An organic plastic ferroelectric with high Curie point
Ai, Yong; Li, Peng-Fei; Yang, Meng-Juan; Xu, Yu-Qiu; Li, Meng-Zhen; Xiong, Ren-Gen; Chemical Science 13 (2022) 748–753; doi:10.1039/D1SC06781H

data_1565834
_publ_section_title
;
 An organic plastic ferroelectric with high Curie point
;
_journal_issue                   3
_journal_name_full               'Chemical Science'
_journal_page_first              748
_journal_page_last               753
_journal_paper_doi               10.1039/D1SC06781H
_journal_volume                  13
_journal_year                    2022
_chemical_formula_moiety         'C10 H14 O4'
_chemical_formula_sum            'C10 H14 O4'
_chemical_formula_weight         198.21
_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             2021-08-04
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2020.11.27 svn.r5f609507 for Rigaku Oxford Diffraction, GUI svn.r6214)
;
_audit_update_record
;
2021-09-08 deposited with the CCDC.	2021-12-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.203(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   6.3879(2)
_cell_length_b                   10.8484(3)
_cell_length_c                   7.6137(3)
_cell_measurement_reflns_used    2383
_cell_measurement_temperature    373.01(11)
_cell_measurement_theta_max      75.6100
_cell_measurement_theta_min      4.0090
_cell_volume                     513.67(3)
_computing_cell_refinement       'CrysAlisPro 1.171.41.108a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.108a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.108a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      373.01(11)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.963
_diffrn_measured_fraction_theta_max 0.907
_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    -28.00  18.00   0.50    0.05    --   45.15 -37.00-150.00   92
  2  \w     37.00  62.00   0.50    0.20    --  107.00 -61.00-180.00   50
  3  \w      1.00  26.00   0.50    0.05    --   45.15 -25.00-104.00   50
  4  \w     35.00  66.00   0.50    0.20    --  107.00 -61.00 -30.00   62
  5  \w     49.00  84.00   0.50    0.05    --   45.15  25.00  59.00   70
  6  \w     38.00  67.00   0.50    0.20    --  107.00 -61.00 120.00   58
  7  \w    100.00 164.00   0.50    0.20    --  107.00  25.00  59.00  128
  8  \w   -107.00 -71.00   0.50    0.20    -- -102.00 125.00 150.00   72
  9  \w    -68.00 -34.00   0.50    0.20    -- -102.00 125.00 150.00   68
 10  \w    -64.00 -34.00   0.50    0.05    --  -45.15 -25.00-104.00   60
 11  \w   -108.00 -73.00   0.50    0.05    --  -45.15 -25.00-104.00   70
 12  \w   -120.00 -93.00   0.50    0.20    -- -102.00 -25.00-104.00   54
 13  \w   -175.00-144.00   0.50    0.20    -- -102.00 -15.00 -30.00   62
 14  \w   -119.00 -87.00   0.50    0.20    -- -102.00 -15.00 -30.00   64
 15  \w    -98.00 -67.00   0.50    0.20    -- -102.00  77.00 -90.00   62
 16  \w    -53.00 -28.00   0.50    0.20    -- -102.00  77.00 -90.00   50
 17  \w    -59.00 -29.00   0.50    0.20    -- -102.00  61.00   0.00   60
 18  \w    -60.00 -34.00   0.50    0.20    -- -102.00  61.00 -30.00   52
 19  \w    -53.00 -28.00   0.50    0.20    -- -102.00  61.00-120.00   50
 20  \w    -68.00 -32.00   0.50    0.20    -- -102.00  61.00-180.00   72
 21  \w    -39.00  27.00   0.50    0.05    --  -45.15  37.00-180.00  132
 22  \w    -69.00 -28.00   0.50    0.20    -- -102.00  61.00  60.00   82
 23  \w    -68.00 -29.00   0.50    0.20    -- -102.00  61.00 120.00   78
 24  \w    -64.00 -30.00   0.50    0.20    -- -102.00  61.00 150.00   68
 25  \w    -28.00  31.00   0.50    0.05    --  -45.15  25.00  59.00  118
;
_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      0.0735755000
_diffrn_orient_matrix_UB_12      0.0475965000
_diffrn_orient_matrix_UB_13      -0.1667974000
_diffrn_orient_matrix_UB_21      0.2363779000
_diffrn_orient_matrix_UB_22      -0.0195190000
_diffrn_orient_matrix_UB_23      0.0990169000
_diffrn_orient_matrix_UB_31      -0.0084305000
_diffrn_orient_matrix_UB_32      -0.1323836000
_diffrn_orient_matrix_UB_33      -0.0745893000
_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  0.0224
_diffrn_reflns_av_unetI/netI     0.0198
_diffrn_reflns_Laue_measured_fraction_full 0.963
_diffrn_reflns_Laue_measured_fraction_max 0.907
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            2651
_diffrn_reflns_point_group_measured_fraction_full 0.656
_diffrn_reflns_point_group_measured_fraction_max 0.607
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.755
_diffrn_reflns_theta_min         7.121
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.827
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62294
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.108a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.281
_exptl_crystal_description       needle
_exptl_crystal_F_000             212
_refine_diff_density_max         0.359
_refine_diff_density_min         -0.317
_refine_diff_density_rms         0.091
_refine_ls_abs_structure_details
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.2(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.416
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     131
_refine_ls_number_reflns         1299
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.416
_refine_ls_R_factor_all          0.0584
_refine_ls_R_factor_gt           0.0544
_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^)+(0.1777P)^2^+0.1069P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2882
_refine_ls_wR_factor_ref         0.2892
_reflns_Friedel_coverage         0.270
_reflns_Friedel_fraction_full    0.310
_reflns_Friedel_fraction_max     0.272
_reflns_number_gt                1261
_reflns_number_total             1299
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1sc06781h2.cif
_cod_data_source_block           ay-cas13429-83-9-373k_auto
_cod_depositor_comments
'Adding full bibliography for 1565833--1565834.cif.'
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               1565834
_shelx_shelxl_version_number     2018/1
_chemical_oxdiff_formula         'C N H O '
_chemical_oxdiff_usercomment     'C H N O'
_reflns_odcompleteness_completeness 96.82
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00A(H00A,H00B), C00C(H00F,H00G)
2.b Idealised Me refined as rotating group:
 C00B(H00C,H00D,H00E), C00D(H00H,H00I,H00J), C00E(H00K,H00L,H00M)
2.c Idealised tetrahedral OH refined as rotating group:
 O002(H002)
;
_shelx_res_checksum              68022
_shelx_hkl_checksum              44060
_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 4.432
_oxdiff_exptl_absorpt_empirical_full_min 0.595