{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,12]],"date-time":"2025-10-12T02:12:12Z","timestamp":1760235132575,"version":"build-2065373602"},"reference-count":29,"publisher":"MDPI AG","issue":"15","license":[{"start":{"date-parts":[[2021,7,22]],"date-time":"2021-07-22T00:00:00Z","timestamp":1626912000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100001823","name":"Ministerstvo \u0160kolstv\u00ed, Ml\u00e1de\u017ee a T\u011blov\u00fdchovy","doi-asserted-by":"publisher","award":["LTAUSA18011"],"award-info":[{"award-number":["LTAUSA18011"]}],"id":[{"id":"10.13039\/501100001823","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>A tetramer model was investigated of a remarkably stable iodine-containing supramolecular capsule that was most recently characterized by other authors, who described emergent features of the capsule\u2019s formation. In an attempt to address the surprising fact that no strong pair-wise interactions between any of the respective components were experimentally detected in condensed phases, the DFT (density-functional theory) computational model was used to decompose the total stabilization energy as a sum of two-, three- and four-body contributions. This model considers complexes formed between either iodine or bromine and the crucial D4d-symmetric form of octaaryl macrocyclic compound cyclo[8](1,3-(4,6-dimethyl)benzene that is surrounded by arenes of a suitable size, namely, either corannulene or coronene. A significant enthalpic gain associated with the formation of investigated tetramers was revealed. Furthermore, it is shown that the total stabilization of these complexes is dominated by binary interactions. Based on these findings, comments are made regarding the experimentally observed behavior of related multicomponent mixtures.<\/jats:p>","DOI":"10.3390\/molecules26154431","type":"journal-article","created":{"date-parts":[[2021,7,22]],"date-time":"2021-07-22T22:35:31Z","timestamp":1626993331000},"page":"4431","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":1,"title":["On the Many-Body Expansion of an Interaction Energy of Some Supramolecular Halogen-Containing Capsules"],"prefix":"10.3390","volume":"26","author":[{"given":"Ji\u0159\u00ed","family":"Czernek","sequence":"first","affiliation":[{"name":"Institute of Macromolecular Chemistry, Czech Academy of Sciences, Heyrovsky Square, 16206 Prague, Czech Republic"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2692-612X","authenticated-orcid":false,"given":"Ji\u0159\u00ed","family":"Brus","sequence":"additional","affiliation":[{"name":"Institute of Macromolecular Chemistry, Czech Academy of Sciences, Heyrovsky Square, 16206 Prague, Czech Republic"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2021,7,22]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"5826","DOI":"10.1021\/jacs.1c00625","article-title":"Hierarchical Self-Assembly of Nanowires on the Surface by Metallo-Supramolecular Truncated Cuboctahedra","volume":"143","author":"Wang","year":"2021","journal-title":"J. Am. Chem. Soc."},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"168","DOI":"10.1038\/s41570-020-00246-1","article-title":"Metal\u2013organic cages for molecular separations","volume":"5","author":"Zhang","year":"2021","journal-title":"Nat. Rev. Chem."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"13480","DOI":"10.1021\/acs.chemrev.0c00672","article-title":"Design and Applications of Water-Soluble Coordination Cages","volume":"120","author":"Ronson","year":"2020","journal-title":"Chem. Rev."},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"6288","DOI":"10.1021\/acs.chemrev.0c00321","article-title":"Coordination-Directed Construction of Molecular Links","volume":"120","author":"Gao","year":"2020","journal-title":"Chem. Rev."},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"1842","DOI":"10.1002\/cplu.202000408","article-title":"Metal-Organic Frameworks and Metal-Organic Cages\u2014A Perspective","volume":"85","author":"Pilgrim","year":"2020","journal-title":"ChemPlusChem"},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"194","DOI":"10.1021\/acs.accounts.0c00604","article-title":"Supramolecular Chirality in Metal\u2013Organic Complexes","volume":"54","author":"Dong","year":"2021","journal-title":"Acc. Chem. Res."},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"2315","DOI":"10.1021\/jacs.0c11838","article-title":"Emergent Self-Assembly of a Multicomponent Capsule via Iodine Capture","volume":"143","author":"Yang","year":"2021","journal-title":"J. Am. Chem. Soc."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"1426","DOI":"10.1021\/acs.cgd.8b00972","article-title":"A Practical Guide to the Design of Molecular Crystals","volume":"19","author":"Corpinot","year":"2019","journal-title":"Cryst. Growth Des."},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"3290","DOI":"10.1002\/anie.201408487","article-title":"Molecular Recognition in Chemical and Biological Systems","volume":"54","author":"Persch","year":"2015","journal-title":"Angew. Chem. Int. Ed."},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"3701","DOI":"10.1039\/C8CC09911A","article-title":"Thermally activated isomeric all-hydrocarbon molecular receptors for fullerene separation","volume":"55","author":"Yang","year":"2019","journal-title":"Chem. Commun."},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"77","DOI":"10.1038\/s41467-019-13844-5","article-title":"Time dependent solid-state molecular motion and colour tuning of host-guest systems by organic solvents","volume":"11","author":"Yang","year":"2020","journal-title":"Nat. Commun."},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"919","DOI":"10.1016\/j.chempr.2021.02.016","article-title":"Emergent behavior in nanoconfined molecular containers","volume":"7","author":"Liu","year":"2021","journal-title":"Chem"},{"key":"ref_13","doi-asserted-by":"crossref","unstructured":"Kleeberg, H. (1987). Ab Initio Calculations and Many Body Analysis of the Water Tetramer. Interactions of Water in Ionic and Nonionic Hydrates, Springer.","DOI":"10.1007\/978-3-642-72701-6"},{"key":"ref_14","unstructured":"Irikura, K.K., and National Institute of Standards and Technology (2021, June 25). Using the Output File from a Gaussian Frequency Calculation to Compute Ideal-Gas Thermodynamic Functions, Available online: https:\/\/www.nist.gov\/mml\/csd\/chemical-informatics-research-group\/products-and-services\/program-computing-ideal-gas\/."},{"key":"ref_15","doi-asserted-by":"crossref","first-page":"6864","DOI":"10.1021\/jp501648x","article-title":"Determination of Size of Molecular Clusters of Ethanol by Means of NMR Diffusometry and Hydrodynamic Calculations","volume":"118","author":"Benda","year":"2014","journal-title":"J. Phys. Chem. B"},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"154104","DOI":"10.1063\/1.3382344","article-title":"A consistent and accurate ab initio parameterization of density functional dispersion correction (DFT-D) for the 94 elements H-Pu","volume":"132","author":"Grimme","year":"2010","journal-title":"J. Chem. Phys."},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"64108","DOI":"10.1063\/1.3072360","article-title":"Contracted Gaussian basis sets for Douglas\u2013Kroll\u2013Hess calculations: Estimating scalar relativistic effects of some atomic and molecular properties","volume":"130","author":"Jorge","year":"2009","journal-title":"J. Chem. Phys."},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"553","DOI":"10.1080\/00268977000101561","article-title":"The calculation of small molecular interactions by the differences of separate total energies. Some procedures with reduced errors","volume":"19","author":"Boys","year":"1970","journal-title":"Mol. Phys."},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"429","DOI":"10.1016\/0009-2614(83)87508-3","article-title":"Van der Waals interaction potentials: Many-body basis set superposition effects","volume":"101","author":"Wells","year":"1983","journal-title":"Chem. Phys. Lett."},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"170901","DOI":"10.1063\/1.5126216","article-title":"Fantasy versus reality in fragment-based quantum chemistry","volume":"151","author":"Herbert","year":"2019","journal-title":"J. Chem. Phys."},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"105","DOI":"10.1080\/00268979500100071","article-title":"Non-additive forces in atomic clusters","volume":"84","author":"Kaplan","year":"1995","journal-title":"Mol. Phys."},{"key":"ref_22","unstructured":"Bender, E.A., and Williamson, S.G. (2006). Foundations of Combinatorics with Applications, Dover Publications. [1st ed.]."},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"4285","DOI":"10.1021\/ct300647k","article-title":"Benchmark Calculations of Noncovalent Interactions of Halogenated Molecules","volume":"8","author":"Riley","year":"2012","journal-title":"J. Chem. Theory Comput."},{"key":"ref_24","unstructured":"(2021, June 25). The Benchmark Energy & Geometry Database (BEGDB). Available online: http:\/\/www.begdb.org\/."},{"key":"ref_25","unstructured":"Frish, M.J., Trucks, J.W., Schlegel, H.B., Scuseria, G.E., Robb, M.A., Cheeseman, J.R., Scalmani, G., Barone, V., Petersson, G.A., and Nakatsuji, H. (2019). Gaussian 16, Gaussian, Inc.. Revision C.01."},{"key":"ref_26","doi-asserted-by":"crossref","first-page":"1159","DOI":"10.1039\/b515355g","article-title":"Distributed memory parallel implementation of energies and gradients for second-order M\u00f8ller\u2013Plesset perturbation theory with the resolution-of-the-identity approximation","volume":"8","author":"Hellweg","year":"2006","journal-title":"Phys. Chem. Chem. Phys."},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"587","DOI":"10.1007\/s00214-007-0250-5","article-title":"Optimized accurate auxiliary basis sets for RI-MP2 and RI-CC2 calculations for the atoms Rb to Rn","volume":"117","author":"Hellweg","year":"2007","journal-title":"Theor. Chem. Acc."},{"key":"ref_28","doi-asserted-by":"crossref","first-page":"3297","DOI":"10.1039\/b508541a","article-title":"Balanced basis sets of split valence, triple zeta valence and quadruple zeta valence quality for H to Rn: Design an assessment of accuracy","volume":"7","author":"Weigend","year":"2005","journal-title":"Phys. Chem. Chem. Phys."},{"key":"ref_29","doi-asserted-by":"crossref","first-page":"184107","DOI":"10.1063\/5.0004635","article-title":"TURBOMOLE: Modular program suite for ab initio quantum-chemical and condensed-matter simulations","volume":"152","author":"Balasubramani","year":"2020","journal-title":"J. Chem. Phys."}],"container-title":["Molecules"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1420-3049\/26\/15\/4431\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T06:33:25Z","timestamp":1760164405000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1420-3049\/26\/15\/4431"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2021,7,22]]},"references-count":29,"journal-issue":{"issue":"15","published-online":{"date-parts":[[2021,8]]}},"alternative-id":["molecules26154431"],"URL":"https:\/\/doi.org\/10.3390\/molecules26154431","relation":{},"ISSN":["1420-3049"],"issn-type":[{"type":"electronic","value":"1420-3049"}],"subject":[],"published":{"date-parts":[[2021,7,22]]}}}