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(6,6′-Di­methyl-2,2′-bi­pyridine-κ2N,N′)di­iodidozinc(II)

aDamghan University of Basic Sciences, School of Chemistry, Damghan, Iran, and bIslamic Azad University, Shahr-e-Rey Branch, Tehran, Iran
*Correspondence e-mail: robabeh_alizadeh@yahoo.com

(Received 18 October 2009; accepted 19 October 2009; online 28 October 2009)

The complete mol­ecule of the title compound, [ZnI2(C12H12N2)], is generated by crystallograpic twofold symmetry, with the ZnII atom lying on the rotation axis. The ZnII atom is coordinated by the N,N-bidentate 6,6′-dimethyl-2,2′-bipyridine ligand and two iodide ions, resulting in a distorted ZnN2I2 tetra­hedral geometry for the metal. In the crystal, there are weak ππ contacts between the pyridine rings [centroid–centroid distance = 3.978 (3) Å].

Related literature

For related structures, see: Ahmadi et al. (2008[Ahmadi, R., Kalateh, K., Ebadi, A., Amani, V. & Khavasi, H. R. (2008). Acta Cryst. E64, m1266.], 2009[Ahmadi, R., Kalateh, K., Alizadeh, R., Khoshtarkib, Z. & Amani, V. (2009). Acta Cryst. E65, m848-m849.]); Alizadeh, Heidari et al. (2009[Alizadeh, R., Heidari, A., Ahmadi, R. & Amani, V. (2009). Acta Cryst. E65, m483-m484.]); Alizadeh, Kalateh et al. (2009[Alizadeh, R., Kalateh, K., Ebadi, A., Ahmadi, R. & Amani, V. (2009). Acta Cryst. E65, m1250.]); Alizadeh, Khoshtarkib et al. (2009[Alizadeh, R., Khoshtarkib, Z., Chegeni, K., Ebadi, A. & Amani, V. (2009). Acta Cryst. E65, m1311.]); Blake et al. (2007[Blake, A. J., Giunta, D., Shannon, J., Solinas, M., Walzer, F. & Woodward, S. (2007). Collect. Czech. Chem. Commun. 72, 1107-1121.]); Khalighi et al. (2008[Khalighi, A., Ahmadi, R., Amani, V. & Khavasi, H. R. (2008). Acta Cryst. E64, m1211-m1212.]); Khan & Tuck (1984[Khan, M. A. & Tuck, D. G. (1984). Acta Cryst. C40, 60-62.]); Khavasi et al. (2008[Khavasi, H. R., Abedi, A., Amani, V., Notash, B. & Safari, N. (2008). Polyhedron, 27, 1848-1854.]); Khoshtarkib et al. (2009[Khoshtarkib, Z., Ebadi, A., Alizadeh, R., Ahmadi, R. & Amani, V. (2009). Acta Cryst. E65, m739-m740.]); Kwak et al. (2008[Kwak, H., Lee, S. H., Kim, S. H., Lee, Y. M., Lee, E. Y., Park, B. K., Kim, E. Y., Kim, C., Kim, S. J. & Kim, Y. (2008). Eur. J. Inorg. Chem. pp. 408-415.]); Lee et al. (2007[Lee, Y. M., Hong, S. J., Kim, H. J., Lee, S. H., Kwak, H., Kim, C., Kim, S. J. & Kim, Y. (2007). Inorg. Chem. Commun. 10, 287-291.]); Marjani et al. (2009[Marjani, K., Asgarian, J., Mousavi, M. & Amani, V. (2009). Z. Anorg. Allg. Chem. 635, 1633-1637.]); Reimann et al. (1966[Reimann, C. W., Block, S. & Perloff, A. (1966). Inorg. Chem. 5, 1185-1189.]); Seebacher et al. (2004[Seebacher, J., Ji, M. & Vahrenkamp, H. (2004). Eur. J. Inorg. Chem. pp. 409-417.]); Wriedt et al. (2008[Wriedt, M., Jess, I. & Näther, C. (2008). Acta Cryst. E64, m315.]).

[Scheme 1]

Experimental

Crystal data
  • [ZnI2(C12H12N2)]

  • Mr = 503.43

  • Monoclinic, C 2/c

  • a = 13.421 (2) Å

  • b = 8.441 (2) Å

  • c = 13.752 (3) Å

  • β = 105.140 (14)°

  • V = 1503.8 (5) Å3

  • Z = 4

  • Mo Kα radiation

  • μ = 5.72 mm−1

  • T = 298 K

  • 0.48 × 0.12 × 0.11 mm

Data collection
  • Bruker SMART CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 1998[Bruker (1998). SMART, SAINT and SADABS. Bruker AXS, Madison, Wisconsin, USA.]) Tmin = 0.425, Tmax = 0.539

  • 5694 measured reflections

  • 1997 independent reflections

  • 1748 reflections with I > 2σ(I)

  • Rint = 0.076

Refinement
  • R[F2 > 2σ(F2)] = 0.043

  • wR(F2) = 0.127

  • S = 1.12

  • 1997 reflections

  • 79 parameters

  • H-atom parameters constrained

  • Δρmax = 1.23 e Å−3

  • Δρmin = −0.85 e Å−3

Table 1
Selected geometric parameters (Å, °)

Zn1—N1 2.058 (3)
Zn1—I1 2.5501 (6)
N1—Zn1—N1i 81.9 (2)
Symmetry code: (i) [-x, y, -z+{\script{1\over 2}}].

Data collection: SMART (Bruker, 1998[Bruker (1998). SMART, SAINT and SADABS. Bruker AXS, Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 1998[Bruker (1998). SMART, SAINT and SADABS. Bruker AXS, Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: ORTEP-3 (Farrugia, 1997[Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.]); software used to prepare material for publication: WinGX (Farrugia, 1999[Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.]).

Supporting information


Comment top

Recently, we reported the synthes and crystal structure of [ZnCl2(phend)], (II), (Khoshtarkib et al., 2009), [HgBr2(2,9-dmphen)], (III), (Alizadeh, Heidari et al., 2009) and [Pb4(NO3)8(6-mbpy)4], (IV), (Ahmadi, Kalateh, Alizadeh et al., 2009) [where phend is phenanthridine, 2,9-dmphen is 2,9-dimethyl-1,10-phenanthroline and 6-mbpy is 6-methyl-2,2'-bipyridine].

There are several ZnII complexes, with formula, [ZnX2(N—N)], (X = Cl, Br and I), such as [ZnCl2(bipy)], (V), (Khan & Tuck, 1984), [ZnCl2(phen)], (VI), (Reimann et al., 1966), [ZnCl2(dm4bt)], (VII), (Khavasi et al., 2008), [ZnCl2(5,5'-dmbpy)], (VIII), (khalighi et al., 2008), [ZnCl2(6-mbpy)], (IX), (Ahmadi, Kalateh, Ebadi et al., 2008), [ZnCl2(6,6'-dmbpy)], (X), (Alizadeh, Kalateh et al., 2009), [ZnCl2(PBD)]}, (XI), (Marjani et al., 2009), [ZnBr2(4,4'-(dtbpy)].(Et2O), (XII), (Blake et al., 2007), {ZnBr2[NH(py)2]},(XIII), (Lee et al., 2007), {ZnBr2[S(py)2]}, (XIV) (Wriedt et al., 2008), [ZnBr2(6,6'-dmbpy)], (XV), (Alizadeh, Khoshtarkib et al., 2009), [ZnI2(2,9-dmphen)], (XVI), (Seebacher et al., 2004) and {ZnI2[NH(py)2]}, (XVII) (Kwak et al., 2008) [where bipy is 2,2'-bipyridine, phen is 1,10-phenanthroline, dm4bt is 2,2'-dimethyl-4,4'-bithiazole, 5,5'-dmbpy is 5,5'-dimethyl-2,2'-bipyridine, 6,6'-dmbpy is 6,6'-dimethyl-2,2'-bipyridine, PBD is N-(pyridin-2-ylmethylene)benzene-1,4-diamine, dtbpy is 4,4'-di-tert-butyl-2,2'-bipyridine, NH(py)2 is bis(2-pyridyl)amine, S(py)2 is bis(2-pyridyl)sulfide and NH(py)2 is bis(2-pyridyl)amine] have been synthesized and characterized by single-crystal X-ray diffraction methods. We report herein the synthesis and crystal structure of the title compound (I).

In the molecule of the title compound, (I), (Fig. 1), the ZnII atom is four-coordinated in distorted tetrahedral configurations by two N atoms from one 6,6'-dimethyl-2,2'-bipyridine and two terminal I atoms. The Zn—I and Zn—I bond lengths and angles (Table 1) are within normal range (XVI).

The π-π contacts between the pyridine rings, Cg2···Cg2i [symmetry cods: (i) –X,1-Y,1-Z, where, Cg2 is centroids of the ring (N1/C2—C6)] further stabilize the structure, with centroid-centroid distance of 3.978 (3) Å. It seems this π-π stacking is effective in the stabilization of the crystal structure (Fig. 2).

Related literature top

For related structures, see: Ahmadi et al. (2008, 2009); Alizadeh, Heidari et al. (2009); Alizadeh, Kalateh et al. (2009); Alizadeh, Khoshtarkib et al. (2009); Blake et al. (2007); Khalighi et al. (2008); Khan & Tuck (1984); Khavasi et al. (2008); Khoshtarkib et al. (2009); Kwak et al. (2008); Lee et al. (2007); Marjani et al. (2009); Reimann et al. (1966); Seebacher et al. (2004); Wriedt et al. (2008).

Experimental top

A solution of 6,6'-dimethyl-2,2'-bipyridine (0.20 g, 1.10 mmol) in methanol (10 ml) was added to a solution of ZnI2 (0.35 g, 1.10 mmol) in acetonitrile (10 ml) and the resulting colourless solution was stirred for 20 min at 313 K. This solution was left to evaporate slowly at room temperature. After one week, colourless needles of (I) were isolated (yield 0.41 g, 74.1%).

Refinement top

All H atoms were positioned geometrically, with C—H = 0.93–0.96Å and refined as riding with Uiso(H) = 1.2Ueq(C) or 1.5Ueq(methyl C).

Structure description top

Recently, we reported the synthes and crystal structure of [ZnCl2(phend)], (II), (Khoshtarkib et al., 2009), [HgBr2(2,9-dmphen)], (III), (Alizadeh, Heidari et al., 2009) and [Pb4(NO3)8(6-mbpy)4], (IV), (Ahmadi, Kalateh, Alizadeh et al., 2009) [where phend is phenanthridine, 2,9-dmphen is 2,9-dimethyl-1,10-phenanthroline and 6-mbpy is 6-methyl-2,2'-bipyridine].

There are several ZnII complexes, with formula, [ZnX2(N—N)], (X = Cl, Br and I), such as [ZnCl2(bipy)], (V), (Khan & Tuck, 1984), [ZnCl2(phen)], (VI), (Reimann et al., 1966), [ZnCl2(dm4bt)], (VII), (Khavasi et al., 2008), [ZnCl2(5,5'-dmbpy)], (VIII), (khalighi et al., 2008), [ZnCl2(6-mbpy)], (IX), (Ahmadi, Kalateh, Ebadi et al., 2008), [ZnCl2(6,6'-dmbpy)], (X), (Alizadeh, Kalateh et al., 2009), [ZnCl2(PBD)]}, (XI), (Marjani et al., 2009), [ZnBr2(4,4'-(dtbpy)].(Et2O), (XII), (Blake et al., 2007), {ZnBr2[NH(py)2]},(XIII), (Lee et al., 2007), {ZnBr2[S(py)2]}, (XIV) (Wriedt et al., 2008), [ZnBr2(6,6'-dmbpy)], (XV), (Alizadeh, Khoshtarkib et al., 2009), [ZnI2(2,9-dmphen)], (XVI), (Seebacher et al., 2004) and {ZnI2[NH(py)2]}, (XVII) (Kwak et al., 2008) [where bipy is 2,2'-bipyridine, phen is 1,10-phenanthroline, dm4bt is 2,2'-dimethyl-4,4'-bithiazole, 5,5'-dmbpy is 5,5'-dimethyl-2,2'-bipyridine, 6,6'-dmbpy is 6,6'-dimethyl-2,2'-bipyridine, PBD is N-(pyridin-2-ylmethylene)benzene-1,4-diamine, dtbpy is 4,4'-di-tert-butyl-2,2'-bipyridine, NH(py)2 is bis(2-pyridyl)amine, S(py)2 is bis(2-pyridyl)sulfide and NH(py)2 is bis(2-pyridyl)amine] have been synthesized and characterized by single-crystal X-ray diffraction methods. We report herein the synthesis and crystal structure of the title compound (I).

In the molecule of the title compound, (I), (Fig. 1), the ZnII atom is four-coordinated in distorted tetrahedral configurations by two N atoms from one 6,6'-dimethyl-2,2'-bipyridine and two terminal I atoms. The Zn—I and Zn—I bond lengths and angles (Table 1) are within normal range (XVI).

The π-π contacts between the pyridine rings, Cg2···Cg2i [symmetry cods: (i) –X,1-Y,1-Z, where, Cg2 is centroids of the ring (N1/C2—C6)] further stabilize the structure, with centroid-centroid distance of 3.978 (3) Å. It seems this π-π stacking is effective in the stabilization of the crystal structure (Fig. 2).

For related structures, see: Ahmadi et al. (2008, 2009); Alizadeh, Heidari et al. (2009); Alizadeh, Kalateh et al. (2009); Alizadeh, Khoshtarkib et al. (2009); Blake et al. (2007); Khalighi et al. (2008); Khan & Tuck (1984); Khavasi et al. (2008); Khoshtarkib et al. (2009); Kwak et al. (2008); Lee et al. (2007); Marjani et al. (2009); Reimann et al. (1966); Seebacher et al. (2004); Wriedt et al. (2008).

Computing details top

Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT (Bruker, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).

Figures top
[Figure 1] Fig. 1. The molecular structure of (I) with displacement ellipsoids drawn at the 50% probability level.
[Figure 2] Fig. 2. Unit-cell packing diagram for (I).
(6,6'-Dimethyl-2,2'-bipyridine-κ2N,N')diiodidozinc(II) top
Crystal data top
[ZnI2(C12H12N2)]F(000) = 936
Mr = 503.43Dx = 2.224 Mg m3
Monoclinic, C2/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2ycCell parameters from 896 reflections
a = 13.421 (2) Åθ = 2.9–29.2°
b = 8.441 (2) ŵ = 5.72 mm1
c = 13.752 (3) ÅT = 298 K
β = 105.140 (14)°Needle, colourless
V = 1503.8 (5) Å30.48 × 0.12 × 0.11 mm
Z = 4
Data collection top
Bruker SMART CCD
diffractometer
1997 independent reflections
Radiation source: fine-focus sealed tube1748 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.076
ω scansθmax = 29.2°, θmin = 2.9°
Absorption correction: multi-scan
(SADABS; Bruker, 1998)
h = 1818
Tmin = 0.425, Tmax = 0.539k = 911
5694 measured reflectionsl = 1818
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.043Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.127H-atom parameters constrained
S = 1.12 w = 1/[σ2(Fo2) + (0.0623P)2 + 3.240P]
where P = (Fo2 + 2Fc2)/3
1997 reflections(Δ/σ)max < 0.001
79 parametersΔρmax = 1.23 e Å3
0 restraintsΔρmin = 0.85 e Å3
Crystal data top
[ZnI2(C12H12N2)]V = 1503.8 (5) Å3
Mr = 503.43Z = 4
Monoclinic, C2/cMo Kα radiation
a = 13.421 (2) ŵ = 5.72 mm1
b = 8.441 (2) ÅT = 298 K
c = 13.752 (3) Å0.48 × 0.12 × 0.11 mm
β = 105.140 (14)°
Data collection top
Bruker SMART CCD
diffractometer
1997 independent reflections
Absorption correction: multi-scan
(SADABS; Bruker, 1998)
1748 reflections with I > 2σ(I)
Tmin = 0.425, Tmax = 0.539Rint = 0.076
5694 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0430 restraints
wR(F2) = 0.127H-atom parameters constrained
S = 1.12Δρmax = 1.23 e Å3
1997 reflectionsΔρmin = 0.85 e Å3
79 parameters
Special details top

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
C10.1171 (5)0.2312 (7)0.4901 (4)0.0650 (14)
H1A0.14950.16570.45010.078*
H1B0.05180.18580.49140.078*
H1C0.16070.23780.55750.078*
C20.1003 (4)0.3936 (6)0.4452 (3)0.0498 (9)
C30.1376 (4)0.5282 (8)0.5028 (4)0.0624 (13)
H30.17370.51920.57020.075*
C40.1190 (5)0.6766 (8)0.4564 (5)0.0677 (14)
H40.14350.76800.49250.081*
C50.0640 (4)0.6862 (6)0.3567 (4)0.0581 (11)
H50.04990.78420.32510.070*
C60.0304 (4)0.5486 (5)0.3045 (3)0.0466 (9)
N10.0498 (3)0.4055 (4)0.3488 (3)0.0429 (7)
Zn10.00000.22134 (8)0.25000.0467 (2)
I10.15441 (3)0.07347 (4)0.21872 (3)0.06177 (17)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.061 (3)0.082 (4)0.049 (3)0.010 (3)0.010 (2)0.017 (2)
C20.045 (2)0.062 (3)0.043 (2)0.0025 (19)0.0125 (17)0.0009 (18)
C30.051 (2)0.086 (4)0.047 (2)0.001 (3)0.0064 (19)0.017 (2)
C40.062 (3)0.068 (3)0.073 (3)0.009 (3)0.017 (3)0.030 (3)
C50.058 (3)0.046 (2)0.068 (3)0.003 (2)0.011 (2)0.011 (2)
C60.050 (2)0.0395 (19)0.052 (2)0.0028 (16)0.0149 (18)0.0068 (16)
N10.0444 (17)0.0428 (17)0.0406 (16)0.0000 (14)0.0097 (13)0.0026 (13)
Zn10.0570 (4)0.0354 (3)0.0469 (4)0.0000.0121 (3)0.000
I10.0680 (3)0.0582 (2)0.0608 (2)0.01460 (14)0.01977 (18)0.00003 (13)
Geometric parameters (Å, º) top
C1—C21.496 (8)C4—H40.9300
C1—H1A0.9600C5—C61.378 (6)
C1—H1B0.9600C5—H50.9300
C1—H1C0.9600C6—N11.347 (6)
C2—N11.327 (6)C6—C6i1.508 (9)
C2—C31.400 (8)Zn1—N12.058 (3)
C3—C41.398 (9)Zn1—N1i2.058 (3)
C3—H30.9300Zn1—I1i2.5501 (6)
C4—C51.379 (8)Zn1—I12.5501 (6)
C2—C1—H1A109.5C6—C5—C4119.0 (5)
C2—C1—H1B109.5C6—C5—H5120.5
H1A—C1—H1B109.5C4—C5—H5120.5
C2—C1—H1C109.5N1—C6—C5121.5 (5)
H1A—C1—H1C109.5N1—C6—C6i116.1 (2)
H1B—C1—H1C109.5C5—C6—C6i122.4 (3)
N1—C2—C3121.2 (5)C2—N1—C6120.5 (4)
N1—C2—C1117.7 (4)C2—N1—Zn1126.6 (3)
C3—C2—C1121.2 (5)C6—N1—Zn1112.8 (3)
C4—C3—C2118.3 (5)N1—Zn1—N1i81.9 (2)
C4—C3—H3120.8N1—Zn1—I1i113.38 (10)
C2—C3—H3120.8N1i—Zn1—I1i110.04 (10)
C5—C4—C3119.5 (5)N1—Zn1—I1110.04 (10)
C5—C4—H4120.3N1i—Zn1—I1113.38 (10)
C3—C4—H4120.3I1i—Zn1—I1121.39 (3)
N1—C2—C3—C40.9 (7)C5—C6—N1—C21.6 (7)
C1—C2—C3—C4179.8 (5)C6i—C6—N1—C2178.1 (5)
C2—C3—C4—C50.8 (8)C5—C6—N1—Zn1175.7 (4)
C3—C4—C5—C61.3 (8)C6i—C6—N1—Zn14.7 (6)
C4—C5—C6—N10.1 (8)C2—N1—Zn1—N1i178.8 (5)
C4—C5—C6—C6i179.8 (6)C6—N1—Zn1—N1i1.7 (2)
C3—C2—N1—C62.1 (7)C2—N1—Zn1—I1i72.8 (4)
C1—C2—N1—C6178.6 (4)C6—N1—Zn1—I1i110.1 (3)
C3—C2—N1—Zn1174.7 (3)C2—N1—Zn1—I166.8 (4)
C1—C2—N1—Zn14.6 (6)C6—N1—Zn1—I1110.3 (3)
Symmetry code: (i) x, y, z+1/2.

Experimental details

Crystal data
Chemical formula[ZnI2(C12H12N2)]
Mr503.43
Crystal system, space groupMonoclinic, C2/c
Temperature (K)298
a, b, c (Å)13.421 (2), 8.441 (2), 13.752 (3)
β (°) 105.140 (14)
V3)1503.8 (5)
Z4
Radiation typeMo Kα
µ (mm1)5.72
Crystal size (mm)0.48 × 0.12 × 0.11
Data collection
DiffractometerBruker SMART CCD
Absorption correctionMulti-scan
(SADABS; Bruker, 1998)
Tmin, Tmax0.425, 0.539
No. of measured, independent and
observed [I > 2σ(I)] reflections
5694, 1997, 1748
Rint0.076
(sin θ/λ)max1)0.687
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.043, 0.127, 1.12
No. of reflections1997
No. of parameters79
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)1.23, 0.85

Computer programs: SMART (Bruker, 1998), SAINT (Bruker, 1998), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), ORTEP-3 (Farrugia, 1997), WinGX (Farrugia, 1999).

Selected geometric parameters (Å, º) top
Zn1—N12.058 (3)Zn1—I12.5501 (6)
N1—Zn1—N1i81.9 (2)
Symmetry code: (i) x, y, z+1/2.
 

Acknowledgements

We are grateful to the Damghan University of Basic Sciences and Islamic Azad University, Shahr-e-Rey Branch, for financial support.

References

First citationAhmadi, R., Kalateh, K., Alizadeh, R., Khoshtarkib, Z. & Amani, V. (2009). Acta Cryst. E65, m848–m849.  Web of Science CSD CrossRef CAS IUCr Journals Google Scholar
First citationAhmadi, R., Kalateh, K., Ebadi, A., Amani, V. & Khavasi, H. R. (2008). Acta Cryst. E64, m1266.  Web of Science CSD CrossRef IUCr Journals Google Scholar
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