Crystal structures of (N-methyl-N-phenylamino)(N-methyl-N-phenylcarbamoyl)sulfide and the corresponding disulfane

Matthew J. Henley, Alayne L. Schroll, Victor G. Young, George Barany

Research output: Contribution to journalArticlepeer-review


The title compounds, (N-methyl-N-phenylamino)(N-methyl-N-phenylcarbamoyl)sulfide, C15H16N2OS, (I), and (N-methyl-N-phenylamino)(N-methyl-N-phenylcarbamoyl)disulfane, C15H16N2OS2, (II), are stable derivatives of (chlorocarbonyl)sulfenyl chloride and (chlorocarbonyl)disulfanyl chloride, respectively. The torsion angle about the S - S bond in (II) is -92.62 (6)°, which is close to the theoretical value of 90°. In the crystal of (II), non-classical intermolecular C - H⋯O hydrogen bonds form centrosymmetric cyclic dimers [graph set R22(10)], while inter-dimer C - H⋯S interactions generate chains extending along the b axis.

Original languageEnglish (US)
Pages (from-to)1371-1374
Number of pages4
JournalActa Crystallographica Section E: Crystallographic Communications
StatePublished - 2015


  • crystal structure
  • disulfane
  • hydrogen bonding
  • organosulfur chemistry
  • sulfide


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