[Journal logo]

Volume 69 
Part 10 
Pages m568-m569  
October 2013  

Received 2 September 2013
Accepted 21 September 2013
Online 28 September 2013

Key indicators
Single-crystal X-ray study
T = 150 K
Mean [sigma](C-C) = 0.012 Å
Disorder in solvent or counterion
R = 0.058
wR = 0.160
Data-to-parameter ratio = 17.4
Details
Open access

Bis(1,10-phenanthroline-[kappa]2N,N')(sulfato-[kappa]O)copper(II) ethanol monosolvate

aDepartment of Chemistry, Faculty of Science, Chiang Mai University, Chiang Mai 50200, Thailand, and bDepartment of Chemistry, University of Hull, Cottingham Road, Hull, HU6 7RX, England
Correspondence e-mail: apinpus@gmail.com

The crystal structure of the title compound, [Cu(SO4)(C12H8N2)2]·C2H5OH, arises from the assembly of the neutral complex [Cu(SO4)(C12H8N2)2] and an ethanol solvent molecule. The CuII ion is five-coordinate, surrounded by two pairs of N atoms from two independent N,N'-chelating 1,10-phenanthroline ligands, and one O atom of monodentate sulfate ligand, in a distorted trigonal-bipyramidal fashion. Spatial orientation of the ligands and the assembly in the solid state are stabilized by the C-H...O hydrogen-bonding interactions, established between the O atoms (from the sulfate ligand and the ethanol molecule) and the neighbouring 1,10-phenanthroline molecules. There is also an offset face-to-face [pi]-[pi] stacking between the 1,10-phenanthroline ligands. The ethanol solvent molecule is disordered over two orientations in the ratio 0.663 (10):0.337 (10). The crystal examined was subject to racemic twinning and the refined twin fraction was 0.346 (19).

Related literature

Zhong has published many similar compounds with different solvent systems, see, for example: Zhong (2011a[Zhong, K.-L. (2011a). Z. Kristallogr. New Cryst. Struct. 226, 286-288.],b[Zhong, K.-L. (2011b). Acta Cryst. E67, m1215-m1216.], 2012[Zhong, K.-L. (2012). Acta Cryst. E68, m1555.]); Zhong & Cao (2013[Zhong, K.-L. & Cao, G.-Q. (2013). Acta Cryst. E69, m40-m41.]). For a similar centrosymmetric compound featuring 2,2'-bipyridine and bidentate sulfate, see: Wojciechowska et al. (2011[Wojciechowska, A., Jezierska, J., Bienko, A. & Daszkiewicz, M. (2011). Polyhedron, 30, 1547-1554.]). For similar compounds of different first-row transition metals, see, for example: Zhu et al. (2006[Zhu, Y.-M., Zhong, K.-L. & Lu, W.-J. (2006). Acta Cryst. E62, m2725-m2726.]); Zhong et al. (2009[Zhong, K.-L., Ni, C. & Wang, J.-M. (2009). Acta Cryst. E65, m911.]).

[Scheme 1]

Experimental

Crystal data
  • [Cu(SO4)(C12H8N2)2]·C2H6O

  • Mr = 564.06

  • Monoclinic, C c

  • a = 17.5488 (14) Å

  • b = 11.9360 (11) Å

  • c = 13.0663 (9) Å

  • [beta] = 120.664 (5)°

  • V = 2354.2 (3) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 1.06 mm-1

  • T = 150 K

  • 0.32 × 0.24 × 0.12 mm

Data collection
  • Stoe IPDS2 diffractometer

  • Absorption correction: numerical (X-AREA; Stoe & Cie, 2002[Stoe & Cie (2002). X-AREA. Stoe & Cie, Darmstadt, Germany.]) Tmin = 0.727, Tmax = 0.883

  • 10087 measured reflections

  • 5771 independent reflections

  • 4259 reflections with I > 2[sigma](I)

  • Rint = 0.070

Refinement
  • R[F2 > 2[sigma](F2)] = 0.058

  • wR(F2) = 0.160

  • S = 1.01

  • 5771 reflections

  • 331 parameters

  • 8 restraints

  • H-atom parameters constrained

  • [Delta][rho]max = 1.02 e Å-3

  • [Delta][rho]min = -1.09 e Å-3

  • Absolute structure: Flack (1983[Flack, H. D. (1983). Acta Cryst. A39, 876-881.]), 2594 Friedel pairs

  • Absolute structure parameter: 0.346 (19)

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
C3-H3...O2i 0.95 2.48 3.389 (9) 161
C5-H5...O1i 0.95 2.34 3.263 (9) 165
C6-H6...O2ii 0.95 2.35 3.252 (11) 158
C9-H9...O4iii 0.95 2.28 3.188 (9) 161
C10-H10...O1 0.95 2.41 2.973 (8) 118
C21-H21...O1iv 0.95 2.44 3.175 (8) 134
C25-H25...O1v 0.95 2.44 3.285 (11) 149
C25-H25...O4v 0.95 2.39 3.255 (11) 151
C26-H26...O3vi 0.95 2.50 3.200 (8) 130
C28-H28...O4vi 0.95 2.46 3.367 (10) 159
C30-H30...O41iii 0.95 2.45 3.165 (12) 132
Symmetry codes: (i) [x-{\script{1\over 2}}, -y+{\script{1\over 2}}, z-{\script{1\over 2}}]; (ii) [x-{\script{1\over 2}}, y-{\script{1\over 2}}, z]; (iii) [x, -y+1, z+{\script{1\over 2}}]; (iv) [x, -y+1, z-{\script{1\over 2}}]; (v) [x+{\script{1\over 2}}, y-{\script{1\over 2}}, z]; (vi) [x+{\script{1\over 2}}, -y+{\script{1\over 2}}, z+{\script{1\over 2}}].

Data collection: X-AREA (Stoe & Cie, 2002[Stoe & Cie (2002). X-AREA. Stoe & Cie, Darmstadt, Germany.]); cell refinement: X-AREA; data reduction: X-AREA; program(s) used to solve structure: SHELXS86 (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: DIAMOND (Brandenburg, 1999[Brandenburg, K. (1999). DIAMOND. Crystal Impact GbR, Bonn, Germany.]); software used to prepare material for publication: publCIF (Westrip, 2010[Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.]) and PLATON (Spek, 2009[Spek, A. L. (2009). Acta Cryst. D65, 148-155.]).


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: GG2128 ).


Acknowledgements

The Thailand Research Fund is acknowledged for funding. NM thanks the Science Achievement Scholarship of Thailand and the Graduate School, Chiang Mai University for scholarships.

References

Brandenburg, K. (1999). DIAMOND. Crystal Impact GbR, Bonn, Germany.
Flack, H. D. (1983). Acta Cryst. A39, 876-881.  [CrossRef] [IUCr Journals]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [IUCr Journals]
Spek, A. L. (2009). Acta Cryst. D65, 148-155.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]
Stoe & Cie (2002). X-AREA. Stoe & Cie, Darmstadt, Germany.
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]
Wojciechowska, A., Jezierska, J., Bienko, A. & Daszkiewicz, M. (2011). Polyhedron, 30, 1547-1554.  [Web of Science] [CSD] [CrossRef] [ChemPort]
Zhong, K.-L. (2011a). Z. Kristallogr. New Cryst. Struct. 226, 286-288.  [ChemPort]
Zhong, K.-L. (2011b). Acta Cryst. E67, m1215-m1216.  [CSD] [CrossRef] [ChemPort] [IUCr Journals]
Zhong, K.-L. (2012). Acta Cryst. E68, m1555.  [CSD] [CrossRef] [IUCr Journals]
Zhong, K.-L. & Cao, G.-Q. (2013). Acta Cryst. E69, m40-m41.  [CSD] [CrossRef] [ChemPort] [IUCr Journals]
Zhong, K.-L., Ni, C. & Wang, J.-M. (2009). Acta Cryst. E65, m911.  [CSD] [CrossRef] [IUCr Journals]
Zhu, Y.-M., Zhong, K.-L. & Lu, W.-J. (2006). Acta Cryst. E62, m2725-m2726.  [CSD] [CrossRef] [ChemPort] [IUCr Journals]


Acta Cryst (2013). E69, m568-m569   [ doi:10.1107/S1600536813026093 ]

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.