Different N—H···π interactions in two indole derivatives

Research output: Contribution to journalArticlepeer-review

3 Citations (Scopus)
11 Downloads (Pure)


We describe the syntheses and crystal structures of two indole derivatives, namely 6-isopropyl-3-(2-nitro-1-phenyl- ethyl)-1H-indole, C19H20N2O2, (I) and 2-(4-methoxyphenyl)-3-(2-nitro-1-phenylethyl)-1H-indole, C23H20N2O3, (II): thelatter crystallises with two molecules A and B with similar conformations (r.m.s. overlay fit = 0.139Å) in the asymmetricunit. Despite the presence of O atoms as potential acceptors for classical hydrogen bonds, the dominant intermolecularinteraction in each crystal is an N—H···π bond, which generates chains in (I) and A + A and B + B inversion dimers in(II). A different aromatic ring acts as the acceptor in each case. The packing is consolidated by C—H···π interactions ineach case but aromatic π–π stacking interactions are absent.
Original languageEnglish
Pages (from-to)699-703
Number of pages5
JournalActa Crystallographica Section E: Crystallographic Communications
Issue number5
Early online date15 Apr 2016
Publication statusPublished - May 2016


  • crystal structure
  • indole
  • N—H⋯π inter­action
  • chains
  • inversion dimers


Dive into the research topics of 'Different N—H···π interactions in two indole derivatives'. Together they form a unique fingerprint.

Cite this