A surface active sydnone

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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-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 ...

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3-(p-Anis­yl)sydnone

IN THE TITLE SYDNONE COMPOUND [SYSTEMATIC NAME: 3-(4-meth-oxy-phen-yl)-1,2,3-oxadiazol-3-ium-5-olate], C(9)H(8)N(2)O(3), the essentially planar oxadiazole ring [maximum deviation = 0.005 (1) Å] is inclined at a dihedral angle of 30.32 (8)° with respect to the benzene ring. In the crystal, adjacent mol-ecules are inter-connected by inter-molecular C-H⋯O hydrogen bonds into sheets lying parallel ...

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Mesoionic sydnone derivatives: An overview

Mesoionic compounds are dipolar five or six membered heterocyclic compounds in which both the negative and the positive charge are delocalized, for which a totally covalent structure cannot be written, and which cannot be represented satisfactorily by any one polar structure. The most important member of the mesoionic category of compounds is the sydnone ring system. Sydnones are mesoionic comp...

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4-Acetyl-3-[2-(eth­oxy­carbon­yl)phen­yl]sydnone

Sydnones, which contain a mesoionic five-membered heterocyclic ring, are more stable if synthesized with an aromatic substutuent at the N3 position. In the title compound {sys-tematic name: 4-acetyl-3-[2-(eth-oxy-carbon-yl)phen-yl]-1,2,3-oxa-diazol-3-ylium-5-olate}, C13H12N2O5, the aromatic substitutent is 2-(eth-oxy-carbon-yl)phenyl. Intra- and inter-molecular hydrogen bonds are observed. The ...

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4-Acetyl-3-(p-anis­yl)sydnone

THE ASYMMETRIC UNIT OF THE TITLE COMPOUND [SYSTEMATIC NAME: 4-acetyl-3-(4-meth-oxy-phen-yl)-1,2,3-oxadiazol-3-ium-5-olate], C(11)H(10)N(2)O(4), contains four crystallographically independent mol-ecules. The 1,2,3-oxadiazole rings are almost planar [maximum deviations = 0.006 (3), 0.006 (3), 0.002 (3) and 0.009 (3) Å] and form dihedral angles of 55.03 (14), 61.02 (13), 58.36 (14) and 53.79 (15)°...

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ژورنال

عنوان ژورنال: Australian Journal of Chemistry

سال: 1961

ISSN: 0004-9425

DOI: 10.1071/ch9610654