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Fluoren-9-one oxime
In the title molecule, C(13)H(9)NO, the fluorene system and the oxime group non-H atoms are essentially coplanar, with a maximum deviation from the fluorene mean plane of 0.079 (2) Å for the oxime O atom. A short intramolecular C—H⋯O generates an S(6) ring. In the crystal, molecules related by a...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2014
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3998413/ https://www.ncbi.nlm.nih.gov/pubmed/24764980 http://dx.doi.org/10.1107/S1600536814002669 |
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author | Bugenhagen, Bernhard Al Jasem, Yosef Al-Azani, Mariam Thiemann, Thies |
author_facet | Bugenhagen, Bernhard Al Jasem, Yosef Al-Azani, Mariam Thiemann, Thies |
author_sort | Bugenhagen, Bernhard |
collection | PubMed |
description | In the title molecule, C(13)H(9)NO, the fluorene system and the oxime group non-H atoms are essentially coplanar, with a maximum deviation from the fluorene mean plane of 0.079 (2) Å for the oxime O atom. A short intramolecular C—H⋯O generates an S(6) ring. In the crystal, molecules related by a twofold screw axis are connected by O—H⋯N hydrogen bonds, forming [100] chains Within these chains, molecules related by a unit translation along [100] show π–π stacking interactions between their fluorene ring systems with an interplanar distance of 3.347 (2) Å. The dihedral angle between the fluorene units of adjacent molecules along the helix is 88.40 (2)°. There is a short C—H⋯π contact between the fluorene groups belonging to neighbouring chains. |
format | Online Article Text |
id | pubmed-3998413 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-39984132014-04-24 Fluoren-9-one oxime Bugenhagen, Bernhard Al Jasem, Yosef Al-Azani, Mariam Thiemann, Thies Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title molecule, C(13)H(9)NO, the fluorene system and the oxime group non-H atoms are essentially coplanar, with a maximum deviation from the fluorene mean plane of 0.079 (2) Å for the oxime O atom. A short intramolecular C—H⋯O generates an S(6) ring. In the crystal, molecules related by a twofold screw axis are connected by O—H⋯N hydrogen bonds, forming [100] chains Within these chains, molecules related by a unit translation along [100] show π–π stacking interactions between their fluorene ring systems with an interplanar distance of 3.347 (2) Å. The dihedral angle between the fluorene units of adjacent molecules along the helix is 88.40 (2)°. There is a short C—H⋯π contact between the fluorene groups belonging to neighbouring chains. International Union of Crystallography 2014-02-08 /pmc/articles/PMC3998413/ /pubmed/24764980 http://dx.doi.org/10.1107/S1600536814002669 Text en © Bugenhagen et al. 2014 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 | Organic Papers Bugenhagen, Bernhard Al Jasem, Yosef Al-Azani, Mariam Thiemann, Thies Fluoren-9-one oxime |
title | Fluoren-9-one oxime |
title_full | Fluoren-9-one oxime |
title_fullStr | Fluoren-9-one oxime |
title_full_unstemmed | Fluoren-9-one oxime |
title_short | Fluoren-9-one oxime |
title_sort | fluoren-9-one oxime |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3998413/ https://www.ncbi.nlm.nih.gov/pubmed/24764980 http://dx.doi.org/10.1107/S1600536814002669 |
work_keys_str_mv | AT bugenhagenbernhard fluoren9oneoxime AT aljasemyosef fluoren9oneoxime AT alazanimariam fluoren9oneoxime AT thiemannthies fluoren9oneoxime |