@misc{10481/68400,
year = {2021},
month = {3},
url = {http://hdl.handle.net/10481/68400},
abstract = {This work deals with the preparation of pyridine-3-carbohydrazide (isoniazid, inh) cocrystals
with two  -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 N0-(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.},
organization = {Network of Excellence “Metallic Ions in Biological Systems” CTQ2017-90802-REDT [Ministerio de Economía y Competitividad (Spain) and European Regional Development Fund (EU)]},
organization = {Xunta de Galicia (Spain) [Rede de Excelencia MetalBIO ED431D 2017/01]},
publisher = {MDPI},
keywords = {Isoniazid},
keywords = {Cocrystal},
keywords = {Glycolic acid},
keywords = {DL-mandelic acid},
keywords = {X-ray structure},
keywords = {Hirshfeld surface analysis},
keywords = {DFT calculations},
title = {Weak Interactions in Cocrystals of Isoniazid with Glycolic and Mandelic Acids},
doi = {10.3390/cryst11040328},
author = {Álvarez-Vidaurre, Raquel and González Pérez, Josefa María and Niclos Gutiérrez, Juan},
}