Abstract

In the title compound, C14H8Cl2FN3O2, the 4-fluoro-phenyl ring and the nitro-substituted benzene ring form a dihedral angle of 63.29 (8)°. In the crystal, mol-ecules are linked by C-H⋯O hydrogen bonds into chains running parallel to the c axis. The crystal packing is further stabilized by C-Cl⋯π, C-F⋯π and N-O⋯π inter-actions. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions to the crystal packing are from H⋯O/O⋯H (15.5%), H⋯H (15.3%), Cl⋯H/H⋯Cl (13.8%), C⋯H/H⋯C (9.5%) and F⋯H/H⋯F (8.2%) inter-actions.

Highlights

  • In the title compound, C14H8Cl2FN3O2, the 4-fluorophenyl ring and the nitrosubstituted benzene ring form a dihedral angle of 63.29 (8)

  • Molecules are linked by C—HÁ Á ÁO hydrogen bonds into chains running parallel to the c axis

  • The crystal packing is further stabilized by C—ClÁ Á Á, C—FÁ Á Á and N—OÁ Á Á interactions

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Summary

Chemical context

Non-covalent interactions, such as hydrogen, aerogen, halogen, chalcogen, pnicogen, tetrel and icosagen bonds, as well as n–*, – stacking, –cation, –anion and hydrophobic interactions, can control or organize the conformation, aggregation, tertiary and quaternary structures of the molecule, its stabilization and particular properties (Akbari Afkhami et al, 2017; Desiraju, 1995; Gurbanov et al, 2018; Hazra et al, 2018; Jlassi et al, 2014; Kvyatkovskaya et al, 2017; Legon, 2017, Maharramov et al, 2009, 2018; Mahmoudi et al, 2018a,b,c; Mahmudov et al, 2014, 2017; Mahmudov & Pombeiro, 2016; Scheiner 2013; Shikhaliyev et al, 2013, 2018).

Structural commentary
Supramolecular features and Hirshfeld surface analysis
Synthesis and crystallization
Findings
Refinement
Full Text
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