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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...

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Autores principales: Ghichi, Nadir, Benboudiaf, Ali, DJebli, Yacine, Bensouici, Chawki, Merazig, Hocine
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2018
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.
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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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