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. 2014 Jan 22;70(Pt 2):o188-9.
doi: 10.1107/S1600536814001238. eCollection 2014 Feb 1.

1-(2,4-Di-nitro-phen-yl)-2-[(E)-(3,4,5-tri-meth-oxy-benzyl-idene)]hydrazine

Suchada Chantrapromma  1 , Pumsak Ruanwas  1 , Nawong Boonnak  2 , C S Chidan Kumar  3 , Hoong-Kun Fun  3
Affiliations

1-(2,4-Di-nitro-phen-yl)-2-[(E)-(3,4,5-tri-meth-oxy-benzyl-idene)]hydrazine

Suchada Chantrapromma et al. Acta Crystallogr Sect E Struct Rep Online. .

Abstract

Mol-ecules of the title compound, C16H16N4O7, are not planar with a dihedral angle of 5.50 (11)° between the substituted benzene rings. The two meta-meth-oxy groups of the 3,4,5-tri-meth-oxy-benzene moiety lie in the plane of the attached ring [Cmeth-yl-O-C-C torsion angles -0.1 (4)° and -3.7 (3)°] while the para-meth-oxy substituent lies out of the plane [Cmeth-yl-O-C-C, -86.0 (3)°]. An intra-molecular N-H⋯O hydrogen bond involving the 2-nitro substituent generates an S(6) ring motif. In the crystal structure, mol-ecules are linked by weak C-H⋯O inter-actions into screw chains, that are arranged into a sheet parallel to the bc plane. These sheets are connected by π-π stacking inter-actions between the nitro and meth-oxy substituted aromatic rings with a centroid-centroid separation of 3.9420 (13) Å. C-H⋯π contacts further stabilize the two-dimensional network.

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Figures

Fig. 1.
Fig. 1.
The molecular structure of (I), showing 40% probability displacement ellipsoids and the atom-numbering scheme. An intramolecular N—H···O hydrogen bond is shown as a dashed line.
Fig. 2.
Fig. 2.
The crystal packing of (I) viewed along the a axis. Hydrogen bonds are shown as dashed lines.
Fig. 3.
Fig. 3.
The π···π stacking interaction between the two substituted benzene rings. H atoms were omitted for clarity.
See this image and copyright information in PMC

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