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

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)...

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Autores principales:	YAKALI,GÜL, BARIM,ESRA, KIRILMIS,CUMHUR, AYGÜN,MUHIITTIN
Lenguaje:	English
Publicado:	Sociedad Chilena de Química 2016
Materias:	Benzofuran derivatives Oxime derivatives Crystal structure X-ray 2D Network
Acceso en línea:	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072016000300027
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spelling	oai:scielo:S0717-970720160003000272017-06-14SYNTHESIS AND X-RAY STRUCTURAL CHARACTERIZATION OF 1-(5-BROMOBENZOFURAN-2-YL)-2-MESITYLETHANONEOXIME AND 1-(5-BROMOBENZOFURAN-2-YL)-2-MESITYLETHANONE-O-(2- PHENYLACETYL)OXIMEYAKALI,GÜLBARIM,ESRAKIRILMIS,CUMHURAYGÜN,MUHIITTIN Benzofuran derivatives Oxime derivatives Crystal structure X-ray 2D Network 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 P2(1)/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).info:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.61 n.3 20162016-09-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072016000300027en10.4067/S0717-97072016000300027
institution	Scielo Chile
collection	Scielo Chile
language	English
topic	Benzofuran derivatives Oxime derivatives Crystal structure X-ray 2D Network
spellingShingle	Benzofuran derivatives Oxime derivatives Crystal structure X-ray 2D Network YAKALI,GÜL BARIM,ESRA KIRILMIS,CUMHUR AYGÜN,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
description	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 P2(1)/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).
author	YAKALI,GÜL BARIM,ESRA KIRILMIS,CUMHUR AYGÜN,MUHIITTIN
author_facet	YAKALI,GÜL BARIM,ESRA KIRILMIS,CUMHUR AYGÜN,MUHIITTIN
author_sort	YAKALI,GÜL
title	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
title_short	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
title_full	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
title_fullStr	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
title_full_unstemmed	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
title_sort	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
publisher	Sociedad Chilena de Química
publishDate	2016
url	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072016000300027
work_keys_str_mv	AT yakaligul synthesisandxraystructuralcharacterizationof15bromobenzofuran2yl2mesitylethanoneoximeand15bromobenzofuran2yl2mesitylethanoneo2phenylacetyloxime AT barimesra synthesisandxraystructuralcharacterizationof15bromobenzofuran2yl2mesitylethanoneoximeand15bromobenzofuran2yl2mesitylethanoneo2phenylacetyloxime AT kirilmiscumhur synthesisandxraystructuralcharacterizationof15bromobenzofuran2yl2mesitylethanoneoximeand15bromobenzofuran2yl2mesitylethanoneo2phenylacetyloxime AT aygunmuhiittin synthesisandxraystructuralcharacterizationof15bromobenzofuran2yl2mesitylethanoneoximeand15bromobenzofuran2yl2mesitylethanoneo2phenylacetyloxime
_version_	1714200899084091392

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

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