Issue contents
Download PDF of article
Download CIF
3D view
Navigation
Highlighting
Dictionary of Crystallography reference
IUPAC Gold Book reference
more ...
Download citation
FormatBIBTeX
EndNote
RefMan
Refer
Medline
CIF
SGML
Plain Text
share
Previous article
Next article
Previous article
Issue contents
Download PDF of article
Download CIF
3D view
Navigation
Highlighting
Dictionary of Crystallography reference
IUPAC Gold Book reference
more ...
Download citation
FormatBIBTeX
EndNote
RefMan
Refer
Medline
CIF
SGML
Plain Text
share
Next article

metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890
Volume 65| Part 9| September 2009| Pages m1080-m1081
doi:10.1107/S1600536809032152

trans-Di-μ-iodido-bis­­[(3H-1,2-benzodi­thiole-3-thione)iodidomercury(II)]

El Adoui Laifa,a Lamia Bendjeddou,a* Naouel Boudraa,a Slimane Dahaouib and Claude Lecomteb

aLaboratoire de Chimie Moléculaire, du Contrôle, de l'Environnement et des Mesures Physico-Chimiques, Faculté des Sciences, Département de Chimie, Université Mentouri de Constantine, 25000 Constantine, Algeria, and bCristallographie, Résonance Magnétique et Modélisation (CRM2), Université Henri Poincaré, Nancy 1, Faculté des Sciences, BP 70239, 54506 Vandoeuvre lès Nancy CEDEX, France
*Correspondence e-mail: Lamiabendjeddou@yahoo.fr

(Received 27 July 2009; accepted 13 August 2009; online 19 August 2009)

The complete molecule of the dinuclear title compound, [Hg2I4(C7H4S3)2], is generated by crystallographic inversion symmetry. The complex has a dimeric structure in which each HgII ion adopts a tetra­hedral geometry and is coordinated by two bridging I atoms, one terminal iodide ion and one thio­carbonyl S atom (C=S) of the ligand. The square plane formed by the Hg and I atoms and their symmetry counterparts makes a dihedral angle of 89.66 (3)° with the DDT plane. There is no classical hydrogen bonding, but weak S⋯S inter­actions of 3.4452 (7) and 3.6859 (7) Å maintain the cohesion of the crystal structure.

Related literature

For S⋯S inter­actions in sulfur-rich organic donor–acceptor compounds or radical salts, see: Cassoux et al. (1991[Cassoux, P., Valade, L., Kobayashi, H., Kobayashi, A., Clark, R. A. & Underhill, A. E. (1991). Coord. Chem. Rev. pp. 110-115.]); Klinsberg & Schraber (1962[Klinsberg, E. & Schraber, A. M. (1962). J. Am. Chem. Soc. 84, 2941-2944.]). For the effects on the mol­ecular packing and S⋯S contacts of modifying the structure of the organic molecule or changing the counter-ion or the co-crystallized solvent, see: Pullen & Olk (1999[Pullen, A. E. & Olk, R.-M. (1999). Coord. Chem. Rev. pp. 118-211.]); Schlueter et al. (1996[Schlueter, J. A., Williams, J. M., Geiser, U., Wang, H. H., Kini, A. M., Kelly, M. E. & Dudek, J. D. (1996). Mol. Cryst. Liq. Cryst. 285, 43-50.]). In this context, a series of polymeric complexes has been reported with Ag+ (Dai, Munakata, Kuroda-Sowa et al., 1997[Dai, J., Munakata, M., Kuroda-Sowa, T., Suenaga, Y., Wu, L. P. & Yamamoto, M. (1997). Inorg. Chim. Acta, 255, 163-166.]; Dai, Kudora-Sowa et al., 1997[Dai, J., Kudora-Sowa, T., Munakata, M., Maekawa, M., Suenaga, Y. & Ohno, Y. (1997). J. Chem. Soc. Dalton Trans. pp. 2363-2368.]) and a tetra-nuclear CuI4 cluster (Dai, Munakata, Wu et al., 1997[Dai, J., Munakata, M., Wu, L. P., Kuroda-Sowa, T. & Suenaga, Y. (1997). Inorg. Chim. Acta, 258, 65-69.]). For comparison bond lengths and angles in related chloride-bridged dimeric Hg(II) complexes, see: Brodersen & Hummel (1987[Brodersen, K. & Hummel, H.-U. (1987). In Comprehensive Coordination Chemistry, Vol. 5, edited by G. Wilkinson, R. D. Gillard & J. A. McCleverty, pp. 1047-1170. New York: Pergamon.]); Dean (1978[Dean, P. A. W. (1978). Prog. Inorg. Chem. 24, 109-178.]).

[Scheme 1]

Experimental

Crystal data

  • [Hg2I4(C7H4S3)2]

  • Mr = 1277.40

  • Triclinic, [P \overline 1]

  • a = 7.86285 (10) Å

  • b = 8.19304 (11) Å

  • c = 10.46506 (13) Å

  • α = 105.2917 (11)°

  • β = 98.3031 (10)°

  • γ = 105.6957 (11)°

  • V = 608.92 (2) Å3

  • Z = 1

  • Mo Kα radiation

  • μ = 18.18 mm−1

  • T = 100 K

  • 0.16 × 0.1 × 0.08 mm
Data collection

  • Oxford Diffraction SuperNova diffractometer with an Atlas detector

  • Absorption correction: analytical (Clark et al., 1995[Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897.]) Tmin = 0.167, Tmax = 0.347

  • 44929 measured reflections

  • 4951 independent reflections

  • 4698 reflections with I > 2σ(I)

  • Rint = 0.051
Refinement

  • R[F2 > 2σ(F2)] = 0.015

  • wR(F2) = 0.037

  • S = 1.05

  • 4951 reflections

  • 118 parameters

  • H-atom parameters constrained

  • Δρmax = 1.20 e Å−3

  • Δρmin = −1.55 e Å−3

Table 1
Selected geometric parameters (Å, °)

Hg1—S1 2.5169 (7)
Hg1—I2 2.6599 (2)
Hg1—I1 2.8148 (4)
Hg1—I1i 3.1002 (4)
S1—Hg1—I2 138.842 (15)
S1—Hg1—I1 98.374 (17)
I2—Hg1—I1i 103.851 (13)
I1—Hg1—I1i 95.210 (10)
Symmetry code: (i) -x, -y+1, -z+1.

Data collection: CrysAlis CCD (Oxford Diffraction, 2009[Oxford Diffraction (2009). CrysAlis CCD and CrysAlis RED. Oxford Diffraction, Wrocław, Poland.]); cell refinement: CrysAlis RED (Oxford Diffraction, 2009[Oxford Diffraction (2009). CrysAlis CCD and CrysAlis RED. Oxford Diffraction, Wrocław, Poland.]); data reduction: CrysAlis RED; program(s) used to solve structure: SIR92 (Altomare et al., 1993[Altomare, A., Cascarano, G., Giacovazzo, C. & Guagliardi, A. (1993). J. Appl. Cryst. 26, 343-350.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: ORTEP-3I (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

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809032152/bq2156sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536809032152/bq2156Isup2.hkl

checkCIF report


Comment top

Sulfur-rich organic donor-acceptor compounds or radical salts are widely used as bricks in the crystal architecture of molecular materials. The S···S interaction or contact in this compounds is one of the most important contributors to their unique electronic properties (Klinsberg et al., 1962, Cassoux et al., 1991). It has been understood that intermolecular S···S interactions are providing the pass way of the electrons in the molecular conductor. Up to now great efforts have been made to design the molecular packing and to strengthen the S···S contacts by modifying the structure of the organic molecule itself, by changing the size of the conter ion and even the co-crystallized solvent molecules (Pullen et al., 1999; Schlueter et al., 1996). In this context a series of polymeric complexes have been reported with (Ag+) metal (Dai, Munakata, Kuroda-Sowa et al., 1997; Dai, Kudora-Sowa et al., 1997) and a tetra-nuclear cluster CuI4 (Dai, Munakata, Wu et al., 1997). In this paper an organic-inorganic hybrid compound is reported with the formula: [Hg2I4(DTT)2](1),DTT=C7H4S3, 4,5-benzo-1,2-dithiole-3-thione.

The complex [Hg2 (C14H8S6)I4] is found to be a halogen-bridged dimer related by an inversion centre. An ORTEP view of the complex together with the atomic labeling scheme is given in Fig.1. The mercury atom is four-coordinated with significant distortion from tetrahedral. Two of these bonds are formed by two asymmetric iodide bridges, while the remaining two bonds are formed by a terminal iodide ion and thiocarbonyl sulfur atom of the ligand. The square-like plane formed by mercury and iodide atoms with their symmetry counterparts makes 89.66 (3)° dihedral angle with DDT plane.

The selected bond lengths and angles for the complex are listed in table (1) in which the data of the dimeric unit are comparable to those reported in the literature for related chloride bridged dimeric Hg(II) complexes (Brodersen et al., 1987; Dean, 1978).

Coordination modes of the C7H4S3 ligand have been classified into four types (Dai, Kudora-Sowa et al., 1997). They are monodentate coordination by the thiocarbonyl group (type I), bridge formation by the sulfur of the thiocarbonyl group (type II), bidentate coordination by both thiocarbonyl group and thioether group (type III) and tridentate coordination by the thiocarbonyl sulfur (acting as a bridge) and the thioether sulfur (type IV).

Although the coordination of the ligand in type I has been found in complex: [Cu4I4(C5H4S5)4]∞ and{[Ag(C5H4S5)3]ClO4CH3CN}2 (Dai, Kudora-Sowa et al., 1997; Dai, Munakata, Wu et al., 1997), other coordination types co-exist in these complexes.

[Hg2(C7H4S3)2I4] is the complex found in the coordination of the ligands only in type I. The S(2)—C(1)distance of 1.703 (2)Å in this compound is longer than that for the free ligand 1.645Å (Dai, Munakata, Kuroda-Sowa et al., 1997). This longer S(2)—C(1) distance attributes to the strong coordination of the thiocarbonyl sulfur to soft mercury(II) ion that weakens the S(2)—C(1) bond.

The absence of intermolecular hydrogen bonding shows that the molecules are retained to each other by Van der Walls interaction only. The second type of bonds arises from an S(2)—I(1) and S(3)—I(1) interaction with two different bond lengths, 3.4452 (7)Å and 3.6859 (7) Å respectively (Fig.2). These bonds maintain the cohesion of the crystalline structure.

Related literature top

For S···S interactions in sulfur-rich organic donor–acceptor compounds or radical salts, see: Cassoux et al. (1991); Klinsberg & Schraber (1962). Attempts have been made to design the molecular packing and to strengthen the S···S contacts by modifying the structure of the organic molecule itself, by changing the size of the counter-ion or the co-crystallized solvent molecules, see: Pullen & Olk (1999); Schlueter et al. (1996). In this context, a series of polymeric complexes has been reported with Ag+ (Dai, Munakata, Kuroda-Sowa et al., 1997; Dai, Kudora-Sowa et al., 1997) and a tetra-nuclear CuI4 cluster (Dai, Munakata, Wu et al., 1997). For comparison bond lengths and angles in related chloride-bridged dimeric Hg(II) complexes, see: Brodersen & Hummel (1987); Dean (1978).

Experimental top

The reagent C7H4S3 was prepared using a literature method (Klinsberg et al., 1962) and characterized. The solvent was dried and distilled by a standard method before use. All other chemicals were obtained from commercial sources and used without further purification. Infrared spectra were measured as KBr disc on a Nicolet 205 F T—IR spectrometer.

A solution of HgI2 (2.5 m mol, 1,130 g) in acetone (15 ml) was added to a solution of C7H4S3 (2.5 m mol, 0,460 g) in acetone at room temperature under argon atmosphere. An orange precipitate was formed immediately and the mixture was stirred for 50 min. The precipitate was filtered, washed with petroleum ether (yield: 60%). Orange crystals for x-ray measurement were obtained by recrystaling the solid in THF. IR (KBr, cm-1):n(C=C) 1447 ms, n(C=S) 991,3vs, n(Hg—S) 256,5 ms, n(Hg—I) 167,8vs.

Refinement top

H atoms were positioned geometrically and refined in the riding-model approximation, with C—H = 0.93 Å and with Uiso(H) = 1.2 Ueq(C)

Computing details top

Data collection: CrysAlis CCD (Oxford Diffraction, 2009); cell refinement: CrysAlis RED (Oxford Diffraction, 2009); data reduction: CrysAlis RED (Oxford Diffraction, 2009); program(s) used to solve structure: SIR92 (Altomare et al., 1993); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP3I (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).

Figures top
[Figure 1] Fig. 1. : An ORTEP view of the dimeric structure of (I) with the atom-labeling scheme. Displacement ellipsoids for non-H atoms are drawn at the 50% probability level. [Symmetry code: (a) -x, 1-y, 1-z]
[Figure 2] Fig. 2. : A View of the structure compound showing the interactions between two adjacent dimer. Atoms marked with a hash symbol (#) and dollar sign ($), are at the symmetry positions (x, 1 + y, z), (x, -1 + y, z) respectively.
trans-Di-µ-iodido-bis[(3H-1,2-benzodithiole-3- thione)iodidomercury(II)] top
Crystal data top
[Hg2I4(C7H4S3)2]Z = 1
Mr = 1277.40F(000) = 560
Triclinic, P1Dx = 3.483 Mg m−3
Hall symbol: -P 1Melting point: 192 K
a = 7.86285 (10) ÅMo Kα radiation, λ = 0.7107 Å
b = 8.19304 (11) ÅCell parameters from 4951 reflections
c = 10.46506 (13) Åθ = 2.8–35.0°
α = 105.2917 (11)°µ = 18.18 mm−1
β = 98.3031 (10)°T = 100 K
γ = 105.6957 (11)°Needle, orange
V = 608.92 (2) Å30.16 × 0.1 × 0.08 mm
Data collection top
Super Nova
diffractometer (Dual, Cu at zero, Mo active) with an Atlas detector		4951 independent reflections
Radiation source: Enhance (Mo) X-ray Source4698 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.051
Detector resolution: 10.4508 pixels mm-1θmax = 34.0°, θmin = 3.2°
ω scansh = −12→12
Absorption correction: analytical
(Clark et al., 1995)		k = −13→13
Tmin = 0.167, Tmax = 0.347l = −16→16
44929 measured reflections
Refinement top
Refinement on F20 restraints
Least-squares matrix: fullH-atom parameters constrained
R[F2 > 2σ(F2)] = 0.015 w = 1/[σ2(Fo2) + (0.0169P)2 + 0.3949P]
where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.037(Δ/σ)max = 0.002
S = 1.05Δρmax = 1.20 e Å−3
4951 reflectionsΔρmin = −1.55 e Å−3
118 parameters
Crystal data top
[Hg2I4(C7H4S3)2]γ = 105.6957 (11)°
Mr = 1277.40V = 608.92 (2) Å3
Triclinic, P1Z = 1
a = 7.86285 (10) ÅMo Kα radiation
b = 8.19304 (11) ŵ = 18.18 mm−1
c = 10.46506 (13) ÅT = 100 K
α = 105.2917 (11)°0.16 × 0.1 × 0.08 mm
β = 98.3031 (10)°
Data collection top
Super Nova
diffractometer (Dual, Cu at zero, Mo active) with an Atlas detector		4951 independent reflections
Absorption correction: analytical
(Clark et al., 1995)		4698 reflections with I > 2σ(I)
Tmin = 0.167, Tmax = 0.347Rint = 0.051
44929 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0150 restraints
wR(F2) = 0.037H-atom parameters constrained
S = 1.05Δρmax = 1.20 e Å−3
4951 reflectionsΔρmin = −1.55 e Å−3
118 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
Hg10.176661 (11)0.378520 (10)0.439759 (7)0.01756 (2)
I10.127512 (16)0.692780 (15)0.404010 (12)0.01240 (3)
I20.072031 (19)0.088861 (17)0.221273 (13)0.01654 (3)
S10.41650 (7)0.51906 (6)0.65918 (5)0.01343 (8)
C10.4481 (3)0.3455 (3)0.70715 (19)0.0124 (3)
S20.33319 (7)0.13144 (6)0.60634 (5)0.01541 (9)
S30.44554 (7)0.00480 (7)0.72353 (5)0.01732 (9)
C70.6773 (3)0.5278 (3)0.92676 (19)0.0145 (3)
H70.67330.63490.91380.017*
C20.5686 (3)0.3630 (3)0.82988 (19)0.0117 (3)
C30.5762 (3)0.2021 (3)0.85055 (19)0.0142 (3)
C50.7939 (3)0.3662 (3)1.0612 (2)0.0185 (4)
H50.86920.3691.13940.022*
C60.7895 (3)0.5283 (3)1.0409 (2)0.0173 (4)
H60.86290.63631.10490.021*
C40.6894 (3)0.2039 (3)0.9680 (2)0.0176 (4)
H40.69370.09760.98250.021*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Hg10.02112 (4)0.01604 (4)0.01403 (4)0.00738 (3)−0.00021 (3)0.00324 (3)
I10.01305 (5)0.01087 (5)0.01336 (5)0.00370 (4)0.00296 (4)0.00420 (4)
I20.01919 (6)0.01330 (5)0.01626 (6)0.00601 (5)0.00372 (4)0.00271 (4)
S10.0141 (2)0.01235 (18)0.01343 (19)0.00436 (16)0.00122 (15)0.00450 (15)
C10.0114 (7)0.0132 (7)0.0130 (7)0.0045 (6)0.0037 (6)0.0038 (6)
S20.0157 (2)0.01270 (18)0.0152 (2)0.00376 (17)−0.00177 (16)0.00373 (16)
S30.0200 (2)0.01284 (19)0.0179 (2)0.00602 (18)−0.00073 (17)0.00482 (17)
C70.0142 (8)0.0160 (8)0.0127 (8)0.0052 (7)0.0022 (6)0.0037 (7)
C20.0104 (7)0.0145 (7)0.0110 (7)0.0053 (6)0.0026 (6)0.0039 (6)
C30.0155 (8)0.0166 (8)0.0123 (7)0.0076 (7)0.0038 (6)0.0050 (6)
C50.0187 (9)0.0244 (9)0.0135 (8)0.0110 (8)0.0014 (7)0.0049 (7)
C60.0155 (9)0.0198 (9)0.0138 (8)0.0054 (7)0.0007 (7)0.0026 (7)
C40.0200 (9)0.0201 (9)0.0143 (8)0.0098 (8)0.0025 (7)0.0055 (7)
Geometric parameters (Å, º) top
Hg1—S12.5169 (7)C7—C61.377 (3)
Hg1—I22.6599 (2)C7—C21.409 (3)
Hg1—I12.8148 (4)C7—H70.93
Hg1—I1i3.1002 (4)C2—C31.406 (3)
I1—Hg1i3.1002 (4)C3—C41.404 (3)
S1—C11.6935 (19)C5—C41.373 (3)
C1—C21.430 (3)C5—C61.408 (3)
C1—S21.702 (2)C5—H50.93
S2—S32.0532 (7)C6—H60.93
S3—C31.734 (2)C4—H40.93
S1—Hg1—I2138.842 (15)C3—C2—C7119.89 (17)
S1—Hg1—I198.374 (17)C3—C2—C1115.91 (17)
I2—Hg1—I1117.574 (11)C7—C2—C1124.19 (17)
S1—Hg1—I1i91.326 (17)C4—C3—C2120.60 (18)
I2—Hg1—I1i103.851 (13)C4—C3—S3122.18 (16)
I1—Hg1—I1i95.210 (10)C2—C3—S3117.21 (14)
Hg1—I1—Hg1i84.790 (10)C4—C5—C6121.54 (18)
C1—S1—Hg1105.26 (7)C4—C5—H5119.2
C2—C1—S1124.72 (15)C6—C5—H5119.2
C2—C1—S2115.08 (14)C7—C6—C5120.41 (19)
S1—C1—S2120.20 (11)C7—C6—H6119.8
C1—S2—S397.66 (7)C5—C6—H6119.8
C3—S3—S294.06 (7)C5—C4—C3118.47 (19)
C6—C7—C2119.08 (18)C5—C4—H4120.8
C6—C7—H7120.5C3—C4—H4120.8
C2—C7—H7120.5
Symmetry code: (i) −x, −y+1, −z+1.

Experimental details

Crystal data
Chemical formula[Hg2I4(C7H4S3)2]
Mr1277.40
Crystal system, space groupTriclinic, P1
Temperature (K)100
a, b, c (Å)7.86285 (10), 8.19304 (11), 10.46506 (13)
α, β, γ (°)105.2917 (11), 98.3031 (10), 105.6957 (11)
V (Å3)608.92 (2)
Z1
Radiation typeMo Kα
µ (mm−1)18.18
Crystal size (mm)0.16 × 0.1 × 0.08
Data collection
DiffractometerSuper Nova
diffractometer (Dual, Cu at zero, Mo active) with an Atlas detector
Absorption correctionAnalytical
(Clark et al., 1995)
Tmin, Tmax0.167, 0.347
No. of measured, independent and
observed [I > 2σ(I)] reflections		44929, 4951, 4698
Rint0.051
(sin θ/λ)max (Å−1)0.787
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.015, 0.037, 1.05
No. of reflections4951
No. of parameters118
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å−3)1.20, −1.55

Computer programs: CrysAlis CCD (Oxford Diffraction, 2009), CrysAlis RED (Oxford Diffraction, 2009), SIR92 (Altomare et al., 1993), SHELXL97 (Sheldrick, 2008), ORTEP3I (Farrugia, 1997), WinGX (Farrugia, 1999).

Selected geometric parameters (Å, º) top
Hg1—S12.5169 (7)Hg1—I12.8148 (4)
Hg1—I22.6599 (2)Hg1—I1i3.1002 (4)
S1—Hg1—I2138.842 (15)I2—Hg1—I1i103.851 (13)
S1—Hg1—I198.374 (17)I1—Hg1—I1i95.210 (10)
Symmetry code: (i) −x, −y+1, −z+1.
 

Acknowledgements

Technical support (X-ray measurements at SCDRX) from Université Henry Poincaré, Nancy 1 is gratefully acknowledged.

References

First citationAltomare, A., Cascarano, G., Giacovazzo, C. & Guagliardi, A. (1993). J. Appl. Cryst. 26, 343–350.  CrossRef Web of Science IUCr Journals Google Scholar
 First citationBrodersen, K. & Hummel, H.-U. (1987). In Comprehensive Coordination Chemistry, Vol. 5, edited by G. Wilkinson, R. D. Gillard & J. A. McCleverty, pp. 1047–1170. New York: Pergamon.  Google Scholar
 First citationCassoux, P., Valade, L., Kobayashi, H., Kobayashi, A., Clark, R. A. & Underhill, A. E. (1991). Coord. Chem. Rev. pp. 110–115.  Google Scholar
 First citationClark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887–897.  CrossRef CAS Web of Science IUCr Journals Google Scholar
 First citationDai, J., Kudora-Sowa, T., Munakata, M., Maekawa, M., Suenaga, Y. & Ohno, Y. (1997). J. Chem. Soc. Dalton Trans. pp. 2363–2368.  CSD CrossRef Web of Science Google Scholar
 First citationDai, J., Munakata, M., Kuroda-Sowa, T., Suenaga, Y., Wu, L. P. & Yamamoto, M. (1997). Inorg. Chim. Acta, 255, 163–166.  CSD CrossRef CAS Web of Science Google Scholar
 First citationDai, J., Munakata, M., Wu, L. P., Kuroda-Sowa, T. & Suenaga, Y. (1997). Inorg. Chim. Acta, 258, 65–69.  CSD CrossRef CAS Web of Science Google Scholar
 First citationDean, P. A. W. (1978). Prog. Inorg. Chem. 24, 109–178.  CrossRef CAS Google Scholar
 First citationFarrugia, L. J. (1997). J. Appl. Cryst. 30, 565.  CrossRef IUCr Journals Google Scholar
 First citationFarrugia, L. J. (1999). J. Appl. Cryst. 32, 837–838.  CrossRef CAS IUCr Journals Google Scholar
 First citationKlinsberg, E. & Schraber, A. M. (1962). J. Am. Chem. Soc. 84, 2941–2944.  Google Scholar
 First citationOxford Diffraction (2009). CrysAlis CCD and CrysAlis RED. Oxford Diffraction, Wrocław, Poland.  Google Scholar
 First citationPullen, A. E. & Olk, R.-M. (1999). Coord. Chem. Rev. pp. 118–211.  Google Scholar
 First citationSchlueter, J. A., Williams, J. M., Geiser, U., Wang, H. H., Kini, A. M., Kelly, M. E. & Dudek, J. D. (1996). Mol. Cryst. Liq. Cryst. 285, 43–50.  CrossRef CAS Web of Science Google Scholar
 First citationSheldrick, G. M. (2008). Acta Cryst. A64, 112–122.  Web of Science CrossRef CAS IUCr Journals Google Scholar

This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890
Volume 65| Part 9| September 2009| Pages m1080-m1081
doi:10.1107/S1600536809032152
Follow Acta Cryst. E
Sign up for e-alerts
E-alerts
Follow Acta Cryst. on Twitter
Twitter
Follow us on facebook
Facebook
Sign up for RSS feeds
RSS