Crystal structure of a mixture of lupeol-acetate tautomers isolated from Hieracium plumulosum A. Kerner, Asteraceae
Само за регистроване кориснике
1997
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Transparent single crystals obtained from the purified extract of the plant Hieracium plumulosum A. Kerner, Asteraceae were submitted to spectroscopic and X-ray studies. The spectroscopic (infra-red, mass spectrometry, 1 H and 13 C nuclear magnetic resonance) investigations suggested the presence of two isomers of lupeol acetate (C 32 H 52 O2) with tautomeric relationship. Their mixture crystallizes in the monoclinic system with space group P2 1 : a = 19.170(2) Å, b = 8.128(1) Å, c = 21.832(2) Å, β = 90.24(1)°, V = 3401.7(6) Å, Z = 4 (two molecules in the asymmetric unit), D(x) = 1.095 g cm -3 , μ(CuKα) = 0.488 mm -1 . The structure was solved by direct methods and refined to a final R = 0.071 for 6636 reflections with I > 2o(I). The bond lengths around C20/(C60) are between single and double bonds indicating the superposition of the tautomers, i.e., lup-20(29)-en-3β-ol and lup-19(20)-en-3β-ol acetates. They are distributed with different ratio in the symmetry-independent positions. In... addition, the difference maps revealed that toluene solvent molecules are also captured in the lattice. They substantially hindered the refinement of atomic positions in particular for the C19/(C59) functions.
Кључне речи:
Spectroscopy / X-ray crystallography / Tautomerism / Clathrate propertiesИзвор:
Journal of Molecular Structure, 1997, 435, 2, 169-179Финансирање / пројекти:
- The Serbian Ministry of Sciences under Condensed Matter Physics Project 01El8
DOI: 10.1016/S0022-2860(97)00192-0
ISSN: 0022-2860
WoS: A1997YL52300008
Scopus: 2-s2.0-0345055824
Институција/група
PharmacyTY - JOUR AU - Argay, Gy. AU - Kalman, A. AU - Kapor, Agneš AU - Ribar, B AU - Petrović, Silvana AU - Gorunović, M. PY - 1997 UR - https://farfar.pharmacy.bg.ac.rs/handle/123456789/5210 AB - Transparent single crystals obtained from the purified extract of the plant Hieracium plumulosum A. Kerner, Asteraceae were submitted to spectroscopic and X-ray studies. The spectroscopic (infra-red, mass spectrometry, 1 H and 13 C nuclear magnetic resonance) investigations suggested the presence of two isomers of lupeol acetate (C 32 H 52 O2) with tautomeric relationship. Their mixture crystallizes in the monoclinic system with space group P2 1 : a = 19.170(2) Å, b = 8.128(1) Å, c = 21.832(2) Å, β = 90.24(1)°, V = 3401.7(6) Å, Z = 4 (two molecules in the asymmetric unit), D(x) = 1.095 g cm -3 , μ(CuKα) = 0.488 mm -1 . The structure was solved by direct methods and refined to a final R = 0.071 for 6636 reflections with I > 2o(I). The bond lengths around C20/(C60) are between single and double bonds indicating the superposition of the tautomers, i.e., lup-20(29)-en-3β-ol and lup-19(20)-en-3β-ol acetates. They are distributed with different ratio in the symmetry-independent positions. In addition, the difference maps revealed that toluene solvent molecules are also captured in the lattice. They substantially hindered the refinement of atomic positions in particular for the C19/(C59) functions. T2 - Journal of Molecular Structure T1 - Crystal structure of a mixture of lupeol-acetate tautomers isolated from Hieracium plumulosum A. Kerner, Asteraceae VL - 435 IS - 2 SP - 169 EP - 179 DO - 10.1016/S0022-2860(97)00192-0 ER -
@article{ author = "Argay, Gy. and Kalman, A. and Kapor, Agneš and Ribar, B and Petrović, Silvana and Gorunović, M.", year = "1997", abstract = "Transparent single crystals obtained from the purified extract of the plant Hieracium plumulosum A. Kerner, Asteraceae were submitted to spectroscopic and X-ray studies. The spectroscopic (infra-red, mass spectrometry, 1 H and 13 C nuclear magnetic resonance) investigations suggested the presence of two isomers of lupeol acetate (C 32 H 52 O2) with tautomeric relationship. Their mixture crystallizes in the monoclinic system with space group P2 1 : a = 19.170(2) Å, b = 8.128(1) Å, c = 21.832(2) Å, β = 90.24(1)°, V = 3401.7(6) Å, Z = 4 (two molecules in the asymmetric unit), D(x) = 1.095 g cm -3 , μ(CuKα) = 0.488 mm -1 . The structure was solved by direct methods and refined to a final R = 0.071 for 6636 reflections with I > 2o(I). The bond lengths around C20/(C60) are between single and double bonds indicating the superposition of the tautomers, i.e., lup-20(29)-en-3β-ol and lup-19(20)-en-3β-ol acetates. They are distributed with different ratio in the symmetry-independent positions. In addition, the difference maps revealed that toluene solvent molecules are also captured in the lattice. They substantially hindered the refinement of atomic positions in particular for the C19/(C59) functions.", journal = "Journal of Molecular Structure", title = "Crystal structure of a mixture of lupeol-acetate tautomers isolated from Hieracium plumulosum A. Kerner, Asteraceae", volume = "435", number = "2", pages = "169-179", doi = "10.1016/S0022-2860(97)00192-0" }
Argay, Gy., Kalman, A., Kapor, A., Ribar, B., Petrović, S.,& Gorunović, M.. (1997). Crystal structure of a mixture of lupeol-acetate tautomers isolated from Hieracium plumulosum A. Kerner, Asteraceae. in Journal of Molecular Structure, 435(2), 169-179. https://doi.org/10.1016/S0022-2860(97)00192-0
Argay G, Kalman A, Kapor A, Ribar B, Petrović S, Gorunović M. Crystal structure of a mixture of lupeol-acetate tautomers isolated from Hieracium plumulosum A. Kerner, Asteraceae. in Journal of Molecular Structure. 1997;435(2):169-179. doi:10.1016/S0022-2860(97)00192-0 .
Argay, Gy., Kalman, A., Kapor, Agneš, Ribar, B, Petrović, Silvana, Gorunović, M., "Crystal structure of a mixture of lupeol-acetate tautomers isolated from Hieracium plumulosum A. Kerner, Asteraceae" in Journal of Molecular Structure, 435, no. 2 (1997):169-179, https://doi.org/10.1016/S0022-2860(97)00192-0 . .