#------------------------------------------------------------------------------ #$Date: 2025-01-10 01:45:50 +0200 (Fri, 10 Jan 2025) $ #$Revision: 297250 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/57/36/1573656.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_1573656 _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 29 _space_group_name_Hall 'P -2a -2ab' _space_group_name_H-M_alt 'P b 21 a' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _audit_creation_date 2024-05-06 _audit_creation_method ; Olex2 1.5 (compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928) ; _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 17.6564(8) _cell_length_b 9.9742(4) _cell_length_c 17.1118(5) _cell_measurement_reflns_used 8625 _cell_measurement_temperature 294.3(6) _cell_measurement_theta_max 24.0430 _cell_measurement_theta_min 2.0650 _cell_volume 3013.5(2) _computing_cell_refinement 'CrysAlisPro 1.171.42.36a (Rigaku OD, 2021)' _computing_data_collection 'CrysAlisPro 1.171.42.36a (Rigaku OD, 2021)' _computing_data_reduction 'CrysAlisPro 1.171.42.36a (Rigaku OD, 2021)' _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 'SHELXS (Sheldrick, 2008)' _diffrn_ambient_environment 'Diamond Anvil Cell filled with silicone oil' _diffrn_ambient_pressure 640000 _diffrn_ambient_temperature 294.3(6) _diffrn_crystal_treatment 'pressurized rapidly in silicone oil as a hydrostatic medium' _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 16.0128 _diffrn_detector_type Eos _diffrn_measured_fraction_theta_full 0.928 _diffrn_measured_fraction_theta_max 0.822 _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 10.00 35.00 1.00 60.00 -- 22.04 53.00 -17.00 25 2 \w -20.00 51.00 1.00 90.00 -- 22.04 -53.00 17.00 71 3 \w -27.00 51.00 1.00 90.00 -- 22.04 -39.00-167.00 78 4 \w -50.00 45.00 1.00 90.00 -- 22.04 26.00 -8.00 95 5 \w -13.00 17.00 1.00 90.00 -- 22.04 97.00 143.00 30 6 \w -20.00 7.00 1.00 90.00 -- 22.04 114.00 -45.00 27 7 \w -32.00 -6.00 1.00 90.00 -- 22.04 39.00 167.00 26 8 \w -67.00 -13.00 1.00 90.00 -- -22.19 135.00 123.00 54 9 \w -23.00 28.00 1.00 90.00 -- -22.19 39.00 -12.00 51 10 \w -85.00 1.00 1.00 90.00 -- -22.19 114.00 -45.00 86 11 \w -45.00 48.00 1.00 90.00 -- -22.19 -26.00 8.00 93 12 \w -34.00 29.00 1.00 90.00 -- -22.19 53.00 162.00 63 13 \w -17.00 21.00 1.00 90.00 -- -22.19 -97.00-143.00 38 14 \w -16.00 21.00 1.00 90.00 -- -22.19 -97.00 35.00 37 15 \w -50.00 43.00 1.00 30.00 -- 22.04 26.00 -8.00 93 ; _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 51 deg.' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 -0.0237858666 _diffrn_orient_matrix_UB_12 -0.0363325612 _diffrn_orient_matrix_UB_13 0.0042849702 _diffrn_orient_matrix_UB_21 -0.0089383668 _diffrn_orient_matrix_UB_22 0.0275901135 _diffrn_orient_matrix_UB_23 0.0269179754 _diffrn_orient_matrix_UB_31 -0.0189454919 _diffrn_orient_matrix_UB_32 0.0325925799 _diffrn_orient_matrix_UB_33 -0.0180455893 _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 0.0906 _diffrn_reflns_av_unetI/netI 0.1018 _diffrn_reflns_Laue_measured_fraction_full 0.928 _diffrn_reflns_Laue_measured_fraction_max 0.822 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_number 45778 _diffrn_reflns_point_group_measured_fraction_full 0.939 _diffrn_reflns_point_group_measured_fraction_max 0.803 _diffrn_reflns_theta_full 19.665 _diffrn_reflns_theta_max 25.723 _diffrn_reflns_theta_min 1.820 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'SuperNova (Ag) X-ray Source' _exptl_absorpt_coefficient_mu 5.328 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.51328 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.42.36a (Rigaku Oxford Diffraction, 2021) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour 'clear violet' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_primary violet _exptl_crystal_density_diffrn 1.967 _exptl_crystal_description needle _exptl_crystal_F_000 1712 _exptl_crystal_preparation 'Mounted in a Diamond-Anvil Cell using silicone oil as pressure medium.,Luminescent' _exptl_crystal_pressure_history 'Pressurized to 0.64 GPa and left to stabilize over ? hours.' _exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: n-pentane/dichloromethane' _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.11 _refine_diff_density_max 0.881 _refine_diff_density_min -0.700 _refine_diff_density_rms 0.158 _refine_ls_abs_structure_details ; Refined as an inversion twin. ; _refine_ls_abs_structure_Flack 0.07(2) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.977 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 334 _refine_ls_number_reflns 9388 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 0.977 _refine_ls_R_factor_all 0.1365 _refine_ls_R_factor_gt 0.0472 _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^)+(0.0134P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0505 _refine_ls_wR_factor_ref 0.0640 _reflns_Friedel_coverage 0.860 _reflns_Friedel_fraction_full 0.952 _reflns_Friedel_fraction_max 0.781 _reflns_number_gt 4854 _reflns_number_total 9388 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d4dt03036b2.cif _cod_data_source_block appr5_0p64GPa _cod_database_code 1573656 _shelx_shelxl_version_number 2018/3 _chemical_oxdiff_formula 'C15 H24 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. ; _olex2_refinement_description ; 1. Twinned data refinement Scales: 0.93(3) 0.07(3) 2. 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 3.a Secondary CH2 refined with riding coordinates: C10(H10A,H10B), C30(H30A,H30B), C32(H32A,H32B), C12(H12A,H12B), C14(H14A, H14B), C34(H34A,H34B) 3.b Aromatic/amide H refined with riding coordinates: C27(H27), C24(H24), C28(H28), C25(H25), C7(H7), C8(H8), C4(H4), C5(H5) 3.c Idealised Me refined as rotating group: C11(H11A,H11B,H11C), C31(H31A,H31B,H31C), C9(H9A,H9B,H9C), C35(H35A,H35B, H35C), C33(H33A,H33B,H33C), C15(H15A,H15B,H15C), C13(H13A,H13B,H13C), C29(H29A, H29B,H29C) ; _shelx_res_file ; TITL appr5_0p64GPa in Pb21a #29 appr5_0p64GPa.res created by SHELXL-2018/3 at 15:27:10 on 06-May-2024 REM reset to Pb21a #29 CELL 0.56087 17.656371 9.974214 17.111811 90 90 90 ZERR 8 0.000802 0.000379 0.000454 0 0 0 LATT -1 SYMM -X,0.5+Y,-Z SYMM 0.5+X,+Y,-Z SYMM 0.5-X,0.5+Y,+Z SFAC C H Au O P 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 L.S. 20 0 0 PLAN 5 TEMP 21 CONF BOND MORE -1 BOND $H fmap 2 53 acta TWIN -1 0 0 0 -1 0 0 0 -1 2 REM REM REM WGHT 0.013400 BASF 0.07108 FVAR 0.45548 AU2 3 0.632455 -0.002470 0.422826 11.00000 0.04466 0.03413 = 0.03644 0.00532 -0.00017 -0.00114 AU1 3 0.375649 0.700770 0.075949 11.00000 0.04320 0.03478 = 0.03698 0.00578 0.00179 0.00080 P1 5 0.376587 0.892858 0.004499 11.00000 0.03470 0.03057 = 0.03271 -0.00194 0.00132 0.00067 P2 5 0.627039 -0.191268 0.498019 11.00000 0.03747 0.02864 = 0.03007 0.00368 -0.00192 -0.00047 C23 1 0.635602 0.410459 0.305169 11.00000 0.03438 0.03090 = 0.03786 -0.01112 -0.00755 0.00718 C21 1 0.633790 0.173476 0.367431 11.00000 0.05236 0.01164 = 0.05187 -0.00503 0.00482 -0.00307 C26 1 0.638747 0.667656 0.234402 11.00000 0.05383 0.02375 = 0.03505 -0.00210 0.01172 -0.00829 C22 1 0.633972 0.283821 0.339763 11.00000 0.04265 0.02208 = 0.03692 0.00257 0.00670 -0.00537 O2 4 0.642614 0.790224 0.199859 11.00000 0.08062 0.02995 = 0.07040 0.01502 0.00604 0.00087 C1 1 0.376518 0.527579 0.131710 11.00000 0.03822 0.08445 = 0.04252 0.01756 0.00283 0.00102 C2 1 0.377668 0.413771 0.158345 11.00000 0.03865 0.06414 = 0.03580 -0.01351 -0.00403 -0.00049 C27 1 0.569517 0.616110 0.263088 11.00000 0.02569 0.04673 = 0.03898 0.00375 -0.00179 0.00814 AFIX 43 H27 2 0.524881 0.665114 0.259002 11.00000 -1.20000 AFIX 0 C24 1 0.702591 0.470688 0.277082 11.00000 0.03895 0.03161 = 0.05276 -0.00300 -0.00069 0.00047 AFIX 43 H24 2 0.747874 0.423695 0.281590 11.00000 -1.20000 AFIX 0 C28 1 0.570243 0.487053 0.298374 11.00000 0.02948 0.04145 = 0.03778 0.00961 0.00661 -0.01533 AFIX 43 H28 2 0.525058 0.452482 0.317714 11.00000 -1.20000 AFIX 0 C25 1 0.703883 0.595114 0.243519 11.00000 0.04066 0.02636 = 0.04935 0.00028 0.01065 -0.00720 AFIX 43 H25 2 0.749696 0.630895 0.226660 11.00000 -1.20000 AFIX 0 C7 1 0.448836 0.116120 0.267000 11.00000 0.03100 0.06127 = 0.03778 -0.00464 -0.01836 0.00342 AFIX 43 H7 2 0.491581 0.092298 0.295561 11.00000 -1.20000 AFIX 0 C8 1 0.444693 0.236313 0.232224 11.00000 0.04307 0.06113 = 0.03247 -0.00135 -0.00662 -0.00258 AFIX 43 H8 2 0.485938 0.294073 0.235247 11.00000 -1.20000 AFIX 0 C3 1 0.380325 0.276982 0.191717 11.00000 0.03888 0.03962 = 0.02223 0.00942 0.00561 0.00682 C10 1 0.404886 0.862011 -0.096825 11.00000 0.04822 0.03003 = 0.03457 0.01195 -0.00566 0.00335 AFIX 23 H10A 2 0.383850 0.931720 -0.129858 11.00000 -1.20000 H10B 2 0.459630 0.866932 -0.100623 11.00000 -1.20000 AFIX 0 C11 1 0.378214 0.724175 -0.126998 11.00000 0.06561 0.02776 = 0.04526 -0.01189 0.00740 -0.00514 AFIX 137 H11A 2 0.393708 0.713192 -0.180391 11.00000 -1.50000 H11B 2 0.324015 0.718944 -0.123728 11.00000 -1.50000 H11C 2 0.400315 0.654591 -0.095657 11.00000 -1.50000 AFIX 0 C31 1 0.660587 -0.036006 0.627854 11.00000 0.06468 0.05307 = 0.04650 -0.01990 -0.00668 0.00989 AFIX 137 H31A 2 0.672382 0.035075 0.592040 11.00000 -1.50000 H31B 2 0.691097 -0.026901 0.673986 11.00000 -1.50000 H31C 2 0.607995 -0.031372 0.641833 11.00000 -1.50000 AFIX 0 C30 1 0.676549 -0.167638 0.590149 11.00000 0.04874 0.03934 = 0.04453 0.00477 -0.00807 -0.00209 AFIX 23 H30A 2 0.662094 -0.238841 0.625763 11.00000 -1.20000 H30B 2 0.730605 -0.175074 0.581008 11.00000 -1.20000 AFIX 0 O1 4 0.399907 -0.096817 0.296913 11.00000 0.09938 0.05346 = 0.05728 0.01936 -0.02424 0.00186 C4 1 0.319569 0.187404 0.185365 11.00000 0.02678 0.05139 = 0.03545 0.00395 -0.00161 0.00368 AFIX 43 H4 2 0.276033 0.211994 0.158340 11.00000 -1.20000 AFIX 0 C32 1 0.666996 -0.339833 0.456061 11.00000 0.04868 0.03889 = 0.03980 -0.00437 -0.00190 0.01112 AFIX 23 H32A 2 0.643605 -0.354086 0.405447 11.00000 -1.20000 H32B 2 0.720495 -0.323920 0.447117 11.00000 -1.20000 AFIX 0 C12 1 0.284289 0.976754 -0.001748 11.00000 0.02173 0.04213 = 0.07386 0.00034 -0.00260 0.00219 AFIX 23 H12A 2 0.269992 1.006601 0.050147 11.00000 -1.20000 H12B 2 0.289639 1.055834 -0.034277 11.00000 -1.20000 AFIX 0 C14 1 0.442569 1.023612 0.035629 11.00000 0.03881 0.04354 = 0.03835 -0.00326 -0.00213 0.00766 AFIX 23 H14A 2 0.433587 1.042206 0.090492 11.00000 -1.20000 H14B 2 0.493683 0.988855 0.031015 11.00000 -1.20000 AFIX 0 C9 1 0.348688 -0.200380 0.283293 11.00000 0.09053 0.04359 = 0.06820 0.00434 0.02826 -0.02126 AFIX 137 H9A 2 0.350982 -0.226292 0.229315 11.00000 -1.50000 H9B 2 0.298401 -0.170451 0.295573 11.00000 -1.50000 H9C 2 0.361371 -0.275794 0.315602 11.00000 -1.50000 AFIX 0 C35 1 0.479907 -0.256626 0.453758 11.00000 0.04250 0.06754 = 0.05678 -0.00624 -0.00256 -0.01370 AFIX 137 H35A 2 0.480260 -0.179206 0.420429 11.00000 -1.50000 H35B 2 0.429184 -0.273369 0.471449 11.00000 -1.50000 H35C 2 0.498013 -0.332990 0.425173 11.00000 -1.50000 AFIX 0 C34 1 0.530838 -0.231863 0.523570 11.00000 0.05227 0.05679 = 0.04108 0.01132 -0.00185 0.00710 AFIX 23 H34A 2 0.530948 -0.311371 0.556213 11.00000 -1.20000 H34B 2 0.509906 -0.158876 0.554179 11.00000 -1.20000 AFIX 0 C6 1 0.388499 0.027565 0.259860 11.00000 0.04547 0.04730 = 0.02452 0.00163 0.00075 0.01070 C5 1 0.324764 0.062050 0.219581 11.00000 0.05075 0.04482 = 0.04210 0.00025 0.00826 -0.01997 AFIX 43 H5 2 0.284931 0.001524 0.215125 11.00000 -1.20000 AFIX 0 C33 1 0.659071 -0.467983 0.503149 11.00000 0.09985 0.03547 = 0.06242 -0.00672 -0.00439 0.00960 AFIX 137 H33A 2 0.686084 -0.539014 0.477529 11.00000 -1.50000 H33B 2 0.606493 -0.491485 0.507216 11.00000 -1.50000 H33C 2 0.679624 -0.454526 0.554492 11.00000 -1.50000 AFIX 0 C15 1 0.438280 1.153280 -0.008501 11.00000 0.03907 0.04543 = 0.08191 0.00143 -0.00580 -0.01392 AFIX 137 H15A 2 0.454181 1.139033 -0.061504 11.00000 -1.50000 H15B 2 0.470835 1.218161 0.015765 11.00000 -1.50000 H15C 2 0.387080 1.185657 -0.008017 11.00000 -1.50000 AFIX 0 C13 1 0.221789 0.892664 -0.033894 11.00000 0.03275 0.06118 = 0.08031 -0.01745 -0.00210 -0.00111 AFIX 137 H13A 2 0.233377 0.868179 -0.086816 11.00000 -1.50000 H13B 2 0.175314 0.942578 -0.032751 11.00000 -1.50000 H13C 2 0.216441 0.813101 -0.002810 11.00000 -1.50000 AFIX 0 C29 1 0.579852 0.876266 0.201086 11.00000 0.08947 0.05522 = 0.10015 0.04170 0.01269 0.01861 AFIX 137 H29A 2 0.538883 0.836223 0.172528 11.00000 -1.50000 H29B 2 0.593227 0.960235 0.177392 11.00000 -1.50000 H29C 2 0.564464 0.891267 0.254179 11.00000 -1.50000 AFIX 0 HKLF 4 REM appr5_0p64GPa in Pb21a #29 REM wR2 = 0.0640, GooF = S = 0.977, Restrained GooF = 0.977 for all data REM R1 = 0.0472 for 4854 Fo > 4sig(Fo) and 0.1365 for all 9388 data REM 334 parameters refined using 1 restraints END WGHT 0.0134 0.0000 REM Highest difference peak 0.881, deepest hole -0.700, 1-sigma level 0.158 Q1 1 0.3619 0.2978 0.0783 11.00000 0.05 0.82 Q2 1 0.6081 0.0025 0.5751 11.00000 0.05 0.79 Q3 1 0.6338 0.0026 0.3596 11.00000 0.05 0.78 Q4 1 0.6373 -0.5961 0.4216 11.00000 0.05 0.73 Q5 1 0.3773 0.6891 -0.2224 11.00000 0.05 0.71 ; _shelx_res_checksum 29393 _olex2_date_sample_data_collection 2022-08-06 _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 1.653 _oxdiff_exptl_absorpt_empirical_full_min 0.662 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z' 'x+1/2, y, -z' '-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 Au2 Au 0.63245(2) -0.00247(3) 0.42283(4) 0.03841(16) Uani 1 1 d . . . . . Au1 Au 0.37565(3) 0.70077(4) 0.07595(3) 0.03832(16) Uani 1 1 d . . . . . P1 P 0.3766(2) 0.8929(8) 0.0045(2) 0.0327(15) Uani 1 1 d . . . . . P2 P 0.62704(19) -0.1913(8) 0.4980(2) 0.0321(15) Uani 1 1 d . . . . . C23 C 0.6356(7) 0.410(2) 0.3052(9) 0.034(4) Uani 1 1 d . . . . . C21 C 0.6338(7) 0.1735(18) 0.3674(9) 0.039(5) Uani 1 1 d . . . . . C26 C 0.6387(9) 0.6677(18) 0.2344(8) 0.038(4) Uani 1 1 d . . . . . C22 C 0.6340(7) 0.284(2) 0.3398(9) 0.034(4) Uani 1 1 d . . . . . O2 O 0.6426(6) 0.7902(14) 0.1999(7) 0.060(3) Uani 1 1 d . . . . . C1 C 0.3765(8) 0.528(3) 0.1317(10) 0.055(6) Uani 1 1 d . . . . . C2 C 0.3777(8) 0.414(3) 0.1583(9) 0.046(5) Uani 1 1 d . . . . . C27 C 0.5695(8) 0.6161(14) 0.2631(6) 0.037(3) Uani 1 1 d . . . . . H27 H 0.524881 0.665114 0.259002 0.045 Uiso 1 1 calc R U . . . C24 C 0.7026(7) 0.4707(13) 0.2771(6) 0.041(3) Uani 1 1 d . . . . . H24 H 0.747874 0.423695 0.281590 0.049 Uiso 1 1 calc R U . . . C28 C 0.5702(6) 0.4871(16) 0.2984(6) 0.036(3) Uani 1 1 d . . . . . H28 H 0.525058 0.452482 0.317714 0.043 Uiso 1 1 calc R U . . . C25 C 0.7039(8) 0.5951(12) 0.2435(6) 0.039(4) Uani 1 1 d . . . . . H25 H 0.749696 0.630895 0.226660 0.047 Uiso 1 1 calc R U . . . C7 C 0.4488(8) 0.1161(16) 0.2670(7) 0.043(4) Uani 1 1 d . . . . . H7 H 0.491581 0.092298 0.295561 0.052 Uiso 1 1 calc R U . . . C8 C 0.4447(7) 0.2363(16) 0.2322(6) 0.046(4) Uani 1 1 d . . . . . H8 H 0.485938 0.294073 0.235247 0.055 Uiso 1 1 calc R U . . . C3 C 0.3803(8) 0.277(2) 0.1917(8) 0.034(4) Uani 1 1 d . . . . . C10 C 0.4049(7) 0.8620(11) -0.0968(5) 0.038(3) Uani 1 1 d . . . . . H10A H 0.383850 0.931720 -0.129858 0.045 Uiso 1 1 calc R U . . . H10B H 0.459630 0.866932 -0.100623 0.045 Uiso 1 1 calc R U . . . C11 C 0.3782(7) 0.7242(15) -0.1270(7) 0.046(4) Uani 1 1 d . . . . . H11A H 0.393708 0.713192 -0.180391 0.069 Uiso 1 1 calc R U . . . H11B H 0.324015 0.718944 -0.123728 0.069 Uiso 1 1 calc R U . . . H11C H 0.400315 0.654591 -0.095657 0.069 Uiso 1 1 calc R U . . . C31 C 0.6606(8) -0.0360(15) 0.6279(7) 0.055(4) Uani 1 1 d . . . . . H31A H 0.672382 0.035075 0.592040 0.082 Uiso 1 1 calc R U . . . H31B H 0.691097 -0.026901 0.673986 0.082 Uiso 1 1 calc R U . . . H31C H 0.607995 -0.031372 0.641833 0.082 Uiso 1 1 calc R U . . . C30 C 0.6765(7) -0.1676(12) 0.5901(5) 0.044(3) Uani 1 1 d . . . . . H30A H 0.662094 -0.238841 0.625763 0.053 Uiso 1 1 calc R U . . . H30B H 0.730605 -0.175074 0.581008 0.053 Uiso 1 1 calc R U . . . O1 O 0.3999(7) -0.0968(15) 0.2969(6) 0.070(4) Uani 1 1 d . . . . . C4 C 0.3196(6) 0.1874(14) 0.1854(6) 0.038(3) Uani 1 1 d . . . . . H4 H 0.276033 0.211994 0.158340 0.045 Uiso 1 1 calc R U . . . C32 C 0.6670(7) -0.3398(11) 0.4561(6) 0.042(3) Uani 1 1 d . . . . . H32A H 0.643605 -0.354086 0.405447 0.051 Uiso 1 1 calc R U . . . H32B H 0.720495 -0.323920 0.447117 0.051 Uiso 1 1 calc R U . . . C12 C 0.2843(6) 0.9768(15) -0.0017(6) 0.046(4) Uani 1 1 d . . . . . H12A H 0.269992 1.006601 0.050147 0.055 Uiso 1 1 calc R U . . . H12B H 0.289639 1.055834 -0.034277 0.055 Uiso 1 1 calc R U . . . C14 C 0.4426(6) 1.0236(12) 0.0356(6) 0.040(3) Uani 1 1 d . . . . . H14A H 0.433587 1.042206 0.090492 0.048 Uiso 1 1 calc R U . . . H14B H 0.493683 0.988855 0.031015 0.048 Uiso 1 1 calc R U . . . C9 C 0.3487(9) -0.2004(16) 0.2833(7) 0.067(4) Uani 1 1 d . . . . . H9A H 0.350982 -0.226292 0.229315 0.101 Uiso 1 1 calc R U . . . H9B H 0.298401 -0.170451 0.295573 0.101 Uiso 1 1 calc R U . . . H9C H 0.361371 -0.275794 0.315602 0.101 Uiso 1 1 calc R U . . . C35 C 0.4799(7) -0.2566(13) 0.4538(6) 0.056(4) Uani 1 1 d . . . . . H35A H 0.480260 -0.179206 0.420429 0.083 Uiso 1 1 calc R U . . . H35B H 0.429184 -0.273369 0.471449 0.083 Uiso 1 1 calc R U . . . H35C H 0.498013 -0.332990 0.425173 0.083 Uiso 1 1 calc R U . . . C34 C 0.5308(7) -0.2319(13) 0.5236(7) 0.050(4) Uani 1 1 d . . . . . H34A H 0.530948 -0.311371 0.556213 0.060 Uiso 1 1 calc R U . . . H34B H 0.509906 -0.158876 0.554179 0.060 Uiso 1 1 calc R U . . . C6 C 0.3885(9) 0.0276(19) 0.2599(8) 0.039(4) Uani 1 1 d . . . . . C5 C 0.3248(8) 0.0620(14) 0.2196(7) 0.046(4) Uani 1 1 d . . . . . H5 H 0.284931 0.001524 0.215125 0.055 Uiso 1 1 calc R U . . . C33 C 0.6591(8) -0.4680(15) 0.5031(6) 0.066(5) Uani 1 1 d . . . . . H33A H 0.686084 -0.539014 0.477529 0.099 Uiso 1 1 calc R U . . . H33B H 0.606493 -0.491485 0.507216 0.099 Uiso 1 1 calc R U . . . H33C H 0.679624 -0.454526 0.554492 0.099 Uiso 1 1 calc R U . . . C15 C 0.4383(8) 1.1533(14) -0.0085(7) 0.055(4) Uani 1 1 d . . . . . H15A H 0.454181 1.139033 -0.061504 0.083 Uiso 1 1 calc R U . . . H15B H 0.470835 1.218161 0.015765 0.083 Uiso 1 1 calc R U . . . H15C H 0.387080 1.185657 -0.008017 0.083 Uiso 1 1 calc R U . . . C13 C 0.2218(7) 0.8927(13) -0.0339(6) 0.058(4) Uani 1 1 d . . . . . H13A H 0.233377 0.868179 -0.086816 0.087 Uiso 1 1 calc R U . . . H13B H 0.175314 0.942578 -0.032751 0.087 Uiso 1 1 calc R U . . . H13C H 0.216441 0.813101 -0.002810 0.087 Uiso 1 1 calc R U . . . C29 C 0.5799(9) 0.8763(17) 0.2011(8) 0.082(6) Uani 1 1 d . . . . . H29A H 0.538883 0.836223 0.172528 0.122 Uiso 1 1 calc R U . . . H29B H 0.593227 0.960235 0.177392 0.122 Uiso 1 1 calc R U . . . H29C H 0.564464 0.891267 0.254179 0.122 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 Au2 0.0447(4) 0.0341(4) 0.0364(3) 0.0053(5) -0.0002(2) -0.0011(3) Au1 0.0432(3) 0.0348(4) 0.0370(3) 0.0058(5) 0.0018(2) 0.0008(2) P1 0.035(4) 0.031(4) 0.033(3) -0.002(2) 0.0013(17) 0.0007(16) P2 0.037(4) 0.029(4) 0.030(3) 0.004(2) -0.0019(16) -0.0005(16) C23 0.034(11) 0.031(11) 0.038(8) -0.011(7) -0.008(6) 0.007(7) C21 0.052(12) 0.012(10) 0.052(10) -0.005(8) 0.005(6) -0.003(5) C26 0.054(11) 0.024(10) 0.035(7) -0.002(7) 0.012(7) -0.008(7) C22 0.043(11) 0.022(11) 0.037(9) 0.003(8) 0.007(6) -0.005(6) O2 0.081(9) 0.030(8) 0.070(7) 0.015(6) 0.006(7) 0.001(6) C1 0.038(12) 0.084(19) 0.043(11) 0.018(11) 0.003(6) 0.001(8) C2 0.039(12) 0.064(16) 0.036(10) -0.014(11) -0.004(6) 0.000(8) C27 0.026(9) 0.047(10) 0.039(7) 0.004(7) -0.002(6) 0.008(6) C24 0.039(9) 0.032(10) 0.053(7) -0.003(6) -0.001(6) 0.000(6) C28 0.029(8) 0.041(9) 0.038(6) 0.010(7) 0.007(5) -0.015(7) C25 0.041(11) 0.026(10) 0.049(8) 0.000(7) 0.011(6) -0.007(6) C7 0.031(10) 0.061(12) 0.038(7) -0.005(7) -0.018(6) 0.003(7) C8 0.043(10) 0.061(12) 0.032(7) -0.001(7) -0.007(6) -0.003(7) C3 0.039(11) 0.040(12) 0.022(7) 0.009(7) 0.006(6) 0.007(7) C10 0.048(9) 0.030(8) 0.035(6) 0.012(5) -0.006(5) 0.003(5) C11 0.066(10) 0.028(9) 0.045(7) -0.012(6) 0.007(6) -0.005(6) C31 0.065(11) 0.053(12) 0.046(7) -0.020(7) -0.007(7) 0.010(8) C30 0.049(9) 0.039(8) 0.045(7) 0.005(6) -0.008(6) -0.002(6) O1 0.099(11) 0.053(10) 0.057(7) 0.019(7) -0.024(7) 0.002(8) C4 0.027(8) 0.051(10) 0.035(6) 0.004(7) -0.002(5) 0.004(6) C32 0.049(9) 0.039(9) 0.040(6) -0.004(5) -0.002(5) 0.011(6) C12 0.022(8) 0.042(10) 0.074(9) 0.000(6) -0.003(6) 0.002(6) C14 0.039(9) 0.044(9) 0.038(6) -0.003(6) -0.002(5) 0.008(6) C9 0.091(14) 0.044(11) 0.068(8) 0.004(8) 0.028(8) -0.021(9) C35 0.042(11) 0.068(12) 0.057(7) -0.006(6) -0.003(6) -0.014(6) C34 0.052(11) 0.057(11) 0.041(6) 0.011(7) -0.002(6) 0.007(7) C6 0.045(10) 0.047(13) 0.025(7) 0.002(7) 0.001(6) 0.011(8) C5 0.051(11) 0.045(10) 0.042(7) 0.000(7) 0.008(7) -0.020(6) C33 0.100(13) 0.035(12) 0.062(9) -0.007(6) -0.004(7) 0.010(8) C15 0.039(11) 0.045(12) 0.082(9) 0.001(7) -0.006(7) -0.014(6) C13 0.033(10) 0.061(11) 0.080(8) -0.017(8) -0.002(7) -0.001(7) C29 0.089(16) 0.055(13) 0.100(11) 0.042(10) 0.013(10) 0.019(10) 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' Au Au -0.6570 6.0260 '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' 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 C21 Au2 P2 173.8(4) . . ? C1 Au1 P1 176.3(6) . . ? C10 P1 Au1 111.7(5) . . ? C10 P1 C12 105.3(5) . . ? C12 P1 Au1 114.2(5) . . ? C14 P1 Au1 116.7(4) . . ? C14 P1 C10 102.8(6) . . ? C14 P1 C12 104.9(7) . . ? C30 P2 Au2 111.2(5) . . ? C32 P2 Au2 116.1(4) . . ? C32 P2 C30 105.4(6) . . ? C32 P2 C34 106.4(7) . . ? C34 P2 Au2 111.2(5) . . ? C34 P2 C30 105.8(5) . . ? C22 C23 C24 123.2(13) . . ? C28 C23 C22 121.1(13) . . ? C28 C23 C24 115.7(17) . . ? C22 C21 Au2 174.9(15) . . ? O2 C26 C27 121.4(14) . . ? O2 C26 C25 118.9(14) . . ? C25 C26 C27 119.7(15) . . ? C21 C22 C23 177.9(18) . . ? C26 O2 C29 120.3(13) . . ? C2 C1 Au1 172.9(18) . . ? C1 C2 C3 178.8(19) . . ? C26 C27 H27 121.0 . . ? C26 C27 C28 118.0(12) . . ? C28 C27 H27 121.0 . . ? C23 C24 H24 118.5 . . ? C25 C24 C23 122.9(13) . . ? C25 C24 H24 118.5 . . ? C23 C28 C27 122.8(12) . . ? C23 C28 H28 118.6 . . ? C27 C28 H28 118.6 . . ? C26 C25 C24 120.9(13) . . ? C26 C25 H25 119.5 . . ? C24 C25 H25 119.5 . . ? C8 C7 H7 120.4 . . ? C8 C7 C6 119.2(12) . . ? C6 C7 H7 120.4 . . ? C7 C8 H8 119.1 . . ? C7 C8 C3 121.8(14) . . ? C3 C8 H8 119.1 . . ? C8 C3 C2 119.1(15) . . ? C8 C3 C4 118.6(15) . . ? C4 C3 C2 122.3(12) . . ? P1 C10 H10A 109.1 . . ? P1 C10 H10B 109.1 . . ? H10A C10 H10B 107.8 . . ? C11 C10 P1 112.6(8) . . ? C11 C10 H10A 109.1 . . ? C11 C10 H10B 109.1 . . ? 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 . . ? H31A C31 H31B 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C30 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? C30 C31 H31C 109.5 . . ? P2 C30 H30A 108.9 . . ? P2 C30 H30B 108.9 . . ? C31 C30 P2 113.5(8) . . ? C31 C30 H30A 108.9 . . ? C31 C30 H30B 108.9 . . ? H30A C30 H30B 107.7 . . ? C9 O1 C6 119.0(13) . . ? C3 C4 H4 120.2 . . ? C5 C4 C3 119.5(11) . . ? C5 C4 H4 120.2 . . ? P2 C32 H32A 108.1 . . ? P2 C32 H32B 108.1 . . ? H32A C32 H32B 107.3 . . ? C33 C32 P2 116.6(8) . . ? C33 C32 H32A 108.1 . . ? C33 C32 H32B 108.1 . . ? P1 C12 H12A 108.5 . . ? P1 C12 H12B 108.5 . . ? H12A C12 H12B 107.5 . . ? C13 C12 P1 115.0(11) . . ? C13 C12 H12A 108.5 . . ? C13 C12 H12B 108.5 . . ? P1 C14 H14A 108.3 . . ? P1 C14 H14B 108.3 . . ? H14A C14 H14B 107.4 . . ? C15 C14 P1 115.9(8) . . ? C15 C14 H14A 108.3 . . ? C15 C14 H14B 108.3 . . ? 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 . . ? H35A C35 H35B 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C34 C35 H35A 109.5 . . ? C34 C35 H35B 109.5 . . ? C34 C35 H35C 109.5 . . ? P2 C34 H34A 108.8 . . ? P2 C34 H34B 108.8 . . ? C35 C34 P2 113.9(8) . . ? C35 C34 H34A 108.8 . . ? C35 C34 H34B 108.8 . . ? H34A C34 H34B 107.7 . . ? C7 C6 O1 114.3(13) . . ? C5 C6 C7 121.1(16) . . ? C5 C6 O1 124.6(15) . . ? C4 C5 H5 120.1 . . ? C6 C5 C4 119.8(13) . . ? C6 C5 H5 120.1 . . ? C32 C33 H33A 109.5 . . ? C32 C33 H33B 109.5 . . ? C32 C33 H33C 109.5 . . ? H33A C33 H33B 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15B 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? 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 . . ? O2 C29 H29A 109.5 . . ? O2 C29 H29B 109.5 . . ? O2 C29 H29C 109.5 . . ? H29A C29 H29B 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 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 Au2 P2 2.283(7) . ? Au2 C21 1.995(18) . ? Au1 P1 2.273(7) . ? Au1 C1 1.97(2) . ? P1 C10 1.830(10) . ? P1 C12 1.835(13) . ? P1 C14 1.828(13) . ? P2 C30 1.818(10) . ? P2 C32 1.791(12) . ? P2 C34 1.800(12) . ? C23 C22 1.40(3) . ? C23 C24 1.411(18) . ? C23 C28 1.389(18) . ? C21 C22 1.20(2) . ? C26 O2 1.36(2) . ? C26 C27 1.414(19) . ? C26 C25 1.368(19) . ? O2 C29 1.402(18) . ? C1 C2 1.22(3) . ? C2 C3 1.48(3) . ? C27 H27 0.9300 . ? C27 C28 1.422(19) . ? C24 H24 0.9300 . ? C24 C25 1.368(16) . ? C28 H28 0.9300 . ? C25 H25 0.9300 . ? C7 H7 0.9300 . ? C7 C8 1.340(19) . ? C7 C6 1.39(2) . ? C8 H8 0.9300 . ? C8 C3 1.392(17) . ? C3 C4 1.40(2) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C10 C11 1.542(17) . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? C31 C30 1.490(17) . ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? O1 C9 1.393(18) . ? O1 C6 1.41(2) . ? C4 H4 0.9300 . ? C4 C5 1.384(17) . ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C32 C33 1.517(16) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C12 C13 1.491(15) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C14 C15 1.500(16) . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C35 H35A 0.9600 . ? C35 H35B 0.9600 . ? C35 H35C 0.9600 . ? C35 C34 1.516(12) . ? C34 H34A 0.9700 . ? C34 H34B 0.9700 . ? C6 C5 1.364(19) . ? C5 H5 0.9300 . ? C33 H33A 0.9600 . ? C33 H33B 0.9600 . ? C33 H33C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 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 Au2 P2 C30 C31 43.6(10) . . . . ? Au2 P2 C32 C33 -176.0(8) . . . . ? Au2 P2 C34 C35 59.6(10) . . . . ? Au1 P1 C10 C11 33.5(10) . . . . ? Au1 P1 C12 C13 -56.7(9) . . . . ? Au1 P1 C14 C15 -175.6(7) . . . . ? C23 C24 C25 C26 -1.0(19) . . . . ? C26 C27 C28 C23 -0.4(19) . . . . ? C22 C23 C24 C25 -179.7(14) . . . . ? C22 C23 C28 C27 -179.6(14) . . . . ? O2 C26 C27 C28 179.9(12) . . . . ? O2 C26 C25 C24 -179.2(11) . . . . ? C2 C3 C4 C5 -178.3(13) . . . . ? C27 C26 O2 C29 9(2) . . . . ? C27 C26 C25 C24 3(2) . . . . ? C24 C23 C28 C27 2(2) . . . . ? C28 C23 C24 C25 -1(2) . . . . ? C25 C26 O2 C29 -169.5(15) . . . . ? C25 C26 C27 C28 -2(2) . . . . ? C7 C8 C3 C2 176.6(14) . . . . ? C7 C8 C3 C4 -2(2) . . . . ? C7 C6 C5 C4 0(2) . . . . ? C8 C7 C6 O1 178.4(12) . . . . ? C8 C7 C6 C5 -1(2) . . . . ? C8 C3 C4 C5 0.4(19) . . . . ? C3 C4 C5 C6 0.8(18) . . . . ? C10 P1 C12 C13 66.2(11) . . . . ? C10 P1 C14 C15 61.8(10) . . . . ? C30 P2 C32 C33 60.4(11) . . . . ? C30 P2 C34 C35 -179.6(9) . . . . ? O1 C6 C5 C4 180.0(12) . . . . ? C32 P2 C30 C31 170.2(10) . . . . ? C32 P2 C34 C35 -67.8(10) . . . . ? C12 P1 C10 C11 -90.9(10) . . . . ? C12 P1 C14 C15 -48.2(10) . . . . ? C14 P1 C10 C11 159.4(9) . . . . ? C14 P1 C12 C13 174.3(9) . . . . ? C9 O1 C6 C7 -170.0(14) . . . . ? C9 O1 C6 C5 10(2) . . . . ? C34 P2 C30 C31 -77.3(11) . . . . ? C34 P2 C32 C33 -51.7(11) . . . . ? C6 C7 C8 C3 3(2) . . . . ? loop_ _twin_individual_id _twin_individual_mass_fraction_refined 1 0.93(3) 2 0.07(3)