Crystal structure of 2-hy­droxy-3-(prop-2-yn-1-yl)naphthalene-1,4-dione

The naphtho­quinone unit of the title compound, C(13)H(8)O(3), is essentially planar, with an r.m.s. deviation of 0.013 Å for the non-H atoms. The essentially linear propargyl group is tilted by ca 113° relative to the naphtho­quinone plane. In the crystal, mol­ecules are linked via a pair of O—H⋯O...

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Autores principales: Raquel Geralda, Isidório, Flaviano Melo, Ottoni, Ricardo José, Alves, Nivaldo Lúcio, Speziali
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2018
Materias:
Research Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6127683/
https://www.ncbi.nlm.nih.gov/pubmed/30225125
http://dx.doi.org/10.1107/S2056989018011647
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author Raquel Geralda, Isidório
Flaviano Melo, Ottoni
Ricardo José, Alves
Nivaldo Lúcio, Speziali
author_facet Raquel Geralda, Isidório
Flaviano Melo, Ottoni
Ricardo José, Alves
Nivaldo Lúcio, Speziali
author_sort Raquel Geralda, Isidório
collection PubMed
description The naphtho­quinone unit of the title compound, C(13)H(8)O(3), is essentially planar, with an r.m.s. deviation of 0.013 Å for the non-H atoms. The essentially linear propargyl group is tilted by ca 113° relative to the naphtho­quinone plane. In the crystal, mol­ecules are linked via a pair of O—H⋯O hydrogen bonds, forming an inversion dimer. The dimers are further linked via pairs of C—H⋯O hydrogen bonds into a tape structure along [20[Image: see text]]. No π–π stacking is observed in the present case as it could be expected for naphtho­quinone derivatives.
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spelling pubmed-61276832018-09-17 Crystal structure of 2-hy­droxy-3-(prop-2-yn-1-yl)naphthalene-1,4-dione Raquel Geralda, Isidório Flaviano Melo, Ottoni Ricardo José, Alves Nivaldo Lúcio, Speziali Acta Crystallogr E Crystallogr Commun Research Communications The naphtho­quinone unit of the title compound, C(13)H(8)O(3), is essentially planar, with an r.m.s. deviation of 0.013 Å for the non-H atoms. The essentially linear propargyl group is tilted by ca 113° relative to the naphtho­quinone plane. In the crystal, mol­ecules are linked via a pair of O—H⋯O hydrogen bonds, forming an inversion dimer. The dimers are further linked via pairs of C—H⋯O hydrogen bonds into a tape structure along [20[Image: see text]]. No π–π stacking is observed in the present case as it could be expected for naphtho­quinone derivatives. International Union of Crystallography 2018-08-24 /pmc/articles/PMC6127683/ /pubmed/30225125 http://dx.doi.org/10.1107/S2056989018011647 Text en © Raquel Geralda et al. 2018 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
Raquel Geralda, Isidório
Flaviano Melo, Ottoni
Ricardo José, Alves
Nivaldo Lúcio, Speziali
Crystal structure of 2-hy­droxy-3-(prop-2-yn-1-yl)naphthalene-1,4-dione
title Crystal structure of 2-hy­droxy-3-(prop-2-yn-1-yl)naphthalene-1,4-dione
title_full Crystal structure of 2-hy­droxy-3-(prop-2-yn-1-yl)naphthalene-1,4-dione
title_fullStr Crystal structure of 2-hy­droxy-3-(prop-2-yn-1-yl)naphthalene-1,4-dione
title_full_unstemmed Crystal structure of 2-hy­droxy-3-(prop-2-yn-1-yl)naphthalene-1,4-dione
title_short Crystal structure of 2-hy­droxy-3-(prop-2-yn-1-yl)naphthalene-1,4-dione
title_sort crystal structure of 2-hy­droxy-3-(prop-2-yn-1-yl)naphthalene-1,4-dione
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6127683/
https://www.ncbi.nlm.nih.gov/pubmed/30225125
http://dx.doi.org/10.1107/S2056989018011647
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