Acta Crystallographica Section E: Crystallographic Communications (Apr 2018)

2-Oxo-2H-chromen-7-yl 4-tert-butylbenzoate

  • Mohammad Ouédraogo,
  • Akoun Abou,
  • Abdoulaye Djandé,
  • Olivier Ouari,
  • T. Jérémie Zoueu

DOI
https://doi.org/10.1107/S2056989018004188
Journal volume & issue
Vol. 74, no. 4
pp. 530 – 534

Abstract

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In the title compound, C20H18O4, the benzoate ring is oriented at an acute angle of 33.10 (12)° with respect to the planar (r.m.s deviation = 0.016 Å) coumarin ring system. An intramolecular C—H...O hydrogen bond closes an S(6) ring motif. In the crystal, C—H...O contacts generate infinite C(6) chains along the b-axis direction. Also present are π–π stacking interactions between neighbouring pyrone and benzene rings [centroid–centroid distance = 3.7034 (18) Å] and C=O...π interactions [O...centroid = 3.760 (3) Å]. The data obtained from quantum chemical calculations performed on the title compound are in good agreement with the observed structure, although the calculated C—O—C—C torsion angle between the coumarin ring system and the benzoate ring (129.1°) is somewhat lower than the observed value [141.3 (3)°]. Hirshfeld surface analysis has been used to confirm and quantify the supramolecular interactions.

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