Acta Crystallographica Section E: Crystallographic Communications (Jan 2019)

Crystal structure and Hirshfeld surface analysis of 5-[(5-nitro-1H-indazol-1-yl)methyl]-3-phenyl-4,5-dihydroisoxazole

  • Mohammed Boulhaoua,
  • Sevgi Kansiz,
  • Mohamed El Hafi,
  • Sanae Lahmidi,
  • Necmi Dege,
  • Mohammed Benchidmi,
  • Joel T. Mague

DOI
https://doi.org/10.1107/S2056989018017590
Journal volume & issue
Vol. 75, no. 1
pp. 71 – 74

Abstract

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In the title compound, C17H14N4O3, the indazole unit is planar to within 0.0171 (10) Å and makes dihedral angles of 6.50 (6) and 6.79 (4)°, respectively, with the nitro and pendant phenyl groups. The conformation of the oxazole ring is best described as an envelope. In the crystal, oblique stacks along the a-axis direction are formed by π–π stacking interactions between the indazole unit and the pendant phenyl rings of adjacent molecules. The stacks are linked into pairs through C—H...O hydrogen bonds. Hirshfeld surface analysis and two-dimensional fingerprint plots indicate that the most important contributions to the crystal packing are from H...H (36.3%), O...H/H...O (23.4%), C...H/H...C (13.4%) and N...H/H...N (11.4%) interactions.

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