5-Chloro-N-(4,5-dihydro-1H-imidazol-2-yl)-2,1,3-benzothia-diazol-4-amine (tizanidine).

ABSTRACT: There are two independent mol-ecules (A and B) with similar conformations in the asymmetric unit of the title compound, C(9)H(8)ClN(5)S. The benzothia-diazole ring systems of both mol-ecules are essentially planar [maximum deviation = 0.021 (2) Å in mol-ecule A and 0.022 (1) Å in mol-ecule B] and make dihedral angles of 68.78 (9) and 54.39 (8)°, respectively, with the mean planes of their 4,5-dihydro-1H-imidazole rings. An intra-molecular N-H⋯Cl hydrogen bond occurs in mol-ecule B. In the crystal, both mol-ecules form centrosymmetric dimers through π-stacking of their benzothia-diazole rings, with inter-planar distances of 3.3174 (7) and 3.2943 (6) Å. These dimers are further linked via pairs of N-H⋯N hydrogen bonds with the dihydro-imidazole rings as the hydrogen-bonding donors and one of

SUBMITTER: John P 

PROVIDER: S-EPMC3100067 | biostudies-literature | 2011 Apr

REPOSITORIES: biostudies-literature