catena-Poly[[(5,5′-dimethyl-2,2′-bi­pyridine-κ2N,N′)cadmium(II)]-di-μ-iodido]

Ahmadi, R.; Kalateh, K.; Amani, V.

doi:10.1107/S1600536810014091

metal-organic compounds

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Volume 66| Part 5| May 2010| Page m562

https://doi.org/10.1107/S1600536810014091

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catena-Poly[[(5,5′-dimethyl-2,2′-bipyridine-κ²N,N′)cadmium(II)]-di-μ-iodido]

Roya Ahmadi,^a Khadijeh Kalateh ^a and Vahid Amani ^a ^*

^aIslamic Azad University, Shahr-e-Rey Branch, Tehran, Iran
^*Correspondence e-mail: v_amani2002@yahoo.com

(Received 11 April 2010; accepted 16 April 2010; online 24 April 2010)

In the title coordination polymer, [CdI₂(C₁₂H₁₂N₂)]_n, the Cd²⁺ ion lies on a twofold rotation axis: it is six-coordinated in a distorted cis-CdN₂I₄ octahedral geometry by two N atoms from a chelating 5,5′-dimethyl-2,2′-bipyridine ligands and four bridging iodide anions. The bridging function of the iodide ions leads to a chain structure propagating in [001].

Related literature

For related structures, see: Ahmadi et al. (2008 ); Albada et al. (2004 ); Amani et al. (2007 , 2009 ); Chattopadhyay et al. (2008 ); Guo et al. (2006 ); Kalateh et al. (2008 , 2010 ); Khalighi et al. (2008 ); Maheshwari et al. (2007 ); Tadayon Pour et al. (2008 ); Yu et al. (2007 ).

Experimental

Crystal data

[CdI₂(C₁₂H₁₂N₂)]
M_r = 550.45
Monoclinic, C 2/c
a = 19.086 (4) Å
b = 10.057 (2) Å
c = 7.8451 (16) Å
β = 101.80 (3)°
V = 1474.0 (5) Å³
Z = 4
Mo Kα radiation
μ = 5.65 mm⁻¹
T = 298 K
0.25 × 0.15 × 0.12 mm

Data collection

Bruker SMART CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 1998 ) T_min = 0.380, T_max = 0.510
8294 measured reflections
1981 independent reflections
1832 reflections with I > 2σ(I)
R_int = 0.062

Refinement

R[F² > 2σ(F²)] = 0.037
wR(F²) = 0.098
S = 1.23
1981 reflections
79 parameters
H-atom parameters constrained
Δρ_max = 1.30 e Å⁻³
Δρ_min = −1.43 e Å⁻³

Table 1
Selected bond lengths (Å)

Cd1—N1	2.347 (3)
Cd1—I1	2.8586 (7)
Cd1—I1ⁱ	3.1628 (8)
Symmetry code: (i) $[x, -y+1, z+{\script{1\over 2}}]$ .

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

Supporting information

Crystal structure: contains datablocks I, global. DOI: https://doi.org/10.1107/S1600536810014091/hb5403sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536810014091/hb5403Isup2.hkl

checkCIF report

Comment top

In a recent paper, we reported the synthes and crystal structure of [Cd(5,5'-dmbpy)(µ-Cl)₂]_n, (Ahmadi et al., 2008) and [Cd(4,4'-dmbpy)(DMSO)I₂], (Kalateh et al., 2010) [where 5,5'-dmbpy is 5,5'-dimethyl-2,2'-bipyridine and 4,4'-dmbpy is 4,4'-dimethyl-2,2'-bipyridine].

5,5'-Dimethyl-2,2'-bipyridine (5,5'-dmbipy), is a good bidentate ligand, and numerous complexes with 5,5'-dmbipy have been prepared, such as that of zinc (Khalighi et al., 2008), indium (Kalateh et al., 2008), iron (Amani et al., 2007), platin (Amani et al., 2009; Maheshwari et al., 2007), copper (Albada et al., 2004) and mercury (Tadayon Pour et al., 2008).

There are several Cd^II polymer complexes, with formula, [Cd(N—N)(µ-I)₂]_n, such as [Cd(phen)(µ-I)₂]_n, (Guo et al., 2006), [Cd(bipy)(µ-I)₂]_n, (Yu et al., 2007) and [Cd(ampy)(µ-I)₂]_n, (Chattopadhyay et al., 2008) [where phen is 1,10-phenanthroline , bipy is 2,2'-bipyridine and ampy is 2-aminomethylpyridine] have been synthesized and characterized by single-crystal X-ray diffraction methods. Here, we report the synthesis and structure of the title compound.

The asymmetric unit of the title compound, (Fig. 1), contains one half -molecule; a twofold rotation axis passes through the Cd atom. The Cd^II atom is six-coordinated in a distorted octahedral configuration by two N atoms from 5,5'-dimethyl-2,2'-bipyridine and four bridging I atoms. The bridging function of the iodo atoms leads to a one-dimensional chain structure. The Cd—I and Cd—N bond lengths and angles (Table 1) are within normal range [Cd(phen)(µ-I)₂]_n, (Guo et al., 2006) and [Cd(bipy)(µ-I)₂]_n, (Yu et al., 2007).

Related literature top

For related structures, see: Ahmadi et al. (2008); Albada et al. (2004); Amani et al. (2007, 2009); Chattopadhyay et al. (2008); Guo et al. (2006); Kalateh et al. (2008, 2010); Khalighi et al. (2008); Maheshwari et al. (2007); Tadayon Pour, Ebadi, Abedi, Amani & Khavasi (2008); Yu et al. (2007).

Experimental top

A solution of 5,5'-dimethyl-2,2'-bipyridine (0.25 g, 1.33 mmol) in methanol (10 ml) was added to a solution of CdI₂ (0.49 g, 1.33 mmol) in methanol (10 ml) at room temperature. Colourless blocks of (I) were obtained by methanol diffusion to a colorless solution in DMSO. Suitable crystals were isolated after one week (yield; 0.52 g, 71.0%).

Structure description top

For related structures, see: Ahmadi et al. (2008); Albada et al. (2004); Amani et al. (2007, 2009); Chattopadhyay et al. (2008); Guo et al. (2006); Kalateh et al. (2008, 2010); Khalighi et al. (2008); Maheshwari et al. (2007); Tadayon Pour, Ebadi, Abedi, Amani & Khavasi (2008); Yu et al. (2007).

Computing details top

Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT (Bruker, 1998); 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: WinGX (Farrugia, 1999).

Figures top

Fig. 1. Fragment of a polymeric chain in (I) with displacement ellipsoids drawn at the 50% probability level. [Symmetry code: (a) -x+1, y, -z+5/2].

catena-Poly[[(5,5'-dimethyl-2,2'-bipyridine- κ²N,N')cadmium(II)]-di-µ-iodido] top

Crystal data top

[CdI₂(C₁₂H₁₂N₂)]	F(000) = 1008
M_r = 550.45	D_x = 2.480 Mg m⁻³
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 351 reflections
a = 19.086 (4) Å	θ = 2.2–29.3°
b = 10.057 (2) Å	µ = 5.65 mm⁻¹
c = 7.8451 (16) Å	T = 298 K
β = 101.80 (3)°	Block, colorless
V = 1474.0 (5) Å³	0.25 × 0.15 × 0.12 mm
Z = 4

Data collection top

Bruker SMART CCD diffractometer	1981 independent reflections
Radiation source: fine-focus sealed tube	1832 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.062
phi and ω scans	θ_max = 29.3°, θ_min = 2.2°
Absorption correction: multi-scan (SADABS; Bruker, 1998)	h = −26→26
T_min = 0.380, T_max = 0.510	k = −13→12
8294 measured reflections	l = −10→10

Refinement top

Refinement on F²	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F² > 2σ(F²)] = 0.037	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.098	H-atom parameters constrained
S = 1.23	w = 1/[σ²(F_o²) + (0.0571P)² + 0.4175P] where P = (F_o² + 2F_c²)/3
1981 reflections	(Δ/σ)_max = 0.037
79 parameters	Δρ_max = 1.30 e Å⁻³
0 restraints	Δρ_min = −1.43 e Å⁻³

Crystal data top

[CdI₂(C₁₂H₁₂N₂)]	V = 1474.0 (5) Å³
M_r = 550.45	Z = 4
Monoclinic, C2/c	Mo Kα radiation
a = 19.086 (4) Å	µ = 5.65 mm⁻¹
b = 10.057 (2) Å	T = 298 K
c = 7.8451 (16) Å	0.25 × 0.15 × 0.12 mm
β = 101.80 (3)°

Data collection top

Bruker SMART CCD diffractometer	1981 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 1998)	1832 reflections with I > 2σ(I)
T_min = 0.380, T_max = 0.510	R_int = 0.062
8294 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.037	0 restraints
wR(F²) = 0.098	H-atom parameters constrained
S = 1.23	Δρ_max = 1.30 e Å⁻³
1981 reflections	Δρ_min = −1.43 e Å⁻³
79 parameters

Special details top

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

	x	y	z	U_iso*/U_eq
C1	0.3791 (2)	0.7656 (5)	1.0047 (5)	0.0482 (9)
H1	0.3615	0.6825	0.9652	0.058*
C2	0.3413 (3)	0.8765 (5)	0.9329 (6)	0.0546 (11)
C3	0.2732 (3)	0.8623 (8)	0.7991 (8)	0.0758 (17)
H3A	0.2792	0.9020	0.6917	0.114*
H3B	0.2350	0.9062	0.8395	0.114*
H3C	0.2619	0.7698	0.7807	0.114*
C4	0.3706 (3)	0.9988 (5)	0.9920 (6)	0.0590 (12)
H4	0.3478	1.0767	0.9473	0.071*
C5	0.4327 (3)	1.0059 (5)	1.1151 (6)	0.0545 (10)
H5	0.4521	1.0881	1.1531	0.065*
C6	0.4666 (2)	0.8885 (4)	1.1833 (5)	0.0398 (8)
N1	0.43894 (18)	0.7698 (3)	1.1264 (4)	0.0414 (7)
Cd1	0.5000	0.57933 (4)	1.2500	0.04719 (14)
I1	0.407345 (14)	0.39302 (3)	1.03947 (3)	0.04393 (12)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
C1	0.049 (2)	0.048 (2)	0.0463 (19)	0.0039 (18)	0.0055 (16)	0.0064 (16)
C2	0.050 (2)	0.066 (3)	0.051 (2)	0.013 (2)	0.0171 (18)	0.019 (2)
C3	0.054 (3)	0.100 (5)	0.071 (3)	0.012 (3)	0.005 (2)	0.027 (3)
C4	0.074 (3)	0.049 (3)	0.058 (2)	0.021 (2)	0.023 (2)	0.015 (2)
C5	0.077 (3)	0.035 (2)	0.055 (2)	0.012 (2)	0.023 (2)	0.0084 (17)
C6	0.051 (2)	0.0328 (18)	0.0388 (17)	0.0020 (14)	0.0168 (15)	0.0021 (12)
N1	0.0470 (17)	0.0366 (17)	0.0400 (14)	0.0018 (13)	0.0074 (12)	0.0052 (12)
Cd1	0.0564 (3)	0.0300 (2)	0.0463 (2)	0.000	−0.01021 (18)	0.000
I1	0.04992 (19)	0.03831 (18)	0.04068 (17)	−0.00834 (9)	0.00254 (11)	−0.00433 (8)

Geometric parameters (Å, º) top

C1—N1	1.331 (6)	C5—H5	0.9300
C1—C2	1.384 (6)	C6—N1	1.344 (5)
C1—H1	0.9300	C6—C6ⁱ	1.474 (9)
C2—C4	1.391 (8)	Cd1—N1	2.347 (3)
C2—C3	1.501 (8)	Cd1—N1ⁱ	2.347 (3)
C3—H3A	0.9600	Cd1—I1	2.8586 (7)
C3—H3B	0.9600	Cd1—I1ⁱ	2.8586 (7)
C3—H3C	0.9600	Cd1—I1ⁱⁱ	3.1628 (8)
C4—C5	1.369 (9)	Cd1—I1ⁱⁱⁱ	3.1629 (8)
C4—H4	0.9300	I1—Cd1ⁱⁱⁱ	3.1629 (8)
C5—C6	1.399 (6)

N1—C1—C2	124.4 (5)	C5—C6—C6ⁱ	122.5 (3)
N1—C1—H1	117.8	C1—N1—C6	119.2 (4)
C2—C1—H1	117.8	C1—N1—Cd1	123.4 (3)
C1—C2—C4	115.8 (5)	C6—N1—Cd1	117.3 (3)
C1—C2—C3	120.8 (5)	N1ⁱ—Cd1—N1	70.55 (18)
C4—C2—C3	123.3 (5)	N1ⁱ—Cd1—I1	165.97 (9)
C2—C3—H3A	109.5	N1—Cd1—I1	95.74 (9)
C2—C3—H3B	109.5	N1ⁱ—Cd1—I1ⁱ	95.74 (9)
H3A—C3—H3B	109.5	N1—Cd1—I1ⁱ	165.97 (9)
C2—C3—H3C	109.5	I1—Cd1—I1ⁱ	98.09 (3)
H3A—C3—H3C	109.5	N1ⁱ—Cd1—I1ⁱⁱ	86.26 (8)
H3B—C3—H3C	109.5	N1—Cd1—I1ⁱⁱ	85.51 (8)
C5—C4—C2	120.9 (4)	I1—Cd1—I1ⁱⁱ	95.844 (16)
C5—C4—H4	119.6	I1ⁱ—Cd1—I1ⁱⁱ	90.771 (16)
C2—C4—H4	119.6	N1ⁱ—Cd1—I1ⁱⁱⁱ	85.51 (8)
C4—C5—C6	119.4 (5)	N1—Cd1—I1ⁱⁱⁱ	86.26 (8)
C4—C5—H5	120.3	I1—Cd1—I1ⁱⁱⁱ	90.771 (16)
C6—C5—H5	120.3	I1ⁱ—Cd1—I1ⁱⁱⁱ	95.842 (16)
N1—C6—C5	120.2 (4)	I1ⁱⁱ—Cd1—I1ⁱⁱⁱ	169.91 (2)
N1—C6—C6ⁱ	117.4 (2)	Cd1—I1—Cd1ⁱⁱⁱ	89.229 (16)

N1—C1—C2—C4	1.8 (7)	C6—N1—Cd1—N1ⁱ	−0.26 (19)
N1—C1—C2—C3	−178.5 (4)	C1—N1—Cd1—I1	2.9 (3)
C1—C2—C4—C5	−0.7 (7)	C6—N1—Cd1—I1	−177.2 (3)
C3—C2—C4—C5	179.6 (5)	C1—N1—Cd1—I1ⁱ	−167.5 (2)
C2—C4—C5—C6	−0.5 (7)	C6—N1—Cd1—I1ⁱ	12.3 (5)
C4—C5—C6—N1	0.9 (6)	C1—N1—Cd1—I1ⁱⁱ	−92.5 (3)
C4—C5—C6—C6ⁱ	−179.7 (4)	C6—N1—Cd1—I1ⁱⁱ	87.4 (3)
C2—C1—N1—C6	−1.5 (6)	C1—N1—Cd1—I1ⁱⁱⁱ	93.3 (3)
C2—C1—N1—Cd1	178.4 (3)	C6—N1—Cd1—I1ⁱⁱⁱ	−86.8 (3)
C5—C6—N1—C1	0.1 (6)	N1ⁱ—Cd1—I1—Cd1ⁱⁱⁱ	74.4 (3)
C6ⁱ—C6—N1—C1	−179.4 (4)	N1—Cd1—I1—Cd1ⁱⁱⁱ	86.32 (8)
C5—C6—N1—Cd1	−179.8 (3)	I1ⁱ—Cd1—I1—Cd1ⁱⁱⁱ	−96.013 (15)
C6ⁱ—C6—N1—Cd1	0.7 (5)	I1ⁱⁱ—Cd1—I1—Cd1ⁱⁱⁱ	172.370 (15)
C1—N1—Cd1—N1ⁱ	179.8 (4)	I1ⁱⁱⁱ—Cd1—I1—Cd1ⁱⁱⁱ	0.0

Symmetry codes: (i) −x+1, y, −z+5/2; (ii) x, −y+1, z+1/2; (iii) −x+1, −y+1, −z+2.

Experimental details

Crystal data
Chemical formula	[CdI₂(C₁₂H₁₂N₂)]
M_r	550.45
Crystal system, space group	Monoclinic, C2/c
Temperature (K)	298
a, b, c (Å)	19.086 (4), 10.057 (2), 7.8451 (16)
β (°)	101.80 (3)
V (Å³)	1474.0 (5)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	5.65
Crystal size (mm)	0.25 × 0.15 × 0.12

Data collection
Diffractometer	Bruker SMART CCD
Absorption correction	Multi-scan (SADABS; Bruker, 1998)
T_min, T_max	0.380, 0.510
No. of measured, independent and observed [I > 2σ(I)] reflections	8294, 1981, 1832
R_int	0.062
(sin θ/λ)_max (Å⁻¹)	0.688

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.037, 0.098, 1.23
No. of reflections	1981
No. of parameters	79
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	1.30, −1.43

Computer programs: SMART (Bruker, 1998), SAINT (Bruker, 1998), SHELXTL (Sheldrick, 2008), WinGX (Farrugia, 1999).

Selected bond lengths (Å) top

Cd1—N1	2.347 (3)	Cd1—I1ⁱ	3.1628 (8)
Cd1—I1	2.8586 (7)

Symmetry code: (i) x, −y+1, z+1/2.

Acknowledgements

We are grateful to the Islamic Azad University, Shahr-e-Rey Branch for financial support.

References

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