Crystal structure of 2,3-diphenyl-2,3-dihydro-4H-1,3-benzothiazin-4-one 1-oxide

Hemant P. Yennawar, Ryan Fox, Quentin J. Moyer, Ziwei Yang, Lee Jonathan Silverberg

Research output: Contribution to journalArticle

1 Citation (Scopus)

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 benzothiazine ring, while the heterocyclic thiazine ring exhibits a screw-boat pucker. The O atom on the S atom of the ring is pseudo-axial on the thiazine ring and trans to the 2-phenyl group. In the crystal, molecules are arranged in layers in the ac plane, the layers being linked across b through intermolecular C - H⋯O hydrogen-bonding interactions.

Original languageEnglish (US)
Pages (from-to)1189-1191
Number of pages3
JournalActa Crystallographica Section E: Crystallographic Communications
Volume73
DOIs
StatePublished - Jan 1 2017

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Thiazines
Oxides
Crystal structure
Atoms
thiazine (trademark)
crystal structure
oxides
rings
Boats
Dihedral angle
Benzene
Hydrogen bonds
Crystals
Molecules
boats
screws
atoms
dihedral angle
benzene
diphenyl

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Materials Science(all)
  • Condensed Matter Physics

Cite this

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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 benzothiazine ring, while the heterocyclic thiazine ring exhibits a screw-boat pucker. The O atom on the S atom of the ring is pseudo-axial on the thiazine ring and trans to the 2-phenyl group. In the crystal, molecules are arranged in layers in the ac plane, the layers being linked across b through intermolecular C - H⋯O hydrogen-bonding interactions.",
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Crystal structure of 2,3-diphenyl-2,3-dihydro-4H-1,3-benzothiazin-4-one 1-oxide. / Yennawar, Hemant P.; Fox, Ryan; Moyer, Quentin J.; Yang, Ziwei; Silverberg, Lee Jonathan.

In: Acta Crystallographica Section E: Crystallographic Communications, Vol. 73, 01.01.2017, p. 1189-1191.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Crystal structure of 2,3-diphenyl-2,3-dihydro-4H-1,3-benzothiazin-4-one 1-oxide

AU - Yennawar, Hemant P.

AU - Fox, Ryan

AU - Moyer, Quentin J.

AU - Yang, Ziwei

AU - Silverberg, Lee Jonathan

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N2 - 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 benzothiazine ring, while the heterocyclic thiazine ring exhibits a screw-boat pucker. The O atom on the S atom of the ring is pseudo-axial on the thiazine ring and trans to the 2-phenyl group. In the crystal, molecules are arranged in layers in the ac plane, the layers being linked across b through intermolecular C - H⋯O hydrogen-bonding interactions.

AB - 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 benzothiazine ring, while the heterocyclic thiazine ring exhibits a screw-boat pucker. The O atom on the S atom of the ring is pseudo-axial on the thiazine ring and trans to the 2-phenyl group. In the crystal, molecules are arranged in layers in the ac plane, the layers being linked across b through intermolecular C - H⋯O hydrogen-bonding interactions.

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