Synthesis and characterization of a new organic nonlinear optical crystal: l-Phenylalaninium maleate

Anbuchezhiyan, M.; Ponnusamy, S.; Muthamizhchelvan, C.

doi:10.1016/j.saa.2009.08.035

Cited by 22 publications

(7 citation statements)

References 20 publications

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“…À(Anbuchezhiyan et al, 2009;Devaprasad & Madhavan, 2010; Yogam et al, 2012), (l-HisH)ÁM À(Gonsago et al, 2012), (l-ArgH)ÁM À ÁH 2 O(Vasantha & Dhanuskodi, 2004;Mallik & Kar, 2005;Kalaiselvi et al, 2008;Sun et al, 2008;Baraniraj & Philominathan, 2010;Charoen-In et al, 2011; Vasudevan et al, 2013) and l-MetÁl-MetHÁM À…”

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confidence: 99%

New hydrophobicL-amino acid salts: maleates ofL-leucine,L-isoleucine andL-norvaline

et al. 2015

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Crystals of maleates of three amino acids with hydrophobic side chains [L-leucenium hydrogen maleate, C6H14NO2(+)·C4H3O4(-), (I), L-isoleucenium hydrogen maleate hemihydrate, C6H14NO2(+)·C4H3O4(-)·0.5H2O, (II), and L-norvalinium hydrogen maleate-L-norvaline (1/1), C5H11NO2(+)·C4H3O4(-)·C5H12NO2, (III)], were obtained. The new structures contain C2(2)(12) chains, or variants thereof, that are a common feature in the crystal structures of amino acid maleates. The L-leucenium salt is remarkable due to a large number of symmetrically non-equivalent units (Z' = 3). The L-isoleucenium salt is a hydrate despite the fact that L-isoleucine is a nonpolar hydrophobic amino acid (previously known amino acid maleates formed hydrates only with lysine and histidine, which are polar and hydrophilic). The L-norvalinium salt provides the first example where the dimeric cation L-Nva...L-NvaH(+) was observed. All three compounds have layered noncentrosymmetric structures. Preliminary tests have shown the presence of the second harmonic generation (SGH) effect for all three compounds.

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confidence: 99%

New hydrophobicL-amino acid salts: maleates ofL-leucine,L-isoleucine andL-norvaline

et al. 2015

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“…Extensive investigations on this direction resulted in the discovery of a series of L-lysine based amino acid compounds [2][3][4][5][6]. Recently, the salts of weak carboxylic acid (maleic acid) with amino acids, viz., L-alaninium maleate, L-arginine maleate dihydrate and L-phenylalaninium maleate were reported as good NLO materials [7][8][9]. In this series, L-lysine semi-maleate (L-LSM), one of the amino acid based organic materials and the crystal structure was reported by Pratap et al [10].…”

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confidence: 86%

Growth, spectral, thermal, optical, mechanical and etching studies of l-lysine semi-maleate (l-LSM) single crystals

Vasudevan¹,

Renuka

Babu

et al. 2015

Spectrochimica Acta Part A: Molecular and Biomolecular Spectros

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“…The hydrogen bonding interactions that stabilize the crystal structure are listed in Table 2. The ORTEP diagram of the title compound is shown in are linked through an intermolecular C-H…O interaction which has a graph set motif of C (10) chain which runs parallel to the c axis ( Fig. 2).…”

Section: Description Of Crystal Structurementioning

confidence: 99%

“…It is well known that the chiral amino acids and their complexes are promising materials for NLO applications [8][9][10][11][12][13]. Among them, L-phenylalanine, one of the hydrophobic aromatic amino acids, shows SHG efficiency of about one-third of the standard compound KDP [13].…”

Section: Introductionmentioning

confidence: 99%

Crystal structure, Hirshfeld surfaces and DFT computation of NLO active (2E)-2-(ethoxycarbonyl)-3-[(1-methoxy-1-oxo-3-phenylpropan-2-yl)amino] prop-2-enoic acid

Venkatesan

Thamotharan

Ilangovan

et al. 2016

Spectrochimica Acta Part A: Molecular and Biomolecular Spectros

249

114

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Nonlinear optical (NLO) activity of the compound (2E)-2-(ethoxycarbonyl)-3-[(1-methoxy-1-oxo-3-phenylpropan-2-yl)amino] prop-2-enoic acid is investigated experimentally and theoretically using X-ray crystallography and quantum chemical calculations. The NLO activity is confirmed by both powder Second Harmonic Generation (SHG) experiment and first hyper polarizability calculation. The title compound displays 8 fold excess of SHG activity when compared with the standard compound KDP. The gas phase geometry optimization and vibrational frequencies calculations are performed using density functional theory (DFT) incorporated in B3LYP with 6-311G++(d,p) basis set. The title compound crystallizes in non-centrosymmetric space group P21. Moreover, the crystal structure is primarily stabilized through intramolecular N-H···O and O-H···O hydrogen bonds and intermolecular C-H···O and C-H···π interactions. These intermolecular interactions are analyzed and quantified using Hirshfeld surface analysis and PIXEL method. The detailed vibrational assignments are performed on the basis of the potential energy distributions (PED) of the vibrational modes.

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Synthesis and characterization of a new organic nonlinear optical crystal: l-Phenylalaninium maleate

Cited by 22 publications

References 20 publications

New hydrophobicL-amino acid salts: maleates ofL-leucine,L-isoleucine andL-norvaline

New hydrophobicL-amino acid salts: maleates ofL-leucine,L-isoleucine andL-norvaline

Growth, spectral, thermal, optical, mechanical and etching studies of l-lysine semi-maleate (l-LSM) single crystals

Crystal structure, Hirshfeld surfaces and DFT computation of NLO active (2E)-2-(ethoxycarbonyl)-3-[(1-methoxy-1-oxo-3-phenylpropan-2-yl)amino] prop-2-enoic acid

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