{1,1'-[Butane-1,4-diylbis(nitrilo-methyl-idyne)]di-2-naphtho-lato}copper(II) ethanol monosolvate.

The asymmetric unit of the title compound, [Cu(C(26)H(22)N(2)O(2))]·C(2)H(5)OH, comprises a Schiff base complex and an ethanol mol-ecule of crystallization. The Cu(II) atom shows a distorted square-planar geometry. The dihedral angle between the two aromatic rings is 48.16 (13)°. The crystal structure is stabilized by inter-molecular O-H⋯O and C-H⋯O hydrogen bonds and inter-molecular π-π inter-actions with centroid-centroid distances in the range 3.485 (2)-3.845 (3) Å.

Related literature

For standard values of bond lengths, 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 ▶); Kargar et al. (2010 ▶).

Experimental

Crystal data

[Cu(C26H22N2O2)]·C2H6O

M = 504.06

Monoclinic,

a = 13.468 (3) Å

b = 22.606 (5) Å

c = 15.831 (3) Å

β = 95.84 (3)°

V = 4794.9 (17) Å3

Z = 8

Mo Kα radiation

μ = 0.94 mm−1

T = 296 K

0.42 × 0.26 × 0.22 mm

Data collection

Stoe IPDS II image plate diffractometer

Absorption correction: multi-scan (MULABS in PLATON; Spek, 2009 ▶) T min = 0.973, T max = 1.000

9868 measured reflections

4655 independent reflections

3110 reflections with I > 2σ(I)

R int = 0.053

Refinement

R[F 2 > 2σ(F 2)] = 0.057

wR(F 2) = 0.126

S = 1.04

4655 reflections

308 parameters

H-atom parameters constrained

Δρmax = 0.55 e Å−3

Δρmin = −0.29 e Å−3

Data collection: X-AREA (Stoe & Cie, 2005 ▶); cell refinement: X-AREA; data reduction: X-RED32 (Stoe & Cie, 2005 ▶); 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/S1600536810053183/jh2247sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810053183/jh2247Isup2.hkl

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

[Cu(C26H22N2O2)]·C2H6O	F(000) = 2104
Mr = 504.06	Dx = 1.397 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 10437 reflections
a = 13.468 (3) Å	θ = 1.8–29.6°
b = 22.606 (5) Å	µ = 0.94 mm−1
c = 15.831 (3) Å	T = 296 K
β = 95.84 (3)°	Block, dark-green
V = 4794.9 (17) Å3	0.42 × 0.26 × 0.22 mm
Z = 8

Stoe IPDS II image plate diffractometer	4655 independent reflections
Radiation source: fine-focus sealed tube	3110 reflections with I > 2σ(I)
graphite	Rint = 0.053
Detector resolution: 0.15 mm pixels mm-1	θmax = 26.0°, θmin = 1.8°
ω scans	h = −16→16
Absorption correction: multi-scan (MULABS in PLATON; Spek, 2009)	k = −27→27
Tmin = 0.973, Tmax = 1.000	l = −14→19
9868 measured reflections

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)] = 0.057	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.126	H-atom parameters constrained
S = 1.04	w = 1/[σ2(Fo2) + (0.0612P)2] where P = (Fo2 + 2Fc2)/3
4655 reflections	(Δ/σ)max = 0.001
308 parameters	Δρmax = 0.55 e Å−3
0 restraints	Δρmin = −0.29 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
Cu1	0.99074 (3)	0.39671 (2)	0.13736 (3)	0.03967 (16)
O1	1.09554 (19)	0.34050 (11)	0.13087 (19)	0.0462 (7)
O2	1.0912 (2)	0.45001 (11)	0.18187 (19)	0.0475 (7)
N1	0.8934 (2)	0.33537 (13)	0.1535 (2)	0.0402 (8)
N2	0.9081 (2)	0.45888 (13)	0.08166 (19)	0.0368 (7)
C1	1.0894 (3)	0.28282 (16)	0.1258 (2)	0.0370 (9)
C2	1.1777 (3)	0.25202 (17)	0.1090 (3)	0.0465 (10)
H2A	1.2354	0.2734	0.1025	0.056*
C3	1.1793 (3)	0.19265 (17)	0.1022 (3)	0.0475 (10)
H3A	1.2376	0.1741	0.0895	0.057*
C4	1.0948 (3)	0.15794 (16)	0.1140 (3)	0.0419 (9)
C5	1.0986 (3)	0.09535 (18)	0.1096 (3)	0.0535 (11)
H5A	1.1573	0.0769	0.0977	0.064*
C6	1.0179 (4)	0.06193 (19)	0.1226 (3)	0.0627 (13)
H6A	1.0216	0.0209	0.1195	0.075*
C7	0.9301 (4)	0.08883 (17)	0.1405 (3)	0.0596 (13)
H7A	0.8752	0.0658	0.1502	0.072*
C8	0.9236 (3)	0.14926 (17)	0.1440 (3)	0.0506 (11)
H8A	0.8636	0.1665	0.1549	0.061*
C9	1.0052 (3)	0.18599 (17)	0.1315 (2)	0.0380 (8)
C10	1.0024 (3)	0.25057 (16)	0.1367 (3)	0.0372 (8)
C11	0.9126 (3)	0.27942 (16)	0.1541 (2)	0.0395 (9)
H11A	0.8612	0.2548	0.1676	0.047*
C12	0.7936 (3)	0.35263 (18)	0.1772 (3)	0.0470 (10)
H12A	0.8013	0.3864	0.2151	0.056*
H12B	0.7670	0.3203	0.2082	0.056*
C13	0.7198 (3)	0.3680 (2)	0.1035 (3)	0.0630 (13)
H13A	0.6532	0.3625	0.1204	0.076*
H13B	0.7278	0.3403	0.0579	0.076*
C14	0.7270 (3)	0.4312 (2)	0.0682 (3)	0.0595 (12)
H14A	0.6686	0.4387	0.0285	0.071*
H14B	0.7256	0.4590	0.1147	0.071*
C15	0.8183 (3)	0.4431 (2)	0.0241 (3)	0.0486 (10)
H15A	0.8331	0.4082	−0.0079	0.058*
H15B	0.8039	0.4751	−0.0160	0.058*
C16	0.9315 (3)	0.51465 (16)	0.0851 (2)	0.0359 (8)
H16A	0.8889	0.5400	0.0524	0.043*
C17	1.0155 (2)	0.54158 (15)	0.1335 (2)	0.0320 (8)
C18	1.0243 (3)	0.60666 (17)	0.1334 (2)	0.0346 (8)
C19	0.9549 (3)	0.64393 (17)	0.0881 (3)	0.0437 (10)
H19A	0.9002	0.6277	0.0557	0.052*
C20	0.9669 (4)	0.70446 (19)	0.0913 (3)	0.0589 (12)
H20A	0.9195	0.7286	0.0615	0.071*
C21	1.0488 (4)	0.7300 (2)	0.1382 (4)	0.0707 (15)
H21A	1.0564	0.7709	0.1391	0.085*
C22	1.1174 (3)	0.69509 (19)	0.1827 (3)	0.0584 (12)
H22A	1.1716	0.7123	0.2148	0.070*
C23	1.1074 (3)	0.63268 (17)	0.1808 (3)	0.0406 (9)
C24	1.1801 (3)	0.59615 (17)	0.2255 (3)	0.0441 (9)
H24A	1.2346	0.6138	0.2566	0.053*
C25	1.1733 (3)	0.53693 (17)	0.2245 (3)	0.0429 (9)
H25A	1.2232	0.5144	0.2540	0.052*
C26	1.0900 (3)	0.50794 (16)	0.1786 (2)	0.0362 (8)
O3	1.2478 (2)	0.40229 (16)	0.0561 (2)	0.0741 (10)
H1	1.2027	0.3859	0.0872	0.111*
C27	1.3277 (4)	0.4255 (3)	0.1075 (4)	0.0863 (18)
H27A	1.3024	0.4447	0.1557	0.104*
H27B	1.3594	0.4556	0.0758	0.104*
C28	1.4013 (6)	0.3832 (4)	0.1383 (5)	0.131 (3)
H28A	1.4506	0.4021	0.1774	0.197*
H28B	1.4328	0.3673	0.0915	0.197*
H28C	1.3702	0.3519	0.1668	0.197*

	U11	U22	U33	U12	U13	U23
Cu1	0.0315 (2)	0.0356 (2)	0.0519 (3)	−0.0033 (2)	0.00417 (19)	0.0020 (3)
O1	0.0345 (14)	0.0385 (15)	0.066 (2)	−0.0025 (12)	0.0089 (14)	−0.0030 (13)
O2	0.0387 (15)	0.0332 (14)	0.067 (2)	−0.0018 (12)	−0.0109 (14)	0.0052 (13)
N1	0.0309 (16)	0.0389 (17)	0.052 (2)	−0.0010 (13)	0.0092 (15)	0.0013 (15)
N2	0.0295 (16)	0.0404 (17)	0.0401 (19)	−0.0068 (13)	0.0021 (14)	−0.0015 (14)
C1	0.0316 (18)	0.035 (2)	0.045 (2)	0.0009 (15)	0.0031 (17)	−0.0003 (17)
C2	0.032 (2)	0.044 (2)	0.064 (3)	−0.0017 (16)	0.0079 (19)	0.003 (2)
C3	0.035 (2)	0.045 (2)	0.063 (3)	0.0073 (17)	0.006 (2)	−0.003 (2)
C4	0.043 (2)	0.037 (2)	0.045 (2)	−0.0006 (17)	0.0026 (18)	−0.0003 (17)
C5	0.053 (2)	0.041 (2)	0.066 (3)	0.006 (2)	0.005 (2)	−0.005 (2)
C6	0.075 (3)	0.032 (2)	0.081 (4)	−0.004 (2)	0.011 (3)	−0.005 (2)
C7	0.059 (3)	0.034 (2)	0.087 (4)	−0.0127 (19)	0.011 (3)	−0.009 (2)
C8	0.047 (2)	0.040 (2)	0.066 (3)	−0.0065 (19)	0.008 (2)	−0.002 (2)
C9	0.038 (2)	0.0394 (19)	0.037 (2)	−0.0013 (17)	0.0034 (17)	−0.0035 (18)
C10	0.035 (2)	0.0358 (18)	0.041 (2)	−0.0052 (16)	0.0022 (17)	−0.0029 (18)
C11	0.0342 (19)	0.041 (2)	0.044 (2)	−0.0055 (16)	0.0071 (17)	0.0002 (17)
C12	0.038 (2)	0.045 (2)	0.061 (3)	0.0015 (18)	0.017 (2)	0.000 (2)
C13	0.038 (2)	0.065 (3)	0.086 (4)	−0.013 (2)	0.002 (2)	0.007 (3)
C14	0.042 (2)	0.072 (3)	0.062 (3)	−0.002 (2)	−0.006 (2)	−0.001 (2)
C15	0.039 (2)	0.058 (3)	0.045 (3)	−0.0073 (19)	−0.0100 (19)	−0.001 (2)
C16	0.0298 (19)	0.040 (2)	0.038 (2)	0.0009 (16)	0.0029 (17)	0.0031 (16)
C17	0.0258 (18)	0.0373 (19)	0.033 (2)	−0.0036 (14)	0.0047 (16)	0.0020 (16)
C18	0.0326 (16)	0.0403 (19)	0.0318 (19)	−0.0016 (17)	0.0084 (15)	−0.0026 (18)
C19	0.043 (2)	0.039 (2)	0.048 (3)	0.0026 (18)	0.000 (2)	0.0033 (18)
C20	0.057 (3)	0.042 (2)	0.076 (3)	0.003 (2)	0.000 (3)	0.009 (2)
C21	0.074 (3)	0.038 (2)	0.099 (4)	−0.007 (2)	0.001 (3)	0.003 (3)
C22	0.048 (3)	0.046 (2)	0.079 (4)	−0.009 (2)	0.000 (2)	−0.007 (2)
C23	0.039 (2)	0.043 (2)	0.041 (2)	−0.0053 (17)	0.0078 (18)	−0.0022 (18)
C24	0.038 (2)	0.046 (2)	0.047 (2)	−0.0073 (18)	−0.0022 (17)	−0.0042 (19)
C25	0.035 (2)	0.044 (2)	0.049 (3)	−0.0023 (17)	−0.0026 (18)	0.0040 (18)
C26	0.0293 (18)	0.038 (2)	0.042 (2)	−0.0029 (15)	0.0075 (17)	−0.0005 (17)
O3	0.0546 (19)	0.092 (3)	0.077 (2)	−0.013 (2)	0.0114 (17)	0.008 (2)
C27	0.075 (4)	0.075 (4)	0.110 (5)	−0.018 (3)	0.012 (4)	−0.020 (3)
C28	0.099 (5)	0.142 (7)	0.143 (8)	0.010 (5)	−0.033 (5)	0.022 (6)

Cu1—O2	1.893 (3)	C13—H13B	0.9700
Cu1—O1	1.910 (3)	C14—C15	1.498 (6)
Cu1—N1	1.943 (3)	C14—H14A	0.9700
Cu1—N2	1.947 (3)	C14—H14B	0.9700
O1—C1	1.308 (4)	C15—H15A	0.9700
O2—C26	1.311 (4)	C15—H15B	0.9700
N1—C11	1.291 (5)	C16—C17	1.436 (5)
N1—C12	1.485 (4)	C16—H16A	0.9300
N2—C16	1.299 (4)	C17—C26	1.397 (5)
N2—C15	1.481 (5)	C17—C18	1.476 (5)
C1—C10	1.405 (5)	C18—C19	1.400 (5)
C1—C2	1.427 (5)	C18—C23	1.411 (5)
C2—C3	1.347 (5)	C19—C20	1.378 (6)
C2—H2A	0.9300	C19—H19A	0.9300
C3—C4	1.411 (5)	C20—C21	1.391 (7)
C3—H3A	0.9300	C20—H20A	0.9300
C4—C9	1.415 (5)	C21—C22	1.357 (7)
C4—C5	1.418 (5)	C21—H21A	0.9300
C5—C6	1.356 (6)	C22—C23	1.417 (6)
C5—H5A	0.9300	C22—H22A	0.9300
C6—C7	1.384 (6)	C23—C24	1.414 (5)
C6—H6A	0.9300	C24—C25	1.342 (5)
C7—C8	1.370 (6)	C24—H24A	0.9300
C7—H7A	0.9300	C25—C26	1.431 (5)
C8—C9	1.406 (5)	C25—H25A	0.9300
C8—H8A	0.9300	O3—C27	1.384 (6)
C9—C10	1.463 (5)	O3—H1	0.9000
C10—C11	1.426 (5)	C27—C28	1.427 (8)
C11—H11A	0.9300	C27—H27A	0.9700
C12—C13	1.495 (6)	C27—H27B	0.9700
C12—H12A	0.9700	C28—H28A	0.9600
C12—H12B	0.9700	C28—H28B	0.9600
C13—C14	1.541 (6)	C28—H28C	0.9600
C13—H13A	0.9700
O2—Cu1—O1	86.54 (12)	C15—C14—C13	114.9 (4)
O2—Cu1—N1	150.64 (14)	C15—C14—H14A	108.6
O1—Cu1—N1	92.55 (12)	C13—C14—H14A	108.6
O2—Cu1—N2	93.61 (12)	C15—C14—H14B	108.6
O1—Cu1—N2	147.92 (13)	C13—C14—H14B	108.6
N1—Cu1—N2	102.26 (13)	H14A—C14—H14B	107.5
C1—O1—Cu1	128.6 (2)	N2—C15—C14	114.5 (4)
C26—O2—Cu1	128.0 (3)	N2—C15—H15A	108.6
C11—N1—C12	116.2 (3)	C14—C15—H15A	108.6
C11—N1—Cu1	124.3 (3)	N2—C15—H15B	108.6
C12—N1—Cu1	119.1 (2)	C14—C15—H15B	108.6
C16—N2—C15	116.0 (3)	H15A—C15—H15B	107.6
C16—N2—Cu1	123.8 (3)	N2—C16—C17	127.4 (4)
C15—N2—Cu1	119.8 (2)	N2—C16—H16A	116.3
O1—C1—C10	124.0 (3)	C17—C16—H16A	116.3
O1—C1—C2	116.7 (3)	C26—C17—C16	121.9 (3)
C10—C1—C2	119.4 (3)	C26—C17—C18	119.3 (3)
C3—C2—C1	121.4 (4)	C16—C17—C18	118.8 (3)
C3—C2—H2A	119.3	C19—C18—C23	118.2 (4)
C1—C2—H2A	119.3	C19—C18—C17	123.4 (3)
C2—C3—C4	121.6 (4)	C23—C18—C17	118.4 (3)
C2—C3—H3A	119.2	C20—C19—C18	120.6 (4)
C4—C3—H3A	119.2	C20—C19—H19A	119.7
C3—C4—C9	119.5 (3)	C18—C19—H19A	119.7
C3—C4—C5	121.0 (4)	C19—C20—C21	121.0 (5)
C9—C4—C5	119.5 (4)	C19—C20—H20A	119.5
C6—C5—C4	121.0 (4)	C21—C20—H20A	119.5
C6—C5—H5A	119.5	C22—C21—C20	119.8 (4)
C4—C5—H5A	119.5	C22—C21—H21A	120.1
C5—C6—C7	120.0 (4)	C20—C21—H21A	120.1
C5—C6—H6A	120.0	C21—C22—C23	120.6 (4)
C7—C6—H6A	120.0	C21—C22—H22A	119.7
C8—C7—C6	120.4 (4)	C23—C22—H22A	119.7
C8—C7—H7A	119.8	C18—C23—C24	119.6 (3)
C6—C7—H7A	119.8	C18—C23—C22	119.7 (4)
C7—C8—C9	121.9 (4)	C24—C23—C22	120.7 (4)
C7—C8—H8A	119.0	C25—C24—C23	122.2 (4)
C9—C8—H8A	119.0	C25—C24—H24A	118.9
C8—C9—C4	117.1 (4)	C23—C24—H24A	118.9
C8—C9—C10	123.9 (4)	C24—C25—C26	120.8 (4)
C4—C9—C10	119.0 (3)	C24—C25—H25A	119.6
C1—C10—C11	121.4 (3)	C26—C25—H25A	119.6
C1—C10—C9	119.0 (3)	O2—C26—C17	124.7 (3)
C11—C10—C9	119.6 (3)	O2—C26—C25	115.6 (4)
N1—C11—C10	128.3 (3)	C17—C26—C25	119.7 (3)
N1—C11—H11A	115.8	C27—O3—H1	111.3
C10—C11—H11A	115.8	O3—C27—C28	114.8 (5)
N1—C12—C13	114.3 (4)	O3—C27—H27A	108.6
N1—C12—H12A	108.7	C28—C27—H27A	108.6
C13—C12—H12A	108.7	O3—C27—H27B	108.6
N1—C12—H12B	108.7	C28—C27—H27B	108.6
C13—C12—H12B	108.7	H27A—C27—H27B	107.6
H12A—C12—H12B	107.6	C27—C28—H28A	109.5
C12—C13—C14	115.9 (4)	C27—C28—H28B	109.5
C12—C13—H13A	108.3	H28A—C28—H28B	109.5
C14—C13—H13A	108.3	C27—C28—H28C	109.5
C12—C13—H13B	108.3	H28A—C28—H28C	109.5
C14—C13—H13B	108.3	H28B—C28—H28C	109.5
H13A—C13—H13B	107.4
O2—Cu1—O1—C1	160.0 (3)	C4—C9—C10—C11	179.8 (4)
N1—Cu1—O1—C1	9.4 (3)	C12—N1—C11—C10	−178.0 (4)
N2—Cu1—O1—C1	−108.7 (4)	Cu1—N1—C11—C10	−5.7 (6)
O1—Cu1—O2—C26	153.9 (3)	C1—C10—C11—N1	7.9 (7)
N1—Cu1—O2—C26	−117.1 (3)	C9—C10—C11—N1	−173.2 (4)
N2—Cu1—O2—C26	6.0 (3)	C11—N1—C12—C13	−101.9 (4)
O2—Cu1—N1—C11	−89.3 (4)	Cu1—N1—C12—C13	85.4 (4)
O1—Cu1—N1—C11	−1.9 (3)	N1—C12—C13—C14	−81.5 (5)
N2—Cu1—N1—C11	149.5 (3)	C12—C13—C14—C15	69.1 (5)
O2—Cu1—N1—C12	82.7 (4)	C16—N2—C15—C14	−102.7 (4)
O1—Cu1—N1—C12	170.2 (3)	Cu1—N2—C15—C14	83.6 (4)
N2—Cu1—N1—C12	−38.4 (3)	C13—C14—C15—N2	−83.3 (5)
O2—Cu1—N2—C16	−0.6 (3)	C15—N2—C16—C17	−178.3 (3)
O1—Cu1—N2—C16	−89.9 (4)	Cu1—N2—C16—C17	−4.8 (5)
N1—Cu1—N2—C16	154.5 (3)	N2—C16—C17—C26	6.2 (6)
O2—Cu1—N2—C15	172.5 (3)	N2—C16—C17—C18	−175.4 (3)
O1—Cu1—N2—C15	83.3 (3)	C26—C17—C18—C19	178.1 (3)
N1—Cu1—N2—C15	−32.3 (3)	C16—C17—C18—C19	−0.3 (5)
Cu1—O1—C1—C10	−9.7 (6)	C26—C17—C18—C23	−1.3 (5)
Cu1—O1—C1—C2	170.9 (3)	C16—C17—C18—C23	−179.7 (3)
O1—C1—C2—C3	−179.8 (4)	C23—C18—C19—C20	−1.1 (6)
C10—C1—C2—C3	0.8 (6)	C17—C18—C19—C20	179.4 (4)
C1—C2—C3—C4	−1.9 (7)	C18—C19—C20—C21	1.0 (7)
C2—C3—C4—C9	1.4 (7)	C19—C20—C21—C22	−0.9 (8)
C2—C3—C4—C5	−177.8 (4)	C20—C21—C22—C23	1.0 (8)
C3—C4—C5—C6	178.7 (4)	C19—C18—C23—C24	−178.4 (3)
C9—C4—C5—C6	−0.5 (7)	C17—C18—C23—C24	1.1 (5)
C4—C5—C6—C7	0.0 (8)	C19—C18—C23—C22	1.2 (5)
C5—C6—C7—C8	1.0 (8)	C17—C18—C23—C22	−179.4 (4)
C6—C7—C8—C9	−1.4 (8)	C21—C22—C23—C18	−1.1 (7)
C7—C8—C9—C4	0.8 (7)	C21—C22—C23—C24	178.4 (5)
C7—C8—C9—C10	−178.4 (4)	C18—C23—C24—C25	0.0 (6)
C3—C4—C9—C8	−179.1 (4)	C22—C23—C24—C25	−179.5 (4)
C5—C4—C9—C8	0.1 (6)	C23—C24—C25—C26	−1.0 (6)
C3—C4—C9—C10	0.2 (6)	Cu1—O2—C26—C17	−6.3 (5)
C5—C4—C9—C10	179.4 (4)	Cu1—O2—C26—C25	174.7 (3)
O1—C1—C10—C11	0.3 (6)	C16—C17—C26—O2	−0.3 (6)
C2—C1—C10—C11	179.7 (4)	C18—C17—C26—O2	−178.6 (3)
O1—C1—C10—C9	−178.6 (4)	C16—C17—C26—C25	178.7 (3)
C2—C1—C10—C9	0.8 (6)	C18—C17—C26—C25	0.4 (5)
C8—C9—C10—C1	178.0 (4)	C24—C25—C26—O2	179.8 (4)
C4—C9—C10—C1	−1.2 (6)	C24—C25—C26—C17	0.7 (6)
C8—C9—C10—C11	−1.0 (6)

D—H···A	D—H	H···A	D···A	D—H···A
O3—H1···O1	0.90	1.95	2.837 (4)	167
C12—H12A···O2i	0.97	2.52	3.395 (5)	150

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3—H1⋯O1	0.90	1.95	2.837 (4)	167
C12—H12A⋯O2i	0.97	2.52	3.395 (5)	150

Symmetry code: (i) .