Poly[[diaqua­(μ4-l-tartrato)(μ2-l-tartrato)dizinc(II)] tetra­hydrate]

Liu, H.-T.; Lu, J.; Wang, D.-Q.

doi:10.1107/S1600536810007543

metal-organic compounds

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ISSN: 2056-9890

Volume 66| Part 4| April 2010| Page m374

doi:10.1107/S1600536810007543

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Poly[[diaqua(μ₄-L-tartrato)(μ₂-L-tartrato)dizinc(II)] tetrahydrate]

Hou-Ting Liu,^a ^* Jing Lu ^a and Da-Qi Wang ^a

^aSchool of Chemistry and Chemical Engineering, Liaocheng University, Liaocheng 252059, People's Republic of China
^*Correspondence e-mail: liuhouting@lcu.edu.cn

(Received 9 February 2010; accepted 27 February 2010; online 6 March 2010)

In the title compound, {[Zn(C₄H₄O₆)(H₂O)]·2H₂O}_n, the L-tartrate ligands adopt μ₄- and μ₂-coordination modes. The Zn^II atom adopts an octahedral geometry and is chelated by two kinds of L-tartrate ligands through the hydroxy and carboxylate groups and coordinated by one unchelating carboxylate O atom and one water molecule. In the crystal, the L-tartrate ligands link the Zn^II atoms, forming a two-dimensional coordination layer; these layers are futher linked into a three-dimensional supramolecular network by O—H⋯O hydrogen bonds between the two-dimensional coordination layers and the uncoordinated water molecules. The latter are equally disordered over two positions.

Related literature

For the potential applications and varied architectures and topologies of chiral inorganic–organic materials, see: Ma et al. (2007 ); Kitagawa et al. (2004 ); Lee et al. (2002 ). For chiral multifunctional materials constructed from tartrate, see: Liu et al. (2008 ) Gelbrich et al. (2006 ). For magnetic properties of transition metal tartrates, see: Coronado et al. (2006 ).

Experimental

Crystal data

[Zn(C₄H₄O₆)(H₂O)]·2H₂O
M_r = 267.49
Monoclinic, C 2
a = 12.8652 (16) Å
b = 8.7884 (14) Å
c = 8.3816 (12) Å
β = 114.130 (1)°
V = 864.9 (2) Å³
Z = 4
Mo Kα radiation
μ = 2.87 mm⁻¹
T = 296 K
0.50 × 0.48 × 0.45 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.328, T_max = 0.358
2182 measured reflections
1296 independent reflections
1262 reflections with I > 2σ(I)
R_int = 0.017

Refinement

R[F² > 2σ(F²)] = 0.025
wR(F²) = 0.071
S = 1.10
1296 reflections
147 parameters
1 restraint
H-atom parameters constrained
Δρ_max = 0.34 e Å⁻³
Δρ_min = −0.42 e Å⁻³
Absolute structure: Flack (1983 ), 481 Friedel pairs
Flack parameter: 0.01 (2)

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O8—H8D⋯O2ⁱ	0.85	2.23	3.074 (10)	174
O9—H9A⋯O1ⁱ	0.85	2.41	2.849 (7)	113
O9—H9A⋯O7ⁱ	0.85	2.38	3.094 (8)	142
O9—H9C⋯O9ⁱⁱ	0.85	1.95	2.421 (14)	113
O8—H8A⋯O8′ⁱⁱ	0.85	2.16	2.791 (12)	131
O9—H9C⋯O9′ⁱⁱ	0.85	2.00	2.761 (10)	149
O9′—H9′C⋯O1ⁱ	0.85	1.92	2.765 (7)	177
O9′—H9′C⋯O2ⁱ	0.85	2.66	3.225 (8)	125
Symmetry codes: (i) $[-x+{\script{1\over 2}}, y+{\script{1\over 2}}, -z+1]$ ; (ii) -x, y, -z+1.

Data collection: SMART (Sheldrick, 2008 ); cell refinement: SAINT (Sheldrick, 2008); 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: SHELXL97.

Supporting information

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810007543/bq2195sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536810007543/bq2195Isup2.hkl

checkCIF report

Comment top

Chiral inorganic-organic materials have received much attention, not only because of their numerous potential applications in nonlinear optics, enantioselective catalysis and medicine, but also owing to their intriguing variety of architectures and topologies (Ma et al., 2007; Kitagawa et al., 2004; Lee et al., 2002). L-tartaric acid, a simple and inexpensive chiral ligand source, was often used to construct novel chiral multifunctional materials (Liu et al., 2008; Gelbrich et al., 2006). Firstly, tartaric acid is flexible dicarboxylate ligands with two hydroxyl groups, and can offer more coordination sites and allow the formation of five- or six-membered ring, which can stabilize the solid network. Secondly, the deprotonated carboxylate group possesses polarizable system, it can transfer electrons easily. So, tartrate ligand is a good candidate of constructing chiral magnetic and chiral optical materials. In this paper, we reported the structure of the title compound, which is constructed by the chiral L-tartrate ligand.

X-ray single crystal diffraction studies reveal that the crystallographic unique unit of (I) is composed of one Zn^II ion, two halves of L-tartrate ligand, one coordination water and two disordered lattice water molecules with occupancies both in the 0.5:0.5 ratio. As shown in Fig. 1, two kinds of L-tart ligands chelate two Zn centers through the hydroxyl and carboxylate groups in cis confirmation to form [Zn₂(L-tart)₂] dimmer, which is similar to the reported tartrate salts (Coronado et al., 2006). And, the octahedral geometry of Zn^II is completed by one unchelating carboxylate oxygen atom and one water molecule. For compound (I), L-tartrate ligands adopt µ₄- and µ₂- two coordination modes, which link the [Zn₂(L-tart)₂] dimmers to form two-dimensional coordination layer. The coordination and lattice water molecules hydrogen bond to the hydroxy and carboxylate groups, so the two-dimensional coordination layers are further linked together to form three-dimensional supramolecular network (shown in Fig. 2). The parameters of hydrogen bonds are listed in Table 1.

Related literature top

For the potential applications and varied architectures and topologies of chiral inorganic–organic materials, see: Ma et al. (2007); Kitagawa et al. (2004); Lee et al. (2002). For chiral multifunctional materials constructed from tartrate, see: Liu et al. (2008) Gelbrich et al. (2006). For tartrate slats, see: Coronado et al. (2006).

Experimental top

Compound (I) was obtained at room temperature. An aqueous solution (5 ml) of L-tartaric acid (0.51 g, 3.4 mmol) was added dropwise into an aqueous solution (10 ml) of Zn(OAc)₂˙2H₂O (0.37 g, 1.7 mmol). White crystals were obtained in yield about 60% (based on Zn) after the solution was allowed to stand for several days. Elemental analysis, Found: C 17.36, H 3.23%. Calc. for C₄H₁₀O₉Zn : calcd. C 17.94, H 3.74%.

Computing details top

Data collection: SMART (Sheldrick, 2008); cell refinement: SAINT (Sheldrick, 2008); 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: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).

Figures top

	Fig. 1. The molecular structure of (I) with 30% probability displacement elliposolids (hydrogen atoms are omitted for clarity). Symmetry codes: (A) 0.5-x, -0.5+y, -z; (B) -x, -2+y, -z.
	Fig. 2. The two-dimensional structure of the title compound, with atom labels.
	Fig. 3. The three-dimensional supramolecular layer construcuted by hydrogen bonds.

Poly[[diaqua(µ₄-L-tartrato)(µ₂-L-tartrato)dizinc(II)] tetrahydrate] top

Crystal data top

[Zn(C₄H₄O₆)(H₂O)]·2H₂O	F(000) = 544
M_r = 267.49	D_x = 2.054 Mg m⁻³
Monoclinic, C2	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: C 2y	Cell parameters from 1296 reflections
a = 12.8652 (16) Å	θ = 2.7–25.0°
b = 8.7884 (14) Å	µ = 2.87 mm⁻¹
c = 8.3816 (12) Å	T = 296 K
β = 114.130 (1)°	Block, white
V = 864.9 (2) Å³	0.50 × 0.48 × 0.45 mm
Z = 4

Data collection top

Bruker SMART CCD area-detector diffractometer	1296 independent reflections
Radiation source: fine-focus sealed tube	1262 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.017
phi and ω scans	θ_max = 25.0°, θ_min = 2.7°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −15→14
T_min = 0.328, T_max = 0.358	k = −8→10
2182 measured reflections	l = −9→9

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)] = 0.025	H-atom parameters constrained
wR(F²) = 0.071	w = 1/[σ²(F_o²) + (0.0392P)² + 0.821P] where P = (F_o² + 2F_c²)/3
S = 1.10	(Δ/σ)_max = 0.001
1296 reflections	Δρ_max = 0.34 e Å⁻³
147 parameters	Δρ_min = −0.42 e Å⁻³
1 restraint	Absolute structure: Flack (1983), 481 Friedel pairs
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: 0.01 (2)

Crystal data top

[Zn(C₄H₄O₆)(H₂O)]·2H₂O	V = 864.9 (2) Å³
M_r = 267.49	Z = 4
Monoclinic, C2	Mo Kα radiation
a = 12.8652 (16) Å	µ = 2.87 mm⁻¹
b = 8.7884 (14) Å	T = 296 K
c = 8.3816 (12) Å	0.50 × 0.48 × 0.45 mm
β = 114.130 (1)°

Data collection top

Bruker SMART CCD area-detector diffractometer	1296 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	1262 reflections with I > 2σ(I)
T_min = 0.328, T_max = 0.358	R_int = 0.017
2182 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.025	H-atom parameters constrained
wR(F²) = 0.071	Δρ_max = 0.34 e Å⁻³
S = 1.10	Δρ_min = −0.42 e Å⁻³
1296 reflections	Absolute structure: Flack (1983), 481 Friedel pairs
147 parameters	Absolute structure parameter: 0.01 (2)
1 restraint

Special details top

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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	Occ. (<1)
Zn1	0.23251 (3)	0.52758 (7)	0.15818 (5)	0.02164 (15)
O1	0.2031 (2)	0.3568 (4)	0.2954 (4)	0.0271 (7)
O2	0.1296 (3)	0.1272 (4)	0.2844 (4)	0.0418 (9)
O3	0.2105 (2)	0.7016 (4)	−0.0093 (4)	0.0289 (7)
O4	0.1403 (2)	0.9327 (3)	−0.1022 (4)	0.0307 (7)
O5	0.0911 (2)	0.4067 (3)	−0.0441 (4)	0.0270 (7)
H5	0.0531	0.4421	−0.1579	0.032*
O6	0.0846 (2)	0.6635 (4)	0.1705 (4)	0.0265 (7)
H6	0.0438	0.6340	0.2349	0.032*
O7	0.3436 (3)	0.6376 (5)	0.3781 (4)	0.0447 (9)
H7B	0.3339	0.6097	0.4681	0.054*
H7C	0.3352	0.7335	0.3666	0.054*
O8	0.1503 (7)	0.4516 (9)	0.6526 (9)	0.042 (3)	0.499 (12)
H8A	0.0955	0.4991	0.5745	0.050*	0.499 (12)
H8D	0.2121	0.5007	0.6784	0.050*	0.499 (12)
O9	0.0715 (6)	0.8274 (9)	0.4409 (8)	0.038 (2)	0.495 (11)
H9A	0.0955	0.8838	0.5312	0.057*	0.495 (11)
H9C	0.0299	0.7572	0.4531	0.057*	0.495 (11)
O8'	0.0611 (7)	0.4189 (9)	0.6283 (8)	0.042 (3)	0.501 (12)
H8'A	−0.0075	0.3939	0.5660	0.050*	0.501 (12)
H8'D	0.0751	0.5059	0.5974	0.050*	0.501 (12)
O9'	0.1034 (6)	0.6981 (9)	0.4957 (8)	0.038 (2)	0.505 (11)
H9'A	0.0453	0.7453	0.4937	0.045*	0.505 (11)
H9'C	0.1636	0.7473	0.5563	0.045*	0.505 (11)
C1	0.1372 (3)	0.2489 (5)	0.2135 (6)	0.0242 (9)
C2	0.0635 (4)	0.2672 (5)	0.0178 (6)	0.0213 (10)
H2	0.0786	0.1821	−0.0453	0.026*
C3	0.0619 (4)	0.8000 (5)	0.0673 (6)	0.0240 (11)
H3	0.0737	0.8879	0.1447	0.029*
C4	0.1442 (3)	0.8113 (5)	−0.0218 (6)	0.0233 (9)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Zn1	0.0224 (2)	0.0192 (2)	0.0234 (2)	−0.0043 (2)	0.00947 (16)	0.0007 (2)
O1	0.0278 (14)	0.0253 (17)	0.0275 (16)	−0.0077 (13)	0.0104 (12)	0.0035 (14)
O2	0.070 (2)	0.026 (2)	0.0321 (18)	−0.0124 (17)	0.0231 (17)	0.0034 (15)
O3	0.0307 (15)	0.0190 (16)	0.0466 (19)	0.0052 (13)	0.0257 (14)	0.0091 (14)
O4	0.0287 (14)	0.0182 (18)	0.0502 (19)	0.0017 (13)	0.0212 (14)	0.0064 (15)
O5	0.0375 (15)	0.0179 (17)	0.0333 (17)	−0.0090 (13)	0.0224 (13)	−0.0027 (13)
O6	0.0287 (14)	0.0259 (17)	0.0260 (15)	0.0033 (12)	0.0124 (12)	−0.0001 (12)
O7	0.051 (2)	0.048 (2)	0.0279 (16)	−0.0214 (18)	0.0087 (15)	−0.0063 (17)
O8	0.050 (6)	0.041 (5)	0.030 (4)	−0.001 (3)	0.012 (3)	0.002 (3)
O9	0.043 (4)	0.044 (6)	0.023 (4)	−0.007 (3)	0.010 (3)	−0.007 (3)
O8'	0.050 (5)	0.041 (4)	0.029 (4)	−0.001 (4)	0.012 (3)	0.002 (3)
O9'	0.043 (4)	0.044 (5)	0.023 (4)	−0.007 (3)	0.010 (3)	−0.008 (3)
C1	0.0273 (19)	0.023 (2)	0.027 (2)	0.0014 (18)	0.0157 (17)	0.0015 (18)
C2	0.028 (2)	0.014 (2)	0.026 (2)	−0.0046 (17)	0.0149 (18)	0.0000 (18)
C3	0.028 (2)	0.012 (2)	0.036 (3)	−0.0012 (18)	0.017 (2)	−0.0045 (19)
C4	0.0201 (18)	0.017 (2)	0.034 (2)	−0.0032 (15)	0.0125 (17)	−0.0028 (18)

Geometric parameters (Å, º) top

Zn1—O3	2.016 (3)	O8—H8A	0.8501
Zn1—O1	2.019 (3)	O8—H8D	0.8500
Zn1—O4ⁱ	2.054 (3)	O8—H8'D	1.0056
Zn1—O7	2.054 (3)	O9—H9A	0.8500
Zn1—O5	2.189 (3)	O9—H9C	0.8500
Zn1—O6	2.285 (3)	O9—H9'A	0.9764
O1—C1	1.270 (6)	O8'—H8A	1.0296
O2—C1	1.247 (6)	O8'—H8'A	0.8500
O3—C4	1.264 (5)	O8'—H8'D	0.8500
O4—C4	1.252 (5)	O9'—H9'A	0.8500
O4—Zn1ⁱⁱ	2.054 (3)	O9'—H9'C	0.8500
O5—C2	1.431 (5)	C1—C2	1.531 (6)
O5—H5	0.9300	C2—C2ⁱⁱⁱ	1.537 (9)
O6—C3	1.437 (6)	C2—H2	0.9800
O6—H6	0.9300	C3—C4	1.529 (6)
O7—H7B	0.8500	C3—C3ⁱⁱⁱ	1.529 (10)
O7—H7C	0.8500	C3—H3	0.9800

O3—Zn1—O1	162.78 (11)	H8D—O8—H8'D	120.0
O3—Zn1—O4ⁱ	92.67 (13)	H9A—O9—H9C	109.5
O1—Zn1—O4ⁱ	100.41 (13)	H9A—O9—H9'A	95.4
O3—Zn1—O7	96.64 (15)	H9A—O9—H9'C	77.2
O1—Zn1—O7	93.60 (14)	H9C—O9—H9'C	87.0
O4ⁱ—Zn1—O7	93.97 (14)	H9'A—O9—H9'C	70.2
O3—Zn1—O5	89.61 (13)	H8A—O8'—H8'A	115.6
O1—Zn1—O5	77.90 (12)	H8'A—O8'—H8'D	110.0
O4ⁱ—Zn1—O5	96.51 (12)	H9C—O9'—H9'C	116.2
O7—Zn1—O5	167.53 (13)	H9'A—O9'—H9'C	110.0
O3—Zn1—O6	75.68 (11)	O2—C1—O1	123.2 (4)
O1—Zn1—O6	90.55 (12)	O2—C1—C2	117.8 (4)
O4ⁱ—Zn1—O6	168.07 (12)	O1—C1—C2	119.0 (4)
O7—Zn1—O6	90.00 (14)	O5—C2—C1	110.0 (4)
O5—Zn1—O6	81.09 (11)	O5—C2—C2ⁱⁱⁱ	109.4 (3)
C1—O1—Zn1	119.1 (3)	C1—C2—C2ⁱⁱⁱ	110.6 (5)
C4—O3—Zn1	122.3 (3)	O5—C2—H2	109.0
C4—O4—Zn1ⁱⁱ	127.5 (3)	C1—C2—H2	109.0
C2—O5—Zn1	112.7 (3)	C2ⁱⁱⁱ—C2—H2	109.0
C2—O5—H5	123.7	O6—C3—C4	109.7 (4)
Zn1—O5—H5	123.7	O6—C3—C3ⁱⁱⁱ	109.8 (3)
C3—O6—Zn1	112.2 (3)	C4—C3—C3ⁱⁱⁱ	111.1 (5)
C3—O6—H6	123.9	O6—C3—H3	108.7
Zn1—O6—H6	123.9	C4—C3—H3	108.7
Zn1—O7—H7B	111.1	C3ⁱⁱⁱ—C3—H3	108.7
Zn1—O7—H7C	110.8	O4—C4—O3	124.9 (4)
H7B—O7—H7C	109.2	O4—C4—C3	115.8 (4)
H8A—O8—H8D	110.0	O3—C4—C3	119.3 (4)

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O8—H8D···O2^iv	0.85	2.23	3.074 (10)	174
O9—H9A···O1^iv	0.85	2.41	2.849 (7)	113
O9—H9A···O7^iv	0.85	2.38	3.094 (8)	142
O9—H9C···O9^v	0.85	1.95	2.421 (14)	113
O8—H8A···O8′^v	0.85	2.16	2.791 (12)	131
O9—H9C···O9′^v	0.85	2.00	2.761 (10)	149
O9′—H9′C···O1^iv	0.85	1.92	2.765 (7)	177
O9′—H9′C···O2^iv	0.85	2.66	3.225 (8)	125

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

Experimental details

Crystal data
Chemical formula	[Zn(C₄H₄O₆)(H₂O)]·2H₂O
M_r	267.49
Crystal system, space group	Monoclinic, C2
Temperature (K)	296
a, b, c (Å)	12.8652 (16), 8.7884 (14), 8.3816 (12)
β (°)	114.130 (1)
V (Å³)	864.9 (2)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	2.87
Crystal size (mm)	0.50 × 0.48 × 0.45

Data collection
Diffractometer	Bruker SMART CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.328, 0.358
No. of measured, independent and observed [I > 2σ(I)] reflections	2182, 1296, 1262
R_int	0.017
(sin θ/λ)_max (Å⁻¹)	0.595

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.025, 0.071, 1.10
No. of reflections	1296
No. of parameters	147
No. of restraints	1
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.34, −0.42
Absolute structure	Flack (1983), 481 Friedel pairs
Absolute structure parameter	0.01 (2)

Computer programs: SMART (Sheldrick, 2008), SAINT (Sheldrick, 2008), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O8—H8D···O2ⁱ	0.85	2.23	3.074 (10)	173.8
O9—H9A···O1ⁱ	0.85	2.41	2.849 (7)	112.9
O9—H9A···O7ⁱ	0.85	2.38	3.094 (8)	141.5
O9—H9C···O9ⁱⁱ	0.85	1.95	2.421 (14)	113.4
O8—H8A···O8'ⁱⁱ	0.85	2.16	2.791 (12)	131.4
O9—H9C···O9'ⁱⁱ	0.85	2.00	2.761 (10)	148.5
O9'—H9'C···O1ⁱ	0.85	1.92	2.765 (7)	176.6
O9'—H9'C···O2ⁱ	0.85	2.66	3.225 (8)	125.3

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

Acknowledgements

This work was supported by the Foundation of Liaocheng University (No. X071008).

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