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Tsang, M.Y.; Di Salvo, F.; Teixidor, F.; Viñas, C.; Planas, J.G.; Choquesillo-Lazarte, D.; Vanthuyne, N. "Is molecular chirality connected to supramolecular chirality? the particular case of chiral 2-pyridyl alcohols" (2015) Crystal Growth and Design. 15(2):935-945
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Abstract:

Ten structurally related racemic 2-pyridylmethyl alcohols containing an o-carborane core (1,2-closo-C2B10H10; rac-1a) or m-carborane (1,7-closo-C2B10H10; rac-2a) or p-carborane (1,7-closo-C2B10H10; rac-3a) and their enantiopure forms (R- and S-1a or R- and S-2a or R- and S-3a), as well as an iodo derivative of rac-3a (rac-4a) and a non-carborane derivative (C6H5; rac-5) have been studied by single crystal X-ray crystallography. All racemic and enantiopure structures show O-H⋯N hydrogen bonded homochiral 21-helical networks, except that for rac-3a, which forms O-H⋯N hydrogen bonded trimers. A comparison of these X-ray structures with that for others found in the Cambridge Structural Database for chiral 2-pyridyl alcohols-either in racemic or enantiopure forms-that form O-H⋯N hydrogen bonded homochiral 21-helical networks reveals a possible relationship between the torsion angle of the hydrogen bond donor and acceptor groups in these molecules and the hydrogen bonded supramolecular helices formed in the solid state. © 2015 American Chemical Society.

Registro:

Documento: Artículo
Título:Is molecular chirality connected to supramolecular chirality? the particular case of chiral 2-pyridyl alcohols
Autor:Tsang, M.Y.; Di Salvo, F.; Teixidor, F.; Viñas, C.; Planas, J.G.; Choquesillo-Lazarte, D.; Vanthuyne, N.
Filiación:Institut de Ciència de Materials de Barcelona (ICMAB-CSIC), Campus U.A.B., Bellaterra, 08193, Spain
F.D.S: Departamento de Quimica Inorganica, Analitica, y Quimica Fisica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Buenos Aires, C1428EHA, Argentina
Laboratorio de Estudios Cristalográficos, IACT, CSIC-Universidad de Granada, Avda. de las Palmeras 4, Armilla, Granada, 18100, Spain
Aix Marseille Université, Centrale Marseille, CNRS, iSm2 UMR 7313, Marseille, 13397, France
Palabras clave:Chirality; Crystallography; Hydrogen bonds; Single crystals; Stereochemistry; Supramolecular chemistry; Cambridge Structural Databases; Carborane derivatives; Hydrogen bond donors; Molecular chirality; Single crystal X-ray crystallography; Supramolecular chirality; Torsion angle; X-ray structure; X ray crystallography
Año:2015
Volumen:15
Número:2
Página de inicio:935
Página de fin:945
DOI: http://dx.doi.org/10.1021/cg501748x
Título revista:Crystal Growth and Design
Título revista abreviado:Cryst. Growth Des.
ISSN:15287483
CODEN:CGDEF
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_15287483_v15_n2_p935_Tsang

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Citas:

---------- APA ----------
Tsang, M.Y., Di Salvo, F., Teixidor, F., Viñas, C., Planas, J.G., Choquesillo-Lazarte, D. & Vanthuyne, N. (2015) . Is molecular chirality connected to supramolecular chirality? the particular case of chiral 2-pyridyl alcohols. Crystal Growth and Design, 15(2), 935-945.
http://dx.doi.org/10.1021/cg501748x
---------- CHICAGO ----------
Tsang, M.Y., Di Salvo, F., Teixidor, F., Viñas, C., Planas, J.G., Choquesillo-Lazarte, D., et al. "Is molecular chirality connected to supramolecular chirality? the particular case of chiral 2-pyridyl alcohols" . Crystal Growth and Design 15, no. 2 (2015) : 935-945.
http://dx.doi.org/10.1021/cg501748x
---------- MLA ----------
Tsang, M.Y., Di Salvo, F., Teixidor, F., Viñas, C., Planas, J.G., Choquesillo-Lazarte, D., et al. "Is molecular chirality connected to supramolecular chirality? the particular case of chiral 2-pyridyl alcohols" . Crystal Growth and Design, vol. 15, no. 2, 2015, pp. 935-945.
http://dx.doi.org/10.1021/cg501748x
---------- VANCOUVER ----------
Tsang, M.Y., Di Salvo, F., Teixidor, F., Viñas, C., Planas, J.G., Choquesillo-Lazarte, D., et al. Is molecular chirality connected to supramolecular chirality? the particular case of chiral 2-pyridyl alcohols. Cryst. Growth Des. 2015;15(2):935-945.
http://dx.doi.org/10.1021/cg501748x