Methyl 3-[(1,1-dioxo-1?(6),2-benzothiazol-3-yl)amino]-5-nitrothiophene-2-carboxyl-ate.

ABSTRACT: The title nitro-thio-phene compound, C(13)H(9)N(3)O(6)S(2), crystallizes with two independent mol-ecules in the asymmetric unit; the mol-ecular structure of each is stabilized by an intra-molecular N-H?O hydrogen bond. The two mol-ecules adopt flattened but slightly different conformations, viz. the dihedral angle between the thio-phene ring and the essentailly planar 1,2-benzisothia-zole fragment (r.m.s. deviations = 0.0227 and 0.0108?Å, respectively) is 15.62?(11)° in one mol-ecule and 5.46?(11)° in the other. In the crystal, mol-ecules are arranged into layers parallel to (-111) with weak C(ar)-H?O inter-actions formed within the layer. N-H?O hydrogen bonds also occur. There are ?-? stacking inter-actions between the mol-ecules in neighbouring layers, the distance between the centroids of the 1,2-benzisothia-zole benzene rings being 3.8660?(16)?Å. Moreover, dipolar S=O?C=O inter-actions with an O?C distance of 2.893?(3)?Å are observed between the symmetry-independent mol-ecules in different layers. The title compound showed weak inhibition of HLE (human leukocyte elastase).

SUBMITTER: Rode HB 

PROVIDER: S-EPMC3470323 | biostudies-literature | 2012 Oct

REPOSITORIES: biostudies-literature