{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,13]],"date-time":"2026-10-13T10:50:05Z","timestamp":1791888605983,"version":"4.3.4"},"reference-count":80,"publisher":"Wiley","issue":"19","license":[{"start":{"date-parts":[[2026,3,27]],"date-time":"2026-03-27T00:00:00Z","timestamp":1774569600000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by-nc-nd\/4.0\/"},{"start":{"date-parts":[[2026,3,27]],"date-time":"2026-03-27T00:00:00Z","timestamp":1774569600000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/doi.wiley.com\/10.1002\/tdm_license_1.1"}],"funder":[{"DOI":"10.13039\/100014440","name":"Ministerio de Ciencia, Innovaci\u00f3n y Universidades","doi-asserted-by":"publisher","award":["PID2022\u2010142168NB\u2010I00"],"award-info":[{"award-number":["PID2022\u2010142168NB\u2010I00"]}],"id":[{"id":"10.13039\/100014440","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100014440","name":"Ministerio de Ciencia, Innovaci\u00f3n y Universidades","doi-asserted-by":"publisher","award":["PID2023\u2010148453NB\u2010I00"],"award-info":[{"award-number":["PID2023\u2010148453NB\u2010I00"]}],"id":[{"id":"10.13039\/100014440","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100014440","name":"Ministerio de Ciencia, Innovaci\u00f3n y Universidades","doi-asserted-by":"publisher","award":["PID2024\u2010159724NA\u2010I00"],"award-info":[{"award-number":["PID2024\u2010159724NA\u2010I00"]}],"id":[{"id":"10.13039\/100014440","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100014440","name":"Ministerio de Ciencia, Innovaci\u00f3n y Universidades","doi-asserted-by":"publisher","award":["RED2024\u2010153609\u2010T"],"award-info":[{"award-number":["RED2024\u2010153609\u2010T"]}],"id":[{"id":"10.13039\/100014440","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100014440","name":"Ministerio de Ciencia, Innovaci\u00f3n y Universidades","doi-asserted-by":"publisher","award":["PCI2025\u2010163205"],"award-info":[{"award-number":["PCI2025\u2010163205"]}],"id":[{"id":"10.13039\/100014440","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100010661","name":"Horizon 2020 Framework Programme","doi-asserted-by":"publisher","id":[{"id":"10.13039\/100010661","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Angew Chem Int Ed"],"published-print":{"date-parts":[[2026,5,4]]},"abstract":"<jats:title>ABSTRACT<\/jats:title>\n                  <jats:p>\n                    We report on a newly designed bis\u2010ureido\u2010squaramide (USq) (\n                    <jats:bold>1<\/jats:bold>\n                    ) monomeric unit, capable to tune its conformation and regulate its self\u2010assembly behavior in solution and in solid state, forming one\u2010 (1D) and two\u2010dimensional (2D) assemblies. In chloroform, the bis\u2010USq\n                    <jats:bold>1<\/jats:bold>\n                    exists as a folded monomeric form (\n                    <jats:bold>\n                      Mon\n                      <jats:sub>F<\/jats:sub>\n                    <\/jats:bold>\n                    ), stabilized by six intramolecular hydrogen bonds, and polymerizes by increasing concentration and decreasing the temperature. Microscopic observations, supported by theoretical calculations, revealed that\n                    <jats:bold>1<\/jats:bold>\n                    does not assemble into the expected main\u2010chain polymers, and instead, a supramolecular 2D polymer (\n                    <jats:bold>AggA<\/jats:bold>\n                    ) is formed by the interplay of USq\u2010USq quadruple hydrogen bonds and additional \u03c0\u2013\u03c0 and van der Waals interactions. Remarkably, this 2D assembly was preserved in solid\u2010state as a lamellar phase (\n                    <jats:bold>1\u2010Lam<\/jats:bold>\n                    ) after solvent evaporation. However, heating the sample to isotropic and cooling it down revealed a second and more stable polymorph based on a 1D columnar structure (\n                    <jats:bold>1\u2010Col<\/jats:bold>\n                    ). Interestingly, both solid\u2010state polymorphs are stabilized by analogous hydrogen bonding patterns but different molecular packing. This work underpins the USq unit as an intriguing hydrogen\u2010bonding moiety suitable for the development of new supramolecular materials but also as a platform to study pathway complexity and polymorphism in solid state and solution.\n                  <\/jats:p>","DOI":"10.1002\/anie.3086275","type":"journal-article","created":{"date-parts":[[2026,3,27]],"date-time":"2026-03-27T11:52:54Z","timestamp":1774612374000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":1,"title":["One\u2010 and Two\u2010Dimensional Polymorphism in a Hydrogen\u2010Bonding Bis\u2010Ureido\u2010Squaramide"],"prefix":"10.1002","volume":"65","author":[{"given":"In\u00e9s","family":"Capilla","sequence":"first","affiliation":[{"name":"Department of Chemistry University of the Balearic Islands  Palma de Mallorca Spain"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Rosa","family":"Gomila","sequence":"additional","affiliation":[{"name":"Department of Chemistry University of the Balearic Islands  Palma de Mallorca Spain"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7840-2139","authenticated-orcid":false,"given":"Antoni","family":"Frontera","sequence":"additional","affiliation":[{"name":"Department of Chemistry University of the Balearic Islands  Palma de Mallorca Spain"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Luis","family":"Mart\u00ednez\u2010Crespo","sequence":"additional","affiliation":[{"name":"Department of Chemistry University of the Balearic Islands  Palma de Mallorca Spain"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2128-6602","authenticated-orcid":false,"given":"Bartolome","family":"Soberats","sequence":"additional","affiliation":[{"name":"Department of Chemistry University of the Balearic Islands  Palma de Mallorca Spain"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2026,3,27]]},"reference":[{"key":"e_1_2_7_2_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr900181u"},{"key":"e_1_2_7_3_1","doi-asserted-by":"publisher","DOI":"10.1002\/ijch.201900165"},{"key":"e_1_2_7_4_1","doi-asserted-by":"publisher","DOI":"10.1002\/pol.20230115"},{"key":"e_1_2_7_5_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41570\u2010019\u20100153\u20108"},{"key":"e_1_2_7_6_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201905724"},{"key":"e_1_2_7_7_1","first-page":"7524","article-title":"Chiral Supramolecular Polymers","volume":"52","author":"Garc\u00eda F.","year":"2023","journal-title":"Nature Reviews Chemistry"},{"key":"e_1_2_7_8_1","doi-asserted-by":"publisher","DOI":"10.1039\/D0CC02787A"},{"key":"e_1_2_7_9_1","doi-asserted-by":"publisher","DOI":"10.1021\/accountsmr.1c00241"},{"key":"e_1_2_7_10_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemmater.4c01265"},{"key":"e_1_2_7_11_1","first-page":"6347","article-title":"Hydrogenbonded \u03c0\u2010conjugated Supramolecular Polymers","volume":"36","author":"Ximenis P.","year":"2025","journal-title":"Chemical Society Reviews"},{"key":"e_1_2_7_12_1","doi-asserted-by":"publisher","DOI":"10.1126\/science.1205962"},{"key":"e_1_2_7_13_1","doi-asserted-by":"publisher","DOI":"10.1039\/C7CS00163K"},{"key":"e_1_2_7_14_1","doi-asserted-by":"publisher","DOI":"10.1016\/S1369\u20107021(04)00187\u20107"},{"key":"e_1_2_7_15_1","doi-asserted-by":"publisher","DOI":"10.1039\/c39880000391"},{"key":"e_1_2_7_16_1","doi-asserted-by":"publisher","DOI":"10.1002\/adma.19900020506"},{"key":"e_1_2_7_17_1","doi-asserted-by":"publisher","DOI":"10.1126\/science.278.5343.1601"},{"key":"e_1_2_7_18_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.progpolymsci.2023.101689"},{"key":"e_1_2_7_19_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja000435m"},{"key":"e_1_2_7_20_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.2c08528"},{"key":"e_1_2_7_21_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.8b07697"},{"key":"e_1_2_7_22_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.biomac.0c00904"},{"key":"e_1_2_7_23_1","doi-asserted-by":"publisher","DOI":"10.1021\/ma201303s"},{"key":"e_1_2_7_24_1","doi-asserted-by":"publisher","DOI":"10.1039\/C6RA22490C"},{"key":"e_1_2_7_25_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chempr.2019.02.027"},{"key":"e_1_2_7_26_1","first-page":"2330","article-title":"Chemical Proteomics: From Small Molecules to Systems Biology","volume":"40","author":"Storer R. I.","year":"2011","journal-title":"Chemical Society Reviews"},{"key":"e_1_2_7_27_1","doi-asserted-by":"publisher","DOI":"10.1039\/C9OB02085C"},{"key":"e_1_2_7_28_1","doi-asserted-by":"publisher","DOI":"10.1039\/D4SC04337E"},{"key":"e_1_2_7_29_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202307841"},{"key":"e_1_2_7_30_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201103345"},{"key":"e_1_2_7_31_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201503905"},{"key":"e_1_2_7_32_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.biomac.7b01614"},{"key":"e_1_2_7_33_1","doi-asserted-by":"publisher","DOI":"10.1039\/D4SM01538J"},{"key":"e_1_2_7_34_1","doi-asserted-by":"publisher","DOI":"10.1021\/acsami.1c24114"},{"key":"e_1_2_7_35_1","doi-asserted-by":"publisher","DOI":"10.1038\/nature10720"},{"key":"e_1_2_7_36_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo035546t"},{"key":"e_1_2_7_37_1","doi-asserted-by":"publisher","DOI":"10.1002\/smll.202006133"},{"key":"e_1_2_7_38_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202213345"},{"key":"e_1_2_7_39_1","doi-asserted-by":"publisher","DOI":"10.1038\/s42004\u2010024\u201001391\u20100"},{"key":"e_1_2_7_40_1","doi-asserted-by":"publisher","DOI":"10.1039\/a907179b"},{"key":"e_1_2_7_41_1","doi-asserted-by":"publisher","DOI":"10.1021\/ma901144t"},{"key":"e_1_2_7_42_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja00004a016"},{"key":"e_1_2_7_43_1","doi-asserted-by":"publisher","DOI":"10.1021\/acspolymersau.5c00153"},{"key":"e_1_2_7_44_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202203783"},{"key":"e_1_2_7_45_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.0c13326"},{"key":"e_1_2_7_46_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201905064"},{"key":"e_1_2_7_47_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja900684h"},{"key":"e_1_2_7_48_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.200902415"},{"key":"e_1_2_7_49_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.2c07299"},{"key":"e_1_2_7_50_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41467\u2010023\u201036540\u2010x"},{"key":"e_1_2_7_51_1","doi-asserted-by":"publisher","DOI":"10.1039\/D1SC06246H"},{"key":"e_1_2_7_52_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202015390"},{"key":"e_1_2_7_53_1","doi-asserted-by":"publisher","DOI":"10.1039\/D2CC02111K"},{"key":"e_1_2_7_54_1","doi-asserted-by":"publisher","DOI":"10.1038\/nchem.2684"},{"key":"e_1_2_7_55_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41557\u2010023\u201001216\u2010y"},{"key":"e_1_2_7_56_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.9b10582"},{"key":"e_1_2_7_57_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202006744"},{"key":"e_1_2_7_58_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202415774"},{"key":"e_1_2_7_59_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202102183"},{"key":"e_1_2_7_60_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202312223"},{"key":"e_1_2_7_61_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202314667"},{"key":"e_1_2_7_62_1","doi-asserted-by":"publisher","DOI":"10.1063\/5.0197592"},{"key":"e_1_2_7_63_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jctc.8b01176"},{"key":"e_1_2_7_64_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.cgd.0c00845"},{"key":"e_1_2_7_65_1","doi-asserted-by":"publisher","DOI":"10.1021\/ol048821m"},{"key":"e_1_2_7_66_1","doi-asserted-by":"publisher","DOI":"10.1038\/natrevmats.2017.1"},{"key":"e_1_2_7_67_1","doi-asserted-by":"publisher","DOI":"10.1002\/adma.202109063"},{"key":"e_1_2_7_68_1","volume-title":"Polymorphism in the Pharmaceutical Industry: Solid Form and Drug Development","author":"Hilfiker R.","year":"2019"},{"key":"e_1_2_7_69_1","doi-asserted-by":"publisher","DOI":"10.1093\/oso\/9780199655441.001.0001"},{"key":"e_1_2_7_70_1","doi-asserted-by":"publisher","DOI":"10.1039\/C5TC04390E"},{"key":"e_1_2_7_71_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.8b11011"},{"key":"e_1_2_7_72_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.9b02046"},{"key":"e_1_2_7_73_1","doi-asserted-by":"publisher","DOI":"10.1039\/D2SC00690A"},{"key":"e_1_2_7_74_1","doi-asserted-by":"publisher","DOI":"10.1107\/S1600576714003240"},{"key":"e_1_2_7_75_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201202679"},{"key":"e_1_2_7_76_1","doi-asserted-by":"publisher","DOI":"10.1063\/1.478522"},{"key":"e_1_2_7_77_1","doi-asserted-by":"publisher","DOI":"10.1063\/1.5090222"},{"key":"e_1_2_7_78_1","doi-asserted-by":"publisher","DOI":"10.1039\/b508541a"},{"key":"e_1_2_7_79_1","unstructured":"TURBOMOLE V7.7 2021 a development of University of Karlsruhe and Forschungszentrum Karlsruhe GmbH 1989\u20102007 TURBOMOLE GmbH since 2007; available fromhttps:\/\/www.turbomole.org."},{"key":"e_1_2_7_80_1","doi-asserted-by":"publisher","DOI":"10.1039\/C9CP06869D"},{"key":"e_1_2_7_81_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202004239"}],"container-title":["Angewandte Chemie International Edition"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/anie.3086275","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/anie.3086275","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/anie.3086275","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,10,13]],"date-time":"2026-10-13T10:23:14Z","timestamp":1791886994000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/anie.3086275"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026,3,27]]},"references-count":80,"journal-issue":{"issue":"19","published-print":{"date-parts":[[2026,5,4]]}},"alternative-id":["10.1002\/anie.3086275"],"URL":"https:\/\/doi.org\/10.1002\/anie.3086275","archive":["Portico"],"relation":{},"ISSN":["1433-7851","1521-3773"],"issn-type":[{"value":"1433-7851","type":"print"},{"value":"1521-3773","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026,3,27]]},"assertion":[{"value":"2026-02-13","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2026-03-17","order":2,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication History"}},{"value":"2026-03-27","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e3086275"}}