The dimer of phenylpropiolyl chloride

Wasserman, Harry H.; Wasserman, Elga R.; Coats, Steven J.; Davis, R.; Lynch, Vincent M.; Wiberg, Kenneth B.

doi:10.1016/j.tetlet.2008.01.115

Cited by 4 publications

(2 citation statements)

References 10 publications

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“…Structures of co-crystals of isomers are unusual because the functional groups of the two components are usually the same while the molecules that form co-crystals usually have Projection along a (length 3.80 Å ) of RIZJUG (Wasserman et al, 2008; space group P1).…”

Section: Discussionmentioning

confidence: 99%

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Failures of fractional crystallization: ordered co-crystals of isomers and near isomers

Kelley

Fábián

Brock

2011

Acta Crystallogr B Struct Sci

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A list of 270 structures of ordered co-crystals of isomers, near isomers and molecules that are almost the same has been compiled. Searches for structures containing isomers could be automated by the use of IUPAC International Chemical Identifier (InChI™) strings but searches for co-crystals of very similar molecules were more labor intensive. Compounds in which the heteromolecular A···B interactions are clearly better than the average of the homomolecular A···A and B···B interactions were excluded. The two largest structural classes found include co-crystals of configurational diastereomers and of quasienantiomers (or quasiracemates). These two groups overlap. There are 114 co-crystals of diastereomers and the same number of quasiracemates, with 71 structures being counted in both groups; together the groups account for 157 structures or 58% of the total. The large number of quasiracemates is strong evidence for inversion symmetry being very favorable for crystal packing. Co-crystallization of two diastereomers is especially likely if a 1,1 switch of a methyl group and an H atom, or of an inversion of a [2.2.1] or [2.2.2] cage, in one of the diastereomers would make the two molecules enantiomers.

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Section: Discussionmentioning

confidence: 99%

“…The co-crystal of cis and trans isomers shown in Fig. 11 (RIZJUG;Wasserman et al, 2008) is an example. Fig.…”

Section: Final Commentsmentioning

confidence: 99%