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3-(2-Acetamido­phen­yl)sydnone

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, C(10)H(9)N(3)O(3), the aromatic substitutent is 2-acetamido­phenyl. The two planar ring fragme...

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Detalles Bibliográficos
Autores principales: Grossie, David A., Turnbull, Kenneth, Felix-Balderrama, Sandra, Raghavapuram, Shravanthi
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968512/
https://www.ncbi.nlm.nih.gov/pubmed/21582213
http://dx.doi.org/10.1107/S1600536809005066
Descripción
Sumario: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, C(10)H(9)N(3)O(3), 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 π–π inter­actions between the phenyl rings [inter­planar separation = 3.4182 (4) Å] and between the sydnone rings [inter­planar separation = 3.2095 (4) Å]. N—H⋯O and C—H⋯O hydrogen bonding is also found inter­nally and externally to the mol­ecule.