Methyl 5-chloro-4-hy­droxy-2,2-dioxo-1H-2λ(6),1-benzo­thia­zine-3-carboxyl­ate: structure and Hirshfeld surface analysis

The title compound, C(10)H(8)ClNO(5)S, which has potential analgesic activity, crystallizes in space group P2(1)/n. The benzo­thia­zine ring system adopts an inter­mediate form between sofa and twist-boat conformations. The coplanarity of the ester substituent to the bicyclic fragment is stabilized by an O—H⋯O intra­molecular hydrogen bond. In the crystal, hydrogen bonds of type N—H⋯O(SO(2)) link the mol­ecules into zigzag chains extending along the b-axis direction. Neighbouring chains are linked by both O—H⋯Cl and C—H⋯Cl inter­actions. A Hirshfeld surface analysis was used to compare different types of inter­molecular inter­actions, giving contributions of O⋯H/H⋯O = 42.0%, C⋯H/H⋯C = 17.3%, Cl⋯H/H⋯Cl = 14.2%, H⋯H = 11.1%.