Crystal structure and Hirshfeld surface analysis of methyl 4-[(E)-2-(5-bromo-2-meth­oxy­benzyl­idene)hydrazin­yl]-3-nitro­benzoate

The title compound, C(16)H(14)BrN(3)O(5), is a novel halogen (Br) substituted hydrazine derivative. The hydrazine derivatives were the group of compounds with the general structure, R (1) R (2)C=NNH(2) (Uppal et al., 2011 ▸), with the central RC=NNH(2) moiety bridging two different groups on both sides. An all-trans configuration of the backbone (RC=NNH(2)) results in an extended mol­ecular conformation. The dihedral angle between the 5-bromo-2-meth­oxy­phenyl ring and the nitrophenyl ring is 4.4 (3)°. Intra­molecular N—H⋯O inter­actions form S(6) graph-set motifs, while C—H⋯O and C—H⋯N inter­actions form S(5) graph-set motifs. Symmetry-related mol­ecules are linked by C—H⋯O inter­molecular inter­actions forming an R (2) (1)(10) graph-set motif. There are nearly face-to-face directional specific π–π stacking inter­actions between the centroids of the nitrophenyl ring and the benzene ring of the 5-bromo-2-meth­oxy group [centroid–centroid distance = 3.6121 (5) Å and slippage = 1.115 Å], which also contributes to the mol­ecular packing. The Hirshfeld surface analysis was performed in order to visualize, explore and qu­antify the inter­molecular inter­actions in the crystal lattice of the title compound.