#------------------------------------------------------------------------------
#$Date: 2025-08-19 07:12:48 +0100 (Tue, 19 Aug 2025) $
#$Revision: 301798 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/10/2011035.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2011035
loop_
_publ_author_name
'Schulze-Matth\"ai, Kerstin'
'Bendig, J\"urgen'
'Neubauer, Petra'
'Ziemer, Burkhard'
_publ_section_title
;
 Dimethylphenylsulfonium trifluoromethanesulfonate and
 methyldiphenylsulfonium trifluoromethanesulfonate
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              e257
_journal_page_last               e258
_journal_paper_doi               10.1107/S0108270100006077
_journal_volume                  56
_journal_year                    2000
_chemical_formula_iupac          'C8 H11 S 1+, C F3 S O3 1-'
_chemical_formula_moiety         'C8 H11 S 1+, F3 C S O3 1-'
_chemical_formula_sum            'C9 H11 F3 O3 S2'
_chemical_formula_weight         288.30
_chemical_melting_point          381.0(10)
_chemical_name_systematic
;
Dimethylphenylsulfonium trifluormethansulfonate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 108.205(18)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.659(2)
_cell_length_b                   10.045(2)
_cell_length_c                   9.4366(16)
_cell_measurement_reflns_used    2000
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      25.0
_cell_measurement_theta_min      2.5
_cell_volume                     1229.9(4)
_computing_cell_refinement       IPDS-2.87
_computing_data_collection       'IPDS-2.87 (Stoe & Cie, 1997)'
_computing_data_reduction        IPDS-2.87
_computing_molecular_graphics    'XSTEP-2.18 (Stoe, 1997)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      180(2)
_diffrn_detector_area_resol_mean 6.667
_diffrn_measured_fraction_theta_full .969
_diffrn_measured_fraction_theta_max .969
_diffrn_measurement_device       'Stoe IPDS'
_diffrn_measurement_method       '\f-rotation, \f-incr. = 1.6\%, 138 exposures'
_diffrn_radiation_monochromator  'planar graphite'
_diffrn_radiation_source         'fine-focus sealed X-ray tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .072
_diffrn_reflns_av_sigmaI/netI    .0468
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            7424
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         2.56
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    .464
_exptl_absorpt_correction_T_max  .836
_exptl_absorpt_correction_T_min  .697
_exptl_absorpt_correction_type   'refdelf (ABSCOR; Stoe & Cie, 1997)'
_exptl_absorpt_process_details
;
see publ_section_exptl_prep
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.557
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    none
_exptl_crystal_description       block
_exptl_crystal_F_000             592
_exptl_crystal_size_max          .84
_exptl_crystal_size_mid          .60
_exptl_crystal_size_min          .40
_refine_diff_density_max         .887
_refine_diff_density_min         -.440
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     156
_refine_ls_number_reflns         2221
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          .049
_refine_ls_R_factor_gt           .044
_refine_ls_shift/su_max          .007
_refine_ls_shift/su_mean         .001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[\s^2^(Fo^2^)+(0.0703P)^2^+0.7631P] where P = (Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .125
_reflns_number_gt                1975
_reflns_number_total             2221
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            qa0284.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2011035
_cod_database_fobs_code          2011035
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_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_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
C1 .92645(19) .6737(2) .3857(3) .0316(5) Uani d . 1 . . C
H1A .9081 .7666 .3965 .038 Uiso calc R 1 . . H
H1B 1.0015 .6660 .4105 .038 Uiso calc R 1 . . H
H1C .9026 .6175 .4532 .038 Uiso calc R 1 . . H
C2 .89535(19) .4467(2) .2122(3) .0333(6) Uani d . 1 . . C
H2A .8624 .4038 .1157 .040 Uiso calc R 1 . . H
H2B .8692 .4070 .2881 .040 Uiso calc R 1 . . H
H2C .9701 .4339 .2406 .040 Uiso calc R 1 . . H
C3 .73214(17) .6237(2) .1755(3) .0249(5) Uani d . 1 . . C
C4 .69032(19) .5554(3) .2692(3) .0339(6) Uani d . 1 . . C
H4 .7331 .5064 .3514 .041 Uiso calc R 1 . . H
C5 .5841(2) .5597(3) .2409(3) .0413(6) Uani d . 1 . . C
H5 .5539 .5121 .3036 .050 Uiso calc R 1 . . H
C6 .5227(2) .6318(3) .1235(3) .0459(7) Uani d . 1 . . C
H6 .4504 .6347 .1060 .055 Uiso calc R 1 . . H
C7 .5656(2) .7000(3) .0309(4) .0503(8) Uani d . 1 . . C
H7 .5226 .7496 -.0506 .060 Uiso calc R 1 . . H
C8 .6715(2) .6966(3) .0564(3) .0390(6) Uani d . 1 . . C
H8 .7015 .7436 -.0071 .047 Uiso calc R 1 . . H
C9 1.2917(2) .6302(3) .3395(3) .0372(6) Uani d . 1 . . C
S1 .86672(4) .62105(5) .19766(6) .02348(19) Uani d . 1 . . S
S2 1.17383(4) .54367(6) .24099(7) .0291(2) Uani d . 1 . . S
O1 1.09978(14) .64693(18) .1844(2) .0445(5) Uani d . 1 . . O
O2 1.15595(16) .4583(2) .3507(3) .0513(6) Uani d . 1 . . O
O3 1.2031(2) .4723(2) .1290(3) .0587(6) Uani d . 1 . . O
F1 1.31857(14) .71878(19) .2566(2) .0609(5) Uani d . 1 . . F
F2 1.28002(17) .6974(2) .4558(2) .0675(6) Uani d . 1 . . F
F3 1.37012(13) .54818(18) .3958(2) .0579(5) Uani d . 1 . . F
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
C1 .0329(13) .0348(12) .0249(12) -.0043(10) .0056(11) -.0002(9)
C2 .0283(12) .0234(11) .0456(16) .0042(9) .0076(12) .0010(10)
C3 .0228(11) .0252(11) .0260(12) .0026(8) .0066(10) -.0014(8)
C4 .0271(12) .0454(14) .0285(13) .0022(10) .0075(11) .0057(10)
C5 .0311(14) .0580(17) .0383(15) -.0021(12) .0158(12) -.0004(12)
C6 .0240(13) .0629(19) .0495(18) .0078(12) .0097(13) -.0065(13)
C7 .0317(14) .0634(19) .0496(18) .0153(13) .0039(14) .0177(14)
C8 .0343(13) .0407(14) .0409(15) .0095(11) .0101(12) .0129(11)
C9 .0312(13) .0398(14) .0390(15) -.0064(10) .0089(12) .0065(11)
S1 .0238(3) .0231(3) .0235(3) .00190(19) .0072(3) .00317(19)
S2 .0254(3) .0282(3) .0311(4) -.0033(2) .0052(3) .0012(2)
O1 .0313(10) .0383(10) .0567(13) .0041(8) .0032(10) .0047(9)
O2 .0387(11) .0595(13) .0543(13) -.0132(9) .0126(10) .0224(10)
O3 .0710(16) .0591(14) .0456(13) .0030(11) .0178(12) -.0221(10)
F1 .0501(10) .0628(11) .0685(13) -.0231(8) .0167(10) .0218(9)
F2 .0778(14) .0722(13) .0455(11) -.0150(11) .0090(10) -.0285(9)
F3 .0270(8) .0632(12) .0731(14) .0012(7) .0008(9) .0169(9)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S .1246 .1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F .0171 .0103 '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
C4 C3 C8 121.6(2)
C4 C3 S1 122.46(19)
C8 C3 S1 115.91(18)
C3 C4 C5 118.6(2)
C6 C5 C4 120.7(3)
C5 C6 C7 120.2(3)
C6 C7 C8 120.3(3)
C3 C8 C7 118.7(2)
F1 C9 F3 108.7(2)
F1 C9 F2 105.9(2)
F3 C9 F2 105.8(2)
F1 C9 S2 112.9(2)
F3 C9 S2 112.65(18)
F2 C9 S2 110.35(19)
C3 S1 C1 104.25(11)
C3 S1 C2 102.48(11)
C1 S1 C2 101.11(12)
O2 S2 O1 116.51(13)
O2 S2 O3 112.70(15)
O1 S2 O3 114.52(14)
O2 S2 C9 104.08(13)
O1 S2 C9 104.78(12)
O3 S2 C9 102.15(14)
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
C1 S1 . 1.786(2) ?
C2 S1 . 1.790(2) ?
C3 C4 . 1.376(3) ?
C3 C8 . 1.380(3) ?
C3 S1 . 1.784(2) ?
C4 C5 . 1.392(4) ?
C5 C6 . 1.368(4) ?
C6 C7 . 1.377(4) ?
C7 C8 . 1.392(4) ?
C9 F1 . 1.310(3) ?
C9 F3 . 1.324(3) ?
C9 F2 . 1.339(3) ?
C9 S2 . 1.810(3) ?
S2 O2 . 1.423(2) ?
S2 O1 . 1.4306(19) ?
S2 O3 . 1.433(2) ?
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
C8 C3 C4 C5 .7(4)
S1 C3 C4 C5 -178.0(2)
C3 C4 C5 C6 -.9(4)
C4 C5 C6 C7 .7(5)
C5 C6 C7 C8 -.3(5)
C4 C3 C8 C7 -.3(4)
S1 C3 C8 C7 178.5(2)
C6 C7 C8 C3 .1(5)
C4 C3 S1 C1 -54.9(2)
C8 C3 S1 C1 126.3(2)
C4 C3 S1 C2 50.1(2)
C8 C3 S1 C2 -128.6(2)
F1 C9 S2 O2 -177.3(2)
F3 C9 S2 O2 59.1(2)
F2 C9 S2 O2 -59.0(2)
F1 C9 S2 O1 -54.5(2)
F3 C9 S2 O1 -178.07(19)
F2 C9 S2 O1 63.9(2)
F1 C9 S2 O3 65.2(2)
F3 C9 S2 O3 -58.3(2)
F2 C9 S2 O3 -176.4(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 10617963
2 PubChem 21872329