# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 186/2184 data_mn1056 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common [Au(CH3OCNHCH3)2][C7Cl2NO3].CHCl3 _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H15 Au Cl5 N3 O5' _chemical_formula_weight 679.51 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' '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' '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 2~1~/m' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' '-x, -y, -z' 'x, -y-1/2, z' _cell_length_a 10.5702(8) _cell_length_b 6.6361(5) _cell_length_c 14.9708(11) _cell_angle_alpha 90.00 _cell_angle_beta 91.221(3) _cell_angle_gamma 90.00 _cell_volume 1049.89(14) _cell_formula_units_Z 2 _cell_measurement_temperature 89(2) _cell_measurement_reflns_used 5358 _cell_measurement_theta_min 3.3 _cell_measurement_theta_max 31.4 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.149 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 648 _exptl_absorpt_coefficient_mu 7.674 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.2067 _exptl_absorpt_correction_T_max 0.6560 _exptl_absorpt_process_details 'sadabs 2.0' _exptl_special_details ; ? ; _diffrn_ambient_temperature 89(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1000' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number '50 frames remeasured' _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% <0.1 _diffrn_reflns_number 14465 _diffrn_reflns_av_R_equivalents 0.0218 _diffrn_reflns_av_sigmaI/netI 0.0264 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 31.47 _reflns_number_total 3596 _reflns_number_gt 3410 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _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 'SHELXTL 5.03, XP (Sheldrick, 1994)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0231P)^2^+0.3909P] 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 '0 0 1 omitted' _refine_ls_number_reflns 3596 _refine_ls_number_parameters 180 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0196 _refine_ls_R_factor_gt 0.0180 _refine_ls_wR_factor_ref 0.0446 _refine_ls_wR_factor_gt 0.0440 _refine_ls_goodness_of_fit_ref 1.059 _refine_ls_restrained_S_all 1.059 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Au1 Au 0.129698(8) 0.2500 0.727410(7) 0.01491(4) Uani 1 2 d S . . O1 O 0.41564(19) 0.2500 0.73031(14) 0.0206(4) Uani 1 2 d S . . O2 O -0.09438(19) 0.2500 0.84859(14) 0.0220(4) Uani 1 2 d S . . N1 N 0.3305(2) 0.2500 0.59570(17) 0.0185(4) Uani 1 2 d S . . H1 H 0.2649 0.2500 0.5585 0.022 Uiso 1 2 calc SR . . N2 N -0.1450(2) 0.2500 0.70616(18) 0.0229(5) Uani 1 2 d S . . H2 H -0.1241 0.2500 0.6496 0.028 Uiso 1 2 calc SR . . C1 C 0.3091(2) 0.2500 0.6810(2) 0.0171(5) Uani 1 2 d S . . C2 C 0.4576(3) 0.2500 0.5579(2) 0.0237(6) Uani 1 2 d S . . H2A H 0.4515 0.2500 0.4941 0.035 Uiso 1 2 d S . . H2B H 0.5028 0.3681 0.5780 0.035 Uiso 1 1 d . . . C3 C 0.4021(3) 0.2500 0.8259(2) 0.0264(7) Uani 1 2 d S . . H3A H 0.357(3) 0.143(5) 0.845(2) 0.048(10) Uiso 1 1 d . . . H3B H 0.486(4) 0.2500 0.853(3) 0.030(11) Uiso 1 2 d S . . C4 C -0.0531(3) 0.2500 0.76555(19) 0.0169(5) Uani 1 2 d S . . C5 C -0.2806(3) 0.2500 0.7259(2) 0.0342(8) Uani 1 2 d S . . H5A H -0.3285 0.2500 0.6715 0.051 Uiso 1 2 d S . . H5B H -0.2995 0.1319 0.7603 0.051 Uiso 1 1 d . . . C6 C 0.0009(3) 0.2500 0.9187(2) 0.0362(9) Uani 1 2 d S . . H6A H 0.051(3) 0.362(6) 0.920(2) 0.051(10) Uiso 1 1 d . . . H6B H -0.039(5) 0.2500 0.972(4) 0.055(16) Uiso 1 2 d S . . Cl1 Cl -0.20433(6) 0.2500 0.17612(5) 0.02200(13) Uani 1 2 d S . . Cl2 Cl -0.36063(6) 0.2500 0.35469(5) 0.01950(12) Uani 1 2 d S . . O3 O -0.1924(2) 0.2500 0.51249(15) 0.0318(6) Uani 1 2 d S . . O4 O 0.0639(2) 0.2500 0.20666(15) 0.0227(4) Uani 1 2 d S . . O5 O 0.0654(2) 0.2500 0.52213(16) 0.0334(6) Uani 1 2 d S . . N3 N 0.3187(3) 0.2500 0.3638(2) 0.0442(9) Uani 1 2 d S . . C7 C -0.1322(2) 0.2500 0.27941(18) 0.0160(5) Uani 1 2 d S . . C8 C -0.1982(2) 0.2500 0.35474(19) 0.0165(5) Uani 1 2 d S . . C9 C -0.1328(3) 0.2500 0.4440(2) 0.0205(5) Uani 1 2 d S . . C10 C 0.0130(3) 0.2500 0.4469(2) 0.0227(6) Uani 1 2 d S . . C11 C 0.0746(3) 0.2500 0.3644(2) 0.0213(6) Uani 1 2 d S . . C12 C 0.0106(2) 0.2500 0.27918(19) 0.0171(5) Uani 1 2 d S . . C13 C 0.2098(3) 0.2500 0.3640(2) 0.0301(7) Uani 1 2 d S . . Cl3 Cl 0.30167(8) 0.03117(14) 0.03207(5) 0.0515(2) Uani 1 1 d . . . Cl4 Cl 0.45873(8) 0.2500 0.15858(6) 0.0392(2) Uani 1 2 d S . . C14 C 0.3146(3) 0.2500 0.0990(2) 0.0400(10) Uani 1 2 d S . . H14A H 0.2442 0.2500 0.1426 0.048 Uiso 1 2 calc SR . . 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 0.01245(5) 0.01653(5) 0.01584(5) 0.000 0.00256(3) 0.000 O1 0.0144(8) 0.0304(11) 0.0171(9) 0.000 -0.0005(7) 0.000 O2 0.0160(9) 0.0342(12) 0.0158(10) 0.000 0.0028(7) 0.000 N1 0.0135(10) 0.0235(12) 0.0184(11) 0.000 0.0023(8) 0.000 N2 0.0164(10) 0.0357(15) 0.0168(11) 0.000 0.0017(9) 0.000 C1 0.0144(11) 0.0163(12) 0.0207(13) 0.000 0.0013(9) 0.000 C2 0.0153(11) 0.0363(17) 0.0196(13) 0.000 0.0056(10) 0.000 C3 0.0185(13) 0.045(2) 0.0156(13) 0.000 0.0030(10) 0.000 C4 0.0159(11) 0.0169(12) 0.0181(13) 0.000 0.0027(9) 0.000 C5 0.0141(12) 0.064(3) 0.0248(16) 0.000 0.0006(11) 0.000 C6 0.0226(15) 0.069(3) 0.0173(15) 0.000 -0.0012(12) 0.000 Cl1 0.0193(3) 0.0313(4) 0.0153(3) 0.000 -0.0007(2) 0.000 Cl2 0.0143(3) 0.0228(3) 0.0216(3) 0.000 0.0035(2) 0.000 O3 0.0264(11) 0.0550(17) 0.0140(10) 0.000 0.0041(8) 0.000 O4 0.0186(9) 0.0313(12) 0.0182(10) 0.000 0.0042(7) 0.000 O5 0.0242(11) 0.0602(18) 0.0156(10) 0.000 -0.0017(8) 0.000 N3 0.0202(13) 0.086(3) 0.0267(15) 0.000 -0.0007(11) 0.000 C7 0.0146(11) 0.0170(12) 0.0164(12) 0.000 -0.0002(9) 0.000 C8 0.0143(11) 0.0168(12) 0.0184(12) 0.000 0.0019(9) 0.000 C9 0.0188(12) 0.0252(14) 0.0176(13) 0.000 0.0015(10) 0.000 C10 0.0189(12) 0.0310(15) 0.0182(13) 0.000 -0.0001(10) 0.000 C11 0.0163(12) 0.0309(15) 0.0166(13) 0.000 0.0016(9) 0.000 C12 0.0157(11) 0.0179(12) 0.0178(12) 0.000 0.0020(9) 0.000 C13 0.0208(13) 0.049(2) 0.0206(15) 0.000 0.0000(11) 0.000 Cl3 0.0564(4) 0.0694(5) 0.0284(3) 0.0112(3) -0.0081(3) -0.0339(4) Cl4 0.0262(4) 0.0601(6) 0.0309(4) 0.000 -0.0098(3) 0.000 C14 0.0175(13) 0.084(3) 0.0182(15) 0.000 0.0036(11) 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 C4 2.027(3) . ? Au1 C1 2.033(3) . ? O1 C1 1.333(3) . ? O1 C3 1.441(4) . ? O2 C4 1.326(3) . ? O2 C6 1.439(4) . ? N1 C1 1.302(4) . ? N1 C2 1.469(4) . ? N2 C4 1.302(4) . ? N2 C5 1.470(4) . ? Cl1 C7 1.709(3) . ? Cl2 C8 1.717(3) . ? O3 C9 1.215(4) . ? O4 C12 1.234(3) . ? O5 C10 1.244(4) . ? N3 C13 1.151(4) . ? C7 C8 1.339(4) . ? C7 C12 1.509(4) . ? C8 C9 1.491(4) . ? C9 C10 1.541(4) . ? C10 C11 1.409(4) . ? C11 C13 1.429(4) . ? C11 C12 1.432(4) . ? Cl3 C14 1.768(2) . ? Cl4 C14 1.748(3) . ? C14 Cl3 1.768(2) 4_565 ? 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 C4 Au1 C1 176.40(11) . . ? C1 O1 C3 116.7(2) . . ? C4 O2 C6 116.4(2) . . ? C1 N1 C2 123.9(2) . . ? C4 N2 C5 125.4(3) . . ? N1 C1 O1 112.4(2) . . ? N1 C1 Au1 121.2(2) . . ? O1 C1 Au1 126.5(2) . . ? N2 C4 O2 112.6(2) . . ? N2 C4 Au1 120.6(2) . . ? O2 C4 Au1 126.8(2) . . ? C8 C7 C12 122.8(2) . . ? C8 C7 Cl1 122.1(2) . . ? C12 C7 Cl1 115.1(2) . . ? C7 C8 C9 121.0(2) . . ? C7 C8 Cl2 122.6(2) . . ? C9 C8 Cl2 116.4(2) . . ? O3 C9 C8 121.2(3) . . ? O3 C9 C10 120.8(3) . . ? C8 C9 C10 118.0(2) . . ? O5 C10 C11 126.0(3) . . ? O5 C10 C9 116.9(3) . . ? C11 C10 C9 117.1(3) . . ? C10 C11 C13 119.0(3) . . ? C10 C11 C12 124.2(3) . . ? C13 C11 C12 116.7(3) . . ? O4 C12 C11 124.6(3) . . ? O4 C12 C7 118.5(2) . . ? C11 C12 C7 116.9(2) . . ? N3 C13 C11 179.8(4) . . ? Cl4 C14 Cl3 110.20(13) . 4_565 ? Cl4 C14 Cl3 110.20(13) . . ? Cl3 C14 Cl3 110.41(19) 4_565 . ? 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 N2 H2 O3 0.88 2.16 2.932(3) 146.0 . N2 H2 O5 0.88 2.80 3.577(4) 148.7 . N1 H1 O5 0.88 2.17 2.988(3) 155.3 . C14 H14A O4 1.00 2.15 3.131(4) 165.8 . _diffrn_measured_fraction_theta_max 0.958 _diffrn_reflns_theta_full 31.47 _diffrn_measured_fraction_theta_full 0.958 _refine_diff_density_max 1.396 _refine_diff_density_min -0.903 _refine_diff_density_rms 0.114 #===END data_mn1032 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common [Au(CH3OCNHCH3)2][C7Cl2NO3] _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C13 H14 Au Cl2 N3 O5' _chemical_formula_weight 560.14 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' '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 9.3330(5) _cell_length_b 9.4169(5) _cell_length_c 10.4907(6) _cell_angle_alpha 75.6230(10) _cell_angle_beta 68.2100(10) _cell_angle_gamma 89.0390(10) _cell_volume 826.40(8) _cell_formula_units_Z 2 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 4307 _cell_measurement_theta_min 2.2 _cell_measurement_theta_max 29.9 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.06 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.251 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 532 _exptl_absorpt_coefficient_mu 9.254 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6067 _exptl_absorpt_correction_T_max 0.7687 _exptl_absorpt_process_details ;SADABS, Sheldrick, G.M. An empirical absorption correction program based on the method of Blessing, R. H., Acta Cryst. (1995). A51, 33-38. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1000' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number '50 frames remeasured' _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% <0.1 _diffrn_reflns_number 11590 _diffrn_reflns_av_R_equivalents 0.0351 _diffrn_reflns_av_sigmaI/netI 0.0631 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.17 _diffrn_reflns_theta_max 31.52 _reflns_number_total 5138 _reflns_number_gt 4195 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _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 'SHELXTL 5.03, XP (Sheldrick, 1994)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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. The hydrogens on nitrogen were refined with a distance restraint (DFIX) of 0.91(1)\%A. ; _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^)+(0.0175P)^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_number_reflns 5138 _refine_ls_number_parameters 229 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0424 _refine_ls_R_factor_gt 0.0280 _refine_ls_wR_factor_ref 0.0508 _refine_ls_wR_factor_gt 0.0480 _refine_ls_goodness_of_fit_ref 0.908 _refine_ls_restrained_S_all 0.908 _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 0.631951(19) 0.388569(18) 0.968777(19) 0.01406(4) Uani 1 1 d . . . O1 O 0.7979(3) 0.5367(3) 0.6584(3) 0.0193(6) Uani 1 1 d . . . O2 O 0.6136(3) 0.4026(3) 1.2574(3) 0.0178(6) Uani 1 1 d . . . N1 N 0.6355(4) 0.3509(4) 0.6997(4) 0.0180(7) Uani 1 1 d D . . H1 H 0.565(4) 0.275(3) 0.758(4) 0.028(13) Uiso 1 1 d D . . N2 N 0.4656(4) 0.2206(4) 1.2648(4) 0.0175(7) Uani 1 1 d D . . H2 H 0.419(6) 0.181(5) 1.218(5) 0.052(17) Uiso 1 1 d D . . C1 C 0.6959(4) 0.4288(4) 0.7556(4) 0.0150(8) Uani 1 1 d . . . C2 C 0.6706(5) 0.3739(5) 0.5475(5) 0.0293(10) Uani 1 1 d . . . H2A H 0.7830 0.3885 0.4954 0.044 Uiso 1 1 calc R . . H2B H 0.6227 0.4611 0.5137 0.044 Uiso 1 1 calc R . . H2C H 0.6295 0.2876 0.5317 0.044 Uiso 1 1 calc R . . C3 C 0.8791(5) 0.6256(5) 0.7094(5) 0.0251(10) Uani 1 1 d . . . H3A H 0.9440 0.5640 0.7518 0.038 Uiso 1 1 calc R . . H3B H 0.8037 0.6673 0.7812 0.038 Uiso 1 1 calc R . . H3C H 0.9445 0.7054 0.6298 0.038 Uiso 1 1 calc R . . C4 C 0.5662(4) 0.3330(4) 1.1834(5) 0.0153(8) Uani 1 1 d . . . C5 C 0.4136(5) 0.1736(5) 1.4190(5) 0.0241(9) Uani 1 1 d . . . H5A H 0.3628 0.2530 1.4595 0.036 Uiso 1 1 calc R . . H5B H 0.5029 0.1499 1.4459 0.036 Uiso 1 1 calc R . . H5C H 0.3402 0.0862 1.4555 0.036 Uiso 1 1 calc R . . C6 C 0.7325(5) 0.5225(5) 1.1757(5) 0.0236(9) Uani 1 1 d . . . H6A H 0.6997 0.5907 1.1064 0.035 Uiso 1 1 calc R . . H6B H 0.8292 0.4833 1.1256 0.035 Uiso 1 1 calc R . . H6C H 0.7489 0.5746 1.2398 0.035 Uiso 1 1 calc R . . Cl1 Cl -0.05273(11) -0.26399(11) 1.30818(11) 0.0212(2) Uani 1 1 d . . . Cl2 Cl 0.17581(12) -0.03509(11) 1.32522(11) 0.0223(2) Uani 1 1 d . . . O3 O 0.3808(3) 0.1337(3) 1.0395(3) 0.0261(7) Uani 1 1 d . . . O4 O -0.0221(3) -0.2500(3) 1.0198(3) 0.0230(7) Uani 1 1 d . . . O5 O 0.4003(3) 0.1111(3) 0.7815(3) 0.0238(7) Uani 1 1 d . . . N3 N 0.1846(4) -0.1127(4) 0.6597(4) 0.0247(8) Uani 1 1 d . . . C7 C 0.0772(4) -0.1466(4) 1.1580(5) 0.0164(8) Uani 1 1 d . . . C8 C 0.1746(4) -0.0492(4) 1.1658(4) 0.0162(8) Uani 1 1 d . . . C9 C 0.2894(4) 0.0469(4) 1.0358(5) 0.0185(8) Uani 1 1 d . . . C10 C 0.2968(4) 0.0321(4) 0.8895(5) 0.0177(8) Uani 1 1 d . . . C11 C 0.1860(4) -0.0703(4) 0.8904(4) 0.0155(8) Uani 1 1 d . . . C12 C 0.0752(4) -0.1612(4) 1.0182(4) 0.0150(8) Uani 1 1 d . . . C13 C 0.1870(5) -0.0912(4) 0.7620(5) 0.0185(9) 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 0.01372(7) 0.01381(7) 0.01427(7) -0.00374(5) -0.00481(5) 0.00071(5) O1 0.0189(14) 0.0176(15) 0.0171(16) -0.0017(12) -0.0035(12) -0.0013(12) O2 0.0212(15) 0.0157(14) 0.0146(15) 0.0011(12) -0.0079(12) -0.0052(11) N1 0.0207(18) 0.0187(18) 0.0139(18) -0.0025(15) -0.0069(15) 0.0011(14) N2 0.0154(17) 0.0187(18) 0.0169(19) -0.0038(15) -0.0049(14) -0.0016(14) C1 0.0127(18) 0.0148(19) 0.013(2) -0.0009(16) -0.0011(15) 0.0014(15) C2 0.036(3) 0.034(3) 0.021(2) -0.011(2) -0.012(2) 0.000(2) C3 0.025(2) 0.021(2) 0.027(3) -0.0041(19) -0.0073(19) -0.0039(18) C4 0.0134(19) 0.0130(19) 0.023(2) -0.0056(17) -0.0101(17) 0.0049(15) C5 0.024(2) 0.026(2) 0.017(2) 0.0007(19) -0.0062(18) -0.0079(18) C6 0.024(2) 0.022(2) 0.022(2) -0.0010(19) -0.0082(18) -0.0115(17) Cl1 0.0208(5) 0.0207(5) 0.0189(5) -0.0046(4) -0.0040(4) -0.0037(4) Cl2 0.0250(5) 0.0232(5) 0.0213(5) -0.0080(4) -0.0103(4) -0.0007(4) O3 0.0266(17) 0.0247(18) 0.0272(18) -0.0059(14) -0.0105(14) -0.0084(13) O4 0.0215(15) 0.0219(16) 0.0228(17) -0.0051(13) -0.0054(13) -0.0075(12) O5 0.0188(15) 0.0219(16) 0.0258(18) -0.0045(14) -0.0038(13) -0.0059(12) N3 0.0225(19) 0.0211(19) 0.027(2) -0.0042(17) -0.0071(16) -0.0003(15) C7 0.0116(18) 0.0113(19) 0.026(2) -0.0047(17) -0.0064(16) 0.0024(14) C8 0.0175(19) 0.0152(19) 0.017(2) -0.0059(16) -0.0065(16) 0.0026(15) C9 0.0146(19) 0.016(2) 0.026(2) -0.0089(18) -0.0077(17) 0.0031(15) C10 0.0152(19) 0.0129(19) 0.023(2) -0.0052(17) -0.0055(17) 0.0035(15) C11 0.0109(18) 0.0128(19) 0.020(2) -0.0058(17) -0.0022(16) 0.0018(15) C12 0.0168(19) 0.0125(19) 0.017(2) -0.0043(16) -0.0076(16) 0.0036(15) C13 0.0162(19) 0.014(2) 0.023(2) -0.0039(18) -0.0050(17) 0.0019(15) _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 2.025(4) . ? Au1 C4 2.029(4) . ? Au1 Au1 3.1955(3) 2_667 ? O1 C1 1.332(5) . ? O1 C3 1.451(5) . ? O2 C4 1.321(5) . ? O2 C6 1.448(5) . ? N1 C1 1.293(5) . ? N1 C2 1.465(5) . ? N2 C4 1.312(5) . ? N2 C5 1.455(5) . ? Cl1 C7 1.713(4) . ? Cl2 C8 1.715(4) . ? O3 C9 1.209(5) . ? O4 C12 1.238(5) . ? O5 C10 1.250(5) . ? N3 C13 1.148(5) . ? C7 C8 1.340(5) . ? C7 C12 1.513(6) . ? C8 C9 1.470(6) . ? C9 C10 1.551(6) . ? C10 C11 1.422(5) . ? C11 C13 1.405(6) . ? C11 C12 1.424(5) . ? 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 C4 175.99(17) . . ? C1 Au1 Au1 99.32(11) . 2_667 ? C4 Au1 Au1 83.20(10) . 2_667 ? C1 O1 C3 117.0(3) . . ? C4 O2 C6 116.2(3) . . ? C1 N1 C2 125.8(4) . . ? C4 N2 C5 124.7(4) . . ? N1 C1 O1 112.6(4) . . ? N1 C1 Au1 121.7(3) . . ? O1 C1 Au1 125.7(3) . . ? N2 C4 O2 112.3(4) . . ? N2 C4 Au1 121.5(3) . . ? O2 C4 Au1 126.2(3) . . ? C8 C7 C12 122.8(4) . . ? C8 C7 Cl1 121.2(3) . . ? C12 C7 Cl1 116.0(3) . . ? C7 C8 C9 120.6(4) . . ? C7 C8 Cl2 122.1(3) . . ? C9 C8 Cl2 117.3(3) . . ? O3 C9 C8 122.1(4) . . ? O3 C9 C10 119.1(4) . . ? C8 C9 C10 118.8(3) . . ? O5 C10 C11 126.0(4) . . ? O5 C10 C9 116.9(3) . . ? C11 C10 C9 117.1(4) . . ? C13 C11 C10 120.3(4) . . ? C13 C11 C12 116.8(4) . . ? C10 C11 C12 122.8(4) . . ? O4 C12 C11 123.2(4) . . ? O4 C12 C7 119.0(4) . . ? C11 C12 C7 117.9(3) . . ? N3 C13 C11 177.7(5) . . ? 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 N2 H2 O3 0.907(10) 2.18(2) 3.042(4) 158(5) . N2 H2 Cl2 0.907(10) 2.77(4) 3.421(4) 130(4) . N1 H1 O5 0.905(10) 2.10(3) 2.909(5) 148(4) . _diffrn_measured_fraction_theta_max 0.934 _diffrn_reflns_theta_full 31.52 _diffrn_measured_fraction_theta_full 0.934 _refine_diff_density_max 1.111 _refine_diff_density_min -1.520 _refine_diff_density_rms 0.186 #===END data_mn1067 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common [Au(CH3OCNHCH3)2][CF3COO] _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C8 H14 Au F3 N2 O4' _chemical_formula_weight 456.18 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' 'Au' 'Au' -2.0133 8.8022 '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' '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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z+1/2' '-x, y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z-1/2' 'x, -y-1/2, z' _cell_length_a 6.5408(3) _cell_length_b 13.5187(7) _cell_length_c 14.8583(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1313.82(12) _cell_formula_units_Z 4 _cell_measurement_temperature 89(2) _cell_measurement_reflns_used 4721 _cell_measurement_theta_min 2.7 _cell_measurement_theta_max 31.4 _exptl_crystal_description needle _exptl_crystal_colour 'pale yellow/green' _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.306 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 856 _exptl_absorpt_coefficient_mu 11.242 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.1334 _exptl_absorpt_correction_T_max 0.5519 _exptl_absorpt_process_details 'sadabs 2.0' _exptl_special_details ; ? ; _diffrn_ambient_temperature 89(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1000' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number '50 frames remeasured' _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% <0.1 _diffrn_reflns_number 18055 _diffrn_reflns_av_R_equivalents 0.0145 _diffrn_reflns_av_sigmaI/netI 0.0197 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 31.50 _reflns_number_total 2192 _reflns_number_gt 2003 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _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 'SHELXTL 5.03, XP (Sheldrick, 1994)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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. There is disorder in the CF3 group and a minor set of F's (F1B, F2B) is included in the refinement at occupancy 0.133(4). Only the major set of F's was assigned anisotropic thermal parameters. ; _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^)+(0.0172P)^2^+1.3293P] 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 'three reflections omitted' _refine_ls_number_reflns 2192 _refine_ls_number_parameters 96 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0202 _refine_ls_R_factor_gt 0.0171 _refine_ls_wR_factor_ref 0.0405 _refine_ls_wR_factor_gt 0.0395 _refine_ls_goodness_of_fit_ref 1.068 _refine_ls_restrained_S_all 1.076 _refine_ls_shift/su_max 0.021 _refine_ls_shift/su_mean 0.001 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 0.143433(17) 0.7500 0.242506(7) 0.01655(4) Uani 1 2 d S . . O1 O 0.1484(3) 0.53670(13) 0.17946(11) 0.0203(3) Uani 1 1 d . . . N1 N 0.1350(3) 0.55538(16) 0.32590(13) 0.0186(4) Uani 1 1 d . . . H1 H 0.1326 0.5931 0.3742 0.022 Uiso 1 1 calc R . . C1 C 0.1425(3) 0.5999(2) 0.24799(13) 0.0173(4) Uani 1 1 d . . . C2 C 0.1302(4) 0.4480(2) 0.33992(16) 0.0239(5) Uani 1 1 d . . . H2A H 0.2674 0.4207 0.3309 0.036 Uiso 1 1 calc R . . H2B H 0.0354 0.4178 0.2969 0.036 Uiso 1 1 calc R . . H2C H 0.0845 0.4338 0.4014 0.036 Uiso 1 1 calc R . . C3 C 0.1529(4) 0.5785(2) 0.08986(14) 0.0248(5) Uani 1 1 d . . . H3A H 0.2602 0.6289 0.0865 0.037 Uiso 1 1 calc R . . H3B H 0.0202 0.6088 0.0764 0.037 Uiso 1 1 calc R . . H3C H 0.1811 0.5261 0.0460 0.037 Uiso 1 1 calc R . . F1A F 0.4305(5) 0.6708(2) 0.60666(18) 0.0714(12) Uani 0.867(4) 1 d P A 1 F2A F 0.1980(6) 0.7500 0.67114(18) 0.0579(11) Uani 0.867(4) 2 d SP A 1 F1B F 0.331(3) 0.8221(12) 0.6500(11) 0.053 Uiso 0.133(4) 1 d PD A 2 F2B F 0.528(3) 0.7500 0.5686(14) 0.053 Uiso 0.133(4) 2 d SPD A 2 O2 O 0.1458(3) 0.66611(17) 0.48267(13) 0.0384(5) Uani 1 1 d . . . C4 C 0.1891(5) 0.7500 0.5105(2) 0.0216(6) Uani 1 2 d S . . C5 C 0.3212(6) 0.7500 0.5971(2) 0.0262(7) Uani 1 2 d SD . . 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 0.01320(6) 0.01693(6) 0.01952(6) 0.000 -0.00002(4) 0.000 O1 0.0210(8) 0.0208(8) 0.0192(7) -0.0018(6) 0.0008(6) 0.0016(7) N1 0.0167(9) 0.0191(9) 0.0200(8) -0.0011(7) -0.0005(6) -0.0011(7) C1 0.0113(9) 0.0204(11) 0.0202(9) -0.0021(7) 0.0000(8) -0.0007(7) C2 0.0249(12) 0.0204(12) 0.0265(11) 0.0046(8) -0.0009(8) 0.0003(9) C3 0.0266(12) 0.0306(13) 0.0172(9) 0.0005(8) 0.0000(8) 0.0001(11) F1A 0.100(2) 0.0579(18) 0.0567(16) -0.0163(12) -0.0391(17) 0.0551(17) F2A 0.070(3) 0.087(3) 0.0162(12) 0.000 -0.0008(13) 0.000 O2 0.0466(13) 0.0452(13) 0.0235(9) -0.0108(8) 0.0037(8) -0.0223(10) C4 0.0187(16) 0.0310(18) 0.0152(12) 0.000 0.0026(10) 0.000 C5 0.035(2) 0.0158(15) 0.0274(16) 0.000 -0.0096(13) 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 2.031(3) . ? Au1 C1 2.031(3) 8_575 ? Au1 Au1 3.27797(15) 6_556 ? Au1 Au1 3.27797(15) 6_656 ? O1 C1 1.330(3) . ? O1 C3 1.447(3) . ? N1 C1 1.306(3) . ? N1 C2 1.467(3) . ? F1A C5 1.296(3) . ? F2A C5 1.364(5) . ? F1B C5 1.254(13) . ? F2B C5 1.416(16) . ? O2 C4 1.240(2) . ? C4 O2 1.240(2) 8_575 ? C4 C5 1.551(5) . ? C5 F1B 1.254(13) 8_575 ? C5 F1A 1.296(3) 8_575 ? 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 175.39(11) . 8_575 ? C1 Au1 Au1 89.67(6) . 6_556 ? C1 Au1 Au1 89.67(6) 8_575 6_556 ? C1 Au1 Au1 90.02(6) . 6_656 ? C1 Au1 Au1 90.02(6) 8_575 6_656 ? Au1 Au1 Au1 172.209(7) 6_556 6_656 ? C1 O1 C3 117.0(2) . . ? C1 N1 C2 125.7(2) . . ? N1 C1 O1 112.6(2) . . ? N1 C1 Au1 119.75(17) . . ? O1 C1 Au1 127.67(16) . . ? O2 C4 O2 132.4(3) . 8_575 ? O2 C4 C5 113.82(17) . . ? O2 C4 C5 113.82(17) 8_575 . ? F1B C5 F1B 102.1(17) 8_575 . ? F1B C5 F1A 42.3(8) 8_575 . ? F1B C5 F1A 123.1(9) . . ? F1B C5 F1A 123.1(9) 8_575 8_575 ? F1B C5 F1A 42.3(8) . 8_575 ? F1A C5 F1A 111.5(4) . 8_575 ? F1B C5 F2A 61.6(9) 8_575 . ? F1B C5 F2A 61.6(9) . . ? F1A C5 F2A 103.8(3) . . ? F1A C5 F2A 103.8(3) 8_575 . ? F1B C5 F2B 98.0(10) 8_575 . ? F1B C5 F2B 98.0(10) . . ? F1A C5 F2B 60.4(4) . . ? F1A C5 F2B 60.4(4) 8_575 . ? F2A C5 F2B 143.6(10) . . ? F1B C5 C4 123.3(9) 8_575 . ? F1B C5 C4 123.3(9) . . ? F1A C5 C4 113.5(2) . . ? F1A C5 C4 113.5(2) 8_575 . ? F2A C5 C4 109.9(3) . . ? F2B C5 C4 106.5(9) . . ? 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 H1 O2 0.88 1.89 2.770(3) 174.7 . _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 31.50 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 1.090 _refine_diff_density_min -1.006 _refine_diff_density_rms 0.119