catena-Poly[[diaquazinc(II)]-μ-trans-4,4'-diazenediyldibenzoato-κO,O':O'',O'''].

The title compound, [Zn(C(14)H(8)N(2)O(4))(H(2)O)(2)](n), consists of zigzag chains of Zn atoms bridged by azobenzene-4,4'-dicarboxyl-ate ligands. The Zn(II) atom, lying on a twofold rotation axis, is coordinated by four O atoms from the carboxyl-ate groups and two water mol-ecules, giving rise to a considerably distorted octa-hedral coordination envionment. The ligand lies on an inversion center. In the crystal structure, π-π inter-actions between the ligands [inter-planar distance = 3.527 (3) Å] assemble the chains into a sheet-like structure. O-H⋯O hydrogen bonds between the coordinated water mol-ecules and carboxyl-ate O atoms connect the sheets into a three-dimensional network.

Related literature

For related structures, see: Chen et al. (2008 ▶); Bai et al. (2008 ▶); Mukherjee et al. (2004 ▶); Reineke et al. (2000 ▶).

Experimental

Crystal data

[Zn(C14H8N2O4)(H2O)2]

M = 369.63

Monoclinic,

a = 22.392 (5) Å

b = 4.9308 (10) Å

c = 12.185 (2) Å

β = 90.30 (3)°

V = 1345.3 (5) Å3

Z = 4

Mo Kα radiation

μ = 1.86 mm−1

T = 293 K

0.14 × 0.09 × 0.08 mm

Data collection

Rigaku R-AXIS RAPID diffractometer

Absorption correction: multi-scan (ABSCOR; Higashi, 1995 ▶) T min = 0.781, T max = 0.865

6205 measured reflections

1532 independent reflections

1194 reflections with I > 2σ(I)

R int = 0.043

Refinement

R[F 2 > 2σ(F 2)] = 0.044

wR(F 2) = 0.109

S = 1.04

1532 reflections

110 parameters

8 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 1.37 e Å−3

Δρmin = −0.89 e Å−3

Data collection: PROCESS-AUTO (Rigaku, 1998 ▶); cell refinement: PROCESS-AUTO; data reduction: PROCESS-AUTO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: Mercury (Macrae et al., 2006 ▶); software used to prepare material for publication: publCIF (Westrip, 2009 ▶).

Crystal structure: contains datablocks I, New_Global_Publ_Block. DOI: 10.1107/S1600536809012604/hy2186sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809012604/hy2186Isup2.hkl

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

[Zn(C14H8N2O4)(H2O)2]	F(000) = 752
Mr = 369.63	Dx = 1.825 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 1194 reflections
a = 22.392 (5) Å	θ = 3.3–27.5°
b = 4.9308 (10) Å	µ = 1.86 mm−1
c = 12.185 (2) Å	T = 293 K
β = 90.30 (3)°	Needle, orange
V = 1345.3 (5) Å3	0.14 × 0.09 × 0.08 mm
Z = 4

Rigaku R-AXIS RAPID diffractometer	1532 independent reflections
Radiation source: rotating anode	1194 reflections with I > 2σ(I)
graphite	Rint = 0.043
ω scans	θmax = 27.5°, θmin = 3.3°
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	h = −28→28
Tmin = 0.781, Tmax = 0.865	k = −6→6
6205 measured reflections	l = −14→15

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)] = 0.044	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.109	H atoms treated by a mixture of independent and constrained refinement
S = 1.04	w = 1/[σ2(Fo2) + (0.0399P)2 + 7.8756P] where P = (Fo2 + 2Fc2)/3
1532 reflections	(Δ/σ)max < 0.001
110 parameters	Δρmax = 1.37 e Å−3
8 restraints	Δρmin = −0.89 e Å−3

	x	y	z	Uiso*/Ueq
Zn1	0.0000	0.08046 (11)	0.7500	0.0287 (2)
O1	0.06809 (11)	0.3407 (5)	0.7428 (2)	0.0270 (6)
O2	0.04382 (12)	0.2669 (5)	0.5705 (2)	0.0343 (6)
C1	0.07463 (15)	0.3874 (7)	0.6402 (3)	0.0233 (7)
O3	−0.03292 (14)	−0.2000 (5)	0.6496 (2)	0.0364 (7)
H3A	−0.0458	−0.3274	0.6857	0.055*
C2	0.12028 (14)	0.5963 (7)	0.6090 (3)	0.0229 (7)
C6	0.16404 (19)	0.9039 (8)	0.4779 (4)	0.0401 (10)
H6	0.1651	0.9768	0.4075	0.048*
C5	0.20375 (18)	0.9943 (8)	0.5579 (4)	0.0399 (7)
C7	0.12236 (18)	0.7023 (8)	0.5038 (3)	0.0332 (8)
H7	0.0960	0.6394	0.4503	0.040*
C3	0.16064 (17)	0.6897 (8)	0.6873 (3)	0.0323 (8)
H3	0.1599	0.6179	0.7578	0.039*
C4	0.20196 (18)	0.8879 (8)	0.6617 (4)	0.0399 (10)
H4	0.2286	0.9492	0.7150	0.048*
H3B	−0.037 (2)	−0.207 (12)	0.584 (5)	0.068 (18)*
N1	0.25044 (16)	1.2046 (7)	0.5460 (3)	0.0415 (7)

	U11	U22	U33	U12	U13	U23
Zn1	0.0257 (3)	0.0176 (3)	0.0429 (4)	0.000	0.0010 (2)	0.000
O1	0.0319 (14)	0.0247 (12)	0.0244 (13)	−0.0017 (10)	0.0061 (10)	0.0034 (10)
O2	0.0348 (15)	0.0331 (14)	0.0351 (15)	−0.0108 (12)	0.0020 (12)	−0.0059 (12)
C1	0.0230 (16)	0.0196 (16)	0.0274 (18)	0.0033 (13)	0.0045 (13)	−0.0015 (14)
O3	0.059 (2)	0.0231 (13)	0.0273 (16)	−0.0099 (13)	0.0025 (14)	0.0009 (11)
C2	0.0223 (16)	0.0206 (15)	0.0258 (17)	−0.0011 (13)	0.0080 (13)	−0.0001 (14)
C6	0.045 (2)	0.035 (2)	0.041 (2)	0.0047 (19)	0.0167 (19)	0.0171 (19)
C5	0.0342 (15)	0.0342 (15)	0.0513 (18)	0.0033 (13)	0.0110 (14)	0.0006 (14)
C7	0.038 (2)	0.034 (2)	0.028 (2)	−0.0023 (17)	0.0022 (16)	0.0028 (16)
C3	0.0288 (19)	0.0323 (19)	0.036 (2)	−0.0057 (15)	0.0039 (16)	−0.0006 (17)
C4	0.0274 (19)	0.037 (2)	0.056 (3)	−0.0095 (17)	0.0043 (18)	−0.0082 (19)
N1	0.0368 (15)	0.0375 (15)	0.0505 (17)	0.0050 (13)	0.0094 (14)	0.0012 (13)

Zn1—O3	1.985 (3)	C2—C3	1.389 (5)
Zn1—O3i	1.985 (3)	C6—C5	1.389 (6)
Zn1—O2	2.572 (2)	C6—C7	1.401 (5)
Zn1—O1	1.995 (2)	C6—H6	0.9300
Zn1—O1i	1.995 (2)	C5—C4	1.371 (6)
O1—C1	1.280 (4)	C5—N1	1.480 (5)
O2—C1	1.243 (4)	C7—H7	0.9300
C1—C2	1.501 (5)	C3—C4	1.383 (5)
O3—H3A	0.8200	C3—H3	0.9300
O3—H3B	0.81 (6)	C4—H4	0.9300
C2—C7	1.385 (5)	N1—N1ii	1.207 (7)
O3—Zn1—O3i	91.71 (17)	C5—C6—C7	119.6 (4)
O3—Zn1—O1	134.60 (11)	C5—C6—H6	120.2
O3i—Zn1—O1	101.17 (12)	C7—C6—H6	120.2
O3—Zn1—O1i	101.17 (12)	C4—C5—C6	120.2 (4)
O3i—Zn1—O1i	134.60 (11)	C4—C5—N1	112.5 (4)
O1—Zn1—O1i	99.95 (15)	C6—C5—N1	127.3 (4)
C1—O1—Zn1	104.5 (2)	C2—C7—C6	120.2 (4)
C1—O2—Zn1	78.6 (2)	C2—C7—H7	119.9
O2—C1—O1	121.0 (3)	C6—C7—H7	119.9
O2—C1—C2	122.1 (3)	C4—C3—C2	120.9 (4)
O1—C1—C2	116.9 (3)	C4—C3—H3	119.6
Zn1—O3—H3A	109.5	C2—C3—H3	119.6
Zn1—O3—H3B	133 (4)	C5—C4—C3	120.1 (4)
H3A—O3—H3B	117.4	C5—C4—H4	120.0
C7—C2—C3	119.0 (3)	C3—C4—H4	120.0
C7—C2—C1	121.3 (3)	N1ii—N1—C5	110.0 (5)
C3—C2—C1	119.7 (3)
O3—Zn1—O1—C1	28.2 (3)	C3—C2—C7—C6	−1.1 (6)
O3i—Zn1—O1—C1	131.9 (2)	C1—C2—C7—C6	177.8 (3)
O1i—Zn1—O1—C1	−88.5 (2)	C5—C6—C7—C2	0.8 (6)
Zn1—O1—C1—O2	−3.7 (4)	C7—C2—C3—C4	0.8 (6)
Zn1—O1—C1—C2	175.3 (2)	C1—C2—C3—C4	−178.0 (3)
O2—C1—C2—C7	12.6 (5)	C6—C5—C4—C3	0.1 (6)
O1—C1—C2—C7	−166.5 (3)	N1—C5—C4—C3	179.6 (4)
O2—C1—C2—C3	−168.6 (3)	C2—C3—C4—C5	−0.4 (6)
O1—C1—C2—C3	12.3 (5)	C4—C5—N1—N1ii	−178.8 (4)
C7—C6—C5—C4	−0.3 (6)	C6—C5—N1—N1ii	0.7 (7)
C7—C6—C5—N1	−179.8 (4)

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3A···O1iii	0.82	1.92	2.735 (4)	171
O3—H3B···O2iv	0.81 (6)	1.91 (6)	2.712 (4)	173 (6)

Table 1

Selected bond lengths (Å)

Zn1—O3	1.985 (3)
Zn1—O2	2.572 (2)
Zn1—O1	1.995 (2)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3—H3A⋯O1i	0.82	1.92	2.735 (4)	171
O3—H3B⋯O2ii	0.81 (6)	1.91 (6)	2.712 (4)	173 (6)

Symmetry codes: (i) ; (ii) .