Inter- vs. Intra-Molecular Hydrogen Bond in Complexes of Nitrophthalic Acids with Pyridine
- Resource Type
- article
- Authors
- Kinga Jóźwiak; Aneta Jezierska; Jarosław J. Panek; Andrzej Kochel; Aleksander Filarowski
- Source
- International Journal of Molecular Sciences, Vol 24, Iss 6, p 5248 (2023)
- Subject
- phthalic acid
proton dynamics
hydrogen bond
steric repulsion
X-ray
IR
Biology (General)
QH301-705.5
Chemistry
QD1-999
- Language
- English
- ISSN
- 1422-0067
1661-6596
This study covers the analysis of isomeric forms of nitrophthalic acids with pyridine. This work dwells on the complementary experimental (X-ray, IR and Raman) and theoretical (Car-Parrinello Molecular Dynamics (CPMD) and Density Functional Theory (DFT)) studies of the obtained complexes. The conducted studies showed that steric repulsion between the nitro group in ortho-position and the carboxyl group causes significant isomeric changes. Modeling of the nitrophthalic acid—pyridine complex yielded a short strong intramolecular hydrogen bond (SSHB). The transition energy from the isomeric form with an intermolecular hydrogen bond to the isomeric form with an intramolecular hydrogen bond was estimated.