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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...

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Detalles Bibliográficos
Autores principales: Salorinne, Kirsi, Tero, Tiia-Riikka, Lahtinen, Tanja
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
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.
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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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