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Crystal structure and Hirshfeld surface analysis of 7,7-dimethyl-2-phenyl-3,3a,4,6,7,8,9,9a-octahydro-1H-benzo[f]isoindole-1,5(2H)-dione
The title compound, C(20)H(23)NO(2), was obtained via the reaction of N-allyl-N-phenylacrylamide with 3-iodocyclohex-2-en-1-one using PdCl(2)(PPh(3))(2) as a catalyst. The compound crystallizes in the monoclinic space group P2(1)/c. The fused-ring system is not planar and the five- and six-membe...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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International Union of Crystallography
2022
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8983980/ https://www.ncbi.nlm.nih.gov/pubmed/35492273 http://dx.doi.org/10.1107/S2056989022002353 |
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author | Cheng, Dong Gao, Xinlei Huang, Jiating Meng, Xiang-Zhen |
author_facet | Cheng, Dong Gao, Xinlei Huang, Jiating Meng, Xiang-Zhen |
author_sort | Cheng, Dong |
collection | PubMed |
description | The title compound, C(20)H(23)NO(2), was obtained via the reaction of N-allyl-N-phenylacrylamide with 3-iodocyclohex-2-en-1-one using PdCl(2)(PPh(3))(2) as a catalyst. The compound crystallizes in the monoclinic space group P2(1)/c. The fused-ring system is not planar and the five- and six-membered rings are trans-fused. The molecular geometry is partially stabilized by an intramolecular C—H⋯O hydrogen bond, forming an S(6) ring motif. In the crystal, molecules are linked by C—H⋯O and C—H⋯π interactions into a three-dimensional network. To further analyse the intermolecular interactions, a Hirshfeld surface analysis was performed. The results indicate that the most important contributions to the overall surface are from H⋯H (65.5%), O⋯H/H⋯O (17.5%) and C⋯H/H⋯C (14.3%) interactions. |
format | Online Article Text |
id | pubmed-8983980 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-89839802022-04-28 Crystal structure and Hirshfeld surface analysis of 7,7-dimethyl-2-phenyl-3,3a,4,6,7,8,9,9a-octahydro-1H-benzo[f]isoindole-1,5(2H)-dione Cheng, Dong Gao, Xinlei Huang, Jiating Meng, Xiang-Zhen Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(20)H(23)NO(2), was obtained via the reaction of N-allyl-N-phenylacrylamide with 3-iodocyclohex-2-en-1-one using PdCl(2)(PPh(3))(2) as a catalyst. The compound crystallizes in the monoclinic space group P2(1)/c. The fused-ring system is not planar and the five- and six-membered rings are trans-fused. The molecular geometry is partially stabilized by an intramolecular C—H⋯O hydrogen bond, forming an S(6) ring motif. In the crystal, molecules are linked by C—H⋯O and C—H⋯π interactions into a three-dimensional network. To further analyse the intermolecular interactions, a Hirshfeld surface analysis was performed. The results indicate that the most important contributions to the overall surface are from H⋯H (65.5%), O⋯H/H⋯O (17.5%) and C⋯H/H⋯C (14.3%) interactions. International Union of Crystallography 2022-03-10 /pmc/articles/PMC8983980/ /pubmed/35492273 http://dx.doi.org/10.1107/S2056989022002353 Text en © Cheng et al. 2022 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 | Research Communications Cheng, Dong Gao, Xinlei Huang, Jiating Meng, Xiang-Zhen Crystal structure and Hirshfeld surface analysis of 7,7-dimethyl-2-phenyl-3,3a,4,6,7,8,9,9a-octahydro-1H-benzo[f]isoindole-1,5(2H)-dione |
title | Crystal structure and Hirshfeld surface analysis of 7,7-dimethyl-2-phenyl-3,3a,4,6,7,8,9,9a-octahydro-1H-benzo[f]isoindole-1,5(2H)-dione |
title_full | Crystal structure and Hirshfeld surface analysis of 7,7-dimethyl-2-phenyl-3,3a,4,6,7,8,9,9a-octahydro-1H-benzo[f]isoindole-1,5(2H)-dione |
title_fullStr | Crystal structure and Hirshfeld surface analysis of 7,7-dimethyl-2-phenyl-3,3a,4,6,7,8,9,9a-octahydro-1H-benzo[f]isoindole-1,5(2H)-dione |
title_full_unstemmed | Crystal structure and Hirshfeld surface analysis of 7,7-dimethyl-2-phenyl-3,3a,4,6,7,8,9,9a-octahydro-1H-benzo[f]isoindole-1,5(2H)-dione |
title_short | Crystal structure and Hirshfeld surface analysis of 7,7-dimethyl-2-phenyl-3,3a,4,6,7,8,9,9a-octahydro-1H-benzo[f]isoindole-1,5(2H)-dione |
title_sort | crystal structure and hirshfeld surface analysis of 7,7-dimethyl-2-phenyl-3,3a,4,6,7,8,9,9a-octahydro-1h-benzo[f]isoindole-1,5(2h)-dione |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8983980/ https://www.ncbi.nlm.nih.gov/pubmed/35492273 http://dx.doi.org/10.1107/S2056989022002353 |
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