title: Crystal structure of 4-methyl-N-{(E)-meth-yl[(3aR,8aS)-2-oxo-3,3a,8,8a-tetra-hydro-2H-indeno-[1,2-d][1,3]oxazol-3-yl]-λ(4)-sulfanyl-idene}benzene-sulfonamide.
abstract: The formulation that the title compound, C18H18N2O4S2, adopts is a zwitterionic core with the charge separated to the sulfilimine S and N atoms and is supported by the two different S-N bond distances about the sulfinimine N atom [1.594 (2) and 1.631 (2) Å, respectively] that are typical for such bonds. The notably unusual bond is S-N(oxazolidinone) [1.692 (2) Å] that is longer than a typical S-N bond [1.603 (18) Å, Mogul analysis; Macrae et al. (2008 ▸). J. Appl. Cryst. 41, 466-470]. The bond-angle sum about sulfilimine sulfur (308.35°) reflects the trigonal-pyramidal geometry of this atom. Two of the angles are less than 100°. Despite the pyramidalization of this sulfur, there are no significant inter-molecular inter-actions, beyond usual van der Waals contacts, in the crystal packing.
authors: Universidade Federal do Rio Grande do Sul, Instituto de Química Depto. Química Orgânica, Av. Bento Gonçalves, 9500 Agronomia, Porto Alegre RS 91501-970, Brazil.
authors: Patrícia A
authors: PA
authors: Pereira
authors: Bruker AXS Inc., 3456 E. Cheryl Parkway, Madison, WI 53711, USA.
authors: Bruce C
authors: BC
authors: Noll
authors: Department of Chemistry & Biochemistry, University of Notre Dame, Notre Dame IN 46556, USA.
authors: Allen G
authors: AG
authors: Oliver
authors: Universidade Federal do Rio Grande do Sul, Instituto de Química Depto. Química Orgânica, Av. Bento Gonçalves, 9500 Agronomia, Porto Alegre RS 91501-970, Brazil.
authors: Gustavo P
authors: GP
authors: Silveira
keywords: crystal structure; oxazolidinone; vinyl sulfonamide