#------------------------------------------------------------------------------
#$Date: 2013-08-29 16:37:19 +0100 (Thu, 29 Aug 2013) $
#$Revision: 88064 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/10/2011036.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_2011036
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_volume                  56
_journal_year                    2000
_chemical_formula_iupac          'C13 H13 S 1+, C F3 S O3 1-'
_chemical_formula_moiety         'C13 H13 S 1+, F3 C S O3 1-'
_chemical_formula_sum            'C14 H13 F3 O3 S2'
_chemical_formula_weight         350.36
_chemical_melting_point          370.0(10)
_chemical_name_systematic
;
 Methyldiphenylsulfonium trifluoromethansulfonate
;
_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                 113.552(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.5122(13)
_cell_length_b                   9.0284(6)
_cell_length_c                   15.3932(14)
_cell_measurement_reflns_used    116
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      15.0
_cell_measurement_theta_min      14.1
_cell_volume                     1594.0(3)
_computing_cell_refinement       STADI4-1.06
_computing_data_collection       'STADI4-1.06 (Stoe & Cie, 1997)'
_computing_data_reduction        'XRED-1.07 (Stoe & Cie, 1997)'
_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_measured_fraction_theta_full .999
_diffrn_measured_fraction_theta_max .999
_diffrn_measurement_device       'Stoe Stadi-4'
_diffrn_measurement_method
'2\q/\w scan, ratio = 1.0, width (\w) = 1.35-1.5\%'
_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  .024
_diffrn_reflns_av_sigmaI/netI    .0242
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            5742
_diffrn_reflns_theta_full        27.03
_diffrn_reflns_theta_max         27.03
_diffrn_reflns_theta_min         1.78
_diffrn_standards_decay_%        2.4
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    .373
_exptl_absorpt_correction_T_max  .836
_exptl_absorpt_correction_T_min  .712
_exptl_absorpt_correction_type   '\y scan (North et al., 1968)'
_exptl_absorpt_process_details
;
 see publ_section_exptl_prep
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.460
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    none
_exptl_crystal_description       block
_exptl_crystal_F_000             720
_exptl_crystal_size_max          .98
_exptl_crystal_size_mid          .76
_exptl_crystal_size_min          .50
_refine_diff_density_max         .439
_refine_diff_density_min         -.367
_refine_ls_extinction_coef       .0108(12)
_refine_ls_extinction_method     SHELXL97
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     252
_refine_ls_number_reflns         3480
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          .036
_refine_ls_R_factor_gt           .031
_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^)+(0.0376P)^2^+0.6612P] where P = (Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .082
_reflns_number_gt                3137
_reflns_number_total             3480
_reflns_threshold_expression     I>2\s(I)
_[local]_cod_data_source_file    qa0284.cif
_[local]_cod_data_source_block   II
_[local]_cod_cif_authors_sg_H-M  'P 21/c'
_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 
;
_cod_original_cell_volume        1594.0(2)
_cod_database_code               2011036
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 .68155(12) .49379(16) .73609(10) .0278(3) Uani d . 1 . . C
C2 .64715(15) .5795(2) .79453(13) .0456(4) Uani d . 1 . . C
H2 .702(2) .614(3) .8565(17) .058(6) Uiso d . 1 . . H
C3 .53013(17) .6165(3) .76442(17) .0615(6) Uani d . 1 . . C
H3 .503(3) .673(4) .802(2) .098(10) Uiso d . 1 . . H
C4 .45133(17) .5695(3) .67772(16) .0591(6) Uani d . 1 . . C
H4 .372(3) .599(4) .655(2) .096(10) Uiso d . 1 . . H
C5 .48592(17) .4834(3) .61997(15) .0539(5) Uani d . 1 . . C
H5 .433(2) .447(3) .5640(19) .072(8) Uiso d . 1 . . H
C6 .60282(15) .4451(2) .64852(12) .0401(4) Uani d . 1 . . C
H6 .6300(18) .386(3) .6092(15) .052(6) Uiso d . 1 . . H
C7 .84419(12) .28788(15) .84885(9) .0240(3) Uani d . 1 . . C
C8 .83605(14) .30799(17) .93553(11) .0326(3) Uani d . 1 . . C
H8 .8235(16) .402(2) .9556(14) .041(5) Uiso d . 1 . . H
C9 .84478(15) .1847(2) .99144(12) .0387(4) Uani d . 1 . . C
H9 .8398(18) .197(2) 1.0515(16) .050(6) Uiso d . 1 . . H
C10 .85987(14) .04515(19) .96078(13) .0399(4) Uani d . 1 . . C
H10 .8662(18) -.033(3) .9991(16) .052(6) Uiso d . 1 . . H
C11 .86846(16) .02784(18) .87498(14) .0411(4) Uani d . 1 . . C
H11 .8772(17) -.067(2) .8544(15) .047(6) Uiso d . 1 . . H
C12 .86120(13) .14903(17) .81806(11) .0323(3) Uani d . 1 . . C
H12 .8644(17) .136(2) .7560(15) .045(5) Uiso d . 1 . . H
C13 .91564(13) .58193(16) .84189(11) .0284(3) Uani d . 1 . . C
H13A .9941(18) .545(2) .8673(14) .046(5) Uiso d . 1 . . H
H13B .8927(16) .603(2) .8929(13) .036(5) Uiso d . 1 . . H
H13C .9062(18) .663(2) .8013(15) .046(5) Uiso d . 1 . . H
C14 .67973(16) .5954(2) 1.08493(14) .0461(4) Uani d . 1 . . C
O1 .83674(11) .65414(14) 1.02169(8) .0409(3) Uani d . 1 . . O
O2 .78743(12) .84488(12) 1.11079(9) .0416(3) Uani d . 1 . . O
O3 .89716(10) .62889(14) 1.19154(8) .0396(3) Uani d . 1 . . O
S1 .82880(3) .43621(4) .76829(2) .02407(11) Uani d . 1 . . S
S2 .81527(3) .69194(4) 1.10427(3) .02840(11) Uani d . 1 . . S
F1 .69149(12) .45006(14) 1.07622(11) .0716(4) Uani d . 1 . . F
F2 .59314(11) .6417(2) 1.00716(10) .0776(4) Uani d . 1 . . F
F3 .64850(12) .61477(18) 1.15668(11) .0712(4) 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 .0273(7) .0286(7) .0269(7) .0009(5) .0101(5) .0055(6)
C2 .0338(8) .0625(12) .0375(9) .0103(8) .0112(7) -.0079(8)
C3 .0395(10) .0867(17) .0574(12) .0205(10) .0182(9) -.0049(12)
C4 .0293(9) .0810(15) .0608(12) .0086(9) .0113(8) .0113(11)
C5 .0381(9) .0658(13) .0421(10) -.0066(9) -.0004(8) .0062(9)
C6 .0398(8) .0432(9) .0316(8) -.0037(7) .0082(7) .0008(7)
C7 .0270(6) .0214(6) .0237(6) -.0001(5) .0103(5) .0018(5)
C8 .0441(8) .0285(7) .0280(7) -.0021(6) .0172(6) -.0005(6)
C9 .0433(9) .0437(9) .0299(8) -.0036(7) .0156(7) .0074(7)
C10 .0365(8) .0329(8) .0449(9) -.0001(6) .0106(7) .0164(7)
C11 .0480(9) .0231(7) .0513(10) .0054(7) .0190(8) .0035(7)
C12 .0365(8) .0268(7) .0348(8) .0037(6) .0154(6) -.0021(6)
C13 .0313(7) .0235(7) .0312(7) -.0023(5) .0134(6) -.0010(6)
C14 .0437(9) .0497(10) .0501(10) -.0052(8) .0241(8) .0016(8)
O1 .0562(7) .0417(6) .0360(6) -.0027(5) .0301(5) -.0112(5)
O2 .0656(8) .0262(5) .0446(7) .0076(5) .0342(6) .0001(5)
O3 .0435(6) .0400(6) .0373(6) .0054(5) .0183(5) .0054(5)
S1 .03032(18) .02215(17) .02248(17) .00127(12) .01343(13) .00022(12)
S2 .0386(2) .02456(18) .02900(19) .00139(13) .02077(15) -.00184(13)
F1 .0772(9) .0451(7) .0971(11) -.0236(6) .0398(8) -.0103(7)
F2 .0426(6) .1044(12) .0718(9) -.0079(7) .0080(6) .0165(8)
F3 .0673(8) .0906(10) .0806(9) -.0072(7) .0559(7) .0052(8)
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 C2 . 1.380(2) ?
C1 C6 . 1.386(2) ?
C1 S1 . 1.7835(14) ?
C2 C3 . 1.388(3) ?
C2 H2 . .98(2) ?
C3 C4 . 1.372(3) ?
C3 H3 . .93(3) ?
C4 C5 . 1.374(3) ?
C4 H4 . .94(3) ?
C5 C6 . 1.392(3) ?
C5 H5 . .91(3) ?
C6 H6 . .97(2) ?
C7 C12 . 1.386(2) ?
C7 C8 . 1.390(2) ?
C7 S1 . 1.7826(14) ?
C8 C9 . 1.385(2) ?
C8 H8 . .94(2) ?
C9 C10 . 1.384(3) ?
C9 H9 . .96(2) ?
C10 C11 . 1.376(3) ?
C10 H10 . .91(2) ?
C11 C12 . 1.382(2) ?
C11 H11 . .94(2) ?
C12 H12 . .98(2) ?
C13 S1 . 1.7920(15) ?
C13 H13A . .96(2) ?
C13 H13B . .96(2) ?
C13 H13C . .94(2) ?
C14 F2 . 1.321(2) ?
C14 F3 . 1.322(2) ?
C14 F1 . 1.333(2) ?
C14 S2 . 1.8224(19) ?
O1 S2 . 1.4413(11) ?
O2 S2 . 1.4373(11) ?
O3 S2 . 1.4418(12) ?
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'
O O .0106 .0060 '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'
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
C2 C1 C6 121.79(15)
C2 C1 S1 122.63(12)
C6 C1 S1 115.58(12)
C1 C2 C3 118.64(17)
C1 C2 H2 122.3(14)
C3 C2 H2 119.1(14)
C4 C3 C2 120.2(2)
C4 C3 H3 118.5(19)
C2 C3 H3 121.3(19)
C3 C4 C5 120.96(18)
C3 C4 H4 120.9(19)
C5 C4 H4 118.1(19)
C4 C5 C6 119.93(18)
C4 C5 H5 121.2(17)
C6 C5 H5 118.8(17)
C1 C6 C5 118.49(18)
C1 C6 H6 119.6(12)
C5 C6 H6 121.9(12)
C12 C7 C8 121.77(13)
C12 C7 S1 115.47(11)
C8 C7 S1 122.73(11)
C9 C8 C7 118.27(15)
C9 C8 H8 120.4(12)
C7 C8 H8 121.3(12)
C10 C9 C8 120.49(15)
C10 C9 H9 120.5(13)
C8 C9 H9 119.0(14)
C11 C10 C9 120.27(15)
C11 C10 H10 121.0(14)
C9 C10 H10 118.6(14)
C10 C11 C12 120.53(16)
C10 C11 H11 119.5(13)
C12 C11 H11 119.9(13)
C11 C12 C7 118.64(15)
C11 C12 H12 120.5(12)
C7 C12 H12 120.8(12)
S1 C13 H13A 105.3(12)
S1 C13 H13B 111.1(11)
H13A C13 H13B 109.1(16)
S1 C13 H13C 105.5(13)
H13A C13 H13C 112.3(18)
H13B C13 H13C 113.2(17)
F2 C14 F3 107.81(16)
F2 C14 F1 107.70(18)
F3 C14 F1 107.19(17)
F2 C14 S2 111.67(14)
F3 C14 S2 111.51(14)
F1 C14 S2 110.76(14)
C7 S1 C1 102.98(6)
C7 S1 C13 104.01(7)
C1 S1 C13 105.06(7)
O2 S2 O1 115.14(7)
O2 S2 O3 114.59(8)
O1 S2 O3 114.51(7)
O2 S2 C14 103.60(9)
O1 S2 C14 103.40(8)
O3 S2 C14 103.40(8)
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
C6 C1 C2 C3 .5(3)
S1 C1 C2 C3 -178.65(17)
C1 C2 C3 C4 -.7(4)
C2 C3 C4 C5 1.1(4)
C3 C4 C5 C6 -1.2(4)
C2 C1 C6 C5 -.6(3)
S1 C1 C6 C5 178.61(14)
C4 C5 C6 C1 .9(3)
C12 C7 C8 C9 -.3(2)
S1 C7 C8 C9 177.53(12)
C7 C8 C9 C10 -.7(2)
C8 C9 C10 C11 1.2(3)
C9 C10 C11 C12 -.5(3)
C10 C11 C12 C7 -.5(3)
C8 C7 C12 C11 .9(2)
S1 C7 C12 C11 -177.06(13)
C12 C7 S1 C1 113.77(12)
C8 C7 S1 C1 -64.21(14)
C12 C7 S1 C13 -136.82(12)
C8 C7 S1 C13 45.19(14)
C2 C1 S1 C7 77.47(16)
C6 C1 S1 C7 -101.72(13)
C2 C1 S1 C13 -31.15(16)
C6 C1 S1 C13 149.67(12)
F2 C14 S2 O2 59.26(16)
F3 C14 S2 O2 -61.43(16)
F1 C14 S2 O2 179.29(14)
F2 C14 S2 O1 -61.21(16)
F3 C14 S2 O1 178.11(14)
F1 C14 S2 O1 58.82(16)
F2 C14 S2 O3 179.11(14)
F3 C14 S2 O3 58.43(16)
F1 C14 S2 O3 -60.86(16)
_cod_database_fobs_code 2011036