(E)-3,4-Dihydroxybenzaldehyde 4-ethylthiosemicarbazone

• Main Authors: Jim Simpson, Ibrahim Baba, Yang Farina, Safa'a Fares Kayed
• Format: Article
• Language: English
• Published: International Union of Crystallography 2008-05-01
• Series: Acta Crystallographica Section E
• Online Access: http://scripts.iucr.org/cgi-bin/paper?S1600536808009148

The title compound, C10H13N3O2S, was prepared by condensation of 3,4-dihydroxybenzaldehyde with 4-ethyl-3-thiosemicarbazide. The molecule adopts an E configuration with respect to the C=N bond. One of the OH substituents on the dihydroxybenzene ring is disordered over the two possible 3-positions on either side of the ordered 4-hydroxy group. The occupancy of the major disorder component refined to 0.633 (7). The molecule is essentially planar, with an r.m.s. deviation through all non-H atoms of 0.0862 Å. An intramolecular N—H...N hydrogen bond forms between the outer amine residue and the imine N atom, generating an S(5) ring motif and contributing to the planarity of the molecule. In the crystal structure, an extensive network of classical O—H...O, O—H...S and N—H...S hydrogen bonds and weak C—H...O and S...O [3.301 (3) Å] interactions link molecules into sheets running approximately parallel to the ab plane.