Poly[(μ(2)-azido-κN:N)[μ(2)-5-(8-quinolyl-oxy-methyl)tetra-zolato-κN,O,N:N]zinc(II)].

In the title compound, [Zn(C(11)H(8)N(5)O)(N(3))](n), the Zn atom is hexa-coordinated by five N atoms and one O atom in a distorted octa-hedral geometry. The chelating 5-(8-quinolyloxymeth-yl)tetra-zolate ligands are approximately planar, with a dihedral angle of 3.6 (2)° between the quinoline and tetra-zole planes. Adjacent Zn atoms are linked by two bridging azide ligands across a centre of inversion, and further coordination by one N atom of an adjacent tetra-zole unit forms two-dimensional frameworks in (100). C-H⋯N inter-actions exist between ligands in neighbouring layers.

Related literature

For the use of tetra­zole derivatives in coordination chemistry, see: Wang et al. (2005 ▶); Xiong et al. (2002 ▶). For details of the synthetis, see: Luo & Ye (2008 ▶). For related structures, see: Wang & Ye (2008 ▶); Chen & Ye (2008 ▶).

Experimental

Crystal data

[Zn(C11H8N5O)(N3)]

M = 333.64

Monoclinic,

a = 10.352 (8) Å

b = 14.108 (9) Å

c = 8.626 (8) Å

β = 90.31 (2)°

V = 1259.8 (17) Å3

Z = 4

Mo Kα radiation

μ = 1.96 mm−1

T = 294 K

0.18 × 0.12 × 0.10 mm

Data collection

Rigaku SCXmini CCD diffractometer

Absorption correction: multi-scan CrystalClear (Rigaku, 2005 ▶) T min = 0.714, T max = 0.821

11540 measured reflections

2714 independent reflections

2261 reflections with I > 2σ(I)

R int = 0.059

Refinement

R[F 2 > 2σ(F 2)] = 0.047

wR(F 2) = 0.183

S = 1.19

2714 reflections

190 parameters

H-atom parameters constrained

Δρmax = 0.63 e Å−3

Δρmin = −0.71 e Å−3

Data collection: CrystalClear (Rigaku, 2005 ▶); 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 I, global. DOI: 10.1107/S1600536809016924/bi2367sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809016924/bi2367Isup2.hkl

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

[Zn(C11H8N5O)(N3)]	F(000) = 672
Mr = 333.64	Dx = 1.759 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 3428 reflections
a = 10.352 (8) Å	θ = 2.0–27.3°
b = 14.108 (9) Å	µ = 1.96 mm−1
c = 8.626 (8) Å	T = 294 K
β = 90.31 (2)°	Block, pale yellow
V = 1259.8 (17) Å3	0.18 × 0.12 × 0.10 mm
Z = 4

Rigaku SCXmini CCD diffractometer	2714 independent reflections
Radiation source: fine-focus sealed tube	2261 reflections with I > 2σ(I)
graphite	Rint = 0.059
ω scans	θmax = 27.3°, θmin = 2.0°
Absorption correction: multi-scan CrystalClear (Rigaku, 2005)	h = −13→13
Tmin = 0.714, Tmax = 0.821	k = −18→18
11540 measured reflections	l = −11→11

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)] = 0.047	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.183	H-atom parameters constrained
S = 1.19	w = 1/[σ2(Fo2) + (0.0764P)2] where P = (Fo2 + 2Fc2)/3
2714 reflections	(Δ/σ)max < 0.001
190 parameters	Δρmax = 0.63 e Å−3
0 restraints	Δρmin = −0.71 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	0.95242 (4)	0.90443 (3)	0.09995 (5)	0.0298 (2)
N5	0.7775 (3)	0.9622 (3)	0.1958 (4)	0.0347 (8)
N1	1.0142 (3)	0.7920 (3)	−0.0386 (4)	0.0374 (8)
O1	0.7733 (3)	0.8144 (2)	0.0151 (4)	0.0420 (8)
C9	0.6528 (4)	0.8458 (3)	0.0556 (5)	0.0343 (9)
C8	0.5420 (4)	0.9627 (4)	0.2162 (6)	0.0447 (11)
C7	0.7806 (5)	1.0369 (3)	0.2914 (5)	0.0433 (11)
H7A	0.8605	1.0629	0.3173	0.052*
C6	0.6587 (4)	0.9259 (3)	0.1565 (5)	0.0326 (9)
C5	0.4240 (5)	0.9206 (4)	0.1716 (8)	0.0595 (15)
H5A	0.3469	0.9447	0.2100	0.071*
C4	0.5380 (4)	0.8062 (3)	0.0114 (6)	0.0471 (11)
H4A	0.5366	0.7553	−0.0571	0.056*
C3	0.4212 (5)	0.8432 (4)	0.0705 (8)	0.0621 (15)
H3A	0.3427	0.8161	0.0421	0.075*
C2	0.5503 (5)	1.0407 (4)	0.3162 (6)	0.0551 (14)
H2A	0.4755	1.0674	0.3566	0.066*
C11	0.7891 (4)	0.7426 (3)	−0.0998 (5)	0.0340 (9)
H11A	0.7493	0.7611	−0.1973	0.041*
H11B	0.7521	0.6829	−0.0661	0.041*
N2	1.1345 (4)	0.7624 (3)	−0.0749 (5)	0.0488 (10)
C10	0.9352 (4)	0.7353 (3)	−0.1149 (5)	0.0319 (8)
N6	1.0849 (3)	1.0102 (3)	0.1218 (4)	0.0351 (8)
N3	1.1247 (4)	0.6921 (3)	−0.1722 (5)	0.0504 (11)
C1	0.6690 (6)	1.0780 (4)	0.3545 (7)	0.0538 (13)
H1A	0.6753	1.1296	0.4212	0.065*
N7	1.1303 (4)	1.0413 (3)	0.2394 (4)	0.0382 (8)
N8	1.1778 (6)	1.0723 (4)	0.3487 (6)	0.0664 (14)
N4	0.9978 (3)	0.6719 (3)	−0.1977 (4)	0.0371 (8)

	U11	U22	U33	U12	U13	U23
Zn1	0.0276 (3)	0.0278 (3)	0.0339 (3)	−0.00349 (16)	0.0000 (2)	−0.00067 (16)
N5	0.0353 (18)	0.0345 (18)	0.0345 (18)	0.0002 (15)	0.0042 (15)	0.0007 (15)
N1	0.0323 (18)	0.039 (2)	0.041 (2)	0.0005 (15)	−0.0040 (16)	−0.0074 (16)
O1	0.0300 (15)	0.0434 (17)	0.0526 (19)	−0.0026 (13)	0.0022 (14)	−0.0189 (14)
C9	0.029 (2)	0.034 (2)	0.040 (2)	−0.0011 (16)	0.0015 (17)	0.0019 (17)
C8	0.032 (2)	0.049 (3)	0.053 (3)	0.011 (2)	0.005 (2)	0.006 (2)
C7	0.046 (3)	0.041 (2)	0.044 (2)	−0.004 (2)	0.003 (2)	−0.011 (2)
C6	0.028 (2)	0.036 (2)	0.034 (2)	−0.0015 (17)	0.0012 (17)	0.0041 (17)
C5	0.030 (3)	0.057 (3)	0.092 (5)	0.008 (2)	0.007 (3)	0.003 (3)
C4	0.036 (2)	0.044 (3)	0.061 (3)	−0.006 (2)	−0.005 (2)	0.004 (2)
C3	0.030 (2)	0.069 (4)	0.087 (4)	−0.005 (2)	−0.005 (3)	−0.001 (3)
C2	0.044 (3)	0.061 (3)	0.061 (3)	0.016 (2)	0.015 (2)	−0.012 (3)
C11	0.038 (2)	0.031 (2)	0.033 (2)	−0.0013 (17)	0.0002 (17)	−0.0049 (16)
N2	0.037 (2)	0.050 (2)	0.059 (3)	0.0069 (18)	−0.0083 (19)	−0.011 (2)
C10	0.039 (2)	0.0271 (19)	0.0290 (18)	−0.0014 (16)	−0.0001 (16)	−0.0019 (15)
N6	0.0348 (18)	0.0364 (19)	0.0341 (18)	−0.0118 (15)	−0.0039 (15)	0.0024 (14)
N3	0.036 (2)	0.054 (3)	0.061 (3)	0.0023 (18)	−0.0036 (19)	−0.019 (2)
C1	0.055 (3)	0.049 (3)	0.057 (3)	0.002 (2)	0.012 (3)	−0.017 (3)
N7	0.041 (2)	0.0360 (19)	0.0371 (19)	−0.0044 (16)	−0.0013 (16)	−0.0009 (15)
N8	0.089 (4)	0.062 (3)	0.048 (3)	−0.012 (3)	−0.018 (3)	−0.013 (2)
N4	0.0325 (18)	0.0384 (19)	0.0403 (19)	0.0055 (15)	−0.0001 (15)	−0.0099 (16)

Zn1—N6	2.035 (4)	C5—C3	1.398 (9)
Zn1—N1	2.088 (4)	C5—H5A	0.930
Zn1—N4i	2.102 (4)	C4—C3	1.415 (7)
Zn1—N5	2.155 (4)	C4—H4A	0.930
Zn1—N6ii	2.291 (4)	C3—H3A	0.930
Zn1—O1	2.360 (4)	C2—C1	1.376 (8)
N5—C7	1.338 (6)	C2—H2A	0.930
N5—C6	1.373 (6)	C11—C10	1.522 (6)
N1—C10	1.318 (5)	C11—H11A	0.970
N1—N2	1.352 (5)	C11—H11B	0.970
O1—C9	1.371 (5)	N2—N3	1.302 (6)
O1—C11	1.428 (5)	C10—N4	1.318 (5)
C9—C4	1.366 (6)	N6—N7	1.199 (5)
C9—C6	1.426 (6)	N6—Zn1ii	2.291 (4)
C8—C2	1.401 (7)	N3—N4	1.361 (6)
C8—C5	1.410 (8)	C1—H1A	0.930
C8—C6	1.415 (6)	N7—N8	1.147 (6)
C7—C1	1.405 (7)	N4—Zn1iii	2.102 (4)
C7—H7A	0.930
N6—Zn1—N1	113.67 (17)	C8—C6—C9	118.6 (4)
N6—Zn1—N4i	98.71 (15)	C3—C5—C8	120.9 (5)
N1—Zn1—N4i	91.07 (17)	C3—C5—H5A	119.5
N6—Zn1—N5	104.72 (17)	C8—C5—H5A	119.5
N1—Zn1—N5	140.15 (14)	C9—C4—C3	119.5 (5)
N4i—Zn1—N5	93.41 (15)	C9—C4—H4A	120.2
N6—Zn1—N6ii	78.59 (15)	C3—C4—H4A	120.2
N1—Zn1—N6ii	88.40 (17)	C5—C3—C4	119.9 (5)
N4i—Zn1—N6ii	176.76 (13)	C5—C3—H3A	120.1
N5—Zn1—N6ii	89.04 (15)	C4—C3—H3A	120.1
N6—Zn1—O1	162.00 (14)	C1—C2—C8	120.0 (5)
N1—Zn1—O1	69.91 (14)	C1—C2—H2A	120.0
N4i—Zn1—O1	98.84 (14)	C8—C2—H2A	120.0
N5—Zn1—O1	70.27 (15)	O1—C11—C10	103.0 (3)
N6ii—Zn1—O1	83.98 (13)	O1—C11—H11A	111.2
C7—N5—C6	117.7 (4)	C10—C11—H11A	111.2
C7—N5—Zn1	121.1 (3)	O1—C11—H11B	111.2
C6—N5—Zn1	121.1 (3)	C10—C11—H11B	111.2
C10—N1—N2	105.5 (4)	H11A—C11—H11B	109.1
C10—N1—Zn1	123.8 (3)	N3—N2—N1	108.4 (4)
N2—N1—Zn1	130.7 (3)	N4—C10—N1	112.2 (4)
C9—O1—C11	120.9 (3)	N4—C10—C11	125.7 (4)
C9—O1—Zn1	117.5 (3)	N1—C10—C11	122.1 (4)
C11—O1—Zn1	120.3 (2)	N7—N6—Zn1	127.4 (3)
C4—C9—O1	126.0 (4)	N7—N6—Zn1ii	125.3 (3)
C4—C9—C6	121.9 (4)	Zn1—N6—Zn1ii	101.41 (15)
O1—C9—C6	112.0 (4)	N2—N3—N4	109.7 (4)
C2—C8—C5	123.3 (5)	C2—C1—C7	119.0 (5)
C2—C8—C6	117.6 (5)	C2—C1—H1A	120.5
C5—C8—C6	119.1 (5)	C7—C1—H1A	120.5
N5—C7—C1	123.1 (5)	N8—N7—N6	177.4 (5)
N5—C7—H7A	118.4	C10—N4—N3	104.3 (4)
C1—C7—H7A	118.4	C10—N4—Zn1iii	133.6 (3)
N5—C6—C8	122.5 (4)	N3—N4—Zn1iii	117.0 (3)
N5—C6—C9	118.8 (4)
N6—Zn1—N5—C7	−19.6 (4)	C5—C8—C6—C9	−1.4 (7)
N1—Zn1—N5—C7	176.1 (3)	C4—C9—C6—N5	−179.8 (4)
N4i—Zn1—N5—C7	80.3 (4)	O1—C9—C6—N5	1.8 (6)
N6ii—Zn1—N5—C7	−97.6 (4)	C4—C9—C6—C8	2.3 (7)
O1—Zn1—N5—C7	178.5 (4)	O1—C9—C6—C8	−176.1 (4)
N6—Zn1—N5—C6	158.0 (3)	C2—C8—C5—C3	179.5 (5)
N1—Zn1—N5—C6	−6.3 (4)	C6—C8—C5—C3	0.4 (9)
N4i—Zn1—N5—C6	−102.1 (3)	O1—C9—C4—C3	176.1 (5)
N6ii—Zn1—N5—C6	80.0 (3)	C6—C9—C4—C3	−2.0 (7)
O1—Zn1—N5—C6	−3.9 (3)	C8—C5—C3—C4	−0.1 (10)
N6—Zn1—N1—C10	−154.1 (3)	C9—C4—C3—C5	0.9 (9)
N4i—Zn1—N1—C10	106.0 (4)	C5—C8—C2—C1	−180.0 (6)
N5—Zn1—N1—C10	9.3 (5)	C6—C8—C2—C1	−0.8 (8)
N6ii—Zn1—N1—C10	−77.3 (4)	C9—O1—C11—C10	176.3 (4)
O1—Zn1—N1—C10	6.9 (3)	Zn1—O1—C11—C10	9.5 (4)
N6—Zn1—N1—N2	23.8 (5)	C10—N1—N2—N3	1.5 (5)
N4i—Zn1—N1—N2	−76.2 (4)	Zn1—N1—N2—N3	−176.6 (3)
N5—Zn1—N1—N2	−172.8 (3)	N2—N1—C10—N4	−0.3 (5)
N6ii—Zn1—N1—N2	100.6 (4)	Zn1—N1—C10—N4	178.0 (3)
O1—Zn1—N1—N2	−175.2 (4)	N2—N1—C10—C11	177.4 (4)
N6—Zn1—O1—C9	−71.8 (5)	Zn1—N1—C10—C11	−4.3 (6)
N1—Zn1—O1—C9	−176.7 (3)	O1—C11—C10—N4	173.4 (4)
N4i—Zn1—O1—C9	95.4 (3)	O1—C11—C10—N1	−3.9 (5)
N5—Zn1—O1—C9	4.9 (3)	N1—Zn1—N6—N7	−123.2 (4)
N6ii—Zn1—O1—C9	−86.2 (3)	N4i—Zn1—N6—N7	−28.2 (4)
N6—Zn1—O1—C11	95.5 (5)	N5—Zn1—N6—N7	67.7 (4)
N1—Zn1—O1—C11	−9.5 (3)	N6ii—Zn1—N6—N7	153.7 (5)
N4i—Zn1—O1—C11	−97.4 (3)	O1—Zn1—N6—N7	139.0 (4)
N5—Zn1—O1—C11	172.1 (3)	N1—Zn1—N6—Zn1ii	83.13 (19)
N6ii—Zn1—O1—C11	81.0 (3)	N4i—Zn1—N6—Zn1ii	178.17 (15)
C11—O1—C9—C4	9.5 (7)	N5—Zn1—N6—Zn1ii	−85.94 (17)
Zn1—O1—C9—C4	176.6 (4)	N6ii—Zn1—N6—Zn1ii	0.0
C11—O1—C9—C6	−172.2 (4)	O1—Zn1—N6—Zn1ii	−14.7 (5)
Zn1—O1—C9—C6	−5.1 (5)	N1—N2—N3—N4	−2.1 (6)
C6—N5—C7—C1	1.2 (7)	C8—C2—C1—C7	0.3 (9)
Zn1—N5—C7—C1	178.9 (4)	N5—C7—C1—C2	−0.5 (9)
C7—N5—C6—C8	−1.8 (6)	N1—C10—N4—N3	−1.0 (5)
Zn1—N5—C6—C8	−179.4 (3)	C11—C10—N4—N3	−178.5 (4)
C7—N5—C6—C9	−179.6 (4)	N1—C10—N4—Zn1iii	−153.6 (3)
Zn1—N5—C6—C9	2.8 (5)	C11—C10—N4—Zn1iii	28.8 (7)
C2—C8—C6—N5	1.6 (7)	N2—N3—N4—C10	1.9 (5)
C5—C8—C6—N5	−179.2 (5)	N2—N3—N4—Zn1iii	160.0 (3)
C2—C8—C6—C9	179.4 (4)

D—H···A	D—H	H···A	D···A	D—H···A
C3—H3A···N2iv	0.93	2.49	3.411 (8)	170
C11—H11B···N8v	0.97	2.54	3.252 (7)	130

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C3—H3A⋯N2i	0.93	2.49	3.411 (8)	170
C11—H11B⋯N8ii	0.97	2.54	3.252 (7)	130

Symmetry codes: (i) ; (ii) .