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.
http://doi.org/10.1107/S1600536812020399
Abstract
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 ▶).
Source:
http://doi.org/10.1107/S1600536812020399