{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,17]],"date-time":"2026-08-17T14:37:54Z","timestamp":1786977474324,"version":"build-2736575974"},"reference-count":57,"publisher":"Wiley","issue":"7","license":[{"start":{"date-parts":[[2026,4,22]],"date-time":"2026-04-22T00:00:00Z","timestamp":1776816000000},"content-version":"vor","delay-in-days":8,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"},{"start":{"date-parts":[[2026,4,14]],"date-time":"2026-04-14T00:00:00Z","timestamp":1776124800000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/doi.wiley.com\/10.1002\/tdm_license_1.1"}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["ChemPhysChem"],"published-print":{"date-parts":[[2026,4,14]]},"abstract":"<jats:p>The control of molecular self\u2010assembly on surfaces via specific noncovalent interactions is a key challenge in nanoscience. Using density functional theory (DFT) at the rSCAN\u20103c level, we investigate the intermolecular forces within dimers of Br\u2010Hexahelicene (Br[6]H) adsorbed on Au(111). Through wavefunction analysis using\u00a0Interaction Region Indicator (IRI), electrostatic potential (ESP), and Quantum Theory of Atoms in Molecules (QTAIM), we characterize the nature of the halogen contacts. Our results show that the stabilization of the homo\u2010chiral dimers is driven by a distinct C\uf8ffBr\u00b7\u00b7\u00b7H\uf8ffC halogen\u2013hydrogen bond. Conversely, the Br\u00b7\u00b7\u00b7Br contact is identified as a weak, nondirectional van der Waals interaction with negligible bonding character. This work clarifies the hierarchy of interactions in these surface\u2010confined systems and highlights the C\uf8ffBr\u00b7\u00b7\u00b7H\uf8ffC bond as a specific design element for guided supramolecular assembly.<\/jats:p>","DOI":"10.1002\/cphc.202500840","type":"journal-article","created":{"date-parts":[[2026,4,22]],"date-time":"2026-04-22T18:26:36Z","timestamp":1776882396000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":1,"title":["Coupling Between Br\u2010Hexahelicene Molecules Through Br\u00b7\u00b7\u00b7H Bonds: A Theoretical Study"],"prefix":"10.1002","volume":"27","author":[{"given":"Youssef","family":"Smayou","sequence":"first","affiliation":[{"name":"Department of Chemistry Polydisciplinary Faculty Sultan Moulay Slimane University  Beni\u2010Mellal Morocco"},{"name":"Chemical Science and Engineering Research Team (ERSIC) Polydisciplinary Faculty Sultan Moulay Slimane University  Beni\u2010Mellal Morocco"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Nadia El","family":"Hasnaoui","sequence":"additional","affiliation":[{"name":"Department of Chemistry Polydisciplinary Faculty Sultan Moulay Slimane University  Beni\u2010Mellal Morocco"},{"name":"Chemical Science and Engineering Research Team (ERSIC) Polydisciplinary Faculty Sultan Moulay Slimane University  Beni\u2010Mellal Morocco"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3989-2280","authenticated-orcid":false,"given":"Youness","family":"Benjalal","sequence":"additional","affiliation":[{"name":"Department of Chemistry Polydisciplinary Faculty Sultan Moulay Slimane University  Beni\u2010Mellal Morocco"},{"name":"Chemical Science and Engineering Research Team (ERSIC) Polydisciplinary Faculty Sultan Moulay Slimane University  Beni\u2010Mellal Morocco"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2026,4,22]]},"reference":[{"key":"e_1_2_9_2_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ccr.2025.216488"},{"key":"e_1_2_9_3_1","first-page":"1","article-title":"Others Halogen Bonding as a Tool to Control Morphology and Charge Transport in Organic Semiconductors","volume":"64","author":"Ruoko T.\u2010P.","year":"2025","journal-title":"Angewandte Chemie International Edition"},{"key":"e_1_2_9_4_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41467-022-33446-y"},{"key":"e_1_2_9_5_1","doi-asserted-by":"publisher","DOI":"10.1021\/acsnano.5b04970"},{"key":"e_1_2_9_6_1","doi-asserted-by":"publisher","DOI":"10.1351\/PAC-REC-12-05-10"},{"key":"e_1_2_9_7_1","first-page":"1","article-title":"X X Halogen Bond\u2010Induced Supramolecular Helices","volume":"61","author":"Xu Y.","year":"2022","journal-title":"Angewandte Chemie International Edition"},{"key":"e_1_2_9_8_1","doi-asserted-by":"publisher","DOI":"10.1002\/open.201900337"},{"key":"e_1_2_9_9_1","doi-asserted-by":"publisher","DOI":"10.1351\/PAC-REC-10-01-02"},{"key":"e_1_2_9_10_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ccr.2005.04.031"},{"key":"e_1_2_9_11_1","doi-asserted-by":"publisher","DOI":"10.1002\/mrc.2209"},{"key":"e_1_2_9_12_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.5b00484"},{"key":"e_1_2_9_13_1","doi-asserted-by":"publisher","DOI":"10.1039\/p29940002353"},{"key":"e_1_2_9_14_1","doi-asserted-by":"publisher","DOI":"10.1039\/C4CC03550J"},{"key":"e_1_2_9_15_1","doi-asserted-by":"publisher","DOI":"10.1039\/c0cc01130d"},{"key":"e_1_2_9_16_1","doi-asserted-by":"publisher","DOI":"10.1021\/nn100450q"},{"key":"e_1_2_9_17_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jpca.4c01176"},{"key":"e_1_2_9_18_1","doi-asserted-by":"publisher","DOI":"10.3390\/ijms25116277"},{"key":"e_1_2_9_19_1","doi-asserted-by":"publisher","DOI":"10.1002\/jcc.26068"},{"key":"e_1_2_9_20_1","doi-asserted-by":"publisher","DOI":"10.1039\/D5NJ00977D"},{"key":"e_1_2_9_21_1","doi-asserted-by":"publisher","DOI":"10.1039\/D5CP00059A"},{"key":"e_1_2_9_22_1","first-page":"1","article-title":"Halogen Bond\u2010Modulated Solid\u2010State Reordering and Symmetry Breaking of Azahelicenes","volume":"16","author":"Liang J.","year":"2025","journal-title":"Nature Communications"},{"key":"e_1_2_9_23_1","doi-asserted-by":"publisher","DOI":"10.1039\/D4CP03235G"},{"key":"e_1_2_9_24_1","doi-asserted-by":"publisher","DOI":"10.1002\/chir.23642"},{"key":"e_1_2_9_25_1","doi-asserted-by":"publisher","DOI":"10.1002\/chir.23706"},{"key":"e_1_2_9_26_1","doi-asserted-by":"publisher","DOI":"10.1007\/s12274-012-0274-6"},{"key":"e_1_2_9_27_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.susc.2011.11.004"},{"key":"e_1_2_9_28_1","doi-asserted-by":"publisher","DOI":"10.1002\/wcms.70019"},{"key":"e_1_2_9_29_1","doi-asserted-by":"publisher","DOI":"10.1002\/wcms.1327"},{"key":"e_1_2_9_30_1","doi-asserted-by":"publisher","DOI":"10.1002\/wcms.81"},{"key":"e_1_2_9_31_1","doi-asserted-by":"publisher","DOI":"10.1063\/5.0041008"},{"key":"e_1_2_9_32_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jpclett.0c02405"},{"key":"e_1_2_9_33_1","doi-asserted-by":"publisher","DOI":"10.1002\/jcc.22885"},{"key":"e_1_2_9_34_1","doi-asserted-by":"publisher","DOI":"10.1002\/cmtd.202100007"},{"key":"e_1_2_9_35_1","doi-asserted-by":"publisher","DOI":"10.1021\/jp981794v"},{"key":"e_1_2_9_36_1","doi-asserted-by":"publisher","DOI":"10.1002\/jcc.25054"},{"key":"e_1_2_9_37_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja00260a006"},{"key":"e_1_2_9_38_1","first-page":"6498","volume":"132","author":"Johnson E. R.","year":"2010","journal-title":"Revealing Noncovalent Interactions. Journal of the American Chemical Society"},{"key":"e_1_2_9_39_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.molstruc.2020.128443"},{"key":"e_1_2_9_40_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.cplett.2013.02.069"},{"key":"e_1_2_9_41_1","doi-asserted-by":"publisher","DOI":"10.1080\/08927022.2022.2126865"},{"key":"e_1_2_9_42_1","doi-asserted-by":"publisher","DOI":"10.1039\/C7CP02110K"},{"key":"e_1_2_9_43_1","doi-asserted-by":"publisher","DOI":"10.1007\/s12274-009-9024-9"},{"key":"e_1_2_9_44_1","doi-asserted-by":"publisher","DOI":"10.1002\/ejic.201100116"},{"key":"e_1_2_9_45_1","doi-asserted-by":"publisher","DOI":"10.1021\/jp304523f"},{"key":"e_1_2_9_46_1","doi-asserted-by":"publisher","DOI":"10.1021\/jp906905h"},{"key":"e_1_2_9_47_1","doi-asserted-by":"publisher","DOI":"10.1039\/C9CP01244C"},{"key":"e_1_2_9_48_1","doi-asserted-by":"publisher","DOI":"10.1039\/C4CP03276D"},{"key":"e_1_2_9_49_1","doi-asserted-by":"publisher","DOI":"10.1039\/C8CC04247K"},{"key":"e_1_2_9_50_1","doi-asserted-by":"publisher","DOI":"10.1039\/C5CE00272A"},{"key":"e_1_2_9_51_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.cgd.0c01697"},{"key":"e_1_2_9_52_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.cgd.2c00110"},{"key":"e_1_2_9_53_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jpcc.1c07870"},{"key":"e_1_2_9_54_1","doi-asserted-by":"publisher","DOI":"10.1021\/jp507729w"},{"key":"e_1_2_9_55_1","doi-asserted-by":"publisher","DOI":"10.1039\/c2nr31648j"},{"key":"e_1_2_9_56_1","doi-asserted-by":"publisher","DOI":"10.1007\/s00894-020-04577-0"},{"key":"e_1_2_9_57_1","doi-asserted-by":"publisher","DOI":"10.1016\/B978-0-12-821978-2.00076-3"},{"key":"e_1_2_9_58_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202300134"}],"container-title":["ChemPhysChem"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/cphc.202500840","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/cphc.202500840","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/cphc.202500840","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,4,27]],"date-time":"2026-04-27T06:44:25Z","timestamp":1777272265000},"score":1,"resource":{"primary":{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/10.1002\/cphc.202500840"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026,4,14]]},"references-count":57,"journal-issue":{"issue":"7","published-print":{"date-parts":[[2026,4,14]]}},"alternative-id":["10.1002\/cphc.202500840"],"URL":"https:\/\/doi.org\/10.1002\/cphc.202500840","archive":["Portico"],"relation":{},"ISSN":["1439-4235","1439-7641"],"issn-type":[{"value":"1439-4235","type":"print"},{"value":"1439-7641","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026,4,14]]},"assertion":[{"value":"2025-11-11","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2026-02-22","order":2,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication History"}},{"value":"2026-04-22","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e202500840"}}