data_2200247
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2001
_journal_volume  57
_journal_page_first  o303
_journal_page_last  o304
_publ_section_title
;
N-Ethyldithiophthalimide, the first structure of a dithiophthalimide
derivative
;
loop_
_publ_author_name
  'Meden, Anton'
  "Huski\'c, Miroslav"
  'Bele, Marjan'
_chemical_formula_moiety  'C10 H9 N1 S2'
_chemical_formula_sum  'C10 H9 N1 S2'
_chemical_formula_weight  207.32
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/a'
_symmetry_space_group_name_Hall  -p_2yab
loop_
_symmetry_equiv_pos_as_xyz
  +x,+y,+z
  1/2-x,1/2+y,-z
  -x,-y,-z
  1/2+x,1/2-y,+z
_cell_length_a  7.6119(5)
_cell_length_b  8.8460(4)
_cell_length_c  15.6110(10)
_cell_angle_alpha  90
_cell_angle_beta  101.321(5)
_cell_angle_gamma  90
_cell_volume  1030.71(11)
_cell_formula_units_Z  4
_cell_measurement_temperature  293
_exptl_crystal_density_diffrn  1.336
_diffrn_ambient_temperature  293
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_calc_attached_atom
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
  S1 .51714(11) .19164(10) .87964(5) .0695(4) Uani ? ? 1.00000 ? ?
  S2 .60542(16) .66304(8) .67544(6) .0861(5) Uani ? ? 1.00000 ? ?
  N .5494(3) .4443(2) .78680(14) .0544(10) Uani ? ? 1.00000 ? ?
  C1 .5512(3) .2872(3) .79524(15) .0474(10) Uani ? ? 1.00000 ? ?
  C2 .5889(3) .4889(3) .70841(16) .0515(11) Uani ? ? 1.00000 ? ?
  C3 .6129(3) .3506(2) .66075(14) .0426(9) Uani ? ? 1.00000 ? ?
  C4 .5906(3) .2286(2) .71389(14) .0421(9) Uani ? ? 1.00000 ? ?
  C5 .6042(3) .0815(2) .68534(17) .0517(11) Uani ? ? 1.00000 ? ?
  C6 .6409(4) .0605(3) .60288(18) .0580(12) Uani ? ? 1.00000 ? ?
  C7 .6624(4) .1822(3) .54987(16) .0566(12) Uani ? ? 1.00000 ? ?
  C8 .6487(3) .3295(3) .57847(15) .0503(11) Uani ? ? 1.00000 ? ?
  C9 .5044(5) .5493(4) .8523(2) .0782(18) Uani ? ? 1.00000 ? ?
  C10 .6685(6) .5957(6) .9175(3) .110(3) Uani ? ? 1.00000 ? ?
  H5 .589(4) -.0093(10) .7247(9) .067(8) Uiso ? ? 1.00000 ? ?
  H6 .648(5) -.0485(11) .5793(10) .081(10) Uiso ? ? 1.00000 ? ?
  H7 .680(4) .1630(8) .4868(9) .063(8) Uiso ? ? 1.00000 ? ?
  H8 .650(4) .4192(11) .5369(8) .072(9) Uiso ? ? 1.00000 ? ?
  H91 .4445(15) .6453(12) .8208(6) .104(13) Uiso ? ? 1.00000 ? ?
  H92 .4145(14) .4975(13) .8851(6) .089(11) Uiso ? ? 1.00000 ? ?
  H101 .6326(17) .673(3) .9612(16) .15(2) Uiso ? ? 1.00000 ? ?
  H102 .725(3) .5010(16) .9515(18) .19(3) Uiso ? ? 1.00000 ? ?
  H103 .761(2) .645(4) .8849(8) .14(2) Uiso ? ? 1.00000 ? ?
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 .0668(4) .0877(5) .0572(4) -.0011(4) .0201(3) .0174(3)
  S2 .1327(8) .0366(3) .0911(6) -.0041(4) .0273(5) .0006(3)
  N .0575(11) .0505(10) .0562(11) .0018(9) .0133(9) -.0083(9)
  C1 .0395(10) .0544(12) .0477(10) -.0013(10) .0074(8) .0016(9)
  C2 .0578(13) .0403(10) .0558(12) -.0008(10) .0100(10) -.0050(9)
  C3 .0409(10) .0364(9) .0498(11) -.0030(8) .0067(8) -.0011(8)
  C4 .0372(9) .0415(10) .0463(10) -.0026(8) .0052(8) .0005(8)
  C5 .0514(13) .0391(10) .0622(13) -.0015(9) .0054(10) .0018(10)
  C6 .0594(14) .0448(11) .0673(15) .0029(11) .0061(12) -.0115(11)
  C7 .0565(13) .0604(14) .0535(12) -.0006(11) .0125(10) -.0122(11)
  C8 .0519(12) .0498(12) .0499(11) -.0042(10) .0117(9) .0015(10)
  C9 .087(2) .080(2) .0724(18) .0107(18) .0266(16) -.0223(16)
  C10 .107(3) .128(4) .094(3) -.007(3) .018(2) -.057(3)
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
  S1 C1 . . 1.629(3) YES
  S2 C2 . . 1.637(3) YES
  N C1 . . 1.395(3) YES
  N C2 . . 1.374(4) YES
  N C9 . . 1.471(4) YES
  C1 C4 . . 1.457(3) YES
  C2 C3 . . 1.462(3) YES
  C3 C4 . . 1.392(3) YES
  C3 C8 . . 1.377(3) YES
  C4 C5 . . 1.386(3) YES
  C5 C6 . . 1.382(4) YES
  C5 H5 . . 1.031(13) ?
  C6 C7 . . 1.387(4) YES
  C6 H6 . . 1.037(12) ?
  C7 C8 . . 1.389(4) YES
  C7 H7 . . 1.034(16) ?
  C8 H8 . . 1.026(12) ?
  C9 C10 . . 1.505(6) YES
  C9 H91 . . 1.041(11) ?
  C9 H92 . . 1.038(12) ?
  C10 H101 . . 1.04(3) ?
  C10 H102 . . 1.040(19) ?
  C10 H103 . . 1.04(2) ?