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Structure determination of two structural analogs, named 3-[1-(2-fluoro-4-biphenyl)ethyl]-6-(4-fluorophenyl)-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole (C23H16F2N4S) and 3-[1-(2-fluoro-4-biphenyl)ethyl]-6-(4-chlorophenyl)-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole (C23H16ClFN4S) by synchrotron X-ray powder diffraction

Published online by Cambridge University Press:  19 December 2017

Gülsüm Gündoğdu ,
Sevim Peri Aytaç ,
Melanie Müller ,
Birsen Tozkoparan  and
Filiz Betül Kaynak
Gülsüm Gündoğdu*
Affiliation:
Faculty of Engineering Department of Physics Engineering, Hacettepe University, 06800 Beytepe, Ankara, Turkey
Sevim Peri Aytaç
Affiliation:
Faculty of Pharmacy Department of Pharmaceutical Chemistry, Hacettepe University, 06100 Sıhhiye, Ankara, Turkey
Melanie Müller
Affiliation:
Department of Crystallography, Ruhr University Bochum, Institute for Geology, Mineralogy and Geophysics, D44780 Bochum, Germany
Birsen Tozkoparan
Affiliation:
Faculty of Pharmacy Department of Pharmaceutical Chemistry, Hacettepe University, 06100 Sıhhiye, Ankara, Turkey
Filiz Betül Kaynak
Affiliation:
Faculty of Engineering Department of Physics Engineering, Hacettepe University, 06800 Beytepe, Ankara, Turkey
*
a)Author to whom correspondence should be addressed. Electronic mail: gulsum.gnd@hacettepe.edu.tr
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Abstract

Two novel compounds, 3-[1-(2-fluoro-4-biphenyl)ethyl]-6-(4-fluorophenyl)-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole (C23H16F2N4S) (1) and 3-[1-(2-fluoro-4-biphenyl)ethyl]-6-(4-chlorophenyl)-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole (C23H16ClFN4S) (2), have been designed and synthesized as cytotoxic agents. The compounds were characterized by infrared, proton nuclear magnetic resonance, mass spectral data, elemental analysis and X-ray powder diffraction. The present study comprises spectral data and crystal structures of these novel compounds determined from synchrotron X-ray powder diffraction data. The structure solutions were obtained by simulated annealing. The final structures were achieved by Rietveld refinement using soft restraints for all bond lengths, bond angles, and planar groups. Both compounds crystallize in space group $P\bar 1$, Z = 2, with the unit-cell parameters a = 6.37433(9), b = 11.3641(2), c = 14.09115(19) Å, α = 80.1740(8)°, β = 85.1164(8)°, γ = 80.9831(10)°, V = 991.55(3) Å3 of compound (1) and a = 6.53736(6), b = 11.55725(15), c = 14.01373(13) Å, α = 80.3323(7)°, β = 84.8939(6)°, γ = 79.3954(8)°, V = 1024.08(2) Å3 of compound (2). Structural analyses reveal that the title compounds are isostructural.

Keywords

1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole derivativesisostructuresynchrotron X-ray powder diffractionRietveld refinementcrystal structure
Type
New Diffraction Data
Information
Powder Diffraction , Volume 32 , Issue 4 , December 2017 , pp. 279 - 289
Copyright
Copyright © International Centre for Diffraction Data 2017 

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