#------------------------------------------------------------------------------
#$Date: 2025-07-03 12:18:25 +0300 (Thu, 03 Jul 2025) $
#$Revision: 300305 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/36/1573683.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_1573683
loop_
_publ_author_name
'Artis, Rylan'
'Callaway, Waylan'
'Heyward, Elizabeth'
'Reyes, Naomi'
'Roberts, Gavin'
'Van Ostenbridge, Kaitlyn'
'Padgett, Clifford W.'
'Lynch, Will E.'
_journal_coeditor_code           EJ2011
_journal_issue                   2
_journal_name_full
'Acta Crystallographica, Section E: Crystallographic Communications'
_journal_page_first              114
_journal_page_last               119
_journal_paper_doi               10.1107/S2056989025000118
_journal_volume                  81
_journal_year                    2025
_chemical_formula_iupac          'C18 H15 S +, P F6 -'
_chemical_formula_moiety         'C18 H15 S +, P F6 -'
_chemical_formula_sum            'C18 H15 F6 P S'
_chemical_formula_weight         408.33
_chemical_name_systematic
;
Triphenylsulfonium hexafluorophosphate
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_cell_angle_alpha                90
_cell_angle_beta                 98.251(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.4524(2)
_cell_length_b                   18.1483(5)
_cell_length_c                   11.4344(3)
_cell_measurement_reflns_used    4889
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      69.4210
_cell_measurement_theta_min      4.5850
_cell_volume                     1735.84(8)
_computing_cell_refinement
;
CrysAlisPro 1.171.42.84a (Rigaku OD, 2023)
;
_computing_data_collection
;
CrysAlisPro 1.171.42.84a (Rigaku OD, 2023)
;
_computing_data_reduction
;
CrysAlisPro 1.171.42.84a (Rigaku OD, 2023)
;
_computing_molecular_graphics
;
Olex2 1.5 (Dolomanov et al.,  2009)
;
_computing_publication_material
;
Olex2 1.5 (Dolomanov et al.,  2009)
;
_computing_structure_refinement
;
SHELXL2018/3 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT2018/2 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at home/near, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0382
_diffrn_reflns_av_unetI/netI     0.0424
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            8136
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         69.853
_diffrn_reflns_theta_min         4.605
_exptl_absorpt_coefficient_mu    3.103
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.22473
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlisPro; Rigaku OD, 2023)
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    1.562
_exptl_crystal_description       irregular
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.271
_exptl_crystal_size_mid          0.178
_exptl_crystal_size_min          0.091
_refine_diff_density_max         1.027
_refine_diff_density_min         -0.756
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_hydrogen_treatment    refU
_refine_ls_matrix_type           full
_refine_ls_number_parameters     250
_refine_ls_number_reflns         3235
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.105
_refine_ls_R_factor_all          0.0636
_refine_ls_R_factor_gt           0.0566
_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)+(0.0797P)²+2.0739P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1516
_refine_ls_wR_factor_ref         0.1580
_reflns_number_gt                2782
_reflns_number_total             3235
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ej2011.cif
_cod_data_source_block           III
_cod_database_code               1573683
#BEGIN Tags that were not found in dictionaries:
_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.
;
_shelx_estimated_absorpt_t_min   0.487
_shelx_estimated_absorpt_t_max   0.765
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S S1 0.47256(8) 0.22774(4) 0.32198(6) 0.0242(2) Uani d 1 . .
P P1 0.32535(9) 0.08138(4) 0.75173(7) 0.0276(2) Uani d 1 . .
F F6 0.4296(3) 0.15360(12) 0.7797(2) 0.0555(7) Uani d 1 . .
F F3 0.2176(3) 0.00957(13) 0.7247(2) 0.0521(6) Uani d 1 . .
F F5 0.4752(3) 0.04073(15) 0.7153(3) 0.0659(8) Uani d 1 . .
F F1 0.2725(3) 0.10587(17) 0.6204(2) 0.0770(10) Uani d 1 . .
F F4 0.3778(3) 0.05372(19) 0.8831(2) 0.0740(9) Uani d 1 . .
F F2 0.1740(3) 0.11993(18) 0.7935(3) 0.0848(11) Uani d 1 . .
C C5 0.1043(4) 0.08294(17) 0.2990(3) 0.0286(7) Uani d 1 . .
H H5 0.028270 0.065529 0.346123 0.032(9) Uiso calc 1 . .
C C7 0.6285(3) 0.17795(16) 0.4110(3) 0.0237(6) Uani d 1 . .
C C4 0.1048(4) 0.05475(17) 0.1864(3) 0.0285(6) Uani d 1 . .
H H4 0.029907 0.017782 0.157169 0.034(9) Uiso calc 1 . .
C C1 0.3235(3) 0.16042(16) 0.2728(3) 0.0234(6) Uani d 1 . .
C C12 0.7692(3) 0.21722(17) 0.4441(3) 0.0278(7) Uani d 1 . .
H H12 0.780691 0.266254 0.417475 0.034(10) Uiso calc 1 . .
C C14 0.4035(4) 0.26121(16) 0.5460(3) 0.0271(6) Uani d 1 . .
H H14 0.461917 0.218357 0.573505 0.037(10) Uiso calc 1 . .
C C2 0.3247(4) 0.13351(17) 0.1587(3) 0.0283(6) Uani d 1 . .
H H2 0.399730 0.151332 0.111099 0.026(8) Uiso calc 1 . .
C C6 0.2139(3) 0.13641(17) 0.3432(3) 0.0262(6) Uani d 1 . .
H H6 0.213792 0.156095 0.420153 0.037(10) Uiso calc 1 . .
C C13 0.3877(3) 0.28156(16) 0.4282(3) 0.0260(6) Uani d 1 . .
C C11 0.8916(4) 0.18278(18) 0.5168(3) 0.0308(7) Uani d 1 . .
H H11 0.988554 0.208555 0.541217 0.043(11) Uiso calc 1 . .
C C3 0.2137(4) 0.08007(17) 0.1165(3) 0.0298(7) Uani d 1 . .
H H3 0.212555 0.060797 0.039141 0.035(9) Uiso calc 1 . .
C C15 0.3320(4) 0.30500(18) 0.6228(3) 0.0322(7) Uani d 1 . .
H H15 0.340487 0.292018 0.703904 0.031(9) Uiso calc 1 . .
C C10 0.8746(4) 0.11082(18) 0.5548(3) 0.0325(7) Uani d 1 . .
H H10 0.959295 0.087819 0.605437 0.038(10) Uiso calc 1 . .
C C18 0.3044(4) 0.34418(18) 0.3850(3) 0.0330(7) Uani d 1 . .
H H18 0.296378 0.357282 0.303882 0.066(14) Uiso calc 1 . .
C C8 0.6083(4) 0.10622(17) 0.4460(3) 0.0316(7) Uani d 1 . .
H H8 0.511436 0.080494 0.421077 0.048(11) Uiso calc 1 . .
C C17 0.2333(4) 0.38705(17) 0.4633(3) 0.0359(8) Uani d 1 . .
H H17 0.174288 0.429746 0.435789 0.044(11) Uiso calc 1 . .
C C9 0.7337(4) 0.07260(19) 0.5188(3) 0.0363(8) Uani d 1 . .
H H9 0.722888 0.023202 0.543915 0.054(12) Uiso calc 1 . .
C C16 0.2482(4) 0.36763(18) 0.5817(3) 0.0365(8) Uani d 1 . .
H H16 0.200411 0.397574 0.635155 0.037(10) Uiso calc 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 S1 C7 . . 105.20(13) ?
C1 S1 C13 . . 104.70(13) ?
C13 S1 C7 . . 102.96(14) ?
F6 P1 F3 . . 178.82(14) ?
F6 P1 F2 . . 91.35(15) ?
F5 P1 F6 . . 89.77(13) ?
F5 P1 F3 . . 91.40(13) ?
F5 P1 F4 . . 88.63(16) ?
F5 P1 F2 . . 177.39(19) ?
F1 P1 F6 . . 91.86(13) ?
F1 P1 F3 . . 88.28(13) ?
F1 P1 F5 . . 90.49(18) ?
F1 P1 F4 . . 178.00(18) ?
F1 P1 F2 . . 91.84(19) ?
F4 P1 F6 . . 89.93(14) ?
F4 P1 F3 . . 89.95(14) ?
F4 P1 F2 . . 89.01(17) ?
F2 P1 F3 . . 87.48(14) ?
C4 C5 H5 . . 119.8 ?
C4 C5 C6 . . 120.4(3) ?
C6 C5 H5 . . 119.8 ?
C12 C7 S1 . . 115.3(2) ?
C8 C7 S1 . . 122.0(2) ?
C8 C7 C12 . . 122.7(3) ?
C5 C4 H4 . . 119.8 ?
C3 C4 C5 . . 120.4(3) ?
C3 C4 H4 . . 119.8 ?
C2 C1 S1 . . 115.7(2) ?
C6 C1 S1 . . 122.2(2) ?
C6 C1 C2 . . 122.0(3) ?
C7 C12 H12 . . 121.0 ?
C11 C12 C7 . . 118.0(3) ?
C11 C12 H12 . . 121.0 ?
C13 C14 H14 . . 120.9 ?
C13 C14 C15 . . 118.2(3) ?
C15 C14 H14 . . 120.9 ?
C1 C2 H2 . . 120.8 ?
C3 C2 C1 . . 118.4(3) ?
C3 C2 H2 . . 120.8 ?
C5 C6 H6 . . 120.7 ?
C1 C6 C5 . . 118.5(3) ?
C1 C6 H6 . . 120.7 ?
C14 C13 S1 . . 121.5(2) ?
C14 C13 C18 . . 122.5(3) ?
C18 C13 S1 . . 116.0(3) ?
C12 C11 H11 . . 119.6 ?
C12 C11 C10 . . 120.8(3) ?
C10 C11 H11 . . 119.6 ?
C4 C3 C2 . . 120.3(3) ?
C4 C3 H3 . . 119.8 ?
C2 C3 H3 . . 119.9 ?
C14 C15 H15 . . 119.8 ?
C16 C15 C14 . . 120.3(3) ?
C16 C15 H15 . . 119.8 ?
C11 C10 H10 . . 120.0 ?
C9 C10 C11 . . 119.9(3) ?
C9 C10 H10 . . 120.0 ?
C13 C18 H18 . . 120.9 ?
C17 C18 C13 . . 118.3(3) ?
C17 C18 H18 . . 120.9 ?
C7 C8 H8 . . 120.9 ?
C7 C8 C9 . . 118.2(3) ?
C9 C8 H8 . . 120.9 ?
C18 C17 H17 . . 120.0 ?
C18 C17 C16 . . 120.0(3) ?
C16 C17 H17 . . 120.0 ?
C10 C9 C8 . . 120.4(3) ?
C10 C9 H9 . . 119.8 ?
C8 C9 H9 . . 119.8 ?
C15 C16 C17 . . 120.6(3) ?
C15 C16 H16 . . 119.7 ?
C17 C16 H16 . . 119.7 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 C7 . 1.790(3) ?
S1 C1 . 1.787(3) ?
S1 C13 . 1.787(3) ?
P1 F6 . 1.586(2) ?
P1 F3 . 1.594(2) ?
P1 F5 . 1.572(2) ?
P1 F1 . 1.569(2) ?
P1 F4 . 1.585(2) ?
P1 F2 . 1.590(2) ?
C5 H5 . 0.9500 ?
C5 C4 . 1.385(4) ?
C5 C6 . 1.386(4) ?
C7 C12 . 1.392(4) ?
C7 C8 . 1.380(4) ?
C4 H4 . 0.9500 ?
C4 C3 . 1.382(4) ?
C1 C2 . 1.394(4) ?
C1 C6 . 1.382(4) ?
C12 H12 . 0.9500 ?
C12 C11 . 1.380(4) ?
C14 H14 . 0.9500 ?
C14 C13 . 1.385(4) ?
C14 C15 . 1.385(4) ?
C2 H2 . 0.9500 ?
C2 C3 . 1.387(4) ?
C6 H6 . 0.9500 ?
C13 C18 . 1.390(4) ?
C11 H11 . 0.9500 ?
C11 C10 . 1.390(5) ?
C3 H3 . 0.9500 ?
C15 H15 . 0.9500 ?
C15 C16 . 1.385(5) ?
C10 H10 . 0.9500 ?
C10 C9 . 1.389(5) ?
C18 H18 . 0.9500 ?
C18 C17 . 1.387(5) ?
C8 H8 . 0.9500 ?
C8 C9 . 1.391(5) ?
C17 H17 . 0.9500 ?
C17 C16 . 1.388(5) ?
C9 H9 . 0.9500 ?
C16 H16 . 0.9500 ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
S1 C7 C12 C11 . . . . 177.4(2) ?
S1 C7 C8 C9 . . . . -177.6(3) ?
S1 C1 C2 C3 . . . . 178.8(2) ?
S1 C1 C6 C5 . . . . -178.7(2) ?
S1 C13 C18 C17 . . . . 178.7(2) ?
C5 C4 C3 C2 . . . . 0.6(5) ?
C7 S1 C1 C2 . . . . -99.1(2) ?
C7 S1 C1 C6 . . . . 80.8(3) ?
C7 S1 C13 C14 . . . . -22.8(3) ?
C7 S1 C13 C18 . . . . 157.7(2) ?
C7 C12 C11 C10 . . . . 0.5(4) ?
C7 C8 C9 C10 . . . . 0.2(5) ?
C4 C5 C6 C1 . . . . -0.3(4) ?
C1 S1 C7 C12 . . . . 170.4(2) ?
C1 S1 C7 C8 . . . . -11.0(3) ?
C1 S1 C13 C14 . . . . 87.0(3) ?
C1 S1 C13 C18 . . . . -92.5(2) ?
C1 C2 C3 C4 . . . . 0.2(4) ?
C12 C7 C8 C9 . . . . 0.9(5) ?
C12 C11 C10 C9 . . . . 0.5(5) ?
C14 C13 C18 C17 . . . . -0.8(4) ?
C14 C15 C16 C17 . . . . 0.6(5) ?
C2 C1 C6 C5 . . . . 1.2(4) ?
C6 C5 C4 C3 . . . . -0.6(5) ?
C6 C1 C2 C3 . . . . -1.1(4) ?
C13 S1 C7 C12 . . . . -80.2(2) ?
C13 S1 C7 C8 . . . . 98.4(3) ?
C13 S1 C1 C2 . . . . 152.7(2) ?
C13 S1 C1 C6 . . . . -27.3(3) ?
C13 C14 C15 C16 . . . . -0.5(4) ?
C13 C18 C17 C16 . . . . 0.9(4) ?
C11 C10 C9 C8 . . . . -0.9(5) ?
C15 C14 C13 S1 . . . . -178.9(2) ?
C15 C14 C13 C18 . . . . 0.6(4) ?
C18 C17 C16 C15 . . . . -0.9(5) ?
C8 C7 C12 C11 . . . . -1.3(4) ?
