Poly[[μ4-naphthalene-1,4-dicarboxyl­ato-κ4O:O′:O′′:O′′′-μ2-naphthalene-1,4-dicarboxyl­ato-κ4O,O′:O′′,O′′′-bis­(2-phenyl-1H-1,3,7,8-tetra­azacyclopenta­[l]phenanthrene-κ2N7,N8)dimanganese(II)] N,N-dimethyl­formamide solvate]

Li, H.-D.; Liu, Y.; Xu, M.-L.; Ng, S.W.

doi:10.1107/S1600536808010787

Volume 64
Part 5
Pages m704-m705
May 2008

Received 16 January 2008
Accepted 18 April 2008
Online 23 April 2008

Key indicators
Single-crystal X-ray study
T = 295 K
Mean (C-C) = 0.011 Å
Disorder in main residue
R = 0.081
wR = 0.262
Data-to-parameter ratio = 11.7
Details

Poly[[₄-naphthalene-1,4-dicarboxylato-⁴O:O':O'':O'''-₂-naphthalene-1,4-dicarboxylato-⁴O,O':O'',O'''-bis(2-phenyl-1H-1,3,7,8-tetraazacyclopenta[l]phenanthrene-²N⁷,N⁸)dimanganese(II)] N,N-dimethylformamide solvate]

Heng-Da Li,^a Yang Liu,^a Mao-Liang Xu ^b and Seik Weng Ng ^c ^*

^aDepartment of Chemistry, Jilin Normal University, Siping 136000, People's Republic of China,^bXi'an Modern Chemistry Research Institute, Xi'an 710065, People's Republic of China, and ^cDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia
Correspondence e-mail: seikweng@um.edu.my

One of the two 1,4-dicarboxylate dianions in the title compound, [Mn₂(C₁₂H₆O₄)₂(C₁₉H₁₂N₄)₂]·C₃H₇NO, uses its two carboxylate groups to chelate two N-heterocycle-chelated Mn atoms; the other 1,4-dicarboxylate dianion binds to four such metal centers. The octahedrally coordinated Mn atoms are linked through the two dianions into a layer motif; the dimethylformamide molecules occupy the spaces between adjacent layers. Ten C atoms and attached H atoms of one dianion are disordered equally over two positions.

Related literature

There are several studies of 2-phenyl-1H-1,3,7,8-tetraazacyclopenta[l]phenanthrene-chelated metal compounds; for the structures of the manganese dicarboxylate adducts, see: Che (2006); Che & Liu (2006); Wang et al. (2006); Zhang et al. (2006).

Experimental

Crystal data

[Mn₂(C₁₂H₆O₄)₂(C₁₉H₁₂N₄)₂]·C₃H₇NO
M_r = 1203.96
Triclinic, $[P \overline 1]$
a = 9.240 (2) Å
b = 14.852 (5) Å
c = 21.921 (5) Å
= 105.72 (1)°
= 100.48 (1)°
= 101.67 (1)°
V = 2745.0 (13) Å³
Z = 2
Mo K radiation
= 0.53 mm^-1
T = 295 (2) K
0.26 × 0.16 × 0.12 mm

Data collection

Rigaku R-AXIS RAPID diffractometer
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) T_min = 0.760, T_max = 0.940
21501 measured reflections
9443 independent reflections
4800 reflections with I > 2(I)
R_int = 0.084

Refinement

R[F² > 2(F²)] = 0.080
wR(F²) = 0.262
S = 1.06
9443 reflections
810 parameters
158 restraints
H-atom parameters constrained
_max = 1.74 e Å^-3
_min = -0.48 e Å^-3

Table 1
Selected bond lengths (Å)

Mn1-O1ⁱ	2.115 (5)
Mn1-O4ⁱⁱ	2.105 (4)
Mn1-O5	2.431 (5)
Mn1-O6	2.171 (5)
Mn1-N1	2.232 (5)
Mn1-N4	2.259 (5)
Mn2-O2	2.107 (5)
Mn2-O3ⁱⁱⁱ	2.112 (5)
Mn2-O7	2.208 (5)
Mn2-O8	2.384 (5)
Mn2-N5	2.252 (6)
Mn2-N8	2.277 (5)
Symmetry codes: (i) x, y+1, z; (ii) x+1, y+1, z; (iii) x+1, y, z.

Data collection: RAPID-AUTO (Rigaku, 1998); cell refinement: RAPID-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: X-SEED (Barbour, 2001) and OLEX (Dolomanov et al., 2003); software used to prepare material for publication: publCIF (Westrip, 2008).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: RZ2195 ).

Acknowledgements

We thank the Natural Science Foundation of Jilin Province (No. 20060516), the Doctoral Foundation of Jilin Normal University (No. 2006006), the Science and Technology Institute Foundation of Siping City (No. 2005016), the Subject and Base Construction Foundation of Jilin Normal University (No. 2006041), and the University of Malaya for supporting this work.

References

Barbour, L. J. (2001). J. Supramol. Chem. 1, 189-191.
Che, G.-B. (2006). Acta Cryst. E62, m1244-m1246.
Che, G.-B. & Liu, C.-B. (2006). Acta Cryst. E62, m1453-m1455.
Dolomanov, O. V., Blake, A. J., Champness, N. R. & Schröder, M. (2003). J. Appl. Cryst. 36, 1283-1284.
Higashi, T. (1995). ABSCOR. Rigaku Corporation, Tokyo, Japan.
Rigaku (1998). RAPID-AUTO. Rigaku Corporation, Tokyo, Japan.
Rigaku/MSC (2002). CrystalStructure. Rigaku/MSC, The Woodlands, Texas, USA.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Wang, L., Che, G.-B. & Liu, C.-B. (2006). Acta Cryst. E62, m2406-m2408.
Westrip, S. P. (2008). publCIF. In preparation.
Zhang, S.-C., Sun, J., Yu, Z.-X. & Zhao, X.-H. (2006). Acta Cryst. E62, m2893-m2894.

metal-organic compounds

Poly[[4-naphthalene-1,4-dicarboxylato-4O:O':O'':O'''-2-naphthalene-1,4-dicarboxylato-4O,O':O'',O'''-bis(2-phenyl-1H-1,3,7,8-tetraazacyclopenta[l]phenanthrene-2N7,N8)dimanganese(II)] N,N-dimethylformamide solvate]