10-(3,5-Dinitro­phen­yl)-5,5-difluoro-1,3,7,9-tetra­methyl-5H-dipyrrolo­[1,2-c:2′,1′-f][1,3,2]diaza­borinin-4-ium-5-uide

In an effort to discover new potential boron-dipyrromethene (BODIPY) dyes, the title compound, C(19)H(17)BF(2)N(4)O(4), was prepared from 2,4-dimethyl­pyrrole, 3,5-dinitro­benzaldehyde and boron trifluoride in a one-pot reaction. The BODIPY fragment is nearly planar, with a maximum deviation from th...

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Detalles Bibliográficos
Autores principales: Cui, Ai-Jun, Wang, Yan, He, Jie, Li, Xiang, He, Ming-Yang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3647845/
https://www.ncbi.nlm.nih.gov/pubmed/23723811
http://dx.doi.org/10.1107/S1600536813008027
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author Cui, Ai-Jun
Wang, Yan
He, Jie
Li, Xiang
He, Ming-Yang
author_facet Cui, Ai-Jun
Wang, Yan
He, Jie
Li, Xiang
He, Ming-Yang
author_sort Cui, Ai-Jun
collection PubMed
description In an effort to discover new potential boron-dipyrromethene (BODIPY) dyes, the title compound, C(19)H(17)BF(2)N(4)O(4), was prepared from 2,4-dimethyl­pyrrole, 3,5-dinitro­benzaldehyde and boron trifluoride in a one-pot reaction. The BODIPY fragment is nearly planar, with a maximum deviation from the least-squares plane of 0.251 (2) Å, and the benzene ring is inclined at a dihedral angle of 86.8 (6)° to the BODIPY mean plane. In the crystal, pairs of C—H⋯F hydrogen bonds connect neighbouring mol­ecules into inversion dimers, which are linked by further strong C—H⋯F inter­actions, forming a supra­molecular layered array parallel to the bc plane.
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spelling pubmed-36478452013-05-30 10-(3,5-Dinitro­phen­yl)-5,5-difluoro-1,3,7,9-tetra­methyl-5H-dipyrrolo­[1,2-c:2′,1′-f][1,3,2]diaza­borinin-4-ium-5-uide Cui, Ai-Jun Wang, Yan He, Jie Li, Xiang He, Ming-Yang Acta Crystallogr Sect E Struct Rep Online Organic Papers In an effort to discover new potential boron-dipyrromethene (BODIPY) dyes, the title compound, C(19)H(17)BF(2)N(4)O(4), was prepared from 2,4-dimethyl­pyrrole, 3,5-dinitro­benzaldehyde and boron trifluoride in a one-pot reaction. The BODIPY fragment is nearly planar, with a maximum deviation from the least-squares plane of 0.251 (2) Å, and the benzene ring is inclined at a dihedral angle of 86.8 (6)° to the BODIPY mean plane. In the crystal, pairs of C—H⋯F hydrogen bonds connect neighbouring mol­ecules into inversion dimers, which are linked by further strong C—H⋯F inter­actions, forming a supra­molecular layered array parallel to the bc plane. International Union of Crystallography 2013-04-05 /pmc/articles/PMC3647845/ /pubmed/23723811 http://dx.doi.org/10.1107/S1600536813008027 Text en © Cui et al. 2013 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Cui, Ai-Jun
Wang, Yan
He, Jie
Li, Xiang
He, Ming-Yang
10-(3,5-Dinitro­phen­yl)-5,5-difluoro-1,3,7,9-tetra­methyl-5H-dipyrrolo­[1,2-c:2′,1′-f][1,3,2]diaza­borinin-4-ium-5-uide
title 10-(3,5-Dinitro­phen­yl)-5,5-difluoro-1,3,7,9-tetra­methyl-5H-dipyrrolo­[1,2-c:2′,1′-f][1,3,2]diaza­borinin-4-ium-5-uide
title_full 10-(3,5-Dinitro­phen­yl)-5,5-difluoro-1,3,7,9-tetra­methyl-5H-dipyrrolo­[1,2-c:2′,1′-f][1,3,2]diaza­borinin-4-ium-5-uide
title_fullStr 10-(3,5-Dinitro­phen­yl)-5,5-difluoro-1,3,7,9-tetra­methyl-5H-dipyrrolo­[1,2-c:2′,1′-f][1,3,2]diaza­borinin-4-ium-5-uide
title_full_unstemmed 10-(3,5-Dinitro­phen­yl)-5,5-difluoro-1,3,7,9-tetra­methyl-5H-dipyrrolo­[1,2-c:2′,1′-f][1,3,2]diaza­borinin-4-ium-5-uide
title_short 10-(3,5-Dinitro­phen­yl)-5,5-difluoro-1,3,7,9-tetra­methyl-5H-dipyrrolo­[1,2-c:2′,1′-f][1,3,2]diaza­borinin-4-ium-5-uide
title_sort 10-(3,5-dinitro­phen­yl)-5,5-difluoro-1,3,7,9-tetra­methyl-5h-dipyrrolo­[1,2-c:2′,1′-f][1,3,2]diaza­borinin-4-ium-5-uide
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3647845/
https://www.ncbi.nlm.nih.gov/pubmed/23723811
http://dx.doi.org/10.1107/S1600536813008027
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