data_2202251
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  o124
_journal_page_last  o126
_publ_section_title
;
N-[N-(Furan-2-carbonyl)hydrazinocarbothioyl]benzamide
;
loop_
_publ_author_name
  'Bohari M. Yamin'
  'M. Sukeri M. Yusof'
_chemical_formula_moiety  'C13 H11 N3 O3 S'
_chemical_formula_sum  'C13 H11 N3 O3 S'
_chemical_formula_iupac  'C13 H11 N3 O3 S'
_chemical_formula_weight  289.31
_symmetry_cell_setting  Monoclinic
_symmetry_space_group_name_H-M  'P 21/c'
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  12.7902(14)
_cell_length_b  7.5505(8)
_cell_length_c  13.9952(15)
_cell_angle_alpha  90.00
_cell_angle_beta  90.375(2)
_cell_angle_gamma  90.00
_cell_volume  1351.5(3)
_cell_formula_units_Z  4
_cell_measurement_temperature  299(2)
_exptl_crystal_density_diffrn  1.422
_diffrn_ambient_temperature  299(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_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
  S1 0.32038(4) 0.11672(8) 0.43803(3) 0.0640(2) Uani d . 1 . . S
  O1 -0.00052(10) 0.1927(2) 0.55967(9) 0.0622(4) Uani d . 1 . . O
  O2 0.18606(10) 0.0735(2) 0.77269(9) 0.0585(4) Uani d . 1 . . O
  O3 0.42788(12) -0.1285(2) 0.71557(11) 0.0678(4) Uani d . 1 . . O
  N1 0.12097(10) 0.21639(19) 0.44317(9) 0.0443(3) Uani d . 1 . . N
  H1A 0.1318 0.2538 0.3860 0.053 Uiso calc R 1 . . H
  N2 0.18874(11) 0.0983(2) 0.58095(10) 0.0489(4) Uani d . 1 . . N
  H2A 0.1286 0.1168 0.6062 0.059 Uiso calc R 1 . . H
  N3 0.26738(12) 0.0221(2) 0.63375(11) 0.0539(4) Uani d . 1 . . N
  H3A 0.3213 -0.0206 0.6055 0.065 Uiso calc R 1 . . H
  C1 -0.04962(14) 0.3110(3) 0.31386(12) 0.0496(4) Uani d . 1 . . C
  H1B 0.0098 0.2644 0.2853 0.059 Uiso calc R 1 . . H
  C2 -0.12924(15) 0.3808(3) 0.25803(13) 0.0545(5) Uani d . 1 . . C
  H2B -0.1236 0.3798 0.1918 0.065 Uiso calc R 1 . . H
  C3 -0.21662(15) 0.4514(3) 0.29990(14) 0.0560(5) Uani d . 1 . . C
  H3B -0.2696 0.4994 0.2622 0.067 Uiso calc R 1 . . H
  C4 -0.22572(16) 0.4509(3) 0.39809(14) 0.0612(5) Uani d . 1 . . C
  H4A -0.2848 0.4990 0.4264 0.073 Uiso calc R 1 . . H
  C5 -0.14789(16) 0.3799(3) 0.45408(14) 0.0538(5) Uani d . 1 . . C
  H5A -0.1551 0.3780 0.5202 0.065 Uiso calc R 1 . . H
  C6 -0.05850(12) 0.3108(2) 0.41250(11) 0.0427(4) Uani d . 1 . . C
  C7 0.02142(13) 0.2348(2) 0.47812(12) 0.0449(4) Uani d . 1 . . C
  C8 0.20562(13) 0.1432(2) 0.49137(12) 0.0442(4) Uani d . 1 . . C
  C9 0.26055(12) 0.0138(2) 0.72926(12) 0.0433(4) Uani d . 1 . . C
  C10 0.34991(13) -0.0723(2) 0.77474(13) 0.0463(4) Uani d . 1 . . C
  C11 0.37363(18) -0.1043(3) 0.86534(16) 0.0725(6) Uani d . 1 . . C
  H11A 0.3335 -0.0793 0.9188 0.087 Uiso calc R 1 . . H
  C12 0.47552(19) -0.1866(4) 0.8629(2) 0.0836(8) Uani d . 1 . . C
  H12A 0.5144 -0.2253 0.9152 0.100 Uiso calc R 1 . . H
  C13 0.5025(2) -0.1965(4) 0.7736(2) 0.0821(7) Uani d . 1 . . C
  H13A 0.5653 -0.2442 0.7525 0.098 Uiso calc R 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
  S1 0.0465(3) 0.1028(5) 0.0427(3) 0.0105(2) 0.00506(19) -0.0016(2)
  O1 0.0506(7) 0.0935(10) 0.0424(7) 0.0085(7) 0.0093(5) 0.0177(7)
  O2 0.0460(7) 0.0837(9) 0.0459(7) 0.0121(6) 0.0024(5) -0.0071(6)
  O3 0.0606(9) 0.0754(10) 0.0676(9) 0.0212(7) 0.0122(7) 0.0068(7)
  N1 0.0424(7) 0.0573(8) 0.0334(7) -0.0010(6) 0.0023(5) 0.0018(6)
  N2 0.0427(8) 0.0628(9) 0.0413(8) 0.0065(6) 0.0018(6) 0.0052(6)
  N3 0.0507(8) 0.0696(10) 0.0414(8) 0.0157(7) 0.0020(6) 0.0029(7)
  C1 0.0426(9) 0.0641(11) 0.0421(9) -0.0026(8) 0.0057(7) -0.0006(8)
  C2 0.0527(10) 0.0722(12) 0.0387(9) -0.0033(9) 0.0004(7) 0.0044(8)
  C3 0.0548(10) 0.0611(11) 0.0520(11) 0.0052(9) -0.0040(8) 0.0062(8)
  C4 0.0549(11) 0.0719(13) 0.0569(12) 0.0154(9) 0.0059(8) -0.0002(9)
  C5 0.0539(10) 0.0660(12) 0.0416(9) 0.0086(8) 0.0060(7) 0.0006(8)
  C6 0.0418(8) 0.0456(9) 0.0406(9) -0.0043(7) 0.0030(6) 0.0005(7)
  C7 0.0429(9) 0.0522(9) 0.0395(9) -0.0029(7) 0.0038(6) 0.0006(7)
  C8 0.0461(9) 0.0496(9) 0.0370(8) -0.0029(7) -0.0003(6) -0.0047(7)
  C9 0.0412(8) 0.0455(9) 0.0433(9) -0.0019(7) -0.0005(6) -0.0029(7)
  C10 0.0416(8) 0.0508(9) 0.0465(9) 0.0007(7) 0.0027(7) 0.0019(7)
  C11 0.0624(12) 0.1038(18) 0.0513(12) 0.0057(12) -0.0062(9) 0.0137(11)
  C12 0.0659(14) 0.1033(19) 0.0813(17) 0.0148(13) -0.0197(12) 0.0285(14)
  C13 0.0629(13) 0.0875(17) 0.096(2) 0.0265(12) 0.0056(12) 0.0216(14)
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 C8 . 1.6631(18) yes
  O1 C7 . 1.219(2) yes
  O2 C9 . 1.220(2) yes
  O3 C10 . 1.368(2) yes
  O3 C13 . 1.351(3) yes
  N1 C7 . 1.374(2) yes
  N1 C8 . 1.387(2) yes
  N1 H1A . 0.8600 ?
  N2 N3 . 1.371(2) yes
  N2 C8 . 1.318(2) yes
  N2 H2A . 0.8600 ?
  N3 C9 . 1.342(2) yes
  N3 H3A . 0.8600 ?
  C1 C2 . 1.384(3) ?
  C1 C6 . 1.386(2) ?
  C1 H1B . 0.9300 ?
  C2 C3 . 1.373(3) ?
  C2 H2B . 0.9300 ?
  C3 C4 . 1.380(3) ?
  C3 H3B . 0.9300 ?
  C4 C5 . 1.372(3) ?
  C4 H4A . 0.9300 ?
  C5 C6 . 1.388(2) ?
  C5 H5A . 0.9300 ?
  C6 C7 . 1.485(2) ?
  C9 C10 . 1.457(2) ?
  C10 C11 . 1.324(3) ?
  C11 C12 . 1.444(3) ?
  C11 H11A . 0.9300 ?
  C12 C13 . 1.300(4) ?
  C12 H12A . 0.9300 ?
  C13 H13A . 0.9300 ?