Structure, antibacterial activity and theoretical study of 2-hydroxy-1-naphthaldehyde-N-methylethanesulfonylhydrazone

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dc.contributor.authorOzbek, Neslihan
dc.contributor.authorKavak, Guelten
dc.contributor.authorOzcan, Yusuf
dc.contributor.authorIde, Semra
dc.contributor.authorKaracan, Nurcan
dc.date.accessioned2024-04-24T16:15:34Z
dc.date.available2024-04-24T16:15:34Z
dc.date.issued2009
dc.departmentDicle Üniversitesien_US
dc.description.abstract2-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 P2(1)/c, a = 22.712(4), b = 5.793(4). c = 11.032(2) angstrom, alpha = 90.0, beta = 102.070(8)degrees, gamma = 90.0 degrees, V = 1419.4(1) angstrom(3), 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-H N [with distance donor-acceptor 2.579(4) angstrom]. 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=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. (c) 2008 Elsevier B.V. All rights reserved.en_US
dc.description.sponsorshipTUBITAK Research Fund [104T390]en_US
dc.description.sponsorshipThis research was supported by TUBITAK Research Fund under Project No. 104T390.en_US
dc.identifier.doi10.1016/j.molstruc.2008.09.010
dc.identifier.endpage159en_US
dc.identifier.issn0022-2860
dc.identifier.issn1872-8014
dc.identifier.issue1-3en_US
dc.identifier.scopus2-s2.0-58849116295
dc.identifier.scopusqualityQ1
dc.identifier.startpage154en_US
dc.identifier.urihttps://doi.org/10.1016/j.molstruc.2008.09.010
dc.identifier.urihttps://hdl.handle.net/11468/15852
dc.identifier.volume919en_US
dc.identifier.wosWOS:000263618500024
dc.identifier.wosqualityQ3
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoenen_US
dc.publisherElsevier Science Bven_US
dc.relation.ispartofJournal of Molecular Structure
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectCrystal Structureen_US
dc.subjectSulfonyl Hydrazonesen_US
dc.subjectAntimicrobial Activityen_US
dc.subjectConformationen_US
dc.subjectTautomerismen_US
dc.titleStructure, antibacterial activity and theoretical study of 2-hydroxy-1-naphthaldehyde-N-methylethanesulfonylhydrazoneen_US
dc.titleStructure, antibacterial activity and theoretical study of 2-hydroxy-1-naphthaldehyde-N-methylethanesulfonylhydrazone
dc.typeArticleen_US

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