4-(1-Naphth-yl)benzonitrile.

The title compound, C(17)H(11)N, crystallizes with two mol-ecules in the asymmetric unit which are linked by a weak C-H⋯N hydrogen bond. The dihedral angles between the benzene ring and the naphthalene ring system in the two mol-ecules are 60.28 (3) and 60.79 (3)°. In the crystal, mol-ecules are linked into a three-dimensional network by weak C-H⋯π inter-actions.

Related literature

For the structure of the related compound 1-(3,4,5-trimeth­oxy­phen­yl)naphthalene, see: Suthar et al. (2005 ▶).

Experimental

Crystal data

C17H11N

M = 229.27

Triclinic,

a = 7.3387 (3) Å

b = 11.3461 (5) Å

c = 15.5804 (7) Å

α = 71.237 (2)°

β = 89.981 (2)°

γ = 87.647 (2)°

V = 1227.22 (9) Å3

Z = 4

Mo Kα radiation

μ = 0.07 mm−1

T = 150 K

0.40 × 0.18 × 0.06 mm

Data collection

Bruker SMART APEX diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2004 ▶) T min = 0.972, T max = 0.996

17670 measured reflections

7450 independent reflections

5228 reflections with I > 2σ(I)

R int = 0.029

Refinement

R[F 2 > 2σ(F 2)] = 0.049

wR(F 2) = 0.135

S = 1.02

7450 reflections

325 parameters

H-atom parameters constrained

Δρmax = 0.29 e Å−3

Δρmin = −0.26 e Å−3

Data collection: APEX2 (Bruker, 2004 ▶); cell refinement: APEX2 and SAINT (Bruker, 2004 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶) and OSCAIL (McArdle et al., 2004 ▶); molecular graphics: PLATON (Spek, 2009 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810042108/fl2322sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810042108/fl2322Isup2.hkl

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

C17H11N	Z = 4
Mr = 229.27	F(000) = 480
Triclinic, P1	Dx = 1.241 Mg m−3
a = 7.3387 (3) Å	Mo Kα radiation, λ = 0.71073 Å
b = 11.3461 (5) Å	Cell parameters from 414 reflections
c = 15.5804 (7) Å	θ = 1.4–29.9°
α = 71.237 (2)°	µ = 0.07 mm−1
β = 89.981 (2)°	T = 150 K
γ = 87.647 (2)°	Plate, white
V = 1227.22 (9) Å3	0.40 × 0.18 × 0.06 mm

Bruker SMART APEX diffractometer	7450 independent reflections
Radiation source: fine-focus sealed tube	5228 reflections with I > 2σ(I)
graphite	Rint = 0.029
Detector resolution: 8.33 pixels mm-1	θmax = 30.6°, θmin = 1.4°
ω scans	h = −10→8
Absorption correction: multi-scan (SADABS; Bruker, 2004)	k = −16→16
Tmin = 0.972, Tmax = 0.996	l = −22→22
17670 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)] = 0.049	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.135	H-atom parameters constrained
S = 1.02	w = 1/[σ2(Fo2) + (0.0657P)2 + 0.1709P] where P = (Fo2 + 2Fc2)/3
7450 reflections	(Δ/σ)max = 0.001
325 parameters	Δρmax = 0.29 e Å−3
0 restraints	Δρmin = −0.26 e Å−3

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
C11	0.14757 (16)	0.76418 (10)	0.38598 (8)	0.0221 (2)
C12	0.19777 (17)	0.70862 (11)	0.32255 (8)	0.0269 (3)
H12	0.1340	0.6389	0.3194	0.032*
C13	0.34105 (18)	0.75237 (12)	0.26217 (8)	0.0299 (3)
H13	0.3747	0.7109	0.2200	0.036*
C14	0.43179 (17)	0.85400 (12)	0.26389 (8)	0.0286 (3)
H14	0.5284	0.8831	0.2229	0.034*
C15	0.47043 (18)	1.02562 (12)	0.32668 (9)	0.0309 (3)
H15	0.5666	1.0554	0.2856	0.037*
C16	0.41930 (19)	1.08849 (13)	0.38456 (10)	0.0336 (3)
H16	0.4788	1.1619	0.3832	0.040*
C17	0.27844 (18)	1.04476 (12)	0.44638 (9)	0.0310 (3)
H17	0.2432	1.0889	0.4866	0.037*
C18	0.19164 (17)	0.93904 (11)	0.44906 (8)	0.0255 (3)
H18	0.0974	0.9104	0.4916	0.031*
C19	0.24048 (15)	0.87157 (10)	0.38918 (8)	0.0217 (2)
C110	0.38284 (16)	0.91668 (11)	0.32656 (8)	0.0241 (2)
C111	−0.00642 (16)	0.71497 (10)	0.44700 (8)	0.0222 (2)
C112	0.01541 (17)	0.67331 (11)	0.54144 (8)	0.0261 (3)
H112	0.1317	0.6760	0.5674	0.031*
C113	−0.12902 (17)	0.62850 (11)	0.59737 (8)	0.0269 (3)
H113	−0.1125	0.6014	0.6613	0.032*
C114	−0.29969 (16)	0.62316 (11)	0.55959 (8)	0.0240 (2)
C115	−0.32370 (17)	0.66236 (12)	0.46573 (8)	0.0274 (3)
H115	−0.4395	0.6579	0.4399	0.033*
C116	−0.17772 (17)	0.70781 (12)	0.41035 (8)	0.0269 (3)
H116	−0.1943	0.7346	0.3464	0.032*
C41	−0.45145 (17)	0.57807 (11)	0.61786 (8)	0.0266 (3)
N41	−0.57332 (16)	0.54308 (11)	0.66387 (8)	0.0347 (3)
C21	0.60833 (16)	0.24602 (11)	1.10821 (8)	0.0226 (2)
C22	0.64704 (17)	0.30616 (11)	1.16966 (8)	0.0271 (3)
H22	0.5713	0.3754	1.1711	0.032*
C23	0.79668 (18)	0.26710 (12)	1.23036 (9)	0.0302 (3)
H23	0.8229	0.3116	1.2708	0.036*
C24	0.90385 (17)	0.16564 (12)	1.23120 (8)	0.0291 (3)
H24	1.0043	0.1398	1.2724	0.035*
C25	0.97139 (17)	−0.01063 (12)	1.17380 (9)	0.0308 (3)
H25	1.0713	−0.0375	1.2152	0.037*
C26	0.93146 (18)	−0.07747 (12)	1.11799 (9)	0.0333 (3)
H26	1.0023	−0.1508	1.1213	0.040*
C27	0.78535 (18)	−0.03792 (12)	1.05543 (9)	0.0299 (3)
H27	0.7582	−0.0848	1.0167	0.036*
C28	0.68220 (16)	0.06749 (11)	1.05006 (8)	0.0251 (2)
H28	0.5848	0.0934	1.0071	0.030*
C29	0.71839 (16)	0.13901 (11)	1.10776 (8)	0.0221 (2)
C210	0.86654 (16)	0.09829 (11)	1.17107 (8)	0.0245 (2)
C211	0.44769 (16)	0.29091 (10)	1.04619 (8)	0.0221 (2)
C212	0.46649 (17)	0.33005 (11)	0.95198 (8)	0.0256 (2)
H212	0.5839	0.3271	0.9268	0.031*
C213	0.31684 (17)	0.37292 (11)	0.89494 (8)	0.0255 (2)
H213	0.3310	0.3987	0.8310	0.031*
C214	0.14495 (17)	0.37801 (10)	0.93206 (8)	0.0234 (2)
C215	0.12375 (17)	0.34016 (12)	1.02594 (8)	0.0264 (3)
H215	0.0066	0.3440	1.0511	0.032*
C216	0.27502 (17)	0.29704 (11)	1.08210 (8)	0.0262 (3)
H216	0.2608	0.2713	1.1460	0.031*
C42	−0.01204 (17)	0.42267 (11)	0.87356 (8)	0.0260 (3)
N42	−0.13766 (16)	0.45805 (11)	0.82711 (8)	0.0352 (3)

	U11	U22	U33	U12	U13	U23
C11	0.0239 (5)	0.0214 (5)	0.0193 (5)	0.0010 (4)	0.0004 (4)	−0.0047 (4)
C12	0.0319 (6)	0.0242 (6)	0.0249 (6)	0.0016 (5)	0.0000 (5)	−0.0087 (5)
C13	0.0358 (7)	0.0313 (7)	0.0235 (6)	0.0072 (5)	0.0024 (5)	−0.0112 (5)
C14	0.0270 (6)	0.0335 (7)	0.0221 (6)	0.0040 (5)	0.0053 (5)	−0.0050 (5)
C15	0.0267 (6)	0.0303 (7)	0.0320 (7)	−0.0046 (5)	0.0050 (5)	−0.0047 (5)
C16	0.0328 (7)	0.0277 (7)	0.0409 (8)	−0.0076 (5)	0.0030 (6)	−0.0110 (6)
C17	0.0326 (7)	0.0295 (7)	0.0352 (7)	−0.0030 (5)	0.0030 (6)	−0.0161 (6)
C18	0.0253 (6)	0.0263 (6)	0.0257 (6)	−0.0025 (5)	0.0038 (5)	−0.0091 (5)
C19	0.0212 (5)	0.0224 (5)	0.0201 (5)	0.0016 (4)	−0.0004 (4)	−0.0053 (4)
C110	0.0221 (5)	0.0257 (6)	0.0217 (6)	0.0014 (4)	0.0009 (4)	−0.0041 (5)
C111	0.0253 (6)	0.0193 (5)	0.0215 (5)	−0.0015 (4)	0.0009 (4)	−0.0057 (4)
C112	0.0257 (6)	0.0282 (6)	0.0220 (6)	−0.0038 (5)	−0.0032 (5)	−0.0042 (5)
C113	0.0304 (6)	0.0274 (6)	0.0200 (6)	−0.0032 (5)	−0.0016 (5)	−0.0035 (5)
C114	0.0261 (6)	0.0201 (5)	0.0250 (6)	−0.0026 (4)	0.0024 (5)	−0.0059 (5)
C115	0.0252 (6)	0.0303 (6)	0.0268 (6)	−0.0033 (5)	−0.0030 (5)	−0.0089 (5)
C116	0.0292 (6)	0.0305 (6)	0.0204 (6)	−0.0017 (5)	−0.0029 (5)	−0.0073 (5)
C41	0.0280 (6)	0.0247 (6)	0.0261 (6)	−0.0014 (5)	−0.0005 (5)	−0.0067 (5)
N41	0.0327 (6)	0.0354 (6)	0.0344 (6)	−0.0034 (5)	0.0042 (5)	−0.0089 (5)
C21	0.0239 (5)	0.0225 (6)	0.0202 (5)	−0.0044 (4)	0.0023 (4)	−0.0050 (4)
C22	0.0316 (6)	0.0248 (6)	0.0260 (6)	−0.0052 (5)	0.0025 (5)	−0.0094 (5)
C23	0.0350 (7)	0.0338 (7)	0.0245 (6)	−0.0108 (5)	0.0014 (5)	−0.0122 (5)
C24	0.0268 (6)	0.0353 (7)	0.0235 (6)	−0.0074 (5)	−0.0025 (5)	−0.0064 (5)
C25	0.0255 (6)	0.0322 (7)	0.0299 (7)	0.0016 (5)	−0.0014 (5)	−0.0038 (5)
C26	0.0317 (7)	0.0291 (7)	0.0375 (7)	0.0058 (5)	0.0014 (6)	−0.0092 (6)
C27	0.0307 (6)	0.0289 (6)	0.0323 (7)	−0.0004 (5)	0.0022 (5)	−0.0130 (5)
C28	0.0242 (6)	0.0266 (6)	0.0252 (6)	−0.0022 (5)	0.0005 (5)	−0.0092 (5)
C29	0.0217 (5)	0.0232 (6)	0.0199 (5)	−0.0038 (4)	0.0024 (4)	−0.0047 (4)
C210	0.0220 (5)	0.0272 (6)	0.0217 (6)	−0.0053 (5)	0.0019 (5)	−0.0034 (5)
C211	0.0253 (6)	0.0199 (5)	0.0215 (6)	−0.0019 (4)	0.0019 (4)	−0.0071 (4)
C212	0.0251 (6)	0.0271 (6)	0.0235 (6)	−0.0019 (5)	0.0053 (5)	−0.0066 (5)
C213	0.0305 (6)	0.0252 (6)	0.0195 (5)	−0.0021 (5)	0.0034 (5)	−0.0055 (5)
C214	0.0280 (6)	0.0193 (5)	0.0221 (6)	−0.0017 (4)	−0.0002 (5)	−0.0056 (4)
C215	0.0244 (6)	0.0296 (6)	0.0241 (6)	−0.0003 (5)	0.0050 (5)	−0.0074 (5)
C216	0.0295 (6)	0.0288 (6)	0.0188 (5)	−0.0001 (5)	0.0034 (5)	−0.0057 (5)
C42	0.0309 (6)	0.0250 (6)	0.0215 (6)	−0.0028 (5)	0.0030 (5)	−0.0063 (5)
N42	0.0352 (6)	0.0409 (7)	0.0275 (6)	−0.0007 (5)	−0.0019 (5)	−0.0085 (5)

C11—C12	1.3753 (16)	C21—C22	1.3782 (16)
C11—C19	1.4351 (16)	C21—C29	1.4323 (16)
C11—C111	1.4840 (17)	C21—C211	1.4892 (15)
C12—C13	1.4067 (18)	C22—C23	1.4099 (17)
C12—H12	0.9500	C22—H22	0.9500
C13—C14	1.3627 (19)	C23—C24	1.3638 (18)
C13—H13	0.9500	C23—H23	0.9500
C14—C110	1.4190 (17)	C24—C210	1.4194 (17)
C14—H14	0.9500	C24—H24	0.9500
C15—C16	1.3618 (19)	C25—C26	1.3638 (19)
C15—C110	1.4170 (18)	C25—C210	1.4175 (17)
C15—H15	0.9500	C25—H25	0.9500
C16—C17	1.4059 (19)	C26—C27	1.4074 (18)
C16—H16	0.9500	C26—H26	0.9500
C17—C18	1.3700 (18)	C27—C28	1.3681 (16)
C17—H17	0.9500	C27—H27	0.9500
C18—C19	1.4219 (16)	C28—C29	1.4228 (16)
C18—H18	0.9500	C28—H28	0.9500
C19—C110	1.4239 (17)	C29—C210	1.4264 (15)
C111—C116	1.3970 (16)	C211—C216	1.3932 (17)
C111—C112	1.4003 (16)	C211—C212	1.3987 (16)
C112—C113	1.3784 (18)	C212—C213	1.3824 (16)
C112—H112	0.9500	C212—H212	0.9500
C113—C114	1.3959 (17)	C213—C214	1.3944 (17)
C113—H113	0.9500	C213—H213	0.9500
C114—C115	1.3938 (17)	C214—C215	1.3961 (17)
C114—C41	1.4400 (18)	C214—C42	1.4390 (16)
C115—C116	1.3845 (18)	C215—C216	1.3849 (16)
C115—H115	0.9500	C215—H215	0.9500
C116—H116	0.9500	C216—H216	0.9500
C41—N41	1.1477 (17)	C42—N42	1.1480 (16)
C12—C11—C19	119.21 (11)	C22—C21—C29	119.52 (10)
C12—C11—C111	119.27 (11)	C22—C21—C211	119.00 (10)
C19—C11—C111	121.47 (10)	C29—C21—C211	121.43 (10)
C11—C12—C13	121.72 (12)	C21—C22—C23	121.39 (11)
C11—C12—H12	119.1	C21—C22—H22	119.3
C13—C12—H12	119.1	C23—C22—H22	119.3
C14—C13—C12	120.26 (11)	C24—C23—C22	120.24 (11)
C14—C13—H13	119.9	C24—C23—H23	119.9
C12—C13—H13	119.9	C22—C23—H23	119.9
C13—C14—C110	120.38 (12)	C23—C24—C210	120.54 (11)
C13—C14—H14	119.8	C23—C24—H24	119.7
C110—C14—H14	119.8	C210—C24—H24	119.7
C16—C15—C110	121.25 (13)	C26—C25—C210	121.17 (11)
C16—C15—H15	119.4	C26—C25—H25	119.4
C110—C15—H15	119.4	C210—C25—H25	119.4
C15—C16—C17	119.98 (12)	C25—C26—C27	120.08 (11)
C15—C16—H16	120.0	C25—C26—H26	120.0
C17—C16—H16	120.0	C27—C26—H26	120.0
C18—C17—C16	120.56 (12)	C28—C27—C26	120.48 (12)
C18—C17—H17	119.7	C28—C27—H27	119.8
C16—C17—H17	119.7	C26—C27—H27	119.8
C17—C18—C19	121.00 (12)	C27—C28—C29	121.11 (11)
C17—C18—H18	119.5	C27—C28—H28	119.4
C19—C18—H18	119.5	C29—C28—H28	119.4
C18—C19—C110	118.11 (11)	C28—C29—C210	118.10 (10)
C18—C19—C11	123.17 (11)	C28—C29—C21	123.21 (10)
C110—C19—C11	118.65 (10)	C210—C29—C21	118.62 (10)
C15—C110—C14	121.12 (12)	C25—C210—C24	121.30 (11)
C15—C110—C19	119.10 (11)	C25—C210—C29	119.05 (11)
C14—C110—C19	119.76 (11)	C24—C210—C29	119.64 (11)
C116—C111—C112	118.44 (11)	C216—C211—C212	118.85 (11)
C116—C111—C11	119.89 (10)	C216—C211—C21	119.74 (10)
C112—C111—C11	121.66 (10)	C212—C211—C21	121.40 (11)
C113—C112—C111	121.08 (11)	C213—C212—C211	120.99 (11)
C113—C112—H112	119.5	C213—C212—H212	119.5
C111—C112—H112	119.5	C211—C212—H212	119.5
C112—C113—C114	119.70 (11)	C212—C213—C214	119.39 (11)
C112—C113—H113	120.1	C212—C213—H213	120.3
C114—C113—H113	120.1	C214—C213—H213	120.3
C115—C114—C113	120.15 (12)	C213—C214—C215	120.43 (11)
C115—C114—C41	120.03 (11)	C213—C214—C42	120.02 (11)
C113—C114—C41	119.82 (11)	C215—C214—C42	119.55 (11)
C116—C115—C114	119.55 (11)	C216—C215—C214	119.44 (11)
C116—C115—H115	120.2	C216—C215—H215	120.3
C114—C115—H115	120.2	C214—C215—H215	120.3
C115—C116—C111	121.07 (11)	C215—C216—C211	120.91 (11)
C115—C116—H116	119.5	C215—C216—H216	119.5
C111—C116—H116	119.5	C211—C216—H216	119.5
N41—C41—C114	179.38 (15)	N42—C42—C214	179.76 (18)
C19—C11—C12—C13	1.65 (17)	C29—C21—C22—C23	2.10 (19)
C111—C11—C12—C13	179.14 (10)	C211—C21—C22—C23	179.58 (12)
C11—C12—C13—C14	−1.52 (18)	C21—C22—C23—C24	−2.0 (2)
C12—C13—C14—C110	0.03 (18)	C22—C23—C24—C210	0.1 (2)
C110—C15—C16—C17	0.7 (2)	C210—C25—C26—C27	0.8 (2)
C15—C16—C17—C18	0.0 (2)	C25—C26—C27—C28	−0.1 (2)
C16—C17—C18—C19	−0.49 (19)	C26—C27—C28—C29	−0.6 (2)
C17—C18—C19—C110	0.27 (17)	C27—C28—C29—C210	0.50 (18)
C17—C18—C19—C11	−176.63 (11)	C27—C28—C29—C21	−176.45 (12)
C12—C11—C19—C18	176.55 (11)	C22—C21—C29—C28	176.52 (12)
C111—C11—C19—C18	−0.88 (17)	C211—C21—C29—C28	−0.89 (18)
C12—C11—C19—C110	−0.34 (16)	C22—C21—C29—C210	−0.41 (18)
C111—C11—C19—C110	−177.77 (10)	C211—C21—C29—C210	−177.83 (11)
C16—C15—C110—C14	177.62 (12)	C26—C25—C210—C24	177.80 (13)
C16—C15—C110—C19	−0.89 (18)	C26—C25—C210—C29	−0.9 (2)
C13—C14—C110—C15	−177.25 (11)	C23—C24—C210—C25	−177.11 (13)
C13—C14—C110—C19	1.25 (17)	C23—C24—C210—C29	1.55 (19)
C18—C19—C110—C15	0.40 (16)	C28—C29—C210—C25	0.21 (18)
C11—C19—C110—C15	177.45 (10)	C21—C29—C210—C25	177.31 (11)
C18—C19—C110—C14	−178.13 (10)	C28—C29—C210—C24	−178.48 (11)
C11—C19—C110—C14	−1.08 (16)	C21—C29—C210—C24	−1.38 (18)
C12—C11—C111—C116	−56.88 (15)	C22—C21—C211—C216	−57.00 (16)
C19—C11—C111—C116	120.55 (12)	C29—C21—C211—C216	120.43 (13)
C12—C11—C111—C112	122.22 (12)	C22—C21—C211—C212	121.53 (13)
C19—C11—C111—C112	−60.36 (15)	C29—C21—C211—C212	−61.03 (16)
C116—C111—C112—C113	−1.28 (18)	C216—C211—C212—C213	−0.71 (18)
C11—C111—C112—C113	179.61 (11)	C21—C211—C212—C213	−179.26 (11)
C111—C112—C113—C114	0.66 (18)	C211—C212—C213—C214	0.49 (18)
C112—C113—C114—C115	0.34 (18)	C212—C213—C214—C215	−0.03 (18)
C112—C113—C114—C41	−179.11 (11)	C212—C213—C214—C42	179.87 (11)
C113—C114—C115—C116	−0.69 (18)	C213—C214—C215—C216	−0.20 (18)
C41—C114—C115—C116	178.75 (11)	C42—C214—C215—C216	179.90 (11)
C114—C115—C116—C111	0.05 (18)	C214—C215—C216—C211	−0.03 (19)
C112—C111—C116—C115	0.92 (18)	C212—C211—C216—C215	0.47 (18)
C11—C111—C116—C115	−179.96 (11)	C21—C211—C216—C215	179.05 (11)

Cg1, Cg3, Cg5, Cg6 and Cg7 are the centroids of the C11–C110, C111–C116, C21–C210, C28–C210 and C211–C216 rings, respectively.

D—H···A	D—H	H···A	D···A	D—H···A
C113—H113···N42	0.95	2.58	3.4804 (17)	158
C14—H14···Cg6i	0.95	2.99	3.9165 (14)	165
C15—H15···Cg5i	0.95	2.51	3.4128 (14)	160
C17—H17···Cg3ii	0.95	2.86	3.6648 (15)	144
C25—H25···Cg1iii	0.95	2.52	3.4155 (14)	158
C27—H27···Cg7iv	0.95	2.91	3.7205 (15)	144
C115—H115···Cg1v	0.95	2.81	3.5935 (13)	141
C215—H215···Cg5v	0.95	2.77	3.5740 (13)	143

Table 1

Hydrogen-bond geometry (Å, °)

Cg1, Cg3, Cg5, Cg6 and Cg7 are the centroids of the C11–C110, C111–C116, C21–C210, C28–C210 and C211–C216 rings, respectively.

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C113—H113⋯N42	0.95	2.58	3.4804 (17)	158
C14—H14⋯Cg6i	0.95	2.99	3.9165 (14)	165
C15—H15⋯Cg5i	0.95	2.51	3.4128 (14)	160
C17—H17⋯Cg3ii	0.95	2.86	3.6648 (15)	144
C25—H25⋯Cg1iii	0.95	2.52	3.4155 (14)	158
C27—H27⋯Cg7iv	0.95	2.91	3.7205 (15)	144
C115—H115⋯Cg1v	0.95	2.81	3.5935 (13)	141
C215—H215⋯Cg5v	0.95	2.77	3.5740 (13)	143

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