#------------------------------------------------------------------------------
#$Date: 2019-11-23 18:54:38 +0200 (Sat, 23 Nov 2019) $
#$Revision: 234530 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/51/7125119.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_7125119
loop_
_publ_author_name
'Tsao, Fu An'
'Waked, Alexander E.'
'Cao, Levy'
'Hofmann, Jordan'
'Liu, Lei'
'Grimme, Stefan'
'Stephan, Douglas W.'
_publ_section_title
;
 S(vi) Lewis acids: fluorosulfoxonium cations.
;
_journal_issue                   84
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              12418
_journal_page_last               12421
_journal_paper_doi               10.1039/c6cc06929k
_journal_volume                  52
_journal_year                    2016
_chemical_formula_moiety         'C12 H8 F O S, B0.5 C12 F10'
_chemical_formula_sum            'C24 H8 B0.5 F11 O S'
_chemical_formula_weight         558.79
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_Int_Tables_number      15
_audit_creation_date             2016-08-03
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_audit_update_record
;
2016-08-20 deposited with the CCDC.
2016-09-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.150(5)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   25.433(3)
_cell_length_b                   8.7969(10)
_cell_length_c                   18.856(2)
_cell_measurement_reflns_used    2861
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      23.35
_cell_measurement_theta_min      2.45
_cell_volume                     4185.9(8)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_diffrn_ambient_temperature      150.0
_diffrn_measured_fraction_theta_full 0.9952
_diffrn_measured_fraction_theta_max 0.9952
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0762
_diffrn_reflns_av_unetI/netI     0.0832
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            23038
_diffrn_reflns_theta_full        27.5238
_diffrn_reflns_theta_max         27.52
_diffrn_reflns_theta_min         1.61
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.270
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6655
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0694 before and 0.0587 after correction.
The Ratio of minimum to maximum transmission is 0.8926.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.7732
_exptl_crystal_description       block
_exptl_crystal_F_000             2223.1073
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.7964
_refine_diff_density_min         -0.7083
_refine_diff_density_rms         0.1823
_refine_ls_d_res_high            0.7690
_refine_ls_d_res_low             12.6176
_refine_ls_goodness_of_fit_ref   1.0457
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    16
_refine_ls_number_parameters     338
_refine_ls_number_reflns         4812
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0457
_refine_ls_R_factor_all          0.1211
_refine_ls_R_factor_gt           0.0593
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0550P)²+9.7622P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1207
_refine_ls_wR_factor_ref         0.1487
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              32
_reflns_limit_h_min              -32
_reflns_limit_k_max              11
_reflns_limit_k_min              0
_reflns_limit_l_max              24
_reflns_limit_l_min              0
_reflns_number_gt                2866
_reflns_number_total             4812
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            c6cc06929k2.cif
_cod_data_source_block           AW009_0ma
_cod_original_cell_volume        4186.0(8)
_cod_database_code               7125119
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C8(H8), C9(H9), C10(H10), C11(H11)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y,-z+1/2
3 -x,-y,-z
4 x,-y,z-1/2
5 x+1/2,y+1/2,z
6 -x+1/2,y+1/2,-z+1/2
7 -x+1/2,-y+1/2,-z
8 x+1/2,-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_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
S1 S 0.26941(4) 1.05695(12) 0.08488(6) 0.0336(3) Uani 1.000000 1 . . .
O1 O 0.28763(12) 1.1739(3) 0.13373(16) 0.0479(8) Uani 1.000000 1 . . .
F1 F 0.22131(10) 1.1020(3) 0.03701(15) 0.0540(7) Uani 1.000000 1 . . .
F2 F 0.37855(8) 0.8998(2) 0.23055(10) 0.0279(5) Uani 1.000000 1 . . .
F3 F 0.33014(9) 0.6935(3) 0.30056(13) 0.0415(6) Uani 1.000000 1 . . .
F4 F 0.38622(9) 0.5054(3) 0.39671(12) 0.0408(6) Uani 1.000000 1 . . .
F5 F 0.49333(9) 0.5331(2) 0.42300(11) 0.0336(5) Uani 1.000000 1 . . .
F6 F 0.54326(8) 0.7494(2) 0.35820(10) 0.0282(5) Uani 1.000000 1 . . .
F7 F 0.42178(8) 1.1641(2) 0.29341(10) 0.0250(5) Uani 1.000000 1 . . .
F8 F 0.37152(8) 1.3891(2) 0.21770(12) 0.0350(6) Uani 1.000000 1 . . .
F9 F 0.38671(9) 1.4320(3) 0.07868(12) 0.0425(6) Uani 1.000000 1 . . .
F10 F 0.45422(9) 1.2493(2) 0.01819(10) 0.0329(5) Uani 1.000000 1 . . .
F11 F 0.50323(8) 1.0232(2) 0.09036(10) 0.0272(5) Uani 1.000000 1 . . .
B1 B 0.5 0.9563(6) 0.25 0.0164(11) Uani 1.000000 2 S T P
C1 C 0.31627(14) 0.9882(4) 0.03310(19) 0.0232(8) Uani 1.000000 1 . . .
C2 C 0.34445(15) 1.0726(4) -0.0116(2) 0.0282(9) Uani 1.000000 1 . . .
H2 H 0.33959(15) 1.1792(4) -0.0171(2) 0.0339(10) Uiso 1.000000 1 R . .
C3 C 0.37985(15) 0.9944(4) -0.0479(2) 0.0290(9) Uani 1.000000 1 . . .
H3 H 0.40017(15) 1.0478(4) -0.0788(2) 0.0347(10) Uiso 1.000000 1 R . .
C4 C 0.38601(15) 0.8392(4) -0.03962(19) 0.0298(9) Uani 1.000000 1 . . .
H4 H 0.41067(15) 0.7876(4) -0.06497(19) 0.0358(11) Uiso 1.000000 1 R . .
C5 C 0.35707(15) 0.7570(4) 0.00475(19) 0.0279(9) Uani 1.000000 1 . . .
H5 H 0.36166(15) 0.6501(4) 0.00949(19) 0.0335(10) Uiso 1.000000 1 R . .
C6 C 0.32157(13) 0.8317(4) 0.04193(18) 0.0230(8) Uani 1.000000 1 . . .
C7 C 0.28719(14) 0.7693(4) 0.09255(18) 0.0236(8) Uani 1.000000 1 . . .
C8 C 0.28084(15) 0.6201(4) 0.11236(19) 0.0294(9) Uani 1.000000 1 . . .
H8 H 0.30063(15) 0.5416(4) 0.09340(19) 0.0353(11) Uiso 1.000000 1 R . .
C9 C 0.24529(15) 0.5856(5) 0.1602(2) 0.0329(9) Uani 1.000000 1 . . .
H9 H 0.24055(15) 0.4827(5) 0.1733(2) 0.0395(11) Uiso 1.000000 1 R . .
C10 C 0.21668(15) 0.6981(5) 0.1892(2) 0.0358(10) Uani 1.000000 1 . . .
H10 H 0.19276(15) 0.6719(5) 0.2221(2) 0.0430(12) Uiso 1.000000 1 R . .
C11 C 0.22256(15) 0.8490(5) 0.1707(2) 0.0343(10) Uani 1.000000 1 . . .
H11 H 0.20344(15) 0.9275(5) 0.1907(2) 0.0411(12) Uiso 1.000000 1 R . .
C12 C 0.25741(14) 0.8812(4) 0.12170(18) 0.0258(8) Uani 1.000000 1 . . .
C13 C 0.46407(14) 0.8399(4) 0.29192(17) 0.0189(7) Uani 1.000000 1 . . .
C14 C 0.49013(13) 0.7389(4) 0.34177(17) 0.0208(8) Uani 1.000000 1 . . .
C15 C 0.46555(15) 0.6271(4) 0.37599(18) 0.0236(8) Uani 1.000000 1 . . .
C16 C 0.41114(15) 0.6119(4) 0.36246(19) 0.0268(9) Uani 1.000000 1 . . .
C17 C 0.38341(14) 0.7066(4) 0.31379(19) 0.0247(8) Uani 1.000000 1 . . .
C18 C 0.40974(14) 0.8161(4) 0.27945(17) 0.0197(8) Uani 1.000000 1 . . .
C19 C 0.46452(13) 1.0778(4) 0.19609(17) 0.0180(7) Uani 1.000000 1 . . .
C20 C 0.47034(13) 1.1075(4) 0.12523(17) 0.0196(8) Uani 1.000000 1 . . .
C21 C 0.44541(14) 1.2251(4) 0.08631(17) 0.0235(8) Uani 1.000000 1 . . .
C22 C 0.41220(14) 1.3199(4) 0.11653(19) 0.0250(8) Uani 1.000000 1 . . .
C23 C 0.40447(14) 1.2963(4) 0.1870(2) 0.0256(8) Uani 1.000000 1 . . .
C24 C 0.43045(13) 1.1787(4) 0.22401(17) 0.0193(7) Uani 1.000000 1 . . .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
B 0.00141 0.00067 2.05450 1.33260 1.09790 0.70680 23.21850 1.02100 60.34980
0.14030 -0.193200007081
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
F 0.01794 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.277599990368
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
S 0.12424 0.12443 6.90530 5.20340 1.43790 1.58630 1.46790 22.21510 0.25360
56.17200 0.866900026798
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
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
F1 S1 O1 112.33(18) . .
C1 S1 O1 115.14(18) . .
C1 S1 F1 108.81(16) . .
C12 S1 O1 116.42(19) . .
C12 S1 F1 107.98(17) . .
C12 S1 C1 94.67(17) . .
C13 B1 C13 102.7(4) . 2_655
C19 B1 C13 113.55(16) 2_655 .
C19 B1 C13 113.81(16) . .
C19 B1 C13 113.55(16) . 2_655
C19 B1 C13 113.81(16) 2_655 2_655
C19 B1 C19 99.9(4) 2_655 .
C2 C1 S1 126.6(3) . .
C6 C1 S1 109.9(3) . .
C6 C1 C2 123.5(3) . .
H2 C2 C1 121.6(2) . .
C3 C2 C1 116.9(3) . .
C3 C2 H2 121.6(2) . .
H3 C3 C2 119.7(2) . .
C4 C3 C2 120.6(4) . .
C4 C3 H3 119.7(2) . .
H4 C4 C3 119.2(2) . .
C5 C4 C3 121.5(3) . .
C5 C4 H4 119.2(2) . .
H5 C5 C4 120.3(2) . .
C6 C5 C4 119.3(3) . .
C6 C5 H5 120.3(2) . .
C5 C6 C1 118.1(3) . .
C7 C6 C1 112.9(3) . .
C7 C6 C5 129.0(3) . .
C8 C7 C6 128.8(3) . .
C12 C7 C6 112.7(3) . .
C12 C7 C8 118.5(3) . .
H8 C8 C7 120.3(2) . .
C9 C8 C7 119.4(4) . .
C9 C8 H8 120.3(2) . .
H9 C9 C8 119.4(2) . .
C10 C9 C8 121.2(4) . .
C10 C9 H9 119.4(2) . .
H10 C10 C9 119.7(2) . .
C11 C10 C9 120.5(4) . .
C11 C10 H10 119.7(2) . .
H11 C11 C10 121.3(2) . .
C12 C11 C10 117.5(4) . .
C12 C11 H11 121.3(2) . .
C7 C12 S1 109.8(3) . .
C11 C12 S1 127.3(3) . .
C11 C12 C7 122.8(4) . .
C14 C13 B1 118.3(3) . 2_655
C18 C13 B1 128.0(3) . 2_655
C18 C13 C14 113.4(3) . .
C13 C14 F6 119.2(3) . .
C15 C14 F6 116.3(3) . .
C15 C14 C13 124.5(3) . .
C14 C15 F5 121.2(3) . .
C16 C15 F5 119.6(3) . .
C16 C15 C14 119.2(3) . .
C15 C16 F4 120.1(3) . .
C17 C16 F4 120.9(3) . .
C17 C16 C15 119.0(3) . .
C16 C17 F3 119.5(3) . .
C18 C17 F3 120.5(3) . .
C18 C17 C16 120.0(3) . .
C13 C18 F2 121.3(3) . .
C17 C18 F2 114.9(3) . .
C17 C18 C13 123.8(3) . .
C20 C19 B1 126.5(3) . .
C24 C19 B1 119.7(3) . .
C24 C19 C20 113.0(3) . .
C19 C20 F11 120.9(3) . .
C21 C20 F11 115.2(3) . .
C21 C20 C19 123.9(3) . .
C20 C21 F10 120.4(3) . .
C22 C21 F10 119.2(3) . .
C22 C21 C20 120.4(3) . .
C21 C22 F9 120.9(3) . .
C23 C22 F9 120.4(3) . .
C23 C22 C21 118.7(3) . .
C22 C23 F8 119.4(3) . .
C24 C23 F8 121.6(3) . .
C24 C23 C22 119.0(3) . .
C19 C24 F7 119.2(3) . .
C23 C24 F7 115.8(3) . .
C23 C24 C19 125.0(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 O1 1.420(3) .
S1 F1 1.481(3) .
S1 C1 1.740(3) .
S1 C12 1.738(4) .
F2 C18 1.356(4) .
F3 C17 1.352(4) .
F4 C16 1.341(4) .
F5 C15 1.346(4) .
F6 C14 1.351(4) .
F7 C24 1.360(4) .
F8 C23 1.351(4) .
F9 C22 1.337(4) .
F10 C21 1.348(4) .
F11 C20 1.349(4) .
B1 C13 1.640(5) 2_655
B1 C13 1.640(5) .
B1 C19 1.662(5) .
B1 C19 1.662(5) 2_655
C1 C2 1.388(5) .
C1 C6 1.391(5) .
C2 H2 0.9500 .
C2 C3 1.380(5) .
C3 H3 0.9500 .
C3 C4 1.381(5) .
C4 H4 0.9500 .
C4 C5 1.385(5) .
C5 H5 0.9500 .
C5 C6 1.377(5) .
C6 C7 1.478(5) .
C7 C8 1.380(5) .
C7 C12 1.396(5) .
C8 H8 0.9500 .
C8 C9 1.389(5) .
C9 H9 0.9500 .
C9 C10 1.381(6) .
C10 H10 0.9500 .
C10 C11 1.386(6) .
C11 H11 0.9500 .
C11 C12 1.386(5) .
C13 C14 1.399(5) .
C13 C18 1.388(5) .
C14 C15 1.369(5) .
C15 C16 1.382(5) .
C16 C17 1.369(5) .
C17 C18 1.380(5) .
C19 C20 1.387(4) .
C19 C24 1.389(5) .
C20 C21 1.377(5) .
C21 C22 1.361(5) .
C22 C23 1.383(5) .
C23 C24 1.370(5) .
