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Interplay between non-covalent interactions in complexes and crystals with halogen bonds

Ekaterina Vladimirovna Bartashevich 1
Ekaterina Vladimirovna Bartashevich
, 
Vladinir Grigor'evich Tsirelson 2
Vladinir Grigor'evich Tsirelson
1 South Ural State University, Chelyabinsk
2 D. Mendeleev University of Chemical Technology of Russia
10.1070/RCR4440
Published 30 November 2013
Communication , Volume 83, Issue 12, 1181-1203
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Bartashevich E. V., Tsirelson V. G. Interplay between non-covalent interactions in complexes and crystals with halogen bonds // Russian Chemical Reviews. 2014. Vol. 83. No. 12. pp. 1181-1203.
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Bartashevich E. V., Tsirelson V. G. Interplay between non-covalent interactions in complexes and crystals with halogen bonds // Russian Chemical Reviews. 2014. Vol. 83. No. 12. pp. 1181-1203.
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TY - JOUR
DO - 10.1070/RCR4440
UR - https://rcr.colab.ws/publications/10.1070/RCR4440
TI - Interplay between non-covalent interactions in complexes and crystals with halogen bonds
T2 - Russian Chemical Reviews
AU - Bartashevich, Ekaterina Vladimirovna
AU - Tsirelson, Vladinir Grigor'evich
PY - 2014
DA - 2013/11/30
PB - ANO Editorial Board of the journal Uspekhi Khimii
SP - 1181-1203
IS - 12
VL - 83
ER -
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@article{2014_Bartashevich,
author = {Ekaterina Vladimirovna Bartashevich and Vladinir Grigor'evich Tsirelson},
title = {Interplay between non-covalent interactions in complexes and crystals with halogen bonds},
journal = {Russian Chemical Reviews},
year = {2014},
volume = {83},
publisher = {ANO Editorial Board of the journal Uspekhi Khimii},
month = {Nov},
url = {https://rcr.colab.ws/publications/10.1070/RCR4440},
number = {12},
pages = {1181--1203},
doi = {10.1070/RCR4440}
}
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Bartashevich, Ekaterina Vladimirovna, and Vladinir Grigor'evich Tsirelson. “Interplay between non-covalent interactions in complexes and crystals with halogen bonds.” Russian Chemical Reviews, vol. 83, no. 12, Nov. 2014, pp. 1181-1203. https://rcr.colab.ws/publications/10.1070/RCR4440.
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Abstract

Studies on the structure and properties of complexes and crystals with halogen bonds accompanied by alternative or secondary non-covalent interactions are analyzed. The features indicating the presence of halogen bonds are described systematically, modern methods and approaches that provide clear and reproducible estimates of the strength of halogen bonds in comparison with the strengths of other non-covalent interactions are considered. Problems that give rise to contradictions in the interpretation of the results of different comparative studies of the strength of halogen bonds are discussed.

Bibliography --- 249 references.

References

1.
Defining the hydrogen bond: An account (IUPAC Technical Report)
Arunan E., Desiraju G.R., Klein R.A., Sadlej J., Scheiner S., Alkorta I., Clary D.C., Crabtree R.H., Dannenberg J.J., Hobza P., Kjaergaard H.G., Legon A.C., Mennucci B., Nesbitt D.J.
Pure and Applied Chemistry , 2011
2.
Definition of the halogen bond (IUPAC Recommendations 2013)
Desiraju G.R., Ho P.S., Kloo L., Legon A.C., Marquardt R., Metrangolo P., Politzer P., Resnati G., Rissanen K.
Pure and Applied Chemistry , 2013
3.
Halogen Versus Hydrogen
Metrangolo P., Resnati G.
Science , 2008
4.
Innovation in crystal engineering
Braga D., Desiraju G.R., Miller J.S., Orpen A.G., Price S.(.
CrystEngComm , 2002
5.
Engineering functional materials by halogen bonding
Metrangolo P., Resnati G., Pilati T., Liantonio R., Meyer F.
Journal of Polymer Science, Part A: Polymer Chemistry , 2006
6.
6
V. B. Evstigneev
Dokl. Akad. Nauk SSSR , 1953
8.
Halogen Bonding Based Recognition Processes:  A World Parallel to Hydrogen Bonding
Metrangolo P., Neukirch H., Pilati T., Resnati G.
Accounts of Chemical Research , 2005
10.
10
T. A. Kryukova
"Polyaro-graficheskii Analiz" (Polarographic Analysis) , 1959
11.
Cooperativity in multiple unusual weak bonds
Alkorta I., Blanco F., Deyà P.M., Elguero J., Estarellas C., Frontera A., Quiñonero D.
Theoretical Chemistry Accounts , 2009
12.
Hassel O., Hvoslef J., Vihovde E.H., Sörensen N.A.
Acta Chemica Scandinavica , 1954
14.
The effective shape of the covalently bound fluorine atom
Nyburg S.C., Szymański J.T.
Chemical Communications (London) , 1968
16.
A revision of van der Waals atomic radii for molecular crystals: N, O, F, S, Cl, Se, Br and I bonded to carbon
Nyburg S.C., Faerman C.H.
Acta Crystallographica Section B Structural Science , 1985
17.
The Nature of -Cl.cntdot..cntdot..cntdot.Cl- Intermolecular Interactions
Price S.L., Stone A.J., Lucas J., Rowland R.S., Thornley A.E.
Journal of the American Chemical Society , 1994
18.
The Nature and Geometry of Intermolecular Interactions between Halogens and Oxygen or Nitrogen
Lommerse J.P., Stone A.J., Taylor R., Allen F.H.
Journal of the American Chemical Society , 1996
20.
The Nature of Halogen⋅⋅⋅Halogen Synthons: Crystallographic and Theoretical Studies
Awwadi F.F., Willett R.D., Peterson K.A., Twamley B.
Chemistry - A European Journal , 2006
21.
21
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1958
22.
Shortened interm olecular contacts in crystals
Zefirov Y.V., Zorkii P.M.
Journal of Structural Chemistry , 1977
23.
23
N. V. Vostrilova
Dokl. Akad. Nauk Uzbek. SSR , 1958
25.
Crystal Engineering: From Molecule to Crystal
Desiraju G.R.
Journal of the American Chemical Society , 2013
26.
26
B. Ya. Dain
1957
28.
Analysis of Cl…Cl and C-H…Cl intermolecular interactions involving chlorine in substituted 2-chloroquinoline derivatives
Hathwar V.R., Roopan S.M., Subashini R., Khan F.N., Guru Row T.N.
Journal of Chemical Sciences , 2010
29.
Charge Density Analysis and Topological Properties of Hal3-Synthons and Their Comparison with Competing Hydrogen Bonds
Brezgunova M.E., Aubert E., Dahaoui S., Fertey P., Lebègue S., Jelsch C., Ángyán J.G., Espinosa E.
Crystal Growth and Design , 2012
30.
Intermolecular Bonding Features in Solid Iodine
Bertolotti F., Shishkina A.V., Forni A., Gervasio G., Stash A.I., Tsirelson V.G.
Crystal Growth and Design , 2014
32.
32
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1952
33.
Pennington W.T., Hanks T.W., Arman H.D.
35.
A nuclear quadrupole resonance and X-ray study of the crystal structure of 2,5-dichloroaniline
Sakurai T., Sundaralingam M., Jeffrey G.A.
Acta Crystallographica , 1963
40.
The halogen bond: an interim perspective
Legon A.C.
Physical Chemistry Chemical Physics , 2010
42.
42
L. K. Obukhova
Izv. Akad. Nauk SSSR, Otd. Khim. Nauk , 1960
43.
Hobza P., Zahradník R., Müller-Dethlefs K.
Collection of Czechoslovak Chemical Communications , 2006
44.
Organoiodine complexes: Structural and functional variety
Chernov’yants M.S., Burykin I.V.
Russian Chemical Bulletin , 2009
45.
45
W. Hendrich
Roczniki Chemii , 1958
46.
Commemorating two centuries of iodine research: an interdisciplinary overview of current research.
Küpper F.C., Feiters M.C., Olofsson B., Kaiho T., Yanagida S., Zimmermann M.B., Carpenter L.J., Luther G.W., Lu Z., Jonsson M., Kloo L.
Angewandte Chemie - International Edition , 2011
47.
Topological definition of crystal structure: determination of the bonded interactions in solid molecular chlorine
Tsirelson V.G., Zhou P.F., Tang T.-., Bader R.F.
Acta Crystallographica Section A Foundations of Crystallography , 1995
48.
Periodic Projector Augmented Wave Density Functional Calculations on the Hexachlorobenzene Crystal and Comparison with the Experimental Multipolar Charge Density Model
Aubert E., Lebègue S., Marsman M., Bui T.T., Jelsch C., Dahaoui S., Espinosa E., Ángyán J.G.
Journal of Physical Chemistry A , 2011
50.
Halogen Bonding in 2,5-Dichloro-1,4-benzoquinone: Insights from Experimental and Theoretical Charge Density Analysis
Hathwar V.R., Gonnade R.G., Munshi P., Bhadbhade M.M., Guru Row T.N.
Crystal Growth and Design , 2011
52.
Competition between hydrogen bond and halogen bond in complexes of formaldehyde with hypohalous acids
Li Q., Xu X., Liu T., Jing B., Li W., Cheng J., Gong B., Sun J.
Physical Chemistry Chemical Physics , 2010
53.
Some measures for making halogen bonds stronger than hydrogen bonds in H2CS–HOX (X = F, Cl, and Br) complexes
Li Q., Jing B., Li R., Liu Z., Li W., Luan F., Cheng J., Gong B., Sun J.
Physical Chemistry Chemical Physics , 2011
56.
Competition of Hydrogen Bonds and Halogen Bonds in Complexes of Hypohalous Acids with Nitrogenated Bases
Alkorta I., Blanco F., Solimannejad M., Elguero J.
Journal of Physical Chemistry A , 2008
57.
Homo- and heterochiral dimers (PHFX)2, X=Cl, CN, CH3, NC: To what extent do they differ?
Del Bene J.E., Sanchez-Sanz G., Alkorta I., Elguero J.
Chemical Physics Letters , 2012
58.
Natural hybrid orbitals
Foster J.P., Weinhold F.
Journal of the American Chemical Society , 1980
59.
59
H. Linshitz
"Research in Photosynthesis" , 1957
63.
63
1930
64.
Symmetry‐adapted perturbation theory of intermolecular forces
Szalewicz K.
Wiley Interdisciplinary Reviews: Computational Molecular Science , 2011
65.
Natural bond orbital analysis of near‐Hartree–Fock water dimer
Reed A.E., Weinhold F.
Journal of Chemical Physics , 1983
66.
Natural localized molecular orbitals
Reed A.E., Weinhold F.
Journal of Chemical Physics , 1985
67.
Molecular compounds and their spectra. XXI. Some general considerations
Mulliken R.S., Person W.B.
Journal of the American Chemical Society , 1969
72.
Directional tendencies of halogen and hydrogen bonds
Shields Z.P., Murray J.S., Politzer P.
International Journal of Quantum Chemistry , 2010
73.
Halogen bonding: an electrostatically-driven highly directional noncovalent interaction
Politzer P., Murray J.S., Clark T.
Physical Chemistry Chemical Physics , 2010
74.
Perspectives on halogen bonding and other σ-hole interactions: Lex parsimoniae (Occam’s Razor)
Politzer P., Riley K.E., Bulat F.A., Murray J.S.
Computational and Theoretical Chemistry , 2012
78.
78
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1949
80.
Halogen bonding: the σ-hole
Clark T., Hennemann M., Murray J.S., Politzer P.
Journal of Molecular Modeling , 2006
81.
An overview of halogen bonding
Politzer P., Lane P., Concha M.C., Ma Y., Murray J.S.
Journal of Molecular Modeling , 2006
82.
Properties of atoms in molecules: atomic volumes
Bader R.F., Carroll M.T., Cheeseman J.R., Chang C.
Journal of the American Chemical Society , 1987
83.
Contribution to the electron distribution analysis. I. Shell structure of atoms
Kohout M., Savin A., Preuss H.
Journal of Chemical Physics , 1991
84.
84
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1947
85.
Conditional probability amplitudes in wave mechanics
Hunter G.
International Journal of Quantum Chemistry , 1975
86.
Equivalent orbitals in molecules of known symmetry
Proceedings of the Royal Society A: Mathematical, Physical and Engineering Sciences , 1949
87.
The molecular orbital theory of chemical valency. IV. The significance of equivalent orbitals
Proceedings of the Royal Society A: Mathematical, Physical and Engineering Sciences , 1950
88.
88
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1946
89.
A simple measure of electron localization in atomic and molecular systems
Becke A.D., Edgecombe K.E.
Journal of Chemical Physics , 1990
90.
Note on an Approximation Treatment for Many-Electron Systems
Møller C., Plesset M.S.
Physical Review A , 1934
95.
Density Functionals with Broad Applicability in Chemistry
Zhao Y., Truhlar D.G.
Accounts of Chemical Research , 2008
100.
Long-range corrected hybrid density functionals with damped atom–atom dispersion corrections
Chai J., Head-Gordon M.
Physical Chemistry Chemical Physics , 2008
101.
Shishkina Anastasia Vasil'evna, Stash Adam Igarkovich, Civalleri Bartolomeo, Ellern Arkadii Moiseevich, Tsirelson Vladinir Grigor'evich
Mendeleev Communications , 2010
102.
Cl···Cl Interactions in Molecular Crystals: Insights from the Theoretical Charge Density Analysis
Vener M.V., Shishkina A.V., Rykounov A.A., Tsirelson V.G.
Journal of Physical Chemistry A , 2013
103.
Halogen Bonds: Benchmarks and Theoretical Analysis
Kozuch S., Martin J.M.
Journal of Chemical Theory and Computation , 2013
104.
Noncovalent Interactions in Crystalline Picolinic Acid N-Oxide: Insights from Experimental and Theoretical Charge Density Analysis
Shishkina A.V., Zhurov V.V., Stash A.I., Vener M.V., Pinkerton A.A., Tsirelson V.G.
Crystal Growth and Design , 2013
106.
On the Spectroscopic and Thermochemical Properties of ClO, BrO, IO, and Their Anions
Peterson K.A., Shepler B.C., Figgen D., Stoll H.
Journal of Physical Chemistry A , 2006
111.
Extension of Gaussian‐2 (G2) theory to bromine‐ and iodine‐containing molecules: Use of effective core potentials
Glukhovtsev M.N., Pross A., McGrath M.P., Radom L.
Journal of Chemical Physics , 1995
112.
10.1021/jp031064+
114.
Revised Basis Sets for the LANL Effective Core Potentials
Roy L.E., Hay P.J., Martin R.L.
Journal of Chemical Theory and Computation , 2008
115.
115
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1957
116.
Theoretical Study on Cooperativity Effects between Anion-π and Halogen-Bonding Interactions
Estarellas C., Frontera A., Quiñonero D., Deyà P.M.
ChemPhysChem , 2011
119.
Br···O Complexes as Probes of Factors Affecting Halogen Bonding: Interactions of Bromobenzenes and Bromopyrimidines with Acetone.
Riley K.E., Murray J.S., Politzer P., Concha M.C., Hobza P.
Journal of Chemical Theory and Computation , 2008
120.
Theoretical investigation of the conformation, acidity, basicity and hydrogen bonding ability of halogenated ethers
Zierkiewicz W., Michalska D., Zeegers-Huyskens T.
Physical Chemistry Chemical Physics , 2010
124.
Detailed comparison of the pnicogen bond with chalcogen, halogen, and hydrogen bonds
Scheiner S.
International Journal of Quantum Chemistry , 2012
128.
Phosphorus As a Simultaneous Electron-Pair Acceptor in Intermolecular P···N Pnicogen Bonds and Electron-Pair Donor to Lewis Acids
Del Bene J.E., Alkorta I., Sánchez-Sanz G., Elguero J.
Journal of Physical Chemistry A , 2013
129.
FCl:PCX Complexes: Old and New Types of Halogen Bonds
Alkorta I., Sanchez-Sanz G., Elguero J., Del Bene J.E.
Journal of Physical Chemistry A , 2012
132.
HCP, A UNIQUE PHOSPHORUS COMPOUND
Gier T.E.
Journal of the American Chemical Society , 1961
133.
133
C. Wilson
Trans. Electrochem. Soc. , 1941
134.
Polarization-induced σ-holes and hydrogen bonding
Hennemann M., Murray J.S., Politzer P., Riley K.E., Clark T.
Journal of Molecular Modeling , 2011
135.
Reactivities, Properties and Structures
Ochiai M.
Topics in Current Chemistry , 2002
136.
Very Long-Range Effects: Cooperativity between Anion-π and Hydrogen-Bonding Interactions
Lucas X., Estarellas C., Escudero D., Frontera A., Quiñonero D., Deyà P.M.
ChemPhysChem , 2009
137.
Ab initio study of the cooperativity between NH···N and NH···C hydrogen bonds in H3N–HNC–HNC complex
Gong B., Jing B., Li Q., Liu Z., Li W., Cheng J., Zheng Q., Sun J.
Theoretical Chemistry Accounts , 2009
143.
Energetic effects between halogen bonds and anion-π or lone pair-π interactions: a theoretical study.
Lu Y., Liu Y., Li H., Zhu X., Liu H., Zhu W.
Journal of Physical Chemistry A , 2012
144.
An analysis of the hydrogen bond in ice
White J.C., Davidson E.R.
Journal of Chemical Physics , 1990
147.
Nature of a hydride-halogen bond. A SAPT-, QTAIM-, and NBO-based study.
Jabłoński M., Palusiak M.
Journal of Physical Chemistry A , 2012
148.
Halogen-hydride interaction between Z-X (Z = CN, NC; X = F, Cl, Br) and H-Mg-Y (Y = H, F, Cl, Br, CH3).
Mohajeri A., Alipour M., Mousaee M.
Journal of Physical Chemistry A , 2011
150.
Cooperative and substitution effects in enhancing strengths of halogen bonds in FCl⋯CNX complexes
Li Q., Ma S., Liu X., Li W., Cheng J.
Journal of Chemical Physics , 2012
153.
Competition and Interplay between σ-Hole and π-Hole Interactions: A Computational Study of 1:1 and 1:2 Complexes of Nitryl Halides (O2NX) with Ammonia
Solimannejad M., Ramezani V., Trujillo C., Alkorta I., Sánchez-Sanz G., Elguero J.
Journal of Physical Chemistry A , 2012
154.
σ-Holes, π-holes and electrostatically-driven interactions
Murray J.S., Lane P., Clark T., Riley K.E., Politzer P.
Journal of Molecular Modeling , 2011
155.
Halogen bonds in biological molecules
Auffinger P., Hays F.A., Westhof E., Ho P.S.
Proceedings of the National Academy of Sciences of the United States of America , 2004
156.
The Protein Data Bank. A computer-based archival file for macromolecular structures.
Bernstein F.C., Koetzle T.F., Williams G.J., Meyer E.F., Brice M.D., Rodgers J.R., Kennard O., Shimanouchi T., Tasumi M.
Journal of Molecular Biology , 1977
157.
Halogen bonds as orthogonal molecular interactions to hydrogen bonds
Voth A.R., Khuu P., Oishi K., Ho P.S.
Nature Chemistry , 2009
159.
Halogen-bond geometry: a crystallographic database investigation of dihalogen complexes
Ouvrard C., Le Questel J., Berthelot M., Laurence C.
Acta Crystallographica Section B Structural Science , 2003
160.
Halogen Bonding inside a Molecular Container
El-Sheshtawy H.S., Bassil B.S., Assaf K.I., Kortz U., Nau W.M.
Journal of the American Chemical Society , 2012
161.
Halogen Bonding—A Novel Interaction for Rational Drug Design?
Lu Y., Shi T., Wang Y., Yang H., Yan X., Luo X., Jiang H., Zhu W.
Journal of Medicinal Chemistry , 2009
162.
Halogen bonding for rational drug design and new drug discovery
Lu Y., Liu Y., Xu Z., Li H., Liu H., Zhu W.
Expert Opinion on Drug Discovery , 2012
163.
Interplay between halogen bonds and π–π stacking interactions: CSD search and theoretical study
Li H., Lu Y., Liu Y., Zhu X., Liu H., Zhu W.
Physical Chemistry Chemical Physics , 2012
164.
Mutual Influence between Halogen Bonds and Cation-π Interactions: A Theoretical Study
Lu Y., Liu Y., Li H., Zhu X., Liu H., Zhu W.
ChemPhysChem , 2012
167.
Structure and molecular interactions of anti-thyroid drugs. Part 3.1 Methimazole: a diiodine sponge
Laurence C., El Ghomari M.J., Le Questel J., Berthelot M., Mokhlisse R.
Journal of the Chemical Society Perkin Transactions 2 , 1998
168.
168
1918
169.
The Diiodine Basicity Scale: Toward a General Halogen-Bond Basicity Scale
Laurence C., Graton J., Berthelot M., El Ghomari M.J.
Chemistry - A European Journal , 2011
171.
Halogen Bonds in Adenine-5-Bromouracil Complexes
Wang Y., Li L., Lu Y., Zou J.
Chinese Journal of Chemical Physics , 2007
172.
Solid state dimerisation of β-nitrostyrene: a disordered photoreactive crystal
Desiraju G.R., Pedireddi V.R.
Journal of the Chemical Society Chemical Communications , 1989
173.
The Cambridge Structural Database: a quarter of a million crystal structures and rising
Allen F.H.
Acta Crystallographica Section B Structural Science , 2002
175.
Bifurcated halogen bonds: An ab initio study of the three-center interactions
Lu Y., Zou J., Wang Y., Yu Q.
Journal of Molecular Structure THEOCHEM , 2006
176.
“Click” synthesis of isomeric compounds for assessing the efficiency of the bifurcated Br⋯NO2synthon
Ramana C.V., Chatterjee S., Durugkar K.A., Gonnade R.G.
CrystEngComm , 2009
179.
Symmetrical Bifurcated Halogen Bond: Design and Synthesis
Ji B., Wang W., Deng D., Zhang Y.
Crystal Growth and Design , 2011
180.
Molecular mechanical study of halogen bonding in drug discovery
Ibrahim M.A.
Journal of Computational Chemistry , 2011
181.
Molecular mechanical perspective on halogen bonding
Ibrahim M.A.
Journal of Molecular Modeling , 2012
183.
A new energy decomposition scheme for molecular interactions within the Hartree-Fock approximation
Kitaura K., Morokuma K.
International Journal of Quantum Chemistry , 1976
186.
Interacting Quantum Atoms:  A Correlated Energy Decomposition Scheme Based on the Quantum Theory of Atoms in Molecules
Blanco M.A., Martín Pendás A., Francisco E.
Journal of Chemical Theory and Computation , 2005
187.
A Molecular Energy Decomposition Scheme for Atoms in Molecules
Francisco E., Martín Pendás A., Blanco M.A.
Journal of Chemical Theory and Computation , 2005
188.
Performance of the Density Matrix Functional Theory in the Quantum Theory of Atoms in Molecules
García-Revilla M., Francisco E., Costales A., Martín Pendás A.
Journal of Physical Chemistry A , 2011
189.
Two-electron integrations in the quantum theory of atoms in molecules
Pendás A.M., Blanco M.A., Francisco E.
Journal of Chemical Physics , 2004
190.
Two-electron integrations in the Quantum Theory of Atoms in Molecules with correlated wave functions
Pendás A.M., Francisco E., Blanco M.A.
Journal of Computational Chemistry , 2005
191.
Chemical fragments in real space: Definitions, properties, and energetic decompositions
Pendás A.M., Blanco M.A., Francisco E.
Journal of Computational Chemistry , 2006
192.
192
E. Pannain
Rend. Classe Sci. fis. mat. nat. (5) , 1908
193.
Binding Energies of First Row Diatomics in the Light of the Interacting Quantum Atoms Approach
Martín Pendás A., Francisco E., Blanco M.A.
Journal of Physical Chemistry A , 2006
194.
The Nature of the Interaction of Organoselenium Molecules with Diiodine
Madzhidov T.I., Chmutova G.A., Martín Pendás Á.
Journal of Physical Chemistry A , 2011
195.
The nature of hydrogen bonds with divalent selenium compounds
Madzhidov T.I., Chmutova G.A.
Journal of Molecular Structure THEOCHEM , 2010
196.
Intermolecular interactions from a natural bond orbital, donor-acceptor viewpoint
Reed A.E., Curtiss L.A., Weinhold F.
Chemical Reviews , 1988
198.
Charge-transfer in Symmetry-Adapted Perturbation Theory
Stone A.J., Misquitta A.J.
Chemical Physics Letters , 2009
199.
Polarization and Charge-Transfer Effects in Lewis Acid−Base Complexes
Mo Y., Gao J.
Journal of Physical Chemistry A , 2001
201.
Halogen bond tunability II: the varying roles of electrostatic and dispersion contributions to attraction in halogen bonds
Riley K.E., Murray J.S., Fanfrlík J., Řezáč J., Solá R.J., Concha M.C., Ramos F.M., Politzer P.
Journal of Molecular Modeling , 2012
202.
Are Halogen Bonded Structures Electrostatically Driven?
Stone A.J.
Journal of the American Chemical Society , 2013
204.
Properties of atoms in molecules : magnetic susceptibilities
Bader R.F., Keith T.A.
Journal of Chemical Physics , 1993
205.
Properties of atoms in crystals: Dielectric polarization
Bader R.F., Matta C.F.
International Journal of Quantum Chemistry , 2001
206.
Charge-Transfer Complexes between Dihalogen Compounds and Electron Donors
Alkorta I., Rozas I., Elguero J.
Journal of Physical Chemistry A , 1998
210.
Atomic dipole polarization in charge-transfer complexes with halogen bonding
Bartashevich E.V., Tsirelson V.G.
Physical Chemistry Chemical Physics , 2013
211.
Computational Studies of Crystal Structure and Bonding
Gavezzotti A.
Topics in Current Chemistry , 2011
212.
Molecular Recognition in Organic Crystals: Directed Intermolecular Bonds or Nonlocalized Bonding?
Dunitz J.D., Gavezzotti A.
Angewandte Chemie - International Edition , 2005
213.
How molecules stick together in organic crystals: weak intermolecular interactions
Dunitz J.D., Gavezzotti A.
Chemical Society Reviews , 2009
214.
The Atom-Atom Potential Method
Pertsin A.J., Kitaigorodsky A.I.
Springer Series in Chemical Physics , 1987
218.
Atomic energy in the 'Atoms in Molecules' theory and its use for solving chemical problems
Bushmarinov I.S., Lyssenko K.A., Antipin M.Y.
Russian Chemical Reviews , 2009
220.
Anion–anion interactions: their nature, energy and role in crystal formation
Nelyubina Y.V., Antipin M.Y., Lyssenko K.A.
Russian Chemical Reviews , 2010
221.
Unexpected “amphoteric” character of the halogen bond: the charge density study of the co-crystal of N-methylpyrazine iodide with I2
Nelyubina Y.V., Antipin M.Y., Dunin D.S., Kotov V.Y., Lyssenko K.A.
Chemical Communications , 2010
222.
Nelyubina Yulia Vladimirovna, Antipin Mikhail Yuvenal'evich, Lyssenko Konstantin Alexandrovich
Mendeleev Communications , 2011
224.
About the evaluation of the local kinetic, potential and total energy densities in closed-shell interactions
Espinosa E., Alkorta I., Rozas I., Elguero J., Molins E.
Chemical Physics Letters , 2001
228.
Characterizing the multiple non-covalent interactions in N, S-heterocycles–diiodine complexes with focus on halogen bonding
Bartashevich E.V., Matveychuk Y.V., Troitskaya E.A., Tsirelson V.G.
Computational and Theoretical Chemistry , 2014
229.
The N⋯I halogen bond in substituted pyridines as viewed by the source function and delocalization indices
Bartashevich E.V., Troitskaya E.A., Tsirelson V.G.
Chemical Physics Letters , 2014
232.
232
Chem. Abs. , 1960
233.
Revealing Noncovalent Interactions
Johnson E.R., Keinan S., Mori-Sánchez P., Contreras-García J., Cohen A.J., Yang W.
Journal of the American Chemical Society , 2010
234.
Insights into Current Limitations of Density Functional Theory
Cohen A.J., Mori-Sánchez P., Yang W.
Science , 2008
235.
Workhorse Semilocal Density Functional for Condensed Matter Physics and Quantum Chemistry
Perdew J.P., Ruzsinszky A., Csonka G.I., Constantin L.A., Sun J.
Physical Review Letters , 2009
236.
NCIPLOT: A Program for Plotting Noncovalent Interaction Regions
Contreras-García J., Johnson E.R., Keinan S., Chaudret R., Piquemal J., Beratan D.N., Yang W.
Journal of Chemical Theory and Computation , 2011
237.
Revealing non-covalent interactions in solids: NCI plots revisited.
Otero-de-la-Roza A., Johnson E.R., Contreras-García J.
Physical Chemistry Chemical Physics , 2012
238.
Adsorption of Organic Molecules on Kaolinite from the Exchange-Hole Dipole Moment Dispersion Model.
Johnson E.R., Otero-de-la-Roza A.
Journal of Chemical Theory and Computation , 2012
239.
Intramolecular halogen–halogen bonds?
Johansson M.P., Swart M.
Physical Chemistry Chemical Physics , 2013
240.
Chlorotrinitromethane and its exceptionally short carbon–chlorine bond
Göbel M., Tchitchanov B.H., Murray J.S., Politzer P., Klapötke T.M.
Nature Chemistry , 2009
241.
An anatomy of intramolecular atomic interactions in halogen-substituted trinitromethanes
Bartashevich E.V., Pendás Á.M., Tsirelson V.G.
Physical Chemistry Chemical Physics , 2014
242.
Definition of bond paths and bond directions in terms of the molecular charge distribution
Runtz G.R., Bader R.F., Messer R.R.
Canadian Journal of Chemistry , 1977
243.
Revealing non-covalent interactions in molecular crystals through their experimental electron densities.
Saleh G., Gatti C., Lo Presti L., Contreras-García J.
Chemistry - A European Journal , 2012
244.
244
C. Wilson
Record. Chem. Prog. , 1949
246.
NCImilano: an electron-density-based code for the study of noncovalent interactions
Saleh G., Lo Presti L., Gatti C., Ceresoli D.
Journal of Applied Crystallography , 2013
247.
247
E. I. Levkoeva
Khim. Geterotsikl. Soed. , 1976
248.
Testing aspherical atom refinements on small-molecule data sets
Hansen N.K., Coppens P.
Acta Crystallographica Section A , 1978
249.
249
A. I. Fedorova
Dokl. Akad. Nauk SSSR , 1961
251.
251
D. Goerrig
Chem. Abs. , 1959