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

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)degrees, respectively. A short intramolecular C-H center dot center dot center dot O contact generates an S(6) ring. In the crystal, inversion dimers linked by pairs of N-H center dot center dot center dot N hydrogen bonds generate R-2(2)[8] loops. The dimers are linked by C-H center dot center dot center dot pi and pi-pi interactions [range of centroid-centroid distances = 3.291 (2)-3.460 (8)angstrom], generating a three-dimensional network.