Insights into structure-property relationships in ionic liquids using cyclic perfluoroalkylsulfonylimides.
Bejaoui, Younes K. J.; Philippi, Frederik; Stammler, Hans-Georg; Radacki, Krzysztof; Zapf, Ludwig; Schopper, Nils; Goloviznina, Kateryna; Maibom, Kristina A. M.; Graf, Roland; Sprenger, Jan A. P.; Bertermann, Rüdiger; Braunschweig, Holger; Welton, Tom; Ignat'ev, Nikolai V.; Finze, Maik; Chemical science 14 (2023) 2200–2214; doi:10.1039/d2sc06758g

data_1568359
_publ_section_title
;
 Insights into structure-property relationships in ionic liquids using
 cyclic perfluoroalkylsulfonylimides.
;
_journal_issue                   8
_journal_name_full               'Chemical science'
_journal_page_first              2200
_journal_page_last               2214
_journal_paper_doi               10.1039/d2sc06758g
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety         'C2 F4 N O4 S2, C6 H11 N2'
_chemical_formula_sum            'C8 H11 F4 N3 O4 S2'
_chemical_formula_weight         353.32
_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     dual
_audit_creation_date             2022-03-01
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2022-03-01 deposited with the CCDC.	2023-01-30 downloaded from the CCDC.
;
_cell_angle_alpha                91.536(4)
_cell_angle_beta                 113.802(5)
_cell_angle_gamma                111.884(5)
_cell_formula_units_Z            2
_cell_length_a                   8.3226(4)
_cell_length_b                   9.9577(5)
_cell_length_c                   10.0572(5)
_cell_measurement_reflns_used    8571
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      31.8580
_cell_measurement_theta_min      2.2400
_cell_volume                     692.05(8)
_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    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0951
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.921
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -16.00  40.00   1.00   12.00    --  -23.50  57.00-120.00   56
  2  \w      3.00  85.00   1.00   12.00    --   24.95  38.00 -60.00   82
  3  \w     18.00  70.00   1.00   12.00    --   24.95  57.00 120.00   52
  4  \w      7.00  96.00   1.00   12.00    --   24.95  38.00-150.00   89
  5  \w    -40.00  24.00   1.00   12.00    --   24.95 -57.00 120.00   64
  6  \w     -3.00  42.00   1.00   12.00    --   24.95  77.00 -30.00   45
  7  \w     -2.00  37.00   1.00   12.00    --   24.95  77.00-150.00   39
  8  \w     -4.00  42.00   1.00   12.00    --   24.95  77.00  90.00   46
  9  \w     14.00  95.00   1.00   12.00    --   24.95  38.00  30.00   81
 10  \w    -39.00  53.00   1.00   12.00    --   24.95 -77.00 -60.00   92
 11  \w    -15.00  65.00   1.00   12.00    --   24.95 -99.00  60.00   80
 12  \w     11.00  85.00   1.00   12.00    --   24.95-134.00-122.58   74
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0008025000
_diffrn_orient_matrix_UB_12      -0.0529268000
_diffrn_orient_matrix_UB_13      -0.0480702000
_diffrn_orient_matrix_UB_21      0.0835406000
_diffrn_orient_matrix_UB_22      0.0546690000
_diffrn_orient_matrix_UB_23      -0.0009123000
_diffrn_orient_matrix_UB_31      0.0595679000
_diffrn_orient_matrix_UB_32      -0.0192605000
_diffrn_orient_matrix_UB_33      0.0624568000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0227
_diffrn_reflns_av_unetI/netI     0.0250
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.921
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            13781
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.921
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.149
_diffrn_reflns_theta_min         2.254
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.450
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.221
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.82a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.696
_exptl_crystal_description       cylindrical
_exptl_crystal_F_000             360
_exptl_crystal_recrystallization_method 'From the Melt'
_exptl_crystal_size_max          0.601
_exptl_crystal_size_mid          0.313
_exptl_crystal_size_min          0.303
_refine_diff_density_max         0.589
_refine_diff_density_min         -0.370
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         4485
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.094
_refine_ls_R_factor_all          0.0431
_refine_ls_R_factor_gt           0.0380
_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/[\s^2^(Fo^2^)+(0.0408P)^2^+0.4750P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0965
_refine_ls_wR_factor_ref         0.0999
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4024
_reflns_number_total             4485
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2sc06758g2.cif
_cod_data_source_block           '[EMIm][5cTFSI]'
_cod_depositor_comments
'Adding full bibliography for 1568359--1568371.cif.'
_cod_original_cell_volume        692.05(7)
_cod_database_code               1568359
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C8H11F4N3O4S2
_shelx_estimated_absorpt_t_max   0.876
_shelx_estimated_absorpt_t_min   0.774
_reflns_odcompleteness_completeness 99.86
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6)
2.c Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C8(H8A,H8B,H8C)
;
_shelx_res_checksum              65829
_olex2_date_sample_data_collection 2020-07-22
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.500
_oxdiff_exptl_absorpt_empirical_full_min 0.755