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Crystal structure and Hirshfeld surface analysis of 2-oxo-2-phenyl­ethyl 3-nitroso-2-phenyl­imidazo[1,2-a]pyridine-8-carboxyl­ate

The title compound, C(22)H(15)N(3)O(4), is built up from a central imidazo[1,2-a]pyridine ring system connected to a nitroso group, a phenyl ring and a 2-oxo-2-phenyl­ethyl acetate group. The imidazo[1,2-a] pyridine ring system is almost planar (r.m.s. deviation = 0.017 Å) and forms dihedral angles...

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Detalles Bibliográficos
Autores principales: El Kalai, Fouad, Baydere, Cemile, Dege, Necmi, Abudunia, Abdulmalik, Benchat, Noureddine, Karrouchi, Khalid
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8900504/
https://www.ncbi.nlm.nih.gov/pubmed/35371553
http://dx.doi.org/10.1107/S2056989022001517
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author El Kalai, Fouad
Baydere, Cemile
Dege, Necmi
Abudunia, Abdulmalik
Benchat, Noureddine
Karrouchi, Khalid
author_facet El Kalai, Fouad
Baydere, Cemile
Dege, Necmi
Abudunia, Abdulmalik
Benchat, Noureddine
Karrouchi, Khalid
author_sort El Kalai, Fouad
collection PubMed
description The title compound, C(22)H(15)N(3)O(4), is built up from a central imidazo[1,2-a]pyridine ring system connected to a nitroso group, a phenyl ring and a 2-oxo-2-phenyl­ethyl acetate group. The imidazo[1,2-a] pyridine ring system is almost planar (r.m.s. deviation = 0.017 Å) and forms dihedral angles of 22.74 (5) and 45.37 (5)°, respectively, with the phenyl ring and the 2-oxo-2-phenyl­ethyl acetate group. In the crystal, the mol­ecules are linked into chains parallel to the b axis by C—H⋯O hydrogen bonds, generating R (2) (1) (5) and R (4) (4) (28) graph-set motifs. The chains are further linked into a three-dimensional network by C—H⋯π and π-stacking inter­actions. The inter­molecular inter­actions were investigated using Hirshfeld surface analysis and two-dimensional fingerprint plots, revealing that the most important contributions for the crystal packing are from H⋯H (36.2%), H⋯C/C⋯H (20.5%), H⋯O/O⋯H (20.0%), C⋯O/O⋯C (6.5%), C⋯N/N⋯C (6.2%), H⋯N/N⋯H (4.5%) and C⋯C (4.3%) inter­actions.
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spelling pubmed-89005042022-03-31 Crystal structure and Hirshfeld surface analysis of 2-oxo-2-phenyl­ethyl 3-nitroso-2-phenyl­imidazo[1,2-a]pyridine-8-carboxyl­ate El Kalai, Fouad Baydere, Cemile Dege, Necmi Abudunia, Abdulmalik Benchat, Noureddine Karrouchi, Khalid Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(22)H(15)N(3)O(4), is built up from a central imidazo[1,2-a]pyridine ring system connected to a nitroso group, a phenyl ring and a 2-oxo-2-phenyl­ethyl acetate group. The imidazo[1,2-a] pyridine ring system is almost planar (r.m.s. deviation = 0.017 Å) and forms dihedral angles of 22.74 (5) and 45.37 (5)°, respectively, with the phenyl ring and the 2-oxo-2-phenyl­ethyl acetate group. In the crystal, the mol­ecules are linked into chains parallel to the b axis by C—H⋯O hydrogen bonds, generating R (2) (1) (5) and R (4) (4) (28) graph-set motifs. The chains are further linked into a three-dimensional network by C—H⋯π and π-stacking inter­actions. The inter­molecular inter­actions were investigated using Hirshfeld surface analysis and two-dimensional fingerprint plots, revealing that the most important contributions for the crystal packing are from H⋯H (36.2%), H⋯C/C⋯H (20.5%), H⋯O/O⋯H (20.0%), C⋯O/O⋯C (6.5%), C⋯N/N⋯C (6.2%), H⋯N/N⋯H (4.5%) and C⋯C (4.3%) inter­actions. International Union of Crystallography 2022-02-15 /pmc/articles/PMC8900504/ /pubmed/35371553 http://dx.doi.org/10.1107/S2056989022001517 Text en © El Kalai 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
El Kalai, Fouad
Baydere, Cemile
Dege, Necmi
Abudunia, Abdulmalik
Benchat, Noureddine
Karrouchi, Khalid
Crystal structure and Hirshfeld surface analysis of 2-oxo-2-phenyl­ethyl 3-nitroso-2-phenyl­imidazo[1,2-a]pyridine-8-carboxyl­ate
title Crystal structure and Hirshfeld surface analysis of 2-oxo-2-phenyl­ethyl 3-nitroso-2-phenyl­imidazo[1,2-a]pyridine-8-carboxyl­ate
title_full Crystal structure and Hirshfeld surface analysis of 2-oxo-2-phenyl­ethyl 3-nitroso-2-phenyl­imidazo[1,2-a]pyridine-8-carboxyl­ate
title_fullStr Crystal structure and Hirshfeld surface analysis of 2-oxo-2-phenyl­ethyl 3-nitroso-2-phenyl­imidazo[1,2-a]pyridine-8-carboxyl­ate
title_full_unstemmed Crystal structure and Hirshfeld surface analysis of 2-oxo-2-phenyl­ethyl 3-nitroso-2-phenyl­imidazo[1,2-a]pyridine-8-carboxyl­ate
title_short Crystal structure and Hirshfeld surface analysis of 2-oxo-2-phenyl­ethyl 3-nitroso-2-phenyl­imidazo[1,2-a]pyridine-8-carboxyl­ate
title_sort crystal structure and hirshfeld surface analysis of 2-oxo-2-phenyl­ethyl 3-nitroso-2-phenyl­imidazo[1,2-a]pyridine-8-carboxyl­ate
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8900504/
https://www.ncbi.nlm.nih.gov/pubmed/35371553
http://dx.doi.org/10.1107/S2056989022001517
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