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10-Phenyl-10H-phenoxazine-4,6-diol tetrahydrofuran monosolvate
In the crystalline state of the title solvate, C(18)H(13)NO(3)·C(4)H(8)O, hydrogen-bonding interactions between hydroxyl groups on a phenoxazine backbone and the tetrahydrofuran solvent are observed that suggest the ability for this compound to act as a chelating ligand. The O⋯O donor–acceptor di...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9462277/ https://www.ncbi.nlm.nih.gov/pubmed/36338911 http://dx.doi.org/10.1107/S2414314620012766 |
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author | Whalen, Aislinn C. Hernandez Brito, Claudia Choi, Kyoung H. Warner, Ellen J. T. Thole, David A. Gau, Michael R. Carroll, Patrick J. Anstey, Mitchell R. |
author_facet | Whalen, Aislinn C. Hernandez Brito, Claudia Choi, Kyoung H. Warner, Ellen J. T. Thole, David A. Gau, Michael R. Carroll, Patrick J. Anstey, Mitchell R. |
author_sort | Whalen, Aislinn C. |
collection | PubMed |
description | In the crystalline state of the title solvate, C(18)H(13)NO(3)·C(4)H(8)O, hydrogen-bonding interactions between hydroxyl groups on a phenoxazine backbone and the tetrahydrofuran solvent are observed that suggest the ability for this compound to act as a chelating ligand. The O⋯O donor–acceptor distances for this hydrogen bonding are 2.7729 (15) and 2.7447 (15) Å. The three-ring backbone of the phenoxazine bends out of planarity by 18.92 (3)°, as computed using mean planes that encompass each half of the three-ring structure, with the central N and O atoms forming the line of flexion. In the crystal, a π–π stacking arrangement exists between inversion-related molecules, with a centroid-to-centroid distance of 3.6355 (11) Å. In the disordered tetrahydrofuran solvate, all atoms except oxygen were modeled over two positions, with occupancies of 0.511 (8) and 0.489 (8). [Image: see text] |
format | Online Article Text |
id | pubmed-9462277 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-94622772022-11-04 10-Phenyl-10H-phenoxazine-4,6-diol tetrahydrofuran monosolvate Whalen, Aislinn C. Hernandez Brito, Claudia Choi, Kyoung H. Warner, Ellen J. T. Thole, David A. Gau, Michael R. Carroll, Patrick J. Anstey, Mitchell R. IUCrdata Data Reports In the crystalline state of the title solvate, C(18)H(13)NO(3)·C(4)H(8)O, hydrogen-bonding interactions between hydroxyl groups on a phenoxazine backbone and the tetrahydrofuran solvent are observed that suggest the ability for this compound to act as a chelating ligand. The O⋯O donor–acceptor distances for this hydrogen bonding are 2.7729 (15) and 2.7447 (15) Å. The three-ring backbone of the phenoxazine bends out of planarity by 18.92 (3)°, as computed using mean planes that encompass each half of the three-ring structure, with the central N and O atoms forming the line of flexion. In the crystal, a π–π stacking arrangement exists between inversion-related molecules, with a centroid-to-centroid distance of 3.6355 (11) Å. In the disordered tetrahydrofuran solvate, all atoms except oxygen were modeled over two positions, with occupancies of 0.511 (8) and 0.489 (8). [Image: see text] International Union of Crystallography 2020-09-25 /pmc/articles/PMC9462277/ /pubmed/36338911 http://dx.doi.org/10.1107/S2414314620012766 Text en © Whalen et al. 2020 https://creativecommons.org/licenses/by/4.0/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. |
spellingShingle | Data Reports Whalen, Aislinn C. Hernandez Brito, Claudia Choi, Kyoung H. Warner, Ellen J. T. Thole, David A. Gau, Michael R. Carroll, Patrick J. Anstey, Mitchell R. 10-Phenyl-10H-phenoxazine-4,6-diol tetrahydrofuran monosolvate |
title | 10-Phenyl-10H-phenoxazine-4,6-diol tetrahydrofuran monosolvate |
title_full | 10-Phenyl-10H-phenoxazine-4,6-diol tetrahydrofuran monosolvate |
title_fullStr | 10-Phenyl-10H-phenoxazine-4,6-diol tetrahydrofuran monosolvate |
title_full_unstemmed | 10-Phenyl-10H-phenoxazine-4,6-diol tetrahydrofuran monosolvate |
title_short | 10-Phenyl-10H-phenoxazine-4,6-diol tetrahydrofuran monosolvate |
title_sort | 10-phenyl-10h-phenoxazine-4,6-diol tetrahydrofuran monosolvate |
topic | Data Reports |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9462277/ https://www.ncbi.nlm.nih.gov/pubmed/36338911 http://dx.doi.org/10.1107/S2414314620012766 |
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