Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Ivan J. B. Lin' _publ_contact_author_address ; Department of Chemistry National Dong Hwa University 1Sec, Dahsueh Road Shou-feng Hualien Hualien 974 TAIWAN ; _publ_contact_author_email IJBLIN@MAIL.NDHU.EDU.TW _publ_section_title ; Au(I)-benzimidazole/imidazole Complexes. Liquid Crystals and Nanomaterials ; loop_ _publ_author_name 'Ivan J. B. Lin' 'S. J. Hsu' 'K. M. Hsu' 'Max K. Leong' # Attachment '[Au(C16-bim)Cl].cif' data_nv36m _database_code_depnum_ccdc_archive 'CCDC 660567' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common (Au(C16-bim)Cl) _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H38 Au Cl N2' _chemical_formula_weight 574.97 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.9675(4) _cell_length_b 8.3571(5) _cell_length_c 21.1920(13) _cell_angle_alpha 82.377(1) _cell_angle_beta 85.304(1) _cell_angle_gamma 77.721(1) _cell_volume 1193.25(12) _cell_formula_units_Z 2 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 8116 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 25 _exptl_crystal_description Columnar _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.90 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.600 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 572 _exptl_absorpt_coefficient_mu 6.286 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.61202 _exptl_absorpt_correction_T_max 0.98249 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14155 _diffrn_reflns_av_R_equivalents 0.0820 _diffrn_reflns_av_sigmaI/netI 0.0655 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 0.97 _diffrn_reflns_theta_max 28.28 _reflns_number_total 5879 _reflns_number_gt 5245 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0370P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5879 _refine_ls_number_parameters 244 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0352 _refine_ls_R_factor_gt 0.0307 _refine_ls_wR_factor_ref 0.0858 _refine_ls_wR_factor_gt 0.0712 _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_restrained_S_all 1.010 _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 -0.62216(2) 1.265869(19) -0.513089(6) 0.04300(7) Uani 1 1 d . . . Cl1 Cl -0.40813(18) 1.15332(17) -0.58821(6) 0.0575(3) Uani 1 1 d . . . N1 N -0.8256(5) 1.3681(5) -0.44857(15) 0.0410(7) Uani 1 1 d . . . N2 N -0.9998(5) 1.5407(4) -0.38531(16) 0.0419(7) Uani 1 1 d . . . C1 C -0.8380(6) 1.5053(5) -0.42369(18) 0.0436(8) Uani 1 1 d . . . H1A H -0.7446 1.5712 -0.4318 0.052 Uiso 1 1 calc R . . C2 C -0.9943(5) 1.3077(5) -0.42624(17) 0.0396(8) Uani 1 1 d . . . C3 C -1.0595(7) 1.1706(6) -0.4381(2) 0.0514(10) Uani 1 1 d . . . H3A H -0.9868 1.0972 -0.4648 0.062 Uiso 1 1 calc R . . C4 C -1.2368(7) 1.1468(6) -0.4089(3) 0.0602(13) Uani 1 1 d . . . H4A H -1.2833 1.0539 -0.4150 0.072 Uiso 1 1 calc R . . C5 C -1.3479(7) 1.2597(7) -0.3703(3) 0.0597(13) Uani 1 1 d . . . H5A H -1.4690 1.2415 -0.3524 0.072 Uiso 1 1 calc R . . C6 C -1.2855(6) 1.3955(6) -0.3579(2) 0.0524(10) Uani 1 1 d . . . H6A H -1.3596 1.4691 -0.3315 0.063 Uiso 1 1 calc R . . C7 C -1.1045(5) 1.4183(5) -0.38671(17) 0.0397(8) Uani 1 1 d . . . C8 C -1.0525(6) 1.6795(6) -0.3477(2) 0.0485(10) Uani 1 1 d . . . H8A H -1.1912 1.7278 -0.3512 0.058 Uiso 1 1 calc R . . H8B H -0.9785 1.7630 -0.3649 0.058 Uiso 1 1 calc R . . C9 C -1.0109(6) 1.6277(6) -0.2780(2) 0.0523(10) Uani 1 1 d . . . H9A H -1.0784 1.5392 -0.2618 0.063 Uiso 1 1 calc R . . H9B H -1.0641 1.7202 -0.2542 0.063 Uiso 1 1 calc R . . C10 C -0.7930(6) 1.5700(6) -0.26666(19) 0.0504(10) Uani 1 1 d . . . H10A H -0.7400 1.4785 -0.2910 0.060 Uiso 1 1 calc R . . H10B H -0.7261 1.6590 -0.2828 0.060 Uiso 1 1 calc R . . C11 C -0.7475(6) 1.5163(7) -0.1975(2) 0.0534(11) Uani 1 1 d . . . H11A H -0.8082 1.4232 -0.1820 0.064 Uiso 1 1 calc R . . H11B H -0.8063 1.6057 -0.1727 0.064 Uiso 1 1 calc R . . C12 C -0.5299(7) 1.4679(7) -0.1865(2) 0.0524(11) Uani 1 1 d . . . H12A H -0.4713 1.3790 -0.2116 0.063 Uiso 1 1 calc R . . H12B H -0.4697 1.5612 -0.2020 0.063 Uiso 1 1 calc R . . C13 C -0.4812(7) 1.4131(7) -0.1177(2) 0.0559(11) Uani 1 1 d . . . H13A H -0.5424 1.5008 -0.0924 0.067 Uiso 1 1 calc R . . H13B H -0.5382 1.3178 -0.1025 0.067 Uiso 1 1 calc R . . C14 C -0.2634(7) 1.3690(7) -0.1069(2) 0.0564(12) Uani 1 1 d . . . H14A H -0.2022 1.2824 -0.1327 0.068 Uiso 1 1 calc R . . H14B H -0.2069 1.4647 -0.1217 0.068 Uiso 1 1 calc R . . C15 C -0.2126(6) 1.3122(7) -0.0385(2) 0.0560(11) Uani 1 1 d . . . H15A H -0.2758 1.3980 -0.0125 0.067 Uiso 1 1 calc R . . H15B H -0.2669 1.2152 -0.0238 0.067 Uiso 1 1 calc R . . C16 C 0.0041(7) 1.2715(7) -0.0276(2) 0.0567(12) Uani 1 1 d . . . H16A H 0.0583 1.3686 -0.0420 0.068 Uiso 1 1 calc R . . H16B H 0.0675 1.1860 -0.0537 0.068 Uiso 1 1 calc R . . C17 C 0.0545(7) 1.2141(7) 0.0407(2) 0.0576(12) Uani 1 1 d . . . H17A H -0.0101 1.2991 0.0667 0.069 Uiso 1 1 calc R . . H17B H 0.0011 1.1164 0.0549 0.069 Uiso 1 1 calc R . . C18 C 0.2695(7) 1.1748(7) 0.0519(2) 0.0591(12) Uani 1 1 d . . . H18A H 0.3226 1.2727 0.0379 0.071 Uiso 1 1 calc R . . H18B H 0.3342 1.0904 0.0255 0.071 Uiso 1 1 calc R . . C19 C 0.3212(7) 1.1159(7) 0.1202(2) 0.0592(12) Uani 1 1 d . . . H19A H 0.2571 1.2002 0.1467 0.071 Uiso 1 1 calc R . . H19B H 0.2684 1.0178 0.1343 0.071 Uiso 1 1 calc R . . C20 C 0.5382(8) 1.0766(8) 0.1307(2) 0.0639(13) Uani 1 1 d . . . H20A H 0.6022 0.9942 0.1034 0.077 Uiso 1 1 calc R . . H20B H 0.5900 1.1755 0.1172 0.077 Uiso 1 1 calc R . . C21 C 0.5935(7) 1.0147(7) 0.1979(2) 0.0642(13) Uani 1 1 d . . . H21A H 0.5424 0.9157 0.2117 0.077 Uiso 1 1 calc R . . H21B H 0.5309 1.0971 0.2254 0.077 Uiso 1 1 calc R . . C22 C 0.8113(9) 0.9766(9) 0.2063(3) 0.0762(16) Uani 1 1 d . . . H22A H 0.8736 0.8961 0.1780 0.091 Uiso 1 1 calc R . . H22B H 0.8614 1.0763 0.1931 0.091 Uiso 1 1 calc R . . C23 C 0.8716(10) 0.9118(9) 0.2726(3) 0.0900(19) Uani 1 1 d . . . H23A H 1.0124 0.8904 0.2732 0.135 Uiso 1 1 calc R . . H23B H 0.8258 0.8115 0.2860 0.135 Uiso 1 1 calc R . . H23C H 0.8153 0.9921 0.3010 0.135 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 0.03989(10) 0.04783(11) 0.04117(10) -0.00503(7) -0.00087(6) -0.00935(7) Cl1 0.0501(6) 0.0596(7) 0.0643(7) -0.0176(6) 0.0136(5) -0.0144(5) N1 0.0356(16) 0.0493(19) 0.0392(16) -0.0055(14) -0.0024(13) -0.0111(15) N2 0.0401(17) 0.0442(18) 0.0416(16) -0.0070(14) -0.0046(13) -0.0072(15) C1 0.042(2) 0.047(2) 0.044(2) -0.0009(17) -0.0054(16) -0.0149(18) C2 0.0379(18) 0.046(2) 0.0351(17) 0.0002(15) -0.0076(14) -0.0109(17) C3 0.058(3) 0.043(2) 0.056(2) -0.0112(19) -0.001(2) -0.014(2) C4 0.058(3) 0.047(3) 0.081(3) 0.001(2) -0.018(2) -0.023(2) C5 0.043(2) 0.073(3) 0.064(3) 0.005(3) -0.008(2) -0.018(2) C6 0.037(2) 0.062(3) 0.055(2) 0.002(2) -0.0041(18) -0.008(2) C7 0.0368(18) 0.044(2) 0.0370(17) 0.0024(15) -0.0078(14) -0.0074(16) C8 0.045(2) 0.043(2) 0.057(2) -0.0111(19) -0.0091(19) -0.0019(19) C9 0.045(2) 0.065(3) 0.048(2) -0.021(2) 0.0007(18) -0.006(2) C10 0.045(2) 0.064(3) 0.043(2) -0.0119(19) -0.0016(17) -0.009(2) C11 0.047(2) 0.069(3) 0.043(2) -0.008(2) -0.0009(18) -0.010(2) C12 0.047(2) 0.067(3) 0.042(2) -0.005(2) -0.0051(18) -0.009(2) C13 0.051(2) 0.070(3) 0.043(2) -0.002(2) -0.0043(19) -0.006(2) C14 0.049(2) 0.073(3) 0.044(2) -0.004(2) -0.0066(19) -0.006(2) C15 0.048(2) 0.071(3) 0.047(2) 0.000(2) -0.0054(19) -0.011(2) C16 0.048(2) 0.072(3) 0.047(2) -0.008(2) -0.0063(19) -0.004(2) C17 0.052(3) 0.069(3) 0.049(2) -0.001(2) -0.004(2) -0.010(2) C18 0.054(3) 0.070(3) 0.051(2) -0.008(2) -0.010(2) -0.006(2) C19 0.054(3) 0.068(3) 0.053(3) -0.001(2) -0.007(2) -0.008(2) C20 0.057(3) 0.075(4) 0.058(3) -0.006(3) -0.012(2) -0.006(3) C21 0.065(3) 0.065(3) 0.059(3) 0.002(2) -0.012(2) -0.008(3) C22 0.068(3) 0.090(4) 0.065(3) -0.003(3) -0.018(3) 0.000(3) C23 0.092(4) 0.093(5) 0.078(4) 0.005(3) -0.031(3) -0.002(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 N1 2.022(3) . ? Au1 Cl1 2.2483(12) . ? N1 C1 1.308(5) . ? N1 C2 1.399(5) . ? N2 C1 1.339(5) . ? N2 C7 1.381(5) . ? N2 C8 1.459(5) . ? C1 H1A 0.9300 . ? C2 C3 1.378(6) . ? C2 C7 1.394(5) . ? C3 C4 1.376(6) . ? C3 H3A 0.9300 . ? C4 C5 1.396(8) . ? C4 H4A 0.9300 . ? C5 C6 1.362(7) . ? C5 H5A 0.9300 . ? C6 C7 1.395(5) . ? C6 H6A 0.9300 . ? C8 C9 1.517(6) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.521(6) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.513(6) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.513(6) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.513(6) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.512(6) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C15 1.511(6) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C16 1.505(6) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 C17 1.507(6) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 C18 1.496(6) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 C19 1.512(6) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 C20 1.506(6) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 C21 1.502(7) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 C22 1.503(7) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 C23 1.496(8) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Au1 Cl1 177.10(9) . . ? C1 N1 C2 106.6(3) . . ? C1 N1 Au1 128.8(3) . . ? C2 N1 Au1 124.4(3) . . ? C1 N2 C7 106.9(3) . . ? C1 N2 C8 126.5(4) . . ? C7 N2 C8 126.6(4) . . ? N1 C1 N2 112.6(3) . . ? N1 C1 H1A 123.7 . . ? N2 C1 H1A 123.7 . . ? C3 C2 C7 121.2(4) . . ? C3 C2 N1 131.6(4) . . ? C7 C2 N1 107.2(4) . . ? C4 C3 C2 117.2(4) . . ? C4 C3 H3A 121.4 . . ? C2 C3 H3A 121.4 . . ? C3 C4 C5 121.1(5) . . ? C3 C4 H4A 119.4 . . ? C5 C4 H4A 119.4 . . ? C6 C5 C4 122.4(4) . . ? C6 C5 H5A 118.8 . . ? C4 C5 H5A 118.8 . . ? C5 C6 C7 116.4(5) . . ? C5 C6 H6A 121.8 . . ? C7 C6 H6A 121.8 . . ? N2 C7 C2 106.7(3) . . ? N2 C7 C6 131.8(4) . . ? C2 C7 C6 121.5(4) . . ? N2 C8 C9 112.0(4) . . ? N2 C8 H8A 109.2 . . ? C9 C8 H8A 109.2 . . ? N2 C8 H8B 109.2 . . ? C9 C8 H8B 109.2 . . ? H8A C8 H8B 107.9 . . ? C8 C9 C10 113.4(4) . . ? C8 C9 H9A 108.9 . . ? C10 C9 H9A 108.9 . . ? C8 C9 H9B 108.9 . . ? C10 C9 H9B 108.9 . . ? H9A C9 H9B 107.7 . . ? C11 C10 C9 114.4(4) . . ? C11 C10 H10A 108.7 . . ? C9 C10 H10A 108.7 . . ? C11 C10 H10B 108.7 . . ? C9 C10 H10B 108.7 . . ? H10A C10 H10B 107.6 . . ? C10 C11 C12 113.9(4) . . ? C10 C11 H11A 108.8 . . ? C12 C11 H11A 108.8 . . ? C10 C11 H11B 108.8 . . ? C12 C11 H11B 108.8 . . ? H11A C11 H11B 107.7 . . ? C13 C12 C11 114.7(4) . . ? C13 C12 H12A 108.6 . . ? C11 C12 H12A 108.6 . . ? C13 C12 H12B 108.6 . . ? C11 C12 H12B 108.6 . . ? H12A C12 H12B 107.6 . . ? C14 C13 C12 114.4(4) . . ? C14 C13 H13A 108.7 . . ? C12 C13 H13A 108.7 . . ? C14 C13 H13B 108.7 . . ? C12 C13 H13B 108.7 . . ? H13A C13 H13B 107.6 . . ? C15 C14 C13 115.0(4) . . ? C15 C14 H14A 108.5 . . ? C13 C14 H14A 108.5 . . ? C15 C14 H14B 108.5 . . ? C13 C14 H14B 108.5 . . ? H14A C14 H14B 107.5 . . ? C16 C15 C14 114.9(4) . . ? C16 C15 H15A 108.5 . . ? C14 C15 H15A 108.5 . . ? C16 C15 H15B 108.5 . . ? C14 C15 H15B 108.5 . . ? H15A C15 H15B 107.5 . . ? C15 C16 C17 114.8(4) . . ? C15 C16 H16A 108.6 . . ? C17 C16 H16A 108.6 . . ? C15 C16 H16B 108.6 . . ? C17 C16 H16B 108.6 . . ? H16A C16 H16B 107.5 . . ? C18 C17 C16 115.1(4) . . ? C18 C17 H17A 108.5 . . ? C16 C17 H17A 108.5 . . ? C18 C17 H17B 108.5 . . ? C16 C17 H17B 108.5 . . ? H17A C17 H17B 107.5 . . ? C17 C18 C19 115.4(4) . . ? C17 C18 H18A 108.4 . . ? C19 C18 H18A 108.4 . . ? C17 C18 H18B 108.4 . . ? C19 C18 H18B 108.4 . . ? H18A C18 H18B 107.5 . . ? C20 C19 C18 114.7(4) . . ? C20 C19 H19A 108.6 . . ? C18 C19 H19A 108.6 . . ? C20 C19 H19B 108.6 . . ? C18 C19 H19B 108.6 . . ? H19A C19 H19B 107.6 . . ? C21 C20 C19 115.7(4) . . ? C21 C20 H20A 108.4 . . ? C19 C20 H20A 108.4 . . ? C21 C20 H20B 108.4 . . ? C19 C20 H20B 108.4 . . ? H20A C20 H20B 107.4 . . ? C20 C21 C22 114.0(4) . . ? C20 C21 H21A 108.7 . . ? C22 C21 H21A 108.7 . . ? C20 C21 H21B 108.7 . . ? C22 C21 H21B 108.7 . . ? H21A C21 H21B 107.6 . . ? C23 C22 C21 115.4(5) . . ? C23 C22 H22A 108.4 . . ? C21 C22 H22A 108.4 . . ? C23 C22 H22B 108.4 . . ? C21 C22 H22B 108.4 . . ? H22A C22 H22B 107.5 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.809 _refine_diff_density_min -1.210 _refine_diff_density_rms 0.230 # Attachment '[Au(C12-Im)2][AuCl2].cif' data_my02m _database_code_depnum_ccdc_archive 'CCDC 660568' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common (Au(C12-Im)Cl) _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H28 Au Cl N2' _chemical_formula_weight 468.81 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 C2/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 38.885(12) _cell_length_b 8.920(3) _cell_length_c 10.471(3) _cell_angle_alpha 90.00 _cell_angle_beta 92.140(6) _cell_angle_gamma 90.00 _cell_volume 3629.5(18) _cell_formula_units_Z 8 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 1676 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 25 _exptl_crystal_description Laminar _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.716 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1824 _exptl_absorpt_coefficient_mu 8.245 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.73857 _exptl_absorpt_correction_T_max 0.95646 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10798 _diffrn_reflns_av_R_equivalents 0.1012 _diffrn_reflns_av_sigmaI/netI 0.1351 _diffrn_reflns_limit_h_min -39 _diffrn_reflns_limit_h_max 48 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.05 _diffrn_reflns_theta_max 26.54 _reflns_number_total 3758 _reflns_number_gt 1775 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0581P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3758 _refine_ls_number_parameters 174 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1291 _refine_ls_R_factor_gt 0.0460 _refine_ls_wR_factor_ref 0.1272 _refine_ls_wR_factor_gt 0.0871 _refine_ls_goodness_of_fit_ref 0.848 _refine_ls_restrained_S_all 0.848 _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 1.0000 0.5000 1.0000 0.0534(2) Uani 1 2 d S . . Au2 Au 1.0000 0.28914(7) 1.2500 0.0691(3) Uani 1 2 d S . . Cl1 Cl 1.05705(11) 0.2795(4) 1.2262(4) 0.0904(12) Uani 1 1 d . . . N1 N 0.9756(2) 0.3296(9) 0.9080(8) 0.052(2) Uani 1 1 d . . . N2 N 0.9496(3) 0.2029(11) 0.7550(9) 0.057(3) Uani 1 1 d . . . C1 C 0.9594(3) 0.3390(14) 0.7979(13) 0.064(4) Uani 1 1 d . . . H1A H 0.9552 0.4283 0.7542 0.076 Uiso 1 1 calc R . . C2 C 0.9760(3) 0.1836(13) 0.9411(12) 0.067(4) Uani 1 1 d . . . H2A H 0.9857 0.1434 1.0159 0.080 Uiso 1 1 calc R . . C3 C 0.9595(3) 0.1060(13) 0.8462(12) 0.065(4) Uani 1 1 d . . . H3A H 0.9557 0.0031 0.8447 0.079 Uiso 1 1 calc R . . C4 C 0.9314(4) 0.1689(15) 0.6315(11) 0.075(4) Uani 1 1 d . . . H4A H 0.9359 0.2487 0.5715 0.091 Uiso 1 1 calc R . . H4B H 0.9406 0.0769 0.5974 0.091 Uiso 1 1 calc R . . C5 C 0.8944(3) 0.1525(17) 0.6405(13) 0.081(4) Uani 1 1 d . . . H5A H 0.8849 0.2435 0.6756 0.097 Uiso 1 1 calc R . . H5B H 0.8896 0.0707 0.6982 0.097 Uiso 1 1 calc R . . C6 C 0.8772(4) 0.1212(18) 0.5104(13) 0.088(4) Uani 1 1 d . . . H6A H 0.8841 0.1981 0.4510 0.106 Uiso 1 1 calc R . . H6B H 0.8854 0.0257 0.4793 0.106 Uiso 1 1 calc R . . C7 C 0.8395(4) 0.117(2) 0.5121(14) 0.104(5) Uani 1 1 d . . . H7A H 0.8315 0.2071 0.5542 0.125 Uiso 1 1 calc R . . H7B H 0.8326 0.0319 0.5626 0.125 Uiso 1 1 calc R . . C8 C 0.8217(4) 0.107(2) 0.3810(15) 0.101(5) Uani 1 1 d . . . H8A H 0.8297 0.1893 0.3296 0.121 Uiso 1 1 calc R . . H8B H 0.8290 0.0147 0.3411 0.121 Uiso 1 1 calc R . . C9 C 0.7844(4) 0.110(2) 0.3769(15) 0.113(6) Uani 1 1 d . . . H9A H 0.7772 0.2002 0.4202 0.135 Uiso 1 1 calc R . . H9B H 0.7765 0.0254 0.4260 0.135 Uiso 1 1 calc R . . C10 C 0.7662(4) 0.106(2) 0.2493(16) 0.105(5) Uani 1 1 d . . . H10A H 0.7742 0.1900 0.1999 0.126 Uiso 1 1 calc R . . H10B H 0.7732 0.0151 0.2061 0.126 Uiso 1 1 calc R . . C11 C 0.7285(4) 0.110(2) 0.2466(16) 0.116(6) Uani 1 1 d . . . H11A H 0.7206 0.0267 0.2973 0.139 Uiso 1 1 calc R . . H11B H 0.7216 0.2014 0.2886 0.139 Uiso 1 1 calc R . . C12 C 0.7108(4) 0.103(2) 0.1223(16) 0.115(6) Uani 1 1 d . . . H12A H 0.7174 0.0113 0.0803 0.138 Uiso 1 1 calc R . . H12B H 0.7187 0.1862 0.0711 0.138 Uiso 1 1 calc R . . C13 C 0.6730(5) 0.109(2) 0.1237(18) 0.129(7) Uani 1 1 d . . . H13A H 0.6664 0.1992 0.1681 0.155 Uiso 1 1 calc R . . H13B H 0.6651 0.0240 0.1724 0.155 Uiso 1 1 calc R . . C14 C 0.6551(6) 0.107(3) -0.005(2) 0.167(9) Uani 1 1 d . . . H14A H 0.6620 0.1944 -0.0524 0.201 Uiso 1 1 calc R . . H14B H 0.6623 0.0187 -0.0509 0.201 Uiso 1 1 calc R . . C15 C 0.6185(6) 0.106(3) 0.001(2) 0.181(10) Uani 1 1 d . . . H15A H 0.6084 0.1039 -0.0837 0.271 Uiso 1 1 calc R . . H15B H 0.6111 0.1946 0.0445 0.271 Uiso 1 1 calc R . . H15C H 0.6114 0.0189 0.0473 0.271 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 0.0657(5) 0.0434(4) 0.0507(4) -0.0045(3) -0.0015(3) -0.0109(4) Au2 0.1095(7) 0.0419(4) 0.0555(5) 0.000 -0.0034(4) 0.000 Cl1 0.113(3) 0.0544(19) 0.104(3) -0.010(2) 0.007(2) 0.004(2) N1 0.074(7) 0.049(5) 0.033(5) -0.002(4) -0.005(5) -0.015(5) N2 0.063(7) 0.061(6) 0.048(6) -0.016(5) 0.002(5) -0.018(6) C1 0.064(9) 0.052(7) 0.075(10) -0.010(7) 0.009(8) -0.012(7) C2 0.086(10) 0.053(7) 0.061(8) 0.005(6) -0.001(7) -0.008(7) C3 0.102(11) 0.042(6) 0.053(7) -0.001(6) 0.001(7) -0.007(7) C4 0.088(11) 0.088(9) 0.049(8) -0.026(7) -0.010(7) -0.015(8) C5 0.056(10) 0.107(11) 0.080(10) -0.014(8) -0.003(8) -0.010(8) C6 0.069(11) 0.123(13) 0.070(9) -0.013(9) -0.015(8) -0.009(9) C7 0.077(12) 0.154(16) 0.080(11) -0.007(11) -0.014(9) -0.008(11) C8 0.075(12) 0.133(15) 0.095(12) -0.014(11) -0.009(9) -0.016(11) C9 0.068(12) 0.173(18) 0.096(12) -0.022(13) -0.009(10) -0.002(12) C10 0.069(12) 0.133(15) 0.112(13) -0.011(12) -0.015(10) 0.003(10) C11 0.076(13) 0.163(18) 0.106(13) -0.018(12) -0.024(11) 0.016(12) C12 0.083(13) 0.156(17) 0.104(13) -0.013(13) -0.018(11) 0.015(12) C13 0.098(15) 0.159(19) 0.129(16) -0.020(14) -0.034(12) 0.033(13) C14 0.103(17) 0.23(3) 0.17(2) -0.01(2) -0.041(16) 0.043(18) C15 0.15(2) 0.24(3) 0.15(2) -0.03(2) -0.060(17) 0.02(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Au1 N1 2.017(8) 5_767 ? Au1 N1 2.017(8) . ? Au1 Au2 3.2234(8) . ? Au1 Au2 3.2234(8) 5_767 ? Au2 Cl1 2.243(4) . ? Au2 Cl1 2.243(4) 2_757 ? Au2 Au1 3.2234(8) 2_757 ? N1 C1 1.296(14) . ? N1 C2 1.348(13) . ? N2 C3 1.334(14) . ? N2 C1 1.345(13) . ? N2 C4 1.483(14) . ? C1 H1A 0.9300 . ? C2 C3 1.353(15) . ? C2 H2A 0.9300 . ? C3 H3A 0.9300 . ? C4 C5 1.450(16) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.521(17) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 C7 1.470(17) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.516(18) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.449(18) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.49(2) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.466(18) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.45(2) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.47(2) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.49(2) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C15 1.43(2) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Au1 N1 180.0(6) 5_767 . ? N1 Au1 Au2 93.8(2) 5_767 . ? N1 Au1 Au2 86.2(2) . . ? N1 Au1 Au2 86.2(2) 5_767 5_767 ? N1 Au1 Au2 93.8(2) . 5_767 ? Au2 Au1 Au2 180.000(1) . 5_767 ? Cl1 Au2 Cl1 175.60(17) . 2_757 ? Cl1 Au2 Au1 98.20(10) . 2_757 ? Cl1 Au2 Au1 84.39(10) 2_757 2_757 ? Cl1 Au2 Au1 84.39(10) . . ? Cl1 Au2 Au1 98.20(10) 2_757 . ? Au1 Au2 Au1 108.61(3) 2_757 . ? C1 N1 C2 106.9(10) . . ? C1 N1 Au1 125.5(8) . . ? C2 N1 Au1 127.3(8) . . ? C3 N2 C1 106.0(10) . . ? C3 N2 C4 127.4(10) . . ? C1 N2 C4 126.6(11) . . ? N1 C1 N2 111.2(11) . . ? N1 C1 H1A 124.4 . . ? N2 C1 H1A 124.4 . . ? N1 C2 C3 107.8(11) . . ? N1 C2 H2A 126.1 . . ? C3 C2 H2A 126.1 . . ? N2 C3 C2 108.1(10) . . ? N2 C3 H3A 125.9 . . ? C2 C3 H3A 125.9 . . ? C5 C4 N2 114.0(10) . . ? C5 C4 H4A 108.8 . . ? N2 C4 H4A 108.8 . . ? C5 C4 H4B 108.8 . . ? N2 C4 H4B 108.8 . . ? H4A C4 H4B 107.6 . . ? C4 C5 C6 111.3(11) . . ? C4 C5 H5A 109.4 . . ? C6 C5 H5A 109.4 . . ? C4 C5 H5B 109.4 . . ? C6 C5 H5B 109.4 . . ? H5A C5 H5B 108.0 . . ? C7 C6 C5 113.6(12) . . ? C7 C6 H6A 108.9 . . ? C5 C6 H6A 108.9 . . ? C7 C6 H6B 108.9 . . ? C5 C6 H6B 108.9 . . ? H6A C6 H6B 107.7 . . ? C6 C7 C8 114.4(13) . . ? C6 C7 H7A 108.7 . . ? C8 C7 H7A 108.7 . . ? C6 C7 H7B 108.7 . . ? C8 C7 H7B 108.7 . . ? H7A C7 H7B 107.6 . . ? C9 C8 C7 116.6(14) . . ? C9 C8 H8A 108.1 . . ? C7 C8 H8A 108.1 . . ? C9 C8 H8B 108.1 . . ? C7 C8 H8B 108.1 . . ? H8A C8 H8B 107.3 . . ? C8 C9 C10 117.9(14) . . ? C8 C9 H9A 107.8 . . ? C10 C9 H9A 107.8 . . ? C8 C9 H9B 107.8 . . ? C10 C9 H9B 107.8 . . ? H9A C9 H9B 107.2 . . ? C11 C10 C9 117.2(15) . . ? C11 C10 H10A 108.0 . . ? C9 C10 H10A 108.0 . . ? C11 C10 H10B 108.0 . . ? C9 C10 H10B 108.0 . . ? H10A C10 H10B 107.2 . . ? C12 C11 C10 117.2(16) . . ? C12 C11 H11A 108.0 . . ? C10 C11 H11A 108.0 . . ? C12 C11 H11B 108.0 . . ? C10 C11 H11B 108.0 . . ? H11A C11 H11B 107.2 . . ? C11 C12 C13 115.5(16) . . ? C11 C12 H12A 108.4 . . ? C13 C12 H12A 108.4 . . ? C11 C12 H12B 108.4 . . ? C13 C12 H12B 108.4 . . ? H12A C12 H12B 107.5 . . ? C12 C13 C14 115.1(18) . . ? C12 C13 H13A 108.5 . . ? C14 C13 H13A 108.5 . . ? C12 C13 H13B 108.5 . . ? C14 C13 H13B 108.5 . . ? H13A C13 H13B 107.5 . . ? C15 C14 C13 113(2) . . ? C15 C14 H14A 109.0 . . ? C13 C14 H14A 109.0 . . ? C15 C14 H14B 109.0 . . ? C13 C14 H14B 109.0 . . ? H14A C14 H14B 107.8 . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.54 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.607 _refine_diff_density_min -1.214 _refine_diff_density_rms 0.301 data_04ot31_0m _database_code_depnum_ccdc_archive 'CCDC 660569' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common (Au(CH3-Im)Cl) _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C8 H12 Au2 Cl2 N4' _chemical_formula_weight 629.05 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.1626(2) _cell_length_b 9.3947(2) _cell_length_c 9.5963(2) _cell_angle_alpha 71.388(1) _cell_angle_beta 87.393(1) _cell_angle_gamma 61.453(1) _cell_volume 681.97(3) _cell_formula_units_Z 2 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 4286 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 25 _exptl_crystal_description Columnar _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 3.063 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 560 _exptl_absorpt_coefficient_mu 21.859 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.38053 _exptl_absorpt_correction_T_max 0.97397 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10516 _diffrn_reflns_av_R_equivalents 0.0767 _diffrn_reflns_av_sigmaI/netI 0.0581 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.26 _diffrn_reflns_theta_max 28.36 _reflns_number_total 3416 _reflns_number_gt 2637 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0548P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3416 _refine_ls_number_parameters 148 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0398 _refine_ls_R_factor_gt 0.0317 _refine_ls_wR_factor_ref 0.0950 _refine_ls_wR_factor_gt 0.0803 _refine_ls_goodness_of_fit_ref 0.948 _refine_ls_restrained_S_all 0.948 _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 0.18920(3) -0.03386(4) -0.31494(3) 0.05560(12) Uani 1 1 d . . . Au2 Au 0.5000 0.0000 -0.5000 0.04855(12) Uani 1 2 d S . . Au3 Au 1.0000 0.0000 0.0000 0.05313(13) Uani 1 2 d S . . Cl1 Cl 0.3610(3) -0.2900(3) -0.1384(3) 0.0723(6) Uani 1 1 d . . . Cl2 Cl 0.0116(3) 0.2175(4) -0.4913(3) 0.0842(7) Uani 1 1 d . . . N1 N 0.4899(7) 0.1719(8) -0.4137(7) 0.0496(14) Uani 1 1 d . . . N2 N 0.5626(7) 0.3203(8) -0.3268(7) 0.0482(13) Uani 1 1 d . . . N3 N 0.8848(8) -0.1206(9) -0.0417(8) 0.0555(15) Uani 1 1 d . . . N4 N 0.8226(8) -0.2796(9) -0.1201(7) 0.0566(16) Uani 1 1 d . . . C1 C 0.3485(10) 0.2948(11) -0.3768(10) 0.061(2) Uani 1 1 d . . . H1A H 0.2403 0.3120 -0.3875 0.073 Uiso 1 1 calc R . . C2 C 0.3948(10) 0.3843(11) -0.3230(10) 0.063(2) Uani 1 1 d . . . H2A H 0.3250 0.4741 -0.2892 0.075 Uiso 1 1 calc R . . C3 C 0.6142(9) 0.1948(9) -0.3824(9) 0.0502(16) Uani 1 1 d . . . H3A H 0.7243 0.1307 -0.3976 0.060 Uiso 1 1 calc R . . C4 C 0.6648(11) 0.3793(11) -0.2751(10) 0.063(2) Uani 1 1 d . . . H4A H 0.7793 0.3134 -0.2891 0.094 Uiso 1 1 calc R . . H4B H 0.6578 0.3644 -0.1717 0.094 Uiso 1 1 calc R . . H4C H 0.6243 0.4990 -0.3306 0.094 Uiso 1 1 calc R . . C5 C 0.7414(13) -0.1145(16) 0.0115(12) 0.089(3) Uani 1 1 d . . . H5A H 0.6804 -0.0520 0.0718 0.107 Uiso 1 1 calc R . . C6 C 0.7029(13) -0.2123(17) -0.0369(13) 0.091(3) Uani 1 1 d . . . H6A H 0.6117 -0.2305 -0.0172 0.110 Uiso 1 1 calc R . . C7 C 0.9290(10) -0.2212(10) -0.1204(9) 0.0564(18) Uani 1 1 d . . . H7A H 1.0228 -0.2487 -0.1704 0.068 Uiso 1 1 calc R . . C8 C 0.8315(13) -0.3967(13) -0.1942(12) 0.077(3) Uani 1 1 d . . . H8A H 0.9291 -0.4281 -0.2446 0.116 Uiso 1 1 calc R . . H8B H 0.7331 -0.3406 -0.2647 0.116 Uiso 1 1 calc R . . H8C H 0.8380 -0.4983 -0.1220 0.116 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 0.05251(18) 0.0666(2) 0.0653(2) -0.03590(17) 0.01769(13) -0.03485(16) Au2 0.0568(2) 0.0426(2) 0.0555(2) -0.02384(18) 0.00697(17) -0.02678(18) Au3 0.0500(2) 0.0517(2) 0.0674(3) -0.0273(2) 0.00277(17) -0.02748(19) Cl1 0.0639(12) 0.0702(14) 0.0812(15) -0.0333(12) 0.0131(10) -0.0273(11) Cl2 0.0680(13) 0.0885(17) 0.0850(17) -0.0142(14) 0.0071(11) -0.0392(13) N1 0.056(3) 0.047(3) 0.055(4) -0.024(3) 0.009(3) -0.028(3) N2 0.055(3) 0.047(3) 0.055(4) -0.027(3) 0.012(3) -0.029(3) N3 0.059(4) 0.066(4) 0.064(4) -0.033(3) 0.012(3) -0.042(3) N4 0.071(4) 0.069(4) 0.051(4) -0.022(3) 0.007(3) -0.050(4) C1 0.055(4) 0.059(5) 0.086(6) -0.041(5) 0.024(4) -0.032(4) C2 0.064(5) 0.064(5) 0.079(6) -0.045(5) 0.025(4) -0.034(4) C3 0.053(4) 0.046(4) 0.059(4) -0.028(4) 0.006(3) -0.022(3) C4 0.074(5) 0.064(5) 0.068(5) -0.030(4) 0.005(4) -0.041(4) C5 0.091(7) 0.137(10) 0.102(8) -0.084(8) 0.047(6) -0.080(7) C6 0.093(7) 0.147(10) 0.103(8) -0.074(8) 0.044(6) -0.094(8) C7 0.060(4) 0.059(5) 0.067(5) -0.029(4) 0.011(4) -0.038(4) C8 0.104(7) 0.078(6) 0.081(7) -0.037(5) 0.006(5) -0.061(6) _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 Cl2 2.262(3) . ? Au1 Cl1 2.271(2) . ? Au1 Au2 3.3778(3) . ? Au2 N1 2.001(6) 2_654 ? Au2 N1 2.001(6) . ? Au2 Au1 3.3778(3) 2_654 ? Au3 N3 2.007(6) . ? Au3 N3 2.007(6) 2_755 ? N1 C3 1.319(9) . ? N1 C1 1.388(9) . ? N2 C3 1.321(9) . ? N2 C2 1.361(9) . ? N2 C4 1.464(9) . ? N3 C7 1.300(10) . ? N3 C5 1.370(11) . ? N4 C7 1.327(9) . ? N4 C6 1.349(12) . ? N4 C8 1.459(11) . ? C1 C2 1.338(11) . ? C1 H1A 0.9300 . ? C2 H2A 0.9300 . ? C3 H3A 0.9300 . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 C6 1.335(13) . ? C5 H5A 0.9300 . ? C6 H6A 0.9300 . ? C7 H7A 0.9300 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? 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 Cl2 Au1 Cl1 177.88(8) . . ? Cl2 Au1 Au2 86.33(6) . . ? Cl1 Au1 Au2 95.23(6) . . ? N1 Au2 N1 180.0 2_654 . ? N1 Au2 Au1 92.07(17) 2_654 2_654 ? N1 Au2 Au1 87.93(17) . 2_654 ? N1 Au2 Au1 87.93(17) 2_654 . ? N1 Au2 Au1 92.07(17) . . ? Au1 Au2 Au1 180.0 2_654 . ? N3 Au3 N3 180.0(4) . 2_755 ? C3 N1 C1 105.5(6) . . ? C3 N1 Au2 127.7(5) . . ? C1 N1 Au2 126.8(5) . . ? C3 N2 C2 107.2(6) . . ? C3 N2 C4 127.3(7) . . ? C2 N2 C4 125.5(6) . . ? C7 N3 C5 105.6(6) . . ? C7 N3 Au3 128.6(5) . . ? C5 N3 Au3 125.8(6) . . ? C7 N4 C6 107.6(7) . . ? C7 N4 C8 127.1(7) . . ? C6 N4 C8 125.3(7) . . ? C2 C1 N1 108.2(7) . . ? C2 C1 H1A 125.9 . . ? N1 C1 H1A 125.9 . . ? C1 C2 N2 107.6(7) . . ? C1 C2 H2A 126.2 . . ? N2 C2 H2A 126.2 . . ? N1 C3 N2 111.6(6) . . ? N1 C3 H3A 124.2 . . ? N2 C3 H3A 124.2 . . ? N2 C4 H4A 109.5 . . ? N2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? N2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C6 C5 N3 109.2(9) . . ? C6 C5 H5A 125.4 . . ? N3 C5 H5A 125.4 . . ? C5 C6 N4 106.4(8) . . ? C5 C6 H6A 126.8 . . ? N4 C6 H6A 126.8 . . ? N3 C7 N4 111.1(7) . . ? N3 C7 H7A 124.4 . . ? N4 C7 H7A 124.4 . . ? N4 C8 H8A 109.5 . . ? N4 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? N4 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 28.36 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.882 _refine_diff_density_min -1.648 _refine_diff_density_rms 0.301 # Attachment '[Au(C14-Im)2][NO3] 2H2O.cif' data_jn23m _database_code_depnum_ccdc_archive 'CCDC 660570' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common (Au(C14-Im)2)(NO3) _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H68 Au N5 O5' _chemical_formula_weight 823.90 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' _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 8.2729(11) _cell_length_b 9.1630(12) _cell_length_c 25.254(3) _cell_angle_alpha 92.838(2) _cell_angle_beta 92.054(2) _cell_angle_gamma 101.360(2) _cell_volume 1872.5(4) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.461 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 852 _exptl_absorpt_coefficient_mu 3.973 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.69375 _exptl_absorpt_correction_T_max 0.97698 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22107 _diffrn_reflns_av_R_equivalents 0.0573 _diffrn_reflns_av_sigmaI/netI 0.0555 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 0.81 _diffrn_reflns_theta_max 28.38 _reflns_number_total 9258 _reflns_number_gt 8225 _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^)+(0.0783P)^2^+2.9927P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9258 _refine_ls_number_parameters 406 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0529 _refine_ls_R_factor_gt 0.0470 _refine_ls_wR_factor_ref 0.1293 _refine_ls_wR_factor_gt 0.1231 _refine_ls_goodness_of_fit_ref 1.068 _refine_ls_restrained_S_all 1.077 _refine_ls_shift/su_max 0.004 _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 0.98853(2) 0.751413(18) 0.502004(6) 0.01649(8) Uani 1 1 d . . . O1 O 0.6360(5) 0.0964(4) 0.54460(18) 0.0345(10) Uani 1 1 d . . . O2 O 0.6071(5) 0.3238(5) 0.5609(2) 0.0414(11) Uani 1 1 d . . . O3 O 0.6918(6) 0.2055(6) 0.6221(2) 0.0490(12) Uani 1 1 d . . . O4 O 0.6546(6) 0.60156(11) 0.60384(11) 0.119(4) Uani 1 1 d D . . H4B H 0.6506 0.6792 0.5866 0.143 Uiso 1 1 d D . . H4C H 0.6265 0.5061 0.6005 0.143 Uiso 1 1 d D . . O5 O 0.5900(4) 0.78294(18) 0.53228(14) 0.0443(12) Uani 1 1 d D . . H5B H 0.5144 0.7555 0.5078 0.053 Uiso 1 1 d D . . H5C H 0.6072 0.8735 0.5443 0.053 Uiso 1 1 d D . . N1 N 1.0797(5) 0.9118(5) 0.55800(16) 0.0156(8) Uani 1 1 d . . . N2 N 1.1008(5) 1.0845(5) 0.62270(16) 0.0147(8) Uani 1 1 d . . . N3 N 0.9007(5) 0.5908(4) 0.44571(16) 0.0141(8) Uani 1 1 d . . . N4 N 0.8912(5) 0.4204(5) 0.38109(16) 0.0139(8) Uani 1 1 d . . . N5 N 0.6451(5) 0.2022(5) 0.57574(17) 0.0240(10) Uani 1 1 d . . . C1 C 1.2453(6) 0.9630(6) 0.5720(2) 0.0188(10) Uani 1 1 d . . . H1A H 1.3347 0.9292 0.5562 0.023 Uiso 1 1 calc R . . C2 C 1.2589(6) 1.0693(6) 0.6121(2) 0.0182(9) Uani 1 1 d . . . H2A H 1.3582 1.1230 0.6294 0.022 Uiso 1 1 calc R . . C3 C 0.9965(6) 0.9882(5) 0.58985(19) 0.0158(9) Uani 1 1 d . . . H3A H 0.8797 0.9759 0.5893 0.019 Uiso 1 1 calc R . . C4 C 0.7376(6) 0.5334(6) 0.4314(2) 0.0215(10) Uani 1 1 d . . . H4A H 0.6453 0.5627 0.4470 0.026 Uiso 1 1 calc R . . C5 C 0.7305(6) 0.4277(6) 0.3912(2) 0.0204(10) Uani 1 1 d . . . H5A H 0.6337 0.3702 0.3736 0.025 Uiso 1 1 calc R . . C6 C 0.9897(6) 0.5191(5) 0.41427(19) 0.0151(9) Uani 1 1 d . . . H6A H 1.1069 0.5361 0.4154 0.018 Uiso 1 1 calc R . . C7 C 1.0545(6) 1.1761(6) 0.66664(19) 0.0181(9) Uani 1 1 d . . . H7A H 0.9550 1.2140 0.6557 0.022 Uiso 1 1 calc R . . H7B H 1.1452 1.2629 0.6755 0.022 Uiso 1 1 calc R . . C8 C 1.0198(6) 1.0858(5) 0.71531(18) 0.0151(9) Uani 1 1 d . . . H8A H 1.1196 1.0481 0.7260 0.018 Uiso 1 1 calc R . . H8B H 0.9298 0.9987 0.7062 0.018 Uiso 1 1 calc R . . C9 C 0.9704(6) 1.1779(5) 0.76188(18) 0.0149(9) Uani 1 1 d . . . H9A H 0.8721 1.2176 0.7509 0.018 Uiso 1 1 calc R . . H9B H 1.0614 1.2637 0.7716 0.018 Uiso 1 1 calc R . . C10 C 0.9315(6) 1.0859(5) 0.81036(19) 0.0147(9) Uani 1 1 d . . . H10A H 0.8405 1.0002 0.8005 0.018 Uiso 1 1 calc R . . H10B H 1.0297 1.0458 0.8211 0.018 Uiso 1 1 calc R . . C11 C 0.8823(6) 1.1755(5) 0.85759(18) 0.0143(9) Uani 1 1 d . . . H11A H 0.7849 1.2166 0.8467 0.017 Uiso 1 1 calc R . . H11B H 0.9739 1.2605 0.8677 0.017 Uiso 1 1 calc R . . C12 C 0.8414(6) 1.0833(5) 0.90595(19) 0.0144(9) Uani 1 1 d . . . H12A H 0.7498 0.9983 0.8959 0.017 Uiso 1 1 calc R . . H12B H 0.9388 1.0421 0.9168 0.017 Uiso 1 1 calc R . . C13 C 0.7925(6) 1.1726(5) 0.95299(18) 0.0143(9) Uani 1 1 d . . . H13A H 0.6954 1.2140 0.9421 0.017 Uiso 1 1 calc R . . H13B H 0.8843 1.2575 0.9631 0.017 Uiso 1 1 calc R . . C14 C 0.7512(6) 1.0812(5) 1.00132(18) 0.0143(9) Uani 1 1 d . . . H14A H 0.8481 1.0394 1.0122 0.017 Uiso 1 1 calc R . . H14B H 0.6590 0.9967 0.9913 0.017 Uiso 1 1 calc R . . C15 C 0.7031(6) 1.1716(5) 1.04849(19) 0.0146(9) Uani 1 1 d . . . H15A H 0.7955 1.2560 1.0585 0.018 Uiso 1 1 calc R . . H15B H 0.6066 1.2137 1.0375 0.018 Uiso 1 1 calc R . . C16 C 0.6609(6) 1.0816(5) 1.09701(19) 0.0146(9) Uani 1 1 d . . . H16A H 0.7575 1.0400 1.1083 0.018 Uiso 1 1 calc R . . H16B H 0.5687 0.9969 1.0871 0.018 Uiso 1 1 calc R . . C17 C 0.6120(6) 1.1738(5) 1.14368(19) 0.0147(9) Uani 1 1 d . . . H17A H 0.7044 1.2584 1.1535 0.018 Uiso 1 1 calc R . . H17B H 0.5157 1.2157 1.1323 0.018 Uiso 1 1 calc R . . C18 C 0.5690(6) 1.0850(5) 1.19243(19) 0.0155(9) Uani 1 1 d . . . H18A H 0.6664 1.0456 1.2046 0.019 Uiso 1 1 calc R . . H18B H 0.4788 0.9987 1.1824 0.019 Uiso 1 1 calc R . . C19 C 0.5157(6) 1.1772(6) 1.23829(19) 0.0180(9) Uani 1 1 d . . . H19A H 0.6057 1.2638 1.2481 0.022 Uiso 1 1 calc R . . H19B H 0.4179 1.2161 1.2262 0.022 Uiso 1 1 calc R . . C20 C 0.4735(7) 1.0892(7) 1.2873(2) 0.0251(11) Uani 1 1 d . . . H20A H 0.4413 1.1542 1.3153 0.038 Uiso 1 1 calc R . . H20B H 0.5702 1.0516 1.2998 0.038 Uiso 1 1 calc R . . H20C H 0.3820 1.0051 1.2782 0.038 Uiso 1 1 calc R . . C21 C 0.9454(6) 0.3306(5) 0.33778(18) 0.0146(9) Uani 1 1 d . . . H21A H 0.8591 0.2405 0.3289 0.017 Uiso 1 1 calc R . . H21B H 1.0472 0.2979 0.3497 0.017 Uiso 1 1 calc R . . C22 C 0.9786(6) 0.4185(5) 0.28860(19) 0.0150(9) Uani 1 1 d . . . H22A H 1.0676 0.5067 0.2973 0.018 Uiso 1 1 calc R . . H22B H 0.8779 0.4546 0.2777 0.018 Uiso 1 1 calc R . . C23 C 1.0288(6) 0.3263(5) 0.24252(18) 0.0145(9) Uani 1 1 d . . . H23A H 0.9383 0.2398 0.2331 0.017 Uiso 1 1 calc R . . H23B H 1.1273 0.2876 0.2538 0.017 Uiso 1 1 calc R . . C24 C 1.0674(6) 0.4158(5) 0.19353(18) 0.0147(9) Uani 1 1 d . . . H24A H 1.1592 0.5011 0.2030 0.018 Uiso 1 1 calc R . . H24B H 0.9695 0.4566 0.1830 0.018 Uiso 1 1 calc R . . C25 C 1.1146(6) 0.3256(5) 0.14611(18) 0.0147(9) Uani 1 1 d . . . H25A H 1.2114 0.2834 0.1567 0.018 Uiso 1 1 calc R . . H25B H 1.0221 0.2414 0.1361 0.018 Uiso 1 1 calc R . . C26 C 1.1558(6) 0.4171(5) 0.09791(18) 0.0137(8) Uani 1 1 d . . . H26A H 1.2479 0.5017 0.1080 0.016 Uiso 1 1 calc R . . H26B H 1.0588 0.4589 0.0872 0.016 Uiso 1 1 calc R . . C27 C 1.2041(6) 0.3273(5) 0.05044(18) 0.0144(9) Uani 1 1 d . . . H27A H 1.3010 0.2853 0.0612 0.017 Uiso 1 1 calc R . . H27B H 1.1119 0.2428 0.0403 0.017 Uiso 1 1 calc R . . C28 C 1.2456(6) 0.4190(5) 0.00222(19) 0.0145(9) Uani 1 1 d . . . H28A H 1.3376 0.5037 0.0123 0.017 Uiso 1 1 calc R . . H28B H 1.1486 0.4605 -0.0087 0.017 Uiso 1 1 calc R . . C29 C 1.2944(6) 0.3285(5) -0.04473(18) 0.0142(9) Uani 1 1 d . . . H29A H 1.3912 0.2869 -0.0337 0.017 Uiso 1 1 calc R . . H29B H 1.2023 0.2438 -0.0547 0.017 Uiso 1 1 calc R . . C30 C 1.3362(6) 0.4189(5) -0.09322(18) 0.0140(9) Uani 1 1 d . . . H30A H 1.2395 0.4606 -0.1044 0.017 Uiso 1 1 calc R . . H30B H 1.4285 0.5035 -0.0833 0.017 Uiso 1 1 calc R . . C31 C 1.3845(6) 0.3273(5) -0.13988(18) 0.0151(9) Uani 1 1 d . . . H31A H 1.2923 0.2424 -0.1495 0.018 Uiso 1 1 calc R . . H31B H 1.4813 0.2858 -0.1287 0.018 Uiso 1 1 calc R . . C32 C 1.4263(6) 0.4160(5) -0.18892(19) 0.0151(9) Uani 1 1 d . . . H32A H 1.3290 0.4561 -0.2005 0.018 Uiso 1 1 calc R . . H32B H 1.5175 0.5018 -0.1792 0.018 Uiso 1 1 calc R . . C33 C 1.4770(6) 0.3241(6) -0.2351(2) 0.0178(9) Uani 1 1 d . . . H33A H 1.5750 0.2847 -0.2237 0.021 Uiso 1 1 calc R . . H33B H 1.3863 0.2380 -0.2448 0.021 Uiso 1 1 calc R . . C34 C 1.5171(7) 0.4137(6) -0.2838(2) 0.0228(11) Uani 1 1 d . . . H34A H 1.5481 0.3495 -0.3123 0.034 Uiso 1 1 calc R . . H34B H 1.6089 0.4975 -0.2747 0.034 Uiso 1 1 calc R . . H34C H 1.4199 0.4517 -0.2957 0.034 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 0.02293(11) 0.01475(11) 0.01250(11) -0.00139(7) 0.00153(7) 0.00594(7) O1 0.035(2) 0.017(2) 0.050(3) -0.0134(18) 0.0043(19) 0.0057(16) O2 0.036(2) 0.027(2) 0.065(3) -0.004(2) 0.009(2) 0.0150(18) O3 0.049(3) 0.044(3) 0.054(3) -0.007(2) 0.011(2) 0.012(2) O4 0.048(3) 0.069(5) 0.262(11) 0.077(6) 0.078(5) 0.035(3) O5 0.045(3) 0.037(3) 0.052(3) 0.010(2) -0.005(2) 0.010(2) N1 0.0199(18) 0.015(2) 0.0125(19) -0.0016(15) 0.0024(15) 0.0046(15) N2 0.0202(18) 0.014(2) 0.0104(18) -0.0005(15) 0.0023(15) 0.0041(15) N3 0.0201(18) 0.0109(19) 0.0117(18) -0.0027(15) 0.0014(15) 0.0045(14) N4 0.0163(17) 0.0137(19) 0.0120(18) 0.0007(15) 0.0024(14) 0.0039(14) N5 0.0125(17) 0.040(3) 0.018(2) -0.0075(19) 0.0000(15) 0.0034(17) C1 0.019(2) 0.019(2) 0.018(2) -0.0018(19) 0.0044(18) 0.0036(18) C2 0.017(2) 0.019(2) 0.016(2) -0.0019(19) 0.0023(18) 0.0002(18) C3 0.019(2) 0.015(2) 0.015(2) -0.0017(18) 0.0011(17) 0.0062(17) C4 0.018(2) 0.027(3) 0.021(2) -0.002(2) 0.0046(19) 0.0080(19) C5 0.015(2) 0.027(3) 0.020(2) -0.003(2) 0.0009(18) 0.0052(19) C6 0.018(2) 0.014(2) 0.014(2) -0.0005(17) 0.0016(17) 0.0067(17) C7 0.028(2) 0.014(2) 0.013(2) -0.0007(18) 0.0050(19) 0.0059(18) C8 0.021(2) 0.013(2) 0.011(2) -0.0020(17) 0.0016(17) 0.0046(17) C9 0.020(2) 0.012(2) 0.013(2) -0.0006(17) 0.0028(17) 0.0041(17) C10 0.019(2) 0.011(2) 0.014(2) -0.0004(17) 0.0015(17) 0.0039(16) C11 0.020(2) 0.012(2) 0.011(2) 0.0001(17) 0.0015(17) 0.0037(17) C12 0.018(2) 0.011(2) 0.014(2) -0.0022(17) 0.0015(17) 0.0040(16) C13 0.019(2) 0.012(2) 0.013(2) -0.0015(17) 0.0019(17) 0.0030(16) C14 0.018(2) 0.012(2) 0.013(2) -0.0002(17) 0.0008(17) 0.0036(16) C15 0.019(2) 0.011(2) 0.013(2) 0.0017(17) 0.0021(17) 0.0029(17) C16 0.019(2) 0.012(2) 0.014(2) 0.0007(17) 0.0025(17) 0.0035(16) C17 0.019(2) 0.012(2) 0.013(2) 0.0006(17) 0.0007(17) 0.0029(16) C18 0.021(2) 0.012(2) 0.013(2) -0.0008(17) 0.0019(17) 0.0035(17) C19 0.021(2) 0.018(2) 0.014(2) -0.0013(18) 0.0018(18) 0.0032(18) C20 0.031(3) 0.028(3) 0.014(2) -0.001(2) 0.003(2) 0.001(2) C21 0.022(2) 0.011(2) 0.011(2) -0.0014(17) 0.0014(17) 0.0037(17) C22 0.021(2) 0.012(2) 0.012(2) 0.0004(17) 0.0039(17) 0.0046(17) C23 0.021(2) 0.011(2) 0.012(2) -0.0007(17) 0.0021(17) 0.0041(17) C24 0.019(2) 0.012(2) 0.013(2) 0.0006(17) 0.0039(17) 0.0041(17) C25 0.020(2) 0.012(2) 0.012(2) -0.0021(17) 0.0032(17) 0.0032(17) C26 0.018(2) 0.011(2) 0.012(2) -0.0012(17) 0.0016(16) 0.0029(16) C27 0.021(2) 0.010(2) 0.013(2) 0.0002(17) 0.0031(17) 0.0049(17) C28 0.019(2) 0.011(2) 0.014(2) 0.0002(17) 0.0018(17) 0.0029(16) C29 0.019(2) 0.012(2) 0.012(2) 0.0000(17) 0.0015(17) 0.0047(17) C30 0.019(2) 0.012(2) 0.012(2) 0.0008(17) 0.0029(17) 0.0035(16) C31 0.021(2) 0.013(2) 0.012(2) 0.0001(17) 0.0029(17) 0.0050(17) C32 0.021(2) 0.013(2) 0.012(2) 0.0024(17) 0.0031(17) 0.0056(17) C33 0.022(2) 0.015(2) 0.016(2) -0.0007(18) 0.0042(18) 0.0039(18) C34 0.029(2) 0.025(3) 0.013(2) 0.002(2) 0.006(2) 0.003(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 N1 2.002(4) . ? Au1 N3 2.003(4) . ? O1 N5 1.207(6) . ? O2 N5 1.285(6) . ? O3 N5 1.218(7) . ? O4 H4B 0.8577 . ? O4 H4C 0.8588 . ? O5 H5B 0.8552 . ? O5 H5C 0.8523 . ? N1 C3 1.336(6) . ? N1 C1 1.385(6) . ? N2 C3 1.337(6) . ? N2 C2 1.377(6) . ? N2 C7 1.465(6) . ? N3 C6 1.336(6) . ? N3 C4 1.377(6) . ? N4 C6 1.330(6) . ? N4 C5 1.377(6) . ? N4 C21 1.472(6) . ? C1 C2 1.354(7) . ? C1 H1A 0.9500 . ? C2 H2A 0.9500 . ? C3 H3A 0.9500 . ? C4 C5 1.359(7) . ? C4 H4A 0.9500 . ? C5 H5A 0.9500 . ? C6 H6A 0.9500 . ? C7 C8 1.520(6) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.528(6) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.529(6) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.527(6) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.529(6) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.521(6) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.525(6) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C15 1.526(6) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C16 1.523(6) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 C17 1.529(6) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C18 1.524(6) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 C19 1.529(6) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 C20 1.523(7) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 C22 1.517(6) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.522(6) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 C24 1.526(6) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 C25 1.527(6) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 C26 1.522(6) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 C27 1.530(6) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C27 C28 1.525(6) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C28 C29 1.525(6) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 C30 1.525(6) . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C30 C31 1.524(6) . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? C31 C32 1.528(6) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 C33 1.524(6) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C33 C34 1.522(7) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Au1 N3 179.16(14) . . ? H4B O4 H4C 140.8 . . ? H5B O5 H5C 117.5 . . ? C3 N1 C1 106.2(4) . . ? C3 N1 Au1 128.1(3) . . ? C1 N1 Au1 125.8(3) . . ? C3 N2 C2 107.9(4) . . ? C3 N2 C7 125.9(4) . . ? C2 N2 C7 125.8(4) . . ? C6 N3 C4 106.5(4) . . ? C6 N3 Au1 126.5(3) . . ? C4 N3 Au1 127.0(3) . . ? C6 N4 C5 108.0(4) . . ? C6 N4 C21 125.6(4) . . ? C5 N4 C21 126.2(4) . . ? O1 N5 O3 124.5(6) . . ? O1 N5 O2 120.7(5) . . ? O3 N5 O2 114.8(5) . . ? C2 C1 N1 108.8(4) . . ? C2 C1 H1A 125.6 . . ? N1 C1 H1A 125.6 . . ? C1 C2 N2 106.6(4) . . ? C1 C2 H2A 126.7 . . ? N2 C2 H2A 126.7 . . ? N1 C3 N2 110.4(4) . . ? N1 C3 H3A 124.8 . . ? N2 C3 H3A 124.8 . . ? C5 C4 N3 108.6(4) . . ? C5 C4 H4A 125.7 . . ? N3 C4 H4A 125.7 . . ? C4 C5 N4 106.5(4) . . ? C4 C5 H5A 126.7 . . ? N4 C5 H5A 126.7 . . ? N4 C6 N3 110.4(4) . . ? N4 C6 H6A 124.8 . . ? N3 C6 H6A 124.8 . . ? N2 C7 C8 110.7(4) . . ? N2 C7 H7A 109.5 . . ? C8 C7 H7A 109.5 . . ? N2 C7 H7B 109.5 . . ? C8 C7 H7B 109.5 . . ? H7A C7 H7B 108.1 . . ? C7 C8 C9 112.1(4) . . ? C7 C8 H8A 109.2 . . ? C9 C8 H8A 109.2 . . ? C7 C8 H8B 109.2 . . ? C9 C8 H8B 109.2 . . ? H8A C8 H8B 107.9 . . ? C8 C9 C10 112.0(4) . . ? C8 C9 H9A 109.2 . . ? C10 C9 H9A 109.2 . . ? C8 C9 H9B 109.2 . . ? C10 C9 H9B 109.2 . . ? H9A C9 H9B 107.9 . . ? C11 C10 C9 113.1(4) . . ? C11 C10 H10A 109.0 . . ? C9 C10 H10A 109.0 . . ? C11 C10 H10B 109.0 . . ? C9 C10 H10B 109.0 . . ? H10A C10 H10B 107.8 . . ? C10 C11 C12 113.2(4) . . ? C10 C11 H11A 108.9 . . ? C12 C11 H11A 108.9 . . ? C10 C11 H11B 108.9 . . ? C12 C11 H11B 108.9 . . ? H11A C11 H11B 107.7 . . ? C13 C12 C11 113.2(4) . . ? C13 C12 H12A 108.9 . . ? C11 C12 H12A 108.9 . . ? C13 C12 H12B 108.9 . . ? C11 C12 H12B 108.9 . . ? H12A C12 H12B 107.8 . . ? C12 C13 C14 113.5(4) . . ? C12 C13 H13A 108.9 . . ? C14 C13 H13A 108.9 . . ? C12 C13 H13B 108.9 . . ? C14 C13 H13B 108.9 . . ? H13A C13 H13B 107.7 . . ? C13 C14 C15 113.2(4) . . ? C13 C14 H14A 108.9 . . ? C15 C14 H14A 108.9 . . ? C13 C14 H14B 108.9 . . ? C15 C14 H14B 108.9 . . ? H14A C14 H14B 107.7 . . ? C16 C15 C14 113.8(4) . . ? C16 C15 H15A 108.8 . . ? C14 C15 H15A 108.8 . . ? C16 C15 H15B 108.8 . . ? C14 C15 H15B 108.8 . . ? H15A C15 H15B 107.7 . . ? C15 C16 C17 113.0(4) . . ? C15 C16 H16A 109.0 . . ? C17 C16 H16A 109.0 . . ? C15 C16 H16B 109.0 . . ? C17 C16 H16B 109.0 . . ? H16A C16 H16B 107.8 . . ? C18 C17 C16 113.5(4) . . ? C18 C17 H17A 108.9 . . ? C16 C17 H17A 108.9 . . ? C18 C17 H17B 108.9 . . ? C16 C17 H17B 108.9 . . ? H17A C17 H17B 107.7 . . ? C17 C18 C19 113.1(4) . . ? C17 C18 H18A 109.0 . . ? C19 C18 H18A 109.0 . . ? C17 C18 H18B 109.0 . . ? C19 C18 H18B 109.0 . . ? H18A C18 H18B 107.8 . . ? C20 C19 C18 113.3(4) . . ? C20 C19 H19A 108.9 . . ? C18 C19 H19A 108.9 . . ? C20 C19 H19B 108.9 . . ? C18 C19 H19B 108.9 . . ? H19A C19 H19B 107.7 . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? N4 C21 C22 111.4(4) . . ? N4 C21 H21A 109.3 . . ? C22 C21 H21A 109.3 . . ? N4 C21 H21B 109.3 . . ? C22 C21 H21B 109.3 . . ? H21A C21 H21B 108.0 . . ? C21 C22 C23 112.5(4) . . ? C21 C22 H22A 109.1 . . ? C23 C22 H22A 109.1 . . ? C21 C22 H22B 109.1 . . ? C23 C22 H22B 109.1 . . ? H22A C22 H22B 107.8 . . ? C22 C23 C24 112.6(4) . . ? C22 C23 H23A 109.1 . . ? C24 C23 H23A 109.1 . . ? C22 C23 H23B 109.1 . . ? C24 C23 H23B 109.1 . . ? H23A C23 H23B 107.8 . . ? C23 C24 C25 114.0(4) . . ? C23 C24 H24A 108.8 . . ? C25 C24 H24A 108.8 . . ? C23 C24 H24B 108.8 . . ? C25 C24 H24B 108.8 . . ? H24A C24 H24B 107.6 . . ? C26 C25 C24 113.4(4) . . ? C26 C25 H25A 108.9 . . ? C24 C25 H25A 108.9 . . ? C26 C25 H25B 108.9 . . ? C24 C25 H25B 108.9 . . ? H25A C25 H25B 107.7 . . ? C25 C26 C27 113.5(4) . . ? C25 C26 H26A 108.9 . . ? C27 C26 H26A 108.9 . . ? C25 C26 H26B 108.9 . . ? C27 C26 H26B 108.9 . . ? H26A C26 H26B 107.7 . . ? C28 C27 C26 113.4(4) . . ? C28 C27 H27A 108.9 . . ? C26 C27 H27A 108.9 . . ? C28 C27 H27B 108.9 . . ? C26 C27 H27B 108.9 . . ? H27A C27 H27B 107.7 . . ? C27 C28 C29 112.9(4) . . ? C27 C28 H28A 109.0 . . ? C29 C28 H28A 109.0 . . ? C27 C28 H28B 109.0 . . ? C29 C28 H28B 109.0 . . ? H28A C28 H28B 107.8 . . ? C30 C29 C28 113.5(4) . . ? C30 C29 H29A 108.9 . . ? C28 C29 H29A 108.9 . . ? C30 C29 H29B 108.9 . . ? C28 C29 H29B 108.9 . . ? H29A C29 H29B 107.7 . . ? C31 C30 C29 113.0(4) . . ? C31 C30 H30A 109.0 . . ? C29 C30 H30A 109.0 . . ? C31 C30 H30B 109.0 . . ? C29 C30 H30B 109.0 . . ? H30A C30 H30B 107.8 . . ? C30 C31 C32 113.7(4) . . ? C30 C31 H31A 108.8 . . ? C32 C31 H31A 108.8 . . ? C30 C31 H31B 108.8 . . ? C32 C31 H31B 108.8 . . ? H31A C31 H31B 107.7 . . ? C33 C32 C31 113.3(4) . . ? C33 C32 H32A 108.9 . . ? C31 C32 H32A 108.9 . . ? C33 C32 H32B 108.9 . . ? C31 C32 H32B 108.9 . . ? H32A C32 H32B 107.7 . . ? C34 C33 C32 112.7(4) . . ? C34 C33 H33A 109.0 . . ? C32 C33 H33A 109.0 . . ? C34 C33 H33B 109.0 . . ? C32 C33 H33B 109.0 . . ? H33A C33 H33B 107.8 . . ? C33 C34 H34A 109.5 . . ? C33 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C33 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 28.38 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 8.494 _refine_diff_density_min -4.955 _refine_diff_density_rms 0.257