Supramolecular structure of S-(+)-marmesin-a linear dihydrofuranocoumarin

摘要

The title compound, C_(14)H_(14)O_4, a linear dihydrofuranocoumarin, was isolated from the bark of Aegle marmelos, a plant widely used in Ayurvedic system of medicine for the treatment of various ailments. The crystal structure was determined from X-ray diffraction data using direct methods. The compound crystallizes into monoclinic space group P2_1 with unit cell parameters: a = 5.721(1) A, b = 13.810(1) A, c = 7.864(2) A, beta= 100.39(1) deg, Z = 2. The structure was refined by full-matrix least-squares to a final R value of 0.0523 for 1184 observed reflections. The benzopyran moiety is perfectly planar. The dihedral angle between the pyrone and benzene rings is 0.3(1)°. The furan ring has a 2 alpha-envelope conformation. The molecules are linked by O-H...O hydrogen bonds into chains and these chains are linked into sheets by C-H...O hydrogen, bonds. Further, the n-n stacking and C-H...pi(arene) interactions link all of the sheets into a supramolecular structure.