Crystal structure of (E)-3-[(2,6-di-methyl-phen-yl)diazen-yl]-7-methyl-1 H-indazole

Shiomi Yagi; Tomoyuki Haraguchi; Takashiro Akitsu

doi:10.1107/S2056989018012483

Crystal structure of (E)-3-[(2,6-di-methyl-phen-yl)diazen-yl]-7-methyl-1 H-indazole

Acta Crystallogr E Crystallogr Commun. 2018 Sep 14;74(Pt 10):1421-1423. doi: 10.1107/S2056989018012483. eCollection 2018 Oct 1.

Authors

Shiomi Yagi¹, Tomoyuki Haraguchi¹, Takashiro Akitsu¹

Affiliation

¹ Department of Chemistry, Faculty of Science, Tokyo University of Science, 1-3 Kagurazaka, Shinjuku-ku, Tokyo 162-8601, Japan.

Abstract

The title azo compound, C₁₆H₁₆N₄, was synthesized from 2,6-di-methyl-aniline. The diazenyl group adopts a trans (E) conformation, with an N=N bond length of 1.265 (4) Å. The pyrazole ring is approximately planar. In the crystal, zigzag chains along the b-axis direction with a C(3) is graph-set motif are formed by N-H⋯N hydrogen bonds involving the pyrazole moiety.

Keywords: azo benzene; chiral crystallization; crystal structure; indazole; photochromism; pyrazole.