Open AccessA 1:1 co‐crystal of quinol and pyridine
Author(s) -
Oswald Iain D. H.,
Motherwell W. D. Sam,
Parsons Simon
Publication year - 2004
Publication title -
acta crystallographica section e
Language(s) - English
Resource type - Journals
ISSN - 1600-5368
DOI - 10.1107/s1600536804024547
Subject(s) - pyridine , chemistry , stacking , hydrogen bond , acceptor , molecule , crystal structure , crystal (programming language) , crystallography , stereochemistry , photochemistry , medicinal chemistry , organic chemistry , physics , computer science , programming language , condensed matter physics
A co‐crystal of quinol and pyridine would be expected to form with 1:2 stoichiometry because quinol has two hydrogen‐bond donors and pyridine has one hydrogen‐bond acceptor which is more basic than phenolic oxygen. We report the structure of a 1:1 co‐crystal, viz . quinol–pyridine (1/1), C 6 H 6 O 2 ·C 5 H 5 N, which does not conform to this expectation. Its stability appears to imply that a combination of individually relatively weak C—H⋯O, C—H⋯π and π–π stacking interactions are energetically competitive with O—H⋯N hydrogen bonds. Quinol molecules lie on inversion centres, while pyridine is in a general position.