Bis(μ-2-{1-[2-(dimethyl-amino)-ethyl-imino]-eth-yl}phenolato)bis-[bromido-copper(II)] monohydrate.

In the centrosymmetric dinuclear copper(II) title complex, [Cu(2)Br(2)(C(12)H(17)N(2)O)(2)]·H(2)O, each Cu(II) ion is five coordinated in a square-pyramidal geometry by the N,N',O-tridentate Schiff base, one Br atom and the bridging O atom of the centrosymmetrically related Schiff base. In the crystal, the water mol-ecules link the complex mol-ecules into infinite chains along the b axis via O-H⋯Br and C-H⋯O hydrogen bonds.

Related literature

For the structures of some similar doubly bridged copper(II) complexes, see: Li et al. (2000 ▶); Rigamonti et al. (2008 ▶); Suo (2008 ▶). For a description of the geometry of complexes with five-coordinate metal atoms, see: Addison et al. (1984 ▶).

Experimental

Crystal data

[Cu2Br2(C12H17N2O)2]·H2O

M = 715.47

Monoclinic,

a = 20.754 (4) Å

b = 8.2492 (16) Å

c = 18.521 (4) Å

β = 119.528 (2)°

V = 2759.1 (9) Å3

Z = 4

Mo Kα radiation

μ = 4.47 mm−1

T = 100 K

0.19 × 0.14 × 0.09 mm

Data collection

Bruker APEXII CCD diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.484, T max = 0.689

10414 measured reflections

3007 independent reflections

2623 reflections with I > 2σ(I)

R int = 0.042

Refinement

R[F 2 > 2σ(F 2)] = 0.025

wR(F 2) = 0.060

S = 1.05

3007 reflections

165 parameters

1 restraint

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.36 e Å−3

Δρmin = −0.51 e Å−3

Data collection: APEX2 (Bruker, 2007 ▶); cell refinement: SAINT (Bruker, 2007 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: X-SEED (Barbour, 2001 ▶; Atwood & Barbour, 2003 ▶); software used to prepare material for publication: SHELXL97 and publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536811022045/ez2243sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811022045/ez2243Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Cu2Br2(C12H17N2O)2]·H2O	F(000) = 1440
Mr = 715.47	Dx = 1.722 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 3159 reflections
a = 20.754 (4) Å	θ = 2.4–30.5°
b = 8.2492 (16) Å	µ = 4.47 mm−1
c = 18.521 (4) Å	T = 100 K
β = 119.528 (2)°	Block, green
V = 2759.1 (9) Å3	0.19 × 0.14 × 0.09 mm
Z = 4

Bruker APEXII CCD diffractometer	3007 independent reflections
Radiation source: fine-focus sealed tube	2623 reflections with I > 2σ(I)
graphite	Rint = 0.042
φ and ω scans	θmax = 27.0°, θmin = 2.3°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −26→26
Tmin = 0.484, Tmax = 0.689	k = −10→10
10414 measured reflections	l = −21→23

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.025	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.060	H atoms treated by a mixture of independent and constrained refinement
S = 1.05	w = 1/[σ2(Fo2) + (0.0216P)2 + 1.9328P] where P = (Fo2 + 2Fc2)/3
3007 reflections	(Δ/σ)max = 0.001
165 parameters	Δρmax = 0.36 e Å−3
1 restraint	Δρmin = −0.51 e Å−3

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

	x	y	z	Uiso*/Ueq
Cu1	0.073508 (14)	0.69663 (3)	0.253261 (16)	0.01063 (8)
Br1	0.150450 (12)	0.94932 (3)	0.260812 (15)	0.01679 (8)
O1	0.03282 (8)	0.75649 (19)	0.32448 (10)	0.0119 (3)
N1	0.14514 (10)	0.5556 (2)	0.34424 (12)	0.0137 (4)
N2	0.08944 (10)	0.5480 (2)	0.17527 (12)	0.0152 (4)
C1	0.07547 (12)	0.7880 (3)	0.40514 (14)	0.0117 (4)
C2	0.05469 (13)	0.9126 (3)	0.44099 (15)	0.0168 (5)
H2	0.0119	0.9756	0.4073	0.020*
C3	0.09599 (13)	0.9446 (3)	0.52491 (16)	0.0196 (5)
H3	0.0810	1.0287	0.5484	0.024*
C4	0.15940 (13)	0.8552 (3)	0.57543 (15)	0.0190 (5)
H4	0.1875	0.8778	0.6331	0.023*
C5	0.18105 (12)	0.7334 (3)	0.54092 (15)	0.0167 (5)
H5	0.2246	0.6732	0.5755	0.020*
C6	0.14031 (12)	0.6961 (3)	0.45577 (14)	0.0124 (5)
C7	0.16441 (12)	0.5626 (3)	0.42169 (15)	0.0145 (5)
C8	0.21248 (14)	0.4320 (3)	0.48106 (17)	0.0226 (6)
H8A	0.1951	0.3254	0.4554	0.034*
H8B	0.2096	0.4381	0.5322	0.034*
H8C	0.2639	0.4476	0.4941	0.034*
C9	0.17044 (13)	0.4215 (3)	0.31143 (16)	0.0188 (5)
H9A	0.1396	0.3240	0.3026	0.023*
H9B	0.2225	0.3938	0.3514	0.023*
C10	0.16385 (13)	0.4758 (3)	0.23030 (16)	0.0185 (5)
H10A	0.2027	0.5571	0.2412	0.022*
H10B	0.1716	0.3820	0.2021	0.022*
C11	0.03162 (13)	0.4203 (3)	0.14254 (16)	0.0194 (5)
H11A	−0.0164	0.4691	0.1044	0.029*
H11B	0.0290	0.3688	0.1887	0.029*
H11C	0.0441	0.3386	0.1130	0.029*
C12	0.09097 (15)	0.6276 (3)	0.10441 (16)	0.0221 (6)
H12A	0.1035	0.5475	0.0742	0.033*
H12B	0.1282	0.7140	0.1251	0.033*
H12C	0.0422	0.6741	0.0670	0.033*
O2	0.0000	1.1437 (3)	0.2500	0.0347 (7)
H2O	0.0349 (14)	1.085 (3)	0.257 (2)	0.042*

	U11	U22	U33	U12	U13	U23
Cu1	0.00875 (14)	0.01254 (15)	0.01042 (16)	0.00081 (10)	0.00458 (12)	−0.00042 (11)
Br1	0.01330 (12)	0.01715 (13)	0.01898 (14)	−0.00367 (9)	0.00723 (10)	0.00097 (9)
O1	0.0089 (7)	0.0168 (8)	0.0090 (8)	0.0009 (6)	0.0035 (6)	−0.0008 (6)
N1	0.0113 (9)	0.0135 (10)	0.0164 (11)	0.0011 (8)	0.0069 (8)	0.0003 (8)
N2	0.0124 (9)	0.0188 (11)	0.0146 (11)	0.0004 (8)	0.0068 (8)	−0.0015 (8)
C1	0.0090 (10)	0.0151 (12)	0.0110 (11)	−0.0012 (9)	0.0050 (9)	−0.0005 (9)
C2	0.0143 (11)	0.0203 (12)	0.0152 (13)	0.0019 (9)	0.0068 (10)	−0.0009 (10)
C3	0.0194 (12)	0.0242 (14)	0.0182 (13)	−0.0022 (10)	0.0114 (11)	−0.0063 (11)
C4	0.0176 (12)	0.0292 (14)	0.0099 (12)	−0.0067 (10)	0.0066 (10)	−0.0032 (10)
C5	0.0109 (11)	0.0228 (13)	0.0144 (13)	−0.0012 (9)	0.0047 (10)	0.0042 (10)
C6	0.0114 (10)	0.0149 (11)	0.0122 (12)	−0.0020 (9)	0.0068 (9)	0.0014 (9)
C7	0.0088 (10)	0.0151 (12)	0.0184 (13)	0.0003 (9)	0.0057 (10)	0.0037 (10)
C8	0.0238 (13)	0.0204 (14)	0.0224 (14)	0.0074 (11)	0.0105 (12)	0.0074 (11)
C9	0.0161 (12)	0.0170 (12)	0.0203 (13)	0.0050 (10)	0.0067 (11)	−0.0038 (10)
C10	0.0122 (11)	0.0230 (13)	0.0192 (14)	0.0031 (10)	0.0068 (10)	−0.0043 (11)
C11	0.0172 (12)	0.0189 (13)	0.0200 (13)	−0.0019 (10)	0.0075 (11)	−0.0063 (10)
C12	0.0251 (13)	0.0281 (14)	0.0180 (14)	0.0015 (11)	0.0144 (11)	−0.0019 (11)
O2	0.0404 (18)	0.0183 (15)	0.059 (2)	0.000	0.0349 (17)	0.000

Cu1—O1	1.9480 (15)	C5—C6	1.408 (3)
Cu1—N1	1.983 (2)	C5—H5	0.9500
Cu1—O1i	2.0138 (15)	C6—C7	1.474 (3)
Cu1—N2	2.042 (2)	C7—C8	1.512 (3)
Cu1—Br1	2.5874 (5)	C8—H8A	0.9800
O1—C1	1.334 (3)	C8—H8B	0.9800
O1—Cu1i	2.0138 (15)	C8—H8C	0.9800
N1—C7	1.287 (3)	C9—C10	1.508 (4)
N1—C9	1.478 (3)	C9—H9A	0.9900
N2—C12	1.482 (3)	C9—H9B	0.9900
N2—C11	1.483 (3)	C10—H10A	0.9900
N2—C10	1.492 (3)	C10—H10B	0.9900
C1—C2	1.402 (3)	C11—H11A	0.9800
C1—C6	1.422 (3)	C11—H11B	0.9800
C2—C3	1.381 (3)	C11—H11C	0.9800
C2—H2	0.9500	C12—H12A	0.9800
C3—C4	1.392 (4)	C12—H12B	0.9800
C3—H3	0.9500	C12—H12C	0.9800
C4—C5	1.379 (3)	O2—H2O	0.827 (17)
C4—H4	0.9500
O1—Cu1—N1	88.11 (7)	C5—C6—C1	118.2 (2)
O1—Cu1—O1i	74.57 (7)	C5—C6—C7	120.0 (2)
N1—Cu1—O1i	148.18 (7)	C1—C6—C7	121.8 (2)
O1—Cu1—N2	155.03 (7)	N1—C7—C6	121.8 (2)
N1—Cu1—N2	86.20 (8)	N1—C7—C8	120.7 (2)
O1i—Cu1—N2	98.28 (7)	C6—C7—C8	117.6 (2)
O1—Cu1—Br1	102.77 (5)	C7—C8—H8A	109.5
N1—Cu1—Br1	104.03 (6)	C7—C8—H8B	109.5
O1i—Cu1—Br1	105.71 (5)	H8A—C8—H8B	109.5
N2—Cu1—Br1	102.19 (6)	C7—C8—H8C	109.5
C1—O1—Cu1	122.55 (13)	H8A—C8—H8C	109.5
C1—O1—Cu1i	137.48 (13)	H8B—C8—H8C	109.5
Cu1—O1—Cu1i	98.14 (7)	N1—C9—C10	108.1 (2)
C7—N1—C9	120.9 (2)	N1—C9—H9A	110.1
C7—N1—Cu1	127.71 (16)	C10—C9—H9A	110.1
C9—N1—Cu1	111.06 (15)	N1—C9—H9B	110.1
C12—N2—C11	108.61 (19)	C10—C9—H9B	110.1
C12—N2—C10	108.36 (18)	H9A—C9—H9B	108.4
C11—N2—C10	110.64 (19)	N2—C10—C9	110.74 (18)
C12—N2—Cu1	116.21 (15)	N2—C10—H10A	109.5
C11—N2—Cu1	109.58 (14)	C9—C10—H10A	109.5
C10—N2—Cu1	103.31 (14)	N2—C10—H10B	109.5
O1—C1—C2	118.9 (2)	C9—C10—H10B	109.5
O1—C1—C6	121.6 (2)	H10A—C10—H10B	108.1
C2—C1—C6	119.4 (2)	N2—C11—H11A	109.5
C3—C2—C1	120.5 (2)	N2—C11—H11B	109.5
C3—C2—H2	119.7	H11A—C11—H11B	109.5
C1—C2—H2	119.7	N2—C11—H11C	109.5
C2—C3—C4	120.8 (2)	H11A—C11—H11C	109.5
C2—C3—H3	119.6	H11B—C11—H11C	109.5
C4—C3—H3	119.6	N2—C12—H12A	109.5
C5—C4—C3	119.4 (2)	N2—C12—H12B	109.5
C5—C4—H4	120.3	H12A—C12—H12B	109.5
C3—C4—H4	120.3	N2—C12—H12C	109.5
C4—C5—C6	121.7 (2)	H12A—C12—H12C	109.5
C4—C5—H5	119.1	H12B—C12—H12C	109.5
C6—C5—H5	119.1

D—H···A	D—H	H···A	D···A	D—H···A
C11—H11B···O2ii	0.98	2.40	3.299 (3)	152
O2—H2O···Br1	0.83 (2)	2.62 (2)	3.4269 (14)	167 (3)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C11—H11B⋯O2i	0.98	2.40	3.299 (3)	152
O2—H2O⋯Br1	0.83 (2)	2.62 (2)	3.4269 (14)	167 (3)

Symmetry code: (i) .