1,3,5-Tris(4-methyl­phen­yl)benzene

The title compound, C₂₇H₂₄, with a propeller-like shape, crystallizes with two crystallographically independent mol­ecules in the asymmetric unit. Inter­molecular π–π inter­actions are pronounced in the crystal structure.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.003 Å
• R factor = 0.054
• wR factor = 0.102
• Data-to-parameter ratio = 18.9

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT026_ALERT_3_B Ratio Observed / Unique Reflections too Low ....         37 Perc.

Alert level C
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low .......       0.98
PLAT199_ALERT_1_C Check the Reported _cell_measurement_temperature        293 K
PLAT200_ALERT_1_C Check the Reported _diffrn_ambient_temperature .        293 K
PLAT220_ALERT_2_C Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       2.56 Ratio
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C16
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C22
PLAT380_ALERT_4_C Check Incorrectly? Oriented X(sp2)-Methyl Moiety        C25
PLAT380_ALERT_4_C Check Incorrectly? Oriented X(sp2)-Methyl Moiety        C27
PLAT380_ALERT_4_C Check Incorrectly? Oriented X(sp2)-Methyl Moiety        C52
PLAT380_ALERT_4_C Check Incorrectly? Oriented X(sp2)-Methyl Moiety        C54

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

   2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   3 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
   4 ALERT type 4 Improvement, methodology, query or suggestion

---

Computing details

Data collection: TEXSAN (Molecular Structure Corporation, 1998); cell refinement: TEXSAN; data reduction: TEXSAN; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXL97; software used to prepare material for publication: SHELXL97.

1,3,5-Tris(4-methylphenyl)benzene

Crystal data

C27H24	F(000) = 1488
Mr = 348.46	Dx = 1.131 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 9186 reflections
a = 13.1640 (6) Å	θ = 2.0–27.5°
b = 15.2531 (9) Å	µ = 0.06 mm^−1
c = 20.5554 (11) Å	T = 293 K
β = 97.3083 (17)°	Prism, yellow
V = 4093.8 (4) Å^3	0.43 × 0.21 × 0.15 mm
Z = 8

Data collection

Rigaku Weissenberg IP diffractometer	9186 independent reflections
Radiation source: fine-focus sealed tube	3366 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.049
scintillation counter scans	θmax = 27.5°, θmin = 2.0°
Absorption correction: multi-scan (TEXSAN; Molecular Structure Corporation, 1998)	h = 0→16
Tmin = 0.899, Tmax = 0.994	k = 0→19
31594 measured reflections	l = −26→26

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.054	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.102	H-atom parameters constrained
S = 0.99	w = 1/[σ^2(Fo^2) + (0.0251P)^2] where P = (Fo^2 + 2Fc^2)/3
9186 reflections	(Δ/σ)max < 0.001
487 parameters	Δρmax = 0.19 e Å^−3
0 restraints	Δρmin = −0.19 e Å^−3

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.

A part of the non-H atoms were determined from subsequence difference Fourier synthesis and all were refined with anisotropic thermal parameters with full-matrix least-squares techniques on F².

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

	x	y	z	Uiso*/Ueq
C1	0.37360 (15)	0.45760 (13)	0.19232 (10)	0.0517 (5)
C2	0.43648 (15)	0.43696 (13)	0.14457 (10)	0.0559 (6)
H2A	0.4615	0.4820	0.1205	0.067*
C3	0.46272 (15)	0.35033 (14)	0.13212 (10)	0.0538 (5)
C4	0.42590 (15)	0.28403 (14)	0.16902 (10)	0.0558 (6)
H4A	0.4421	0.2261	0.1608	0.067*
C5	0.36509 (15)	0.30230 (13)	0.21820 (10)	0.0534 (6)
C6	0.34042 (15)	0.38992 (14)	0.22937 (10)	0.0556 (6)
H6A	0.3008	0.4030	0.2625	0.067*
C7	0.34585 (15)	0.54999 (13)	0.20481 (9)	0.0508 (5)
C8	0.24968 (15)	0.57004 (15)	0.22301 (10)	0.0627 (6)
H8A	0.2028	0.5254	0.2272	0.075*
C9	0.22399 (17)	0.65652 (16)	0.23483 (10)	0.0670 (6)
H9A	0.1601	0.6685	0.2475	0.080*
C10	0.28998 (18)	0.72485 (14)	0.22843 (10)	0.0607 (6)
C11	0.38481 (17)	0.70472 (14)	0.21118 (10)	0.0611 (6)
H11A	0.4313	0.7497	0.2071	0.073*
C12	0.41277 (16)	0.61878 (13)	0.19976 (10)	0.0569 (6)
H12A	0.4777	0.6073	0.1885	0.068*
C13	0.53453 (15)	0.32807 (13)	0.08416 (10)	0.0528 (5)
C14	0.60938 (17)	0.26480 (14)	0.09862 (11)	0.0641 (6)
H14A	0.6122	0.2342	0.1379	0.077*
C15	0.68023 (16)	0.24578 (15)	0.05628 (11)	0.0676 (6)
H15A	0.7302	0.2035	0.0680	0.081*
C16	0.67780 (18)	0.28812 (16)	−0.00229 (11)	0.0664 (6)
C17	0.6028 (2)	0.34971 (16)	−0.01783 (11)	0.0822 (7)
H17A	0.5993	0.3787	−0.0578	0.099*
C18	0.53174 (18)	0.37008 (15)	0.02432 (11)	0.0730 (7)
H18A	0.4819	0.4123	0.0122	0.088*
C19	0.33637 (14)	0.23076 (14)	0.26074 (12)	0.0556 (6)
C20	0.30599 (15)	0.14892 (15)	0.23588 (12)	0.0671 (7)
H20A	0.2986	0.1396	0.1908	0.081*
C21	0.28671 (17)	0.08156 (16)	0.27690 (17)	0.0832 (8)
H21A	0.2662	0.0274	0.2590	0.100*
C22	0.29705 (18)	0.09224 (18)	0.34372 (17)	0.0809 (8)
C23	0.32502 (18)	0.17392 (18)	0.36884 (13)	0.0811 (8)
H23A	0.3310	0.1830	0.4139	0.097*
C24	0.34427 (15)	0.24254 (15)	0.32811 (12)	0.0671 (6)
H24A	0.3627	0.2971	0.3461	0.081*
C25	0.25928 (18)	0.81877 (14)	0.23946 (12)	0.0861 (8)
H25A	0.3148	0.8572	0.2328	0.129*
H25B	0.2434	0.8253	0.2835	0.129*
H25C	0.2002	0.8335	0.2091	0.129*
C26	0.75435 (19)	0.26601 (18)	−0.04930 (12)	0.1003 (9)
H26A	0.8003	0.2214	−0.0303	0.150*
H26B	0.7927	0.3176	−0.0573	0.150*
H26C	0.7184	0.2451	−0.0899	0.150*
C27	0.2804 (2)	0.01707 (18)	0.39008 (16)	0.1304 (12)
H27A	0.2614	−0.0348	0.3650	0.196*
H27B	0.2268	0.0323	0.4156	0.196*
H27C	0.3425	0.0064	0.4188	0.196*
C28	0.12408 (16)	0.20754 (14)	0.06644 (10)	0.0567 (6)
C29	0.20013 (17)	0.18572 (14)	0.02801 (10)	0.0609 (6)
H29A	0.2341	0.2301	0.0084	0.073*
C30	0.22625 (16)	0.09853 (14)	0.01834 (10)	0.0576 (6)
C31	0.17545 (16)	0.03278 (14)	0.04838 (10)	0.0610 (6)
H31A	0.1919	−0.0256	0.0417	0.073*
C32	0.10026 (16)	0.05280 (14)	0.08834 (10)	0.0580 (6)
C33	0.07574 (16)	0.14052 (14)	0.09626 (10)	0.0600 (6)
H33A	0.0254	0.1547	0.1224	0.072*
C34	0.09483 (17)	0.30024 (14)	0.07340 (10)	0.0578 (6)
C35	−0.00618 (17)	0.32339 (15)	0.07830 (11)	0.0752 (7)
H35A	−0.0559	0.2799	0.0771	0.090*
C36	−0.03353 (19)	0.40995 (16)	0.08492 (12)	0.0847 (8)
H36A	−0.1017	0.4233	0.0879	0.102*
C37	0.0368 (2)	0.47737 (15)	0.08725 (11)	0.0702 (7)
C38	0.13630 (18)	0.45454 (15)	0.08176 (10)	0.0698 (7)
H38A	0.1856	0.4983	0.0825	0.084*
C39	0.16502 (17)	0.36792 (15)	0.07515 (10)	0.0672 (6)
H39A	0.2332	0.3550	0.0718	0.081*
C40	0.30755 (17)	0.07646 (14)	−0.02318 (10)	0.0570 (6)
C41	0.40143 (18)	0.11994 (15)	−0.01477 (10)	0.0663 (6)
H41A	0.4132	0.1634	0.0170	0.080*
C42	0.47762 (18)	0.09931 (16)	−0.05319 (11)	0.0703 (7)
H42A	0.5395	0.1295	−0.0469	0.084*
C43	0.46306 (18)	0.03493 (16)	−0.10043 (11)	0.0656 (6)
C44	0.37007 (19)	−0.00755 (15)	−0.10880 (11)	0.0704 (7)
H44A	0.3584	−0.0508	−0.1408	0.085*
C45	0.29308 (18)	0.01243 (15)	−0.07081 (11)	0.0678 (6)
H45A	0.2312	−0.0177	−0.0776	0.081*
C46	0.05166 (15)	−0.01760 (14)	0.12379 (11)	0.0576 (6)
C47	0.02522 (17)	−0.09781 (16)	0.09480 (12)	0.0707 (7)
H47A	0.0354	−0.1071	0.0514	0.085*
C48	−0.01594 (17)	−0.16412 (16)	0.12886 (13)	0.0751 (7)
H48A	−0.0337	−0.2169	0.1078	0.090*
C49	−0.03128 (16)	−0.15370 (17)	0.19351 (14)	0.0699 (7)
C50	−0.00743 (17)	−0.07306 (17)	0.22193 (12)	0.0737 (7)
H50A	−0.0190	−0.0636	0.2651	0.088*
C51	0.03313 (16)	−0.00605 (15)	0.18819 (11)	0.0684 (6)
H51A	0.0482	0.0475	0.2089	0.082*
C52	0.00553 (19)	0.57231 (14)	0.09514 (13)	0.0922 (8)
H52A	0.0645	0.6094	0.0957	0.138*
H52B	−0.0231	0.5789	0.1356	0.138*
H52C	−0.0446	0.5886	0.0591	0.138*
C53	0.54673 (18)	0.01234 (17)	−0.14167 (11)	0.0925 (8)
H53A	0.5232	−0.0332	−0.1722	0.139*
H53B	0.6062	−0.0075	−0.1137	0.139*
H53C	0.5638	0.0634	−0.1653	0.139*
C54	−0.07041 (18)	−0.22810 (16)	0.23240 (12)	0.0975 (9)
H54A	−0.0830	−0.2787	0.2047	0.146*
H54B	−0.1329	−0.2106	0.2482	0.146*
H54C	−0.0201	−0.2422	0.2689	0.146*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1	0.0531 (13)	0.0465 (14)	0.0541 (14)	0.0025 (11)	0.0016 (11)	−0.0028 (11)
C2	0.0612 (13)	0.0459 (14)	0.0600 (15)	0.0036 (11)	0.0051 (11)	0.0002 (11)
C3	0.0592 (14)	0.0485 (14)	0.0525 (14)	0.0052 (11)	0.0025 (11)	0.0009 (11)
C4	0.0610 (14)	0.0440 (13)	0.0623 (15)	0.0049 (11)	0.0074 (12)	−0.0023 (12)
C5	0.0528 (13)	0.0450 (14)	0.0614 (15)	−0.0030 (11)	0.0030 (11)	−0.0027 (12)
C6	0.0560 (13)	0.0508 (14)	0.0597 (15)	0.0019 (11)	0.0056 (11)	−0.0062 (12)
C7	0.0560 (13)	0.0453 (13)	0.0497 (14)	0.0024 (11)	0.0013 (10)	−0.0051 (10)
C8	0.0548 (14)	0.0595 (15)	0.0735 (16)	−0.0028 (12)	0.0076 (12)	−0.0087 (12)
C9	0.0603 (15)	0.0672 (17)	0.0737 (17)	0.0160 (13)	0.0095 (12)	−0.0109 (13)
C10	0.0687 (15)	0.0473 (14)	0.0626 (15)	0.0107 (13)	−0.0048 (12)	−0.0119 (12)
C11	0.0592 (14)	0.0489 (14)	0.0729 (16)	−0.0036 (12)	−0.0005 (12)	−0.0054 (12)
C12	0.0559 (13)	0.0512 (14)	0.0618 (15)	0.0063 (12)	0.0004 (11)	−0.0065 (12)
C13	0.0640 (14)	0.0448 (13)	0.0494 (14)	0.0018 (11)	0.0067 (11)	−0.0032 (11)
C14	0.0758 (15)	0.0574 (15)	0.0600 (15)	0.0086 (13)	0.0122 (13)	0.0071 (12)
C15	0.0695 (15)	0.0682 (17)	0.0667 (16)	0.0130 (13)	0.0146 (13)	0.0002 (14)
C16	0.0775 (16)	0.0697 (17)	0.0533 (16)	−0.0012 (14)	0.0139 (13)	−0.0035 (13)
C17	0.111 (2)	0.0851 (19)	0.0515 (16)	0.0150 (17)	0.0148 (15)	0.0109 (14)
C18	0.0898 (17)	0.0690 (17)	0.0597 (16)	0.0214 (14)	0.0081 (13)	0.0083 (14)
C19	0.0457 (12)	0.0482 (14)	0.0738 (17)	0.0020 (11)	0.0118 (11)	0.0003 (13)
C20	0.0594 (15)	0.0499 (15)	0.0932 (19)	−0.0027 (12)	0.0138 (13)	−0.0050 (14)
C21	0.0612 (15)	0.0474 (16)	0.144 (3)	−0.0046 (12)	0.0256 (17)	0.0006 (19)
C22	0.0592 (15)	0.0591 (18)	0.131 (3)	0.0084 (13)	0.0385 (17)	0.0283 (18)
C23	0.0791 (17)	0.0771 (19)	0.092 (2)	0.0062 (16)	0.0293 (14)	0.0205 (17)
C24	0.0733 (15)	0.0527 (15)	0.0773 (18)	−0.0039 (12)	0.0172 (13)	0.0047 (14)
C25	0.0917 (18)	0.0550 (16)	0.109 (2)	0.0181 (14)	0.0013 (15)	−0.0175 (14)
C26	0.100 (2)	0.131 (3)	0.0769 (18)	0.0118 (18)	0.0369 (16)	−0.0057 (17)
C27	0.108 (2)	0.087 (2)	0.208 (3)	0.0070 (18)	0.070 (2)	0.065 (2)
C28	0.0644 (15)	0.0511 (14)	0.0532 (15)	0.0078 (12)	0.0021 (12)	−0.0019 (12)
C29	0.0732 (15)	0.0538 (15)	0.0551 (15)	−0.0019 (12)	0.0057 (12)	0.0022 (12)
C30	0.0695 (14)	0.0504 (14)	0.0532 (15)	0.0052 (12)	0.0087 (12)	−0.0012 (12)
C31	0.0747 (16)	0.0499 (14)	0.0580 (15)	0.0043 (12)	0.0070 (12)	−0.0011 (12)
C32	0.0649 (14)	0.0514 (15)	0.0563 (15)	0.0042 (12)	0.0027 (12)	0.0010 (12)
C33	0.0673 (14)	0.0558 (15)	0.0577 (15)	0.0053 (12)	0.0107 (11)	−0.0013 (12)
C34	0.0605 (14)	0.0517 (14)	0.0598 (15)	0.0054 (12)	0.0020 (11)	−0.0031 (12)
C35	0.0679 (16)	0.0551 (16)	0.102 (2)	0.0000 (13)	0.0100 (14)	−0.0031 (14)
C36	0.0697 (16)	0.0639 (18)	0.120 (2)	0.0123 (15)	0.0104 (15)	−0.0055 (16)
C37	0.0826 (18)	0.0500 (15)	0.0748 (17)	0.0133 (14)	−0.0020 (14)	−0.0077 (12)
C38	0.0715 (17)	0.0523 (15)	0.0820 (19)	0.0014 (13)	−0.0040 (13)	−0.0068 (13)
C39	0.0640 (15)	0.0590 (16)	0.0761 (17)	0.0074 (13)	−0.0007 (12)	−0.0071 (13)
C40	0.0675 (15)	0.0510 (14)	0.0528 (14)	0.0058 (12)	0.0086 (12)	−0.0003 (12)
C41	0.0774 (16)	0.0603 (15)	0.0617 (15)	0.0015 (13)	0.0100 (13)	−0.0044 (12)
C42	0.0685 (15)	0.0748 (17)	0.0682 (17)	−0.0015 (13)	0.0107 (13)	0.0053 (14)
C43	0.0707 (16)	0.0691 (16)	0.0576 (15)	0.0117 (14)	0.0109 (13)	0.0105 (13)
C44	0.0893 (19)	0.0581 (15)	0.0649 (16)	0.0095 (14)	0.0138 (14)	−0.0048 (12)
C45	0.0726 (15)	0.0610 (16)	0.0709 (17)	−0.0046 (13)	0.0131 (13)	−0.0080 (13)
C46	0.0599 (14)	0.0546 (15)	0.0579 (15)	0.0021 (12)	0.0065 (11)	0.0024 (12)
C47	0.0807 (16)	0.0656 (17)	0.0652 (17)	−0.0048 (14)	0.0061 (13)	−0.0022 (14)
C48	0.0802 (17)	0.0587 (16)	0.085 (2)	−0.0083 (14)	0.0045 (15)	0.0028 (15)
C49	0.0534 (14)	0.0665 (18)	0.091 (2)	−0.0028 (13)	0.0135 (13)	0.0115 (16)
C50	0.0719 (15)	0.0826 (19)	0.0703 (17)	0.0064 (15)	0.0240 (13)	0.0081 (16)
C51	0.0772 (16)	0.0623 (16)	0.0672 (17)	0.0030 (13)	0.0153 (13)	−0.0013 (14)
C52	0.104 (2)	0.0561 (16)	0.113 (2)	0.0160 (15)	0.0024 (16)	−0.0113 (15)
C53	0.0918 (18)	0.116 (2)	0.0744 (18)	0.0238 (17)	0.0283 (15)	0.0033 (16)
C54	0.0802 (17)	0.094 (2)	0.123 (2)	−0.0112 (16)	0.0282 (16)	0.0301 (18)

Geometric parameters (Å, º)

C1—C6	1.386 (3)	C28—C33	1.387 (3)
C1—C2	1.398 (3)	C28—C29	1.392 (3)
C1—C7	1.486 (3)	C28—C34	1.477 (3)
C2—C3	1.398 (3)	C29—C30	1.394 (3)
C2—H2A	0.9300	C29—H29A	0.9300
C3—C4	1.388 (3)	C30—C31	1.393 (3)
C3—C13	1.489 (3)	C30—C40	1.490 (3)
C4—C5	1.395 (2)	C31—C32	1.398 (3)
C4—H4A	0.9300	C31—H31A	0.9300
C5—C6	1.401 (3)	C32—C33	1.391 (3)
C5—C19	1.477 (3)	C32—C46	1.487 (3)
C6—H6A	0.9300	C33—H33A	0.9300
C7—C12	1.382 (3)	C34—C39	1.383 (3)
C7—C8	1.399 (3)	C34—C35	1.392 (3)
C8—C9	1.391 (3)	C35—C36	1.380 (3)
C8—H8A	0.9300	C35—H35A	0.9300
C9—C10	1.374 (3)	C36—C37	1.381 (3)
C9—H9A	0.9300	C36—H36A	0.9300
C10—C11	1.375 (3)	C37—C38	1.374 (3)
C10—C25	1.513 (3)	C37—C52	1.520 (3)
C11—C12	1.390 (3)	C38—C39	1.386 (3)
C11—H11A	0.9300	C38—H38A	0.9300
C12—H12A	0.9300	C39—H39A	0.9300
C13—C18	1.383 (3)	C40—C45	1.379 (3)
C13—C14	1.384 (3)	C40—C41	1.394 (3)
C14—C15	1.385 (3)	C41—C42	1.389 (3)
C14—H14A	0.9300	C41—H41A	0.9300
C15—C16	1.363 (3)	C42—C43	1.377 (3)
C15—H15A	0.9300	C42—H42A	0.9300
C16—C17	1.371 (3)	C43—C44	1.376 (3)
C16—C26	1.520 (3)	C43—C53	1.513 (3)
C17—C18	1.388 (3)	C44—C45	1.390 (3)
C17—H17A	0.9300	C44—H44A	0.9300
C18—H18A	0.9300	C45—H45A	0.9300
C19—C24	1.387 (3)	C46—C47	1.386 (3)
C19—C20	1.388 (3)	C46—C51	1.388 (3)
C20—C21	1.373 (3)	C47—C48	1.380 (3)
C20—H20A	0.9300	C47—H47A	0.9300
C21—C22	1.373 (3)	C48—C49	1.379 (3)
C21—H21A	0.9300	C48—H48A	0.9300
C22—C23	1.381 (3)	C49—C50	1.381 (3)
C22—C27	1.524 (3)	C49—C54	1.516 (3)
C23—C24	1.384 (3)	C50—C51	1.380 (3)
C23—H23A	0.9300	C50—H50A	0.9300
C24—H24A	0.9300	C51—H51A	0.9300
C25—H25A	0.9600	C52—H52A	0.9600
C25—H25B	0.9600	C52—H52B	0.9600
C25—H25C	0.9600	C52—H52C	0.9600
C26—H26A	0.9600	C53—H53A	0.9600
C26—H26B	0.9600	C53—H53B	0.9600
C26—H26C	0.9600	C53—H53C	0.9600
C27—H27A	0.9600	C54—H54A	0.9600
C27—H27B	0.9600	C54—H54B	0.9600
C27—H27C	0.9600	C54—H54C	0.9600
C6—C1—C2	118.3 (2)	C33—C28—C29	118.5 (2)
C6—C1—C7	120.65 (19)	C33—C28—C34	121.5 (2)
C2—C1—C7	121.0 (2)	C29—C28—C34	119.9 (2)
C3—C2—C1	121.6 (2)	C28—C29—C30	121.1 (2)
C3—C2—H2A	119.2	C28—C29—H29A	119.4
C1—C2—H2A	119.2	C30—C29—H29A	119.4
C4—C3—C2	118.5 (2)	C31—C30—C29	118.9 (2)
C4—C3—C13	119.40 (19)	C31—C30—C40	120.8 (2)
C2—C3—C13	121.9 (2)	C29—C30—C40	120.4 (2)
C3—C4—C5	121.5 (2)	C30—C31—C32	121.3 (2)
C3—C4—H4A	119.2	C30—C31—H31A	119.4
C5—C4—H4A	119.2	C32—C31—H31A	119.4
C4—C5—C6	118.4 (2)	C33—C32—C31	118.1 (2)
C4—C5—C19	119.68 (19)	C33—C32—C46	121.1 (2)
C6—C5—C19	121.7 (2)	C31—C32—C46	120.7 (2)
C1—C6—C5	121.6 (2)	C28—C33—C32	122.1 (2)
C1—C6—H6A	119.2	C28—C33—H33A	119.0
C5—C6—H6A	119.2	C32—C33—H33A	119.0
C12—C7—C8	117.46 (19)	C39—C34—C35	116.7 (2)
C12—C7—C1	122.26 (19)	C39—C34—C28	122.4 (2)
C8—C7—C1	120.3 (2)	C35—C34—C28	120.9 (2)
C9—C8—C7	120.2 (2)	C36—C35—C34	120.9 (2)
C9—C8—H8A	119.9	C36—C35—H35A	119.5
C7—C8—H8A	119.9	C34—C35—H35A	119.5
C10—C9—C8	122.1 (2)	C35—C36—C37	122.3 (2)
C10—C9—H9A	118.9	C35—C36—H36A	118.9
C8—C9—H9A	118.9	C37—C36—H36A	118.9
C9—C10—C11	117.5 (2)	C38—C37—C36	116.8 (2)
C9—C10—C25	121.3 (2)	C38—C37—C52	121.6 (2)
C11—C10—C25	121.2 (2)	C36—C37—C52	121.6 (2)
C10—C11—C12	121.5 (2)	C37—C38—C39	121.6 (2)
C10—C11—H11A	119.2	C37—C38—H38A	119.2
C12—C11—H11A	119.2	C39—C38—H38A	119.2
C7—C12—C11	121.23 (19)	C34—C39—C38	121.6 (2)
C7—C12—H12A	119.4	C34—C39—H39A	119.2
C11—C12—H12A	119.4	C38—C39—H39A	119.2
C18—C13—C14	116.8 (2)	C45—C40—C41	117.7 (2)
C18—C13—C3	122.4 (2)	C45—C40—C30	121.5 (2)
C14—C13—C3	120.7 (2)	C41—C40—C30	120.8 (2)
C13—C14—C15	121.9 (2)	C42—C41—C40	121.0 (2)
C13—C14—H14A	119.0	C42—C41—H41A	119.5
C15—C14—H14A	119.0	C40—C41—H41A	119.5
C16—C15—C14	120.9 (2)	C43—C42—C41	121.1 (2)
C16—C15—H15A	119.5	C43—C42—H42A	119.5
C14—C15—H15A	119.5	C41—C42—H42A	119.4
C15—C16—C17	117.8 (2)	C44—C43—C42	117.8 (2)
C15—C16—C26	120.9 (2)	C44—C43—C53	121.5 (2)
C17—C16—C26	121.3 (2)	C42—C43—C53	120.8 (2)
C16—C17—C18	122.0 (2)	C43—C44—C45	121.8 (2)
C16—C17—H17A	119.0	C43—C44—H44A	119.1
C18—C17—H17A	119.0	C45—C44—H44A	119.1
C13—C18—C17	120.5 (2)	C40—C45—C44	120.6 (2)
C13—C18—H18A	119.8	C40—C45—H45A	119.7
C17—C18—H18A	119.8	C44—C45—H45A	119.7
C24—C19—C20	117.7 (2)	C47—C46—C51	117.2 (2)
C24—C19—C5	120.2 (2)	C47—C46—C32	121.8 (2)
C20—C19—C5	122.0 (2)	C51—C46—C32	121.0 (2)
C21—C20—C19	120.9 (2)	C48—C47—C46	121.5 (2)
C21—C20—H20A	119.5	C48—C47—H47A	119.3
C19—C20—H20A	119.5	C46—C47—H47A	119.3
C22—C21—C20	121.5 (3)	C49—C48—C47	121.3 (2)
C22—C21—H21A	119.2	C49—C48—H48A	119.3
C20—C21—H21A	119.2	C47—C48—H48A	119.3
C21—C22—C23	118.0 (2)	C48—C49—C50	117.2 (2)
C21—C22—C27	122.2 (3)	C48—C49—C54	121.6 (2)
C23—C22—C27	119.9 (3)	C50—C49—C54	121.2 (2)
C22—C23—C24	121.1 (3)	C51—C50—C49	121.9 (2)
C22—C23—H23A	119.4	C51—C50—H50A	119.0
C24—C23—H23A	119.4	C49—C50—H50A	119.0
C23—C24—C19	120.7 (2)	C50—C51—C46	120.8 (2)
C23—C24—H24A	119.7	C50—C51—H51A	119.6
C19—C24—H24A	119.7	C46—C51—H51A	119.6
C10—C25—H25A	109.5	C37—C52—H52A	109.5
C10—C25—H25B	109.5	C37—C52—H52B	109.5
H25A—C25—H25B	109.5	H52A—C52—H52B	109.5
C10—C25—H25C	109.5	C37—C52—H52C	109.5
H25A—C25—H25C	109.5	H52A—C52—H52C	109.5
H25B—C25—H25C	109.5	H52B—C52—H52C	109.5
C16—C26—H26A	109.5	C43—C53—H53A	109.5
C16—C26—H26B	109.5	C43—C53—H53B	109.5
H26A—C26—H26B	109.5	H53A—C53—H53B	109.5
C16—C26—H26C	109.5	C43—C53—H53C	109.5
H26A—C26—H26C	109.5	H53A—C53—H53C	109.5
H26B—C26—H26C	109.5	H53B—C53—H53C	109.5
C22—C27—H27A	109.5	C49—C54—H54A	109.5
C22—C27—H27B	109.5	C49—C54—H54B	109.5
H27A—C27—H27B	109.5	H54A—C54—H54B	109.5
C22—C27—H27C	109.5	C49—C54—H54C	109.5
H27A—C27—H27C	109.5	H54A—C54—H54C	109.5
H27B—C27—H27C	109.5	H54B—C54—H54C	109.5
C6—C1—C2—C3	2.5 (3)	C33—C28—C29—C30	1.3 (3)
C7—C1—C2—C3	−179.67 (18)	C34—C28—C29—C30	−177.28 (19)
C1—C2—C3—C4	−0.8 (3)	C28—C29—C30—C31	−0.6 (3)
C1—C2—C3—C13	−176.33 (18)	C28—C29—C30—C40	179.74 (19)
C2—C3—C4—C5	−0.8 (3)	C29—C30—C31—C32	−0.8 (3)
C13—C3—C4—C5	174.81 (18)	C40—C30—C31—C32	178.9 (2)
C3—C4—C5—C6	0.8 (3)	C30—C31—C32—C33	1.4 (3)
C3—C4—C5—C19	−173.77 (19)	C30—C31—C32—C46	−175.78 (19)
C2—C1—C6—C5	−2.5 (3)	C29—C28—C33—C32	−0.7 (3)
C7—C1—C6—C5	179.59 (17)	C34—C28—C33—C32	177.86 (19)
C4—C5—C6—C1	1.0 (3)	C31—C32—C33—C28	−0.6 (3)
C19—C5—C6—C1	175.38 (18)	C46—C32—C33—C28	176.50 (19)
C6—C1—C7—C12	143.2 (2)	C33—C28—C34—C39	146.6 (2)
C2—C1—C7—C12	−34.6 (3)	C29—C28—C34—C39	−34.9 (3)
C6—C1—C7—C8	−36.1 (3)	C33—C28—C34—C35	−33.6 (3)
C2—C1—C7—C8	146.07 (19)	C29—C28—C34—C35	144.9 (2)
C12—C7—C8—C9	0.5 (3)	C39—C34—C35—C36	−0.4 (3)
C1—C7—C8—C9	179.84 (19)	C28—C34—C35—C36	179.9 (2)
C7—C8—C9—C10	0.9 (3)	C34—C35—C36—C37	−0.2 (4)
C8—C9—C10—C11	−1.5 (3)	C35—C36—C37—C38	0.8 (4)
C8—C9—C10—C25	178.1 (2)	C35—C36—C37—C52	−179.5 (2)
C9—C10—C11—C12	0.8 (3)	C36—C37—C38—C39	−0.9 (3)
C25—C10—C11—C12	−178.8 (2)	C52—C37—C38—C39	179.4 (2)
C8—C7—C12—C11	−1.1 (3)	C35—C34—C39—C38	0.3 (3)
C1—C7—C12—C11	179.49 (19)	C28—C34—C39—C38	−179.9 (2)
C10—C11—C12—C7	0.5 (3)	C37—C38—C39—C34	0.3 (3)
C4—C3—C13—C18	143.2 (2)	C31—C30—C40—C45	47.7 (3)
C2—C3—C13—C18	−41.4 (3)	C29—C30—C40—C45	−132.6 (2)
C4—C3—C13—C14	−38.3 (3)	C31—C30—C40—C41	−132.0 (2)
C2—C3—C13—C14	137.2 (2)	C29—C30—C40—C41	47.7 (3)
C18—C13—C14—C15	1.8 (3)	C45—C40—C41—C42	0.0 (3)
C3—C13—C14—C15	−176.86 (19)	C30—C40—C41—C42	179.7 (2)
C13—C14—C15—C16	−1.1 (3)	C40—C41—C42—C43	−0.4 (3)
C14—C15—C16—C17	−0.3 (3)	C41—C42—C43—C44	0.7 (3)
C14—C15—C16—C26	−178.9 (2)	C41—C42—C43—C53	−179.5 (2)
C15—C16—C17—C18	0.8 (4)	C42—C43—C44—C45	−0.7 (3)
C26—C16—C17—C18	179.4 (2)	C53—C43—C44—C45	179.6 (2)
C14—C13—C18—C17	−1.2 (3)	C41—C40—C45—C44	0.0 (3)
C3—C13—C18—C17	177.4 (2)	C30—C40—C45—C44	−179.6 (2)
C16—C17—C18—C13	−0.1 (4)	C43—C44—C45—C40	0.3 (3)
C4—C5—C19—C24	134.2 (2)	C33—C32—C46—C47	142.6 (2)
C6—C5—C19—C24	−40.2 (3)	C31—C32—C46—C47	−40.3 (3)
C4—C5—C19—C20	−42.5 (3)	C33—C32—C46—C51	−38.9 (3)
C6—C5—C19—C20	143.2 (2)	C31—C32—C46—C51	138.1 (2)
C24—C19—C20—C21	−1.4 (3)	C51—C46—C47—C48	−1.3 (3)
C5—C19—C20—C21	175.3 (2)	C32—C46—C47—C48	177.3 (2)
C19—C20—C21—C22	−0.3 (3)	C46—C47—C48—C49	−0.8 (4)
C20—C21—C22—C23	1.7 (4)	C47—C48—C49—C50	2.4 (3)
C20—C21—C22—C27	−177.3 (2)	C47—C48—C49—C54	−176.2 (2)
C21—C22—C23—C24	−1.4 (4)	C48—C49—C50—C51	−2.0 (3)
C27—C22—C23—C24	177.6 (2)	C54—C49—C50—C51	176.7 (2)
C22—C23—C24—C19	−0.3 (3)	C49—C50—C51—C46	−0.1 (3)
C20—C19—C24—C23	1.7 (3)	C47—C46—C51—C50	1.7 (3)
C5—C19—C24—C23	−175.1 (2)	C32—C46—C51—C50	−176.8 (2)