catena-Poly[zinc-μ3-{3,3′-[(1,7-dioxa-4,10-diaza­cyclo­dodecane-4,10-di­yl)bis­(methyl­ene)]dibenzoato}]

Ingram, C.W.; Liao, L.; Bacsa, J.

doi:10.1107/S1600536812043450

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 (C-C) = 0.004 Å
R = 0.033
wR = 0.086
Data-to-parameter ratio = 11.2
Details

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

C. W. Ingram,^a ^* L. Liao ^a and J. Bacsa ^b

^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 Zn^II 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 Zn^II ions and 14 atoms from the bridging ligands. Repetition of these units gives rise to an infinite zigzag chain along [101]. C-HO hydrogen bonds occur.

Related literature

For coordination polymers including metal-organic framework structures, see: Bai et al. (2012); Janiak (2003); Kitagawa et al. (2004); Li et al. (2012); Liao et al. (2012); Liu et al. (2012); O'Keeffe et al. (2000); Suh et al. (2012); Yoon et al. (2012).

Experimental

Crystal data

[Zn(C₂₄H₂₈N₂O₆)]
M_r = 505.87
Monoclinic, C 2/c
a = 20.7264 (15) Å
b = 8.9791 (7) Å
c = 13.9745 (19) Å
= 127.200 (4)°
V = 2071.5 (4) Å³
Z = 4
Cu K radiation
= 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) T_min = 0.414, T_max = 0.685
4413 measured reflections
1684 independent reflections
1538 reflections with I > 2(I)
R_int = 0.029

Refinement

R[F² > 2(F²)] = 0.033
wR(F²) = 0.086
S = 1.06
1684 reflections
150 parameters
H-atom parameters constrained
_max = 0.47 e Å^-3
_min = -0.21 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
C5-H5AO1ⁱ	0.99	2.57	3.224 (3)	124
C12-H12O2ⁱⁱ	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); cell refinement: SAINT (Bruker, 2009); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: OLEX2 (Dolomanov et al., 2009); 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.
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.
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Liu, Y.-Y., Li, J., Ma, J.-F., Ma, J.-C. & Yang, J. (2012). CrystEngComm, 14, 169-177.
O'Keeffe, M., Eddaoudi, M., Li, H., Reineke, T. & Yaghi, O. M. (2000). J. Solid State Chem. 152, 3-20.
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Suh, M. P., Park, H. J., Prasad, T. K. & Lim, D.-W. (2012). Chem. Rev. 112, 782-835.
Yoon, M., Srirambalaji, R. & Kim, K. (2012). Chem. Rev. 112, 1196-1231.

metal-organic compounds

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