Table 3. Intramolecular Halogen Bond Distances and the Observed Primary Synthon in the 2c4n Salts.
molecular salts of 2c4n | intramolecular Cl···O halogen bond distance (Å) | presence of halogen bonds | observed primary synthon |
---|---|---|---|
2c4n.a | 3.210 | × | single point |
2c4n.b | 3.070 & 3.003 | × | single point |
2c4n.c | 3.200 | × | single point |
2c4n.d | 2.992 | √ | two point |
2c4n.e | 3.038 | √ | two point |
2c4n.f | 3.161 | × | two point |
2c4n.g | 3.055 | √ | two point |
2c4n.h | 3.141 | √ | single point |
benzotriazole | 2.917 | √ | single point |
2-amino-3-bromopyridine | × | √ | two point |
2-amino-5-bromopyridine | × | √ | two point |
2-amino-5-chloropyridine | × | √ | two point |
2-amino-5-nitropyridine | 3.023 | √ | single point |
2-bromopyridine | × | √ | single point |
bipyridine82 | 3.011 | √ | single point |
2-chloro-3-hydroxypyridine | × | √ | single point |
4-aminopyridine | 2.889 | × | single point |
lutidine83 | 2.898 | √ | single point |
morpholine84 | × | × | single point |
nicotinamide85 | 2.750 | √ | single point |
quinoline | 3.031 | √ | single point |
pyrazine | 3.004 | × | single point |
2,6-dimethylpyridine | × | × | single point |
2-bromo-3-aminopyridine | × | × | single point |
3-aminophenol86 | × | × | single point |
3-cyanopyridine | 3.063 | × | single point |
2-chloro-3-aminopyridine | × | × | single point |
benzimidazole87 | × | × | single point |
imidazole | 3.250 | × | single point |
isoniazid88 | 3.079 | × | single point |
isopropylideneisonicotinohydrazide | 2.910, 2.892 | √ | single point |
4-benzoylpyridine | × | × | single point |