Date Published: May 01, 2012
Publisher: International Union of Crystallography
Author(s): Can Kocabıyık, Hümeyra Paşaoğlu, Taşkın Basılı, Erbil Ağar.
In the title compound, C6H6N2O3·C8H8O4, the 2-amino-4-nitrophenol (ANP) and 1-(2,4,6-trihydroxyphenyl)ethanone (THA) molecules are both nearly planar, with r.m.s. deviations of 0.0630 and 0.0313 Å, respectively. The angle between the least-squares planes of THA and ANP is 48.99 (2)°. In THA, an intramolecular O—H⋯O hydrogen bond generates an S(6) ring motif. In the crystal, N—H⋯O, O—H⋯O and O—H⋯N hydrogen bonds lead to the formation of a three-dimensional network. There are also intermolecular π–π interactions between the benzene rings of ANP–ANP and of THA–THA molecules, with centroid–centroid distances of 3.5313 (14) and 3.8440 (16) Å, respectively. Weak C—O⋯π and N—O⋯π interactions also occur.
For the use of nitroaromatics as intermediates in explosives, dyestuffs, pesticides and organic synthesis, see: Yan et al. (2006 ▶). For the occurrence of nitroaromatics in industrial wastes and as direct pollutants in the environment, see: Yan et al. (2006 ▶); Soojhawon et al. (2005 ▶). For graph-set motifs, see: Bernstein et al. (1995 ▶). For related structures, see: Tanak et al. (2009 ▶, 2010 ▶); Ali et al. (2008 ▶); Bi et al. (2009 ▶); Garden et al. (2004 ▶); Serdiuk et al. (2011 ▶).