The three-component cocrystal 1,3,5-trifluoro-2,4,6-triiodobenzene-pyridine N-oxide-water (1/2/1) built up by halogen bonds, hydrogen bonds and π-π interactions

The title three-component cocrystal, C6F3I3·2C5H5NO·H2O, has been prepared as a strong candidate for multiple I⋯O interactions. Its crystal structure is compared with its 1:1 close relative, C6F3I3·C5H5NO [Aakeröy et al. (2014a ). CrystEngComm, 16, 28-31]. The 1,3,5-trifluoro-2,4,6-triiodobenzene an...

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Autores principales: Raffo, P.A., Cukiernik, F.D., Baggio, R.F.
Formato: JOUR
Materias:
acceptor
crystal structure
multiple C-I⋯O interactions
strong pyridine N-oxide
supramolecular mesogens
Hydrogen bonds
O rings
Pyridine
Axial symmetry
Directional interactions
Halogen bonds
Mesogens
Pyridine N-oxide
Three component
Water species
Crystal structure
Acceso en línea:http://hdl.handle.net/20.500.12110/paper_20532296_v71_n2_p84_Raffo
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Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires
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spelling todo:paper_20532296_v71_n2_p84_Raffo2023-10-03T16:38:59Z The three-component cocrystal 1,3,5-trifluoro-2,4,6-triiodobenzene-pyridine N-oxide-water (1/2/1) built up by halogen bonds, hydrogen bonds and π-π interactions Raffo, P.A. Cukiernik, F.D. Baggio, R.F. acceptor crystal structure multiple C-I⋯O interactions strong pyridine N-oxide supramolecular mesogens Hydrogen bonds O rings Pyridine acceptor Axial symmetry Directional interactions Halogen bonds Mesogens Pyridine N-oxide Three component Water species Crystal structure The title three-component cocrystal, C6F3I3·2C5H5NO·H2O, has been prepared as a strong candidate for multiple I⋯O interactions. Its crystal structure is compared with its 1:1 close relative, C6F3I3·C5H5NO [Aakeröy et al. (2014a ). CrystEngComm, 16, 28-31]. The 1,3,5-trifluoro-2,4,6-triiodobenzene and water species both have crystallographic twofold axial symmetry. The main synthon in both structures is the π-π stacking of benzene rings, complemented by a number of O-H⋯O, C-F⋯π and, fundamentally, C-I⋯O interactions. As expected, the latter are among the strongest and more directional interactions of the sort reported in the literature, confirming that pyridine N-oxide is an eager acceptor. On the other hand, the structure presents only two of these contacts per 1,3,5-trifluoro-2,4,6-triiodobenzene molecule instead of the expected three. Possible reasons for this limitation are analyzed. © 2015 International Union of Crystallography. Fil:Raffo, P.A. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Cukiernik, F.D. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_20532296_v71_n2_p84_Raffo
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic acceptor
crystal structure
multiple C-I⋯O interactions
strong pyridine N-oxide
supramolecular mesogens
Hydrogen bonds
O rings
Pyridine
acceptor
Axial symmetry
Directional interactions
Halogen bonds
Mesogens
Pyridine N-oxide
Three component
Water species
Crystal structure
spellingShingle acceptor
crystal structure
multiple C-I⋯O interactions
strong pyridine N-oxide
supramolecular mesogens
Hydrogen bonds
O rings
Pyridine
acceptor
Axial symmetry
Directional interactions
Halogen bonds
Mesogens
Pyridine N-oxide
Three component
Water species
Crystal structure
Raffo, P.A.
Cukiernik, F.D.
Baggio, R.F.
The three-component cocrystal 1,3,5-trifluoro-2,4,6-triiodobenzene-pyridine N-oxide-water (1/2/1) built up by halogen bonds, hydrogen bonds and π-π interactions
topic_facet acceptor
crystal structure
multiple C-I⋯O interactions
strong pyridine N-oxide
supramolecular mesogens
Hydrogen bonds
O rings
Pyridine
acceptor
Axial symmetry
Directional interactions
Halogen bonds
Mesogens
Pyridine N-oxide
Three component
Water species
Crystal structure
description The title three-component cocrystal, C6F3I3·2C5H5NO·H2O, has been prepared as a strong candidate for multiple I⋯O interactions. Its crystal structure is compared with its 1:1 close relative, C6F3I3·C5H5NO [Aakeröy et al. (2014a ). CrystEngComm, 16, 28-31]. The 1,3,5-trifluoro-2,4,6-triiodobenzene and water species both have crystallographic twofold axial symmetry. The main synthon in both structures is the π-π stacking of benzene rings, complemented by a number of O-H⋯O, C-F⋯π and, fundamentally, C-I⋯O interactions. As expected, the latter are among the strongest and more directional interactions of the sort reported in the literature, confirming that pyridine N-oxide is an eager acceptor. On the other hand, the structure presents only two of these contacts per 1,3,5-trifluoro-2,4,6-triiodobenzene molecule instead of the expected three. Possible reasons for this limitation are analyzed. © 2015 International Union of Crystallography.
format JOUR
author Raffo, P.A.
Cukiernik, F.D.
Baggio, R.F.
author_facet Raffo, P.A.
Cukiernik, F.D.
Baggio, R.F.
author_sort Raffo, P.A.
title The three-component cocrystal 1,3,5-trifluoro-2,4,6-triiodobenzene-pyridine N-oxide-water (1/2/1) built up by halogen bonds, hydrogen bonds and π-π interactions
title_short The three-component cocrystal 1,3,5-trifluoro-2,4,6-triiodobenzene-pyridine N-oxide-water (1/2/1) built up by halogen bonds, hydrogen bonds and π-π interactions
title_full The three-component cocrystal 1,3,5-trifluoro-2,4,6-triiodobenzene-pyridine N-oxide-water (1/2/1) built up by halogen bonds, hydrogen bonds and π-π interactions
title_fullStr The three-component cocrystal 1,3,5-trifluoro-2,4,6-triiodobenzene-pyridine N-oxide-water (1/2/1) built up by halogen bonds, hydrogen bonds and π-π interactions
title_full_unstemmed The three-component cocrystal 1,3,5-trifluoro-2,4,6-triiodobenzene-pyridine N-oxide-water (1/2/1) built up by halogen bonds, hydrogen bonds and π-π interactions
title_sort three-component cocrystal 1,3,5-trifluoro-2,4,6-triiodobenzene-pyridine n-oxide-water (1/2/1) built up by halogen bonds, hydrogen bonds and π-π interactions
url http://hdl.handle.net/20.500.12110/paper_20532296_v71_n2_p84_Raffo
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