#------------------------------------------------------------------------------
#$Date: 2017-10-13 09:09:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/63/2206361.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2206361
loop_
_publ_author_name
'Prugovečki, Biserka'
'Matković-Čalogović, Dubravka'
'Sanković, Krešimir'
_publ_section_title
;
 2-Thiocytosinium chloride
;
_journal_coeditor_code           BT6701
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2706
_journal_page_last               o2708
_journal_paper_doi               10.1107/S1600536805023445
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac          'C4 H6 N3 S +, Cl -'
_chemical_formula_moiety         'C4 H6 N3 S +, Cl -'
_chemical_formula_sum            'C4 H6 Cl N3 S'
_chemical_formula_weight         163.63
_chemical_name_common            'thiocytosinium chloride'
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 98.704(16)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   9.969(2)
_cell_length_b                   13.8855(18)
_cell_length_c                   10.2272(17)
_cell_measurement_reflns_used    52
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      17.3
_cell_measurement_theta_min      10.4
_cell_volume                     1399.4(4)
_computing_cell_refinement       STADI4
_computing_data_collection       'STADI4 (Stoe & Cie, 1995)'
_computing_data_reduction        'X-RED (Stoe & Cie, 1995)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL97 and PLATON'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Philips PW1100 updated by Stoe'
_diffrn_measurement_method       ω--2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0424
_diffrn_reflns_av_sigmaI/netI    0.0481
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            7868
_diffrn_reflns_theta_full        30.02
_diffrn_reflns_theta_max         30.02
_diffrn_reflns_theta_min         2.07
_diffrn_standards_decay_%        13.5
_diffrn_standards_interval_time  90
_diffrn_standards_number         5
_exptl_absorpt_coefficient_mu    0.754
_exptl_absorpt_correction_T_max  0.7723
_exptl_absorpt_correction_T_min  0.7335
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   '(X-RED; Stoe & Cie, 1995)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.553
_exptl_crystal_description       prism
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.60
_exptl_crystal_size_min          0.54
_refine_diff_density_max         0.792
_refine_diff_density_min         -1.038
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     211
_refine_ls_number_reflns         4084
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0574
_refine_ls_R_factor_gt           0.0370
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0465P)²+0.5775P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0990
_refine_ls_wR_factor_ref         0.1073
_reflns_number_gt                2985
_reflns_number_total             4084
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt6701.cif
_cod_data_source_block           I
_cod_original_cell_volume        1399.5(4)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2206361
_cod_database_fobs_code          2206361
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'
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_occupancy
_atom_site_type_symbol
Cl11 0.65662(5) 0.11196(3) 0.58423(5) 0.03489(12) Uani d 1 Cl
Cl12 0.11345(5) 0.19462(3) 0.12896(5) 0.03317(12) Uani d 1 Cl
S21 0.55184(7) 0.43488(4) 0.65306(6) 0.04652(16) Uani d 1 S
C21 0.47881(18) 0.36081(12) 0.74754(17) 0.0275(3) Uani d 1 C
N31 0.39775(16) 0.39372(10) 0.83449(15) 0.0268(3) Uani d 1 N
C41 0.33230(19) 0.33689(13) 0.91237(18) 0.0298(4) Uani d 1 C
C51 0.3497(2) 0.23587(14) 0.9049(2) 0.0353(4) Uani d 1 C
C61 0.4304(2) 0.20237(13) 0.8208(2) 0.0356(4) Uani d 1 C
N11 0.49212(17) 0.26343(11) 0.74432(16) 0.0320(3) Uani d 1 N
N41 0.2569(2) 0.37821(15) 0.9907(2) 0.0462(5) Uani d 1 N
S22 -0.07889(9) 0.96708(4) 0.29048(9) 0.0769(3) Uani d 1 S
C22 0.0337(2) 0.91902(13) 0.2060(2) 0.0349(4) Uani d 1 C
N32 0.05179(16) 0.82203(10) 0.19994(16) 0.0300(3) Uani d 1 N
C42 0.13773(18) 0.77848(12) 0.12707(17) 0.0286(4) Uani d 1 C
C52 0.2155(2) 0.83810(14) 0.0543(2) 0.0326(4) Uani d 1 C
C62 0.2000(2) 0.93362(13) 0.06222(19) 0.0331(4) Uani d 1 C
N12 0.11114(18) 0.97273(12) 0.13647(17) 0.0342(4) Uani d 1 N
N42 0.1470(2) 0.68471(12) 0.1279(2) 0.0430(4) Uani d 1 N
H31 0.391(2) 0.4542(17) 0.844(2) 0.027(5) Uiso d 1 H
H51 0.310(3) 0.1912(19) 0.951(2) 0.041(6) Uiso d 1 H
H61 0.451(3) 0.1364(19) 0.812(2) 0.040(6) Uiso d 1 H
H11 0.544(3) 0.238(2) 0.691(2) 0.048(7) Uiso d 1 H
H411 0.254(3) 0.442(2) 0.991(3) 0.061(8) Uiso d 1 H
H412 0.217(3) 0.347(2) 1.033(3) 0.050(8) Uiso d 1 H
H32 0.003(3) 0.783(2) 0.250(2) 0.054(7) Uiso d 1 H
H52 0.279(3) 0.8091(19) 0.002(2) 0.051(7) Uiso d 1 H
H62 0.248(2) 0.9771(16) 0.020(2) 0.029(5) Uiso d 1 H
H12 0.109(2) 1.028(2) 0.140(2) 0.040(7) Uiso d 1 H
H421 0.105(3) 0.649(2) 0.174(3) 0.054(8) Uiso d 1 H
H422 0.202(3) 0.659(2) 0.077(3) 0.053(8) Uiso d 1 H
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'
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
N11 C21 N31 114.68(15) y
N11 C21 S21 123.45(13) y
N31 C21 S21 121.86(13) y
C41 N31 C21 124.85(15) y
C41 N31 H31 117.1(14) ?
C21 N31 H31 117.9(15) ?
N41 C41 N31 118.39(17) y
N41 C41 C51 123.55(17) y
N31 C41 C51 118.05(16) y
C61 C51 C41 117.83(17) y
C61 C51 H51 116.8(16) ?
C41 C51 H51 125.4(16) ?
C51 C61 N11 121.15(17) y
C51 C61 H61 123.6(15) ?
N11 C61 H61 115.3(15) ?
C21 N11 C61 123.44(16) y
C21 N11 H11 119.2(18) ?
C61 N11 H11 117.4(18) ?
C41 N41 H411 117(2) ?
C41 N41 H412 120(2) ?
H411 N41 H412 123(3) ?
N12 C22 N32 115.59(16) y
N12 C22 S22 122.58(14) y
N32 C22 S22 121.81(14) y
C42 N32 C22 124.32(15) y
C42 N32 H32 117.8(17) ?
C22 N32 H32 117.9(17) ?
N42 C42 N32 119.35(17) y
N42 C42 C52 122.75(17) y
N32 C42 C52 117.89(15) y
C62 C52 C42 117.92(16) y
C62 C52 H52 122.2(16) ?
C42 C52 H52 119.9(16) ?
C52 C62 N12 121.25(17) y
C52 C62 H62 123.6(14) ?
N12 C62 H62 115.1(14) ?
C22 N12 C62 123.00(16) y
C22 N12 H12 120.4(19) ?
C62 N12 H12 116.6(19) ?
C42 N42 H421 123(2) ?
C42 N42 H422 116.8(19) ?
H421 N42 H422 120(3) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
S21 C21 1.6537(17) y
C21 N11 1.360(2) y
C21 N31 1.368(2) y
N31 C41 1.357(2) ?
N31 H31 0.85(2) ?
C41 N41 1.311(2) y
C41 C51 1.417(3) y
C51 C61 1.346(3) y
C51 H51 0.91(3) ?
C61 N11 1.362(2) y
C61 H61 0.95(3) ?
N11 H11 0.88(3) ?
N41 H411 0.89(3) ?
N41 H412 0.76(3) ?
S22 C22 1.6567(19) y
C22 N12 1.351(2) y
C22 N32 1.361(2) y
N32 C42 1.360(2) y
N32 H32 0.93(3) ?
C42 N42 1.305(2) y
C42 C52 1.420(2) y
C52 C62 1.339(3) y
C52 H52 0.97(3) ?
C62 N12 1.364(2) y
C62 H62 0.91(2) ?
N12 H12 0.77(3) ?
N42 H421 0.84(3) ?
N42 H422 0.89(3) ?
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
N11 H11 Cl11 . 0.88(3) 2.43(3) 3.2567(18) 157(2)
N12 H12 Cl12 1_565 0.77(3) 2.32(3) 3.0822(18) 173.5(19)
N31 H31 Cl11 2_656 0.85(2) 2.38(2) 3.2100(16) 165.5(19)
N32 H32 Cl12 2_555 0.93(3) 2.20(3) 3.1270(17) 178(3)
N41 H411 Cl11 2_656 0.89(3) 2.68(3) 3.474(2) 150(3)
N41 H412 Cl12 1_556 0.77(3) 2.61(3) 3.340(2) 160(3)
N42 H421 S22 2_545 0.84(3) 2.57(3) 3.2344(19) 137(3)
N42 H422 Cl11 2_655 0.89(3) 2.42(3) 3.293(2) 171(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30654828
