Molecular and crystal structure of methyl 4-methyl-2,2-dioxo-1H-2λ6,1-benzothiazine-3-carboxylate

Abstract

The title compound, C11H11NO4S, possesses weak analgesic properties and is a source compound for the synthesis of highly active analgesic and anti-inflammatory compounds. The benzothiazine ring adopts a conformation intermediate between twist-boat and sofa. The ester substituent is turned towards the endocyclic double bond because of steric repulsion. In the crystal, the molecules form columns along the [001] direction, bound by N—H...O hydrogen bonds and stacking interactions.

Keywords

• 1,2-benzothiazine derivatives
• molecular and crystal structure
• hydrogen bonding
• π-stacking interaction