Crystal structure of 2,7-diethoxy-1,8-bis(4-nitrobenzoyl)naphthalene

Abstract

The title compound, C28H22N2O8, possesses crystallographically imposed twofold symmetry, with the two central carbon atoms of the naphthalene unit lying on the rotation axis. The two benzoyl groups in the molecule are twisted away from the attached naphthalene unit with a C—C—C=O torsion angle of 49.05 (15)° between the naphthalene unit and the carbonyl group. The dihedral angle between the naphthalene ring system and the benzene ring is 77.17 (5)°. In the crystal, pairs of C—H...O=C hydrogen bonds link the molecules into a double-column structure along the c axis. The molecules are further linked by C—H...O=N hydrogen bonds, forming a three-dimensional network. C—H...π interactions between the methylene group and the naphthalene unit and π–π interactions between the naphthalene ring systems [centroid–centroid distances of 3.7858 (7)–3.7860 (7) Å] are also observed.

Keywords

• crystal structure
• peri-aroylnaphthalene
• naphthalene diketone
• non-coplanarly accumulated aromatic-rings structure
• spatial organization