Synthesis, crystal structure, and spectroscopic characterization of a new non-centrosymmetric compound, 1-(2-chloroquinolin-3-yl)-N-(4-fluorobenzyl)methanimine

Author:

Hachicha Maha1ORCID,Nasri Rawia2ORCID,Zid Mohamed Faouzi2ORCID,Mrabet Hedi1ORCID

Affiliation:

1. Laboratory of Selective and Heterocyclic Organic Synthesis, Faculty of Sciences of Tunis, University of Tunis El Manar, 2092 El Manar II, Tunis, Tunisia

2. Laboratory of Materials, Crystallochemistry and Applied Thermodynamics, Faculty of Sciences of Tunis, University of Tunis El Manar, 2092 El Manar II, Tunis, Tunisia

Abstract

In this work, we report the synthesis and characterization of a new condensed aromatic heterocycle (1-(2-chloroquinolin-3-yl)-N-(4-fluorobenzyl)methanimine) useful in various fields, mainly in medicinal and therapeutic chemistry, with interesting biological properties. Characterization of the title compound was carried out by 1H, 13C, 19F nuclear magnetic resonance and X-ray diffraction techniques. The crystal structure reveals that title compound crystallizes in the monoclinic system and crystal data for C17H12ClFN2: monoclinic, space group P21 (no. 4), a = 7.2253(10) Å, b = 5.7720(10) Å, c = 17.105(2) Å, β = 95.338(10)°, V = 710.26(18) Å3, Z = 2, T = 298(2) K, μ(MoKα) = 0.274 mm-1, Dcalc = 1.397 g/cm3, 5010 reflections measured (4.784° ≤ 2Θ ≤ 54.324°), 3160 unique (Rint = 0.0501, Rsigma = 0.0506) which were used in all calculations. The final R1 was 0.0339 (I > 2σ(I)) and wR2 was 0.0907 (all data). The obtained molecular structure has an antiparallel arrangement of the molecular unit leading to a one-dimensional framework.

Publisher

European Journal of Chemistry

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