Structural Study of an N(4)-Substituted Thiosemicarbazone Prepared from 1-Phenyl-1,2-propanedione-2-oxime, and of a Related Nickel(II) Complex

Abstract

Abstract 1-Phenyl-1,2-propanedione-2-oxime reacts with 3-piperidylthiosemicarbazide and 3-hexamethyleneiminylthiosemicarbazide to give the respective 1-phenyl-1,2-propanedione-1-thiosemicarbazone-2-oximes, HPopip and HPohexim. The crystal structure of HPopip shows the oxime and thiosemicarbazone moieties in a conformation single-trans respect to carbon-carbon. A six-coordinate nickel(II) complex, [Ni(Pohexim)2], has two monoanionic (through loss of a proton from the thiosemicarbazone function) oxime-thiosemicarbazone ligands coordinated in a meridonal arrangement via the oxime nitrogen, the thiosemicarbazone imine nitrogen and the thiolato sulfur atoms. The bond distances to nickel are shorter than found for other six-coordinate complexes with monoanionic tridentate thiosemicarbazone ligands.