In the title centrosymmetric mononuclear nickel(II) compound, [Ni(C
19H
15N
5)
2(H
2O)
2](ClO
4)
2·4H
2O, the central Ni
II atom is coordinated by four N atoms from two 4-(4-methylphenyl)-3,5-bis(2-pyridyl)-4
H-1,2,4-triazole ligands, and two O atoms from two water molecules. The coordination geometry is slightly distorted octahedral. In the crystal structure, the molecules are linked together by intermolecular O—H
O hydrogen bonds.
Supporting information
CCDC reference: 258660
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.010 Å
- H-atom completeness 91%
- Disorder in solvent or counterion
- R factor = 0.065
- wR factor = 0.171
- Data-to-parameter ratio = 12.5
checkCIF/PLATON results
No syntax errors found
Alert level C
CHEMW01_ALERT_1_C The difference between the given and expected weight for
compound is greater 1 mass unit. Check that all hydrogen
atoms have been taken into account.
PLAT026_ALERT_3_C Ratio Observed / Unique Reflections too Low .... 41 Perc.
PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings Differ .... ?
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT068_ALERT_1_C Reported F000 Differs from Calcd (or Missing)... ?
PLAT221_ALERT_4_C Large Solvent/Anion O Ueq(max)/Ueq(min) ... 3.94 Ratio
PLAT244_ALERT_4_C Low Solvent U(eq) as Compared to Neighbors for Cl1
PLAT302_ALERT_4_C Anion/Solvent Disorder ......................... 27.00 Perc.
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 10
PLAT432_ALERT_2_C Short Inter X...Y Contact C1 .. O4B .. 2.92 Ang.
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 4
PLAT731_ALERT_1_C Bond Calc 0.86(6), Rep 0.86(2) ...... 3.00 su-Rat
O3W -H3WA 1.555 1.555
PLAT735_ALERT_1_C D-H Calc 0.86(6), Rep 0.86(2) ...... 3.00 su-Rat
O3W -H4# 1.555 1.555
Alert level G
FORMU01_ALERT_2_G There is a discrepancy between the atom counts in the
_chemical_formula_sum and the formula from the _atom_site* data.
Atom count from _chemical_formula_sum:C38 H42 Cl2 N10 Ni1 O14
Atom count from the _atom_site data: C38 H38 Cl2 N10 Ni1 O14
CELLZ01_ALERT_1_G Difference between formula and atom_site contents detected.
CELLZ01_ALERT_1_G WARNING: H atoms missing from atom site list. Is this intentional?
From the CIF: _cell_formula_units_Z 2
From the CIF: _chemical_formula_sum C38 H42 Cl2 N10 Ni O14
TEST: Compare cell contents of formula and atom_site data
atom Z*formula cif sites diff
C 76.00 76.00 0.00
H 84.00 76.00 8.00
Cl 4.00 4.00 0.00
N 20.00 20.00 0.00
Ni 2.00 2.00 0.00
O 28.00 28.00 0.00
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
13 ALERT level C = Check and explain
3 ALERT level G = General alerts; check
8 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
2 ALERT type 2 Indicator that the structure model may be wrong or deficient
2 ALERT type 3 Indicator that the structure quality may be low
4 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Siemens, 1996); cell refinement: SMART; data reduction: SAINT (Siemens, 1996); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXTL.
trans-Diaquabis[4-(4-methylphenyl)-3,5-bis(2-pyridyl)-4
H-1,2,4-
triazole]nickel(II) diperchlorate tetrahydrate
top
Crystal data top
[Ni(C19H15N5)2(H2O)2](ClO4)2·4H2O | F(000) = 1028 |
Mr = 988.39 | Dx = 1.441 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 12113 reflections |
a = 9.139 (3) Å | θ = 4.2–28.3° |
b = 15.480 (6) Å | µ = 0.62 mm−1 |
c = 16.240 (6) Å | T = 293 K |
β = 95.168 (7)° | Block, blue |
V = 2288.2 (14) Å3 | 0.20 × 0.15 × 0.09 mm |
Z = 2 | |
Data collection top
Bruker SMART CCD area-detector diffractometer | 4035 independent reflections |
Radiation source: fine-focus sealed tube | 1637 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.073 |
φ and ω scans | θmax = 25.0°, θmin = 2.5° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −10→7 |
Tmin = 0.887, Tmax = 0.947 | k = −18→18 |
11832 measured reflections | l = −19→18 |
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)] = 0.065 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.171 | H atoms treated by a mixture of independent and constrained refinement |
S = 0.84 | w = 1/[σ2(Fo2) + (0.079P)2] where P = (Fo2 + 2Fc2)/3 |
4035 reflections | (Δ/σ)max = 0.014 |
322 parameters | Δρmax = 0.45 e Å−3 |
132 restraints | Δρmin = −0.34 e Å−3 |
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 | Uiso*/Ueq | Occ. (<1) |
Ni1 | 0.5000 | 0.5000 | 0.5000 | 0.0543 (4) | |
N1 | 0.5200 (5) | 0.5606 (3) | 0.2565 (3) | 0.0516 (12) | |
N2 | 0.5601 (5) | 0.5121 (3) | 0.3820 (3) | 0.0567 (13) | |
N3 | 0.6868 (5) | 0.4993 (3) | 0.3444 (3) | 0.0578 (13) | |
N4 | 0.3086 (5) | 0.5501 (3) | 0.4364 (3) | 0.0550 (13) | |
N5 | 0.8649 (6) | 0.4648 (4) | 0.2176 (4) | 0.092 (2) | |
O1W | 0.4285 (6) | 0.3757 (3) | 0.4747 (3) | 0.0774 (16) | |
H1WA | 0.371 (8) | 0.368 (5) | 0.438 (4) | 0.080* | |
H1WB | 0.416 (7) | 0.347 (4) | 0.515 (4) | 0.080* | |
O2W | 0.7656 (10) | 0.8529 (5) | 0.1554 (5) | 0.166 (3) | |
H2WA | 0.757 (8) | 0.8004 (16) | 0.161 (5) | 0.080* | |
O3W | 1.0669 (9) | 0.8312 (7) | 0.1631 (7) | 0.214 (4) | |
H3WA | 0.997 (7) | 0.866 (4) | 0.146 (4) | 0.080* | |
C1 | 0.4620 (6) | 0.5478 (4) | 0.3301 (3) | 0.0499 (15) | |
C2 | 0.6606 (7) | 0.5290 (4) | 0.2699 (4) | 0.0552 (16) | |
C3 | 0.3157 (6) | 0.5683 (4) | 0.3560 (4) | 0.0537 (16) | |
C4 | 0.1991 (7) | 0.6010 (4) | 0.3072 (4) | 0.0661 (18) | |
H4 | 0.2071 | 0.6125 | 0.2516 | 0.079* | |
C5 | 0.0694 (7) | 0.6167 (4) | 0.3420 (4) | 0.075 (2) | |
H5 | −0.0107 | 0.6406 | 0.3106 | 0.090* | |
C6 | 0.0607 (7) | 0.5966 (4) | 0.4235 (5) | 0.074 (2) | |
H6 | −0.0266 | 0.6047 | 0.4478 | 0.089* | |
C7 | 0.1819 (7) | 0.5644 (4) | 0.4685 (4) | 0.0669 (18) | |
H7 | 0.1757 | 0.5520 | 0.5241 | 0.080* | |
C8 | 0.7730 (7) | 0.5311 (5) | 0.2095 (4) | 0.0652 (19) | |
C9 | 0.7831 (7) | 0.5965 (5) | 0.1545 (4) | 0.084 (2) | |
H9 | 0.7154 | 0.6415 | 0.1512 | 0.101* | |
C10 | 0.8962 (9) | 0.5946 (6) | 0.1036 (4) | 0.103 (3) | |
H10 | 0.9079 | 0.6385 | 0.0657 | 0.124* | |
C11 | 0.9897 (10) | 0.5265 (7) | 0.1110 (5) | 0.108 (3) | |
H11 | 1.0655 | 0.5229 | 0.0765 | 0.129* | |
C12 | 0.9750 (9) | 0.4641 (6) | 0.1670 (6) | 0.108 (3) | |
H12 | 1.0425 | 0.4190 | 0.1713 | 0.130* | |
C13 | 0.4516 (6) | 0.5951 (4) | 0.1806 (3) | 0.0498 (15) | |
C14 | 0.4280 (7) | 0.6819 (4) | 0.1720 (4) | 0.0659 (18) | |
H14 | 0.4527 | 0.7191 | 0.2160 | 0.079* | |
C15 | 0.3677 (7) | 0.7135 (4) | 0.0979 (5) | 0.0756 (19) | |
H15 | 0.3504 | 0.7725 | 0.0924 | 0.091* | |
C16 | 0.3317 (7) | 0.6601 (5) | 0.0311 (4) | 0.0657 (18) | |
C17 | 0.3563 (6) | 0.5731 (5) | 0.0415 (4) | 0.0632 (18) | |
H17 | 0.3320 | 0.5357 | −0.0024 | 0.076* | |
C18 | 0.4166 (6) | 0.5403 (4) | 0.1164 (4) | 0.0549 (16) | |
H18 | 0.4329 | 0.4812 | 0.1227 | 0.066* | |
C19 | 0.2682 (8) | 0.6959 (5) | −0.0509 (4) | 0.104 (3) | |
H19A | 0.2506 | 0.6495 | −0.0898 | 0.156* | |
H19B | 0.3361 | 0.7362 | −0.0713 | 0.156* | |
H19C | 0.1772 | 0.7248 | −0.0438 | 0.156* | |
Cl1 | 0.2960 (2) | 0.28184 (14) | 0.12820 (13) | 0.1028 (7) | |
O1A | 0.4237 (11) | 0.2330 (8) | 0.1111 (7) | 0.079 (4)* | 0.360 (4) |
O2A | 0.331 (2) | 0.3619 (9) | 0.1691 (12) | 0.221 (14)* | 0.360 (4) |
O3A | 0.2304 (16) | 0.2277 (10) | 0.1899 (8) | 0.128 (6)* | 0.360 (4) |
O4A | 0.1854 (16) | 0.2902 (13) | 0.0610 (9) | 0.192 (9)* | 0.360 (4) |
O1B | 0.1408 (9) | 0.2882 (10) | 0.1342 (11) | 0.181 (8)* | 0.418 (9) |
O2B | 0.3766 (12) | 0.3321 (7) | 0.1935 (6) | 0.080 (4)* | 0.418 (9) |
O3B | 0.3287 (14) | 0.3230 (8) | 0.0514 (5) | 0.114 (5)* | 0.418 (9) |
O4B | 0.3434 (14) | 0.1944 (5) | 0.1313 (8) | 0.107 (5)* | 0.418 (9) |
O1C | 0.2480 (19) | 0.3542 (9) | 0.0785 (10) | 0.066 (7)* | 0.222 (9) |
O2C | 0.264 (3) | 0.2031 (10) | 0.0816 (13) | 0.173 (14)* | 0.222 (9) |
O3C | 0.4488 (12) | 0.288 (2) | 0.1557 (18) | 0.26 (2)* | 0.222 (9) |
O4C | 0.207 (2) | 0.2768 (15) | 0.1977 (10) | 0.117 (11)* | 0.222 (9) |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Ni1 | 0.0517 (7) | 0.0598 (7) | 0.0533 (7) | 0.0071 (6) | 0.0152 (5) | 0.0076 (6) |
N1 | 0.054 (3) | 0.057 (3) | 0.045 (3) | 0.004 (3) | 0.011 (2) | 0.002 (2) |
N2 | 0.059 (3) | 0.062 (4) | 0.051 (3) | 0.010 (3) | 0.014 (3) | 0.007 (3) |
N3 | 0.047 (3) | 0.072 (3) | 0.057 (3) | 0.007 (3) | 0.019 (2) | 0.002 (3) |
N4 | 0.059 (3) | 0.055 (3) | 0.053 (3) | 0.006 (3) | 0.017 (3) | 0.005 (3) |
N5 | 0.061 (4) | 0.137 (6) | 0.083 (4) | 0.012 (4) | 0.030 (3) | −0.019 (4) |
O1W | 0.096 (4) | 0.065 (3) | 0.071 (4) | −0.003 (3) | 0.007 (3) | 0.003 (3) |
O2W | 0.191 (7) | 0.168 (7) | 0.131 (5) | −0.006 (7) | −0.025 (5) | 0.045 (6) |
O3W | 0.150 (8) | 0.236 (12) | 0.266 (11) | −0.027 (6) | 0.072 (8) | −0.070 (9) |
C1 | 0.054 (4) | 0.054 (4) | 0.042 (4) | 0.004 (3) | 0.009 (3) | 0.005 (3) |
C2 | 0.054 (4) | 0.066 (4) | 0.046 (4) | 0.003 (3) | 0.010 (3) | 0.002 (3) |
C3 | 0.047 (4) | 0.048 (4) | 0.068 (4) | −0.002 (3) | 0.012 (3) | −0.005 (3) |
C4 | 0.054 (4) | 0.087 (5) | 0.057 (4) | 0.008 (4) | 0.004 (4) | 0.007 (4) |
C5 | 0.056 (5) | 0.090 (6) | 0.078 (5) | 0.015 (4) | −0.004 (4) | −0.003 (4) |
C6 | 0.051 (5) | 0.083 (5) | 0.091 (6) | 0.007 (4) | 0.018 (4) | 0.004 (4) |
C7 | 0.054 (4) | 0.081 (5) | 0.070 (4) | 0.008 (4) | 0.026 (4) | 0.012 (4) |
C8 | 0.052 (4) | 0.099 (6) | 0.046 (4) | 0.000 (4) | 0.013 (3) | −0.010 (4) |
C9 | 0.061 (5) | 0.137 (7) | 0.056 (4) | −0.012 (4) | 0.011 (4) | 0.023 (5) |
C10 | 0.095 (6) | 0.149 (7) | 0.065 (5) | −0.022 (5) | 0.012 (4) | 0.021 (5) |
C11 | 0.086 (5) | 0.168 (8) | 0.073 (5) | −0.014 (6) | 0.022 (4) | −0.025 (5) |
C12 | 0.084 (5) | 0.139 (7) | 0.102 (6) | 0.017 (5) | 0.005 (5) | −0.026 (5) |
C13 | 0.045 (4) | 0.060 (5) | 0.046 (4) | −0.006 (3) | 0.011 (3) | 0.003 (3) |
C14 | 0.087 (5) | 0.057 (5) | 0.054 (4) | −0.011 (4) | 0.003 (4) | −0.010 (3) |
C15 | 0.083 (5) | 0.049 (4) | 0.092 (6) | −0.008 (4) | −0.009 (4) | 0.009 (4) |
C16 | 0.056 (4) | 0.075 (5) | 0.067 (5) | −0.004 (4) | 0.007 (3) | 0.014 (4) |
C17 | 0.059 (4) | 0.078 (5) | 0.054 (4) | 0.000 (4) | 0.010 (3) | −0.009 (4) |
C18 | 0.055 (4) | 0.050 (4) | 0.060 (4) | −0.004 (3) | 0.010 (3) | −0.003 (3) |
C19 | 0.110 (6) | 0.127 (7) | 0.071 (5) | 0.008 (5) | −0.017 (4) | 0.029 (5) |
Cl1 | 0.1089 (17) | 0.0890 (16) | 0.1140 (17) | 0.0216 (13) | 0.0297 (14) | −0.0010 (13) |
Geometric parameters (Å, º) top
Ni1—N2i | 2.048 (4) | C9—H9 | 0.93 |
Ni1—N2 | 2.048 (4) | C10—C11 | 1.356 (11) |
Ni1—O1W | 2.062 (5) | C10—H10 | 0.93 |
Ni1—O1Wi | 2.062 (5) | C11—C12 | 1.343 (11) |
Ni1—N4 | 2.098 (5) | C11—H11 | 0.93 |
Ni1—N4i | 2.098 (5) | C12—H12 | 0.93 |
N1—C1 | 1.365 (6) | C13—C18 | 1.360 (7) |
N1—C2 | 1.374 (7) | C13—C14 | 1.367 (8) |
N1—C13 | 1.434 (7) | C14—C15 | 1.368 (8) |
N2—C1 | 1.298 (7) | C14—H14 | 0.93 |
N2—N3 | 1.371 (5) | C15—C16 | 1.379 (8) |
N3—C2 | 1.297 (7) | C15—H15 | 0.93 |
N4—C7 | 1.330 (6) | C16—C17 | 1.373 (8) |
N4—C3 | 1.343 (7) | C16—C19 | 1.509 (8) |
N5—C8 | 1.325 (8) | C17—C18 | 1.386 (8) |
N5—C12 | 1.355 (9) | C17—H17 | 0.93 |
O1W—H1WA | 0.77 (6) | C18—H18 | 0.93 |
O1W—H1WB | 0.80 (6) | C19—H19A | 0.96 |
O2W—H2WA | 0.82 (2) | C19—H19B | 0.96 |
O3W—H3WA | 0.86 (2) | C19—H19C | 0.96 |
C1—C3 | 1.472 (7) | Cl1—O4B | 1.420 (7) |
C2—C8 | 1.483 (8) | Cl1—O4A | 1.425 (8) |
C3—C4 | 1.367 (7) | Cl1—O1C | 1.426 (8) |
C4—C5 | 1.379 (8) | Cl1—O2A | 1.428 (8) |
C4—H4 | 0.93 | Cl1—O3C | 1.430 (9) |
C5—C6 | 1.369 (8) | Cl1—O1B | 1.434 (8) |
C5—H5 | 0.93 | Cl1—O1A | 1.438 (7) |
C6—C7 | 1.365 (8) | Cl1—O2C | 1.450 (9) |
C6—H6 | 0.93 | Cl1—O4C | 1.453 (8) |
C7—H7 | 0.93 | Cl1—O3B | 1.456 (7) |
C8—C9 | 1.359 (8) | Cl1—O2B | 1.460 (7) |
C9—C10 | 1.380 (9) | Cl1—O3A | 1.475 (8) |
| | | |
N2i—Ni1—N2 | 180.000 (1) | C8—C9—H9 | 120.8 |
N2i—Ni1—O1W | 89.69 (19) | C10—C9—H9 | 120.8 |
N2—Ni1—O1W | 90.31 (19) | C11—C10—C9 | 117.7 (8) |
N2i—Ni1—O1Wi | 90.31 (19) | C11—C10—H10 | 121.2 |
N2—Ni1—O1Wi | 89.69 (19) | C9—C10—H10 | 121.2 |
O1W—Ni1—O1Wi | 180.000 (1) | C12—C11—C10 | 121.2 (8) |
N2i—Ni1—N4 | 102.24 (19) | C12—C11—H11 | 119.4 |
N2—Ni1—N4 | 77.76 (19) | C10—C11—H11 | 119.4 |
O1W—Ni1—N4 | 90.65 (19) | C11—C12—N5 | 122.0 (8) |
O1Wi—Ni1—N4 | 89.35 (19) | C11—C12—H12 | 119.0 |
N2i—Ni1—N4i | 77.76 (19) | N5—C12—H12 | 119.0 |
N2—Ni1—N4i | 102.24 (19) | C18—C13—C14 | 120.8 (6) |
O1W—Ni1—N4i | 89.35 (19) | C18—C13—N1 | 118.8 (6) |
O1Wi—Ni1—N4i | 90.65 (19) | C14—C13—N1 | 120.4 (6) |
N4—Ni1—N4i | 180.000 (1) | C13—C14—C15 | 119.2 (6) |
C1—N1—C2 | 104.0 (5) | C13—C14—H14 | 120.4 |
C1—N1—C13 | 129.3 (5) | C15—C14—H14 | 120.4 |
C2—N1—C13 | 126.7 (4) | C14—C15—C16 | 121.8 (6) |
C1—N2—N3 | 109.5 (5) | C14—C15—H15 | 119.1 |
C1—N2—Ni1 | 114.8 (4) | C16—C15—H15 | 119.1 |
N3—N2—Ni1 | 135.4 (4) | C17—C16—C15 | 117.8 (6) |
C2—N3—N2 | 105.9 (5) | C17—C16—C19 | 120.9 (7) |
C7—N4—C3 | 117.7 (5) | C15—C16—C19 | 121.3 (7) |
C7—N4—Ni1 | 125.9 (4) | C16—C17—C18 | 121.1 (6) |
C3—N4—Ni1 | 116.4 (4) | C16—C17—H17 | 119.5 |
C8—N5—C12 | 116.4 (7) | C18—C17—H17 | 119.5 |
Ni1—O1W—H1WA | 118 (5) | C13—C18—C17 | 119.4 (6) |
Ni1—O1W—H1WB | 115 (5) | C13—C18—H18 | 120.3 |
H1WA—O1W—H1WB | 114 (8) | C17—C18—H18 | 120.3 |
N2—C1—N1 | 109.3 (5) | C16—C19—H19A | 109.5 |
N2—C1—C3 | 119.9 (5) | C16—C19—H19B | 109.5 |
N1—C1—C3 | 130.8 (6) | H19A—C19—H19B | 109.5 |
N3—C2—N1 | 111.4 (5) | C16—C19—H19C | 109.5 |
N3—C2—C8 | 123.0 (6) | H19A—C19—H19C | 109.5 |
N1—C2—C8 | 125.5 (6) | H19B—C19—H19C | 109.5 |
N4—C3—C4 | 122.5 (5) | O4A—Cl1—O2A | 112.9 (9) |
N4—C3—C1 | 111.0 (5) | O1C—Cl1—O3C | 111.5 (10) |
C4—C3—C1 | 126.5 (6) | O4B—Cl1—O1B | 111.3 (7) |
C3—C4—C5 | 118.8 (6) | O4A—Cl1—O1A | 115.6 (8) |
C3—C4—H4 | 120.6 | O2A—Cl1—O1A | 113.4 (8) |
C5—C4—H4 | 120.6 | O1C—Cl1—O2C | 109.1 (9) |
C6—C5—C4 | 118.8 (6) | O3C—Cl1—O2C | 111.3 (10) |
C6—C5—H5 | 120.6 | O1C—Cl1—O4C | 108.4 (9) |
C4—C5—H5 | 120.6 | O3C—Cl1—O4C | 111.2 (10) |
C7—C6—C5 | 119.0 (6) | O2C—Cl1—O4C | 105.0 (9) |
C7—C6—H6 | 120.5 | O4B—Cl1—O3B | 111.2 (7) |
C5—C6—H6 | 120.5 | O1B—Cl1—O3B | 108.0 (7) |
N4—C7—C6 | 123.0 (6) | O4B—Cl1—O2B | 110.5 (6) |
N4—C7—H7 | 118.5 | O1B—Cl1—O2B | 110.6 (7) |
C6—C7—H7 | 118.5 | O3B—Cl1—O2B | 105.1 (6) |
N5—C8—C9 | 124.2 (6) | O4A—Cl1—O3A | 105.5 (8) |
N5—C8—C2 | 112.8 (6) | O2A—Cl1—O3A | 105.3 (8) |
C9—C8—C2 | 122.9 (7) | O1A—Cl1—O3A | 102.7 (7) |
C8—C9—C10 | 118.4 (7) | | |
| | | |
O1W—Ni1—N2—C1 | 94.9 (4) | N1—C1—C3—N4 | −175.6 (5) |
O1Wi—Ni1—N2—C1 | −85.1 (4) | N2—C1—C3—C4 | −175.8 (6) |
N4—Ni1—N2—C1 | 4.3 (4) | N1—C1—C3—C4 | 4.9 (10) |
N4i—Ni1—N2—C1 | −175.7 (4) | N4—C3—C4—C5 | 0.7 (9) |
O1W—Ni1—N2—N3 | −93.1 (5) | C1—C3—C4—C5 | −179.8 (6) |
O1Wi—Ni1—N2—N3 | 86.9 (5) | C3—C4—C5—C6 | −1.9 (10) |
N4—Ni1—N2—N3 | 176.3 (6) | C4—C5—C6—C7 | 2.2 (10) |
N4i—Ni1—N2—N3 | −3.7 (6) | C3—N4—C7—C6 | 0.0 (9) |
C1—N2—N3—C2 | 0.5 (6) | Ni1—N4—C7—C6 | −179.4 (5) |
Ni1—N2—N3—C2 | −171.8 (4) | C5—C6—C7—N4 | −1.3 (10) |
N2i—Ni1—N4—C7 | −2.9 (5) | C12—N5—C8—C9 | 0.1 (10) |
N2—Ni1—N4—C7 | 177.1 (5) | C12—N5—C8—C2 | −177.2 (6) |
O1W—Ni1—N4—C7 | 86.9 (5) | N3—C2—C8—N5 | 34.1 (9) |
O1Wi—Ni1—N4—C7 | −93.1 (5) | N1—C2—C8—N5 | −148.9 (6) |
N2i—Ni1—N4—C3 | 177.6 (4) | N3—C2—C8—C9 | −143.2 (7) |
N2—Ni1—N4—C3 | −2.4 (4) | N1—C2—C8—C9 | 33.9 (9) |
O1W—Ni1—N4—C3 | −92.5 (4) | N5—C8—C9—C10 | −0.2 (10) |
O1Wi—Ni1—N4—C3 | 87.5 (4) | C2—C8—C9—C10 | 176.8 (6) |
N3—N2—C1—N1 | −0.4 (6) | C8—C9—C10—C11 | 0.9 (11) |
Ni1—N2—C1—N1 | 173.6 (3) | C9—C10—C11—C12 | −1.5 (13) |
N3—N2—C1—C3 | −179.8 (5) | C10—C11—C12—N5 | 1.5 (13) |
Ni1—N2—C1—C3 | −5.8 (7) | C8—N5—C12—C11 | −0.7 (11) |
C2—N1—C1—N2 | 0.2 (6) | C1—N1—C13—C18 | −106.5 (6) |
C13—N1—C1—N2 | 177.5 (5) | C2—N1—C13—C18 | 70.3 (7) |
C2—N1—C1—C3 | 179.5 (6) | C1—N1—C13—C14 | 76.3 (7) |
C13—N1—C1—C3 | −3.1 (10) | C2—N1—C13—C14 | −106.9 (7) |
N2—N3—C2—N1 | −0.4 (6) | C18—C13—C14—C15 | 0.3 (9) |
N2—N3—C2—C8 | 177.1 (5) | N1—C13—C14—C15 | 177.6 (5) |
C1—N1—C2—N3 | 0.1 (6) | C13—C14—C15—C16 | −0.9 (10) |
C13—N1—C2—N3 | −177.3 (5) | C14—C15—C16—C17 | 1.1 (10) |
C1—N1—C2—C8 | −177.2 (6) | C14—C15—C16—C19 | −178.7 (6) |
C13—N1—C2—C8 | 5.3 (9) | C15—C16—C17—C18 | −0.7 (9) |
C7—N4—C3—C4 | 0.3 (9) | C19—C16—C17—C18 | 179.1 (5) |
Ni1—N4—C3—C4 | 179.8 (5) | C14—C13—C18—C17 | 0.0 (8) |
C7—N4—C3—C1 | −179.2 (5) | N1—C13—C18—C17 | −177.2 (5) |
Ni1—N4—C3—C1 | 0.2 (6) | C16—C17—C18—C13 | 0.2 (8) |
N2—C1—C3—N4 | 3.7 (7) | | |
Symmetry code: (i) −x+1, −y+1, −z+1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—H1WA···O2Wii | 0.77 (6) | 1.89 (6) | 2.657 (9) | 178 (8) |
O1W—H1WB···O1Aiii | 0.80 (6) | 1.99 (6) | 2.785 (12) | 169 (7) |
O1W—H1WB···O4Biii | 0.80 (6) | 2.16 (6) | 2.933 (13) | 162 (7) |
O1W—H1WB···O2Ciii | 0.80 (6) | 2.00 (6) | 2.69 (2) | 144 (6) |
O3W—H3WA···O2W | 0.86 (2) | 2.15 (7) | 2.766 (12) | 129 (7) |
Symmetry codes: (ii) −x+1, y−1/2, −z+1/2; (iii) x, −y+1/2, z+1/2. |