Co-crystal synthesis of 2- and 4-mercaptopyridines with thiourea and its analogue, trithiocyanuric acid
Wzgarda-Raj, Kinga; Książkiewicz, Olga; Palusiak, Marcin; CrystEngComm  (2022) –; doi:10.1039/D2CE00592A

data_7245149
_publ_section_title
;
 Co-crystal synthesis of 2- and 4-mercaptopyridines with thiourea and its
 analogue, trithiocyanuric acid
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D2CE00592A
_journal_year                    2022
_chemical_formula_moiety         'C5 H5 N S, C H4 N2 S'
_chemical_formula_sum            'C6 H9 N3 S2'
_chemical_formula_weight         187.28
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2022-04-08
_audit_creation_method
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2022-06-15 deposited with the CCDC.	2022-07-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   11.4353(2)
_cell_length_b                   8.35680(10)
_cell_length_c                   18.7182(2)
_cell_measurement_reflns_used    7894
_cell_measurement_temperature    298
_cell_measurement_theta_max      75.4010
_cell_measurement_theta_min      6.0890
_cell_volume                     1788.76(4)
_computing_cell_refinement       'CrysAlisPro 1.171.40.78a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.78a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.78a (Rigaku OD, 2020)'
_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    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      298
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_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    -26.00  33.00   0.50    1.50    --   47.45 -34.00   5.00  118
  2  \w    -27.00  12.00   0.50    1.50    --   47.45 -19.00-120.00   78
  3  \w     33.00 120.00   0.50    1.50    --   47.45  57.00-150.00  174
  4  \w     92.00 176.00   0.50    4.50    --  105.86  15.00-150.00  168
  5  \w     33.00  75.00   0.50    4.50    --  105.86 -61.00 120.00   84
  6  \w     50.00 132.00   0.50    4.50    --  105.86-156.00 141.00  164
  7  \w     33.00  75.00   0.50    4.50    --  105.86 -61.00 -30.00   84
  8  \w     33.00  75.00   0.50    4.50    --  105.86 -61.00 -90.00   84
  9  \w     33.00  75.00   0.50    4.50    --  105.86 -61.00-120.00   84
 10  \w     25.00 120.00   0.50    1.50    --   47.45  77.00  30.00  190
 11  \w     35.00 122.00   0.50    1.50    --   47.45  34.00 163.00  174
 12  \w    -12.00  28.00   0.50    1.50    --  -47.45  19.00  60.00   80
 13  \w     25.00 120.00   0.50    1.50    --   47.45  77.00 -90.00  190
 14  \w    -75.00 -13.00   0.50    4.50    --  -86.25  61.00 -60.00  124
 15  \w    -79.00 -13.00   0.50    4.50    --  -86.25  89.00 -55.00  132
 16  \w   -159.00 -67.00   0.50    4.50    --  -86.25 -77.00 -30.00  184
 17  \w   -120.00 -73.00   0.50    1.50    --  -47.45-125.00   0.00   94
 18  \w   -120.00 -73.00   0.50    1.50    --  -47.45-125.00  90.00   94
 19  \w   -161.00 -73.00   0.50    4.50    --  -86.25 -34.00   5.00  176
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0601
_diffrn_reflns_av_unetI/netI     0.0251
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            13805
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.489
_diffrn_reflns_theta_min         4.725
_exptl_absorpt_coefficient_mu    4.922
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.742
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.78a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.391
_exptl_crystal_description       plate
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.262
_exptl_crystal_size_mid          0.069
_exptl_crystal_size_min          0.048
_refine_diff_density_max         0.373
_refine_diff_density_min         -0.336
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     120
_refine_ls_number_reflns         1630
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.0440
_refine_ls_R_factor_gt           0.0412
_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^)+(0.0919P)^2^+0.1246P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1197
_refine_ls_wR_factor_ref         0.1229
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1466
_reflns_number_total             1630
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2ce00592a2.cif
_cod_data_source_block           structure_I
_cod_database_code               7245149
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C3(H3), C6(H6), C2(H2)
;
_shelx_res_checksum              16257
_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
;