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Crystal structure and Hirshfeld surface analysis of N-{2-[(E)-(4-methylbenzylidene)amino]phenyl}-2-(5-methyl-1-H-pyrazol-3-yl)acetamide hemihydrate
The asymmetric unit of the title compound, C(20)H(20)N(4)O·0.5H(2)O, contains two independent organic molecules (1 and 2) and a water molecule of crystallization. The two molecules differ primarily in the dihedral angles between the aromatic rings, which are 7.79 (7) and 29.89 (7)° in molecules...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6362653/ https://www.ncbi.nlm.nih.gov/pubmed/30800442 http://dx.doi.org/10.1107/S2056989018017747 |
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author | Chkirate, Karim Kansiz, Sevgi Karrouchi, Khalid Mague, Joel T. Dege, Necmi Essassi, El Mokhtar |
author_facet | Chkirate, Karim Kansiz, Sevgi Karrouchi, Khalid Mague, Joel T. Dege, Necmi Essassi, El Mokhtar |
author_sort | Chkirate, Karim |
collection | PubMed |
description | The asymmetric unit of the title compound, C(20)H(20)N(4)O·0.5H(2)O, contains two independent organic molecules (1 and 2) and a water molecule of crystallization. The two molecules differ primarily in the dihedral angles between the aromatic rings, which are 7.79 (7) and 29.89 (7)° in molecules 1 and 2, respectively. In each molecule there is intramolecular C—H⋯O hydrogen bond forming an S(6) ring motif. In molecule 1 there is an intramolecular N—H⋯π(pyrazole) interaction and an intramolecular C—H⋯π(pyrazole) interaction present. Molecule 1 is linked to molecule 2 by a C—H⋯π(benzene ring) interaction. An intramolecular N—H⋯N hydrogen bond and an intramolecular C—H⋯N hydrogen bond are also present in molecule 2. In the crystal, the three components are linked by O(water)—H⋯N, N—H⋯O(water) and N—H⋯N hydrogen bonds, forming chains along the [100] direction. The chains are linked by C—H⋯O and C—H⋯N hydrogen bonds, forming layers parallel to the ab plane. Finally, the layers are linked by C—H⋯π interactions, forming a three-dimensional structure. |
format | Online Article Text |
id | pubmed-6362653 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-63626532019-02-22 Crystal structure and Hirshfeld surface analysis of N-{2-[(E)-(4-methylbenzylidene)amino]phenyl}-2-(5-methyl-1-H-pyrazol-3-yl)acetamide hemihydrate Chkirate, Karim Kansiz, Sevgi Karrouchi, Khalid Mague, Joel T. Dege, Necmi Essassi, El Mokhtar Acta Crystallogr E Crystallogr Commun Research Communications The asymmetric unit of the title compound, C(20)H(20)N(4)O·0.5H(2)O, contains two independent organic molecules (1 and 2) and a water molecule of crystallization. The two molecules differ primarily in the dihedral angles between the aromatic rings, which are 7.79 (7) and 29.89 (7)° in molecules 1 and 2, respectively. In each molecule there is intramolecular C—H⋯O hydrogen bond forming an S(6) ring motif. In molecule 1 there is an intramolecular N—H⋯π(pyrazole) interaction and an intramolecular C—H⋯π(pyrazole) interaction present. Molecule 1 is linked to molecule 2 by a C—H⋯π(benzene ring) interaction. An intramolecular N—H⋯N hydrogen bond and an intramolecular C—H⋯N hydrogen bond are also present in molecule 2. In the crystal, the three components are linked by O(water)—H⋯N, N—H⋯O(water) and N—H⋯N hydrogen bonds, forming chains along the [100] direction. The chains are linked by C—H⋯O and C—H⋯N hydrogen bonds, forming layers parallel to the ab plane. Finally, the layers are linked by C—H⋯π interactions, forming a three-dimensional structure. International Union of Crystallography 2019-01-08 /pmc/articles/PMC6362653/ /pubmed/30800442 http://dx.doi.org/10.1107/S2056989018017747 Text en © Chkirate et al. 2019 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 Chkirate, Karim Kansiz, Sevgi Karrouchi, Khalid Mague, Joel T. Dege, Necmi Essassi, El Mokhtar Crystal structure and Hirshfeld surface analysis of N-{2-[(E)-(4-methylbenzylidene)amino]phenyl}-2-(5-methyl-1-H-pyrazol-3-yl)acetamide hemihydrate |
title | Crystal structure and Hirshfeld surface analysis of N-{2-[(E)-(4-methylbenzylidene)amino]phenyl}-2-(5-methyl-1-H-pyrazol-3-yl)acetamide hemihydrate |
title_full | Crystal structure and Hirshfeld surface analysis of N-{2-[(E)-(4-methylbenzylidene)amino]phenyl}-2-(5-methyl-1-H-pyrazol-3-yl)acetamide hemihydrate |
title_fullStr | Crystal structure and Hirshfeld surface analysis of N-{2-[(E)-(4-methylbenzylidene)amino]phenyl}-2-(5-methyl-1-H-pyrazol-3-yl)acetamide hemihydrate |
title_full_unstemmed | Crystal structure and Hirshfeld surface analysis of N-{2-[(E)-(4-methylbenzylidene)amino]phenyl}-2-(5-methyl-1-H-pyrazol-3-yl)acetamide hemihydrate |
title_short | Crystal structure and Hirshfeld surface analysis of N-{2-[(E)-(4-methylbenzylidene)amino]phenyl}-2-(5-methyl-1-H-pyrazol-3-yl)acetamide hemihydrate |
title_sort | crystal structure and hirshfeld surface analysis of n-{2-[(e)-(4-methylbenzylidene)amino]phenyl}-2-(5-methyl-1-h-pyrazol-3-yl)acetamide hemihydrate |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6362653/ https://www.ncbi.nlm.nih.gov/pubmed/30800442 http://dx.doi.org/10.1107/S2056989018017747 |
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