Chaperone Compounds for Co-crystallization of Organics

Often in less than one hour our single-crystal X-ray diffraction (SC-XRD) solutions enable high-quality 3D structure analysis – including absolute structure determination. This makes SC-XRD an extremely fast and comprehensive method. However, a large number of small or highly flexible organic molecules remain intractable to established crystallization methods. Our new sets of Chaperones provide access to highly effective co-crystallization, which adds a powerful method to the toolbox of chemists and crystallographers.

• The chaperone method is fast and easy to use
• Structures in hours rather than weeks
• Small quantities of analyte required
• Excellent quality crystals
• Sample screen of 52 organic compounds
  -  Diffraction-quality crystals in 88% of cases
  -  High resolution X-ray structures in 77% of cases
• The chaperone compounds are highly stable
• 100% analyte occupancy in the crystal guarantees reliable determination of the absolute configuration

Three different sets of Chaperons are currently available:

• 1,3,5,7-Tetrakis(2,4-diethoxyphenyl)adamantane (TEO) P/N A30D250
• 1,3,5,7-Tetrakis(2,4-dimethoxyphenyl)adamantane (TDA) P/N A30D251
• 1,3,5,7-Tetrakis(2-bromo-4-methoxyphenyl)adamantane (TBro) P/N A30D252

In addition to the chaperone each set consists of:

• 30 crystallization vials
• Instruction set on memory stick
• Reference publications

The chaperones can significantly increase the probability of successful crystallization and provide faster access to the absolute 3D structure of an organic analyte.

• F. Rami, J. Nowak, F. Krupp, W. Frey, C. Richert, Co-Crystallization of an organic solid and a tetraaryladamantane at room temperature. Beilstein J. Org. Chem. 2021, 17, 1476-1480.
• F. Krupp, M.-I. Picher, W. Frey, B. Plietker, C. Richert, Determining the Relative Configuration of Propargyl Cyclopropanes by Co-Crystallization. Synlett 2021, 32, 350-353.
• M. E. Casco, F. Krupp, S. Grätz, A. Schwenger, V. Damakoudi, C. Richert, W. Frey, L. Borchardt, Non-porous organic crystals and their interaction with guest molecules from the gas phase. Adsorption 2020, 26, 1323-1333.
• F. Krupp, W. Frey, C. Richert, Absolute Configuration of Small Molecules by Co-Crystallization. Angew. Chem. 2020, 132, 16009-16013; Angew. Chem. Int. Ed. 2020, 59, 15875-15879.
• F. Krupp, S. He, W. Frey, C. Richert, A crystalline ready-to-use form of cyclopentadiene. Synlett 2018, 29, 1707-1710.

• P.-E. Alexandre, A. Schwenger, W. Frey, C. Richert, High loading crystals of tetraaryladamantanes and the uptake and release of aromatic hydrocarbons from the gas phase. Chem. Eur. J. 2017, 23, 9018-9021.
• C. Richert, F. Krupp, Encapsulating organic crystals (EnOCs). Synlett 2017, 28, 1763-1766.
• A. Schwenger, W. Frey, C. Richert, Reagents with a crystalline coat. Angew. Chem. 2016, 128, 13910-13913; Angew. Chem. Int. Ed. 2016, 55, 13706-13709.
• A. Schwenger, W. Frey, C. Richert, Tetrakis(dimethoxyphenyl)adamantane (TDA) and its inclusion complexes in the crystalline state: A versatile carrier for small molecules. Chem. Eur. J. 2015, 21, 8781-8789.