Diaqua-bis-{3-[4-(1H-imidazol-1-yl)phenyl]-5-(pyridin-2-yl-κN)-1H-1,2,4-triazol-1-ido-κN(1)}zinc.

The centrosymmetric mol-ecule of the title compound, [Zn(C(16)H(11)N(6))(2)(H(2)O)(2)], contains one Zn(2+) ion located on a center of symmetry, two 3-[4-(1H-imidazol-1-yl)phen-yl]-5-(pyridin-2-yl)-1H-1,2,4-triazol-1-ide (Ippyt) ligands and two coordinating water mol-ecules. The Zn(II) ion is six-coordinated in a distorted octa-hedral coordination geometry by four N atoms from two Ippyt ligands and by two O atoms from two water mol-ecules. Adjacent units are inter-connected though O-H⋯N hydrogen bonds, forming a three-dimensional network.

Related literature

For similar structures, see: Braga et al. (2005 ▶); Lin et al. (2010 ▶); Faulmann et al. (1990 ▶); Han et al. (2005 ▶); Xue et al. (2009 ▶).

Experimental

Crystal data

[Zn(C16H11N6)2(H2O)2]

M = 676.04

Monoclinic,

a = 12.6481 (9) Å

b = 11.6659 (6) Å

c = 10.4922 (7) Å

β = 105.891 (7)°

V = 1488.98 (16) Å3

Z = 2

Mo Kα radiation

μ = 0.88 mm−1

T = 293 K

0.03 × 0.03 × 0.02 mm

Data collection

Bruker SMART diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.974, T max = 0.983

4938 measured reflections

2626 independent reflections

1724 reflections with I > 2σ(I)

R int = 0.048

Refinement

R[F 2 > 2σ(F 2)] = 0.049

wR(F 2) = 0.109

S = 1.02

2626 reflections

214 parameters

H-atom parameters constrained

Δρmax = 0.23 e Å−3

Δρmin = −0.29 e Å−3

Data collection: SMART (Bruker, 1997 ▶); cell refinement: SAINT (Bruker, 1997 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: DIAMOND (Brandenburg, 2005 ▶); software used to prepare material for publication: SHELXTL (Sheldrick, 2008 ▶).

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812035428/br2206sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812035428/br2206Isup2.hkl

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

[Zn(C16H11N6)2(H2O)2]	F(000) = 700
Mr = 676.04	Dx = 1.512 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 1141 reflections
a = 12.6481 (9) Å	θ = 2.4–28.3°
b = 11.6659 (6) Å	µ = 0.88 mm−1
c = 10.4922 (7) Å	T = 293 K
β = 105.891 (7)°	Block, colourless
V = 1488.98 (16) Å3	0.03 × 0.03 × 0.02 mm
Z = 2

Bruker SMART diffractometer	2626 independent reflections
Radiation source: fine-focus sealed tube	1724 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.048
φ and ω scans	θmax = 25.0°, θmin = 2.4°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −15→8
Tmin = 0.974, Tmax = 0.983	k = −12→13
4938 measured reflections	l = −8→12

Refinement on F2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.049	H-atom parameters constrained
wR(F2) = 0.109	w = 1/[σ2(Fo2) + (0.0332P)2] where P = (Fo2 + 2Fc2)/3
S = 1.02
2626 reflections	Δρmax = 0.23 e Å−3
214 parameters	Δρmin = −0.29 e Å−3
Primary atom site location: structure-invariant direct methods

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 > 2sigma(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	0.5000	0.0451 (2)
N1	0.4454 (2)	0.1728 (2)	0.4816 (3)	0.0390 (8)
N2	0.6022 (2)	0.0728 (2)	0.6718 (3)	0.0391 (8)
N3	0.6852 (2)	0.0414 (3)	0.7797 (3)	0.0441 (8)
N4	0.6357 (2)	0.2248 (2)	0.8079 (3)	0.0385 (8)
N5	1.0281 (2)	0.1265 (3)	1.3567 (3)	0.0553 (9)
N6	1.1782 (3)	0.0806 (3)	1.5144 (4)	0.0726 (12)
O1	0.62155 (17)	0.04131 (19)	0.3861 (3)	0.0481 (7)
H1B	0.6317	0.1134	0.3870	0.058*
H1	0.6799	0.0087	0.4200	0.072*
C1	0.3757 (3)	0.2195 (3)	0.3764 (4)	0.0469 (10)
H1A	0.3432	0.1729	0.3045	0.056*
C2	0.3496 (3)	0.3348 (3)	0.3698 (4)	0.0516 (11)
H2	0.3024	0.3661	0.2938	0.062*
C3	0.3952 (3)	0.4012 (3)	0.4776 (4)	0.0545 (11)
H3	0.3769	0.4784	0.4767	0.065*
C4	0.4682 (3)	0.3549 (3)	0.5884 (4)	0.0474 (10)
H4	0.4994	0.4000	0.6623	0.057*
C5	0.4938 (2)	0.2399 (3)	0.5865 (4)	0.0344 (8)
C6	0.5757 (3)	0.1811 (3)	0.6919 (4)	0.0347 (8)
C7	0.7019 (3)	0.1340 (3)	0.8583 (4)	0.0378 (9)
C8	0.7859 (3)	0.1342 (3)	0.9879 (4)	0.0393 (9)
C9	0.7952 (3)	0.2227 (3)	1.0774 (4)	0.0468 (10)
H9	0.7472	0.2846	1.0566	0.056*
C10	0.8756 (3)	0.2204 (3)	1.1987 (4)	0.0510 (11)
H10	0.8815	0.2811	1.2578	0.061*
C11	0.9465 (3)	0.1283 (3)	1.2313 (4)	0.0464 (10)
C12	0.9361 (3)	0.0383 (4)	1.1451 (5)	0.0595 (12)
H12	0.9823	−0.0249	1.1676	0.071*
C13	0.8562 (3)	0.0414 (3)	1.0237 (4)	0.0559 (11)
H13	0.8500	−0.0199	0.9655	0.067*
C14	1.0221 (4)	0.1771 (6)	1.4698 (5)	0.113 (2)
H14	0.9652	0.2232	1.4806	0.136*
C15	1.1136 (4)	0.1485 (5)	1.5641 (5)	0.114 (2)
H15	1.1299	0.1725	1.6519	0.137*
C16	1.1249 (3)	0.0693 (4)	1.3884 (5)	0.0675 (13)
H16	1.1507	0.0269	1.3280	0.081*

	U11	U22	U33	U12	U13	U23
Zn1	0.0514 (4)	0.0329 (3)	0.0373 (4)	0.0044 (3)	−0.0112 (3)	−0.0042 (4)
N1	0.0353 (16)	0.0368 (18)	0.037 (2)	0.0012 (14)	−0.0030 (14)	0.0003 (16)
N2	0.0400 (17)	0.0332 (17)	0.0352 (19)	0.0010 (13)	−0.0049 (14)	−0.0039 (15)
N3	0.0469 (18)	0.0380 (18)	0.036 (2)	0.0023 (14)	−0.0069 (15)	−0.0009 (17)
N4	0.0367 (16)	0.0354 (17)	0.0371 (19)	0.0015 (13)	−0.0005 (14)	−0.0029 (16)
N5	0.0367 (18)	0.082 (2)	0.040 (2)	0.0157 (17)	−0.0026 (15)	−0.002 (2)
N6	0.049 (2)	0.097 (3)	0.056 (3)	0.018 (2)	−0.0124 (19)	0.001 (3)
O1	0.0452 (14)	0.0400 (14)	0.0496 (18)	0.0068 (11)	−0.0032 (12)	0.0066 (14)
C1	0.048 (2)	0.048 (3)	0.033 (2)	0.0015 (18)	−0.0066 (18)	−0.001 (2)
C2	0.052 (2)	0.045 (2)	0.045 (3)	0.0087 (19)	−0.008 (2)	0.005 (2)
C3	0.059 (3)	0.038 (2)	0.056 (3)	0.0133 (19)	−0.002 (2)	0.000 (2)
C4	0.052 (2)	0.037 (2)	0.043 (3)	0.0054 (18)	−0.0035 (19)	−0.008 (2)
C5	0.0328 (19)	0.034 (2)	0.033 (2)	0.0002 (15)	0.0020 (16)	0.0004 (19)
C6	0.038 (2)	0.033 (2)	0.032 (2)	−0.0027 (16)	0.0065 (16)	−0.0031 (18)
C7	0.035 (2)	0.040 (2)	0.034 (2)	−0.0052 (16)	0.0028 (16)	−0.001 (2)
C8	0.034 (2)	0.042 (2)	0.036 (2)	0.0027 (16)	0.0006 (17)	0.002 (2)
C9	0.044 (2)	0.050 (2)	0.041 (3)	0.0092 (18)	0.0016 (18)	−0.003 (2)
C10	0.047 (2)	0.060 (3)	0.039 (2)	0.008 (2)	−0.0003 (19)	−0.015 (2)
C11	0.040 (2)	0.057 (3)	0.035 (2)	0.0064 (19)	−0.0021 (17)	0.001 (2)
C12	0.053 (3)	0.057 (3)	0.055 (3)	0.020 (2)	−0.007 (2)	−0.003 (3)
C13	0.056 (2)	0.050 (2)	0.051 (3)	0.009 (2)	−0.003 (2)	−0.010 (2)
C14	0.078 (4)	0.202 (7)	0.045 (3)	0.071 (4)	−0.008 (3)	−0.024 (4)
C15	0.074 (4)	0.209 (7)	0.041 (3)	0.057 (4)	−0.015 (3)	−0.018 (4)
C16	0.054 (3)	0.075 (3)	0.059 (3)	0.017 (2)	−0.009 (2)	−0.005 (3)

Zn1—N2i	2.090 (3)	C2—C3	1.362 (5)
Zn1—N2	2.090 (3)	C2—H2	0.9300
Zn1—N1	2.123 (3)	C3—C4	1.381 (5)
Zn1—N1i	2.123 (3)	C3—H3	0.9300
Zn1—O1i	2.243 (2)	C4—C5	1.381 (4)
Zn1—O1	2.243 (2)	C4—H4	0.9300
N1—C1	1.326 (4)	C5—C6	1.463 (5)
N1—C5	1.353 (4)	C7—C8	1.479 (5)
N2—C6	1.339 (4)	C8—C9	1.378 (5)
N2—N3	1.366 (4)	C8—C13	1.385 (5)
N3—C7	1.340 (4)	C9—C10	1.396 (5)
N4—C6	1.346 (4)	C9—H9	0.9300
N4—C7	1.365 (4)	C10—C11	1.381 (5)
N5—C14	1.345 (6)	C10—H10	0.9300
N5—C16	1.353 (5)	C11—C12	1.368 (5)
N5—C11	1.433 (5)	C12—C13	1.393 (5)
N6—C16	1.316 (6)	C12—H12	0.9300
N6—C15	1.343 (6)	C13—H13	0.9300
O1—H1B	0.8500	C14—C15	1.342 (6)
O1—H1	0.8199	C14—H14	0.9300
C1—C2	1.382 (5)	C15—H15	0.9300
C1—H1A	0.9300	C16—H16	0.9300
N2i—Zn1—N2	180.0	C3—C4—C5	118.2 (4)
N2i—Zn1—N1	101.45 (11)	C3—C4—H4	120.9
N2—Zn1—N1	78.55 (11)	C5—C4—H4	120.9
N2i—Zn1—N1i	78.55 (11)	N1—C5—C4	121.2 (3)
N2—Zn1—N1i	101.45 (11)	N1—C5—C6	114.4 (3)
N1—Zn1—N1i	180.0	C4—C5—C6	124.4 (3)
N2i—Zn1—O1i	91.13 (10)	N2—C6—N4	113.4 (3)
N2—Zn1—O1i	88.87 (10)	N2—C6—C5	118.7 (3)
N1—Zn1—O1i	89.95 (10)	N4—C6—C5	127.8 (3)
N1i—Zn1—O1i	90.05 (10)	N3—C7—N4	114.3 (3)
N2i—Zn1—O1	88.87 (10)	N3—C7—C8	121.3 (3)
N2—Zn1—O1	91.13 (10)	N4—C7—C8	124.5 (3)
N1—Zn1—O1	90.05 (10)	C9—C8—C13	118.2 (3)
N1i—Zn1—O1	89.95 (10)	C9—C8—C7	122.2 (3)
O1i—Zn1—O1	180.0	C13—C8—C7	119.6 (4)
C1—N1—C5	119.3 (3)	C8—C9—C10	120.8 (3)
C1—N1—Zn1	126.3 (3)	C8—C9—H9	119.6
C5—N1—Zn1	114.3 (2)	C10—C9—H9	119.6
C6—N2—N3	107.0 (3)	C11—C10—C9	120.1 (4)
C6—N2—Zn1	113.4 (2)	C11—C10—H10	119.9
N3—N2—Zn1	139.4 (2)	C9—C10—H10	119.9
C7—N3—N2	104.4 (3)	C12—C11—C10	119.7 (4)
C6—N4—C7	101.0 (3)	C12—C11—N5	120.7 (3)
C14—N5—C16	105.4 (4)	C10—C11—N5	119.6 (4)
C14—N5—C11	127.1 (3)	C11—C12—C13	119.9 (4)
C16—N5—C11	127.4 (4)	C11—C12—H12	120.0
C16—N6—C15	104.5 (4)	C13—C12—H12	120.0
Zn1—O1—H1B	109.3	C8—C13—C12	121.3 (4)
Zn1—O1—H1	109.7	C8—C13—H13	119.4
H1B—O1—H1	109.8	C12—C13—H13	119.4
N1—C1—C2	122.5 (4)	C15—C14—N5	107.2 (4)
N1—C1—H1A	118.8	C15—C14—H14	126.4
C2—C1—H1A	118.8	N5—C14—H14	126.4
C3—C2—C1	118.1 (4)	C14—C15—N6	110.7 (5)
C3—C2—H2	121.0	C14—C15—H15	124.6
C1—C2—H2	121.0	N6—C15—H15	124.6
C2—C3—C4	120.7 (3)	N6—C16—N5	112.2 (4)
C2—C3—H3	119.7	N6—C16—H16	123.9
C4—C3—H3	119.7	N5—C16—H16	123.9

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1···N6ii	0.82	2.03	2.842 (4)	174
O1—H1B···N4iii	0.85	2.07	2.868 (4)	157

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1—H1⋯N6i	0.82	2.03	2.842 (4)	174
O1—H1B⋯N4ii	0.85	2.07	2.868 (4)	157

Symmetry codes: (i) ; (ii) .