Crystal structure and Hirshfeld surface analysis of 3,4-di­hydro-2H-anthra[1,2-b][1,4]dioxepine-8,13-dione

The title compound, C(17)H(12)O(4), was synthesized from the dye alizarin. The dihedral angle between the mean plane of the anthra­quinone ring system (r.m.s. deviation = 0.039 Å) and the dioxepine ring is 16.29 (8)°. In the crystal, the mol­ecules are linked by C—H⋯O hydrogen bonds, forming sheets...

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Autores principales: Zazouli, Sofia, Chigr, Mohammed, Jouaiti, Ahmed, Kyritsakas, Nathalie, Ketatni, El Mostafa
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2020
Materias:
Research Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7133044/
https://www.ncbi.nlm.nih.gov/pubmed/32280507
http://dx.doi.org/10.1107/S2056989020003965
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author Zazouli, Sofia
Chigr, Mohammed
Jouaiti, Ahmed
Kyritsakas, Nathalie
Ketatni, El Mostafa
author_facet Zazouli, Sofia
Chigr, Mohammed
Jouaiti, Ahmed
Kyritsakas, Nathalie
Ketatni, El Mostafa
author_sort Zazouli, Sofia
collection PubMed
description The title compound, C(17)H(12)O(4), was synthesized from the dye alizarin. The dihedral angle between the mean plane of the anthra­quinone ring system (r.m.s. deviation = 0.039 Å) and the dioxepine ring is 16.29 (8)°. In the crystal, the mol­ecules are linked by C—H⋯O hydrogen bonds, forming sheets lying parallel to the ab plane. The sheets are connected through π–π and C=O⋯π inter­actions to generate a three-dimensional supra­molecular network. Hirshfeld surface analysis was used to investigate inter­molecular inter­actions in the solid-state: the most important contributions are from H⋯H (43.0%), H⋯O/O⋯H (27%), H⋯C/C⋯H (13.8%) and C⋯C (12.4%) contacts.
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spelling pubmed-71330442020-04-10 Crystal structure and Hirshfeld surface analysis of 3,4-di­hydro-2H-anthra[1,2-b][1,4]dioxepine-8,13-dione Zazouli, Sofia Chigr, Mohammed Jouaiti, Ahmed Kyritsakas, Nathalie Ketatni, El Mostafa Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(17)H(12)O(4), was synthesized from the dye alizarin. The dihedral angle between the mean plane of the anthra­quinone ring system (r.m.s. deviation = 0.039 Å) and the dioxepine ring is 16.29 (8)°. In the crystal, the mol­ecules are linked by C—H⋯O hydrogen bonds, forming sheets lying parallel to the ab plane. The sheets are connected through π–π and C=O⋯π inter­actions to generate a three-dimensional supra­molecular network. Hirshfeld surface analysis was used to investigate inter­molecular inter­actions in the solid-state: the most important contributions are from H⋯H (43.0%), H⋯O/O⋯H (27%), H⋯C/C⋯H (13.8%) and C⋯C (12.4%) contacts. International Union of Crystallography 2020-03-27 /pmc/articles/PMC7133044/ /pubmed/32280507 http://dx.doi.org/10.1107/S2056989020003965 Text en © Zazouli et al. 2020 http://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.http://creativecommons.org/licenses/by/4.0/
spellingShingle Research Communications
Zazouli, Sofia
Chigr, Mohammed
Jouaiti, Ahmed
Kyritsakas, Nathalie
Ketatni, El Mostafa
Crystal structure and Hirshfeld surface analysis of 3,4-di­hydro-2H-anthra[1,2-b][1,4]dioxepine-8,13-dione
title Crystal structure and Hirshfeld surface analysis of 3,4-di­hydro-2H-anthra[1,2-b][1,4]dioxepine-8,13-dione
title_full Crystal structure and Hirshfeld surface analysis of 3,4-di­hydro-2H-anthra[1,2-b][1,4]dioxepine-8,13-dione
title_fullStr Crystal structure and Hirshfeld surface analysis of 3,4-di­hydro-2H-anthra[1,2-b][1,4]dioxepine-8,13-dione
title_full_unstemmed Crystal structure and Hirshfeld surface analysis of 3,4-di­hydro-2H-anthra[1,2-b][1,4]dioxepine-8,13-dione
title_short Crystal structure and Hirshfeld surface analysis of 3,4-di­hydro-2H-anthra[1,2-b][1,4]dioxepine-8,13-dione
title_sort crystal structure and hirshfeld surface analysis of 3,4-di­hydro-2h-anthra[1,2-b][1,4]dioxepine-8,13-dione
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7133044/
https://www.ncbi.nlm.nih.gov/pubmed/32280507
http://dx.doi.org/10.1107/S2056989020003965
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