3-Methyl-1-tosyl-1H-indole-2-carbaldehyde

Abstract

The title indole derivative, C(17)H(15)NO(3)S, crystallizes with two independent mol-ecules in the asymmetric unit. The benzene ring of the tosyl group is almost perpedicular to the indole ring in both mol-ecules, with inter-planar angles of 82.60 (5)° and 81.82 (6)°. The two mol-ecules are, as a consequence, able to form an almost centrosymmetric non-bonded dimer, in which the molecules are linked by pairs of C-H⋯π inter-actions. The crystal structure displays a three-dimensional network of C-H⋯O inter-actions. A π-π inter-action occurs between inversion-related indole rings with a centroid-centroid distance of 3.6774 (16) Å and an inter-planar angle of 1.53 (15)°. This inter-action leads to a stacking of mol-ecules along the a axis.

Fig. 1.

The molecular structure of the title compound, showing the atomic numbering scheme. Displacement ellipsoids are drawn at the 50% probability level.

Fig. 2.

C—H···π and π···π interactions in the title structure. C—H···π and π···π interactions are respectively indicated by dollar ($) or hash (#) signs.

Fig. 3.

A layer of molecules along the (001) plane, showing the orientation of the A and B molecules with respect to each other. Also shown are the interactions between the molecules which result in molecules A and B forming almost centrosymmetric C—H···π stabilized dimers.