Redetermination of dihydroartemisinin at 103 (2) K
Tthe structure of the title compound, C15H24O5, has been redetermined at 103 (2) K, with much improved precision. The title compound was first reported by Luo, Yeh, Brossi, Flippen-Anderson & Gillardi [Helv. Chim. Acta (1984). 67, 1515–1522]. It is a derivative...
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| Format: | Article |
| Language: | English |
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International Union of Crystallography
2008-01-01
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| Series: | Acta Crystallographica Section E |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S1600536807063180 |
| _version_ | 1819291348479508480 |
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| author | Jerry P. Jasinski Ray J. Butcher H. S. Yathirajan B. Narayana T. V. Sreevidya |
| author_facet | Jerry P. Jasinski Ray J. Butcher H. S. Yathirajan B. Narayana T. V. Sreevidya |
| author_sort | Jerry P. Jasinski |
| collection | DOAJ |
| description | Tthe structure of the title compound, C15H24O5, has been redetermined at 103 (2) K, with much improved precision. The title compound was first reported by Luo, Yeh, Brossi, Flippen-Anderson & Gillardi [Helv. Chim. Acta (1984). 67, 1515–1522]. It is a derivative of the antimalaria compound artemisinin and consists primarily of three substituted ring systems fused together. A cyclohexane ring (with a distorted chair conformation), is fused to a tetrahydropyran group (also with a distorted chair conformation), and is adjacent to an oxacycloheptane unit containing an endoperoxide bridge. This gives the molecule a unique three-dimensional arrangement. The crystal packing is stabilized by intermolecular C–H...O and O–H...O interactions between an H atom from the cyclohexane ring and an O atom from the endoperoxide bridge, as well as between the hydroxyl H atom and an O atom from a tetrahydropyran ring. |
| first_indexed | 2024-12-24T03:37:13Z |
| format | Article |
| id | doaj.art-3d38b5a7ff9b4dcb82165ac8afcf4b63 |
| institution | Directory Open Access Journal |
| issn | 1600-5368 |
| language | English |
| last_indexed | 2024-12-24T03:37:13Z |
| publishDate | 2008-01-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E |
| spelling | doaj.art-3d38b5a7ff9b4dcb82165ac8afcf4b632022-12-21T17:17:01ZengInternational Union of CrystallographyActa Crystallographica Section E1600-53682008-01-01641o89o9010.1107/S1600536807063180Redetermination of dihydroartemisinin at 103 (2) KJerry P. JasinskiRay J. ButcherH. S. YathirajanB. NarayanaT. V. SreevidyaTthe structure of the title compound, C15H24O5, has been redetermined at 103 (2) K, with much improved precision. The title compound was first reported by Luo, Yeh, Brossi, Flippen-Anderson & Gillardi [Helv. Chim. Acta (1984). 67, 1515–1522]. It is a derivative of the antimalaria compound artemisinin and consists primarily of three substituted ring systems fused together. A cyclohexane ring (with a distorted chair conformation), is fused to a tetrahydropyran group (also with a distorted chair conformation), and is adjacent to an oxacycloheptane unit containing an endoperoxide bridge. This gives the molecule a unique three-dimensional arrangement. The crystal packing is stabilized by intermolecular C–H...O and O–H...O interactions between an H atom from the cyclohexane ring and an O atom from the endoperoxide bridge, as well as between the hydroxyl H atom and an O atom from a tetrahydropyran ring.http://scripts.iucr.org/cgi-bin/paper?S1600536807063180 |
| spellingShingle | Jerry P. Jasinski Ray J. Butcher H. S. Yathirajan B. Narayana T. V. Sreevidya Redetermination of dihydroartemisinin at 103 (2) K Acta Crystallographica Section E |
| title | Redetermination of dihydroartemisinin at 103 (2) K |
| title_full | Redetermination of dihydroartemisinin at 103 (2) K |
| title_fullStr | Redetermination of dihydroartemisinin at 103 (2) K |
| title_full_unstemmed | Redetermination of dihydroartemisinin at 103 (2) K |
| title_short | Redetermination of dihydroartemisinin at 103 (2) K |
| title_sort | redetermination of dihydroartemisinin at 103 8197 2 k |
| url | http://scripts.iucr.org/cgi-bin/paper?S1600536807063180 |
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