# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Crowley, James' _publ_contact_author_email jcrowley@chemistry.otago.ac.nz _publ_section_title ;Gold(I) \^aClick\^a 1,2,3-triazolylidenes: Synthesis, Self-Assembly and Catalysis. ; loop_ _publ_author_name J.Crowley K.Kilpin A.-L.Lee U.Paul # Attachment '- kjk171m.cif' data_KJK171M _database_code_depnum_ccdc_archive 'CCDC 782313' _audit_creation_method SHELXL-97 _chemical_formula_moiety 'C16 H16 N3 P F6' _chemical_formula_sum 'C16 H16 F6 N3 P' _chemical_formula_weight 395.29 _chemical_melting_point ? _chemical_name_common ? _chemical_name_systematic ? 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 '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 1 21/n 1' _symmetry_space_group_name_Hall '-P 2yn' 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_angle_alpha 90.00 _cell_angle_beta 99.548(4) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 6.3316(6) _cell_length_b 15.3693(13) _cell_length_c 17.6088(16) _cell_measurement_reflns_used 5295 _cell_measurement_temperature 296(2) _cell_measurement_theta_max 26.357 _cell_measurement_theta_min 2.345 _cell_volume 1689.8(3) _exptl_absorpt_coefficient_mu 0.230 _exptl_absorpt_correction_T_max 0.9841 _exptl_absorpt_correction_T_min 0.9136 _exptl_absorpt_correction_type none _exptl_absorpt_process_details SADABS _exptl_crystal_F_000 808 _exptl_crystal_colour colourless _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.554 _exptl_crystal_density_meas . _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.07 _exptl_special_details ? _diffrn_ambient_temperature 296(2) _diffrn_detector_area_resol_mean ? _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type 'MO K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.1120 _diffrn_reflns_av_sigmaI/netI 0.0569 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_number 21123 _diffrn_reflns_theta_full 26.40 _diffrn_reflns_theta_max 26.40 _diffrn_reflns_theta_min 1.77 _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 2733 _reflns_number_total 3454 _reflns_threshold_expression >2\s(I) _computing_cell_refinement ? _computing_data_collection ? _computing_data_reduction Unknown _computing_molecular_graphics ; OLEX2: a complete structure solution, refinement and analysis program. Dolomanov et al., J. Appl. Cryst. (2009). 42, 339-341 ; _computing_publication_material ; OLEX2: a complete structure solution, refinement and analysis program. Dolomanov et al., J. Appl. Cryst. (2009). 42, 339-341 ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_structure_solution ? _refine_diff_density_max 0.344 _refine_diff_density_min -0.582 _refine_diff_density_rms 0.110 _refine_ls_R_factor_all 0.0675 _refine_ls_R_factor_gt 0.0514 _refine_ls_extinction_coef 0.0039(14) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method SHELXL _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 237 _refine_ls_number_reflns 3454 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.052 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_wR_factor_gt 0.1269 _refine_ls_wR_factor_ref 0.1390 _refine_ls_weighting_details ; calc w=1/[\s^2^(Fo^2^)+(0.0743P)^2^+0.4836P] where P=(Fo^2^+2Fc^2^)/3 ; _refine_ls_weighting_scheme calc _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^ > 2\s(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. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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 C1 C 0.3085(3) 0.09269(13) 0.39731(12) 0.0229(5) Uani 1 1 d . . . H1 H 0.2230 0.0701 0.3522 0.027 Uiso 1 1 calc R . . C2 C 0.2200(4) 0.14955(14) 0.44396(13) 0.0262(5) Uani 1 1 d . . . H2 H 0.0740 0.1663 0.4308 0.031 Uiso 1 1 calc R . . C3 C 0.3445(4) 0.18214(14) 0.50995(13) 0.0277(5) Uani 1 1 d . . . H3 H 0.2834 0.2212 0.5420 0.033 Uiso 1 1 calc R . . C4 C 0.5556(4) 0.15836(14) 0.52937(13) 0.0282(5) Uani 1 1 d . . . H4 H 0.6401 0.1808 0.5748 0.034 Uiso 1 1 calc R . . C5 C 0.6456(4) 0.10112(13) 0.48212(12) 0.0248(5) Uani 1 1 d . . . H5 H 0.7917 0.0847 0.4953 0.030 Uiso 1 1 calc R . . C6 C 0.5222(3) 0.06830(13) 0.41613(11) 0.0202(4) Uani 1 1 d . . . C7 C 0.6142(3) 0.00513(13) 0.36468(12) 0.0232(5) Uani 1 1 d . . . H7A H 0.7505 -0.0188 0.3926 0.028 Uiso 1 1 calc R . . H7B H 0.5133 -0.0439 0.3515 0.028 Uiso 1 1 calc R . . C8 C 0.5470(3) 0.03781(13) 0.22052(11) 0.0203(4) Uani 1 1 d . . . H8 H 0.4261 0.0016 0.2045 0.024 Uiso 1 1 calc R . . C9 C 0.6483(3) 0.08993(12) 0.17496(12) 0.0194(4) Uani 1 1 d . . . C10 C 0.6119(3) 0.10473(12) 0.09115(12) 0.0216(5) Uani 1 1 d . . . C11 C 0.4220(4) 0.14159(14) 0.05433(13) 0.0261(5) Uani 1 1 d . . . H11 H 0.3146 0.1578 0.0835 0.031 Uiso 1 1 calc R . . C12 C 0.3880(4) 0.15489(14) -0.02447(13) 0.0294(5) Uani 1 1 d . . . H12 H 0.2576 0.1799 -0.0494 0.035 Uiso 1 1 calc R . . C13 C 0.5453(4) 0.13156(14) -0.06685(13) 0.0326(6) Uani 1 1 d . . . H13 H 0.5228 0.1411 -0.1209 0.039 Uiso 1 1 calc R . . C14 C 0.7345(4) 0.09450(14) -0.03084(14) 0.0336(6) Uani 1 1 d . . . H14 H 0.8414 0.0786 -0.0602 0.040 Uiso 1 1 calc R . . C15 C 0.7689(4) 0.08047(14) 0.04800(13) 0.0287(5) Uani 1 1 d . . . H15 H 0.8985 0.0545 0.0726 0.034 Uiso 1 1 calc R . . C16 C 0.9681(4) 0.19276(14) 0.20947(13) 0.0284(5) Uani 1 1 d . . . H16A H 1.0473 0.2145 0.2583 0.043 Uiso 1 1 calc R . . H16B H 0.8956 0.2413 0.1799 0.043 Uiso 1 1 calc R . . H16C H 1.0680 0.1652 0.1799 0.043 Uiso 1 1 calc R . . N1 N 0.6534(3) 0.04818(10) 0.29296(9) 0.0200(4) Uani 1 1 d . . . N2 N 0.8128(3) 0.10354(11) 0.29680(10) 0.0215(4) Uani 1 1 d . . . N3 N 0.8085(3) 0.12865(10) 0.22492(10) 0.0198(4) Uani 1 1 d . . . F1 F -0.2177(2) -0.13914(9) 0.24117(9) 0.0397(4) Uani 1 1 d . . . F2 F 0.0528(2) -0.08765(9) 0.32835(8) 0.0389(4) Uani 1 1 d . . . F3 F 0.2933(2) -0.13709(8) 0.25752(8) 0.0315(3) Uani 1 1 d . . . F4 F 0.0238(3) -0.18934(10) 0.17004(8) 0.0459(4) Uani 1 1 d . . . F5 F 0.0272(2) -0.04720(9) 0.20417(9) 0.0411(4) Uani 1 1 d . . . F6 F 0.0509(2) -0.22954(8) 0.29450(8) 0.0338(4) Uani 1 1 d . . . P1 P 0.03653(9) -0.13903(3) 0.24893(3) 0.02082(19) 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 C1 0.0252(11) 0.0202(10) 0.0225(11) -0.0008(8) 0.0019(9) -0.0025(8) C2 0.0242(12) 0.0252(11) 0.0302(12) 0.0014(9) 0.0077(9) 0.0017(8) C3 0.0358(13) 0.0223(11) 0.0256(11) -0.0009(9) 0.0071(10) 0.0010(9) C4 0.0382(14) 0.0238(11) 0.0209(11) 0.0016(9) 0.0003(10) -0.0071(9) C5 0.0254(12) 0.0249(11) 0.0234(11) 0.0045(9) 0.0020(9) -0.0042(8) C6 0.0229(11) 0.0189(10) 0.0192(10) 0.0042(8) 0.0052(8) -0.0024(8) C7 0.0267(12) 0.0214(11) 0.0220(11) 0.0074(8) 0.0054(9) 0.0029(8) C8 0.0186(10) 0.0191(10) 0.0231(11) -0.0006(8) 0.0034(8) 0.0018(7) C9 0.0193(10) 0.0163(10) 0.0231(11) 0.0001(8) 0.0050(8) 0.0019(7) C10 0.0283(12) 0.0159(10) 0.0205(11) -0.0017(8) 0.0033(9) -0.0030(8) C11 0.0255(12) 0.0282(12) 0.0243(12) -0.0004(9) 0.0036(9) -0.0037(8) C12 0.0304(13) 0.0292(12) 0.0261(12) 0.0015(9) -0.0028(10) -0.0028(9) C13 0.0544(17) 0.0234(12) 0.0198(11) -0.0026(9) 0.0053(11) -0.0049(10) C14 0.0510(16) 0.0251(12) 0.0281(12) -0.0003(9) 0.0171(11) 0.0050(10) C15 0.0359(13) 0.0222(11) 0.0296(12) 0.0010(9) 0.0100(10) 0.0065(9) C16 0.0270(12) 0.0282(12) 0.0313(12) -0.0002(9) 0.0091(10) -0.0093(9) N1 0.0202(9) 0.0191(9) 0.0214(9) 0.0009(7) 0.0055(7) 0.0004(6) N2 0.0203(9) 0.0218(9) 0.0230(9) 0.0021(7) 0.0053(7) -0.0005(7) N3 0.0171(9) 0.0203(9) 0.0222(9) 0.0009(7) 0.0039(7) 0.0006(6) F1 0.0182(8) 0.0403(9) 0.0588(10) 0.0047(7) 0.0014(6) 0.0010(5) F2 0.0399(9) 0.0400(8) 0.0365(8) -0.0137(6) 0.0055(6) 0.0051(6) F3 0.0191(7) 0.0250(7) 0.0511(9) 0.0034(6) 0.0080(6) 0.0021(5) F4 0.0527(10) 0.0538(10) 0.0284(8) -0.0112(7) -0.0012(7) 0.0074(7) F5 0.0375(8) 0.0321(8) 0.0556(10) 0.0214(7) 0.0136(7) 0.0109(6) F6 0.0321(8) 0.0248(7) 0.0450(9) 0.0116(6) 0.0077(6) 0.0013(5) P1 0.0178(3) 0.0196(3) 0.0249(3) 0.0015(2) 0.0029(2) 0.00143(19) _geom_special_details ; All s.u. s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u. s are taken into account individually in the estimation of s.u. s in distances, angles and torsion angles correlations between s.u. s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u. s is used for estimating s.u. s 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 C1 C2 1.380(3) . ? C1 C6 1.390(3) . ? C1 H1 0.9500 . ? C2 C3 1.385(3) . ? C2 H2 0.9500 . ? C3 C4 1.373(3) . ? C3 H3 0.9500 . ? C4 C5 1.396(3) . ? C4 H4 0.9500 . ? C5 C6 1.383(3) . ? C5 H5 0.9500 . ? C6 C7 1.509(3) . ? C7 N1 1.483(2) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 N1 1.350(3) . ? C8 C9 1.367(3) . ? C8 H8 0.9500 . ? C9 N3 1.364(3) . ? C9 C10 1.473(3) . ? C10 C11 1.389(3) . ? C10 C15 1.398(3) . ? C11 C12 1.384(3) . ? C11 H11 0.9500 . ? C12 C13 1.387(4) . ? C12 H12 0.9500 . ? C13 C14 1.382(4) . ? C13 H13 0.9500 . ? C14 C15 1.386(3) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 N3 1.469(2) . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? N1 N2 1.313(2) . ? N2 N3 1.319(2) . ? F1 P1 1.5928(14) . ? F2 P1 1.5943(14) . ? F3 P1 1.6079(13) . ? F4 P1 1.5803(15) . ? F5 P1 1.6128(13) . ? F6 P1 1.6009(13) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C6 120.3(2) . . ? C2 C1 H1 119.9 . . ? C6 C1 H1 119.9 . . ? C1 C2 C3 119.8(2) . . ? C1 C2 H2 120.1 . . ? C3 C2 H2 120.1 . . ? C4 C3 C2 120.5(2) . . ? C4 C3 H3 119.7 . . ? C2 C3 H3 119.7 . . ? C3 C4 C5 119.7(2) . . ? C3 C4 H4 120.1 . . ? C5 C4 H4 120.1 . . ? C6 C5 C4 120.1(2) . . ? C6 C5 H5 120.0 . . ? C4 C5 H5 120.0 . . ? C5 C6 C1 119.6(2) . . ? C5 C6 C7 121.24(19) . . ? C1 C6 C7 119.18(18) . . ? N1 C7 C6 111.10(16) . . ? N1 C7 H7A 109.4 . . ? C6 C7 H7A 109.4 . . ? N1 C7 H7B 109.4 . . ? C6 C7 H7B 109.4 . . ? H7A C7 H7B 108.0 . . ? N1 C8 C9 106.02(18) . . ? N1 C8 H8 127.0 . . ? C9 C8 H8 127.0 . . ? N3 C9 C8 104.38(18) . . ? N3 C9 C10 123.71(18) . . ? C8 C9 C10 131.90(19) . . ? C11 C10 C15 119.6(2) . . ? C11 C10 C9 120.68(19) . . ? C15 C10 C9 119.74(19) . . ? C12 C11 C10 120.5(2) . . ? C12 C11 H11 119.8 . . ? C10 C11 H11 119.8 . . ? C11 C12 C13 119.7(2) . . ? C11 C12 H12 120.2 . . ? C13 C12 H12 120.2 . . ? C14 C13 C12 120.3(2) . . ? C14 C13 H13 119.8 . . ? C12 C13 H13 119.8 . . ? C13 C14 C15 120.3(2) . . ? C13 C14 H14 119.9 . . ? C15 C14 H14 119.9 . . ? C14 C15 C10 119.7(2) . . ? C14 C15 H15 120.2 . . ? C10 C15 H15 120.2 . . ? N3 C16 H16A 109.5 . . ? N3 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? N3 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? N2 N1 C8 112.60(17) . . ? N2 N1 C7 118.77(17) . . ? C8 N1 C7 128.63(17) . . ? N1 N2 N3 104.29(16) . . ? N2 N3 C9 112.71(17) . . ? N2 N3 C16 117.94(17) . . ? C9 N3 C16 129.34(18) . . ? F4 P1 F1 91.19(8) . . ? F4 P1 F2 179.11(9) . . ? F1 P1 F2 89.62(8) . . ? F4 P1 F6 90.33(8) . . ? F1 P1 F6 90.84(7) . . ? F2 P1 F6 90.04(8) . . ? F4 P1 F3 89.71(8) . . ? F1 P1 F3 178.90(8) . . ? F2 P1 F3 89.48(8) . . ? F6 P1 F3 89.80(7) . . ? F4 P1 F5 90.35(8) . . ? F1 P1 F5 90.25(7) . . ? F2 P1 F5 89.26(8) . . ? F6 P1 F5 178.71(8) . . ? F3 P1 F5 89.11(7) . . ? # Attachment '- kjk183.cif' data_kjk183 _database_code_depnum_ccdc_archive 'CCDC 782314' #TrackingRef '- kjk183.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H15 Au Cl N3' _chemical_formula_sum 'C16 H15 Au Cl N3' _chemical_formula_weight 481.73 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 Orthorhombic _symmetry_space_group_name_H-M P212121 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 7.6316(10) _cell_length_b 7.8947(9) _cell_length_c 25.267(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1522.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 5960 _cell_measurement_theta_min 2.788 _cell_measurement_theta_max 26.422 _exptl_crystal_description irregular _exptl_crystal_colour yellow _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.102 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 912 _exptl_absorpt_coefficient_mu 9.835 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1505 _exptl_absorpt_correction_T_max 0.5460 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28911 _diffrn_reflns_av_R_equivalents 0.0462 _diffrn_reflns_av_sigmaI/netI 0.0243 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 26.49 _reflns_number_total 3141 _reflns_number_gt 2969 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0139P)^2^+1.5415P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.021(7) _refine_ls_number_reflns 3141 _refine_ls_number_parameters 191 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0196 _refine_ls_R_factor_gt 0.0175 _refine_ls_wR_factor_ref 0.0385 _refine_ls_wR_factor_gt 0.0378 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _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 0.411651(16) 0.494769(19) 0.096379(5) 0.01488(5) Uani 1 1 d . . . Cl1 Cl 0.28291(14) 0.75674(12) 0.09082(5) 0.0238(2) Uani 1 1 d . . . N3 N 0.6503(4) 0.0255(4) 0.07894(12) 0.0126(7) Uani 1 1 d . . . N2 N 0.6642(4) 0.0384(4) 0.13066(13) 0.0161(8) Uani 1 1 d . . . N1 N 0.5895(5) 0.1865(4) 0.14093(13) 0.0152(7) Uani 1 1 d . . . C9 C 0.5674(5) 0.1591(5) 0.05588(16) 0.0136(8) Uani 1 1 d . . . C8 C 0.5268(5) 0.2697(5) 0.09753(17) 0.0145(8) Uani 1 1 d . . . C4 C 0.1368(5) 0.0215(6) 0.22182(16) 0.0215(9) Uani 1 1 d . . . H4 H 0.0599 -0.0557 0.2048 0.026 Uiso 1 1 calc R . . C6 C 0.4037(6) 0.1810(5) 0.22145(16) 0.0162(8) Uani 1 1 d . . . C7 C 0.5746(6) 0.2370(5) 0.19633(16) 0.0193(9) Uani 1 1 d . . . H7A H 0.5839 0.3618 0.1988 0.023 Uiso 1 1 calc R . . H7B H 0.6735 0.1876 0.2165 0.023 Uiso 1 1 calc R . . C3 C 0.0945(6) 0.0853(5) 0.27079(17) 0.0239(10) Uani 1 1 d . . . H3 H -0.0126 0.0537 0.2872 0.029 Uiso 1 1 calc R . . C5 C 0.2917(6) 0.0695(5) 0.19719(16) 0.0199(9) Uani 1 1 d . . . H5 H 0.3202 0.0249 0.1633 0.024 Uiso 1 1 calc R . . C1 C 0.3625(6) 0.2417(5) 0.27158(18) 0.0240(10) Uani 1 1 d . . . H1 H 0.4412 0.3158 0.2893 0.029 Uiso 1 1 calc R . . C16 C 0.7302(6) -0.1227(5) 0.05360(17) 0.0189(9) Uani 1 1 d . . . H16A H 0.8407 -0.1501 0.0714 0.028 Uiso 1 1 calc R . . H16B H 0.7531 -0.0976 0.0162 0.028 Uiso 1 1 calc R . . H16C H 0.6502 -0.2195 0.0562 0.028 Uiso 1 1 calc R . . C2 C 0.2069(6) 0.1947(5) 0.29593(18) 0.0248(10) Uani 1 1 d . . . H2 H 0.1782 0.2382 0.3299 0.030 Uiso 1 1 calc R . . C11 C 0.5763(5) 0.3252(5) -0.02646(16) 0.0146(8) Uani 1 1 d . . . H11 H 0.6197 0.4188 -0.0068 0.018 Uiso 1 1 calc R . . C15 C 0.4684(5) 0.0393(5) -0.03004(16) 0.0151(9) Uani 1 1 d . . . H15 H 0.4387 -0.0637 -0.0128 0.018 Uiso 1 1 calc R . . C10 C 0.5367(5) 0.1745(5) -0.00084(16) 0.0137(9) Uani 1 1 d . . . C14 C 0.4442(5) 0.0551(5) -0.08394(16) 0.0169(9) Uani 1 1 d . . . H14 H 0.3973 -0.0369 -0.1036 0.020 Uiso 1 1 calc R . . C12 C 0.5529(5) 0.3398(5) -0.08069(16) 0.0169(9) Uani 1 1 d . . . H12 H 0.5815 0.4429 -0.0980 0.020 Uiso 1 1 calc R . . C13 C 0.4880(5) 0.2051(5) -0.10974(17) 0.0180(9) Uani 1 1 d . . . H13 H 0.4734 0.2148 -0.1470 0.022 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 0.01601(7) 0.01247(7) 0.01614(7) -0.00319(9) 0.00056(6) -0.00092(9) Cl1 0.0262(6) 0.0138(4) 0.0314(6) -0.0056(4) -0.0020(5) 0.0024(4) N3 0.0135(14) 0.0115(18) 0.0128(15) -0.0004(13) 0.0018(12) -0.0012(13) N2 0.0174(16) 0.016(2) 0.0144(17) 0.0022(13) 0.0032(13) -0.0038(13) N1 0.0153(17) 0.0176(16) 0.0127(17) -0.0012(13) 0.0021(16) -0.0016(15) C9 0.013(2) 0.0118(18) 0.016(2) -0.0004(15) 0.0035(17) -0.0035(16) C8 0.0116(18) 0.0159(19) 0.016(2) 0.0005(18) 0.0020(18) -0.0027(14) C4 0.0197(19) 0.021(2) 0.024(2) 0.006(2) -0.0051(16) -0.0033(18) C6 0.020(2) 0.0149(18) 0.013(2) 0.0013(15) 0.0000(19) 0.0028(17) C7 0.025(2) 0.019(2) 0.013(2) -0.0021(16) -0.001(2) -0.0031(19) C3 0.019(2) 0.026(2) 0.026(3) 0.0107(18) 0.007(2) 0.006(2) C5 0.022(2) 0.025(2) 0.012(2) 0.0004(16) 0.0004(18) 0.0004(17) C1 0.033(3) 0.016(2) 0.023(3) -0.0031(18) 0.001(2) -0.0025(18) C16 0.023(2) 0.0126(19) 0.021(2) 0.0003(16) 0.002(2) 0.0033(17) C2 0.041(3) 0.017(2) 0.017(2) 0.0004(17) 0.005(2) 0.0021(19) C11 0.0115(19) 0.0160(18) 0.016(2) 0.0012(15) 0.0002(18) 0.0029(17) C15 0.0146(18) 0.013(2) 0.017(2) 0.0012(15) 0.0004(16) 0.0012(14) C10 0.012(2) 0.0142(19) 0.015(2) -0.0004(16) 0.0038(16) 0.0010(15) C14 0.015(2) 0.0158(18) 0.020(2) -0.0048(14) -0.0041(17) -0.0011(14) C12 0.015(2) 0.017(2) 0.018(2) 0.0028(16) 0.0014(17) 0.0011(16) C13 0.016(2) 0.027(2) 0.011(2) -0.0006(17) -0.0008(17) 0.0026(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 Au1 C8 1.982(4) . ? Au1 Cl1 2.2940(10) . ? N3 N2 1.315(4) . ? N3 C9 1.361(5) . ? N3 C16 1.467(5) . ? N2 N1 1.326(4) . ? N1 C8 1.365(5) . ? N1 C7 1.460(5) . ? C9 C8 1.402(5) . ? C9 C10 1.457(6) . ? C4 C3 1.374(6) . ? C4 C5 1.388(6) . ? C4 H4 0.9500 . ? C6 C5 1.371(6) . ? C6 C1 1.390(6) . ? C6 C7 1.517(6) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C3 C2 1.373(6) . ? C3 H3 0.9500 . ? C5 H5 0.9500 . ? C1 C2 1.388(6) . ? C1 H1 0.9500 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C2 H2 0.9500 . ? C11 C12 1.387(6) . ? C11 C10 1.388(5) . ? C11 H11 0.9500 . ? C15 C14 1.380(5) . ? C15 C10 1.398(5) . ? C15 H15 0.9500 . ? C14 C13 1.392(6) . ? C14 H14 0.9500 . ? C12 C13 1.384(6) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? 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 C8 Au1 Cl1 177.18(12) . . ? N2 N3 C9 113.8(3) . . ? N2 N3 C16 117.5(3) . . ? C9 N3 C16 128.7(3) . . ? N3 N2 N1 103.2(3) . . ? N2 N1 C8 114.7(3) . . ? N2 N1 C7 117.5(3) . . ? C8 N1 C7 127.7(3) . . ? N3 C9 C8 105.3(3) . . ? N3 C9 C10 124.1(3) . . ? C8 C9 C10 130.6(4) . . ? N1 C8 C9 103.0(3) . . ? N1 C8 Au1 126.8(3) . . ? C9 C8 Au1 130.2(3) . . ? C3 C4 C5 120.3(4) . . ? C3 C4 H4 119.9 . . ? C5 C4 H4 119.9 . . ? C5 C6 C1 119.2(4) . . ? C5 C6 C7 122.4(4) . . ? C1 C6 C7 118.4(4) . . ? N1 C7 C6 112.9(3) . . ? N1 C7 H7A 109.0 . . ? C6 C7 H7A 109.0 . . ? N1 C7 H7B 109.0 . . ? C6 C7 H7B 109.0 . . ? H7A C7 H7B 107.8 . . ? C2 C3 C4 120.0(4) . . ? C2 C3 H3 120.0 . . ? C4 C3 H3 120.0 . . ? C6 C5 C4 120.3(4) . . ? C6 C5 H5 119.8 . . ? C4 C5 H5 119.8 . . ? C2 C1 C6 120.3(4) . . ? C2 C1 H1 119.8 . . ? C6 C1 H1 119.8 . . ? N3 C16 H16A 109.5 . . ? N3 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? N3 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C3 C2 C1 119.8(4) . . ? C3 C2 H2 120.1 . . ? C1 C2 H2 120.1 . . ? C12 C11 C10 120.2(4) . . ? C12 C11 H11 119.9 . . ? C10 C11 H11 119.9 . . ? C14 C15 C10 120.1(4) . . ? C14 C15 H15 120.0 . . ? C10 C15 H15 120.0 . . ? C11 C10 C15 119.3(4) . . ? C11 C10 C9 119.7(3) . . ? C15 C10 C9 121.0(3) . . ? C15 C14 C13 120.5(4) . . ? C15 C14 H14 119.8 . . ? C13 C14 H14 119.8 . . ? C13 C12 C11 120.4(4) . . ? C13 C12 H12 119.8 . . ? C11 C12 H12 119.8 . . ? C12 C13 C14 119.4(4) . . ? C12 C13 H13 120.3 . . ? C14 C13 H13 120.3 . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.49 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.761 _refine_diff_density_min -0.707 _refine_diff_density_rms 0.088 # Attachment '- kjk268.cif' data_kjk268 _database_code_depnum_ccdc_archive 'CCDC 782315' #TrackingRef '- kjk268.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C23 H25 Au N5, F6 Sb' _chemical_formula_sum 'C23 H25 Au F6 N5 Sb' _chemical_formula_weight 804.20 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.8541(15) _cell_length_b 10.8554(14) _cell_length_c 11.2188(14) _cell_angle_alpha 101.367(7) _cell_angle_beta 92.615(7) _cell_angle_gamma 102.371(8) _cell_volume 1260.5(3) _cell_formula_units_Z 2 _cell_measurement_temperature 91(2) _cell_measurement_reflns_used 6620 _cell_measurement_theta_min 3.0525 _cell_measurement_theta_max 26.5285 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.119 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 764 _exptl_absorpt_coefficient_mu 6.951 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1583 _exptl_absorpt_correction_T_max 0.4428 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 91(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14555 _diffrn_reflns_av_R_equivalents 0.0589 _diffrn_reflns_av_sigmaI/netI 0.0633 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.87 _diffrn_reflns_theta_max 25.50 _reflns_number_total 4677 _reflns_number_gt 4182 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0290P)^2^+2.9742P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heavy _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 4677 _refine_ls_number_parameters 328 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0429 _refine_ls_R_factor_gt 0.0378 _refine_ls_wR_factor_ref 0.0927 _refine_ls_wR_factor_gt 0.0896 _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_restrained_S_all 1.063 _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 C1 C 0.8523(7) 0.1310(11) -0.2113(7) 0.066(3) Uani 1 1 d . . . H1 H 0.8030 0.0622 -0.2720 0.079 Uiso 1 1 calc R . . C2 C 0.9072(10) 0.2480(15) -0.2413(10) 0.085(4) Uani 1 1 d . . . H2 H 0.8961 0.2578 -0.3231 0.102 Uiso 1 1 calc R . . C3 C 0.9754(9) 0.3469(13) -0.1566(12) 0.081(4) Uani 1 1 d . . . H3 H 1.0111 0.4264 -0.1783 0.097 Uiso 1 1 calc R . . C4 C 0.9935(9) 0.3329(9) -0.0392(10) 0.061(2) Uani 1 1 d . . . H4 H 1.0417 0.4032 0.0207 0.073 Uiso 1 1 calc R . . C5 C 0.9423(7) 0.2170(7) -0.0064(7) 0.0426(17) Uani 1 1 d . . . H5 H 0.9568 0.2072 0.0750 0.051 Uiso 1 1 calc R . . C6 C 0.8696(7) 0.1155(7) -0.0942(6) 0.0402(17) Uani 1 1 d . . . C7 C 0.8169(8) -0.0130(7) -0.0608(7) 0.048(2) Uani 1 1 d . . . H7A H 0.7402 -0.0585 -0.1163 0.057 Uiso 1 1 calc R . . H7B H 0.8803 -0.0665 -0.0736 0.057 Uiso 1 1 calc R . . C8 C 0.6947(7) 0.0611(6) 0.1153(7) 0.0377(17) Uani 1 1 d . . . C9 C 0.7052(6) 0.0441(6) 0.2349(6) 0.0298(14) Uani 1 1 d . . . C10 C 0.6372(6) 0.0934(5) 0.3380(6) 0.0294(14) Uani 1 1 d . . . C11 C 0.5047(6) 0.0631(6) 0.3261(6) 0.0276(13) Uani 1 1 d . . . H11 H 0.4599 0.0072 0.2540 0.033 Uiso 1 1 calc R . . C12 C 0.4390(6) 0.1139(6) 0.4186(6) 0.0307(14) Uani 1 1 d . . . H12 H 0.3491 0.0943 0.4094 0.037 Uiso 1 1 calc R . . C13 C 0.5039(6) 0.1940(6) 0.5253(6) 0.0314(15) Uani 1 1 d . . . H13 H 0.4583 0.2277 0.5894 0.038 Uiso 1 1 calc R . . C14 C 0.6353(6) 0.2244(6) 0.5381(6) 0.0330(15) Uani 1 1 d . . . H14 H 0.6802 0.2790 0.6107 0.040 Uiso 1 1 calc R . . C15 C 0.7001(6) 0.1746(6) 0.4443(6) 0.0321(15) Uani 1 1 d . . . H15 H 0.7900 0.1965 0.4527 0.039 Uiso 1 1 calc R . . C16 C 0.8415(7) -0.0661(7) 0.3500(7) 0.0414(17) Uani 1 1 d . . . H16A H 0.8855 -0.1350 0.3221 0.062 Uiso 1 1 calc R . . H16B H 0.7698 -0.0988 0.3940 0.062 Uiso 1 1 calc R . . H16C H 0.9002 0.0064 0.4046 0.062 Uiso 1 1 calc R . . C17 C 0.4067(6) 0.2925(6) -0.0545(6) 0.0297(14) Uani 1 1 d . . . H17 H 0.3531 0.2444 -0.0070 0.036 Uiso 1 1 calc R . . C18 C 0.3569(6) 0.3697(6) -0.1150(6) 0.0292(14) Uani 1 1 d . . . H18 H 0.2707 0.3737 -0.1092 0.035 Uiso 1 1 calc R . . C19 C 0.4317(6) 0.4442(5) -0.1862(5) 0.0272(14) Uani 1 1 d . . . C20 C 0.5590(6) 0.4301(6) -0.1879(6) 0.0315(15) Uani 1 1 d . . . H20 H 0.6162 0.4785 -0.2323 0.038 Uiso 1 1 calc R . . C21 C 0.5990(6) 0.3481(6) -0.1263(6) 0.0327(15) Uani 1 1 d . . . H21 H 0.6836 0.3385 -0.1322 0.039 Uiso 1 1 calc R . . C22 C 0.2566(7) 0.5308(6) -0.2464(7) 0.0387(17) Uani 1 1 d . . . H22A H 0.2015 0.4456 -0.2801 0.058 Uiso 1 1 calc R . . H22B H 0.2417 0.5917 -0.2963 0.058 Uiso 1 1 calc R . . H22C H 0.2379 0.5612 -0.1624 0.058 Uiso 1 1 calc R . . C23 C 0.4687(8) 0.5959(7) -0.3209(8) 0.050(2) Uani 1 1 d . . . H23A H 0.5436 0.6509 -0.2698 0.075 Uiso 1 1 calc R . . H23B H 0.4213 0.6499 -0.3555 0.075 Uiso 1 1 calc R . . H23C H 0.4953 0.5367 -0.3872 0.075 Uiso 1 1 calc R . . N1 N 0.7845(6) -0.0008(5) 0.0646(5) 0.0369(14) Uani 1 1 d . . . N2 N 0.8457(6) -0.0508(5) 0.1402(6) 0.0395(14) Uani 1 1 d . . . N3 N 0.7947(5) -0.0223(5) 0.2435(6) 0.0363(13) Uani 1 1 d . . . N4 N 0.5260(5) 0.2796(5) -0.0575(5) 0.0310(12) Uani 1 1 d . . . N5 N 0.3881(5) 0.5218(5) -0.2467(5) 0.0339(13) Uani 1 1 d . . . Au1 Au 0.60291(2) 0.16090(2) 0.03061(2) 0.02990(11) Uani 1 1 d . . . F1 F 0.9710(5) 0.2526(7) 0.2907(5) 0.0877(19) Uani 1 1 d . . . F2 F 1.1249(8) 0.1419(8) 0.3819(14) 0.187(6) Uani 1 1 d . . . F3 F 1.2798(5) 0.3577(7) 0.4771(5) 0.095(2) Uani 1 1 d . . . F4 F 1.1383(10) 0.4772(7) 0.3712(12) 0.177(5) Uani 1 1 d . . . F5 F 1.2110(6) 0.2897(7) 0.2433(5) 0.111(3) Uani 1 1 d . . . F6 F 1.0380(5) 0.3237(10) 0.5174(5) 0.144(4) Uani 1 1 d . . . Sb1 Sb 1.12466(4) 0.31474(4) 0.38200(4) 0.02794(13) 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 C1 0.020(4) 0.137(9) 0.036(4) 0.011(5) 0.011(3) 0.013(5) C2 0.036(5) 0.189(13) 0.062(6) 0.078(8) 0.031(5) 0.044(7) C3 0.036(6) 0.127(10) 0.109(9) 0.081(8) 0.030(6) 0.028(6) C4 0.046(5) 0.061(5) 0.090(7) 0.038(5) 0.015(5) 0.021(4) C5 0.045(5) 0.035(4) 0.049(4) 0.008(3) 0.005(3) 0.012(3) C6 0.039(4) 0.049(4) 0.032(4) 0.001(3) 0.011(3) 0.016(3) C7 0.046(5) 0.036(4) 0.048(4) -0.019(3) 0.003(4) 0.010(4) C8 0.031(4) 0.021(3) 0.050(4) -0.009(3) 0.014(3) -0.004(3) C9 0.024(3) 0.019(3) 0.043(4) 0.004(2) 0.001(3) 0.001(3) C10 0.026(4) 0.018(3) 0.045(4) 0.010(3) 0.003(3) 0.006(3) C11 0.021(3) 0.022(3) 0.040(3) 0.011(2) -0.001(3) 0.002(3) C12 0.023(3) 0.025(3) 0.047(4) 0.014(3) 0.005(3) 0.004(3) C13 0.034(4) 0.026(3) 0.039(4) 0.013(3) 0.012(3) 0.008(3) C14 0.028(4) 0.032(3) 0.035(4) 0.003(3) -0.004(3) 0.006(3) C15 0.019(3) 0.029(3) 0.047(4) 0.008(3) 0.003(3) 0.003(3) C16 0.030(4) 0.041(4) 0.063(5) 0.022(3) 0.009(3) 0.017(3) C17 0.029(4) 0.025(3) 0.034(3) 0.009(2) 0.007(3) 0.000(3) C18 0.024(3) 0.023(3) 0.039(3) 0.003(3) 0.011(3) 0.001(3) C19 0.029(4) 0.016(3) 0.031(3) -0.001(2) 0.010(3) -0.002(3) C20 0.030(4) 0.026(3) 0.035(3) 0.005(3) 0.012(3) -0.001(3) C21 0.029(4) 0.027(3) 0.037(4) 0.001(3) 0.014(3) 0.000(3) C22 0.038(4) 0.027(3) 0.048(4) 0.008(3) 0.006(3) -0.001(3) C23 0.052(5) 0.039(4) 0.063(5) 0.027(4) 0.016(4) 0.001(4) N1 0.037(3) 0.019(3) 0.048(3) -0.004(2) 0.004(3) 0.003(2) N2 0.033(3) 0.024(3) 0.059(4) -0.001(3) 0.011(3) 0.008(3) N3 0.029(3) 0.022(3) 0.058(4) 0.008(2) 0.005(3) 0.009(2) N4 0.032(3) 0.026(3) 0.031(3) 0.002(2) 0.010(2) 0.000(2) N5 0.033(3) 0.027(3) 0.042(3) 0.014(2) 0.011(3) 0.001(2) Au1 0.03214(18) 0.02114(14) 0.03204(15) -0.00004(9) 0.00415(11) 0.00155(11) F1 0.046(3) 0.138(5) 0.057(3) 0.011(3) -0.014(3) -0.015(3) F2 0.084(6) 0.084(5) 0.416(19) 0.118(8) 0.006(8) 0.013(4) F3 0.036(3) 0.174(6) 0.062(3) 0.007(4) 0.003(3) 0.012(4) F4 0.162(9) 0.049(4) 0.336(15) 0.082(6) 0.033(9) 0.020(5) F5 0.063(4) 0.164(6) 0.058(3) -0.046(4) 0.025(3) -0.022(4) F6 0.037(3) 0.332(12) 0.033(3) 0.018(5) 0.012(2) -0.010(5) Sb1 0.0231(3) 0.0278(2) 0.0293(2) 0.00714(16) 0.00392(17) -0.00328(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C6 1.367(11) . ? C1 C2 1.395(16) . ? C1 H1 0.9500 . ? C2 C3 1.340(17) . ? C2 H2 0.9500 . ? C3 C4 1.366(14) . ? C3 H3 0.9500 . ? C4 C5 1.388(11) . ? C4 H4 0.9500 . ? C5 C6 1.391(10) . ? C5 H5 0.9500 . ? C6 C7 1.515(11) . ? C7 N1 1.453(9) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 N1 1.381(9) . ? C8 C9 1.393(10) . ? C8 Au1 1.962(8) . ? C9 N3 1.338(8) . ? C9 C10 1.474(9) . ? C10 C15 1.385(9) . ? C10 C11 1.398(9) . ? C11 C12 1.378(9) . ? C11 H11 0.9500 . ? C12 C13 1.392(9) . ? C12 H12 0.9500 . ? C13 C14 1.387(10) . ? C13 H13 0.9500 . ? C14 C15 1.378(9) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 N3 1.478(9) . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 N4 1.334(9) . ? C17 C18 1.357(9) . ? C17 H17 0.9500 . ? C18 C19 1.408(8) . ? C18 H18 0.9500 . ? C19 N5 1.327(8) . ? C19 C20 1.422(9) . ? C20 C21 1.356(9) . ? C20 H20 0.9500 . ? C21 N4 1.343(8) . ? C21 H21 0.9500 . ? C22 N5 1.452(9) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 N5 1.462(8) . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? N1 N2 1.319(9) . ? N2 N3 1.318(8) . ? N4 Au1 2.055(6) . ? F1 Sb1 1.837(5) . ? F2 Sb1 1.877(7) . ? F3 Sb1 1.869(5) . ? F4 Sb1 1.766(6) . ? F5 Sb1 1.857(5) . ? F6 Sb1 1.820(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C6 C1 C2 119.7(9) . . ? C6 C1 H1 120.1 . . ? C2 C1 H1 120.1 . . ? C3 C2 C1 121.1(9) . . ? C3 C2 H2 119.4 . . ? C1 C2 H2 119.4 . . ? C2 C3 C4 119.8(10) . . ? C2 C3 H3 120.1 . . ? C4 C3 H3 120.1 . . ? C3 C4 C5 120.8(10) . . ? C3 C4 H4 119.6 . . ? C5 C4 H4 119.6 . . ? C4 C5 C6 119.2(8) . . ? C4 C5 H5 120.4 . . ? C6 C5 H5 120.4 . . ? C1 C6 C5 119.4(8) . . ? C1 C6 C7 120.7(7) . . ? C5 C6 C7 119.8(7) . . ? N1 C7 C6 113.4(5) . . ? N1 C7 H7A 108.9 . . ? C6 C7 H7A 108.9 . . ? N1 C7 H7B 108.9 . . ? C6 C7 H7B 108.9 . . ? H7A C7 H7B 107.7 . . ? N1 C8 C9 101.1(6) . . ? N1 C8 Au1 124.0(5) . . ? C9 C8 Au1 134.3(5) . . ? N3 C9 C8 107.6(6) . . ? N3 C9 C10 124.3(6) . . ? C8 C9 C10 128.1(6) . . ? C15 C10 C11 118.6(6) . . ? C15 C10 C9 122.1(6) . . ? C11 C10 C9 119.2(6) . . ? C12 C11 C10 120.2(6) . . ? C12 C11 H11 119.9 . . ? C10 C11 H11 119.9 . . ? C11 C12 C13 120.3(6) . . ? C11 C12 H12 119.9 . . ? C13 C12 H12 119.9 . . ? C14 C13 C12 119.9(6) . . ? C14 C13 H13 120.0 . . ? C12 C13 H13 120.0 . . ? C15 C14 C13 119.3(6) . . ? C15 C14 H14 120.3 . . ? C13 C14 H14 120.3 . . ? C14 C15 C10 121.6(6) . . ? C14 C15 H15 119.2 . . ? C10 C15 H15 119.2 . . ? N3 C16 H16A 109.5 . . ? N3 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? N3 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? N4 C17 C18 124.2(6) . . ? N4 C17 H17 117.9 . . ? C18 C17 H17 117.9 . . ? C17 C18 C19 120.6(6) . . ? C17 C18 H18 119.7 . . ? C19 C18 H18 119.7 . . ? N5 C19 C18 123.2(6) . . ? N5 C19 C20 122.3(5) . . ? C18 C19 C20 114.5(6) . . ? C21 C20 C19 120.3(6) . . ? C21 C20 H20 119.8 . . ? C19 C20 H20 119.8 . . ? N4 C21 C20 123.9(6) . . ? N4 C21 H21 118.0 . . ? C20 C21 H21 118.0 . . ? N5 C22 H22A 109.5 . . ? N5 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? N5 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? N5 C23 H23A 109.5 . . ? N5 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? N5 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? N2 N1 C8 115.0(6) . . ? N2 N1 C7 119.0(6) . . ? C8 N1 C7 126.0(7) . . ? N3 N2 N1 103.2(5) . . ? N2 N3 C9 113.0(6) . . ? N2 N3 C16 117.7(6) . . ? C9 N3 C16 129.3(6) . . ? C17 N4 C21 116.3(6) . . ? C17 N4 Au1 125.0(4) . . ? C21 N4 Au1 118.6(5) . . ? C19 N5 C22 121.0(5) . . ? C19 N5 C23 121.3(6) . . ? C22 N5 C23 117.6(6) . . ? C8 Au1 N4 173.6(2) . . ? F4 Sb1 F6 96.1(5) . . ? F4 Sb1 F1 95.7(4) . . ? F6 Sb1 F1 87.6(3) . . ? F4 Sb1 F5 89.1(5) . . ? F6 Sb1 F5 174.8(4) . . ? F1 Sb1 F5 91.4(3) . . ? F4 Sb1 F3 91.1(5) . . ? F6 Sb1 F3 91.5(2) . . ? F1 Sb1 F3 173.1(3) . . ? F5 Sb1 F3 88.8(3) . . ? F4 Sb1 F2 173.5(5) . . ? F6 Sb1 F2 90.1(5) . . ? F1 Sb1 F2 86.5(4) . . ? F5 Sb1 F2 84.8(5) . . ? F3 Sb1 F2 86.7(4) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.686 _refine_diff_density_min -1.819 _refine_diff_density_rms 0.170 # Attachment '- kjk297.cif' data_kjk297 _database_code_depnum_ccdc_archive 'CCDC 782316' #TrackingRef '- kjk297.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H20 Au N3' _chemical_formula_sum 'C24 H20 Au N3' _chemical_formula_weight 547.40 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pna21 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x+1/2, y+1/2, z+1/2' 'x+1/2, -y+1/2, z' _cell_length_a 14.9399(15) _cell_length_b 19.6839(17) _cell_length_c 6.9061(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2030.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 93(2) _cell_measurement_reflns_used 3189 _cell_measurement_theta_min 3.126 _cell_measurement_theta_max 24.4085 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.58 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.790 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1056 _exptl_absorpt_coefficient_mu 7.257 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1017 _exptl_absorpt_correction_T_max 0.5944 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 93(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12320 _diffrn_reflns_av_R_equivalents 0.0472 _diffrn_reflns_av_sigmaI/netI 0.0572 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 2.48 _diffrn_reflns_theta_max 25.94 _reflns_number_total 3418 _reflns_number_gt 2800 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heVY _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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.004(10) _refine_ls_number_reflns 3418 _refine_ls_number_parameters 254 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0397 _refine_ls_R_factor_gt 0.0265 _refine_ls_wR_factor_ref 0.0473 _refine_ls_wR_factor_gt 0.0443 _refine_ls_goodness_of_fit_ref 0.970 _refine_ls_restrained_S_all 0.970 _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 C1 C 0.0054(5) 0.6552(3) 0.1819(8) 0.0249(17) Uani 1 1 d . . . H1 H 0.0244 0.6278 0.0765 0.030 Uiso 1 1 calc R . . C2 C 0.0471(4) 0.7182(3) 0.217(2) 0.032(3) Uani 1 1 d . . . H2 H 0.0944 0.7330 0.1351 0.039 Uiso 1 1 calc R . . C3 C 0.0195(5) 0.7582(4) 0.3681(11) 0.0341(19) Uani 1 1 d . . . H3 H 0.0473 0.8009 0.3906 0.041 Uiso 1 1 calc R . . C4 C -0.0484(5) 0.7364(3) 0.4873(10) 0.0308(18) Uani 1 1 d . . . H4 H -0.0665 0.7638 0.5935 0.037 Uiso 1 1 calc R . . C5 C -0.0911(4) 0.6743(3) 0.4537(9) 0.0234(16) Uani 1 1 d . . . H5 H -0.1389 0.6600 0.5347 0.028 Uiso 1 1 calc R . . C6 C -0.0628(4) 0.6334(3) 0.3000(7) 0.0207(16) Uani 1 1 d . . . C7 C -0.1052(4) 0.5667(3) 0.2631(19) 0.0179(16) Uani 1 1 d . . . C8 C -0.0652(3) 0.5041(2) 0.239(2) 0.0130(11) Uani 1 1 d . . . C9 C -0.1381(5) 0.3894(3) 0.1744(8) 0.0260(17) Uani 1 1 d . . . H9A H -0.0761 0.3719 0.1838 0.031 Uiso 1 1 calc R . . H9B H -0.1596 0.3810 0.0410 0.031 Uiso 1 1 calc R . . C10 C -0.1968(4) 0.3512(3) 0.3152(8) 0.0220(16) Uani 1 1 d . . . C11 C -0.2268(4) 0.2867(3) 0.261(2) 0.0300(17) Uani 1 1 d . . . H11 H -0.2104 0.2680 0.1392 0.036 Uiso 1 1 calc R . . C12 C -0.2806(5) 0.2505(3) 0.3868(11) 0.0343(19) Uani 1 1 d . . . H12 H -0.2995 0.2061 0.3519 0.041 Uiso 1 1 calc R . . C13 C -0.3073(5) 0.2770(3) 0.5595(10) 0.0315(17) Uani 1 1 d . . . H13 H -0.3463 0.2518 0.6411 0.038 Uiso 1 1 calc R . . C14 C -0.2771(4) 0.3415(3) 0.6172(10) 0.0282(17) Uani 1 1 d . . . H14 H -0.2939 0.3598 0.7392 0.034 Uiso 1 1 calc R . . C15 C -0.2226(4) 0.3780(3) 0.4934(9) 0.0244(16) Uani 1 1 d . . . H15 H -0.2023 0.4218 0.5304 0.029 Uiso 1 1 calc R . . C16 C -0.2693(4) 0.6066(3) 0.2589(18) 0.0250(15) Uani 1 1 d . . . H16A H -0.3231 0.5864 0.2017 0.037 Uiso 1 1 calc R . . H16B H -0.2533 0.6478 0.1870 0.037 Uiso 1 1 calc R . . H16C H -0.2811 0.6183 0.3944 0.037 Uiso 1 1 calc R . . C17 C 0.1953(4) 0.4511(2) 0.255(2) 0.0163(13) Uani 1 1 d . . . C18 C 0.2720(4) 0.4391(2) 0.248(2) 0.0209(12) Uani 1 1 d . . . C19 C 0.3685(4) 0.4273(3) 0.235(2) 0.0240(15) Uani 1 1 d . . . C20 C 0.4227(5) 0.4702(3) 0.1207(10) 0.0316(18) Uani 1 1 d . . . H20 H 0.3960 0.5061 0.0490 0.038 Uiso 1 1 calc R . . C21 C 0.5144(5) 0.4606(3) 0.1116(11) 0.037(2) Uani 1 1 d . . . H21 H 0.5497 0.4893 0.0316 0.044 Uiso 1 1 calc R . . C22 C 0.5549(5) 0.4103(3) 0.2159(19) 0.033(3) Uani 1 1 d . . . H22 H 0.6180 0.4045 0.2109 0.040 Uiso 1 1 calc R . . C23 C 0.5025(5) 0.3675(3) 0.3300(9) 0.0299(18) Uani 1 1 d . . . H23 H 0.5304 0.3330 0.4052 0.036 Uiso 1 1 calc R . . C24 C 0.4117(4) 0.3745(3) 0.3346(9) 0.0252(16) Uani 1 1 d . . . H24 H 0.3769 0.3430 0.4067 0.030 Uiso 1 1 calc R . . N1 N -0.1378(3) 0.4632(2) 0.2119(11) 0.0190(19) Uani 1 1 d . . . N2 N -0.2181(3) 0.4947(2) 0.2140(12) 0.025(2) Uani 1 1 d . . . N3 N -0.1954(3) 0.5580(2) 0.2491(17) 0.0182(9) Uani 1 1 d . . . Au1 Au 0.064621(13) 0.475723(9) 0.24913(8) 0.01690(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.017(4) 0.028(4) 0.029(4) 0.008(3) -0.003(3) 0.000(3) C2 0.017(4) 0.026(3) 0.054(9) -0.003(5) 0.012(5) 0.000(3) C3 0.029(5) 0.026(5) 0.048(5) -0.005(4) -0.001(4) -0.008(3) C4 0.039(5) 0.020(4) 0.033(4) -0.007(3) 0.004(4) 0.009(3) C5 0.019(4) 0.025(4) 0.026(4) -0.003(3) -0.001(3) 0.005(3) C6 0.016(4) 0.027(4) 0.019(4) 0.007(2) 0.001(3) 0.005(3) C7 0.023(3) 0.017(3) 0.014(4) -0.002(4) 0.003(4) -0.003(2) C8 0.017(3) 0.015(2) 0.006(2) -0.004(7) 0.004(6) -0.001(2) C9 0.028(5) 0.023(4) 0.027(4) -0.009(3) 0.002(3) -0.006(3) C10 0.012(4) 0.028(4) 0.027(4) 0.000(3) -0.001(3) 0.000(3) C11 0.026(4) 0.017(3) 0.047(4) -0.015(6) -0.005(6) -0.004(2) C12 0.026(5) 0.026(5) 0.050(5) 0.005(3) -0.005(4) -0.005(3) C13 0.022(4) 0.033(4) 0.040(4) 0.008(3) -0.006(4) -0.004(4) C14 0.018(4) 0.033(4) 0.035(4) 0.006(3) -0.003(3) -0.002(3) C15 0.024(4) 0.019(4) 0.030(4) 0.001(3) -0.004(3) 0.001(3) C16 0.015(3) 0.024(3) 0.036(4) 0.008(6) 0.005(6) 0.001(2) C17 0.026(3) 0.013(3) 0.010(3) 0.004(6) 0.007(6) 0.000(2) C18 0.025(3) 0.023(3) 0.014(3) -0.007(7) -0.006(9) -0.002(2) C19 0.022(3) 0.028(3) 0.021(4) 0.005(6) -0.013(7) 0.002(3) C20 0.035(5) 0.027(4) 0.032(4) 0.008(3) -0.001(3) -0.005(3) C21 0.023(5) 0.038(5) 0.050(5) 0.008(4) 0.008(4) -0.010(4) C22 0.023(4) 0.044(4) 0.032(8) -0.013(4) -0.004(4) 0.005(3) C23 0.028(5) 0.025(4) 0.036(4) -0.006(3) -0.006(3) 0.008(3) C24 0.022(5) 0.026(4) 0.027(3) -0.004(3) 0.001(3) -0.003(3) N1 0.015(3) 0.019(3) 0.023(6) 0.001(3) -0.003(3) 0.003(2) N2 0.021(3) 0.031(3) 0.023(6) -0.003(3) 0.009(3) -0.006(2) N3 0.011(2) 0.025(3) 0.018(2) 0.009(6) 0.009(6) -0.0005(19) Au1 0.01493(11) 0.02051(11) 0.01525(9) -0.0004(3) -0.0005(4) 0.00055(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 C1 C6 1.373(8) . ? C1 C2 1.407(8) . ? C1 H1 0.9500 . ? C2 C3 1.373(13) . ? C2 H2 0.9500 . ? C3 C4 1.376(10) . ? C3 H3 0.9500 . ? C4 C5 1.398(9) . ? C4 H4 0.9500 . ? C5 C6 1.398(8) . ? C5 H5 0.9500 . ? C6 C7 1.479(8) . ? C7 N3 1.363(7) . ? C7 C8 1.378(7) . ? C8 N1 1.363(7) . ? C8 Au1 2.020(5) . ? C9 N1 1.477(7) . ? C9 C10 1.510(7) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C15 1.393(8) . ? C10 C11 1.398(8) . ? C11 C12 1.382(12) . ? C11 H11 0.9500 . ? C12 C13 1.361(9) . ? C12 H12 0.9500 . ? C13 C14 1.406(8) . ? C13 H13 0.9500 . ? C14 C15 1.381(8) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 N3 1.463(6) . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 C18 1.171(7) . ? C17 Au1 2.011(6) . ? C18 C19 1.464(7) . ? C19 C24 1.403(10) . ? C19 C20 1.412(11) . ? C20 C21 1.385(9) . ? C20 H20 0.9500 . ? C21 C22 1.366(11) . ? C21 H21 0.9500 . ? C22 C23 1.394(11) . ? C22 H22 0.9500 . ? C23 C24 1.365(9) . ? C23 H23 0.9500 . ? C24 H24 0.9500 . ? N1 N2 1.351(6) . ? N2 N3 1.314(6) . ? 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 C6 C1 C2 120.2(8) . . ? C6 C1 H1 119.9 . . ? C2 C1 H1 119.9 . . ? C3 C2 C1 120.2(9) . . ? C3 C2 H2 119.9 . . ? C1 C2 H2 119.9 . . ? C2 C3 C4 119.8(7) . . ? C2 C3 H3 120.1 . . ? C4 C3 H3 120.1 . . ? C3 C4 C5 120.7(6) . . ? C3 C4 H4 119.6 . . ? C5 C4 H4 119.6 . . ? C6 C5 C4 119.4(6) . . ? C6 C5 H5 120.3 . . ? C4 C5 H5 120.3 . . ? C1 C6 C5 119.6(6) . . ? C1 C6 C7 119.5(6) . . ? C5 C6 C7 120.8(7) . . ? N3 C7 C8 107.9(5) . . ? N3 C7 C6 123.3(5) . . ? C8 C7 C6 128.9(6) . . ? N1 C8 C7 101.6(5) . . ? N1 C8 Au1 127.2(4) . . ? C7 C8 Au1 131.2(4) . . ? N1 C9 C10 112.3(5) . . ? N1 C9 H9A 109.1 . . ? C10 C9 H9A 109.1 . . ? N1 C9 H9B 109.1 . . ? C10 C9 H9B 109.1 . . ? H9A C9 H9B 107.9 . . ? C15 C10 C11 119.5(7) . . ? C15 C10 C9 122.8(6) . . ? C11 C10 C9 117.7(7) . . ? C12 C11 C10 119.1(10) . . ? C12 C11 H11 120.5 . . ? C10 C11 H11 120.5 . . ? C13 C12 C11 121.6(7) . . ? C13 C12 H12 119.2 . . ? C11 C12 H12 119.2 . . ? C12 C13 C14 120.0(7) . . ? C12 C13 H13 120.0 . . ? C14 C13 H13 120.0 . . ? C15 C14 C13 118.9(6) . . ? C15 C14 H14 120.6 . . ? C13 C14 H14 120.6 . . ? C14 C15 C10 120.9(6) . . ? C14 C15 H15 119.6 . . ? C10 C15 H15 119.6 . . ? N3 C16 H16A 109.5 . . ? N3 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? N3 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C18 C17 Au1 175.9(13) . . ? C17 C18 C19 177.2(10) . . ? C24 C19 C20 117.0(6) . . ? C24 C19 C18 122.7(8) . . ? C20 C19 C18 120.3(8) . . ? C21 C20 C19 120.7(6) . . ? C21 C20 H20 119.7 . . ? C19 C20 H20 119.7 . . ? C22 C21 C20 120.9(7) . . ? C22 C21 H21 119.5 . . ? C20 C21 H21 119.5 . . ? C21 C22 C23 119.2(7) . . ? C21 C22 H22 120.4 . . ? C23 C22 H22 120.4 . . ? C24 C23 C22 120.7(7) . . ? C24 C23 H23 119.7 . . ? C22 C23 H23 119.7 . . ? C23 C24 C19 121.4(6) . . ? C23 C24 H24 119.3 . . ? C19 C24 H24 119.3 . . ? N2 N1 C8 115.7(4) . . ? N2 N1 C9 116.7(5) . . ? C8 N1 C9 127.5(5) . . ? N3 N2 N1 101.9(4) . . ? N2 N3 C7 112.9(5) . . ? N2 N3 C16 115.7(5) . . ? C7 N3 C16 131.3(5) . . ? C17 Au1 C8 177.7(3) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.94 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.632 _refine_diff_density_min -0.844 _refine_diff_density_rms 0.118