Is it all in the hinge? A kryptoracemate and three of its alternative racemic polymorphs of an aminonitrile

R. Laubenstein; M.-D. Şerb; U. Englert; G. Raabe; T. Braun; B. Braun

doi:10.1039/C5CC08992A

Is it all in the hinge? A kryptoracemate and three of its alternative racemic polymorphs of an aminonitrile†

R. Laubenstein,^a M.-D. Şerb,^b U. Englert,^c G. Raabe,^d T. Braun*^a and B. Braun*^a

* Corresponding authors

^a Institute of Chemistry, Humboldt University Berlin, Brook-Taylor-Str. 2, 12489 Berlin, Germany
E-mail: beatrice.braun@hu-berlin.de

^b Faculty of Applied Chemistry and Materials Science, University Politehnica of Bucharest, Polizu 1, 011061 Bucharest, Romania

^c Institute of Inorganic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germany

^d Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germany

Abstract

Four polymorphs of 2-(perfluorophenyl)-2-(phenylamino)acetonitrile have been crystallized and structurally analyzed: in addition to three racemic crystals, a rare kryptoracemate has been obtained. The central single bonds allow for conformational flexibility: the kryptoracemate as well as two of the remaining polymorphs contain several independent molecules with different conformation. In contrast to these uncommon packing modes, the fourth phase is unexceptional and crystallizes with a single molecule in the asymmetric unit. Individual crystallization batches may contain several crystal forms concomitantly.

Supplementary files

Article information

DOI: https://doi.org/10.1039/C5CC08992A
Article type: Communication
Submitted: 29 Oct 2015
Accepted: 18 Nov 2015
First published: 18 Nov 2015
This article is Open Access

Download Citation

Chem. Commun., 2016,52, 1214-1217

Author version available

Download author version (PDF)

Permissions

Request permissions

Is it all in the hinge? A kryptoracemate and three of its alternative racemic polymorphs of an aminonitrile

R. Laubenstein, M.-D. Şerb, U. Englert, G. Raabe, T. Braun and B. Braun, Chem. Commun., 2016, 52, 1214 DOI: 10.1039/C5CC08992A

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

Chemical Communications

Is it all in the hinge? A kryptoracemate and three of its alternative racemic polymorphs of an aminonitrile†

Abstract

Supplementary files

Article information

Download Citation

Author version available

Permissions

Is it all in the hinge? A kryptoracemate and three of its alternative racemic polymorphs of an aminonitrile

Social activity

Search articles by author

Spotlight

Advertisements