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Synthesis, Crystal Structure and Antibacterial Activity of N'-(2,4-Dichlorobenzylidene)-4-methylbenzohydrazide
Corresponding Author(s) : Daohang He
Asian Journal of Chemistry,
Vol. 27 No. 2 (2015): Vol 27 Issue 2
Abstract
A Schiff base compound, N'-(2,4-dichlorobenzylidene)-4-methylbenzohydrazide (C15H12N2OCl2) has been synthesized by the condensation of 4-methylbenzohydrazide and 2,4-dichloro benzaldehyde in an ethanol solution. The Schiff base was characterized by 1H NMR, MS and single crystal X-ray diffraction. The crystal structure and antibacterial activity of the compound are reported herein. The crystal belongs to the triclinic system, space group P`1 with a = 6.9796 (4), b = 11.5134 (6), c = 12.5679 (7) Å, a = 115.274(1)°, b = 97.009 (1)°, g = 94.578 (1)°, Z = 2, V = 896.60 (9) Å, Dc = 1.375 g/cm3, Mr = 371.25, l(Moka) = 0.71073 Å, μ = 0.379 mm-1, F (000) = 388. The final R = 0.0344, wR = 0.0984 for 2955 observed reflections with I >2s (I). The two benzene rings are nearly coplanar with the dihedral angle 1.56°. Three classical intermolecular hydrogen bonds exist in the crystal. The compound molecules are connected through hydrogen bonds to generate a two-dimensional network. The results of preliminary biological activity assay showed that the title compound exhibited good antibacterial activity against Staphylococcus aureus and Escherichia coli.
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P.G. Cozzi, Chem. Soc. Rev., 33, 410 (2004); doi:10.1039/b307853c.
B. Turkkan, B. Sariboga and N. Sariboga, Transition Metal Chem., 36, 679 (2011); doi:10.1007/s11243-011-9518-7.
V.L. Siji, M.R. Sudarsanakumar and S. Suma, Transition Metal Chem., 36, 417 (2011); doi:10.1007/s11243-011-9485-z.
I. Ahamad, R. Prasad and M.A. Quraishi, Corros. Sci., 52, 933 (2010); doi:10.1016/j.corsci.2009.11.016.
S. Nayak, P. Gamez, B. Kozlevcar, A. Pevec, O. Roubeau, S. Dehnen and J. Reedijk, Polyhedron, 29, 2291 (2010); doi:10.1016/j.poly.2010.04.035.
G.G. Mohamed, M.M. Omar and A.A. Ibrahim, Spectrochim. Acta A, 75, 678 (2010); doi:10.1016/j.saa.2009.11.039.
T. Rosu, E. Pahontu, C. Maxim, R. Georgescu, N. Stanica, G.L. Almajan and A. Gulea, Polyhedron, 29, 757 (2010); doi:10.1016/j.poly.2009.10.017.
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