Crystal structure of N-[(2S,5R)-4-oxo-2,3-diphenyl-1,3-thiazinan-5-yl]acetamide 0.375-hydrate

Hemant P. Yennawar, Harnoor Singh, Lee J. Silverberg*, W. T A Harrison (Editor)

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

6 Citations (Scopus)
8 Downloads (Pure)


The asymmetric unit of the title compound, C18H18N2O2S.0.375H2O, has two independent organic molecules (A and B) and 3/4 of a water molecule distributed over three sites. In molecule A, the 1, 3-thiazine ring is in a boat conformation, with the C atoms at the 2- and 5-positions out of the plane. The angle between the two phenyl rings is 51.70 (12)°. In molecule B, the thiazine ring is in a half-chair conformation, with the S atom forming the back of the half-chair. The angle between the two phenyl rings is 84.44 (14)°. The A molecule features an intramolecular N - H⋯O hydrogen bond, which closes an S(5) ring motif. In the crystal, the corresponding N - H grouping of the B molecule participates in an intermolecular hydrogen bond to the A molecule. The A molecule participates in a C - H⋯O interaction back to the B molecule, whilst the B molecule features an intramolecular C - H⋯O link, which generates an S(10) loop.

Original languageEnglish
Pages (from-to)62-64
Number of pages3
JournalActa Crystallographica Section E: Structure Reports Online
Issue number1
Publication statusPublished - 1 Jan 2015

Bibliographical note

We acknowledge NSF funding (CHEM-0131112) for the X-ray diffractometer. We also express gratitude to Euticals for the gift of T3P in 2-methyl­tetra­hydro­furan, and to Oakwood Products for the gift of N-acetyl-L-cysteine.


  • 1,3-thiazin-4-one
  • Boat
  • Crystal structure
  • Half-chair
  • Hydrogen bonding
  • Thiazine ring


Dive into the research topics of 'Crystal structure of N-[(2S,5R)-4-oxo-2,3-diphenyl-1,3-thiazinan-5-yl]acetamide 0.375-hydrate'. Together they form a unique fingerprint.

Cite this