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Volume 68 
Part 11 
Page m1410  
November 2012  

Received 16 September 2012
Accepted 18 October 2012
Online 27 October 2012

Key indicators
Single-crystal X-ray study
T = 173 K
Mean [sigma](C-C) = 0.004 Å
R = 0.033
wR = 0.086
Data-to-parameter ratio = 11.2
Details
Open access

catena-Poly[zinc-[mu]3-{3,3'-[(1,7-dioxa-4,10-diazacyclododecane-4,10-diyl)bis(methylene)]dibenzoato}]

aCenter for Functional Nanoscale Materials, Department of Chemistry, Clark Atlanta University, 223 James P. Brawley Drive, Atlanta, GA 30314, USA, and bDepartment of Chemistry, Emory University, Atlanta, GA 30322, USA
Correspondence e-mail: cingram@cau.edu

The ZnII ion in the title compound, [Zn(C24H28N2O6)]n, is located on a twofold rotation axis and is at the midpoint of a crown-4 moiety of 3,3'-[(1,7-dioxa-4,10-diazacyclododecane-4,10-diyl)bis(methylene)]dibenzoate anion. It is octahedrally coordinated by two N atoms and two O atoms of the crown moiety from one ligand and two carboxylate O atoms from two bridging intra-chain ligands. Metallomacrocyclic rings are identified in the structure. The metallomacrocycle contains two ZnII ions and 14 atoms from the bridging ligands. Repetition of these units gives rise to an infinite zigzag chain along [101]. C-H...O hydrogen bonds occur.

Related literature

For coordination polymers including metal-organic framework structures, see: Bai et al. (2012[Bai, S.-Q., Yong, A. M., Hu, J. J., Young, D. J., Zhang, X., Zong, Y., Xu, J., Zuo, J.-L. & Hor, T. S. A. (2012). CrystEngComm, 14, 961-971.]); Janiak (2003[Janiak, C. (2003). Dalton Trans. pp. 2781-2804.]); Kitagawa et al. (2004[Kitagawa, S., Kitaura, R. & Noro, S. (2004). Angew. Chem. Int. Ed. 43, 2334-2375.]); Li et al. (2012[Li, J.-R., Sculley, J. & Zhou, H.-C. (2012). Chem. Rev. 112, 869-932.]); Liao et al. (2012[Liao, L., Ingram, C. W., Vandeveer, D., Hardcastle, K., Solntsev, K. M., Sabo, D., Zhang, Z. J. & Weber, R. T. (2012). Inorg. Chim. Acta, 391, 1-9.]); Liu et al. (2012[Liu, Y.-Y., Li, J., Ma, J.-F., Ma, J.-C. & Yang, J. (2012). CrystEngComm, 14, 169-177.]); O'Keeffe et al. (2000[O'Keeffe, M., Eddaoudi, M., Li, H., Reineke, T. & Yaghi, O. M. (2000). J. Solid State Chem. 152, 3-20.]); Suh et al. (2012[Suh, M. P., Park, H. J., Prasad, T. K. & Lim, D.-W. (2012). Chem. Rev. 112, 782-835.]); Yoon et al. (2012[Yoon, M., Srirambalaji, R. & Kim, K. (2012). Chem. Rev. 112, 1196-1231.]).

[Scheme 1]

Experimental

Crystal data
  • [Zn(C24H28N2O6)]

  • Mr = 505.87

  • Monoclinic, C 2/c

  • a = 20.7264 (15) Å

  • b = 8.9791 (7) Å

  • c = 13.9745 (19) Å

  • [beta] = 127.200 (4)°

  • V = 2071.5 (4) Å3

  • Z = 4

  • Cu K[alpha] radiation

  • [mu] = 2.05 mm-1

  • T = 173 K

  • 0.48 × 0.14 × 0.11 mm

Data collection
  • Bruker D8 diffractometer with an APEXII detector

  • Absorption correction: multi-scan (SADABS; Bruker, 2008[Bruker (2008). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.414, Tmax = 0.685

  • 4413 measured reflections

  • 1684 independent reflections

  • 1538 reflections with I > 2[sigma](I)

  • Rint = 0.029

Refinement
  • R[F2 > 2[sigma](F2)] = 0.033

  • wR(F2) = 0.086

  • S = 1.06

  • 1684 reflections

  • 150 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.47 e Å-3

  • [Delta][rho]min = -0.21 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
C5-H5A...O1i 0.99 2.57 3.224 (3) 124
C12-H12...O2ii 0.95 2.43 3.256 (3) 145
Symmetry codes: (i) [-x+{\script{1\over 2}}, -y+{\script{1\over 2}}, -z+1]; (ii) -x, -y+1, -z.

Data collection: APEX2 (Bruker, 2011[Bruker (2011). APEX2. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2009[Bruker (2009). SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: OLEX2 (Dolomanov et al., 2009[Dolomanov, O. V., Bourhis, L. J., Gildea, R. J., Howard, J. A. K. & Puschmann, H. (2009). J. Appl. Cryst. 42, 339-341.]); software used to prepare material for publication: OLEX2.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: MW2087 ).


Acknowledgements

Financial support for this work by USA NSF/CREST/CFNM Award No. HRD-1137751 is gratefully acknowledged.

References

Bai, S.-Q., Yong, A. M., Hu, J. J., Young, D. J., Zhang, X., Zong, Y., Xu, J., Zuo, J.-L. & Hor, T. S. A. (2012). CrystEngComm, 14, 961-971.  [ISI] [CSD] [CrossRef] [ChemPort]
Bruker (2008). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Bruker (2009). SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Bruker (2011). APEX2. Bruker AXS Inc., Madison, Wisconsin, USA.
Dolomanov, O. V., Bourhis, L. J., Gildea, R. J., Howard, J. A. K. & Puschmann, H. (2009). J. Appl. Cryst. 42, 339-341.  [ISI] [CrossRef] [ChemPort] [details]
Janiak, C. (2003). Dalton Trans. pp. 2781-2804.  [CrossRef]
Kitagawa, S., Kitaura, R. & Noro, S. (2004). Angew. Chem. Int. Ed. 43, 2334-2375.  [ISI] [CrossRef] [ChemPort]
Li, J.-R., Sculley, J. & Zhou, H.-C. (2012). Chem. Rev. 112, 869-932.  [ISI] [CrossRef] [ChemPort] [PubMed]
Liao, L., Ingram, C. W., Vandeveer, D., Hardcastle, K., Solntsev, K. M., Sabo, D., Zhang, Z. J. & Weber, R. T. (2012). Inorg. Chim. Acta, 391, 1-9.  [ISI] [CSD] [CrossRef] [ChemPort]
Liu, Y.-Y., Li, J., Ma, J.-F., Ma, J.-C. & Yang, J. (2012). CrystEngComm, 14, 169-177.  [ISI] [CSD] [CrossRef] [ChemPort]
O'Keeffe, M., Eddaoudi, M., Li, H., Reineke, T. & Yaghi, O. M. (2000). J. Solid State Chem. 152, 3-20.  [ISI] [CrossRef] [ChemPort]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Suh, M. P., Park, H. J., Prasad, T. K. & Lim, D.-W. (2012). Chem. Rev. 112, 782-835.  [ISI] [CrossRef] [ChemPort] [PubMed]
Yoon, M., Srirambalaji, R. & Kim, K. (2012). Chem. Rev. 112, 1196-1231.  [ISI] [CrossRef] [ChemPort] [PubMed]


Acta Cryst (2012). E68, m1410  [ doi:10.1107/S1600536812043450 ]

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