A doubly interpenetrated layer structure: 4-Acetamidobenzaldehyde 4-Nitrophenylhydrazone

Document Type

Article

Publication Date

1-1-2010

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)angstrom (nitro-O) and -0.152(1) angstrom(amide-O). The dihedral angle between the benzene rings is 6.93(7)degrees. The conformation about the C=N bond is E. The presence of amide-H center dot center dot center dot O-nitro and hydrazine-H center dot center dot center dot 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 {center dot center dot center dot OCNC5N2C4NO center dot center dot center dot HNCO center dot center dot center dot HN2C5NH center dot center dot center dot 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 center dot center dot center dot O interactions. The compound crystallizes in the monoclinic space group P2(1)/c with a = 10.8152(3) angstrom, b = 10.9469(2) angstrom, c = 12.9198(4) angstrom, beta = 113.679(1)degrees, and Z = 4.

Keywords

Hydrazone, Hydrogen bonding, Interpenetration

Publication Title

Journal of Chemical Crystallography

Volume

40

Issue

12

Publisher

Kluwer (now part of Springer)

Publisher Location

233 SPRING ST, NEW YORK, NY 10013 USA

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