2,7-Dibromo-9-octyl-9H-carbazole

Abstract

In the crystal structure of the title compound, C20H23Br2N, the octyl chains are extended in an anti conformation and form a segregating bilayer, isolating rows of carbazole units. The carbazole moieties are engaged in offset π–π interactions; the smallest centroid-to-centroid distance is 4.2822 (11) Å. This offset packing motif allows the methylene group attached directly to the N atom to be involved in two short C—H...π interactions (H...centroid distances = 2.96 and 2.99 Å) with an adjacent carbazole. One of the Br atoms also participates in a short contact [3.5475 (3) Å] with a symmetry-related (−x, 1 − y, −z) Br atom. This value is significantly smaller than the sum of the van der Waals radii for bromine (3.70 Å).