Bis(μ-4-amino-3,5-dimethyl-4H-1,2,4-triazole)bis-[diiodidozinc(II)].

In the title compound, [Zn(2)I(4)(C(4)H(8)N(4))(2)], the Zn(II) atom is coordinated in a distorted tetra-hedral geometry by two N atoms from the triazole rings of two 4-amino-3,5-dimethyl-4H-1,2,4-triazole (admt) ligands and two iodide ligands. Doubly bridging admt ligands connect two Zn(II) atoms, forming a centrosymmetric dimer. Weak N-H⋯I and C-H⋯I hydrogen bonds play an important role in the inter-molecular packing.

Related literature

For background to transition metal complexes of 1,2,4-triazole derivatives, see: Liu et al. (1999 ▶, 2003 ▶); Zhao et al. (2002 ▶); Yi et al. (2004 ▶); Lavrenova et al. (1992 ▶); Haasnoot (2000 ▶); Zhang et al. (2007 ▶).

Experimental

Crystal data

[Zn2I4(C4H8N4)2]

M = 862.63

Monoclinic,

a = 7.4674 (19) Å

b = 13.442 (3) Å

c = 11.412 (3) Å

β = 102.598 (6)°

V = 1117.9 (5) Å3

Z = 2

Mo Kα radiation

μ = 7.68 mm−1

T = 293 K

0.30 × 0.20 × 0.20 mm

Data collection

Rigaku Mercury CCD diffractometer

Absorption correction: multi-scan (REQAB; Jacobson, 1998 ▶) T min = 0.207, T max = 0.309

10214 measured reflections

2038 independent reflections

1760 reflections with I > 2σ(I)

R int = 0.030

Refinement

R[F 2 > 2σ(F 2)] = 0.040

wR(F 2) = 0.098

S = 1.04

2038 reflections

108 parameters

2 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 1.35 e Å−3

Δρmin = −1.11 e Å−3

Data collection: CrystalClear (Rigaku, 2000 ▶); cell refinement: CrystalClear; data reduction: CrystalClear; 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/S160053681004852X/zl2313sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S160053681004852X/zl2313Isup2.hkl

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

[Zn2I4(C4H8N4)2]	F(000) = 784
Mr = 862.63	Dx = 2.563 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71070 Å
Hall symbol: -P 2ybc	Cell parameters from 3727 reflections
a = 7.4674 (19) Å	θ = 3.0–25.4°
b = 13.442 (3) Å	µ = 7.68 mm−1
c = 11.412 (3) Å	T = 293 K
β = 102.598 (6)°	Block, colorless
V = 1117.9 (5) Å3	0.30 × 0.20 × 0.20 mm
Z = 2

Rigaku Mercury CCD diffractometer	2038 independent reflections
Radiation source: fine-focus sealed tube	1760 reflections with I > 2σ(I)
graphite	Rint = 0.030
Detector resolution: 7.31 pixels mm-1	θmax = 25.4°, θmin = 3.0°
ω scans	h = −8→8
Absorption correction: multi-scan (Jacobson, 1998)	k = −16→14
Tmin = 0.207, Tmax = 0.309	l = −13→13
10214 measured reflections

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)] = 0.040	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.098	H atoms treated by a mixture of independent and constrained refinement
S = 1.04	w = 1/[σ2(Fo2) + (0.0483P)2 + 3.598P] where P = (Fo2 + 2Fc2)/3
2038 reflections	(Δ/σ)max < 0.001
108 parameters	Δρmax = 1.35 e Å−3
2 restraints	Δρmin = −1.11 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	0.42494 (9)	0.40526 (5)	0.10329 (6)	0.0386 (2)
I1	0.16668 (7)	0.43239 (4)	0.21514 (5)	0.0657 (2)
I2	0.56923 (7)	0.23271 (4)	0.13413 (6)	0.0743 (2)
N1	0.6190 (7)	0.5117 (4)	0.1541 (4)	0.0405 (12)
N2	0.6793 (7)	0.5755 (4)	0.0763 (5)	0.0417 (12)
N3	0.8344 (7)	0.6026 (4)	0.2567 (4)	0.0387 (12)
N4	0.9608 (9)	0.6397 (5)	0.3571 (6)	0.0565 (15)
C1	0.8137 (9)	0.6303 (5)	0.1401 (6)	0.0439 (15)
C2	0.7150 (8)	0.5286 (5)	0.2633 (5)	0.0391 (14)
C3	0.9265 (11)	0.7049 (6)	0.0964 (7)	0.060 (2)
H3A	0.9910	0.6741	0.0418	0.090*
H3B	1.0133	0.7325	0.1631	0.090*
H3C	0.8492	0.7569	0.0556	0.090*
C4	0.7035 (11)	0.4766 (6)	0.3741 (6)	0.0603 (19)
H4C	0.5954	0.4358	0.3600	0.090*
H4D	0.6975	0.5244	0.4356	0.090*
H4E	0.8101	0.4355	0.3993	0.090*
H4A	1.069 (5)	0.632 (6)	0.345 (7)	0.072*
H4B	0.963 (12)	0.7033 (17)	0.353 (8)	0.072*

	U11	U22	U33	U12	U13	U23
Zn1	0.0331 (4)	0.0396 (4)	0.0418 (4)	−0.0002 (3)	0.0052 (3)	0.0039 (3)
I1	0.0538 (3)	0.0680 (4)	0.0837 (4)	0.0007 (2)	0.0337 (3)	−0.0101 (3)
I2	0.0540 (3)	0.0465 (3)	0.1169 (5)	0.0152 (2)	0.0064 (3)	0.0084 (3)
N1	0.037 (3)	0.043 (3)	0.040 (3)	−0.004 (2)	0.006 (2)	0.007 (2)
N2	0.039 (3)	0.044 (3)	0.039 (3)	−0.004 (2)	0.003 (2)	0.001 (2)
N3	0.034 (3)	0.039 (3)	0.038 (3)	0.000 (2)	−0.001 (2)	−0.005 (2)
N4	0.051 (4)	0.063 (4)	0.048 (3)	−0.012 (3)	−0.005 (3)	−0.015 (3)
C1	0.046 (4)	0.039 (3)	0.042 (4)	−0.004 (3)	0.001 (3)	−0.006 (3)
C2	0.035 (3)	0.040 (3)	0.040 (3)	0.002 (3)	0.003 (3)	−0.002 (3)
C3	0.065 (5)	0.058 (4)	0.054 (4)	−0.028 (4)	0.008 (4)	−0.005 (3)
C4	0.060 (5)	0.072 (5)	0.046 (4)	−0.008 (4)	0.005 (3)	0.008 (4)

Zn1—N1	2.029 (5)	N4—H4A	0.86 (2)
Zn1—N2i	2.044 (5)	N4—H4B	0.86 (2)
Zn1—I2	2.5493 (10)	C1—C3	1.465 (9)
Zn1—I1	2.5603 (10)	C2—C4	1.464 (9)
N1—C2	1.314 (8)	C3—H3A	0.9600
N1—N2	1.378 (7)	C3—H3B	0.9600
N2—C1	1.327 (8)	C3—H3C	0.9600
N2—Zn1i	2.044 (5)	C4—H4C	0.9600
N3—C2	1.349 (8)	C4—H4D	0.9600
N3—C1	1.358 (8)	C4—H4E	0.9600
N3—N4	1.408 (7)
N1—Zn1—N2i	106.8 (2)	N2—C1—N3	107.2 (6)
N1—Zn1—I2	110.38 (15)	N2—C1—C3	128.0 (6)
N2i—Zn1—I2	108.08 (15)	N3—C1—C3	124.8 (6)
N1—Zn1—I1	109.00 (15)	N1—C2—N3	107.7 (5)
N2i—Zn1—I1	108.58 (16)	N1—C2—C4	127.9 (6)
I2—Zn1—I1	113.73 (3)	N3—C2—C4	124.4 (6)
C2—N1—N2	108.4 (5)	C1—C3—H3A	109.5
C2—N1—Zn1	126.9 (4)	C1—C3—H3B	109.5
N2—N1—Zn1	124.6 (4)	H3A—C3—H3B	109.5
C1—N2—N1	107.9 (5)	C1—C3—H3C	109.5
C1—N2—Zn1i	123.8 (4)	H3A—C3—H3C	109.5
N1—N2—Zn1i	128.2 (4)	H3B—C3—H3C	109.5
C2—N3—C1	108.8 (5)	C2—C4—H4C	109.5
C2—N3—N4	123.4 (5)	C2—C4—H4D	109.5
C1—N3—N4	127.8 (6)	H4C—C4—H4D	109.5
N3—N4—H4A	108 (6)	C2—C4—H4E	109.5
N3—N4—H4B	109 (6)	H4C—C4—H4E	109.5
H4A—N4—H4B	94 (8)	H4D—C4—H4E	109.5
N2i—Zn1—N1—C2	177.2 (5)	Zn1i—N2—C1—C3	−7.6 (10)
I2—Zn1—N1—C2	−65.6 (5)	C2—N3—C1—N2	1.6 (7)
I1—Zn1—N1—C2	60.0 (5)	N4—N3—C1—N2	179.7 (6)
N2i—Zn1—N1—N2	−6.8 (6)	C2—N3—C1—C3	−176.4 (7)
I2—Zn1—N1—N2	110.5 (4)	N4—N3—C1—C3	1.7 (11)
I1—Zn1—N1—N2	−124.0 (4)	N2—N1—C2—N3	0.5 (7)
C2—N1—N2—C1	0.5 (7)	Zn1—N1—C2—N3	177.1 (4)
Zn1—N1—N2—C1	−176.2 (4)	N2—N1—C2—C4	−177.8 (7)
C2—N1—N2—Zn1i	−175.0 (4)	Zn1—N1—C2—C4	−1.2 (10)
Zn1—N1—N2—Zn1i	8.3 (7)	C1—N3—C2—N1	−1.3 (7)
N1—N2—C1—N3	−1.3 (7)	N4—N3—C2—N1	−179.5 (6)
Zn1i—N2—C1—N3	174.5 (4)	C1—N3—C2—C4	177.1 (6)
N1—N2—C1—C3	176.7 (7)	N4—N3—C2—C4	−1.1 (10)

D—H···A	D—H	H···A	D···A	D—H···A
N4—H4A···I2ii	0.86 (2)	2.98 (5)	3.706 (7)	144 (7)
N4—H4A···I1iii	0.86 (2)	3.23 (8)	3.720 (7)	119 (7)
N4—H4B···I1iv	0.86 (2)	3.27 (4)	4.090 (7)	161 (7)
C3—H3A···I1i	0.96	3.24	3.930 (8)	130.
C3—H3B···I1iv	0.96	3.43	3.888 (8)	112.

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N4—H4A⋯I2i	0.86 (2)	2.98 (5)	3.706 (7)	144 (7)
N4—H4A⋯I1ii	0.86 (2)	3.23 (8)	3.720 (7)	119 (7)
N4—H4B⋯I1iii	0.86 (2)	3.27 (4)	4.090 (7)	161 (7)
C3—H3A⋯I1iv	0.96	3.24	3.930 (8)	130
C3—H3B⋯I1iii	0.96	3.43	3.888 (8)	112

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