2D Chiral Organic Salts with Large Piezoelectric Response
Lv, Hui-Peng; Liao, Zhi-Lin; Gao, Di; Jiang, Kai-Wen; Yu, Si-Qi; Lei, Yi; Liu, Jian-Chun; Geng, Yi-Zhuo; Ai, Yong; Li, Peng-Fei; Qin, Yan; Chen, Xiao-Gang; Materials Horizons  (2026) –; doi:10.1039/D6MH00256K

data_1577017
_publ_section_title
;
 2D Chiral Organic Salts with Large Piezoelectric Response
;
_journal_name_full               'Materials Horizons'
_journal_paper_doi               10.1039/D6MH00256K
_journal_year                    2026
_chemical_absolute_configuration rm
_chemical_formula_moiety         'C8 H11 Br N, Cl'
_chemical_formula_sum            'C8 H11 Br Cl N'
_chemical_formula_weight         236.54
_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
_audit_creation_date             2025-11-11
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2025-12-17 deposited with the CCDC.	2026-03-31 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.486(7)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   5.5054(4)
_cell_length_b                   7.0895(5)
_cell_length_c                   13.1417(10)
_cell_measurement_reflns_used    1949
_cell_measurement_temperature    390.00(10)
_cell_measurement_theta_max      71.0160
_cell_measurement_theta_min      3.3630
_cell_volume                     511.36(6)
_computing_cell_refinement       'CrysAlisPro 1.171.43.129a (Rigaku OD, 2024)'
_computing_data_collection
'CrysAlisPro system (CCD 43.129a 64-bit (release 29-06-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.43.129a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      390.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.970
_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     52.00  78.00   0.50    0.05    --   60.32  15.00 -30.00   52
  2  \w     53.00 104.00   0.50    0.05    --   60.32  15.00  90.00  102
  3  \w     58.00 108.00   0.50    0.05    --   74.97  15.00  60.00  100
  4  \w     53.00  99.00   0.50    0.05    --   60.32  15.00-180.00   92
  5  \w     24.00  76.00   0.50    0.05    --   60.32-125.00  30.00  104
  6  \w     44.00  84.00   0.50    0.05    --   60.32-125.00-120.00   80
  7  \w     51.00  99.00   0.50    0.05    --   74.97-125.00-150.00   96
  8  \w     64.00  92.00   0.50    0.05    --   74.97-125.00-120.00   56
  9  \w     35.00  97.00   0.50    0.05    --   74.97-125.00 120.00  124
 10  \w   -121.00 -59.00   0.50    0.05    --  -75.57 -15.00 120.00  124
 11  \w   -115.00 -58.00   0.50    0.05    --  -74.06 -15.00-120.00  114
 12  \w   -119.00 -93.00   0.50    0.05    --  -74.06 -15.00-180.00   52
 13  \w    -81.00 -56.00   0.50    0.05    --  -74.06 -15.00-180.00   50
 14  \w    -78.00 -36.00   0.50    0.05    --  -60.72 125.00-150.00   84
 15  \w    -89.00 -54.00   0.50    0.05    --  -75.57 125.00-120.00   70
 16  \w    -46.00 -20.00   0.50    0.05    --  -60.72 125.00  30.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1904871000
_diffrn_orient_matrix_UB_12      0.0633287000
_diffrn_orient_matrix_UB_13      0.0728704000
_diffrn_orient_matrix_UB_21      -0.1914313000
_diffrn_orient_matrix_UB_22      0.0193398000
_diffrn_orient_matrix_UB_23      -0.0912574000
_diffrn_orient_matrix_UB_31      -0.0760830000
_diffrn_orient_matrix_UB_32      -0.2070015000
_diffrn_orient_matrix_UB_33      0.0139010000
_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  0.0321
_diffrn_reflns_av_unetI/netI     0.0316
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            2716
_diffrn_reflns_point_group_measured_fraction_full 0.774
_diffrn_reflns_point_group_measured_fraction_max 0.748
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.415
_diffrn_reflns_theta_min         3.373
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    7.408
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.49969
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.129a (Rigaku Oxford Diffraction, 2024)
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    1.536
_exptl_crystal_description       plate
_exptl_crystal_F_000             236
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.910
_refine_diff_density_min         -0.629
_refine_diff_density_rms         0.114
_refine_ls_abs_structure_details
;
 Flack x determined using 332 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.13(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     102
_refine_ls_number_reflns         1481
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.073
_refine_ls_R_factor_all          0.0731
_refine_ls_R_factor_gt           0.0692
_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^)+(0.1435P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1934
_refine_ls_wR_factor_ref         0.2008
_reflns_Friedel_coverage         0.420
_reflns_Friedel_fraction_full    0.512
_reflns_Friedel_fraction_max     0.484
_reflns_number_gt                1288
_reflns_number_total             1481
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d6mh00256k2.cif
_cod_data_source_block           s_alfa_4_br_ba_cl_390k_auto
_cod_database_code               1577017
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H N O S '
_shelx_estimated_absorpt_t_max   0.525
_shelx_estimated_absorpt_t_min   0.403
_reflns_odcompleteness_completeness 99.40
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All N(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C2(H2)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C7(H7), C8(H8)
2.c Idealised Me refined as rotating group:
 N1(H1A,H1B,H1C), C1(H1D,H1E,H1F)
;
_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 3.137
_oxdiff_exptl_absorpt_empirical_full_min 0.380