Negative thermal expansion and linear compressibility in 1H-imidazol-3-ium 2-hydroxybenzoate with a helical network of hydrogen bonds
Zieba, Sylwia; Dubis, Alina Teresa; Rusek, Michalina; Katrusiak, Andrzej; Gzella, Andrzej K.; Lapinski, Andrzej; Physical Chemistry Chemical Physics  (2025) –; doi:10.1039/D4CP04519J

data_7250193
_publ_section_title
;
 Negative thermal expansion and linear compressibility in
 1H-imidazol-3-ium 2-hydroxybenzoate with a helical network of hydrogen
 bonds
;
_journal_name_full               'Physical Chemistry Chemical Physics'
_journal_paper_doi               10.1039/D4CP04519J
_journal_year                    2025
_chemical_formula_moiety         'C7 H5 O3, C3 H5 N2'
_chemical_formula_sum            'C10 H10 N2 O3'
_chemical_formula_weight         206.20
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2024-05-16
_audit_creation_method
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2024-05-16 deposited with the CCDC.	2025-03-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   11.4739(8)
_cell_length_b                   10.652(7)
_cell_length_c                   15.1725(13)
_cell_measurement_pressure       950000(2)
_cell_measurement_reflns_used    1207
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      24.7570
_cell_measurement_theta_min      4.7730
_cell_volume                     1854.4(12)
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXD  (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2413
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.417
_diffrn_measured_fraction_theta_max 0.387
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \f    -35.00  19.75   0.75   35.00   0.00 -30.00   0.00    --    73
  2  \f    140.00 200.00   0.75   35.00   0.00 -30.00   0.00    --    80
  3  \f    160.00 217.00   0.75   35.00   0.00  30.00   0.00    --    76
  4  \f    -20.00  34.75   0.75   35.00   0.00  30.00   0.00    --    73
  5  \w    -24.00  24.00   0.75   35.00    --   30.00  39.46 -12.90   64
  6  \w    -24.00  24.00   0.75   35.00    --   30.00  39.46 167.10   64
  7  \w    -50.00  10.00   0.75   35.00    --  -30.00  39.46 167.10   80
  8  \w    -50.00  10.00   0.75   35.00    --  -30.00  39.46 -12.90   80
  9  \w    -64.00  -8.50   0.75   35.00    --  -30.00  81.40 -28.90   74
 10  \w    -64.00  -8.50   0.75   35.00    --  -30.00  81.40 151.10   74
 11  \w    -19.00   8.00   0.75   35.00    --   30.00  81.40 151.10   36
 12  \w    -19.00   8.00   0.75   35.00    --   30.00  81.40 -28.90   36
 13  \w    -43.00 -21.25   0.75   35.00    --   30.00 134.60 -56.90   29
 14  \w    -43.00 -21.25   0.75   35.00    --   30.00 134.60 123.10   29
 15  \w    -90.00 -36.00   0.75   35.00    --  -30.00 134.60 123.10   72
 16  \w    -90.00 -36.00   0.75   35.00    --  -30.00 134.60 -56.90   72
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0103011000
_diffrn_orient_matrix_UB_12      0.0649280000
_diffrn_orient_matrix_UB_13      0.0067223000
_diffrn_orient_matrix_UB_21      -0.0050414000
_diffrn_orient_matrix_UB_22      0.0106726000
_diffrn_orient_matrix_UB_23      -0.0460151000
_diffrn_orient_matrix_UB_31      -0.0607355000
_diffrn_orient_matrix_UB_32      0.0101212000
_diffrn_orient_matrix_UB_33      0.0049627000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0830
_diffrn_reflns_av_unetI/netI     0.0583
_diffrn_reflns_Laue_measured_fraction_full 0.417
_diffrn_reflns_Laue_measured_fraction_max 0.387
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            7603
_diffrn_reflns_point_group_measured_fraction_full 0.417
_diffrn_reflns_point_group_measured_fraction_max 0.387
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.463
_diffrn_reflns_theta_min         4.803
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.111
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.05901
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41r (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
Data were collected at room temperature and pressure of 0.95(2) GPa
 (950000 kPa) with the crystal obtained by the in-situ high-pressure
 crystallization technique. Pressure was determined by monitoring 
the shift of the ruby R1-fluorescence line.
;
_exptl_crystal_density_diffrn    1.477
_exptl_crystal_description       block
_exptl_crystal_F_000             864
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.116
_refine_diff_density_min         -0.166
_refine_diff_density_rms         0.034
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     137
_refine_ls_number_reflns         744
_refine_ls_number_restraints     84
_refine_ls_restrained_S_all      1.002
_refine_ls_R_factor_all          0.1336
_refine_ls_R_factor_gt           0.0535
_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^)+(0.0839P)^2^+0.5807P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1264
_refine_ls_wR_factor_ref         0.1688
_reflns_Friedel_coverage         0.000
_reflns_number_gt                376
_reflns_number_total             744
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cp04519j2.cif
_cod_data_source_block           095GPa
_cod_database_code               7250193
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C11 H10 N O'
_olex2_refinement_description
;
1. Others
 Fixed Uiso: H3(0.081) H4(0.06) H5(0.077) H6(0.063) H3A(0.1) H1(0.059)
 H2(0.077) H8(0.077) H9(0.097) H10(0.072)
 Fixed X: H3(0.677128) H4(0.772636) H5(0.71678) H6(0.575033) H3A(0.465187)
 H1(0.27739) H2(0.03897) H8(0.214082) H9(0.145967) H10(-0.003018)
 Fixed Y: H3(0.230356) H4(0.385075) H5(0.59097) H6(0.652383) H3A(0.297563)
 H1(0.531774) H2(0.74254) H8(0.744826) H9(0.401792) H10(0.55391)
 Fixed Z: H3(0.271105) H4(0.186562) H5(0.186501) H6(0.284004) H3A(0.409919)
 H1(0.499427) H2(0.574842) H8(0.497089) H9(0.586375) H10(0.63808)
;
_olex2_submission_special_instructions 'No special instructions were received'