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###           Full Paper (Acta Crystallographica Section C)                ###
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#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section C. It conforms to the editorial and technical    #
# requirements of Notes for Authors for Section C, and has been peer         #
# reviewed under the auspices of the IUCr Commission on Journals.            #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# 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 2.1.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
# cif/home.html                                                              #
#                                                                            #
#            Copyright International Union of Crystallography                #
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##############################################################################
data_I
_audit_creation_method     SHELXL97
_chemical_name_systematic
;
Benzo-1,3-thiazole-6-carboxamidinium chloride dihydrate
;
_chemical_name_common     ?
_chemical_formula_moiety     'C8 H8 N3 S 1+, Cl 1-, 2H2 O'
_chemical_formula_sum     'C8 H12 Cl N3 O2 S'
_chemical_formula_iupac     'C8 H8 N3 S 1+, Cl 1-, 2H2 O'
_chemical_formula_weight     249.72
_chemical_melting_point     548
_symmetry_cell_setting     'orthorhombic'
_symmetry_space_group_name_H-M     'P n a 21'
_symmetry_space_group_name_Hall     'P 2c -2n'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, -y, z+1/2'
    'x+1/2, -y+1/2, z'
    '-x+1/2, y+1/2, z+1/2'
_cell_length_a     16.9296(9)
_cell_length_b     9.3433(5)
_cell_length_c     7.3389(15)
_cell_angle_alpha     90
_cell_angle_beta     90
_cell_angle_gamma     90
_cell_volume     1160.9(3)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     60
_cell_measurement_theta_min     12.5
_cell_measurement_theta_max     17.8
_cell_measurement_temperature     293(2)
_exptl_crystal_description     block
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.47
_exptl_crystal_size_mid     0.42
_exptl_crystal_size_min     0.22
_exptl_crystal_density_diffrn     1.429
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'none'
_exptl_crystal_F_000     520
_exptl_absorpt_coefficient_mu     0.494
_exptl_absorpt_correction_type     '\Y scan'
_exptl_absorpt_process_details     'X-RED (Stoe & Cie, 1995)'
_exptl_absorpt_correction_T_min     0.792
_exptl_absorpt_correction_T_max     0.893
_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     'Planar Graphite'
_diffrn_measurement_device_type     'Philips PW1100 (updated by STOE)'
_diffrn_measurement_method     ω
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     4203
_diffrn_reflns_av_R_equivalents     0.0342
_diffrn_reflns_av_sigmaI/netI     0.0254
_diffrn_reflns_theta_min     3.25
_diffrn_reflns_theta_max     30.01
_diffrn_reflns_theta_full     30.0
_diffrn_measured_fraction_theta_max     1.00
_diffrn_measured_fraction_theta_full     1.00
_diffrn_reflns_limit_h_min     -23
_diffrn_reflns_limit_h_max     23
_diffrn_reflns_limit_k_min     -13
_diffrn_reflns_limit_k_max     13
_diffrn_reflns_limit_l_min     -10
_diffrn_reflns_limit_l_max     10
_diffrn_standards_number     4
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     90
_diffrn_standards_decay_%     4
_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 > 2sigma(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     3377
_reflns_number_gt     2945
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0405
_refine_ls_R_factor_gt     0.0323
_refine_ls_wR_factor_gt     0.0769
_refine_ls_wR_factor_ref     0.0812
_refine_ls_goodness_of_fit_ref     1.057
_refine_ls_restrained_S_all     1.057
_refine_ls_number_reflns     3377
_refine_ls_number_parameters     185
_refine_ls_number_restraints     1
_refine_ls_hydrogen_treatment     refall
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
     'calc w = 1/[σ²(Fo²)+(0.0471P)²+0.0723P] 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     <0.001
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.25
_refine_diff_density_min     -0.20
_refine_ls_extinction_method     SHELXL97
_refine_ls_extinction_coef     0.083(4)
_refine_ls_extinction_expression
                                'Fc^*^ = kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^'
_refine_ls_abs_structure_details     'Flack (1983)'
_refine_ls_abs_structure_Flack     0.02(6)
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'
    'O' 'O' 0.0106 0.0060
                         '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'
    'H' 'H' 0.0000 0.0000
                         '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     'STADI4 (Stoe & Cie, 1995)'
_computing_cell_refinement     'X-RED (Stoe & Cie, 1995)'
_computing_data_reduction     'X-RED (Stoe & Cie, 1995)'
_computing_structure_solution     'SHELXS97 (Sheldrick, 1990)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'PLATON98 (Spek, 1990)'
_computing_publication_material     'SHELXL97 (Sheldrick, 1997)'
loop_
    _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
    _atom_site_type_symbol
    Cl 0.51091(2) 0.31217(5) 0.39859(8) 0.04496(12) Uani d . 1 . . Cl
    N1 0.79005(10) 0.30764(15) 0.1236(2) 0.0438(3) Uani d . 1 . . N
    C1 0.86375(13) 0.30760(18) 0.0754(3) 0.0455(4) Uani d . 1 . . C
    S 0.90695(2) 0.47046(5) 0.02443(7) 0.04415(12) Uani d . 1 . . S
    C2 0.81749(9) 0.55165(16) 0.0712(2) 0.0335(3) Uani d . 1 . . C
    C3 0.79721(9) 0.69579(15) 0.0596(2) 0.0337(3) Uani d . 1 . . C
    C4 0.72051(9) 0.73514(16) 0.1035(2) 0.0317(3) Uani d . 1 . . C
    C5 0.66498(9) 0.63239(18) 0.1604(2) 0.0367(3) Uani d . 1 . . C
    C6 0.68528(11) 0.48995(19) 0.1721(3) 0.0394(3) Uani d . 1 . . C
    C7 0.76184(10) 0.44770(16) 0.1244(2) 0.0349(3) Uani d . 1 . . C
    C8 0.69649(9) 0.88729(17) 0.0880(2) 0.0347(3) Uani d . 1 . . C
    N2 0.74765(11) 0.98737(16) 0.1322(2) 0.0424(3) Uani d . 1 . . N
    N3 0.62544(9) 0.91850(17) 0.0301(3) 0.0434(3) Uani d . 1 . . N
    O1 0.90985(10) 0.92882(19) 0.2589(3) 0.0576(4) Uani d . 1 . . O
    O2 0.57384(14) 0.20048(17) 0.0155(4) 0.0705(5) Uani d . 1 . . O
    H1 0.8971(13) 0.227(3) 0.068(3) 0.048(6) Uiso d . 1 . . H
    H3 0.8363(12) 0.758(3) 0.017(3) 0.047(5) Uiso d . 1 . . H
    H5 0.6120(14) 0.660(2) 0.192(3) 0.042(5) Uiso d . 1 . . H
    H6 0.6527(13) 0.420(3) 0.215(3) 0.046(6) Uiso d . 1 . . H
    H21 0.7921(13) 0.964(2) 0.177(3) 0.037(5) Uiso d . 1 . . H
    H22 0.7352(15) 1.074(3) 0.120(3) 0.051(6) Uiso d . 1 . . H
    H31 0.5958(16) 0.855(3) -0.003(4) 0.061(8) Uiso d . 1 . . H
    H32 0.6107(15) 1.002(3) 0.027(5) 0.052(6) Uiso d . 1 . . H
    H101 0.938(2) 0.910(4) 0.156(5) 0.078(9) Uiso d . 1 . . H
    H102 0.929(2) 0.991(5) 0.300(6) 0.093(12) Uiso d . 1 . . H
    H201 0.558(2) 0.225(4) 0.109(5) 0.067(9) Uiso d . 1 . . H
    H202 0.5813(16) 0.264(4) -0.053(4) 0.068(9) Uiso d . 1 . . H
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
    Cl 0.03552(17) 0.0478(2) 0.0516(2) 0.00226(15) 0.00166(18) 0.0037(2)
    N1 0.0542(9) 0.0260(6) 0.0511(9) -0.0016(6) -0.0122(7) 0.0014(5)
    C1 0.0574(10) 0.0296(7) 0.0493(10) 0.0069(7) -0.0104(8) -0.0015(6)
    S 0.04013(19) 0.03467(18) 0.0576(3) 0.00547(15) 0.00139(19) -0.00148(19)
    C2 0.0350(6) 0.0282(6) 0.0373(8) -0.0025(5) -0.0036(5) -0.0012(5)
    C3 0.0331(6) 0.0262(6) 0.0417(9) -0.0038(5) 0.0019(6) -0.0003(5)
    C4 0.0342(6) 0.0256(6) 0.0351(7) -0.0026(5) -0.0029(6) -0.0008(5)
    C5 0.0315(7) 0.0359(7) 0.0428(8) -0.0054(6) -0.0010(6) 0.0021(6)
    C6 0.0386(7) 0.0330(7) 0.0466(9) -0.0115(6) -0.0049(7) 0.0055(7)
    C7 0.0417(7) 0.0266(6) 0.0363(8) -0.0055(6) -0.0077(6) 0.0018(5)
    C8 0.0387(7) 0.0299(6) 0.0356(7) 0.0018(6) 0.0044(6) -0.0014(6)
    N2 0.0472(8) 0.0252(6) 0.0547(9) -0.0017(6) -0.0005(7) -0.0020(6)
    N3 0.0415(6) 0.0349(6) 0.0540(8) 0.0069(6) -0.0027(7) -0.0026(7)
    O1 0.0595(9) 0.0531(9) 0.0603(10) -0.0125(7) -0.0017(7) -0.0139(7)
    O2 0.1033(15) 0.0359(7) 0.0724(12) -0.0017(7) 0.0238(11) -0.0056(9)
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds 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
    S C1 . 1.7292(19) y
    S C2 . 1.7283(16) y
    N1 C1 . 1.297(3) y
    N1 C7 . 1.393(2) y
    C1 H1 . 0.95(3) ?
    C2 C3 . 1.392(2) y
    C2 C7 . 1.408(2) y
    C3 C4 . 1.388(2) y
    C3 H3 . 0.93(2) ?
    C4 C5 . 1.407(2) y
    C4 C8 . 1.483(2) y
    C5 C6 . 1.377(2) y
    C5 H5 . 0.96(2) ?
    C6 C7 . 1.399(3) y
    C6 H6 . 0.91(3) ?
    C8 N3 . 1.309(2) ?
    C8 N2 . 1.315(2) ?
    N2 H21 . 0.85(2) ?
    N2 H22 . 0.84(3) ?
    N3 H31 . 0.82(3) ?
    N3 H32 . 0.82(3) ?
    O1 H101 . 0.91(4) ?
    O1 H102 . 0.73(4) ?
    O2 H201 . 0.77(4) ?
    O2 H202 . 0.79(4) ?
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
    C1 S C2 . . 88.43(9) y
    S C2 C3 . . 128.93(12) y
    S C2 C7 . . 109.79(12) y
    S C1 N1 . . 117.76(13) y
    C1 N1 C7 . . 109.34(14) y
    N1 C7 C2 . . 114.67(15) y
    N1 C7 C6 . . 125.70(15) y
    N2 C8 N3 . . 121.80(16) y
    N2 C8 C4 . . 118.81(15) y
    N3 C8 C4 . . 119.38(15) y
    N1 C1 H1 . . 126.2(15) ?
    S C1 H1 . . 116.0(15) ?
    C3 C2 C7 . . 121.27(15) ?
    C2 C3 C4 . . 118.21(13) ?
    C4 C3 H3 . . 125.3(14) ?
    C2 C3 H3 . . 116.4(15) ?
    C3 C4 C5 . . 120.90(14) ?
    C3 C4 C8 . . 119.51(13) ?
    C5 C4 C8 . . 119.59(14) ?
    C4 C5 C6 . . 120.74(15) ?
    C6 C5 H5 . . 118.3(14) ?
    C4 C5 H5 . . 120.9(14) ?
    C5 C6 C7 . . 119.22(15) ?
    C5 C6 H6 . . 124.2(15) ?
    C7 C6 H6 . . 116.5(15) ?
    C2 C7 C6 . . 119.63(14) ?
    C8 N2 H21 . . 119.5(14) ?
    C8 N2 H22 . . 119.6(18) ?
    H21 N2 H22 . . 121(2) ?
    C8 N3 H31 . . 120(2) ?
    C8 N3 H32 . . 120.1(18) ?
    H31 N3 H32 . . 120(3) ?
    H101 O1 H102 . . 105(4) ?
    H201 O2 H202 . . 113(4) ?
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
    N2 H21 O1 . 0.85(2) 2.11(2) 2.950(3) 171(2)
    N2 H22 N1 1_565 0.84(3) 2.37(3) 3.078(2) 142(2)
    N3 H31 Cl 2_664 0.81(3) 2.49(3) 3.3023(18) 171(3)
    N3 H32 O2 1_565 0.82(3) 1.96(3) 2.778(2) 179(4)
    O1 H101 Cl 4_654 0.91(4) 2.27(3) 3.159(2) 165(3)
    O1 H102 Cl 3_565 0.73(5) 2.41(4) 3.136(2) 170(3)
    O2 H201 Cl . 0.77(4) 2.41(4) 3.183(3) 177.4(17)
    O2 H202 O1 4_644 0.79(3) 2.07(3) 2.859(3) 175(3)
data_global
_journal_date_recd_electronic     2002-12-23
_journal_date_accepted     2003-01-20
_journal_name_full     'Acta Crystallographica, Section C'
_journal_year     2003
_journal_volume     59
_journal_issue      4
_journal_page_first     o190
_journal_page_last     o191
_journal_paper_category     FO
_publ_contact_author
;
      Dr Dubravka Matković-Čalogović
      Laboratory of General and Inorganic Chemistry
      Faculty of Science, University of Zagreb
      Ul. kralja Zvonimira 8
      10000 Zagreb, Croatia
;
_publ_contact_author_email     dubravka@chem.pmf.hr
_publ_contact_author_fax     '00385 1 4611191'
_publ_contact_author_phone     '00385 1 4606692'
_publ_section_title
;
Benzo-1,3-thiazole-6-carboxamidinium chloride dihydrate
;
loop_
    _publ_author_name
    _publ_author_address
    'Matković-Čalogović, Dubravka'
;     Laboratory of General and Inorganic Chemistry,
      Department of Chemistry,
      Faculty of Science, University of Zagreb,
      Ul. kralja Zvonimira 8,
      10000 Zagreb, Croatia
;
    'Popović, Zora'
;     Laboratory of General and Inorganic Chemistry,
      Department of Chemistry,
      Faculty of Science, University of Zagreb,
      Ul. kralja Zvonimira 8,
      10000 Zagreb, Croatia
;
    'Tralić-Kulenović, Vesna'
;     Faculty of Textile Technology,
      University of Zagreb,
      Pierottijeva 6,
      10000 Zagreb, Croatia
;
    'Racanè, Livio'
;     Faculty of Textile Technology,
      University of Zagreb,
      Pierottijeva 6,
      10000 Zagreb, Croatia
;
    'Karminski-Zamola, Grace'
;     Faculty of Chemical Engineering and Technology,
      University of Zagreb,
      Marulićev trg 19,
      10000 Zagreb, Croatia
;
