Nature of the multicomponent crystal of salicylic acid and 1,2-phenylenediamine

authors	Tier, AZ; Wust, KM; Vieira, JCB; Sardo, M; Cendak, T; Mafra, L; Rocha, J; Gindri, IM; Horner, M; Frizzo, CP
nationality	International
journal	CRYSTENGCOMM
keywords	SOLID-STATE; X-RAY; SUPRAMOLECULAR HETEROSYNTHONS; 1-1 COMPLEX; CO-CRYSTAL; COCRYSTAL; SALT; SOLUBILITY; CRYSTALLOGRAPHY; IDENTIFICATION
abstract	The synthesis and characterization of the multicomponent crystal formed by salicylic acid and 1,2-phenylenediamine (a diarylamine) are reported. The crystals are in the salt rather than cocrystal form, as witnessed by X-ray photoelectron spectroscopy, solid-state NMR, and infrared spectroscopy. H-1 double-quantum-single-quantum NMR was pivotal in confirming the proton transfer from the salicylic acid to the amine group of the basic coformer 1,2-phenylenediamine. DFT calculations were used for the geometry optimization of the hydrogen atom positions, and for calculating the NMR chemical shifts of the two possible salt/cocrystal X-ray diffraction models.
publisher	ROYAL SOC CHEMISTRY
issn	1466-8033
year published	2020
volume	22
issue	4
beginning page	708
ending page	719
digital object identifier (doi)	10.1039/c9ce01650c
web of science category	Chemistry, Multidisciplinary; Crystallography
subject category	Chemistry; Crystallography
unique article identifier	WOS:000521652900013