Crystal structure of febuxostat-acetic acid (1/1)

Abstract

The asymmetric unit of the title compound [systematic name: 2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxy-lic acid-acetic acid (1/1)], C16H16N2O3S·CH3COOH, contains a febuxostat molecule and an acetic acid molecule. In the febuxostat molecule, the thiazole ring is nearly coplanar with the benzene ring [dihedral angle = 3.24 (2)°]. In the crystal, the febuxostat and acetic acid molecules are linked by O - H⋯O, O - H⋯N hydrogen bonds and weak C - H⋯O hydrogen bonds, forming supramolecular chains propagating along the b-axis direction. π-π stacking is observed between nearly parallel thiazole and benzene rings of adjacent molecules; the centroid-to-centroid distances are 3.8064 (17) and 3.9296 (17) Å.