Acta Cryst. (2008). E64, o824-o825  [ doi:10.1107/S1600536808009148 ]

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

S. F. Kayed, Y. Farina, I. Baba and J. Simpson

Abstract: 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-HN 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-HO, O-HS and N-HS hydrogen bonds and weak C-HO and SO [3.301 (3) Å] interactions link molecules into sheets running approximately parallel to the ab plane.

Online 10 April 2008

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