Synthesis, crystal structure and molecular conformation of (±)-1-oxoferruginol and (±)-shonanol
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| 008 | 161128e20041001xx s 000 0 eng | ||
| 024 | 7 | 0 | |a 10.1524/zkri.219.10.659.50814 |2 doi |
| 035 | |a (NATIONALLICENCE)gruyter-10.1524/zkri.219.10.659.50814 | ||
| 245 | 0 | 0 | |a Synthesis, crystal structure and molecular conformation of (±)-1-oxoferruginol and (±)-shonanol |h [Elektronische Daten] |c [Swastik Mondal, Monika Mukherjee, Arnab Roy, Debabrata Mukherjee] |
| 520 | 3 | |a (±)-1-oxoferruginol and (±)-shonanol, two potential intermediates in the synthesis of tricyclic diterpenoid ferruginol, have been prepared and crystal structures of the compounds have been investigated using single-crystal X-ray diffraction data. The methyl groups of the isopropyl moiety in (±)-shonanol are disordered over two positions with occupation factors 0.65(1) and 0.35(1), respectively. Although the chemical structures of two compounds are very similar, a C—C single bond in the terminal six-membered ring of (±)-1-oxoferruginol is replaced by a C=C bond in (±)-shonanol, the quantitative isostructurality index calculations indicate that the structures are not isostructural. Intermolecular O—H O hydrogen bonds between pairs of molecules in the compounds related by center of inversion lead to characteristic dimers forming R22(16) rings. The molecular conformation of (±)-1-oxoferruginol obtained from the semi-empirical quantum mechanical AM1 calculation shows good agreement with the X-ray structures. | |
| 540 | |a © 2004 Oldenbourg Wissenschaftsverlag GmbH | ||
| 690 | 7 | |a Crystallography |2 nationallicence | |
| 690 | 7 | |a Inorganic chemistry |2 nationallicence | |
| 690 | 7 | |a Organic chemistry |2 nationallicence | |
| 700 | 1 | |a Mondal |D Swastik |4 aut | |
| 700 | 1 | |a Mukherjee |D Monika |4 aut | |
| 700 | 1 | |a Roy |D Arnab |4 aut | |
| 700 | 1 | |a Mukherjee |D Debabrata |4 aut | |
| 773 | 0 | |t Zeitschrift für Kristallographie - Crystalline Materials |d De Gruyter Oldenbourg |g 219/10(2004-10-01), 659-663 |x 2194-4946 |q 219:10<659 |1 2004 |2 219 |o zkri | |
| 856 | 4 | 0 | |u https://doi.org/10.1524/zkri.219.10.659.50814 |q text/html |z Onlinezugriff via DOI |
| 908 | |D 1 |a research article |2 jats | ||
| 950 | |B NATIONALLICENCE |P 856 |E 40 |u https://doi.org/10.1524/zkri.219.10.659.50814 |q text/html |z Onlinezugriff via DOI | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Mondal |D Swastik |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Mukherjee |D Monika |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Roy |D Arnab |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Mukherjee |D Debabrata |4 aut | ||
| 950 | |B NATIONALLICENCE |P 773 |E 0- |t Zeitschrift für Kristallographie - Crystalline Materials |d De Gruyter Oldenbourg |g 219/10(2004-10-01), 659-663 |x 2194-4946 |q 219:10<659 |1 2004 |2 219 |o zkri | ||
| 900 | 7 | |b CC0 |u http://creativecommons.org/publicdomain/zero/1.0 |2 nationallicence | |
| 898 | |a BK010053 |b XK010053 |c XK010000 | ||
| 949 | |B NATIONALLICENCE |F NATIONALLICENCE |b NL-gruyter | ||