Is molecular chirality connected to supramolecular chirality? the particular case of chiral 2-pyridyl alcohols

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 de...

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Autor principal:	Di Salvo, Florencia
Publicado:	2015
Materias:	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
Acceso en línea:	https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_15287483_v15_n2_p935_Tsang http://hdl.handle.net/20.500.12110/paper_15287483_v15_n2_p935_Tsang
Aporte de:	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires

id	paper:paper_15287483_v15_n2_p935_Tsang
record_format	dspace
spelling	paper:paper_15287483_v15_n2_p935_Tsang2023-06-08T16:19:40Z Is molecular chirality connected to supramolecular chirality? the particular case of chiral 2-pyridyl alcohols Di Salvo, Florencia 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 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. Fil:Di Salvo, F. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. 2015 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_15287483_v15_n2_p935_Tsang http://hdl.handle.net/20.500.12110/paper_15287483_v15_n2_p935_Tsang
institution	Universidad de Buenos Aires
institution_str	I-28
repository_str	R-134
collection	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic	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
spellingShingle	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 Di Salvo, Florencia Is molecular chirality connected to supramolecular chirality? the particular case of chiral 2-pyridyl alcohols
topic_facet	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
description	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.
author	Di Salvo, Florencia
author_facet	Di Salvo, Florencia
author_sort	Di Salvo, Florencia
title	Is molecular chirality connected to supramolecular chirality? the particular case of chiral 2-pyridyl alcohols
title_short	Is molecular chirality connected to supramolecular chirality? the particular case of chiral 2-pyridyl alcohols
title_full	Is molecular chirality connected to supramolecular chirality? the particular case of chiral 2-pyridyl alcohols
title_fullStr	Is molecular chirality connected to supramolecular chirality? the particular case of chiral 2-pyridyl alcohols
title_full_unstemmed	Is molecular chirality connected to supramolecular chirality? the particular case of chiral 2-pyridyl alcohols
title_sort	is molecular chirality connected to supramolecular chirality? the particular case of chiral 2-pyridyl alcohols
publishDate	2015
url	https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_15287483_v15_n2_p935_Tsang http://hdl.handle.net/20.500.12110/paper_15287483_v15_n2_p935_Tsang
work_keys_str_mv	AT disalvoflorencia ismolecularchiralityconnectedtosupramolecularchiralitytheparticularcaseofchiral2pyridylalcohols
_version_	1768545066471653376

Is molecular chirality connected to supramolecular chirality? the particular case of chiral 2-pyridyl alcohols

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