(E)-1-(3-Nitro-phen-yl)-2-({5-[(1E)-2-(3-nitro-phen-yl)hydrazin-1-ylidenemeth-yl]-2-thien-yl}methyl-idene)hydrazine

Abstract

The title mol-ecule, C(18)H(14)N(6)O(4)S, adopts a U-shape with the aromatic groups lying syn and oriented in the same direction as the thio-phene S atom. Twists away from planarity are evident with the maximum deviation being found for a terminal nitro group: C/C/N/O = 19.0 (3)°. The conformation about each of the C=N bonds is E. In the crystal, centrosymmetrically related mol-ecules are connected via N-H⋯O(nitro) hydrogen bonds, forming 14-membered {⋯HNC(3)NO}(2) synthons. These are linked into layers via C-H⋯O(nitro) inter-actions with the primary inter-actions between layers being of the type C-H⋯π, where the π-system is the thio-phene ring.

Fig. 1.

The molecular structure of (I) showing the atom-labelling scheme and displacement ellipsoids at the 70% probability level.

Fig. 2.

A view of the supramolecular chain in (I) whereby centrosymmetrically related dimeric aggregates, held together by N–H···Onitro hydrogen bonds (blue dashed bonds), are linked via C–H···Onitro interactions (orange dashed lines). Colour code: S, yellow; O, red; N, blue; C, grey; and H, green.

Fig. 3.

View of the stacking of layers in (I) with the central layer highlighted by a superimposed space filling representation. The N–H···O and C–H···O interactions are shown as blue and orange dashed lines, respectively. Colour code: S, yellow; O, red; N, blue; C, grey; and H, green.