Date Published: July 01, 2011
Publisher: International Union of Crystallography
Author(s): José A. Fernandes, Manuela E. L. Lago, Sandrina Silva, João P. C. Tomé, José A. S. Cavaleiro, Filipe A. Almeida Paz.
The asymmetric unit of the title compound, C19H18N2O3, comprises a whole organic dipyridinone molecule plus a water molecule of crystallization. The planes of the pyridinone rings are approximately perpendicular with the plane of the central aromatic ring [dihedral angles = 80.68 (8) and 83.65 (8)°]. The C—O bond of the hydroxy group subtends an angle of 31.71 (10)° with the plane through the central aromatic ring. The crystal packing is mediated by the presence of several O—H⋯O hydrogen-bonding interactions and while the water molecules form a C21(4) chain parallel to the c axis of the unit cell, the pendant hydroxy groups are engaged in O—H⋯O=C hydrogen bonds described by a C11(12) graph-set motif which runs parallel to the a axis.
For previous reports on the design and synthesis of molecules based on a mesitylene core, see: Reger et al. (2010 ▶); Podyachev et al. (2006 ▶); Spiccia et al.(1997 ▶); Newkome et al. (1986 ▶); Berl et al., (2002 ▶). For the crystal structure and vibrational features of the precursor, 1,3,5-tris(bromomethyl)benzene, see: Fernandes et al. (2011 ▶). For a systematization of the graph-set notation for hydrogen-bonded aggregates, see: Grell et al. (1999 ▶).