Tris(pyridine-κN)[salicylaldehyde (2-hydroxy­benzo­yl)hydrazonato-κ²N,O]nickel(II) pyridine sesquisolvate

In the title compound, [Ni(C₁₄H₁₀N₂O₃)(C₅H₅N)₃]·1.5C₅H₅N, the Ni^II ion is coordinated by one N and two O atoms from a Schiff base ligand and by the N atoms of three pyridine mol­ecules to form a distorted octa­hedral geometry.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.007 Å
• Disorder in solvent or counterion
• R factor = 0.054
• wR factor = 0.155
• Data-to-parameter ratio = 15.7

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings    Differ ....          ?
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT045_ALERT_1_C Calculated and Reported Z Differ by ............       0.50 Ratio
PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density ....       3.42
PLAT199_ALERT_1_C Check the Reported _cell_measurement_temperature        293 K
PLAT200_ALERT_1_C Check the Reported _diffrn_ambient_temperature .        293 K
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for         C4
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for        C18
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         N3
PLAT243_ALERT_4_C High  'Solvent' Ueq as Compared to Neighbors for         N6
PLAT243_ALERT_4_C High  'Solvent' Ueq as Compared to Neighbors for        C33
PLAT244_ALERT_4_C Low   'Solvent' Ueq as Compared to Neighbors for        C34
PLAT302_ALERT_4_C Anion/Solvent Disorder .........................      12.00 Perc.
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...          7
PLAT366_ALERT_2_C Short? C(sp?)-C(sp?) Bond  C35    -   C37_a  ...       1.34 Ang.

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

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

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Computing details

Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT; 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.

Tris(pyridine-kN)[salicylaldehyde (2-hydroxybenzoyl)hydrazonato-k²N,O]nickel(II) pyridine sesquisolvate

Crystal data

[Ni(C14H10N2O3)(C5H5N)3]·1.5C5H5N	F(000) = 1396
Mr = 668.90	Dx = 1.309 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 6390 reflections
a = 12.5579 (10) Å	θ = 2.3–24.7°
b = 20.3993 (17) Å	µ = 0.62 mm^−1
c = 13.2756 (11) Å	T = 293 K
β = 93.493 (1)°	Block, red
V = 3394.5 (5) Å^3	0.40 × 0.30 × 0.20 mm
Z = 4

Data collection

Bruker SMART CCD area-detector diffractometer	6652 independent reflections
Radiation source: fine-focus sealed tube	5272 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.022
φ and ω scans	θmax = 26.0°, θmin = 1.8°
Absorption correction: multi-scan (SADABS; Bruker, 2000)	h = −15→15
Tmin = 0.791, Tmax = 0.887	k = −19→25
18260 measured reflections	l = −16→15

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)] = 0.054	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.155	H-atom parameters constrained
S = 1.03	w = 1/[σ^2(Fo^2) + (0.0779P)^2 + 1.8492P] where P = (Fo^2 + 2Fc^2)/3
6652 reflections	(Δ/σ)max = 0.001
425 parameters	Δρmax = 1.31 e Å^−3
3 restraints	Δρmin = −0.38 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	Occ. (<1)
Ni	0.65046 (3)	0.230127 (18)	0.50273 (3)	0.05522 (15)
N1	0.76084 (19)	0.13964 (11)	0.37957 (17)	0.0576 (6)
N2	0.77516 (18)	0.19882 (12)	0.42990 (17)	0.0541 (5)
N3	0.50755 (19)	0.25283 (13)	0.56663 (18)	0.0588 (6)
N4	0.7114 (2)	0.18844 (14)	0.64428 (19)	0.0682 (7)
N5	0.58664 (18)	0.27192 (12)	0.36084 (18)	0.0587 (6)
N6	0.8332 (8)	0.8952 (3)	0.6927 (5)	0.196 (3)
O1	0.7967 (2)	0.04657 (14)	0.2580 (2)	0.1016 (9)
H1	0.8101	0.0786	0.2939	0.152*
O2	0.59816 (16)	0.13937 (9)	0.45611 (15)	0.0624 (5)
O3	0.72353 (16)	0.31435 (10)	0.53899 (15)	0.0648 (5)
C1	0.7014 (3)	0.02285 (15)	0.2774 (2)	0.0685 (8)
C2	0.6650 (4)	−0.03255 (18)	0.2278 (3)	0.0866 (11)
H2	0.7069	−0.0519	0.1806	0.104*
C3	0.5685 (4)	−0.06022 (19)	0.2459 (3)	0.1023 (13)
H3	0.5454	−0.0977	0.2112	0.123*
C4	0.5069 (4)	−0.0326 (2)	0.3147 (4)	0.1077 (14)
H4	0.4423	−0.0518	0.3286	0.129*
C5	0.5398 (3)	0.02344 (16)	0.3637 (3)	0.0768 (9)
H5	0.4963	0.0422	0.4101	0.092*
C6	0.6357 (2)	0.05295 (14)	0.3463 (2)	0.0602 (7)
C7	0.6653 (2)	0.11458 (14)	0.3985 (2)	0.0572 (7)
C8	0.8628 (2)	0.22989 (14)	0.4203 (2)	0.0583 (7)
H8	0.9125	0.2104	0.3808	0.070*
C9	0.8911 (2)	0.29200 (17)	0.4651 (2)	0.0647 (8)
C10	0.9969 (3)	0.3141 (2)	0.4551 (3)	0.0829 (10)
H10	1.0417	0.2889	0.4173	0.099*
C11	1.0365 (3)	0.3707 (2)	0.4983 (3)	0.0976 (12)
H11	1.1064	0.3837	0.4902	0.117*
C12	0.9690 (4)	0.4084 (2)	0.5551 (3)	0.1004 (13)
H12	0.9940	0.4469	0.5855	0.121*
C13	0.8656 (3)	0.38860 (16)	0.5658 (3)	0.0750 (9)
H13	0.8220	0.4150	0.6030	0.090*
C14	0.8222 (3)	0.33010 (15)	0.5232 (2)	0.0624 (7)
C15	0.4744 (3)	0.31341 (16)	0.5783 (3)	0.0750 (9)
H15	0.5185	0.3474	0.5597	0.090*
C16	0.3787 (3)	0.3293 (2)	0.6161 (3)	0.0873 (11)
H16	0.3596	0.3729	0.6236	0.105*
C17	0.3125 (3)	0.2811 (2)	0.6426 (3)	0.0881 (11)
H17	0.2471	0.2907	0.6685	0.106*
C18	0.3440 (3)	0.2181 (2)	0.6304 (4)	0.1102 (16)
H18	0.3003	0.1836	0.6477	0.132*
C19	0.4421 (3)	0.20568 (19)	0.5920 (4)	0.0945 (13)
H19	0.4627	0.1623	0.5836	0.113*
C20	0.6178 (3)	0.33035 (18)	0.3298 (3)	0.0772 (9)
H20	0.6604	0.3559	0.3742	0.093*
C21	0.5905 (3)	0.3549 (2)	0.2360 (3)	0.0927 (11)
H21	0.6145	0.3960	0.2174	0.111*
C22	0.5281 (3)	0.3188 (3)	0.1704 (3)	0.0963 (13)
H22	0.5086	0.3343	0.1060	0.116*
C23	0.4948 (4)	0.2593 (3)	0.2012 (3)	0.0972 (13)
H23	0.4517	0.2333	0.1581	0.117*
C24	0.5249 (3)	0.23775 (18)	0.2955 (3)	0.0767 (9)
H24	0.5009	0.1969	0.3153	0.092*
C25	0.7137 (3)	0.2240 (2)	0.7277 (3)	0.0895 (11)
H25	0.6869	0.2665	0.7244	0.107*
C26	0.7549 (4)	0.2001 (3)	0.8203 (3)	0.1059 (14)
H26	0.7557	0.2265	0.8775	0.127*
C27	0.7934 (4)	0.1387 (3)	0.8265 (4)	0.1115 (15)
H27	0.8207	0.1219	0.8879	0.134*
C28	0.7918 (4)	0.1013 (2)	0.7409 (4)	0.1045 (13)
H28	0.8182	0.0587	0.7427	0.125*
C29	0.7503 (3)	0.12822 (19)	0.6522 (3)	0.0814 (10)
H29	0.7495	0.1026	0.5942	0.098*
C30	0.7414 (6)	0.9049 (4)	0.6297 (9)	0.196 (4)
H30	0.6746	0.8922	0.6492	0.235*
C31	0.7533 (7)	0.9334 (4)	0.5397 (7)	0.165 (3)
H31	0.6944	0.9397	0.4948	0.198*
C32	0.8454 (8)	0.9516 (4)	0.5163 (5)	0.163 (3)
H32	0.8534	0.9754	0.4574	0.196*
C33	0.9293 (6)	0.9367 (5)	0.5760 (8)	0.191 (4)
H33	0.9965	0.9476	0.5555	0.229*
C34	0.9228 (6)	0.9088 (4)	0.6585 (6)	0.155 (3)
H34	0.9850	0.8976	0.6961	0.186*
N7	0.5798 (5)	0.4869 (2)	0.5722 (4)	0.1244 (15)	0.50
C35	0.4799 (6)	0.4981 (3)	0.5967 (4)	0.1213 (17)
H35	0.4643	0.4972	0.6643	0.146*
C36	0.5798 (5)	0.4869 (2)	0.5722 (4)	0.1244 (15)	0.50
H36	0.6339	0.4779	0.6211	0.149*	0.50
C37	0.5987 (5)	0.4892 (3)	0.4739 (6)	0.1256 (18)
H37	0.6675	0.4819	0.4542	0.151*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ni	0.0487 (2)	0.0611 (2)	0.0566 (2)	−0.00001 (15)	0.00857 (15)	−0.00507 (16)
N1	0.0571 (14)	0.0578 (13)	0.0589 (13)	−0.0058 (11)	0.0106 (11)	−0.0072 (11)
N2	0.0476 (12)	0.0631 (14)	0.0521 (12)	−0.0010 (10)	0.0063 (9)	−0.0035 (11)
N3	0.0556 (14)	0.0619 (14)	0.0598 (14)	0.0015 (11)	0.0116 (11)	−0.0055 (11)
N4	0.0622 (15)	0.0834 (18)	0.0597 (15)	0.0054 (13)	0.0086 (12)	0.0020 (13)
N5	0.0467 (12)	0.0715 (16)	0.0578 (13)	−0.0007 (11)	0.0019 (10)	−0.0081 (11)
N6	0.217 (8)	0.192 (6)	0.180 (6)	0.034 (6)	0.022 (6)	0.068 (5)
O1	0.108 (2)	0.0911 (19)	0.111 (2)	−0.0098 (16)	0.0508 (17)	−0.0322 (16)
O2	0.0589 (12)	0.0593 (11)	0.0709 (12)	−0.0027 (9)	0.0195 (10)	−0.0111 (9)
O3	0.0558 (12)	0.0689 (12)	0.0696 (12)	−0.0089 (10)	0.0022 (9)	−0.0090 (10)
C1	0.085 (2)	0.0599 (17)	0.0616 (17)	0.0053 (16)	0.0151 (16)	−0.0026 (14)
C2	0.111 (3)	0.067 (2)	0.083 (2)	0.005 (2)	0.013 (2)	−0.0112 (18)
C3	0.129 (4)	0.065 (2)	0.111 (3)	−0.011 (2)	−0.010 (3)	−0.022 (2)
C4	0.096 (3)	0.078 (3)	0.149 (4)	−0.024 (2)	0.007 (3)	−0.025 (3)
C5	0.068 (2)	0.0637 (19)	0.100 (2)	−0.0117 (15)	0.0135 (18)	−0.0149 (17)
C6	0.0646 (18)	0.0540 (16)	0.0618 (16)	0.0010 (13)	0.0019 (13)	0.0004 (13)
C7	0.0575 (16)	0.0584 (16)	0.0563 (15)	0.0003 (13)	0.0081 (12)	−0.0020 (13)
C8	0.0489 (15)	0.0699 (18)	0.0563 (16)	−0.0050 (13)	0.0038 (12)	−0.0004 (13)
C9	0.0598 (17)	0.0743 (19)	0.0593 (17)	−0.0109 (15)	−0.0010 (14)	0.0101 (15)
C10	0.065 (2)	0.097 (3)	0.086 (2)	−0.0280 (19)	0.0029 (17)	0.012 (2)
C11	0.082 (3)	0.106 (3)	0.106 (3)	−0.035 (2)	0.005 (2)	0.005 (3)
C12	0.101 (3)	0.090 (3)	0.108 (3)	−0.041 (2)	−0.014 (2)	−0.002 (2)
C13	0.080 (2)	0.0659 (19)	0.078 (2)	−0.0143 (17)	−0.0074 (17)	−0.0063 (16)
C14	0.0683 (18)	0.0626 (17)	0.0547 (15)	−0.0093 (14)	−0.0091 (13)	0.0069 (13)
C15	0.076 (2)	0.0635 (19)	0.088 (2)	0.0027 (16)	0.0219 (17)	−0.0092 (17)
C16	0.086 (2)	0.080 (2)	0.098 (3)	0.017 (2)	0.028 (2)	−0.015 (2)
C17	0.066 (2)	0.107 (3)	0.095 (3)	0.011 (2)	0.0290 (19)	−0.017 (2)
C18	0.082 (3)	0.093 (3)	0.162 (4)	−0.013 (2)	0.062 (3)	−0.012 (3)
C19	0.081 (2)	0.067 (2)	0.141 (4)	0.0026 (18)	0.052 (2)	−0.003 (2)
C20	0.078 (2)	0.079 (2)	0.072 (2)	−0.0096 (18)	−0.0133 (17)	0.0051 (17)
C21	0.088 (3)	0.105 (3)	0.084 (2)	−0.007 (2)	−0.006 (2)	0.025 (2)
C22	0.087 (3)	0.142 (4)	0.058 (2)	0.018 (3)	−0.0066 (18)	0.007 (2)
C23	0.091 (3)	0.120 (3)	0.077 (2)	−0.001 (3)	−0.025 (2)	−0.017 (2)
C24	0.068 (2)	0.083 (2)	0.077 (2)	−0.0043 (17)	−0.0117 (17)	−0.0084 (17)
C25	0.092 (3)	0.114 (3)	0.064 (2)	0.019 (2)	0.0086 (18)	−0.006 (2)
C26	0.103 (3)	0.154 (4)	0.061 (2)	0.012 (3)	0.008 (2)	−0.008 (3)
C27	0.102 (3)	0.149 (5)	0.082 (3)	0.005 (3)	−0.006 (2)	0.032 (3)
C28	0.106 (3)	0.098 (3)	0.107 (3)	0.005 (2)	−0.016 (3)	0.021 (3)
C29	0.079 (2)	0.086 (2)	0.078 (2)	0.0018 (19)	−0.0056 (18)	0.0070 (19)
C30	0.105 (5)	0.185 (7)	0.297 (12)	0.007 (5)	0.004 (6)	0.100 (8)
C31	0.139 (6)	0.167 (6)	0.180 (7)	0.011 (5)	−0.054 (5)	0.036 (5)
C32	0.175 (7)	0.211 (8)	0.103 (4)	0.017 (7)	0.010 (5)	0.027 (4)
C33	0.117 (6)	0.293 (11)	0.164 (7)	−0.005 (6)	0.032 (5)	0.031 (8)
C34	0.109 (5)	0.224 (8)	0.132 (5)	0.028 (5)	−0.003 (4)	0.020 (5)
N7	0.140 (4)	0.107 (3)	0.127 (4)	0.000 (3)	0.013 (3)	−0.010 (3)
C35	0.158 (5)	0.116 (4)	0.096 (3)	−0.020 (4)	0.048 (4)	−0.012 (3)
C36	0.140 (4)	0.107 (3)	0.127 (4)	0.000 (3)	0.013 (3)	−0.010 (3)
C37	0.117 (4)	0.115 (4)	0.150 (5)	−0.009 (3)	0.049 (4)	−0.029 (4)

Geometric parameters (Å, º)

Ni—O3	1.993 (2)	C13—H13	0.93
Ni—N2	1.995 (2)	C15—C16	1.369 (5)
Ni—O2	2.0475 (19)	C15—H15	0.93
Ni—N3	2.083 (2)	C16—C17	1.348 (5)
Ni—N4	2.160 (3)	C16—H16	0.93
Ni—N5	2.176 (2)	C17—C18	1.358 (6)
N1—C7	1.341 (4)	C17—H17	0.93
N1—N2	1.386 (3)	C18—C19	1.384 (5)
N2—C8	1.283 (4)	C18—H18	0.93
N3—C15	1.316 (4)	C19—H19	0.93
N3—C19	1.322 (4)	C20—C21	1.367 (5)
N4—C25	1.322 (4)	C20—H20	0.93
N4—C29	1.324 (4)	C21—C22	1.354 (6)
N5—C24	1.325 (4)	C21—H21	0.93
N5—C20	1.328 (4)	C22—C23	1.355 (6)
N6—C34	1.270 (9)	C22—H22	0.93
N6—C30	1.396 (10)	C23—C24	1.359 (5)
O1—C1	1.330 (4)	C23—H23	0.93
O1—H1	0.82	C24—H24	0.93
O2—C7	1.277 (3)	C25—C26	1.392 (6)
O3—C14	1.309 (4)	C25—H25	0.93
C1—C2	1.372 (5)	C26—C27	1.344 (7)
C1—C6	1.410 (4)	C26—H26	0.93
C2—C3	1.372 (6)	C27—C28	1.367 (7)
C2—H2	0.93	C27—H27	0.93
C3—C4	1.354 (6)	C28—C29	1.372 (5)
C3—H3	0.93	C28—H28	0.93
C4—C5	1.368 (5)	C29—H29	0.93
C4—H4	0.93	C30—C31	1.344 (10)
C5—C6	1.378 (4)	C30—H30	0.93
C5—H5	0.93	C31—C32	1.273 (9)
C6—C7	1.472 (4)	C31—H31	0.93
C8—C9	1.435 (4)	C32—C33	1.315 (9)
C8—H8	0.93	C32—H32	0.93
C9—C10	1.417 (4)	C33—C34	1.241 (10)
C9—C14	1.424 (5)	C33—H33	0.93
C10—C11	1.370 (5)	C34—H34	0.93
C10—H10	0.93	N7—C35	1.335 (7)
C11—C12	1.399 (6)	N7—C37	1.342 (7)
C11—H11	0.93	C35—C37^i	1.344 (8)
C12—C13	1.375 (5)	C35—H35	0.93
C12—H12	0.93	C37—C35^i	1.344 (8)
C13—C14	1.416 (4)	C37—H37	0.93
O3—Ni—N2	91.70 (9)	O3—C14—C13	119.2 (3)
O3—Ni—O2	170.75 (8)	O3—C14—C9	124.4 (3)
N2—Ni—O2	79.10 (9)	C13—C14—C9	116.4 (3)
O3—Ni—N3	96.05 (9)	N3—C15—C16	123.8 (3)
N2—Ni—N3	171.75 (9)	N3—C15—H15	118.1
O2—Ni—N3	93.19 (9)	C16—C15—H15	118.1
O3—Ni—N4	89.76 (10)	C17—C16—C15	119.6 (4)
N2—Ni—N4	92.80 (9)	C17—C16—H16	120.2
O2—Ni—N4	89.83 (10)	C15—C16—H16	120.2
N3—Ni—N4	90.08 (10)	C16—C17—C18	118.0 (3)
O3—Ni—N5	90.64 (9)	C16—C17—H17	121.0
N2—Ni—N5	87.96 (9)	C18—C17—H17	121.0
O2—Ni—N5	89.90 (9)	C17—C18—C19	119.3 (4)
N3—Ni—N5	89.11 (9)	C17—C18—H18	120.3
N4—Ni—N5	179.13 (9)	C19—C18—H18	120.3
C7—N1—N2	109.4 (2)	N3—C19—C18	122.8 (4)
C8—N2—N1	118.0 (2)	N3—C19—H19	118.6
C8—N2—Ni	126.4 (2)	C18—C19—H19	118.6
N1—N2—Ni	115.45 (16)	N5—C20—C21	123.3 (3)
C15—N3—C19	116.5 (3)	N5—C20—H20	118.4
C15—N3—Ni	122.9 (2)	C21—C20—H20	118.4
C19—N3—Ni	120.4 (2)	C22—C21—C20	119.4 (4)
C25—N4—C29	116.9 (3)	C22—C21—H21	120.3
C25—N4—Ni	120.1 (3)	C20—C21—H21	120.3
C29—N4—Ni	123.0 (2)	C21—C22—C23	118.0 (4)
C24—N5—C20	116.2 (3)	C21—C22—H22	121.0
C24—N5—Ni	122.0 (2)	C23—C22—H22	121.0
C20—N5—Ni	121.3 (2)	C22—C23—C24	119.7 (4)
C34—N6—C30	118.2 (7)	C22—C23—H23	120.2
C1—O1—H1	109.5	C24—C23—H23	120.2
C7—O2—Ni	109.12 (17)	N5—C24—C23	123.5 (4)
C14—O3—Ni	126.80 (19)	N5—C24—H24	118.3
O1—C1—C2	119.0 (3)	C23—C24—H24	118.3
O1—C1—C6	122.4 (3)	N4—C25—C26	122.4 (4)
C2—C1—C6	118.6 (3)	N4—C25—H25	118.8
C3—C2—C1	121.8 (4)	C26—C25—H25	118.8
C3—C2—H2	119.1	C27—C26—C25	119.5 (4)
C1—C2—H2	119.1	C27—C26—H26	120.2
C4—C3—C2	119.6 (4)	C25—C26—H26	120.2
C4—C3—H3	120.2	C26—C27—C28	118.8 (4)
C2—C3—H3	120.2	C26—C27—H27	120.6
C3—C4—C5	120.0 (4)	C28—C27—H27	120.6
C3—C4—H4	120.0	C27—C28—C29	118.4 (4)
C5—C4—H4	120.0	C27—C28—H28	120.8
C4—C5—C6	121.9 (4)	C29—C28—H28	120.8
C4—C5—H5	119.1	N4—C29—C28	124.0 (4)
C6—C5—H5	119.1	N4—C29—H29	118.0
C5—C6—C1	118.1 (3)	C28—C29—H29	118.0
C5—C6—C7	119.5 (3)	C31—C30—N6	117.5 (7)
C1—C6—C7	122.4 (3)	C31—C30—H30	121.2
O2—C7—N1	126.3 (3)	N6—C30—H30	121.2
O2—C7—C6	117.5 (3)	C32—C31—C30	119.7 (7)
N1—C7—C6	116.1 (2)	C32—C31—H31	120.2
N2—C8—C9	126.0 (3)	C30—C31—H31	120.2
N2—C8—H8	117.0	C31—C32—C33	119.4 (8)
C9—C8—H8	117.0	C31—C32—H32	120.3
C10—C9—C14	118.8 (3)	C33—C32—H32	120.3
C10—C9—C8	116.8 (3)	C34—C33—C32	123.0 (8)
C14—C9—C8	124.2 (3)	C34—C33—H33	118.5
C11—C10—C9	123.1 (4)	C32—C33—H33	118.5
C11—C10—H10	118.4	C33—C34—N6	121.5 (8)
C9—C10—H10	118.4	C33—C34—H34	119.2
C10—C11—C12	118.3 (4)	N6—C34—H34	119.2
C10—C11—H11	120.9	C35—N7—C37	117.2 (5)
C12—C11—H11	120.9	N7—C35—C37^i	121.6 (5)
C13—C12—C11	120.1 (4)	N7—C35—H35	119.2
C13—C12—H12	120.0	C37^i—C35—H35	119.2
C11—C12—H12	120.0	N7—C37—C35^i	121.3 (5)
C12—C13—C14	123.3 (4)	N7—C37—H37	119.4
C12—C13—H13	118.4	C35^i—C37—H37	119.4
C14—C13—H13	118.4
C7—N1—N2—C8	180.0 (3)	N2—N1—C7—O2	−2.0 (4)
C7—N1—N2—Ni	−4.3 (3)	N2—N1—C7—C6	177.1 (2)
O3—Ni—N2—C8	0.5 (2)	C5—C6—C7—O2	−2.2 (4)
O2—Ni—N2—C8	−178.7 (3)	C1—C6—C7—O2	177.0 (3)
N4—Ni—N2—C8	−89.4 (3)	C5—C6—C7—N1	178.5 (3)
N5—Ni—N2—C8	91.1 (2)	C1—C6—C7—N1	−2.3 (4)
O3—Ni—N2—N1	−174.80 (18)	N1—N2—C8—C9	178.9 (3)
O2—Ni—N2—N1	6.07 (18)	Ni—N2—C8—C9	3.8 (4)
N4—Ni—N2—N1	95.35 (19)	N2—C8—C9—C10	172.6 (3)
N5—Ni—N2—N1	−84.22 (19)	N2—C8—C9—C14	−3.5 (5)
O3—Ni—N3—C15	26.0 (3)	C14—C9—C10—C11	−0.3 (5)
O2—Ni—N3—C15	−154.4 (3)	C8—C9—C10—C11	−176.6 (3)
N4—Ni—N3—C15	115.7 (3)	C9—C10—C11—C12	0.0 (6)
N5—Ni—N3—C15	−64.6 (3)	C10—C11—C12—C13	−0.4 (7)
O3—Ni—N3—C19	−158.3 (3)	C11—C12—C13—C14	1.0 (6)
O2—Ni—N3—C19	21.3 (3)	Ni—O3—C14—C13	−171.6 (2)
N4—Ni—N3—C19	−68.5 (3)	Ni—O3—C14—C9	8.3 (4)
N5—Ni—N3—C19	111.2 (3)	C12—C13—C14—O3	178.6 (3)
O3—Ni—N4—C25	40.4 (3)	C12—C13—C14—C9	−1.3 (5)
N2—Ni—N4—C25	132.1 (3)	C10—C9—C14—O3	−179.0 (3)
O2—Ni—N4—C25	−148.9 (3)	C8—C9—C14—O3	−3.0 (5)
N3—Ni—N4—C25	−55.7 (3)	C10—C9—C14—C13	0.9 (4)
O3—Ni—N4—C29	−137.7 (3)	C8—C9—C14—C13	176.9 (3)
N2—Ni—N4—C29	−46.0 (3)	C19—N3—C15—C16	1.3 (6)
O2—Ni—N4—C29	33.1 (3)	Ni—N3—C15—C16	177.2 (3)
N3—Ni—N4—C29	126.3 (3)	N3—C15—C16—C17	−0.8 (6)
O3—Ni—N5—C24	−179.8 (3)	C15—C16—C17—C18	0.0 (7)
N2—Ni—N5—C24	88.5 (3)	C16—C17—C18—C19	0.2 (8)
O2—Ni—N5—C24	9.5 (3)	C15—N3—C19—C18	−1.0 (7)
N3—Ni—N5—C24	−83.7 (3)	Ni—N3—C19—C18	−177.0 (4)
O3—Ni—N5—C20	8.4 (3)	C17—C18—C19—N3	0.3 (8)
N2—Ni—N5—C20	−83.3 (3)	C24—N5—C20—C21	−0.9 (5)
O2—Ni—N5—C20	−162.4 (3)	Ni—N5—C20—C21	171.4 (3)
N3—Ni—N5—C20	104.4 (3)	N5—C20—C21—C22	0.3 (6)
N2—Ni—O2—C7	−6.51 (19)	C20—C21—C22—C23	0.3 (7)
N3—Ni—O2—C7	170.54 (19)	C21—C22—C23—C24	−0.3 (7)
N4—Ni—O2—C7	−99.39 (19)	C20—N5—C24—C23	0.9 (5)
N5—Ni—O2—C7	81.44 (19)	Ni—N5—C24—C23	−171.4 (3)
N2—Ni—O3—C14	−6.4 (2)	C22—C23—C24—N5	−0.3 (7)
N3—Ni—O3—C14	176.5 (2)	C29—N4—C25—C26	0.0 (6)
N4—Ni—O3—C14	86.4 (2)	Ni—N4—C25—C26	−178.2 (3)
N5—Ni—O3—C14	−94.3 (2)	N4—C25—C26—C27	−0.4 (7)
O1—C1—C2—C3	178.6 (4)	C25—C26—C27—C28	0.5 (8)
C6—C1—C2—C3	−2.1 (6)	C26—C27—C28—C29	−0.3 (7)
C1—C2—C3—C4	−0.2 (7)	C25—N4—C29—C28	0.2 (6)
C2—C3—C4—C5	1.7 (7)	Ni—N4—C29—C28	178.3 (3)
C3—C4—C5—C6	−0.9 (7)	C27—C28—C29—N4	−0.1 (7)
C4—C5—C6—C1	−1.4 (6)	C34—N6—C30—C31	−5.5 (11)
C4—C5—C6—C7	177.8 (4)	N6—C30—C31—C32	−1.7 (12)
O1—C1—C6—C5	−177.9 (3)	C30—C31—C32—C33	6.6 (14)
C2—C1—C6—C5	2.8 (5)	C31—C32—C33—C34	−4.6 (17)
O1—C1—C6—C7	2.9 (5)	C32—C33—C34—N6	−3.1 (17)
C2—C1—C6—C7	−176.4 (3)	C30—N6—C34—C33	7.9 (14)
Ni—O2—C7—N1	6.9 (4)	C37—N7—C35—C37^i	0.4 (10)
Ni—O2—C7—C6	−172.3 (2)	C35—N7—C37—C35^i	−0.4 (9)

Symmetry code: (i) −x+1, −y+1, −z+1.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1···N1	0.82	1.82	2.549 (3)	147
C16—H16···O1^ii	0.93	2.58	3.356 (5)	141
C20—H20···O3	0.93	2.43	3.022 (4)	121
C24—H24···O2	0.93	2.47	3.030 (4)	119
C19—H19···O2	0.93	2.52	3.059 (4)	118

Symmetry code: (ii) x−1/2, −y+1/2, z+1/2.