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Acta Cryst. (2007). E63, m1951    [ doi:10.1107/S1600536807029145 ]

Diiodidobis(1,10-phenanthroline-[kappa]2N,N')cadmium(II)

M.-L. Cao, X. Fang, H.-Y. Yu and J.-D. Wang

Abstract top

The title compound, [CdI2(C12H8N2)2], consists of two 1,10-phenanthroline (phen) ligands, two I atoms and one Cd atom. The coordination geometry around the Cd atom, which lies on a twofold rotation axis, is slightly distorted octahedral. In the crystal structure, the dihedral angle between the two phen ligands is 89.03 (5)°. The crystal packing is stabilized by intermolecular [pi]-[pi] interactions of phen rings, with a parallel distance of 3.362 Å, a centroid-centroid distance of 3.903 Å and a slip distance of 1.983 Å, and C-H...I hydrogen bonding [I...H = 3.091 and 2.990 Å].

Comment top

The title compound, (I), is a complex with organic and inorganic ligands, which can be used as a catalyst in chemical and biochemical reactions (Boys et al. 1988).

The molecular structure of (I) is shown in Fig. 1. Four N atoms from phen and two I atoms form a distorted octahedron arrangement around the Cd atom. The dihedral angle between the two phen rings of one molecule is 89.03 (5)°. The angles of the axial and equatorial I—Cd—N bonds are different at 161.72 (17) and 90.13 (17), respectively.

In the crystal structure of (I), the crystal packing is stabilized by intermolecular \p-\p stacking interactions, with the distances between phen rings centroids of 3.362\%A, 3.903\%A, and a slip distance of 1.983\%A. There are also weak I–H secondary interactions with distances of 3.091\%A for I(1)–H(16 A) and 2.990\%A for I(1)–H(9 A).

Related literature top

For related literature, see: Bowmaker et al. (1973); Boys (1988); Boys et al. (1981); Healy et al. (1985); Pallenberg et al. (1995); Wicholas & Wolford (1974); Yang et al. (2004).

Experimental top

The title compound was prepared by the slow addition of CdI~2~ (0.0183 g, 0.05 mmol) and phen (0.018 g, 0.1 mmol) to 10 ml DMF, stirred for 30 min. The solution was filtered, after the solvent was slowly evaporated at room temperature, colorless crystals was obtained.

Computing details top

Data collection: RAPID-AUTO (Rigaku, 2004); cell refinement: RAPID-AUTO; data reduction: RAPID-AUTO; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEX (McArdle, 1996); software used to prepare material for publication: SHELXL97.

Figures top
[Figure 1] Fig. 1. A view of the molecular structure of (I), with displacement ellipsoids drawn at the 50% probabilty level for non-H atoms.
Diiodidobis(1,10-phenanthroline-κ2N,N')cadmium(II) top
Crystal data top
[CdI2(C12H8N2)2]F000 = 1368
Mr = 726.61Dx = 2.168 Mg m−3
Orthorhombic, PbcnMo Kα radiation
λ = 0.71069 Å
Hall symbol: -P2n2abCell parameters from 12645 reflections
a = 13.4833 (5) Åθ = 6.0–55.0º
b = 9.5244 (3) ŵ = 3.77 mm−1
c = 17.3385 (5) ÅT = 173 (2) K
V = 2226.41 (13) Å3Block, colorless
Z = 40.08 × 0.07 × 0.01 mm
Data collection top
Rigaku R-AXIS SPIDER
diffractometer		2554 independent reflections
Radiation source: fine-focus sealed tube1786 reflections with I > 2σ(I)
Monochromator: graphiteRint = 0.067
Detector resolution: 10 pixels mm-1θmax = 27.5º
T = 173(2) Kθmin = 3.0º
ω oscillation scansh = −17→17
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)		k = −11→12
Tmin = 0.664, Tmax = 1.000l = −22→22
20141 measured reflections
Refinement top
Refinement on F2Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: fullOnly H-atom displacement parameters refined
R[F2 > 2σ(F2)] = 0.046  w = 1/[σ2(Fo2) + (0.0462P)2 + 27.7932P]
where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.144(Δ/σ)max = 0.001
S = 1.15Δρmax = 1.84 e Å−3
2554 reflectionsΔρmin = −2.73 e Å−3
149 parametersExtinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methodsExtinction coefficient: 0.0013 (2)
Secondary atom site location: difference Fourier map
Crystal data top
[CdI2(C12H8N2)2]V = 2226.41 (13) Å3
Mr = 726.61Z = 4
Orthorhombic, PbcnMo Kα
a = 13.4833 (5) ŵ = 3.77 mm−1
b = 9.5244 (3) ÅT = 173 (2) K
c = 17.3385 (5) Å0.08 × 0.07 × 0.01 mm
Data collection top
Rigaku R-AXIS SPIDER
diffractometer		2554 independent reflections
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)		1786 reflections with I > 2σ(I)
Tmin = 0.664, Tmax = 1.000Rint = 0.067
20141 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.046Only H-atom displacement parameters refined
wR(F2) = 0.144  w = 1/[σ2(Fo2) + (0.0462P)2 + 27.7932P]
where P = (Fo2 + 2Fc2)/3
S = 1.15Δρmax = 1.84 e Å−3
2554 reflectionsΔρmin = −2.73 e Å−3
149 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
I10.58713 (4)0.08128 (7)0.85926 (4)0.0384 (2)
Cd10.50000.27221 (10)0.75000.0314 (3)
N10.6549 (5)0.3396 (8)0.6981 (4)0.0325 (16)
N20.4792 (5)0.4653 (8)0.6587 (4)0.0314 (16)
C40.7434 (7)0.4817 (10)0.6051 (5)0.037 (2)
C50.6541 (6)0.4377 (10)0.6418 (5)0.035 (2)
C60.7409 (7)0.2878 (11)0.7207 (5)0.039 (2)
H6A0.74060.21970.75910.050*
C70.8321 (7)0.3292 (12)0.6905 (6)0.045 (3)
H7A0.89130.29400.71010.04 (3)*
C80.7383 (8)0.5822 (11)0.5438 (6)0.047 (3)
H8A0.79560.60420.51650.06 (4)*
C90.8314 (7)0.4227 (11)0.6314 (6)0.045 (3)
H9A0.89090.44770.60810.04 (3)*
C110.5627 (7)0.6104 (10)0.5635 (5)0.037 (2)
C130.3902 (8)0.6415 (11)0.5886 (6)0.043 (2)
H13A0.33040.68740.57990.06 (3)*
C140.3957 (7)0.5325 (12)0.6420 (6)0.041 (2)
H14A0.33790.50550.66720.05 (3)*
C150.5633 (6)0.5036 (11)0.6210 (5)0.034 (2)
C160.6540 (8)0.6442 (11)0.5252 (6)0.048 (3)
H16A0.65380.71150.48630.06 (4)*
C170.4733 (8)0.6804 (11)0.5493 (6)0.045 (2)
H17A0.47050.75270.51330.06 (4)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
I10.0315 (3)0.0445 (4)0.0391 (4)−0.0002 (3)−0.0038 (3)0.0038 (3)
Cd10.0224 (4)0.0394 (5)0.0323 (5)0.0000.0013 (4)0.000
N10.025 (4)0.044 (4)0.028 (4)0.001 (3)0.003 (3)0.002 (3)
N20.030 (4)0.034 (4)0.030 (4)0.007 (3)−0.002 (3)0.001 (3)
C40.028 (4)0.041 (5)0.041 (5)−0.012 (4)0.012 (4)−0.012 (4)
C50.027 (4)0.043 (5)0.033 (5)−0.006 (4)0.001 (4)−0.008 (4)
C60.030 (4)0.049 (6)0.037 (5)0.003 (4)0.002 (4)−0.004 (4)
C70.023 (4)0.065 (7)0.047 (6)0.008 (4)−0.001 (4)−0.021 (5)
C80.043 (6)0.051 (6)0.046 (6)−0.013 (5)0.018 (5)−0.003 (5)
C90.028 (5)0.060 (7)0.049 (6)−0.017 (5)0.008 (4)−0.019 (5)
C110.041 (5)0.041 (5)0.028 (5)−0.004 (4)0.003 (4)0.002 (4)
C130.045 (6)0.040 (5)0.044 (6)0.009 (4)−0.004 (5)0.015 (5)
C140.028 (4)0.061 (6)0.036 (5)−0.008 (4)0.001 (4)0.000 (5)
C150.028 (4)0.046 (5)0.029 (5)−0.017 (4)0.002 (3)−0.007 (4)
C160.058 (7)0.045 (6)0.041 (6)−0.005 (5)0.011 (5)0.001 (5)
C170.051 (6)0.044 (6)0.041 (6)−0.007 (5)−0.005 (5)0.007 (5)
Geometric parameters (Å, °) top
I1—Cd12.8766 (9)C6—H6A0.9300
Cd1—N12.362 (7)C7—C91.357 (15)
Cd1—N1i2.362 (7)C7—H7A0.9300
Cd1—N2i2.442 (7)C8—C161.321 (15)
Cd1—N22.442 (7)C8—H8A0.9300
Cd1—I1i2.8766 (9)C9—H9A0.9300
N1—C61.319 (12)C11—C171.400 (14)
N1—C51.351 (12)C11—C151.425 (13)
N2—C141.327 (12)C11—C161.435 (14)
N2—C151.358 (11)C13—C171.362 (14)
C4—C91.390 (15)C13—C141.393 (14)
C4—C51.424 (12)C13—H13A0.9300
C4—C81.432 (14)C14—H14A0.9300
C5—C151.423 (13)C16—H16A0.9300
C6—C71.394 (14)C17—H17A0.9300
N1—Cd1—N1i148.5 (4)C7—C6—H6A118.0
N1—Cd1—N2i86.6 (3)C9—C7—C6117.6 (9)
N1i—Cd1—N2i69.5 (3)C9—C7—H7A121.2
N1—Cd1—N269.5 (2)C6—C7—H7A121.2
N1i—Cd1—N286.6 (3)C16—C8—C4121.5 (9)
N2i—Cd1—N282.3 (3)C16—C8—H8A119.3
N1—Cd1—I1i106.37 (18)C4—C8—H8A119.3
N1i—Cd1—I1i93.52 (18)C7—C9—C4121.2 (9)
N2i—Cd1—I1i161.72 (17)C7—C9—H9A119.4
N2—Cd1—I1i90.13 (17)C4—C9—H9A119.4
N1—Cd1—I193.52 (18)C17—C11—C15117.9 (9)
N1i—Cd1—I1106.37 (18)C17—C11—C16123.4 (9)
N2i—Cd1—I190.13 (17)C15—C11—C16118.7 (9)
N2—Cd1—I1161.72 (17)C17—C13—C14119.4 (9)
I1i—Cd1—I1101.59 (4)C17—C13—H13A120.3
C6—N1—C5118.6 (8)C14—C13—H13A120.3
C6—N1—Cd1124.2 (6)N2—C14—C13123.4 (9)
C5—N1—Cd1117.1 (6)N2—C14—H14A118.3
C14—N2—C15118.2 (8)C13—C14—H14A118.3
C14—N2—Cd1127.0 (6)N2—C15—C5118.5 (8)
C15—N2—Cd1114.7 (6)N2—C15—C11121.6 (9)
C9—C4—C5117.1 (9)C5—C15—C11119.8 (8)
C9—C4—C8123.7 (9)C8—C16—C11121.6 (10)
C5—C4—C8119.2 (9)C8—C16—H16A119.2
N1—C5—C15119.6 (8)C11—C16—H16A119.2
N1—C5—C4121.3 (9)C13—C17—C11119.4 (9)
C15—C5—C4119.0 (9)C13—C17—H17A120.3
N1—C6—C7124.0 (10)C11—C17—H17A120.3
N1—C6—H6A118.0
Symmetry codes: (i) −x+1, y, −z+3/2.
Acknowledgements top

This work was supported by the Foundations of Fujian Province (No. 2006 F5058) and Fuzhou University (No. XRC0527).

references
References top

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