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Acta Cryst. (2007). E63, m2223-m2224    [ doi:10.1107/S1600536807035647 ]

catena-Poly[[[aquazinc(II)]-[mu]-N-(3-carboxy-2-oxidobenzylidene)glycinato-[kappa]4O,N,O':O''] monohydrate]

Z.-H. Wu, Y.-H. Zhou and J.-H. Cai

Abstract top

The title polymeric compound, {[Zn(C10H7NO5)(H2O)]·H2O}n, consists of a one-dimensional chain, in which the Zn2+ centre is coordinated by two O atoms and one N atom from the tridentate dianionic N-(3-carboxy-2-oxidobenzylidene)glycinate ligand, one water molecule and a bridging carboxylate O atom from an adjacent ligand. This results in a square-based pyramidal coordination.

Comment top

Schiff bases have been intensively investigated recently owing to their strong coordination capability and diverse biological activities, such as antibacterial, antitumor activities etc (Yang et al., 2000; May et al., 2004). Among these Schiff bases, aminophenol-containing Schiff base have received extraordinatry attention for its' flexible coordination codes. some unusual structures have been synthesized through these ligands, such as helical structures (Ranford et al.,1999;Erxleben,2001).

However, in those reported literatures, Seldom helical structures with the ligand of 3-Carboxysalicylaldehyde have been generated. We have reported two structures derived from the ligand 3-Carboxysalicylideneglycinate(Cai et al.,2006; Cai et al.,2007). As an extension of the work, We report here the preparations and crystal structure characterizations of the title helical coordination polymer(I).

The crystal structure of the title complex(I) is very similar to the former reported structure (Cai et al.,2007).there is one ZnIIatom,one 3-Carboxysalicylideneglycinate anion, one coordinated water molecule and one lattice water molecule in each independent crystallographic unit, Each ZnII atom adapts a square-based pyramidal geometry.It is worthy of mention that the remaining protonated carboxylate group does not participate in coordination, but involve in hydrogen bonding.In the title complex,each pair of adjacent ZnII atom are bridged by a carboxy group of the ligand to form a chiral helical chain running along a crystallographic 21 axis in the b direction with a pitch of 6.873 Å. There are two kinds of hydrogen bonding interactions in the title complex.The acidic H atom forms a strong intramolecular O—H···O hydrogen bond to the phenoxy O atom [O···O = 2.450 (2) Å]. The other hydrogen bonding interactions are involving the carboxylate O atoms and coordinated/uncoordinated water molecules. By which the chains are connected to form a three-dimensional network.

Related literature top

For biological activity, see: Yang et al. (2000); May et al. (2004). For flexible coordination codes, see: Ranford et al. (1999); Erxleben (2001). For synthesis of related compounds, see: Cai et al. (2006, 2007).

Experimental top

Glycine (2 mmol, 0.150 g), 3-carboxysalicylaldehyde (2 mmol, 0.336 g) and sodium hydroxide (2 mmol, 0.08 g) were dissolved in 80% aqueous methanol (25 ml). To the clear yellow solution was added an aqueous solution (15 ml) of Zinc(II) nitrate (2 mmol, 0.376 g). The solution was filtered after keeping at 323 K for 6 h. Yellow crystals separated from the solution after two weeks in about 46% yield (according to Zinc).

Refinement top

The C-bound H atoms were placed at calculated positions (C—H = 0.95 Å) and refined as riding, with Uiso(H) = 1.2Ueq(C). The other H atoms were located in a difference Fourier map and refined with O—H distance restraints of 0.85–0.97 Å, and with Uiso(H) values of 1.5Ueq(O).

Computing details top

Data collection: SMART (Bruker, 1999); cell refinement: SAINT (Bruker, 1999); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Sheldrick, 1997); software used to prepare material for publication: SHELXTL.

Figures top
[Figure 1] Fig. 1. Asymmetric unit of (I) showing 30% probability displacement ellipsoids. Hydrogen bonds are indicated by dashed lines.[(i) -x + 1,y + 1/2,-z + 1/2)]
[Figure 2] Fig. 2. The one-dimensional helical chains in (I).The hydrogen atoms are omitted for clarity.the water molecules are not shown
catena-Poly[[[aquazinc(II)]-µ-N-(3-carboxy-2- oxidobenzylidene)glycinato-κ4O,N,O':O''] monohydrate] top
Crystal data top
[Zn(C10H7NO5)(H2O)]·H2OF(000) = 656
Mr = 322.59Dx = 1.890 Mg m−3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 978 reflections
a = 8.3985 (9) Åθ = 3.1–27.0°
b = 6.8730 (7) ŵ = 2.20 mm−1
c = 19.637 (2) ÅT = 173 K
β = 90.781 (2)°Block, yellow
V = 1133.4 (2) Å30.49 × 0.41 × 0.22 mm
Z = 4
Data collection top
Bruker SMART APEX CCD area-detector
diffractometer		2479 independent reflections
Radiation source: fine-focus sealed tube2171 reflections with I > 2σ(I)
graphiteRint = 0.017
Detector resolution: 0 pixels mm-1θmax = 27.0°, θmin = 2.4°
φ and ω scansh = −10→5
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		k = −7→8
Tmin = 0.354, Tmax = 0.617l = −24→25
5599 measured reflections
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)] = 0.026Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.078H atoms treated by a mixture of independent and constrained refinement
S = 1.06 w = 1/[σ2(Fo2) + (0.0474P)2 + 0.7019P]
where P = (Fo2 + 2Fc2)/3
2479 reflections(Δ/σ)max = 0.001
166 parametersΔρmax = 0.84 e Å−3
6 restraintsΔρmin = −0.87 e Å−3
Crystal data top
[Zn(C10H7NO5)(H2O)]·H2OV = 1133.4 (2) Å3
Mr = 322.59Z = 4
Monoclinic, P21/cMo Kα radiation
a = 8.3985 (9) ŵ = 2.20 mm−1
b = 6.8730 (7) ÅT = 173 K
c = 19.637 (2) Å0.49 × 0.41 × 0.22 mm
β = 90.781 (2)°
Data collection top
Bruker SMART APEX CCD area-detector
diffractometer		2479 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		2171 reflections with I > 2σ(I)
Tmin = 0.354, Tmax = 0.617Rint = 0.017
5599 measured reflectionsθmax = 27.0°
Refinement top
R[F2 > 2σ(F2)] = 0.026H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.078Δρmax = 0.84 e Å−3
S = 1.06Δρmin = −0.87 e Å−3
2479 reflectionsAbsolute structure: ?
166 parametersFlack parameter: ?
6 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
Zn10.35846 (3)0.11867 (3)0.168087 (11)0.01598 (10)
N10.5830 (2)0.1334 (2)0.13345 (9)0.0168 (4)
O10.01579 (19)0.2942 (3)−0.09655 (8)0.0276 (4)
O20.0220 (2)0.2399 (3)0.01427 (8)0.0299 (4)
H20.108 (4)0.227 (5)0.0478 (16)0.045*
O30.27673 (17)0.1979 (2)0.07472 (7)0.0215 (3)
O40.47631 (17)−0.0620 (2)0.24040 (7)0.0194 (3)
O50.71706 (17)−0.1686 (2)0.27122 (7)0.0193 (3)
O60.1646 (2)−0.0488 (3)0.17852 (9)0.0327 (4)
H6A0.109 (3)−0.113 (4)0.1510 (11)0.049*
H6B0.117 (3)−0.049 (5)0.2159 (8)0.049*
O71.0306 (2)−0.0718 (3)0.29892 (9)0.0307 (4)
H7A1.024 (3)0.017 (4)0.3286 (13)0.046*
H7B0.9363 (17)−0.107 (4)0.2905 (16)0.046*
C10.3562 (2)0.2400 (3)0.01927 (10)0.0166 (4)
C20.5254 (2)0.2373 (3)0.01671 (10)0.0165 (4)
C30.60165 (9)0.28856 (11)−0.04338 (4)0.0191 (4)
H30.71470.2866−0.04460.023*
C40.51580 (9)0.34244 (11)−0.10149 (4)0.0202 (4)
H40.56980.3798−0.14160.024*
C50.35162 (9)0.34113 (11)−0.10031 (4)0.0199 (4)
H50.29280.3768−0.14010.024*
C60.27022 (9)0.28780 (11)−0.04124 (4)0.0173 (4)
C70.09381 (9)0.27567 (11)−0.04348 (4)0.0214 (4)
C80.62914 (9)0.18023 (11)0.07343 (4)0.0178 (4)
H80.74040.17740.06540.021*
C90.70227 (9)0.06991 (11)0.18359 (4)0.0181 (4)
H9A0.81150.10600.18400.022*
H9B0.78860.00650.16310.022*
C100.62358 (9)−0.06344 (11)0.23515 (4)0.0166 (4)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Zn10.01372 (14)0.02076 (15)0.01347 (14)−0.00010 (8)0.00097 (9)−0.00047 (8)
N10.0156 (8)0.0178 (9)0.0172 (9)0.0001 (6)0.0002 (7)0.0015 (7)
O10.0243 (8)0.0353 (10)0.0231 (8)−0.0049 (7)−0.0080 (6)0.0029 (7)
O20.0173 (8)0.0503 (11)0.0221 (8)−0.0012 (7)−0.0011 (6)0.0050 (8)
O30.0150 (7)0.0335 (9)0.0160 (7)−0.0007 (6)0.0009 (6)0.0043 (6)
O40.0160 (7)0.0244 (8)0.0178 (7)−0.0003 (6)0.0018 (5)0.0028 (6)
O50.0155 (7)0.0242 (8)0.0183 (7)−0.0016 (6)−0.0014 (5)0.0058 (6)
O60.0295 (9)0.0483 (11)0.0203 (8)−0.0212 (8)0.0036 (7)−0.0062 (8)
O70.0183 (8)0.0427 (10)0.0312 (10)−0.0054 (7)0.0042 (7)−0.0095 (8)
C10.0187 (10)0.0152 (9)0.0159 (9)−0.0004 (8)0.0003 (8)−0.0012 (7)
C20.0177 (10)0.0155 (9)0.0163 (10)0.0002 (8)0.0010 (8)−0.0008 (7)
C30.0184 (10)0.0174 (10)0.0217 (10)−0.0005 (8)0.0032 (8)−0.0022 (8)
C40.0272 (11)0.0205 (10)0.0130 (9)−0.0024 (9)0.0042 (8)−0.0001 (8)
C50.0263 (11)0.0180 (10)0.0154 (10)0.0009 (9)−0.0021 (8)−0.0015 (8)
C60.0202 (10)0.0163 (10)0.0154 (9)−0.0007 (8)−0.0015 (8)−0.0028 (8)
C70.0222 (11)0.0210 (11)0.0211 (10)−0.0016 (8)−0.0035 (8)−0.0006 (8)
C80.0160 (10)0.0176 (10)0.0197 (10)−0.0005 (8)0.0012 (8)−0.0005 (8)
C90.0124 (9)0.0247 (10)0.0172 (10)−0.0003 (8)0.0002 (7)0.0038 (8)
C100.0200 (10)0.0172 (10)0.0126 (9)−0.0018 (8)−0.0002 (7)−0.0022 (7)
Geometric parameters (Å, °) top
Zn1—O5i1.9951 (15)O7—H7B0.85 (3)
Zn1—O62.0065 (16)C1—C61.42052
Zn1—N12.0161 (18)C1—C21.423 (3)
Zn1—O32.0234 (15)C2—C31.395 (2)
Zn1—O42.1211 (15)C2—C81.45845
N1—C81.28660C3—C41.3916
N1—C91.46162C3—H30.9500
O1—C71.23004C4—C51.3794
O2—C71.31486C4—H40.9500
O2—H20.97 (3)C5—C61.4031
O3—C11.317 (2)C5—H50.9500
O4—C101.24258C6—C71.4840
O5—C101.27487C8—H80.9500
O5—Zn1ii1.9951 (15)C9—C101.5233
O6—H6A0.837 (10)C9—H9A0.9500
O6—H6B0.843 (10)C9—H9B0.9415
O7—H7A0.85 (3)
O5i—Zn1—O695.42 (7)C4—C3—C2121.46
O5i—Zn1—N1118.12 (7)C4—C3—H3119.3
O6—Zn1—N1145.80 (7)C2—C3—H3119.3
O5i—Zn1—O3103.74 (6)C5—C4—C3119.4
O6—Zn1—O388.92 (7)C5—C4—H4120.3
N1—Zn1—O389.32 (7)C3—C4—H4120.3
O5i—Zn1—O4100.26 (6)C4—C5—C6120.9
O6—Zn1—O488.14 (7)C4—C5—H5119.5
N1—Zn1—O479.92 (6)C6—C5—H5119.5
O3—Zn1—O4155.98 (6)C5—C6—C1120.27
C8—N1—C9118.66C5—C6—C7119.2
C8—N1—Zn1128.06C1—C6—C7120.51
C9—N1—Zn1113.16O1—C7—O2120.32
C7—O2—H2105.00O1—C7—C6122.64
C1—O3—Zn1129.71 (13)O2—C7—C6117.03
C10—O4—Zn1113.89N1—C8—C2125.64
C10—O5—Zn1ii123.30 (10)N1—C8—H8117.2
Zn1—O6—H6A133 (2)C2—C8—H8117.2
Zn1—O6—H6B119 (2)N1—C9—C10109.14
H6A—O6—H6B107.1 (16)N1—C9—H9A125.4
H7A—O7—H7B105.9 (15)C10—C9—H9A125.4
O3—C1—C6119.00N1—C9—H9B112.0
O3—C1—C2122.95 (18)C10—C9—H9B110.5
C6—C1—C2118.04H9A—C9—H9B51.3
C3—C2—C1119.79 (16)O4—C10—O5124.37
C3—C2—C8115.94O4—C10—C9119.46
C1—C2—C8124.27O5—C10—C9116.16
Symmetry codes: (i) −x+1, y+1/2, −z+1/2; (ii) −x+1, y−1/2, −z+1/2.
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O6—H6A···O1iii0.84 (1)1.94 (3)2.768 (2)172 (3)
O6—H6B···O7iv0.84 (1)1.80 (1)2.637 (2)173 (4)
O7—H7A···O1v0.85 (3)1.96 (3)2.806 (2)175 (3)
O7—H7B···O50.85 (3)1.92 (1)2.763 (2)176 (3)
O2—H2···O30.97 (3)1.52 (3)2.450 (2)158 (3)
Symmetry codes: (iii) −x, −y, −z; (iv) x−1, y, z; (v) x+1, −y+1/2, z+1/2.
Table 1
Selected geometric parameters (Å) top
Zn1—O5i1.9951 (15)Zn1—O32.0234 (15)
Zn1—O62.0065 (16)Zn1—O42.1211 (15)
Zn1—N12.0161 (18)
Symmetry codes: (i) −x+1, y+1/2, −z+1/2.
Table 2
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O6—H6A···O1ii0.84 (1)1.94 (3)2.768 (2)172 (3)
O6—H6B···O7iii0.84 (1)1.80 (1)2.637 (2)173 (4)
O7—H7A···O1iv0.85 (3)1.96 (3)2.806 (2)175 (3)
O7—H7B···O50.85 (3)1.92 (1)2.763 (2)176 (3)
O2—H2···O30.97 (3)1.52 (3)2.450 (2)158 (3)
Symmetry codes: (ii) −x, −y, −z; (iii) x−1, y, z; (iv) x+1, −y+1/2, z+1/2.
Acknowledgements top

This work was supported by the Natural Science Foundation of the Guangxi Chuang Autonomous Region of the People's Republic of China (grant No. 0728238). The authors also thank Hechi University.

references
References top

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