Research output: Contribution to journal › Article › peer-review
Crystal structures of а series of 1-substituted imidazol-4,5-dicarboxylic acids. / Brusina, Maria A.; Gurzhiy, Vladislav V.; Myznikov, Leonid V.; Iljin, Viktor V.; Ramsh, Stanislav M.; Piotrovskiy, Levon B.
In: Zeitschrift fur Kristallographie - Crystalline Materials, Vol. 239, No. 1-2, 29.01.2024, p. 43-49.Research output: Contribution to journal › Article › peer-review
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TY - JOUR
T1 - Crystal structures of а series of 1-substituted imidazol-4,5-dicarboxylic acids
AU - Brusina, Maria A.
AU - Gurzhiy, Vladislav V.
AU - Myznikov, Leonid V.
AU - Iljin, Viktor V.
AU - Ramsh, Stanislav M.
AU - Piotrovskiy, Levon B.
PY - 2024/1/29
Y1 - 2024/1/29
N2 - Crystal structure of a series of 1-alkylimidazole-4,5-dicarboxylic acids has been determined. It is shown that an increase in the length of the alkyl group leads to drastic changes in the crystal and molecular structures. 1-Methyl and 1-ethylimidazole-4,5-dicarboxylic acid crystallize in zwitterionic form, but 1-propyl- and 1-butylimidazole-4,5-dicarboxylic acid crystallize as rare equimolar mixture of neutral and zwitterionic tautomeric forms. The observed changes in the crystal and molecular structures are apparently associated with the steric factor, which determines both the packing method and the tautomeric composition of the unit cell.
AB - Crystal structure of a series of 1-alkylimidazole-4,5-dicarboxylic acids has been determined. It is shown that an increase in the length of the alkyl group leads to drastic changes in the crystal and molecular structures. 1-Methyl and 1-ethylimidazole-4,5-dicarboxylic acid crystallize in zwitterionic form, but 1-propyl- and 1-butylimidazole-4,5-dicarboxylic acid crystallize as rare equimolar mixture of neutral and zwitterionic tautomeric forms. The observed changes in the crystal and molecular structures are apparently associated with the steric factor, which determines both the packing method and the tautomeric composition of the unit cell.
KW - 5-dicarboxylic acid; neutral
KW - imidazole-4
KW - zwitterionic forms in one unit cell; crystal structures
UR - https://www.mendeley.com/catalogue/78f8081e-e210-3ab3-aa3a-f60a86ef8a17/
U2 - 10.1515/zkri-2023-0022
DO - 10.1515/zkri-2023-0022
M3 - Article
VL - 239
SP - 43
EP - 49
JO - Zeitschrift fur Kristallographie - Crystalline Materials
JF - Zeitschrift fur Kristallographie - Crystalline Materials
SN - 2194-4946
IS - 1-2
ER -
ID: 117919396