Crystal structure of 2-[2-(2,5-di-chloro-benz-yloxy)-2-(furan-2-yl)eth-yl]-2 H-indazole

Özden Özel Güven; Gökhan Türk; Philip D F Adler; Simon J Coles; Tuncer Hökelek

doi:10.1107/S2056989016013827

Crystal structure of 2-[2-(2,5-di-chloro-benz-yloxy)-2-(furan-2-yl)eth-yl]-2 H-indazole

Acta Crystallogr E Crystallogr Commun. 2016 Sep 5;72(Pt 10):1377-1379. doi: 10.1107/S2056989016013827. eCollection 2016 Oct 1.

Authors

Özden Özel Güven¹, Gökhan Türk¹, Philip D F Adler², Simon J Coles², Tuncer Hökelek³

Affiliations

¹ Department of Chemistry, Bülent Ecevit University, 67100 Zonguldak, Turkey.
² Department of Chemistry, Southampton University, SO17 1BJ Southampton, England.
³ Department of Physics, Hacettepe University, 06800 Beytepe, Ankara, Turkey.

Abstract

In the title compound, C₂₀H₁₆Cl₂N₂O₂, the indazole ring system is approximately planar [maximum deviation = 0.033 (1) Å], its mean plane is oriented at dihedral angles of 25.04 (4) and 5.10 (4)° to the furan and benzene rings, respectively. In the crystal, pairs of C-H_ind⋯O_bo (ind = indazole and bo = benz-yloxy) hydrogen bonds link the mol-ecules into centrosymmetric dimers with graph-set motif R₂²(12). Weak C-H⋯π inter-actions is also observed. Aromatic π-π stacking between the benzene and the pyrazole rings from neighbouring mol-ecules [centroid-centroid distance = 3.8894 (7) Å] further consolidates the crystal packing.

Keywords: C—H⋯O interactions; crystal structure; furan; indazole; π–π stacking.