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2013 , 1

CRYSTAL STRUCTURES AND ANTIBACTERIAL ACTIVITY OF HYDRAZONE DERIVATIVES FROM 1H-INDOL-3-ACETOHYDRAZIDE

F. Zhi1, N. Shao2, Q. Wang2, Y. Zhang2, R. Wang1, Y. Yang2
1Modern Medical Research Center, Third Affiliated Hospital of Suzhou University, Changzhou, P. R. China
2Department of Neurosurgery, Third Affiliated Hospital of Suzhou University, Changzhou, P. R. China
yangyilin_szu@126.com
: hydrazone derivative, synthesis, X-ray diffraction, antibacterial activity
: 155-161

A series of three new hydrazone derivatives C22H19N3O2(1), C17H13ClN4O3(2), and C21H24N4O2⋅CH4O (3) obtained by the condensation of 1H-indol-3-acetohydrazide with 2-methoxynaphthaldehyde, 2-chloro-5-nitrobenzaldehyde, and 4-diethylaminosalicylaldehyde, respectively, in methanol, ia prepared. The compounds are characterized by elemental analysis, IR spectra,1H NMR spectra, and single crystal X-ray diffraction. Compound1crystallizes in the monoclinic space groupP21/nwith unit cell dimensionsa= 17.740(2) Å,b= 5.621(1) Å,c= 18.573(3)Å, β = 92.659(2)°,V= 1850.0(6)Å3,Z= 4,R1= 0.0610 andwR2= 0.1155. Compound2crystallizes in the monoclinic space groupC2/cwith unit cell dimensionsa= 29.178(2)Å,b= 8.195(1)Å,c= 14.372(1)Å,Å= 109.446(2),V= 3240.5(5)Å3,Z= 8,R1= 0.0452 andwR2= 0.1028. Compound3crystallizes in the monoclinic space groupPcwith unit cell dimensionsa= 6.579(1)Å,b= 15.112(2)Å,c= 10.676(2)Å,Å= 90.030(2),V= 1061.4(3)Å3,Z= 2,R1= 0.0535 andwR2= 0.1123. The single crystal X-ray structural determination reveals that the molecules of the compounds are much twisted due to the lack of efficient conjugation. Preliminary biological tests indicate that the compounds are effective antibacterial material.