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Theoretical study of γ-aminobutyric acid conformers： Intramolecular interactions and ionization energies |
| Wang Ke-Dong (王克栋), Wang Mei-Ting (王美婷), Meng Ju (孟举) |
| College of Physics and Electronic Engineering, Henan Normal University, Xinxiang 453007, China |
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Abstract Allowing for all combinations of internal single-bond rotamers, 1,296 unique trial structures of γ-Aminobutyric acid (GABA) are obtained. All of these structures are optimized at the M06-2X level of theory and a total of 68 local minimal conformers are found. The nine low-lying conformers are used for further studies. According to the calculated relative Gibbs free energies at M06-2X level of theory, we find that the dispersion is important for the relative energy of GABA. The intramolecular hydrogen bonds and hyperconjugative interaction and their effects on the conformational stability are studied. The results show that both of them have great influence on the conformers. The vertical ionization energies (VIE) are calculated and match the experimental data well. The results show that the neutral GABA in the gas phase is a multi-conformer system and at least four conformations exist.
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Received: 10 December 2013
Revised: 18 April 2014
Accepted manuscript online:
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PACS:
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31.15.ae
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(Electronic structure and bonding characteristics)
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33.15.Ry
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(Ionization potentials, electron affinities, molecular core binding energy)
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31.15.xw
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(Valence bond calculations)
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| Fund: Project supported by the Science Foundation of Henan Provincial Educational Committee, China (Grant Nos. 2011A140015 and 12A140006) and the Doctoral Research Fund of Henan Normal University, China (Grant No. 525449). |
Corresponding Authors:
Wang Ke-Dong
E-mail: wangkd@htu.cn
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| About author: 31.15.ae; 33.15.Ry; 31.15.xw |
Cite this article:
Wang Ke-Dong (王克栋), Wang Mei-Ting (王美婷), Meng Ju (孟举) Theoretical study of γ-aminobutyric acid conformers： Intramolecular interactions and ionization energies 2014 Chin. Phys. B 23 103101
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| | [1] | McCormick D A 1989 Neurophysiol. 62 1018
|
|
| | [2] | Dobson A J and Gerkin R E 1996 Acta Cryst. C52 3075
|
|
| | [3] | Crittenden D L, Chebib M and Jordan M J T 2004 Phys. Chem. A 108 203
|
|
| | [4] | Blanco S, López J C, Mata S and Alonso J L 2010 Angew. Chem. Int. Ed. 49 9187
|
|
| | [5] | Song K and Kang Y K 2012 J. Mol. Struct. (THEOCHEM) 1024 163
|
|
| | [6] | Perczel A, Angyan, J G, Kajtar, M, Viviani W, Rivail J, Marcoccia J and Csizmadia I G 1991 Am. Chem. Soc. 113 6256
|
|
| | [7] | Perczel A, Hudáky P and Csizmadia I G 2000 J. Mol. Struct. (THEOCHEM) 500 59
|
|
| | [8] | Frisch M J, Trucks G W H B Schlegel et al. 2009 Gaussian 09, Revision A.02, Gaussian, Inc., Wallingford, CT, 2009
|
|
| | [9] | Purvis G D and Bartlett R J 1982 Chem. Phys. 76 1910
|
|
| | [10] | Scheiner S 1997 Hydrogen Bonding: A Theoretical Perspective (New York: Oxford University Press)
|
|
| | [11] | Bene J E D, Person W B and Szczepaniak K 1995 Phys. Chem. 99 10705
|
|
| | [12] | Tian S X and Yang J 2006 Angew. Chem. Int. Ed. 45 2069
|
|
| | [13] | Dolgounitcheva O, Zakrzewski V G and Oritiz J V 2000 J. Am. Chem. Soc. 122 12304
|
|
| | [14] | Zakrzewski V G, Dolgounitcheva O and Oritiz J V 1997 Chem. Phys. 107 7906
|
|
| | [15] | AIM 2000: A program to analyze and visualize atoms in molecules;
|
|
| | [16] | Reed A, Curtiss L A and Weinhold F 1988 Chem. Rev. 88 899
|
|
| | [17] | Tian S X 2004 J. Phys. Chem. B 108 20388
|
|
| | [18] | Alabugin I V and Zeidan T A 2002 J. Am. Chem. Soc. 124 3175
|
|
| | [19] | Ouyang S L, Wu N N, Sun C L, Liu J Y, Li Z W and Gao S Q 2010 Chin. Phys. B 19 093103
|
|
| | [20] | Koch U and Popelier P L A 1995 J. Phys. Chem. 99 9747
|
|
| | [21] | Cannington P H and Ham Norman S J 1983 Electron. Spectrosc. Relat. Phenom. 32 139
|
|
| | [22] | Wang K D, Shan X and Chen X J 2009 J. Mol. Struct. (THEOCHEM) 909 91
|
|
| | [23] | Wang K D, Ma P F and Shan X 2011 Chin. Phys. B 20 033102
|
|
| | [24] | Wang K D, Guan J, Zhu C C and Liu Y F 2011 Acta Phys. Sin. 60 073102 (in Chinese)
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