Title of article :
Weak interactions in the crystal structures of two indole derivatives
Author/Authors :
Kerr, Jamie R. Department of Chemistry - University of Aberdeen, Scotland , Trembleau, Laurent Department of Chemistry - University of Aberdeen, Scotland , Storey, John M. D. Department of Chemistry - University of Aberdeen, Scotland , Wardell, James L. Department of Chemistry - University of Aberdeen, Scotland , Harrisona, William T. A. Department of Chemistry - University of Aberdeen, Scotland
Abstract :
We describe the syntheses and crystal structures of two indole derivatives, namely a second monoclinic polymorph of ethyl 5-chloro-1H-indole-2-carboxylate C11H10ClNO2, (I), and ethyl 5-chloro-3-iodo-1H-indole-2-carboxylate, C11H9ClINO2, (II). In their crystal structures, both compounds form inversion dimers linked by pairs of N—H⋯O hydrogen bonds, which generate R22(10) loops. The dimers are linked into double chains in (I) and sheets in (II) by a variety of weak interactions, including π–π stacking, C—I⋯π, C—Cl—π interactions and I⋯Cl halogen bonds.
Keywords :
weak interactions , inversion dimers , N—H⋯O hydrogen bonds , indole , crystal structure
Journal title :
Acta Crystallographica Section E: Crystallographic Communications
