Crystal structure, Hirshfeld surface analysis and DFT study of N-(2-amino-5-methyl­phen­yl)-2-(5-methyl-1H-pyrazol-3-yl)acetamide

The title mol­ecule, C(13)H(16)N(4)O, adopts an angular conformation. In the crystal a layer structure is generated by N—H⋯O and N—H⋯N hydrogen bonds together with C—H⋯π(ring) inter­actions. Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from H⋯...

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Autores principales: Al Ati, Gamal, Chkirate, Karim, Mague, Joel T., Abad, Nadeem, 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/PMC8183437/
https://www.ncbi.nlm.nih.gov/pubmed/34164143
http://dx.doi.org/10.1107/S205698902100503X
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author Al Ati, Gamal
Chkirate, Karim
Mague, Joel T.
Abad, Nadeem
Achour, Redouane
Essassi, El Mokhtar
author_facet Al Ati, Gamal
Chkirate, Karim
Mague, Joel T.
Abad, Nadeem
Achour, Redouane
Essassi, El Mokhtar
author_sort Al Ati, Gamal
collection PubMed
description The title mol­ecule, C(13)H(16)N(4)O, adopts an angular conformation. In the crystal a layer structure is generated by N—H⋯O and N—H⋯N hydrogen bonds together with C—H⋯π(ring) inter­actions. Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from H⋯H (53.8%), H⋯C/C⋯H (21.7%), H⋯N/N⋯H (13.6%), and H⋯O/O⋯H (10.8%) 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 5.0452 eV.
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spelling pubmed-81834372021-06-22 Crystal structure, Hirshfeld surface analysis and DFT study of N-(2-amino-5-methyl­phen­yl)-2-(5-methyl-1H-pyrazol-3-yl)acetamide Al Ati, Gamal Chkirate, Karim Mague, Joel T. Abad, Nadeem Achour, Redouane Essassi, El Mokhtar Acta Crystallogr E Crystallogr Commun Research Communications The title mol­ecule, C(13)H(16)N(4)O, adopts an angular conformation. In the crystal a layer structure is generated by N—H⋯O and N—H⋯N hydrogen bonds together with C—H⋯π(ring) inter­actions. Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from H⋯H (53.8%), H⋯C/C⋯H (21.7%), H⋯N/N⋯H (13.6%), and H⋯O/O⋯H (10.8%) 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 5.0452 eV. International Union of Crystallography 2021-05-14 /pmc/articles/PMC8183437/ /pubmed/34164143 http://dx.doi.org/10.1107/S205698902100503X Text en © Al Ati 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
Al Ati, Gamal
Chkirate, Karim
Mague, Joel T.
Abad, Nadeem
Achour, Redouane
Essassi, El Mokhtar
Crystal structure, Hirshfeld surface analysis and DFT study of N-(2-amino-5-methyl­phen­yl)-2-(5-methyl-1H-pyrazol-3-yl)acetamide
title Crystal structure, Hirshfeld surface analysis and DFT study of N-(2-amino-5-methyl­phen­yl)-2-(5-methyl-1H-pyrazol-3-yl)acetamide
title_full Crystal structure, Hirshfeld surface analysis and DFT study of N-(2-amino-5-methyl­phen­yl)-2-(5-methyl-1H-pyrazol-3-yl)acetamide
title_fullStr Crystal structure, Hirshfeld surface analysis and DFT study of N-(2-amino-5-methyl­phen­yl)-2-(5-methyl-1H-pyrazol-3-yl)acetamide
title_full_unstemmed Crystal structure, Hirshfeld surface analysis and DFT study of N-(2-amino-5-methyl­phen­yl)-2-(5-methyl-1H-pyrazol-3-yl)acetamide
title_short Crystal structure, Hirshfeld surface analysis and DFT study of N-(2-amino-5-methyl­phen­yl)-2-(5-methyl-1H-pyrazol-3-yl)acetamide
title_sort crystal structure, hirshfeld surface analysis and dft study of n-(2-amino-5-methyl­phen­yl)-2-(5-methyl-1h-pyrazol-3-yl)acetamide
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8183437/
https://www.ncbi.nlm.nih.gov/pubmed/34164143
http://dx.doi.org/10.1107/S205698902100503X
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