Crystal structure of 5-(furan-2-yl)-N-phenyl-1,3,4-oxadiazol-2-amine

Abstract

The title compound, C12H9N3O2, was obtained as a cyclized oxadiazole derivative from substituted thiosemicarbazide in the presence of manganese(II) acetate. The furan ring is disordered over two orientations, with occupancies of 0.76 (2) and 0.24 (2). The dihedral angles between the central oxadiazole ring and the pendant phenyl ring and furan ring (major disorder component) are 3.34 (18) and 5.7 (6)°, respectively. A short intramolecular C - H⋯O contact generates an S(6) ring. In the crystal, inversion dimers linked by pairs of N - H⋯N hydrogen bonds generate R 2 2[8] loops. The dimers are linked by C - H⋯π and π-π interactions [range of centroid-centroid distances = 3.291 (2)-3.460 (8) Å], generating a three-dimensional network.