Cargando…
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...
Autores principales: | , , , , , |
---|---|
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 |
_version_ | 1784664128729645056 |
---|---|
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. |
format | Online Article Text |
id | pubmed-8900504 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT elkalaifouad crystalstructureandhirshfeldsurfaceanalysisof2oxo2phenylethyl3nitroso2phenylimidazo12apyridine8carboxylate AT bayderecemile crystalstructureandhirshfeldsurfaceanalysisof2oxo2phenylethyl3nitroso2phenylimidazo12apyridine8carboxylate AT degenecmi crystalstructureandhirshfeldsurfaceanalysisof2oxo2phenylethyl3nitroso2phenylimidazo12apyridine8carboxylate AT abuduniaabdulmalik crystalstructureandhirshfeldsurfaceanalysisof2oxo2phenylethyl3nitroso2phenylimidazo12apyridine8carboxylate AT benchatnoureddine crystalstructureandhirshfeldsurfaceanalysisof2oxo2phenylethyl3nitroso2phenylimidazo12apyridine8carboxylate AT karrouchikhalid crystalstructureandhirshfeldsurfaceanalysisof2oxo2phenylethyl3nitroso2phenylimidazo12apyridine8carboxylate |