#------------------------------------------------------------------------------
#$Date: 2018-08-07 19:40:34 +0300 (Tue, 07 Aug 2018) $
#$Revision: 209451 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/23/01/2230108.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_2230108
loop_
_publ_author_name
'Gaye, Papa Aly'
'Sy, Adama'
'Sarr, Aminata Diassé'
'Gaye, Mohamed'
'Besnard, Celine'
_publ_section_title
;
 1-(Thiophen-2-yl)ethanone thiosemicarbazone
;
_journal_coeditor_code           PB2061
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1168
_journal_paper_doi               10.1107/S1600536811011986
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          'C7 H9 N3 S2'
_chemical_formula_moiety         'C7 H9 N3 S2'
_chemical_formula_sum            'C7 H9 N3 S2'
_chemical_formula_weight         199.31
_chemical_name_systematic
;
1-(Thiophen-2-yl)ethanone thiosemicarbazone
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_cell_angle_alpha                104.575(8)
_cell_angle_beta                 103.345(8)
_cell_angle_gamma                108.227(8)
_cell_formula_units_Z            4
_cell_length_a                   9.0037(9)
_cell_length_b                   9.7800(9)
_cell_length_c                   12.1428(12)
_cell_measurement_reflns_used    0
_cell_measurement_temperature    140
_cell_measurement_theta_max      0
_cell_measurement_theta_min      0
_cell_volume                     925.52(18)
_computing_cell_refinement       'IPDS (Stoe & Cie, 1996)'
_computing_data_collection       'IPDS (Stoe & Cie, 1996)'
_computing_data_reduction        'XRED (Stoe & Cie 1996)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SUPERFLIP (Palatinus & Chapuis, 2007)'
_diffrn_ambient_temperature      140
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.923
_diffrn_measurement_device       'Stoe IPDS'
_diffrn_measurement_device_type  'Stoe IPDS'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.033
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            13175
_diffrn_reflns_theta_full        27.202
_diffrn_reflns_theta_max         30.912
_diffrn_reflns_theta_min         2.341
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.522
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.430
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             416
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.300
_refine_diff_density_max         0.40
_refine_diff_density_min         -0.39
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.9988
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         5373
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0434
_refine_ls_R_factor_gt           0.0343
_refine_ls_shift/su_max          0.0008519
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982)
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)]
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax
 Method = Robust Weighting (Prince, 1982)
 W = [weight] * [1-(deltaF/6*sigmaF)²]²
 Ai are:
 17.0 19.0 6.62
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0527
_refine_ls_wR_factor_gt          0.0502
_refine_ls_wR_factor_ref         0.0527
_reflns_number_gt                4634
_reflns_number_total             5386
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            pb2061.cif
_cod_data_source_block           I
_cod_depositor_comments
;
 Removing duplicate rows from the ATOM_TYPE loop.

 Antanas Vaitkus,
 2018-08-07
;
_cod_original_sg_symbol_H-M      'P -1 '
_cod_database_code               2230108
_cod_database_fobs_code          2230108
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
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_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N N1 0.26295(15) 0.85450(15) 0.42449(11) 0.0287 Uani 1.0000 . .
C C2 0.23744(17) 0.93285(17) 0.51896(12) 0.0224 Uani 1.0000 . .
S S3 0.37191(5) 1.11020(4) 0.61614(4) 0.0264 Uani 1.0000 . .
N N4 0.09273(14) 0.86531(14) 0.53590(11) 0.0255 Uani 1.0000 . .
N N5 -0.00908(14) 0.71581(14) 0.46373(11) 0.0234 Uani 1.0000 . .
C C6 -0.13491(16) 0.65062(17) 0.49325(12) 0.0217 Uani 1.0000 . .
C C7 -0.17662(18) 0.72896(18) 0.59706(13) 0.0276 Uani 1.0000 . .
C C8 -0.23815(16) 0.49066(17) 0.41921(13) 0.0222 Uani 1.0000 . .
S S9 -0.19349(5) 0.39888(5) 0.29754(4) 0.0286 Uani 1.0000 . .
C C10 -0.35441(19) 0.22919(18) 0.26747(15) 0.0313 Uani 1.0000 . .
C C11 -0.43840(19) 0.24169(18) 0.34678(15) 0.0295 Uani 1.0000 . .
C C12 -0.37117(18) 0.39098(17) 0.43411(14) 0.0260 Uani 1.0000 . .
N N21 -0.13026(16) 0.79416(16) 0.21760(12) 0.0317 Uani 1.0000 . .
C C22 -0.07537(17) 0.87345(17) 0.15117(12) 0.0240 Uani 1.0000 . .
S S23 -0.15386(5) 0.99727(5) 0.11278(4) 0.0283 Uani 1.0000 . .
N N24 0.05087(15) 0.85422(14) 0.11585(11) 0.0245 Uani 1.0000 . .
N N25 0.10126(15) 0.74112(14) 0.13786(10) 0.0233 Uani 1.0000 . .
C C26 0.22938(17) 0.73180(16) 0.11099(12) 0.0213 Uani 1.0000 . .
C C27 0.33339(19) 0.83708(19) 0.06322(15) 0.0311 Uani 1.0000 . .
C C28 0.27075(17) 0.60356(16) 0.12664(12) 0.0210 Uani 1.0000 . .
S S29 0.14366(5) 0.46442(5) 0.16514(4) 0.0294 Uani 1.0000 . .
C C30 0.2690(2) 0.36424(19) 0.15960(14) 0.0324 Uani 1.0000 . .
C C31 0.4021(2) 0.43291(19) 0.13032(15) 0.0314 Uani 1.0000 . .
C C32 0.40373(19) 0.57103(18) 0.11115(14) 0.0282 Uani 1.0000 . .
H H71 -0.2700 0.6650 0.6064 0.0418 Uiso 1.0000 . .
H H73 -0.1962 0.8165 0.5899 0.0414 Uiso 1.0000 . .
H H72 -0.0819 0.7680 0.6714 0.0395 Uiso 1.0000 . .
H H101 -0.3781 0.1398 0.2028 0.0387 Uiso 1.0000 . .
H H111 -0.5275 0.1609 0.3456 0.0342 Uiso 1.0000 . .
H H121 -0.4131 0.4187 0.4973 0.0309 Uiso 1.0000 . .
H H271 0.4474 0.8480 0.0869 0.0485 Uiso 1.0000 . .
H H273 0.3333 0.9390 0.0904 0.0470 Uiso 1.0000 . .
H H272 0.2894 0.8001 -0.0250 0.0484 Uiso 1.0000 . .
H H301 0.2423 0.2727 0.1735 0.0391 Uiso 1.0000 . .
H H311 0.4849 0.3958 0.1244 0.0388 Uiso 1.0000 . .
H H321 0.4848 0.6364 0.0904 0.0338 Uiso 1.0000 . .
H H41 0.0815 0.9026 0.6019 0.0329 Uiso 1.0000 . .
H H241 0.0787 0.8967 0.0667 0.0309 Uiso 1.0000 . .
H H12 0.1936 0.7641 0.3821 0.0374 Uiso 1.0000 . .
H H211 -0.0889 0.7344 0.2366 0.0407 Uiso 1.0000 . .
H H11 0.3561 0.8847 0.4174 0.0369 Uiso 1.0000 . .
H H212 -0.2011 0.8090 0.2464 0.0402 Uiso 1.0000 . .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.0033 0.0016 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.1246 0.1234 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Si 0.0817 0.0704 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 'International Tables Vol C 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_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 N1 H12 . . . 119.3 no
C2 N1 H11 . . . 119.5 no
H12 N1 H11 . . . 119.4 no
N1 C2 S3 . . . 124.09(11) no
N1 C2 N4 . . . 116.62(13) no
S3 C2 N4 . . . 119.28(10) no
C2 N4 N5 . . . 119.09(12) no
C2 N4 H41 . . . 118.7 no
N5 N4 H41 . . . 119.2 no
N4 N5 C6 . . . 116.53(12) no
N5 C6 C7 . . . 124.02(13) no
N5 C6 C8 . . . 116.11(12) no
C7 C6 C8 . . . 119.87(12) no
C6 C7 H71 . . . 112.8 no
C6 C7 H73 . . . 112.7 no
H71 C7 H73 . . . 107.0 no
C6 C7 H72 . . . 109.4 no
H71 C7 H72 . . . 109.4 no
H73 C7 H72 . . . 105.1 no
C6 C8 S9 . . . 120.53(10) no
C6 C8 C12 . . . 128.75(13) no
S9 C8 C12 . . . 110.66(11) no
C8 S9 C10 . . . 91.72(8) no
S9 C10 C11 . . . 112.09(12) no
S9 C10 H101 . . . 121.9 no
C11 C10 H101 . . . 126.1 no
C10 C11 C12 . . . 112.29(14) no
C10 C11 H111 . . . 124.1 no
C12 C11 H111 . . . 123.6 no
C11 C12 C8 . . . 113.24(13) no
C11 C12 H121 . . . 123.2 no
C8 C12 H121 . . . 123.5 no
C22 N21 H211 . . . 121.3 no
C22 N21 H212 . . . 120.1 no
H211 N21 H212 . . . 118.3 no
N21 C22 S23 . . . 122.70(11) no
N21 C22 N24 . . . 117.28(13) no
S23 C22 N24 . . . 120.01(11) no
C22 N24 N25 . . . 118.70(12) no
C22 N24 H241 . . . 117.3 no
N25 N24 H241 . . . 122.2 no
N24 N25 C26 . . . 117.62(12) no
N25 C26 C27 . . . 125.81(13) no
N25 C26 C28 . . . 115.93(13) no
C27 C26 C28 . . . 118.24(12) no
C26 C27 H271 . . . 112.9 no
C26 C27 H273 . . . 111.6 no
H271 C27 H273 . . . 107.4 no
C26 C27 H272 . . . 110.7 no
H271 C27 H272 . . . 107.9 no
H273 C27 H272 . . . 106.0 no
C26 C28 S29 . . . 121.16(10) no
C26 C28 C32 . . . 128.13(13) no
S29 C28 C32 . . . 110.68(11) no
C28 S29 C30 . . . 91.80(8) no
S29 C30 C31 . . . 112.44(12) no
S29 C30 H301 . . . 121.1 no
C31 C30 H301 . . . 126.4 no
C30 C31 C32 . . . 112.12(14) no
C30 C31 H311 . . . 124.5 no
C32 C31 H311 . . . 123.4 no
C31 C32 C28 . . . 112.97(14) no
C31 C32 H321 . . . 126.0 no
C28 C32 H321 . . . 121.0 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 C2 . . 1.3210(17) no
N1 H12 . . 0.845 no
N1 H11 . . 0.831 no
C2 S3 . . 1.6921(15) no
C2 N4 . . 1.3528(17) no
N4 N5 . . 1.3754(17) no
N4 H41 . . 0.836 no
N5 C6 . . 1.2920(17) no
C6 C7 . . 1.4931(19) no
C6 C8 . . 1.455(2) no
C7 H71 . . 0.928 no
C7 H73 . . 0.947 no
C7 H72 . . 0.978 no
C8 S9 . . 1.7270(14) no
C8 C12 . . 1.3696(19) no
S9 C10 . . 1.7127(16) no
C10 C11 . . 1.360(2) no
C10 H101 . . 0.941 no
C11 C12 . . 1.412(2) no
C11 H111 . . 0.927 no
C12 H121 . . 0.948 no
N21 C22 . . 1.3249(19) no
N21 H211 . . 0.836 no
N21 H212 . . 0.828 no
C22 S23 . . 1.6884(15) no
C22 N24 . . 1.3525(17) no
N24 N25 . . 1.3811(16) no
N24 H241 . . 0.849 no
N25 C26 . . 1.2923(17) no
C26 C27 . . 1.491(2) no
C26 C28 . . 1.4586(19) no
C27 H271 . . 0.963 no
C27 H273 . . 0.969 no
C27 H272 . . 0.977 no
C28 S29 . . 1.7243(14) no
C28 C32 . . 1.3719(18) no
S29 C30 . . 1.7122(16) no
C30 C31 . . 1.351(2) no
C30 H301 . . 0.921 no
C31 C32 . . 1.424(2) no
C31 H311 . . 0.935 no
C32 H321 . . 0.938 no
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 H11 S3 2_676 0.83 2.56 3.3609(16) 162
N21 H212 S3 2_576 0.83 2.66 3.4691(16) 167
N24 H241 S23 2_575 0.85 2.77 3.6128(14) 174
C7 H72 S23 2_576 0.98 2.83 3.7236(16) 153
