#------------------------------------------------------------------------------ #$Date: 2025-01-10 01:45:50 +0200 (Fri, 10 Jan 2025) $ #$Revision: 297250 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/57/36/1573662.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_1573662 _journal_paper_doi 10.1039/D4DT03036B _chemical_formula_moiety 'C15 H22 Au O P' _chemical_formula_sum 'C15 H22 Au O P' _chemical_formula_weight 446.26 _space_group_crystal_system orthorhombic _space_group_IT_number 61 _space_group_name_Hall '-P 2ac 2ab' _space_group_name_H-M_alt 'P b c a' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _audit_creation_date 2023-05-15 _audit_creation_method ; Olex2 1.5 (compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748) ; _audit_update_record ; 2024-07-24 deposited with the CCDC. 2025-01-09 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 16.9137(6) _cell_length_b 9.8518(5) _cell_length_c 16.3267(11) _cell_measurement_reflns_used 4031 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 24.1560 _cell_measurement_theta_min 1.8870 _cell_volume 2720.5(2) _computing_cell_refinement 'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)' _computing_data_collection 'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)' _computing_data_reduction 'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)' _computing_molecular_graphics 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL 2018/3 (Sheldrick, 2015)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' _diffrn_ambient_environment 'Diamond Anvil Cell filled with n-pentane/i-pentane 1:1 mixture' _diffrn_ambient_pressure 2310000 _diffrn_ambient_temperature 293(2) _diffrn_crystal_treatment 'pressurized rapidly in n-pentane/i-pentane 1:1 mixture as a hydrostatic medium' _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 16.0128 _diffrn_detector_type Eos _diffrn_measured_fraction_theta_full 0.700 _diffrn_measured_fraction_theta_max 0.572 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): # Type Start End Width t~exp~ \w \q \k \f Frames #-------------------------------------------------------------------------- 1 \w -54.00 -18.00 1.00 150.00 -- 22.11 135.00 -57.00 36 2 \w -75.00 -6.00 1.00 150.00 -- -22.19 97.00 143.00 69 3 \w -60.00 5.00 1.00 150.00 -- -22.19 67.00 -23.00 65 4 \w -16.00 33.00 1.00 150.00 -- -22.19 -38.00-180.00 49 5 \w -97.00 -26.00 1.00 150.00 -- -22.19 135.00 -57.00 71 6 \w -38.00 -9.00 1.00 150.00 -- -22.19 77.00 -30.00 29 7 \w -56.00 -25.00 1.00 150.00 -- -22.19 38.00-180.00 31 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'SuperNova, Single source at offset/far, Eos' _diffrn_measurement_method '\w scans' _diffrn_measurement_specimen_support 'Diamond Anvil Cell, effective opening angle 38 deg.' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 -0.0031586141 _diffrn_orient_matrix_UB_12 -0.0326779714 _diffrn_orient_matrix_UB_13 -0.0278252837 _diffrn_orient_matrix_UB_21 -0.0329219837 _diffrn_orient_matrix_UB_22 0.0041574214 _diffrn_orient_matrix_UB_23 0.0022131378 _diffrn_orient_matrix_UB_31 0.0007334630 _diffrn_orient_matrix_UB_32 0.0462661401 _diffrn_orient_matrix_UB_33 -0.0198445437 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Ag K\a' _diffrn_radiation_wavelength 0.56087 _diffrn_reflns_av_R_equivalents 0.0767 _diffrn_reflns_av_unetI/netI 0.0774 _diffrn_reflns_Laue_measured_fraction_full 0.700 _diffrn_reflns_Laue_measured_fraction_max 0.572 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_number 13822 _diffrn_reflns_point_group_measured_fraction_full 0.700 _diffrn_reflns_point_group_measured_fraction_max 0.572 _diffrn_reflns_theta_full 19.665 _diffrn_reflns_theta_max 25.622 _diffrn_reflns_theta_min 1.900 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'SuperNova (Ag) X-ray Source' _exptl_absorpt_coefficient_mu 5.902 _exptl_absorpt_correction_T_max 0.59658 _exptl_absorpt_correction_T_min 0.58798 _exptl_absorpt_correction_type sphere _exptl_absorpt_process_details ; CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022) Spherical absorption correction using equivalent radius and absorption coefficient. Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_density_diffrn 2.179 _exptl_crystal_description needle _exptl_crystal_F_000 1712 _exptl_crystal_preparation 'Mounted in a Diamond-Anvil Cell using n-pentane/i-pentane 1:1 mixture as pressure medium.,Luminescent' _exptl_crystal_pressure_history 'Pressurized to 2.31 GPa and left to stabilize over ? hours.' _exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: n-pentane/dichloromethane' _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_size_rad 0.400 _refine_diff_density_max 3.094 _refine_diff_density_min -2.572 _refine_diff_density_rms 0.269 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.175 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 166 _refine_ls_number_reflns 2984 _refine_ls_number_restraints 6 _refine_ls_restrained_S_all 1.177 _refine_ls_R_factor_all 0.1346 _refine_ls_R_factor_gt 0.0830 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+138.6905P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1640 _refine_ls_wR_factor_ref 0.1808 _reflns_Friedel_coverage 0.000 _reflns_number_gt 1903 _reflns_number_total 2984 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d4dt03036b2.cif _cod_data_source_block appr6_2p31GPa _cod_database_code 1573662 _shelx_shelxl_version_number 2018/3 _chemical_oxdiff_formula 'C15 H22 O P Au' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _diffrn_orient_matrix_axis[1] matrixX _diffrn_orient_matrix_axis[2] matrixY _diffrn_orient_matrix_axis[3] matrixZ _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups At 1.5 times of: All C(H,H,H) groups 2. Uiso/Uaniso restraints and constraints Uanis(C11) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02 3.a Secondary CH2 refined with riding coordinates: C10(H10A,H10B), C12(H12A,H12B), C14(H14A,H14B) 3.b Me refined with riding coordinates: C11(H11A,H11B,H11C) 3.c Aromatic/amide H refined with riding coordinates: C8(H8), C7(H7), C4(H4), C5(H5) 3.d Idealised Me refined as rotating group: C15(H15A,H15B,H15C), C13(H13A,H13B,H13C), C9(H9A,H9B,H9C) ; _shelx_res_file ; TITL appr6_2p31GPa_a.res in Pbca appr6_2p31GPa.res created by SHELXL-2018/3 at 19:33:06 on 15-May-2023 REM Old TITL appr6_2p31GPa in Pb21a #29 REM SHELXT solution in Pbca: R1 0.149, Rweak 0.008, Alpha 0.082 REM 1.044 for 172 systematic absences, Orientation as input REM Formula found by SHELXT: C15 P Au CELL 0.56087 16.9137 9.8518 16.3267 90 90 90 ZERR 8 0.0006 0.0005 0.0011 0 0 0 LATT 1 SYMM 0.5-X,-Y,0.5+Z SYMM -X,0.5+Y,0.5-Z SYMM 0.5+X,0.5-Y,-Z SFAC C H O P Au DISP Au -0.657 6.026 19723.5 DISP C 0.0013 0.0009 7.4 DISP H 0 0 0.7 DISP O 0.0058 0.0036 18.2 DISP P 0.0671 0.0586 203.6 UNIT 120 176 8 8 8 ISOR 0.01 0.02 C11 L.S. 20 PLAN 2 CONF BOND LIST 6 MORE -1 BOND $H fmap 2 acta REM REM REM WGHT 0.000000 138.690506 FVAR 0.20749 AU1 5 0.383100 0.870808 0.342724 11.00000 0.03376 0.02205 = 0.03341 0.00771 0.00246 0.00069 P1 4 0.376447 1.062865 0.265631 11.00000 0.03004 0.01750 = 0.02631 0.00199 0.00245 0.00042 O1 3 0.335616 0.059247 0.553908 11.00000 0.03453 0.03474 = 0.05750 0.01690 0.00396 -0.00485 C6 1 0.355818 0.181194 0.517482 11.00000 0.04373 0.01159 = 0.06591 0.00545 -0.00464 -0.00265 C3 1 0.374279 0.434922 0.450545 11.00000 0.01704 0.02971 = 0.03791 0.00708 0.00980 0.00504 C10 1 0.392659 1.023782 0.158415 11.00000 0.02232 0.03228 = 0.05385 0.01525 -0.00750 -0.00035 AFIX 23 H10A 2 0.360066 1.083870 0.125627 11.00000 -1.20000 H10B 2 0.447439 1.043053 0.145223 11.00000 -1.20000 AFIX 0 C8 1 0.440226 0.360455 0.473791 11.00000 0.02888 0.03172 = 0.03540 -0.00833 0.00723 -0.00635 AFIX 43 H8 2 0.490795 0.395317 0.466193 11.00000 -1.20000 AFIX 0 C2 1 0.385306 0.572200 0.417256 11.00000 0.03854 0.02356 = 0.04261 -0.00298 0.01016 -0.00224 C12 1 0.281715 1.149261 0.271780 11.00000 0.03079 0.03923 = 0.05591 -0.00461 -0.00350 0.00189 AFIX 23 H12A 2 0.271127 1.174036 0.328224 11.00000 -1.20000 H12B 2 0.283685 1.231944 0.239587 11.00000 -1.20000 AFIX 0 C7 1 0.429662 0.234120 0.508287 11.00000 0.02419 0.02470 = 0.03482 -0.00038 0.00231 0.00076 AFIX 43 H7 2 0.473398 0.184494 0.525465 11.00000 -1.20000 AFIX 0 C15 1 0.439281 1.323909 0.247200 11.00000 0.03944 0.02642 = 0.07090 -0.00206 0.00683 -0.00879 AFIX 137 H15A 2 0.432066 1.310838 0.189413 11.00000 -1.50000 H15B 2 0.484592 1.380579 0.256404 11.00000 -1.50000 H15C 2 0.393172 1.366638 0.269803 11.00000 -1.50000 AFIX 0 C14 1 0.451648 1.190697 0.287289 11.00000 0.03844 0.03250 = 0.04815 -0.00745 -0.01161 -0.00182 AFIX 23 H14A 2 0.453838 1.204696 0.346053 11.00000 -1.20000 H14B 2 0.502603 1.155402 0.270267 11.00000 -1.20000 AFIX 0 C4 1 0.301279 0.386281 0.458869 11.00000 0.02662 0.04106 = 0.04214 0.01082 -0.01040 -0.00359 AFIX 43 H4 2 0.258099 0.436783 0.441120 11.00000 -1.20000 AFIX 0 C1 1 0.389039 0.686556 0.394762 11.00000 0.02584 0.03183 = 0.03894 0.01106 0.00483 0.00027 C13 1 0.215731 1.059275 0.240341 11.00000 0.03658 0.07156 = 0.04971 -0.00631 -0.00608 0.00286 AFIX 137 H13A 2 0.229704 1.024386 0.187382 11.00000 -1.50000 H13B 2 0.167893 1.111240 0.236091 11.00000 -1.50000 H13C 2 0.207783 0.985173 0.277626 11.00000 -1.50000 AFIX 0 C5 1 0.289750 0.255356 0.495429 11.00000 0.02419 0.03008 = 0.03838 -0.00100 -0.00491 -0.00456 AFIX 43 H5 2 0.239163 0.221249 0.504073 11.00000 -1.20000 AFIX 0 C9 1 0.396761 -0.035923 0.562349 11.00000 0.06632 0.01752 = 0.06716 0.00461 -0.01653 -0.00915 AFIX 137 H9A 2 0.429562 -0.034089 0.514375 11.00000 -1.50000 H9B 2 0.374569 -0.124961 0.568848 11.00000 -1.50000 H9C 2 0.428000 -0.013851 0.609601 11.00000 -1.50000 AFIX 0 C11 1 0.375508 0.884741 0.135033 11.00000 0.10773 0.05010 = 0.06234 -0.00829 0.06619 -0.02602 AFIX 33 H11A 2 0.385672 0.873154 0.077608 11.00000 -1.50000 H11B 2 0.408525 0.824100 0.165829 11.00000 -1.50000 H11C 2 0.320981 0.864997 0.146194 11.00000 -1.50000 AFIX 0 HKLF 4 REM appr6_2p31GPa_a.res in Pbca REM wR2 = 0.1808, GooF = S = 1.175, Restrained GooF = 1.177 for all data REM R1 = 0.0830 for 1903 Fo > 4sig(Fo) and 0.1346 for all 2984 data REM 166 parameters refined using 6 restraints END WGHT 0.0000 139.3718 REM Highest difference peak 3.094, deepest hole -2.572, 1-sigma level 0.269 Q1 1 0.3476 0.8442 0.3186 11.00000 0.05 3.09 Q2 1 0.3749 0.8586 0.2912 11.00000 0.05 2.92 ; _shelx_res_checksum 88350 _olex2_submission_special_instructions 'No special instructions were received' _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling ; _oxdiff_exptl_absorpt_empirical_full_max 1.185 _oxdiff_exptl_absorpt_empirical_full_min 0.853 loop_ _space_group_symop_operation_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' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, 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 0.38310(4) 0.87081(6) 0.34272(5) 0.0297(2) Uani 1 1 d . . . . . P1 P 0.3764(3) 1.0629(4) 0.2656(3) 0.0246(11) Uani 1 1 d . . . . . O1 O 0.3356(7) 0.0592(14) 0.5539(11) 0.042(4) Uani 1 1 d . . . . . C6 C 0.3558(11) 0.1812(19) 0.5175(15) 0.040(6) Uani 1 1 d . . . . . C3 C 0.3743(9) 0.4349(18) 0.4505(13) 0.028(4) Uani 1 1 d . . . . . C10 C 0.3927(9) 1.0238(18) 0.1584(15) 0.036(5) Uani 1 1 d . . . . . H10A H 0.360066 1.083870 0.125627 0.043 Uiso 1 1 calc R U . . . H10B H 0.447439 1.043053 0.145223 0.043 Uiso 1 1 calc R U . . . C8 C 0.4402(10) 0.3605(18) 0.4738(14) 0.032(5) Uani 1 1 d . . . . . H8 H 0.490795 0.395317 0.466193 0.038 Uiso 1 1 calc R U . . . C2 C 0.3853(11) 0.5722(18) 0.4173(14) 0.035(5) Uani 1 1 d . . . . . C12 C 0.2817(10) 1.149(2) 0.2718(17) 0.042(6) Uani 1 1 d . . . . . H12A H 0.271127 1.174036 0.328224 0.050 Uiso 1 1 calc R U . . . H12B H 0.283685 1.231944 0.239587 0.050 Uiso 1 1 calc R U . . . C7 C 0.4297(9) 0.2341(18) 0.5083(13) 0.028(4) Uani 1 1 d . . . . . H7 H 0.473398 0.184494 0.525465 0.033 Uiso 1 1 calc R U . . . C15 C 0.4393(11) 1.324(2) 0.2472(17) 0.046(6) Uani 1 1 d . . . . . H15A H 0.432066 1.310838 0.189413 0.068 Uiso 1 1 calc R U . . . H15B H 0.484592 1.380579 0.256404 0.068 Uiso 1 1 calc R U . . . H15C H 0.393172 1.366638 0.269803 0.068 Uiso 1 1 calc R U . . . C14 C 0.4516(11) 1.191(2) 0.2873(15) 0.040(5) Uani 1 1 d . . . . . H14A H 0.453838 1.204696 0.346053 0.048 Uiso 1 1 calc R U . . . H14B H 0.502603 1.155402 0.270267 0.048 Uiso 1 1 calc R U . . . C4 C 0.3013(10) 0.386(2) 0.4589(15) 0.037(5) Uani 1 1 d . . . . . H4 H 0.258099 0.436783 0.441120 0.044 Uiso 1 1 calc R U . . . C1 C 0.3890(10) 0.6866(19) 0.3948(14) 0.032(5) Uani 1 1 d . . . . . C13 C 0.2157(11) 1.059(3) 0.2403(19) 0.053(7) Uani 1 1 d . . . . . H13A H 0.229704 1.024386 0.187382 0.079 Uiso 1 1 calc R U . . . H13B H 0.167893 1.111240 0.236091 0.079 Uiso 1 1 calc R U . . . H13C H 0.207783 0.985173 0.277626 0.079 Uiso 1 1 calc R U . . . C5 C 0.2897(9) 0.2554(19) 0.4954(14) 0.031(5) Uani 1 1 d . . . . . H5 H 0.239163 0.221249 0.504073 0.037 Uiso 1 1 calc R U . . . C9 C 0.3968(13) -0.036(2) 0.5623(18) 0.050(7) Uani 1 1 d . . . . . H9A H 0.429562 -0.034089 0.514375 0.075 Uiso 1 1 calc R U . . . H9B H 0.374569 -0.124961 0.568848 0.075 Uiso 1 1 calc R U . . . H9C H 0.428000 -0.013851 0.609601 0.075 Uiso 1 1 calc R U . . . C11 C 0.3755(16) 0.885(3) 0.1350(19) 0.073(8) Uani 1 1 d . U . . . H11A H 0.385672 0.873154 0.077608 0.110 Uiso 1 1 calc R U . . . H11B H 0.408525 0.824100 0.165829 0.110 Uiso 1 1 calc R U . . . H11C H 0.320981 0.864997 0.146194 0.110 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 0.0338(3) 0.0221(3) 0.0334(6) 0.0077(2) 0.0025(3) 0.0007(3) P1 0.0300(19) 0.017(2) 0.026(4) 0.0020(13) 0.002(2) 0.0004(16) O1 0.035(7) 0.035(9) 0.057(15) 0.017(6) 0.004(7) -0.005(6) C6 0.044(10) 0.012(10) 0.07(2) 0.005(7) -0.005(10) -0.003(7) C3 0.017(7) 0.030(10) 0.038(17) 0.007(6) 0.010(7) 0.005(6) C10 0.022(7) 0.032(11) 0.054(19) 0.015(8) -0.007(9) 0.000(6) C8 0.029(7) 0.032(11) 0.035(17) -0.008(7) 0.007(8) -0.006(7) C2 0.039(9) 0.024(11) 0.043(19) -0.003(6) 0.010(10) -0.002(8) C12 0.031(8) 0.039(14) 0.06(2) -0.005(9) -0.004(9) 0.002(8) C7 0.024(7) 0.025(11) 0.035(17) 0.000(6) 0.002(8) 0.001(6) C15 0.039(9) 0.026(12) 0.07(2) -0.002(8) 0.007(11) -0.009(8) C14 0.038(9) 0.032(12) 0.05(2) -0.007(8) -0.012(10) -0.002(8) C4 0.027(7) 0.041(13) 0.04(2) 0.011(8) -0.010(8) -0.004(8) C1 0.026(8) 0.032(11) 0.039(18) 0.011(7) 0.005(9) 0.000(7) C13 0.037(10) 0.072(19) 0.05(3) -0.006(11) -0.006(11) 0.003(10) C5 0.024(7) 0.030(12) 0.038(18) -0.001(7) -0.005(8) -0.005(7) C9 0.066(14) 0.018(12) 0.07(2) 0.005(8) -0.017(12) -0.009(9) C11 0.108(15) 0.050(12) 0.062(17) -0.008(9) 0.066(13) -0.026(11) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0013 0.0009 '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' O O 0.0058 0.0036 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.0671 0.0586 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Au Au -0.6570 6.0260 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _axis.id _axis.type _axis.equipment _axis.parity _axis.depends_on _axis.zero _axis.vector[1] _axis.vector[2] _axis.vector[3] source . source . . . 0.99999995 0.00000000 0.00030037 omega rotation goniometer -1 . 0.33691000 0.00000000 0.00000000 1.00000000 kappa rotation goniometer -1 omega 0.00043000 -0.76615415 0.00000000 0.64265684 phi rotation goniometer -1 kappa . 0.00004800 0.00000000 1.00000000 theta rotation goniometer -1 . 0.40100000 0.00000000 0.00000000 1.00000000 matrixX general general . phi . 1.00000000 0.00000000 0.00000000 matrixY general general . phi . 0.00000000 1.00000000 0.00000000 matrixZ general general . phi . 0.00000000 0.00000000 1.00000000 dacX translation general . phi . 0.00000000 1.00000000 0.00000000 dacY translation general . phi . -1.00000000 0.00000000 0.00000000 dacZ translation general . phi . 0.00000000 0.00000000 1.00000000 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Au1 P1 171.5(7) . . ? C10 P1 Au1 110.5(6) . . ? C10 P1 C12 106.6(10) . . ? C10 P1 C14 103.2(10) . . ? C12 P1 Au1 113.7(8) . . ? C12 P1 C14 106.3(9) . . ? C14 P1 Au1 115.6(8) . . ? C6 O1 C9 116.1(15) . . ? C7 C6 O1 127.3(17) . . ? C7 C6 C5 120.7(17) . . ? C5 C6 O1 111.8(16) . . ? C8 C3 C2 119.1(15) . . ? C4 C3 C8 121.8(17) . . ? C4 C3 C2 119.1(16) . . ? P1 C10 H10A 108.5 . . ? P1 C10 H10B 108.5 . . ? H10A C10 H10B 107.5 . . ? C11 C10 P1 115.1(16) . . ? C11 C10 H10A 108.5 . . ? C11 C10 H10B 108.5 . . ? C3 C8 H8 120.5 . . ? C7 C8 C3 119.0(15) . . ? C7 C8 H8 120.5 . . ? C1 C2 C3 174(2) . . ? P1 C12 H12A 109.5 . . ? P1 C12 H12B 109.5 . . ? H12A C12 H12B 108.0 . . ? C13 C12 P1 110.9(15) . . ? C13 C12 H12A 109.5 . . ? C13 C12 H12B 109.5 . . ? C6 C7 C8 120.7(16) . . ? C6 C7 H7 119.7 . . ? C8 C7 H7 119.7 . . ? H15A C15 H15B 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? P1 C14 H14A 108.4 . . ? P1 C14 H14B 108.4 . . ? C15 C14 P1 115.3(15) . . ? C15 C14 H14A 108.4 . . ? C15 C14 H14B 108.4 . . ? H14A C14 H14B 107.5 . . ? C3 C4 H4 120.3 . . ? C3 C4 C5 119.5(16) . . ? C5 C4 H4 120.3 . . ? C2 C1 Au1 171(2) . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13B 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C6 C5 C4 118.3(15) . . ? C6 C5 H5 120.9 . . ? C4 C5 H5 120.9 . . ? O1 C9 H9A 109.5 . . ? O1 C9 H9B 109.5 . . ? O1 C9 H9C 109.5 . . ? H9A C9 H9B 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11B 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 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 P1 2.275(4) . ? Au1 C1 2.007(18) . ? P1 C10 1.81(3) . ? P1 C12 1.817(18) . ? P1 C14 1.825(19) . ? O1 C6 1.38(2) . ? O1 C9 1.40(2) . ? C6 C7 1.36(2) . ? C6 C5 1.38(2) . ? C3 C8 1.39(2) . ? C3 C2 1.47(3) . ? C3 C4 1.33(2) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C10 C11 1.45(3) . ? C8 H8 0.9300 . ? C8 C7 1.38(3) . ? C2 C1 1.19(2) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C12 C13 1.51(3) . ? C7 H7 0.9300 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C15 C14 1.48(3) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C4 H4 0.9300 . ? C4 C5 1.43(3) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C5 H5 0.9300 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? 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 P1 C10 C11 23.5(18) . . . . ? Au1 P1 C12 C13 -62(2) . . . . ? Au1 P1 C14 C15 -170.2(15) . . . . ? O1 C6 C7 C8 -177(2) . . . . ? O1 C6 C5 C4 178(2) . . . . ? C3 C8 C7 C6 2(3) . . . . ? C3 C4 C5 C6 -3(4) . . . . ? C10 P1 C12 C13 60(2) . . . . ? C10 P1 C14 C15 69.1(19) . . . . ? C8 C3 C4 C5 2(4) . . . . ? C2 C3 C8 C7 177(2) . . . . ? C2 C3 C4 C5 -177(2) . . . . ? C12 P1 C10 C11 -100.6(18) . . . . ? C12 P1 C14 C15 -43(2) . . . . ? C7 C6 C5 C4 3(4) . . . . ? C14 P1 C10 C11 147.7(18) . . . . ? C14 P1 C12 C13 170.0(19) . . . . ? C4 C3 C8 C7 -2(3) . . . . ? C5 C6 C7 C8 -3(4) . . . . ? C9 O1 C6 C7 -19(4) . . . . ? C9 O1 C6 C5 167(2) . . . . ?