Bis(imidazole-κN)bis-(nitrato-κO)zinc(II).

The title complex, [Zn(NO(3))(2)(C(3)H(4)N(2))(2)], contains a Zn(II) centre with a slightly distorted tetra-hedral coordination environment, involving two N atoms from imidazole ligands and two O atoms from nitrate anions. The imino NH groups participate in inter-molecular N-H⋯O hydrogen bonds.

Related literature

For related structures, see: Li et al. (2007 ▶); Xie et al. (2009 ▶); He et al. (2007 ▶); Shaw et al. (2009 ▶).

Experimental

Crystal data

[Zn(NO3)2(C3H4N2)2]

M = 325.55

Triclinic,

a = 7.785 (6) Å

b = 8.126 (2) Å

c = 11.394 (2) Å

α = 92.36 (2)°

β = 99.67 (4)°

γ = 96.32 (7)°

V = 704.9 (6) Å3

Z = 2

Mo Kα radiation

μ = 1.77 mm−1

T = 293 K

0.1 × 0.1 × 0.1 mm

Data collection

Enraf–Nonius CAD-4 diffractometer

Absorption correction: none

3798 measured reflections

3068 independent reflections

2733 reflections with I > 2σ(I)

R int = 0.014

Refinement

R[F 2 > 2σ(F 2)] = 0.044

wR(F 2) = 0.127

S = 1.07

3068 reflections

173 parameters

H-atom parameters not refined

Δρmax = 0.53 e Å−3

Δρmin = −0.64 e Å−3

Data collection: CAD-4 EXPRESS (Enraf–Nonius, 1994 ▶); cell refinement: CAD-4 EXPRESS; data reduction: CAD-4 EXPRESS; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809037672/fj2244sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809037672/fj2244Isup2.hkl

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

[Zn(NO3)2(C3H4N2)2]	Z = 2
Mr = 325.55	F(000) = 328
Triclinic, P1	Dx = 1.534 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.785 (6) Å	Cell parameters from 25 reflections
b = 8.126 (2) Å	θ = 11–15°
c = 11.394 (2) Å	µ = 1.77 mm−1
α = 92.36 (2)°	T = 293 K
β = 99.67 (4)°	Prism, colourless
γ = 96.32 (7)°	0.1 × 0.1 × 0.1 mm
V = 704.9 (6) Å3

Enraf–Nonius CAD-4 diffractometer	2733 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.014
graphite	θmax = 27.0°, θmin = 2.5°
ω scans	h = −9→2
3798 measured reflections	k = −10→10
3068 independent reflections	l = −14→14

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)] = 0.044	H-atom parameters not refined
wR(F2) = 0.127	w = 1/[σ2(Fo2) + (0.0746P)2 + 0.6727P] where P = (Fo2 + 2Fc2)/3
S = 1.07	(Δ/σ)max = 0.003
3068 reflections	Δρmax = 0.53 e Å−3
173 parameters	Δρmin = −0.64 e Å−3
0 restraints	Extinction correction: SHELXL97 (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.017 (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	0.15424 (5)	0.41605 (4)	0.23967 (3)	0.03654 (17)
O1	0.3369 (3)	0.3103 (3)	0.3456 (2)	0.0430 (5)
O2	0.3189 (6)	0.3208 (6)	−0.0920 (4)	0.0971 (13)
O3	0.1851 (4)	0.4038 (4)	0.4754 (2)	0.0547 (6)
O4	0.2364 (4)	0.4269 (3)	0.0859 (2)	0.0558 (7)
O5	0.4232 (7)	0.2470 (7)	0.5506 (5)	0.1252 (18)
O6	0.2253 (4)	0.1542 (3)	0.0596 (2)	0.0574 (7)
N1	0.3052 (4)	0.3279 (4)	0.4537 (3)	0.0510 (7)
N2	0.2542 (4)	0.2947 (4)	0.0259 (3)	0.0503 (7)
N3	−0.0884 (3)	0.2952 (3)	0.2279 (2)	0.0360 (5)
N4	−0.3596 (4)	0.2487 (4)	0.2566 (3)	0.0477 (7)
H4N	−0.4528	0.2558	0.2868	0.057*
N5	0.1481 (4)	0.6622 (3)	0.2647 (2)	0.0385 (6)
N6	0.1656 (4)	0.9234 (3)	0.2214 (3)	0.0509 (7)
H6N	0.1862	1.0114	0.1842	0.061*
C1	−0.1781 (5)	0.1749 (4)	0.1439 (3)	0.0440 (7)
H1	−0.1308	0.1226	0.0847	0.053*
C2	−0.3456 (5)	0.1454 (5)	0.1615 (4)	0.0535 (9)
H2	−0.4340	0.0700	0.1178	0.064*
C3	−0.2038 (4)	0.3359 (4)	0.2941 (3)	0.0417 (7)
H3	−0.1791	0.4147	0.3581	0.050*
C4	0.0906 (5)	0.7536 (4)	0.3524 (3)	0.0429 (7)
H4	0.0509	0.7110	0.4189	0.051*
C5	0.1012 (5)	0.9154 (4)	0.3262 (4)	0.0507 (8)
H5	0.0708	1.0031	0.3704	0.061*
C6	0.1905 (5)	0.7699 (4)	0.1878 (3)	0.0445 (7)
H6	0.2325	0.7422	0.1187	0.053*

	U11	U22	U33	U12	U13	U23
Zn1	0.0395 (2)	0.0308 (2)	0.0420 (2)	0.00520 (14)	0.01374 (15)	0.00335 (14)
O1	0.0397 (12)	0.0507 (13)	0.0420 (12)	0.0110 (10)	0.0144 (10)	0.0003 (10)
O2	0.124 (3)	0.106 (3)	0.069 (2)	0.009 (3)	0.041 (2)	0.013 (2)
O3	0.0595 (16)	0.0674 (17)	0.0446 (13)	0.0221 (13)	0.0207 (12)	0.0009 (12)
O4	0.0794 (19)	0.0442 (13)	0.0528 (15)	0.0118 (13)	0.0342 (14)	0.0027 (11)
O5	0.130 (4)	0.144 (5)	0.095 (3)	0.039 (3)	−0.018 (3)	0.028 (3)
O6	0.082 (2)	0.0396 (13)	0.0546 (15)	−0.0006 (13)	0.0282 (14)	0.0086 (11)
N1	0.0515 (17)	0.0519 (17)	0.0489 (16)	0.0010 (14)	0.0108 (13)	0.0008 (13)
N2	0.0495 (17)	0.0553 (18)	0.0472 (16)	0.0039 (14)	0.0126 (13)	0.0046 (13)
N3	0.0364 (13)	0.0365 (13)	0.0361 (13)	0.0051 (10)	0.0094 (10)	0.0005 (10)
N4	0.0363 (14)	0.0550 (17)	0.0559 (17)	0.0096 (12)	0.0167 (13)	0.0031 (14)
N5	0.0459 (14)	0.0319 (12)	0.0396 (13)	0.0048 (11)	0.0118 (11)	0.0051 (10)
N6	0.063 (2)	0.0332 (14)	0.0614 (19)	0.0060 (13)	0.0214 (16)	0.0147 (13)
C1	0.0432 (17)	0.0485 (18)	0.0397 (16)	0.0090 (14)	0.0062 (13)	−0.0084 (14)
C2	0.0428 (19)	0.052 (2)	0.061 (2)	0.0028 (15)	0.0023 (16)	−0.0091 (17)
C3	0.0446 (17)	0.0444 (17)	0.0385 (16)	0.0070 (14)	0.0141 (13)	−0.0018 (13)
C4	0.0528 (19)	0.0368 (16)	0.0407 (16)	0.0038 (14)	0.0138 (14)	0.0030 (13)
C5	0.063 (2)	0.0346 (16)	0.058 (2)	0.0075 (15)	0.0181 (18)	0.0001 (15)
C6	0.0516 (19)	0.0407 (17)	0.0453 (17)	0.0067 (14)	0.0178 (15)	0.0090 (13)

Zn1—O4	1.966 (3)	N4—H4N	0.8600
Zn1—O1	1.999 (3)	N5—C6	1.320 (4)
Zn1—N3	2.011 (3)	N5—C4	1.383 (4)
Zn1—N5	2.015 (3)	N6—C6	1.334 (5)
O1—N1	1.301 (4)	N6—C5	1.372 (5)
O2—N2	1.526 (5)	N6—H6N	0.8600
O3—N1	1.228 (4)	C1—C2	1.350 (5)
O4—N2	1.282 (4)	C1—H1	0.9300
O5—N1	1.532 (5)	C2—H2	0.9300
O6—N2	1.229 (4)	C3—H3	0.9300
N3—C3	1.327 (4)	C4—C5	1.356 (5)
N3—C1	1.381 (4)	C4—H4	0.9300
N4—C3	1.330 (5)	C5—H5	0.9300
N4—C2	1.369 (5)	C6—H6	0.9300
O4—Zn1—O1	104.93 (12)	C4—N5—Zn1	131.1 (2)
O4—Zn1—N3	113.61 (12)	C6—N6—C5	107.5 (3)
O1—Zn1—N3	113.00 (11)	C6—N6—H6N	126.2
O4—Zn1—N5	95.75 (11)	C5—N6—H6N	126.2
O1—Zn1—N5	118.25 (12)	C2—C1—N3	109.0 (3)
N3—Zn1—N5	110.03 (13)	C2—C1—H1	125.5
N1—O1—Zn1	107.0 (2)	N3—C1—H1	125.5
N2—O4—Zn1	121.2 (2)	C1—C2—N4	106.4 (3)
O3—N1—O1	121.1 (3)	C1—C2—H2	126.8
O3—N1—O5	122.4 (4)	N4—C2—H2	126.8
O1—N1—O5	116.5 (3)	N3—C3—N4	110.7 (3)
O6—N2—O4	123.7 (3)	N3—C3—H3	124.6
O6—N2—O2	120.5 (3)	N4—C3—H3	124.6
O4—N2—O2	115.8 (3)	C5—C4—N5	109.2 (3)
C3—N3—C1	105.9 (3)	C5—C4—H4	125.4
C3—N3—Zn1	124.1 (2)	N5—C4—H4	125.4
C1—N3—Zn1	129.5 (2)	C4—C5—N6	106.2 (3)
C3—N4—C2	108.0 (3)	C4—C5—H5	126.9
C3—N4—H4N	126.0	N6—C5—H5	126.9
C2—N4—H4N	126.0	N5—C6—N6	111.5 (3)
C6—N5—C4	105.5 (3)	N5—C6—H6	124.2
C6—N5—Zn1	123.2 (2)	N6—C6—H6	124.2

D—H···A	D—H	H···A	D···A	D—H···A
N4—H4N···O1i	0.86	1.96	2.808 (4)	170
N6—H6N···O6ii	0.86	1.91	2.741 (4)	161

Zn1—O4	1.966 (3)
Zn1—O1	1.999 (3)
Zn1—N3	2.011 (3)
Zn1—N5	2.015 (3)

O4—Zn1—O1	104.93 (12)
O4—Zn1—N3	113.61 (12)
O1—Zn1—N3	113.00 (11)
O4—Zn1—N5	95.75 (11)
O1—Zn1—N5	118.25 (12)
N3—Zn1—N5	110.03 (13)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N4—H4N⋯O1i	0.86	1.96	2.808 (4)	170
N6—H6N⋯O6ii	0.86	1.91	2.741 (4)	161

Symmetry codes: (i) ; (ii) .