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The title complex, [Ni2(L–O)(H2O)2](NO3)2·4H2O, where L–O is bis{2-[bis(2-pyridyl)­ethyl]­amino}phenol (C20H20N3O), is dimeric with each Ni2+ ion coordinated by two bridging phenolate O atoms and three N atoms of the N3O-tetradentate ligand anion L–O. A mol­ecule of water on each metal completes the octahedral geometry. Crystallographic inversion symmetry is present at the center of the Ni2O2 plane of the dimeric unit.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536803015174/om6153sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536803015174/om6153Isup2.hkl
Contains datablock I

CCDC reference: 221642

Key indicators

  • Single-crystal X-ray study
  • T = 293 K
  • Mean [sigma](C-C) = 0.006 Å
  • R factor = 0.053
  • wR factor = 0.145
  • Data-to-parameter ratio = 12.3

checkCIF results

No syntax errors found

ADDSYM reports no extra symmetry

General Notes

ABSTM_02 When printed, the submitted absorption T values will be replaced by the scaled T values. Since the ratio of scaled T's is identical to the ratio of reported T values, the scaling does not imply a change to the absorption corrections used in the study. Ratio of Tmax expected/reported 0.834 Tmax scaled 0.830 Tmin scaled 0.737

Computing details top

Data collection: CAD-4 Software (Enraf-Nonius, 1989); cell refinement: CAD-4 Software; data reduction: XCAD4 in WinGX (Farrugia, 1999); program(s) used to solve structure: SIR92 (Altomare et al., 1993); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farrugia, 1997) PLUTON (Spek, 1999); software used to prepare material for publication: SHELXL97.

(I) top
Crystal data top
[Ni2(C20H20N3O)2(H2O)2](NO3)2·4H2OF(000) = 1032
Mr = 986.32Dx = 1.492 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
a = 10.902 (4) ÅCell parameters from 25 reflections
b = 10.613 (4) Åθ = 10–15°
c = 19.505 (8) ŵ = 0.93 mm1
β = 103.32 (3)°T = 293 K
V = 2196.0 (15) Å3Block, green
Z = 20.3 × 0.2 × 0.2 mm
Data collection top
Enraf–Nonius CAD-4
diffractometer
2879 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tubeRint = 0.040
Graphite monochromatorθmax = 25.0°, θmin = 2.2°
ω–2θ scansh = 012
Absorption correction: ψ scan
(North et al., 1968)
k = 012
Tmin = 0.737, Tmax = 0.830l = 2322
4064 measured reflections2 standard reflections every 60 min
3850 independent reflections intensity decay: none
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.053Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.145H atoms treated by a mixture of independent and constrained refinement
S = 1.05 w = 1/[σ2(Fo2) + (0.0867P)2 + 2.0357P]
where P = (Fo2 + 2Fc2)/3
3850 reflections(Δ/σ)max < 0.001
313 parametersΔρmax = 1.04 e Å3
0 restraintsΔρmin = 0.78 e Å3
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
xyzUiso*/Ueq
C10.4591 (3)0.2269 (3)0.45037 (17)0.0279 (8)
C20.3340 (4)0.2460 (4)0.41267 (19)0.0355 (9)
C30.2973 (5)0.3614 (4)0.3816 (2)0.0473 (11)
H30.21410.37310.35720.057*
C40.3819 (5)0.4594 (4)0.3863 (2)0.0518 (12)
H40.35670.53610.36440.062*
C50.5040 (5)0.4422 (4)0.4240 (2)0.0484 (11)
H50.56110.50850.42830.058*
C60.5436 (4)0.3272 (4)0.4557 (2)0.0374 (9)
H60.62670.31710.48050.045*
C210.4630 (4)0.1812 (4)0.3688 (2)0.0435 (10)
H210.48520.22110.41230.052*
C220.5042 (5)0.2332 (5)0.3132 (2)0.0527 (12)
H220.55410.30520.31970.063*
C230.4703 (5)0.1772 (5)0.2485 (2)0.0546 (12)
H230.49790.20910.21030.065*
C240.3946 (4)0.0729 (5)0.2414 (2)0.0480 (11)
H240.36810.03480.19750.058*
C250.3573 (4)0.0240 (4)0.29918 (19)0.0348 (9)
C260.2764 (4)0.0920 (4)0.2888 (2)0.0411 (10)
H26A0.22900.09340.24020.049*
H26B0.33160.16490.29560.049*
C270.1843 (4)0.1076 (4)0.3354 (2)0.0424 (10)
H27A0.12390.17270.31570.051*
H27B0.13810.02940.33540.051*
C310.3046 (4)0.0748 (4)0.6070 (2)0.0460 (10)
H310.35420.14240.59960.055*
C320.2572 (5)0.0773 (5)0.6658 (2)0.0576 (13)
H320.27360.14490.69690.069*
C330.1842 (5)0.0226 (5)0.6783 (3)0.0611 (14)
H330.15060.02400.71790.073*
C340.1627 (4)0.1195 (5)0.6308 (2)0.0539 (12)
H340.11410.18800.63810.065*
C350.2135 (4)0.1156 (4)0.5716 (2)0.0404 (9)
C360.1884 (5)0.2208 (5)0.5197 (3)0.0588 (13)
H36A0.26540.26880.52340.071*
H36B0.12610.27660.53180.071*
C370.1415 (4)0.1776 (5)0.4442 (2)0.0526 (12)
H37A0.08620.10580.44320.063*
H37B0.09250.24480.41720.063*
N10.2459 (3)0.1417 (3)0.40960 (16)0.0358 (7)
N20.3928 (3)0.0763 (3)0.36353 (16)0.0342 (7)
N30.2849 (3)0.0186 (3)0.55878 (17)0.0363 (7)
N40.0398 (4)0.4660 (4)0.3446 (2)0.0541 (10)
O10.4932 (2)0.1147 (2)0.47979 (13)0.0308 (6)
O20.2064 (3)0.1409 (3)0.4382 (2)0.0500 (8)
O30.0142 (5)0.5024 (5)0.3009 (2)0.0998 (17)
O40.0935 (5)0.3648 (4)0.3392 (3)0.1044 (17)
O50.0427 (7)0.5302 (6)0.3949 (3)0.139 (2)
O60.1271 (6)0.3350 (7)0.5080 (5)0.104 (2)
O70.1297 (6)0.2494 (6)0.3088 (3)0.104 (2)
Ni10.35177 (4)0.01185 (4)0.46250 (2)0.02862 (18)
H2A0.184 (5)0.168 (5)0.397 (3)0.072 (19)*
H2B0.188 (5)0.184 (6)0.463 (3)0.07 (2)*
H6A0.124 (9)0.359 (9)0.544 (5)0.13 (4)*
H6B0.097 (8)0.377 (8)0.480 (4)0.11 (4)*
H7A0.089 (9)0.211 (10)0.268 (5)0.18 (5)*
H7B0.097 (6)0.309 (6)0.309 (3)0.07 (2)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.036 (2)0.0226 (17)0.0276 (17)0.0086 (15)0.0116 (15)0.0005 (14)
C20.039 (2)0.034 (2)0.0329 (19)0.0091 (17)0.0065 (16)0.0049 (16)
C30.056 (3)0.037 (2)0.048 (2)0.017 (2)0.009 (2)0.0075 (19)
C40.078 (3)0.029 (2)0.048 (2)0.012 (2)0.014 (2)0.0079 (19)
C50.074 (3)0.028 (2)0.045 (2)0.003 (2)0.016 (2)0.0028 (18)
C60.044 (2)0.031 (2)0.037 (2)0.0022 (17)0.0096 (17)0.0041 (16)
C210.051 (3)0.040 (2)0.040 (2)0.003 (2)0.0100 (19)0.0003 (18)
C220.061 (3)0.050 (3)0.049 (3)0.011 (2)0.016 (2)0.007 (2)
C230.067 (3)0.056 (3)0.047 (3)0.004 (2)0.027 (2)0.008 (2)
C240.057 (3)0.054 (3)0.035 (2)0.006 (2)0.0149 (19)0.0026 (19)
C250.033 (2)0.036 (2)0.0338 (19)0.0111 (16)0.0060 (15)0.0008 (16)
C260.046 (2)0.043 (2)0.032 (2)0.0001 (19)0.0036 (17)0.0021 (17)
C270.030 (2)0.046 (2)0.046 (2)0.0054 (18)0.0018 (17)0.0063 (19)
C310.045 (2)0.045 (3)0.052 (3)0.007 (2)0.018 (2)0.005 (2)
C320.066 (3)0.063 (3)0.050 (3)0.007 (3)0.027 (2)0.016 (2)
C330.056 (3)0.085 (4)0.051 (3)0.005 (3)0.031 (2)0.000 (3)
C340.051 (3)0.064 (3)0.054 (3)0.011 (2)0.027 (2)0.001 (2)
C350.032 (2)0.044 (2)0.048 (2)0.0063 (18)0.0153 (18)0.0017 (18)
C360.069 (3)0.053 (3)0.066 (3)0.029 (3)0.038 (3)0.007 (2)
C370.040 (2)0.065 (3)0.057 (3)0.028 (2)0.018 (2)0.021 (2)
N10.0275 (17)0.0398 (18)0.0394 (17)0.0081 (14)0.0065 (14)0.0046 (14)
N20.0312 (17)0.0331 (18)0.0378 (17)0.0016 (14)0.0073 (13)0.0012 (14)
N30.0310 (16)0.0393 (18)0.0401 (17)0.0038 (14)0.0115 (13)0.0004 (14)
N40.045 (2)0.063 (3)0.054 (2)0.015 (2)0.0126 (18)0.013 (2)
O10.0258 (13)0.0280 (14)0.0373 (14)0.0024 (10)0.0049 (11)0.0050 (11)
O20.0494 (19)0.056 (2)0.0447 (19)0.0198 (16)0.0098 (15)0.0038 (17)
O30.078 (3)0.145 (5)0.087 (3)0.027 (3)0.040 (2)0.044 (3)
O40.091 (3)0.068 (3)0.135 (4)0.023 (3)0.013 (3)0.028 (3)
O50.191 (7)0.126 (5)0.107 (4)0.005 (5)0.049 (4)0.042 (4)
O60.087 (4)0.119 (5)0.107 (5)0.036 (3)0.026 (3)0.035 (4)
O70.142 (5)0.096 (4)0.068 (3)0.061 (4)0.015 (3)0.012 (3)
Ni10.0255 (3)0.0286 (3)0.0320 (3)0.0029 (2)0.00716 (18)0.00228 (19)
Geometric parameters (Å, º) top
C1—O11.337 (4)C35—N31.349 (5)
C1—C61.395 (5)C35—C361.489 (6)
C1—C21.407 (5)C36—C371.515 (7)
C2—C31.384 (5)C36—H36A0.9700
C2—N11.459 (5)C36—H36B0.9700
C3—C41.379 (7)C37—N11.499 (5)
C3—H30.9300C37—H37A0.9700
C4—C51.377 (7)C37—H37B0.9700
C4—H40.9300N4—O51.200 (6)
C5—C61.391 (6)N4—O31.205 (6)
C5—H50.9300N4—O41.216 (6)
C6—H60.9300Ni1—O12.014 (3)
C21—N21.341 (5)Ni1—O1i2.107 (2)
C21—C221.380 (6)Ni1—O22.065 (3)
C21—H210.9300Ni1—N12.122 (3)
C22—C231.366 (6)Ni1—N22.189 (3)
C22—H220.9300Ni1—N32.189 (3)
C23—C241.367 (7)Ni1—Ni1i3.235 (1)
C23—H230.9300O(1)—O(1)i2.552 (3)
C24—C251.385 (6)O2—H2A0.83 (6)
C24—H240.9300O2—H2B0.73 (6)
C25—N21.345 (5)O6—H6A0.75 (9)
C25—C261.501 (6)O6—H6B0.73 (8)
C26—C271.511 (6)O7—H7A0.91 (10)
C26—H26A0.9700O7—H7B0.73 (6)
C26—H26B0.9700C3—H30.93
C27—N11.493 (5)0.93—C5H5
C27—H27A0.9700H6—0.93C21
C27—H27B0.9700C22—H220.93
C31—N31.349 (5)0.93—C24H24
C31—C321.363 (6)H26A—0.97C26
C31—H310.9300C27—H27A0.97
C32—C331.380 (7)0.97—C31H31
C32—H320.9300H32—0.93C33
C33—C341.366 (7)C34—H340.93
C33—H330.93000.97—C36H36B
C34—C351.392 (6)H37A—0.97C37
C34—H340.9300
O1—C1—C6122.3 (3)C33—C34—H34120.0
O1—C1—C2119.5 (3)C35—C34—H34120.0
C6—C1—C2118.2 (3)N3—C35—C34122.2 (4)
C3—C2—C1120.3 (4)N3—C35—C36118.1 (3)
C3—C2—N1122.1 (4)C34—C35—C36119.7 (4)
C1—C2—N1117.5 (3)C35—C36—C37113.7 (4)
C4—C3—C2121.1 (4)C35—C36—H36A108.8
C4—C3—H3119.4C37—C36—H36A108.8
C2—C3—H3119.4C35—C36—H36B108.8
C5—C4—C3119.0 (4)C37—C36—H36B108.8
C5—C4—H4120.5H36A—C36—H36B107.7
C3—C4—H4120.5N1—C37—C36113.2 (4)
C4—C5—C6121.1 (4)N1—C37—H37A108.9
C4—C5—H5119.5C36—C37—H37A108.9
C6—C5—H5119.5N1—C37—H37B108.9
C5—C6—C1120.3 (4)C36—C37—H37B108.9
C5—C6—H6119.8H37A—C37—H37B107.8
C1—C6—H6119.8C2—N1—C27111.6 (3)
N2—C21—C22123.7 (4)C2—N1—C37110.5 (3)
N2—C21—H21118.1C27—N1—C37106.2 (3)
C22—C21—H21118.1C2—N1—Ni1106.5 (2)
C23—C22—C21118.9 (4)C27—N1—Ni1111.0 (2)
C23—C22—H22120.5C37—N1—Ni1111.2 (2)
C21—C22—H22120.5C21—N2—C25116.7 (3)
C22—C23—C24118.4 (4)C21—N2—Ni1114.9 (3)
C22—C23—H23120.8C25—N2—Ni1128.4 (3)
C24—C23—H23120.8C35—N3—C31116.0 (3)
C23—C24—C25120.2 (4)C35—N3—Ni1126.3 (3)
C23—C24—H24119.9C31—N3—Ni1117.3 (3)
C25—C24—H24119.9O5—N4—O3120.4 (6)
N2—C25—C24122.0 (4)O5—N4—O4117.9 (6)
N2—C25—C26119.9 (3)O3—N4—O4121.7 (6)
C24—C25—C26118.1 (4)C1—O1—Ni1113.3 (2)
C25—C26—C27117.4 (3)C1—O1—Ni1i143.1 (2)
C25—C26—H26A108.0Ni1—O2—H2A119 (4)
C27—C26—H26A108.0Ni1—O2—H2B125 (5)
C25—C26—H26B108.0H2A—O2—H2B112 (6)
C27—C26—H26B108.0H6A—O6—H6B113 (10)
H26A—C26—H26B107.2H7A—O7—H7B105 (8)
N1—C27—C26113.4 (3)O1—Ni1—N183.06 (12)
N1—C27—H27A108.9O2—Ni1—N195.45 (14)
C26—C27—H27A108.9O1—Ni1—N292.97 (11)
N1—C27—H27B108.9O2—Ni1—N283.84 (14)
C26—C27—H27B108.9O1i—Ni1—N290.43 (11)
H27A—C27—H27B107.7O1—Ni1—N398.71 (11)
N3—C31—C32124.8 (4)O2—Ni1—N384.53 (14)
N3—C31—H31117.6N1—Ni1—N393.00 (12)
C32—C31—H31117.6O1—Ni1—O2176.48 (13)
C31—C32—C33118.6 (4)O2—Ni1—O1i104.93 (13)
C31—C32—H32120.7O1—Ni1—O1i76.52 (11)
C33—C32—H32120.7N1—Ni1—N290.57 (12)
C34—C33—C32118.4 (4)N2—Ni1—N3168.11 (12)
C34—C33—H33120.8O1i—Ni1—N1159.58 (11)
C32—C33—H33120.8O1i—Ni1—N390.16 (11)
C33—C34—C35120.0 (4)Ni1—O1—Ni1i103.48 (11)
O1—C1—C2—C3179.7 (3)C32—C31—N3—C350.5 (7)
C6—C1—C2—C30.3 (5)C32—C31—N3—Ni1172.4 (4)
O1—C1—C2—N11.9 (5)C6—C1—O1—Ni1179.4 (3)
C6—C1—C2—N1178.0 (3)C2—C1—O1—Ni10.7 (4)
C1—C2—C3—C40.6 (6)C6—C1—O1—Ni1i2.7 (6)
N1—C2—C3—C4178.8 (4)C2—C1—O1—Ni1i177.4 (3)
C2—C3—C4—C51.5 (7)C1—O1—Ni1—O1i178.0 (3)
C3—C4—C5—C61.5 (7)Ni1i—O1—Ni1—O1i0.0
C4—C5—C6—C10.6 (6)C1—O1—Ni1—N11.9 (2)
O1—C1—C6—C5179.8 (3)Ni1i—O1—Ni1—N1179.95 (13)
C2—C1—C6—C50.3 (5)C1—O1—Ni1—N288.3 (2)
N2—C21—C22—C231.3 (7)Ni1i—O1—Ni1—N289.73 (12)
C21—C22—C23—C241.3 (7)C1—O1—Ni1—N393.9 (2)
C22—C23—C24—C252.0 (7)Ni1i—O1—Ni1—N388.06 (13)
C23—C24—C25—N20.3 (6)C2—N1—Ni1—O12.7 (2)
C23—C24—C25—C26178.8 (4)C27—N1—Ni1—O1124.3 (3)
N2—C25—C26—C2731.4 (5)C37—N1—Ni1—O1117.7 (3)
C24—C25—C26—C27149.5 (4)C2—N1—Ni1—O2174.1 (2)
C25—C26—C27—N173.4 (5)C27—N1—Ni1—O252.4 (3)
N3—C31—C32—C330.6 (8)C37—N1—Ni1—O265.6 (3)
C31—C32—C33—C340.1 (8)C2—N1—Ni1—O1i2.5 (5)
C32—C33—C34—C350.2 (8)C27—N1—Ni1—O1i124.2 (3)
C33—C34—C35—N30.3 (7)C37—N1—Ni1—O1i117.8 (4)
C33—C34—C35—C36179.3 (5)C2—N1—Ni1—N290.2 (2)
N3—C35—C36—C3749.9 (6)C27—N1—Ni1—N231.4 (3)
C34—C35—C36—C37129.7 (4)C37—N1—Ni1—N2149.4 (3)
C35—C36—C37—N184.3 (5)C2—N1—Ni1—N3101.1 (2)
C3—C2—N1—C2757.3 (5)C27—N1—Ni1—N3137.2 (3)
C1—C2—N1—C27124.5 (3)C37—N1—Ni1—N319.2 (3)
C3—C2—N1—C3760.7 (5)C21—N2—Ni1—O197.4 (3)
C1—C2—N1—C37117.6 (4)C25—N2—Ni1—O182.2 (3)
C3—C2—N1—Ni1178.5 (3)C21—N2—Ni1—O284.1 (3)
C1—C2—N1—Ni13.2 (4)C25—N2—Ni1—O296.3 (3)
C26—C27—N1—C248.8 (4)C21—N2—Ni1—O1i20.9 (3)
C26—C27—N1—C37169.3 (4)C25—N2—Ni1—O1i158.7 (3)
C26—C27—N1—Ni169.8 (4)C21—N2—Ni1—N1179.5 (3)
C36—C37—N1—C256.3 (5)C25—N2—Ni1—N10.9 (3)
C36—C37—N1—C27177.5 (4)C21—N2—Ni1—N372.0 (6)
C36—C37—N1—Ni161.7 (4)C25—N2—Ni1—N3108.5 (6)
C22—C21—N2—C252.9 (6)C35—N3—Ni1—O177.2 (3)
C22—C21—N2—Ni1176.7 (4)C31—N3—Ni1—O1110.7 (3)
C24—C25—N2—C212.1 (6)C35—N3—Ni1—O2101.5 (3)
C26—C25—N2—C21178.8 (4)C31—N3—Ni1—O270.6 (3)
C24—C25—N2—Ni1177.5 (3)C35—N3—Ni1—O1i153.5 (3)
C26—C25—N2—Ni11.7 (5)C31—N3—Ni1—O1i34.3 (3)
C34—C35—N3—C310.1 (6)C35—N3—Ni1—N16.3 (3)
C36—C35—N3—C31179.7 (4)C31—N3—Ni1—N1165.8 (3)
C34—C35—N3—Ni1172.1 (3)C35—N3—Ni1—N2113.6 (6)
C36—C35—N3—Ni17.5 (6)C31—N3—Ni1—N258.5 (7)
Symmetry code: (i) x+1, y, z+1.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O2—H2A···O70.83 (6)1.90 (6)2.726 (6)173 (6)
O2—H2B···O60.73 (6)2.01 (6)2.717 (7)163 (6)
O6—H6A···O4ii0.75 (9)2.38 (9)3.101 (10)161 (10)
O6—H6B···O5iii0.73 (8)2.20 (8)2.909 (11)163 (10)
O7—H7A···O4iv0.91 (10)2.26 (10)3.071 (8)149 (9)
O7—H7B···O3iii0.73 (6)2.19 (7)2.909 (8)172 (7)
Symmetry codes: (ii) x, y, z+1; (iii) x, y1, z; (iv) x, y1/2, z+1/2.
 

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