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Structure antibacterial activity and theoretical study of 2 hydroxy 1 naphthaldehyde N methylethanesulfonylhydrazone      
Yazarlar
Prof. Dr. Neslihan ÖZBEK
Ahi Evran Üniversitesi, Türkiye
Yusuf Özcan
Pamukkale Üniversitesi, Türkiye
Gülten Kavak
Dicle Üniversitesi, Türkiye
Nurcan Karacan
Gazi Üniversitesi, Türkiye
Semra İde
Hacettepe Üniversitesi, Türkiye
Özet
2-Hydroxy-1-naphthaldehyde-N-methylethanesulfonylhydrazone was synthesized and its structure was investigated by X-ray diffraction, IR, NMR and mass spectroscopies. It crystallizes in the monoclinic system, space group P21/c, a = 22.712(4), b = 5.793(4), c = 11.032(2) Å, α = 90.0, β = 102.070(8)°, γ = 90.0°, V = 1419.4(1) Å3, Z = 4. Spectroscopic assignment and calculations carried out using B3LYP/6-31G** basis set and crystallographic results indicate the predominance of the phenol-imine tautomeric form. It has strong intramolecular hydrogen bond of type O{single bond}H N [with distance donor-acceptor 2.579(4) Å]. The angular disposition of the bonds about the sulfur atom significantly deviates from that of a regular tetrahedron as expected. This deviation can be attributed to the non-bonded interactions involving the S{double bond, long}O bonds and methyl groups in both molecular and crystal structure. Result of conformational analysis was also compared with crystallographic data. Antimicrobial activity of the title compound was screened against E. coli ATCC 11230, P. aeruginosa ATCC 28753, S. enterititis ATCC 40376, S. aureus ATCC 25923 and B. cereus RSKK 863. © 2008 Elsevier B.V. All rights reserved.
Anahtar Kelimeler
Antimicrobial activity | Conformation | Crystal structure | Sulfonyl hydrazones | Tautomerism
Makale Türü Özgün Makale
Makale Alt Türü SSCI, AHCI, SCI, SCI-Exp dergilerinde yayımlanan tam makale
Dergi Adı Journal of Molecular Structure
Dergi ISSN 0022-2860
Dergi Tarandığı Indeksler SCI
Makale Dili İngilizce
Basım Tarihi 02-2009
Cilt No 919
Sayı 1
Sayfalar 154 / 159
Doi Numarası 10.1016/j.molstruc.2008.09.010
Makale Linki http://linkinghub.elsevier.com/retrieve/pii/S0022286008005875