Aqua­(4-cyano­pyridine-κN4)(5,10,15,20-tetra­phenyl­porphyrinato-κ4N)magnesium

Ezzayani, K.; Belkhiria, M.S.; Najmudin, S.; Bonifácio, C.; Nasri, H.

doi:10.1107/S1600536812049434

Volume 69
Part 1
Pages m17-m18
January 2013

Received 11 November 2012
Accepted 2 December 2012
Online 8 December 2012

Key indicators
Single-crystal X-ray study
T = 296 K
Mean (C-C) = 0.002 Å
Disorder in main residue
R = 0.039
wR = 0.103
Data-to-parameter ratio = 14.1
Details

Aqua(4-cyanopyridine-N⁴)(5,10,15,20-tetraphenylporphyrinato-⁴N)magnesium

Khaireddine Ezzayani,^a Mohamed Salah Belkhiria,^a Shabir Najmudin,^b Cecilia Bonifácio ^c 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,^bFaculdade de Medicina, Veterinària, Universidade Tecnica de Lisboa, Avenida da Universidade Tecnica, 1300-477 Lisboa, Portugal, and ^cREQUIMTE/CQFB Departamento de Quimica, Faculdade de Ciencias e Tecnologia, Universidade Nova de Lisboa, 2829-516 Caparica, Portugal
Correspondence e-mail: hnasri1@gmail.com

In the title complex, [Mg(C₄₄H₂₈N₄)(C₆H₄N₂)(H₂O)], the Mg²⁺ cation is octahedrally coordinated and lies on an inversion center with the axially located 4-cyanopyridine and aqua ligands exhibiting 50% substitutional disorder. The cyano-bound 4-cyanopyridine molecule also is disordered across the inversion centre. The four N atoms of the pyrrole rings of the dianionic 5,10,15,20-tetraphenylporphyrin ligand occupy the equatorial sites of the octahedron [Mg-N = 2.0552 (10) and 2.0678 (11) Å] and the axial Mg-(N,O) bond length is 2.3798 (12) Å. The crystal packing is stabilized by weak intermolecular C-H [pi] interactions.

Related literature

For general background to magnesium porphyrin species and their applications, see: Ghosh et al. (2010). For the synthesis of the [Mg(TPP)(H₂O)] (TPP is tetraphenylporphyrin) complex, see: Timkovich & Tulinsky (1969). For related structures, see: Choon et al. (1986); Imaz et al. (2005); Hibbs et al. (2003); Etkin et al. (1998); Yang et al. (2008). For a description of the Cambridge Structural Database, see: Allen (2002).

Experimental

Crystal data

[Mg(C₄₄H₂₈N₄)(C₆H₄N₂)(H₂O)]
M_r = 757.13
Triclinic, $[P \overline 1]$
a = 8.9080 (3) Å
b = 10.7550 (4) Å
c = 11.9530 (6) Å
= 63.446 (1)°
= 89.364 (2)°
= 73.408 (1)°
V = 972.60 (7) Å³
Z = 1
Mo K radiation
= 0.09 mm^-1
T = 296 K
0.48 × 0.40 × 0.24 mm

Data collection

Bruker APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2007) T_min = 0.955, T_max = 0.978
11765 measured reflections
3792 independent reflections
3307 reflections with I > 2(I)
R_int = 0.023

Refinement

R[F² > 2(F²)] = 0.039
wR(F²) = 0.103
S = 1.07
3792 reflections
268 parameters
H-atom parameters constrained
_max = 0.22 e Å^-3
_min = -0.54 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

Cg12 and Cg14 are the centroids of the N2/C6-C9 C17-C22 rings, respectively.

D-HA	D-H	HA	DA	D-HA
C12-H12Cg12ⁱ	0.93	2.97	3.8860 (19)	168
C14-H14Cg14ⁱⁱ	0.93	2.70	3.584 (2)	159
C21-H21Cg12ⁱⁱⁱ	0.93	2.85	3.6240 (18)	141
Symmetry codes: (i) x+1, y, z; (ii) -x+1, -y, -z+2; (iii) -x, -y, -z+1.

Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT; 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: ZS2246 ).

Acknowledgements

We are grateful to the Fundacão para a Ciência e Tecnologia (FCT, Portugal) for support through projects SFRH/ BPD/24889/2005 and PTDC/BIA-PRO/103980/2008 and for funding the purchase of the single-crystal diffractometer. We thank Paula Branda from the Universidade de Aveiro for the crystal mounting and data collection.

References

Allen, F. H. (2002). Acta Cryst. B58, 380-388.
Bruker (2007). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
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Burnett, M. N. & Johnson, C. K. (1996). ORTEPIII. Report ORNL-6895. Oak Ridge National Laboratory, Tennessee, USA.
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Yang, J., Li, C., Li, D. & Wang, D. (2008). Acta Cryst. E64, m174.