catena-Poly[[tetra­aqua­cadmium]-μ-5,5′-(1,4-phenyl­ene)di(tetra­zol-2-ido)-κ2N2:N2′]

Dang, Q.; Caiyun, H.

doi:10.1107/S1600536813010441

metal-organic compounds

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Volume 69| Part 5| May 2013| Page m283

https://doi.org/10.1107/S1600536813010441

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catena-Poly[[tetraaquacadmium]-μ-5,5′-(1,4-phenylene)di(tetrazol-2-ido)-κ²N²:N^2′]

Qinqin Dang ^a ^* and Han Caiyun ^a

^aSchool of Chemistry & Material Science, Shanxi Normal University, Linfen 041004, People's Republic of China
^*Correspondence e-mail: dangqq820116@yahoo.cn

(Received 9 April 2013; accepted 17 April 2013; online 20 April 2013)

In the title compound, [Cd(C₈H₄N₈)(H₂O)₄]_n, 5,5′-(1,4-phenylene)di(tetrazol-2-ide) (L) ligands bridge Cd^II atoms into polymeric chains along [201]. The Cd^II atom is situated on an inversion centre and is coordinated by two N atoms from two L ligands and by four water O atoms in a distorted octahedral geometry. In the L ligand, the benzene ring resides on an inversion centre and the tetrazole rings are twisted from its plane by 22.3 (1)°. An extensive hydrogen-bonding network formed by classical O—H⋯N and O—H⋯O interactions consolidates the crystal packing, linking the poymeric chains into a three-dimensional structure.

Related literature

For background to coordination frameworks, see: Yaghi et al. (2003 ); Kitagawa et al. (2004 ); Ockwig et al. (2005 ). For details of the synthesis of 1,4-bis(tetrazole-5-yl)benzene, see: Tao et al. (2004 ). For the crystal structures of coordination polymers containing the 1,4-bis(tetrazole-5-yl)benzene ligand, see: Dinca et al. (2006 ); Ouellette et al. (2009 ); Liu et al. (2012 ).

Experimental

Crystal data

[Cd(C₈H₄N₈)(H₂O)₄]
M_r = 396.66
Monoclinic, P 2₁ /n
a = 5.3188 (4) Å
b = 11.1525 (14) Å
c = 12.0279 (8) Å
β = 101.256 (7)°
V = 699.75 (11) Å³
Z = 2
Mo Kα radiation
μ = 1.59 mm⁻¹
T = 293 K
0.25 × 0.20 × 0.15 mm

Data collection

Agilent Xcalibur (Eos, Gemini) diffractometer
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2012 ) T_min = 0.692, T_max = 0.796
2351 measured reflections
1237 independent reflections
895 reflections with I > 2σ(I)
R_int = 0.033

Refinement

R[F² > 2σ(F²)] = 0.040
wR(F²) = 0.085
S = 1.05
1237 reflections
99 parameters
H-atom parameters constrained
Δρ_max = 0.62 e Å⁻³
Δρ_min = −0.53 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1—H1B⋯N1ⁱ	0.86	1.93	2.779 (5)	167
O1—H1A⋯N4ⁱⁱ	0.86	1.99	2.836 (6)	166
O2—H2A⋯N3ⁱⁱⁱ	0.85	2.49	3.121 (6)	131
O2—H2B⋯O1^iv	0.85	2.39	3.035 (6)	133
Symmetry codes: (i) x+1, y, z; (ii) $[-x+{\script{1\over 2}}, y+{\script{1\over 2}}, -z+{\script{1\over 2}}]$ ; (iii) -x+1, -y+1, -z+1; (iv) x-1, y, z.

Data collection: CrysAlis PRO (Agilent, 2012); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg & Putz, 2006 ); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Supporting information

Crystal structure: contains datablocks I, global. DOI: https://doi.org/10.1107/S1600536813010441/cv5403sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536813010441/cv5403Isup2.hkl

checkCIF report

Comment top

Over the last decade coordination frameworks with channels or pores have captivated great attention of chemists because of their potential applications in gas storage, separation, ion exchange and catalysis(Yaghi et al., 2003; Kitagawa et al., 2004; Ockwig et al., 2005). 1,4-Bis(tetrazol-5-yl)benzene, firstly synthesized and characterized by Tao et al. (2004), is now widely used for constructing coordination frameworks with channels or pores (Dinca et al., 2006; Ouellette et al., 2009; Liu et al., 2012). This paper concerns the reaction of cadmium(II) and 1,4-bis(tetrazol-5-yl)benzene, and the crystal structure of the product.

In the title compound (Fig. 1), the Cd^II ion is located at an inversion centre. It has a slightly distorted octahedral coordination geometry formed by four water molecules and two nitrogen atoms from ligands L, where H₂L = 1,4-bis(tetrazol-5-yl)benzene. Four oxygen atoms form a planar parallelogram arrangement around the Cd centre, and the other two nitrogen atoms occupy the apical position. Each ligand L coordinates two cadmium atoms in a µ₂-bridging mode, thus generating a one-dimension coordination polymer. As far as we known, this coordination mode is currently unknown for L ligand.

In the crystal, polymeric one-dimensional chains are linked via O—H···N hydrogen bonds (Table 1) into a three-dimensional structure. The results show that there are no channels in the crystal structure.

Related literature top

For background to coordination frameworks, see: Yaghi et al. (2003); Kitagawa et al. (2004); Ockwig et al. (2005). For details of the synthesis of 1,4-bis(tetrazole-5-yl)benzene, see: Tao et al. (2004). For the crystal structures of coordination polymers containing the 1,4-bis(tetrazole-5-yl)benzene ligand, see: Dinca et al. (2006); Ouellette et al. (2009); Liu et al. (2012).

Experimental top

Cadmium nitrate tetrahydrate (0.123 g, 0.40 mmol), 1,4-bis(tetrazole-5-yl)benzene (0.042 g, 0.20 mmol) and sodium hydroxide (0.016, 0.40 mmol) were added to 8 ml of water:ammonium hydroxide (v:v=1:1) mixture. The solution was transferred into a Teflon-lined stainless steel autoclave and the autoclave was heated to 393 K and maintained at that temperature for 72 h. After cooling to room temperature, crystals suitable for X-ray diffraction were collected.

Structure description top

For background to coordination frameworks, see: Yaghi et al. (2003); Kitagawa et al. (2004); Ockwig et al. (2005). For details of the synthesis of 1,4-bis(tetrazole-5-yl)benzene, see: Tao et al. (2004). For the crystal structures of coordination polymers containing the 1,4-bis(tetrazole-5-yl)benzene ligand, see: Dinca et al. (2006); Ouellette et al. (2009); Liu et al. (2012).

Computing details top

Data collection: CrysAlis PRO (Agilent, 2012); cell refinement: CrysAlis PRO (Agilent, 2012); data reduction: CrysAlis PRO (Agilent, 2012); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg & Putz, 2006); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

Fig. 1. A portion of the polymeric chain in the title compound showing the atomic numbering [symmetry codes: (a) 1-x , 1-y, 1-z; (b) -1-x, 1-y, -z]. Displacement ellipsoids are drawn at the 50% probability level.

catena-Poly[[tetraaquacadmium]-µ-5,5'-(1,4-phenylene)di(tetrazol-2-ido)-κ²N²:N^2'] top

Crystal data top

[Cd(C₈H₄N₈)(H₂O)₄]	F(000) = 392
M_r = 396.66	2013-04-07 # Formatted by publCIF
Monoclinic, P2₁/n	D_x = 1.883 Mg m⁻³
Hall symbol: -P 2yn	Mo Kα radiation, λ = 0.71073 Å
a = 5.3188 (4) Å	Cell parameters from 739 reflections
b = 11.1525 (14) Å	θ = 3.5–29.1°
c = 12.0279 (8) Å	µ = 1.59 mm⁻¹
β = 101.256 (7)°	T = 293 K
V = 699.75 (11) Å³	Prism, yellow
Z = 2	0.25 × 0.20 × 0.15 mm

Data collection top

Agilent Xcalibur (Eos, Gemini) diffractometer	1237 independent reflections
Radiation source: fine-focus sealed tube	895 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.033
Detector resolution: 16.0710 pixels mm^-1	θ_max = 25.0°, θ_min = 3.5°
ω scans	h = −5→6
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2012)	k = −5→13
T_min = 0.692, T_max = 0.796	l = −13→14
2351 measured reflections

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)] = 0.040	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.085	H-atom parameters constrained
S = 1.05	w = 1/[σ²(F_o²) + (0.0301P)²] where P = (F_o² + 2F_c²)/3
1237 reflections	(Δ/σ)_max < 0.001
99 parameters	Δρ_max = 0.62 e Å⁻³
0 restraints	Δρ_min = −0.53 e Å⁻³

Crystal data top

[Cd(C₈H₄N₈)(H₂O)₄]	V = 699.75 (11) Å³
M_r = 396.66	Z = 2
Monoclinic, P2₁/n	Mo Kα radiation
a = 5.3188 (4) Å	µ = 1.59 mm⁻¹
b = 11.1525 (14) Å	T = 293 K
c = 12.0279 (8) Å	0.25 × 0.20 × 0.15 mm
β = 101.256 (7)°

Data collection top

Agilent Xcalibur (Eos, Gemini) diffractometer	1237 independent reflections
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2012)	895 reflections with I > 2σ(I)
T_min = 0.692, T_max = 0.796	R_int = 0.033
2351 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.040	0 restraints
wR(F²) = 0.085	H-atom parameters constrained
S = 1.05	Δρ_max = 0.62 e Å⁻³
1237 reflections	Δρ_min = −0.53 e Å⁻³
99 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
Cd1	0.5000	0.5000	0.5000	0.0273 (2)
O1	0.7271 (6)	0.6312 (4)	0.4040 (3)	0.0365 (10)
H1A	0.6261	0.6859	0.3696	0.055*
H1B	0.7918	0.5921	0.3544	0.055*
N1	0.0067 (7)	0.5049 (4)	0.2701 (3)	0.0266 (10)
N4	0.0598 (8)	0.3375 (4)	0.1802 (4)	0.0369 (12)
C2	−0.2949 (9)	0.4694 (5)	0.0882 (4)	0.0279 (13)
C4	−0.3166 (9)	0.4199 (5)	−0.0197 (4)	0.0333 (13)
H4	−0.1933	0.3658	−0.0335	0.040*
N2	0.2066 (7)	0.4426 (4)	0.3287 (4)	0.0327 (11)
C1	−0.0782 (9)	0.4371 (5)	0.1798 (4)	0.0286 (12)
N3	0.2401 (8)	0.3426 (4)	0.2768 (4)	0.0403 (12)
O2	0.2732 (8)	0.6693 (4)	0.5307 (4)	0.0659 (14)
H2A	0.3484	0.7038	0.5914	0.099*
H2B	0.1225	0.6488	0.5376	0.099*
C3	−0.4828 (10)	0.5505 (5)	0.1061 (4)	0.0342 (13)
H3	−0.4724	0.5849	0.1773	0.041*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Cd1	0.0262 (3)	0.0279 (3)	0.0244 (3)	0.0008 (3)	−0.0036 (2)	−0.0009 (3)
O1	0.034 (2)	0.041 (3)	0.034 (2)	0.0078 (17)	0.0051 (18)	0.0042 (19)
N1	0.021 (2)	0.036 (3)	0.019 (2)	0.005 (2)	−0.0059 (17)	0.001 (2)
N4	0.039 (3)	0.033 (3)	0.031 (3)	0.008 (2)	−0.013 (2)	−0.005 (2)
C2	0.023 (3)	0.034 (4)	0.024 (3)	−0.003 (2)	−0.002 (2)	0.001 (2)
C4	0.030 (3)	0.036 (4)	0.030 (3)	0.008 (3)	−0.004 (2)	−0.002 (3)
N2	0.031 (2)	0.039 (3)	0.025 (2)	0.001 (2)	−0.004 (2)	0.001 (2)
C1	0.027 (3)	0.035 (3)	0.020 (3)	0.000 (3)	−0.002 (2)	0.002 (3)
N3	0.042 (3)	0.036 (3)	0.034 (3)	0.005 (2)	−0.014 (2)	−0.003 (2)
O2	0.047 (2)	0.062 (3)	0.084 (4)	0.001 (2)	0.001 (2)	−0.019 (3)
C3	0.039 (3)	0.041 (4)	0.018 (3)	0.006 (3)	−0.006 (2)	−0.006 (3)

Geometric parameters (Å, º) top

Cd1—O2ⁱ	2.309 (4)	N4—N3	1.355 (5)
Cd1—O2	2.309 (4)	C2—C4	1.394 (7)
Cd1—O1	2.340 (3)	C2—C3	1.396 (7)
Cd1—O1ⁱ	2.340 (3)	C2—C1	1.475 (7)
Cd1—N2	2.416 (4)	C4—C3ⁱⁱ	1.377 (7)
Cd1—N2ⁱ	2.416 (4)	C4—H4	0.9300
O1—H1A	0.8631	N2—N3	1.307 (6)
O1—H1B	0.8625	O2—H2A	0.8527
N1—C1	1.328 (6)	O2—H2B	0.8526
N1—N2	1.348 (6)	C3—C4ⁱⁱ	1.377 (7)
N4—C1	1.331 (6)	C3—H3	0.9300

O2ⁱ—Cd1—O2	179.999 (1)	C4—C2—C3	117.9 (5)
O2ⁱ—Cd1—O1	95.51 (15)	C4—C2—C1	120.6 (4)
O2—Cd1—O1	84.49 (15)	C3—C2—C1	121.4 (5)
O2ⁱ—Cd1—O1ⁱ	84.49 (15)	C3ⁱⁱ—C4—C2	121.3 (5)
O2—Cd1—O1ⁱ	95.51 (15)	C3ⁱⁱ—C4—H4	119.4
O1—Cd1—O1ⁱ	180.0	C2—C4—H4	119.4
O2ⁱ—Cd1—N2	85.26 (16)	N3—N2—N1	110.9 (4)
O2—Cd1—N2	94.74 (16)	N3—N2—Cd1	120.5 (3)
O1—Cd1—N2	93.12 (13)	N1—N2—Cd1	128.4 (3)
O1ⁱ—Cd1—N2	86.88 (13)	N1—C1—N4	111.9 (4)
O2ⁱ—Cd1—N2ⁱ	94.74 (16)	N1—C1—C2	124.3 (5)
O2—Cd1—N2ⁱ	85.26 (16)	N4—C1—C2	123.8 (5)
O1—Cd1—N2ⁱ	86.88 (13)	N2—N3—N4	107.8 (4)
O1ⁱ—Cd1—N2ⁱ	93.12 (13)	Cd1—O2—H2A	109.5
N2—Cd1—N2ⁱ	180.0 (3)	Cd1—O2—H2B	109.1
Cd1—O1—H1A	110.2	H2A—O2—H2B	109.3
Cd1—O1—H1B	109.8	C4ⁱⁱ—C3—C2	120.8 (5)
H1A—O1—H1B	108.7	C4ⁱⁱ—C3—H3	119.6
C1—N1—N2	104.0 (4)	C2—C3—H3	119.6
C1—N4—N3	105.4 (4)

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1B···N1ⁱⁱⁱ	0.86	1.93	2.779 (5)	167
O1—H1A···N4^iv	0.86	1.99	2.836 (6)	166
O2—H2A···N3ⁱ	0.85	2.49	3.121 (6)	131
O2—H2B···O1^v	0.85	2.39	3.035 (6)	133

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

Experimental details

Crystal data
Chemical formula	[Cd(C₈H₄N₈)(H₂O)₄]
M_r	396.66
Crystal system, space group	Monoclinic, P2₁/n
Temperature (K)	293
a, b, c (Å)	5.3188 (4), 11.1525 (14), 12.0279 (8)
β (°)	101.256 (7)
V (Å³)	699.75 (11)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	1.59
Crystal size (mm)	0.25 × 0.20 × 0.15

Data collection
Diffractometer	Agilent Xcalibur (Eos, Gemini)
Absorption correction	Multi-scan (CrysAlis PRO; Agilent, 2012)
T_min, T_max	0.692, 0.796
No. of measured, independent and observed [I > 2σ(I)] reflections	2351, 1237, 895
R_int	0.033
(sin θ/λ)_max (Å⁻¹)	0.595

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.040, 0.085, 1.05
No. of reflections	1237
No. of parameters	99
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.62, −0.53

Computer programs: CrysAlis PRO (Agilent, 2012), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), DIAMOND (Brandenburg & Putz, 2006), SHELXTL (Sheldrick, 2008).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1B···N1ⁱ	0.86	1.93	2.779 (5)	167
O1—H1A···N4ⁱⁱ	0.86	1.99	2.836 (6)	166
O2—H2A···N3ⁱⁱⁱ	0.85	2.49	3.121 (6)	131
O2—H2B···O1^iv	0.85	2.39	3.035 (6)	133

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

Acknowledgements

The author thank the Shanxi Province Science Foundation for Youths (grant No. 2012021008–2), the National Natural Science Foundation of China (grant No. 21101102) and the National Science Fund for Distinguished Young Scholars (grant No. 20925101).

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