2,2′-(Propane-1,3-diyl)bis(2H-indazole)

Abstract

The title molecule, C17H16N4, is a bis-indazole crystallized in the rare 2H-tautomeric form. Indazole heterocycles are connected by a propane C3 chain, and the molecule is placed on a general position, in contrast to the analogous compound with a central C2 ethane bridge, which was previously found to be placed on an inversion center in the same space group. In the title molecule, indazole rings make a dihedral angle of 60.11 (7)°, and the bridging alkyl chain displays a trans conformation, resulting in a W-shaped molecule. In the crystal, molecules interact weakly through π–π contacts between inversion-related pyrazole rings, with a centroid–centroid separation of 3.746 (2) Å.