Synthesis, structure, ADME and biological activity of three 2,6-disubstituted thiosemicarbazone derivatives.
Ziembicka, Dagmara; Olczak, Andrzej; Gobis, Katarzyna; Korona-Głowniak, Izabela; Pietrzak, Anna; Augustynowicz-Kopeć, Ewa; Głogowska, Agnieszka; Zaborowski, Marcin; Szczesio, Małgorzata; Acta crystallographica. Section C, Structural chemistry 79 (2023) 283–291; doi:10.1107/S2053229623005521

data_2312132
_publ_section_title
;
 Synthesis, structure, ADME and biological activity of three
 2,6-disubstituted thiosemicarbazone derivatives.
;
_journal_coeditor_code           VP3029
_journal_issue                   7
_journal_name_full
'Acta crystallographica. Section C, Structural chemistry'
_journal_page_first              283
_journal_page_last               291
_journal_paper_doi               10.1107/S2053229623005521
_journal_volume                  79
_journal_year                    2023
_chemical_formula_iupac          'C15 H17 N5 O S, H2 O'
_chemical_formula_moiety         'C15 H17 N5 O S, H2 O'
_chemical_formula_sum            'C15 H19 N5 O2 S'
_chemical_formula_weight         333.41
_chemical_name_systematic
'2-[Amino(6-phenoxypyridin-2-yl)methylidene]-<i>N</i>,<i>N</i>-dimethylhydrazine-1-carbothioamide monohydrate'
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_Hall           'I -2ya'
_space_group_name_H-M_alt        'I 1 a 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method
;
Olex2 1.5-alpha
(compiled 2023.01.27 svn.rdd5efbe for OlexSys, GUI svn.r6708)
;
_cell_angle_alpha                90
_cell_angle_beta                 96.2420(16)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.96887(14)
_cell_length_b                   10.94707(18)
_cell_length_c                   18.4759(3)
_cell_measurement_reflns_used    4154
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      78.1610
_cell_measurement_theta_min      4.6800
_cell_volume                     1602.20(5)
_computing_cell_refinement
;
CrysAlis PRO (Rigaku OD, 2022)
;
_computing_data_collection
;
CrysAlis PRO (Rigaku OD, 2022)
;
_computing_data_reduction
;
CrysAlis PRO (Rigaku OD, 2022)
;
_computing_molecular_graphics
;
OLEX2 (Dolomanov <i>et al.</i>,  2009),
<i>ShelXle</i> (H\"ubschle <i>et al.</i>, 2011) and
<i>Mercury</i> program (Macrae <i>et al.</i>, 2020)
;
_computing_publication_material
;
<i>publCIF</i> (Westrip, 2010) and OLEX2 (Dolomanov <i>et al.</i>,
2009)
;
_computing_structure_refinement
;
SHELXL2018 (Sheldrick, 2015<i>b</i>)
;
_computing_structure_solution
;
SHELXT2014 (Sheldrick, 2015<i>a</i>)
;
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.898
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_measurement_method       '\w scans'
_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  0.0182
_diffrn_reflns_av_unetI/netI     0.0224
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            4550
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.402
_diffrn_reflns_theta_min         4.703
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    1.948
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.300
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
(CrysAlis PRO; Rigaku OD, 2022)
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_density_diffrn    1.382
_exptl_crystal_description       block
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.893
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.106
_refine_diff_density_max         0.214
_refine_diff_density_min         -0.133
_refine_ls_abs_structure_details
;
Flack <i>x</i> determined using 690 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons <i>et al.</i>,  2013)
;
_refine_ls_abs_structure_Flack   -0.012(11)
_refine_ls_extinction_coef       0.0037(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method
;
SHELXL2018 (Sheldrick, 2015<i>b</i>)
;
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     231
_refine_ls_number_reflns         2248
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0221
_refine_ls_R_factor_gt           0.0220
_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^)+(0.0341P)^2^+0.5698P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0574
_refine_ls_wR_factor_ref         0.0575
_reflns_number_gt                2238
_reflns_number_total             2248
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            vp3029sup1.cif
_cod_data_source_block           6
_cod_database_code               2312132
_shelx_estimated_absorpt_t_min   0.275
_shelx_estimated_absorpt_t_max   0.820
_shelx_hkl_checksum              55770
_shelx_res_checksum              8412
_cod_database_fobs_code 2312132