Thermally robust: triarylsulfonium ionic liquids stable in air for 90 days at 300 °C
Siu, Benjamin; Cassity, Cody G.; Benchea, Adela; Hamby, Taylor; Hendrich, Jeffrey; Strickland, Katie J.; Wierzbicki, Andrzej; Sykora, Richard E.; Salter, E. Alan; O'Brien, Richard A.; West, Kevin N.; Davis, James H.; RSC Adv. 7 (2017) 7623–; doi:10.1039/C6RA25774G

data_7227497
_publ_section_title
;
 Thermally robust: triarylsulfonium ionic liquids stable in air for 90
 days at 300 \%C
;
_journal_issue                   13
_journal_name_full               'RSC Adv.'
_journal_page_first              7623
_journal_paper_doi               10.1039/C6RA25774G
_journal_volume                  7
_journal_year                    2017
_chemical_formula_moiety         'C18 H15 S, C2 F6 N O4 S2'
_chemical_formula_sum            'C20 H15 F6 N O4 S3'
_chemical_formula_weight         543.51
_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'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_date             2016-09-23
_audit_creation_method
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_audit_update_record
;
2016-09-23 deposited with the CCDC.
2017-01-16 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 109.810(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.1600(9)
_cell_length_b                   10.0435(4)
_cell_length_c                   16.1525(9)
_cell_measurement_reflns_used    5593
_cell_measurement_temperature    180.00(10)
_cell_measurement_theta_max      28.3110
_cell_measurement_theta_min      2.5670
_cell_volume                     2313.8(2)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      180.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0514
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
  1 omega  -25.00   25.00   1.0000   23.2000
omega____ theta____ kappa____ phi______ frames
    -      -16.8236  -99.0000    0.0000 50

  2 omega  -61.00   56.00   1.0000   23.2000
omega____ theta____ kappa____ phi______ frames
    -      -16.8236   19.0000 -120.0000 117

  3 omega  -61.00   56.00   1.0000   23.2000
omega____ theta____ kappa____ phi______ frames
    -      -16.8236   19.0000  -30.0000 117

  4 omega   -6.00   25.00   1.0000   23.2000
omega____ theta____ kappa____ phi______ frames
    -       15.7298   57.0000 -150.0000 31

  5 omega  -54.00   46.00   1.0000   23.2000
omega____ theta____ kappa____ phi______ frames
    -       15.7298  -77.0000   60.0000 100
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0217030000
_diffrn_orient_matrix_UB_12      0.0520949000
_diffrn_orient_matrix_UB_13      -0.0157384000
_diffrn_orient_matrix_UB_21      -0.0414796000
_diffrn_orient_matrix_UB_22      0.0083285000
_diffrn_orient_matrix_UB_23      -0.0368088000
_diffrn_orient_matrix_UB_31      -0.0167439000
_diffrn_orient_matrix_UB_32      0.0469541000
_diffrn_orient_matrix_UB_33      0.0239798000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0231
_diffrn_reflns_av_unetI/netI     0.0223
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            17487
_diffrn_reflns_theta_full        25.35
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         2.48
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.397
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.94469
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.560
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1104
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.286
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       0.0024(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     308
_refine_ls_number_reflns         4230
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0441
_refine_ls_R_factor_gt           0.0344
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0335P)^2^+1.4935P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0804
_refine_ls_wR_factor_ref         0.0866
_reflns_number_gt                3545
_reflns_number_total             4230
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c6ra25774g2.cif
_cod_data_source_block           davis_sph3tf2n
_cod_database_code               7227497
_chemical_oxdiff_formula         'S3 C20 H15 F6 O4 N'
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.30
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C11(H11), C6(H6), C14(H14), C12(H12), C16(H16), C10(H10), C2(H2), C15(H15),
 C4(H4), C9(H9), C8(H8), C5(H5), C18(H18), C17(H17), C3(H3)
;
_olex2_date_sample_data_collection 2016-09-20
_olex2_submission_special_instructions 'No special instructions were received'