catena-Poly[[tris­(pyridine-κN)copper(II)]-μ-tetra­fluoro­terephthalato-κ2O1:O4]

Zheng, C.-G.; Zhang, J.; Hong, J.-Q.; Li, S.

doi:10.1107/S1600536808018977

metal-organic compounds

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ISSN: 2056-9890

Volume 64| Part 7| July 2008| Page m965

doi:10.1107/S1600536808018977

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catena-Poly[[tris(pyridine-κN)copper(II)]-μ-tetrafluoroterephthalato-κ²O¹:O⁴]

Chang-Ge Zheng,^a ^* Jie Zhang,^a Jian-Quan Hong ^a and Song Li ^a

^aSchool of Chemical and Materials Engineering, Jiangnan University, 1800 Lihu Road, Wuxi, Jiangsu 214122, People's Republic of China
^*Correspondence e-mail: cgzheng@126.com

(Received 14 June 2008; accepted 23 June 2008; online 28 June 2008)

In the title compound, [Cu(C₈F₄O₄)(C₅H₅N)₃]_n, the Cu^II atom, lying on a twofold rotation axis, is five-coordinated by two O atoms from two tetrafluoroterephthalate ligands and three N atoms from three pyridine ligands in a distorted trigonal-bipyramidal geometry. Adjacent Cu^II atoms are connected via the bridging tetrafluoroterephthalate ligands into a one-dimensional chain running along the [101] direction.

Related literature

For related literature, see: Baeg & Lee (2003 ); Baruah et al. (2007 ); Bastin et al. (2008 ); Cheng et al. (2007 ); Eddaoudi et al. (2000 ); Gould et al. (2008 ); Reineke et al. (1999 ); Stephenson & Hardie (2006 ); Yuan et al. (2004 ); Zhang et al. (2007 ); Zheng et al. (2008 ).

Experimental

Crystal data

[Cu(C₈F₄O₄)(C₅H₅N)₃]
M_r = 536.92
Monoclinic, C 2/c
a = 15.3579 (8) Å
b = 8.7652 (5) Å
c = 16.6050 (9) Å
β = 100.241 (3)°
V = 2199.7 (2) Å³
Z = 4
Mo Kα radiation
μ = 1.06 mm⁻¹
T = 273 (2) K
0.15 × 0.10 × 0.06 mm

Data collection

Bruker SMART APEXII CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.857, T_max = 0.939
10049 measured reflections
1950 independent reflections
1857 reflections with I > 2σ(I)
R_int = 0.022

Refinement

R[F² > 2σ(F²)] = 0.025
wR(F²) = 0.071
S = 1.09
1950 reflections
160 parameters
H-atom parameters constrained
Δρ_max = 0.29 e Å⁻³
Δρ_min = −0.32 e Å⁻³

Table 1
Selected geometric parameters (Å, °)

Cu1—N1	2.0236 (16)
Cu1—O1	2.0609 (12)
Cu1—N2	2.073 (2)

N1—Cu1—N1ⁱ	174.71 (9)
N1—Cu1—O1	91.84 (6)
N1—Cu1—O1ⁱ	85.17 (6)
O1—Cu1—O1ⁱ	111.11 (8)
N1—Cu1—N2	92.64 (4)
O1—Cu1—N2	124.45 (4)
Symmetry code: (i) $[-x+2, y, -z+{\script{1\over 2}}]$ .

Data collection: APEX2 (Bruker, 2007 ); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT; program(s) used to solve structure: SIR97 (Altomare et al., 1999 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ); molecular graphics: PLATON (Spek, 2003 ); software used to prepare material for publication: SHELXL97.

Supporting information

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536808018977/hy2139sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536808018977/hy2139Isup2.hkl

checkCIF report

Comment top

Recently, organically directed metal–terephthalates have attracted much attention due to their novel structures and desirable physical properties, and a lot of research work has been done on this type of complexes (Bastin et al., 2008; Eddaoudi et al., 2000; Gould et al., 2008). However, there are rare reports about halogen substituted terephthalate metal complexes till now. Some research work in computational study suggests that adsorption property in gas storage can be improved with electronegative atoms (e.g. halogen atoms) in the organic linkers or frameworks (Zhang et al., 2007). New topologies with favorable properties will be achieved by introducing some strong electronegative atoms to the phenyl ring.

The title compound consists of one-dimensional neutral zig-zag chains (Fig. 1 and Fig. 2). The tetrafluoroterephthalate ligand is coordinated to Cu^II ion in a bridging bis-monodentate fashion. In the trigonal bipyramidal coordination unit, two O atoms from two tetrafluoroterephthalate ligands and one N atom from a pyridine molecule form the equatorial plane. The axial positions are occupied by N atoms from two pyridine molecules with an N—Cu—N angle of 174.71 (9)° (Table 1). The Cu—N bond lengths lie in the range of 2.0236 (16) to 2.073 (2) Å and agree well with the reported values (Baruah et al., 2007; Cheng et al., 2007). The Cu—O bond lengths are 2.0609 (12) Å, which are comparable with the reported values in the similar complexes (Baeg & Lee, 2003; Stephenson & Hardie, 2006; Yuan et al., 2004). In the aromatic ring systems, the values of bond lengths and angles coincide with those previously reported (Zheng et al., 2008).

Related literature top

For related literature, see: Baeg & Lee (2003); Baruah et al. (2007); Bastin et al. (2008); Cheng et al. (2007); Eddaoudi et al. (2000); Gould et al. (2008); Reineke et al. (1999); Stephenson & Hardie (2006); Yuan et al. (2004); Zhang et al. (2007); Zheng et al. (2008).

Experimental top

All the reagents and solvents employed were commercially available. Tetrafluoroterephthalic acid was purified by recrystallization. According to the literature procedure (Reineke et al., 1999), the title compound was synthesized by slow vapor diffusion at room temperature of pyridine (3 ml) into an N,N-dimethylformamide solution (2 ml) containing a mixture of tetrafluoroterephthalic acid (0.071 g, 0.30 mmol) and Cu(NO₃)₂.3H₂O (0.036 g, 0.15 mmol) diluted with CH₃OH (6 ml). After two weeks, blue block-shaped crystals were obtained (yield 55% based on Cu). Analysis, calculated for C₂₃H₁₅CuF₄N₃O₄: C 51.45, H 2.82, N 7.82%; found: C 51.50, H 2.86, N 7.76%.

Computing details top

Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: PLATON (Spek, 2003); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).

Figures top

	Fig. 1. A portion of the chain structure of the title compound. Displacement ellipsoids are drawn at the 30% probability level. H atoms have been omitted for clarity. [Symmetry code: (i) 2-x, y, 1/2-z.)
	Fig. 2. View of the unit cell of the title compound.

catena-Poly[[tris(pyridine-κN)copper(II)]- µ-tetrafluoroterephthalato-κ²O¹:O⁴] top

Crystal data top

[Cu(C₈F₄O₄)(C₅H₅N)₃]	F(000) = 1084
M_r = 536.92	D_x = 1.621 Mg m⁻³
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 7406 reflections
a = 15.3579 (8) Å	θ = 2.7–28.3°
b = 8.7652 (5) Å	µ = 1.06 mm⁻¹
c = 16.6050 (9) Å	T = 273 K
β = 100.241 (3)°	Block, blue
V = 2199.7 (2) Å³	0.15 × 0.10 × 0.06 mm
Z = 4

Data collection top

Bruker SMART APEXII CCD area-detector diffractometer	1950 independent reflections
Radiation source: fine-focus sealed tube	1857 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.022
ϕ and ω scans	θ_max = 25.1°, θ_min = 2.5°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −18→18
T_min = 0.857, T_max = 0.939	k = −10→10
10049 measured reflections	l = −19→19

Refinement top

Refinement on F²	0 restraints
Least-squares matrix: full	H-atom parameters constrained
R[F² > 2σ(F²)] = 0.025	w = 1/[σ²(F_o²) + (0.076P)² + 0.2195P], P = (F_o² + 2F_c²)/3
wR(F²) = 0.071	(Δ/σ)_max < 0.001
S = 1.09	Δρ_max = 0.29 e Å⁻³
1950 reflections	Δρ_min = −0.32 e Å⁻³
160 parameters

Crystal data top

[Cu(C₈F₄O₄)(C₅H₅N)₃]	V = 2199.7 (2) Å³
M_r = 536.92	Z = 4
Monoclinic, C2/c	Mo Kα radiation
a = 15.3579 (8) Å	µ = 1.06 mm⁻¹
b = 8.7652 (5) Å	T = 273 K
c = 16.6050 (9) Å	0.15 × 0.10 × 0.06 mm
β = 100.241 (3)°

Data collection top

Bruker SMART APEXII CCD area-detector diffractometer	1950 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	1857 reflections with I > 2σ(I)
T_min = 0.857, T_max = 0.939	R_int = 0.022
10049 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.025	0 restraints
wR(F²) = 0.071	H-atom parameters constrained
S = 1.09	Δρ_max = 0.29 e Å⁻³
1950 reflections	Δρ_min = −0.32 e Å⁻³
160 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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Cu1	1.0000	0.48258 (3)	0.2500	0.03297 (12)
F1	0.92606 (7)	0.77593 (17)	0.00333 (8)	0.0623 (4)
F2	0.68438 (9)	0.54002 (17)	0.09264 (9)	0.0671 (4)
O1	0.92455 (8)	0.61557 (16)	0.16170 (8)	0.0455 (3)
O2	0.86509 (13)	0.40923 (19)	0.09534 (10)	0.0696 (5)
N1	1.10527 (11)	0.49323 (17)	0.19221 (10)	0.0389 (4)
N2	1.0000	0.2460 (2)	0.2500	0.0373 (5)
C1	0.87159 (13)	0.5462 (2)	0.10665 (11)	0.0426 (4)
C2	0.80884 (12)	0.6517 (2)	0.05110 (11)	0.0380 (4)
C3	0.83842 (11)	0.7617 (2)	0.00333 (11)	0.0405 (4)
C4	0.71868 (13)	0.6428 (2)	0.04644 (11)	0.0421 (4)
C5	1.11090 (14)	0.6002 (2)	0.13562 (13)	0.0497 (5)
H5	1.0606	0.6562	0.1145	0.060*
C6	1.18819 (17)	0.6303 (3)	0.10757 (16)	0.0629 (6)
H6	1.1899	0.7058	0.0685	0.076*
C7	1.26229 (16)	0.5481 (3)	0.13773 (16)	0.0648 (7)
H7	1.3154	0.5678	0.1202	0.078*
C8	1.25719 (14)	0.4362 (3)	0.19412 (16)	0.0627 (6)
H8	1.3065	0.3770	0.2144	0.075*
C9	1.17809 (13)	0.4123 (3)	0.22054 (13)	0.0497 (5)
H9	1.1753	0.3371	0.2595	0.060*
C10	1.00346 (13)	0.1681 (2)	0.18168 (13)	0.0462 (5)
H10	1.0056	0.2218	0.1337	0.055*
C11	1.00405 (16)	0.0110 (3)	0.1796 (2)	0.0640 (7)
H11	1.0071	−0.0405	0.1312	0.077*
C12	1.0000	−0.0680 (4)	0.2500	0.0727 (11)
H12	1.0000	−0.1741	0.2500	0.087*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Cu1	0.03026 (18)	0.03081 (18)	0.03662 (19)	0.000	0.00260 (12)	0.000
F1	0.0316 (6)	0.0927 (10)	0.0611 (8)	0.0037 (6)	0.0038 (5)	0.0250 (7)
F2	0.0513 (7)	0.0780 (9)	0.0705 (9)	−0.0032 (7)	0.0064 (6)	0.0393 (7)
O1	0.0377 (7)	0.0536 (8)	0.0402 (7)	0.0054 (6)	−0.0064 (6)	0.0110 (6)
O2	0.0893 (12)	0.0491 (10)	0.0593 (10)	0.0198 (8)	−0.0170 (9)	0.0028 (7)
N1	0.0353 (8)	0.0404 (8)	0.0402 (9)	−0.0013 (6)	0.0049 (7)	−0.0037 (6)
N2	0.0348 (10)	0.0303 (10)	0.0452 (12)	0.000	0.0033 (9)	0.000
C1	0.0415 (10)	0.0502 (12)	0.0338 (10)	0.0121 (9)	0.0004 (8)	0.0079 (8)
C2	0.0375 (9)	0.0422 (10)	0.0312 (9)	0.0068 (7)	−0.0024 (7)	0.0030 (7)
C3	0.0291 (8)	0.0537 (11)	0.0364 (9)	0.0033 (8)	−0.0004 (7)	0.0041 (8)
C4	0.0419 (10)	0.0468 (11)	0.0359 (9)	0.0003 (8)	0.0024 (8)	0.0108 (8)
C5	0.0488 (11)	0.0494 (12)	0.0520 (12)	−0.0007 (9)	0.0121 (9)	0.0049 (9)
C6	0.0667 (15)	0.0669 (15)	0.0601 (14)	−0.0140 (12)	0.0245 (12)	0.0020 (11)
C7	0.0447 (12)	0.0851 (17)	0.0687 (16)	−0.0165 (12)	0.0215 (11)	−0.0195 (14)
C8	0.0354 (11)	0.0820 (17)	0.0692 (15)	0.0034 (11)	0.0052 (10)	−0.0112 (14)
C9	0.0380 (10)	0.0579 (13)	0.0512 (12)	0.0037 (9)	0.0025 (9)	−0.0002 (10)
C10	0.0416 (10)	0.0398 (10)	0.0560 (12)	0.0010 (8)	0.0053 (9)	−0.0104 (9)
C11	0.0498 (13)	0.0455 (13)	0.094 (2)	0.0042 (9)	0.0057 (13)	−0.0265 (12)
C12	0.0525 (19)	0.0297 (15)	0.132 (4)	0.000	0.007 (2)	0.000

Geometric parameters (Å, º) top

Cu1—N1	2.0236 (16)	C4—C3ⁱⁱ	1.376 (3)
Cu1—N1ⁱ	2.0236 (16)	C5—C6	1.376 (3)
Cu1—O1	2.0609 (12)	C5—H5	0.9300
Cu1—O1ⁱ	2.0609 (12)	C6—C7	1.365 (4)
Cu1—N2	2.073 (2)	C6—H6	0.9300
F1—C3	1.352 (2)	C7—C8	1.368 (4)
F2—C4	1.350 (2)	C7—H7	0.9300
O1—C1	1.266 (2)	C8—C9	1.379 (3)
O2—C1	1.216 (3)	C8—H8	0.9300
N1—C9	1.337 (3)	C9—H9	0.9300
N1—C5	1.341 (3)	C10—C11	1.377 (3)
N2—C10	1.333 (2)	C10—H10	0.9300
N2—C10ⁱ	1.333 (2)	C11—C12	1.370 (4)
C1—C2	1.523 (2)	C11—H11	0.9300
C2—C4	1.375 (3)	C12—C11ⁱ	1.371 (4)
C2—C3	1.376 (3)	C12—H12	0.9300
C3—C4ⁱⁱ	1.376 (3)

N1—Cu1—N1ⁱ	174.71 (9)	F2—C4—C3ⁱⁱ	118.40 (17)
N1—Cu1—O1	91.84 (6)	C2—C4—C3ⁱⁱ	121.81 (17)
N1ⁱ—Cu1—O1	85.16 (6)	N1—C5—C6	122.6 (2)
N1—Cu1—O1ⁱ	85.17 (6)	N1—C5—H5	118.7
N1ⁱ—Cu1—O1ⁱ	91.84 (6)	C6—C5—H5	118.7
O1—Cu1—O1ⁱ	111.11 (8)	C7—C6—C5	119.2 (2)
N1—Cu1—N2	92.64 (4)	C7—C6—H6	120.4
N1ⁱ—Cu1—N2	92.64 (4)	C5—C6—H6	120.4
O1—Cu1—N2	124.45 (4)	C6—C7—C8	119.0 (2)
O1ⁱ—Cu1—N2	124.44 (4)	C6—C7—H7	120.5
C1—O1—Cu1	116.73 (12)	C8—C7—H7	120.5
C9—N1—C5	117.60 (18)	C7—C8—C9	119.2 (2)
C9—N1—Cu1	119.83 (14)	C7—C8—H8	120.4
C5—N1—Cu1	121.40 (14)	C9—C8—H8	120.4
C10—N2—C10ⁱ	118.4 (2)	N1—C9—C8	122.4 (2)
C10—N2—Cu1	120.81 (12)	N1—C9—H9	118.8
C10ⁱ—N2—Cu1	120.81 (12)	C8—C9—H9	118.8
O2—C1—O1	127.60 (17)	N2—C10—C11	122.4 (2)
O2—C1—C2	118.69 (17)	N2—C10—H10	118.8
O1—C1—C2	113.70 (17)	C11—C10—H10	118.8
C4—C2—C3	116.07 (16)	C12—C11—C10	118.8 (3)
C4—C2—C1	121.48 (17)	C12—C11—H11	120.6
C3—C2—C1	122.45 (16)	C10—C11—H11	120.6
F1—C3—C2	119.69 (16)	C11—C12—C11ⁱ	119.3 (3)
F1—C3—C4ⁱⁱ	118.18 (17)	C11—C12—H12	120.4
C2—C3—C4ⁱⁱ	122.12 (17)	C11ⁱ—C12—H12	120.4
F2—C4—C2	119.78 (17)

N1—Cu1—O1—C1	98.39 (14)	O2—C1—C2—C3	−120.1 (2)
N1ⁱ—Cu1—O1—C1	−85.98 (14)	O1—C1—C2—C3	61.3 (2)
O1ⁱ—Cu1—O1—C1	−176.08 (15)	C4—C2—C3—F1	−178.79 (17)
N2—Cu1—O1—C1	3.92 (15)	C1—C2—C3—F1	1.7 (3)
O1—Cu1—N1—C9	−174.91 (15)	C4—C2—C3—C4ⁱⁱ	−0.2 (3)
O1ⁱ—Cu1—N1—C9	74.06 (15)	C1—C2—C3—C4ⁱⁱ	−179.68 (18)
N2—Cu1—N1—C9	−50.30 (15)	C3—C2—C4—F2	−178.63 (18)
O1—Cu1—N1—C5	17.73 (16)	C1—C2—C4—F2	0.9 (3)
O1ⁱ—Cu1—N1—C5	−93.30 (16)	C3—C2—C4—C3ⁱⁱ	0.2 (3)
N2—Cu1—N1—C5	142.34 (15)	C1—C2—C4—C3ⁱⁱ	179.68 (18)
N1—Cu1—N2—C10	−49.29 (11)	C9—N1—C5—C6	−1.2 (3)
N1ⁱ—Cu1—N2—C10	130.71 (11)	Cu1—N1—C5—C6	166.42 (18)
O1—Cu1—N2—C10	44.76 (11)	N1—C5—C6—C7	0.5 (4)
O1ⁱ—Cu1—N2—C10	−135.25 (11)	C5—C6—C7—C8	1.0 (4)
N1—Cu1—N2—C10ⁱ	130.71 (11)	C6—C7—C8—C9	−1.7 (4)
N1ⁱ—Cu1—N2—C10ⁱ	−49.29 (11)	C5—N1—C9—C8	0.5 (3)
O1—Cu1—N2—C10ⁱ	−135.24 (11)	Cu1—N1—C9—C8	−167.33 (18)
O1ⁱ—Cu1—N2—C10ⁱ	44.76 (11)	C7—C8—C9—N1	0.9 (4)
Cu1—O1—C1—O2	−6.9 (3)	C10ⁱ—N2—C10—C11	−0.36 (16)
Cu1—O1—C1—C2	171.55 (12)	Cu1—N2—C10—C11	179.65 (16)
O2—C1—C2—C4	60.4 (3)	N2—C10—C11—C12	0.7 (3)
O1—C1—C2—C4	−118.2 (2)	C10—C11—C12—C11ⁱ	−0.33 (15)

Symmetry codes: (i) −x+2, y, −z+1/2; (ii) −x+3/2, −y+3/2, −z.

Experimental details

Crystal data
Chemical formula	[Cu(C₈F₄O₄)(C₅H₅N)₃]
M_r	536.92
Crystal system, space group	Monoclinic, C2/c
Temperature (K)	273
a, b, c (Å)	15.3579 (8), 8.7652 (5), 16.6050 (9)
β (°)	100.241 (3)
V (Å³)	2199.7 (2)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	1.06
Crystal size (mm)	0.15 × 0.10 × 0.06

Data collection
Diffractometer	Bruker SMART APEXII CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.857, 0.939
No. of measured, independent and observed [I > 2σ(I)] reflections	10049, 1950, 1857
R_int	0.022
(sin θ/λ)_max (Å⁻¹)	0.596

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.025, 0.071, 1.09
No. of reflections	1950
No. of parameters	160
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.29, −0.32

Computer programs: APEX2 (Bruker, 2007), SAINT (Bruker, 2007), SIR97 (Altomare et al., 1999), SHELXL97 (Sheldrick, 2008), PLATON (Spek, 2003).

Selected geometric parameters (Å, º) top

Cu1—N1	2.0236 (16)	Cu1—N2	2.073 (2)
Cu1—O1	2.0609 (12)

N1—Cu1—N1ⁱ	174.71 (9)	O1—Cu1—O1ⁱ	111.11 (8)
N1—Cu1—O1	91.84 (6)	N1—Cu1—N2	92.64 (4)
N1—Cu1—O1ⁱ	85.17 (6)	O1—Cu1—N2	124.45 (4)

Symmetry code: (i) −x+2, y, −z+1/2.

Acknowledgements

This work was supported by the Center for Analysis and Testing of Jiangnan University and the Research Institute of Elemento–Organic Chemistry of Taishan College.

References

Altomare, A., Burla, M. C., Camalli, M., Cascarano, G. L., Giacovazzo, C., Guagliardi, A., Moliterni, A. G. G., Polidori, G. & Spagna, R. (1999). J. Appl. Cryst. 32, 115–119. Web of Science CrossRef CAS IUCr Journals Google Scholar
Baeg, J. Y. & Lee, S. W. (2003). Inorg. Chem. Commun. 6, 313–316. Web of Science CSD CrossRef CAS Google Scholar
Baruah, A. M., Karmakar, A. & Baruah, J. B. (2007). Polyhedron, 26, 4479–4488. Web of Science CSD CrossRef CAS Google Scholar
Bastin, L., Bárcia, P. S., Hurtado, E. J., Silva, J. A. C., Rodrigues, A. E. & Chen, B. (2008). J. Phys. Chem. C, 112, 1575–1581. Web of Science CrossRef CAS Google Scholar
Bruker (2007). APEX2 and SAINT. Bruker AXS inc., Madison, Wisconsin, USA. Google Scholar
Cheng, J. K., Yin, P. X., Li, Z. J., Qin, Y. Y. & Yao, Y. G. (2007). Inorg. Chem. Commun. 10, 808–810. Web of Science CSD CrossRef CAS Google Scholar
Eddaoudi, M., Li, H. L. & Yaghi, O. M. (2000). J. Am. Chem. Soc. 122, 1391–1397. Web of Science CrossRef CAS Google Scholar
Gould, S. L., Tranchemontagne, D., Yaghi, O. M. & Garcia-Garibay, M. A. (2008). J. Am. Chem. Soc. 130, 3246–3247. Web of Science CrossRef PubMed CAS Google Scholar
Reineke, T. M., Eddaoudi, M., O'Keeffe, M. & Yaghi, O. M. (1999). Angew. Chem. Int. Ed. 38, 2590–2594. CrossRef CAS Google Scholar
Sheldrick, G. M. (1996). 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
Spek, A. L. (2003). J. Appl. Cryst. 36, 7–13. Web of Science CrossRef CAS IUCr Journals Google Scholar
Stephenson, M. D. & Hardie, M. J. (2006). Cryst. Growth Des. 6, 423–432. Web of Science CSD CrossRef CAS Google Scholar
Yuan, J. X., Xiao, H. P. & Hu, M. L. (2004). Z. Kristallogr. New Cryst. Struct. 219, 224–226. CAS Google Scholar
Zhang, L., Wang, Q. & Liu, Y. C. (2007). J. Phys. Chem. B, 111, 4291–4295. Web of Science CrossRef PubMed CAS Google Scholar
Zheng, C.-G., Hong, J.-Q., Zhang, J. & Wang, C. (2008). Acta Cryst. E64, m879. Web of Science CSD CrossRef IUCr Journals Google Scholar

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