European Journal of Chemistry 2018, 9(3), 189-193. doi:10.5155/eurjchem.9.3.189-193.1758

Structural characterization and crystal packing of the isoquinoline derivative


Viktor Vrabel (1) orcid , Lubomir Svorc (2,*) orcid , Julius Sivy (3) orcid , Stefan Marchalin (4) orcid , Peter Safar (5) orcid

(1) Institute of Analytical Chemistry, Faculty of Chemical and Food Technology, Slovak University of Technology in Bratislava, Radlinského 9, SK-812 37 Bratislava, Slovak Republic
(2) Institute of Analytical Chemistry, Faculty of Chemical and Food Technology, Slovak University of Technology in Bratislava, Radlinského 9, SK-812 37 Bratislava, Slovak Republic
(3) Institute of Mathematics and Physics, Faculty of Mechanical Engineering, Slovak University of Technology in Bratislava, Námestie slobody 17, SK-812 31 Bratislava, Slovak Republic
(4) Institute of Organic Chemistry, Catalysis and Petrochemistry, Faculty of Chemical and Food Technology, Slovak University of Technology in Bratislava, Radlinského 9, SK-812 37 Bratislava, Slovak Republic
(5) Institute of Organic Chemistry, Catalysis and Petrochemistry, Faculty of Chemical and Food Technology, Slovak University of Technology in Bratislava, Radlinského 9, SK-812 37 Bratislava, Slovak Republic
(*) Corresponding Author

Received: 07 Jun 2018, Accepted: 08 Jul 2018, Published: 30 Sep 2018

Abstract


We report the crystal and molecular structure of a new isoquinoline-derivative, namely methyl O-[(11R, 11aS)-4-oxo-1, 3, 4, 6, 11, 11a-hexahydro-2H-pyrido[1, 2-b]isoquinolin-11-yl]carbonodithioate (I), C15H17NO2S2, which crystallizes in the non-centrosymmetric space group P212121 and its absolute structure was confirmed by anomalous dispersion effects in diffraction measurements on the crystals. Two central six-membered heterocyclic rings adopt a distorted half-chair conformation. The molecules are linked by a combination of weak C—H∙∙∙O, C—H∙∙∙S, C—H∙∙∙p inter- and intra-molecular interactions resulting in a three-dimensional network in the crystal structure. Crystal Data for C15H17NO2S2 (=307.41 g/mol): orthorhombic, space group P212121 (no. 19), a = 5.2804(5) Å, b = 8.1347(17) Å, c = 35.015(4) Å, = 1504.1(4) Å3, Z = 4, T = 298(2) K, μ(MoKα) = 0.354 mm-1, Dcalc =1.358 g/cm3, 20270 reflections measured (5.522° ≤ 2Θ ≤ 50.69°), 2757 unique (Rint = 0.0346, Rsigma = 0.0203) which were used in all calculations. The final R1 was 0.0389 (I > 2σ(I)) and wR2 was 0.0965 (all data).


Keywords


Interaction; Isoquinoline; Conformation; Hydrogen bond; X-ray diffraction; Crystal structure

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DOI: 10.5155/eurjchem.9.3.189-193.1758

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How to cite


Vrabel, V.; Svorc, L.; Sivy, J.; Marchalin, S.; Safar, P. Eur. J. Chem. 2018, 9(3), 189-193. doi:10.5155/eurjchem.9.3.189-193.1758
Vrabel, V.; Svorc, L.; Sivy, J.; Marchalin, S.; Safar, P. Structural characterization and crystal packing of the isoquinoline derivative. Eur. J. Chem. 2018, 9(3), 189-193. doi:10.5155/eurjchem.9.3.189-193.1758
Vrabel, V., Svorc, L., Sivy, J., Marchalin, S., & Safar, P. (2018). Structural characterization and crystal packing of the isoquinoline derivative. European Journal of Chemistry, 9(3), 189-193. doi:10.5155/eurjchem.9.3.189-193.1758
Vrabel, Viktor, Lubomir Svorc, Julius Sivy, Stefan Marchalin, & Peter Safar. "Structural characterization and crystal packing of the isoquinoline derivative." European Journal of Chemistry [Online], 9.3 (2018): 189-193. Web. 21 Oct. 2019
Vrabel, Viktor, Svorc, Lubomir, Sivy, Julius, Marchalin, Stefan, AND Safar, Peter. "Structural characterization and crystal packing of the isoquinoline derivative" European Journal of Chemistry [Online], Volume 9 Number 3 (30 September 2018)

DOI Link: https://doi.org/10.5155/eurjchem.9.3.189-193.1758

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