# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Sylvain Gaillard' _publ_contact_author_email sg210@st-andrews.ac.uk loop_ _publ_author_name 'S. Gaillard' 'A. M. Z. Slawin' 'S. P. Nolan' data_snsg21 _database_code_depnum_ccdc_archive 'CCDC 759010' #TrackingRef 'Au(CN)(IPr).cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H36 Au N3,2(C H Cl3)' _chemical_formula_sum 'C30 H38 Au Cl6 N3' _chemical_formula_weight 850.30 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 10.415(8) _cell_length_b 12.852(5) _cell_length_c 15.096(8) _cell_angle_alpha 68.80(5) _cell_angle_beta 88.93(7) _cell_angle_gamma 77.34(6) _cell_volume 1834.0(18) _cell_formula_units_Z 2 _cell_measurement_temperature 93(2) _cell_measurement_reflns_used 4336 _cell_measurement_theta_min 2.3420 _cell_measurement_theta_max 28.6584 _exptl_crystal_description Prism _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.1500 _exptl_crystal_size_mid 0.1200 _exptl_crystal_size_min 0.0300 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.540 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 840 _exptl_absorpt_coefficient_mu 4.471 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5369 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 93(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator confocal _diffrn_measurement_device_type CCD _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11540 _diffrn_reflns_av_R_equivalents 0.1630 _diffrn_reflns_av_sigmaI/netI 0.2763 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.34 _diffrn_reflns_theta_max 25.29 _reflns_number_total 6431 _reflns_number_gt 3190 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2004)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2004)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2004)' _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^)+(0.1548P)^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 SHELXL _refine_ls_extinction_coef 0.0012(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 6431 _refine_ls_number_parameters 363 _refine_ls_number_restraints 24 _refine_ls_R_factor_all 0.2083 _refine_ls_R_factor_gt 0.1346 _refine_ls_wR_factor_ref 0.3484 _refine_ls_wR_factor_gt 0.2898 _refine_ls_goodness_of_fit_ref 1.000 _refine_ls_restrained_S_all 0.999 _refine_ls_shift/su_max 0.060 _refine_ls_shift/su_mean 0.002 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 0.56930(5) 0.49879(5) 0.25084(3) 0.04449(19) Uani 1 1 d . . . C1 C 0.7616(15) 0.4908(13) 0.2566(9) 0.0493(8) Uani 1 1 d U . . N2 N 0.8639(9) 0.4166(9) 0.3035(6) 0.032(3) Uani 1 1 d . . . C3 C 0.9850(13) 0.4483(13) 0.2866(8) 0.045(5) Uani 1 1 d . . . H3A H 1.0683 0.4044 0.3180 0.055 Uiso 1 1 calc R . . C4 C 0.9601(12) 0.5556(11) 0.2155(7) 0.031(4) Uani 1 1 d . . . H4A H 1.0216 0.6000 0.1856 0.037 Uiso 1 1 calc R . . N5 N 0.8220(10) 0.5841(8) 0.1976(6) 0.032(3) Uani 1 1 d . . . C6 C 0.8539(12) 0.3086(13) 0.3748(8) 0.044(4) Uani 1 1 d . . . C7 C 0.8656(13) 0.2151(11) 0.3457(9) 0.038(4) Uani 1 1 d . . . C8 C 0.8496(13) 0.1054(13) 0.4199(9) 0.051(5) Uani 1 1 d . . . H8A H 0.8500 0.0413 0.4024 0.061 Uiso 1 1 calc R . . C9 C 0.8351(13) 0.0958(12) 0.5072(9) 0.054(4) Uani 1 1 d . . . H9A H 0.8301 0.0233 0.5529 0.065 Uiso 1 1 calc R . . C10 C 0.8263(14) 0.1894(14) 0.5381(9) 0.057(5) Uani 1 1 d . . . H10A H 0.8142 0.1797 0.6029 0.069 Uiso 1 1 calc R . . C11 C 0.8362(14) 0.2997(12) 0.4687(8) 0.0432(8) Uani 1 1 d U . . C12 C 0.8805(14) 0.2268(11) 0.2424(8) 0.045(4) Uani 1 1 d . . . H12A H 0.9020 0.3025 0.2063 0.054 Uiso 1 1 calc R . . C13 C 0.9938(16) 0.1290(15) 0.2328(10) 0.062(6) Uani 1 1 d . . . H13A H 1.0770 0.1307 0.2609 0.093 Uiso 1 1 calc R . . H13B H 1.0027 0.1408 0.1653 0.093 Uiso 1 1 calc R . . H13C H 0.9724 0.0545 0.2662 0.093 Uiso 1 1 calc R . . C14 C 0.7475(15) 0.2215(13) 0.1950(9) 0.056(5) Uani 1 1 d . . . H14A H 0.6752 0.2825 0.1991 0.085 Uiso 1 1 calc R . . H14B H 0.7267 0.1469 0.2288 0.085 Uiso 1 1 calc R . . H14C H 0.7591 0.2317 0.1280 0.085 Uiso 1 1 calc R . . C15 C 0.8149(14) 0.3996(12) 0.4970(9) 0.045(4) Uani 1 1 d . . . H15A H 0.8315 0.4641 0.4400 0.054 Uiso 1 1 calc R . . C16 C 0.9215(14) 0.3796(14) 0.5751(9) 0.057(5) Uani 1 1 d . . . H16A H 0.9071 0.4467 0.5936 0.086 Uiso 1 1 calc R . . H16B H 1.0090 0.3678 0.5504 0.086 Uiso 1 1 calc R . . H16C H 0.9159 0.3117 0.6306 0.086 Uiso 1 1 calc R . . C17 C 0.6761(15) 0.4407(15) 0.5234(9) 0.058(5) Uani 1 1 d . . . H17A H 0.6122 0.4532 0.4717 0.087 Uiso 1 1 calc R . . H17B H 0.6702 0.5127 0.5335 0.087 Uiso 1 1 calc R . . H17C H 0.6568 0.3827 0.5820 0.087 Uiso 1 1 calc R . . C18 C 0.7550(12) 0.6953(14) 0.1278(9) 0.058(5) Uani 1 1 d . . . C19 C 0.7247(14) 0.7910(12) 0.1506(9) 0.051(5) Uani 1 1 d . . . C20 C 0.6656(12) 0.8963(15) 0.0781(10) 0.058(5) Uani 1 1 d . . . H20A H 0.6408 0.9624 0.0944 0.069 Uiso 1 1 calc R . . C21 C 0.6426(14) 0.9079(13) -0.0123(8) 0.048(5) Uani 1 1 d . . . H21A H 0.6009 0.9804 -0.0581 0.058 Uiso 1 1 calc R . . C22 C 0.6824(14) 0.8071(14) -0.0405(9) 0.053(5) Uani 1 1 d . . . H22A H 0.6772 0.8149 -0.1055 0.063 Uiso 1 1 calc R . . C23 C 0.7282(14) 0.6993(12) 0.0319(8) 0.040(4) Uani 1 1 d . . . C24 C 0.7406(14) 0.7795(13) 0.2539(9) 0.047(4) Uani 1 1 d . . . H24A H 0.7993 0.7027 0.2895 0.057 Uiso 1 1 calc R . . C25 C 0.8043(18) 0.8702(16) 0.2659(11) 0.086(6) Uani 1 1 d . . . H25A H 0.8893 0.8674 0.2369 0.128 Uiso 1 1 calc R . . H25B H 0.8182 0.8552 0.3338 0.128 Uiso 1 1 calc R . . H25C H 0.7463 0.9462 0.2347 0.128 Uiso 1 1 calc R . . C26 C 0.6045(19) 0.7854(19) 0.3030(12) 0.098(7) Uani 1 1 d . . . H26A H 0.6200 0.7761 0.3696 0.147 Uiso 1 1 calc R . . H26B H 0.5649 0.7239 0.3006 0.147 Uiso 1 1 calc R . . H26C H 0.5446 0.8597 0.2693 0.147 Uiso 1 1 calc R . . C27 C 0.7663(17) 0.5960(14) 0.0046(10) 0.067(6) Uani 1 1 d . . . H27A H 0.8120 0.5314 0.0627 0.080 Uiso 1 1 calc R . . C28 C 0.8603(15) 0.6050(15) -0.0727(8) 0.061(5) Uani 1 1 d . . . H28A H 0.9383 0.6267 -0.0558 0.092 Uiso 1 1 calc R . . H28B H 0.8170 0.6634 -0.1326 0.092 Uiso 1 1 calc R . . H28C H 0.8871 0.5309 -0.0803 0.092 Uiso 1 1 calc R . . C29 C 0.6432(16) 0.5615(16) -0.0207(11) 0.068(5) Uani 1 1 d . . . H29A H 0.5825 0.5557 0.0303 0.102 Uiso 1 1 calc R . . H29B H 0.6698 0.4873 -0.0282 0.102 Uiso 1 1 calc R . . H29C H 0.5991 0.6197 -0.0805 0.102 Uiso 1 1 calc R . . C30 C 0.3754(16) 0.5112(13) 0.2399(9) 0.0505(8) Uani 1 1 d U . . N30 N 0.2729(8) 0.4974(7) 0.2491(5) 0.0126(7) Uani 1 1 d U . . C31 C 0.2251(16) 0.7813(15) 0.1255(9) 0.057(5) Uani 1 1 d . . . H31A H 0.2319 0.7019 0.1729 0.068 Uiso 1 1 calc R . . Cl1 Cl 0.3636(4) 0.7821(4) 0.0641(3) 0.0603(13) Uani 1 1 d . . . Cl2 Cl 0.2005(5) 0.8757(4) 0.1870(3) 0.0798(16) Uani 1 1 d . . . Cl3 Cl 0.0778(5) 0.8197(5) 0.0462(3) 0.0861(19) Uani 1 1 d . . . C32 C 0.3697(14) 0.2106(14) 0.3710(9) 0.054(5) Uani 1 1 d . . . H32A H 0.3471 0.2875 0.3184 0.065 Uiso 1 1 calc R . . Cl4 Cl 0.5102(4) 0.1991(5) 0.4370(3) 0.0861(18) Uani 1 1 d . . . Cl5 Cl 0.3922(6) 0.1029(5) 0.3229(3) 0.0877(18) Uani 1 1 d . . . Cl6 Cl 0.2329(5) 0.1935(5) 0.4493(3) 0.0816(17) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Au1 0.0329(3) 0.0540(4) 0.0461(3) -0.0139(2) 0.0026(3) -0.0165(3) C1 0.0490(9) 0.0494(10) 0.0493(10) -0.0180(6) 0.0032(7) -0.0112(7) N2 0.020(5) 0.048(6) 0.027(4) -0.013(4) -0.003(4) -0.007(5) C3 0.020(7) 0.062(10) 0.033(6) -0.004(6) -0.002(6) 0.011(7) C4 0.021(7) 0.032(7) 0.038(5) -0.018(5) 0.002(5) 0.007(6) N5 0.031(6) 0.026(5) 0.040(4) -0.017(4) -0.020(4) 0.003(5) C6 0.024(7) 0.075(10) 0.027(5) -0.008(6) 0.005(5) -0.015(7) C7 0.039(7) 0.019(7) 0.049(7) -0.001(6) 0.009(6) -0.013(6) C8 0.038(8) 0.036(8) 0.056(7) 0.009(7) 0.001(7) -0.010(7) C9 0.051(7) 0.048(8) 0.050(7) 0.013(6) -0.019(6) -0.040(6) C10 0.052(8) 0.098(11) 0.041(6) -0.032(7) 0.016(6) -0.047(8) C11 0.0429(9) 0.0433(10) 0.0431(10) -0.0156(6) 0.0028(7) -0.0098(7) C12 0.050(9) 0.033(8) 0.039(6) -0.017(6) -0.011(6) 0.023(7) C13 0.058(10) 0.069(11) 0.048(7) -0.013(7) 0.011(7) -0.006(9) C14 0.056(10) 0.056(9) 0.056(7) -0.037(6) -0.006(7) 0.020(8) C15 0.048(9) 0.045(8) 0.048(6) -0.022(6) 0.013(6) -0.017(7) C16 0.039(8) 0.062(10) 0.060(8) -0.005(7) -0.004(7) -0.019(7) C17 0.053(9) 0.090(11) 0.043(6) -0.037(7) 0.012(7) -0.019(9) C18 0.020(7) 0.075(11) 0.050(7) 0.015(7) -0.022(6) -0.017(7) C19 0.054(8) 0.035(8) 0.041(7) 0.022(6) -0.005(6) -0.028(6) C20 0.018(7) 0.076(11) 0.080(9) -0.024(8) 0.000(7) -0.022(7) C21 0.055(9) 0.053(9) 0.028(6) 0.001(6) 0.013(6) -0.021(7) C22 0.045(9) 0.065(10) 0.050(7) -0.022(7) 0.003(7) -0.017(8) C23 0.044(8) 0.036(8) 0.028(5) -0.004(5) -0.001(6) 0.004(7) C24 0.033(8) 0.057(9) 0.060(7) -0.028(6) 0.014(6) -0.016(7) C25 0.103(12) 0.109(11) 0.081(8) -0.061(8) -0.025(9) -0.050(10) C26 0.110(14) 0.125(15) 0.097(10) -0.065(10) 0.075(10) -0.068(12) C27 0.089(11) 0.059(11) 0.048(7) -0.010(7) 0.048(8) -0.028(9) C28 0.042(9) 0.110(12) 0.044(6) -0.049(7) 0.005(6) -0.008(9) C29 0.067(10) 0.080(11) 0.068(9) -0.024(8) 0.014(8) -0.045(8) C30 0.0507(9) 0.0505(10) 0.0506(10) -0.0187(6) 0.0032(7) -0.0116(7) N30 0.0127(9) 0.0126(9) 0.0126(9) -0.0051(6) 0.0007(7) -0.0022(7) C31 0.067(10) 0.071(11) 0.033(6) -0.016(6) 0.016(7) -0.025(8) Cl1 0.046(2) 0.070(3) 0.065(2) -0.0220(19) 0.0076(18) -0.0184(19) Cl2 0.097(3) 0.084(3) 0.069(2) -0.034(2) 0.036(2) -0.032(3) Cl3 0.057(3) 0.109(4) 0.082(3) -0.019(3) 0.007(2) -0.023(3) C32 0.045(8) 0.075(11) 0.045(7) -0.017(7) -0.001(7) -0.027(8) Cl4 0.047(2) 0.123(4) 0.076(3) -0.016(3) -0.008(2) -0.028(3) Cl5 0.102(4) 0.086(3) 0.075(2) -0.028(2) 0.023(3) -0.027(3) Cl6 0.064(3) 0.082(3) 0.092(3) -0.021(2) 0.008(2) -0.022(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Au1 C1 1.985(15) . ? Au1 C30 1.996(17) . ? C1 N2 1.280(16) . ? C1 N5 1.471(18) . ? N2 C3 1.401(17) . ? N2 C6 1.439(16) . ? C3 C4 1.380(17) . ? C3 H3A 0.9500 . ? C4 N5 1.410(15) . ? C4 H4A 0.9500 . ? N5 C18 1.463(15) . ? C6 C11 1.394(17) . ? C6 C7 1.40(2) . ? C7 C8 1.492(17) . ? C7 C12 1.519(18) . ? C8 C9 1.29(2) . ? C8 H8A 0.9500 . ? C9 C10 1.42(2) . ? C9 H9A 0.9500 . ? C10 C11 1.45(2) . ? C10 H10A 0.9500 . ? C11 C15 1.46(2) . ? C12 C13 1.57(2) . ? C12 C14 1.60(2) . ? C12 H12A 1.0000 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 C17 1.52(2) . ? C15 C16 1.546(19) . ? C15 H15A 1.0000 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 C19 1.36(2) . ? C18 C23 1.460(19) . ? C19 C20 1.413(18) . ? C19 C24 1.52(2) . ? C20 C21 1.34(2) . ? C20 H20A 0.9500 . ? C21 C22 1.48(2) . ? C21 H21A 0.9500 . ? C22 C23 1.405(17) . ? C22 H22A 0.9500 . ? C23 C27 1.50(2) . ? C24 C25 1.53(2) . ? C24 C26 1.59(2) . ? C24 H24A 1.0000 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 C28 1.50(2) . ? C27 C29 1.54(2) . ? C27 H27A 1.0000 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 N30 1.117(19) . ? C31 Cl1 1.700(16) . ? C31 Cl2 1.752(19) . ? C31 Cl3 1.827(16) . ? C31 H31A 1.0000 . ? C32 Cl4 1.736(15) . ? C32 Cl5 1.754(19) . ? C32 Cl6 1.834(16) . ? C32 H32A 1.0000 . ? 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 C30 177.8(5) . . ? N2 C1 N5 100.8(12) . . ? N2 C1 Au1 135.8(11) . . ? N5 C1 Au1 123.5(9) . . ? C1 N2 C3 116.8(11) . . ? C1 N2 C6 121.6(11) . . ? C3 N2 C6 121.5(9) . . ? C4 C3 N2 106.8(10) . . ? C4 C3 H3A 126.6 . . ? N2 C3 H3A 126.6 . . ? C3 C4 N5 103.9(11) . . ? C3 C4 H4A 128.1 . . ? N5 C4 H4A 128.1 . . ? C4 N5 C18 120.9(10) . . ? C4 N5 C1 111.7(9) . . ? C18 N5 C1 127.4(10) . . ? C11 C6 C7 122.7(12) . . ? C11 C6 N2 119.9(14) . . ? C7 C6 N2 117.4(11) . . ? C6 C7 C8 116.4(12) . . ? C6 C7 C12 122.2(11) . . ? C8 C7 C12 121.2(13) . . ? C9 C8 C7 121.2(16) . . ? C9 C8 H8A 119.4 . . ? C7 C8 H8A 119.4 . . ? C8 C9 C10 122.8(13) . . ? C8 C9 H9A 118.6 . . ? C10 C9 H9A 118.6 . . ? C9 C10 C11 118.7(12) . . ? C9 C10 H10A 120.7 . . ? C11 C10 H10A 120.7 . . ? C6 C11 C10 118.0(15) . . ? C6 C11 C15 122.1(12) . . ? C10 C11 C15 119.5(12) . . ? C7 C12 C13 111.7(9) . . ? C7 C12 C14 111.3(11) . . ? C13 C12 C14 107.7(13) . . ? C7 C12 H12A 108.7 . . ? C13 C12 H12A 108.7 . . ? C14 C12 H12A 108.7 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C11 C15 C17 116.4(13) . . ? C11 C15 C16 109.7(12) . . ? C17 C15 C16 112.3(12) . . ? C11 C15 H15A 105.9 . . ? C17 C15 H15A 105.9 . . ? C16 C15 H15A 105.9 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C19 C18 C23 122.0(12) . . ? C19 C18 N5 121.4(12) . . ? C23 C18 N5 116.5(14) . . ? C18 C19 C20 118.1(14) . . ? C18 C19 C24 119.6(11) . . ? C20 C19 C24 122.0(15) . . ? C21 C20 C19 123.6(17) . . ? C21 C20 H20A 118.2 . . ? C19 C20 H20A 118.2 . . ? C20 C21 C22 119.6(13) . . ? C20 C21 H21A 120.2 . . ? C22 C21 H21A 120.2 . . ? C23 C22 C21 117.9(12) . . ? C23 C22 H22A 121.1 . . ? C21 C22 H22A 121.1 . . ? C22 C23 C18 118.2(14) . . ? C22 C23 C27 118.5(12) . . ? C18 C23 C27 122.6(11) . . ? C19 C24 C25 113.0(12) . . ? C19 C24 C26 112.5(12) . . ? C25 C24 C26 108.0(15) . . ? C19 C24 H24A 107.7 . . ? C25 C24 H24A 107.7 . . ? C26 C24 H24A 107.7 . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C24 C26 H26A 109.5 . . ? C24 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C24 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C23 C27 C28 115.5(14) . . ? C23 C27 C29 111.0(14) . . ? C28 C27 C29 110.1(14) . . ? C23 C27 H27A 106.5 . . ? C28 C27 H27A 106.5 . . ? C29 C27 H27A 106.5 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C27 C29 H29A 109.5 . . ? C27 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C27 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? N30 C30 Au1 165.7(11) . . ? Cl1 C31 Cl2 114.0(11) . . ? Cl1 C31 Cl3 111.1(7) . . ? Cl2 C31 Cl3 107.0(9) . . ? Cl1 C31 H31A 108.2 . . ? Cl2 C31 H31A 108.2 . . ? Cl3 C31 H31A 108.2 . . ? Cl4 C32 Cl5 111.3(9) . . ? Cl4 C32 Cl6 109.0(8) . . ? Cl5 C32 Cl6 107.7(9) . . ? Cl4 C32 H32A 109.6 . . ? Cl5 C32 H32A 109.6 . . ? Cl6 C32 H32A 109.6 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N5 C1 N2 C3 2.0(17) . . . . ? Au1 C1 N2 C3 -178.4(13) . . . . ? N5 C1 N2 C6 178.1(12) . . . . ? Au1 C1 N2 C6 -2(2) . . . . ? C1 N2 C3 C4 -3.4(18) . . . . ? C6 N2 C3 C4 -179.5(12) . . . . ? N2 C3 C4 N5 2.9(15) . . . . ? C3 C4 N5 C18 177.7(13) . . . . ? C3 C4 N5 C1 -1.9(15) . . . . ? N2 C1 N5 C4 0.0(15) . . . . ? Au1 C1 N5 C4 -179.6(10) . . . . ? N2 C1 N5 C18 -179.6(13) . . . . ? Au1 C1 N5 C18 1(2) . . . . ? C1 N2 C6 C11 -88.8(17) . . . . ? C3 N2 C6 C11 87.1(16) . . . . ? C1 N2 C6 C7 92.6(16) . . . . ? C3 N2 C6 C7 -91.5(16) . . . . ? C11 C6 C7 C8 3.8(19) . . . . ? N2 C6 C7 C8 -177.6(10) . . . . ? C11 C6 C7 C12 178.0(12) . . . . ? N2 C6 C7 C12 -3.4(18) . . . . ? C6 C7 C8 C9 -4.7(19) . . . . ? C12 C7 C8 C9 -179.0(13) . . . . ? C7 C8 C9 C10 3(2) . . . . ? C8 C9 C10 C11 -1(2) . . . . ? C7 C6 C11 C10 -2(2) . . . . ? N2 C6 C11 C10 179.8(11) . . . . ? C7 C6 C11 C15 -175.6(13) . . . . ? N2 C6 C11 C15 6(2) . . . . ? C9 C10 C11 C6 0.0(19) . . . . ? C9 C10 C11 C15 174.2(13) . . . . ? C6 C7 C12 C13 133.5(14) . . . . ? C8 C7 C12 C13 -52.5(18) . . . . ? C6 C7 C12 C14 -106.1(15) . . . . ? C8 C7 C12 C14 67.9(15) . . . . ? C6 C11 C15 C17 108.1(15) . . . . ? C10 C11 C15 C17 -65.9(16) . . . . ? C6 C11 C15 C16 -123.1(14) . . . . ? C10 C11 C15 C16 63.0(17) . . . . ? C4 N5 C18 C19 -81.9(17) . . . . ? C1 N5 C18 C19 97.7(18) . . . . ? C4 N5 C18 C23 95.3(15) . . . . ? C1 N5 C18 C23 -85.1(17) . . . . ? C23 C18 C19 C20 0(2) . . . . ? N5 C18 C19 C20 177.0(12) . . . . ? C23 C18 C19 C24 173.2(12) . . . . ? N5 C18 C19 C24 -10(2) . . . . ? C18 C19 C20 C21 -3(2) . . . . ? C24 C19 C20 C21 -175.7(14) . . . . ? C19 C20 C21 C22 -1(2) . . . . ? C20 C21 C22 C23 8(2) . . . . ? C21 C22 C23 C18 -10(2) . . . . ? C21 C22 C23 C27 178.8(14) . . . . ? C19 C18 C23 C22 7(2) . . . . ? N5 C18 C23 C22 -170.5(12) . . . . ? C19 C18 C23 C27 177.2(14) . . . . ? N5 C18 C23 C27 0(2) . . . . ? C18 C19 C24 C25 136.6(15) . . . . ? C20 C19 C24 C25 -50.5(18) . . . . ? C18 C19 C24 C26 -100.8(17) . . . . ? C20 C19 C24 C26 72.1(19) . . . . ? C22 C23 C27 C28 51(2) . . . . ? C18 C23 C27 C28 -119.4(15) . . . . ? C22 C23 C27 C29 -75.1(17) . . . . ? C18 C23 C27 C29 114.3(15) . . . . ? _diffrn_measured_fraction_theta_max 0.961 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.971 _refine_diff_density_max 3.686 _refine_diff_density_min -4.849 _refine_diff_density_rms 0.294 # Attachment 'Au(OAc)(IPr).cif' data_snsg22 _database_code_depnum_ccdc_archive 'CCDC 759011' #TrackingRef 'Au(OAc)(IPr).cif' # start Validation Reply Form _vrf_PLAT234_snsg22 ; PROBLEM: Large Hirshfeld Difference C11 -- C15 .. 0.33 Ang. RESPONSE:Correct atom assignment. ; # end Validation Reply Form _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C29 H39 Au N2 O2,0.5(C H Cl3)' _chemical_formula_sum 'C29.50 H39.50 Au Cl1.50 N2 O2' _chemical_formula_weight 704.27 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 17.530(5) _cell_length_b 23.690(6) _cell_length_c 16.642(5) _cell_angle_alpha 90.00 _cell_angle_beta 117.753(7) _cell_angle_gamma 90.00 _cell_volume 6116(3) _cell_formula_units_Z 8 _cell_measurement_temperature 93(2) _cell_measurement_reflns_used 11018 _cell_measurement_theta_min 2.1633 _cell_measurement_theta_max 28.4072 _exptl_crystal_description Platelet _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.1000 _exptl_crystal_size_mid 0.1000 _exptl_crystal_size_min 0.0300 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.530 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2808 _exptl_absorpt_coefficient_mu 4.968 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6461 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 93(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator confocal _diffrn_measurement_device_type CCD _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 38764 _diffrn_reflns_av_R_equivalents 0.1439 _diffrn_reflns_av_sigmaI/netI 0.2215 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.16 _diffrn_reflns_theta_max 25.31 _reflns_number_total 11111 _reflns_number_gt 5174 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2004)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2004)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2004)' _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^)+(0.0506P)^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 11111 _refine_ls_number_parameters 652 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.1880 _refine_ls_R_factor_gt 0.0825 _refine_ls_wR_factor_ref 0.1962 _refine_ls_wR_factor_gt 0.1571 _refine_ls_goodness_of_fit_ref 0.976 _refine_ls_restrained_S_all 0.976 _refine_ls_shift/su_max 0.008 _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 0.09849(4) 0.23256(3) 0.40221(5) 0.0474(2) Uani 1 1 d . . . C1 C 0.0970(8) 0.1492(6) 0.4064(12) 0.043(4) Uani 1 1 d . . . N2 N 0.0838(7) 0.1139(6) 0.3357(9) 0.048(3) Uani 1 1 d . . . C3 C 0.0959(9) 0.0589(7) 0.3699(14) 0.055(5) Uani 1 1 d . . . H3A H 0.0951 0.0258 0.3373 0.066 Uiso 1 1 calc R . . C4 C 0.1088(9) 0.0603(8) 0.4558(13) 0.057(5) Uani 1 1 d . . . H4A H 0.1147 0.0289 0.4938 0.068 Uiso 1 1 calc R . . N5 N 0.1118(7) 0.1162(6) 0.4774(10) 0.047(3) Uani 1 1 d . . . C6 C 0.0723(15) 0.1320(7) 0.2473(14) 0.070(6) Uani 1 1 d . . . C7 C 0.1511(18) 0.1399(10) 0.2460(16) 0.100(8) Uani 1 1 d . . . C8 C 0.1336(17) 0.1639(12) 0.158(2) 0.117(10) Uani 1 1 d U . . H8A H 0.1819 0.1718 0.1489 0.140 Uiso 1 1 calc R . . C9 C 0.059(3) 0.1752(10) 0.092(2) 0.142(14) Uani 1 1 d . . . H9A H 0.0543 0.1936 0.0398 0.171 Uiso 1 1 calc R . . C10 C -0.018(2) 0.1605(10) 0.0971(18) 0.135(11) Uani 1 1 d . . . H10A H -0.0731 0.1656 0.0459 0.162 Uiso 1 1 calc R . . C11 C -0.0116(19) 0.1388(9) 0.1767(16) 0.106(9) Uani 1 1 d . . . C12 C 0.2383(15) 0.1326(10) 0.321(2) 0.115(10) Uani 1 1 d . . . H12A H 0.2326 0.1173 0.3739 0.137 Uiso 1 1 calc R . . C13 C 0.2858(18) 0.0873(9) 0.293(2) 0.155(14) Uani 1 1 d . . . H13A H 0.2514 0.0526 0.2750 0.233 Uiso 1 1 calc R . . H13B H 0.3422 0.0793 0.3448 0.233 Uiso 1 1 calc R . . H13C H 0.2937 0.1014 0.2422 0.233 Uiso 1 1 calc R . . C14 C 0.2919(12) 0.1856(9) 0.3522(19) 0.136(12) Uani 1 1 d . . . H14A H 0.2607 0.2142 0.3680 0.203 Uiso 1 1 calc R . . H14B H 0.3028 0.1999 0.3033 0.203 Uiso 1 1 calc R . . H14C H 0.3468 0.1771 0.4056 0.203 Uiso 1 1 calc R . . C15 C -0.0889(13) 0.1212(9) 0.1893(15) 0.081(6) Uani 1 1 d . . . H15A H -0.0683 0.0971 0.2449 0.097 Uiso 1 1 calc R . . C16 C -0.1531(15) 0.0879(9) 0.1084(13) 0.121(10) Uani 1 1 d . . . H16A H -0.2023 0.0774 0.1181 0.181 Uiso 1 1 calc R . . H16B H -0.1254 0.0537 0.1012 0.181 Uiso 1 1 calc R . . H16C H -0.1733 0.1111 0.0535 0.181 Uiso 1 1 calc R . . C17 C -0.1327(15) 0.1726(12) 0.2014(18) 0.147(11) Uani 1 1 d . . . H17A H -0.0910 0.1949 0.2528 0.220 Uiso 1 1 calc R . . H17B H -0.1801 0.1610 0.2133 0.220 Uiso 1 1 calc R . . H17C H -0.1554 0.1956 0.1461 0.220 Uiso 1 1 calc R . . C18 C 0.1298(11) 0.1383(7) 0.5640(12) 0.051(4) Uani 1 1 d . . . C19 C 0.0579(15) 0.1475(8) 0.5819(15) 0.080(6) Uani 1 1 d . . . C20 C 0.0806(19) 0.1704(10) 0.669(2) 0.109(9) Uani 1 1 d . . . H20A H 0.0376 0.1775 0.6874 0.130 Uiso 1 1 calc R . . C21 C 0.167(2) 0.1823(11) 0.7280(19) 0.116(9) Uani 1 1 d . . . H21A H 0.1813 0.1991 0.7850 0.139 Uiso 1 1 calc R . . C22 C 0.2292(16) 0.1717(10) 0.7088(15) 0.094(7) Uani 1 1 d . . . H22A H 0.2867 0.1788 0.7539 0.113 Uiso 1 1 calc R . . C23 C 0.2157(12) 0.1505(6) 0.6251(12) 0.056(5) Uani 1 1 d . . . C24 C -0.0341(14) 0.1337(10) 0.5100(18) 0.106(8) Uani 1 1 d . . . H24A H -0.0322 0.1075 0.4638 0.127 Uiso 1 1 calc R . . C25 C -0.0833(15) 0.1046(9) 0.557(2) 0.145(13) Uani 1 1 d . . . H25A H -0.0538 0.0695 0.5859 0.217 Uiso 1 1 calc R . . H25B H -0.1425 0.0962 0.5112 0.217 Uiso 1 1 calc R . . H25C H -0.0843 0.1301 0.6028 0.217 Uiso 1 1 calc R . . C26 C -0.0826(12) 0.1869(11) 0.4635(19) 0.153(13) Uani 1 1 d . . . H26A H -0.0546 0.2047 0.4310 0.229 Uiso 1 1 calc R . . H26B H -0.0824 0.2132 0.5091 0.229 Uiso 1 1 calc R . . H26C H -0.1422 0.1773 0.4204 0.229 Uiso 1 1 calc R . . C27 C 0.2886(10) 0.1417(7) 0.6031(12) 0.055(5) Uani 1 1 d . . . H27A H 0.2634 0.1308 0.5377 0.066 Uiso 1 1 calc R . . C28 C 0.3472(13) 0.0947(9) 0.6588(15) 0.109(8) Uani 1 1 d . . . H28A H 0.3136 0.0601 0.6495 0.163 Uiso 1 1 calc R . . H28B H 0.3744 0.1051 0.7232 0.163 Uiso 1 1 calc R . . H28C H 0.3918 0.0885 0.6400 0.163 Uiso 1 1 calc R . . C29 C 0.3413(12) 0.1947(8) 0.6167(17) 0.120(10) Uani 1 1 d . . . H29A H 0.3033 0.2256 0.5812 0.180 Uiso 1 1 calc R . . H29B H 0.3849 0.1880 0.5966 0.180 Uiso 1 1 calc R . . H29C H 0.3698 0.2049 0.6812 0.180 Uiso 1 1 calc R . . O30 O 0.0986(6) 0.3189(4) 0.3978(7) 0.046(3) Uani 1 1 d . . . C30 C 0.1711(13) 0.3436(8) 0.4489(15) 0.066(6) Uani 1 1 d . . . O31 O 0.2364(9) 0.3194(6) 0.5021(9) 0.088(4) Uani 1 1 d . . . C31 C 0.1685(10) 0.4082(7) 0.4370(12) 0.066(5) Uani 1 1 d . . . H31A H 0.1414 0.4255 0.4708 0.099 Uiso 1 1 calc R . . H31B H 0.1351 0.4176 0.3724 0.099 Uiso 1 1 calc R . . H31C H 0.2274 0.4226 0.4601 0.099 Uiso 1 1 calc R . . Au41 Au 0.64800(4) 0.41686(3) 0.75498(5) 0.0556(2) Uani 1 1 d . . . C41 C 0.5450(9) 0.3775(6) 0.7421(10) 0.038(4) Uani 1 1 d . . . N42 N 0.5379(7) 0.3426(5) 0.8009(9) 0.045(3) Uani 1 1 d . . . C43 C 0.4089(8) 0.3427(6) 0.6819(11) 0.035(4) Uani 1 1 d . . . H43A H 0.3502 0.3356 0.6401 0.041 Uiso 1 1 calc R . . C44 C 0.4540(9) 0.3194(7) 0.7636(11) 0.046(4) Uani 1 1 d . . . H44A H 0.4338 0.2923 0.7914 0.056 Uiso 1 1 calc R . . N45 N 0.4660(7) 0.3800(5) 0.6703(9) 0.041(3) Uani 1 1 d . . . C46 C 0.4410(8) 0.4110(7) 0.5876(11) 0.043(4) Uani 1 1 d . . . C47 C 0.3988(9) 0.4632(7) 0.5778(12) 0.052(5) Uani 1 1 d . . . C48 C 0.3738(10) 0.4928(7) 0.4977(13) 0.052(5) Uani 1 1 d . . . H48A H 0.3440 0.5276 0.4886 0.062 Uiso 1 1 calc R . . C49 C 0.3919(10) 0.4722(9) 0.4315(15) 0.078(7) Uani 1 1 d . . . H49A H 0.3746 0.4934 0.3773 0.094 Uiso 1 1 calc R . . C50 C 0.4341(11) 0.4220(8) 0.4410(12) 0.061(5) Uani 1 1 d . . . H50A H 0.4459 0.4085 0.3942 0.074 Uiso 1 1 calc R . . C51 C 0.4595(9) 0.3910(6) 0.5216(12) 0.047(4) Uani 1 1 d . . . C52 C 0.3844(9) 0.4862(6) 0.6556(11) 0.047(4) Uani 1 1 d . . . H52A H 0.3808 0.4534 0.6916 0.056 Uiso 1 1 calc R . . C53 C 0.4577(10) 0.5234(7) 0.7180(12) 0.066(5) Uani 1 1 d . . . H53A H 0.5118 0.5022 0.7422 0.100 Uiso 1 1 calc R . . H53B H 0.4475 0.5362 0.7682 0.100 Uiso 1 1 calc R . . H53C H 0.4615 0.5563 0.6842 0.100 Uiso 1 1 calc R . . C54 C 0.2990(11) 0.5207(7) 0.6202(14) 0.083(6) Uani 1 1 d . . . H54A H 0.2916 0.5340 0.6718 0.125 Uiso 1 1 calc R . . H54B H 0.2502 0.4965 0.5815 0.125 Uiso 1 1 calc R . . H54C H 0.3015 0.5531 0.5850 0.125 Uiso 1 1 calc R . . C55 C 0.5039(10) 0.3341(7) 0.5300(11) 0.053(4) Uani 1 1 d . . . H55A H 0.5158 0.3181 0.5902 0.063 Uiso 1 1 calc R . . C56 C 0.5939(10) 0.3421(7) 0.5316(13) 0.073(6) Uani 1 1 d . . . H56A H 0.6217 0.3052 0.5386 0.109 Uiso 1 1 calc R . . H56B H 0.6306 0.3665 0.5826 0.109 Uiso 1 1 calc R . . H56C H 0.5854 0.3595 0.4745 0.109 Uiso 1 1 calc R . . C57 C 0.4495(12) 0.2918(8) 0.4597(15) 0.092(7) Uani 1 1 d . . . H57A H 0.3946 0.2871 0.4612 0.137 Uiso 1 1 calc R . . H57B H 0.4798 0.2556 0.4725 0.137 Uiso 1 1 calc R . . H57C H 0.4384 0.3052 0.3995 0.137 Uiso 1 1 calc R . . C58 C 0.6062(9) 0.3228(7) 0.8839(11) 0.044(4) Uani 1 1 d . . . C59 C 0.6515(10) 0.2742(7) 0.8813(11) 0.048(4) Uani 1 1 d . . . C60 C 0.7227(10) 0.2599(8) 0.9656(15) 0.065(6) Uani 1 1 d . . . H60A H 0.7576 0.2286 0.9679 0.077 Uiso 1 1 calc R . . C61 C 0.7429(12) 0.2887(9) 1.0424(15) 0.073(6) Uani 1 1 d . . . H61A H 0.7882 0.2755 1.0982 0.087 Uiso 1 1 calc R . . C62 C 0.6997(12) 0.3365(8) 1.0418(12) 0.063(5) Uani 1 1 d . . . H62A H 0.7180 0.3584 1.0954 0.076 Uiso 1 1 calc R . . C63 C 0.6300(9) 0.3526(7) 0.9638(12) 0.051(5) Uani 1 1 d . . . C64 C 0.6293(11) 0.2433(7) 0.7962(15) 0.068(6) Uani 1 1 d . . . H64A H 0.5728 0.2586 0.7492 0.082 Uiso 1 1 calc R . . C65 C 0.6942(12) 0.2530(8) 0.7616(15) 0.088(7) Uani 1 1 d . . . H65A H 0.7018 0.2936 0.7568 0.132 Uiso 1 1 calc R . . H65B H 0.6734 0.2355 0.7017 0.132 Uiso 1 1 calc R . . H65C H 0.7495 0.2361 0.8039 0.132 Uiso 1 1 calc R . . C66 C 0.6174(12) 0.1786(6) 0.8027(13) 0.072(6) Uani 1 1 d . . . H66A H 0.5741 0.1720 0.8232 0.108 Uiso 1 1 calc R . . H66B H 0.6724 0.1619 0.8461 0.108 Uiso 1 1 calc R . . H66C H 0.5982 0.1614 0.7428 0.108 Uiso 1 1 calc R . . C67 C 0.5836(12) 0.4087(8) 0.9619(12) 0.068(5) Uani 1 1 d . . . H67A H 0.5340 0.4138 0.9000 0.082 Uiso 1 1 calc R . . C68 C 0.6436(15) 0.4609(8) 0.9847(15) 0.105(8) Uani 1 1 d . . . H68A H 0.6654 0.4640 0.9403 0.158 Uiso 1 1 calc R . . H68B H 0.6922 0.4566 1.0457 0.158 Uiso 1 1 calc R . . H68C H 0.6112 0.4951 0.9826 0.158 Uiso 1 1 calc R . . C69 C 0.5483(12) 0.4047(9) 1.0323(13) 0.087(6) Uani 1 1 d . . . H69A H 0.5087 0.3726 1.0170 0.130 Uiso 1 1 calc R . . H69B H 0.5175 0.4395 1.0307 0.130 Uiso 1 1 calc R . . H69C H 0.5964 0.3994 1.0933 0.130 Uiso 1 1 calc R . . O70 O 0.7522(8) 0.4536(6) 0.7502(11) 0.104(6) Uani 1 1 d . . . C70 C 0.8029(15) 0.4768(9) 0.809(2) 0.093(9) Uani 1 1 d . . . O71 O 0.8055(16) 0.4744(10) 0.8842(16) 0.194(13) Uani 1 1 d . . . C71 C 0.8725(10) 0.5101(7) 0.8021(13) 0.073(6) Uani 1 1 d . . . H71A H 0.8773 0.4978 0.7484 0.109 Uiso 1 1 calc R . . H71B H 0.9275 0.5040 0.8565 0.109 Uiso 1 1 calc R . . H71C H 0.8579 0.5504 0.7965 0.109 Uiso 1 1 calc R . . C81 C -0.0731(14) 0.3943(11) 0.3374(16) 0.111(9) Uani 1 1 d . . . H81A H -0.0185 0.3720 0.3616 0.133 Uiso 1 1 calc R . . Cl1 Cl -0.1472(6) 0.3560(6) 0.3407(7) 0.236(6) Uani 1 1 d . . . Cl2 Cl -0.0934(13) 0.4191(5) 0.2415(8) 0.340(10) Uani 1 1 d . . . Cl3 Cl -0.0569(6) 0.4556(5) 0.4126(8) 0.239(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Au1 0.0473(4) 0.0492(4) 0.0487(5) -0.0047(3) 0.0248(3) -0.0075(3) C1 0.033(8) 0.035(9) 0.072(13) -0.010(10) 0.035(9) 0.009(7) N2 0.043(7) 0.049(9) 0.064(10) -0.009(8) 0.035(7) -0.021(7) C3 0.042(9) 0.036(11) 0.111(17) -0.023(11) 0.056(11) -0.007(8) C4 0.052(10) 0.058(13) 0.082(15) 0.022(11) 0.049(10) -0.002(9) N5 0.046(8) 0.043(9) 0.054(11) 0.007(8) 0.025(7) 0.008(7) C6 0.132(18) 0.044(11) 0.076(16) -0.017(10) 0.084(15) -0.050(12) C7 0.16(2) 0.095(18) 0.081(18) -0.056(15) 0.085(18) -0.071(17) C8 0.117(10) 0.117(10) 0.117(10) 0.0000(10) 0.054(5) -0.0002(10) C9 0.31(5) 0.087(19) 0.12(3) -0.021(18) 0.18(3) -0.06(2) C10 0.25(4) 0.075(18) 0.07(2) -0.007(15) 0.07(2) -0.03(2) C11 0.16(2) 0.062(15) 0.045(16) -0.032(12) 0.003(16) -0.038(15) C12 0.115(18) 0.109(19) 0.19(3) -0.09(2) 0.13(2) -0.068(16) C13 0.25(3) 0.089(18) 0.25(3) -0.09(2) 0.23(3) -0.11(2) C14 0.089(15) 0.098(18) 0.27(3) -0.11(2) 0.12(2) -0.062(14) C15 0.063(12) 0.075(15) 0.086(17) 0.012(13) 0.019(12) 0.002(12) C16 0.14(2) 0.087(18) 0.052(15) -0.023(13) -0.024(14) -0.011(15) C17 0.095(19) 0.17(3) 0.12(2) 0.02(2) 0.006(17) 0.020(19) C18 0.078(13) 0.039(10) 0.053(13) 0.019(9) 0.045(11) 0.021(9) C19 0.13(2) 0.064(14) 0.073(16) 0.029(12) 0.068(16) 0.037(13) C20 0.16(2) 0.085(18) 0.15(3) 0.031(19) 0.14(2) 0.032(18) C21 0.17(3) 0.10(2) 0.10(2) -0.003(17) 0.09(2) 0.01(2) C22 0.120(19) 0.11(2) 0.056(16) 0.020(14) 0.045(15) 0.030(15) C23 0.083(13) 0.015(8) 0.048(13) 0.013(8) 0.011(11) 0.022(8) C24 0.083(15) 0.13(2) 0.14(2) 0.031(18) 0.083(17) 0.053(15) C25 0.16(2) 0.082(17) 0.29(4) 0.05(2) 0.19(3) 0.054(17) C26 0.081(15) 0.18(3) 0.26(3) 0.14(3) 0.12(2) 0.068(17) C27 0.067(11) 0.044(11) 0.052(12) -0.007(9) 0.026(10) 0.018(9) C28 0.113(18) 0.078(16) 0.12(2) 0.002(15) 0.038(16) 0.046(14) C29 0.065(13) 0.061(15) 0.19(3) -0.029(16) 0.026(16) -0.005(11) O30 0.060(7) 0.040(6) 0.045(7) -0.005(5) 0.030(6) -0.008(5) C30 0.073(13) 0.046(12) 0.092(17) -0.031(12) 0.050(13) -0.028(11) O31 0.079(9) 0.085(11) 0.069(10) 0.009(8) 0.008(8) 0.012(8) C31 0.058(11) 0.049(11) 0.071(14) -0.030(10) 0.014(10) -0.016(9) Au41 0.0362(3) 0.0511(4) 0.0662(5) 0.0216(4) 0.0126(3) -0.0018(3) C41 0.035(8) 0.042(10) 0.044(11) 0.009(8) 0.023(8) 0.005(7) N42 0.044(8) 0.048(9) 0.050(10) 0.009(7) 0.028(7) 0.004(7) C43 0.029(7) 0.033(9) 0.047(11) -0.003(8) 0.022(8) -0.003(7) C44 0.048(9) 0.053(11) 0.049(12) 0.008(9) 0.032(9) -0.002(8) N45 0.040(7) 0.031(7) 0.052(9) 0.014(7) 0.021(7) 0.001(6) C46 0.030(8) 0.046(11) 0.043(11) -0.006(9) 0.009(7) 0.006(7) C47 0.028(8) 0.046(11) 0.058(13) 0.010(10) 0.000(8) -0.004(8) C48 0.046(10) 0.037(10) 0.069(14) 0.005(10) 0.025(10) 0.002(8) C49 0.042(10) 0.079(16) 0.079(17) 0.042(13) -0.001(11) -0.013(10) C50 0.067(11) 0.066(13) 0.060(13) 0.011(11) 0.038(10) -0.011(10) C51 0.045(9) 0.032(9) 0.065(13) 0.008(9) 0.027(9) -0.007(8) C52 0.065(11) 0.015(8) 0.052(12) 0.002(8) 0.019(9) -0.003(8) C53 0.066(11) 0.049(12) 0.071(14) -0.001(10) 0.020(10) 0.028(9) C54 0.073(13) 0.043(12) 0.118(19) -0.005(12) 0.031(13) 0.013(10) C55 0.057(10) 0.062(12) 0.039(11) 0.004(9) 0.023(9) 0.004(9) C56 0.066(12) 0.062(13) 0.091(16) -0.002(11) 0.038(11) -0.001(10) C57 0.103(16) 0.060(14) 0.112(19) -0.026(14) 0.050(15) -0.006(12) C58 0.050(10) 0.046(11) 0.044(12) 0.020(9) 0.026(9) 0.006(8) C59 0.054(10) 0.050(11) 0.039(11) 0.009(9) 0.020(9) -0.001(9) C60 0.043(10) 0.047(12) 0.103(18) 0.032(12) 0.033(12) 0.007(9) C61 0.073(13) 0.057(14) 0.068(16) 0.018(12) 0.017(12) -0.016(12) C62 0.080(13) 0.069(14) 0.029(11) 0.012(10) 0.016(10) -0.020(11) C63 0.033(9) 0.068(13) 0.050(13) 0.008(10) 0.017(9) -0.005(8) C64 0.062(11) 0.055(12) 0.110(18) 0.020(12) 0.059(12) 0.005(9) C65 0.093(14) 0.071(14) 0.15(2) 0.007(14) 0.095(15) 0.013(12) C66 0.116(15) 0.024(10) 0.085(15) 0.005(10) 0.055(13) 0.005(10) C67 0.088(13) 0.087(16) 0.037(12) -0.003(10) 0.035(10) 0.005(12) C68 0.16(2) 0.061(15) 0.101(19) -0.002(14) 0.070(17) -0.006(15) C69 0.082(14) 0.103(17) 0.072(15) -0.002(13) 0.033(12) 0.014(12) O70 0.041(7) 0.087(11) 0.138(14) 0.064(10) 0.002(8) -0.035(7) C70 0.058(14) 0.047(14) 0.18(3) 0.009(17) 0.058(18) -0.011(11) O71 0.26(3) 0.20(2) 0.19(2) -0.076(19) 0.17(2) -0.15(2) C71 0.063(12) 0.060(13) 0.097(16) -0.016(11) 0.039(11) 0.001(10) C81 0.089(15) 0.14(2) 0.12(2) 0.057(18) 0.059(15) -0.012(15) Cl1 0.137(7) 0.346(16) 0.178(10) 0.021(10) 0.034(7) -0.107(9) Cl2 0.67(3) 0.145(10) 0.168(11) 0.028(9) 0.168(15) -0.076(13) Cl3 0.149(8) 0.258(13) 0.276(13) -0.147(11) 0.072(8) -0.023(8) _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 1.977(15) . ? Au1 O30 2.046(10) . ? C1 N5 1.336(19) . ? C1 N2 1.372(18) . ? N2 C3 1.40(2) . ? N2 C6 1.45(2) . ? C3 C4 1.34(2) . ? C3 H3A 0.9500 . ? C4 N5 1.37(2) . ? C4 H4A 0.9500 . ? N5 C18 1.42(2) . ? C6 C7 1.40(3) . ? C6 C11 1.40(3) . ? C7 C12 1.47(3) . ? C7 C8 1.46(3) . ? C8 C9 1.29(4) . ? C8 H8A 0.9500 . ? C9 C10 1.43(4) . ? C9 H9A 0.9500 . ? C10 C11 1.38(3) . ? C10 H10A 0.9500 . ? C11 C15 1.52(3) . ? C12 C14 1.51(2) . ? C12 C13 1.56(3) . ? C12 H12A 1.0000 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 C17 1.50(3) . ? C15 C16 1.51(3) . ? C15 H15A 1.0000 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 C23 1.40(2) . ? C18 C19 1.44(2) . ? C19 C20 1.42(3) . ? C19 C24 1.53(3) . ? C20 C21 1.40(3) . ? C20 H20A 0.9500 . ? C21 C22 1.29(3) . ? C21 H21A 0.9500 . ? C22 C23 1.39(2) . ? C22 H22A 0.9500 . ? C23 C27 1.50(2) . ? C24 C26 1.52(3) . ? C24 C25 1.57(3) . ? C24 H24A 1.0000 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 C28 1.51(2) . ? C27 C29 1.51(2) . ? C27 H27A 1.0000 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? O30 C30 1.294(19) . ? C30 O31 1.22(2) . ? C30 C31 1.54(2) . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? Au41 C41 1.953(14) . ? Au41 O70 2.059(12) . ? C41 N42 1.330(17) . ? C41 N45 1.345(17) . ? N42 C44 1.414(18) . ? N42 C58 1.423(18) . ? C43 C44 1.332(19) . ? C43 N45 1.417(16) . ? C43 H43A 0.9500 . ? C44 H44A 0.9500 . ? N45 C46 1.436(19) . ? C46 C51 1.37(2) . ? C46 C47 1.41(2) . ? C47 C48 1.38(2) . ? C47 C52 1.53(2) . ? C48 C49 1.37(2) . ? C48 H48A 0.9500 . ? C49 C50 1.37(2) . ? C49 H49A 0.9500 . ? C50 C51 1.41(2) . ? C50 H50A 0.9500 . ? C51 C55 1.53(2) . ? C52 C53 1.51(2) . ? C52 C54 1.56(2) . ? C52 H52A 1.0000 . ? C53 H53A 0.9800 . ? C53 H53B 0.9800 . ? C53 H53C 0.9800 . ? C54 H54A 0.9800 . ? C54 H54B 0.9800 . ? C54 H54C 0.9800 . ? C55 C57 1.50(2) . ? C55 C56 1.58(2) . ? C55 H55A 1.0000 . ? C56 H56A 0.9800 . ? C56 H56B 0.9800 . ? C56 H56C 0.9800 . ? C57 H57A 0.9800 . ? C57 H57B 0.9800 . ? C57 H57C 0.9800 . ? C58 C63 1.39(2) . ? C58 C59 1.41(2) . ? C59 C60 1.42(2) . ? C59 C64 1.48(2) . ? C60 C61 1.34(3) . ? C60 H60A 0.9500 . ? C61 C62 1.36(2) . ? C61 H61A 0.9500 . ? C62 C63 1.36(2) . ? C62 H62A 0.9500 . ? C63 C67 1.55(2) . ? C64 C65 1.51(2) . ? C64 C66 1.56(2) . ? C64 H64A 1.0000 . ? C65 H65A 0.9800 . ? C65 H65B 0.9800 . ? C65 H65C 0.9800 . ? C66 H66A 0.9800 . ? C66 H66B 0.9800 . ? C66 H66C 0.9800 . ? C67 C68 1.55(3) . ? C67 C69 1.56(2) . ? C67 H67A 1.0000 . ? C68 H68A 0.9800 . ? C68 H68B 0.9800 . ? C68 H68C 0.9800 . ? C69 H69A 0.9800 . ? C69 H69B 0.9800 . ? C69 H69C 0.9800 . ? O70 C70 1.12(3) . ? C70 O71 1.23(3) . ? C70 C71 1.50(3) . ? C71 H71A 0.9800 . ? C71 H71B 0.9800 . ? C71 H71C 0.9800 . ? C81 Cl2 1.58(2) . ? C81 Cl1 1.61(2) . ? C81 Cl3 1.85(3) . ? C81 H81A 1.0000 . ? 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 O30 179.3(4) . . ? N5 C1 N2 106.7(13) . . ? N5 C1 Au1 127.9(12) . . ? N2 C1 Au1 125.3(13) . . ? C1 N2 C3 106.7(14) . . ? C1 N2 C6 125.1(14) . . ? C3 N2 C6 127.6(15) . . ? C4 C3 N2 109.3(15) . . ? C4 C3 H3A 125.4 . . ? N2 C3 H3A 125.4 . . ? C3 C4 N5 105.6(15) . . ? C3 C4 H4A 127.2 . . ? N5 C4 H4A 127.2 . . ? C1 N5 C4 111.5(14) . . ? C1 N5 C18 122.7(14) . . ? C4 N5 C18 125.8(15) . . ? C7 C6 C11 129(2) . . ? C7 C6 N2 112(2) . . ? C11 C6 N2 118.7(18) . . ? C6 C7 C12 128(2) . . ? C6 C7 C8 108(2) . . ? C12 C7 C8 123(2) . . ? C9 C8 C7 126(3) . . ? C9 C8 H8A 117.0 . . ? C7 C8 H8A 117.0 . . ? C8 C9 C10 121(3) . . ? C8 C9 H9A 119.4 . . ? C10 C9 H9A 119.4 . . ? C11 C10 C9 119(3) . . ? C11 C10 H10A 120.5 . . ? C9 C10 H10A 120.5 . . ? C10 C11 C6 116(3) . . ? C10 C11 C15 124(3) . . ? C6 C11 C15 120(2) . . ? C7 C12 C14 115(2) . . ? C7 C12 C13 109(2) . . ? C14 C12 C13 110.1(15) . . ? C7 C12 H12A 107.4 . . ? C14 C12 H12A 107.4 . . ? C13 C12 H12A 107.4 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C17 C15 C11 110(2) . . ? C17 C15 C16 109.1(18) . . ? C11 C15 C16 111.1(19) . . ? C17 C15 H15A 108.9 . . ? C11 C15 H15A 108.9 . . ? C16 C15 H15A 108.9 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C23 C18 N5 117.9(14) . . ? C23 C18 C19 124.6(18) . . ? N5 C18 C19 117.5(17) . . ? C20 C19 C18 114(2) . . ? C20 C19 C24 125(2) . . ? C18 C19 C24 120.7(19) . . ? C21 C20 C19 119(2) . . ? C21 C20 H20A 120.5 . . ? C19 C20 H20A 120.5 . . ? C22 C21 C20 124(3) . . ? C22 C21 H21A 118.2 . . ? C20 C21 H21A 118.2 . . ? C21 C22 C23 123(2) . . ? C21 C22 H22A 118.5 . . ? C23 C22 H22A 118.5 . . ? C22 C23 C18 115.2(19) . . ? C22 C23 C27 121.8(18) . . ? C18 C23 C27 123.0(16) . . ? C26 C24 C19 111(2) . . ? C26 C24 C25 108.1(15) . . ? C19 C24 C25 109(2) . . ? C26 C24 H24A 109.5 . . ? C19 C24 H24A 109.5 . . ? C25 C24 H24A 109.5 . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C24 C26 H26A 109.5 . . ? C24 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C24 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C23 C27 C28 111.6(15) . . ? C23 C27 C29 112.3(14) . . ? C28 C27 C29 109.1(16) . . ? C23 C27 H27A 107.9 . . ? C28 C27 H27A 107.9 . . ? C29 C27 H27A 107.9 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C27 C29 H29A 109.5 . . ? C27 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C27 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C30 O30 Au1 116.5(11) . . ? O31 C30 O30 124.6(17) . . ? O31 C30 C31 121.6(16) . . ? O30 C30 C31 113.8(17) . . ? C30 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C30 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C41 Au41 O70 171.6(7) . . ? N42 C41 N45 105.7(12) . . ? N42 C41 Au41 127.9(11) . . ? N45 C41 Au41 126.4(11) . . ? C41 N42 C44 110.7(13) . . ? C41 N42 C58 126.5(12) . . ? C44 N42 C58 122.1(13) . . ? C44 C43 N45 106.0(12) . . ? C44 C43 H43A 127.0 . . ? N45 C43 H43A 127.0 . . ? C43 C44 N42 106.8(13) . . ? C43 C44 H44A 126.6 . . ? N42 C44 H44A 126.6 . . ? C41 N45 C43 110.6(12) . . ? C41 N45 C46 127.1(12) . . ? C43 N45 C46 122.0(12) . . ? C51 C46 C47 121.2(16) . . ? C51 C46 N45 120.7(13) . . ? C47 C46 N45 118.0(14) . . ? C48 C47 C46 118.1(17) . . ? C48 C47 C52 122.1(15) . . ? C46 C47 C52 119.8(15) . . ? C49 C48 C47 120.3(17) . . ? C49 C48 H48A 119.9 . . ? C47 C48 H48A 119.9 . . ? C50 C49 C48 122.1(18) . . ? C50 C49 H49A 118.9 . . ? C48 C49 H49A 118.9 . . ? C49 C50 C51 118.5(18) . . ? C49 C50 H50A 120.7 . . ? C51 C50 H50A 120.7 . . ? C46 C51 C50 119.7(15) . . ? C46 C51 C55 122.2(14) . . ? C50 C51 C55 118.0(16) . . ? C53 C52 C47 111.6(13) . . ? C53 C52 C54 108.3(12) . . ? C47 C52 C54 112.0(14) . . ? C53 C52 H52A 108.3 . . ? C47 C52 H52A 108.3 . . ? C54 C52 H52A 108.3 . . ? C52 C53 H53A 109.5 . . ? C52 C53 H53B 109.5 . . ? H53A C53 H53B 109.5 . . ? C52 C53 H53C 109.5 . . ? H53A C53 H53C 109.5 . . ? H53B C53 H53C 109.5 . . ? C52 C54 H54A 109.5 . . ? C52 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? C52 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? C57 C55 C51 114.0(14) . . ? C57 C55 C56 111.2(14) . . ? C51 C55 C56 111.0(13) . . ? C57 C55 H55A 106.7 . . ? C51 C55 H55A 106.7 . . ? C56 C55 H55A 106.7 . . ? C55 C56 H56A 109.5 . . ? C55 C56 H56B 109.5 . . ? H56A C56 H56B 109.5 . . ? C55 C56 H56C 109.5 . . ? H56A C56 H56C 109.5 . . ? H56B C56 H56C 109.5 . . ? C55 C57 H57A 109.5 . . ? C55 C57 H57B 109.5 . . ? H57A C57 H57B 109.5 . . ? C55 C57 H57C 109.5 . . ? H57A C57 H57C 109.5 . . ? H57B C57 H57C 109.5 . . ? C63 C58 C59 121.6(15) . . ? C63 C58 N42 120.2(15) . . ? C59 C58 N42 118.1(15) . . ? C58 C59 C60 114.4(16) . . ? C58 C59 C64 122.2(15) . . ? C60 C59 C64 123.2(17) . . ? C61 C60 C59 122.7(18) . . ? C61 C60 H60A 118.7 . . ? C59 C60 H60A 118.7 . . ? C60 C61 C62 121.2(19) . . ? C60 C61 H61A 119.4 . . ? C62 C61 H61A 119.4 . . ? C63 C62 C61 119.4(19) . . ? C63 C62 H62A 120.3 . . ? C61 C62 H62A 120.3 . . ? C62 C63 C58 120.5(17) . . ? C62 C63 C67 119.3(17) . . ? C58 C63 C67 119.8(15) . . ? C59 C64 C65 112.4(15) . . ? C59 C64 C66 113.9(15) . . ? C65 C64 C66 108.9(14) . . ? C59 C64 H64A 107.1 . . ? C65 C64 H64A 107.1 . . ? C66 C64 H64A 107.1 . . ? C64 C65 H65A 109.5 . . ? C64 C65 H65B 109.5 . . ? H65A C65 H65B 109.5 . . ? C64 C65 H65C 109.5 . . ? H65A C65 H65C 109.5 . . ? H65B C65 H65C 109.5 . . ? C64 C66 H66A 109.5 . . ? C64 C66 H66B 109.5 . . ? H66A C66 H66B 109.5 . . ? C64 C66 H66C 109.5 . . ? H66A C66 H66C 109.5 . . ? H66B C66 H66C 109.5 . . ? C68 C67 C63 112.9(15) . . ? C68 C67 C69 109.0(16) . . ? C63 C67 C69 108.6(15) . . ? C68 C67 H67A 108.7 . . ? C63 C67 H67A 108.7 . . ? C69 C67 H67A 108.7 . . ? C67 C68 H68A 109.5 . . ? C67 C68 H68B 109.5 . . ? H68A C68 H68B 109.5 . . ? C67 C68 H68C 109.5 . . ? H68A C68 H68C 109.5 . . ? H68B C68 H68C 109.5 . . ? C67 C69 H69A 109.5 . . ? C67 C69 H69B 109.5 . . ? H69A C69 H69B 109.5 . . ? C67 C69 H69C 109.5 . . ? H69A C69 H69C 109.5 . . ? H69B C69 H69C 109.5 . . ? C70 O70 Au41 122(2) . . ? O70 C70 O71 121(2) . . ? O70 C70 C71 122(3) . . ? O71 C70 C71 117(3) . . ? C70 C71 H71A 109.5 . . ? C70 C71 H71B 109.5 . . ? H71A C71 H71B 109.5 . . ? C70 C71 H71C 109.5 . . ? H71A C71 H71C 109.5 . . ? H71B C71 H71C 109.5 . . ? Cl2 C81 Cl1 116.1(17) . . ? Cl2 C81 Cl3 106.5(15) . . ? Cl1 C81 Cl3 107.0(14) . . ? Cl2 C81 H81A 109.0 . . ? Cl1 C81 H81A 109.0 . . ? Cl3 C81 H81A 109.0 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N5 C1 N2 C3 -2.9(14) . . . . ? Au1 C1 N2 C3 174.5(9) . . . . ? N5 C1 N2 C6 -174.8(15) . . . . ? Au1 C1 N2 C6 3(2) . . . . ? C1 N2 C3 C4 4.9(15) . . . . ? C6 N2 C3 C4 176.5(15) . . . . ? N2 C3 C4 N5 -4.8(16) . . . . ? N2 C1 N5 C4 0.0(15) . . . . ? Au1 C1 N5 C4 -177.4(9) . . . . ? N2 C1 N5 C18 178.9(12) . . . . ? Au1 C1 N5 C18 2(2) . . . . ? C3 C4 N5 C1 3.0(16) . . . . ? C3 C4 N5 C18 -175.8(14) . . . . ? C1 N2 C6 C7 85(2) . . . . ? C3 N2 C6 C7 -84.8(19) . . . . ? C1 N2 C6 C11 -95.3(19) . . . . ? C3 N2 C6 C11 95(2) . . . . ? C11 C6 C7 C12 180(2) . . . . ? N2 C6 C7 C12 -1(3) . . . . ? C11 C6 C7 C8 7(3) . . . . ? N2 C6 C7 C8 -173.9(17) . . . . ? C6 C7 C8 C9 -1(4) . . . . ? C12 C7 C8 C9 -175(3) . . . . ? C7 C8 C9 C10 -5(5) . . . . ? C8 C9 C10 C11 6(4) . . . . ? C9 C10 C11 C6 -1(3) . . . . ? C9 C10 C11 C15 -180(2) . . . . ? C7 C6 C11 C10 -6(3) . . . . ? N2 C6 C11 C10 174.8(18) . . . . ? C7 C6 C11 C15 172.6(19) . . . . ? N2 C6 C11 C15 -7(3) . . . . ? C6 C7 C12 C14 -115(2) . . . . ? C8 C7 C12 C14 57(3) . . . . ? C6 C7 C12 C13 121(2) . . . . ? C8 C7 C12 C13 -67(3) . . . . ? C10 C11 C15 C17 -77(3) . . . . ? C6 C11 C15 C17 105(2) . . . . ? C10 C11 C15 C16 44(3) . . . . ? C6 C11 C15 C16 -134.2(19) . . . . ? C1 N5 C18 C23 -87.6(17) . . . . ? C4 N5 C18 C23 91.1(18) . . . . ? C1 N5 C18 C19 91.2(18) . . . . ? C4 N5 C18 C19 -90.1(18) . . . . ? C23 C18 C19 C20 0(2) . . . . ? N5 C18 C19 C20 -179.1(16) . . . . ? C23 C18 C19 C24 179.0(17) . . . . ? N5 C18 C19 C24 0(2) . . . . ? C18 C19 C20 C21 1(3) . . . . ? C24 C19 C20 C21 -179(2) . . . . ? C19 C20 C21 C22 -3(4) . . . . ? C20 C21 C22 C23 4(4) . . . . ? C21 C22 C23 C18 -3(3) . . . . ? C21 C22 C23 C27 177(2) . . . . ? N5 C18 C23 C22 -179.7(15) . . . . ? C19 C18 C23 C22 2(2) . . . . ? N5 C18 C23 C27 0(2) . . . . ? C19 C18 C23 C27 -178.4(15) . . . . ? C20 C19 C24 C26 77(3) . . . . ? C18 C19 C24 C26 -103(2) . . . . ? C20 C19 C24 C25 -42(3) . . . . ? C18 C19 C24 C25 138.3(17) . . . . ? C22 C23 C27 C28 68(2) . . . . ? C18 C23 C27 C28 -111.8(18) . . . . ? C22 C23 C27 C29 -55(2) . . . . ? C18 C23 C27 C29 125.4(18) . . . . ? Au1 O30 C30 O31 -4(2) . . . . ? Au1 O30 C30 C31 175.6(11) . . . . ? N45 C41 N42 C44 4.0(16) . . . . ? Au41 C41 N42 C44 -175.5(11) . . . . ? N45 C41 N42 C58 174.1(14) . . . . ? Au41 C41 N42 C58 -5(2) . . . . ? N45 C43 C44 N42 0.1(16) . . . . ? C41 N42 C44 C43 -2.6(17) . . . . ? C58 N42 C44 C43 -173.2(13) . . . . ? N42 C41 N45 C43 -4.0(16) . . . . ? Au41 C41 N45 C43 175.6(10) . . . . ? N42 C41 N45 C46 -178.2(13) . . . . ? Au41 C41 N45 C46 1(2) . . . . ? C44 C43 N45 C41 2.4(16) . . . . ? C44 C43 N45 C46 177.0(13) . . . . ? C41 N45 C46 C51 78(2) . . . . ? C43 N45 C46 C51 -95.6(17) . . . . ? C41 N45 C46 C47 -100.3(17) . . . . ? C43 N45 C46 C47 86.1(17) . . . . ? C51 C46 C47 C48 2(2) . . . . ? N45 C46 C47 C48 -179.3(13) . . . . ? C51 C46 C47 C52 -175.9(13) . . . . ? N45 C46 C47 C52 2(2) . . . . ? C46 C47 C48 C49 -2(2) . . . . ? C52 C47 C48 C49 176.6(14) . . . . ? C47 C48 C49 C50 1(3) . . . . ? C48 C49 C50 C51 0(3) . . . . ? C47 C46 C51 C50 -2(2) . . . . ? N45 C46 C51 C50 179.8(13) . . . . ? C47 C46 C51 C55 -179.0(13) . . . . ? N45 C46 C51 C55 3(2) . . . . ? C49 C50 C51 C46 1(2) . . . . ? C49 C50 C51 C55 178.0(14) . . . . ? C48 C47 C52 C53 -86.9(17) . . . . ? C46 C47 C52 C53 91.3(16) . . . . ? C48 C47 C52 C54 35(2) . . . . ? C46 C47 C52 C54 -147.1(14) . . . . ? C46 C51 C55 C57 116.0(18) . . . . ? C50 C51 C55 C57 -61.2(19) . . . . ? C46 C51 C55 C56 -117.5(16) . . . . ? C50 C51 C55 C56 65.4(18) . . . . ? C41 N42 C58 C63 90.0(18) . . . . ? C44 N42 C58 C63 -100.9(17) . . . . ? C41 N42 C58 C59 -86.5(19) . . . . ? C44 N42 C58 C59 82.5(17) . . . . ? C63 C58 C59 C60 -1(2) . . . . ? N42 C58 C59 C60 175.4(13) . . . . ? C63 C58 C59 C64 -177.5(14) . . . . ? N42 C58 C59 C64 -1(2) . . . . ? C58 C59 C60 C61 3(2) . . . . ? C64 C59 C60 C61 179.2(16) . . . . ? C59 C60 C61 C62 -5(3) . . . . ? C60 C61 C62 C63 6(3) . . . . ? C61 C62 C63 C58 -4(2) . . . . ? C61 C62 C63 C67 -176.9(16) . . . . ? C59 C58 C63 C62 2(2) . . . . ? N42 C58 C63 C62 -174.6(14) . . . . ? C59 C58 C63 C67 174.6(14) . . . . ? N42 C58 C63 C67 -2(2) . . . . ? C58 C59 C64 C65 106.3(18) . . . . ? C60 C59 C64 C65 -70(2) . . . . ? C58 C59 C64 C66 -129.3(16) . . . . ? C60 C59 C64 C66 55(2) . . . . ? C62 C63 C67 C68 60(2) . . . . ? C58 C63 C67 C68 -113.1(18) . . . . ? C62 C63 C67 C69 -61(2) . . . . ? C58 C63 C67 C69 125.8(16) . . . . ? C41 Au41 O70 C70 -174(3) . . . . ? Au41 O70 C70 C71 -171.7(13) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 3.233 _refine_diff_density_min -2.925 _refine_diff_density_rms 0.173 # Attachment 'Au(OH)(IPr).cif' data_snsg18 _database_code_depnum_ccdc_archive 'CCDC 759012' #TrackingRef 'Au(OH)(IPr).cif' # start Validation Reply Form _vrf_PLAT220_snsg18 ; PROBLEM: Large Non-Solvent C Ueq(max)/Ueq(min) ... 6.92 Ratio RESPONSE: Correct atom assignment. ; _vrf_PLAT222_snsg18 ; PROBLEM: Large Non-Solvent H Ueq(max)/Ueq(min) ... 8.63 Ratio RESPONSE: Correct atom assignment. ; _vrf_PLAT242_snsg18 ; PROBLEM: Check Low Ueq as Compared to Neighbors for C24 RESPONSE: False alarm- isopropyl moiety. ; # end Validation Reply Form _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C27 H37 Au N2 O' _chemical_formula_sum 'C27 H37 Au N2 O' _chemical_formula_weight 602.55 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 Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.239(4) _cell_length_b 9.380(2) _cell_length_c 23.006(7) _cell_angle_alpha 90.00 _cell_angle_beta 95.899(7) _cell_angle_gamma 90.00 _cell_volume 2627.3(12) _cell_formula_units_Z 4 _cell_measurement_temperature 93(2) _cell_measurement_reflns_used 7429 _cell_measurement_theta_min 2.3141 _cell_measurement_theta_max 28.4279 _exptl_crystal_description Prism _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.0800 _exptl_crystal_size_mid 0.0800 _exptl_crystal_size_min 0.0800 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.523 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1200 _exptl_absorpt_coefficient_mu 5.619 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6773 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 93(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator confocal _diffrn_measurement_device_type CCD _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16266 _diffrn_reflns_av_R_equivalents 0.0822 _diffrn_reflns_av_sigmaI/netI 0.0935 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.35 _diffrn_reflns_theta_max 25.39 _reflns_number_total 4741 _reflns_number_gt 3627 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2004)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2004)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2004)' _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. The OH hydrogen atom was located from a difference map and refined with riding thermal parameters subject to distance constraints. ; _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^)+(0.0672P)^2^+1.3609P] 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 4741 _refine_ls_number_parameters 284 _refine_ls_number_restraints 14 _refine_ls_R_factor_all 0.0756 _refine_ls_R_factor_gt 0.0546 _refine_ls_wR_factor_ref 0.1547 _refine_ls_wR_factor_gt 0.1347 _refine_ls_goodness_of_fit_ref 1.087 _refine_ls_restrained_S_all 1.087 _refine_ls_shift/su_max 0.053 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Au1 Au 0.80620(3) 0.53369(4) 0.107784(15) 0.02991(17) Uani 1 1 d D . . O1 O 0.8120(4) 0.3126(6) 0.1030(2) 0.0219(14) Uani 1 1 d DU . . H1O H 0.740(2) 0.272(3) 0.093(4) 0.033 Uiso 1 1 d D . . C1 C 0.7930(7) 0.7391(10) 0.1109(4) 0.028(2) Uani 1 1 d . . . N2 N 0.8647(6) 0.8420(8) 0.1329(3) 0.0290(18) Uani 1 1 d . . . C3 C 0.8212(7) 0.9772(9) 0.1259(4) 0.025(2) Uani 1 1 d U . . H3A H 0.8564 1.0641 0.1379 0.030 Uiso 1 1 calc R . . C4 C 0.7205(8) 0.9621(9) 0.0994(4) 0.027(2) Uani 1 1 d . . . H4A H 0.6697 1.0366 0.0889 0.033 Uiso 1 1 calc R . . N5 N 0.7033(6) 0.8189(7) 0.0898(3) 0.0259(17) Uani 1 1 d . . . C6 C 0.9749(7) 0.8135(9) 0.1632(4) 0.027(2) Uani 1 1 d . . . C7 C 0.9854(8) 0.8078(9) 0.2244(4) 0.030(2) Uani 1 1 d . . . C8 C 1.0918(8) 0.7887(10) 0.2519(5) 0.036(2) Uani 1 1 d . . . H8A H 1.1035 0.7840 0.2933 0.044 Uiso 1 1 calc R . . C9 C 1.1790(8) 0.7766(11) 0.2196(5) 0.045(3) Uani 1 1 d . . . H9A H 1.2506 0.7652 0.2393 0.054 Uiso 1 1 calc R . . C10 C 1.1669(8) 0.7803(11) 0.1592(5) 0.044(3) Uani 1 1 d . . . H10A H 1.2292 0.7708 0.1380 0.052 Uiso 1 1 calc R . . C11 C 1.0600(7) 0.7987(8) 0.1288(4) 0.024(2) Uani 1 1 d . . . C12 C 0.8873(7) 0.8192(10) 0.2599(4) 0.033(2) Uani 1 1 d . . . H12A H 0.8269 0.8686 0.2350 0.040 Uiso 1 1 calc R . . C13 C 0.9119(9) 0.9063(11) 0.3152(4) 0.044(3) Uani 1 1 d . . . H13A H 0.9373 1.0014 0.3052 0.066 Uiso 1 1 calc R . . H13B H 0.9692 0.8587 0.3411 0.066 Uiso 1 1 calc R . . H13C H 0.8451 0.9150 0.3350 0.066 Uiso 1 1 calc R . . C14 C 0.8456(9) 0.6702(11) 0.2741(5) 0.046(3) Uani 1 1 d . . . H14A H 0.8294 0.6160 0.2379 0.068 Uiso 1 1 calc R . . H14B H 0.7788 0.6790 0.2939 0.068 Uiso 1 1 calc R . . H14C H 0.9022 0.6204 0.2997 0.068 Uiso 1 1 calc R . . C15 C 1.0453(8) 0.7981(10) 0.0632(4) 0.031(2) Uani 1 1 d . . . H15A H 0.9673 0.8237 0.0502 0.037 Uiso 1 1 calc R . . C16 C 1.0675(9) 0.6489(11) 0.0400(5) 0.042(3) Uani 1 1 d . . . H16A H 1.0193 0.5798 0.0566 0.063 Uiso 1 1 calc R . . H16B H 1.1444 0.6231 0.0513 0.063 Uiso 1 1 calc R . . H16C H 1.0531 0.6484 -0.0027 0.063 Uiso 1 1 calc R . . C17 C 1.1202(8) 0.9070(11) 0.0370(4) 0.040(2) Uani 1 1 d . . . H17A H 1.1056 1.0024 0.0517 0.059 Uiso 1 1 calc R . . H17B H 1.1056 0.9061 -0.0057 0.059 Uiso 1 1 calc R . . H17C H 1.1972 0.8818 0.0482 0.059 Uiso 1 1 calc R . . C18 C 0.6008(7) 0.7605(10) 0.0633(4) 0.031(2) Uani 1 1 d . . . C19 C 0.5284(7) 0.6966(10) 0.0995(4) 0.034(2) Uani 1 1 d . . . C20 C 0.4319(8) 0.6438(10) 0.0737(5) 0.036(2) Uani 1 1 d . . . H20A H 0.3813 0.6014 0.0971 0.043 Uiso 1 1 calc R . . C21 C 0.4068(7) 0.6508(10) 0.0145(5) 0.040(3) Uani 1 1 d . . . H21A H 0.3388 0.6129 -0.0025 0.048 Uiso 1 1 calc R . . C22 C 0.4779(8) 0.7117(10) -0.0213(4) 0.033(2) Uani 1 1 d . . . H22A H 0.4586 0.7141 -0.0623 0.039 Uiso 1 1 calc R . . C23 C 0.5790(7) 0.7703(9) 0.0025(4) 0.025(2) Uani 1 1 d . . . C24 C 0.5551(8) 0.6893(11) 0.1652(4) 0.037(2) Uani 1 1 d . . . H24A H 0.6367 0.6974 0.1731 0.045 Uiso 1 1 calc R . . C25 C 0.523(2) 0.5475(18) 0.1916(8) 0.172(13) Uani 1 1 d . . . H25A H 0.5546 0.4686 0.1710 0.259 Uiso 1 1 calc R . . H25B H 0.4428 0.5386 0.1878 0.259 Uiso 1 1 calc R . . H25C H 0.5511 0.5444 0.2331 0.259 Uiso 1 1 calc R . . C26 C 0.5081(13) 0.8092(18) 0.1959(6) 0.100(6) Uani 1 1 d . . . H26A H 0.5285 0.8994 0.1785 0.151 Uiso 1 1 calc R . . H26B H 0.5367 0.8072 0.2373 0.151 Uiso 1 1 calc R . . H26C H 0.4279 0.8005 0.1924 0.151 Uiso 1 1 calc R . . C27 C 0.6603(8) 0.8304(10) -0.0358(4) 0.031(2) Uani 1 1 d . . . H27A H 0.7111 0.8943 -0.0110 0.038 Uiso 1 1 calc R . . C28 C 0.6065(9) 0.9199(12) -0.0860(5) 0.052(3) Uani 1 1 d . . . H28A H 0.5630 0.9960 -0.0704 0.078 Uiso 1 1 calc R . . H28B H 0.5583 0.8593 -0.1122 0.078 Uiso 1 1 calc R . . H28C H 0.6633 0.9619 -0.1077 0.078 Uiso 1 1 calc R . . C29 C 0.7296(9) 0.7104(10) -0.0579(5) 0.045(3) Uani 1 1 d . . . H29A H 0.7638 0.6556 -0.0246 0.068 Uiso 1 1 calc R . . H29B H 0.7869 0.7512 -0.0797 0.068 Uiso 1 1 calc R . . H29C H 0.6826 0.6475 -0.0837 0.068 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 0.0348(3) 0.0280(3) 0.0255(3) -0.00086(14) -0.00354(18) -0.00379(14) O1 0.0232(16) 0.0216(16) 0.0204(16) 0.0024(9) 0.0005(10) 0.0001(9) C1 0.030(5) 0.027(5) 0.027(5) 0.005(4) 0.004(4) -0.006(4) N2 0.031(4) 0.030(4) 0.026(4) -0.005(3) 0.002(3) -0.002(3) C3 0.027(3) 0.022(3) 0.026(3) 0.0014(18) 0.0031(18) 0.0013(18) C4 0.029(5) 0.022(5) 0.030(6) 0.007(4) 0.000(4) 0.007(4) N5 0.029(4) 0.023(4) 0.024(4) 0.010(3) -0.005(3) 0.004(3) C6 0.030(5) 0.023(5) 0.027(5) 0.007(4) -0.006(4) -0.001(4) C7 0.035(5) 0.026(5) 0.030(6) 0.005(4) 0.009(4) 0.002(4) C8 0.036(6) 0.038(6) 0.033(6) -0.004(4) -0.009(5) -0.001(4) C9 0.029(5) 0.049(7) 0.055(8) -0.007(5) -0.003(5) 0.008(5) C10 0.027(5) 0.061(7) 0.045(7) -0.010(5) 0.010(5) 0.006(5) C11 0.033(5) 0.021(5) 0.021(5) -0.003(4) 0.008(4) -0.004(4) C12 0.025(5) 0.036(6) 0.037(6) 0.001(5) 0.001(4) 0.003(4) C13 0.060(7) 0.040(6) 0.034(6) -0.009(5) 0.014(5) -0.019(5) C14 0.049(6) 0.055(7) 0.036(6) -0.010(5) 0.014(5) -0.017(5) C15 0.030(5) 0.040(6) 0.023(5) 0.004(4) 0.002(4) -0.006(4) C16 0.047(6) 0.050(7) 0.031(6) -0.014(5) 0.012(5) 0.002(5) C17 0.043(6) 0.044(6) 0.032(6) -0.003(5) 0.007(5) -0.008(5) C18 0.026(5) 0.032(5) 0.036(6) 0.006(4) 0.003(4) -0.006(4) C19 0.024(5) 0.043(6) 0.035(6) 0.002(5) 0.004(4) 0.002(4) C20 0.029(5) 0.041(6) 0.039(6) 0.008(4) 0.009(5) 0.003(4) C21 0.021(5) 0.037(6) 0.062(8) -0.002(5) -0.002(5) -0.006(4) C22 0.033(5) 0.032(5) 0.032(6) 0.003(4) -0.002(4) 0.004(4) C23 0.028(5) 0.024(5) 0.022(5) 0.001(4) -0.002(4) 0.000(4) C24 0.033(5) 0.052(7) 0.027(6) -0.004(5) 0.002(4) -0.005(5) C25 0.34(4) 0.116(15) 0.051(11) 0.038(10) -0.044(16) -0.127(19) C26 0.105(12) 0.156(16) 0.039(9) -0.030(9) 0.003(8) 0.072(11) C27 0.040(5) 0.031(5) 0.023(5) -0.002(4) 0.003(4) -0.003(4) C28 0.043(6) 0.056(7) 0.058(8) 0.021(6) 0.010(6) -0.004(5) C29 0.050(6) 0.037(6) 0.053(7) -0.006(5) 0.026(6) -0.006(5) _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 1.935(10) . ? Au1 O1 2.078(6) . ? O1 H1O 0.97(2) . ? C1 N2 1.367(11) . ? C1 N5 1.375(11) . ? N2 C3 1.379(11) . ? N2 C6 1.476(11) . ? C3 C4 1.325(13) . ? C3 H3A 0.9500 . ? C4 N5 1.374(10) . ? C4 H4A 0.9500 . ? N5 C18 1.445(11) . ? C6 C11 1.378(12) . ? C6 C7 1.402(13) . ? C7 C8 1.400(13) . ? C7 C12 1.524(13) . ? C8 C9 1.367(14) . ? C8 H8A 0.9500 . ? C9 C10 1.383(15) . ? C9 H9A 0.9500 . ? C10 C11 1.429(13) . ? C10 H10A 0.9500 . ? C11 C15 1.501(12) . ? C12 C13 1.516(13) . ? C12 C14 1.535(14) . ? C12 H12A 1.0000 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 C16 1.532(13) . ? C15 C17 1.536(12) . ? C15 H15A 1.0000 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 C23 1.400(12) . ? C18 C19 1.411(13) . ? C19 C20 1.359(13) . ? C19 C24 1.514(13) . ? C20 C21 1.367(14) . ? C20 H20A 0.9500 . ? C21 C22 1.382(14) . ? C21 H21A 0.9500 . ? C22 C23 1.412(12) . ? C22 H22A 0.9500 . ? C23 C27 1.506(12) . ? C24 C26 1.476(16) . ? C24 C25 1.531(17) . ? C24 H24A 1.0000 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 C28 1.521(13) . ? C27 C29 1.528(13) . ? C27 H27A 1.0000 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 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 C1 Au1 O1 177.1(3) . . ? Au1 O1 H1O 111.9(19) . . ? N2 C1 N5 101.8(8) . . ? N2 C1 Au1 131.6(7) . . ? N5 C1 Au1 126.6(6) . . ? C1 N2 C3 112.4(7) . . ? C1 N2 C6 124.6(8) . . ? C3 N2 C6 123.0(7) . . ? C4 C3 N2 106.6(8) . . ? C4 C3 H3A 126.7 . . ? N2 C3 H3A 126.7 . . ? C3 C4 N5 107.4(7) . . ? C3 C4 H4A 126.3 . . ? N5 C4 H4A 126.3 . . ? C4 N5 C1 111.8(7) . . ? C4 N5 C18 123.4(7) . . ? C1 N5 C18 124.7(7) . . ? C11 C6 C7 125.1(8) . . ? C11 C6 N2 117.1(8) . . ? C7 C6 N2 117.8(8) . . ? C8 C7 C6 116.4(8) . . ? C8 C7 C12 121.0(9) . . ? C6 C7 C12 122.7(8) . . ? C9 C8 C7 120.4(10) . . ? C9 C8 H8A 119.8 . . ? C7 C8 H8A 119.8 . . ? C8 C9 C10 122.4(9) . . ? C8 C9 H9A 118.8 . . ? C10 C9 H9A 118.8 . . ? C9 C10 C11 119.5(9) . . ? C9 C10 H10A 120.3 . . ? C11 C10 H10A 120.3 . . ? C6 C11 C10 116.1(9) . . ? C6 C11 C15 123.9(8) . . ? C10 C11 C15 120.0(8) . . ? C13 C12 C7 112.8(8) . . ? C13 C12 C14 110.7(8) . . ? C7 C12 C14 110.3(8) . . ? C13 C12 H12A 107.6 . . ? C7 C12 H12A 107.6 . . ? C14 C12 H12A 107.6 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C11 C15 C16 110.3(8) . . ? C11 C15 C17 112.2(7) . . ? C16 C15 C17 109.6(8) . . ? C11 C15 H15A 108.2 . . ? C16 C15 H15A 108.2 . . ? C17 C15 H15A 108.2 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C23 C18 C19 123.4(8) . . ? C23 C18 N5 117.7(8) . . ? C19 C18 N5 118.9(9) . . ? C20 C19 C18 117.8(9) . . ? C20 C19 C24 120.6(9) . . ? C18 C19 C24 121.6(8) . . ? C19 C20 C21 121.0(9) . . ? C19 C20 H20A 119.5 . . ? C21 C20 H20A 119.5 . . ? C20 C21 C22 121.5(9) . . ? C20 C21 H21A 119.3 . . ? C22 C21 H21A 119.3 . . ? C21 C22 C23 120.7(9) . . ? C21 C22 H22A 119.6 . . ? C23 C22 H22A 119.6 . . ? C18 C23 C22 115.6(8) . . ? C18 C23 C27 122.7(8) . . ? C22 C23 C27 121.6(8) . . ? C26 C24 C19 112.9(9) . . ? C26 C24 C25 110.1(14) . . ? C19 C24 C25 113.5(10) . . ? C26 C24 H24A 106.6 . . ? C19 C24 H24A 106.6 . . ? C25 C24 H24A 106.6 . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C24 C26 H26A 109.5 . . ? C24 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C24 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C23 C27 C28 113.0(8) . . ? C23 C27 C29 110.0(8) . . ? C28 C27 C29 111.5(9) . . ? C23 C27 H27A 107.4 . . ? C28 C27 H27A 107.4 . . ? C29 C27 H27A 107.4 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C27 C29 H29A 109.5 . . ? C27 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C27 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N5 C1 N2 C3 0.3(10) . . . . ? Au1 C1 N2 C3 -179.9(7) . . . . ? N5 C1 N2 C6 177.7(8) . . . . ? Au1 C1 N2 C6 -2.5(14) . . . . ? C1 N2 C3 C4 0.1(11) . . . . ? C6 N2 C3 C4 -177.4(8) . . . . ? N2 C3 C4 N5 -0.5(11) . . . . ? C3 C4 N5 C1 0.7(11) . . . . ? C3 C4 N5 C18 177.9(8) . . . . ? N2 C1 N5 C4 -0.6(10) . . . . ? Au1 C1 N5 C4 179.6(7) . . . . ? N2 C1 N5 C18 -177.7(8) . . . . ? Au1 C1 N5 C18 2.5(13) . . . . ? C1 N2 C6 C11 86.4(11) . . . . ? C3 N2 C6 C11 -96.5(10) . . . . ? C1 N2 C6 C7 -95.5(10) . . . . ? C3 N2 C6 C7 81.7(11) . . . . ? C11 C6 C7 C8 1.5(13) . . . . ? N2 C6 C7 C8 -176.5(8) . . . . ? C11 C6 C7 C12 -177.6(9) . . . . ? N2 C6 C7 C12 4.4(13) . . . . ? C6 C7 C8 C9 0.0(14) . . . . ? C12 C7 C8 C9 179.1(9) . . . . ? C7 C8 C9 C10 -1.0(16) . . . . ? C8 C9 C10 C11 0.6(16) . . . . ? C7 C6 C11 C10 -1.9(13) . . . . ? N2 C6 C11 C10 176.1(8) . . . . ? C7 C6 C11 C15 176.9(8) . . . . ? N2 C6 C11 C15 -5.1(12) . . . . ? C9 C10 C11 C6 0.8(14) . . . . ? C9 C10 C11 C15 -178.0(9) . . . . ? C8 C7 C12 C13 39.9(12) . . . . ? C6 C7 C12 C13 -141.0(9) . . . . ? C8 C7 C12 C14 -84.4(11) . . . . ? C6 C7 C12 C14 94.6(10) . . . . ? C6 C11 C15 C16 -110.3(10) . . . . ? C10 C11 C15 C16 68.4(10) . . . . ? C6 C11 C15 C17 127.2(9) . . . . ? C10 C11 C15 C17 -54.1(11) . . . . ? C4 N5 C18 C23 78.3(12) . . . . ? C1 N5 C18 C23 -104.9(10) . . . . ? C4 N5 C18 C19 -101.8(10) . . . . ? C1 N5 C18 C19 74.9(12) . . . . ? C23 C18 C19 C20 -0.9(14) . . . . ? N5 C18 C19 C20 179.3(8) . . . . ? C23 C18 C19 C24 -179.6(9) . . . . ? N5 C18 C19 C24 0.6(13) . . . . ? C18 C19 C20 C21 0.9(14) . . . . ? C24 C19 C20 C21 179.5(9) . . . . ? C19 C20 C21 C22 -0.1(15) . . . . ? C20 C21 C22 C23 -0.7(14) . . . . ? C19 C18 C23 C22 0.2(13) . . . . ? N5 C18 C23 C22 180.0(8) . . . . ? C19 C18 C23 C27 -176.0(9) . . . . ? N5 C18 C23 C27 3.8(13) . . . . ? C21 C22 C23 C18 0.6(13) . . . . ? C21 C22 C23 C27 176.8(9) . . . . ? C20 C19 C24 C26 -84.6(13) . . . . ? C18 C19 C24 C26 94.0(12) . . . . ? C20 C19 C24 C25 41.5(17) . . . . ? C18 C19 C24 C25 -139.9(15) . . . . ? C18 C23 C27 C28 -141.5(10) . . . . ? C22 C23 C27 C28 42.5(12) . . . . ? C18 C23 C27 C29 93.2(11) . . . . ? C22 C23 C27 C29 -82.8(11) . . . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 3.086 _refine_diff_density_min -2.086 _refine_diff_density_rms 0.213 # Attachment 'Au(malonate)(IPr).cif' data_snsg24 _database_code_depnum_ccdc_archive 'CCDC 759013' #TrackingRef 'Au(malonate)(IPr).cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H43 Au N2 O4' _chemical_formula_sum 'C32 H43 Au N2 O4' _chemical_formula_weight 716.65 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 9.218(3) _cell_length_b 10.0459(15) _cell_length_c 18.472(6) _cell_angle_alpha 79.63(3) _cell_angle_beta 89.03(3) _cell_angle_gamma 66.719(16) _cell_volume 1542.9(7) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5599 _cell_measurement_theta_min 2.2458 _cell_measurement_theta_max 28.6036 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.180 _exptl_crystal_size_mid 0.150 _exptl_crystal_size_min 0.030 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.543 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 720 _exptl_absorpt_coefficient_mu 4.804 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4665 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator confocal _diffrn_measurement_device_type CCD _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9756 _diffrn_reflns_av_R_equivalents 0.0773 _diffrn_reflns_av_sigmaI/netI 0.1455 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.25 _diffrn_reflns_theta_max 25.35 _reflns_number_total 5448 _reflns_number_gt 4623 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2004)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2004)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2004)' _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^)+(0.0813P)^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 5448 _refine_ls_number_parameters 355 _refine_ls_number_restraints 30 _refine_ls_R_factor_all 0.0763 _refine_ls_R_factor_gt 0.0640 _refine_ls_wR_factor_ref 0.1832 _refine_ls_wR_factor_gt 0.1561 _refine_ls_goodness_of_fit_ref 1.075 _refine_ls_restrained_S_all 1.073 _refine_ls_shift/su_max 0.124 _refine_ls_shift/su_mean 0.004 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 0.06363(3) 0.21087(2) 0.273162(13) 0.02070(9) Uani 1 1 d . . . C1 C 0.0391(8) 0.0367(7) 0.2440(4) 0.0212(18) Uani 1 1 d . . . N2 N 0.0563(6) 0.0070(5) 0.1765(3) 0.0159(15) Uani 1 1 d . . . C3 C 0.0155(8) -0.1081(7) 0.1716(4) 0.0251(19) Uani 1 1 d . . . H3A H 0.0213 -0.1482 0.1295 0.030 Uiso 1 1 calc R . . C4 C -0.0337(8) -0.1551(7) 0.2359(4) 0.0207(18) Uani 1 1 d . . . H4A H -0.0689 -0.2309 0.2478 0.025 Uiso 1 1 calc R . . N5 N -0.0193(6) -0.0611(5) 0.2815(3) 0.0122(7) Uani 1 1 d U . . C6 C 0.1177(7) 0.0789(6) 0.1171(4) 0.0150(7) Uani 1 1 d U . . C7 C 0.2799(9) 0.0387(7) 0.1135(4) 0.0244(19) Uani 1 1 d . . . C8 C 0.3298(10) 0.1081(8) 0.0508(4) 0.033(2) Uani 1 1 d . . . H8A H 0.4373 0.0827 0.0449 0.040 Uiso 1 1 calc R . . C9 C 0.2223(9) 0.2119(7) -0.0013(4) 0.030(2) Uani 1 1 d . . . H9A H 0.2584 0.2550 -0.0425 0.036 Uiso 1 1 calc R . . C10 C 0.0618(10) 0.2555(8) 0.0050(4) 0.033(2) Uani 1 1 d . . . H10A H -0.0090 0.3243 -0.0323 0.039 Uiso 1 1 calc R . . C11 C 0.0070(9) 0.1958(7) 0.0673(4) 0.026(2) Uani 1 1 d . . . C12 C 0.3969(9) -0.0745(8) 0.1727(5) 0.034(2) Uani 1 1 d . . . H12A H 0.3466 -0.0650 0.2197 0.041 Uiso 1 1 calc R . . C13 C 0.4388(9) -0.2340(7) 0.1615(5) 0.033(2) Uani 1 1 d . . . H13A H 0.3434 -0.2496 0.1570 0.050 Uiso 1 1 calc R . . H13B H 0.5039 -0.3022 0.2031 0.050 Uiso 1 1 calc R . . H13C H 0.4951 -0.2492 0.1175 0.050 Uiso 1 1 calc R . . C14 C 0.5477(10) -0.0509(8) 0.1797(5) 0.040(2) Uani 1 1 d . . . H14A H 0.5225 0.0475 0.1876 0.060 Uiso 1 1 calc R . . H14B H 0.6028 -0.0644 0.1352 0.060 Uiso 1 1 calc R . . H14C H 0.6137 -0.1207 0.2206 0.060 Uiso 1 1 calc R . . C15 C -0.1716(9) 0.2535(7) 0.0766(4) 0.026(2) Uani 1 1 d . . . H15A H -0.1876 0.2014 0.1243 0.032 Uiso 1 1 calc R . . C16 C -0.2620(9) 0.2217(8) 0.0168(5) 0.034(2) Uani 1 1 d . . . H16A H -0.2179 0.1178 0.0164 0.051 Uiso 1 1 calc R . . H16B H -0.2527 0.2747 -0.0306 0.051 Uiso 1 1 calc R . . H16C H -0.3716 0.2529 0.0273 0.051 Uiso 1 1 calc R . . C17 C -0.2367(10) 0.4150(8) 0.0797(5) 0.0358(7) Uani 1 1 d U . . H17A H -0.1790 0.4307 0.1177 0.054 Uiso 1 1 calc R . . H17B H -0.3464 0.4477 0.0901 0.054 Uiso 1 1 calc R . . H17C H -0.2263 0.4698 0.0331 0.054 Uiso 1 1 calc R . . C18 C -0.0399(7) -0.0856(6) 0.3615(4) 0.0135(7) Uani 1 1 d U . . C19 C 0.0917(9) -0.1924(7) 0.4048(4) 0.023(2) Uani 1 1 d . . . C20 C 0.0703(8) -0.2185(7) 0.4824(4) 0.0232(7) Uani 1 1 d U . . H20A H 0.1521 -0.2887 0.5147 0.028 Uiso 1 1 calc R . . C21 C -0.0753(9) -0.1370(7) 0.5090(4) 0.027(2) Uani 1 1 d . . . H21A H -0.0869 -0.1492 0.5596 0.033 Uiso 1 1 calc R . . C22 C -0.1985(9) -0.0415(7) 0.4630(4) 0.0257(19) Uani 1 1 d . . . H22A H -0.2955 0.0024 0.4829 0.031 Uiso 1 1 calc R . . C23 C -0.1885(8) -0.0049(7) 0.3874(4) 0.0212(19) Uani 1 1 d . . . C24 C 0.2494(8) -0.2706(7) 0.3744(4) 0.026(2) Uani 1 1 d . . . H24A H 0.2312 -0.2620 0.3214 0.031 Uiso 1 1 calc R . . C25 C 0.3242(10) -0.4339(7) 0.4081(5) 0.041(3) Uani 1 1 d . . . H25A H 0.2520 -0.4786 0.4011 0.061 Uiso 1 1 calc R . . H25B H 0.3478 -0.4458 0.4599 0.061 Uiso 1 1 calc R . . H25C H 0.4201 -0.4804 0.3846 0.061 Uiso 1 1 calc R . . C26 C 0.3596(10) -0.1918(9) 0.3845(5) 0.044(3) Uani 1 1 d . . . H26A H 0.3084 -0.0893 0.3624 0.065 Uiso 1 1 calc R . . H26B H 0.4565 -0.2361 0.3613 0.065 Uiso 1 1 calc R . . H26C H 0.3823 -0.2011 0.4362 0.065 Uiso 1 1 calc R . . C27 C -0.3241(8) 0.1065(7) 0.3364(4) 0.0259(19) Uani 1 1 d . . . H27A H -0.3003 0.0914 0.2858 0.031 Uiso 1 1 calc R . . C28 C -0.4808(10) 0.0888(11) 0.3537(6) 0.056(3) Uani 1 1 d . . . H28A H -0.4691 -0.0088 0.3497 0.084 Uiso 1 1 calc R . . H28B H -0.5639 0.1600 0.3193 0.084 Uiso 1 1 calc R . . H28C H -0.5068 0.1043 0.4029 0.084 Uiso 1 1 calc R . . C29 C -0.3426(11) 0.2628(9) 0.3409(5) 0.044(3) Uani 1 1 d . . . H29A H -0.2456 0.2737 0.3289 0.066 Uiso 1 1 calc R . . H29B H -0.3670 0.2799 0.3900 0.066 Uiso 1 1 calc R . . H29C H -0.4267 0.3329 0.3067 0.066 Uiso 1 1 calc R . . C30 C 0.0884(8) 0.4043(7) 0.2932(4) 0.0191(18) Uani 1 1 d . . . H30A H 0.1738 0.3760 0.3311 0.023 Uiso 1 1 calc R . . C31 C 0.1425(10) 0.4535(8) 0.2183(5) 0.033(2) Uani 1 1 d . . . O31 O 0.0642(8) 0.5500(6) 0.1683(3) 0.0490(19) Uani 1 1 d . . . O32 O 0.3000(7) 0.3800(5) 0.2152(3) 0.0349(16) Uani 1 1 d . . . C32 C 0.3609(13) 0.4025(10) 0.1434(5) 0.056(3) Uani 1 1 d . . . H32A H 0.2866 0.4082 0.1060 0.084 Uiso 1 1 calc R . . H32B H 0.4599 0.3216 0.1408 0.084 Uiso 1 1 calc R . . H32C H 0.3767 0.4928 0.1357 0.084 Uiso 1 1 calc R . . C33 C -0.0526(9) 0.5038(7) 0.3162(4) 0.029(2) Uani 1 1 d . . . O33 O -0.1733(7) 0.5861(5) 0.2794(4) 0.0359(17) Uani 1 1 d . . . O34 O -0.0384(7) 0.4958(6) 0.3907(3) 0.0364(16) Uani 1 1 d . . . C34 C -0.1752(11) 0.5896(9) 0.4224(5) 0.044(3) Uani 1 1 d . . . H34A H -0.1989 0.6908 0.4009 0.066 Uiso 1 1 calc R . . H34B H -0.1547 0.5744 0.4747 0.066 Uiso 1 1 calc R . . H34C H -0.2637 0.5663 0.4129 0.066 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 0.02988(17) 0.01870(15) 0.01522(17) -0.00426(12) 0.00063(13) -0.01097(12) C1 0.042(4) 0.015(3) 0.017(4) 0.000(3) -0.003(3) -0.023(2) N2 0.019(3) 0.007(2) 0.017(3) 0.001(2) 0.000(2) -0.0008(19) C3 0.023(3) 0.029(3) 0.029(4) -0.021(3) 0.004(3) -0.010(3) C4 0.028(3) 0.014(3) 0.026(4) -0.008(3) 0.000(3) -0.013(2) N5 0.0134(9) 0.0109(8) 0.0125(9) -0.0030(7) 0.0005(7) -0.0046(6) C6 0.0156(9) 0.0144(9) 0.0151(9) -0.0027(7) 0.0010(7) -0.0061(6) C7 0.044(4) 0.011(3) 0.027(4) -0.009(3) 0.009(3) -0.018(3) C8 0.039(4) 0.043(4) 0.028(4) -0.008(3) 0.015(3) -0.028(3) C9 0.047(4) 0.025(3) 0.028(4) -0.013(3) 0.019(4) -0.021(3) C10 0.047(5) 0.037(4) 0.013(4) -0.007(3) -0.006(4) -0.015(3) C11 0.034(4) 0.020(3) 0.027(4) -0.014(3) 0.005(3) -0.010(3) C12 0.033(4) 0.049(4) 0.021(4) -0.010(3) -0.001(3) -0.016(3) C13 0.032(4) 0.008(3) 0.051(5) -0.011(3) -0.008(4) 0.003(3) C14 0.038(4) 0.015(3) 0.067(6) -0.015(4) 0.000(4) -0.008(3) C15 0.031(4) 0.017(3) 0.026(4) -0.004(3) -0.001(3) -0.004(3) C16 0.030(4) 0.019(3) 0.043(5) -0.013(3) -0.007(4) 0.003(3) C17 0.0360(9) 0.0353(9) 0.0361(10) -0.0064(7) 0.0026(7) -0.0145(6) C18 0.0139(9) 0.0131(9) 0.0133(9) -0.0029(7) 0.0005(7) -0.0049(6) C19 0.023(4) 0.011(3) 0.021(4) -0.003(3) -0.005(3) 0.009(3) C20 0.0232(9) 0.0227(9) 0.0227(10) -0.0044(7) 0.0015(7) -0.0081(6) C21 0.052(5) 0.016(3) 0.015(4) -0.011(3) 0.000(3) -0.011(3) C22 0.041(4) 0.016(3) 0.031(4) -0.011(3) 0.011(3) -0.020(3) C23 0.011(3) 0.027(3) 0.022(4) -0.010(3) 0.003(3) -0.002(3) C24 0.021(4) 0.017(3) 0.027(4) -0.010(3) -0.001(3) 0.007(3) C25 0.040(5) 0.014(3) 0.061(6) -0.005(4) -0.006(5) -0.003(3) C26 0.036(5) 0.052(5) 0.038(5) -0.002(4) -0.004(4) -0.015(4) C27 0.024(4) 0.029(3) 0.027(4) -0.007(3) 0.001(3) -0.012(3) C28 0.030(5) 0.085(6) 0.048(6) 0.005(5) 0.009(5) -0.025(4) C29 0.045(5) 0.044(5) 0.035(5) 0.001(4) -0.011(4) -0.012(4) C30 0.023(3) 0.013(3) 0.027(4) -0.008(3) 0.000(3) -0.012(2) C31 0.049(4) 0.025(3) 0.036(5) -0.017(3) 0.006(4) -0.023(3) O31 0.083(4) 0.035(3) 0.027(4) 0.010(3) -0.007(3) -0.028(3) O32 0.044(3) 0.020(2) 0.038(3) 0.002(2) 0.011(3) -0.015(2) C32 0.069(6) 0.060(6) 0.038(5) -0.021(4) 0.030(5) -0.020(5) C33 0.041(4) 0.024(3) 0.027(4) -0.011(3) 0.018(3) -0.017(3) O33 0.034(3) 0.011(2) 0.049(4) 0.010(2) -0.009(3) 0.000(2) O34 0.045(3) 0.053(3) 0.019(3) -0.013(2) 0.006(2) -0.024(2) C34 0.053(5) 0.042(4) 0.045(5) -0.011(4) 0.024(4) -0.025(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Au1 C1 2.014(7) . ? Au1 C30 2.140(7) . ? C1 N2 1.327(9) . ? C1 N5 1.378(9) . ? N2 C3 1.367(10) . ? N2 C6 1.436(9) . ? C3 C4 1.338(11) . ? C3 H3A 0.9300 . ? C4 N5 1.417(9) . ? C4 H4A 0.9300 . ? N5 C18 1.475(8) . ? C6 C7 1.390(10) . ? C6 C11 1.400(9) . ? C7 C8 1.408(11) . ? C7 C12 1.509(10) . ? C8 C9 1.359(10) . ? C8 H8A 0.9300 . ? C9 C10 1.376(12) . ? C9 H9A 0.9300 . ? C10 C11 1.383(11) . ? C10 H10A 0.9300 . ? C11 C15 1.533(11) . ? C12 C14 1.512(12) . ? C12 C13 1.544(11) . ? C12 H12A 0.9800 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 C17 1.503(10) . ? C15 C16 1.544(12) . ? C15 H15A 0.9800 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 C19 1.399(8) . ? C18 C23 1.415(9) . ? C19 C20 1.435(11) . ? C19 C24 1.507(10) . ? C20 C21 1.402(10) . ? C20 H20A 0.9300 . ? C21 C22 1.345(10) . ? C21 H21A 0.9300 . ? C22 C23 1.391(11) . ? C22 H22A 0.9300 . ? C23 C27 1.502(9) . ? C24 C25 1.518(9) . ? C24 C26 1.545(13) . ? C24 H24A 0.9800 . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C27 C29 1.529(11) . ? C27 C28 1.545(12) . ? C27 H27A 0.9800 . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C28 H28C 0.9600 . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 0.9600 . ? C30 C33 1.406(10) . ? C30 C31 1.527(11) . ? C30 H30A 0.9800 . ? C31 O31 1.209(9) . ? C31 O32 1.350(10) . ? O32 C32 1.447(11) . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? C33 O33 1.217(9) . ? C33 O34 1.369(10) . ? O34 C34 1.434(10) . ? C34 H34A 0.9600 . ? C34 H34B 0.9600 . ? C34 H34C 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 C1 Au1 C30 174.6(3) . . ? N2 C1 N5 104.5(6) . . ? N2 C1 Au1 124.2(5) . . ? N5 C1 Au1 130.6(5) . . ? C1 N2 C3 110.7(6) . . ? C1 N2 C6 125.3(6) . . ? C3 N2 C6 123.9(6) . . ? C4 C3 N2 110.5(6) . . ? C4 C3 H3A 124.7 . . ? N2 C3 H3A 124.7 . . ? C3 C4 N5 103.0(6) . . ? C3 C4 H4A 128.5 . . ? N5 C4 H4A 128.5 . . ? C1 N5 C4 111.2(6) . . ? C1 N5 C18 125.7(6) . . ? C4 N5 C18 122.3(5) . . ? C7 C6 C11 122.7(7) . . ? C7 C6 N2 120.3(5) . . ? C11 C6 N2 116.8(6) . . ? C6 C7 C8 116.3(6) . . ? C6 C7 C12 122.1(7) . . ? C8 C7 C12 121.6(7) . . ? C9 C8 C7 120.6(8) . . ? C9 C8 H8A 119.7 . . ? C7 C8 H8A 119.7 . . ? C8 C9 C10 122.3(8) . . ? C8 C9 H9A 118.9 . . ? C10 C9 H9A 118.9 . . ? C9 C10 C11 119.2(7) . . ? C9 C10 H10A 120.4 . . ? C11 C10 H10A 120.4 . . ? C10 C11 C6 118.0(7) . . ? C10 C11 C15 118.9(6) . . ? C6 C11 C15 123.0(7) . . ? C7 C12 C14 113.1(7) . . ? C7 C12 C13 112.4(7) . . ? C14 C12 C13 109.1(6) . . ? C7 C12 H12A 107.3 . . ? C14 C12 H12A 107.3 . . ? C13 C12 H12A 107.3 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C17 C15 C11 110.3(7) . . ? C17 C15 C16 111.6(6) . . ? C11 C15 C16 112.8(6) . . ? C17 C15 H15A 107.3 . . ? C11 C15 H15A 107.3 . . ? C16 C15 H15A 107.3 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C19 C18 C23 126.0(6) . . ? C19 C18 N5 115.4(5) . . ? C23 C18 N5 118.6(5) . . ? C18 C19 C20 115.3(6) . . ? C18 C19 C24 123.7(7) . . ? C20 C19 C24 121.0(6) . . ? C21 C20 C19 119.2(6) . . ? C21 C20 H20A 120.4 . . ? C19 C20 H20A 120.4 . . ? C22 C21 C20 121.5(7) . . ? C22 C21 H21A 119.2 . . ? C20 C21 H21A 119.2 . . ? C21 C22 C23 123.5(7) . . ? C21 C22 H22A 118.2 . . ? C23 C22 H22A 118.2 . . ? C22 C23 C18 114.1(6) . . ? C22 C23 C27 123.6(6) . . ? C18 C23 C27 122.2(6) . . ? C19 C24 C25 112.4(7) . . ? C19 C24 C26 109.5(6) . . ? C25 C24 C26 112.0(6) . . ? C19 C24 H24A 107.6 . . ? C25 C24 H24A 107.6 . . ? C26 C24 H24A 107.6 . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C24 C26 H26A 109.5 . . ? C24 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C24 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C23 C27 C29 110.2(7) . . ? C23 C27 C28 111.9(7) . . ? C29 C27 C28 109.9(7) . . ? C23 C27 H27A 108.2 . . ? C29 C27 H27A 108.2 . . ? C28 C27 H27A 108.2 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C27 C29 H29A 109.5 . . ? C27 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C27 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C33 C30 C31 117.0(6) . . ? C33 C30 Au1 111.5(6) . . ? C31 C30 Au1 99.5(5) . . ? C33 C30 H30A 109.5 . . ? C31 C30 H30A 109.5 . . ? Au1 C30 H30A 109.5 . . ? O31 C31 O32 121.5(8) . . ? O31 C31 C30 127.9(7) . . ? O32 C31 C30 110.5(6) . . ? C31 O32 C32 115.2(7) . . ? O32 C32 H32A 109.5 . . ? O32 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? O32 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? O33 C33 O34 122.0(7) . . ? O33 C33 C30 128.6(8) . . ? O34 C33 C30 109.4(6) . . ? C33 O34 C34 115.7(6) . . ? O34 C34 H34A 109.5 . . ? O34 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? O34 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N5 C1 N2 C3 -1.9(7) . . . . ? Au1 C1 N2 C3 -173.3(5) . . . . ? N5 C1 N2 C6 -178.5(5) . . . . ? Au1 C1 N2 C6 10.1(9) . . . . ? C1 N2 C3 C4 1.6(8) . . . . ? C6 N2 C3 C4 178.3(5) . . . . ? N2 C3 C4 N5 -0.5(7) . . . . ? N2 C1 N5 C4 1.6(7) . . . . ? Au1 C1 N5 C4 172.2(5) . . . . ? N2 C1 N5 C18 171.8(5) . . . . ? Au1 C1 N5 C18 -17.6(9) . . . . ? C3 C4 N5 C1 -0.7(7) . . . . ? C3 C4 N5 C18 -171.3(5) . . . . ? C1 N2 C6 C7 79.5(8) . . . . ? C3 N2 C6 C7 -96.7(8) . . . . ? C1 N2 C6 C11 -96.3(8) . . . . ? C3 N2 C6 C11 87.5(8) . . . . ? C11 C6 C7 C8 -8.6(10) . . . . ? N2 C6 C7 C8 175.8(6) . . . . ? C11 C6 C7 C12 172.3(7) . . . . ? N2 C6 C7 C12 -3.3(10) . . . . ? C6 C7 C8 C9 2.1(11) . . . . ? C12 C7 C8 C9 -178.8(7) . . . . ? C7 C8 C9 C10 1.0(12) . . . . ? C8 C9 C10 C11 2.2(12) . . . . ? C9 C10 C11 C6 -8.3(11) . . . . ? C9 C10 C11 C15 175.4(7) . . . . ? C7 C6 C11 C10 11.8(11) . . . . ? N2 C6 C11 C10 -172.5(7) . . . . ? C7 C6 C11 C15 -172.0(7) . . . . ? N2 C6 C11 C15 3.7(10) . . . . ? C6 C7 C12 C14 -151.9(7) . . . . ? C8 C7 C12 C14 29.0(10) . . . . ? C6 C7 C12 C13 84.0(9) . . . . ? C8 C7 C12 C13 -95.1(9) . . . . ? C10 C11 C15 C17 -61.4(9) . . . . ? C6 C11 C15 C17 122.4(8) . . . . ? C10 C11 C15 C16 64.1(9) . . . . ? C6 C11 C15 C16 -112.1(8) . . . . ? C1 N5 C18 C19 -88.4(8) . . . . ? C4 N5 C18 C19 80.8(8) . . . . ? C1 N5 C18 C23 93.5(8) . . . . ? C4 N5 C18 C23 -97.4(7) . . . . ? C23 C18 C19 C20 -0.7(12) . . . . ? N5 C18 C19 C20 -178.6(6) . . . . ? C23 C18 C19 C24 -177.4(7) . . . . ? N5 C18 C19 C24 4.6(11) . . . . ? C18 C19 C20 C21 -0.8(11) . . . . ? C24 C19 C20 C21 176.1(7) . . . . ? C19 C20 C21 C22 4.2(12) . . . . ? C20 C21 C22 C23 -6.5(12) . . . . ? C21 C22 C23 C18 4.7(11) . . . . ? C21 C22 C23 C27 -177.3(7) . . . . ? C19 C18 C23 C22 -1.1(11) . . . . ? N5 C18 C23 C22 176.8(6) . . . . ? C19 C18 C23 C27 -179.1(7) . . . . ? N5 C18 C23 C27 -1.2(11) . . . . ? C18 C19 C24 C25 -138.9(8) . . . . ? C20 C19 C24 C25 44.5(11) . . . . ? C18 C19 C24 C26 96.0(9) . . . . ? C20 C19 C24 C26 -80.6(9) . . . . ? C22 C23 C27 C29 79.1(10) . . . . ? C18 C23 C27 C29 -103.1(9) . . . . ? C22 C23 C27 C28 -43.5(11) . . . . ? C18 C23 C27 C28 134.3(8) . . . . ? C33 C30 C31 O31 -19.3(13) . . . . ? Au1 C30 C31 O31 100.9(9) . . . . ? C33 C30 C31 O32 156.4(7) . . . . ? Au1 C30 C31 O32 -83.5(6) . . . . ? O31 C31 O32 C32 -12.3(12) . . . . ? C30 C31 O32 C32 171.7(7) . . . . ? C31 C30 C33 O33 37.9(13) . . . . ? Au1 C30 C33 O33 -75.7(10) . . . . ? C31 C30 C33 O34 -142.9(7) . . . . ? Au1 C30 C33 O34 103.5(7) . . . . ? O33 C33 O34 C34 0.5(12) . . . . ? C30 C33 O34 C34 -178.8(7) . . . . ? _diffrn_measured_fraction_theta_max 0.965 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.974 _refine_diff_density_max 2.066 _refine_diff_density_min -3.372 _refine_diff_density_rms 0.276 data_6 _database_code_depnum_ccdc_archive 'CCDC 759310' #TrackingRef 'Au(Ph)(IPr).CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C33 H41 Au N2,C H Cl3' _chemical_formula_sum 'C34 H42 Au Cl3 N2' _chemical_formula_weight 782.01 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.598(3) _cell_length_b 15.354(4) _cell_length_c 21.195(5) _cell_angle_alpha 90.00 _cell_angle_beta 98.952(7) _cell_angle_gamma 90.00 _cell_volume 3406.9(15) _cell_formula_units_Z 4 _cell_measurement_temperature 366(2) _cell_measurement_reflns_used 8787 _cell_measurement_theta_min 1.9 _cell_measurement_theta_max 28.4 _exptl_crystal_description Prism _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.525 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1560 _exptl_absorpt_coefficient_mu 4.578 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.594 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 366(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator confocal _diffrn_measurement_device_type CCD _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21408 _diffrn_reflns_av_R_equivalents 0.0906 _diffrn_reflns_av_sigmaI/netI 0.1263 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.35 _diffrn_reflns_theta_max 25.37 _reflns_number_total 6204 _reflns_number_gt 4151 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2004)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2004)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2004)' _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^)+(0.0436P)^2^+4.3073P] 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 6204 _refine_ls_number_parameters 362 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1073 _refine_ls_R_factor_gt 0.0653 _refine_ls_wR_factor_ref 0.1544 _refine_ls_wR_factor_gt 0.1342 _refine_ls_goodness_of_fit_ref 1.082 _refine_ls_restrained_S_all 1.082 _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 0.33296(4) 0.63640(3) 0.837734(17) 0.03097(16) Uani 1 1 d . . . C1 C 0.3309(9) 0.5215(7) 0.7884(4) 0.028(2) Uani 1 1 d . . . N2 N 0.3462(7) 0.4410(5) 0.8156(3) 0.0229(19) Uani 1 1 d . . . C3 C 0.3173(10) 0.3760(7) 0.7698(4) 0.030(3) Uani 1 1 d . . . H3A H 0.3192 0.3162 0.7766 0.036 Uiso 1 1 calc R . . C4 C 0.2860(10) 0.4177(7) 0.7140(5) 0.033(3) Uani 1 1 d . . . H4A H 0.2623 0.3918 0.6743 0.039 Uiso 1 1 calc R . . N5 N 0.2952(7) 0.5064(5) 0.7260(3) 0.0220(18) Uani 1 1 d . . . C6 C 0.3786(9) 0.4252(6) 0.8833(4) 0.024(2) Uani 1 1 d . . . C7 C 0.2806(10) 0.4355(7) 0.9205(5) 0.030(2) Uani 1 1 d . . . C8 C 0.3108(10) 0.4180(7) 0.9851(5) 0.033(3) Uani 1 1 d . . . H8A H 0.2488 0.4239 1.0113 0.040 Uiso 1 1 calc R . . C9 C 0.4321(11) 0.3917(7) 1.0106(5) 0.040(3) Uani 1 1 d . . . H9A H 0.4516 0.3815 1.0543 0.048 Uiso 1 1 calc R . . C10 C 0.5242(11) 0.3805(7) 0.9731(5) 0.034(3) Uani 1 1 d . . . H10A H 0.6048 0.3616 0.9916 0.041 Uiso 1 1 calc R . . C11 C 0.5006(9) 0.3967(7) 0.9078(4) 0.027(2) Uani 1 1 d . . . C12 C 0.1462(10) 0.4628(7) 0.8924(5) 0.038(3) Uani 1 1 d . . . H12A H 0.1479 0.4850 0.8492 0.045 Uiso 1 1 calc R . . C13 C 0.0535(13) 0.3861(9) 0.8876(8) 0.078(5) Uani 1 1 d . . . H13A H 0.0834 0.3406 0.8627 0.117 Uiso 1 1 calc R . . H13B H -0.0295 0.4049 0.8676 0.117 Uiso 1 1 calc R . . H13C H 0.0482 0.3647 0.9297 0.117 Uiso 1 1 calc R . . C14 C 0.0957(12) 0.5363(9) 0.9321(6) 0.063(4) Uani 1 1 d . . . H14A H 0.1523 0.5854 0.9344 0.095 Uiso 1 1 calc R . . H14B H 0.0914 0.5154 0.9744 0.095 Uiso 1 1 calc R . . H14C H 0.0120 0.5536 0.9119 0.095 Uiso 1 1 calc R . . C15 C 0.6021(9) 0.3833(7) 0.8643(5) 0.030(3) Uani 1 1 d . . . H15A H 0.5598 0.3578 0.8241 0.036 Uiso 1 1 calc R . . C16 C 0.7090(10) 0.3213(8) 0.8930(5) 0.043(3) Uani 1 1 d . . . H16A H 0.7694 0.3151 0.8639 0.065 Uiso 1 1 calc R . . H16B H 0.6733 0.2655 0.9003 0.065 Uiso 1 1 calc R . . H16C H 0.7514 0.3446 0.9327 0.065 Uiso 1 1 calc R . . C17 C 0.6590(10) 0.4701(7) 0.8488(5) 0.035(3) Uani 1 1 d . . . H17A H 0.5918 0.5087 0.8306 0.052 Uiso 1 1 calc R . . H17B H 0.7170 0.4611 0.8189 0.052 Uiso 1 1 calc R . . H17C H 0.7042 0.4953 0.8873 0.052 Uiso 1 1 calc R . . C18 C 0.2588(9) 0.5731(6) 0.6780(4) 0.024(2) Uani 1 1 d . . . C19 C 0.1353(9) 0.5988(7) 0.6692(4) 0.025(2) Uani 1 1 d . . . C20 C 0.0961(11) 0.6621(8) 0.6206(5) 0.044(3) Uani 1 1 d . . . H20A H 0.0120 0.6817 0.6126 0.052 Uiso 1 1 calc R . . C21 C 0.1866(11) 0.6935(8) 0.5858(5) 0.043(3) Uani 1 1 d . . . H21A H 0.1626 0.7348 0.5541 0.052 Uiso 1 1 calc R . . C22 C 0.3087(11) 0.6656(7) 0.5968(5) 0.035(3) Uani 1 1 d . . . H22A H 0.3670 0.6883 0.5726 0.042 Uiso 1 1 calc R . . C23 C 0.3495(10) 0.6039(7) 0.6435(5) 0.031(2) Uani 1 1 d . . . C24 C 0.0328(10) 0.5635(8) 0.7060(5) 0.039(3) Uani 1 1 d . . . H24A H 0.0726 0.5185 0.7354 0.047 Uiso 1 1 calc R . . C25 C -0.0785(12) 0.5210(10) 0.6615(6) 0.064(4) Uani 1 1 d . . . H25A H -0.1401 0.4993 0.6864 0.096 Uiso 1 1 calc R . . H25B H -0.0468 0.4737 0.6389 0.096 Uiso 1 1 calc R . . H25C H -0.1181 0.5634 0.6315 0.096 Uiso 1 1 calc R . . C26 C -0.0161(11) 0.6363(8) 0.7466(5) 0.050(3) Uani 1 1 d . . . H26A H 0.0547 0.6611 0.7746 0.075 Uiso 1 1 calc R . . H26B H -0.0761 0.6123 0.7714 0.075 Uiso 1 1 calc R . . H26C H -0.0572 0.6808 0.7188 0.075 Uiso 1 1 calc R . . C27 C 0.4866(11) 0.5736(8) 0.6553(5) 0.045(3) Uani 1 1 d . . . H27A H 0.4887 0.5171 0.6769 0.053 Uiso 1 1 calc R . . C28 C 0.5435(12) 0.5615(10) 0.5953(5) 0.061(4) Uani 1 1 d . . . H28A H 0.4929 0.5206 0.5679 0.092 Uiso 1 1 calc R . . H28B H 0.6291 0.5397 0.6060 0.092 Uiso 1 1 calc R . . H28C H 0.5450 0.6163 0.5737 0.092 Uiso 1 1 calc R . . C29 C 0.5653(12) 0.6363(9) 0.7001(6) 0.060(4) Uani 1 1 d . . . H29A H 0.5276 0.6427 0.7382 0.090 Uiso 1 1 calc R . . H29B H 0.5676 0.6919 0.6796 0.090 Uiso 1 1 calc R . . H29C H 0.6506 0.6142 0.7110 0.090 Uiso 1 1 calc R . . C30 C 0.3199(11) 0.7462(7) 0.8917(5) 0.035(3) Uani 1 1 d . . . C31 C 0.4213(12) 0.8001(7) 0.9135(5) 0.042(3) Uani 1 1 d . . . H31A H 0.5010 0.7884 0.9022 0.051 Uiso 1 1 calc R . . C32 C 0.4066(14) 0.8727(8) 0.9529(5) 0.052(4) Uani 1 1 d . . . H32A H 0.4777 0.9061 0.9687 0.063 Uiso 1 1 calc R . . C33 C 0.2858(16) 0.8957(10) 0.9685(5) 0.061(4) Uani 1 1 d . . . H33A H 0.2752 0.9453 0.9922 0.073 Uiso 1 1 calc R . . C34 C 0.1840(14) 0.8411(9) 0.9469(5) 0.054(4) Uani 1 1 d . . . H34A H 0.1042 0.8530 0.9579 0.065 Uiso 1 1 calc R . . C35 C 0.1990(12) 0.7697(8) 0.9094(5) 0.042(3) Uani 1 1 d . . . H35A H 0.1281 0.7353 0.8951 0.051 Uiso 1 1 calc R . . C36 C 0.762(2) 0.8048(12) 0.8575(7) 0.118(8) Uani 1 1 d . . . H36A H 0.6746 0.8218 0.8387 0.141 Uiso 1 1 calc R . . Cl1 Cl 0.7582(5) 0.6910(3) 0.8621(2) 0.1036(16) Uani 1 1 d . . . Cl2 Cl 0.8548(5) 0.8441(3) 0.8083(2) 0.0978(16) Uani 1 1 d . . . Cl3 Cl 0.7857(5) 0.8500(3) 0.93301(18) 0.0911(14) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Au1 0.0351(3) 0.0251(3) 0.0301(3) 0.00063(19) -0.00283(18) 0.0004(2) C1 0.022(6) 0.032(7) 0.029(6) 0.004(5) 0.003(4) 0.007(5) N2 0.025(5) 0.028(5) 0.016(4) -0.005(4) 0.005(3) 0.004(4) C3 0.027(6) 0.035(7) 0.026(6) 0.003(5) 0.004(4) 0.003(5) C4 0.030(6) 0.033(7) 0.034(6) -0.005(5) 0.002(5) 0.001(5) N5 0.031(5) 0.023(5) 0.012(4) -0.001(3) -0.001(3) 0.003(4) C6 0.026(6) 0.013(5) 0.033(6) -0.003(4) 0.007(4) -0.002(4) C7 0.030(6) 0.025(6) 0.033(6) 0.004(5) 0.003(5) -0.004(5) C8 0.034(7) 0.037(7) 0.030(6) -0.003(5) 0.008(5) -0.001(5) C9 0.046(8) 0.032(7) 0.040(6) -0.001(5) -0.001(6) -0.013(6) C10 0.030(7) 0.033(7) 0.033(6) 0.004(5) -0.017(5) -0.005(5) C11 0.020(6) 0.025(6) 0.037(6) -0.004(5) 0.003(4) -0.005(5) C12 0.032(7) 0.037(7) 0.043(7) 0.008(5) 0.003(5) 0.001(5) C13 0.037(9) 0.055(10) 0.133(13) 0.017(9) -0.015(8) -0.011(7) C14 0.049(9) 0.076(11) 0.065(9) 0.010(8) 0.008(7) 0.025(8) C15 0.018(6) 0.034(7) 0.038(6) -0.002(5) 0.002(4) -0.003(5) C16 0.028(7) 0.038(7) 0.065(8) 0.000(6) 0.011(5) 0.005(6) C17 0.030(7) 0.043(7) 0.033(6) 0.003(5) 0.013(5) -0.003(5) C18 0.021(6) 0.019(6) 0.032(6) -0.010(4) 0.005(4) -0.007(4) C19 0.026(6) 0.029(6) 0.016(5) -0.001(4) -0.008(4) 0.001(5) C20 0.029(7) 0.064(9) 0.038(7) -0.006(6) 0.004(5) 0.018(6) C21 0.050(8) 0.050(8) 0.025(6) 0.002(5) -0.007(5) 0.016(6) C22 0.046(8) 0.029(6) 0.029(6) 0.004(5) 0.005(5) 0.014(5) C23 0.026(6) 0.033(6) 0.033(6) 0.008(5) 0.003(4) 0.002(5) C24 0.026(7) 0.045(8) 0.046(7) 0.002(5) 0.005(5) -0.004(5) C25 0.046(9) 0.087(12) 0.062(8) -0.033(8) 0.015(6) -0.030(8) C26 0.027(7) 0.080(10) 0.043(7) -0.017(7) 0.005(5) 0.001(6) C27 0.045(8) 0.052(8) 0.038(7) 0.020(6) 0.009(5) -0.007(6) C28 0.037(8) 0.098(12) 0.049(8) 0.002(7) 0.008(6) 0.023(8) C29 0.040(8) 0.090(12) 0.051(8) -0.002(7) 0.012(6) 0.000(8) C30 0.055(8) 0.018(6) 0.030(6) -0.001(5) 0.002(5) 0.013(5) C31 0.062(9) 0.025(7) 0.036(6) -0.001(5) -0.003(6) -0.007(6) C32 0.073(11) 0.040(8) 0.036(7) 0.001(6) -0.020(6) -0.004(7) C33 0.094(13) 0.059(10) 0.028(7) -0.008(6) 0.003(7) 0.022(9) C34 0.078(11) 0.060(9) 0.034(7) -0.010(6) 0.037(7) 0.019(8) C35 0.052(8) 0.042(8) 0.033(6) 0.002(5) 0.008(5) 0.011(6) C36 0.22(2) 0.080(14) 0.073(11) -0.009(10) 0.071(13) -0.029(15) Cl1 0.146(5) 0.068(3) 0.113(3) -0.003(3) 0.074(3) -0.014(3) Cl2 0.160(5) 0.063(3) 0.086(3) 0.010(2) 0.067(3) 0.002(3) Cl3 0.102(4) 0.108(4) 0.062(2) -0.016(2) 0.009(2) -0.022(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Au1 C1 2.049(10) . ? Au1 C30 2.054(10) . ? C1 N5 1.336(11) . ? C1 N2 1.363(12) . ? N2 C3 1.392(12) . ? N2 C6 1.443(11) . ? C3 C4 1.340(13) . ? C3 H3A 0.9300 . ? C4 N5 1.386(12) . ? C4 H4A 0.9300 . ? N5 C18 1.454(12) . ? C6 C11 1.387(13) . ? C6 C7 1.407(14) . ? C7 C8 1.383(13) . ? C7 C12 1.514(14) . ? C8 C9 1.375(15) . ? C8 H8A 0.9300 . ? C9 C10 1.363(15) . ? C9 H9A 0.9300 . ? C10 C11 1.390(13) . ? C10 H10A 0.9300 . ? C11 C15 1.535(14) . ? C12 C13 1.528(16) . ? C12 C14 1.552(16) . ? C12 H12A 0.9800 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 C17 1.519(14) . ? C15 C16 1.531(14) . ? C15 H15A 0.9800 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 C19 1.352(13) . ? C18 C23 1.379(13) . ? C19 C20 1.430(15) . ? C19 C24 1.532(14) . ? C20 C21 1.384(16) . ? C20 H20A 0.9300 . ? C21 C22 1.348(15) . ? C21 H21A 0.9300 . ? C22 C23 1.389(14) . ? C22 H22A 0.9300 . ? C23 C27 1.509(15) . ? C24 C25 1.537(14) . ? C24 C26 1.548(15) . ? C24 H24A 0.9800 . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C27 C28 1.502(15) . ? C27 C29 1.508(16) . ? C27 H27A 0.9800 . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C28 H28C 0.9600 . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 0.9600 . ? C30 C31 1.377(15) . ? C30 C35 1.437(15) . ? C31 C32 1.416(16) . ? C31 H31A 0.9300 . ? C32 C33 1.416(18) . ? C32 H32A 0.9300 . ? C33 C34 1.386(19) . ? C33 H33A 0.9300 . ? C34 C35 1.377(15) . ? C34 H34A 0.9300 . ? C35 H35A 0.9300 . ? C36 Cl2 1.658(16) . ? C36 Cl3 1.728(15) . ? C36 Cl1 1.750(18) . ? C36 H36A 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 C1 Au1 C30 174.0(4) . . ? N5 C1 N2 104.9(8) . . ? N5 C1 Au1 129.3(7) . . ? N2 C1 Au1 125.0(7) . . ? C1 N2 C3 110.9(8) . . ? C1 N2 C6 124.6(8) . . ? C3 N2 C6 124.4(8) . . ? C4 C3 N2 105.7(9) . . ? C4 C3 H3A 127.2 . . ? N2 C3 H3A 127.2 . . ? C3 C4 N5 107.8(9) . . ? C3 C4 H4A 126.1 . . ? N5 C4 H4A 126.1 . . ? C1 N5 C4 110.7(8) . . ? C1 N5 C18 125.0(8) . . ? C4 N5 C18 124.0(7) . . ? C11 C6 C7 123.5(9) . . ? C11 C6 N2 119.3(8) . . ? C7 C6 N2 117.1(8) . . ? C8 C7 C6 117.1(9) . . ? C8 C7 C12 120.1(9) . . ? C6 C7 C12 122.8(9) . . ? C9 C8 C7 120.4(10) . . ? C9 C8 H8A 119.8 . . ? C7 C8 H8A 119.8 . . ? C10 C9 C8 121.1(10) . . ? C10 C9 H9A 119.4 . . ? C8 C9 H9A 119.4 . . ? C9 C10 C11 121.7(10) . . ? C9 C10 H10A 119.2 . . ? C11 C10 H10A 119.2 . . ? C6 C11 C10 116.3(9) . . ? C6 C11 C15 121.1(9) . . ? C10 C11 C15 122.6(9) . . ? C7 C12 C13 111.6(10) . . ? C7 C12 C14 111.8(9) . . ? C13 C12 C14 108.9(11) . . ? C7 C12 H12A 108.2 . . ? C13 C12 H12A 108.2 . . ? C14 C12 H12A 108.2 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C17 C15 C16 109.7(9) . . ? C17 C15 C11 110.5(8) . . ? C16 C15 C11 113.0(9) . . ? C17 C15 H15A 107.8 . . ? C16 C15 H15A 107.8 . . ? C11 C15 H15A 107.8 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C19 C18 C23 124.5(10) . . ? C19 C18 N5 116.6(8) . . ? C23 C18 N5 118.8(9) . . ? C18 C19 C20 117.7(9) . . ? C18 C19 C24 125.1(9) . . ? C20 C19 C24 117.2(9) . . ? C21 C20 C19 118.2(10) . . ? C21 C20 H20A 120.9 . . ? C19 C20 H20A 120.9 . . ? C22 C21 C20 121.6(11) . . ? C22 C21 H21A 119.2 . . ? C20 C21 H21A 119.2 . . ? C21 C22 C23 121.6(11) . . ? C21 C22 H22A 119.2 . . ? C23 C22 H22A 119.2 . . ? C18 C23 C22 116.5(10) . . ? C18 C23 C27 122.6(9) . . ? C22 C23 C27 120.9(9) . . ? C19 C24 C25 112.1(9) . . ? C19 C24 C26 110.6(9) . . ? C25 C24 C26 110.9(10) . . ? C19 C24 H24A 107.7 . . ? C25 C24 H24A 107.7 . . ? C26 C24 H24A 107.7 . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C24 C26 H26A 109.5 . . ? C24 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C24 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C28 C27 C29 110.9(10) . . ? C28 C27 C23 113.6(9) . . ? C29 C27 C23 109.4(10) . . ? C28 C27 H27A 107.6 . . ? C29 C27 H27A 107.6 . . ? C23 C27 H27A 107.6 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C27 C29 H29A 109.5 . . ? C27 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C27 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C31 C30 C35 116.3(10) . . ? C31 C30 Au1 124.3(9) . . ? C35 C30 Au1 119.5(8) . . ? C30 C31 C32 121.2(12) . . ? C30 C31 H31A 119.4 . . ? C32 C31 H31A 119.4 . . ? C31 C32 C33 121.3(12) . . ? C31 C32 H32A 119.3 . . ? C33 C32 H32A 119.3 . . ? C34 C33 C32 117.3(12) . . ? C34 C33 H33A 121.4 . . ? C32 C33 H33A 121.4 . . ? C35 C34 C33 121.2(13) . . ? C35 C34 H34A 119.4 . . ? C33 C34 H34A 119.4 . . ? C34 C35 C30 122.6(12) . . ? C34 C35 H35A 118.7 . . ? C30 C35 H35A 118.7 . . ? Cl2 C36 Cl3 114.8(11) . . ? Cl2 C36 Cl1 114.7(10) . . ? Cl3 C36 Cl1 110.5(9) . . ? Cl2 C36 H36A 105.2 . . ? Cl3 C36 H36A 105.2 . . ? Cl1 C36 H36A 105.2 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N5 C1 N2 C3 -1.3(11) . . . . ? Au1 C1 N2 C3 169.3(7) . . . . ? N5 C1 N2 C6 -176.8(8) . . . . ? Au1 C1 N2 C6 -6.3(13) . . . . ? C1 N2 C3 C4 1.0(11) . . . . ? C6 N2 C3 C4 176.6(9) . . . . ? N2 C3 C4 N5 -0.4(11) . . . . ? N2 C1 N5 C4 1.0(11) . . . . ? Au1 C1 N5 C4 -168.9(8) . . . . ? N2 C1 N5 C18 175.4(8) . . . . ? Au1 C1 N5 C18 5.4(14) . . . . ? C3 C4 N5 C1 -0.4(12) . . . . ? C3 C4 N5 C18 -174.9(9) . . . . ? C1 N2 C6 C11 -107.0(11) . . . . ? C3 N2 C6 C11 78.0(12) . . . . ? C1 N2 C6 C7 76.2(12) . . . . ? C3 N2 C6 C7 -98.7(11) . . . . ? C11 C6 C7 C8 1.6(15) . . . . ? N2 C6 C7 C8 178.2(9) . . . . ? C11 C6 C7 C12 -177.2(10) . . . . ? N2 C6 C7 C12 -0.6(14) . . . . ? C6 C7 C8 C9 0.1(15) . . . . ? C12 C7 C8 C9 178.9(10) . . . . ? C7 C8 C9 C10 -1.5(17) . . . . ? C8 C9 C10 C11 1.3(17) . . . . ? C7 C6 C11 C10 -1.8(15) . . . . ? N2 C6 C11 C10 -178.3(8) . . . . ? C7 C6 C11 C15 177.6(9) . . . . ? N2 C6 C11 C15 1.1(14) . . . . ? C9 C10 C11 C6 0.3(15) . . . . ? C9 C10 C11 C15 -179.1(10) . . . . ? C8 C7 C12 C13 -73.9(13) . . . . ? C6 C7 C12 C13 104.8(12) . . . . ? C8 C7 C12 C14 48.3(14) . . . . ? C6 C7 C12 C14 -133.0(11) . . . . ? C6 C11 C15 C17 78.5(12) . . . . ? C10 C11 C15 C17 -102.2(11) . . . . ? C6 C11 C15 C16 -158.3(9) . . . . ? C10 C11 C15 C16 21.1(14) . . . . ? C1 N5 C18 C19 -85.7(11) . . . . ? C4 N5 C18 C19 87.9(11) . . . . ? C1 N5 C18 C23 95.9(11) . . . . ? C4 N5 C18 C23 -90.5(12) . . . . ? C23 C18 C19 C20 0.4(15) . . . . ? N5 C18 C19 C20 -177.8(8) . . . . ? C23 C18 C19 C24 178.4(9) . . . . ? N5 C18 C19 C24 0.2(14) . . . . ? C18 C19 C20 C21 -0.4(15) . . . . ? C24 C19 C20 C21 -178.6(10) . . . . ? C19 C20 C21 C22 0.1(17) . . . . ? C20 C21 C22 C23 0.2(17) . . . . ? C19 C18 C23 C22 -0.1(15) . . . . ? N5 C18 C23 C22 178.1(9) . . . . ? C19 C18 C23 C27 179.5(10) . . . . ? N5 C18 C23 C27 -2.3(14) . . . . ? C21 C22 C23 C18 -0.2(16) . . . . ? C21 C22 C23 C27 -179.8(10) . . . . ? C18 C19 C24 C25 -119.9(12) . . . . ? C20 C19 C24 C25 58.2(14) . . . . ? C18 C19 C24 C26 115.8(11) . . . . ? C20 C19 C24 C26 -66.1(12) . . . . ? C18 C23 C27 C28 140.4(11) . . . . ? C22 C23 C27 C28 -40.0(15) . . . . ? C18 C23 C27 C29 -95.1(12) . . . . ? C22 C23 C27 C29 84.5(12) . . . . ? C35 C30 C31 C32 1.8(15) . . . . ? Au1 C30 C31 C32 -177.2(8) . . . . ? C30 C31 C32 C33 -3.4(17) . . . . ? C31 C32 C33 C34 3.8(17) . . . . ? C32 C33 C34 C35 -2.8(18) . . . . ? C33 C34 C35 C30 1.4(18) . . . . ? C31 C30 C35 C34 -0.8(15) . . . . ? Au1 C30 C35 C34 178.3(8) . . . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 4.263 _refine_diff_density_min -2.413 _refine_diff_density_rms 0.186 # Attachment 'Au(CCPh)(IPr).CIF' data_7 _database_code_depnum_ccdc_archive 'CCDC 759311' #TrackingRef 'Au(CCPh)(IPr).CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C35 H41 Au N2,C H Cl3' _chemical_formula_sum 'C36 H42 Au Cl3 N2' _chemical_formula_weight 806.03 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.8026(15) _cell_length_b 14.985(2) _cell_length_c 22.788(3) _cell_angle_alpha 90.00 _cell_angle_beta 100.880(6) _cell_angle_gamma 90.00 _cell_volume 3622.6(8) _cell_formula_units_Z 4 _cell_measurement_temperature 366(2) _cell_measurement_reflns_used 12580 _cell_measurement_theta_min 2.8 _cell_measurement_theta_max 28.1 _exptl_crystal_description Prism _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.478 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1608 _exptl_absorpt_coefficient_mu 4.308 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5254 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 366(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator confocal _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18875 _diffrn_reflns_av_R_equivalents 0.0928 _diffrn_reflns_av_sigmaI/netI 0.0577 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 3.19 _diffrn_reflns_theta_max 25.35 _reflns_number_total 6450 _reflns_number_gt 5581 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2004)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2004)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2004)' _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^)+(0.0593P)^2^+28.3687P] 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 6450 _refine_ls_number_parameters 380 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0605 _refine_ls_R_factor_gt 0.0500 _refine_ls_wR_factor_ref 0.1295 _refine_ls_wR_factor_gt 0.1211 _refine_ls_goodness_of_fit_ref 1.085 _refine_ls_restrained_S_all 1.085 _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 0.26244(2) 0.421399(17) 0.843652(10) 0.01758(11) Uani 1 1 d . . . C1 C 0.2772(6) 0.5420(5) 0.8062(3) 0.0184(13) Uani 1 1 d . . . N2 N 0.2467(5) 0.5652(4) 0.7481(3) 0.0201(12) Uani 1 1 d . . . C3 C 0.2761(6) 0.6528(4) 0.7393(3) 0.0187(14) Uani 1 1 d . . . H3A H 0.2641 0.6829 0.7030 0.022 Uiso 1 1 calc R . . C4 C 0.3256(6) 0.6866(5) 0.7935(3) 0.0215(14) Uani 1 1 d . . . H4A H 0.3538 0.7447 0.8019 0.026 Uiso 1 1 calc R . . N5 N 0.3262(5) 0.6176(4) 0.8341(2) 0.0196(12) Uani 1 1 d . . . C6 C 0.1837(6) 0.5051(5) 0.7022(3) 0.0200(14) Uani 1 1 d . . . C7 C 0.0522(7) 0.5150(5) 0.6847(3) 0.0259(16) Uani 1 1 d . . . C8 C -0.0080(7) 0.4563(6) 0.6415(3) 0.0301(17) Uani 1 1 d . . . H8A H -0.0949 0.4598 0.6291 0.036 Uiso 1 1 calc R . . C9 C 0.0589(8) 0.3928(6) 0.6166(3) 0.0320(18) Uani 1 1 d . . . H9A H 0.0165 0.3542 0.5877 0.038 Uiso 1 1 calc R . . C10 C 0.1881(7) 0.3859(5) 0.6341(3) 0.0261(15) Uani 1 1 d . . . H10A H 0.2316 0.3426 0.6168 0.031 Uiso 1 1 calc R . . C11 C 0.2545(7) 0.4432(5) 0.6774(3) 0.0217(14) Uani 1 1 d . . . C12 C -0.0214(7) 0.5866(6) 0.7105(3) 0.0319(18) Uani 1 1 d . . . H12A H 0.0371 0.6164 0.7427 0.038 Uiso 1 1 calc R . . C13 C -0.0696(8) 0.6566(6) 0.6633(4) 0.040(2) Uani 1 1 d . . . H13A H 0.0001 0.6814 0.6482 0.060 Uiso 1 1 calc R . . H13B H -0.1118 0.7032 0.6808 0.060 Uiso 1 1 calc R . . H13C H -0.1275 0.6294 0.6312 0.060 Uiso 1 1 calc R . . C14 C -0.1300(10) 0.5485(8) 0.7379(5) 0.056(3) Uani 1 1 d . . . H14A H -0.1732 0.5963 0.7535 0.085 Uiso 1 1 calc R . . H14B H -0.0966 0.5080 0.7696 0.085 Uiso 1 1 calc R . . H14C H -0.1879 0.5173 0.7077 0.085 Uiso 1 1 calc R . . C15 C 0.3973(7) 0.4380(5) 0.6951(3) 0.0260(16) Uani 1 1 d . . . H15A H 0.4244 0.4855 0.7242 0.031 Uiso 1 1 calc R . . C16 C 0.4596(7) 0.4553(6) 0.6412(4) 0.0330(18) Uani 1 1 d . . . H16A H 0.4306 0.5113 0.6232 0.050 Uiso 1 1 calc R . . H16B H 0.4378 0.4082 0.6125 0.050 Uiso 1 1 calc R . . H16C H 0.5495 0.4572 0.6540 0.050 Uiso 1 1 calc R . . C17 C 0.4419(8) 0.3494(6) 0.7251(4) 0.0357(19) Uani 1 1 d . . . H17A H 0.4019 0.3400 0.7588 0.053 Uiso 1 1 calc R . . H17B H 0.5317 0.3510 0.7383 0.053 Uiso 1 1 calc R . . H17C H 0.4203 0.3016 0.6970 0.053 Uiso 1 1 calc R . . C18 C 0.3743(6) 0.6254(5) 0.8974(3) 0.0203(14) Uani 1 1 d . . . C19 C 0.5053(6) 0.6274(5) 0.9172(3) 0.0225(15) Uani 1 1 d . . . C20 C 0.5501(7) 0.6350(6) 0.9790(3) 0.0345(19) Uani 1 1 d . . . H20A H 0.6364 0.6366 0.9938 0.041 Uiso 1 1 calc R . . C21 C 0.4665(7) 0.6403(6) 1.0181(3) 0.0361(19) Uani 1 1 d . . . H21A H 0.4973 0.6438 1.0590 0.043 Uiso 1 1 calc R . . C22 C 0.3389(7) 0.6404(6) 0.9972(3) 0.0323(18) Uani 1 1 d . . . H22A H 0.2846 0.6459 1.0242 0.039 Uiso 1 1 calc R . . C23 C 0.2889(6) 0.6326(5) 0.9370(3) 0.0214(14) Uani 1 1 d . . . C24 C 0.5959(7) 0.6178(6) 0.8739(3) 0.0287(17) Uani 1 1 d . . . H24A H 0.5520 0.6387 0.8347 0.034 Uiso 1 1 calc R . . C25 C 0.6299(10) 0.5211(7) 0.8674(5) 0.052(3) Uani 1 1 d . . . H25A H 0.5543 0.4866 0.8559 0.079 Uiso 1 1 calc R . . H25B H 0.6761 0.4994 0.9048 0.079 Uiso 1 1 calc R . . H25C H 0.6808 0.5158 0.8373 0.079 Uiso 1 1 calc R . . C26 C 0.7136(8) 0.6746(8) 0.8919(4) 0.051(3) Uani 1 1 d . . . H26A H 0.7675 0.6668 0.8633 0.077 Uiso 1 1 calc R . . H26B H 0.7575 0.6566 0.9307 0.077 Uiso 1 1 calc R . . H26C H 0.6900 0.7363 0.8930 0.077 Uiso 1 1 calc R . . C27 C 0.1463(6) 0.6331(6) 0.9168(3) 0.0284(17) Uani 1 1 d . . . H27A H 0.1279 0.6355 0.8730 0.034 Uiso 1 1 calc R . . C28 C 0.0854(8) 0.7145(6) 0.9403(4) 0.040(2) Uani 1 1 d . . . H28A H 0.1222 0.7680 0.9280 0.060 Uiso 1 1 calc R . . H28B H 0.0992 0.7123 0.9832 0.060 Uiso 1 1 calc R . . H28C H -0.0035 0.7144 0.9246 0.060 Uiso 1 1 calc R . . C29 C 0.0866(8) 0.5476(7) 0.9362(5) 0.047(2) Uani 1 1 d . . . H29A H 0.1249 0.4965 0.9215 0.070 Uiso 1 1 calc R . . H29B H -0.0022 0.5477 0.9201 0.070 Uiso 1 1 calc R . . H29C H 0.0998 0.5452 0.9790 0.070 Uiso 1 1 calc R . . C30 C 0.2516(6) 0.3051(5) 0.8832(3) 0.0214(14) Uani 1 1 d . . . C31 C 0.2460(6) 0.2390(5) 0.9126(3) 0.0215(14) Uani 1 1 d . . . C32 C 0.2352(7) 0.1610(5) 0.9494(3) 0.0226(15) Uani 1 1 d . . . C33 C 0.3249(7) 0.0926(5) 0.9563(3) 0.0240(15) Uani 1 1 d . . . H33A H 0.3933 0.0967 0.9370 0.029 Uiso 1 1 calc R . . C34 C 0.3129(7) 0.0190(5) 0.9914(3) 0.0294(17) Uani 1 1 d . . . H34A H 0.3726 -0.0264 0.9953 0.035 Uiso 1 1 calc R . . C35 C 0.2121(8) 0.0129(6) 1.0206(4) 0.039(2) Uani 1 1 d . . . H35A H 0.2040 -0.0366 1.0441 0.046 Uiso 1 1 calc R . . C36 C 0.1238(8) 0.0801(6) 1.0149(4) 0.038(2) Uani 1 1 d . . . H36A H 0.0559 0.0757 1.0344 0.046 Uiso 1 1 calc R . . C37 C 0.1356(8) 0.1536(6) 0.9803(4) 0.0361(19) Uani 1 1 d . . . H37A H 0.0763 0.1992 0.9774 0.043 Uiso 1 1 calc R . . C41 C 0.9402(8) 0.2794(6) 0.8208(4) 0.041(2) Uani 1 1 d . . . H41A H 1.0293 0.2966 0.8299 0.049 Uiso 1 1 calc R . . Cl1 Cl 0.8818(5) 0.3019(3) 0.74599(14) 0.1116(16) Uani 1 1 d . . . Cl2 Cl 0.9292(2) 0.16638(17) 0.83329(16) 0.0673(8) Uani 1 1 d . . . Cl3 Cl 0.8579(3) 0.3434(2) 0.86510(12) 0.0631(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Au1 0.02120(16) 0.01858(17) 0.01132(16) 0.00057(10) -0.00110(10) -0.00065(9) C1 0.022(3) 0.018(4) 0.014(3) 0.001(3) 0.001(3) 0.003(3) N2 0.021(3) 0.023(3) 0.015(3) 0.002(2) 0.000(2) 0.005(2) C3 0.026(3) 0.017(4) 0.012(3) 0.008(3) -0.001(3) 0.004(3) C4 0.024(3) 0.020(4) 0.020(4) 0.006(3) 0.003(3) 0.003(3) N5 0.017(3) 0.027(3) 0.015(3) 0.001(2) 0.003(2) 0.001(2) C6 0.022(3) 0.024(4) 0.010(3) -0.001(3) -0.004(3) -0.004(3) C7 0.028(4) 0.034(4) 0.015(3) 0.005(3) 0.001(3) 0.000(3) C8 0.028(4) 0.040(5) 0.018(4) 0.005(3) -0.005(3) -0.003(3) C9 0.043(5) 0.033(4) 0.016(4) -0.001(3) -0.003(3) -0.011(4) C10 0.044(4) 0.019(4) 0.015(3) -0.001(3) 0.005(3) -0.003(3) C11 0.035(4) 0.015(4) 0.015(3) 0.003(3) 0.006(3) 0.001(3) C12 0.029(4) 0.047(5) 0.018(4) -0.003(3) 0.000(3) 0.005(3) C13 0.039(5) 0.037(5) 0.044(5) 0.000(4) 0.006(4) 0.004(4) C14 0.053(6) 0.058(6) 0.066(7) 0.010(6) 0.030(5) 0.017(5) C15 0.031(4) 0.026(4) 0.022(4) -0.006(3) 0.007(3) -0.001(3) C16 0.033(4) 0.037(5) 0.031(4) 0.001(4) 0.011(3) -0.002(3) C17 0.032(4) 0.042(5) 0.035(4) 0.007(4) 0.012(3) 0.008(3) C18 0.029(4) 0.023(4) 0.008(3) 0.000(3) -0.001(3) -0.003(3) C19 0.019(3) 0.028(4) 0.020(3) 0.000(3) 0.002(3) -0.003(3) C20 0.027(4) 0.050(5) 0.023(4) -0.002(4) -0.003(3) -0.005(3) C21 0.034(4) 0.060(6) 0.012(3) -0.004(4) -0.002(3) -0.002(4) C22 0.026(4) 0.059(6) 0.014(3) 0.004(3) 0.008(3) 0.001(3) C23 0.020(3) 0.024(4) 0.020(3) 0.002(3) 0.003(3) 0.003(3) C24 0.022(3) 0.048(5) 0.015(3) 0.006(3) 0.000(3) 0.002(3) C25 0.058(6) 0.050(6) 0.058(6) 0.004(5) 0.033(5) 0.012(5) C26 0.031(4) 0.081(8) 0.045(5) -0.012(5) 0.013(4) -0.015(5) C27 0.024(4) 0.046(5) 0.015(3) -0.005(3) 0.004(3) 0.000(3) C28 0.030(4) 0.036(5) 0.056(6) 0.013(4) 0.012(4) 0.004(3) C29 0.031(4) 0.046(6) 0.067(6) -0.013(5) 0.018(4) -0.005(4) C30 0.030(4) 0.022(4) 0.011(3) -0.001(3) 0.002(3) 0.001(3) C31 0.022(3) 0.027(4) 0.014(3) -0.009(3) -0.002(3) -0.002(3) C32 0.030(4) 0.028(4) 0.009(3) -0.002(3) 0.000(3) -0.003(3) C33 0.028(4) 0.031(4) 0.013(3) 0.002(3) 0.004(3) 0.001(3) C34 0.036(4) 0.028(4) 0.019(4) 0.007(3) -0.008(3) 0.002(3) C35 0.048(5) 0.041(5) 0.026(4) 0.007(4) 0.002(4) -0.011(4) C36 0.041(5) 0.051(6) 0.028(4) 0.008(4) 0.019(4) -0.008(4) C37 0.040(4) 0.037(5) 0.034(4) -0.003(4) 0.015(4) 0.001(4) C41 0.038(5) 0.038(5) 0.048(5) 0.001(4) 0.010(4) -0.001(4) Cl1 0.198(5) 0.095(3) 0.0454(17) 0.0068(17) 0.031(2) 0.069(3) Cl2 0.0451(13) 0.0384(14) 0.116(2) 0.0107(15) 0.0099(14) -0.0014(10) Cl3 0.0762(18) 0.0640(17) 0.0564(16) -0.0137(13) 0.0313(13) 0.0056(14) _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 C30 1.976(7) . ? Au1 C1 2.018(7) . ? C1 N2 1.348(9) . ? C1 N5 1.357(9) . ? N2 C3 1.374(9) . ? N2 C6 1.450(9) . ? C3 C4 1.349(10) . ? C3 H3A 0.9300 . ? C4 N5 1.387(9) . ? C4 H4A 0.9300 . ? N5 C18 1.442(8) . ? C6 C11 1.388(10) . ? C6 C7 1.409(10) . ? C7 C8 1.387(11) . ? C7 C12 1.519(11) . ? C8 C9 1.380(12) . ? C8 H8A 0.9300 . ? C9 C10 1.381(11) . ? C9 H9A 0.9300 . ? C10 C11 1.399(11) . ? C10 H10A 0.9300 . ? C11 C15 1.522(10) . ? C12 C13 1.522(12) . ? C12 C14 1.539(12) . ? C12 H12A 0.9800 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 C17 1.528(11) . ? C15 C16 1.530(10) . ? C15 H15A 0.9800 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 C19 1.402(9) . ? C18 C23 1.411(9) . ? C19 C20 1.405(10) . ? C19 C24 1.522(10) . ? C20 C21 1.385(11) . ? C20 H20A 0.9300 . ? C21 C22 1.371(11) . ? C21 H21A 0.9300 . ? C22 C23 1.381(10) . ? C22 H22A 0.9300 . ? C23 C27 1.522(9) . ? C24 C25 1.509(13) . ? C24 C26 1.521(11) . ? C24 H24A 0.9800 . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C27 C28 1.531(11) . ? C27 C29 1.536(12) . ? C27 H27A 0.9800 . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C28 H28C 0.9600 . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 0.9600 . ? C30 C31 1.203(10) . ? C31 C32 1.457(10) . ? C32 C37 1.396(10) . ? C32 C33 1.399(10) . ? C33 C34 1.383(10) . ? C33 H33A 0.9300 . ? C34 C35 1.383(11) . ? C34 H34A 0.9300 . ? C35 C36 1.376(12) . ? C35 H35A 0.9300 . ? C36 C37 1.375(12) . ? C36 H36A 0.9300 . ? C37 H37A 0.9300 . ? C41 Cl2 1.725(9) . ? C41 Cl1 1.735(10) . ? C41 Cl3 1.752(9) . ? C41 H41A 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 C30 Au1 C1 177.8(3) . . ? N2 C1 N5 104.3(6) . . ? N2 C1 Au1 128.4(5) . . ? N5 C1 Au1 127.2(5) . . ? C1 N2 C3 111.7(6) . . ? C1 N2 C6 122.9(6) . . ? C3 N2 C6 125.3(6) . . ? C4 C3 N2 106.8(6) . . ? C4 C3 H3A 126.6 . . ? N2 C3 H3A 126.6 . . ? C3 C4 N5 106.4(6) . . ? C3 C4 H4A 126.8 . . ? N5 C4 H4A 126.8 . . ? C1 N5 C4 110.9(6) . . ? C1 N5 C18 124.8(6) . . ? C4 N5 C18 124.2(6) . . ? C11 C6 C7 124.0(6) . . ? C11 C6 N2 119.3(6) . . ? C7 C6 N2 116.7(6) . . ? C8 C7 C6 116.4(7) . . ? C8 C7 C12 120.9(7) . . ? C6 C7 C12 122.6(7) . . ? C9 C8 C7 121.2(7) . . ? C9 C8 H8A 119.4 . . ? C7 C8 H8A 119.4 . . ? C8 C9 C10 120.8(7) . . ? C8 C9 H9A 119.6 . . ? C10 C9 H9A 119.6 . . ? C9 C10 C11 120.8(7) . . ? C9 C10 H10A 119.6 . . ? C11 C10 H10A 119.6 . . ? C6 C11 C10 116.7(7) . . ? C6 C11 C15 122.4(6) . . ? C10 C11 C15 120.9(7) . . ? C7 C12 C13 110.3(6) . . ? C7 C12 C14 112.9(7) . . ? C13 C12 C14 110.9(7) . . ? C7 C12 H12A 107.5 . . ? C13 C12 H12A 107.5 . . ? C14 C12 H12A 107.5 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C11 C15 C17 112.5(6) . . ? C11 C15 C16 110.8(6) . . ? C17 C15 C16 110.9(6) . . ? C11 C15 H15A 107.5 . . ? C17 C15 H15A 107.5 . . ? C16 C15 H15A 107.5 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C19 C18 C23 122.3(6) . . ? C19 C18 N5 118.4(6) . . ? C23 C18 N5 119.3(6) . . ? C18 C19 C20 117.4(6) . . ? C18 C19 C24 121.5(6) . . ? C20 C19 C24 121.0(6) . . ? C21 C20 C19 120.4(7) . . ? C21 C20 H20A 119.8 . . ? C19 C20 H20A 119.8 . . ? C22 C21 C20 120.8(7) . . ? C22 C21 H21A 119.6 . . ? C20 C21 H21A 119.6 . . ? C21 C22 C23 121.6(7) . . ? C21 C22 H22A 119.2 . . ? C23 C22 H22A 119.2 . . ? C22 C23 C18 117.5(6) . . ? C22 C23 C27 118.9(6) . . ? C18 C23 C27 123.6(6) . . ? C25 C24 C26 110.9(7) . . ? C25 C24 C19 110.6(7) . . ? C26 C24 C19 112.4(7) . . ? C25 C24 H24A 107.6 . . ? C26 C24 H24A 107.6 . . ? C19 C24 H24A 107.6 . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C24 C26 H26A 109.5 . . ? C24 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C24 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C23 C27 C28 112.0(6) . . ? C23 C27 C29 111.4(7) . . ? C28 C27 C29 109.4(6) . . ? C23 C27 H27A 107.9 . . ? C28 C27 H27A 107.9 . . ? C29 C27 H27A 107.9 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C27 C29 H29A 109.5 . . ? C27 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C27 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C31 C30 Au1 173.5(6) . . ? C30 C31 C32 177.3(7) . . ? C37 C32 C33 118.0(7) . . ? C37 C32 C31 120.5(7) . . ? C33 C32 C31 121.5(6) . . ? C34 C33 C32 120.7(7) . . ? C34 C33 H33A 119.6 . . ? C32 C33 H33A 119.6 . . ? C35 C34 C33 119.9(7) . . ? C35 C34 H34A 120.1 . . ? C33 C34 H34A 120.1 . . ? C36 C35 C34 120.1(8) . . ? C36 C35 H35A 119.9 . . ? C34 C35 H35A 119.9 . . ? C37 C36 C35 120.2(8) . . ? C37 C36 H36A 119.9 . . ? C35 C36 H36A 119.9 . . ? C36 C37 C32 121.0(8) . . ? C36 C37 H37A 119.5 . . ? C32 C37 H37A 119.5 . . ? Cl2 C41 Cl1 109.3(5) . . ? Cl2 C41 Cl3 112.6(5) . . ? Cl1 C41 Cl3 109.3(5) . . ? Cl2 C41 H41A 108.5 . . ? Cl1 C41 H41A 108.5 . . ? Cl3 C41 H41A 108.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N5 C1 N2 C3 0.3(7) . . . . ? Au1 C1 N2 C3 -176.9(5) . . . . ? N5 C1 N2 C6 -176.2(6) . . . . ? Au1 C1 N2 C6 6.6(9) . . . . ? C1 N2 C3 C4 -0.6(8) . . . . ? C6 N2 C3 C4 175.8(6) . . . . ? N2 C3 C4 N5 0.6(7) . . . . ? N2 C1 N5 C4 0.1(7) . . . . ? Au1 C1 N5 C4 177.3(5) . . . . ? N2 C1 N5 C18 -179.1(6) . . . . ? Au1 C1 N5 C18 -1.8(9) . . . . ? C3 C4 N5 C1 -0.4(7) . . . . ? C3 C4 N5 C18 178.7(6) . . . . ? C1 N2 C6 C11 -83.0(8) . . . . ? C3 N2 C6 C11 101.0(8) . . . . ? C1 N2 C6 C7 98.1(8) . . . . ? C3 N2 C6 C7 -77.9(8) . . . . ? C11 C6 C7 C8 2.3(10) . . . . ? N2 C6 C7 C8 -178.9(6) . . . . ? C11 C6 C7 C12 -176.7(7) . . . . ? N2 C6 C7 C12 2.1(10) . . . . ? C6 C7 C8 C9 -1.0(11) . . . . ? C12 C7 C8 C9 178.0(7) . . . . ? C7 C8 C9 C10 0.0(12) . . . . ? C8 C9 C10 C11 -0.1(12) . . . . ? C7 C6 C11 C10 -2.4(10) . . . . ? N2 C6 C11 C10 178.8(6) . . . . ? C7 C6 C11 C15 176.7(7) . . . . ? N2 C6 C11 C15 -2.1(10) . . . . ? C9 C10 C11 C6 1.2(11) . . . . ? C9 C10 C11 C15 -177.8(6) . . . . ? C8 C7 C12 C13 -68.4(9) . . . . ? C6 C7 C12 C13 110.5(8) . . . . ? C8 C7 C12 C14 56.3(10) . . . . ? C6 C7 C12 C14 -124.7(8) . . . . ? C6 C11 C15 C17 116.2(8) . . . . ? C10 C11 C15 C17 -64.8(9) . . . . ? C6 C11 C15 C16 -119.0(8) . . . . ? C10 C11 C15 C16 60.0(9) . . . . ? C1 N5 C18 C19 104.2(8) . . . . ? C4 N5 C18 C19 -74.8(9) . . . . ? C1 N5 C18 C23 -77.1(9) . . . . ? C4 N5 C18 C23 103.9(8) . . . . ? C23 C18 C19 C20 1.3(11) . . . . ? N5 C18 C19 C20 180.0(7) . . . . ? C23 C18 C19 C24 178.9(7) . . . . ? N5 C18 C19 C24 -2.4(11) . . . . ? C18 C19 C20 C21 0.1(12) . . . . ? C24 C19 C20 C21 -177.6(8) . . . . ? C19 C20 C21 C22 -1.7(14) . . . . ? C20 C21 C22 C23 2.0(14) . . . . ? C21 C22 C23 C18 -0.6(12) . . . . ? C21 C22 C23 C27 179.9(8) . . . . ? C19 C18 C23 C22 -1.0(11) . . . . ? N5 C18 C23 C22 -179.7(7) . . . . ? C19 C18 C23 C27 178.4(7) . . . . ? N5 C18 C23 C27 -0.2(11) . . . . ? C18 C19 C24 C25 -91.0(9) . . . . ? C20 C19 C24 C25 86.5(9) . . . . ? C18 C19 C24 C26 144.4(8) . . . . ? C20 C19 C24 C26 -38.0(11) . . . . ? C22 C23 C27 C28 53.5(10) . . . . ? C18 C23 C27 C28 -126.0(8) . . . . ? C22 C23 C27 C29 -69.5(9) . . . . ? C18 C23 C27 C29 111.0(8) . . . . ? C37 C32 C33 C34 1.6(11) . . . . ? C31 C32 C33 C34 -179.9(6) . . . . ? C32 C33 C34 C35 -0.6(11) . . . . ? C33 C34 C35 C36 -0.1(12) . . . . ? C34 C35 C36 C37 -0.2(13) . . . . ? C35 C36 C37 C32 1.3(13) . . . . ? C33 C32 C37 C36 -2.0(12) . . . . ? C31 C32 C37 C36 179.5(7) . . . . ? _diffrn_measured_fraction_theta_max 0.975 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 2.164 _refine_diff_density_min -2.350 _refine_diff_density_rms 0.181