Abstract
The title compound, C16H14BrN3O5, is a novel halogen (Br) substituted hydrazine derivative. The hydrazine derivatives were the group of compounds with the general structure, R1R2C=NNH2 (Uppal et al., 2011 ▸), with the central RC=NNH2 moiety bridging two different groups on both sides. An all-trans configuration of the backbone (RC=NNH2) results in an extended mol-ecular conformation. The dihedral angle between the 5-bromo-2-meth-oxy-phenyl ring and the nitrophenyl ring is 4.4 (3)°. Intra-molecular N-H⋯O inter-actions form S(6) graph-set motifs, while C-H⋯O and C-H⋯N inter-actions form S(5) graph-set motifs. Symmetry-related mol-ecules are linked by C-H⋯O inter-molecular inter-actions forming an R21(10) graph-set motif. There are nearly face-to-face directional specific π-π stacking inter-actions between the centroids of the nitrophenyl ring and the benzene ring of the 5-bromo-2-meth-oxy group [centroid-centroid distance = 3.6121 (5) Å and slippage = 1.115 Å], which also contributes to the mol-ecular packing. The Hirshfeld surface analysis was performed in order to visualize, explore and qu-antify the inter-molecular inter-actions in the crystal lattice of the title compound.
Highlights
The title compound, C16H14BrN3O5, is a novel halogen (Br) substituted hydrazine derivative
The hydrazine derivatives were the group of compounds with the general structure, R1R2C NNH2 (Uppal et al, 2011), with the central RC NNH2 moiety bridging two different groups on both sides
Symmetry-related molecules are linked by C—HÁ Á ÁO intermolecular interactions forming an R12(10) graph-set motif
Summary
Hydrazine and its derivatives have attracted much attention due to their synthetic potential for organic and inorganic chemical reactions and diverse useful properties (Levrand et al, 2007; Li et al, 2011). Hydrazine possesses diverse biological and pharmacological properties, such as antimicrobial, antiinflammatory, analgesic, antifungal, antitubercular, antiviral, anticancer, antiplatelet, antimalarial, anticonvulsant, cardioprotective, antihelmintic, antiprotozoal (Rollas & Kuc ̧ukguzel, 2007), antitrypanosomal and antischistosomiasis (Narang et al, 2012). These compounds contain a C N bond, which is conjugated with a lone pair of electrons of the functional N atom (Corey & Enders, 1976). The combination of hydrazine with other functional groups results in new compounds with unique physical and chemical characteristics (Xavier et al, 2012) 129 100 101 152 161 hydrazine derivatives play an important role for the synthesis of heterocyclic compounds (Banerjee et al, 2009)
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