1-(2,4-Dinitrophenyl)-2-(1,2,3,4-tetrahydronaphthalen-1-ylidene)hydrazine

In the title compound, C14H14N4O4, the dihedral angle between the benzene rings is 10.42 (8)°. The nitro groups make dihedral angles of 5.3 (2) and 6.47 (15)° with their parent ring and are oriented at 11.2 (3)° with respect to each other. An intramolecular N—H⋯O hydrogen bond completes an S(6) ring motif. In the crystal, molecules are linked by C—H⋯O interactions, thus forming (010) chains in which R 2 2(13) ring motifs are present. There also exist aromatic π–π stacking interactions [centroid–centroid separation = 3.7046 (9) Å].

In the title compound, C 14 H 14 N 4 O 4 , the dihedral angle between the benzene rings is 10.42 (8) . The nitro groups make dihedral angles of 5.3 (2) and 6.47 (15) with their parent ring and are oriented at 11.2 (3) with respect to each other. An intramolecular N-HÁ Á ÁO hydrogen bond completes an S(6) ring motif. In the crystal, molecules are linked by C-HÁ Á ÁO interactions, thus forming (010) chains in which R 2 2 (13) ring motifs are present. There also exist aromatic stacking interactions [centroid-centroid separation = 3.7046 (9) Å ].

Comment
The title compound (I, Fig. 1) has been prepared for the chlorination and bromonition. Various properties of (I) as well as their derivatives will be undertaken.
Similarly nitrogen atom N1 is at a distance of -0.2603 (24) Å from the same. The phenyl ring B (C11-C16) is planar with r. m. s. deviation of 0.0053 Å and N2 is at 0.0189 (23) Å from it. The dihedral angle between A/B is 10.51 (6)°. The nitro groups C (O1/N3/O2) and D (O3/N4/O4) are of course planar. The dihedral angle between B/C, B/D and C/D is 5.26 (24), 6.47 (15) and 11.17 (25)°, respectively. There exist an intramolecular H-bonding of N-H···O type completing an S(6) ( Fig. 2) ring motif (Bernstein et al., 1995). The molecules are stabilized in the form of infinite one dimensional polymeric chains due to C-H···O type of intermolecular H-bondings (Table 1, Fig. 2) extending along the b axis and in these chains R 2 2 (13) ring motifs are present. There exist π-π interaction between the centroids of phenyl rings of annilinic group at a distance of 3.7046 (9) Å [symmetry: 1 -x, -y, -z]. The π-interaction is present (Table 1) between the nitro group not involved in the intramolecular H-bonding and the phenyl ring of (2,4-dinitrophenyl)hydrazine moiety.
HCl were also added into the reaction mixture. The mixture was refluxed for 4 h, and then brought to room temperature.
A dark red solid was obtained which purified by repeated crystallization from chloroform to obtain dark red prisms of (I).
These crystals had sharp 532.6 K melting point.
supplementary materials sup-2 Figures Fig. 1. View of (I) with displacement ellipsoids drawn at the 50% probability level. Fig. 2. The partial packing of (I), which shows that molecules form polymeric chains extending along b axis.