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Volume 69 
Part 11 
Page m585  
November 2013  

Received 22 September 2013
Accepted 1 October 2013
Online 5 October 2013

Key indicators
Single-crystal X-ray study
T = 100 K
Mean [sigma](C-C) = 0.006 Å
R = 0.028
wR = 0.077
Data-to-parameter ratio = 16.4
Details
Open access

Bis[(5-bromo­pyridin-2-yl)methano­lato-[kappa]2N,O]copper(II) monohydrate

aDepartment of Chemistry, Faculty of Science, Fukuoka University, 8-19-1 Nanakuma, Jonan-ku, Fukuoka 814-0180, Japan
Correspondence e-mail: thama@fukuoka-u.ac.jp

In the title compound, [Cu(C6H5BrNO)2]·H2O, the CuII ion has a square-planer N2O2 coordination environment. Slipped [pi]-[pi] stackings [centroid-centroid distances: 3.625 (3), 3.767 (3), 3.935 (3) and 4.255 (3) Å] between pyridine rings and Cu...[pi] inter­actions (centroid-to-CuII distance: 3.56 Å) between Cu2+ ions and pyridine rings lead to a layered arrangement parallel to (010). Inter­molecular Br...O inter­actions [Br...O distances: 2.904 (3) and 3.042 (3) Å] and O-H...O hydrogen bonds form a three-dimensional network structure.

Related literature

For bis(pyridin-2-ylmethanolato) complexes with four-coordinate CuII, see: Antonioli et al. (2007[Antonioli, B., Bray, D. J., Clegg, J. K., Jolliffe, K. A., Gloe, K., Gloe, K. & Lindoy, L. F. (2007). Polyhedron, 26, 673-678.]); Boyle et al. (2010[Boyle, T. J., Ottley, L. M. & Raymond, R. (2010). J. Coord. Chem. 63, 545-557.])

[Scheme 1]

Experimental

Crystal data
  • [Cu(C6H5BrNO)2]·H2O

  • Mr = 455.60

  • Triclinic, [P \overline 1]

  • a = 7.1892 (9) Å

  • b = 7.5438 (9) Å

  • c = 13.2195 (15) Å

  • [alpha] = 99.338 (3)°

  • [beta] = 103.334 (3)°

  • [gamma] = 100.400 (3)°

  • V = 670.41 (14) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 7.60 mm-1

  • T = 100 K

  • 0.15 × 0.06 × 0.04 mm

Data collection
  • Rigaku R-AXIS RAPID diffractometer

  • Absorption correction: multi-scan (ABSCOR; Rigaku, 1995[Rigaku (1995). ABSCOR. Rigaku Corporation, Tokyo, Japan.]) Tmin = 0.395, Tmax = 0.751

  • 6697 measured reflections

  • 3074 independent reflections

  • 2305 reflections with I > 2[sigma](I)

  • Rint = 0.039

Refinement
  • R[F2 > 2[sigma](F2)] = 0.028

  • wR(F2) = 0.077

  • S = 1.20

  • 3074 reflections

  • 187 parameters

  • 2 restraints

  • H atoms treated by a mixture of independent and constrained refinement

  • [Delta][rho]max = 1.24 e Å-3

  • [Delta][rho]min = -1.05 e Å-3

Table 1
Selected bond lengths (Å)

Cu1-O1 1.882 (3)
Cu1-O2 1.892 (3)
Cu1-N1 1.970 (3)
Cu1-N2 1.991 (3)

Table 2
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
O3-H11...O1 0.80 (2) 1.95 (2) 2.740 (4) 170 (6)
O3-H12...O2i 0.82 (2) 2.01 (2) 2.825 (4) 171 (5)
Symmetry code: (i) x, y+1, z.

Data collection: RAPID-AUTO (Rigaku, 2002[Rigaku (2002). RAPID-AUTO. Rigaku Corporation, Tokyo, Japan.]); cell refinement: RAPID-AUTO; data reduction: RAPID-AUTO; 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: Yadokari-XG 2009 (Wakita, 2001[Wakita, K. (2001). Yadokari-XG. http://www.hat.hi-ho.ne.jp/k-wakita/yadokari .]; Kabuto et al., 2009[Kabuto, C., Akine, S., Nemoto, T. & Kwon, E. (2009). J. Crystallogr. Soc. Jpn, 51, 218-224.]), Mercury (Macrae et al., 2006[Macrae, C. F., Edgington, P. R., McCabe, P., Pidcock, E., Shields, G. P., Taylor, R., Towler, M. & van de Streek, J. (2006). J. Appl. Cryst. 39, 453-457.]) and ORTEP-3 for Windows (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]); software used to prepare material for publication: Yadokari-XG 2009 and publCIF (Westrip, 2010[Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.]).


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: RU2055 ).


References

Antonioli, B., Bray, D. J., Clegg, J. K., Jolliffe, K. A., Gloe, K., Gloe, K. & Lindoy, L. F. (2007). Polyhedron, 26, 673-678.  [Web of Science] [CSD] [CrossRef] [ChemPort]
Boyle, T. J., Ottley, L. M. & Raymond, R. (2010). J. Coord. Chem. 63, 545-557.  [Web of Science] [CSD] [CrossRef] [ChemPort]
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]
Kabuto, C., Akine, S., Nemoto, T. & Kwon, E. (2009). J. Crystallogr. Soc. Jpn, 51, 218-224.  [CrossRef]
Macrae, C. F., Edgington, P. R., McCabe, P., Pidcock, E., Shields, G. P., Taylor, R., Towler, M. & van de Streek, J. (2006). J. Appl. Cryst. 39, 453-457.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]
Rigaku (1995). ABSCOR. Rigaku Corporation, Tokyo, Japan.
Rigaku (2002). RAPID-AUTO. Rigaku Corporation, Tokyo, Japan.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [IUCr Journals]
Wakita, K. (2001). Yadokari-XG. http://www.hat.hi-ho.ne.jp/k-wakita/yadokari .
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]


Acta Cryst (2013). E69, m585  [ doi:10.1107/S1600536813026974 ]

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