Research Article: 5-Meth­oxy-2-[(5-meth­oxy-1H-indol-1-yl)carbon­yl]-1H-indole

Date Published: June 01, 2012

Publisher: International Union of Crystallography

Author(s): Mohamed I. Attia, Nasser R. El-Brollosy, Ali A. El-Emam, Seik Weng Ng, Edward R. T. Tiekink.


The asymmetric unit of the title compound, C19H16N2O3, comprises three independent mol­ecules (A, B and C). The inversion-related molecule of A is virtually superimposable upon the other two molecules. In each mol­ecule, there is a twist in the link between the approximately syn carbonyl and amine groups [the N—C—C—O torsion angles range from 19.73 (19) to −21.2 (2)°]. Each mol­ecule has a bent shape quanti­fied in terms of the dihedral angle between the indole and indole fused-ring systems [range = 45.69 (5)–47.91 (5)°]. In the crystal, the A and B mol­ecules form dimeric aggregates via ten-membered {⋯HNC2O}2 synthons, while the C mol­ecules self-associate similarly but about a centre of inversion.

Partial Text

For background to melatonin and melatonin preparations, see: Barrenetxe et al. (2004 ▶); Williamson et al. (1998 ▶). For background to melatonin receptor ligands, see: Bedini et al. (2006 ▶); Attia et al. (2008 ▶). For a related structure, see: Attia et al. (2012 ▶).




0 0 vote
Article Rating
Notify of
Inline Feedbacks
View all comments