Crystal Structure of N-Allyl-4-Methylbenzenesulfonamide

Authors

Zeel S. Patel, Grand Valley State University
Amanda C. Stevens, Grand Valley State University
Erin C. Bookout, Grand Valley State UniversityFollow
Richard J. Staples, Michigan State University
Shannon M. Biros, Michigan State University
Felix N. Ngassa, Grand Valley State UniversityFollow

Keywords

crystal structure, aryl sulfonamide, hydrogen bond, offset pi–pi interactions

Disciplines

Geology

Abstract

The title compound, C₁₀H₁₃NO₂S, was synthesized by a nucleophilic substitution reaction between allyl amine and p-toluenesulfonyl chloride. The sulfonate S— O bond lengths are 1.4282 (17) and 1.4353 (17) A˚ , and the C—N—S—C torsion angle involving the sulfonamide moiety is 61.0 (2). In the crystal, centrosymmetric dimers of the title compound are present via intermolecular N—H...O hydrogen bonds between sulfonamide groups. These dimers are linked into ribbons along the c-axis direction through offset pi–pi interactions.

Original Citation

Patel, Z. S., Stevens, A. C., Bookout, E. C., Staples, R. J., Biros, S. M., & Ngassa, F. N. (2018). Crystal structure of N -allyl-4-methylbenzenesulfonamide. Acta Crystallographica Section E Crystallographic Communications, 74(8), 1126–1129. https://doi.org/10.1107/S2056989018010290

ScholarWorks Citation

Patel, Zeel S.; Stevens, Amanda C.; Bookout, Erin C.; Staples, Richard J.; Biros, Shannon M.; and Ngassa, Felix N., "Crystal Structure of N-Allyl-4-Methylbenzenesulfonamide" (2018). Funded Articles. 108.
https://scholarworks.gvsu.edu/oapsf_articles/108