catena-Poly[cadmium-μ-[1,3-bis­(imidazol-1-yl)propane]-di-μ-chlorido]

Shen, Q.-L.; Lin, H.

doi:10.1107/S1600536812021083

metal-organic compounds

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ISSN: 2056-9890

Volume 68| Part 6| June 2012| Page m776

doi:10.1107/S1600536812021083

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catena-Poly[cadmium-μ-[1,3-bis(imidazol-1-yl)propane]-di-μ-chlorido]

Qiao-Lian Shen ^a and Hong Lin ^b ^*

^aJinhua Radio and Television University, Jinhua, Zhejiang 321022, People's Republic of China, and ^bJinhua Professional–Technical College, Jinhua, Zhejiang 321007, People's Republic of China
^*Correspondence e-mail: jh_ll@126.com

(Received 20 April 2012; accepted 9 May 2012; online 16 May 2012)

The title complex, [CdCl₂(C₉H₁₂N₄)]_n, is characterized by the formation of a zigzag chain structure parallel to [001]. In the chain, the Cd²⁺ cation is coordinated by four bridging Cl⁻ ligands in equatorial positions and two N atoms from symmetry-related and likewise bridging 1,3-bis(imidazol-1-yl)propane ligands in axial positions, forming a distorted CdCl₄N₂ octahedron.

Related literature

For related structures, see: Carlucci et al. (1997 ); Wang et al. (2011 ); Yang et al. (2010 ).

Experimental

Crystal data

[CdCl₂(C₉H₁₂N₄)]
M_r = 359.54
Orthorhombic, P 2₁ 2₁ 2₁
a = 15.1617 (16) Å
b = 9.9810 (11) Å
c = 7.8022 (8) Å
V = 1180.7 (2) Å³
Z = 4
Mo Kα radiation
μ = 2.28 mm⁻¹
T = 296 K
0.31 × 0.20 × 0.12 mm

Data collection

Bruker APEXII area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.585, T_max = 0.761
18692 measured reflections
2707 independent reflections
2645 reflections with I > 2σ(I)
R_int = 0.021

Refinement

R[F² > 2σ(F²)] = 0.013
wR(F²) = 0.037
S = 1.00
2707 reflections
146 parameters
H-atom parameters constrained
Δρ_max = 0.20 e Å⁻³
Δρ_min = −0.47 e Å⁻³
Absolute structure: Flack (1983 ), 1109 Friedel pairs
Flack parameter: 0.294 (18)

Table 1
Selected bond lengths (Å)

Cd—N2	2.2836 (12)
Cd—N1ⁱ	2.2911 (13)
Cd—Cl1	2.6370 (4)
Cd—Cl2	2.6800 (4)
Cd—Cl1ⁱⁱ	2.7010 (4)
Cd—Cl2ⁱ	2.7409 (5)
Symmetry codes: (i) $[-x+{\script{3\over 2}}, -y+2, z-{\script{1\over 2}}]$ ; (ii) $[-x+{\script{3\over 2}}, -y+2, z+{\script{1\over 2}}]$ .

Data collection: APEX2 (Bruker, 2006 ); cell refinement: SAINT (Bruker, 2006); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 2006 ); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536812021083/wm2624sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536812021083/wm2624Isup2.hkl

checkCIF report

Comment top

In the past few years, complexes based on the 1,3-bi-4-pyridylpropane (bpp) ligand, such as [Ni₂(C₁₀H₈O₄S₂)₂(bpp)₂(H₂O)]_n (Wang et al., 2011), [Ag(C₈H₉O₄)(bpp)]_n (Yang et al., 2010), [Ag(bpp)]_nn(CF₃SO₃) (Carlucci et al., 1997), have been reported. However, complexes with 1,3-bis(imidazol-1'-yl)propane (bip) as ligand are scarce. Herein, we report the synthesis and structure of a new complex, [Cd(bip)Cl₂]_n (I).

A perspective view of the molecular entities of compound (I) is presented in Fig.1. The asymmetric unit consists of one Cd²⁺ ion, one 1,3-bis(imidazol-1'-yl)propane ligand, and two chlorine atoms. The Cd²⁺ ion is six-coordinate and has a slightly distorted octahedral coordination environment, defined by four chlorine atoms and two nitrogen atoms from two symmetry-related 1,3-bis(imidazol-1'-yl)propane ligands. As shown in Fig. 2, the adjacent Cd(II) ions are bridged by one 1,3-bis(imidazol-1'-yl)propane ligand and two chlorine atoms to generate a zigzag-chain structure running along [001].

It should be noted that there are no remarkable hydrogen bonding interactions in the crystal.

Related literature top

For related structures, see: Carlucci et al. (1997); Wang et al. (2011); Yang et al. (2010).

Experimental top

A mixture of 1,3-bis(imidazol-1'-yl)propane (0.088 g, 0.5 mmol), CdCl₂^.2.5H₂O (0.342 g, 1.5 mmol), and Na₂CO₃ (0.060 g, 0.5 mmol) in H₂O (16 ml)/C₂H₅OH (2 ml) was placed in a 25 ml Teflon-lined stainless steel vessel and heated at 433 K for 72 h, then cooled to room temperature over 3 days. Colourless crystals suitable for X-ray analysis were obtained.

Computing details top

Data collection: APEX2 (Bruker, 2006); cell refinement: SAINT (Bruker, 2006); data reduction: SAINT (Bruker, 2006); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 2006); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

	Fig. 1. The asymmetric unit of (I), showing the atom-numbering scheme. Displacement ellipsoids are drawn at the 30% probability elevl.
	Fig. 2. A view of the one-dimensional chain structure of (I).

catena-Poly[cadmium-µ-[1,3-bis(imidazol-1-yl)propane]-di-µ-chlorido] top

Crystal data top

[CdCl₂(C₉H₁₂N₄)]	F(000) = 704
M_r = 359.54	D_x = 2.023 Mg m⁻³
Orthorhombic, P2₁2₁2₁	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2ac 2ab	Cell parameters from 9933 reflections
a = 15.1617 (16) Å	θ = 2.4–27.5°
b = 9.9810 (11) Å	µ = 2.28 mm⁻¹
c = 7.8022 (8) Å	T = 296 K
V = 1180.7 (2) Å³	Block, colourless
Z = 4	0.31 × 0.20 × 0.12 mm

Data collection top

Bruker APEXII area-detector diffractometer	2707 independent reflections
Radiation source: fine-focus sealed tube	2645 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.021
ω scans	θ_max = 27.5°, θ_min = 2.4°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −19→19
T_min = 0.585, T_max = 0.761	k = −12→12
18692 measured reflections	l = −10→10

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.013	H-atom parameters constrained
wR(F²) = 0.037	w = 1/[σ²(F_o²) + (0.024P)² + 0.1705P] where P = (F_o² + 2F_c²)/3
S = 1.00	(Δ/σ)_max = 0.002
2707 reflections	Δρ_max = 0.20 e Å⁻³
146 parameters	Δρ_min = −0.47 e Å⁻³
0 restraints	Absolute structure: Flack (1983), 1109 Friedel pairs
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: 0.294 (18)

Crystal data top

[CdCl₂(C₉H₁₂N₄)]	V = 1180.7 (2) Å³
M_r = 359.54	Z = 4
Orthorhombic, P2₁2₁2₁	Mo Kα radiation
a = 15.1617 (16) Å	µ = 2.28 mm⁻¹
b = 9.9810 (11) Å	T = 296 K
c = 7.8022 (8) Å	0.31 × 0.20 × 0.12 mm

Data collection top

Bruker APEXII area-detector diffractometer	2707 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	2645 reflections with I > 2σ(I)
T_min = 0.585, T_max = 0.761	R_int = 0.021
18692 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.013	H-atom parameters constrained
wR(F²) = 0.037	Δρ_max = 0.20 e Å⁻³
S = 1.00	Δρ_min = −0.47 e Å⁻³
2707 reflections	Absolute structure: Flack (1983), 1109 Friedel pairs
146 parameters	Absolute structure parameter: 0.294 (18)
0 restraints

Special details top

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Cd	0.743239 (6)	0.998451 (13)	0.383812 (14)	0.02486 (4)
Cl1	0.77859 (3)	1.17683 (4)	0.14414 (5)	0.02759 (8)
Cl2	0.76493 (3)	1.18680 (4)	0.62497 (5)	0.02915 (8)
N1	0.90723 (8)	0.98124 (13)	0.87595 (17)	0.0275 (3)
N2	0.88887 (8)	0.94055 (13)	0.39339 (19)	0.0275 (3)
N3	1.03373 (9)	0.95040 (13)	0.40284 (19)	0.0272 (3)
N4	1.04570 (8)	1.01445 (15)	0.80238 (17)	0.0283 (3)
C1	0.96006 (11)	0.89687 (17)	0.9691 (2)	0.0325 (4)
H1B	0.9401	0.8358	1.0504	0.039*
C2	0.96144 (10)	1.05139 (16)	0.7788 (2)	0.0278 (3)
H2A	0.9435	1.1182	0.7034	0.033*
C3	1.04561 (12)	0.91557 (17)	0.9251 (2)	0.0348 (4)
H3A	1.0944	0.8707	0.9691	0.042*
C4	1.12411 (11)	1.07572 (18)	0.7238 (2)	0.0360 (4)
H4A	1.1676	1.0905	0.8129	0.043*
H4B	1.1076	1.1627	0.6787	0.043*
C5	1.16718 (9)	0.99572 (18)	0.5806 (2)	0.0339 (3)
H5B	1.1687	0.9023	0.6148	0.041*
H5A	1.2278	1.0256	0.5692	0.041*
C6	1.12330 (9)	1.00460 (18)	0.4051 (2)	0.0325 (3)
H6A	1.1215	1.0977	0.3696	0.039*
H6B	1.1589	0.9561	0.3225	0.039*
C7	1.01061 (11)	0.81997 (16)	0.4383 (2)	0.0321 (3)
H7A	1.0485	0.7491	0.4622	0.039*
C8	0.92134 (11)	0.81612 (16)	0.4312 (2)	0.0317 (3)
H8A	0.8872	0.7401	0.4494	0.038*
C9	0.95856 (10)	1.01840 (16)	0.3763 (2)	0.0282 (3)
H9A	0.9560	1.1091	0.3492	0.034*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Cd	0.01757 (6)	0.03157 (7)	0.02543 (7)	0.00113 (4)	−0.00088 (3)	0.00122 (5)
Cl1	0.02733 (19)	0.02735 (16)	0.02807 (19)	−0.00186 (15)	0.00135 (14)	0.00086 (14)
Cl2	0.02980 (16)	0.02852 (17)	0.02914 (19)	−0.00164 (16)	0.00014 (17)	−0.00060 (15)
N1	0.0205 (6)	0.0341 (6)	0.0280 (7)	0.0008 (5)	0.0000 (5)	−0.0041 (7)
N2	0.0214 (6)	0.0324 (6)	0.0287 (7)	0.0032 (5)	−0.0016 (6)	0.0004 (6)
N3	0.0210 (6)	0.0315 (6)	0.0289 (7)	−0.0002 (5)	0.0016 (6)	0.0026 (6)
N4	0.0197 (6)	0.0333 (7)	0.0318 (7)	−0.0011 (6)	0.0018 (5)	−0.0040 (6)
C1	0.0314 (9)	0.0337 (8)	0.0323 (9)	0.0030 (7)	0.0015 (7)	0.0042 (7)
C2	0.0222 (7)	0.0335 (8)	0.0278 (8)	0.0012 (6)	0.0009 (6)	−0.0016 (6)
C3	0.0269 (8)	0.0385 (9)	0.0391 (10)	0.0065 (7)	−0.0032 (7)	0.0002 (8)
C4	0.0226 (8)	0.0414 (9)	0.0439 (10)	−0.0091 (7)	0.0029 (7)	−0.0063 (8)
C5	0.0174 (6)	0.0446 (9)	0.0396 (8)	−0.0008 (7)	0.0019 (6)	−0.0008 (9)
C6	0.0217 (7)	0.0387 (8)	0.0370 (8)	−0.0024 (7)	0.0029 (6)	0.0043 (9)
C7	0.0265 (8)	0.0308 (8)	0.0390 (9)	0.0062 (7)	0.0018 (7)	0.0044 (7)
C8	0.0262 (8)	0.0321 (7)	0.0369 (9)	−0.0003 (7)	0.0009 (6)	0.0025 (7)
C9	0.0235 (7)	0.0312 (7)	0.0301 (8)	0.0025 (6)	−0.0012 (6)	0.0023 (8)

Geometric parameters (Å, º) top

Cd—N2	2.2836 (12)	N4—C4	1.471 (2)
Cd—N1ⁱ	2.2911 (13)	C1—C3	1.355 (2)
Cd—Cl1	2.6370 (4)	C1—H1B	0.9300
Cd—Cl2	2.6800 (4)	C2—H2A	0.9300
Cd—Cl1ⁱⁱ	2.7010 (4)	C3—H3A	0.9300
Cd—Cl2ⁱ	2.7409 (5)	C4—C5	1.521 (2)
Cl1—Cdⁱ	2.7010 (4)	C4—H4A	0.9700
Cl2—Cdⁱⁱ	2.7409 (5)	C4—H4B	0.9700
N1—C2	1.319 (2)	C5—C6	1.525 (2)
N1—C1	1.371 (2)	C5—H5B	0.9700
N1—Cdⁱⁱ	2.2911 (13)	C5—H5A	0.9700
N2—C9	1.318 (2)	C6—H6A	0.9700
N2—C8	1.368 (2)	C6—H6B	0.9700
N3—C9	1.3425 (19)	C7—C8	1.355 (2)
N3—C7	1.376 (2)	C7—H7A	0.9300
N3—C6	1.4618 (19)	C8—H8A	0.9300
N4—C2	1.3423 (19)	C9—H9A	0.9300
N4—C3	1.375 (2)

N2—Cd—N1ⁱ	170.41 (4)	N1—C2—H2A	124.2
N2—Cd—Cl1	89.86 (4)	N4—C2—H2A	124.2
N1ⁱ—Cd—Cl1	97.10 (3)	C1—C3—N4	106.03 (14)
N2—Cd—Cl2	92.06 (4)	C1—C3—H3A	127.0
N1ⁱ—Cd—Cl2	94.53 (3)	N4—C3—H3A	127.0
Cl1—Cd—Cl2	89.962 (15)	N4—C4—C5	115.79 (14)
N2—Cd—Cl1ⁱⁱ	85.98 (4)	N4—C4—H4A	108.3
N1ⁱ—Cd—Cl1ⁱⁱ	87.45 (3)	C5—C4—H4A	108.3
Cl1—Cd—Cl1ⁱⁱ	174.530 (8)	N4—C4—H4B	108.3
Cl2—Cd—Cl1ⁱⁱ	86.642 (15)	C5—C4—H4B	108.3
N2—Cd—Cl2ⁱ	84.09 (4)	H4A—C4—H4B	107.4
N1ⁱ—Cd—Cl2ⁱ	89.71 (3)	C4—C5—C6	116.23 (14)
Cl1—Cd—Cl2ⁱ	86.682 (15)	C4—C5—H5B	108.2
Cl2—Cd—Cl2ⁱ	174.893 (8)	C6—C5—H5B	108.2
Cl1ⁱⁱ—Cd—Cl2ⁱ	96.408 (14)	C4—C5—H5A	108.2
Cd—Cl1—Cdⁱ	94.075 (14)	C6—C5—H5A	108.2
Cd—Cl2—Cdⁱⁱ	92.210 (15)	H5B—C5—H5A	107.4
C2—N1—C1	105.45 (14)	N3—C6—C5	113.23 (13)
C2—N1—Cdⁱⁱ	126.08 (10)	N3—C6—H6A	108.9
C1—N1—Cdⁱⁱ	128.47 (11)	C5—C6—H6A	108.9
C9—N2—C8	105.57 (13)	N3—C6—H6B	108.9
C9—N2—Cd	128.50 (11)	C5—C6—H6B	108.9
C8—N2—Cd	125.78 (10)	H6A—C6—H6B	107.7
C9—N3—C7	107.04 (13)	C8—C7—N3	105.85 (14)
C9—N3—C6	127.11 (13)	C8—C7—H7A	127.1
C7—N3—C6	125.75 (14)	N3—C7—H7A	127.1
C2—N4—C3	106.95 (13)	C7—C8—N2	110.02 (15)
C2—N4—C4	126.73 (15)	C7—C8—H8A	125.0
C3—N4—C4	126.12 (14)	N2—C8—H8A	125.0
C3—C1—N1	109.92 (15)	N2—C9—N3	111.52 (14)
C3—C1—H1B	125.0	N2—C9—H9A	124.2
N1—C1—H1B	125.0	N3—C9—H9A	124.2
N1—C2—N4	111.63 (15)

N2—Cd—Cl1—Cdⁱ	88.81 (4)	C3—N4—C2—N1	−1.12 (19)
N1ⁱ—Cd—Cl1—Cdⁱ	−84.57 (3)	C4—N4—C2—N1	−176.17 (14)
Cl2—Cd—Cl1—Cdⁱ	−179.129 (15)	N1—C1—C3—N4	0.3 (2)
Cl2ⁱ—Cd—Cl1—Cdⁱ	4.723 (13)	C2—N4—C3—C1	0.47 (18)
N2—Cd—Cl2—Cdⁱⁱ	−81.21 (4)	C4—N4—C3—C1	175.56 (16)
N1ⁱ—Cd—Cl2—Cdⁱⁱ	91.81 (3)	C2—N4—C4—C5	−105.45 (19)
Cl1—Cd—Cl2—Cdⁱⁱ	−171.071 (13)	C3—N4—C4—C5	80.4 (2)
Cl1ⁱⁱ—Cd—Cl2—Cdⁱⁱ	4.639 (13)	N4—C4—C5—C6	79.6 (2)
Cl1—Cd—N2—C9	36.26 (14)	C9—N3—C6—C5	114.19 (19)
Cl2—Cd—N2—C9	−53.70 (14)	C7—N3—C6—C5	−61.6 (2)
Cl1ⁱⁱ—Cd—N2—C9	−140.18 (14)	C4—C5—C6—N3	−63.3 (2)
Cl2ⁱ—Cd—N2—C9	122.94 (14)	C9—N3—C7—C8	−0.01 (19)
Cl1—Cd—N2—C8	−148.84 (13)	C6—N3—C7—C8	176.46 (15)
Cl2—Cd—N2—C8	121.21 (13)	N3—C7—C8—N2	−0.34 (19)
Cl1ⁱⁱ—Cd—N2—C8	34.72 (13)	C9—N2—C8—C7	0.57 (19)
Cl2ⁱ—Cd—N2—C8	−62.16 (13)	Cd—N2—C8—C7	−175.29 (11)
C2—N1—C1—C3	−0.95 (19)	C8—N2—C9—N3	−0.58 (19)
Cdⁱⁱ—N1—C1—C3	179.52 (12)	Cd—N2—C9—N3	175.12 (11)
C1—N1—C2—N4	1.27 (18)	C7—N3—C9—N2	0.4 (2)
Cdⁱⁱ—N1—C2—N4	−179.18 (10)	C6—N3—C9—N2	−176.03 (14)

Symmetry codes: (i) −x+3/2, −y+2, z−1/2; (ii) −x+3/2, −y+2, z+1/2.

Experimental details

Crystal data
Chemical formula	[CdCl₂(C₉H₁₂N₄)]
M_r	359.54
Crystal system, space group	Orthorhombic, P2₁2₁2₁
Temperature (K)	296
a, b, c (Å)	15.1617 (16), 9.9810 (11), 7.8022 (8)
V (Å³)	1180.7 (2)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	2.28
Crystal size (mm)	0.31 × 0.20 × 0.12

Data collection
Diffractometer	Bruker APEXII area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.585, 0.761
No. of measured, independent and observed [I > 2σ(I)] reflections	18692, 2707, 2645
R_int	0.021
(sin θ/λ)_max (Å⁻¹)	0.650

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.013, 0.037, 1.00
No. of reflections	2707
No. of parameters	146
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.20, −0.47
Absolute structure	Flack (1983), 1109 Friedel pairs
Absolute structure parameter	0.294 (18)

Computer programs: APEX2 (Bruker, 2006), SAINT (Bruker, 2006), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), DIAMOND (Brandenburg, 2006), SHELXTL (Sheldrick, 2008).

Selected bond lengths (Å) top

Cd—N2	2.2836 (12)	Cd—Cl2	2.6800 (4)
Cd—N1ⁱ	2.2911 (13)	Cd—Cl1ⁱⁱ	2.7010 (4)
Cd—Cl1	2.6370 (4)	Cd—Cl2ⁱ	2.7409 (5)

Symmetry codes: (i) −x+3/2, −y+2, z−1/2; (ii) −x+3/2, −y+2, z+1/2.

References

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ISSN: 2056-9890

Volume 68| Part 6| June 2012| Page m776

doi:10.1107/S1600536812021083

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