Weak interactions in the crystal structures of two indole derivatives

Jamie R. Kerr, Laurent Trembleau (Corresponding Author), John M. D. Storey, James L. Wardell, William T. A. Harrison (Corresponding Author)

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We describe the syntheses and crystal structures of two indole derivatives, namely a second monoclnic polymorph of ethyl 5-chloro-1H-indole-2-carboxylate (I) and ethyl 5-chloro-3-iodo-1H-indole-2-carboxylate (II). In their crystal structures, both compounds form inversion dimers linked by pairs of N—H···O hydrogen bonds, which generate R2 2(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.
Original languageEnglish
Pages (from-to)964-968
Number of pages5
JournalActa Crystallographica Section E: Crystallographic Communications
Issue number7
Publication statusPublished - 1 Jul 2016


  • crystal structure
  • indole
  • N-H...O hydrogen bonds
  • inversion dimers
  • weak interactions


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