catena-Poly[[(5,5'-dimethyl- 2,2'-bipyridine-κN,N')cadmium(II)]-di-μ-chlorido].

The asymmetric unit of the title compound, [CdCl(2)(C(12)H(12)N(2))](n), contains one half-mol-ecule; a twofold rotation axis passes through the Cd atom. The Cd(II) atom is six-coordinated in a distorted octa-hedral configuration by two N atoms from 2,2'-bipyridine-5,5'-dimethyl and four bridging Cl atoms. The bridging function of the chloro atoms leads to a one-dimensional chain structure. There is a π-π contact between the pyridine rings [centroid-centroid distance = 3.9807 (9) Å].

Related literature

For related literature, see: Chen et al. (2003 ▶); Flook et al. (1973 ▶); Hu & Englert (2002 ▶); Janiak et al. (1999 ▶); Satoh et al. (2001 ▶); Zhou et al. (2003 ▶); Khalighi et al. (2008 ▶).

Experimental

Crystal data

[CdCl2(n class="CellLine">C12H12N2)]

M = 367.55

Monoclinic,

a = 20.365 (4) Å

b = 9.3135 (19) Å

c = 7.2313 (14) Å

β = 107.53 (3)°

V = 1307.9 (5) Å3

Z = 4

Mo Kα radiation

μ = 2.06 mm−1

T = 298 (2) K

0.20 × 0.17 × 0.15 mm

Data collection

Bruker SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1998 ▶) T min = 0.666, T max = 0.740

4283 measured reflections

1724 independent reflections

1585 reflections with I > 2σ(I)

R int = 0.052

Refinement

R[F 2 > 2σ(F 2)] = 0.032

wR(F 2) = 0.089

S = 1.08

1724 reflections

78 parameters

H-atom parameters constrained

Δρmax = 0.68 e Å−3

Δρmin = −0.76 e Å−3

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: ORTEP-3 for Windows (Farrugia, 1997 ▶); software used to prepare material for publication: WinGX (Farrugia, 1999 ▶).

Crystal structure: contains datablocks I. DOI: 10.1107/S1600536808027657/hk2520sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808027657/hk2520Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[CdCl2(C12H12N2)]	F(000) = 720
Mr = 367.55	Dx = 1.867 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 1004 reflections
a = 20.365 (4) Å	θ = 4.1–29.2°
b = 9.3135 (19) Å	µ = 2.06 mm−1
c = 7.2313 (14) Å	T = 298 K
β = 107.53 (3)°	Block, colorless
V = 1307.9 (5) Å3	0.20 × 0.17 × 0.15 mm
Z = 4

Bruker SMART CCD area-detector diffractometer	1724 independent reflections
Radiation source: fine-focus sealed tube	1585 reflections with I > 2σ(I)
graphite	Rint = 0.052
φ and ω scans	θmax = 29.2°, θmin = 4.1°
Absorption correction: multi-scan (SADABS; Sheldrick, 1998)	h = −27→18
Tmin = 0.666, Tmax = 0.740	k = −12→11
4283 measured reflections	l = −9→9

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)] = 0.032	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.089	H-atom parameters constrained
S = 1.08	w = 1/[σ2(Fo2) + (0.0543P)2 + 0.9451P] where P = (Fo2 + 2Fc2)/3
1724 reflections	(Δ/σ)max = 0.011
78 parameters	Δρmax = 0.68 e Å−3
0 restraints	Δρmin = −0.76 e Å−3

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.

	x	y	z	Uiso*/Ueq
Cd1	0.0000	0.58047 (2)	0.7500	0.03912 (12)
Cl1	0.07886 (4)	0.41364 (6)	0.99832 (11)	0.04502 (17)
N1	0.06292 (10)	0.7876 (2)	0.8828 (3)	0.0383 (4)
C1	0.12723 (13)	0.7815 (3)	1.0067 (4)	0.0460 (5)
H1	0.1458	0.6918	1.0488	0.055*
C2	0.16716 (14)	0.9023 (3)	1.0746 (5)	0.0480 (6)
C3	0.23917 (17)	0.8878 (5)	1.2093 (6)	0.0674 (9)
H3A	0.2665	0.8339	1.1466	0.081*
H3B	0.2381	0.8389	1.3251	0.081*
H3C	0.2589	0.9815	1.2422	0.081*
C4	0.13695 (15)	1.0347 (3)	1.0145 (4)	0.0484 (6)
H4	0.1612	1.1187	1.0594	0.058*
C5	0.07094 (15)	1.0418 (3)	0.8883 (4)	0.0435 (5)
H5	0.0504	1.1303	0.8486	0.052*
C6	0.03548 (12)	0.9157 (2)	0.8213 (4)	0.0344 (4)

	U11	U22	U33	U12	U13	U23
Cd1	0.04181 (17)	0.02643 (15)	0.04102 (17)	0.000	0.00027 (11)	0.000
Cl1	0.0458 (3)	0.0370 (3)	0.0479 (3)	0.0092 (2)	0.0074 (3)	0.0073 (2)
N1	0.0373 (9)	0.0313 (9)	0.0426 (10)	0.0009 (8)	0.0064 (8)	−0.0023 (8)
C1	0.0381 (11)	0.0426 (13)	0.0501 (13)	0.0045 (10)	0.0024 (10)	−0.0068 (11)
C2	0.0364 (12)	0.0536 (16)	0.0507 (14)	−0.0035 (10)	0.0080 (11)	−0.0133 (11)
C3	0.0394 (14)	0.082 (2)	0.070 (2)	−0.0029 (15)	−0.0003 (14)	−0.0177 (18)
C4	0.0448 (13)	0.0457 (14)	0.0529 (15)	−0.0112 (11)	0.0117 (11)	−0.0135 (12)
C5	0.0487 (13)	0.0303 (10)	0.0533 (14)	−0.0046 (10)	0.0179 (12)	−0.0062 (10)
C6	0.0339 (10)	0.0296 (11)	0.0406 (11)	0.0012 (7)	0.0129 (9)	−0.0020 (8)

Cd1—Cl1i	2.5457 (9)	C2—C3	1.502 (4)
Cd1—Cl1ii	2.7668 (10)	C3—H3A	0.9600
Cd1—Cl1iii	2.7668 (10)	C3—H3B	0.9600
Cl1—Cd1	2.5457 (9)	C3—H3C	0.9600
Cl1—Cd1ii	2.7668 (10)	C4—C5	1.380 (4)
Cd1—N1i	2.355 (2)	C4—H4	0.9300
N1—Cd1	2.355 (2)	C5—C6	1.387 (3)
C1—N1	1.347 (3)	C5—H5	0.9300
C1—C2	1.389 (4)	C6—N1	1.336 (3)
C1—H1	0.9300	C6—C6i	1.501 (5)
C2—C4	1.388 (4)
Cd1—Cl1—Cd1ii	94.82 (2)	N1—C1—H1	118.3
Cl1i—Cd1—Cl1ii	96.22 (3)	C2—C1—H1	118.3
Cl1—Cd1—Cl1ii	85.18 (2)	C4—C2—C1	116.9 (3)
Cl1i—Cd1—Cl1iii	85.18 (2)	C4—C2—C3	122.5 (3)
Cl1—Cd1—Cl1iii	96.22 (3)	C1—C2—C3	120.6 (3)
Cl1ii—Cd1—Cl1iii	177.73 (2)	C2—C3—H3A	109.5
Cl1i—Cd1—Cl1	104.77 (4)	C2—C3—H3B	109.5
N1—Cd1—Cl1i	159.71 (6)	H3A—C3—H3B	109.5
N1i—Cd1—Cl1i	93.57 (6)	C2—C3—H3C	109.5
N1—Cd1—Cl1	93.57 (6)	H3A—C3—H3C	109.5
N1i—Cd1—Cl1	159.71 (6)	H3B—C3—H3C	109.5
N1—Cd1—Cl1ii	93.89 (5)	C5—C4—C2	120.1 (3)
N1i—Cd1—Cl1ii	84.24 (5)	C5—C4—H4	120.0
N1—Cd1—Cl1iii	84.24 (5)	C2—C4—H4	120.0
N1i—Cd1—Cl1iii	93.89 (5)	C4—C5—C6	119.4 (3)
N1—Cd1—N1i	69.98 (10)	C4—C5—H5	120.3
C6—N1—C1	119.0 (2)	C6—C5—H5	120.3
C6—N1—Cd1	118.31 (15)	N1—C6—C5	121.2 (2)
C1—N1—Cd1	122.49 (18)	N1—C6—C6i	116.64 (13)
N1—C1—C2	123.3 (3)	C5—C6—C6i	122.15 (16)
N1—C1—C2—C4	2.3 (5)	C1—N1—Cd1—N1i	−176.1 (3)
N1—C1—C2—C3	−178.6 (3)	C6—N1—Cd1—Cl1i	36.2 (3)
C1—C2—C4—C5	−1.9 (4)	C1—N1—Cd1—Cl1i	−138.71 (19)
C3—C2—C4—C5	179.1 (3)	C6—N1—Cd1—Cl1	−168.97 (17)
C2—C4—C5—C6	−0.5 (4)	C1—N1—Cd1—Cl1	16.1 (2)
C4—C5—C6—N1	2.8 (4)	C6—N1—Cd1—Cl1ii	−83.57 (18)
C4—C5—C6—C6i	−177.9 (3)	C1—N1—Cd1—Cl1ii	101.5 (2)
C5—C6—N1—C1	−2.5 (4)	C6—N1—Cd1—Cl1iii	95.14 (18)
C6i—C6—N1—C1	178.2 (3)	C1—N1—Cd1—Cl1iii	−79.8 (2)
C5—C6—N1—Cd1	−177.59 (18)	Cd1ii—Cl1—Cd1—N1	93.61 (5)
C6i—C6—N1—Cd1	3.0 (3)	Cd1ii—Cl1—Cd1—N1i	58.77 (15)
C2—C1—N1—C6	−0.1 (4)	Cd1ii—Cl1—Cd1—Cl1i	−95.17 (2)
C2—C1—N1—Cd1	174.8 (2)	Cd1ii—Cl1—Cd1—Cl1ii	0.0
C6—N1—Cd1—N1i	−1.14 (13)	Cd1ii—Cl1—Cd1—Cl1iii	178.20 (2)

Cd1—Cl1i	2.7668 (10)
Cl1—Cd1	2.5457 (9)
N1—Cd1	2.355 (2)

Cl1—Cd1—Cl1i	85.18 (2)
Cl1—Cd1—Cl1ii	96.22 (3)
Cl1i—Cd1—Cl1ii	177.73 (2)
Cl1iii—Cd1—Cl1	104.77 (4)
N1—Cd1—Cl1iii	159.71 (6)
N1—Cd1—Cl1	93.57 (6)
N1iii—Cd1—Cl1	159.71 (6)
N1—Cd1—Cl1i	93.89 (5)
N1—Cd1—Cl1ii	84.24 (5)
N1—Cd1—N1iii	69.98 (10)

Symmetry codes: (i) ; (ii) ; (iii) .