{1,1'-[2,2-Dimethyl-propane-1,3-diylbis(nitrilo-methyl-idyne)]di-2-naphtholato}nickel(II).

In the title Schiff base complex, [Ni(C(27)H(24)N(2)O(2))], the Ni(II) atom shows a slightly distorted square-planar geometry. The dihedral angle between the mean planes of the two aromatic rings is 6.16 (6)°. In the crystal, pairs of inter-molecular weak C-H⋯O hydrogen bonds link neighboring mol-ecules into a chain along the a axis. The crystal structure is further stabilized by two inter-molecular π-π inter-actions with centroid-centroid distances of 3.7252 (13) and 3.8323 (13) Å.

Related literature

For bond-length data, see: Allen et al. (1987 ▶). For background to Schiff base–metal complexes, see: Granovski et al. (1993 ▶); Blower et al. (1998 ▶); Elmali et al. (2000 ▶).

Experimental

Crystal data

[Ni(C27H24N2O2)]

M = 467.19

Triclinic,

a = 7.5016 (2) Å

b = 11.3583 (3) Å

c = 13.0173 (3) Å

α = 87.846 (2)°

β = 89.496 (1)°

γ = 76.196 (1)°

V = 1076.35 (5) Å3

Z = 2

Mo Kα radiation

μ = 0.93 mm−1

T = 296 K

0.45 × 0.23 × 0.12 mm

Data collection

Bruker SMART APEXII CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2005 ▶) T min = 0.680, T max = 0.897

23454 measured reflections

5293 independent reflections

3802 reflections with I > 2σ(I)

R int = 0.034

Refinement

R[F 2 > 2σ(F 2)] = 0.033

wR(F 2) = 0.085

S = 1.02

5293 reflections

289 parameters

H-atom parameters constrained

Δρmax = 0.23 e Å−3

Δρmin = −0.28 e Å−3

Data collection: APEX2 (Bruker, 2005 ▶); cell refinement: SAINT (Bruker, 2005 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and PLATON (Spek, 2009 ▶).

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810007373/bq2198sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810007373/bq2198Isup2.hkl

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

[Ni(C27H24N2O2)]	Z = 2
Mr = 467.19	F(000) = 488
Triclinic, P1	Dx = 1.442 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.5016 (2) Å	Cell parameters from 7107 reflections
b = 11.3583 (3) Å	θ = 2.4–28.2°
c = 13.0173 (3) Å	µ = 0.93 mm−1
α = 87.846 (2)°	T = 296 K
β = 89.496 (1)°	Block, red
γ = 76.196 (1)°	0.45 × 0.23 × 0.12 mm
V = 1076.35 (5) Å3

Bruker SMART APEXII CCD area-detector diffractometer	5293 independent reflections
Radiation source: fine-focus sealed tube	3802 reflections with I > 2σ(I)
graphite	Rint = 0.034
φ and ω scans	θmax = 28.3°, θmin = 2.5°
Absorption correction: multi-scan (SADABS; Bruker, 2005)	h = −9→10
Tmin = 0.680, Tmax = 0.897	k = −15→15
23454 measured reflections	l = −17→17

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)] = 0.033	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.085	H-atom parameters constrained
S = 1.02	w = 1/[σ2(Fo2) + (0.0358P)2 + 0.2515P] where P = (Fo2 + 2Fc2)/3
5293 reflections	(Δ/σ)max = 0.002
289 parameters	Δρmax = 0.23 e Å−3
0 restraints	Δρmin = −0.28 e Å−3

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 > 2sigma(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.

	x	y	z	Uiso*/Ueq
Ni1	0.25048 (3)	1.00150 (2)	−0.002820 (16)	0.03427 (8)
O1	0.22183 (18)	1.16579 (11)	0.01506 (9)	0.0429 (3)
O2	0.20302 (18)	1.04717 (11)	−0.13928 (9)	0.0417 (3)
N1	0.30698 (19)	0.96456 (13)	0.13543 (11)	0.0351 (3)
N2	0.26661 (19)	0.83899 (13)	−0.02841 (10)	0.0337 (3)
C1	0.1646 (2)	1.22188 (16)	0.09929 (14)	0.0376 (4)
C2	0.1041 (3)	1.35083 (18)	0.09098 (15)	0.0473 (5)
H2A	0.1129	1.3909	0.0282	0.057*
C3	0.0340 (3)	1.41573 (19)	0.17329 (17)	0.0528 (5)
H3A	−0.0049	1.4997	0.1655	0.063*
C4	0.0180 (3)	1.35973 (19)	0.27082 (15)	0.0468 (5)
C5	−0.0599 (3)	1.4277 (2)	0.35586 (19)	0.0611 (6)
H5A	−0.1016	1.5114	0.3481	0.073*
C6	−0.0747 (3)	1.3721 (3)	0.44875 (19)	0.0672 (7)
H6A	−0.1248	1.4179	0.5043	0.081*
C7	−0.0150 (3)	1.2469 (3)	0.46062 (16)	0.0607 (6)
H7A	−0.0265	1.2091	0.5241	0.073*
C8	0.0610 (3)	1.1785 (2)	0.37951 (15)	0.0503 (5)
H8A	0.0988	1.0947	0.3887	0.060*
C9	0.0826 (2)	1.23247 (18)	0.28295 (14)	0.0410 (4)
C10	0.1613 (2)	1.16358 (17)	0.19568 (13)	0.0365 (4)
C11	0.2568 (2)	1.03958 (17)	0.20838 (13)	0.0373 (4)
H11A	0.2857	1.0099	0.2752	0.045*
C12	0.4315 (2)	0.84660 (16)	0.15985 (14)	0.0395 (4)
H12A	0.4724	0.8452	0.2305	0.047*
H12B	0.5387	0.8369	0.1159	0.047*
C13	0.3433 (3)	0.73967 (16)	0.14614 (14)	0.0402 (4)
C14	0.2095 (3)	0.76569 (17)	0.05547 (13)	0.0405 (4)
H14A	0.1980	0.6893	0.0288	0.049*
H14B	0.0896	0.8079	0.0798	0.049*
C15	0.3060 (2)	0.79094 (16)	−0.11691 (13)	0.0357 (4)
H15A	0.3179	0.7077	−0.1198	0.043*
C16	0.3326 (2)	0.85414 (16)	−0.21032 (13)	0.0334 (4)
C17	0.4069 (2)	0.78886 (16)	−0.30034 (13)	0.0349 (4)
C18	0.4910 (3)	0.66487 (18)	−0.29783 (15)	0.0467 (5)
H18A	0.5003	0.6210	−0.2355	0.056*
C19	0.5602 (3)	0.6063 (2)	−0.38503 (17)	0.0543 (5)
H19A	0.6147	0.5236	−0.3810	0.065*
C20	0.5499 (3)	0.6689 (2)	−0.47890 (16)	0.0553 (6)
H20A	0.5966	0.6284	−0.5377	0.066*
C21	0.4713 (3)	0.7895 (2)	−0.48451 (15)	0.0490 (5)
H21A	0.4645	0.8314	−0.5477	0.059*
C22	0.3996 (2)	0.85265 (17)	−0.39621 (13)	0.0385 (4)
C23	0.3185 (3)	0.97905 (18)	−0.40085 (14)	0.0437 (4)
H23A	0.3093	1.0209	−0.4641	0.052*
C24	0.2541 (3)	1.04042 (17)	−0.31591 (13)	0.0418 (4)
H24A	0.2027	1.1234	−0.3219	0.050*
C25	0.2638 (2)	0.98001 (16)	−0.21745 (13)	0.0345 (4)
C26	0.2337 (3)	0.7194 (2)	0.24235 (16)	0.0643 (6)
H26A	0.1385	0.7910	0.2535	0.096*
H26B	0.3141	0.7027	0.3008	0.096*
H26C	0.1798	0.6519	0.2330	0.096*
C27	0.4978 (3)	0.6277 (2)	0.1266 (2)	0.0680 (7)
H27A	0.5647	0.6425	0.0662	0.102*
H27B	0.4465	0.5592	0.1168	0.102*
H27C	0.5793	0.6113	0.1846	0.102*

	U11	U22	U33	U12	U13	U23
Ni1	0.04204 (14)	0.03339 (13)	0.02735 (13)	−0.00840 (9)	0.00091 (9)	−0.00494 (9)
O1	0.0599 (8)	0.0363 (7)	0.0329 (7)	−0.0114 (6)	0.0073 (6)	−0.0074 (5)
O2	0.0568 (8)	0.0342 (7)	0.0299 (6)	−0.0021 (6)	0.0002 (6)	−0.0039 (5)
N1	0.0380 (8)	0.0368 (8)	0.0313 (8)	−0.0099 (7)	0.0004 (6)	−0.0037 (6)
N2	0.0391 (8)	0.0354 (8)	0.0276 (7)	−0.0105 (6)	−0.0005 (6)	−0.0014 (6)
C1	0.0387 (9)	0.0386 (10)	0.0374 (10)	−0.0116 (8)	0.0002 (7)	−0.0094 (8)
C2	0.0562 (12)	0.0402 (11)	0.0469 (11)	−0.0134 (9)	0.0001 (9)	−0.0071 (9)
C3	0.0546 (12)	0.0410 (11)	0.0629 (14)	−0.0090 (10)	−0.0027 (10)	−0.0165 (10)
C4	0.0404 (10)	0.0527 (12)	0.0483 (12)	−0.0096 (9)	0.0003 (8)	−0.0236 (10)
C5	0.0497 (12)	0.0629 (15)	0.0685 (16)	−0.0042 (11)	0.0026 (11)	−0.0362 (13)
C6	0.0504 (13)	0.096 (2)	0.0538 (15)	−0.0083 (13)	0.0074 (10)	−0.0419 (14)
C7	0.0506 (12)	0.091 (2)	0.0405 (12)	−0.0154 (13)	0.0052 (9)	−0.0209 (12)
C8	0.0456 (11)	0.0685 (14)	0.0376 (11)	−0.0138 (10)	0.0017 (8)	−0.0140 (10)
C9	0.0319 (9)	0.0539 (12)	0.0391 (10)	−0.0115 (8)	−0.0010 (7)	−0.0177 (9)
C10	0.0355 (9)	0.0435 (10)	0.0329 (9)	−0.0125 (8)	0.0004 (7)	−0.0113 (8)
C11	0.0387 (9)	0.0454 (11)	0.0294 (9)	−0.0125 (8)	−0.0002 (7)	−0.0048 (8)
C12	0.0404 (10)	0.0402 (10)	0.0363 (10)	−0.0063 (8)	−0.0045 (8)	−0.0014 (8)
C13	0.0485 (11)	0.0368 (10)	0.0352 (10)	−0.0102 (9)	−0.0012 (8)	0.0023 (8)
C14	0.0496 (11)	0.0424 (10)	0.0336 (10)	−0.0193 (9)	0.0020 (8)	−0.0008 (8)
C15	0.0395 (9)	0.0326 (9)	0.0360 (10)	−0.0098 (8)	−0.0021 (7)	−0.0038 (8)
C16	0.0348 (9)	0.0371 (10)	0.0294 (9)	−0.0100 (8)	−0.0010 (7)	−0.0043 (7)
C17	0.0334 (9)	0.0414 (10)	0.0317 (9)	−0.0118 (8)	−0.0014 (7)	−0.0060 (8)
C18	0.0531 (12)	0.0439 (11)	0.0412 (11)	−0.0070 (9)	0.0023 (9)	−0.0063 (9)
C19	0.0575 (13)	0.0458 (12)	0.0558 (14)	−0.0030 (10)	0.0071 (10)	−0.0158 (10)
C20	0.0583 (13)	0.0654 (15)	0.0435 (12)	−0.0148 (11)	0.0142 (10)	−0.0235 (11)
C21	0.0558 (12)	0.0631 (14)	0.0321 (10)	−0.0212 (11)	0.0073 (9)	−0.0093 (9)
C22	0.0397 (10)	0.0471 (11)	0.0313 (9)	−0.0148 (8)	0.0004 (7)	−0.0075 (8)
C23	0.0534 (11)	0.0492 (12)	0.0297 (9)	−0.0150 (9)	−0.0035 (8)	0.0023 (8)
C24	0.0522 (11)	0.0379 (10)	0.0343 (10)	−0.0087 (9)	−0.0045 (8)	−0.0003 (8)
C25	0.0372 (9)	0.0373 (10)	0.0297 (9)	−0.0093 (8)	−0.0022 (7)	−0.0054 (7)
C26	0.0814 (16)	0.0800 (17)	0.0403 (12)	−0.0387 (14)	0.0001 (11)	0.0106 (11)
C27	0.0766 (16)	0.0431 (13)	0.0787 (17)	−0.0029 (12)	−0.0123 (13)	−0.0017 (11)

Ni1—O2	1.8453 (12)	C12—H12B	0.9700
Ni1—O1	1.8501 (12)	C13—C27	1.530 (3)
Ni1—N1	1.8617 (14)	C13—C14	1.530 (2)
Ni1—N2	1.8632 (14)	C13—C26	1.532 (3)
O1—C1	1.306 (2)	C14—H14A	0.9700
O2—C25	1.308 (2)	C14—H14B	0.9700
N1—C11	1.293 (2)	C15—C16	1.426 (2)
N1—C12	1.464 (2)	C15—H15A	0.9300
N2—C15	1.295 (2)	C16—C25	1.399 (2)
N2—C14	1.470 (2)	C16—C17	1.446 (2)
C1—C10	1.399 (3)	C17—C18	1.398 (3)
C1—C2	1.426 (3)	C17—C22	1.414 (2)
C2—C3	1.354 (3)	C18—C19	1.372 (3)
C2—H2A	0.9300	C18—H18A	0.9300
C3—C4	1.416 (3)	C19—C20	1.384 (3)
C3—H3A	0.9300	C19—H19A	0.9300
C4—C9	1.414 (3)	C20—C21	1.356 (3)
C4—C5	1.414 (3)	C20—H20A	0.9300
C5—C6	1.359 (3)	C21—C22	1.411 (2)
C5—H5A	0.9300	C21—H21A	0.9300
C6—C7	1.388 (3)	C22—C23	1.419 (3)
C6—H6A	0.9300	C23—C24	1.353 (2)
C7—C8	1.372 (3)	C23—H23A	0.9300
C7—H7A	0.9300	C24—C25	1.425 (2)
C8—C9	1.403 (3)	C24—H24A	0.9300
C8—H8A	0.9300	C26—H26A	0.9600
C9—C10	1.444 (2)	C26—H26B	0.9600
C10—C11	1.424 (3)	C26—H26C	0.9600
C11—H11A	0.9300	C27—H27A	0.9600
C12—C13	1.532 (2)	C27—H27B	0.9600
C12—H12A	0.9700	C27—H27C	0.9600
O2—Ni1—O1	84.48 (5)	C14—C13—C12	110.48 (14)
O2—Ni1—N1	175.84 (6)	C27—C13—C26	110.90 (18)
O1—Ni1—N1	92.08 (6)	C14—C13—C26	107.42 (16)
O2—Ni1—N2	92.02 (6)	C12—C13—C26	110.25 (16)
O1—Ni1—N2	175.83 (6)	N2—C14—C13	113.35 (14)
N1—Ni1—N2	91.51 (6)	N2—C14—H14A	108.9
C1—O1—Ni1	125.17 (12)	C13—C14—H14A	108.9
C25—O2—Ni1	125.40 (11)	N2—C14—H14B	108.9
C11—N1—C12	118.80 (15)	C13—C14—H14B	108.9
C11—N1—Ni1	124.30 (13)	H14A—C14—H14B	107.7
C12—N1—Ni1	116.62 (11)	N2—C15—C16	125.85 (16)
C15—N2—C14	118.61 (15)	N2—C15—H15A	117.1
C15—N2—Ni1	124.48 (12)	C16—C15—H15A	117.1
C14—N2—Ni1	116.51 (11)	C25—C16—C15	118.56 (15)
O1—C1—C10	124.15 (17)	C25—C16—C17	120.04 (16)
O1—C1—C2	116.95 (17)	C15—C16—C17	120.90 (16)
C10—C1—C2	118.90 (17)	C18—C17—C22	117.34 (16)
C3—C2—C1	120.88 (19)	C18—C17—C16	123.42 (16)
C3—C2—H2A	119.6	C22—C17—C16	119.22 (16)
C1—C2—H2A	119.6	C19—C18—C17	121.63 (19)
C2—C3—C4	122.0 (2)	C19—C18—H18A	119.2
C2—C3—H3A	119.0	C17—C18—H18A	119.2
C4—C3—H3A	119.0	C18—C19—C20	120.7 (2)
C9—C4—C5	119.5 (2)	C18—C19—H19A	119.6
C9—C4—C3	118.73 (17)	C20—C19—H19A	119.6
C5—C4—C3	121.8 (2)	C21—C20—C19	119.53 (19)
C6—C5—C4	120.9 (2)	C21—C20—H20A	120.2
C6—C5—H5A	119.6	C19—C20—H20A	120.2
C4—C5—H5A	119.6	C20—C21—C22	121.19 (19)
C5—C6—C7	119.9 (2)	C20—C21—H21A	119.4
C5—C6—H6A	120.0	C22—C21—H21A	119.4
C7—C6—H6A	120.0	C21—C22—C17	119.57 (18)
C8—C7—C6	120.6 (2)	C21—C22—C23	121.76 (18)
C8—C7—H7A	119.7	C17—C22—C23	118.68 (16)
C6—C7—H7A	119.7	C24—C23—C22	121.89 (17)
C7—C8—C9	121.3 (2)	C24—C23—H23A	119.1
C7—C8—H8A	119.3	C22—C23—H23A	119.1
C9—C8—H8A	119.3	C23—C24—C25	121.08 (18)
C8—C9—C4	117.77 (18)	C23—C24—H24A	119.5
C8—C9—C10	122.98 (19)	C25—C24—H24A	119.5
C4—C9—C10	119.22 (18)	O2—C25—C16	124.25 (16)
C1—C10—C11	118.64 (16)	O2—C25—C24	116.85 (16)
C1—C10—C9	120.05 (18)	C16—C25—C24	118.88 (16)
C11—C10—C9	120.84 (17)	C13—C26—H26A	109.5
N1—C11—C10	125.94 (17)	C13—C26—H26B	109.5
N1—C11—H11A	117.0	H26A—C26—H26B	109.5
C10—C11—H11A	117.0	C13—C26—H26C	109.5
N1—C12—C13	113.23 (14)	H26A—C26—H26C	109.5
N1—C12—H12A	108.9	H26B—C26—H26C	109.5
C13—C12—H12A	108.9	C13—C27—H27A	109.5
N1—C12—H12B	108.9	C13—C27—H27B	109.5
C13—C12—H12B	108.9	H27A—C27—H27B	109.5
H12A—C12—H12B	107.7	C13—C27—H27C	109.5
C27—C13—C14	110.24 (16)	H27A—C27—H27C	109.5
C27—C13—C12	107.57 (17)	H27B—C27—H27C	109.5
O2—Ni1—O1—C1	151.46 (15)	C9—C10—C11—N1	168.37 (17)
N1—Ni1—O1—C1	−30.88 (15)	C11—N1—C12—C13	114.41 (18)
O1—Ni1—O2—C25	151.58 (14)	Ni1—N1—C12—C13	−71.51 (17)
N2—Ni1—O2—C25	−30.68 (14)	N1—C12—C13—C27	155.32 (16)
O1—Ni1—N1—C11	24.19 (15)	N1—C12—C13—C14	35.0 (2)
N2—Ni1—N1—C11	−153.69 (15)	N1—C12—C13—C26	−83.63 (19)
O1—Ni1—N1—C12	−149.53 (12)	C15—N2—C14—C13	115.85 (17)
N2—Ni1—N1—C12	32.58 (12)	Ni1—N2—C14—C13	−71.04 (18)
O2—Ni1—N2—C15	23.74 (14)	C27—C13—C14—N2	−85.4 (2)
N1—Ni1—N2—C15	−154.06 (14)	C12—C13—C14—N2	33.4 (2)
O2—Ni1—N2—C14	−148.93 (12)	C26—C13—C14—N2	153.68 (16)
N1—Ni1—N2—C14	33.28 (12)	C14—N2—C15—C16	168.55 (16)
Ni1—O1—C1—C10	17.2 (2)	Ni1—N2—C15—C16	−4.0 (2)
Ni1—O1—C1—C2	−163.52 (13)	N2—C15—C16—C25	−18.9 (3)
O1—C1—C2—C3	176.67 (17)	N2—C15—C16—C17	169.17 (16)
C10—C1—C2—C3	−4.0 (3)	C25—C16—C17—C18	174.81 (17)
C1—C2—C3—C4	0.3 (3)	C15—C16—C17—C18	−13.4 (3)
C2—C3—C4—C9	2.0 (3)	C25—C16—C17—C22	−3.5 (2)
C2—C3—C4—C5	−178.28 (19)	C15—C16—C17—C22	168.25 (16)
C9—C4—C5—C6	−0.5 (3)	C22—C17—C18—C19	−1.5 (3)
C3—C4—C5—C6	179.7 (2)	C16—C17—C18—C19	−179.85 (18)
C4—C5—C6—C7	−0.8 (3)	C17—C18—C19—C20	0.4 (3)
C5—C6—C7—C8	0.7 (3)	C18—C19—C20—C21	0.3 (3)
C6—C7—C8—C9	0.8 (3)	C19—C20—C21—C22	0.0 (3)
C7—C8—C9—C4	−2.0 (3)	C20—C21—C22—C17	−1.1 (3)
C7—C8—C9—C10	−179.83 (18)	C20—C21—C22—C23	179.44 (19)
C5—C4—C9—C8	1.9 (3)	C18—C17—C22—C21	1.8 (2)
C3—C4—C9—C8	−178.36 (18)	C16—C17—C22—C21	−179.80 (16)
C5—C4—C9—C10	179.77 (17)	C18—C17—C22—C23	−178.73 (17)
C3—C4—C9—C10	−0.5 (3)	C16—C17—C22—C23	−0.3 (2)
O1—C1—C10—C11	12.5 (3)	C21—C22—C23—C24	−178.18 (18)
C2—C1—C10—C11	−166.77 (16)	C17—C22—C23—C24	2.3 (3)
O1—C1—C10—C9	−175.30 (16)	C22—C23—C24—C25	−0.5 (3)
C2—C1—C10—C9	5.5 (2)	Ni1—O2—C25—C16	17.6 (2)
C8—C9—C10—C1	174.51 (17)	Ni1—O2—C25—C24	−163.95 (12)
C4—C9—C10—C1	−3.3 (2)	C15—C16—C25—O2	11.7 (3)
C8—C9—C10—C11	−13.4 (3)	C17—C16—C25—O2	−176.29 (15)
C4—C9—C10—C11	168.79 (16)	C15—C16—C25—C24	−166.67 (16)
C12—N1—C11—C10	169.46 (16)	C17—C16—C25—C24	5.3 (2)
Ni1—N1—C11—C10	−4.1 (2)	C23—C24—C25—O2	178.13 (17)
C1—C10—C11—N1	−19.5 (3)	C23—C24—C25—C16	−3.3 (3)

D—H···A	D—H	H···A	D···A	D—H···A
C12—H12B···O1i	0.97	2.46	3.422 (2)	171
C14—H14B···O2ii	0.97	2.54	3.502 (2)	170

Ni1—O2	1.8453 (12)
Ni1—O1	1.8501 (12)
Ni1—N1	1.8617 (14)
Ni1—N2	1.8632 (14)

O2—Ni1—O1	84.48 (5)
O1—Ni1—N1	92.08 (6)
O2—Ni1—N2	92.02 (6)
N1—Ni1—N2	91.51 (6)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C12—H12B⋯O1i	0.97	2.46	3.422 (2)	171
C14—H14B⋯O2ii	0.97	2.54	3.502 (2)	170

Symmetry codes: (i) ; (ii) .