Aqua­(dicyanamido){μ-6,6′-dimeth­oxy-2,2′-[ethane-1,2-diylbis(nitrilo­methyl­idyne)]diphenolato}nickel(II)sodium

Wang, W.; Shen, Y.-M.

doi:10.1107/S160053680901438X

metal-organic compounds

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ISSN: 2056-9890

Volume 65| Part 5| May 2009| Page m557

doi:10.1107/S160053680901438X

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Aqua(dicyanamido){μ-6,6′-dimethoxy-2,2′-[ethane-1,2-diylbis(nitrilomethylidyne)]diphenolato}nickel(II)sodium

Wei Wang ^a and Yong-Miao Shen ^b ^*

^aYancheng Institute of Technology, School of Chemical and Biological Engineering, Yancheng 224003, People's Republic of China, and ^bDepartment of Chemistry, Shaoxing University, Shaoxing 312000, People's Republic of China
^*Correspondence e-mail: chemreagent@yahoo.cn

(Received 12 April 2009; accepted 17 April 2009; online 22 April 2009)

The molecule of the title compound, [NaNi(C₁₈H₁₈N₂O₄)(C₂N₃)(H₂O)], is approximately planar, with a maximum deviation from the molecular plane of 0.770 (5) Å. The coordination environment of the Ni²⁺ ion is distorted square-planar and it is N₂O₂ coordinated by the 6,6′-dimethoxy-2,2′-[ethane-1,2-diylbis(nitrilomethylidyne)]diphenolate Schiff base ligand. The Na⁺ atom is chelated by the four O atoms of the Schiff base ligand, a water ligand and a dicyanamide anion. The structure displays intermolecular O—H⋯N hydrogen bonding.

Related literature

For chemical background, see: Ohba & Okawa (2000 ). For related structures, see: Correia et al. (2005 ); Costes et al.(2004 ).

Experimental

Crystal data

[NaNi(C₁₈H₁₈N₂O₄)(C₂N₃)(H₂O)]
M_r = 492.11
Monoclinic, P 2₁ /c
a = 7.4654 (14) Å
b = 22.745 (4) Å
c = 13.177 (3) Å
β = 101.282 (4)°
V = 2194.2 (8) Å³
Z = 4
Mo Kα radiation
μ = 0.95 mm⁻¹
T = 293 K
0.14 × 0.13 × 0.11 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 2003 ) T_min = 0.879, T_max = 0.903
10817 measured reflections
3864 independent reflections
2815 reflections with I > 2σ(I)
R_int = 0.032

Refinement

R[F² > 2σ(F²)] = 0.039
wR(F²) = 0.099
S = 1.02
3864 reflections
291 parameters
54 restraints
H-atom parameters constrained
Δρ_max = 0.33 e Å⁻³
Δρ_min = −0.35 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O5—H5A⋯N3ⁱ	0.82	2.14	2.960 (4)	175
O5—H5B⋯N4ⁱⁱ	0.82	2.03	2.852 (4)	177
Symmetry codes: (i) x-1, y, z; (ii) $[x-1, -y+{\script{1\over 2}}, z-{\script{1\over 2}}]$ .

Data collection: APEX2 (Bruker, 2004 ); cell refinement: SAINT-Plus (Bruker, 2001 ); data reduction: SAINT-Plus; 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.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S160053680901438X/hg2500sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S160053680901438X/hg2500Isup2.hkl

checkCIF report

Comment top

The dicyanamide ligand N(CN)₂, has attracted continuous attention in the past four years for the buildup of interesting extended architectures. Its versatile coordination behavior and its ability to organize solids into polymeric structures with a rich diversity of magnetic properties have attracted interest toward this research area (Ohba et al., 2000). N,N-disalicylideneethylenediamine type Schiff bases ligands present versatile steric, electronic and lipophilic properties (Correia et al. 2005). We report here the synthesis and crystal structure of the title compound. The molecular structure is shown in Fig. 1. The values of the geometric parameters in this compound are normal (Costes et al., 2004). Ni^II and Na^I are connected via two bridging O atoms of the ligand. The six-coordinate Na atom adopts a distorted octahedral coordination geometry while the four-coordinate Ni gives a planar coordination geometry.

Related literature top

For chemical background, see: Ohba et al., (2000). For related structures, see: Correia et al. (2005); Costes et al.(2004).

Experimental top

A mixture of 6,6'-dimethoxy-2,2'-(ethane-1,2-diyldiiminodimethylene)diphenol (1 mmol) and nickel chloride (1 mmol) in methanol (15 ml) was stirred for 30 min and sodium dicyanamide (1 mmol) was added, stirred for another 15 min and then filtered. The resulting clear orange solution was vapor at room temperature for 7 d, after which large orange block-shaped crystals of the title complex suitable for X-ray diffraction analysis were obtained.

Computing details top

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT-Plus (Bruker, 2001); data reduction: SAINT-Plus (Bruker, 2001); 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 (Sheldrick, 2008).

Figures top

Fig. 1. The independent molecules of the title compound, showing 30% probability displacement ellipsoids and the atom-numbering scheme.

Aqua(dicyanamido){µ-6,6'-dimethoxy-2,2'-[ethane-1,2- diylbis(nitrilomethylidyne)]diphenolato}nickel(II)sodium top

Crystal data top

[NaNi(C₁₈H₁₈N₂O₄)(C₂N₃)(H₂O)]	F(000) = 1016
M_r = 492.11	D_x = 1.490 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 3120 reflections
a = 7.4654 (14) Å	θ = 2.5–24.6°
b = 22.745 (4) Å	µ = 0.95 mm⁻¹
c = 13.177 (3) Å	T = 293 K
β = 101.282 (4)°	Block, orange
V = 2194.2 (8) Å³	0.14 × 0.13 × 0.11 mm
Z = 4

Data collection top

Bruker SMART CCD area-detector diffractometer	3864 independent reflections
Radiation source: fine-focus sealed tube	2815 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.032
ϕ and ω scans	θ_max = 25.0°, θ_min = 1.8°
Absorption correction: multi-scan (SADABS; Sheldrick, 2003)	h = −8→8
T_min = 0.879, T_max = 0.903	k = −26→27
10817 measured reflections	l = −15→14

Refinement top

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)] = 0.039	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.099	H-atom parameters constrained
S = 1.02	w = 1/[σ²(F_o²) + (0.0455P)² + 0.4335P] where P = (F_o² + 2F_c²)/3
3864 reflections	(Δ/σ)_max = 0.001
291 parameters	Δρ_max = 0.33 e Å⁻³
54 restraints	Δρ_min = −0.35 e Å⁻³

Crystal data top

[NaNi(C₁₈H₁₈N₂O₄)(C₂N₃)(H₂O)]	V = 2194.2 (8) Å³
M_r = 492.11	Z = 4
Monoclinic, P2₁/c	Mo Kα radiation
a = 7.4654 (14) Å	µ = 0.95 mm⁻¹
b = 22.745 (4) Å	T = 293 K
c = 13.177 (3) Å	0.14 × 0.13 × 0.11 mm
β = 101.282 (4)°

Data collection top

Bruker SMART CCD area-detector diffractometer	3864 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 2003)	2815 reflections with I > 2σ(I)
T_min = 0.879, T_max = 0.903	R_int = 0.032
10817 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.039	54 restraints
wR(F²) = 0.099	H-atom parameters constrained
S = 1.02	Δρ_max = 0.33 e Å⁻³
3864 reflections	Δρ_min = −0.35 e Å⁻³
291 parameters

Special details top

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Ni1	0.24893 (5)	0.506776 (16)	0.06029 (3)	0.04684 (15)
Na1	0.36614 (16)	0.38280 (5)	0.20328 (9)	0.0527 (3)
O1	0.2723 (3)	0.48215 (8)	0.19509 (16)	0.0545 (5)
O2	0.3315 (3)	0.43203 (8)	0.03988 (15)	0.0497 (5)
O3	0.3154 (4)	0.42650 (10)	0.36882 (17)	0.0732 (7)
O4	0.4284 (3)	0.32315 (9)	0.04958 (19)	0.0655 (6)
O5	0.1624 (3)	0.30933 (10)	0.21624 (17)	0.0731 (7)
H5A	0.1005	0.3032	0.2601	0.088*
H5B	0.1305	0.2871	0.1665	0.088*
N1	0.1665 (3)	0.58076 (11)	0.0844 (2)	0.0584 (7)
N2	0.2232 (3)	0.52892 (13)	−0.0760 (2)	0.0589 (7)
N3	0.9189 (4)	0.28821 (17)	0.3648 (3)	0.0917 (9)
N4	1.0360 (5)	0.26666 (15)	0.5450 (3)	0.0888 (10)
N5	0.6431 (5)	0.34246 (17)	0.2954 (3)	0.0934 (9)
C1	0.3049 (4)	0.43665 (18)	−0.1445 (3)	0.0652 (10)
C2	0.3415 (4)	0.40716 (15)	−0.0485 (2)	0.0511 (8)
C3	0.3908 (4)	0.34689 (15)	−0.0474 (3)	0.0601 (9)
C4	0.4007 (6)	0.3183 (2)	−0.1377 (4)	0.0885 (13)
H4	0.4321	0.2787	−0.1361	0.106*
C5	0.3642 (7)	0.3480 (3)	−0.2315 (4)	0.1134 (17)
H5	0.3708	0.3281	−0.2923	0.136*
C6	0.3189 (6)	0.4060 (3)	−0.2353 (3)	0.0998 (15)
H6	0.2969	0.4256	−0.2985	0.120*
C7	0.2509 (5)	0.49684 (19)	−0.1515 (3)	0.0694 (11)
H7	0.2342	0.5144	−0.2164	0.083*
C8	0.4977 (6)	0.26446 (15)	0.0610 (3)	0.0903 (13)
H8A	0.4044	0.2375	0.0292	0.135*
H8B	0.5337	0.2553	0.1332	0.135*
H8C	0.6014	0.2611	0.0283	0.135*
C9	0.1804 (5)	0.57147 (14)	0.2674 (3)	0.0631 (9)
C10	0.2389 (4)	0.51231 (13)	0.2744 (3)	0.0524 (8)
C11	0.2599 (5)	0.48361 (15)	0.3708 (3)	0.0615 (9)
C12	0.2255 (6)	0.5127 (2)	0.4565 (3)	0.0842 (12)
H12	0.2398	0.4933	0.5196	0.101*
C13	0.1694 (7)	0.5711 (2)	0.4492 (4)	0.0982 (14)
H13	0.1469	0.5905	0.5076	0.118*
C14	0.1473 (6)	0.59969 (18)	0.3580 (4)	0.0854 (12)
H14	0.1095	0.6387	0.3543	0.102*
C15	0.3392 (6)	0.39343 (19)	0.4619 (3)	0.0919 (13)
H15A	0.4253	0.4130	0.5147	0.138*
H15B	0.3841	0.3550	0.4502	0.138*
H15C	0.2241	0.3900	0.4836	0.138*
C17	0.1111 (6)	0.61685 (18)	−0.0096 (4)	0.0889 (13)
H16A	−0.0209	0.6203	−0.0257	0.107*
H16B	0.1619	0.6560	0.0028	0.107*
C18	0.1737 (7)	0.59090 (18)	−0.0957 (4)	0.0952 (14)
H17A	0.2791	0.6124	−0.1086	0.114*
H17B	0.0782	0.5938	−0.1571	0.114*
C19	0.9741 (5)	0.27798 (17)	0.4624 (3)	0.0681 (9)
C20	0.7695 (6)	0.31745 (18)	0.3323 (3)	0.0762 (9)
C16	0.1480 (5)	0.60153 (15)	0.1717 (3)	0.0691 (10)
H20	0.1091	0.6404	0.1724	0.083*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Ni1	0.0435 (2)	0.0440 (2)	0.0519 (3)	−0.00269 (17)	0.00649 (17)	0.00924 (18)
Na1	0.0576 (7)	0.0475 (7)	0.0521 (7)	0.0048 (6)	0.0090 (6)	0.0046 (5)
O1	0.0737 (15)	0.0407 (11)	0.0502 (13)	0.0055 (10)	0.0146 (11)	−0.0009 (10)
O2	0.0576 (13)	0.0493 (12)	0.0426 (12)	0.0010 (10)	0.0109 (10)	0.0014 (9)
O3	0.115 (2)	0.0601 (15)	0.0482 (14)	0.0084 (14)	0.0235 (13)	0.0051 (11)
O4	0.0800 (16)	0.0474 (13)	0.0746 (17)	−0.0003 (11)	0.0284 (13)	−0.0082 (12)
O5	0.0885 (17)	0.0713 (15)	0.0650 (16)	−0.0195 (13)	0.0290 (13)	−0.0105 (12)
N1	0.0475 (16)	0.0432 (15)	0.081 (2)	−0.0028 (12)	0.0046 (14)	0.0120 (15)
N2	0.0461 (16)	0.0653 (18)	0.0625 (19)	−0.0061 (13)	0.0036 (14)	0.0215 (15)
N3	0.0765 (19)	0.131 (2)	0.0687 (18)	0.0310 (17)	0.0164 (15)	0.0124 (18)
N4	0.099 (2)	0.085 (2)	0.076 (2)	0.0171 (19)	0.0042 (18)	0.0172 (18)
N5	0.0782 (19)	0.125 (2)	0.0725 (19)	0.0268 (18)	0.0037 (16)	0.0108 (17)
C1	0.046 (2)	0.100 (3)	0.049 (2)	−0.0013 (19)	0.0089 (15)	−0.001 (2)
C2	0.0405 (17)	0.070 (2)	0.0432 (19)	−0.0088 (16)	0.0099 (14)	−0.0071 (16)
C3	0.056 (2)	0.067 (2)	0.060 (2)	−0.0097 (17)	0.0196 (17)	−0.0206 (19)
C4	0.088 (3)	0.097 (3)	0.083 (3)	−0.003 (2)	0.023 (2)	−0.034 (3)
C5	0.119 (4)	0.159 (5)	0.066 (3)	0.015 (4)	0.027 (3)	−0.038 (3)
C6	0.097 (3)	0.160 (5)	0.044 (2)	0.008 (3)	0.018 (2)	−0.009 (3)
C7	0.051 (2)	0.108 (3)	0.048 (2)	−0.007 (2)	0.0077 (16)	0.021 (2)
C8	0.111 (3)	0.045 (2)	0.124 (4)	0.000 (2)	0.045 (3)	−0.009 (2)
C9	0.057 (2)	0.052 (2)	0.079 (3)	0.0015 (16)	0.0093 (18)	−0.0180 (19)
C10	0.0513 (19)	0.0493 (18)	0.057 (2)	−0.0025 (15)	0.0122 (15)	−0.0081 (16)
C11	0.066 (2)	0.065 (2)	0.056 (2)	−0.0009 (18)	0.0165 (17)	−0.0114 (18)
C12	0.097 (3)	0.100 (3)	0.057 (3)	0.000 (3)	0.019 (2)	−0.018 (2)
C13	0.111 (4)	0.099 (4)	0.088 (4)	0.006 (3)	0.027 (3)	−0.043 (3)
C14	0.083 (3)	0.071 (3)	0.102 (3)	0.015 (2)	0.016 (2)	−0.033 (3)
C15	0.124 (4)	0.096 (3)	0.058 (2)	0.001 (3)	0.025 (2)	0.022 (2)
C17	0.079 (3)	0.075 (3)	0.113 (4)	0.017 (2)	0.018 (3)	0.047 (3)
C18	0.108 (3)	0.080 (3)	0.094 (3)	0.005 (3)	0.011 (3)	0.041 (3)
C19	0.0625 (19)	0.080 (2)	0.0614 (18)	0.0125 (16)	0.0121 (16)	0.0107 (18)
C20	0.068 (2)	0.105 (2)	0.0550 (18)	0.0168 (19)	0.0113 (16)	0.0098 (18)
C16	0.061 (2)	0.0391 (18)	0.102 (3)	0.0030 (16)	0.004 (2)	−0.006 (2)

Geometric parameters (Å, º) top

Ni1—O1	1.838 (2)	C3—C4	1.371 (5)
Ni1—N2	1.839 (3)	C4—C5	1.387 (6)
Ni1—N1	1.840 (3)	C4—H4	0.9300
Ni1—O2	1.8457 (19)	C5—C6	1.361 (7)
Na1—O5	2.288 (2)	C5—H5	0.9300
Na1—O1	2.362 (2)	C6—H6	0.9300
Na1—N5	2.368 (4)	C7—H7	0.9300
Na1—O2	2.395 (2)	C8—H8A	0.9600
Na1—O3	2.492 (3)	C8—H8B	0.9600
Na1—O4	2.555 (2)	C8—H8C	0.9600
O1—C10	1.314 (4)	C9—C10	1.412 (4)
O2—C2	1.310 (3)	C9—C16	1.413 (5)
O3—C11	1.365 (4)	C9—C14	1.419 (5)
O3—C15	1.420 (4)	C10—C11	1.410 (5)
O4—C3	1.365 (4)	C11—C12	1.375 (5)
O4—C8	1.429 (4)	C12—C13	1.389 (6)
O5—H5A	0.8200	C12—H12	0.9300
O5—H5B	0.8246	C13—C14	1.349 (6)
N1—C16	1.276 (4)	C13—H13	0.9300
N1—C17	1.476 (4)	C14—H14	0.9300
N2—C7	1.282 (4)	C15—H15A	0.9600
N2—C18	1.468 (5)	C15—H15B	0.9600
N3—C19	1.292 (5)	C15—H15C	0.9600
N3—C20	1.297 (5)	C17—C18	1.436 (6)
N4—C19	1.127 (4)	C17—H16A	0.9700
N5—C20	1.127 (4)	C17—H16B	0.9700
C1—C6	1.405 (5)	C18—H17A	0.9700
C1—C2	1.411 (5)	C18—H17B	0.9700
C1—C7	1.425 (5)	C16—H20	0.9300
C2—C3	1.419 (5)

O1—Ni1—N2	178.09 (11)	C6—C5—C4	120.6 (4)
O1—Ni1—N1	94.79 (11)	C6—C5—H5	119.7
N2—Ni1—N1	86.76 (14)	C4—C5—H5	119.7
O1—Ni1—O2	83.62 (9)	C5—C6—C1	120.5 (4)
N2—Ni1—O2	94.82 (11)	C5—C6—H6	119.7
N1—Ni1—O2	178.41 (11)	C1—C6—H6	119.7
O5—Na1—O1	120.42 (9)	N2—C7—C1	125.7 (3)
O5—Na1—N5	101.85 (12)	N2—C7—H7	117.1
O1—Na1—N5	127.99 (12)	C1—C7—H7	117.1
O5—Na1—O2	116.86 (9)	O4—C8—H8A	109.5
O1—Na1—O2	62.15 (7)	O4—C8—H8B	109.5
N5—Na1—O2	124.88 (11)	H8A—C8—H8B	109.5
O5—Na1—O3	90.51 (9)	O4—C8—H8C	109.5
O1—Na1—O3	64.15 (8)	H8A—C8—H8C	109.5
N5—Na1—O3	88.43 (11)	H8B—C8—H8C	109.5
O2—Na1—O3	126.30 (8)	C10—C9—C16	121.1 (3)
O5—Na1—O4	84.15 (8)	C10—C9—C14	118.6 (4)
O1—Na1—O4	124.77 (9)	C16—C9—C14	120.2 (4)
N5—Na1—O4	85.68 (11)	O1—C10—C11	118.0 (3)
O2—Na1—O4	62.63 (7)	O1—C10—C9	123.4 (3)
O3—Na1—O4	171.07 (9)	C11—C10—C9	118.6 (3)
C10—O1—Ni1	127.8 (2)	O3—C11—C12	125.5 (4)
C10—O1—Na1	124.3 (2)	O3—C11—C10	113.8 (3)
Ni1—O1—Na1	107.87 (9)	C12—C11—C10	120.7 (4)
C2—O2—Ni1	127.3 (2)	C11—C12—C13	120.4 (4)
C2—O2—Na1	125.61 (19)	C11—C12—H12	119.8
Ni1—O2—Na1	106.26 (9)	C13—C12—H12	119.8
C11—O3—C15	118.3 (3)	C14—C13—C12	120.3 (4)
C11—O3—Na1	119.68 (19)	C14—C13—H13	119.8
C15—O3—Na1	122.0 (2)	C12—C13—H13	119.8
C3—O4—C8	118.2 (3)	C13—C14—C9	121.3 (4)
C3—O4—Na1	119.73 (19)	C13—C14—H14	119.3
C8—O4—Na1	122.1 (2)	C9—C14—H14	119.3
Na1—O5—H5A	130.6	O3—C15—H15A	109.5
Na1—O5—H5B	118.8	O3—C15—H15B	109.5
H5A—O5—H5B	110.0	H15A—C15—H15B	109.5
C16—N1—C17	119.2 (3)	O3—C15—H15C	109.5
C16—N1—Ni1	126.4 (2)	H15A—C15—H15C	109.5
C17—N1—Ni1	114.3 (3)	H15B—C15—H15C	109.5
C7—N2—C18	118.9 (3)	C18—C17—N1	110.7 (3)
C7—N2—Ni1	126.8 (3)	C18—C17—H16A	109.5
C18—N2—Ni1	114.2 (3)	N1—C17—H16A	109.5
C19—N3—C20	120.5 (3)	C18—C17—H16B	109.5
C20—N5—Na1	171.8 (4)	N1—C17—H16B	109.5
C6—C1—C2	119.6 (4)	H16A—C17—H16B	108.1
C6—C1—C7	119.2 (4)	C17—C18—N2	111.4 (3)
C2—C1—C7	121.1 (3)	C17—C18—H17A	109.4
O2—C2—C1	123.9 (3)	N2—C18—H17A	109.4
O2—C2—C3	117.9 (3)	C17—C18—H17B	109.4
C1—C2—C3	118.2 (3)	N2—C18—H17B	109.4
O4—C3—C4	126.1 (4)	H17A—C18—H17B	108.0
O4—C3—C2	113.4 (3)	N4—C19—N3	173.6 (4)
C4—C3—C2	120.4 (4)	N5—C20—N3	173.8 (4)
C3—C4—C5	120.5 (4)	N1—C16—C9	126.5 (3)
C3—C4—H4	119.7	N1—C16—H20	116.7
C5—C4—H4	119.7	C9—C16—H20	116.7

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O5—H5A···N3ⁱ	0.82	2.14	2.960 (4)	175
O5—H5B···N4ⁱⁱ	0.82	2.03	2.852 (4)	177

Symmetry codes: (i) x−1, y, z; (ii) x−1, −y+1/2, z−1/2.

Experimental details

Crystal data
Chemical formula	[NaNi(C₁₈H₁₈N₂O₄)(C₂N₃)(H₂O)]
M_r	492.11
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	293
a, b, c (Å)	7.4654 (14), 22.745 (4), 13.177 (3)
β (°)	101.282 (4)
V (Å³)	2194.2 (8)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	0.95
Crystal size (mm)	0.14 × 0.13 × 0.11

Data collection
Diffractometer	Bruker SMART CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 2003)
T_min, T_max	0.879, 0.903
No. of measured, independent and observed [I > 2σ(I)] reflections	10817, 3864, 2815
R_int	0.032
(sin θ/λ)_max (Å⁻¹)	0.595

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.039, 0.099, 1.02
No. of reflections	3864
No. of parameters	291
No. of restraints	54
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.33, −0.35

Computer programs: APEX2 (Bruker, 2004), SAINT-Plus (Bruker, 2001), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O5—H5A···N3ⁱ	0.82	2.14	2.960 (4)	175.2
O5—H5B···N4ⁱⁱ	0.82	2.03	2.852 (4)	176.5

Symmetry codes: (i) x−1, y, z; (ii) x−1, −y+1/2, z−1/2.

Acknowledgements

This work was supported by the Zhejiang Provincial Natural Science Foundation (grant No. Y4080395).

References

Bruker (2001). SAINT-Plus. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Bruker (2004). APEX2. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Correia, I., Duarte, M. T., Piedade, M. F. M., Jackush, T., Kiss, T., Castro, M. M., Geraldes, C. A., Carlos, F. G. C. & Avecilla, F. (2005). Eur. J. Inorg. Chem. pp. 732–744. Web of Science CSD CrossRef Google Scholar
Costes, J.-P., Novitchi, G., Shova, S., Dahan, F., Donnadieu, B. & Tuchagues, J.-P. (2004). Inorg. Chem. 43, 7792–7799. Web of Science CSD CrossRef PubMed CAS Google Scholar
Ohba, M. & Okawa, H. (2000). Coord. Chem. Rev. 198, 313–328. Web of Science CrossRef CAS Google Scholar
Sheldrick, G. M. (2003). SADABS. University of Göttingen, Germany. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar

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metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Aqua­(dicyanamido){μ-6,6′-dimeth­­oxy-2,2′-[ethane-1,2-diylbis(nitrilo­methyl­­idyne)]diphenolato}nickel(II)sodium

Related literature

Experimental

Crystal data

Data collection

Refinement

Supporting information

Acknowledgements

References

metal-organic compounds

Aqua(dicyanamido){μ-6,6′-dimethoxy-2,2′-[ethane-1,2-diylbis(nitrilomethylidyne)]diphenolato}nickel(II)sodium