3-[(2-oxo-1-naphthylidene)methylamino]benzoic acid

Citation
G. Pavlovic et Jm. Sosa, 3-[(2-oxo-1-naphthylidene)methylamino]benzoic acid, ACT CRYST C, 56, 2000, pp. 1117-1119
Citations number
20
Categorie Soggetti
Physical Chemistry/Chemical Physics
Journal title
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS
ISSN journal
01082701 → ACNP
Volume
56
Year of publication
2000
Part
9
Pages
1117 - 1119
Database
ISI
SICI code
0108-2701(200009)56:<1117:3A>2.0.ZU;2-#
Abstract
The title compound, C18H13NO3, exists as a ketoamino tautomer implying a fa irly short N-H ... O intramolecular hydrogen bond between the 2-naphthaleno ne and amino moieties [N ... O 2.531 (3) Angstrom] which is enhanced by the pi-electron delocalization effect. The naphthaldimine and 3-carboxyphenyl fragments are inclined at an angle of 4.41 (7)degrees, so the molecule is a lmost planar. The molecules are connected by intermolecular O-H ... O hydro gen bonds between the carboxy and keto O atoms, forming infinite chains aro und the twofold screw axes parallel to b.