RT Journal Article
T1 Weak Interactions in Cocrystals of Isoniazid with Glycolic and Mandelic Acids
A1 Álvarez Vidaurre, Raquel
A1 Castiñeiras Campos, Alfonso
A1 Frontera, Antonio
A1 García Santos, María Isabel
A1 Gil, Diego M.
A1 González Pérez, Josefa María
A1 Niclós Gutiérrez, Juan
A1 Torres Iglesias, Rocío
K1 Isoniazid
K1 Cocrystals
K1 Glycolic acid
K1 DL-mandelic acid
K1 X-ray structure
K1 Hirshfeld surface analysis
K1 DFT calculations
AB This work deals with the preparation of pyridine-3-carbohydrazide (isoniazid, inh) cocrystals with two α-hydroxycarboxylic acids. The interaction of glycolic acid (H2ga) or d,l-mandelic acid (H2ma) resulted in the formation of cocrystals or salts of composition (inh)·(H2ga) (1) and [Hinh]+[Hma]–·(H2ma) (2) when reacted with isoniazid. An N′-(propan-2-ylidene)isonicotinic hydrazide hemihydrate, (pinh)·1/2(H2O) (3), was also prepared by condensation of isoniazid with acetone in the presence of glycolic acid. These prepared compounds were well characterized by elemental analysis, and spectroscopic methods, and their three-dimensional molecular structure was determined by single crystal X-ray crystallography. Hydrogen bonds involving the carboxylic acid occur consistently with the pyridine ring N atom of the isoniazid and its derivatives. The remaining hydrogen-bonding sites on the isoniazid backbone vary based on the steric influences of the derivative group. These are contrasted in each of the molecular systems. Finally, Hirshfeld surface analysis and Density-functional theory (DFT) calculations (including NCIplot and QTAIM analyses) have been performed to further characterize and rationalize the non-covalent interactions
PB MDPI
YR 2021
FD 2021
LK http://hdl.handle.net/10347/25211
UL http://hdl.handle.net/10347/25211
LA eng
NO Crystals 2021, 11(4), 328; https://doi.org/10.3390/cryst11040328
NO This research was funded by the Network of Excellence “Metallic Ions in Biological Systems” CTQ2017-90802-REDT [Ministerio de Economía y Competitividad (Spain) and European Regional Development Fund (EU)], and the Xunta de Galicia (Spain) [Rede de Excelencia MetalBIO ED431D 2017/01]
DS Minerva
RD 27 abr 2026