#------------------------------------------------------------------------------
#$Date: 2023-08-02 00:58:50 +0300 (Wed, 02 Aug 2023) $
#$Revision: 285406 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/19/7131956.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_7131956
loop_
_publ_author_name
'Mandal, Dipendu'
'Qu, Zheng-wang'
'Grimme, Stefan'
'Stephan, Douglas W.'
_publ_section_title
;
 Electron-deficient cyclopropenium cations as Lewis acids in FLP chemistry
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D3CC02684A
_journal_year                    2023
_chemical_formula_moiety         'C2 H F6 O6 S2, C21 F15'
_chemical_formula_sum            'C23 H F21 O6 S2'
_chemical_formula_weight         836.36
_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_Hall           'P 2 2ab'
_space_group_name_H-M_alt        'P 21 21 2'
_atom_sites_solution_hydrogens   difmap
_audit_creation_date             2023-04-25
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2023-04-25 deposited with the CCDC.	2023-08-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   14.1776(14)
_cell_length_b                   8.8685(7)
_cell_length_c                   11.4845(12)
_cell_measurement_reflns_used    9879
_cell_measurement_temperature    149.99
_cell_measurement_theta_max      26.23
_cell_measurement_theta_min      2.28
_cell_volume                     1444.0(2)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_diffrn_ambient_temperature      149.99
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0633
_diffrn_reflns_av_unetI/netI     0.0324
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            22444
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         1.773
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.361
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.924
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.67
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.216
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.048
_refine_ls_abs_structure_details
;
 Flack x determined using 931 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.07(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     239
_refine_ls_number_reflns         2544
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0371
_refine_ls_R_factor_gt           0.0312
_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)+(0.0406P)²+0.6317P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0768
_refine_ls_wR_factor_ref         0.0820
_reflns_Friedel_coverage         0.717
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                2319
_reflns_number_total             2544
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3cc02684a2.cif
_cod_data_source_block           1_CCDC1
_cod_database_code               7131956
_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_max   0.918
_shelx_estimated_absorpt_t_min   0.794
_olex2_refinement_description
;
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -z'
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
S1 S 0.34876(6) 0.59767(9) 0.75033(9) 0.0311(2) Uani 1 1 d . . . . .
O5 O 0.41635(18) 0.4697(3) 0.7394(3) 0.0361(6) Uani 1 1 d . . . . .
O14 O 0.3937(2) 0.7399(3) 0.7416(3) 0.0448(7) Uani 1 1 d . . . . .
F15 F 0.2672(2) 0.4558(3) 0.9215(3) 0.0665(8) Uani 1 1 d . . . . .
F18 F 0.2578(2) 0.6963(4) 0.9297(3) 0.0707(9) Uani 1 1 d . . . . .
F21 F 0.3880(2) 0.5843(4) 0.9713(2) 0.0647(8) Uani 1 1 d . . . . .
O22 O 0.2655(2) 0.5713(3) 0.6855(3) 0.0505(8) Uani 1 1 d . . . . .
C24 C 0.3138(3) 0.5826(5) 0.9026(4) 0.0412(9) Uani 1 1 d . . . . .
F1 F 0.48097(14) 0.1762(3) 0.50763(17) 0.0350(5) Uani 1 1 d . . . . .
F2 F 0.28241(15) 0.0701(3) 0.82518(19) 0.0390(5) Uani 1 1 d . . . . .
F3 F 0.14153(15) 0.2274(3) 0.7215(2) 0.0538(7) Uani 1 1 d . . . . .
F4 F 0.17293(16) 0.3617(3) 0.5135(2) 0.0487(7) Uani 1 1 d . . . . .
F6 F 0.34164(17) 0.3422(3) 0.40825(19) 0.0418(6) Uani 1 1 d . . . . .
F7 F 0.42735(16) 0.2381(2) 0.9564(2) 0.0405(6) Uani 1 1 d . . . . .
C8 C 0.500000 0.000000 0.8279(4) 0.0212(10) Uani 1 2 d S T P . .
C9 C 0.3271(3) 0.2696(4) 0.5081(3) 0.0274(8) Uani 1 1 d . . . . .
C10 C 0.4587(2) 0.0416(3) 0.7254(3) 0.0200(7) Uani 1 1 d . . . . .
C11 C 0.4621(3) 0.1202(4) 1.0149(3) 0.0322(8) Uani 1 1 d . . . . .
C12 C 0.3843(2) 0.1185(3) 0.6678(3) 0.0207(7) Uani 1 1 d . . . . .
C13 C 0.3973(2) 0.1861(4) 0.5591(3) 0.0227(7) Uani 1 1 d . . . . .
F16 F 0.500000 0.000000 1.3088(3) 0.0752(15) Uani 1 2 d S T P . .
C17 C 0.2256(2) 0.2131(4) 0.6692(4) 0.0319(8) Uani 1 1 d . . . . .
F19 F 0.4307(2) 0.2408(3) 1.1930(2) 0.0658(9) Uani 1 1 d . . . . .
C20 C 0.2968(2) 0.1345(4) 0.7217(3) 0.0271(8) Uani 1 1 d . . . . .
C23 C 0.2412(2) 0.2811(4) 0.5633(4) 0.0313(8) Uani 1 1 d . . . . .
C25 C 0.500000 0.000000 0.9529(4) 0.0244(10) Uani 1 2 d S T P . .
C26 C 0.4635(3) 0.1217(5) 1.1343(4) 0.0437(11) Uani 1 1 d . . . . .
C27 C 0.500000 0.000000 1.1925(5) 0.0493(17) Uani 1 2 d S T P . .
H5 H 0.500000 0.500000 0.740(8) 0.11(3) Uiso 1 2 d S . P . .
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'
F F 0.0171 0.0103 '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'
S S 0.1246 0.1234 '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
O5 S1 C24 101.51(18) . . ?
O14 S1 O5 112.51(16) . . ?
O14 S1 C24 104.8(2) . . ?
O22 S1 O5 111.49(16) . . ?
O22 S1 O14 119.01(18) . . ?
O22 S1 C24 105.4(2) . . ?
S1 O5 H5 117.3(5) . . ?
F15 C24 S1 110.8(3) . . ?
F18 C24 S1 109.5(3) . . ?
F18 C24 F15 108.1(3) . . ?
F21 C24 S1 110.9(3) . . ?
F21 C24 F15 108.2(4) . . ?
F21 C24 F18 109.3(4) . . ?
C10 C8 C10 60.9(3) . 2_655 ?
C10 C8 C25 149.56(17) 2_655 . ?
C10 C8 C25 149.56(17) . . ?
F6 C9 C13 121.1(3) . . ?
F6 C9 C23 119.9(3) . . ?
C13 C9 C23 119.0(3) . . ?
C8 C10 C10 59.57(17) . 2_655 ?
C8 C10 C12 148.2(3) . . ?
C10 C10 C12 152.20(19) 2_655 . ?
F7 C11 C25 119.0(3) . . ?
F7 C11 C26 120.0(4) . . ?
C26 C11 C25 120.9(4) . . ?
C13 C12 C10 121.6(3) . . ?
C20 C12 C10 120.2(3) . . ?
C20 C12 C13 118.1(3) . . ?
F1 C13 C9 119.6(3) . . ?
F1 C13 C12 119.2(3) . . ?
C9 C13 C12 121.1(3) . . ?
F3 C17 C20 120.4(4) . . ?
F3 C17 C23 119.9(3) . . ?
C20 C17 C23 119.7(3) . . ?
F2 C20 C12 119.2(3) . . ?
F2 C20 C17 119.9(3) . . ?
C17 C20 C12 120.8(3) . . ?
F4 C23 C9 119.0(4) . . ?
F4 C23 C17 119.8(3) . . ?
C17 C23 C9 121.1(3) . . ?
C11 C25 C8 120.8(2) 2_655 . ?
C11 C25 C8 120.8(2) . . ?
C11 C25 C11 118.4(5) 2_655 . ?
F19 C26 C11 120.5(4) . . ?
F19 C26 C27 120.6(4) . . ?
C27 C26 C11 119.0(4) . . ?
F16 C27 C26 119.1(3) . . ?
F16 C27 C26 119.1(3) . 2_655 ?
C26 C27 C26 121.7(5) . 2_655 ?
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
S1 O5 1.490(3) . ?
S1 O14 1.417(3) . ?
S1 O22 1.416(3) . ?
S1 C24 1.823(4) . ?
O5 H5 1.216(3) . ?
F15 C24 1.322(5) . ?
F18 C24 1.320(5) . ?
F21 C24 1.315(5) . ?
F1 C13 1.328(4) . ?
F2 C20 1.334(4) . ?
F3 C17 1.341(4) . ?
F4 C23 1.332(4) . ?
F6 C9 1.331(4) . ?
F7 C11 1.337(5) . ?
C8 C10 1.366(5) 2_655 ?
C8 C10 1.366(5) . ?
C8 C25 1.435(7) . ?
C9 C13 1.372(5) . ?
C9 C23 1.376(5) . ?
C10 C10 1.384(6) 2_655 ?
C10 C12 1.420(5) . ?
C11 C25 1.390(4) . ?
C11 C26 1.372(6) . ?
C12 C13 1.397(5) . ?
C12 C20 1.394(5) . ?
F16 C27 1.336(6) . ?
C17 C20 1.367(5) . ?
C17 C23 1.375(6) . ?
F19 C26 1.336(5) . ?
C26 C27 1.371(6) . ?
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
O5 S1 C24 F15 -65.3(3) . . . . ?
O5 S1 C24 F18 175.6(3) . . . . ?
O5 S1 C24 F21 54.9(3) . . . . ?
O14 S1 C24 F15 177.5(3) . . . . ?
O14 S1 C24 F18 58.3(3) . . . . ?
O14 S1 C24 F21 -62.4(3) . . . . ?
O22 S1 C24 F15 51.1(3) . . . . ?
O22 S1 C24 F18 -68.1(3) . . . . ?
O22 S1 C24 F21 171.2(3) . . . . ?
F3 C17 C20 F2 0.8(5) . . . . ?
F3 C17 C20 C12 179.7(3) . . . . ?
F3 C17 C23 F4 0.4(5) . . . . ?
F3 C17 C23 C9 179.3(3) . . . . ?
F6 C9 C13 F1 -0.7(5) . . . . ?
F6 C9 C13 C12 175.5(3) . . . . ?
F6 C9 C23 F4 2.0(5) . . . . ?
F6 C9 C23 C17 -177.0(3) . . . . ?
F7 C11 C25 C8 -1.5(4) . . . . ?
F7 C11 C25 C11 178.5(4) . . . 2_655 ?
F7 C11 C26 F19 -0.2(6) . . . . ?
F7 C11 C26 C27 -179.6(3) . . . . ?
C8 C10 C12 C13 148.8(4) . . . . ?
C8 C10 C12 C20 -28.0(7) . . . . ?
C10 C8 C10 C12 -178.9(7) 2_655 . . . ?
C10 C8 C25 C11 -31.0(3) 2_655 . . 2_655 ?
C10 C8 C25 C11 149.0(3) 2_655 . . . ?
C10 C8 C25 C11 -31.0(3) . . . . ?
C10 C8 C25 C11 149.0(3) . . . 2_655 ?
C10 C10 C12 C13 -29.1(10) 2_655 . . . ?
C10 C10 C12 C20 154.1(7) 2_655 . . . ?
C10 C12 C13 F1 1.1(5) . . . . ?
C10 C12 C13 C9 -175.1(3) . . . . ?
C10 C12 C20 F2 -3.5(5) . . . . ?
C10 C12 C20 C17 177.5(3) . . . . ?
C11 C26 C27 F16 -178.8(3) . . . . ?
C11 C26 C27 C26 1.2(3) . . . 2_655 ?
C13 C9 C23 F4 -179.7(3) . . . . ?
C13 C9 C23 C17 1.3(5) . . . . ?
C13 C12 C20 F2 179.5(3) . . . . ?
C13 C12 C20 C17 0.6(5) . . . . ?
F19 C26 C27 F16 1.8(4) . . . . ?
F19 C26 C27 C26 -178.2(4) . . . 2_655 ?
C20 C12 C13 F1 178.0(3) . . . . ?
C20 C12 C13 C9 1.8(5) . . . . ?
C20 C17 C23 F4 -177.9(3) . . . . ?
C20 C17 C23 C9 1.0(6) . . . . ?
C23 C9 C13 F1 -178.9(3) . . . . ?
C23 C9 C13 C12 -2.7(5) . . . . ?
C23 C17 C20 F2 179.1(3) . . . . ?
C23 C17 C20 C12 -2.0(5) . . . . ?
C25 C8 C10 C10 179.999(3) . . . 2_655 ?
C25 C8 C10 C12 1.1(7) . . . . ?
C25 C11 C26 F19 177.1(3) . . . . ?
C25 C11 C26 C27 -2.3(5) . . . . ?
C26 C11 C25 C8 -178.8(3) . . . . ?
C26 C11 C25 C11 1.2(3) . . . 2_655 ?
