Poly[[μ2-1,4-bis­(4,5-dihydro-1,3-oxazol-2-yl)benzene-κ2N:N′]di-μ2-chlorido-cadmium]

Wang, P.-N.; Yeh, C.-W.; Lee, H.-T.; Suen, M.-C.

doi:10.1107/S1600536811027036

metal-organic compounds

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ISSN: 2056-9890

Volume 67| Part 8| August 2011| Page m1083

doi:10.1107/S1600536811027036

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Poly[[μ₂-1,4-bis(4,5-dihydro-1,3-oxazol-2-yl)benzene-κ²N:N′]di-μ₂-chlorido-cadmium]

Pin-Ning Wang,^a Chun-Wei Yeh,^b Hsun-Tsing Lee ^c and Maw-Cherng Suen ^a ^*

^aDepartment of Material and Fiber, Nanya Institute of Technology, Chung-Li 320, Taiwan, ^bDepartment of Chemistry, Chung-Yuan Christian University, Chung-Li 320, Taiwan, and ^cDepartment of Materials Science and Engineering, Vanung University, Chung-Li 320, Taiwan
^*Correspondence e-mail: sun@nanya.edu.tw

(Received 17 May 2011; accepted 6 July 2011; online 13 July 2011)

In the title coordination polymer, [CdCl₂(C₁₂H₁₂N₂O₂)]_n, the Cd^II ion, situated on an inversion center, is coordinated by four bridging Cl atoms and two N atoms from two 1,4-bis(4,5-dihydro-1,3-oxazol-2-yl)benzene (L) ligands in a distorted octahedral geometry. Each L ligand also lies across an inversion center and bridges two Cd^II ions, forming infinite two-dimensional rectangular layers running parallel to (010).

Related literature

For background to coordination polymers with organic ligands, see: Kitagawa et al. (2004 ); Chiang et al. (2008 ); Yeh et al. (2008 , 2009 ); Hsu et al. (2009 ). For Cd^II coordination polymers, see Suen et al. (2007a ,b ). For related structures, see: Wang et al. (2008 ).

Experimental

Crystal data

[CdCl₂(C₁₂H₁₂N₂O₂)]
M_r = 399.54
Triclinic, $[P \overline 1]$
a = 3.9242 (4) Å
b = 8.0290 (8) Å
c = 10.0778 (10) Å
α = 84.632 (2)°
β = 81.458 (2)°
γ = 84.002 (2)°
V = 311.30 (5) Å³
Z = 1
Mo Kα radiation
μ = 2.18 mm⁻¹
T = 297 K
0.50 × 0.50 × 0.07 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 1997 ) T_min = 0.319, T_max = 0.862
1779 measured reflections
1209 independent reflections
1204 reflections with I > 2σ(I)
R_int = 0.029

Refinement

R[F² > 2σ(F²)] = 0.044
wR(F²) = 0.125
S = 1.13
1209 reflections
88 parameters
H-atom parameters constrained
Δρ_max = 0.93 e Å⁻³
Δρ_min = −1.80 e Å⁻³

Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 1997); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DAIMOND (Brandenburg, 2009 ); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536811027036/gw2103sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536811027036/gw2103Isup2.hkl

checkCIF report

Comment top

The synthesis of metal coordination polymers has been a subject of intense research due to their interesting structural chemistry and potential applications in gas storage, separation, catalysis, magnetism, luminescence, and drug delivery (Kitagawa et al., 2004). Roles of anion, solvent and ligand comformations in self-assembly of coordination complexes containing polydentate nitrogen ligands are very intersting (Chiang et al., 2008; Yeh et al., 2008; Hsu et al., 2009; Yeh et al., 2009). The Cd^II complexes containing polydentate ligands showing various type frameworks are also reported (Suen et al., 2007a,b). The Ag(I) complexes containing 1,4-bis(4,5-dihydro-2-oxazolyl)benzene (L) ligands has been reported, which show various two-dimensional networks (Wang et al., 2008). The Cd²⁺ cations are sixcoordinated with four Cl atoms and two N atoms from two L ligands (Fig. 1). The Cd···Cd distances separated by the bridging L ligands and Cl atoms are 10.257 (1) and 3.924 (1) Å, while the ligands adopt the anti conformation in the structure (Fig. 2).

Related literature top

For background to coordination polymers with organic ligands, see: Kitagawa et al. (2004); Chiang et al. (2008); Yeh et al. (2008, 2009); Hsu et al. (2009). For Cd^II coodination polymers, see Suen et al. (2007a,b). For related structures, see: Wang et al. (2008).

Experimental top

An aqueous solution (5.0 ml) of cadmium chloride (1.0 mmol) was layered carefully over a methanolic solution (5.0 ml) of 1,4-bis(4,5-dihydro-2-oxazolyl)benzene (1.0 mmol) in a tube. Colourless crystals were obtained after several weeks. These were washed with methanol and collected in 65.2% yield.

Computing details top

Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 1997); data reduction: SAINT (Sheldrick, 2008); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DAIMOND (Brandenburg, 2009); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

	Fig. 1. A portion of the two-dimensional net. Ellipsoids are drawn at 30% probability level, and H atoms of spheres of arbitrary radius. Symmetry codes: (i) 1 - x, 1 - y, 1 - z; (ii) x - 1, y, z.
	Fig. 2. A drawing of the two-dimensional rectangular net.

Poly[[µ₂-1,4-bis(4,5-dihydro-1,3-oxazol-2-yl)benzene- κ²N:N']di-µ₂-chlorido-cadmium] top

Crystal data top

[CdCl₂(C₁₂H₁₂N₂O₂)]	Z = 1
M_r = 399.54	F(000) = 196
Triclinic, P1	D_x = 2.131 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 3.9242 (4) Å	Cell parameters from 1711 reflections
b = 8.0290 (8) Å	θ = 2.6–26.0°
c = 10.0778 (10) Å	µ = 2.18 mm⁻¹
α = 84.632 (2)°	T = 297 K
β = 81.458 (2)°	Parallelepiped, colourless
γ = 84.002 (2)°	0.50 × 0.50 × 0.07 mm
V = 311.30 (5) Å³

Data collection top

Bruker SMART CCD area-detector diffractometer	1209 independent reflections
Radiation source: fine-focus sealed tube	1204 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.029
phi and ω scans	θ_max = 26.0°, θ_min = 2.1°
Absorption correction: multi-scan (SADABS; Bruker, 1997)	h = −2→4
T_min = 0.319, T_max = 0.862	k = −9→9
1779 measured reflections	l = −12→12

Refinement top

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)] = 0.044	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.125	H-atom parameters constrained
S = 1.13	w = 1/[σ²(F_o²) + (0.110P)²] where P = (F_o² + 2F_c²)/3
1209 reflections	(Δ/σ)_max = 0.001
88 parameters	Δρ_max = 0.93 e Å⁻³
0 restraints	Δρ_min = −1.80 e Å⁻³

Crystal data top

[CdCl₂(C₁₂H₁₂N₂O₂)]	γ = 84.002 (2)°
M_r = 399.54	V = 311.30 (5) Å³
Triclinic, P1	Z = 1
a = 3.9242 (4) Å	Mo Kα radiation
b = 8.0290 (8) Å	µ = 2.18 mm⁻¹
c = 10.0778 (10) Å	T = 297 K
α = 84.632 (2)°	0.50 × 0.50 × 0.07 mm
β = 81.458 (2)°

Data collection top

Bruker SMART CCD area-detector diffractometer	1209 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 1997)	1204 reflections with I > 2σ(I)
T_min = 0.319, T_max = 0.862	R_int = 0.029
1779 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.044	0 restraints
wR(F²) = 0.125	H-atom parameters constrained
S = 1.13	Δρ_max = 0.93 e Å⁻³
1209 reflections	Δρ_min = −1.80 e Å⁻³
88 parameters

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	0.5000	0.5000	0.5000	0.0206 (2)
Cl	0.9164 (2)	0.67051 (12)	0.60009 (9)	0.0232 (3)
O	0.2884 (9)	0.1013 (4)	0.8636 (3)	0.0366 (7)
N	0.4705 (9)	0.2869 (4)	0.6933 (3)	0.0214 (6)
C1	0.6062 (11)	0.1199 (4)	0.6473 (4)	0.0276 (8)
H1A	0.8569	0.1106	0.6290	0.033*
H1B	0.5150	0.1001	0.5663	0.033*
C2	0.4811 (12)	−0.0049 (5)	0.7647 (4)	0.0319 (9)
H2A	0.3342	−0.0813	0.7368	0.038*
H2B	0.6751	−0.0698	0.8001	0.038*
C3	0.3089 (9)	0.2623 (4)	0.8112 (4)	0.0226 (7)
C4	0.1447 (9)	0.3868 (4)	0.9047 (3)	0.0207 (7)
C5	0.2302 (9)	0.5530 (4)	0.8878 (3)	0.0217 (7)
H5A	0.3857	0.5879	0.8141	0.026*
C6	0.0839 (9)	0.6652 (4)	0.9805 (3)	0.0217 (7)
H6A	0.1363	0.7764	0.9673	0.026*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Cd	0.0178 (3)	0.0218 (3)	0.0219 (3)	0.00137 (19)	−0.00280 (19)	−0.00334 (19)
Cl	0.0209 (5)	0.0258 (5)	0.0226 (5)	0.0017 (4)	−0.0016 (4)	−0.0068 (4)
O	0.051 (2)	0.0240 (13)	0.0264 (13)	0.0061 (13)	0.0120 (13)	0.0015 (10)
N	0.0240 (15)	0.0221 (15)	0.0168 (14)	0.0029 (11)	−0.0019 (11)	−0.0025 (11)
C1	0.031 (2)	0.0227 (17)	0.0263 (18)	0.0054 (14)	0.0015 (15)	−0.0046 (14)
C2	0.038 (2)	0.0235 (18)	0.0291 (19)	0.0043 (16)	0.0064 (16)	−0.0031 (15)
C3	0.0192 (17)	0.0231 (17)	0.0253 (17)	−0.0002 (13)	−0.0031 (13)	−0.0015 (12)
C4	0.0200 (17)	0.0240 (16)	0.0176 (15)	0.0024 (13)	−0.0023 (12)	−0.0044 (12)
C5	0.0225 (17)	0.0238 (16)	0.0167 (16)	0.0007 (14)	0.0000 (12)	0.0015 (12)
C6	0.0269 (19)	0.0183 (15)	0.0193 (17)	−0.0018 (13)	−0.0023 (13)	−0.0005 (12)

Geometric parameters (Å, º) top

Cd—Nⁱ	2.467 (3)	C1—H1A	0.9700
Cd—N	2.467 (3)	C1—H1B	0.9700
Cd—Cl	2.6035 (10)	C2—H2A	0.9700
Cd—Clⁱ	2.6035 (10)	C2—H2B	0.9700
Cd—Clⁱⁱ	2.6557 (9)	C3—C4	1.471 (5)
Cd—Clⁱⁱⁱ	2.6557 (9)	C4—C5	1.398 (5)
Cl—Cd^iv	2.6557 (9)	C4—C6^v	1.413 (5)
O—C3	1.355 (4)	C5—C6	1.380 (5)
O—C2	1.447 (4)	C5—H5A	0.9300
N—C3	1.269 (5)	C6—C4^v	1.413 (5)
N—C1	1.480 (4)	C6—H6A	0.9300
C1—C2	1.534 (5)

Nⁱ—Cd—N	180.000 (1)	C2—C1—H1A	110.9
Nⁱ—Cd—Cl	87.04 (8)	N—C1—H1B	110.9
N—Cd—Cl	92.96 (8)	C2—C1—H1B	110.9
Nⁱ—Cd—Clⁱ	92.96 (8)	H1A—C1—H1B	108.9
N—Cd—Clⁱ	87.04 (8)	O—C2—C1	103.7 (3)
Cl—Cd—Clⁱ	180.000 (1)	O—C2—H2A	111.0
Nⁱ—Cd—Clⁱⁱ	87.28 (7)	C1—C2—H2A	111.0
N—Cd—Clⁱⁱ	92.72 (7)	O—C2—H2B	111.0
Cl—Cd—Clⁱⁱ	96.51 (3)	C1—C2—H2B	111.0
Clⁱ—Cd—Clⁱⁱ	83.49 (3)	H2A—C2—H2B	109.0
Nⁱ—Cd—Clⁱⁱⁱ	92.72 (7)	N—C3—O	117.9 (3)
N—Cd—Clⁱⁱⁱ	87.28 (7)	N—C3—C4	128.7 (3)
Cl—Cd—Clⁱⁱⁱ	83.49 (3)	O—C3—C4	113.4 (3)
Clⁱ—Cd—Clⁱⁱⁱ	96.51 (3)	C5—C4—C6^v	119.2 (3)
Clⁱⁱ—Cd—Clⁱⁱⁱ	180.000 (1)	C5—C4—C3	121.3 (3)
Cd—Cl—Cd^iv	96.51 (3)	C6^v—C4—C3	119.3 (3)
C3—O—C2	106.9 (3)	C6—C5—C4	120.0 (3)
C3—N—C1	107.0 (3)	C6—C5—H5A	120.0
C3—N—Cd	140.4 (2)	C4—C5—H5A	120.0
C1—N—Cd	109.9 (2)	C5—C6—C4^v	120.8 (3)
N—C1—C2	104.5 (3)	C5—C6—H6A	119.6
N—C1—H1A	110.9	C4^v—C6—H6A	119.6

Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) x−1, y, z; (iii) −x+2, −y+1, −z+1; (iv) x+1, y, z; (v) −x, −y+1, −z+2.

Experimental details

Crystal data
Chemical formula	[CdCl₂(C₁₂H₁₂N₂O₂)]
M_r	399.54
Crystal system, space group	Triclinic, P1
Temperature (K)	297
a, b, c (Å)	3.9242 (4), 8.0290 (8), 10.0778 (10)
α, β, γ (°)	84.632 (2), 81.458 (2), 84.002 (2)
V (Å³)	311.30 (5)
Z	1
Radiation type	Mo Kα
µ (mm⁻¹)	2.18
Crystal size (mm)	0.50 × 0.50 × 0.07

Data collection
Diffractometer	Bruker SMART CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Bruker, 1997)
T_min, T_max	0.319, 0.862
No. of measured, independent and observed [I > 2σ(I)] reflections	1779, 1209, 1204
R_int	0.029
(sin θ/λ)_max (Å⁻¹)	0.618

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.044, 0.125, 1.13
No. of reflections	1209
No. of parameters	88
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.93, −1.80

Computer programs: SMART (Bruker, 1997), SAINT (Bruker, 1997), SAINT (Sheldrick, 2008), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), DAIMOND (Brandenburg, 2009), SHELXTL (Sheldrick, 2008).

Acknowledgements

We are grateful to the National Science Council of the Republic of China and the Nanya Institute of Technology for support.

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