Diaqua-dimethano-lbis[4-(1H-tetra-zol-1-yl)benzoato]zinc(II) dihydrate.

In the title compound, [Zn(C(8)H(5)N(4)O(2))(2)(CH(3)OH)(2)(H(2)O)(2)]·2H(2)O, the Zn(II) ion lies on an inversion centre and is coordinated by two O atoms from two 4-(tetra-zol-1-yl)benzoate ligands, two O atoms from two methanol mol-ecules and two O atoms from two water mol-ecules in a slightly distorted octa-hedral geometry. In addition, there are two uncoordinated water mol-ecules in the crystal structure. The crystal structure is stabilized by inter-molecular O-H⋯O hydrogen bonds.

Related literature

For related literature, see: Zou et al. (2005 ▶); Dinca et al. (2006 ▶); Li et al. (2007 ▶); Zhang & Du (2007 ▶).

Experimental

Crystal data

[Zn(C8H5N4O2)2(CH4O)2(H2O)2]·2H2O

M = 579.84

Monoclinic,

a = 13.220 (3) Å

b = 7.1551 (14) Å

c = 12.636 (3) Å

β = 90.24 (3)°

V = 1195.3 (4) Å3

Z = 2

Mo Kα radiation

μ = 1.10 mm−1

T = 293 (2) K

0.20 × 0.18 × 0.16 mm

Data collection

Bruker P4 diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 1998 ▶) T min = 0.810, T max = 0.844

12254 measured reflections

2746 independent reflections

2359 reflections with I > 2σ(I)

R int = 0.045

Refinement

R[F 2 > 2σ(F 2)] = 0.032

wR(F 2) = 0.076

S = 1.04

2746 reflections

188 parameters

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.29 e Å−3

Δρmin = −0.23 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.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808008490/at2552sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808008490/at2552Isup2.hkl

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

[Zn(C8H5N4O2)2(CH4O)2(H2O)2]·2H2O	F000 = 600
Mr = 579.84	Dx = 1.611 Mg m−3
Monoclinic, P21/c	Mo Kα radiation λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 11248 reflections
a = 13.220 (3) Å	θ = 3.1–27.6º
b = 7.1551 (14) Å	µ = 1.10 mm−1
c = 12.636 (3) Å	T = 293 (2) K
β = 90.24 (3)º	Block, colourless
V = 1195.3 (4) Å3	0.20 × 0.18 × 0.16 mm
Z = 2

Bruker P4 diffractometer	2746 independent reflections
Radiation source: fine-focus sealed tube	2359 reflections with I > 2σ(I)
Monochromator: graphite	Rint = 0.045
T = 293(2) K	θmax = 27.5º
ω scans	θmin = 3.1º
Absorption correction: multi-scan(SADABS; Bruker, 1998)	h = −17→17
Tmin = 0.810, Tmax = 0.844	k = −9→9
12254 measured reflections	l = −16→16

Refinement on F2	Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: full	H atoms treated by a mixture of independent and constrained refinement
R[F2 > 2σ(F2)] = 0.032	w = 1/[σ2(Fo2) + (0.0297P)2 + 0.5826P] where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.076	(Δ/σ)max = 0.001
S = 1.04	Δρmax = 0.29 e Å−3
2746 reflections	Δρmin = −0.23 e Å−3
188 parameters	Extinction correction: SHELXL97 (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0228 (12)
Secondary atom site location: difference Fourier map

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
Zn1	0.5000	0.0000	1.0000	0.02298 (11)
O1	0.63696 (9)	0.0452 (2)	0.92928 (10)	0.0313 (3)
O2	0.73211 (10)	0.1468 (2)	1.06367 (10)	0.0399 (4)
C2	0.97854 (12)	0.0991 (2)	0.77039 (14)	0.0231 (4)
N4	1.06694 (11)	0.0940 (2)	0.70586 (12)	0.0243 (3)
C5	0.80990 (13)	0.1028 (2)	0.89760 (14)	0.0228 (4)
N3	1.06465 (12)	0.1453 (3)	0.60316 (13)	0.0339 (4)
C4	0.90418 (13)	0.1480 (3)	0.93867 (14)	0.0259 (4)
H4	0.9104	0.1793	1.0098	0.031*
N1	1.21854 (12)	0.0669 (3)	0.64661 (14)	0.0342 (4)
C7	0.88492 (14)	0.0580 (3)	0.72624 (15)	0.0282 (4)
H7	0.8786	0.0294	0.6547	0.034*
C3	0.98863 (14)	0.1470 (3)	0.87560 (15)	0.0274 (4)
H3	1.0516	0.1782	0.9035	0.033*
C8	0.71954 (13)	0.0989 (3)	0.96960 (14)	0.0256 (4)
C1	1.16184 (14)	0.0462 (3)	0.72993 (16)	0.0291 (4)
H1	1.1840	0.0047	0.7958	0.035*
C6	0.80137 (14)	0.0608 (3)	0.79125 (15)	0.0279 (4)
H6	0.7380	0.0339	0.7629	0.033*
N2	1.15560 (13)	0.1290 (3)	0.56869 (14)	0.0375 (4)
O3	0.54347 (11)	−0.2616 (2)	1.06193 (13)	0.0380 (4)
C9	0.63908 (16)	−0.3252 (3)	1.0949 (2)	0.0470 (6)
H9A	0.6907	−0.2579	1.0578	0.071*
H9B	0.6451	−0.4563	1.0799	0.071*
H9C	0.6467	−0.3050	1.1696	0.071*
O2W	0.43377 (14)	0.4734 (2)	0.16558 (13)	0.0340 (3)
O1W	0.54904 (11)	0.14327 (19)	1.13919 (10)	0.0289 (3)
H1WA	0.5471	0.0718	1.1898	0.043*
H2WA	0.378 (2)	0.457 (4)	0.156 (2)	0.053 (9)*
H2WB	0.463 (2)	0.382 (4)	0.156 (2)	0.061 (10)*
H1WB	0.612 (2)	0.155 (4)	1.121 (2)	0.058 (8)*
H3M	0.5060 (19)	−0.325 (4)	1.088 (2)	0.047 (8)*

	U11	U22	U33	U12	U13	U23
Zn1	0.01705 (16)	0.02848 (18)	0.02340 (17)	0.00002 (12)	−0.00056 (11)	0.00133 (13)
O1	0.0173 (6)	0.0487 (9)	0.0279 (7)	−0.0049 (6)	0.0003 (5)	0.0000 (6)
O2	0.0265 (7)	0.0670 (11)	0.0261 (7)	−0.0095 (7)	0.0019 (6)	−0.0061 (7)
C2	0.0174 (9)	0.0241 (9)	0.0279 (9)	−0.0001 (7)	0.0021 (7)	0.0030 (7)
N4	0.0191 (7)	0.0275 (8)	0.0261 (8)	0.0008 (6)	−0.0003 (6)	0.0027 (7)
C5	0.0184 (8)	0.0231 (9)	0.0270 (9)	−0.0014 (7)	0.0000 (7)	0.0016 (7)
N3	0.0277 (9)	0.0455 (10)	0.0284 (9)	0.0043 (7)	0.0021 (7)	0.0072 (8)
C4	0.0240 (9)	0.0310 (10)	0.0227 (9)	−0.0040 (7)	−0.0023 (7)	0.0004 (8)
N1	0.0239 (9)	0.0384 (9)	0.0403 (10)	0.0029 (7)	0.0040 (7)	0.0031 (8)
C7	0.0244 (9)	0.0352 (10)	0.0249 (9)	−0.0018 (8)	−0.0025 (8)	−0.0039 (8)
C3	0.0190 (9)	0.0330 (10)	0.0301 (10)	−0.0040 (7)	−0.0053 (7)	0.0009 (8)
C8	0.0199 (9)	0.0283 (10)	0.0287 (10)	−0.0013 (7)	−0.0004 (7)	0.0038 (8)
C1	0.0214 (9)	0.0331 (11)	0.0328 (10)	0.0023 (7)	−0.0020 (8)	0.0010 (8)
C6	0.0179 (9)	0.0362 (10)	0.0294 (10)	−0.0033 (7)	−0.0039 (7)	−0.0030 (8)
N2	0.0290 (9)	0.0478 (11)	0.0358 (10)	0.0035 (8)	0.0080 (7)	0.0093 (8)
O3	0.0261 (7)	0.0373 (9)	0.0505 (9)	0.0028 (7)	−0.0007 (7)	0.0194 (7)
C9	0.0323 (12)	0.0468 (14)	0.0620 (15)	0.0093 (10)	−0.0041 (11)	0.0120 (12)
O2W	0.0277 (8)	0.0361 (9)	0.0382 (8)	−0.0020 (7)	0.0031 (7)	−0.0057 (7)
O1W	0.0251 (7)	0.0359 (8)	0.0257 (7)	0.0002 (6)	0.0004 (6)	0.0029 (6)

Zn1—O1	2.0483 (14)	C4—H4	0.9300
Zn1—O1i	2.0483 (14)	N1—C1	1.304 (3)
Zn1—O3	2.1078 (15)	N1—N2	1.361 (2)
Zn1—O3i	2.1078 (15)	C7—C6	1.379 (3)
Zn1—O1Wi	2.1342 (14)	C7—H7	0.9300
Zn1—O1W	2.1342 (14)	C3—H3	0.9300
O1—C8	1.263 (2)	C1—H1	0.9300
O2—C8	1.247 (2)	C6—H6	0.9300
C2—C3	1.379 (3)	O3—C9	1.405 (2)
C2—C7	1.387 (2)	O3—H3M	0.75 (3)
C2—N4	1.428 (2)	C9—H9A	0.9600
N4—C1	1.334 (2)	C9—H9B	0.9600
N4—N3	1.349 (2)	C9—H9C	0.9600
C5—C6	1.381 (3)	O2W—H2WA	0.75 (3)
C5—C4	1.386 (2)	O2W—H2WB	0.77 (3)
C5—C8	1.505 (2)	O1W—H1WA	0.8200
N3—N2	1.286 (2)	O1W—H1WB	0.87 (3)
C4—C3	1.375 (3)
O1—Zn1—O1i	180.00 (3)	C6—C7—C2	118.22 (17)
O1—Zn1—O3	93.56 (6)	C6—C7—H7	120.9
O1i—Zn1—O3	86.44 (6)	C2—C7—H7	120.9
O1—Zn1—O3i	86.44 (6)	C4—C3—C2	119.00 (17)
O1i—Zn1—O3i	93.56 (6)	C4—C3—H3	120.5
O3—Zn1—O3i	180.0	C2—C3—H3	120.5
O1—Zn1—O1Wi	88.98 (6)	O2—C8—O1	125.41 (17)
O1i—Zn1—O1Wi	91.02 (6)	O2—C8—C5	117.92 (16)
O3—Zn1—O1Wi	87.75 (6)	O1—C8—C5	116.66 (16)
O3i—Zn1—O1Wi	92.25 (6)	N1—C1—N4	109.28 (17)
O1—Zn1—O1W	91.02 (6)	N1—C1—H1	125.4
O1i—Zn1—O1W	88.98 (6)	N4—C1—H1	125.4
O3—Zn1—O1W	92.25 (6)	C7—C6—C5	121.35 (17)
O3i—Zn1—O1W	87.75 (6)	C7—C6—H6	119.3
O1Wi—Zn1—O1W	180.0	C5—C6—H6	119.3
C8—O1—Zn1	129.52 (12)	N3—N2—N1	110.75 (16)
C3—C2—C7	121.54 (17)	C9—O3—Zn1	129.90 (14)
C3—C2—N4	118.74 (16)	C9—O3—H3M	105 (2)
C7—C2—N4	119.72 (16)	Zn1—O3—H3M	122 (2)
C1—N4—N3	107.84 (15)	O3—C9—H9A	109.5
C1—N4—C2	130.34 (16)	O3—C9—H9B	109.5
N3—N4—C2	121.81 (15)	H9A—C9—H9B	109.5
C6—C5—C4	118.98 (17)	O3—C9—H9C	109.5
C6—C5—C8	121.50 (16)	H9A—C9—H9C	109.5
C4—C5—C8	119.52 (16)	H9B—C9—H9C	109.5
N2—N3—N4	106.50 (15)	H2WA—O2W—H2WB	109 (3)
C3—C4—C5	120.86 (17)	Zn1—O1W—H1WA	109.5
C3—C4—H4	119.6	Zn1—O1W—H1WB	96.5 (17)
C5—C4—H4	119.6	H1WA—O1W—H1WB	107.7
C1—N1—N2	105.63 (15)
O1i—Zn1—O1—C8	73 (100)	Zn1—O1—C8—C5	174.81 (12)
O3—Zn1—O1—C8	−78.56 (17)	C6—C5—C8—O2	−176.77 (19)
O3i—Zn1—O1—C8	101.44 (17)	C4—C5—C8—O2	3.7 (3)
O1Wi—Zn1—O1—C8	−166.24 (17)	C6—C5—C8—O1	3.9 (3)
O1W—Zn1—O1—C8	13.76 (17)	C4—C5—C8—O1	−175.56 (17)
C3—C2—N4—C1	33.9 (3)	N2—N1—C1—N4	−0.2 (2)
C7—C2—N4—C1	−146.7 (2)	N3—N4—C1—N1	0.4 (2)
C3—C2—N4—N3	−144.73 (19)	C2—N4—C1—N1	−178.39 (18)
C7—C2—N4—N3	34.7 (3)	C2—C7—C6—C5	−0.2 (3)
C1—N4—N3—N2	−0.4 (2)	C4—C5—C6—C7	1.8 (3)
C2—N4—N3—N2	178.53 (17)	C8—C5—C6—C7	−177.68 (18)
C6—C5—C4—C3	−1.5 (3)	N4—N3—N2—N1	0.2 (2)
C8—C5—C4—C3	177.97 (17)	C1—N1—N2—N3	0.0 (2)
C3—C2—C7—C6	−1.8 (3)	O1—Zn1—O3—C9	31.19 (19)
N4—C2—C7—C6	178.77 (17)	O1i—Zn1—O3—C9	−148.81 (19)
C5—C4—C3—C2	−0.4 (3)	O3i—Zn1—O3—C9	−165 (73)
C7—C2—C3—C4	2.1 (3)	O1Wi—Zn1—O3—C9	120.04 (19)
N4—C2—C3—C4	−178.49 (17)	O1W—Zn1—O3—C9	−59.96 (19)
Zn1—O1—C8—O2	−4.4 (3)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1WA···O2Wii	0.82	1.97	2.759 (2)	160
O2W—H2WB···O1Wiii	0.77 (3)	2.07 (3)	2.831 (2)	175 (3)
O3—H3M···O2Wiv	0.75 (3)	1.99 (3)	2.726 (2)	167 (3)

Zn1—O1	2.0483 (14)
Zn1—O3	2.1078 (15)
Zn1—O1W	2.1342 (14)

O1—Zn1—O3	93.56 (6)
O1—Zn1—O1W	91.02 (6)
O3—Zn1—O1W	92.25 (6)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H1WA⋯O2Wi	0.82	1.97	2.759 (2)	160
O2W—H2WB⋯O1Wii	0.77 (3)	2.07 (3)	2.831 (2)	175 (3)
O3—H3M⋯O2Wiii	0.75 (3)	1.99 (3)	2.726 (2)	167 (3)

Symmetry codes: (i) ; (ii) ; (iii) .