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Crystal structure of 4′-bromo-2,5-dihy­droxy-2′,5′-dimeth­oxy-[1,1′-biphen­yl]-3,4-dicarbo­nitrile

In the crystal of the title substituted hemibi­quinone derivative, C(16)H(11)BrN(2)O(4) or [BrHBQH(2)(CN)(2)], the substituted benzene rings are rotated about the central C—C bond, forming a dihedral angle of 53.59 (7)°. The ring systems inter­act through an intra­molecular O—H⋯O(meth­oxy) hydrogen...

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Autores principales: Meany, Joseph E., Kelley, Steven P., Rogers, Robin D., Woski, Stephen A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4908508/
https://www.ncbi.nlm.nih.gov/pubmed/27308015
http://dx.doi.org/10.1107/S2056989016005715
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author Meany, Joseph E.
Kelley, Steven P.
Rogers, Robin D.
Woski, Stephen A.
author_facet Meany, Joseph E.
Kelley, Steven P.
Rogers, Robin D.
Woski, Stephen A.
author_sort Meany, Joseph E.
collection PubMed
description In the crystal of the title substituted hemibi­quinone derivative, C(16)H(11)BrN(2)O(4) or [BrHBQH(2)(CN)(2)], the substituted benzene rings are rotated about the central C—C bond, forming a dihedral angle of 53.59 (7)°. The ring systems inter­act through an intra­molecular O—H⋯O(meth­oxy) hydrogen bond, which induces a geometry quite different from those in previously reported hemibi­quinone structures. In the crystal, the mol­ecules associate through an inter­molecular O—H⋯N(nitrile) hydrogen bond, forming chains which extend along [100] and are inter­linked through very weak C—H⋯N hydrogen bonds, giving a overall two-dimensional structure lying parallel to (010).
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spelling pubmed-49085082016-06-15 Crystal structure of 4′-bromo-2,5-dihy­droxy-2′,5′-dimeth­oxy-[1,1′-biphen­yl]-3,4-dicarbo­nitrile Meany, Joseph E. Kelley, Steven P. Rogers, Robin D. Woski, Stephen A. Acta Crystallogr E Crystallogr Commun Research Communications In the crystal of the title substituted hemibi­quinone derivative, C(16)H(11)BrN(2)O(4) or [BrHBQH(2)(CN)(2)], the substituted benzene rings are rotated about the central C—C bond, forming a dihedral angle of 53.59 (7)°. The ring systems inter­act through an intra­molecular O—H⋯O(meth­oxy) hydrogen bond, which induces a geometry quite different from those in previously reported hemibi­quinone structures. In the crystal, the mol­ecules associate through an inter­molecular O—H⋯N(nitrile) hydrogen bond, forming chains which extend along [100] and are inter­linked through very weak C—H⋯N hydrogen bonds, giving a overall two-dimensional structure lying parallel to (010). International Union of Crystallography 2016-04-12 /pmc/articles/PMC4908508/ /pubmed/27308015 http://dx.doi.org/10.1107/S2056989016005715 Text en © Meany et al. 2016 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 Research Communications
Meany, Joseph E.
Kelley, Steven P.
Rogers, Robin D.
Woski, Stephen A.
Crystal structure of 4′-bromo-2,5-dihy­droxy-2′,5′-dimeth­oxy-[1,1′-biphen­yl]-3,4-dicarbo­nitrile
title Crystal structure of 4′-bromo-2,5-dihy­droxy-2′,5′-dimeth­oxy-[1,1′-biphen­yl]-3,4-dicarbo­nitrile
title_full Crystal structure of 4′-bromo-2,5-dihy­droxy-2′,5′-dimeth­oxy-[1,1′-biphen­yl]-3,4-dicarbo­nitrile
title_fullStr Crystal structure of 4′-bromo-2,5-dihy­droxy-2′,5′-dimeth­oxy-[1,1′-biphen­yl]-3,4-dicarbo­nitrile
title_full_unstemmed Crystal structure of 4′-bromo-2,5-dihy­droxy-2′,5′-dimeth­oxy-[1,1′-biphen­yl]-3,4-dicarbo­nitrile
title_short Crystal structure of 4′-bromo-2,5-dihy­droxy-2′,5′-dimeth­oxy-[1,1′-biphen­yl]-3,4-dicarbo­nitrile
title_sort crystal structure of 4′-bromo-2,5-dihy­droxy-2′,5′-dimeth­oxy-[1,1′-biphen­yl]-3,4-dicarbo­nitrile
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4908508/
https://www.ncbi.nlm.nih.gov/pubmed/27308015
http://dx.doi.org/10.1107/S2056989016005715
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