Crystal structure and DFT study of (E)-2,6-di-tert-butyl-4-{[2-(pyridin-2-yl)hydrazin-1-yl­idene)meth­yl}phenol

The title compound, C(20)H(27)N(3)O, was synthesized by condensation reaction of 3,5-di-tert-butyl-4-hy­droxy­benzaldehyde and 2-hydrazinyl­pyridine, and crystallizes in the centrosymmetric monoclinic space group C2/c. The conformation about the C=N bond is E. The dihedral angle between the rings is...

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Autores principales: Faizi, Md. Serajul Haque, Haque, Ashanul, Dege, Mustafa, Dege, Necmi, Malysheva, Maria L.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2017
Materias:
Research Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5730293/
https://www.ncbi.nlm.nih.gov/pubmed/29250356
http://dx.doi.org/10.1107/S2056989017011707
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author Faizi, Md. Serajul Haque
Haque, Ashanul
Dege, Mustafa
Dege, Necmi
Malysheva, Maria L.
author_facet Faizi, Md. Serajul Haque
Haque, Ashanul
Dege, Mustafa
Dege, Necmi
Malysheva, Maria L.
author_sort Faizi, Md. Serajul Haque
collection PubMed
description The title compound, C(20)H(27)N(3)O, was synthesized by condensation reaction of 3,5-di-tert-butyl-4-hy­droxy­benzaldehyde and 2-hydrazinyl­pyridine, and crystallizes in the centrosymmetric monoclinic space group C2/c. The conformation about the C=N bond is E. The dihedral angle between the rings is 18.1 (3)°. An inter­molecular N—H⋯N hydrogen bond generates an R (2) (2)(8) ring motif. In the crystal, N—H⋯N hydrogen bonds connect pairs of mol­ecules, forming dimers. Density functional theory (DFT) optimized structures at the B3LYP/6–311 G(d,p) level are compared with the experimentally determined mol­ecular structure in the solid state.
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spelling pubmed-57302932017-12-15 Crystal structure and DFT study of (E)-2,6-di-tert-butyl-4-{[2-(pyridin-2-yl)hydrazin-1-yl­idene)meth­yl}phenol Faizi, Md. Serajul Haque Haque, Ashanul Dege, Mustafa Dege, Necmi Malysheva, Maria L. Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(20)H(27)N(3)O, was synthesized by condensation reaction of 3,5-di-tert-butyl-4-hy­droxy­benzaldehyde and 2-hydrazinyl­pyridine, and crystallizes in the centrosymmetric monoclinic space group C2/c. The conformation about the C=N bond is E. The dihedral angle between the rings is 18.1 (3)°. An inter­molecular N—H⋯N hydrogen bond generates an R (2) (2)(8) ring motif. In the crystal, N—H⋯N hydrogen bonds connect pairs of mol­ecules, forming dimers. Density functional theory (DFT) optimized structures at the B3LYP/6–311 G(d,p) level are compared with the experimentally determined mol­ecular structure in the solid state. International Union of Crystallography 2017-09-12 /pmc/articles/PMC5730293/ /pubmed/29250356 http://dx.doi.org/10.1107/S2056989017011707 Text en © Faizi et al. 2017 http://creativecommons.org/licenses/by/2.0/uk/ 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/2.0/uk/
spellingShingle Research Communications
Faizi, Md. Serajul Haque
Haque, Ashanul
Dege, Mustafa
Dege, Necmi
Malysheva, Maria L.
Crystal structure and DFT study of (E)-2,6-di-tert-butyl-4-{[2-(pyridin-2-yl)hydrazin-1-yl­idene)meth­yl}phenol
title Crystal structure and DFT study of (E)-2,6-di-tert-butyl-4-{[2-(pyridin-2-yl)hydrazin-1-yl­idene)meth­yl}phenol
title_full Crystal structure and DFT study of (E)-2,6-di-tert-butyl-4-{[2-(pyridin-2-yl)hydrazin-1-yl­idene)meth­yl}phenol
title_fullStr Crystal structure and DFT study of (E)-2,6-di-tert-butyl-4-{[2-(pyridin-2-yl)hydrazin-1-yl­idene)meth­yl}phenol
title_full_unstemmed Crystal structure and DFT study of (E)-2,6-di-tert-butyl-4-{[2-(pyridin-2-yl)hydrazin-1-yl­idene)meth­yl}phenol
title_short Crystal structure and DFT study of (E)-2,6-di-tert-butyl-4-{[2-(pyridin-2-yl)hydrazin-1-yl­idene)meth­yl}phenol
title_sort crystal structure and dft study of (e)-2,6-di-tert-butyl-4-{[2-(pyridin-2-yl)hydrazin-1-yl­idene)meth­yl}phenol
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5730293/
https://www.ncbi.nlm.nih.gov/pubmed/29250356
http://dx.doi.org/10.1107/S2056989017011707
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