1-[(Anthracen-9-yl)carbonyl]-2,7-dimethoxynaphthalene: a chain-like structure composed of face-to-face type dimeric molecular aggregates

Abstract

The asymmetric unit of the title compound, C27H20O3, contains two independent molecules (AandB). The anthracene ring system is connected to the 2,7-dimethoxynaphthalene core in a twisted manner, with dihedral angles of 86.38 (5) and 79.36 (8)°, respectively, for conformersAandB. In the crystal, face-to-face type dimeric molecular aggregates of each conformer are observed. The dimer of conformerAis formed by two pairs of C—H...π interactions, and that of conformerBby a pair of (sp2)C—H...O hydrogen bonds. The dimers of conformerAare linked to each otherviaa π–π stacking interaction between the anthracene rings to form a chain along thebaxis and the chains are aligned along thecaxis, forming a sheet structure. The dimers of conformerBare connected to each otherviaa couple of C—H...π interactions to form a chain along thebaxis. The chains are aligned along thecaxis through (sp2)C—H...O=C hydrogen bonds, forming a sheet parallel to thebcplane. The sheets of conformersAandBare alternately stacked along theaaxisviatwo kinds of intermolecular (sp2)C—H...O=C hydrogen bonds.