# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'ProfD Prasenjit Ghosh' _publ_contact_author_email PGHOSH@CHEM.IITB.AC.IN _publ_section_title ; Unprecedented Long Range 1,7-Bromination in Gold Complexes of N-(Aryl)imino Functionalized N-heterocyclic Carbenes ; loop_ _publ_author_name 'Prasenjit Ghosh' 'Keliang Pang' 'Manoja K. Samantaray' 'Mobin M. Shaikh' #===END data_2b _database_code_depnum_ccdc_archive 'CCDC 608031' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H33 Ag Cl N3' _chemical_formula_weight 530.87 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' Ag Ag -0.8971 1.1015 '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 12.5244(6) _cell_length_b 13.9119(7) _cell_length_c 14.8984(7) _cell_angle_alpha 90.00 _cell_angle_beta 105.9600(10) _cell_angle_gamma 90.00 _cell_volume 2495.8(2) _cell_formula_units_Z 4 _cell_measurement_temperature 243(2) _cell_measurement_reflns_used 5564 _cell_measurement_theta_min 2.39 _cell_measurement_theta_max 28.30 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.35 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.413 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1096 _exptl_absorpt_coefficient_mu 0.932 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.7068 _exptl_absorpt_correction_T_max 0.7362 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 243(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16200 _diffrn_reflns_av_R_equivalents 0.0181 _diffrn_reflns_av_sigmaI/netI 0.0167 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.89 _diffrn_reflns_theta_max 26.37 _reflns_number_total 5113 _reflns_number_gt 4506 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0265P)^2^+0.9269P] 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 0.00097(19) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5113 _refine_ls_number_parameters 281 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0262 _refine_ls_R_factor_gt 0.0215 _refine_ls_wR_factor_ref 0.0581 _refine_ls_wR_factor_gt 0.0556 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.048 _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 Ag Ag 0.431779(11) 0.923066(9) 0.887774(10) 0.04241(6) Uani 1 1 d . . . Cl Cl 0.41117(4) 1.08775(3) 0.92122(4) 0.05332(13) Uani 1 1 d . . . N1 N 0.49278(11) 0.71466(10) 0.84388(10) 0.0377(3) Uani 1 1 d . . . N2 N 0.32813(11) 0.74920(10) 0.76411(9) 0.0336(3) Uani 1 1 d . . . N3 N 0.17659(10) 0.76584(10) 0.86324(9) 0.0315(3) Uani 1 1 d . . . C1 C 0.41824(13) 0.78726(12) 0.82640(11) 0.0331(3) Uani 1 1 d . . . C2 C 0.44974(16) 0.63330(14) 0.79348(14) 0.0482(5) Uani 1 1 d . . . H2A H 0.4863 0.5743 0.7938 0.058 Uiso 1 1 calc R . . C3 C 0.34611(15) 0.65470(14) 0.74421(13) 0.0456(4) Uani 1 1 d . . . H3A H 0.2954 0.6134 0.7039 0.055 Uiso 1 1 calc R . . C4 C 0.22494(13) 0.79977(13) 0.72304(11) 0.0364(4) Uani 1 1 d . . . H4A H 0.1913 0.7733 0.6607 0.044 Uiso 1 1 calc R . . H4B H 0.2419 0.8675 0.7154 0.044 Uiso 1 1 calc R . . C5 C 0.14019(12) 0.79419(11) 0.77935(11) 0.0294(3) Uani 1 1 d . . . C11 C 0.60872(14) 0.72600(15) 0.90205(14) 0.0471(4) Uani 1 1 d . . . H11A H 0.6096 0.7779 0.9477 0.057 Uiso 1 1 calc R . . C12 C 0.68119(18) 0.7577(2) 0.8412(2) 0.0836(9) Uani 1 1 d . . . H12A H 0.6513 0.8162 0.8084 0.125 Uiso 1 1 calc R . . H12B H 0.6827 0.7076 0.7963 0.125 Uiso 1 1 calc R . . H12C H 0.7560 0.7695 0.8800 0.125 Uiso 1 1 calc R . . C13 C 0.6510(2) 0.63585(19) 0.95613(16) 0.0664(6) Uani 1 1 d . . . H13A H 0.6034 0.6195 0.9953 0.100 Uiso 1 1 calc R . . H13B H 0.7261 0.6464 0.9949 0.100 Uiso 1 1 calc R . . H13C H 0.6509 0.5836 0.9130 0.100 Uiso 1 1 calc R . . C21 C 0.02486(13) 0.82587(11) 0.72844(11) 0.0312(3) Uani 1 1 d . . . C22 C -0.04452(15) 0.87235(14) 0.77305(13) 0.0433(4) Uani 1 1 d . . . H22A H -0.0187 0.8861 0.8372 0.052 Uiso 1 1 calc R . . C23 C -0.15170(16) 0.89866(15) 0.72382(15) 0.0507(5) Uani 1 1 d . . . H23A H -0.1975 0.9302 0.7550 0.061 Uiso 1 1 calc R . . C24 C -0.19135(15) 0.87909(15) 0.63047(15) 0.0505(5) Uani 1 1 d . . . H24A H -0.2639 0.8972 0.5978 0.061 Uiso 1 1 calc R . . C25 C -0.12484(16) 0.83302(15) 0.58500(14) 0.0523(5) Uani 1 1 d . . . H25A H -0.1519 0.8189 0.5211 0.063 Uiso 1 1 calc R . . C26 C -0.01748(14) 0.80719(14) 0.63338(12) 0.0423(4) Uani 1 1 d . . . H26A H 0.0278 0.7764 0.6013 0.051 Uiso 1 1 calc R . . C31 C 0.10996(13) 0.75598(12) 0.92626(11) 0.0329(3) Uani 1 1 d . . . C32 C 0.12645(14) 0.82230(14) 0.99990(12) 0.0412(4) Uani 1 1 d . . . C33 C 0.06506(17) 0.81018(16) 1.06398(13) 0.0512(5) Uani 1 1 d . . . H33A H 0.0735 0.8545 1.1131 0.061 Uiso 1 1 calc R . . C34 C -0.00766(17) 0.73493(17) 1.05710(14) 0.0548(5) Uani 1 1 d . . . H34A H -0.0496 0.7289 1.1003 0.066 Uiso 1 1 calc R . . C35 C -0.01908(15) 0.66798(15) 0.98646(13) 0.0469(4) Uani 1 1 d . . . H35A H -0.0677 0.6158 0.9833 0.056 Uiso 1 1 calc R . . C36 C 0.03967(13) 0.67592(12) 0.91990(11) 0.0358(4) Uani 1 1 d . . . C321 C 0.20793(18) 0.90533(17) 1.00836(15) 0.0569(6) Uani 1 1 d . . . H32A H 0.2566 0.8902 0.9679 0.068 Uiso 1 1 calc R . . C322 C 0.1514(3) 0.9994(2) 0.9753(3) 0.1131(13) Uani 1 1 d . . . H32B H 0.1048 0.9923 0.9118 0.170 Uiso 1 1 calc R . . H32C H 0.2069 1.0485 0.9771 0.170 Uiso 1 1 calc R . . H32D H 0.1059 1.0180 1.0157 0.170 Uiso 1 1 calc R . . C323 C 0.2820(2) 0.9175(2) 1.1071(2) 0.0804(8) Uani 1 1 d . . . H32E H 0.3199 0.8575 1.1283 0.121 Uiso 1 1 calc R . . H32F H 0.2371 0.9355 1.1481 0.121 Uiso 1 1 calc R . . H32G H 0.3363 0.9675 1.1080 0.121 Uiso 1 1 calc R . . C361 C 0.03345(15) 0.59954(13) 0.84580(13) 0.0407(4) Uani 1 1 d . . . H36A H 0.0265 0.6328 0.7857 0.049 Uiso 1 1 calc R . . C362 C -0.06606(18) 0.53183(16) 0.83246(16) 0.0582(5) Uani 1 1 d . . . H36D H -0.1341 0.5691 0.8178 0.087 Uiso 1 1 calc R . . H36E H -0.0594 0.4957 0.8895 0.087 Uiso 1 1 calc R . . H36B H -0.0678 0.4877 0.7817 0.087 Uiso 1 1 calc R . . C363 C 0.14088(17) 0.54021(15) 0.86841(15) 0.0535(5) Uani 1 1 d . . . H36C H 0.2041 0.5830 0.8769 0.080 Uiso 1 1 calc R . . H36G H 0.1388 0.4964 0.8173 0.080 Uiso 1 1 calc R . . H36H H 0.1477 0.5038 0.9252 0.080 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 Ag 0.03672(9) 0.03339(9) 0.05524(10) -0.00755(6) 0.00948(6) -0.00213(5) Cl 0.0598(3) 0.0307(2) 0.0550(3) -0.00031(19) -0.0085(2) 0.00599(19) N1 0.0285(7) 0.0401(8) 0.0429(8) -0.0092(6) 0.0070(6) 0.0032(6) N2 0.0256(6) 0.0410(8) 0.0346(7) -0.0045(6) 0.0092(5) -0.0017(5) N3 0.0265(6) 0.0375(7) 0.0298(7) 0.0004(6) 0.0063(5) -0.0007(5) C1 0.0273(8) 0.0381(9) 0.0339(8) -0.0026(7) 0.0085(6) -0.0004(6) C2 0.0435(10) 0.0407(10) 0.0598(12) -0.0160(9) 0.0133(9) 0.0038(8) C3 0.0395(10) 0.0444(10) 0.0522(11) -0.0189(8) 0.0117(8) -0.0049(8) C4 0.0262(8) 0.0497(10) 0.0325(8) 0.0045(7) 0.0066(6) 0.0005(7) C5 0.0258(7) 0.0300(8) 0.0319(8) -0.0014(6) 0.0070(6) -0.0018(6) C11 0.0301(9) 0.0547(11) 0.0505(11) -0.0117(9) 0.0009(8) 0.0084(8) C12 0.0324(11) 0.120(2) 0.0921(19) 0.0245(17) 0.0064(11) -0.0047(13) C13 0.0573(13) 0.0809(17) 0.0541(13) 0.0028(12) 0.0035(10) 0.0224(12) C21 0.0268(8) 0.0293(8) 0.0364(8) 0.0037(6) 0.0070(6) -0.0007(6) C22 0.0391(9) 0.0513(11) 0.0389(9) 0.0029(8) 0.0098(7) 0.0111(8) C23 0.0397(10) 0.0563(12) 0.0584(12) 0.0071(9) 0.0170(9) 0.0169(9) C24 0.0315(9) 0.0524(12) 0.0602(12) 0.0074(9) 0.0004(8) 0.0094(8) C25 0.0399(10) 0.0613(13) 0.0464(11) -0.0046(9) -0.0038(8) 0.0066(9) C26 0.0344(9) 0.0485(10) 0.0409(9) -0.0052(8) 0.0049(7) 0.0042(8) C31 0.0251(7) 0.0440(9) 0.0279(8) 0.0060(7) 0.0043(6) 0.0048(6) C32 0.0362(9) 0.0540(11) 0.0327(9) -0.0014(8) 0.0085(7) 0.0006(8) C33 0.0514(11) 0.0677(13) 0.0375(10) -0.0030(9) 0.0170(8) 0.0054(10) C34 0.0511(12) 0.0749(14) 0.0468(11) 0.0139(10) 0.0274(9) 0.0073(10) C35 0.0379(10) 0.0544(12) 0.0498(11) 0.0168(9) 0.0146(8) 0.0009(8) C36 0.0286(8) 0.0418(9) 0.0343(8) 0.0111(7) 0.0041(6) 0.0036(7) C321 0.0523(12) 0.0712(14) 0.0508(12) -0.0227(10) 0.0201(10) -0.0193(10) C322 0.091(2) 0.085(2) 0.135(3) 0.039(2) -0.017(2) -0.0429(18) C323 0.0629(16) 0.0851(19) 0.0785(18) -0.0287(14) -0.0051(13) -0.0053(13) C361 0.0385(9) 0.0393(9) 0.0396(9) 0.0073(7) 0.0031(7) -0.0025(7) C362 0.0508(12) 0.0533(12) 0.0606(13) 0.0092(10) -0.0014(10) -0.0137(10) C363 0.0515(12) 0.0455(11) 0.0609(12) -0.0008(9) 0.0112(10) 0.0068(9) _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 Ag C1 2.0855(16) . ? Ag Cl 2.3738(5) . ? Ag Cl 39.2676(15) 3_655 ? N1 C1 1.351(2) . ? N1 C2 1.383(2) . ? N1 C11 1.481(2) . ? N2 C1 1.356(2) . ? N2 C3 1.380(2) . ? N2 C4 1.451(2) . ? N3 C5 1.270(2) . ? N3 C31 1.424(2) . ? C2 C3 1.337(3) . ? C2 H2A 0.9400 . ? C3 H3A 0.9400 . ? C4 C5 1.525(2) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C5 C21 1.501(2) . ? C11 C13 1.506(3) . ? C11 C12 1.514(3) . ? C11 H11A 0.9900 . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C12 H12C 0.9700 . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C13 H13C 0.9700 . ? C21 C22 1.390(2) . ? C21 C26 1.393(2) . ? C22 C23 1.390(3) . ? C22 H22A 0.9400 . ? C23 C24 1.369(3) . ? C23 H23A 0.9400 . ? C24 C25 1.369(3) . ? C24 H24A 0.9400 . ? C25 C26 1.387(2) . ? C25 H25A 0.9400 . ? C26 H26A 0.9400 . ? C31 C32 1.405(2) . ? C31 C36 1.407(2) . ? C32 C33 1.391(2) . ? C32 C321 1.523(3) . ? C33 C34 1.373(3) . ? C33 H33A 0.9400 . ? C34 C35 1.383(3) . ? C34 H34A 0.9400 . ? C35 C36 1.392(2) . ? C35 H35A 0.9400 . ? C36 C361 1.519(3) . ? C321 C322 1.505(4) . ? C321 C323 1.517(3) . ? C321 H32A 0.9900 . ? C322 H32B 0.9700 . ? C322 H32C 0.9700 . ? C322 H32D 0.9700 . ? C323 H32E 0.9700 . ? C323 H32F 0.9700 . ? C323 H32G 0.9700 . ? C361 C362 1.531(3) . ? C361 C363 1.535(3) . ? C361 H36A 0.9900 . ? C362 H36D 0.9700 . ? C362 H36E 0.9700 . ? C362 H36B 0.9700 . ? C363 H36C 0.9700 . ? C363 H36G 0.9700 . ? C363 H36H 0.9700 . ? 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 Ag Cl 165.02(5) . . ? C1 Ag Cl 21.10(4) . 3_655 ? Cl Ag Cl 149.375(14) . 3_655 ? C1 N1 C2 111.19(14) . . ? C1 N1 C11 123.20(14) . . ? C2 N1 C11 125.31(15) . . ? C1 N2 C3 111.40(14) . . ? C1 N2 C4 125.20(14) . . ? C3 N2 C4 123.40(14) . . ? C5 N3 C31 124.20(13) . . ? N1 C1 N2 103.94(14) . . ? N1 C1 Ag 128.61(12) . . ? N2 C1 Ag 127.28(12) . . ? C3 C2 N1 106.88(16) . . ? C3 C2 H2A 126.6 . . ? N1 C2 H2A 126.6 . . ? C2 C3 N2 106.57(16) . . ? C2 C3 H3A 126.7 . . ? N2 C3 H3A 126.7 . . ? N2 C4 C5 114.67(13) . . ? N2 C4 H4A 108.6 . . ? C5 C4 H4A 108.6 . . ? N2 C4 H4B 108.6 . . ? C5 C4 H4B 108.6 . . ? H4A C4 H4B 107.6 . . ? N3 C5 C21 128.59(14) . . ? N3 C5 C4 116.20(14) . . ? C21 C5 C4 115.19(13) . . ? N1 C11 C13 111.64(18) . . ? N1 C11 C12 109.48(17) . . ? C13 C11 C12 112.45(19) . . ? N1 C11 H11A 107.7 . . ? C13 C11 H11A 107.7 . . ? C12 C11 H11A 107.7 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C22 C21 C26 117.35(15) . . ? C22 C21 C5 122.42(15) . . ? C26 C21 C5 120.22(14) . . ? C23 C22 C21 120.67(17) . . ? C23 C22 H22A 119.7 . . ? C21 C22 H22A 119.7 . . ? C24 C23 C22 120.76(18) . . ? C24 C23 H23A 119.6 . . ? C22 C23 H23A 119.6 . . ? C23 C24 C25 119.71(17) . . ? C23 C24 H24A 120.1 . . ? C25 C24 H24A 120.1 . . ? C24 C25 C26 119.93(18) . . ? C24 C25 H25A 120.0 . . ? C26 C25 H25A 120.0 . . ? C25 C26 C21 121.57(17) . . ? C25 C26 H26A 119.2 . . ? C21 C26 H26A 119.2 . . ? C32 C31 C36 121.84(15) . . ? C32 C31 N3 117.70(15) . . ? C36 C31 N3 120.08(15) . . ? C33 C32 C31 117.79(17) . . ? C33 C32 C321 121.28(17) . . ? C31 C32 C321 120.92(15) . . ? C34 C33 C32 121.45(19) . . ? C34 C33 H33A 119.3 . . ? C32 C33 H33A 119.3 . . ? C33 C34 C35 119.87(17) . . ? C33 C34 H34A 120.1 . . ? C35 C34 H34A 120.1 . . ? C34 C35 C36 121.62(18) . . ? C34 C35 H35A 119.2 . . ? C36 C35 H35A 119.2 . . ? C35 C36 C31 117.28(17) . . ? C35 C36 C361 122.06(16) . . ? C31 C36 C361 120.59(15) . . ? C322 C321 C323 109.1(2) . . ? C322 C321 C32 112.8(2) . . ? C323 C321 C32 112.5(2) . . ? C322 C321 H32A 107.4 . . ? C323 C321 H32A 107.4 . . ? C32 C321 H32A 107.4 . . ? C321 C322 H32B 109.5 . . ? C321 C322 H32C 109.5 . . ? H32B C322 H32C 109.5 . . ? C321 C322 H32D 109.5 . . ? H32B C322 H32D 109.5 . . ? H32C C322 H32D 109.5 . . ? C321 C323 H32E 109.5 . . ? C321 C323 H32F 109.5 . . ? H32E C323 H32F 109.5 . . ? C321 C323 H32G 109.5 . . ? H32E C323 H32G 109.5 . . ? H32F C323 H32G 109.5 . . ? C36 C361 C362 113.70(17) . . ? C36 C361 C363 110.49(15) . . ? C362 C361 C363 109.32(17) . . ? C36 C361 H36A 107.7 . . ? C362 C361 H36A 107.7 . . ? C363 C361 H36A 107.7 . . ? C361 C362 H36D 109.5 . . ? C361 C362 H36E 109.5 . . ? H36D C362 H36E 109.5 . . ? C361 C362 H36B 109.5 . . ? H36D C362 H36B 109.5 . . ? H36E C362 H36B 109.5 . . ? C361 C363 H36C 109.5 . . ? C361 C363 H36G 109.5 . . ? H36C C363 H36G 109.5 . . ? C361 C363 H36H 109.5 . . ? H36C C363 H36H 109.5 . . ? H36G C363 H36H 109.5 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.269 _refine_diff_density_min -0.288 _refine_diff_density_rms 0.041 #===END data_2c _database_code_depnum_ccdc_archive 'CCDC 626321' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H33 Au Cl N3' _chemical_formula_weight 619.97 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/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 11.8445(9) _cell_length_b 14.0535(10) _cell_length_c 15.7440(7) _cell_angle_alpha 90.00 _cell_angle_beta 98.483(5) _cell_angle_gamma 90.00 _cell_volume 2592.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 10532 _cell_measurement_theta_min 2.9824 _cell_measurement_theta_max 32.2025 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.589 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1224 _exptl_absorpt_coefficient_mu 5.796 _exptl_absorpt_correction_T_min 0.2230 _exptl_absorpt_correction_T_max 0.3621 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.5 (release 28-08-2006 CrysAlis171 .NET) (compiled Aug 28 2006,13:05:05) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OXFORD DIFFRACTION XCALIBUR-S' _diffrn_measurement_method \w/q-scan _diffrn_detector_area_resol_mean 15.9948 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14644 _diffrn_reflns_av_R_equivalents 0.0269 _diffrn_reflns_av_sigmaI/netI 0.0298 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.99 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4541 _reflns_number_gt 3678 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd.,' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Ortep3 _computing_publication_material Shelx97 _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^)+(0.0328P)^2^+2.1226P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4541 _refine_ls_number_parameters 286 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0361 _refine_ls_R_factor_gt 0.0244 _refine_ls_wR_factor_ref 0.0626 _refine_ls_wR_factor_gt 0.0547 _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_restrained_S_all 1.079 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Au1 Au 0.079853(15) 0.323027(11) 0.258505(10) 0.02440(7) Uani 1 1 d . . . Cl1 Cl 0.15350(10) 0.40927(8) 0.15720(7) 0.0317(3) Uani 1 1 d . . . N1 N 0.0372(3) 0.2606(3) 0.4327(2) 0.0282(8) Uani 1 1 d . . . N2 N -0.0602(3) 0.1775(2) 0.3342(2) 0.0233(8) Uani 1 1 d . . . N3 N -0.2504(3) 0.2640(2) 0.2444(2) 0.0245(8) Uani 1 1 d . . . C1 C 0.0152(4) 0.2495(3) 0.3466(3) 0.0273(10) Uani 1 1 d . . . C2 C -0.0848(4) 0.1431(3) 0.4117(3) 0.0306(10) Uani 1 1 d . . . H2 H -0.1349 0.0941 0.4197 0.037 Uiso 1 1 calc R . . C3 C -0.0221(4) 0.1944(3) 0.4730(3) 0.0316(11) Uani 1 1 d . . . H3 H -0.0192 0.1868 0.5320 0.038 Uiso 1 1 calc R . . C4 C 0.1230(4) 0.3277(3) 0.4761(3) 0.0351(11) Uani 1 1 d . . . H4 H 0.1339 0.3783 0.4353 0.042 Uiso 1 1 calc R . . C5 C 0.2355(5) 0.2761(4) 0.4991(3) 0.0488(14) Uani 1 1 d . . . H5A H 0.2256 0.2234 0.5361 0.073 Uiso 1 1 calc R . . H5B H 0.2914 0.3191 0.5281 0.073 Uiso 1 1 calc R . . H5C H 0.2608 0.2531 0.4477 0.073 Uiso 1 1 calc R . . C6 C 0.0805(6) 0.3730(5) 0.5521(4) 0.0665(19) Uani 1 1 d . . . H6A H 0.0061 0.3996 0.5344 0.100 Uiso 1 1 calc R . . H6B H 0.1322 0.4224 0.5749 0.100 Uiso 1 1 calc R . . H6C H 0.0761 0.3257 0.5955 0.100 Uiso 1 1 calc R . . C7 C -0.1102(4) 0.1420(3) 0.2510(3) 0.0248(10) Uani 1 1 d . . . H7A H -0.1289 0.0754 0.2573 0.030 Uiso 1 1 calc R . . H7B H -0.0527 0.1451 0.2131 0.030 Uiso 1 1 calc R . . C8 C -0.2144(4) 0.1915(3) 0.2082(2) 0.0207(9) Uani 1 1 d . . . C9 C -0.2613(4) 0.1489(3) 0.1238(3) 0.0234(9) Uani 1 1 d . . . C10 C -0.3019(4) 0.0562(3) 0.1201(3) 0.0372(12) Uani 1 1 d . . . H10 H -0.3021 0.0213 0.1702 0.045 Uiso 1 1 calc R . . C11 C -0.3424(5) 0.0158(4) 0.0409(4) 0.0473(14) Uani 1 1 d . . . H11 H -0.3735 -0.0451 0.0384 0.057 Uiso 1 1 calc R . . C12 C -0.3368(5) 0.0651(4) -0.0336(3) 0.0501(15) Uani 1 1 d . . . H12 H -0.3624 0.0368 -0.0863 0.060 Uiso 1 1 calc R . . C13 C -0.2941(5) 0.1554(4) -0.0311(3) 0.0451(14) Uani 1 1 d . . . H13 H -0.2887 0.1881 -0.0817 0.054 Uiso 1 1 calc R . . C14 C -0.2587(4) 0.1979(3) 0.0483(3) 0.0350(11) Uani 1 1 d . . . H14 H -0.2328 0.2605 0.0504 0.042 Uiso 1 1 calc R . . C15 C -0.3476(4) 0.3164(3) 0.2018(3) 0.0221(9) Uani 1 1 d . . . C16 C -0.3264(4) 0.3994(3) 0.1575(3) 0.0238(9) Uani 1 1 d . . . C17 C -0.2049(4) 0.4346(3) 0.1591(3) 0.0276(10) Uani 1 1 d . . . H17 H -0.1563 0.3787 0.1556 0.033 Uiso 1 1 calc R . . C18 C -0.1643(4) 0.4839(4) 0.2448(3) 0.0409(12) Uani 1 1 d . . . H18A H -0.2140 0.5362 0.2521 0.061 Uiso 1 1 calc R . . H18B H -0.0880 0.5071 0.2452 0.061 Uiso 1 1 calc R . . H18C H -0.1653 0.4393 0.2908 0.061 Uiso 1 1 calc R . . C19 C -0.1899(5) 0.5000(4) 0.0835(4) 0.0498(14) Uani 1 1 d . . . H19A H -0.2259 0.4718 0.0309 0.075 Uiso 1 1 calc R . . H19B H -0.1100 0.5085 0.0811 0.075 Uiso 1 1 calc R . . H19C H -0.2242 0.5607 0.0913 0.075 Uiso 1 1 calc R . . C20 C -0.4199(4) 0.4494(3) 0.1171(3) 0.0315(11) Uani 1 1 d . . . H20 H -0.4085 0.5030 0.0848 0.038 Uiso 1 1 calc R . . C21 C -0.5298(4) 0.4209(4) 0.1237(3) 0.0404(12) Uani 1 1 d . . . H21 H -0.5914 0.4554 0.0959 0.048 Uiso 1 1 calc R . . C22 C -0.5488(4) 0.3422(3) 0.1711(3) 0.0342(11) Uani 1 1 d . . . H22 H -0.6231 0.3254 0.1771 0.041 Uiso 1 1 calc R . . C23 C -0.4586(4) 0.2875(3) 0.2100(3) 0.0286(10) Uani 1 1 d . . . C24 C -0.4848(4) 0.2002(3) 0.2611(3) 0.0337(11) Uani 1 1 d . . . H24 H -0.4122 0.1709 0.2856 0.040 Uiso 1 1 calc R . . C25 C -0.5533(5) 0.1275(4) 0.2037(3) 0.0419(13) Uani 1 1 d . . . H25A H -0.6289 0.1516 0.1856 0.063 Uiso 1 1 calc R . . H25B H -0.5577 0.0693 0.2350 0.063 Uiso 1 1 calc R . . H25C H -0.5167 0.1157 0.1543 0.063 Uiso 1 1 calc R . . C26 C -0.5492(5) 0.2279(4) 0.3355(3) 0.0520(15) Uani 1 1 d . . . H26A H -0.6223 0.2541 0.3127 0.078 Uiso 1 1 calc R . . H26B H -0.5058 0.2744 0.3711 0.078 Uiso 1 1 calc R . . H26C H -0.5598 0.1724 0.3690 0.078 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 0.02376(11) 0.02682(10) 0.02182(10) -0.00009(7) 0.00073(6) 0.00007(8) Cl1 0.0350(7) 0.0313(6) 0.0302(6) 0.0014(5) 0.0092(5) -0.0001(5) N1 0.030(2) 0.032(2) 0.021(2) 0.0007(16) -0.0010(15) -0.0014(17) N2 0.022(2) 0.0269(18) 0.0193(18) 0.0040(15) -0.0012(14) 0.0033(16) N3 0.020(2) 0.028(2) 0.025(2) -0.0004(15) 0.0010(14) -0.0002(16) C1 0.025(3) 0.028(2) 0.027(2) 0.0002(19) -0.0020(18) 0.001(2) C2 0.031(3) 0.030(2) 0.030(3) 0.0046(19) 0.005(2) -0.002(2) C3 0.033(3) 0.041(3) 0.020(2) 0.0040(19) 0.0013(19) 0.002(2) C4 0.042(3) 0.035(3) 0.027(3) -0.004(2) -0.001(2) -0.013(2) C5 0.039(3) 0.055(3) 0.049(3) 0.010(3) -0.007(2) -0.018(3) C6 0.079(5) 0.067(4) 0.056(4) -0.031(3) 0.020(3) -0.019(4) C7 0.029(3) 0.020(2) 0.025(2) -0.0049(17) 0.0035(18) 0.0066(19) C8 0.019(2) 0.025(2) 0.018(2) -0.0017(17) 0.0039(16) -0.0045(18) C9 0.020(2) 0.028(2) 0.021(2) -0.0052(17) -0.0014(17) 0.0005(18) C10 0.035(3) 0.030(3) 0.046(3) -0.005(2) 0.002(2) 0.001(2) C11 0.044(3) 0.032(3) 0.062(4) -0.024(3) -0.005(3) -0.004(2) C12 0.050(4) 0.057(4) 0.038(3) -0.024(3) -0.012(2) 0.010(3) C13 0.050(4) 0.060(4) 0.022(3) -0.004(2) -0.006(2) 0.006(3) C14 0.037(3) 0.035(3) 0.030(3) 0.001(2) -0.001(2) 0.000(2) C15 0.018(2) 0.027(2) 0.020(2) -0.0053(17) -0.0017(16) 0.0035(19) C16 0.024(2) 0.023(2) 0.025(2) -0.0072(18) 0.0042(17) 0.0018(19) C17 0.028(3) 0.021(2) 0.034(3) -0.0031(18) 0.0085(19) -0.0002(19) C18 0.021(3) 0.038(3) 0.063(4) -0.009(2) 0.007(2) -0.006(2) C19 0.045(4) 0.045(3) 0.063(4) 0.011(3) 0.018(3) -0.001(3) C20 0.034(3) 0.026(2) 0.034(3) 0.0035(19) 0.003(2) 0.004(2) C21 0.029(3) 0.041(3) 0.048(3) 0.000(2) -0.007(2) 0.008(2) C22 0.018(3) 0.040(3) 0.043(3) -0.002(2) -0.0018(19) 0.002(2) C23 0.025(3) 0.032(2) 0.027(2) -0.0056(19) -0.0025(18) -0.001(2) C24 0.029(3) 0.042(3) 0.031(3) 0.003(2) 0.005(2) -0.008(2) C25 0.042(3) 0.041(3) 0.042(3) 0.001(2) 0.006(2) -0.009(3) C26 0.054(4) 0.062(4) 0.042(3) -0.003(3) 0.014(3) -0.018(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 1.972(4) . ? Au1 Cl1 2.2769(11) . ? N1 C1 1.352(5) . ? N1 C3 1.376(6) . ? N1 C4 1.477(6) . ? N2 C1 1.345(5) . ? N2 C2 1.384(6) . ? N2 C7 1.444(5) . ? N3 C8 1.271(5) . ? N3 C15 1.445(5) . ? C2 C3 1.338(7) . ? C2 H2 0.9300 . ? C3 H3 0.9300 . ? C4 C6 1.505(7) . ? C4 C5 1.513(7) . ? C4 H4 0.9800 . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 C8 1.489(6) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.489(5) . ? C9 C14 1.377(6) . ? C9 C10 1.388(6) . ? C10 C11 1.388(7) . ? C10 H10 0.9300 . ? C11 C12 1.373(8) . ? C11 H11 0.9300 . ? C12 C13 1.365(8) . ? C12 H12 0.9300 . ? C13 C14 1.393(7) . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? C15 C23 1.399(6) . ? C15 C16 1.402(6) . ? C16 C20 1.384(6) . ? C16 C17 1.519(6) . ? C17 C18 1.529(6) . ? C17 C19 1.534(6) . ? C17 H17 0.9800 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 C21 1.380(7) . ? C20 H20 0.9300 . ? C21 C22 1.371(7) . ? C21 H21 0.9300 . ? C22 C23 1.384(6) . ? C22 H22 0.9300 . ? C23 C24 1.523(6) . ? C24 C25 1.517(7) . ? C24 C26 1.539(7) . ? C24 H24 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 . ? 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 Cl1 179.42(13) . . ? C1 N1 C3 110.4(4) . . ? C1 N1 C4 123.7(4) . . ? C3 N1 C4 125.5(4) . . ? C1 N2 C2 110.9(4) . . ? C1 N2 C7 124.5(4) . . ? C2 N2 C7 124.6(4) . . ? C8 N3 C15 119.8(3) . . ? N2 C1 N1 104.9(4) . . ? N2 C1 Au1 127.7(3) . . ? N1 C1 Au1 127.4(3) . . ? C3 C2 N2 106.4(4) . . ? C3 C2 H2 126.8 . . ? N2 C2 H2 126.8 . . ? C2 C3 N1 107.4(4) . . ? C2 C3 H3 126.3 . . ? N1 C3 H3 126.3 . . ? N1 C4 C6 110.5(4) . . ? N1 C4 C5 109.0(4) . . ? C6 C4 C5 113.5(5) . . ? N1 C4 H4 107.9 . . ? C6 C4 H4 107.9 . . ? C5 C4 H4 107.9 . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C4 C6 H6A 109.5 . . ? C4 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C4 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N2 C7 C8 116.8(3) . . ? N2 C7 H7A 108.1 . . ? C8 C7 H7A 108.1 . . ? N2 C7 H7B 108.1 . . ? C8 C7 H7B 108.1 . . ? H7A C7 H7B 107.3 . . ? N3 C8 C9 128.1(4) . . ? N3 C8 C7 118.8(4) . . ? C9 C8 C7 113.0(3) . . ? C14 C9 C10 119.0(4) . . ? C14 C9 C8 121.1(4) . . ? C10 C9 C8 119.8(4) . . ? C9 C10 C11 119.5(5) . . ? C9 C10 H10 120.2 . . ? C11 C10 H10 120.2 . . ? C12 C11 C10 120.5(5) . . ? C12 C11 H11 119.8 . . ? C10 C11 H11 119.8 . . ? C13 C12 C11 120.5(5) . . ? C13 C12 H12 119.7 . . ? C11 C12 H12 119.7 . . ? C12 C13 C14 119.1(5) . . ? C12 C13 H13 120.4 . . ? C14 C13 H13 120.4 . . ? C9 C14 C13 121.1(5) . . ? C9 C14 H14 119.4 . . ? C13 C14 H14 119.4 . . ? C23 C15 C16 121.8(4) . . ? C23 C15 N3 120.3(4) . . ? C16 C15 N3 117.7(4) . . ? C20 C16 C15 117.5(4) . . ? C20 C16 C17 122.3(4) . . ? C15 C16 C17 120.1(4) . . ? C16 C17 C18 109.7(4) . . ? C16 C17 C19 113.6(4) . . ? C18 C17 C19 110.8(4) . . ? C16 C17 H17 107.5 . . ? C18 C17 H17 107.5 . . ? C19 C17 H17 107.5 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C21 C20 C16 121.2(4) . . ? C21 C20 H20 119.4 . . ? C16 C20 H20 119.4 . . ? C22 C21 C20 120.5(5) . . ? C22 C21 H21 119.8 . . ? C20 C21 H21 119.8 . . ? C21 C22 C23 120.7(5) . . ? C21 C22 H22 119.6 . . ? C23 C22 H22 119.6 . . ? C22 C23 C15 118.2(4) . . ? C22 C23 C24 118.5(4) . . ? C15 C23 C24 123.3(4) . . ? C25 C24 C23 111.2(4) . . ? C25 C24 C26 109.9(4) . . ? C23 C24 C26 111.2(4) . . ? C25 C24 H24 108.2 . . ? C23 C24 H24 108.2 . . ? C26 C24 H24 108.2 . . ? 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 . . ? 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 C2 N2 C1 N1 -0.5(5) . . . . ? C7 N2 C1 N1 178.6(4) . . . . ? C2 N2 C1 Au1 179.5(3) . . . . ? C7 N2 C1 Au1 -1.4(6) . . . . ? C3 N1 C1 N2 1.5(5) . . . . ? C4 N1 C1 N2 175.2(4) . . . . ? C3 N1 C1 Au1 -178.6(3) . . . . ? C4 N1 C1 Au1 -4.8(6) . . . . ? Cl1 Au1 C1 N2 112(13) . . . . ? Cl1 Au1 C1 N1 -68(14) . . . . ? C1 N2 C2 C3 -0.7(5) . . . . ? C7 N2 C2 C3 -179.7(4) . . . . ? N2 C2 C3 N1 1.5(5) . . . . ? C1 N1 C3 C2 -1.9(5) . . . . ? C4 N1 C3 C2 -175.5(4) . . . . ? C1 N1 C4 C6 142.0(5) . . . . ? C3 N1 C4 C6 -45.2(6) . . . . ? C1 N1 C4 C5 -92.6(5) . . . . ? C3 N1 C4 C5 80.2(6) . . . . ? C1 N2 C7 C8 -85.9(5) . . . . ? C2 N2 C7 C8 93.0(5) . . . . ? C15 N3 C8 C9 -0.9(6) . . . . ? C15 N3 C8 C7 176.6(4) . . . . ? N2 C7 C8 N3 3.3(6) . . . . ? N2 C7 C8 C9 -178.8(4) . . . . ? N3 C8 C9 C14 65.3(6) . . . . ? C7 C8 C9 C14 -112.3(5) . . . . ? N3 C8 C9 C10 -118.7(5) . . . . ? C7 C8 C9 C10 63.6(5) . . . . ? C14 C9 C10 C11 -2.0(7) . . . . ? C8 C9 C10 C11 -178.1(4) . . . . ? C9 C10 C11 C12 3.5(8) . . . . ? C10 C11 C12 C13 -1.6(8) . . . . ? C11 C12 C13 C14 -1.6(8) . . . . ? C10 C9 C14 C13 -1.2(7) . . . . ? C8 C9 C14 C13 174.8(4) . . . . ? C12 C13 C14 C9 3.0(8) . . . . ? C8 N3 C15 C23 85.3(5) . . . . ? C8 N3 C15 C16 -98.7(5) . . . . ? C23 C15 C16 C20 -3.9(6) . . . . ? N3 C15 C16 C20 -179.8(4) . . . . ? C23 C15 C16 C17 172.7(4) . . . . ? N3 C15 C16 C17 -3.2(5) . . . . ? C20 C16 C17 C18 98.9(5) . . . . ? C15 C16 C17 C18 -77.6(5) . . . . ? C20 C16 C17 C19 -25.7(6) . . . . ? C15 C16 C17 C19 157.8(4) . . . . ? C15 C16 C20 C21 3.1(6) . . . . ? C17 C16 C20 C21 -173.5(4) . . . . ? C16 C20 C21 C22 0.2(7) . . . . ? C20 C21 C22 C23 -2.8(8) . . . . ? C21 C22 C23 C15 1.9(7) . . . . ? C21 C22 C23 C24 -179.4(4) . . . . ? C16 C15 C23 C22 1.5(6) . . . . ? N3 C15 C23 C22 177.3(4) . . . . ? C16 C15 C23 C24 -177.2(4) . . . . ? N3 C15 C23 C24 -1.4(6) . . . . ? C22 C23 C24 C25 63.0(6) . . . . ? C15 C23 C24 C25 -118.3(5) . . . . ? C22 C23 C24 C26 -59.8(6) . . . . ? C15 C23 C24 C26 118.9(5) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.490 _refine_diff_density_min -0.651 _refine_diff_density_rms 0.114 #===END data_3c _database_code_depnum_ccdc_archive 'CCDC 661783' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H35 Au Cl N3' _chemical_formula_weight 634.00 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 11.9735(6) _cell_length_b 15.0746(8) _cell_length_c 15.4638(8) _cell_angle_alpha 90.00 _cell_angle_beta 104.6570(10) _cell_angle_gamma 90.00 _cell_volume 2700.3(2) _cell_formula_units_Z 4 _cell_measurement_temperature 125(2) _cell_measurement_reflns_used 9825 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 32.21 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.559 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1256 _exptl_absorpt_coefficient_mu 5.565 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.3367 _exptl_absorpt_correction_T_max 0.3740 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 125(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 45703 _diffrn_reflns_av_R_equivalents 0.0242 _diffrn_reflns_av_sigmaI/netI 0.0189 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.92 _diffrn_reflns_theta_max 32.52 _reflns_number_total 9375 _reflns_number_gt 8109 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0225P)^2^+2.7692P] 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 9375 _refine_ls_number_parameters 327 _refine_ls_number_restraints 30 _refine_ls_R_factor_all 0.0291 _refine_ls_R_factor_gt 0.0215 _refine_ls_wR_factor_ref 0.0524 _refine_ls_wR_factor_gt 0.0493 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.089 _refine_ls_shift/su_max 0.005 _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 Au Au 0.369419(7) 0.669569(5) -0.271263(5) 0.02134(3) Uani 1 1 d . . . Cl Cl 0.26803(6) 0.57219(4) -0.37477(4) 0.03261(12) Uani 1 1 d . . . N1 N 0.55005(16) 0.75798(14) -0.11812(13) 0.0263(4) Uani 1 1 d . A . N2 N 0.40070(16) 0.83824(12) -0.17347(12) 0.0221(3) Uani 1 1 d . . . N3 N 0.22573(15) 0.79703(12) -0.10039(11) 0.0199(3) Uani 1 1 d . . . C1 C 0.44877(18) 0.75847(15) -0.18171(14) 0.0223(4) Uani 1 1 d . . . C2 C 0.5635(2) 0.83716(17) -0.07057(17) 0.0320(5) Uani 1 1 d . . . H2A H 0.6271 0.8532 -0.0227 0.038 Uiso 1 1 calc R . . C3 C 0.4694(2) 0.88675(16) -0.10499(16) 0.0290(5) Uani 1 1 d . . . H3A H 0.4535 0.9442 -0.0858 0.035 Uiso 1 1 calc R . . C4 C 0.28472(18) 0.86304(14) -0.22201(14) 0.0226(4) Uani 1 1 d . . . H4A H 0.2704 0.8415 -0.2843 0.027 Uiso 1 1 calc R . . H4B H 0.2785 0.9285 -0.2238 0.027 Uiso 1 1 calc R . . C5 C 0.19287(18) 0.82547(13) -0.18019(13) 0.0191(3) Uani 1 1 d . . . C11 C 0.6375(2) 0.68465(19) -0.10186(15) 0.0409(7) Uani 1 1 d D . . C12 C 0.7050(10) 0.6969(8) -0.1706(7) 0.131(4) Uani 0.623(12) 1 d PDU A 1 H12A H 0.7512 0.7512 -0.1574 0.196 Uiso 0.623(12) 1 calc PR A 1 H12B H 0.6517 0.7017 -0.2300 0.196 Uiso 0.623(12) 1 calc PR A 1 H12C H 0.7561 0.6459 -0.1692 0.196 Uiso 0.623(12) 1 calc PR A 1 C13 C 0.5846(7) 0.5938(3) -0.1127(7) 0.113(3) Uani 0.623(12) 1 d PDU A 1 H13A H 0.5399 0.5858 -0.1747 0.169 Uiso 0.623(12) 1 calc PR A 1 H13B H 0.5335 0.5873 -0.0726 0.169 Uiso 0.623(12) 1 calc PR A 1 H13C H 0.6458 0.5490 -0.0980 0.169 Uiso 0.623(12) 1 calc PR A 1 C14 C 0.7144(7) 0.6901(5) -0.0089(3) 0.0435(17) Uani 0.623(12) 1 d PD A 1 H14A H 0.7523 0.7483 -0.0001 0.065 Uiso 0.623(12) 1 calc PR A 1 H14B H 0.7731 0.6434 -0.0005 0.065 Uiso 0.623(12) 1 calc PR A 1 H14C H 0.6682 0.6823 0.0345 0.065 Uiso 0.623(12) 1 calc PR A 1 C12' C 0.6743(7) 0.6628(7) -0.1851(3) 0.040(2) Uani 0.377(12) 1 d PD A 2 H12D H 0.7200 0.7119 -0.1997 0.060 Uiso 0.377(12) 1 calc PR A 2 H12E H 0.6059 0.6535 -0.2347 0.060 Uiso 0.377(12) 1 calc PR A 2 H12F H 0.7212 0.6087 -0.1755 0.060 Uiso 0.377(12) 1 calc PR A 2 C13' C 0.5782(6) 0.6056(4) -0.0746(5) 0.034(2) Uani 0.377(12) 1 d PD A 2 H13D H 0.5123 0.5888 -0.1237 0.051 Uiso 0.377(12) 1 calc PR A 2 H13E H 0.5510 0.6205 -0.0217 0.051 Uiso 0.377(12) 1 calc PR A 2 H13F H 0.6326 0.5559 -0.0606 0.051 Uiso 0.377(12) 1 calc PR A 2 C14' C 0.7405(7) 0.7150(9) -0.0309(5) 0.047(3) Uani 0.377(12) 1 d PD A 2 H14D H 0.7782 0.7641 -0.0540 0.070 Uiso 0.377(12) 1 calc PR A 2 H14E H 0.7950 0.6658 -0.0139 0.070 Uiso 0.377(12) 1 calc PR A 2 H14F H 0.7156 0.7351 0.0216 0.070 Uiso 0.377(12) 1 calc PR A 2 C21 C 0.07325(18) 0.82957(13) -0.23886(14) 0.0204(4) Uani 1 1 d . . . C22 C -0.0147(2) 0.87089(17) -0.21062(16) 0.0308(5) Uani 1 1 d . . . H22A H 0.0003 0.8953 -0.1522 0.037 Uiso 1 1 calc R . . C23 C -0.1249(2) 0.8768(2) -0.26752(18) 0.0385(6) Uani 1 1 d . . . H23A H -0.1847 0.9054 -0.2479 0.046 Uiso 1 1 calc R . . C24 C -0.1477(2) 0.84102(18) -0.35290(18) 0.0352(5) Uani 1 1 d . . . H24A H -0.2229 0.8455 -0.3917 0.042 Uiso 1 1 calc R . . C25 C -0.0613(2) 0.79916(18) -0.38117(16) 0.0323(5) Uani 1 1 d . . . H25A H -0.0771 0.7741 -0.4394 0.039 Uiso 1 1 calc R . . C26 C 0.0494(2) 0.79334(16) -0.32481(14) 0.0269(4) Uani 1 1 d . . . H26A H 0.1090 0.7647 -0.3448 0.032 Uiso 1 1 calc R . . C31 C 0.14991(17) 0.76034(14) -0.05268(13) 0.0196(4) Uani 1 1 d . . . C32 C 0.12622(19) 0.81119(15) 0.01733(14) 0.0233(4) Uani 1 1 d . . . C33 C 0.0624(2) 0.77169(18) 0.07090(16) 0.0316(5) Uani 1 1 d . . . H33A H 0.0438 0.8052 0.1174 0.038 Uiso 1 1 calc R . . C34 C 0.0256(2) 0.68457(19) 0.05766(18) 0.0355(6) Uani 1 1 d . . . H34A H -0.0161 0.6584 0.0958 0.043 Uiso 1 1 calc R . . C35 C 0.0495(2) 0.63587(17) -0.01082(16) 0.0311(5) Uani 1 1 d . . . H35A H 0.0233 0.5763 -0.0197 0.037 Uiso 1 1 calc R . . C36 C 0.11177(19) 0.67237(14) -0.06786(14) 0.0230(4) Uani 1 1 d . . . C321 C 0.1706(2) 0.90570(16) 0.03291(16) 0.0294(5) Uani 1 1 d . . . H32A H 0.1578 0.9350 -0.0268 0.035 Uiso 1 1 calc R . . C322 C 0.3000(3) 0.90810(18) 0.07690(19) 0.0399(6) Uani 1 1 d . . . H32B H 0.3416 0.8780 0.0384 0.060 Uiso 1 1 calc R . . H32C H 0.3156 0.8780 0.1349 0.060 Uiso 1 1 calc R . . H32D H 0.3258 0.9699 0.0857 0.060 Uiso 1 1 calc R . . C323 C 0.1078(3) 0.9610(2) 0.0892(2) 0.0476(7) Uani 1 1 d . . . H32E H 0.1264 1.0239 0.0848 0.071 Uiso 1 1 calc R . . H32F H 0.1324 0.9420 0.1518 0.071 Uiso 1 1 calc R . . H32G H 0.0242 0.9525 0.0670 0.071 Uiso 1 1 calc R . . C361 C 0.1418(2) 0.61570(15) -0.13975(15) 0.0277(4) Uani 1 1 d . . . H36A H 0.1720 0.6564 -0.1796 0.033 Uiso 1 1 calc R . . C362 C 0.2387(3) 0.5516(2) -0.0979(2) 0.0537(9) Uani 1 1 d . . . H36D H 0.3042 0.5847 -0.0613 0.081 Uiso 1 1 calc R . . H36E H 0.2632 0.5198 -0.1452 0.081 Uiso 1 1 calc R . . H36B H 0.2110 0.5089 -0.0603 0.081 Uiso 1 1 calc R . . C363 C 0.0383(3) 0.5679(3) -0.1979(2) 0.0590(9) Uani 1 1 d . . . H36C H -0.0244 0.6104 -0.2197 0.089 Uiso 1 1 calc R . . H36G H 0.0125 0.5217 -0.1627 0.089 Uiso 1 1 calc R . . H36H H 0.0600 0.5406 -0.2488 0.089 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 Au 0.02172(4) 0.02201(4) 0.01835(4) -0.00134(3) 0.00146(3) 0.00219(3) Cl 0.0405(3) 0.0234(2) 0.0272(3) -0.00429(19) -0.0040(2) -0.0005(2) N1 0.0219(9) 0.0325(10) 0.0224(9) -0.0041(7) 0.0020(7) 0.0016(7) N2 0.0216(8) 0.0220(8) 0.0217(8) -0.0005(6) 0.0035(7) -0.0029(6) N3 0.0205(8) 0.0194(8) 0.0190(8) -0.0004(6) 0.0034(6) 0.0007(6) C1 0.0198(9) 0.0273(10) 0.0187(9) 0.0008(7) 0.0029(7) -0.0004(7) C2 0.0251(11) 0.0371(13) 0.0302(11) -0.0093(9) 0.0004(9) -0.0063(9) C3 0.0289(11) 0.0263(10) 0.0299(11) -0.0056(9) 0.0038(9) -0.0058(9) C4 0.0233(9) 0.0209(9) 0.0224(9) 0.0039(7) 0.0036(8) 0.0000(7) C5 0.0214(9) 0.0159(8) 0.0189(8) -0.0017(7) 0.0028(7) 0.0014(7) C11 0.0343(13) 0.0552(17) 0.0267(12) -0.0053(11) -0.0042(10) 0.0202(12) C12 0.132(6) 0.157(6) 0.118(6) 0.009(4) 0.058(4) 0.069(4) C13 0.092(4) 0.061(4) 0.137(5) -0.031(4) -0.061(4) 0.019(3) C14 0.048(4) 0.044(3) 0.027(2) 0.000(2) -0.012(2) 0.016(2) C12' 0.030(4) 0.068(6) 0.020(3) -0.010(3) 0.002(2) 0.026(4) C13' 0.040(4) 0.038(4) 0.016(3) -0.001(2) -0.009(3) 0.020(3) C14' 0.028(4) 0.071(8) 0.035(5) -0.005(5) -0.004(4) 0.011(4) C21 0.0212(9) 0.0193(9) 0.0183(8) 0.0014(7) 0.0005(7) 0.0011(7) C22 0.0256(11) 0.0373(13) 0.0252(10) -0.0087(9) -0.0014(8) 0.0094(9) C23 0.0252(11) 0.0487(16) 0.0355(13) -0.0098(11) -0.0033(10) 0.0113(11) C24 0.0271(11) 0.0410(14) 0.0297(12) -0.0006(10) -0.0074(9) 0.0002(10) C25 0.0337(12) 0.0367(12) 0.0215(10) -0.0028(9) -0.0022(9) -0.0063(10) C26 0.0297(11) 0.0291(11) 0.0199(9) -0.0021(8) 0.0028(8) -0.0021(9) C31 0.0178(8) 0.0233(9) 0.0157(8) 0.0019(7) 0.0007(7) 0.0014(7) C32 0.0217(9) 0.0283(10) 0.0190(9) -0.0002(7) 0.0036(7) 0.0025(8) C33 0.0272(11) 0.0432(14) 0.0261(11) -0.0014(10) 0.0097(9) 0.0002(10) C34 0.0258(11) 0.0507(16) 0.0308(12) 0.0076(11) 0.0085(9) -0.0084(10) C35 0.0270(11) 0.0324(12) 0.0312(12) 0.0038(9) 0.0024(9) -0.0099(9) C36 0.0220(9) 0.0238(9) 0.0203(9) 0.0022(7) 0.0001(7) -0.0013(8) C321 0.0392(13) 0.0259(10) 0.0233(10) -0.0031(8) 0.0081(9) 0.0027(9) C322 0.0434(15) 0.0325(13) 0.0368(13) -0.0052(10) -0.0025(11) -0.0070(11) C323 0.069(2) 0.0365(14) 0.0433(16) -0.0068(12) 0.0262(15) 0.0086(14) C361 0.0345(12) 0.0208(9) 0.0239(10) -0.0020(8) 0.0002(9) -0.0009(8) C362 0.063(2) 0.0494(18) 0.0390(15) -0.0091(13) -0.0046(14) 0.0256(16) C363 0.0513(19) 0.072(2) 0.0457(18) -0.0280(17) -0.0030(14) -0.0143(17) _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 Au C1 1.988(2) . ? Au Cl 2.2820(6) . ? N1 C1 1.354(3) . ? N1 C2 1.390(3) . ? N1 C11 1.499(3) . ? N2 C1 1.353(3) . ? N2 C3 1.376(3) . ? N2 C4 1.451(3) . ? N3 C5 1.271(3) . ? N3 C31 1.419(3) . ? C2 C3 1.344(3) . ? C2 H2A 0.9500 . ? C3 H3A 0.9500 . ? C4 C5 1.519(3) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C21 1.490(3) . ? C11 C12' 1.500(3) . ? C11 C13 1.500(3) . ? C11 C14 1.500(3) . ? C11 C12 1.500(3) . ? C11 C14' 1.500(3) . ? C11 C13' 1.501(3) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C12' H12D 0.9800 . ? C12' H12E 0.9800 . ? C12' H12F 0.9800 . ? C13' H13D 0.9800 . ? C13' H13E 0.9800 . ? C13' H13F 0.9800 . ? C14' H14D 0.9800 . ? C14' H14E 0.9800 . ? C14' H14F 0.9800 . ? C21 C22 1.386(3) . ? C21 C26 1.398(3) . ? C22 C23 1.391(3) . ? C22 H22A 0.9500 . ? C23 C24 1.388(4) . ? C23 H23A 0.9500 . ? C24 C25 1.374(4) . ? C24 H24A 0.9500 . ? C25 C26 1.393(3) . ? C25 H25A 0.9500 . ? C26 H26A 0.9500 . ? C31 C36 1.403(3) . ? C31 C32 1.413(3) . ? C32 C33 1.395(3) . ? C32 C321 1.518(3) . ? C33 C34 1.384(4) . ? C33 H33A 0.9500 . ? C34 C35 1.377(4) . ? C34 H34A 0.9500 . ? C35 C36 1.403(3) . ? C35 H35A 0.9500 . ? C36 C361 1.515(3) . ? C321 C322 1.527(4) . ? C321 C323 1.533(4) . ? C321 H32A 1.0000 . ? C322 H32B 0.9800 . ? C322 H32C 0.9800 . ? C322 H32D 0.9800 . ? C323 H32E 0.9800 . ? C323 H32F 0.9800 . ? C323 H32G 0.9800 . ? C361 C363 1.516(4) . ? C361 C362 1.523(4) . ? C361 H36A 1.0000 . ? C362 H36D 0.9800 . ? C362 H36E 0.9800 . ? C362 H36B 0.9800 . ? C363 H36C 0.9800 . ? C363 H36G 0.9800 . ? C363 H36H 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 Au Cl 176.48(6) . . ? C1 N1 C2 110.0(2) . . ? C1 N1 C11 125.79(19) . . ? C2 N1 C11 124.21(19) . . ? C1 N2 C3 111.03(19) . . ? C1 N2 C4 123.70(18) . . ? C3 N2 C4 124.70(19) . . ? C5 N3 C31 123.68(18) . . ? N2 C1 N1 105.11(18) . . ? N2 C1 Au 121.67(15) . . ? N1 C1 Au 133.20(17) . . ? C3 C2 N1 107.2(2) . . ? C3 C2 H2A 126.4 . . ? N1 C2 H2A 126.4 . . ? C2 C3 N2 106.7(2) . . ? C2 C3 H3A 126.7 . . ? N2 C3 H3A 126.7 . . ? N2 C4 C5 112.64(17) . . ? N2 C4 H4A 109.1 . . ? C5 C4 H4A 109.1 . . ? N2 C4 H4B 109.1 . . ? C5 C4 H4B 109.1 . . ? H4A C4 H4B 107.8 . . ? N3 C5 C21 128.23(19) . . ? N3 C5 C4 117.35(18) . . ? C21 C5 C4 114.40(17) . . ? N1 C11 C12' 111.3(4) . . ? N1 C11 C13 113.4(4) . . ? C12' C11 C13 84.9(6) . . ? N1 C11 C14 110.7(3) . . ? C12' C11 C14 126.3(5) . . ? C13 C11 C14 107.3(4) . . ? N1 C11 C12 105.6(5) . . ? C12' C11 C12 24.6(3) . . ? C13 C11 C12 108.7(4) . . ? C14 C11 C12 111.2(6) . . ? N1 C11 C14' 107.9(6) . . ? C12' C11 C14' 109.2(5) . . ? C13 C11 C14' 127.3(6) . . ? C14 C11 C14' 24.6(3) . . ? C12 C11 C14' 89.4(7) . . ? N1 C11 C13' 105.8(3) . . ? C12' C11 C13' 109.3(5) . . ? C13 C11 C13' 24.6(3) . . ? C14 C11 C13' 89.7(4) . . ? C12 C11 C13' 132.5(5) . . ? C14' C11 C13' 113.4(5) . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? C11 C14 H14A 109.5 . . ? C11 C14 H14B 109.5 . . ? C11 C14 H14C 109.5 . . ? C11 C12' H12D 109.5 . . ? C11 C12' H12E 109.5 . . ? H12D C12' H12E 109.5 . . ? C11 C12' H12F 109.5 . . ? H12D C12' H12F 109.5 . . ? H12E C12' H12F 109.5 . . ? C11 C13' H13D 109.5 . . ? C11 C13' H13E 109.5 . . ? H13D C13' H13E 109.5 . . ? C11 C13' H13F 109.5 . . ? H13D C13' H13F 109.5 . . ? H13E C13' H13F 109.5 . . ? C11 C14' H14D 109.5 . . ? C11 C14' H14E 109.5 . . ? H14D C14' H14E 109.5 . . ? C11 C14' H14F 109.5 . . ? H14D C14' H14F 109.5 . . ? H14E C14' H14F 109.5 . . ? C22 C21 C26 119.1(2) . . ? C22 C21 C5 121.11(19) . . ? C26 C21 C5 119.74(19) . . ? C21 C22 C23 120.3(2) . . ? C21 C22 H22A 119.9 . . ? C23 C22 H22A 119.9 . . ? C24 C23 C22 120.3(2) . . ? C24 C23 H23A 119.9 . . ? C22 C23 H23A 119.9 . . ? C25 C24 C23 119.9(2) . . ? C25 C24 H24A 120.1 . . ? C23 C24 H24A 120.1 . . ? C24 C25 C26 120.3(2) . . ? C24 C25 H25A 119.9 . . ? C26 C25 H25A 119.9 . . ? C25 C26 C21 120.2(2) . . ? C25 C26 H26A 119.9 . . ? C21 C26 H26A 119.9 . . ? C36 C31 C32 121.41(19) . . ? C36 C31 N3 120.37(19) . . ? C32 C31 N3 117.76(18) . . ? C33 C32 C31 118.0(2) . . ? C33 C32 C321 121.9(2) . . ? C31 C32 C321 120.06(19) . . ? C34 C33 C32 121.3(2) . . ? C34 C33 H33A 119.4 . . ? C32 C33 H33A 119.4 . . ? C35 C34 C33 120.0(2) . . ? C35 C34 H34A 120.0 . . ? C33 C34 H34A 120.0 . . ? C34 C35 C36 121.4(2) . . ? C34 C35 H35A 119.3 . . ? C36 C35 H35A 119.3 . . ? C31 C36 C35 117.9(2) . . ? C31 C36 C361 121.9(2) . . ? C35 C36 C361 120.1(2) . . ? C32 C321 C322 111.6(2) . . ? C32 C321 C323 113.5(2) . . ? C322 C321 C323 108.8(2) . . ? C32 C321 H32A 107.6 . . ? C322 C321 H32A 107.6 . . ? C323 C321 H32A 107.6 . . ? C321 C322 H32B 109.5 . . ? C321 C322 H32C 109.5 . . ? H32B C322 H32C 109.5 . . ? C321 C322 H32D 109.5 . . ? H32B C322 H32D 109.5 . . ? H32C C322 H32D 109.5 . . ? C321 C323 H32E 109.5 . . ? C321 C323 H32F 109.5 . . ? H32E C323 H32F 109.5 . . ? C321 C323 H32G 109.5 . . ? H32E C323 H32G 109.5 . . ? H32F C323 H32G 109.5 . . ? C36 C361 C363 113.2(2) . . ? C36 C361 C362 110.0(2) . . ? C363 C361 C362 111.7(3) . . ? C36 C361 H36A 107.2 . . ? C363 C361 H36A 107.2 . . ? C362 C361 H36A 107.2 . . ? C361 C362 H36D 109.5 . . ? C361 C362 H36E 109.5 . . ? H36D C362 H36E 109.5 . . ? C361 C362 H36B 109.5 . . ? H36D C362 H36B 109.5 . . ? H36E C362 H36B 109.5 . . ? C361 C363 H36C 109.5 . . ? C361 C363 H36G 109.5 . . ? H36C C363 H36G 109.5 . . ? C361 C363 H36H 109.5 . . ? H36C C363 H36H 109.5 . . ? H36G C363 H36H 109.5 . . ? _diffrn_measured_fraction_theta_max 0.959 _diffrn_reflns_theta_full 32.52 _diffrn_measured_fraction_theta_full 0.959 _refine_diff_density_max 1.567 _refine_diff_density_min -0.843 _refine_diff_density_rms 0.096 # Attachment 'MS_all_cif_4june_08.cif' data_1c _database_code_depnum_ccdc_archive 'CCDC 665375' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H29 Au Cl N3' _chemical_formula_weight 591.92 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)/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 26.680(3) _cell_length_b 9.8510(11) _cell_length_c 17.901(2) _cell_angle_alpha 90.00 _cell_angle_beta 102.459(2) _cell_angle_gamma 90.00 _cell_volume 4594.1(9) _cell_formula_units_Z 8 _cell_measurement_temperature 125(2) _cell_measurement_reflns_used 4706 _cell_measurement_theta_min 2.21 _cell_measurement_theta_max 31.42 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.712 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2320 _exptl_absorpt_coefficient_mu 6.536 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.2919 _exptl_absorpt_correction_T_max 0.2919 _exptl_absorpt_process_details TWINABS _exptl_special_details ; This crystal is a non-merohedral twin with 2 components (BASF = 0.3437(5)). The raw data has the following composition and was processed with TWINABS ( version 2007/3) to generate an HKLF 5 file. 5462 data ( 2152 unique ) involve domain 1 only 5316 data ( 2110 unique ) involve domain 2 only 61806 data ( 16985 unique ) involve 2 domains The difference between the number of observed minus unique reflections was used for the third (nextra) L.S. parameter during refinement in order to ensure proper estimation of s.u. values. ; _diffrn_ambient_temperature 125(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 71646 _diffrn_reflns_av_R_equivalents 0.0498 _diffrn_reflns_av_sigmaI/netI 0.0642 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 40 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.56 _diffrn_reflns_theta_max 32.61 _reflns_number_total 20263 _reflns_number_gt 17622 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+62.6721P] 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 15372 _refine_ls_number_parameters 524 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0531 _refine_ls_R_factor_gt 0.0416 _refine_ls_wR_factor_ref 0.0932 _refine_ls_wR_factor_gt 0.0886 _refine_ls_goodness_of_fit_ref 1.111 _refine_ls_restrained_S_all 1.111 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Au1 Au 0.327587(10) 0.37802(2) 0.356058(15) 0.01827(5) Uani 1 1 d . . . Cl1 Cl 0.30938(7) 0.34569(19) 0.47371(10) 0.0286(4) Uani 1 1 d . . . N11 N 0.3780(2) 0.5008(5) 0.2381(4) 0.0229(12) Uani 1 1 d . . . N12 N 0.3268(2) 0.3415(5) 0.1893(3) 0.0177(11) Uani 1 1 d . . . N13 N 0.3776(2) 0.1117(5) 0.2294(3) 0.0150(10) Uani 1 1 d . . . C101 C 0.3446(3) 0.4084(6) 0.2552(4) 0.0220(14) Uani 1 1 d . . . C102 C 0.3805(3) 0.4930(7) 0.1619(4) 0.0276(16) Uani 1 1 d . . . H10A H 0.4007 0.5480 0.1362 0.033 Uiso 1 1 calc R . . C103 C 0.3485(3) 0.3918(7) 0.1313(4) 0.0261(15) Uani 1 1 d . . . H10B H 0.3421 0.3609 0.0799 0.031 Uiso 1 1 calc R . . C104 C 0.2967(3) 0.2172(6) 0.1827(4) 0.0189(13) Uani 1 1 d . . . H10C H 0.2762 0.2092 0.1297 0.023 Uiso 1 1 calc R . . H10D H 0.2724 0.2229 0.2173 0.023 Uiso 1 1 calc R . . C105 C 0.3297(3) 0.0899(6) 0.2023(3) 0.0165(12) Uani 1 1 d . . . C106 C 0.4083(3) 0.5956(7) 0.2927(5) 0.0308(17) Uani 1 1 d . . . H10E H 0.3998 0.5838 0.3429 0.046 Uiso 1 1 calc R . . H10F H 0.4005 0.6888 0.2750 0.046 Uiso 1 1 calc R . . H10G H 0.4449 0.5775 0.2969 0.046 Uiso 1 1 calc R . . C111 C 0.3022(2) -0.0391(6) 0.1881(4) 0.0174(12) Uani 1 1 d . . . C112 C 0.3109(3) -0.1421(7) 0.2433(4) 0.0230(14) Uani 1 1 d . . . H11A H 0.3346 -0.1277 0.2904 0.028 Uiso 1 1 calc R . . C113 C 0.2853(3) -0.2649(7) 0.2299(5) 0.0291(17) Uani 1 1 d . . . H11B H 0.2911 -0.3338 0.2680 0.035 Uiso 1 1 calc R . . C114 C 0.2513(3) -0.2870(8) 0.1613(5) 0.0335(19) Uani 1 1 d . . . H11C H 0.2343 -0.3721 0.1519 0.040 Uiso 1 1 calc R . . C115 C 0.2416(3) -0.1873(8) 0.1062(5) 0.0343(19) Uani 1 1 d . . . H11D H 0.2181 -0.2034 0.0591 0.041 Uiso 1 1 calc R . . C116 C 0.2669(3) -0.0613(7) 0.1199(4) 0.0251(15) Uani 1 1 d . . . H11E H 0.2597 0.0086 0.0826 0.030 Uiso 1 1 calc R . . C121 C 0.4152(2) 0.0081(6) 0.2473(4) 0.0157(11) Uani 1 1 d . . . C122 C 0.4364(2) -0.0165(6) 0.3258(4) 0.0156(12) Uani 1 1 d . . . C123 C 0.4789(3) -0.1016(7) 0.3452(4) 0.0215(14) Uani 1 1 d . . . H12A H 0.4934 -0.1193 0.3976 0.026 Uiso 1 1 calc R . . C124 C 0.5002(2) -0.1604(7) 0.2893(4) 0.0227(15) Uani 1 1 d . . . H12B H 0.5298 -0.2161 0.3035 0.027 Uiso 1 1 calc R . . C125 C 0.4787(3) -0.1387(6) 0.2131(4) 0.0205(12) Uani 1 1 d . . . H12C H 0.4933 -0.1819 0.1753 0.025 Uiso 1 1 calc R . . C126 C 0.4358(3) -0.0542(6) 0.1901(4) 0.0172(12) Uani 1 1 d . . . C131 C 0.4132(3) 0.0511(6) 0.3875(4) 0.0193(12) Uani 1 1 d . . . H13A H 0.3770 0.0758 0.3633 0.023 Uiso 1 1 calc R . . C132 C 0.4116(3) -0.0422(8) 0.4549(4) 0.0320(18) Uani 1 1 d . . . H13B H 0.3930 -0.1255 0.4362 0.048 Uiso 1 1 calc R . . H13C H 0.3941 0.0040 0.4905 0.048 Uiso 1 1 calc R . . H13D H 0.4467 -0.0652 0.4813 0.048 Uiso 1 1 calc R . . C133 C 0.4415(3) 0.1828(7) 0.4151(4) 0.0286(16) Uani 1 1 d . . . H13E H 0.4418 0.2420 0.3712 0.043 Uiso 1 1 calc R . . H13F H 0.4769 0.1619 0.4411 0.043 Uiso 1 1 calc R . . H13G H 0.4241 0.2289 0.4508 0.043 Uiso 1 1 calc R . . C141 C 0.4133(3) -0.0306(7) 0.1059(4) 0.0200(13) Uani 1 1 d . . . H14A H 0.3857 0.0397 0.1014 0.024 Uiso 1 1 calc R . . C142 C 0.3890(3) -0.1613(7) 0.0673(4) 0.0282(16) Uani 1 1 d . . . H14B H 0.3627 -0.1939 0.0938 0.042 Uiso 1 1 calc R . . H14C H 0.4156 -0.2308 0.0699 0.042 Uiso 1 1 calc R . . H14D H 0.3731 -0.1425 0.0137 0.042 Uiso 1 1 calc R . . C143 C 0.4536(3) 0.0207(8) 0.0631(4) 0.0284(16) Uani 1 1 d . . . H14E H 0.4691 0.1046 0.0870 0.043 Uiso 1 1 calc R . . H14F H 0.4372 0.0387 0.0095 0.043 Uiso 1 1 calc R . . H14G H 0.4804 -0.0483 0.0653 0.043 Uiso 1 1 calc R . . Au2 Au 0.166625(10) 0.36176(2) 0.170167(15) 0.01869(5) Uani 1 1 d . . . Cl2 Cl 0.18623(8) 0.3185(2) 0.05428(10) 0.0330(4) Uani 1 1 d . . . N21 N 0.1138(2) 0.4993(5) 0.2791(4) 0.0215(12) Uani 1 1 d . . . N22 N 0.1632(2) 0.3436(5) 0.3378(3) 0.0184(11) Uani 1 1 d . . . N23 N 0.1199(2) 0.1011(5) 0.3093(3) 0.0161(10) Uani 1 1 d . . . C201 C 0.1479(3) 0.4028(6) 0.2689(4) 0.0169(12) Uani 1 1 d . . . C202 C 0.1085(3) 0.4996(7) 0.3540(4) 0.0261(16) Uani 1 1 d . . . H20A H 0.0871 0.5582 0.3756 0.031 Uiso 1 1 calc R . . C203 C 0.1392(3) 0.4018(7) 0.3910(4) 0.0219(14) Uani 1 1 d . . . H20B H 0.1436 0.3775 0.4434 0.026 Uiso 1 1 calc R . . C204 C 0.1968(2) 0.2266(6) 0.3537(4) 0.0177(12) Uani 1 1 d . . . H20C H 0.2162 0.2304 0.4074 0.021 Uiso 1 1 calc R . . H20D H 0.2219 0.2292 0.3202 0.021 Uiso 1 1 calc R . . C205 C 0.1665(3) 0.0932(5) 0.3403(3) 0.0132(11) Uani 1 1 d . . . C206 C 0.0867(3) 0.5906(8) 0.2200(5) 0.0340(18) Uani 1 1 d . . . H20E H 0.0967 0.5710 0.1716 0.051 Uiso 1 1 calc R . . H20F H 0.0955 0.6848 0.2350 0.051 Uiso 1 1 calc R . . H20G H 0.0496 0.5776 0.2137 0.051 Uiso 1 1 calc R . . C211 C 0.1988(3) -0.0311(6) 0.3669(4) 0.0166(12) Uani 1 1 d . . . C212 C 0.1847(3) -0.1594(7) 0.3352(4) 0.0244(15) Uani 1 1 d . . . H21A H 0.1550 -0.1683 0.2954 0.029 Uiso 1 1 calc R . . C213 C 0.2136(3) -0.2728(7) 0.3614(5) 0.0286(16) Uani 1 1 d . . . H21B H 0.2031 -0.3589 0.3396 0.034 Uiso 1 1 calc R . . C214 C 0.2567(3) -0.2633(7) 0.4178(4) 0.0275(16) Uani 1 1 d . . . H21C H 0.2760 -0.3424 0.4356 0.033 Uiso 1 1 calc R . . C215 C 0.2723(3) -0.1376(8) 0.4491(4) 0.0310(17) Uani 1 1 d . . . H21D H 0.3027 -0.1299 0.4878 0.037 Uiso 1 1 calc R . . C216 C 0.2434(3) -0.0229(7) 0.4238(4) 0.0246(15) Uani 1 1 d . . . H21E H 0.2543 0.0629 0.4457 0.029 Uiso 1 1 calc R . . C221 C 0.0828(2) -0.0028(6) 0.2914(4) 0.0174(13) Uani 1 1 d . . . C222 C 0.0609(3) -0.0244(6) 0.2140(4) 0.0186(13) Uani 1 1 d . . . C223 C 0.0186(3) -0.1120(7) 0.1957(4) 0.0234(15) Uani 1 1 d . . . H22A H 0.0038 -0.1297 0.1434 0.028 Uiso 1 1 calc R . . C224 C -0.0018(3) -0.1728(7) 0.2513(5) 0.0263(15) Uani 1 1 d . . . H22B H -0.0311 -0.2300 0.2376 0.032 Uiso 1 1 calc R . . C225 C 0.0207(3) -0.1501(7) 0.3279(4) 0.0237(14) Uani 1 1 d . . . H22C H 0.0066 -0.1932 0.3662 0.028 Uiso 1 1 calc R . . C226 C 0.0634(3) -0.0656(6) 0.3501(4) 0.0195(13) Uani 1 1 d . . . C231 C 0.0832(3) 0.0476(7) 0.1535(4) 0.0222(14) Uani 1 1 d . . . H23A H 0.0913 0.1428 0.1716 0.027 Uiso 1 1 calc R . . C232 C 0.1335(3) -0.0173(8) 0.1435(4) 0.0308(17) Uani 1 1 d . . . H23B H 0.1575 -0.0228 0.1933 0.046 Uiso 1 1 calc R . . H23C H 0.1486 0.0380 0.1085 0.046 Uiso 1 1 calc R . . H23D H 0.1266 -0.1089 0.1223 0.046 Uiso 1 1 calc R . . C233 C 0.0467(3) 0.0558(8) 0.0753(5) 0.0347(19) Uani 1 1 d . . . H23E H 0.0143 0.0979 0.0807 0.052 Uiso 1 1 calc R . . H23F H 0.0399 -0.0358 0.0542 0.052 Uiso 1 1 calc R . . H23G H 0.0623 0.1106 0.0407 0.052 Uiso 1 1 calc R . . C241 C 0.0843(3) -0.0322(7) 0.4337(4) 0.0223(14) Uani 1 1 d . . . H24A H 0.1203 0.0006 0.4386 0.027 Uiso 1 1 calc R . . C242 C 0.0860(4) -0.1532(8) 0.4870(4) 0.039(2) Uani 1 1 d . . . H24B H 0.1062 -0.2262 0.4707 0.058 Uiso 1 1 calc R . . H24C H 0.0510 -0.1855 0.4851 0.058 Uiso 1 1 calc R . . H24D H 0.1019 -0.1259 0.5394 0.058 Uiso 1 1 calc R . . C243 C 0.0529(3) 0.0858(8) 0.4570(5) 0.0349(18) Uani 1 1 d . . . H24E H 0.0531 0.1625 0.4222 0.052 Uiso 1 1 calc R . . H24F H 0.0683 0.1139 0.5095 0.052 Uiso 1 1 calc R . . H24G H 0.0175 0.0560 0.4541 0.052 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 0.02022(11) 0.01751(10) 0.01733(11) -0.00181(9) 0.00461(11) -0.00177(9) Cl1 0.0305(9) 0.0401(10) 0.0156(8) -0.0041(7) 0.0057(7) -0.0115(8) N11 0.028(3) 0.014(2) 0.028(3) 0.000(2) 0.009(3) -0.001(2) N12 0.017(3) 0.017(2) 0.020(3) 0.0044(19) 0.005(2) 0.004(2) N13 0.019(3) 0.017(2) 0.010(2) 0.0010(19) 0.0057(19) 0.0018(19) C101 0.022(3) 0.015(3) 0.028(4) 0.001(3) 0.003(3) 0.006(2) C102 0.032(4) 0.025(3) 0.029(4) 0.008(3) 0.012(3) 0.002(3) C103 0.035(4) 0.024(3) 0.021(3) 0.002(3) 0.008(3) 0.007(3) C104 0.016(3) 0.021(3) 0.018(3) -0.001(2) 0.001(2) 0.002(2) C105 0.030(3) 0.011(2) 0.012(3) -0.0020(19) 0.010(3) -0.002(3) C106 0.035(4) 0.022(3) 0.035(4) -0.001(3) 0.006(3) -0.008(3) C111 0.014(3) 0.019(3) 0.022(3) -0.004(2) 0.009(2) 0.000(2) C112 0.021(3) 0.018(3) 0.031(4) 0.001(3) 0.008(3) 0.001(3) C113 0.025(4) 0.018(3) 0.047(5) 0.002(3) 0.014(3) 0.000(3) C114 0.027(4) 0.027(4) 0.052(5) -0.010(4) 0.020(4) -0.009(3) C115 0.031(4) 0.036(4) 0.037(5) -0.018(4) 0.010(4) -0.012(3) C116 0.026(4) 0.025(3) 0.026(4) -0.005(3) 0.008(3) -0.005(3) C121 0.016(3) 0.011(2) 0.019(3) 0.001(2) 0.001(3) 0.000(2) C122 0.013(3) 0.017(3) 0.017(3) -0.001(2) 0.004(2) 0.001(2) C123 0.021(3) 0.022(3) 0.019(3) 0.002(3) 0.001(3) -0.001(3) C124 0.011(3) 0.020(3) 0.037(4) 0.009(3) 0.005(3) 0.007(2) C125 0.022(3) 0.018(3) 0.024(3) -0.003(3) 0.010(3) 0.005(2) C126 0.020(3) 0.015(3) 0.018(3) 0.001(2) 0.007(3) 0.001(2) C131 0.021(3) 0.025(3) 0.013(3) 0.000(3) 0.005(3) 0.000(2) C132 0.041(5) 0.035(4) 0.022(4) 0.007(3) 0.010(3) 0.002(3) C133 0.029(4) 0.025(3) 0.033(4) -0.007(3) 0.009(3) -0.001(3) C141 0.022(4) 0.020(3) 0.018(3) -0.002(2) 0.006(3) 0.002(3) C142 0.034(4) 0.030(4) 0.019(3) -0.008(3) 0.002(3) -0.004(3) C143 0.038(4) 0.031(4) 0.018(4) 0.005(3) 0.010(3) -0.002(3) Au2 0.01870(11) 0.02076(10) 0.01655(11) 0.00238(9) 0.00365(11) 0.00228(10) Cl2 0.0320(10) 0.0489(11) 0.0185(8) 0.0034(8) 0.0059(7) 0.0144(9) N21 0.022(3) 0.018(2) 0.025(3) 0.000(2) 0.005(3) 0.001(2) N22 0.021(3) 0.015(2) 0.019(3) 0.000(2) 0.003(2) -0.001(2) N23 0.016(3) 0.019(2) 0.014(2) -0.0020(19) 0.0040(19) -0.001(2) C201 0.016(3) 0.013(3) 0.021(3) 0.001(2) 0.001(2) -0.003(2) C202 0.028(4) 0.022(3) 0.030(4) -0.007(3) 0.010(3) -0.002(3) C203 0.028(4) 0.019(3) 0.022(3) -0.007(3) 0.013(3) -0.007(3) C204 0.013(3) 0.019(3) 0.021(3) 0.000(2) 0.001(2) -0.003(2) C205 0.017(3) 0.010(2) 0.015(3) 0.000(2) 0.010(2) -0.006(2) C206 0.038(5) 0.023(4) 0.040(5) 0.006(3) 0.008(4) 0.011(3) C211 0.016(3) 0.021(3) 0.014(3) 0.002(2) 0.006(2) 0.004(2) C212 0.014(3) 0.025(3) 0.032(4) -0.003(3) 0.001(3) 0.003(3) C213 0.025(4) 0.017(3) 0.044(5) -0.001(3) 0.009(3) 0.001(3) C214 0.029(4) 0.022(3) 0.032(4) 0.006(3) 0.007(3) 0.007(3) C215 0.030(4) 0.027(4) 0.030(4) 0.005(3) -0.005(3) 0.007(3) C216 0.027(4) 0.022(3) 0.022(4) 0.000(3) -0.001(3) 0.000(3) C221 0.014(3) 0.015(3) 0.023(3) -0.002(2) 0.003(2) 0.000(2) C222 0.016(3) 0.014(3) 0.024(3) -0.003(2) -0.001(3) 0.004(2) C223 0.014(3) 0.019(3) 0.034(4) -0.007(3) -0.002(3) 0.001(2) C224 0.014(3) 0.023(3) 0.040(4) -0.008(3) 0.003(3) -0.007(2) C225 0.016(3) 0.021(3) 0.036(4) 0.003(3) 0.008(3) -0.001(3) C226 0.016(3) 0.017(3) 0.026(4) -0.002(3) 0.006(3) 0.003(2) C231 0.027(4) 0.018(3) 0.019(3) -0.002(2) -0.001(3) 0.000(3) C232 0.029(4) 0.038(4) 0.026(4) 0.001(3) 0.009(3) 0.002(3) C233 0.044(5) 0.032(4) 0.025(4) -0.002(3) -0.002(4) 0.007(4) C241 0.024(4) 0.022(3) 0.023(3) 0.001(3) 0.010(3) 0.000(3) C242 0.061(6) 0.027(4) 0.027(4) 0.005(3) 0.008(4) 0.003(4) C243 0.037(5) 0.035(4) 0.036(5) -0.011(4) 0.016(4) -0.003(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 C101 1.978(7) . ? Au1 Cl1 2.2836(17) . ? N11 C101 1.353(9) . ? N11 C102 1.382(10) . ? N11 C106 1.463(9) . ? N12 C101 1.345(9) . ? N12 C103 1.385(9) . ? N12 C104 1.455(8) . ? N13 C105 1.283(9) . ? N13 C121 1.419(8) . ? C102 C103 1.350(11) . ? C102 H10A 0.9500 . ? C103 H10B 0.9500 . ? C104 C105 1.530(9) . ? C104 H10C 0.9900 . ? C104 H10D 0.9900 . ? C105 C111 1.462(9) . ? C106 H10E 0.9800 . ? C106 H10F 0.9800 . ? C106 H10G 0.9800 . ? C111 C116 1.389(10) . ? C111 C112 1.400(9) . ? C112 C113 1.385(9) . ? C112 H11A 0.9500 . ? C113 C114 1.378(11) . ? C113 H11B 0.9500 . ? C114 C115 1.377(12) . ? C114 H11C 0.9500 . ? C115 C116 1.408(10) . ? C115 H11D 0.9500 . ? C116 H11E 0.9500 . ? C121 C126 1.403(9) . ? C121 C122 1.419(9) . ? C122 C123 1.392(9) . ? C122 C131 1.529(9) . ? C123 C124 1.380(10) . ? C123 H12A 0.9500 . ? C124 C125 1.377(10) . ? C124 H12B 0.9500 . ? C125 C126 1.404(9) . ? C125 H12C 0.9500 . ? C126 C141 1.516(9) . ? C131 C132 1.526(10) . ? C131 C133 1.529(9) . ? C131 H13A 1.0000 . ? C132 H13B 0.9800 . ? C132 H13C 0.9800 . ? C132 H13D 0.9800 . ? C133 H13E 0.9800 . ? C133 H13F 0.9800 . ? C133 H13G 0.9800 . ? C141 C142 1.536(9) . ? C141 C143 1.536(10) . ? C141 H14A 1.0000 . ? C142 H14B 0.9800 . ? C142 H14C 0.9800 . ? C142 H14D 0.9800 . ? C143 H14E 0.9800 . ? C143 H14F 0.9800 . ? C143 H14G 0.9800 . ? Au2 C201 1.978(7) . ? Au2 Cl2 2.2863(19) . ? N21 C201 1.357(8) . ? N21 C202 1.378(10) . ? N21 C206 1.457(9) . ? N22 C201 1.346(8) . ? N22 C203 1.382(8) . ? N22 C204 1.451(8) . ? N23 C205 1.250(8) . ? N23 C221 1.412(8) . ? C202 C203 1.342(10) . ? C202 H20A 0.9500 . ? C203 H20B 0.9500 . ? C204 C205 1.535(8) . ? C204 H20C 0.9900 . ? C204 H20D 0.9900 . ? C205 C211 1.515(9) . ? C206 H20E 0.9800 . ? C206 H20F 0.9800 . ? C206 H20G 0.9800 . ? C211 C216 1.391(9) . ? C211 C212 1.403(9) . ? C212 C213 1.380(9) . ? C212 H21A 0.9500 . ? C213 C214 1.360(11) . ? C213 H21B 0.9500 . ? C214 C215 1.387(11) . ? C214 H21C 0.9500 . ? C215 C216 1.388(10) . ? C215 H21D 0.9500 . ? C216 H21E 0.9500 . ? C221 C222 1.399(9) . ? C221 C226 1.410(9) . ? C222 C223 1.402(9) . ? C222 C231 1.520(10) . ? C223 C224 1.372(11) . ? C223 H22A 0.9500 . ? C224 C225 1.392(11) . ? C224 H22B 0.9500 . ? C225 C226 1.398(9) . ? C225 H22C 0.9500 . ? C226 C241 1.515(10) . ? C231 C233 1.527(10) . ? C231 C232 1.531(10) . ? C231 H23A 1.0000 . ? C232 H23B 0.9800 . ? C232 H23C 0.9800 . ? C232 H23D 0.9800 . ? C233 H23E 0.9800 . ? C233 H23F 0.9800 . ? C233 H23G 0.9800 . ? C241 C242 1.521(10) . ? C241 C243 1.541(10) . ? C241 H24A 1.0000 . ? C242 H24B 0.9800 . ? C242 H24C 0.9800 . ? C242 H24D 0.9800 . ? C243 H24E 0.9800 . ? C243 H24F 0.9800 . ? C243 H24G 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 C101 Au1 Cl1 178.8(2) . . ? C101 N11 C102 111.1(6) . . ? C101 N11 C106 125.0(6) . . ? C102 N11 C106 123.9(6) . . ? C101 N12 C103 110.8(6) . . ? C101 N12 C104 124.6(6) . . ? C103 N12 C104 123.6(6) . . ? C105 N13 C121 124.3(5) . . ? N12 C101 N11 104.9(6) . . ? N12 C101 Au1 128.2(5) . . ? N11 C101 Au1 126.8(5) . . ? C103 C102 N11 106.3(6) . . ? C103 C102 H10A 126.9 . . ? N11 C102 H10A 126.9 . . ? C102 C103 N12 106.9(6) . . ? C102 C103 H10B 126.5 . . ? N12 C103 H10B 126.5 . . ? N12 C104 C105 113.0(5) . . ? N12 C104 H10C 109.0 . . ? C105 C104 H10C 109.0 . . ? N12 C104 H10D 109.0 . . ? C105 C104 H10D 109.0 . . ? H10C C104 H10D 107.8 . . ? N13 C105 C111 129.3(6) . . ? N13 C105 C104 115.3(5) . . ? C111 C105 C104 115.5(6) . . ? N11 C106 H10E 109.5 . . ? N11 C106 H10F 109.5 . . ? H10E C106 H10F 109.5 . . ? N11 C106 H10G 109.5 . . ? H10E C106 H10G 109.5 . . ? H10F C106 H10G 109.5 . . ? C116 C111 C112 118.9(6) . . ? C116 C111 C105 120.6(6) . . ? C112 C111 C105 120.5(6) . . ? C113 C112 C111 120.8(7) . . ? C113 C112 H11A 119.6 . . ? C111 C112 H11A 119.6 . . ? C114 C113 C112 119.8(7) . . ? C114 C113 H11B 120.1 . . ? C112 C113 H11B 120.1 . . ? C115 C114 C113 120.8(7) . . ? C115 C114 H11C 119.6 . . ? C113 C114 H11C 119.6 . . ? C114 C115 C116 119.7(8) . . ? C114 C115 H11D 120.2 . . ? C116 C115 H11D 120.2 . . ? C111 C116 C115 120.0(7) . . ? C111 C116 H11E 120.0 . . ? C115 C116 H11E 120.0 . . ? C126 C121 C122 120.9(6) . . ? C126 C121 N13 121.3(6) . . ? C122 C121 N13 117.2(6) . . ? C123 C122 C121 118.6(6) . . ? C123 C122 C131 121.1(6) . . ? C121 C122 C131 120.2(6) . . ? C124 C123 C122 120.8(6) . . ? C124 C123 H12A 119.6 . . ? C122 C123 H12A 119.6 . . ? C125 C124 C123 120.3(6) . . ? C125 C124 H12B 119.8 . . ? C123 C124 H12B 119.8 . . ? C124 C125 C126 121.4(6) . . ? C124 C125 H12C 119.3 . . ? C126 C125 H12C 119.3 . . ? C121 C126 C125 117.9(6) . . ? C121 C126 C141 121.6(6) . . ? C125 C126 C141 120.4(6) . . ? C132 C131 C133 110.6(6) . . ? C132 C131 C122 113.1(6) . . ? C133 C131 C122 110.8(6) . . ? C132 C131 H13A 107.4 . . ? C133 C131 H13A 107.4 . . ? C122 C131 H13A 107.4 . . ? C131 C132 H13B 109.5 . . ? C131 C132 H13C 109.5 . . ? H13B C132 H13C 109.5 . . ? C131 C132 H13D 109.5 . . ? H13B C132 H13D 109.5 . . ? H13C C132 H13D 109.5 . . ? C131 C133 H13E 109.5 . . ? C131 C133 H13F 109.5 . . ? H13E C133 H13F 109.5 . . ? C131 C133 H13G 109.5 . . ? H13E C133 H13G 109.5 . . ? H13F C133 H13G 109.5 . . ? C126 C141 C142 110.9(6) . . ? C126 C141 C143 112.1(6) . . ? C142 C141 C143 108.9(6) . . ? C126 C141 H14A 108.3 . . ? C142 C141 H14A 108.3 . . ? C143 C141 H14A 108.3 . . ? C141 C142 H14B 109.5 . . ? C141 C142 H14C 109.5 . . ? H14B C142 H14C 109.5 . . ? C141 C142 H14D 109.5 . . ? H14B C142 H14D 109.5 . . ? H14C C142 H14D 109.5 . . ? C141 C143 H14E 109.5 . . ? C141 C143 H14F 109.5 . . ? H14E C143 H14F 109.5 . . ? C141 C143 H14G 109.5 . . ? H14E C143 H14G 109.5 . . ? H14F C143 H14G 109.5 . . ? C201 Au2 Cl2 178.3(2) . . ? C201 N21 C202 110.2(6) . . ? C201 N21 C206 125.2(6) . . ? C202 N21 C206 124.5(6) . . ? C201 N22 C203 111.0(6) . . ? C201 N22 C204 125.1(6) . . ? C203 N22 C204 123.6(6) . . ? C205 N23 C221 129.5(5) . . ? N22 C201 N21 105.0(6) . . ? N22 C201 Au2 130.2(5) . . ? N21 C201 Au2 124.8(5) . . ? C203 C202 N21 107.4(6) . . ? C203 C202 H20A 126.3 . . ? N21 C202 H20A 126.3 . . ? C202 C203 N22 106.4(6) . . ? C202 C203 H20B 126.8 . . ? N22 C203 H20B 126.8 . . ? N22 C204 C205 111.5(5) . . ? N22 C204 H20C 109.3 . . ? C205 C204 H20C 109.3 . . ? N22 C204 H20D 109.3 . . ? C205 C204 H20D 109.3 . . ? H20C C204 H20D 108.0 . . ? N23 C205 C211 129.5(5) . . ? N23 C205 C204 117.2(5) . . ? C211 C205 C204 113.4(5) . . ? N21 C206 H20E 109.5 . . ? N21 C206 H20F 109.5 . . ? H20E C206 H20F 109.5 . . ? N21 C206 H20G 109.5 . . ? H20E C206 H20G 109.5 . . ? H20F C206 H20G 109.5 . . ? C216 C211 C212 117.4(6) . . ? C216 C211 C205 121.5(6) . . ? C212 C211 C205 121.0(6) . . ? C213 C212 C211 120.7(7) . . ? C213 C212 H21A 119.6 . . ? C211 C212 H21A 119.6 . . ? C214 C213 C212 121.1(7) . . ? C214 C213 H21B 119.4 . . ? C212 C213 H21B 119.4 . . ? C213 C214 C215 119.6(7) . . ? C213 C214 H21C 120.2 . . ? C215 C214 H21C 120.2 . . ? C214 C215 C216 119.9(7) . . ? C214 C215 H21D 120.1 . . ? C216 C215 H21D 120.1 . . ? C215 C216 C211 121.2(7) . . ? C215 C216 H21E 119.4 . . ? C211 C216 H21E 119.4 . . ? C222 C221 C226 122.0(6) . . ? C222 C221 N23 117.2(6) . . ? C226 C221 N23 120.0(6) . . ? C221 C222 C223 117.9(7) . . ? C221 C222 C231 119.4(6) . . ? C223 C222 C231 122.7(6) . . ? C224 C223 C222 121.7(7) . . ? C224 C223 H22A 119.2 . . ? C222 C223 H22A 119.2 . . ? C223 C224 C225 119.4(6) . . ? C223 C224 H22B 120.3 . . ? C225 C224 H22B 120.3 . . ? C224 C225 C226 121.9(7) . . ? C224 C225 H22C 119.1 . . ? C226 C225 H22C 119.1 . . ? C225 C226 C221 117.1(6) . . ? C225 C226 C241 120.9(6) . . ? C221 C226 C241 121.7(6) . . ? C222 C231 C233 114.0(6) . . ? C222 C231 C232 112.1(6) . . ? C233 C231 C232 108.5(6) . . ? C222 C231 H23A 107.3 . . ? C233 C231 H23A 107.3 . . ? C232 C231 H23A 107.3 . . ? C231 C232 H23B 109.5 . . ? C231 C232 H23C 109.5 . . ? H23B C232 H23C 109.5 . . ? C231 C232 H23D 109.5 . . ? H23B C232 H23D 109.5 . . ? H23C C232 H23D 109.5 . . ? C231 C233 H23E 109.5 . . ? C231 C233 H23F 109.5 . . ? H23E C233 H23F 109.5 . . ? C231 C233 H23G 109.5 . . ? H23E C233 H23G 109.5 . . ? H23F C233 H23G 109.5 . . ? C226 C241 C242 113.8(6) . . ? C226 C241 C243 109.0(6) . . ? C242 C241 C243 111.5(6) . . ? C226 C241 H24A 107.4 . . ? C242 C241 H24A 107.4 . . ? C243 C241 H24A 107.4 . . ? C241 C242 H24B 109.5 . . ? C241 C242 H24C 109.5 . . ? H24B C242 H24C 109.5 . . ? C241 C242 H24D 109.5 . . ? H24B C242 H24D 109.5 . . ? H24C C242 H24D 109.5 . . ? C241 C243 H24E 109.5 . . ? C241 C243 H24F 109.5 . . ? H24E C243 H24F 109.5 . . ? C241 C243 H24G 109.5 . . ? H24E C243 H24G 109.5 . . ? H24F C243 H24G 109.5 . . ? _diffrn_measured_fraction_theta_max 0.917 _diffrn_reflns_theta_full 32.61 _diffrn_measured_fraction_theta_full 0.917 _refine_diff_density_max 1.609 _refine_diff_density_min -2.393 _refine_diff_density_rms 0.171 #===END data_2d _database_code_depnum_ccdc_archive 'CCDC 668892' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H31 Au Br5 N3' _chemical_formula_weight 982.05 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 '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 'P 21/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 9.5401(2) _cell_length_b 16.5737(4) _cell_length_c 19.8649(4) _cell_angle_alpha 90.00 _cell_angle_beta 98.972(2) _cell_angle_gamma 90.00 _cell_volume 3102.50(12) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 16144 _cell_measurement_theta_min 3.0122 _cell_measurement_theta_max 32.5251 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.102 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1848 _exptl_absorpt_coefficient_mu 11.201 _exptl_absorpt_correction_T_min 0.1240 _exptl_absorpt_correction_T_max 0.1919 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET) (compiled Oct 18 2006,16:28:17) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OXFORD DIFFRACTION XCALIBUR-S' _diffrn_measurement_method \w/q-scan _diffrn_detector_area_resol_mean 15.9948 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28358 _diffrn_reflns_av_R_equivalents 0.0456 _diffrn_reflns_av_sigmaI/netI 0.0322 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5447 _reflns_number_gt 4391 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd.,' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Ortep3 _computing_publication_material Shelx97 _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^)+(0.0232P)^2^+14.6099P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5447 _refine_ls_number_parameters 322 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0475 _refine_ls_R_factor_gt 0.0303 _refine_ls_wR_factor_ref 0.0699 _refine_ls_wR_factor_gt 0.0631 _refine_ls_goodness_of_fit_ref 1.125 _refine_ls_restrained_S_all 1.125 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Au1 Au 0.52805(2) 0.091340(14) 0.349458(12) 0.01928(7) Uani 1 1 d . . . Br1 Br 0.63212(8) 0.04739(4) 0.25197(4) 0.03588(18) Uani 1 1 d . . . Br2 Br 0.43840(7) -0.04282(4) 0.36825(4) 0.03299(17) Uani 1 1 d . . . Br3 Br 0.43594(9) 0.14534(5) 0.44630(4) 0.0458(2) Uani 1 1 d . . . Br4 Br 0.99530(7) 0.17481(4) 0.33834(3) 0.03000(16) Uani 1 1 d . . . Br5 Br 1.19896(8) 0.46556(5) 0.72584(4) 0.0426(2) Uani 1 1 d . . . N1 N 0.5211(5) 0.2616(3) 0.3005(3) 0.0208(11) Uani 1 1 d . . . N2 N 0.7272(5) 0.2342(3) 0.3574(2) 0.0178(11) Uani 1 1 d . . . N3 N 0.9209(5) 0.2931(3) 0.4697(2) 0.0200(11) Uani 1 1 d . . . C1 C 0.5986(6) 0.2031(4) 0.3342(3) 0.0183(13) Uani 1 1 d . . . C2 C 0.7309(7) 0.3138(4) 0.3368(3) 0.0230(14) Uani 1 1 d . . . H2 H 0.8077 0.3488 0.3460 0.028 Uiso 1 1 calc R . . C3 C 0.6039(7) 0.3309(4) 0.3010(3) 0.0237(14) Uani 1 1 d . . . H3 H 0.5759 0.3799 0.2804 0.028 Uiso 1 1 calc R . . C4 C 0.3753(7) 0.2516(4) 0.2622(3) 0.0263(15) Uani 1 1 d . . . H4 H 0.3383 0.2000 0.2758 0.032 Uiso 1 1 calc R . . C5 C 0.3810(7) 0.2473(5) 0.1871(3) 0.0358(18) Uani 1 1 d . . . H5A H 0.4214 0.2962 0.1727 0.054 Uiso 1 1 calc R . . H5B H 0.2867 0.2408 0.1625 0.054 Uiso 1 1 calc R . . H5C H 0.4384 0.2023 0.1780 0.054 Uiso 1 1 calc R . . C6 C 0.2782(7) 0.3177(4) 0.2806(4) 0.0370(18) Uani 1 1 d . . . H6A H 0.2801 0.3183 0.3290 0.055 Uiso 1 1 calc R . . H6B H 0.1831 0.3077 0.2583 0.055 Uiso 1 1 calc R . . H6C H 0.3099 0.3689 0.2661 0.055 Uiso 1 1 calc R . . C7 C 0.8421(6) 0.1855(4) 0.3930(3) 0.0202(13) Uani 1 1 d . . . H7 H 0.8047 0.1315 0.3996 0.024 Uiso 1 1 calc R . . C8 C 0.9121(6) 0.2167(4) 0.4620(3) 0.0197(14) Uani 1 1 d . . . C9 C 0.9698(6) 0.1529(4) 0.5115(3) 0.0199(13) Uani 1 1 d . . . C10 C 0.8779(7) 0.0929(4) 0.5283(3) 0.0264(14) Uani 1 1 d . . . H10 H 0.7847 0.0908 0.5060 0.032 Uiso 1 1 calc R . . C11 C 0.9259(8) 0.0367(4) 0.5781(3) 0.0325(16) Uani 1 1 d . . . H11 H 0.8644 -0.0021 0.5906 0.039 Uiso 1 1 calc R . . C12 C 1.0653(8) 0.0384(4) 0.6089(4) 0.0380(18) Uani 1 1 d . . . H12 H 1.0975 0.0010 0.6427 0.046 Uiso 1 1 calc R . . C13 C 1.1573(8) 0.0946(4) 0.5904(4) 0.0379(18) Uani 1 1 d . . . H13 H 1.2522 0.0937 0.6104 0.046 Uiso 1 1 calc R . . C14 C 1.1103(7) 0.1529(4) 0.5418(3) 0.0280(15) Uani 1 1 d . . . H14 H 1.1727 0.1915 0.5299 0.034 Uiso 1 1 calc R . . C15 C 0.9908(6) 0.3281(4) 0.5328(3) 0.0208(14) Uani 1 1 d . . . C16 C 0.9263(6) 0.3250(4) 0.5913(3) 0.0224(14) Uani 1 1 d . . . C17 C 0.7854(7) 0.2838(4) 0.5938(3) 0.0293(16) Uani 1 1 d . . . H17 H 0.7732 0.2428 0.5578 0.035 Uiso 1 1 calc R . . C18 C 0.6655(8) 0.3439(6) 0.5768(4) 0.054(2) Uani 1 1 d . . . H18A H 0.6763 0.3864 0.6101 0.080 Uiso 1 1 calc R . . H18B H 0.5764 0.3172 0.5772 0.080 Uiso 1 1 calc R . . H18C H 0.6679 0.3663 0.5324 0.080 Uiso 1 1 calc R . . C19 C 0.7793(8) 0.2407(5) 0.6603(4) 0.0382(18) Uani 1 1 d . . . H19A H 0.8579 0.2040 0.6696 0.057 Uiso 1 1 calc R . . H19B H 0.6920 0.2111 0.6569 0.057 Uiso 1 1 calc R . . H19C H 0.7842 0.2795 0.6964 0.057 Uiso 1 1 calc R . . C20 C 0.9916(7) 0.3668(4) 0.6483(3) 0.0282(15) Uani 1 1 d . . . H20 H 0.9505 0.3670 0.6878 0.034 Uiso 1 1 calc R . . C21 C 1.1159(7) 0.4075(4) 0.6468(3) 0.0269(15) Uani 1 1 d . . . C22 C 1.1793(7) 0.4114(4) 0.5891(3) 0.0269(14) Uani 1 1 d . . . H22 H 1.2628 0.4403 0.5893 0.032 Uiso 1 1 calc R . . C23 C 1.1160(7) 0.3711(4) 0.5301(3) 0.0236(14) Uani 1 1 d . . . C24 C 1.1778(7) 0.3767(4) 0.4640(3) 0.0274(15) Uani 1 1 d . . . H24 H 1.1592 0.3251 0.4401 0.033 Uiso 1 1 calc R . . C25 C 1.3360(8) 0.3908(6) 0.4740(4) 0.054(2) Uani 1 1 d . . . H25A H 1.3566 0.4438 0.4924 0.081 Uiso 1 1 calc R . . H25B H 1.3691 0.3864 0.4309 0.081 Uiso 1 1 calc R . . H25C H 1.3828 0.3512 0.5049 0.081 Uiso 1 1 calc R . . C26 C 1.1006(8) 0.4425(4) 0.4186(4) 0.0351(17) Uani 1 1 d . . . H26A H 1.1232 0.4943 0.4390 0.053 Uiso 1 1 calc R . . H26B H 1.0000 0.4337 0.4138 0.053 Uiso 1 1 calc R . . H26C H 1.1300 0.4407 0.3746 0.053 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 0.02204(12) 0.01510(12) 0.02000(13) 0.00287(11) 0.00106(9) -0.00174(11) Br1 0.0518(4) 0.0249(4) 0.0343(4) -0.0049(3) 0.0173(3) -0.0011(3) Br2 0.0350(4) 0.0205(4) 0.0429(4) 0.0088(3) 0.0046(3) -0.0068(3) Br3 0.0657(5) 0.0427(5) 0.0350(4) -0.0011(4) 0.0263(4) 0.0005(4) Br4 0.0314(4) 0.0385(4) 0.0203(3) -0.0023(3) 0.0045(3) 0.0027(3) Br5 0.0517(5) 0.0386(5) 0.0328(4) -0.0048(3) -0.0081(3) -0.0099(4) N1 0.025(3) 0.016(3) 0.021(3) 0.001(2) 0.002(2) -0.001(2) N2 0.022(3) 0.014(3) 0.014(3) 0.000(2) -0.007(2) -0.005(2) N3 0.025(3) 0.019(3) 0.015(3) -0.002(2) 0.003(2) -0.004(2) C1 0.026(3) 0.018(3) 0.011(3) -0.003(2) 0.003(2) 0.001(3) C2 0.034(4) 0.014(3) 0.019(3) 0.005(3) -0.002(3) -0.004(3) C3 0.031(4) 0.013(3) 0.027(4) 0.003(3) 0.004(3) -0.004(3) C4 0.025(3) 0.022(4) 0.032(4) 0.004(3) 0.002(3) 0.000(3) C5 0.031(4) 0.045(5) 0.029(4) -0.005(3) -0.004(3) -0.005(3) C6 0.029(4) 0.036(4) 0.045(5) 0.000(4) 0.003(3) 0.004(3) C7 0.026(3) 0.018(3) 0.016(3) 0.003(3) 0.002(3) 0.002(3) C8 0.014(3) 0.026(4) 0.019(3) -0.007(3) 0.004(2) -0.006(3) C9 0.026(3) 0.022(3) 0.010(3) -0.004(2) -0.002(2) 0.000(3) C10 0.024(3) 0.026(4) 0.028(4) 0.006(3) 0.000(3) -0.002(3) C11 0.044(4) 0.028(4) 0.028(4) 0.004(3) 0.013(3) 0.005(3) C12 0.058(5) 0.027(4) 0.024(4) 0.004(3) -0.012(3) 0.013(4) C13 0.033(4) 0.028(4) 0.045(4) -0.002(4) -0.016(3) 0.013(3) C14 0.029(4) 0.020(4) 0.031(4) -0.008(3) -0.007(3) 0.004(3) C15 0.027(3) 0.014(3) 0.018(3) -0.005(3) -0.005(3) -0.003(3) C16 0.026(3) 0.020(3) 0.020(3) -0.002(3) -0.002(3) 0.000(3) C17 0.033(4) 0.035(4) 0.019(3) -0.005(3) 0.002(3) -0.008(3) C18 0.037(4) 0.079(7) 0.044(5) 0.024(5) 0.006(4) -0.002(4) C19 0.039(4) 0.033(4) 0.041(5) 0.007(4) 0.003(3) -0.010(3) C20 0.040(4) 0.025(4) 0.019(3) -0.001(3) 0.003(3) -0.002(3) C21 0.040(4) 0.019(3) 0.017(3) 0.002(3) -0.009(3) -0.005(3) C22 0.029(3) 0.020(3) 0.030(4) 0.001(3) -0.005(3) -0.007(3) C23 0.028(3) 0.017(3) 0.024(3) 0.005(3) -0.003(3) 0.002(3) C24 0.026(3) 0.023(4) 0.033(4) -0.003(3) 0.003(3) -0.001(3) C25 0.032(4) 0.081(7) 0.050(5) -0.009(5) 0.010(4) -0.007(4) C26 0.049(4) 0.031(4) 0.027(4) 0.008(3) 0.011(3) 0.005(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 2.010(6) . ? Au1 Br3 2.4086(8) . ? Au1 Br1 2.4219(7) . ? Au1 Br2 2.4320(7) . ? Br4 C7 1.960(6) . ? Br5 C21 1.905(6) . ? N1 C1 1.334(8) . ? N1 C3 1.394(8) . ? N1 C4 1.487(8) . ? N2 C1 1.345(8) . ? N2 C2 1.384(8) . ? N2 C7 1.453(7) . ? N3 C8 1.276(8) . ? N3 C15 1.446(7) . ? C2 C3 1.336(9) . ? C2 H2 0.9300 . ? C3 H3 0.9300 . ? C4 C5 1.503(9) . ? C4 C6 1.515(9) . ? C4 H4 0.9800 . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 C8 1.518(8) . ? C7 H7 0.9800 . ? C8 C9 1.490(9) . ? C9 C14 1.381(9) . ? C9 C10 1.401(9) . ? C10 C11 1.383(9) . ? C10 H10 0.9300 . ? C11 C12 1.375(10) . ? C11 H11 0.9300 . ? C12 C13 1.368(11) . ? C12 H12 0.9300 . ? C13 C14 1.389(10) . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? C15 C23 1.399(9) . ? C15 C16 1.398(9) . ? C16 C20 1.389(9) . ? C16 C17 1.515(9) . ? C17 C19 1.510(9) . ? C17 C18 1.515(11) . ? C17 H17 0.9800 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 C21 1.369(9) . ? C20 H20 0.9300 . ? C21 C22 1.379(9) . ? C22 C23 1.400(9) . ? C22 H22 0.9300 . ? C23 C24 1.524(9) . ? C24 C25 1.509(9) . ? C24 C26 1.530(9) . ? C24 H24 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 . ? 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 Br3 87.18(16) . . ? C1 Au1 Br1 88.15(16) . . ? Br3 Au1 Br1 175.19(3) . . ? C1 Au1 Br2 178.92(17) . . ? Br3 Au1 Br2 92.08(3) . . ? Br1 Au1 Br2 92.61(3) . . ? C1 N1 C3 109.0(5) . . ? C1 N1 C4 125.3(5) . . ? C3 N1 C4 125.4(5) . . ? C1 N2 C2 109.2(5) . . ? C1 N2 C7 122.2(5) . . ? C2 N2 C7 128.4(5) . . ? C8 N3 C15 121.0(5) . . ? N1 C1 N2 107.4(5) . . ? N1 C1 Au1 125.0(4) . . ? N2 C1 Au1 127.6(4) . . ? C3 C2 N2 107.3(5) . . ? C3 C2 H2 126.4 . . ? N2 C2 H2 126.4 . . ? C2 C3 N1 107.2(6) . . ? C2 C3 H3 126.4 . . ? N1 C3 H3 126.4 . . ? N1 C4 C5 109.8(5) . . ? N1 C4 C6 110.8(5) . . ? C5 C4 C6 113.1(6) . . ? N1 C4 H4 107.7 . . ? C5 C4 H4 107.7 . . ? C6 C4 H4 107.7 . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C4 C6 H6A 109.5 . . ? C4 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C4 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N2 C7 C8 116.2(5) . . ? N2 C7 Br4 110.6(4) . . ? C8 C7 Br4 105.7(4) . . ? N2 C7 H7 108.0 . . ? C8 C7 H7 108.0 . . ? Br4 C7 H7 108.0 . . ? N3 C8 C9 127.9(6) . . ? N3 C8 C7 117.2(6) . . ? C9 C8 C7 114.8(5) . . ? C14 C9 C10 119.8(6) . . ? C14 C9 C8 121.4(6) . . ? C10 C9 C8 118.8(5) . . ? C11 C10 C9 119.9(6) . . ? C11 C10 H10 120.1 . . ? C9 C10 H10 120.1 . . ? C12 C11 C10 119.6(7) . . ? C12 C11 H11 120.2 . . ? C10 C11 H11 120.2 . . ? C13 C12 C11 120.8(7) . . ? C13 C12 H12 119.6 . . ? C11 C12 H12 119.6 . . ? C12 C13 C14 120.5(6) . . ? C12 C13 H13 119.7 . . ? C14 C13 H13 119.7 . . ? C9 C14 C13 119.3(7) . . ? C9 C14 H14 120.4 . . ? C13 C14 H14 120.4 . . ? C23 C15 C16 122.6(6) . . ? C23 C15 N3 116.9(5) . . ? C16 C15 N3 120.1(5) . . ? C20 C16 C15 117.3(6) . . ? C20 C16 C17 119.1(6) . . ? C15 C16 C17 123.5(5) . . ? C19 C17 C18 112.0(6) . . ? C19 C17 C16 113.4(6) . . ? C18 C17 C16 109.8(6) . . ? C19 C17 H17 107.1 . . ? C18 C17 H17 107.1 . . ? C16 C17 H17 107.1 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C21 C20 C16 120.6(6) . . ? C21 C20 H20 119.7 . . ? C16 C20 H20 119.7 . . ? C20 C21 C22 122.2(6) . . ? C20 C21 Br5 118.8(5) . . ? C22 C21 Br5 118.8(5) . . ? C21 C22 C23 119.1(6) . . ? C21 C22 H22 120.5 . . ? C23 C22 H22 120.5 . . ? C15 C23 C22 118.1(6) . . ? C15 C23 C24 120.7(6) . . ? C22 C23 C24 121.2(6) . . ? C25 C24 C23 114.2(6) . . ? C25 C24 C26 110.3(6) . . ? C23 C24 C26 109.6(5) . . ? C25 C24 H24 107.5 . . ? C23 C24 H24 107.5 . . ? C26 C24 H24 107.5 . . ? 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 . . ? 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 C3 N1 C1 N2 1.5(7) . . . . ? C4 N1 C1 N2 175.3(5) . . . . ? C3 N1 C1 Au1 179.0(4) . . . . ? C4 N1 C1 Au1 -7.2(8) . . . . ? C2 N2 C1 N1 -1.1(7) . . . . ? C7 N2 C1 N1 -176.1(5) . . . . ? C2 N2 C1 Au1 -178.5(4) . . . . ? C7 N2 C1 Au1 6.5(8) . . . . ? Br3 Au1 C1 N1 -84.1(5) . . . . ? Br1 Au1 C1 N1 97.1(5) . . . . ? Br2 Au1 C1 N1 -37(9) . . . . ? Br3 Au1 C1 N2 92.9(5) . . . . ? Br1 Au1 C1 N2 -86.0(5) . . . . ? Br2 Au1 C1 N2 140(9) . . . . ? C1 N2 C2 C3 0.2(7) . . . . ? C7 N2 C2 C3 174.8(6) . . . . ? N2 C2 C3 N1 0.7(7) . . . . ? C1 N1 C3 C2 -1.4(7) . . . . ? C4 N1 C3 C2 -175.2(6) . . . . ? C1 N1 C4 C5 -102.4(7) . . . . ? C3 N1 C4 C5 70.4(8) . . . . ? C1 N1 C4 C6 132.0(6) . . . . ? C3 N1 C4 C6 -55.1(8) . . . . ? C1 N2 C7 C8 -126.8(6) . . . . ? C2 N2 C7 C8 59.2(8) . . . . ? C1 N2 C7 Br4 112.8(5) . . . . ? C2 N2 C7 Br4 -61.2(7) . . . . ? C15 N3 C8 C9 -1.3(9) . . . . ? C15 N3 C8 C7 -177.6(5) . . . . ? N2 C7 C8 N3 -33.6(8) . . . . ? Br4 C7 C8 N3 89.5(6) . . . . ? N2 C7 C8 C9 149.7(5) . . . . ? Br4 C7 C8 C9 -87.3(5) . . . . ? N3 C8 C9 C14 -52.2(9) . . . . ? C7 C8 C9 C14 124.1(6) . . . . ? N3 C8 C9 C10 126.6(7) . . . . ? C7 C8 C9 C10 -57.1(7) . . . . ? C14 C9 C10 C11 3.9(10) . . . . ? C8 C9 C10 C11 -175.0(6) . . . . ? C9 C10 C11 C12 -2.4(10) . . . . ? C10 C11 C12 C13 -0.7(11) . . . . ? C11 C12 C13 C14 2.5(11) . . . . ? C10 C9 C14 C13 -2.1(9) . . . . ? C8 C9 C14 C13 176.7(6) . . . . ? C12 C13 C14 C9 -1.0(11) . . . . ? C8 N3 C15 C23 113.8(7) . . . . ? C8 N3 C15 C16 -72.4(8) . . . . ? C23 C15 C16 C20 -0.1(9) . . . . ? N3 C15 C16 C20 -173.6(6) . . . . ? C23 C15 C16 C17 175.5(6) . . . . ? N3 C15 C16 C17 2.0(9) . . . . ? C20 C16 C17 C19 -42.0(9) . . . . ? C15 C16 C17 C19 142.4(7) . . . . ? C20 C16 C17 C18 84.2(8) . . . . ? C15 C16 C17 C18 -91.4(8) . . . . ? C15 C16 C20 C21 -1.4(10) . . . . ? C17 C16 C20 C21 -177.2(6) . . . . ? C16 C20 C21 C22 2.1(11) . . . . ? C16 C20 C21 Br5 178.8(5) . . . . ? C20 C21 C22 C23 -1.2(10) . . . . ? Br5 C21 C22 C23 -177.8(5) . . . . ? C16 C15 C23 C22 1.0(9) . . . . ? N3 C15 C23 C22 174.7(5) . . . . ? C16 C15 C23 C24 -176.5(6) . . . . ? N3 C15 C23 C24 -2.8(9) . . . . ? C21 C22 C23 C15 -0.3(9) . . . . ? C21 C22 C23 C24 177.1(6) . . . . ? C15 C23 C24 C25 -154.3(7) . . . . ? C22 C23 C24 C25 28.3(9) . . . . ? C15 C23 C24 C26 81.4(8) . . . . ? C22 C23 C24 C26 -96.0(7) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.145 _refine_diff_density_min -1.515 _refine_diff_density_rms 0.148 #===END data_4d _database_code_depnum_ccdc_archive 'CCDC 668893' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H31 Au Br5 N3' _chemical_formula_weight 1030.09 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' Br Br -0.2901 2.4595 '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 'P 21/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 18.2378(7) _cell_length_b 11.2739(3) _cell_length_c 16.6212(5) _cell_angle_alpha 90.00 _cell_angle_beta 98.454(4) _cell_angle_gamma 90.00 _cell_volume 3380.37(19) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 6659 _cell_measurement_theta_min 3.0645 _cell_measurement_theta_max 32.5242 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.024 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1944 _exptl_absorpt_coefficient_mu 10.286 _exptl_absorpt_correction_T_min 0.1277 _exptl_absorpt_correction_T_max 0.2007 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET) (compiled Oct 18 2006,16:28:17) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OXFORD DIFFRACTION XCALIBUR-S' _diffrn_measurement_method \w/q-scan _diffrn_detector_area_resol_mean 15.9948 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19796 _diffrn_reflns_av_R_equivalents 0.0506 _diffrn_reflns_av_sigmaI/netI 0.0831 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.07 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5859 _reflns_number_gt 3553 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd.,' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Ortep3 _computing_publication_material Shelx97 _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^)+(0.0494P)^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 5859 _refine_ls_number_parameters 326 _refine_ls_number_restraints 55 _refine_ls_R_factor_all 0.0937 _refine_ls_R_factor_gt 0.0430 _refine_ls_wR_factor_ref 0.1158 _refine_ls_wR_factor_gt 0.0890 _refine_ls_goodness_of_fit_ref 1.136 _refine_ls_restrained_S_all 1.131 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Au1 Au 0.64255(2) 0.40542(3) 0.05873(2) 0.04253(15) Uani 1 1 d . . . Br1 Br 0.67735(11) 0.56632(12) 0.15057(9) 0.1087(6) Uani 1 1 d . . . Br2 Br 0.64138(8) 0.52732(11) -0.06195(7) 0.0781(4) Uani 1 1 d . . . Br3 Br 0.60785(12) 0.23203(12) -0.02173(7) 0.1113(6) Uani 1 1 d . . . Br4 Br 0.85175(6) 0.30288(11) 0.26087(7) 0.0633(3) Uani 1 1 d . . . Br5 Br 0.88255(8) -0.45071(10) 0.07977(8) 0.0798(4) Uani 1 1 d U . . N1 N 0.5915(4) 0.2765(7) 0.1969(4) 0.0370(19) Uani 1 1 d . . . N2 N 0.7065(4) 0.2444(6) 0.1934(4) 0.0345(18) Uani 1 1 d . . . N3 N 0.7816(4) 0.0466(7) 0.1518(4) 0.0361(18) Uani 1 1 d . . . C1 C 0.6474(5) 0.3017(8) 0.1574(5) 0.039(2) Uani 1 1 d . . . C2 C 0.6162(6) 0.2002(9) 0.2599(6) 0.051(3) Uani 1 1 d . . . H2 H 0.5872 0.1684 0.2979 0.062 Uiso 1 1 calc R . . C3 C 0.6880(6) 0.1790(9) 0.2582(5) 0.047(3) Uani 1 1 d . . . H3 H 0.7198 0.1292 0.2939 0.057 Uiso 1 1 calc R . . C4 C 0.5148(5) 0.3180(10) 0.1760(5) 0.047(3) Uani 1 1 d . . . H4A H 0.4833 0.2515 0.1522 0.057 Uiso 1 1 calc R . . H4B H 0.5128 0.3813 0.1344 0.057 Uiso 1 1 calc R . . C5 C 0.4842(5) 0.3657(8) 0.2502(6) 0.040(2) Uani 1 1 d . . . C6 C 0.5197(5) 0.4500(10) 0.3002(6) 0.054(3) Uani 1 1 d . . . H6 H 0.5663 0.4797 0.2903 0.065 Uiso 1 1 calc R . . C7 C 0.4884(7) 0.4926(10) 0.3653(6) 0.067(3) Uani 1 1 d . . . H7 H 0.5147 0.5487 0.4012 0.081 Uiso 1 1 calc R . . C8 C 0.4206(6) 0.4555(11) 0.3786(7) 0.064(3) Uani 1 1 d . . . H8 H 0.3989 0.4858 0.4230 0.077 Uiso 1 1 calc R . . C9 C 0.3846(6) 0.3745(11) 0.3276(7) 0.068(3) Uani 1 1 d . . . H9 H 0.3369 0.3483 0.3362 0.082 Uiso 1 1 calc R . . C10 C 0.4158(6) 0.3283(9) 0.2627(6) 0.053(3) Uani 1 1 d . . . H10 H 0.3896 0.2713 0.2274 0.064 Uiso 1 1 calc R . . C11 C 0.7781(5) 0.2529(8) 0.1677(5) 0.037(2) Uani 1 1 d . . . H11 H 0.7754 0.3163 0.1253 0.044 Uiso 1 1 calc R . . C12 C 0.8079(5) 0.1450(8) 0.1341(5) 0.029(2) Uani 1 1 d . . . C13 C 0.8701(7) 0.1648(10) 0.0862(7) 0.0794(17) Uani 1 1 d DU . . C14 C 0.8621(7) 0.2478(9) 0.0247(7) 0.0794(17) Uani 1 1 d DU . . H14 H 0.8174 0.2921 0.0145 0.095 Uiso 1 1 calc R . . C15 C 0.9181(7) 0.2692(10) -0.0234(7) 0.0794(17) Uani 1 1 d DU . . H15 H 0.9127 0.3266 -0.0657 0.095 Uiso 1 1 calc R . . C16 C 0.9797(7) 0.2032(10) -0.0057(8) 0.0794(17) Uani 1 1 d DU . . H16 H 1.0173 0.2126 -0.0392 0.095 Uiso 1 1 calc R . . C17 C 0.9926(7) 0.1240(10) 0.0566(7) 0.0794(17) Uani 1 1 d DU . . H17 H 1.0386 0.0833 0.0680 0.095 Uiso 1 1 calc R . . C18 C 0.9366(7) 0.1046(10) 0.1028(8) 0.0794(17) Uani 1 1 d DU . . H18 H 0.9440 0.0494 0.1464 0.095 Uiso 1 1 calc R . . C19 C 0.8077(5) -0.0657(7) 0.1304(5) 0.033(2) Uani 1 1 d . . . C20 C 0.8502(5) -0.1322(8) 0.1937(5) 0.037(2) Uani 1 1 d . . . C21 C 0.8674(6) -0.0824(9) 0.2786(6) 0.056(3) Uani 1 1 d . . . H21 H 0.8646 0.0059 0.2736 0.067 Uiso 1 1 calc R . . C22 C 0.8086(9) -0.1198(15) 0.3287(8) 0.128(6) Uani 1 1 d . . . H22A H 0.7600 -0.0925 0.3022 0.192 Uiso 1 1 calc R . . H22B H 0.8194 -0.0846 0.3831 0.192 Uiso 1 1 calc R . . H22C H 0.8083 -0.2064 0.3333 0.192 Uiso 1 1 calc R . . C23 C 0.9422(8) -0.1112(16) 0.3202(9) 0.152(8) Uani 1 1 d . . . H23A H 0.9401 -0.1833 0.3527 0.229 Uiso 1 1 calc R . . H23B H 0.9608 -0.0453 0.3560 0.229 Uiso 1 1 calc R . . H23C H 0.9754 -0.1241 0.2798 0.229 Uiso 1 1 calc R . . C24 C 0.8718(5) -0.2460(8) 0.1774(6) 0.047(3) Uani 1 1 d . . . H24 H 0.9000 -0.2917 0.2189 0.056 Uiso 1 1 calc R . . C25 C 0.8523(5) -0.2934(7) 0.1001(6) 0.044(2) Uani 1 1 d U . . C26 C 0.8121(5) -0.2318(7) 0.0401(6) 0.037(2) Uani 1 1 d . . . H26 H 0.7991 -0.2670 -0.0120 0.044 Uiso 1 1 calc R . . C27 C 0.7893(5) -0.1159(8) 0.0536(5) 0.036(2) Uani 1 1 d . . . C28 C 0.7426(6) -0.0503(8) -0.0167(5) 0.046(3) Uani 1 1 d . . . H28 H 0.7233 0.0242 0.0052 0.055 Uiso 1 1 calc R . . C29 C 0.6774(6) -0.1231(9) -0.0553(7) 0.062(3) Uani 1 1 d . . . H29A H 0.6952 -0.1905 -0.0843 0.093 Uiso 1 1 calc R . . H29B H 0.6447 -0.0737 -0.0937 0.093 Uiso 1 1 calc R . . H29C H 0.6499 -0.1525 -0.0129 0.093 Uiso 1 1 calc R . . C30 C 0.7907(6) -0.0164(10) -0.0821(6) 0.067(3) Uani 1 1 d . . . H30A H 0.8088 -0.0886 -0.1055 0.101 Uiso 1 1 calc R . . H30B H 0.8329 0.0314 -0.0573 0.101 Uiso 1 1 calc R . . H30C H 0.7609 0.0296 -0.1251 0.101 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 0.0498(3) 0.0379(2) 0.0411(2) 0.00547(18) 0.01079(17) 0.0113(2) Br1 0.1805(17) 0.0573(8) 0.0971(10) -0.0261(8) 0.0493(11) -0.0374(10) Br2 0.1018(10) 0.0653(8) 0.0690(8) 0.0334(7) 0.0187(7) 0.0078(7) Br3 0.233(2) 0.0551(8) 0.0391(7) -0.0008(6) -0.0032(9) -0.0162(10) Br4 0.0575(7) 0.0719(8) 0.0588(7) -0.0287(6) 0.0034(6) -0.0018(6) Br5 0.1107(11) 0.0351(6) 0.0986(10) 0.0055(6) 0.0319(9) 0.0254(7) N1 0.034(5) 0.045(5) 0.035(4) -0.001(4) 0.016(4) 0.012(4) N2 0.034(4) 0.037(4) 0.037(4) 0.005(4) 0.021(4) 0.014(4) N3 0.045(5) 0.034(4) 0.031(4) -0.001(3) 0.010(4) 0.011(4) C1 0.032(5) 0.054(6) 0.031(5) -0.007(5) 0.000(4) 0.018(5) C2 0.046(7) 0.069(8) 0.046(6) 0.006(6) 0.029(5) 0.005(6) C3 0.063(8) 0.050(6) 0.029(5) -0.007(5) 0.009(5) -0.004(6) C4 0.027(6) 0.072(7) 0.043(6) -0.011(5) 0.004(5) 0.008(5) C5 0.022(5) 0.046(6) 0.054(6) 0.015(5) 0.009(5) 0.005(5) C6 0.032(6) 0.069(8) 0.061(7) 0.002(6) 0.003(5) -0.020(6) C7 0.087(10) 0.061(8) 0.054(7) -0.020(6) 0.011(7) 0.016(7) C8 0.049(7) 0.084(9) 0.066(8) -0.003(7) 0.032(6) 0.015(7) C9 0.050(7) 0.083(9) 0.079(8) -0.013(7) 0.037(7) -0.016(7) C10 0.052(7) 0.046(6) 0.066(7) -0.013(5) 0.021(6) -0.010(6) C11 0.048(6) 0.029(5) 0.036(5) 0.009(4) 0.017(5) 0.012(4) C12 0.031(5) 0.029(5) 0.028(5) -0.001(4) 0.004(4) -0.004(4) C13 0.095(4) 0.058(3) 0.099(4) -0.021(3) 0.059(4) -0.021(3) C14 0.095(4) 0.058(3) 0.099(4) -0.021(3) 0.059(4) -0.021(3) C15 0.095(4) 0.058(3) 0.099(4) -0.021(3) 0.059(4) -0.021(3) C16 0.095(4) 0.058(3) 0.099(4) -0.021(3) 0.059(4) -0.021(3) C17 0.095(4) 0.058(3) 0.099(4) -0.021(3) 0.059(4) -0.021(3) C18 0.095(4) 0.058(3) 0.099(4) -0.021(3) 0.059(4) -0.021(3) C19 0.028(5) 0.032(5) 0.038(5) -0.004(4) 0.004(4) -0.009(4) C20 0.037(5) 0.038(6) 0.039(5) 0.008(4) 0.011(5) 0.010(5) C21 0.067(8) 0.046(6) 0.053(6) 0.011(6) 0.003(6) 0.024(6) C22 0.172(16) 0.168(17) 0.051(8) -0.013(9) 0.041(10) -0.035(14) C23 0.119(14) 0.21(2) 0.104(12) -0.071(13) -0.066(11) 0.060(14) C24 0.058(7) 0.034(6) 0.049(6) 0.010(5) 0.008(5) -0.003(5) C25 0.058(7) 0.011(4) 0.064(7) 0.023(5) 0.014(6) -0.004(4) C26 0.046(6) 0.016(4) 0.050(6) -0.008(4) 0.011(5) -0.003(4) C27 0.035(5) 0.041(6) 0.032(5) -0.006(4) 0.004(4) 0.005(5) C28 0.075(8) 0.021(5) 0.044(6) -0.011(4) 0.013(6) 0.020(5) C29 0.047(6) 0.060(7) 0.071(8) 0.001(6) -0.019(6) 0.013(6) C30 0.093(9) 0.060(8) 0.040(6) 0.009(6) -0.016(6) -0.031(7) _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 2.005(9) . ? Au1 Br1 2.3956(14) . ? Au1 Br3 2.4002(13) . ? Au1 Br2 2.4290(11) . ? Br4 C11 1.978(9) . ? Br5 C25 1.902(9) . ? N1 C1 1.322(11) . ? N1 C2 1.379(11) . ? N1 C4 1.468(11) . ? N2 C1 1.321(10) . ? N2 C3 1.387(11) . ? N2 C11 1.436(10) . ? N3 C12 1.261(10) . ? N3 C19 1.416(10) . ? C2 C3 1.336(13) . ? C2 H2 0.9500 . ? C3 H3 0.9500 . ? C4 C5 1.526(12) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C10 1.360(12) . ? C5 C6 1.362(13) . ? C6 C7 1.382(13) . ? C6 H6 0.9500 . ? C7 C8 1.352(15) . ? C7 H7 0.9500 . ? C8 C9 1.350(15) . ? C8 H8 0.9500 . ? C9 C10 1.393(13) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? C11 C12 1.475(11) . ? C11 H11 1.0000 . ? C12 C13 1.495(13) . ? C13 C18 1.382(16) . ? C13 C14 1.378(13) . ? C14 C15 1.408(14) . ? C14 H14 0.9500 . ? C15 C16 1.344(12) . ? C15 H15 0.9500 . ? C16 C17 1.362(16) . ? C16 H16 0.9500 . ? C17 C18 1.381(11) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C19 C27 1.392(12) . ? C19 C20 1.424(12) . ? C20 C24 1.381(12) . ? C20 C21 1.508(13) . ? C21 C23 1.471(16) . ? C21 C22 1.512(16) . ? C21 H21 1.0000 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 C25 1.389(13) . ? C24 H24 0.9500 . ? C25 C26 1.341(12) . ? C26 C27 1.399(11) . ? C26 H26 0.9500 . ? C27 C28 1.532(12) . ? C28 C29 1.508(13) . ? C28 C30 1.543(13) . ? C28 H28 1.0000 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 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 Br1 86.8(3) . . ? C1 Au1 Br3 87.6(3) . . ? Br1 Au1 Br3 174.37(5) . . ? C1 Au1 Br2 177.6(3) . . ? Br1 Au1 Br2 93.85(5) . . ? Br3 Au1 Br2 91.78(5) . . ? C1 N1 C2 108.8(7) . . ? C1 N1 C4 126.3(8) . . ? C2 N1 C4 124.9(8) . . ? C1 N2 C3 109.7(7) . . ? C1 N2 C11 123.3(7) . . ? C3 N2 C11 127.0(8) . . ? C12 N3 C19 125.0(7) . . ? N1 C1 N2 107.9(8) . . ? N1 C1 Au1 125.9(6) . . ? N2 C1 Au1 126.2(7) . . ? C3 C2 N1 107.8(8) . . ? C3 C2 H2 126.1 . . ? N1 C2 H2 126.1 . . ? C2 C3 N2 105.8(9) . . ? C2 C3 H3 127.1 . . ? N2 C3 H3 127.1 . . ? N1 C4 C5 111.7(7) . . ? N1 C4 H4A 109.3 . . ? C5 C4 H4A 109.3 . . ? N1 C4 H4B 109.3 . . ? C5 C4 H4B 109.3 . . ? H4A C4 H4B 107.9 . . ? C10 C5 C6 119.2(9) . . ? C10 C5 C4 117.8(9) . . ? C6 C5 C4 122.8(8) . . ? C5 C6 C7 120.4(9) . . ? C5 C6 H6 119.8 . . ? C7 C6 H6 119.8 . . ? C8 C7 C6 120.9(11) . . ? C8 C7 H7 119.6 . . ? C6 C7 H7 119.6 . . ? C9 C8 C7 118.6(10) . . ? C9 C8 H8 120.7 . . ? C7 C8 H8 120.7 . . ? C8 C9 C10 121.5(10) . . ? C8 C9 H9 119.2 . . ? C10 C9 H9 119.2 . . ? C5 C10 C9 119.4(10) . . ? C5 C10 H10 120.3 . . ? C9 C10 H10 120.3 . . ? N2 C11 C12 117.4(7) . . ? N2 C11 Br4 109.2(5) . . ? C12 C11 Br4 106.5(6) . . ? N2 C11 H11 107.8 . . ? C12 C11 H11 107.8 . . ? Br4 C11 H11 107.8 . . ? N3 C12 C11 117.6(7) . . ? N3 C12 C13 126.9(8) . . ? C11 C12 C13 115.5(8) . . ? C18 C13 C14 118.4(11) . . ? C18 C13 C12 122.2(10) . . ? C14 C13 C12 119.4(11) . . ? C13 C14 C15 122.1(12) . . ? C13 C14 H14 118.9 . . ? C15 C14 H14 118.9 . . ? C16 C15 C14 115.7(12) . . ? C16 C15 H15 122.1 . . ? C14 C15 H15 122.1 . . ? C15 C16 C17 125.1(12) . . ? C15 C16 H16 117.5 . . ? C17 C16 H16 117.5 . . ? C16 C17 C18 117.8(13) . . ? C16 C17 H17 121.1 . . ? C18 C17 H17 121.1 . . ? C13 C18 C17 120.7(13) . . ? C13 C18 H18 119.6 . . ? C17 C18 H18 119.6 . . ? C27 C19 N3 123.3(8) . . ? C27 C19 C20 119.7(8) . . ? N3 C19 C20 116.8(8) . . ? C24 C20 C19 118.9(9) . . ? C24 C20 C21 120.2(8) . . ? C19 C20 C21 120.7(8) . . ? C23 C21 C22 111.3(12) . . ? C23 C21 C20 114.2(9) . . ? C22 C21 C20 110.1(10) . . ? C23 C21 H21 107.0 . . ? C22 C21 H21 107.0 . . ? C20 C21 H21 107.0 . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C21 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C20 C24 C25 119.8(9) . . ? C20 C24 H24 120.1 . . ? C25 C24 H24 120.1 . . ? C26 C25 C24 121.7(8) . . ? C26 C25 Br5 119.5(7) . . ? C24 C25 Br5 118.8(7) . . ? C25 C26 C27 120.5(8) . . ? C25 C26 H26 119.8 . . ? C27 C26 H26 119.8 . . ? C26 C27 C19 119.3(8) . . ? C26 C27 C28 118.3(8) . . ? C19 C27 C28 122.4(8) . . ? C29 C28 C27 112.2(8) . . ? C29 C28 C30 109.2(8) . . ? C27 C28 C30 110.3(8) . . ? C29 C28 H28 108.3 . . ? C27 C28 H28 108.3 . . ? C30 C28 H28 108.3 . . ? C28 C29 H29A 109.5 . . ? C28 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C28 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C28 C30 H30A 109.5 . . ? C28 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C28 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 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 C2 N1 C1 N2 -0.3(10) . . . . ? C4 N1 C1 N2 -177.8(8) . . . . ? C2 N1 C1 Au1 178.4(7) . . . . ? C4 N1 C1 Au1 0.9(13) . . . . ? C3 N2 C1 N1 0.6(10) . . . . ? C11 N2 C1 N1 -178.7(7) . . . . ? C3 N2 C1 Au1 -178.1(6) . . . . ? C11 N2 C1 Au1 2.6(12) . . . . ? Br1 Au1 C1 N1 92.1(8) . . . . ? Br3 Au1 C1 N1 -87.7(8) . . . . ? Br2 Au1 C1 N1 -162(6) . . . . ? Br1 Au1 C1 N2 -89.4(8) . . . . ? Br3 Au1 C1 N2 90.7(8) . . . . ? Br2 Au1 C1 N2 17(7) . . . . ? C1 N1 C2 C3 -0.1(11) . . . . ? C4 N1 C2 C3 177.4(8) . . . . ? N1 C2 C3 N2 0.5(11) . . . . ? C1 N2 C3 C2 -0.6(11) . . . . ? C11 N2 C3 C2 178.6(8) . . . . ? C1 N1 C4 C5 -132.7(9) . . . . ? C2 N1 C4 C5 50.1(13) . . . . ? N1 C4 C5 C10 -132.6(9) . . . . ? N1 C4 C5 C6 52.6(13) . . . . ? C10 C5 C6 C7 3.3(16) . . . . ? C4 C5 C6 C7 178.1(9) . . . . ? C5 C6 C7 C8 -2.9(17) . . . . ? C6 C7 C8 C9 0.9(18) . . . . ? C7 C8 C9 C10 0.5(19) . . . . ? C6 C5 C10 C9 -1.9(15) . . . . ? C4 C5 C10 C9 -176.9(10) . . . . ? C8 C9 C10 C5 0.0(18) . . . . ? C1 N2 C11 C12 -113.9(9) . . . . ? C3 N2 C11 C12 67.0(11) . . . . ? C1 N2 C11 Br4 124.8(8) . . . . ? C3 N2 C11 Br4 -54.4(10) . . . . ? C19 N3 C12 C11 -174.7(8) . . . . ? C19 N3 C12 C13 1.4(15) . . . . ? N2 C11 C12 N3 -20.8(12) . . . . ? Br4 C11 C12 N3 101.8(8) . . . . ? N2 C11 C12 C13 162.6(8) . . . . ? Br4 C11 C12 C13 -74.7(9) . . . . ? N3 C12 C13 C18 -48.9(15) . . . . ? C11 C12 C13 C18 127.2(10) . . . . ? N3 C12 C13 C14 132.9(10) . . . . ? C11 C12 C13 C14 -51.0(12) . . . . ? C18 C13 C14 C15 2.8(13) . . . . ? C12 C13 C14 C15 -179.0(9) . . . . ? C13 C14 C15 C16 0.2(13) . . . . ? C14 C15 C16 C17 -3.5(17) . . . . ? C15 C16 C17 C18 3.7(19) . . . . ? C14 C13 C18 C17 -2.6(16) . . . . ? C12 C13 C18 C17 179.2(10) . . . . ? C16 C17 C18 C13 -0.5(17) . . . . ? C12 N3 C19 C27 -79.7(12) . . . . ? C12 N3 C19 C20 105.3(10) . . . . ? C27 C19 C20 C24 -0.4(13) . . . . ? N3 C19 C20 C24 174.8(8) . . . . ? C27 C19 C20 C21 -176.8(9) . . . . ? N3 C19 C20 C21 -1.5(12) . . . . ? C24 C20 C21 C23 41.5(15) . . . . ? C19 C20 C21 C23 -142.2(12) . . . . ? C24 C20 C21 C22 -84.5(12) . . . . ? C19 C20 C21 C22 91.8(12) . . . . ? C19 C20 C24 C25 0.2(13) . . . . ? C21 C20 C24 C25 176.6(9) . . . . ? C20 C24 C25 C26 -0.5(14) . . . . ? C20 C24 C25 Br5 -179.7(7) . . . . ? C24 C25 C26 C27 0.8(14) . . . . ? Br5 C25 C26 C27 -179.9(7) . . . . ? C25 C26 C27 C19 -1.0(13) . . . . ? C25 C26 C27 C28 -179.1(8) . . . . ? N3 C19 C27 C26 -174.1(8) . . . . ? C20 C19 C27 C26 0.8(12) . . . . ? N3 C19 C27 C28 3.8(13) . . . . ? C20 C19 C27 C28 178.8(8) . . . . ? C26 C27 C28 C29 50.3(11) . . . . ? C19 C27 C28 C29 -127.7(9) . . . . ? C26 C27 C28 C30 -71.7(11) . . . . ? C19 C27 C28 C30 110.3(9) . . . . ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 1.530 _refine_diff_density_min -1.532 _refine_diff_density_rms 0.175 #===END #===END data_1d _database_code_depnum_ccdc_archive 'CCDC 671998' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H30 Au Br5 N4' _chemical_formula_weight 995.06 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' Br Br -0.2901 2.4595 '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 'P 21/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 21.6580(7) _cell_length_b 8.9411(3) _cell_length_c 16.8812(7) _cell_angle_alpha 90.00 _cell_angle_beta 109.210(4) _cell_angle_gamma 90.00 _cell_volume 3086.96(19) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 7769 _cell_measurement_theta_min 2.9793 _cell_measurement_theta_max 32.5641 _exptl_crystal_description block _exptl_crystal_colour golden-yellow _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.141 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1872 _exptl_absorpt_coefficient_mu 11.260 _exptl_absorpt_correction_T_min 0.1816 _exptl_absorpt_correction_T_max 0.2235 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET) (compiled Oct 18 2006,16:28:17) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OXFORD DIFFRACTION XCALIBUR-S' _diffrn_measurement_method \w/q-scan _diffrn_detector_area_resol_mean 15.9948 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18095 _diffrn_reflns_av_R_equivalents 0.0433 _diffrn_reflns_av_sigmaI/netI 0.0534 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.99 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5397 _reflns_number_gt 4072 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd.,' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Ortep3 _computing_publication_material Shelx97 _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^)+(0.0307P)^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 5397 _refine_ls_number_parameters 331 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0540 _refine_ls_R_factor_gt 0.0311 _refine_ls_wR_factor_ref 0.0646 _refine_ls_wR_factor_gt 0.0579 _refine_ls_goodness_of_fit_ref 0.986 _refine_ls_restrained_S_all 0.986 _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 0.097907(10) 0.13241(3) 0.385479(15) 0.01802(8) Uani 1 1 d . . . Br1 Br 0.01594(3) 0.28390(9) 0.41636(5) 0.03608(19) Uani 1 1 d . . . Br2 Br 0.09722(3) -0.05666(8) 0.48968(4) 0.02427(16) Uani 1 1 d . . . Br3 Br 0.17622(3) -0.00564(8) 0.34161(4) 0.03180(18) Uani 1 1 d . . . Br4 Br 0.18362(3) 0.62250(8) 0.39725(5) 0.03226(18) Uani 1 1 d . . . Br5 Br 0.51780(3) 0.26451(9) 0.20856(4) 0.03357(19) Uani 1 1 d . . . N1 N 0.0531(2) 0.2765(6) 0.2177(3) 0.0218(13) Uani 1 1 d . . . N2 N 0.1435(2) 0.3765(6) 0.2932(3) 0.0163(11) Uani 1 1 d . . . N3 N 0.2657(2) 0.3558(6) 0.2842(3) 0.0147(11) Uani 1 1 d . . . C1 C 0.0978(3) 0.2758(7) 0.2943(4) 0.0191(14) Uani 1 1 d . . . C2 C 0.0703(3) 0.3807(7) 0.1687(4) 0.0217(15) Uani 1 1 d . . . H2 H 0.0462 0.4041 0.1120 0.026 Uiso 1 1 calc R . . C3 C 0.1266(3) 0.4430(7) 0.2146(3) 0.0200(15) Uani 1 1 d . . . H3 H 0.1503 0.5181 0.1971 0.024 Uiso 1 1 calc R . . C4 C -0.0052(3) 0.1832(8) 0.1898(4) 0.0340(19) Uani 1 1 d . . . H4A H 0.0074 0.0776 0.1980 0.051 Uiso 1 1 calc R . . H4B H -0.0285 0.2017 0.1302 0.051 Uiso 1 1 calc R . . H4C H -0.0339 0.2075 0.2225 0.051 Uiso 1 1 calc R . . C5 C 0.1987(3) 0.4176(7) 0.3661(4) 0.0175(14) Uani 1 1 d . . . H5 H 0.1994 0.3495 0.4134 0.021 Uiso 1 1 calc R . . C6 C 0.2652(3) 0.4095(7) 0.3537(4) 0.0160(14) Uani 1 1 d . . . C7 C 0.3217(3) 0.4657(7) 0.4250(4) 0.0211(15) Uani 1 1 d . . . C8 C 0.3250(3) 0.4333(8) 0.5074(4) 0.0224(15) Uani 1 1 d . . . H8 H 0.2914 0.3764 0.5177 0.027 Uiso 1 1 calc R . . C9 C 0.3767(3) 0.4836(8) 0.5728(4) 0.0296(17) Uani 1 1 d . . . H9 H 0.3795 0.4589 0.6287 0.036 Uiso 1 1 calc R . . C10 C 0.4250(3) 0.5705(8) 0.5587(4) 0.0312(18) Uani 1 1 d . . . H10 H 0.4598 0.6085 0.6047 0.037 Uiso 1 1 calc R . . C11 C 0.4222(3) 0.6012(8) 0.4781(4) 0.0292(17) Uani 1 1 d . . . H11 H 0.4556 0.6585 0.4676 0.035 Uiso 1 1 calc R . . C12 C 0.3703(3) 0.5481(8) 0.4124(4) 0.0238(16) Uani 1 1 d . . . H12 H 0.3686 0.5697 0.3565 0.029 Uiso 1 1 calc R . . C13 C 0.3250(3) 0.3315(7) 0.2676(4) 0.0181(15) Uani 1 1 d . . . C14 C 0.3699(2) 0.2234(7) 0.3130(3) 0.0166(14) Uani 1 1 d . . . C15 C 0.3577(3) 0.1206(7) 0.3769(4) 0.0225(15) Uani 1 1 d . . . H15 H 0.3197 0.1618 0.3910 0.027 Uiso 1 1 calc R . . C16 C 0.3390(3) -0.0354(8) 0.3413(5) 0.040(2) Uani 1 1 d . . . H16A H 0.3033 -0.0285 0.2878 0.059 Uiso 1 1 calc R . . H16B H 0.3249 -0.0951 0.3809 0.059 Uiso 1 1 calc R . . H16C H 0.3769 -0.0832 0.3324 0.059 Uiso 1 1 calc R . . C17 C 0.4158(3) 0.1132(10) 0.4583(4) 0.043(2) Uani 1 1 d . . . H17A H 0.4535 0.0697 0.4470 0.064 Uiso 1 1 calc R . . H17B H 0.4043 0.0509 0.4991 0.064 Uiso 1 1 calc R . . H17C H 0.4267 0.2143 0.4811 0.064 Uiso 1 1 calc R . . C18 C 0.4275(3) 0.2047(7) 0.2925(4) 0.0197(15) Uani 1 1 d . . . H18 H 0.4587 0.1311 0.3205 0.024 Uiso 1 1 calc R . . C19 C 0.4384(3) 0.2933(8) 0.2320(4) 0.0223(15) Uani 1 1 d . . . C20 C 0.3932(3) 0.3933(7) 0.1857(4) 0.0203(15) Uani 1 1 d . . . H20 H 0.4019 0.4486 0.1425 0.024 Uiso 1 1 calc R . . C21 C 0.3347(3) 0.4150(7) 0.2013(3) 0.0151(14) Uani 1 1 d . . . C22 C 0.2824(3) 0.5179(8) 0.1487(4) 0.0240(16) Uani 1 1 d . . . H22 H 0.2393 0.4683 0.1399 0.029 Uiso 1 1 calc R . . C23 C 0.2816(3) 0.6681(8) 0.1923(4) 0.0318(18) Uani 1 1 d . . . H23A H 0.2715 0.6511 0.2441 0.048 Uiso 1 1 calc R . . H23B H 0.2482 0.7332 0.1549 0.048 Uiso 1 1 calc R . . H23C H 0.3246 0.7159 0.2058 0.048 Uiso 1 1 calc R . . C24 C 0.2881(3) 0.5500(9) 0.0616(4) 0.0368(19) Uani 1 1 d . . . H24A H 0.3275 0.6092 0.0681 0.055 Uiso 1 1 calc R . . H24B H 0.2495 0.6060 0.0277 0.055 Uiso 1 1 calc R . . H24C H 0.2907 0.4553 0.0337 0.055 Uiso 1 1 calc R . . C111 C 0.1316(4) 0.5099(11) 0.6008(5) 0.058(3) Uani 1 1 d . . . H11A H 0.1303 0.5998 0.5670 0.087 Uiso 1 1 calc R . . H11B H 0.1528 0.5336 0.6603 0.087 Uiso 1 1 calc R . . H11C H 0.0869 0.4750 0.5918 0.087 Uiso 1 1 calc R . . C222 C 0.1679(3) 0.3948(9) 0.5762(4) 0.0351(19) Uani 1 1 d . . . N111 N 0.1955(3) 0.3022(8) 0.5549(4) 0.0432(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 0.01446(11) 0.01882(14) 0.01971(13) 0.00145(12) 0.00416(9) -0.00208(11) Br1 0.0296(4) 0.0379(5) 0.0481(5) 0.0082(4) 0.0228(3) 0.0092(3) Br2 0.0262(3) 0.0255(4) 0.0194(3) 0.0048(3) 0.0051(3) -0.0052(3) Br3 0.0372(4) 0.0281(4) 0.0349(4) 0.0067(3) 0.0184(3) 0.0124(3) Br4 0.0209(3) 0.0226(4) 0.0474(4) -0.0109(4) 0.0032(3) 0.0048(3) Br5 0.0202(3) 0.0508(5) 0.0348(4) 0.0002(4) 0.0160(3) 0.0017(3) N1 0.018(3) 0.027(3) 0.018(3) 0.012(3) 0.001(2) -0.002(2) N2 0.012(2) 0.020(3) 0.015(3) -0.002(2) 0.0020(19) 0.001(2) N3 0.013(2) 0.014(3) 0.016(3) 0.000(2) 0.0030(19) -0.002(2) C1 0.012(3) 0.015(4) 0.032(4) 0.002(3) 0.010(3) 0.003(3) C2 0.019(3) 0.025(4) 0.016(3) 0.002(3) -0.003(3) 0.004(3) C3 0.018(3) 0.026(4) 0.016(3) 0.010(3) 0.005(3) 0.005(3) C4 0.027(4) 0.033(5) 0.032(4) 0.013(3) -0.004(3) -0.010(3) C5 0.016(3) 0.014(4) 0.023(3) 0.000(3) 0.006(3) -0.001(3) C6 0.013(3) 0.012(4) 0.021(3) 0.000(3) 0.004(3) 0.001(3) C7 0.010(3) 0.019(4) 0.032(4) -0.006(3) 0.004(3) 0.000(3) C8 0.024(3) 0.030(4) 0.013(3) 0.008(3) 0.005(3) 0.005(3) C9 0.032(4) 0.045(5) 0.011(3) -0.006(3) 0.005(3) 0.005(4) C10 0.021(3) 0.040(5) 0.023(4) -0.002(3) -0.005(3) -0.003(3) C11 0.019(3) 0.034(5) 0.033(4) -0.010(3) 0.006(3) -0.008(3) C12 0.017(3) 0.031(4) 0.019(3) 0.002(3) 0.000(3) 0.002(3) C13 0.009(3) 0.022(4) 0.023(3) -0.005(3) 0.004(2) -0.002(3) C14 0.010(3) 0.027(4) 0.011(3) 0.003(3) 0.001(2) -0.001(3) C15 0.017(3) 0.025(4) 0.028(4) 0.000(3) 0.010(3) 0.003(3) C16 0.040(4) 0.021(5) 0.069(6) -0.005(4) 0.033(4) 0.004(3) C17 0.028(4) 0.069(6) 0.032(4) 0.030(4) 0.012(3) 0.014(4) C18 0.016(3) 0.021(4) 0.021(3) -0.007(3) 0.003(3) 0.002(3) C19 0.017(3) 0.028(4) 0.023(4) -0.002(3) 0.008(3) -0.004(3) C20 0.018(3) 0.028(4) 0.014(3) 0.008(3) 0.005(2) -0.004(3) C21 0.014(3) 0.024(4) 0.003(3) -0.002(3) -0.003(2) -0.006(3) C22 0.020(3) 0.028(4) 0.024(4) 0.016(3) 0.007(3) 0.007(3) C23 0.030(4) 0.034(5) 0.026(4) 0.007(3) 0.002(3) 0.005(3) C24 0.039(4) 0.050(5) 0.018(4) 0.009(4) 0.004(3) 0.002(4) C111 0.062(6) 0.072(7) 0.052(5) -0.013(5) 0.033(5) -0.001(5) C222 0.032(4) 0.045(6) 0.034(4) 0.004(4) 0.019(3) -0.009(4) N111 0.038(4) 0.041(5) 0.051(4) 0.009(4) 0.016(3) -0.004(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 2.002(6) . ? Au1 Br3 2.4031(7) . ? Au1 Br1 2.4221(7) . ? Au1 Br2 2.4432(7) . ? Br4 C5 1.963(6) . ? Br5 C19 1.904(6) . ? N1 C1 1.336(7) . ? N1 C2 1.376(8) . ? N1 C4 1.457(8) . ? N2 C1 1.344(7) . ? N2 C3 1.388(7) . ? N2 C5 1.453(7) . ? N3 C6 1.271(7) . ? N3 C13 1.419(7) . ? C2 C3 1.333(8) . ? C2 H2 0.9500 . ? C3 H3 0.9500 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 C6 1.522(8) . ? C5 H5 1.0000 . ? C6 C7 1.493(8) . ? C7 C12 1.359(8) . ? C7 C8 1.399(8) . ? C8 C9 1.364(8) . ? C8 H8 0.9500 . ? C9 C10 1.385(9) . ? C9 H9 0.9500 . ? C10 C11 1.370(9) . ? C10 H10 0.9500 . ? C11 C12 1.377(8) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 C14 1.406(8) . ? C13 C21 1.418(8) . ? C14 C18 1.410(8) . ? C14 C15 1.504(8) . ? C15 C16 1.520(9) . ? C15 C17 1.529(8) . ? C15 H15 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 1.373(9) . ? C18 H18 0.9500 . ? C19 C20 1.366(8) . ? C20 C21 1.389(8) . ? C20 H20 0.9500 . ? C21 C22 1.502(8) . ? C22 C23 1.534(9) . ? C22 C24 1.542(8) . ? C22 H22 1.0000 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C111 C222 1.437(11) . ? C111 H11A 0.9800 . ? C111 H11B 0.9800 . ? C111 H11C 0.9800 . ? C222 N111 1.146(9) . ? 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 Br3 85.11(17) . . ? C1 Au1 Br1 89.51(17) . . ? Br3 Au1 Br1 174.33(3) . . ? C1 Au1 Br2 176.00(18) . . ? Br3 Au1 Br2 92.21(3) . . ? Br1 Au1 Br2 93.06(3) . . ? C1 N1 C2 109.4(5) . . ? C1 N1 C4 125.7(5) . . ? C2 N1 C4 124.8(5) . . ? C1 N2 C3 109.6(5) . . ? C1 N2 C5 124.3(5) . . ? C3 N2 C5 125.9(5) . . ? C6 N3 C13 121.6(5) . . ? N1 C1 N2 106.6(5) . . ? N1 C1 Au1 124.4(4) . . ? N2 C1 Au1 128.7(4) . . ? C3 C2 N1 108.1(5) . . ? C3 C2 H2 126.0 . . ? N1 C2 H2 126.0 . . ? C2 C3 N2 106.3(6) . . ? C2 C3 H3 126.9 . . ? N2 C3 H3 126.9 . . ? N1 C4 H4A 109.5 . . ? N1 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? N1 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N2 C5 C6 115.1(5) . . ? N2 C5 Br4 107.4(4) . . ? C6 C5 Br4 109.3(4) . . ? N2 C5 H5 108.3 . . ? C6 C5 H5 108.3 . . ? Br4 C5 H5 108.3 . . ? N3 C6 C7 128.1(5) . . ? N3 C6 C5 116.2(5) . . ? C7 C6 C5 115.7(5) . . ? C12 C7 C8 118.6(6) . . ? C12 C7 C6 121.9(6) . . ? C8 C7 C6 119.5(6) . . ? C9 C8 C7 119.9(6) . . ? C9 C8 H8 120.1 . . ? C7 C8 H8 120.1 . . ? C8 C9 C10 120.6(6) . . ? C8 C9 H9 119.7 . . ? C10 C9 H9 119.7 . . ? C11 C10 C9 119.6(6) . . ? C11 C10 H10 120.2 . . ? C9 C10 H10 120.2 . . ? C10 C11 C12 119.3(6) . . ? C10 C11 H11 120.4 . . ? C12 C11 H11 120.4 . . ? C7 C12 C11 122.0(6) . . ? C7 C12 H12 119.0 . . ? C11 C12 H12 119.0 . . ? C14 C13 C21 122.5(5) . . ? C14 C13 N3 120.4(5) . . ? C21 C13 N3 117.0(5) . . ? C13 C14 C18 117.2(5) . . ? C13 C14 C15 123.9(5) . . ? C18 C14 C15 118.8(5) . . ? C14 C15 C16 111.4(6) . . ? C14 C15 C17 112.6(5) . . ? C16 C15 C17 110.4(6) . . ? C14 C15 H15 107.4 . . ? C16 C15 H15 107.4 . . ? C17 C15 H15 107.4 . . ? 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 C14 119.8(6) . . ? C19 C18 H18 120.1 . . ? C14 C18 H18 120.1 . . ? C20 C19 C18 122.5(5) . . ? C20 C19 Br5 119.7(5) . . ? C18 C19 Br5 117.7(5) . . ? C19 C20 C21 120.6(6) . . ? C19 C20 H20 119.7 . . ? C21 C20 H20 119.7 . . ? C20 C21 C13 117.2(5) . . ? C20 C21 C22 122.1(5) . . ? C13 C21 C22 120.7(5) . . ? C21 C22 C23 112.2(5) . . ? C21 C22 C24 113.3(5) . . ? C23 C22 C24 108.1(6) . . ? C21 C22 H22 107.6 . . ? C23 C22 H22 107.6 . . ? C24 C22 H22 107.6 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C22 C24 H24A 109.5 . . ? C22 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C22 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C222 C111 H11A 109.5 . . ? C222 C111 H11B 109.5 . . ? H11A C111 H11B 109.5 . . ? C222 C111 H11C 109.5 . . ? H11A C111 H11C 109.5 . . ? H11B C111 H11C 109.5 . . ? N111 C222 C111 178.2(8) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C2 N1 C1 N2 -1.3(7) . . . . ? C4 N1 C1 N2 179.3(6) . . . . ? C2 N1 C1 Au1 -175.2(4) . . . . ? C4 N1 C1 Au1 5.4(9) . . . . ? C3 N2 C1 N1 0.9(7) . . . . ? C5 N2 C1 N1 175.7(5) . . . . ? C3 N2 C1 Au1 174.5(4) . . . . ? C5 N2 C1 Au1 -10.7(9) . . . . ? Br3 Au1 C1 N1 97.8(5) . . . . ? Br1 Au1 C1 N1 -80.4(5) . . . . ? Br2 Au1 C1 N1 50(2) . . . . ? Br3 Au1 C1 N2 -74.7(5) . . . . ? Br1 Au1 C1 N2 107.1(6) . . . . ? Br2 Au1 C1 N2 -123(2) . . . . ? C1 N1 C2 C3 1.2(7) . . . . ? C4 N1 C2 C3 -179.4(6) . . . . ? N1 C2 C3 N2 -0.6(7) . . . . ? C1 N2 C3 C2 -0.2(7) . . . . ? C5 N2 C3 C2 -174.9(5) . . . . ? C1 N2 C5 C6 128.5(6) . . . . ? C3 N2 C5 C6 -57.5(8) . . . . ? C1 N2 C5 Br4 -109.6(6) . . . . ? C3 N2 C5 Br4 64.4(6) . . . . ? C13 N3 C6 C7 4.9(10) . . . . ? C13 N3 C6 C5 -175.0(5) . . . . ? N2 C5 C6 N3 -5.9(8) . . . . ? Br4 C5 C6 N3 -126.8(5) . . . . ? N2 C5 C6 C7 174.1(5) . . . . ? Br4 C5 C6 C7 53.2(6) . . . . ? N3 C6 C7 C12 40.3(10) . . . . ? C5 C6 C7 C12 -139.7(6) . . . . ? N3 C6 C7 C8 -139.7(7) . . . . ? C5 C6 C7 C8 40.3(8) . . . . ? C12 C7 C8 C9 -0.4(10) . . . . ? C6 C7 C8 C9 179.7(6) . . . . ? C7 C8 C9 C10 1.9(10) . . . . ? C8 C9 C10 C11 -2.6(11) . . . . ? C9 C10 C11 C12 1.6(10) . . . . ? C8 C7 C12 C11 -0.6(10) . . . . ? C6 C7 C12 C11 179.4(6) . . . . ? C10 C11 C12 C7 0.0(10) . . . . ? C6 N3 C13 C14 66.4(8) . . . . ? C6 N3 C13 C21 -116.7(6) . . . . ? C21 C13 C14 C18 2.7(9) . . . . ? N3 C13 C14 C18 179.5(5) . . . . ? C21 C13 C14 C15 -172.7(6) . . . . ? N3 C13 C14 C15 4.1(9) . . . . ? C13 C14 C15 C16 102.4(7) . . . . ? C18 C14 C15 C16 -73.0(7) . . . . ? C13 C14 C15 C17 -133.0(6) . . . . ? C18 C14 C15 C17 51.7(8) . . . . ? C13 C14 C18 C19 1.8(9) . . . . ? C15 C14 C18 C19 177.4(6) . . . . ? C14 C18 C19 C20 -4.8(10) . . . . ? C14 C18 C19 Br5 179.0(4) . . . . ? C18 C19 C20 C21 3.3(10) . . . . ? Br5 C19 C20 C21 179.4(4) . . . . ? C19 C20 C21 C13 1.1(9) . . . . ? C19 C20 C21 C22 -176.7(6) . . . . ? C14 C13 C21 C20 -4.1(9) . . . . ? N3 C13 C21 C20 179.0(5) . . . . ? C14 C13 C21 C22 173.7(6) . . . . ? N3 C13 C21 C22 -3.2(8) . . . . ? C20 C21 C22 C23 -102.3(7) . . . . ? C13 C21 C22 C23 80.0(7) . . . . ? C20 C21 C22 C24 20.6(9) . . . . ? C13 C21 C22 C24 -157.1(6) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 2.073 _refine_diff_density_min -1.016 _refine_diff_density_rms 0.146 #===END data_4c _database_code_depnum_ccdc_archive 'CCDC 671999' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H33 Au Cl N3' _chemical_formula_weight 668.01 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.5063(5) _cell_length_b 9.8717(5) _cell_length_c 16.9437(8) _cell_angle_alpha 77.7910(10) _cell_angle_beta 86.4170(10) _cell_angle_gamma 64.1160(10) _cell_volume 1397.38(12) _cell_formula_units_Z 2 _cell_measurement_temperature 125(2) _cell_measurement_reflns_used 9965 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 32.06 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.588 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 660 _exptl_absorpt_coefficient_mu 5.382 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.4990 _exptl_absorpt_correction_T_max 0.7746 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 125(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23367 _diffrn_reflns_av_R_equivalents 0.0354 _diffrn_reflns_av_sigmaI/netI 0.0512 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.23 _diffrn_reflns_theta_max 32.32 _reflns_number_total 9268 _reflns_number_gt 7676 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0206P)^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 9268 _refine_ls_number_parameters 335 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0446 _refine_ls_R_factor_gt 0.0285 _refine_ls_wR_factor_ref 0.0532 _refine_ls_wR_factor_gt 0.0495 _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_restrained_S_all 1.018 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Au Au 0.405875(13) 0.497400(12) 0.090460(7) 0.01892(3) Uani 1 1 d . . . Cl Cl 0.33140(9) 0.75251(8) 0.08946(5) 0.02933(16) Uani 1 1 d . . . N1 N 0.3623(2) 0.2163(2) 0.08576(13) 0.0175(4) Uani 1 1 d . . . N2 N 0.6023(2) 0.1565(2) 0.11018(13) 0.0178(4) Uani 1 1 d . . . N3 N 0.6579(3) 0.1491(3) 0.26547(14) 0.0207(5) Uani 1 1 d . . . C1 C 0.4610(3) 0.2769(3) 0.09651(15) 0.0168(5) Uani 1 1 d . . . C2 C 0.4427(3) 0.0586(3) 0.09222(16) 0.0203(5) Uani 1 1 d . . . H2A H 0.3999 -0.0096 0.0863 0.024 Uiso 1 1 calc R . . C3 C 0.5940(3) 0.0211(3) 0.10855(16) 0.0209(5) Uani 1 1 d . . . H3A H 0.6782 -0.0791 0.1172 0.025 Uiso 1 1 calc R . . C4 C 0.1950(3) 0.3034(3) 0.06518(17) 0.0211(5) Uani 1 1 d . . . H4A H 0.1572 0.4061 0.0788 0.025 Uiso 1 1 calc R . . H4B H 0.1377 0.2494 0.0980 0.025 Uiso 1 1 calc R . . C5 C 0.7445(3) 0.1636(3) 0.12965(16) 0.0205(5) Uani 1 1 d . . . H5A H 0.7409 0.2634 0.1010 0.025 Uiso 1 1 calc R . . H5B H 0.8346 0.0811 0.1098 0.025 Uiso 1 1 calc R . . C6 C 0.7699(3) 0.1460(3) 0.21971(16) 0.0185(5) Uani 1 1 d . . . C11 C 0.1600(3) 0.3230(3) -0.02337(17) 0.0199(5) Uani 1 1 d . . . C12 C 0.2415(3) 0.3794(3) -0.08151(18) 0.0266(6) Uani 1 1 d . . . H12A H 0.3201 0.4039 -0.0653 0.032 Uiso 1 1 calc R . . C13 C 0.2089(4) 0.4002(4) -0.1627(2) 0.0346(7) Uani 1 1 d . . . H13A H 0.2660 0.4378 -0.2021 0.041 Uiso 1 1 calc R . . C14 C 0.0936(4) 0.3666(3) -0.1871(2) 0.0335(7) Uani 1 1 d . . . H14A H 0.0703 0.3827 -0.2430 0.040 Uiso 1 1 calc R . . C15 C 0.0127(3) 0.3099(3) -0.13022(19) 0.0289(7) Uani 1 1 d . . . H15A H -0.0660 0.2860 -0.1469 0.035 Uiso 1 1 calc R . . C16 C 0.0457(3) 0.2872(3) -0.04800(19) 0.0247(6) Uani 1 1 d . . . H16A H -0.0100 0.2472 -0.0089 0.030 Uiso 1 1 calc R . . C21 C 0.9250(3) 0.1327(3) 0.24358(16) 0.0185(5) Uani 1 1 d . . . C22 C 0.9355(3) 0.2316(3) 0.28842(17) 0.0238(6) Uani 1 1 d . . . H22A H 0.8427 0.3074 0.3053 0.029 Uiso 1 1 calc R . . C23 C 1.0794(4) 0.2204(4) 0.30842(18) 0.0301(7) Uani 1 1 d . . . H23A H 1.0850 0.2900 0.3378 0.036 Uiso 1 1 calc R . . C24 C 1.2157(3) 0.1075(3) 0.28574(18) 0.0294(7) Uani 1 1 d . . . H24A H 1.3147 0.0994 0.2999 0.035 Uiso 1 1 calc R . . C25 C 1.2073(3) 0.0071(3) 0.24249(18) 0.0279(6) Uani 1 1 d . . . H25A H 1.3006 -0.0715 0.2279 0.033 Uiso 1 1 calc R . . C26 C 1.0632(3) 0.0207(3) 0.22033(16) 0.0217(6) Uani 1 1 d . . . H26A H 1.0582 -0.0466 0.1891 0.026 Uiso 1 1 calc R . . C31 C 0.6671(3) 0.1431(3) 0.34997(16) 0.0220(6) Uani 1 1 d . . . C32 C 0.5800(3) 0.2804(3) 0.37732(17) 0.0242(6) Uani 1 1 d . . . C33 C 0.5799(4) 0.2767(4) 0.45936(18) 0.0360(8) Uani 1 1 d . . . H33A H 0.5226 0.3689 0.4786 0.043 Uiso 1 1 calc R . . C34 C 0.6619(5) 0.1410(4) 0.51385(19) 0.0439(9) Uani 1 1 d . . . H34A H 0.6612 0.1403 0.5700 0.053 Uiso 1 1 calc R . . C35 C 0.7453(4) 0.0058(4) 0.48614(19) 0.0403(8) Uani 1 1 d . . . H35A H 0.8006 -0.0874 0.5239 0.048 Uiso 1 1 calc R . . C36 C 0.7495(4) 0.0040(3) 0.40404(18) 0.0284(6) Uani 1 1 d . B . C321 C 0.4844(3) 0.4278(3) 0.31774(18) 0.0250(6) Uani 1 1 d . . . H32A H 0.5389 0.4222 0.2653 0.030 Uiso 1 1 calc R . . C322 C 0.3227(4) 0.4376(4) 0.3029(2) 0.0399(8) Uani 1 1 d . . . H32B H 0.3347 0.3433 0.2870 0.060 Uiso 1 1 calc R . . H32C H 0.2663 0.5264 0.2596 0.060 Uiso 1 1 calc R . . H32D H 0.2637 0.4493 0.3525 0.060 Uiso 1 1 calc R . . C323 C 0.4696(5) 0.5725(4) 0.3428(2) 0.0452(9) Uani 1 1 d . . . H32E H 0.5742 0.5639 0.3521 0.068 Uiso 1 1 calc R . . H32F H 0.4113 0.5846 0.3926 0.068 Uiso 1 1 calc R . . H32G H 0.4139 0.6621 0.2998 0.068 Uiso 1 1 calc R . . C361 C 0.8372(3) -0.1479(3) 0.37657(19) 0.0323(7) Uani 1 1 d D . . H36A H 0.8348 -0.1248 0.3162 0.039 Uiso 1 1 calc R A 1 C362 C 0.762(2) -0.2588(15) 0.4041(11) 0.055(4) Uani 0.49(3) 1 d PD B 1 H36B H 0.8197 -0.3345 0.4522 0.083 Uiso 0.49(3) 1 calc PR B 1 H36C H 0.7665 -0.3120 0.3607 0.083 Uiso 0.49(3) 1 calc PR B 1 H36D H 0.6531 -0.2009 0.4171 0.083 Uiso 0.49(3) 1 calc PR B 1 C363 C 1.0088(8) -0.2185(18) 0.4059(9) 0.052(3) Uani 0.49(3) 1 d PD B 1 H36E H 1.0438 -0.1371 0.3996 0.077 Uiso 0.49(3) 1 calc PR B 1 H36F H 1.0736 -0.2941 0.3739 0.077 Uiso 0.49(3) 1 calc PR B 1 H36G H 1.0184 -0.2692 0.4630 0.077 Uiso 0.49(3) 1 calc PR B 1 C36A C 0.7133(18) -0.206(2) 0.3691(14) 0.072(5) Uani 0.51(3) 1 d PD B 2 H36H H 0.6276 -0.1268 0.3325 0.108 Uiso 0.51(3) 1 calc PR B 2 H36I H 0.6724 -0.2271 0.4225 0.108 Uiso 0.51(3) 1 calc PR B 2 H36J H 0.7610 -0.3000 0.3476 0.108 Uiso 0.51(3) 1 calc PR B 2 C36B C 0.977(2) -0.268(2) 0.4310(11) 0.089(6) Uani 0.51(3) 1 d PD B 2 H36K H 1.0528 -0.2267 0.4340 0.133 Uiso 0.51(3) 1 calc PR B 2 H36L H 1.0260 -0.3612 0.4086 0.133 Uiso 0.51(3) 1 calc PR B 2 H36M H 0.9408 -0.2927 0.4852 0.133 Uiso 0.51(3) 1 calc PR B 2 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 Au 0.02123(5) 0.01517(5) 0.02187(5) -0.00662(4) 0.00168(4) -0.00812(4) Cl 0.0377(4) 0.0196(3) 0.0365(4) -0.0123(3) 0.0107(3) -0.0160(3) N1 0.0168(10) 0.0148(10) 0.0195(11) -0.0052(9) -0.0003(9) -0.0047(9) N2 0.0190(11) 0.0186(11) 0.0162(11) -0.0059(9) -0.0002(9) -0.0074(9) N3 0.0210(11) 0.0209(11) 0.0200(12) -0.0069(9) 0.0013(9) -0.0077(9) C1 0.0179(12) 0.0197(12) 0.0140(12) -0.0054(10) 0.0012(10) -0.0083(10) C2 0.0255(14) 0.0135(12) 0.0229(14) -0.0066(10) 0.0007(11) -0.0079(11) C3 0.0226(13) 0.0128(12) 0.0228(14) -0.0047(10) -0.0002(11) -0.0030(10) C4 0.0153(12) 0.0187(13) 0.0275(15) -0.0063(11) 0.0005(11) -0.0051(10) C5 0.0185(13) 0.0250(14) 0.0179(13) -0.0071(11) 0.0015(10) -0.0083(11) C6 0.0200(13) 0.0134(12) 0.0202(13) -0.0063(10) 0.0000(10) -0.0041(10) C11 0.0149(12) 0.0130(12) 0.0275(15) -0.0050(10) -0.0026(11) -0.0013(10) C12 0.0266(15) 0.0243(14) 0.0295(16) -0.0005(12) -0.0039(12) -0.0133(12) C13 0.0363(18) 0.0319(17) 0.0295(17) 0.0049(13) -0.0009(14) -0.0141(14) C14 0.0314(17) 0.0279(16) 0.0273(16) -0.0045(13) -0.0084(13) 0.0004(13) C15 0.0172(13) 0.0234(14) 0.0416(18) -0.0142(13) -0.0071(13) -0.0004(11) C16 0.0181(13) 0.0204(13) 0.0370(17) -0.0119(12) 0.0013(12) -0.0069(11) C21 0.0189(12) 0.0187(12) 0.0160(13) -0.0010(10) 0.0003(10) -0.0076(10) C22 0.0230(14) 0.0241(14) 0.0221(14) -0.0059(11) -0.0019(11) -0.0072(11) C23 0.0339(17) 0.0308(16) 0.0288(16) -0.0045(13) -0.0055(13) -0.0170(14) C24 0.0221(15) 0.0328(16) 0.0300(17) 0.0063(13) -0.0085(12) -0.0134(13) C25 0.0209(14) 0.0270(15) 0.0271(16) 0.0030(12) 0.0006(12) -0.0064(12) C26 0.0230(14) 0.0190(13) 0.0206(14) -0.0028(11) 0.0011(11) -0.0073(11) C31 0.0243(14) 0.0247(14) 0.0188(14) -0.0068(11) 0.0038(11) -0.0116(12) C32 0.0272(15) 0.0227(14) 0.0209(14) -0.0052(11) 0.0037(11) -0.0092(12) C33 0.054(2) 0.0246(15) 0.0227(16) -0.0084(13) 0.0071(15) -0.0103(15) C34 0.070(3) 0.0330(18) 0.0162(15) -0.0067(13) 0.0033(16) -0.0100(17) C35 0.056(2) 0.0274(16) 0.0228(16) 0.0002(13) 0.0010(15) -0.0068(16) C36 0.0338(16) 0.0235(14) 0.0228(15) -0.0027(12) 0.0028(12) -0.0089(13) C321 0.0269(15) 0.0219(14) 0.0236(15) -0.0066(11) 0.0017(12) -0.0075(12) C322 0.0310(17) 0.046(2) 0.038(2) -0.0094(16) -0.0006(15) -0.0125(16) C323 0.068(3) 0.0242(16) 0.039(2) -0.0064(15) -0.0087(18) -0.0147(17) C361 0.0391(18) 0.0218(15) 0.0261(16) -0.0040(12) 0.0056(14) -0.0052(13) C362 0.081(8) 0.024(5) 0.064(9) -0.011(5) 0.031(6) -0.029(6) C363 0.044(5) 0.045(7) 0.034(6) -0.005(4) 0.002(4) 0.009(4) C36A 0.096(9) 0.045(8) 0.094(13) -0.044(8) 0.065(8) -0.043(8) C36B 0.101(10) 0.047(8) 0.058(9) -0.015(6) -0.011(8) 0.026(7) _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 Au C1 1.985(3) . ? Au Cl 2.2957(7) . ? N1 C1 1.353(3) . ? N1 C2 1.385(3) . ? N1 C4 1.462(3) . ? N2 C1 1.342(3) . ? N2 C3 1.379(3) . ? N2 C5 1.445(3) . ? N3 C6 1.270(3) . ? N3 C31 1.427(3) . ? C2 C3 1.350(4) . ? C2 H2A 0.9500 . ? C3 H3A 0.9500 . ? C4 C11 1.511(4) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C6 1.521(4) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 C21 1.496(4) . ? C11 C12 1.389(4) . ? C11 C16 1.391(4) . ? C12 C13 1.382(4) . ? C12 H12A 0.9500 . ? C13 C14 1.384(5) . ? C13 H13A 0.9500 . ? C14 C15 1.374(5) . ? C14 H14A 0.9500 . ? C15 C16 1.397(4) . ? C15 H15A 0.9500 . ? C16 H16A 0.9500 . ? C21 C22 1.396(4) . ? C21 C26 1.398(4) . ? C22 C23 1.381(4) . ? C22 H22A 0.9500 . ? C23 C24 1.388(4) . ? C23 H23A 0.9500 . ? C24 C25 1.382(4) . ? C24 H24A 0.9500 . ? C25 C26 1.385(4) . ? C25 H25A 0.9500 . ? C26 H26A 0.9500 . ? C31 C36 1.399(4) . ? C31 C32 1.405(4) . ? C32 C33 1.383(4) . ? C32 C321 1.517(4) . ? C33 C34 1.381(4) . ? C33 H33A 0.9500 . ? C34 C35 1.388(4) . ? C34 H34A 0.9500 . ? C35 C36 1.393(4) . ? C35 H35A 0.9500 . ? C36 C361 1.522(4) . ? C321 C323 1.520(4) . ? C321 C322 1.531(4) . ? C321 H32A 1.0000 . ? C322 H32B 0.9800 . ? C322 H32C 0.9800 . ? C322 H32D 0.9800 . ? C323 H32E 0.9800 . ? C323 H32F 0.9800 . ? C323 H32G 0.9800 . ? C361 C36B 1.526(7) . ? C361 C362 1.531(7) . ? C361 C363 1.534(7) . ? C361 C36A 1.538(7) . ? C361 H36A 1.0000 . ? C362 H36B 0.9800 . ? C362 H36C 0.9800 . ? C362 H36D 0.9800 . ? C363 H36E 0.9800 . ? C363 H36F 0.9800 . ? C363 H36G 0.9800 . ? C36A H36H 0.9800 . ? C36A H36I 0.9800 . ? C36A H36J 0.9800 . ? C36B H36K 0.9800 . ? C36B H36L 0.9800 . ? C36B H36M 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 Au Cl 176.53(8) . . ? C1 N1 C2 110.7(2) . . ? C1 N1 C4 125.7(2) . . ? C2 N1 C4 123.5(2) . . ? C1 N2 C3 111.3(2) . . ? C1 N2 C5 125.1(2) . . ? C3 N2 C5 123.5(2) . . ? C6 N3 C31 121.7(2) . . ? N2 C1 N1 104.9(2) . . ? N2 C1 Au 128.33(19) . . ? N1 C1 Au 126.73(19) . . ? C3 C2 N1 106.5(2) . . ? C3 C2 H2A 126.8 . . ? N1 C2 H2A 126.8 . . ? C2 C3 N2 106.6(2) . . ? C2 C3 H3A 126.7 . . ? N2 C3 H3A 126.7 . . ? N1 C4 C11 112.0(2) . . ? N1 C4 H4A 109.2 . . ? C11 C4 H4A 109.2 . . ? N1 C4 H4B 109.2 . . ? C11 C4 H4B 109.2 . . ? H4A C4 H4B 107.9 . . ? N2 C5 C6 113.2(2) . . ? N2 C5 H5A 108.9 . . ? C6 C5 H5A 108.9 . . ? N2 C5 H5B 108.9 . . ? C6 C5 H5B 108.9 . . ? H5A C5 H5B 107.7 . . ? N3 C6 C21 127.4(2) . . ? N3 C6 C5 117.6(2) . . ? C21 C6 C5 115.0(2) . . ? C12 C11 C16 119.1(3) . . ? C12 C11 C4 119.8(2) . . ? C16 C11 C4 121.1(3) . . ? C13 C12 C11 120.4(3) . . ? C13 C12 H12A 119.8 . . ? C11 C12 H12A 119.8 . . ? C12 C13 C14 120.4(3) . . ? C12 C13 H13A 119.8 . . ? C14 C13 H13A 119.8 . . ? C15 C14 C13 119.8(3) . . ? C15 C14 H14A 120.1 . . ? C13 C14 H14A 120.1 . . ? C14 C15 C16 120.2(3) . . ? C14 C15 H15A 119.9 . . ? C16 C15 H15A 119.9 . . ? C11 C16 C15 120.0(3) . . ? C11 C16 H16A 120.0 . . ? C15 C16 H16A 120.0 . . ? C22 C21 C26 118.6(2) . . ? C22 C21 C6 121.3(2) . . ? C26 C21 C6 120.1(2) . . ? C23 C22 C21 120.7(3) . . ? C23 C22 H22A 119.7 . . ? C21 C22 H22A 119.7 . . ? C22 C23 C24 120.1(3) . . ? C22 C23 H23A 119.9 . . ? C24 C23 H23A 119.9 . . ? C25 C24 C23 119.9(3) . . ? C25 C24 H24A 120.1 . . ? C23 C24 H24A 120.1 . . ? C24 C25 C26 120.2(3) . . ? C24 C25 H25A 119.9 . . ? C26 C25 H25A 119.9 . . ? C25 C26 C21 120.5(3) . . ? C25 C26 H26A 119.7 . . ? C21 C26 H26A 119.7 . . ? C36 C31 C32 121.3(3) . . ? C36 C31 N3 121.3(2) . . ? C32 C31 N3 117.2(2) . . ? C33 C32 C31 118.6(3) . . ? C33 C32 C321 121.1(3) . . ? C31 C32 C321 120.2(2) . . ? C34 C33 C32 121.1(3) . . ? C34 C33 H33A 119.5 . . ? C32 C33 H33A 119.5 . . ? C33 C34 C35 119.7(3) . . ? C33 C34 H34A 120.2 . . ? C35 C34 H34A 120.2 . . ? C34 C35 C36 121.3(3) . . ? C34 C35 H35A 119.4 . . ? C36 C35 H35A 119.4 . . ? C35 C36 C31 118.0(3) . . ? C35 C36 C361 119.5(3) . . ? C31 C36 C361 122.5(3) . . ? C32 C321 C323 113.8(3) . . ? C32 C321 C322 109.9(3) . . ? C323 C321 C322 110.7(3) . . ? C32 C321 H32A 107.4 . . ? C323 C321 H32A 107.4 . . ? C322 C321 H32A 107.4 . . ? C321 C322 H32B 109.5 . . ? C321 C322 H32C 109.5 . . ? H32B C322 H32C 109.5 . . ? C321 C322 H32D 109.5 . . ? H32B C322 H32D 109.5 . . ? H32C C322 H32D 109.5 . . ? C321 C323 H32E 109.5 . . ? C321 C323 H32F 109.5 . . ? H32E C323 H32F 109.5 . . ? C321 C323 H32G 109.5 . . ? H32E C323 H32G 109.5 . . ? H32F C323 H32G 109.5 . . ? C36 C361 C36B 115.2(7) . . ? C36 C361 C362 112.8(6) . . ? C36B C361 C362 85.5(8) . . ? C36 C361 C363 108.5(6) . . ? C36B C361 C363 27.7(8) . . ? C362 C361 C363 112.2(6) . . ? C36 C361 C36A 105.3(6) . . ? C36B C361 C36A 112.1(8) . . ? C362 C361 C36A 27.6(6) . . ? C363 C361 C36A 137.0(8) . . ? C36 C361 H36A 107.7 . . ? C36B C361 H36A 125.5 . . ? C362 C361 H36A 107.7 . . ? C363 C361 H36A 107.7 . . ? C36A C361 H36A 85.9 . . ? C361 C362 H36B 109.5 . . ? C361 C362 H36C 109.5 . . ? H36B C362 H36C 109.5 . . ? C361 C362 H36D 109.5 . . ? H36B C362 H36D 109.5 . . ? H36C C362 H36D 109.5 . . ? C361 C363 H36E 109.5 . . ? C361 C363 H36F 109.5 . . ? H36E C363 H36F 109.5 . . ? C361 C363 H36G 109.5 . . ? H36E C363 H36G 109.5 . . ? H36F C363 H36G 109.5 . . ? C361 C36A H36H 109.5 . . ? C361 C36A H36I 109.5 . . ? H36H C36A H36I 109.5 . . ? C361 C36A H36J 109.5 . . ? H36H C36A H36J 109.5 . . ? H36I C36A H36J 109.5 . . ? C361 C36B H36K 109.5 . . ? C361 C36B H36L 109.5 . . ? H36K C36B H36L 109.5 . . ? C361 C36B H36M 109.5 . . ? H36K C36B H36M 109.5 . . ? H36L C36B H36M 109.5 . . ? _diffrn_measured_fraction_theta_max 0.929 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.244 _refine_diff_density_min -1.038 _refine_diff_density_rms 0.135 #===END data_4b _database_code_depnum_ccdc_archive 'CCDC 672001' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H33 Ag Cl N3' _chemical_formula_weight 578.91 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' Ag Ag -0.8971 1.1015 '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 9.5714(6) _cell_length_b 11.4101(6) _cell_length_c 13.6747(5) _cell_angle_alpha 104.186(4) _cell_angle_beta 97.608(4) _cell_angle_gamma 107.414(5) _cell_volume 1346.92(12) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 7174 _cell_measurement_theta_min 2.9478 _cell_measurement_theta_max 32.5236 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.427 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 596 _exptl_absorpt_coefficient_mu 0.870 _exptl_absorpt_correction_T_min 0.7989 _exptl_absorpt_correction_T_max 0.8591 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET) (compiled Oct 18 2006,16:28:17) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OXFORD DIFFRACTION XCALIBUR-S' _diffrn_measurement_method \w/q-scan _diffrn_detector_area_resol_mean 15.9948 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13599 _diffrn_reflns_av_R_equivalents 0.0324 _diffrn_reflns_av_sigmaI/netI 0.0481 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.95 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4737 _reflns_number_gt 3750 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd.,' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Ortep3 _computing_publication_material Shelx97 _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^)+(0.0343P)^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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4737 _refine_ls_number_parameters 320 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0391 _refine_ls_R_factor_gt 0.0275 _refine_ls_wR_factor_ref 0.0635 _refine_ls_wR_factor_gt 0.0614 _refine_ls_goodness_of_fit_ref 0.964 _refine_ls_restrained_S_all 0.964 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ag1 Ag 0.16809(2) 0.24451(2) 0.613408(15) 0.02486(8) Uani 1 1 d . . . Cl1 Cl 0.41273(8) 0.29254(7) 0.58735(5) 0.02848(17) Uani 1 1 d . . . N1 N -0.1325(2) 0.0570(2) 0.62267(14) 0.0188(5) Uani 1 1 d . . . N2 N -0.1713(2) 0.2177(2) 0.58592(15) 0.0222(5) Uani 1 1 d . . . N3 N -0.0103(2) 0.0474(2) 0.84442(15) 0.0206(5) Uani 1 1 d . . . C1 C -0.0604(3) 0.1725(3) 0.60997(18) 0.0198(6) Uani 1 1 d . . . C2 C -0.2853(3) 0.0325(3) 0.60780(18) 0.0242(6) Uani 1 1 d . . . H2 H -0.3589 -0.0417 0.6129 0.029 Uiso 1 1 calc R . . C3 C -0.3101(3) 0.1329(3) 0.58490(19) 0.0272(7) Uani 1 1 d . . . H3 H -0.4044 0.1439 0.5707 0.033 Uiso 1 1 calc R . . C4 C -0.1470(3) 0.3421(3) 0.5658(2) 0.0303(7) Uani 1 1 d . . . H4A H -0.0421 0.3993 0.5987 0.036 Uiso 1 1 calc R . . H4B H -0.2141 0.3831 0.5981 0.036 Uiso 1 1 calc R . . C5 C -0.1762(3) 0.3298(3) 0.4511(2) 0.0280(7) Uani 1 1 d . . . C6 C -0.0637(3) 0.3296(3) 0.3972(2) 0.0307(7) Uani 1 1 d . . . H6 H 0.0325 0.3371 0.4324 0.037 Uiso 1 1 calc R . . C7 C -0.0893(4) 0.3187(3) 0.2927(2) 0.0356(8) Uani 1 1 d . . . H7 H -0.0111 0.3186 0.2566 0.043 Uiso 1 1 calc R . . C8 C -0.2278(4) 0.3080(3) 0.2415(2) 0.0453(9) Uani 1 1 d . . . H8 H -0.2448 0.3031 0.1703 0.054 Uiso 1 1 calc R . . C9 C -0.3421(4) 0.3043(4) 0.2929(3) 0.0645(12) Uani 1 1 d . . . H9 H -0.4393 0.2928 0.2564 0.077 Uiso 1 1 calc R . . C10 C -0.3163(4) 0.3175(4) 0.3982(2) 0.0502(10) Uani 1 1 d . . . H10 H -0.3948 0.3180 0.4340 0.060 Uiso 1 1 calc R . . C11 C -0.0570(3) -0.0261(3) 0.65408(18) 0.0221(6) Uani 1 1 d . . . H11A H 0.0516 0.0107 0.6565 0.027 Uiso 1 1 calc R . . H11B H -0.0971 -0.1120 0.6015 0.027 Uiso 1 1 calc R . . C12 C -0.0773(3) -0.0420(2) 0.76004(18) 0.0184(6) Uani 1 1 d . . . C13 C -0.1744(3) -0.1687(3) 0.76506(18) 0.0204(6) Uani 1 1 d . . . C14 C -0.2628(3) -0.2670(3) 0.67660(19) 0.0230(6) Uani 1 1 d . . . H14 H -0.2682 -0.2514 0.6113 0.028 Uiso 1 1 calc R . . C15 C -0.3432(3) -0.3874(3) 0.6822(2) 0.0264(6) Uani 1 1 d . . . H15 H -0.4024 -0.4539 0.6211 0.032 Uiso 1 1 calc R . . C16 C -0.3367(3) -0.4102(3) 0.7772(2) 0.0277(6) Uani 1 1 d . . . H16 H -0.3903 -0.4929 0.7814 0.033 Uiso 1 1 calc R . . C17 C -0.2519(3) -0.3125(3) 0.8660(2) 0.0292(7) Uani 1 1 d . . . H17 H -0.2490 -0.3278 0.9313 0.035 Uiso 1 1 calc R . . C18 C -0.1715(3) -0.1926(3) 0.8602(2) 0.0250(6) Uani 1 1 d . . . H18 H -0.1138 -0.1260 0.9217 0.030 Uiso 1 1 calc R . . C19 C 0.0936(3) 0.1687(3) 0.84767(17) 0.0196(6) Uani 1 1 d . . . C20 C 0.2419(3) 0.1801(3) 0.84273(18) 0.0235(6) Uani 1 1 d . . . C21 C 0.2957(3) 0.0659(3) 0.8284(2) 0.0292(7) Uani 1 1 d . . . H21 H 0.2048 -0.0139 0.8000 0.035 Uiso 1 1 calc R . . C22 C 0.3718(4) 0.0627(4) 0.9317(2) 0.0581(11) Uani 1 1 d . . . H22A H 0.4588 0.1419 0.9637 0.087 Uiso 1 1 calc R . . H22B H 0.4051 -0.0119 0.9211 0.087 Uiso 1 1 calc R . . H22C H 0.3007 0.0559 0.9772 0.087 Uiso 1 1 calc R . . C23 C 0.3980(4) 0.0611(4) 0.7523(3) 0.0589(11) Uani 1 1 d . . . H23A H 0.3485 0.0658 0.6866 0.088 Uiso 1 1 calc R . . H23B H 0.4188 -0.0197 0.7405 0.088 Uiso 1 1 calc R . . H23C H 0.4926 0.1340 0.7808 0.088 Uiso 1 1 calc R . . C24 C 0.3423(3) 0.3027(3) 0.8548(2) 0.0309(7) Uani 1 1 d . . . H24 H 0.4436 0.3133 0.8514 0.037 Uiso 1 1 calc R . . C25 C 0.2977(3) 0.4092(3) 0.8715(2) 0.0334(7) Uani 1 1 d . . . H25 H 0.3682 0.4919 0.8801 0.040 Uiso 1 1 calc R . . C26 C 0.1506(3) 0.3950(3) 0.87548(19) 0.0272(7) Uani 1 1 d . . . H26 H 0.1205 0.4685 0.8859 0.033 Uiso 1 1 calc R . . C27 C 0.0452(3) 0.2757(3) 0.86466(18) 0.0223(6) Uani 1 1 d . . . C28 C -0.1158(3) 0.2590(3) 0.87095(19) 0.0258(6) Uani 1 1 d . . . H28 H -0.1810 0.1782 0.8156 0.031 Uiso 1 1 calc R . . C29 C -0.1434(3) 0.2404(3) 0.9751(2) 0.0334(7) Uani 1 1 d . . . H29A H -0.1188 0.1656 0.9839 0.050 Uiso 1 1 calc R . . H29B H -0.2492 0.2261 0.9765 0.050 Uiso 1 1 calc R . . H29C H -0.0798 0.3175 1.0314 0.050 Uiso 1 1 calc R . . C30 C -0.1662(3) 0.3687(3) 0.8526(2) 0.0354(7) Uani 1 1 d . . . H30A H -0.1154 0.4467 0.9113 0.053 Uiso 1 1 calc R . . H30B H -0.2751 0.3443 0.8456 0.053 Uiso 1 1 calc R . . H30C H -0.1403 0.3852 0.7891 0.053 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 Ag1 0.02470(13) 0.02580(13) 0.02397(12) 0.00970(9) 0.00723(9) 0.00602(9) Cl1 0.0244(4) 0.0304(4) 0.0283(4) 0.0092(3) 0.0070(3) 0.0052(3) N1 0.0193(12) 0.0211(13) 0.0164(10) 0.0067(9) 0.0025(9) 0.0074(10) N2 0.0271(13) 0.0249(13) 0.0187(11) 0.0095(10) 0.0052(10) 0.0122(11) N3 0.0225(12) 0.0187(13) 0.0225(11) 0.0082(10) 0.0062(10) 0.0079(10) C1 0.0251(15) 0.0208(16) 0.0147(12) 0.0094(11) 0.0019(11) 0.0074(12) C2 0.0188(15) 0.0270(17) 0.0230(14) 0.0080(12) 0.0028(12) 0.0031(13) C3 0.0215(15) 0.0363(18) 0.0256(14) 0.0111(13) 0.0025(12) 0.0124(14) C4 0.0439(19) 0.0273(17) 0.0301(15) 0.0141(13) 0.0123(14) 0.0210(15) C5 0.0399(18) 0.0280(17) 0.0308(15) 0.0177(13) 0.0150(14) 0.0223(15) C6 0.0301(17) 0.0300(18) 0.0414(17) 0.0168(14) 0.0115(14) 0.0171(14) C7 0.045(2) 0.039(2) 0.0400(17) 0.0225(15) 0.0249(15) 0.0249(16) C8 0.063(2) 0.066(3) 0.0325(16) 0.0279(17) 0.0227(17) 0.044(2) C9 0.058(2) 0.129(4) 0.045(2) 0.048(2) 0.0242(19) 0.064(3) C10 0.049(2) 0.097(3) 0.0387(18) 0.039(2) 0.0271(17) 0.051(2) C11 0.0258(15) 0.0190(15) 0.0215(13) 0.0071(12) 0.0054(12) 0.0069(13) C12 0.0187(14) 0.0199(15) 0.0200(13) 0.0073(12) 0.0038(11) 0.0107(12) C13 0.0210(14) 0.0211(15) 0.0225(13) 0.0073(12) 0.0059(11) 0.0108(12) C14 0.0243(15) 0.0252(16) 0.0216(14) 0.0077(12) 0.0048(12) 0.0112(13) C15 0.0247(15) 0.0200(16) 0.0286(15) 0.0031(12) 0.0026(12) 0.0042(13) C16 0.0282(16) 0.0195(16) 0.0353(16) 0.0131(13) 0.0073(13) 0.0043(13) C17 0.0330(17) 0.0297(18) 0.0268(14) 0.0167(13) 0.0066(13) 0.0070(14) C18 0.0302(16) 0.0232(16) 0.0225(14) 0.0069(12) 0.0070(12) 0.0099(13) C19 0.0246(15) 0.0193(15) 0.0119(12) 0.0047(11) 0.0018(11) 0.0042(12) C20 0.0272(16) 0.0247(16) 0.0183(13) 0.0074(12) 0.0048(12) 0.0080(13) C21 0.0262(16) 0.0316(18) 0.0363(16) 0.0175(14) 0.0080(13) 0.0129(14) C22 0.072(3) 0.069(3) 0.051(2) 0.027(2) 0.009(2) 0.045(2) C23 0.079(3) 0.058(3) 0.077(3) 0.038(2) 0.051(2) 0.048(2) C24 0.0256(16) 0.0313(18) 0.0347(16) 0.0106(14) 0.0110(13) 0.0059(14) C25 0.0363(18) 0.0232(17) 0.0353(16) 0.0102(14) 0.0131(14) -0.0005(14) C26 0.0409(18) 0.0196(16) 0.0228(14) 0.0069(12) 0.0109(13) 0.0110(14) C27 0.0283(16) 0.0207(16) 0.0152(12) 0.0019(11) 0.0044(12) 0.0077(13) C28 0.0272(16) 0.0231(16) 0.0238(14) 0.0017(12) 0.0044(12) 0.0090(13) C29 0.0304(17) 0.0370(19) 0.0332(16) 0.0100(14) 0.0128(14) 0.0102(15) C30 0.0374(18) 0.0345(19) 0.0362(16) 0.0073(15) 0.0082(14) 0.0175(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag1 C1 2.083(3) . ? Ag1 Cl1 2.3364(7) . ? N1 C1 1.357(3) . ? N1 C2 1.381(3) . ? N1 C11 1.462(3) . ? N2 C1 1.349(3) . ? N2 C3 1.386(4) . ? N2 C4 1.468(3) . ? N3 C12 1.273(3) . ? N3 C19 1.428(3) . ? C2 C3 1.335(4) . ? C2 H2 0.9500 . ? C3 H3 0.9500 . ? C4 C5 1.519(4) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C6 1.383(4) . ? C5 C10 1.386(4) . ? C6 C7 1.386(4) . ? C6 H6 0.9500 . ? C7 C8 1.371(4) . ? C7 H7 0.9500 . ? C8 C9 1.372(4) . ? C8 H8 0.9500 . ? C9 C10 1.392(4) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? C11 C12 1.534(3) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.490(4) . ? C13 C14 1.391(4) . ? C13 C18 1.392(4) . ? C14 C15 1.384(4) . ? C14 H14 0.9500 . ? C15 C16 1.384(4) . ? C15 H15 0.9500 . ? C16 C17 1.382(4) . ? C16 H16 0.9500 . ? C17 C18 1.381(4) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C19 C20 1.399(4) . ? C19 C27 1.409(4) . ? C20 C24 1.396(4) . ? C20 C21 1.518(4) . ? C21 C22 1.515(4) . ? C21 C23 1.523(4) . ? C21 H21 1.0000 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 C25 1.382(4) . ? C24 H24 0.9500 . ? C25 C26 1.379(4) . ? C25 H25 0.9500 . ? C26 C27 1.390(4) . ? C26 H26 0.9500 . ? C27 C28 1.512(4) . ? C28 C30 1.532(4) . ? C28 C29 1.535(4) . ? C28 H28 1.0000 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 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 Ag1 Cl1 168.81(7) . . ? C1 N1 C2 110.9(2) . . ? C1 N1 C11 124.2(2) . . ? C2 N1 C11 124.7(2) . . ? C1 N2 C3 111.2(2) . . ? C1 N2 C4 124.1(2) . . ? C3 N2 C4 124.6(2) . . ? C12 N3 C19 122.4(2) . . ? N2 C1 N1 104.2(2) . . ? N2 C1 Ag1 130.57(19) . . ? N1 C1 Ag1 124.93(18) . . ? C3 C2 N1 107.0(2) . . ? C3 C2 H2 126.5 . . ? N1 C2 H2 126.5 . . ? C2 C3 N2 106.6(2) . . ? C2 C3 H3 126.7 . . ? N2 C3 H3 126.7 . . ? N2 C4 C5 112.9(2) . . ? N2 C4 H4A 109.0 . . ? C5 C4 H4A 109.0 . . ? N2 C4 H4B 109.0 . . ? C5 C4 H4B 109.0 . . ? H4A C4 H4B 107.8 . . ? C6 C5 C10 118.7(3) . . ? C6 C5 C4 120.6(3) . . ? C10 C5 C4 120.7(3) . . ? C5 C6 C7 121.0(3) . . ? C5 C6 H6 119.5 . . ? C7 C6 H6 119.5 . . ? C8 C7 C6 119.8(3) . . ? C8 C7 H7 120.1 . . ? C6 C7 H7 120.1 . . ? C7 C8 C9 120.1(3) . . ? C7 C8 H8 120.0 . . ? C9 C8 H8 120.0 . . ? C8 C9 C10 120.3(3) . . ? C8 C9 H9 119.9 . . ? C10 C9 H9 119.9 . . ? C5 C10 C9 120.1(3) . . ? C5 C10 H10 119.9 . . ? C9 C10 H10 119.9 . . ? N1 C11 C12 112.7(2) . . ? N1 C11 H11A 109.0 . . ? C12 C11 H11A 109.0 . . ? N1 C11 H11B 109.0 . . ? C12 C11 H11B 109.0 . . ? H11A C11 H11B 107.8 . . ? N3 C12 C13 118.5(2) . . ? N3 C12 C11 122.6(2) . . ? C13 C12 C11 118.9(2) . . ? C14 C13 C18 118.5(3) . . ? C14 C13 C12 121.9(2) . . ? C18 C13 C12 119.5(2) . . ? C15 C14 C13 121.0(2) . . ? C15 C14 H14 119.5 . . ? C13 C14 H14 119.5 . . ? C16 C15 C14 119.7(3) . . ? C16 C15 H15 120.2 . . ? C14 C15 H15 120.2 . . ? C17 C16 C15 119.9(3) . . ? C17 C16 H16 120.1 . . ? C15 C16 H16 120.1 . . ? C18 C17 C16 120.3(3) . . ? C18 C17 H17 119.8 . . ? C16 C17 H17 119.8 . . ? C17 C18 C13 120.6(3) . . ? C17 C18 H18 119.7 . . ? C13 C18 H18 119.7 . . ? C20 C19 C27 122.2(2) . . ? C20 C19 N3 119.5(2) . . ? C27 C19 N3 118.1(2) . . ? C24 C20 C19 117.4(2) . . ? C24 C20 C21 120.3(2) . . ? C19 C20 C21 122.3(2) . . ? C22 C21 C20 110.6(2) . . ? C22 C21 C23 110.5(3) . . ? C20 C21 C23 113.7(2) . . ? C22 C21 H21 107.3 . . ? C20 C21 H21 107.3 . . ? C23 C21 H21 107.3 . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C21 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C25 C24 C20 121.6(3) . . ? C25 C24 H24 119.2 . . ? C20 C24 H24 119.2 . . ? C26 C25 C24 119.8(3) . . ? C26 C25 H25 120.1 . . ? C24 C25 H25 120.1 . . ? C25 C26 C27 121.5(3) . . ? C25 C26 H26 119.2 . . ? C27 C26 H26 119.2 . . ? C26 C27 C19 117.5(2) . . ? C26 C27 C28 122.2(2) . . ? C19 C27 C28 120.3(2) . . ? C27 C28 C30 114.2(2) . . ? C27 C28 C29 110.8(2) . . ? C30 C28 C29 109.8(2) . . ? C27 C28 H28 107.3 . . ? C30 C28 H28 107.3 . . ? C29 C28 H28 107.3 . . ? C28 C29 H29A 109.5 . . ? C28 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C28 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C28 C30 H30A 109.5 . . ? C28 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C28 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 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 C3 N2 C1 N1 0.8(3) . . . . ? C4 N2 C1 N1 179.5(2) . . . . ? C3 N2 C1 Ag1 174.66(18) . . . . ? C4 N2 C1 Ag1 -6.6(3) . . . . ? C2 N1 C1 N2 -0.7(3) . . . . ? C11 N1 C1 N2 -177.2(2) . . . . ? C2 N1 C1 Ag1 -175.05(16) . . . . ? C11 N1 C1 Ag1 8.4(3) . . . . ? Cl1 Ag1 C1 N2 -105.1(4) . . . . ? Cl1 Ag1 C1 N1 67.7(4) . . . . ? C1 N1 C2 C3 0.4(3) . . . . ? C11 N1 C2 C3 176.9(2) . . . . ? N1 C2 C3 N2 0.1(3) . . . . ? C1 N2 C3 C2 -0.6(3) . . . . ? C4 N2 C3 C2 -179.3(2) . . . . ? C1 N2 C4 C5 99.0(3) . . . . ? C3 N2 C4 C5 -82.4(3) . . . . ? N2 C4 C5 C6 -86.7(3) . . . . ? N2 C4 C5 C10 92.7(3) . . . . ? C10 C5 C6 C7 0.7(5) . . . . ? C4 C5 C6 C7 -179.9(3) . . . . ? C5 C6 C7 C8 0.0(5) . . . . ? C6 C7 C8 C9 -1.9(5) . . . . ? C7 C8 C9 C10 3.0(6) . . . . ? C6 C5 C10 C9 0.4(5) . . . . ? C4 C5 C10 C9 -179.1(3) . . . . ? C8 C9 C10 C5 -2.2(6) . . . . ? C1 N1 C11 C12 115.0(3) . . . . ? C2 N1 C11 C12 -61.1(3) . . . . ? C19 N3 C12 C13 175.3(2) . . . . ? C19 N3 C12 C11 -2.2(4) . . . . ? N1 C11 C12 N3 -73.1(3) . . . . ? N1 C11 C12 C13 109.5(2) . . . . ? N3 C12 C13 C14 173.6(2) . . . . ? C11 C12 C13 C14 -8.9(3) . . . . ? N3 C12 C13 C18 -9.8(4) . . . . ? C11 C12 C13 C18 167.8(2) . . . . ? C18 C13 C14 C15 -1.8(4) . . . . ? C12 C13 C14 C15 174.9(2) . . . . ? C13 C14 C15 C16 0.6(4) . . . . ? C14 C15 C16 C17 0.9(4) . . . . ? C15 C16 C17 C18 -1.1(4) . . . . ? C16 C17 C18 C13 -0.1(4) . . . . ? C14 C13 C18 C17 1.6(4) . . . . ? C12 C13 C18 C17 -175.2(2) . . . . ? C12 N3 C19 C20 -81.5(3) . . . . ? C12 N3 C19 C27 103.8(3) . . . . ? C27 C19 C20 C24 -0.4(4) . . . . ? N3 C19 C20 C24 -174.8(2) . . . . ? C27 C19 C20 C21 177.7(2) . . . . ? N3 C19 C20 C21 3.2(3) . . . . ? C24 C20 C21 C22 80.5(3) . . . . ? C19 C20 C21 C22 -97.5(3) . . . . ? C24 C20 C21 C23 -44.4(4) . . . . ? C19 C20 C21 C23 137.6(3) . . . . ? C19 C20 C24 C25 0.3(4) . . . . ? C21 C20 C24 C25 -177.8(3) . . . . ? C20 C24 C25 C26 -0.6(4) . . . . ? C24 C25 C26 C27 1.0(4) . . . . ? C25 C26 C27 C19 -1.0(4) . . . . ? C25 C26 C27 C28 178.8(2) . . . . ? C20 C19 C27 C26 0.7(4) . . . . ? N3 C19 C27 C26 175.2(2) . . . . ? C20 C19 C27 C28 -179.1(2) . . . . ? N3 C19 C27 C28 -4.6(3) . . . . ? C26 C27 C28 C30 20.0(3) . . . . ? C19 C27 C28 C30 -160.2(2) . . . . ? C26 C27 C28 C29 -104.5(3) . . . . ? C19 C27 C28 C29 75.3(3) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.633 _refine_diff_density_min -0.308 _refine_diff_density_rms 0.066 #===END data_3d _database_code_depnum_ccdc_archive 'CCDC 675855' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H33 Au Br5 N3' _chemical_formula_weight 996.08 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' Br Br -0.2901 2.4595 '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 'P 21/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 9.9220(6) _cell_length_b 16.9957(8) _cell_length_c 20.0391(9) _cell_angle_alpha 90.00 _cell_angle_beta 101.402(5) _cell_angle_gamma 90.00 _cell_volume 3312.5(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 6653 _cell_measurement_theta_min 3.1046 _cell_measurement_theta_max 32.5094 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.997 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1880 _exptl_absorpt_coefficient_mu 10.492 _exptl_absorpt_correction_T_min 0.1293 _exptl_absorpt_correction_T_max 0.2167 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET) (compiled Oct 18 2006,16:28:17) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OXFORD DIFFRACTION XCALIBUR-S' _diffrn_measurement_method \w/q-scan _diffrn_detector_area_resol_mean 15.9948 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19907 _diffrn_reflns_av_R_equivalents 0.0535 _diffrn_reflns_av_sigmaI/netI 0.0709 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.17 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5725 _reflns_number_gt 3724 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd.,' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Ortep3 _computing_publication_material Shelx97 _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^)+(0.0399P)^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 5725 _refine_ls_number_parameters 332 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0788 _refine_ls_R_factor_gt 0.0380 _refine_ls_wR_factor_ref 0.0905 _refine_ls_wR_factor_gt 0.0705 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.060 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Au1 Au 0.48361(3) 0.108513(17) 1.146023(15) 0.03915(11) Uani 1 1 d . . . Br1 Br 0.41990(13) 0.07020(6) 1.25162(5) 0.0710(3) Uani 1 1 d . . . Br2 Br 0.56266(11) -0.02344(5) 1.12705(5) 0.0685(3) Uani 1 1 d . . . Br3 Br 0.52235(12) 0.15460(7) 1.03752(4) 0.0740(3) Uani 1 1 d . . . Br4 Br 0.04034(10) 0.16901(6) 1.15892(4) 0.0612(3) Uani 1 1 d . . . Br5 Br -0.15468(13) 0.47439(6) 0.77165(5) 0.0794(4) Uani 1 1 d . . . N1 N 0.4844(7) 0.2789(3) 1.1966(3) 0.0370(16) Uani 1 1 d . . . N2 N 0.2851(6) 0.2410(4) 1.1406(3) 0.0347(15) Uani 1 1 d . . . N3 N 0.0982(6) 0.2918(4) 1.0258(3) 0.0345(15) Uani 1 1 d . . . C1 C 0.4147(8) 0.2175(4) 1.1627(3) 0.0309(18) Uani 1 1 d . . . C2 C 0.3900(9) 0.3387(4) 1.1969(4) 0.045(2) Uani 1 1 d . . . H2 H 0.4097 0.3882 1.2188 0.054 Uiso 1 1 calc R . . C3 C 0.2689(9) 0.3169(4) 1.1625(4) 0.044(2) Uani 1 1 d . . . H3 H 0.1869 0.3472 1.1544 0.052 Uiso 1 1 calc R . . C4 C 0.6315(8) 0.2830(5) 1.2348(4) 0.045(2) Uani 1 1 d . . . C5 C 0.6819(12) 0.3662(6) 1.2308(6) 0.092(4) Uani 1 1 d . . . H5A H 0.6802 0.3799 1.1831 0.137 Uiso 1 1 calc R . . H5B H 0.7762 0.3705 1.2569 0.137 Uiso 1 1 calc R . . H5C H 0.6221 0.4023 1.2497 0.137 Uiso 1 1 calc R . . C6 C 0.6280(11) 0.2620(7) 1.3090(5) 0.091(4) Uani 1 1 d . . . H6A H 0.5717 0.3005 1.3275 0.137 Uiso 1 1 calc R . . H6B H 0.7218 0.2626 1.3361 0.137 Uiso 1 1 calc R . . H6C H 0.5884 0.2094 1.3108 0.137 Uiso 1 1 calc R . . C7 C 0.7245(9) 0.2280(6) 1.2069(6) 0.088(4) Uani 1 1 d . . . H7A H 0.6989 0.1735 1.2144 0.132 Uiso 1 1 calc R . . H7B H 0.8199 0.2371 1.2299 0.132 Uiso 1 1 calc R . . H7C H 0.7157 0.2373 1.1579 0.132 Uiso 1 1 calc R . . C8 C 0.1805(7) 0.1883(4) 1.1042(3) 0.0311(17) Uani 1 1 d . . . H8 H 0.2248 0.1371 1.0967 0.037 Uiso 1 1 calc R . . C9 C 0.1009(8) 0.2184(4) 1.0357(3) 0.0316(18) Uani 1 1 d . . . C10 C 0.0318(9) 0.1558(4) 0.9890(3) 0.039(2) Uani 1 1 d . . . C11 C 0.1113(10) 0.1004(5) 0.9643(4) 0.058(2) Uani 1 1 d . . . H11 H 0.2086 0.1012 0.9781 0.069 Uiso 1 1 calc R . . C12 C 0.0461(14) 0.0420(5) 0.9179(5) 0.077(3) Uani 1 1 d . . . H12 H 0.0992 0.0044 0.8994 0.093 Uiso 1 1 calc R . . C13 C -0.0945(14) 0.0410(7) 0.9003(5) 0.081(4) Uani 1 1 d . . . H13 H -0.1397 0.0029 0.8690 0.097 Uiso 1 1 calc R . . C14 C -0.1703(12) 0.0955(6) 0.9282(6) 0.083(4) Uani 1 1 d . . . H14 H -0.2679 0.0935 0.9174 0.099 Uiso 1 1 calc R . . C15 C -0.1075(10) 0.1513(5) 0.9705(5) 0.061(3) Uani 1 1 d . . . H15 H -0.1620 0.1890 0.9881 0.073 Uiso 1 1 calc R . . C16 C 0.0301(9) 0.3261(4) 0.9624(4) 0.040(2) Uani 1 1 d . . . C17 C 0.0955(8) 0.3258(5) 0.9068(4) 0.043(2) Uani 1 1 d . . . C18 C 0.0353(10) 0.3702(5) 0.8493(4) 0.052(3) Uani 1 1 d . . . H18 H 0.0769 0.3714 0.8105 0.063 Uiso 1 1 calc R . . C19 C -0.0833(10) 0.4115(5) 0.8491(4) 0.050(2) Uani 1 1 d . . . C20 C -0.1453(9) 0.4095(5) 0.9030(4) 0.049(2) Uani 1 1 d . . . H20 H -0.2279 0.4384 0.9012 0.059 Uiso 1 1 calc R . . C21 C -0.0928(8) 0.3667(4) 0.9609(4) 0.040(2) Uani 1 1 d . . . C22 C 0.2300(10) 0.2837(6) 0.9071(4) 0.063(3) Uani 1 1 d . . . H22 H 0.2436 0.2454 0.9457 0.076 Uiso 1 1 calc R . . C23 C 0.3464(12) 0.3414(8) 0.9216(6) 0.110(4) Uani 1 1 d . . . H23A H 0.3299 0.3842 0.8881 0.165 Uiso 1 1 calc R . . H23B H 0.4326 0.3147 0.9187 0.165 Uiso 1 1 calc R . . H23C H 0.3530 0.3632 0.9674 0.165 Uiso 1 1 calc R . . C24 C 0.2331(13) 0.2373(7) 0.8429(5) 0.102(4) Uani 1 1 d . . . H24A H 0.2276 0.2736 0.8044 0.153 Uiso 1 1 calc R . . H24B H 0.1548 0.2010 0.8340 0.153 Uiso 1 1 calc R . . H24C H 0.3190 0.2072 0.8487 0.153 Uiso 1 1 calc R . . C25 C -0.1585(9) 0.3705(5) 1.0228(4) 0.054(2) Uani 1 1 d . . . H25 H -0.1275 0.3225 1.0504 0.065 Uiso 1 1 calc R . . C26 C -0.1074(15) 0.4393(7) 1.0663(6) 0.119(5) Uani 1 1 d . . . H26A H -0.0072 0.4427 1.0719 0.179 Uiso 1 1 calc R . . H26B H -0.1321 0.4331 1.1110 0.179 Uiso 1 1 calc R . . H26C H -0.1492 0.4875 1.0447 0.179 Uiso 1 1 calc R . . C27 C -0.3119(11) 0.3669(8) 1.0053(6) 0.114(5) Uani 1 1 d . . . H27A H -0.3482 0.3622 1.0472 0.171 Uiso 1 1 calc R . . H27B H -0.3405 0.3212 0.9761 0.171 Uiso 1 1 calc R . . H27C H -0.3475 0.4151 0.9812 0.171 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 0.0362(2) 0.03496(17) 0.04422(18) -0.01160(14) 0.00293(13) 0.00197(17) Br1 0.1034(9) 0.0465(5) 0.0701(6) 0.0072(5) 0.0344(6) 0.0021(6) Br2 0.0602(7) 0.0467(5) 0.0917(7) -0.0322(5) -0.0020(6) 0.0134(5) Br3 0.0822(8) 0.0966(8) 0.0476(5) -0.0096(5) 0.0235(5) 0.0020(7) Br4 0.0537(6) 0.0898(7) 0.0427(5) 0.0013(4) 0.0161(4) -0.0125(6) Br5 0.1086(10) 0.0651(6) 0.0517(5) 0.0137(5) -0.0153(6) 0.0227(7) N1 0.031(4) 0.042(4) 0.037(3) 0.000(3) 0.002(3) 0.005(3) N2 0.026(4) 0.047(4) 0.030(3) -0.003(3) 0.003(3) 0.007(3) N3 0.025(4) 0.047(4) 0.030(3) -0.001(3) 0.000(3) -0.004(3) C1 0.027(5) 0.034(4) 0.030(4) -0.009(3) 0.002(3) -0.007(4) C2 0.045(6) 0.032(4) 0.052(5) -0.010(4) -0.007(4) 0.001(4) C3 0.048(6) 0.035(4) 0.048(5) -0.012(4) 0.009(4) 0.018(4) C4 0.031(5) 0.053(5) 0.046(5) -0.008(4) -0.006(4) -0.005(4) C5 0.070(8) 0.062(7) 0.133(10) -0.002(6) -0.004(7) -0.020(6) C6 0.064(8) 0.130(10) 0.068(7) 0.008(7) -0.014(6) -0.018(7) C7 0.031(6) 0.085(8) 0.142(10) -0.056(7) 0.000(6) 0.017(6) C8 0.032(5) 0.033(4) 0.030(4) -0.005(3) 0.009(3) -0.006(4) C9 0.034(5) 0.031(4) 0.030(4) 0.004(3) 0.007(3) 0.002(4) C10 0.051(6) 0.040(5) 0.022(4) -0.005(3) -0.003(4) 0.006(4) C11 0.060(7) 0.068(6) 0.048(5) 0.003(5) 0.018(5) -0.006(6) C12 0.129(12) 0.053(6) 0.054(6) -0.027(5) 0.029(7) -0.020(7) C13 0.092(10) 0.072(8) 0.061(6) 0.009(6) -0.028(7) -0.046(8) C14 0.067(8) 0.049(6) 0.108(9) 0.004(6) -0.041(7) -0.013(6) C15 0.047(6) 0.041(5) 0.079(6) 0.005(5) -0.027(5) 0.004(5) C16 0.044(6) 0.032(4) 0.039(4) -0.004(3) -0.002(4) -0.007(4) C17 0.035(5) 0.057(5) 0.034(4) -0.001(4) 0.000(4) -0.004(4) C18 0.084(8) 0.045(5) 0.026(4) 0.007(4) 0.007(4) 0.004(5) C19 0.058(7) 0.038(5) 0.046(5) 0.008(4) -0.014(5) 0.008(5) C20 0.037(6) 0.053(6) 0.057(5) -0.001(4) 0.008(5) 0.004(4) C21 0.032(5) 0.042(5) 0.042(5) -0.003(4) -0.003(4) 0.000(4) C22 0.054(7) 0.077(7) 0.059(6) 0.022(5) 0.015(5) 0.006(6) C23 0.064(9) 0.160(13) 0.106(9) 0.011(9) 0.015(7) -0.007(9) C24 0.123(11) 0.115(9) 0.072(7) 0.001(7) 0.030(7) 0.063(9) C25 0.044(6) 0.056(6) 0.063(5) -0.001(4) 0.011(5) 0.004(5) C26 0.157(14) 0.105(9) 0.117(10) -0.051(8) 0.080(10) -0.050(10) C27 0.046(8) 0.166(13) 0.141(11) 0.016(9) 0.044(7) -0.015(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 2.025(7) . ? Au1 Br3 2.4124(10) . ? Au1 Br1 2.4146(10) . ? Au1 Br2 2.4305(9) . ? Br4 C8 1.961(7) . ? Br5 C19 1.902(7) . ? N1 C1 1.358(8) . ? N1 C2 1.384(9) . ? N1 C4 1.510(10) . ? N2 C1 1.336(9) . ? N2 C3 1.383(9) . ? N2 C8 1.453(8) . ? N3 C9 1.264(8) . ? N3 C16 1.440(9) . ? C2 C3 1.314(10) . ? C2 H2 0.9500 . ? C3 H3 0.9500 . ? C4 C7 1.498(11) . ? C4 C5 1.508(12) . ? C4 C6 1.536(12) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 C9 1.530(9) . ? C8 H8 1.0000 . ? C9 C10 1.490(10) . ? C10 C15 1.360(12) . ? C10 C11 1.383(11) . ? C11 C12 1.424(12) . ? C11 H11 0.9500 . ? C12 C13 1.369(15) . ? C12 H12 0.9500 . ? C13 C14 1.380(15) . ? C13 H13 0.9500 . ? C14 C15 1.341(12) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 C17 1.396(11) . ? C16 C21 1.396(11) . ? C17 C18 1.406(10) . ? C17 C22 1.513(12) . ? C18 C19 1.369(12) . ? C18 H18 0.9500 . ? C19 C20 1.344(12) . ? C20 C21 1.382(10) . ? C20 H20 0.9500 . ? C21 C25 1.512(12) . ? C22 C23 1.499(14) . ? C22 C24 1.516(12) . ? C22 H22 1.0000 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 C26 1.488(13) . ? C25 C27 1.494(13) . ? C25 H25 1.0000 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 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 Br3 88.3(2) . . ? C1 Au1 Br1 86.9(2) . . ? Br3 Au1 Br1 173.43(4) . . ? C1 Au1 Br2 178.8(2) . . ? Br3 Au1 Br2 92.56(4) . . ? Br1 Au1 Br2 92.11(4) . . ? C1 N1 C2 106.8(6) . . ? C1 N1 C4 129.4(6) . . ? C2 N1 C4 123.5(6) . . ? C1 N2 C3 109.8(6) . . ? C1 N2 C8 121.8(6) . . ? C3 N2 C8 128.2(7) . . ? C9 N3 C16 122.0(6) . . ? N2 C1 N1 107.3(6) . . ? N2 C1 Au1 123.6(5) . . ? N1 C1 Au1 129.1(5) . . ? C3 C2 N1 109.9(7) . . ? C3 C2 H2 125.1 . . ? N1 C2 H2 125.1 . . ? C2 C3 N2 106.2(7) . . ? C2 C3 H3 126.9 . . ? N2 C3 H3 126.9 . . ? C7 C4 N1 112.8(6) . . ? C7 C4 C5 109.2(9) . . ? N1 C4 C5 108.3(7) . . ? C7 C4 C6 110.5(8) . . ? N1 C4 C6 106.0(7) . . ? C5 C4 C6 109.9(8) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C4 C6 H6A 109.5 . . ? C4 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C4 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C4 C7 H7A 109.5 . . ? C4 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C4 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N2 C8 C9 115.8(6) . . ? N2 C8 Br4 109.7(4) . . ? C9 C8 Br4 105.1(5) . . ? N2 C8 H8 108.7 . . ? C9 C8 H8 108.7 . . ? Br4 C8 H8 108.7 . . ? N3 C9 C10 127.9(6) . . ? N3 C9 C8 117.5(6) . . ? C10 C9 C8 114.6(6) . . ? C15 C10 C11 119.0(8) . . ? C15 C10 C9 121.8(8) . . ? C11 C10 C9 119.1(8) . . ? C10 C11 C12 119.4(9) . . ? C10 C11 H11 120.3 . . ? C12 C11 H11 120.3 . . ? C13 C12 C11 119.0(11) . . ? C13 C12 H12 120.5 . . ? C11 C12 H12 120.5 . . ? C12 C13 C14 119.8(10) . . ? C12 C13 H13 120.1 . . ? C14 C13 H13 120.1 . . ? C15 C14 C13 120.6(11) . . ? C15 C14 H14 119.7 . . ? C13 C14 H14 119.7 . . ? C14 C15 C10 122.2(10) . . ? C14 C15 H15 118.9 . . ? C10 C15 H15 118.9 . . ? C17 C16 C21 121.8(7) . . ? C17 C16 N3 119.5(8) . . ? C21 C16 N3 118.3(7) . . ? C16 C17 C18 117.5(8) . . ? C16 C17 C22 123.1(7) . . ? C18 C17 C22 119.3(8) . . ? C19 C18 C17 120.2(8) . . ? C19 C18 H18 119.9 . . ? C17 C18 H18 119.9 . . ? C20 C19 C18 120.9(8) . . ? C20 C19 Br5 120.9(7) . . ? C18 C19 Br5 118.2(7) . . ? C19 C20 C21 122.1(8) . . ? C19 C20 H20 119.0 . . ? C21 C20 H20 119.0 . . ? C20 C21 C16 117.4(8) . . ? C20 C21 C25 120.9(8) . . ? C16 C21 C25 121.3(7) . . ? C23 C22 C17 109.7(8) . . ? C23 C22 C24 111.2(10) . . ? C17 C22 C24 114.1(8) . . ? C23 C22 H22 107.2 . . ? C17 C22 H22 107.2 . . ? C24 C22 H22 107.2 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C22 C24 H24A 109.5 . . ? C22 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C22 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C26 C25 C27 112.5(10) . . ? C26 C25 C21 111.2(8) . . ? C27 C25 C21 113.0(8) . . ? C26 C25 H25 106.5 . . ? C27 C25 H25 106.5 . . ? C21 C25 H25 106.5 . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C25 C27 H27A 109.5 . . ? C25 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C25 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 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 C3 N2 C1 N1 -2.5(8) . . . . ? C8 N2 C1 N1 -177.7(6) . . . . ? C3 N2 C1 Au1 177.4(5) . . . . ? C8 N2 C1 Au1 2.2(9) . . . . ? C2 N1 C1 N2 3.0(8) . . . . ? C4 N1 C1 N2 176.4(7) . . . . ? C2 N1 C1 Au1 -176.9(6) . . . . ? C4 N1 C1 Au1 -3.5(11) . . . . ? Br3 Au1 C1 N2 85.5(6) . . . . ? Br1 Au1 C1 N2 -89.9(6) . . . . ? Br2 Au1 C1 N2 -55(10) . . . . ? Br3 Au1 C1 N1 -94.7(6) . . . . ? Br1 Au1 C1 N1 89.9(6) . . . . ? Br2 Au1 C1 N1 125(9) . . . . ? C1 N1 C2 C3 -2.5(9) . . . . ? C4 N1 C2 C3 -176.4(7) . . . . ? N1 C2 C3 N2 1.0(9) . . . . ? C1 N2 C3 C2 0.9(9) . . . . ? C8 N2 C3 C2 175.7(7) . . . . ? C1 N1 C4 C7 29.3(11) . . . . ? C2 N1 C4 C7 -158.3(8) . . . . ? C1 N1 C4 C5 150.2(8) . . . . ? C2 N1 C4 C5 -37.4(11) . . . . ? C1 N1 C4 C6 -91.8(9) . . . . ? C2 N1 C4 C6 80.6(9) . . . . ? C1 N2 C8 C9 -127.0(7) . . . . ? C3 N2 C8 C9 58.8(9) . . . . ? C1 N2 C8 Br4 114.3(6) . . . . ? C3 N2 C8 Br4 -60.0(8) . . . . ? C16 N3 C9 C10 -4.0(13) . . . . ? C16 N3 C9 C8 178.0(7) . . . . ? N2 C8 C9 N3 -22.0(10) . . . . ? Br4 C8 C9 N3 99.2(7) . . . . ? N2 C8 C9 C10 159.6(7) . . . . ? Br4 C8 C9 C10 -79.1(7) . . . . ? N3 C9 C10 C15 -63.5(12) . . . . ? C8 C9 C10 C15 114.6(8) . . . . ? N3 C9 C10 C11 117.1(9) . . . . ? C8 C9 C10 C11 -64.8(9) . . . . ? C15 C10 C11 C12 2.7(12) . . . . ? C9 C10 C11 C12 -177.9(7) . . . . ? C10 C11 C12 C13 -1.8(13) . . . . ? C11 C12 C13 C14 -0.7(16) . . . . ? C12 C13 C14 C15 2.4(16) . . . . ? C13 C14 C15 C10 -1.6(15) . . . . ? C11 C10 C15 C14 -1.0(13) . . . . ? C9 C10 C15 C14 179.6(8) . . . . ? C9 N3 C16 C17 -79.3(10) . . . . ? C9 N3 C16 C21 108.1(8) . . . . ? C21 C16 C17 C18 1.9(11) . . . . ? N3 C16 C17 C18 -170.5(6) . . . . ? C21 C16 C17 C22 178.9(8) . . . . ? N3 C16 C17 C22 6.5(12) . . . . ? C16 C17 C18 C19 0.0(12) . . . . ? C22 C17 C18 C19 -177.1(8) . . . . ? C17 C18 C19 C20 -1.2(13) . . . . ? C17 C18 C19 Br5 177.0(6) . . . . ? C18 C19 C20 C21 0.6(13) . . . . ? Br5 C19 C20 C21 -177.6(6) . . . . ? C19 C20 C21 C16 1.2(12) . . . . ? C19 C20 C21 C25 175.2(8) . . . . ? C17 C16 C21 C20 -2.5(11) . . . . ? N3 C16 C21 C20 170.0(7) . . . . ? C17 C16 C21 C25 -176.4(8) . . . . ? N3 C16 C21 C25 -3.9(11) . . . . ? C16 C17 C22 C23 -98.9(10) . . . . ? C18 C17 C22 C23 78.1(10) . . . . ? C16 C17 C22 C24 135.7(9) . . . . ? C18 C17 C22 C24 -47.4(12) . . . . ? C20 C21 C25 C26 -84.3(11) . . . . ? C16 C21 C25 C26 89.5(11) . . . . ? C20 C21 C25 C27 43.4(12) . . . . ? C16 C21 C25 C27 -142.9(9) . . . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 1.135 _refine_diff_density_min -1.040 _refine_diff_density_rms 0.156