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Crystal structure and Hirshfeld surface analysis of (2Z)-N,N-dimethyl-2-(penta­fluoro­phen­yl)-2-(2-phenyl­hydrazin-1-yl­idene)acetamide

In the title compound, C(16)H(12)F(5)N(3)O, the dihedral angle between the aromatic rings is 31.84 (8)°. In the crystal, the mol­ecules are linked into dimers possessing crystallographic twofold symmetry by pairwise N—H⋯O hydrogen bonds and weak C—H⋯O hydrogen bonds and aromatic π–π stacking inter­a...

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Autores principales: Atioğlu, Zeliha, Akkurt, Mehmet, Shikhaliyev, Namiq Q., Askerova, Ulviyya F., Niyazova, Aytan A., Mlowe, Sixberth
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8340965/
https://www.ncbi.nlm.nih.gov/pubmed/34422310
http://dx.doi.org/10.1107/S2056989021007349
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author Atioğlu, Zeliha
Akkurt, Mehmet
Shikhaliyev, Namiq Q.
Askerova, Ulviyya F.
Niyazova, Aytan A.
Mlowe, Sixberth
author_facet Atioğlu, Zeliha
Akkurt, Mehmet
Shikhaliyev, Namiq Q.
Askerova, Ulviyya F.
Niyazova, Aytan A.
Mlowe, Sixberth
author_sort Atioğlu, Zeliha
collection PubMed
description In the title compound, C(16)H(12)F(5)N(3)O, the dihedral angle between the aromatic rings is 31.84 (8)°. In the crystal, the mol­ecules are linked into dimers possessing crystallographic twofold symmetry by pairwise N—H⋯O hydrogen bonds and weak C—H⋯O hydrogen bonds and aromatic π–π stacking inter­actions link the dimers into a three-dimensional network. A Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from F⋯H/H⋯F (41.1%), H⋯H (21.8%), C⋯H/H⋯C (9.7%) C⋯C (7.1%) and O⋯H/H⋯O (7.1%) contacts. The contribution of some disordered solvent to the scattering was removed using the SQUEEZE routine [Spek (2015 ▸). Acta Cryst. C71, 9–18] in PLATON. The solvent contribution was not included in the reported mol­ecular weight and density.
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spelling pubmed-83409652021-08-19 Crystal structure and Hirshfeld surface analysis of (2Z)-N,N-dimethyl-2-(penta­fluoro­phen­yl)-2-(2-phenyl­hydrazin-1-yl­idene)acetamide Atioğlu, Zeliha Akkurt, Mehmet Shikhaliyev, Namiq Q. Askerova, Ulviyya F. Niyazova, Aytan A. Mlowe, Sixberth Acta Crystallogr E Crystallogr Commun Research Communications In the title compound, C(16)H(12)F(5)N(3)O, the dihedral angle between the aromatic rings is 31.84 (8)°. In the crystal, the mol­ecules are linked into dimers possessing crystallographic twofold symmetry by pairwise N—H⋯O hydrogen bonds and weak C—H⋯O hydrogen bonds and aromatic π–π stacking inter­actions link the dimers into a three-dimensional network. A Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from F⋯H/H⋯F (41.1%), H⋯H (21.8%), C⋯H/H⋯C (9.7%) C⋯C (7.1%) and O⋯H/H⋯O (7.1%) contacts. The contribution of some disordered solvent to the scattering was removed using the SQUEEZE routine [Spek (2015 ▸). Acta Cryst. C71, 9–18] in PLATON. The solvent contribution was not included in the reported mol­ecular weight and density. International Union of Crystallography 2021-07-23 /pmc/articles/PMC8340965/ /pubmed/34422310 http://dx.doi.org/10.1107/S2056989021007349 Text en © Atioğlu 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
Atioğlu, Zeliha
Akkurt, Mehmet
Shikhaliyev, Namiq Q.
Askerova, Ulviyya F.
Niyazova, Aytan A.
Mlowe, Sixberth
Crystal structure and Hirshfeld surface analysis of (2Z)-N,N-dimethyl-2-(penta­fluoro­phen­yl)-2-(2-phenyl­hydrazin-1-yl­idene)acetamide
title Crystal structure and Hirshfeld surface analysis of (2Z)-N,N-dimethyl-2-(penta­fluoro­phen­yl)-2-(2-phenyl­hydrazin-1-yl­idene)acetamide
title_full Crystal structure and Hirshfeld surface analysis of (2Z)-N,N-dimethyl-2-(penta­fluoro­phen­yl)-2-(2-phenyl­hydrazin-1-yl­idene)acetamide
title_fullStr Crystal structure and Hirshfeld surface analysis of (2Z)-N,N-dimethyl-2-(penta­fluoro­phen­yl)-2-(2-phenyl­hydrazin-1-yl­idene)acetamide
title_full_unstemmed Crystal structure and Hirshfeld surface analysis of (2Z)-N,N-dimethyl-2-(penta­fluoro­phen­yl)-2-(2-phenyl­hydrazin-1-yl­idene)acetamide
title_short Crystal structure and Hirshfeld surface analysis of (2Z)-N,N-dimethyl-2-(penta­fluoro­phen­yl)-2-(2-phenyl­hydrazin-1-yl­idene)acetamide
title_sort crystal structure and hirshfeld surface analysis of (2z)-n,n-dimethyl-2-(penta­fluoro­phen­yl)-2-(2-phenyl­hydrazin-1-yl­idene)acetamide
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8340965/
https://www.ncbi.nlm.nih.gov/pubmed/34422310
http://dx.doi.org/10.1107/S2056989021007349
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