Open Access
Symmetry, volume 13, issue 3, pages 425
Two faces of water in the formation and stabilization of multicomponent crystals of zwitterionic drug-like compounds
Surov Artem O.
1
,
Vasilev Nikita A
1
,
PARASHCHUK OLGA D.
3
,
Artobolevskii Sergei V
4
,
Alatortsev Oleg A
4
,
Makhrov Denis E
4
,
Vener Mikhail V.
2, 4
Publication type: Journal Article
Publication date: 2021-03-06
Chemistry (miscellaneous)
Physics and Astronomy (miscellaneous)
General Mathematics
Computer Science (miscellaneous)
Abstract
Two new hydrated multicomponent crystals of zwitterionic 2-aminonicotinic acid with maleic and fumaric acids have been obtained and thoroughly characterized by a variety of experimental (X-ray analysis and terahertz Raman spectroscopy) and theoretical periodic density functional theory calculations, followed by Bader analysis of the crystalline electron density) techniques. It has been found that the Raman-active band in the region of 300 cm−1 is due to the vibrations of the intramolecular O-H...O bond in the maleate anion. The energy/enthalpy of the intermolecular hydrogen bonds was estimated by several empirical approaches. An analysis of the interaction networks reflects the structure-directing role of the water molecule in the examined multicomponent crystals. A general scheme has been proposed to explain the proton transfer between the components during the formation of multicomponent crystals in water. Water molecules were found to play the key role in this process, forming a “water wire” between the COOH group of the dicarboxylic acid and the COO– group of the zwitterion and the rendering crystal lattice of the considered multicomponent crystals.
Citations by journals
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1
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4
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Molecules
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Molecules
4 publications, 28.57%
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International Journal of Molecular Sciences
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International Journal of Molecular Sciences
4 publications, 28.57%
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1 publication, 7.14%
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Chemical Engineering Journal
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1 publication, 7.14%
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Journal of Molecular Structure
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Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials
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Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials
1 publication, 7.14%
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Crystals
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1 publication, 7.14%
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1
2
3
4
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Citations by publishers
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2
4
6
8
10
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Multidisciplinary Digital Publishing Institute (MDPI)
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Multidisciplinary Digital Publishing Institute (MDPI)
10 publications, 71.43%
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Elsevier
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Elsevier
2 publications, 14.29%
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American Chemical Society (ACS)
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American Chemical Society (ACS)
1 publication, 7.14%
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International Union of Crystallography (IUCr)
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International Union of Crystallography (IUCr)
1 publication, 7.14%
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2
4
6
8
10
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- We do not take into account publications that without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
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Surov A. O. et al. Two faces of water in the formation and stabilization of multicomponent crystals of zwitterionic drug-like compounds // Symmetry. 2021. Vol. 13. No. 3. p. 425.
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Surov A. O., Vasilev N. A., Churakov A. V., PARASHCHUK O. D., Artobolevskii S. V., Alatortsev O. A., Makhrov D. E., Vener M. V. Two faces of water in the formation and stabilization of multicomponent crystals of zwitterionic drug-like compounds // Symmetry. 2021. Vol. 13. No. 3. p. 425.
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TY - JOUR
DO - 10.3390/sym13030425
UR - https://doi.org/10.3390%2Fsym13030425
TI - Two faces of water in the formation and stabilization of multicomponent crystals of zwitterionic drug-like compounds
T2 - Symmetry
AU - Surov, Artem O.
AU - PARASHCHUK, OLGA D.
AU - Artobolevskii, Sergei V
AU - Alatortsev, Oleg A
AU - Makhrov, Denis E
AU - Vasilev, Nikita A
AU - Churakov, Andrei V.
AU - Vener, Mikhail V.
PY - 2021
DA - 2021/03/06 00:00:00
PB - Multidisciplinary Digital Publishing Institute (MDPI)
SP - 425
IS - 3
VL - 13
SN - 2073-8994
ER -
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@article{2021_Surov,
author = {Artem O. Surov and OLGA D. PARASHCHUK and Sergei V Artobolevskii and Oleg A Alatortsev and Denis E Makhrov and Nikita A Vasilev and Andrei V. Churakov and Mikhail V. Vener},
title = {Two faces of water in the formation and stabilization of multicomponent crystals of zwitterionic drug-like compounds},
journal = {Symmetry},
year = {2021},
volume = {13},
publisher = {Multidisciplinary Digital Publishing Institute (MDPI)},
month = {mar},
url = {https://doi.org/10.3390%2Fsym13030425},
number = {3},
pages = {425},
doi = {10.3390/sym13030425}
}
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MLA
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Surov, Artem O., et al. “Two faces of water in the formation and stabilization of multicomponent crystals of zwitterionic drug-like compounds.” Symmetry, vol. 13, no. 3, Mar. 2021, p. 425. https://doi.org/10.3390%2Fsym13030425.