Crystal structure of (5Z)-5-(5-bromo-2-hy-droxy-benzyl-idene)-1,3-thia-zolidine-2,4-dione

Joel T Mague; Shaaban K Mohamed; Mehmet Akkurt; Sabry H H Younes; Mustafa R Albayati

doi:10.1107/S2056989015020654

Crystal structure of (5Z)-5-(5-bromo-2-hy-droxy-benzyl-idene)-1,3-thia-zolidine-2,4-dione

Acta Crystallogr E Crystallogr Commun. 2015 Nov 7;71(Pt 12):o919-20. doi: 10.1107/S2056989015020654. eCollection 2015 Dec 1.

Authors

Joel T Mague¹, Shaaban K Mohamed², Mehmet Akkurt³, Sabry H H Younes⁴, Mustafa R Albayati⁵

Affiliations

¹ Department of Chemistry, Tulane University, New Orleans, LA 70118, USA.
² Chemistry and Environmental Division, Manchester Metropolitan University, Manchester M1 5GD, England; Chemistry Department, Faculty of Science, Minia University, 61519 El-Minia, Egypt.
³ Department of Physics, Faculty of Sciences, Erciyes University, 38039 Kayseri, Turkey.
⁴ Department of Chemistry, Faculty of Science, Sohag University, 82524 Sohag, Egypt.
⁵ Kirkuk University, College of Science, Department of Chemistry, Kirkuk, Iraq.

Abstract

In the title compound, C10H6BrNO3S, the dihedral angle between the thia-zolidine ring (r.m.s. deviation = 0.014 Å) and the benzene ring is 5.78 (14)°. The S atom of the heterocyclic ring is syn to the OH group attached to the benzene ring. In the crystal, inversion dimers linked by pairs of N-H⋯O hydrogen bonds generate R 2 (2)(8) loops. The dimers are linked into [001] ribbons by pairwise O-H⋯O hydrogen bonds with R 2 (2)(18) motifs. There are no short contacts involving the Br atom.

Keywords: C—C bond formation; chalcones; crystal structure; hydrogen bonding; thiazolidinones.