#------------------------------------------------------------------------------
#$Date: 2017-10-13 10:03:29 +0200 (vie 13 de oct de 2017) $
#$Revision: 201974 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/29/2212944.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_2212944
loop_
_publ_author_name
'Zhong-Yuan Chen'
'Guo-Qiang Wu'
'Fen-Xiang Jiang'
'Yu-Liang Tian'
'Shang Shan'
_publ_section_title
;
 Methyl 3-[(Z)-1-(thiazol-2-yl)ethylidene]dithiocarbazate
;
_journal_coeditor_code           KP2093
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1919
_journal_page_last               o1920
_journal_paper_doi               10.1107/S1600536807013049
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C7 H9 N3 S3'
_chemical_formula_moiety         'C7 H9 N3 S3'
_chemical_formula_sum            'C7 H9 N3 S3'
_chemical_formula_weight         231.35
_chemical_name_systematic
;
(Z)-Methyl 3-[1-(thiazol-2-yl)ethylidene]dithiocarbazate
;
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 105.536(12)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.7042(7)
_cell_length_b                   9.3628(8)
_cell_length_c                   14.8665(12)
_cell_measurement_reflns_used    3546
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.0
_cell_measurement_theta_min      3.4
_cell_volume                     1033.18(16)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       'PROCESS-AUTO (Rigaku, 1998)'
_computing_data_reduction
'CrystalStructure (Rigaku/MSC & Rigaku, 2002)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Altomare et al.,  1993)'
_diffrn_ambient_temperature      295(2)
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.99
_diffrn_measured_fraction_theta_max 0.99
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_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  0.021
_diffrn_reflns_av_sigmaI/netI    0.017
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            9686
_diffrn_reflns_theta_full        27.5
_diffrn_reflns_theta_max         27.5
_diffrn_reflns_theta_min         3.4
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.674
_exptl_absorpt_correction_T_max  0.880
_exptl_absorpt_correction_T_min  0.770
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.487
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             480
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.35
_refine_diff_density_min         -0.27
_refine_ls_extinction_coef       0.0134(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL97
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     121
_refine_ls_number_reflns         2342
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.037
_refine_ls_R_factor_gt           0.029
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0458P)²+0.1778P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.078
_refine_ls_wR_factor_ref         0.082
_reflns_number_gt                1921
_reflns_number_total             2342
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            kp2093.cif
_cod_data_source_block           I
_cod_original_cell_volume        1033.18(15)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2212944
_cod_database_fobs_code          2212944
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_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
S S1 0.26561(6) 0.12963(4) 0.35008(3) 0.05036(14) Uani d . 1
S S2 0.13808(7) 0.80767(5) 0.49759(3) 0.05845(16) Uani d . 1
S S3 0.32959(6) 0.64755(4) 0.67409(3) 0.04926(14) Uani d . 1
N N1 0.1700(2) 0.39179(13) 0.34694(9) 0.0465(3) Uani d . 1
N N2 0.31140(18) 0.41923(13) 0.55387(9) 0.0441(3) Uani d . 1
N N3 0.23963(18) 0.54058(13) 0.50653(9) 0.0462(3) Uani d . 1
H H3N 0.1926 0.5399 0.4474 0.055 Uiso d R 1
C C1 0.2471(2) 0.29011(15) 0.40484(11) 0.0399(3) Uani d . 1
C C2 0.1233(3) 0.34276(18) 0.25698(12) 0.0529(4) Uani d . 1
H H2 0.0663 0.4007 0.2070 0.063 Uiso calc R 1
C C3 0.1650(3) 0.20549(18) 0.24522(12) 0.0530(4) Uani d . 1
H H3 0.1421 0.1590 0.1880 0.064 Uiso calc R 1
C C4 0.3136(2) 0.30408(15) 0.50606(11) 0.0413(3) Uani d . 1
C C5 0.3909(3) 0.17354(17) 0.56103(13) 0.0568(4) Uani d . 1
H H5A 0.5012 0.1474 0.5468 0.085 Uiso calc R 1
H H5B 0.3064 0.0963 0.5449 0.085 Uiso calc R 1
H H5C 0.4147 0.1935 0.6265 0.085 Uiso calc R 1
C C6 0.2323(2) 0.66234(15) 0.55371(11) 0.0414(3) Uani d . 1
C C7 0.2900(3) 0.82284(19) 0.71432(14) 0.0627(5) Uani d . 1
H H7A 0.3730 0.8894 0.6995 0.094 Uiso calc R 1
H H7B 0.3070 0.8207 0.7807 0.094 Uiso calc R 1
H H7C 0.1689 0.8519 0.6842 0.094 Uiso calc R 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
S1 0.0664(3) 0.0368(2) 0.0494(3) 0.00385(17) 0.0182(2) -0.00521(15)
S2 0.0726(3) 0.0378(2) 0.0581(3) 0.00459(19) 0.0056(2) 0.00571(17)
S3 0.0623(3) 0.0393(2) 0.0432(2) 0.00391(17) 0.00909(19) -0.00377(15)
N1 0.0610(8) 0.0377(6) 0.0402(7) 0.0010(6) 0.0124(6) -0.0004(5)
N2 0.0548(8) 0.0346(6) 0.0423(7) -0.0003(5) 0.0123(6) 0.0003(5)
N3 0.0616(8) 0.0351(6) 0.0396(7) 0.0013(6) 0.0097(6) -0.0001(5)
C1 0.0462(8) 0.0327(7) 0.0432(8) -0.0024(6) 0.0161(6) -0.0027(6)
C2 0.0711(11) 0.0474(9) 0.0392(9) -0.0004(8) 0.0129(8) 0.0013(7)
C3 0.0704(11) 0.0496(9) 0.0409(9) -0.0041(8) 0.0183(8) -0.0066(7)
C4 0.0465(8) 0.0358(7) 0.0421(8) -0.0008(6) 0.0126(7) 0.0005(6)
C5 0.0763(12) 0.0417(8) 0.0477(9) 0.0097(8) 0.0088(9) 0.0035(7)
C6 0.0449(8) 0.0352(7) 0.0445(8) -0.0045(6) 0.0126(6) -0.0004(6)
C7 0.0757(13) 0.0487(10) 0.0614(12) 0.0071(9) 0.0141(10) -0.0155(8)
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C3 S1 C1 89.65(8)
C6 S3 C7 101.72(9)
C1 N1 C2 110.59(13)
C4 N2 N3 118.09(13)
C6 N3 N2 120.05(13)
C6 N3 H3N 118.3
N2 N3 H3N 121.5
N1 C1 C4 125.63(13)
N1 C1 S1 113.59(12)
C4 C1 S1 120.78(11)
C3 C2 N1 115.95(16)
C3 C2 H2 122.0
N1 C2 H2 122.0
C2 C3 S1 110.21(13)
C2 C3 H3 124.9
S1 C3 H3 124.9
N2 C4 C1 126.04(14)
N2 C4 C5 116.15(14)
C1 C4 C5 117.81(13)
C4 C5 H5A 109.5
C4 C5 H5B 109.5
H5A C5 H5B 109.5
C4 C5 H5C 109.5
H5A C5 H5C 109.5
H5B C5 H5C 109.5
N3 C6 S2 120.40(12)
N3 C6 S3 113.51(11)
S2 C6 S3 126.09(9)
S3 C7 H7A 109.5
S3 C7 H7B 109.5
H7A C7 H7B 109.5
S3 C7 H7C 109.5
H7A C7 H7C 109.5
H7B C7 H7C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
S1 C1 1.7329(14) ?
S1 C3 1.6994(19) ?
S2 C6 1.6582(16) y
S3 C6 1.7507(17) y
S3 C7 1.8005(17) y
N1 C1 1.314(2) ?
N1 C2 1.368(2) ?
N2 N3 1.3724(17) y
N2 C4 1.2939(19) y
N3 C6 1.3477(19) y
N3 H3N 0.8560 ?
C1 C4 1.460(2) ?
C2 C3 1.348(2) ?
C2 H2 0.9300 ?
C3 H3 0.9300 ?
C4 C5 1.502(2) ?
C5 H5A 0.9600 ?
C5 H5B 0.9600 ?
C5 H5C 0.9600 ?
C7 H7A 0.9600 ?
C7 H7B 0.9600 ?
C7 H7C 0.9600 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N3 H3N N1 0.86 2.01 2.6787(18) 134 y
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30655196
