IUCrData (Jan 2016)

[1-(2,5-Dichloroanilino)-5-methyl-1H-1,2,3-triazol-4-yl]methanol

  • Anna C. Cunha,
  • Alessandro K. Jordão,
  • Maria C. B. V. de Souza,
  • Vitor F. Ferreira,
  • Maria C. B. de Almeida,
  • James L. Wardell,
  • Edward R. T. Tiekink

DOI
https://doi.org/10.1107/S2414314615024475
Journal volume & issue
Vol. 1, no. 1
p. x152447

Abstract

Read online

In the title compound, C10H10Cl2N4O, the hydroxy group and benzene ring are disposed to opposite sides of the central 1,2,3-triazolyl ring. The dihedral angle between the five- and six-membered rings is 87.51 (12)°, and the C—O bond of the hydroxy group lies almost normal to the plane of the 5-membered ring [N—C—C—O = −93.2 (2)°]. An intramolecular amino-N—H...Cl hydrogen bond is noted. In the extended structure, supramolecular layers in the ab plane are formed via hydroxy-O—H...N(ring) and amine-N—H...O(hydroxy) hydrogen bonds. The layers are connected along the c axis by π–π contacts between benzene rings [inter-centroid distance = 3.7789 (13) Å] and by C—Cl...π interactions.

Keywords