Cargando…

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, C(19)H(13)BrN(2)O, 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, m...

Descripción completa

Detalles Bibliográficos
Autores principales: Naghiyev, Farid N., Khrustalev, Victor N., Dobrokhotova, Ekaterina V., Akkurt, Mehmet, Khalilov, Ali N., Bhattarai, Ajaya, Mamedov, İbrahim G.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9361383/
https://www.ncbi.nlm.nih.gov/pubmed/35974837
http://dx.doi.org/10.1107/S2056989022006466
_version_ 1784764522856185856
author Naghiyev, Farid N.
Khrustalev, Victor N.
Dobrokhotova, Ekaterina V.
Akkurt, Mehmet
Khalilov, Ali N.
Bhattarai, Ajaya
Mamedov, İbrahim G.
author_facet Naghiyev, Farid N.
Khrustalev, Victor N.
Dobrokhotova, Ekaterina V.
Akkurt, Mehmet
Khalilov, Ali N.
Bhattarai, Ajaya
Mamedov, İbrahim G.
author_sort Naghiyev, Farid N.
collection PubMed
description In the title compound, C(19)H(13)BrN(2)O, 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.
format Online
Article
Text
id pubmed-9361383
institution National Center for Biotechnology Information
language English
publishDate 2022
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-93613832022-08-15 Crystal structure and Hirshfeld surface analysis of 2-(4-bromo­phen­yl)-4-methyl-6-oxo-1-phenyl-1,6-di­hydro­pyridine-3-carbo­nitrile Naghiyev, Farid N. Khrustalev, Victor N. Dobrokhotova, Ekaterina V. Akkurt, Mehmet Khalilov, Ali N. Bhattarai, Ajaya Mamedov, İbrahim G. Acta Crystallogr E Crystallogr Commun Research Communications In the title compound, C(19)H(13)BrN(2)O, 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. International Union of Crystallography 2022-07-05 /pmc/articles/PMC9361383/ /pubmed/35974837 http://dx.doi.org/10.1107/S2056989022006466 Text en © Naghiyev et al. 2022 https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Research Communications
Naghiyev, Farid N.
Khrustalev, Victor N.
Dobrokhotova, Ekaterina V.
Akkurt, Mehmet
Khalilov, Ali N.
Bhattarai, Ajaya
Mamedov, İbrahim G.
Crystal structure and Hirshfeld surface analysis of 2-(4-bromo­phen­yl)-4-methyl-6-oxo-1-phenyl-1,6-di­hydro­pyridine-3-carbo­nitrile
title Crystal structure and Hirshfeld surface analysis of 2-(4-bromo­phen­yl)-4-methyl-6-oxo-1-phenyl-1,6-di­hydro­pyridine-3-carbo­nitrile
title_full Crystal structure and Hirshfeld surface analysis of 2-(4-bromo­phen­yl)-4-methyl-6-oxo-1-phenyl-1,6-di­hydro­pyridine-3-carbo­nitrile
title_fullStr Crystal structure and Hirshfeld surface analysis of 2-(4-bromo­phen­yl)-4-methyl-6-oxo-1-phenyl-1,6-di­hydro­pyridine-3-carbo­nitrile
title_full_unstemmed Crystal structure and Hirshfeld surface analysis of 2-(4-bromo­phen­yl)-4-methyl-6-oxo-1-phenyl-1,6-di­hydro­pyridine-3-carbo­nitrile
title_short Crystal structure and Hirshfeld surface analysis of 2-(4-bromo­phen­yl)-4-methyl-6-oxo-1-phenyl-1,6-di­hydro­pyridine-3-carbo­nitrile
title_sort crystal structure and hirshfeld surface analysis of 2-(4-bromo­phen­yl)-4-methyl-6-oxo-1-phenyl-1,6-di­hydro­pyridine-3-carbo­nitrile
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9361383/
https://www.ncbi.nlm.nih.gov/pubmed/35974837
http://dx.doi.org/10.1107/S2056989022006466
work_keys_str_mv AT naghiyevfaridn crystalstructureandhirshfeldsurfaceanalysisof24bromophenyl4methyl6oxo1phenyl16dihydropyridine3carbonitrile
AT khrustalevvictorn crystalstructureandhirshfeldsurfaceanalysisof24bromophenyl4methyl6oxo1phenyl16dihydropyridine3carbonitrile
AT dobrokhotovaekaterinav crystalstructureandhirshfeldsurfaceanalysisof24bromophenyl4methyl6oxo1phenyl16dihydropyridine3carbonitrile
AT akkurtmehmet crystalstructureandhirshfeldsurfaceanalysisof24bromophenyl4methyl6oxo1phenyl16dihydropyridine3carbonitrile
AT khalilovalin crystalstructureandhirshfeldsurfaceanalysisof24bromophenyl4methyl6oxo1phenyl16dihydropyridine3carbonitrile
AT bhattaraiajaya crystalstructureandhirshfeldsurfaceanalysisof24bromophenyl4methyl6oxo1phenyl16dihydropyridine3carbonitrile
AT mamedovibrahimg crystalstructureandhirshfeldsurfaceanalysisof24bromophenyl4methyl6oxo1phenyl16dihydropyridine3carbonitrile