[2-({3-[(3-Amino­prop­yl)amino]­prop­yl}imino­meth­yl)phenolato-κ4O,N,N′′,N′′′]bromidocopper(II)

Assey, G.E.; Butcher, A.M.; Butcher, R.J.; Gultneh, Y.

doi:10.1107/S1600536810042923

Volume 66
Part 11
Page m1475
November 2010

Received 13 October 2010
Accepted 21 October 2010
Online 30 October 2010

Key indicators
Single-crystal X-ray study
T = 173 K
Mean (C-C) = 0.005 Å
R = 0.039
wR = 0.096
Data-to-parameter ratio = 17.6
Details

[2-({3-[(3-Aminopropyl)amino]propyl}iminomethyl)phenolato-⁴O,N,N'',N''']bromidocopper(II)

Gervas E. Assey,^a Anand M. Butcher,^a Ray J. Butcher ^a ^* and Yilma Gultneh ^a

^aDepartment of Chemistry, Howard University, 525 College Street NW, Washington, DC 20059, USA
Correspondence e-mail: rbutcher99@yahoo.com

In the title compound, [Cu(C₁₃H₂₀N₃O)Br], the Cu(II) atom is coordinated by three N atoms and one O atom from the deprotonated ligand derived from the Schiff base condensation of 3,3-iminobis(propylamine) and salicylaldehyde. The three N and the O atoms occupy equatorial positions, while the Br atom occupies an axial position. The amine H atoms form intermolecular hydrogen bonds with the Br and O atoms of adjoining molecules

Related literature

For asymmetry parameters, see: Addison et al. (1984). For the preparation of the ligand, see: Pajunen et al. (2000).

Experimental

Crystal data

[Cu(C₁₃H₂₀N₃O)Br]
M_r = 377.77
Orthorhombic, P b c a
a = 12.3272 (2) Å
b = 11.34425 (19) Å
c = 20.5729 (4) Å
V = 2876.98 (9) Å³
Z = 8
Cu K radiation
= 5.36 mm^-1
T = 173 K
0.44 × 0.23 × 0.07 mm

Data collection

Oxford Diffraction Xcalibur Ruby Gemini diffractometer
Absorption correction: analytical [CrysAlis RED (Oxford Diffraction, 2007 $[Oxford Diffraction (2007). CrysAlis PRO and CrysAlis RED. Oxford Diffraction Ltd, Abingdon, England.]$ ); based on Clark & Reid (1995)] T_min = 0.211, T_max = 0.697
8196 measured reflections
3021 independent reflections
2939 reflections with I > 2(I)
R_int = 0.024

Refinement

R[F² > 2(F²)] = 0.039
wR(F²) = 0.096
S = 1.09
3021 reflections
172 parameters
H-atom parameters constrained
_max = 1.19 e Å^-3
_min = -0.77 e Å^-3

Table 1
Selected geometric parameters (Å, °)

Cu-O1	1.943 (2)
Cu-N1	1.998 (3)
Cu-N3	2.029 (3)
Cu-N2	2.061 (3)
Cu-Br	2.8555 (5)

O1-Cu-N1	90.84 (10)
O1-Cu-N3	82.43 (10)
N1-Cu-N3	167.76 (11)
O1-Cu-N2	165.04 (11)
N1-Cu-N2	95.97 (11)
N3-Cu-N2	88.36 (11)
O1-Cu-Br	99.26 (7)
N1-Cu-Br	98.38 (8)
N3-Cu-Br	92.81 (8)
N2-Cu-Br	92.92 (8)

Table 2
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
N2-H2BBrⁱ	0.91	2.62	3.472 (3)	157
N3-H3BO1ⁱⁱ	0.90	2.16	2.938 (3)	144
N3-H3CBrⁱⁱ	0.90	2.65	3.488 (3)	156
Symmetry codes: (i) $[-x+{\script{1\over 2}}, y-{\script{1\over 2}}, z]$ ; (ii) -x+1, -y+1, -z+1.

Data collection: CrysAlis PRO (Oxford Diffraction, 2007 $[Oxford Diffraction (2007). CrysAlis PRO and CrysAlis RED. Oxford Diffraction Ltd, Abingdon, England.]$ ); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: PB2044 ).

Acknowledgements

RJB wishes to acknowledge the NSF-MRI program (grant CHE-0619278) for funds to purchase the diffractometer.

References

Addison, A. W., Rao, T. N., Reedijk, J., van Rijn, J. & Verschoor, G. C. (1984). J. Chem. Soc. Dalton Trans. pp. 1349-1356.
Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897.
Oxford Diffraction (2007). CrysAlis PRO and CrysAlis RED. Oxford Diffraction Ltd, Abingdon, England.
Pajunen, A., Cámara, F., Dominques-Vera, J. M. & Colacio, E. (2000). Acta Cryst. C56, e49-e50.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.

metal-organic compounds

[2-({3-[(3-Aminopropyl)amino]propyl}iminomethyl)phenolato-4O,N,N'',N''']bromidocopper(II)