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

• Main Authors: Siqingaowa, Takehiro Tsumuki, Kazuki Ogata, Noriyuki Yonezawa, Akiko Okamoto
• Format: Article
• Language: English
• Published: International Union of Crystallography 2016-12-01
• Series: Acta Crystallographica Section E: Crystallographic Communications
• Subjects: crystal structure; independent molecules; face-to-face type dimeric molecular aggregate; complementary hydrogen bonds; non-coplanarly accumulated aromatic rings arrangement
• Online Access: http://scripts.iucr.org/cgi-bin/paper?S2056989016018077

The asymmetric unit of the title compound, C27H20O3, contains two independent molecules (A and B). 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 conformers A and B. In the crystal, face-to-face type dimeric molecular aggregates of each conformer are observed. The dimer of conformer A is formed by two pairs of C—H...π interactions, and that of conformer B by a pair of (sp2)C—H...O hydrogen bonds. The dimers of conformer A are linked to each other via a π–π stacking interaction between the anthracene rings to form a chain along the b axis and the chains are aligned along the c axis, forming a sheet structure. The dimers of conformer B are connected to each other via a couple of C—H...π interactions to form a chain along the b axis. The chains are aligned along the c axis through (sp2)C—H...O=C hydrogen bonds, forming a sheet parallel to the bc plane. The sheets of conformers A and B are alternately stacked along the a axis via two kinds of intermolecular (sp2)C—H...O=C hydrogen bonds.