Cargando…
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...
Autores principales: | , , |
---|---|
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 |
_version_ | 1782189808464953344 |
---|---|
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. |
format | Text |
id | pubmed-2968217 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT ledwabapeter 42trifluoromethylphenyl2262terpyridine AT munroordeq 42trifluoromethylphenyl2262terpyridine AT stewartkirsty 42trifluoromethylphenyl2262terpyridine |