catena-Poly[(diaqua­cadmium)-μ-4,4′-[sulfonyl­bis­(1,4-phenyl­ene­oxy)]­di­acet­ato-κ4O,O′:O′′,O′′′]

Ma, Z.-L.

doi:10.1107/S160053681200445X

metal-organic compounds

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ISSN: 2056-9890

Volume 68| Part 3| March 2012| Page m267

doi:10.1107/S160053681200445X

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catena-Poly[(diaquacadmium)-μ-4,4′-[sulfonylbis(1,4-phenyleneoxy)]diacetato-κ⁴O,O′:O′′,O′′′]

Zhan-Ling Ma ^a ^*

^aCollege of Chemistry and Chemical Engineering of Bohai University, Jinzhou, Liaoning 121000, People's Republic of China
^*Correspondence e-mail: bhumzling@163.com

(Received 19 December 2011; accepted 2 February 2012; online 10 February 2012)

In the title coordination polymer, [Cd(C₁₆H₁₂O₈S)(H₂O)₂]_n, the Cd^II ion is situated on a crystallographic twofold rotation axis, being coordinated by four O atoms from two bidentate 4,4′-[sulfonylbis(1,4-phenyleneoxy)]diacetate (L) ligands and two water molecules in a highly distorted CdO₆ octahedral geometry. Each complete ligand L, which is also generated by twofold symmetry with the S atom lying on the rotation axis, bridges two Cd^II atoms to form a polymeric zigzag chain propagating in the [10-1] direction. O—H⋯O hydrogen bonds between the coordinated water molecules and carboxylate O atoms are involved in the packing.

Related literature

For related coordination polymers, see: Tanaka et al. (2008 ); Zheng et al. (2009 , 2010 ).

Experimental

Crystal data

[Cd(C₁₆H₁₂O₈S)(H₂O)₂]
M_r = 512.75
Monoclinic, C 2
a = 11.9274 (11) Å
b = 5.3995 (5) Å
c = 14.8194 (14) Å
β = 111.692 (1)°
V = 886.81 (14) Å³
Z = 2
Mo Kα radiation
μ = 1.41 mm⁻¹
T = 295 K
0.15 × 0.14 × 0.12 mm

Data collection

Bruker APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2005 ) T_min = 0.817, T_max = 0.850
2364 measured reflections
1240 independent reflections
1220 reflections with I > 2σ(I)
R_int = 0.020

Refinement

R[F² > 2σ(F²)] = 0.020
wR(F²) = 0.044
S = 1.00
1240 reflections
128 parameters
1 restraint
H-atom parameters constrained
Δρ_max = 0.23 e Å⁻³
Δρ_min = −0.34 e Å⁻³
Absolute structure: Flack (1983 ), 361 Friedel pairs
Flack parameter: 0.04 (3)

Table 1
Selected geometric parameters (Å, °)

Cd1—O4	2.183 (3)
Cd1—O2	2.323 (3)
Cd1—O3	2.405 (2)

O2—Cd1—O3	55.32 (8)

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O4—H9⋯O2ⁱ	0.85	1.87	2.691 (4)	163
O4—H10⋯O3ⁱⁱ	0.85	1.87	2.699 (3)	164
Symmetry codes: (i) x, y-1, z; (ii) $[x+{\script{1\over 2}}, y-{\script{1\over 2}}, z]$ .

Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT (Bruker, 2005); data reduction: SAINT; 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.

Supporting information

Crystal structure: contains datablocks global, I. DOI: 10.1107/S160053681200445X/hb6572sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S160053681200445X/hb6572Isup2.hkl

checkCIF report

Comment top

A large family of coordination polymers has been developed recently owing to their potential applications as functional solid materials and their intriguing architectures or topologies. In the past ten years, there has been a growing interest in metal-organic frameworks involving semi-rigid V-shaped dicarboxylate ligands (Tanaka et al., 2008; Zheng et al., 2009, 2010). 4,4'-sulfonyldi-p-phenylenedioxydiacetic acid is a typical example of a semi-rigid V-shaped dicarboxylate ligand. To the best of our knowledge, there has been no report about its coordination compounds. Recently, we obtained the title cadium polymer (I), its crystal structure is reported here.

In the structure of (I) each cadium(II) atom is coordinated by four oxygen atoms from two 4,4'-sulfonyldi-p-phenylenedioxydiacetate ligands and two water molecules, displays a highly distorted octahedral geometry(Fig. 1). Each ligand L bridges two cadium(II) centers to form polymeric zigzag chain propagated in direction [101](Fig. 2). Moreover, there are Intermolecular O—H···O hydrogen bonds between the coordinated water molecules and the carboxylate O atoms consolidate the further crystal packing(Table 1).

Related literature top

For related coordination polymers, see: Tanaka et al. (2008); Zheng et al. (2009, 2010).

Experimental top

A mixture of Cd(Ac)₂(0.5 mmol), 4,4'-sulfonyldi-p- phenylenedioxydiacetic acid (0.5 mmol), NaOH (1 mmol) and H₂O (15 ml) was placed in a 23 ml Teflon reactor, which was heated at 413 K for three days and then cooled to room temperature. Colourless blocks were obtained on cooling, which were washed with water and dried in air.

Computing details top

Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT (Bruker, 2005); data reduction: SAINT (Bruker, 2005); 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 (Sheldrick, 2008).

Figures top

	Fig. 1. Crystal structure of the title compound with labeling and 30% probability displacement ellopsoids (H atoms are shown as spheres of arbitrary size) [Symmetry codes: (A) -x + 2, y, -z + 1].
	Fig. 2. The one-dimensional zigzag chain structure of the title compound.

catena-Poly[(diaquacadmium)- µ-4,4'-[sulfonylbis(1,4-phenyleneoxy)]diacetato- κ⁴O,O':O'',O'''] top

Crystal data top

[Cd(C₁₆H₁₂O₈S)(H₂O)₂]	F(000) = 512
M_r = 512.75	D_x = 1.920 Mg m⁻³
Monoclinic, C2	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: C 2y	Cell parameters from 1449 reflections
a = 11.9274 (11) Å	θ = 3.0–26.0°
b = 5.3995 (5) Å	µ = 1.41 mm⁻¹
c = 14.8194 (14) Å	T = 295 K
β = 111.692 (1)°	Block, colorless
V = 886.81 (14) Å³	0.15 × 0.14 × 0.12 mm
Z = 2

Data collection top

Bruker APEXII CCD diffractometer	1240 independent reflections
Radiation source: fine-focus sealed tube	1220 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.020
ϕ and ω scans	θ_max = 25.1°, θ_min = 1.5°
Absorption correction: multi-scan (SADABS; Bruker, 2005)	h = −14→12
T_min = 0.817, T_max = 0.850	k = −3→6
2364 measured reflections	l = −17→16

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)] = 0.020	H-atom parameters constrained
wR(F²) = 0.044	w = 1/[σ²(F_o²) + (0.0235P)² + 0.0192P] where P = (F_o² + 2F_c²)/3
S = 1.00	(Δ/σ)_max < 0.001
1240 reflections	Δρ_max = 0.23 e Å⁻³
128 parameters	Δρ_min = −0.34 e Å⁻³
1 restraint	Absolute structure: Flack (1983), 361 Friedel pairs
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: 0.04 (3)

Crystal data top

[Cd(C₁₆H₁₂O₈S)(H₂O)₂]	V = 886.81 (14) Å³
M_r = 512.75	Z = 2
Monoclinic, C2	Mo Kα radiation
a = 11.9274 (11) Å	µ = 1.41 mm⁻¹
b = 5.3995 (5) Å	T = 295 K
c = 14.8194 (14) Å	0.15 × 0.14 × 0.12 mm
β = 111.692 (1)°

Data collection top

Bruker APEXII CCD diffractometer	1240 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2005)	1220 reflections with I > 2σ(I)
T_min = 0.817, T_max = 0.850	R_int = 0.020
2364 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.020	H-atom parameters constrained
wR(F²) = 0.044	Δρ_max = 0.23 e Å⁻³
S = 1.00	Δρ_min = −0.34 e Å⁻³
1240 reflections	Absolute structure: Flack (1983), 361 Friedel pairs
128 parameters	Absolute structure parameter: 0.04 (3)
1 restraint

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	1.0000	−0.5416	0.5000	0.02782 (11)
S1	0.5000	0.8539 (2)	0.0000	0.0263 (3)
O1	0.7967 (2)	0.1490 (5)	0.2934 (2)	0.0378 (7)
O2	0.9342 (2)	−0.2296 (5)	0.38439 (17)	0.0291 (6)
O3	0.7996 (2)	−0.3705 (5)	0.44023 (18)	0.0329 (6)
O4	1.0681 (2)	−0.8139 (5)	0.4240 (2)	0.0464 (8)
H10	1.1352	−0.8433	0.4183	0.070*
H9	1.0227	−0.9369	0.3993	0.070*
O5	0.4191 (2)	0.9887 (8)	0.03394 (16)	0.0355 (7)
C1	0.7421 (3)	−0.0213 (13)	0.3363 (2)	0.0287 (8)
H1A	0.6732	−0.0974	0.2865	0.034*
H1B	0.7134	0.0647	0.3811	0.034*
C2	0.8317 (3)	−0.2201 (7)	0.3903 (2)	0.0263 (8)
C3	0.7219 (3)	0.3149 (7)	0.2293 (3)	0.0287 (9)
C4	0.6016 (3)	0.3498 (7)	0.2148 (3)	0.0299 (8)
H4	0.5662	0.2610	0.2510	0.036*
C5	0.5347 (3)	0.5185 (6)	0.1457 (2)	0.0278 (11)
H5	0.4537	0.5432	0.1353	0.033*
C6	0.5877 (3)	0.6509 (7)	0.0921 (2)	0.0248 (8)
C7	0.7089 (3)	0.6174 (7)	0.1081 (3)	0.0312 (9)
H7	0.7450	0.7081	0.0728	0.037*
C8	0.7754 (3)	0.4480 (16)	0.1770 (2)	0.0318 (8)
H8	0.8567	0.4240	0.1880	0.038*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Cd1	0.02314 (18)	0.02072 (17)	0.0399 (2)	0.000	0.01196 (14)	0.000
S1	0.0293 (7)	0.0238 (6)	0.0259 (7)	0.000	0.0104 (6)	0.000
O1	0.0261 (15)	0.0370 (16)	0.0488 (17)	0.0028 (12)	0.0121 (13)	0.0190 (14)
O2	0.0236 (14)	0.0289 (14)	0.0338 (14)	−0.0016 (11)	0.0093 (11)	0.0018 (12)
O3	0.0250 (14)	0.0341 (16)	0.0397 (15)	0.0016 (11)	0.0121 (12)	0.0111 (12)
O4	0.0321 (16)	0.0350 (17)	0.082 (2)	−0.0108 (13)	0.0322 (15)	−0.0233 (15)
O5	0.0391 (13)	0.031 (2)	0.0373 (12)	0.0036 (16)	0.0152 (10)	−0.0078 (15)
C1	0.0239 (16)	0.028 (2)	0.0323 (16)	0.008 (3)	0.0082 (13)	0.006 (3)
C2	0.022 (2)	0.0256 (19)	0.0265 (19)	−0.0037 (15)	0.0030 (16)	−0.0013 (16)
C3	0.027 (2)	0.027 (2)	0.0281 (19)	−0.0019 (16)	0.0057 (17)	0.0037 (16)
C4	0.029 (2)	0.033 (2)	0.029 (2)	−0.0018 (16)	0.0119 (18)	0.0063 (15)
C5	0.0245 (18)	0.028 (3)	0.0309 (18)	0.0018 (14)	0.0099 (15)	0.0016 (14)
C6	0.026 (2)	0.0250 (19)	0.0223 (18)	−0.0019 (15)	0.0073 (15)	−0.0029 (16)
C7	0.031 (2)	0.036 (2)	0.031 (2)	−0.0013 (17)	0.0156 (18)	0.0018 (17)
C8	0.0247 (16)	0.035 (2)	0.0379 (18)	−0.001 (3)	0.0145 (13)	0.005 (3)

Geometric parameters (Å, º) top

Cd1—O4ⁱ	2.183 (3)	O4—H9	0.8500
Cd1—O4	2.183 (3)	C1—C2	1.518 (6)
Cd1—O2ⁱ	2.323 (3)	C1—H1A	0.9700
Cd1—O2	2.323 (3)	C1—H1B	0.9700
Cd1—O3ⁱ	2.405 (2)	C3—C8	1.375 (6)
Cd1—O3	2.405 (2)	C3—C4	1.383 (5)
S1—O5	1.439 (3)	C4—C5	1.382 (5)
S1—O5ⁱⁱ	1.439 (3)	C4—H4	0.9300
S1—C6ⁱⁱ	1.762 (4)	C5—C6	1.383 (5)
S1—C6	1.762 (4)	C5—H5	0.9300
O1—C3	1.369 (5)	C6—C7	1.387 (5)
O1—C1	1.407 (6)	C7—C8	1.382 (7)
O2—C2	1.259 (4)	C7—H7	0.9300
O3—C2	1.249 (4)	C8—H8	0.9300
O4—H10	0.8499

O4ⁱ—Cd1—O4	95.33 (15)	O1—C1—C2	110.3 (3)
O4ⁱ—Cd1—O2ⁱ	101.35 (10)	O1—C1—H1A	109.6
O4—Cd1—O2ⁱ	141.27 (9)	C2—C1—H1A	109.6
O4ⁱ—Cd1—O2	141.27 (9)	O1—C1—H1B	109.6
O4—Cd1—O2	101.35 (10)	C2—C1—H1B	109.6
O2ⁱ—Cd1—O2	87.01 (13)	H1A—C1—H1B	108.1
O4ⁱ—Cd1—O3ⁱ	125.27 (10)	O3—C2—O2	122.2 (3)
O4—Cd1—O3ⁱ	86.56 (9)	O3—C2—C1	117.5 (3)
O2ⁱ—Cd1—O3ⁱ	55.32 (8)	O2—C2—C1	120.3 (3)
O2—Cd1—O3ⁱ	90.67 (9)	O1—C3—C8	114.5 (4)
O4ⁱ—Cd1—O3	86.56 (9)	O1—C3—C4	124.7 (4)
O4—Cd1—O3	125.27 (10)	C8—C3—C4	120.8 (4)
O2ⁱ—Cd1—O3	90.67 (9)	C5—C4—C3	119.1 (3)
O2—Cd1—O3	55.32 (8)	C5—C4—H4	120.4
O3ⁱ—Cd1—O3	134.81 (13)	C3—C4—H4	120.4
O5—S1—O5ⁱⁱ	119.3 (4)	C4—C5—C6	120.3 (3)
O5—S1—C6ⁱⁱ	107.61 (17)	C4—C5—H5	119.8
O5ⁱⁱ—S1—C6ⁱⁱ	109.06 (16)	C6—C5—H5	119.8
O5—S1—C6	109.06 (16)	C5—C6—C7	120.2 (3)
O5ⁱⁱ—S1—C6	107.61 (17)	C5—C6—S1	120.0 (3)
C6ⁱⁱ—S1—C6	103.0 (2)	C7—C6—S1	119.8 (3)
C3—O1—C1	116.7 (3)	C8—C7—C6	119.3 (3)
C2—O2—Cd1	92.9 (2)	C8—C7—H7	120.3
C2—O3—Cd1	89.3 (2)	C6—C7—H7	120.3
Cd1—O4—H10	136.1	C3—C8—C7	120.2 (3)
Cd1—O4—H9	116.7	C3—C8—H8	119.9
H10—O4—H9	106.5	C7—C8—H8	119.9

O4ⁱ—Cd1—O2—C2	14.8 (3)	C1—O1—C3—C8	−169.3 (4)
O4—Cd1—O2—C2	128.5 (2)	C1—O1—C3—C4	9.8 (6)
O2ⁱ—Cd1—O2—C2	−89.6 (2)	O1—C3—C4—C5	−178.2 (3)
O3ⁱ—Cd1—O2—C2	−144.9 (2)	C8—C3—C4—C5	0.9 (6)
O3—Cd1—O2—C2	3.3 (2)	C3—C4—C5—C6	−0.1 (5)
C2ⁱ—Cd1—O2—C2	−117.5 (2)	C4—C5—C6—C7	−0.8 (5)
O4ⁱ—Cd1—O3—C2	−176.1 (2)	C4—C5—C6—S1	176.8 (3)
O4—Cd1—O3—C2	−82.0 (2)	O5—S1—C6—C5	41.8 (3)
O2ⁱ—Cd1—O3—C2	82.6 (2)	O5ⁱⁱ—S1—C6—C5	172.5 (3)
O2—Cd1—O3—C2	−3.3 (2)	C6ⁱⁱ—S1—C6—C5	−72.3 (3)
O3ⁱ—Cd1—O3—C2	44.85 (19)	O5—S1—C6—C7	−140.6 (3)
C2ⁱ—Cd1—O3—C2	65.7 (3)	O5ⁱⁱ—S1—C6—C7	−9.9 (4)
C3—O1—C1—C2	169.6 (3)	C6ⁱⁱ—S1—C6—C7	105.2 (3)
Cd1—O3—C2—O2	5.9 (3)	C5—C6—C7—C8	1.0 (6)
Cd1—O3—C2—C1	−173.9 (3)	S1—C6—C7—C8	−176.6 (4)
Cd1—O2—C2—O3	−6.1 (4)	O1—C3—C8—C7	178.4 (5)
Cd1—O2—C2—C1	173.7 (3)	C4—C3—C8—C7	−0.7 (8)
O1—C1—C2—O3	173.0 (3)	C6—C7—C8—C3	−0.2 (8)
O1—C1—C2—O2	−6.7 (5)

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O4—H9···O2ⁱⁱⁱ	0.85	1.87	2.691 (4)	163
O4—H10···O3^iv	0.85	1.87	2.699 (3)	164

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

Experimental details

Crystal data
Chemical formula	[Cd(C₁₆H₁₂O₈S)(H₂O)₂]
M_r	512.75
Crystal system, space group	Monoclinic, C2
Temperature (K)	295
a, b, c (Å)	11.9274 (11), 5.3995 (5), 14.8194 (14)
β (°)	111.692 (1)
V (Å³)	886.81 (14)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	1.41
Crystal size (mm)	0.15 × 0.14 × 0.12

Data collection
Diffractometer	Bruker APEXII CCD diffractometer
Absorption correction	Multi-scan (SADABS; Bruker, 2005)
T_min, T_max	0.817, 0.850
No. of measured, independent and observed [I > 2σ(I)] reflections	2364, 1240, 1220
R_int	0.020
(sin θ/λ)_max (Å⁻¹)	0.596

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.020, 0.044, 1.00
No. of reflections	1240
No. of parameters	128
No. of restraints	1
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.23, −0.34
Absolute structure	Flack (1983), 361 Friedel pairs
Absolute structure parameter	0.04 (3)

Computer programs: APEX2 (Bruker, 2005), SAINT (Bruker, 2005), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Selected geometric parameters (Å, º) top

Cd1—O4	2.183 (3)	Cd1—O3	2.405 (2)
Cd1—O2	2.323 (3)

O2—Cd1—O3	55.32 (8)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O4—H9···O2ⁱ	0.85	1.87	2.691 (4)	163
O4—H10···O3ⁱⁱ	0.85	1.87	2.699 (3)	164

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

Acknowledgements

The National Science and Technology Support Program of 12th Five-Year Plan (grant 2012BAD29B06) and the Open project of Food Safety Key Lab of Liaoning Province (grant LNSAKF2011024) are gratefully acknowledged.

References

Bruker (2005). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Flack, H. D. (1983). Acta Cryst. A39, 876–881. CrossRef CAS Web of Science IUCr Journals Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Tanaka, D., Nakagawa, K., Higuchi, M., Horike, S., Kubota, Y., Kobayashi, T. C., Takata, M. & Kitagawa, S. (2008). Angew. Chem. Int. Ed. 47, 3914–3918. Web of Science CSD CrossRef CAS Google Scholar
Zheng, Z. B., Wu, R. T., Li, J. K., Sun, Y. F. & Han, Y. F. (2010). J. Mol. Struct. 964, 109–118. Web of Science CSD CrossRef CAS Google Scholar
Zheng, Z.-B., Zhao, X., Li, J.-K., Han, Y.-F. & Ji, N.-N. (2009). Acta Cryst. C65, o569–o573. Web of Science CSD CrossRef CAS IUCr Journals Google Scholar

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