M. Kabak, A. Elmali, Y. Elerman
Mar 16, 1999
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Journal
Journal of Molecular Structure
Abstract
Abstract N-(2-hydroxy-5-methylphenyl), 2-hydroxybenzaldehydeimine (C14H13NO2) has been studied by X-ray analysis and AM1 semi-empirical quantum mechanical method. It crystallizes in the monoclinic space group P21/c with a=7.433(1), b=9.185(3), c=186(4) A, β=97.13(1)°, V=1164.3(5) A3, Z=4, Dc=1.30 gcm−3 and μ(MoKα)=0.087 mm−1. The structure was solved by direct methods and refined to R=0.034 for 1407 reflections [I>2σ(I)]. The title compound is photochromic and the molecule is not planar. Intramolecular hydrogen bonds occur between the pairs of atoms N(1) and O(1) [2.582(1) A], and N(1) and O2) [2.655(1) A], the H atom essentially being bonded to the N atom. Adjacent molecules are linked via an intermolecular O–H⋯O hydrogen bond [2.582(1) A] between neighbouring molecules. Tautomeric properties and conformations of the title compound were investigated by semi-empirical quantum mechanical AM1 calculations and the results are compared with the X-ray results.