2,8-Bis(3-phenyl­quinoxalin-2-yl)-5λ⁶-dibenzo[b,d]thio­phene-5,5-dione

The bond lengths and angles in the title compound, C₄₀H₂₄N₄O₂S, are normal. The dihedral angles between the dibenzothio­phene-S,S-dioxide and two quinoxaline groups are 34.88 (1) and 45.86 (1)°.

Key indicators

• Single-crystal X-ray study
• T = 100 K
• Mean [sigma](C-C) = 0.003 Å
• R factor = 0.037
• wR factor = 0.066
• Data-to-parameter ratio = 12.0

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT230_ALERT_2_B Hirshfeld Test Diff for    S      -   O1      ..       8.16 su

Alert level C
ABSTM02_ALERT_3_C  The ratio of expected to reported Tmax/Tmin(RR') is < 0.90
            Tmin and Tmax reported:      0.873     0.980
            Tmin(prime) and Tmax expected:      0.974     0.978
            RR(prime) =      0.894
            Please check that your absorption correction is appropriate.
PLAT031_ALERT_4_C Refined Extinction Parameter within Range ......       3.00 Sigma
PLAT061_ALERT_3_C Tmax/Tmin Range Test RR' too Large .............       0.89
PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent .....          ?

   0 ALERT level A = In general: serious problem
   1 ALERT level B = Potentially serious problem
   4 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   1 ALERT type 2 Indicator that the structure model may be wrong or deficient
   2 ALERT type 3 Indicator that the structure quality may be low
   1 ALERT type 4 Improvement, methodology, query or suggestion


checkCIF publication errors

Alert level A
PUBL023_ALERT_1_A There is a mismatched ^ on line 85
              'Wha-Tzong Whang^'
              If you require a ^ then it should be escaped
              with a \, i.e. \^
              Otherwise there must be a matching closing ~, e.g. ^12^C

   1 ALERT level A = Data missing that is essential or data in wrong format
   0 ALERT level G = General alerts. Data that may be required is missing

---

Computing details

Data collection: SMART (Bruker, 2001); cell refinement: SMART; data reduction: SAINT (Bruker, 2001); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).

2,8-Bis(3-phenylquinoxalin-2-yl)-5λ⁶-dibenzo[b,d]thiophene-5,5-dione

Crystal data

C40H24N4O2S	Z = 2
Mr = 624.69	F(000) = 648
Triclinic, P1	Dx = 1.426 Mg m^−3 Dm = 1.426 Mg m^−3 Dm measured by not measured
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 10.7261 (3) Å	Cell parameters from 2322 reflections
b = 12.0606 (4) Å	θ = 2.8–27.8°
c = 13.4213 (4) Å	µ = 0.16 mm^−1
α = 107.719 (2)°	T = 100 K
β = 103.656 (2)°	Prism, colourless
γ = 108.751 (2)°	0.16 × 0.15 × 0.14 mm
V = 1454.81 (8) Å^3

Data collection

Bruker SMART CCD area-detector diffractometer	5107 independent reflections
Radiation source: fine-focus sealed tube	3245 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.042
φ and ω scans	θmax = 25.0°, θmin = 1.7°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −12→12
Tmin = 0.873, Tmax = 0.980	k = −14→13
10660 measured reflections	l = −15→14

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.037	H-atom parameters constrained
wR(F^2) = 0.066	w = 1/[σ^2(Fo^2) + (0.0197P)^2] where P = (Fo^2 + 2Fc^2)/3
S = 0.82	(Δ/σ)max = 0.001
5107 reflections	Δρmax = 0.31 e Å^−3
425 parameters	Δρmin = −0.38 e Å^−3
0 restraints	Extinction correction: SHELXL97, Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0012 (4)

Special details

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
S	0.65043 (5)	0.27357 (5)	0.12649 (4)	0.01926 (14)
O1	0.76356 (12)	0.24307 (12)	0.17244 (10)	0.0241 (4)
O2	0.68013 (13)	0.40782 (12)	0.16261 (10)	0.0253 (4)
N15	−0.10700 (16)	−0.13455 (15)	0.16983 (13)	0.0203 (4)
N20	0.03999 (16)	−0.17217 (15)	0.02488 (13)	0.0202 (4)
N31	0.27533 (15)	−0.04102 (15)	−0.56219 (13)	0.0193 (4)
N36	0.27356 (16)	−0.14886 (15)	−0.40301 (13)	0.0198 (4)
C1	0.49144 (19)	0.18760 (17)	0.13926 (15)	0.0158 (5)
C2	0.4673 (2)	0.19486 (18)	0.23710 (16)	0.0196 (5)
H2	0.5388	0.2501	0.3071	0.023*
C3	0.33453 (19)	0.11822 (18)	0.22892 (16)	0.0176 (5)
H3	0.3167	0.1226	0.2942	0.021*
C4	0.22654 (19)	0.03402 (18)	0.12383 (15)	0.0161 (5)
C5	0.25356 (19)	0.02761 (18)	0.02635 (16)	0.0167 (5)
H5	0.1826	−0.0284	−0.0437	0.020*
C6	0.38588 (19)	0.10446 (18)	0.03327 (15)	0.0159 (5)
C7	0.57698 (19)	0.19306 (18)	−0.02262 (15)	0.0166 (5)
C8	0.6462 (2)	0.20939 (18)	−0.09500 (15)	0.0194 (5)
H8	0.7415	0.2653	−0.0682	0.023*
C9	0.56781 (19)	0.13899 (18)	−0.20963 (15)	0.0188 (5)
H9	0.6111	0.1495	−0.2606	0.023*
C10	0.42590 (19)	0.05305 (18)	−0.24989 (15)	0.0166 (5)
C11	0.3600 (2)	0.03607 (17)	−0.17472 (15)	0.0175 (5)
H11	0.2660	−0.0229	−0.2010	0.021*
C12	0.43587 (19)	0.10797 (18)	−0.05996 (15)	0.0159 (5)
C13	0.08693 (19)	−0.06046 (18)	0.10997 (15)	0.0160 (5)
C14	0.0091 (2)	−0.03983 (18)	0.18279 (15)	0.0177 (5)
C16	−0.2768 (2)	−0.3543 (2)	0.06555 (17)	0.0255 (5)
H16	−0.3252	−0.3442	0.1143	0.031*
C17	−0.3249 (2)	−0.4702 (2)	−0.02315 (16)	0.0261 (5)
H17	−0.4062	−0.5386	−0.0342	0.031*
C18	−0.2533 (2)	−0.4876 (2)	−0.09801 (16)	0.0264 (5)
H18	−0.2880	−0.5667	−0.1585	0.032*
C19	−0.1342 (2)	−0.38923 (19)	−0.08193 (16)	0.0240 (5)
H19	−0.0863	−0.4012	−0.1308	0.029*
C21	−0.1550 (2)	−0.25146 (19)	0.08262 (16)	0.0192 (5)
C22	−0.0825 (2)	−0.26914 (19)	0.00808 (16)	0.0188 (5)
C23	0.05205 (19)	0.08657 (18)	0.27509 (16)	0.0185 (5)
C24	0.04512 (19)	0.0919 (2)	0.37891 (16)	0.0239 (5)
H24	0.0113	0.0164	0.3891	0.029*
C25	0.0885 (2)	0.2094 (2)	0.46672 (18)	0.0295 (6)
H25	0.0849	0.2127	0.5361	0.035*
C26	0.1370 (2)	0.3215 (2)	0.45185 (18)	0.0315 (6)
H26	0.1681	0.4003	0.5117	0.038*
C27	0.1393 (2)	0.3170 (2)	0.34830 (18)	0.0300 (6)
H27	0.1700	0.3925	0.3378	0.036*
C28	0.09613 (19)	0.20017 (19)	0.26054 (17)	0.0239 (5)
H28	0.0965	0.1974	0.1906	0.029*
C29	0.34346 (19)	−0.02434 (18)	−0.37276 (15)	0.0153 (5)
C30	0.34116 (19)	0.03147 (18)	−0.45263 (16)	0.0165 (5)
C32	0.12020 (19)	−0.25091 (19)	−0.71055 (16)	0.0218 (5)
H32	0.1236	−0.2174	−0.7643	0.026*
C33	0.0377 (2)	−0.3768 (2)	−0.74290 (17)	0.0252 (5)
H33	−0.0176	−0.4284	−0.8186	0.030*
C34	0.0342 (2)	−0.43102 (19)	−0.66333 (17)	0.0251 (5)
H34	−0.0231	−0.5178	−0.6872	0.030*
C35	0.11427 (19)	−0.35711 (18)	−0.55194 (16)	0.0218 (5)
H35	0.1143	−0.3938	−0.5002	0.026*
C37	0.20146 (19)	−0.16994 (19)	−0.59525 (16)	0.0186 (5)
C38	0.19752 (19)	−0.22385 (19)	−0.51556 (16)	0.0191 (5)
C39	0.40417 (19)	0.17258 (18)	−0.41860 (15)	0.0179 (5)
C40	0.3745 (2)	0.25289 (19)	−0.33674 (15)	0.0218 (5)
H40	0.3203	0.2184	−0.2997	0.026*
C41	0.4253 (2)	0.3833 (2)	−0.31057 (16)	0.0249 (5)
H41	0.4044	0.4360	−0.2567	0.030*
C42	0.5071 (2)	0.4352 (2)	−0.36455 (16)	0.0271 (5)
H42	0.5418	0.5230	−0.3464	0.032*
C43	0.5377 (2)	0.35760 (19)	−0.44530 (16)	0.0238 (5)
H43	0.5928	0.3928	−0.4815	0.029*
C44	0.48566 (19)	0.22658 (19)	−0.47212 (15)	0.0204 (5)
H44	0.5058	0.1743	−0.5269	0.024*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
S	0.0193 (3)	0.0184 (3)	0.0173 (3)	0.0064 (2)	0.0062 (2)	0.0059 (2)
O1	0.0152 (7)	0.0297 (9)	0.0241 (8)	0.0104 (7)	0.0016 (6)	0.0104 (7)
O2	0.0293 (8)	0.0144 (8)	0.0260 (8)	0.0065 (7)	0.0092 (7)	0.0043 (7)
N15	0.0212 (10)	0.0200 (10)	0.0198 (10)	0.0085 (9)	0.0083 (8)	0.0083 (8)
N20	0.0208 (10)	0.0214 (10)	0.0193 (10)	0.0079 (8)	0.0082 (8)	0.0098 (9)
N31	0.0196 (10)	0.0195 (10)	0.0199 (10)	0.0097 (8)	0.0091 (8)	0.0066 (8)
N36	0.0176 (9)	0.0224 (10)	0.0192 (10)	0.0092 (8)	0.0080 (8)	0.0068 (8)
C1	0.0155 (11)	0.0165 (11)	0.0174 (11)	0.0089 (9)	0.0063 (9)	0.0072 (9)
C2	0.0214 (12)	0.0181 (12)	0.0157 (12)	0.0088 (10)	0.0042 (10)	0.0043 (10)
C3	0.0208 (12)	0.0196 (12)	0.0161 (11)	0.0113 (10)	0.0090 (9)	0.0075 (10)
C4	0.0198 (12)	0.0168 (12)	0.0167 (12)	0.0118 (10)	0.0076 (9)	0.0083 (10)
C5	0.0169 (11)	0.0156 (11)	0.0163 (11)	0.0077 (10)	0.0033 (9)	0.0062 (9)
C6	0.0203 (12)	0.0155 (11)	0.0177 (11)	0.0118 (10)	0.0081 (9)	0.0090 (9)
C7	0.0186 (12)	0.0163 (11)	0.0172 (11)	0.0098 (10)	0.0070 (10)	0.0072 (9)
C8	0.0168 (11)	0.0159 (12)	0.0238 (13)	0.0066 (10)	0.0070 (10)	0.0070 (10)
C9	0.0233 (12)	0.0211 (12)	0.0179 (12)	0.0117 (10)	0.0114 (10)	0.0103 (10)
C10	0.0194 (12)	0.0167 (11)	0.0189 (12)	0.0114 (10)	0.0090 (10)	0.0085 (10)
C11	0.0172 (11)	0.0150 (11)	0.0213 (12)	0.0078 (9)	0.0078 (10)	0.0073 (10)
C12	0.0186 (11)	0.0132 (11)	0.0180 (11)	0.0084 (9)	0.0070 (9)	0.0072 (9)
C13	0.0202 (12)	0.0165 (12)	0.0140 (11)	0.0096 (10)	0.0057 (9)	0.0081 (10)
C14	0.0190 (12)	0.0219 (12)	0.0184 (12)	0.0120 (10)	0.0065 (10)	0.0129 (10)
C16	0.0219 (12)	0.0322 (14)	0.0275 (13)	0.0112 (11)	0.0141 (10)	0.0151 (12)
C17	0.0224 (12)	0.0243 (13)	0.0277 (13)	0.0046 (10)	0.0092 (11)	0.0113 (11)
C18	0.0309 (13)	0.0215 (13)	0.0221 (12)	0.0098 (11)	0.0069 (11)	0.0068 (10)
C19	0.0228 (12)	0.0227 (13)	0.0217 (12)	0.0080 (11)	0.0099 (10)	0.0036 (10)
C21	0.0189 (12)	0.0191 (12)	0.0175 (12)	0.0077 (10)	0.0039 (10)	0.0076 (10)
C22	0.0203 (12)	0.0223 (13)	0.0195 (12)	0.0114 (10)	0.0087 (10)	0.0122 (10)
C23	0.0147 (11)	0.0200 (12)	0.0200 (12)	0.0090 (10)	0.0060 (9)	0.0060 (10)
C24	0.0225 (12)	0.0278 (13)	0.0212 (12)	0.0143 (11)	0.0064 (10)	0.0074 (11)
C25	0.0262 (13)	0.0386 (15)	0.0252 (13)	0.0179 (12)	0.0108 (11)	0.0096 (12)
C26	0.0241 (13)	0.0268 (14)	0.0310 (14)	0.0118 (11)	0.0071 (11)	−0.0024 (11)
C27	0.0275 (13)	0.0236 (14)	0.0372 (15)	0.0126 (11)	0.0109 (11)	0.0097 (12)
C28	0.0233 (12)	0.0239 (13)	0.0235 (12)	0.0119 (10)	0.0052 (10)	0.0093 (11)
C29	0.0139 (11)	0.0174 (12)	0.0168 (11)	0.0082 (9)	0.0091 (9)	0.0057 (10)
C30	0.0151 (11)	0.0197 (12)	0.0160 (12)	0.0106 (9)	0.0069 (9)	0.0047 (10)
C32	0.0198 (12)	0.0266 (13)	0.0184 (12)	0.0125 (10)	0.0054 (10)	0.0072 (10)
C33	0.0246 (13)	0.0248 (13)	0.0182 (12)	0.0133 (11)	0.0011 (10)	0.0010 (10)
C34	0.0223 (12)	0.0154 (12)	0.0306 (14)	0.0075 (10)	0.0069 (10)	0.0032 (11)
C35	0.0204 (12)	0.0203 (12)	0.0251 (13)	0.0096 (10)	0.0086 (10)	0.0087 (10)
C37	0.0167 (11)	0.0199 (12)	0.0215 (12)	0.0101 (10)	0.0084 (10)	0.0083 (10)
C38	0.0149 (11)	0.0227 (13)	0.0195 (12)	0.0092 (10)	0.0072 (10)	0.0065 (10)
C39	0.0183 (11)	0.0216 (12)	0.0121 (11)	0.0097 (10)	0.0026 (9)	0.0059 (10)
C40	0.0245 (12)	0.0260 (13)	0.0180 (12)	0.0128 (11)	0.0085 (10)	0.0103 (10)
C41	0.0293 (13)	0.0264 (14)	0.0199 (12)	0.0169 (11)	0.0080 (10)	0.0061 (11)
C42	0.0298 (13)	0.0167 (12)	0.0253 (13)	0.0063 (11)	0.0019 (11)	0.0068 (11)
C43	0.0233 (12)	0.0218 (13)	0.0223 (12)	0.0051 (10)	0.0079 (10)	0.0091 (10)
C44	0.0218 (12)	0.0235 (13)	0.0145 (11)	0.0113 (10)	0.0051 (9)	0.0057 (10)

Geometric parameters (Å, º)

S—O1	1.4353 (13)	C18—C19	1.351 (3)
S—O2	1.4407 (13)	C18—H18	0.9300
S—C1	1.7669 (19)	C19—C22	1.402 (3)
S—C7	1.7747 (19)	C19—H19	0.9300
N15—C14	1.322 (2)	C21—C22	1.413 (2)
N15—C21	1.366 (2)	C23—C28	1.389 (3)
N20—C13	1.315 (2)	C23—C24	1.396 (3)
N20—C22	1.362 (2)	C24—C25	1.384 (3)
N31—C30	1.325 (2)	C24—H24	0.9300
N31—C37	1.365 (2)	C25—C26	1.378 (3)
N36—C29	1.320 (2)	C25—H25	0.9300
N36—C38	1.370 (2)	C26—C27	1.381 (3)
C1—C2	1.380 (2)	C26—H26	0.9300
C1—C6	1.397 (2)	C27—C28	1.378 (3)
C2—C3	1.383 (2)	C27—H27	0.9300
C2—H2	0.9300	C28—H28	0.9300
C3—C4	1.401 (2)	C29—C30	1.428 (3)
C3—H3	0.9300	C30—C39	1.484 (3)
C4—C5	1.391 (2)	C32—C33	1.353 (3)
C4—C13	1.489 (2)	C32—C37	1.416 (2)
C5—C6	1.386 (2)	C32—H32	0.9300
C5—H5	0.9300	C33—C34	1.413 (3)
C6—C12	1.480 (3)	C33—H33	0.9300
C7—C8	1.377 (2)	C34—C35	1.363 (2)
C7—C12	1.388 (2)	C34—H34	0.9300
C8—C9	1.389 (2)	C35—C38	1.419 (3)
C8—H8	0.9300	C35—H35	0.9300
C9—C10	1.393 (2)	C37—C38	1.413 (3)
C9—H9	0.9300	C39—C44	1.385 (2)
C10—C11	1.389 (2)	C39—C40	1.401 (2)
C10—C29	1.489 (2)	C40—C41	1.384 (3)
C11—C12	1.389 (2)	C40—H40	0.9300
C11—H11	0.9300	C41—C42	1.382 (3)
C13—C14	1.444 (2)	C41—H41	0.9300
C14—C23	1.483 (3)	C42—C43	1.381 (3)
C16—C17	1.368 (3)	C42—H42	0.9300
C16—C21	1.393 (2)	C43—C44	1.389 (3)
C16—H16	0.9300	C43—H43	0.9300
C17—C18	1.408 (3)	C44—H44	0.9300
C17—H17	0.9300
O1—S—O2	117.01 (8)	N15—C21—C22	120.37 (17)
O1—S—C1	112.40 (9)	C16—C21—C22	119.22 (18)
O2—S—C1	110.57 (8)	N20—C22—C19	119.53 (18)
O1—S—C7	110.72 (8)	N20—C22—C21	120.76 (18)
O2—S—C7	110.94 (9)	C19—C22—C21	119.67 (18)
C1—S—C7	92.60 (9)	C28—C23—C24	118.77 (18)
C14—N15—C21	118.26 (17)	C28—C23—C14	121.84 (18)
C13—N20—C22	118.56 (17)	C24—C23—C14	119.37 (18)
C30—N31—C37	117.41 (17)	C25—C24—C23	120.0 (2)
C29—N36—C38	117.08 (17)	C25—C24—H24	120.0
C2—C1—C6	121.64 (18)	C23—C24—H24	120.0
C2—C1—S	127.57 (15)	C26—C25—C24	120.3 (2)
C6—C1—S	110.78 (14)	C26—C25—H25	119.8
C1—C2—C3	118.62 (18)	C24—C25—H25	119.8
C1—C2—H2	120.7	C25—C26—C27	120.1 (2)
C3—C2—H2	120.7	C25—C26—H26	119.9
C2—C3—C4	121.04 (18)	C27—C26—H26	119.9
C2—C3—H3	119.5	C28—C27—C26	119.8 (2)
C4—C3—H3	119.5	C28—C27—H27	120.1
C5—C4—C3	119.36 (18)	C26—C27—H27	120.1
C5—C4—C13	117.04 (16)	C27—C28—C23	120.92 (19)
C3—C4—C13	123.28 (17)	C27—C28—H28	119.5
C6—C5—C4	120.22 (17)	C23—C28—H28	119.5
C6—C5—H5	119.9	N36—C29—C30	122.23 (17)
C4—C5—H5	119.9	N36—C29—C10	115.19 (17)
C5—C6—C1	119.12 (17)	C30—C29—C10	122.58 (17)
C5—C6—C12	128.05 (17)	N31—C30—C29	121.18 (18)
C1—C6—C12	112.79 (17)	N31—C30—C39	116.14 (17)
C8—C7—C12	122.64 (17)	C29—C30—C39	122.59 (17)
C8—C7—S	126.47 (15)	C33—C32—C37	120.3 (2)
C12—C7—S	110.89 (14)	C33—C32—H32	119.9
C7—C8—C9	117.29 (17)	C37—C32—H32	119.9
C7—C8—H8	121.4	C32—C33—C34	120.98 (19)
C9—C8—H8	121.4	C32—C33—H33	119.5
C8—C9—C10	121.48 (18)	C34—C33—H33	119.5
C8—C9—H9	119.3	C35—C34—C33	120.49 (19)
C10—C9—H9	119.3	C35—C34—H34	119.8
C11—C10—C9	119.90 (17)	C33—C34—H34	119.8
C11—C10—C29	118.88 (17)	C34—C35—C38	119.5 (2)
C9—C10—C29	121.20 (17)	C34—C35—H35	120.3
C12—C11—C10	119.33 (17)	C38—C35—H35	120.3
C12—C11—H11	120.3	N31—C37—C38	121.13 (17)
C10—C11—H11	120.3	N31—C37—C32	119.99 (18)
C7—C12—C11	119.31 (17)	C38—C37—C32	118.77 (18)
C7—C12—C6	112.89 (16)	N36—C38—C37	120.74 (18)
C11—C12—C6	127.79 (17)	N36—C38—C35	119.35 (18)
N20—C13—C14	120.87 (17)	C37—C38—C35	119.91 (17)
N20—C13—C4	113.17 (17)	C44—C39—C40	118.60 (18)
C14—C13—C4	125.89 (17)	C44—C39—C30	120.81 (17)
N15—C14—C13	121.05 (17)	C40—C39—C30	120.46 (18)
N15—C14—C23	115.88 (17)	C41—C40—C39	120.45 (19)
C13—C14—C23	123.07 (17)	C41—C40—H40	119.8
C17—C16—C21	119.78 (19)	C39—C40—H40	119.8
C17—C16—H16	120.1	C42—C41—C40	119.95 (19)
C21—C16—H16	120.1	C42—C41—H41	120.0
C16—C17—C18	121.02 (19)	C40—C41—H41	120.0
C16—C17—H17	119.5	C43—C42—C41	120.4 (2)
C18—C17—H17	119.5	C43—C42—H42	119.8
C19—C18—C17	119.9 (2)	C41—C42—H42	119.8
C19—C18—H18	120.0	C42—C43—C44	119.54 (19)
C17—C18—H18	120.0	C42—C43—H43	120.2
C18—C19—C22	120.36 (19)	C44—C43—H43	120.2
C18—C19—H19	119.8	C39—C44—C43	121.04 (18)
C22—C19—H19	119.8	C39—C44—H44	119.5
N15—C21—C16	120.41 (18)	C43—C44—H44	119.5