#------------------------------------------------------------------------------ #$Date: 2025-01-10 01:45:50 +0200 (Fri, 10 Jan 2025) $ #$Revision: 297250 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/57/36/1573663.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_1573663 _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 2023-05-24 _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 16.7686(6) _cell_length_b 9.8173(2) _cell_length_c 16.1828(17) _cell_measurement_reflns_used 3467 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 23.1170 _cell_measurement_theta_min 1.9110 _cell_volume 2664.1(3) _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 2590000 _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 0.639 _diffrn_measured_fraction_theta_max 0.532 _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 -11.00 1.00 150.00 -- -22.19 97.00 143.00 64 3 \w -60.00 16.00 1.00 150.00 -- -22.19 67.00 -23.00 76 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 37 deg.' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 -0.0118128429 _diffrn_orient_matrix_UB_12 -0.0117365286 _diffrn_orient_matrix_UB_13 -0.0315376518 _diffrn_orient_matrix_UB_21 -0.0312109398 _diffrn_orient_matrix_UB_22 0.0053906853 _diffrn_orient_matrix_UB_23 0.0117829221 _diffrn_orient_matrix_UB_31 0.0005336756 _diffrn_orient_matrix_UB_32 0.0554866469 _diffrn_orient_matrix_UB_33 -0.0078033795 _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 0.1009 _diffrn_reflns_av_unetI/netI 0.0924 _diffrn_reflns_Laue_measured_fraction_full 0.639 _diffrn_reflns_Laue_measured_fraction_max 0.532 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 11137 _diffrn_reflns_point_group_measured_fraction_full 0.639 _diffrn_reflns_point_group_measured_fraction_max 0.532 _diffrn_reflns_theta_full 19.665 _diffrn_reflns_theta_max 25.688 _diffrn_reflns_theta_min 1.917 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'SuperNova (Ag) X-ray Source' _exptl_absorpt_coefficient_mu 6.027 _exptl_absorpt_correction_T_max 0.58955 _exptl_absorpt_correction_T_min 0.58080 _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 2.225 _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 2.59 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 1.166 _refine_diff_density_min -1.014 _refine_diff_density_rms 0.201 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 167 _refine_ls_number_reflns 2732 _refine_ls_number_restraints 6 _refine_ls_restrained_S_all 1.033 _refine_ls_R_factor_all 0.1155 _refine_ls_R_factor_gt 0.0464 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0174P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0601 _refine_ls_wR_factor_ref 0.0747 _reflns_Friedel_coverage 0.000 _reflns_number_gt 1526 _reflns_number_total 2732 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d4dt03036b2.cif _cod_data_source_block appr6_2p59GPa _cod_database_code 1573663 _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 0.005 and sigma for terminal atoms of 0.005 3.a Secondary CH2 refined with riding coordinates: C10(H10A,H10B), C12(H12A,H12B), C14(H14A,H14B) 3.b Aromatic/amide H refined with riding coordinates: C8(H8), C7(H7), C4(H4), C5(H5) 3.c Idealised Me refined as rotating group: C15(H15A,H15B,H15C), C13(H13A,H13B,H13C), C9(H9A,H9B,H9C), C11(H11A,H11B,H11C) ; _shelx_res_file ; TITL appr6_2p59GPa_a.res in Pbca appr6_2p59GPa.res created by SHELXL-2018/3 at 13:08:21 on 24-May-2023 REM Old TITL appr6_2p59GPa in Pbca REM SHELXT solution in Pbca: R1 0.110, Rweak 0.002, Alpha 0.057 REM 0.541 for 181 systematic absences, Orientation as input REM Formula found by SHELXT: C13 O3 P Au CELL 0.56087 16.7686 9.8173 16.1828 90 90 90 ZERR 8 0.0006 0.0002 0.0017 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 0.005 0.005 C11 L.S. 20 PLAN 2 CONF BOND list 4 MORE -1 BOND $H fmap 2 53 acta REM REM REM WGHT 0.017400 FVAR 0.20516 AU1 5 0.384060 0.874778 0.344281 11.00000 0.02846 0.02179 = 0.02805 0.00515 -0.00027 -0.00136 P1 4 0.376985 1.068096 0.267119 11.00000 0.02283 0.01723 = 0.02919 0.00281 0.00026 -0.00083 O1 3 0.336239 0.058641 0.555783 11.00000 0.04090 0.02482 = 0.04599 0.01165 -0.00321 -0.00444 C6 1 0.354037 0.180300 0.520488 11.00000 0.03743 0.02124 = 0.01245 -0.00315 0.00062 0.00032 C3 1 0.377272 0.439125 0.450357 11.00000 0.03024 0.02161 = 0.03585 0.00610 0.00280 -0.00062 C10 1 0.390241 1.026631 0.159754 11.00000 0.03053 0.02625 = 0.03225 0.00524 -0.00148 0.00016 AFIX 23 H10A 2 0.360665 1.091563 0.126557 11.00000 -1.20000 H10B 2 0.446234 1.035942 0.145806 11.00000 -1.20000 AFIX 0 C8 1 0.441522 0.359069 0.473706 11.00000 0.02168 0.02839 = 0.01936 0.00085 -0.00043 -0.00209 AFIX 43 H8 2 0.493105 0.391512 0.466070 11.00000 -1.20000 AFIX 0 C2 1 0.386330 0.576476 0.420758 11.00000 0.02338 0.02840 = 0.03693 0.00885 -0.00031 -0.00049 C12 1 0.281001 1.156573 0.270906 11.00000 0.01108 0.03109 = 0.07426 -0.00487 0.00457 0.00255 AFIX 23 H12A 2 0.269372 1.182495 0.327478 11.00000 -1.20000 H12B 2 0.283934 1.238991 0.237987 11.00000 -1.20000 AFIX 0 C7 1 0.429923 0.230068 0.508621 11.00000 0.02147 0.02100 = 0.04513 0.00216 0.00490 0.00521 AFIX 43 H7 2 0.473738 0.177721 0.523879 11.00000 -1.20000 AFIX 0 C15 1 0.437329 1.330490 0.248591 11.00000 0.03685 0.02892 = 0.02906 0.00628 -0.00291 -0.00104 AFIX 137 H15A 2 0.425694 1.318105 0.190995 11.00000 -1.50000 H15B 2 0.483448 1.387621 0.254434 11.00000 -1.50000 H15C 2 0.392581 1.372659 0.275327 11.00000 -1.50000 AFIX 0 C14 1 0.453502 1.193519 0.288019 11.00000 0.02946 0.02628 = 0.02930 0.00222 -0.00983 -0.00514 AFIX 23 H14A 2 0.458061 1.205528 0.347327 11.00000 -1.20000 H14B 2 0.504204 1.159339 0.267951 11.00000 -1.20000 AFIX 0 C4 1 0.299705 0.385835 0.461379 11.00000 0.01967 0.02481 = 0.04770 0.00099 -0.00830 0.00479 AFIX 43 H4 2 0.255779 0.437626 0.445765 11.00000 -1.20000 AFIX 0 C1 1 0.390401 0.692580 0.399943 11.00000 0.02843 0.02748 = 0.02247 0.00882 0.00725 0.00218 C13 1 0.214916 1.066976 0.238545 11.00000 0.02799 0.04013 = 0.06583 0.00058 -0.00691 -0.00186 AFIX 137 H13A 2 0.223320 1.049645 0.180815 11.00000 -1.50000 H13B 2 0.164607 1.111985 0.246028 11.00000 -1.50000 H13C 2 0.214769 0.982284 0.268198 11.00000 -1.50000 AFIX 0 C5 1 0.288202 0.258927 0.494747 11.00000 0.02844 0.03442 = 0.02045 0.00619 -0.00481 -0.00802 AFIX 43 H5 2 0.236798 0.224612 0.500415 11.00000 -1.20000 AFIX 0 C9 1 0.399654 -0.037509 0.561234 11.00000 0.05841 0.01518 = 0.06263 0.00921 0.00710 0.00885 AFIX 137 H9A 2 0.432353 -0.031264 0.512688 11.00000 -1.50000 H9B 2 0.377983 -0.127752 0.565453 11.00000 -1.50000 H9C 2 0.431358 -0.018304 0.609236 11.00000 -1.50000 AFIX 0 C11 1 0.362809 0.882545 0.137458 11.00000 0.02754 0.02453 = 0.02006 -0.00341 -0.00517 -0.00098 AFIX 137 H11A 2 0.371401 0.866835 0.079587 11.00000 -1.50000 H11B 2 0.307088 0.873037 0.149795 11.00000 -1.50000 H11C 2 0.392732 0.817389 0.169008 11.00000 -1.50000 AFIX 0 HKLF 4 REM appr6_2p59GPa_a.res in Pbca REM wR2 = 0.0747, GooF = S = 1.034, Restrained GooF = 1.033 for all data REM R1 = 0.0464 for 1526 Fo > 4sig(Fo) and 0.1155 for all 2732 data REM 167 parameters refined using 6 restraints END WGHT 0.0175 0.0000 REM Highest difference peak 1.166, deepest hole -1.014, 1-sigma level 0.201 Q1 1 0.3177 0.8742 0.3398 11.00000 0.05 1.17 Q2 1 0.3814 0.9950 0.3367 11.00000 0.05 0.93 ; _shelx_res_checksum 28655 _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 1.147 _oxdiff_exptl_absorpt_empirical_full_min 0.864 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 0.38406(2) 0.87478(2) 0.34428(3) 0.02610(13) Uani 1 1 d . . . . . P1 P 0.37699(11) 1.06810(15) 0.26712(19) 0.0231(8) Uani 1 1 d . . . . . O1 O 0.3362(3) 0.0586(5) 0.5558(5) 0.037(3) Uani 1 1 d . . . . . C6 C 0.3540(5) 0.1803(6) 0.5205(7) 0.024(3) Uani 1 1 d . . . . . C3 C 0.3773(5) 0.4391(6) 0.4504(7) 0.029(3) Uani 1 1 d . . . . . C10 C 0.3902(4) 1.0266(6) 0.1598(8) 0.030(3) Uani 1 1 d . . . . . H10A H 0.360665 1.091563 0.126557 0.036 Uiso 1 1 calc R U . . . H10B H 0.446234 1.035942 0.145806 0.036 Uiso 1 1 calc R U . . . C8 C 0.4415(4) 0.3591(6) 0.4737(7) 0.023(3) Uani 1 1 d . . . . . H8 H 0.493105 0.391512 0.466070 0.028 Uiso 1 1 calc R U . . . C2 C 0.3863(5) 0.5765(7) 0.4208(7) 0.030(3) Uani 1 1 d . . . . . C12 C 0.2810(4) 1.1566(6) 0.2709(8) 0.039(4) Uani 1 1 d . . . . . H12A H 0.269372 1.182495 0.327478 0.047 Uiso 1 1 calc R U . . . H12B H 0.283934 1.238991 0.237987 0.047 Uiso 1 1 calc R U . . . C7 C 0.4299(4) 0.2301(6) 0.5086(8) 0.029(4) Uani 1 1 d . . . . . H7 H 0.473738 0.177721 0.523879 0.035 Uiso 1 1 calc R U . . . C15 C 0.4373(4) 1.3305(6) 0.2486(8) 0.032(4) Uani 1 1 d . . . . . H15A H 0.425694 1.318105 0.190995 0.047 Uiso 1 1 calc R U . . . H15B H 0.483448 1.387621 0.254434 0.047 Uiso 1 1 calc R U . . . H15C H 0.392581 1.372659 0.275327 0.047 Uiso 1 1 calc R U . . . C14 C 0.4535(4) 1.1935(6) 0.2880(8) 0.028(3) Uani 1 1 d . . . . . H14A H 0.458061 1.205528 0.347327 0.034 Uiso 1 1 calc R U . . . H14B H 0.504204 1.159339 0.267951 0.034 Uiso 1 1 calc R U . . . C4 C 0.2997(4) 0.3858(6) 0.4614(7) 0.031(3) Uani 1 1 d . . . . . H4 H 0.255779 0.437626 0.445765 0.037 Uiso 1 1 calc R U . . . C1 C 0.3904(5) 0.6926(7) 0.3999(8) 0.026(3) Uani 1 1 d . . . . . C13 C 0.2149(4) 1.0670(8) 0.2385(9) 0.045(4) Uani 1 1 d . . . . . H13A H 0.223320 1.049645 0.180815 0.067 Uiso 1 1 calc R U . . . H13B H 0.164607 1.111985 0.246028 0.067 Uiso 1 1 calc R U . . . H13C H 0.214769 0.982284 0.268198 0.067 Uiso 1 1 calc R U . . . C5 C 0.2882(4) 0.2589(7) 0.4947(8) 0.028(4) Uani 1 1 d . . . . . H5 H 0.236798 0.224612 0.500415 0.033 Uiso 1 1 calc R U . . . C9 C 0.3997(5) -0.0375(6) 0.5612(10) 0.045(4) Uani 1 1 d . . . . . H9A H 0.432353 -0.031264 0.512688 0.068 Uiso 1 1 calc R U . . . H9B H 0.377983 -0.127752 0.565453 0.068 Uiso 1 1 calc R U . . . H9C H 0.431358 -0.018304 0.609236 0.068 Uiso 1 1 calc R U . . . C11 C 0.3628(4) 0.8825(6) 0.1375(7) 0.024(2) Uani 1 1 d . U . . . H11A H 0.371401 0.866835 0.079587 0.036 Uiso 1 1 calc R U . . . H11B H 0.307088 0.873037 0.149795 0.036 Uiso 1 1 calc R U . . . H11C H 0.392732 0.817389 0.169008 0.036 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 0.02846(17) 0.02179(11) 0.0280(4) 0.00515(16) -0.00027(17) -0.00136(12) P1 0.0228(11) 0.0172(6) 0.029(3) 0.0028(9) 0.0003(10) -0.0008(6) O1 0.041(4) 0.025(2) 0.046(10) 0.012(3) -0.003(3) -0.004(2) C6 0.037(5) 0.021(3) 0.012(12) -0.003(4) 0.001(4) 0.000(3) C3 0.030(5) 0.022(3) 0.036(12) 0.006(4) 0.003(4) -0.001(3) C10 0.031(5) 0.026(3) 0.032(13) 0.005(4) -0.001(5) 0.000(3) C8 0.022(4) 0.028(3) 0.019(11) 0.001(4) 0.000(4) -0.002(3) C2 0.023(4) 0.028(3) 0.037(12) 0.009(4) 0.000(4) 0.000(3) C12 0.011(4) 0.031(4) 0.074(14) -0.005(4) 0.005(4) 0.003(3) C7 0.021(4) 0.021(3) 0.045(13) 0.002(4) 0.005(4) 0.005(3) C15 0.037(5) 0.029(3) 0.029(14) 0.006(4) -0.003(5) -0.001(3) C14 0.029(5) 0.026(3) 0.029(12) 0.002(4) -0.010(4) -0.005(3) C4 0.020(4) 0.025(3) 0.048(12) 0.001(4) -0.008(4) 0.005(3) C1 0.028(5) 0.027(3) 0.022(11) 0.009(4) 0.007(4) 0.002(3) C13 0.028(5) 0.040(4) 0.066(16) 0.001(5) -0.007(5) -0.002(3) C5 0.028(5) 0.034(4) 0.020(14) 0.006(4) -0.005(4) -0.008(3) C9 0.058(7) 0.015(3) 0.063(16) 0.009(4) 0.007(5) 0.009(3) C11 0.028(3) 0.025(2) 0.020(5) -0.003(3) -0.005(3) -0.001(2) 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 173.4(3) . . ? C10 P1 Au1 109.6(2) . . ? C10 P1 C12 104.4(5) . . ? C10 P1 C14 104.3(5) . . ? C12 P1 Au1 115.1(3) . . ? C14 P1 Au1 115.3(3) . . ? C14 P1 C12 107.1(3) . . ? C6 O1 C9 116.4(6) . . ? O1 C6 C7 125.1(7) . . ? O1 C6 C5 115.7(7) . . ? C7 C6 C5 119.2(7) . . ? C8 C3 C2 122.7(7) . . ? C8 C3 C4 118.1(6) . . ? C4 C3 C2 119.1(7) . . ? P1 C10 H10A 108.9 . . ? P1 C10 H10B 108.9 . . ? H10A C10 H10B 107.7 . . ? C11 C10 P1 113.6(7) . . ? C11 C10 H10A 108.9 . . ? C11 C10 H10B 108.9 . . ? C3 C8 H8 119.5 . . ? C3 C8 C7 121.0(6) . . ? C7 C8 H8 119.5 . . ? C1 C2 C3 175.9(11) . . ? P1 C12 H12A 109.4 . . ? P1 C12 H12B 109.4 . . ? H12A C12 H12B 108.0 . . ? C13 C12 P1 111.0(5) . . ? C13 C12 H12A 109.4 . . ? C13 C12 H12B 109.4 . . ? C6 C7 C8 120.4(7) . . ? C6 C7 H7 119.8 . . ? C8 C7 H7 119.8 . . ? 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 108.9 . . ? P1 C14 H14B 108.9 . . ? C15 C14 P1 113.5(6) . . ? C15 C14 H14A 108.9 . . ? C15 C14 H14B 108.9 . . ? H14A C14 H14B 107.7 . . ? C3 C4 H4 119.5 . . ? C5 C4 C3 121.0(6) . . ? C5 C4 H4 119.5 . . ? C2 C1 Au1 167.9(10) . . ? 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 H5 119.9 . . ? C4 C5 C6 120.2(7) . . ? C4 C5 H5 119.9 . . ? 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(2) . ? Au1 C1 2.006(7) . ? P1 C10 1.798(12) . ? P1 C12 1.830(7) . ? P1 C14 1.810(7) . ? O1 C6 1.357(9) . ? O1 C9 1.425(9) . ? C6 C7 1.377(10) . ? C6 C5 1.410(11) . ? C3 C8 1.386(10) . ? C3 C2 1.439(10) . ? C3 C4 1.413(10) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C10 C11 1.531(9) . ? C8 H8 0.9300 . ? C8 C7 1.400(10) . ? C2 C1 1.191(10) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C12 C13 1.509(11) . ? C7 H7 0.9300 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C15 C14 1.513(11) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C4 H4 0.9300 . ? C4 C5 1.372(10) . ? 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 28.4(6) . . . . ? Au1 P1 C12 C13 -61.1(10) . . . . ? Au1 P1 C14 C15 -168.3(7) . . . . ? O1 C6 C7 C8 -178.1(10) . . . . ? O1 C6 C5 C4 177.4(10) . . . . ? C3 C8 C7 C6 -0.1(17) . . . . ? C3 C4 C5 C6 1.4(17) . . . . ? C10 P1 C12 C13 59.0(9) . . . . ? C10 P1 C14 C15 71.5(8) . . . . ? C8 C3 C4 C5 0.4(16) . . . . ? C2 C3 C8 C7 174.6(11) . . . . ? C2 C3 C4 C5 -175.5(11) . . . . ? C12 P1 C10 C11 -95.4(6) . . . . ? C12 P1 C14 C15 -38.8(10) . . . . ? C7 C6 C5 C4 -2.6(17) . . . . ? C14 P1 C10 C11 152.4(5) . . . . ? C14 P1 C12 C13 169.3(9) . . . . ? C4 C3 C8 C7 -1.1(16) . . . . ? C5 C6 C7 C8 1.9(16) . . . . ? C9 O1 C6 C7 -16.8(16) . . . . ? C9 O1 C6 C5 163.2(10) . . . . ?