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Crystal structure and Hirshfeld analysis of diethyl (2E,2′E)-3,3′-[1-(8-phenylisoquinolin-1-yl)-1H-indole-2,7-diyl]diacrylate
The molecule of title compound, C(33)H(28)N(2)O(4), comprises an indole unit (A), an isoquinoline moiety (B) and a benzene ring (C). The dihedral angles between these groups are A/B = 57.47 (1), A/C = 18.48 (1) and B/C = 57.97 (1) °. The ethyl acrylate group at the 2-position is nearly co-planar w...
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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International Union of Crystallography
2021
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8423018/ https://www.ncbi.nlm.nih.gov/pubmed/34584757 http://dx.doi.org/10.1107/S2056989021007829 |
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author | Zhang, Xue-Jun |
author_facet | Zhang, Xue-Jun |
author_sort | Zhang, Xue-Jun |
collection | PubMed |
description | The molecule of title compound, C(33)H(28)N(2)O(4), comprises an indole unit (A), an isoquinoline moiety (B) and a benzene ring (C). The dihedral angles between these groups are A/B = 57.47 (1), A/C = 18.48 (1) and B/C = 57.97 (1) °. The ethyl acrylate group at the 2-position is nearly co-planar with the indole unit [3.81 (2)°], while that at the 7-position is distinctly non-coplanar [52.64 (1)°]. Intramolecular π–π interactions between the indole unit and benzene ring help to establish the clip-shaped conformation of the molecule. In the crystal, the molecules are assembled into two-dimensional layers via C—H⋯O hydrogen bonds, π–π and C—H⋯π interactions. Hirshfeld surface analysis illustrates that the greatest contributions are from H⋯H (63.2%), C⋯H/H⋯C (15.4%) and O⋯H/H⋯O (14.8%) contacts. The terminal C(2)H(5) group of one of the ethyl acrylate side chains is disordered over two positions of equal occupancy. |
format | Online Article Text |
id | pubmed-8423018 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-84230182021-09-27 Crystal structure and Hirshfeld analysis of diethyl (2E,2′E)-3,3′-[1-(8-phenylisoquinolin-1-yl)-1H-indole-2,7-diyl]diacrylate Zhang, Xue-Jun Acta Crystallogr E Crystallogr Commun Research Communications The molecule of title compound, C(33)H(28)N(2)O(4), comprises an indole unit (A), an isoquinoline moiety (B) and a benzene ring (C). The dihedral angles between these groups are A/B = 57.47 (1), A/C = 18.48 (1) and B/C = 57.97 (1) °. The ethyl acrylate group at the 2-position is nearly co-planar with the indole unit [3.81 (2)°], while that at the 7-position is distinctly non-coplanar [52.64 (1)°]. Intramolecular π–π interactions between the indole unit and benzene ring help to establish the clip-shaped conformation of the molecule. In the crystal, the molecules are assembled into two-dimensional layers via C—H⋯O hydrogen bonds, π–π and C—H⋯π interactions. Hirshfeld surface analysis illustrates that the greatest contributions are from H⋯H (63.2%), C⋯H/H⋯C (15.4%) and O⋯H/H⋯O (14.8%) contacts. The terminal C(2)H(5) group of one of the ethyl acrylate side chains is disordered over two positions of equal occupancy. International Union of Crystallography 2021-08-06 /pmc/articles/PMC8423018/ /pubmed/34584757 http://dx.doi.org/10.1107/S2056989021007829 Text en © X.-J. Zhang 2021 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 Zhang, Xue-Jun Crystal structure and Hirshfeld analysis of diethyl (2E,2′E)-3,3′-[1-(8-phenylisoquinolin-1-yl)-1H-indole-2,7-diyl]diacrylate |
title | Crystal structure and Hirshfeld analysis of diethyl (2E,2′E)-3,3′-[1-(8-phenylisoquinolin-1-yl)-1H-indole-2,7-diyl]diacrylate |
title_full | Crystal structure and Hirshfeld analysis of diethyl (2E,2′E)-3,3′-[1-(8-phenylisoquinolin-1-yl)-1H-indole-2,7-diyl]diacrylate |
title_fullStr | Crystal structure and Hirshfeld analysis of diethyl (2E,2′E)-3,3′-[1-(8-phenylisoquinolin-1-yl)-1H-indole-2,7-diyl]diacrylate |
title_full_unstemmed | Crystal structure and Hirshfeld analysis of diethyl (2E,2′E)-3,3′-[1-(8-phenylisoquinolin-1-yl)-1H-indole-2,7-diyl]diacrylate |
title_short | Crystal structure and Hirshfeld analysis of diethyl (2E,2′E)-3,3′-[1-(8-phenylisoquinolin-1-yl)-1H-indole-2,7-diyl]diacrylate |
title_sort | crystal structure and hirshfeld analysis of diethyl (2e,2′e)-3,3′-[1-(8-phenylisoquinolin-1-yl)-1h-indole-2,7-diyl]diacrylate |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8423018/ https://www.ncbi.nlm.nih.gov/pubmed/34584757 http://dx.doi.org/10.1107/S2056989021007829 |
work_keys_str_mv | AT zhangxuejun crystalstructureandhirshfeldanalysisofdiethyl2e2e3318phenylisoquinolin1yl1hindole27diyldiacrylate |