Crystal structure of 2,3-diphenyl-2,3-di-hydro-4 H-1,3-benzo-thia-zin-4-one 1-oxide

Hemant P Yennawar; Ryan Fox; Quentin J Moyer; Ziwei Yang; Lee J Silverberg

doi:10.1107/S2056989017010313

Crystal structure of 2,3-diphenyl-2,3-di-hydro-4 H-1,3-benzo-thia-zin-4-one 1-oxide

Acta Crystallogr E Crystallogr Commun. 2017 Jul 17;73(Pt 8):1189-1191. doi: 10.1107/S2056989017010313. eCollection 2017 Jul 1.

Authors

Hemant P Yennawar¹, Ryan Fox², Quentin J Moyer², Ziwei Yang², Lee J Silverberg²

Affiliations

¹ Department of Biochemistry and Molecular Biology, Pennsylvania State University, University Park, PA 16802, USA.
² Pennsylvania State University, Schuylkill Campus, 200 University Drive, Schuylkill Haven, PA 17972, USA.

Abstract

In the racemic title compound, C₂₀H₁₅NO₂S, the planes of the two phenyl substituents form dihedral angles of 48.97 (15) and 69.26 (15)° with that of the fused benzene ring of the parent benzo-thia-zine ring, while the heterocyclic thia-zine ring exhibits a screw-boat pucker. The O atom on the S atom of the ring is pseudo-axial on the thia-zine ring and trans to the 2-phenyl group. In the crystal, mol-ecules are arranged in layers in the ac plane, the layers being linked across b through inter-molecular C-H⋯O hydrogen-bonding inter-actions.

Keywords: 1,3-benzothiazin-4-one; S-oxide; benzothiazine; crystal structure; screw-boat pucker.

Grants and funding

This work was funded by Penn State Schuylkill grant . National Science Foundation grant CHEM-0131112.