#------------------------------------------------------------------------------ #$Date: 2024-08-05 20:53:22 +0300 (Mon, 05 Aug 2024) $ #$Revision: 293731 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/57/19/1571955.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_1571955 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 'C16 H36 N, C4 H2 Au Cl2 N2 S2' _chemical_formula_sum 'C20 H38 Au Cl2 N3 S2' _chemical_formula_weight 652.52 _chemical_name_common Bu4N,(pzdt)AuCl2 _chemical_name_systematic 'tetrabutylammonium, (pyrazinedithiolate)dichloroaurate' _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 _atom_sites_solution_secondary difmap _audit_update_record ; 2024-04-16 deposited with the CCDC. 2024-06-21 downloaded from the CCDC. ; _cell_angle_alpha 88.3780(10) _cell_angle_beta 77.4540(10) _cell_angle_gamma 74.9480(10) _cell_formula_units_Z 2 _cell_length_a 9.1681(2) _cell_length_b 10.7295(4) _cell_length_c 13.7336(5) _cell_measurement_reflns_used 9890 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 27.4717 _cell_measurement_theta_min 2.4505 _cell_measurement_wavelength 0.710730 _cell_volume 1272.89(7) _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, 2021)' _computing_structure_refinement 'SHELXL-2019_2 (Sheldrick, 2019)' _computing_structure_solution 'SHELXT (Sheldrick, 2015)' _diffrn_ambient_temperature 150(2) _diffrn_detector CMOS-PHOTON70 _diffrn_measured_fraction_theta_full 0.992 _diffrn_measured_fraction_theta_max 0.985 _diffrn_measurement_device_type 'D8 VENTURE Bruker AXS' _diffrn_measurement_method 'rotation images' _diffrn_orient_matrix_UB_11 0.0515841 _diffrn_orient_matrix_UB_12 0.0109243 _diffrn_orient_matrix_UB_13 -0.0706143 _diffrn_orient_matrix_UB_21 -0.0461126 _diffrn_orient_matrix_UB_22 0.0954210 _diffrn_orient_matrix_UB_23 0.0079064 _diffrn_orient_matrix_UB_31 0.0926786 _diffrn_orient_matrix_UB_32 0.0099911 _diffrn_orient_matrix_UB_33 0.0229713 _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 0.0374 _diffrn_reflns_av_unetI/netI 0.0397 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 14660 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.486 _diffrn_reflns_theta_min 2.357 _diffrn_source_current 1.00 _diffrn_source_power 50.0 _diffrn_source_voltage 50.00 _exptl_absorpt_coefficient_mu 6.164 _exptl_absorpt_correction_T_max 0.508 _exptl_absorpt_correction_T_min 0.219 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA] ; _exptl_crystal_colour green _exptl_crystal_density_diffrn 1.702 _exptl_crystal_description block _exptl_crystal_F_000 648 _exptl_crystal_size_max 0.430 _exptl_crystal_size_mid 0.290 _exptl_crystal_size_min 0.110 _refine_diff_density_max 1.213 _refine_diff_density_min -2.185 _refine_diff_density_rms 0.106 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 257 _refine_ls_number_reflns 5742 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.018 _refine_ls_R_factor_all 0.0234 _refine_ls_R_factor_gt 0.0220 _refine_ls_shift/su_max 0.011 _refine_ls_shift/su_mean 0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0254P)^2^+0.8746P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0559 _refine_ls_wR_factor_ref 0.0568 _reflns_number_gt 5494 _reflns_number_total 5742 _reflns_threshold_expression >2sigma(I) _cod_data_source_file d4sc03238a2.cif _cod_data_source_block HK160 _cod_depositor_comments 'Adding full bibliography for 1571955--1571959.cif.' _cod_database_code 1571955 _shelx_res_file ; TITL HK160 [Space group= P-1] job.res created by SHELXL-2019/2 at 11:02:08 on 16-Jan-2023 CELL 0.71073 9.1681 10.7295 13.7336 88.378 77.454 74.948 ZERR 2.00 0.0002 0.0004 0.0005 0.001 0.001 0.001 LATT 1 SFAC C H AU CL N S UNIT 40 76 2 4 6 4 MERG 2 FMAP 2 PLAN 20 ACTA BOND $H CONF LIST 4 WPDB -2 L.S. 4 TEMP -123.00 WGHT 0.025400 0.874600 FVAR 0.30130 MOLE 1 AU1 3 0.631047 0.131189 0.256819 11.00000 0.01632 0.02249 = 0.02279 -0.00066 -0.00185 -0.00519 CL1 4 0.529855 0.117230 0.117253 11.00000 0.03931 0.04663 = 0.02263 0.00282 -0.00728 -0.02293 CL2 4 0.714095 -0.092058 0.267747 11.00000 0.02572 0.02314 = 0.04897 -0.00464 -0.00806 -0.00394 S1 6 0.554531 0.348756 0.246910 11.00000 0.03080 0.02377 = 0.02763 0.00441 -0.01116 -0.00540 S2 6 0.727427 0.148559 0.393244 11.00000 0.02957 0.02171 = 0.03275 0.00214 -0.01475 -0.00310 C1 1 0.622443 0.401539 0.343904 11.00000 0.02528 0.02619 = 0.02637 0.00161 -0.00476 -0.00570 C2 1 0.696795 0.314425 0.407883 11.00000 0.02553 0.02471 = 0.02789 0.00082 -0.00478 -0.00530 N3 5 0.745845 0.355861 0.482280 11.00000 0.03440 0.03200 = 0.03161 0.00104 -0.01000 -0.00994 C4 1 0.720313 0.484341 0.492654 11.00000 0.04155 0.03656 = 0.03353 -0.00626 -0.00524 -0.01394 AFIX 43 H4 2 0.752970 0.517977 0.545067 11.00000 -1.20000 AFIX 0 C5 1 0.648194 0.569031 0.429650 11.00000 0.03973 0.02638 = 0.04288 -0.00214 -0.00464 -0.01021 AFIX 43 H5 2 0.633345 0.659088 0.439748 11.00000 -1.20000 AFIX 0 N6 5 0.598443 0.528076 0.354618 11.00000 0.03513 0.02471 = 0.03515 0.00168 -0.00675 -0.00513 MOLE 2 C12 1 0.404944 0.763003 0.215658 11.00000 0.01463 0.02001 = 0.02259 0.00203 -0.00431 -0.00078 AFIX 23 H12A 2 0.408863 0.707025 0.274093 11.00000 -1.20000 H12B 2 0.466540 0.825050 0.220410 11.00000 -1.20000 AFIX 0 C13 1 0.480025 0.679311 0.121114 11.00000 0.02021 0.02056 = 0.02562 -0.00096 -0.00296 -0.00041 AFIX 23 H13A 2 0.449980 0.727223 0.062818 11.00000 -1.20000 H13B 2 0.442599 0.600236 0.125957 11.00000 -1.20000 AFIX 0 C14 1 0.655963 0.642021 0.106237 11.00000 0.02099 0.02460 = 0.03099 -0.00218 0.00085 -0.00383 AFIX 23 H14A 2 0.693159 0.721197 0.101709 11.00000 -1.20000 H14B 2 0.685821 0.594043 0.164554 11.00000 -1.20000 AFIX 0 C15 1 0.732104 0.558784 0.011939 11.00000 0.02884 0.03184 = 0.03712 -0.00750 0.00161 0.00091 AFIX 137 H15A 2 0.700736 0.477777 0.018218 11.00000 -1.50000 H15B 2 0.844847 0.539878 0.002360 11.00000 -1.50000 H15C 2 0.699814 0.605038 -0.045553 11.00000 -1.50000 AFIX 0 C16 1 0.171778 0.905704 0.323060 11.00000 0.02056 0.01828 = 0.01807 0.00157 -0.00101 -0.00375 AFIX 23 H16A 2 0.174785 0.839398 0.374726 11.00000 -1.20000 H16B 2 0.061854 0.951287 0.326875 11.00000 -1.20000 AFIX 0 C17 1 0.255202 1.002399 0.347498 11.00000 0.02102 0.02491 = 0.02195 -0.00095 -0.00143 -0.00810 AFIX 23 H17A 2 0.283751 1.051386 0.287349 11.00000 -1.20000 H17B 2 0.351476 0.955871 0.368109 11.00000 -1.20000 AFIX 0 C18 1 0.151386 1.095588 0.431343 11.00000 0.02453 0.02134 = 0.02548 -0.00185 -0.00280 -0.00403 AFIX 23 H18A 2 0.061017 1.148694 0.407526 11.00000 -1.20000 H18B 2 0.112486 1.045516 0.488188 11.00000 -1.20000 AFIX 0 C19 1 0.235737 1.183967 0.466865 11.00000 0.03391 0.03115 = 0.03300 -0.00759 -0.00369 -0.00948 AFIX 137 H19A 2 0.321553 1.132119 0.494325 11.00000 -1.50000 H19B 2 0.163800 1.244314 0.518644 11.00000 -1.50000 H19C 2 0.276290 1.232501 0.410551 11.00000 -1.50000 AFIX 0 C20 1 0.237252 0.935650 0.138197 11.00000 0.02045 0.01839 = 0.01806 0.00583 -0.00265 -0.00436 AFIX 23 H20A 2 0.320907 0.978181 0.138566 11.00000 -1.20000 H20B 2 0.262735 0.887947 0.073473 11.00000 -1.20000 AFIX 0 C21 1 0.087354 1.039986 0.143681 11.00000 0.02292 0.02006 = 0.02367 0.00505 -0.00422 -0.00251 AFIX 23 H21A 2 0.061938 1.092937 0.205929 11.00000 -1.20000 H21B 2 0.001244 1.000436 0.143145 11.00000 -1.20000 AFIX 0 C22 1 0.110770 1.124235 0.052604 11.00000 0.02951 0.02489 = 0.02960 0.01072 -0.00785 -0.00442 AFIX 23 H22A 2 0.199363 1.160692 0.053053 11.00000 -1.20000 H22B 2 0.136239 1.069895 -0.008931 11.00000 -1.20000 AFIX 0 C23 1 -0.032213 1.233878 0.051260 11.00000 0.03760 0.02822 = 0.03683 0.01008 -0.01448 -0.00278 AFIX 137 H23A 2 -0.120066 1.198196 0.050327 11.00000 -1.50000 H23B 2 -0.012886 1.284551 -0.008416 11.00000 -1.50000 H23C 2 -0.055860 1.289569 0.111001 11.00000 -1.50000 AFIX 0 C24 1 0.139286 0.750644 0.205095 11.00000 0.01829 0.02136 = 0.02264 0.00197 -0.00489 -0.00586 AFIX 23 H24A 2 0.172925 0.718301 0.134859 11.00000 -1.20000 H24B 2 0.030787 0.803073 0.214585 11.00000 -1.20000 AFIX 0 C25 1 0.142606 0.635332 0.272051 11.00000 0.02682 0.02055 = 0.02553 0.00604 -0.00751 -0.01004 AFIX 23 H25A 2 0.110048 0.664813 0.342979 11.00000 -1.20000 H25B 2 0.248873 0.578024 0.260899 11.00000 -1.20000 AFIX 0 C26 1 0.031366 0.561709 0.246984 11.00000 0.03273 0.02433 = 0.03093 0.00136 -0.00654 -0.01326 AFIX 23 H26A 2 -0.076601 0.613182 0.271531 11.00000 -1.20000 H26B 2 0.049326 0.551046 0.173617 11.00000 -1.20000 AFIX 0 C27 1 0.052502 0.429557 0.293293 11.00000 0.04880 0.03128 = 0.04990 0.00973 -0.01152 -0.02161 AFIX 137 H27A 2 0.157658 0.376648 0.266538 11.00000 -1.50000 H27B 2 -0.022541 0.387303 0.277302 11.00000 -1.50000 H27C 2 0.036008 0.439553 0.365885 11.00000 -1.50000 AFIX 0 N11 5 0.237785 0.838011 0.221112 11.00000 0.01637 0.01787 = 0.01722 0.00305 -0.00306 -0.00386 HKLF 4 REM HK160 [Space group= P-1] REM wR2 = 0.0568, GooF = S = 1.018, Restrained GooF = 1.018 for all data REM R1 = 0.0220 for 5494 Fo > 4sig(Fo) and 0.0234 for all 5742 data REM 257 parameters refined using 0 restraints END WGHT 0.0211 1.0038 REM Highest difference peak 1.213, deepest hole -2.185, 1-sigma level 0.106 Q1 1 0.6602 0.1417 0.1972 11.00000 0.05 1.21 Q2 1 0.5507 0.1240 0.2997 11.00000 0.05 1.16 Q3 1 0.6202 0.2430 0.1993 11.00000 0.05 0.71 Q4 1 0.5574 0.2057 0.2338 11.00000 0.05 0.64 Q5 1 0.6233 0.0222 0.3180 11.00000 0.05 0.60 Q6 1 0.6893 0.0702 0.2775 11.00000 0.05 0.59 Q7 1 0.6480 0.2076 0.2961 11.00000 0.05 0.55 Q8 1 0.7348 0.1568 0.2999 11.00000 0.05 0.53 Q9 1 0.7319 0.0161 0.2043 11.00000 0.05 0.52 Q10 1 0.5358 0.2500 0.3046 11.00000 0.05 0.51 Q11 1 -0.2167 1.1542 0.1596 11.00000 0.05 0.47 Q12 1 0.7138 0.2223 0.3654 11.00000 0.05 0.46 Q13 1 0.1164 0.6012 0.2796 11.00000 0.05 0.45 Q14 1 0.0444 1.1764 0.0549 11.00000 0.05 0.45 Q15 1 0.6644 0.0214 0.1381 11.00000 0.05 0.44 Q16 1 0.5670 0.3558 0.1837 11.00000 0.05 0.43 Q17 1 0.7054 0.2327 0.2335 11.00000 0.05 0.43 Q18 1 0.6294 0.1484 0.1282 11.00000 0.05 0.43 Q19 1 0.6187 0.1404 0.4306 11.00000 0.05 0.43 Q20 1 0.4735 0.1117 0.3589 11.00000 0.05 0.42 ; _shelx_res_checksum 91868 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 0.63105(2) 0.13119(2) 0.25682(2) 0.02086(5) Uani 1 1 d . . . . . Cl1 Cl 0.52985(10) 0.11723(8) 0.11725(5) 0.03390(16) Uani 1 1 d . . . . . Cl2 Cl 0.71409(9) -0.09206(7) 0.26775(6) 0.03296(16) Uani 1 1 d . . . . . S1 S 0.55453(9) 0.34876(7) 0.24691(5) 0.02704(15) Uani 1 1 d . . . . . S2 S 0.72743(9) 0.14856(7) 0.39324(6) 0.02746(15) Uani 1 1 d . . . . . C1 C 0.6224(3) 0.4015(3) 0.3439(2) 0.0263(6) Uani 1 1 d . . . . . C2 C 0.6968(3) 0.3144(3) 0.4079(2) 0.0264(6) Uani 1 1 d . . . . . N3 N 0.7458(3) 0.3559(2) 0.4823(2) 0.0320(5) Uani 1 1 d . . . . . C4 C 0.7203(4) 0.4843(3) 0.4927(3) 0.0368(7) Uani 1 1 d . . . . . H4 H 0.752970 0.517977 0.545067 0.044 Uiso 1 1 calc R U . . . C5 C 0.6482(4) 0.5690(3) 0.4297(3) 0.0366(7) Uani 1 1 d . . . . . H5 H 0.633345 0.659088 0.439748 0.044 Uiso 1 1 calc R U . . . N6 N 0.5984(3) 0.5281(2) 0.3546(2) 0.0323(6) Uani 1 1 d . . . . . C12 C 0.4049(3) 0.7630(2) 0.21566(19) 0.0198(5) Uani 1 1 d . . . . . H12A H 0.408863 0.707025 0.274093 0.024 Uiso 1 1 calc R U . . . H12B H 0.466540 0.825050 0.220410 0.024 Uiso 1 1 calc R U . . . C13 C 0.4800(3) 0.6793(3) 0.1211(2) 0.0233(5) Uani 1 1 d . . . . . H13A H 0.449980 0.727223 0.062818 0.028 Uiso 1 1 calc R U . . . H13B H 0.442599 0.600236 0.125957 0.028 Uiso 1 1 calc R U . . . C14 C 0.6560(3) 0.6420(3) 0.1062(2) 0.0269(6) Uani 1 1 d . . . . . H14A H 0.693159 0.721197 0.101709 0.032 Uiso 1 1 calc R U . . . H14B H 0.685821 0.594043 0.164554 0.032 Uiso 1 1 calc R U . . . C15 C 0.7321(4) 0.5588(3) 0.0119(2) 0.0355(7) Uani 1 1 d . . . . . H15A H 0.700736 0.477777 0.018218 0.053 Uiso 1 1 calc R U . . . H15B H 0.844847 0.539878 0.002360 0.053 Uiso 1 1 calc R U . . . H15C H 0.699814 0.605038 -0.045553 0.053 Uiso 1 1 calc R U . . . C16 C 0.1718(3) 0.9057(2) 0.32306(18) 0.0197(5) Uani 1 1 d . . . . . H16A H 0.174785 0.839398 0.374726 0.024 Uiso 1 1 calc R U . . . H16B H 0.061854 0.951287 0.326875 0.024 Uiso 1 1 calc R U . . . C17 C 0.2552(3) 1.0024(3) 0.3475(2) 0.0227(5) Uani 1 1 d . . . . . H17A H 0.283751 1.051386 0.287349 0.027 Uiso 1 1 calc R U . . . H17B H 0.351476 0.955871 0.368109 0.027 Uiso 1 1 calc R U . . . C18 C 0.1514(3) 1.0956(3) 0.4313(2) 0.0245(6) Uani 1 1 d . . . . . H18A H 0.061017 1.148694 0.407526 0.029 Uiso 1 1 calc R U . . . H18B H 0.112486 1.045516 0.488188 0.029 Uiso 1 1 calc R U . . . C19 C 0.2357(4) 1.1840(3) 0.4669(2) 0.0329(6) Uani 1 1 d . . . . . H19A H 0.321553 1.132119 0.494325 0.049 Uiso 1 1 calc R U . . . H19B H 0.163800 1.244314 0.518644 0.049 Uiso 1 1 calc R U . . . H19C H 0.276290 1.232501 0.410551 0.049 Uiso 1 1 calc R U . . . C20 C 0.2373(3) 0.9357(2) 0.13820(18) 0.0194(5) Uani 1 1 d . . . . . H20A H 0.320907 0.978181 0.138566 0.023 Uiso 1 1 calc R U . . . H20B H 0.262735 0.887947 0.073473 0.023 Uiso 1 1 calc R U . . . C21 C 0.0874(3) 1.0400(2) 0.1437(2) 0.0230(5) Uani 1 1 d . . . . . H21A H 0.061938 1.092937 0.205929 0.028 Uiso 1 1 calc R U . . . H21B H 0.001244 1.000436 0.143145 0.028 Uiso 1 1 calc R U . . . C22 C 0.1108(4) 1.1242(3) 0.0526(2) 0.0285(6) Uani 1 1 d . . . . . H22A H 0.199363 1.160692 0.053053 0.034 Uiso 1 1 calc R U . . . H22B H 0.136239 1.069895 -0.008931 0.034 Uiso 1 1 calc R U . . . C23 C -0.0322(4) 1.2339(3) 0.0513(2) 0.0345(7) Uani 1 1 d . . . . . H23A H -0.120066 1.198196 0.050327 0.052 Uiso 1 1 calc R U . . . H23B H -0.012886 1.284551 -0.008416 0.052 Uiso 1 1 calc R U . . . H23C H -0.055860 1.289569 0.111001 0.052 Uiso 1 1 calc R U . . . C24 C 0.1393(3) 0.7506(2) 0.20509(19) 0.0206(5) Uani 1 1 d . . . . . H24A H 0.172925 0.718301 0.134859 0.025 Uiso 1 1 calc R U . . . H24B H 0.030787 0.803073 0.214585 0.025 Uiso 1 1 calc R U . . . C25 C 0.1426(3) 0.6353(2) 0.2721(2) 0.0234(5) Uani 1 1 d . . . . . H25A H 0.110048 0.664813 0.342979 0.028 Uiso 1 1 calc R U . . . H25B H 0.248873 0.578024 0.260899 0.028 Uiso 1 1 calc R U . . . C26 C 0.0314(4) 0.5617(3) 0.2470(2) 0.0283(6) Uani 1 1 d . . . . . H26A H -0.076601 0.613182 0.271531 0.034 Uiso 1 1 calc R U . . . H26B H 0.049326 0.551046 0.173617 0.034 Uiso 1 1 calc R U . . . C27 C 0.0525(5) 0.4296(3) 0.2933(3) 0.0412(8) Uani 1 1 d . . . . . H27A H 0.157658 0.376648 0.266538 0.062 Uiso 1 1 calc R U . . . H27B H -0.022541 0.387303 0.277302 0.062 Uiso 1 1 calc R U . . . H27C H 0.036008 0.439553 0.365885 0.062 Uiso 1 1 calc R U . . . N11 N 0.2378(3) 0.8380(2) 0.22111(16) 0.0174(4) 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 0.01632(6) 0.02249(6) 0.02279(7) -0.00066(4) -0.00185(4) -0.00519(4) Cl1 0.0393(4) 0.0466(4) 0.0226(3) 0.0028(3) -0.0073(3) -0.0229(3) Cl2 0.0257(4) 0.0231(3) 0.0490(4) -0.0046(3) -0.0081(3) -0.0039(3) S1 0.0308(4) 0.0238(3) 0.0276(3) 0.0044(3) -0.0112(3) -0.0054(3) S2 0.0296(4) 0.0217(3) 0.0327(4) 0.0021(3) -0.0148(3) -0.0031(3) C1 0.0253(14) 0.0262(13) 0.0264(14) 0.0016(10) -0.0048(11) -0.0057(11) C2 0.0255(14) 0.0247(13) 0.0279(14) 0.0008(10) -0.0048(11) -0.0053(11) N3 0.0344(14) 0.0320(13) 0.0316(13) 0.0010(10) -0.0100(11) -0.0099(11) C4 0.0416(19) 0.0366(16) 0.0335(16) -0.0063(13) -0.0052(14) -0.0139(14) C5 0.0397(19) 0.0264(14) 0.0429(18) -0.0021(13) -0.0046(14) -0.0102(13) N6 0.0351(15) 0.0247(12) 0.0351(14) 0.0017(10) -0.0067(11) -0.0051(10) C12 0.0146(12) 0.0200(11) 0.0226(12) 0.0020(9) -0.0043(9) -0.0008(9) C13 0.0202(13) 0.0206(12) 0.0256(13) -0.0010(10) -0.0030(10) -0.0004(10) C14 0.0210(14) 0.0246(13) 0.0310(14) -0.0022(11) 0.0008(11) -0.0038(10) C15 0.0288(16) 0.0318(15) 0.0371(17) -0.0075(12) 0.0016(13) 0.0009(12) C16 0.0206(12) 0.0183(11) 0.0181(12) 0.0016(9) -0.0010(9) -0.0038(9) C17 0.0210(13) 0.0249(12) 0.0220(13) -0.0010(10) -0.0014(10) -0.0081(10) C18 0.0245(14) 0.0213(12) 0.0255(13) -0.0019(10) -0.0028(11) -0.0040(10) C19 0.0339(17) 0.0311(15) 0.0330(16) -0.0076(12) -0.0037(13) -0.0095(13) C20 0.0204(12) 0.0184(11) 0.0181(11) 0.0058(9) -0.0026(9) -0.0044(9) C21 0.0229(13) 0.0201(11) 0.0237(13) 0.0050(9) -0.0042(10) -0.0025(10) C22 0.0295(15) 0.0249(13) 0.0296(15) 0.0107(11) -0.0078(12) -0.0044(11) C23 0.0376(18) 0.0282(14) 0.0368(16) 0.0101(12) -0.0145(14) -0.0028(13) C24 0.0183(12) 0.0214(12) 0.0226(12) 0.0020(9) -0.0049(10) -0.0059(10) C25 0.0268(14) 0.0206(12) 0.0255(13) 0.0060(10) -0.0075(11) -0.0100(11) C26 0.0327(16) 0.0243(13) 0.0309(15) 0.0014(11) -0.0065(12) -0.0133(12) C27 0.049(2) 0.0313(16) 0.050(2) 0.0097(14) -0.0115(16) -0.0216(15) N11 0.0164(10) 0.0179(9) 0.0172(10) 0.0031(8) -0.0031(8) -0.0039(8) 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' Cl Cl 0.1484 0.1585 '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 91.41(2) . . ? S1 Au1 Cl1 87.61(3) . . ? S2 Au1 Cl1 178.98(2) . . ? S1 Au1 Cl2 178.90(2) . . ? S2 Au1 Cl2 87.75(3) . . ? Cl1 Au1 Cl2 93.23(3) . . ? C1 S1 Au1 102.26(9) . . ? C2 S2 Au1 102.81(10) . . ? N6 C1 C2 121.8(3) . . ? N6 C1 S1 116.2(2) . . ? C2 C1 S1 122.0(2) . . ? N3 C2 C1 121.4(3) . . ? N3 C2 S2 117.2(2) . . ? C1 C2 S2 121.4(2) . . ? C2 N3 C4 116.2(3) . . ? N3 C4 C5 122.1(3) . . ? N3 C4 H4 118.9 . . ? C5 C4 H4 118.9 . . ? N6 C5 C4 122.0(3) . . ? N6 C5 H5 119.0 . . ? C4 C5 H5 119.0 . . ? C1 N6 C5 116.4(3) . . ? N11 C12 C13 114.5(2) . . ? N11 C12 H12A 108.6 . . ? C13 C12 H12A 108.6 . . ? N11 C12 H12B 108.6 . . ? C13 C12 H12B 108.6 . . ? H12A C12 H12B 107.6 . . ? C12 C13 C14 110.7(2) . . ? C12 C13 H13A 109.5 . . ? C14 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? C14 C13 H13B 109.5 . . ? H13A C13 H13B 108.1 . . ? C15 C14 C13 111.1(3) . . ? C15 C14 H14A 109.4 . . ? C13 C14 H14A 109.4 . . ? C15 C14 H14B 109.4 . . ? C13 C14 H14B 109.4 . . ? H14A C14 H14B 108.0 . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? N11 C16 C17 115.0(2) . . ? N11 C16 H16A 108.5 . . ? C17 C16 H16A 108.5 . . ? N11 C16 H16B 108.5 . . ? C17 C16 H16B 108.5 . . ? H16A C16 H16B 107.5 . . ? C16 C17 C18 110.2(2) . . ? C16 C17 H17A 109.6 . . ? C18 C17 H17A 109.6 . . ? C16 C17 H17B 109.6 . . ? C18 C17 H17B 109.6 . . ? H17A C17 H17B 108.1 . . ? C19 C18 C17 112.3(2) . . ? C19 C18 H18A 109.2 . . ? C17 C18 H18A 109.2 . . ? C19 C18 H18B 109.2 . . ? C17 C18 H18B 109.2 . . ? H18A C18 H18B 107.9 . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C21 C20 N11 116.2(2) . . ? C21 C20 H20A 108.2 . . ? N11 C20 H20A 108.2 . . ? C21 C20 H20B 108.2 . . ? N11 C20 H20B 108.2 . . ? H20A C20 H20B 107.4 . . ? C20 C21 C22 107.5(2) . . ? C20 C21 H21A 110.2 . . ? C22 C21 H21A 110.2 . . ? C20 C21 H21B 110.2 . . ? C22 C21 H21B 110.2 . . ? H21A C21 H21B 108.5 . . ? C23 C22 C21 112.1(3) . . ? C23 C22 H22A 109.2 . . ? C21 C22 H22A 109.2 . . ? C23 C22 H22B 109.2 . . ? C21 C22 H22B 109.2 . . ? H22A C22 H22B 107.9 . . ? 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 . . ? N11 C24 C25 116.3(2) . . ? N11 C24 H24A 108.2 . . ? C25 C24 H24A 108.2 . . ? N11 C24 H24B 108.2 . . ? C25 C24 H24B 108.2 . . ? H24A C24 H24B 107.4 . . ? C24 C25 C26 108.4(2) . . ? C24 C25 H25A 110.0 . . ? C26 C25 H25A 110.0 . . ? C24 C25 H25B 110.0 . . ? C26 C25 H25B 110.0 . . ? H25A C25 H25B 108.4 . . ? C27 C26 C25 112.2(3) . . ? C27 C26 H26A 109.2 . . ? C25 C26 H26A 109.2 . . ? C27 C26 H26B 109.2 . . ? C25 C26 H26B 109.2 . . ? H26A C26 H26B 107.9 . . ? C26 C27 H27A 109.5 . . ? C26 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C26 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C24 N11 C16 109.1(2) . . ? C24 N11 C12 111.68(19) . . ? C16 N11 C12 109.13(19) . . ? C24 N11 C20 108.33(19) . . ? C16 N11 C20 110.95(19) . . ? C12 N11 C20 107.62(19) . . ? 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 2.2656(7) . ? Au1 S2 2.2695(7) . ? Au1 Cl1 2.3277(7) . ? Au1 Cl2 2.3285(7) . ? S1 C1 1.752(3) . ? S2 C2 1.739(3) . ? C1 N6 1.325(4) . ? C1 C2 1.412(4) . ? C2 N3 1.332(4) . ? N3 C4 1.343(4) . ? C4 C5 1.380(5) . ? C4 H4 0.9500 . ? C5 N6 1.340(5) . ? C5 H5 0.9500 . ? C12 N11 1.521(3) . ? C12 C13 1.524(4) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.526(4) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C15 1.520(4) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 N11 1.522(3) . ? C16 C17 1.522(4) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C18 1.525(4) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 C19 1.519(4) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 C21 1.519(3) . ? C20 N11 1.525(3) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 C22 1.532(4) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.520(4) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 N11 1.510(3) . ? C24 C25 1.518(3) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 C26 1.539(4) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 C27 1.521(4) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 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 S1 C1 N6 177.9(2) . . . . ? Au1 S1 C1 C2 -2.9(3) . . . . ? N6 C1 C2 N3 0.2(5) . . . . ? S1 C1 C2 N3 -179.0(2) . . . . ? N6 C1 C2 S2 179.9(2) . . . . ? S1 C1 C2 S2 0.7(4) . . . . ? Au1 S2 C2 N3 -178.4(2) . . . . ? Au1 S2 C2 C1 1.9(3) . . . . ? C1 C2 N3 C4 0.1(5) . . . . ? S2 C2 N3 C4 -179.6(2) . . . . ? C2 N3 C4 C5 -0.4(5) . . . . ? N3 C4 C5 N6 0.4(6) . . . . ? C2 C1 N6 C5 -0.2(5) . . . . ? S1 C1 N6 C5 179.1(2) . . . . ? C4 C5 N6 C1 -0.1(5) . . . . ? N11 C12 C13 C14 162.4(2) . . . . ? C12 C13 C14 C15 -179.8(2) . . . . ? N11 C16 C17 C18 160.6(2) . . . . ? C16 C17 C18 C19 173.3(2) . . . . ? N11 C20 C21 C22 -178.4(2) . . . . ? C20 C21 C22 C23 -179.1(3) . . . . ? N11 C24 C25 C26 178.0(2) . . . . ? C24 C25 C26 C27 167.4(3) . . . . ? C25 C24 N11 C16 -67.0(3) . . . . ? C25 C24 N11 C12 53.7(3) . . . . ? C25 C24 N11 C20 172.1(2) . . . . ? C17 C16 N11 C24 -177.2(2) . . . . ? C17 C16 N11 C12 60.6(3) . . . . ? C17 C16 N11 C20 -57.9(3) . . . . ? C13 C12 N11 C24 53.3(3) . . . . ? C13 C12 N11 C16 174.0(2) . . . . ? C13 C12 N11 C20 -65.5(3) . . . . ? C21 C20 N11 C24 71.9(3) . . . . ? C21 C20 N11 C16 -47.9(3) . . . . ? C21 C20 N11 C12 -167.2(2) . . . . ?