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

The title one-dimensional coordination polymer, [ZnCl(2)(C(10)H(14)N(4))](n), was synthesized by hydro-thermal methods from ZnCl(2) and 1,1'-(butane-1,4-di-yl)diimidazole. The Zn atom is coordinated by two chloride ions and two N atoms from two symmetry-independent organic ligands and shows a distorted tetra-hedral coordination geometry. The 1,1'-(butane-1,4-di-yl)diimidazole ligands are located around two sets of inversion centers and bridge Zn(II) ions, forming a zigzag polymeric chain. C-H⋯Cl hydrogen bonding results in the formation of a three-dimensional supra-molecular network.

Related literature

For general background to this work, see: Hamada et al. (2004 ▶); Wang et al. (2006 ▶).

Experimental

Crystal data

[ZnCl2(C10H14N4)]

M = 326.52

Monoclinic,

a = 7.8583 (16) Å

b = 11.689 (2) Å

c = 15.882 (3) Å

β = 93.82 (3)°

V = 1455.6 (5) Å3

Z = 4

Mo Kα radiation

μ = 2.04 mm−1

T = 293 K

0.34 × 0.27 × 0.22 mm

Data collection

Siemens SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.428, T max = 0.731

13865 measured reflections

3309 independent reflections

2701 reflections with I > 2σ(I)

R int = 0.036

Refinement

R[F 2 > 2σ(F 2)] = 0.039

wR(F 2) = 0.126

S = 1.01

3309 reflections

154 parameters

H-atom parameters constrained

Δρmax = 1.33 e Å−3

Δρmin = −0.35 e Å−3

Data collection: SMART (Siemens, 1994 ▶); cell refinement: SAINT (Siemens, 1994 ▶); 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 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536810046611/gk2314sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810046611/gk2314Isup2.hkl

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

[ZnCl2(C10H14N4)]	F(000) = 664
Mr = 326.52	Dx = 1.490 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 13865 reflections
a = 7.8583 (16) Å	θ = 3.1–27.4°
b = 11.689 (2) Å	µ = 2.04 mm−1
c = 15.882 (3) Å	T = 293 K
β = 93.82 (3)°	Block, colorless
V = 1455.6 (5) Å3	0.34 × 0.27 × 0.22 mm
Z = 4

Siemens SMART CCD area-detector diffractometer	3309 independent reflections
Radiation source: fine-focus sealed tube	2701 reflections with I > 2σ(I)
graphite	Rint = 0.036
Detector resolution: 0 pixels mm-1	θmax = 27.4°, θmin = 3.1°
φ and ω scans	h = −10→8
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	k = −15→15
Tmin = 0.428, Tmax = 0.731	l = −20→20
13865 measured reflections

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)] = 0.039	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.126	H-atom parameters constrained
S = 1.01	w = 1/[σ2(Fo2) + (0.0822P)2 + 0.5697P] where P = (Fo2 + 2Fc2)/3
3309 reflections	(Δ/σ)max = 0.001
154 parameters	Δρmax = 1.33 e Å−3
0 restraints	Δρmin = −0.35 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
Zn1	0.03756 (4)	0.88757 (3)	0.221856 (19)	0.03812 (15)
Cl1	0.16460 (10)	1.03238 (7)	0.15605 (5)	0.0490 (2)
Cl2	−0.16703 (11)	0.94302 (9)	0.30450 (5)	0.0595 (3)
N1	−0.0583 (3)	0.7849 (2)	0.12834 (15)	0.0459 (6)
N2	−0.1741 (4)	0.6401 (3)	0.05838 (18)	0.0564 (7)
N3	0.2244 (3)	0.7996 (2)	0.28566 (15)	0.0414 (5)
N4	0.3570 (3)	0.6570 (2)	0.35199 (15)	0.0418 (5)
C1	−0.1396 (5)	0.6874 (3)	0.1340 (2)	0.0561 (9)
H1A	−0.1695	0.6554	0.1845	0.067*
C2	−0.0383 (5)	0.7996 (3)	0.0444 (2)	0.0604 (9)
H2A	0.0175	0.8607	0.0209	0.072*
C3	−0.1123 (6)	0.7112 (4)	0.0007 (2)	0.0692 (11)
H3A	−0.1192	0.7015	−0.0575	0.083*
C4	−0.2665 (6)	0.5326 (3)	0.0393 (3)	0.0721 (11)
H4A	−0.2590	0.4840	0.0890	0.087*
H4B	−0.2132	0.4926	−0.0055	0.087*
C5	−0.4511 (6)	0.5543 (3)	0.0128 (3)	0.0687 (11)
H5A	−0.4577	0.6072	−0.0344	0.082*
H5B	−0.5053	0.5904	0.0591	0.082*
C6	0.2058 (4)	0.7031 (3)	0.32738 (19)	0.0443 (7)
H6A	0.1011	0.6712	0.3383	0.053*
C7	0.3969 (4)	0.8154 (3)	0.2830 (2)	0.0539 (8)
H7A	0.4483	0.8769	0.2576	0.065*
C8	0.4809 (4)	0.7279 (3)	0.3232 (2)	0.0565 (9)
H8A	0.5984	0.7176	0.3299	0.068*
C9	0.3835 (4)	0.5474 (3)	0.3955 (2)	0.0487 (7)
H9A	0.4469	0.4969	0.3607	0.058*
H9B	0.2735	0.5123	0.4026	0.058*
C10	0.4794 (4)	0.5590 (3)	0.48174 (18)	0.0437 (7)
H10A	0.5842	0.6014	0.4762	0.052*
H10B	0.4102	0.6010	0.5195	0.052*

	U11	U22	U33	U12	U13	U23
Zn1	0.0373 (2)	0.0380 (2)	0.0379 (2)	−0.00093 (13)	−0.00600 (14)	0.00377 (12)
Cl1	0.0466 (4)	0.0420 (4)	0.0590 (5)	−0.0042 (3)	0.0084 (3)	0.0081 (3)
Cl2	0.0531 (5)	0.0777 (7)	0.0488 (4)	0.0073 (4)	0.0110 (4)	0.0122 (4)
N1	0.0504 (15)	0.0459 (14)	0.0400 (12)	−0.0080 (12)	−0.0086 (10)	0.0022 (11)
N2	0.0651 (19)	0.0498 (16)	0.0520 (15)	−0.0153 (14)	−0.0124 (14)	0.0002 (13)
N3	0.0360 (13)	0.0409 (13)	0.0460 (12)	0.0014 (10)	−0.0065 (10)	0.0084 (11)
N4	0.0400 (13)	0.0421 (14)	0.0422 (12)	0.0022 (11)	−0.0056 (10)	0.0072 (10)
C1	0.073 (2)	0.052 (2)	0.0418 (16)	−0.0170 (17)	−0.0112 (15)	0.0081 (14)
C2	0.073 (2)	0.064 (2)	0.0437 (16)	−0.0237 (19)	0.0012 (16)	0.0009 (16)
C3	0.087 (3)	0.077 (3)	0.0434 (17)	−0.028 (2)	0.0009 (18)	−0.0078 (18)
C4	0.087 (3)	0.051 (2)	0.074 (2)	−0.020 (2)	−0.022 (2)	0.0015 (19)
C5	0.081 (3)	0.057 (2)	0.065 (2)	−0.025 (2)	−0.0131 (19)	−0.0024 (18)
C6	0.0374 (15)	0.0431 (16)	0.0507 (16)	−0.0028 (13)	−0.0089 (12)	0.0069 (13)
C7	0.0449 (17)	0.057 (2)	0.0591 (19)	−0.0017 (15)	0.0001 (14)	0.0220 (16)
C8	0.0363 (16)	0.066 (2)	0.067 (2)	0.0072 (15)	0.0039 (14)	0.0189 (18)
C9	0.0534 (19)	0.0411 (17)	0.0499 (17)	0.0026 (14)	−0.0097 (14)	0.0074 (13)
C10	0.0476 (17)	0.0436 (17)	0.0393 (15)	0.0059 (13)	−0.0007 (12)	0.0060 (12)

Zn1—N3	2.010 (2)	C3—H3A	0.9300
Zn1—N1	2.016 (3)	C4—C5	1.505 (6)
Zn1—Cl2	2.2381 (11)	C4—H4A	0.9700
Zn1—Cl1	2.2567 (9)	C4—H4B	0.9700
N1—C1	1.312 (4)	C5—C5i	1.525 (7)
N1—C2	1.363 (4)	C5—H5A	0.9700
N2—C1	1.334 (4)	C5—H5B	0.9700
N2—C3	1.352 (5)	C6—H6A	0.9300
N2—C4	1.472 (5)	C7—C8	1.354 (5)
N3—C6	1.322 (4)	C7—H7A	0.9300
N3—C7	1.371 (4)	C8—H8A	0.9300
N4—C6	1.339 (4)	C9—C10	1.524 (4)
N4—C8	1.380 (4)	C9—H9A	0.9700
N4—C9	1.464 (4)	C9—H9B	0.9700
C1—H1A	0.9300	C10—C10ii	1.522 (6)
C2—C3	1.353 (5)	C10—H10A	0.9700
C2—H2A	0.9300	C10—H10B	0.9700
N3—Zn1—N1	106.94 (11)	N2—C4—H4B	109.3
N3—Zn1—Cl2	112.43 (8)	C5—C4—H4B	109.3
N1—Zn1—Cl2	110.90 (8)	H4A—C4—H4B	108.0
N3—Zn1—Cl1	106.64 (8)	C4—C5—C5i	113.2 (5)
N1—Zn1—Cl1	105.09 (8)	C4—C5—H5A	108.9
Cl2—Zn1—Cl1	114.31 (4)	C5i—C5—H5A	108.9
C1—N1—C2	105.3 (3)	C4—C5—H5B	108.9
C1—N1—Zn1	128.8 (2)	C5i—C5—H5B	108.9
C2—N1—Zn1	125.7 (2)	H5A—C5—H5B	107.8
C1—N2—C3	107.1 (3)	N3—C6—N4	111.4 (3)
C1—N2—C4	127.4 (3)	N3—C6—H6A	124.3
C3—N2—C4	125.5 (3)	N4—C6—H6A	124.3
C6—N3—C7	105.8 (2)	C8—C7—N3	109.6 (3)
C6—N3—Zn1	126.0 (2)	C8—C7—H7A	125.2
C7—N3—Zn1	127.3 (2)	N3—C7—H7A	125.2
C6—N4—C8	107.1 (3)	C7—C8—N4	106.1 (3)
C6—N4—C9	125.8 (3)	C7—C8—H8A	126.9
C8—N4—C9	127.0 (3)	N4—C8—H8A	126.9
N1—C1—N2	111.7 (3)	N4—C9—C10	113.1 (3)
N1—C1—H1A	124.2	N4—C9—H9A	109.0
N2—C1—H1A	124.2	C10—C9—H9A	109.0
C3—C2—N1	109.4 (3)	N4—C9—H9B	109.0
C3—C2—H2A	125.3	C10—C9—H9B	109.0
N1—C2—H2A	125.3	H9A—C9—H9B	107.8
N2—C3—C2	106.5 (3)	C10ii—C10—C9	110.0 (3)
N2—C3—H3A	126.8	C10ii—C10—H10A	109.7
C2—C3—H3A	126.8	C9—C10—H10A	109.7
N2—C4—C5	111.5 (3)	C10ii—C10—H10B	109.7
N2—C4—H4A	109.3	C9—C10—H10B	109.7
C5—C4—H4A	109.3	H10A—C10—H10B	108.2
N3—Zn1—N1—C1	64.7 (3)	C1—N2—C3—C2	1.2 (5)
Cl2—Zn1—N1—C1	−58.2 (3)	C4—N2—C3—C2	179.5 (4)
Cl1—Zn1—N1—C1	177.8 (3)	N1—C2—C3—N2	−1.7 (5)
N3—Zn1—N1—C2	−109.5 (3)	C1—N2—C4—C5	97.3 (5)
Cl2—Zn1—N1—C2	127.6 (3)	C3—N2—C4—C5	−80.7 (5)
Cl1—Zn1—N1—C2	3.6 (3)	N2—C4—C5—C5i	176.4 (4)
N1—Zn1—N3—C6	−62.4 (3)	C7—N3—C6—N4	0.4 (4)
Cl2—Zn1—N3—C6	59.6 (3)	Zn1—N3—C6—N4	170.4 (2)
Cl1—Zn1—N3—C6	−174.4 (2)	C8—N4—C6—N3	−0.8 (4)
N1—Zn1—N3—C7	105.5 (3)	C9—N4—C6—N3	−176.6 (3)
Cl2—Zn1—N3—C7	−132.6 (3)	C6—N3—C7—C8	0.1 (4)
Cl1—Zn1—N3—C7	−6.6 (3)	Zn1—N3—C7—C8	−169.7 (2)
C2—N1—C1—N2	−0.7 (4)	N3—C7—C8—N4	−0.6 (4)
Zn1—N1—C1—N2	−175.9 (2)	C6—N4—C8—C7	0.9 (4)
C3—N2—C1—N1	−0.3 (5)	C9—N4—C8—C7	176.6 (3)
C4—N2—C1—N1	−178.6 (4)	C6—N4—C9—C10	−120.0 (3)
C1—N1—C2—C3	1.5 (5)	C8—N4—C9—C10	65.1 (4)
Zn1—N1—C2—C3	176.8 (3)	N4—C9—C10—C10ii	−173.2 (3)

D—H···A	D—H	H···A	D···A	D—H···A
C3—H3A···Cl2iii	0.93	2.77	3.601 (4)	149
C6—H6A···Cl1iv	0.93	2.65	3.553 (3)	164

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C3—H3A⋯Cl2i	0.93	2.77	3.601 (4)	149
C6—H6A⋯Cl1ii	0.93	2.65	3.553 (3)	164

Symmetry codes: (i) ; (ii) .