Diisopropyl 1-(4-meth-oxy-phen-yl)-2,6-dimethyl-4-(3-nitro-phen-yl)-1,4-dihydro-pyridine-3,5-dicarboxyl-ate.

In the title compound, C(28)H(32)N(2)O(7), the 1,4-dihydro-pyridine ring adopts a flattened boat conformation. The two benzene rings are approximately perpendicular to the dihydro-pyridine ring, forming dihedral angles of 84.29 (9) and 82.96 (9)° with the mean plane of the 1,4-dihydro-pyridine unit, whereas the ester groups are only slightly twisted relative to this plane, with dihedral angles of 10.6 (1) and 9.0 (1)°.

Related literature

For background to the pharmaceutical applications of 1,4-dihydro­pyridine derivatives, see: Gaveriya et al. (2001 ▶); Shah et al. (2000 ▶, 2002 ▶); Marchalin et al. (2004 ▶); Chhillar et al. (2006 ▶).

Experimental

Crystal data

C28H32N2O7

M = 508.56

Triclinic,

a = 9.5043 (8) Å

b = 10.7570 (7) Å

c = 15.1279 (12) Å

α = 90.501 (6)°

β = 105.873 (7)°

γ = 114.601 (7)°

V = 1339.27 (18) Å3

Z = 2

Mo Kα radiation

μ = 0.09 mm−1

T = 293 K

0.30 × 0.20 × 0.20 mm

Data collection

Oxford Diffraction Xcalibur S diffractometer

Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2007 ▶) T min = 0.825, T max = 1.000

8313 measured reflections

4688 independent reflections

2417 reflections with I > 2σ(I)

R int = 0.043

Refinement

R[F 2 > 2σ(F 2)] = 0.069

wR(F 2) = 0.203

S = 0.93

4688 reflections

334 parameters

H-atom parameters constrained

Δρmax = 0.23 e Å−3

Δρmin = −0.23 e Å−3

Data collection: CrysAlis CCD (Oxford Diffraction, 2007 ▶); cell refinement: CrysAlis CCD; data reduction: CrysAlis RED (Oxford Diffraction, 2007 ▶); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997 ▶); software used to prepare material for publication: PLATON (Spek, 2009 ▶) and PARST (Nardelli, 1995 ▶).

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536811042073/gk2409sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811042073/gk2409Isup2.hkl

Supplementary material file. DOI: 10.1107/S1600536811042073/gk2409Isup3.cml

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

C28H32N2O7	Z = 2
Mr = 508.56	F(000) = 540
Triclinic, P1	Dx = 1.261 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 9.5043 (8) Å	Cell parameters from 3153 reflections
b = 10.7570 (7) Å	θ = 3.4–29.0°
c = 15.1279 (12) Å	µ = 0.09 mm−1
α = 90.501 (6)°	T = 293 K
β = 105.873 (7)°	Block, light-yellow
γ = 114.601 (7)°	0.30 × 0.20 × 0.20 mm
V = 1339.27 (18) Å3

Oxford Diffraction Xcalibur S diffractometer	4688 independent reflections
Radiation source: fine-focus sealed tube	2417 reflections with I > 2σ(I)
graphite	Rint = 0.043
Detector resolution: 16.1049 pixels mm-1	θmax = 25.0°, θmin = 3.4°
ω scans	h = −11→11
Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2007)	k = −11→12
Tmin = 0.825, Tmax = 1.000	l = −17→17
8313 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)] = 0.069	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.203	H-atom parameters constrained
S = 0.93	w = 1/[σ2(Fo2) + (0.0993P)2] where P = (Fo2 + 2Fc2)/3
4688 reflections	(Δ/σ)max = 0.001
334 parameters	Δρmax = 0.23 e Å−3
0 restraints	Δρmin = −0.23 e Å−3

Experimental. CrysAlis PRO, Oxford Diffraction Ltd., Version 1.171.34.40 (release 27–08-2010 CrysAlis171. NET) (compiled Aug 27 2010,11:50:40) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.

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
N1	0.5454 (3)	0.3122 (2)	0.46535 (16)	0.0543 (7)
C2	0.6907 (4)	0.4335 (3)	0.4872 (2)	0.0506 (8)
C3	0.7718 (4)	0.4905 (3)	0.5771 (2)	0.0488 (8)
C4	0.7183 (3)	0.4147 (3)	0.6544 (2)	0.0473 (7)
H4	0.7355	0.4837	0.7038	0.057*
C5	0.5384 (4)	0.3176 (3)	0.6209 (2)	0.0476 (7)
C6	0.4637 (4)	0.2640 (3)	0.5308 (2)	0.0505 (8)
C7	0.7469 (4)	0.4920 (3)	0.4068 (2)	0.0689 (10)
H7A	0.6708	0.4345	0.3500	0.103*
H7B	0.8518	0.4952	0.4134	0.103*
H7C	0.7541	0.5836	0.4054	0.103*
C8	0.2886 (4)	0.1574 (4)	0.4926 (2)	0.0729 (10)
H8A	0.2620	0.1341	0.4269	0.109*
H8B	0.2187	0.1945	0.5048	0.109*
H8C	0.2742	0.0761	0.5220	0.109*
C9	0.4847 (4)	0.2280 (3)	0.3756 (2)	0.0514 (8)
C10	0.5215 (4)	0.1169 (3)	0.3684 (2)	0.0547 (8)
H10	0.5830	0.0971	0.4205	0.066*
C11	0.4672 (4)	0.0366 (3)	0.2846 (2)	0.0628 (9)
H11	0.4908	−0.0384	0.2800	0.075*
C12	0.3773 (4)	0.0671 (3)	0.2067 (2)	0.0572 (8)
C13	0.3389 (4)	0.1750 (3)	0.2140 (2)	0.0665 (9)
H13	0.2775	0.1951	0.1619	0.080*
C14	0.3912 (4)	0.2535 (4)	0.2984 (2)	0.0674 (10)
H14	0.3627	0.3256	0.3033	0.081*
O15	0.3339 (3)	−0.0171 (2)	0.12593 (16)	0.0828 (8)
C16	0.2611 (6)	0.0187 (4)	0.0422 (3)	0.1070 (15)
H16A	0.2367	−0.0487	−0.0085	0.161*
H16B	0.3344	0.1079	0.0333	0.161*
H16C	0.1626	0.0213	0.0448	0.161*
C17	0.9226 (4)	0.6192 (3)	0.6040 (2)	0.0523 (8)
O18	0.9944 (3)	0.6917 (2)	0.55631 (16)	0.0822 (8)
O19	0.9781 (3)	0.6499 (2)	0.69719 (15)	0.0682 (7)
C20	1.1316 (4)	0.7699 (3)	0.7403 (2)	0.0651 (9)
H20	1.1983	0.7903	0.6983	0.078*
C21	1.2148 (5)	0.7310 (5)	0.8269 (3)	0.1041 (14)
H21A	1.2336	0.6538	0.8112	0.156*
H21B	1.1475	0.7064	0.8670	0.156*
H21C	1.3168	0.8079	0.8581	0.156*
C22	1.0989 (5)	0.8909 (4)	0.7570 (4)	0.1150 (17)
H22A	1.0482	0.9118	0.6987	0.172*
H22B	1.1995	0.9693	0.7880	0.172*
H22C	1.0281	0.8694	0.7950	0.172*
C23	0.4521 (4)	0.2803 (3)	0.6907 (2)	0.0518 (8)
O24	0.3176 (3)	0.1942 (3)	0.68094 (17)	0.0891 (9)
O25	0.5433 (3)	0.3580 (3)	0.77256 (16)	0.0820 (8)
C26	0.4739 (5)	0.3377 (4)	0.8499 (3)	0.0810 (12)
H26	0.3717	0.2532	0.8336	0.097*
C27	0.5956 (7)	0.3234 (5)	0.9321 (3)	0.1202 (17)
H27A	0.6084	0.2420	0.9185	0.180*
H27B	0.5577	0.3160	0.9854	0.180*
H27C	0.6982	0.4030	0.9447	0.180*
C28	0.4423 (6)	0.4586 (5)	0.8653 (3)	0.1123 (16)
H28A	0.3603	0.4595	0.8119	0.169*
H28B	0.5405	0.5418	0.8750	0.169*
H28C	0.4055	0.4528	0.9189	0.169*
C29	0.8208 (3)	0.3391 (3)	0.6953 (2)	0.0485 (8)
C30	0.8803 (4)	0.3461 (3)	0.7905 (2)	0.0568 (8)
H30	0.8585	0.3974	0.8303	0.068*
C31	0.9715 (4)	0.2768 (4)	0.8259 (3)	0.0675 (9)
C32	1.0054 (4)	0.2001 (4)	0.7710 (3)	0.0778 (11)
H32	1.0644	0.1518	0.7971	0.093*
C33	0.9512 (4)	0.1942 (3)	0.6758 (3)	0.0767 (11)
H33	0.9768	0.1448	0.6371	0.092*
C34	0.8584 (4)	0.2629 (3)	0.6389 (2)	0.0584 (9)
H34	0.8204	0.2578	0.5748	0.070*
N35	1.0345 (5)	0.2876 (4)	0.9286 (3)	0.0962 (11)
O36	1.1211 (4)	0.2294 (4)	0.9581 (3)	0.1430 (14)
O37	0.9971 (5)	0.3491 (4)	0.9761 (2)	0.1302 (13)

	U11	U22	U33	U12	U13	U23
N1	0.0572 (17)	0.0623 (16)	0.0429 (16)	0.0260 (15)	0.0145 (13)	0.0017 (13)
C2	0.056 (2)	0.0542 (18)	0.048 (2)	0.0272 (16)	0.0208 (17)	0.0066 (15)
C3	0.0532 (19)	0.0475 (16)	0.052 (2)	0.0259 (15)	0.0195 (16)	0.0089 (15)
C4	0.0547 (19)	0.0484 (16)	0.0477 (18)	0.0263 (15)	0.0224 (15)	0.0089 (14)
C5	0.0486 (18)	0.0518 (17)	0.054 (2)	0.0284 (15)	0.0228 (16)	0.0088 (15)
C6	0.0521 (19)	0.0541 (18)	0.052 (2)	0.0278 (16)	0.0183 (17)	0.0042 (15)
C7	0.080 (2)	0.076 (2)	0.052 (2)	0.033 (2)	0.0221 (19)	0.0109 (17)
C8	0.054 (2)	0.086 (2)	0.067 (2)	0.0203 (19)	0.0183 (19)	−0.0025 (19)
C9	0.0554 (19)	0.0587 (19)	0.0429 (19)	0.0289 (16)	0.0126 (16)	0.0034 (15)
C10	0.064 (2)	0.0585 (19)	0.0454 (19)	0.0339 (17)	0.0107 (16)	0.0081 (15)
C11	0.077 (2)	0.0546 (19)	0.061 (2)	0.0349 (19)	0.018 (2)	0.0045 (17)
C12	0.067 (2)	0.0543 (19)	0.047 (2)	0.0239 (17)	0.0171 (17)	0.0020 (16)
C13	0.072 (2)	0.071 (2)	0.052 (2)	0.035 (2)	0.0041 (18)	0.0044 (17)
C14	0.078 (2)	0.074 (2)	0.058 (2)	0.050 (2)	0.0054 (19)	0.0052 (18)
O15	0.112 (2)	0.0769 (16)	0.0501 (16)	0.0386 (15)	0.0150 (14)	−0.0045 (13)
C16	0.145 (4)	0.098 (3)	0.051 (3)	0.038 (3)	0.014 (3)	0.002 (2)
C17	0.057 (2)	0.0531 (18)	0.054 (2)	0.0285 (17)	0.0220 (18)	0.0110 (16)
O18	0.0751 (17)	0.0845 (17)	0.0591 (15)	0.0070 (14)	0.0230 (14)	0.0159 (13)
O19	0.0722 (16)	0.0624 (14)	0.0524 (15)	0.0109 (12)	0.0222 (12)	−0.0007 (11)
C20	0.056 (2)	0.063 (2)	0.060 (2)	0.0106 (18)	0.0172 (18)	0.0001 (17)
C21	0.086 (3)	0.120 (3)	0.085 (3)	0.037 (3)	0.006 (3)	0.008 (3)
C22	0.099 (3)	0.063 (2)	0.150 (5)	0.028 (2)	0.000 (3)	−0.014 (3)
C23	0.052 (2)	0.0596 (19)	0.053 (2)	0.0315 (17)	0.0172 (18)	0.0084 (17)
O24	0.0658 (17)	0.1032 (19)	0.0690 (17)	0.0041 (16)	0.0291 (14)	0.0024 (15)
O25	0.0675 (16)	0.1061 (19)	0.0551 (15)	0.0144 (14)	0.0309 (13)	−0.0085 (14)
C26	0.071 (2)	0.099 (3)	0.058 (2)	0.014 (2)	0.035 (2)	−0.006 (2)
C27	0.172 (5)	0.161 (5)	0.087 (3)	0.105 (4)	0.072 (4)	0.053 (3)
C28	0.152 (4)	0.158 (4)	0.080 (3)	0.103 (4)	0.058 (3)	0.027 (3)
C29	0.0398 (17)	0.0478 (17)	0.056 (2)	0.0168 (14)	0.0162 (16)	0.0078 (15)
C30	0.0509 (19)	0.062 (2)	0.064 (2)	0.0265 (17)	0.0235 (17)	0.0153 (17)
C31	0.057 (2)	0.070 (2)	0.074 (3)	0.029 (2)	0.015 (2)	0.0243 (19)
C32	0.053 (2)	0.067 (2)	0.115 (4)	0.033 (2)	0.015 (2)	0.022 (2)
C33	0.062 (2)	0.065 (2)	0.113 (4)	0.035 (2)	0.029 (2)	0.003 (2)
C34	0.0502 (19)	0.0586 (19)	0.064 (2)	0.0262 (17)	0.0107 (17)	−0.0004 (17)
N35	0.079 (3)	0.105 (3)	0.100 (3)	0.043 (2)	0.016 (2)	0.044 (2)
O36	0.127 (3)	0.195 (4)	0.128 (3)	0.100 (3)	0.019 (2)	0.077 (3)
O37	0.154 (3)	0.177 (4)	0.072 (2)	0.098 (3)	0.012 (2)	0.025 (2)

N1—C6	1.395 (4)	O19—C20	1.455 (3)
N1—C2	1.401 (3)	C20—C22	1.492 (5)
N1—C9	1.453 (4)	C20—C21	1.495 (5)
C2—C3	1.356 (4)	C20—H20	0.9800
C2—C7	1.501 (4)	C21—H21A	0.9600
C3—C17	1.468 (4)	C21—H21B	0.9600
C3—C4	1.511 (4)	C21—H21C	0.9600
C4—C5	1.517 (4)	C22—H22A	0.9600
C4—C29	1.527 (4)	C22—H22B	0.9600
C4—H4	0.9800	C22—H22C	0.9600
C5—C6	1.346 (4)	C23—O24	1.193 (3)
C5—C23	1.468 (4)	C23—O25	1.332 (4)
C6—C8	1.514 (4)	O25—C26	1.470 (4)
C7—H7A	0.9600	C26—C28	1.481 (5)
C7—H7B	0.9600	C26—C27	1.507 (6)
C7—H7C	0.9600	C26—H26	0.9800
C8—H8A	0.9600	C27—H27A	0.9600
C8—H8B	0.9600	C27—H27B	0.9600
C8—H8C	0.9600	C27—H27C	0.9600
C9—C14	1.368 (4)	C28—H28A	0.9600
C9—C10	1.388 (4)	C28—H28B	0.9600
C10—C11	1.368 (4)	C28—H28C	0.9600
C10—H10	0.9300	C29—C30	1.385 (4)
C11—C12	1.384 (4)	C29—C34	1.389 (4)
C11—H11	0.9300	C30—C31	1.373 (5)
C12—C13	1.366 (4)	C30—H30	0.9300
C12—O15	1.370 (4)	C31—C32	1.353 (5)
C13—C14	1.370 (4)	C31—N35	1.488 (5)
C13—H13	0.9300	C32—C33	1.382 (5)
C14—H14	0.9300	C32—H32	0.9300
O15—C16	1.408 (5)	C33—C34	1.384 (5)
C16—H16A	0.9600	C33—H33	0.9300
C16—H16B	0.9600	C34—H34	0.9300
C16—H16C	0.9600	N35—O37	1.187 (4)
C17—O18	1.196 (3)	N35—O36	1.225 (4)
C17—O19	1.347 (4)
C6—N1—C2	121.3 (2)	O19—C20—C22	109.1 (3)
C6—N1—C9	118.7 (2)	O19—C20—C21	106.6 (3)
C2—N1—C9	119.8 (2)	C22—C20—C21	113.8 (3)
C3—C2—N1	119.8 (3)	O19—C20—H20	109.1
C3—C2—C7	124.0 (3)	C22—C20—H20	109.1
N1—C2—C7	116.2 (3)	C21—C20—H20	109.1
C2—C3—C17	122.2 (3)	C20—C21—H21A	109.5
C2—C3—C4	120.3 (3)	C20—C21—H21B	109.5
C17—C3—C4	117.2 (3)	H21A—C21—H21B	109.5
C3—C4—C5	110.7 (2)	C20—C21—H21C	109.5
C3—C4—C29	111.3 (2)	H21A—C21—H21C	109.5
C5—C4—C29	111.7 (2)	H21B—C21—H21C	109.5
C3—C4—H4	107.6	C20—C22—H22A	109.5
C5—C4—H4	107.6	C20—C22—H22B	109.5
C29—C4—H4	107.6	H22A—C22—H22B	109.5
C6—C5—C23	121.8 (3)	C20—C22—H22C	109.5
C6—C5—C4	120.5 (3)	H22A—C22—H22C	109.5
C23—C5—C4	117.7 (3)	H22B—C22—H22C	109.5
C5—C6—N1	120.0 (3)	O24—C23—O25	120.5 (3)
C5—C6—C8	124.1 (3)	O24—C23—C5	128.0 (3)
N1—C6—C8	115.8 (3)	O25—C23—C5	111.5 (3)
C2—C7—H7A	109.5	C23—O25—C26	118.8 (3)
C2—C7—H7B	109.5	O25—C26—C28	107.1 (3)
H7A—C7—H7B	109.5	O25—C26—C27	106.9 (3)
C2—C7—H7C	109.5	C28—C26—C27	113.5 (3)
H7A—C7—H7C	109.5	O25—C26—H26	109.7
H7B—C7—H7C	109.5	C28—C26—H26	109.7
C6—C8—H8A	109.5	C27—C26—H26	109.7
C6—C8—H8B	109.5	C26—C27—H27A	109.5
H8A—C8—H8B	109.5	C26—C27—H27B	109.5
C6—C8—H8C	109.5	H27A—C27—H27B	109.5
H8A—C8—H8C	109.5	C26—C27—H27C	109.5
H8B—C8—H8C	109.5	H27A—C27—H27C	109.5
C14—C9—C10	119.0 (3)	H27B—C27—H27C	109.5
C14—C9—N1	122.2 (3)	C26—C28—H28A	109.5
C10—C9—N1	118.8 (3)	C26—C28—H28B	109.5
C11—C10—C9	120.1 (3)	H28A—C28—H28B	109.5
C11—C10—H10	120.0	C26—C28—H28C	109.5
C9—C10—H10	120.0	H28A—C28—H28C	109.5
C10—C11—C12	120.0 (3)	H28B—C28—H28C	109.5
C10—C11—H11	120.0	C30—C29—C34	118.1 (3)
C12—C11—H11	120.0	C30—C29—C4	120.5 (3)
C13—C12—O15	124.9 (3)	C34—C29—C4	121.4 (3)
C13—C12—C11	120.0 (3)	C31—C30—C29	119.6 (3)
O15—C12—C11	115.1 (3)	C31—C30—H30	120.2
C12—C13—C14	119.7 (3)	C29—C30—H30	120.2
C12—C13—H13	120.1	C32—C31—C30	122.4 (4)
C14—C13—H13	120.1	C32—C31—N35	119.5 (4)
C9—C14—C13	121.2 (3)	C30—C31—N35	118.1 (4)
C9—C14—H14	119.4	C31—C32—C33	119.2 (4)
C13—C14—H14	119.4	C31—C32—H32	120.4
C12—O15—C16	118.1 (3)	C33—C32—H32	120.4
O15—C16—H16A	109.5	C32—C33—C34	119.1 (3)
O15—C16—H16B	109.5	C32—C33—H33	120.5
H16A—C16—H16B	109.5	C34—C33—H33	120.5
O15—C16—H16C	109.5	C33—C34—C29	121.5 (3)
H16A—C16—H16C	109.5	C33—C34—H34	119.2
H16B—C16—H16C	109.5	C29—C34—H34	119.2
O18—C17—O19	121.0 (3)	O37—N35—O36	124.4 (5)
O18—C17—C3	129.6 (3)	O37—N35—C31	119.0 (4)
O19—C17—C3	109.4 (3)	O36—N35—C31	116.6 (4)
C17—O19—C20	119.2 (2)
C6—N1—C2—C3	13.7 (4)	C12—C13—C14—C9	1.5 (6)
C9—N1—C2—C3	−161.0 (3)	C13—C12—O15—C16	7.9 (5)
C6—N1—C2—C7	−166.6 (3)	C11—C12—O15—C16	−171.8 (3)
C9—N1—C2—C7	18.7 (4)	C2—C3—C17—O18	0.8 (5)
N1—C2—C3—C17	−178.6 (2)	C4—C3—C17—O18	174.6 (3)
C7—C2—C3—C17	1.8 (5)	C2—C3—C17—O19	−178.8 (3)
N1—C2—C3—C4	7.8 (4)	C4—C3—C17—O19	−4.9 (3)
C7—C2—C3—C4	−171.9 (3)	O18—C17—O19—C20	−2.8 (4)
C2—C3—C4—C5	−26.5 (4)	C3—C17—O19—C20	176.8 (2)
C17—C3—C4—C5	159.5 (2)	C17—O19—C20—C22	94.3 (4)
C2—C3—C4—C29	98.4 (3)	C17—O19—C20—C21	−142.4 (3)
C17—C3—C4—C29	−75.6 (3)	C6—C5—C23—O24	7.0 (5)
C3—C4—C5—C6	27.3 (4)	C4—C5—C23—O24	−170.3 (3)
C29—C4—C5—C6	−97.4 (3)	C6—C5—C23—O25	−172.2 (3)
C3—C4—C5—C23	−155.4 (2)	C4—C5—C23—O25	10.5 (4)
C29—C4—C5—C23	80.0 (3)	O24—C23—O25—C26	−1.3 (5)
C23—C5—C6—N1	173.7 (3)	C5—C23—O25—C26	178.0 (3)
C4—C5—C6—N1	−9.0 (4)	C23—O25—C26—C28	−107.6 (4)
C23—C5—C6—C8	−2.6 (5)	C23—O25—C26—C27	130.4 (3)
C4—C5—C6—C8	174.7 (3)	C3—C4—C29—C30	134.9 (3)
C2—N1—C6—C5	−13.1 (4)	C5—C4—C29—C30	−100.8 (3)
C9—N1—C6—C5	161.7 (3)	C3—C4—C29—C34	−44.5 (4)
C2—N1—C6—C8	163.5 (3)	C5—C4—C29—C34	79.9 (3)
C9—N1—C6—C8	−21.7 (4)	C34—C29—C30—C31	−0.9 (4)
C6—N1—C9—C14	99.7 (4)	C4—C29—C30—C31	179.7 (3)
C2—N1—C9—C14	−85.5 (4)	C29—C30—C31—C32	−0.5 (5)
C6—N1—C9—C10	−79.6 (3)	C29—C30—C31—N35	179.5 (3)
C2—N1—C9—C10	95.3 (3)	C30—C31—C32—C33	2.2 (5)
C14—C9—C10—C11	1.3 (5)	N35—C31—C32—C33	−177.8 (3)
N1—C9—C10—C11	−179.4 (3)	C31—C32—C33—C34	−2.4 (5)
C9—C10—C11—C12	0.8 (5)	C32—C33—C34—C29	1.0 (5)
C10—C11—C12—C13	−1.8 (5)	C30—C29—C34—C33	0.6 (4)
C10—C11—C12—O15	177.9 (3)	C4—C29—C34—C33	−180.0 (3)
O15—C12—C13—C14	−179.0 (3)	C32—C31—N35—O37	−176.1 (4)
C11—C12—C13—C14	0.7 (5)	C30—C31—N35—O37	3.9 (6)
C10—C9—C14—C13	−2.5 (5)	C32—C31—N35—O36	2.9 (5)
N1—C9—C14—C13	178.3 (3)	C30—C31—N35—O36	−177.1 (3)