2-Amino-4-(4-chloro-1-ethyl-2,2-dioxo-1 H -benzo[ c ][1,2]thia-zin-3-yl)-7,7-dimethyl-5-oxo-5,6,7,8-tetra-hydro-4 H -chromene-3-carbo-nitrile: single-crystal X-ray diffraction study and Hirshfeld surface analysis

• Published in: Acta crystallographica. Section E, Crystallographic communications Crystallographic communications, 2021-03, Vol.77 (Pt 3), p.294
• Main Authors: Shyshkina, Mariia O, Lega, Dmitry A, Goryachiy, Volodymyr D, Shemchuk, Ludmila M, Levashov, Dmitriy V, Shemchuk, Leonid A
• Format: Article
• Language: English
• ISSN: 2056-9890; 2056-9890
• DOI: 10.1107/S2056989021002085

In the title compound, C H ClN O S, which has potential non-steroidal anti-inflammatory activity, the benzo-thia-zine and cyclo-hexenone rings both adopt a distorted sofa conformation while the 4 -pyrane ring adopts a very flattened sofa conformation. The two bicyclic fragments are skewed to each other, with the dihedral angle between their least-squares planes being 72.8 (1)°. In the crystal, the mol-ecules form a hydrogen-bonded chain parallel to the axis due to N-H⋯O and N-H⋯Cl hydrogen bonds. Neighbouring chains are linked by C-H⋯N, C-H⋯O and π-π stacking inter-actions. Hirshfeld surface analysis was used to investigate the importance of the different types of inter-molecular inter-actions whose contributions are: H⋯H = 44.7%, O⋯H/H⋯O = 21.8%, N⋯H/H⋯N = 11.9%, C⋯H/H⋯C = 9.5%, Cl⋯H/H⋯Cl = 7.2%. Parts of the mol-ecule, . the phenyl ring and the ethyl side chain, are equally disordered over two sets of sites.