Pyridine-4-thiol as halogen-bond (HaB) acceptor: influence of the noncovalent interaction in its reactivity.
Mosquera, Marta E. G.; Dortez, Silvia; Fernández-Palacio, Francisco; Gómez-Sal, Pilar; Acta crystallographica. Section C, Structural chemistry 79 (2023) 112–117; doi:10.1107/S205322962300205X

data_2312036
_publ_section_title
;
 Pyridine-4-thiol as halogen-bond (HaB) acceptor: influence of the
 noncovalent interaction in its reactivity.
;
_journal_coeditor_code           QZ3003
_journal_issue                   'Pt 4'
_journal_name_full
'Acta crystallographica. Section C, Structural chemistry'
_journal_page_first              112
_journal_page_last               117
_journal_paper_doi               10.1107/S205322962300205X
_journal_volume                  79
_journal_year                    2023
_chemical_absolute_configuration unk
_chemical_compound_source        'synthesis as described'
_chemical_formula_iupac          'C11 H12 N2 S2 2+, 2Cl -'
_chemical_formula_moiety         'C11 H12 N2 S2 2+, 2(Cl -)'
_chemical_formula_sum            'C11 H12 Cl2 N2 S2'
_chemical_formula_weight         307.25
_chemical_name_systematic
;
4,4'-[Methanediyldi(sulfanediyl)]dipyridinium dichloride
;
_space_group_IT_number           43
_space_group_name_Hall           'F -2d 2'
_space_group_name_H-M_alt        'F 2 d d'
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'F -2d 2'
_symmetry_space_group_name_H-M   'F 2 d d'
_atom_sites_solution_hydrogens   mixed
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_cell_angle_beta                 90
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_cell_length_b                   17.2161(5)
_cell_length_c                   18.9254(12)
_cell_measurement_reflns_used    211
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      16.35
_cell_measurement_theta_min      3.42
_cell_volume                     2633.1(2)
_computing_cell_refinement
;
DIRAX/LSQ (Duisenberg <i>et al.</i>,  2003)
;
_computing_data_collection
;
COLLECT (Nonius, 2004)
;
_computing_data_reduction
;
EvalCCD (Duisenberg <i>et al.</i>,  2003)
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_computing_molecular_graphics
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ORTEP-3 for Windows (Farrugia, 2012)
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WinGX (Farrugia, 2012)
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_computing_structure_refinement
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SHELXL2014 (Sheldrick, 2015<i>b</i>)
;
_computing_structure_solution
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SHELXS2013 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      200(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       '95mm CCD camera on \k-goniostat'
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_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
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_diffrn_radiation_type           MoK\a
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_diffrn_reflns_av_unetI/netI     0.0501
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
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_diffrn_reflns_limit_k_min       -22
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_diffrn_reflns_limit_l_min       -22
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_diffrn_source                   'Enraf Nonius FR590'
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_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
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;
Flack <i>x</i> determined using 445 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons <i>et al.</i>,  2013)
;
_refine_ls_abs_structure_Flack   -0.01(11)
_refine_ls_extinction_method     none
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_refine_ls_R_factor_all          0.0569
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_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0356P)^2^+12.0590P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0914
_refine_ls_wR_factor_ref         0.1007
_reflns_number_gt                1177
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'Adding full bibliography for 2312035--2312036.cif.'
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