#------------------------------------------------------------------------------
#$Date: 2024-08-07 01:02:56 +0300 (Wed, 07 Aug 2024) $
#$Revision: 293983 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/31/25/2312521.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_2312521
loop_
_publ_author_name
'Pickl, Thomas'
'Zuber, Julian'
'Stephan, Johannes'
'Pöthig, Alexander'
_publ_section_title
;
 Crystal structure elucidation of a geminal and vicinal
 bis(trifluoromethanesulfonate) ester.
;
_journal_coeditor_code           OJ3019
_journal_issue                   'Pt 7'
_journal_name_full
'Acta crystallographica. Section C, Structural chemistry'
_journal_page_first              278
_journal_page_last               283
_journal_paper_doi               10.1107/S2053229624005230
_journal_volume                  80
_journal_year                    2024
_chemical_formula_iupac          'C4 H4 F6 O6 S2'
_chemical_formula_sum            'C4 H4 F6 O6 S2'
_chemical_formula_weight         326.19
_chemical_name_common
;
Ethylene bis(triflate)
;
_chemical_name_systematic
;
Ethane-1,2-diyl bis(trifluoromethanesulfonate)
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method
;
FinalCif V133 by Daniel Kratzert, Freiburg 2024,
https://dkratzert.de/finalcif.html
;
_cell_angle_alpha                83.540(9)
_cell_angle_beta                 64.178(9)
_cell_angle_gamma                89.593(9)
_cell_formula_units_Z            4
_cell_length_a                   10.036(4)
_cell_length_b                   10.664(3)
_cell_length_c                   11.276(4)
_cell_measurement_reflns_used    3670
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.344
_cell_measurement_theta_min      2.26
_cell_volume                     1078.2(7)
_computing_cell_refinement
;
SAINT (Bruker, 2019)
;
_computing_data_collection
;
APEX4 (Bruker, 2022)
;
_computing_data_reduction
;
SAINT (Bruker, 2019)
;
_computing_molecular_graphics
;
PLATON (Spek, 2020)
;
_computing_publication_material
;
PLATON (Spek, 2020), enCIFer (Allen et al.,  2004) and
FinalCif (Kratzert, 2023)
;
_computing_structure_refinement
;
SHELXL (Sheldrick, 2015b) and SHELXLE (Hübschle et al.,
2011)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 CPAD
_diffrn_detector_area_resol_mean 16
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device       'three-angle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_radiation_monochromator  'Helios optic'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'TXS rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0786
_diffrn_reflns_av_unetI/netI     0.0701
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            4339
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.369
_diffrn_reflns_theta_min         1.924
_diffrn_source                   'TXS rotating anode'
_diffrn_source_current           50.0
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    0.600
_exptl_absorpt_correction_T_max  0.745373
_exptl_absorpt_correction_T_min  0.564122
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(TWINABS; Bruker, 2012)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.009
_exptl_crystal_description       plate
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.162
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.012
_refine_diff_density_max         0.604
_refine_diff_density_min         -0.548
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     326
_refine_ls_number_reflns         4339
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.073
_refine_ls_R_factor_all          0.0941
_refine_ls_R_factor_gt           0.0658
_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)+(0.0356P)²+5.6794P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1490
_refine_ls_wR_factor_ref         0.1657
_reflns_number_gt                3403
_reflns_number_total             4339
_reflns_threshold_expression     'I > 2σ(I)'
_twin_individual_id              2
_twin_individual_twin_matrix_11  0.00071
_twin_individual_twin_matrix_12  -0.0027
_twin_individual_twin_matrix_13  -0.99868
_twin_individual_twin_matrix_21  0.95311
_twin_individual_twin_matrix_22  0.21903
_twin_individual_twin_matrix_23  -0.12083
_twin_individual_twin_matrix_31  0.41847
_twin_individual_twin_matrix_32  -0.95442
_twin_individual_twin_matrix_33  -0.02247
_cod_data_source_file            oj3019.cif
_cod_data_source_block           2
_cod_depositor_comments
'Adding full bibliography for 2312521--2312522.cif.'
_cod_original_cell_volume        1078.2(6)
_cod_database_code               2312521
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
C C1 0.7390(7) 0.7806(7) -0.3145(7) 0.0305(15) Uani d 1 . .
C C2 0.7981(8) 0.5426(6) -0.0952(8) 0.0330(16) Uani d 1 . .
H H2A 0.902806 0.520173 -0.141213 0.040 Uiso calc 1 . .
H H2B 0.739825 0.497232 -0.130181 0.040 Uiso calc 1 . .
C C3 0.7408(7) 0.5038(6) 0.0505(7) 0.0269(14) Uani d 1 . .
H H3A 0.642752 0.539256 0.098399 0.032 Uiso calc 1 . .
H H3B 0.728878 0.410543 0.069459 0.032 Uiso calc 1 . .
C C4 0.7031(9) 0.5807(7) 0.3481(7) 0.0361(17) Uani d 1 . .
C C5 0.8589(8) 0.2726(6) 0.6257(7) 0.0302(14) Uani d 1 . .
C C6 0.7927(7) 0.0998(5) 0.9138(6) 0.0221(13) Uani d 1 . .
H H6A 0.899447 0.113447 0.889450 0.027 Uiso calc 1 . .
H H6B 0.782152 0.034746 0.862035 0.027 Uiso calc 1 . .
C C7 0.7111(7) 0.0564(6) 1.0578(6) 0.0241(13) Uani d 1 . .
H H7A 0.753362 -0.021922 1.080005 0.029 Uiso calc 1 . .
H H7B 0.605728 0.037346 1.080766 0.029 Uiso calc 1 . .
C C8 0.7390(8) 0.0661(7) 1.3534(7) 0.0357(17) Uani d 1 . .
O O1 0.5416(5) 0.6374(4) -0.1115(5) 0.0314(11) Uani d 1 . .
O O2 0.6156(5) 0.8470(4) -0.0780(5) 0.0280(10) Uani d 1 . .
O O3 0.7869(5) 0.6800(4) -0.1208(5) 0.0273(10) Uani d 1 . .
O O4 0.8474(5) 0.5512(4) 0.0961(5) 0.0271(10) Uani d 1 . .
O O5 0.7148(5) 0.7467(4) 0.1546(5) 0.0293(10) Uani d 1 . .
O O6 0.9481(5) 0.7020(5) 0.1759(5) 0.0378(12) Uani d 1 . .
O O7 0.6265(5) 0.1192(4) 0.7537(5) 0.0321(11) Uani d 1 . .
O O8 0.6023(5) 0.3478(4) 0.7861(5) 0.0294(10) Uani d 1 . .
O O9 0.7323(4) 0.2186(4) 0.8829(4) 0.0220(9) Uani d 1 . .
O O10 0.7222(5) 0.1561(4) 1.1360(4) 0.0269(10) Uani d 1 . .
O O11 0.9608(5) 0.0795(4) 1.1190(5) 0.0321(11) Uani d 1 . .
O O12 0.8618(5) 0.2776(4) 1.2118(5) 0.0358(12) Uani d 1 . .
F F1 0.7956(5) 0.6816(4) -0.3792(4) 0.0465(11) Uani d 1 . .
F F2 0.6383(5) 0.8273(4) -0.3533(5) 0.0492(12) Uani d 1 . .
F F3 0.8467(5) 0.8687(4) -0.3484(4) 0.0440(11) Uani d 1 . .
F F4 0.5908(5) 0.5129(4) 0.3503(4) 0.0496(12) Uani d 1 . .
F F5 0.7841(6) 0.5051(4) 0.3855(5) 0.0506(12) Uani d 1 . .
F F6 0.6486(6) 0.6642(5) 0.4320(5) 0.0556(13) Uani d 1 . .
F F7 0.8389(5) 0.2819(4) 0.5157(4) 0.0397(10) Uani d 1 . .
F F8 0.9190(4) 0.3805(4) 0.6300(4) 0.0357(9) Uani d 1 . .
F F9 0.9521(4) 0.1820(4) 0.6202(4) 0.0363(10) Uani d 1 . .
F F10 0.6861(6) -0.0449(4) 1.3420(5) 0.0580(14) Uani d 1 . .
F F11 0.6265(5) 0.1269(5) 1.4300(4) 0.0518(12) Uani d 1 . .
F F12 0.8276(6) 0.0428(4) 1.4110(4) 0.0480(12) Uani d 1 . .
S S1 0.65129(17) 0.73351(14) -0.13709(15) 0.0212(3) Uani d 1 . .
S S2 0.81148(18) 0.66163(14) 0.18055(17) 0.0247(4) Uani d 1 . .
S S3 0.68116(17) 0.23493(14) 0.77089(16) 0.0227(3) Uani d 1 . .
S S4 0.84046(18) 0.15361(14) 1.18972(16) 0.0237(3) Uani d 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
H H 0.0000 0.0000 '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
F3 C1 F1 . . 108.8(6) ?
F3 C1 F2 . . 108.5(6) ?
F1 C1 F2 . . 107.9(6) ?
F3 C1 S1 . . 111.3(5) ?
F1 C1 S1 . . 110.6(5) ?
F2 C1 S1 . . 109.6(5) ?
O3 C2 C3 . . 109.8(5) ?
O4 C3 C2 . . 108.9(5) ?
F5 C4 F6 . . 109.2(6) ?
F5 C4 F4 . . 108.6(6) ?
F6 C4 F4 . . 108.5(7) ?
F5 C4 S2 . . 111.3(5) ?
F6 C4 S2 . . 109.7(5) ?
F4 C4 S2 . . 109.5(5) ?
F8 C5 F9 . . 108.6(6) ?
F8 C5 F7 . . 108.5(5) ?
F9 C5 F7 . . 108.8(6) ?
F8 C5 S3 . . 111.2(5) ?
F9 C5 S3 . . 110.0(4) ?
F7 C5 S3 . . 109.6(5) ?
O9 C6 C7 . . 109.1(5) ?
C6 C7 O10 . . 110.0(5) ?
F11 C8 F12 . . 108.9(6) ?
F11 C8 F10 . . 107.7(6) ?
F12 C8 F10 . . 108.1(6) ?
F11 C8 S4 . . 112.1(5) ?
F12 C8 S4 . . 110.2(5) ?
F10 C8 S4 . . 109.6(5) ?
C2 O3 S1 . . 120.5(4) ?
C3 O4 S2 . . 121.4(4) ?
C6 O9 S3 . . 121.4(4) ?
C7 O10 S4 . . 121.4(4) ?
O2 S1 O1 . . 121.9(3) ?
O2 S1 O3 . . 108.4(3) ?
O1 S1 O3 . . 112.0(3) ?
O2 S1 C1 . . 105.9(3) ?
O1 S1 C1 . . 107.1(3) ?
O3 S1 C1 . . 98.9(3) ?
O6 S2 O5 . . 122.7(3) ?
O6 S2 O4 . . 105.6(3) ?
O5 S2 O4 . . 112.3(3) ?
O6 S2 C4 . . 106.2(3) ?
O5 S2 C4 . . 106.0(3) ?
O4 S2 C4 . . 101.8(3) ?
O7 S3 O8 . . 123.2(3) ?
O7 S3 O9 . . 112.2(3) ?
O8 S3 O9 . . 106.4(3) ?
O7 S3 C5 . . 106.0(3) ?
O8 S3 C5 . . 105.9(3) ?
O9 S3 C5 . . 100.5(3) ?
O12 S4 O11 . . 122.1(3) ?
O12 S4 O10 . . 107.5(3) ?
O11 S4 O10 . . 111.9(3) ?
O12 S4 C8 . . 105.7(3) ?
O11 S4 C8 . . 106.3(3) ?
O10 S4 C8 . . 101.1(3) ?
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 F3 . 1.331(8) ?
C1 F1 . 1.332(8) ?
C1 F2 . 1.337(8) ?
C1 S1 . 1.810(7) ?
C2 O3 . 1.474(7) ?
C2 C3 . 1.493(10) ?
C3 O4 . 1.487(7) ?
C4 F5 . 1.305(8) ?
C4 F6 . 1.311(9) ?
C4 F4 . 1.332(8) ?
C4 S2 . 1.831(8) ?
C5 F8 . 1.318(8) ?
C5 F9 . 1.327(8) ?
C5 F7 . 1.334(8) ?
C5 S3 . 1.828(7) ?
C6 O9 . 1.473(7) ?
C6 C7 . 1.483(9) ?
C7 O10 . 1.489(7) ?
C8 F11 . 1.308(9) ?
C8 F12 . 1.318(8) ?
C8 F10 . 1.342(8) ?
C8 S4 . 1.817(8) ?
O1 S1 . 1.420(4) ?
O2 S1 . 1.416(4) ?
O3 S1 . 1.548(4) ?
O4 S2 . 1.540(5) ?
O5 S2 . 1.423(4) ?
O6 S2 . 1.417(5) ?
O7 S3 . 1.420(4) ?
O8 S3 . 1.421(4) ?
O9 S3 . 1.551(4) ?
O10 S4 . 1.549(4) ?
O11 S4 . 1.417(5) ?
O12 S4 . 1.407(5) ?
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
F5 F7 2.823(7) 1_555 1_555 yes
F7 F12 2.951(7) 1_555 1_554 yes
F3 F9 2.954(5) 1_555 2_765 yes
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C2 H2B O8 1_555 1_555 1_554 0.99 2.615 3.600(10) 171.72 yes
C3 H3A O1 1_555 1_555 2_665 0.99 2.597 2.984(9) 103.25 yes
C3 H3B O1 1_555 1_555 2_665 0.99 2.588 2.984(9) 103.80 yes
C3 H3A O8 1_555 1_555 2_666 0.99 2.591 3.579(8) 174.78 yes
C6 H6A O6 1_555 1_555 2_766 0.99 2.343 3.092(8) 131.72 yes
C6 H6A O11 1_555 1_555 2_757 0.99 2.469 3.034(8) 115.81 yes
C6 H6B O2 1_555 1_555 1_564 0.99 2.453 3.210(8) 132.93 yes
C7 H7A O5 1_555 1_555 1_564 0.99 2.492 3.365(8) 146.89 yes
C7 H7B O7 1_555 1_555 2_657 0.99 2.696 3.525(7) 141.55 yes
C7 H7B O2 1_555 1_555 2_666 0.99 2.543 3.349(9) 138.49 yes
