[Journal logo]

Volume 69 
Part 8 
Page m471  
August 2013  

Received 2 July 2013
Accepted 12 July 2013
Online 24 July 2013

Key indicators
Single-crystal X-ray study
T = 100 K
Mean [sigma](C-C) = 0.003 Å
R = 0.039
wR = 0.121
Data-to-parameter ratio = 16.5
Details
Open access

[5,10,15,20-Tetrakis(4-methoxyphenyl)porphyrinato]zinc dichloromethane disolvate

aDepartment of Chemistry, Austin College, 900 North Grand, Sherman, TX 75090-4400, USA, and bDepartment of Chemistry, University of North Texas, Denton, TX 76203-5017, USA
Correspondence e-mail: sgould@austincollege.edu

In the title compound, [Zn(C48H36N4O4)]·2CH2Cl2, the ZnII ion lies on an inversion center and is coordinated in an almost ideal square-planar geometry. The asymmetric unit also contains one dichloromethane solvent molecule. The unique methoxy-substituted benzene rings form dihedral angles of 59.38 (6) and 66.77 (6)° with the mean plane (r.m.s. deviation of fitted atoms = 0.0282 Å) of the atoms in the porphyrin core. The packing is characterized by close contacts between the ZnII ion and two symmetry-related molecules through the O atoms of a methoxyphenyl group [Zn...O = 2.694 (2) Å], forming a two-dimensional network parallel to (100).

Related literature

For related structures, see: Adilov & Thalladi (2007[Adilov, S. & Thalladi, V. R. (2007). Cryst. Growth Des. 7, 481-484.]); Bhuyan & Sarkar (2011[Bhuyan, J. & Sarkar, S. (2011). Cryst. Growth Des. 11, 5410-5414.]); Teo et al. (2003[Teo, T. L., Vetrichelvan, M. & Lai, Y. H. (2003). Org. Lett. 5, 4207-4210.]). For the synthesis, see: Adler et al. (1967[Adler, A. D., Longo, F. R., Finarelli, J. D., Goldmacher, J., Assour, J. & Korsakoff, L. (1967). J. Org. Chem. 32, 476-477.]). For van der Waals radii, see: Bondi (1964[Bondi, A. (1964). J. Phys. Chem. 68, 441-451.]).

[Scheme 1]

Experimental

Crystal data
  • [Zn(C48H36N4O4)]·2CH2Cl2

  • Mr = 968.03

  • Monoclinic, P 21 /c

  • a = 11.4189 (9) Å

  • b = 10.6877 (9) Å

  • c = 18.3778 (15) Å

  • [beta] = 106.022 (1)°

  • V = 2155.7 (3) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 0.87 mm-1

  • T = 100 K

  • 0.18 × 0.16 × 0.09 mm

Data collection
  • Bruker APEXII CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2007[Bruker (2007). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.861, Tmax = 0.926

  • 25964 measured reflections

  • 4763 independent reflections

  • 4022 reflections with I > 2[sigma](I)

  • Rint = 0.036

Refinement
  • R[F2 > 2[sigma](F2)] = 0.039

  • wR(F2) = 0.121

  • S = 1.06

  • 4763 reflections

  • 288 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.52 e Å-3

  • [Delta][rho]min = -0.78 e Å-3

Data collection: APEX2 (Bruker, 2007[Bruker (2007). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2007[Bruker (2007). APEX2, SAINT and SADABS. 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: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); software used to prepare material for publication: SHELXTL.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: LH5631 ).


Acknowledgements

This research was funded in part by the National Science Foundation (CHE-0924153) and a chemistry department grant from the Welch Foundation (AD-0007). X-ray data were collected at the University of North Texas using a Bruker APEXII CCD diffractometer.

References

Adilov, S. & Thalladi, V. R. (2007). Cryst. Growth Des. 7, 481-484.  [CrossRef] [ChemPort]
Adler, A. D., Longo, F. R., Finarelli, J. D., Goldmacher, J., Assour, J. & Korsakoff, L. (1967). J. Org. Chem. 32, 476-477.  [CrossRef] [ChemPort]
Bhuyan, J. & Sarkar, S. (2011). Cryst. Growth Des. 11, 5410-5414.  [CrossRef] [ChemPort]
Bondi, A. (1964). J. Phys. Chem. 68, 441-451.  [CrossRef] [ChemPort] [Web of Science]
Bruker (2007). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [IUCr Journals]
Teo, T. L., Vetrichelvan, M. & Lai, Y. H. (2003). Org. Lett. 5, 4207-4210.  [CrossRef] [PubMed] [ChemPort]


Acta Cryst (2013). E69, m471  [ doi:10.1107/S1600536813019338 ]

This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.