Crystal structure of N-[(1S,2S)-2-amino-cyclo-hex-yl]-2,4,6-tri-methyl-benzene-sulfonamide
- PMID: 26870419
- PMCID: PMC4719828
- DOI: 10.1107/S205698901502191X
Crystal structure of N-[(1S,2S)-2-amino-cyclo-hex-yl]-2,4,6-tri-methyl-benzene-sulfonamide
Abstract
The title compound, C15H24N2O2S, was synthesized via a substitution reaction between the enanti-opure (1S,2S)-(+)-1,2-di-amino-cyclo-hexane and 2,4,6-tri-methyl-benzene-1-sulfonyl chloride. The cyclo-hexyl and phenyl substituents are oriented gauche around the sulfonamide S-N bond. In the crystal, mol-ecules are linked via N-H⋯N hydrogen bonds, forming chains propagating along [100].
Keywords: chiral compound; crystal structure; hydrogen bond; sulfonamide.
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References
-
- Balsells, J., Mejorado, L., Phillips, M., Ortega, F., Aguirre, G., Somanathan, R. & Walsh, P. J. (1998). Tetrahedron Asymmetry, 9, 4135–4142.
-
- Bruker (2013). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
-
- Bruker (2014). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
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