Acta Crystallographica Section E (Nov 2010)
3-Acetoxy-2-naphthoic acid
Abstract
In the title compound, C13H10O4, an analog of acetylsalicylic acid, the naphthalene unit is twisted slightly due to ortho disubstitution [dihedral angle between conjugated rings system in the naphthalene unit = 2.0 (2)°]. The mean planes of the carboxylic and ester groups are almost coplanar and perpendicular, respectively, to the mean plane of the conjugated aromatic system, making dihedral angles of 8.9 (3) and 89.3 (1)°. In the crystal, molecules are paired through their carboxylic groups by the typical centrosymmetric O—H...O interactions with R22(8) hydrogen-bond motifs. In addition, several weak C—H...O intermolecular contacts are also observed. Finally, the molecules are stacked along crystallographic [100] and [010] directions.