Synthesis, growth, structural, optical and thermal properties of a new organic salt crystal: 3-nitroanilinium trichloroacetate

Selvakumar, E.; Chandramohan, A.; Babu, G. Anandha; Ramasamy, P.

doi:10.1016/j.jcrysgro.2013.10.053

Cited by 23 publications

(10 citation statements)

References 15 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In 3-nitroanilinium trichloroacetate, the calculated scaled wavenumbers at 3517 and 3429 cm -1 in B3LYP method are attributed to NH2 antisymmetric stretching and symmetric stretching, respectively. A band at 3103 cm -1 may be assigned to N-H asymmetric stretching frequency and this may overlap with aromatic C-H asymmetric stretching vibration [17]. The peaks noticed between 3100 and 3000 cm -1 are due to aromatic CH stretching vibrations.…”

Section: Resultsmentioning

confidence: 96%

Quantum Chemical Studies on 3-Nitroanilinium Trichloroacetate

Kavitha¹,

Pasupathi²,

Marchewka³

et al. 2017

Asian J. Chem.

View full text Add to dashboard Cite

INTRODUCTIONOrganic non-linear optical (NLO) materials have versatile applications in many fields which includes telecommunications, optical signal processing and optical switching because of its large non-linear susceptibilities when compared with inorganic crystals. But these organic crystals have large optical absorption, less thermal and mechanical stability which makes them unsuitable for non-linear optical applications [1][2][3][4][5][6]. Intramolecular charge transfer and strong π-electron delocalization determines the non-linear properties of organic molecules. Nitroaniline is one such push-pull molecule shows the intramolecular charge transfer from its NH 2 and NO 2 group [7].The o-, m-and p-disubstituted benzene derivative chromophores exhibit non-linear optical properties in both solid and solution state [8]. 3-Nitroaniline and its substituted benzene derivatives have been found to be an intensive area of research nowadays due to its low melting temperature and large microscopic second order non-linear susceptibilities. Similarly, trichloroacetic acid also exhibits the second harmonic generation and the literature survey revealed the versatility of this compound [9][10][11]. The experimental and theoretical research of nitroaniline and its derivatives were studied by many researchers [12][13][14][15][16] The organic single crystals of 3-nitroanilinium trichloroacetate have been grown from water solvent by using slow evaporation technique. Single crystal X-ray diffraction studies confirmed that the grown crystal is built up of 3-nitroanilinium cations and trichloroacetate anions. It is also found that the crystal crystallizes in monoclinic crystal system with space group P2(1) and the lattice parameters are obtained as a = 8.4618(5) Å, b = 6.4401(4) Å, c = 11.6623(8) Å and Z = 2. DFT-B3LYP/6-311++G(d,p) basis set is used to study the molecular structure of 3-nitroanilinium trichloroacetate. The existence of hydrogen bonding has been analyzed. The vibrational assignments and analysis of 3-nitroanilinium trichloroacetate have been performed and proved the existence of good correlation between the scaled theoretical and experimental wavenumbers. Natural bond orbital analysis have been carried out to study the stability of molecule. Frontier molecular orbital analysis has been done and discussed.Keywords: 3-Nitroanilinium trichloroacetate, Hydrogen bond, HOMO-LUMO, Natural bond orbital.slow evaporation technique. Selvakumar et al.[17] studied the structural, optical and thermal properties of 3-nitroanilinium trichloroacetate. The linear and non-linear optical properties of 3-nitroanilinium trichloroacetate has been studied theoretically by Dadsetani et al. [7]. As far as the authors knowledge concerned, this is for the first time we report the computational studies on 3-nitroanilinium trichloroacetate with 6-311++G(d,p) basis set. Also, the electronic parameters like chemical hardness, softness and electronegativity have been obtained by using molecular frontier orbital energies. Natural bonding orbital an...

show abstract

Section: Resultsmentioning

confidence: 96%

Quantum Chemical Studies on 3-Nitroanilinium Trichloroacetate

Kavitha¹,

Pasupathi²,

Marchewka³

et al. 2017

Asian J. Chem.

View full text Add to dashboard Cite

show abstract

“…The observed shift of the n(C=N) band upon complexation suggests that this group participated directly in complexation. All these observations indicate the presence of hydrogen bonding in this complex (13)(14)(15)(16). When DDQ and CHL acceptor complexed with Allop, the vibrational frequencies n(N-H), d def (N-H) and n(C=N) of Allop slightly shift, which indicates that these groups do not participate in the complexation.…”

Section: ) Of Allop Free and Its Ct Complexesmentioning

confidence: 83%

Charge transfer interaction of organic p-acceptors with the anti-hyperuricemic drug allopurinol: Insights from IR, Raman, ¹H NMR and ¹³C NMR spectroscopies

et al. 2016

View full text Add to dashboard Cite

The topic of charge-transfer (CT) complexation of vital drugs has attracted considerable attention in recent years owing to their significant physical and chemical properties. In this study, CT complexes derived from the reaction of the anti-hyperuricemic drug allopurinol (Allop) with organic p-acceptors [(picric acid (PA), dichlorodicyanobenzoquinone (DDQ) and chloranil (CHL)] were prepared, isolated and characterized by a range of physicochemical methods, such as IR, Raman, 1 H NMR and 13 C NMR spectroscopy. The stoichiometry of the complexes was verified by elemental analysis. The results show that all complexes that were formed were based on a 1:1 stoichiometric ratio. This study suggests that the complexation of Allop with either the DDQ or CHL acceptor leads to a direct p®p* transition, whereas the molecules of Allop and PA are linked by intermolecular hydrogen-bonding interactions.

show abstract

“…The increasing requirement for the new nonlinear optical (NLO) resources has concentrated principally on the organic compounds appropriate to its inexpensive, rapid, and bulky nonlinear responses over an expansive frequency response, innate systematic flexibility, high optical damage, and inherent admissibility [1]. The NLO possessions of bulky organic molecules and polymers have been the focus of wide-ranging hypothetical and investigational explorations during the past three decades and they have been considered extensively appropriate to their high nonlinear optical properties, electro-optic effect, and large second-or third-order hyperpolarizabilities compared to their counter-parting NLO materials [2]. The advantages of organic nonlinear optical materials are as follows: (i) higher second-order nonlinear optical competence, (ii) superior damage threshold, (iii) birefringence (assists phase matching) [3], and (iv) probable to chemically "persuaded" molecular properties for engineers and technologists [4].…”

Section: Introductionmentioning

confidence: 99%

Dielectric, fluorescence, filter, nano tribological and photoconductivity studies of 4-(4-chlorophenyl)-7,7-dimethyl-7,8-dihydro-4H-1-benzopyran-2,5(3H,6H)-dione (CPDMDHHBPHHD) macro and nano crystals

Kolanjinathan

SenthilKannan

Sankar³

et al. 2020

J Mater Sci: Mater Electron

View full text Add to dashboard Cite

The present investigation is focused on the macro and nanocrystals of 4-(4-chlorophenyl)-7,7-dimethyl-7,8-dihydro-4H-1-benzopyran-2,5(3H,6H)-dione (CPDMDHHBPHHD), its synthesis, and the various characterization and comparative studies performed to assess its applications. Nanocrystals were prepared by milling procedure and its evaluation and utility than macro-sized entitled crystals were thoroughly discussed. The single crystal XRD study reveals the macro-crystalline lattice parameters with the empirical formula as C 17 H 17 ClO 3 and a = 11.9005 Å, b = 5.7971 Å, c = 22.608 Å and β = 93.97°. The crystal system is monoclinic with space group P2 1 /n. The nanoform of entitled crystals specimen are of 16 nm of size. Characterization studies for macro-and nano-scaling such as dielectric, fluorescence (FL), photoconductivity, tribological study, and nano influx for filters were performed and reported. From the present study, it could be concluded that CPDM-DHHBPHHD crystals are known to be best for electronic filters, frequency doubling circuits, second harmonic generation (SHG) efficiency, and nano level influx value which is useful for opto-electronic applications.

show abstract

Synthesis, growth, structural, optical and thermal properties of a new organic salt crystal: 3-nitroanilinium trichloroacetate

Cited by 23 publications

References 15 publications

Quantum Chemical Studies on 3-Nitroanilinium Trichloroacetate

Quantum Chemical Studies on 3-Nitroanilinium Trichloroacetate

Charge transfer interaction of organic p-acceptors with the anti-hyperuricemic drug allopurinol: Insights from IR, Raman, ¹H NMR and ¹³C NMR spectroscopies

Dielectric, fluorescence, filter, nano tribological and photoconductivity studies of 4-(4-chlorophenyl)-7,7-dimethyl-7,8-dihydro-4H-1-benzopyran-2,5(3H,6H)-dione (CPDMDHHBPHHD) macro and nano crystals

Contact Info

Product

Resources

About

Synthesis, growth, structural, optical and thermal properties of a new organic salt crystal: 3-nitroanilinium trichloroacetate

Cited by 23 publications

References 15 publications

Quantum Chemical Studies on 3-Nitroanilinium Trichloroacetate

Quantum Chemical Studies on 3-Nitroanilinium Trichloroacetate

Charge transfer interaction of organic p-acceptors with the anti-hyperuricemic drug allopurinol: Insights from IR, Raman, 1H NMR and 13C NMR spectroscopies

Dielectric, fluorescence, filter, nano tribological and photoconductivity studies of 4-(4-chlorophenyl)-7,7-dimethyl-7,8-dihydro-4H-1-benzopyran-2,5(3H,6H)-dione (CPDMDHHBPHHD) macro and nano crystals

Contact Info

Product

Resources

About

Charge transfer interaction of organic p-acceptors with the anti-hyperuricemic drug allopurinol: Insights from IR, Raman, ¹H NMR and ¹³C NMR spectroscopies