Literature DB >> 21577757

catena-Poly[[dichloridozinc(II)]-μ-1,1'-(hexane-1,6-di-yl)diimidazole-κN:N].

Abstract

In the structure of the polymeric title compound, [ZnCl(2)(C(12)H(18)N(4))](n) or [ZnCl(2)(L)](n), where L = 1,1'-(hexane-1,6-di-yl)diimidazole, the Zn(II) centre is coordinated by two N atoms of two different L ligands and by two chloride anions in a distorted tetra-hedral geometry. The organic ligand links adjacent metals to form a polymeric chain along the c axis. The chains are further connected into layers parallel to the bc plane by inter-molecular C-H⋯Cl hydrogen bonds. Two C atoms of the central hexyl chain are disordered over two positions with site-occupancy factors of 0.5.

Entities: CellLine Chemical Disease Gene Species

Year: 2009 PMID： 21577757 PMCID： PMC2970280 DOI： 10.1107/S1600536809037696

Source DB: PubMed Journal: Acta Crystallogr Sect E Struct Rep Online ISSN： 1600-5368

Related literature

For general background on coordination polymers, see: Batten & Robson (1998 ▶). For a related structure, see: Yang et al. (2008 ▶).

Experimental

Crystal data

[ZnCl2(C12H18N4)] M = 354.57 Orthorhombic, a = 11.255 (6) Å b = 11.713 (8) Å c = 23.653 (15) Å V = 3118 (3) Å3 Z = 8 Cu Kα radiation μ = 5.27 mm−1 T = 293 K 0.31 × 0.25 × 0.22 mm

Data collection

Oxford Diffraction Gemini R Ultra diffractometer Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2006 ▶) T min = 0.56, T max = 0.85 21446 measured reflections 2778 independent reflections 2080 reflections with I > 2σ(I) R int = 0.053

Refinement

R[F 2 > 2σ(F 2)] = 0.038 wR(F 2) = 0.106 S = 1.03 2778 reflections 190 parameters 2 restraints H-atom parameters constrained Δρmax = 0.24 e Å−3 Δρmin = −0.39 e Å−3 Data collection: CrysAlis CCD (Oxford Diffraction, 2006 ▶); cell refinement: CrysAlis RED (Oxford Diffraction, 2006 ▶); data reduction: CrysAlis RED; 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 global, I. DOI: 10.1107/S1600536809037696/rz2360sup1.cif Structure factors: contains datablocks I. DOI: 10.1107/S1600536809037696/rz2360Isup2.hkl Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[ZnCl₂(C₁₂H₁₈N₄)]	F(000) = 1456
M_r = 354.57	D_x = 1.511 Mg m⁻³
Orthorhombic, Pbca	Cu Kα radiation, λ = 1.54184 Å
Hall symbol: -P 2ac 2ab	Cell parameters from 2778 reflections
a = 11.255 (6) Å	θ = 3.1–67.2°
b = 11.713 (8) Å	µ = 5.27 mm⁻¹
c = 23.653 (15) Å	T = 293 K
V = 3118 (3) Å³	Block, colourless
Z = 8	0.31 × 0.25 × 0.22 mm

Oxford Diffraction Gemini R Ultra diffractometer	2778 independent reflections
Radiation source: fine-focus sealed tube	2080 reflections with I > 2σ(I)
graphite	R_int = 0.053
Detector resolution: 10.0 pixels mm^-1	θ_max = 67.2°, θ_min = 5.4°
ω scans	h = −12→13
Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2006)	k = −13→12
T_min = 0.56, T_max = 0.85	l = −28→27
21446 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)] = 0.038	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.106	H-atom parameters constrained
S = 1.02	w = 1/[σ²(F_o²) + (0.0617P)² + 0.9261P] where P = (F_o² + 2F_c²)/3
2778 reflections	(Δ/σ)_max = 0.001
190 parameters	Δρ_max = 0.24 e Å⁻³
2 restraints	Δρ_min = −0.39 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 > 2sigma(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	U_iso*/U_eq	Occ. (<1)
C1	0.4404 (3)	0.8003 (3)	0.51805 (15)	0.0642 (9)
H1	0.4892	0.8643	0.5167	0.077*
C2	0.4434 (4)	0.7132 (4)	0.48146 (17)	0.0805 (12)
H2	0.4927	0.7061	0.4501	0.097*
C3	0.3080 (4)	0.6823 (4)	0.54427 (16)	0.0786 (12)
H3	0.2460	0.6482	0.5640	0.094*
C4	0.3724 (8)	0.5226 (7)	0.4718 (3)	0.0589 (17)	0.50
H4A	0.4425	0.5193	0.4480	0.071*	0.50
H4B	0.3766	0.4621	0.4998	0.071*	0.50
C5	0.2614 (8)	0.5143 (8)	0.4375 (4)	0.068 (2)	0.50
H5A	0.2580	0.5744	0.4094	0.082*	0.50
H5B	0.1916	0.5192	0.4615	0.082*	0.50
C4'	0.2942 (11)	0.5275 (8)	0.4825 (4)	0.088 (3)	0.50
H4'1	0.3111	0.4674	0.5095	0.105*	0.50
H4'2	0.2091	0.5410	0.4823	0.105*	0.50
C5'	0.3341 (11)	0.4935 (10)	0.4261 (4)	0.102 (4)	0.50
H5'1	0.4191	0.4801	0.4267	0.122*	0.50
H5'2	0.3183	0.5547	0.3995	0.122*	0.50
C6	0.2708 (5)	0.3860 (4)	0.40691 (19)	0.0887 (14)
H6A	0.2973	0.3341	0.4363	0.106*
H6B	0.1898	0.3641	0.3980	0.106*
C7	0.3336 (4)	0.4423 (4)	0.3080 (2)	0.0847 (13)
H7A	0.3863	0.4186	0.2778	0.102*
H7B	0.3618	0.5156	0.3217	0.102*
C8	0.3429 (4)	0.3571 (4)	0.3554 (2)	0.0870 (13)
H8A	0.3178	0.2831	0.3415	0.104*
H8B	0.4257	0.3506	0.3664	0.104*
C9	0.2099 (4)	0.4585 (3)	0.28368 (16)	0.0683 (10)
H9A	0.1563	0.4816	0.3137	0.082*
H9B	0.2119	0.5193	0.2559	0.082*
C10	0.2002 (3)	0.3110 (3)	0.20743 (14)	0.0615 (9)
H10	0.2583	0.3444	0.1849	0.074*
C11	0.0662 (3)	0.1975 (3)	0.23820 (14)	0.0592 (8)
H11	0.0137	0.1364	0.2407	0.071*
C12	0.0775 (3)	0.2814 (3)	0.27673 (14)	0.0615 (8)
H12	0.0352	0.2887	0.3103	0.074*
Zn1	0.31792 (3)	0.87724 (3)	0.625633 (16)	0.04733 (16)
Cl1	0.43448 (8)	1.03207 (8)	0.61904 (4)	0.0671 (2)
Cl2	0.12350 (7)	0.91670 (9)	0.63202 (3)	0.0642 (2)
N1	0.3546 (2)	0.7805 (2)	0.55749 (10)	0.0532 (6)
N2	0.3600 (5)	0.6368 (3)	0.49914 (15)	0.0942 (13)
N3	0.1635 (3)	0.3541 (2)	0.25686 (11)	0.0557 (7)
N4	0.1445 (2)	0.2161 (3)	0.19457 (10)	0.0533 (6)

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
C1	0.0628 (19)	0.069 (2)	0.061 (2)	0.0015 (17)	0.0093 (16)	−0.0059 (16)
C2	0.099 (3)	0.080 (3)	0.062 (2)	0.024 (3)	0.011 (2)	−0.012 (2)
C3	0.121 (3)	0.058 (2)	0.057 (2)	−0.023 (2)	0.008 (2)	−0.0031 (17)
C4	0.063 (4)	0.060 (4)	0.053 (4)	0.013 (4)	0.005 (4)	−0.006 (3)
C5	0.065 (5)	0.091 (6)	0.050 (4)	0.025 (4)	0.000 (4)	0.005 (4)
C4'	0.107 (8)	0.073 (6)	0.084 (7)	−0.017 (6)	0.023 (6)	−0.022 (5)
C5'	0.089 (7)	0.101 (8)	0.116 (8)	−0.031 (6)	0.030 (6)	−0.072 (7)
C6	0.123 (4)	0.074 (3)	0.069 (3)	−0.021 (3)	−0.019 (2)	−0.0079 (19)
C7	0.078 (3)	0.090 (3)	0.087 (3)	−0.021 (2)	0.015 (2)	−0.008 (2)
C8	0.064 (2)	0.095 (3)	0.103 (3)	−0.007 (2)	−0.012 (2)	−0.003 (3)
C9	0.089 (3)	0.052 (2)	0.063 (2)	−0.0029 (19)	0.0126 (18)	−0.0050 (15)
C10	0.073 (2)	0.062 (2)	0.0498 (17)	−0.0024 (18)	0.0185 (15)	0.0018 (15)
C11	0.0557 (18)	0.062 (2)	0.0603 (19)	−0.0009 (16)	0.0095 (15)	0.0014 (15)
C12	0.0626 (19)	0.070 (2)	0.0517 (18)	0.0045 (19)	0.0181 (15)	−0.0010 (15)
Zn1	0.0504 (3)	0.0487 (3)	0.0429 (2)	0.00272 (17)	−0.00423 (16)	−0.00345 (15)
Cl1	0.0643 (5)	0.0595 (5)	0.0776 (5)	−0.0137 (4)	−0.0092 (4)	−0.0075 (4)
Cl2	0.0480 (4)	0.0808 (6)	0.0637 (5)	0.0066 (4)	−0.0064 (3)	−0.0068 (4)
N1	0.0620 (15)	0.0520 (16)	0.0457 (13)	−0.0003 (13)	0.0016 (11)	−0.0028 (11)
N2	0.176 (4)	0.0519 (18)	0.0544 (18)	0.001 (2)	0.001 (2)	−0.0125 (14)
N3	0.0665 (16)	0.0536 (16)	0.0470 (14)	0.0053 (13)	0.0101 (12)	−0.0004 (11)
N4	0.0555 (14)	0.0562 (17)	0.0481 (13)	0.0054 (13)	0.0080 (11)	0.0016 (11)

C1—C2	1.338 (6)	C6—H6B	0.9700
C1—N1	1.362 (4)	C7—C8	1.505 (7)
C1—H1	0.9300	C7—C9	1.519 (6)
C2—N2	1.362 (6)	C7—H7A	0.9700
C2—H2	0.9300	C7—H7B	0.9700
C3—N1	1.302 (5)	C8—H8A	0.9700
C3—N2	1.329 (6)	C8—H8B	0.9700
C3—H3	0.9300	C9—N3	1.473 (5)
C4—C5	1.492 (12)	C9—H9A	0.9700
C4—N2	1.493 (8)	C9—H9B	0.9700
C4—H4A	0.9700	C10—N4	1.312 (5)
C4—H4B	0.9700	C10—N3	1.339 (4)
C5—C6	1.672 (10)	C10—H10	0.9300
C5—H5A	0.9700	C11—C12	1.346 (5)
C5—H5B	0.9700	C11—N4	1.374 (4)
C4'—C5'	1.464 (8)	C11—H11	0.9300
C4'—N2	1.531 (7)	C12—N3	1.372 (5)
C4'—H4'1	0.9700	C12—H12	0.9300
C4'—H4'2	0.9700	Zn1—N4ⁱ	2.008 (3)
C5'—C6	1.516 (10)	Zn1—N1	2.013 (3)
C5'—H5'1	0.9700	Zn1—Cl2	2.2415 (13)
C5'—H5'2	0.9700	Zn1—Cl1	2.2438 (12)
C6—C8	1.502 (7)	N4—Zn1ⁱⁱ	2.008 (3)
C6—H6A	0.9700

C2—C1—N1	109.3 (4)	C8—C7—H7B	108.4
C2—C1—H1	125.3	C9—C7—H7B	108.4
N1—C1—H1	125.3	H7A—C7—H7B	107.5
C1—C2—N2	106.5 (4)	C6—C8—C7	114.6 (4)
C1—C2—H2	126.7	C6—C8—H8A	108.6
N2—C2—H2	126.7	C7—C8—H8A	108.6
N1—C3—N2	111.7 (4)	C6—C8—H8B	108.6
N1—C3—H3	124.1	C7—C8—H8B	108.6
N2—C3—H3	124.1	H8A—C8—H8B	107.6
C5—C4—N2	102.4 (6)	N3—C9—C7	112.7 (3)
C5—C4—H4A	111.3	N3—C9—H9A	109.1
N2—C4—H4A	111.3	C7—C9—H9A	109.1
C5—C4—H4B	111.3	N3—C9—H9B	109.1
N2—C4—H4B	111.3	C7—C9—H9B	109.1
H4A—C4—H4B	109.2	H9A—C9—H9B	107.8
C4—C5—C6	103.9 (6)	N4—C10—N3	112.0 (3)
C4—C5—H5A	111.0	N4—C10—H10	124.0
C6—C5—H5A	111.0	N3—C10—H10	124.0
C4—C5—H5B	111.0	C12—C11—N4	109.4 (3)
C6—C5—H5B	111.0	C12—C11—H11	125.3
H5A—C5—H5B	109.0	N4—C11—H11	125.3
C5'—C4'—N2	108.3 (7)	C11—C12—N3	106.7 (3)
C5'—C4'—H4'1	110.0	C11—C12—H12	126.6
N2—C4'—H4'1	110.0	N3—C12—H12	126.6
C5'—C4'—H4'2	110.0	N4ⁱ—Zn1—N1	107.47 (11)
N2—C4'—H4'2	110.0	N4ⁱ—Zn1—Cl2	105.25 (8)
H4'1—C4'—H4'2	108.4	N1—Zn1—Cl2	111.74 (8)
C4'—C5'—C6	110.8 (7)	N4ⁱ—Zn1—Cl1	111.93 (9)
C4'—C5'—H5'1	109.5	N1—Zn1—Cl1	106.23 (9)
C6—C5'—H5'1	109.5	Cl2—Zn1—Cl1	114.13 (5)
C4'—C5'—H5'2	109.5	C3—N1—C1	105.8 (3)
C6—C5'—H5'2	109.5	C3—N1—Zn1	127.4 (3)
H5'1—C5'—H5'2	108.1	C1—N1—Zn1	126.7 (2)
C8—C6—C5'	100.1 (5)	C3—N2—C2	106.7 (3)
C8—C6—C5	126.0 (5)	C3—N2—C4	138.5 (5)
C8—C6—H6A	105.8	C2—N2—C4	113.0 (5)
C5'—C6—H6A	99.3	C3—N2—C4'	109.2 (5)
C5—C6—H6A	105.8	C2—N2—C4'	143.5 (5)
C8—C6—H6B	105.8	C10—N3—C12	106.5 (3)
C5'—C6—H6B	136.6	C10—N3—C9	125.4 (3)
C5—C6—H6B	105.8	C12—N3—C9	128.1 (3)
H6A—C6—H6B	106.2	C10—N4—C11	105.5 (3)
C8—C7—C9	115.4 (4)	C10—N4—Zn1ⁱⁱ	123.3 (2)
C8—C7—H7A	108.4	C11—N4—Zn1ⁱⁱ	131.2 (3)
C9—C7—H7A	108.4

D—H···A	D—H	H···A	D···A	D—H···A
C3—H3···Cl1ⁱⁱⁱ	0.93	2.77	3.698 (5)	176

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C3—H3⋯Cl1ⁱ	0.93	2.77	3.698 (5)	176

Symmetry code: (i) .

2 in total

1. A short history of SHELX.

Authors: George M Sheldrick
Journal: Acta Crystallogr A Date: 2007-12-21 Impact factor: 2.290

2. Unusual parallel and inclined interlocking modes in polyrotaxane-like metal-organic frameworks.

Authors: Jin Yang; Jian-Fang Ma; Stuart R Batten; Zhong-Min Su
Journal: Chem Commun (Camb) Date: 2008-03-10 Impact factor: 6.222

2 in total