#------------------------------------------------------------------------------ #$Date: 2024-08-05 20:53:22 +0300 (Mon, 05 Aug 2024) $ #$Revision: 293731 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/57/19/1571956.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_1571956 loop_ _publ_author_name 'Kharraz, Haia' 'Alemany, Pere' 'Canadell, Enric' 'Le Gal, Yann' 'Roisnel, Thierry' 'Cui, Hengbo' 'Kim, Kee Hoon' 'Fourmigué, Marc' 'Lorcy, Dominique' _publ_section_title ; Mixed-ligand, radical, gold bis(dithiolene) complexes: from single-component conductors to controllable NIR-II absorbers. ; _journal_issue 29 _journal_name_full 'Chemical science' _journal_page_first 11604 _journal_page_last 11616 _journal_paper_doi 10.1039/d4sc03238a _journal_volume 15 _journal_year 2024 _chemical_compound_source 'synthesis as described' _chemical_formula_moiety 'C11 H9 Au N S6' _chemical_formula_sum 'C11 H9 Au N S6' _chemical_formula_weight 544.52 _chemical_name_common '[Au(bdt)(Et-thiazdt)]' _chemical_name_systematic (Benzene-1,2-dithiolate)(N-Ethyl-thiazoline-2-one-4,5-dithiolate)gold _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _audit_update_record ; 2024-04-16 deposited with the CCDC. 2024-06-21 downloaded from the CCDC. ; _cell_angle_alpha 94.405(3) _cell_angle_beta 97.176(3) _cell_angle_gamma 94.089(3) _cell_formula_units_Z 2 _cell_length_a 7.5222(6) _cell_length_b 7.5384(6) _cell_length_c 13.3073(13) _cell_measurement_reflns_used 9876 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 27.4866 _cell_measurement_theta_min 2.9641 _cell_measurement_wavelength 0.710730 _cell_volume 743.97(11) _computing_cell_refinement 'APEX3 (Bruker, 2015)' _computing_data_collection 'Bruker APEX3 (Bruker, 2015)' _computing_data_reduction 'SAINT (Bruker, 2014)' _computing_molecular_graphics ; 'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2020)' ; _computing_publication_material 'CRYSCALC (T. Roisnel, local program, 2023)' _computing_structure_refinement 'SHELXL-2019_2 (Sheldrick, 2019)' _computing_structure_solution 'SHELXT 2018_2 (Sheldrick, 2018)' _diffrn_ambient_temperature 150(2) _diffrn_detector CMOS-PHOTON70 _diffrn_detector_area_resol_mean 7.39 _diffrn_measured_fraction_theta_full 0.989 _diffrn_measured_fraction_theta_max 0.981 _diffrn_measurement_device_type 'D8 VENTURE Bruker AXS' _diffrn_measurement_method 'rotation images' _diffrn_orient_matrix_UB_11 -0.0368767 _diffrn_orient_matrix_UB_12 -0.0378950 _diffrn_orient_matrix_UB_13 0.0652715 _diffrn_orient_matrix_UB_21 0.0900009 _diffrn_orient_matrix_UB_22 0.0922709 _diffrn_orient_matrix_UB_23 0.0388907 _diffrn_orient_matrix_UB_31 -0.0928126 _diffrn_orient_matrix_UB_32 0.0887179 _diffrn_orient_matrix_UB_33 -0.0026607 _diffrn_radiation_monochromator 'multilayer monochromator' _diffrn_radiation_probe x-ray _diffrn_radiation_source 'Incoatec microfocus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0254 _diffrn_reflns_av_unetI/netI 0.0273 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 8615 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.486 _diffrn_reflns_theta_min 2.719 _diffrn_source_current 1.00 _diffrn_source_power 50.0 _diffrn_source_voltage 50.00 _exptl_absorpt_coefficient_mu 10.711 _exptl_absorpt_correction_T_max 0.725 _exptl_absorpt_correction_T_min 0.493 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA] ; _exptl_crystal_colour black _exptl_crystal_density_diffrn 2.431 _exptl_crystal_description plate _exptl_crystal_F_000 514 _exptl_crystal_size_max 0.120 _exptl_crystal_size_mid 0.100 _exptl_crystal_size_min 0.030 _refine_diff_density_max 2.495 _refine_diff_density_min -1.135 _refine_diff_density_rms 0.114 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.910 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 174 _refine_ls_number_reflns 3356 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.910 _refine_ls_R_factor_all 0.0198 _refine_ls_R_factor_gt 0.0187 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0202P)^2^+2.5930P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0460 _refine_ls_wR_factor_ref 0.0467 _reflns_number_gt 3217 _reflns_number_total 3356 _reflns_threshold_expression >2sigma(I) _cod_data_source_file d4sc03238a2.cif _cod_data_source_block HKC55 _cod_depositor_comments 'Adding full bibliography for 1571955--1571959.cif.' _cod_database_code 1571956 _shelx_res_file ; TITL HKC55 [Space group= P-1] job.res created by SHELXL-2019/3 at 13:31:57 on 13-Sep-2023 REM Old TITL HKC55 REM SHELXT solution in P-1: R1 0.040, Rweak 0.005, Alpha 0.029 REM 0.000 for 0 systematic absences, Orientation as input REM Formula found by SHELXT: C11 Au N S6 CELL 0.71073 7.5222 7.5384 13.3073 94.405 97.176 94.089 ZERR 2.000 0.0006 0.0006 0.0013 0.003 0.003 0.003 LATT 1 SFAC C H AU N S UNIT 22 18 2 2 12 MERG 2 FMAP 2 PLAN 20 SIZE 0.03 0.10 0.12 TWIN -1 0 0 0 -1 0 0.464 0.304 1 ACTA BOND $H CONF LIST 4 WPDB -2 L.S. 4 TEMP -123.00 WGHT 0.020200 2.593000 BASF 0.00078 FVAR 0.33324 AU1 3 0.236259 0.559308 0.446065 11.00000 0.01771 0.01979 = 0.01601 0.00304 0.00292 0.00265 S1 5 0.119109 0.503097 0.278800 11.00000 0.02670 0.02195 = 0.01876 0.00111 0.00105 -0.00134 S2 5 0.319141 0.849152 0.419489 11.00000 0.02952 0.02101 = 0.01759 0.00274 0.00057 -0.00303 S3 5 0.352293 0.616700 0.617266 11.00000 0.02631 0.01975 = 0.01755 0.00225 0.00034 -0.00100 S4 5 0.155361 0.262235 0.468953 11.00000 0.02955 0.02090 = 0.01870 -0.00013 0.00113 -0.00035 S5 5 0.210155 0.078181 0.663384 11.00000 0.03150 0.01939 = 0.02404 0.00383 0.00539 -0.00043 S6 5 0.345952 0.113970 0.885006 11.00000 0.03698 0.03298 = 0.02495 0.01272 0.00593 0.00398 C1 1 0.246984 0.857249 0.289231 11.00000 0.02250 0.02415 = 0.01770 0.00388 0.00591 0.00449 C2 1 0.272848 1.018780 0.246151 11.00000 0.03191 0.02344 = 0.02380 0.00152 0.00643 0.00173 AFIX 43 H2 2 0.325156 1.122132 0.287633 11.00000 -1.20000 AFIX 0 C3 1 0.222553 1.028762 0.143291 11.00000 0.03834 0.02907 = 0.02750 0.01063 0.00970 0.00817 AFIX 43 H3 2 0.239599 1.139065 0.114349 11.00000 -1.20000 AFIX 0 C4 1 0.146917 0.877209 0.082082 11.00000 0.03135 0.03815 = 0.01880 0.00851 0.00466 0.01064 AFIX 43 H4 2 0.115081 0.883965 0.011194 11.00000 -1.20000 AFIX 0 C5 1 0.117992 0.717411 0.123819 11.00000 0.02401 0.03202 = 0.01980 0.00033 0.00326 0.00477 AFIX 43 H5 2 0.065783 0.614587 0.081830 11.00000 -1.20000 AFIX 0 C6 1 0.165916 0.707017 0.228588 11.00000 0.01941 0.02571 = 0.01878 0.00362 0.00458 0.00499 C7 1 0.230057 0.260069 0.593434 11.00000 0.02330 0.02008 = 0.02105 0.00191 0.00464 0.00266 C8 1 0.314620 0.408035 0.656646 11.00000 0.01806 0.02062 = 0.01595 0.00314 0.00419 0.00441 N9 4 0.363105 0.370631 0.754465 11.00000 0.02369 0.02176 = 0.01527 0.00180 0.00224 0.00245 C10 1 0.453458 0.504634 0.834572 11.00000 0.02485 0.02394 = 0.01473 -0.00007 0.00161 -0.00296 AFIX 23 H10A 2 0.530755 0.590999 0.803518 11.00000 -1.20000 H10B 2 0.532038 0.444124 0.884157 11.00000 -1.20000 AFIX 0 C11 1 0.323981 0.604184 0.889718 11.00000 0.03448 0.03745 = 0.02607 -0.00925 0.00184 0.00242 AFIX 137 H11A 2 0.248607 0.668015 0.841486 11.00000 -1.50000 H11B 2 0.390982 0.689980 0.942465 11.00000 -1.50000 H11C 2 0.247735 0.519617 0.921243 11.00000 -1.50000 AFIX 0 C12 1 0.315024 0.199074 0.775089 11.00000 0.02410 0.02585 = 0.02189 0.00369 0.00582 0.00495 HKLF 4 REM HKC55 [Space group= P-1] REM wR2 = 0.0467, GooF = S = 0.910, Restrained GooF = 0.910 for all data REM R1 = 0.0187 for 3217 Fo > 4sig(Fo) and 0.0198 for all 3356 data REM 174 parameters refined using 0 restraints END WGHT 0.0071 1.7544 REM Highest difference peak 2.495, deepest hole -1.135, 1-sigma level 0.114 Q1 1 0.2905 0.6253 0.4847 11.00000 0.05 2.49 Q2 1 0.2399 0.3138 0.5208 11.00000 0.05 0.91 Q3 1 0.3920 0.7249 0.6338 11.00000 0.05 0.83 Q4 1 0.2146 0.4866 0.4931 11.00000 0.05 0.62 Q5 1 0.2290 0.6026 0.3927 11.00000 0.05 0.57 Q6 1 0.3027 0.6996 0.4153 11.00000 0.05 0.55 Q7 1 0.4016 0.4418 0.8018 11.00000 0.05 0.50 Q8 1 0.1654 0.7043 0.1786 11.00000 0.05 0.48 Q9 1 0.1071 0.5607 0.3714 11.00000 0.05 0.48 Q10 1 0.1916 0.5144 0.3333 11.00000 0.05 0.48 Q11 1 0.0584 0.4292 0.3382 11.00000 0.05 0.43 Q12 1 0.2314 0.2636 0.6176 11.00000 0.05 0.42 Q13 1 0.3320 0.5016 0.4369 11.00000 0.05 0.42 Q14 1 0.1266 0.5437 0.5239 11.00000 0.05 0.41 Q15 1 0.1977 0.4449 0.3800 11.00000 0.05 0.39 Q16 1 0.1410 0.6035 0.4520 11.00000 0.05 0.38 Q17 1 0.3740 0.1827 0.8347 11.00000 0.05 0.38 Q18 1 0.3008 0.9248 0.2748 11.00000 0.05 0.37 Q19 1 0.3267 0.4925 0.6446 11.00000 0.05 0.35 Q20 1 0.4010 0.2130 0.9264 11.00000 0.05 0.35 ; _shelx_res_checksum 30576 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' 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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Au1 Au 0.23626(2) 0.55931(2) 0.44606(2) 0.01764(5) Uani 1 1 d . . . . . S1 S 0.11911(12) 0.50310(11) 0.27880(6) 0.02283(17) Uani 1 1 d . . . . . S2 S 0.31914(12) 0.84915(11) 0.41949(6) 0.02311(17) Uani 1 1 d . . . . . S3 S 0.35229(11) 0.61670(11) 0.61727(6) 0.02153(16) Uani 1 1 d . . . . . S4 S 0.15536(12) 0.26224(11) 0.46895(6) 0.02344(17) Uani 1 1 d . . . . . S5 S 0.21015(12) 0.07818(11) 0.66338(7) 0.02485(17) Uani 1 1 d . . . . . S6 S 0.34595(14) 0.11397(13) 0.88501(7) 0.0309(2) Uani 1 1 d . . . . . C1 C 0.2470(4) 0.8572(5) 0.2892(2) 0.0209(6) Uani 1 1 d . . . . . C2 C 0.2728(5) 1.0188(5) 0.2462(3) 0.0262(7) Uani 1 1 d . . . . . H2 H 0.325156 1.122132 0.287633 0.031 Uiso 1 1 calc R U . . . C3 C 0.2226(5) 1.0288(5) 0.1433(3) 0.0305(8) Uani 1 1 d . . . . . H3 H 0.239599 1.139065 0.114349 0.037 Uiso 1 1 calc R U . . . C4 C 0.1469(5) 0.8772(5) 0.0821(3) 0.0286(8) Uani 1 1 d . . . . . H4 H 0.115081 0.883965 0.011194 0.034 Uiso 1 1 calc R U . . . C5 C 0.1180(5) 0.7174(5) 0.1238(3) 0.0252(7) Uani 1 1 d . . . . . H5 H 0.065783 0.614587 0.081830 0.030 Uiso 1 1 calc R U . . . C6 C 0.1659(4) 0.7070(5) 0.2286(3) 0.0209(6) Uani 1 1 d . . . . . C7 C 0.2301(5) 0.2601(4) 0.5934(3) 0.0213(6) Uani 1 1 d . . . . . C8 C 0.3146(4) 0.4080(4) 0.6566(2) 0.0178(6) Uani 1 1 d . . . . . N9 N 0.3631(4) 0.3706(4) 0.7545(2) 0.0202(5) Uani 1 1 d . . . . . C10 C 0.4535(5) 0.5046(5) 0.8346(2) 0.0216(6) Uani 1 1 d . . . . . H10A H 0.530755 0.590999 0.803518 0.026 Uiso 1 1 calc R U . . . H10B H 0.532038 0.444124 0.884157 0.026 Uiso 1 1 calc R U . . . C11 C 0.3240(5) 0.6042(6) 0.8897(3) 0.0335(8) Uani 1 1 d . . . . . H11A H 0.248607 0.668015 0.841486 0.050 Uiso 1 1 calc R U . . . H11B H 0.390982 0.689980 0.942465 0.050 Uiso 1 1 calc R U . . . H11C H 0.247735 0.519617 0.921243 0.050 Uiso 1 1 calc R U . . . C12 C 0.3150(5) 0.1991(5) 0.7751(3) 0.0235(7) Uani 1 1 d . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Au1 0.01771(7) 0.01979(7) 0.01601(7) 0.00304(4) 0.00292(4) 0.00265(4) S1 0.0267(4) 0.0219(4) 0.0188(4) 0.0011(3) 0.0011(3) -0.0013(3) S2 0.0295(4) 0.0210(4) 0.0176(4) 0.0027(3) 0.0006(3) -0.0030(3) S3 0.0263(4) 0.0198(4) 0.0175(4) 0.0023(3) 0.0003(3) -0.0010(3) S4 0.0296(4) 0.0209(4) 0.0187(4) -0.0001(3) 0.0011(3) -0.0003(3) S5 0.0315(4) 0.0194(4) 0.0240(4) 0.0038(3) 0.0054(3) -0.0004(3) S6 0.0370(5) 0.0330(5) 0.0249(4) 0.0127(4) 0.0059(4) 0.0040(4) C1 0.0225(16) 0.0241(16) 0.0177(15) 0.0039(12) 0.0059(12) 0.0045(12) C2 0.0319(18) 0.0234(17) 0.0238(17) 0.0015(14) 0.0064(14) 0.0017(14) C3 0.038(2) 0.0291(19) 0.0275(19) 0.0106(15) 0.0097(15) 0.0082(15) C4 0.0314(19) 0.038(2) 0.0188(16) 0.0085(15) 0.0047(13) 0.0106(15) C5 0.0240(17) 0.0320(19) 0.0198(16) 0.0003(14) 0.0033(13) 0.0048(14) C6 0.0194(15) 0.0257(17) 0.0188(15) 0.0036(13) 0.0046(12) 0.0050(12) C7 0.0233(16) 0.0201(16) 0.0211(15) 0.0019(13) 0.0046(12) 0.0027(12) C8 0.0181(14) 0.0206(15) 0.0159(14) 0.0031(12) 0.0042(11) 0.0044(11) N9 0.0237(14) 0.0218(14) 0.0153(13) 0.0018(10) 0.0022(10) 0.0025(11) C10 0.0249(16) 0.0239(16) 0.0147(14) -0.0001(12) 0.0016(12) -0.0030(13) C11 0.034(2) 0.037(2) 0.0261(18) -0.0092(16) 0.0018(15) 0.0024(16) C12 0.0241(16) 0.0259(17) 0.0219(16) 0.0037(13) 0.0058(13) 0.0049(13) 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' Au Au -2.0133 8.8022 '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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S1 Au1 S2 90.39(3) . . ? S1 Au1 S4 88.50(3) . . ? S2 Au1 S4 178.40(3) . . ? S1 Au1 S3 179.31(3) . . ? S2 Au1 S3 89.80(3) . . ? S4 Au1 S3 91.33(3) . . ? C6 S1 Au1 102.96(12) . . ? C1 S2 Au1 102.80(12) . . ? C8 S3 Au1 99.43(11) . . ? C7 S4 Au1 99.95(12) . . ? C7 S5 C12 92.48(17) . . ? C6 C1 C2 119.7(3) . . ? C6 C1 S2 121.6(3) . . ? C2 C1 S2 118.6(3) . . ? C3 C2 C1 120.2(3) . . ? C3 C2 H2 119.9 . . ? C1 C2 H2 119.9 . . ? C2 C3 C4 120.1(4) . . ? C2 C3 H3 120.0 . . ? C4 C3 H3 120.0 . . ? C5 C4 C3 120.4(3) . . ? C5 C4 H4 119.8 . . ? C3 C4 H4 119.8 . . ? C4 C5 C6 119.9(3) . . ? C4 C5 H5 120.1 . . ? C6 C5 H5 120.1 . . ? C1 C6 C5 119.7(3) . . ? C1 C6 S1 122.1(3) . . ? C5 C6 S1 118.2(3) . . ? C8 C7 S4 125.0(3) . . ? C8 C7 S5 109.7(2) . . ? S4 C7 S5 125.3(2) . . ? N9 C8 C7 113.4(3) . . ? N9 C8 S3 122.3(2) . . ? C7 C8 S3 124.3(3) . . ? C8 N9 C12 115.2(3) . . ? C8 N9 C10 123.2(3) . . ? C12 N9 C10 121.6(3) . . ? N9 C10 C11 112.9(3) . . ? N9 C10 H10A 109.0 . . ? C11 C10 H10A 109.0 . . ? N9 C10 H10B 109.0 . . ? C11 C10 H10B 109.0 . . ? H10A C10 H10B 107.8 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N9 C12 S6 127.4(3) . . ? N9 C12 S5 109.2(2) . . ? S6 C12 S5 123.4(2) . . ? 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 S1 2.2852(8) . ? Au1 S2 2.2951(9) . ? Au1 S4 2.3313(9) . ? Au1 S3 2.3318(8) . ? S1 C6 1.753(4) . ? S2 C1 1.758(3) . ? S3 C8 1.712(3) . ? S4 C7 1.683(3) . ? S5 C7 1.724(4) . ? S5 C12 1.749(4) . ? S6 C12 1.639(4) . ? C1 C6 1.394(5) . ? C1 C2 1.397(5) . ? C2 C3 1.383(5) . ? C2 H2 0.9500 . ? C3 C4 1.393(6) . ? C3 H3 0.9500 . ? C4 C5 1.379(5) . ? C4 H4 0.9500 . ? C5 C6 1.405(5) . ? C5 H5 0.9500 . ? C7 C8 1.406(5) . ? C8 N9 1.364(4) . ? N9 C12 1.375(5) . ? N9 C10 1.475(4) . ? C10 C11 1.499(5) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? 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 Au1 S2 C1 C6 -1.6(3) . . . . ? Au1 S2 C1 C2 178.6(3) . . . . ? C6 C1 C2 C3 -1.7(5) . . . . ? S2 C1 C2 C3 178.1(3) . . . . ? C1 C2 C3 C4 -0.4(6) . . . . ? C2 C3 C4 C5 1.4(6) . . . . ? C3 C4 C5 C6 -0.3(5) . . . . ? C2 C1 C6 C5 2.7(5) . . . . ? S2 C1 C6 C5 -177.0(3) . . . . ? C2 C1 C6 S1 -176.7(3) . . . . ? S2 C1 C6 S1 3.5(4) . . . . ? C4 C5 C6 C1 -1.8(5) . . . . ? C4 C5 C6 S1 177.7(3) . . . . ? Au1 S1 C6 C1 -3.3(3) . . . . ? Au1 S1 C6 C5 177.2(2) . . . . ? Au1 S4 C7 C8 0.3(3) . . . . ? Au1 S4 C7 S5 178.8(2) . . . . ? C12 S5 C7 C8 -0.4(3) . . . . ? C12 S5 C7 S4 -179.0(2) . . . . ? S4 C7 C8 N9 -179.7(2) . . . . ? S5 C7 C8 N9 1.7(4) . . . . ? S4 C7 C8 S3 1.1(5) . . . . ? S5 C7 C8 S3 -177.57(19) . . . . ? Au1 S3 C8 N9 179.1(2) . . . . ? Au1 S3 C8 C7 -1.7(3) . . . . ? C7 C8 N9 C12 -2.5(4) . . . . ? S3 C8 N9 C12 176.7(2) . . . . ? C7 C8 N9 C10 -179.9(3) . . . . ? S3 C8 N9 C10 -0.7(4) . . . . ? C8 N9 C10 C11 89.2(4) . . . . ? C12 N9 C10 C11 -88.0(4) . . . . ? C8 N9 C12 S6 -177.5(3) . . . . ? C10 N9 C12 S6 0.0(5) . . . . ? C8 N9 C12 S5 2.1(4) . . . . ? C10 N9 C12 S5 179.6(2) . . . . ? C7 S5 C12 N9 -1.0(3) . . . . ? C7 S5 C12 S6 178.7(2) . . . . ?