Synthesis and X-ray structure of the first thioether of quinolin-2-one naming as 4,4'-thio-bis(1-methylquinoline-2(1H)-thione) and X-ray structure of 3,3'- methylenebis(4-hydroxy-1-methylquinolin-2(1H)-one)

Abstract Synthesis and X-ray structure analysis of 4,4'-thiobis(1-methylquinoline-2(1H)-thione (I) and X ray structure analysis of 3,3'-methylenebis(4-hydroxy-1-methylquinolin-2(1H)-one (II) were carried out. The chosen compounds I and II are resembled in having a bridged atom or molecule between the two quinoline molecules. In compound I, sulfur atom represents the bridged atom, whereas the CH2 represents the bridged molecule in compound II. The structures of I [Monoclinic, a = 9.4906 (5), b = 9.4816 (6) and c = 19.2193 (15) Å, and compound II [hexagonal, a = 19.3922(5), b = 19.3922(5) and c = 4.06650(10) Å. X-ray structural data shows in compound II a two hydrogen bonds between the two C=O and two OH groups. The angular molecules of I are packed in a way that there are attractive π-π interactions between neighbouring molecules. The molecules of II are arranged in columns parallel to the c axis. Within these columns the V-shaped molecules are densely packed with attractive π-π stacking interactions.