SYNTHESIS, CHARACTERIZATION AND CRYSTAL STRUCTURES OF BENZOHYDRAZONE COMPOUNDS DERIVED FROM 5-METHYLSALICYLALDEHYDE

A series of three new benzohydrazone derivatives, N'-(2-hydroxy-5-methylbenzylidene)-4-methylbenzohydrazide (1), N'-(2-hydroxy-5-methylbenzylidene)-4-hydroxybenzohydrazide (2), and N'-(2-hydroxy-5-methylbenzylidene)-4-dimethylaminobenzohydrazide (3), were prepared and characterized by...

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Autores principales:	MENG,XU-FENG, LI,WEI-NING, MA,JING-JUN
Lenguaje:	English
Publicado:	Sociedad Chilena de Química 2014
Materias:	Benzohydrazone 5-methylsalicylaldehyde X-ray diffraction hydrogen bonding π···π interaction
Acceso en línea:	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072014000400004
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spelling	oai:scielo:S0717-970720140004000042015-01-09SYNTHESIS, CHARACTERIZATION AND CRYSTAL STRUCTURES OF BENZOHYDRAZONE COMPOUNDS DERIVED FROM 5-METHYLSALICYLALDEHYDEMENG,XU-FENGLI,WEI-NINGMA,JING-JUN Benzohydrazone 5-methylsalicylaldehyde X-ray diffraction hydrogen bonding π···π interaction A series of three new benzohydrazone derivatives, N'-(2-hydroxy-5-methylbenzylidene)-4-methylbenzohydrazide (1), N'-(2-hydroxy-5-methylbenzylidene)-4-hydroxybenzohydrazide (2), and N'-(2-hydroxy-5-methylbenzylidene)-4-dimethylaminobenzohydrazide (3), were prepared and characterized by elemental analysis, Ή and 13C NMR, and single crystal X-ray diffraction. Compound (1) crystallizes in the monoclinic space group C2/c with unit cell dimensions a = 27.421(1) Å, b = 9.9843(4) Å, c = 24.302(1) Å, β = 119.416(2)°, V = 5795.7(5) Å³, Z = 16, R1 = 0.0520, and wR2 = 0.1172. Compound (2) crystallizes in the orthorhombic space group Pna2(1) with unit cell dimensions a = 9.511(2) Å, b = 9.866(2) Å, c = 13.871(3) Å, V = 1301.6(5) Å³, Z = 4, R1 = 0.0342, and wR2 = 0.0912. Compound (3) crystallizes in the monoclinic space group C2/c with unit cell dimensions a = 26.957(2) Å, b = 10.0612(9) Å, c = 25.526(2) Å, β = 114.405(3)°, V= 6304.5(10) Å³, Z = 16, R1 = 0.0532, and wR2 = 0.1079. X-ray diffraction indicated that the benzohydrazone molecules of the compounds display trans configuration with respect to the C=N double bonds. The crystal structures of the compounds are stabilized by hydrogen bonds and weak π···π interactions.info:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.59 n.4 20142014-12-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072014000400004en10.4067/S0717-97072014000400004
institution	Scielo Chile
collection	Scielo Chile
language	English
topic	Benzohydrazone 5-methylsalicylaldehyde X-ray diffraction hydrogen bonding π···π interaction
spellingShingle	Benzohydrazone 5-methylsalicylaldehyde X-ray diffraction hydrogen bonding π···π interaction MENG,XU-FENG LI,WEI-NING MA,JING-JUN SYNTHESIS, CHARACTERIZATION AND CRYSTAL STRUCTURES OF BENZOHYDRAZONE COMPOUNDS DERIVED FROM 5-METHYLSALICYLALDEHYDE
description	A series of three new benzohydrazone derivatives, N'-(2-hydroxy-5-methylbenzylidene)-4-methylbenzohydrazide (1), N'-(2-hydroxy-5-methylbenzylidene)-4-hydroxybenzohydrazide (2), and N'-(2-hydroxy-5-methylbenzylidene)-4-dimethylaminobenzohydrazide (3), were prepared and characterized by elemental analysis, Ή and 13C NMR, and single crystal X-ray diffraction. Compound (1) crystallizes in the monoclinic space group C2/c with unit cell dimensions a = 27.421(1) Å, b = 9.9843(4) Å, c = 24.302(1) Å, β = 119.416(2)°, V = 5795.7(5) Å³, Z = 16, R1 = 0.0520, and wR2 = 0.1172. Compound (2) crystallizes in the orthorhombic space group Pna2(1) with unit cell dimensions a = 9.511(2) Å, b = 9.866(2) Å, c = 13.871(3) Å, V = 1301.6(5) Å³, Z = 4, R1 = 0.0342, and wR2 = 0.0912. Compound (3) crystallizes in the monoclinic space group C2/c with unit cell dimensions a = 26.957(2) Å, b = 10.0612(9) Å, c = 25.526(2) Å, β = 114.405(3)°, V= 6304.5(10) Å³, Z = 16, R1 = 0.0532, and wR2 = 0.1079. X-ray diffraction indicated that the benzohydrazone molecules of the compounds display trans configuration with respect to the C=N double bonds. The crystal structures of the compounds are stabilized by hydrogen bonds and weak π···π interactions.
author	MENG,XU-FENG LI,WEI-NING MA,JING-JUN
author_facet	MENG,XU-FENG LI,WEI-NING MA,JING-JUN
author_sort	MENG,XU-FENG
title	SYNTHESIS, CHARACTERIZATION AND CRYSTAL STRUCTURES OF BENZOHYDRAZONE COMPOUNDS DERIVED FROM 5-METHYLSALICYLALDEHYDE
title_short	SYNTHESIS, CHARACTERIZATION AND CRYSTAL STRUCTURES OF BENZOHYDRAZONE COMPOUNDS DERIVED FROM 5-METHYLSALICYLALDEHYDE
title_full	SYNTHESIS, CHARACTERIZATION AND CRYSTAL STRUCTURES OF BENZOHYDRAZONE COMPOUNDS DERIVED FROM 5-METHYLSALICYLALDEHYDE
title_fullStr	SYNTHESIS, CHARACTERIZATION AND CRYSTAL STRUCTURES OF BENZOHYDRAZONE COMPOUNDS DERIVED FROM 5-METHYLSALICYLALDEHYDE
title_full_unstemmed	SYNTHESIS, CHARACTERIZATION AND CRYSTAL STRUCTURES OF BENZOHYDRAZONE COMPOUNDS DERIVED FROM 5-METHYLSALICYLALDEHYDE
title_sort	synthesis, characterization and crystal structures of benzohydrazone compounds derived from 5-methylsalicylaldehyde
publisher	Sociedad Chilena de Química
publishDate	2014
url	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072014000400004
work_keys_str_mv	AT mengxufeng synthesischaracterizationandcrystalstructuresofbenzohydrazonecompoundsderivedfrom5methylsalicylaldehyde AT liweining synthesischaracterizationandcrystalstructuresofbenzohydrazonecompoundsderivedfrom5methylsalicylaldehyde AT majingjun synthesischaracterizationandcrystalstructuresofbenzohydrazonecompoundsderivedfrom5methylsalicylaldehyde
_version_	1718445525488893952

SYNTHESIS, CHARACTERIZATION AND CRYSTAL STRUCTURES OF BENZOHYDRAZONE COMPOUNDS DERIVED FROM 5-METHYLSALICYLALDEHYDE

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