Coordinative resolution of 1-phenyl- and 1-naphthyl-3-methyl-3-phospholene 1-oxides with calcium hydrogen O,O′-dibenzoyl-(2R,3R)-tartrate or calcium hydrogen O,O′-di-p-toluyl-(2R,3R)-tartrate

Tetrahedron Asymmetry

Volumn 19, Issue 16, 2008, Pages 1973-1977

  Ujj, Viktória ^a   Schindler, József ^b   Novák, Tibor ^c   Czugler, Mátyás ^d   Fogassy, Elemér ^a   Keglevich, György ^a  

^a BUDAPEST UNIVERSITY OF TECHNOLOGY AND ECONOMICS   (Hungary)

^b INSTITUTE OF EXPERIMENTAL MEDICINE   (Hungary)

^c Szolyva u 2B   (Hungary)

^d CHEMICAL RESEARCH CENTER   (Hungary)

Author keywords

[No Author keywords available]

Indexed keywords

1 NAPHTHYL 3 METHYL 3 PHOSPHOLENE 1 OXIDE DERIVATIVE; 1 PHENYL 3 METHYL 3 PHOSPHOLENE 1 OXIDE DERIVATIVE; CALCIUM HYDROGEN O,O' DI 4 TOLUYL TARTRATE; CALCIUM HYDROGEN O,O' DIBENZOYL TARTRATE; OXIDE; TARTARIC ACID; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; ENANTIOSELECTIVITY; PRIORITY JOURNAL; STOICHIOMETRY; X RAY CRYSTALLOGRAPHY;

EID: 50649118056     PISSN: 09574166     EISSN: 1362511X     Source Type: Journal    
DOI: 10.1016/j.tetasy.2008.07.029     Document Type: Article

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26. 3).
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31. 2, S values: 0.0876, 0.2374, 0.99, Flack x = 0.03(5). Around the convergence of the refinement procedure, the presence of two symmetry-independent, but also apparently pseudo-symmetry related, partly occupied atomic sites was conceived from difference electron density maps. These were first tentatively assigned as partially occupied O atoms of putative water sites. Somewhat unusual U-values indicated that these densities may stem from lower atomic number elements, possibly C atoms. This notion is also supported that these sites are only about 1.4-1.6 Å far from two neighboring carboxyl O atoms each. As such 'binding' O atoms also have normal displacement values supporting fully populated atomic sites for these, the possibility of water involvement is less probable. Although the final scattering model incorporates two such partial C sites, no further tracing and improvement seemed neither possible nor feasible. So these conclusions point to the suggestion that the crystal studied in the XRD experiment was either contaminated with a minute amount of some ester or underwent esterification while crystallization took place, thus forming a solid solution. Such a totally incommensurate solid solution would also explain the unanticipated and relative extensive disorder leading to a somewhat poor scattering model. Crystallographic data (excluding structure factors) for the structures in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication number CCDC 693853. Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK [fax: +44 (0)1223336033 or e-mail: deposit@ccdc.cam.ac.uk].