Poly[[diaqua­(μ2-1,4-dioxane-κ2O:O′)(μ2-2,3,5,6-tetra­fluoro­benzene-1,4-dicarboxyl­ato-κ2O1:O4)copper(II)] 1,4-dioxane disolvate dihydrate]

Yu, J.; Zhang, Y.-F.; Sun, F.-A.; Chen, Q.

doi:10.1107/S1600536811009755

metal-organic compounds

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ISSN: 2056-9890

Volume 67| Part 5| May 2011| Pages m527-m528

doi:10.1107/S1600536811009755

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Poly[[diaqua(μ₂-1,4-dioxane-κ²O:O′)(μ₂-2,3,5,6-tetrafluorobenzene-1,4-dicarboxylato-κ²O¹:O⁴)copper(II)] 1,4-dioxane disolvate dihydrate]

Jing Yu,^a Yi-Feng Zhang,^a Fu-An Sun ^a and Qun Chen ^a ^*

^aKey Laboratory of Fine Petrochemical Technology, Jiangsu Polytechnic University, Changzhou 213164, People's Republic of China
^*Correspondence e-mail: chenqunjpu@yahoo.com

(Received 27 February 2011; accepted 15 March 2011; online 7 April 2011)

In the title complex, {[Cu(C₈F₄O₄)(C₄H₈O₂)(H₂O)₂]·2C₄H₈O₂·2H₂O}_n, the Cu^II ion is six-coordinated by two oxygen donors from two trans 2,3,5,6-tetrafluoro-1,4-dicarboxylate (BDC-F₄) ligands, two O atoms from two chair 1,4-dioxane ligands and two O atoms from two terminal water molecules, adopting a distorted octahedral coordinated geometry. Each BDC-F₄ anion bridges two Cu^II ions in a bis-monodentate fashion, forming a [Cu(BDC-F₄)]_n chain. These chains are further linked by bridging 1,4-dioxane ligands, generating a two-dimensional net with approximately rectangular grids of 11.253 × 7.654 Å. Such adjacent parallel layers are connected by O—H⋯O hydrogen bonds between guest water molecules and the uncoordinated carboxylate O atoms and coordinated water molecules into the final three-dimensional supramolecular network.

Related literature

For the solvent template effect of 1,4-dioxane in the construction of coordination polymers, see: Chen et al. (2008 ); He et al. (2009 ).

Experimental

Crystal data

[Cu(C₈F₄O₄)(C₄H₈O₂)(H₂O)₂]·2C₄H₈O₂·2H₂O
M_r = 636.00
Monoclinic, P 2₁ /c
a = 7.654 (2) Å
b = 11.253 (3) Å
c = 16.126 (4) Å
β = 99.634 (6)°
V = 1369.4 (6) Å³
Z = 2
Mo Kα radiation
μ = 0.89 mm⁻¹
T = 297 K
0.20 × 0.15 × 0.12 mm

Data collection

Bruker APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 2003 ) T_min = 0.842, T_max = 0.901
7646 measured reflections
2536 independent reflections
2011 reflections with I > 2σ(I)
R_int = 0.030

Refinement

R[F² > 2σ(F²)] = 0.052
wR(F²) = 0.182
S = 1.07
2536 reflections
173 parameters
H-atom parameters constrained
Δρ_max = 0.77 e Å⁻³
Δρ_min = −0.47 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O4—H4B⋯O7	0.82	1.92	2.670 (5)	152
O4—H4A⋯O1ⁱ	0.82	1.85	2.641 (3)	162
O7—H7C⋯O6ⁱⁱ	0.82	2.03	2.807 (7)	158
O7—H7D⋯O1ⁱⁱⁱ	0.82	2.09	2.797 (5)	144
Symmetry codes: (i) -x+1, -y, -z; (ii) x, y-1, z; (iii) $[x, -y+{\script{1\over 2}}, z+{\script{1\over 2}}]$ .

Data collection: APEX2 (Bruker, 2007 ); cell refinement: APEX2 and 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 and DIAMOND (Brandenburg, 2005 ); software used to prepare material for publication: SHELXTL.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536811009755/jj2078sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536811009755/jj2078Isup2.hkl

checkCIF report

Comment top

Recently, our group has been engaged in studying the influence that a range of solvent species have on the structures of a series of Mn^II—BDC-Cl₄ polymers with 2,3,5,6-tetracholorobenzene-1,4-dicarboxylate (BDC-Cl₄) ligand (Chen et al., 2008; He et al.., 2009). Among them, the 1,4-dioxane (dioxane) solvent molecule may serve as a solvent template to play a key role in controlling the resulting polymeric network. To further understand the solvent template effect of 1,4-dioxane, we employed the tetrafluorinated benzene-1,4-dicarboxylic acid (H₂BDC-F₄) ligand to assemble with a copper(II) ion in the presence of dioxane and obtained the title two-dimensional coordination polymer {[Cu(BDC-F₄)(dioxane)(H₂O)₂].(dioxane)₂(H₂O)₂}_n, (I).

The asymmetric unit of (I) is composed of one Cu^II center, one 2,3,5,6-tetrafluoro-1,4-dicarboxylate (BDC-F₄) anion, one dioxane ligand, two coordinated water molecules, and two lattice dioxane as well as two water moieties (Fig. 1). Each Cu^II ion is six-coordinated by two oxygen donors from two trans 2,3,5,6-tetrafluoro-1,4-dicarboxylate (BDC-F₄) ligands, two oxygen atoms from two chair dioxane ligands, and two oxygen atoms from two terminal water molecules, adopting a distorted octahedral coordinated geometry. Each BDC-F₄ anion bridges two Cu^II ions in a bis-monodentate fashion to form a one-dimensional [Cu(BDC-F₄)]_n chain, which is further joined together by bridging dioxane ligands to generate a two-dimensional net with approximately rectangular grids of 11.253 Å × 7.654 Å (Cu···Cu nucleus-to-nucleus), where the Cu···Cu···Cu angles are 90.8 and 89.2°, respectively (Fig. 2). Such adjacent parallel layers are connected by O—H···O hydrogen bonds between guest water molecules with the uncoordinated carboxylate oxygen atoms and coordinated water molecules to fulfill the final three-dimensional supramolecular network.

Related literature top

For the solvent template effect of 1,4-dioxane in the construction of coordination polymers, see Chen et al. (2008); He et al. (2009).

Experimental top

An aqueous solution (2 ml) of Cu(ClO₄)₂.6H₂O (37.1 mg, 0.10 mmol) was added to a dioxane solution (4 ml) of H₂BDC-F₄ (23.8 mg, 0.10 mmol) with stirring for 15 min. Then, the reaction mixture was filtered and left to stand at room temperature. After 3 days, well blue block crystals of the title compound suitable for X-ray diffraction were obtained by slow evaporation of the solvents in 52% yield (33.1 mg, based on H₂BDC-F₄).

Computing details top

Data collection: APEX2 (Bruker, 2007); cell refinement: APEX2 and SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008) and DIAMOND (Brandenburg, 2005); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

	Fig. 1. The molecular structure of the title compound, (I), with the atom-numbering scheme. Displacement ellipsoids are draw at the 30% probability level. Hydrogen atoms are omitted for clarity. Symmetry code: (A) 1 - x, 1 - y, -z; (B) 1 - x, -y, -z.
	Fig. 2. The two-dimensional structure of the title compound viewed down the c axis. Hydrogen atoms are omitted for clarity.

Poly[[diaqua(µ₂-1,4-dioxane-κ²O:O')(µ₂-2,3,5,6- tetrafluorobenzene-1,4-dicarboxylato-κ²O¹:O⁴)copper(II)] 1,4-dioxane disolvate dihydrate] top

Crystal data top

[Cu(C₈F₄O₄)(C₄H₈O₂)(H₂O)₂]·2C₄H₈O₂·2H₂O	F(000) = 658
M_r = 636.00	D_x = 1.543 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 3648 reflections
a = 7.654 (2) Å	θ = 2.6–29.9°
b = 11.253 (3) Å	µ = 0.89 mm⁻¹
c = 16.126 (4) Å	T = 297 K
β = 99.634 (6)°	Block, blue
V = 1369.4 (6) Å³	0.20 × 0.15 × 0.12 mm
Z = 2

Data collection top

Bruker APEXII CCD diffractometer	2536 independent reflections
Radiation source: fine-focus sealed tube	2011 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.030
ϕ and ω scans	θ_max = 25.5°, θ_min = 2.2°
Absorption correction: multi-scan (SADABS; Sheldrick, 2003)	h = −9→9
T_min = 0.842, T_max = 0.901	k = −11→13
7646 measured reflections	l = −19→19

Refinement top

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)] = 0.052	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.182	H-atom parameters constrained
S = 1.07	w = 1/[σ²(F_o²) + (0.1255P)² + 0.7817P] where P = (F_o² + 2F_c²)/3
2536 reflections	(Δ/σ)_max < 0.001
173 parameters	Δρ_max = 0.77 e Å⁻³
0 restraints	Δρ_min = −0.47 e Å⁻³

Crystal data top

[Cu(C₈F₄O₄)(C₄H₈O₂)(H₂O)₂]·2C₄H₈O₂·2H₂O	V = 1369.4 (6) Å³
M_r = 636.00	Z = 2
Monoclinic, P2₁/c	Mo Kα radiation
a = 7.654 (2) Å	µ = 0.89 mm⁻¹
b = 11.253 (3) Å	T = 297 K
c = 16.126 (4) Å	0.20 × 0.15 × 0.12 mm
β = 99.634 (6)°

Data collection top

Bruker APEXII CCD diffractometer	2536 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 2003)	2011 reflections with I > 2σ(I)
T_min = 0.842, T_max = 0.901	R_int = 0.030
7646 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.052	0 restraints
wR(F²) = 0.182	H-atom parameters constrained
S = 1.07	Δρ_max = 0.77 e Å⁻³
2536 reflections	Δρ_min = −0.47 e Å⁻³
173 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

	x	y	z	U_iso*/U_eq
Cu1	0.5000	0.0000	0.0000	0.0256 (3)
O1	0.4795 (5)	0.2295 (2)	−0.12878 (17)	0.0582 (9)
O2	0.4927 (3)	0.1749 (2)	0.00527 (13)	0.0332 (6)
O3	0.1848 (4)	−0.0053 (3)	0.0096 (3)	0.0592 (10)
O4	0.5645 (4)	0.00298 (18)	0.12299 (16)	0.0356 (6)
H4A	0.5557	−0.0669	0.1362	0.053*
H4B	0.5186	0.0562	0.1466	0.053*
O5	−0.0024 (8)	0.7388 (5)	0.2701 (5)	0.135 (2)
O6	0.2054 (7)	0.9379 (4)	0.3007 (4)	0.1177 (19)
O7	0.4024 (5)	0.1145 (4)	0.2350 (2)	0.0845 (13)
H7C	0.3248	0.0770	0.2530	0.127*
H7D	0.4640	0.1633	0.2643	0.127*
C1	0.4872 (4)	0.2499 (3)	−0.0530 (2)	0.0317 (8)
C2	0.4925 (4)	0.3790 (3)	−0.0259 (2)	0.0314 (7)
C3	0.3590 (5)	0.4308 (3)	0.0086 (3)	0.0442 (10)
C4	0.6337 (5)	0.4519 (4)	−0.0345 (3)	0.0431 (9)
C5	0.1002 (7)	0.0757 (7)	0.0515 (6)	0.111 (3)
H5A	0.1186	0.0516	0.1101	0.133*
H5B	0.1612	0.1508	0.0492	0.133*
C6	0.0753 (7)	−0.0976 (6)	−0.0285 (6)	0.101 (3)
H6A	0.1210	−0.1224	−0.0784	0.121*
H6B	0.0881	−0.1645	0.0099	0.121*
C7	0.1634 (10)	0.7455 (7)	0.2473 (5)	0.109 (2)*
H7A	0.1508	0.7722	0.1894	0.131*
H7B	0.2155	0.6667	0.2503	0.131*
C8	0.2799 (8)	0.8240 (5)	0.2992 (4)	0.0816 (16)
H8A	0.3044	0.7925	0.3560	0.098*
H8B	0.3912	0.8293	0.2782	0.098*
C9	0.0421 (9)	0.9318 (7)	0.3302 (6)	0.110 (3)
H9A	−0.0091	1.0105	0.3307	0.132*
H9B	0.0606	0.9009	0.3872	0.132*
C10	−0.0808 (8)	0.8519 (9)	0.2736 (5)	0.111 (3)
H10A	−0.1918	0.8443	0.2946	0.133*
H10B	−0.1058	0.8859	0.2176	0.133*
F1	0.2156 (4)	0.3659 (2)	0.0169 (3)	0.0886 (12)
F2	0.7708 (4)	0.4067 (2)	−0.0662 (2)	0.0849 (12)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Cu1	0.0368 (4)	0.0138 (4)	0.0265 (4)	0.0004 (2)	0.0061 (2)	−0.00102 (18)
O1	0.118 (3)	0.0239 (14)	0.0345 (15)	0.0042 (15)	0.0166 (16)	0.0019 (11)
O2	0.0513 (15)	0.0138 (12)	0.0359 (13)	0.0002 (9)	0.0113 (11)	−0.0005 (9)
O3	0.0333 (14)	0.057 (2)	0.087 (3)	−0.0027 (12)	0.0096 (15)	−0.0362 (16)
O4	0.0545 (16)	0.0235 (14)	0.0279 (13)	0.0028 (10)	0.0050 (11)	−0.0025 (8)
O5	0.122 (5)	0.088 (4)	0.175 (6)	−0.026 (4)	−0.030 (4)	0.009 (4)
O6	0.107 (3)	0.071 (3)	0.193 (6)	−0.016 (3)	0.076 (4)	−0.010 (3)
O7	0.100 (3)	0.085 (3)	0.081 (2)	−0.040 (2)	0.052 (2)	−0.047 (2)
C1	0.0404 (18)	0.0200 (18)	0.0345 (19)	0.0026 (13)	0.0053 (14)	0.0001 (13)
C2	0.045 (2)	0.0178 (16)	0.0322 (17)	0.0039 (14)	0.0096 (14)	0.0022 (15)
C3	0.047 (2)	0.025 (2)	0.067 (3)	−0.0066 (15)	0.027 (2)	−0.0025 (17)
C4	0.049 (2)	0.0226 (19)	0.064 (3)	0.0014 (16)	0.0288 (19)	−0.0039 (18)
C5	0.048 (3)	0.108 (5)	0.175 (7)	−0.011 (3)	0.018 (4)	−0.102 (5)
C6	0.044 (3)	0.075 (4)	0.179 (7)	−0.001 (3)	0.006 (3)	−0.077 (4)
C8	0.080 (4)	0.080 (4)	0.085 (4)	0.009 (3)	0.016 (3)	−0.005 (3)
C9	0.093 (5)	0.090 (5)	0.159 (8)	0.012 (4)	0.053 (5)	−0.018 (5)
C10	0.061 (3)	0.154 (8)	0.112 (6)	0.011 (4)	−0.004 (3)	0.021 (6)
F1	0.0747 (18)	0.0350 (15)	0.175 (4)	−0.0207 (14)	0.075 (2)	−0.0258 (18)
F2	0.0752 (19)	0.0419 (15)	0.157 (3)	−0.0095 (13)	0.076 (2)	−0.0325 (17)

Geometric parameters (Å, º) top

Cu1—O4	1.962 (3)	C3—F1	1.344 (4)
Cu1—O4ⁱ	1.962 (3)	C3—C4ⁱⁱ	1.382 (6)
Cu1—O2ⁱ	1.971 (3)	C4—F2	1.343 (4)
Cu1—O2	1.971 (3)	C4—C3ⁱⁱ	1.382 (6)
Cu1—O3	2.444 (3)	C5—C6ⁱⁱⁱ	1.355 (8)
O1—C1	1.234 (4)	C5—H5A	0.9700
O2—C1	1.259 (4)	C5—H5B	0.9700
O3—C5	1.361 (6)	C6—C5ⁱⁱⁱ	1.355 (8)
O3—C6	1.409 (6)	C6—H6A	0.9700
O4—H4A	0.8203	C6—H6B	0.9700
O4—H4B	0.8202	C7—C8	1.424 (9)
O5—C7	1.381 (9)	C7—H7A	0.9700
O5—C10	1.412 (9)	C7—H7B	0.9700
O6—C8	1.405 (7)	C8—H8A	0.9700
O6—C9	1.411 (8)	C8—H8B	0.9700
O7—H7C	0.8202	C9—C10	1.496 (11)
O7—H7D	0.8203	C9—H9A	0.9700
C1—C2	1.515 (5)	C9—H9B	0.9700
C2—C3	1.372 (5)	C10—H10A	0.9700
C2—C4	1.382 (5)	C10—H10B	0.9700

O4—Cu1—O4ⁱ	180.0	O3—C5—H5A	107.0
O4—Cu1—O2ⁱ	93.24 (8)	C6ⁱⁱⁱ—C5—H5B	107.0
O4ⁱ—Cu1—O2ⁱ	86.76 (8)	O3—C5—H5B	107.0
O4—Cu1—O2	86.76 (8)	H5A—C5—H5B	106.8
O4ⁱ—Cu1—O2	93.24 (8)	C5ⁱⁱⁱ—C6—O3	118.4 (5)
O2ⁱ—Cu1—O2	180.0	C5ⁱⁱⁱ—C6—H6A	107.7
O4—Cu1—O3	91.16 (13)	O3—C6—H6A	107.7
O4ⁱ—Cu1—O3	88.85 (13)	C5ⁱⁱⁱ—C6—H6B	107.7
O2ⁱ—Cu1—O3	90.79 (9)	O3—C6—H6B	107.7
O2—Cu1—O3	89.21 (9)	H6A—C6—H6B	107.1
C1—O2—Cu1	129.4 (2)	O5—C7—C8	112.9 (6)
C5—O3—C6	114.3 (4)	O5—C7—H7A	109.0
C5—O3—Cu1	124.9 (3)	C8—C7—H7A	109.0
C6—O3—Cu1	120.7 (3)	O5—C7—H7B	109.0
Cu1—O4—H4A	103.2	C8—C7—H7B	109.0
Cu1—O4—H4B	115.3	H7A—C7—H7B	107.8
H4A—O4—H4B	121.3	O6—C8—C7	111.1 (6)
C7—O5—C10	112.2 (6)	O6—C8—H8A	109.4
C8—O6—C9	110.2 (5)	C7—C8—H8A	109.4
H7C—O7—H7D	121.4	O6—C8—H8B	109.4
O1—C1—O2	127.2 (3)	C7—C8—H8B	109.4
O1—C1—C2	117.3 (3)	H8A—C8—H8B	108.0
O2—C1—C2	115.5 (3)	O6—C9—C10	109.0 (6)
C3—C2—C4	115.8 (3)	O6—C9—H9A	109.9
C3—C2—C1	122.6 (3)	C10—C9—H9A	109.9
C4—C2—C1	121.6 (3)	O6—C9—H9B	109.9
F1—C3—C2	119.0 (3)	C10—C9—H9B	109.9
F1—C3—C4ⁱⁱ	118.7 (3)	H9A—C9—H9B	108.3
C2—C3—C4ⁱⁱ	122.2 (3)	O5—C10—C9	109.7 (5)
F2—C4—C3ⁱⁱ	118.9 (3)	O5—C10—H10A	109.7
F2—C4—C2	119.1 (3)	C9—C10—H10A	109.7
C3ⁱⁱ—C4—C2	122.0 (3)	O5—C10—H10B	109.7
C6ⁱⁱⁱ—C5—O3	121.3 (5)	C9—C10—H10B	109.7
C6ⁱⁱⁱ—C5—H5A	107.0	H10A—C10—H10B	108.2

O4—Cu1—O2—C1	166.7 (3)	C1—C2—C3—F1	−1.6 (6)
O4ⁱ—Cu1—O2—C1	−13.3 (3)	C4—C2—C3—C4ⁱⁱ	−1.1 (7)
O3—Cu1—O2—C1	−102.1 (3)	C1—C2—C3—C4ⁱⁱ	178.9 (4)
O4—Cu1—O3—C5	55.5 (6)	C3—C2—C4—F2	178.8 (4)
O4ⁱ—Cu1—O3—C5	−124.5 (6)	C1—C2—C4—F2	−1.2 (6)
O2ⁱ—Cu1—O3—C5	148.8 (6)	C3—C2—C4—C3ⁱⁱ	1.1 (7)
O2—Cu1—O3—C5	−31.2 (6)	C1—C2—C4—C3ⁱⁱ	−178.9 (4)
O4—Cu1—O3—C6	−123.5 (5)	C6—O3—C5—C6ⁱⁱⁱ	−27.8 (12)
O4ⁱ—Cu1—O3—C6	56.5 (5)	Cu1—O3—C5—C6ⁱⁱⁱ	153.1 (6)
O2ⁱ—Cu1—O3—C6	−30.2 (5)	C5—O3—C6—C5ⁱⁱⁱ	26.9 (12)
O2—Cu1—O3—C6	149.8 (5)	Cu1—O3—C6—C5ⁱⁱⁱ	−154.0 (6)
Cu1—O2—C1—O1	2.5 (6)	C10—O5—C7—C8	54.0 (9)
Cu1—O2—C1—C2	−176.9 (2)	C9—O6—C8—C7	58.4 (8)
O1—C1—C2—C3	115.0 (4)	O5—C7—C8—O6	−55.3 (9)
O2—C1—C2—C3	−65.5 (5)	C8—O6—C9—C10	−59.1 (9)
O1—C1—C2—C4	−65.0 (5)	C7—O5—C10—C9	−54.3 (9)
O2—C1—C2—C4	114.5 (4)	O6—C9—C10—O5	57.0 (10)
C4—C2—C3—F1	178.4 (4)

Symmetry codes: (i) −x+1, −y, −z; (ii) −x+1, −y+1, −z; (iii) −x, −y, −z.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O4—H4B···O7	0.82	1.92	2.670 (5)	152
C5—H5B···F1	0.97	2.53	3.453 (8)	160
O4—H4A···O1ⁱ	0.82	1.85	2.641 (3)	162
O7—H7C···O6^iv	0.82	2.03	2.807 (7)	158
O7—H7D···O1^v	0.82	2.09	2.797 (5)	144

Symmetry codes: (i) −x+1, −y, −z; (iv) x, y−1, z; (v) x, −y+1/2, z+1/2.

Experimental details

Crystal data
Chemical formula	[Cu(C₈F₄O₄)(C₄H₈O₂)(H₂O)₂]·2C₄H₈O₂·2H₂O
M_r	636.00
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	297
a, b, c (Å)	7.654 (2), 11.253 (3), 16.126 (4)
β (°)	99.634 (6)
V (Å³)	1369.4 (6)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	0.89
Crystal size (mm)	0.20 × 0.15 × 0.12

Data collection
Diffractometer	Bruker APEXII CCD diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 2003)
T_min, T_max	0.842, 0.901
No. of measured, independent and observed [I > 2σ(I)] reflections	7646, 2536, 2011
R_int	0.030
(sin θ/λ)_max (Å⁻¹)	0.606

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.052, 0.182, 1.07
No. of reflections	2536
No. of parameters	173
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.77, −0.47

Computer programs: APEX2 (Bruker, 2007), APEX2 and SAINT (Bruker, 2007), SAINT (Bruker, 2007), SHELXTL (Sheldrick, 2008) and DIAMOND (Brandenburg, 2005).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O4—H4B···O7	0.82	1.92	2.670 (5)	152
C5—H5B···F1	0.97	2.53	3.453 (8)	160
O4—H4A···O1ⁱ	0.82	1.85	2.641 (3)	162
O7—H7C···O6ⁱⁱ	0.82	2.03	2.807 (7)	158
O7—H7D···O1ⁱⁱⁱ	0.82	2.09	2.797 (5)	144

Symmetry codes: (i) −x+1, −y, −z; (ii) x, y−1, z; (iii) x, −y+1/2, z+1/2.

References

Brandenburg, K. (2005). DIAMOND. Crystal Impact GbR, Bonn, Germany. Google Scholar
Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Chen, S.-C., Zhang, Z.-H., Huang, K.-L., Chen, Q., He, M.-Y., Cui, A.-J., Li, C., Liu, Q. & Du, M. (2008). Cryst. Growth Des. 8, 3473–3445. Google Scholar
He, M.-Y., Chen, S.-C., Zhang, Z.-H., Huang, K.-L., Yin, F.-H. & Chen, Q. (2009). Inorg. Chim. Acta, 362, 2569–2576. CrossRef CAS Google Scholar
Sheldrick, G. M. (2003). SADABS. University of Göttingen, Germany. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar

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