Molecular structures of two indole alkaloids, evodiamine and rutecarpine, from evodia fruit

Evodiamine, C19H17N3O, is orthorhombic, P2(1)2(1)2, a = 13.654(2) Angstrom, b = 20.727(1) Angstrom, c = 5.2370(3) Angstrom, V = 1482.1(2) Angstrom (3) Z = 4. Rutecarpine, C18H13N3O, is monoclinic, P2(1)/a, a = 26.909(1) Angst rom, b = 7.398(1) Angstrom, c = 14.468(1) Angstrom, beta = 98.672(5)degrees , V = 2847.3(4) Angstrom (3), Z = 8. Although rutecarpine takes an essentia lly planar structure, evodiamine is folded in the middle of the molecule an d the two halves are nearly perpendicular to each other. The marked differe nces of the three-dimensional structures is considered to be responsible fo r the significant difference of the body temperature retaining effects of t hese alkaloids.