HYDROGEN BONDING AND LATTICE VOIDS IN THE STRUCTURE OF A NOVEL TETRACYCLIC FUSED RING MOLECULE

Paul D. Boyle, Yong Sup Lee, Daniel L. Comins
Department of Chemistry, North Carolina State University Raleigh, NC, 27695-8204

The intended ring opening a diketocyclobutane with SmI2 was complicated by an in situ intramolecular Aldol reaction which could not be prevented. The structure of the resulting Aldol product was characterized by X-ray crystallography (see Fig. 1).

The crystal structure exhibits a network of O-H...H hydrogen bonds which form an infinite chain along the [0 1 0] direction in the crystal. There are also a number of close C-H...O contacts in the structure.

Another interesting feature of this structure is the presence of void space in the lattice. The total void volume in the unit cell is 33.4 Å^3 distributed over 4 symmetry equivalent sites. The difference Fourier map is featureless in the void region of the cell.

This poster will present the structure of the this novel tetracyclic compound, an analysis of the hydrogen bonding, and the geometry around the lattice voids. Crystal Data: C30 H26 N2 O4, orthorhombic, P 21 21 21, a = 8.9058(7) Å, b = 15.2549(9) Å, c = 17.455(1) Å V = 2371.4(3) Å^3, Z = 4, R = 0.050, Rw = 0.053