#------------------------------------------------------------------------------
#$Date: 2025-03-04 22:12:27 +0200 (Tue, 04 Mar 2025) $
#$Revision: 298255 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/36/1573644.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_1573644
loop_
_publ_author_name
'Dziewiątkowska, Róża'
'Krzeszczakowska, Joanna'
'Głodek, Marta'
'Łomzik, Michał'
'Plażuk, Damian'
'Makal, Anna'
_publ_section_title
;
 Pressure-induced phase transitions in a new luminescent
 gold(I)-arylacetylide.
;
_journal_issue                   8
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              3362
_journal_page_last               3374
_journal_paper_doi               10.1039/d4dt03036b
_journal_volume                  54
_journal_year                    2025
_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
_audit_creation_date             2023-05-31
_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                   16.5856(7)
_cell_length_b                   9.7494(2)
_cell_length_c                   16.0285(4)
_cell_measurement_temperature    293(2)
_cell_volume                     2591.80(14)
_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)'
_diffrn_ambient_environment      'Diamond Anvil Cell filled with Daphne-7575'
_diffrn_ambient_pressure         3300000
_diffrn_ambient_temperature      293(2)
_diffrn_crystal_treatment
'pressurized rapidly in Daphne-7575 as a hydrostatic medium'
_diffrn_measured_fraction_theta_full 0.930
_diffrn_measured_fraction_theta_max 0.675
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type
'esperanto-CrysAlisPro-abstract goniometer imported esperanto images'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support
'Diamond Anvil Cell, effective opening angle 38 deg.'
_diffrn_radiation_monochromator  synchrotron
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.410
_diffrn_reflns_av_R_equivalents  0.0540
_diffrn_reflns_av_unetI/netI     0.0577
_diffrn_reflns_Laue_measured_fraction_full 0.930
_diffrn_reflns_Laue_measured_fraction_max 0.675
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            28104
_diffrn_reflns_point_group_measured_fraction_full 0.930
_diffrn_reflns_point_group_measured_fraction_max 0.675
_diffrn_reflns_reduction_process
;
 Scaled and merged with Sortav
 R.H. Blessing, (1987) Cryst. Rev. 1, 3-58
 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397
;
_diffrn_reflns_theta_full        14.241
_diffrn_reflns_theta_max         21.765
_diffrn_reflns_theta_min         1.579
_diffrn_source                   synchrotron
_exptl_absorpt_coefficient_mu    2.788
_exptl_crystal_colour            'clear violet'
_exptl_crystal_density_diffrn    2.287
_exptl_crystal_description       needle
_exptl_crystal_F_000             1712
_exptl_crystal_preparation
'Mounted in a Diamond-Anvil Cell using Daphne-7575 as pressure medium.,Luminescent'
_exptl_crystal_pressure_history
'Pressurized to 3.30 GPa and left to stabilize over ? hours.'
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: n-pentane/dichloromethane'
_refine_diff_density_max         3.071
_refine_diff_density_min         -1.499
_refine_diff_density_rms         0.232
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.191
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     167
_refine_ls_number_reflns         5415
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.191
_refine_ls_R_factor_all          0.0566
_refine_ls_R_factor_gt           0.0406
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0425P)²+0.3387P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0955
_refine_ls_wR_factor_ref         0.1039
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4553
_reflns_number_total             5415
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4dt03036b3.cif
_cod_data_source_block           p5m1_3p30GPa
_cod_depositor_comments
'Adding full bibliography for 1573624--1573666.cif.'
_cod_original_cell_volume        2591.80(13)
_cod_database_code               1573644
_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.
;
_exptl_sortav_scale_factor_max   1.932
_exptl_sortav_scale_factor_min   0.396
_diffrn_reflns_number_extinctions 1084
_diffrn_reflns_number_rejects    5
_diffrn_reflns_rejects_percent   0.019
_diffrn_reflns_number_accepted   27015
_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.a Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C12(H12A,H12B), C14(H14A,H14B)
2.b Aromatic/amide H refined with riding coordinates:
 C8(H8), C7(H7), C4(H4), C5(H5)
2.c Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C13(H13A,H13B,H13C), C9(H9A,H9B,H9C), C11(H11A,H11B,H11C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'
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 0.38433(2) 0.87840(2) 0.34513(2) 0.02705(6) Uani 1 1 d . . . . .
P1 P 0.37731(5) 1.07286(7) 0.26785(6) 0.02358(16) Uani 1 1 d . . . . .
O1 O 0.33598(17) 0.0568(2) 0.5571(2) 0.0381(6) Uani 1 1 d . . . . .
C6 C 0.3533(2) 0.1795(3) 0.5199(2) 0.0266(6) Uani 1 1 d . . . . .
C3 C 0.37632(19) 0.4389(3) 0.4499(2) 0.0266(6) Uani 1 1 d . . . . .
C10 C 0.3906(2) 1.0300(3) 0.1584(2) 0.0275(7) Uani 1 1 d . . . . .
H10A H 0.360826 1.095686 0.124985 0.033 Uiso 1 1 calc R U . . .
H10B H 0.447238 1.039538 0.144369 0.033 Uiso 1 1 calc R U . . .
C8 C 0.44227(19) 0.3582(3) 0.4747(2) 0.0259(6) Uani 1 1 d . . . . .
H8 H 0.494405 0.391343 0.467714 0.031 Uiso 1 1 calc R U . . .
C2 C 0.38745(19) 0.5753(3) 0.4190(3) 0.0284(6) Uani 1 1 d . . . . .
C12 C 0.2816(2) 1.1626(3) 0.2721(3) 0.0343(7) Uani 1 1 d . . . . .
H12A H 0.270062 1.188683 0.329258 0.041 Uiso 1 1 calc R U . . .
H12B H 0.284708 1.245486 0.238813 0.041 Uiso 1 1 calc R U . . .
C7 C 0.4304(2) 0.2294(3) 0.5094(2) 0.0283(6) Uani 1 1 d . . . . .
H7 H 0.474481 0.176769 0.525685 0.034 Uiso 1 1 calc R U . . .
C15 C 0.4379(2) 1.3366(3) 0.2481(3) 0.0359(8) Uani 1 1 d . . . . .
H15A H 0.417117 1.322909 0.192794 0.054 Uiso 1 1 calc R U . . .
H15B H 0.486383 1.390327 0.245208 0.054 Uiso 1 1 calc R U . . .
H15C H 0.398581 1.383978 0.281215 0.054 Uiso 1 1 calc R U . . .
C14 C 0.4564(2) 1.1989(3) 0.2874(2) 0.0300(6) Uani 1 1 d . . . . .
H14A H 0.462841 1.210745 0.347117 0.036 Uiso 1 1 calc R U . . .
H14B H 0.507040 1.164745 0.265281 0.036 Uiso 1 1 calc R U . . .
C4 C 0.2989(2) 0.3856(3) 0.4609(3) 0.0304(7) Uani 1 1 d . . . . .
H4 H 0.254457 0.437536 0.444847 0.036 Uiso 1 1 calc R U . . .
C1 C 0.39124(19) 0.6934(3) 0.3969(3) 0.0303(7) Uani 1 1 d . . . . .
C13 C 0.2151(2) 1.0723(4) 0.2396(3) 0.0434(10) Uani 1 1 d . . . . .
H13A H 0.225993 1.048483 0.182588 0.065 Uiso 1 1 calc R U . . .
H13B H 0.164738 1.120520 0.242824 0.065 Uiso 1 1 calc R U . . .
H13C H 0.212152 0.990343 0.272644 0.065 Uiso 1 1 calc R U . . .
C5 C 0.2870(2) 0.2577(3) 0.4950(3) 0.0317(7) Uani 1 1 d . . . . .
H5 H 0.235054 0.223490 0.501413 0.038 Uiso 1 1 calc R U . . .
C9 C 0.4001(3) -0.0386(3) 0.5626(3) 0.0402(9) Uani 1 1 d . . . . .
H9A H 0.426313 -0.045819 0.509430 0.060 Uiso 1 1 calc R U . . .
H9B H 0.379169 -0.126688 0.578471 0.060 Uiso 1 1 calc R U . . .
H9C H 0.438173 -0.008123 0.603715 0.060 Uiso 1 1 calc R U . . .
C11 C 0.3630(3) 0.8850(3) 0.1347(3) 0.0334(7) Uani 1 1 d . . . . .
H11A H 0.377729 0.866483 0.077848 0.050 Uiso 1 1 calc R U . . .
H11B H 0.305578 0.878443 0.140609 0.050 Uiso 1 1 calc R U . . .
H11C H 0.388558 0.819448 0.170702 0.050 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C -0.0001 0.0005 '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 0.0016 0.0018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.0342 0.0304 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Au Au -0.4672 3.5799 '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
C1 Au1 P1 171.54(12) . . ?
C10 P1 Au1 109.21(11) . . ?
C10 P1 C14 103.48(17) . . ?
C12 P1 Au1 115.32(13) . . ?
C12 P1 C10 104.69(18) . . ?
C12 P1 C14 107.34(14) . . ?
C14 P1 Au1 115.62(12) . . ?
C6 O1 C9 116.4(3) . . ?
O1 C6 C7 123.8(3) . . ?
O1 C6 C5 116.0(3) . . ?
C7 C6 C5 120.2(3) . . ?
C8 C3 C2 121.2(3) . . ?
C4 C3 C8 118.1(3) . . ?
C4 C3 C2 120.5(3) . . ?
P1 C10 H10A 108.6 . . ?
P1 C10 H10B 108.6 . . ?
H10A C10 H10B 107.6 . . ?
C11 C10 P1 114.5(3) . . ?
C11 C10 H10A 108.6 . . ?
C11 C10 H10B 108.6 . . ?
C3 C8 H8 119.6 . . ?
C7 C8 C3 120.7(3) . . ?
C7 C8 H8 119.6 . . ?
C1 C2 C3 174.5(4) . . ?
P1 C12 H12A 109.6 . . ?
P1 C12 H12B 109.6 . . ?
H12A C12 H12B 108.1 . . ?
C13 C12 P1 110.3(2) . . ?
C13 C12 H12A 109.6 . . ?
C13 C12 H12B 109.6 . . ?
C6 C7 C8 120.0(3) . . ?
C6 C7 H7 120.0 . . ?
C8 C7 H7 120.0 . . ?
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 109.1 . . ?
P1 C14 H14B 109.1 . . ?
C15 C14 P1 112.3(2) . . ?
C15 C14 H14A 109.1 . . ?
C15 C14 H14B 109.1 . . ?
H14A C14 H14B 107.9 . . ?
C3 C4 H4 119.4 . . ?
C5 C4 C3 121.3(3) . . ?
C5 C4 H4 119.4 . . ?
C2 C1 Au1 170.2(3) . . ?
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 120.1 . . ?
C4 C5 C6 119.8(3) . . ?
C4 C5 H5 120.1 . . ?
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 2.2677(8) . ?
Au1 C1 1.988(3) . ?
P1 C10 1.817(4) . ?
P1 C12 1.813(3) . ?
P1 C14 1.825(3) . ?
O1 C6 1.367(4) . ?
O1 C9 1.415(5) . ?
C6 C7 1.380(4) . ?
C6 C5 1.396(5) . ?
C3 C8 1.405(4) . ?
C3 C2 1.430(4) . ?
C3 C4 1.397(5) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.533(5) . ?
C8 H8 0.9300 . ?
C8 C7 1.387(4) . ?
C2 C1 1.207(5) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.504(5) . ?
C7 H7 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C15 C14 1.515(4) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C4 H4 0.9300 . ?
C4 C5 1.375(4) . ?
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 28.3(3) . . . . ?
Au1 P1 C12 C13 -61.0(4) . . . . ?
Au1 P1 C14 C15 -167.6(2) . . . . ?
O1 C6 C7 C8 -176.8(4) . . . . ?
O1 C6 C5 C4 176.7(4) . . . . ?
C3 C8 C7 C6 0.1(5) . . . . ?
C3 C4 C5 C6 0.5(6) . . . . ?
C10 P1 C12 C13 59.0(4) . . . . ?
C10 P1 C14 C15 73.1(3) . . . . ?
C8 C3 C4 C5 0.0(6) . . . . ?
C2 C3 C8 C7 175.9(4) . . . . ?
C2 C3 C4 C5 -176.2(4) . . . . ?
C12 P1 C10 C11 -95.7(3) . . . . ?
C12 P1 C14 C15 -37.3(3) . . . . ?
C7 C6 C5 C4 -0.8(5) . . . . ?
C14 P1 C10 C11 152.0(3) . . . . ?
C14 P1 C12 C13 168.5(3) . . . . ?
C4 C3 C8 C7 -0.3(5) . . . . ?
C5 C6 C7 C8 0.5(5) . . . . ?
C9 O1 C6 C7 -18.8(5) . . . . ?
C9 O1 C6 C5 163.8(4) . . . . ?
