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Zwitterionic (E)-6-methyl-2-oxo-3-[1-(p-tolyl­iminio)eth­yl]-2H-pyran-4-olate

✍ Scribed by Djedouani, Amel ;Bendaas, Abderrahmen ;Boufas, Sihem ;Allain, Magali ;Bouet, Gilles ;Khan, Mustayeen

Publisher
International Union of Crystallography
Year
2007
Tongue
English
Weight
248 KB
Volume
63
Category
Article
ISSN
1600-5368

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✦ Synopsis

The title compound, C~15~H~15~NO~3~, derived from the condensation of dehydroacetic acid and p-toluidine, crystallizes in a zwitterionic form with cationic iminium and anionic enolate groups, which complete a six-membered pseudocycle via an intramolecular N—H...O hydrogen bond. C—H...O interactions link the molecules into a two-dimensional network.

📜 SIMILAR VOLUMES

5-(4-Methoxy-5-methyl-6-oxo-6H-pyran-2-y
5-(4-Methoxy-5-methyl-6-oxo-6H-pyran-2-yl)-3-methylhexa-2,4-dienoic acid
✍ Bloor, Stephen J. ;Crump, Douglas R. ;Gainsford, Graeme J. 📂 Article 📅 2007 🏛 International Union of Crystallography 🌐 English ⚖ 307 KB

The nearly planar molecule of the fungal metabolite infectopyrone, C 14 H 16 O 5 , with an r.m.s. deviation of 0.040 (2) A ˚from the plane through all atoms, is linked tail-to-tail by strong O-HÁ Á ÁO hydrogen bonds into dimers. Weaker C-HÁ Á ÁO hydrogen bonds link the pyran-2-one 'head' groups.