Research Article: 4-(4-Hy­droxy­methyl-1H-1,2,3-triazol-1-yl)benzoic acid

Date Published: July 01, 2011

Publisher: International Union of Crystallography

Author(s): Dayang Hazwani Abang Ishak, Hairul Anuar Tajuddin, Zanariah Abdullah, Siti Nadiah Abd Halim, Edward R. T. Tiekink.


In the title compound, C10H9N3O3, there is a small twist between the benzene and triazole rings [dihedral angle = 6.32 (7)°]; the carb­oxy­lic acid residue is almost coplanar with the benzene ring to which it is attached [O—C—C—C torsion angle = 1.49 (19)°]. The main deviation from coplanarity of the non-H atoms is found for the hy­droxy group which is almost perpendicular to the remaining atoms [N—C—C—O torsion angle = −75.46 (16)°]. In the crystal, the presence of O—H⋯O (between carboxyl groups) and O—H⋯N (between the hy­droxy group and the triazole ring) hydrogen bonds leads to supra­molecular chains along [03]. The chains are connected into sheets via C—H⋯O(hy­droxy) inter­actions.

Partial Text

For background to the fluorescence potential, see: McCaroll & Wandruzska (1997 ▶). For synthetic protocols, see: Rostovtsev et al. (2002 ▶); Ryu & Zhao (2005 ▶); Himo et al. (2005 ▶). For additional geometric analysis, see: Spek (2009 ▶).




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