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

Suen, M.-C.; Yeh, C.-W.; Lin, S.-C.; Hsu, Y.-F.

doi:10.1107/S1600536811027759

metal-organic compounds

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ISSN: 2056-9890

Volume 67| Part 8| August 2011| Page m1099

doi:10.1107/S1600536811027759

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

Maw-Cherng Suen,^a ^* Chun-Wei Yeh,^b Shui-Chuan Lin ^c and Yi-Fen Hsu ^b

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

(Received 6 July 2011; accepted 11 July 2011; online 16 July 2011)

In the title coordination polymer, [CdBr₂(C₁₂H₁₂N₂O₂)]_n, the Cd^II ion, situated on an inversion centre, is coordinated by four bridging Br 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. The L ligand, which also lies across an inversion centre, bridges two Cd^II ions, forming layers parallel to (010).

Related literature

For background to coordination polymers with organic ligands, see: Chiang et al. (2008 ); Hsu et al. (2009 ); Kitagawa et al. (2004 ); Yeh et al. (2008 , 2009 ). For Cd(II) coordination polymers, see: Suen & Wang (2007a ,b ). For related structures, see: Wang et al. (2008 , 2011 ).

Experimental

Crystal data

[CdBr₂(C₁₂H₁₂N₂O₂)]
M_r = 488.46
Triclinic, $[P \overline 1]$
a = 4.0595 (2) Å
b = 8.1114 (3) Å
c = 10.1132 (4) Å
α = 84.503 (2)°
β = 81.963 (2)°
γ = 84.898 (2)°
V = 327.26 (2) Å³
Z = 1
Mo Kα radiation
μ = 7.77 mm⁻¹
T = 296 K
0.16 × 0.06 × 0.06 mm

Data collection

Bruker APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2001 ) T_min = 0.769, T_max = 0.971
15213 measured reflections
4234 independent reflections
3127 reflections with I > 2σ(I)
R_int = 0.081

Refinement

R[F² > 2σ(F²)] = 0.026
wR(F²) = 0.067
S = 0.96
4234 reflections
88 parameters
H-atom parameters constrained
Δρ_max = 0.99 e Å⁻³
Δρ_min = −1.55 e Å⁻³

Table 1
Selected bond lengths (Å)

Cd—N	2.5189 (12)
Cd—Br	2.7085 (2)
Cd—Brⁱ	2.7901 (2)
Symmetry code: (i) x-1, y, z.

Data collection: APEX2 (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: DIAMOND (Brandenburg, 1999 ); software used to prepare material for publication: SHELXL97.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536811027759/hy2448sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536811027759/hy2448Isup2.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 anions, solvents and ligand conformations in the self-assembly of coordination complexes containing polydentate nitrogen ligands are very interesting (Chiang et al., 2008; Hsu et al., 2009; Yeh et al., 2008, 2009). The Cd(II) complexes containing polydentate ligands showing various types of frameworks are also reported (Suen & Wang, 2007a,b). The Ag(I) and Cu(II) complexes containing 1,4-bis(4,5-dihydro-2-oxazolyl)benzene (L) ligands have been reported, which show various one- and two-dimensional networks (Wang, Lee et al., 2008; Wang, Yeh et al., 2011).

In the title complex, the Cd^II ion is six-coordinated with four Br atoms and two N atoms from two L ligands (Fig. 1, Table 1). The Cd···Cd distances separated by the bridging L ligands and Br atoms are 10.3574 (4) and 4.0595 (2) Å. The ligand adopts an anti conformation in the structure (Fig. 2).

Related literature top

For background to coordination polymers with organic ligands, see: Chiang et al. (2008); Hsu et al. (2009); Kitagawa et al. (2004); Yeh et al. (2008, 2009). For Cd(II) coodination polymers, see: Suen & Wang (2007a,b). For related structures, see: Wang, Lee et al. (2008); Wang, Yeh et al. (2011).

Experimental top

An aqueous solution (5.0 ml) of cadmium bromide (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 69.8% yield.

Computing details top

Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 1999); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).

Figures top

	Fig. 1. A portion of the two-dimensional network in the title compound. Displacement ellipsoids are drawn at the 30% probability level. [Symmetry codes: (i) -x + 1, -y + 1, -z; (ii) -x, -y + 1, -z; (iii) x + 1, y, z; (iv) x - 1, y, z; (v) -x, -y + 1, -z + 1.]
	Fig. 2. A drawing of the two-dimensional network.

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

Crystal data top

[CdBr₂(C₁₂H₁₂N₂O₂)]	Z = 1
M_r = 488.46	F(000) = 232
Triclinic, P1	D_x = 2.478 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 4.0595 (2) Å	Cell parameters from 7163 reflections
b = 8.1114 (3) Å	θ = 3.1–41.1°
c = 10.1132 (4) Å	µ = 7.77 mm⁻¹
α = 84.503 (2)°	T = 296 K
β = 81.963 (2)°	Columnar, colourless
γ = 84.898 (2)°	0.16 × 0.06 × 0.06 mm
V = 327.26 (2) Å³

Data collection top

Bruker APEXII CCD diffractometer	4234 independent reflections
Radiation source: fine-focus sealed tube	3127 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.081
ϕ and ω scans	θ_max = 41.1°, θ_min = 3.1°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −7→6
T_min = 0.769, T_max = 0.971	k = −14→14
15213 measured reflections	l = −18→18

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)] = 0.026	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.067	H-atom parameters constrained
S = 0.96	w = 1/[σ²(F_o²) + (0.0224P)²] where P = (F_o² + 2F_c²)/3
4234 reflections	(Δ/σ)_max < 0.001
88 parameters	Δρ_max = 0.99 e Å⁻³
0 restraints	Δρ_min = −1.55 e Å⁻³

Crystal data top

[CdBr₂(C₁₂H₁₂N₂O₂)]	γ = 84.898 (2)°
M_r = 488.46	V = 327.26 (2) Å³
Triclinic, P1	Z = 1
a = 4.0595 (2) Å	Mo Kα radiation
b = 8.1114 (3) Å	µ = 7.77 mm⁻¹
c = 10.1132 (4) Å	T = 296 K
α = 84.503 (2)°	0.16 × 0.06 × 0.06 mm
β = 81.963 (2)°

Data collection top

Bruker APEXII CCD diffractometer	4234 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2001)	3127 reflections with I > 2σ(I)
T_min = 0.769, T_max = 0.971	R_int = 0.081
15213 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.026	0 restraints
wR(F²) = 0.067	H-atom parameters constrained
S = 0.96	Δρ_max = 0.99 e Å⁻³
4234 reflections	Δρ_min = −1.55 e Å⁻³
88 parameters

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

	x	y	z	U_iso*/U_eq
Cd	0.5000	0.0000	0.0000	0.02232 (4)
N	0.4635 (3)	−0.21212 (15)	0.19936 (11)	0.0222 (2)
O	0.2887 (3)	−0.39410 (14)	0.37175 (11)	0.0361 (3)
C1	0.5970 (4)	−0.37792 (18)	0.15877 (14)	0.0282 (3)
H1B	0.8389	−0.3851	0.1436	0.034*
H1A	0.5149	−0.4007	0.0773	0.034*
C2	0.4731 (5)	−0.4991 (2)	0.27480 (16)	0.0333 (3)
H2B	0.3300	−0.5751	0.2468	0.040*
H2A	0.6583	−0.5627	0.3115	0.040*
C3	0.3062 (4)	−0.23541 (17)	0.31777 (13)	0.0212 (2)
C4	0.1447 (3)	−0.11180 (17)	0.40873 (12)	0.0200 (2)
C5	0.2347 (4)	0.05114 (18)	0.39301 (13)	0.0227 (2)
H5	0.3917	0.0853	0.3219	0.027*
C6	−0.0891 (4)	−0.16227 (18)	0.51607 (13)	0.0229 (2)
H6	−0.1479	−0.2714	0.5267	0.027*
Br	0.91841 (3)	0.179762 (17)	0.103470 (13)	0.02270 (4)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Cd	0.01836 (6)	0.02238 (7)	0.02671 (7)	−0.00089 (5)	−0.00254 (4)	−0.00583 (5)
N	0.0272 (5)	0.0202 (5)	0.0181 (5)	−0.0007 (4)	0.0012 (4)	−0.0038 (4)
O	0.0540 (8)	0.0203 (5)	0.0268 (5)	0.0041 (5)	0.0134 (5)	0.0000 (4)
C1	0.0369 (8)	0.0205 (6)	0.0237 (6)	0.0029 (5)	0.0056 (5)	−0.0034 (5)
C2	0.0432 (9)	0.0211 (7)	0.0304 (7)	0.0038 (6)	0.0093 (6)	−0.0029 (6)
C3	0.0253 (6)	0.0189 (6)	0.0187 (5)	−0.0003 (5)	−0.0008 (4)	−0.0026 (4)
C4	0.0234 (6)	0.0216 (6)	0.0149 (5)	0.0007 (5)	−0.0018 (4)	−0.0036 (4)
C5	0.0269 (6)	0.0241 (6)	0.0160 (5)	−0.0025 (5)	0.0020 (4)	−0.0019 (4)
C6	0.0288 (6)	0.0205 (6)	0.0188 (5)	−0.0031 (5)	0.0005 (4)	−0.0032 (4)
Br	0.02070 (7)	0.02520 (7)	0.02242 (7)	−0.00113 (5)	−0.00048 (4)	−0.00718 (5)

Geometric parameters (Å, º) top

Cd—N	2.5189 (12)	C2—H2B	0.9700
Cd—Br	2.7085 (2)	C2—H2A	0.9700
Cd—Brⁱ	2.7901 (2)	C3—C4	1.4739 (17)
N—C3	1.2813 (17)	C4—C5	1.3910 (19)
N—C1	1.4781 (18)	C4—C6	1.3940 (19)
O—C3	1.3530 (18)	C5—C6ⁱⁱ	1.3855 (18)
O—C2	1.4451 (17)	C5—H5	0.9300
C1—C2	1.516 (2)	C6—C5ⁱⁱ	1.3855 (18)
C1—H1B	0.9700	C6—H6	0.9300
C1—H1A	0.9700

N—Cd—Nⁱⁱⁱ	180.00 (6)	N—C1—H1A	110.7
N—Cd—Brⁱⁱⁱ	86.94 (3)	C2—C1—H1A	110.7
Nⁱⁱⁱ—Cd—Brⁱⁱⁱ	93.06 (3)	H1B—C1—H1A	108.8
N—Cd—Br	93.06 (3)	O—C2—C1	103.97 (11)
Nⁱⁱⁱ—Cd—Br	86.94 (3)	O—C2—H2B	111.0
Brⁱⁱⁱ—Cd—Br	180.000 (5)	C1—C2—H2B	111.0
N—Cd—Br^iv	87.67 (3)	O—C2—H2A	111.0
Nⁱⁱⁱ—Cd—Br^iv	92.33 (3)	C1—C2—H2A	111.0
Brⁱⁱⁱ—Cd—Br^iv	95.159 (5)	H2B—C2—H2A	109.0
Br—Cd—Br^iv	84.841 (5)	N—C3—O	117.42 (12)
N—Cd—Brⁱ	92.33 (3)	N—C3—C4	129.11 (13)
Nⁱⁱⁱ—Cd—Brⁱ	87.67 (3)	O—C3—C4	113.44 (11)
Brⁱⁱⁱ—Cd—Brⁱ	84.841 (5)	C5—C4—C6	119.85 (12)
Br—Cd—Brⁱ	95.159 (5)	C5—C4—C3	121.06 (11)
Br^iv—Cd—Brⁱ	180.000 (6)	C6—C4—C3	119.00 (12)
C3—N—C1	106.43 (12)	C6ⁱⁱ—C5—C4	119.60 (12)
C3—N—Cd	140.65 (10)	C6ⁱⁱ—C5—H5	120.2
C1—N—Cd	110.60 (8)	C4—C5—H5	120.2
C3—O—C2	106.97 (11)	C5ⁱⁱ—C6—C4	120.55 (13)
N—C1—C2	105.15 (11)	C5ⁱⁱ—C6—H6	119.7
N—C1—H1B	110.7	C4—C6—H6	119.7
C2—C1—H1B	110.7	Cd—Br—Cd^v	95.159 (5)

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

Experimental details

Crystal data
Chemical formula	[CdBr₂(C₁₂H₁₂N₂O₂)]
M_r	488.46
Crystal system, space group	Triclinic, P1
Temperature (K)	296
a, b, c (Å)	4.0595 (2), 8.1114 (3), 10.1132 (4)
α, β, γ (°)	84.503 (2), 81.963 (2), 84.898 (2)
V (Å³)	327.26 (2)
Z	1
Radiation type	Mo Kα
µ (mm⁻¹)	7.77
Crystal size (mm)	0.16 × 0.06 × 0.06

Data collection
Diffractometer	Bruker APEXII CCD diffractometer
Absorption correction	Multi-scan (SADABS; Bruker, 2001)
T_min, T_max	0.769, 0.971
No. of measured, independent and observed [I > 2σ(I)] reflections	15213, 4234, 3127
R_int	0.081
(sin θ/λ)_max (Å⁻¹)	0.925

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.026, 0.067, 0.96
No. of reflections	4234
No. of parameters	88
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.99, −1.55

Computer programs: APEX2 (Bruker, 2007), SAINT (Bruker, 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), DIAMOND (Brandenburg, 1999).

Selected bond lengths (Å) top

Cd—N	2.5189 (12)	Cd—Brⁱ	2.7901 (2)
Cd—Br	2.7085 (2)

Symmetry code: (i) x−1, y, z.

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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