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oai:uvadoc.uva.es:10324/769932025-09-04T11:44:26Zcom_10324_1186com_10324_931com_10324_894col_10324_1404

Crehuet, Otger Vázquez, Andrea Basterretxea, Francisco Jose Pinacho Morante, Pablo Cocinero, Emilio J. 2025-07-30T09:38:33Z 2025-07-30T09:38:33Z 2025 Physical Chemistry Chemical Physics, junio 2025, vol. 27, p. 15222-15227 1463-9076 https://uvadoc.uva.es/handle/10324/76993 10.1039/D5CP02108A 15222 15227 Physical Chemistry Chemical Physics 27 1463-9084 Understanding the intrinsic shape of bioactive molecules such as picaridin is key to elucidating their mode of action. In this work, we characterize the gas-phase conformational landscape of picaridin, a flexible chiral repellent with two stereocenters. Broadband rotational spectroscopy combined with quantum chemical calculations reveals a single dominant conformer per enantiomeric pair, both stabilized by internal O–H···O hydrogen bonds. These intramolecular interactions induce conformational locking, constraining the hydroxyethyl chain and favouring a compact geometry. Non-covalent interaction analysis further confirms that dispersion and hydrogen bonding play a central role in conformational selection under isolated conditions. eng info:eu-repo/semantics/openAccess Hydrogen-Bond-Assisted Conformational Selection of Picaridin in the Gas Phase info:eu-repo/semantics/article