(S)-N-{1-[5-(4-Chloro-benzyl-sulfanyl)-1,3,4-oxadiazol-2-yl]eth-yl}-4-methyl-benzene-sulfonamide

Abstract

The title compound, C(18)H(18)ClN(3)O(3)S(2), adopts by folding the form of a distorted disc. Inter-planar angles are 29.51 (7) and 63.43 (7)° from the five-membered ring to the aromatic systems and 34.80 (6)° between these two latter rings. The absolute configuration was confirmed by determination of the Flack parameter. In the crystal, the mol-ecules are linked by four hydrogen bonds, one classical (N-H⋯N) and three 'weak' (C-H⋯O), forming layers parallel to the ac plane; these are in turn linked in the third dimension by Cl⋯N [3.1689 (16) Å] and Cl⋯O [3.3148 (13) Å] contacts to the heterocyclic ring.

Fig. 1.

The molecule of the title compound. Ellipsoids represent 50% probability levels.

Fig. 2.

Molecular packing of the title compound viewed parallel to the b axis in the region y≈ 1/2.. Thick dashed lines represent classical and thin dashed lines "weak" hydrogen bonds. The numbering corresponds to the order in the H bond Table. H atoms not involved in H bonds are omitted.

Fig. 3.

Molecular packing of the title compound viewed parallel to the c axis in the region z≈ 1/8. A l l H atoms are omitted. The thick dashed lines represent Cl···O and Cl···N contacts.