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The compounds were crystallized using the encapsulated nanodroplet crystallization (ENaCt) protocol. Where previous singly-acylated AP compounds produced structures with obvious classical hydrogen-bonding motifs, the doubly-acylated derivatives lack classical donors and therefore exhibit weak C\u2014H hydrogen bonds and interactions involving the \u03c0-system. All three AP compounds form bifurcated C\u2014H...O interactions having either dimer or chain motifs, with the other structure-directing interactions being dependant on the nature of the aryl substituent.\n                  <\/jats:p>","DOI":"10.1107\/s2053229625009581","type":"journal-article","created":{"date-parts":[[2025,11,10]],"date-time":"2025-11-10T17:03:36Z","timestamp":1762794216000},"page":"687-693","update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":0,"title":["Weak hydrogen bonding in the structures of three double-acylated aminoantipyrines"],"prefix":"10.1107","volume":"81","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-6639-4634","authenticated-orcid":true,"given":"Lina","family":"Mardiana","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Afnan B. Al","family":"Abdali","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Michael J.","family":"Hall","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1684-2010","authenticated-orcid":true,"given":"Hamad H. Al","family":"Mamari","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7851-7347","authenticated-orcid":true,"given":"Paul G.","family":"Waddell","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"329","published-online":{"date-parts":[[2025,11,10]]},"reference":[{"key":"oj3034_bb1","doi-asserted-by":"crossref","first-page":"3598","DOI":"10.1002\/ejoc.202100513","volume":"2021","author":"Al Mamari","year":"2021","journal-title":"Eur. J. Org. 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