IUCrData (Nov 2024)

4-Amino-3,5-dichloropyridine

  • Thankappan Ramalakshmi Anantheeswary,
  • Sundaramoorthy Gomathi,
  • Ramu Shyamaladevi,
  • Samson Jegan Jennifer,
  • Ibrahim Abdul Razak

DOI
https://doi.org/10.1107/S2414314624011209
Journal volume & issue
Vol. 9, no. 11
p. x241120

Abstract

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The title compound, C5H4Cl2N2, crystallizes with one molecule in the asymmetric unit. In the crystal, the molecular entities are assembled through strong N—H...N hydrogen bonding, forming supramolecular chains extending along the b-axis direction. These chains are interconnected by offset π–π stacking interactions and consolidated by halogen–π interactions. The molecular interactions were quantified by Hirshfeld surface analysis, showing the significant contributions of Cl...H/H...Cl (40.1%), H...H (15.7%) and N...H / H...N (13.1%) interactions. Energy framework analysis using the CE-B3LYP/6–31 G(d,p) basis set revealed that Coulombic interactions make a considerable contribution to the total energy and crystal packing.

Keywords