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Abstract:

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.

Registro:

Documento: Artículo
Título: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
Autor:Raffo, P.A.; Cukiernik, F.D.; Baggio, R.F.
Filiación:Departamento de Quimica Inorganica, Analitica y Quimica, Fisica/INQUIMAE-CONICET, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Buenos Aires, Argentina
Gerencia de Investigación y Aplicaciones, Centro Atómico Constituyentes, Comisión Nacional de Energía Atómica, Buenos Aires, Argentina
Palabras clave: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
Año:2015
Volumen:71
Número:2
Página de inicio:84
Página de fin:88
DOI: http://dx.doi.org/10.1107/S205322961402796X
Título revista:Acta Crystallographica Section C: Structural Chemistry
Título revista abreviado:Acta crystallogr., C Struct. Chem.
ISSN:20532296
CODEN:ACSCG
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_20532296_v71_n2_p84_Raffo

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Citas:

---------- APA ----------
Raffo, P.A., Cukiernik, F.D. & Baggio, R.F. (2015) . 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. Acta Crystallographica Section C: Structural Chemistry, 71(2), 84-88.
http://dx.doi.org/10.1107/S205322961402796X
---------- CHICAGO ----------
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" . Acta Crystallographica Section C: Structural Chemistry 71, no. 2 (2015) : 84-88.
http://dx.doi.org/10.1107/S205322961402796X
---------- MLA ----------
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" . Acta Crystallographica Section C: Structural Chemistry, vol. 71, no. 2, 2015, pp. 84-88.
http://dx.doi.org/10.1107/S205322961402796X
---------- VANCOUVER ----------
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. Acta crystallogr., C Struct. Chem. 2015;71(2):84-88.
http://dx.doi.org/10.1107/S205322961402796X