Aqua{5,5'-dimethoxy-2,2-[ethane-1,2-diylbis(nitrilomethylidyne)]diphenolato}nickel(II).

The title mononuclear nickel(II) complex, [Ni(C(18)H(18)N(2)O(4))(H(2)O)], possesses crystallographic mirror symmetry. The Ni atom is five-coordinated in a square-pyramidal geometry, with two imine N and two phenolate O atoms of the Schiff base ligand in the square plane, and the water O atom in the axial position. In the crystal, the mol-ecules are linked via inter-molecular O-H⋯O hydrogen bonds, forming chains along the a axis.

Related literature

For related structures, see: Angulo et al. (2001 ▶); Dey et al. (2004 ▶); Edison et al. (2004 ▶); Ramadevi et al. (2005 ▶); Suh et al. (1996 ▶); Tang (2009 ▶).

Experimental

Crystal data

[Ni(C18H18N2O4)(H2O)]

M = 403.07

Orthorhombic,

a = 8.7698 (3) Å

b = 27.0608 (9) Å

c = 7.4731 (2) Å

V = 1773.5 (1) Å3

Z = 4

Mo Kα radiation

μ = 1.13 mm−1

T = 298 K

0.18 × 0.17 × 0.17 mm

Data collection

Bruker SMART CCD area detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.823, T max = 0.832

9937 measured reflections

1978 independent reflections

1762 reflections with I > 2σ(I)

R int = 0.023

Refinement

R[F 2 > 2σ(F 2)] = 0.034

wR(F 2) = 0.085

S = 1.04

1978 reflections

125 parameters

1 restraint

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.39 e Å−3

Δρmin = −0.46 e Å−3

Data collection: SMART (Bruker, 2002 ▶); cell refinement: SAINT (Bruker, 2002 ▶); data reduction: SAINT; 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.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809039129/sj2661sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809039129/sj2661Isup2.hkl

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

[Ni(C18H18N2O4)(H2O)]	F(000) = 840
Mr = 403.07	Dx = 1.510 Mg m−3
Orthorhombic, Pnma	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ac 2n	Cell parameters from 4326 reflections
a = 8.7698 (3) Å	θ = 2.3–29.2°
b = 27.0608 (9) Å	µ = 1.13 mm−1
c = 7.4731 (2) Å	T = 298 K
V = 1773.5 (1) Å3	Block, green
Z = 4	0.18 × 0.17 × 0.17 mm

Bruker SMART CCD area detector diffractometer	1978 independent reflections
Radiation source: fine-focus sealed tube	1762 reflections with I > 2σ(I)
graphite	Rint = 0.023
ω scans	θmax = 27.0°, θmin = 2.8°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −10→11
Tmin = 0.823, Tmax = 0.832	k = −34→32
9937 measured reflections	l = −9→8

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)] = 0.034	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.085	H atoms treated by a mixture of independent and constrained refinement
S = 1.04	w = 1/[σ2(Fo2) + (0.0327P)2 + 1.6368P] where P = (Fo2 + 2Fc2)/3
1978 reflections	(Δ/σ)max = 0.001
125 parameters	Δρmax = 0.39 e Å−3
1 restraint	Δρmin = −0.46 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
Ni1	0.04557 (4)	0.2500	1.04045 (5)	0.03460 (13)
N1	0.1893 (2)	0.29806 (9)	0.9426 (3)	0.0540 (5)
O1	−0.10331 (18)	0.30124 (6)	1.0871 (2)	0.0459 (4)
O2	−0.3611 (2)	0.45495 (6)	1.0277 (2)	0.0558 (5)
O3	0.1380 (3)	0.2500	1.3276 (3)	0.0467 (5)
C1	0.0251 (3)	0.36946 (9)	0.9443 (3)	0.0425 (5)
C2	−0.1014 (3)	0.34714 (8)	1.0324 (3)	0.0379 (5)
C3	−0.2323 (3)	0.37628 (8)	1.0615 (3)	0.0412 (5)
H3A	−0.3160	0.3625	1.1197	0.049*
C4	−0.2387 (3)	0.42474 (9)	1.0054 (3)	0.0440 (5)
C5	−0.1154 (3)	0.44666 (9)	0.9178 (3)	0.0535 (6)
H5	−0.1204	0.4793	0.8791	0.064*
C6	0.0129 (3)	0.41896 (9)	0.8904 (3)	0.0519 (6)
H6	0.0958	0.4336	0.8336	0.062*
C7	0.1637 (3)	0.34352 (10)	0.9075 (3)	0.0501 (6)
H7	0.2418	0.3613	0.8532	0.060*
C8	0.3344 (3)	0.27498 (13)	0.8944 (7)	0.1204 (18)
H8A	0.3633	0.2863	0.7760	0.144*
H8B	0.4119	0.2863	0.9774	0.144*
C9	−0.4961 (3)	0.43441 (10)	1.1044 (4)	0.0623 (7)
H9A	−0.5306	0.4073	1.0321	0.093*
H9B	−0.5740	0.4593	1.1096	0.093*
H9C	−0.4743	0.4228	1.2231	0.093*
H3	0.194 (3)	0.2744 (7)	1.355 (4)	0.080*

	U11	U22	U33	U12	U13	U23
Ni1	0.02532 (19)	0.0415 (2)	0.0369 (2)	0.000	0.00467 (15)	0.000
N1	0.0328 (10)	0.0682 (14)	0.0611 (13)	−0.0012 (9)	0.0092 (9)	0.0186 (11)
O1	0.0374 (8)	0.0394 (8)	0.0610 (10)	−0.0007 (7)	0.0115 (7)	0.0110 (7)
O2	0.0664 (11)	0.0380 (9)	0.0631 (11)	0.0067 (8)	0.0063 (9)	0.0083 (8)
O3	0.0341 (12)	0.0514 (14)	0.0545 (14)	0.000	−0.0101 (11)	0.000
C1	0.0450 (12)	0.0462 (12)	0.0363 (11)	−0.0125 (10)	0.0011 (9)	0.0016 (10)
C2	0.0390 (11)	0.0389 (11)	0.0360 (10)	−0.0064 (9)	−0.0016 (9)	0.0025 (9)
C3	0.0421 (12)	0.0373 (11)	0.0443 (12)	−0.0050 (9)	0.0034 (10)	0.0022 (9)
C4	0.0555 (14)	0.0387 (12)	0.0378 (11)	−0.0029 (10)	−0.0022 (10)	0.0006 (9)
C5	0.0708 (17)	0.0381 (12)	0.0518 (14)	−0.0100 (12)	0.0048 (13)	0.0077 (11)
C6	0.0578 (15)	0.0502 (14)	0.0478 (13)	−0.0181 (12)	0.0072 (12)	0.0067 (11)
C7	0.0397 (12)	0.0629 (16)	0.0478 (13)	−0.0120 (11)	0.0051 (10)	0.0133 (12)
C8	0.0448 (16)	0.104 (3)	0.212 (5)	0.0225 (16)	0.056 (2)	0.079 (3)
C9	0.0617 (16)	0.0539 (15)	0.0713 (18)	0.0134 (13)	0.0116 (15)	0.0120 (14)

Ni1—O1i	1.9363 (16)	C2—C3	1.410 (3)
Ni1—O1	1.9363 (16)	C3—C4	1.378 (3)
Ni1—N1i	1.953 (2)	C3—H3A	0.9300
Ni1—N1	1.953 (2)	C4—C5	1.396 (3)
Ni1—O3	2.294 (2)	C5—C6	1.367 (4)
N1—C7	1.278 (3)	C5—H5	0.9300
N1—C8	1.463 (3)	C6—H6	0.9300
O1—C2	1.308 (3)	C7—H7	0.9300
O2—C4	1.359 (3)	C8—C8i	1.352 (7)
O2—C9	1.428 (3)	C8—H8A	0.9700
O3—H3	0.847 (10)	C8—H8B	0.9700
C1—C6	1.403 (3)	C9—H9A	0.9600
C1—C2	1.424 (3)	C9—H9B	0.9600
C1—C7	1.430 (3)	C9—H9C	0.9600
O1i—Ni1—O1	91.47 (9)	O2—C4—C3	124.6 (2)
O1i—Ni1—N1i	91.48 (8)	O2—C4—C5	114.4 (2)
O1—Ni1—N1i	168.38 (9)	C3—C4—C5	121.0 (2)
O1i—Ni1—N1	168.38 (9)	C6—C5—C4	118.3 (2)
O1—Ni1—N1	91.48 (8)	C6—C5—H5	120.8
N1i—Ni1—N1	83.49 (13)	C4—C5—H5	120.8
O1i—Ni1—O3	94.00 (7)	C5—C6—C1	122.9 (2)
O1—Ni1—O3	94.00 (7)	C5—C6—H6	118.6
N1i—Ni1—O3	97.00 (8)	C1—C6—H6	118.6
N1—Ni1—O3	97.00 (8)	N1—C7—C1	125.6 (2)
C7—N1—C8	120.9 (2)	N1—C7—H7	117.2
C7—N1—Ni1	127.17 (17)	C1—C7—H7	117.2
C8—N1—Ni1	111.69 (19)	C8i—C8—N1	115.27 (16)
C2—O1—Ni1	127.95 (14)	C8i—C8—H8A	108.5
C4—O2—C9	118.01 (19)	N1—C8—H8A	108.5
Ni1—O3—H3	115 (2)	C8i—C8—H8B	108.5
C6—C1—C2	118.6 (2)	N1—C8—H8B	108.5
C6—C1—C7	118.6 (2)	H8A—C8—H8B	107.5
C2—C1—C7	122.8 (2)	O2—C9—H9A	109.5
O1—C2—C3	118.17 (19)	O2—C9—H9B	109.5
O1—C2—C1	123.9 (2)	H9A—C9—H9B	109.5
C3—C2—C1	117.9 (2)	O2—C9—H9C	109.5
C4—C3—C2	121.2 (2)	H9A—C9—H9C	109.5
C4—C3—H3A	119.4	H9B—C9—H9C	109.5
C2—C3—H3A	119.4

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3···O1ii	0.85 (1)	1.97 (2)	2.734 (2)	150 (3)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3—H3⋯O1i	0.847 (10)	1.969 (17)	2.734 (2)	150 (3)

Symmetry code: (i) .