Hydrogen bond interactions between thioethers and amides: A joint rotational spectroscopic and theoretical study of the formamide⋯dimethyl sulfide adduct

Unveiling the Noncovalent Interactions between Formamide and Heteroaromatics: Microwave Spectroscopy of the Formamide Complexes with Furan and Thiophene

“…The N–H···OC hydrogen bonding interaction between amides is the key type of noncovalent linkage determining the stability of biomacromolecules like proteins and peptides as well as controlling their binding with small molecules, which therefore is indispensable to comprehend the function and activity of these compounds. − Formamide (FM), being the simplest molecule that contains the amide functional group, acts as a preferred model for probing the properties of weak interactions of peptide linkage. − FM has a CO bond and two N–H bonds, which are typical proton acceptors and donors for forming the N–H···OC hydrogen bonding interactions. In this context, model complexes containing FM are intensively investigated, both computationally and experimentally.…”

“…The complexes of FM with methanol, formic acid, and formaldehyde are also mainly stabilized through N–H···O or O–H···O hydrogen bonds with C–H···O hydrogen bond acting as secondary interactions. The complexes formed by FM with CO 2 , CH 2 F 2 , and CH 3 SCH 3 are composed of O···C and N–H···O interactions, N–H···F and C–H···O interactions, and N–H···S and C–H···O interactions, respectively. These investigations evidence the proton donors (N–H and C–H) and acceptors (lone-pairs of CO) role of FM in forming hydrogen bonding interactions with partner molecules.…”

Increasing Complexity in Adamantyl Thioethers Characterized by Rotational Spectroscopy

“…However, SCHB in other sulfur derivatives such as thioethers has not been so extensively investigated. Recent examples include the characterization of microsolvated complexes of diethyl disulfide and dimethyl sulfide [40,41] . The investigation of the monohydrated complexes for the three selected sulfur‐adamantane compounds can therefore provide valuable insight into the capability of sulfur to act as hydrogen bond acceptor in such systems.…”