1-(<i>p</i>-Tolylsulfonyl)-<scp>L</scp>-proline ethyl ester

Chen, Yongjiang; Xu, Gang; Cui, Yue; Huang, Wei; Gou, Shaohua

doi:10.1107/s1600536805031636

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2020

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“…Thus, the more densely packed structure reported here is likely the more thermodynamically stable form. A selection of other structures in the CSD that are closely related to the title compound are BOKPEX (Rao & Chan, 2008), GAWDAK (Chen et al, 2005), VECTUT (Sherman et al, 2007) and YIRCOS (Wang & Peng, 2008). These structures were chosen for comparison because they have relatively simple substituents on the pyrrolidine ring.…”

Section: Database Surveymentioning

confidence: 99%

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

Stenfors¹,

Staples²,

Biros³

et al. 2020

Acta Cryst E

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The molecular 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 molecule 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 intermolecular C—H...O hydrogen bonds, as well as intermolecular C—H...π and π–π interactions, leading to the formation of sheets parallel to the ac plane.

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