Supramolecular Assemblies of Melamine-2-Thiobarbiturate and Melamine-Barbiturate-2-Thiobarbiturate: Experimental and Theoretical Studies

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Supramolecular Assemblies of Melamine-2-Thiobarbiturate and Melamine-Barbiturate-2-Thiobarbiturate: Experimental and Theoretical Studies. / Moskalenko, Ivan V.; Shilovskikh, Vladimir V.; Nesterov, Pavel V.; Novikov, Alexander S.; Omarova, Malika; Sadovnichii, Roman V.; Gurzhiy, Vladislav V.; Orekhov, Nikita D.; Skorb, Ekaterina V.

In: Crystals, Vol. 13, No. 9, 1302, 25.08.2023.

Research output: Contribution to journal › Article › peer-review

BibTeX

@article{cf3913c3a8334f938d1e0ae9d7f21304,

title = "Supramolecular Assemblies of Melamine-2-Thiobarbiturate and Melamine-Barbiturate-2-Thiobarbiturate: Experimental and Theoretical Studies",

abstract = "In this work, we considered the formation of supramolecular assemblies of melamine-thiobarbiturate and melamine-barbiturate-thiobarbiturate. It is known that thiobarbituric acid can form many tautomers, as well as different motifs due to the change of C2=O to C2=S hydrogen bonds. We formed the crystal. The resulting crystals were studied with scanning electron microscopy (SEM), optical fluorescence microscopy, single crystal and powder (PXRD) X-ray diffraction analyses, and solid state nuclear magnetic resonance (ss NMR). These systems were theoretically studied using density functional theory (DFT) and classical molecular dynamics (MD) simulations. Interestingly, just as in the case of melamine barbiturate, during the crystallization process, hydrogen from the C5 moiety of thiobarbituric acid migrates to the melamine molecule. In addition, the resulting melamine thiobarbiturate crystals exhibit fluorescence behavior in the red region (~565–605 nm), while the melamine barbiturate crystals are fluorescent in the green region (512–542 nm).",

keywords = "2-thiobarbiturate acid, dft, hydrogen bonds, melamine-barbiturate, molecular dynamics, organic crystal, supramolecular assembly",

author = "Moskalenko, {Ivan V.} and Shilovskikh, {Vladimir V.} and Nesterov, {Pavel V.} and Novikov, {Alexander S.} and Malika Omarova and Sadovnichii, {Roman V.} and Gurzhiy, {Vladislav V.} and Orekhov, {Nikita D.} and Skorb, {Ekaterina V.}",

year = "2023",

month = aug,

day = "25",

doi = "10.3390/cryst13091302",

language = "English",

volume = "13",

journal = "Crystals",

issn = "2073-4352",

publisher = "MDPI AG",

number = "9",

}

RIS

TY - JOUR

T1 - Supramolecular Assemblies of Melamine-2-Thiobarbiturate and Melamine-Barbiturate-2-Thiobarbiturate: Experimental and Theoretical Studies

AU - Moskalenko, Ivan V.

AU - Shilovskikh, Vladimir V.

AU - Nesterov, Pavel V.

AU - Novikov, Alexander S.

AU - Omarova, Malika

AU - Sadovnichii, Roman V.

AU - Gurzhiy, Vladislav V.

AU - Orekhov, Nikita D.

AU - Skorb, Ekaterina V.

PY - 2023/8/25

Y1 - 2023/8/25

N2 - In this work, we considered the formation of supramolecular assemblies of melamine-thiobarbiturate and melamine-barbiturate-thiobarbiturate. It is known that thiobarbituric acid can form many tautomers, as well as different motifs due to the change of C2=O to C2=S hydrogen bonds. We formed the crystal. The resulting crystals were studied with scanning electron microscopy (SEM), optical fluorescence microscopy, single crystal and powder (PXRD) X-ray diffraction analyses, and solid state nuclear magnetic resonance (ss NMR). These systems were theoretically studied using density functional theory (DFT) and classical molecular dynamics (MD) simulations. Interestingly, just as in the case of melamine barbiturate, during the crystallization process, hydrogen from the C5 moiety of thiobarbituric acid migrates to the melamine molecule. In addition, the resulting melamine thiobarbiturate crystals exhibit fluorescence behavior in the red region (~565–605 nm), while the melamine barbiturate crystals are fluorescent in the green region (512–542 nm).

AB - In this work, we considered the formation of supramolecular assemblies of melamine-thiobarbiturate and melamine-barbiturate-thiobarbiturate. It is known that thiobarbituric acid can form many tautomers, as well as different motifs due to the change of C2=O to C2=S hydrogen bonds. We formed the crystal. The resulting crystals were studied with scanning electron microscopy (SEM), optical fluorescence microscopy, single crystal and powder (PXRD) X-ray diffraction analyses, and solid state nuclear magnetic resonance (ss NMR). These systems were theoretically studied using density functional theory (DFT) and classical molecular dynamics (MD) simulations. Interestingly, just as in the case of melamine barbiturate, during the crystallization process, hydrogen from the C5 moiety of thiobarbituric acid migrates to the melamine molecule. In addition, the resulting melamine thiobarbiturate crystals exhibit fluorescence behavior in the red region (~565–605 nm), while the melamine barbiturate crystals are fluorescent in the green region (512–542 nm).

KW - 2-thiobarbiturate acid

KW - dft

KW - hydrogen bonds

KW - melamine-barbiturate

KW - molecular dynamics

KW - organic crystal

KW - supramolecular assembly

UR - https://www.mdpi.com/2073-4352/13/9/1302

UR - https://www.mendeley.com/catalogue/e23c9709-560d-31fe-98f8-a78132c9957a/

U2 - 10.3390/cryst13091302

DO - 10.3390/cryst13091302

M3 - Article

VL - 13

JO - Crystals

JF - Crystals

SN - 2073-4352

IS - 9

M1 - 1302

ER -

ID: 108326194