#------------------------------------------------------------------------------
#$Date: 2025-03-04 22:12:27 +0200 (Tue, 04 Mar 2025) $
#$Revision: 298255 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/36/1573642.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_1573642
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
_atom_sites_solution_primary     direct
_audit_creation_date             2023-05-15
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2024-07-24 deposited with the CCDC.	2025-01-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   16.8614(15)
_cell_length_b                   9.8359(4)
_cell_length_c                   16.3043(9)
_cell_measurement_reflns_used    1692
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      21.2100
_cell_measurement_theta_min      1.8340
_cell_volume                     2704.0(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    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_environment      'Diamond Anvil Cell filled with Daphne-7575'
_diffrn_ambient_pressure         2160000
_diffrn_ambient_temperature      293(2)
_diffrn_crystal_treatment
'pressurized rapidly in Daphne-7575 as a hydrostatic medium'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 13.3333
_diffrn_measured_fraction_theta_full 0.823
_diffrn_measured_fraction_theta_max 0.536
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -39.00  39.00   0.50    1.00    --    0.00   0.00   0.00  156
;
_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 39 deg.'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0194154734
_diffrn_orient_matrix_UB_12      -0.0196827703
_diffrn_orient_matrix_UB_13      -0.0094615094
_diffrn_orient_matrix_UB_21      0.0135962643
_diffrn_orient_matrix_UB_22      0.0338631290
_diffrn_orient_matrix_UB_23      0.0040973511
_diffrn_orient_matrix_UB_31      0.0055703933
_diffrn_orient_matrix_UB_32      -0.0142172611
_diffrn_orient_matrix_UB_33      0.0229091662
_diffrn_radiation_monochromator  synchrotron
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.410
_diffrn_reflns_av_R_equivalents  0.1302
_diffrn_reflns_av_unetI/netI     0.2521
_diffrn_reflns_Laue_measured_fraction_full 0.823
_diffrn_reflns_Laue_measured_fraction_max 0.536
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            9095
_diffrn_reflns_point_group_measured_fraction_full 0.823
_diffrn_reflns_point_group_measured_fraction_max 0.536
_diffrn_reflns_theta_full        14.241
_diffrn_reflns_theta_max         21.703
_diffrn_reflns_theta_min         1.559
_diffrn_source                   synchrotron
_exptl_absorpt_coefficient_mu    2.672
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.27354
_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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.192
_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 2.16 GPa and left to stabilize over ? hours.'
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: n-pentane/dichloromethane'
_exptl_crystal_size_max          0.002
_exptl_crystal_size_mid          0.0015
_exptl_crystal_size_min          0.001
_refine_diff_density_max         3.142
_refine_diff_density_min         -3.500
_refine_diff_density_rms         0.302
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     167
_refine_ls_number_reflns         4454
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.1884
_refine_ls_R_factor_gt           0.1214
_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/[σ²(Fo²)+18.1786P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3105
_refine_ls_wR_factor_ref         0.3593
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2208
_reflns_number_total             4454
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4dt03036b3.cif
_cod_data_source_block           0010_2p16GPa
_cod_depositor_comments
'Adding full bibliography for 1573624--1573666.cif.'
_cod_database_code               1573642
_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.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'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.961
_oxdiff_exptl_absorpt_empirical_full_min 0.402
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 0.38335(6) 0.87156(6) 0.34338(4) 0.0506(3) Uani 1 1 d . . . . .
P1 P 0.3761(3) 1.0648(4) 0.2671(3) 0.0433(11) Uani 1 1 d . . . . .
O1 O 0.3345(11) 0.0581(12) 0.5550(10) 0.065(4) Uani 1 1 d . . . . .
C6 C 0.3577(12) 0.1796(14) 0.5192(11) 0.042(4) Uani 1 1 d . . . . .
C3 C 0.3756(14) 0.4362(15) 0.4515(11) 0.052(5) Uani 1 1 d . . . . .
C10 C 0.3926(17) 1.0240(17) 0.1607(13) 0.067(8) Uani 1 1 d . . . . .
H10A H 0.359701 1.083010 0.127253 0.080 Uiso 1 1 calc R U . . .
H10B H 0.447471 1.043299 0.147324 0.080 Uiso 1 1 calc R U . . .
C8 C 0.4390(15) 0.3594(13) 0.4761(11) 0.048(5) Uani 1 1 d . . . . .
H8 H 0.489603 0.395442 0.470041 0.058 Uiso 1 1 calc R U . . .
C2 C 0.3883(15) 0.575(2) 0.4214(13) 0.059(6) Uani 1 1 d . . . . .
C12 C 0.2820(18) 1.1530(15) 0.2720(15) 0.073(8) Uani 1 1 d . . . . .
H12A H 0.271246 1.179593 0.328205 0.088 Uiso 1 1 calc R U . . .
H12B H 0.284441 1.234697 0.238815 0.088 Uiso 1 1 calc R U . . .
C7 C 0.4314(12) 0.2302(13) 0.5097(11) 0.045(4) Uani 1 1 d . . . . .
H7 H 0.475745 0.180182 0.525184 0.053 Uiso 1 1 calc R U . . .
C15 C 0.4372(18) 1.3263(16) 0.2497(16) 0.071(7) Uani 1 1 d . . . . .
H15A H 0.430151 1.315149 0.191615 0.106 Uiso 1 1 calc R U . . .
H15B H 0.482352 1.383358 0.259714 0.106 Uiso 1 1 calc R U . . .
H15C H 0.390681 1.367716 0.272690 0.106 Uiso 1 1 calc R U . . .
C14 C 0.4500(14) 1.1926(15) 0.2879(11) 0.048(4) Uani 1 1 d . . . . .
H14A H 0.453087 1.205280 0.346793 0.057 Uiso 1 1 calc R U . . .
H14B H 0.501011 1.158284 0.269777 0.057 Uiso 1 1 calc R U . . .
C4 C 0.2997(15) 0.3857(14) 0.4605(14) 0.056(6) Uani 1 1 d . . . . .
H4 H 0.256083 0.437526 0.444790 0.068 Uiso 1 1 calc R U . . .
C1 C 0.3928(14) 0.6872(19) 0.3959(14) 0.057(5) Uani 1 1 d . . . . .
C13 C 0.2152(13) 1.0609(18) 0.2408(15) 0.062(6) Uani 1 1 d . . . . .
H13A H 0.229180 1.025324 0.187934 0.093 Uiso 1 1 calc R U . . .
H13B H 0.167096 1.112597 0.236417 0.093 Uiso 1 1 calc R U . . .
H13C H 0.207493 0.987187 0.278557 0.093 Uiso 1 1 calc R U . . .
C5 C 0.2891(13) 0.2549(17) 0.4937(12) 0.053(5) Uani 1 1 d . . . . .
H5 H 0.238580 0.217905 0.499029 0.064 Uiso 1 1 calc R U . . .
C9 C 0.3977(14) -0.0313(16) 0.5647(15) 0.056(6) Uani 1 1 d . . . . .
H9A H 0.418582 -0.055313 0.511873 0.085 Uiso 1 1 calc R U . . .
H9B H 0.379781 -0.111890 0.592309 0.085 Uiso 1 1 calc R U . . .
H9C H 0.438502 0.011465 0.596713 0.085 Uiso 1 1 calc R U . . .
C11 C 0.375(2) 0.8805(16) 0.1384(19) 0.099(14) Uani 1 1 d . . . . .
H11A H 0.406713 0.854951 0.091807 0.149 Uiso 1 1 calc R U . . .
H11B H 0.320019 0.871520 0.125076 0.149 Uiso 1 1 calc R U . . .
H11C H 0.387774 0.822389 0.183870 0.149 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_
_axis.id
_axis.type
_axis.equipment
_axis.parity
_axis.depends_on
_axis.zero
_axis.vector[1]
_axis.vector[2]
_axis.vector[3]
source . source . . . 1.00000000 0.00000000 0.00000000
omega rotation goniometer -1 . -0.00106000 0.00000000 0.00000000 1.00000000
kappa rotation goniometer -1 omega 0.00000000 -0.76604444 0.00000000 0.64278761
phi rotation goniometer -1 kappa . 0.00000000 0.00000000 1.00000000
theta rotation goniometer -1 . 0.00200000 0.00000000 0.00000000 1.00000000
matrixX general general . phi . 1.00000000 0.00000000 0.00000000
matrixY general general . phi . 0.00000000 1.00000000 0.00000000
matrixZ general general . phi . 0.00000000 0.00000000 1.00000000
dacX translation general . phi . 0.00000000 1.00000000 0.00000000
dacY translation general . phi . -1.00000000 0.00000000 0.00000000
dacZ translation general . phi . 0.00000000 0.00000000 1.00000000
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Au1 P1 171.9(7) . . ?
C10 P1 Au1 109.4(5) . . ?
C10 P1 C12 106.5(12) . . ?
C10 P1 C14 103.3(10) . . ?
C12 P1 Au1 115.0(8) . . ?
C14 P1 Au1 116.3(6) . . ?
C14 P1 C12 105.3(10) . . ?
C6 O1 C9 112.2(17) . . ?
O1 C6 C5 109.9(17) . . ?
C7 C6 O1 128.8(16) . . ?
C7 C6 C5 121.3(15) . . ?
C8 C3 C2 120(2) . . ?
C8 C3 C4 119.6(15) . . ?
C4 C3 C2 120.3(18) . . ?
P1 C10 H10A 108.6 . . ?
P1 C10 H10B 108.6 . . ?
H10A C10 H10B 107.6 . . ?
C11 C10 P1 114.6(15) . . ?
C11 C10 H10A 108.6 . . ?
C11 C10 H10B 108.6 . . ?
C3 C8 H8 118.4 . . ?
C3 C8 C7 123(2) . . ?
C7 C8 H8 118.4 . . ?
C1 C2 C3 175(2) . . ?
P1 C12 H12A 109.6 . . ?
P1 C12 H12B 109.6 . . ?
H12A C12 H12B 108.1 . . ?
C13 C12 P1 110.3(11) . . ?
C13 C12 H12A 109.6 . . ?
C13 C12 H12B 109.6 . . ?
C6 C7 C8 117.9(17) . . ?
C6 C7 H7 121.1 . . ?
C8 C7 H7 121.1 . . ?
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 108.2 . . ?
P1 C14 H14B 108.2 . . ?
C15 C14 P1 116.2(16) . . ?
C15 C14 H14A 108.2 . . ?
C15 C14 H14B 108.2 . . ?
H14A C14 H14B 107.4 . . ?
C3 C4 H4 120.4 . . ?
C3 C4 C5 119.1(18) . . ?
C5 C4 H4 120.4 . . ?
C2 C1 Au1 171(2) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C6 C5 H5 120.6 . . ?
C4 C5 C6 118.8(19) . . ?
C4 C5 H5 120.6 . . ?
O1 C9 H9A 109.5 . . ?
O1 C9 H9B 109.5 . . ?
O1 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Au1 P1 2.275(4) . ?
Au1 C1 2.011(17) . ?
P1 C10 1.80(2) . ?
P1 C12 1.81(3) . ?
P1 C14 1.803(18) . ?
O1 C6 1.39(2) . ?
O1 C9 1.39(3) . ?
C6 C7 1.35(3) . ?
C6 C5 1.43(3) . ?
C3 C8 1.37(3) . ?
C3 C2 1.47(3) . ?
C3 C4 1.38(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.49(3) . ?
C8 H8 0.9300 . ?
C8 C7 1.390(19) . ?
C2 C1 1.18(3) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.53(3) . ?
C7 H7 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C15 C14 1.47(2) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C4 H4 0.9300 . ?
C4 C5 1.41(2) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C5 H5 0.9300 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Au1 P1 C10 C11 23(3) . . . . ?
Au1 P1 C12 C13 -60.4(18) . . . . ?
Au1 P1 C14 C15 -169.4(14) . . . . ?
O1 C6 C7 C8 -176.1(18) . . . . ?
O1 C6 C5 C4 176.0(17) . . . . ?
C3 C8 C7 C6 -1(3) . . . . ?
C3 C4 C5 C6 2(3) . . . . ?
C10 P1 C12 C13 61.0(18) . . . . ?
C10 P1 C14 C15 70.8(18) . . . . ?
C8 C3 C4 C5 -1(3) . . . . ?
C2 C3 C8 C7 176.2(17) . . . . ?
C2 C3 C4 C5 -176.6(17) . . . . ?
C12 P1 C10 C11 -102(2) . . . . ?
C12 P1 C14 C15 -41(2) . . . . ?
C7 C6 C5 C4 -2(3) . . . . ?
C14 P1 C10 C11 148(2) . . . . ?
C14 P1 C12 C13 170.2(15) . . . . ?
C4 C3 C8 C7 1(3) . . . . ?
C5 C6 C7 C8 2(3) . . . . ?
C9 O1 C6 C7 -15(3) . . . . ?
C9 O1 C6 C5 167.0(17) . . . . ?
