Halogen bonding is a rather new but promising type of interaction for the drug discovery process. It is rather directional and involves an electron donor as binding partner. Employing quantum chemical calculations [1-3], we explore the applicability of halogen bonds in molecular design with respect to halogen-enriched fragment libraries (HEFlibs) [4]. Computational studies on protein-ligand com...

The packing motifs of 2and 3-chloropyridinium chloride can be interpreted in terms of classical hydrogen bonds N+-H-C1~ and non-classical C-H--C1“ interactions, with halogen-halogen contacts playing a subordinate role. In the corresponding bromine derivatives, BrBr interactions are much more important. Of the dihalo derivatives, 3,5-dichloropyridinium chloride crystallises with classical linear...

In the title compound, C10H4Cl2O3, a dichlorinated 3-formyl-chromone derivative, the fused-ring system is slightly puckered [dihedral angle between the benzene and pyran rings = 3.66 (10)°]. The dihedral angle between the pyran ring and the formyl plane is 8.64 (7)°. In the crystal, mol-ecules are linked through π-π stacking inter-actions [centroid-centroid distance between the benzene and pyra...

The competition between hydrogen- and halogen-bonding interactions in complexes of 5-halogenated 1-methyluracil (XmU; X = F, Cl, Br, I, or At) with one or two water molecules in the binding region between C5-X and C4=O4 is investigated with M06-2X/6-31+G(d). In the singly-hydrated systems, the water molecule forms a hydrogen bond with C4=O4 for all halogens, whereas structures with a halogen bo...

UV-Vis measurements showed that the interaction of pseudohalide anions, A(-) (A(-) = N3(-), NCO(-), NCS(-)), with electrophilic bromocarbons, R-Br (R-Br = CBr4, CBr3NO2, CBr3CONH2, CBr3H, CBr3F, CBr3CN or C3Br2F6), in solution results in formation of [R-Br, A(-)] complexes. These associates are characterized by intense absorption bands in the 200-350 nm range showing distinct Mulliken correlati...

Halogens are present in a significant number of drugs, contributing favorably to ligand-protein binding. Currently, the contribution of halogens, most notably chlorine and bromine, is largely attributed to halogen bonds involving favorable interactions with hydrogen bond acceptors. However, we show that halogens acting as hydrogen bond acceptors potentially make a more favorable contribution to...