(6,6'-Dimethyl-2,2'-bipyridine-κN,N')diiodidozinc(II).

The complete mol-ecule of the title compound, [ZnI(2)(C(12)H(12)N(2))], is generated by crystallograpic twofold symmetry, with the Zn(II) atom lying on the rotation axis. The Zn(II) atom is coordinated by the N,N-bidentate 6,6'-dimethyl-2,2'-bipyridine ligand and two iodide ions, resulting in a distorted ZnN(2)I(2) tetra-hedral geometry for the metal. In the crystal, there are weak π-π contacts between the pyridine rings [centroid-centroid distance = 3.978 (3) Å].

Related literature

For related structures, see: Ahmadi et al. (2008 ▶, 2009 ▶); Alizadeh, Heidari et al. (2009 ▶); Alizadeh, Kalateh et al. (2009 ▶); Alizadeh, Khoshtarkib et al. (2009 ▶); Blake et al. (2007 ▶); Khalighi et al. (2008 ▶); Khan & Tuck (1984 ▶); Khavasi et al. (2008 ▶); Khoshtarkib et al. (2009 ▶); Kwak et al. (2008 ▶); Lee et al. (2007 ▶); Marjani et al. (2009 ▶); Reimann et al. (1966 ▶); Seebacher et al. (2004 ▶); Wriedt et al. (2008 ▶).

Experimental

Crystal data

[ZnI2(C12H12N2)]

M = 503.43

Monoclinic,

a = 13.421 (2) Å

b = 8.441 (2) Å

c = 13.752 (3) Å

β = 105.140 (14)°

V = 1503.8 (5) Å3

Z = 4

Mo Kα radiation

μ = 5.72 mm−1

T = 298 K

0.48 × 0.12 × 0.11 mm

Data collection

Bruker SMART CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 1998 ▶) T min = 0.425, T max = 0.539

5694 measured reflections

1997 independent reflections

1748 reflections with I > 2σ(I)

R int = 0.076

Refinement

R[F 2 > 2σ(F 2)] = 0.043

wR(F 2) = 0.127

S = 1.12

1997 reflections

79 parameters

H-atom parameters constrained

Δρmax = 1.23 e Å−3

Δρmin = −0.85 e Å−3

Data collection: SMART (Bruker, 1998 ▶); cell refinement: SAINT (Bruker, 1998 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 (Farrugia, 1997 ▶); software used to prepare material for publication: WinGX (Farrugia, 1999 ▶).

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809043049/hb5152sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809043049/hb5152Isup2.hkl

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

[ZnI2(C12H12N2)]	F(000) = 936
Mr = 503.43	Dx = 2.224 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 896 reflections
a = 13.421 (2) Å	θ = 2.9–29.2°
b = 8.441 (2) Å	µ = 5.72 mm−1
c = 13.752 (3) Å	T = 298 K
β = 105.140 (14)°	Needle, colourless
V = 1503.8 (5) Å3	0.48 × 0.12 × 0.11 mm
Z = 4

Bruker SMART CCD diffractometer	1997 independent reflections
Radiation source: fine-focus sealed tube	1748 reflections with I > 2σ(I)
graphite	Rint = 0.076
ω scans	θmax = 29.2°, θmin = 2.9°
Absorption correction: multi-scan (SADABS; Bruker, 1998)	h = −18→18
Tmin = 0.425, Tmax = 0.539	k = −9→11
5694 measured reflections	l = −18→18

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)] = 0.043	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.127	H-atom parameters constrained
S = 1.12	w = 1/[σ2(Fo2) + (0.0623P)2 + 3.240P] where P = (Fo2 + 2Fc2)/3
1997 reflections	(Δ/σ)max < 0.001
79 parameters	Δρmax = 1.23 e Å−3
0 restraints	Δρmin = −0.85 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
C1	0.1171 (5)	0.2312 (7)	0.4901 (4)	0.0650 (14)
H1A	0.1495	0.1657	0.4501	0.078*
H1B	0.0518	0.1858	0.4914	0.078*
H1C	0.1607	0.2378	0.5575	0.078*
C2	0.1003 (4)	0.3936 (6)	0.4452 (3)	0.0498 (9)
C3	0.1376 (4)	0.5282 (8)	0.5028 (4)	0.0624 (13)
H3	0.1737	0.5192	0.5702	0.075*
C4	0.1190 (5)	0.6766 (8)	0.4564 (5)	0.0677 (14)
H4	0.1435	0.7680	0.4925	0.081*
C5	0.0640 (4)	0.6862 (6)	0.3567 (4)	0.0581 (11)
H5	0.0499	0.7842	0.3251	0.070*
C6	0.0304 (4)	0.5486 (5)	0.3045 (3)	0.0466 (9)
N1	0.0498 (3)	0.4055 (4)	0.3488 (3)	0.0429 (7)
Zn1	0.0000	0.22134 (8)	0.2500	0.0467 (2)
I1	0.15441 (3)	0.07347 (4)	0.21872 (3)	0.06177 (17)

	U11	U22	U33	U12	U13	U23
C1	0.061 (3)	0.082 (4)	0.049 (3)	0.010 (3)	0.010 (2)	0.017 (2)
C2	0.045 (2)	0.062 (3)	0.043 (2)	0.0025 (19)	0.0125 (17)	−0.0009 (18)
C3	0.051 (2)	0.086 (4)	0.047 (2)	−0.001 (3)	0.0064 (19)	−0.017 (2)
C4	0.062 (3)	0.068 (3)	0.073 (3)	−0.009 (3)	0.017 (3)	−0.030 (3)
C5	0.058 (3)	0.046 (2)	0.068 (3)	−0.003 (2)	0.011 (2)	−0.011 (2)
C6	0.050 (2)	0.0395 (19)	0.052 (2)	−0.0028 (16)	0.0149 (18)	−0.0068 (16)
N1	0.0444 (17)	0.0428 (17)	0.0406 (16)	0.0000 (14)	0.0097 (13)	−0.0026 (13)
Zn1	0.0570 (4)	0.0354 (3)	0.0469 (4)	0.000	0.0121 (3)	0.000
I1	0.0680 (3)	0.0582 (2)	0.0608 (2)	0.01460 (14)	0.01977 (18)	−0.00003 (13)

C1—C2	1.496 (8)	C4—H4	0.9300
C1—H1A	0.9600	C5—C6	1.378 (6)
C1—H1B	0.9600	C5—H5	0.9300
C1—H1C	0.9600	C6—N1	1.347 (6)
C2—N1	1.327 (6)	C6—C6i	1.508 (9)
C2—C3	1.400 (8)	Zn1—N1	2.058 (3)
C3—C4	1.398 (9)	Zn1—N1i	2.058 (3)
C3—H3	0.9300	Zn1—I1i	2.5501 (6)
C4—C5	1.379 (8)	Zn1—I1	2.5501 (6)
C2—C1—H1A	109.5	C6—C5—C4	119.0 (5)
C2—C1—H1B	109.5	C6—C5—H5	120.5
H1A—C1—H1B	109.5	C4—C5—H5	120.5
C2—C1—H1C	109.5	N1—C6—C5	121.5 (5)
H1A—C1—H1C	109.5	N1—C6—C6i	116.1 (2)
H1B—C1—H1C	109.5	C5—C6—C6i	122.4 (3)
N1—C2—C3	121.2 (5)	C2—N1—C6	120.5 (4)
N1—C2—C1	117.7 (4)	C2—N1—Zn1	126.6 (3)
C3—C2—C1	121.2 (5)	C6—N1—Zn1	112.8 (3)
C4—C3—C2	118.3 (5)	N1—Zn1—N1i	81.9 (2)
C4—C3—H3	120.8	N1—Zn1—I1i	113.38 (10)
C2—C3—H3	120.8	N1i—Zn1—I1i	110.04 (10)
C5—C4—C3	119.5 (5)	N1—Zn1—I1	110.04 (10)
C5—C4—H4	120.3	N1i—Zn1—I1	113.38 (10)
C3—C4—H4	120.3	I1i—Zn1—I1	121.39 (3)
N1—C2—C3—C4	0.9 (7)	C5—C6—N1—C2	1.6 (7)
C1—C2—C3—C4	−179.8 (5)	C6i—C6—N1—C2	−178.1 (5)
C2—C3—C4—C5	0.8 (8)	C5—C6—N1—Zn1	−175.7 (4)
C3—C4—C5—C6	−1.3 (8)	C6i—C6—N1—Zn1	4.7 (6)
C4—C5—C6—N1	0.1 (8)	C2—N1—Zn1—N1i	−178.8 (5)
C4—C5—C6—C6i	179.8 (6)	C6—N1—Zn1—N1i	−1.7 (2)
C3—C2—N1—C6	−2.1 (7)	C2—N1—Zn1—I1i	72.8 (4)
C1—C2—N1—C6	178.6 (4)	C6—N1—Zn1—I1i	−110.1 (3)
C3—C2—N1—Zn1	174.7 (3)	C2—N1—Zn1—I1	−66.8 (4)
C1—C2—N1—Zn1	−4.6 (6)	C6—N1—Zn1—I1	110.3 (3)

Zn1—N1	2.058 (3)
Zn1—I1	2.5501 (6)

N1—Zn1—N1i

81.9 (2)

Symmetry code: (i) .