Theoretical and experimental study of the infrared spectrum of isonicotinamide

Filho, Oswaldo Treu; Pinheiro, José; Costa, Edson B.; Kondo, Rogério Toshiaki; Souza, Rodrigo Alves de; Nogueira, Vânia Martins; Mauro, Antônio Eduardo

doi:10.1016/j.theochem.2005.08.046

Cited by 16 publications

(12 citation statements)

References 11 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Neat Solid-State Vibrational Spectra of PA and INA. As mentioned in the Introduction, the IR spectra of PA and INA have been studied previously in the neat solid state (noncharacterized crystal modifications in KBr pellets at room temperature, in some cases supported by theoretical calculations of the spectra of the single molecule [13][14][15]18 ). In the present study, in addition to the IR spectra of the phase R of each compound, 16,17 low-temperature neat solid-state IR spectra of PA and INA were investigated.…”

Section: γ(C-c)mentioning

confidence: 97%

See 1 more Smart Citation

Molecular Structure, Vibrational Spectra, Quantum Chemical Calculations and Photochemistry of Picolinamide and Isonicotinamide Isolated in Cryogenic Inert Matrixes and in the Neat Low-Temperature Solid Phases

2007

View full text Add to dashboard Cite

Picolinamide (PA) and isonicotinamide (INA), two structural isomers of pyridinecarboxamide, have been investigated by matrix isolation and low-temperature solid-state infrared spectroscopy, combined with UV (lambda > 235 nm) photoexcitation and density functional theory and ab initio (MP2) theoretical studies. In consonance with the theoretical data, both PA and INA were found to exist in a single conformation in cryogenic rare gas matrixes. Comparison between the experimental spectra of the matrix-isolated compounds with those theoretically predicted allowed for full assignment of the experimental spectra. In situ UV (lambda > 235 nm) irradiation of the matrixes showed that only PA reacts, with production of isocyanic acid and pyridine, the first photoproduct further reacting to yield CO + NH and cyanic acid. The different photochemical behavior of the two compounds was explained taking into consideration their different structures. The infrared spectra of (i) the low-temperature glassy state resulting from fast deposition of vapors of the compounds onto a substrate cooled to 10 K, (ii) the crystal resulting from the annealed amorphous film of the compound, and (iii) the room-temperature crystals (alpha-phase) of the studied compounds were also obtained, fully assigned and correlated with intermolecular interactions present in the condensed phases, in particular H-bond interactions, showing that these latter are stronger in INA than in PA.

show abstract

Section: γ(C-c)mentioning

confidence: 97%

“…As for PA, the molecular structure of INA has not been studied experimentally in the gaseous phase. Theoretical studies on this molecule have been reported by Yurdakul et al, 8 Leskowitz et al, 12 Bakiler et al, 13 Filho et al 14 and Akyuz et al 15 (PA was also considered in ref 13).…”

Section: Introductionmentioning

confidence: 96%

Molecular Structure, Vibrational Spectra, Quantum Chemical Calculations and Photochemistry of Picolinamide and Isonicotinamide Isolated in Cryogenic Inert Matrixes and in the Neat Low-Temperature Solid Phases

2007

View full text Add to dashboard Cite

show abstract

“…Isonicotinamide (INA) is a pyridine derivative with an amido group in γ-position and has antitubercular, antipyretic, and antibacterial properties. It is a popular coformer that can be used as partner molecules with active pharmaceutical ingredients in cocrystal preparation . Moreover, several metal complexes of isonicotinamide have been used as drugs in medicinal processes since some coordination compounds of this relevant biological ligand are more effective than the free isonicotinamide molecule .…”

Section: Case Study: Cooling Crystallization Of Isonicotinamidementioning

confidence: 99%

“…It is a popular coformer that can be used as partner molecules with active pharmaceutical ingredients in cocrystal preparation. 39 Moreover, several metal complexes of isonicotinamide have been used as drugs in medicinal processes since some coordination compounds of this relevant biological ligand are more effective than the free isonicotinamide molecule. 40 Since its use in drug industry is becoming relevant, proper tools are required to in-line monitor crystallization of INA.…”

Section: Case Study: Cooling Crystallization Of Isonicotinamidementioning

confidence: 99%

Detection of Nucleation during Cooling Crystallization through Moving Window PCA Applied to in Situ Infrared Data

Taris

Hansen

Rong

et al. 2017

Org. Process Res. Dev.

View full text Add to dashboard Cite

The method here proposed based on the moving window principal component analysis can be employed in timevarying processes tracked through in situ spectroscopy. In the case under investigation, it aimed to detect the nucleation during crystallization processes. For this purpose, statistical indexes were employed, and the contribution plot helped identifying the spectral variables that were changing due to nucleation. Isonicotinamide was here considered as a model active pharmaceutical ingredient, and its cooling crystallization was monitored by means of in situ infrared spectroscopy. The procedure allowed to overcome issues that may be encountered with static principal component analysis, since it could distinguish the slow-varying changes due to external perturbations (temperature) from abnormal events such as the sudden concentration decrease related to the crystallization. The proposed method was demonstrated to correctly detect nucleation without any a priori knowledge of the peaks involved in the process, leading the false alarm rate from 77.38% (obtained with the static principal component analysis) to 6.9%.

show abstract

“…Theoretical interpretation of IR spectrum of hexaaquachromium (III) ion, tetraoxochromium (IV) ion, and tetraoxochromium (VI) ion [24] and theoretical interpretation of the Raman spectrum [25] and the vibrational structure of hexaaquaaluminum (III) ion [26] were also conducted with GCHF basis. Process of adsorption of sulfur on platinum (2 0 0) surface [27], infrared spectrum of isonicotinamide [28], and transition metal complexes [29][30][31][32] were also studied with GCHF basis sets.…”

Section: Brief History Of Scientific Scene and Atmosphere For The Devmentioning

confidence: 99%

Quantum Mechanical Approaches for Piezoelectricity Study in Perovskites

Aquino¹,

Santos²,

Farias³

et al. 2016

Piezoelectric Materials

View full text Add to dashboard Cite

In this chapter, we show the procedures we have been used to theoretically investigate the piezoelectric effects in perovskites. The construction of extended basis sets using the generator coordinate Hartree-Fock (GCHF) method is shown, as well as the strategies used to contract extended basis sets and to evaluate their quality in molecular calculations. Besides, we show adequate procedures to choice polarization and diffuse functions to best represent the studied crystal. In addition, we also discuss conditions under which GCHF basis sets and standard basis sets from literature can be used to theoretical investigation of piezoelectricity in perovskites. We finalize the chapter presenting and discussing the results for investigations of piezoelectricity with standard basis sets for barium and lanthanum titanates. To conclude, we present evidences that BaTiO 3 and LaTiO 3 may have piezoelectric properties caused by electrostatic interactions.

show abstract

Theoretical and experimental study of the infrared spectrum of isonicotinamide

Cited by 16 publications

References 11 publications

Molecular Structure, Vibrational Spectra, Quantum Chemical Calculations and Photochemistry of Picolinamide and Isonicotinamide Isolated in Cryogenic Inert Matrixes and in the Neat Low-Temperature Solid Phases

Molecular Structure, Vibrational Spectra, Quantum Chemical Calculations and Photochemistry of Picolinamide and Isonicotinamide Isolated in Cryogenic Inert Matrixes and in the Neat Low-Temperature Solid Phases

Detection of Nucleation during Cooling Crystallization through Moving Window PCA Applied to in Situ Infrared Data

Quantum Mechanical Approaches for Piezoelectricity Study in Perovskites

Contact Info

Product

Resources

About