Comparative study of crystal structures of N-benzenesulfonyl derivatives of tetrahydroquinolines

Congreso; I Reunión Latinoam. Cristalogr. y IX Reunión Anual Asoc. Arg Cristalogr,; 2013

We have studied comparatively the crystal structures of five derivatives from a library of N-benzenesulfonyl tetrahydroquinolines (THQ) [1, 2], to identify their conformational preferences that may be related to their biological activities. We evaluated the molecular conformations and the relationship between intermolecular interactions and melting points (mps). Also, we compared the structures calculated in vacuo by the DFT/B3LYP/6-311+G(2d,p) method with the ones obtained from X-ray analysis.Single crystals of four derivatives were prepared and their crystal structures were resolved: N-(benzenesulfonyl)-1,2,3,4-THQ (1), N-(benzenesulfonyl)-2-methyl-1,2,3,4-THQ (2), N-(4- nitrobenzenesulfonyl)-1,2,3,4-THQ (3) and N-(2,3,5,6-tetramethylbenzenesulfonyl)-1,2,3,4-THQ (4).