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Crystal structure and Hirshfeld surface analysis of (Z)-2-amino-4-(2,6-di­chloro­phen­yl)-5-(1-hy­droxy­ethyl­idene)-6-oxo-1-phenyl-1,4,5,6-tetra­hydro­pyridine-3-carbo­nitrile

The mol­ecular conformation of the title compound, C(20)H(15)Cl(2)N(3)O(2), is stabilized by an intra­molecular O—H⋯O hydrogen bond, forming an S(6) ring motif. The central pyridine ring is almost planar [maximum deviation = 0.074 (3) Å]. It subtends dihedral angles of 86.10 (15) and 87.17 (14)°, re...

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Autores principales: Naghiyev, Farid N., Pavlova, Anastasiya V., Khrustalev, Victor N., Akkurt, Mehmet, Khalilov, Ali N., Akobirshoeva, Anzurat A., Mamedov, İbrahim G.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8423002/
https://www.ncbi.nlm.nih.gov/pubmed/34584764
http://dx.doi.org/10.1107/S2056989021007994
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author Naghiyev, Farid N.
Pavlova, Anastasiya V.
Khrustalev, Victor N.
Akkurt, Mehmet
Khalilov, Ali N.
Akobirshoeva, Anzurat A.
Mamedov, İbrahim G.
author_facet Naghiyev, Farid N.
Pavlova, Anastasiya V.
Khrustalev, Victor N.
Akkurt, Mehmet
Khalilov, Ali N.
Akobirshoeva, Anzurat A.
Mamedov, İbrahim G.
author_sort Naghiyev, Farid N.
collection PubMed
description The mol­ecular conformation of the title compound, C(20)H(15)Cl(2)N(3)O(2), is stabilized by an intra­molecular O—H⋯O hydrogen bond, forming an S(6) ring motif. The central pyridine ring is almost planar [maximum deviation = 0.074 (3) Å]. It subtends dihedral angles of 86.10 (15) and 87.17 (14)°, respectively, with the phenyl and di­chloro­phenyl rings, which are at an angle of 21.28 (15)° to each other. The =C(—OH)CH(3) group is coplanar. In the crystal, mol­ecules are linked by inter­molecular N—H⋯N and C—H⋯N hydrogen bonds, and N—H⋯π and C—H⋯π inter­actions, forming a three-dimensional network. The most important contributions to the crystal packing are from H⋯H (33.1%), C⋯H/H⋯C (22.5%), Cl⋯H/H⋯Cl (14.1%), O⋯H/H⋯O (11.9%) and N⋯H/H⋯N (9.7%) inter­actions.
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spelling pubmed-84230022021-09-27 Crystal structure and Hirshfeld surface analysis of (Z)-2-amino-4-(2,6-di­chloro­phen­yl)-5-(1-hy­droxy­ethyl­idene)-6-oxo-1-phenyl-1,4,5,6-tetra­hydro­pyridine-3-carbo­nitrile Naghiyev, Farid N. Pavlova, Anastasiya V. Khrustalev, Victor N. Akkurt, Mehmet Khalilov, Ali N. Akobirshoeva, Anzurat A. Mamedov, İbrahim G. Acta Crystallogr E Crystallogr Commun Research Communications The mol­ecular conformation of the title compound, C(20)H(15)Cl(2)N(3)O(2), is stabilized by an intra­molecular O—H⋯O hydrogen bond, forming an S(6) ring motif. The central pyridine ring is almost planar [maximum deviation = 0.074 (3) Å]. It subtends dihedral angles of 86.10 (15) and 87.17 (14)°, respectively, with the phenyl and di­chloro­phenyl rings, which are at an angle of 21.28 (15)° to each other. The =C(—OH)CH(3) group is coplanar. In the crystal, mol­ecules are linked by inter­molecular N—H⋯N and C—H⋯N hydrogen bonds, and N—H⋯π and C—H⋯π inter­actions, forming a three-dimensional network. The most important contributions to the crystal packing are from H⋯H (33.1%), C⋯H/H⋯C (22.5%), Cl⋯H/H⋯Cl (14.1%), O⋯H/H⋯O (11.9%) and N⋯H/H⋯N (9.7%) inter­actions. International Union of Crystallography 2021-08-10 /pmc/articles/PMC8423002/ /pubmed/34584764 http://dx.doi.org/10.1107/S2056989021007994 Text en © Naghiyev et al. 2021 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.
Pavlova, Anastasiya V.
Khrustalev, Victor N.
Akkurt, Mehmet
Khalilov, Ali N.
Akobirshoeva, Anzurat A.
Mamedov, İbrahim G.
Crystal structure and Hirshfeld surface analysis of (Z)-2-amino-4-(2,6-di­chloro­phen­yl)-5-(1-hy­droxy­ethyl­idene)-6-oxo-1-phenyl-1,4,5,6-tetra­hydro­pyridine-3-carbo­nitrile
title Crystal structure and Hirshfeld surface analysis of (Z)-2-amino-4-(2,6-di­chloro­phen­yl)-5-(1-hy­droxy­ethyl­idene)-6-oxo-1-phenyl-1,4,5,6-tetra­hydro­pyridine-3-carbo­nitrile
title_full Crystal structure and Hirshfeld surface analysis of (Z)-2-amino-4-(2,6-di­chloro­phen­yl)-5-(1-hy­droxy­ethyl­idene)-6-oxo-1-phenyl-1,4,5,6-tetra­hydro­pyridine-3-carbo­nitrile
title_fullStr Crystal structure and Hirshfeld surface analysis of (Z)-2-amino-4-(2,6-di­chloro­phen­yl)-5-(1-hy­droxy­ethyl­idene)-6-oxo-1-phenyl-1,4,5,6-tetra­hydro­pyridine-3-carbo­nitrile
title_full_unstemmed Crystal structure and Hirshfeld surface analysis of (Z)-2-amino-4-(2,6-di­chloro­phen­yl)-5-(1-hy­droxy­ethyl­idene)-6-oxo-1-phenyl-1,4,5,6-tetra­hydro­pyridine-3-carbo­nitrile
title_short Crystal structure and Hirshfeld surface analysis of (Z)-2-amino-4-(2,6-di­chloro­phen­yl)-5-(1-hy­droxy­ethyl­idene)-6-oxo-1-phenyl-1,4,5,6-tetra­hydro­pyridine-3-carbo­nitrile
title_sort crystal structure and hirshfeld surface analysis of (z)-2-amino-4-(2,6-di­chloro­phen­yl)-5-(1-hy­droxy­ethyl­idene)-6-oxo-1-phenyl-1,4,5,6-tetra­hydro­pyridine-3-carbo­nitrile
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8423002/
https://www.ncbi.nlm.nih.gov/pubmed/34584764
http://dx.doi.org/10.1107/S2056989021007994
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