Crystal structure study of (E)-3-(4-Nitrobenzyloxyimino)hexahydroazepin-2-one using synchrotron radiation
NOHA, 3-(4-nitrobenzyloxyimino)hexahydroazepin-2-one, is a potent anticonvulsive agent. It occurs in two stereoisomers, the Z and E forms. (E)-NOHA is about 1.5 times more active than (Z)-NOHA. While accurate structural data are available for (Z)-NOHA, those for the E form have remained, until recen...
| Veröffentlicht in: | Journal of synchrotron radiation. - 1994. - 4(1997), Pt 2 vom: 01. März, Seite 78-82 |
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| Weitere Verfasser: | , , |
| Format: | Aufsatz |
| Sprache: | English |
| Veröffentlicht: |
1997
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| Zugriff auf das übergeordnete Werk: | Journal of synchrotron radiation |
| Schlagworte: | Journal Article |
| Zusammenfassung: | NOHA, 3-(4-nitrobenzyloxyimino)hexahydroazepin-2-one, is a potent anticonvulsive agent. It occurs in two stereoisomers, the Z and E forms. (E)-NOHA is about 1.5 times more active than (Z)-NOHA. While accurate structural data are available for (Z)-NOHA, those for the E form have remained, until recently, highly speculative due to the lack of single crystals of suitable size for X-ray analysis and to the instability of the E isomer under radiation exposure. For structure-activity correlation purposes, efforts have been made to solve the crystal structure of the E isomer. Data collection from tiny needle crystals has been performed using synchrotron radiation. An initial molecular-packing model of this compound was obtained by energy-based and X-ray data modelling and successfully refined by molecular-dynamics methods: space group P2(1)/c, a = 6.225 (5), b = 17.885 (5), c = 12.157 (5) A, beta = 92.35 (5) degrees , R-factor = 3.5% for 343 reflections. In this contribution the crystal and molecular structure of (E)-NOHA is reported and the role of the hydrogen bond acting as the driving force in the intermolecular assembly in the (E)-NOHA crystal is highlighted |
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| Beschreibung: | Date Completed 23.04.2008 Date Revised 15.05.2006 published: Print Citation Status PubMed-not-MEDLINE |
| ISSN: | 0909-0495 |