PMCCPMCCPMCC

Search tips
Search criteria 

Advanced

 
Logo of actaeInternational Union of Crystallographysearchopen accessarticle submissionjournal home pagethis article
 
Acta Crystallogr Sect E Struct Rep Online. 2008 September 1; 64(Pt 9): m1207.
Published online 2008 August 30. doi:  10.1107/S1600536808026986
PMCID: PMC2960610

{μ-6,6′-Dimeth­oxy-2,2′-[propane-1,3-diylbis(nitrilo­methyl­idyne)]diphenolato}dimethano­ltrinitratonickel(II)lanthanum(III) methanol disolvate

Abstract

In the title dinuclear complex, [NiLa(C19H20N2O4)(NO3)3(CH3OH)2]·2CH3OH, the NiII ion is coordinated by two O atoms and two N atoms of a Schiff base ligand and by two O atoms of two methanol ligands, forming a slightly distorted octa­hedral geometry. The LaIII ion is coordinated by six O atoms from three chelating nitrate ligands and four O atoms from the Schiff base ligand, forming a distorted bicapped square-anti­prismatic environment. In the crystal structure, inter­molecular O—H—O hydrogen bonds connect complex mol­ecules and methanol solvent mol­ecules, forming a two-dimensional network.

Related literature

For the isostructural Pr(III) complex, see: Liu & Zhang (2008 [triangle]). For a related Sm(III) complex, see: Wang et al. (2008 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-64-m1207-scheme1.jpg

Experimental

Crystal data

  • [NiLa(C19H20N2O4)(NO3)3(CH3OH)2]·2CH3OH
  • M r = 852.19
  • Monoclinic, An external file that holds a picture, illustration, etc.
Object name is e-64-m1207-efi1.jpg
  • a = 13.123 (4) Å
  • b = 11.141 (3) Å
  • c = 22.245 (8) Å
  • β = 90.911 (13)°
  • V = 3252.0 (17) Å3
  • Z = 4
  • Mo Kα radiation
  • μ = 1.96 mm−1
  • T = 291 (2) K
  • 0.30 × 0.27 × 0.25 mm

Data collection

  • Rigaku R-AXIS RAPID diffractometer
  • Absorption correction: multi-scan (ABSCOR; Higashi, 1995 [triangle]) T min = 0.594, T max = 0.635
  • 29897 measured reflections
  • 7431 independent reflections
  • 6035 reflections with I > 2σ(I)
  • R int = 0.039

Refinement

  • R[F 2 > 2σ(F 2)] = 0.032
  • wR(F 2) = 0.077
  • S = 1.06
  • 7431 reflections
  • 430 parameters
  • 19 restraints
  • H-atom parameters constrained
  • Δρmax = 0.67 e Å−3
  • Δρmin = −0.56 e Å−3

Data collection: RAPID-AUTO (Rigaku, 1998 [triangle]); cell refinement: RAPID-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2002 [triangle]); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 [triangle]); molecular graphics: SHELXTL (Sheldrick, 2008 [triangle]); software used to prepare material for publication: SHELXL97.

Table 1
Hydrogen-bond geometry (Å, °)

Supplementary Material

Crystal structure: contains datablocks I. DOI: 10.1107/S1600536808026986/lh2680sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808026986/lh2680Isup2.hkl

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

Acknowledgments

The author gratefully acknowledges financial support from the Education Department of Liaoning Province (2006 B 112) and Liaoning University.

supplementary crystallographic information

Comment

As shown in Fig. 1, the hexadentate Schiff base ligand links Ni and La atoms into a dinuclear complex through two phenolate O atoms, which is the same as the bonding in the isostructural Pr(III) complex of the same ligand (Liu & Zhang, 2008) and a related Cu(II)/Sm(III) complex (Wang et al., 2008). The LaIII ion in (I) is ten-coordinated by four oxygen atoms from the ligand and six oxygen atoms from three nitrate ions. The NiII center is six-coordinate by two nitrogen atoms and two oxygen atoms from the ligand and two methanol oxygen atoms. The are two solvent methanol molecules for each complex molecule. In the crystal structure, intermolecular O—H—O hydrogen bonds connect complex molecules and methanol solvent molecules to form two-dimension structure.

Experimental

The title complex was obtained by the treatment of nickel(II) acetate tetrahydrate (0.0622 g, 0.25 mmol) with the Schiff base (0.0855 g, 0.25 mmol) in methanol (25 ml) at room temperature. Then the mixture was refluxed for 3 h after the addition of lanthanum (III) nitrate hexahydrate (0.1082 g, 0.25 mmol). The reaction mixture was cooled and filtered; diethyl ether was allowed to diffuse slowly into the solution of the filtrate. Blue single crystals were obtained after several days. Analysis calculated for C23H36NiN5O17La: C, 32.48; H, 4.02; N, 8.27; found: C, 32.49; H, 4.03; N, 8.24

Refinement

H atoms bound to C atoms were placed in calculated positions and treated as riding on their parent atoms, with C—H = 0.93 Å (aromatic C), C—H = 0.97 Å (methylene C) and with Uiso(H) = 1.2Ueq(C) or C—H = 0.96 Å (methly C) and with Uiso(H) = 1.5Ueq(C). H atoms bond to O atoms of methanol were initially located in a difference Fourier map, but were subsequently treated as riding on their parent atoms, with O—H = 0.85 Å, and with Uiso(H) = 1.2Ueq(O).

Figures

Fig. 1.
The molecular structure of (I), showing 40% probability displacement ellipsoids. The dashed line indicates a hydrogen bond.

Crystal data

[NiLa(C19H20N2O4)(NO3)3(CH3OH)2]·2CH3OHF000 = 1716
Mr = 852.19Dx = 1.739 Mg m3
Monoclinic, P21/cMo Kα radiation λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 24213 reflections
a = 13.123 (4) Åθ = 6.0–55.0º
b = 11.141 (3) ŵ = 1.96 mm1
c = 22.245 (8) ÅT = 291 (2) K
β = 90.911 (13)ºBlock, green
V = 3252.0 (17) Å30.30 × 0.27 × 0.25 mm
Z = 4

Data collection

Rigaku R-AXIS RAPID diffractometer7431 independent reflections
Radiation source: fine-focus sealed tube6035 reflections with I > 2σ(I)
Monochromator: graphiteRint = 0.039
T = 291(2) Kθmax = 27.5º
ω scansθmin = 3.0º
Absorption correction: multi-scan(ABSCOR; Higashi, 1995)h = −16→17
Tmin = 0.594, Tmax = 0.635k = −14→14
29897 measured reflectionsl = −28→28

Refinement

Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.032H-atom parameters constrained
wR(F2) = 0.078  w = 1/[σ2(Fo2) + (0.0311P)2 + 2.8126P] where P = (Fo2 + 2Fc2)/3
S = 1.07(Δ/σ)max = 0.005
7431 reflectionsΔρmax = 0.67 e Å3
430 parametersΔρmin = −0.56 e Å3
19 restraintsExtinction correction: none
Primary atom site location: structure-invariant direct methods

Special details

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)

xyzUiso*/Ueq
C10.8780 (2)0.0634 (3)0.09172 (14)0.0366 (7)
C20.9465 (2)0.1419 (3)0.06390 (15)0.0401 (7)
C31.0476 (3)0.1149 (4)0.05748 (18)0.0537 (9)
H11.09100.16930.03910.064*
C41.0845 (3)0.0066 (4)0.0784 (2)0.0643 (12)
H21.1531−0.01230.07430.077*
C51.0206 (3)−0.0725 (4)0.10520 (19)0.0589 (10)
H31.0465−0.14510.11930.071*
C60.9159 (3)−0.0475 (3)0.11218 (16)0.0431 (8)
C70.8545 (3)−0.1397 (3)0.13938 (15)0.0451 (8)
H40.8874−0.21240.14650.054*
C80.7240 (3)−0.2462 (4)0.1852 (2)0.0601 (11)
H50.7502−0.31570.16420.072*
H60.7514−0.24840.22600.072*
C90.6108 (3)−0.2557 (3)0.18749 (19)0.0594 (11)
H70.5932−0.33350.20390.071*
H80.5835−0.25210.14680.071*
C100.5605 (3)−0.1597 (4)0.22441 (18)0.0576 (10)
H90.4938−0.18730.23650.069*
H100.6010−0.14510.26060.069*
C110.4605 (3)−0.0025 (3)0.18742 (15)0.0431 (8)
H110.4089−0.04550.20590.052*
C120.4305 (2)0.1090 (3)0.15813 (14)0.0368 (7)
C130.3254 (3)0.1336 (4)0.15613 (16)0.0482 (9)
H120.28010.07780.17150.058*
C140.2889 (3)0.2375 (4)0.13210 (18)0.0530 (9)
H130.21900.25150.13020.064*
C150.3559 (3)0.3222 (3)0.11042 (16)0.0459 (8)
H140.33140.39410.09460.055*
C160.4587 (2)0.3001 (3)0.11238 (14)0.0368 (7)
C170.4991 (2)0.1913 (3)0.13444 (13)0.0322 (6)
C180.5015 (3)0.5034 (3)0.0877 (2)0.0700 (13)
H150.45750.51320.05320.105*
H160.56080.55300.08350.105*
H170.46580.52650.12330.105*
C190.9595 (3)0.3228 (4)0.0049 (2)0.0700 (13)
H181.01060.36590.02750.105*
H190.91450.3788−0.01480.105*
H200.99170.2736−0.02470.105*
C200.6496 (3)−0.0934 (4)0.01313 (18)0.0659 (12)
H220.7123−0.05030.00810.099*
H230.6061−0.0807−0.02140.099*
H240.6639−0.17750.01730.099*
C210.6865 (4)0.1415 (5)0.2730 (2)0.0808 (15)
H260.62870.18290.25600.121*
H270.73150.19840.29200.121*
H280.66380.08450.30230.121*
C220.0864 (6)0.5031 (8)0.1513 (3)0.149 (3)
H300.05800.43860.12790.223*
H310.14060.54030.12960.223*
H320.03440.56140.15910.223*
C230.0337 (5)0.1674 (7)0.2229 (3)0.117 (2)
H340.09750.14170.24020.175*
H350.03920.17130.18000.175*
H36−0.01870.11130.23330.175*
La10.716978 (13)0.298199 (16)0.077571 (8)0.03422 (6)
N10.7614 (2)−0.1353 (2)0.15504 (12)0.0418 (6)
N20.5498 (2)−0.0480 (2)0.19058 (12)0.0390 (6)
N30.7794 (3)0.3947 (3)0.20112 (16)0.0617 (9)
N40.7756 (3)0.5503 (3)0.03456 (19)0.0611 (9)
N50.6410 (3)0.2140 (3)−0.04698 (17)0.0621 (9)
Ni20.67227 (3)0.01383 (3)0.146167 (17)0.03239 (10)
O10.78086 (15)0.09678 (19)0.09686 (10)0.0356 (5)
O20.90251 (18)0.2485 (2)0.04465 (11)0.0470 (6)
O30.59889 (15)0.17423 (19)0.13315 (10)0.0356 (5)
O40.53172 (17)0.3812 (2)0.09263 (11)0.0443 (6)
O50.6940 (2)0.4204 (3)0.17893 (15)0.0735 (9)
O60.8089 (3)0.4327 (4)0.24951 (17)0.1125 (15)
O70.8346 (2)0.3244 (3)0.17146 (13)0.0589 (7)
O80.8196 (3)0.5040 (3)0.07811 (17)0.0959 (12)
O90.7975 (3)0.6493 (3)0.0170 (2)0.1064 (14)
O100.7118 (3)0.4850 (3)0.00799 (18)0.0955 (12)
O110.5842 (2)0.2296 (3)−0.00488 (15)0.0778 (9)
O120.6076 (3)0.1809 (4)−0.09563 (17)0.1162 (16)
O130.7331 (3)0.2290 (4)−0.03695 (16)0.0968 (12)
O140.60041 (19)−0.0515 (2)0.06531 (11)0.0509 (6)
H210.5412−0.08230.06660.061*
O150.73884 (19)0.0805 (2)0.22691 (11)0.0502 (6)
H250.78420.04020.24570.060*
O160.1250 (4)0.4577 (4)0.2063 (2)0.1259 (17)
H290.18880.44940.20180.151*
O170.0099 (4)0.2770 (5)0.2444 (3)0.147 (2)
H330.01690.32010.21330.177*

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
C10.0312 (15)0.0446 (18)0.0340 (16)0.0024 (14)−0.0012 (12)−0.0059 (14)
C20.0315 (16)0.0459 (19)0.0431 (18)−0.0004 (15)0.0033 (14)−0.0053 (15)
C30.0344 (17)0.067 (3)0.060 (2)−0.0023 (18)0.0070 (16)−0.012 (2)
C40.0324 (18)0.081 (3)0.080 (3)0.011 (2)0.0056 (19)−0.008 (2)
C50.049 (2)0.060 (2)0.067 (3)0.020 (2)−0.0034 (19)−0.006 (2)
C60.0384 (17)0.0447 (19)0.0462 (19)0.0099 (15)−0.0024 (15)−0.0058 (15)
C70.053 (2)0.0370 (18)0.0453 (19)0.0136 (16)−0.0050 (16)0.0010 (15)
C80.072 (3)0.0383 (19)0.070 (3)0.008 (2)0.003 (2)0.0148 (19)
C90.079 (3)0.0354 (18)0.063 (3)−0.013 (2)−0.009 (2)0.0147 (18)
C100.057 (2)0.057 (2)0.059 (2)−0.007 (2)0.0079 (19)0.028 (2)
C110.0400 (17)0.050 (2)0.0393 (18)−0.0118 (16)0.0064 (14)0.0010 (15)
C120.0349 (15)0.0425 (17)0.0330 (16)−0.0029 (15)0.0039 (12)−0.0029 (14)
C130.0346 (17)0.060 (2)0.050 (2)−0.0089 (17)0.0062 (15)−0.0038 (18)
C140.0301 (17)0.069 (3)0.060 (2)0.0017 (18)0.0024 (16)−0.001 (2)
C150.0372 (17)0.052 (2)0.049 (2)0.0082 (16)−0.0002 (15)−0.0011 (16)
C160.0319 (15)0.0423 (17)0.0363 (16)−0.0011 (15)0.0025 (12)−0.0015 (14)
C170.0310 (14)0.0381 (16)0.0277 (14)−0.0014 (13)0.0022 (11)−0.0043 (12)
C180.055 (2)0.035 (2)0.121 (4)0.0074 (18)0.007 (3)0.003 (2)
C190.061 (3)0.060 (3)0.090 (3)−0.007 (2)0.034 (2)0.010 (2)
C200.070 (3)0.076 (3)0.052 (2)−0.001 (2)0.003 (2)−0.021 (2)
C210.098 (4)0.085 (3)0.060 (3)0.016 (3)−0.001 (3)−0.020 (3)
C220.155 (7)0.177 (8)0.112 (6)0.019 (6)−0.064 (5)−0.007 (5)
C230.092 (5)0.143 (7)0.115 (5)−0.007 (5)−0.012 (4)−0.039 (5)
La10.03002 (9)0.03160 (10)0.04102 (11)−0.00190 (8)0.00050 (7)0.00396 (8)
N10.0503 (17)0.0328 (14)0.0423 (16)0.0019 (13)−0.0010 (13)0.0016 (12)
N20.0446 (15)0.0386 (14)0.0339 (14)−0.0070 (13)0.0011 (12)0.0049 (11)
N30.067 (2)0.062 (2)0.056 (2)−0.0094 (19)0.0026 (17)−0.0179 (18)
N40.0447 (18)0.0439 (18)0.095 (3)0.0017 (15)0.0128 (18)0.0207 (19)
N50.058 (2)0.068 (2)0.059 (2)−0.0034 (19)−0.0150 (18)−0.0095 (18)
Ni20.0339 (2)0.03021 (19)0.0331 (2)−0.00145 (17)0.00085 (15)0.00297 (16)
O10.0286 (10)0.0347 (11)0.0436 (12)0.0027 (9)0.0029 (9)0.0027 (10)
O20.0375 (12)0.0459 (13)0.0578 (15)−0.0013 (11)0.0123 (11)0.0073 (12)
O30.0284 (10)0.0345 (11)0.0439 (12)0.0007 (9)0.0029 (9)0.0058 (9)
O40.0358 (12)0.0323 (12)0.0648 (16)0.0040 (10)0.0035 (11)0.0042 (11)
O50.0490 (16)0.088 (2)0.084 (2)0.0074 (16)−0.0002 (15)−0.0301 (18)
O60.099 (3)0.156 (4)0.081 (3)−0.001 (3)−0.018 (2)−0.066 (3)
O70.0612 (17)0.0586 (17)0.0564 (16)0.0114 (14)−0.0124 (13)−0.0126 (13)
O80.132 (3)0.067 (2)0.087 (3)−0.038 (2)−0.028 (2)0.0169 (19)
O90.074 (2)0.056 (2)0.189 (4)−0.0085 (18)0.007 (2)0.056 (2)
O100.088 (2)0.084 (2)0.113 (3)−0.0284 (19)−0.031 (2)0.050 (2)
O110.0567 (17)0.114 (3)0.0626 (18)−0.0191 (18)−0.0022 (15)−0.0078 (18)
O120.107 (3)0.165 (4)0.076 (3)−0.007 (3)−0.033 (2)−0.049 (3)
O130.064 (2)0.153 (4)0.073 (2)−0.011 (2)0.0007 (17)−0.035 (2)
O140.0452 (13)0.0647 (16)0.0429 (14)−0.0058 (13)−0.0006 (11)−0.0085 (12)
O150.0513 (14)0.0556 (15)0.0436 (13)0.0066 (13)−0.0059 (11)−0.0066 (12)
O160.134 (4)0.129 (4)0.113 (3)−0.016 (3)−0.068 (3)0.004 (3)
O170.117 (4)0.135 (4)0.187 (6)0.001 (3)−0.069 (4)0.005 (4)

Geometric parameters (Å, °)

C1—O11.334 (4)C20—O141.417 (4)
C1—C61.405 (5)C20—H220.9600
C1—C21.405 (5)C20—H230.9600
C2—C31.370 (5)C20—H240.9600
C2—O21.386 (4)C21—O151.417 (5)
C3—C41.378 (6)C21—H260.9600
C3—H10.9300C21—H270.9600
C4—C51.361 (6)C21—H280.9600
C4—H20.9300C22—O161.410 (7)
C5—C61.412 (5)C22—H300.9600
C5—H30.9300C22—H310.9600
C6—C71.445 (5)C22—H320.9600
C7—N11.276 (4)C23—O171.349 (6)
C7—H40.9300C23—H340.9600
C8—C91.491 (6)C23—H350.9600
C8—N11.493 (5)C23—H360.9600
C8—H50.9700La1—O32.429 (2)
C8—H60.9700La1—O12.431 (2)
C9—C101.507 (6)La1—O102.594 (3)
C9—H70.9700La1—O72.594 (3)
C9—H80.9700La1—O22.613 (2)
C10—N21.460 (4)La1—O112.623 (3)
C10—H90.9700La1—O42.628 (2)
C10—H100.9700La1—O52.655 (3)
C11—N21.278 (4)La1—O82.659 (3)
C11—C121.455 (5)La1—O132.673 (4)
C11—H110.9300La1—Ni23.5692 (10)
C12—C171.394 (4)N1—Ni22.040 (3)
C12—C131.406 (5)N2—Ni22.022 (3)
C13—C141.359 (6)N3—O61.214 (4)
C13—H120.9300N3—O51.251 (4)
C14—C151.383 (5)N3—O71.261 (4)
C14—H130.9300N4—O91.207 (4)
C15—C161.371 (4)N4—O81.233 (5)
C15—H140.9300N4—O101.250 (5)
C16—O41.394 (4)N5—O121.218 (4)
C16—C171.408 (4)N5—O111.218 (5)
C17—O31.324 (3)N5—O131.238 (5)
C18—O41.421 (4)Ni2—O12.034 (2)
C18—H150.9600Ni2—O32.048 (2)
C18—H160.9600Ni2—O152.119 (2)
C18—H170.9600Ni2—O142.145 (2)
C19—O21.431 (4)O14—H210.8500
C19—H180.9600O15—H250.8501
C19—H190.9600O16—H290.8500
C19—H200.9600O17—H330.8501
O1—C1—C6123.5 (3)O1—La1—O1194.47 (10)
O1—C1—C2118.9 (3)O10—La1—O1178.79 (12)
C6—C1—C2117.6 (3)O7—La1—O11167.40 (10)
C3—C2—O2123.7 (3)O2—La1—O11110.72 (10)
C3—C2—C1122.5 (3)O3—La1—O462.36 (7)
O2—C2—C1113.8 (3)O1—La1—O4128.28 (7)
C2—C3—C4119.5 (4)O10—La1—O477.19 (10)
C2—C3—H1120.2O7—La1—O4113.45 (9)
C4—C3—H1120.2O2—La1—O4168.09 (7)
C5—C4—C3120.0 (4)O11—La1—O465.55 (10)
C5—C4—H2120.0O3—La1—O577.13 (9)
C3—C4—H2120.0O1—La1—O5111.52 (9)
C4—C5—C6121.8 (4)O10—La1—O595.35 (13)
C4—C5—H3119.1O7—La1—O548.14 (9)
C6—C5—H3119.1O2—La1—O5117.74 (9)
C1—C6—C5118.6 (3)O11—La1—O5131.30 (10)
C1—C6—C7124.3 (3)O4—La1—O566.02 (8)
C5—C6—C7117.1 (3)O3—La1—O8144.62 (11)
N1—C7—C6129.0 (3)O1—La1—O8128.46 (11)
N1—C7—H4115.5O10—La1—O847.10 (11)
C6—C7—H4115.5O7—La1—O866.71 (10)
C9—C8—N1114.1 (3)O2—La1—O873.12 (11)
C9—C8—H5108.7O11—La1—O8125.80 (11)
N1—C8—H5108.7O4—La1—O899.53 (11)
C9—C8—H6108.7O5—La1—O867.57 (12)
N1—C8—H6108.7O3—La1—O13112.47 (10)
H5—C8—H6107.6O1—La1—O1382.52 (11)
C8—C9—C10114.4 (4)O10—La1—O1370.38 (14)
C8—C9—H7108.7O7—La1—O13138.12 (10)
C10—C9—H7108.7O2—La1—O1365.38 (10)
C8—C9—H8108.7O11—La1—O1346.49 (10)
C10—C9—H8108.7O4—La1—O13108.09 (10)
H7—C9—H8107.6O5—La1—O13165.67 (13)
N2—C10—C9111.3 (3)O8—La1—O13101.83 (13)
N2—C10—H9109.4O3—La1—Ni233.59 (5)
C9—C10—H9109.4O1—La1—Ni233.26 (5)
N2—C10—H10109.4O10—La1—Ni2164.67 (8)
C9—C10—H10109.4O7—La1—Ni281.68 (7)
H9—C10—H10108.0O2—La1—Ni295.28 (6)
N2—C11—C12127.2 (3)O11—La1—Ni285.90 (8)
N2—C11—H11116.4O4—La1—Ni295.69 (5)
C12—C11—H11116.4O5—La1—Ni294.03 (8)
C17—C12—C13119.9 (3)O8—La1—Ni2148.23 (8)
C17—C12—C11124.0 (3)O13—La1—Ni299.65 (10)
C13—C12—C11116.0 (3)C7—N1—C8114.4 (3)
C14—C13—C12121.2 (3)C7—N1—Ni2123.7 (2)
C14—C13—H12119.4C8—N1—Ni2121.7 (2)
C12—C13—H12119.4C11—N2—C10116.6 (3)
C13—C14—C15119.7 (3)C11—N2—Ni2125.0 (2)
C13—C14—H13120.1C10—N2—Ni2118.1 (2)
C15—C14—H13120.1O6—N3—O5122.7 (4)
C16—C15—C14119.8 (3)O6—N3—O7120.2 (4)
C16—C15—H14120.1O5—N3—O7117.0 (3)
C14—C15—H14120.1O9—N4—O8121.7 (4)
C15—C16—O4123.7 (3)O9—N4—O10122.7 (4)
C15—C16—C17122.1 (3)O8—N4—O10115.5 (3)
O4—C16—C17114.3 (3)O12—N5—O11120.7 (4)
O3—C17—C12124.0 (3)O12—N5—O13122.5 (4)
O3—C17—C16118.9 (3)O11—N5—O13116.7 (4)
C12—C17—C16117.1 (3)N2—Ni2—O1171.07 (10)
O4—C18—H15109.5N2—Ni2—N197.73 (12)
O4—C18—H16109.5O1—Ni2—N190.95 (10)
H15—C18—H16109.5N2—Ni2—O389.47 (10)
O4—C18—H17109.5O1—Ni2—O381.91 (8)
H15—C18—H17109.5N1—Ni2—O3172.70 (10)
H16—C18—H17109.5N2—Ni2—O1591.47 (10)
O2—C19—H18109.5O1—Ni2—O1590.85 (10)
O2—C19—H19109.5N1—Ni2—O1588.59 (11)
H18—C19—H19109.5O3—Ni2—O1590.02 (10)
O2—C19—H20109.5N2—Ni2—O1487.22 (10)
H18—C19—H20109.5O1—Ni2—O1490.25 (9)
H19—C19—H20109.5N1—Ni2—O1492.79 (11)
O14—C20—H22109.5O3—Ni2—O1488.74 (10)
O14—C20—H23109.5O15—Ni2—O14178.21 (10)
H22—C20—H23109.5N2—Ni2—La1130.47 (8)
O14—C20—H24109.5O1—Ni2—La140.96 (6)
H22—C20—H24109.5N1—Ni2—La1131.79 (8)
H23—C20—H24109.5O3—Ni2—La141.00 (6)
O15—C21—H26109.5O15—Ni2—La189.01 (7)
O15—C21—H27109.5O14—Ni2—La190.90 (8)
H26—C21—H27109.5C1—O1—Ni2126.7 (2)
O15—C21—H28109.5C1—O1—La1124.71 (19)
H26—C21—H28109.5Ni2—O1—La1105.78 (8)
H27—C21—H28109.5C2—O2—C19117.9 (3)
O16—C22—H30109.5C2—O2—La1118.70 (19)
O16—C22—H31109.5C19—O2—La1123.3 (2)
H30—C22—H31109.5C17—O3—Ni2125.81 (19)
O16—C22—H32109.5C17—O3—La1124.66 (18)
H30—C22—H32109.5Ni2—O3—La1105.41 (9)
H31—C22—H32109.5C16—O4—C18116.9 (3)
O17—C23—H34109.5C16—O4—La1117.03 (18)
O17—C23—H35109.5C18—O4—La1125.8 (2)
H34—C23—H35109.5N3—O5—La196.0 (2)
O17—C23—H36109.5N3—O7—La198.7 (2)
H34—C23—H36109.5N4—O8—La197.2 (2)
H35—C23—H36109.5N4—O10—La1100.0 (2)
O3—La1—O166.81 (7)N5—O11—La199.9 (2)
O3—La1—O10138.52 (10)N5—O13—La196.8 (3)
O1—La1—O10148.37 (11)C20—O14—Ni2126.8 (2)
O3—La1—O791.75 (9)C20—O14—H21108.8
O1—La1—O776.26 (8)Ni2—O14—H21119.9
O10—La1—O7113.57 (11)C21—O15—Ni2125.7 (3)
O3—La1—O2128.84 (7)C21—O15—H25104.0
O1—La1—O262.21 (7)Ni2—O15—H25120.5
O10—La1—O291.05 (11)C22—O16—H29106.2
O7—La1—O272.79 (9)C23—O17—H33101.2
O3—La1—O1176.60 (9)

Hydrogen-bond geometry (Å, °)

D—H···AD—HH···AD···AD—H···A
O17—H33···O160.852.102.665 (7)124
O15—H25···O16i0.851.832.681 (5)174
O14—H21···O12ii0.852.343.169 (5)165
O16—H29···O15iii0.852.352.681 (5)104

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

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: LH2680).

References

  • Higashi, T. (1995). ABSCOR Rigaku Corporation, Tokyo, Japan.
  • Liu, F. & Zhang, F. (2008). Acta Cryst. E64, m589. [PMC free article] [PubMed]
  • Rigaku (1998). RAPID-AUTO Rigaku Corporation, Tokyo, Japan.
  • Rigaku/MSC (2002). CrystalStructure Rigaku/MSC Inc., The Woodlands, Texas, USA.
  • Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. [PubMed]
  • Wang, J.-H., Gao, P., Yan, P.-F., Li, G.-M. & Hou, G.-F. (2008). Acta Cryst. E64, m344. [PMC free article] [PubMed]

Articles from Acta Crystallographica Section E: Structure Reports Online are provided here courtesy of International Union of Crystallography