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#$Date: 2024-10-06 09:01:09 +0300 (Sun, 06 Oct 2024) $
#$Revision: 295135 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/36/7133607.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_7133607
loop_
_publ_author_name
'Hollenwäger, Dirk'
'Bockmair, Valentin'
'Kornath, Andreas J.'
_publ_section_title
;
 The electrophilic methylating agent [SO₂Me]⁺ parent
 of two cationic species.
;
_journal_issue                   74
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              10148
_journal_page_last               10151
_journal_paper_doi               10.1039/d4cc03400g
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'F11 Sb2, C2 H6 F O2 S'
_chemical_formula_sum            'C2 H6 F12 O2 S Sb2'
_chemical_formula_weight         565.63
_chemical_name_common            'methylated fluorosulfurous acid methyl ester'
_chemical_name_systematic        '[FS(OMe)2][Sb2F11]'
_chemical_properties_physical    Air-sensitive,Moisture-sensitive,Hygroscopic
_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
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2022-04-06
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2024-07-08 deposited with the CCDC.	2024-08-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.743(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.7473(9)
_cell_length_b                   12.6004(9)
_cell_length_c                   10.6035(8)
_cell_measurement_reflns_used    2374
_cell_measurement_temperature    103(2)
_cell_measurement_theta_max      30.2030
_cell_measurement_theta_min      2.6580
_cell_volume                     1279.50(18)
_computing_cell_refinement       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_molecular_graphics
'ORTEP-3, Version ORTEP-III (1.0.3), L. J. Farrugia, J. Appl. Cryst. (2012),45, 849-854'
_computing_publication_material
'PLATON (A.L.Spek, Acta Cryst. 2009, D65, 148-155.) '
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution
'SHELXT (Sheldrick, G. M. (2015). Acta Cryst. A71, 3-8.)'
_diffrn_ambient_temperature      103(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9809
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'CCD camera on κ-goniostat'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_collimation    0.5
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0540
_diffrn_reflns_av_unetI/netI     0.0419
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            8759
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        24.407
_diffrn_reflns_theta_max         24.407
_diffrn_reflns_theta_min         2.607
_diffrn_source_current           40
_diffrn_source_type              'Spellman generator'
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    4.527
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.07109
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.82a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.936
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1040
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: SO2'
_exptl_crystal_size_max          0.762
_exptl_crystal_size_mid          0.355
_exptl_crystal_size_min          0.200
_refine_diff_density_max         1.256
_refine_diff_density_min         -0.700
_refine_diff_density_rms         0.176
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         2104
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.079
_refine_ls_R_factor_all          0.0483
_refine_ls_R_factor_gt           0.0367
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0454P)²+0.8942P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0830
_refine_ls_wR_factor_ref         0.0894
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1743
_reflns_number_total             2104
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cc03400g2.cif
_cod_data_source_block           xj014
_cod_depositor_comments
'Adding full bibliography for 7133606--7133607.cif.'
_cod_original_cell_volume        1279.49(18)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7133607
_shelx_shelxl_version_number     2018/3
_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   0.130
_shelx_estimated_absorpt_t_max   0.465
_oxdiff_exptl_absorpt_empirical_full_min 0.517
_oxdiff_exptl_absorpt_empirical_full_max 9.424
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
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_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
Sb1 Sb 0.73971(5) 0.49278(4) 0.44094(4) 0.02308(17) Uani 1 1 d . . . . .
Sb2 Sb 0.90008(5) 0.60436(4) 0.15901(4) 0.02650(17) Uani 1 1 d . . . . .
S1 S 0.3948(2) 0.71022(15) 0.26172(18) 0.0309(5) Uani 1 1 d . . . . .
F7 F 0.8506(4) 0.5088(3) 0.2978(4) 0.0278(10) Uani 1 1 d . . . . .
F3 F 0.6609(4) 0.6246(3) 0.3921(4) 0.0295(10) Uani 1 1 d . . . . .
F1 F 0.5103(5) 0.7940(3) 0.2535(4) 0.0352(11) Uani 1 1 d . . . . .
F11 F 1.0859(5) 0.5692(4) 0.2210(4) 0.0417(12) Uani 1 1 d . . . . .
F9 F 0.7092(5) 0.6270(4) 0.1105(4) 0.0443(12) Uani 1 1 d . . . . .
F8 F 0.8785(5) 0.4836(4) 0.0578(4) 0.0435(12) Uani 1 1 d . . . . .
F6 F 0.8275(5) 0.3625(3) 0.4738(4) 0.0351(11) Uani 1 1 d . . . . .
F5 F 0.8887(4) 0.5617(3) 0.5429(4) 0.0320(10) Uani 1 1 d . . . . .
F2 F 0.6410(5) 0.4771(4) 0.5734(4) 0.0380(11) Uani 1 1 d . . . . .
F12 F 0.9433(5) 0.6930(4) 0.0317(4) 0.0387(11) Uani 1 1 d . . . . .
F10 F 0.9133(6) 0.7111(3) 0.2795(4) 0.0443(12) Uani 1 1 d . . . . .
F4 F 0.6064(5) 0.4317(4) 0.3150(4) 0.0407(12) Uani 1 1 d . . . . .
O1 O 0.4075(6) 0.6353(4) 0.1524(5) 0.0349(13) Uani 1 1 d . . . . .
O2 O 0.2648(5) 0.7754(4) 0.2052(5) 0.0337(13) Uani 1 1 d . . . . .
C2 C 0.2046(9) 0.8451(7) 0.2943(8) 0.038(2) Uani 1 1 d . . . . .
H4 H 0.193677 0.804559 0.370610 0.057 Uiso 1 1 calc R U . . .
H6 H 0.113293 0.871395 0.251007 0.057 Uiso 1 1 calc R U . . .
H5 H 0.267325 0.905317 0.319841 0.057 Uiso 1 1 calc R U . . .
C1 C 0.3916(9) 0.6724(7) 0.0185(7) 0.041(2) Uani 1 1 d . . . . .
H3 H 0.295589 0.696905 -0.011359 0.061 Uiso 1 1 calc R U . . .
H1 H 0.412061 0.613928 -0.036019 0.061 Uiso 1 1 calc R U . . .
H2 H 0.456527 0.731055 0.013948 0.061 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 0.0033 0.0016 '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 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sb Sb -0.5866 1.5461 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
F4 Sb1 F6 90.3(2) . . ?
F4 Sb1 F2 96.2(2) . . ?
F6 Sb1 F2 92.8(2) . . ?
F4 Sb1 F5 169.6(2) . . ?
F6 Sb1 F5 91.20(19) . . ?
F2 Sb1 F5 94.0(2) . . ?
F4 Sb1 F3 88.44(19) . . ?
F6 Sb1 F3 173.66(19) . . ?
F2 Sb1 F3 93.5(2) . . ?
F5 Sb1 F3 88.95(18) . . ?
F4 Sb1 F7 84.37(19) . . ?
F6 Sb1 F7 86.40(18) . . ?
F2 Sb1 F7 179.03(18) . . ?
F5 Sb1 F7 85.47(18) . . ?
F3 Sb1 F7 87.29(17) . . ?
F10 Sb2 F8 170.9(2) . . ?
F10 Sb2 F9 91.0(2) . . ?
F8 Sb2 F9 88.1(2) . . ?
F10 Sb2 F12 94.0(2) . . ?
F8 Sb2 F12 95.1(2) . . ?
F9 Sb2 F12 93.3(2) . . ?
F10 Sb2 F11 89.5(2) . . ?
F8 Sb2 F11 90.4(2) . . ?
F9 Sb2 F11 173.1(2) . . ?
F12 Sb2 F11 93.6(2) . . ?
F10 Sb2 F7 85.75(19) . . ?
F8 Sb2 F7 85.19(19) . . ?
F9 Sb2 F7 86.04(18) . . ?
F12 Sb2 F7 179.25(18) . . ?
F11 Sb2 F7 87.11(18) . . ?
O1 S1 O2 102.3(3) . . ?
O1 S1 F1 102.5(3) . . ?
O2 S1 F1 99.7(3) . . ?
Sb2 F7 Sb1 146.4(2) . . ?
C1 O1 S1 122.0(5) . . ?
C2 O2 S1 117.5(4) . . ?
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
Sb1 F4 1.849(4) . ?
Sb1 F6 1.854(4) . ?
Sb1 F2 1.855(4) . ?
Sb1 F5 1.857(4) . ?
Sb1 F3 1.863(4) . ?
Sb1 F7 2.031(4) . ?
Sb2 F10 1.843(4) . ?
Sb2 F8 1.852(4) . ?
Sb2 F9 1.858(4) . ?
Sb2 F12 1.860(4) . ?
Sb2 F11 1.861(4) . ?
Sb2 F7 2.028(4) . ?
S1 O1 1.517(6) . ?
S1 O2 1.535(5) . ?
S1 F1 1.558(5) . ?
O1 C1 1.476(9) . ?
O2 C2 1.488(9) . ?
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
O2 S1 O1 C1 44.7(7) . . . . ?
F1 S1 O1 C1 -58.3(6) . . . . ?
O1 S1 O2 C2 169.3(5) . . . . ?
F1 S1 O2 C2 -85.6(6) . . . . ?
