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2-(2-Methyl­benzo­yl)benzoic acid: catemeric hydrogen bonding in a γ-keto acid

The crystal structure of the title compound, C(15)H(12)O(3), 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 w...

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Detalles Bibliográficos
Autores principales: Platosz, Natalia A., Lalancette, Roger A., Thompson, Hugh W., Newman, Jacob M., Schachter, Ari
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3790413/
https://www.ncbi.nlm.nih.gov/pubmed/24098232
http://dx.doi.org/10.1107/S1600536813025099
Descripción
Sumario:The crystal structure of the title compound, C(15)H(12)O(3), 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.