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)

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

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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

Bibliographical note

We thank the EPSRC National Crystallography Service (University of Southampton) for the data collections and the EPSRC National Mass Spectrometry Service (University of Swansea) for the HRMS data.


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


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