Download citation
Download citation
link to html
The structure of the title nickel(II) complex, (2-{2-[α-(5-chloro-2-oxido­phenyl)­benzyl­idene­amino]­phenyl­imino­methyl}-5-hydroxy­phenolato)­nickel(II) methanol disolvate, [Ni(C26H17ClN2O3)]·2CH3OH, containing an unsymmetrical tetradentate schiff base, comprises two neutral [Ni(CBP-PHEN-4-OHSAL)] complex mol­ecules and four methanol solvent mol­ecules in the asymmetric unit. Each NiII center exists in a four-coordinate square-planar geometry defined by an N2O2 donor set.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S160053680400902X/tk6160sup1.cif
Contains datablocks global, 3

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S160053680400902X/tk61603sup2.hkl
Contains datablock 3

CCDC reference: 239075

Key indicators

  • Single-crystal X-ray study
  • T = 293 K
  • Mean [sigma](C-C) = 0.007 Å
  • R factor = 0.053
  • wR factor = 0.129
  • Data-to-parameter ratio = 15.4

checkCIF/PLATON results

No syntax errors found



Alert level C ABSTM02_ALERT_3_C The ratio of expected to reported Tmax/Tmin(RR') is < 0.90 Tmin and Tmax reported: 0.779 1.000 Tmin' and Tmax expected: 0.734 0.837 RR' = 0.888 Please check that your absorption correction is appropriate. PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT061_ALERT_3_C Tmax/Tmin Range Test RR' too Large ............. 0.88 PLAT062_ALERT_4_C Rescale T(min) & T(max) by ..................... 0.84 PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given ....... ? PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 7 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 2 O2 -NI1 -N1 -C7 37.00 2.00 1.555 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 5 O2 -NI1 -N1 -C14 -137.00 2.00 1.555 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 7 O1 -NI1 -N2 -C20 56.40 1.50 1.555 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 10 O1 -NI1 -N2 -C19 -116.90 1.40 1.555 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 14 O5 -NI2 -N3 -C33 -42.00 2.00 1.555 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 17 O5 -NI2 -N3 -C40 132.00 2.00 1.555 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 19 O4 -NI2 -N4 -C46 -56.40 1.50 1.555 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 22 O4 -NI2 -N4 -C45 116.90 1.30 1.555 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 26 N2 -NI1 -O1 -C1 137.50 1.30 1.555 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 30 N1 -NI1 -O2 -C22 128.00 2.00 1.555 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 32 N4 -NI2 -O4 -C27 -139.50 1.30 1.555 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 36 N3 -NI2 -O5 -C48 -123.00 2.00 1.555 1.555 1.555 1.555
Alert level G ABSTM02_ALERT_3_G 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 0.837 Tmax scaled 0.837 Tmin scaled 0.652
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 18 ALERT level C = Check and explain 1 ALERT level G = General alerts; check 1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 0 ALERT type 2 Indicator that the structure model may be wrong or deficient 4 ALERT type 3 Indicator that the structure quality may be low 14 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: SMART (Bruker, 1998); cell refinement: SMART; data reduction: SAINT (Bruker, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1997); software used to prepare material for publication: SHELXTL (Bruker, 1997).

(2-{2-[α-(5-chloro-2-oxidophenyl)benzylideneamino]phenyliminomethyl}- 5-hydroxyphenolato)nickel(II) methanol disolvate top
Crystal data top
[Ni(C26H17ClN2O3)]·2CH4OZ = 4
Mr = 563.66F(000) = 1168
Triclinic, P1Dx = 1.443 Mg m3
a = 13.856 (10) ÅMo Kα radiation, λ = 0.71073 Å
b = 14.172 (10) ÅCell parameters from 870 reflections
c = 15.863 (11) Åθ = 3.0–25.9°
α = 95.181 (12)°µ = 0.89 mm1
β = 101.862 (12)°T = 293 K
γ = 119.151 (11)°Prism, yellow
V = 2595 (3) Å30.34 × 0.22 × 0.20 mm
Data collection top
Bruker SMART CCD area-detector
diffractometer
10432 independent reflections
Radiation source: fine-focus sealed tube6469 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.026
φ and ω scansθmax = 26.4°, θmin = 1.4°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
h = 179
Tmin = 0.779, Tmax = 1k = 1517
14885 measured reflectionsl = 1719
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) = 0.129H atoms treated by a mixture of independent and constrained refinement
S = 1.03 w = 1/[σ2(Fo2) + (0.0498P)2 + 0.9807P]
where P = (Fo2 + 2Fc2)/3
10432 reflections(Δ/σ)max = 0.001
677 parametersΔρmax = 0.45 e Å3
0 restraintsΔρmin = 0.34 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
Ni10.09652 (4)0.12442 (4)0.22317 (3)0.03893 (14)
Ni20.62782 (4)0.59689 (4)0.71354 (3)0.03888 (14)
Cl10.45407 (14)0.09591 (14)0.16687 (10)0.0933 (5)
Cl20.38731 (14)0.92875 (13)0.59273 (11)0.0959 (5)
N10.1404 (3)0.1217 (2)0.11910 (19)0.0385 (7)
N20.0368 (3)0.2083 (2)0.18176 (19)0.0386 (7)
N30.6243 (3)0.6378 (2)0.60370 (19)0.0397 (7)
N40.7227 (3)0.5471 (2)0.68944 (19)0.0402 (7)
O10.1426 (2)0.0320 (2)0.26505 (17)0.0504 (7)
O20.0623 (2)0.1299 (2)0.32897 (16)0.0496 (7)
O30.0723 (3)0.2189 (3)0.5572 (2)0.0713 (9)
H30.04580.18450.58140.107*
O40.5249 (2)0.6337 (2)0.73858 (16)0.0481 (7)
O50.6343 (2)0.5652 (2)0.82384 (16)0.0484 (7)
O60.7323 (3)0.4421 (3)1.0772 (2)0.0733 (10)
H60.69000.46061.09280.110*
C10.2082 (3)0.0026 (3)0.2372 (3)0.0440 (9)
C20.2378 (4)0.0657 (4)0.2825 (3)0.0588 (12)
H20.20660.09020.32840.071*
C30.3101 (4)0.0964 (4)0.2612 (3)0.0666 (13)
H3A0.32880.14030.29270.080*
C40.3561 (4)0.0614 (4)0.1915 (3)0.0604 (12)
C50.3284 (4)0.0023 (3)0.1450 (3)0.0521 (10)
H50.36140.02610.09980.062*
C60.2502 (3)0.0335 (3)0.1636 (2)0.0403 (9)
C70.2138 (3)0.0917 (3)0.1061 (2)0.0399 (9)
C80.2679 (3)0.1186 (3)0.0321 (2)0.0412 (9)
C90.2378 (4)0.0385 (3)0.0414 (3)0.0543 (11)
H90.18290.03520.04580.065*
C100.2893 (5)0.0680 (4)0.1084 (3)0.0655 (13)
H100.26760.01430.15820.079*
C110.3722 (4)0.1759 (4)0.1015 (3)0.0657 (13)
H110.40680.19560.14660.079*
C120.4043 (4)0.2555 (4)0.0271 (3)0.0598 (12)
H120.46170.32860.02180.072*
C130.3519 (3)0.2272 (3)0.0390 (3)0.0467 (10)
H130.37290.28130.08840.056*
C140.0922 (3)0.1682 (3)0.0574 (2)0.0395 (9)
C150.0849 (4)0.1607 (4)0.0324 (3)0.0540 (11)
H150.11430.12340.05910.065*
C160.0338 (4)0.2087 (4)0.0812 (3)0.0598 (12)
H160.02980.20400.14090.072*
C170.0111 (4)0.2633 (4)0.0436 (3)0.0595 (12)
H170.04260.29760.07700.071*
C180.0095 (4)0.2673 (3)0.0427 (3)0.0548 (11)
H180.04150.30290.06790.066*
C190.0399 (3)0.2180 (3)0.0936 (2)0.0400 (9)
C200.0141 (3)0.2469 (3)0.2222 (2)0.0428 (9)
H200.04510.28370.19180.051*
C210.0266 (3)0.2380 (3)0.3079 (2)0.0422 (9)
C220.0125 (3)0.1790 (3)0.3583 (2)0.0397 (9)
C230.0028 (3)0.1735 (3)0.4431 (2)0.0461 (10)
H230.02310.13600.47730.055*
C240.0554 (4)0.2230 (3)0.4758 (3)0.0512 (10)
C250.0956 (4)0.2810 (4)0.4266 (3)0.0621 (12)
H250.13120.31420.44960.075*
C260.0813 (4)0.2873 (4)0.3445 (3)0.0583 (12)
H260.10810.32500.31130.070*
C270.4927 (3)0.6961 (3)0.7002 (2)0.0423 (9)
C280.4207 (4)0.7229 (3)0.7350 (3)0.0540 (11)
H280.39580.69340.78170.065*
C290.3869 (4)0.7916 (4)0.7015 (3)0.0624 (12)
H290.33890.80780.72470.075*
C300.4252 (4)0.8364 (4)0.6325 (3)0.0604 (12)
C310.4922 (4)0.8112 (3)0.5958 (3)0.0562 (11)
H310.51670.84300.54970.067*
C320.5258 (3)0.7369 (3)0.6262 (3)0.0440 (9)
C330.5878 (3)0.7041 (3)0.5790 (2)0.0402 (9)
C340.6110 (3)0.7541 (3)0.5002 (2)0.0421 (9)
C350.5225 (4)0.7182 (3)0.4230 (3)0.0556 (11)
H350.44900.65980.41830.067*
C360.5437 (5)0.7696 (4)0.3527 (3)0.0639 (13)
H360.48520.74400.30020.077*
C370.6511 (5)0.8580 (4)0.3611 (3)0.0671 (13)
H370.66510.89320.31450.081*
C380.7391 (4)0.8952 (4)0.4388 (3)0.0644 (13)
H380.81160.95590.44440.077*
C390.7195 (4)0.8424 (3)0.5081 (3)0.0487 (10)
H390.77910.86630.55960.058*
C400.6772 (3)0.5959 (3)0.5537 (2)0.0402 (9)
C410.6717 (4)0.5892 (3)0.4645 (3)0.0514 (11)
H410.62990.61400.42970.062*
C420.7275 (4)0.5460 (3)0.4271 (3)0.0574 (11)
H420.72320.54270.36750.069*
C430.7894 (4)0.5078 (3)0.4765 (3)0.0596 (12)
H430.82900.48160.45110.071*
C440.7923 (4)0.5089 (3)0.5642 (3)0.0528 (11)
H440.83230.48160.59780.063*
C450.7346 (3)0.5511 (3)0.6020 (2)0.0396 (9)
C460.7669 (3)0.5020 (3)0.7406 (3)0.0476 (10)
H460.80950.47650.71890.057*
C470.7555 (3)0.4885 (3)0.8260 (3)0.0450 (9)
C480.6894 (3)0.5219 (3)0.8647 (2)0.0423 (9)
C490.6829 (3)0.5060 (3)0.9499 (2)0.0474 (10)
H490.64070.52780.97630.057*
C500.7372 (4)0.4593 (4)0.9946 (3)0.0547 (11)
C510.8011 (4)0.4249 (4)0.9563 (3)0.0704 (14)
H510.83720.39240.98700.085*
C520.8098 (4)0.4395 (4)0.8740 (3)0.0675 (13)
H520.85220.41670.84880.081*
C530.8971 (5)0.8544 (5)0.3089 (4)0.110 (2)
H53A0.84360.81080.33950.165*
H53B0.88800.80740.25660.165*
H53C0.88220.91070.29270.165*
C540.6439 (5)0.5998 (4)0.1874 (4)0.0965 (19)
H54A0.67680.61380.24990.145*
H54B0.58230.61460.17660.145*
H54C0.70210.64700.16180.145*
C550.9684 (7)0.5752 (7)0.2613 (5)0.138 (3)
H55A0.91160.54830.29300.208*
H55B0.95270.51540.21640.208*
H55C0.96580.63220.23440.208*
C560.6752 (8)0.1807 (6)0.0774 (5)0.135 (3)
H56A0.68390.11940.08840.203*
H56B0.67390.18680.01740.203*
H56C0.60430.16890.08690.203*
O71.0039 (3)0.9015 (3)0.3612 (3)0.0970 (12)
H71.04870.94680.33850.145*
O80.6019 (4)0.4921 (3)0.1504 (3)0.0902 (11)
H80.55470.45180.17410.135*
O91.0755 (6)0.6175 (5)0.3186 (3)0.1428 (19)
H9A1.08920.66890.35680.214*
O100.7666 (4)0.2773 (4)0.1342 (3)0.1065 (14)
H10A0.76670.33080.11830.160*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Ni10.0436 (3)0.0424 (3)0.0396 (3)0.0269 (3)0.0143 (2)0.0149 (2)
Ni20.0414 (3)0.0417 (3)0.0384 (3)0.0253 (2)0.0097 (2)0.0120 (2)
Cl10.1132 (12)0.1498 (13)0.0926 (10)0.1117 (12)0.0512 (9)0.0505 (9)
Cl20.1204 (13)0.1061 (11)0.1302 (12)0.0942 (11)0.0581 (10)0.0674 (10)
N10.0377 (18)0.0388 (17)0.0394 (17)0.0199 (15)0.0110 (14)0.0110 (14)
N20.0422 (19)0.0379 (17)0.0415 (18)0.0247 (16)0.0107 (15)0.0143 (14)
N30.0367 (19)0.0394 (17)0.0424 (18)0.0188 (16)0.0116 (14)0.0112 (14)
N40.0393 (19)0.0395 (17)0.0406 (18)0.0200 (16)0.0100 (14)0.0098 (14)
O10.068 (2)0.0645 (18)0.0531 (16)0.0506 (17)0.0321 (15)0.0312 (14)
O20.0660 (19)0.0617 (17)0.0448 (15)0.0468 (16)0.0213 (14)0.0210 (13)
O30.105 (3)0.092 (2)0.061 (2)0.072 (2)0.0473 (19)0.0322 (17)
O40.0595 (18)0.0576 (17)0.0458 (15)0.0418 (16)0.0170 (13)0.0208 (13)
O50.0580 (18)0.0607 (17)0.0459 (15)0.0422 (16)0.0181 (13)0.0217 (13)
O60.099 (3)0.108 (3)0.0595 (19)0.078 (2)0.0362 (18)0.0499 (19)
C10.048 (2)0.048 (2)0.048 (2)0.032 (2)0.0152 (19)0.0163 (19)
C20.071 (3)0.073 (3)0.063 (3)0.052 (3)0.033 (2)0.036 (2)
C30.082 (4)0.085 (3)0.071 (3)0.065 (3)0.029 (3)0.039 (3)
C40.065 (3)0.079 (3)0.063 (3)0.054 (3)0.023 (2)0.022 (2)
C50.050 (3)0.061 (3)0.054 (3)0.033 (2)0.019 (2)0.018 (2)
C60.039 (2)0.039 (2)0.046 (2)0.0216 (19)0.0139 (18)0.0109 (17)
C70.037 (2)0.035 (2)0.043 (2)0.0151 (18)0.0118 (18)0.0075 (17)
C80.044 (2)0.043 (2)0.043 (2)0.027 (2)0.0147 (18)0.0141 (18)
C90.068 (3)0.042 (2)0.055 (3)0.029 (2)0.022 (2)0.006 (2)
C100.099 (4)0.075 (3)0.047 (3)0.061 (3)0.027 (3)0.014 (2)
C110.087 (4)0.088 (4)0.063 (3)0.063 (3)0.046 (3)0.040 (3)
C120.057 (3)0.057 (3)0.069 (3)0.026 (2)0.028 (2)0.030 (2)
C130.050 (3)0.047 (2)0.046 (2)0.026 (2)0.0157 (19)0.0127 (19)
C140.036 (2)0.040 (2)0.038 (2)0.0167 (18)0.0089 (17)0.0113 (17)
C150.054 (3)0.066 (3)0.044 (2)0.033 (2)0.012 (2)0.015 (2)
C160.061 (3)0.081 (3)0.042 (2)0.039 (3)0.011 (2)0.020 (2)
C170.071 (3)0.073 (3)0.050 (3)0.047 (3)0.017 (2)0.030 (2)
C180.066 (3)0.065 (3)0.052 (3)0.045 (3)0.018 (2)0.025 (2)
C190.036 (2)0.039 (2)0.040 (2)0.0162 (18)0.0087 (17)0.0130 (17)
C200.044 (2)0.047 (2)0.048 (2)0.030 (2)0.0127 (19)0.0189 (19)
C210.046 (2)0.045 (2)0.044 (2)0.029 (2)0.0146 (18)0.0117 (18)
C220.037 (2)0.040 (2)0.043 (2)0.0218 (19)0.0093 (17)0.0091 (17)
C230.056 (3)0.048 (2)0.043 (2)0.032 (2)0.017 (2)0.0169 (18)
C240.057 (3)0.055 (3)0.050 (2)0.032 (2)0.023 (2)0.014 (2)
C250.078 (3)0.077 (3)0.066 (3)0.058 (3)0.035 (3)0.025 (2)
C260.073 (3)0.071 (3)0.061 (3)0.055 (3)0.026 (2)0.026 (2)
C270.043 (2)0.041 (2)0.041 (2)0.023 (2)0.0057 (18)0.0057 (18)
C280.060 (3)0.061 (3)0.057 (3)0.039 (2)0.023 (2)0.022 (2)
C290.068 (3)0.071 (3)0.073 (3)0.050 (3)0.028 (3)0.021 (3)
C300.067 (3)0.060 (3)0.079 (3)0.047 (3)0.025 (3)0.031 (2)
C310.064 (3)0.057 (3)0.064 (3)0.039 (2)0.023 (2)0.029 (2)
C320.042 (2)0.042 (2)0.049 (2)0.023 (2)0.0090 (19)0.0133 (18)
C330.037 (2)0.036 (2)0.041 (2)0.0158 (18)0.0067 (17)0.0093 (17)
C340.046 (2)0.039 (2)0.044 (2)0.024 (2)0.0118 (19)0.0132 (17)
C350.051 (3)0.055 (3)0.050 (3)0.023 (2)0.002 (2)0.013 (2)
C360.078 (4)0.073 (3)0.045 (3)0.047 (3)0.005 (2)0.013 (2)
C370.101 (4)0.069 (3)0.051 (3)0.053 (3)0.030 (3)0.030 (2)
C380.070 (3)0.051 (3)0.067 (3)0.022 (2)0.032 (3)0.020 (2)
C390.048 (3)0.050 (2)0.047 (2)0.024 (2)0.0121 (19)0.0114 (19)
C400.042 (2)0.0321 (19)0.042 (2)0.0170 (18)0.0100 (18)0.0072 (16)
C410.062 (3)0.050 (2)0.043 (2)0.032 (2)0.011 (2)0.0093 (19)
C420.077 (3)0.055 (3)0.042 (2)0.035 (3)0.021 (2)0.010 (2)
C430.075 (3)0.062 (3)0.058 (3)0.044 (3)0.029 (2)0.014 (2)
C440.061 (3)0.057 (3)0.052 (3)0.038 (2)0.018 (2)0.016 (2)
C450.044 (2)0.033 (2)0.041 (2)0.0202 (19)0.0126 (18)0.0059 (17)
C460.050 (3)0.050 (2)0.054 (3)0.032 (2)0.018 (2)0.019 (2)
C470.049 (3)0.048 (2)0.048 (2)0.031 (2)0.0153 (19)0.0171 (19)
C480.044 (2)0.040 (2)0.045 (2)0.024 (2)0.0081 (18)0.0153 (18)
C490.052 (3)0.053 (2)0.046 (2)0.032 (2)0.0158 (19)0.0164 (19)
C500.063 (3)0.064 (3)0.050 (3)0.038 (2)0.020 (2)0.026 (2)
C510.092 (4)0.098 (4)0.073 (3)0.077 (3)0.035 (3)0.048 (3)
C520.089 (4)0.086 (3)0.073 (3)0.069 (3)0.037 (3)0.041 (3)
C530.072 (5)0.112 (5)0.104 (5)0.015 (4)0.034 (4)0.017 (4)
C540.117 (5)0.062 (3)0.088 (4)0.031 (4)0.025 (4)0.026 (3)
C550.131 (7)0.164 (7)0.119 (6)0.090 (6)0.003 (5)0.024 (5)
C560.220 (10)0.114 (6)0.115 (6)0.112 (7)0.066 (6)0.027 (5)
O70.074 (3)0.098 (3)0.122 (3)0.036 (2)0.035 (2)0.074 (2)
O80.098 (3)0.065 (2)0.118 (3)0.035 (2)0.067 (2)0.023 (2)
O90.194 (6)0.165 (5)0.121 (4)0.145 (5)0.021 (4)0.004 (3)
O100.147 (4)0.151 (4)0.090 (3)0.119 (4)0.042 (3)0.058 (3)
Geometric parameters (Å, º) top
Ni1—O11.833 (3)C25—C261.361 (6)
Ni1—O21.841 (3)C25—H250.9300
Ni1—N11.876 (3)C26—H260.9300
Ni1—N21.845 (3)C27—C281.416 (5)
Ni2—O41.840 (3)C27—C321.416 (5)
Ni2—O51.841 (3)C28—C291.373 (5)
Ni2—N31.884 (3)C28—H280.9300
Ni2—N41.854 (3)C29—C301.384 (6)
Cl1—C41.751 (4)C29—H290.9300
Cl2—C301.753 (4)C30—C311.355 (6)
N1—C71.323 (5)C31—C321.427 (5)
N1—C141.454 (4)C31—H310.9300
N2—C201.307 (5)C32—C331.450 (5)
N2—C191.425 (5)C33—C341.508 (5)
N3—C331.320 (4)C34—C391.380 (5)
N3—C401.447 (5)C34—C351.386 (5)
N4—C461.308 (4)C35—C361.390 (6)
N4—C451.433 (5)C35—H350.9300
O1—C11.304 (4)C36—C371.368 (6)
O2—C221.310 (4)C36—H360.9300
O3—C241.361 (5)C37—C381.386 (6)
O3—H30.8200C37—H370.9300
O4—C271.312 (4)C38—C391.383 (5)
O5—C481.305 (4)C38—H380.9300
O6—C501.363 (5)C39—H390.9300
O6—H60.8200C40—C411.394 (5)
C1—C21.418 (5)C40—C451.397 (5)
C1—C61.419 (5)C41—C421.382 (6)
C2—C31.358 (6)C41—H410.9300
C2—H20.9300C42—C431.376 (6)
C3—C41.398 (6)C42—H420.9300
C3—H3A0.9300C43—C441.381 (6)
C4—C51.358 (5)C43—H430.9300
C5—C61.426 (5)C44—C451.398 (5)
C5—H50.9300C44—H440.9300
C6—C71.455 (5)C46—C471.414 (5)
C7—C81.500 (5)C46—H460.9300
C8—C131.381 (5)C47—C521.414 (5)
C8—C91.386 (5)C47—C481.428 (5)
C9—C101.383 (6)C48—C491.404 (5)
C9—H90.9300C49—C501.363 (5)
C10—C111.371 (6)C49—H490.9300
C10—H100.9300C50—C511.408 (6)
C11—C121.385 (6)C51—C521.360 (6)
C11—H110.9300C51—H510.9300
C12—C131.377 (5)C52—H520.9300
C12—H120.9300C53—O71.326 (6)
C13—H130.9300C53—H53A0.9600
C14—C191.395 (5)C53—H53B0.9600
C14—C151.397 (5)C53—H53C0.9600
C15—C161.380 (5)C54—O81.357 (6)
C15—H150.9300C54—H54A0.9600
C16—C171.372 (6)C54—H54B0.9600
C16—H160.9300C54—H54C0.9600
C17—C181.359 (6)C55—O91.367 (7)
C17—H170.9300C55—H55A0.9600
C18—C191.396 (5)C55—H55B0.9600
C18—H180.9300C55—H55C0.9600
C20—C211.414 (5)C56—O101.382 (8)
C20—H200.9300C56—H56A0.9600
C21—C221.420 (5)C56—H56B0.9600
C21—C261.423 (5)C56—H56C0.9600
C22—C231.407 (5)O7—H70.8200
C23—C241.371 (5)O8—H80.8200
C23—H230.9300O9—H9A0.8200
C24—C251.407 (5)O10—H10A0.8200
O1—Ni1—O282.80 (11)C21—C26—H26119.0
O1—Ni1—N195.33 (12)O4—C27—C28117.5 (3)
O1—Ni1—N2174.72 (13)O4—C27—C32123.5 (4)
O2—Ni1—N1176.63 (13)C28—C27—C32119.0 (3)
O2—Ni1—N294.50 (13)C29—C28—C27121.6 (4)
N1—Ni1—N287.59 (13)C29—C28—H28119.2
O4—Ni2—O582.60 (11)C27—C28—H28119.2
O4—Ni2—N395.83 (12)C28—C29—C30119.0 (4)
O4—Ni2—N4174.85 (13)C28—C29—H29120.5
O5—Ni2—N3176.74 (12)C30—C29—H29120.5
O5—Ni2—N494.78 (12)C31—C30—C29121.5 (4)
N3—Ni2—N487.01 (13)C31—C30—Cl2119.4 (4)
C7—N1—C14123.9 (3)C29—C30—Cl2119.1 (3)
C7—N1—Ni1125.1 (2)C30—C31—C32121.4 (4)
C14—N1—Ni1110.8 (2)C30—C31—H31119.3
C20—N2—C19121.2 (3)C32—C31—H31119.3
C20—N2—Ni1126.1 (3)C27—C32—C31117.3 (4)
C19—N2—Ni1112.4 (2)C27—C32—C33123.5 (3)
C33—N3—C40124.4 (3)C31—C32—C33119.2 (4)
C33—N3—Ni2124.2 (3)N3—C33—C32123.2 (3)
C40—N3—Ni2111.2 (2)N3—C33—C34121.8 (3)
C46—N4—C45120.9 (3)C32—C33—C34115.0 (3)
C46—N4—Ni2126.0 (3)C39—C34—C35120.1 (4)
C45—N4—Ni2112.8 (2)C39—C34—C33119.0 (3)
C1—O1—Ni1127.3 (2)C35—C34—C33120.7 (4)
C22—O2—Ni1129.1 (2)C34—C35—C36120.0 (4)
C24—O3—H3109.5C34—C35—H35120.0
C27—O4—Ni2126.5 (2)C36—C35—H35120.0
C48—O5—Ni2128.9 (3)C37—C36—C35119.8 (4)
C50—O6—H6109.5C37—C36—H36120.1
O1—C1—C2117.7 (3)C35—C36—H36120.1
O1—C1—C6123.9 (3)C36—C37—C38120.3 (4)
C2—C1—C6118.4 (4)C36—C37—H37119.9
C3—C2—C1122.2 (4)C38—C37—H37119.9
C3—C2—H2118.9C39—C38—C37120.3 (4)
C1—C2—H2118.9C39—C38—H38119.9
C2—C3—C4119.5 (4)C37—C38—H38119.9
C2—C3—H3A120.3C34—C39—C38119.6 (4)
C4—C3—H3A120.3C34—C39—H39120.2
C5—C4—C3120.5 (4)C38—C39—H39120.2
C5—C4—Cl1119.9 (3)C41—C40—C45117.6 (4)
C3—C4—Cl1119.6 (3)C41—C40—N3128.4 (3)
C4—C5—C6121.8 (4)C45—C40—N3113.9 (3)
C4—C5—H5119.1C42—C41—C40120.7 (4)
C6—C5—H5119.1C42—C41—H41119.7
C1—C6—C5117.5 (3)C40—C41—H41119.7
C1—C6—C7122.8 (3)C43—C42—C41121.2 (4)
C5—C6—C7119.7 (3)C43—C42—H42119.4
N1—C7—C6122.7 (3)C41—C42—H42119.4
N1—C7—C8121.9 (3)C42—C43—C44119.5 (4)
C6—C7—C8115.4 (3)C42—C43—H43120.3
C13—C8—C9119.5 (4)C44—C43—H43120.3
C13—C8—C7118.0 (3)C43—C44—C45119.6 (4)
C9—C8—C7122.4 (3)C43—C44—H44120.2
C10—C9—C8120.1 (4)C45—C44—H44120.2
C10—C9—H9120.0C40—C45—C44121.3 (4)
C8—C9—H9120.0C40—C45—N4114.2 (3)
C11—C10—C9120.3 (4)C44—C45—N4124.4 (3)
C11—C10—H10119.9N4—C46—C47125.7 (4)
C9—C10—H10119.9N4—C46—H46117.2
C10—C11—C12119.7 (4)C47—C46—H46117.2
C10—C11—H11120.2C46—C47—C52119.2 (4)
C12—C11—H11120.2C46—C47—C48121.8 (3)
C13—C12—C11120.4 (4)C52—C47—C48119.0 (4)
C13—C12—H12119.8O5—C48—C49119.1 (4)
C11—C12—H12119.8O5—C48—C47122.8 (3)
C12—C13—C8120.0 (4)C49—C48—C47118.2 (3)
C12—C13—H13120.0C50—C49—C48121.3 (4)
C8—C13—H13120.0C50—C49—H49119.4
C19—C14—C15118.4 (3)C48—C49—H49119.4
C19—C14—N1113.5 (3)O6—C50—C49122.9 (4)
C15—C14—N1127.9 (4)O6—C50—C51116.3 (4)
C16—C15—C14119.7 (4)C49—C50—C51120.7 (4)
C16—C15—H15120.1C52—C51—C50119.6 (4)
C14—C15—H15120.1C52—C51—H51120.2
C17—C16—C15121.3 (4)C50—C51—H51120.2
C17—C16—H16119.4C51—C52—C47121.2 (4)
C15—C16—H16119.4C51—C52—H52119.4
C18—C17—C16119.9 (4)C47—C52—H52119.4
C18—C17—H17120.0O7—C53—H53A109.5
C16—C17—H17120.0O7—C53—H53B109.5
C17—C18—C19120.2 (4)H53A—C53—H53B109.5
C17—C18—H18119.9O7—C53—H53C109.5
C19—C18—H18119.9H53A—C53—H53C109.5
C14—C19—C18120.3 (4)H53B—C53—H53C109.5
C14—C19—N2114.8 (3)O8—C54—H54A109.5
C18—C19—N2124.8 (4)O8—C54—H54B109.5
N2—C20—C21126.0 (3)H54A—C54—H54B109.5
N2—C20—H20117.0O8—C54—H54C109.5
C21—C20—H20117.0H54A—C54—H54C109.5
C20—C21—C22121.6 (3)H54B—C54—H54C109.5
C20—C21—C26119.7 (3)O9—C55—H55A109.5
C22—C21—C26118.7 (3)O9—C55—H55B109.5
O2—C22—C23119.0 (3)H55A—C55—H55B109.5
O2—C22—C21122.6 (3)O9—C55—H55C109.5
C23—C22—C21118.4 (3)H55A—C55—H55C109.5
C24—C23—C22120.7 (4)H55B—C55—H55C109.5
C24—C23—H23119.6O10—C56—H56A109.5
C22—C23—H23119.6O10—C56—H56B109.5
O3—C24—C23122.4 (4)H56A—C56—H56B109.5
O3—C24—C25115.9 (4)O10—C56—H56C109.5
C23—C24—C25121.7 (4)H56A—C56—H56C109.5
C26—C25—C24118.3 (4)H56B—C56—H56C109.5
C26—C25—H25120.8C53—O7—H7109.5
C24—C25—H25120.8C54—O8—H8109.5
C25—C26—C21122.1 (4)C55—O9—H9A109.5
C25—C26—H26119.0C56—O10—H10A109.5
O1—Ni1—N1—C719.0 (3)Ni1—N2—C20—C214.4 (6)
O2—Ni1—N1—C737 (2)N2—C20—C21—C223.1 (6)
N2—Ni1—N1—C7165.5 (3)N2—C20—C21—C26178.1 (4)
O1—Ni1—N1—C14167.0 (2)Ni1—O2—C22—C23178.7 (3)
O2—Ni1—N1—C14137 (2)Ni1—O2—C22—C211.1 (5)
N2—Ni1—N1—C148.6 (2)C20—C21—C22—O20.2 (6)
O1—Ni1—N2—C2056.4 (15)C26—C21—C22—O2179.0 (4)
O2—Ni1—N2—C202.6 (3)C20—C21—C22—C23180.0 (4)
N1—Ni1—N2—C20179.9 (3)C26—C21—C22—C231.2 (6)
O1—Ni1—N2—C19116.9 (14)O2—C22—C23—C24179.4 (4)
O2—Ni1—N2—C19175.9 (2)C21—C22—C23—C240.8 (6)
N1—Ni1—N2—C196.7 (2)C22—C23—C24—O3179.6 (4)
O4—Ni2—N3—C3318.9 (3)C22—C23—C24—C250.2 (6)
O5—Ni2—N3—C3342 (2)O3—C24—C25—C26179.8 (4)
N4—Ni2—N3—C33165.4 (3)C23—C24—C25—C260.0 (7)
O4—Ni2—N3—C40166.7 (2)C24—C25—C26—C210.4 (7)
O5—Ni2—N3—C40132 (2)C20—C21—C26—C25179.9 (4)
N4—Ni2—N3—C409.0 (2)C22—C21—C26—C251.0 (7)
O4—Ni2—N4—C4656.4 (15)Ni2—O4—C27—C28174.1 (3)
O5—Ni2—N4—C462.7 (3)Ni2—O4—C27—C326.1 (5)
N3—Ni2—N4—C46180.0 (3)O4—C27—C28—C29177.1 (4)
O4—Ni2—N4—C45116.9 (13)C32—C27—C28—C293.1 (6)
O5—Ni2—N4—C45176.1 (2)C27—C28—C29—C300.7 (7)
N3—Ni2—N4—C456.7 (2)C28—C29—C30—C312.1 (7)
O2—Ni1—O1—C1163.1 (3)C28—C29—C30—Cl2177.3 (3)
N2—Ni1—O1—C1137.5 (13)C29—C30—C31—C320.3 (7)
N1—Ni1—O1—C114.1 (3)Cl2—C30—C31—C32179.7 (3)
O1—Ni1—O2—C22175.5 (3)O4—C27—C32—C31175.0 (4)
N2—Ni1—O2—C220.1 (3)C28—C27—C32—C315.3 (6)
N1—Ni1—O2—C22128 (2)O4—C27—C32—C337.2 (6)
O5—Ni2—O4—C27160.9 (3)C28—C27—C32—C33172.6 (4)
N4—Ni2—O4—C27139.5 (13)C30—C31—C32—C274.0 (6)
N3—Ni2—O4—C2716.2 (3)C30—C31—C32—C33173.9 (4)
O4—Ni2—O5—C48175.3 (3)C40—N3—C33—C32174.3 (3)
N4—Ni2—O5—C480.2 (3)Ni2—N3—C33—C3212.1 (5)
N3—Ni2—O5—C48123 (2)C40—N3—C33—C347.4 (5)
Ni1—O1—C1—C2176.8 (3)Ni2—N3—C33—C34166.2 (3)
Ni1—O1—C1—C64.1 (6)C27—C32—C33—N33.7 (6)
O1—C1—C2—C3176.8 (4)C31—C32—C33—N3178.5 (4)
C6—C1—C2—C34.1 (7)C27—C32—C33—C34177.9 (3)
C1—C2—C3—C40.9 (8)C31—C32—C33—C340.1 (5)
C2—C3—C4—C50.4 (8)N3—C33—C34—C3976.7 (5)
C2—C3—C4—Cl1177.3 (4)C32—C33—C34—C39101.7 (4)
C3—C4—C5—C61.5 (7)N3—C33—C34—C35108.6 (5)
Cl1—C4—C5—C6179.2 (3)C32—C33—C34—C3573.0 (5)
O1—C1—C6—C5175.2 (4)C39—C34—C35—C361.5 (6)
C2—C1—C6—C55.7 (6)C33—C34—C35—C36176.1 (4)
O1—C1—C6—C76.8 (6)C34—C35—C36—C372.2 (7)
C2—C1—C6—C7172.3 (4)C35—C36—C37—C381.0 (7)
C4—C5—C6—C14.6 (6)C36—C37—C38—C390.9 (7)
C4—C5—C6—C7173.5 (4)C35—C34—C39—C380.4 (6)
C14—N1—C7—C6172.5 (3)C33—C34—C39—C38174.3 (4)
Ni1—N1—C7—C614.2 (5)C37—C38—C39—C341.6 (7)
C14—N1—C7—C89.2 (5)C33—N3—C40—C4119.5 (6)
Ni1—N1—C7—C8164.1 (3)Ni2—N3—C40—C41166.1 (3)
C1—C6—C7—N11.2 (6)C33—N3—C40—C45164.7 (3)
C5—C6—C7—N1179.1 (3)Ni2—N3—C40—C459.7 (4)
C1—C6—C7—C8179.5 (3)C45—C40—C41—C424.1 (6)
C5—C6—C7—C82.5 (5)N3—C40—C41—C42179.7 (4)
N1—C7—C8—C1372.6 (5)C40—C41—C42—C430.4 (7)
C6—C7—C8—C13105.8 (4)C41—C42—C43—C442.4 (7)
N1—C7—C8—C9108.4 (4)C42—C43—C44—C451.5 (6)
C6—C7—C8—C973.2 (5)C41—C40—C45—C445.0 (6)
C13—C8—C9—C101.8 (6)N3—C40—C45—C44178.8 (3)
C7—C8—C9—C10179.2 (4)C41—C40—C45—N4171.7 (3)
C8—C9—C10—C111.5 (7)N3—C40—C45—N44.6 (5)
C9—C10—C11—C120.0 (7)C43—C44—C45—C402.2 (6)
C10—C11—C12—C131.3 (7)C43—C44—C45—N4174.0 (4)
C11—C12—C13—C81.0 (6)C46—N4—C45—C40176.5 (3)
C9—C8—C13—C120.6 (6)Ni2—N4—C45—C402.7 (4)
C7—C8—C13—C12179.6 (4)C46—N4—C45—C440.0 (6)
C7—N1—C14—C19165.3 (3)Ni2—N4—C45—C44173.8 (3)
Ni1—N1—C14—C198.8 (4)C45—N4—C46—C47176.6 (4)
C7—N1—C14—C1520.1 (6)Ni2—N4—C46—C473.7 (6)
Ni1—N1—C14—C15165.8 (3)N4—C46—C47—C52179.1 (4)
C19—C14—C15—C164.4 (6)N4—C46—C47—C481.7 (6)
N1—C14—C15—C16178.7 (4)Ni2—O5—C48—C49179.4 (3)
C14—C15—C16—C170.5 (7)Ni2—O5—C48—C471.4 (6)
C15—C16—C17—C182.4 (7)C46—C47—C48—O51.0 (6)
C16—C17—C18—C191.4 (7)C52—C47—C48—O5178.2 (4)
C15—C14—C19—C185.4 (6)C46—C47—C48—C49179.7 (4)
N1—C14—C19—C18179.4 (3)C52—C47—C48—C491.1 (6)
C15—C14—C19—N2171.4 (3)O5—C48—C49—C50178.8 (4)
N1—C14—C19—N23.7 (4)C47—C48—C49—C500.5 (6)
C17—C18—C19—C142.6 (6)C48—C49—C50—O6179.7 (4)
C17—C18—C19—N2173.9 (4)C48—C49—C50—C510.4 (7)
C20—N2—C19—C14177.0 (3)O6—C50—C51—C52180.0 (5)
Ni1—N2—C19—C143.3 (4)C49—C50—C51—C520.7 (8)
C20—N2—C19—C180.3 (6)C50—C51—C52—C470.1 (8)
Ni1—N2—C19—C18173.4 (3)C46—C47—C52—C51180.0 (4)
C19—N2—C20—C21177.2 (4)C48—C47—C52—C510.8 (7)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O3—H3···O7i0.821.822.638 (5)173
O6—H6···O8ii0.821.862.661 (5)167
O7—H7···O1iii0.821.962.773 (4)169
O7—H7···O2iii0.822.533.051 (5)123
O8—H8···O4i0.822.062.856 (4)165
O8—H8···O5i0.822.523.092 (5)128
O9—H9a···O3i0.822.132.927 (5)164
O10—H10a···O6iv0.821.982.789 (5)168
Symmetry codes: (i) x+1, y+1, z+1; (ii) x, y, z+1; (iii) x+1, y+1, z; (iv) x, y, z1.
 

Follow Acta Cryst. E
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds