{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,14]],"date-time":"2026-10-14T14:56:25Z","timestamp":1791989785402,"version":"4.4.0"},"reference-count":70,"publisher":"Wiley","issue":"34","license":[{"start":{"date-parts":[[2023,5,2]],"date-time":"2023-05-02T00:00:00Z","timestamp":1682985600000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100003246","name":"Nederlandse Organisatie voor Wetenschappelijk Onderzoek","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100003246","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chemistry A European J"],"published-print":{"date-parts":[[2023,6,19]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Our quantum chemical analyses elucidated how the replacement of O in the amide bonds of benzene\u20101,3\u20105\u2010tricarboxamides (OBTAs) with the larger chalcogens S and Se enhances the intermolecular interactions and thereby the stability of the obtained hydrogen\u2010bonded supramolecular polymers due to two unexpected reasons: i)\u2005the SBTA and SeBTA monomers have a better geometry for self\u2010assembly and ii)\u2005induce stronger covalent (hydrogen\u2010bond) interactions besides enhanced dispersion interactions. In addition, it is shown that the cooperativity in benzene\u20101,3,5\u2010triamide (BTA) self\u2010assembly is caused by charge separation in the \u03c3\u2010electronic system following the covalency in the hydrogen bonds.<\/jats:p>","DOI":"10.1002\/chem.202300850","type":"journal-article","created":{"date-parts":[[2023,3,28]],"date-time":"2023-03-28T05:53:51Z","timestamp":1679982831000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":12,"title":["Chalcogen Atom Size Dictates Stability of Benzene\u20101,3,5\u2010triamide Polymers: Overlooked Role of Geometrical Fit for Enhanced Hydrogen Bonding"],"prefix":"10.1002","volume":"29","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-5855-4386","authenticated-orcid":false,"given":"Celine","family":"Nieuwland","sequence":"first","affiliation":[{"name":"Department of Theoretical Chemistry Amsterdam Institute of Molecular and Life Sciences (AIMMS) Amsterdam Center for Multiscale Modeling (ACMM) Vrije Universiteit Amsterdam  De Boelelaan 1083 1081\u2009HV Amsterdam The Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8040-9030","authenticated-orcid":false,"given":"Siebe","family":"Lekanne Deprez","sequence":"additional","affiliation":[{"name":"Department of Theoretical Chemistry Amsterdam Institute of Molecular and Life Sciences (AIMMS) Amsterdam Center for Multiscale Modeling (ACMM) Vrije Universiteit Amsterdam  De Boelelaan 1083 1081\u2009HV Amsterdam The Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3280-1094","authenticated-orcid":false,"given":"Claris","family":"de Vries","sequence":"additional","affiliation":[{"name":"Department of Theoretical Chemistry Amsterdam Institute of Molecular and Life Sciences (AIMMS) Amsterdam Center for Multiscale Modeling (ACMM) Vrije Universiteit Amsterdam  De Boelelaan 1083 1081\u2009HV Amsterdam The Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-2973-5321","authenticated-orcid":false,"given":"C\u00e9lia","family":"Fonseca Guerra","sequence":"additional","affiliation":[{"name":"Department of Theoretical Chemistry Amsterdam Institute of Molecular and Life Sciences (AIMMS) Amsterdam Center for Multiscale Modeling (ACMM) Vrije Universiteit Amsterdam  De Boelelaan 1083 1081\u2009HV Amsterdam The Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2023,5,2]]},"reference":[{"key":"e_1_2_8_1_1","unstructured":"\u00a0"},{"key":"e_1_2_8_2_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202001293"},{"key":"e_1_2_8_3_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.9b09443"},{"key":"e_1_2_8_4_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.1c11928"},{"key":"e_1_2_8_5_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202012710"},{"key":"e_1_2_8_5_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.202012710"},{"key":"e_1_2_8_6_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202106998"},{"key":"e_1_2_8_6_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.202106998"},{"key":"e_1_2_8_7_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202103691"},{"key":"e_1_2_8_8_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.1c05522"},{"key":"e_1_2_8_9_1","unstructured":"\u00a0"},{"key":"e_1_2_8_10_2","doi-asserted-by":"publisher","DOI":"10.1039\/C9CC08423A"},{"key":"e_1_2_8_11_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.macromol.9b01502"},{"key":"e_1_2_8_12_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201204273"},{"key":"e_1_2_8_13_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.200902635"},{"key":"e_1_2_8_14_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202200755"},{"key":"e_1_2_8_15_1","unstructured":"\u00a0"},{"key":"e_1_2_8_16_2","doi-asserted-by":"publisher","DOI":"10.1039\/P29930000799"},{"key":"e_1_2_8_17_2","doi-asserted-by":"publisher","DOI":"10.1021\/j100007a062"},{"key":"e_1_2_8_18_2","doi-asserted-by":"publisher","DOI":"10.1007\/s002140050457"},{"key":"e_1_2_8_19_1","doi-asserted-by":"publisher","DOI":"10.1063\/1.478813"},{"key":"e_1_2_8_20_1","unstructured":"\u00a0"},{"key":"e_1_2_8_21_2","doi-asserted-by":"publisher","DOI":"10.1103\/PhysRevA.38.3098"},{"key":"e_1_2_8_22_2","doi-asserted-by":"publisher","DOI":"10.1103\/PhysRevB.37.785"},{"key":"e_1_2_8_23_2","doi-asserted-by":"publisher","DOI":"10.1063\/1.1424928"},{"key":"e_1_2_8_24_1","unstructured":"\u00a0"},{"key":"e_1_2_8_25_2","doi-asserted-by":"publisher","DOI":"10.1002\/jcc.20078"},{"key":"e_1_2_8_26_2","doi-asserted-by":"publisher","DOI":"10.1002\/jcc.20495"},{"key":"e_1_2_8_27_2","doi-asserted-by":"publisher","DOI":"10.1063\/1.3382344"},{"key":"e_1_2_8_28_2","doi-asserted-by":"publisher","DOI":"10.1002\/jcc.21759"},{"key":"e_1_2_8_29_1","unstructured":"\u00a0"},{"key":"e_1_2_8_30_2","doi-asserted-by":"publisher","DOI":"10.1002\/jcc.1056"},{"key":"e_1_2_8_31_2","doi-asserted-by":"publisher","DOI":"10.1016\/0301-0104(73)80059-X"},{"key":"e_1_2_8_32_2","doi-asserted-by":"publisher","DOI":"10.1002\/jcc.10255"},{"key":"e_1_2_8_33_2","doi-asserted-by":"publisher","DOI":"10.1007\/s002140050021"},{"key":"e_1_2_8_34_2","unstructured":"ADF2019.302 SCM Theoretical Chemistry Vrije Universiteit Amsterdam The Netherlands www.scm.com."},{"key":"e_1_2_8_35_1","doi-asserted-by":"publisher","DOI":"10.1039\/B308788C"},{"key":"e_1_2_8_36_1","unstructured":"\u00a0"},{"key":"e_1_2_8_37_2","doi-asserted-by":"publisher","DOI":"10.1038\/s41596-019-0265-0"},{"key":"e_1_2_8_38_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201701486"},{"key":"e_1_2_8_38_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201701486"},{"key":"e_1_2_8_39_2","doi-asserted-by":"publisher","DOI":"10.1039\/D1CC02042K"},{"key":"e_1_2_8_40_1","unstructured":"\u00a0"},{"key":"e_1_2_8_41_2","doi-asserted-by":"publisher","DOI":"10.1002\/9780470125939.ch1"},{"key":"e_1_2_8_42_2","doi-asserted-by":"crossref","first-page":"199","DOI":"10.1515\/9783110660074-008","volume-title":"Complementary Bonding Analyses","author":"Hamlin T. A.","year":"2021"},{"key":"e_1_2_8_43_1","unstructured":"\u00a0"},{"key":"e_1_2_8_44_2","doi-asserted-by":"publisher","DOI":"10.1002\/open.202100231"},{"key":"e_1_2_8_45_2","doi-asserted-by":"publisher","DOI":"10.1002\/cphc.202100529"},{"key":"e_1_2_8_46_2","doi-asserted-by":"publisher","DOI":"10.1039\/D0CP03433A"},{"key":"e_1_2_8_47_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.8b13358"},{"key":"e_1_2_8_48_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201701821"},{"key":"e_1_2_8_49_1","doi-asserted-by":"publisher","DOI":"10.1007\/s11426-009-0173-1"},{"key":"e_1_2_8_50_1","doi-asserted-by":"publisher","DOI":"10.1021\/jp1072928"},{"key":"e_1_2_8_51_1","doi-asserted-by":"crossref","DOI":"10.1002\/cplu.202100436","volume":"87","author":"Azevedo Santos L.","year":"2021","journal-title":"ChemPlusChem"},{"key":"e_1_2_8_52_1","unstructured":"\u00a0"},{"key":"e_1_2_8_53_2","doi-asserted-by":"publisher","DOI":"10.1002\/jcc.10351"},{"key":"e_1_2_8_54_2","doi-asserted-by":"publisher","DOI":"10.1039\/C5CP07483E"},{"key":"e_1_2_8_55_1","unstructured":"\u00a0"},{"key":"e_1_2_8_56_2","doi-asserted-by":"publisher","DOI":"10.1021\/ct500172n"},{"key":"e_1_2_8_57_2","doi-asserted-by":"publisher","DOI":"10.1002\/jcc.23323"},{"key":"e_1_2_8_58_2","doi-asserted-by":"publisher","DOI":"10.1016\/0021-9991(92)90277-6"},{"key":"e_1_2_8_59_2","doi-asserted-by":"publisher","DOI":"10.1002\/qua.560330204"},{"key":"e_1_2_8_60_1","unstructured":"\u00a0"},{"key":"e_1_2_8_61_2","doi-asserted-by":"publisher","DOI":"10.1002\/qua.20653"},{"key":"e_1_2_8_62_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0010-4655(96)00120-8"},{"key":"e_1_2_8_63_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0010-4655(96)00119-1"},{"key":"e_1_2_8_64_1","unstructured":"\u00a0"},{"key":"e_1_2_8_65_2","doi-asserted-by":"publisher","DOI":"10.1063\/1.2370993"},{"key":"e_1_2_8_66_2","doi-asserted-by":"publisher","DOI":"10.1007\/s00214-007-0310-x"},{"key":"e_1_2_8_67_1","unstructured":"C.\u2005Y. Legault CYLview20 Universit\u00e9 de Sherbrooke Sherbrooke Quebec Canada 2020 www.cylview.org."}],"container-title":["Chemistry \u2013 A European Journal"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/chem.202300850","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,12]],"date-time":"2025-10-12T13:38:02Z","timestamp":1760276282000},"score":1,"resource":{"primary":{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/10.1002\/chem.202300850"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2023,5,2]]},"references-count":70,"journal-issue":{"issue":"34","published-print":{"date-parts":[[2023,6,19]]}},"alternative-id":["10.1002\/chem.202300850"],"URL":"https:\/\/doi.org\/10.1002\/chem.202300850","archive":["Portico"],"relation":{},"ISSN":["0947-6539","1521-3765"],"issn-type":[{"value":"0947-6539","type":"print"},{"value":"1521-3765","type":"electronic"}],"subject":[],"published":{"date-parts":[[2023,5,2]]},"assertion":[{"value":"2023-03-16","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2023-05-02","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e202300850"}}