3-[(3-Benzoyl-4-hy­droxy-1,1-dioxo-2H-1λ⁶,2-benzothia­zin-2-yl)meth­yl]benzo­nitrile

There are two independent mol­ecules in the asymmetric unit of the title compound, C₂₃H₁₇N₂O₄S, with significant differences in their conformations, e.g. the benzene rings of the benzothia­zine and benzonitrile units are inclined at 28.19 (10) and 17.89 (7)° in the two mol­ecules, with the centroids of the rings separated by 3.975 (2) and 3.637 (2) Å, respectively. Moreover, the N—C—C—C torsion angles involving the benzoyl group are 14.3 (5) and 8.2 (5)° in the two mol­ecules, showing different degrees of rotation of this group. In both mol­ecules, the heterocyclic thia­zine rings adopt half-chair conformations, with the S and N atoms displaced by 0.427 (6) and 0.365 (6) Å, respectively, in one mol­ecule and by 0.356 (6) and 0.432 (6) Å, respectively, in the other, on opposite sides of the mean planes formed by the remaining ring atoms. The crystal structure is stabilized by inter­molecular C—H...O hydrogen bonds and further consolidated by intra­molecular O—H...O hydrogen bonds.

2-(3,4-Dimethyl-5,5-dioxo-2H,4H-pyrazolo­[4,3-c][1,2]benzothia­zin-2-yl)-1-(4-meth­oxy­phen­yl)ethanone

In the title mol­ecule, C₂₀H₁₉N₃O₄S, the heterocyclic thia­zine ring adopts a half-chair conformation with the S and N atoms displaced by 0.492 (6) and 0.199 (6) Å, respectively, on opposite sides from the mean plane formed by the remaining ring atoms. The ethanone group lies at an angle of 9.4 (2)° with respect to the benzene ring, which lies almost perpendicular to the pyrazole ring, with a dihedral between the two planes of 78.07 (9)°. In the crystal, mol­ecules are linked by weak C—H...O hydrogen bonds.

3,4-Dimethyl-2-(2-oxo-2-phenyl­eth­yl)-2H,4H-pyrazolo­[4,3-c][1,2]benzothia­zine-5,5-dione

In the title mol­ecule, C₁₉H₁₇N₃O₃S, the heterocyclic thia­zine ring adopts a half-chair conformation with the S and N atoms displaced by 0.530 (5) and 0.229 (6) Å, respectively, on opposite sides of the mean plane formed by the remaining ring atoms. The ethanone group lies at an angle of 3.8 (3)° with respect to the benzene ring, which lies almost perendicular to the pyrazole ring, with a dihedral between the two planes of 89.22 (11)°. Weak inter­molecular C—H...O hydrogen-bonding inter­actions are present.

2-(3,4-Dimethyl-5,5-dioxo-2H,4H-pyrazolo­[4,3-c][1,2]benzothia­zin-2-yl)acetic acid

In the title mol­ecule, C₁₃H₁₃N₃O₄S, the heterocyclic thia­zine ring adopts a half-chair conformation in which the S and an adjacent C atom are displaced by 0.919 (3) and 0.300 (4) Å, respectively, on the same side of the mean plane formed by the remaining ring atoms. The mean planes of the benzene and pyrazole rings are inclined at a dihedral angle of 18.32 (12)° with respect to each other. The acetate group is oriented at 80.75 (8)° with respect to the pyrazole ring. The crystal structure is stabilized by O—H...N and C—H...O hydrogen bonds, resulting in fused eight- and seven-membered rings with R₂²(8) and R₂²(7) graph-set motifs, respectively.

2-(3,4-Dimethyl-5,5-dioxo-2H,4H-pyrazolo­[4,3-c][1,2]benzothia­zin-2-yl)-N-(2-fluoro­benz­yl)acetamide

In the title mol­ecule, C₂₀H₁₉FN₄O₃S, the heterocyclic thia­zine ring adopts a half-chair conformation with the S atom displaced by 0.668 (4) Å from the mean plane formed by the remaining ring atoms. The mean planes of the benzene and pyrazole rings are inclined with respect to each other at a dihedral angle of 17.4 (3)°. The acetamide chain (O/N/C/C/C) linking the pyrazole and 2-fluoro­benzyl rings is essentially planar (r.m.s. deviation = 0.030 Å) and forms dihedral angles with the mean planes of these rings of 78.8 (2) and 78.89 (14)°, respectively. The crystal structure is stabilized by N—H...O and C—H...O hydrogen-bonding inter­actions, resulting in a six-membered ring with an R₂¹(6) motif, while C—H...O and C—H...F hydrogen-bonding inter­actions result in chains of mol­ecules lying along the c axis in a zigzag fashion.

4-Methyl-3-phenyl-2,4-dihydro­pyrazolo­[4,3-c][1,2]benzothia­zine 5,5-dioxide

In the title mol­ecule, C₁₆H₁₃N₃O₂S, the heterocyclic thia­zine ring adopts a twist chair conformation with the S atom and an adjacent C atom displaced by 0.946 (5) and 0.405 (6) Å, respectively, on the same side of the mean plane formed by the remaining ring atoms. The mean planes of the benzene rings make dihedral angles of 16.61 (10) and 15.32 (10)° with the mean plane of the pyrazole ring. The mol­ecular structure is consolidated by intra­molecular C—H...N inter­actions and the crystal packing is stabilized by N—H...O and C—H...N hydrogen bonds. The crystal studied was an inversion twin with the refined ratio of the twin components being 0.53 (11):0.47 (11).

Ethyl 2-(3,4-dimethyl-5,5-dioxo-1H,4H-benzo[e]pyrazolo­[4,3-c][1,2]thia­zin-1-yl)acetate

In the title mol­ecule, C₁₅H₁₇N₃O₄S, the heterocyclic thia­zine ring adopts a twist-boat conformation, which differs from that in related compounds, with adjacent S and C atoms displaced by 0.981 (4) and 0.413 (5) Å, respectively, on the same side of the mean plane formed by the remaining ring atoms. The mean plane of the benzene ring makes a dihedral angle of 23.43 (14)° with the mean plane of the pyrazole ring. In the crystal, mol­ecules are connected by weak C—H...O hydrogen bonds to form a three-dimensional network. The H atoms of the methyl group attached to the pyrazole ring were refined over six sites with equal occupancies.

2-(3,4-Dimethyl-5,5-dioxo-2H,4H-pyrazolo­[4,3-c][1,2]benzothia­zin-2-yl)-N-(3-meth­oxy­benz­yl)acetamide

The asymmetric unit of the title compound, C₂₁H₂₂N₄O₄S, contains two mol­ecules (A and B), in which the thia­zine rings adopt an S-envelope conformation with the S atoms displaced by 0.621 (2) and 0.697 (2) Å from the mean planes formed by the remaining ring atoms. The dihedral angles between the N-methyl­acetamide groups and the meth­oxy­benzene rings are 8.67 (10) and 54.49 (6)° in the two mol­ecules and the equivalent torsion angles in the N-methyl­acetamide chains connecting the ring systems also differ. In the crystal, N—H...O hydrogen bonds connect the components into C(4) [100] chains of alternating A and B mol­ecules. The packing is consolidated by weak C—H...O inter­actions, which generate a three-dimensional network.