Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2015 Nov 21;71(Pt 12):1521-4.
doi: 10.1107/S205698901502191X. eCollection 2015 Dec 1.

Crystal structure of N-[(1S,2S)-2-amino-cyclo-hex-yl]-2,4,6-tri-methyl-benzene-sulfonamide

Affiliations

Crystal structure of N-[(1S,2S)-2-amino-cyclo-hex-yl]-2,4,6-tri-methyl-benzene-sulfonamide

Felix N Ngassa et al. Acta Crystallogr E Crystallogr Commun. .

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.

PubMed Disclaimer

Figures

Figure 1
Figure 1
The asymmetric part of the unit cell along with the atom-numbering scheme and displacement ellipsoids drawn at the 50% probability level. An intra­molecular N—H⋯N inter­action is shown with a blue dashed line. Only N—H hydrogens are shown for clarity.
Figure 2
Figure 2
Intra- and inter­molecular hydrogen-bonding inter­actions present in the crystal. Hydrogen bonds are drawn as blue dashed lines. Only N—H hydrogens are shown for clarity. [Symmetry code: (i) x − formula image, −y + formula image, −z + 1.]

Similar articles

Cited by

References

    1. Balsells, J., Mejorado, L., Phillips, M., Ortega, F., Aguirre, G., Somanathan, R. & Walsh, P. J. (1998). Tetrahedron Asymmetry, 9, 4135–4142.
    1. Bourhis, L. J., Dolomanov, O. V., Gildea, R. J., Howard, J. A. K. & Puschmann, H. (2015). Acta Cryst. A71, 59–75. - PMC - PubMed
    1. Bruker (2013). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
    1. Bruker (2014). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
    1. Chi, Y., Guo, L., Kopf, N. A. & Gellman, S. H. (2008). J. Am. Chem. Soc. 130, 5608–5609. - PMC - PubMed