(7,12-Diphenyl-5,6:13,14-dibenzo-8,11-diazo­nia-1,4-diaza­cyclo­penta­deca-7,12-diene-2,3-dione)nickel(II)

The title complex, [Ni(C₃₀H₂₂N₄O₂)], has a square-planar geometry at the Ni atom.

Key indicators

• Single-crystal X-ray study
• T = 294 K
• Mean [sigma](C-C) = 0.003 Å
• R factor = 0.039
• wR factor = 0.091
• Data-to-parameter ratio = 16.0

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT066_ALERT_1_C Predicted and Reported Transmissions Identical .          ?
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given .......          ?
PLAT369_ALERT_2_C Long   C(sp2)-C(sp2) Bond  C1     -   C2     ...       1.54 Ang.
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #          3
            N3  -NI1 -N1  -C1     59.50  0.40   1.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #          6
            N3  -NI1 -N1  -C18  -116.00  0.40   1.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #          8
            N4  -NI1 -N2  -C2    123.10  0.80   1.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         11
            N4  -NI1 -N2  -C3    -58.60  0.80   1.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         14
            N1  -NI1 -N3  -C9    -99.00  0.40   1.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         17
            N1  -NI1 -N3  -C10    74.90  0.40   1.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         19
            N2  -NI1 -N4  -C12   -84.30  0.80   1.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         22
            N2  -NI1 -N4  -C11    89.30  0.80   1.555   1.555   1.555   1.555

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
  12 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   1 ALERT type 2 Indicator that the structure model may be wrong or deficient
   0 ALERT type 3 Indicator that the structure quality may be low
   9 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

---

Computing details

Data collection: CrystalClear (Rigaku/MSC, 2005); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: CrystalStructure (Rigaku/MSC, 2005); software used to prepare material for publication: CrystalStructure.

(7,12-Diphenyl-5,6:13,14-dibenzo-8,11-diazonia-1,4-diazacyclopentadeca- 7,12-diene-2,3-dione)nickel(II)

Crystal data

[Ni(C30H22N4O2)]	F(000) = 1096
Mr = 529.23	Dx = 1.496 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71070 Å
a = 15.817 (5) Å	Cell parameters from 5597 reflections
b = 10.363 (3) Å	θ = 3.2–27.5°
c = 16.321 (5) Å	µ = 0.86 mm^−1
β = 118.561 (3)°	T = 294 K
V = 2349.7 (11) Å^3	Block, red
Z = 4	0.06 × 0.04 × 0.04 mm

Data collection

Rigaku Saturn diffractometer	5373 independent reflections
Radiation source: rotating anode	4318 reflections with I > 2σ(I)
Confocal monochromator	Rint = 0.057
Detector resolution: 7.31 pixels mm^-1	θmax = 27.5°, θmin = 3.2°
ω scans	h = −16→20
Absorption correction: multi-scan (Jacobson, 1998)	k = −13→9
Tmin = 0.950, Tmax = 0.966	l = −21→14
14754 measured reflections

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.039	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.091	H-atom parameters constrained
S = 1.06	w = 1/[σ^2(Fo^2) + (0.0342P)^2 + 0.3465P] where P = (Fo^2 + 2Fc^2)/3
5373 reflections	(Δ/σ)max = 0.001
335 parameters	Δρmax = 0.36 e Å^−3
0 restraints	Δρmin = −0.31 e Å^−3

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 (Ų)

	x	y	z	Uiso*/Ueq
Ni1	0.630951 (17)	1.07406 (2)	0.191739 (17)	0.03119 (9)
O1	0.58010 (12)	1.43631 (15)	0.14277 (12)	0.0527 (4)
O2	0.77470 (11)	1.38748 (15)	0.21426 (11)	0.0462 (4)
N1	0.55597 (11)	1.21335 (16)	0.12454 (11)	0.0330 (4)
N2	0.73594 (11)	1.16997 (16)	0.20590 (11)	0.0333 (4)
N3	0.70881 (12)	0.94942 (16)	0.27729 (12)	0.0342 (4)
N4	0.52612 (12)	0.96885 (17)	0.16861 (12)	0.0345 (4)
C1	0.60862 (15)	1.3251 (2)	0.15118 (14)	0.0366 (4)
C2	0.71761 (14)	1.2983 (2)	0.19496 (14)	0.0356 (4)
C3	0.82564 (14)	1.1183 (2)	0.22797 (14)	0.0327 (4)
C4	0.88406 (16)	1.1760 (2)	0.19498 (16)	0.0426 (5)
H4	0.8639	1.2521	0.1607	0.051*
C5	0.97052 (17)	1.1218 (2)	0.21263 (19)	0.0524 (6)
H5	1.0069	1.1604	0.1884	0.063*
C6	1.00433 (18)	1.0110 (2)	0.2656 (2)	0.0549 (6)
H6	1.0636	0.9761	0.2784	0.066*
C7	0.94876 (16)	0.9532 (2)	0.29915 (18)	0.0442 (5)
H7	0.9716	0.8794	0.3357	0.053*
C8	0.85821 (14)	1.0027 (2)	0.27964 (14)	0.0345 (4)
C9	0.79976 (14)	0.92919 (19)	0.31139 (14)	0.0335 (4)
C10	0.64968 (14)	0.8795 (2)	0.31095 (15)	0.0405 (5)
H10A	0.6390	0.9328	0.3540	0.049*
H10B	0.6815	0.8006	0.3425	0.049*
C11	0.55611 (15)	0.8498 (2)	0.22603 (15)	0.0428 (5)
H11A	0.5642	0.7794	0.1912	0.051*
H11B	0.5079	0.8252	0.2438	0.051*
C12	0.43714 (14)	0.9834 (2)	0.10559 (13)	0.0320 (4)
C13	0.40096 (14)	1.1003 (2)	0.04828 (13)	0.0325 (4)
C14	0.30474 (16)	1.1010 (2)	−0.02286 (15)	0.0424 (5)
H14	0.2674	1.0278	−0.0318	0.051*
C15	0.26374 (16)	1.2062 (2)	−0.07987 (15)	0.0466 (5)
H15	0.1994	1.2045	−0.1253	0.056*
C16	0.31980 (16)	1.3148 (2)	−0.06860 (15)	0.0423 (5)
H16	0.2933	1.3859	−0.1074	0.051*
C17	0.41431 (15)	1.3173 (2)	−0.00008 (14)	0.0390 (5)
H17	0.4507	1.3909	0.0067	0.047*
C18	0.45802 (14)	1.21205 (19)	0.06031 (13)	0.0319 (4)
C19	0.84872 (14)	0.8253 (2)	0.38215 (14)	0.0356 (4)
C20	0.90706 (17)	0.8566 (3)	0.47512 (16)	0.0510 (6)
H20	0.9174	0.9425	0.4939	0.061*
C21	0.9497 (2)	0.7592 (3)	0.53967 (19)	0.0674 (8)
H21	0.9881	0.7797	0.6023	0.081*
C22	0.9358 (2)	0.6316 (3)	0.5122 (2)	0.0662 (8)
H22	0.9636	0.5663	0.5562	0.079*
C23	0.88040 (19)	0.6012 (2)	0.4191 (2)	0.0587 (7)
H23	0.8729	0.5155	0.4000	0.070*
C24	0.83626 (16)	0.6973 (2)	0.35439 (18)	0.0456 (5)
H24	0.7979	0.6763	0.2919	0.055*
C25	0.36742 (14)	0.8746 (2)	0.08710 (13)	0.0338 (4)
C26	0.37608 (18)	0.7646 (2)	0.04341 (16)	0.0485 (6)
H26	0.4259	0.7581	0.0286	0.058*
C27	0.3108 (2)	0.6644 (3)	0.02166 (18)	0.0607 (7)
H27	0.3165	0.5905	−0.0076	0.073*
C28	0.2373 (2)	0.6757 (3)	0.04403 (17)	0.0611 (7)
H28	0.1922	0.6098	0.0280	0.073*
C29	0.22977 (17)	0.7828 (3)	0.08952 (17)	0.0537 (6)
H29	0.1807	0.7883	0.1054	0.064*
C30	0.29534 (15)	0.8827 (2)	0.11176 (16)	0.0417 (5)
H30	0.2908	0.9550	0.1432	0.050*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ni1	0.02749 (14)	0.02899 (15)	0.03853 (14)	−0.00035 (10)	0.01694 (10)	0.00667 (11)
O1	0.0476 (10)	0.0293 (9)	0.0704 (11)	0.0035 (7)	0.0196 (8)	0.0012 (8)
O2	0.0424 (9)	0.0333 (8)	0.0629 (10)	−0.0087 (7)	0.0251 (8)	0.0002 (8)
N1	0.0306 (8)	0.0292 (9)	0.0407 (9)	−0.0003 (7)	0.0182 (7)	0.0053 (7)
N2	0.0304 (8)	0.0295 (9)	0.0399 (9)	−0.0008 (7)	0.0169 (7)	0.0054 (7)
N3	0.0314 (8)	0.0330 (9)	0.0397 (9)	−0.0007 (7)	0.0182 (7)	0.0075 (7)
N4	0.0312 (9)	0.0316 (9)	0.0424 (9)	0.0016 (7)	0.0190 (7)	0.0108 (8)
C1	0.0395 (11)	0.0313 (11)	0.0403 (10)	−0.0012 (9)	0.0202 (9)	0.0034 (9)
C2	0.0365 (11)	0.0341 (12)	0.0380 (10)	−0.0044 (8)	0.0193 (8)	0.0021 (9)
C3	0.0298 (10)	0.0312 (10)	0.0392 (10)	−0.0044 (8)	0.0183 (8)	−0.0035 (9)
C4	0.0428 (12)	0.0391 (12)	0.0534 (12)	−0.0039 (9)	0.0291 (10)	0.0024 (10)
C5	0.0500 (14)	0.0479 (14)	0.0803 (17)	−0.0057 (11)	0.0481 (13)	−0.0021 (14)
C6	0.0424 (13)	0.0468 (15)	0.0900 (19)	0.0024 (11)	0.0433 (13)	−0.0019 (14)
C7	0.0385 (12)	0.0338 (12)	0.0647 (14)	0.0025 (9)	0.0283 (10)	0.0007 (11)
C8	0.0325 (10)	0.0304 (11)	0.0432 (10)	−0.0032 (8)	0.0203 (8)	−0.0027 (9)
C9	0.0329 (10)	0.0285 (11)	0.0392 (10)	−0.0008 (8)	0.0175 (8)	0.0001 (9)
C10	0.0353 (11)	0.0441 (13)	0.0464 (11)	0.0022 (9)	0.0232 (9)	0.0160 (10)
C11	0.0351 (11)	0.0374 (13)	0.0540 (12)	−0.0017 (9)	0.0199 (9)	0.0142 (10)
C12	0.0325 (10)	0.0319 (11)	0.0361 (9)	−0.0020 (8)	0.0201 (8)	−0.0001 (8)
C13	0.0323 (10)	0.0325 (11)	0.0346 (9)	0.0009 (8)	0.0176 (8)	0.0027 (8)
C14	0.0369 (11)	0.0409 (13)	0.0436 (11)	−0.0039 (9)	0.0145 (9)	0.0058 (10)
C15	0.0379 (12)	0.0488 (15)	0.0421 (11)	0.0028 (10)	0.0103 (9)	0.0055 (10)
C16	0.0429 (12)	0.0377 (12)	0.0409 (11)	0.0102 (9)	0.0158 (9)	0.0086 (10)
C17	0.0406 (12)	0.0321 (11)	0.0448 (11)	0.0022 (9)	0.0207 (9)	0.0032 (9)
C18	0.0313 (10)	0.0324 (11)	0.0365 (9)	0.0038 (8)	0.0198 (8)	0.0020 (8)
C19	0.0302 (10)	0.0324 (11)	0.0444 (11)	0.0034 (8)	0.0180 (8)	0.0061 (9)
C20	0.0493 (14)	0.0471 (15)	0.0484 (13)	0.0153 (11)	0.0168 (10)	0.0015 (11)
C21	0.0572 (17)	0.088 (2)	0.0494 (14)	0.0327 (15)	0.0194 (12)	0.0155 (15)
C22	0.0601 (17)	0.0625 (19)	0.089 (2)	0.0338 (15)	0.0461 (16)	0.0427 (17)
C23	0.0475 (14)	0.0342 (14)	0.104 (2)	0.0075 (11)	0.0441 (15)	0.0138 (14)
C24	0.0367 (12)	0.0344 (12)	0.0639 (14)	−0.0014 (9)	0.0227 (10)	−0.0030 (11)
C25	0.0327 (10)	0.0310 (11)	0.0365 (10)	−0.0008 (8)	0.0156 (8)	0.0039 (9)
C26	0.0607 (15)	0.0463 (14)	0.0456 (12)	−0.0056 (11)	0.0312 (11)	−0.0036 (11)
C27	0.094 (2)	0.0382 (14)	0.0486 (13)	−0.0161 (13)	0.0331 (14)	−0.0059 (12)
C28	0.0685 (18)	0.0467 (15)	0.0525 (14)	−0.0277 (13)	0.0164 (12)	0.0063 (12)
C29	0.0397 (13)	0.0637 (18)	0.0558 (14)	−0.0107 (11)	0.0214 (11)	0.0153 (13)
C30	0.0355 (11)	0.0403 (12)	0.0500 (12)	−0.0031 (9)	0.0210 (9)	0.0018 (10)

Geometric parameters (Å, º)

Ni1—N2	1.8527 (16)	C12—C25	1.504 (3)
Ni1—N1	1.8572 (17)	C13—C14	1.405 (3)
Ni1—N4	1.8660 (17)	C13—C18	1.423 (3)
Ni1—N3	1.8682 (17)	C14—C15	1.378 (3)
O1—C1	1.221 (3)	C14—H14	0.9300
O2—C2	1.224 (2)	C15—C16	1.390 (3)
N1—C1	1.371 (3)	C15—H15	0.9300
N1—C18	1.395 (2)	C16—C17	1.374 (3)
N2—C2	1.354 (3)	C16—H16	0.9300
N2—C3	1.393 (2)	C17—C18	1.410 (3)
N3—C9	1.287 (3)	C17—H17	0.9300
N3—C10	1.481 (2)	C19—C20	1.386 (3)
N4—C12	1.295 (3)	C19—C24	1.386 (3)
N4—C11	1.483 (3)	C20—C21	1.380 (3)
C1—C2	1.543 (3)	C20—H20	0.9300
C3—C4	1.406 (3)	C21—C22	1.380 (4)
C3—C8	1.413 (3)	C21—H21	0.9300
C4—C5	1.376 (3)	C22—C23	1.379 (4)
C4—H4	0.9300	C22—H22	0.9300
C5—C6	1.382 (3)	C23—C24	1.374 (3)
C5—H5	0.9300	C23—H23	0.9300
C6—C7	1.375 (3)	C24—H24	0.9300
C6—H6	0.9300	C25—C30	1.381 (3)
C7—C8	1.407 (3)	C25—C26	1.385 (3)
C7—H7	0.9300	C26—C27	1.385 (3)
C8—C9	1.470 (3)	C26—H26	0.9300
C9—C19	1.496 (3)	C27—C28	1.381 (4)
C10—C11	1.498 (3)	C27—H27	0.9300
C10—H10A	0.9700	C28—C29	1.371 (4)
C10—H10B	0.9700	C28—H28	0.9300
C11—H11A	0.9700	C29—C30	1.386 (3)
C11—H11B	0.9700	C29—H29	0.9300
C12—C13	1.469 (3)	C30—H30	0.9300
N2—Ni1—N1	86.44 (7)	N4—C12—C13	123.13 (18)
N2—Ni1—N4	174.58 (8)	N4—C12—C25	119.08 (19)
N1—Ni1—N4	94.58 (7)	C13—C12—C25	117.75 (17)
N2—Ni1—N3	92.66 (7)	C14—C13—C18	118.33 (19)
N1—Ni1—N3	170.18 (8)	C14—C13—C12	117.96 (19)
N4—Ni1—N3	87.23 (7)	C18—C13—C12	123.71 (18)
C1—N1—C18	122.31 (17)	C15—C14—C13	122.4 (2)
C1—N1—Ni1	110.49 (13)	C15—C14—H14	118.8
C18—N1—Ni1	127.04 (14)	C13—C14—H14	118.8
C2—N2—C3	122.62 (16)	C14—C15—C16	119.2 (2)
C2—N2—Ni1	112.80 (13)	C14—C15—H15	120.4
C3—N2—Ni1	124.55 (14)	C16—C15—H15	120.4
C9—N3—C10	122.24 (17)	C17—C16—C15	120.0 (2)
C9—N3—Ni1	129.54 (14)	C17—C16—H16	120.0
C10—N3—Ni1	107.93 (13)	C15—C16—H16	120.0
C12—N4—C11	119.78 (17)	C16—C17—C18	122.3 (2)
C12—N4—Ni1	127.99 (15)	C16—C17—H17	118.9
C11—N4—Ni1	111.92 (12)	C18—C17—H17	118.9
O1—C1—N1	128.8 (2)	N1—C18—C17	121.00 (18)
O1—C1—C2	119.55 (19)	N1—C18—C13	120.98 (18)
N1—C1—C2	111.66 (18)	C17—C18—C13	117.81 (18)
O2—C2—N2	128.5 (2)	C20—C19—C24	119.9 (2)
O2—C2—C1	120.42 (19)	C20—C19—C9	120.4 (2)
N2—C2—C1	111.07 (17)	C24—C19—C9	119.78 (19)
N2—C3—C4	120.77 (19)	C21—C20—C19	119.5 (2)
N2—C3—C8	121.07 (16)	C21—C20—H20	120.3
C4—C3—C8	118.07 (18)	C19—C20—H20	120.3
C5—C4—C3	121.0 (2)	C22—C21—C20	120.6 (3)
C5—C4—H4	119.5	C22—C21—H21	119.7
C3—C4—H4	119.5	C20—C21—H21	119.7
C4—C5—C6	121.3 (2)	C23—C22—C21	119.7 (2)
C4—C5—H5	119.4	C23—C22—H22	120.2
C6—C5—H5	119.4	C21—C22—H22	120.2
C7—C6—C5	118.7 (2)	C24—C23—C22	120.2 (3)
C7—C6—H6	120.6	C24—C23—H23	119.9
C5—C6—H6	120.6	C22—C23—H23	119.9
C6—C7—C8	121.8 (2)	C23—C24—C19	120.1 (2)
C6—C7—H7	119.1	C23—C24—H24	119.9
C8—C7—H7	119.1	C19—C24—H24	119.9
C7—C8—C3	119.04 (18)	C30—C25—C26	119.9 (2)
C7—C8—C9	118.35 (19)	C30—C25—C12	121.62 (19)
C3—C8—C9	122.58 (18)	C26—C25—C12	118.47 (19)
N3—C9—C8	121.62 (18)	C27—C26—C25	120.2 (2)
N3—C9—C19	120.66 (17)	C27—C26—H26	119.9
C8—C9—C19	117.67 (17)	C25—C26—H26	119.9
N3—C10—C11	106.09 (17)	C28—C27—C26	119.2 (2)
N3—C10—H10A	110.5	C28—C27—H27	120.4
C11—C10—H10A	110.5	C26—C27—H27	120.4
N3—C10—H10B	110.5	C29—C28—C27	120.9 (2)
C11—C10—H10B	110.5	C29—C28—H28	119.6
H10A—C10—H10B	108.7	C27—C28—H28	119.6
N4—C11—C10	106.84 (17)	C28—C29—C30	119.9 (2)
N4—C11—H11A	110.4	C28—C29—H29	120.0
C10—C11—H11A	110.4	C30—C29—H29	120.0
N4—C11—H11B	110.4	C25—C30—C29	119.8 (2)
C10—C11—H11B	110.4	C25—C30—H30	120.1
H11A—C11—H11B	108.6	C29—C30—H30	120.1
N2—Ni1—N1—C1	−25.51 (14)	C3—C8—C9—N3	15.5 (3)
N4—Ni1—N1—C1	159.82 (14)	C7—C8—C9—C19	15.0 (3)
N3—Ni1—N1—C1	59.5 (4)	C3—C8—C9—C19	−167.12 (18)
N2—Ni1—N1—C18	158.96 (16)	C9—N3—C10—C11	−140.2 (2)
N4—Ni1—N1—C18	−15.71 (16)	Ni1—N3—C10—C11	45.5 (2)
N3—Ni1—N1—C18	−116.0 (4)	C12—N4—C11—C10	−160.81 (18)
N1—Ni1—N2—C2	22.04 (14)	Ni1—N4—C11—C10	25.0 (2)
N4—Ni1—N2—C2	123.1 (8)	N3—C10—C11—N4	−44.7 (2)
N3—Ni1—N2—C2	−148.16 (15)	C11—N4—C12—C13	177.68 (18)
N1—Ni1—N2—C3	−159.64 (16)	Ni1—N4—C12—C13	−9.2 (3)
N4—Ni1—N2—C3	−58.6 (8)	C11—N4—C12—C25	−4.5 (3)
N3—Ni1—N2—C3	30.15 (16)	Ni1—N4—C12—C25	168.60 (14)
N2—Ni1—N3—C9	−14.48 (19)	N4—C12—C13—C14	175.1 (2)
N1—Ni1—N3—C9	−99.0 (4)	C25—C12—C13—C14	−2.7 (3)
N4—Ni1—N3—C9	160.10 (19)	N4—C12—C13—C18	−4.4 (3)
N2—Ni1—N3—C10	159.36 (14)	C25—C12—C13—C18	177.78 (18)
N1—Ni1—N3—C10	74.9 (4)	C18—C13—C14—C15	−1.1 (3)
N4—Ni1—N3—C10	−26.07 (14)	C12—C13—C14—C15	179.43 (19)
N2—Ni1—N4—C12	−84.3 (8)	C13—C14—C15—C16	1.6 (4)
N1—Ni1—N4—C12	16.42 (19)	C14—C15—C16—C17	−1.2 (3)
N3—Ni1—N4—C12	−173.25 (19)	C15—C16—C17—C18	0.3 (3)
N2—Ni1—N4—C11	89.3 (8)	C1—N1—C18—C17	18.5 (3)
N1—Ni1—N4—C11	−170.02 (14)	Ni1—N1—C18—C17	−166.46 (14)
N3—Ni1—N4—C11	0.31 (15)	C1—N1—C18—C13	−166.88 (18)
C18—N1—C1—O1	17.6 (3)	Ni1—N1—C18—C13	8.2 (3)
Ni1—N1—C1—O1	−158.2 (2)	C16—C17—C18—N1	175.1 (2)
C18—N1—C1—C2	−160.89 (16)	C16—C17—C18—C13	0.3 (3)
Ni1—N1—C1—C2	23.34 (19)	C14—C13—C18—N1	−174.71 (18)
C3—N2—C2—O2	−11.2 (3)	C12—C13—C18—N1	4.8 (3)
Ni1—N2—C2—O2	167.15 (18)	C14—C13—C18—C17	0.1 (3)
C3—N2—C2—C1	168.16 (17)	C12—C13—C18—C17	179.56 (17)
Ni1—N2—C2—C1	−13.5 (2)	N3—C9—C19—C20	−105.6 (2)
O1—C1—C2—O2	−5.9 (3)	C8—C9—C19—C20	77.0 (3)
N1—C1—C2—O2	172.76 (19)	N3—C9—C19—C24	75.0 (3)
O1—C1—C2—N2	174.69 (19)	C8—C9—C19—C24	−102.4 (2)
N1—C1—C2—N2	−6.7 (2)	C24—C19—C20—C21	−2.1 (3)
C2—N2—C3—C4	−33.2 (3)	C9—C19—C20—C21	178.4 (2)
Ni1—N2—C3—C4	148.64 (17)	C19—C20—C21—C22	0.9 (4)
C2—N2—C3—C8	150.3 (2)	C20—C21—C22—C23	1.4 (4)
Ni1—N2—C3—C8	−27.8 (3)	C21—C22—C23—C24	−2.5 (4)
N2—C3—C4—C5	−176.7 (2)	C22—C23—C24—C19	1.3 (3)
C8—C3—C4—C5	−0.1 (3)	C20—C19—C24—C23	1.0 (3)
C3—C4—C5—C6	−2.0 (4)	C9—C19—C24—C23	−179.5 (2)
C4—C5—C6—C7	1.5 (4)	N4—C12—C25—C30	110.1 (2)
C5—C6—C7—C8	1.0 (4)	C13—C12—C25—C30	−72.0 (3)
C6—C7—C8—C3	−3.1 (3)	N4—C12—C25—C26	−70.5 (3)
C6—C7—C8—C9	174.9 (2)	C13—C12—C25—C26	107.4 (2)
N2—C3—C8—C7	179.12 (19)	C30—C25—C26—C27	2.1 (3)
C4—C3—C8—C7	2.5 (3)	C12—C25—C26—C27	−177.3 (2)
N2—C3—C8—C9	1.3 (3)	C25—C26—C27—C28	0.0 (4)
C4—C3—C8—C9	−175.3 (2)	C26—C27—C28—C29	−1.8 (4)
C10—N3—C9—C8	−177.72 (19)	C27—C28—C29—C30	1.4 (4)
Ni1—N3—C9—C8	−4.7 (3)	C26—C25—C30—C29	−2.4 (3)
C10—N3—C9—C19	5.0 (3)	C12—C25—C30—C29	176.9 (2)
Ni1—N3—C9—C19	178.03 (14)	C28—C29—C30—C25	0.7 (4)
C7—C8—C9—N3	−162.4 (2)