Experimental and Theoretical Charge Density Studies of Chalcogen Bonding and Other Intermolecular Contacts in 4‑[[4-(Methoxy)-3-quinolinyl]thio]-3-thiomethylquinoline

High-resolution
diffraction data have been used for modeling the
electron density distribution in the crystal structure of 4-[[4-(methoxy)-3-quinolinyl]­thio]-3-thiomethylquinoline.
The results confirm the presence of intermolecular, electron pairs−σ-holes
S···S bonding. The calculated minimum energy distance
is 3.33–3.34 Å and agrees very well with the separation
of 3.3300(11) Å, observed in the crystal structure. A large spectrum
of weak interactions, including C–H···O, C–H···S,
and π···π has been analyzed by means of
electron density distribution details and Atoms-In-Molecules approach.
There is apparently a good agreement between the results obtained
with the multipolar Hansen-Coppens model and theoretical study. At
the same time, comparison with the results of the best independent
atom model has revealed its deficiencies.