2,2′-[1,5-Bis(4-amino­phen­yl)-1,5-dihydro­benzo[1,2-d;4,5-d′]diimidazole-2,6-di­yl]diphenol

The title mol­ecule, C(32)H(24)N(6)O(2), has a crystallographic inversion centre in the middle of the benzodiimidazole core. It exists as the enol–imine tautomeric form and exhibits a strong intra­molecular O—H⋯N hydrogen bond. The dihedral angles between the planes of the 2-hy­droxy­phenyl and 4-am...

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Detalles Bibliográficos
Autores principales: Blagus, Anita, Kaitner, Branko
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3201269/
https://www.ncbi.nlm.nih.gov/pubmed/22065416
http://dx.doi.org/10.1107/S1600536811036737
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author Blagus, Anita
Kaitner, Branko
author_facet Blagus, Anita
Kaitner, Branko
author_sort Blagus, Anita
collection PubMed
description The title mol­ecule, C(32)H(24)N(6)O(2), has a crystallographic inversion centre in the middle of the benzodiimidazole core. It exists as the enol–imine tautomeric form and exhibits a strong intra­molecular O—H⋯N hydrogen bond. The dihedral angles between the planes of the 2-hy­droxy­phenyl and 4-amino­phenyl substituents and the plane of the benzodiimidazole unit [12.69 (8) and 84.71 (8)°, respectively] differ significantly due to steric reasons. In the crystal, mol­ecules are linked by C—H⋯π inter­actions, forming a two-dimensional network.
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spelling pubmed-32012692011-11-06 2,2′-[1,5-Bis(4-amino­phen­yl)-1,5-dihydro­benzo[1,2-d;4,5-d′]diimidazole-2,6-di­yl]diphenol Blagus, Anita Kaitner, Branko Acta Crystallogr Sect E Struct Rep Online Organic Papers The title mol­ecule, C(32)H(24)N(6)O(2), has a crystallographic inversion centre in the middle of the benzodiimidazole core. It exists as the enol–imine tautomeric form and exhibits a strong intra­molecular O—H⋯N hydrogen bond. The dihedral angles between the planes of the 2-hy­droxy­phenyl and 4-amino­phenyl substituents and the plane of the benzodiimidazole unit [12.69 (8) and 84.71 (8)°, respectively] differ significantly due to steric reasons. In the crystal, mol­ecules are linked by C—H⋯π inter­actions, forming a two-dimensional network. International Union of Crystallography 2011-09-17 /pmc/articles/PMC3201269/ /pubmed/22065416 http://dx.doi.org/10.1107/S1600536811036737 Text en © Blagus and Kaitner 2011 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Blagus, Anita
Kaitner, Branko
2,2′-[1,5-Bis(4-amino­phen­yl)-1,5-dihydro­benzo[1,2-d;4,5-d′]diimidazole-2,6-di­yl]diphenol
title 2,2′-[1,5-Bis(4-amino­phen­yl)-1,5-dihydro­benzo[1,2-d;4,5-d′]diimidazole-2,6-di­yl]diphenol
title_full 2,2′-[1,5-Bis(4-amino­phen­yl)-1,5-dihydro­benzo[1,2-d;4,5-d′]diimidazole-2,6-di­yl]diphenol
title_fullStr 2,2′-[1,5-Bis(4-amino­phen­yl)-1,5-dihydro­benzo[1,2-d;4,5-d′]diimidazole-2,6-di­yl]diphenol
title_full_unstemmed 2,2′-[1,5-Bis(4-amino­phen­yl)-1,5-dihydro­benzo[1,2-d;4,5-d′]diimidazole-2,6-di­yl]diphenol
title_short 2,2′-[1,5-Bis(4-amino­phen­yl)-1,5-dihydro­benzo[1,2-d;4,5-d′]diimidazole-2,6-di­yl]diphenol
title_sort 2,2′-[1,5-bis(4-amino­phen­yl)-1,5-dihydro­benzo[1,2-d;4,5-d′]diimidazole-2,6-di­yl]diphenol
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3201269/
https://www.ncbi.nlm.nih.gov/pubmed/22065416
http://dx.doi.org/10.1107/S1600536811036737
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AT kaitnerbranko 2215bis4aminophenyl15dihydrobenzo12d45ddiimidazole26diyldiphenol

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