The paper reports on the molecular and crystal structure of the diastereomeric salt (4) formed by the (11-oxo-11H-dibenzo[b,f][1,4]thiazepin-10-yl)-acetate (H-12) and the brucinium resolving agent. Experimental evidences suggest that the salt was obtained by a crystallization-induced dynamic resolution of the tricyclic compound 2, which seems to constitute the first example of successful application of this technique to tricycles of this kind. A systematic comparison with already published structural data of compounds containing brucine (molecule/ion) evidences that in 4 the resolving cation assembles in an unusual host framework. A review of the solid state structures containing brucine/ brucinium moieties available in the literature provides some simple rules which help to exclude/identify a priori the supramolecular host (brucine molecule/ion) framework.
Uncommon crystal motif of brucine in its diastereomeric salt with (11-oxo-11H-dibenzo[b,f][1,4]thiazepin-10-yl)-acetic acid. A case of possible crystallization-induced dynamic resolution / M. Altamura; A. Guidi; L. Jerry; Paola Paoli; Patrizia Rossi. - In: CRYSTENGCOMM. - ISSN 1466-8033. - ELETTRONICO. - 13:(2011), pp. 2310-2317. [10.1039/c0ce00595a]
Uncommon crystal motif of brucine in its diastereomeric salt with (11-oxo-11H-dibenzo[b,f][1,4]thiazepin-10-yl)-acetic acid. A case of possible crystallization-induced dynamic resolution
PAOLI, PAOLA;ROSSI, PATRIZIA
2011
Abstract
The paper reports on the molecular and crystal structure of the diastereomeric salt (4) formed by the (11-oxo-11H-dibenzo[b,f][1,4]thiazepin-10-yl)-acetate (H-12) and the brucinium resolving agent. Experimental evidences suggest that the salt was obtained by a crystallization-induced dynamic resolution of the tricyclic compound 2, which seems to constitute the first example of successful application of this technique to tricycles of this kind. A systematic comparison with already published structural data of compounds containing brucine (molecule/ion) evidences that in 4 the resolving cation assembles in an unusual host framework. A review of the solid state structures containing brucine/ brucinium moieties available in the literature provides some simple rules which help to exclude/identify a priori the supramolecular host (brucine molecule/ion) framework.File | Dimensione | Formato | |
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