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4,4-Difluoro-2,3;5,6-bis(tetramethylene)-4-bora-3a,4a-diaza-s-indacene (LD540)
The title compound, C(18)H(21)BF(2)N(2), is a lipophilic dye based on a BODIPY fluorophore backbone, which was developed for microscopic imaging of lipid droplets; the molecule has a planar BODIPY core [dihedral angle between the pyrrole rings = 2.3 (3)°] and two tetramethylene substituents at t...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3914101/ https://www.ncbi.nlm.nih.gov/pubmed/24527006 http://dx.doi.org/10.1107/S1600536813033448 |
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author | Salorinne, Kirsi Tero, Tiia-Riikka Lahtinen, Tanja |
author_facet | Salorinne, Kirsi Tero, Tiia-Riikka Lahtinen, Tanja |
author_sort | Salorinne, Kirsi |
collection | PubMed |
description | The title compound, C(18)H(21)BF(2)N(2), is a lipophilic dye based on a BODIPY fluorophore backbone, which was developed for microscopic imaging of lipid droplets; the molecule has a planar BODIPY core [dihedral angle between the pyrrole rings = 2.3 (3)°] and two tetramethylene substituents at the 2,3- and 5,6-positions in a half-chair conformation. One of the tetramethylene substituents is disordered over two two sets of sites with site occupancies of 0.5. In the crystal, pairs of C—H⋯F interactions link the molecules into inversion dimers. Neighbouring dimers are linked by further C—H⋯F interactions, forming an infinite array. C—H⋯π and π–π [centroid–centroid distance = 4.360 (3) Å] interactions are observed between the BODIPY core and the tetramethylene substituents of neighbouring dimer pairs. |
format | Online Article Text |
id | pubmed-3914101 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-39141012014-02-13 4,4-Difluoro-2,3;5,6-bis(tetramethylene)-4-bora-3a,4a-diaza-s-indacene (LD540) Salorinne, Kirsi Tero, Tiia-Riikka Lahtinen, Tanja Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(18)H(21)BF(2)N(2), is a lipophilic dye based on a BODIPY fluorophore backbone, which was developed for microscopic imaging of lipid droplets; the molecule has a planar BODIPY core [dihedral angle between the pyrrole rings = 2.3 (3)°] and two tetramethylene substituents at the 2,3- and 5,6-positions in a half-chair conformation. One of the tetramethylene substituents is disordered over two two sets of sites with site occupancies of 0.5. In the crystal, pairs of C—H⋯F interactions link the molecules into inversion dimers. Neighbouring dimers are linked by further C—H⋯F interactions, forming an infinite array. C—H⋯π and π–π [centroid–centroid distance = 4.360 (3) Å] interactions are observed between the BODIPY core and the tetramethylene substituents of neighbouring dimer pairs. International Union of Crystallography 2013-12-18 /pmc/articles/PMC3914101/ /pubmed/24527006 http://dx.doi.org/10.1107/S1600536813033448 Text en © Salorinne et al. 2014 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 Salorinne, Kirsi Tero, Tiia-Riikka Lahtinen, Tanja 4,4-Difluoro-2,3;5,6-bis(tetramethylene)-4-bora-3a,4a-diaza-s-indacene (LD540) |
title | 4,4-Difluoro-2,3;5,6-bis(tetramethylene)-4-bora-3a,4a-diaza-s-indacene (LD540) |
title_full | 4,4-Difluoro-2,3;5,6-bis(tetramethylene)-4-bora-3a,4a-diaza-s-indacene (LD540) |
title_fullStr | 4,4-Difluoro-2,3;5,6-bis(tetramethylene)-4-bora-3a,4a-diaza-s-indacene (LD540) |
title_full_unstemmed | 4,4-Difluoro-2,3;5,6-bis(tetramethylene)-4-bora-3a,4a-diaza-s-indacene (LD540) |
title_short | 4,4-Difluoro-2,3;5,6-bis(tetramethylene)-4-bora-3a,4a-diaza-s-indacene (LD540) |
title_sort | 4,4-difluoro-2,3;5,6-bis(tetramethylene)-4-bora-3a,4a-diaza-s-indacene (ld540) |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3914101/ https://www.ncbi.nlm.nih.gov/pubmed/24527006 http://dx.doi.org/10.1107/S1600536813033448 |
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