Crystal structure and Hirshfeld surface analysis of 2-(4-bromophenyl)-4-methyl-6-oxo-1-phenyl-1,6-dihydropyridine-3-carbonitrile

In the title compound, C19H13BrN2O, the pyridine ring is essentially planar [maximum deviation = 0.024 (4) Å for the N atom] and makes dihedral angles of 74.6 (2) and 65.8 (2)°, respectively, with the phenyl and bromophenyl rings, which subtend a dihedral angle of 63.1 (2)°. In the crystal, molecules are connected along the c-axis direction via C-Br⋯π interactions, generating zigzag chains parallel to the (010) plane. C-H⋯N and C-H⋯O hydrogen-bonding interactions further connect the molecules, forming a three-dimensional network and reinforcing the molecular packing. Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from H⋯H (36.2%), C⋯H/H⋯C (21.6%), N⋯H/H⋯N (12.2%), and Br⋯H/H⋯Br (10.8%) interactions. © 2022 IUCr.

Authors
Naghiyev F.N. , Khrustalev V.N. , Dobrokhotova E.V. , Akkurt M. , Khalilov A.N. , Bhattarai A. , Mamedov I.G.
Publisher
International Union of Crystallography
Language
English
Pages
761-765
Status
Published
Volume
78
Year
2022
Organizations
  • 1 Department of Chemistry, Baku State University, Z. Khalilov str. 23, Baku, Az 1148, Azerbaijan
  • 2 Peoples' Friendship University of Russia (RUDN University), Miklukho-Maklay St., 6, Moscow, 117198, Russian Federation
  • 3 N. D. Zelinsky Institute of Organic Chemistry Ras, Leninsky Prosp. 47, Moscow, 119991, Russian Federation
  • 4 Department of Physics, Faculty of Sciences, Erciyes University, Kayseri, 38039, Turkey
  • 5 A"Composite Materials"Scientific Research Center, Azerbaijan State Economic University (UNEC), H. Aliyev str. 135, Baku, Az 1063, Azerbaijan
  • 6 Department of Chemistry, M.M.A.M.C (Tribhuvan University) Biratnagar, Nepal Van Meervelt L. Katholieke Universiteit, Leuven, Belgium
Keywords
1,6-dihydropyridine; C-Br⋯π interactions; crystal structure; Hirshfeld surface analysis; hydrogen bond
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