DOI: 10.1021/acs.cgd.6c00350 ISSN: 1528-7483
Intramolecular O−H···O Hydrogen Bonding in Crystal Structures of Ortho -Hydroxymethyl-hydroxy (Hetero)arenes
Diba Keyhanfar, Petre Makreski, Monika Stojanovska Pecova, Valeria Ferretti, Valerio Bertolasi, Nenad Judaš, Dritan Hasa, Catherine Tuleu, Dejan-Krešimir Bučar, Aleksandar CvetkovskiAbstract
A crystallographic study of pyridoxine salts, combined with a survey of ortho-hydroxymethyl-hydroxy arenes and heteroarenes in the Cambridge Structural Database, was used to evaluate the persistence of intramolecular hydrogen bonding in crystalline ortho-hydroxymethyl-hydroxy (hetero)arenes. The presented analyses suggest that steric effects play a significant role in the formation of intramolecular hydrogen bonds in this class of compounds.