Acta Crystallographica Section E (Oct 2008)

7,7′-(3,3′-Dibenzyl-3H,3′H-4,4′-bi-1,2,3-triazole-5,5′-diyl)bis(4-methyl-2H-chromen-2-one)

  • Michael J. Ferguson,
  • Christopher W. Cairo,
  • Jessie A. Key

DOI
https://doi.org/10.1107/S1600536808028250
Journal volume & issue
Vol. 64, no. 10
pp. o1910 – o1910

Abstract

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The title compound, a bis-5,5′-triazole, C38H28N6O4, was observed as a side-product from the Sharpless–Meldal click reaction of the corresponding coumarin alkyne and benzylazide. Although the compound was present as a minor component, it crystallized in preference to the major product. The two triazole rings are almost orthogonal to each other [dihedral angle = 83.8 (1)°]. However the 4 and 4′ coumarin systems are close to coplanar with their respective triazole rings [23.6 (1) and 15.1 (1)°]. Each of the benzene rings packs approximately face-to-face with the opposing coumarin ring systems, with interplanar angles of 7.7 (1) and 25.3 (1)° and distances of 3.567 (2) and 3.929 (2) Å between the respective centroids of the opposing rings.