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3-(2-Acetamido-phen-yl)sydnone.

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, C(10)H(9)N(3)O(3), the aromatic substitutent is 2-acetamido-phenyl. The two planar ring fragments are twisted relative to one another, with a inter-planar angle of 63.13?(5)°. The mol-ecules are packed into the unit cell via ?-? inter-actions between the phenyl rings [inter-planar separation = 3.4182?(4)?Å] and between the sydnone rings [inter-planar separation = 3.2095?(4)?Å]. N-H?O and C-H?O hydrogen bonding is also found inter-nally and externally to the mol-ecule.

SUBMITTER: Grossie DA

PROVIDER: S-EPMC2968512 | biostudies-literature | 2009 Feb

REPOSITORIES: biostudies-literature

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3-(2-Acetamido-phen-yl)sydnone.

Grossie David A DA Turnbull Kenneth K Felix-Balderrama Sandra S Raghavapuram Shravanthi S

Acta crystallographica. Section E, Structure reports online 20090221 Pt 3

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-acetamido-phenyl. The two planar ring fragments are twisted relative to one another, with a inter-planar angle of 63.13 (5)°. The mol-ecules are packed into the unit cell via π-π inter-actions between the phenyl rings [inter-planar separation = ...[more]

PMID: 21582213

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