A Cambridge Structural Database Study of Pancake Bonding and Geometry in Dithiadiazolyls
M. Strydom, Delia A. Haynes
Abstract
High Resolution Image Download MS PowerPoint Slide A comprehensive study of 1,2,3,5-dithiadiazolyls (DTDAs) in the Cambridge Structural Database (CSD) has been carried out. The effect of both charge on the S–N ring and pancake bonding on the geometry of these heterocycles in the solid state has been investigated. Particular attention was given to changes in the S–S bond length in the thiazyl ring with changes in oxidation state or dimerization. Trends identified in the CSD data allowed for the definitive identification of partially anionic −CNSSN rings in crystal structures in the CSD. A computational study of two simple DTDA derivatives confirms the general observations from the CSD study and reveals the importance of substituent effects in these systems.