Tautomeric properties and crystal structure of N-[2-hydroxy-1-naphthylidene]2,5-dichloroaniline |
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| Authors: | M. Yıldız H. Ünver D. Erdener N. Ocak A. Erdönmez T. Nuri Durlu |
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| Affiliation: | 1. Department of Physics, Faculty of Science, Ankara University, TR-06100 Tandoğan-Ankara, Turkey;2. Department of Chemistry, Faculty of Science and Arts, Çanakkale Onsekiz Mart University, TR-17100 Çanakkale, Turkey;3. Department of Physics, Faculty of Science and Arts, Ondokuz Mayıs University, TR-55139 Kurupelit, Turkey;4. Department of Physics, Faculty of Science, Ankara University, TR-06100 Tandoğan-Ankara, Turkey Department of Physics, Faculty of Science and Arts, Kırıkkale University, TR-71450 Kırıkkale, Turkey |
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| Abstract: | The title compound has been synthesised by the reaction of 2-hydroxy-1-naphthaldehyde with 2,5-dichloroaniline. The compound was characterized by elemental analysis, IR and UV-Visible techniques. The UV-Visible spectra of the Schiff base with OH group in ortho position to the imino group was studied in polar and nonpolar solvents in acidic and basic media. The structure of compound has been examined cyrstallographically. It crystallizes in the orthorhombic space group P212121 with a = 6.059(1), b = 12.105(2) c = 20.006(2) Å, V = 1467.4(3) Å3, Dx = 1.431 g.cm-3 and Z = 4. The crystal structure was solved by direct methods and refined by full-matrix least squares. Molecule of the title compound N-[2-hydroxy-1-naphthylidene]2,5-dichloroaniline is nearly planar. The molecule contains a strong intramolecular N…H-O hydrogen bond between the imine and hydroxyl group [O1 and N1 = 2.540(4) Å]. (© 2006 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim) |
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| Keywords: | crystal structure tautomerism spectroscopic studies UV-visible FT-IR |
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