Multifurcated Halogen Bonding Involving Ph-Cl⋯H-CPh=N-R' Interactions and Its Relation to Idioteloamphiphile Layer Architecture
The presence of halogen bonding between a chloroarene and an aldazine C-H bond, i.e. Ph-Cl⋯H-CPh=N-R', makes all the difference in the crystal structure of 4-chlorobenzaldazine (1, R = H) and causes an idioteloamphiphile layer architecture (flat with longitudinal offset) that features multifurcated halogen bonding and that differs drastically from the one in 4-chloroacetophenone azine (2, R = CH3).
R. Glaser et al., "Multifurcated Halogen Bonding Involving Ph-Cl⋯H-CPh=N-R' Interactions and Its Relation to Idioteloamphiphile Layer Architecture," CrystEngComm, vol. 8, no. 5, Royal Society of Chemistry, Jan 2006.
The definitive version is available at https://doi.org/10.1039/b601467d
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