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###        Electronic paper (Acta Crystallographica Section E)             ###
###                                                                        ###
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#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section E. It conforms to the requirements of Notes      #
# for Authors for Section E, and has been peer reviewed under the auspices   #
# of the IUCr Commission on Journals.                                        #
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# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.4.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
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data_global
_audit_creation_method     SHELXL-97
_journal_date_recd_electronic     2008-08-03
_journal_date_accepted     2008-08-13
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2008
_journal_volume     64
_journal_issue      9
_journal_page_first     o1792
_journal_page_last     o1792
_journal_paper_category     QO
_journal_coeditor_code     AT2609
_publ_contact_author_name     'Fang-Fang Jian'
_publ_contact_author_address
;
Microscale Science Institute
Weifang University
Weifang 261061
People's Republic of China
;
_publ_contact_author_email     ffjian2008@163.com
_publ_contact_author_fax     '86-536-8785802'
_publ_contact_author_phone     '86-536-8785802'
_publ_section_title
;
4-(4-Amino-5-thioxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)pyridinium
chloride
;
loop_
    _publ_author_name
    _publ_author_footnote
    _publ_author_address
    'Xiao-Yan Ren' ?
;
Microscale Science Institute,
Weifang University,
Weifang 261061,
People's Republic of China
;
    'Fang-Fang Jian' ?
;
Microscale Science Institute,
Weifang University,
Weifang 261061,
People's Republic of China
;
data_I
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
4-(4-Amino-5-thioxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)pyridinium
chloride
;
_chemical_name_common     ?
_chemical_formula_moiety     'C7 H8 N5 S +, Cl -'
_chemical_formula_sum     'C7 H8 Cl N5 S'
_chemical_formula_iupac     'C7 H8 N5 S +, Cl -'
_chemical_formula_weight     229.69
_chemical_melting_point     ?
_symmetry_cell_setting     monoclinic
_symmetry_space_group_name_H-M     'P 21/c'
_symmetry_space_group_name_Hall     '-P 2ybc'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, y+1/2, -z+1/2'
    '-x, -y, -z'
    'x, -y-1/2, z-1/2'
_cell_length_a     7.6740(15)
_cell_length_b     13.374(3)
_cell_length_c     9.965(2)
_cell_angle_alpha     90.00
_cell_angle_beta     104.70(3)
_cell_angle_gamma     90.00
_cell_volume     989.3(4)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     25
_cell_measurement_theta_min     4
_cell_measurement_theta_max     14
_cell_measurement_temperature     293(2)
_exptl_crystal_description     bar
_exptl_crystal_colour     yellow
_exptl_crystal_size_max     0.20
_exptl_crystal_size_mid     0.15
_exptl_crystal_size_min     0.11
_exptl_crystal_density_diffrn     1.542
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     472
_exptl_absorpt_coefficient_mu     0.563
_exptl_absorpt_correction_type     none
_exptl_absorpt_process_details     ?
_exptl_absorpt_correction_T_min     ?
_exptl_absorpt_correction_T_max     ?
_exptl_special_details
;
;
_diffrn_ambient_temperature     293(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Enraf--Nonius CAD-4'
_diffrn_measurement_method     ω
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     2238
_diffrn_reflns_av_R_equivalents     0.0498
_diffrn_reflns_av_sigmaI/netI     0.0228
_diffrn_reflns_theta_min     2.60
_diffrn_reflns_theta_max     26.97
_diffrn_reflns_theta_full     26.97
_diffrn_measured_fraction_theta_max     0.973
_diffrn_measured_fraction_theta_full     0.973
_diffrn_reflns_limit_h_min     0
_diffrn_reflns_limit_h_max     9
_diffrn_reflns_limit_k_min     0
_diffrn_reflns_limit_k_max     15
_diffrn_reflns_limit_l_min     -11
_diffrn_reflns_limit_l_max     11
_diffrn_standards_number     3
_diffrn_standards_interval_count     100
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     0
_refine_special_details
;
Refinement of F² against ALL reflections. The weighted R-factor
wR and goodness of fit S are based on F², conventional
R-factors R are based on F, with F set to zero for
negative F². The threshold expression of F² >
σ(F²) is used only for calculating R-factors(gt) etc.
and is not relevant to the choice of reflections for refinement.
R-factors based on F² are statistically about twice as large
as those based on F, and R- factors based on ALL data will be
even larger.
;
_reflns_number_total     2091
_reflns_number_gt     1712
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0506
_refine_ls_R_factor_gt     0.0382
_refine_ls_wR_factor_gt     0.1030
_refine_ls_wR_factor_ref     0.1112
_refine_ls_goodness_of_fit_ref     0.956
_refine_ls_restrained_S_all     0.956
_refine_ls_number_reflns     2091
_refine_ls_number_parameters     135
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
         'calc w=1/[σ²(Fo²)+(0.0626P)²+0.6426P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.000
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.346
_refine_diff_density_min     -0.287
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
loop_
    _atom_type_symbol
    _atom_type_description
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
    _atom_type_scat_source
    'C' 'C' 0.0033 0.0016
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'H' 'H' 0.0000 0.0000
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'N' 'N' 0.0061 0.0033
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'S' 'S' 0.1246 0.1234
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'Cl' 'Cl' 0.1484 0.1585
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'CAD-4 Software (Enraf--Nonius, 1989)'
_computing_cell_refinement     'CAD-4 Software (Enraf--Nonius, 1989)'
_computing_data_reduction     'NRCVAX (Gabe et al.,  1989)'
_computing_structure_solution     'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics     'SHELXTL/PC (Sheldrick, 2008)'
_computing_publication_material     'WinGX (Farrugia, 1999)'
loop_
    _atom_site_type_symbol
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_adp_type
    _atom_site_calc_flag
    _atom_site_refinement_flags
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    Cl Cl1 0.80625(8) 0.86963(4) 0.12228(5) 0.04585(18) Uani d . 1 . .
    S S1 0.75196(9) 0.94026(5) 0.52007(7) 0.0565(2) Uani d . 1 . .
    N N1 0.0222(2) 0.78167(16) -0.16338(19) 0.0469(5) Uani d . 1 . .
    H H1A -0.0577 0.7735 -0.2405 0.056 Uiso calc R 1 . .
    N N2 0.4905(2) 0.89786(14) 0.28259(18) 0.0376(4) Uani d . 1 . .
    N N3 0.5917(2) 0.76955(15) 0.40203(19) 0.0452(5) Uani d . 1 . .
    H H3A 0.6505 0.7315 0.4676 0.054 Uiso calc R 1 . .
    N N4 0.4694(3) 0.73433(15) 0.28792(19) 0.0439(4) Uani d . 1 . .
    N N5 0.4688(4) 0.99550(16) 0.2289(3) 0.0540(6) Uani d . 1 . .
    C C1 0.0851(3) 0.7017(2) -0.0868(2) 0.0494(6) Uani d . 1 . .
    H H1B 0.0430 0.6383 -0.1173 0.059 Uiso calc R 1 . .
    C C2 0.2114(3) 0.71260(18) 0.0365(2) 0.0459(5) Uani d . 1 . .
    H H2A 0.2551 0.6568 0.0903 0.055 Uiso calc R 1 . .
    C C3 0.2744(3) 0.80777(17) 0.0811(2) 0.0362(5) Uani d . 1 . .
    C C4 0.2062(3) 0.88900(18) -0.0017(2) 0.0441(5) Uani d . 1 . .
    H H4B 0.2462 0.9533 0.0254 0.053 Uiso calc R 1 . .
    C C5 0.0786(3) 0.87364(19) -0.1248(2) 0.0491(6) Uani d . 1 . .
    H H5C 0.0318 0.9278 -0.1810 0.059 Uiso calc R 1 . .
    C C6 0.4102(3) 0.81438(16) 0.2152(2) 0.0367(5) Uani d . 1 . .
    C C7 0.6114(3) 0.86845(18) 0.4025(2) 0.0402(5) Uani d . 1 . .
    H H5A 0.575(5) 1.011(3) 0.211(4) 0.092(12) Uiso d . 1 . .
    H H5B 0.443(4) 1.032(2) 0.290(3) 0.065(9) Uiso d . 1 . .
loop_
    _atom_site_aniso_label
    _atom_site_aniso_U_11
    _atom_site_aniso_U_22
    _atom_site_aniso_U_33
    _atom_site_aniso_U_12
    _atom_site_aniso_U_13
    _atom_site_aniso_U_23
    Cl1 0.0495(3) 0.0475(3) 0.0356(3) 0.0015(2) 0.0015(2) 0.0021(2)
    S1 0.0499(4) 0.0593(4) 0.0497(4) -0.0019(3) -0.0071(3) -0.0162(3)
    N1 0.0392(10) 0.0627(13) 0.0340(10) -0.0050(9) 0.0007(7) -0.0061(9)
    N2 0.0357(9) 0.0395(9) 0.0353(9) -0.0011(7) 0.0044(7) -0.0037(7)
    N3 0.0436(10) 0.0493(11) 0.0356(9) -0.0030(9) -0.0030(8) 0.0022(8)
    N4 0.0440(10) 0.0465(11) 0.0354(9) -0.0058(8) -0.0004(8) -0.0004(8)
    N5 0.0633(15) 0.0395(12) 0.0503(13) 0.0003(10) -0.0024(11) -0.0020(10)
    C1 0.0500(13) 0.0506(14) 0.0445(12) -0.0123(11) 0.0063(10) -0.0096(11)
    C2 0.0486(12) 0.0445(13) 0.0402(12) -0.0047(10) 0.0035(9) 0.0002(10)
    C3 0.0324(10) 0.0451(12) 0.0317(10) -0.0027(9) 0.0090(8) -0.0032(9)
    C4 0.0464(12) 0.0421(12) 0.0397(11) -0.0016(10) 0.0034(9) -0.0017(9)
    C5 0.0498(13) 0.0509(14) 0.0403(12) 0.0037(11) 0.0000(10) 0.0018(10)
    C6 0.0340(10) 0.0409(11) 0.0350(10) -0.0026(8) 0.0081(8) -0.0009(8)
    C7 0.0348(10) 0.0491(13) 0.0347(11) -0.0002(9) 0.0055(8) -0.0043(9)
_geom_special_details
;
All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s.
planes.
;
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    S1 C7 . 1.679(2) ?
    N1 C5 . 1.328(3) ?
    N1 C1 . 1.331(3) ?
    N1 H1A . 0.8600 ?
    N2 C6 . 1.366(3) ?
    N2 C7 . 1.371(3) ?
    N2 N5 . 1.405(3) ?
    N3 C7 . 1.331(3) ?
    N3 N4 . 1.362(3) ?
    N3 H3A . 0.8600 ?
    N4 C6 . 1.308(3) ?
    N5 H5A . 0.90(4) ?
    N5 H5B . 0.84(3) ?
    C1 C2 . 1.366(3) ?
    C1 H1B . 0.9300 ?
    C2 C3 . 1.394(3) ?
    C2 H2A . 0.9300 ?
    C3 C4 . 1.385(3) ?
    C3 C6 . 1.474(3) ?
    C4 C5 . 1.376(3) ?
    C4 H4B . 0.9300 ?
    C5 H5C . 0.9300 ?
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    C5 N1 C1 . . 122.28(19) ?
    C5 N1 H1A . . 118.9 ?
    C1 N1 H1A . . 118.9 ?
    C6 N2 C7 . . 108.35(18) ?
    C6 N2 N5 . . 125.26(18) ?
    C7 N2 N5 . . 125.94(19) ?
    C7 N3 N4 . . 113.60(18) ?
    C7 N3 H3A . . 123.2 ?
    N4 N3 H3A . . 123.2 ?
    C6 N4 N3 . . 104.37(18) ?
    N2 N5 H5A . . 105(2) ?
    N2 N5 H5B . . 107(2) ?
    H5A N5 H5B . . 114(3) ?
    N1 C1 C2 . . 120.1(2) ?
    N1 C1 H1B . . 120.0 ?
    C2 C1 H1B . . 120.0 ?
    C1 C2 C3 . . 119.6(2) ?
    C1 C2 H2A . . 120.2 ?
    C3 C2 H2A . . 120.2 ?
    C4 C3 C2 . . 118.6(2) ?
    C4 C3 C6 . . 124.5(2) ?
    C2 C3 C6 . . 116.9(2) ?
    C5 C4 C3 . . 119.3(2) ?
    C5 C4 H4B . . 120.3 ?
    C3 C4 H4B . . 120.3 ?
    N1 C5 C4 . . 120.1(2) ?
    N1 C5 H5C . . 119.9 ?
    C4 C5 H5C . . 119.9 ?
    N4 C6 N2 . . 110.29(18) ?
    N4 C6 C3 . . 121.29(19) ?
    N2 C6 C3 . . 128.43(19) ?
    N3 C7 N2 . . 103.35(18) ?
    N3 C7 S1 . . 128.55(17) ?
    N2 C7 S1 . . 128.10(18) ?
loop_
    _geom_hbond_atom_site_label_D
    _geom_hbond_atom_site_label_H
    _geom_hbond_atom_site_label_A
    _geom_hbond_site_symmetry_A
    _geom_hbond_distance_DH
    _geom_hbond_distance_HA
    _geom_hbond_distance_DA
    _geom_hbond_angle_DHA
    N1 H1A Cl1 4_475 0.86 2.43 3.099(2) 135.3
    N3 H3A Cl1 4_576 0.86 2.17 3.027(2) 176.1
    N5 H5B S1 3_676 0.84(3) 2.72(3) 3.466(3) 148(3)
