A series of 10 cocrystals derived from N-bromophthalimide and nitrogen bases (pK_a from 3.2 to 8.8) have been prepared by both crystallization from solution and mechanochemically (liquid-assisted grinding). All 10 structures exhibit molecular complexes interconnected by short Br···N halogen bonds involving N-bromophthalimide bromine and a nitrogen atom. The enthalpies of complexation have been calculated to range between −30 and −50 kJ mol^–1, indicating fairly strong halogen bonds. Bond lengths and energies generally follow the basicity of the used halogen bond acceptor.

中文翻译：

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N-溴邻苯二甲酰亚胺通过研磨和溶液结晶进行卤素键合

通过从溶液中结晶并通过机械化学方法（液体辅助研磨）制备了一系列由N-溴邻苯二甲酰亚胺和氮碱衍生的10个共晶体（p K _a为3.2至8.8）。所有10个结构均表现出由短的Br··N卤素键相互连接的分子配合物，其中涉及N-溴邻苯二甲酰亚胺溴和氮原子。计算得出的络合焓范围为−30至−50 kJ mol ^–1，表明卤素键相当强。键的长度和能量通常遵循所用卤素键受体的碱性。