#------------------------------------------------------------------------------
#$Date: 2024-02-04 14:20:35 +0200 (Sun, 04 Feb 2024) $
#$Revision: 289582 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/29/7062954.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_7062954
loop_
_publ_author_name
'Nakazono, Yosuke'
'Inoue, Ryota'
'Sumitani, Ryo'
'Mochida, Tomoyuki'
_publ_section_title
;
 Ionic plastic crystals and ionic liquids containing quaternary cations
 with alkenyl substituents: chemical phase transformations by bromine
 vapor
;
_journal_issue                   5
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              2219
_journal_page_last               2225
_journal_paper_doi               10.1039/D3NJ05633C
_journal_volume                  48
_journal_year                    2024
_chemical_formula_moiety         C12H20F6N2O4S2
_chemical_formula_sum            'C12 H20 F6 N2 O4 S2'
_chemical_formula_weight         434.42
_chemical_name_common            NEt4ACPFSA
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2023-02-02 deposited with the CCDC.	2024-01-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 127.576(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   23.447(6)
_cell_length_b                   10.992(3)
_cell_length_c                   17.992(7)
_cell_measurement_reflns_used    2290
_cell_measurement_temperature    90.(2)
_cell_measurement_theta_max      27.6492
_cell_measurement_theta_min      2.1920
_cell_volume                     3675(2)
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_collection       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 833)'
_computing_publication_material  'Generate Report (Bruker AXS Inc., 2017)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      90(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  'Bruker Helios multilayer confocal mirror'
_diffrn_radiation_source         'Bruker TXS fine-focus rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0586
_diffrn_reflns_av_unetI/netI     0.0799
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            10214
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.15
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'Bruker Turbo X-ray Source'
_exptl_absorpt_coefficient_mu    0.368
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_correction_T_min  0.74
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.570
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1792
_exptl_crystal_size_max          0.080
_exptl_crystal_size_mid          0.036
_exptl_crystal_size_min          0.015
_refine_diff_density_max         0.425
_refine_diff_density_min         -0.615
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     238
_refine_ls_number_reflns         4189
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.009
_refine_ls_R_factor_all          0.0978
_refine_ls_R_factor_gt           0.0498
_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)+(0.0498P)²+0.6643P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1017
_refine_ls_wR_factor_ref         0.1171
_reflns_number_gt                2661
_reflns_number_total             4189
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3nj05633c2.cif
_cod_data_source_block           NEt4ACPFSA_90K
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-Scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 

 Adding full bibliography for 7062954--7062955.cif.
;
_cod_original_cell_volume        3675.(2)
_cod_database_code               7062954
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S S1 0.85414(4) 0.24426(7) 0.75894(5) 0.0364(2) Uani d . . . 1 . .
S S2 0.76935(4) 0.33699(6) 0.80167(5) 0.02328(17) Uani d . . . 1 . .
F F1 0.94743(10) 0.4035(3) 0.78474(14) 0.0782(7) Uani d . . . 1 . .
F F2 0.96866(9) 0.3328(2) 0.91296(12) 0.0707(7) Uani d . . . 1 . .
F F3 0.93263(11) 0.56419(19) 0.89007(13) 0.0662(7) Uani d . . . 1 . .
F F4 0.83784(9) 0.53624(15) 0.74572(11) 0.0410(4) Uani d . . . 1 . .
F F5 0.80301(9) 0.56188(13) 0.86051(11) 0.0418(5) Uani d . . . 1 . .
F F6 0.88199(8) 0.42712(14) 0.95769(10) 0.0355(4) Uani d . . . 1 . .
O O1 0.74791(11) 0.30486(18) 0.85834(13) 0.0377(5) Uani d . . . 1 . .
O O2 0.71650(9) 0.38419(16) 0.70978(12) 0.0276(4) Uani d . . . 1 . .
O O3 0.89828(14) 0.1404(2) 0.78122(15) 0.0701(9) Uani d . . . 1 . .
O O4 0.80866(10) 0.28349(17) 0.66360(12) 0.0303(5) Uani d . . . 1 . .
N N1 0.63037(10) 0.51382(18) 0.45226(13) 0.0190(5) Uani d . . . 1 . .
N N2 0.81820(12) 0.23169(19) 0.80942(15) 0.0305(6) Uani d . . . 1 . .
C C1 0.75844(14) 0.4794(3) 0.50705(19) 0.0309(7) Uani d . . . 1 . .
H H1A 0.746831 0.395837 0.483043 0.046 Uiso calc U . R 1 . .
H H1B 0.808891 0.483641 0.562785 0.046 Uiso calc U . R 1 . .
H H1C 0.750712 0.534167 0.458686 0.046 Uiso calc U . R 1 . .
C C2 0.71043(12) 0.5171(2) 0.53269(17) 0.0221(6) Uani d . . . 1 . .
H H2A 0.723552 0.600839 0.558223 0.027 Uiso calc U . R 1 . .
H H2B 0.720092 0.462913 0.583163 0.027 Uiso calc U . R 1 . .
C C3 0.62024(15) 0.2898(2) 0.4814(2) 0.0297(6) Uani d . . . 1 . .
H H3A 0.601841 0.211417 0.449135 0.045 Uiso calc U . R 1 . .
H H3B 0.596072 0.311724 0.508741 0.045 Uiso calc U . R 1 . .
H H3C 0.672179 0.283572 0.531316 0.045 Uiso calc U . R 1 . .
C C4 0.60579(14) 0.3863(2) 0.41225(18) 0.0254(6) Uani d . . . 1 . .
H H4A 0.553403 0.388584 0.360725 0.031 Uiso calc U . R 1 . .
H H4B 0.629978 0.362273 0.384696 0.031 Uiso calc U . R 1 . .
C C5 0.63063(15) 0.7274(2) 0.3946(2) 0.0301(7) Uani d . . . 1 . .
H H5A 0.618531 0.770545 0.338964 0.045 Uiso calc U . R 1 . .
H H5B 0.68228 0.735457 0.445457 0.045 Uiso calc U . R 1 . .
H H5C 0.603377 0.762483 0.414343 0.045 Uiso calc U . R 1 . .
C C6 0.61156(14) 0.5938(2) 0.37130(17) 0.0243(6) Uani d . . . 1 . .
H H6A 0.559175 0.587241 0.320451 0.029 Uiso calc U . R 1 . .
H H6B 0.636541 0.561426 0.346746 0.029 Uiso calc U . R 1 . .
C C7 0.47331(15) 0.6580(3) 0.3931(2) 0.0392(7) Uani d . . . 1 . .
H H7A 0.495905 0.734983 0.416476 0.047 Uiso calc U . R 1 . .
H H7B 0.422425 0.65288 0.348685 0.047 Uiso calc U . R 1 . .
C C8 0.51234(14) 0.5587(3) 0.42223(19) 0.0282(6) Uani d . . . 1 . .
H H8 0.488352 0.482926 0.397725 0.034 Uiso calc U . R 1 . .
C C9 0.59217(12) 0.5584(2) 0.49154(17) 0.0211(6) Uani d . . . 1 . .
H H9A 0.606327 0.505873 0.545057 0.025 Uiso calc U . R 1 . .
H H9B 0.608695 0.642002 0.515834 0.025 Uiso calc U . R 1 . .
C C10 0.91632(15) 0.3710(4) 0.8245(2) 0.0468(9) Uani d . . . 1 . .
C C11 0.88073(15) 0.4832(3) 0.83102(19) 0.0364(7) Uani d . . . 1 . .
C C12 0.83638(14) 0.4591(2) 0.86618(18) 0.0259(6) 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'
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'
N N 0.0061 0.0033 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O3 S1 O4 . . 117.57(12) ?
O3 S1 N2 . . 108.62(14) ?
O4 S1 N2 . . 116.66(12) ?
O3 S1 C10 . . 105.78(17) ?
O4 S1 C10 . . 105.17(14) ?
N2 S1 C10 . . 101.01(13) ?
O2 S2 O1 . . 118.77(12) ?
O2 S2 N2 . . 116.15(12) ?
O1 S2 N2 . . 107.98(12) ?
O2 S2 C12 . . 105.62(11) ?
O1 S2 C12 . . 105.46(12) ?
N2 S2 C12 . . 100.65(13) ?
C6 N1 C2 . . 111.57(19) ?
C6 N1 C4 . . 105.96(18) ?
C2 N1 C4 . . 111.40(19) ?
C6 N1 C9 . . 110.53(18) ?
C2 N1 C9 . . 106.59(18) ?
C4 N1 C9 . . 110.88(19) ?
S2 N2 S1 . . 120.01(14) ?
C2 C1 H1A . . 109.5 ?
C2 C1 H1B . . 109.5 ?
H1A C1 H1B . . 109.5 ?
C2 C1 H1C . . 109.5 ?
H1A C1 H1C . . 109.5 ?
H1B C1 H1C . . 109.5 ?
C1 C2 N1 . . 114.9(2) ?
C1 C2 H2A . . 108.6 ?
N1 C2 H2A . . 108.6 ?
C1 C2 H2B . . 108.6 ?
N1 C2 H2B . . 108.6 ?
H2A C2 H2B . . 107.5 ?
C4 C3 H3A . . 109.5 ?
C4 C3 H3B . . 109.5 ?
H3A C3 H3B . . 109.5 ?
C4 C3 H3C . . 109.5 ?
H3A C3 H3C . . 109.5 ?
H3B C3 H3C . . 109.5 ?
C3 C4 N1 . . 115.4(2) ?
C3 C4 H4A . . 108.4 ?
N1 C4 H4A . . 108.4 ?
C3 C4 H4B . . 108.4 ?
N1 C4 H4B . . 108.4 ?
H4A C4 H4B . . 107.5 ?
C6 C5 H5A . . 109.5 ?
C6 C5 H5B . . 109.5 ?
H5A C5 H5B . . 109.5 ?
C6 C5 H5C . . 109.5 ?
H5A C5 H5C . . 109.5 ?
H5B C5 H5C . . 109.5 ?
N1 C6 C5 . . 115.5(2) ?
N1 C6 H6A . . 108.4 ?
C5 C6 H6A . . 108.4 ?
N1 C6 H6B . . 108.4 ?
C5 C6 H6B . . 108.4 ?
H6A C6 H6B . . 107.5 ?
C8 C7 H7A . . 120.0 ?
C8 C7 H7B . . 120.0 ?
H7A C7 H7B . . 120.0 ?
C7 C8 C9 . . 123.5(3) ?
C7 C8 H8 . . 118.2 ?
C9 C8 H8 . . 118.2 ?
C8 C9 N1 . . 114.1(2) ?
C8 C9 H9A . . 108.7 ?
N1 C9 H9A . . 108.7 ?
C8 C9 H9B . . 108.7 ?
N1 C9 H9B . . 108.7 ?
H9A C9 H9B . . 107.6 ?
F1 C10 F2 . . 108.1(2) ?
F1 C10 C11 . . 109.0(3) ?
F2 C10 C11 . . 107.7(3) ?
F1 C10 S1 . . 109.7(2) ?
F2 C10 S1 . . 108.4(3) ?
C11 C10 S1 . . 113.82(19) ?
F4 C11 F3 . . 107.3(2) ?
F4 C11 C10 . . 108.8(2) ?
F3 C11 C10 . . 108.6(2) ?
F4 C11 C12 . . 108.7(2) ?
F3 C11 C12 . . 107.5(2) ?
C10 C11 C12 . . 115.5(2) ?
F5 C12 F6 . . 107.6(2) ?
F5 C12 C11 . . 109.5(2) ?
F6 C12 C11 . . 108.4(2) ?
F5 C12 S2 . . 109.37(18) ?
F6 C12 S2 . . 108.37(17) ?
C11 C12 S2 . . 113.47(19) ?
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
S1 O3 . 1.425(2) ?
S1 O4 . 1.4264(19) ?
S1 N2 . 1.577(2) ?
S1 C10 . 1.833(4) ?
S2 O2 . 1.4280(19) ?
S2 O1 . 1.429(2) ?
S2 N2 . 1.574(2) ?
S2 C12 . 1.842(3) ?
F1 C10 . 1.344(3) ?
F2 C10 . 1.354(3) ?
F3 C11 . 1.351(3) ?
F4 C11 . 1.351(3) ?
F5 C12 . 1.342(3) ?
F6 C12 . 1.353(3) ?
N1 C6 . 1.518(3) ?
N1 C2 . 1.519(3) ?
N1 C4 . 1.519(3) ?
N1 C9 . 1.521(3) ?
C1 C2 . 1.512(3) ?
C1 H1A . 0.98 ?
C1 H1B . 0.98 ?
C1 H1C . 0.98 ?
C2 H2A . 0.99 ?
C2 H2B . 0.99 ?
C3 C4 . 1.508(4) ?
C3 H3A . 0.98 ?
C3 H3B . 0.98 ?
C3 H3C . 0.98 ?
C4 H4A . 0.99 ?
C4 H4B . 0.99 ?
C5 C6 . 1.518(4) ?
C5 H5A . 0.98 ?
C5 H5B . 0.98 ?
C5 H5C . 0.98 ?
C6 H6A . 0.99 ?
C6 H6B . 0.99 ?
C7 C8 . 1.310(4) ?
C7 H7A . 0.95 ?
C7 H7B . 0.95 ?
C8 C9 . 1.487(3) ?
C8 H8 . 0.95 ?
C9 H9A . 0.99 ?
C9 H9B . 0.99 ?
C10 C11 . 1.533(5) ?
C11 C12 . 1.534(4) ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O2 S2 N2 S1 . . . . 47.2(2) ?
O1 S2 N2 S1 . . . . -176.45(15) ?
C12 S2 N2 S1 . . . . -66.19(18) ?
O3 S1 N2 S2 . . . . 176.87(17) ?
O4 S1 N2 S2 . . . . -47.4(2) ?
C10 S1 N2 S2 . . . . 65.90(19) ?
C6 N1 C2 C1 . . . . -57.5(3) ?
C4 N1 C2 C1 . . . . 60.7(3) ?
C9 N1 C2 C1 . . . . -178.2(2) ?
C6 N1 C4 C3 . . . . 179.1(2) ?
C2 N1 C4 C3 . . . . 57.6(3) ?
C9 N1 C4 C3 . . . . -60.9(3) ?
C2 N1 C6 C5 . . . . -59.2(3) ?
C4 N1 C6 C5 . . . . 179.4(2) ?
C9 N1 C6 C5 . . . . 59.2(3) ?
C7 C8 C9 N1 . . . . -115.1(3) ?
C6 N1 C9 C8 . . . . 59.8(3) ?
C2 N1 C9 C8 . . . . -178.8(2) ?
C4 N1 C9 C8 . . . . -57.4(3) ?
O3 S1 C10 F1 . . . . 72.9(2) ?
O4 S1 C10 F1 . . . . -52.2(2) ?
N2 S1 C10 F1 . . . . -173.9(2) ?
O3 S1 C10 F2 . . . . -44.9(2) ?
O4 S1 C10 F2 . . . . -169.99(18) ?
N2 S1 C10 F2 . . . . 68.2(2) ?
O3 S1 C10 C11 . . . . -164.7(2) ?
O4 S1 C10 C11 . . . . 70.2(2) ?
N2 S1 C10 C11 . . . . -51.6(2) ?
F1 C10 C11 F4 . . . . 51.7(3) ?
F2 C10 C11 F4 . . . . 168.8(2) ?
S1 C10 C11 F4 . . . . -71.0(3) ?
F1 C10 C11 F3 . . . . -64.8(3) ?
F2 C10 C11 F3 . . . . 52.2(3) ?
S1 C10 C11 F3 . . . . 172.43(19) ?
F1 C10 C11 C12 . . . . 174.3(2) ?
F2 C10 C11 C12 . . . . -68.6(3) ?
S1 C10 C11 C12 . . . . 51.6(3) ?
F4 C11 C12 F5 . . . . -51.8(3) ?
F3 C11 C12 F5 . . . . 64.1(3) ?
C10 C11 C12 F5 . . . . -174.4(2) ?
F4 C11 C12 F6 . . . . -168.9(2) ?
F3 C11 C12 F6 . . . . -53.0(3) ?
C10 C11 C12 F6 . . . . 68.5(3) ?
F4 C11 C12 S2 . . . . 70.7(3) ?
F3 C11 C12 S2 . . . . -173.36(19) ?
C10 C11 C12 S2 . . . . -51.9(3) ?
O2 S2 C12 F5 . . . . 53.8(2) ?
O1 S2 C12 F5 . . . . -72.8(2) ?
N2 S2 C12 F5 . . . . 174.97(18) ?
O2 S2 C12 F6 . . . . 170.80(16) ?
O1 S2 C12 F6 . . . . 44.2(2) ?
N2 S2 C12 F6 . . . . -67.98(19) ?
O2 S2 C12 C11 . . . . -68.8(2) ?
O1 S2 C12 C11 . . . . 164.6(2) ?
N2 S2 C12 C11 . . . . 52.4(2) ?
