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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...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2016
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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). |
format | Online Article Text |
id | pubmed-5120708 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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