The staple role of hydrogen and halogen bonds in crystalline (E)-8-((2,3-diiodo-4-(quinolin-8-ylthio)but-2-en-1-yl)thio)quinolin-1-ium triiodide

• Published in: Structural chemistry 2016-10, Vol.27 (5), p.1553-1560
• Main Authors: Bartashevich, E. V., Stash, A. I., Batalov, V. I., Yushina, I. D., Drebushchak, T. N., Boldyreva, E. V., Tsirelson, V. G.
• Format: Article
• Language: English
• Subjects: Chemistry; Chemistry and Materials Science; Computer Applications in Chemistry; Original Research; Physical Chemistry; Theoretical and Computational Chemistry
• ISSN: 1040-0400; 1572-9001
• DOI: 10.1007/s11224-016-0785-y

The crystal structure of ( E )-8-((2,3-diiodo-4-(quinolin-8-ylthio)but-2-en-1-yl)thio)quinolin-1-ium triiodide, determined at 100 K in the space group C2/c, contains the bridge hydrogen bond [N···H···N] + linking two neighboring quinolinium fragments; the distance N···N is 2.6927(15) Å. The experimental difference Fourier maps at 293 and 100 K lead to a conclusion about the dynamic nature of the H atom disorder. Calculated vibrational modes obtained for the same compound in the space groups C2/c and Cc are in agreement with the experimental Raman spectrum in the low-frequency region; together, they are consistent with a previous supposition about the dynamic nature of the H atom disorder. We have found that the cation–anion interactions are realized through the charge-assisted iodine–iodine halogen bond.