A P212121 polymorph of (+)-clusianone
The title compound, C33H42O4[systematic name: (1S,5S,7R)-3-benzoyl-4-hydroxy-8,8-dimethyl-1,5,7-tris(3-methylbut-2-enyl) bicyclo[3.3.1]nona-3-ene-2,9-dione], has a central bicyclo[3.3.1]nonane-2,4,9- trione surrounded by tetraprenylated and benzoyl groups. The compound was recrystallized several tim...
| Main Authors: | , , , , |
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| Format: | Article |
| Language: | English English |
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International Union of Crystallography
2013
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| Online Access: | http://psasir.upm.edu.my/id/eprint/30268/ http://psasir.upm.edu.my/id/eprint/30268/1/A%20P212121%20polymorph%20of.pdf |
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| author | Nagalingam, Sree Vaneesa Wong, Janet Pik Ching Break, Mohammed Khaled Mohamed Tahir, Mohamed Ibrahim Khoo, Teng Jin |
| author_facet | Nagalingam, Sree Vaneesa Wong, Janet Pik Ching Break, Mohammed Khaled Mohamed Tahir, Mohamed Ibrahim Khoo, Teng Jin |
| author_sort | Nagalingam, Sree Vaneesa |
| building | UPM Institutional Repository |
| collection | Online Access |
| description | The title compound, C33H42O4[systematic name: (1S,5S,7R)-3-benzoyl-4-hydroxy-8,8-dimethyl-1,5,7-tris(3-methylbut-2-enyl) bicyclo[3.3.1]nona-3-ene-2,9-dione], has a central bicyclo[3.3.1]nonane-2,4,9- trione surrounded by tetraprenylated and benzoyl groups. The compound was recrystallized several times in methanol using both a slow evaporation method and with a crystal-seeding technique. This subsequently produced diffraction-quality crystals which crystallize in the orthorhombic space group P212121, in contrast to a previous report of a structure determination in the Pna21 space group [McCandlish et al. (1976). Acta Cryst. B32, 1793-1801]. The title compound has a melting point of 365-366 K, and a specific rotation [α]20value of +51.94°. A strong intramolecular O-H⋯O hydrogen bond is noted. In the crystal, molecules are assembled in the ab plane by weak C-H⋯O interactions. |
| first_indexed | 2025-11-15T09:05:45Z |
| format | Article |
| id | upm-30268 |
| institution | Universiti Putra Malaysia |
| institution_category | Local University |
| language | English English |
| last_indexed | 2025-11-15T09:05:45Z |
| publishDate | 2013 |
| publisher | International Union of Crystallography |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | upm-302682015-12-07T03:30:42Z http://psasir.upm.edu.my/id/eprint/30268/ A P212121 polymorph of (+)-clusianone Nagalingam, Sree Vaneesa Wong, Janet Pik Ching Break, Mohammed Khaled Mohamed Tahir, Mohamed Ibrahim Khoo, Teng Jin The title compound, C33H42O4[systematic name: (1S,5S,7R)-3-benzoyl-4-hydroxy-8,8-dimethyl-1,5,7-tris(3-methylbut-2-enyl) bicyclo[3.3.1]nona-3-ene-2,9-dione], has a central bicyclo[3.3.1]nonane-2,4,9- trione surrounded by tetraprenylated and benzoyl groups. The compound was recrystallized several times in methanol using both a slow evaporation method and with a crystal-seeding technique. This subsequently produced diffraction-quality crystals which crystallize in the orthorhombic space group P212121, in contrast to a previous report of a structure determination in the Pna21 space group [McCandlish et al. (1976). Acta Cryst. B32, 1793-1801]. The title compound has a melting point of 365-366 K, and a specific rotation [α]20value of +51.94°. A strong intramolecular O-H⋯O hydrogen bond is noted. In the crystal, molecules are assembled in the ab plane by weak C-H⋯O interactions. International Union of Crystallography 2013-12 Article PeerReviewed application/pdf en http://psasir.upm.edu.my/id/eprint/30268/1/A%20P212121%20polymorph%20of.pdf Nagalingam, Sree Vaneesa and Wong, Janet Pik Ching and Break, Mohammed Khaled and Mohamed Tahir, Mohamed Ibrahim and Khoo, Teng Jin (2013) A P212121 polymorph of (+)-clusianone. Acta Crystallographica Section E: Structure Reports Online, 69 (pt.12). o1799-o1800. ISSN 1600-5368 http://journals.iucr.org/e/issues/2013/12/00/tk5270/ 10.1107/S1600536813031036 English |
| spellingShingle | Nagalingam, Sree Vaneesa Wong, Janet Pik Ching Break, Mohammed Khaled Mohamed Tahir, Mohamed Ibrahim Khoo, Teng Jin A P212121 polymorph of (+)-clusianone |
| title | A P212121 polymorph of (+)-clusianone |
| title_full | A P212121 polymorph of (+)-clusianone |
| title_fullStr | A P212121 polymorph of (+)-clusianone |
| title_full_unstemmed | A P212121 polymorph of (+)-clusianone |
| title_short | A P212121 polymorph of (+)-clusianone |
| title_sort | p212121 polymorph of (+)-clusianone |
| url | http://psasir.upm.edu.my/id/eprint/30268/ http://psasir.upm.edu.my/id/eprint/30268/ http://psasir.upm.edu.my/id/eprint/30268/ http://psasir.upm.edu.my/id/eprint/30268/1/A%20P212121%20polymorph%20of.pdf |