title: Exploring the relationship between cocrystal stability and symmetry: is Wallach's rule applicable to multi-component solids?
abstract: Comparison of structure and hydration stability of pairs of chiral and racemic binary cocrystals indicates that the racemic solid is more stable than the chiral one; we illustrate that this difference might arise from intermolecular (crystal packing) factors in one case, while intramolecular (molecular conformation) factors are more significant in the other.
authors: Pfizer Institute for Pharmaceutical Materials Science, Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW, UK.
authors: Tomislav
authors: T
authors: Friscić
authors: László
authors: L
authors: Fábián
authors: Jonathan C
authors: JC
authors: Burley
authors: David G
authors: DG
authors: Reid
authors: Melinda J
authors: MJ
authors: Duer
authors: William
authors: W
authors: Jones
mesh_terms: D002110:Caffeine / Q000737:chemistry*; D003460:Crystallization; D018360:Crystallography, X-Ray; D004355:Drug Stability; D006860:Hydrogen Bonding; D008293:Malates / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism; D013644:Tartrates / Q000737:chemistry*; D013806:Theophylline / Q000737:chemistry*; D014867:Water / Q000737:chemistry
chemical_list: D008293:Malates; D013644:Tartrates; D014867:Water; D002110:Caffeine; C030298:malic acid; D013806:Theophylline; C029768:tartaric acid