Title of article :
Crystal structures of two solvated 2-aryl-3-phenyl-2,3-dihydro-4H-pyrido[3,2-e][1,3]thiazin-4-ones
Author/Authors :
Yennawar, Hemant P. Department of Biochemistry and Molecular Biology - 108 Althouse Laboratory - Pennsylvania State University - University Park, USA , Thompson, Eric N. Pennsylvania State University - Schuylkill Campus - 200 University Drive, USA , Li, Jennie Pennsylvania State University - Schuylkill Campus - 200 University Drive, USA , Silverberg, Lee J. Pennsylvania State University - Schuylkill Campus - 200 University Drive, USA
Abstract :
The synthesis and crystal structures of 2-(4-fluorophenyl)-3-phenyl-2,3-dihydro-4H-pyrido[3,2-e][1,3]thiazin-4-one toluene hemisolvate (1), C19H13FN2OS·0.5C7H8, and 2-(4-nitrophenyl)-3-phenyl-2,3-dihydro-4H-pyrido[3,2-e][1,3]thiazin-4-one isopropanol 0.25-solvate 0.0625-hydrate (2), C19H13N3O3S·0.25C3H7O·0.0625H2O, are reported. Both are racemic mixtures (centrosymmetric crystal structures) of the individual compounds and incorporate solvent molecules in their structures. Compound 2 has four thiazine molecules in the asymmetric unit. All the thiazine rings in this study show an envelope pucker, with the C atom bearing the substituted phenyl ring displaced from the other atoms. The phenyl and aryl rings in each of the molecules are roughly orthogonal to each other, with dihedral angles of about 75°. The extended structures of 1 and 2 are consolidated by C—H⋯O and C—H⋯N(π), as well as T-type (C—H⋯π) interactions. Parallel aromatic ring interactions (π–π stacking) are observed only in 2.
Keywords :
crystal structure , pyridothiazinone , envelope pucker , C—H⋯π interactions
Journal title :
Acta Crystallographica Section E: Crystallographic Communications
