Hydrogen and Halogen Bonding in the Crystal Structure of a 1,3,5‐Substituted 2,4,6‐Triethylbenzene Consisting of Three Phenanthroline Units

Abstract

Abstract 1,3,5‐Tris‐[ N ‐(1,10‐phenanthrolin‐2‐yl‐carbonyl)aminomethyl]‐2,4,6‐triethylbenzene ( 1 ) was synthesized and its crystal structure was examined. X‐ray structural analysis revealed the presence of hydrogen‐bonded water molecules as well as hydrogen‐ and halogen‐bonded chloroform molecules in the crystal structure of 1 . The 1· H 2 O · CHCl 3 associate is stabilized by N–H ··· O, O–H ··· N, O–H ··· O, C–H ··· O, and C–H ··· Cl hydrogen bonds as well as C–Cl ··· O, C–Cl ··· π, and C–Cl ··· Cl interactions. Particularly short C–H ··· O hydrogen bonds with H ··· O and C ··· O distances of 1.89 and 2.94 Å, respectively, are observed in the crystal structure. The H ··· O distance is approximately 30 % shorter than the sum of the van der Waals radii of involved atoms.