Title of article :
Crystal structure and halogen–hydrogen bonding of a Delépine reaction intermediate
Author/Authors :
Mulrooney, David Z. T. School of Chemistry - University College Dublin, Ireland , Müller-Bunz, Helge School of Chemistry - University College Dublin, Ireland
Abstract :
The reaction of 1,5-dibromopentane with urotropine results in crystals of the title molecular salt, 5-bromourotropinium bromide [systematic name: 1-(5-bromopentyl)-3,5,7-triaza-1-azoniatricyclo[3.3.1.13,7]decane bromide], C11H22BrN4+·Br− (1), crystallizing in space group P21/n. The packing in compound 1 is directed mainly by H⋯H van der Waals interactions and C—H⋯Br hydrogen bonds, as revealed by Hirshfeld surface analysis. Comparison with literature examples of alkylurotropinium halides shows that the interactions in 1 are consistent with those in other bromides and simple chloride and iodide species
Keywords :
crystal structure , urotropinium , Delépine reaction , Hirshfeld surface
Journal title :
Acta Crystallographica Section E: Crystallographic Communications