STRUCTURE OF MAP-MNA, THE 1/1 ADDUCT BETWEEN (R)-METHYL 2-(2,4-DINITROANILINO)PROPANOATE (MAP) AND 2-METHYL-4-NITROANILINE (MNA), A NEW NONLINEAR-OPTICAL CRYSTAL

MAP:MNA, (R)-methyl 2-(2,4-dinitroanilino) propionate-2-methyl-4-nitroaniline (1/1), C10H11N3O6.C7H8N2O2 (= C17H19N5O8), M(r) = 421.37, monoclinic, P2(1), a = 6.9196 (5), b = 7.673 (8), c = 18.554 (1) angstrom, beta = 92.547 (6)degrees, V = 984.1 angstrom3, Z = 2, D(x) = 1.422 g cm-3, lambda(Mo Kalpha) = 0.71069 angstrom, mu = 1.075 cm-1, F(000) = 440, T = 295 (3) K, R = 0.0445, wR = 0.0440, for 1783 observed reflections. The molecules are stacked MAP atop MNA, inclined to the approximate stack axis [010] by 23.44 (MAP) and 26.73-degrees (MNA); an intermolecular hydrogen bond (2.367 angstrom) occurs in the [101] direction between a nitro O atom of MAP and an amino H atom of MNA. The INDO molecular dipole moments of MAP and MNA form a mutual angle of 127.2-degrees. A powder sample shows significant frequency-doubling intensity.