Crystal structure and DFT study of N-phenyl-N-(pyridin-4-yl)acetamide

Abstract

The title compound N-phenyl-N-(pyridin-4-yl)acetamide (1) crystallizes in the monoclinic crystal system in the space group P2 1 /n with unit cell parameters a = 9.097(7) Å, b = 11.824(11) Å, c = 10.128(10) Å, β = 106.64(2)°, V = 1043.8(16) Å 3 and Z = 4. The structure of the amide unit is almost planar. The dihedral angles of the amide plane with the benzene and pyridine rings are 58.40(5)° and 61.51(5)° respectively, indicating that neither phenyl nor pyridyl group is conjugated with the amide unit.

5-[Phenyl(pyridin-4-yl)amino]penta-2,4-diyn-1-ol

“…deviation of C1/C6/C7/N1 plane = 0.0228 Å ). The plane makes dihedral angles of 3.84 (7) and 60.64 (6) , respectively, with the C1-C5/N2 pyridyl and C6-C11 phenyl rings, indicating that an electron-deficient pyridyl ring makes better conjugation with a lone pair of the amino nitrogen (Umezono & Okuno, 2015). The data reports structure of 5-(diphenylamino)-2,4-pentadiyne-1-ol (Tokutome et al, 2012), where a pyridyl ring of the title compound is replaced by a phenyl ring, has an almost similar structure but here the phenyl rings make dihedral angles of 7.05 (9) and 82.5 (9) with the amino plane.…”