(S)-1,10-DIMETHOXY-2,9-DIHYDROXYAPORPHINIUM CHLORIDE (BOLDINE HYDROCHLORIDE), C19H22NO4-(.CL)

Boldine thoxy-6-methyl-4H-dibenzo[de,g]quinoline-2,9-diol) is an aporp hine alkaloid noted for its antioxidant properties. A salient feature of the molecule is the non-planarity of the biphenyl system, which exh ibits a dihedral angle of 151.1(8)degrees between the least-squares pl anes of the two benzenoid rings and torsion angles of 25.7 (3), - 150. 6 (2), -155.9 (2) and 27.8 (3)degrees about the biphenyl bond. Methoxy C atom C13 lies only 0.195 (4) Angstrom above the mean plane of the r ing to which it is attached, with torsion angles about the C10-O2 bond of 168.6 (2) and -11.3 (4)degrees. Methoxy C atom C14 is displaced -1 .101 (3)Angstrom from the corresponding ring plane, with torsion angle s about the C1-O3 bond of 102.3 (2) and -79.7 (3)degrees. All intramol ecular bonds and angles are within the expected range.