Crystal Growth and Design p. 1139 - 1149 (2020)
Update date:2022-08-04
Topics:
Carstens, Thalia
Haynes, Delia A.
Smith, Vincent J.
A systematic study of the effect of crystallization method on the resulting solid-state form of a series of organic cocrystals has been carried out. Cocrystals of p-benzoquinone (BQ) and one of four monosubstituted p-halophenols were made by crystallization from chloroform, cosublimation in vacuo, and neat grinding. Cocrystals with both 1:1 and 2:1 donor-acceptor ratios can be prepared from all four BQ-halophenol combinations. Here we report the preparation of four new cocrystals of BQ with either 4-fluorophenol or 4-iodophenol. In the case of the 1:1 4-fluorophenol-BQ cocrystal, different polymorphs were isolated by recrystallization from solution and cosublimation. Sublimation is shown to be an important technique in accessing the phase space of cocrystals.
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