Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2003 data_global _publ_contact_author_email CHMYCT@NUS.EDU.SG _publ_contact_author_name 'Dr Chang Tong Yang' _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_address ; Department of Chemistry National University of Singapore Singapore 117543 SINGAPORE ; _publ_section_title ; Chemical and Biological Studies of Gold(III) Complexes with Uninegative N-N Ligands ; loop_ _publ_author_name 'Chang Tong Yang' 'Daming Fan' 'John D. Ranford' 'Jagadese J. Vittal' data_jdr47 _database_code_CSD 216797 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C6 H6 Au2 Cl4 N4' _chemical_formula_weight 669.88 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' Cl Cl 0.1484 0.1585 '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 monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.7067(1) _cell_length_b 11.3016(2) _cell_length_c 11.9686(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.185(1) _cell_angle_gamma 90.00 _cell_volume 1312.96(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5087 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 29.18 _exptl_crystal_description 'rectangular blocks' _exptl_crystal_colour 'golden yellow' _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 3.389 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1184 _exptl_absorpt_coefficient_mu 23.112 _exptl_absorpt_correction_type 'SADABS (Sheldrick, 1996)' _exptl_absorpt_correction_T_min 0.0372 _exptl_absorpt_correction_T_max 0.1060 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Siemens SMART CCD System' _diffrn_measurement_method 'frames \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7989 _diffrn_reflns_av_R_equivalents 0.0350 _diffrn_reflns_av_sigmaI/netI 0.0428 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.48 _diffrn_reflns_theta_max 29.18 _reflns_number_total 3190 _reflns_number_gt 2631 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Siemens, 1996)' _computing_cell_refinement 'SAINT (Siemens, 1996)' _computing_data_reduction 'SAINT (Siemens, 1996)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXTL (Siemens, 1996)' _computing_molecular_graphics 'SHELXTL (Siemens, 1996)' _computing_publication_material 'SHELXTL (Siemens, 1996)' _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^)+(0.0378P)^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 SHELXL _refine_ls_extinction_coef 0.00217(12) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3190 _refine_ls_number_parameters 146 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0437 _refine_ls_R_factor_gt 0.0323 _refine_ls_wR_factor_ref 0.0793 _refine_ls_wR_factor_gt 0.0754 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _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 0.02028(3) 0.18270(2) 0.47741(2) 0.02826(10) Uani 1 1 d . . . Au2 Au -0.26148(3) 0.19516(2) 0.66506(2) 0.03027(10) Uani 1 1 d . . . Cl1 Cl 0.0048(2) 0.11531(18) 0.29816(17) 0.0471(5) Uani 1 1 d . . . Cl2 Cl 0.2062(2) 0.06455(18) 0.50495(18) 0.0447(5) Uani 1 1 d . . . Cl3 Cl -0.4719(2) 0.12608(19) 0.61073(17) 0.0455(5) Uani 1 1 d . . . Cl4 Cl -0.2724(3) 0.09722(19) 0.83172(18) 0.0522(6) Uani 1 1 d . . . N1 N -0.1440(7) 0.2898(5) 0.4533(5) 0.0350(14) Uani 1 1 d . . . N2 N -0.2553(6) 0.2881(5) 0.5204(5) 0.0331(14) Uani 1 1 d . . . N3 N -0.0724(7) 0.2586(6) 0.7031(5) 0.0383(15) Uani 1 1 d . . . N4 N 0.0369(6) 0.2442(6) 0.6350(5) 0.0352(14) Uani 1 1 d . . . C1 C -0.1656(9) 0.3728(7) 0.3728(7) 0.0427(19) Uani 1 1 d . . . H1A H -0.1050 0.3922 0.3156 0.051 Uiso 1 1 calc R . . C2 C -0.2951(10) 0.4241(7) 0.3908(8) 0.052(2) Uani 1 1 d . . . H2A H -0.3370 0.4830 0.3484 0.062 Uiso 1 1 calc R . . C3 C -0.3473(9) 0.3694(7) 0.4843(7) 0.044(2) Uani 1 1 d . . . H3A H -0.4319 0.3857 0.5172 0.053 Uiso 1 1 calc R . . C4 C -0.0284(10) 0.3226(7) 0.7940(7) 0.047(2) Uani 1 1 d . . . H4A H -0.0829 0.3446 0.8543 0.056 Uiso 1 1 calc R . . C5 C 0.1062(9) 0.3484(8) 0.7820(7) 0.047(2) Uani 1 1 d . . . H5A H 0.1615 0.3910 0.8313 0.057 Uiso 1 1 calc R . . C6 C 0.1443(9) 0.2997(7) 0.6836(8) 0.047(2) Uani 1 1 d . . . H6A H 0.2324 0.3040 0.6536 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 0.02430(16) 0.02783(16) 0.03266(16) -0.00078(10) 0.00377(11) -0.00149(11) Au2 0.02744(17) 0.03204(17) 0.03136(16) -0.00015(10) 0.00458(11) 0.00104(11) Cl1 0.0546(13) 0.0508(11) 0.0359(10) -0.0106(8) 0.0056(9) -0.0056(10) Cl2 0.0312(10) 0.0445(11) 0.0584(12) 0.0063(9) 0.0048(9) 0.0076(9) Cl3 0.0343(11) 0.0541(12) 0.0482(11) -0.0029(9) 0.0043(9) -0.0115(9) Cl4 0.0574(14) 0.0556(13) 0.0437(12) 0.0170(9) 0.0083(10) 0.0043(11) N1 0.038(4) 0.035(3) 0.032(3) 0.003(3) 0.008(3) 0.008(3) N2 0.028(3) 0.034(3) 0.037(3) 0.008(3) 0.004(3) 0.007(3) N3 0.039(4) 0.042(4) 0.033(3) -0.005(3) 0.004(3) 0.000(3) N4 0.030(3) 0.045(4) 0.031(3) -0.002(3) 0.002(3) -0.007(3) C1 0.043(5) 0.043(4) 0.043(5) 0.011(3) 0.004(4) -0.006(4) C2 0.058(6) 0.033(4) 0.063(6) 0.012(4) -0.001(5) 0.015(4) C3 0.037(5) 0.045(5) 0.051(5) -0.001(4) 0.004(4) 0.007(4) C4 0.055(6) 0.052(5) 0.033(4) -0.004(3) 0.004(4) 0.012(4) C5 0.039(5) 0.048(5) 0.054(5) -0.010(4) -0.010(4) -0.007(4) C6 0.036(5) 0.053(5) 0.052(5) 0.001(4) -0.009(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 N4 2.016(6) . ? Au1 N1 2.022(6) . ? Au1 Cl2 2.268(2) . ? Au1 Cl1 2.2810(19) . ? Au2 N3 2.021(7) . ? Au2 N2 2.026(6) . ? Au2 Cl3 2.280(2) . ? Au2 Cl4 2.284(2) . ? N1 N2 1.348(8) . ? N1 C1 1.361(9) . ? N2 C3 1.352(10) . ? N3 N4 1.350(8) . ? N3 C4 1.373(10) . ? N4 C6 1.347(10) . ? C1 C2 1.401(12) . ? C2 C3 1.377(11) . ? C4 C5 1.347(12) . ? C5 C6 1.353(12) . ? 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 N4 Au1 N1 89.3(3) . . ? N4 Au1 Cl2 90.32(19) . . ? N1 Au1 Cl2 179.29(19) . . ? N4 Au1 Cl1 178.93(18) . . ? N1 Au1 Cl1 90.92(19) . . ? Cl2 Au1 Cl1 89.43(8) . . ? N3 Au2 N2 88.8(3) . . ? N3 Au2 Cl3 176.42(18) . . ? N2 Au2 Cl3 87.86(19) . . ? N3 Au2 Cl4 91.14(19) . . ? N2 Au2 Cl4 177.59(18) . . ? Cl3 Au2 Cl4 92.24(8) . . ? N2 N1 C1 108.0(6) . . ? N2 N1 Au1 122.6(4) . . ? C1 N1 Au1 129.3(5) . . ? N1 N2 C3 109.3(6) . . ? N1 N2 Au2 122.9(5) . . ? C3 N2 Au2 127.1(5) . . ? N4 N3 C4 107.4(7) . . ? N4 N3 Au2 122.4(5) . . ? C4 N3 Au2 130.2(6) . . ? C6 N4 N3 107.0(6) . . ? C6 N4 Au1 128.6(6) . . ? N3 N4 Au1 123.0(5) . . ? N1 C1 C2 108.2(7) . . ? C3 C2 C1 105.8(7) . . ? N2 C3 C2 108.7(7) . . ? C5 C4 N3 109.2(7) . . ? C4 C5 C6 105.8(8) . . ? N4 C6 C5 110.6(8) . . ? 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 N4 Au1 N1 N2 -54.9(6) . . . . ? Cl2 Au1 N1 N2 -114(14) . . . . ? Cl1 Au1 N1 N2 126.1(6) . . . . ? N4 Au1 N1 C1 125.0(7) . . . . ? Cl2 Au1 N1 C1 66(15) . . . . ? Cl1 Au1 N1 C1 -53.9(7) . . . . ? C1 N1 N2 C3 -0.4(9) . . . . ? Au1 N1 N2 C3 179.5(5) . . . . ? C1 N1 N2 Au2 -171.3(5) . . . . ? Au1 N1 N2 Au2 8.6(8) . . . . ? N3 Au2 N2 N1 45.5(6) . . . . ? Cl3 Au2 N2 N1 -133.2(5) . . . . ? Cl4 Au2 N2 N1 134(4) . . . . ? N3 Au2 N2 C3 -123.7(7) . . . . ? Cl3 Au2 N2 C3 57.6(7) . . . . ? Cl4 Au2 N2 C3 -35(5) . . . . ? N2 Au2 N3 N4 -56.4(6) . . . . ? Cl3 Au2 N3 N4 -35(4) . . . . ? Cl4 Au2 N3 N4 126.0(6) . . . . ? N2 Au2 N3 C4 122.3(7) . . . . ? Cl3 Au2 N3 C4 144(3) . . . . ? Cl4 Au2 N3 C4 -55.3(7) . . . . ? C4 N3 N4 C6 -0.7(8) . . . . ? Au2 N3 N4 C6 178.2(5) . . . . ? C4 N3 N4 Au1 -168.4(5) . . . . ? Au2 N3 N4 Au1 10.5(8) . . . . ? N1 Au1 N4 C6 -120.7(7) . . . . ? Cl2 Au1 N4 C6 58.7(7) . . . . ? Cl1 Au1 N4 C6 -18(11) . . . . ? N1 Au1 N4 N3 44.2(6) . . . . ? Cl2 Au1 N4 N3 -136.4(6) . . . . ? Cl1 Au1 N4 N3 147(10) . . . . ? N2 N1 C1 C2 -0.1(9) . . . . ? Au1 N1 C1 C2 180.0(6) . . . . ? N1 C1 C2 C3 0.5(10) . . . . ? N1 N2 C3 C2 0.7(9) . . . . ? Au2 N2 C3 C2 171.1(6) . . . . ? C1 C2 C3 N2 -0.8(10) . . . . ? N4 N3 C4 C5 0.6(9) . . . . ? Au2 N3 C4 C5 -178.2(6) . . . . ? N3 C4 C5 C6 -0.2(10) . . . . ? N3 N4 C6 C5 0.6(9) . . . . ? Au1 N4 C6 C5 167.4(6) . . . . ? C4 C5 C6 N4 -0.3(10) . . . . ? _diffrn_measured_fraction_theta_max 0.896 _diffrn_reflns_theta_full 29.18 _diffrn_measured_fraction_theta_full 0.896 _refine_diff_density_max 1.676 _refine_diff_density_min -1.502 _refine_diff_density_rms 0.248 data_9945 _database_code_CSD 216798 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C6 H5 Au Cl2 N2 O' _chemical_formula_weight 388.99 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' Cl Cl 0.1484 0.1585 '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 Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.7791(2) _cell_length_b 5.96210(10) _cell_length_c 17.2028(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.9370(10) _cell_angle_gamma 90.00 _cell_volume 900.31(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'rectangular blocks' _exptl_crystal_colour yellow _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.870 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 704 _exptl_absorpt_coefficient_mu 16.883 _exptl_absorpt_correction_type 'SADABS (Sheldrick, 1996)' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Siemens SMART CCD System' _diffrn_measurement_method 'frames \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4880 _diffrn_reflns_av_R_equivalents 0.0260 _diffrn_reflns_av_sigmaI/netI 0.0230 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.32 _diffrn_reflns_theta_max 26.37 _reflns_number_total 1840 _reflns_number_gt 1746 _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^)+(0.0446P)^2^+1.7048P] 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 1840 _refine_ls_number_parameters 109 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0288 _refine_ls_R_factor_gt 0.0273 _refine_ls_wR_factor_ref 0.0733 _refine_ls_wR_factor_gt 0.0717 _refine_ls_goodness_of_fit_ref 1.124 _refine_ls_restrained_S_all 1.124 _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 0.27314(2) 0.02163(4) 0.453689(12) 0.03212(11) Uani 1 1 d . . . Cl1 Cl 0.43948(19) -0.2539(3) 0.41623(10) 0.0494(4) Uani 1 1 d . . . Cl2 Cl 0.2790(2) 0.1839(3) 0.33496(8) 0.0502(4) Uani 1 1 d . . . O1 O -0.0039(5) 0.3663(8) 0.5974(3) 0.0532(12) Uani 1 1 d . . . N1 N 0.2509(5) -0.0903(9) 0.5654(3) 0.0343(9) Uani 1 1 d . . . N2 N 0.1298(6) 0.2499(8) 0.4912(3) 0.0407(11) Uani 1 1 d . . . H2 H 0.0962 0.3539 0.4608 0.049 Uiso 1 1 calc R . . C1 C 0.3231(7) -0.2628(10) 0.5976(4) 0.0435(13) Uani 1 1 d . . . H1 H 0.3843 -0.3540 0.5674 0.052 Uiso 1 1 calc R . . C2 C 0.3076(8) -0.3087(12) 0.6772(4) 0.0525(16) Uani 1 1 d . . . H2A H 0.3598 -0.4283 0.6999 0.063 Uiso 1 1 calc R . . C3 C 0.2145(8) -0.1752(12) 0.7213(4) 0.0485(15) Uani 1 1 d . . . H3 H 0.2034 -0.2052 0.7739 0.058 Uiso 1 1 calc R . . C4 C 0.1366(9) 0.0049(10) 0.6873(4) 0.0431(15) Uani 1 1 d . . . H4 H 0.0730 0.0959 0.7163 0.052 Uiso 1 1 calc R . . C5 C 0.1579(7) 0.0439(10) 0.6071(4) 0.0354(12) Uani 1 1 d . . . C6 C 0.0863(6) 0.2388(10) 0.5648(3) 0.0378(12) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Au1 0.03557(16) 0.02790(15) 0.03283(16) -0.00291(7) -0.00135(10) 0.00384(7) Cl1 0.0535(8) 0.0408(8) 0.0541(9) -0.0096(7) 0.0043(7) 0.0150(6) Cl2 0.0706(10) 0.0473(8) 0.0328(7) 0.0007(6) 0.0018(7) 0.0079(7) O1 0.060(3) 0.053(3) 0.047(2) 0.002(2) 0.012(2) 0.026(2) N1 0.034(2) 0.034(2) 0.035(2) 0.000(2) -0.0043(18) 0.0033(19) N2 0.047(3) 0.034(3) 0.041(3) 0.002(2) -0.001(2) 0.014(2) C1 0.048(3) 0.035(3) 0.048(3) 0.008(3) 0.006(3) 0.008(2) C2 0.057(4) 0.050(4) 0.051(4) 0.014(3) -0.001(3) 0.010(3) C3 0.056(4) 0.055(4) 0.035(3) 0.011(3) -0.002(3) -0.001(3) C4 0.049(4) 0.048(4) 0.033(3) 0.002(2) 0.003(3) 0.001(2) C5 0.040(3) 0.037(3) 0.029(3) 0.004(2) -0.007(2) -0.001(2) C6 0.034(3) 0.037(3) 0.042(3) -0.002(2) -0.004(2) 0.007(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 N2 1.969(5) . ? Au1 N1 2.047(5) . ? Au1 Cl2 2.2613(15) . ? Au1 Cl1 2.2971(14) . ? O1 C6 1.239(7) . ? N1 C1 1.324(7) . ? N1 C5 1.356(8) . ? N2 C6 1.331(8) . ? C1 C2 1.404(9) . ? C2 C3 1.378(11) . ? C3 C4 1.396(9) . ? C4 C5 1.414(9) . ? C5 C6 1.503(8) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Au1 N1 81.18(19) . . ? N2 Au1 Cl2 91.39(15) . . ? N1 Au1 Cl2 172.53(14) . . ? N2 Au1 Cl1 176.97(15) . . ? N1 Au1 Cl1 95.80(14) . . ? Cl2 Au1 Cl1 91.63(6) . . ? C1 N1 C5 121.7(5) . . ? C1 N1 Au1 126.4(4) . . ? C5 N1 Au1 111.8(4) . . ? C6 N2 Au1 118.2(4) . . ? N1 C1 C2 120.4(6) . . ? C3 C2 C1 119.5(6) . . ? C2 C3 C4 120.3(6) . . ? C3 C4 C5 117.6(6) . . ? N1 C5 C4 120.6(5) . . ? N1 C5 C6 116.8(5) . . ? C4 C5 C6 122.6(6) . . ? O1 C6 N2 126.6(5) . . ? O1 C6 C5 121.4(6) . . ? N2 C6 C5 112.0(5) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.819 _refine_diff_density_min -1.877 _refine_diff_density_rms 0.220