Abstract

In the title compound, C14H12FNO, the ortho-F atom and corresponding H atom on the fluoro­benzene ring are disordered over two positions with occupancies of 0.856 (4) and 0.144 (4). The amide unit is planar with a maximum deviation of 0.0057 (16) Å and the amide plane makes dihedral angles of 38.27 (11)° with the fluoro­benzene ring plane and 37.53 (10)° with the tolyl ring. The two benzene rings are inclined at an angle of 4.17 (15)°. In the crystal structure, chains form along b through N—H⋯O hydrogen bonds augmented by C—H⋯π inter­actions. Additional inter­molecular C—H⋯O and C—H⋯F hydrogen bonds further stabilize the structure, forming layers in the ac plane.

Highlights

  • C14H12FNO, the ortho-F atom and corresponding H atom on the fluorobenzene ring are disordered over two positions with occupancies of 0.856 (4)

  • The two benzene rings are inclined at an angle of 4.17 (15)

  • Chains form along b through N—H O hydrogen bonds augmented by C—H interactions

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Summary

Bruker APEXII CCD diffractometer

C14H12FNO, the ortho-F atom and corresponding H atom on the fluorobenzene ring are disordered over two positions with occupancies of 0.856 (4). The two benzene rings are inclined at an angle of 4.17 (15). Chains form along b through N—H O hydrogen bonds augmented by C—H interactions. Additional intermolecular C—H O and C—H F hydrogen bonds further stabilize the structure, forming layers in the ac plane. Cg1 is the centroid of the C8–C13 benzene ring. Data collection: APEX2 (Bruker 2006); cell refinement: APEX2 and SAINT (Bruker 2006); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008) and TITAN2000.

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