*Corresponding author: E-mail: alidkhalaji@yahoo.com, ad.khalaji@gu.ac.ir, Department of Chemistry, Faculty of
Science, Golestan University, Gorgan, Iran, Tel: +9817 3224 5882; Fax: +9817 3224 5964
Chemical Methodologies 4(2020) 333-339
Chemical Methodologies
Journal homepage: http://chemmethod.com
Short Communication
Preparation and Crystal Structure of N,N΄-bis(2,4-
dimethoxybenzylidene)-butane-1,4-diamine
Monohydrate
Aliakbar Dehno Khalaji
Department of Chemistry, Faculty of Science, Golestan University, Gorgan, Iran
ARTICLE INFORMATION ABSTRACT
Received: 14 April 2019
Received in revised: 28 September 2019
Accepted: 18 December 2019
Available online: 01 May 2020
DOI: 10.33945/SAMI/CHEMM.2020.3.10
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
1
H-NMR and FT-IR results confirmed the preparation of this ligand,
as well.
Copyright © 2020 by SPC (Sami Publishing Company)
Chemical Methodologies: http://www.chemmethod.com/
KEYWORDS
Schiff-base
Condensation reaction
Crystal structure
Hydrogen bonding
Graphical Abstract