Acta Cryst. (2005). E61, o1313-o1315  [ doi:10.1107/S1600536805010676 ]

Oxcarbazepine: structure and anticonvulsant activity

A. Hempel, N. Camerman, A. Camerman and D. Mastropaolo

Abstract: In the crystal structure of the title compound, 10-oxo-10,11-dihydro-5H-dibenzo[b,f]azepine-5-carboxamide, C₁₅H₁₂N₂O₂, the azepine seven-membered ring adopts a classical but slightly twisted boat conformation, forcing the molecule to adopt a butterfly shape. In addition to one normal hydrogen bond, two non-standard weak hydrogen bonds of the C-HO type also contribute to the molecular arrangement in the crystal structure. Stereochemical comparison with phenytoin indicates that oxcarbazepine may utilize the same mechanism for its anticonvulsant activity.

Online 16 April 2005

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