Research output: Contribution to journal › Article › peer-review
Halogen Bonds in 2,5-Diiodo-1,4-dimethylbenezene Derivatives. / Rajakumar, K.; Zherebtsov, D. A. ; Nayfert, S. A.; Osipov, A. A. ; Adonin, S. A.; Spiridonova, D. V.
In: Crystallography Reports, Vol. 69, No. 4, 01.08.2024, p. 500–506.Research output: Contribution to journal › Article › peer-review
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TY - JOUR
T1 - Halogen Bonds in 2,5-Diiodo-1,4-dimethylbenezene Derivatives
AU - Rajakumar, K.
AU - Zherebtsov, D. A.
AU - Nayfert, S. A.
AU - Osipov, A. A.
AU - Adonin, S. A.
AU - Spiridonova, D. V.
PY - 2024/8/1
Y1 - 2024/8/1
N2 - Abstract: 1,4-Di(bromomethyl)-2,5-diiodobenzene (1), 2,5-diiodo-1,4-di(hydroxymethyl)benzene diacetate (2), and 1,1'-[(2,5-diiodo-1,4-phenylene)bis(methylene)]dipyridinium diiodide (3) were synthesized, and their crystallographic data are reported. All three crystal structures are characterized by the stacked packing of the planar molecules and the presence of halogen bonds I⋅⋅⋅Br, I⋅⋅⋅O, and I⋅⋅⋅I, respectively. The largest number of halogen bonds was found in compound 1, in which there are two I⋅⋅⋅Br bonds per halogen atom. Compounds 2 and 3 contain one halogen bond per halogen atom; however, these bonds are significantly shorter than those in compound 1. All crystals were studied by IR spectroscopy and simultaneous thermal analysis. Compound 1, which has no ionic or hydrogen bonds, melts at a higher temperature compared to ionic compound 3 (218 and 200°С, respectively) due to the presence of a larger number of intermolecular halogen bonds. Compound 2 melts at a lower temperature (151°С), which is characteristic of esters.
AB - Abstract: 1,4-Di(bromomethyl)-2,5-diiodobenzene (1), 2,5-diiodo-1,4-di(hydroxymethyl)benzene diacetate (2), and 1,1'-[(2,5-diiodo-1,4-phenylene)bis(methylene)]dipyridinium diiodide (3) were synthesized, and their crystallographic data are reported. All three crystal structures are characterized by the stacked packing of the planar molecules and the presence of halogen bonds I⋅⋅⋅Br, I⋅⋅⋅O, and I⋅⋅⋅I, respectively. The largest number of halogen bonds was found in compound 1, in which there are two I⋅⋅⋅Br bonds per halogen atom. Compounds 2 and 3 contain one halogen bond per halogen atom; however, these bonds are significantly shorter than those in compound 1. All crystals were studied by IR spectroscopy and simultaneous thermal analysis. Compound 1, which has no ionic or hydrogen bonds, melts at a higher temperature compared to ionic compound 3 (218 and 200°С, respectively) due to the presence of a larger number of intermolecular halogen bonds. Compound 2 melts at a lower temperature (151°С), which is characteristic of esters.
UR - https://www.mendeley.com/catalogue/f34cae3a-0aeb-3556-b3fc-2f4f5d5540eb/
U2 - 10.1134/s106377452460131x
DO - 10.1134/s106377452460131x
M3 - Article
VL - 69
SP - 500
EP - 506
JO - Crystallography Reports
JF - Crystallography Reports
SN - 1063-7745
IS - 4
ER -
ID: 123117423