Research Article: 3,3′-[(4-Nitro­phen­yl)methyl­ene]bis­(4-hy­droxy-2H-chromen-2-one)

Date Published: February 01, 2012

Publisher: International Union of Crystallography

Author(s): N. Ravikumar, G. Gopikrishna, K. Anand Solomon.


The molecular conformation of the title compound, C25H15NO8, is stabilized by strong intramolecular O—H⋯O hydrogen bonds, resulting in the formation of S11(7) ring motifs. In the crystal, π–π stacking inter­actions are observed between adjacent nitrobenzene and pyranone rings with a centroid–centroid distance of 3.513 (12) Å. The dihedral angles between the nitrobenzene ring and the coumarin ring systems are 65.61 (8) and 66.11 (8)° while the coumarin ring systems are inclined at 65.69 (8)°.

Partial Text

For the synthesis of benzyl­idene-bis-(4-hy­droxy­coumarin) derivatives, see: Mehrabi & Abusaidi (2010 ▶); Završnik et al. (2011 ▶). For hydrogen bonds, see: Desiraju & Steiner (1999 ▶). For graph-set analysis of hydrogen bonds, see: Etter et al. (1990 ▶); Bernstein et al. (1995 ▶). For the biological activity of substituted benzyl­idene-bis-(4-hy­droxy­coumarin) derivatives, see: Borges et al. (2005 ▶); Nolan et al. (2009 ▶); Prakash et al. (2008 ▶); Zhao et al. (1997 ▶).