caa a22 4500 605487510 CHVBK 20210128100451.0 cr unu---uuuuu 210128e20150701xx s 000 0 eng 10.1007/s00214-015-1683-x doi (NATIONALLICENCE)springer-10.1007/s00214-015-1683-x Computational investigation on the intramolecular resonance-inhibited hydrogen bonding: a new type of interaction versus the RAHB model [Elektronische Daten] [Ehsan Masumian, Alireza Nowroozi] A new type of intramolecular interaction is introduced by choosing a tautomer of β-aminoacrolein as a model. The term "resonance-inhibited hydrogen bond (RIHB)” is considered to describe this interaction. The intramolecular hydrogen bond (IMHB) energy values are estimated at the B3LYP and MP2 levels of theory. The QTAIM analysis and other descriptors are employed to corroborate the obtained results. According to the results, one predicts that the IMHB strength in the RIHB benchmark system is higher than in its corresponding saturated analog, which is attributed to the planarity imposed on the molecule framework by the unsaturation. Fixing the planarity parameter during the comparison, we observe that the reverse resonance decreases the IMHB strength compared to the saturated corresponding counterpart. All of the measured parameters are compared to those of the resonance-assisted hydrogen bond analog revealing the important role of the resonance direction in strengthening or weakening of the IMHB. Springer-Verlag Berlin Heidelberg, 2015 Intramolecular hydrogen bond nationallicence Resonance-assisted hydrogen bond nationallicence QTAIM nationallicence NBO nationallicence Ab initio calculations nationallicence Masumian Ehsan Department of Chemistry, Faculty of Science, University of Sistan and Baluchestan, P.O. Box 98135-674, Zahedan, Iran aut Nowroozi Alireza Department of Chemistry, Faculty of Science, University of Sistan and Baluchestan, P.O. Box 98135-674, Zahedan, Iran aut Theoretical Chemistry Accounts Springer Berlin Heidelberg 134/7(2015-07-01), 1-11 1432-881X 134:7<1 2015 134 214 https://doi.org/10.1007/s00214-015-1683-x text/html Onlinezugriff via DOI BK010053 XK010053 XK010000 Metadata rights reserved Springer special CC-BY-NC licence nationallicence 1 research-article jats NATIONALLICENCE NATIONALLICENCE NL-springer NATIONALLICENCE 856 40 https://doi.org/10.1007/s00214-015-1683-x text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Masumian Ehsan Department of Chemistry, Faculty of Science, University of Sistan and Baluchestan, P.O. Box 98135-674, Zahedan, Iran aut NATIONALLICENCE 700 1- Nowroozi Alireza Department of Chemistry, Faculty of Science, University of Sistan and Baluchestan, P.O. Box 98135-674, Zahedan, Iran aut NATIONALLICENCE 773 0- Theoretical Chemistry Accounts Springer Berlin Heidelberg 134/7(2015-07-01), 1-11 1432-881X 134:7<1 2015 134 214