title: Synthesis, structural characterization, and biological studies of six- and five-coordinate organotin(IV) complexes with the thioamides 2-mercaptobenzothiazole, 5-chloro-2-mercaptobenzothiazole, and 2-mercaptobenzoxazole.
abstract: Organotin(IV) complexes with the formulas [(C6H5)3Sn(mbzt)] (1), [(C6H5)3Sn(cmbzt)] (3), and [(C6H5)2Sn(cmbzt)2] (4) (Hmbzt = 2-mercaptobenzothiazole and Hcmbzt = 5-chloro-2-mercaptobenzothiazole) have been synthesized and characterized by elemental analysis; FT-IR, Raman, 1H, 13C, and 119Sn NMR, and Mössbauer spectroscopic techniques; and X-ray crystallography at various temperatures. The crystal structures of complexes 1, 3, and 4 were determined by X-ray diffraction at room temperature [295(1) or 293(2) K]. The complexes [(C6H5)3Sn(mbzo)] (2) and [(n-C4H9)2Sn(cmbzt)2] (5) (Hmbzo = 2-mercaptobenzoxazole) were synthesized by new improved methods, and their structures were determined at low temperature [100(1) K] and compared to those solved at room temperature. Comparison with {(CH3)2Sn(cmbzt)2]} (6), already reported, was also attempted. The influence of temperature on the geometry of the complexes is discussed. In the cases of complexes 1-3, three carbon atoms from phenyl groups and one sulfur atom and one nitrogen atom from thione ligands form a tetrahedrally distorted trigonal-bipyramidal geometry around the five-coordinate tin(IV) ion. In complexes 4-6, two carbon atoms from aryl groups and two sulfur atoms and two nitrogen atoms from thione ligands form a distorted tetrahedral geometry, tending toward octahedral, around the six-coordinate tin(IV) ions, with trans-C2, cis-N2, and cis-S2 configurations. Although the C-Sn and S-Sn bond distances are found to be constant in compounds 1-6, their N-Sn bond lengths vary significantly (from 2.635 to 3.078 A), with the longer distances found in the cases of five-coordinate complexes 1-3.
authors.affiliation: Section of Inorganic and Analytical Chemistry, Section of Physical Chemistry, Department of Chemistry, University of Ioannina, 45110 Ioannina, Greece.
authors.forename: Marianna N
authors.initials: MN
authors.lastname: Xanthopoulou
authors.forename: Sotiris K
authors.initials: SK
authors.lastname: Hadjikakou
authors.forename: Nick
authors.initials: N
authors.lastname: Hadjiliadis
authors.forename: Maciej
authors.initials: M
authors.lastname: Kubicki
authors.forename: Stavroula
authors.initials: S
authors.lastname: Skoulika
authors.forename: Thomas
authors.initials: T
authors.lastname: Bakas
authors.forename: Martin
authors.initials: M
authors.lastname: Baril
authors.forename: Ian S
authors.initials: IS
authors.lastname: Butler
mesh_terms: D000935:Antifungal Agents / Q000737:chemistry; D001554:Benzene / Q000737:chemistry; D052160:Benzothiazoles / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry; D002713:Chlorine / Q000737:chemistry; D018360:Crystallography, X-Ray; D008024:Ligands; D009584:Nitrogen / Q000737:chemistry; D009947:Organotin Compounds / Q000138:chemical synthesis*; D013057:Spectrum Analysis; D013237:Stereoisomerism; D013455:Sulfur / Q000737:chemistry; D013696:Temperature; D013854:Thioamides / Q000737:chemistry
chemical_list: D000935:Antifungal Agents; D052160:Benzothiazoles; D008024:Ligands; D009947:Organotin Compounds; D013854:Thioamides; D002713:Chlorine; C005563:captax; D013455:Sulfur; D002244:Carbon; D001554:Benzene; D009584:Nitrogen