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Crystal structures of 2,3,8,9,14,15-hexamethyl-5,6,11,12,17,18-hexaazatrinaphthylene and 2,3,8,9,14,15-hexaphenyl-5,6,11,12,17,18-hexazatrinaphthylene dichloromethane disolvate
The crystal structures of two substituted HATN (hexaazatrinaphthylene) derivatives, namely 2,3,8,9,14,15-hexamethyl- and 2,3,8,9,14,15-hexaphenyl-5,6,11,12,17,18- hexazatrinaphthylene (HATNMe(6) and HATNPh(6)), are reported. Whereas the structure of the methyl-substituted derivative (HATNMe...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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International Union of Crystallography
2018
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5956329/ https://www.ncbi.nlm.nih.gov/pubmed/29850046 http://dx.doi.org/10.1107/S2056989018000725 |
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author | Fangmann, Pia Schmidtmann, Marc Beckhaus, Rüdiger |
author_facet | Fangmann, Pia Schmidtmann, Marc Beckhaus, Rüdiger |
author_sort | Fangmann, Pia |
collection | PubMed |
description | The crystal structures of two substituted HATN (hexaazatrinaphthylene) derivatives, namely 2,3,8,9,14,15-hexamethyl- and 2,3,8,9,14,15-hexaphenyl-5,6,11,12,17,18- hexazatrinaphthylene (HATNMe(6) and HATNPh(6)), are reported. Whereas the structure of the methyl-substituted derivative (HATNMe(6)) contains no solvent molecules (C(30)H(24)N(6)), the hexaphenyl-substituted structure (HATNPh(6)) contains two molecules of dichloromethane (C(60)H(36)N(6)·2CH(2)Cl(2)). This class of planar bridging ligands is known for its electron-deficient systems and its ability to form π–π stacking interactions. Indeed, in both crystal structures strong π–π stacking interactions are observed, but with different packing features. The dichloromethane molecules in the crystal structure of HATNPh(6) are situated in the voids and are involved in C—H⋯N contacts to the nitrogen atoms of the pyrazine units. |
format | Online Article Text |
id | pubmed-5956329 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-59563292018-05-30 Crystal structures of 2,3,8,9,14,15-hexamethyl-5,6,11,12,17,18-hexaazatrinaphthylene and 2,3,8,9,14,15-hexaphenyl-5,6,11,12,17,18-hexazatrinaphthylene dichloromethane disolvate Fangmann, Pia Schmidtmann, Marc Beckhaus, Rüdiger Acta Crystallogr E Crystallogr Commun Research Communications The crystal structures of two substituted HATN (hexaazatrinaphthylene) derivatives, namely 2,3,8,9,14,15-hexamethyl- and 2,3,8,9,14,15-hexaphenyl-5,6,11,12,17,18- hexazatrinaphthylene (HATNMe(6) and HATNPh(6)), are reported. Whereas the structure of the methyl-substituted derivative (HATNMe(6)) contains no solvent molecules (C(30)H(24)N(6)), the hexaphenyl-substituted structure (HATNPh(6)) contains two molecules of dichloromethane (C(60)H(36)N(6)·2CH(2)Cl(2)). This class of planar bridging ligands is known for its electron-deficient systems and its ability to form π–π stacking interactions. Indeed, in both crystal structures strong π–π stacking interactions are observed, but with different packing features. The dichloromethane molecules in the crystal structure of HATNPh(6) are situated in the voids and are involved in C—H⋯N contacts to the nitrogen atoms of the pyrazine units. International Union of Crystallography 2018-01-16 /pmc/articles/PMC5956329/ /pubmed/29850046 http://dx.doi.org/10.1107/S2056989018000725 Text en © Fangmann et al. 2018 http://creativecommons.org/licenses/by/2.0/uk/ 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/2.0/uk/ |
spellingShingle | Research Communications Fangmann, Pia Schmidtmann, Marc Beckhaus, Rüdiger Crystal structures of 2,3,8,9,14,15-hexamethyl-5,6,11,12,17,18-hexaazatrinaphthylene and 2,3,8,9,14,15-hexaphenyl-5,6,11,12,17,18-hexazatrinaphthylene dichloromethane disolvate |
title | Crystal structures of 2,3,8,9,14,15-hexamethyl-5,6,11,12,17,18-hexaazatrinaphthylene and 2,3,8,9,14,15-hexaphenyl-5,6,11,12,17,18-hexazatrinaphthylene dichloromethane disolvate |
title_full | Crystal structures of 2,3,8,9,14,15-hexamethyl-5,6,11,12,17,18-hexaazatrinaphthylene and 2,3,8,9,14,15-hexaphenyl-5,6,11,12,17,18-hexazatrinaphthylene dichloromethane disolvate |
title_fullStr | Crystal structures of 2,3,8,9,14,15-hexamethyl-5,6,11,12,17,18-hexaazatrinaphthylene and 2,3,8,9,14,15-hexaphenyl-5,6,11,12,17,18-hexazatrinaphthylene dichloromethane disolvate |
title_full_unstemmed | Crystal structures of 2,3,8,9,14,15-hexamethyl-5,6,11,12,17,18-hexaazatrinaphthylene and 2,3,8,9,14,15-hexaphenyl-5,6,11,12,17,18-hexazatrinaphthylene dichloromethane disolvate |
title_short | Crystal structures of 2,3,8,9,14,15-hexamethyl-5,6,11,12,17,18-hexaazatrinaphthylene and 2,3,8,9,14,15-hexaphenyl-5,6,11,12,17,18-hexazatrinaphthylene dichloromethane disolvate |
title_sort | crystal structures of 2,3,8,9,14,15-hexamethyl-5,6,11,12,17,18-hexaazatrinaphthylene and 2,3,8,9,14,15-hexaphenyl-5,6,11,12,17,18-hexazatrinaphthylene dichloromethane disolvate |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5956329/ https://www.ncbi.nlm.nih.gov/pubmed/29850046 http://dx.doi.org/10.1107/S2056989018000725 |
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