Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2003 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'Alan Balch' _publ_contact_author_name 'Prof Alan Balch' _publ_contact_author_address ; Chemistry University of California, Davis One Shields Avenue Davis CA 95616 UNITED STATES OF AMERICA ; _publ_contact_author_email ALBALCH@UCDAVIS.EDU _publ_requested_journal 'Dalton Transactions' _publ_section_title ; Cation and Hydrogen Bonding Effects on the Self Association and Luminescence of the Dicyanoaurate Ion, [Au(CN)2]- ; data_mas126h _database_code_CSD 218034 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'Pyrrolidinium Gold cyanide' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C6 H10 Au N3' _chemical_formula_weight 321.14 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' 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 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 20.215(3) _cell_length_b 8.5264(11) _cell_length_c 11.8138(15) _cell_angle_alpha 90.00 _cell_angle_beta 121.927(2) _cell_angle_gamma 90.00 _cell_volume 1728.2(4) _cell_formula_units_Z 8 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 835 _cell_measurement_theta_min 2.94 _cell_measurement_theta_max 30.72 _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.11 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.468 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1168 _exptl_absorpt_coefficient_mu 16.958 _exptl_absorpt_correction_type 'multi scan' _exptl_absorpt_correction_T_min 0.2570 _exptl_absorpt_correction_T_max 0.6302 _exptl_absorpt_process_details ; SADABS: an empirical absorption program by G. M. Sheldrick using the method described by Blessing, R. H.; Acta Cryst. A51, 1995, 33. ; _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_% <0.01 _diffrn_reflns_number 11083 _diffrn_reflns_av_R_equivalents 0.0423 _diffrn_reflns_av_sigmaI/netI 0.0382 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.37 _diffrn_reflns_theta_max 31.43 _reflns_number_total 2690 _reflns_number_gt 2219 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL v. 5.10' _computing_structure_solution 'XS, Bruker SHELXTL v. 5.10' _computing_structure_refinement 'XL, Bruker SHELXTL v. 5.10' _computing_molecular_graphics 'XP, Bruker SHELXTL v. 5.10' _computing_publication_material 'XCIF, Bruker SHELXTL v. 5.10' _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 hydrogen atoms on N3 have been located in the difference map and refined. ; _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^)+(0.0205P)^2^+1.6115P] 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 0.00015(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2690 _refine_ls_number_parameters 110 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0353 _refine_ls_R_factor_gt 0.0237 _refine_ls_wR_factor_ref 0.0526 _refine_ls_wR_factor_gt 0.0497 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.036 _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 0.5000 0.60228(2) 0.2500 0.01581(6) Uani 1 2 d S . . N1 N 0.6825(2) 0.6079(5) 0.4282(4) 0.0281(8) Uani 1 1 d . . . C1 C 0.6157(3) 0.6062(5) 0.3633(4) 0.0220(8) Uani 1 1 d . . . Au2 Au 0.5000 0.5000 0.0000 0.01659(7) Uani 1 2 d S . . N2 N 0.6054(2) 0.7967(6) 0.0628(4) 0.0320(9) Uani 1 1 d . . . C2 C 0.5661(3) 0.6891(6) 0.0367(4) 0.0232(8) Uani 1 1 d . . . N3 N 0.6850(2) 0.9558(5) 0.3129(4) 0.0208(7) Uani 1 1 d . B . H3A H 0.664(3) 0.889(6) 0.243(6) 0.025 Uiso 1 1 d . . . H3B H 0.721(3) 0.928(6) 0.389(6) 0.025 Uiso 1 1 d . . . C3 C 0.6200(3) 1.0217(6) 0.3243(6) 0.0306(11) Uani 1 1 d . B . H3C H 0.5718 0.9595 0.2704 0.037 Uiso 1 1 calc R . . H3D H 0.6341 1.0214 0.4184 0.037 Uiso 1 1 calc R . . C4 C 0.6088(4) 1.1841(8) 0.2730(8) 0.0570(19) Uani 1 1 d . . . H4A H 0.5624 1.1888 0.1813 0.068 Uiso 1 1 calc R A 1 H4B H 0.6000 1.2552 0.3300 0.068 Uiso 1 1 calc R A 1 C5A C 0.6754(13) 1.2331(18) 0.272(4) 0.042(5) Uani 0.42(4) 1 d P B 1 H5AA H 0.7095 1.2975 0.3524 0.051 Uiso 0.42(4) 1 calc PR B 1 H5AB H 0.6598 1.2971 0.1922 0.051 Uiso 0.42(4) 1 calc PR B 1 C5B C 0.6518(11) 1.2069(17) 0.206(2) 0.035(4) Uani 0.58(4) 1 d P B 2 H5BA H 0.6725 1.3150 0.2198 0.042 Uiso 0.58(4) 1 calc PR B 2 H5BB H 0.6179 1.1867 0.1092 0.042 Uiso 0.58(4) 1 calc PR B 2 C6 C 0.7185(3) 1.0864(5) 0.2725(5) 0.0290(10) Uani 1 1 d . . . H6A H 0.7093 1.0669 0.1826 0.035 Uiso 1 1 calc R B 1 H6B H 0.7752 1.0969 0.3369 0.035 Uiso 1 1 calc R B 1 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 0.01899(11) 0.01629(11) 0.01270(10) 0.000 0.00876(9) 0.000 N1 0.027(2) 0.027(2) 0.025(2) 0.0036(16) 0.0092(17) -0.0050(16) C1 0.030(2) 0.021(2) 0.019(2) 0.0003(16) 0.0155(18) -0.0061(17) Au2 0.01918(12) 0.01834(12) 0.01354(11) -0.00173(7) 0.00954(9) -0.00053(7) N2 0.043(2) 0.035(2) 0.0248(19) -0.0089(19) 0.0218(18) -0.014(2) C2 0.028(2) 0.030(2) 0.0141(17) -0.0012(17) 0.0130(17) -0.0007(19) N3 0.0198(18) 0.0203(18) 0.0206(18) -0.0023(15) 0.0094(16) -0.0010(14) C3 0.035(3) 0.025(2) 0.044(3) -0.001(2) 0.030(3) 0.0021(19) C4 0.070(4) 0.044(3) 0.089(5) 0.041(4) 0.064(4) 0.035(3) C5A 0.047(10) 0.017(7) 0.052(15) 0.000(7) 0.018(10) -0.003(6) C5B 0.047(8) 0.022(5) 0.041(8) 0.008(5) 0.027(7) 0.007(5) C6 0.028(2) 0.025(2) 0.037(3) 0.005(2) 0.019(2) -0.0031(18) _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 1.988(5) . ? Au1 C1 1.988(5) 2_655 ? Au1 Au2 3.0795(4) . ? Au1 Au2 3.0795(4) 2_655 ? N1 C1 1.147(6) . ? Au2 C2 1.989(5) 5_665 ? Au2 C2 1.989(5) . ? Au2 Au1 3.0795(4) 5_665 ? N2 C2 1.144(6) . ? N3 C3 1.501(6) . ? N3 C6 1.506(6) . ? C3 C4 1.481(7) . ? C4 C5A 1.412(19) . ? C4 C5B 1.463(12) . ? C5A C6 1.525(18) . ? C5B C6 1.540(13) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Au1 C1 178.1(3) . 2_655 ? C1 Au1 Au2 93.08(12) . . ? C1 Au1 Au2 87.46(12) 2_655 . ? C1 Au1 Au2 87.46(12) . 2_655 ? C1 Au1 Au2 93.08(12) 2_655 2_655 ? Au2 Au1 Au2 147.100(9) . 2_655 ? N1 C1 Au1 179.6(5) . . ? C2 Au2 C2 180.0 5_665 . ? C2 Au2 Au1 84.37(11) 5_665 5_665 ? C2 Au2 Au1 95.63(11) . 5_665 ? C2 Au2 Au1 95.63(11) 5_665 . ? C2 Au2 Au1 84.37(11) . . ? Au1 Au2 Au1 180.000(8) 5_665 . ? N2 C2 Au2 177.5(4) . . ? C3 N3 C6 108.3(4) . . ? C4 C3 N3 105.3(4) . . ? C5A C4 C5B 28.3(8) . . ? C5A C4 C3 109.9(8) . . ? C5B C4 C3 109.9(6) . . ? C4 C5A C6 107.6(10) . . ? C4 C5B C6 104.3(8) . . ? N3 C6 C5A 104.7(8) . . ? N3 C6 C5B 103.6(6) . . ? C5A C6 C5B 26.6(7) . . ? 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 N3 H3A N2 0.90(6) 1.97(6) 2.851(6) 165(5) . N3 H3B N1 0.84(6) 2.02(6) 2.856(6) 171(5) 7_666 _diffrn_measured_fraction_theta_max 0.941 _diffrn_reflns_theta_full 31.43 _diffrn_measured_fraction_theta_full 0.941 _refine_diff_density_max 1.710 _refine_diff_density_min -2.077 _refine_diff_density_rms 0.201 #===END data_mas136h _database_code_CSD 218035 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common [Ph2N-NH3][Au(CN)2]*H2O _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H15 Au N4 O' _chemical_formula_weight 452.27 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' Au Au -2.0133 8.8022 '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 orthorombic _symmetry_space_group_name_H-M 'P b c a' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 19.765(2) _cell_length_b 6.1688(8) _cell_length_c 24.757(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3018.5(6) _cell_formula_units_Z 8 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 958 _cell_measurement_theta_min 2.63 _cell_measurement_theta_max 31.10 _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.990 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1712 _exptl_absorpt_coefficient_mu 9.748 _exptl_absorpt_correction_type 'multi scan' _exptl_absorpt_correction_T_min 0.1943 _exptl_absorpt_correction_T_max 0.6414 _exptl_absorpt_process_details ; SADABS: an empirical absorption program by G. M. Sheldrick using the method described by Blessing, R. H.; Acta Cryst. A51, 1995, 33. ; _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_% <0.01 _diffrn_reflns_number 4588 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0283 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -35 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 1.94 _diffrn_reflns_theta_max 30.51 _reflns_number_total 4588 _reflns_number_gt 3218 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL v. 5.10' _computing_structure_solution 'XS, Bruker SHELXTL v. 5.10' _computing_structure_refinement 'XL, Bruker SHELXTL v. 5.10' _computing_molecular_graphics 'XP, Bruker SHELXTL v. 5.10' _computing_publication_material 'XCIF, Bruker SHELXTL v. 5.10' _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 hydrogen atoms of the water molecule (H1A, H1B) have been located in the difference map and refined using a dfix restraint. ; _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^)+(0.0142P)^2^+11.3435P] 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 4588 _refine_ls_number_parameters 179 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0472 _refine_ls_R_factor_gt 0.0237 _refine_ls_wR_factor_ref 0.0539 _refine_ls_wR_factor_gt 0.0460 _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_restrained_S_all 1.019 _refine_ls_shift/su_max 0.002 _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 0.252973(6) 0.277539(19) 0.237666(5) 0.01480(4) Uani 1 1 d . . . C1 C 0.16395(18) 0.2717(6) 0.27483(16) 0.0177(7) Uani 1 1 d . . . C2 C 0.34358(18) 0.2787(6) 0.20308(17) 0.0188(7) Uani 1 1 d . . . N1 N 0.11321(16) 0.2631(5) 0.29685(14) 0.0208(7) Uani 1 1 d . . . N2 N 0.39751(15) 0.2770(5) 0.18569(15) 0.0204(7) Uani 1 1 d . . . N3 N 0.49100(15) 0.4307(5) 0.38852(13) 0.0141(6) Uani 1 1 d . . . N4 N 0.49307(16) 0.4806(5) 0.33120(13) 0.0152(6) Uani 1 1 d . . . H4A H 0.5299 0.5642 0.3240 0.018 Uiso 1 1 calc R . . H4B H 0.4549 0.5536 0.3217 0.018 Uiso 1 1 calc R . . H4C H 0.4957 0.3552 0.3119 0.018 Uiso 1 1 calc R . . C3 C 0.44116(17) 0.2705(6) 0.40077(14) 0.0143(7) Uani 1 1 d . . . C4 C 0.45447(19) 0.1005(7) 0.43615(16) 0.0194(8) Uani 1 1 d . . . H4 H 0.4985 0.0841 0.4511 0.023 Uiso 1 1 calc R . . C5 C 0.4035(2) -0.0457(7) 0.44980(18) 0.0242(9) Uani 1 1 d . . . H5 H 0.4127 -0.1596 0.4746 0.029 Uiso 1 1 calc R . . C6 C 0.3397(2) -0.0263(7) 0.42757(18) 0.0242(9) Uani 1 1 d . . . H6 H 0.3051 -0.1263 0.4370 0.029 Uiso 1 1 calc R . . C7 C 0.3264(2) 0.1396(7) 0.39153(17) 0.0221(8) Uani 1 1 d . . . H7 H 0.2828 0.1508 0.3755 0.027 Uiso 1 1 calc R . . C8 C 0.37620(18) 0.2902(7) 0.37856(16) 0.0191(8) Uani 1 1 d . . . H8 H 0.3662 0.4063 0.3547 0.023 Uiso 1 1 calc R . . C9 C 0.55851(18) 0.4069(6) 0.41001(15) 0.0145(7) Uani 1 1 d . . . C10 C 0.5770(2) 0.5420(7) 0.45213(16) 0.0188(8) Uani 1 1 d . . . H10 H 0.5451 0.6399 0.4671 0.023 Uiso 1 1 calc R . . C11 C 0.6427(2) 0.5341(7) 0.47247(18) 0.0228(9) Uani 1 1 d . . . H11 H 0.6555 0.6267 0.5014 0.027 Uiso 1 1 calc R . . C12 C 0.68946(19) 0.3911(7) 0.45052(17) 0.0216(8) Uani 1 1 d . . . H12 H 0.7341 0.3848 0.4646 0.026 Uiso 1 1 calc R . . C13 C 0.67102(19) 0.2579(7) 0.40818(17) 0.0230(8) Uani 1 1 d . . . H13 H 0.7032 0.1618 0.3927 0.028 Uiso 1 1 calc R . . C14 C 0.60528(11) 0.2644(4) 0.38822(9) 0.0221(8) Uani 1 1 d . . . H14 H 0.5924 0.1709 0.3595 0.027 Uiso 1 1 calc R . . O1 O 0.49539(11) 0.0759(4) 0.28113(9) 0.0182(6) Uani 1 1 d RD . . H1A H 0.4605 0.0081 0.2870 0.022 Uiso 1 1 d RD . . H1B H 0.5282 0.0034 0.2917 0.022 Uiso 1 1 d RD . . 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 0.01200(6) 0.00979(6) 0.02262(7) 0.00075(5) 0.00220(6) -0.00027(5) C1 0.0195(16) 0.0074(16) 0.026(2) 0.0002(14) 0.0005(13) -0.0007(13) C2 0.0196(16) 0.0112(17) 0.026(2) 0.0004(15) -0.0011(14) -0.0008(13) N1 0.0220(15) 0.0136(16) 0.0268(19) 0.0007(14) 0.0000(13) -0.0018(12) N2 0.0186(14) 0.0148(16) 0.0280(18) -0.0007(14) 0.0017(13) 0.0003(12) N3 0.0124(13) 0.0158(16) 0.0141(15) 0.0016(13) -0.0018(11) -0.0008(11) N4 0.0156(15) 0.0138(16) 0.0160(16) 0.0038(13) 0.0000(12) -0.0010(11) C3 0.0156(14) 0.0145(18) 0.0129(16) -0.0026(14) 0.0016(12) -0.0015(13) C4 0.0202(18) 0.019(2) 0.0187(19) 0.0032(16) -0.0017(15) -0.0009(14) C5 0.029(2) 0.018(2) 0.025(2) 0.0057(17) -0.0010(17) -0.0035(16) C6 0.024(2) 0.025(2) 0.023(2) -0.0004(17) 0.0027(17) -0.0090(16) C7 0.0160(17) 0.030(2) 0.020(2) -0.0042(17) 0.0003(15) -0.0061(15) C8 0.0176(16) 0.023(2) 0.0165(18) 0.0036(16) 0.0018(13) 0.0007(15) C9 0.0145(15) 0.0141(18) 0.0148(17) 0.0033(14) -0.0013(13) -0.0008(13) C10 0.0198(18) 0.018(2) 0.019(2) -0.0023(15) 0.0004(15) -0.0019(14) C11 0.024(2) 0.023(2) 0.022(2) -0.0015(17) -0.0050(16) -0.0062(15) C12 0.0145(17) 0.029(2) 0.022(2) 0.0075(17) -0.0040(14) -0.0016(15) C13 0.0189(16) 0.029(2) 0.021(2) -0.0042(18) -0.0030(14) 0.0081(16) C14 0.0228(17) 0.023(2) 0.0203(19) -0.0065(17) -0.0057(15) 0.0063(16) O1 0.0154(12) 0.0181(14) 0.0213(14) -0.0004(12) -0.0007(10) -0.0007(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Au1 C2 1.985(4) . ? Au1 C1 1.986(4) . ? Au1 Au1 3.0866(4) 8_655 ? Au1 Au1 3.0866(4) 8_665 ? C1 N1 1.143(5) . ? C2 N2 1.150(5) . ? N3 C3 1.428(5) . ? N3 C9 1.444(4) . ? N3 N4 1.452(4) . ? C3 C4 1.391(5) . ? C3 C8 1.402(5) . ? C4 C5 1.394(6) . ? C5 C6 1.382(6) . ? C6 C7 1.383(6) . ? C7 C8 1.391(5) . ? C9 C10 1.384(5) . ? C9 C14 1.385(4) . ? C10 C11 1.393(6) . ? C11 C12 1.388(6) . ? C12 C13 1.381(6) . ? C13 C14 1.391(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 Au1 C1 177.78(16) . . ? C2 Au1 Au1 92.17(11) . 8_655 ? C1 Au1 Au1 87.02(11) . 8_655 ? C2 Au1 Au1 91.77(11) . 8_665 ? C1 Au1 Au1 89.11(11) . 8_665 ? Au1 Au1 Au1 175.635(9) 8_655 8_665 ? N1 C1 Au1 178.1(4) . . ? N2 C2 Au1 176.4(4) . . ? C3 N3 C9 119.2(3) . . ? C3 N3 N4 111.9(3) . . ? C9 N3 N4 110.8(3) . . ? C4 C3 C8 119.0(3) . . ? C4 C3 N3 121.7(3) . . ? C8 C3 N3 119.2(3) . . ? C3 C4 C5 120.2(4) . . ? C6 C5 C4 120.5(4) . . ? C5 C6 C7 119.7(4) . . ? C6 C7 C8 120.6(4) . . ? C7 C8 C3 120.0(4) . . ? C10 C9 C14 119.9(3) . . ? C10 C9 N3 117.4(3) . . ? C14 C9 N3 122.5(3) . . ? C9 C10 C11 119.9(4) . . ? C12 C11 C10 120.0(4) . . ? C13 C12 C11 120.0(4) . . ? C12 C13 C14 119.9(3) . . ? C9 C14 C13 120.2(3) . . ? 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 N4 H4A N2 0.91 1.96 2.863(4) 171.8 3_655 N4 H4B N1 0.91 1.96 2.859(4) 167.1 8_665 N4 H4C O1 0.91 1.88 2.788(4) 171.5 . O1 H1A N1 0.82 2.11 2.913(4) 164.9 8_655 O1 H1B N2 0.83 2.10 2.925(4) 171.0 3_645 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 30.51 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.779 _refine_diff_density_min -1.614 _refine_diff_density_rms 0.162 #===END data_mas138h _database_code_CSD 218036 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common [C5H10NH2][Au(CN)2] _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C7 H12 Au N3' _chemical_formula_weight 335.16 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' Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorombic _symmetry_space_group_name_H-M 'P b c a' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 15.8490(17) _cell_length_b 6.1415(7) _cell_length_c 19.742(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1921.6(4) _cell_formula_units_Z 8 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 958 _cell_measurement_theta_min 2.57 _cell_measurement_theta_max 31.01 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.317 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1232 _exptl_absorpt_coefficient_mu 15.257 _exptl_absorpt_correction_type 'multi scan' _exptl_absorpt_correction_T_min 0.1699 _exptl_absorpt_correction_T_max 0.4148 _exptl_absorpt_process_details ; SADABS: an empirical absorption program by G. M. Sheldrick using the method described by Blessing, R. H.; Acta Cryst. A51, 1995, 33. ; _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_% <0.01 _diffrn_reflns_number 22755 _diffrn_reflns_av_R_equivalents 0.0293 _diffrn_reflns_av_sigmaI/netI 0.0179 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 2.57 _diffrn_reflns_theta_max 31.30 _reflns_number_total 3021 _reflns_number_gt 2651 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL v. 5.10' _computing_structure_solution 'XS, Bruker SHELXTL v. 5.10' _computing_structure_refinement 'XL, Bruker SHELXTL v. 5.10' _computing_molecular_graphics 'XP, Bruker SHELXTL v. 5.10' _computing_publication_material 'XCIF, Bruker SHELXTL v. 5.10' _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^)+(0.0130P)^2^+3.5989P] 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 SHELXL _refine_ls_extinction_coef 0.00037(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3021 _refine_ls_number_parameters 101 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0221 _refine_ls_R_factor_gt 0.0173 _refine_ls_wR_factor_ref 0.0372 _refine_ls_wR_factor_gt 0.0361 _refine_ls_goodness_of_fit_ref 1.074 _refine_ls_restrained_S_all 1.074 _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 0.237339(6) 0.574648(14) 0.133197(4) 0.01224(4) Uani 1 1 d . . . C1 C 0.17020(17) 0.5697(4) 0.04821(13) 0.0165(5) Uani 1 1 d . . . N1 N 0.13187(17) 0.5666(4) -0.00109(12) 0.0236(5) Uani 1 1 d . . . C2 C 0.30593(16) 0.5778(4) 0.21789(13) 0.0156(5) Uani 1 1 d . . . N2 N 0.34781(16) 0.5765(4) 0.26510(12) 0.0218(5) Uani 1 1 d . . . N3 N -0.08908(14) 1.2931(4) 0.13429(11) 0.0172(4) Uani 1 1 d . . . H1 H -0.0972 1.3479 0.0914 0.021 Uiso 1 1 calc R . . H2 H -0.1035 1.4001 0.1648 0.021 Uiso 1 1 calc R . . C3 C -0.14588(19) 1.1004(5) 0.14443(15) 0.0227(6) Uani 1 1 d . . . H3B H -0.2053 1.1443 0.1370 0.027 Uiso 1 1 calc R . . H3A H -0.1405 1.0469 0.1915 0.027 Uiso 1 1 calc R . . C4 C -0.12258(18) 0.9198(5) 0.09539(16) 0.0221(5) Uani 1 1 d . . . H4A H -0.1333 0.9688 0.0484 0.027 Uiso 1 1 calc R . . H4B H -0.1584 0.7907 0.1042 0.027 Uiso 1 1 calc R . . C5 C -0.03008(18) 0.8575(5) 0.10287(15) 0.0202(5) Uani 1 1 d . . . H5A H -0.0153 0.7467 0.0684 0.024 Uiso 1 1 calc R . . H5B H -0.0206 0.7930 0.1482 0.024 Uiso 1 1 calc R . . C6 C 0.02636(17) 1.0567(5) 0.09412(14) 0.0190(5) Uani 1 1 d . . . H6A H 0.0859 1.0147 0.1020 0.023 Uiso 1 1 calc R . . H6B H 0.0216 1.1111 0.0471 0.023 Uiso 1 1 calc R . . C7 C 0.00195(17) 1.2371(5) 0.14314(13) 0.0195(5) Uani 1 1 d . . . H7A H 0.0122 1.1886 0.1903 0.023 Uiso 1 1 calc R . . H7B H 0.0371 1.3675 0.1346 0.023 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 0.01490(6) 0.01099(5) 0.01082(5) 0.00086(3) -0.00160(3) 0.00040(3) C1 0.0193(13) 0.0127(11) 0.0175(11) 0.0007(9) -0.0007(9) 0.0003(10) N1 0.0298(13) 0.0225(12) 0.0185(11) 0.0009(9) -0.0061(9) 0.0018(10) C2 0.0173(12) 0.0128(11) 0.0167(11) 0.0003(9) 0.0025(9) 0.0002(9) N2 0.0255(13) 0.0235(12) 0.0163(10) 0.0016(9) -0.0022(9) 0.0009(10) N3 0.0204(11) 0.0188(10) 0.0124(9) -0.0004(8) 0.0015(8) 0.0058(9) C3 0.0177(13) 0.0256(15) 0.0249(14) 0.0014(11) 0.0067(10) 0.0011(11) C4 0.0189(13) 0.0199(13) 0.0275(14) 0.0003(12) 0.0046(11) -0.0020(10) C5 0.0231(14) 0.0189(12) 0.0187(13) 0.0024(11) 0.0029(10) 0.0026(10) C6 0.0151(12) 0.0247(14) 0.0173(12) -0.0027(11) 0.0016(9) 0.0015(10) C7 0.0186(12) 0.0246(14) 0.0154(12) -0.0020(11) -0.0025(9) 0.0021(11) _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 1.987(3) . ? Au1 C2 1.994(3) . ? Au1 Au1 3.0969(3) 8_665 ? Au1 Au1 3.0969(3) 8_655 ? C1 N1 1.147(4) . ? C2 N2 1.144(4) . ? N3 C7 1.493(3) . ? N3 C3 1.500(4) . ? C3 C4 1.518(4) . ? C4 C5 1.522(4) . ? C5 C6 1.526(4) . ? C6 C7 1.521(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Au1 C2 179.28(11) . . ? C1 Au1 Au1 94.86(8) . 8_665 ? C2 Au1 Au1 85.40(8) . 8_665 ? C1 Au1 Au1 93.10(8) . 8_655 ? C2 Au1 Au1 86.50(8) . 8_655 ? Au1 Au1 Au1 165.108(7) 8_665 8_655 ? N1 C1 Au1 179.6(3) . . ? N2 C2 Au1 177.4(2) . . ? C7 N3 C3 112.5(2) . . ? N3 C3 C4 110.2(2) . . ? C3 C4 C5 110.9(2) . . ? C4 C5 C6 110.6(2) . . ? C7 C6 C5 111.3(2) . . ? N3 C7 C6 109.8(2) . . ? 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 N3 H1 N1 0.92 1.94 2.849(3) 170.1 5_575 N3 H2 N2 0.92 1.92 2.824(3) 167.1 6_566 _diffrn_measured_fraction_theta_max 0.961 _diffrn_reflns_theta_full 31.30 _diffrn_measured_fraction_theta_full 0.961 _refine_diff_density_max 1.609 _refine_diff_density_min -1.473 _refine_diff_density_rms 0.129 #===END data_mas140h _database_code_CSD 218037 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common [NPr4][Au(CN)2]*H20 _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H30 Au N3 O' _chemical_formula_weight 453.38 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' Au Au -2.0133 8.8022 '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/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y, -z+1/2' '-x, -y, -z' 'x-1/2, -y, z-1/2' _cell_length_a 8.3442(12) _cell_length_b 8.1387(12) _cell_length_c 13.351(2) _cell_angle_alpha 90.00 _cell_angle_beta 95.497(2) _cell_angle_gamma 90.00 _cell_volume 902.5(2) _cell_formula_units_Z 2 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 981 _cell_measurement_theta_min 2.93 _cell_measurement_theta_max 27.82 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.668 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 444 _exptl_absorpt_coefficient_mu 8.148 _exptl_absorpt_correction_type 'multi scan' _exptl_absorpt_correction_T_min 0.4414 _exptl_absorpt_correction_T_max 0.5993 _exptl_absorpt_process_details ; SADABS: an empirical absorption program by G. M. Sheldrick using the method described by Blessing, R. H.; Acta Cryst. A51, 1995, 33. ; _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_% <0.01 _diffrn_reflns_number 11488 _diffrn_reflns_av_R_equivalents 0.0424 _diffrn_reflns_av_sigmaI/netI 0.0374 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.50 _diffrn_reflns_theta_max 31.39 _reflns_number_total 2799 _reflns_number_gt 1815 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL v. 5.10' _computing_structure_solution 'XS, Bruker SHELXTL v. 5.10' _computing_structure_refinement 'XL, Bruker SHELXTL v. 5.10' _computing_molecular_graphics 'XP, Bruker SHELXTL v. 5.10' _computing_publication_material 'XCIF, Bruker SHELXTL v. 5.10' _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 hydrogen atom H1 has been located in the density map and refined. All opther hydrogen atoms have been put in calculated positions using a riding model. ; _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^)+(0.0194P)^2^+0.0864P] 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 2799 _refine_ls_number_parameters 92 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0475 _refine_ls_R_factor_gt 0.0222 _refine_ls_wR_factor_ref 0.0511 _refine_ls_wR_factor_gt 0.0449 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.028 _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 0.0000 0.0000 0.02271(5) Uani 1 2 d S . . C1 C -0.0916(4) -0.1892(5) 0.0697(3) 0.0273(7) Uani 1 1 d . . . N1 N -0.1427(4) -0.2995(4) 0.1085(3) 0.0344(7) Uani 1 1 d . . . N2 N 0.2500 0.3506(4) 0.2500 0.0182(7) Uani 1 2 d S . . C11 C 0.1000(4) 0.2447(4) 0.2522(2) 0.0188(6) Uani 1 1 d . . . H11A H 0.0058 0.3183 0.2539 0.023 Uiso 1 1 calc R . . H11B H 0.0851 0.1814 0.1887 0.023 Uiso 1 1 calc R . . C12 C 0.1000(4) 0.1247(4) 0.3395(2) 0.0229(7) Uani 1 1 d . . . H12A H 0.1859 0.0419 0.3349 0.027 Uiso 1 1 calc R . . H12B H 0.1221 0.1844 0.4039 0.027 Uiso 1 1 calc R . . C13 C -0.0624(4) 0.0399(4) 0.3364(3) 0.0278(8) Uani 1 1 d . . . H13A H -0.0621 -0.0370 0.3929 0.042 Uiso 1 1 calc R . . H13B H -0.0830 -0.0203 0.2729 0.042 Uiso 1 1 calc R . . H13C H -0.1469 0.1223 0.3414 0.042 Uiso 1 1 calc R . . C21 C 0.2230(4) 0.4573(4) 0.1559(2) 0.0217(7) Uani 1 1 d . . . H21A H 0.1222 0.5204 0.1592 0.026 Uiso 1 1 calc R . . H21B H 0.2075 0.3844 0.0964 0.026 Uiso 1 1 calc R . . C22 C 0.3592(5) 0.5782(5) 0.1403(3) 0.0304(8) Uani 1 1 d . . . H22A H 0.3625 0.6657 0.1920 0.036 Uiso 1 1 calc R . . H22B H 0.4638 0.5200 0.1473 0.036 Uiso 1 1 calc R . . C23 C 0.3306(5) 0.6536(5) 0.0360(3) 0.0315(8) Uani 1 1 d . . . H23A H 0.4174 0.7312 0.0259 0.047 Uiso 1 1 calc R . . H23B H 0.2272 0.7118 0.0297 0.047 Uiso 1 1 calc R . . H23C H 0.3286 0.5666 -0.0148 0.047 Uiso 1 1 calc R . . O1 O 0.7500 0.4600(4) 0.2500 0.0306(9) Uani 1 2 d SD . . H1 H 0.776(6) 0.516(3) 0.2039(16) 0.037 Uiso 1 1 d 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 0.02324(8) 0.02489(8) 0.01942(7) -0.00370(11) -0.00094(5) 0.00536(11) C1 0.0271(18) 0.0326(18) 0.0217(15) -0.0058(14) 0.0004(14) 0.0080(15) N1 0.0385(18) 0.0329(17) 0.0325(16) -0.0018(14) 0.0074(14) 0.0050(15) N2 0.0172(17) 0.0192(17) 0.0182(17) 0.000 0.0023(14) 0.000 C11 0.0140(13) 0.0213(14) 0.0216(14) -0.0017(12) 0.0034(12) -0.0012(12) C12 0.0170(15) 0.0259(16) 0.0256(16) 0.0022(13) 0.0015(13) -0.0050(13) C13 0.0223(15) 0.031(2) 0.0303(17) 0.0008(13) 0.0027(14) -0.0069(13) C21 0.0250(15) 0.0234(17) 0.0170(13) 0.0060(10) 0.0040(12) 0.0056(11) C22 0.038(2) 0.0295(18) 0.0242(17) 0.0054(14) 0.0069(15) -0.0117(16) C23 0.0328(19) 0.0307(18) 0.0326(19) 0.0122(15) 0.0116(16) 0.0070(15) O1 0.0258(18) 0.028(2) 0.039(2) 0.000 0.0080(16) 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 1.989(4) . ? Au1 C1 1.989(4) 3 ? C1 N1 1.139(5) . ? N2 C11 1.522(4) . ? N2 C11 1.522(4) 2 ? N2 C21 1.526(4) . ? N2 C21 1.526(4) 2 ? C11 C12 1.520(4) . ? C12 C13 1.518(4) . ? C21 C22 1.532(5) . ? C22 C23 1.520(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 C1 180.0 . 3 ? N1 C1 Au1 178.7(3) . . ? C11 N2 C11 111.0(3) . 2 ? C11 N2 C21 106.34(18) . . ? C11 N2 C21 111.28(17) 2 . ? C11 N2 C21 111.28(17) . 2 ? C11 N2 C21 106.34(18) 2 2 ? C21 N2 C21 110.7(3) . 2 ? C12 C11 N2 116.0(2) . . ? C13 C12 C11 109.7(3) . . ? N2 C21 C22 115.1(3) . . ? C23 C22 C21 109.3(3) . . ? 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 O1 H1 N1 0.811(15) 2.124(18) 2.920(4) 167(3) 1_665 C11 H11A O1 0.99 2.42 3.404(4) 170.8 1_455 _diffrn_measured_fraction_theta_max 0.942 _diffrn_reflns_theta_full 31.39 _diffrn_measured_fraction_theta_full 0.942 _refine_diff_density_max 1.351 _refine_diff_density_min -0.607 _refine_diff_density_rms 0.126 #===END