Abstract

The asymmetric unit of the title compound, C14H11N3O3, consists of two independent mol-ecules having very similar conformations in which the indazole moieties are planar. The independent mol-ecules are distinguished by small differences in the rotational orientations of the nitro groups. In the crystal, N-H⋯O and C-H⋯O hydrogen bonds form zigzag chains along the b-axis direction. Additional C-H⋯O hydrogen bonds link the chains into layers parallel to (10). These are connected by slipped π-stacking and C-H⋯π(ring) inter-actions.

Highlights

  • The asymmetric unit of the title compound, C14H11N3O3, consists of two independent molecules having very similar conformations in which the indazole moieties are planar

  • Additional C—HÁ Á ÁO hydrogen bonds link the chains into layers parallel to (101)

  • As a continuation of our studies of indazole derivatives (Mohamed Abdelahi et al, 2017a,b,c), we report the synthesis and structure of the title compound, (I)

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Summary

Chemical context

Indazoles are an important class of heterocyclic compounds having a wide range of biological and pharmaceutical applications. There is enormous potential in the synthesis of novel heterocyclic systems to be used as building blocks for the generation of pharmaceuticals as anti-bacterial, anti-depressant and anti-inflammatory agents. Fused aromatic 1H and 2H-indazoles are well recognized for their anti-hypertensive and anti-cancer properties while other indazole derivatives are a versatile class of compounds that have found use in biology, catalysis and medicinal chemistry (Schmidt et al, 2008). As a continuation of our studies of indazole derivatives (Mohamed Abdelahi et al, 2017a,b,c), we report the synthesis and structure of the title compound, (I). Symmetry codes: (i) x; Ày; z þ 12; (ii) x À 1; Ày þ 1; z À 12; (iii) x; Ày þ 1; z À 12; (iv) x þ 1; Ày; z þ 12

Structural commentary
Database survey
Supramolecular features
DFT calculations
Hirshfeld surface calculations
Hirshfeld analysis of the title compound
Findings
Synthesis and crystallization
Full Text
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