Journal article
Four novel spirooxazacamphorsultam derivatives
Acta crystallographica. Section C, Structural chemistry, Vol.66(12), pp.O600-O605
12/2010
DOI: 10.1107/S0108270110041843
PMID: 21123893
Abstract
The chiral compounds (6aS,9S,10aR)-11,11-dimethyl-5,5-dioxo-2,3,8,9-tetrahydro-6H-6a,9-methanooxazaolo[2,3-i][2,1] benzisothiazol-10(7H)-one, C12H17NO4S, (1), (7aS,10S,11aR)-12,12-dimethyl- 6,6-dioxo-3,4,9,10-tetrahydro-7H-7a, 10-methano-2H-1,3- oxazino[2,3-i][2,1] benzisothiazol-11(8H)-one, C13H19NO4S, (2), (6aS,9S,10R,10aR)-11,11-dimethyl-5,5-dioxo-2,3,7,8,9,10-hexahydro-6H-6a,9-methanooxazolo[2,3-i][2,1] benzisothiazol-10- ol, C12H19NO4S, (3), and (7aS,10S,11R,11aR)-12,12-dimethyl-6,6-dioxo-3,4,8,9,10,11-hexahydro-7H-7a-methano-2H-[1,3]oxazino[2,3-i][2,1] benzisothiazol-11-ol, C13H21NO4S, (4), consist of a camphor core with a five-membered spirosultaoxazolidine or six-membered spirosultaoxazine, as both their keto and hydroxy derivatives. In each structure, the molecules are linked via hydrogen bonding to the sulfonyl O atoms, forming chains in the unit-cell b-axis direction. The chains interconnect via weak C-H center dot center dot center dot O interactions. The keto compounds have very similar packing but represent the highest melting [507-508 K for (1)] and lowest melting [457-458 K for (2)] solids.
Details
- Title: Subtitle
- Four novel spirooxazacamphorsultam derivatives
- Creators
- Burkhardt I. Wilke - Knox CollegeAngela K. Goodenough - Knox CollegeCory C. Bausch - Knox CollegeErika N. Cline - Knox CollegeM. Leigh Abrams - Knox CollegeEffrat L. Fayer - Knox CollegeDale C. Swenson - University of IowaDiana M. Cermak - Knox College
- Resource Type
- Journal article
- Publication Details
- Acta crystallographica. Section C, Structural chemistry, Vol.66(12), pp.O600-O605
- Publisher
- Int Union Crystallography
- DOI
- 10.1107/S0108270110041843
- PMID
- 21123893
- ISSN
- 2053-2296
- eISSN
- 2053-2296
- Number of pages
- 6
- Grant note
- Knox College Ford Foundation Knox College
- Language
- English
- Date published
- 12/2010
- Academic Unit
- Chemistry
- Record Identifier
- 9984622045202771
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