3-(4-Nitroanilino)-2-cyclopenten-1-one

Abstract

The title compound, C11H10N2O3, is composed of a nitroanilino moiety and a cyclic α,β-unsaturated ketone moiety. The cyclic α,β-unsaturated ketone moiety forms a planar conformation whereas the nitro group in the nitroanilino moiety is slightly out from the phenyl ring least-squares plane. The least-squares planes of the phenyl ring and the α,β-unsaturated ketone group are almost coplanar with respect to each other. The shortened C7—N1 and C8—C9 bond lengths suggest that the amino group is conjugated with the α,β-unsaturated ketone group. Inter­molecular hydrogen bonds between the carbonyl O atom and the amino group link the molecules into infinite chains [N—H 0.87 (2), H⋯Oi 1.95 (2), N⋯Oi 2.812 (4) Å, N-H⋯Oi 169 (2)°; symmetry code: (i) 1 − x, {1\over 2} + y, {1\over 2} − z].