Structures and Magnetic Properties of Two Copper(II) Complexes ...

Structures and Magnetic Properties of Two Copper(II) Complexes with 

2,5-Dichloro-3,6-dihydroxy-1,4-benzoquinone Dianionic and 

Tetrachloroquinone Ligand 

Yun-Ho Chung a ( ), Szu-I Fang b ( ), Shu-Hui Fang c ( ), 

Hsin-Huang Lin d ( ) and Shyh-Yeon Liou e, *( ) 

a Department of Food and Nutrition, Meiho Institute of Technology, Neipu, Pingtung, Taiwan, R.O.C. 

b Chemistry Division, Lo Yu Senior High School, Taliao, Kaohsiung County, Taiwan, R.O.C. 

c Language Education Center, Fooyin University, Taliao, Kaohsiung County, Taiwan, R.O.C. 

d Everest Textile CO., LTD, Shanhua., Tainan County, Taiwan, R.O.C. 

e Chemical Systems Research Division, Chung-Shan Institute of Science and Technology, 

Taoyuan, Taiwan, R.O.C. 

The polynuclear copper(II) complex [Cu2(Hdpa)2(-ClDHBQ)(ClO4)2]n, 1 is bridged by ClDHBQ -2 

(2,5-dichloro-3,6-dihydroxy-1,4-benzoquinone dianionic) and 2,2-dipyridylamine (Hdpa). In the axial 

position, Cu is connected with the oxygen atom of ClO4 – . The perchlorate anion may be envisaged as a 

monodentate O-bound ligand. Through the bond bridge of OCu···OCl, the binuclear compound 

[Cu2(Hdpa)2(-ClDHBQ)(ClO4)2] is strung together into a long chain compound. Tetrachlorocatechol underwent 

partial oxidation/hydrolysis/dechlorination processes to produce ClDHBQ -2 . 

The other mononuclear complex [Cu(Hdpa)(TeCQ)](DMF), 2, in which tetrachloroquinone (TeCQ) 

was produced by oxidation of tetrachlorocatechol (TeCC), therefore complex 2 is in the quinone form. 

The magnetic susceptibility measurements show antiferromagnetic coupling with J = -11.9 cm -1 , = 

2.6 K, and g = 2.05 for complex 1. Complex 2 exhibits the typical paramagnetic behavior of s = 1/2. 

Keywords: 2,2-Dipyridylamine; Laccase reaction; Tetrachlorocatechol; Chloranilic acid; 

2,5-Dichloro-3,6-dihydroxy-1,4-benzoquinone dianionic; Bleaney-Bowers equation. 

INTRODUCTION 

The chloranilate dianionic ligand (ClDHBQ -2 ), possessing 

four potential donor sites, has been shown to be coordinated 

to metal ion by various modes, such as monodentate, 

bidentate, and bis-bidentate, as shown in Scheme I. As 

a bridging ligand, it has been structurally characterized in 

mononuclear complexes, 1-13 binuclear complexes, 14-19 and 

polynuclear complexes. 20-24 

The ClDHBQ -2 bridged compounds have been already 

observed in binuclear copper(II) complexes, such as 

[Cu2(L)2(-ClDHBQ)] +n (L: 1,1,4,7,7-pentamethyldiethylenetriamine, 

16 2,2-dipyridyl, 18 1,10-phenanthroline, 18 

N,N,N,N-tetramethylethylenediamine 19 ). There have been 

many reports on the synthesis, characterization and magnetic 

properties of the complexes mentioned above. The 

magnetic properties of the chloranilate-bridged dicopper(II) 

complexes have been mostly discussed. 

In the present work, the polynuclear copper(II) complex 

[Cu2(Hdpa)2(-ClDHBQ)(ClO4)2]n, 1 has been synthesized 

and magnetostructurally characterized. Tetrachlo- 

Journal of the Chinese Chemical Society, 2009, 56, 1099-1107 1099 

rocatechol underwent partial oxidation/hydrolysis/dechlorination 

processes to generate the ligand ClDHBQ -2 ,which 

was not the same as that mentioned in the literatures above. 

A mononuclear complex [Cu(Hdpa) (TeCQ)] (DMF), 

2 was obtained from the other reaction of tetrachlorocatechol 

(TeCC) with 2,2-dipyridylamine (Hdpa) and copper(II) 

chloride. Tetrachlorocatechol (TeCC) was oxidized 

to produce tetrachloroquinone (TeCQ), which could not 

undergo hydrolysis and dechlorination processes. 

EXPERIMENTAL SECTION 

Copper(II) perchlorate hexahydrate, copper(II) chloride, 

DMF, tetrachlorocatechol, and 2,2-dipyridylamine 

were commercially available from Aldrich and used as received. 

Preparation of [Cu2(Hdpa)2(-ClDHBQ)(ClO4)2]n, 1 

A methanol solution (10 mL) of tetrachlorocatechol 

(0.2 mmol) was added to a methanol solution (20 mL) containing 

2,2-dipyridylamine (0.2 mmol) and Cu(ClO4)2· 

6H2O (0.2 mmol). The solution was stirred for 30 min at

1100 J. Chin. Chem. Soc., Vol. 56, No. 6, 2009 Chung et al. 

Scheme I 

The graph is by Susumu Kitagwa, Satoshi Kawata. 1,4-Dihydroxy-benzoquinone (H2C6H2O4) and its 

homologues can provide a variety of binding sites to metal cations. The dianionic form has five coordination 

modes, as shown in Scheme I. 

room temperature and then left standing at 25 C. After 

several days, green needle-shaped crystals suitable for single 

crystal X-ray analysis were formed. The crystals were 

collected by filtration and subsequently dried under vacuum. 

Anal. Calcd for C26H18Cl4Cu2N6O12: C, 35.67; H, 

2.07; N, 9.60%. Found: C, 35.25; H, 2.12; N, 9.43. 

Preparation of [Cu(Hdpa)(TeCQ)] (DMF), 2 

Under the protective atmosphere of nitrogen, the 

small amount of water from DMF was eliminated by reaction 

with silica gel. A DMF solution (20 mL) of 2,2-dipyridylamine 

(0.2 mmol) and copper(II) chloride (0.2 mmol) 

was added to a DMF solution (10 mL) of tetrachlorocatechol 

(0.2 mmol). The solution was stirred for 30 min 

under N2 at room temperature and then left standing at 25 

C. After several days, green rhombohedra-shaped crystals 

suitable for single crystal X-ray analysis were formed. The 

crystals were collected by filtration and subsequently dried 

under vacuum. Anal. Calcd for C19H16Cl4CuN4O3: C, 

41.21; H, 2.88; N, 10.12%. Found: C, 41.56; H, 2.32; N, 

10.43. 

Physical measurements 

Variable-temperature (2-300 K) magnetic susceptibility 

measurements under an external magnetic field of 1 

Tesla were performed with a SQUID magnetometer (MPMS7 

Quantum Design company). Diamagnetic calibrations are 

applied, using tabulated Pascal’s constants. 25 

X-ray Crystallography analysis 

Intensity data were collected at room temperature using 

a Siemens CCD diffractometer equipped with graphitemonochromated 

Mo-K radiation ( = 0.71073 Å). The 

structures were solved by direct and squares methods based 

on F 2 using the programs SHELXS-97 and SHELXL-97. 26 

Crystallographic data and refinement details for complexes 

1 and 2 are summarized in Table 1. Selected bond 

lengths and angles for complex 1 and 2 are listed in Table 2. 

RESULTS AND DISCUSSION 

Description of the crystal structures 

The structure of [Cu2(Hdpa)2(-ClDHBQ)(ClO4)2]n, 

1 is essentially made up [Cu2L2(-ClDHBQ)] +2 binuclear 

cations and two coordinated perchlorate anions. The chloranilate 

dianion serves as a bridging ligand between two 

copper centers. Each copper(II) ion is coordinated to two 

nitrogen atoms of one Hdpa and two oxygen atoms of one 

ClDHBQ. An ORTEP drawing with atom-numbering scheme

Two Copper(II) Complexes with ClDHBQ -2 and TeCQ Ligand J. Chin. Chem. Soc., Vol. 56, No. 6, 2009 1101 

Table 1. Crystallographic data and refinement details for complex 1 and complex 2 

Complex 1 Complex 2 

Empirical formula C26H18Cl4Cu2N6O12 C19H16Cl4CuN4O3 Formula weight 875.34 553.70 

Crystal system Monoclinic Orthorhombic 

Space group P2(1)/n P n 21 a 

a (Å) 7.2636(4) 7.2260(4) 

b (Å) 17.5366(10) 16.9040(10) 

c (Å) 12.7350(8) 18.5850(12) 

(deg) 90 90 

(deg) 98.487(1) 90 

(deg) 90 90 

Volume 1604.41(16) Å 3 

2270.1(2) Å 3 

Z 4 4 

Density (calculated) 1.812 Mg/m 3 

1.620 Mg/m 3 

Absorption coefficient 1.731 mm -1 

1.462 mm -1 

F(000) 876 1116 

Crystal size 0.30 0.15 0.15 mm 3 

for the complex 1 is shown in Fig. 1. Each Cu(II) ion has a 

square pyramidal ligand environment. The equatorial positions 

are occupied by four atoms: two N atoms from Hdpa 

(Cu(1)–N(1) = 1.954(3) Å and Cu(1)–N(3) = 1.967(3) Å), 

and two O atoms from -ClDHBQ (Cu(1)–O(11) = 

1.956(3) Å and Cu(1)–O(12) = 1.995(3) Å, see Table 2). 

The bond angles of N(1)–Cu(1)–N(3) and O(1)–Cu(1)– 

O(2) are 92.35(13) and 81.50(10), respectively. The apical 

position is occupied by bridging perchlorate anion. 

Through the bond bridge of O–Cu···O–Cl, the binuclear 

compound is strung together into a long chain compound 

[Cu2(Hdpa)2(-ClDHBQ)(ClO4)2]n, 1. The framework construction 

of complex 1 from 1D coordination polymer motifs 

is shown in Fig. 2. For the bridging perchlorate anion, 

the Cu–O distance at the apical position is 2.543 Å. It is obviously 

shorter than the Cu···O intermolecular distance of 

2.602 Å on the opposite position (Table 2). The intramolecular 

distance Cu(1)···Cu(1A) of complex 1 is 7.69 Å. 

Compared with the other similar compounds, such as 

0.2 0.1 0.08 mm 3 

Theta range for data collection 1.99 to 28.30 3.02 to 25.10 

Index ranges -9 h 9, -22 k 23 -8 h 8, -18 k 20 

-15 l 16 -17 1 22 

Reflections collected 10492 12516 

Independent reflections 3840 [R(int) = 0.0341] 3840 [R(int) = 0.0341] 

Max. and min. transmission 0.97350 and 0.82323 0.9134 and 0.7742 

Refinement method Full-matrix least-squares on F 2 

Full-matrix least-squares on F 2 

Data/restraints/parameters 3840/0/226 3895/1/281 

Goodness-of-fit on F 2 

1.192 1.046 

Final R indices [I > 2sigma(I)] R1 = 0.0573, wR2 = 0.1294 R1 = 0.0698, wR2 = 0.1471 

R indices (all data) R1 = 0.0694, wR2 = 0.1347 R1 = 0.1343, wR2 = 0.1824 

Largest diff. peak and hole 1.092 and -0.731 e.Å -3 

0.407 and -0.358 e.Å -3 

[Cu2(bpy)2(ClDHBQ)](PF6)2·2CH3OH 18 and [Cu2(Me3tacn)2(ca)](ClO4)2, 

19 whose distances are 7.661 Å and 

7.679 Å, respectively, the difference in the distance Cu(1)··· 

Cu(1A) is not large at all. 

An ORTEP drawing with atom-numbering scheme 

for the complex [Cu(Hdpa) (TeCQ)] (DMF), 2 is shown in 

Fig. 3. The copper atom has a square planar geometry with 

two N atoms from Hdpa (Cu(1)–N(1) = 2.001(15) Å and 

Cu(1)–N(2) 1.922(16) Å), and two O atoms from TeCQ 

(Cu(1)–O(1) = 1.917(14) Å and Cu(1)–O(2) = 1.921(11) 

Å, see Table 2). The bond angles of N(1)–Cu(1)–N(2) and 

O(1)–Cu(1)–O(2) are 91.4(3) and 86.8(3), respectively. 

Complex 2 is in the o-quinone form as shown in 

Scheme II. The bond lengths of C(1)–O(1) and C(6)–O(2) 

are 1.43(2) Å and 1.22(2) Å, respectively. The average 

bond length for both is 1.325 Å, which is longer than that of 

semiquinone (1.262 Å). The packing in the lattice of complex 

2 is shown in Fig. 4. There is a weak interaction between 

Namine in Hdpa and Cu in its neighboring molecule.


Table 2. Selected bond lengths (Å) and angles (deg) for complex 1 and complex 2 

Complex 1 

Cu(1)-N(1) 1.954(3) Cu(1)-O(11) 1.956(3) Cu(1)-N(3) 1.967(3) 

Cu(1)-O(12) 1.995(3) N(2)-C(6) 1.374(5) N(2)-C(5) 1.380(5) 

C(12)-C(13A) 1.395(5) C(11)-C(12) 1.523(5) C(11)-C(13) 1.384(5) 

C(13A)-C(11A) 1.395(5) O(11)-C(11) 1.256(4) O(12)-C(12) 1.268(4) 

CuO(ClO4) 2.543 Å Cu···O(ClO4) 2.602 Å 

N(1)-Cu(1)-N(3) 92.35(13) O(12)-Cu(1)-N(3) 93.09(12) 

N(1)-Cu(1)-O(11) 93.71(12) O(11)-Cu(1)-O(12) 81.50(10) 

C(6)-N(2)-C(5) 131.5(3) C(13A)-C(12)-C(11) 119.7(3) 

(12)-C(13A)-C(11A) 119.7(3) C(13A)-C(11)-C(12) 120.5(3) 

O(11)-C(11)-C(12) 

Complex 2 

115.0(3) O(12)-C(12)-C(11) 114.4(3) 

Cu(1)-N(2) 1.922(16) Cu(1)-O(1) 1.917(14) Cu(1)-O(2) 1.921(11) 

Cu(1)-N(1) 2.001(15) O(1)-C(1) 1.43(2) O(2)-C(6) 1.22(2) 

C(1)-C(2) 1.38(2) C(3)-C(4) 1.377(11) C(4)-C(5) 1.43(3) 

C(5)-C(6) 1.44(3) Cl(1)-C(2) 1.790(18) Cl(2)-C(3) 1.734(19) 

Cl(3)-C(4) 1.723(15) Cl(4)-C(5) 1.65(2) N(3)-C(11) 1.31(3) 

N(3)-C(12) 1.47(3) 

N(2)-Cu(1)-O(1) 90.1(7) O(2)-Cu(1)-O(1) 86.8(3) 

N(2)-Cu(1)-N(1) 91.4(3) O(2)-Cu(1)-N(1) 91.6(6) 

C(1)-O(1)-Cu(1) 106.1(11) C(6)-O(2)-Cu(1) 111.8(12) 

C(1)-C(2)-C(3) 120.3(17) C(3)-C(4)-C(5) 122.4(18) 

C(4)-C(3)-C(2) 117.8(19) C(4)-C(5)-C(6) 120.3(18) 

C(1)-C(6)-C(5) 114(2) 

The length of Namine......Cu is 3.558 Å. 

Laccase-like reaction 

In the preparation of complex 1, tetrachlorocatechol 

undergoes partial oxidation/hydrolysis/dechlorination processes 

to produce ClDHBQ -2 . It is very similar to the bio- 

catalyst reaction of laccase. Laccases are found in plants, 

insects and bacteria, but the most important source of this 

enzyme is from fungi. Therefore, laccases produced by 

white-rot fungi can act as a biocatalyst to help treat the 

toxic organopollutants in waste water. 28-31 The degradation 

of tetrachloroguaiacol (TeCG) or tetrachlorocatechol 

Fig. 1. An ORTEP drawing with atom-numbering scheme for the complex [Cu2(Hdpa)2(-ClDHBQ)(ClO4)2]n, 1.


(TeCC) in waste water can then be achieved. Through dechlorination, 

TeCG or TeCC can be turned into ClDHBQ -2 . 

In the experiment of Iimura et al., 31 water was used as a nucleophile, 

which was vital element for producing dechlo- 

Fig. 2. The framework construction of [Cu2(Hdpa)2(- 

ClDHBQ)(ClO4)2]n, 1 from 1D. 

rination. The laccase-catalyzed dechlorination is not caused 

by the oxidative coupling, but by nucleophilic substitution 

in which Cl is released by water from cation radicals generated 

by the laccase. 

According to the above experiment of Iimura et al., 

our experiment about the generation of [Cu2(Hdpa)2(- 

ClDHBQ)(ClO4)2]n, 1 can be rationally confirmed. The 

tetrachlorocatechol (TeCC) is first oxidized by Cu +2 ion to 

obtain the phenoxy cation intermediate. Subsequently, the 

nucleophilic attack of water in the phenoxy cation position, 

and then repels Cl – to form p-benzoquinone. The reaction 

mechanism is shown in Scheme III. 

Magnetic properties 

Variable-temperature magnetic studies were performed 

on dried, powdered samples of complex 1 in the 

temperature range 2-300 K. The magnetism of complex 1 is 

worth mentioning. In the analysis, we first fitted the data of 

complex by the empirical expression proposed by Hatfield 

for alternating chains, but the result was not good. It has 

been assumed that the magnetic exchange coupling of 

Cu–O–Cl–O···Cu is very small or reaching zero. Complex 

1 is mainly a Cu(II) binuclear compound. The magnetic 

data were fitted by using the Bleaney-Bowers equation, as 

shown below. 

m =[N 2 g 2 /3k(T – )][1 + 1/3 exp(-2J/kT)] 1 (1 – ) 

+(N 2 g 2 /4kT)+N 

Fig. 3. An ORTEP drawing with atom-numbering scheme for the complex [Cu(Hdpa) (TeCQ)] (DMF), 2.


Scheme II 

The graph is by Jorge H. Rodriguez, Daniel E. Wheeler, and James K. McCusker. 

Semiquinone is the one-electron reduced form of quinone and which can be further reduced 

by one electron to catechol. 

where N is Avogadro’s number, g is the Zeeman splitting 

factor, is the Bohr magnetion, k is the Boltzmann constant, 

J is the exchange integral, T is the absolute temperature, 

N is the temperature-independent paramagnetism 

and is the molar fraction of monomeric impurity. 

Plots of mT versus T for complex [Cu2(Hdpa)2(- 

ClDHBQ)(ClO4)2]n 1, and the best theoretical fits (solid 

line) for complex 1 are shown in Fig. 5. A very good fit was 

achieved with J = -11.9 cm -1 , = 2.6 K, g = 2.05, = 0.015. 

Complex 1 shows antiferromagnetic interactions. 

According to literature review, 32 the binuclear of copper(II) 

compounds with C6X2O4-bridged to be possible to 

be divided into four types. The compounds of type I with 

tridentate end-cap ligand show a weak magnetic interaction 

(For example: [Cu2(Me2dien)2(ca)](BPh4)2,J=0.1cm -1 ). 16 

The compounds of type II with tridentate end-cap ligand 

demonstrate that the J value is fell into the range from -2 to 

-5 cm -1 .(Forexample:[Cu2(dpt)2(dhbq)] (BPh4)2, J=-4.6 

cm -1 ). 16 Cupric ions in the structures of both types are described 

as the intermediates between a trigonal bipyramidal 

(tbp) and a square pyramidal(sp). As a result of the low 

symmetry of cupric ion, the basic plane and the plane of the 

bridging network of the cupric ion are non-coplanar. Such 

distortions of the geomeyry of cupric ion must be unfavorable 

for spin coupling through C6X2O4-bridged plane. 

For the compounds of the type III, a significant antiferromagnetic 

interaction is shown. The range of the values 

for spin coupling are from -8 cm -1 to -13 cm -1 .(Forexample: 

[Cu2(bpy)2(ca)](PF6)2·2CH3OH, J = -11.7 cm -1 ). 18 For 

the compounds of the last class, type IV, unexpectedly 

strong antiferromagnetic interactions are reported based on 

the magnetic data in the limited temperature range (100- 

Fig. 4. The packing in the lattice of [Cu(Hdpa) (TeCQ)] (DMF), 2. There is a weak interreaction between Namine in Hdpa and 

Cu in its neighboring molecule. The length of Namine......Cu is 3.558 Å.


Scheme III 

The graph is partially structured by Y. Iimura, P. Hartikainen, 

and K. Tatsumi. The tetrachlorocatechol (TeCC) is first oxidized 

by Cu +2 ion to obtain the phenoxy cation intermediate. 

Subsequently, the nucleophilic attack of water in the phenoxy 

cation position, and then repels Cl – to form p-benzoquinone. 

The reaction mechanism is shown in Scheme III. 

300 K). (For example: [Cu2(Me3tacn)2(ca)] (ClO4)2,J=-30 

cm -1 ). 33 Two types of coordination geometries about each 

copper atom are a square pyramidal or a square planar geometry 

with two N atoms of the ligand and two O atoms of 

C6X2O4-bridged plane. The basic plane of cupric ion and 

the plane of the bridging network are almost coplanar. The 

Fig. 6. The edge view of [Cu2(Hdpa)2(-ClDHBQ)] +2 , 1. 

oxygen’s 2p orbital and the dx 2 -y 2 orbital of the copper 

ion’s equatorial plane overlapped in some parts of the effective 

orbital. However, because of the coplanarity, it will 

increase the overlapp of the magnetic orbital. Accordingly, 

through this exchange pathway, it shows weak antiferromagnetic 

exchange coupling. 

For complex 1, the chloranilate and the copper basal 

planes in the dinuclear units are almost coplanar. The dihedral 

angle O(1)···O(2) of coplanarity between the chloranilate 

and the copper basal planes is 8.6, as shown in 

Fig. 6 and Table 3. Compared with the other compounds, 

such as [Cu2(bpy)2(ClDHBQ)](PF6)2·2CH3OH 18 and [Cu2- 

(Me3-tacn)2(ca)](ClO4)2, 19 whose dihedral angles O(1)··· 

O(2) are 10.1 and 6, respectively. These results are clearly 

shown in Table 3. The smaller the dihedral angle O(1)··· 

O(2), the greater the coplanarity, and the greater the coplanarity, 

the bigger the spin-coupling constant (J). 

Complex 2 is Cu(II) mononuclear. In terms of the 

Fig. 5. Plots of mT versus T for complex [Cu2- 

(Hdpa)2(-ClDHBQ)(ClO4)2]n, 1, the solid line 

is the best theoretical fit.


Table 3. Comparison of the dihedral angle O(1)O(2) of coplanarity between the 

chloranilate and the copper basal planes with the other compounds 

Compounds 

Dihedeal Angles 

O(1)···O(2) 

J(cm -1 ) References 

[Cu2(Me3-tacn) 2(ca)](ClO4) 2 6 -12.3 (19) 

[Cu2(bpy) 2(ClDHBQ)](PF6) 2·2CH2OH 10.1 -11.7 (18) 

[Cu2(Hdpa) 2(-ClDHBQ)(ClO4) 2] n 8.6 -11.9 

magnetic behavior of complex 2, mT keeps the expect 

value, and it is almost linear according to the graph of mT 

vs. T. Also, when the fit analysis is proceeded using the Curie-Weiss 

Model, the -values are very small. This is indicative 

of the typical paramagnetic behavior of unpaired electrons. 

SUMMARY 

In an aqueous environment, tetrachlorocatechol undergoes 

partial oxidation/hydrolysis/dechlorination processes 

to generate a chloranilate di-anion form, and complex 

1 will then be made. This reaction is similar to the 

laccase reaction. For complex 1, the dihedral angle O(1) … 

O(2) of coplanarity between the chloranilate and the copper 

basal planes is 8.6. The magnetic data were fitted by 

using the Bleaney-Bowers equation. A very good fit was 

achieved with J = -11.9 cm -1 , = 2.6 K, g = 2.05, = 0.015. 

Complex 1 shows antiferromagnetic interactions. Complex 

2 is Cu(II) mononuclear and in the o-quinone form, which 

exhibits the typical paramagnetic behavior of unpaired 

electrons. Using laccase produced by white-rot fungi to 

treat the toxic organopollutants in waste water is natural 

method for the decontamination of waste water. The question 

of whether complex chemicals can be used to imitate 

the laccase reaction to quicken the speed of treating waste 

water is worth studying and being explored. Furthermore, 

chloranillic acid, H2CA, is a fine coordination ligand, and 

most papers mentioned using it directly as a coordination 

ligand. This paper is the first one to report on turning tetrachlorocatechol 

(TeCC) into chloranilic acid (H2CA), and 

furthermore, the formation of the coordination ligand. 

SUPPLEMENTARY MATERIAL 

Crystallographic data for the structural analysis have 

been deposited at the Cambridge Crystallographic Data 

Centre and allocated the deposition numbers Complex (1) 

CCDC 265619 and Complex (2) CCDC 265618. Copies of 

the data can be obtained, free of charge, on application to 

CCDC, 12 Union Road, Cambridge CB2 1EZ, UK [fax: 

+44(0)-1223-336033 or e-mail: deposit@ccdc.cam.ac.uk]. 

ACKNOWLEDGEMENT 

This work was supported by the Department of Food 

and Nutrition, Meiho Institute of Technology. 

Received May 12, 2009. 

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Structures and Magnetic Properties of Two Copper(II) Complexes ...

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