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Herein, it is reported the successful co\u2010adsorption of guest molecules within the functionalized 2D pores of self\u2010assembled molecular networks (SAMNs) through directional halogen bonding, as confirmed by scanning tunneling microscopy. Specifically, the porous SAMN formed by dehydrobenzo[12]annulene derivative\n                    <jats:bold>DBA\u2010Py<\/jats:bold>\n                    with a pyridyl group at the termini of its three alkoxy chains, hosts an iodinated trigonal guest molecule, tris(4\u2010iodophenyl)benzene (\n                    <jats:bold>TIB<\/jats:bold>\n                    ), through a halogen bond between the nitrogen and iodine atoms. Within the pores, the\n                    <jats:bold>TIB<\/jats:bold>\n                    molecule exhibits rotational motion, preferentially residing at two locations. In contrast, within the pores formed by a mixture of\n                    <jats:bold>DBA\u2010Py<\/jats:bold>\n                    and\n                    <jats:bold>DBA\u2010Ph<\/jats:bold>\n                    , where\n                    <jats:bold>DBA\u2010Ph<\/jats:bold>\n                    features three phenyl groups instead of pyridyl groups, the guest molecule preferentially resides in a single location. This behavior is attributed to the reduced number of energy minima within the pores owing to the decreased number of pyridyl units. Statistical analysis of the guest orientation suggests that the on\u2010surface arrangement of\n                    <jats:bold>DBA\u2010Py<\/jats:bold>\n                    and\n                    <jats:bold>DBA\u2010Ph<\/jats:bold>\n                    is influenced by the guest molecule. This modular approach using functionalized pores in SAMNs provides an effective strategy for controlling molecular rotational behavior.\n                  <\/jats:p>","DOI":"10.1002\/smll.202410652","type":"journal-article","created":{"date-parts":[[2025,2,12]],"date-time":"2025-02-12T10:11:01Z","timestamp":1739355061000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":1,"title":["Regulating Rotational Dynamics of Co\u2010Adsorbed Guest Molecules via Halogen Bonds in Functionalized Pores of Self\u2010Assembled Molecular Networks at the Liquid\u2010Solid Interface"],"prefix":"10.1002","volume":"21","author":[{"given":"Yoshihito","family":"Machida","sequence":"first","affiliation":[{"name":"Department of Applied Chemistry School of Science and Technology Meiji University  1\u20101\u20101 Higashimita, Tama\u2010ku Kawasaki Kanagawa 214\u20138571 Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Akitoshi","family":"Katsu","sequence":"additional","affiliation":[{"name":"Department of Applied Chemistry School of Science and Technology Meiji University  1\u20101\u20101 Higashimita, Tama\u2010ku Kawasaki Kanagawa 214\u20138571 Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Steven","family":"De Feyter","sequence":"additional","affiliation":[{"name":"Division of Molecular Imaging and Photonics Department of Chemistry  KU Leuven, Celestijnenlaan 200 F Leuven 3001 Belgium"},{"name":"KU Leuven Institute for Micro- and Nanoscale Integration  KU Leuven Leuven 3001 Belgium"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3634-541X","authenticated-orcid":false,"given":"Kazukuni","family":"Tahara","sequence":"additional","affiliation":[{"name":"Department of Applied Chemistry School of Science and Technology Meiji University  1\u20101\u20101 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