1-{6-Chloro-2-[(2-chloro-6-methyl-quinolin-3-yl)meth-oxy]-4-phenyl-quinolin-3-yl}ethanone.

In the title compound, C(28)H(20)Cl(2)N(2)O(2), the 2-chloro-quinoline and 6-chloro-quinoline ring systems are twisted slightly, making a dihedral angle of 4.05 (3)°. The dihedral angle between the 2-quinoline ring system and the phenyl ring attached to it is 74.43 (5)°. In the crystal structure, a pair of inter-molecular C-H⋯O hydrogen bonds connect the mol-ecules, forming centrosymmetric dimers with R(2) (2)(16) motifs. The dimers are further consolidated by a C-H⋯π inter-action and a π-π stacking inter-action with a centroid-centroid distance of 3.6562 (10) Å.

Related literature

For related structures, see: Khan, Roopan, Hathwar & Akkurt (2010 ▶); Khan, Roopan, Kumar et al. (2010 ▶); Roopan & Khan (2009 ▶). For the biological acivity of 2-quinolone derivatives, see: Ukita & Mizuno (1960 ▶); Jayashree et al. (2010 ▶); Joseph et al. (2002 ▶); Xiao et al. (2001 ▶). For hydrogen-bond motifs, see: Bernstein et al. (1995 ▶).

Experimental

Crystal data

C28H20Cl2N2O2

M = 487.36

Triclinic,

a = 8.0552 (2) Å

b = 12.4499 (5) Å

c = 13.3718 (5) Å

α = 67.555 (4)°

β = 80.183 (3)°

γ = 77.273 (3)°

V = 1203.40 (8) Å3

Z = 2

Mo Kα radiation

μ = 0.30 mm−1

T = 295 K

0.24 × 0.18 × 0.17 mm

Data collection

Oxford Xcalibur Eos (Nova) CCD detector diffractometer

Absorption correction: multi-scan (CrysAlis PRO RED; Oxford Diffraction, 2009 ▶) T min = 0.912, T max = 0.951

23521 measured reflections

4468 independent reflections

3013 reflections with I > 2σ(I)

R int = 0.034

Refinement

R[F 2 > 2σ(F 2)] = 0.038

wR(F 2) = 0.103

S = 1.05

4468 reflections

309 parameters

H-atom parameters constrained

Δρmax = 0.18 e Å−3

Δρmin = −0.20 e Å−3

Data collection: CrysAlis PRO CCD (Oxford Diffraction, 2009 ▶); cell refinement: CrysAlis PRO CCD; data reduction: CrysAlis PRO RED (Oxford Diffraction, 2009 ▶); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 (Farrugia, 1997 ▶); software used to prepare material for publication: WinGX (Farrugia, 1999 ▶), PARST (Nardelli, 1983 ▶) and PLATON (Spek, 2009 ▶).

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810022701/is2563sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810022701/is2563Isup2.hkl

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

C28H20Cl2N2O2	Z = 2
Mr = 487.36	F(000) = 504
Triclinic, P1	Dx = 1.345 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 8.0552 (2) Å	Cell parameters from 1523 reflections
b = 12.4499 (5) Å	θ = 1.9–21.4°
c = 13.3718 (5) Å	µ = 0.30 mm−1
α = 67.555 (4)°	T = 295 K
β = 80.183 (3)°	Block, colourless
γ = 77.273 (3)°	0.24 × 0.18 × 0.17 mm
V = 1203.40 (8) Å3

Oxford Xcalibur Eos (Nova) CCD detector diffractometer	4468 independent reflections
Radiation source: Enhance (Mo) X-ray Source	3013 reflections with I > 2σ(I)
graphite	Rint = 0.034
ω scans	θmax = 25.5°, θmin = 3.2°
Absorption correction: multi-scan (CrysAlis PRO RED; Oxford Diffraction, 2009)	h = −9→9
Tmin = 0.912, Tmax = 0.951	k = −15→15
23521 measured reflections	l = −16→16

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)] = 0.038	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.103	H-atom parameters constrained
S = 1.05	w = 1/[σ2(Fo2) + (0.052P)2] where P = (Fo2 + 2Fc2)/3
4468 reflections	(Δ/σ)max = 0.001
309 parameters	Δρmax = 0.18 e Å−3
0 restraints	Δρmin = −0.20 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
Cl1	0.33663 (7)	1.14088 (4)	0.22132 (4)	0.06059 (17)
Cl2	−0.09000 (6)	1.14116 (5)	−0.47007 (4)	0.06921 (19)
N2	0.21161 (17)	1.00876 (13)	−0.06019 (11)	0.0423 (4)
O1	0.33714 (14)	0.86813 (10)	0.08785 (9)	0.0475 (3)
N1	0.49540 (17)	0.96473 (13)	0.36950 (11)	0.0448 (4)
C19	0.13345 (19)	0.94637 (15)	−0.19597 (13)	0.0385 (4)
C14	0.0612 (2)	0.98122 (16)	−0.29553 (13)	0.0444 (4)
H14	0.0544	0.9251	−0.3241	0.053*
C2	0.4134 (2)	0.91455 (15)	0.22883 (13)	0.0400 (4)
C9	0.5542 (2)	0.76123 (16)	0.37802 (14)	0.0439 (4)
C8	0.5616 (2)	0.84815 (16)	0.42010 (14)	0.0437 (4)
C3	0.4784 (2)	0.79952 (16)	0.27944 (14)	0.0446 (4)
H3	0.4730	0.7447	0.2489	0.054*
C18	0.1429 (2)	1.03427 (15)	−0.15555 (13)	0.0403 (4)
C13	0.1931 (2)	0.82572 (15)	−0.13202 (13)	0.0391 (4)
C1	0.4259 (2)	0.99192 (15)	0.28090 (14)	0.0416 (4)
C10	0.3332 (2)	0.96331 (15)	0.12404 (13)	0.0430 (4)
H10A	0.2160	1.0009	0.1346	0.052*
H10B	0.3956	1.0218	0.0700	0.052*
C12	0.2581 (2)	0.80213 (15)	−0.03618 (13)	0.0412 (4)
C7	0.6397 (2)	0.81471 (18)	0.51636 (14)	0.0537 (5)
H7	0.6455	0.8713	0.5446	0.064*
C11	0.2656 (2)	0.89904 (16)	−0.00647 (13)	0.0407 (4)
C15	0.0018 (2)	1.09715 (17)	−0.34893 (13)	0.0487 (5)
C17	0.0794 (2)	1.15241 (16)	−0.21340 (15)	0.0521 (5)
H17	0.0848	1.2103	−0.1867	0.062*
C16	0.0096 (2)	1.18333 (17)	−0.30877 (15)	0.0565 (5)
H16	−0.0327	1.2620	−0.3467	0.068*
C6	0.7064 (2)	0.70026 (18)	0.56792 (15)	0.0588 (5)
H6	0.7580	0.6797	0.6313	0.071*
C20	0.1809 (2)	0.72977 (15)	−0.17002 (13)	0.0418 (4)
C26	0.3230 (3)	0.67904 (17)	0.03888 (15)	0.0570 (5)
C4	0.6242 (2)	0.64294 (17)	0.43520 (15)	0.0542 (5)
H4	0.6185	0.5850	0.4086	0.065*
C5	0.7000 (2)	0.61141 (18)	0.52858 (15)	0.0571 (5)
C25	0.0585 (3)	0.65958 (17)	−0.12159 (15)	0.0589 (5)
H25	−0.0141	0.6695	−0.0626	0.071*
C21	0.2876 (2)	0.71344 (18)	−0.25780 (15)	0.0588 (5)
H21	0.3704	0.7608	−0.2918	0.071*
O2	0.2265 (2)	0.62082 (15)	0.10414 (13)	0.0992 (6)
C22	0.2719 (3)	0.6277 (2)	−0.29494 (18)	0.0738 (6)
H22	0.3451	0.6169	−0.3534	0.089*
C23	0.1503 (3)	0.5586 (2)	−0.2469 (2)	0.0773 (7)
H23	0.1401	0.5010	−0.2727	0.093*
C24	0.0425 (3)	0.57386 (19)	−0.16021 (19)	0.0754 (7)
H24	−0.0411	0.5268	−0.1275	0.090*
C27	0.5116 (3)	0.6362 (2)	0.0300 (2)	0.0923 (8)
H27A	0.5383	0.5606	0.0860	0.138*
H27B	0.5703	0.6913	0.0381	0.138*
H27C	0.5474	0.6293	−0.0399	0.138*
C28	0.7750 (3)	0.48492 (19)	0.58949 (19)	0.0845 (7)
H28A	0.7624	0.4363	0.5512	0.127*
H28B	0.7162	0.4588	0.6611	0.127*
H28C	0.8941	0.4793	0.5950	0.127*

	U11	U22	U33	U12	U13	U23
Cl1	0.0836 (4)	0.0442 (3)	0.0574 (3)	−0.0070 (2)	−0.0237 (3)	−0.0171 (2)
Cl2	0.0722 (4)	0.0812 (4)	0.0445 (3)	−0.0019 (3)	−0.0246 (2)	−0.0100 (3)
N2	0.0451 (8)	0.0450 (10)	0.0386 (8)	−0.0081 (7)	−0.0068 (7)	−0.0157 (7)
O1	0.0620 (8)	0.0483 (8)	0.0390 (7)	−0.0093 (6)	−0.0166 (6)	−0.0181 (6)
N1	0.0521 (9)	0.0484 (10)	0.0398 (8)	−0.0080 (7)	−0.0091 (7)	−0.0205 (8)
C19	0.0351 (9)	0.0472 (11)	0.0334 (9)	−0.0073 (8)	−0.0036 (7)	−0.0144 (8)
C14	0.0439 (10)	0.0534 (12)	0.0373 (10)	−0.0080 (9)	−0.0052 (8)	−0.0175 (9)
C2	0.0401 (9)	0.0486 (11)	0.0359 (9)	−0.0117 (8)	−0.0032 (8)	−0.0181 (9)
C9	0.0456 (10)	0.0503 (12)	0.0403 (10)	−0.0063 (9)	−0.0064 (8)	−0.0211 (9)
C8	0.0440 (10)	0.0524 (12)	0.0388 (10)	−0.0068 (9)	−0.0052 (8)	−0.0212 (9)
C3	0.0507 (10)	0.0484 (12)	0.0436 (10)	−0.0077 (9)	−0.0069 (8)	−0.0255 (9)
C18	0.0377 (9)	0.0459 (11)	0.0373 (10)	−0.0078 (8)	−0.0043 (8)	−0.0140 (9)
C13	0.0386 (9)	0.0460 (11)	0.0347 (9)	−0.0119 (8)	−0.0030 (7)	−0.0144 (8)
C1	0.0444 (10)	0.0426 (10)	0.0401 (10)	−0.0088 (8)	−0.0049 (8)	−0.0160 (8)
C10	0.0498 (10)	0.0458 (11)	0.0398 (10)	−0.0109 (8)	−0.0059 (8)	−0.0200 (9)
C12	0.0463 (10)	0.0434 (11)	0.0353 (9)	−0.0123 (8)	−0.0066 (8)	−0.0119 (8)
C7	0.0605 (12)	0.0627 (14)	0.0458 (11)	−0.0061 (10)	−0.0136 (9)	−0.0270 (10)
C11	0.0410 (10)	0.0496 (12)	0.0334 (9)	−0.0115 (8)	−0.0052 (8)	−0.0143 (9)
C15	0.0459 (10)	0.0596 (13)	0.0349 (10)	−0.0052 (9)	−0.0093 (8)	−0.0105 (9)
C17	0.0589 (12)	0.0437 (11)	0.0539 (12)	−0.0052 (9)	−0.0116 (10)	−0.0171 (10)
C16	0.0598 (12)	0.0473 (12)	0.0517 (12)	−0.0009 (9)	−0.0127 (10)	−0.0074 (10)
C6	0.0615 (12)	0.0701 (15)	0.0443 (11)	−0.0030 (11)	−0.0170 (9)	−0.0196 (11)
C20	0.0495 (10)	0.0418 (10)	0.0359 (9)	−0.0069 (9)	−0.0151 (8)	−0.0116 (8)
C26	0.0881 (16)	0.0481 (12)	0.0417 (11)	−0.0198 (12)	−0.0261 (11)	−0.0109 (10)
C4	0.0634 (12)	0.0479 (12)	0.0554 (12)	−0.0011 (10)	−0.0138 (10)	−0.0241 (10)
C5	0.0597 (12)	0.0544 (13)	0.0519 (12)	−0.0025 (10)	−0.0130 (10)	−0.0139 (10)
C25	0.0715 (13)	0.0595 (13)	0.0526 (12)	−0.0254 (11)	−0.0058 (10)	−0.0200 (11)
C21	0.0648 (12)	0.0685 (14)	0.0541 (12)	−0.0164 (11)	−0.0020 (10)	−0.0328 (11)
O2	0.1195 (14)	0.0826 (12)	0.0773 (11)	−0.0532 (11)	−0.0305 (10)	0.0200 (10)
C22	0.0899 (16)	0.0798 (17)	0.0691 (15)	−0.0104 (14)	−0.0101 (13)	−0.0470 (14)
C23	0.1044 (18)	0.0630 (15)	0.0848 (17)	−0.0105 (14)	−0.0340 (15)	−0.0405 (14)
C24	0.0909 (16)	0.0651 (16)	0.0809 (17)	−0.0361 (13)	−0.0186 (14)	−0.0211 (13)
C27	0.0977 (19)	0.0612 (15)	0.0880 (18)	0.0178 (13)	−0.0256 (14)	−0.0039 (13)
C28	0.1036 (18)	0.0600 (15)	0.0795 (16)	0.0047 (13)	−0.0368 (14)	−0.0123 (13)

Cl1—C1	1.7523 (18)	C7—H7	0.9300
Cl2—C15	1.7388 (17)	C15—C16	1.387 (3)
N2—C11	1.291 (2)	C17—C16	1.366 (2)
N2—C18	1.374 (2)	C17—H17	0.9300
O1—C11	1.3603 (19)	C16—H16	0.9300
O1—C10	1.4336 (19)	C6—C5	1.408 (3)
N1—C1	1.292 (2)	C6—H6	0.9300
N1—C8	1.372 (2)	C20—C25	1.373 (2)
C19—C18	1.413 (2)	C20—C21	1.385 (2)
C19—C14	1.418 (2)	C26—O2	1.194 (2)
C19—C13	1.435 (2)	C26—C27	1.495 (3)
C14—C15	1.359 (2)	C4—C5	1.366 (2)
C14—H14	0.9300	C4—H4	0.9300
C2—C3	1.354 (2)	C5—C28	1.509 (3)
C2—C1	1.415 (2)	C25—C24	1.388 (3)
C2—C10	1.495 (2)	C25—H25	0.9300
C9—C4	1.412 (2)	C21—C22	1.374 (3)
C9—C8	1.413 (2)	C21—H21	0.9300
C9—C3	1.416 (2)	C22—C23	1.359 (3)
C8—C7	1.406 (2)	C22—H22	0.9300
C3—H3	0.9300	C23—C24	1.373 (3)
C18—C17	1.399 (2)	C23—H23	0.9300
C13—C12	1.370 (2)	C24—H24	0.9300
C13—C20	1.492 (2)	C27—H27A	0.9600
C10—H10A	0.9700	C27—H27B	0.9600
C10—H10B	0.9700	C27—H27C	0.9600
C12—C11	1.422 (2)	C28—H28A	0.9600
C12—C26	1.510 (2)	C28—H28B	0.9600
C7—C6	1.354 (3)	C28—H28C	0.9600
C11—N2—C18	116.95 (14)	C16—C17—C18	120.51 (17)
C11—O1—C10	115.17 (13)	C16—C17—H17	119.7
C1—N1—C8	116.89 (14)	C18—C17—H17	119.7
C18—C19—C14	118.60 (16)	C17—C16—C15	119.85 (18)
C18—C19—C13	117.98 (14)	C17—C16—H16	120.1
C14—C19—C13	123.39 (15)	C15—C16—H16	120.1
C15—C14—C19	119.59 (16)	C7—C6—C5	122.07 (18)
C15—C14—H14	120.2	C7—C6—H6	119.0
C19—C14—H14	120.2	C5—C6—H6	119.0
C3—C2—C1	115.83 (15)	C25—C20—C21	118.83 (17)
C3—C2—C10	124.90 (15)	C25—C20—C13	120.46 (15)
C1—C2—C10	119.26 (15)	C21—C20—C13	120.64 (16)
C4—C9—C8	118.56 (16)	O2—C26—C27	122.3 (2)
C4—C9—C3	124.18 (16)	O2—C26—C12	120.49 (19)
C8—C9—C3	117.25 (16)	C27—C26—C12	117.21 (18)
N1—C8—C7	118.82 (16)	C5—C4—C9	121.69 (17)
N1—C8—C9	121.91 (15)	C5—C4—H4	119.2
C7—C8—C9	119.27 (17)	C9—C4—H4	119.2
C2—C3—C9	121.12 (16)	C4—C5—C6	118.33 (18)
C2—C3—H3	119.4	C4—C5—C28	121.61 (19)
C9—C3—H3	119.4	C6—C5—C28	120.06 (18)
N2—C18—C17	117.78 (15)	C20—C25—C24	120.35 (19)
N2—C18—C19	122.61 (15)	C20—C25—H25	119.8
C17—C18—C19	119.61 (15)	C24—C25—H25	119.8
C12—C13—C19	118.40 (15)	C22—C21—C20	120.46 (19)
C12—C13—C20	121.80 (15)	C22—C21—H21	119.8
C19—C13—C20	119.80 (14)	C20—C21—H21	119.8
N1—C1—C2	126.97 (16)	C23—C22—C21	120.5 (2)
N1—C1—Cl1	115.41 (13)	C23—C22—H22	119.8
C2—C1—Cl1	117.62 (13)	C21—C22—H22	119.8
O1—C10—C2	108.45 (14)	C22—C23—C24	120.0 (2)
O1—C10—H10A	110.0	C22—C23—H23	120.0
C2—C10—H10A	110.0	C24—C23—H23	120.0
O1—C10—H10B	110.0	C23—C24—C25	119.9 (2)
C2—C10—H10B	110.0	C23—C24—H24	120.1
H10A—C10—H10B	108.4	C25—C24—H24	120.1
C13—C12—C11	118.04 (16)	C26—C27—H27A	109.5
C13—C12—C26	123.48 (15)	C26—C27—H27B	109.5
C11—C12—C26	118.48 (15)	H27A—C27—H27B	109.5
C6—C7—C8	120.07 (18)	C26—C27—H27C	109.5
C6—C7—H7	120.0	H27A—C27—H27C	109.5
C8—C7—H7	120.0	H27B—C27—H27C	109.5
N2—C11—O1	119.80 (15)	C5—C28—H28A	109.5
N2—C11—C12	125.97 (15)	C5—C28—H28B	109.5
O1—C11—C12	114.24 (15)	H28A—C28—H28B	109.5
C14—C15—C16	121.83 (17)	C5—C28—H28C	109.5
C14—C15—Cl2	120.19 (15)	H28A—C28—H28C	109.5
C16—C15—Cl2	117.97 (15)	H28B—C28—H28C	109.5
C18—C19—C14—C15	−0.5 (2)	C18—N2—C11—C12	−1.0 (2)
C13—C19—C14—C15	177.48 (14)	C10—O1—C11—N2	4.9 (2)
C1—N1—C8—C7	179.53 (15)	C10—O1—C11—C12	−175.04 (13)
C1—N1—C8—C9	−0.2 (2)	C13—C12—C11—N2	2.2 (3)
C4—C9—C8—N1	−179.55 (15)	C26—C12—C11—N2	−178.15 (16)
C3—C9—C8—N1	1.3 (2)	C13—C12—C11—O1	−177.87 (13)
C4—C9—C8—C7	0.7 (2)	C26—C12—C11—O1	1.7 (2)
C3—C9—C8—C7	−178.42 (15)	C19—C14—C15—C16	−0.1 (3)
C1—C2—C3—C9	−0.3 (2)	C19—C14—C15—Cl2	−179.06 (11)
C10—C2—C3—C9	179.17 (15)	N2—C18—C17—C16	179.97 (15)
C4—C9—C3—C2	179.92 (16)	C19—C18—C17—C16	−0.4 (2)
C8—C9—C3—C2	−1.0 (2)	C18—C17—C16—C15	−0.2 (3)
C11—N2—C18—C17	178.29 (14)	C14—C15—C16—C17	0.4 (3)
C11—N2—C18—C19	−1.3 (2)	Cl2—C15—C16—C17	179.46 (13)
C14—C19—C18—N2	−179.64 (14)	C8—C7—C6—C5	−0.3 (3)
C13—C19—C18—N2	2.2 (2)	C12—C13—C20—C25	74.1 (2)
C14—C19—C18—C17	0.8 (2)	C19—C13—C20—C25	−105.04 (19)
C13—C19—C18—C17	−177.35 (14)	C12—C13—C20—C21	−108.88 (19)
C18—C19—C13—C12	−0.9 (2)	C19—C13—C20—C21	72.0 (2)
C14—C19—C13—C12	−178.94 (14)	C13—C12—C26—O2	−84.5 (2)
C18—C19—C13—C20	178.25 (14)	C11—C12—C26—O2	95.9 (2)
C14—C19—C13—C20	0.2 (2)	C13—C12—C26—C27	97.5 (2)
C8—N1—C1—C2	−1.4 (3)	C11—C12—C26—C27	−82.1 (2)
C8—N1—C1—Cl1	177.98 (11)	C8—C9—C4—C5	−0.9 (3)
C3—C2—C1—N1	1.6 (3)	C3—C9—C4—C5	178.22 (16)
C10—C2—C1—N1	−177.90 (15)	C9—C4—C5—C6	0.4 (3)
C3—C2—C1—Cl1	−177.69 (12)	C9—C4—C5—C28	−179.89 (17)
C10—C2—C1—Cl1	2.8 (2)	C7—C6—C5—C4	0.2 (3)
C11—O1—C10—C2	179.04 (12)	C7—C6—C5—C28	−179.53 (19)
C3—C2—C10—O1	0.1 (2)	C21—C20—C25—C24	0.0 (3)
C1—C2—C10—O1	179.58 (13)	C13—C20—C25—C24	177.12 (18)
C19—C13—C12—C11	−1.1 (2)	C25—C20—C21—C22	−0.6 (3)
C20—C13—C12—C11	179.73 (14)	C13—C20—C21—C22	−177.68 (18)
C19—C13—C12—C26	179.30 (15)	C20—C21—C22—C23	0.8 (3)
C20—C13—C12—C26	0.1 (3)	C21—C22—C23—C24	−0.3 (4)
N1—C8—C7—C6	−179.90 (15)	C22—C23—C24—C25	−0.2 (4)
C9—C8—C7—C6	−0.2 (3)	C20—C25—C24—C23	0.4 (3)
C18—N2—C11—O1	179.12 (13)

Cg4 is the centroid of the C14–C19 ring.

D—H···A	D—H	H···A	D···A	D—H···A
C3—H3···O1	0.93	2.39	2.735 (2)	101
C24—H24···O2i	0.93	2.51	3.392 (3)	157
C10—H10A···Cg4ii	0.97	2.67	3.4430 (18)	137

Table 1

Hydrogen-bond geometry (Å, °)

Cg4 is the centroid of the C14–C19 ring.

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C3—H3⋯O1	0.93	2.39	2.735 (2)	101
C24—H24⋯O2i	0.93	2.51	3.392 (3)	157
C10—H10A⋯Cg4ii	0.97	2.67	3.4430 (18)	137

Symmetry codes: (i) ; (ii) .