1,2,4-Triazolium ions as flexible scaffolds for the construction of polyphilic ionic liquid crystals.
Riccobono, Alessio; Parker, Rachel R.; Whitwood, Adrian C.; Slattery, John M.; Bruce, Duncan W.; Pibiri, Ivana; Pace, Andrea; Chemical communications (Cambridge, England) 54 (2018) 9965–9968; doi:10.1039/c8cc04704a

data_7122175
_publ_section_title
;
 1,2,4-Triazolium ions as flexible scaffolds for the construction of
 polyphilic ionic liquid crystals.
;
_journal_issue                   71
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              9965
_journal_page_last               9968
_journal_paper_doi               10.1039/c8cc04704a
_journal_volume                  54
_journal_year                    2018
_chemical_formula_moiety         'C27 H31 F15 N3 O, C F3 O3 S'
_chemical_formula_sum            'C28 H31 F18 N3 O4 S'
_chemical_formula_weight         847.62
_chemical_name_systematic        '[TRYUM-7,10][OTf]'
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2016-05-30
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_audit_update_record
;
2018-06-12 deposited with the CCDC.
2018-08-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.376(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.8350(8)
_cell_length_b                   8.0827(3)
_cell_length_c                   22.8945(9)
_cell_measurement_reflns_used    5825
_cell_measurement_temperature    110.05(10)
_cell_measurement_theta_max      70.5790
_cell_measurement_theta_min      7.0860
_cell_volume                     3463.8(2)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      110.05(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1450
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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    -71.00  23.00   1.00    5.00    --    0.00 -37.00  60.00   94
  2  \w    -74.00 -25.00   1.00    5.00    --    0.00 164.00-165.00   49
  3  \w    -19.00  68.00   1.00    5.00    --    0.00  57.00   0.00   87
  4  \w     31.00 125.00   1.00   20.00    --   54.00  37.00  30.00   94
  5  \w    -15.00  83.00   1.00   20.00    --   54.00 -77.00 -60.00   98
  6  \w     25.00 123.00   1.00   20.00    --   54.00  77.00  60.00   98
  7  \w     31.00 125.00   1.00   20.00    --   54.00  37.00 150.00   94
  8  \w     37.00  92.00   1.00   20.00    --  108.00 -37.00   0.00   55
  9  \w     37.00  92.00   1.00   20.00    --  108.00 -37.00 -90.00   55
 10  \w     36.00  94.00   1.00   20.00    --  108.00 -25.00  90.00   58
 11  \w     36.00  94.00   1.00   20.00    --  108.00 -25.00 150.00   58
 12  \w     87.00 176.00   1.00   20.00    --  108.00  63.00  60.00   89
 13  \w     40.00 129.00   1.00   20.00    --  108.00 -63.00 -30.00   89
 14  \w     38.00 144.00   1.00   20.00    --  108.00 -91.00 -60.00  106
 15  \w     37.00 115.00   1.00   20.00    --  108.00-111.00  60.00   78
 16  \w     39.00 105.00   1.00   20.00    --  108.00 -50.00 150.00   66
 17  \w    100.00 178.00   1.00   20.00    --  108.00 111.00 -90.00   78
 18  \w    -71.00  23.00   1.00    5.00    --    0.00 -37.00-180.00   94
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0014853000
_diffrn_orient_matrix_UB_12      -0.1881264000
_diffrn_orient_matrix_UB_13      0.0106186000
_diffrn_orient_matrix_UB_21      0.0810743000
_diffrn_orient_matrix_UB_22      -0.0085353000
_diffrn_orient_matrix_UB_23      -0.0038502000
_diffrn_orient_matrix_UB_31      0.0141668000
_diffrn_orient_matrix_UB_32      0.0292764000
_diffrn_orient_matrix_UB_33      0.0667521000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0319
_diffrn_reflns_av_unetI/netI     0.0326
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            17893
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.079
_diffrn_reflns_theta_max         67.079
_diffrn_reflns_theta_min         3.886
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.102
_exptl_absorpt_correction_T_max  0.990
_exptl_absorpt_correction_T_min  0.898
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
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    1.625
_exptl_crystal_description       plank
_exptl_crystal_F_000             1720
_exptl_crystal_size_max          0.326
_exptl_crystal_size_mid          0.105
_exptl_crystal_size_min          0.022
_refine_diff_density_max         0.662
_refine_diff_density_min         -0.659
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     575
_refine_ls_number_reflns         6188
_refine_ls_number_restraints     57
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0610
_refine_ls_R_factor_gt           0.0485
_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/[\s^2^(Fo^2^)+(0.0669P)^2^+2.7708P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1245
_refine_ls_wR_factor_ref         0.1359
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5013
_reflns_number_total             6188
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8cc04704a2.cif
_cod_data_source_block           dwb1629
_cod_depositor_comments          'Adding full bibliography for 7122175.cif.'
_cod_original_cell_volume        3463.9(3)
_cod_database_code               7122175
_chemical_oxdiff_formula         'C28 H31 F15 N3 O4 S1'
_chemical_oxdiff_usercomment     'Alessio Riccobono NV 2499'
_reflns_odcompleteness_completeness 99.90
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C26B-C25B = C26A-C25A = C24-C25B
 1.525 with sigma of 0.002
 C12-C13A = C13A-C14A = C14A-C15A = C15A-C16A = C16A-C17A
 1.55 with sigma of 0.01
 F6A-C13A = F5A-C13A = F7A-C14A = F8A-C14A = F10A-C15A = F9A-C15A = F12A-C16A =
  F11A-C16A = F14A-C17A = F15A-C17A = F13A-C17A
 1.33 with sigma of 0.01
 C27B-C26B = C27A-C26A
 1.51 with sigma of 0.002
3. Uiso/Uaniso restraints and constraints
Uanis(O3A) \\sim Ueq, Uanis(O4A) \\sim Ueq, Uanis(F18A) \\sim Ueq, Uanis(F17A)
\\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(C28A) \\sim Ueq, Uanis(C28B) \\sim Ueq: with sigma of 0.003 and sigma for
terminal atoms of 0.006
Uanis(O3B) = Uanis(F18B)
Uanis(O3A) = Uanis(F18A)
Uanis(S1B) = Uanis(S1A)
Uanis(F17A) = Uanis(F17B)
Uanis(O4A) = Uanis(O4B)
Uanis(C28B) = Uanis(C28A)
Uanis(F5) = Uanis(F5A)
Uanis(C26B) = Uanis(C26A)
Uanis(C25A) = Uanis(C25B)
Uanis(C16) = Uanis(C16A)
Uanis(C15) = Uanis(C15A)
Uanis(F7) = Uanis(F7A)
Uanis(F14) = Uanis(F14A)
Uanis(F6) = Uanis(F6A)
Uanis(F15) = Uanis(F15A)
Uanis(F10) = Uanis(F10A)
Uanis(C14) = Uanis(C14A)
Uanis(F8) = Uanis(F8A)
Uanis(F11) = Uanis(F11A)
Uanis(F12) = Uanis(F12A)
Uanis(F9) = Uanis(F9A)
Uanis(C13) = Uanis(C13A)
Uanis(C17) = Uanis(C17A)
Uanis(F13) = Uanis(F13A)
4. Others
 Sof(C28B)=Sof(F17B)=Sof(F18B)=Sof(O3B)=Sof(O4B)=Sof(S1B)=1-FVAR(1)
 Sof(C28A)=Sof(F17A)=Sof(F18A)=Sof(O3A)=Sof(O4A)=Sof(S1A)=FVAR(1)
 Sof(H24C)=Sof(H24D)=Sof(C25B)=Sof(H25C)=Sof(H25D)=Sof(C26B)=Sof(H26C)=
 Sof(H26D)=Sof(C27B)=Sof(H27D)=Sof(H27E)=Sof(H27F)=1-FVAR(2)
 Sof(H24A)=Sof(H24B)=Sof(C25A)=Sof(H25A)=Sof(H25B)=Sof(C26A)=Sof(H26A)=
 Sof(H26B)=Sof(C27A)=Sof(H27A)=Sof(H27B)=Sof(H27C)=FVAR(2)
 Sof(C13A)=Sof(C14A)=Sof(C15A)=Sof(C16A)=Sof(C17A)=Sof(F5A)=Sof(F6A)=Sof(F7A)=
 Sof(F8A)=Sof(F9A)=Sof(F10A)=Sof(F11A)=Sof(F12A)=Sof(F13A)=Sof(F14A)=Sof(F15A)=
 1-FVAR(3)
 Sof(C13)=Sof(C14)=Sof(C15)=Sof(C16)=Sof(C17)=Sof(F5)=Sof(F6)=Sof(F7)=Sof(F8)=
 Sof(F9)=Sof(F10)=Sof(F11)=Sof(F12)=Sof(F13)=Sof(F14)=Sof(F15)=FVAR(3)
5.a Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B), C19(H19A,H19B), C20(H20A,H20B), C21(H21A,H21B), C22(H22A,
 H22B), C23(H23A,H23B), C24(H24A,H24B), C24(H24C,H24D), C25A(H25A,H25B),
 C25B(H25C,H25D), C26A(H26A,H26B), C26B(H26C,H26D)
5.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6)
5.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C27A(H27A,H27B,H27C), C27B(H27D,H27E,
 H27F)
;
_shelx_res_checksum              75383
_shelx_shelxl_version_number     2014/7
_olex2_date_sample_data_collection 2016-05-26
_olex2_date_sample_submission    2016-05-23
_olex2_exptl_crystal_mounting_method 'oil on 200\mm micromount'
_olex2_submission_original_sample_id NV2499
_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 1.523
_oxdiff_exptl_absorpt_empirical_full_min 0.580