Synthesis, structural characterization, Hirshfeld surface analysis and QTAIM analysis of 3-(4-cyano-thio-phen-3-yl)-[1,2,4]selena-diazolo[4,5-<i>a</i>]pyridin-4-ium chloride.
Sapronov, Alexander A.; Dukhnovsky, Evgeny A.; Kubasov, Alexey S.; Novikov, Alexander S.; Grishina, Maria M.; Dobrokhotova, Ekaterina V.; Komarovskikh, Milena R.; Shikhaliyev, Namiq Q.; Akkurt, Mehmet; Bhattarai, Ajaya; Tskhovrebov, Alexander G.; Acta crystallographica. Section E, Crystallographic communications 81 (2025) 224–228; doi:10.1107/S205698902500115X

data_2023403
_publ_section_title
;
 Synthesis, structural characterization, Hirshfeld surface analysis and
 QTAIM analysis of
 3-(4-cyano-thio-phen-3-yl)-[1,2,4]selena-diazolo[4,5-<i>a</i>]pyridin-4-ium
 chloride.
;
_journal_coeditor_code           TX2093
_journal_issue                   'Pt 3'
_journal_name_full
'Acta crystallographica. Section E, Crystallographic communications'
_journal_page_first              224
_journal_page_last               228
_journal_paper_doi               10.1107/S205698902500115X
_journal_volume                  81
_journal_year                    2025
_chemical_formula_iupac          'C11 H6 N3 S Se +, Cl -'
_chemical_formula_moiety         'C11 H6 N3 S Se +, Cl -'
_chemical_formula_sum            'C11 H6 Cl N3 S Se'
_chemical_formula_weight         326.66
_chemical_name_systematic
;
3-(4-Cyanothiophen-3-yl)-[1,2,4]selenadiazolo[4,5-<i>a</i>]pyridin-4-ium
chloride
;
_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   geom
_audit_creation_method           SHELXL-2019/3
_cell_angle_alpha                101.566(13)
_cell_angle_beta                 107.022(14)
_cell_angle_gamma                97.550(10)
_cell_formula_units_Z            2
_cell_length_a                   7.142(3)
_cell_length_b                   8.824(4)
_cell_length_c                   10.255(5)
_cell_measurement_reflns_used    5323
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      32.483
_cell_measurement_theta_min      2.409
_cell_volume                     592.8(5)
_computing_cell_refinement
;
SAINT V8.40A (Bruker, 2019)
;
_computing_data_reduction
;
SAINT V8.40A (Bruker, 2019)
;
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 2012)
;
_computing_publication_material
;
PLATON (Spek, 2020)
;
_computing_structure_refinement
;
SHELXL2018 (Sheldrick, 2015b)
;
_computing_structure_solution
;
<i>SHELXT</i> (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 5.6
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.922
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0354
_diffrn_reflns_av_unetI/netI     0.0591
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7083
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.439
_diffrn_reflns_theta_min         2.146
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    3.546
_exptl_absorpt_correction_T_max  0.7464
_exptl_absorpt_correction_T_min  0.4697
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Krause <i>et al.</i>,  2015)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.830
_exptl_crystal_description       block
_exptl_crystal_F_000             320
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.100
_refine_diff_density_max         1.219
_refine_diff_density_min         -0.739
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         3934
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0420
_refine_ls_R_factor_gt           0.0336
_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^)+(0.0221P)^2^+0.1631P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0773
_refine_ls_wR_factor_ref         0.0806
_reflns_number_gt                3411
_reflns_number_total             3934
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            tx2093.cif
_cod_data_source_block           I
_cod_depositor_comments          'Adding full bibliography for 2023403.cif.'
_cod_database_code               2023403
_shelx_estimated_absorpt_t_min   0.225
_shelx_estimated_absorpt_t_max   0.718
_shelx_hkl_checksum              94641
_shelx_res_checksum              51136