Modulating the ferroelectric phases in cholesteryl-based organic compounds with perfluoroalkyl tail engineering.
Jiang, Huan-Huan; Zhang, Nan; Mao, Wei-Xin; Lan, Jin-Fei; Zhou, Long-Xing; Xu, Hua-Ming; Zhang, Han-Yue; Liao, Wei-Qiang; Chemical communications (Cambridge, England) 60 (2024) 4322–4325; doi:10.1039/d4cc00840e

data_7132863
_publ_section_title
;
 Modulating the ferroelectric phases in cholesteryl-based organic
 compounds with perfluoroalkyl tail engineering.
;
_journal_issue                   32
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              4322
_journal_page_last               4325
_journal_paper_doi               10.1039/d4cc00840e
_journal_volume                  60
_journal_year                    2024
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C34 H45 F13 O2'
_chemical_formula_sum            'C34 H45 F13 O2'
_chemical_formula_weight         732.70
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-05-31
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2024-01-01 deposited with the CCDC.	2024-03-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.499(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   13.3455(3)
_cell_length_b                   8.8735(2)
_cell_length_c                   14.4040(3)
_cell_measurement_reflns_used    12802
_cell_measurement_temperature    172.99(10)
_cell_measurement_theta_max      75.8210
_cell_measurement_theta_min      3.0170
_cell_volume                     1705.68(6)
_computing_cell_refinement       'CrysAlisPro 1.171.42.79a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.79a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.79a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      172.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.975
_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   -100.00 -28.00   0.50    0.50    -- -102.00  76.00-174.00  144
  2  \w    -63.00 -28.00   0.50    0.50    -- -102.00  61.00   0.00   70
  3  \w    -60.00 -34.00   0.50    0.20    --  -45.15 -76.00  58.00   52
  4  \w     -9.00  16.00   0.50    0.20    --  -45.15  19.00 150.00   50
  5  \w    -20.00   5.00   0.50    0.20    --  -45.15  37.00   0.00   50
  6  \w    -48.00  -7.00   0.50    0.20    --  -45.15  76.00-174.00   82
  7  \w    -24.00  32.00   0.50    0.20    --  -45.15  19.00-180.00  112
  8  \w     39.00  98.00   0.50    0.50    --  108.29 -94.00-120.00  118
  9  \w     39.00  65.00   0.50    0.50    --  108.29-125.00 150.00   52
 10  \w    -11.00  67.00   0.50    0.20    --   45.15 -76.00  58.00  156
 11  \w    -11.00  27.00   0.50    0.20    --   45.15 -19.00  30.00   76
 12  \w    -32.00  24.00   0.50    0.20    --   45.15 -19.00 -90.00  112
 13  \w     37.00  62.00   0.50    0.50    --  108.29 -61.00-180.00   50
 14  \w     38.00  63.00   0.50    0.50    --  108.29 -61.00 -60.00   50
 15  \w     43.00  69.00   0.50    0.50    --  108.29 -61.00 -90.00   52
 16  \w     68.00  94.00   0.50    0.50    --  108.29 -76.00  58.00   52
 17  \w     81.00 106.00   0.50    0.50    --  108.29 -77.00 150.00   50
 18  \w     35.00 106.00   0.50    0.50    --  108.29 -77.00 120.00  142
 19  \w     39.00  70.00   0.50    0.50    --  108.29 -61.00  60.00   62
 20  \w     43.00  73.00   0.50    0.50    --  108.29 -61.00  30.00   60
 21  \w    104.00 130.00   0.50    0.50    --  108.29  45.00 -90.00   52
 22  \w     91.00 130.00   0.50    0.50    --  108.29  77.00 -90.00   78
 23  \w    105.00 151.00   0.50    0.50    --  108.29  77.00-120.00   92
 24  \w    139.00 175.00   0.50    0.50    --  108.29  77.00 -90.00   72
 25  \w     89.00 177.00   0.50    0.50    --  108.29  76.00-174.00  176
 26  \w     21.00 119.00   0.50    0.20    --   45.15  76.00-174.00  196
 27  \w   -174.00 -82.00   0.50    0.50    -- -102.00 -15.00 -60.00  184
 28  \w   -175.00 -82.00   0.50    0.50    -- -102.00 -61.00  30.00  186
 29  \w   -155.00-125.00   0.50    0.50    -- -102.00 -76.00  58.00   60
 30  \w   -174.00-144.00   0.50    0.50    -- -102.00 -61.00  90.00   60
 31  \w   -174.00-137.00   0.50    0.50    -- -102.00 -61.00 120.00   74
 32  \w   -160.00 -82.00   0.50    0.50    -- -102.00 -61.00 150.00  156
 33  \w   -128.00 -82.00   0.50    0.50    -- -102.00 -61.00 120.00   92
 34  \w   -118.00 -82.00   0.50    0.50    -- -102.00 -61.00  90.00   72
 35  \w   -170.00-123.00   0.50    0.50    -- -102.00 -30.00  90.00   94
 36  \w   -116.00 -88.00   0.50    0.50    -- -102.00 -45.00   0.00   56
 37  \w   -117.00 -90.00   0.50    0.50    -- -102.00 -30.00 -60.00   54
 38  \w   -174.00-146.00   0.50    0.50    -- -102.00 -30.00 -60.00   56
 39  \w   -171.00-137.00   0.50    0.50    -- -102.00 -45.00   0.00   68
 40  \w   -108.00 -83.00   0.50    0.50    -- -102.00 -30.00  90.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0446172000
_diffrn_orient_matrix_UB_12      0.0770670000
_diffrn_orient_matrix_UB_13      0.0868831000
_diffrn_orient_matrix_UB_21      0.0812415000
_diffrn_orient_matrix_UB_22      -0.1229677000
_diffrn_orient_matrix_UB_23      0.0062593000
_diffrn_orient_matrix_UB_31      0.0687997000
_diffrn_orient_matrix_UB_32      0.0952819000
_diffrn_orient_matrix_UB_33      -0.0620909000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0477
_diffrn_reflns_av_unetI/netI     0.0440
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            19052
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.946
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.245
_diffrn_reflns_theta_min         3.068
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.192
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.50824
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.79a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.427
_exptl_crystal_description       block
_exptl_crystal_F_000             764
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: EA'
_refine_diff_density_max         0.223
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.049
_refine_ls_abs_structure_details
;
 Flack x determined using 2421 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.29(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     447
_refine_ls_number_reflns         6755
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0526
_refine_ls_R_factor_gt           0.0478
_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^)+(0.0976P)^2^+0.0135P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1367
_refine_ls_wR_factor_ref         0.1425
_reflns_Friedel_coverage         0.820
_reflns_Friedel_fraction_full    0.989
_reflns_Friedel_fraction_max     0.914
_reflns_number_gt                5980
_reflns_number_total             6755
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc00840e2.cif
_cod_data_source_block           jhh-qfgs-173k_auto
_cod_depositor_comments
'Adding full bibliography for 7132858--7132863.cif.'
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7132863
_shelx_shelxl_version_number     2017/1
_chemical_oxdiff_formula         'C H O F'
_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 Ternary CH refined with riding coordinates:
 C00G(H00G), C00I(H00I), C00J(H00J), C00K(H00K), C00U(H00U), C00W(H00W),
 C013(H013)
2.b Secondary CH2 refined with riding coordinates:
 C00H(H00A,H00B), C00O(H00C,H00D), C00P(H00E,H00F), C00Q(H00H,H00L), C00S(H00M,
 H00O), C00T(H00P,H00Q), C010(H01A,H01B), C011(H01C,H01D), C016(H01E,H01F),
 C018(H01J,H01K), C01A(H01O,H01P)
2.c Aromatic/amide H refined with riding coordinates:
 C00N(H00N)
2.d Idealised Me refined as rotating group:
 C00X(H00R,H00S,H00T), C017(H01G,H01H,H01I), C019(H01L,H01M,H01N), C01C(H01Q,
 H01R,H01S), C01D(H01T,H01U,H01V)
;
_shelx_res_checksum              13980
_shelx_hkl_checksum              43350
_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 1.806
_oxdiff_exptl_absorpt_empirical_full_min 0.524