Search

The title compound, C15H10O2, was found to crystallize in the centrosymmetric space group P2(1)/n. The hydrogen bonding is of the cyclic dimer type about a center of symmetry. The carboxyl O atoms are ordered as is the carboxyl H atom. The anthracene core, while less nearly planar, shows good agreement with the anthracene cores of anthracene-9-carboxylic acid and anthracene-1,6-dicarboxylic acid. The carboxyl group plane makes a dihedral angle of 12.4 (2) degrees with the best-fit anthracene core plane.

Anthracene-1,8-dimethanol, C16H14O2, crystallized in the centrosymmetric space group P21/n. The anthracene core is nearly planar and shows good agreement with the anthracene core of anthracene-1,8-dicarboxylic acid. The geometric disposition of the hydroxymethyl groups and the values of the hydrogen-bond parameters are strikingly similar to those in the naphthalene analog. As in that structure, each hydroxyl group participates both as a donor and acceptor in an infinite zigzag chain of hydrogen bonds which propagates along the [010] direction. Moreover, the disposition of the entire molecule in the cell of the present compound is also strikingly similar to that of the naphthalene analog in its cell.

Anthracene-9-carboxylic acid, C15H10O2, was found to crystallize in the centrosymmetric space group P2(1)/n. The hydrogen bonding is of the cyclic-dimer type about a center of symmetry. The carboxyl O atoms are ordered, as is the carboxyl H atom. The anthracene core is almost planar and shows good agreement with the anthracene core of anthracene-1, 8-dicarboxylic acid. The carboxyl group plane makes a dihedral angle of 54.87 (6) degrees with the best-fit anthracene core plane.

Anthracene-1,8-dicarboxylic acid, C16H10O4, crystallized in the noncentrosymmetric space group P2(1)2(1)2(1). The carboxyl H and O atoms are ordered. The carboxyl groups make angles of 13.9 (2) and 21.6 (2) degrees with the best-fit core plane and the average distance of the core atoms from this plane is 0.018 (12) A. The anthracene core displays near twofold symmetry. Each molecule is involved in cyclic-dimer hydrogen bonding with two other molecules so as to form zigzag chains of hydrogen-bonded molecules which are not cross-linked with one another. These discrete chains are separated from each other by C...C, C...H and H...H closest approaches.