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Crystal structure and Hirshfeld surface analysis of 6,6′-((1E,1′E)-{[1,4-phenylenebis(methylene)]bis(azanylylidene)}bis(methaneylylidene))bis(2-methoxyphenol)
The Schiff base compound, C(24)H(24)N(2)O(4), was synthesized by the interaction of 2-hydroxy-3-methoxy benzaldehyde and 1,4-benzene dimethanamine in ethanol, and crystallizes in the monoclinic space group P2(1)/n with Z′ = 0.5. The molecule is not planar, the 1,4-diethylbenzene and the phenol...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8739199/ https://www.ncbi.nlm.nih.gov/pubmed/35079431 http://dx.doi.org/10.1107/S2056989021013347 |
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author | Kansiz, Sevgi Yesilbag, Semanur Dege, Necmi Saif, Eiad Agar, Erbil |
author_facet | Kansiz, Sevgi Yesilbag, Semanur Dege, Necmi Saif, Eiad Agar, Erbil |
author_sort | Kansiz, Sevgi |
collection | PubMed |
description | The Schiff base compound, C(24)H(24)N(2)O(4), was synthesized by the interaction of 2-hydroxy-3-methoxy benzaldehyde and 1,4-benzene dimethanamine in ethanol, and crystallizes in the monoclinic space group P2(1)/n with Z′ = 0.5. The molecule is not planar, the 1,4-diethylbenzene and the phenol rings are twisted with respect to each other, making a dihedral angle of 74.27 (5)°. The molecular structure is stabilized by an O—H⋯N hydrogen bond, forming an S(6) ring motif. In the crystal, molecules are linked by C—H⋯O hydrogen bonds, resulting in the formation of sheets parallel to the bc plane. A Hirshfeld surface analysis was undertaken to investigate the various intermolecular contacts controlling the supramolecular topology, suggesting the H⋯O (18%) contacts to be the most significant interactions, whereas the H⋯H (50.5%) and C⋯H (24.3%) interactions are less significant. |
format | Online Article Text |
id | pubmed-8739199 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-87391992022-01-24 Crystal structure and Hirshfeld surface analysis of 6,6′-((1E,1′E)-{[1,4-phenylenebis(methylene)]bis(azanylylidene)}bis(methaneylylidene))bis(2-methoxyphenol) Kansiz, Sevgi Yesilbag, Semanur Dege, Necmi Saif, Eiad Agar, Erbil Acta Crystallogr E Crystallogr Commun Research Communications The Schiff base compound, C(24)H(24)N(2)O(4), was synthesized by the interaction of 2-hydroxy-3-methoxy benzaldehyde and 1,4-benzene dimethanamine in ethanol, and crystallizes in the monoclinic space group P2(1)/n with Z′ = 0.5. The molecule is not planar, the 1,4-diethylbenzene and the phenol rings are twisted with respect to each other, making a dihedral angle of 74.27 (5)°. The molecular structure is stabilized by an O—H⋯N hydrogen bond, forming an S(6) ring motif. In the crystal, molecules are linked by C—H⋯O hydrogen bonds, resulting in the formation of sheets parallel to the bc plane. A Hirshfeld surface analysis was undertaken to investigate the various intermolecular contacts controlling the supramolecular topology, suggesting the H⋯O (18%) contacts to be the most significant interactions, whereas the H⋯H (50.5%) and C⋯H (24.3%) interactions are less significant. International Union of Crystallography 2022-01-01 /pmc/articles/PMC8739199/ /pubmed/35079431 http://dx.doi.org/10.1107/S2056989021013347 Text en © Kansiz et al. 2022 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 Kansiz, Sevgi Yesilbag, Semanur Dege, Necmi Saif, Eiad Agar, Erbil Crystal structure and Hirshfeld surface analysis of 6,6′-((1E,1′E)-{[1,4-phenylenebis(methylene)]bis(azanylylidene)}bis(methaneylylidene))bis(2-methoxyphenol) |
title | Crystal structure and Hirshfeld surface analysis of 6,6′-((1E,1′E)-{[1,4-phenylenebis(methylene)]bis(azanylylidene)}bis(methaneylylidene))bis(2-methoxyphenol) |
title_full | Crystal structure and Hirshfeld surface analysis of 6,6′-((1E,1′E)-{[1,4-phenylenebis(methylene)]bis(azanylylidene)}bis(methaneylylidene))bis(2-methoxyphenol) |
title_fullStr | Crystal structure and Hirshfeld surface analysis of 6,6′-((1E,1′E)-{[1,4-phenylenebis(methylene)]bis(azanylylidene)}bis(methaneylylidene))bis(2-methoxyphenol) |
title_full_unstemmed | Crystal structure and Hirshfeld surface analysis of 6,6′-((1E,1′E)-{[1,4-phenylenebis(methylene)]bis(azanylylidene)}bis(methaneylylidene))bis(2-methoxyphenol) |
title_short | Crystal structure and Hirshfeld surface analysis of 6,6′-((1E,1′E)-{[1,4-phenylenebis(methylene)]bis(azanylylidene)}bis(methaneylylidene))bis(2-methoxyphenol) |
title_sort | crystal structure and hirshfeld surface analysis of 6,6′-((1e,1′e)-{[1,4-phenylenebis(methylene)]bis(azanylylidene)}bis(methaneylylidene))bis(2-methoxyphenol) |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8739199/ https://www.ncbi.nlm.nih.gov/pubmed/35079431 http://dx.doi.org/10.1107/S2056989021013347 |
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