Crystal structure of 2-bromobenzoic acid at 120 K: a redetermination

Abstract

The crystal structure of the title compound, C7H5BrO2, was originally studied using photographic data at room temperature with Cu Kα radiation [Ferguson & Sim (1962).Acta Cryst.15, 346–350]. The present study was undertaken at 120 K with a CCD diffractometer using Cu Kα radiation, and resulted in improved geometrical parameters. In the molecule, the carboxy group is inclined to the benzene ring by 18.7 (2)° and there is a close intramolecular Br...O contact of 3.009 (3) Å. In the crystal, molecules are linked by pairs of O—H...O hydrogen bonds, forming inversion dimers with the classicalR22(8) ring motif for carboxylic acids. Neighbouring dimers are linked by weak C—H...O hydrogen bonds, forming tapes propagating in [1-10]. Adjacent tapes interact by slipped parallel π–π interactions [inter-centroid distance = 3.991 (2), interplanar distance = 3.509 (2) Å, slippage = 1.900 Å] to form columns approximately along theb-axis direction. Neighbouring columns interact dispersively, forming a three-dimensional framework structure.