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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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Autor principal: Zhang, Xue-Jun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2021
Materias:
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.
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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
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