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

(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.

Automated summary

The structure of a new compound was successfully synthesized and determined. X-ray crystallography revealed that the compound is composed of two benzothiazinone moieties linked by a Z-configured azoxy group, forming a densely packed herringbone pattern in the crystal.