048 11.00000 0.06287 0.12395 = 0.08732 -0.05172 0.01720 -0.02207 F1 5 0.557038 0.229129 0.650590 11.00000 0.09878 0.26712 = 0.08107 -0.03630 -0.02168 -0.02729 F2 5 0.347432 0.257245 0.632706 11.00000 0.07271 0.25299 = 0.08516 -0.06541 0.01929 0.00648 F3 5 0.489966 0.361145 0.598682 11.00000 0.22501 0.09793 = 0.20875 -0.07286 0.02511 -0.02807 O1 7 0.444250 0.104512 0.538483 11.00000 0.10862 0.07655 = 0.10218 -0.00152 0.01138 -0.01428 O2 7 0.596626 0.222868 0.501343 11.00000 0.11688 0.12549 = 0.10861 0.01629 0.07226 0.02072 O3 7 0.354240 0.247773 0.479011 11.00000 0.13662 0.17241 = 0.06378 -0.00092 -0.01235 0.07956 S1 9 0.463420 0.204945 0.520522 11.00000 0.06961 0.07622 = 0.05019 0.00043 0.01771 0.01173 C20 1 0.758870 0.291047 0.380883 11.00000 0.07901 0.07870 = 0.07175 0.01446 0.03201 -0.00255 H20 2 0.703039 0.273942 0.414958 11.00000 -1.20000 CL1 4 0.910444 0.225395 0.383630 11.00000 0.10954 0.09809 = 0.12541 0.02764 0.00678 0.01033 CL2 4 0.656155 0.251580 0.308259 11.00000 0.09433 0.28988 = 0.14004 -0.08615 -0.01002 0.00629 CL3 4 0.787773 0.415797 0.371259 11.00000 0.18735 0.07620 = 0.28803 0.06364 0.05085 0.00499 HKLF 4 REM 201505106 in P21/c #14 REM R1 = 0.0496 for 4066 Fo > 4sig(Fo) and 0.0594 for all 4848 data REM 301 parameters refined using 0 restraints END WGHT 0.0723 0.6200 REM Highest difference peak 2.046, deepest hole -1.040, 1-sigma level 0.176 Q1 1 0.0342 0.4966 0.0288 11.00000 0.05 2.05 Q2 1 0.2339 0.4918 0.0385 11.00000 0.05 2.00 Q3 1 0.1364 0.5531 0.0352 11.00000 0.05 1.21 Q4 1 0.0441 0.4591 -0.0436 11.00000 0.05 1.11 Q5 1 -0.3261 0.4574 -0.0379 11.00000 0.05 1.09 Q6 1 0.8582 0.2473 0.4214 11.00000 0.05 0.96 Q7 1 0.3179 0.0662 0.5260 11.00000 0.05 0.94 Q8 1 0.4308 0.4977 0.1067 11.00000 0.05 0.90 Q9 1 0.7606 0.3994 0.3283 11.00000 0.05 0.88 Q10 1 0.2959 0.4950 0.0824 11.00000 0.05 0.86 Q11 1 -0.0421 0.4330 0.0479 11.00000 0.05 0.85 Q12 1 0.8529 0.4216 0.3842 11.00000 0.05 0.72 Q13 1 0.1333 0.5238 -0.0193 11.00000 0.05 0.71 Q14 1 0.1776 0.4426 0.0635 11.00000 0.05 0.69 Q15 1 0.7180 0.4202 0.4023 11.00000 0.05 0.68 Q16 1 0.3195 0.4489 0.1421 11.00000 0.05 0.66 Q17 1 0.1048 0.4157 0.1545 11.00000 0.05 0.63 Q18 1 0.6149 0.2441 0.3416 11.00000 0.05 0.62 Q19 1 -0.4068 0.4830 0.1208 11.00000 0.05 0.62 Q20 1 0.3417 0.1631 0.5139 11.00000 0.05 0.62 ; _shelx_res_checksum 75121 _shelx_SHELXL_version_number '2014/7' _olex2_submission_special_instructions 'No special instructions were received'