STUDIES OF INTRAMOLECULAR HYDROGEN-BONDS (IMHB) - CRYSTAL AND MOLECULAR-STRUCTURE OF 2-(2'-HYDROXY-PHENYL)IMIDAZOLES

Authors
FOCESFOCES C LLAMASSAIZ AL CLARAMUNT RM CABILDO P ELGUERO J
Citation
C. Focesfoces et al., STUDIES OF INTRAMOLECULAR HYDROGEN-BONDS (IMHB) - CRYSTAL AND MOLECULAR-STRUCTURE OF 2-(2'-HYDROXY-PHENYL)IMIDAZOLES, Journal of molecular structure, 440(1-3), 1998, pp. 193-202
Citations number
40
Categorie Soggetti
Chemistry Physical
Journal title
Journal of molecular structure → ACNP
ISSN journal
00222860
Volume
440
Issue
1-3
Year of publication
1998
Pages
193 - 202
Database
ISI
SICI code
0022-2860(1998)440:1-3<193:SOIH(->2.0.ZU;2-Q
Abstract
The molecular and crystal structure of 2-(2'-hydroxyphenyl)imidazole ( 2) and 1-methyl-2-(2'-hydroxyphenyl)imidazole (5) have been determined by X-ray analysis, Compound (2) presents a strong intramolecular hydr ogen bond (IMHB) responsible for the planarity of the molecule. In bot h compounds the molecules form chains through N-H ... O (compound 2) a nd O-H ... N hydrogen bonds (compound 5) but giving rise to the same p acking mode, Ab initio calculations (6-31G*) have been carried out on both compounds in order to study the effect of the IMHB on the struct ure. (C) 1998 Elsevier Science B.V.