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 intermolecular interactions, beyond usual van der Waals contacts, in the crystal packing.
Highlights
ISSN 2056-9890 data reports oxazolidinone sulfinime structures, see: Silveira et al (2012, 2014)
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) A, respectively] that are typical for such bonds
The notably unusual bond is S—N(oxazolidinone) [1.692 (2) A ] that is longer than a typical S—N bond [1.603 (18) A, Mogul analysis; Macrae et al (2008)
Summary
ISSN 2056-9890 data reports oxazolidinone sulfinime structures, see: Silveira et al (2012, 2014). AUniversidade Federal do Rio Grande do Sul, Instituto de Quımica Depto. Cheryl Parkway, Madison, WI 53711, USA, and cDepartment of Chemistry & Biochemistry, University of Notre Dame, Notre Dame IN 46556, USA.
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