Poly[μ-aqua-bis-(μ5-2,4-di-chloro-benzoato)dipotassium].

In the title compound, [K2(C7H3Cl2O2)2(H2O)] n , the potassium salt of 2,4-di-chloro-benzoic acid, the repeating unit in the polymeric structure consists of two identical irregular KO6Cl units related by twofold rotational symmetry, linked by a bridging water mol-ecule lying on the twofold axis. The coordination polyhedron about the K(+) ion comprises a carboxyl-ate O atom and a Cl-atom donor from a bidentate chelate ligand inter-action, four O-atom donors from a doubly bridging bidentate carboxyl-ate O,O'-chelate inter-action and the water mol-ecule. A two-dimensional polymeric structure lying parallel to (100) is generated through a series of conjoined cyclic bridges between K(+) ions and is stabilized by water-carboxyl-ate O-H⋯O hydrogen-bonding inter-actions.

Related literature

For the structures of potassium salts with coordinating carbon-bound Cl ligands, see: Gowda et al. (2007 ▶); Molčanov et al. (2011 ▶). For an analogous complex with a Cs—Cl bond in a bidentate chelate mode, see: Smith (2013 ▶). For the structure of ammonium 2,4-di­chloro­benzoate, see: Smith (2014 ▶).

Experimental

Crystal data

[K2(C7H3Cl2O2)2(H2O)]

M = 476.20

Monoclinic,

a = 31.520 (2) Å

b = 4.3407 (3) Å

c = 12.7849 (9) Å

β = 94.427 (6)°

V = 1744.0 (2) Å3

Z = 4

Mo Kα radiation

μ = 1.18 mm−1

T = 200 K

0.35 × 0.35 × 0.04 mm

Data collection

Oxford Diffraction Gemini-S CCD diffractometer

Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2012 ▶) T min = 0.706, T max = 0.980

9909 measured reflections

1714 independent reflections

1534 reflections with I > 2σ(I)

R int = 0.084

Refinement

R[F 2 > 2σ(F 2)] = 0.031

wR(F 2) = 0.081

S = 1.09

1714 reflections

114 parameters

H-atom parameters constrained

Δρmax = 0.37 e Å−3

Δρmin = −0.23 e Å−3

Data collection: CrysAlis PRO (Agilent, 2012 ▶); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶) within WinGX (Farrugia, 2012 ▶); molecular graphics: PLATON (Spek, 2009 ▶); software used to prepare material for publication: PLATON.

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536813033503/wm2791sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536813033503/wm2791Isup2.hkl

Click here for additional data file.

Supporting information file. DOI: 10.1107/S1600536813033503/wm2791Isup3.cml

Additional supporting information: crystallographic information; 3D view; checkCIF report

[K2(C7H3Cl2O2)2(H2O)]	F(000) = 952
Mr = 476.20	Dx = 1.814 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 2539 reflections
a = 31.520 (2) Å	θ = 3.6–28.5°
b = 4.3407 (3) Å	µ = 1.18 mm−1
c = 12.7849 (9) Å	T = 200 K
β = 94.427 (6)°	Plate, colourless
V = 1744.0 (2) Å3	0.35 × 0.35 × 0.04 mm
Z = 4

Oxford diffraction Gemini-S CCD-detector diffractometer	1714 independent reflections
Radiation source: fine-focus sealed tube	1534 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.084
Detector resolution: 16.077 pixels mm-1	θmax = 26.0°, θmin = 3.4°
ω–scans	h = −38→38
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2012)	k = −5→5
Tmin = 0.706, Tmax = 0.980	l = −15→15
9909 measured reflections

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)] = 0.031	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.081	H-atom parameters constrained
S = 1.09	w = 1/[σ2(Fo2) + (0.0375P)2 + 0.3668P] where P = (Fo2 + 2Fc2)/3
1714 reflections	(Δ/σ)max < 0.001
114 parameters	Δρmax = 0.37 e Å−3
0 restraints	Δρmin = −0.23 e Å−3

Geometry. Bond lengths, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell e.s.d.'s are taken into account in the estimation of distances, angles and torsion angles

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.

	x	y	z	Uiso*/Ueq
K1	0.03304 (1)	0.72596 (10)	0.39507 (3)	0.0247 (2)
Cl2	0.12895 (2)	0.01261 (12)	0.42912 (4)	0.0310 (2)
Cl4	0.25235 (1)	0.66649 (13)	0.63591 (4)	0.0323 (2)
O1W	0.00000	0.3018 (4)	0.25000	0.0308 (7)
O11	0.05794 (4)	0.1264 (4)	0.69714 (11)	0.0316 (5)
O12	0.04771 (4)	0.2297 (3)	0.52587 (12)	0.0277 (4)
C1	0.11633 (6)	0.3174 (4)	0.61306 (15)	0.0207 (6)
C2	0.14444 (6)	0.2455 (4)	0.53714 (15)	0.0216 (6)
C3	0.18614 (6)	0.3470 (5)	0.54411 (16)	0.0238 (6)
C4	0.20012 (6)	0.5325 (5)	0.62714 (16)	0.0240 (6)
C5	0.17357 (6)	0.6139 (5)	0.70386 (16)	0.0279 (6)
C6	0.13220 (6)	0.5016 (5)	0.69632 (16)	0.0255 (6)
C11	0.07044 (6)	0.2136 (4)	0.61080 (16)	0.0217 (6)
H3	0.20480	0.28990	0.49260	0.0290*
H5	0.18340	0.74380	0.76040	0.0330*
H6	0.11410	0.55210	0.74980	0.0310*
H11W	0.01850	0.19190	0.22930	0.0460*

	U11	U22	U33	U12	U13	U23
K1	0.0248 (3)	0.0267 (3)	0.0228 (3)	−0.0016 (2)	0.0024 (2)	−0.0007 (2)
Cl2	0.0301 (3)	0.0387 (3)	0.0251 (3)	−0.0074 (2)	0.0079 (2)	−0.0099 (2)
Cl4	0.0208 (3)	0.0434 (3)	0.0326 (3)	−0.0062 (2)	0.0021 (2)	−0.0011 (2)
O1W	0.0339 (12)	0.0233 (11)	0.0356 (12)	0.0000	0.0051 (9)	0.0000
O11	0.0290 (8)	0.0385 (9)	0.0285 (8)	−0.0052 (7)	0.0107 (6)	0.0029 (7)
O12	0.0215 (7)	0.0325 (8)	0.0289 (8)	−0.0002 (6)	0.0002 (6)	−0.0023 (6)
C1	0.0203 (10)	0.0220 (10)	0.0198 (10)	0.0023 (8)	0.0022 (7)	0.0044 (8)
C2	0.0248 (10)	0.0217 (10)	0.0183 (10)	0.0010 (8)	0.0019 (8)	0.0018 (8)
C3	0.0229 (10)	0.0266 (11)	0.0226 (10)	0.0027 (8)	0.0064 (8)	0.0021 (9)
C4	0.0176 (9)	0.0287 (11)	0.0256 (10)	−0.0003 (8)	0.0019 (8)	0.0042 (9)
C5	0.0261 (11)	0.0316 (11)	0.0257 (11)	−0.0028 (9)	0.0010 (8)	−0.0056 (9)
C6	0.0238 (10)	0.0310 (12)	0.0222 (10)	0.0012 (8)	0.0045 (8)	−0.0032 (9)
C11	0.0211 (10)	0.0180 (9)	0.0264 (11)	0.0034 (8)	0.0042 (8)	−0.0021 (8)

K1—O1W	2.7597 (12)	O1W—H11Wiv	0.8100
K1—O12	2.7443 (15)	C1—C11	1.513 (3)
K1—Cl2i	3.2670 (7)	C1—C2	1.399 (3)
K1—O12i	2.7699 (15)	C1—C6	1.393 (3)
K1—O11ii	3.0826 (14)	C2—C3	1.383 (3)
K1—O12ii	2.8168 (14)	C3—C4	1.377 (3)
K1—O11iii	2.7815 (15)	C4—C5	1.384 (3)
Cl2—C2	1.7503 (19)	C5—C6	1.389 (3)
Cl4—C4	1.741 (2)	C3—H3	0.9500
O11—C11	1.259 (2)	C5—H5	0.9500
O12—C11	1.256 (2)	C6—H6	0.9500
O1W—H11W	0.8100
O1W—K1—O12	85.58 (4)	K1v—O12—C11	122.38 (11)
Cl2i—K1—O1W	129.86 (2)	K1ii—O12—C11	99.47 (12)
O1W—K1—O12i	165.73 (4)	K1v—O12—K1ii	99.05 (4)
O1W—K1—O11ii	65.80 (4)	K1—O1W—H11W	112.00
O1W—K1—O12ii	88.98 (3)	K1—O1W—H11Wiv	115.00
O1W—K1—O11iii	70.16 (4)	K1iv—O1W—H11W	115.00
Cl2i—K1—O12	96.15 (3)	H11W—O1W—H11Wiv	108.00
O12—K1—O12i	103.85 (4)	K1iv—O1W—H11Wiv	112.00
O11ii—K1—O12	120.28 (4)	C2—C1—C6	116.67 (17)
O12—K1—O12ii	87.10 (4)	C2—C1—C11	125.17 (17)
O11iii—K1—O12	133.56 (5)	C6—C1—C11	118.16 (17)
Cl2i—K1—O12i	60.61 (3)	C1—C2—C3	122.28 (18)
Cl2i—K1—O11ii	142.72 (4)	Cl2—C2—C3	116.16 (15)
Cl2i—K1—O12ii	141.14 (3)	Cl2—C2—C1	121.55 (14)
Cl2i—K1—O11iii	73.16 (3)	C2—C3—C4	118.81 (18)
O11ii—K1—O12i	100.01 (4)	Cl4—C4—C3	119.31 (15)
O12i—K1—O12ii	80.95 (4)	C3—C4—C5	121.38 (18)
O11iii—K1—O12i	108.77 (5)	Cl4—C4—C5	119.32 (16)
O11ii—K1—O12ii	44.22 (4)	C4—C5—C6	118.51 (19)
O11ii—K1—O11iii	85.62 (4)	C1—C6—C5	122.31 (18)
O11iii—K1—O12ii	129.57 (4)	O11—C11—C1	115.87 (17)
K1v—Cl2—C2	121.60 (7)	O12—C11—C1	118.73 (17)
K1—O1W—K1iv	96.31 (6)	O11—C11—O12	125.36 (17)
K1ii—O11—C11	86.96 (11)	C2—C3—H3	121.00
K1vi—O11—C11	149.09 (14)	C4—C3—H3	121.00
K1ii—O11—K1vi	88.89 (4)	C4—C5—H5	121.00
K1—O12—C11	128.95 (11)	C6—C5—H5	121.00
K1—O12—K1v	103.85 (5)	C1—C6—H6	119.00
K1—O12—K1ii	92.90 (4)	C5—C6—H6	119.00
O12—K1—O1W—K1iv	170.99 (3)	K1v—Cl2—C2—C3	178.56 (12)
O1W—K1—O12—C11	166.16 (15)	K1ii—O11—C11—O12	−20.38 (19)
O1W—K1—O12—K1v	10.86 (3)	K1ii—O11—C11—C1	157.18 (14)
O1W—K1—O12—K1ii	−89.20 (3)	K1vi—O11—C11—O12	−103.1 (3)
Cl2i—K1—O12—C11	36.50 (15)	K1vi—O11—C11—C1	74.5 (3)
Cl2i—K1—O12—K1v	−118.80 (4)	K1—O12—C11—O11	124.28 (17)
Cl2i—K1—O12—K1ii	141.14 (3)	K1—O12—C11—C1	−53.2 (2)
O12i—K1—O12—C11	−24.70 (16)	K1v—O12—C11—O11	−84.4 (2)
O12i—K1—O12—K1v	−180.00 (4)	K1v—O12—C11—C1	98.07 (16)
O12i—K1—O12—K1ii	79.94 (4)	K1ii—O12—C11—O11	22.7 (2)
O11ii—K1—O12—C11	−135.26 (15)	K1ii—O12—C11—C1	−154.80 (13)
O11ii—K1—O12—K1v	69.44 (6)	C6—C1—C2—Cl2	179.26 (15)
O11ii—K1—O12—K1ii	−30.62 (6)	C6—C1—C2—C3	0.9 (3)
O12ii—K1—O12—C11	−104.64 (15)	C11—C1—C2—Cl2	−1.4 (3)
O12ii—K1—O12—K1v	100.06 (5)	C11—C1—C2—C3	−179.75 (18)
O12ii—K1—O12—K1ii	0.00 (3)	C2—C1—C6—C5	1.0 (3)
O11iii—K1—O12—C11	109.06 (16)	C11—C1—C6—C5	−178.47 (18)
O11iii—K1—O12—K1v	−46.24 (7)	C2—C1—C11—O11	138.2 (2)
O11iii—K1—O12—K1ii	−146.30 (5)	C2—C1—C11—O12	−44.1 (3)
O12—K1—Cl2i—C2i	−82.73 (8)	C6—C1—C11—O11	−42.5 (2)
O12—K1—O12i—K1i	180.00 (5)	C6—C1—C11—O12	135.27 (19)
O12—K1—O12i—C11i	22.63 (14)	Cl2—C2—C3—C4	179.65 (16)
O12—K1—O11ii—K1iv	−112.99 (5)	C1—C2—C3—C4	−1.9 (3)
O12—K1—O11ii—C11ii	36.37 (13)	C2—C3—C4—Cl4	−179.10 (16)
O12—K1—O12ii—K1ii	0.00 (4)	C2—C3—C4—C5	1.1 (3)
O12—K1—O12ii—C11ii	−130.28 (11)	Cl4—C4—C5—C6	−179.16 (16)
O12—K1—O11iii—K1iv	105.31 (5)	C3—C4—C5—C6	0.7 (3)
O12—K1—O11iii—C11iii	23.1 (3)	C4—C5—C6—C1	−1.7 (3)
K1v—Cl2—C2—C1	0.07 (18)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H11W···O11vii	0.81	1.92	2.7271 (19)	169

Table 1

Selected bond lengths (Å)

K1—O1W	2.7597 (12)
K1—O12	2.7443 (15)
K1—Cl2i	3.2670 (7)
K1—O12i	2.7699 (15)
K1—O11ii	3.0826 (14)
K1—O12ii	2.8168 (14)
K1—O11iii	2.7815 (15)

Symmetry codes: (i) ; (ii) ; (iii) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H11W⋯O11iv	0.81	1.92	2.7271 (19)	169

Symmetry code: (iv) .