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Acta Cryst. (2013). E69, o1547-o1548
[ doi:10.1107/S1600536813025099 ]

2-(2-Methylbenzoyl)benzoic acid: catemeric hydrogen bonding in a [gamma]-keto acid

N. A. Platosz, R. A. Lalancette, H. W. Thompson, J. M. Newman and A. Schachter

Abstract: The crystal structure of the title compound, C15H12O3, displays catemeric aggregation involving O-H...O hydrogen bonds progressing from the carboxyl group of one molecule to the ketone O atom of another glide-related neighbor. The molecule is twisted, with the toluene 80.61 (3)° out of plane with respect to the phenyl group of the benzoic acid. The acid group makes a dihedral angle of 13.79 (14)° with the attached phenyl ring. The molecules are achiral, but the space group glide planes create alternating conformational chirality in the chain units. The four hydrogen-bonding chains progress along [001] in an A-A-B-B pattern (right-to-left versus left-to-right), and are related to each other by the center of symmetry at (0.5, 0.5, 0.5) in the chosen cell. There is one close contact (2.54 Å) between a phenyl H atom and the acid carbonyl from a symmetry-related molecule.


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