Abstract
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 language | English |
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Pages (from-to) | 699-703 |
Number of pages | 5 |
Journal | Acta Crystallographica Section E: Crystallographic Communications |
Volume | 72 |
Issue number | 5 |
Early online date | 15 Apr 2016 |
DOIs | |
Publication status | Published - May 2016 |
Bibliographical note
AcknowledgementsWe 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
Keywords
- crystal structure
- indole
- N—H⋯π interaction
- chains
- inversion dimers