Salts of barbituric and 2-thiobarbituric acids with imidazole: polymorphism, supramolecular structure, thermal stability and water solubility
Lakeev, Alexander P.; Sukhikh, Taisiya S.; Kurzina, Irina A.; Korotchenko, Natalia M.; Nikitin, Dmitriy S.; New Journal of Chemistry 47 (2023) 21790–21803; doi:10.1039/D3NJ04516A

data_7062885
_publ_section_title
;
 Salts of barbituric and 2-thiobarbituric acids with imidazole:
 polymorphism, supramolecular structure, thermal stability and water
 solubility
;
_journal_issue                   47
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              21790
_journal_page_last               21803
_journal_paper_doi               10.1039/D3NJ04516A
_journal_volume                  47
_journal_year                    2023
_chemical_formula_moiety         'C4 H3 N2 O3, C3 H5 N2'
_chemical_formula_sum            'C7 H8 N4 O3'
_chemical_formula_weight         196.17
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_audit_creation_date             2023-02-01
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2023-02-25 deposited with the CCDC.	2023-10-31 downloaded from the CCDC.
;
_cell_angle_alpha                80.9330(10)
_cell_angle_beta                 73.8040(10)
_cell_angle_gamma                60.9000(10)
_cell_formula_units_Z            8
_cell_length_a                   12.0971(3)
_cell_length_b                   12.1081(3)
_cell_length_c                   13.3996(3)
_cell_measurement_reflns_used    8961
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.85
_cell_measurement_theta_min      2.23
_cell_volume                     1646.31(7)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Bruker PHOTON III area detector'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture diffractometer'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0305
_diffrn_reflns_av_unetI/netI     0.0389
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            20792
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.898
_diffrn_reflns_theta_min         1.583
_exptl_absorpt_coefficient_mu    0.127
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.7111
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0826 before and 0.0552 after correction.
The Ratio of minimum to maximum transmission is 0.9537.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.583
_exptl_crystal_description       block
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.240
_refine_diff_density_min         -0.268
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     601
_refine_ls_number_reflns         7799
_refine_ls_number_restraints     32
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0539
_refine_ls_R_factor_gt           0.0424
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0480P)^2^+0.3590P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0988
_refine_ls_wR_factor_ref         0.1068
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6250
_reflns_number_total             7799
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3nj04516a2.cif
_cod_data_source_block           kurz_socr_1_1
_cod_depositor_comments
'Adding full bibliography for 7062883--7062885.cif.'
_cod_database_code               7062885
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.986
_shelx_estimated_absorpt_t_min   0.980
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2. Restrained distances
 N11_1-H11_1 = N13_1-H13_1 = N11_3-H11_3 = N13_3-H13_3 = N21_5-H21_5 = N23_5-
 H23_5 = N13_4-H13_4 = N11_4-H11_4 = N21_8-H21_8 = N23_8-H23_8 = N13_2-H13_2 =
 N11_2-H11_2 = N21_6-H21_6 = N23_6-H23_6 = N23_7-H23_7 = N21_7-H21_7
 0.88 with sigma of 0.02
 C24_6-H24_6 = C25_6-H25_6 = C15_2-H15_2 = C15_1-H15_1 = C15_3-H15_3 = C22_5-
 H22_5 = C24_5-H24_5 = C25_5-H25_5 = C22_6-H22_6 = C24_7-H24_7 = C25_7-H25_7 =
 C22_7-H22_7 = C15_4-H15_4 = C25_8-H25_8 = C24_8-H24_8 = C22_8-H22_8
 0.95 with sigma of 0.02
;
_shelx_res_checksum              26759
_olex2_submission_special_instructions 'No special instructions were received'