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Journal of Structural Chemistry

2015 year, number 7

STRUCTURAL CHARACTERISATION AND PHOTOLUMINESCENCE OF A PYRIDINE-DIIMINE COMPOUND

M. Kose1, G. Ceyhan1, S. A. Gungor1, S. Purtas1, V. McKee2
1Chemistry Department, Kahramanmaras Sutcu Imam University, Kahramanmaras, Turkey
2Chemistry Department, Loughborough
University, Leicestershire, UK
Keywords: Schiff base, X-ray diffraction, p-p interactions, photoluminescence, Schiff base, X-ray diffraction, p-p interactions, photoluminescence

Abstract

A pyridine-diimine compound <i>N,N'</i>-[pyridine-2,6-diyldi( E )methylylidene]bis(4-chloroaniline) is synthesised by a Schiff base condensation of 2,6-diformylpyridine with 4-chloroaniline in methanol and characterised by spectroscopic and analytical techniques. The molecular structure of the compound is determined by the single crystal X-ray diffraction study. The compound crystallizes in the monoclinic crystal system, I 2/ c space group with unit cell parameters a = 7.0843(12) Å, b = 6.1909(11) Å, c = 36.262(6) Å, β = 91.576(3)°, <i>V</i> = 1589.8(5) Å<sup>3</sup> and <i>Z</i> = 4. There is an intermolecular hydrogen bonding in the molecule resulting in a 1D hydrogen bonding chain and these hydrogen bonding chains are linked by Cl…HC(aromatic) interactions forming a 2D network. Crystal packing of the compound is determined by Cl…HC and p-p interactions. In the fluorescence emission spectra in CH<sub>3</sub>CN, DMF, DMSO and EtOH, the compound shows only one emission maximum.