{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,2,14]],"date-time":"2025-02-14T05:19:01Z","timestamp":1739510341141,"version":"3.37.0"},"reference-count":23,"publisher":"International Union of Crystallography (IUCr)","issue":"6","license":[{"start":{"date-parts":[[2024,5,22]],"date-time":"2024-05-22T00:00:00Z","timestamp":1716336000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/legalcode"},{"start":{"date-parts":[[2024,5,22]],"date-time":"2024-05-22T00:00:00Z","timestamp":1716336000000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/legalcode"}],"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":[[2024,5,15]]},"published-print":{"date-parts":[[2024,6,1]]},"abstract":"<jats:p>The well-known copper carboxylate dimer, with four carboxylate ligands extending outwards towards the corners of a square, has been employed to generate a series of crystalline compounds. In particular, this work centres on the use of the 4-hydroxybenzoate anion (Hhba<jats:sup>\u2212<\/jats:sup>) and its deprotonated phenolate form 4-oxidobenzoate (hba<jats:sup>2\u2212<\/jats:sup>) to obtain complexes with the general formula [Cu<jats:sub>2<\/jats:sub>(Hhba)<jats:sub>4\u2013<jats:italic>x<\/jats:italic>\n                  <\/jats:sub>(hba)<jats:italic>\n                     <jats:sub>x<\/jats:sub>L<\/jats:italic>\n                  <jats:sub>2\u2013<jats:italic>y<\/jats:italic>\n                  <\/jats:sub>]<jats:sup>\n                     <jats:italic>x<\/jats:italic>\u2212<\/jats:sup>, where <jats:italic>L<\/jats:italic> is an axial coligand (including solvent molecules), <jats:italic>x<\/jats:italic> = 0, 1 or 2, and <jats:italic>y<\/jats:italic> = 0 or 1. In some cases, short hydrogen bonds result in complexes which may be represented as [Cu<jats:sub>2<\/jats:sub>(Hhba)<jats:sub>2<\/jats:sub>(H<jats:sub>0.5<\/jats:sub>hba)<jats:sub>2<\/jats:sub>\n                  <jats:italic>L<\/jats:italic>\n                  <jats:sub>2<\/jats:sub>]<jats:sup>\u2212<\/jats:sup>. The main focus of the investigation is on the formation of a variety of extended networks through hydrogen bonding and, in some crystals, coordinate bonds when bridging coligands (<jats:italic>L<\/jats:italic>) are employed. Crystals of [Cu<jats:sub>2<\/jats:sub>(Hhba)<jats:sub>4<\/jats:sub>(dioxane)<jats:sub>2<\/jats:sub>]\u00b74(dioxane) consist of the expected Cu dimer with the Hhba<jats:sup>\u2212<\/jats:sup> anions forming hydrogen bonds to 1,4-dioxane molecules which block network formation. In the case of crystals of composition [Et<jats:sub>4<\/jats:sub>N][Cu<jats:sub>2<\/jats:sub>(Hhba)<jats:sub>2<\/jats:sub>(H<jats:sub>0.5<\/jats:sub>hba)<jats:sub>2<\/jats:sub>(CH<jats:sub>3<\/jats:sub>OH)(H<jats:sub>2<\/jats:sub>O)]\u00b72(dioxane), Li[Cu<jats:sub>2<\/jats:sub>(Hhba)<jats:sub>2<\/jats:sub>(H<jats:sub>0.5<\/jats:sub>hba)<jats:sub>2<\/jats:sub>(H<jats:sub>2<\/jats:sub>O)<jats:sub>2<\/jats:sub>]\u00b73(dioxane)\u00b74H<jats:sub>2<\/jats:sub>O and [Cu<jats:sub>2<\/jats:sub>(Hhba)<jats:sub>2<\/jats:sub>(H<jats:sub>0.5<\/jats:sub>hba)<jats:sub>2<\/jats:sub>(H<jats:sub>0.5<\/jats:sub>DABCO)<jats:sub>2<\/jats:sub>]\u00b73CH<jats:sub>3<\/jats:sub>OH (DABCO is 1,4-diazabicyclo[2.2.2]octane), square-grid hydrogen-bonded networks are generated in which the complex serves as one type of 4-connecting node, whilst a second 4-connecting node is a hydrogen-bonding motif assembled from four phenol\/phenolate groups. Another two-dimensional (2D) network based upon a related square-grid structure is formed in the case of [Et<jats:sub>4<\/jats:sub>N]<jats:sub>2<\/jats:sub>[Cu<jats:sub>2<\/jats:sub>(Hhba)<jats:sub>2<\/jats:sub>(hba)<jats:sub>2<\/jats:sub>(dioxane)<jats:sub>2<\/jats:sub>][Cu<jats:sub>2<\/jats:sub>(Hhba)<jats:sub>4<\/jats:sub>(dioxane)(H<jats:sub>2<\/jats:sub>O)]\u00b7CH<jats:sub>3<\/jats:sub>OH. In [Cu<jats:sub>2<\/jats:sub>(Hhba)<jats:sub>4<\/jats:sub>(H<jats:sub>2<\/jats:sub>O)<jats:sub>2<\/jats:sub>]\u00b72(Et<jats:sub>4<\/jats:sub>NNO<jats:sub>3<\/jats:sub>), a square-grid structure is again apparent, but, in this case, a pair of nitrate anions, along with four phenolic groups and a pair of water molecules, combine to form a second type of 4-connecting node. When 1,8-bis(dimethylamino)naphthalene (bdn, `proton sponge') is used as a base, another square-grid network is generated, <jats:italic>i.e.<\/jats:italic> [Hbdn]<jats:sub>2<\/jats:sub>[Cu<jats:sub>2<\/jats:sub>(Hhba)<jats:sub>2<\/jats:sub>(hba)<jats:sub>2<\/jats:sub>(H<jats:sub>2<\/jats:sub>O)<jats:sub>2<\/jats:sub>]\u00b73(dioxane)\u00b7H<jats:sub>2<\/jats:sub>O, but with only the copper dimer complex serving as a 4-connecting node. Complex three-dimensional networks are formed in [Cu<jats:sub>2<\/jats:sub>(Hhba)<jats:sub>4<\/jats:sub>(O-bipy)]\u00b7H<jats:sub>2<\/jats:sub>O and [Cu<jats:sub>2<\/jats:sub>(Hhba)<jats:sub>4<\/jats:sub>(O-bipy)<jats:sub>2<\/jats:sub>]\u00b72(dioxane), where the potentially bridging 4,4\u2032-bipyridine <jats:italic>N<\/jats:italic>,<jats:italic>N<\/jats:italic>\u2032-dioxide (O-bipy) ligand is employed. Rare cases of mixed carboxylate copper dimer complexes were obtained in the cases of [Cu<jats:sub>2<\/jats:sub>(Hhba)<jats:sub>3<\/jats:sub>(OAc)(dioxane)]\u00b73.5(dioxane) and [Cu<jats:sub>2<\/jats:sub>(Hhba)<jats:sub>2<\/jats:sub>(OAc)<jats:sub>2<\/jats:sub>(DABCO)<jats:sub>2<\/jats:sub>]\u00b710(dioxane), with each structure possessing a 2D network structure. The final compound reported is a simple hydrogen-bonded chain of composition (H<jats:sub>0.5<\/jats:sub>DABCO)(H<jats:sub>1.5<\/jats:sub>hba), formed from the reaction of H<jats:sub>2<\/jats:sub>hba and DABCO.<\/jats:p>","DOI":"10.1107\/s2053229624004534","type":"journal-article","created":{"date-parts":[[2024,5,22]],"date-time":"2024-05-22T16:10:45Z","timestamp":1716394245000},"page":"239-253","update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":0,"title":["Supramolecular hydrogen-bonded networks formed from copper(II) carboxylate dimers"],"prefix":"10.1107","volume":"80","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-2957-860X","authenticated-orcid":true,"given":"Brendan F.","family":"Abrahams","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8319-4765","authenticated-orcid":true,"given":"Christopher J.","family":"Commons","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4274-9111","authenticated-orcid":true,"given":"Timothy A.","family":"Hudson","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4305-6664","authenticated-orcid":true,"given":"Robin","family":"Sanchez-Arlt","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"329","published-online":{"date-parts":[[2024,5,22]]},"reference":[{"key":"jx3083_bb1","doi-asserted-by":"crossref","first-page":"1924","DOI":"10.1039\/D2CE00163B","volume":"24","author":"Abrahams","year":"2022","journal-title":"CrystEngComm"},{"key":"jx3083_bb2","doi-asserted-by":"crossref","first-page":"340","DOI":"10.1107\/S2053229621005465","volume":"77","author":"Abrahams","year":"2021","journal-title":"Acta Cryst. 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