Impact Factor: 5.6     h-index: 27

Document Type : Short communication


‎Department of Chemistry, Faculty of Science, Golestan University, Gorgan, Iran



In this work, the Schiff-base compound N,N΄-bis(2,4-dimethoxybenzylidene)-butane-1,4-diamine monohydrate ((2,4-MeO-ba)2bn/H2O) was prepared by the condensation reaction of 2,4-dimethoxybenazaldehyde with butane-1,4-diamine in methanol solution and crystallizes as the monohydrate. The crystal structure of (2,4-MeO-ba)2bn/H2O (1) was determined using the X-ray diffraction (XRD) analysis. The compound crystallized in the monoclinic space group C2/c, with a=14.7116 (10), b=15.7333 (9), c=10.2013 (6) Å, β=112.704 (2)° and Z=4. There are one half-molecule and one half of a water molecule in the asymmetric unit, with the (2,4-MeO-ba)2bn molecule completed by inversion symmetry on the midpoint of the central C-C bond of the butane unit and the O atom of the water molecule situated on a twofold rotation axis.  Within the imine functionality, the N-C bond lengths of 1.2643 (19) and 1.457 (2) Å were double and single bonds, respectively. Hydrogen bonds of the type O-H∙∙∙N between the water molecule and the imine nitrogen atom of the (2,4-MeO-ba)2bn molecules led to formation of the layers propagating parallel to (100). The 1H-NMR and FT-IR results confirmed the preparation of this ligand, as well.

Graphical Abstract

Preparation and Crystal Structure of N,N΄-bis(2,4-dimethoxybenzylidene)-butane-1,4-diamine Monohydrate


Main Subjects

[1] Carrey F.A. Organic Chemistryt, 5th edn, McGraw-Hill, New York, p. 724, 2003.
[2] Karakas A., Elmali A., Unver H., Svoboda I. Spectrochim. Acta A Mol. Biomol., 2005, A61:2979
[3] Karakas A., Unver H., Elmali A. J. Mol. Struct., (2008), 877:152
[4] Aslantas M., Kendi E., Demir N., Sabik A.E., Tumer M., Kertmen M. Spectrochim. Acta A Mol. Biomol., 2009, A74:617
[5] Yildiz M., Unver H., Dulger B., Erdener D., Ocak N., Erdonmez A., Durlu T.N. J. Mol. Struct., 2005, 738:253
[6] Unver H., Yildiz M., Dulger B., Ozgen O., Kendi E., Durlu T.N. J. Mol. Struct., 2005, 737:159
[7] Hijji Y.M., Barare B., Kennedy A.P., Butcher R., Sens. Actuators B Chem., 2009, B136:297
[8] Khalaji A.D., Weil M., Hadadzadeh H., Daryanavard M. Inorg. Chim. Acta., 2009, 362:4837
[9] A.D. Khalaji, M. Weil, Analysis Online, X-Ray Struct. Anal., 2007, 23:x-187
[10] Khalaji A.D., Najafi Chermahini A., Fejfarova K., Dusek M. Structu. Chem., 2010, 21:153
[11] Khalaji A.D., Hadadzadeh H., Fejfarova K., Dusek M. Polyhedron., 2010, 29:807
[12] Dalapati S., Alam M.A., Jana S., Guchhait N. J. Fluorine Chem., 2011, 132:536
[13] Bayol E., Gurten T., Gurten A.A., Erbil M. Mater. Chem. Phys., 2008, 112:624
[14] Naderi E., Jafari A.H., Ehteshamzadeh M., Hosseini M.G. Mater. Chem. Phys., 2009, 115:852
[15] Khalaji A.D., Hafez Ghoran S., Pojarova M., Dusek M. J. Struct. Chem., 2015, 56:1410
[16] Khalaji A.D., Hafez Ghoran S., Tohlicek J., Dusek M. J. Struct. Chem., 2015, 56:259
[17] Khalaji A.D., Fejfarova K., Dusek M. J. Struct. Chem., 2015, 56:1405
[18] Palatinus L., Chapuis G. J. Appl. Crystallogr., 2007, 40: 786
[19] Petricek V., Dusek M., Palatinus L. Z. Kristallogr. 2014, 229:345
[20] Diamonde Crystal and Molecular Structure Visualization. Crystal Impact – Brandenburg K., Putzm H., Rathausgasse G.R., 30, D-53111 Bonn
[21] Stilinovic V., Cincic D., Kaitner B. Acta Chim. Slov., 2008, 55:874
[22] Khalaji A.D., Foroghnia A., Fejfarova K., Dusek M. J. Struct. Chem., 2013, 54:774