catena-Poly[aqua-bis-(μ-3-chloro-benzo-ato-κ(2) O:O')zinc].

In the polymeric title compound, [Zn(C7H4ClO2)2(H2O)] n , the Zn(II) cation is located on a twofold rotation axis and is coordinated by carboxylate O atoms of four monodentate chloro-benzoate anions and by one water mol-ecule, located on a twofold rotation axis, in a distorted square-pyramidal geometry. In the anion, the carboxyl-ate group is twisted away from the attached benzene ring by 44.16 (11)°. The chloro-benzoate anion bridges Zn(II) cations, forming polymeric chains running along the c-axis direction. O-H⋯O hydrogen bonds between coordinating water mol-ecules and carboxyl-ate groups link adjacent chains into layers parallel to the bc plane.

Related literature

For structural functions and coordination relationships of the aryl­carboxyl­ate ion in transition metal complexes of benzoic acid derivatives, see: Nadzhafov et al. (1981 ▶); Shnulin et al. (1981 ▶). For applications of transition metal complexes with biochemical mol­ecules in biological systems, see: 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, see: Chen & Chen (2002 ▶); Amiraslanov et al. (1979 ▶); Hauptmann et al. (2000 ▶). For related structures, see: Aydın et al. (2012 ▶); Hökelek et al. (2009 ▶, 2010a ▶,b ▶, 2011 ▶); Necefoğlu et al. (2011 ▶); Zaman et al. (2012 ▶). For bond-length data, see: Allen et al. (1987 ▶).

Experimental

Crystal data

[Zn(C7H4ClO2)2(H2O)]

M = 394.51

Monoclinic,

a = 31.8553 (8) Å

b = 6.1786 (2) Å

c = 7.5117 (3) Å

β = 96.554 (2)°

V = 1468.80 (8) Å3

Z = 4

Mo Kα radiation

μ = 2.06 mm−1

T = 294 K

0.35 × 0.25 × 0.15 mm

Data collection

Bruker SMART BREEZE CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2012 ▶) T min = 0.545, T max = 0.735

13582 measured reflections

1825 independent reflections

1727 reflections with I > 2σ(I)

R int = 0.036

Refinement

R[F 2 > 2σ(F 2)] = 0.026

wR(F 2) = 0.069

S = 1.12

1825 reflections

105 parameters

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.43 e Å−3

Δρmin = −0.35 e Å−3

Data collection: APEX2 (Bruker, 2012 ▶); cell refinement: SAINT (Bruker, 2012 ▶); data reduction: SAINT; 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, 2012 ▶); software used to prepare material for publication: WinGX (Farrugia, 2012 ▶) and PLATON (Spek, 2009 ▶).

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S160053681301564X/xu5711sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S160053681301564X/xu5711Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Zn(C7H4ClO2)2(H2O)]	F(000) = 792
Mr = 394.51	Dx = 1.784 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 9983 reflections
a = 31.8553 (8) Å	θ = 2.6–28.3°
b = 6.1786 (2) Å	µ = 2.06 mm−1
c = 7.5117 (3) Å	T = 294 K
β = 96.554 (2)°	Block, colorless
V = 1468.80 (8) Å3	0.35 × 0.25 × 0.15 mm
Z = 4

Bruker SMART BREEZE CCD diffractometer	1825 independent reflections
Radiation source: fine-focus sealed tube	1727 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.036
φ and ω scans	θmax = 28.3°, θmin = 1.3°
Absorption correction: multi-scan (SADABS; Bruker, 2012)	h = −41→42
Tmin = 0.545, Tmax = 0.735	k = −8→8
13582 measured reflections	l = −8→10

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.026	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.069	H atoms treated by a mixture of independent and constrained refinement
S = 1.12	w = 1/[σ2(Fo2) + (0.0337P)2 + 1.4314P] where P = (Fo2 + 2Fc2)/3
1825 reflections	(Δ/σ)max = 0.002
105 parameters	Δρmax = 0.43 e Å−3
0 restraints	Δρmin = −0.35 e Å−3

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 > 2sigma(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.

	x	y	z	Uiso*/Ueq
Zn1	1.0000	0.18233 (4)	0.2500	0.02388 (10)
Cl1	0.781898 (15)	−0.05564 (11)	−0.15745 (9)	0.05827 (18)
O1	0.97446 (4)	0.20515 (18)	−0.03094 (16)	0.0286 (3)
O2	1.05402 (4)	0.0674 (2)	0.19485 (18)	0.0368 (3)
O3	1.0000	0.5006 (3)	0.2500	0.0497 (6)
H31	0.9935 (8)	0.573 (4)	0.325 (3)	0.045 (7)*
C1	0.94299 (5)	0.1000 (3)	−0.1019 (2)	0.0250 (3)
C2	0.89932 (5)	0.1772 (2)	−0.0796 (2)	0.0263 (3)
C3	0.86489 (5)	0.0444 (3)	−0.1307 (2)	0.0306 (3)
H3	0.8687	−0.0906	−0.1814	0.037*
C4	0.82482 (5)	0.1162 (3)	−0.1050 (3)	0.0357 (4)
C5	0.81842 (6)	0.3189 (3)	−0.0349 (3)	0.0409 (5)
H5	0.7913	0.3660	−0.0205	0.049*
C6	0.85288 (6)	0.4504 (3)	0.0133 (3)	0.0411 (4)
H6	0.8489	0.5872	0.0600	0.049*
C7	0.89340 (6)	0.3808 (3)	−0.0069 (3)	0.0346 (4)
H7	0.9165	0.4694	0.0277	0.042*

	U11	U22	U33	U12	U13	U23
Zn1	0.02038 (13)	0.01944 (13)	0.03266 (17)	0.000	0.00670 (10)	0.000
Cl1	0.0262 (2)	0.0787 (4)	0.0707 (4)	−0.0071 (2)	0.0089 (2)	−0.0203 (3)
O1	0.0262 (5)	0.0295 (6)	0.0302 (6)	−0.0027 (4)	0.0034 (5)	0.0041 (4)
O2	0.0225 (5)	0.0460 (7)	0.0416 (7)	0.0066 (5)	0.0027 (5)	−0.0187 (6)
O3	0.0973 (18)	0.0189 (8)	0.0384 (12)	0.000	0.0312 (12)	0.000
C1	0.0237 (7)	0.0287 (7)	0.0231 (8)	0.0039 (6)	0.0049 (6)	0.0027 (6)
C2	0.0241 (7)	0.0296 (8)	0.0256 (8)	0.0060 (5)	0.0052 (6)	0.0013 (6)
C3	0.0256 (7)	0.0356 (8)	0.0310 (9)	0.0043 (6)	0.0056 (6)	−0.0034 (7)
C4	0.0249 (8)	0.0485 (10)	0.0340 (9)	0.0030 (7)	0.0046 (7)	−0.0012 (8)
C5	0.0302 (9)	0.0523 (12)	0.0418 (11)	0.0169 (8)	0.0105 (8)	0.0013 (8)
C6	0.0432 (10)	0.0355 (9)	0.0459 (11)	0.0151 (8)	0.0107 (8)	−0.0036 (8)
C7	0.0337 (8)	0.0311 (8)	0.0395 (10)	0.0049 (7)	0.0062 (7)	−0.0030 (7)

Zn1—O1	2.1779 (12)	C2—C3	1.388 (2)
Zn1—O1i	2.1779 (12)	C2—C7	1.393 (2)
Zn1—O2	1.9493 (11)	C3—C4	1.386 (2)
Zn1—O2i	1.9493 (11)	C3—H3	0.9300
Zn1—O3	1.9664 (19)	C5—C4	1.383 (3)
Cl1—C4	1.740 (2)	C5—C6	1.380 (3)
O1—C1	1.260 (2)	C5—H5	0.9300
O2—C1ii	1.258 (2)	C6—H6	0.9300
O3—H31	0.77 (2)	C7—C6	1.385 (2)
C1—O2ii	1.258 (2)	C7—H7	0.9300
C2—C1	1.498 (2)
O1—Zn1—O1i	172.58 (6)	C3—C2—C7	120.29 (15)
O2—Zn1—O1	93.38 (5)	C7—C2—C1	120.01 (15)
O2i—Zn1—O1	89.33 (5)	C2—C3—H3	120.5
O2—Zn1—O1i	89.33 (5)	C4—C3—C2	118.90 (16)
O2i—Zn1—O1i	93.38 (5)	C4—C3—H3	120.5
O2i—Zn1—O2	137.26 (8)	C3—C4—Cl1	119.05 (16)
O2—Zn1—O3	111.37 (4)	C5—C4—Cl1	119.50 (14)
O2i—Zn1—O3	111.37 (4)	C5—C4—C3	121.43 (18)
O3—Zn1—O1	86.29 (3)	C4—C5—H5	120.5
O3—Zn1—O1i	86.29 (3)	C6—C5—C4	119.05 (16)
C1—O1—Zn1	124.58 (10)	C6—C5—H5	120.5
C1ii—O2—Zn1	122.84 (11)	C5—C6—C7	120.76 (17)
Zn1—O3—H31	125.7 (19)	C5—C6—H6	119.6
O1—C1—C2	119.52 (14)	C7—C6—H6	119.6
O2ii—C1—O1	123.47 (14)	C2—C7—H7	120.2
O2ii—C1—C2	117.00 (14)	C6—C7—C2	119.54 (18)
C3—C2—C1	119.70 (14)	C6—C7—H7	120.2
O2—Zn1—O1—C1	116.58 (13)	C7—C2—C1—O2ii	−168.37 (16)
O2i—Zn1—O1—C1	−20.74 (13)	C1—C2—C3—C4	178.42 (16)
O3—Zn1—O1—C1	−132.21 (12)	C7—C2—C3—C4	−1.2 (3)
O1—Zn1—O2—C1ii	−55.67 (14)	C1—C2—C7—C6	−179.91 (17)
O1i—Zn1—O2—C1ii	131.24 (14)	C3—C2—C7—C6	−0.3 (3)
O2i—Zn1—O2—C1ii	36.99 (13)	C2—C3—C4—Cl1	−176.52 (14)
O3—Zn1—O2—C1ii	−143.01 (13)	C2—C3—C4—C5	2.0 (3)
Zn1—O1—C1—O2ii	−100.74 (17)	C6—C5—C4—Cl1	177.28 (16)
Zn1—O1—C1—C2	80.48 (17)	C6—C5—C4—C3	−1.2 (3)
C3—C2—C1—O1	−169.14 (15)	C4—C5—C6—C7	−0.3 (3)
C3—C2—C1—O2ii	12.0 (2)	C2—C7—C6—C5	1.1 (3)
C7—C2—C1—O1	10.5 (2)

D—H···A	D—H	H···A	D···A	D—H···A
O3—H31···O1iii	0.77 (2)	1.89 (2)	2.6421 (17)	168 (2)

Table 1

Selected bond lengths (Å)

Zn1—O1	2.1779 (12)
Zn1—O2	1.9493 (11)
Zn1—O3	1.9664 (19)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3—H31⋯O1i	0.77 (2)	1.89 (2)	2.6421 (17)	168 (2)

Symmetry code: (i) .