Conformational studies of substituted nitroanilines : Geometry of 2-methyl-5-nitroaniline

The title compound (C7H8N2O2), is monoclinic, space group P21/n, witha=9.552(2),b=5.677(2),c=13.586(3)A, β=92.68(2)0, andDx=1.374 g-cm−3 forZ=4. The refinement converged toR=0.043,wR=0.038. The molecule is approximately planar, with dihedral angles of 3.7(2.1)0 between the amino group and the aromatic ring, and 3.2(2)0 between the nitro group and the ring. According to the UV spectrum in solution, the molecular geometry indicates weak intramolecular charge transfer. The three-dimensional structure is stabilized by three intermolecular H bonds. A bifurcated one induces the formation of chains along\([10\bar 1]\), while the other two link molecules that belong to adjacent chains and are related by an inversion center.Facultad de Ciencias Exacta