# Electronic Supplementary Material (ESI) for Chemical Science # This journal is © The Royal Society of Chemistry 2014 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_cheny32 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H20 Au Cl N4 O' _chemical_formula_weight 456.73 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' 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' Cl Cl 0.3639 0.7018 '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' _symmetry_cell_setting ? _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.5169(4) _cell_length_b 9.9819(5) _cell_length_c 10.6830(5) _cell_angle_alpha 113.1580(10) _cell_angle_beta 90.0380(10) _cell_angle_gamma 98.1620(10) _cell_volume 728.12(6) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.083 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 436 _exptl_absorpt_coefficient_mu 20.639 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12426 _diffrn_reflns_av_R_equivalents 0.0615 _diffrn_reflns_av_sigmaI/netI 0.0415 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 4.51 _diffrn_reflns_theta_max 65.83 _reflns_number_total 2458 _reflns_number_gt 2387 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0665P)^2^+2.4149P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2458 _refine_ls_number_parameters 168 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0386 _refine_ls_R_factor_gt 0.0377 _refine_ls_wR_factor_ref 0.1007 _refine_ls_wR_factor_gt 0.0998 _refine_ls_goodness_of_fit_ref 1.091 _refine_ls_restrained_S_all 1.091 _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 0.24863(3) 0.50313(2) 0.46701(2) 0.01885(15) Uani 1 1 d . . . Cl1 Cl -0.0428(2) 0.20281(19) 0.79697(18) 0.0253(4) Uani 1 1 d . . . N1 N 0.3391(8) 0.2057(7) 0.2808(6) 0.0208(13) Uani 1 1 d . . . N2 N 0.2865(8) 0.3283(7) 0.1639(6) 0.0221(13) Uani 1 1 d . . . N3 N 0.1424(8) 0.7956(7) 0.6560(6) 0.0196(13) Uani 1 1 d . . . N4 N 0.2004(8) 0.6690(7) 0.7686(7) 0.0212(13) Uani 1 1 d . . . C1 C 0.2944(10) 0.3364(9) 0.2916(8) 0.0202(16) Uani 1 1 d . . . C2 C 0.3620(11) 0.1606(9) 0.3916(9) 0.0260(17) Uani 1 1 d . . . H2A H 0.3307 0.2362 0.4765 0.039 Uiso 1 1 calc R . . H2B H 0.4876 0.1479 0.4005 0.039 Uiso 1 1 calc R . . H2C H 0.2831 0.0671 0.3731 0.039 Uiso 1 1 calc R . . C3 C 0.3605(10) 0.1187(9) 0.1469(9) 0.0280(17) Uani 1 1 d . . . H3A H 0.3931 0.0227 0.1132 0.034 Uiso 1 1 calc R . . C4 C 0.3262(10) 0.1959(9) 0.0719(8) 0.0284(17) Uani 1 1 d . . . H4A H 0.3290 0.1648 -0.0243 0.034 Uiso 1 1 calc R . . C5 C 0.2419(11) 0.4439(9) 0.1217(9) 0.0302(18) Uani 1 1 d . . . H5A H 0.1924 0.5188 0.1978 0.045 Uiso 1 1 calc R . . H5B H 0.1526 0.4000 0.0440 0.045 Uiso 1 1 calc R . . H5C H 0.3510 0.4899 0.0950 0.045 Uiso 1 1 calc R . . C6 C 0.1961(9) 0.6670(8) 0.6425(7) 0.0182(14) Uani 1 1 d . . . C7 C 0.1133(11) 0.8362(9) 0.5394(9) 0.0284(17) Uani 1 1 d . . . H7A H 0.2220 0.8295 0.4880 0.043 Uiso 1 1 calc R . . H7B H 0.0868 0.9374 0.5732 0.043 Uiso 1 1 calc R . . H7C H 0.0117 0.7686 0.4796 0.043 Uiso 1 1 calc R . . C8 C 0.1098(10) 0.8766(8) 0.7892(8) 0.0242(16) Uani 1 1 d . . . H8A H 0.0689 0.9695 0.8242 0.029 Uiso 1 1 calc R . . C9 C 0.1481(10) 0.7968(8) 0.8599(8) 0.0236(16) Uani 1 1 d . . . H9A H 0.1403 0.8240 0.9553 0.028 Uiso 1 1 calc R . . C10 C 0.2516(11) 0.5515(8) 0.8054(9) 0.0298(17) Uani 1 1 d . . . H10A H 0.3380 0.5008 0.7421 0.045 Uiso 1 1 calc R . . H10B H 0.1441 0.4808 0.7999 0.045 Uiso 1 1 calc R . . H10C H 0.3067 0.5948 0.8986 0.045 Uiso 1 1 calc R . . O1 O 0.4452(8) 0.7947(7) 0.1678(6) 0.0398(14) Uani 1 1 d . . . H1O H 0.3345 0.7954 0.1783 0.048 Uiso 1 1 calc R . . C1S C 0.5322(12) 0.7981(10) 0.2884(10) 0.037(2) Uani 1 1 d . . . H1SA H 0.5295 0.8939 0.3634 0.056 Uiso 1 1 calc R . . H1SB H 0.6575 0.7830 0.2717 0.056 Uiso 1 1 calc R . . H1SC H 0.4692 0.7196 0.3127 0.056 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 0.0233(2) 0.0130(2) 0.0157(2) 0.00165(14) -0.00189(13) 0.00048(13) Cl1 0.0330(9) 0.0187(8) 0.0231(9) 0.0077(7) -0.0037(7) 0.0024(7) N1 0.022(3) 0.017(3) 0.018(3) 0.000(3) -0.002(2) 0.002(2) N2 0.028(3) 0.018(3) 0.017(3) 0.005(3) 0.005(2) 0.002(2) N3 0.019(3) 0.018(3) 0.016(3) 0.003(3) -0.001(2) -0.002(2) N4 0.021(3) 0.020(3) 0.022(3) 0.008(3) 0.000(3) 0.002(3) C1 0.016(3) 0.019(4) 0.022(4) 0.006(3) -0.001(3) -0.002(3) C2 0.031(4) 0.022(4) 0.025(4) 0.008(3) -0.003(3) 0.005(3) C3 0.030(4) 0.018(4) 0.030(4) 0.003(3) 0.005(3) 0.002(3) C4 0.029(4) 0.025(4) 0.021(4) 0.001(3) 0.006(3) -0.003(3) C5 0.033(4) 0.027(4) 0.030(4) 0.013(4) -0.006(3) -0.002(3) C6 0.019(3) 0.017(3) 0.014(3) 0.002(3) -0.001(3) 0.000(3) C7 0.030(4) 0.023(4) 0.030(4) 0.008(3) -0.002(3) 0.005(3) C8 0.031(4) 0.016(3) 0.020(4) 0.001(3) -0.004(3) 0.003(3) C9 0.026(4) 0.021(4) 0.018(4) 0.003(3) -0.001(3) 0.000(3) C10 0.036(4) 0.018(4) 0.032(4) 0.008(3) -0.004(3) 0.001(3) O1 0.038(3) 0.053(4) 0.036(3) 0.026(3) 0.003(3) 0.008(3) C1S 0.035(4) 0.035(5) 0.045(5) 0.018(4) 0.001(4) 0.007(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 2.028(8) . ? Au1 C6 2.030(7) . ? N1 C1 1.354(10) . ? N1 C3 1.375(11) . ? N1 C2 1.439(11) . ? N2 C1 1.335(10) . ? N2 C4 1.376(10) . ? N2 C5 1.472(10) . ? N3 C6 1.355(10) . ? N3 C8 1.375(11) . ? N3 C7 1.478(11) . ? N4 C6 1.340(10) . ? N4 C9 1.378(10) . ? N4 C10 1.472(10) . ? C3 C4 1.358(12) . ? C8 C9 1.352(12) . ? O1 C1S 1.430(11) . ? 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 C6 178.4(2) . . ? C1 N1 C3 110.4(7) . . ? C1 N1 C2 126.1(7) . . ? C3 N1 C2 123.5(6) . . ? C1 N2 C4 111.8(7) . . ? C1 N2 C5 125.9(6) . . ? C4 N2 C5 122.3(7) . . ? C6 N3 C8 111.0(6) . . ? C6 N3 C7 123.3(6) . . ? C8 N3 C7 125.6(6) . . ? C6 N4 C9 110.3(6) . . ? C6 N4 C10 125.3(7) . . ? C9 N4 C10 124.4(7) . . ? N2 C1 N1 105.0(7) . . ? N2 C1 Au1 129.1(6) . . ? N1 C1 Au1 125.9(6) . . ? C4 C3 N1 107.0(7) . . ? C3 C4 N2 105.7(7) . . ? N4 C6 N3 105.3(6) . . ? N4 C6 Au1 127.6(5) . . ? N3 C6 Au1 127.0(5) . . ? C9 C8 N3 105.8(7) . . ? C8 C9 N4 107.6(7) . . ? _diffrn_measured_fraction_theta_max 0.973 _diffrn_reflns_theta_full 65.83 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 2.263 _refine_diff_density_min -2.286 _refine_diff_density_rms 0.226 _database_code_depnum_ccdc_archive 'CCDC 967878' ####################################################################### # # 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_cheny39b _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H16 Au2 N6' _chemical_formula_weight 638.24 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' N N 0.0311 0.0180 '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' _symmetry_cell_setting ? _symmetry_space_group_name_H-M 'C 2/m' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 15.634(2) _cell_length_b 6.3008(7) _cell_length_c 8.0648(10) _cell_angle_alpha 90.00 _cell_angle_beta 108.223(7) _cell_angle_gamma 90.00 _cell_volume 754.57(16) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.809 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 576 _exptl_absorpt_coefficient_mu 36.028 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3555 _diffrn_reflns_av_R_equivalents 0.0922 _diffrn_reflns_av_sigmaI/netI 0.0675 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 4 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 5.78 _diffrn_reflns_theta_max 63.00 _reflns_number_total 642 _reflns_number_gt 599 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0900P)^2^+2.9577P] 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 642 _refine_ls_number_parameters 47 _refine_ls_number_restraints 40 _refine_ls_R_factor_all 0.0505 _refine_ls_R_factor_gt 0.0484 _refine_ls_wR_factor_ref 0.1359 _refine_ls_wR_factor_gt 0.1325 _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_restrained_S_all 1.029 _refine_ls_shift/su_max 0.000 _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 0.5000 0.5000 0.5000 0.0116(4) Uani 1 4 d S . . Au2 Au 0.5000 1.0000 0.5000 0.0176(4) Uani 1 4 d S . . N1 N 0.6595(4) 0.5000 0.3584(7) 0.0166(8) Uani 1 2 d SU . . N2 N 0.7025(4) 0.5000 0.6382(7) 0.0166(8) Uani 1 2 d SU . . C1 C 0.6293(5) 0.5000 0.4983(9) 0.0166(8) Uani 1 2 d SU . . C2 C 0.7772(5) 0.5000 0.5823(11) 0.0166(8) Uani 1 2 d SU . . H2A H 0.8380 0.5000 0.6556 0.020 Uiso 1 2 calc SR . . C3 C 0.7516(5) 0.5000 0.4189(11) 0.0166(8) Uani 1 2 d SU . . H3A H 0.7900 0.5000 0.3481 0.020 Uiso 1 2 calc SR . . C4 C 0.6021(6) 0.5000 0.1796(9) 0.0284(19) Uani 1 2 d S . . H4A H 0.5402 0.5000 0.1763 0.043 Uiso 1 2 d SR . . H4B H 0.6140 0.6244 0.1216 0.043 Uiso 1 1 d R . . C5 C 0.7011(5) 0.5000 0.8168(8) 0.0234(17) Uani 1 2 d S . . H5A H 0.6399 0.5000 0.8180 0.035 Uiso 1 2 d SR . . H5B H 0.7313 0.3756 0.8755 0.035 Uiso 1 1 d R . . N3 N 0.4115(5) 1.0000 0.0931(9) 0.0342(18) Uani 1 2 d S . . C6 C 0.4462(5) 1.0000 0.2413(9) 0.0196(16) Uani 1 2 d S . . 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 0.0121(6) 0.0149(6) 0.0071(5) 0.000 0.0020(3) 0.000 Au2 0.0148(6) 0.0182(6) 0.0189(6) 0.000 0.0041(4) 0.000 N1 0.0160(16) 0.013(2) 0.0232(16) 0.000 0.0102(12) 0.000 N2 0.0160(16) 0.013(2) 0.0232(16) 0.000 0.0102(12) 0.000 C1 0.0160(16) 0.013(2) 0.0232(16) 0.000 0.0102(12) 0.000 C2 0.0160(16) 0.013(2) 0.0232(16) 0.000 0.0102(12) 0.000 C3 0.0160(16) 0.013(2) 0.0232(16) 0.000 0.0102(12) 0.000 C4 0.041(5) 0.031(5) 0.015(4) 0.000 0.011(3) 0.000 C5 0.026(4) 0.028(5) 0.011(3) 0.000 -0.003(3) 0.000 N3 0.022(4) 0.047(5) 0.031(4) 0.000 0.005(3) 0.000 C6 0.017(4) 0.016(4) 0.027(4) 0.000 0.009(3) 0.000 _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 2.026(7) . ? Au1 C1 2.026(7) 5_666 ? Au1 Au2 3.1504(4) . ? Au1 Au2 3.1504(4) 1_545 ? Au2 C6 1.991(7) 5_676 ? Au2 C6 1.991(7) . ? Au2 Au1 3.1504(4) 1_565 ? N1 C1 1.352(8) . ? N1 C3 1.368(10) . ? N1 C4 1.440(9) . ? N2 C1 1.332(9) . ? N2 C2 1.376(9) . ? N2 C5 1.448(8) . ? C2 C3 1.252(14) . ? C2 H2A 0.9500 . ? C3 H3A 0.9500 . ? C4 H4A 0.9601 . ? C4 H4B 0.9601 . ? C5 H5A 0.9601 . ? C5 H5B 0.9601 . ? N3 C6 1.148(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 C1 180.0 . 5_666 ? C1 Au1 Au2 90.0 . . ? C1 Au1 Au2 90.000(1) 5_666 . ? C1 Au1 Au2 90.0 . 1_545 ? C1 Au1 Au2 90.000(1) 5_666 1_545 ? Au2 Au1 Au2 180.0 . 1_545 ? C6 Au2 C6 180.000(1) 5_676 . ? C6 Au2 Au1 90.000(1) 5_676 . ? C6 Au2 Au1 90.000(1) . . ? C6 Au2 Au1 90.000(1) 5_676 1_565 ? C6 Au2 Au1 90.000(1) . 1_565 ? Au1 Au2 Au1 180.0 . 1_565 ? C1 N1 C3 107.8(6) . . ? C1 N1 C4 124.4(6) . . ? C3 N1 C4 127.8(6) . . ? C1 N2 C2 108.4(6) . . ? C1 N2 C5 124.4(6) . . ? C2 N2 C5 127.2(6) . . ? N2 C1 N1 106.0(6) . . ? N2 C1 Au1 126.1(5) . . ? N1 C1 Au1 127.9(5) . . ? C3 C2 N2 108.7(6) . . ? C3 C2 H2A 125.7 . . ? N2 C2 H2A 125.7 . . ? C2 C3 N1 109.2(7) . . ? C2 C3 H3A 125.4 . . ? N1 C3 H3A 125.4 . . ? N1 C4 H4A 109.5 . . ? N1 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? N2 C5 H5A 109.6 . . ? N2 C5 H5B 109.4 . . ? H5A C5 H5B 109.5 . . ? N3 C6 Au2 177.0(7) . . ? _diffrn_measured_fraction_theta_max 0.951 _diffrn_reflns_theta_full 63.00 _diffrn_measured_fraction_theta_full 0.951 _refine_diff_density_max 3.678 _refine_diff_density_min -3.688 _refine_diff_density_rms 0.441 _database_code_depnum_ccdc_archive 'CCDC 967879' ####################################################################### # # 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_luwei10 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H20 Au N4, C2 Ag N2' _chemical_formula_sum 'C20 H20 Ag Au N6' _chemical_formula_weight 649.26 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' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag 0.1306 4.2820 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.3279(4) _cell_length_b 17.2846(7) _cell_length_c 6.7132(3) _cell_angle_alpha 90.00 _cell_angle_beta 105.460(2) _cell_angle_gamma 90.00 _cell_volume 1043.20(8) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 100 _cell_measurement_theta_min 5 _cell_measurement_theta_max 70 _exptl_crystal_description bar _exptl_crystal_colour colorless _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.067 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 616 _exptl_absorpt_coefficient_mu 20.696 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.57 _exptl_absorpt_correction_T_max 0.60 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 7638 _diffrn_reflns_av_R_equivalents 0.0648 _diffrn_reflns_av_sigmaI/netI 0.0557 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -6 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 4.92 _diffrn_reflns_theta_max 65.99 _reflns_number_total 1759 _reflns_number_gt 1346 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1360P)^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 1759 _refine_ls_number_parameters 130 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0670 _refine_ls_R_factor_gt 0.0591 _refine_ls_wR_factor_ref 0.1883 _refine_ls_wR_factor_gt 0.1707 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.067 _refine_ls_shift/su_max 0.000 _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 0.0000 1.0000 0.0000 0.0554(3) Uani 1 2 d S . . Ag1 Ag 0.0000 1.0000 0.5000 0.0724(5) Uani 1 2 d S . . N1 N 0.2562(6) 0.8864(3) 0.1006(6) 0.0584(12) Uani 1 1 d . . . N2 N 0.0475(8) 0.8271(3) 0.0226(9) 0.0578(14) Uani 1 1 d . . . N3 N 0.2780(10) 1.1092(5) 0.5941(15) 0.119(3) Uani 1 1 d . . . C1 C 0.1086(7) 0.8978(3) 0.0439(8) 0.0548(13) Uani 1 1 d . . . C2 C 0.2915(7) 0.8083(3) 0.1132(8) 0.0628(16) Uani 1 1 d . . . C3 C 0.4241(9) 0.7693(4) 0.1617(11) 0.0730(17) Uani 1 1 d . . . H3A H 0.5144 0.7956 0.1976 0.088 Uiso 1 1 calc R . . C4 C 0.4187(10) 0.6894(4) 0.1553(11) 0.084(2) Uani 1 1 d . . . H4A H 0.5070 0.6614 0.1836 0.101 Uiso 1 1 calc R . . C5 C 0.2839(12) 0.6499(4) 0.1074(12) 0.077(2) Uani 1 1 d . . . H5A H 0.2836 0.5961 0.1069 0.092 Uiso 1 1 calc R . . C6 C 0.1525(9) 0.6889(3) 0.0613(9) 0.0686(18) Uani 1 1 d . . . H6A H 0.0623 0.6626 0.0286 0.082 Uiso 1 1 calc R . . C7 C 0.1577(9) 0.7712(3) 0.0648(10) 0.0630(16) Uani 1 1 d . . . C8 C -0.1143(9) 0.8123(5) -0.0399(15) 0.076(2) Uani 1 1 d . . . H8A H -0.1667 0.8607 -0.0605 0.114 Uiso 1 1 calc R . . H8B H -0.1418 0.7835 0.0664 0.114 Uiso 1 1 calc R . . H8C H -0.1397 0.7833 -0.1663 0.114 Uiso 1 1 calc R . . C9 C 0.3671(8) 0.9497(4) 0.1409(11) 0.082(2) Uani 1 1 d . . . H9A H 0.3167 0.9987 0.1231 0.124 Uiso 1 1 calc R . . H9B H 0.4276 0.9459 0.0459 0.124 Uiso 1 1 calc R . . H9C H 0.4290 0.9457 0.2799 0.124 Uiso 1 1 calc R . . C10 C 0.1894(10) 1.0696(4) 0.5641(11) 0.079(2) 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 0.0666(5) 0.0430(5) 0.0544(5) -0.00038(10) 0.0121(3) -0.01001(12) Ag1 0.0589(8) 0.0429(8) 0.1067(13) 0.0000(2) 0.0069(7) 0.0031(2) N1 0.073(3) 0.045(2) 0.057(3) 0.000(2) 0.017(2) -0.009(2) N2 0.072(3) 0.043(3) 0.059(3) -0.002(2) 0.018(3) -0.013(3) N3 0.086(5) 0.100(6) 0.158(8) 0.012(6) 0.011(5) 0.002(5) C1 0.066(3) 0.048(3) 0.050(3) 0.003(2) 0.015(2) -0.005(3) C2 0.090(5) 0.045(3) 0.055(3) -0.002(2) 0.022(3) -0.013(3) C3 0.080(5) 0.059(3) 0.080(4) 0.004(3) 0.021(4) -0.001(4) C4 0.110(6) 0.061(4) 0.082(5) -0.002(3) 0.028(4) 0.006(4) C5 0.127(8) 0.044(3) 0.065(4) -0.004(3) 0.034(4) -0.005(4) C6 0.109(6) 0.043(3) 0.055(3) -0.007(3) 0.025(3) -0.020(4) C7 0.088(5) 0.046(3) 0.054(3) -0.003(3) 0.016(3) -0.016(3) C8 0.075(5) 0.066(4) 0.085(5) 0.002(4) 0.018(4) -0.014(4) C9 0.081(5) 0.049(3) 0.118(5) -0.004(3) 0.027(4) -0.025(3) C10 0.085(5) 0.055(4) 0.095(5) -0.001(3) 0.022(4) 0.018(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 2.019(5) . ? Au1 C1 2.019(5) 3_575 ? Au1 Ag1 3.35660(15) . ? Au1 Ag1 3.35660(15) 1_554 ? Ag1 C10 2.085(9) . ? Ag1 C10 2.086(9) 3_576 ? Ag1 Au1 3.35660(15) 1_556 ? N1 C1 1.341(7) . ? N1 C2 1.387(7) . ? N1 C9 1.482(7) . ? N2 C1 1.340(8) . ? N2 C7 1.384(10) . ? N2 C8 1.477(10) . ? N3 C10 1.050(10) . ? C2 C7 1.363(9) . ? C2 C3 1.369(9) . ? C3 C4 1.382(9) . ? C4 C5 1.390(11) . ? C5 C6 1.359(11) . ? C6 C7 1.424(7) . ? 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 C1 179.999(1) . 3_575 ? C1 Au1 Ag1 89.30(15) . . ? C1 Au1 Ag1 90.70(15) 3_575 . ? C1 Au1 Ag1 90.70(15) . 1_554 ? C1 Au1 Ag1 89.30(15) 3_575 1_554 ? Ag1 Au1 Ag1 180.0 . 1_554 ? C10 Ag1 C10 179.999(1) . 3_576 ? C10 Ag1 Au1 88.9(2) . . ? C10 Ag1 Au1 91.1(2) 3_576 . ? C10 Ag1 Au1 91.1(2) . 1_556 ? C10 Ag1 Au1 88.9(2) 3_576 1_556 ? Au1 Ag1 Au1 180.0 . 1_556 ? C1 N1 C2 111.7(5) . . ? C1 N1 C9 123.9(5) . . ? C2 N1 C9 124.4(6) . . ? C1 N2 C7 110.0(6) . . ? C1 N2 C8 124.1(7) . . ? C7 N2 C8 125.8(6) . . ? N2 C1 N1 105.8(5) . . ? N2 C1 Au1 126.8(5) . . ? N1 C1 Au1 127.4(4) . . ? C7 C2 C3 122.5(6) . . ? C7 C2 N1 104.8(6) . . ? C3 C2 N1 132.7(6) . . ? C2 C3 C4 117.4(7) . . ? C3 C4 C5 121.4(7) . . ? C6 C5 C4 121.0(7) . . ? C5 C6 C7 117.8(7) . . ? C2 C7 N2 107.7(5) . . ? C2 C7 C6 119.9(7) . . ? N2 C7 C6 132.4(7) . . ? N3 C10 Ag1 174.5(8) . . ? _diffrn_measured_fraction_theta_max 0.972 _diffrn_reflns_theta_full 65.99 _diffrn_measured_fraction_theta_full 0.971 _refine_diff_density_max 1.431 _refine_diff_density_min -1.859 _refine_diff_density_rms 0.273 _database_code_depnum_ccdc_archive 'CCDC 967880' ####################################################################### # # 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_cheny25 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C9 H10 Au0.50 Cl0.50 N2 O' _chemical_formula_weight 278.40 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' 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' 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' _symmetry_cell_setting ? _symmetry_space_group_name_H-M 'P -1 ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 4.1212(3) _cell_length_b 10.9295(9) _cell_length_c 14.0406(10) _cell_angle_alpha 67.288(4) _cell_angle_beta 81.570(3) _cell_angle_gamma 89.986(4) _cell_volume 575.98(8) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.605 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 268 _exptl_absorpt_coefficient_mu 13.207 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6255 _diffrn_reflns_av_R_equivalents 0.0515 _diffrn_reflns_av_sigmaI/netI 0.0470 _diffrn_reflns_limit_h_min -3 _diffrn_reflns_limit_h_max 4 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 6.57 _diffrn_reflns_theta_max 66.17 _reflns_number_total 1720 _reflns_number_gt 1612 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1701P)^2^+3.8287P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1720 _refine_ls_number_parameters 75 _refine_ls_number_restraints 91 _refine_ls_R_factor_all 0.0945 _refine_ls_R_factor_gt 0.0896 _refine_ls_wR_factor_ref 0.2324 _refine_ls_wR_factor_gt 0.2217 _refine_ls_goodness_of_fit_ref 1.096 _refine_ls_restrained_S_all 1.074 _refine_ls_shift/su_max 0.000 _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 0.5000 0.5000 0.5000 0.0677(5) Uani 1 2 d S . . Cl1 Cl 0.444(5) 0.0165(11) 0.6191(14) 0.119(4) Uani 0.50 1 d P . . N2 N 0.180(6) 0.402(3) 0.3606(18) 0.131(3) Uani 1 1 d DU . . N1 N 0.204(6) 0.614(3) 0.2978(17) 0.131(3) Uani 1 1 d DU . . C1 C 0.269(6) 0.505(3) 0.375(2) 0.131(3) Uani 1 1 d DU . . C2 C 0.098(8) 0.579(3) 0.231(2) 0.131(3) Uani 1 1 d DU . . C3 C -0.049(9) 0.650(3) 0.138(2) 0.131(3) Uani 1 1 d DU . . H3A H -0.0491 0.7445 0.1127 0.157 Uiso 1 1 calc R . . C4 C -0.184(9) 0.587(3) 0.087(2) 0.131(3) Uani 1 1 d DU . . H4A H -0.2673 0.6359 0.0243 0.157 Uiso 1 1 calc R . . C5 C -0.205(9) 0.437(3) 0.129(2) 0.131(3) Uani 1 1 d DU . . H5A H -0.3010 0.3915 0.0937 0.157 Uiso 1 1 calc R . . C6 C -0.081(9) 0.366(3) 0.220(2) 0.131(3) Uani 1 1 d DU . . H6A H -0.1006 0.2719 0.2489 0.157 Uiso 1 1 calc R . . C7 C 0.078(8) 0.437(3) 0.272(2) 0.131(3) Uani 1 1 d DU . . C8 C 0.270(7) 0.746(5) 0.290(4) 0.151(16) Uani 1 1 d D . . H8A H 0.4162 0.7958 0.2237 0.226 Uiso 1 1 calc R . . H8B H 0.3761 0.7435 0.3484 0.226 Uiso 1 1 calc R . . H8C H 0.0635 0.7905 0.2908 0.226 Uiso 1 1 calc R . . C9 C 0.205(8) 0.268(5) 0.425(3) 0.141(13) Uani 1 1 d D . . H9A H 0.3511 0.2260 0.3869 0.212 Uiso 1 1 calc R . . H9B H -0.0131 0.2216 0.4467 0.212 Uiso 1 1 calc R . . H9C H 0.2951 0.2628 0.4876 0.212 Uiso 1 1 calc R . . O1W' O 0.38(3) 1.010(10) 0.052(8) 0.23(3) Uiso 0.50 1 d P . . O1W" O 0.04(3) 1.022(10) 0.067(8) 0.23(3) Uiso 0.50 1 d P . . 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 0.0380(6) 0.1346(9) 0.0573(6) -0.0652(5) -0.0113(4) 0.0112(4) Cl1 0.137(12) 0.094(6) 0.142(11) -0.062(6) -0.024(9) 0.013(6) N2 0.192(9) 0.139(5) 0.076(4) -0.064(4) 0.003(5) 0.008(6) N1 0.192(9) 0.139(5) 0.076(4) -0.064(4) 0.003(5) 0.008(6) C1 0.192(9) 0.139(5) 0.076(4) -0.064(4) 0.003(5) 0.008(6) C2 0.192(9) 0.139(5) 0.076(4) -0.064(4) 0.003(5) 0.008(6) C3 0.192(9) 0.139(5) 0.076(4) -0.064(4) 0.003(5) 0.008(6) C4 0.192(9) 0.139(5) 0.076(4) -0.064(4) 0.003(5) 0.008(6) C5 0.192(9) 0.139(5) 0.076(4) -0.064(4) 0.003(5) 0.008(6) C6 0.192(9) 0.139(5) 0.076(4) -0.064(4) 0.003(5) 0.008(6) C7 0.192(9) 0.139(5) 0.076(4) -0.064(4) 0.003(5) 0.008(6) C8 0.079(19) 0.25(4) 0.20(4) -0.17(4) -0.05(2) 0.04(2) C9 0.11(2) 0.22(4) 0.11(2) -0.08(2) -0.020(18) 0.02(2) _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 2.10(3) 2_666 ? Au1 C1 2.10(3) . ? N2 C1 1.27(4) . ? N2 C7 1.29(4) . ? N2 C9 1.41(5) . ? N1 C2 1.27(4) . ? N1 C1 1.33(4) . ? N1 C8 1.43(5) . ? C2 C7 1.44(4) . ? C2 C3 1.45(5) . ? C3 C4 1.35(5) . ? C4 C5 1.51(4) . ? C5 C6 1.38(5) . ? C6 C7 1.45(5) . ? O1W' O1W" 1.39(14) . ? O1W' O1W' 1.7(2) 2_675 ? 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 C1 180.000(6) 2_666 . ? C1 N2 C7 111(3) . . ? C1 N2 C9 127(3) . . ? C7 N2 C9 122(3) . . ? C2 N1 C1 108(3) . . ? C2 N1 C8 127(3) . . ? C1 N1 C8 125(3) . . ? N2 C1 N1 110(3) . . ? N2 C1 Au1 125(2) . . ? N1 C1 Au1 125(2) . . ? N1 C2 C7 107(3) . . ? N1 C2 C3 133(3) . . ? C7 C2 C3 118(3) . . ? C4 C3 C2 122(3) . . ? C3 C4 C5 120(3) . . ? C6 C5 C4 119(3) . . ? C5 C6 C7 120(3) . . ? N2 C7 C2 104(3) . . ? N2 C7 C6 135(3) . . ? C2 C7 C6 120(3) . . ? O1W" O1W' O1W' 128(10) . 2_675 ? _diffrn_measured_fraction_theta_max 0.856 _diffrn_reflns_theta_full 66.17 _diffrn_measured_fraction_theta_full 0.856 _refine_diff_density_max 2.043 _refine_diff_density_min -2.472 _refine_diff_density_rms 0.278 _database_code_depnum_ccdc_archive 'CCDC 967881'