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The connectivity of the amide groups in the BTAs differs, and mixing N\u2010 and C\u2010BTAs results in supramolecular copolymers with a blocky microstructure in solution. The blocky microstructure results from the formation of weaker and less organized, antiparallel hydrogen bonds between N\u2010 and C\u2010BTAs. In methylcyclohexane, the helical threefold hydrogen\u2010bonding network present in C\u2010 and N\u2010BTAs is retained in the mixtures. In the solid state, in contrast, the hydrogen bonds of pure BTAs as well as their mixtures organize in a sheet\u2010like pattern, and in the mixtures long\u2010range order is lost. Drop\u2010casting to kinetically trap the solution microstructures shows that C\u2010BTAs retain the helical hydrogen bonds, but N\u2010BTAs immediately adopt the sheet\u2010like pattern, a direct consequence of the lower stabilization energy of the helical hydrogen bonds. In the copolymers, the stability of the helical aggregates depends on the copolymer composition, and helical aggregates are only preserved when a high amount of C\u2010BTAs is present. The method outlined here is generally applicable to elucidate the copolymerization behavior of supramolecular monomers both in solution as well as in the solid state.<\/jats:p>","DOI":"10.1002\/chem.202103691","type":"journal-article","created":{"date-parts":[[2021,11,12]],"date-time":"2021-11-12T07:19:36Z","timestamp":1636701576000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":26,"title":["Elucidating the Supramolecular Copolymerization of N\u2010 and C\u2010Centered Benzene\u20101,3,5\u2010Tricarboxamides: The Role of Parallel and Antiparallel Packing of Amide Groups in the Copolymer Microstructure"],"prefix":"10.1002","volume":"28","author":[{"given":"Lafayette N. 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