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JOURNAL OF MOLECULAR STRUCTURE, vol.484, no.1-3, pp.229-234, 1999 (SCI-Expanded, Scopus)
3-methoxyphenyl-salicylaldimine (C14H13NO2) was studied by X-ray analysis and AM1 molecular orbital methods. It crystallises in the monoclinic space group P2(1)/c with n = 20.486(4) Angstrom, b = 4.7935(8) Angstrom Angstrom, c = 12.310(5) Angstrom, beta = 107.43(2)degrees, V = 1153.3(6) Angstrom(3), Z = 4, D-0 = 1.309 g cm(-3), Z = 4, and mu(MoKalpha) = 0.088 mm(-1). The structure was solved by direct methods and refined to R = 0.033 for 1635 reflections [I < 2((I)]. The title molecule was nearly planar. There was a strong intramolecular hydrogen bond of distance 2,598(2) Angstrom between the hydroxyl oxygen atom and imine nitrogen atom, the hydrogen atom essentially being bonded to the oxygen atom. Minimum energy conformations from AM1 were calculated as a function of the three torsion angles theta(1)(C8-N1-C7-C6), theta(2)(N1-C7-C6-C5), and theta(3)(C9-C8-N1-C7) varied every 10 degrees. The theoretical calculations were carried out to compare with experimental results of the molecular conformations. The optimized geometry of the crystal structure corresponding to a non-planar conformation is the most stable conformation in all theoretical calculations. (C) 1999 Elsevier Science B.V. All rights reserved.