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

The title compound, C(18)H(20)N(2)O(3), 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 intra­mole...

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Detalles Bibliográficos
Autores principales: Swamy, M. T., Narayana, B., Yathirajan, H. S., Sarojini, B. K., Kubicki, Maciej
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2007
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2915231/
https://www.ncbi.nlm.nih.gov/pubmed/21200729
http://dx.doi.org/10.1107/S1600536807064446
Descripción
Sumario:The title compound, C(18)H(20)N(2)O(3), 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)°].