catena-Poly[[bis­(pyridine-κN)zinc(II)]-μ-benzene-1,4-dicarboxyl­ato-κ2O1:O4]

Wang, L.-F.; Li, C.-Q.; Qiu, W.-G.; He, H.

doi:10.1107/S1600536810022385

metal-organic compounds

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ISSN: 2056-9890

Volume 66| Part 7| July 2010| Page m829

doi:10.1107/S1600536810022385

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catena-Poly[[bis(pyridine-κN)zinc(II)]-μ-benzene-1,4-dicarboxylato-κ²O¹:O⁴]

Li-Fen Wang,^a Chuan-Qiang Li,^a Wen-Ge Qiu ^a and Hong He ^a ^*

^aCollege of Environmental and Energy Engineering, Beijing University of Technology, Beijing 100124, People's Republic of China
^*Correspondence e-mail: hehong@bjut.edu.cn

(Received 14 May 2010; accepted 11 June 2010; online 23 June 2010)

In the title coordination polymer, [Zn(C₈H₄O₄)(C₅H₅N)₂]_n, the Zn^II atom, located on a twofold rotation axis, is tetracoordinated by two monodentate O atoms from two different carboxylate groups and two pyridyl N atoms, forming a distorted tetrahedral geometry. The Zn^II atoms are bridged by terephthalate ligands, generating an infinite zigzag chain along [101].

Related literature

For related structures, see: Li et al. (2007 ); Mori et al. (2004 ).

Experimental

Crystal data

[Zn(C₈H₄O₄)(C₅H₅N)₂]
M_r = 387.68
Monoclinic, C 2/c
a = 20.054 (8) Å
b = 6.299 (2) Å
c = 14.761 (6) Å
β = 111.500 (6)°
V = 1734.9 (11) Å³
Z = 4
Mo Kα radiation
μ = 1.44 mm⁻¹
T = 173 K
0.24 × 0.20 × 0.15 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: numerical (SADABS; Bruker, 1998 ) T_min = 0.724, T_max = 0.813
7306 measured reflections
1975 independent reflections
1915 reflections with I > 2σ(I)
R_int = 0.039

Refinement

R[F² > 2σ(F²)] = 0.036
wR(F²) = 0.082
S = 1.03
1975 reflections
114 parameters
H-atom parameters constrained
Δρ_max = 0.35 e Å⁻³
Δρ_min = −0.22 e Å⁻³

Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Supporting information

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810022385/is2548sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536810022385/is2548Isup2.hkl

checkCIF report

Comment top

A great number of the crystal structures of one-dimensional chain complexes have been extensively investigated (Li et al. 2007; Mori et al. 2004), in most of which interchain hydrogen bonds or π–π interactions connect the chains to produce two-dimensional or three-dimensional structures. Here, we report the synthesis and crystal structure of a new one-dimensional zigzag coordination polymer.

In the title coordination polymer, each Zn(II) atom is four-coordinated. The coordination environment around the Zn(II) ions represents a slightly distorted tetrahedral geometry with two pyridyl N and two monodentate O atoms from two different carboxylates. The Zn centers are interconnected by terephthalate ligands to form an infinite zigzag chain. The Zn—O bond distance between Zn(II) and carboxylate O atom is 1.9622 (18) Å, and the Zn—N bond distance between Zn(II) and the N atom of the pyridine is 2.038 (2) Å.

Related literature top

For related structures, see: Li et al. (2007); Mori et al. (2004).

Experimental top

A solution containing a 2:1 molar ratio of 1,4-benzenedicarboxylic acid (0.022 g) and zinc nitrate hexahydrate (0.041 g) in a mixture of pyridine (2 ml) and N,N-dimethylformamide (2 ml) was sealed in a 5 ml transparent vitreous reactor and kept at 343 K for 5 days, and then cooled to room temperature. The mixture was filtered and colorless crystals suitable for the X-ray investigation were collected.

Computing details top

Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT (Bruker, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

	Fig. 1. A view of the molecular structure of the title compound, with displacement ellipsoids drawn at the 30% probability level. Hydrogen atoms have been omitted for clarity.
	Fig. 2. An illustration of the zigzag chain formed by bridging terephthalate ligands. H atoms have been omitted.

catena-Poly[[bis(pyridine-κN)zinc(II)]-µ- benzene-1,4-dicarboxylato-κ²O¹:O⁴] top

Crystal data top

[Zn(C₈H₄O₄)(C₅H₅N)₂]	F(000) = 792
M_r = 387.68	D_x = 1.484 Mg m⁻³
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 968 reflections
a = 20.054 (8) Å	θ = 2.2–27.5°
b = 6.299 (2) Å	µ = 1.44 mm⁻¹
c = 14.761 (6) Å	T = 173 K
β = 111.500 (6)°	Block, colorless
V = 1734.9 (11) Å³	0.24 × 0.20 × 0.15 mm
Z = 4

Data collection top

Bruker SMART CCD area-detector diffractometer	1975 independent reflections
Radiation source: sealed tube	1915 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.039
ω scans	θ_max = 27.5°, θ_min = 3.0°
Absorption correction: numerical (SADABS; Bruker, 1998)	h = −26→19
T_min = 0.724, T_max = 0.813	k = −8→8
7306 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)] = 0.036	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.082	H-atom parameters constrained
S = 1.03	w = 1/[σ²(F_o²) + (0.030P)² + 3.5P] where P = (F_o² + 2F_c²)/3
1975 reflections	(Δ/σ)_max < 0.001
114 parameters	Δρ_max = 0.35 e Å⁻³
0 restraints	Δρ_min = −0.22 e Å⁻³

Crystal data top

[Zn(C₈H₄O₄)(C₅H₅N)₂]	V = 1734.9 (11) Å³
M_r = 387.68	Z = 4
Monoclinic, C2/c	Mo Kα radiation
a = 20.054 (8) Å	µ = 1.44 mm⁻¹
b = 6.299 (2) Å	T = 173 K
c = 14.761 (6) Å	0.24 × 0.20 × 0.15 mm
β = 111.500 (6)°

Data collection top

Bruker SMART CCD area-detector diffractometer	1975 independent reflections
Absorption correction: numerical (SADABS; Bruker, 1998)	1915 reflections with I > 2σ(I)
T_min = 0.724, T_max = 0.813	R_int = 0.039
7306 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.036	0 restraints
wR(F²) = 0.082	H-atom parameters constrained
S = 1.03	Δρ_max = 0.35 e Å⁻³
1975 reflections	Δρ_min = −0.22 e Å⁻³
114 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 > 2 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
Zn1	0.0000	0.39350 (5)	0.2500	0.02669 (12)
O1	0.07418 (8)	0.5959 (2)	0.32459 (12)	0.0340 (4)
O2	0.12091 (8)	0.3122 (3)	0.41504 (13)	0.0409 (4)
N1	0.04941 (9)	0.1981 (3)	0.18419 (13)	0.0300 (4)
C1	0.18900 (10)	0.6311 (3)	0.44879 (15)	0.0245 (4)
C2	0.24474 (11)	0.5421 (3)	0.52709 (15)	0.0271 (4)
H2	0.2410	0.3996	0.5457	0.032*
C3	0.19468 (11)	0.8406 (3)	0.42210 (15)	0.0265 (4)
H3	0.1570	0.9028	0.3691	0.032*
C4	0.12371 (11)	0.5003 (3)	0.39400 (15)	0.0271 (4)
C5	0.02091 (13)	0.0111 (4)	0.14623 (17)	0.0343 (5)
H5	−0.0249	−0.0258	0.1465	0.041*
C6	0.05508 (15)	−0.1297 (4)	0.10692 (19)	0.0456 (6)
H6	0.0332	−0.2612	0.0809	0.055*
C7	0.12141 (17)	−0.0777 (5)	0.1057 (2)	0.0539 (8)
H7	0.1460	−0.1720	0.0784	0.065*
C8	0.15136 (16)	0.1135 (5)	0.1447 (2)	0.0543 (8)
H8	0.1971	0.1532	0.1447	0.065*
C9	0.11451 (13)	0.2473 (4)	0.18390 (19)	0.0411 (6)
H9	0.1359	0.3783	0.2115	0.049*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Zn1	0.01866 (18)	0.02270 (19)	0.0321 (2)	0.000	0.00149 (14)	0.000
O1	0.0219 (7)	0.0257 (8)	0.0404 (9)	−0.0005 (6)	−0.0049 (6)	0.0005 (7)
O2	0.0300 (8)	0.0289 (9)	0.0483 (10)	−0.0076 (7)	−0.0041 (7)	0.0063 (7)
N1	0.0251 (9)	0.0318 (10)	0.0317 (10)	0.0023 (7)	0.0087 (7)	0.0032 (8)
C1	0.0182 (9)	0.0249 (10)	0.0265 (10)	−0.0011 (7)	0.0036 (8)	−0.0023 (8)
C2	0.0231 (10)	0.0205 (9)	0.0318 (11)	0.0005 (8)	0.0033 (8)	0.0014 (8)
C3	0.0190 (9)	0.0270 (10)	0.0274 (10)	0.0024 (8)	0.0011 (8)	0.0021 (8)
C4	0.0200 (10)	0.0258 (11)	0.0299 (11)	−0.0003 (8)	0.0025 (8)	−0.0010 (9)
C5	0.0328 (12)	0.0342 (12)	0.0334 (12)	0.0020 (9)	0.0090 (10)	−0.0010 (10)
C6	0.0526 (16)	0.0428 (15)	0.0383 (13)	0.0090 (12)	0.0131 (12)	−0.0037 (11)
C7	0.0598 (19)	0.063 (2)	0.0457 (16)	0.0222 (15)	0.0280 (14)	0.0043 (14)
C8	0.0421 (15)	0.075 (2)	0.0576 (18)	0.0072 (14)	0.0328 (14)	0.0088 (16)
C9	0.0349 (13)	0.0465 (15)	0.0450 (14)	−0.0031 (11)	0.0185 (11)	0.0069 (12)

Geometric parameters (Å, º) top

Zn1—O1	1.9621 (15)	C3—C2ⁱ	1.384 (3)
Zn1—N1	2.0363 (19)	C3—H3	0.9500
O1—C4	1.286 (2)	C5—C6	1.372 (3)
O2—C4	1.231 (3)	C5—H5	0.9500
N1—C5	1.339 (3)	C6—C7	1.377 (4)
N1—C9	1.343 (3)	C6—H6	0.9500
C1—C3	1.394 (3)	C7—C8	1.374 (4)
C1—C2	1.397 (3)	C7—H7	0.9500
C1—C4	1.507 (3)	C8—C9	1.380 (4)
C2—C3ⁱ	1.384 (3)	C8—H8	0.9500
C2—H2	0.9500	C9—H9	0.9500

O1—Zn1—O1ⁱⁱ	98.96 (9)	O2—C4—O1	123.93 (19)
O1—Zn1—N1ⁱⁱ	121.77 (8)	O2—C4—C1	120.10 (18)
O1—Zn1—N1	105.02 (8)	O1—C4—C1	115.94 (18)
O1ⁱⁱ—Zn1—N1	121.77 (8)	N1—C5—C6	122.9 (2)
N1ⁱⁱ—Zn1—N1	105.60 (11)	N1—C5—H5	118.6
C4—O1—Zn1	110.39 (13)	C6—C5—H5	118.6
C5—N1—C9	117.9 (2)	C5—C6—C7	119.1 (3)
C5—N1—Zn1	121.59 (15)	C5—C6—H6	120.4
C9—N1—Zn1	120.36 (17)	C7—C6—H6	120.4
C3—C1—C2	119.33 (19)	C8—C7—C6	118.6 (3)
C3—C1—C4	120.72 (18)	C8—C7—H7	120.7
C2—C1—C4	119.95 (19)	C6—C7—H7	120.7
C3ⁱ—C2—C1	120.8 (2)	C7—C8—C9	119.5 (3)
C3ⁱ—C2—H2	119.6	C7—C8—H8	120.3
C1—C2—H2	119.6	C9—C8—H8	120.3
C2ⁱ—C3—C1	119.91 (19)	N1—C9—C8	122.1 (3)
C2ⁱ—C3—H3	120.0	N1—C9—H9	119.0
C1—C3—H3	120.0	C8—C9—H9	119.0

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

Experimental details

Crystal data
Chemical formula	[Zn(C₈H₄O₄)(C₅H₅N)₂]
M_r	387.68
Crystal system, space group	Monoclinic, C2/c
Temperature (K)	173
a, b, c (Å)	20.054 (8), 6.299 (2), 14.761 (6)
β (°)	111.500 (6)
V (Å³)	1734.9 (11)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	1.44
Crystal size (mm)	0.24 × 0.20 × 0.15

Data collection
Diffractometer	Bruker SMART CCD area-detector diffractometer
Absorption correction	Numerical (SADABS; Bruker, 1998)
T_min, T_max	0.724, 0.813
No. of measured, independent and observed [I > 2σ(I)] reflections	7306, 1975, 1915
R_int	0.039
(sin θ/λ)_max (Å⁻¹)	0.649

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.036, 0.082, 1.03
No. of reflections	1975
No. of parameters	114
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.35, −0.22

Computer programs: SMART (Bruker, 1998), SAINT (Bruker, 1998), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Acknowledgements

This work was supported by the National High Technology Research and Development Program ("863" Program) of China (No. 2009AA063201).

References

Bruker (1998). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
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