Synthesis, Crystal Structure and Antimicrobial Activity of (E)-ethyl-4-(2-oxoacenaphthylen-1(2<i>H</i>)-ylideneamino) benzoate
- 1 School of Chemical Sciences, Universiti Sains Malaysia, Penang, Malaysia
- 2 School of Chemical Sciences, Universiti Sains Malaysia, Penang, Malaysia
- 3 School of Chemical Sciences, Universiti Sains Malaysia, Penang, Malaysia
- 4 School of Biological Sciences, Universiti Sains Malaysia, Penang, Malaysia
Abstract
A Schiff base, ( E )-ethyl-4-(2-oxoacenaphthylen-1(2 H )-ylideneamino)benzoate, (E4AB) had been synthesized in good yield by the acid-catalyzed condensation reaction of acenaphthenequinone and ethyl-4-aminobenzoate in methanolic solution. The synthesized compound was elucidated by elemental analysis (CHN), FTIR, 1 H-NMR, 13 C-NMR and single crystal X-ray diffraction. E4AB crystallized in the monoclinic crystal system with space group P 2 1 / c , Z = 4, V = 1569.3(2) ? 3 and unit cell parameters a = 9.1589(8) , b = 21.2003(17)?, c =8.4502(7) ?, β= 106.972(2)°. The crystal structure of the compound is stabilized by intermolecular C - H··· O hydrogen bonds and weak intermolecular π ···π interactions. The title compound had been tested for the antimicrobial activity against Bacillus subtilis ( B. subtilis ), Enterobacter and Fusarium oxysporum f. sp. Cubense ( Foc ) by disc-diffusion method. E4AB is relatively active against Foc which is a pathogen that cause Wilt disease (also well known as Panama disease) in banana plantation.
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