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Acta Cryst. (2009). E65, m1147    [ doi:10.1107/S1600536809033479 ]

Diaquabis(cyclohexanecarboxylato)zinc(II) monohydrate

Y.-W. Zhang, L.-J. Wang, J. Hou and Q.-F. Zeng

Abstract top

In the title compound, [Zn(C7H11O2)2(H2O)2]·H2O, the ZnII atom (site symmetry \overline{1}) is four-coordinated by two O atoms from the cyclohexanecarboxylate anions and two O atoms from the water molecules, forming a slightly distorted square-planar coordination. The O atom of the uncoordinated water molecule lies on a crysatllographic twofold rotation axis. In the crystal, the components are linked by O-H...O hydrogen bonds, forming a three-dimensional network.

Comment top

There has been much research interest in acid metal complexes due to their molecular architectures and biological activities (e.g. Cheng et al., 2006). In this work, we report here the crystal structure of the title compound, (I). In (I), all bond lengths are within normal ranges (Allen et al., 1987) (Fig. 1). The ZnII atom is four-coordinated by two O atoms from the cyclohexanecarboxylate and two O atoms from the water molecules, forming a slightly distorted square-planar coordination (Table 1). In the crystal, O—H···O hydrogen bonds (Table 2) link the components.

Related literature top

For background, see: Cheng et al. (2006). For reference structural data, see: Allen et al. (1987).

Experimental top

A mixture of cyclohexanecarboxylic acid (256 mg, 2 mmol) and ZnNO3.6H2O (1 mmol, 297 mg) in methanol (10 ml) was stirred for 2 h. After keeping the filtrate in air for 6 d, colourless blocks of (I) were formed.

Refinement top

The O-bound H atoms were located in a difference map and their positions were refined with the restraint O—H = 0.82 (1)Å. The other H atoms were positioned geometrically (C—H = 0.97–0.98Å) and refined as riding, with Uiso(H) = 1.2Ueq(carrier).

Computing details top

Data collection: CAD-4 Software (Enraf–Nonius, 1989); cell refinement: CAD-4 Software (Enraf–Nonius, 1989); data reduction: XCAD4 (Harms & Wocadlo, 1995); 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
[Figure 1] Fig. 1. The molecular structure of (I) showing 30% probability displacement ellipsoids. Atoms with the suffix A are generated by the symmetry code (1–x, 1–y, –z).
Diaquabis(cyclohexanecarboxylato)zinc(II) monohydrate top
Crystal data top
[Zn(C7H11O2)2(H2O)2]·H2OF(000) = 396
Mr = 373.75Dx = 1.373 Mg m−3
Monoclinic, P2/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ycCell parameters from 25 reflections
a = 15.9045 (16) Åθ = 9–12°
b = 4.9295 (6) ŵ = 1.39 mm−1
c = 11.5335 (16) ÅT = 296 K
β = 91.585 (6)°Block, colorless
V = 903.89 (19) Å30.28 × 0.25 × 0.22 mm
Z = 2
Data collection top
Enraf–Nonius CAD-4
diffractometer		1436 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tubeRint = 0.032
graphiteθmax = 26.0°, θmin = 2.6°
ω/2θ scansh = −18→19
Absorption correction: ψ scan
(North et al., 1968)		k = −6→6
Tmin = 0.698, Tmax = 0.750l = −12→14
4764 measured reflections200 standard reflections every 3 reflections
1752 independent reflections intensity decay: 1%
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.054Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.158H atoms treated by a mixture of independent and constrained refinement
S = 1.07 w = 1/[σ2(Fo2) + (0.0809P)2 + 1.216P]
where P = (Fo2 + 2Fc2)/3
1752 reflections(Δ/σ)max = 0.003
114 parametersΔρmax = 1.00 e Å−3
4 restraintsΔρmin = −0.37 e Å−3
Crystal data top
[Zn(C7H11O2)2(H2O)2]·H2OV = 903.89 (19) Å3
Mr = 373.75Z = 2
Monoclinic, P2/cMo Kα radiation
a = 15.9045 (16) ŵ = 1.39 mm−1
b = 4.9295 (6) ÅT = 296 K
c = 11.5335 (16) Å0.28 × 0.25 × 0.22 mm
β = 91.585 (6)°
Data collection top
Enraf–Nonius CAD-4
diffractometer		1436 reflections with I > 2σ(I)
Absorption correction: ψ scan
(North et al., 1968)		Rint = 0.032
Tmin = 0.698, Tmax = 0.750θmax = 26.0°
4764 measured reflections200 standard reflections every 3 reflections
1752 independent reflections intensity decay: 1%
Refinement top
R[F2 > 2σ(F2)] = 0.054H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.158Δρmax = 1.00 e Å−3
S = 1.07Δρmin = −0.37 e Å−3
1752 reflectionsAbsolute structure: ?
114 parametersFlack parameter: ?
4 restraintsRogers parameter: ?
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
xyzUiso*/Ueq
C10.2156 (3)0.3294 (12)−0.0060 (4)0.0586 (12)
H1A0.24630.2824−0.07470.070*
H1B0.21260.5256−0.00170.070*
C20.1273 (3)0.2162 (13)−0.0177 (4)0.0711 (14)
H2A0.09880.2966−0.08470.085*
H2B0.13010.0218−0.03000.085*
C30.0779 (3)0.2734 (13)0.0889 (5)0.0743 (15)
H3A0.07090.46760.09800.089*
H3B0.02260.19170.08100.089*
C40.1236 (3)0.1592 (16)0.1934 (5)0.0832 (18)
H4A0.1264−0.03670.18640.100*
H4B0.09250.20170.26220.100*
C50.2124 (3)0.2720 (13)0.2071 (4)0.0661 (14)
H5A0.20950.46530.22210.079*
H5B0.24050.18670.27330.079*
C60.2630 (2)0.2234 (9)0.0999 (3)0.0427 (9)
H60.27080.02740.09080.051*
C70.3485 (2)0.3560 (8)0.1063 (4)0.0455 (9)
H70.475 (3)0.722 (8)0.205 (3)0.058 (14)*
O10.3660 (3)0.5302 (7)0.1802 (4)0.0755 (11)
O20.39946 (17)0.2822 (6)0.0283 (3)0.0549 (8)
O30.4282 (3)0.7551 (8)−0.0904 (4)0.0718 (10)
O70.50000.8302 (10)0.25000.0775 (16)
Zn10.50000.50000.00000.0492 (3)
H3D0.384 (3)0.71 (2)−0.127 (5)0.18 (5)*
H3C0.457 (3)0.852 (11)−0.136 (4)0.076 (18)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.045 (2)0.085 (4)0.046 (2)−0.007 (2)−0.0019 (18)0.005 (2)
C20.048 (3)0.097 (4)0.067 (3)−0.012 (3)−0.011 (2)−0.006 (3)
C30.037 (2)0.094 (4)0.092 (4)−0.003 (2)0.000 (2)−0.010 (3)
C40.057 (3)0.120 (5)0.075 (3)−0.017 (3)0.026 (3)0.004 (4)
C50.053 (3)0.101 (4)0.045 (2)−0.002 (3)0.005 (2)0.002 (2)
C60.0374 (19)0.046 (2)0.045 (2)−0.0065 (16)0.0017 (16)−0.0002 (17)
C70.041 (2)0.041 (2)0.054 (2)−0.0016 (17)−0.0066 (18)0.0067 (19)
O10.065 (2)0.074 (3)0.086 (3)−0.0155 (18)−0.0144 (19)−0.0217 (19)
O20.0323 (14)0.0504 (17)0.083 (2)−0.0060 (12)0.0125 (14)0.0045 (15)
O30.060 (2)0.066 (2)0.089 (3)−0.0020 (18)−0.004 (2)0.012 (2)
O70.047 (3)0.041 (3)0.143 (5)0.000−0.008 (3)0.000
Zn10.0317 (4)0.0478 (4)0.0684 (5)−0.0007 (3)0.0066 (3)0.0097 (3)
Geometric parameters (Å, °) top
C1—C61.511 (6)C5—H5A0.9700
C1—C21.513 (6)C5—H5B0.9700
C1—H1A0.9700C6—C71.509 (5)
C1—H1B0.9700C6—H60.9800
C2—C31.503 (7)C7—O11.236 (5)
C2—H2A0.9700C7—O21.281 (5)
C2—H2B0.9700Zn1—O21.961 (3)
C3—C41.500 (8)Zn1—O31.977 (4)
C3—H3A0.9700O3—H3D0.846 (10)
C3—H3B0.9700O3—H3C0.853 (10)
C4—C51.521 (7)O7—H70.834 (10)
C4—H4A0.9700Zn1—O2i1.961 (3)
C4—H4B0.9700Zn1—O3i1.977 (4)
C5—C61.513 (6)
C6—C1—C2112.6 (4)C6—C5—H5A109.3
C6—C1—H1A109.1C4—C5—H5A109.3
C2—C1—H1A109.1C6—C5—H5B109.3
C6—C1—H1B109.1C4—C5—H5B109.3
C2—C1—H1B109.1H5A—C5—H5B107.9
H1A—C1—H1B107.8C7—C6—C1108.6 (3)
C3—C2—C1111.3 (4)C7—C6—C5113.0 (4)
C3—C2—H2A109.4C1—C6—C5110.0 (4)
C1—C2—H2A109.4C7—C6—H6108.4
C3—C2—H2B109.4C1—C6—H6108.4
C1—C2—H2B109.4C5—C6—H6108.4
H2A—C2—H2B108.0O1—C7—O2123.1 (4)
C4—C3—C2109.5 (4)O1—C7—C6121.4 (4)
C4—C3—H3A109.8O2—C7—C6115.5 (4)
C2—C3—H3A109.8C7—O2—Zn1119.8 (3)
C4—C3—H3B109.8Zn1—O3—H3D123 (6)
C2—C3—H3B109.8Zn1—O3—H3C112 (4)
H3A—C3—H3B108.2H3D—O3—H3C107.5 (17)
C3—C4—C5112.0 (5)O2—Zn1—O2i180.0
C3—C4—H4A109.2O2—Zn1—O388.54 (15)
C5—C4—H4A109.2O2i—Zn1—O391.46 (15)
C3—C4—H4B109.2O2—Zn1—O3i91.46 (15)
C5—C4—H4B109.2O2i—Zn1—O3i88.54 (15)
H4A—C4—H4B107.9O3—Zn1—O3i180.0
C6—C5—C4111.7 (4)
C6—C1—C2—C356.4 (6)C5—C6—C7—O1−14.3 (6)
C1—C2—C3—C4−56.7 (7)C1—C6—C7—O2−69.8 (5)
C2—C3—C4—C557.1 (7)C5—C6—C7—O2167.9 (4)
C3—C4—C5—C6−56.2 (7)O1—C7—O2—Zn1−13.6 (6)
C2—C1—C6—C7−177.8 (4)C6—C7—O2—Zn1164.1 (3)
C2—C1—C6—C5−53.7 (6)C7—O2—Zn1—O2i115 (24)
C4—C5—C6—C7174.6 (5)C7—O2—Zn1—O3−79.1 (3)
C4—C5—C6—C153.1 (6)C7—O2—Zn1—O3i100.9 (3)
C1—C6—C7—O1107.9 (5)
Symmetry codes: (i) −x+1, −y+1, −z.
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O7—H7···O10.83 (1)1.99 (3)2.699 (4)142 (5)
O3—H3D···O1ii0.85 (1)2.53 (7)3.132 (6)129 (8)
O3—H3C···O7iii0.85 (1)2.17 (2)2.997 (5)164 (6)
Symmetry codes: (ii) x, −y+1, z−1/2; (iii) −x+1, −y+2, −z.
Table 1
Selected geometric parameters (Å) top
Zn1—O21.961 (3)Zn1—O31.977 (4)
Table 2
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O7—H7···O10.83 (1)1.99 (3)2.699 (4)142 (5)
O3—H3D···O1i0.85 (1)2.53 (7)3.132 (6)129 (8)
O3—H3C···O7ii0.85 (1)2.17 (2)2.997 (5)164 (6)
Symmetry codes: (i) x, −y+1, z−1/2; (ii) −x+1, −y+2, −z.
references
References top

Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1–19.

Cheng, K., Zhu, H.-L. & Li, Y.-G. (2006). Z. Anorg. Allg. Chem. 632, 2326–2330.

Enraf–Nonius (1989). CAD-4 Software. Enraf–Nonius, Delft, The Netherlands.

Harms, K. & Wocadlo, S. (1995). XCAD4. University of Marburg, Germany.

North, A. C. T., Phillips, D. C. & Mathews, F. S. (1968). Acta Cryst. A24, 351–359.

Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122.