Crystal and solution structures of di-n-butyltin(IV) complexes of 5-[(E)-2-(4-methoxyphenyl)-1-diazenyl]quinolin-8-ol and benzoic acid derivatives: En route to elegant self-assembly via modulation of the tin coordination geometry

Giuseppe Ruisi, Anup Paul, Tushar S. Basu Baul, Rudolph Willem, Monique Biesemans, Anthony Linden, Archana Mizar

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    13 Citazioni (Scopus)

    Abstract

    Reactions of nBu2SnCl(L1) (1), where L1 = acid residue of 5-[(E)-2-(4-methoxyphenyl)-1-diazenyl]quinolin-8-ol, with various substituted benzoic acids in refluxing toluene, in the presence of triethylamine,yielded dimeric mixed ligand di-n-butyltin(IV) complexes of composition [nBu2Sn(L1)(L2–6)]2 whereL2 = benzene carboxylate (2), L3 = 2-[(E)-2-(2-hydroxy-5-methylphenyl)-1-diazenyl]benzoate (3), L4 = 5-[(E)-2-(4-methylphenyl)-1-diazenyl]-2-hydroxybenzoate (4), L5 = 2-{(E)-4-hydroxy-3-[(E)-4-chlorophenyliminomethyl]-phenyldiazenyl}benzoate (5) and L6 = 2-[(E)-(3-formyl-4-hydroxyphenyl)-diazenyl]benzoate (6). All complexes (1–6) have been characterized by elemental analyses, IR, 1H, 13C and117Sn NMR and 119Sn Mössbauer spectroscopy and their structures were determined by X-ray crystallography,complemented by 117Sn CP-MAS NMR spectroscopy studies in the solid state. The crystal structureof 1 reveals a distorted trigonal bipyramidal coordination geometry around the Sn-atom where theCl- and N-atoms of ligand L1 occupy the axial positions. In complexes 2–5, the molecules are centrosymmetricdimers in which the Sn-atoms are connected by asymmetric l-O bridges through the quinolineO-atom to give an Sn2O2 core. The differences in the Sn–O bond lengths within the bridge range from0.28 to 0.48 Å, with the longer of the Sn–O distances being in the range 2.56–2.68 Å and the most symmetricalbridge being in 5. The carboxylate group is almost symmetrically bidentate coordinated to thetin atom in 5 (Sn–O distances of 2.327(2) and 2.441(2) Å), unlike the other complexes in which the distanceof the carboxylate carbonyl O-atom from the tin atom is in the range 2.92–3.03 Å. The structure of 5displays a more regular pentagonal bipyramidal coordination geometry about each tin atom than in 2–4.In contrast, the centrosymmetric dimeric structure of 6 involves asymmetric carboxylate bridges, resultingin a different Sn2C2O4 motif. The Sn–O bond lengths in the bridge differ by about 0.6 Å, with the longerdistance involving the carboxylate carbonyl O-atom (2.683(2) and 2.798(2) Å for two molecules in theasymmetric unit). The carboxylate carbonyl O-atom has a second, even longer intramolecular contactto the Sn-atom to which the carboxylate group is primarily coordinated, with these Sn O distancesbeing as high as 3.085(2) and 2.898(2) Å. If the secondary interactions are considered, all the di-n-butyltin(IV) complexes (2–6) display a distorted pentagonal bipyramidal arrangement about each tin atom inwhich the n-butyl groups occupy the axial positions.
    Lingua originaleEnglish
    pagine (da-a)2142-2152
    Numero di pagine11
    RivistaJournal of Organometallic Chemistry
    Volume694
    Stato di pubblicazionePublished - 2009

    All Science Journal Classification (ASJC) codes

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