Crystal structure of an analog of the anticonvulsant lamotrigine, 3,5-diamino-6-(2,3,5-trichlorophenyl)-1,2,4-triazine center dot dimethanolate, and structure comparisons with related analogs

The compound 3,5-diamino-6-(2,3,5-trichlorophenyl)-1,2,4-triazine crystalli zes with two methanol solvent molecules in the triclinic space group <P(1)o ver bar>, with a = 7.372(4), b = 10.476(4), c = 11.863(11) Angstrom, alpha = 72.18(5), beta = 79.73(6), gamma = 79.47(4)degrees. There is substantial distortion between the phenyl and triazine rings as illustrated by the valu e of the nonbonded angle C3t-C6t-C4 of 173.60 degrees and the C4 atom being -0.4487 Angstrom from the plane calculated for the triazine ring atoms. Th e lengths of the bonds of the triazine moiety suggest that there is a poten tial decrease in the degree of aromaticity of the ring. Comparisons are mad e between this structure, and other lamotrigine analog structures that have been reported.