The mechanism of two reversible phase transitions and dielectric anomalies in a single-component organic molecule 1-sulfo-4-dimethylamino-pyridinium
Yu, Zihong; You, Xiuli; Du, Wenqing; Peng, Ziqin; Guo, Wenjing; Wei, Zhenhong; CrystEngComm 25 (2023) 822–827; doi:10.1039/D2CE01521H

data_7246027
_publ_section_title
;
 The mechanism of two reversible phase transitions and dielectric
 anomalies in a single-component organic molecule
 1-sulfo-4-dimethylamino-pyridinium
;
_journal_issue                   5
_journal_name_full               CrystEngComm
_journal_page_first              822
_journal_page_last               827
_journal_paper_doi               10.1039/D2CE01521H
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         'C7 H10 N2 O3 S'
_chemical_formula_sum            'C7 H10 N2 O3 S'
_chemical_formula_weight         202.23
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-09-16
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2022-11-07 deposited with the CCDC.	2022-12-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.856(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.6663(8)
_cell_length_b                   12.5943(14)
_cell_length_c                   10.8361(11)
_cell_measurement_reflns_used    3220
_cell_measurement_temperature    242.98(10)
_cell_measurement_theta_max      75.1690
_cell_measurement_theta_min      5.2820
_cell_volume                     909.29(18)
_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 1.5 (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      242.98(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_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     21.00 118.00   0.50    0.09    --   45.28  73.00 -71.00  194
  2  \w     92.00 164.00   0.50    0.45    --  107.00  30.00-150.00  144
  3  \w    102.00 174.00   0.50    0.45    --  107.00  73.00 -71.00  144
  4  \w    135.00 173.00   0.50    0.45    --  107.00  15.00  60.00   76
  5  \w     86.00 112.00   0.50    0.45    --  107.00  15.00  60.00   52
  6  \w     69.00  95.00   0.50    0.45    --  107.00 -94.00 -60.00   52
  7  \w    -36.00 -11.00   0.50    0.09    --  -45.28  73.00 -71.00   50
  8  \w    -67.00 -41.00   0.50    0.09    --  -45.28  73.00 -71.00   52
  9  \w    -64.00 -39.00   0.50    0.45    -- -102.00  61.00-120.00   50
 10  \w    -65.00 -32.00   0.50    0.45    -- -102.00  61.00 -90.00   66
 11  \w    -87.00 -29.00   0.50    0.45    -- -102.00  73.00 -71.00  116
 12  \w    -66.00 -37.00   0.50    0.45    -- -102.00  61.00   0.00   58
 13  \w    -68.00 -36.00   0.50    0.45    -- -102.00  61.00 120.00   64
 14  \w    -67.00 -33.00   0.50    0.45    -- -102.00  61.00 150.00   68
 15  \w   -158.00-132.00   0.50    0.45    -- -102.00 -73.00 159.00   52
 16  \w   -119.00 -94.00   0.50    0.09    --  -45.28-125.00-150.00   50
 17  \w   -107.00 -74.00   0.50    0.09    --  -45.28-125.00 -60.00   66
 18  \w    -12.00  70.00   0.50    0.09    --   45.28 -73.00 159.00  164
 19  \w     47.00  90.00   0.50    0.45    --  107.00 -73.00 159.00   86
 20  \w     40.00  93.00   0.50    0.45    --  107.00 -77.00  30.00  106
 21  \w     36.00  61.00   0.50    0.45    --  107.00 -61.00   0.00   50
 22  \w     36.00  61.00   0.50    0.45    --  107.00 -61.00 -60.00   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      0.1878583000
_diffrn_orient_matrix_UB_12      0.0710599000
_diffrn_orient_matrix_UB_13      -0.0037240000
_diffrn_orient_matrix_UB_21      -0.1038007000
_diffrn_orient_matrix_UB_22      0.0690275000
_diffrn_orient_matrix_UB_23      -0.1005830000
_diffrn_orient_matrix_UB_31      -0.0861376000
_diffrn_orient_matrix_UB_32      0.0717082000
_diffrn_orient_matrix_UB_33      0.1005027000
_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  0.0614
_diffrn_reflns_av_unetI/netI     0.0510
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            4495
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        66.553
_diffrn_reflns_theta_max         66.553
_diffrn_reflns_theta_min         5.387
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.019
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.43692
_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_colour_primary    colourless
_exptl_crystal_density_diffrn    1.477
_exptl_crystal_description       block
_exptl_crystal_F_000             424
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.781
_refine_diff_density_min         -0.681
_refine_diff_density_rms         0.177
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     120
_refine_ls_number_reflns         1576
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.115
_refine_ls_R_factor_all          0.1196
_refine_ls_R_factor_gt           0.1079
_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^)+(0.1799P)^2^+3.0433P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2922
_refine_ls_wR_factor_ref         0.3153
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1349
_reflns_number_total             1576
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2ce01521h2.cif
_cod_data_source_block           P2n
_cod_depositor_comments
'Adding full bibliography for 7246027--7246029.cif.'
_cod_database_code               7246027
_shelx_shelxl_version_number     2017/1
_chemical_oxdiff_formula         'C H O N S'
_shelx_estimated_absorpt_t_max   0.677
_shelx_estimated_absorpt_t_min   0.612
_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
2. Uiso/Uaniso restraints and constraints
Uanis(O1) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C5(H5), C4(H4)
3.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C6(H6A,H6B,H6C)
;
_shelx_res_checksum              99044
_shelx_hkl_checksum              50716
_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 4.096
_oxdiff_exptl_absorpt_empirical_full_min 0.457