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Acta Crystallogr Sect E Struct Rep Online. 2008 August 1; 64(Pt 8): m1006.
Published online 2008 July 9. doi:  10.1107/S1600536808020205
PMCID: PMC2961929

catena-Poly[[chloridocobalt(II)]-μ-5-(8-quinolyloxymeth­yl)tetra­zolato-κ4 N 5,O,N 1:N 4]

Abstract

In the title compound, [Co(C11H8N5O)Cl]n, the CoII atom is penta­coordinated by one O atom and two N atoms from a 5-(8-quinolyloxymeth­yl)tetra­zolate ligand, one N atom from another symmetry-related ligand, and a Cl atom. The coordination geometry can be described as slightly distorted trigonal–bipyramidal. Adjacent Co atoms are connected by the bridging tetra­zole groups into a chain. The dihedral angle between the quinoline and tetra­zole planes is 21.2 (1)°. The structure involves intra- and inter­chain C—H(...)N hydrogen bonds.

Related literature

For related literature, see: Luo & Ye (2008 [triangle]); Wang et al. (2005 [triangle]); Wang & Ye (2007 [triangle]); Xiong et al. (2002 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-64-m1006-scheme1.jpg

Experimental

Crystal data

  • [Co(C11H8N5O)Cl]
  • M r = 320.60
  • Monoclinic, An external file that holds a picture, illustration, etc.
Object name is e-64-m1006-efi7.jpg
  • a = 7.0289 (11) Å
  • b = 8.4331 (11) Å
  • c = 20.220 (4) Å
  • β = 96.757 (10)°
  • V = 1190.2 (3) Å3
  • Z = 4
  • Mo Kα radiation
  • μ = 1.66 mm−1
  • T = 293 (2) K
  • 0.20 × 0.18 × 0.14 mm

Data collection

  • Rigaku SCXmini CCD area-detector diffractometer
  • Absorption correction: multi-scan (CrystalClear; Rigaku, 2005 [triangle]) T min = 0.701, T max = 0.798
  • 12192 measured reflections
  • 2846 independent reflections
  • 2385 reflections with I > 2σ(I)
  • R int = 0.047

Refinement

  • R[F 2 > 2σ(F 2)] = 0.040
  • wR(F 2) = 0.101
  • S = 1.08
  • 2846 reflections
  • 172 parameters
  • H-atom parameters constrained
  • Δρmax = 0.39 e Å−3
  • Δρmin = −0.37 e Å−3

Data collection: CrystalClear (Rigaku, 2005 [triangle]); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 [triangle]); molecular graphics: SHELXTL (Sheldrick, 2008 [triangle]); software used to prepare material for publication: SHELXTL.

Table 1
Selected geometric parameters (Å, °)
Table 2
Hydrogen-bond geometry (Å, °)

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808020205/hy2140sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808020205/hy2140Isup2.hkl

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

Acknowledgments

This work was supported by a Start-up Grant to HYY from Southeast University.

supplementary crystallographic information

Comment

In the past five years, we have focused on the chemistry of 5-substituted tetrazoles because of their multiple coordination modes to metal ions and the construction of novel metal–organic frameworks. (Wang et al., 2005; Xiong et al., 2002). As part of our on going studies of the chemistry of tetrazoles, we have determined the crystal structure of the title compound.

In the title compound, the CoII atom is penta-coordinated by one O atom and two N atoms from an 8-[(tetrazol-5-yl)methoxy]quinoline ligand, by one N atom from another symmetry-related ligand, and by one terminal Cl atom (Fig. 1). The coordination geometry can be described as slightly distorted trigonal–bipyramidal (Table 1), with three N atoms (N4, N5 and N1i) [symmetry code: (i) -x + 1, y + 1/2, -z + 1/2] forming the equatorial palne and the O1 and Cl1 atoms occupying the axial positions. The deviation of the Co1 atom from the equatorial plane is 0.549 (1) Å. The bond angles of N4—Co1—N5, N5—Co1—N1i and N4—Co1—N1i are 134.43 (8), 106.43 (8) and 96.46 (9)°, respectively. Adjacent Co atoms are connected by the bridging tetrazole groups into a chain (Fig. 2). Geometric parameters of the ligand are in normal ranges (Wang & Ye, 2007). The dihedral angle between the quinoline and tetrazole planes is 21.2 (1)°. The structure involves intrachain and interchain C—H···N hydrogen bonds (Fig. 3; Table 2).

Experimental

8-(1H-Tetrazol-5-yl)methoxy)quinoline was synthesized by using a similar procedure described previously by us (Luo & Ye, 2008). A mixture of the ligand (0.045 g, 0.2 mmol), CoCl2 (0.026 g, 0.2 mmol) and water (1 ml) was sealed in a glass tube and maintained at 383 K. Purple crystals of the title compound suitable for X-ray ananlysis were obtained after 3 d.

Refinement

H atoms were positioned geometrically and refined using a riding model, with C—H = 0.93 (aromatic) and 0.97 (CH2) Å and with Uiso(H) = 1.2Ueq(C).

Figures

Fig. 1.
The structure of the title compound. Displacement ellipsoids are drawn at the 30% probability level. [Symmetry code: (i) -x + 1, y + 1/2, -z + 1/2.]
Fig. 2.
A polyhedral drawing of the chain in the title compound.
Fig. 3.
Crystal packing of the title compound viewed along the a-axis. Dashed lines denote hydrogen bonds. [Symmetry codes: (ii) -x + 1, y - 1/2, -z + 1/2; (iv) x + 1, -y + 1/2, z + 1/2.]

Crystal data

[Co(C11H8N5O)Cl]F000 = 644
Mr = 320.60Dx = 1.789 Mg m3
Monoclinic, P21/cMo Kα radiation λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 2846 reflections
a = 7.0289 (11) Åθ = 2.6–27.9º
b = 8.4331 (11) ŵ = 1.66 mm1
c = 20.220 (4) ÅT = 293 (2) K
β = 96.757 (10)ºPrism, purple
V = 1190.2 (3) Å30.20 × 0.18 × 0.14 mm
Z = 4

Data collection

Rigaku SCXmini CCD area-detector diffractometer2846 independent reflections
Radiation source: fine-focus sealed tube2385 reflections with I > 2σ(I)
Monochromator: graphiteRint = 0.047
Detector resolution: 13.6612 pixels mm-1θmax = 27.9º
T = 293(2) Kθmin = 2.6º
ω scansh = −9→9
Absorption correction: multi-scan(CrystalClear; Rigaku, 2005)k = −11→11
Tmin = 0.701, Tmax = 0.798l = −26→26
12192 measured reflections

Refinement

Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.040H-atom parameters constrained
wR(F2) = 0.101  w = 1/[σ2(Fo2) + (0.0449P)2 + 0.5457P] where P = (Fo2 + 2Fc2)/3
S = 1.08(Δ/σ)max < 0.001
2846 reflectionsΔρmax = 0.39 e Å3
172 parametersΔρmin = −0.37 e Å3
Primary atom site location: structure-invariant direct methodsExtinction correction: none

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)

xyzUiso*/Ueq
Co10.19156 (5)0.40223 (4)0.221382 (16)0.02932 (13)
C10.5028 (3)0.1574 (3)0.24542 (12)0.0287 (5)
C20.4852 (4)0.1332 (4)0.17171 (13)0.0380 (6)
H2A0.60970.13910.15560.046*
H2B0.42810.03100.15960.046*
C30.2568 (4)0.2342 (3)0.08430 (11)0.0279 (5)
C40.3194 (4)0.1528 (4)0.03257 (13)0.0376 (6)
H4A0.44030.10650.03750.045*
C50.1997 (4)0.1392 (4)−0.02832 (13)0.0404 (7)
H5A0.24240.0841−0.06360.049*
C60.0216 (4)0.2065 (3)−0.03590 (13)0.0369 (6)
H6A−0.05530.1978−0.07640.044*
C7−0.0466 (4)0.2890 (3)0.01735 (12)0.0303 (5)
C8−0.2301 (4)0.3590 (4)0.01327 (14)0.0403 (6)
H8A−0.31320.3524−0.02600.048*
C9−0.2846 (4)0.4360 (4)0.06704 (15)0.0454 (7)
H9A−0.40520.48250.06470.054*
C10−0.1581 (4)0.4453 (4)0.12616 (14)0.0375 (6)
H10A−0.19800.49840.16240.045*
C110.0727 (3)0.3037 (3)0.07850 (11)0.0253 (5)
N10.6256 (3)0.0865 (3)0.29043 (10)0.0303 (5)
N20.5887 (3)0.1467 (3)0.34993 (10)0.0362 (5)
N30.4486 (3)0.2482 (3)0.34007 (11)0.0359 (5)
N40.3906 (3)0.2574 (3)0.27357 (10)0.0309 (5)
N50.0151 (3)0.3818 (2)0.13259 (10)0.0272 (4)
Cl1−0.00233 (11)0.49197 (11)0.29524 (4)0.0531 (2)
O10.3637 (3)0.2596 (2)0.14477 (8)0.0324 (4)

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Co10.0282 (2)0.0378 (2)0.02076 (19)0.00290 (14)−0.00200 (13)−0.00415 (14)
C10.0287 (12)0.0331 (13)0.0232 (12)0.0014 (10)−0.0014 (9)0.0009 (10)
C20.0440 (16)0.0439 (16)0.0246 (13)0.0178 (12)−0.0024 (11)0.0015 (12)
C30.0333 (13)0.0308 (12)0.0183 (11)0.0017 (10)−0.0019 (9)0.0010 (10)
C40.0387 (15)0.0451 (15)0.0286 (13)0.0113 (12)0.0018 (11)−0.0043 (12)
C50.0511 (17)0.0481 (16)0.0221 (13)0.0060 (13)0.0041 (11)−0.0077 (12)
C60.0450 (15)0.0441 (16)0.0197 (12)0.0004 (12)−0.0036 (11)−0.0027 (11)
C70.0346 (13)0.0333 (13)0.0217 (12)−0.0004 (10)−0.0026 (10)0.0012 (10)
C80.0356 (15)0.0532 (17)0.0287 (14)0.0039 (12)−0.0099 (11)−0.0020 (13)
C90.0330 (14)0.063 (2)0.0376 (16)0.0142 (13)−0.0065 (12)−0.0070 (14)
C100.0343 (14)0.0457 (16)0.0312 (14)0.0101 (12)−0.0011 (11)−0.0056 (12)
C110.0283 (12)0.0278 (12)0.0189 (11)−0.0020 (9)−0.0010 (9)0.0001 (9)
N10.0345 (11)0.0343 (11)0.0204 (10)−0.0012 (9)−0.0031 (8)0.0026 (8)
N20.0473 (14)0.0382 (12)0.0214 (11)−0.0021 (10)−0.0027 (9)0.0010 (9)
N30.0448 (13)0.0405 (13)0.0216 (10)−0.0018 (10)0.0005 (9)0.0005 (9)
N40.0357 (12)0.0329 (11)0.0235 (10)−0.0008 (9)0.0012 (9)−0.0010 (9)
N50.0286 (10)0.0318 (11)0.0205 (10)0.0008 (8)−0.0008 (8)−0.0019 (8)
Cl10.0478 (4)0.0800 (6)0.0326 (4)0.0160 (4)0.0090 (3)−0.0097 (4)
O10.0347 (10)0.0374 (10)0.0227 (9)0.0098 (7)−0.0072 (7)−0.0021 (8)

Geometric parameters (Å, °)

Co1—N1i2.049 (2)C5—H5A0.9300
Co1—N42.053 (2)C6—C71.413 (4)
Co1—N52.066 (2)C6—H6A0.9300
Co1—Cl12.2670 (8)C7—C81.412 (4)
Co1—O12.3979 (18)C7—C111.415 (3)
C1—N11.321 (3)C8—C91.360 (4)
C1—N41.327 (3)C8—H8A0.9300
C1—C21.495 (3)C9—C101.406 (4)
C2—O11.433 (3)C9—H9A0.9300
C2—H2A0.9700C10—N51.322 (3)
C2—H2B0.9700C10—H10A0.9300
C3—C41.366 (3)C11—N51.378 (3)
C3—O11.375 (3)N1—N21.359 (3)
C3—C111.413 (3)N1—Co1ii2.049 (2)
C4—C51.412 (4)N2—N31.302 (3)
C4—H4A0.9300N3—N41.361 (3)
C5—C61.366 (4)
N1i—Co1—N496.46 (9)C7—C6—H6A119.7
N1i—Co1—N5106.43 (8)C8—C7—C6123.4 (2)
N4—Co1—N5134.43 (8)C8—C7—C11117.3 (2)
N1i—Co1—Cl1104.93 (7)C6—C7—C11119.3 (2)
N4—Co1—Cl1106.62 (7)C9—C8—C7119.6 (2)
N5—Co1—Cl1104.74 (6)C9—C8—H8A120.2
N1i—Co1—O186.22 (8)C7—C8—H8A120.2
N4—Co1—O170.65 (7)C8—C9—C10119.8 (3)
N5—Co1—O172.16 (7)C8—C9—H9A120.1
Cl1—Co1—O1168.82 (6)C10—C9—H9A120.1
N1—C1—N4111.4 (2)N5—C10—C9123.0 (3)
N1—C1—C2126.6 (2)N5—C10—H10A118.5
N4—C1—C2122.1 (2)C9—C10—H10A118.5
O1—C2—C1104.7 (2)N5—C11—C3119.0 (2)
O1—C2—H2A110.8N5—C11—C7122.4 (2)
C1—C2—H2A110.8C3—C11—C7118.6 (2)
O1—C2—H2B110.8C1—N1—N2105.3 (2)
C1—C2—H2B110.8C1—N1—Co1ii129.11 (17)
H2A—C2—H2B108.9N2—N1—Co1ii125.07 (16)
C4—C3—O1124.6 (2)N3—N2—N1109.3 (2)
C4—C3—C11121.3 (2)N2—N3—N4108.8 (2)
O1—C3—C11114.1 (2)C1—N4—N3105.3 (2)
C3—C4—C5119.7 (3)C1—N4—Co1124.09 (17)
C3—C4—H4A120.1N3—N4—Co1130.42 (17)
C5—C4—H4A120.1C10—N5—C11117.9 (2)
C6—C5—C4120.6 (2)C10—N5—Co1120.22 (17)
C6—C5—H5A119.7C11—N5—Co1121.84 (16)
C4—C5—H5A119.7C3—O1—C2117.5 (2)
C5—C6—C7120.5 (2)C3—O1—Co1112.87 (14)
C5—C6—H6A119.7C2—O1—Co1116.81 (15)

Symmetry codes: (i) −x+1, y+1/2, −z+1/2; (ii) −x+1, y−1/2, −z+1/2.

Hydrogen-bond geometry (Å, °)

D—H···AD—HH···AD···AD—H···A
C2—H2B···N3ii0.972.543.292 (4)135
C8—H8A···N2iii0.932.523.398 (4)157

Symmetry codes: (ii) −x+1, y−1/2, −z+1/2; (iii) x−1, −y+1/2, z−1/2.

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HY2140).

References

  • Luo, H.-Z. & Ye, H.-Y. (2008). Acta Cryst. E64, o136. [PMC free article] [PubMed]
  • Rigaku (2005). CrystalClear Rigaku Corporation, Tokyo, Japan.
  • Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. [PubMed]
  • Wang, X.-S., Tang, Y.-Z., Huang, X.-F., Qu, Z.-R., Che, C.-M., Chan, C. W. H. & Xiong, R.-G. (2005). Inorg. Chem.44, 5278–5285. [PubMed]
  • Wang, G.-X. & Ye, H.-Y. (2007). Acta Cryst. E63, o4410.
  • Xiong, R.-G., Xue, X., Zhao, H., You, X.-Z., Abrahams, B. F. & Xue, Z.-L. (2002). Angew. Chem. Int. Ed.41, 3800–3803. [PubMed]

Articles from Acta Crystallographica Section E: Structure Reports Online are provided here courtesy of International Union of Crystallography