The crystal structures of analogous 1-(4-halo-2,3,5,6-tetrafluorophenyl)-3-benzylimidazolium bromide salts have been determined by single crystal X-ray diffraction. All three structures contain similar charge-assisted hydrogen bonding between the acidic hydrogen atoms of the imidazolium ring and bromide anions, but different structures arise because of the relative importance of other interactions, in particular the halogen bonding between bromide and the covalently bonded halogen atoms. 1-(4-Chloro-2,3,5,6-tetrafluorophenyl)-3-benzylimidazolium bromide (1) comprises columns of π–π stacked phenyl and chlorotetrafluorophenyl rings in three almost orthogonal directions, 1-(4-bromo-2,3,5,6-tetrafluorophenyl)-3-benzylimidazolium bromide (2) contains columns of alternating bromotetrafluorophenyl rings and bromide anions displaying anion–π interactions, and 1-(4-iodo-2,3,5,6-tetrafluorophenyl)-3-benzylimidazolium bromide (3) contains columns of alternating iodotetrafluorophenyl rings and iodine atoms displaying lone pair–π interactions.

已经通过单晶X射线衍射确定了类似的1-（4-卤-2,3,5,6-四氟苯基）-3-苄基咪唑鎓溴化物盐的晶体结构。这三种结构在咪唑环的酸性氢原子和溴化物阴离子之间都包含相似的电荷辅助氢键，但是由于其他相互作用的相对重要性，特别是在溴化物和共价键合的卤素原子之间的卤素键，产生了不同的结构。1-（4-氯-2,3,5,6-四氟苯基）-3-苄基咪唑溴化物（1）包括在三个几乎正交的方向上由π-π堆叠的苯基和氯四氟苯基环组成的列，1-（4-bromo-2 ，3,5,6-四氟苯基）-3-苄基咪唑溴化物（2）包含交替的溴四氟苯基环和显示阴离子–π相互作用的溴化物阴离子的列，而1-（4-碘-2,3,5,6-四氟苯基）-3-苄基咪唑鎓溴化物（3）包含碘四氟苯基环和碘交替的列原子显示孤对-π相互作用。