4-Hydroxy-3-(3-methoxybenzoyl)-2-[(3-methoxybenzoyl)methyl]-2H-1,2-benzothiazine 1,1-dioxide

Abstract

In the title compound, C25H21NO7S, the heterocyclic thia­zine ring adopts a half-chair conformation, with the S and N atoms displaced by −0.284 (3) and 0.411 (3) Å, respectively, from the plane formed by the remaining ring atoms; the puckering parameters are: Q = 0.4576 (13) Å, θ = 58.6 (2) and ϕ = 34.3 (3)°. The structure is devoid of any classical hydrogen bonds. However, intra­molecular C—H⋯N and O—H⋯O hydrogen bonds result in six-membered rings and inter­molecular C—H⋯O inter­actions stabilize the crystal structure.

4-Hydroxy-2-[(4-iodobenzoyl)methyl]-3-(3-methoxybenzoyl)-2H-1,2-benzothiazine 1,1-dioxide

“…Similar conformations of the corresponding rings have been reported in some closely related compounds (Siddiqui et al, 2008). Unlike the structure of 4-hydroxy-3-(3-methoxy)benzoyl-2-(3-methoxy)phenacyl-2H-1,2-benzothiazine 1,1-dioxide (Gul et al, 2010) where in the carbon fragments C1-C15 and C17-C24 were more or less planar individually and lie at an angle 77.17 (2)° with respect to each other, the benzene rings C10-C15 and C19-C24 in the title compound, lie almost parallel to each other (dihedral angle 9.18 (4)°) with a separation of 3.754 (2) Å between the centers of gravity of the two rings indicating strong π-π interactions.…”