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4′-[2-(Trifluoro­meth­yl)phen­yl]-2,2′:6′,2′′-terpyridine

The title compound, C(22)H(14)F(3)N(3), is a versatile tridentate N-donor ligand consisting of a terpyridyl (terpy) molecule substituted in the 4′-position by a phenyl group, itself substituted in an ortho-position by a bulky trifluoro­methyl group. The phenyl ring is twisted as a result of steric i...

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Detalles Bibliográficos
Autores principales: Ledwaba, Peter, Munro, Orde Q., Stewart, Kirsty
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968217/
https://www.ncbi.nlm.nih.gov/pubmed/21581974
http://dx.doi.org/10.1107/S1600536809002384
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author Ledwaba, Peter
Munro, Orde Q.
Stewart, Kirsty
author_facet Ledwaba, Peter
Munro, Orde Q.
Stewart, Kirsty
author_sort Ledwaba, Peter
collection PubMed
description The title compound, C(22)H(14)F(3)N(3), is a versatile tridentate N-donor ligand consisting of a terpyridyl (terpy) molecule substituted in the 4′-position by a phenyl group, itself substituted in an ortho-position by a bulky trifluoro­methyl group. The phenyl ring is twisted as a result of steric inter­actions involving the bulky trifluoro­methyl substituent. This is reflected in the dihedral angle between the mean plane through the C atoms of the phenyl ring and the terpyridyl unit being 69.2 (1)°. The crystal structure contains no short van der Waals contacts. However, the terpy units stack in a head-to-tail orientation perpendicular to the c axis. The structure is is loosely stabilized by π–π inter­actions between the terminal pyridine rings of adjacent mol­ecules along the stack. The perpendicular distance between the mean planes through the terpy moieties of adjacent mol­ecules is 3.4 (1) Å.
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spelling pubmed-29682172010-12-30 4′-[2-(Trifluoro­meth­yl)phen­yl]-2,2′:6′,2′′-terpyridine Ledwaba, Peter Munro, Orde Q. Stewart, Kirsty Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(22)H(14)F(3)N(3), is a versatile tridentate N-donor ligand consisting of a terpyridyl (terpy) molecule substituted in the 4′-position by a phenyl group, itself substituted in an ortho-position by a bulky trifluoro­methyl group. The phenyl ring is twisted as a result of steric inter­actions involving the bulky trifluoro­methyl substituent. This is reflected in the dihedral angle between the mean plane through the C atoms of the phenyl ring and the terpyridyl unit being 69.2 (1)°. The crystal structure contains no short van der Waals contacts. However, the terpy units stack in a head-to-tail orientation perpendicular to the c axis. The structure is is loosely stabilized by π–π inter­actions between the terminal pyridine rings of adjacent mol­ecules along the stack. The perpendicular distance between the mean planes through the terpy moieties of adjacent mol­ecules is 3.4 (1) Å. International Union of Crystallography 2009-01-23 /pmc/articles/PMC2968217/ /pubmed/21581974 http://dx.doi.org/10.1107/S1600536809002384 Text en © Ledwaba et al. 2009 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
Ledwaba, Peter
Munro, Orde Q.
Stewart, Kirsty
4′-[2-(Trifluoro­meth­yl)phen­yl]-2,2′:6′,2′′-terpyridine
title 4′-[2-(Trifluoro­meth­yl)phen­yl]-2,2′:6′,2′′-terpyridine
title_full 4′-[2-(Trifluoro­meth­yl)phen­yl]-2,2′:6′,2′′-terpyridine
title_fullStr 4′-[2-(Trifluoro­meth­yl)phen­yl]-2,2′:6′,2′′-terpyridine
title_full_unstemmed 4′-[2-(Trifluoro­meth­yl)phen­yl]-2,2′:6′,2′′-terpyridine
title_short 4′-[2-(Trifluoro­meth­yl)phen­yl]-2,2′:6′,2′′-terpyridine
title_sort 4′-[2-(trifluoro­meth­yl)phen­yl]-2,2′:6′,2′′-terpyridine
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968217/
https://www.ncbi.nlm.nih.gov/pubmed/21581974
http://dx.doi.org/10.1107/S1600536809002384
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AT stewartkirsty 42trifluoromethylphenyl2262terpyridine