Acta Crystallographica Section E (Aug 2012)

(Z)-3-(2-Hydroxyethyl)-2-(phenylimino)-1,3-thiazolidin-4-one

  • Shaaban K. Mohamed,
  • Antar A. Abdelhamid,
  • Sabry H. H. Younes,
  • Mahmoud A. A. Elremaily,
  • Jim Simpson

DOI
https://doi.org/10.1107/S1600536812030243
Journal volume & issue
Vol. 68, no. 8
pp. o2371 – o2372

Abstract

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In the title compound, C11H12N2O2S, the thiazole and phenyl rings are inclined at 56.99 (6)° to one another. The thiazole ring is planar with an r.m.s. deviation for the five ring atoms of 0.0274 Å. The presence of the phenylimine substituent is confirmed with the C=N distance to the thiazole ring of 1.2638 (19) Å. The molecule adopts a Z conformation with respect to this bond. The –OH group of the hydroxyethyl substituent is disordered over two positions with relative occupancies 0.517 (4) and 0.483 (4). In the crystal, O—H...O hydrogen bonds, augmented by C—H...N contacts, form dimers with R22(11) rings and generate chains along the b axis. Parallel chains are linked in an obverse fashion by weak C—H...S hydrogen bonds. C—H...O hydrogen bonds together with C—H...π contacts further consolidate the structure, stacking molecules along the b axis.