3 research outputs found
(2E)-2-(2,4-Dichlorophenylsulfonyl)-3-(4-methylanilino)-3-(methylsulfanyl)acrylonitrile
The title compound, C17H14Cl2N2O2S2, and the 3-methoxyanilino analogue reported in the preceding paper have been used as starting materials to develop benzothiazine derivatives with antimalarial activity. The molecule displays an E (trans) configuration about the central double bond. Due to conjugation in the C=C—C N group, the putative single bond shows a significant shortening [1.418 (3) Å]. The molecule has a six-membered ring involving an intramolecular N—H⋯O(sulfonyl) bond, which is an example of resonance-assisted hydrogen bonding. In the crystal structure, bonds of the C—H⋯O(sulfonyl) and C—H⋯N(cyano) types form double layers of molecules parallel to (01). Within these layers there are π–π interactions between benzene rings of pairs of centrosymmetrically related molecules, with distances of 3.7969 (12) Å between centroids. C—H⋯π interactions are also present