3-(1,3-Di-phenyl-propan-2-yl)-4-methyl-6-phenyl-isoxazolo[3,4-d]pyridazin-7(6H)-one.

In the title compound, C27H23N3O2, the geminal benzyl groups branching out from the methine adjacent to the isoxazole group are both syn-oriented to the methyl group of the pyridazinone moiety, as reflected by C-C distances of 3.812 (2) and 4.369 (2) Å between the methyl carbon and the nearest ring carbon of each benzyl group. This kind of conformation is retained in CDCl3 solution, as evidenced by distinct phenyl-shielding effects on the (1)H NMR signals of the methyl H atoms. The isoxazolo[3,4-d]pyridazin ring system is virtually planar (r.m.s. deviation from planarity = 0.031 Å), but the N-bonded phenyl group is inclined to the former by an ring-ring angle of 55.05 (3)°. In the crystal, the T-shaped mol-ecules are arranged in an inter-locked fashion, forming rod-like assemblies along [10-1]. The mol-ecules are held together by unremarkable weak C-H⋯N, C-H⋯O and C-H⋯π inter-actions (C-O,N,C > 3.4 A), while significant π-π-stacking inter-actions are absent.

Related literature

For chemistry of isoxazolo[3,4-d]pyridazinone preparation, see: Renzi & Dal Piaz (1965 ▶). For deprotonation with sodium alkoxides, see: Dal Piaz et al. (1975 ▶); Chimichi et al. (1986 ▶). For the rearrangement of the isoxazolo[3,4-d]pyridazinone ring system to pyrazole, see: Dal Piaz et al. (1985 ▶). For isoxazole lateral metalation, see: Natale & Niou (1984 ▶); Natale et al. (1985 ▶); Niou & Natale (1986 ▶); Schlicksupp & Natale (1987 ▶). For recent applications of lateral metalation and electrophilic quenching of isoxazoles to targets of biological inter­est, see: Nakamura et al. (2010 ▶); Hulubei et al. (2012 ▶). For a review of the lateral metalation and electrophilic quenching of isoxazoles, see: Natale & Mirzaei (1993 ▶).

Experimental

Crystal data

C27H23N3O2

M = 421.48

Triclinic,

a = 7.5163 (4) Å

b = 9.6774 (5) Å

c = 15.9053 (8) Å

α = 86.798 (1)°

β = 83.512 (1)°

γ = 69.385 (1)°

V = 1075.75 (10) Å3

Z = 2

Cu Kα radiation

μ = 0.66 mm−1

T = 100 K

0.40 × 0.22 × 0.19 mm

Data collection

Bruker D8 Venture PHOTON 100 CMOS diffractometer

Absorption correction: numerical (SADABS; Bruker, 2012 ▶) T min = 0.80, T max = 0.89

12012 measured reflections

3714 independent reflections

3597 reflections with I > 2σ(I)

R int = 0.017

Refinement

R[F 2 > 2σ(F 2)] = 0.032

wR(F 2) = 0.078

S = 1.03

3714 reflections

313 parameters

86 restraints

Only H-atom displacement parameters refined

Δρmax = 0.22 e Å−3

Δρmin = −0.14 e Å−3

Data collection: SMART (Bruker, 2012 ▶); cell refinement: SAINT (Bruker, 2012 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: Mercury (Macrae et al., 2008 ▶); software used to prepare material for publication: publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S160053681302802X/qk2060sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S160053681302802X/qk2060Isup2.hkl

Click here for additional data file.

Supplementary material file. DOI: 10.1107/S160053681302802X/qk2060Isup3.cml

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

C27H23N3O2	Z = 2
Mr = 421.48	F(000) = 444
Triclinic, P1	calculated from global refinement
Hall symbol: -P 1	Dx = 1.301 Mg m−3
a = 7.5163 (4) Å	Cu Kα radiation, λ = 1.54178 Å
b = 9.6774 (5) Å	Cell parameters from 9923 reflections
c = 15.9053 (8) Å	θ = 2.8–68.4°
α = 86.798 (1)°	µ = 0.66 mm−1
β = 83.512 (1)°	T = 100 K
γ = 69.385 (1)°	Prism, clear light yellow
V = 1075.75 (10) Å3	0.40 × 0.22 × 0.19 mm

Bruker D8 Venture PHOTON 100 CMOS diffractometer	3714 independent reflections
Radiation source: Cu Kα	3597 reflections with I > 2σ(I)
Mirrors monochromator	Rint = 0.017
Detector resolution: 10.4167 pixels mm-1	θmax = 66.6°, θmin = 2.8°
ω and phi scans	h = −8→3
Absorption correction: numerical (SADABS; Bruker, 2012)	k = −11→11
Tmin = 0.80, Tmax = 0.89	l = −18→18
12012 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)] = 0.032	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.078	Only H-atom displacement parameters refined
S = 1.03	w = 1/[σ2(Fo2) + (0.0352P)2 + 0.337P] where P = (Fo2 + 2Fc2)/3
3714 reflections	(Δ/σ)max < 0.001
313 parameters	Δρmax = 0.22 e Å−3
86 restraints	Δρmin = −0.14 e Å−3
0 constraints

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.

	x	y	z	Uiso*/Ueq
O1	0.00502 (11)	0.47448 (8)	0.64153 (5)	0.02756 (18)
N1	0.15001 (13)	0.33590 (10)	0.65000 (6)	0.0270 (2)
C1	0.25346 (14)	0.36020 (11)	0.70485 (6)	0.0222 (2)
C2	0.42780 (15)	0.24940 (11)	0.73381 (6)	0.0226 (2)
O2	0.49243 (11)	0.11970 (8)	0.71482 (5)	0.02828 (18)
N2	0.51293 (12)	0.31237 (9)	0.78613 (5)	0.02217 (19)
N3	0.44085 (12)	0.45480 (9)	0.81882 (5)	0.0235 (2)
C3	0.28457 (14)	0.54911 (11)	0.79389 (6)	0.0224 (2)
C4	0.18507 (14)	0.50724 (11)	0.73305 (6)	0.0217 (2)
C5	0.02762 (15)	0.57547 (12)	0.69057 (6)	0.0232 (2)
C6	0.69832 (14)	0.22965 (11)	0.81342 (7)	0.0224 (2)
C7	0.85159 (15)	0.16976 (11)	0.75336 (7)	0.0260 (2)
H7	0.8334	0.1771	0.6949	0.030 (3)*
C8	1.03243 (15)	0.09880 (12)	0.77969 (7)	0.0278 (2)
H8	1.1385	0.0572	0.739	0.034 (3)*
C9	1.05866 (16)	0.08840 (12)	0.86484 (7)	0.0284 (2)
H9	1.1823	0.0391	0.8826	0.033 (3)*
C10	0.90441 (16)	0.15001 (12)	0.92425 (7)	0.0273 (2)
H10	0.9229	0.1434	0.9827	0.032 (3)*
C11	0.72289 (15)	0.22140 (11)	0.89891 (7)	0.0248 (2)
H11	0.6171	0.264	0.9396	0.025 (3)*
C12	0.21729 (16)	0.69938 (12)	0.83066 (8)	0.0295 (2)
H12A	0.3036	0.7028	0.8717	0.039 (4)*
H12B	0.0879	0.7216	0.8591	0.039 (4)*
H12C	0.2161	0.7725	0.7854	0.043 (4)*
C13	−0.11611 (15)	0.72853 (12)	0.68583 (7)	0.0255 (2)
H13	−0.0688	0.7945	0.7162	0.019 (3)*
C14	−0.31156 (15)	0.73629 (12)	0.73267 (7)	0.0279 (2)
H14A	−0.4109	0.831	0.7186	0.032 (3)*
H14B	−0.3481	0.6549	0.7141	0.029 (3)*
C15	−0.29925 (14)	0.72404 (12)	0.82684 (7)	0.0256 (2)
C16	−0.24282 (15)	0.58718 (12)	0.86891 (7)	0.0280 (2)
H16	−0.222	0.5	0.8387	0.028 (3)*
C17	−0.21682 (16)	0.57717 (13)	0.95421 (7)	0.0306 (3)
H17	−0.1802	0.4835	0.9822	0.038 (4)*
C18	−0.24399 (15)	0.70303 (13)	0.99886 (7)	0.0302 (3)
H18	−0.2237	0.6958	1.0571	0.034 (3)*
C19	−0.30114 (15)	0.83994 (13)	0.95784 (7)	0.0296 (2)
H19	−0.3209	0.9268	0.9882	0.032 (3)*
C20	−0.32932 (15)	0.85002 (12)	0.87290 (7)	0.0278 (2)
H20	−0.3697	0.9442	0.8456	0.034 (3)*
C21	−0.12730 (16)	0.78383 (13)	0.59301 (7)	0.0302 (3)
H21A	−0.1683	0.7183	0.5602	0.029 (3)*
H21B	−0.2235	0.8846	0.5907	0.038 (4)*
C22	0.13242 (17)	0.89367 (13)	0.57720 (7)	0.0308 (3)
H22	0.0532	0.9691	0.6146	0.037 (4)*
C23	0.31273 (18)	0.89326 (13)	0.54685 (7)	0.0336 (3)
H23	0.357	0.9668	0.5641	0.039 (4)*
C24	0.42832 (17)	0.78538 (14)	0.49126 (7)	0.0343 (3)
H24	0.5519	0.7848	0.47	0.039 (4)*
C25	0.36233 (18)	0.67858 (14)	0.46702 (7)	0.0355 (3)
H25	0.4407	0.6048	0.4285	0.046 (4)*
C26	0.18236 (18)	0.67824 (13)	0.49847 (7)	0.0322 (3)
H26	0.1394	0.6036	0.4817	0.036 (3)*
C27	0.06465 (16)	0.78583 (12)	0.55409 (7)	0.0271 (2)

	U11	U22	U33	U12	U13	U23
O1	0.0275 (4)	0.0247 (4)	0.0302 (4)	−0.0066 (3)	−0.0104 (3)	0.0004 (3)
N1	0.0273 (5)	0.0231 (5)	0.0295 (5)	−0.0062 (4)	−0.0071 (4)	0.0001 (4)
C1	0.0238 (5)	0.0218 (5)	0.0219 (5)	−0.0093 (4)	−0.0024 (4)	0.0019 (4)
C2	0.0245 (5)	0.0203 (5)	0.0230 (5)	−0.0085 (4)	−0.0019 (4)	0.0013 (4)
O2	0.0309 (4)	0.0197 (4)	0.0334 (4)	−0.0068 (3)	−0.0064 (3)	−0.0008 (3)
N2	0.0219 (4)	0.0175 (4)	0.0257 (4)	−0.0045 (3)	−0.0044 (3)	0.0001 (3)
N3	0.0227 (4)	0.0194 (4)	0.0273 (5)	−0.0057 (3)	−0.0033 (3)	−0.0016 (3)
C3	0.0203 (5)	0.0218 (5)	0.0249 (5)	−0.0074 (4)	−0.0030 (4)	0.0017 (4)
C4	0.0218 (5)	0.0200 (5)	0.0229 (5)	−0.0075 (4)	−0.0013 (4)	0.0021 (4)
C5	0.0232 (5)	0.0241 (5)	0.0236 (5)	−0.0094 (4)	−0.0042 (4)	0.0017 (4)
C6	0.0216 (5)	0.0163 (5)	0.0296 (5)	−0.0063 (4)	−0.0059 (4)	0.0031 (4)
C7	0.0282 (6)	0.0219 (5)	0.0261 (5)	−0.0065 (4)	−0.0039 (4)	0.0013 (4)
C8	0.0244 (5)	0.0222 (5)	0.0336 (6)	−0.0045 (4)	−0.0011 (4)	−0.0012 (4)
C9	0.0241 (5)	0.0215 (5)	0.0383 (6)	−0.0049 (4)	−0.0097 (4)	0.0030 (4)
C10	0.0300 (6)	0.0238 (5)	0.0283 (6)	−0.0083 (4)	−0.0089 (4)	0.0037 (4)
C11	0.0249 (5)	0.0219 (5)	0.0273 (5)	−0.0081 (4)	−0.0027 (4)	0.0013 (4)
C12	0.0243 (5)	0.0244 (6)	0.0389 (6)	−0.0051 (4)	−0.0086 (5)	−0.0052 (5)
C13	0.0237 (5)	0.0230 (5)	0.0295 (6)	−0.0065 (4)	−0.0082 (4)	0.0033 (4)
C14	0.0224 (5)	0.0244 (6)	0.0363 (6)	−0.0064 (4)	−0.0080 (4)	0.0026 (4)
C15	0.0171 (5)	0.0251 (5)	0.0349 (6)	−0.0078 (4)	−0.0035 (4)	0.0023 (4)
C16	0.0235 (5)	0.0232 (5)	0.0387 (6)	−0.0097 (4)	−0.0046 (4)	0.0010 (5)
C17	0.0270 (6)	0.0267 (6)	0.0391 (6)	−0.0116 (4)	−0.0044 (5)	0.0081 (5)
C18	0.0246 (5)	0.0354 (6)	0.0303 (6)	−0.0111 (5)	−0.0002 (4)	0.0022 (5)
C19	0.0230 (5)	0.0274 (6)	0.0365 (6)	−0.0072 (4)	0.0013 (4)	−0.0040 (5)
C20	0.0210 (5)	0.0214 (5)	0.0384 (6)	−0.0050 (4)	−0.0018 (4)	0.0033 (4)
C21	0.0293 (6)	0.0295 (6)	0.0318 (6)	−0.0084 (5)	−0.0124 (5)	0.0076 (5)
C22	0.0362 (6)	0.0266 (6)	0.0277 (6)	−0.0081 (5)	−0.0059 (5)	0.0013 (4)
C23	0.0416 (7)	0.0345 (6)	0.0302 (6)	−0.0188 (5)	−0.0100 (5)	0.0050 (5)
C24	0.0332 (6)	0.0421 (7)	0.0279 (6)	−0.0138 (5)	−0.0056 (5)	0.0075 (5)
C25	0.0425 (7)	0.0348 (7)	0.0256 (6)	−0.0099 (5)	−0.0003 (5)	−0.0002 (5)
C26	0.0437 (7)	0.0307 (6)	0.0251 (5)	−0.0153 (5)	−0.0088 (5)	0.0018 (4)
C27	0.0304 (6)	0.0271 (6)	0.0235 (5)	−0.0081 (4)	−0.0116 (4)	0.0078 (4)

O1—C5	1.3506 (13)	C13—H13	1.0
O1—N1	1.4100 (11)	C14—C15	1.5067 (16)
N1—C1	1.3138 (14)	C14—H14A	0.99
C1—C4	1.4122 (14)	C14—H14B	0.99
C1—C2	1.4734 (14)	C15—C20	1.3937 (16)
C2—O2	1.2176 (13)	C15—C16	1.3968 (15)
C2—N2	1.3873 (13)	C16—C17	1.3857 (17)
N2—N3	1.3979 (12)	C16—H16	0.95
N2—C6	1.4434 (13)	C17—C18	1.3851 (17)
N3—C3	1.2961 (13)	C17—H17	0.95
C3—C4	1.4425 (15)	C18—C19	1.3898 (16)
C3—C12	1.4909 (15)	C18—H18	0.95
C4—C5	1.3688 (15)	C19—C20	1.3839 (17)
C5—C13	1.4986 (14)	C19—H19	0.95
C6—C7	1.3851 (15)	C20—H20	0.95
C6—C11	1.3869 (15)	C21—C27	1.5105 (16)
C7—C8	1.3906 (16)	C21—H21A	0.99
C7—H7	0.95	C21—H21B	0.99
C8—C9	1.3835 (16)	C22—C23	1.3850 (17)
C8—H8	0.95	C22—C27	1.3940 (16)
C9—C10	1.3861 (16)	C22—H22	0.95
C9—H9	0.95	C23—C24	1.3847 (18)
C10—C11	1.3895 (15)	C23—H23	0.95
C10—H10	0.95	C24—C25	1.3825 (18)
C11—H11	0.95	C24—H24	0.95
C12—H12A	0.98	C25—C26	1.3893 (18)
C12—H12B	0.98	C25—H25	0.95
C12—H12C	0.98	C26—C27	1.3881 (16)
C13—C21	1.5431 (15)	C26—H26	0.95
C13—C14	1.5492 (15)
C5—O1—N1	110.86 (8)	C14—C13—H13	107.2
C1—N1—O1	103.37 (8)	C15—C14—C13	109.92 (8)
N1—C1—C4	113.41 (9)	C15—C14—H14A	109.7
N1—C1—C2	124.88 (9)	C13—C14—H14A	109.7
C4—C1—C2	121.68 (9)	C15—C14—H14B	109.7
O2—C2—N2	123.36 (9)	C13—C14—H14B	109.7
O2—C2—C1	125.71 (10)	H14A—C14—H14B	108.2
N2—C2—C1	110.93 (9)	C20—C15—C16	118.33 (10)
C2—N2—N3	127.80 (8)	C20—C15—C14	119.92 (10)
C2—N2—C6	120.74 (8)	C16—C15—C14	121.55 (10)
N3—N2—C6	111.46 (8)	C17—C16—C15	120.73 (10)
C3—N3—N2	119.61 (9)	C17—C16—H16	119.6
N3—C3—C4	120.23 (9)	C15—C16—H16	119.6
N3—C3—C12	116.70 (9)	C18—C17—C16	120.33 (10)
C4—C3—C12	123.07 (9)	C18—C17—H17	119.8
C5—C4—C1	104.21 (9)	C16—C17—H17	119.8
C5—C4—C3	136.51 (10)	C17—C18—C19	119.48 (11)
C1—C4—C3	119.28 (9)	C17—C18—H18	120.3
O1—C5—C4	108.15 (9)	C19—C18—H18	120.3
O1—C5—C13	115.96 (9)	C20—C19—C18	120.14 (11)
C4—C5—C13	135.89 (10)	C20—C19—H19	119.9
C7—C6—C11	121.11 (10)	C18—C19—H19	119.9
C7—C6—N2	119.36 (9)	C19—C20—C15	120.97 (10)
C11—C6—N2	119.33 (9)	C19—C20—H20	119.5
C6—C7—C8	119.17 (10)	C15—C20—H20	119.5
C6—C7—H7	120.4	C27—C21—C13	110.58 (9)
C8—C7—H7	120.4	C27—C21—H21A	109.5
C9—C8—C7	120.33 (10)	C13—C21—H21A	109.5
C9—C8—H8	119.8	C27—C21—H21B	109.5
C7—C8—H8	119.8	C13—C21—H21B	109.5
C8—C9—C10	119.94 (10)	H21A—C21—H21B	108.1
C8—C9—H9	120.0	C23—C22—C27	121.42 (11)
C10—C9—H9	120.0	C23—C22—H22	119.3
C9—C10—C11	120.40 (10)	C27—C22—H22	119.3
C9—C10—H10	119.8	C24—C23—C22	119.85 (11)
C11—C10—H10	119.8	C24—C23—H23	120.1
C6—C11—C10	119.05 (10)	C22—C23—H23	120.1
C6—C11—H11	120.5	C25—C24—C23	119.42 (11)
C10—C11—H11	120.5	C25—C24—H24	120.3
C3—C12—H12A	109.5	C23—C24—H24	120.3
C3—C12—H12B	109.5	C24—C25—C26	120.56 (11)
H12A—C12—H12B	109.5	C24—C25—H25	119.7
C3—C12—H12C	109.5	C26—C25—H25	119.7
H12A—C12—H12C	109.5	C27—C26—C25	120.70 (11)
H12B—C12—H12C	109.5	C27—C26—H26	119.6
C5—C13—C21	110.34 (9)	C25—C26—H26	119.6
C5—C13—C14	110.96 (9)	C26—C27—C22	118.05 (11)
C21—C13—C14	113.70 (9)	C26—C27—C21	121.96 (10)
C5—C13—H13	107.2	C22—C27—C21	119.91 (10)
C21—C13—H13	107.2
C5—O1—N1—C1	0.42 (11)	C6—C7—C8—C9	−0.07 (16)
O1—N1—C1—C4	−0.08 (11)	C7—C8—C9—C10	−0.54 (16)
O1—N1—C1—C2	−178.31 (9)	C8—C9—C10—C11	0.47 (16)
N1—C1—C2—O2	−4.53 (17)	C7—C6—C11—C10	−0.83 (16)
C4—C1—C2—O2	177.38 (10)	N2—C6—C11—C10	−175.73 (9)
N1—C1—C2—N2	174.91 (10)	C9—C10—C11—C6	0.20 (16)
C4—C1—C2—N2	−3.18 (13)	O1—C5—C13—C21	−53.31 (12)
O2—C2—N2—N3	−172.66 (9)	C4—C5—C13—C21	125.98 (13)
C1—C2—N2—N3	7.88 (14)	O1—C5—C13—C14	73.63 (11)
O2—C2—N2—C6	7.42 (15)	C4—C5—C13—C14	−107.07 (14)
C1—C2—N2—C6	−172.03 (8)	C5—C13—C14—C15	71.49 (11)
C2—N2—N3—C3	−6.84 (15)	C21—C13—C14—C15	−163.44 (9)
C6—N2—N3—C3	173.09 (9)	C13—C14—C15—C20	86.05 (12)
N2—N3—C3—C4	0.28 (14)	C13—C14—C15—C16	−88.63 (12)
N2—N3—C3—C12	−179.32 (9)	C20—C15—C16—C17	−0.22 (15)
N1—C1—C4—C5	−0.26 (12)	C14—C15—C16—C17	174.54 (10)
C2—C1—C4—C5	178.03 (9)	C15—C16—C17—C18	−0.90 (16)
N1—C1—C4—C3	179.63 (9)	C16—C17—C18—C19	1.23 (16)
C2—C1—C4—C3	−2.08 (15)	C17—C18—C19—C20	−0.44 (16)
N3—C3—C4—C5	−176.42 (11)	C18—C19—C20—C15	−0.69 (16)
C12—C3—C4—C5	3.15 (19)	C16—C15—C20—C19	1.01 (15)
N3—C3—C4—C1	3.73 (15)	C14—C15—C20—C19	−173.84 (10)
C12—C3—C4—C1	−176.70 (10)	C5—C13—C21—C27	−59.69 (12)
N1—O1—C5—C4	−0.60 (11)	C14—C13—C21—C27	174.90 (9)
N1—O1—C5—C13	178.88 (8)	C27—C22—C23—C24	1.06 (17)
C1—C4—C5—O1	0.51 (11)	C22—C23—C24—C25	−0.34 (17)
C3—C4—C5—O1	−179.35 (11)	C23—C24—C25—C26	−0.50 (17)
C1—C4—C5—C13	−178.82 (11)	C24—C25—C26—C27	0.65 (17)
C3—C4—C5—C13	1.3 (2)	C25—C26—C27—C22	0.05 (16)
C2—N2—C6—C7	56.43 (13)	C25—C26—C27—C21	−176.67 (10)
N3—N2—C6—C7	−123.50 (10)	C23—C22—C27—C26	−0.90 (16)
C2—N2—C6—C11	−128.58 (10)	C23—C22—C27—C21	175.88 (10)
N3—N2—C6—C11	51.49 (12)	C13—C21—C27—C26	103.38 (12)
C11—C6—C7—C8	0.76 (16)	C13—C21—C27—C22	−73.27 (12)
N2—C6—C7—C8	175.67 (9)

D—H···A	D—H	H···A	D···A	D—H···A
C26—H26···O1i	0.95	2.61	3.4159 (13)	143
C24—H24···N1ii	0.95	2.73	3.5407 (15)	143
C11—H11···C18iii	0.95	2.78	3.6182 (15)	148

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C26—H26⋯O1i	0.95	2.61	3.4159 (13)	143
C24—H24⋯N1ii	0.95	2.73	3.5407 (15)	143
C11—H11⋯C18iii	0.95	2.78	3.6182 (15)	148

Symmetry codes: (i) ; (ii) ; (iii) .