[8-(4-Chloro-benzo-yl)-2,7-dimeth-oxy-naphthalen-1-yl](2,4,6-trimethyl-phen-yl)methanone.

In the title compound, C(29)H(25)ClO(4), the dihedral angle between the benzene rings of the 2,4,6-trimethyl-benzoyl group and the 4-chloro-benzoyl group is 65.19 (9)°. The dihedral angles between the naphthalene ring system and the benzene rings of the 2,4,6-trimethyl-benzoyl group and the 4-chloro-benzoyl group are 85.66 (8) and 69.48 (8)°, respectively. In the crystal, two types of inter-molecular C-H⋯O inter-actions and an intra-molecular C-H⋯O inter-action are observed. Moreover, there is a short intra-molecular C=O⋯C=O contact of 2.614 (2) Å between the benzoyl substituents.

Related literature

For electrophilic aromatic substitution of naphthalene derivatives, see: Okamoto & Yonezawa (2009 ▶); Okamoto et al. (2011 ▶). For the structures of closely related compounds, see: Mitsui et al. (2008 ▶); Muto et al. (2011a ▶,b ▶, 2012 ▶); Nakaema et al. (2007 ▶).

Experimental

Crystal data

C29H25ClO4

M = 472.94

Monoclinic,

a = 11.6017 (2) Å

b = 12.3381 (2) Å

c = 16.2825 (3) Å

β = 90.503 (1)°

V = 2330.64 (7) Å3

Z = 4

Cu Kα radiation

μ = 1.73 mm−1

T = 193 K

0.30 × 0.20 × 0.10 mm

Data collection

Rigaku R-AXIS RAPID diffractometer

Absorption correction: numerical (NUMABS; Higashi, 1999 ▶) T min = 0.625, T max = 0.846

40504 measured reflections

4266 independent reflections

3197 reflections with I > 2σ(I)

R int = 0.054

Refinement

R[F 2 > 2σ(F 2)] = 0.042

wR(F 2) = 0.131

S = 1.15

4266 reflections

313 parameters

H-atom parameters constrained

Δρmax = 0.21 e Å−3

Δρmin = −0.24 e Å−3

Data collection: PROCESS-AUTO (Rigaku, 1998 ▶); cell refinement: PROCESS-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2004 ▶); program(s) used to solve structure: SIR2004 (Burla et al., 2005 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEPIII (Burnett & Johnson, 1996 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812008112/gk2460sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812008112/gk2460Isup2.hkl

Supplementary material file. DOI: 10.1107/S1600536812008112/gk2460Isup3.cml

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

C29H25ClO4	F(000) = 992
Mr = 472.94	Dx = 1.348 Mg m−3
Monoclinic, P21/c	Cu Kα radiation, λ = 1.54187 Å
Hall symbol: -P 2ybc	Cell parameters from 30848 reflections
a = 11.6017 (2) Å	θ = 3.6–68.2°
b = 12.3381 (2) Å	µ = 1.73 mm−1
c = 16.2825 (3) Å	T = 193 K
β = 90.503 (1)°	Block, colorless
V = 2330.64 (7) Å3	0.30 × 0.20 × 0.10 mm
Z = 4

Rigaku R-AXIS RAPID diffractometer	4266 independent reflections
Radiation source: rotating anode	3197 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.054
Detector resolution: 10.000 pixels mm-1	θmax = 68.2°, θmin = 3.8°
ω scans	h = −13→13
Absorption correction: numerical (NUMABS; Higashi, 1999)	k = −14→14
Tmin = 0.625, Tmax = 0.846	l = −19→19
40504 measured reflections

Refinement on F2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.042	H-atom parameters constrained
wR(F2) = 0.131	w = 1/[σ2(Fo2) + (0.0647P)2 + 0.4811P] where P = (Fo2 + 2Fc2)/3
S = 1.15	(Δ/σ)max < 0.001
4266 reflections	Δρmax = 0.21 e Å−3
313 parameters	Δρmin = −0.24 e Å−3
0 restraints	Extinction correction: SHELXL97 (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0019 (2)

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	0.69235 (5)	0.10716 (5)	0.47771 (3)	0.0588 (2)
O1	0.20277 (12)	0.08172 (12)	0.27478 (9)	0.0481 (4)
O2	0.33992 (13)	−0.06714 (11)	0.17961 (9)	0.0507 (4)
O3	−0.02500 (13)	0.23149 (13)	0.17441 (10)	0.0584 (4)
O4	0.55327 (12)	0.05151 (12)	0.09221 (9)	0.0492 (4)
C1	0.15846 (17)	0.16470 (15)	0.14692 (12)	0.0393 (5)
C2	0.06994 (18)	0.23511 (17)	0.12574 (13)	0.0454 (5)
C3	0.07890 (19)	0.30891 (17)	0.06063 (13)	0.0489 (5)
H3	0.0164	0.3555	0.0470	0.059*
C4	0.17854 (19)	0.31268 (17)	0.01738 (13)	0.0480 (5)
H4	0.1846	0.3618	−0.0273	0.058*
C5	0.27304 (18)	0.24567 (15)	0.03717 (12)	0.0411 (5)
C6	0.37374 (19)	0.25238 (17)	−0.01035 (12)	0.0453 (5)
H6	0.3761	0.3020	−0.0549	0.054*
C7	0.46715 (18)	0.19001 (17)	0.00576 (12)	0.0459 (5)
H7	0.5338	0.1948	−0.0275	0.055*
C8	0.46389 (17)	0.11829 (16)	0.07222 (12)	0.0416 (5)
C9	0.36732 (17)	0.10735 (15)	0.12160 (12)	0.0379 (4)
C10	0.26600 (17)	0.17072 (15)	0.10417 (12)	0.0382 (4)
C11	0.13588 (17)	0.08802 (15)	0.21667 (13)	0.0402 (5)
C12	0.02723 (16)	0.02178 (15)	0.21450 (12)	0.0389 (4)
C13	−0.05043 (17)	0.03204 (16)	0.28009 (12)	0.0424 (5)
C14	−0.15272 (17)	−0.02578 (16)	0.27704 (12)	0.0436 (5)
H14	−0.2059	−0.0179	0.3207	0.052*
C15	−0.18025 (17)	−0.09461 (16)	0.21268 (13)	0.0414 (5)
C16	−0.10099 (17)	−0.10558 (16)	0.14962 (13)	0.0421 (5)
H16	−0.1179	−0.1536	0.1055	0.050*
C17	0.00221 (17)	−0.04836 (16)	0.14928 (12)	0.0404 (5)
C18	0.38091 (16)	0.02322 (15)	0.18818 (12)	0.0394 (5)
C19	0.45487 (16)	0.04930 (15)	0.26164 (12)	0.0388 (4)
C20	0.46449 (18)	−0.02682 (16)	0.32407 (12)	0.0449 (5)
H20	0.4207	−0.0918	0.3211	0.054*
C21	0.53713 (18)	−0.00905 (17)	0.39053 (13)	0.0476 (5)
H21	0.5439	−0.0617	0.4329	0.057*
C22	0.59999 (17)	0.08638 (17)	0.39460 (13)	0.0446 (5)
C23	0.59021 (17)	0.16476 (17)	0.33401 (12)	0.0442 (5)
H23	0.6331	0.2302	0.3376	0.053*
C24	0.51680 (17)	0.14576 (16)	0.26821 (12)	0.0416 (5)
H24	0.5084	0.1994	0.2267	0.050*
C25	−0.1238 (2)	0.2937 (2)	0.15477 (17)	0.0650 (7)
H25A	−0.1048	0.3710	0.1584	0.078*
H25B	−0.1854	0.2768	0.1935	0.078*
H25C	−0.1496	0.2765	0.0988	0.078*
C26	0.66420 (18)	0.0740 (2)	0.05727 (15)	0.0569 (6)
H26A	0.6843	0.1501	0.0671	0.068*
H26B	0.6614	0.0602	−0.0020	0.068*
H26C	0.7224	0.0272	0.0829	0.068*
C27	−0.0277 (2)	0.1066 (2)	0.35151 (15)	0.0607 (6)
H27A	−0.0005	0.1767	0.3312	0.073*
H27B	0.0312	0.0746	0.3876	0.073*
H27C	−0.0990	0.1170	0.3823	0.073*
C28	−0.29352 (17)	−0.15531 (17)	0.21101 (14)	0.0465 (5)
H28A	−0.2807	−0.2295	0.1916	0.056*
H28B	−0.3477	−0.1185	0.1739	0.056*
H28C	−0.3256	−0.1573	0.2665	0.056*
C29	0.08631 (19)	−0.06858 (19)	0.07974 (14)	0.0513 (5)
H29A	0.0572	−0.1274	0.0448	0.062*
H29B	0.1616	−0.0889	0.1027	0.062*
H29C	0.0942	−0.0025	0.0469	0.062*

	U11	U22	U33	U12	U13	U23
Cl1	0.0508 (3)	0.0793 (4)	0.0463 (3)	0.0077 (3)	−0.0052 (3)	−0.0046 (3)
O1	0.0416 (8)	0.0590 (9)	0.0436 (9)	−0.0052 (7)	−0.0041 (7)	0.0070 (7)
O2	0.0572 (9)	0.0425 (8)	0.0525 (9)	−0.0051 (7)	−0.0018 (7)	0.0016 (6)
O3	0.0450 (8)	0.0610 (10)	0.0693 (11)	0.0130 (7)	0.0078 (8)	0.0100 (8)
O4	0.0459 (8)	0.0531 (8)	0.0487 (9)	0.0059 (7)	0.0125 (7)	0.0070 (7)
C1	0.0413 (11)	0.0385 (10)	0.0381 (11)	−0.0018 (8)	−0.0014 (9)	−0.0014 (8)
C2	0.0439 (11)	0.0458 (11)	0.0464 (12)	0.0012 (9)	−0.0032 (10)	−0.0028 (9)
C3	0.0529 (13)	0.0435 (11)	0.0502 (13)	0.0031 (10)	−0.0098 (10)	0.0025 (9)
C4	0.0599 (14)	0.0418 (11)	0.0421 (12)	−0.0030 (10)	−0.0105 (10)	0.0039 (9)
C5	0.0487 (11)	0.0386 (10)	0.0360 (11)	−0.0062 (9)	−0.0068 (9)	−0.0005 (8)
C6	0.0552 (13)	0.0460 (11)	0.0346 (11)	−0.0099 (10)	−0.0017 (9)	0.0028 (9)
C7	0.0501 (12)	0.0498 (12)	0.0380 (11)	−0.0078 (10)	0.0043 (9)	−0.0002 (9)
C8	0.0456 (11)	0.0418 (11)	0.0375 (11)	−0.0019 (9)	0.0019 (9)	−0.0014 (8)
C9	0.0410 (10)	0.0393 (10)	0.0336 (10)	−0.0020 (8)	0.0020 (8)	−0.0001 (8)
C10	0.0439 (11)	0.0362 (10)	0.0345 (10)	−0.0054 (8)	−0.0036 (8)	−0.0023 (8)
C11	0.0393 (11)	0.0408 (10)	0.0405 (12)	0.0016 (8)	0.0024 (9)	−0.0011 (8)
C12	0.0370 (10)	0.0415 (10)	0.0381 (11)	0.0017 (8)	−0.0005 (8)	0.0014 (8)
C13	0.0436 (11)	0.0451 (11)	0.0384 (11)	−0.0003 (9)	0.0027 (9)	−0.0040 (9)
C14	0.0419 (11)	0.0477 (11)	0.0414 (11)	−0.0003 (9)	0.0054 (9)	0.0010 (9)
C15	0.0380 (11)	0.0413 (11)	0.0449 (12)	0.0024 (8)	−0.0031 (9)	0.0036 (9)
C16	0.0429 (11)	0.0429 (11)	0.0404 (11)	0.0016 (9)	−0.0041 (9)	−0.0031 (9)
C17	0.0414 (11)	0.0433 (10)	0.0366 (11)	0.0032 (8)	0.0010 (9)	0.0012 (8)
C18	0.0375 (10)	0.0388 (10)	0.0419 (11)	0.0021 (8)	0.0061 (9)	0.0003 (8)
C19	0.0372 (10)	0.0410 (10)	0.0382 (11)	0.0038 (8)	0.0063 (8)	0.0013 (8)
C20	0.0496 (12)	0.0416 (11)	0.0437 (12)	0.0002 (9)	0.0054 (10)	0.0058 (9)
C21	0.0534 (12)	0.0499 (12)	0.0394 (12)	0.0087 (10)	0.0028 (10)	0.0069 (9)
C22	0.0404 (11)	0.0547 (12)	0.0387 (12)	0.0088 (9)	0.0043 (9)	−0.0031 (9)
C23	0.0420 (11)	0.0475 (11)	0.0431 (12)	−0.0004 (9)	0.0061 (9)	−0.0040 (9)
C24	0.0433 (11)	0.0425 (11)	0.0391 (11)	0.0034 (9)	0.0052 (9)	0.0038 (9)
C25	0.0433 (13)	0.0658 (15)	0.0857 (19)	0.0084 (11)	−0.0070 (12)	−0.0008 (13)
C26	0.0432 (12)	0.0672 (15)	0.0605 (15)	−0.0001 (10)	0.0090 (11)	0.0034 (11)
C27	0.0555 (14)	0.0743 (16)	0.0526 (14)	−0.0118 (12)	0.0093 (11)	−0.0193 (12)
C28	0.0417 (11)	0.0487 (12)	0.0491 (13)	−0.0067 (9)	−0.0024 (9)	0.0026 (9)
C29	0.0477 (12)	0.0623 (14)	0.0439 (13)	−0.0021 (10)	0.0040 (10)	−0.0099 (10)

Cl1—C22	1.738 (2)	C15—C16	1.391 (3)
O1—C11	1.221 (2)	C15—C28	1.513 (3)
O2—C18	1.220 (2)	C16—C17	1.390 (3)
O3—C2	1.363 (2)	C16—H16	0.9500
O3—C25	1.414 (3)	C17—C29	1.522 (3)
O4—C8	1.362 (2)	C18—C19	1.501 (3)
O4—C26	1.439 (2)	C19—C20	1.388 (3)
C1—C2	1.386 (3)	C19—C24	1.394 (3)
C1—C10	1.436 (3)	C20—C21	1.383 (3)
C1—C11	1.503 (3)	C20—H20	0.9500
C2—C3	1.402 (3)	C21—C22	1.386 (3)
C3—C4	1.360 (3)	C21—H21	0.9500
C3—H3	0.9500	C22—C23	1.385 (3)
C4—C5	1.408 (3)	C23—C24	1.383 (3)
C4—H4	0.9500	C23—H23	0.9500
C5—C6	1.409 (3)	C24—H24	0.9500
C5—C10	1.433 (3)	C25—H25A	0.9800
C6—C7	1.353 (3)	C25—H25B	0.9800
C6—H6	0.9500	C25—H25C	0.9800
C7—C8	1.399 (3)	C26—H26A	0.9800
C7—H7	0.9500	C26—H26B	0.9800
C8—C9	1.391 (3)	C26—H26C	0.9800
C9—C10	1.438 (3)	C27—H27A	0.9800
C9—C18	1.508 (3)	C27—H27B	0.9800
C11—C12	1.502 (3)	C27—H27C	0.9800
C12—C17	1.398 (3)	C28—H28A	0.9800
C12—C13	1.409 (3)	C28—H28B	0.9800
C13—C14	1.385 (3)	C28—H28C	0.9800
C13—C27	1.504 (3)	C29—H29A	0.9800
C14—C15	1.384 (3)	C29—H29B	0.9800
C14—H14	0.9500	C29—H29C	0.9800
C2—O3—C25	120.54 (18)	C12—C17—C29	122.43 (18)
C8—O4—C26	118.07 (16)	O2—C18—C19	120.45 (18)
C2—C1—C10	119.46 (18)	O2—C18—C9	120.58 (18)
C2—C1—C11	116.67 (17)	C19—C18—C9	118.73 (16)
C10—C1—C11	123.84 (17)	C20—C19—C24	118.92 (19)
O3—C2—C1	115.81 (18)	C20—C19—C18	118.71 (18)
O3—C2—C3	121.77 (19)	C24—C19—C18	122.35 (18)
C1—C2—C3	122.37 (19)	C21—C20—C19	120.7 (2)
C4—C3—C2	118.9 (2)	C21—C20—H20	119.7
C4—C3—H3	120.6	C19—C20—H20	119.7
C2—C3—H3	120.6	C20—C21—C22	119.26 (19)
C3—C4—C5	121.7 (2)	C20—C21—H21	120.4
C3—C4—H4	119.2	C22—C21—H21	120.4
C5—C4—H4	119.2	C23—C22—C21	121.3 (2)
C4—C5—C6	119.17 (19)	C23—C22—Cl1	119.84 (17)
C4—C5—C10	120.24 (18)	C21—C22—Cl1	118.89 (17)
C6—C5—C10	120.59 (19)	C24—C23—C22	118.64 (19)
C7—C6—C5	121.77 (19)	C24—C23—H23	120.7
C7—C6—H6	119.1	C22—C23—H23	120.7
C5—C6—H6	119.1	C23—C24—C19	121.19 (19)
C6—C7—C8	118.87 (19)	C23—C24—H24	119.4
C6—C7—H7	120.6	C19—C24—H24	119.4
C8—C7—H7	120.6	O3—C25—H25A	109.5
O4—C8—C9	114.75 (17)	O3—C25—H25B	109.5
O4—C8—C7	122.82 (17)	H25A—C25—H25B	109.5
C9—C8—C7	122.40 (19)	O3—C25—H25C	109.5
C8—C9—C10	119.62 (18)	H25A—C25—H25C	109.5
C8—C9—C18	113.73 (17)	H25B—C25—H25C	109.5
C10—C9—C18	126.60 (16)	O4—C26—H26A	109.5
C5—C10—C1	117.25 (18)	O4—C26—H26B	109.5
C5—C10—C9	116.69 (17)	H26A—C26—H26B	109.5
C1—C10—C9	126.05 (17)	O4—C26—H26C	109.5
O1—C11—C12	120.73 (17)	H26A—C26—H26C	109.5
O1—C11—C1	120.79 (18)	H26B—C26—H26C	109.5
C12—C11—C1	118.45 (18)	C13—C27—H27A	109.5
C17—C12—C13	120.09 (18)	C13—C27—H27B	109.5
C17—C12—C11	121.53 (17)	H27A—C27—H27B	109.5
C13—C12—C11	118.38 (17)	C13—C27—H27C	109.5
C14—C13—C12	118.68 (18)	H27A—C27—H27C	109.5
C14—C13—C27	119.13 (18)	H27B—C27—H27C	109.5
C12—C13—C27	122.15 (18)	C15—C28—H28A	109.5
C15—C14—C13	122.35 (19)	C15—C28—H28B	109.5
C15—C14—H14	118.8	H28A—C28—H28B	109.5
C13—C14—H14	118.8	C15—C28—H28C	109.5
C14—C15—C16	117.96 (18)	H28A—C28—H28C	109.5
C14—C15—C28	120.80 (18)	H28B—C28—H28C	109.5
C16—C15—C28	121.23 (19)	C17—C29—H29A	109.5
C17—C16—C15	121.92 (19)	C17—C29—H29B	109.5
C17—C16—H16	119.0	H29A—C29—H29B	109.5
C15—C16—H16	119.0	C17—C29—H29C	109.5
C16—C17—C12	118.97 (18)	H29A—C29—H29C	109.5
C16—C17—C29	118.54 (18)	H29B—C29—H29C	109.5
C25—O3—C2—C1	−175.14 (19)	O1—C11—C12—C17	−123.9 (2)
C25—O3—C2—C3	7.5 (3)	C1—C11—C12—C17	58.0 (3)
C10—C1—C2—O3	−173.78 (17)	O1—C11—C12—C13	56.4 (3)
C11—C1—C2—O3	4.2 (3)	C1—C11—C12—C13	−121.7 (2)
C10—C1—C2—C3	3.6 (3)	C17—C12—C13—C14	−2.0 (3)
C11—C1—C2—C3	−178.48 (19)	C11—C12—C13—C14	177.67 (18)
O3—C2—C3—C4	176.24 (19)	C17—C12—C13—C27	−179.8 (2)
C1—C2—C3—C4	−0.9 (3)	C11—C12—C13—C27	−0.1 (3)
C2—C3—C4—C5	−1.0 (3)	C12—C13—C14—C15	1.2 (3)
C3—C4—C5—C6	179.39 (19)	C27—C13—C14—C15	179.0 (2)
C3—C4—C5—C10	0.2 (3)	C13—C14—C15—C16	0.4 (3)
C4—C5—C6—C7	−179.97 (19)	C13—C14—C15—C28	−179.21 (19)
C10—C5—C6—C7	−0.8 (3)	C14—C15—C16—C17	−1.2 (3)
C5—C6—C7—C8	−1.0 (3)	C28—C15—C16—C17	178.41 (19)
C26—O4—C8—C9	−166.11 (18)	C15—C16—C17—C12	0.4 (3)
C26—O4—C8—C7	15.8 (3)	C15—C16—C17—C29	177.52 (19)
C6—C7—C8—O4	179.09 (18)	C13—C12—C17—C16	1.3 (3)
C6—C7—C8—C9	1.1 (3)	C11—C12—C17—C16	−178.42 (18)
O4—C8—C9—C10	−177.55 (17)	C13—C12—C17—C29	−175.75 (19)
C7—C8—C9—C10	0.6 (3)	C11—C12—C17—C29	4.5 (3)
O4—C8—C9—C18	0.2 (3)	C8—C9—C18—O2	−99.7 (2)
C7—C8—C9—C18	178.27 (18)	C10—C9—C18—O2	77.8 (3)
C4—C5—C10—C1	2.4 (3)	C8—C9—C18—C19	74.7 (2)
C6—C5—C10—C1	−176.82 (18)	C10—C9—C18—C19	−107.8 (2)
C4—C5—C10—C9	−178.44 (18)	O2—C18—C19—C20	−7.5 (3)
C6—C5—C10—C9	2.4 (3)	C9—C18—C19—C20	178.04 (17)
C2—C1—C10—C5	−4.1 (3)	O2—C18—C19—C24	170.53 (18)
C11—C1—C10—C5	178.04 (17)	C9—C18—C19—C24	−3.9 (3)
C2—C1—C10—C9	176.74 (18)	C24—C19—C20—C21	−2.1 (3)
C11—C1—C10—C9	−1.1 (3)	C18—C19—C20—C21	176.06 (17)
C8—C9—C10—C5	−2.2 (3)	C19—C20—C21—C22	0.5 (3)
C18—C9—C10—C5	−179.63 (18)	C20—C21—C22—C23	0.9 (3)
C8—C9—C10—C1	176.87 (18)	C20—C21—C22—Cl1	−179.21 (15)
C18—C9—C10—C1	−0.5 (3)	C21—C22—C23—C24	−0.6 (3)
C2—C1—C11—O1	−127.5 (2)	Cl1—C22—C23—C24	179.47 (14)
C10—C1—C11—O1	50.4 (3)	C22—C23—C24—C19	−1.0 (3)
C2—C1—C11—C12	50.6 (2)	C20—C19—C24—C23	2.3 (3)
C10—C1—C11—C12	−131.50 (19)	C18—C19—C24—C23	−175.70 (17)

D—H···A	D—H	H···A	D···A	D—H···A
C23—H23···O2i	0.95	2.54	3.413 (2)	154
C28—H28A···O1ii	0.98	2.56	3.418 (3)	147
C29—H29B···O2	0.98	2.42	3.349 (3)	157

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C23—H23⋯O2i	0.95	2.54	3.413 (2)	154
C28—H28A⋯O1ii	0.98	2.56	3.418 (3)	147
C29—H29B⋯O2	0.98	2.42	3.349 (3)	157

Symmetry codes: (i) ; (ii) .