thumbnail|250px|Crystal structure of a nitrobenzene bound within a hemicarcerand reported by Donald J. Cram|Cram and coworkers in Chem. Commun., 1997, 1303-1304.
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thumbnail|250px|Crystal structure of a nitrobenzene bound within a hemicarcerand reported by Donald J. Cram|Cram and coworkers in Chem. Commun., 1997, 1303-1304.
In host–guest chemistry, a carcerand () is a host molecule that completely entraps its guest (which can be an ion, atom or other chemical species) so that it will not escape even at high temperatures. This type of molecule was first described in 1985 by Donald J. Cram and coworkers. The complexes formed by a carcerand with permanently imprisoned guests are called carceplexes.
Discovered by embedding cosine similarity (sentence-transformers MiniLM, 384-dim).