Crystal structure, Hirshfeld surface analysis and DFT study of 1-ethyl-3-phenyl-1,2-di­hydro­quinoxalin-2-one

In the title mol­ecule, C(16)H(14)N(2)O, the di­hydro­quinoxaline moiety is not planar as there is a dihedral angle of 4.51 (5)° between the constituent rings. In the crystal, C—H⋯O hydrogen bonds form helical chains about the crystallographic 2(1) screw axis in the b-axis direction. Hirshfeld surfa...

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Autores principales: Al Ati, Gamal, Chkirate, Karim, Mashrai, Ashraf, Mague, Joel T., Ramli, Youssef, Achour, Redouane, Essassi, El Mokhtar
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2021
Materias:
Research Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7784057/
https://www.ncbi.nlm.nih.gov/pubmed/33520276
http://dx.doi.org/10.1107/S2056989020015819
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author Al Ati, Gamal
Chkirate, Karim
Mashrai, Ashraf
Mague, Joel T.
Ramli, Youssef
Achour, Redouane
Essassi, El Mokhtar
author_facet Al Ati, Gamal
Chkirate, Karim
Mashrai, Ashraf
Mague, Joel T.
Ramli, Youssef
Achour, Redouane
Essassi, El Mokhtar
author_sort Al Ati, Gamal
collection PubMed
description In the title mol­ecule, C(16)H(14)N(2)O, the di­hydro­quinoxaline moiety is not planar as there is a dihedral angle of 4.51 (5)° between the constituent rings. In the crystal, C—H⋯O hydrogen bonds form helical chains about the crystallographic 2(1) screw axis in the b-axis direction. Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from H⋯H (51.7%), H⋯C/C⋯H (26%) and H⋯O/O⋯H (8.5%) inter­actions. The optimized structure calculated using density functional theory (DFT) at the B3LYP/6–311 G(d,p) level is compared with the experimentally determined structure in the solid state. The calculated HOMO–LUMO energy gap is 3.8918 eV.
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spelling pubmed-77840572021-01-29 Crystal structure, Hirshfeld surface analysis and DFT study of 1-ethyl-3-phenyl-1,2-di­hydro­quinoxalin-2-one Al Ati, Gamal Chkirate, Karim Mashrai, Ashraf Mague, Joel T. Ramli, Youssef Achour, Redouane Essassi, El Mokhtar Acta Crystallogr E Crystallogr Commun Research Communications In the title mol­ecule, C(16)H(14)N(2)O, the di­hydro­quinoxaline moiety is not planar as there is a dihedral angle of 4.51 (5)° between the constituent rings. In the crystal, C—H⋯O hydrogen bonds form helical chains about the crystallographic 2(1) screw axis in the b-axis direction. Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from H⋯H (51.7%), H⋯C/C⋯H (26%) and H⋯O/O⋯H (8.5%) inter­actions. The optimized structure calculated using density functional theory (DFT) at the B3LYP/6–311 G(d,p) level is compared with the experimentally determined structure in the solid state. The calculated HOMO–LUMO energy gap is 3.8918 eV. International Union of Crystallography 2021-01-01 /pmc/articles/PMC7784057/ /pubmed/33520276 http://dx.doi.org/10.1107/S2056989020015819 Text en © Al Ati et al. 2021 http://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.http://creativecommons.org/licenses/by/4.0/
spellingShingle Research Communications
Al Ati, Gamal
Chkirate, Karim
Mashrai, Ashraf
Mague, Joel T.
Ramli, Youssef
Achour, Redouane
Essassi, El Mokhtar
Crystal structure, Hirshfeld surface analysis and DFT study of 1-ethyl-3-phenyl-1,2-di­hydro­quinoxalin-2-one
title Crystal structure, Hirshfeld surface analysis and DFT study of 1-ethyl-3-phenyl-1,2-di­hydro­quinoxalin-2-one
title_full Crystal structure, Hirshfeld surface analysis and DFT study of 1-ethyl-3-phenyl-1,2-di­hydro­quinoxalin-2-one
title_fullStr Crystal structure, Hirshfeld surface analysis and DFT study of 1-ethyl-3-phenyl-1,2-di­hydro­quinoxalin-2-one
title_full_unstemmed Crystal structure, Hirshfeld surface analysis and DFT study of 1-ethyl-3-phenyl-1,2-di­hydro­quinoxalin-2-one
title_short Crystal structure, Hirshfeld surface analysis and DFT study of 1-ethyl-3-phenyl-1,2-di­hydro­quinoxalin-2-one
title_sort crystal structure, hirshfeld surface analysis and dft study of 1-ethyl-3-phenyl-1,2-di­hydro­quinoxalin-2-one
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7784057/
https://www.ncbi.nlm.nih.gov/pubmed/33520276
http://dx.doi.org/10.1107/S2056989020015819
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