Completion of Crystallographic Data for the Series of 4-Halogenated-1H-pyrazoles: Crystal Structure Determination of 4-Iodo-1H-pyrazole and Spectroscopic Comparison

Prior to 2021, 4-bromo-1H-pyrazole (published in 1999) was the only structurally characterized 4-halogenated-1H-pyrazole in the Cambridge Crystallographic Data Center (CCDC). The structures of 4-chloro-1H-pyrazole and 4-fluoro-1H-pyrazole were published in 2021 and 2023, respectively. Herein, we rep...

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Bibliographic Details
Published inCrystals (Basel) Vol. 13; no. 7; p. 1101
Main Authors Rue, Kelly L., Herrera, Susana, Chakraborty, Indranil, Mebel, Alexander M., Raptis, Raphael G.
Format Journal Article
LanguageEnglish
Published Basel MDPI AG 01.07.2023
Subjects
Analogs
Chemistry
Crystal structure
Crystallography
Data centers
DFT calculations
Infrared spectroscopy
Ligands
low temperature
Nitrogen
NMR
Nuclear magnetic resonance
Pyrazole
pyrazoles
Software
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Summary:Prior to 2021, 4-bromo-1H-pyrazole (published in 1999) was the only structurally characterized 4-halogenated-1H-pyrazole in the Cambridge Crystallographic Data Center (CCDC). The structures of 4-chloro-1H-pyrazole and 4-fluoro-1H-pyrazole were published in 2021 and 2023, respectively. Herein, we report the crystal structure for 4-iodo-1H-pyrazole, completing the crystallographic data for the series of 4-halogenated-1H-pyrazoles. The bromo and chloro analogs are isostructural, forming trimeric H-bonding motifs, whereas the fluoro and iodo analogs form non-isostructural catemers. We also compare the experimental and theoretical (by DFT calculations) IR and 1H NMR spectroscopic data of the four halogenated 4-X-pzH compounds and unsubstituted pyrazole (pzH). An explanation is offered for some counterintuitive structural, infrared, and 1H-NMR spectroscopic data.
ISSN:2073-4352
2073-4352
DOI:10.3390/cryst13071101