Asian Journal of Chemistry; Vol. 27, No. 4 (2015), 1547-1548
A
SIAN
J
OURNAL OF HEMISTRY
C
NOTE
Solvent Evaporation Synthesis and Crystal Structure of
Tetra(thiophene-3,4-dicarboxylate)tetrahydrate
*
M. ZHU and X.N. WANG
College of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang 471022, Henan Province, P.R. China
Received: 3 February 2014; Accepted: 25 April 2014; Published online: 4 February 2015;
*
AJC-16834
One new thiophene compound from 3,4-dibromothiophene, butyl lithium and anhydrous ether has been successfully synthesized. The
compound has been characterized by X-ray single-crystal diffraction and shows a one-dimensional framework. The 3D supramolecular
structure is formed via hydrogen bonding formation.
Keywords: Solvent evaporation, Crystal structure, Tetra(thiophene-3,4-dicarboxylate)tetrahydrate.
Thiophenes and their derivatives have been of interest for
hydrogen atoms were located by geometrically calculations
and their positions and thermal parameters were fixed during
the structure refinement (Fig. 1). The crystallographic data
and experimental details of structural analyses for coordination
polymers are summarized in Table-1. Selected bond and angle
parameters are listed in Table-2.
use in next generation electronic materials owing to their ease
of production, synthetic versatility and low cost compared to
1
traditional inorganic materials . Uuntill now, there are a few
examples of thiophenes derivatives which have been synthe-
2,3
sized and characterized . As part of our work, we report the
synthesis and crystal structure of the title compound.
All reagent and solvents employed were commercially
available and used as received without further purification.
General procedure: To a stirred suspension of ethereal
butyl lithium (0.4 mol) at 203 K was added 3,4-dibromo
thiophene (30.5 g, 0.126 mol) over 5 min. The mixture was
stirred at 203 K for 0.5 h and then poured slowly into a slurry
of dry ice in anhydrous ether. After 3 h, water (200 mL) was
added to the ethereal suspension. The aqueous layer was
separated and the ethereal layer was extracted several times
with water. The combined aqueous phase was washed with
ether and then warmed to remove dissolved ether.After cooling
to 298 K, a small amount of a solid was filtered off. The filtrate
was acidified to pH l with concentrated HCl and immersed in
an ice-water bath. After several hours, the solid was filtered
off. Colourless crystals of the compound formed.
Diffraction intensity data of the single crystal of the
compound was collected on a Bruker SMART APEXII CCD
Fig. 1. Molecular structure of the title compound at 30 % probability
displacement ellipsoids
diffractometer equipped with a graphite monochromated MoK
α
radiation (λ = 0.71073 Å) by using a ω-scan mode. All the
X-ray diffraction analysis revealed that the fundamental
building unit consists of tetrad (thiophene-3,4-dicarboxylate)
and tetrahydrate as bridging ligands to construct a new coordi-
nation polymer. The C2-C5 and C3-C6 bond lengths are nearly
structures were solved by direct methods and refined by full-
2
matrix least-squares methods on F using the program SHEXL
4
9
7 .All non-hydrogen atoms were refined anisotropically. The
Zhu
