Studies on structure, NLO properties of a new organic NLO crystal: guanidinium 3,5-dihydroxybenzoate

Pei, Tiezhu; Zhou, Lina; Zhang, Qian; Ma, Dejia; Bai, Yunhe; Yin, Qiuxiang; Xie, Chuang

doi:10.1007/s10854-018-00578-1

Cited by 5 publications

(2 citation statements)

References 48 publications

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“…ESP was projected onto the van der Waals surface. Multiwfn and visual molecular dynamics (VMD) were used for ESP analysis [36,37].…”

Section: Quantum Chemical Calculationmentioning

confidence: 99%

“…Compared with the solvent role of stabilizing Tautomer A in crystal, the effect of DMSO on the tautomer in a solution is more complex due to the irregular molecular arrangement and complex molecular vibration and movement. To identify NAU tautomer form in solution, ESP of DMSO and two NAU tautomers were analyzed first to find the possible solvent-solute interaction sites [37]. In the ESP maps (Fig.…”

Section: Esp Analysismentioning

confidence: 99%

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The Role of Solvent in Tautomer Solvate Crystallization: A Case of 6-Amino-1,3-Dimethyl-5-Nitrosouracil

Jin²,

et al. 2020

Trans. Tianjin Univ.

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Tautomers are structural isomers that readily interconvert and may exhibit different properties. The effect of solvent on tautomeric equilibria in solution has been a subject of some research. Tautomer solvate is less common, and the role of solvent in the crystallization of tautomer solvate remains an interesting topic. In this work, we used 6-amino-1,3-dimethyl-5-nitrosouracil (NAU) as the tautomeric model material, which can present in nitrone-enamine form (Tautomer A) or oxime-imine form (Tautomer B). A solvate with NAU/DMSO ratio of 1:1 was discovered and characterized using single/ powder X-ray diffraction and thermogravimetry. The crystal structure of NAU•DMSO was determined for the first time, where only Tautomer A was formed in the tautomeric crystal. Quantum chemical calculation and molecular dynamics simulation were conducted to determine the tautomeric form in DMSO solution. Electrostatic potential analysis, radial distribution function analysis, and binding energy suggested possible DMSO-NAU interaction modes and stable tautomer complexes in solution. Tautomer A-containing complexes were found to dominate in solution, as verified by comparing predicted and experimental 1 H NMR spectra. Findings reveal that the hydrogen bonding between DMSO and NAU is similar in solution and in NAU-DMSO solvate crystal, which helps preserve the form of Tautomer A during solvate crystallization.

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“…ESP was projected onto the van der Waals surface. Multiwfn and visual molecular dynamics (VMD) were used for ESP analysis [36,37].…”

Section: Quantum Chemical Calculationmentioning

confidence: 99%

Section: Esp Analysismentioning

confidence: 99%

The Role of Solvent in Tautomer Solvate Crystallization: A Case of 6-Amino-1,3-Dimethyl-5-Nitrosouracil

Jin²,

et al. 2020

Trans. Tianjin Univ.

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Synthesis, crystal growth, spectral, optical, thermal studies on nonlinear optical activity of organic crystal-((E)-(4-fluorophenylimino)methyl)naphthalen-2-ol (E4FMN)

Neela,

Premalatha,

Punitha

et al. 2024

J Mater Sci: Mater Electron

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A nonlinear optical absorption of 1-((E)-(4-methoxyphenylimino)methyl)naphthalen-2-ol (E4MMN) and its characterization studies

Neela,

Premalatha,

Punitha

et al. 2024

J Mater Sci: Mater Electron

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Studies on structure, NLO properties of a new organic NLO crystal: guanidinium 3,5-dihydroxybenzoate

Cited by 5 publications

References 48 publications

The Role of Solvent in Tautomer Solvate Crystallization: A Case of 6-Amino-1,3-Dimethyl-5-Nitrosouracil

The Role of Solvent in Tautomer Solvate Crystallization: A Case of 6-Amino-1,3-Dimethyl-5-Nitrosouracil

Synthesis, crystal growth, spectral, optical, thermal studies on nonlinear optical activity of organic crystal-((E)-(4-fluorophenylimino)methyl)naphthalen-2-ol (E4FMN)

A nonlinear optical absorption of 1-((E)-(4-methoxyphenylimino)methyl)naphthalen-2-ol (E4MMN) and its characterization studies

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