catena-Poly[[dichloridozinc(II)]-μ-1,1'-(butane-1,4-di-yl)diimidazole-κN:N].

The title compound, [ZnCl(2)(C(10)H(14)N(4))](n), is a coordination polymer consisting of zigzag chains propagating in [001], in which the metal cation exhibits a distorted tetrahedral ZnCl(2)N(2) coordination. Adjacent chains are linked by inter-molecular C-H⋯Cl hydrogen bonds, forming a three-dimensional supra-molecular network.

Related literature

For general background to metal complexes of N-heterocyclic compounds, see: Hu et al. (2003 ▶); Ohmori et al. (2005 ▶); Chen et al. (2004 ▶); Hu et al. (2005 ▶). For related structures, see: Li et al. (2006 ▶); Liu et al. (2007 ▶); Jin et al. (2007 ▶); Yang et al. (2009 ▶); Qi et al. (2008 ▶).

Experimental

Crystal data

[ZnCl2(C10H14N4)]

M = 326.52

Monoclinic,

a = 7.8090 (9) Å

b = 11.6001 (13) Å

c = 15.8047 (18) Å

β = 92.908 (2)°

V = 1429.8 (3) Å3

Z = 4

Mo Kα radiation

μ = 2.08 mm−1

T = 185 K

0.29 × 0.22 × 0.15 mm

Data collection

Bruker SMART APEX CCD diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.585, T max = 0.742

7827 measured reflections

2820 independent reflections

2174 reflections with I > 2σ(I)

R int = 0.054

Refinement

R[F 2 > 2σ(F 2)] = 0.051

wR(F 2) = 0.107

S = 1.06

2820 reflections

154 parameters

H-atom parameters constrained

Δρmax = 0.68 e Å−3

Δρmin = −0.36 e Å−3

Data collection: SMART (Bruker, 2007 ▶); cell refinement: SAINT (Bruker, 2007 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶) and Mercury (Macrae et al., 2006 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810018246/ez2200sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810018246/ez2200Isup2.hkl

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

[ZnCl2(C10H14N4)]	F(000) = 664
Mr = 326.52	Dx = 1.517 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 2763 reflections
a = 7.8090 (9) Å	θ = 2.2–26.1°
b = 11.6001 (13) Å	µ = 2.08 mm−1
c = 15.8047 (18) Å	T = 185 K
β = 92.908 (2)°	Block, colorless
V = 1429.8 (3) Å3	0.29 × 0.22 × 0.15 mm
Z = 4

Bruker SMART APEX CCD diffractometer	2820 independent reflections
Radiation source: fine-focus sealed tube	2174 reflections with I > 2σ(I)
graphite	Rint = 0.054
φ and ω scans	θmax = 26.1°, θmin = 2.2°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −9→9
Tmin = 0.585, Tmax = 0.742	k = −11→14
7827 measured reflections	l = −19→19

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)] = 0.051	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.107	H-atom parameters constrained
S = 1.06	w = 1/[σ2(Fo2) + (0.0437P)2 + 0.2952P] where P = (Fo2 + 2Fc2)/3
2820 reflections	(Δ/σ)max < 0.001
154 parameters	Δρmax = 0.68 e Å−3
0 restraints	Δρmin = −0.36 e Å−3

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.

	x	y	z	Uiso*/Ueq
Zn1	0.46384 (6)	0.61215 (4)	0.27801 (3)	0.02355 (16)
Cl1	0.33311 (13)	0.46729 (9)	0.34476 (7)	0.0299 (3)
Cl2	0.67102 (14)	0.55460 (11)	0.19540 (7)	0.0370 (3)
N2	0.1432 (4)	0.8426 (3)	0.1480 (2)	0.0244 (8)
N1	0.2770 (4)	0.6993 (3)	0.2141 (2)	0.0249 (8)
N3	0.5563 (4)	0.7158 (3)	0.3717 (2)	0.0289 (9)
N4	0.6711 (5)	0.8617 (3)	0.4421 (2)	0.0341 (10)
C1	0.1030 (5)	0.6818 (4)	0.2160 (3)	0.0319 (11)
H1	0.0509	0.6195	0.2413	0.038*
C2	0.0202 (6)	0.7689 (4)	0.1755 (3)	0.0342 (11)
H2	−0.0980	0.7776	0.1676	0.041*
C3	0.2941 (5)	0.7974 (4)	0.1726 (3)	0.0283 (10)
H3	0.3992	0.8307	0.1620	0.034*
C6	0.5363 (6)	0.6995 (4)	0.4562 (3)	0.0384 (12)
H6	0.4815	0.6368	0.4796	0.046*
C5	0.6077 (6)	0.7875 (4)	0.5003 (3)	0.0423 (13)
H5	0.6131	0.7965	0.5589	0.051*
C4	0.6379 (6)	0.8141 (4)	0.3661 (3)	0.0359 (11)
H4	0.6688	0.8468	0.3153	0.043*
C7	0.1145 (6)	0.9520 (4)	0.1043 (3)	0.0302 (11)
H7A	0.2243	0.9890	0.0974	0.036*
H7B	0.0478	1.0018	0.1393	0.036*
C8	0.0227 (5)	0.9402 (4)	0.0186 (3)	0.0261 (10)
H8A	−0.0814	0.8957	0.0238	0.031*
H8B	0.0952	0.8993	−0.0194	0.031*
C9	0.7655 (6)	0.9682 (4)	0.4623 (3)	0.0438 (13)
H9A	0.7132	1.0070	0.5089	0.053*
H9B	0.7574	1.0192	0.4136	0.053*
C10	0.9514 (6)	0.9456 (4)	0.4862 (3)	0.0423 (13)
H10A	1.0055	0.9121	0.4380	0.051*
H10B	0.9591	0.8899	0.5320	0.051*

	U11	U22	U33	U12	U13	U23
Zn1	0.0249 (3)	0.0224 (3)	0.0230 (3)	−0.0008 (2)	−0.00252 (19)	0.0021 (2)
Cl1	0.0288 (6)	0.0250 (6)	0.0366 (6)	−0.0026 (5)	0.0069 (5)	0.0052 (5)
Cl2	0.0349 (6)	0.0457 (8)	0.0311 (6)	0.0052 (6)	0.0072 (5)	0.0077 (5)
N2	0.0253 (19)	0.024 (2)	0.0237 (18)	0.0029 (16)	−0.0019 (15)	0.0046 (15)
N1	0.0265 (19)	0.023 (2)	0.0247 (19)	0.0014 (16)	−0.0006 (15)	0.0043 (16)
N3	0.031 (2)	0.028 (2)	0.027 (2)	−0.0034 (17)	−0.0035 (16)	0.0027 (16)
N4	0.039 (2)	0.031 (2)	0.031 (2)	−0.0085 (18)	−0.0086 (18)	−0.0007 (17)
C1	0.028 (2)	0.034 (3)	0.034 (3)	−0.001 (2)	0.002 (2)	0.015 (2)
C2	0.022 (2)	0.038 (3)	0.043 (3)	−0.002 (2)	0.003 (2)	0.012 (2)
C3	0.026 (2)	0.031 (3)	0.028 (2)	−0.003 (2)	−0.0038 (18)	0.004 (2)
C6	0.048 (3)	0.040 (3)	0.028 (3)	−0.018 (3)	0.000 (2)	0.001 (2)
C5	0.054 (3)	0.048 (3)	0.024 (2)	−0.011 (3)	−0.001 (2)	0.001 (2)
C4	0.045 (3)	0.035 (3)	0.027 (2)	−0.007 (2)	−0.006 (2)	0.005 (2)
C7	0.036 (3)	0.022 (3)	0.032 (3)	−0.001 (2)	−0.002 (2)	0.005 (2)
C8	0.024 (2)	0.030 (3)	0.025 (2)	0.005 (2)	0.0043 (18)	0.0050 (19)
C9	0.057 (3)	0.037 (3)	0.037 (3)	−0.018 (3)	−0.007 (2)	0.003 (2)
C10	0.052 (3)	0.034 (3)	0.039 (3)	−0.017 (3)	−0.008 (2)	0.002 (2)

Zn1—N1	2.005 (3)	C3—H3	0.9300
Zn1—N3	2.013 (3)	C6—C5	1.342 (7)
Zn1—Cl2	2.2321 (12)	C6—H6	0.9300
Zn1—Cl1	2.2557 (11)	C5—H5	0.9300
N2—C3	1.330 (5)	C4—H4	0.9300
N2—C2	1.373 (5)	C7—C8	1.506 (6)
N2—C7	1.457 (5)	C7—H7A	0.9700
N1—C3	1.323 (5)	C7—H7B	0.9700
N1—C1	1.375 (5)	C8—C8i	1.540 (8)
N3—C4	1.312 (6)	C8—H8A	0.9700
N3—C6	1.364 (5)	C8—H8B	0.9700
N4—C4	1.336 (5)	C9—C10	1.504 (6)
N4—C5	1.369 (6)	C9—H9A	0.9700
N4—C9	1.466 (6)	C9—H9B	0.9700
C1—C2	1.344 (6)	C10—C10ii	1.524 (9)
C1—H1	0.9300	C10—H10A	0.9700
C2—H2	0.9300	C10—H10B	0.9700
N1—Zn1—N3	107.13 (14)	C6—C5—N4	106.5 (4)
N1—Zn1—Cl2	112.74 (10)	C6—C5—H5	126.8
N3—Zn1—Cl2	111.43 (11)	N4—C5—H5	126.8
N1—Zn1—Cl1	106.02 (10)	N3—C4—N4	111.7 (4)
N3—Zn1—Cl1	104.75 (11)	N3—C4—H4	124.1
Cl2—Zn1—Cl1	114.17 (5)	N4—C4—H4	124.1
C3—N2—C2	106.6 (4)	N2—C7—C8	113.7 (4)
C3—N2—C7	126.6 (4)	N2—C7—H7A	108.8
C2—N2—C7	126.8 (4)	C8—C7—H7A	108.8
C3—N1—C1	105.2 (4)	N2—C7—H7B	108.8
C3—N1—Zn1	126.4 (3)	C8—C7—H7B	108.8
C1—N1—Zn1	127.5 (3)	H7A—C7—H7B	107.7
C4—N3—C6	105.5 (4)	C7—C8—C8i	110.6 (5)
C4—N3—Zn1	128.8 (3)	C7—C8—H8A	109.5
C6—N3—Zn1	125.6 (3)	C8i—C8—H8A	109.5
C4—N4—C5	106.5 (4)	C7—C8—H8B	109.5
C4—N4—C9	128.0 (4)	C8i—C8—H8B	109.5
C5—N4—C9	125.3 (4)	H8A—C8—H8B	108.1
C2—C1—N1	109.3 (4)	N4—C9—C10	112.1 (4)
C2—C1—H1	125.3	N4—C9—H9A	109.2
N1—C1—H1	125.3	C10—C9—H9A	109.2
C1—C2—N2	106.9 (4)	N4—C9—H9B	109.2
C1—C2—H2	126.5	C10—C9—H9B	109.2
N2—C2—H2	126.5	H9A—C9—H9B	107.9
N1—C3—N2	112.0 (4)	C9—C10—C10ii	112.8 (5)
N1—C3—H3	124.0	C9—C10—H10A	109.0
N2—C3—H3	124.0	C10ii—C10—H10A	109.0
C5—C6—N3	109.7 (4)	C9—C10—H10B	109.0
C5—C6—H6	125.1	C10ii—C10—H10B	109.0
N3—C6—H6	125.1	H10A—C10—H10B	107.8

D—H···A	D—H	H···A	D···A	D—H···A
C3—H3···Cl1iii	0.93	2.63	3.538 (2)	166
C5—H5···Cl2iv	0.93	2.78	3.599 (5)	147

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C3—H3⋯Cl1i	0.93	2.63	3.538 (2)	166
C5—H5⋯Cl2ii	0.93	2.78	3.599 (5)	147

Symmetry codes: (i) ; (ii) .