{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,25]],"date-time":"2026-08-25T21:22:16Z","timestamp":1787692936875,"version":"build-2784847793"},"reference-count":55,"publisher":"International Union of Crystallography (IUCr)","issue":"8","license":[{"start":{"date-parts":[[2026,7,8]],"date-time":"2026-07-08T00:00:00Z","timestamp":1783468800000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/journals.iucr.org\/services\/copyrightpolicy.html"},{"start":{"date-parts":[[2026,7,8]],"date-time":"2026-07-08T00:00:00Z","timestamp":1783468800000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/journals.iucr.org\/services\/copyrightpolicy.html#TDM"}],"content-domain":{"domain":["iucr.org","wiley.com","iucrj.org"],"crossmark-restriction":true},"short-container-title":["Acta Crystallogr C Struct Chem","Acta Crystallogr C","Acta Crystallogr C Cryst Struct Commun","Acta Cryst C","Acta Cryst C Struct Chem","Acta Cryst Sect C","Acta Cryst Sect C Struct Chem","Acta Crystallogr Sect C","Acta Crystallogr Sect C Struct Chem","Acta Crystallogr Sect C Cryst Struct Commun"],"accepted":{"date-parts":[[2026,6,3]]},"published-print":{"date-parts":[[2026,8,1]]},"abstract":"<jats:p>\n                    The synthesis of 1-(3-methylphenyl)-2-(4-nitrophenyl)-4,5-diphenyl-1\n                    <jats:italic>H<\/jats:italic>\n                    -imidazole, C\n                    <jats:sub>28<\/jats:sub>\n                    H\n                    <jats:sub>21<\/jats:sub>\n                    N\n                    <jats:sub>3<\/jats:sub>\n                    O\n                    <jats:sub>2<\/jats:sub>\n                    , has been efficiently achieved in a one-pot procedure from simple materials. Its structure was analysed with the help of a full set of spectroscopic techniques, X-ray crystallographic studies and computational calculations, suggesting that the compound shows some potential for being used in nonlinear optical (NLO) devices. Despite being a sterically demanding tetrasubstituted imidazole, this compound can form a stable crystal structure based on the combination of a large set of weak interactions. With four aryl substituents, displaced and tilted edge-to-face and face-to-face aromatic\u2013aromatic interactions are responsible of many of the short contacts identified, representing the major contribution as determined with the use of Hirshfeld surfaces. The nitro groups also play a key role, being responsible of the polarization of the molecule with the formation of antiparallel assemblies, leading to well-defined stacks. Antiparallel N...O pairs are also present at relatively short distances, together with short H...O contacts (16.9% contribution), indicating the presence of weak hydrogen bonds of the O atoms with weakly acidic H atoms in the polarized structure.\n                  <\/jats:p>","DOI":"10.1107\/s2053229626005875","type":"journal-article","created":{"date-parts":[[2026,7,8]],"date-time":"2026-07-08T14:40:39Z","timestamp":1783521639000},"page":"437-447","update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":0,"title":["Weak interactions defining the crystal packing in the sterically demanding compound 1-(3-methylphenyl)-2-(4-nitrophenyl)-4,5-diphenyl-1\n                    <i>H<\/i>\n                    -imidazole"],"prefix":"10.1107","volume":"82","author":[{"given":"Armando","family":"Ferrer","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yonatan","family":"Mederos","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Julio A. 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