Tetra-aqua-bis-{2-[4-(4-pyrid-yl)pyrimidin-2-ylsulfan-yl]acetato}-zinc.

In the title compound, [Zn(C(11)H(8)N(3)O(2)S)(2)(H(2)O)(4)], the Zn(II) ion lies on an inversion centre and is coordinated by four water mol-ecules and two N atoms from two 2-[4-(4-pyrid-yl)pyrimidin-2-ylsulfan-yl]acetate (L) ligands in a distorted octa-hedral geometry. In L, the pyridine and pyrimidine rings are twisted at an angle of 11.2 (1)°. The coordinated water mol-ecules and the acetate groups are involved in the formation of a three-dimensional hydrogen-bonded network, which consolidates the crystal packing.

Related literature

For a related structure, see: Zhu et al. (2009 ▶).

Experimental

Crystal data

[Zn(C11H8N3O2S)2(H2O)4]

M = 630.00

Orthorhombic,

a = 7.199 (7) Å

b = 11.792 (11) Å

c = 28.77 (3) Å

V = 2442 (4) Å3

Z = 4

Mo Kα radiation

μ = 1.24 mm−1

T = 298 K

0.20 × 0.20 × 0.15 mm

Data collection

Bruker APEXII CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T min = 0.780, T max = 0.830

16776 measured reflections

2465 independent reflections

1836 reflections with I > 2σ(I)

R int = 0.051

Refinement

R[F 2 > 2σ(F 2)] = 0.033

wR(F 2) = 0.086

S = 1.02

2465 reflections

190 parameters

4 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.23 e Å−3

Δρmin = −0.45 e Å−3

Data collection: APEX2 (Bruker, 2007 ▶); cell refinement: SAINT-Plus (Bruker, 2007 ▶); 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 datablock(s) I, global. DOI: 10.1107/S160053681102993X/cv5136sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S160053681102993X/cv5136Isup2.hkl

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

[Zn(C11H8N3O2S)2(H2O)4]	F(000) = 1296
Mr = 630.00	Dx = 1.714 Mg m−3
Orthorhombic, Pbca	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ac 2ab	Cell parameters from 2465 reflections
a = 7.199 (7) Å	θ = 2.3–25.5°
b = 11.792 (11) Å	µ = 1.24 mm−1
c = 28.77 (3) Å	T = 298 K
V = 2442 (4) Å3	Block, yellow
Z = 4	0.20 × 0.20 × 0.15 mm

Bruker APEXII CCD area-detector diffractometer	2465 independent reflections
Radiation source: fine-focus sealed tube	1836 reflections with I > 2σ(I)
graphite	Rint = 0.051
φ and ω scans	θmax = 27.1°, θmin = 1.4°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −8→9
Tmin = 0.780, Tmax = 0.830	k = −14→14
16776 measured reflections	l = −34→32

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)] = 0.033	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.086	H atoms treated by a mixture of independent and constrained refinement
S = 1.02	w = 1/[σ2(Fo2) + (0.0432P)2 + 0.3573P] where P = (Fo2 + 2Fc2)/3
2465 reflections	(Δ/σ)max < 0.001
190 parameters	Δρmax = 0.23 e Å−3
4 restraints	Δρmin = −0.45 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
Zn1	0.0000	0.5000	0.5000	0.02474 (14)
S1	0.01224 (8)	0.60147 (5)	0.17445 (2)	0.02955 (17)
N2	0.1353 (3)	0.80094 (16)	0.20795 (6)	0.0297 (5)
N1	0.0402 (3)	0.65524 (16)	0.26077 (6)	0.0264 (5)
O4	0.2360 (2)	0.41441 (14)	0.47861 (5)	0.0314 (4)
H4WB	0.307 (3)	0.396 (2)	0.4993 (7)	0.038*
H4WA	0.302 (3)	0.450 (2)	0.4603 (7)	0.038*
C1	0.0700 (3)	0.6981 (2)	0.21845 (8)	0.0256 (5)
C10	0.0382 (3)	0.6859 (2)	0.12255 (8)	0.0283 (5)
H10A	−0.0412	0.7522	0.1244	0.034*
H10B	0.1658	0.7114	0.1198	0.034*
O1	−0.0740 (3)	0.51902 (14)	0.08678 (6)	0.0396 (5)
C5	0.0435 (3)	0.67551 (18)	0.34366 (8)	0.0236 (5)
C4	0.0801 (3)	0.72292 (19)	0.29679 (7)	0.0241 (5)
C11	−0.0136 (3)	0.6163 (2)	0.08050 (8)	0.0269 (5)
N3	−0.0130 (2)	0.58138 (16)	0.43217 (6)	0.0255 (4)
O2	0.0038 (2)	0.66402 (14)	0.04128 (6)	0.0339 (4)
O3	−0.1746 (3)	0.36656 (14)	0.47517 (6)	0.0342 (4)
H3WB	−0.118 (3)	0.3056 (17)	0.4696 (9)	0.041*
H3WA	−0.269 (3)	0.355 (2)	0.4908 (8)	0.041*
C7	0.0205 (3)	0.6920 (2)	0.42625 (8)	0.0287 (6)
H7A	0.0259	0.7377	0.4525	0.034*
C3	0.1516 (3)	0.83095 (19)	0.28983 (8)	0.0295 (5)
H3B	0.1814	0.8781	0.3147	0.035*
C9	0.0026 (3)	0.5610 (2)	0.34959 (8)	0.0301 (6)
H9A	−0.0059	0.5135	0.3239	0.036*
C8	−0.0249 (3)	0.5184 (2)	0.39326 (8)	0.0309 (6)
H8A	−0.0534	0.4418	0.3962	0.037*
C2	0.1763 (4)	0.86515 (19)	0.24447 (8)	0.0311 (6)
H2B	0.2245	0.9372	0.2391	0.037*
C6	0.0476 (3)	0.7421 (2)	0.38362 (8)	0.0294 (5)
H6A	0.0685	0.8197	0.3815	0.035*

	U11	U22	U33	U12	U13	U23
Zn1	0.0297 (2)	0.0257 (2)	0.0188 (2)	0.00061 (16)	0.00071 (16)	−0.00053 (15)
S1	0.0392 (4)	0.0303 (3)	0.0191 (3)	−0.0049 (3)	−0.0001 (3)	0.0019 (2)
N2	0.0318 (11)	0.0314 (11)	0.0259 (10)	−0.0026 (9)	−0.0017 (9)	0.0039 (9)
N1	0.0317 (12)	0.0287 (11)	0.0187 (10)	0.0006 (8)	−0.0007 (8)	0.0016 (8)
O4	0.0326 (10)	0.0363 (10)	0.0255 (9)	0.0049 (8)	0.0041 (8)	0.0036 (8)
C1	0.0233 (12)	0.0312 (13)	0.0222 (12)	0.0020 (10)	−0.0017 (9)	−0.0006 (10)
C10	0.0328 (14)	0.0304 (13)	0.0216 (12)	−0.0034 (10)	0.0017 (10)	0.0032 (10)
O1	0.0562 (12)	0.0353 (10)	0.0274 (10)	−0.0098 (9)	−0.0089 (9)	0.0006 (8)
C5	0.0238 (12)	0.0261 (12)	0.0210 (12)	0.0020 (9)	−0.0029 (9)	0.0013 (10)
C4	0.0218 (12)	0.0287 (12)	0.0217 (12)	0.0019 (10)	−0.0018 (10)	0.0008 (10)
C11	0.0275 (13)	0.0307 (13)	0.0226 (12)	0.0033 (10)	0.0000 (10)	0.0015 (10)
N3	0.0291 (11)	0.0275 (11)	0.0200 (10)	0.0010 (8)	−0.0004 (8)	−0.0019 (8)
O2	0.0474 (11)	0.0340 (10)	0.0203 (9)	0.0031 (8)	0.0014 (7)	0.0017 (7)
O3	0.0373 (11)	0.0329 (10)	0.0325 (10)	−0.0045 (8)	−0.0010 (8)	−0.0016 (8)
C7	0.0347 (14)	0.0288 (13)	0.0225 (12)	0.0031 (10)	−0.0018 (10)	−0.0062 (10)
C3	0.0339 (14)	0.0271 (13)	0.0276 (13)	−0.0002 (10)	−0.0047 (11)	−0.0022 (10)
C9	0.0393 (15)	0.0289 (13)	0.0220 (12)	−0.0023 (11)	−0.0014 (10)	−0.0066 (10)
C8	0.0436 (16)	0.0257 (12)	0.0233 (13)	−0.0046 (11)	−0.0005 (11)	−0.0001 (10)
C2	0.0328 (14)	0.0267 (13)	0.0339 (14)	−0.0042 (11)	−0.0028 (11)	0.0045 (11)
C6	0.0358 (14)	0.0247 (12)	0.0277 (13)	0.0001 (10)	−0.0036 (11)	−0.0015 (10)

Zn1—O4	2.070 (2)	C5—C9	1.393 (3)
Zn1—O4i	2.070 (2)	C5—C6	1.392 (3)
Zn1—O3i	2.137 (2)	C5—C4	1.483 (3)
Zn1—O3	2.137 (2)	C4—C3	1.388 (3)
Zn1—N3i	2.176 (2)	C11—O2	1.267 (3)
Zn1—N3	2.176 (2)	N3—C7	1.337 (3)
S1—C1	1.753 (3)	N3—C8	1.346 (3)
S1—C10	1.804 (3)	O3—H3WB	0.843 (16)
N2—C2	1.328 (3)	O3—H3WA	0.822 (17)
N2—C1	1.335 (3)	C7—C6	1.375 (3)
N1—C1	1.336 (3)	C7—H7A	0.9300
N1—C4	1.339 (3)	C3—C2	1.377 (3)
O4—H4WB	0.810 (16)	C3—H3B	0.9300
O4—H4WA	0.821 (16)	C9—C8	1.367 (4)
C10—C11	1.508 (3)	C9—H9A	0.9300
C10—H10A	0.9700	C8—H8A	0.9300
C10—H10B	0.9700	C2—H2B	0.9300
O1—C11	1.240 (3)	C6—H6A	0.9300
O4—Zn1—O4i	180.00 (8)	C6—C5—C4	122.3 (2)
O4—Zn1—O3i	88.60 (9)	N1—C4—C3	121.0 (2)
O4i—Zn1—O3i	91.40 (9)	N1—C4—C5	116.1 (2)
O4—Zn1—O3	91.40 (9)	C3—C4—C5	122.9 (2)
O4i—Zn1—O3	88.60 (9)	O1—C11—O2	125.1 (2)
O3i—Zn1—O3	180.0	O1—C11—C10	118.2 (2)
O4—Zn1—N3i	90.94 (7)	O2—C11—C10	116.6 (2)
O4i—Zn1—N3i	89.06 (7)	C7—N3—C8	116.3 (2)
O3i—Zn1—N3i	89.99 (8)	C7—N3—Zn1	122.44 (15)
O3—Zn1—N3i	90.01 (8)	C8—N3—Zn1	120.33 (17)
O4—Zn1—N3	89.06 (7)	Zn1—O3—H3WB	113.9 (19)
O4i—Zn1—N3	90.94 (7)	Zn1—O3—H3WA	114.9 (19)
O3i—Zn1—N3	90.01 (8)	H3WB—O3—H3WA	111 (3)
O3—Zn1—N3	89.99 (8)	N3—C7—C6	123.9 (2)
N3i—Zn1—N3	180.0	N3—C7—H7A	118.0
C1—S1—C10	102.37 (13)	C6—C7—H7A	118.0
C2—N2—C1	114.66 (19)	C2—C3—C4	116.9 (2)
C1—N1—C4	116.4 (2)	C2—C3—H3B	121.5
Zn1—O4—H4WB	115.2 (19)	C4—C3—H3B	121.5
Zn1—O4—H4WA	114.8 (18)	C8—C9—C5	119.9 (2)
H4WB—O4—H4WA	104 (3)	C8—C9—H9A	120.0
N2—C1—N1	127.3 (2)	C5—C9—H9A	120.0
N2—C1—S1	120.71 (17)	N3—C8—C9	123.5 (2)
N1—C1—S1	111.96 (18)	N3—C8—H8A	118.2
C11—C10—S1	109.75 (17)	C9—C8—H8A	118.2
C11—C10—H10A	109.7	N2—C2—C3	123.6 (2)
S1—C10—H10A	109.7	N2—C2—H2B	118.2
C11—C10—H10B	109.7	C3—C2—H2B	118.2
S1—C10—H10B	109.7	C7—C6—C5	119.4 (2)
H10A—C10—H10B	108.2	C7—C6—H6A	120.3
C9—C5—C6	116.8 (2)	C5—C6—H6A	120.3
C9—C5—C4	121.0 (2)

D—H···A	D—H	H···A	D···A	D—H···A
O4—H4WB···O2ii	0.81 (2)	1.96 (2)	2.759 (3)	170 (3)
O4—H4WA···O1iii	0.82 (2)	1.82 (2)	2.632 (3)	172 (2)
O3—H3WB···O2iv	0.84 (2)	1.89 (2)	2.728 (3)	176 (3)
O3—H3WA···O2v	0.82 (2)	2.24 (2)	3.060 (3)	172 (3)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O4—H4WB⋯O2i	0.81 (2)	1.96 (2)	2.759 (3)	170 (3)
O4—H4WA⋯O1ii	0.82 (2)	1.82 (2)	2.632 (3)	172 (2)
O3—H3WB⋯O2iii	0.84 (2)	1.89 (2)	2.728 (3)	176 (3)
O3—H3WA⋯O2iv	0.82 (2)	2.24 (2)	3.060 (3)	172 (3)

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