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When the amount of C is increased two times then the equation AB+2C\u2192AC+BC is valid. The other variants are more complex. The pathway BC+A is allowed and leads to the AC and B products. The pathway AC+B is not preferred, and no transformation is observed. These non\u2010obvious correlations were observed for cocrystal of barbituric acid (BA):thiobarbituric acid (TBA) recently reported by Shemchuk et\u2005al. (<jats:italic>Chem. Commun<\/jats:italic>. <jats:bold>2016<\/jats:bold>, <jats:italic>52<\/jats:italic>, 11815\u201311818) in the presence of 1\u2010hydroxy\u20104,5\u2010dimethyl\u2010imidazole 3\u2010oxide (HIMO). This synthon shows high affinity for the BA<jats:sub>0.5<\/jats:sub>TBA<jats:sub>0.5<\/jats:sub> cocrystal as well for its individual components, BA and TBA. Single\u2010quantum, double\u2010quantum (SQ\u2010DQ) 2D <jats:sup>1<\/jats:sup>H very fast MAS NMR with a spinning rate of 60\u2005kHz was employed as a basic and most diagnostic tool for the study of cocrystals transformations. Analysis of the experimental data was supported by theoretical calculations, including computation of the stabilization energy, <jats:italic>E<\/jats:italic><jats:sup>stab<\/jats:sup>, defined as the energy difference between the energy of a co\u2010crystal and the sum of the energies of particular components in the respective stoichiometric ratios. Two mechanisms of synthon replacement have been proposed. Pathway\u20051 assumes a concerted mechanism of substitution. In this approach, synthon attack is synchronized in time with the departure of one of the components of the binary system. Pathway\u20052 implies a non\u2010concerted process, with an intermediate stage in which three separate components are present. Evidence suggesting a preference for Pathway\u20052 is shown.<\/jats:p>","DOI":"10.1002\/chem.202002238","type":"journal-article","created":{"date-parts":[[2020,6,22]],"date-time":"2020-06-22T07:41:15Z","timestamp":1592811675000},"page":"13264-13273","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":12,"title":["Cocrystals \u201cDivorce and Marriage\u201d: When a Binary System Meets an Active Multifunctional Synthon in a Ball Mill"],"prefix":"10.1002","volume":"26","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-3412-0177","authenticated-orcid":false,"given":"Marta K.","family":"Dudek","sequence":"first","affiliation":[{"name":"Division of Structural Studies Centre of Molecular and Macromolecular Studies Polish Academy of Sciences  Sienkiewicza 112 90-363 \u0141\u00f3d\u017a Poland"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Justyna","family":"\u015aniechowska","sequence":"additional","affiliation":[{"name":"Division of Structural Studies Centre of Molecular and Macromolecular Studies Polish Academy of Sciences  Sienkiewicza 112 90-363 \u0141\u00f3d\u017a Poland"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Aneta","family":"Wr\u00f3blewska","sequence":"additional","affiliation":[{"name":"Division of Structural Studies Centre of Molecular and Macromolecular Studies Polish Academy of Sciences  Sienkiewicza 112 90-363 \u0141\u00f3d\u017a Poland"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"S\u0142awomir","family":"Ka\u017amierski","sequence":"additional","affiliation":[{"name":"Division of Structural Studies Centre of Molecular and Macromolecular Studies Polish Academy of Sciences  Sienkiewicza 112 90-363 \u0141\u00f3d\u017a Poland"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5672-0638","authenticated-orcid":false,"given":"Marek J.","family":"Potrzebowski","sequence":"additional","affiliation":[{"name":"Division of Structural Studies Centre of Molecular and Macromolecular Studies Polish Academy of Sciences  Sienkiewicza 112 90-363 \u0141\u00f3d\u017a Poland"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2020,9,11]]},"reference":[{"volume-title":"Crystal Engineering: The Design of Organic Solids","year":"1989","author":"Desiraju G. 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