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2-Oxo-2H-chromen-7-yl 4-tert-butylbenzoate
In the title compound, C(20)H(18)O(4), the benzoate ring is oriented at an acute angle of 33.10 (12)° with respect to the planar (r.m.s deviation = 0.016 Å) coumarin ring system. An intramolecular C—H⋯O hydrogen bond closes an S(6) ring motif. In the crystal, C—H⋯O contacts generate infinite C(6) c...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2018
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5946982/ https://www.ncbi.nlm.nih.gov/pubmed/29765760 http://dx.doi.org/10.1107/S2056989018004188 |
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author | Ouédraogo, Mohammad Abou, Akoun Djandé, Abdoulaye Ouari, Olivier Zoueu, T. Jérémie |
author_facet | Ouédraogo, Mohammad Abou, Akoun Djandé, Abdoulaye Ouari, Olivier Zoueu, T. Jérémie |
author_sort | Ouédraogo, Mohammad |
collection | PubMed |
description | In the title compound, C(20)H(18)O(4), the benzoate ring is oriented at an acute angle of 33.10 (12)° with respect to the planar (r.m.s deviation = 0.016 Å) coumarin ring system. An intramolecular C—H⋯O hydrogen bond closes an S(6) ring motif. In the crystal, C—H⋯O contacts generate infinite C(6) chains along the b-axis direction. Also present are π–π stacking interactions between neighbouring pyrone and benzene rings [centroid–centroid distance = 3.7034 (18) Å] and C=O⋯π interactions [O⋯centroid = 3.760 (3) Å]. The data obtained from quantum chemical calculations performed on the title compound are in good agreement with the observed structure, although the calculated C—O—C—C torsion angle between the coumarin ring system and the benzoate ring (129.1°) is somewhat lower than the observed value [141.3 (3)°]. Hirshfeld surface analysis has been used to confirm and quantify the supramolecular interactions. |
format | Online Article Text |
id | pubmed-5946982 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-59469822018-05-15 2-Oxo-2H-chromen-7-yl 4-tert-butylbenzoate Ouédraogo, Mohammad Abou, Akoun Djandé, Abdoulaye Ouari, Olivier Zoueu, T. Jérémie Acta Crystallogr E Crystallogr Commun Research Communications In the title compound, C(20)H(18)O(4), the benzoate ring is oriented at an acute angle of 33.10 (12)° with respect to the planar (r.m.s deviation = 0.016 Å) coumarin ring system. An intramolecular C—H⋯O hydrogen bond closes an S(6) ring motif. In the crystal, C—H⋯O contacts generate infinite C(6) chains along the b-axis direction. Also present are π–π stacking interactions between neighbouring pyrone and benzene rings [centroid–centroid distance = 3.7034 (18) Å] and C=O⋯π interactions [O⋯centroid = 3.760 (3) Å]. The data obtained from quantum chemical calculations performed on the title compound are in good agreement with the observed structure, although the calculated C—O—C—C torsion angle between the coumarin ring system and the benzoate ring (129.1°) is somewhat lower than the observed value [141.3 (3)°]. Hirshfeld surface analysis has been used to confirm and quantify the supramolecular interactions. International Union of Crystallography 2018-03-16 /pmc/articles/PMC5946982/ /pubmed/29765760 http://dx.doi.org/10.1107/S2056989018004188 Text en © Ouédraogo 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 Ouédraogo, Mohammad Abou, Akoun Djandé, Abdoulaye Ouari, Olivier Zoueu, T. Jérémie 2-Oxo-2H-chromen-7-yl 4-tert-butylbenzoate |
title | 2-Oxo-2H-chromen-7-yl 4-tert-butylbenzoate |
title_full | 2-Oxo-2H-chromen-7-yl 4-tert-butylbenzoate |
title_fullStr | 2-Oxo-2H-chromen-7-yl 4-tert-butylbenzoate |
title_full_unstemmed | 2-Oxo-2H-chromen-7-yl 4-tert-butylbenzoate |
title_short | 2-Oxo-2H-chromen-7-yl 4-tert-butylbenzoate |
title_sort | 2-oxo-2h-chromen-7-yl 4-tert-butylbenzoate |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5946982/ https://www.ncbi.nlm.nih.gov/pubmed/29765760 http://dx.doi.org/10.1107/S2056989018004188 |
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