Research Article: (Z)-7-[2-(4-Bromo­phen­yl)hydrazin-1-yl­idene]-6-methyl-3-(pyridin-4-yl)-7H-1,2,4-triazolo[3,4-b][1,3,4]thia­diazine

Date Published: May 01, 2012

Publisher: International Union of Crystallography

Author(s): Hoong-Kun Fun, Suchada Chantrapromma, Mashooq A. Bhat, Hatem A. Abdel-Aziz.


In the asymmetric unit of the title compound, C16H12BrN7S, there are two crystallographically independent mol­ecules with similar conformations. Both mol­ecules are slightly twisted; the central 1,2,4-triazolo[3,4-b]-1,3,4-thia­diazine ring system makes dihedral angles of 9.65 (15) and 13.29 (15)° with the pyridine and benzene rings, respectively, in one mol­ecule, whereas the corresponding values in the other mol­ecule are 9.30 (15) and 4.84 (15)°. A weak intra­molecular C—H⋯N inter­action with an S(6) ring motif is observed in each mol­ecule. In the crystal, the independent mol­ecules are each linked through N—H⋯N hydrogen bonds and weak C—H⋯N interactions into ribbons along the c axis. The ribbons are further linked together by weak C—H⋯N, C—H⋯π and π–π [centroid–centroid distances = 3.572 (2)–3.884 (2) Å] inter­actions.

Partial Text

For bond-length data, see: Allen et al. (1987 ▶). For hydrogen-bond motifs, see: Bernstein et al. (1995 ▶). For background to and the biological activity of [1,2,4]thia­zolo[3,4-b][1,3,4]thia­diazine derivatives, see: Abdel-Aziz et al. (2007 ▶); Abdel-Wahab et al. (2009 ▶); Dawood et al. (2005 ▶); Holla et al. (2001 ▶); Janin (2007 ▶); Prasad et al. (1998 ▶). For the stability of the temperature controller, see: Cosier & Glazer (1986 ▶).