Growth, crystal structure, Hirshfeld surface, dielectric and mechanical properties of a new organic single crystal: ‘Bis glycine’ squarate

Tyagi, Nidhi; Sinha, Nidhi; Yadav, Harsh; Kumar, Binay

doi:10.1039/c5ra18983g

Cited by 35 publications

(10 citation statements)

References 54 publications

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“…The molecular Hirshfeld surface calculations of the PDCA À .AHMP þ crystal were performed with Crystal Explorer 3.1 software [47]. The molecular Hirshfeld surface is emerged by space partitioning in the crystal system on the basis of the electron density into molecular fragment [48]. The normalized contact distance (d norm ) is function of the closet distances, d i and d e and Van der Waals (VdW) radii of the atoms and it can be represented by the equation [49].…”

Section: Hirshfeld Surface Calculationsmentioning

confidence: 99%

Growth, structure, Hirshfeld surface and spectroscopic properties of 2-amino-4-hydroxy-6-methylpyrimidinium-2,3-pyrazinedicorboxylate single crystal

Faizan

Ahmad

Afroz

et al. 2018

Journal of Molecular Structure

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The present work is focused on the crystal structure, vibrational spectroscopy and DFT calculations of hydrogen bonded 2,3-pyrazinedicorboxylic acid and 2-amino-4-hydroxy-6-methylpyrimidine (PDCA À .AHMP þ) crystal. The crystal structure has been determined using single crystal X-ray diffraction analysis which shows that the crystal belongs to monoclinic space group P2 1 /n. The PDCA À .AHMP þ crystal has been characterized by FTIR, FT-Raman and FT-NMR spectroscopic techniques. The FTIR and FT-Raman spectra of the complex have unique spectroscopic feature as compared with those of the starting material to confirm salt formation. The theoretical vibrational studies have been performed to understand the modes of the vibrations of asymmetric unit of the complex by DFT methods. Hirschfeld surface and 2D fingerprint plots analyses were carried out to investigate the intermolecular interactions and its contribution in the building of PDCA À .AHMP þ crystal. The experimental and simulated 13 C and 1 H NMR studies have assisted in structural analysis of PDCA À .AHMP þ crystal. The electronic spectroscopic properties of the complex were explored by the experimental as well as theoretical electronic spectra simulated using TD-DFT/IEF-PCM method at B3LYP/6-311þþG (d,p) level of theory. In addition, frontier molecular orbitals, molecular electrostatic potential map (MEP) and nonlinear optical (NLO) properties using DFT method have been also presented.

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Section: Hirshfeld Surface Calculationsmentioning

confidence: 99%

Growth, structure, Hirshfeld surface and spectroscopic properties of 2-amino-4-hydroxy-6-methylpyrimidinium-2,3-pyrazinedicorboxylate single crystal

Faizan

Ahmad

Afroz

et al. 2018

Journal of Molecular Structure

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“…a 2:1 proton-transfer compound of glycine and squaric acid, and was reported by Anioła et al (2014). SIZKIX01, however, is reportedly a 2:1 non-ionized acid-base complex of glycine and squaric acid (Tyagi et al, 2016). In the original publication (Tyagi et al, 2016), the compound was designated as ''bis glycine' squarate' whereas in the CSD, 'bis(glycine) squaric acid' was assigned as the common name.…”

Section: Structure Descriptionmentioning

confidence: 97%

“…SIZKIX01, however, is reportedly a 2:1 non-ionized acid-base complex of glycine and squaric acid (Tyagi et al, 2016). In the original publication (Tyagi et al, 2016), the compound was designated as ''bis glycine' squarate' whereas in the CSD, 'bis(glycine) squaric acid' was assigned as the common name. Since squaric acid is a remarkably strong diprotic acid (Gilli et al, 2001), the formation of a non-ionized acid-base complex rather than a salt with a glycinium cation would be very unusual.…”

Section: Structure Descriptionmentioning

confidence: 99%

Revision of the crystal structure of `bis(glycine) squaric acid'

Seidel¹

2018

IUCr Data

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The crystal structure of `bis(glycine) squaric acid' [Tyagi et al. (2016). RSC Adv. 6, 24565–24576], is revised. Re-refinement of the structure against the original X-ray intensity data after correct placement of the donor H atoms proves that the compound is in fact the previously reported diglycinium squarate [systematic name: bis(carboxymethanaminium) 3,4-dioxocyclobut-1-ene-1,2-diolate; Anioła et al. (2014). New J. Chem. 38, 3556–3568]. The findings are consistent with the pKa rule.

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“…In the confined space of the Hirshfeld surface, the promolecular electron density is greater than that of the neighboring molecules. To display both the inner and the outer intermolecular interactions present on a Hirshfeld surface, a three-dimensional molecular surface was constructed by mapping the normalized contact distance d norm (Tyagi et al, 2016 2118.44 16Symmetry codes: (i) x; y; z; (ii) x; þy; þz þ 1; (iii) Àx À 1; Ày À 1; þz; (iv)…”

Section: Hirshfeld Surface Analysismentioning

confidence: 99%

Growth, crystal structure, Hirshfeld surface, optical, piezoelectric, dielectric and mechanical properties of bis(L-asparaginium hydrogensquarate) single crystal

Yadav

Sinha

Goel

et al. 2017

Acta Crystallogr B Struct Sci Cryst Eng Mater

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Molecular organic single crystals of bis(L-asparaginium hydrogensquarate) monohydrate [BASQ; (CHNO)·HO] have been grown by solution technique. Crystallographic information was investigated by single-crystal X-ray diffraction (SCXRD) analysis. Hirshfeld surface and fingerprint plot studies were performed to understand the intermolecular interactions of the BASQ crystal in graphical representation. Functional group identification was studied with FT-IR (Fourier transform-IR) spectroscopy. The positions of proton and carbon atoms in the BASQ compound were analyzed using NMR spectroscopy. High transparency and a wide band gap of 3.49 eV were observed in the linear optical study by UV-vis-NIR spectroscopy. Intense and broad photoluminescence emissions at room temperature were observed in blue and blue-green regions. The frontier molecular orbitals of the BASQ molecule were obtained by the DFT/B3LYP method employing 6-311G** as the basis set. The dielectric study was carried out with temperature at various frequency ranges. The piezoelectric charge coefficient (d) value of BASQ crystal was found to be 2 pC/N, which leads to its application in energy harvesting, mechanical sensors and actuators applications. In the non-linear optical study, the BASQ crystal showed promising SHG conversion efficiency. Mechanical properties of the BASQ crystal were studied experimentally by Vicker's microhardness technique, which revealed that the grown crystal belonged to the softer category. BASQ crystal void estimation reveals the mechanical strength and porosity of the material.

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Growth, crystal structure, Hirshfeld surface, dielectric and mechanical properties of a new organic single crystal: ‘Bis glycine’ squarate

Abstract: Crystal structure and morphology of the novel BGSQ single crystal with Hirshfeld surface and high transmission in UV-Vis region.

Cited by 35 publications

References 54 publications

Growth, structure, Hirshfeld surface and spectroscopic properties of 2-amino-4-hydroxy-6-methylpyrimidinium-2,3-pyrazinedicorboxylate single crystal

Growth, structure, Hirshfeld surface and spectroscopic properties of 2-amino-4-hydroxy-6-methylpyrimidinium-2,3-pyrazinedicorboxylate single crystal

Revision of the crystal structure of `bis(glycine) squaric acid'

Growth, crystal structure, Hirshfeld surface, optical, piezoelectric, dielectric and mechanical properties of bis(L-asparaginium hydrogensquarate) single crystal

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