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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...

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Autores principales: Cheng, Dong, Gao, Xinlei, Huang, Jiating, Meng, Xiang-Zhen
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2022
Materias:
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.
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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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