TY - JOUR
T1 - DFT and experimental studies on structure and spectroscopic parameters of 3,6-diiodo-9-ethyl-9H-carbazole
AU - Radula-Janik, Klaudia
AU - Kupka, Teobald
AU - Ejsmont, Krzysztof
AU - Daszkiewicz, Zdzisław
AU - Sauer, Stephan P. A.
PY - 2016/2/1
Y1 - 2016/2/1
N2 - The first report on crystal and molecular structure of 3,6-diiodo-9-ethyl-9H-carbazole is presented. Experimental room-temperature X-ray and 13C chemical shift studies were supported by advanced theoretical calculations using density functional theory. The 13C nuclear magnetic shieldings were predicted at the non-relativistic and relativistic level of theory using the zeroth-order regular approximation. Theoretical relativistic calculations of chemical shifts of carbons C3 and C6, directly bonded to iodine atoms, produced a reasonable agreement with experiment (initial deviation from experiment of 44.3 dropped to 4.25 ppm). The changes in ring aromatic character were estimated via a simple harmonic oscillator model of aromaticity and nucleus-independent chemical shift index calculations. A good linear correlation between experimental and theoretically predicted structural and NMR parameters was observed.
AB - The first report on crystal and molecular structure of 3,6-diiodo-9-ethyl-9H-carbazole is presented. Experimental room-temperature X-ray and 13C chemical shift studies were supported by advanced theoretical calculations using density functional theory. The 13C nuclear magnetic shieldings were predicted at the non-relativistic and relativistic level of theory using the zeroth-order regular approximation. Theoretical relativistic calculations of chemical shifts of carbons C3 and C6, directly bonded to iodine atoms, produced a reasonable agreement with experiment (initial deviation from experiment of 44.3 dropped to 4.25 ppm). The changes in ring aromatic character were estimated via a simple harmonic oscillator model of aromaticity and nucleus-independent chemical shift index calculations. A good linear correlation between experimental and theoretically predicted structural and NMR parameters was observed.
KW - Faculty of Science
KW - ZORA
KW - NMR; chemical shift
KW - DFT calculations
KW - Relativistic Effects
KW - computational chemistry
KW - Quantum Chemistry
KW - NMR spectrocopy
KW - carbazole
U2 - 10.1007/s11224-015-0711-8
DO - 10.1007/s11224-015-0711-8
M3 - Journal article
SN - 1040-0400
VL - 27
SP - 199
EP - 207
JO - Structural Chemistry
JF - Structural Chemistry
IS - 1
ER -