1,8-Bis(4-chloro-benzo-yl)-7-meth-oxy-naphthalen-2-ol ethanol monosolvate

Abstract

In the title compound, C(25)H(16)Cl(2)O(4)·C(2)H(6)O, the two 4-chloro-benzoyl groups are in syn orientations with respect to the naphthalene ring system and are approximately parallel to each other: the dihedral angle between the benzene rings is 11.43 (16)°. The conformation around each of the carbonyl C-(C=O)-C groups forms a larger angle to the plane of the naphthalene ring system than that to the benzene ring; the angles of the C=O bond vector with the naphthalene ring system and the benzene ring are 55.4 (3) versus 13.5 (3)° and 52.2 (3) versus 17.9 (3)°. An intra-molecular O-H⋯O=C hydrogen bond generates a six-membered ring. In the crystal structure, inter-molecular O-H⋯O hydrogen bonds including the ethanol solvent mol-ecule are observed. A C-H⋯O inter-action also occurs. The ethyl group of the ethanol mol-ecule is disordered over two positions with site occupancies of 0.63 and 0.37. The crystal studied was an inversion twin.

Fig. 1.

The asymmetric unit of compound (II), showing 30% probability displacement ellipsoids. Only major parts of the disordered atoms are shown. The intramolecular O—H···O═C hydrogen bond is shown as a dashed line.

Fig. 2.

The asymmetric unit of compound (I), showing 30% probability displacement ellipsoids.

Fig. 3.

Partial crystal packing diagram of compound (II), viewed down the b axis. Intermolecular C—H···O hydrogen bonds and Cl···Cl and H···O interactions are shown as dashed lines.

Fig. 4.

Partial crystal packing diagram of compound (II), viewed down the c axis. The intramolecular O—H···O═C hydrogen bond and the intermolecular O—H···O hydrogen bonds are shown as dashed lines.