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vol.61 issue3CRYSTAL STRUCTURE OF 3,4-DIHYDROXY-5-GERANYL-BENZOIC ACIDSYNTHESIS OF HIGHLY SELECTIVE NANO-STRUCTURED FUNCTIONALIZED SBA-15 METFORMIN PALLADIUM COMPOSITE CATALYST IN PARTIAL HYDROGENATION OF ALKYNES author indexsubject indexarticles search
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Journal of the Chilean Chemical Society

On-line version ISSN 0717-9707

Abstract

YAKALI, GÜL; BARIM, ESRA; KIRILMIS, CUMHUR  and  AYGUN, MUHIITTIN. SYNTHESIS AND X-RAY STRUCTURAL CHARACTERIZATION OF 1-(5-BROMOBENZOFURAN-2-YL)-2-MESITYLETHANONEOXIME AND 1-(5-BROMOBENZOFURAN-2-YL)-2-MESITYLETHANONE-O-(2- PHENYLACETYL)OXIME. J. Chil. Chem. Soc. [online]. 2016, vol.61, n.3, pp.3140-3143. ISSN 0717-9707.  http://dx.doi.org/10.4067/S0717-97072016000300027.

The selected molecules of benzofuran derivatives were synthesized and their structures were studied using the X-ray crystallography and spectroscopic methods. The 1-(5-bromobenzofurane-2-yl)-2-mesitylethanoneoxime (I), C19H18BrNO2, and 1-(5-bromobenzofuran-2-yl)-2-mesitylethanone-O-(2-phenylacetyl) oxime (II), C27H24BrNO3, crystallize in the monoclinic crystal system in space group P21/c with Z = 4 and in the triclinic system in space group P-1 with Z=2, respectively. The both compounds adopt Ζ conformation. The compound (I) consists of a dimeric arrangement of molecules around an inversion centre formed via a O-H···N intermolecular hydrogen bond linking the molecules - Along the a axis. This centrosymmetric hydrogen-bonded dimers are formed with an R22 (6) ring motif. The compound (II) forms one dimensional infinite chain via C-H···O hydrogen bond along the a axis. Moreover, in the crystal structures of (I), (II) weak C-H···O, C-H···π and π···π interactions serve to organize formation of a two dimensional network. Moreover a short N1-N1 intermolecular contact [2.89 Å] is observed between inversion-related chains in the crystal structure of (I). The two compounds have essentialy similar bond lengths and angles. The prominent discrepancy is observed for the fragment attaching benzofuran ring with mesityl group. Benzofuran groups and other ring groups are almost planar in the crystal structures of (I) and (II).

Keywords : Benzofuran derivatives; Oxime derivatives; Crystal structure; X-ray; 2D Network.

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