Diaqua­(5,10,15,20-tetra­phenyl­porphyrinato-κ4N)magnesium–18-crown-6 (1/1)

Ezzayani, K.; Nasri, S.; Belkhiria, M.S.; Daran, J.-C.; Nasri, H.

doi:10.1107/S1600536813001219

Volume 69
Part 2
Pages m114-m115
February 2013

Received 6 January 2013
Accepted 12 January 2013
Online 19 January 2013

Key indicators
Single-crystal X-ray study
T = 180 K
Mean (C-C) = 0.002 Å
Disorder in main residue
R = 0.044
wR = 0.118
Data-to-parameter ratio = 11.6
Details

Diaqua(5,10,15,20-tetraphenylporphyrinato-⁴N)magnesium-18-crown-6 (1/1)

Khaireddine Ezzayani,^a Soumaya Nasri,^a ^* Mohamed Salah Belkhiria,^a Jean-Claude Daran ^b and Habib Nasri ^a

^aLaboratoire de Physico-chimie des Matériaux, Université de Monastir, Faculté des Sciences de Monastir, Avenue de l'environnement, 5019 Monastir, Tunisia, and ^bLaboratoire de Chimie de Coordination, CNRS UPR 8241, 205 route de Narbonne, 31077 Toulouse, Cedex 04, France
Correspondence e-mail: hnasri1@gmail.com

In the title compound, [Mg(C₄₄H₂₈N₄)(H₂O)₂]·C₁₂H₂₄O₆, the Mg^II cation lies on an inversion center and is octahedrally coordinated by the four N atoms of the deprotonated tetraphenylporphyrin (TPP) ligand and by two water molecules. The asymmetric unit contains one half of the [Mg(TPP)(H₂O)₂] complex and one half of an 18-crown-6 molecule. The average equatorial magnesium-pyrrole N atom distance (Mg-N_p) is 2.071 (1) Å and the axial Mg-O(H₂O) bond length is 2.213 (1) Å. The crystal packing is stabilized by two O-HO hydrogen bonds between coordinating water molecules and adjacent 18-crown-6 molecules, and exhibits a one-dimensional supramolecular structure along the a axis. The supramolecular architecture is futher stabilized by weak C-H [pi] interactions. The 18-crown-6 molecule is disordered over two sets of sites with an occupancy ratio of 0.8:0.2.

Related literature

For general background to magnesium porphyrin species and their applications, see: Ghosh et al. (2010). For related structures, see: Belghith et al. (2012); McArdle (1995); McKee et al. (1984); Choon et al. (1986); McKee & Rodley (1988); Gryz et al. (2007); Imaz et al. (2005). For a description of the Cambridge Structural Database, see: Allen (2002).

Experimental

Crystal data

[Mg(C₄₄H₂₈N₄)(H₂O)₂]·C₁₂H₂₄O₆
M_r = 937.36
Triclinic, $[P \overline 1]$
a = 8.1440 (3) Å
b = 12.3080 (4) Å
c = 12.4170 (4) Å
= 86.894 (3)°
= 75.163 (3)°
= 79.529 (3)°
V = 1183.06 (7) Å³
Z = 1
Mo K radiation
= 0.10 mm^-1
T = 180 K
0.56 × 0.51 × 0.19 mm

Data collection

Oxford Diffraction Xcalibur (Sapphire1) diffractometer
Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2009 $[Oxford Diffraction (2009). CrystAlis CCD and CrysAlis RED. Oxford Diffraction Ltd, Yarnton, England.]$ ) T_min = 0.946, T_max = 0.981
23613 measured reflections
4650 independent reflections
4013 reflections with I > 2(I)
R_int = 0.031

Refinement

R[F² > 2(F²)] = 0.044
wR(F²) = 0.118
S = 1.04
4650 reflections
400 parameters
119 restraints
H atoms treated by a mixture of independent and constrained refinement
_max = 0.46 e Å^-3
_min = -0.28 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

Cg2 and Cg4 are the centroids of the N2/C6-C9 and C17-C22 rings, respectively.

D-HA	D-H	HA	DA	D-HA
O1-H1O1O2A	0.97 (2)	2.08 (2)	2.984 (2)	153 (2)
O1-H2O1O2Aⁱ	0.97 (2)	2.22 (2)	3.105 (2)	150 (2)
O1-H1O1O2B	0.97 (2)	2.33 (2)	3.297 (10)	170 (2)
O1-H2O1O2Bⁱ	0.97 (2)	2.19 (2)	2.962 (8)	135 (1)
C15-H15Cg4ⁱⁱ	0.93	2.96	3.730 (2)	141
C27A-H27ACg2ⁱⁱⁱ	0.97	2.86	3.671 (5)	142
C26B-H26DCg2	0.97	2.89	3.678 (11)	139
C27B-H27DCg2ⁱⁱⁱ	0.97	2.94	3.715 (17)	139
Symmetry codes: (i) -x+1, -y, -z+1; (ii) x, y-1, z; (iii) x+1, y, z.

Data collection: CrysAlis CCD (Oxford Diffraction, 2009 $[Oxford Diffraction (2009). CrystAlis CCD and CrysAlis RED. Oxford Diffraction Ltd, Yarnton, England.]$ ); cell refinement: CrysAlis RED (Oxford Diffraction, 2009 $[Oxford Diffraction (2009). CrystAlis CCD and CrysAlis RED. Oxford Diffraction Ltd, Yarnton, England.]$ ); data reduction: CrysAlis RED; program(s) used to solve structure: SIR2004 (Burla et al., 2005); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEPIII (Burnett & Johnson, 1996) and ORTEP-3 for Windows (Farrugia, 2012); software used to prepare material for publication: SHELXL97.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: XU5669 ).

Acknowledgements

The authors gratefully acknowledge financial support from the Ministry of Higher Education and Scientific Research of Tunisia.

References

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