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_7132859
_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         'C31 H45 F7 O2'
_chemical_formula_sum            'C31 H45 F7 O2'
_chemical_formula_weight         582.67
_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             2023-05-19
_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                 106.421(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.9607(4)
_cell_length_b                   8.8159(2)
_cell_length_c                   13.5926(4)
_cell_measurement_reflns_used    7685
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      76.4530
_cell_measurement_theta_min      3.4260
_cell_volume                     1489.74(8)
_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  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.950
_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     35.00  60.00   0.50    0.30    --  108.29 -61.00 120.00   50
  2  \w    -26.00  67.00   0.50    0.10    --   45.15 -77.00 -45.00  186
  3  \w     35.00  83.00   0.50    0.30    --  108.29 -77.00 -45.00   96
  4  \w     68.00  94.00   0.50    0.30    --  108.29 -77.00-150.00   52
  5  \w     35.00  66.00   0.50    0.30    --  108.29 -61.00-180.00   62
  6  \w    -32.00  27.00   0.50    0.10    --   45.15 -19.00 -30.00  118
  7  \w     20.00 100.00   0.50    0.10    --   45.15  77.00  81.00  160
  8  \w    122.00 162.00   0.50    0.30    --  108.29  77.00  81.00   80
  9  \w     89.00 176.00   0.50    0.30    --  108.29  30.00  60.00  174
 10  \w     98.00 166.00   0.50    0.30    --  108.29  30.00  30.00  136
 11  \w     83.00 109.00   0.50    0.30    --  108.29-125.00 -90.00   52
 12  \w     39.00  74.00   0.50    0.30    --  108.29-125.00 -90.00   70
 13  \w    -40.00   2.00   0.50    0.10    --  -45.15  77.00  81.00   84
 14  \w   -101.00 -29.00   0.50    0.30    -- -102.00  77.00  81.00  144
 15  \w    -98.00 -34.00   0.50    0.30    -- -102.00  77.00 -90.00  128
 16  \w   -175.00 -82.00   0.50    0.30    -- -102.00 -61.00   0.00  186
 17  \w   -157.00-130.00   0.50    0.30    -- -102.00 -77.00 -45.00   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0528137000
_diffrn_orient_matrix_UB_12      0.1387626000
_diffrn_orient_matrix_UB_13      0.0347854000
_diffrn_orient_matrix_UB_21      -0.0501356000
_diffrn_orient_matrix_UB_22      0.0455345000
_diffrn_orient_matrix_UB_23      -0.1128773000
_diffrn_orient_matrix_UB_31      -0.1003072000
_diffrn_orient_matrix_UB_32      -0.0958620000
_diffrn_orient_matrix_UB_33      -0.0031572000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0295
_diffrn_reflns_av_unetI/netI     0.0243
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.950
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8697
_diffrn_reflns_point_group_measured_fraction_full 0.755
_diffrn_reflns_point_group_measured_fraction_max 0.705
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.586
_diffrn_reflns_theta_min         3.390
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.928
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.39326
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.299
_exptl_crystal_description       block
_exptl_crystal_F_000             620
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: EA'
_refine_diff_density_max         0.834
_refine_diff_density_min         -0.489
_refine_diff_density_rms         0.060
_refine_ls_abs_structure_details
;
 Flack x determined using 1188 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.07(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     366
_refine_ls_number_reflns         4409
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0533
_refine_ls_R_factor_gt           0.0527
_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^)+(0.0925P)^2^+0.7085P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1423
_refine_ls_wR_factor_ref         0.1430
_reflns_Friedel_coverage         0.389
_reflns_Friedel_fraction_full    0.475
_reflns_Friedel_fraction_max     0.423
_reflns_number_gt                4320
_reflns_number_total             4409
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc00840e2.cif
_cod_data_source_block           jhh_dgc_dingsuan_100k_auto
_cod_depositor_comments
'Adding full bibliography for 7132858--7132863.cif.'
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7132859
_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:
 C22(H22), C17(H17), C2(H2), C18(H18), C14(H14), C1(H1), C7(H7)
2.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C9(H9A,H9B), C16(H16A,H16B), C8(H8A,H8B), C11(H11A,H11B),
 C15(H15A,H15B), C12(H12A,H12B), C21(H21A,H21B), C19(H19A,H19B), C20(H20A,H20B),
  C6(H6A,H6B)
2.c Aromatic/amide H refined with riding coordinates:
 C4(H4)
2.d Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C40(H40A,H40B,H40C), C25(H25A,H25B,H25C), C24(H24A,H24B,
 H24C), C23(H23A,H23B,H23C)
;
_shelx_res_checksum              23596
_shelx_hkl_checksum              40659
_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 1.922
_oxdiff_exptl_absorpt_empirical_full_min 0.405