#------------------------------------------------------------------------------ #$Date: 2025-01-10 01:45:50 +0200 (Fri, 10 Jan 2025) $ #$Revision: 297250 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/57/36/1573664.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_1573664 _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 _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 17.5579(5) _cell_length_b 9.9652(4) _cell_length_c 17.0487(9) _cell_measurement_reflns_used 5257 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 21.4110 _cell_measurement_theta_min 1.8200 _cell_volume 2983.0(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 'SHELXS (Sheldrick, 2008)' _diffrn_ambient_environment 'Diamond Anvil Cell filled with n-pentane/i-pentane 1:1 mixture' _diffrn_ambient_pressure 580000 _diffrn_ambient_temperature 293(2) _diffrn_crystal_treatment 'pressurized rapidly in n-pentane/i-pentane 1:1 mixture as a hydrostatic medium' _diffrn_detector_area_resol_mean 16.0128 _diffrn_detector_type Eos _diffrn_measured_fraction_theta_full 0.722 _diffrn_measured_fraction_theta_max 0.700 _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 -28.00 3.00 1.00 120.00 -- 22.04 39.00 167.00 31 2 \w -42.00 32.00 1.00 120.00 -- 22.04 26.00 -8.00 74 3 \w 59.00 86.00 1.00 120.00 -- 22.04-160.00 60.00 27 4 \w 20.00 56.00 1.00 120.00 -- 22.04-114.00 45.00 36 5 \w -8.00 36.00 1.00 120.00 -- 22.04 -67.00-157.00 44 6 \w -30.00 12.00 1.00 120.00 -- -22.19 67.00 157.00 42 7 \w -39.00 -14.00 1.00 120.00 -- -22.19 97.00 -35.00 25 8 \w -84.00 -13.00 1.00 120.00 -- -22.19 114.00 135.00 71 9 \w -59.00 11.00 1.00 120.00 -- -22.19 67.00 -23.00 70 10 \w -70.00 -43.00 1.00 120.00 -- -22.19 137.00 114.00 27 11 \w -32.00 20.00 1.00 120.00 -- -22.19 -26.00 8.00 52 12 \w -108.00 -73.00 1.00 120.00 -- -22.19-160.00-120.00 35 13 \w -43.00 -16.00 1.00 120.00 -- -22.19 114.00 -45.00 27 14 \w -13.00 14.00 1.00 120.00 -- -22.19 39.00 167.00 27 15 \w -23.00 4.00 1.00 120.00 -- -22.19 0.00-150.00 27 ; _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 39 deg.' _diffrn_radiation_type AgK\a _diffrn_radiation_wavelength 0.56087 _diffrn_reflns_av_R_equivalents 0.0506 _diffrn_reflns_av_unetI/netI 0.0662 _diffrn_reflns_Laue_measured_fraction_full 0.722 _diffrn_reflns_Laue_measured_fraction_max 0.700 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_number 17619 _diffrn_reflns_point_group_measured_fraction_full 0.659 _diffrn_reflns_point_group_measured_fraction_max 0.623 _diffrn_reflns_theta_full 19.665 _diffrn_reflns_theta_max 21.355 _diffrn_reflns_theta_min 1.831 _exptl_absorpt_coefficient_mu 5.383 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.96156 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022) 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 1.987 _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 0.58 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 _refine_diff_density_max 1.099 _refine_diff_density_min -1.174 _refine_diff_density_rms 0.164 _refine_ls_abs_structure_details ; Refined as an inversion twin. ; _refine_ls_abs_structure_Flack 0.71(3) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 334 _refine_ls_number_reflns 4264 _refine_ls_number_restraints 67 _refine_ls_restrained_S_all 1.003 _refine_ls_R_factor_all 0.0871 _refine_ls_R_factor_gt 0.0359 _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^)+(0.0217P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0508 _refine_ls_wR_factor_ref 0.0640 _reflns_Friedel_coverage 0.682 _reflns_Friedel_fraction_full 0.587 _reflns_Friedel_fraction_max 0.537 _reflns_number_gt 2739 _reflns_number_total 4264 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d4dt03036b2.cif _cod_data_source_block appr6_0p58GPa _cod_database_code 1573664 _shelx_shelxl_version_number 2018/3 _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: 0.29(3) 0.71(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. Rigid body (RIGU) restrains C21, C22, C23, C28, C24, C25, C26, C27, O2, C29 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004 4.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) 4.b Aromatic/amide H refined with riding coordinates: C27(H27), C24(H24), C28(H28), C25(H25), C7(H7), C8(H8), C4(H4), C5(H5) 4.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 appr6_0p58GPa in Pb21a #29 appr6_0p58GPa.res created by SHELXL-2018/3 at 15:28:24 on 06-May-2024 CELL 0.56087 17.55793 9.965165 17.048653 90 90 90 ZERR 8 0.000527 0.000412 0.000909 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 RIGU C21 C22 C23 C28 C24 C25 C26 C27 O2 C29 L.S. 20 PLAN 10 CONF BOND MORE -1 BOND $H fmap 2 acta TWIN -1 0 0 0 -1 0 0 0 -1 2 OMIT 12 8 1 OMIT 13 -8 3 OMIT 13 8 3 OMIT 15 7 3 REM REM REM WGHT 0.021700 BASF 0.70947 FVAR 0.45951 AU2 3 0.632643 -0.003293 0.422583 11.00000 0.04613 0.03107 = 0.03780 0.00520 0.00018 -0.00095 AU1 3 0.375886 0.701854 0.076276 11.00000 0.04455 0.03326 = 0.03782 0.00590 0.00184 0.00085 P1 5 0.376531 0.894464 0.003775 11.00000 0.03505 0.02099 = 0.04416 -0.00049 -0.00007 -0.00059 P2 5 0.627412 -0.192343 0.497987 11.00000 0.03906 0.03255 = 0.02350 0.00241 0.00030 0.00206 C23 1 0.633719 0.411216 0.304933 11.00000 0.04559 0.03330 = 0.02730 0.00181 0.00535 0.00214 C21 1 0.633691 0.171997 0.365734 11.00000 0.04196 0.03630 = 0.05967 0.02078 0.01118 0.00121 C26 1 0.636543 0.666707 0.233622 11.00000 0.05397 0.02106 = 0.02345 -0.01090 0.00298 0.00471 C22 1 0.635912 0.284992 0.340514 11.00000 0.05215 0.03365 = 0.03904 0.00571 0.00023 -0.00462 O2 4 0.643986 0.791411 0.200806 11.00000 0.08512 0.03895 = 0.08927 0.02332 0.00525 0.00334 C1 1 0.376107 0.524593 0.133103 11.00000 0.05414 0.04960 = 0.03289 0.00314 0.00472 -0.00063 C2 1 0.378048 0.413756 0.159281 11.00000 0.04148 0.04795 = 0.04798 0.00560 0.01043 0.00637 C27 1 0.568506 0.613915 0.265653 11.00000 0.04474 0.04091 = 0.04078 0.01071 -0.00772 0.00829 AFIX 43 H27 2 0.523772 0.663832 0.264291 11.00000 -1.20000 AFIX 0 C24 1 0.702140 0.470952 0.275525 11.00000 0.04389 0.03097 = 0.04609 -0.00035 0.00777 0.00278 AFIX 43 H24 2 0.747342 0.422484 0.277978 11.00000 -1.20000 AFIX 0 C28 1 0.569116 0.490364 0.298226 11.00000 0.03708 0.02872 = 0.03477 -0.00224 0.00360 -0.00751 AFIX 43 H28 2 0.523415 0.456319 0.317315 11.00000 -1.20000 AFIX 0 C25 1 0.703067 0.592178 0.245161 11.00000 0.04268 0.03266 = 0.03792 -0.00517 0.00590 0.00030 AFIX 43 H25 2 0.749551 0.629646 0.230869 11.00000 -1.20000 AFIX 0 C7 1 0.448217 0.108470 0.269595 11.00000 0.04346 0.04122 = 0.03737 -0.00400 -0.01509 0.00239 AFIX 43 H7 2 0.490451 0.083221 0.299023 11.00000 -1.20000 AFIX 0 C8 1 0.443973 0.237612 0.234273 11.00000 0.04003 0.05886 = 0.04057 -0.01778 -0.00203 -0.00652 AFIX 43 H8 2 0.484627 0.296808 0.239326 11.00000 -1.20000 AFIX 0 C3 1 0.379910 0.276213 0.192400 11.00000 0.05459 0.02840 = 0.02008 -0.00362 0.00278 0.01483 C10 1 0.403711 0.863294 -0.096213 11.00000 0.04671 0.02479 = 0.05532 -0.00037 0.00389 0.00276 AFIX 23 H10A 2 0.381077 0.931407 -0.129510 11.00000 -1.20000 H10B 2 0.458609 0.871000 -0.100723 11.00000 -1.20000 AFIX 0 C11 1 0.379139 0.724510 -0.125521 11.00000 0.04628 0.03724 = 0.08491 -0.02055 0.01961 -0.00919 AFIX 137 H11A 2 0.386432 0.719362 -0.181246 11.00000 -1.50000 H11B 2 0.326333 0.710485 -0.113441 11.00000 -1.50000 H11C 2 0.409261 0.656742 -0.100234 11.00000 -1.50000 AFIX 0 C31 1 0.659965 -0.037635 0.629390 11.00000 0.06136 0.04556 = 0.03726 -0.00276 -0.00421 -0.00560 AFIX 137 H31A 2 0.672562 0.034994 0.594746 11.00000 -1.50000 H31B 2 0.689753 -0.030595 0.676429 11.00000 -1.50000 H31C 2 0.606822 -0.033447 0.642402 11.00000 -1.50000 AFIX 0 C30 1 0.676823 -0.169043 0.589577 11.00000 0.05237 0.02637 = 0.03442 0.00753 0.00929 0.00153 AFIX 23 H30A 2 0.663143 -0.241611 0.624783 11.00000 -1.20000 H30B 2 0.731188 -0.174840 0.580045 11.00000 -1.20000 AFIX 0 O1 4 0.397795 -0.096273 0.297954 11.00000 0.11628 0.02740 = 0.05312 0.01078 -0.03532 -0.02040 C4 1 0.319612 0.187472 0.184091 11.00000 0.03275 0.06473 = 0.05130 0.02250 0.00406 0.00905 AFIX 43 H4 2 0.277244 0.208814 0.153822 11.00000 -1.20000 AFIX 0 C32 1 0.668011 -0.340825 0.454663 11.00000 0.04937 0.03896 = 0.04012 -0.00362 -0.00466 0.00024 AFIX 23 H32A 2 0.643789 -0.356511 0.404356 11.00000 -1.20000 H32B 2 0.721731 -0.325119 0.445066 11.00000 -1.20000 AFIX 0 C12 1 0.284452 0.977040 -0.000666 11.00000 0.02842 0.04636 = 0.05941 0.00129 0.00546 0.01464 AFIX 23 H12A 2 0.270233 1.004299 0.051954 11.00000 -1.20000 H12B 2 0.289499 1.057771 -0.032025 11.00000 -1.20000 AFIX 0 C14 1 0.443544 1.027307 0.035611 11.00000 0.04130 0.03293 = 0.03781 0.00281 0.00229 0.00867 AFIX 23 H14A 2 0.435227 1.045238 0.090874 11.00000 -1.20000 H14B 2 0.495185 0.994188 0.029794 11.00000 -1.20000 AFIX 0 C9 1 0.348303 -0.198851 0.283882 11.00000 0.10004 0.04187 = 0.06855 0.00478 0.01532 -0.01846 AFIX 137 H9A 2 0.335233 -0.200137 0.229210 11.00000 -1.50000 H9B 2 0.303039 -0.186199 0.314590 11.00000 -1.50000 H9C 2 0.371778 -0.282468 0.297935 11.00000 -1.50000 AFIX 0 C35 1 0.479795 -0.257757 0.453102 11.00000 0.05404 0.04861 = 0.05617 0.00187 0.00197 -0.01807 AFIX 137 H35A 2 0.482802 -0.182896 0.417797 11.00000 -1.50000 H35B 2 0.427944 -0.270027 0.469466 11.00000 -1.50000 H35C 2 0.497304 -0.337326 0.426977 11.00000 -1.50000 AFIX 0 C34 1 0.529828 -0.230651 0.525060 11.00000 0.05202 0.05016 = 0.03967 0.01066 0.00644 -0.00051 AFIX 23 H34A 2 0.529315 -0.308894 0.558902 11.00000 -1.20000 H34B 2 0.508780 -0.155902 0.554356 11.00000 -1.20000 AFIX 0 C6 1 0.389687 0.024480 0.259226 11.00000 0.06089 0.02311 = 0.03226 0.00950 0.01255 0.01522 C5 1 0.325441 0.060445 0.224480 11.00000 0.03676 0.03174 = 0.05823 0.00972 -0.00742 -0.01003 AFIX 43 H5 2 0.283589 0.003310 0.226084 11.00000 -1.20000 AFIX 0 C33 1 0.659491 -0.468180 0.505517 11.00000 0.12481 0.05435 = 0.04268 -0.00420 -0.00237 0.02593 AFIX 137 H33A 2 0.662738 -0.546269 0.472712 11.00000 -1.50000 H33B 2 0.610998 -0.466794 0.531517 11.00000 -1.50000 H33C 2 0.699439 -0.470648 0.543936 11.00000 -1.50000 AFIX 0 C15 1 0.436138 1.157474 -0.009268 11.00000 0.05087 0.04934 = 0.10712 0.01270 0.00152 -0.01422 AFIX 137 H15A 2 0.449225 1.142723 -0.063257 11.00000 -1.50000 H15B 2 0.469872 1.223172 0.012848 11.00000 -1.50000 H15C 2 0.384615 1.189196 -0.005899 11.00000 -1.50000 AFIX 0 C13 1 0.221865 0.894340 -0.033886 11.00000 0.05057 0.05016 = 0.04924 -0.00544 -0.00434 0.00956 AFIX 137 H13A 2 0.229689 0.883136 -0.089230 11.00000 -1.50000 H13B 2 0.174019 0.938422 -0.025011 11.00000 -1.50000 H13C 2 0.221449 0.808027 -0.008881 11.00000 -1.50000 AFIX 0 C29 1 0.579367 0.873921 0.202202 11.00000 0.09096 0.03914 = 0.08448 0.02468 0.01364 0.01407 AFIX 137 H29A 2 0.541862 0.839229 0.166599 11.00000 -1.50000 H29B 2 0.593263 0.963207 0.186638 11.00000 -1.50000 H29C 2 0.558711 0.875848 0.254326 11.00000 -1.50000 AFIX 0 HKLF 4 REM appr6_0p58GPa in Pb21a #29 REM wR2 = 0.0640, GooF = S = 1.010, Restrained GooF = 1.003 for all data REM R1 = 0.0359 for 2739 Fo > 4sig(Fo) and 0.0871 for all 4264 data REM 334 parameters refined using 67 restraints END WGHT 0.0217 0.0000 REM Highest difference peak 1.099, deepest hole -1.174, 1-sigma level 0.164 Q1 1 0.6312 -0.0712 0.4159 11.00000 0.05 1.10 Q2 1 0.3750 0.7726 0.0836 11.00000 0.05 1.07 Q3 1 0.5965 -0.0011 0.4211 11.00000 0.05 0.97 Q4 1 0.5680 0.0576 0.4218 11.00000 0.05 0.92 Q5 1 0.6726 0.0002 0.4240 11.00000 0.05 0.89 Q6 1 0.3714 0.7014 -0.2301 11.00000 0.05 0.87 Q7 1 0.5677 -0.0613 0.4246 11.00000 0.05 0.86 Q8 1 0.3387 0.7019 0.0791 11.00000 0.05 0.85 Q9 1 0.3402 0.8312 0.0701 11.00000 0.05 0.85 Q10 1 0.3091 0.6401 0.0827 11.00000 0.05 0.85 ; _shelx_res_checksum 87174 _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 ; 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 0.63264(3) -0.00329(5) 0.42258(7) 0.0383(3) Uani 1 1 d . . . . . Au1 Au 0.37589(3) 0.70185(5) 0.07628(7) 0.0385(3) Uani 1 1 d . . . . . P1 P 0.3765(2) 0.8945(12) 0.0038(4) 0.033(3) Uani 1 1 d . . . . . P2 P 0.62741(19) -0.1923(12) 0.4980(4) 0.032(3) Uani 1 1 d . . . . . C23 C 0.6337(8) 0.411(3) 0.305(2) 0.035(6) Uani 1 1 d . . . . . C21 C 0.6337(8) 0.172(3) 0.366(2) 0.046(9) Uani 1 1 d . . . . . C26 C 0.6365(9) 0.667(2) 0.2336(17) 0.033(5) Uani 1 1 d . . . . . C22 C 0.6359(9) 0.285(3) 0.341(2) 0.042(8) Uani 1 1 d . . . . . O2 O 0.6440(7) 0.791(2) 0.2008(14) 0.071(6) Uani 1 1 d . . . . . C1 C 0.3761(9) 0.525(4) 0.133(2) 0.046(9) Uani 1 1 d . . . . . C2 C 0.3780(9) 0.414(4) 0.159(2) 0.046(9) Uani 1 1 d . . . . . C27 C 0.5685(9) 0.614(2) 0.2657(14) 0.042(6) Uani 1 1 d . . . . . H27 H 0.523772 0.663832 0.264291 0.051 Uiso 1 1 calc R U . . . C24 C 0.7021(8) 0.4710(18) 0.2755(12) 0.040(5) Uani 1 1 d . . . . . H24 H 0.747342 0.422484 0.277978 0.048 Uiso 1 1 calc R U . . . C28 C 0.5691(7) 0.490(2) 0.2982(11) 0.034(4) Uani 1 1 d . . . . . H28 H 0.523415 0.456319 0.317315 0.040 Uiso 1 1 calc R U . . . C25 C 0.7031(8) 0.5922(18) 0.2452(12) 0.038(5) Uani 1 1 d . . . . . H25 H 0.749551 0.629646 0.230869 0.045 Uiso 1 1 calc R U . . . C7 C 0.4482(9) 0.108(2) 0.2696(14) 0.041(6) Uani 1 1 d . . . . . H7 H 0.490451 0.083221 0.299023 0.049 Uiso 1 1 calc R U . . . C8 C 0.4440(8) 0.238(2) 0.2343(14) 0.046(6) Uani 1 1 d . . . . . H8 H 0.484627 0.296808 0.239326 0.056 Uiso 1 1 calc R U . . . C3 C 0.3799(9) 0.276(3) 0.192(2) 0.034(6) Uani 1 1 d . . . . . C10 C 0.4037(8) 0.8633(16) -0.0962(10) 0.042(5) Uani 1 1 d . . . . . H10A H 0.381077 0.931407 -0.129510 0.051 Uiso 1 1 calc R U . . . H10B H 0.458609 0.871000 -0.100723 0.051 Uiso 1 1 calc R U . . . C11 C 0.3791(8) 0.725(2) -0.1255(17) 0.056(7) Uani 1 1 d . . . . . H11A H 0.386432 0.719362 -0.181246 0.084 Uiso 1 1 calc R U . . . H11B H 0.326333 0.710485 -0.113441 0.084 Uiso 1 1 calc R U . . . H11C H 0.409261 0.656742 -0.100234 0.084 Uiso 1 1 calc R U . . . C31 C 0.6600(8) -0.038(2) 0.6294(14) 0.048(6) Uani 1 1 d . . . . . H31A H 0.672562 0.034994 0.594746 0.072 Uiso 1 1 calc R U . . . H31B H 0.689753 -0.030595 0.676429 0.072 Uiso 1 1 calc R U . . . H31C H 0.606822 -0.033447 0.642402 0.072 Uiso 1 1 calc R U . . . C30 C 0.6768(7) -0.1690(15) 0.5896(10) 0.038(5) Uani 1 1 d . . . . . H30A H 0.663143 -0.241611 0.624783 0.045 Uiso 1 1 calc R U . . . H30B H 0.731188 -0.174840 0.580045 0.045 Uiso 1 1 calc R U . . . O1 O 0.3978(8) -0.0963(19) 0.2980(12) 0.066(5) Uani 1 1 d . . . . . C4 C 0.3196(7) 0.187(2) 0.1841(12) 0.050(6) Uani 1 1 d . . . . . H4 H 0.277244 0.208814 0.153822 0.060 Uiso 1 1 calc R U . . . C32 C 0.6680(8) -0.3408(16) 0.4547(12) 0.043(5) Uani 1 1 d . . . . . H32A H 0.643789 -0.356511 0.404356 0.051 Uiso 1 1 calc R U . . . H32B H 0.721731 -0.325119 0.445066 0.051 Uiso 1 1 calc R U . . . C12 C 0.2845(6) 0.977(2) -0.0007(11) 0.045(6) Uani 1 1 d . . . . . H12A H 0.270233 1.004299 0.051954 0.054 Uiso 1 1 calc R U . . . H12B H 0.289499 1.057771 -0.032025 0.054 Uiso 1 1 calc R U . . . C14 C 0.4435(7) 1.0273(15) 0.0356(12) 0.037(5) Uani 1 1 d . . . . . H14A H 0.435227 1.045238 0.090874 0.045 Uiso 1 1 calc R U . . . H14B H 0.495185 0.994188 0.029794 0.045 Uiso 1 1 calc R U . . . C9 C 0.3483(9) -0.199(2) 0.2839(14) 0.070(7) Uani 1 1 d . . . . . H9A H 0.335233 -0.200137 0.229210 0.105 Uiso 1 1 calc R U . . . H9B H 0.303039 -0.186199 0.314590 0.105 Uiso 1 1 calc R U . . . H9C H 0.371778 -0.282468 0.297935 0.105 Uiso 1 1 calc R U . . . C35 C 0.4798(8) -0.2578(17) 0.4531(11) 0.053(6) Uani 1 1 d . . . . . H35A H 0.482802 -0.182896 0.417797 0.079 Uiso 1 1 calc R U . . . H35B H 0.427944 -0.270027 0.469466 0.079 Uiso 1 1 calc R U . . . H35C H 0.497304 -0.337326 0.426977 0.079 Uiso 1 1 calc R U . . . C34 C 0.5298(7) -0.2307(17) 0.5251(13) 0.047(5) Uani 1 1 d . . . . . H34A H 0.529315 -0.308894 0.558902 0.057 Uiso 1 1 calc R U . . . H34B H 0.508780 -0.155902 0.554356 0.057 Uiso 1 1 calc R U . . . C6 C 0.3897(10) 0.024(2) 0.2592(16) 0.039(6) Uani 1 1 d . . . . . C5 C 0.3254(9) 0.0604(18) 0.2245(14) 0.042(6) Uani 1 1 d . . . . . H5 H 0.283589 0.003310 0.226084 0.051 Uiso 1 1 calc R U . . . C33 C 0.6595(11) -0.468(2) 0.5055(13) 0.074(7) Uani 1 1 d . . . . . H33A H 0.662738 -0.546269 0.472712 0.111 Uiso 1 1 calc R U . . . H33B H 0.610998 -0.466794 0.531517 0.111 Uiso 1 1 calc R U . . . H33C H 0.699439 -0.470648 0.543936 0.111 Uiso 1 1 calc R U . . . C15 C 0.4361(9) 1.157(2) -0.0093(14) 0.069(9) Uani 1 1 d . . . . . H15A H 0.449225 1.142723 -0.063257 0.104 Uiso 1 1 calc R U . . . H15B H 0.469872 1.223172 0.012848 0.104 Uiso 1 1 calc R U . . . H15C H 0.384615 1.189196 -0.005899 0.104 Uiso 1 1 calc R U . . . C13 C 0.2219(7) 0.8943(16) -0.0339(11) 0.050(5) Uani 1 1 d . . . . . H13A H 0.229689 0.883136 -0.089230 0.075 Uiso 1 1 calc R U . . . H13B H 0.174019 0.938422 -0.025011 0.075 Uiso 1 1 calc R U . . . H13C H 0.221449 0.808027 -0.008881 0.075 Uiso 1 1 calc R U . . . C29 C 0.5794(9) 0.874(2) 0.2022(14) 0.072(8) Uani 1 1 d . . . . . H29A H 0.541862 0.839229 0.166599 0.107 Uiso 1 1 calc R U . . . H29B H 0.593263 0.963207 0.186638 0.107 Uiso 1 1 calc R U . . . H29C H 0.558711 0.875848 0.254326 0.107 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 0.0461(3) 0.0311(6) 0.0378(9) 0.0052(8) 0.0002(3) -0.0010(4) Au1 0.0446(3) 0.0333(6) 0.0378(9) 0.0059(9) 0.0018(3) 0.0008(3) P1 0.035(3) 0.021(7) 0.044(10) 0.000(3) 0.000(3) -0.0006(19) P2 0.039(3) 0.033(8) 0.024(9) 0.002(3) 0.000(2) 0.002(2) C23 0.046(8) 0.033(12) 0.03(2) 0.002(10) 0.005(8) 0.002(7) C21 0.042(10) 0.036(15) 0.06(3) 0.021(14) 0.011(9) 0.001(8) C26 0.054(8) 0.021(10) 0.023(17) -0.011(7) 0.003(8) 0.005(6) C22 0.052(10) 0.034(13) 0.04(2) 0.006(12) 0.000(10) -0.005(9) O2 0.085(8) 0.039(10) 0.089(18) 0.023(9) 0.005(10) 0.003(8) C1 0.054(12) 0.05(2) 0.03(3) 0.003(14) 0.005(9) -0.001(10) C2 0.041(10) 0.048(19) 0.05(3) 0.006(15) 0.010(10) 0.006(11) C27 0.045(8) 0.041(11) 0.041(18) 0.011(9) -0.008(9) 0.008(7) C24 0.044(7) 0.031(11) 0.046(16) 0.000(8) 0.008(8) 0.003(7) C28 0.037(6) 0.029(10) 0.035(16) -0.002(8) 0.004(7) -0.008(7) C25 0.043(7) 0.033(11) 0.038(18) -0.005(8) 0.006(8) 0.000(6) C7 0.043(10) 0.041(15) 0.037(19) -0.004(10) -0.015(9) 0.002(9) C8 0.040(8) 0.059(17) 0.04(2) -0.018(10) -0.002(9) -0.007(8) C3 0.055(10) 0.028(15) 0.02(2) -0.004(10) 0.003(10) 0.015(9) C10 0.047(8) 0.025(12) 0.06(2) 0.000(8) 0.004(9) 0.003(7) C11 0.046(8) 0.037(15) 0.08(2) -0.021(12) 0.020(10) -0.009(9) C31 0.061(9) 0.046(17) 0.037(19) -0.003(9) -0.004(11) -0.006(10) C30 0.052(8) 0.026(12) 0.034(17) 0.008(8) 0.009(8) 0.002(7) O1 0.116(11) 0.027(11) 0.053(15) 0.011(9) -0.035(12) -0.020(10) C4 0.033(7) 0.065(17) 0.05(2) 0.023(12) 0.004(8) 0.009(10) C32 0.049(9) 0.039(14) 0.04(2) -0.004(8) -0.005(8) 0.000(8) C12 0.028(7) 0.046(15) 0.06(2) 0.001(8) 0.005(8) 0.015(9) C14 0.041(8) 0.033(13) 0.038(17) 0.003(8) 0.002(8) 0.009(7) C9 0.100(13) 0.042(16) 0.07(2) 0.005(11) 0.015(12) -0.018(11) C35 0.054(10) 0.049(15) 0.06(2) 0.002(9) 0.002(10) -0.018(8) C34 0.052(10) 0.050(15) 0.040(17) 0.011(10) 0.006(10) -0.001(9) C6 0.061(10) 0.023(14) 0.03(2) 0.010(9) 0.013(10) 0.015(10) C5 0.037(8) 0.032(14) 0.06(2) 0.010(10) -0.007(10) -0.010(8) C33 0.125(13) 0.05(2) 0.04(2) -0.004(10) -0.002(12) 0.026(13) C15 0.051(10) 0.049(19) 0.11(3) 0.013(11) 0.002(10) -0.014(9) C13 0.051(9) 0.050(13) 0.049(17) -0.005(10) -0.004(9) 0.010(8) C29 0.091(12) 0.039(15) 0.08(2) 0.025(12) 0.014(12) 0.014(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 174.4(11) . . ? C1 Au1 P1 175.9(11) . . ? C10 P1 Au1 111.7(8) . . ? C10 P1 C12 106.0(8) . . ? C10 P1 C14 103.5(8) . . ? C12 P1 Au1 113.5(7) . . ? C12 P1 C14 104.7(9) . . ? C14 P1 Au1 116.4(6) . . ? C30 P2 Au2 111.3(7) . . ? C30 P2 C34 105.1(9) . . ? C32 P2 Au2 115.5(7) . . ? C32 P2 C30 105.7(8) . . ? C32 P2 C34 107.8(9) . . ? C34 P2 Au2 110.8(7) . . ? C22 C23 C24 120.2(17) . . ? C28 C23 C22 125(2) . . ? C28 C23 C24 115(2) . . ? C22 C21 Au2 172(4) . . ? O2 C26 C27 125.2(17) . . ? O2 C26 C25 117.4(18) . . ? C25 C26 C27 117(2) . . ? C21 C22 C23 174(4) . . ? C26 O2 C29 116.6(17) . . ? C2 C1 Au1 173(4) . . ? C1 C2 C3 179(4) . . ? C26 C27 H27 120.3 . . ? C28 C27 C26 119.4(17) . . ? C28 C27 H27 120.3 . . ? C23 C24 H24 119.0 . . ? C25 C24 C23 122.0(17) . . ? C25 C24 H24 119.0 . . ? C23 C28 H28 118.0 . . ? C27 C28 C23 124.0(18) . . ? C27 C28 H28 118.0 . . ? C26 C25 H25 118.9 . . ? C24 C25 C26 122.2(18) . . ? C24 C25 H25 118.9 . . ? C8 C7 H7 121.0 . . ? C6 C7 H7 121.0 . . ? C6 C7 C8 118.0(18) . . ? C7 C8 H8 119.6 . . ? C3 C8 C7 120.7(18) . . ? C3 C8 H8 119.6 . . ? C8 C3 C2 118(2) . . ? C8 C3 C4 120(2) . . ? C4 C3 C2 122(2) . . ? P1 C10 H10A 109.0 . . ? P1 C10 H10B 109.0 . . ? H10A C10 H10B 107.8 . . ? C11 C10 P1 113.0(14) . . ? C11 C10 H10A 109.0 . . ? C11 C10 H10B 109.0 . . ? 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 108.7 . . ? P2 C30 H30B 108.7 . . ? C31 C30 P2 114.1(13) . . ? C31 C30 H30A 108.7 . . ? C31 C30 H30B 108.7 . . ? H30A C30 H30B 107.6 . . ? C9 O1 C6 120.3(19) . . ? C3 C4 H4 121.4 . . ? C3 C4 C5 117.1(18) . . ? C5 C4 H4 121.4 . . ? P2 C32 H32A 108.8 . . ? P2 C32 H32B 108.8 . . ? H32A C32 H32B 107.6 . . ? C33 C32 P2 114.0(15) . . ? C33 C32 H32A 108.8 . . ? C33 C32 H32B 108.8 . . ? P1 C12 H12A 108.5 . . ? P1 C12 H12B 108.5 . . ? H12A C12 H12B 107.5 . . ? C13 C12 P1 115.0(14) . . ? C13 C12 H12A 108.5 . . ? C13 C12 H12B 108.5 . . ? P1 C14 H14A 108.7 . . ? P1 C14 H14B 108.7 . . ? H14A C14 H14B 107.6 . . ? C15 C14 P1 114.2(14) . . ? C15 C14 H14A 108.7 . . ? C15 C14 H14B 108.7 . . ? 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 109.2 . . ? P2 C34 H34B 109.2 . . ? C35 C34 P2 112.0(13) . . ? C35 C34 H34A 109.2 . . ? C35 C34 H34B 109.2 . . ? H34A C34 H34B 107.9 . . ? C7 C6 O1 114(2) . . ? C5 C6 C7 123(2) . . ? C5 C6 O1 122.6(19) . . ? C4 C5 H5 119.6 . . ? C6 C5 C4 120.7(16) . . ? C6 C5 H5 119.6 . . ? 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(11) . ? Au2 C21 2.00(3) . ? Au1 P1 2.283(11) . ? Au1 C1 2.01(4) . ? P1 C10 1.797(18) . ? P1 C12 1.816(14) . ? P1 C14 1.852(18) . ? P2 C30 1.801(17) . ? P2 C32 1.801(19) . ? P2 C34 1.815(14) . ? C23 C22 1.40(4) . ? C23 C24 1.43(3) . ? C23 C28 1.39(2) . ? C21 C22 1.21(4) . ? C26 O2 1.37(3) . ? C26 C27 1.41(3) . ? C26 C25 1.40(2) . ? O2 C29 1.40(2) . ? C1 C2 1.19(4) . ? C2 C3 1.48(4) . ? C27 H27 0.9300 . ? C27 C28 1.35(3) . ? C24 H24 0.9300 . ? C24 C25 1.31(2) . ? C28 H28 0.9300 . ? C25 H25 0.9300 . ? C7 H7 0.9300 . ? C7 C8 1.42(3) . ? C7 C6 1.34(3) . ? C8 H8 0.9300 . ? C8 C3 1.39(3) . ? C3 C4 1.39(3) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C10 C11 1.53(3) . ? 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 1.50(2) . ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? O1 C9 1.36(3) . ? O1 C6 1.38(3) . ? C4 H4 0.9300 . ? C4 C5 1.44(3) . ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C32 C33 1.54(3) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C12 C13 1.49(2) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C14 C15 1.51(3) . ? 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 1.53(2) . ? C34 H34A 0.9700 . ? C34 H34B 0.9700 . ? C6 C5 1.32(3) . ? 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 44.7(13) . . . . ? Au2 P2 C32 C33 -176.8(12) . . . . ? Au2 P2 C34 C35 61.4(13) . . . . ? Au1 P1 C10 C11 31.7(14) . . . . ? Au1 P1 C12 C13 -58.6(15) . . . . ? Au1 P1 C14 C15 -174.2(12) . . . . ? C23 C24 C25 C26 -5(4) . . . . ? C26 C27 C28 C23 2(4) . . . . ? C22 C23 C24 C25 -177(3) . . . . ? C22 C23 C28 C27 178(3) . . . . ? O2 C26 C27 C28 -178(2) . . . . ? O2 C26 C25 C24 -179(2) . . . . ? C2 C3 C4 C5 -175(3) . . . . ? C27 C26 O2 C29 3(4) . . . . ? C27 C26 C25 C24 8(4) . . . . ? C24 C23 C28 C27 1(4) . . . . ? C28 C23 C24 C25 1(4) . . . . ? C25 C26 O2 C29 -169(2) . . . . ? C25 C26 C27 C28 -7(3) . . . . ? C7 C8 C3 C2 178(3) . . . . ? C7 C8 C3 C4 -1(4) . . . . ? C7 C6 C5 C4 10(4) . . . . ? C8 C7 C6 O1 -178(2) . . . . ? C8 C7 C6 C5 -7(4) . . . . ? C8 C3 C4 C5 4(3) . . . . ? C3 C4 C5 C6 -8(3) . . . . ? C10 P1 C12 C13 64.3(16) . . . . ? C10 P1 C14 C15 62.9(16) . . . . ? C30 P2 C32 C33 59.7(15) . . . . ? C30 P2 C34 C35 -178.3(11) . . . . ? O1 C6 C5 C4 -180(2) . . . . ? C32 P2 C30 C31 170.9(12) . . . . ? C32 P2 C34 C35 -65.9(14) . . . . ? C12 P1 C10 C11 -92.4(15) . . . . ? C12 P1 C14 C15 -47.9(17) . . . . ? C14 P1 C10 C11 157.7(13) . . . . ? C14 P1 C12 C13 173.3(14) . . . . ? C9 O1 C6 C7 -170(2) . . . . ? C9 O1 C6 C5 18(4) . . . . ? C34 P2 C30 C31 -75.3(15) . . . . ? C34 P2 C32 C33 -52.4(17) . . . . ? C6 C7 C8 C3 2(4) . . . . ? loop_ _twin_individual_id _twin_individual_mass_fraction_refined 1 0.29(3) 2 0.71(3)