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

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Abstract

The title compound, C10 H13 NO2 S, was synthesized by a nucleophilic substitution reaction between allyl amine and p-toluene-sulfonyl chloride. The sulfonate S - O bond lengths are 1.4282 (17) and 1.4353 (17) Å, and the C - N - S - C torsion angle involving the sulfonamide moiety is -61.0 (2)°. In the crystal, centrosymmetric dimers of the title compound are present via inter-molecular N - H ... O hydrogen bonds between sulfonamide groups. These dimers are linked into ribbons along the c-axis direction through offset π-π inter-actions.

Figures

  • Figure 3 A depiction of the intermolecular hydrogen bonds and offset – interactions present in the crystal, viewed down the a axis, using a ball and stick model with standard CPK colors. [Symmetry codes: (i) x, y, z + 1; (ii) x, y, z.]
  • Figure 2 The molecular structure of the title compound, showing the atom labeling. Displacement ellipsoids are drawn at the 50% probability level.
  • Figure 4 A view along the a axis of the title compound showing the supramolecular ribbons assembled via N—H O hydrogen bonds (blue, dashed lines) and – interactions (red, dotted lines).
  • Table 1 Hydrogen-bond geometry (Å, ).
  • Table 2 Experimental details.

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CITATION STYLE

APA

Patel, Z. S., Stevens, A. C., Bookout, E. C., Staples, R. J., Biros, S. M., & Ngassa, F. N. (2018). Crystal structure of N -allyl-4-methyl-benzene-sulfonamide. Acta Crystallographica Section E: Crystallographic Communications, 74, 1126–1129. https://doi.org/10.1107/S2056989018010290

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