Weakly-bridged dimeric diorganotin(IV) compounds derived from pyruvic acid hydrazone Schiff base ligands: Synthesis, characterization and crystal structures

• Published in: Solid state sciences Vol. 13; no. 3; pp. 501 - 507
• Main Authors: Hong, Min, Yin, Han-Dong, Cui, Ji-Chun
• Format: Journal Article
• Language: English
• Published: Issy-les-Moulineaux Elsevier Masson SAS 01.03.2011; Elsevier Masson
• Subjects: Carbon; Condensed matter: structure, mechanical and thermal properties; Cross-disciplinary physics: materials science; rheology; Derivatives; Diorganotin(IV) compound; Exact sciences and technology; Hydrazones; Infrastructure; Ligands; Materials science; Networks; Organic compounds; Other materials; Physics; Schiff base; Schiff bases; Specific materials; Structural characterization; Structure of solids and liquids; crystallography; Structure of specific crystalline solids; Synthesis; Tin; X-ray crystallography; Schiff base; X-ray crystallography; Structural characterization; Diorganotin(IV) compound; Schiff bases; Carbon dioxide; Hydrazones; Titanium nitride; XRD; Infrared spectra; Carbon; Alkyl radicals; Hydrogen bonds; Alkyl; Supramolecular structure; Ligands; Donor center; Nuclear magnetic resonance; Nitrogen dioxide; X-ray diffraction analysis; Crystal structure
• ISSN: 1293-2558; 1873-3085
• DOI: 10.1016/j.solidstatesciences.2010.11.010

We report the synthesis of four diorganotin(IV) compounds of Schiff base pyruvic acid hydrazone derivatives formulated as [R 2SnLY] 2, where L 1 is 2-SC 4H 3CON 2C(CH 3)CO 2 with Y = CH 3CH 2CH 2CH 2OH, R =  n-Bu ( 1); L 2 is C 6H 5CON 2C(CH 3)CO 2 with Y = CH 3CH 2OH, R =  p-F-Bz ( 2); L 3 is 2-HOC 6H 4CON 2C(CH 3)CO 2 with Y H 2O, R =  p-CN -Bz ( 3); and L 4 is 4-NO 2–C 6H 4CON 2C(CH 3)CO 2 with Y CH 3CH 2OH, R = Bz ( 4). The structures of all compounds have been established by a combination of single-crystal X-ray diffraction analysis, 1H and 119Sn NMR spectroscopy, IR spectroscopy, and elemental analysis. Studies reveal that four ligands present the same coordination mode with tin center, which all present tridentate ONO donor Schiff bases and coordinate to the tin center in an enolic form. In compounds 1– 4, each tin atom is seven-coordinated and exhibits a distorted pentagonal bipyramid with a planar SnO 4N unit and two apical alkyl carbon atoms, thus forming a weakly-bridged dimeric molecule. Additionally, the distance of Sn⋯O bridge in each compound is obviously affected by the choice of different alkyl groups and coordination solvent molecules, which fluctuates in the range of 2.571(5)–2.839(4) Å. Furthermore, the supramolecular structure analysis show that there are two types of supramolecular infrastructures, 1D chain or 2D network, which are formed by intermolecular O–H···N or C–H⋯X (X = O, N or F) hydrogen bonds. [Display omitted]