title: 2-Amino-5-nitro-phenyl 2-chloro-phenyl ketone.
abstract: In the title compound, C(13)H(9)ClN(2)O(3), an intra-molecular hydrogen bond between the carbonyl O and an amine H atom from the 2-amino-benzoyl group stabilizes the mol-ecule, keeping these two groups nearly in the same plane [dihedral angle 14.6 (6)°]. The dihedral angle between the mean planes of the planar 2-amino-benzoyl and 2-chloro-benzoyl groups is 73.8 (6)°. The crystal packing is stabilized by a collection of inter-mediate hydrogen-bonding inter-actions which forms an infinite N-H⋯O⋯H-N-H⋯O hydrogen-bonded chain along the c axis in concert with weak N-H⋯Cl inter-actions in the same direction, producing a two-dimensional inter-molecular bonding network parallel to (001). Additional weak C-Cl⋯Cg [Cl⋯Cg = 3.858 (3) Å] and N-O⋯Cg [O⋯Cg = 3.574 (1) and 3.868 (6) Å] π-ring inter-actions provide added support to the crystal stability. A MOPAC computational calculation gives support to these observations.
authors.forename: Jerry P
authors.initials: JP
authors.lastname: Jasinski
authors.forename: Ray J
authors.initials: RJ
authors.lastname: Butcher
authors.forename: Q N M
authors.initials: QN
authors.lastname: Hakim Al-Arique
authors.forename: H S
authors.initials: HS
authors.lastname: Yathirajan
authors.forename: A R
authors.initials: AR
authors.lastname: Ramesha