catena-Poly[[[bis-(4-methyl-benzoato-κO,O')zinc(II)]-μ-4,4'-bipyridine-κN:N'] tetra-hydrate].

The asymmetric unit of the title compound, {[Zn(C(7)H(7)O(2))(2)(C(10)H(8)N(2))]·4H(2)O}(n), contains a highly distorted octa-hedral Zn(II) metal center strongly coordinated by two N atoms of two 4,4'-bipyridine (4,4'-bipy) ligands and chelated by two 4-methyl-benzoate anions. The crystallographic inversion center and glide plane present at the center of the C-C single bond of 4,4'-bipy, along with the cis coordination motif of the 4,4'-bipy, lead to one-dimensional zigzag chains. There are a large number of water mol-ecules in the crystal structure, which also form one-dimensional chains through O-H⋯O hydrogen bonds.

Related literature

For inorganic–organic hybrid frameworks containing d-block transition metal ions and pyridyl ligands, see: Batten & Robson (1998 ▶); Horikoshi & Mochida (2006 ▶); Fujita et al. (1994 ▶); Luan et al. (2005 ▶); Tao et al. (2002 ▶).

Experimental

Crystal data

[Zn(C7H7O2)2(C10n class="Species">H8N2)]·4H2O

M = 563.89

Monoclinic,

a = 12.024 (5) Å

b = 18.803 (8) Å

c = 12.283 (5) Å

β = 98.063 (6)°

V = 2750 (2) Å3

Z = 4

Mo Kα radiation

μ = 0.94 mm−1

T = 298 K

0.25 × 0.23 × 0.22 mm

Data collection

Bruker SMART APEX area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 2003 ▶) T min = 0.799, T max = 0.820

9512 measured reflections

2439 independent reflections

2306 reflections with I > 2σ(I)

R int = 0.065

Refinement

R[F 2 > 2σ(F 2)] = 0.042

wR(F 2) = 0.119

S = 0.90

2439 reflections

169 parameters

H-atom parameters constrained

Δρmax = 0.41 e Å−3

Δρmin = −0.36 e Å−3

Data collection: SMART (Bruker, 2003 ▶); cell refinement: SAINT-Plus (Bruker, 2003 ▶); data reduction: SAINT-Plus; 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.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809005571/ez2143sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809005571/ez2143Isup2.hkl

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

[Zn(C7H7O2)2(C10H8N2)]·4H2O	F(000) = 1176
Mr = 563.89	Dx = 1.362 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 921 reflections
a = 12.024 (5) Å	θ = 2.7–28.1°
b = 18.803 (8) Å	µ = 0.94 mm−1
c = 12.283 (5) Å	T = 298 K
β = 98.063 (6)°	Block, yellow
V = 2750 (2) Å3	0.25 × 0.23 × 0.22 mm
Z = 4

Bruker APEX area-detector diffractometer	2439 independent reflections
Radiation source: fine-focus sealed tube	2306 reflections with I > 2σ(I)
graphite	Rint = 0.065
φ and ω scans	θmax = 25.0°, θmin = 2.0°
Absorption correction: multi-scan (SADABS; Sheldrick, 2003)	h = −14→14
Tmin = 0.799, Tmax = 0.820	k = −22→22
9512 measured reflections	l = −14→14

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)] = 0.042	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.119	H-atom parameters constrained
S = 0.90	w = 1/[σ2(Fo2) + (0.0704P)2 + 5.1543P] where P = (Fo2 + 2Fc2)/3
2439 reflections	(Δ/σ)max < 0.001
169 parameters	Δρmax = 0.41 e Å−3
0 restraints	Δρmin = −0.36 e Å−3

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.

	x	y	z	Uiso*/Ueq	Occ. (<1)
Zn1	0.0000	0.07933 (2)	0.2500	0.04633 (19)
O1	0.1310 (2)	0.06512 (15)	0.3876 (2)	0.0757 (7)
O2	0.1328 (2)	−0.00574 (12)	0.2496 (2)	0.0744 (6)
N1	0.0873 (2)	0.14583 (12)	0.15842 (18)	0.0468 (5)
C1	0.1739 (3)	0.01398 (17)	0.3444 (3)	0.0587 (8)
C2	0.2720 (2)	−0.02359 (15)	0.4060 (3)	0.0529 (7)
C3	0.2954 (3)	−0.01735 (18)	0.5189 (3)	0.0658 (8)
H3	0.2522	0.0127	0.5560	0.079*
C4	0.3823 (3)	−0.0552 (2)	0.5773 (3)	0.0734 (10)
H4	0.3961	−0.0507	0.6534	0.088*
C5	0.4488 (3)	−0.09957 (19)	0.5252 (3)	0.0695 (9)
C6	0.5420 (4)	−0.1422 (3)	0.5892 (4)	0.1006 (15)
H6A	0.5905	−0.1603	0.5399	0.151*
H6B	0.5105	−0.1811	0.6252	0.151*
H6C	0.5844	−0.1123	0.6432	0.151*
C7	0.4265 (3)	−0.1047 (2)	0.4118 (4)	0.0744 (10)
H7	0.4717	−0.1335	0.3748	0.089*
C8	0.3386 (3)	−0.06778 (18)	0.3519 (3)	0.0636 (8)
H8	0.3244	−0.0727	0.2759	0.076*
C9	0.1610 (3)	0.19327 (18)	0.2051 (2)	0.0670 (9)
H9	0.1695	0.1984	0.2811	0.080*
C10	0.2254 (3)	0.23496 (18)	0.1467 (2)	0.0650 (9)
H10	0.2751	0.2678	0.1831	0.078*
C11	0.2161 (2)	0.22802 (13)	0.0331 (2)	0.0436 (6)
C12	0.1406 (3)	0.17860 (16)	−0.0138 (2)	0.0528 (7)
H12	0.1312	0.1717	−0.0896	0.063*
C13	0.0785 (3)	0.13905 (17)	0.0500 (2)	0.0542 (7)
H13	0.0280	0.1059	0.0155	0.065*
O3	0.0969 (2)	0.14890 (13)	0.70161 (19)	0.0729 (7)
H3A	0.1086	0.1050	0.7156	0.088*
H3B	0.1308	0.1602	0.6479	0.088*	0.50
H3C	0.0269	0.1566	0.6855	0.088*	0.50
O4	0.2054 (4)	0.1867 (2)	0.5310 (4)	0.1517 (19)
H4A	0.1876	0.1557	0.4813	0.182*
H4B	0.2322	0.2228	0.5021	0.182*	0.50
H4C	0.1485	0.1983	0.5610	0.182*	0.50

	U11	U22	U33	U12	U13	U23
Zn1	0.0510 (3)	0.0440 (3)	0.0457 (3)	0.000	0.01289 (19)	0.000
O1	0.0696 (15)	0.0948 (17)	0.0643 (12)	0.0361 (14)	0.0153 (9)	0.0181 (11)
O2	0.0714 (15)	0.0537 (12)	0.0922 (16)	0.0085 (9)	−0.0095 (13)	0.0086 (10)
N1	0.0511 (13)	0.0467 (12)	0.0435 (12)	−0.0026 (10)	0.0095 (10)	0.0015 (9)
C1	0.0548 (18)	0.0560 (17)	0.069 (2)	0.0016 (14)	0.0215 (15)	0.0166 (15)
C2	0.0486 (16)	0.0478 (15)	0.0642 (18)	0.0014 (12)	0.0150 (13)	0.0029 (13)
C3	0.075 (2)	0.0558 (17)	0.067 (2)	0.0092 (16)	0.0112 (16)	−0.0018 (15)
C4	0.082 (3)	0.0650 (19)	0.069 (2)	0.0048 (19)	−0.0048 (18)	0.0014 (17)
C5	0.0543 (19)	0.0577 (18)	0.093 (3)	0.0000 (15)	−0.0008 (18)	0.0053 (18)
C6	0.074 (3)	0.087 (3)	0.134 (4)	0.015 (2)	−0.008 (3)	0.015 (3)
C7	0.058 (2)	0.062 (2)	0.107 (3)	0.0102 (16)	0.0253 (19)	−0.005 (2)
C8	0.062 (2)	0.0624 (18)	0.069 (2)	0.0046 (15)	0.0179 (16)	−0.0025 (15)
C9	0.093 (3)	0.070 (2)	0.0378 (14)	−0.0261 (18)	0.0110 (15)	−0.0016 (14)
C10	0.086 (2)	0.0665 (19)	0.0415 (15)	−0.0329 (17)	0.0068 (14)	−0.0032 (13)
C11	0.0483 (14)	0.0419 (13)	0.0410 (13)	0.0010 (11)	0.0071 (11)	0.0014 (10)
C12	0.0562 (17)	0.0639 (17)	0.0387 (13)	−0.0126 (14)	0.0082 (12)	−0.0048 (12)
C13	0.0552 (17)	0.0625 (17)	0.0465 (15)	−0.0146 (14)	0.0122 (12)	−0.0072 (13)
O3	0.0812 (17)	0.0674 (14)	0.0682 (15)	0.0017 (12)	0.0035 (12)	0.0014 (11)
O4	0.194 (4)	0.105 (3)	0.183 (4)	−0.051 (3)	0.121 (4)	−0.034 (3)

Zn1—N1i	2.064 (2)	C6—H6A	0.9600
Zn1—N1	2.064 (2)	C6—H6B	0.9600
Zn1—O1	2.159 (3)	C6—H6C	0.9600
Zn1—O1i	2.159 (3)	C7—C8	1.386 (5)
Zn1—O2	2.261 (3)	C7—H7	0.9300
Zn1—O2i	2.261 (3)	C8—H8	0.9300
Zn1—C1i	2.559 (3)	C9—C10	1.372 (4)
Zn1—C1	2.559 (3)	C9—H9	0.9300
O1—C1	1.245 (4)	C10—C11	1.390 (4)
O2—C1	1.255 (4)	C10—H10	0.9300
N1—C9	1.330 (4)	C11—C12	1.369 (4)
N1—C13	1.328 (4)	C11—C11ii	1.481 (5)
C1—C2	1.487 (4)	C12—C13	1.374 (4)
C2—C8	1.386 (4)	C12—H12	0.9300
C2—C3	1.381 (5)	C13—H13	0.9300
C3—C4	1.379 (5)	O3—H3A	0.8501
C3—H3	0.9300	O3—H3B	0.8500
C4—C5	1.374 (6)	O3—H3C	0.8500
C4—H4	0.9300	O4—H4A	0.8500
C5—C7	1.385 (6)	O4—H4B	0.8501
C5—C6	1.506 (5)	O4—H4C	0.8501
N1i—Zn1—N1	105.44 (13)	C4—C3—C2	120.7 (3)
N1i—Zn1—O1	91.10 (10)	C4—C3—H3	119.6
N1—Zn1—O1	97.52 (10)	C2—C3—H3	119.6
N1i—Zn1—O1i	97.52 (10)	C5—C4—C3	121.3 (4)
N1—Zn1—O1i	91.10 (9)	C5—C4—H4	119.4
O1—Zn1—O1i	165.78 (15)	C3—C4—H4	119.4
N1i—Zn1—O2	147.44 (10)	C4—C5—C7	117.8 (3)
N1—Zn1—O2	90.82 (10)	C4—C5—C6	121.3 (4)
O1—Zn1—O2	58.40 (10)	C7—C5—C6	120.8 (4)
O1i—Zn1—O2	110.41 (10)	C5—C6—H6A	109.5
N1i—Zn1—O2i	90.82 (10)	C5—C6—H6B	109.5
N1—Zn1—O2i	147.44 (10)	H6A—C6—H6B	109.5
O1—Zn1—O2i	110.41 (10)	C5—C6—H6C	109.5
O1i—Zn1—O2i	58.40 (10)	H6A—C6—H6C	109.5
O2—Zn1—O2i	89.92 (14)	H6B—C6—H6C	109.5
N1i—Zn1—C1i	95.29 (10)	C8—C7—C5	121.6 (3)
N1—Zn1—C1i	119.32 (10)	C8—C7—H7	119.2
O1—Zn1—C1i	139.05 (12)	C5—C7—H7	119.2
O1i—Zn1—C1i	29.05 (10)	C7—C8—C2	119.7 (3)
O2—Zn1—C1i	101.07 (10)	C7—C8—H8	120.2
O2i—Zn1—C1i	29.36 (10)	C2—C8—H8	120.2
N1i—Zn1—C1	119.31 (10)	N1—C9—C10	123.3 (3)
N1—Zn1—C1	95.29 (10)	N1—C9—H9	118.4
O1—Zn1—C1	29.05 (10)	C10—C9—H9	118.4
O1i—Zn1—C1	139.05 (12)	C9—C10—C11	120.0 (3)
O2—Zn1—C1	29.36 (10)	C9—C10—H10	120.0
O2i—Zn1—C1	101.07 (10)	C11—C10—H10	120.0
C1i—Zn1—C1	122.60 (15)	C12—C11—C10	116.2 (3)
C1—O1—Zn1	93.6 (2)	C12—C11—C11ii	122.0 (3)
C1—O2—Zn1	88.6 (2)	C10—C11—C11ii	121.8 (3)
C9—N1—C13	116.8 (2)	C13—C12—C11	120.6 (3)
C9—N1—Zn1	122.06 (19)	C13—C12—H12	119.7
C13—N1—Zn1	120.93 (19)	C11—C12—H12	119.7
O1—C1—O2	119.4 (3)	N1—C13—C12	123.2 (3)
O1—C1—C2	119.8 (3)	N1—C13—H13	118.4
O2—C1—C2	120.8 (3)	C12—C13—H13	118.4
O1—C1—Zn1	57.36 (18)	H3A—O3—H3B	108.4
O2—C1—Zn1	62.03 (18)	H3A—O3—H3C	110.1
C2—C1—Zn1	176.3 (2)	H3B—O3—H3C	110.1
C8—C2—C3	118.8 (3)	H4A—O4—H4B	108.7
C8—C2—C1	120.7 (3)	H4A—O4—H4C	110.5
C3—C2—C1	120.4 (3)	H4B—O4—H4C	110.5

D—H···A	D—H	H···A	D···A	D—H···A
O4—H4B···O4iii	0.85	1.93	2.761 (7)	167
O3—H3A···O2iv	0.85	1.93	2.777 (4)	179

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O4—H4B⋯O4i	0.85	1.93	2.761 (7)	167
O3—H3A⋯O2ii	0.85	1.93	2.777 (4)	179

Symmetry codes: (i) ; (ii) .