data_2011479
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2000
_journal_volume  56
_journal_page_first  1238
_journal_page_last  1239
_publ_section_title
;
4-[(N-Hydroxyethyl-N-methyl)amino]benzaldehyde thiosemicarbazone
;
loop_
_publ_author_name
  'Shanmuga Sundara Raj, S.'
  'Fun, Hoong-Kun'
  'Zhang, Xuan-Jun'
  'Tian, Yu-Peng'
  'Xie, Fu-Xin'
  'Ma, Ji-Long'
_chemical_formula_sum  'C11 H16 N4 O S'
_chemical_formula_weight  252.34
_symmetry_cell_setting  Monoclinic
_symmetry_space_group_name_H-M  'P 21/c'
loop_
_symmetry_equiv_pos_as_xyz
  x,y,z
  -x,1/2+y,1/2-z
  -x,-y,-z
  x,1/2-y,1/2+z
_cell_length_a  14.7856(3)
_cell_length_b  7.75650(10)
_cell_length_c  11.9571(2)
_cell_angle_alpha  90.00
_cell_angle_beta  112.5170(10)
_cell_angle_gamma  90.00
_cell_volume  1266.75(4)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.323
_diffrn_ambient_temperature  293(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  .36457(5)  .32764(11)  .34616(7)  .0541(3) Uani d . 1 . . S
  O1  -.31787(13)  -.0445(2)  .42355(18)  .0482(5) Uani d . 1 . . O
  H1A  -.3296  -.0545  .3511  .072 Uiso calc R 1 . . H
  N1  .19463(16)  .4932(3)  .2487(2)  .0526(6) Uani d . 1 . . N
  H1B  .1355  .5131  .2419  .063 Uiso calc R 1 . . H
  H1C  .2191  .5496  .2050  .063 Uiso calc R 1 . . H
  N2  .20507(14)  .2927(3)  .39183(19)  .0401(5) Uani d . 1 . . N
  H2A  .2367  .2166  .4447  .048 Uiso calc R 1 . . H
  N3  .10843(14)  .3311(3)  .3731(2)  .0393(5) Uani d . 1 . . N
  N4  -.30888(15)  .3375(3)  .4342(2)  .0446(6) Uani d . 1 . . N
  C1  .24870(18)  .3743(3)  .3275(2)  .0391(6) Uani d . 1 . . C
  C2  .07703(18)  .2630(3)  .4485(2)  .0390(6) Uani d . 1 . . C
  H2B  .1195  .1944  .5100  .047 Uiso calc R 1 . . H
  C3  -.02184(17)  .2877(3)  .4425(2)  .0361(6) Uani d . 1 . . C
  C4  -.05077(18)  .2072(3)  .5280(2)  .0408(6) Uani d . 1 . . C
  H4A  -.0054  .1411  .5885  .049 Uiso calc R 1 . . H
  C5  -.14423(18)  .2225(3)  .5257(2)  .0397(6) Uani d . 1 . . C
  H5A  -.1605  .1647  .5835  .048 Uiso calc R 1 . . H
  C6  -.21536(17)  .3228(3)  .4385(2)  .0348(5) Uani d . 1 . . C
  C7  -.18530(18)  .4109(3)  .3547(2)  .0376(6) Uani d . 1 . . C
  H7A  -.2296  .4820  .2968  .045 Uiso calc R 1 . . H
  C8  -.09159(18)  .3932(3)  .3573(2)  .0371(6) Uani d . 1 . . C
  H8A  -.0743  .4528  .3010  .045 Uiso calc R 1 . . H
  C9  -.3813(2)  .4398(4)  .3408(3)  .0663(10) Uani d . 1 . . C
  H9A  -.4423  .4361  .3517  .099 Uiso calc R 1 . . H
  H9B  -.3904  .3938  .2627  .099 Uiso calc R 1 . . H
  H9C  -.3592  .5570  .3461  .099 Uiso calc R 1 . . H
  C10  -.34758(19)  .2260(3)  .5034(2)  .0443(6) Uani d . 1 . . C
  H10A  -.3974  .2886  .5210  .053 Uiso calc R 1 . . H
  H10B  -.2952  .1984  .5800  .053 Uiso calc R 1 . . H
  C11  -.39135(19)  .0603(3)  .4398(3)  .0492(7) Uani d . 1 . . C
  H11A  -.4212  -.0021  .4871  .059 Uiso calc R 1 . . H
  H11B  -.4421  .0862  .3615  .059 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  .0389(4)  .0662(5)  .0620(5)  .0016(3)  .0245(4)  .0044(4)
  O1  .0441(11)  .0440(11)  .0596(12)  .0044(8)  .0232(9)  -.0008(9)
  N1  .0449(13)  .0536(15)  .0577(16)  .0021(11)  .0177(12)  .0172(12)
  N2  .0318(11)  .0401(12)  .0472(13)  .0021(9)  .0137(10)  .0062(9)
  N3  .0311(11)  .0381(12)  .0477(13)  -.0009(9)  .0140(10)  -.0017(9)
  N4  .0315(11)  .0407(13)  .0603(15)  .0058(9)  .0161(11)  .0100(10)
  C1  .0365(14)  .0374(13)  .0411(15)  -.0068(10)  .0126(12)  -.0037(11)
  C2  .0347(13)  .0304(13)  .0477(16)  -.0019(10)  .0111(12)  .0002(10)
  C3  .0317(13)  .0332(13)  .0409(14)  -.0054(10)  .0109(11)  -.0051(10)
  C4  .0335(13)  .0394(14)  .0436(15)  .0031(10)  .0080(11)  .0082(11)
  C5  .0341(13)  .0426(14)  .0415(15)  .0006(11)  .0136(11)  .0062(11)
  C6  .0327(13)  .0294(12)  .0397(14)  -.0009(10)  .0111(11)  -.0037(10)
  C7  .0350(13)  .0321(13)  .0392(15)  .0011(10)  .0072(11)  .0015(10)
  C8  .0356(13)  .0368(13)  .0361(14)  -.0047(10)  .0104(11)  -.0010(10)
  C9  .0388(16)  .068(2)  .089(3)  .0183(15)  .0216(17)  .0319(18)
  C10  .0384(14)  .0486(16)  .0502(17)  .0045(11)  .0219(13)  .0010(12)
  C11  .0364(14)  .0442(16)  .071(2)  .0011(11)  .0246(14)  .0028(13)
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 C1 . 1.680(3) ?
  O1 C11 . 1.428(3) y
  O1 H1A .  .8200 ?
  N1 C1 . 1.342(3) y
  N1 H1B .  .8600 ?
  N1 H1C .  .8600 ?
  N2 C1 . 1.337(3) y
  N2 N3 . 1.391(3) y
  N2 H2A .  .8600 ?
  N3 C2 . 1.275(3) y
  N4 C6 . 1.369(3) y
  N4 C9 . 1.452(3) y
  N4 C10 . 1.457(3) y
  C2 C3 . 1.449(3) ?
  C2 H2B .  .9300 ?
  C3 C4 . 1.397(3) ?
  C3 C8 . 1.403(3) ?
  C4 C5 . 1.377(3) ?
  C4 H4A .  .9300 ?
  C5 C6 . 1.399(3) ?
  C5 H5A .  .9300 ?
  C6 C7 . 1.418(3) ?
  C7 C8 . 1.381(3) ?
  C7 H7A .  .9300 ?
  C8 H8A .  .9300 ?
  C9 H9A .  .9600 ?
  C9 H9B .  .9600 ?
  C9 H9C .  .9600 ?
  C10 C11 . 1.507(4) ?
  C10 H10A .  .9700 ?
  C10 H10B .  .9700 ?
  C11 H11A .  .9700 ?
  C11 H11B .  .9700 ?