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Two forms of (naphthalen-1-yl)boronic acid

Two polymorphs of the title compound, C(10)H(9)BO(2), were prepared by recystallization from different solvents at room temperature. Both forms demonstrate nearly identical mol­ecular structures with all naphthalene group atoms located in one plane and all boronic acid atoms in another: the dihedral...

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Autores principales: Bemisderfer, Kayleigh, Nazarenko, Alexander Y.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5120708/
https://www.ncbi.nlm.nih.gov/pubmed/27920918
http://dx.doi.org/10.1107/S2056989016012494
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author Bemisderfer, Kayleigh
Nazarenko, Alexander Y.
author_facet Bemisderfer, Kayleigh
Nazarenko, Alexander Y.
author_sort Bemisderfer, Kayleigh
collection PubMed
description Two polymorphs of the title compound, C(10)H(9)BO(2), were prepared by recystallization from different solvents at room temperature. Both forms demonstrate nearly identical mol­ecular structures with all naphthalene group atoms located in one plane and all boronic acid atoms in another: the dihedral angles between these planes are 39.88 (5) and 40.15 (5)° for the two asymmetric mol­ecules of the ortho­rhom­bic form and 40.60 (3)° for the single asymmetric mol­ecule in the monoclinic form. In each extended structure, mol­ecules form dimers, connected via two O—H⋯O hydrogen bonds. The dimers are connected by further O—H⋯O hydrogen bonds, forming layered networks in the (001) plane and the (100) plane in the ortho­rhom­bic and monoclinic forms, respectively. The resulting layers are practically identical in both forms. However, these layers are shifted along the [010] axis in the two forms, resulting in a slightly more effective packing for monoclinic structure (packing index = 0.692) compared to the ortho­rhom­bic form (0.688).
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spelling pubmed-51207082016-12-05 Two forms of (naphthalen-1-yl)boronic acid Bemisderfer, Kayleigh Nazarenko, Alexander Y. Acta Crystallogr E Crystallogr Commun Research Communications Two polymorphs of the title compound, C(10)H(9)BO(2), were prepared by recystallization from different solvents at room temperature. Both forms demonstrate nearly identical mol­ecular structures with all naphthalene group atoms located in one plane and all boronic acid atoms in another: the dihedral angles between these planes are 39.88 (5) and 40.15 (5)° for the two asymmetric mol­ecules of the ortho­rhom­bic form and 40.60 (3)° for the single asymmetric mol­ecule in the monoclinic form. In each extended structure, mol­ecules form dimers, connected via two O—H⋯O hydrogen bonds. The dimers are connected by further O—H⋯O hydrogen bonds, forming layered networks in the (001) plane and the (100) plane in the ortho­rhom­bic and monoclinic forms, respectively. The resulting layers are practically identical in both forms. However, these layers are shifted along the [010] axis in the two forms, resulting in a slightly more effective packing for monoclinic structure (packing index = 0.692) compared to the ortho­rhom­bic form (0.688). International Union of Crystallography 2016-08-12 /pmc/articles/PMC5120708/ /pubmed/27920918 http://dx.doi.org/10.1107/S2056989016012494 Text en © Bemisderfer and Nazarenko 2016 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
Bemisderfer, Kayleigh
Nazarenko, Alexander Y.
Two forms of (naphthalen-1-yl)boronic acid
title Two forms of (naphthalen-1-yl)boronic acid
title_full Two forms of (naphthalen-1-yl)boronic acid
title_fullStr Two forms of (naphthalen-1-yl)boronic acid
title_full_unstemmed Two forms of (naphthalen-1-yl)boronic acid
title_short Two forms of (naphthalen-1-yl)boronic acid
title_sort two forms of (naphthalen-1-yl)boronic acid
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5120708/
https://www.ncbi.nlm.nih.gov/pubmed/27920918
http://dx.doi.org/10.1107/S2056989016012494
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