Structure antibacterial activity and theoretical study of 2 hydroxy 1 naphthaldehyde N methylethanesulfonylhydrazone
     
Yazarlar (5)
Prof. Dr. Neslihan ÖZBEK Kırşehir Ahi Evran Üniversitesi, Türkiye
Yusuf Özcan
Hacettepe Üniversitesi, Türkiye
Gülten Kavak
Dicle Üniversitesi, Türkiye
Nurcan Karacan
Gazi Üniversitesi, Türkiye
Semra İde
Hacettepe Üniversitesi, Türkiye
Makale Türü Özgün Makale (SSCI, AHCI, SCI, SCI-Exp dergilerinde yayınlanan tam makale)
Dergi Adı Journal of Molecular Structure
Dergi ISSN 0022-2860 Wos Dergi Scopus Dergi
Dergi Tarandığı Indeksler SCI
Makale Dili İngilizce Basım Tarihi 02-2009
Cilt / Sayı / Sayfa 919 / 1 / 154–159 DOI 10.1016/j.molstruc.2008.09.010
Makale Linki http://linkinghub.elsevier.com/retrieve/pii/S0022286008005875
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