Crystal structure of 4-methyl- N-propyl-benzene-sulfonamide

Brock A Stenfors; Rachel C Collins; Jonah R J Duran; Richard J Staples; Shannon M Biros; Felix N Ngassa

doi:10.1107/S2056989020007756

Crystal structure of 4-methyl- N-propyl-benzene-sulfonamide

Acta Crystallogr E Crystallogr Commun. 2020 Jun 12;76(Pt 7):1070-1074. doi: 10.1107/S2056989020007756. eCollection 2020 Jul 1.

Authors

Brock A Stenfors¹, Rachel C Collins¹, Jonah R J Duran¹, Richard J Staples², Shannon M Biros¹, Felix N Ngassa¹

Affiliations

¹ Department of Chemistry, Grand Valley State University, 1 Campus Dr., Allendale, MI 49401, USA.
² Center for Crystallographic Research, Department of Chemistry, Michigan State University, East Lansing, MI 48824, USA.

Abstract

The crystal structure of the title sulfonamide, C₁₀H₁₅NO₂S, comprises two mol-ecules in the asymmetric unit. The S=O bond lengths of the sulfonamide functional group range from 1.428 (2) to 1.441 (2) Å, with S-C bond lengths of 1.766 (3) Å (for both mol-ecules in the asymmetric unit), and S-N bond lengths of 1.618 (2) and 1.622 (3) Å, respectively. When both mol-ecules are viewed down the N-S bond, the propyl group is gauche to the toluene moiety. In the crystal structure, mol-ecules of the title compound are arranged in an intricate three-dimensional network that is formed via inter-molecular C-H⋯O and N-H⋯O hydrogen bonds. The crystal structure was refined from a crystal twinned by inversion.

Keywords: crystal structure; intermolecular C—H⋯O hydrogen bonding; intermolecular N—H⋯O hydrogen bonding; sulfonamide.

Grants and funding

This work was funded by National Science Foundation, Directorate for Mathematical and Physical Sciences grants MRI CHE-1725699 and MRI CHE-1919817. GVSU Chemistry Department’s Weldon Fund grant .