N,N'-Di-p-tolyl-ethyl-enediamine.

The asymmetric unit of the title compound, C(16)H(20)N(2), contains two independent mol-ecules. The rings in each mol-ecule are oriented at dihedral angles of 78.94 (3) and 77.76 (3)°.

Related literature

For general background, see: Yang et al. (2004 ▶); Garcia-Marco et al. (2006 ▶). For related literature, see: Türkmen & Çetinkaya (2006 ▶); Grasa et al. (2001 ▶). For bond-length data, see: Allen et al. (1987 ▶).

Experimental

Crystal data

C16H20N2

M = 240.34

Monoclinic,

a = 8.9070 (18) Å

b = 25.252 (5) Å

c = 12.287 (3) Å

β = 90.30 (3)°

V = 2763.5 (10) Å3

Z = 8

Mo Kα radiation

μ = 0.07 mm−1

T = 298 (2) K

0.40 × 0.30 × 0.20 mm

Data collection

Enraf–Nonius CAD-4 diffractometer

Absorption correction: ψ scan (North et al., 1968 ▶) T min = 0.963, T max = 0.987

5764 measured reflections

5408 independent reflections

2777 reflections with I > 2σ(I)

R int = 0.073

3 standard reflections every 120 reflections intensity decay: none

Refinement

R[F 2 > 2σ(F 2)] = 0.090

wR(F 2) = 0.205

S = 1.00

5408 reflections

325 parameters

H-atom parameters constrained

Δρmax = 0.24 e Å−3

Δρmin = −0.23 e Å−3

Data collection: CAD-4 Software (Enraf–Nonius, 1989 ▶); cell refinement: CAD-4 Software; data reduction: XCAD4 (Harms & Wocadlo, 1995 ▶); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997 ▶); molecular graphics: SHELXTL (Bruker, 2000 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks I, global, x1. DOI: 10.1107/S1600536807061648/hk2391sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536807061648/hk2391Isup2.hkl

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

C16H20N2	F000 = 1040
Mr = 240.34	Dx = 1.155 Mg m−3
Monoclinic, P21/n	Melting point: 366 K
Hall symbol: -P 2yn	Mo Kα radiation λ = 0.71073 Å
a = 8.9070 (18) Å	Cell parameters from 25 reflections
b = 25.252 (5) Å	θ = 10–13º
c = 12.287 (3) Å	µ = 0.07 mm−1
β = 90.30 (3)º	T = 298 (2) K
V = 2763.5 (10) Å3	Block, yellow
Z = 8	0.40 × 0.30 × 0.20 mm

Enraf–Nonius CAD-4 diffractometer	Rint = 0.073
Radiation source: fine-focus sealed tube	θmax = 26.1º
Monochromator: graphite	θmin = 1.6º
T = 298(2) K	h = −10→10
ω/2θ scans	k = 0→31
Absorption correction: ψ scan(North et al., 1968)	l = 0→15
Tmin = 0.963, Tmax = 0.987	3 standard reflections
5764 measured reflections	every 120 reflections
5408 independent reflections	intensity decay: none
2777 reflections with I > 2σ(I)

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)] = 0.090	H-atom parameters constrained
wR(F2) = 0.205	w = 1/[σ2(Fo2) + (0.030P)2 + 5.P] where P = (Fo2 + 2Fc2)/3
S = 1.01	(Δ/σ)max < 0.001
5408 reflections	Δρmax = 0.24 e Å−3
325 parameters	Δρmin = −0.23 e Å−3
Primary atom site location: structure-invariant direct methods	Extinction correction: none

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	0.6890 (4)	0.29404 (14)	0.1934 (3)	0.0578 (10)
H1A	0.7405	0.2759	0.2396	0.069*
N2	0.7171 (4)	0.18725 (14)	0.1110 (3)	0.0583 (9)
H2A	0.7386	0.1788	0.1770	0.070*
N3	0.1908 (4)	0.29364 (15)	0.0572 (3)	0.0604 (10)
H3B	0.2402	0.2755	0.0102	0.072*
N4	0.2184 (4)	0.18680 (14)	0.1392 (3)	0.0589 (10)
H4B	0.2398	0.1786	0.0732	0.071*
C1	0.2841 (5)	0.4526 (2)	0.3496 (4)	0.0787 (15)
H1B	0.2637	0.4781	0.2936	0.118*
H1C	0.3271	0.4701	0.4117	0.118*
H1D	0.1922	0.4355	0.3703	0.118*
C2	0.3925 (4)	0.41180 (17)	0.3077 (3)	0.0505 (10)
C3	0.4474 (5)	0.41291 (17)	0.2034 (3)	0.0546 (11)
H3A	0.4176	0.4403	0.1576	0.065*
C4	0.5447 (5)	0.37524 (17)	0.1638 (3)	0.0519 (10)
H4A	0.5800	0.3778	0.0929	0.062*
C5	0.5898 (4)	0.33369 (16)	0.2295 (3)	0.0438 (9)
C6	0.5381 (5)	0.33210 (17)	0.3359 (3)	0.0524 (10)
H6A	0.5695	0.3052	0.3824	0.063*
C7	0.4398 (5)	0.37049 (18)	0.3731 (3)	0.0547 (11)
H7A	0.4047	0.3684	0.4442	0.066*
C8	0.7036 (5)	0.28406 (17)	0.0793 (3)	0.0539 (11)
H8A	0.7553	0.3134	0.0449	0.065*
H8B	0.6049	0.2808	0.0462	0.065*
C9	0.7923 (5)	0.23291 (18)	0.0624 (4)	0.0621 (12)
H9A	0.8048	0.2268	−0.0149	0.075*
H9B	0.8913	0.2367	0.0947	0.075*
C10	0.6120 (4)	0.15681 (16)	0.0544 (3)	0.0472 (10)
C11	0.5711 (4)	0.10780 (17)	0.0971 (3)	0.0505 (10)
H11A	0.6138	0.0964	0.1623	0.061*
C12	0.4682 (5)	0.07583 (18)	0.0440 (3)	0.0552 (11)
H12A	0.4420	0.0436	0.0751	0.066*
C13	0.4026 (4)	0.09042 (17)	−0.0545 (3)	0.0491 (10)
C14	0.4421 (5)	0.13987 (17)	−0.0947 (3)	0.0541 (11)
H14A	0.3987	0.1516	−0.1593	0.065*
C15	0.5450 (5)	0.17251 (17)	−0.0407 (3)	0.0534 (11)
H15A	0.5684	0.2054	−0.0700	0.064*
C16	0.3006 (5)	0.05418 (19)	−0.1158 (4)	0.0711 (13)
H16A	0.2869	0.0221	−0.0751	0.107*
H16B	0.3440	0.0460	−0.1852	0.107*
H16C	0.2052	0.0711	−0.1267	0.107*
C17	−0.2095 (6)	0.4545 (2)	−0.0923 (4)	0.0838 (16)
H17A	−0.2377	0.4474	−0.1664	0.126*
H17B	−0.1620	0.4886	−0.0881	0.126*
H17C	−0.2974	0.4543	−0.0475	0.126*
C18	−0.1028 (5)	0.41301 (19)	−0.0536 (4)	0.0593 (12)
C19	−0.0466 (5)	0.41364 (19)	0.0526 (4)	0.0604 (12)
H19A	−0.0737	0.4410	0.0991	0.073*
C20	0.0485 (5)	0.37439 (18)	0.0901 (3)	0.0581 (11)
H20A	0.0829	0.3756	0.1617	0.070*
C21	0.0935 (4)	0.33335 (18)	0.0231 (3)	0.0496 (10)
C22	0.0385 (5)	0.33360 (18)	−0.0840 (3)	0.0530 (11)
H22A	0.0676	0.3070	−0.1318	0.064*
C23	−0.0559 (5)	0.37197 (19)	−0.1190 (3)	0.0582 (11)
H23A	−0.0909	0.3706	−0.1904	0.070*
C24	0.2085 (5)	0.28304 (18)	0.1726 (3)	0.0576 (11)
H24A	0.1106	0.2807	0.2065	0.069*
H24B	0.2636	0.3117	0.2068	0.069*
C25	0.2919 (5)	0.23195 (18)	0.1878 (4)	0.0612 (12)
H25A	0.3911	0.2355	0.1565	0.073*
H25B	0.3044	0.2255	0.2652	0.073*
C26	0.1144 (4)	0.15593 (17)	0.1944 (3)	0.0494 (10)
C27	0.0724 (5)	0.10681 (17)	0.1522 (3)	0.0554 (11)
H27A	0.1130	0.0957	0.0864	0.067*
C28	−0.0276 (4)	0.07439 (19)	0.2054 (3)	0.0563 (11)
H28A	−0.0522	0.0417	0.1754	0.068*
C29	−0.0921 (4)	0.08947 (18)	0.3025 (4)	0.0528 (11)
C30	−0.0557 (4)	0.13840 (18)	0.3422 (3)	0.0543 (11)
H30A	−0.1002	0.1500	0.4062	0.065*
C31	0.0463 (5)	0.17143 (17)	0.2895 (3)	0.0532 (11)
H31A	0.0686	0.2044	0.3190	0.064*
C32	−0.1948 (5)	0.0527 (2)	0.3631 (4)	0.0749 (14)
H32A	−0.2045	0.0201	0.3236	0.112*
H32B	−0.2918	0.0689	0.3704	0.112*
H32C	−0.1536	0.0456	0.4340	0.112*

	U11	U22	U33	U12	U13	U23
N1	0.061 (2)	0.063 (2)	0.049 (2)	0.0077 (19)	−0.0055 (17)	−0.0029 (18)
N2	0.060 (2)	0.058 (2)	0.057 (2)	−0.0088 (19)	−0.0006 (17)	−0.0001 (18)
N3	0.062 (2)	0.067 (3)	0.053 (2)	0.006 (2)	0.0096 (18)	−0.0017 (18)
N4	0.056 (2)	0.063 (2)	0.058 (2)	−0.0058 (19)	0.0077 (17)	−0.0012 (19)
C1	0.068 (3)	0.073 (4)	0.096 (4)	−0.001 (3)	0.024 (3)	−0.004 (3)
C2	0.044 (2)	0.050 (3)	0.057 (3)	−0.008 (2)	0.0098 (19)	0.000 (2)
C3	0.055 (3)	0.050 (3)	0.058 (3)	0.007 (2)	0.002 (2)	0.011 (2)
C4	0.055 (3)	0.055 (3)	0.045 (2)	−0.002 (2)	0.0029 (19)	0.006 (2)
C5	0.037 (2)	0.047 (2)	0.047 (2)	−0.0055 (18)	−0.0002 (16)	−0.0055 (19)
C6	0.056 (3)	0.055 (3)	0.047 (2)	−0.005 (2)	−0.0011 (19)	0.006 (2)
C7	0.057 (3)	0.061 (3)	0.046 (2)	−0.013 (2)	0.014 (2)	0.001 (2)
C8	0.054 (3)	0.054 (3)	0.054 (3)	−0.003 (2)	0.013 (2)	0.001 (2)
C9	0.047 (3)	0.070 (3)	0.069 (3)	−0.004 (2)	0.012 (2)	−0.008 (2)
C10	0.043 (2)	0.050 (3)	0.048 (2)	0.0009 (19)	0.0076 (18)	−0.0017 (19)
C11	0.051 (3)	0.053 (3)	0.047 (2)	0.005 (2)	0.0049 (19)	0.007 (2)
C12	0.051 (3)	0.053 (3)	0.061 (3)	0.002 (2)	0.004 (2)	0.007 (2)
C13	0.039 (2)	0.048 (3)	0.061 (3)	0.0031 (19)	0.0045 (19)	−0.005 (2)
C14	0.057 (3)	0.057 (3)	0.048 (2)	0.009 (2)	−0.003 (2)	0.000 (2)
C15	0.060 (3)	0.046 (3)	0.055 (3)	−0.003 (2)	0.008 (2)	0.007 (2)
C16	0.065 (3)	0.066 (3)	0.083 (3)	0.002 (3)	−0.008 (3)	−0.006 (3)
C17	0.082 (4)	0.068 (3)	0.101 (4)	0.012 (3)	−0.029 (3)	−0.003 (3)
C18	0.062 (3)	0.058 (3)	0.058 (3)	−0.007 (2)	−0.003 (2)	0.001 (2)
C19	0.059 (3)	0.058 (3)	0.064 (3)	0.003 (2)	−0.002 (2)	−0.013 (2)
C20	0.067 (3)	0.064 (3)	0.043 (2)	−0.002 (2)	−0.005 (2)	−0.006 (2)
C21	0.041 (2)	0.057 (3)	0.051 (2)	−0.002 (2)	0.0087 (18)	0.002 (2)
C22	0.053 (3)	0.059 (3)	0.047 (2)	−0.008 (2)	0.0018 (19)	−0.007 (2)
C23	0.058 (3)	0.068 (3)	0.048 (2)	−0.011 (2)	−0.003 (2)	0.001 (2)
C24	0.052 (3)	0.064 (3)	0.057 (3)	−0.010 (2)	−0.006 (2)	−0.003 (2)
C25	0.037 (2)	0.071 (3)	0.075 (3)	0.001 (2)	−0.001 (2)	0.005 (3)
C26	0.037 (2)	0.060 (3)	0.052 (2)	0.004 (2)	0.0011 (18)	−0.003 (2)
C27	0.053 (3)	0.059 (3)	0.054 (3)	0.006 (2)	0.007 (2)	−0.010 (2)
C28	0.044 (2)	0.064 (3)	0.061 (3)	−0.002 (2)	0.001 (2)	−0.006 (2)
C29	0.037 (2)	0.057 (3)	0.064 (3)	0.006 (2)	0.0062 (19)	0.005 (2)
C30	0.044 (2)	0.069 (3)	0.050 (2)	0.008 (2)	0.0035 (19)	−0.005 (2)
C31	0.054 (3)	0.051 (3)	0.054 (2)	0.003 (2)	0.001 (2)	−0.008 (2)
C32	0.055 (3)	0.078 (4)	0.092 (4)	−0.004 (3)	0.011 (3)	0.012 (3)

N1—C5	1.409 (5)	N3—C21	1.389 (5)
N1—C8	1.430 (5)	N3—C24	1.451 (5)
N1—H1A	0.8600	N3—H3B	0.8600
N2—C10	1.394 (5)	N4—C26	1.389 (5)
N2—C9	1.462 (5)	N4—C25	1.443 (5)
N2—H2A	0.8600	N4—H4B	0.8600
C1—C2	1.504 (6)	C17—C18	1.491 (6)
C1—H1B	0.9600	C17—H17A	0.9600
C1—H1C	0.9600	C17—H17B	0.9600
C1—H1D	0.9600	C17—H17C	0.9600
C2—C3	1.374 (5)	C18—C23	1.377 (6)
C2—C7	1.381 (6)	C18—C19	1.396 (6)
C3—C4	1.378 (6)	C19—C20	1.381 (6)
C3—H3A	0.9300	C19—H19A	0.9300
C4—C5	1.383 (5)	C20—C21	1.384 (6)
C4—H4A	0.9300	C20—H20A	0.9300
C5—C6	1.389 (5)	C21—C22	1.402 (5)
C6—C7	1.385 (6)	C22—C23	1.352 (6)
C6—H6A	0.9300	C22—H22A	0.9300
C7—H7A	0.9300	C23—H23A	0.9300
C8—C9	1.529 (6)	C24—C25	1.500 (6)
C8—H8A	0.9700	C24—H24A	0.9700
C8—H8B	0.9700	C24—H24B	0.9700
C9—H9A	0.9700	C25—H25A	0.9700
C9—H9B	0.9700	C25—H25B	0.9700
C10—C15	1.368 (5)	C26—C31	1.376 (5)
C10—C11	1.393 (5)	C26—C27	1.395 (6)
C11—C12	1.383 (6)	C27—C28	1.378 (6)
C11—H11A	0.9300	C27—H27A	0.9300
C12—C13	1.391 (6)	C28—C29	1.380 (6)
C12—H12A	0.9300	C28—H28A	0.9300
C13—C14	1.389 (6)	C29—C30	1.367 (6)
C13—C16	1.491 (6)	C29—C32	1.504 (6)
C14—C15	1.398 (6)	C30—C31	1.396 (6)
C14—H14A	0.9300	C30—H30A	0.9300
C15—H15A	0.9300	C31—H31A	0.9300
C16—H16A	0.9600	C32—H32A	0.9600
C16—H16B	0.9600	C32—H32B	0.9600
C16—H16C	0.9600	C32—H32C	0.9600
C5—N1—C8	119.7 (3)	C21—N3—C24	119.5 (4)
C5—N1—H1A	120.2	C21—N3—H3B	120.3
C8—N1—H1A	120.2	C24—N3—H3B	120.3
C10—N2—C9	122.6 (4)	C26—N4—C25	122.9 (4)
C10—N2—H2A	118.7	C26—N4—H4B	118.5
C9—N2—H2A	118.7	C25—N4—H4B	118.5
C2—C1—H1B	109.5	C18—C17—H17A	109.5
C2—C1—H1C	109.5	C18—C17—H17B	109.5
H1B—C1—H1C	109.5	H17A—C17—H17B	109.5
C2—C1—H1D	109.5	C18—C17—H17C	109.5
H1B—C1—H1D	109.5	H17A—C17—H17C	109.5
H1C—C1—H1D	109.5	H17B—C17—H17C	109.5
C3—C2—C7	116.7 (4)	C23—C18—C19	116.4 (4)
C3—C2—C1	122.5 (4)	C23—C18—C17	122.6 (4)
C7—C2—C1	120.8 (4)	C19—C18—C17	121.0 (4)
C2—C3—C4	122.9 (4)	C20—C19—C18	121.4 (4)
C2—C3—H3A	118.5	C20—C19—H19A	119.3
C4—C3—H3A	118.5	C18—C19—H19A	119.3
C3—C4—C5	119.9 (4)	C19—C20—C21	121.2 (4)
C3—C4—H4A	120.1	C19—C20—H20A	119.4
C5—C4—H4A	120.1	C21—C20—H20A	119.4
C4—C5—C6	118.4 (4)	C20—C21—N3	122.9 (4)
C4—C5—N1	122.4 (4)	C20—C21—C22	117.0 (4)
C6—C5—N1	119.2 (4)	N3—C21—C22	120.0 (4)
C7—C6—C5	120.2 (4)	C23—C22—C21	121.0 (4)
C7—C6—H6A	119.9	C23—C22—H22A	119.5
C5—C6—H6A	119.9	C21—C22—H22A	119.5
C2—C7—C6	121.8 (4)	C22—C23—C18	123.0 (4)
C2—C7—H7A	119.1	C22—C23—H23A	118.5
C6—C7—H7A	119.1	C18—C23—H23A	118.5
N1—C8—C9	109.4 (4)	N3—C24—C25	109.4 (4)
N1—C8—H8A	109.8	N3—C24—H24A	109.8
C9—C8—H8A	109.8	C25—C24—H24A	109.8
N1—C8—H8B	109.8	N3—C24—H24B	109.8
C9—C8—H8B	109.8	C25—C24—H24B	109.8
H8A—C8—H8B	108.2	H24A—C24—H24B	108.2
N2—C9—C8	111.9 (3)	N4—C25—C24	113.9 (3)
N2—C9—H9A	109.2	N4—C25—H25A	108.8
C8—C9—H9A	109.2	C24—C25—H25A	108.8
N2—C9—H9B	109.2	N4—C25—H25B	108.8
C8—C9—H9B	109.2	C24—C25—H25B	108.8
H9A—C9—H9B	107.9	H25A—C25—H25B	107.7
C15—C10—C11	117.8 (4)	C31—C26—N4	123.5 (4)
C15—C10—N2	123.7 (4)	C31—C26—C27	116.8 (4)
C11—C10—N2	118.5 (4)	N4—C26—C27	119.7 (4)
C12—C11—C10	121.0 (4)	C28—C27—C26	121.6 (4)
C12—C11—H11A	119.5	C28—C27—H27A	119.2
C10—C11—H11A	119.5	C26—C27—H27A	119.2
C11—C12—C13	122.0 (4)	C27—C28—C29	121.3 (4)
C11—C12—H12A	119.0	C27—C28—H28A	119.3
C13—C12—H12A	119.0	C29—C28—H28A	119.3
C14—C13—C12	116.2 (4)	C30—C29—C28	117.3 (4)
C14—C13—C16	121.8 (4)	C30—C29—C32	121.7 (4)
C12—C13—C16	122.0 (4)	C28—C29—C32	121.0 (4)
C13—C14—C15	121.9 (4)	C29—C30—C31	121.9 (4)
C13—C14—H14A	119.1	C29—C30—H30A	119.0
C15—C14—H14A	119.1	C31—C30—H30A	119.0
C10—C15—C14	121.1 (4)	C26—C31—C30	121.0 (4)
C10—C15—H15A	119.5	C26—C31—H31A	119.5
C14—C15—H15A	119.5	C30—C31—H31A	119.5
C13—C16—H16A	109.5	C29—C32—H32A	109.5
C13—C16—H16B	109.5	C29—C32—H32B	109.5
H16A—C16—H16B	109.5	H32A—C32—H32B	109.5
C13—C16—H16C	109.5	C29—C32—H32C	109.5
H16A—C16—H16C	109.5	H32A—C32—H32C	109.5
H16B—C16—H16C	109.5	H32B—C32—H32C	109.5
C7—C2—C3—C4	0.1 (6)	C23—C18—C19—C20	−1.3 (7)
C1—C2—C3—C4	−178.9 (4)	C17—C18—C19—C20	177.9 (5)
C2—C3—C4—C5	0.7 (6)	C18—C19—C20—C21	1.0 (7)
C3—C4—C5—C6	−1.8 (6)	C19—C20—C21—N3	178.9 (4)
C3—C4—C5—N1	180.0 (4)	C19—C20—C21—C22	0.2 (6)
C8—N1—C5—C4	−22.9 (6)	C24—N3—C21—C20	21.4 (6)
C8—N1—C5—C6	158.9 (4)	C24—N3—C21—C22	−159.9 (4)
C4—C5—C6—C7	2.1 (6)	C20—C21—C22—C23	−1.0 (6)
N1—C5—C6—C7	−179.6 (4)	N3—C21—C22—C23	−179.8 (4)
C3—C2—C7—C6	0.2 (6)	C21—C22—C23—C18	0.7 (7)
C1—C2—C7—C6	179.2 (4)	C19—C18—C23—C22	0.4 (7)
C5—C6—C7—C2	−1.3 (6)	C17—C18—C23—C22	−178.7 (4)
C5—N1—C8—C9	−168.9 (3)	C21—N3—C24—C25	168.1 (4)
C10—N2—C9—C8	89.0 (5)	C26—N4—C25—C24	−89.5 (5)
N1—C8—C9—N2	60.7 (5)	N3—C24—C25—N4	−59.3 (5)
C9—N2—C10—C15	−14.7 (6)	C25—N4—C26—C31	15.1 (6)
C9—N2—C10—C11	165.9 (4)	C25—N4—C26—C27	−166.1 (4)
C15—C10—C11—C12	1.0 (6)	C31—C26—C27—C28	−2.6 (6)
N2—C10—C11—C12	−179.5 (4)	N4—C26—C27—C28	178.5 (4)
C10—C11—C12—C13	1.0 (6)	C26—C27—C28—C29	0.7 (6)
C11—C12—C13—C14	−2.3 (6)	C27—C28—C29—C30	1.7 (6)
C11—C12—C13—C16	175.2 (4)	C27—C28—C29—C32	−176.7 (4)
C12—C13—C14—C15	1.7 (6)	C28—C29—C30—C31	−2.2 (6)
C16—C13—C14—C15	−175.9 (4)	C32—C29—C30—C31	176.2 (4)
C11—C10—C15—C14	−1.6 (6)	N4—C26—C31—C30	−179.0 (4)
N2—C10—C15—C14	179.0 (4)	C27—C26—C31—C30	2.2 (6)
C13—C14—C15—C10	0.2 (6)	C29—C30—C31—C26	0.2 (6)