Abstract
In the structure of the the title compound, C13H9Cl2NO, the N—H and C=O groups are mutually trans. Furthermore, the conformation of the C=O group is syn to the ortho-chloro group in the benzoyl ring, while the N—H bond is anti to the meta-chloro group in the aniline ring. The amide group forms dihedral angles of 89.11 (19) and 22.58 (37)°, respectively, with the benzoyl and aniline rings, while the benzoyl and aniline rings form a dihedral angle of 69.74 (14)°. The molecules are linked into infinite chains through intermolecular N—H⋯O hydrogen bonds.
Highlights
N—H and C O groups are mutually trans
The conformation of the C O group is syn to the ortho-chloro group in the benzoyl ring, while the N—H bond is anti to the meta-chloro group in the aniline ring
The molecules are linked into infinite chains through intermolecular N—H O
Summary
R factor = 0.038; wR factor = 0.139; data-to-parameter ratio = 11.3. N—H and C O groups are mutually trans. The conformation of the C O group is syn to the ortho-chloro group in the benzoyl ring, while the N—H bond is anti to the meta-chloro group in the aniline ring. The amide group forms dihedral angles of 89.11 (19) and 22.58 (37) , respectively, with the benzoyl and aniline rings, while the benzoyl and aniline rings form a dihedral angle of 69.74 (14). The molecules are linked into infinite chains through intermolecular N—H O hydrogen bonds. Symmetry code: (i) x þ 32; y; z þ 12. Data collection: CrysAlis CCD (Oxford Diffraction, 2007); cell refinement: CrysAlis RED (Oxford Diffraction, 2007); data reduction: CrysAlis RED; program(s) used to solve structure: SHELXS97. BTG thanks the Alexander von Humboldt Foundation, Bonn, for extensions of his research fellowship
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