Inorganic Chemistry
Article
(19) De Combarieu, G.; Morcrette, M.; Millange, F.; Guillou, N.;
ORCID
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Cabana, J.; Grey, C. P.; Margiolaki, I.; Ferey, G.; Tarascon, J. − M.
Notes
The authors declare no competing financial interest.
Influence of the Benzoquinone Sorption on the Structure and
Electrochemical Performance of the MIL-53(Fe) Hybrid Porous
Material in a Lithium-Ion Battery. Chem. Mater. 2009, 21 (8), 1602−
1611.
ACKNOWLEDGMENTS
We thank the National Research Foundation of South Africa
for financial support of this work.
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(20) Nikolayenko, V. I.; Heyns, A.; Barbour, L. J. Threading the
Needle: Guest Transport in a Versatile 0D Porous Molecular Crystal.
Chem. Commun. 2017, 53, 11306−11309.
(21) Nikolayenko, V. I.; Barbour, L. J.; Arauzo, A.; Campo, J.;
Rawson, J. M.; Haynes, D. A. Inclusion of a Dithiadiazolyl Radical in a
Seemingly Non-Porous Solid. Chem. Commun. 2017, 53, 11310−
11313.
(22) Inokuma, Y.; Arai, T.; Fujita, M. Networked Molecular Cages
as Crystalline Sponges for Fullerenes and Other Guests. Nat. Chem.
2010, 2, 780−783.
(23) Yang, F.; Liu, Q. − K.; Wu, D.; Li, A. − Y.; Dong, Y. − B. p-
Benzoquinone Adsorption−Separation, Sensing and its Photoinduced
Transformation within a Robust Cd(II)-MOF in a SC−SC Fashion.
Chem. Commun. 2015, 51, 7443−7446.
REFERENCES
■
(1) Wales, D. J.; Grand, J.; Ting, V.; Burke, R. D.; Edler, K. J.;
Bowen, C. R.; Mintova, S.; Burrows, A. D. Gas Sensing Using Porous
Materials for Automotive Applications. Chem. Soc. Rev. 2015, 44 (13),
4290−4321.
(2) Barbour, L. J. Crystal Porosity and the Burden of Proof. Chem.
Commun. 2006, 11, 1163−1168.
(3) Herm, Z. R.; Bloch, E. D.; Long, J. R. Hydrocarbon Separations
in Metal−Organic Frameworks. Chem. Mater. 2014, 26 (1), 323−338.
(4) Lin, Z. − J.; Lu, J.; Hong, M.; Cao, R. Metal−Organic
̈
(24) Alaerts, L.; Maes, M.; Van der Veen, M. A.; Jacobs, P. A.; De
Vos, D. E. Metal−Organic Frameworks as High-Potential Adsorbents
for Liquid-Phase Separations of Olefins, Alkylnaphthalenes and
Dichlorobenzenes. Phys. Chem. Chem. Phys. 2009, 11, 2903−2911.
(25) Watanabe, K.; Hasegawa, K.; Yamagishi, I.; Nozawa, H.;
Takaba, M.; Suzuki, O. Simple Isotope Dilution Headspace-GC-MS
Analysis of Naphthalene and p-Dichlorobenzene in Whole Blood and
Urine. Anal. Sci. 2009, 25 (11), 1301−1305.
Frameworks Based on Flexible Ligands (FL-MOFs): Structures and
Applications. Chem. Soc. Rev. 2014, 43 (16), 5867−5895.
(5) Liu, B. Metal−Organic Framework-Based Devices: Separation
and Sensors. J. Mater. Chem. 2012, 22 (20), 10094−10101.
(6) Brammer, L. Developments in Inorganic Crystal Engineering.
Chem. Soc. Rev. 2004, 33 (8), 476−489.
(7) Tiekink, E. R. T. Molecular Crystals by Design? Chem. Commun.
2014, 50, 11079−11082.
̈
(8) Aakeroy, C. B.; Champness, N. R.; Janiak, C. Recent Advances in
(26) Maga, J. A.; Sizer, C. E. Pyrazines in Foods. A Review. J. Agric.
Food Chem. 1973, 21 (1), 22−30.
Crystal Engineering. CrystEngComm 2010, 12, 22−43.
́
(9) Dobrzanska, L.; Lloyd, G. O.; Raubenheimer, H. G.; Barbour, L.
́
(27) Dobrzanska, L.; Lloyd, G. O.; Esterhuysen, C.; Barbour, L. J.
J. A Discrete Metallocyclic Complex that Retains Its Solvent-
Templated Channel Structure on Guest Removal to Yield a Porous,
Gas Sorbing Material. J. Am. Chem. Soc. 2005, 127 (38), 13134−
13135.
Guest-Induced Conformational Switching in a Single Crystal. Angew.
Chem., Int. Ed. 2006, 45 (35), 5856−5859.
́
(28) Dobrzanska, L.; Lloyd, G. O.; Barbour, L. J. The Solvent-
Templating Effect as the Driving Factor that Influences the Formation
of Crystalline Materials Based on the Stacking of Metallocycles. New J.
Chem. 2007, 31 (5), 669−676.
́
(10) Dobrzanska, L.; Lloyd, G. O.; Raubenheimer, H. G.; Barbour,
L. J. Permeability of a Seemingly Nonporous Crystal Formed by a
Discrete Metallocyclic Complex. J. Am. Chem. Soc. 2006, 128 (3),
698−699.
(29) Nikolayenko, V. I.; Van Wyk, L. M.; Munro, O. Q.; Barbour, L.
J. Supramolecular Solvatochromism: Mechanistic Insight from
Crystallography, Spectroscopy and Theory. Chem. Commun. 2018,
54 (51), 6975−6978.
(11) Jacobs, T.; Lloyd, G. O.; Gertenbach, J. − A.; Muller-
̈
Nedebock, K. K.; Esterhuysen, C.; Barbour, L. J. In Situ X-ray
Structural Studies of a Flexible Host Responding to Incremental Gas
Loading. Angew. Chem., Int. Ed. 2012, 51 (20), 4913−4916.
(12) Du Plessis, M.; Smith, V. J.; Barbour, L. J. Single-Crystal to
Single-Crystal Guest Exchange and Phase Transformations in a
Porous Metallocycle. CrystEngComm 2014, 16, 4126−4132.
(13) Peterson, V.; Southon, P. D.; Halder, G. J.; Price, D. J.; Bevitt, J.
J.; Kepert, C. J. Guest Adsorption in the Nanoporous Metal−Organic
Framework Cu3(1,3,5-Benzenetricarboxylate)2: Combined In Situ X-
ray Diffraction and Vapor Sorption. Chem. Mater. 2014, 26 (16),
4712−4723.
(30) Zhao, Y. H.; Abraham, M. H.; Zissimos, A. M. Fast Calculation
of Van Der Waals Volume as a Sum of Atomic and Bond
Contributions and Its Application to Drug Compounds. J. Org.
Chem. 2003, 68 (19), 7368−7373.
(31) Desiraju, G. R.; Parthasarathy, R. The Nature of Halogen-
Halogen Interactions: Are Short Halogen Contacts Due to Specific
Attractive Forces or Due to Close Packing of Nonspherical Atoms? J.
Am. Chem. Soc. 1989, 111, 8725−8726.
(32) Vener, M. V.; Shishkina, A. V.; Rykounov, A. A.; Tsirelson, V.
G. Cl···Cl Interactions in Molecular Crystals: Insights from the
Theoretical Charge Density Analysis. J. Phys. Chem. A 2013, 117 (35),
8459−8467.
(33) Gavezzotti, A. The “Sceptical Chymist”: Intermolecular Doubts
and Paradoxes. CrystEngComm 2013, 15 (20), 4027−4035.
(34) Desiraju, G. R. Chemistry Beyond the Molecule. Nature 2001,
412, 397−400.
(35) Atwood, J. L.; Barbour, L. J.; Jerga, A.; Schottel, B. L. Guest
transport in a Nonporous Organic Solid via Dynamic Van Der Waals
Cooperativity. Science 2002, 298 (5595), 1000−1002.
(36) Kreno, L. E.; Leong, K.; Farha, O. K.; Allendorf, M.; Van
Duyne, R. P.; Hupp, J. T. Metal−Organic Framework Materials as
Chemical Sensors. Chem. Rev. 2012, 112 (2), 1105−1125.
(37) Kim, M.; Cahill, J. F.; Fei, H.; Prather, K. A.; Cohen, S. M.
Postsynthetic Ligand and Cation Exchange in Robust Metal−Organic
Frameworks. J. Am. Chem. Soc. 2012, 134 (43), 18082−18088.
(38) Britt, D.; Furukawa, H.; Wang, B.; Glover, T. G.; Yaghi, O. M.
Highly Efficient Separation of Carbon Dioxide by a Metal-Organic
(14) Bae, Y. − S.; Snurr, R. Q. Development and Evaluation of
Porous Materials for Carbon Dioxide Separation and Capture. Angew.
Chem., Int. Ed. 2011, 50 (49), 11586−11596.
(15) Krishna, R. Methodologies for Evaluation of Metal−Organic
Frameworks in Separation Applications. RSC Adv. 2015, 5, 52269−
52295.
(16) Takamizawa, S.; Miyake, R. Acetonitrile Vapour Inclusion in
Single-Crystal Adsorbents [MII2(bza)4(pyz)]n (MII = Rh, Cu).
CrystEngComm 2010, 12, 2728−2733.
(17) Liu, D.; Lang, J. − P.; Abrahams, B. F. Highly Efficient
Separation of a Solid Mixture of Naphthalene and Anthracene by a
Reusable Porous Metal−Organic Framework through a Single-
Crystal-to-Single-Crystal Transformation. J. Am. Chem. Soc. 2011,
133 (29), 11042−11045.
(18) Hasegawa, T.; Kobayashi, A.; Ohara, H.; Yoshida, M.; Kato, M.
Emission Tuning of Luminescent Copper(I) Complexes by Vapor-
Induced Ligand Exchange Reactions. Inorg. Chem. 2017, 56 (9),
4928−4936.
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