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Crystal structure of 1,2-bis(4-fluorophenyl)-1-hydroxy-2,3,8-trimethoxyacenaphthene: formation of a five-membered intramolecular O—H⋯O hydrogen-bonded ring
The structure of the title compound, C(27)H(22)F(2)O(4), at 193 K has triclinic (P [Image: see text]) symmetry. The hydroxy and methoxy groups at the 1,2-positions of the acenaphthene core display a cis configuration. Both substituents are involved in the formation of a five-membered intramolecul...
| Autores principales: | , , , , , |
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| Formato: | Online Artículo Texto |
| Lenguaje: | English |
| Publicado: |
International Union of Crystallography
2021
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| Materias: | |
| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7869547/ https://www.ncbi.nlm.nih.gov/pubmed/33614149 http://dx.doi.org/10.1107/S2056989021000669 |
| _version_ | 1783648650819272704 |
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| author | Iitsuka, Hiroaki Li, Kun Kobayashi, Miyuki Iida, Kikuko Yonezawa, Noriyuki Okamoto, Akiko |
| author_facet | Iitsuka, Hiroaki Li, Kun Kobayashi, Miyuki Iida, Kikuko Yonezawa, Noriyuki Okamoto, Akiko |
| author_sort | Iitsuka, Hiroaki |
| collection | PubMed |
| description | The structure of the title compound, C(27)H(22)F(2)O(4), at 193 K has triclinic (P [Image: see text]) symmetry. The hydroxy and methoxy groups at the 1,2-positions of the acenaphthene core display a cis configuration. Both substituents are involved in the formation of a five-membered intramolecular O—H⋯O hydrogen-bonded ring. The 4-fluorophenyl rings make dihedral angles of 87.02 (7) and 51.86 (8)° with the naphthalene ring system. In the crystal, a pair of non-classical C—H⋯O hydrogen bonds forms centrosymmetric dimeric structures. The dimeric aggregates are linked in the ac plane through non-classical C—H⋯F hydrogen bonds and C—H⋯π interactions. |
| format | Online Article Text |
| id | pubmed-7869547 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2021 |
| publisher | International Union of Crystallography |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-78695472021-02-19 Crystal structure of 1,2-bis(4-fluorophenyl)-1-hydroxy-2,3,8-trimethoxyacenaphthene: formation of a five-membered intramolecular O—H⋯O hydrogen-bonded ring Iitsuka, Hiroaki Li, Kun Kobayashi, Miyuki Iida, Kikuko Yonezawa, Noriyuki Okamoto, Akiko Acta Crystallogr E Crystallogr Commun Research Communications The structure of the title compound, C(27)H(22)F(2)O(4), at 193 K has triclinic (P [Image: see text]) symmetry. The hydroxy and methoxy groups at the 1,2-positions of the acenaphthene core display a cis configuration. Both substituents are involved in the formation of a five-membered intramolecular O—H⋯O hydrogen-bonded ring. The 4-fluorophenyl rings make dihedral angles of 87.02 (7) and 51.86 (8)° with the naphthalene ring system. In the crystal, a pair of non-classical C—H⋯O hydrogen bonds forms centrosymmetric dimeric structures. The dimeric aggregates are linked in the ac plane through non-classical C—H⋯F hydrogen bonds and C—H⋯π interactions. International Union of Crystallography 2021-01-26 /pmc/articles/PMC7869547/ /pubmed/33614149 http://dx.doi.org/10.1107/S2056989021000669 Text en © Iitsuka et al. 2021 http://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.http://creativecommons.org/licenses/by/4.0/ |
| spellingShingle | Research Communications Iitsuka, Hiroaki Li, Kun Kobayashi, Miyuki Iida, Kikuko Yonezawa, Noriyuki Okamoto, Akiko Crystal structure of 1,2-bis(4-fluorophenyl)-1-hydroxy-2,3,8-trimethoxyacenaphthene: formation of a five-membered intramolecular O—H⋯O hydrogen-bonded ring |
| title | Crystal structure of 1,2-bis(4-fluorophenyl)-1-hydroxy-2,3,8-trimethoxyacenaphthene: formation of a five-membered intramolecular O—H⋯O hydrogen-bonded ring |
| title_full | Crystal structure of 1,2-bis(4-fluorophenyl)-1-hydroxy-2,3,8-trimethoxyacenaphthene: formation of a five-membered intramolecular O—H⋯O hydrogen-bonded ring |
| title_fullStr | Crystal structure of 1,2-bis(4-fluorophenyl)-1-hydroxy-2,3,8-trimethoxyacenaphthene: formation of a five-membered intramolecular O—H⋯O hydrogen-bonded ring |
| title_full_unstemmed | Crystal structure of 1,2-bis(4-fluorophenyl)-1-hydroxy-2,3,8-trimethoxyacenaphthene: formation of a five-membered intramolecular O—H⋯O hydrogen-bonded ring |
| title_short | Crystal structure of 1,2-bis(4-fluorophenyl)-1-hydroxy-2,3,8-trimethoxyacenaphthene: formation of a five-membered intramolecular O—H⋯O hydrogen-bonded ring |
| title_sort | crystal structure of 1,2-bis(4-fluorophenyl)-1-hydroxy-2,3,8-trimethoxyacenaphthene: formation of a five-membered intramolecular o—h⋯o hydrogen-bonded ring |
| topic | Research Communications |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7869547/ https://www.ncbi.nlm.nih.gov/pubmed/33614149 http://dx.doi.org/10.1107/S2056989021000669 |
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