Poly[bis-(ethanol)(μ4-2,3,5,6-tetra-fluoro-benzene-1,4-di-carboxyl-ato)cadmium].

In the title compound, [Cd(C8F4O4)(C2H5OH)2] n , the Cd(II) cation sits on an inversion centre and is coordinated by six O atoms from four tetra-fluoro-benzene-1,4-di-carboxyl-ate anions and two ethanol mol-ecules in a distorted octa-hedral geometry. The anionic ligand is also located on an inversion centre, and connects four Cd(II) cations, generating a two-dimensional polymeric layer parallel to the ab plane. Within the layer, the ethanol mol-ecule links F and O atoms of the nearest anionic ligands via O-H⋯O and O-H⋯F hydrogen bonds. The ethyl group of the ethanol mol-ecule is disordered over two positions with an occupancy ratio of 0.567 (10):0.433 (10).

Related literature

For metal-organic frameworks composed of metal ions and 2,3,5,6-tetra­fluoro­benzene-1,4-di­carboxyl­ate (or tetra­fluoro­terephthalate), see: Chen et al. (2006 ▶, 2009 ▶); Hulvey, Ayala et al. (2009 ▶); Hulvey, Ayala & Cheetham et al. (2009 ▶); Hulvey, Falco et al. (2009 ▶); Hulvey et al. (2011 ▶); Kitaura et al. (2004 ▶); MacNeill et al. (2011 ▶); Mikhalyova et al. (2011 ▶); Seidel et al. (2011 ▶); Seidel et al. (2012 ▶); Yoon et al. (2007 ▶); Yu et al. (2011 ▶); Zheng et al. (2008 ▶); Zhu et al. (2009 ▶).

Experimental

Crystal data

[Cd(C8F4O4)(C2H6O)2]

M = 440.61

Triclinic,

a = 4.8367 (3) Å

b = 9.0903 (6) Å

c = 9.4078 (6) Å

α = 108.091 (1)°

β = 100.637 (1)°

γ = 102.275 (1)°

V = 369.95 (4) Å3

Z = 1

Mo Kα radiation

μ = 1.55 mm−1

T = 173 K

0.35 × 0.20 × 0.06 mm

Data collection

Bruker SMART APEX CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T min = 0.613, T max = 0.913

2308 measured reflections

1576 independent reflections

1569 reflections with I > 2σ(I)

R int = 0.014

Refinement

R[F 2 > 2σ(F 2)] = 0.020

wR(F 2) = 0.054

S = 1.11

1576 reflections

131 parameters

6 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.40 e Å−3

Δρmin = −0.54 e Å−3

Data collection: SMART (Bruker, 2007 ▶); cell refinement: SAINT (Bruker, 2007 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536813026287/xu5740sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536813026287/xu5740Isup2.hkl

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

[Cd(C8F4O4)(C2H6O)2]	Z = 1
Mr = 440.61	F(000) = 216
Triclinic, P1	Dx = 1.978 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 4.8367 (3) Å	Cell parameters from 2269 reflections
b = 9.0903 (6) Å	θ = 2.4–28.2°
c = 9.4078 (6) Å	µ = 1.55 mm−1
α = 108.091 (1)°	T = 173 K
β = 100.637 (1)°	Plate, colorless
γ = 102.275 (1)°	0.35 × 0.20 × 0.06 mm
V = 369.95 (4) Å3

Bruker SMART APEX CCD diffractometer	1576 independent reflections
Radiation source: fine-focus sealed tube	1569 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.014
phi and ω scans	θmax = 27.1°, θmin = 2.4°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −5→6
Tmin = 0.613, Tmax = 0.913	k = −11→11
2308 measured reflections	l = −12→8

Refinement on F2	6 restraints
Least-squares matrix: full	H atoms treated by a mixture of independent and constrained refinement
R[F2 > 2σ(F2)] = 0.020	w = 1/[σ2(Fo2) + (0.0317P)2 + 0.1686P] where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.054	(Δ/σ)max < 0.001
S = 1.11	Δρmax = 0.40 e Å−3
1576 reflections	Δρmin = −0.54 e Å−3
131 parameters

Geometry. 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 > 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	Occ. (<1)
Cd1	1.0000	0.5000	1.0000	0.02063 (9)
F1	0.1389 (4)	0.24768 (17)	1.27515 (16)	0.0358 (3)
F2	0.2660 (3)	0.01945 (17)	0.77434 (17)	0.0349 (3)
O1	0.6687 (3)	0.28942 (19)	1.0084 (2)	0.0271 (3)
O2	0.3899 (3)	0.43185 (17)	1.12102 (18)	0.0227 (3)
C1	0.4446 (4)	0.3017 (2)	1.0543 (2)	0.0205 (4)
C2	0.2191 (4)	0.1450 (2)	1.0267 (2)	0.0194 (4)
C3	0.0738 (5)	0.1268 (3)	1.1375 (2)	0.0226 (4)
C4	0.1397 (5)	0.0137 (3)	0.8888 (3)	0.0219 (4)
O3	1.0823 (4)	0.3384 (2)	0.7802 (2)	0.0327 (4)
H3OA	1.249 (5)	0.393 (5)	0.781 (5)	0.039*	0.567 (10)
H3OB	1.137 (15)	0.267 (5)	0.809 (5)	0.039*	0.433 (10)
C5	0.8671 (16)	0.2366 (7)	0.6350 (7)	0.055 (2)	0.567 (10)
H5A	0.6914	0.1769	0.6553	0.065*	0.567 (10)
H5B	0.9502	0.1568	0.5726	0.065*	0.567 (10)
C6	0.783 (2)	0.3392 (10)	0.5484 (8)	0.094 (4)	0.567 (10)
H6A	0.6335	0.2711	0.4509	0.141*	0.567 (10)
H6B	0.9566	0.3951	0.5257	0.141*	0.567 (10)
H6C	0.7039	0.4190	0.6115	0.141*	0.567 (10)
C5A	0.9372 (18)	0.3012 (15)	0.6188 (7)	0.064 (3)	0.433 (10)
H5AA	0.9215	0.4015	0.6017	0.076*	0.433 (10)
H5AB	1.0524	0.2508	0.5514	0.076*	0.433 (10)
C6A	0.6405 (16)	0.1883 (14)	0.5801 (9)	0.077 (4)	0.433 (10)
H6AA	0.5410	0.1599	0.4705	0.116*	0.433 (10)
H6AB	0.5261	0.2403	0.6452	0.116*	0.433 (10)
H6AC	0.6579	0.0902	0.5990	0.116*	0.433 (10)

	U11	U22	U33	U12	U13	U23
Cd1	0.01309 (12)	0.01499 (12)	0.03701 (14)	0.00397 (8)	0.01226 (8)	0.01066 (9)
F1	0.0477 (9)	0.0235 (7)	0.0292 (7)	−0.0016 (6)	0.0166 (6)	0.0042 (6)
F2	0.0434 (8)	0.0268 (7)	0.0387 (7)	0.0039 (6)	0.0284 (6)	0.0117 (6)
O1	0.0160 (7)	0.0204 (8)	0.0512 (10)	0.0062 (6)	0.0155 (7)	0.0174 (7)
O2	0.0184 (7)	0.0165 (7)	0.0331 (8)	0.0035 (6)	0.0083 (6)	0.0094 (6)
C1	0.0137 (9)	0.0186 (10)	0.0310 (10)	0.0029 (7)	0.0061 (7)	0.0127 (8)
C2	0.0128 (8)	0.0175 (9)	0.0320 (10)	0.0050 (7)	0.0081 (7)	0.0131 (8)
C3	0.0214 (10)	0.0188 (10)	0.0273 (10)	0.0045 (8)	0.0079 (8)	0.0079 (8)
C4	0.0196 (10)	0.0219 (10)	0.0302 (10)	0.0063 (8)	0.0140 (8)	0.0132 (8)
O3	0.0258 (8)	0.0301 (9)	0.0332 (9)	0.0046 (7)	0.0055 (7)	0.0032 (7)
C5	0.051 (5)	0.033 (3)	0.049 (3)	−0.001 (3)	−0.009 (3)	−0.005 (3)
C6	0.109 (7)	0.128 (8)	0.040 (4)	0.079 (7)	0.002 (4)	0.004 (4)
C5A	0.053 (5)	0.072 (7)	0.033 (4)	−0.028 (5)	−0.004 (3)	0.015 (4)
C6A	0.033 (4)	0.124 (9)	0.036 (4)	−0.017 (5)	0.000 (3)	0.009 (4)

Cd1—O1i	2.2526 (15)	O3—C5	1.444 (4)
Cd1—O1	2.2526 (15)	O3—C5A	1.449 (5)
Cd1—O2ii	2.3194 (15)	O3—H3OA	0.850 (5)
Cd1—O2iii	2.3194 (15)	O3—H3OB	0.849 (5)
Cd1—O3i	2.2929 (18)	C5—C6	1.487 (5)
Cd1—O3	2.2929 (18)	C5—H5A	0.9900
F1—C3	1.343 (3)	C5—H5B	0.9900
F2—C4	1.342 (2)	C6—H6A	0.9800
O1—C1	1.252 (3)	C6—H6B	0.9800
O2—C1	1.264 (3)	C6—H6C	0.9800
O2—Cd1iv	2.3194 (15)	C5A—C6A	1.481 (5)
C1—C2	1.513 (3)	C5A—H5AA	0.9900
C2—C4	1.384 (3)	C5A—H5AB	0.9900
C2—C3	1.391 (3)	C6A—H6AA	0.9800
C3—C4v	1.382 (3)	C6A—H6AB	0.9800
C4—C3v	1.382 (3)	C6A—H6AC	0.9800
O1i—Cd1—O1	180.0	C5—O3—H3OA	120 (3)
O1i—Cd1—O3i	91.52 (7)	C5A—O3—H3OA	97 (3)
O1—Cd1—O3i	88.48 (6)	Cd1—O3—H3OA	103 (3)
O1i—Cd1—O3	88.48 (6)	C5—O3—H3OB	100 (4)
O1—Cd1—O3	91.52 (7)	C5A—O3—H3OB	120 (3)
O3i—Cd1—O3	180.0	Cd1—O3—H3OB	103 (3)
O1i—Cd1—O2ii	87.93 (6)	H3OA—O3—H3OB	98 (6)
O1—Cd1—O2ii	92.07 (6)	O3—C5—C6	109.1 (5)
O3i—Cd1—O2ii	97.63 (6)	O3—C5—H5A	109.9
O3—Cd1—O2ii	82.37 (6)	C6—C5—H5A	109.9
O1i—Cd1—O2iii	92.07 (5)	O3—C5—H5B	109.9
O1—Cd1—O2iii	87.93 (6)	C6—C5—H5B	109.9
O3i—Cd1—O2iii	82.37 (6)	H5A—C5—H5B	108.3
O3—Cd1—O2iii	97.63 (6)	C5—C6—H6A	109.5
O2ii—Cd1—O2iii	180.0	C5—C6—H6B	109.5
C1—O1—Cd1	123.39 (14)	H6A—C6—H6B	109.5
C1—O2—Cd1iv	120.48 (13)	C5—C6—H6C	109.5
O1—C1—O2	126.19 (19)	H6A—C6—H6C	109.5
O1—C1—C2	116.46 (19)	H6B—C6—H6C	109.5
O2—C1—C2	117.36 (18)	C6A—C5A—O3	108.5 (5)
C4—C2—C3	116.23 (19)	C6A—C5A—H5AA	110.0
C4—C2—C1	122.13 (19)	O3—C5A—H5AA	110.0
C3—C2—C1	121.62 (19)	C6A—C5A—H5AB	110.0
F1—C3—C4v	117.7 (2)	O3—C5A—H5AB	110.0
F1—C3—C2	120.24 (19)	H5AA—C5A—H5AB	108.4
C4v—C3—C2	122.0 (2)	C5A—C6A—H6AA	109.5
F2—C4—C3v	117.5 (2)	C5A—C6A—H6AB	109.5
F2—C4—C2	120.81 (19)	H6AA—C6A—H6AB	109.5
C3v—C4—C2	121.7 (2)	C5A—C6A—H6AC	109.5
C5—O3—Cd1	127.3 (4)	H6AA—C6A—H6AC	109.5
C5A—O3—Cd1	129.2 (6)	H6AB—C6A—H6AC	109.5
Cd1—O1—C1—O2	−10.2 (3)	C4—C2—C3—C4v	−0.6 (3)
Cd1—O1—C1—C2	169.78 (13)	C1—C2—C3—C4v	177.71 (19)
Cd1iv—O2—C1—O1	113.9 (2)	C3—C2—C4—F2	179.70 (19)
Cd1iv—O2—C1—C2	−66.1 (2)	C1—C2—C4—F2	1.4 (3)
O1—C1—C2—C4	−41.9 (3)	C3—C2—C4—C3v	0.6 (3)
O2—C1—C2—C4	138.0 (2)	C1—C2—C4—C3v	−177.70 (19)
O1—C1—C2—C3	139.9 (2)	C5A—O3—C5—C6	−28.4 (13)
O2—C1—C2—C3	−40.1 (3)	Cd1—O3—C5—C6	76.5 (7)
C4—C2—C3—F1	179.42 (19)	C5—O3—C5A—C6A	23.6 (10)
C1—C2—C3—F1	−2.3 (3)	Cd1—O3—C5A—C6A	−73.7 (11)

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3OA···O2i	0.85 (1)	1.94 (2)	2.719 (2)	152 (4)
O3—H3OB···F2ii	0.85 (1)	2.40 (2)	3.196 (2)	156 (4)

Table 1

Selected bond lengths (Å)

Cd1—O1	2.2526 (15)
Cd1—O2i	2.3194 (15)
Cd1—O3	2.2929 (18)

Symmetry code: (i) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3—H3OA⋯O2ii	0.85 (1)	1.94 (2)	2.719 (2)	152 (4)
O3—H3OB⋯F2i	0.85 (1)	2.40 (2)	3.196 (2)	156 (4)

Symmetry codes: (i) ; (ii) .