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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...

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Autores principales: Fangmann, Pia, Schmidtmann, Marc, Beckhaus, Rüdiger
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2018
Materias:
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.
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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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