Structural characterization of the azoxy derivative of an antitubercular 8-nitro-1,3-benzothiazin-4-one

Abstract

(Z)-1,2-Bis[4-oxo-2-(piperidin-1-yl)-6-(tri­fluoro­meth­yl)-4H-benzo[e][1,3]thiazin-8-yl]diazene oxide, C28H24F6N6O3S2, was obtained and its structure determined while attempting to crystallize and structurally characterize 8-nitro-2-(piperidin-1-yl)-6-(trifluoro­meth­yl)-4H-benzo[e][1,3]thia­zin-4-one, a simplified analogue of the antituberculosis clinical drug candidate BTZ043. X-ray crystallography revealed the structure of the az­oxy compound to be comprised of two benzo­thia­zinone moieties linked by a Z-configured az­oxy group in an almost coplanar arrangement. In the crystal, the mol­ecules are densely packed, revealing a herringbone pattern.