Crystal structure of 1-[(4-methylbenzene)sulfonyl]pyrrolidine

Acta Crystallogr E Crystallogr Commun. 2020 Feb 28;76(Pt 3):452-455. doi: 10.1107/S205698902000208X. eCollection 2020 Mar 1.

Abstract

The mol-ecular structure of the title compound, C11H15NO2S, features a sulfonamide group with S=O bond lengths of 1.4357 (16) and 1.4349 (16) Å, an S-N bond length of 1.625 (2) Å, and an S-C bond length of 1.770 (2) Å. When viewing the mol-ecule down the S-N bond, both N-C bonds of the pyrrolidine ring are oriented gauche to the S-C bond with torsion angles of -65.6 (2)° and 76.2 (2)°. The crystal structure features both intra- and inter-molecular C-H⋯O hydrogen bonds, as well as inter-molecular C-H⋯π and π-π inter-actions, leading to the formation of sheets parallel to the ac plane.

Keywords: C—H⋯O hydrogen bonds; C—H⋯π inter­actions; crystal structure; polymorphism; sulfonamide; π–π inter­action.

Grants and funding

This work was funded by National Science Foundation grant MRI CHE-1725699. Grand Valley State University Chemistry Department’s Weldon Fund grant .