JOURNAL OF CHILEAN CHEMICAL SOCIETY

Vol 65 No 3 (2020): Journal of the Chilean Chemical Society
Original Research Papers

CRYSTAL STRUCTURE, HIRSHFELD SURFACE ANALYSIS AND ENERGY FRAMEWORK STUDY OF THE NITRONE N-BENZYLIDENE-N-BUTYLAMINO-4-Β-PYRIDYL-N-OXIDE

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  • Gerzon E Delgado,
  • Asiloé J. Mora,
  • Ali Bahsas,
  • Vladimir V. Koustnetzov,
  • Cecilia Chacón,
  • Jonathan Cisterna,
  • Alejandro Cardenas,
  • Ivan Brito
Gerzon E Delgado
Laboratorio de Cristalografía, Departamento de Química, Facultad de Ciencias, Universidad de Los Andes, Mérida 5101, Venezuela
Bio
Published September 10, 2020
Keywords
  • nitrone,
  • 1,3-dipolar cycloaddition,
  • X-ray crystal structure,
  • hydrogen bonds,
  • Hirshfeld
How to Cite
Delgado, G. E., Mora, A. J., Bahsas, A., Koustnetzov, V. V., Chacón, C., Cisterna, J., Cardenas, A., & Brito, I. (2020). CRYSTAL STRUCTURE, HIRSHFELD SURFACE ANALYSIS AND ENERGY FRAMEWORK STUDY OF THE NITRONE N-BENZYLIDENE-N-BUTYLAMINO-4-Β-PYRIDYL-N-OXIDE. Journal of the Chilean Chemical Society, 65(3), 4865-4869. Retrieved from https://jcchems.com/index.php/JCCHEMS/article/view/1457

Copyright (c) 2020 SChQ

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Abstract

The title compound, C16H16N2O, a potential antiparasitic agent, crystallizes in the orthorhombic Pca21 space group with unit cell parameters a= 9.912(1) Å, b= 9.035(1) Å, c= 15.681(2) Å. The crystalline structure is stabilized by weak C---H···O and C--H···Cg(π) interactions among neighboring molecules producing an efficient packing with 66.0% of occupied space. The C--H···O hydrogen bond keeps the molecules linked into supramolecular chains propagating along the a axis direction with a graph-set notation C(4), which are reinforced by C--H···Cg(π) interactions. Hirshfeld surface analysis of the intermolecular contacts reveal that the most important contributions for the crystal packing are from H··H (55.2%) and H··C/C··H (27.1%) interactions. Energy framework calculations suggest that the contacts formed between molecules are slightly dispersive in nature.

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