#------------------------------------------------------------------------------ #$Date: 2020-05-07 00:15:04 +0300 (Thu, 07 May 2020) $ #$Revision: 251826 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/04/7240459.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_7240459 loop_ _publ_author_name 'Hachem, Hadi' 'Jeannin, olivier' 'Fourmigue, Marc' 'Barriere, Frederic' 'Lorcy, Dominique' _publ_section_title ; Halogen bonded metal bis(dithiolene) 2D frameworks ; _journal_name_full CrystEngComm _journal_paper_doi 10.1039/D0CE00512F _journal_year 2020 _chemical_formula_moiety ' C6 Au I2 N2 S6, C16 H36 N' _chemical_formula_sum 'C22 H36 Au I2 N3 S6' _chemical_formula_weight 985.66 _space_group_IT_number 4 _space_group_name_Hall 'P 2yb' _space_group_name_H-M_alt 'P 1 21 1' _symmetry_cell_setting monoclinic _symmetry_Int_Tables_number 4 _symmetry_space_group_name_Hall 'P 2yb' _symmetry_space_group_name_H-M 'P 1 21 1' _atom_sites_solution_hydrogens geom _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4.3 _audit_creation_date 2018-02-01T14:30:08-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_update_record ; 2020-04-02 deposited with the CCDC. 2020-05-06 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 91.649(2) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 11.1817(5) _cell_length_b 13.2215(5) _cell_length_c 11.5412(4) _cell_measurement_reflns_used 5042 _cell_measurement_temperature 296(2) _cell_measurement_theta_max 24.75 _cell_measurement_theta_min 2.39 _cell_measurement_wavelength 0.71073 _cell_volume 1705.53(12) _computing_cell_refinement 'Bruker APEX2 (Bruker, 2014)' _computing_data_collection 'Bruker APEX2 (Bruker, 2014)' _computing_data_reduction 'Bruker APEX2 (Bruker, 2014)' _computing_molecular_graphics 'Ortep for Windows (Farrugia, 2012)' _computing_publication_material 'WinGX publication routines (Farrugia, 2012)' _computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014)' _computing_structure_solution 'SIR-92 (Altomare et al., 1994)' _diffrn_ambient_temperature 296(2) _diffrn_detector 'CCD plate' _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.995 _diffrn_measurement_device_type 'APEXII, Bruker-AXS' _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_orient_matrix_UB_11 -0.021427 _diffrn_orient_matrix_UB_12 -0.064787 _diffrn_orient_matrix_UB_13 0.039006 _diffrn_orient_matrix_UB_21 0.082168 _diffrn_orient_matrix_UB_22 -0.003566 _diffrn_orient_matrix_UB_23 0.03633 _diffrn_orient_matrix_UB_31 -0.028179 _diffrn_orient_matrix_UB_32 0.038865 _diffrn_orient_matrix_UB_33 0.068355 _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0283 _diffrn_reflns_av_unetI/netI 0.0914 _diffrn_reflns_Laue_measured_fraction_full 0.997 _diffrn_reflns_Laue_measured_fraction_max 0.995 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 12067 _diffrn_reflns_point_group_measured_fraction_full 0.998 _diffrn_reflns_point_group_measured_fraction_max 0.996 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.446 _diffrn_reflns_theta_min 2.386 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 6.507 _exptl_absorpt_correction_T_max 0.634 _exptl_absorpt_correction_T_min 0.428 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA] ; _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.919 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 940 _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.07 _refine_diff_density_max 1.734 _refine_diff_density_min -1.025 _refine_diff_density_rms 0.159 _refine_ls_abs_structure_details ; Refined as an inversion twin. ; _refine_ls_abs_structure_Flack 0.009(11) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_constraints 0 _refine_ls_number_parameters 312 _refine_ls_number_reflns 7227 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.028 _refine_ls_R_factor_all 0.0831 _refine_ls_R_factor_gt 0.0509 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0200P)^2^+1.0961P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0946 _refine_ls_wR_factor_ref 0.1078 _reflns_Friedel_coverage 0.918 _reflns_Friedel_fraction_full 0.999 _reflns_Friedel_fraction_max 0.997 _reflns_number_gt 5252 _reflns_number_total 7227 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0ce00512f2.cif _cod_data_source_block cis-Au _cod_original_sg_symbol_H-M 'P 21' _cod_database_code 7240459 _shelx_res_file ; shelx.res created by SHELXL-2014/7 TITL SIR92 run in space group P 21 CELL 0.71073 11.1817 13.2215 11.5412 90.000 91.649 90.000 ZERR 2.00 0.0005 0.0005 0.0004 0.000 0.002 0.000 LATT -1 SYMM - X, 1/2 + Y, - Z SFAC C H N S I AU UNIT 44 72 6 12 4 2 MERG 2 OMIT 1 0 0 TWIN FMAP 2 PLAN 25 ACTA BOND $H CONF L.S. 10 TEMP 23.00 WGHT 0.020000 1.096100 BASF 0.00924 FVAR 0.33047 AU1 6 1.683780 0.100079 0.817437 11.00000 0.04411 0.05061 = 0.04533 0.00260 -0.00130 0.00027 I1 5 1.423594 -0.327633 0.499189 11.00000 0.08487 0.06023 = 0.05692 -0.00515 0.00307 -0.01524 I2 5 2.001027 0.541799 1.047425 11.00000 0.06405 0.07185 = 0.12111 -0.04001 -0.00087 -0.00428 S4 4 1.642495 0.196535 0.978887 11.00000 0.06085 0.07895 = 0.06226 -0.01816 0.01639 -0.02265 S3 4 1.727005 -0.000630 0.658877 11.00000 0.06553 0.05493 = 0.05079 -0.00067 0.01675 -0.00624 S1 4 1.522564 -0.001062 0.865305 11.00000 0.06215 0.08140 = 0.05825 -0.01948 0.01654 -0.02558 S6 4 1.842301 0.204311 0.768755 11.00000 0.05571 0.05447 = 0.07103 -0.00486 0.02154 -0.00567 S2 4 1.422010 -0.180079 0.725992 11.00000 0.07918 0.08877 = 0.06487 -0.01780 0.01700 -0.02985 S5 4 1.778264 0.384895 1.064607 11.00000 0.07610 0.09087 = 0.08203 -0.03309 0.02106 -0.02054 N1 3 1.593387 -0.160240 0.578829 11.00000 0.07211 0.05757 = 0.03698 0.00762 -0.00552 -0.01433 N2 3 1.919883 0.369685 0.889503 11.00000 0.02944 0.04065 = 0.08776 -0.01656 0.00518 0.00469 N3 3 1.293602 0.355271 0.786667 11.00000 0.05637 0.08068 = 0.05851 -0.01100 0.01811 -0.01107 C3 1 1.495239 -0.212358 0.602181 11.00000 0.06520 0.05753 = 0.04136 0.00671 -0.00412 -0.00028 C4 1 1.753597 0.285474 0.966226 11.00000 0.04348 0.06749 = 0.05416 -0.00977 -0.00047 0.01080 C5 1 1.835857 0.290128 0.885018 11.00000 0.04171 0.05059 = 0.05676 -0.00540 -0.00467 0.00861 C12 1 1.275508 0.267620 0.988499 11.00000 0.07304 0.07977 = 0.08310 0.00249 0.00168 0.00468 AFIX 23 H12A 2 1.267091 0.199762 0.957371 11.00000 -1.20000 H12B 2 1.359667 0.279621 1.006075 11.00000 -1.20000 AFIX 0 C2 1 1.604493 -0.085956 0.665982 11.00000 0.05038 0.04592 = 0.04242 0.00480 -0.01041 -0.00569 C1 1 1.526691 -0.084375 0.751138 11.00000 0.05648 0.05458 = 0.04779 0.00215 -0.00925 -0.00620 C18 1 1.696047 0.472513 0.647516 11.00000 0.08662 0.09518 = 0.13140 0.01345 0.01409 -0.01352 AFIX 137 H18A 2 1.715338 0.406090 0.620133 11.00000 -1.50000 H18B 2 1.767668 0.505465 0.675646 11.00000 -1.50000 H18C 2 1.660638 0.511287 0.585129 11.00000 -1.50000 AFIX 0 C17 1 1.610284 0.464321 0.742764 11.00000 0.06945 0.12663 = 0.07585 0.00411 -0.00029 -0.02353 AFIX 23 H17A 2 1.648440 0.426656 0.805768 11.00000 -1.20000 H17B 2 1.594401 0.531856 0.771328 11.00000 -1.20000 AFIX 0 C20 1 1.202682 0.527248 0.737054 11.00000 0.07021 0.09776 = 0.07912 0.01938 0.01809 0.00388 AFIX 23 H20A 2 1.183045 0.531219 0.818247 11.00000 -1.20000 H20B 2 1.277668 0.562716 0.727349 11.00000 -1.20000 AFIX 0 C11 1 1.230560 0.343109 0.900325 11.00000 0.05802 0.11205 = 0.08764 -0.02568 0.01341 0.00049 AFIX 23 H11A 2 1.230523 0.408777 0.937802 11.00000 -1.20000 H11B 2 1.147763 0.326364 0.881700 11.00000 -1.20000 AFIX 0 C7 1 1.310875 0.250689 0.729538 11.00000 0.05637 0.09414 = 0.07542 -0.01263 0.02028 -0.01653 AFIX 23 H7A 2 1.354022 0.260219 0.658640 11.00000 -1.20000 H7B 2 1.360754 0.209670 0.781152 11.00000 -1.20000 AFIX 0 C8 1 1.199492 0.193594 0.701217 11.00000 0.08818 0.09440 = 0.07266 -0.01541 0.01337 -0.01815 AFIX 23 H8A 2 1.153400 0.186446 0.770673 11.00000 -1.20000 H8B 2 1.151523 0.231394 0.644830 11.00000 -1.20000 AFIX 0 C9 1 1.224840 0.093848 0.654794 11.00000 0.08185 0.14123 = 0.13074 -0.04758 0.00393 -0.03102 AFIX 23 H9A 2 1.271567 0.057717 0.713567 11.00000 -1.20000 H9B 2 1.276143 0.103330 0.589312 11.00000 -1.20000 AFIX 0 C13 1 1.206361 0.276683 1.096145 11.00000 0.11515 0.08568 = 0.07266 0.00961 0.01793 -0.01913 AFIX 23 H13A 2 1.217952 0.343965 1.128042 11.00000 -1.20000 H13B 2 1.121904 0.268837 1.076673 11.00000 -1.20000 AFIX 0 C21 1 1.108002 0.577951 0.666990 11.00000 0.08077 0.11601 = 0.16082 0.00711 0.01702 0.02231 AFIX 23 H21A 2 1.032876 0.544241 0.681603 11.00000 -1.20000 H21B 2 1.124889 0.567461 0.585901 11.00000 -1.20000 AFIX 0 C10 1 1.126033 0.026166 0.616056 11.00000 0.12620 0.13191 = 0.11856 -0.03848 -0.00346 -0.04175 AFIX 137 H10A 2 1.079148 0.008073 0.681290 11.00000 -1.50000 H10B 2 1.158603 -0.033867 0.582406 11.00000 -1.50000 H10C 2 1.076292 0.060414 0.559360 11.00000 -1.50000 AFIX 0 C16 1 1.496783 0.416457 0.713615 11.00000 0.07472 0.10701 = 0.06963 -0.00764 0.01329 -0.01582 AFIX 23 H16A 2 1.512472 0.351091 0.679044 11.00000 -1.20000 H16B 2 1.455145 0.457327 0.655484 11.00000 -1.20000 AFIX 0 C6 1 1.896484 0.422082 0.982717 11.00000 0.03944 0.05848 = 0.07644 -0.01524 -0.00800 -0.00354 C19 1 1.218425 0.419143 0.704656 11.00000 0.05973 0.12583 = 0.06578 0.00225 -0.00393 0.00066 AFIX 23 H19A 2 1.254011 0.416784 0.629039 11.00000 -1.20000 H19B 2 1.139807 0.388454 0.696900 11.00000 -1.20000 AFIX 0 C14 1 1.239887 0.203902 1.182432 11.00000 0.14535 0.11844 = 0.07426 0.00986 -0.00453 -0.03539 AFIX 137 H14A 2 1.316654 0.176034 1.165274 11.00000 -1.50000 H14B 2 1.181437 0.150734 1.183006 11.00000 -1.50000 H14C 2 1.244120 0.235981 1.257059 11.00000 -1.50000 AFIX 0 C15 1 1.416146 0.401345 0.812848 11.00000 0.06004 0.10881 = 0.07499 -0.00717 -0.00442 0.00931 AFIX 23 H15A 2 1.404240 0.466531 0.849317 11.00000 -1.20000 H15B 2 1.457404 0.358511 0.869310 11.00000 -1.20000 AFIX 0 C22 1 1.090490 0.688089 0.685278 11.00000 0.11545 0.09299 = 0.33560 0.06377 0.04324 0.01439 AFIX 137 H22A 2 1.065567 0.699748 0.763055 11.00000 -1.50000 H22B 2 1.030231 0.712699 0.631458 11.00000 -1.50000 H22C 2 1.164353 0.723011 0.673140 11.00000 -1.50000 AFIX 0 HKLF 4 REM SIR92 run in space group P 21 REM R1 = 0.0509 for 5252 Fo > 4sig(Fo) and 0.0831 for all 7227 data REM 312 parameters refined using 1 restraints END WGHT 0.0205 0.9823 REM Highest difference peak 1.734, deepest hole -1.025, 1-sigma level 0.159 Q1 1 1.6424 0.0499 0.7662 11.00000 0.05 1.69 Q2 1 1.7322 0.1446 0.8689 11.00000 0.05 1.52 Q3 1 1.6328 0.1006 0.8686 11.00000 0.05 1.52 Q4 1 1.5905 0.0967 0.8051 11.00000 0.05 1.47 Q5 1 1.9439 0.5271 1.1183 11.00000 0.05 1.37 Q6 1 1.6402 0.1433 0.7600 11.00000 0.05 1.34 Q7 1 1.7314 0.0638 0.8657 11.00000 0.05 1.31 Q8 1 1.7371 0.1088 0.7622 11.00000 0.05 1.13 Q9 1 1.7877 0.1012 0.8218 11.00000 0.05 1.07 Q10 1 1.0493 0.1793 0.8679 11.00000 0.05 1.02 Q11 1 1.4192 -0.4741 0.4932 11.00000 0.05 0.88 Q12 1 1.6850 0.0148 0.8155 11.00000 0.05 0.83 Q13 1 1.6896 0.1777 0.8183 11.00000 0.05 0.80 Q14 1 1.3737 -0.2793 0.5438 11.00000 0.05 0.79 Q15 1 1.9454 0.4871 1.0626 11.00000 0.05 0.79 Q16 1 2.0004 0.6488 1.0397 11.00000 0.05 0.78 Q17 1 1.4529 -0.2807 0.5581 11.00000 0.05 0.78 Q18 1 1.3710 -0.3222 0.5630 11.00000 0.05 0.78 Q19 1 1.3760 0.5441 0.5832 11.00000 0.05 0.76 Q20 1 1.7290 0.1628 0.7921 11.00000 0.05 0.75 Q21 1 1.3719 -0.3649 0.4442 11.00000 0.05 0.74 Q22 1 1.5631 0.0028 0.7970 11.00000 0.05 0.72 Q23 1 1.9033 0.5463 1.0489 11.00000 0.05 0.69 Q24 1 1.6432 -0.0030 0.9807 11.00000 0.05 0.67 Q25 1 1.3781 -0.2740 0.4543 11.00000 0.05 0.67 ; _shelx_res_checksum 94527 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -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 1.68378(4) 0.10008(5) 0.81744(4) 0.04673(16) Uani 1 1 d . . . . . I1 I 1.42359(11) -0.32763(7) 0.49919(9) 0.0673(3) Uani 1 1 d . . . . . I2 I 2.00103(11) 0.54180(9) 1.04742(13) 0.0857(4) Uani 1 1 d . . . . . S4 S 1.6425(4) 0.1965(3) 0.9789(4) 0.0671(12) Uani 1 1 d . . . . . S3 S 1.7270(4) -0.0006(3) 0.6589(3) 0.0568(10) Uani 1 1 d . . . . . S1 S 1.5226(4) -0.0011(3) 0.8653(4) 0.0670(12) Uani 1 1 d . . . . . S6 S 1.8423(4) 0.2043(3) 0.7688(4) 0.0600(11) Uani 1 1 d . . . . . S2 S 1.4220(5) -0.1801(4) 0.7260(4) 0.0773(14) Uani 1 1 d . . . . . S5 S 1.7783(5) 0.3849(4) 1.0646(5) 0.0826(17) Uani 1 1 d . . . . . N1 N 1.5934(12) -0.1602(10) 0.5788(10) 0.056(3) Uani 1 1 d . . . . . N2 N 1.9199(10) 0.3697(9) 0.8895(12) 0.053(3) Uani 1 1 d . . . . . N3 N 1.2936(12) 0.3553(11) 0.7867(12) 0.065(4) Uani 1 1 d . . . . . C3 C 1.4952(15) -0.2124(11) 0.6022(13) 0.055(4) Uani 1 1 d . . . . . C4 C 1.7536(14) 0.2855(12) 0.9662(14) 0.055(4) Uani 1 1 d . . . . . C5 C 1.8359(13) 0.2901(11) 0.8850(14) 0.050(4) Uani 1 1 d . . . . . C12 C 1.2755(18) 0.2676(15) 0.9885(17) 0.079(5) Uani 1 1 d . . . . . H12A H 1.2671 0.1998 0.9574 0.094 Uiso 1 1 calc R U . . . H12B H 1.3597 0.2796 1.0061 0.094 Uiso 1 1 calc R U . . . C2 C 1.6045(13) -0.0860(10) 0.6660(12) 0.046(3) Uani 1 1 d . . . . . C1 C 1.5267(15) -0.0844(11) 0.7511(14) 0.053(4) Uani 1 1 d . . . . . C18 C 1.6960(19) 0.4725(17) 0.648(2) 0.104(7) Uani 1 1 d . . . . . H18A H 1.7153 0.4061 0.6201 0.156 Uiso 1 1 calc R U . . . H18B H 1.7677 0.5055 0.6756 0.156 Uiso 1 1 calc R U . . . H18C H 1.6606 0.5113 0.5851 0.156 Uiso 1 1 calc R U . . . C17 C 1.6103(17) 0.4643(18) 0.7428(19) 0.091(6) Uani 1 1 d . . . . . H17A H 1.6484 0.4267 0.8058 0.109 Uiso 1 1 calc R U . . . H17B H 1.5944 0.5319 0.7713 0.109 Uiso 1 1 calc R U . . . C20 C 1.2027(18) 0.5272(15) 0.7371(17) 0.082(6) Uani 1 1 d . . . . . H20A H 1.183 0.5312 0.8182 0.098 Uiso 1 1 calc R U . . . H20B H 1.2777 0.5627 0.7273 0.098 Uiso 1 1 calc R U . . . C11 C 1.2306(18) 0.3431(17) 0.9003(19) 0.086(6) Uani 1 1 d . . . . . H11A H 1.2305 0.4088 0.9378 0.103 Uiso 1 1 calc R U . . . H11B H 1.1478 0.3264 0.8817 0.103 Uiso 1 1 calc R U . . . C7 C 1.3109(15) 0.2507(14) 0.7295(17) 0.075(5) Uani 1 1 d . . . . . H7A H 1.354 0.2602 0.6586 0.09 Uiso 1 1 calc R U . . . H7B H 1.3608 0.2097 0.7812 0.09 Uiso 1 1 calc R U . . . C8 C 1.1995(18) 0.1936(15) 0.7012(18) 0.085(6) Uani 1 1 d . . . . . H8A H 1.1534 0.1864 0.7707 0.102 Uiso 1 1 calc R U . . . H8B H 1.1515 0.2314 0.6448 0.102 Uiso 1 1 calc R U . . . C9 C 1.2248(18) 0.094(2) 0.655(2) 0.118(8) Uani 1 1 d . . . . . H9A H 1.2716 0.0577 0.7136 0.142 Uiso 1 1 calc R U . . . H9B H 1.2761 0.1033 0.5893 0.142 Uiso 1 1 calc R U . . . C13 C 1.206(2) 0.2767(15) 1.0961(18) 0.091(6) Uani 1 1 d . . . . . H13A H 1.218 0.344 1.128 0.109 Uiso 1 1 calc R U . . . H13B H 1.1219 0.2688 1.0767 0.109 Uiso 1 1 calc R U . . . C21 C 1.108(2) 0.5780(19) 0.667(2) 0.119(9) Uani 1 1 d . . . . . H21A H 1.0329 0.5442 0.6816 0.143 Uiso 1 1 calc R U . . . H21B H 1.1249 0.5675 0.5859 0.143 Uiso 1 1 calc R U . . . C10 C 1.126(2) 0.026(2) 0.616(2) 0.126(9) Uani 1 1 d . . . . . H10A H 1.0791 0.0081 0.6813 0.189 Uiso 1 1 calc R U . . . H10B H 1.1586 -0.0339 0.5824 0.189 Uiso 1 1 calc R U . . . H10C H 1.0763 0.0604 0.5594 0.189 Uiso 1 1 calc R U . . . C16 C 1.4968(18) 0.4165(17) 0.7136(17) 0.084(6) Uani 1 1 d . . . . . H16A H 1.5125 0.3511 0.679 0.1 Uiso 1 1 calc R U . . . H16B H 1.4551 0.4573 0.6555 0.1 Uiso 1 1 calc R U . . . C6 C 1.8965(13) 0.4221(12) 0.9827(15) 0.058(4) Uani 1 1 d . . . . . C19 C 1.2184(17) 0.4191(16) 0.7047(17) 0.084(6) Uani 1 1 d . . . . . H19A H 1.254 0.4168 0.629 0.101 Uiso 1 1 calc R U . . . H19B H 1.1398 0.3885 0.6969 0.101 Uiso 1 1 calc R U . . . C14 C 1.240(2) 0.2039(18) 1.182(2) 0.113(8) Uani 1 1 d . . . . . H14A H 1.3167 0.176 1.1653 0.169 Uiso 1 1 calc R U . . . H14B H 1.1814 0.1507 1.183 0.169 Uiso 1 1 calc R U . . . H14C H 1.2441 0.236 1.2571 0.169 Uiso 1 1 calc R U . . . C15 C 1.4161(16) 0.4013(16) 0.8128(18) 0.081(6) Uani 1 1 d . . . . . H15A H 1.4042 0.4665 0.8493 0.098 Uiso 1 1 calc R U . . . H15B H 1.4574 0.3585 0.8693 0.098 Uiso 1 1 calc R U . . . C22 C 1.090(3) 0.688(2) 0.685(4) 0.181(17) Uani 1 1 d . . . . . H22A H 1.0656 0.6997 0.7631 0.271 Uiso 1 1 calc R U . . . H22B H 1.0302 0.7127 0.6315 0.271 Uiso 1 1 calc R U . . . H22C H 1.1644 0.723 0.6731 0.271 Uiso 1 1 calc R U . . . 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 0.0441(3) 0.0506(3) 0.0453(3) 0.0026(3) -0.0013(2) 0.0003(3) I1 0.0849(8) 0.0602(6) 0.0569(7) -0.0051(5) 0.0031(6) -0.0152(6) I2 0.0641(8) 0.0718(7) 0.1211(12) -0.0400(7) -0.0009(7) -0.0043(6) S4 0.061(3) 0.079(3) 0.062(3) -0.018(2) 0.016(2) -0.023(2) S3 0.066(3) 0.055(2) 0.051(2) -0.0007(17) 0.017(2) -0.0062(19) S1 0.062(3) 0.081(3) 0.058(3) -0.019(2) 0.017(2) -0.026(2) S6 0.056(3) 0.054(2) 0.071(3) -0.0049(19) 0.022(2) -0.0057(19) S2 0.079(3) 0.089(3) 0.065(3) -0.018(2) 0.017(3) -0.030(3) S5 0.076(4) 0.091(4) 0.082(4) -0.033(3) 0.021(3) -0.021(3) N1 0.072(9) 0.058(8) 0.037(7) 0.008(6) -0.006(6) -0.014(7) N2 0.029(7) 0.041(6) 0.088(10) -0.017(6) 0.005(6) 0.005(5) N3 0.056(9) 0.081(9) 0.059(9) -0.011(7) 0.018(7) -0.011(7) C3 0.065(11) 0.058(9) 0.041(9) 0.007(7) -0.004(8) 0.000(8) C4 0.043(9) 0.067(10) 0.054(10) -0.010(8) 0.000(8) 0.011(7) C5 0.042(9) 0.051(8) 0.057(10) -0.005(7) -0.005(7) 0.009(7) C12 0.073(13) 0.080(13) 0.083(14) 0.002(10) 0.002(11) 0.005(10) C2 0.050(9) 0.046(8) 0.042(9) 0.005(6) -0.010(7) -0.006(6) C1 0.056(10) 0.055(9) 0.048(9) 0.002(7) -0.009(8) -0.006(7) C18 0.087(15) 0.095(15) 0.13(2) 0.013(14) 0.014(15) -0.014(12) C17 0.069(13) 0.127(17) 0.076(14) 0.004(11) 0.000(11) -0.024(12) C20 0.070(13) 0.098(15) 0.079(13) 0.019(11) 0.018(11) 0.004(11) C11 0.058(13) 0.112(16) 0.088(16) -0.026(13) 0.013(11) 0.000(12) C7 0.056(11) 0.094(13) 0.075(12) -0.013(10) 0.020(9) -0.017(10) C8 0.088(15) 0.094(14) 0.073(13) -0.015(11) 0.013(11) -0.018(11) C9 0.082(14) 0.14(2) 0.131(19) -0.05(2) 0.004(13) -0.031(18) C13 0.115(18) 0.086(14) 0.073(14) 0.010(11) 0.018(13) -0.019(12) C21 0.081(15) 0.12(2) 0.16(2) 0.007(17) 0.017(15) 0.022(14) C10 0.13(2) 0.13(2) 0.12(2) -0.038(17) -0.003(16) -0.042(17) C16 0.075(14) 0.107(16) 0.070(13) -0.008(11) 0.013(11) -0.016(12) C6 0.039(9) 0.058(9) 0.076(11) -0.015(8) -0.008(8) -0.004(7) C19 0.060(12) 0.126(18) 0.066(12) 0.002(12) -0.004(10) 0.001(12) C14 0.15(2) 0.118(19) 0.074(15) 0.010(13) -0.005(14) -0.035(16) C15 0.060(12) 0.109(15) 0.075(13) -0.007(11) -0.004(10) 0.009(11) C22 0.12(2) 0.093(19) 0.34(5) 0.06(3) 0.04(3) 0.014(16) 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 0 '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' I I -0.4742 1.8119 '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' 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 S4 Au1 S1 87.23(14) . . ? S4 Au1 S3 178.32(18) . . ? S1 Au1 S3 92.17(14) . . ? S4 Au1 S6 92.24(14) . . ? S1 Au1 S6 178.73(18) . . ? S3 Au1 S6 88.40(14) . . ? C4 S4 Au1 98.5(5) . . ? C2 S3 Au1 98.6(5) . . ? C1 S1 Au1 98.5(6) . . ? C5 S6 Au1 98.6(5) . . ? C3 S2 C1 89.1(8) . . ? C6 S5 C4 88.1(8) . . ? C3 N1 C2 105.8(12) . . ? C6 N2 C5 106.0(12) . . ? C19 N3 C11 109.8(15) . . ? C19 N3 C15 112.5(14) . . ? C11 N3 C15 108.0(15) . . ? C19 N3 C7 107.9(14) . . ? C11 N3 C7 109.9(14) . . ? C15 N3 C7 108.6(14) . . ? N1 C3 S2 117.1(12) . . ? N1 C3 I1 124.8(11) . . ? S2 C3 I1 118.1(9) . . ? C5 C4 S4 127.3(13) . . ? C5 C4 S5 108.8(12) . . ? S4 C4 S5 123.9(9) . . ? C4 C5 N2 118.7(14) . . ? C4 C5 S6 123.4(12) . . ? N2 C5 S6 117.8(11) . . ? C13 C12 C11 109.9(16) . . ? C13 C12 H12A 109.7 . . ? C11 C12 H12A 109.7 . . ? C13 C12 H12B 109.7 . . ? C11 C12 H12B 109.7 . . ? H12A C12 H12B 108.2 . . ? C1 C2 N1 119.5(13) . . ? C1 C2 S3 123.0(12) . . ? N1 C2 S3 117.5(11) . . ? C2 C1 S1 127.5(12) . . ? C2 C1 S2 108.4(11) . . ? S1 C1 S2 124.1(10) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C16 C17 C18 116.1(19) . . ? C16 C17 H17A 108.3 . . ? C18 C17 H17A 108.3 . . ? C16 C17 H17B 108.3 . . ? C18 C17 H17B 108.3 . . ? H17A C17 H17B 107.4 . . ? C21 C20 C19 113(2) . . ? C21 C20 H20A 109 . . ? C19 C20 H20A 109 . . ? C21 C20 H20B 109 . . ? C19 C20 H20B 109 . . ? H20A C20 H20B 107.8 . . ? C12 C11 N3 120.1(17) . . ? C12 C11 H11A 107.3 . . ? N3 C11 H11A 107.3 . . ? C12 C11 H11B 107.3 . . ? N3 C11 H11B 107.3 . . ? H11A C11 H11B 106.9 . . ? C8 C7 N3 115.7(15) . . ? C8 C7 H7A 108.3 . . ? N3 C7 H7A 108.3 . . ? C8 C7 H7B 108.3 . . ? N3 C7 H7B 108.3 . . ? H7A C7 H7B 107.4 . . ? C9 C8 C7 111.8(17) . . ? C9 C8 H8A 109.3 . . ? C7 C8 H8A 109.3 . . ? C9 C8 H8B 109.3 . . ? C7 C8 H8B 109.3 . . ? H8A C8 H8B 107.9 . . ? C8 C9 C10 121(2) . . ? C8 C9 H9A 107.2 . . ? C10 C9 H9A 107.2 . . ? C8 C9 H9B 107.2 . . ? C10 C9 H9B 107.2 . . ? H9A C9 H9B 106.8 . . ? C14 C13 C12 113(2) . . ? C14 C13 H13A 108.9 . . ? C12 C13 H13A 108.9 . . ? C14 C13 H13B 108.9 . . ? C12 C13 H13B 108.9 . . ? H13A C13 H13B 107.7 . . ? C20 C21 C22 118(3) . . ? C20 C21 H21A 107.9 . . ? C22 C21 H21A 107.9 . . ? C20 C21 H21B 107.9 . . ? C22 C21 H21B 107.9 . . ? H21A C21 H21B 107.2 . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C17 C16 C15 115.2(18) . . ? C17 C16 H16A 108.5 . . ? C15 C16 H16A 108.5 . . ? C17 C16 H16B 108.5 . . ? C15 C16 H16B 108.5 . . ? H16A C16 H16B 107.5 . . ? N2 C6 S5 118.3(11) . . ? N2 C6 I2 124.7(11) . . ? S5 C6 I2 116.8(9) . . ? C20 C19 N3 116.6(16) . . ? C20 C19 H19A 108.1 . . ? N3 C19 H19A 108.1 . . ? C20 C19 H19B 108.1 . . ? N3 C19 H19B 108.1 . . ? H19A C19 H19B 107.3 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C16 C15 N3 117.5(16) . . ? C16 C15 H15A 107.9 . . ? N3 C15 H15A 107.9 . . ? C16 C15 H15B 107.9 . . ? N3 C15 H15B 107.9 . . ? H15A C15 H15B 107.2 . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? 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 S4 2.315(4) . ? Au1 S1 2.324(4) . ? Au1 S3 2.325(4) . ? Au1 S6 2.327(4) . ? I1 C3 2.079(16) . ? I2 C6 2.093(15) . ? S4 C4 1.720(17) . ? S3 C2 1.778(14) . ? S1 C1 1.719(16) . ? S6 C5 1.760(15) . ? S2 C3 1.721(16) . ? S2 C1 1.742(16) . ? S5 C6 1.719(17) . ? S5 C4 1.754(17) . ? N1 C3 1.330(19) . ? N1 C2 1.409(18) . ? N2 C6 1.312(19) . ? N2 C5 1.410(19) . ? N3 C19 1.51(2) . ? N3 C11 1.52(2) . ? N3 C15 1.52(2) . ? N3 C7 1.55(2) . ? C4 C5 1.33(2) . ? C12 C13 1.49(3) . ? C12 C11 1.50(3) . ? C12 H12A 0.97 . ? C12 H12B 0.97 . ? C2 C1 1.33(2) . ? C18 C17 1.48(3) . ? C18 H18A 0.96 . ? C18 H18B 0.96 . ? C18 H18C 0.96 . ? C17 C16 1.45(3) . ? C17 H17A 0.97 . ? C17 H17B 0.97 . ? C20 C21 1.47(3) . ? C20 C19 1.49(3) . ? C20 H20A 0.97 . ? C20 H20B 0.97 . ? C11 H11A 0.97 . ? C11 H11B 0.97 . ? C7 C8 1.48(2) . ? C7 H7A 0.97 . ? C7 H7B 0.97 . ? C8 C9 1.45(3) . ? C8 H8A 0.97 . ? C8 H8B 0.97 . ? C9 C10 1.48(3) . ? C9 H9A 0.97 . ? C9 H9B 0.97 . ? C13 C14 1.43(3) . ? C13 H13A 0.97 . ? C13 H13B 0.97 . ? C21 C22 1.49(3) . ? C21 H21A 0.97 . ? C21 H21B 0.97 . ? C10 H10A 0.96 . ? C10 H10B 0.96 . ? C10 H10C 0.96 . ? C16 C15 1.49(2) . ? C16 H16A 0.97 . ? C16 H16B 0.97 . ? C19 H19A 0.97 . ? C19 H19B 0.97 . ? C14 H14A 0.96 . ? C14 H14B 0.96 . ? C14 H14C 0.96 . ? C15 H15A 0.97 . ? C15 H15B 0.97 . ? C22 H22A 0.96 . ? C22 H22B 0.96 . ? C22 H22C 0.96 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C2 N1 C3 S2 -3.1(16) . . . . ? C2 N1 C3 I1 176.0(10) . . . . ? C1 S2 C3 N1 1.9(13) . . . . ? C1 S2 C3 I1 -177.3(9) . . . . ? Au1 S4 C4 C5 -0.8(16) . . . . ? Au1 S4 C4 S5 -178.8(10) . . . . ? C6 S5 C4 C5 0.7(13) . . . . ? C6 S5 C4 S4 179.1(12) . . . . ? S4 C4 C5 N2 179.9(11) . . . . ? S5 C4 C5 N2 -1.8(19) . . . . ? S4 C4 C5 S6 2(2) . . . . ? S5 C4 C5 S6 -179.5(9) . . . . ? C6 N2 C5 C4 2.1(19) . . . . ? C6 N2 C5 S6 180.0(11) . . . . ? Au1 S6 C5 C4 -2.1(14) . . . . ? Au1 S6 C5 N2 -179.8(10) . . . . ? C3 N1 C2 C1 3.2(19) . . . . ? C3 N1 C2 S3 -178.9(11) . . . . ? Au1 S3 C2 C1 -4.8(14) . . . . ? Au1 S3 C2 N1 177.4(10) . . . . ? N1 C2 C1 S1 -179.7(11) . . . . ? S3 C2 C1 S1 3(2) . . . . ? N1 C2 C1 S2 -2.0(18) . . . . ? S3 C2 C1 S2 -179.6(8) . . . . ? Au1 S1 C1 C2 1.4(16) . . . . ? Au1 S1 C1 S2 -176.0(9) . . . . ? C3 S2 C1 C2 0.1(12) . . . . ? C3 S2 C1 S1 177.9(11) . . . . ? C13 C12 C11 N3 174.7(17) . . . . ? C19 N3 C11 C12 168.8(17) . . . . ? C15 N3 C11 C12 -68(2) . . . . ? C7 N3 C11 C12 50(2) . . . . ? C19 N3 C7 C8 -59(2) . . . . ? C11 N3 C7 C8 60(2) . . . . ? C15 N3 C7 C8 178.3(17) . . . . ? N3 C7 C8 C9 -176.3(18) . . . . ? C7 C8 C9 C10 -177(2) . . . . ? C11 C12 C13 C14 177.1(19) . . . . ? C19 C20 C21 C22 -175(2) . . . . ? C18 C17 C16 C15 175(2) . . . . ? C5 N2 C6 S5 -1.5(17) . . . . ? C5 N2 C6 I2 173.4(11) . . . . ? C4 S5 C6 N2 0.5(14) . . . . ? C4 S5 C6 I2 -174.8(9) . . . . ? C21 C20 C19 N3 -167.5(16) . . . . ? C11 N3 C19 C20 67(2) . . . . ? C15 N3 C19 C20 -53(2) . . . . ? C7 N3 C19 C20 -173.2(15) . . . . ? C17 C16 C15 N3 177.6(18) . . . . ? C19 N3 C15 C16 -61(2) . . . . ? C11 N3 C15 C16 177.6(18) . . . . ? C7 N3 C15 C16 58(2) . . . . ?