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metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890
Volume 64| Part 3| March 2008| Pages m458-m459
doi:10.1107/S1600536808003759

Di­aqua­bis­(4-bromo­benzoato-κ2O,O′)zinc(II)

Tuncer Hökelek,a Nagihan Çaylakb and Hacali Necefoğluc*

aHacettepe University, Department of Physics, 06800 Beytepe, Ankara, Turkey, bSakarya University, Faculty of Arts and Science, Department of Physics, 54187 Esentepe, Adapazarı, Turkey, and cKafkas University, Department of Chemistry, 63100 Kars, Turkey
*Correspondence e-mail: merzifon@hacettepe.edu.tr

(Received 28 January 2008; accepted 4 February 2008; online 6 February 2008)

The monomeric title ZnII complex, [Zn(C7H4BrO2)2(H2O)2], contains two 4-bromo­benzoate (BB) ligands and two coordinated water mol­ecules around a ZnII atom on a twofold rotation axis. The BB ions act as bidentate ligands, with two very dissimilar coordination distances. The sixfold coordination around the ZnII may be described as highly distorted octa­hedral, with the two aqua ligands arranged cis. Hydrogen bonding involving the carboxyl­ate O atoms has an effect on the delocalization in the carboxyl­ate groups. In the crystal structure, inter­molecular O—H⋯O hydrogen bonds link the mol­ecules into chains parallel to the c axis and stacked along the b axis.

Related literature

For general background, see: Antolini et al. (1982[Antolini, L., Battaglia, L. P., Corradi, A. B., Marcotrigiano, G., Menabue, L., Pellacani, G. C. & Saladini, M. (1982). Inorg. Chem. 21, 1391-1395.]); Chen & Chen (2002[Chen, H. J. & Chen, X. M. (2002). Inorg. Chim. Acta, 329, 13-21.]); Amiraslanov et al. (1979[Amiraslanov, I. R., Mamedov, Kh. S., Movsumov, E. M., Musaev, F. N. & Nadzhafov, G. N. (1979). Zh. Strukt. Khim. 20, 1075-1080.]); Hauptmann et al. (2000[Hauptmann, R., Kondo, M. & Kitagawa, S. (2000). Z. Kristallogr. New Cryst. Struct. 215, 169-172.]); Shnulin et al. (1981[Shnulin, A. N., Nadzhafov, G. N., Amiraslanov, I. R., Usubaliev, B. T. & Mamedov, Kh. S. (1981). Koord. Khim. 7, 1409-1416.]); Antsyshkina et al. (1980[Antsyshkina, A. S., Chiragov, F. M. & Poray-Koshits, M. A. (1980). Koord. Khim. 15, 1098-1103.]); Adiwidjaja et al. (1978[Adiwidjaja, G., Rossmanith, E. & Küppers, H. (1978). Acta Cryst. B34, 3079-3083.]); Catterick et al. (1974[Catterick, J., Hursthouse, M. B., New, D. B. & Thorhton, P. (1974). J. Chem. Soc. Chem. Commun. pp. 843-844.]). For related literature, see: Guseinov et al. (1984[Guseinov, G. A., Musaev, F. N., Usubaliev, B. T., Amiraslanov, I. R. & Mamedov, Kh. S. (1984). Koord. Khim. 10, 117-122.]); Clegg et al. (1986a[Clegg, W., Little, I. R. & Straughan, B. P. (1986a). Acta Cryst. C42, 919-920.],b[Clegg, W., Little, I. R. & Straughan, B. P. (1986b). Acta Cryst. C42, 1701-1703.], 1987[Clegg, W., Little, I. R. & Straughan, B. P. (1987). Acta Cryst. C43, 456-457.]); Capilla & Aranda (1979[Capilla, A. V. & Aranda, R. A. (1979). Cryst. Struct. Commun. 8, 795-798.]); van Niekerk et al. (1953[Niekerk, J. N. van, Schoening, F. R. L. & Talbot, J. H. (1953). Acta Cryst. 6, 720-723.]); Usubaliev et al. (1992[Usubaliev, B. T., Guliev, F. I., Musaev, F. N., Ganbarov, D. M., Ashurova, S. A. & Movsumov, E. M. (1992). Zh. Strukt. Khim. 33, 203-207.]); Musaev et al. (1983[Musaev, F. N., Nadzhafov, G. N. & Mamedov, Kh. S. (1983). Koord. Khim. 12, 37-46.]); Nadzhafov et al. (1981[Nadzhafov, G. N., Usubaliev, B. T., Amiraslanov, I. R., Movsumov, E. M. & Mamedov, Kh. S. (1981). Koord. Khim. 7, 770-775.]); Day & Selbin (1969[Day, M. C. & Selbin, J. (1969). Theoretical Inorganic Chemistry, p. 109. New York: Van Nostrand Reinhold.]); Amiraslanov et al. (1980[Amiraslanov, I. R., Nadzhafov, G. N., Usubaliev, B. T., Musaev, A. A., Movsumov, E. M. & Mamedov, Kh. S. (1980). Zh. Strukt. Khim. 21, 140-145.]); Necefoğlu et al. (2002[Necefoğlu, H., Hökelek, T., Ersanlı, C. C. & Erdönmez, A. (2002). Acta Cryst. E58, m758-m761.]); Hökelek et al. (2008[Hökelek, T., Çaylak, N. & Necefoğlu, H. (2008). Acta Cryst. E64, m460-m461.], 2007[Hökelek, T., Çaylak, N. & Necefoğlu, H. (2007). Acta Cryst. E63, m2561-m2562.]); Hökelek & Necefoğlu (1996[Hökelek, T. & Necefoğlu, H. (1996). Acta Cryst. C52, 1128-1131.], 2001[Hökelek, T. & Necefoğlu, H. (2001). Anal. Sci. 17, 1241-1242.], 2007[Hökelek, T. & Necefoğlu, H. (2007). Acta Cryst. E63, m821-m823.]); Greenaway et al. (1984[Greenaway, F. T., Pezeshk, A., Cordes, A. W., Noble, M. C. & Sorenson, J. R. J. (1984). Inorg. Chim. Acta, 93, 67-71.]).

[Scheme 1]

Experimental

Crystal data

  • [Zn(C7H4BrO2)2(H2O)2]

  • Mr = 501.43

  • Monoclinic, C 2/c

  • a = 26.9067 (3) Å

  • b = 5.0704 (4) Å

  • c = 12.0371 (5) Å

  • β = 104.95 (2)°

  • V = 1586.6 (2) Å3

  • Z = 4

  • Mo Kα radiation

  • μ = 6.61 mm−1

  • T = 294 (2) K

  • 0.25 × 0.20 × 0.15 mm
Data collection

  • Enraf–Nonius TurboCAD-4 diffractometer

  • Absorption correction: ψ scan (North et al., 1968[North, A. C. T., Phillips, D. C. & Mathews, F. S. (1968). Acta Cryst. A24, 351-359.]) Tmin = 0.214, Tmax = 0.370

  • 1648 measured reflections

  • 1613 independent reflections

  • 1133 reflections with I > 2σ(I)

  • Rint = 0.031

  • 3 standard reflections frequency: 120 min intensity decay: 1%
Refinement

  • R[F2 > 2σ(F2)] = 0.063

  • wR(F2) = 0.166

  • S = 1.04

  • 1613 reflections

  • 113 parameters

  • 4 restraints

  • H atoms treated by a mixture of independent and constrained refinement

  • Δρmax = 1.42 e Å−3

  • Δρmin = −1.83 e Å−3

Table 1
Selected bond lengths (Å)

Zn—O1 2.010 (5)
Zn—O2 2.468 (5)
Zn—O3 1.993 (5)

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A D—H H⋯A D⋯A D—H⋯A
O3—H31⋯O2i 0.97 (7) 1.82 (6) 2.746 (7) 157 (9)
O3—H32⋯O1ii 0.95 (8) 1.86 (8) 2.765 (7) 160 (9)
Symmetry codes: (i) -x+2, -y, -z+1; (ii) [-x+2, y-1, -z+{\script{1\over 2}}].

Data collection: CAD-4 EXPRESS (Enraf–Nonius, 1994[Enraf-Nonius (1994). CAD-4 EXPRESS. Enraf-Nonius, Delft, The Netherlands.]); cell refinement: CAD-4 EXPRESS; data reduction: XCAD4 (Harms & Wocadlo, 1995[Harms, K. & Wocadlo, S. (1995). XCAD4. University of Marburg, Germany.]); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997[Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.]); software used to prepare material for publication: WinGX (Farrugia, 1999[Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.]).

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808003759/bg2161sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536808003759/bg2161Isup2.hkl

checkCIF report


Comment top

Transition metal complexes with biochemical molecules show interesting physical and/or chemical properties, through which they may find applications in biological systems (Antolini et al., 1982). Some benzoic acid derivatives, such as 4-aminobenzoic acid, have been extensively reported in coordination chemistry, as bifunctional organic ligands, due to the varieties of their coordination modes (Chen & Chen, 2002, Amiraslanov et al., 1979; Hauptmann et al., 2000).

The structure-function-coordination relationships of the arylcarboxylate ion in ZnII complexes of benzoic acid derivatives may also change depending on the nature and position of the substituted groups on the benzene ring, the nature of the additional ligand molecule or solvent, and the pH and temperature of synthesis, as in CoII complexes (Shnulin et al., 1981; Antsyshkina et al., 1980; Adiwidjaja et al., 1978). When pyridine and its derivatives are used instead of water molecules, the structure is completely different (Catterick et al., 1974).

The solid-state structures of anhydrous zinc(II) carboxylates include one-dimensional (Guseinov et al., 1984; Clegg et al., 1986a), two-dimensional (Clegg et al., 1986b, 1987) and three-dimensional (Capilla & Aranda, 1979) polymeric motifs of different types, while discerete monomeric complexes with octahedral or tetrahedral coordination geometry are found if water or other donor molecules are coordinated to Zn (van Niekerk et al., 1953; Usubaliev et al., 1992). In hexaaquazinc(II) bis(4-hydroxybenzoate) dihydrate, [Zn(H2O)6](4-HOC6H4COO)2.2H2O, [(II); Musaev et al., 1983], which is isostructural with the corresponding MgII, CoII, NiII and MnII compounds, the carboxylate ion lies outside the coordination sphere of the Zn atom, while [Zn(4-HOC6H4COO)2].4C5H5N [(III); Nadzhafov et al., 1981], forms a clathrate, consisting of [Zn(4-HOC6H4COO)2(C5H5N)2] units with tetrahedral coordination geometry and free pyridine molecules.

The structure determination of the title compound, (I), a zinc complex with two bromobenzoate (BB) ligands and two water molecules, was undertaken in order to determine the ligand properties of (BB) and also to compare the results obtained with those reported previously.

In the monomeric title complex, [Zn(C7H4O2Br)2(H2O)2], (I), the Zn atom lies on a on a twofold rotation axis and is surrounded by two 4-bromobenzoate (BB), acting as bidentate ligands, and two coordinated water molecules (Fig. 1).

The Zn coordination polyhedron is formed by four clear basal bonds and two close contacts of the symmetry related O2 and O2i atoms, [(i) 2 - x, y, 1/2 - z, Zn···O2 = 2.468 (5) Å, in double dashed lines in Fig. 1] occupying apical positions and completing the six-coordination; this distance is greater than the sum of the corresponding ionic radii (2.14 Å; Day & Selbin, 1969), but similar Zn···O contacts have already been reported, viz.: 2.50 (1) Å in (III), 2.494 (8) Å in [Zn(p—H2NC6H4COO)2]n.1.5nH2O [(IV); Amiraslanov et al., 1980], 2.404 (2) Å in [Zn(C6H6N2O2)2(C7H5O3)2] [(V), (Necefoğlu et al., 2002] and 2.458 (3) Å in [Zn(C7H4O2F)2(C6H6N2O)2].H2O [(VI); Hökelek et al., 2008]. The sixfold coordination around ZnII may thus be described as highly distorted octahedral (Table 1), with the two aqua ligands arranged cis.

In the binuclear complex [Zn2(C7H5O3)4(C10H14N2O)2(H2O)2] [(VII); Hökelek & Necefoğlu, 1996], the average Zn—O bond length [1.953 (2) Å] is shorter than the corresponding value in (I) [2.157 (5) Å], but Zn is four coordinate. In complexes (V), [Zn(C7H4FO2)2(DENA)2(H2O)2] [(VIII); Hökelek et al., 2007] and [Zn(C7H5O3)(OH2)3(C6H6N2O)].C7O3H5 [(IX); Hökelek & Necefoğlu, 2001), (where Zn atoms are five, six and five coordinates) the average Zn—O bond lengths are 2.107 (2) Å, 2.117 (2) Å and 2.047 (5) Å, respectively. In (I), the O1—Zn···O2 angle is 57.27 (18)°. The corresponding O—M···O (where M is a metal) angles are 58.79 (6)° in (V), 57.04 (10)° in (VI), 58.3 (3)° in (VII) and 55.2 (1)° in [Cu(Asp)2(py)2] (where Asp is acetylsalicylate and py is pyridine) [(X); Greenaway et al., 1984].

The near equality of C1—O1 [1.289 (8) Å] and C1—O2 [1.230 (9) Å] bonds in the carboxylate group indicates a delocalized bonding arrangement, rather than localized single and double bonds, as in (V) and [Mn(C9H10NO2)2(H2O)4].2H2O [(XI); Hökelek & Necefoğlu, 2007]. This may be due to the intermolecular hydrogen bonds of the carboxyl O atoms (Table 2). The Zn atom is out of the least-squares plane of the carboxyl group (O1/C1/O2) by 0.055 (1) Å. The dihedral angle between the planar carboxyl group and the benzene ring (C2–C7) is 18.62 (44)°. The corresponding value is reported as 5.54 (43)° in (XI).

The molecules of (I) are linked by intermolecular O—H···O hydrogen bonds (Table 2), forming infinite chains along the [001] direction, which are in turn stacked along the b axis.

Related literature top

For general backgroud, see: Antolini et al. (1982); Chen & Chen (2002); Amiraslanov et al. (1979); Hauptmann et al. (2000); Shnulin et al. (1981); Antsyshkina et al. (1980); Adiwidjaja et al. (1978); Catterick et al. (1974). For related literature, see: Guseinov et al. (1984); Clegg et al. (1986a,b, 1987); Capilla & Aranda (1979); van Niekerk et al. (1953); Usubaliev et al. (1992); Musaev et al. (1983); Nadzhafov et al. (1981); Day & Selbin (1969); Amiraslanov et al. (1980); Necefoğlu et al. (2002); Hökelek et al. (2008, 2007); Hökelek & Necefoğlu (1996, 2001, 2007); Greenaway et al. (1984).

Experimental top

The title compound, (I), was prepared by the reaction of ZnSO4 (1.61 g, 10 mmol) in H2O (100 ml) and p-bromobenzoate (4.00 g, 20 mmol) in H2O (100 ml). The mixture was filtered and set aside to crystallize at ambient temperature for several days, giving colorless single crystals.

Refinement top

H atoms of water molecules were located in difference syntheses and refined isotropically with restrains [O—H = 0.97 (7) and 0.95 (8) Å; Uiso(H) = 0.09 (4) and 0.09 (4) Å2]. The remaining H atoms were positioned geometrically with C—H = 0.93 Å, for aromatic H atoms and constrained to ride on their parent atoms, with Uiso(H) = 1.2Ueq(C).

Computing details top

Data collection: CAD-4 EXPRESS (Enraf–Nonius, 1994); cell refinement: CAD-4 EXPRESS (Enraf–Nonius, 1994); 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: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).

Figures top
[Figure 1] Fig. 1. A drawing of the title molecule with the atom-numbering scheme. The displacement ellipsoids are drawn at the 50% probability level [symmetry code: (i) 2 - x, y, 1/2 - z].
Diaquabis(4-bromobenzoato-κ2O,O')zinc(II) top
Crystal data top
[Zn(C7H4BrO2)2(H2O)2]F(000) = 976
Mr = 501.43Dx = 2.099 Mg m−3
Monoclinic, C2/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2ycCell parameters from 25 reflections
a = 26.9067 (3) Åθ = 6.7–10.8°
b = 5.0704 (4) ŵ = 6.61 mm−1
c = 12.0371 (5) ÅT = 294 K
β = 104.95 (2)°Block, colourless
V = 1586.6 (2) Å30.25 × 0.20 × 0.15 mm
Z = 4
Data collection top
Enraf–Nonius TurboCAD-4
diffractometer		1133 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tubeRint = 0.031
Graphite monochromatorθmax = 26.3°, θmin = 3.1°
non–profiled ω scansh = −33→0
Absorption correction: ψ scan
(North et al., 1968)		k = −6→0
Tmin = 0.214, Tmax = 0.370l = −14→15
1648 measured reflections3 standard reflections every 120 min
1613 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)] = 0.063Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.166H atoms treated by a mixture of independent and constrained refinement
S = 1.04 w = 1/[σ2(Fo2) + (0.1112P)2]
where P = (Fo2 + 2Fc2)/3
1613 reflections(Δ/σ)max < 0.001
113 parametersΔρmax = 1.42 e Å−3
4 restraintsΔρmin = −1.83 e Å−3
Crystal data top
[Zn(C7H4BrO2)2(H2O)2]V = 1586.6 (2) Å3
Mr = 501.43Z = 4
Monoclinic, C2/cMo Kα radiation
a = 26.9067 (3) ŵ = 6.61 mm−1
b = 5.0704 (4) ÅT = 294 K
c = 12.0371 (5) Å0.25 × 0.20 × 0.15 mm
β = 104.95 (2)°
Data collection top
Enraf–Nonius TurboCAD-4
diffractometer		1133 reflections with I > 2σ(I)
Absorption correction: ψ scan
(North et al., 1968)		Rint = 0.031
Tmin = 0.214, Tmax = 0.3703 standard reflections every 120 min
1648 measured reflections intensity decay: 1%
1613 independent reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0634 restraints
wR(F2) = 0.166H atoms treated by a mixture of independent and constrained refinement
S = 1.04Δρmax = 1.42 e Å−3
1613 reflectionsΔρmin = −1.83 e Å−3
113 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
xyzUiso*/Ueq
Br1.22102 (3)1.19239 (18)0.64660 (7)0.0502 (4)
Zn1.00000.0782 (2)0.25000.0335 (4)
O11.0587 (2)0.3361 (10)0.2873 (4)0.0342 (12)
O21.0366 (2)0.2503 (10)0.4458 (4)0.0379 (12)
O30.9709 (2)−0.1998 (10)0.3320 (4)0.0404 (13)
H310.960 (4)−0.19 (2)0.403 (5)0.09 (4)*
H320.953 (4)−0.343 (15)0.289 (7)0.09 (4)*
C11.0641 (3)0.3712 (14)0.3959 (6)0.0314 (16)
C21.1029 (3)0.5711 (14)0.4540 (5)0.0292 (16)
C31.0994 (3)0.6756 (16)0.5586 (6)0.0361 (17)
H31.07320.62140.59090.043*
C41.1352 (3)0.8615 (16)0.6150 (6)0.0404 (19)
H41.13290.93370.68450.048*
C51.1735 (3)0.9357 (14)0.5673 (6)0.0316 (16)
C61.1776 (3)0.8399 (17)0.4632 (7)0.0415 (19)
H61.20360.89830.43110.050*
C71.1418 (3)0.6525 (17)0.4067 (6)0.0392 (18)
H71.14420.58260.33690.047*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Br0.0509 (6)0.0389 (5)0.0485 (5)−0.0172 (4)−0.0093 (4)0.0011 (4)
Zn0.0403 (7)0.0166 (6)0.0429 (7)0.0000.0097 (5)0.000
O10.050 (3)0.028 (3)0.021 (2)0.001 (2)0.002 (2)−0.006 (2)
O20.049 (3)0.030 (3)0.031 (3)−0.014 (2)0.005 (2)0.000 (2)
O30.068 (4)0.023 (3)0.030 (3)−0.009 (3)0.012 (3)−0.004 (2)
C10.038 (4)0.026 (4)0.027 (3)0.005 (3)0.000 (3)−0.001 (3)
C20.039 (4)0.019 (3)0.023 (3)0.001 (3)−0.003 (3)−0.003 (3)
C30.045 (4)0.041 (4)0.026 (3)−0.012 (4)0.014 (3)−0.008 (3)
C40.054 (5)0.035 (4)0.030 (4)−0.011 (4)0.008 (3)−0.009 (3)
C50.037 (4)0.024 (3)0.025 (3)−0.006 (3)−0.007 (3)0.003 (3)
C60.043 (4)0.043 (5)0.040 (4)−0.007 (4)0.014 (4)0.002 (4)
C70.044 (4)0.050 (5)0.023 (3)−0.006 (4)0.007 (3)−0.009 (3)
Geometric parameters (Å, º) top
Br—C51.901 (7)C1—C21.494 (10)
Zn—O12.010 (5)C2—C31.392 (10)
Zn—O1i2.010 (5)C2—C71.376 (11)
Zn—O22.468 (5)C3—H30.9300
Zn—O2i2.468 (5)C4—C31.393 (10)
Zn—O31.993 (5)C4—H40.9300
Zn—O3i1.993 (5)C5—C41.354 (11)
O1—C11.289 (8)C5—C61.375 (11)
O2—C11.230 (9)C6—H60.9300
O3—H310.97 (7)C7—C61.399 (11)
O3—H320.95 (8)C7—H70.9300
O1—Zn—O1i98.8 (3)O2—C1—Zn70.5 (4)
O1—Zn—O257.27 (18)O2—C1—O1120.1 (7)
O1i—Zn—O294.62 (19)O2—C1—C2123.0 (6)
O1—Zn—O2i94.62 (19)C2—C1—Zn165.9 (5)
O1i—Zn—O2i57.27 (18)C3—C2—C1118.7 (7)
O2—Zn—O2i138.6 (3)C7—C2—C1121.6 (6)
O3i—Zn—O1100.6 (2)C7—C2—C3119.7 (7)
O3—Zn—O1137.4 (2)C2—C3—C4120.0 (7)
O3i—Zn—O1i137.4 (2)C2—C3—H3120.0
O3—Zn—O1i100.6 (2)C4—C3—H3120.0
O3i—Zn—O2127.7 (2)C3—C4—H4120.4
O3—Zn—O283.58 (18)C5—C4—C3119.1 (7)
O3i—Zn—O2i83.58 (18)C5—C4—H4120.4
O3—Zn—O2i127.7 (2)C4—C5—Br117.6 (5)
O3i—Zn—O390.0 (3)C4—C5—C6122.5 (7)
C1—O1—Zn101.1 (5)C6—C5—Br119.8 (6)
C1—O2—Zn81.5 (4)C5—C6—C7118.3 (7)
Zn—O3—H32119 (6)C5—C6—H6120.8
Zn—O3—H31131 (6)C7—C6—H6120.8
H32—O3—H31106 (4)C2—C7—C6120.3 (7)
O1—C1—Zn49.6 (4)C2—C7—H7119.8
O1—C1—C2116.8 (7)C6—C7—H7119.8
O1i—Zn—O1—C189.0 (4)O1—C1—C2—C7−19.9 (10)
O2—Zn—O1—C1−0.8 (4)O2—C1—C2—C7162.8 (7)
O2i—Zn—O1—C1146.6 (4)Zn—C1—C2—C3146.9 (18)
O3i—Zn—O1—C1−129.1 (4)Zn—C1—C2—C7−33 (2)
O3—Zn—O1—C1−27.4 (6)O1—C1—C2—C3160.3 (7)
C1i—Zn—O1—C1118.5 (4)O2—C1—C2—C3−17.0 (11)
O1—Zn—O2—C10.9 (4)C1—C2—C3—C4179.7 (7)
O1i—Zn—O2—C1−96.7 (4)C7—C2—C3—C4−0.1 (12)
O2i—Zn—O2—C1−53.4 (4)C1—C2—C7—C6−180.0 (7)
O3i—Zn—O2—C178.2 (5)C3—C2—C7—C6−0.2 (12)
O3—Zn—O2—C1163.1 (5)C5—C4—C3—C2−0.8 (12)
C1i—Zn—O2—C1−78.8 (6)Br—C5—C4—C3179.4 (6)
Zn—O1—C1—O21.6 (8)C6—C5—C4—C31.9 (12)
Zn—O1—C1—C2−175.8 (5)Br—C5—C6—C7−179.6 (6)
Zn—O2—C1—O1−1.3 (6)C4—C5—C6—C7−2.1 (12)
Zn—O2—C1—C2175.9 (7)C2—C7—C6—C51.2 (12)
Symmetry code: (i) −x+2, y, −z+1/2.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O3—H31···O2ii0.97 (7)1.82 (6)2.746 (7)157 (9)
O3—H32···O1iii0.95 (8)1.86 (8)2.765 (7)160 (9)
Symmetry codes: (ii) −x+2, −y, −z+1; (iii) −x+2, y−1, −z+1/2.

Experimental details

Crystal data
Chemical formula[Zn(C7H4BrO2)2(H2O)2]
Mr501.43
Crystal system, space groupMonoclinic, C2/c
Temperature (K)294
a, b, c (Å)26.9067 (3), 5.0704 (4), 12.0371 (5)
β (°) 104.95 (2)
V (Å3)1586.6 (2)
Z4
Radiation typeMo Kα
µ (mm−1)6.61
Crystal size (mm)0.25 × 0.20 × 0.15
Data collection
DiffractometerEnraf–Nonius TurboCAD-4
diffractometer
Absorption correctionψ scan
(North et al., 1968)
Tmin, Tmax0.214, 0.370
No. of measured, independent and
observed [I > 2σ(I)] reflections		1648, 1613, 1133
Rint0.031
(sin θ/λ)max (Å−1)0.623
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.063, 0.166, 1.04
No. of reflections1613
No. of parameters113
No. of restraints4
H-atom treatmentH atoms treated by a mixture of independent and constrained refinement
Δρmax, Δρmin (e Å−3)1.42, −1.83

Computer programs: CAD-4 EXPRESS (Enraf–Nonius, 1994), XCAD4 (Harms & Wocadlo, 1995), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), ORTEP-3 for Windows (Farrugia, 1997), WinGX (Farrugia, 1999).

Selected bond lengths (Å) top
Zn—O12.010 (5)Zn—O31.993 (5)
Zn—O22.468 (5)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O3—H31···O2i0.97 (7)1.82 (6)2.746 (7)157 (9)
O3—H32···O1ii0.95 (8)1.86 (8)2.765 (7)160 (9)
Symmetry codes: (i) −x+2, −y, −z+1; (ii) −x+2, y−1, −z+1/2.
 

Acknowledgements

The authors acknowledge the purchase of the CAD-4 diffractometer under grant DPT/TBAG1 of the Scientific and Technical Research Council of Turkey.

References

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ISSN: 2056-9890
Volume 64| Part 3| March 2008| Pages m458-m459
doi:10.1107/S1600536808003759
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