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Crystal structure, Hirshfeld surface analysis and antioxidant capacity of 2,2′-{(1E,1′E)-[1,2-phenylenebis(azanylylidene)]bis(methanylylidene)}bis(5-benzyloxy)phenol
The whole molecule of the title Schiff base compound, C(34)H(28)N(2)O(4), is generated by mirror symmetry, with the mirror bisecting the central benzene ring. It was synthesized via the condensation reaction of 1,2-diaminebenzene with 4-benzyloxy-2-hydroxybenzaldehyde. The molecule is V-shap...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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International Union of Crystallography
2018
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5947487/ https://www.ncbi.nlm.nih.gov/pubmed/29850091 http://dx.doi.org/10.1107/S2056989018005832 |
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author | Ghichi, Nadir Benboudiaf, Ali DJebli, Yacine Bensouici, Chawki Merazig, Hocine |
author_facet | Ghichi, Nadir Benboudiaf, Ali DJebli, Yacine Bensouici, Chawki Merazig, Hocine |
author_sort | Ghichi, Nadir |
collection | PubMed |
description | The whole molecule of the title Schiff base compound, C(34)H(28)N(2)O(4), is generated by mirror symmetry, with the mirror bisecting the central benzene ring. It was synthesized via the condensation reaction of 1,2-diaminebenzene with 4-benzyloxy-2-hydroxybenzaldehyde. The molecule is V-shaped and there are two intramolecular O—H⋯N hydrogen bonds present forming S(6) ring motifs. The configuration about the C=N imine bonds is E. The central benzene ring makes dihedral angles of 41.9 (2) and 43.6 (2)° with the phenol ring and the outer benzyloxy ring, respectively. The latter two rings are inclined to each other by 84.4 (2)°. In the crystal, molecules are linked by C—H⋯π interactions, forming layers lying parallel to the ab plane. The Hirshfeld surface analysis and the two-dimensional fingerprint plots confirm the predominance of these interactions in the crystal structure. The antioxidant capacity of the compound was determined by the cupric reducing antioxidant capacity (CUPRAC) process. |
format | Online Article Text |
id | pubmed-5947487 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-59474872018-05-30 Crystal structure, Hirshfeld surface analysis and antioxidant capacity of 2,2′-{(1E,1′E)-[1,2-phenylenebis(azanylylidene)]bis(methanylylidene)}bis(5-benzyloxy)phenol Ghichi, Nadir Benboudiaf, Ali DJebli, Yacine Bensouici, Chawki Merazig, Hocine Acta Crystallogr E Crystallogr Commun Research Communications The whole molecule of the title Schiff base compound, C(34)H(28)N(2)O(4), is generated by mirror symmetry, with the mirror bisecting the central benzene ring. It was synthesized via the condensation reaction of 1,2-diaminebenzene with 4-benzyloxy-2-hydroxybenzaldehyde. The molecule is V-shaped and there are two intramolecular O—H⋯N hydrogen bonds present forming S(6) ring motifs. The configuration about the C=N imine bonds is E. The central benzene ring makes dihedral angles of 41.9 (2) and 43.6 (2)° with the phenol ring and the outer benzyloxy ring, respectively. The latter two rings are inclined to each other by 84.4 (2)°. In the crystal, molecules are linked by C—H⋯π interactions, forming layers lying parallel to the ab plane. The Hirshfeld surface analysis and the two-dimensional fingerprint plots confirm the predominance of these interactions in the crystal structure. The antioxidant capacity of the compound was determined by the cupric reducing antioxidant capacity (CUPRAC) process. International Union of Crystallography 2018-04-19 /pmc/articles/PMC5947487/ /pubmed/29850091 http://dx.doi.org/10.1107/S2056989018005832 Text en © Ghichi et al. 2018 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 Ghichi, Nadir Benboudiaf, Ali DJebli, Yacine Bensouici, Chawki Merazig, Hocine Crystal structure, Hirshfeld surface analysis and antioxidant capacity of 2,2′-{(1E,1′E)-[1,2-phenylenebis(azanylylidene)]bis(methanylylidene)}bis(5-benzyloxy)phenol |
title | Crystal structure, Hirshfeld surface analysis and antioxidant capacity of 2,2′-{(1E,1′E)-[1,2-phenylenebis(azanylylidene)]bis(methanylylidene)}bis(5-benzyloxy)phenol |
title_full | Crystal structure, Hirshfeld surface analysis and antioxidant capacity of 2,2′-{(1E,1′E)-[1,2-phenylenebis(azanylylidene)]bis(methanylylidene)}bis(5-benzyloxy)phenol |
title_fullStr | Crystal structure, Hirshfeld surface analysis and antioxidant capacity of 2,2′-{(1E,1′E)-[1,2-phenylenebis(azanylylidene)]bis(methanylylidene)}bis(5-benzyloxy)phenol |
title_full_unstemmed | Crystal structure, Hirshfeld surface analysis and antioxidant capacity of 2,2′-{(1E,1′E)-[1,2-phenylenebis(azanylylidene)]bis(methanylylidene)}bis(5-benzyloxy)phenol |
title_short | Crystal structure, Hirshfeld surface analysis and antioxidant capacity of 2,2′-{(1E,1′E)-[1,2-phenylenebis(azanylylidene)]bis(methanylylidene)}bis(5-benzyloxy)phenol |
title_sort | crystal structure, hirshfeld surface analysis and antioxidant capacity of 2,2′-{(1e,1′e)-[1,2-phenylenebis(azanylylidene)]bis(methanylylidene)}bis(5-benzyloxy)phenol |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5947487/ https://www.ncbi.nlm.nih.gov/pubmed/29850091 http://dx.doi.org/10.1107/S2056989018005832 |
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