Intramolecular hydrogen bonding and tautomerism in Schiff bases. Part II. Structures of 1-[N-(2-pyridyl)aminomethylidene}-2(1H)-naphtalenone (1) and bis[2-hydroxy-κO–N-(2-pyridyl)-1-naphthaldiminato-κN]zinc(II) (2)

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dc.contributor.authorHokelek, T
dc.contributor.authorKilic, Z
dc.contributor.authorIsiklan, M
dc.contributor.authorToy, M
dc.date.accessioned2020-06-25T17:34:42Z
dc.date.available2020-06-25T17:34:42Z
dc.date.issued2000
dc.departmentKırıkkale Üniversitesi
dc.descriptionHokelek, Tuncer/0000-0002-8602-4382
dc.description.abstractThe Schiff base ligand (1) and its Zn(II) complex (2) have been synthesized and their crystal structures have been determined. Compound (1) crystallizes in the monoclinic space group C2/c with a = 26.993(2), b = 5.891(1), c = 16.000(2) W, P = 103.29(1)degrees, V = 2476.0(6) Angstrom(3), Z = 8 and D-x = 1.332 g cm(-3) Compound (2) crystallizes in the orthorhombic space group Pbca with a = 19.580(3), b = 9.416(2), c = 27.801(2) Angstrom, V = 5125.5(6) Angstrom(3), Z = 8 and D-x = 1.451g cm(-3) In the crystal structure of the free Schiff base ligand (1), the existence of a strong intramolecular N-H...O hydrogen bond INO = 2.572(4), N-H = 0.90(4), H...O = 1.759(4) Angstrom, N-H...O = 149.6(3)degrees] is observed. The C-N amine bond and C-N-C bond angle are 1.345(4)Angstrom and 124.4(3)degrees, respectively. The C3 = O1 and C4 = C5 bond lengths [1.274(4) and 1.351(5) Angstrom] are shortened by the pronounced quinoidal effect. In solution, compound (1) is in tautomeric equilibria (phenol-imine, O-H ... N keto-amine, O ... H-N forms), as supported by H-1 NMR and UV-visible data. In the crystal structure of the Zn(II) complex (2), zinc atom has a distorted tetrahedral coordination. One of the pyridine N atom of the ligands is in close contact with the Zn(II) atom [Zn1 ... N4 = 2.864(5) Angstrom].It is interesting that the C-N amine bond [1.345(4) Angstrom] in compound (1) changes to the imine bond [1.27(5) Angstrom] in the Zn(TI) complex (2). (C) 2000 Elsevier Science B.V. All rights reserved.en_US
dc.identifier.citationclosedAccessen_US
dc.identifier.doi10.1016/S0022-2860(99)00376-2
dc.identifier.endpage69en_US
dc.identifier.issn0022-2860
dc.identifier.scopus2-s2.0-0042983705
dc.identifier.scopusqualityQ1
dc.identifier.startpage61en_US
dc.identifier.urihttps://doi.org/10.1016/S0022-2860(99)00376-2
dc.identifier.urihttps://hdl.handle.net/20.500.12587/2853
dc.identifier.volume523en_US
dc.identifier.wosWOS:000086678200005
dc.identifier.wosqualityQ3
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoen
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 structure of Schiff base liganden_US
dc.subjecttautomerism in Schiff basesen_US
dc.subjectintramolecular hydrogen bonden_US
dc.subjectsynthesis of Schiff base ligandsen_US
dc.subjectspectroscopic studies of Schiff basesen_US
dc.titleIntramolecular hydrogen bonding and tautomerism in Schiff bases. Part II. Structures of 1-[N-(2-pyridyl)aminomethylidene}-2(1H)-naphtalenone (1) and bis[2-hydroxy-κO–N-(2-pyridyl)-1-naphthaldiminato-κN]zinc(II) (2)en_US
dc.typeArticle

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Intramolecular hydrogen bonding and tautomerism in Schiff bases. Part II. Structures of 1-[N-(2-pyridyl)aminomethylidene}-2(1H)-naphtalenone (1) and bis[2-hydroxy-κO–N-(2-pyridyl)-1-naphthaldiminato-κN]zinc(II) (2).pdf
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