A Doubly Interpenetrated Layer Structure: 4-Acetamidobenzaldehyde 4-Nitrophenylhydrazone

Abstract  

The title molecule, 4-acetamidobenzaldehyde 4-nitrophenylhydrazone, is essentially planar with the maximum deviations from the least-squares plane through the 22 non-hydrogen atoms being 0.176(1) ? (nitro-O) and −0.152(1) ? (amide-O). The dihedral angle between the benzene rings is 6.93(7)°. The conformation about the C=N bond is E. The presence of amide-H···O-nitro and hydrazine-H···O-amide hydrogen bonding leads to the formation of zigzag 2-D arrays with a pseudo three-connected brick-wall network when viewed normal to the plane of the layer. The layers are sustained by 38-membered {···OCNC₅N₂C₄NO···HNCO···HN₂C₅NH···ONC₄NH} synthons and the rather large voids defined by these are occupied by a centrosymmetrically related layer to result in the formation of a doubly interpenetrated network. These stack along the b direction being connected by C–H···O interactions. The compound crystallizes in the monoclinic space group P2₁/c with a = 10.8152(3) ?, b = 10.9469(2) ?, c = 12.9198(4) ?, β = 113.679(1)°, and Z = 4.