Poly[[μ(10)-4,4'-(ethane-1,2-diyldi-oxy)dibenzoato]dipotassium].

The title salt, [K(2)(C(16)H(12)O(6))](n), was obtained by the reaction of 1,2-bis-[4-(ethyl-carbox-yl)-phenox-yl]ethane with KOH in water. The anion lies on a crystallographic inversion center, which is located at the mid-point of the central C-C bond. The K(+) cation is coordinated by six O atoms, two from the chelating carboxyl-ate group of the anion and four from four neighboring and monodentately binding anions, giving rise to an irregular [KO(6)] coordination polyhedron. The coordination mode of the cation leads to the formation of K/O layers parallel to (100). These layers are linked by the nearly coplanar anions (r.m.s. deviation of 0.064 Å of the carboxyl, aryl and O-CH(2) groups from the least-squares plane) into a three-dimentional network.

Related literature

For the preparation, structures, properties and applications of metal carboxyl­ate compounds, see: Ma et al. (2005 ▶); Su et al. (2010 ▶); Zhang & Chen (2008 ▶); Zhu et al. (2008 ▶). For the preparation of the precusor, see: Ma & Yang (2011 ▶). For standard bond lengths, see: Allen et al. (1987 ▶).

Experimental

Crystal data

[K2(C16H12O6)]

M = 189.23

Monoclinic,

a = 18.0696 (7) Å

b = 3.9866 (1) Å

c = 11.3189 (5) Å

β = 107.188 (2)°

V = 778.96 (5) Å3

Z = 4

Mo Kα radiation

μ = 0.64 mm−1

T = 298 K

0.15 × 0.11 × 0.10 mm

Data collection

Bruker SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.919, T max = 0.938

7387 measured reflections

2146 independent reflections

1999 reflections with I > 2σ(I)

R int = 0.018

Refinement

R[F 2 > 2σ(F 2)] = 0.023

wR(F 2) = 0.067

S = 1.01

2146 reflections

109 parameters

H-atom parameters constrained

Δρmax = 0.39 e Å−3

Δρmin = −0.22 e Å−3

Data collection: SMART (Bruker, 2001 ▶); cell refinement: SAINT (Bruker, 2002 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: XP in SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812008513/wm2592sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812008513/wm2592Isup2.hkl

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

[K2(C16H12O6)]	F(000) = 388
Mr = 189.23	Dx = 1.614 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 7387 reflections
a = 18.0696 (7) Å	θ = 3.5–29.6°
b = 3.9866 (1) Å	µ = 0.64 mm−1
c = 11.3189 (5) Å	T = 298 K
β = 107.188 (2)°	Prism, colorless
V = 778.96 (5) Å3	0.15 × 0.11 × 0.10 mm
Z = 4

Bruker SMART CCD area-detector diffractometer	2146 independent reflections
Radiation source: fine-focus sealed tube	1999 reflections with I > 2σ(I)
Graphite Monochromator monochromator	Rint = 0.018
phi and ω scans	θmax = 29.6°, θmin = 3.5°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −25→25
Tmin = 0.919, Tmax = 0.938	k = −5→4
7387 measured reflections	l = −15→15

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)] = 0.023	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.067	H-atom parameters constrained
S = 1.01	w = 1/[σ2(Fo2) + (0.0361P)2 + 0.4108P] where P = (Fo2 + 2Fc2)/3
2146 reflections	(Δ/σ)max < 0.001
109 parameters	Δρmax = 0.39 e Å−3
0 restraints	Δρmin = −0.22 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
K1	−0.062276 (12)	0.69576 (6)	−0.14996 (2)	0.01343 (8)
O1	0.10069 (4)	0.8108 (2)	0.01861 (7)	0.01551 (16)
O2	0.08101 (4)	0.6705 (2)	−0.17911 (7)	0.01591 (16)
O3	0.41949 (4)	1.2442 (2)	−0.07832 (8)	0.02053 (18)
C1	0.12233 (6)	0.7855 (2)	−0.07712 (9)	0.01162 (18)
C2	0.20252 (5)	0.9047 (3)	−0.07224 (9)	0.01196 (18)
C3	0.23052 (6)	0.8522 (3)	−0.17345 (10)	0.01459 (19)
H3A	0.1997	0.7410	−0.2428	0.018*
C4	0.30339 (6)	0.9630 (3)	−0.17205 (10)	0.0162 (2)
H4A	0.3215	0.9234	−0.2396	0.019*
C5	0.34944 (6)	1.1339 (3)	−0.06932 (10)	0.0154 (2)
C6	0.32378 (6)	1.1810 (3)	0.03393 (10)	0.0170 (2)
H6A	0.3552	1.2870	0.1040	0.020*
C7	0.25020 (6)	1.0670 (3)	0.03085 (9)	0.0151 (2)
H7A	0.2327	1.1005	0.0994	0.018*
C8	0.46737 (6)	1.4328 (3)	0.02248 (11)	0.0192 (2)
H8A	0.4875	1.2908	0.0944	0.023*
H8B	0.4383	1.6153	0.0442	0.023*

	U11	U22	U33	U12	U13	U23
K1	0.01384 (11)	0.01391 (12)	0.01382 (12)	−0.00019 (7)	0.00604 (8)	0.00031 (7)
O1	0.0156 (3)	0.0186 (4)	0.0148 (4)	−0.0019 (3)	0.0082 (3)	−0.0009 (3)
O2	0.0128 (3)	0.0207 (4)	0.0144 (3)	−0.0028 (3)	0.0041 (3)	−0.0033 (3)
O3	0.0129 (4)	0.0248 (4)	0.0266 (4)	−0.0065 (3)	0.0100 (3)	−0.0045 (3)
C1	0.0107 (4)	0.0106 (4)	0.0142 (4)	0.0004 (3)	0.0047 (3)	0.0010 (3)
C2	0.0101 (4)	0.0129 (4)	0.0132 (4)	−0.0003 (3)	0.0040 (3)	0.0014 (4)
C3	0.0126 (4)	0.0183 (5)	0.0132 (4)	−0.0010 (4)	0.0042 (4)	−0.0014 (4)
C4	0.0146 (4)	0.0207 (5)	0.0159 (5)	−0.0008 (4)	0.0083 (4)	0.0001 (4)
C5	0.0103 (4)	0.0155 (5)	0.0216 (5)	−0.0008 (3)	0.0066 (4)	0.0016 (4)
C6	0.0131 (4)	0.0203 (5)	0.0174 (5)	−0.0037 (4)	0.0042 (4)	−0.0041 (4)
C7	0.0135 (4)	0.0184 (5)	0.0148 (5)	−0.0020 (4)	0.0062 (4)	−0.0019 (4)
C8	0.0123 (4)	0.0186 (5)	0.0276 (6)	−0.0032 (4)	0.0073 (4)	−0.0011 (4)

K1—O2i	2.6558 (8)	C1—C2	1.5104 (13)
K1—O1ii	2.6780 (8)	C2—C7	1.3886 (14)
K1—O2	2.7069 (8)	C2—C3	1.3981 (14)
K1—O1iii	2.7167 (8)	C3—C4	1.3845 (14)
K1—O2iv	2.8027 (8)	C3—H3A	0.9300
K1—O1	3.0335 (8)	C4—C5	1.3918 (15)
O1—C1	1.2599 (12)	C4—H4A	0.9300
O1—K1ii	2.6780 (8)	C5—C6	1.3914 (15)
O1—K1iii	2.7167 (8)	C6—C7	1.3957 (14)
O2—C1	1.2613 (12)	C6—H6A	0.9300
O2—K1iv	2.6558 (8)	C7—H7A	0.9300
O2—K1i	2.8027 (8)	C8—C8v	1.514 (2)
O3—C5	1.3719 (12)	C8—H8A	0.9700
O3—C8	1.4254 (14)	C8—H8B	0.9700
O2i—K1—O1ii	83.27 (2)	C2—C1—K1	163.16 (7)
O2i—K1—O2	81.85 (2)	O1—C1—K1i	130.55 (7)
O1ii—K1—O2	120.61 (2)	O2—C1—K1i	52.82 (5)
O2i—K1—O1iii	158.48 (3)	C2—C1—K1i	85.79 (5)
O1ii—K1—O1iii	95.29 (2)	K1—C1—K1i	77.91 (2)
O2—K1—O1iii	116.57 (2)	C7—C2—C3	118.26 (9)
O2i—K1—O2iv	93.79 (2)	C7—C2—C1	121.84 (9)
O1ii—K1—O2iv	159.03 (2)	C3—C2—C1	119.90 (9)
O2—K1—O2iv	79.21 (2)	C4—C3—C2	121.06 (10)
O1iii—K1—O2iv	79.87 (2)	C4—C3—K1i	124.14 (7)
O2i—K1—O1	103.98 (2)	C2—C3—K1i	86.80 (6)
O1ii—K1—O1	84.40 (2)	C4—C3—H3A	119.5
O2—K1—O1	45.30 (2)	C2—C3—H3A	119.5
O1iii—K1—O1	97.22 (2)	K1i—C3—H3A	59.1
O2iv—K1—O1	116.36 (2)	C3—C4—C5	119.85 (9)
C1—O1—K1ii	137.18 (7)	C3—C4—H4A	120.1
C1—O1—K1iii	127.26 (6)	C5—C4—H4A	120.1
K1ii—O1—K1iii	95.29 (2)	O3—C5—C6	124.26 (10)
C1—O1—K1	86.40 (6)	O3—C5—C4	115.58 (9)
K1ii—O1—K1	95.60 (2)	C6—C5—C4	120.15 (9)
K1iii—O1—K1	82.78 (2)	C5—C6—C7	119.12 (10)
C1—O2—K1iv	147.07 (7)	C5—C6—H6A	120.4
C1—O2—K1	101.75 (6)	C7—C6—H6A	120.4
K1iv—O2—K1	101.23 (3)	C2—C7—C6	121.51 (9)
C1—O2—K1i	106.17 (6)	C2—C7—H7A	119.2
K1iv—O2—K1i	93.79 (2)	C6—C7—H7A	119.2
K1—O2—K1i	97.56 (3)	O3—C8—C8v	105.46 (12)
C5—O3—C8	117.68 (9)	O3—C8—H8A	110.6
O1—C1—O2	124.48 (9)	C8v—C8—H8A	110.6
O1—C1—C2	118.78 (9)	O3—C8—H8B	110.6
O2—C1—C2	116.73 (9)	C8v—C8—H8B	110.6
O1—C1—K1	70.54 (5)	H8A—C8—H8B	108.8
O2—C1—K1	55.63 (5)
O2i—K1—O1—C1	−55.46 (6)	K1—O2—C1—K1i	−101.55 (4)
O1ii—K1—O1—C1	−137.08 (7)	O2i—K1—C1—O1	126.93 (6)
O2—K1—O1—C1	7.68 (5)	O1ii—K1—C1—O1	43.72 (7)
O1iii—K1—O1—C1	128.28 (6)	O2—K1—C1—O1	−165.70 (10)
O2iv—K1—O1—C1	46.04 (6)	O1iii—K1—C1—O1	−56.46 (7)
O2i—K1—O1—K1ii	81.62 (3)	O2iv—K1—C1—O1	−139.16 (6)
O1ii—K1—O1—K1ii	0.0	C1iv—K1—C1—O1	−158.75 (5)
O2—K1—O1—K1ii	144.76 (4)	C3iv—K1—C1—O1	−147.22 (6)
O1iii—K1—O1—K1ii	−94.64 (2)	K1iii—K1—C1—O1	−39.24 (5)
O2iv—K1—O1—K1ii	−176.88 (2)	K1vi—K1—C1—O1	−97.19 (6)
O2i—K1—O1—K1iii	176.26 (2)	K1vii—K1—C1—O1	82.81 (6)
O1ii—K1—O1—K1iii	94.64 (2)	O2i—K1—C1—O2	−67.37 (5)
O2—K1—O1—K1iii	−120.60 (4)	O1ii—K1—C1—O2	−150.59 (6)
O1iii—K1—O1—K1iii	0.0	O1iii—K1—C1—O2	109.24 (6)
O2iv—K1—O1—K1iii	−82.24 (3)	O2iv—K1—C1—O2	26.54 (6)
O2i—K1—O2—C1	111.19 (5)	O1—K1—C1—O2	165.70 (10)
O1ii—K1—O2—C1	34.03 (7)	C1iv—K1—C1—O2	6.95 (7)
O1iii—K1—O2—C1	−80.53 (7)	O2i—K1—C1—C2	0.4 (2)
O2iv—K1—O2—C1	−153.35 (6)	O1ii—K1—C1—C2	−82.8 (2)
O1—K1—O2—C1	−7.82 (6)	O2—K1—C1—C2	67.7 (2)
O2i—K1—O2—K1iv	−92.56 (4)	O1iii—K1—C1—C2	177.0 (2)
O1ii—K1—O2—K1iv	−169.72 (2)	O2iv—K1—C1—C2	94.3 (2)
O1iii—K1—O2—K1iv	75.72 (3)	O1—K1—C1—C2	−126.6 (3)
O2iv—K1—O2—K1iv	2.91 (2)	O2i—K1—C1—K1i	−14.40 (2)
O1—K1—O2—K1iv	148.43 (4)	O1ii—K1—C1—K1i	−97.62 (2)
O2i—K1—O2—K1i	2.85 (2)	O2—K1—C1—K1i	52.97 (6)
O1ii—K1—O2—K1i	−74.31 (3)	O1iii—K1—C1—K1i	162.21 (2)
O1iii—K1—O2—K1i	171.14 (2)	O2iv—K1—C1—K1i	79.51 (2)
O2iv—K1—O2—K1i	98.32 (4)	O1—K1—C1—K1i	−141.33 (6)
O1—K1—O2—K1i	−116.16 (4)	O1—C1—C2—C7	−5.67 (15)
K1ii—O1—C1—O2	−108.67 (11)	O2—C1—C2—C7	173.34 (10)
K1iii—O1—C1—O2	63.78 (13)	O1—C1—C2—C3	174.29 (9)
K1—O1—C1—O2	−14.32 (10)	O2—C1—C2—C3	−6.70 (14)
K1ii—O1—C1—C2	70.25 (13)	C7—C2—C3—C4	−0.94 (16)
K1iii—O1—C1—C2	−117.29 (9)	C1—C2—C3—C4	179.10 (10)
K1—O1—C1—C2	164.60 (8)	C7—C2—C3—K1i	−129.43 (9)
K1ii—O1—C1—K1	−94.35 (8)	C1—C2—C3—K1i	50.60 (9)
K1iii—O1—C1—K1	78.10 (6)	C2—C3—C4—C5	−0.93 (17)
K1ii—O1—C1—K1i	−40.84 (13)	K1i—C3—C4—C5	108.31 (10)
K1iii—O1—C1—K1i	131.62 (6)	C8—O3—C5—C6	−3.09 (16)
K1—O1—C1—K1i	53.52 (7)	C8—O3—C5—C4	177.44 (10)
K1iv—O2—C1—O1	−116.98 (12)	C3—C4—C5—O3	−177.77 (10)
K1—O2—C1—O1	16.41 (11)	C3—C4—C5—C6	2.74 (17)
K1i—O2—C1—O1	117.97 (9)	O3—C5—C6—C7	177.93 (10)
K1iv—O2—C1—C2	64.08 (15)	C4—C5—C6—C7	−2.63 (17)
K1—O2—C1—C2	−162.53 (7)	C3—C2—C7—C6	1.04 (16)
K1i—O2—C1—C2	−60.98 (9)	C1—C2—C7—C6	−179.00 (10)
K1iv—O2—C1—K1	−133.39 (13)	C5—C6—C7—C2	0.73 (17)
K1i—O2—C1—K1	101.55 (4)	C5—O3—C8—C8v	−170.63 (11)
K1iv—O2—C1—K1i	125.05 (13)

Table 1

Selected bond lengths (Å)

K1—O2i	2.6558 (8)
K1—O1ii	2.6780 (8)
K1—O2	2.7069 (8)
K1—O1iii	2.7167 (8)
K1—O2iv	2.8027 (8)
K1—O1	3.0335 (8)

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