Acta Cryst. (2009). E65, o554-o555  [ doi:10.1107/S1600536809005066 ]

3-(2-Acetamidophenyl)sydnone

D. A. Grossie, K. Turnbull, S. Felix-Balderrama and S. Raghavapuram

Abstract: Sydnones are unusual mesoionic compounds containing a five-membered heterocyclic ring. Generally for stability, substitution at the N-3 position by an aromatic fragment is necessary. In the title compound, C₁₀H₉N₃O₃, the aromatic substitutent is 2-acetamidophenyl. The two planar ring fragments are twisted relative to one another, with a interplanar angle of 63.13 (5)°. The molecules are packed into the unit cell via - interactions between the phenyl rings [interplanar separation = 3.4182 (4) Å] and between the sydnone rings [interplanar separation = 3.2095 (4) Å]. N-HO and C-HO hydrogen bonding is also found internally and externally to the molecule.

Online 21 February 2009

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