supplementary materials


bq2302 scheme

Acta Cryst. (2011). E67, m1407    [ doi:10.1107/S1600536811037573 ]

Diiodidobis{4-[2-(2-methylphenyl)ethenyl]pyridine-[kappa]N}cadmium

D. Liu

Abstract top

In the title complex, [CdI2(C14H13N)2], the Cd atom lies on a twofold rotation axis that relates the I atom and the 4-(2-methylstyryl)pyridine ligand to their counterparts. Therefore the asymmetric unit contains one crystallographically independent half-molecule. The Cd atom adopts a tetrahedral coordination geometry, coordinated by two I atoms and two N atoms from the symmetry-related 4-(2-methylstyryl)pyridine ligands.

Comment top

In the past decades, the chemistry of cadmium coordination compounds has attracted much attention owing to their interesting synthetic chemistry and potential applications to luminescence. In this paper, we report the crystal structure of the title compound, a new cadmium complex obtained by the reaction of CdI2 and 4-(2-methylstyryl)pyridine.

The title complex crystallizes in the triclinic space group Pī, and the asymmetric unit consists of one crystallographically independent half-molecule. As shown in Fig. 1, each Cd atom is tetrahedrally coordinated by two I atoms and two N atoms from two 4-(2-methylstyryl)pyridine ligands. The mean Cd–I and Cd–N bond lengths are similar with those of the reported complexes (Park et al., 2010; Pickardt et al., 1999; Deng et al., 2009; Deiters et al., 2006; Amoedo-Portela et al., 2003).

Related literature top

For Cd complexes with similar structures, see: Hu & Englert (2002); Hu et al. (2003). Park et al. (2010). For Cd—I and Cd—N bond lengths, see: Pickardt & Staub (1999); Deng et al. (2009); Deiters et al. (2006); Amoedo-Portela et al. (2003).

Experimental top

To a 10 mL Pyrex glass tube was loaded CdI2 (37 mg, 0.1 mmol), 4-(2-methylstyryl)pyridine (20 mg, 0.1 mmol) and 3 ml of H2O. The tube was sealed and heated in an oven to 160 °C for 3 d, and then cooled to ambient temperature at the rate of 5°C h-1 to form yellow crystals.

Refinement top

All the H atoms were placed in geometrically idealized positions (C–H = 0.95 Å for phenyl/pyridyl/vinyl groups and C–H = 0.98 Å for methyl groups) and constrained to ride on their parent atoms with Uiso(H) = 1.2Ueq(C) for phenyl/pyridyl/vinyl groups and Uiso(H) = 1.5Ueq(C) for methyl groups.

Computing details top

Data collection: CrystalClear (Rigaku, 2001); cell refinement: CrystalClear (Rigaku, 2001); data reduction: CrystalStructure (Rigaku/MSC, 2004); program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009).

Figures top
[Figure 1] Fig. 1. Coordination environment of Cd in the compound with nonhydrogen atoms represented by thermal ellipsoids draw at 30% probability level, hydrogen atoms are drawn as spheres of arbitrary radius. [Symmetry code, i: - x, y, - z - 1/2.]
Diiodidobis{4-[2-(2-methylphenyl)ethenyl]pyridine-κN}cadmium top
Crystal data top
[CdI2(C14H13N)2]F(000) = 1448
Mr = 756.72Dx = 1.847 Mg m3
Monoclinic, C2/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2ycCell parameters from 6049 reflections
a = 26.739 (5) Åθ = 3.1–27.5°
b = 7.3613 (15) ŵ = 3.09 mm1
c = 16.072 (3) ÅT = 223 K
β = 120.67 (3)°Block, yellow
V = 2721.0 (12) Å30.35 × 0.30 × 0.25 mm
Z = 4
Data collection top
Rigaku MercuryCCD area-detector
diffractometer
3106 independent reflections
Radiation source: fine-focus sealed tube2204 reflections with I > 2σ(I)
graphiteRint = 0.051
ω scansθmax = 27.5°, θmin = 3.3°
Absorption correction: multi-scan
(REQAB; Jacobson, 1998)
h = 3331
Tmin = 0.354, Tmax = 0.452k = 96
11814 measured reflectionsl = 2020
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)] = 0.029Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.058H-atom parameters constrained
S = 0.83 w = 1/[σ2(Fo2) + (0.0229P)2]
where P = (Fo2 + 2Fc2)/3
3106 reflections(Δ/σ)max = 0.001
151 parametersΔρmax = 0.92 e Å3
0 restraintsΔρmin = 0.57 e Å3
Crystal data top
[CdI2(C14H13N)2]V = 2721.0 (12) Å3
Mr = 756.72Z = 4
Monoclinic, C2/cMo Kα radiation
a = 26.739 (5) ŵ = 3.09 mm1
b = 7.3613 (15) ÅT = 223 K
c = 16.072 (3) Å0.35 × 0.30 × 0.25 mm
β = 120.67 (3)°
Data collection top
Rigaku MercuryCCD area-detector
diffractometer
3106 independent reflections
Absorption correction: multi-scan
(REQAB; Jacobson, 1998)
2204 reflections with I > 2σ(I)
Tmin = 0.354, Tmax = 0.452Rint = 0.051
11814 measured reflectionsθmax = 27.5°
Refinement top
R[F2 > 2σ(F2)] = 0.029H-atom parameters constrained
wR(F2) = 0.058Δρmax = 0.92 e Å3
S = 0.83Δρmin = 0.57 e Å3
3106 reflectionsAbsolute structure: ?
151 parametersFlack parameter: ?
0 restraintsRogers parameter: ?
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
Cd10.00001.22721 (5)0.75000.03840 (11)
I10.053615 (12)1.38570 (3)0.66568 (2)0.05147 (10)
N10.06294 (12)1.0045 (4)0.8449 (2)0.0370 (7)
C10.04379 (17)0.8800 (5)0.8835 (3)0.0472 (10)
H10.00670.89650.87530.057*
C20.07507 (16)0.7311 (5)0.9338 (3)0.0427 (9)
H20.05940.64950.95950.051*
C30.12992 (16)0.6994 (4)0.9473 (3)0.0387 (8)
C40.14992 (16)0.8297 (5)0.9084 (3)0.0462 (10)
H40.18700.81690.91610.055*
C50.11640 (16)0.9759 (5)0.8594 (3)0.0447 (9)
H50.13151.06110.83450.054*
C60.16459 (16)0.5436 (5)0.9986 (3)0.0442 (9)
H60.20280.53981.01020.053*
C70.14763 (16)0.4041 (4)1.0314 (3)0.0386 (8)
H70.10960.41091.02060.046*
C80.18089 (16)0.2417 (4)1.0822 (2)0.0383 (8)
C90.23779 (17)0.2147 (5)1.1024 (3)0.0468 (9)
H90.25510.30341.08310.056*
C100.26921 (18)0.0622 (6)1.1497 (3)0.0553 (11)
H100.30740.04671.16260.066*
C110.2436 (2)0.0677 (5)1.1780 (3)0.0577 (11)
H110.26440.17311.21000.069*
C120.18815 (18)0.0439 (5)1.1597 (3)0.0491 (10)
H120.17160.13371.17980.059*
C130.15574 (16)0.1084 (4)1.1126 (3)0.0386 (8)
C140.09544 (18)0.1297 (5)1.0972 (3)0.0544 (11)
H14A0.08330.01601.11210.082*
H14B0.06850.16221.03040.082*
H14C0.09570.22441.13940.082*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cd10.0410 (2)0.03176 (19)0.0471 (3)0.0000.0258 (2)0.000
I10.05478 (19)0.04516 (15)0.0666 (2)0.00138 (12)0.03979 (17)0.01120 (12)
N10.0339 (17)0.0353 (16)0.0432 (18)0.0012 (13)0.0207 (16)0.0020 (13)
C10.042 (2)0.048 (2)0.063 (3)0.0021 (18)0.035 (2)0.0091 (19)
C20.044 (2)0.040 (2)0.053 (3)0.0016 (17)0.031 (2)0.0103 (18)
C30.045 (2)0.0332 (18)0.041 (2)0.0024 (16)0.025 (2)0.0014 (16)
C40.039 (2)0.043 (2)0.066 (3)0.0038 (17)0.033 (2)0.0090 (19)
C50.045 (2)0.041 (2)0.054 (3)0.0046 (18)0.029 (2)0.0058 (18)
C60.034 (2)0.052 (2)0.046 (2)0.0045 (17)0.019 (2)0.0080 (18)
C70.040 (2)0.0359 (19)0.040 (2)0.0001 (16)0.021 (2)0.0009 (16)
C80.047 (2)0.0330 (18)0.037 (2)0.0022 (16)0.023 (2)0.0013 (15)
C90.049 (3)0.046 (2)0.045 (3)0.0011 (19)0.023 (2)0.0017 (18)
C100.048 (3)0.063 (3)0.046 (3)0.012 (2)0.018 (2)0.000 (2)
C110.071 (3)0.049 (2)0.043 (3)0.019 (2)0.022 (3)0.0122 (19)
C120.063 (3)0.040 (2)0.044 (2)0.0043 (19)0.028 (2)0.0044 (18)
C130.049 (2)0.0348 (18)0.032 (2)0.0034 (17)0.021 (2)0.0007 (15)
C140.068 (3)0.040 (2)0.073 (3)0.0037 (19)0.049 (3)0.0068 (19)
Geometric parameters (Å, °) top
Cd1—N1i2.286 (3)C7—C81.464 (5)
Cd1—N12.286 (3)C7—H70.9400
Cd1—I1i2.6898 (5)C8—C91.398 (5)
Cd1—I12.6898 (5)C8—C131.410 (4)
N1—C51.342 (4)C9—C101.376 (5)
N1—C11.346 (4)C9—H90.9400
C1—C21.366 (5)C10—C111.380 (5)
C1—H10.9400C10—H100.9400
C2—C31.389 (4)C11—C121.369 (5)
C2—H20.9400C11—H110.9400
C3—C41.391 (4)C12—C131.383 (5)
C3—C61.441 (5)C12—H120.9400
C4—C51.365 (5)C13—C141.510 (5)
C4—H40.9400C14—H14A0.9700
C5—H50.9400C14—H14B0.9700
C6—C71.335 (4)C14—H14C0.9700
C6—H60.9400
N1i—Cd1—N188.38 (14)C6—C7—C8128.0 (3)
N1i—Cd1—I1i104.30 (6)C6—C7—H7116.0
N1—Cd1—I1i112.03 (6)C8—C7—H7116.0
N1i—Cd1—I1112.03 (6)C9—C8—C13118.3 (3)
N1—Cd1—I1104.29 (6)C9—C8—C7121.7 (3)
I1i—Cd1—I1128.59 (2)C13—C8—C7120.0 (3)
C5—N1—C1115.8 (3)C10—C9—C8122.0 (3)
C5—N1—Cd1125.8 (2)C10—C9—H9119.0
C1—N1—Cd1118.2 (2)C8—C9—H9119.0
N1—C1—C2123.9 (3)C9—C10—C11118.8 (4)
N1—C1—H1118.1C9—C10—H10120.6
C2—C1—H1118.1C11—C10—H10120.6
C1—C2—C3120.4 (3)C12—C11—C10120.3 (4)
C1—C2—H2119.8C12—C11—H11119.8
C3—C2—H2119.8C10—C11—H11119.8
C2—C3—C4115.5 (3)C11—C12—C13122.0 (3)
C2—C3—C6122.9 (3)C11—C12—H12119.0
C4—C3—C6121.6 (3)C13—C12—H12119.0
C5—C4—C3120.9 (3)C12—C13—C8118.5 (3)
C5—C4—H4119.6C12—C13—C14119.5 (3)
C3—C4—H4119.6C8—C13—C14122.0 (3)
N1—C5—C4123.5 (3)C13—C14—H14A109.5
N1—C5—H5118.3C13—C14—H14B109.5
C4—C5—H5118.3H14A—C14—H14B109.5
C7—C6—C3126.2 (3)C13—C14—H14C109.5
C7—C6—H6116.9H14A—C14—H14C109.5
C3—C6—H6116.9H14B—C14—H14C109.5
Symmetry codes: (i) −x, y, −z+3/2.
Acknowledgements top

This work was supported by the Research Start-Up Fund for New Staff of Huaibei Normal University.

references
References top

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