1-(5-Bromo-2-oxoindolin-3-yl-idene)thio-semicarbazone

Abstract

The title mol-ecule, C9H7BrN4OS, is essentially planar [r.m.s. deviation = 0.066 (2) Å], the maximum deviation from the mean plane through the non-H atoms being 0.190 (3) Å for the terminal amine N atom. In the crystal, mol-ecules are linked through N-H⋯O and N-H⋯S inter-actions, generating infinite chains along the b-axis direction. In turn, the chains are stacked along the a axis via π-π inter-actions [centroid-centroid distance = 3.470 (2) Å] and further connected by N-H⋯Br inter-actions into a three-dimensional network. An intra-molecular N-H⋯O hydrogen bond is also observed.

Fig. 1.

The molecular structure of the title compound with displacement ellipsoids drawn at the 40% probability level.

Fig. 2.

Molecules of the title compound connected via N—H···S, N—H···O and N—H···Br interactions. H-interactions are indicated as dashed lines and the Figure is simplified for clarity.

Fig. 3.

A view of the stacking along the crystallographic a-axis. The π–π-interactions are drawn as dashed lines.Symmetry codes are: (iv) x - 1,y,z; (v) x + 1,y,z.