| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1405003 | Journal of Molecular Structure | 2016 | 12 Pages |
•Seven new multicomponent Hydrogen-bonding organic solids constructed from 2-hydroxy-6-naphthoic Acid and N-Heterocycles were synthesized.•There are strong hydrogen bonding O–H···O/N–H···O/O–H···N and weak C–H···O/C–H···π/π···π intermolecular interactions in the structures.•Water molecules act as a significant hydrogen-bonding connector in constructing supramolecular architectures.
Seven novel multicomponent crystals involving various substituted organic amine molecules and 6-hydroxy-2-naphthoic acid were prepared and characterized by using single crystal X-ray diffraction, infrared and thermogravimetric analyses (TGA). Crystal structures with 1,4-bis(imidazol) butane (L1) 1, 1,4-bis(imidazol-1-ylmethyl)benzene (L2) 2, 1-phenyl piperazine 3, 2-amino-4-hydroxy-6-methyl pyrimidine 4, 4,4'-bipyridine 5, 5,5'-dimethyl-2,2'-dipyridine 6, 2-amino-4,6-dimethyl pyrimidine 7 were determined. Among the seven molecular complexes, total proton transfer from 6-hydroxy-2-naphthoic acid to coformer has occurred in crystals 1–4, while the remaining were cocrystals. X-ray single-crystal structures of these complexes reveal that strong hydrogen bonding O–H···O/N–H···O/O–H···N and weak C–H···O/C–H···π/π···π intermolecular interactions direct the packing modes of molecular crystals together. The analysis of supramolecular synthons in the present structures shows that some classical supramolecular synthons like pyridine-carboxylic acid heterosynthon R22R22(7) and aminopyridine-carboxylic acid heterosynthon R22R22(8), are again observed in constructing the hydrogen-bonding networks in this paper. Besides, we noticed that water molecules act as a significant hydrogen-bonding connector in constructing supramolecular architectures of 3, 4, 6, and 7.
Graphical abstractHydrogen bonds and supramolecular synthons in a series of multi-component molecular constructed by 2-hydroxy-6-naphthoic acid with N-heterocycles were discussed in the context.Figure optionsDownload full-size imageDownload as PowerPoint slide
