9-[(2-Chloro-benz-yl)amino]-5-(3,4,5-trimeth-oxy-phen-yl)-5,5a,8a,9-tetra-hydro-furo[3',4':6,7]naphtho-[2,3-d][1,3]dioxol-6(8H)-one.

In the title compound, C(29)H(28)ClNO(7), the tetra-hydro-furan ring and the six-membered ring fused to it both display envelope conformations. The dihedral angles between the plane of the benzene ring of the benzo[d][1,3]dioxole system and the planes of the other two benzene rings are 80.59 (3) and 63.60 (2)°.

Related literature

For bond-length and angle data for similar structures, see: Feng et al. (2008 ▶); Zhang et al. (1994 ▶); Zuo et al. (2009 ▶).

Experimental

Crystal data

C29H28ClNO7

M = 537.97

Orthorhombic,

a = 10.0971 (14) Å

b = 15.264 (2) Å

c = 16.220 (2) Å

V = 2499.9 (6) Å3

Z = 4

Mo Kα radiation

μ = 0.20 mm−1

T = 113 K

0.20 × 0.18 × 0.12 mm

Data collection

Rigaku Saturn CCD area-detector diffractometer

Absorption correction: multi-scan (CrystalClear; Rigaku, 2007 ▶) T min = 0.960, T max = 0.976

26247 measured reflections

5968 independent reflections

5580 reflections with I > 2σ(I)

R int = 0.044

Refinement

R[F 2 > 2σ(F 2)] = 0.031

wR(F 2) = 0.066

S = 1.03

5968 reflections

350 parameters

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.18 e Å−3

Δρmin = −0.25 e Å−3

Absolute structure: Flack (1983), 2615 Friedel pairs

Flack parameter: 0.00 (4)

Data collection: CrystalClear (Rigaku, 2007 ▶); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536811018289/hg5035sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536811018289/hg5035Isup2.hkl

Supplementary material file. DOI: 10.1107/S1600536811018289/hg5035Isup3.cml

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

C29H28ClNO7	F(000) = 1128
Mr = 537.97	Dx = 1.429 Mg m−3
Orthorhombic, P212121	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2ac 2ab	Cell parameters from 8535 reflections
a = 10.0971 (14) Å	θ = 1.3–27.9°
b = 15.264 (2) Å	µ = 0.20 mm−1
c = 16.220 (2) Å	T = 113 K
V = 2499.9 (6) Å3	Prism, colorless
Z = 4	0.20 × 0.18 × 0.12 mm

Rigaku Saturn CCD area-detector diffractometer	5968 independent reflections
Radiation source: rotating anode	5580 reflections with I > 2σ(I)
multilayer	Rint = 0.044
Detector resolution: 14.63 pixels mm-1	θmax = 27.9°, θmin = 1.8°
ω and φ scans	h = −13→13
Absorption correction: multi-scan (CrystalClear; Rigaku, 2007)	k = −20→20
Tmin = 0.960, Tmax = 0.976	l = −20→21
26247 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)] = 0.031	H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.066	w = 1/[σ2(Fo2) + (0.0324P)2] where P = (Fo2 + 2Fc2)/3
S = 1.03	(Δ/σ)max = 0.001
5968 reflections	Δρmax = 0.18 e Å−3
350 parameters	Δρmin = −0.25 e Å−3
0 restraints	Absolute structure: Flack (1983), 2615 Friedel pairs
Primary atom site location: structure-invariant direct methods	Flack parameter: 0.00 (4)

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	−0.19083 (4)	−0.19218 (2)	0.81504 (2)	0.02120 (9)
O1	0.56079 (11)	0.23021 (7)	0.72078 (6)	0.0247 (3)
O2	0.41961 (12)	0.14072 (7)	0.64668 (6)	0.0240 (3)
O3	0.09055 (11)	0.06096 (7)	1.11792 (6)	0.0253 (3)
O4	0.28209 (11)	0.10425 (6)	1.17321 (6)	0.0261 (3)
O5	0.31178 (11)	0.40151 (6)	1.20050 (6)	0.0209 (2)
O6	0.18781 (11)	0.51133 (6)	1.09222 (6)	0.0189 (2)
O7	0.12116 (11)	0.45705 (6)	0.94280 (6)	0.0209 (2)
N1	0.16797 (13)	−0.03792 (7)	0.88773 (8)	0.0199 (3)
C1	0.03959 (16)	0.03821 (10)	1.03598 (9)	0.0229 (3)
H1A	−0.0550	0.0545	1.0307	0.027*
H1B	0.0491	−0.0253	1.0253	0.027*
C2	0.12467 (15)	0.09136 (9)	0.97679 (9)	0.0178 (3)
H2	0.0883	0.1522	0.9740	0.021*
C3	0.14712 (15)	0.05866 (8)	0.88890 (9)	0.0180 (3)
H3	0.0667	0.0725	0.8554	0.022*
C4	0.26551 (15)	0.10614 (8)	0.85124 (9)	0.0162 (3)
C5	0.28349 (15)	0.09545 (9)	0.76558 (9)	0.0193 (3)
H5	0.2256	0.0594	0.7343	0.023*
C6	0.38597 (16)	0.13821 (9)	0.72912 (9)	0.0189 (3)
C7	0.54559 (17)	0.18360 (12)	0.64454 (10)	0.0287 (4)
H7A	0.5496	0.2248	0.5975	0.034*
H7B	0.6174	0.1399	0.6382	0.034*
C8	0.47041 (15)	0.19194 (10)	0.77350 (9)	0.0185 (3)
C9	0.45689 (15)	0.20311 (9)	0.85659 (9)	0.0180 (3)
H9	0.5156	0.2400	0.8865	0.022*
C10	0.35316 (15)	0.15831 (8)	0.89679 (9)	0.0163 (3)
C11	0.34335 (15)	0.16871 (8)	0.99015 (8)	0.0161 (3)
H11	0.4342	0.1599	1.0133	0.019*
C12	0.25620 (15)	0.09411 (9)	1.02231 (9)	0.0179 (3)
H12	0.3033	0.0382	1.0093	0.021*
C13	0.29684 (15)	0.25985 (8)	1.01666 (8)	0.0158 (3)
C14	0.32622 (15)	0.28769 (8)	1.09600 (9)	0.0168 (3)
H14	0.3742	0.2503	1.1320	0.020*
C15	0.28577 (15)	0.37031 (9)	1.12340 (8)	0.0158 (3)
C16	0.21789 (15)	0.42648 (8)	1.07030 (8)	0.0158 (3)
C17	0.18852 (15)	0.39801 (8)	0.99061 (8)	0.0157 (3)
C18	0.22750 (14)	0.31519 (9)	0.96379 (9)	0.0165 (3)
H18	0.2068	0.2965	0.9094	0.020*
C19	0.37066 (17)	0.34058 (10)	1.25669 (9)	0.0248 (4)
H19A	0.3180	0.2867	1.2580	0.037*
H19B	0.3734	0.3664	1.3120	0.037*
H19C	0.4609	0.3270	1.2386	0.037*
C20	0.08614 (17)	0.52134 (10)	1.15354 (10)	0.0233 (4)
H20A	0.0070	0.4889	1.1365	0.035*
H20B	0.0642	0.5836	1.1596	0.035*
H20C	0.1179	0.4984	1.2064	0.035*
C21	0.10712 (18)	0.43615 (10)	0.85726 (9)	0.0254 (4)
H21A	0.1949	0.4285	0.8325	0.038*
H21B	0.0604	0.4838	0.8291	0.038*
H21C	0.0564	0.3818	0.8515	0.038*
C22	0.04768 (15)	−0.08553 (9)	0.86421 (9)	0.0193 (3)
H22A	0.0434	−0.0891	0.8033	0.023*
H22B	−0.0305	−0.0519	0.8832	0.023*
C23	0.04024 (15)	−0.17743 (9)	0.89942 (8)	0.0157 (3)
C24	0.13828 (16)	−0.21272 (9)	0.94947 (9)	0.0196 (3)
H24	0.2148	−0.1789	0.9617	0.024*
C25	0.12665 (16)	−0.29669 (9)	0.98209 (9)	0.0218 (3)
H25	0.1958	−0.3201	1.0151	0.026*
C26	0.01461 (16)	−0.34623 (10)	0.96657 (9)	0.0206 (3)
H26	0.0055	−0.4028	0.9904	0.025*
C27	−0.08436 (15)	−0.31306 (9)	0.91619 (8)	0.0184 (3)
H27	−0.1614	−0.3467	0.9049	0.022*
C28	−0.06935 (15)	−0.23039 (9)	0.88264 (8)	0.0165 (3)
C30	0.21676 (16)	0.08957 (9)	1.11209 (9)	0.0211 (3)
H1	0.2339 (18)	−0.0558 (10)	0.8486 (10)	0.029 (5)*

	U11	U22	U33	U12	U13	U23
Cl1	0.01945 (19)	0.02013 (16)	0.02402 (18)	−0.00103 (16)	−0.00483 (16)	0.00179 (14)
O1	0.0245 (6)	0.0268 (6)	0.0227 (6)	−0.0046 (5)	0.0060 (5)	−0.0004 (4)
O2	0.0276 (7)	0.0272 (6)	0.0172 (5)	−0.0013 (5)	0.0006 (5)	−0.0011 (4)
O3	0.0264 (7)	0.0266 (6)	0.0229 (6)	−0.0033 (5)	0.0008 (5)	0.0018 (5)
O4	0.0340 (7)	0.0244 (5)	0.0200 (6)	−0.0020 (5)	−0.0058 (5)	0.0028 (4)
O5	0.0264 (6)	0.0203 (5)	0.0160 (5)	−0.0005 (5)	−0.0052 (5)	−0.0020 (4)
O6	0.0253 (6)	0.0112 (4)	0.0203 (5)	−0.0021 (5)	0.0045 (5)	−0.0013 (4)
O7	0.0305 (6)	0.0163 (5)	0.0159 (5)	0.0054 (5)	−0.0063 (5)	0.0013 (4)
N1	0.0177 (7)	0.0138 (6)	0.0282 (7)	0.0003 (5)	−0.0035 (6)	−0.0016 (5)
C1	0.0202 (9)	0.0249 (8)	0.0234 (8)	−0.0020 (7)	−0.0009 (7)	0.0017 (6)
C2	0.0168 (8)	0.0154 (7)	0.0213 (7)	0.0017 (6)	−0.0017 (6)	0.0016 (6)
C3	0.0163 (8)	0.0147 (7)	0.0230 (8)	0.0008 (6)	−0.0051 (6)	−0.0003 (6)
C4	0.0178 (8)	0.0104 (6)	0.0203 (7)	0.0030 (6)	−0.0027 (6)	0.0012 (5)
C5	0.0213 (8)	0.0140 (6)	0.0227 (8)	0.0009 (6)	−0.0054 (6)	−0.0020 (6)
C6	0.0232 (9)	0.0165 (7)	0.0171 (8)	0.0050 (6)	−0.0008 (6)	0.0017 (6)
C7	0.0255 (9)	0.0387 (10)	0.0219 (8)	−0.0006 (8)	0.0017 (7)	0.0007 (7)
C8	0.0170 (8)	0.0152 (7)	0.0232 (8)	0.0026 (7)	0.0003 (6)	0.0023 (6)
C9	0.0176 (8)	0.0142 (7)	0.0221 (8)	0.0001 (6)	−0.0023 (6)	−0.0031 (6)
C10	0.0179 (8)	0.0126 (6)	0.0182 (7)	0.0059 (6)	−0.0010 (6)	−0.0014 (5)
C11	0.0169 (8)	0.0164 (7)	0.0151 (7)	0.0013 (6)	−0.0033 (6)	0.0010 (5)
C12	0.0184 (8)	0.0139 (6)	0.0214 (8)	0.0027 (6)	−0.0028 (6)	0.0012 (6)
C13	0.0142 (8)	0.0153 (7)	0.0179 (7)	−0.0017 (6)	0.0000 (7)	0.0002 (5)
C14	0.0157 (8)	0.0161 (7)	0.0187 (7)	0.0005 (6)	−0.0041 (6)	0.0036 (5)
C15	0.0154 (8)	0.0179 (6)	0.0140 (7)	−0.0047 (6)	−0.0006 (6)	−0.0013 (5)
C16	0.0181 (8)	0.0125 (6)	0.0169 (7)	−0.0027 (6)	0.0024 (6)	−0.0017 (5)
C17	0.0148 (7)	0.0146 (6)	0.0178 (7)	−0.0023 (6)	0.0002 (6)	0.0030 (5)
C18	0.0174 (7)	0.0169 (7)	0.0152 (7)	−0.0020 (6)	0.0010 (6)	−0.0006 (6)
C19	0.0292 (9)	0.0276 (8)	0.0175 (8)	−0.0019 (7)	−0.0070 (7)	0.0028 (6)
C20	0.0239 (9)	0.0189 (8)	0.0272 (9)	−0.0012 (6)	0.0056 (7)	−0.0033 (6)
C21	0.0386 (10)	0.0215 (8)	0.0160 (8)	−0.0003 (7)	−0.0056 (7)	0.0025 (6)
C22	0.0196 (8)	0.0172 (7)	0.0213 (8)	−0.0031 (6)	−0.0033 (6)	0.0018 (6)
C23	0.0182 (8)	0.0151 (7)	0.0138 (7)	0.0006 (6)	0.0017 (6)	−0.0017 (5)
C24	0.0202 (8)	0.0212 (8)	0.0174 (7)	−0.0011 (6)	−0.0004 (6)	−0.0022 (6)
C25	0.0274 (9)	0.0211 (8)	0.0169 (7)	0.0059 (7)	−0.0040 (7)	0.0001 (6)
C26	0.0284 (9)	0.0158 (7)	0.0174 (7)	0.0022 (6)	0.0046 (7)	0.0003 (6)
C27	0.0200 (8)	0.0183 (7)	0.0169 (7)	−0.0029 (7)	0.0044 (6)	−0.0025 (6)
C28	0.0168 (8)	0.0189 (7)	0.0139 (7)	0.0018 (6)	0.0002 (6)	−0.0018 (6)
C30	0.0246 (9)	0.0143 (7)	0.0245 (8)	0.0018 (6)	−0.0008 (7)	0.0032 (6)

Cl1—C28	1.7455 (15)	C11—C13	1.5301 (19)
O1—C8	1.3803 (18)	C11—C12	1.531 (2)
O1—C7	1.4348 (18)	C11—H11	1.0000
O2—C6	1.3802 (17)	C12—C30	1.511 (2)
O2—C7	1.431 (2)	C12—H12	1.0000
O3—C30	1.3504 (19)	C13—C14	1.3874 (19)
O3—C1	1.4669 (18)	C13—C18	1.3925 (19)
O4—C30	1.2116 (18)	C14—C15	1.3981 (19)
O5—C15	1.3637 (16)	C14—H14	0.9500
O5—C19	1.4315 (17)	C15—C16	1.395 (2)
O6—C16	1.3771 (16)	C16—C17	1.3956 (19)
O6—C20	1.4374 (18)	C17—C18	1.3937 (19)
O7—C17	1.3697 (17)	C18—H18	0.9500
O7—C21	1.4307 (18)	C19—H19A	0.9800
N1—C22	1.4659 (19)	C19—H19B	0.9800
N1—C3	1.4892 (17)	C19—H19C	0.9800
N1—H1	0.959 (17)	C20—H20A	0.9800
C1—C2	1.522 (2)	C20—H20B	0.9800
C1—H1A	0.9900	C20—H20C	0.9800
C1—H1B	0.9900	C21—H21A	0.9800
C2—C12	1.520 (2)	C21—H21B	0.9800
C2—C3	1.527 (2)	C21—H21C	0.9800
C2—H2	1.0000	C22—C23	1.5164 (19)
C3—C4	1.526 (2)	C22—H22A	0.9900
C3—H3	1.0000	C22—H22B	0.9900
C4—C10	1.401 (2)	C23—C24	1.389 (2)
C4—C5	1.411 (2)	C23—C28	1.397 (2)
C5—C6	1.359 (2)	C24—C25	1.392 (2)
C5—H5	0.9500	C24—H24	0.9500
C6—C8	1.385 (2)	C25—C26	1.384 (2)
C7—H7A	0.9900	C25—H25	0.9500
C7—H7B	0.9900	C26—C27	1.387 (2)
C8—C9	1.3654 (19)	C26—H26	0.9500
C9—C10	1.411 (2)	C27—C28	1.383 (2)
C9—H9	0.9500	C27—H27	0.9500
C10—C11	1.526 (2)
C8—O1—C7	104.68 (11)	C14—C13—C18	119.54 (12)
C6—O2—C7	104.77 (12)	C14—C13—C11	118.26 (12)
C30—O3—C1	110.13 (12)	C18—C13—C11	122.19 (12)
C15—O5—C19	115.91 (11)	C13—C14—C15	120.58 (13)
C16—O6—C20	115.86 (10)	C13—C14—H14	119.7
C17—O7—C21	116.85 (11)	C15—C14—H14	119.7
C22—N1—C3	112.14 (11)	O5—C15—C16	116.50 (12)
C22—N1—H1	105.2 (10)	O5—C15—C14	123.39 (12)
C3—N1—H1	112.8 (10)	C16—C15—C14	120.10 (13)
O3—C1—C2	104.31 (12)	O6—C16—C15	121.80 (12)
O3—C1—H1A	110.9	O6—C16—C17	119.02 (12)
C2—C1—H1A	110.9	C15—C16—C17	119.00 (12)
O3—C1—H1B	110.9	O7—C17—C18	124.07 (13)
C2—C1—H1B	110.9	O7—C17—C16	115.16 (12)
H1A—C1—H1B	108.9	C18—C17—C16	120.77 (13)
C12—C2—C1	101.62 (11)	C13—C18—C17	120.00 (13)
C12—C2—C3	109.44 (12)	C13—C18—H18	120.0
C1—C2—C3	119.88 (12)	C17—C18—H18	120.0
C12—C2—H2	108.4	O5—C19—H19A	109.5
C1—C2—H2	108.4	O5—C19—H19B	109.5
C3—C2—H2	108.4	H19A—C19—H19B	109.5
N1—C3—C4	110.76 (12)	O5—C19—H19C	109.5
N1—C3—C2	110.88 (12)	H19A—C19—H19C	109.5
C4—C3—C2	109.56 (11)	H19B—C19—H19C	109.5
N1—C3—H3	108.5	O6—C20—H20A	109.5
C4—C3—H3	108.5	O6—C20—H20B	109.5
C2—C3—H3	108.5	H20A—C20—H20B	109.5
C10—C4—C5	120.25 (14)	O6—C20—H20C	109.5
C10—C4—C3	123.63 (13)	H20A—C20—H20C	109.5
C5—C4—C3	116.12 (13)	H20B—C20—H20C	109.5
C6—C5—C4	118.11 (14)	O7—C21—H21A	109.5
C6—C5—H5	120.9	O7—C21—H21B	109.5
C4—C5—H5	120.9	H21A—C21—H21B	109.5
C5—C6—O2	128.50 (14)	O7—C21—H21C	109.5
C5—C6—C8	121.80 (13)	H21A—C21—H21C	109.5
O2—C6—C8	109.61 (13)	H21B—C21—H21C	109.5
O2—C7—O1	107.52 (12)	N1—C22—C23	113.68 (12)
O2—C7—H7A	110.2	N1—C22—H22A	108.8
O1—C7—H7A	110.2	C23—C22—H22A	108.8
O2—C7—H7B	110.2	N1—C22—H22B	108.8
O1—C7—H7B	110.2	C23—C22—H22B	108.8
H7A—C7—H7B	108.5	H22A—C22—H22B	107.7
C9—C8—O1	128.67 (14)	C24—C23—C28	117.00 (13)
C9—C8—C6	121.71 (14)	C24—C23—C22	122.93 (13)
O1—C8—C6	109.61 (12)	C28—C23—C22	120.07 (13)
C8—C9—C10	118.03 (14)	C23—C24—C25	121.28 (14)
C8—C9—H9	121.0	C23—C24—H24	119.4
C10—C9—H9	121.0	C25—C24—H24	119.4
C4—C10—C9	120.05 (13)	C26—C25—C24	120.20 (14)
C4—C10—C11	122.78 (13)	C26—C25—H25	119.9
C9—C10—C11	117.17 (13)	C24—C25—H25	119.9
C10—C11—C13	113.17 (11)	C25—C26—C27	119.80 (14)
C10—C11—C12	107.35 (11)	C25—C26—H26	120.1
C13—C11—C12	113.84 (12)	C27—C26—H26	120.1
C10—C11—H11	107.4	C28—C27—C26	119.09 (14)
C13—C11—H11	107.4	C28—C27—H27	120.5
C12—C11—H11	107.4	C26—C27—H27	120.5
C30—C12—C2	103.68 (12)	C27—C28—C23	122.56 (14)
C30—C12—C11	120.93 (12)	C27—C28—Cl1	118.38 (12)
C2—C12—C11	110.93 (11)	C23—C28—Cl1	119.05 (11)
C30—C12—H12	106.8	O4—C30—O3	121.09 (14)
C2—C12—H12	106.8	O4—C30—C12	129.53 (15)
C11—C12—H12	106.8	O3—C30—C12	109.32 (13)
C30—O3—C1—C2	−23.55 (15)	C10—C11—C13—C14	−158.29 (13)
O3—C1—C2—C12	32.23 (14)	C12—C11—C13—C14	78.78 (17)
O3—C1—C2—C3	152.89 (12)	C10—C11—C13—C18	21.3 (2)
C22—N1—C3—C4	−138.33 (13)	C12—C11—C13—C18	−101.68 (15)
C22—N1—C3—C2	99.82 (14)	C18—C13—C14—C15	0.6 (2)
C12—C2—C3—N1	76.31 (15)	C11—C13—C14—C15	−179.85 (13)
C1—C2—C3—N1	−40.37 (18)	C19—O5—C15—C16	174.55 (13)
C12—C2—C3—C4	−46.24 (14)	C19—O5—C15—C14	−7.0 (2)
C1—C2—C3—C4	−162.92 (13)	C13—C14—C15—O5	−179.86 (13)
N1—C3—C4—C10	−111.37 (14)	C13—C14—C15—C16	−1.5 (2)
C2—C3—C4—C10	11.25 (18)	C20—O6—C16—C15	−71.65 (18)
N1—C3—C4—C5	68.97 (15)	C20—O6—C16—C17	113.25 (15)
C2—C3—C4—C5	−168.41 (12)	O5—C15—C16—O6	4.9 (2)
C10—C4—C5—C6	−1.1 (2)	C14—C15—C16—O6	−173.55 (13)
C3—C4—C5—C6	178.52 (12)	O5—C15—C16—C17	−179.98 (12)
C4—C5—C6—O2	−177.04 (14)	C14—C15—C16—C17	1.5 (2)
C4—C5—C6—C8	−0.8 (2)	C21—O7—C17—C18	−9.0 (2)
C7—O2—C6—C5	−171.48 (15)	C21—O7—C17—C16	170.60 (13)
C7—O2—C6—C8	11.94 (16)	O6—C16—C17—O7	−5.1 (2)
C6—O2—C7—O1	−19.05 (16)	C15—C16—C17—O7	179.68 (13)
C8—O1—C7—O2	18.94 (16)	O6—C16—C17—C18	174.50 (13)
C7—O1—C8—C9	169.91 (16)	C15—C16—C17—C18	−0.7 (2)
C7—O1—C8—C6	−11.63 (15)	C14—C13—C18—C17	0.2 (2)
C5—C6—C8—C9	1.6 (2)	C11—C13—C18—C17	−179.31 (13)
O2—C6—C8—C9	178.41 (13)	O7—C17—C18—C13	179.40 (13)
C5—C6—C8—O1	−177.03 (13)	C16—C17—C18—C13	−0.1 (2)
O2—C6—C8—O1	−0.17 (16)	C3—N1—C22—C23	−152.51 (12)
O1—C8—C9—C10	178.05 (13)	N1—C22—C23—C24	0.2 (2)
C6—C8—C9—C10	−0.2 (2)	N1—C22—C23—C28	179.56 (13)
C5—C4—C10—C9	2.4 (2)	C28—C23—C24—C25	−0.7 (2)
C3—C4—C10—C9	−177.21 (13)	C22—C23—C24—C25	178.61 (14)
C5—C4—C10—C11	−176.76 (13)	C23—C24—C25—C26	−1.5 (2)
C3—C4—C10—C11	3.6 (2)	C24—C25—C26—C27	2.1 (2)
C8—C9—C10—C4	−1.7 (2)	C25—C26—C27—C28	−0.4 (2)
C8—C9—C10—C11	177.53 (13)	C26—C27—C28—C23	−2.0 (2)
C4—C10—C11—C13	−109.51 (15)	C26—C27—C28—Cl1	176.65 (11)
C9—C10—C11—C13	71.28 (17)	C24—C23—C28—C27	2.5 (2)
C4—C10—C11—C12	16.95 (18)	C22—C23—C28—C27	−176.88 (13)
C9—C10—C11—C12	−162.27 (12)	C24—C23—C28—Cl1	−176.10 (11)
C1—C2—C12—C30	−29.50 (14)	C22—C23—C28—Cl1	4.52 (18)
C3—C2—C12—C30	−157.22 (11)	C1—O3—C30—O4	−173.15 (13)
C1—C2—C12—C11	−160.76 (12)	C1—O3—C30—C12	4.19 (15)
C3—C2—C12—C11	71.52 (14)	C2—C12—C30—O4	−166.14 (15)
C10—C11—C12—C30	−174.77 (13)	C11—C12—C30—O4	−41.1 (2)
C13—C11—C12—C30	−48.71 (18)	C2—C12—C30—O3	16.81 (14)
C10—C11—C12—C2	−53.14 (15)	C11—C12—C30—O3	141.88 (13)
C13—C11—C12—C2	72.92 (15)

D—H···A	D—H	H···A	D···A	D—H···A
C26—H26···O7i	0.95	2.56	3.2130 (18)	126.

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C26—H26⋯O7i	0.95	2.56	3.2130 (18)	126

Symmetry code: (i) .