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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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Detalles Bibliográficos
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
Descripción
Sumario: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.