3-[(Z)-(4-Di­ethyl­amino-6-oxo­cyclo­hexa-2,4-dien-1-yl­­idene)methyl­amino]benzoic acid

Swamy, M. T. and Narayana, B. and Yathirajan, H. S. and Sarojini, B. K. and Kubicki, Maciej (2008) 3-[(Z)-(4-Di­ethyl­amino-6-oxo­cyclo­hexa-2,4-dien-1-yl­­idene)methyl­amino]benzoic acid. Acta Crystallographica Section E, 64 (1). o163-o164. ISSN 2056-9890

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Official URL: https://doi.org/10.1107/S1600536807064446


The title compound, C18H20N2O3, crystallizes as the keto tautomer, unlike the vast majority of similar structures that have been reported that contain the hydr­oxy tautomer. There are two strong hydrogen bonds in the crystal structure, both accepted by the same carbonyl group: one intra­molecular N—H⋯O and one inter­molecular O—H⋯O. As a result, the carbonyl C=O distance is long, at 1.310 (2) Å, which may suggest the mol­ecule has a significant zwitterionic character. The dihedral angle between the benzene ring planes is 15.05 (7)°. As a result of the intramolecular hydrogen bond, the bridging C—C=N—C group is almost coplanar with the benzene ring that has the diethylamino substituent [dihedral angle 2.35 (15)°].

Item Type: Article
Subjects: C Chemical Science > Chemistry
Divisions: Department of > Chemistry
Depositing User: C Swapna Library Assistant
Date Deposited: 16 Dec 2019 10:07
Last Modified: 16 Dec 2019 10:07
URI: http://eprints.uni-mysore.ac.in/id/eprint/10223

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