DOI: 10.1126/science.270.5237.786. Imaging the Electron Density in the Highest Occupied Molecular Orbital of Glycine

Imaging the Electron Density in the Highest Occupied Molecular Orbital of Glycine

10.1126/science.270.5237.786

Crossref journal-article

American Association for the Advancement of Science (AAAS)

Science (221)

Abstract

The spherically averaged electron density distribution of the highest occupied molecular orbital (HOMO) for the amino acid glycine has been determined by multichannel electron momentum spectroscopy. Comparison of the measured HOMO electron momentum distribution with near-Hartree-Fock limit and density functional theory (DFT) calculations for the Boltzmann-weighted sum of the eight predicted stable conformers indicates that electron correlation effects must be included in order to adequately reproduce the experimental results for glycine. The best-fitting DFT calculation determined with the Becke-Perdew gradient-corrected exchange-correlation functional was used to generate HOMO electron density maps for oriented glycine conformers. The result is shown for the most stable conformer.

Bibliography

Zheng, Y., Neville, J. J., & Brion, C. E. (1995). Imaging the Electron Density in the Highest Occupied Molecular Orbital of Glycine. Science, 270(5237), 786â788.

Authors 3

Y. Zheng (first)
J. J. Neville (additional)
C. E. Brion (additional)

References 35 Referenced 92

BARONE V, CONFORMATIONAL BEHAVIOR OF GASEOUS GLYCINE BY A DENSITY-FUNCTIONAL APPROACH, JOURNAL OF CHEMICAL PHYSICS 102, 364 (1995). (10.1063/1.469411) / JOURNAL OF CHEMICAL PHYSICS / CONFORMATIONAL BEHAVIOR OF GASEOUS GLYCINE BY A DENSITY-FUNCTIONAL APPROACH by BARONE V (1995)
BAWAGAN A.O., ELECTRON MOMENTUM SPECTROSCOPY OF THE VALENCE ORBITALS OF H2O AND D2O - QUANTITATIVE COMPARISONS USING HARTREE-FOCK LIMIT AND CORRELATED WAVE-FUNCTIONS, CHEMICAL PHYSICS 113, 19 (1987). (10.1016/0301-0104(87)80217-3) / CHEMICAL PHYSICS / ELECTRON MOMENTUM SPECTROSCOPY OF THE VALENCE ORBITALS OF H2O AND D2O - QUANTITATIVE COMPARISONS USING HARTREE-FOCK LIMIT AND CORRELATED WAVE-FUNCTIONS by BAWAGAN A.O. (1987)
BAWAGAN A.O., STUDIES OF THE ELECTRON-DENSITY IN THE OUTERMOST ORBITALS OF NH2CH3, NH(CH3)2, N(CH3)3 AND NF3 BY ELECTRON MOMENTUM SPECTROSCOPY - EVIDENCE FOR CHARGE DELOCALIZATION, CHEMICAL PHYSICS 123, 51 (1988). (10.1016/0301-0104(88)87031-9) / CHEMICAL PHYSICS / STUDIES OF THE ELECTRON-DENSITY IN THE OUTERMOST ORBITALS OF NH2CH3, NH(CH3)2, N(CH3)3 AND NF3 BY ELECTRON MOMENTUM SPECTROSCOPY - EVIDENCE FOR CHARGE DELOCALIZATION by BAWAGAN A.O. (1988)
BAWAGAN A.O., ORBITAL IMAGING OF THE LONE PAIR ELECTRONS IN N(CH3)3, NH3 AND NF3 BY ELECTRON MOMENTUM SPECTROSCOPY, CHEMICAL PHYSICS LETTERS 137, 573 (1987). (10.1016/0009-2614(87)80632-2) / CHEMICAL PHYSICS LETTERS / ORBITAL IMAGING OF THE LONE PAIR ELECTRONS IN N(CH3)3, NH3 AND NF3 BY ELECTRON MOMENTUM SPECTROSCOPY by BAWAGAN A.O. (1987)
BECKE A.D., DENSITY-FUNCTIONAL EXCHANGE-ENERGY APPROXIMATION WITH CORRECT ASYMPTOTIC-BEHAVIOR, PHYSICAL REVIEW A 38, 3098 (1988). (10.1103/PhysRevA.38.3098) / PHYSICAL REVIEW A / DENSITY-FUNCTIONAL EXCHANGE-ENERGY APPROXIMATION WITH CORRECT ASYMPTOTIC-BEHAVIOR by BECKE A.D. (1988)
BRION C.E., AIP CONF P 350, (1993). / AIP CONF P by BRION C.E. (1993)
BRION C.E., LOOKING AT ORBITALS IN THE LABORATORY - THE EXPERIMENTAL INVESTIGATION OF MOLECULAR WAVE-FUNCTIONS AND BINDING-ENERGIES BY ELECTRON MOMENTUM SPECTROSCOPY, INTERNATIONAL JOURNAL OF QUANTUM CHEMISTRY 29, 1397 (1986). (10.1002/qua.560290534) / INTERNATIONAL JOURNAL OF QUANTUM CHEMISTRY / LOOKING AT ORBITALS IN THE LABORATORY - THE EXPERIMENTAL INVESTIGATION OF MOLECULAR WAVE-FUNCTIONS AND BINDING-ENERGIES BY ELECTRON MOMENTUM SPECTROSCOPY by BRION C.E. (1986)
COOPER D.L., MOLECULAR DISSIMILARITY - A MOMENTUM-SPACE CRITERION, JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 114, 4773 (1992). (10.1021/ja00038a048) / JOURNAL OF THE AMERICAN CHEMICAL SOCIETY / MOLECULAR DISSIMILARITY - A MOMENTUM-SPACE CRITERION by COOPER D.L. (1992)
COOPER D.L., MOLECULAR SIMILARITY OF ANTI-HIV PHOSPHOLIPIDS, JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 115, 12615 (1993). (10.1021/ja00079a063) / JOURNAL OF THE AMERICAN CHEMICAL SOCIETY / MOLECULAR SIMILARITY OF ANTI-HIV PHOSPHOLIPIDS by COOPER D.L. (1993)
COOPER D.L., A NOVEL-APPROACH TO MOLECULAR SIMILARITY, JOURNAL OF COMPUTER-AIDED MOLECULAR DESIGN 3, 253 (1989). (10.1007/BF01533071) / JOURNAL OF COMPUTER-AIDED MOLECULAR DESIGN / A NOVEL-APPROACH TO MOLECULAR SIMILARITY by COOPER D.L. (1989)
CSASZAR A.G., CONFORMERS OF GASEOUS GLYCINE, JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 114, 9568 (1992). (10.1021/ja00050a041) / JOURNAL OF THE AMERICAN CHEMICAL SOCIETY / CONFORMERS OF GASEOUS GLYCINE by CSASZAR A.G. (1992)
DEBIES T.P., ELECTRONIC-STRUCTURE OF AMINO-ACIDS AND UREAS, JOURNAL OF ELECTRON SPECTROSCOPY AND RELATED PHENOMENA 3, 315 (1974). (10.1016/0368-2048(74)80083-6) / JOURNAL OF ELECTRON SPECTROSCOPY AND RELATED PHENOMENA / ELECTRONIC-STRUCTURE OF AMINO-ACIDS AND UREAS by DEBIES T.P. (1974)
DUFFY P, ASSESSMENT OF GAUSSIAN-WEIGHTED ANGULAR RESOLUTION FUNCTIONS IN THE COMPARISON OF QUANTUM-MECHANICALLY CALCULATED ELECTRON MOMENTUM DISTRIBUTIONS WITH EXPERIMENT, CHEMICAL PHYSICS 159, 347 (1992). (10.1016/0301-0104(92)87062-E) / CHEMICAL PHYSICS / ASSESSMENT OF GAUSSIAN-WEIGHTED ANGULAR RESOLUTION FUNCTIONS IN THE COMPARISON OF QUANTUM-MECHANICALLY CALCULATED ELECTRON MOMENTUM DISTRIBUTIONS WITH EXPERIMENT by DUFFY P (1992)
DUFFY P, ASSESSMENT OF KOHN-SHAM DENSITY-FUNCTIONAL ORBITALS AS APPROXIMATE DYSON ORBITALS FOR THE CALCULATION OF ELECTRON-MOMENTUM-SPECTROSCOPY SCATTERING CROSS-SECTIONS, PHYSICAL REVIEW A 50, 4707 (1994). (10.1103/PhysRevA.50.4707) / PHYSICAL REVIEW A / ASSESSMENT OF KOHN-SHAM DENSITY-FUNCTIONAL ORBITALS AS APPROXIMATE DYSON ORBITALS FOR THE CALCULATION OF ELECTRON-MOMENTUM-SPECTROSCOPY SCATTERING CROSS-SECTIONS by DUFFY P (1994)
DUNNING T.H., GAUSSIAN-BASIS SETS FOR USE IN CORRELATED MOLECULAR CALCULATIONS .1. THE ATOMS BORON THROUGH NEON AND HYDROGEN, JOURNAL OF CHEMICAL PHYSICS 90, 1007 (1989). (10.1063/1.456153) / JOURNAL OF CHEMICAL PHYSICS / GAUSSIAN-BASIS SETS FOR USE IN CORRELATED MOLECULAR CALCULATIONS .1. THE ATOMS BORON THROUGH NEON AND HYDROGEN by DUNNING T.H. (1989)
FELLER D, ONE-ELECTRON PROPERTIES OF SEVERAL SMALL MOLECULES USING NEAR HARTREE-FOCK LIMIT BASIS-SETS, JOURNAL OF CHEMICAL PHYSICS 86, 3424 (1987). (10.1063/1.451999) / JOURNAL OF CHEMICAL PHYSICS / ONE-ELECTRON PROPERTIES OF SEVERAL SMALL MOLECULES USING NEAR HARTREE-FOCK LIMIT BASIS-SETS by FELLER D (1987)
FREY R.F., IMPORTANCE OF CORRELATION-GRADIENT GEOMETRY OPTIMIZATION FOR MOLECULAR CONFORMATIONAL-ANALYSES, JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 114, 5369 (1992). (10.1021/ja00039a057) / JOURNAL OF THE AMERICAN CHEMICAL SOCIETY / IMPORTANCE OF CORRELATION-GRADIENT GEOMETRY OPTIMIZATION FOR MOLECULAR CONFORMATIONAL-ANALYSES by FREY R.F. (1992)
FUKUI K, A MOLECULAR ORBITAL THEORY OF REACTIVITY IN AROMATIC HYDROCARBONS, JOURNAL OF CHEMICAL PHYSICS 20, 722 (1952). (10.1063/1.1700523) / JOURNAL OF CHEMICAL PHYSICS / A MOLECULAR ORBITAL THEORY OF REACTIVITY IN AROMATIC HYDROCARBONS by FUKUI K (1952)
FUKUI K, P NOBEL LAUREATE S A 1, (1986). / P NOBEL LAUREATE S A by FUKUI K (1986)
GODFREY P.D., SHAPE OF GLYCINE, JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 117, 2019 (1995). (10.1021/ja00112a015) / JOURNAL OF THE AMERICAN CHEMICAL SOCIETY / SHAPE OF GLYCINE by GODFREY P.D. (1995)
HU C.H., GLYCINE CONFORMATIONAL-ANALYSIS, JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 115, 2923 (1993). (10.1021/ja00060a046) / JOURNAL OF THE AMERICAN CHEMICAL SOCIETY / GLYCINE CONFORMATIONAL-ANALYSIS by HU C.H. (1993)
IIJIMA K, MAIN CONFORMER OF GASEOUS GLYCINE - MOLECULAR-STRUCTURE AND ROTATIONAL BARRIER FROM ELECTRON-DIFFRACTION DATA AND ROTATIONAL-CONSTANTS, JOURNAL OF MOLECULAR STRUCTURE 246, 257 (1991). (10.1016/0022-2860(91)80132-N) / JOURNAL OF MOLECULAR STRUCTURE / MAIN CONFORMER OF GASEOUS GLYCINE - MOLECULAR-STRUCTURE AND ROTATIONAL BARRIER FROM ELECTRON-DIFFRACTION DATA AND ROTATIONAL-CONSTANTS by IIJIMA K (1991)
JENSEN J.H., THE CONFORMATIONAL POTENTIAL-ENERGY SURFACE OF GLYCINE - A THEORETICAL-STUDY, JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 113, 7917 (1991). (10.1021/ja00021a015) / JOURNAL OF THE AMERICAN CHEMICAL SOCIETY / THE CONFORMATIONAL POTENTIAL-ENERGY SURFACE OF GLYCINE - A THEORETICAL-STUDY by JENSEN J.H. (1991)
KENDALL R.A., ELECTRON-AFFINITIES OF THE 1ST-ROW ATOMS REVISITED - SYSTEMATIC BASIS-SETS AND WAVE-FUNCTIONS, JOURNAL OF CHEMICAL PHYSICS 96, 6796 (1992). (10.1063/1.462569) / JOURNAL OF CHEMICAL PHYSICS / ELECTRON-AFFINITIES OF THE 1ST-ROW ATOMS REVISITED - SYSTEMATIC BASIS-SETS AND WAVE-FUNCTIONS by KENDALL R.A. (1992)
MCCARTHY I, REPT PROG PHYS 91, 789 (1991). (10.1088/0034-4885/54/6/001) / REPT PROG PHYS by MCCARTHY I (1991)
PARR R.G., DENSITY FUNCTIONAL T (1989). / DENSITY FUNCTIONAL T by PARR R.G. (1989)
PERDEW J.P., DENSITY-FUNCTIONAL APPROXIMATION FOR THE CORRELATION-ENERGY OF THE INHOMOGENEOUS ELECTRON-GAS, PHYSICAL REVIEW B 33, 8822 (1986). (10.1103/PhysRevB.33.8822) / PHYSICAL REVIEW B / DENSITY-FUNCTIONAL APPROXIMATION FOR THE CORRELATION-ENERGY OF THE INHOMOGENEOUS ELECTRON-GAS by PERDEW J.P. (1986)
RAMEK M, J MOL STRUCT THEOCHE 235, 1 (1991). (10.1016/0166-1280(91)85078-L) / J MOL STRUCT THEOCHE by RAMEK M (1991)
SALAHUB D.R., DENSITY FUNCTIONAL M 77, (1991). / DENSITY FUNCTIONAL M by SALAHUB D.R. (1991)
STAMANT A, NEW ALGORITHM FOR THE OPTIMIZATION OF GEOMETRIES IN LOCAL DENSITY FUNCTIONAL THEORY, CHEMICAL PHYSICS LETTERS 169, 387 (1990). (10.1016/0009-2614(90)87064-X) / CHEMICAL PHYSICS LETTERS / NEW ALGORITHM FOR THE OPTIMIZATION OF GEOMETRIES IN LOCAL DENSITY FUNCTIONAL THEORY by STAMANT A (1990)
SUENRAM R.D., MILLIMETER WAVE SPECTRUM OF GLYCINE - A NEW CONFORMER, JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 102, 7180 (1980). (10.1021/ja00544a002) / JOURNAL OF THE AMERICAN CHEMICAL SOCIETY / MILLIMETER WAVE SPECTRUM OF GLYCINE - A NEW CONFORMER by SUENRAM R.D. (1980)
TODD B.R., A HIGH-SENSITIVITY MOMENTUM DISPERSIVE MULTICHANNEL ELECTRON MOMENTUM SPECTROMETER FOR STUDIES IN EXPERIMENTAL QUANTUM-CHEMISTRY, REVIEW OF SCIENTIFIC INSTRUMENTS 65, 349 (1994). (10.1063/1.1145195) / REVIEW OF SCIENTIFIC INSTRUMENTS / A HIGH-SENSITIVITY MOMENTUM DISPERSIVE MULTICHANNEL ELECTRON MOMENTUM SPECTROMETER FOR STUDIES IN EXPERIMENTAL QUANTUM-CHEMISTRY by TODD B.R. (1994)
VOSKO S.H., ACCURATE SPIN-DEPENDENT ELECTRON LIQUID CORRELATION ENERGIES FOR LOCAL SPIN-DENSITY CALCULATIONS - A CRITICAL ANALYSIS, CANADIAN JOURNAL OF PHYSICS 58, 1200 (1980). (10.1139/p80-159) / CANADIAN JOURNAL OF PHYSICS / ACCURATE SPIN-DEPENDENT ELECTRON LIQUID CORRELATION ENERGIES FOR LOCAL SPIN-DENSITY CALCULATIONS - A CRITICAL ANALYSIS by VOSKO S.H. (1980)
YU D, HYDROGEN-BONDING AND INTERNAL-ROTATION BARRIERS OF GLYCINE AND ITS ZWITTERION (HYPOTHETICAL) IN THE GAS-PHASE, CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE 70, 1762 (1992). (10.1139/v92-221) / CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE / HYDROGEN-BONDING AND INTERNAL-ROTATION BARRIERS OF GLYCINE AND ITS ZWITTERION (HYPOTHETICAL) IN THE GAS-PHASE by YU D (1992)
ZHENG Y, AN ELECTRONIC-STRUCTURE STUDY OF ACETONE BY ELECTRON MOMENTUM SPECTROSCOPY - A COMPARISON OF SCF, MSRD-CI AND DENSITY-FUNCTIONAL THEORY, CHEMICAL PHYSICS 188, 109 (1994). (10.1016/0301-0104(94)00225-8) / CHEMICAL PHYSICS / AN ELECTRONIC-STRUCTURE STUDY OF ACETONE BY ELECTRON MOMENTUM SPECTROSCOPY - A COMPARISON OF SCF, MSRD-CI AND DENSITY-FUNCTIONAL THEORY by ZHENG Y (1994)

Dates

Type	When
Created	18 years, 10 months ago (Oct. 27, 2006, 2:19 p.m.)
Deposited	1 year, 7 months ago (Jan. 12, 2024, 4:13 p.m.)
Indexed	1 month, 3 weeks ago (July 7, 2025, 5:07 a.m.)
Issued	29 years, 9 months ago (Nov. 3, 1995)
Published	29 years, 9 months ago (Nov. 3, 1995)
Published Print	29 years, 9 months ago (Nov. 3, 1995)

Funders 0

None

BibTeX

@article{Zheng_1995, title={Imaging the Electron Density in the Highest Occupied Molecular Orbital of Glycine}, volume={270}, ISSN={1095-9203}, url={http://dx.doi.org/10.1126/science.270.5237.786}, DOI={10.1126/science.270.5237.786}, number={5237}, journal={Science}, publisher={American Association for the Advancement of Science (AAAS)}, author={Zheng, Y. and Neville, J. J. and Brion, C. E.}, year={1995}, month=nov, pages={786–788} }

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      "doi-asserted-by": "crossref",
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      "DOI": "10.1016/0368-2048(74)80083-6",
      "article-title": "ELECTRONIC-STRUCTURE OF AMINO-ACIDS AND UREAS",
      "volume": "3",
      "author": "DEBIES T.P.",
      "year": "1974",
      "unstructured": "DEBIES T.P., ELECTRONIC-STRUCTURE OF AMINO-ACIDS AND UREAS, JOURNAL OF ELECTRON SPECTROSCOPY AND RELATED PHENOMENA 3, 315 (1974).",
      "journal-title": "JOURNAL OF ELECTRON SPECTROSCOPY AND RELATED PHENOMENA"
    },
    {
      "key": "e_1_2_1_14_2",
      "doi-asserted-by": "crossref",
      "first-page": "347",
      "DOI": "10.1016/0301-0104(92)87062-E",
      "article-title": "ASSESSMENT OF GAUSSIAN-WEIGHTED ANGULAR RESOLUTION FUNCTIONS IN THE COMPARISON OF QUANTUM-MECHANICALLY CALCULATED ELECTRON MOMENTUM DISTRIBUTIONS WITH EXPERIMENT",
      "volume": "159",
      "author": "DUFFY P",
      "year": "1992",
      "unstructured": "DUFFY P, ASSESSMENT OF GAUSSIAN-WEIGHTED ANGULAR RESOLUTION FUNCTIONS IN THE COMPARISON OF QUANTUM-MECHANICALLY CALCULATED ELECTRON MOMENTUM DISTRIBUTIONS WITH EXPERIMENT, CHEMICAL PHYSICS 159, 347 (1992).",
      "journal-title": "CHEMICAL PHYSICS"
    },
    {
      "key": "e_1_2_1_15_2",
      "doi-asserted-by": "crossref",
      "first-page": "4707",
      "DOI": "10.1103/PhysRevA.50.4707",
      "article-title": "ASSESSMENT OF KOHN-SHAM DENSITY-FUNCTIONAL ORBITALS AS APPROXIMATE DYSON ORBITALS FOR THE CALCULATION OF ELECTRON-MOMENTUM-SPECTROSCOPY SCATTERING CROSS-SECTIONS",
      "volume": "50",
      "author": "DUFFY P",
      "year": "1994",
      "unstructured": "DUFFY P, ASSESSMENT OF KOHN-SHAM DENSITY-FUNCTIONAL ORBITALS AS APPROXIMATE DYSON ORBITALS FOR THE CALCULATION OF ELECTRON-MOMENTUM-SPECTROSCOPY SCATTERING CROSS-SECTIONS, PHYSICAL REVIEW A 50, 4707 (1994).",
      "journal-title": "PHYSICAL REVIEW A"
    },
    {
      "key": "e_1_2_1_16_2",
      "doi-asserted-by": "crossref",
      "first-page": "1007",
      "DOI": "10.1063/1.456153",
      "article-title": "GAUSSIAN-BASIS SETS FOR USE IN CORRELATED MOLECULAR CALCULATIONS .1. THE ATOMS BORON THROUGH NEON AND HYDROGEN",
      "volume": "90",
      "author": "DUNNING T.H.",
      "year": "1989",
      "unstructured": "DUNNING T.H., GAUSSIAN-BASIS SETS FOR USE IN CORRELATED MOLECULAR CALCULATIONS .1. THE ATOMS BORON THROUGH NEON AND HYDROGEN, JOURNAL OF CHEMICAL PHYSICS 90, 1007 (1989).",
      "journal-title": "JOURNAL OF CHEMICAL PHYSICS"
    },
    {
      "key": "e_1_2_1_17_2",
      "doi-asserted-by": "crossref",
      "first-page": "3424",
      "DOI": "10.1063/1.451999",
      "article-title": "ONE-ELECTRON PROPERTIES OF SEVERAL SMALL MOLECULES USING NEAR HARTREE-FOCK LIMIT BASIS-SETS",
      "volume": "86",
      "author": "FELLER D",
      "year": "1987",
      "unstructured": "FELLER D, ONE-ELECTRON PROPERTIES OF SEVERAL SMALL MOLECULES USING NEAR HARTREE-FOCK LIMIT BASIS-SETS, JOURNAL OF CHEMICAL PHYSICS 86, 3424 (1987).",
      "journal-title": "JOURNAL OF CHEMICAL PHYSICS"
    },
    {
      "key": "e_1_2_1_18_2",
      "doi-asserted-by": "crossref",
      "first-page": "5369",
      "DOI": "10.1021/ja00039a057",
      "article-title": "IMPORTANCE OF CORRELATION-GRADIENT GEOMETRY OPTIMIZATION FOR MOLECULAR CONFORMATIONAL-ANALYSES",
      "volume": "114",
      "author": "FREY R.F.",
      "year": "1992",
      "unstructured": "FREY R.F., IMPORTANCE OF CORRELATION-GRADIENT GEOMETRY OPTIMIZATION FOR MOLECULAR CONFORMATIONAL-ANALYSES, JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 114, 5369 (1992).",
      "journal-title": "JOURNAL OF THE AMERICAN CHEMICAL SOCIETY"
    },
    {
      "key": "e_1_2_1_19_2",
      "doi-asserted-by": "crossref",
      "first-page": "722",
      "DOI": "10.1063/1.1700523",
      "article-title": "A MOLECULAR ORBITAL THEORY OF REACTIVITY IN AROMATIC HYDROCARBONS",
      "volume": "20",
      "author": "FUKUI K",
      "year": "1952",
      "unstructured": "FUKUI K, A MOLECULAR ORBITAL THEORY OF REACTIVITY IN AROMATIC HYDROCARBONS, JOURNAL OF CHEMICAL PHYSICS 20, 722 (1952).",
      "journal-title": "JOURNAL OF CHEMICAL PHYSICS"
    },
    {
      "key": "e_1_2_1_20_2",
      "volume": "1",
      "author": "FUKUI K",
      "year": "1986",
      "unstructured": "FUKUI K, P NOBEL LAUREATE S A 1, (1986).",
      "journal-title": "P NOBEL LAUREATE S A"
    },
    {
      "key": "e_1_2_1_21_2",
      "doi-asserted-by": "crossref",
      "first-page": "2019",
      "DOI": "10.1021/ja00112a015",
      "article-title": "SHAPE OF GLYCINE",
      "volume": "117",
      "author": "GODFREY P.D.",
      "year": "1995",
      "unstructured": "GODFREY P.D., SHAPE OF GLYCINE, JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 117, 2019 (1995).",
      "journal-title": "JOURNAL OF THE AMERICAN CHEMICAL SOCIETY"
    },
    {
      "key": "e_1_2_1_22_2",
      "doi-asserted-by": "crossref",
      "first-page": "2923",
      "DOI": "10.1021/ja00060a046",
      "article-title": "GLYCINE CONFORMATIONAL-ANALYSIS",
      "volume": "115",
      "author": "HU C.H.",
      "year": "1993",
      "unstructured": "HU C.H., GLYCINE CONFORMATIONAL-ANALYSIS, JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 115, 2923 (1993).",
      "journal-title": "JOURNAL OF THE AMERICAN CHEMICAL SOCIETY"
    },
    {
      "key": "e_1_2_1_23_2",
      "doi-asserted-by": "crossref",
      "first-page": "257",
      "DOI": "10.1016/0022-2860(91)80132-N",
      "article-title": "MAIN CONFORMER OF GASEOUS GLYCINE - MOLECULAR-STRUCTURE AND ROTATIONAL BARRIER FROM ELECTRON-DIFFRACTION DATA AND ROTATIONAL-CONSTANTS",
      "volume": "246",
      "author": "IIJIMA K",
      "year": "1991",
      "unstructured": "IIJIMA K, MAIN CONFORMER OF GASEOUS GLYCINE - MOLECULAR-STRUCTURE AND ROTATIONAL BARRIER FROM ELECTRON-DIFFRACTION DATA AND ROTATIONAL-CONSTANTS, JOURNAL OF MOLECULAR STRUCTURE 246, 257 (1991).",
      "journal-title": "JOURNAL OF MOLECULAR STRUCTURE"
    },
    {
      "key": "e_1_2_1_24_2",
      "doi-asserted-by": "crossref",
      "first-page": "7917",
      "DOI": "10.1021/ja00021a015",
      "article-title": "THE CONFORMATIONAL POTENTIAL-ENERGY SURFACE OF GLYCINE - A THEORETICAL-STUDY",
      "volume": "113",
      "author": "JENSEN J.H.",
      "year": "1991",
      "unstructured": "JENSEN J.H., THE CONFORMATIONAL POTENTIAL-ENERGY SURFACE OF GLYCINE - A THEORETICAL-STUDY, JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 113, 7917 (1991).",
      "journal-title": "JOURNAL OF THE AMERICAN CHEMICAL SOCIETY"
    },
    {
      "key": "e_1_2_1_25_2",
      "doi-asserted-by": "crossref",
      "first-page": "6796",
      "DOI": "10.1063/1.462569",
      "article-title": "ELECTRON-AFFINITIES OF THE 1ST-ROW ATOMS REVISITED - SYSTEMATIC BASIS-SETS AND WAVE-FUNCTIONS",
      "volume": "96",
      "author": "KENDALL R.A.",
      "year": "1992",
      "unstructured": "KENDALL R.A., ELECTRON-AFFINITIES OF THE 1ST-ROW ATOMS REVISITED - SYSTEMATIC BASIS-SETS AND WAVE-FUNCTIONS, JOURNAL OF CHEMICAL PHYSICS 96, 6796 (1992).",
      "journal-title": "JOURNAL OF CHEMICAL PHYSICS"
    },
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      "doi-asserted-by": "crossref",
      "first-page": "789",
      "DOI": "10.1088/0034-4885/54/6/001",
      "volume": "91",
      "author": "MCCARTHY I",
      "year": "1991",
      "unstructured": "MCCARTHY I, REPT PROG PHYS 91, 789 (1991).",
      "journal-title": "REPT PROG PHYS"
    },
    {
      "key": "e_1_2_1_27_2",
      "author": "PARR R.G.",
      "year": "1989",
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      "journal-title": "DENSITY FUNCTIONAL T"
    },
    {
      "key": "e_1_2_1_28_2",
      "doi-asserted-by": "crossref",
      "first-page": "8822",
      "DOI": "10.1103/PhysRevB.33.8822",
      "article-title": "DENSITY-FUNCTIONAL APPROXIMATION FOR THE CORRELATION-ENERGY OF THE INHOMOGENEOUS ELECTRON-GAS",
      "volume": "33",
      "author": "PERDEW J.P.",
      "year": "1986",
      "unstructured": "PERDEW J.P., DENSITY-FUNCTIONAL APPROXIMATION FOR THE CORRELATION-ENERGY OF THE INHOMOGENEOUS ELECTRON-GAS, PHYSICAL REVIEW B 33, 8822 (1986).",
      "journal-title": "PHYSICAL REVIEW B"
    },
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      "key": "e_1_2_1_29_2",
      "doi-asserted-by": "crossref",
      "first-page": "1",
      "DOI": "10.1016/0166-1280(91)85078-L",
      "volume": "235",
      "author": "RAMEK M",
      "year": "1991",
      "unstructured": "RAMEK M, J MOL STRUCT THEOCHE 235, 1 (1991).",
      "journal-title": "J MOL STRUCT THEOCHE"
    },
    {
      "key": "e_1_2_1_30_2",
      "volume": "77",
      "author": "SALAHUB D.R.",
      "year": "1991",
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      "journal-title": "DENSITY FUNCTIONAL M"
    },
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      "key": "e_1_2_1_31_2",
      "doi-asserted-by": "crossref",
      "first-page": "387",
      "DOI": "10.1016/0009-2614(90)87064-X",
      "article-title": "NEW ALGORITHM FOR THE OPTIMIZATION OF GEOMETRIES IN LOCAL DENSITY FUNCTIONAL THEORY",
      "volume": "169",
      "author": "STAMANT A",
      "year": "1990",
      "unstructured": "STAMANT A, NEW ALGORITHM FOR THE OPTIMIZATION OF GEOMETRIES IN LOCAL DENSITY FUNCTIONAL THEORY, CHEMICAL PHYSICS LETTERS 169, 387 (1990).",
      "journal-title": "CHEMICAL PHYSICS LETTERS"
    },
    {
      "key": "e_1_2_1_32_2",
      "doi-asserted-by": "crossref",
      "first-page": "7180",
      "DOI": "10.1021/ja00544a002",
      "article-title": "MILLIMETER WAVE SPECTRUM OF GLYCINE - A NEW CONFORMER",
      "volume": "102",
      "author": "SUENRAM R.D.",
      "year": "1980",
      "unstructured": "SUENRAM R.D., MILLIMETER WAVE SPECTRUM OF GLYCINE - A NEW CONFORMER, JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 102, 7180 (1980).",
      "journal-title": "JOURNAL OF THE AMERICAN CHEMICAL SOCIETY"
    },
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      "doi-asserted-by": "crossref",
      "first-page": "349",
      "DOI": "10.1063/1.1145195",
      "article-title": "A HIGH-SENSITIVITY MOMENTUM DISPERSIVE MULTICHANNEL ELECTRON MOMENTUM SPECTROMETER FOR STUDIES IN EXPERIMENTAL QUANTUM-CHEMISTRY",
      "volume": "65",
      "author": "TODD B.R.",
      "year": "1994",
      "unstructured": "TODD B.R., A HIGH-SENSITIVITY MOMENTUM DISPERSIVE MULTICHANNEL ELECTRON MOMENTUM SPECTROMETER FOR STUDIES IN EXPERIMENTAL QUANTUM-CHEMISTRY, REVIEW OF SCIENTIFIC INSTRUMENTS 65, 349 (1994).",
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    },
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      "doi-asserted-by": "crossref",
      "first-page": "1200",
      "DOI": "10.1139/p80-159",
      "article-title": "ACCURATE SPIN-DEPENDENT ELECTRON LIQUID CORRELATION ENERGIES FOR LOCAL SPIN-DENSITY CALCULATIONS - A CRITICAL ANALYSIS",
      "volume": "58",
      "author": "VOSKO S.H.",
      "year": "1980",
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