Self-organization of 1,6-dialkyl-3a,6a-diphenylglycolurils in the crystalline state
Valentina A Karnoukhova
1, 2, 3, 4, 5
,
Vladimir V Baranov
3, 4, 5, 6, 7
,
Pavel G. Baranov
6
,
A. Vologzhanina
1, 2, 3, 4, 5
,
Angelina N. Kravchenko
6, 8
,
Ivan V. Fedyanin
1, 2, 3, 4, 5, 8, 9
3
RUSSIAN ACADEMY OF SCIENCES
4
119991 Moscow
5
RUSSIAN FEDERATION
|
Publication type: Journal Article
Publication date: 2021-05-07
scimago Q2
wos Q2
SJR: 0.520
CiteScore: 5.2
Impact factor: 2.6
ISSN: 14668033
General Chemistry
Condensed Matter Physics
General Materials Science
Abstract
Peculiarities of self-organization of 1,6-dimethyl(diethyl)-3a,6a-diphenylglycolurils in crystals were studied. Glycolurils were synthesized and crystals of 16 solid forms (two pure substances and fourteen solvates) were obtained by crystallization from different solvents. The effect of solvent on the dimensionality of H-bonding architectures and crystal morphology was revealed. The most widespread experimentally observed H-bonding synthon is the chain based on the amide–amide R22(8) motif, and solvent molecules typically act as terminal groups toward these chains. This is in accordance with results of pairwise interaction energy calculation between glycolurils and glycoluril/solvent pairs. Parallel packing of these H-bonded chains in some cases results in crystal morphology facetted by hydrophobic alkyl and aryl moieties and provides materials with a superhydrophobic surface. It was proposed that bulk water is repelled due to the corrugation of surfaces formed by the alkyl and aryl groups.
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Karnoukhova V. A. et al. Self-organization of 1,6-dialkyl-3a,6a-diphenylglycolurils in the crystalline state // CrystEngComm. 2021. Vol. 23. No. 24. pp. 4312-4319.
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Karnoukhova V. A., Baranov V. V., Baranov P. G., Vologzhanina A., Kravchenko A. N., Fedyanin I. V. Self-organization of 1,6-dialkyl-3a,6a-diphenylglycolurils in the crystalline state // CrystEngComm. 2021. Vol. 23. No. 24. pp. 4312-4319.
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TY - JOUR
DO - 10.1039/d1ce00434d
UR - https://xlink.rsc.org/?DOI=D1CE00434D
TI - Self-organization of 1,6-dialkyl-3a,6a-diphenylglycolurils in the crystalline state
T2 - CrystEngComm
AU - Karnoukhova, Valentina A
AU - Baranov, Vladimir V
AU - Baranov, Pavel G.
AU - Vologzhanina, A.
AU - Kravchenko, Angelina N.
AU - Fedyanin, Ivan V.
PY - 2021
DA - 2021/05/07
PB - Royal Society of Chemistry (RSC)
SP - 4312-4319
IS - 24
VL - 23
SN - 1466-8033
ER -
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@article{2021_Karnoukhova,
author = {Valentina A Karnoukhova and Vladimir V Baranov and Pavel G. Baranov and A. Vologzhanina and Angelina N. Kravchenko and Ivan V. Fedyanin},
title = {Self-organization of 1,6-dialkyl-3a,6a-diphenylglycolurils in the crystalline state},
journal = {CrystEngComm},
year = {2021},
volume = {23},
publisher = {Royal Society of Chemistry (RSC)},
month = {may},
url = {https://xlink.rsc.org/?DOI=D1CE00434D},
number = {24},
pages = {4312--4319},
doi = {10.1039/d1ce00434d}
}
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MLA
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Karnoukhova, Valentina A., et al. “Self-organization of 1,6-dialkyl-3a,6a-diphenylglycolurils in the crystalline state.” CrystEngComm, vol. 23, no. 24, May. 2021, pp. 4312-4319. https://xlink.rsc.org/?DOI=D1CE00434D.