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Volume 69 
Part 7 
Pages m362-m363  
July 2013  

Received 21 May 2013
Accepted 27 May 2013
Online 8 June 2013

Key indicators
Single-crystal X-ray study
T = 293 K
Mean [sigma](C-C) = 0.009 Å
Disorder in main residue
R = 0.029
wR = 0.068
Data-to-parameter ratio = 17.0
Details
Open access

{4-Bromo-2-[(2-{(ethylsulfanyl)[(2-oxidobenzylidene-[kappa]O)amino-[kappa]N]methylidene}hydrazinylidene-[kappa]N1)methyl]phenolato-[kappa]O}(ethanol-[kappa]O)dioxidouranium(VI)

aDipartimento di Scienze Chimiche, Università degli Studi di Napoli 'Federico II', Complesso di Monte S. Angelo, Via Cinthia, 80126 Napoli, Italy,bDepartment of Chemistry, Payame Noor University, 19395-4697, Tehran, Iran, and cDipartimento di Chimica e Biologia, Università di Salerno, Via Ponte don Melillo, 84084 Salerno, Italy
Correspondence e-mail: roberto.centore@unina.it

In the title complex, [U(C17H14BrN3O2S)O2(C2H5OH)], the UVI cation has a distorted pentagonal-bipyramidal environment with the pentagonal plane defined by two N and two O atoms of the tetradentate Schiff base ligand and the O atom of the ethanol molecule. Two oxide O atoms occupy the axial positions. The azomethine C=N group and the Br atom are disordered over two positions in a 0.8356 (18):0.1644 (18) ratio. The ethylthiolyl group is disordered over three conformations in a 0.8356 (18):0.085 (6):0.079 (6) ratio, and the ethanol ligand is also disordered over three orientations in a 0.470 (16):0.277 (19):0.253 (18) ratio. In the crystal, molecules form centrosymmetric dimers through hydrogen bonding between ethanol O-H donors and phenolate O-atom acceptors. Weak C-H...O interactions consolidate the crystal packing.

Related literature

For semiconductor materials containing heterocycles, see: Centore, Ricciotti et al. (2012[Centore, R., Ricciotti, L., Carella, A., Roviello, A., Causà, M., Barra, M., Ciccullo, F. & Cassinese, A. (2012). Org. Electron. 13, 2083-2093.]). For the structural and theoretical analysis of conjugation in sulfur-containing metalorganic compounds, see: Takjoo et al. (2011[Takjoo, R., Centore, R., Hakimi, M., Beyramabadi, A. S. & Morsali, A. (2011). Inorg. Chim. Acta, 371, 36-41.]); Takjoo & Centore (2013[Takjoo, R. & Centore, R. (2013). J. Mol. Struct. 1031, 180-185.]). For recent examples of hydrogen bonding in crystals, see: Centore et al. (2013[Centore, R., Piccialli, V. & Tuzi, A. (2013). Acta Cryst. E69, o802-o803.]). For the structure of a related complex, see: Takjoo et al. (2012[Takjoo, R., Ahmadi, M., Ng, S. W. & Tiekink, E. R. T. (2012). Acta Cryst. E68, m279-m280.]).

[Scheme 1]

Experimental

Crystal data
  • [U(C17H14BrN3O2S)O2(C2H6O)]

  • Mr = 720.38

  • Triclinic, [P \overline 1]

  • a = 10.3720 (17) Å

  • b = 11.1380 (14) Å

  • c = 11.167 (1) Å

  • [alpha] = 69.428 (10)°

  • [beta] = 86.870 (11)°

  • [gamma] = 70.379 (10)°

  • V = 1134.7 (3) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 9.04 mm-1

  • T = 293 K

  • 0.40 × 0.20 × 0.20 mm

Data collection
  • Bruker-Nonius KappaCCD diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2001[Bruker (2001). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.123, Tmax = 0.265

  • 15923 measured reflections

  • 5207 independent reflections

  • 4347 reflections with I > 2[sigma](I)

  • Rint = 0.045

Refinement
  • R[F2 > 2[sigma](F2)] = 0.029

  • wR(F2) = 0.068

  • S = 1.08

  • 5207 reflections

  • 306 parameters

  • 53 restraints

  • H-atom parameters constrained

  • [Delta][rho]max = 1.02 e Å-3

  • [Delta][rho]min = -1.22 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
O5A-H5A...O1i 0.78 1.89 2.618 (5) 155
C7-H7...O3ii 0.93 2.53 3.235 (6) 133
C6-H6...O3ii 0.93 2.63 3.368 (6) 137
C11-H11...O4iii 0.93 2.66 3.443 (7) 143
C19A-H19B...O4i 0.96 2.58 3.451 (19) 151
Symmetry codes: (i) -x+1, -y, -z+1; (ii) -x+1, -y, -z+2; (iii) -x, -y+1, -z+1.

Data collection: COLLECT (Nonius, 1999[Nonius (1999). COLLECT. Nonius BV, Delft, The Netherlands.]); cell refinement: DIRAX/LSQ (Duisenberg et al., 2000[Duisenberg, A. J. M., Hooft, R. W. W., Schreurs, A. M. M. & Kroon, J. (2000). J. Appl. Cryst. 33, 893-898.]); data reduction: EVALCCD (Duisenberg et al., 2003[Duisenberg, A. J. M., Kroon-Batenburg, L. M. J. & Schreurs, A. M. M. (2003). J. Appl. Cryst. 36, 220-229.]); program(s) used to solve structure: SIR97 (Altomare et al., 1999[Altomare, A., Burla, M. C., Camalli, M., Cascarano, G. L., Giacovazzo, C., Guagliardi, A., Moliterni, A. G. G., Polidori, G. & Spagna, R. (1999). J. Appl. Cryst. 32, 115-119.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]) and 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.]); software used to prepare material for publication: WinGX (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]).


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: CV5416 ).


Acknowledgements

The authors thank the Centro Interdipartimentale di Metodologie Chimico-Fisiche, Università degli Studi di Napoli "Federico II". Thanks are also due to Dr Reza Takjoo (Ferdowsi University of Mashhad, Iran) for helpful discussions.

References

Altomare, A., Burla, M. C., Camalli, M., Cascarano, G. L., Giacovazzo, C., Guagliardi, A., Moliterni, A. G. G., Polidori, G. & Spagna, R. (1999). J. Appl. Cryst. 32, 115-119.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]
Bruker (2001). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Centore, R., Piccialli, V. & Tuzi, A. (2013). Acta Cryst. E69, o802-o803.  [CrossRef] [ChemPort] [IUCr Journals]
Centore, R., Ricciotti, L., Carella, A., Roviello, A., Causà, M., Barra, M., Ciccullo, F. & Cassinese, A. (2012). Org. Electron. 13, 2083-2093.  [Web of Science] [CrossRef] [ChemPort]
Duisenberg, A. J. M., Hooft, R. W. W., Schreurs, A. M. M. & Kroon, J. (2000). J. Appl. Cryst. 33, 893-898.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]
Duisenberg, A. J. M., Kroon-Batenburg, L. M. J. & Schreurs, A. M. M. (2003). J. Appl. Cryst. 36, 220-229.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]
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]
Nonius (1999). COLLECT. Nonius BV, Delft, The Netherlands.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [IUCr Journals]
Takjoo, R., Ahmadi, M., Ng, S. W. & Tiekink, E. R. T. (2012). Acta Cryst. E68, m279-m280.  [CSD] [CrossRef] [ChemPort] [IUCr Journals]
Takjoo, R. & Centore, R. (2013). J. Mol. Struct. 1031, 180-185.  [Web of Science] [CSD] [CrossRef] [ChemPort]
Takjoo, R., Centore, R., Hakimi, M., Beyramabadi, A. S. & Morsali, A. (2011). Inorg. Chim. Acta, 371, 36-41.  [Web of Science] [CSD] [CrossRef] [ChemPort]


Acta Cryst (2013). E69, m362-m363   [ doi:10.1107/S1600536813014669 ]

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