(4S,5S,10S,13R,14R,17R)-8α,9α-Ep­oxy-4α,14α-dimethyl-5α-cholestan-3-one

The stereochemistry of the oxirane bridge of the title compound, C₂₉H₄₈O₂, has been confirmed by single-crystal X-ray diffraction.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.006 Å
• R factor = 0.071
• wR factor = 0.172
• Data-to-parameter ratio = 12.6

checkCIF/PLATON results

No syntax errors found





Alert level A
PLAT220_ALERT_2_A Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       6.01 Ratio
PLAT222_ALERT_3_A Large Non-Solvent    H     Ueq(max)/Ueq(min) ...       6.21 Ratio

Alert level B
PLAT230_ALERT_2_B Hirshfeld Test Diff for    C25    -   C26     ..       8.20 su
PLAT242_ALERT_2_B Check Low       Ueq as Compared to Neighbors for        C25

Alert level C
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low .......       0.97
PLAT199_ALERT_1_C Check the Reported _cell_measurement_temperature        293 K
PLAT200_ALERT_1_C Check the Reported _diffrn_ambient_temperature .        293 K
PLAT338_ALERT_2_C Small Average Tau in cyclohexane C5     -C10          28.92 Deg.
PLAT340_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...          6
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd.  #          1
              C29 H48 O2

Alert level G
REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is
            correct. If it is not, please give the correct count in the
            _publ_section_exptl_refinement section of the submitted CIF.
           From the CIF: _diffrn_reflns_theta_max           28.36
           From the CIF: _reflns_number_total               3532
           Count of symmetry unique reflns         3626
           Completeness (_total/calc)             97.41%
           TEST3: Check Friedels for noncentro structure
           Estimate of Friedel pairs measured         0
           Fraction of Friedel pairs measured     0.000
           Are heavy atom types Z>Si present         no

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

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

---

Computing details

Data collection: KappaCCD (Nonius, 1998); cell refinement: DENZO and SCALEPACK (Otwinowski & Minor, 1997); data reduction: DENZO and SCALEPACK; program(s) used to solve structure: SIR92 (Altomare et al., 1994); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: SHELXL97 (Sheldrick, 1997).

(4S,5S,10S,13R,14R,17R)-8α,9α-Epoxy-4α,14α-dimethyl-5α-cholestan-3-one

Crystal data

C29H48O2	F(000) = 476
Mr = 428.67	Dx = 1.070 Mg m^−3
Monoclinic, P21	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2yb	Cell parameters from 11835 reflections
a = 13.7023 (4) Å	θ = 1.8–28.4°
b = 6.3493 (2) Å	µ = 0.06 mm^−1
c = 15.6206 (5) Å	T = 293 K
β = 101.721 (1)°	Prism, colourless
V = 1330.60 (7) Å^3	0.5 × 0.2 × 0.2 mm
Z = 2

Data collection

Nonius KappaCCD area-detector diffractometer	2892 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.07
Graphite monochromator	θmax = 28.4°, θmin = 1.8°
1° φ + ω scans	h = 0→18
11835 measured reflections	k = 0→8
3532 independent reflections	l = −20→20

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)] = 0.071	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.172	H-atom parameters constrained
S = 1.10	w = 1/[σ^2(Fo^2) + (0.0662P)^2 + 0.4609P] where P = (Fo^2 + 2Fc^2)/3
3532 reflections	(Δ/σ)max < 0.001
280 parameters	Δρmax = 0.31 e Å^−3
1 restraint	Δρmin = −0.20 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.

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

	x	y	z	Uiso*/Ueq
O1	−0.5592 (3)	0.1686 (8)	−0.4325 (3)	0.1137 (16)
O2	−0.94076 (16)	−0.0244 (4)	−0.62011 (15)	0.0484 (6)
C1	−0.7170 (3)	0.0946 (6)	−0.6377 (3)	0.0555 (9)
H1A	−0.7574	0.2026	−0.6195	0.067*
H1B	−0.7167	0.1116	−0.6987	0.067*
C2	−0.6104 (3)	0.1136 (7)	−0.5846 (3)	0.0650 (11)
H2A	−0.5679	0.0200	−0.6085	0.078*
H2B	−0.5872	0.2557	−0.5871	0.078*
C3	−0.6030 (3)	0.0580 (8)	−0.4913 (3)	0.0656 (11)
C4	−0.6507 (2)	−0.1475 (7)	−0.4734 (2)	0.0558 (9)
H4	−0.6131	−0.2597	−0.4923	0.067*
C5	−0.7597 (2)	−0.1562 (6)	−0.5278 (2)	0.0442 (7)
H5	−0.7948	−0.0417	−0.5075	0.053*
C6	−0.8107 (3)	−0.3610 (7)	−0.5113 (2)	0.0568 (9)
H6A	−0.7731	−0.4761	−0.5280	0.068*
H6B	−0.8132	−0.3737	−0.4506	0.068*
C7	−0.9168 (2)	−0.3888 (6)	−0.5627 (2)	0.0515 (8)
H7A	−0.9259	−0.5303	−0.5846	0.062*
H7B	−0.9624	−0.3619	−0.5248	0.062*
C8	−0.9493 (2)	−0.2504 (5)	−0.6411 (2)	0.0383 (7)
C9	−0.8759 (2)	−0.1119 (5)	−0.67230 (19)	0.0368 (6)
C10	−0.7655 (2)	−0.1192 (5)	−0.6256 (2)	0.0386 (6)
C11	−0.8975 (2)	−0.0283 (5)	−0.7647 (2)	0.0453 (7)
H11A	−0.8873	0.1213	−0.7643	0.054*
H11B	−0.8542	−0.0948	−0.7977	0.054*
C12	−1.0041 (2)	−0.0657 (5)	−0.8168 (2)	0.0459 (8)
H12A	−1.0484	0.0339	−0.7984	0.055*
H12B	−1.0058	−0.0480	−0.8782	0.055*
C13	−1.0393 (2)	−0.2876 (5)	−0.80111 (19)	0.0378 (6)
C14	−1.0483 (2)	−0.3040 (5)	−0.7029 (2)	0.0394 (6)
C15	−1.0900 (2)	−0.5293 (6)	−0.7017 (2)	0.0469 (7)
H15A	−1.0368	−0.6285	−0.7002	0.056*
H15B	−1.1181	−0.5469	−0.6507	0.056*
C16	−1.1680 (2)	−0.5396 (6)	−0.7880 (2)	0.0499 (8)
H16A	−1.1638	−0.6728	−0.8161	0.060*
H16B	−1.2333	−0.5233	−0.7754	0.060*
C17	−1.1453 (2)	−0.3568 (6)	−0.8475 (2)	0.0445 (7)
H17	−1.1905	−0.2424	−0.8451	0.053*
C18	−0.9638 (2)	−0.4467 (5)	−0.8220 (2)	0.0467 (7)
H18A	−0.9436	−0.4060	−0.8750	0.070*
H18B	−0.9938	−0.5839	−0.8293	0.070*
H18C	−0.9066	−0.4501	−0.7749	0.070*
C19	−0.7141 (2)	−0.2951 (6)	−0.6677 (2)	0.0489 (8)
H19A	−0.7474	−0.4264	−0.6632	0.073*
H19B	−0.6457	−0.3062	−0.6380	0.073*
H19C	−0.7171	−0.2626	−0.7282	0.073*
C20	−1.1660 (3)	−0.4218 (7)	−0.9453 (2)	0.0578 (9)
H20	−1.1292	−0.5492	−0.9485	0.069*
C21	−1.1349 (4)	−0.2545 (10)	−1.0043 (3)	0.0854 (15)
H21A	−1.1583	−0.2934	−1.0644	0.128*
H21B	−1.0636	−0.2432	−0.9924	0.128*
H21C	−1.1633	−0.1214	−0.9934	0.128*
C22	−1.2771 (3)	−0.4703 (10)	−0.9745 (3)	0.0792 (15)
H22A	−1.2977	−0.5620	−0.9327	0.095*
H22B	−1.3144	−0.3414	−0.9784	0.095*
C23	−1.3086 (4)	−0.5796 (13)	−1.0609 (3)	0.109 (2)
H23A	−1.2850	−0.4983	−1.1044	0.131*
H23B	−1.2798	−0.7179	−1.0578	0.131*
C24	−1.4256 (5)	−0.6031 (18)	−1.0861 (4)	0.147 (4)
H24A	−1.4484	−0.6835	−1.0419	0.176*
H24B	−1.4536	−0.4640	−1.0886	0.176*
C25	−1.4661 (5)	−0.695 (2)	−1.1701 (4)	0.154 (4)
H25	−1.4360	−0.6357	−1.2151	0.184*
C26	−1.4413 (10)	−0.933 (2)	−1.1617 (7)	0.211 (6)
H26A	−1.4803	−0.9990	−1.1246	0.316*
H26B	−1.3717	−0.9511	−1.1369	0.316*
H26C	−1.4563	−0.9970	−1.2186	0.316*
C27	−1.5769 (5)	−0.658 (3)	−1.1930 (6)	0.220 (7)
H27A	−1.6019	−0.6993	−1.2525	0.329*
H27B	−1.5905	−0.5111	−1.1862	0.329*
H27C	−1.6089	−0.7396	−1.1549	0.329*
C28	−1.1281 (2)	−0.1567 (7)	−0.6772 (2)	0.0543 (9)
H28A	−1.1256	−0.1673	−0.6155	0.081*
H28B	−1.1930	−0.1978	−0.7085	0.081*
H28C	−1.1151	−0.0139	−0.6918	0.081*
C29	−0.6445 (3)	−0.1856 (12)	−0.3758 (2)	0.0910 (18)
H29A	−0.5781	−0.1560	−0.3444	0.137*
H29B	−0.6607	−0.3299	−0.3665	0.137*
H29C	−0.6908	−0.0949	−0.3551	0.137*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O1	0.092 (2)	0.134 (4)	0.108 (3)	−0.056 (3)	0.005 (2)	−0.045 (3)
O2	0.0419 (11)	0.0394 (12)	0.0650 (14)	0.0042 (10)	0.0138 (10)	−0.0183 (11)
C1	0.0431 (17)	0.0421 (19)	0.079 (2)	−0.0088 (15)	0.0068 (17)	0.0057 (18)
C2	0.0453 (19)	0.058 (2)	0.087 (3)	−0.0172 (17)	0.0041 (18)	0.007 (2)
C3	0.0370 (17)	0.074 (3)	0.083 (3)	−0.0085 (18)	0.0047 (17)	−0.017 (2)
C4	0.0407 (17)	0.074 (3)	0.0506 (18)	−0.0035 (18)	0.0055 (14)	−0.0051 (19)
C5	0.0369 (15)	0.051 (2)	0.0454 (16)	0.0014 (14)	0.0089 (12)	−0.0045 (15)
C6	0.0540 (19)	0.065 (2)	0.0502 (18)	−0.0082 (18)	0.0081 (15)	0.0120 (17)
C7	0.0493 (18)	0.056 (2)	0.0501 (18)	−0.0123 (16)	0.0119 (14)	0.0097 (16)
C8	0.0377 (15)	0.0336 (15)	0.0449 (15)	−0.0012 (11)	0.0111 (12)	−0.0036 (13)
C9	0.0399 (14)	0.0262 (13)	0.0458 (15)	0.0005 (12)	0.0123 (12)	−0.0003 (12)
C10	0.0361 (14)	0.0300 (14)	0.0510 (17)	−0.0002 (12)	0.0125 (12)	0.0010 (13)
C11	0.0448 (16)	0.0300 (14)	0.0597 (18)	−0.0042 (13)	0.0071 (13)	0.0103 (15)
C12	0.0478 (17)	0.0360 (18)	0.0515 (18)	−0.0023 (13)	0.0044 (14)	0.0057 (13)
C13	0.0388 (15)	0.0327 (15)	0.0433 (15)	0.0000 (12)	0.0116 (12)	−0.0014 (13)
C14	0.0352 (14)	0.0384 (16)	0.0464 (16)	−0.0015 (12)	0.0123 (12)	−0.0008 (13)
C15	0.0460 (17)	0.0459 (17)	0.0493 (17)	−0.0081 (15)	0.0111 (13)	0.0025 (16)
C16	0.0450 (16)	0.0484 (18)	0.0568 (18)	−0.0100 (15)	0.0114 (14)	−0.0011 (16)
C17	0.0398 (15)	0.0460 (18)	0.0474 (16)	−0.0007 (14)	0.0079 (13)	−0.0038 (14)
C18	0.0468 (17)	0.0420 (17)	0.0546 (18)	−0.0012 (14)	0.0183 (14)	−0.0051 (15)
C19	0.0476 (18)	0.0460 (19)	0.0539 (18)	0.0111 (15)	0.0123 (14)	−0.0019 (15)
C20	0.0502 (19)	0.070 (3)	0.0515 (19)	−0.0106 (18)	0.0074 (15)	−0.0060 (19)
C21	0.089 (3)	0.114 (4)	0.050 (2)	−0.029 (3)	0.008 (2)	0.004 (3)
C22	0.060 (2)	0.117 (4)	0.056 (2)	−0.022 (3)	−0.0002 (18)	−0.008 (3)
C23	0.089 (3)	0.158 (6)	0.074 (3)	−0.043 (4)	0.000 (2)	−0.035 (4)
C24	0.109 (4)	0.249 (11)	0.080 (4)	−0.088 (6)	0.014 (3)	−0.029 (5)
C25	0.094 (4)	0.268 (13)	0.093 (4)	−0.076 (7)	0.005 (3)	0.004 (6)
C26	0.277 (14)	0.152 (10)	0.181 (10)	−0.057 (10)	−0.004 (9)	−0.012 (8)
C27	0.092 (5)	0.38 (2)	0.172 (8)	−0.079 (9)	−0.017 (5)	−0.002 (11)
C28	0.0418 (17)	0.063 (2)	0.061 (2)	0.0041 (16)	0.0175 (15)	−0.0149 (18)
C29	0.060 (2)	0.161 (6)	0.047 (2)	−0.015 (3)	−0.0019 (17)	−0.004 (3)

Geometric parameters (Å, º)

O1—C3	1.213 (5)	C16—C17	1.557 (5)
O2—C9	1.434 (3)	C16—H16A	0.9600
O2—C8	1.471 (4)	C16—H16B	0.9601
C1—C2	1.531 (5)	C17—C20	1.551 (5)
C1—C10	1.540 (5)	C17—H17	0.9600
C1—H1A	0.9600	C18—H18A	0.9600
C1—H1B	0.9600	C18—H18B	0.9600
C2—C3	1.482 (6)	C18—H18C	0.9600
C2—H2A	0.9600	C19—H19A	0.9600
C2—H2B	0.9601	C19—H19B	0.9600
C3—C4	1.511 (6)	C19—H19C	0.9600
C4—C29	1.529 (5)	C20—C21	1.523 (6)
C4—C5	1.563 (4)	C20—C22	1.529 (5)
C4—H4	0.9600	C20—H20	0.9601
C5—C6	1.523 (5)	C21—H21A	0.9600
C5—C10	1.531 (4)	C21—H21B	0.9600
C5—H5	0.9601	C21—H21C	0.9600
C6—C7	1.521 (5)	C22—C23	1.501 (6)
C6—H6A	0.9600	C22—H22A	0.9600
C6—H6B	0.9600	C22—H22B	0.9600
C7—C8	1.499 (4)	C23—C24	1.579 (7)
C7—H7A	0.9601	C23—H23A	0.9600
C7—H7B	0.9600	C23—H23B	0.9600
C8—C9	1.491 (4)	C24—C25	1.440 (9)
C8—C14	1.534 (4)	C24—H24A	0.9600
C9—C11	1.510 (4)	C24—H24B	0.9600
C9—C10	1.541 (4)	C25—C27	1.506 (11)
C10—C19	1.538 (4)	C25—C26	1.552 (16)
C11—C12	1.539 (4)	C25—H25	0.9601
C11—H11A	0.9600	C26—H26A	0.9600
C11—H11B	0.9600	C26—H26B	0.9600
C12—C13	1.525 (4)	C26—H26C	0.9600
C12—H12A	0.9601	C27—H27A	0.9600
C12—H12B	0.9600	C27—H27B	0.9600
C13—C18	1.527 (4)	C27—H27C	0.9600
C13—C17	1.550 (4)	C28—H28A	0.9600
C13—C14	1.568 (4)	C28—H28B	0.9600
C14—C15	1.542 (5)	C28—H28C	0.9600
C14—C28	1.552 (4)	C29—H29A	0.9600
C15—C16	1.542 (5)	C29—H29B	0.9600
C15—H15A	0.9600	C29—H29C	0.9600
C15—H15B	0.9600
C9—O2—C8	61.73 (19)	C14—C15—H15B	109.3
C2—C1—C10	113.0 (3)	H15A—C15—H15B	109.5
C2—C1—H1A	109.1	C15—C16—C17	107.7 (3)
C10—C1—H1A	107.7	C15—C16—H16A	110.0
C2—C1—H1B	109.5	C17—C16—H16A	110.2
C10—C1—H1B	108.1	C15—C16—H16B	109.0
H1A—C1—H1B	109.5	C17—C16—H16B	110.5
C3—C2—C1	112.5 (3)	H16A—C16—H16B	109.5
C3—C2—H2A	108.0	C13—C17—C20	120.1 (3)
C1—C2—H2A	109.1	C13—C17—C16	102.3 (2)
C3—C2—H2B	107.8	C20—C17—C16	111.8 (3)
C1—C2—H2B	109.9	C13—C17—H17	108.5
H2A—C2—H2B	109.5	C20—C17—H17	104.5
O1—C3—C2	122.1 (4)	C16—C17—H17	109.4
O1—C3—C4	121.7 (4)	C13—C18—H18A	109.5
C2—C3—C4	116.2 (3)	C13—C18—H18B	109.5
C3—C4—C29	112.5 (4)	H18A—C18—H18B	109.5
C3—C4—C5	109.4 (3)	C13—C18—H18C	109.5
C29—C4—C5	113.0 (3)	H18A—C18—H18C	109.5
C3—C4—H4	107.7	H18B—C18—H18C	109.5
C29—C4—H4	105.3	C10—C19—H19A	109.5
C5—C4—H4	108.7	C10—C19—H19B	109.5
C6—C5—C10	111.5 (3)	H19A—C19—H19B	109.5
C6—C5—C4	111.0 (3)	C10—C19—H19C	109.5
C10—C5—C4	112.8 (2)	H19A—C19—H19C	109.5
C6—C5—H5	108.3	H19B—C19—H19C	109.5
C10—C5—H5	106.6	C21—C20—C22	110.1 (4)
C4—C5—H5	106.3	C21—C20—C17	113.1 (3)
C7—C6—C5	115.6 (3)	C22—C20—C17	108.6 (3)
C7—C6—H6A	106.1	C21—C20—H20	110.0
C5—C6—H6A	108.3	C22—C20—H20	108.4
C7—C6—H6B	106.9	C17—C20—H20	106.5
C5—C6—H6B	110.4	C20—C21—H21A	109.5
H6A—C6—H6B	109.5	C20—C21—H21B	109.5
C8—C7—C6	117.2 (3)	H21A—C21—H21B	109.5
C8—C7—H7A	105.2	C20—C21—H21C	109.5
C6—C7—H7A	109.7	H21A—C21—H21C	109.5
C8—C7—H7B	106.1	H21B—C21—H21C	109.5
C6—C7—H7B	109.0	C23—C22—C20	116.7 (4)
H7A—C7—H7B	109.5	C23—C22—H22A	105.1
O2—C8—C9	57.91 (19)	C20—C22—H22A	109.4
O2—C8—C7	113.2 (3)	C23—C22—H22B	106.5
C9—C8—C7	120.3 (3)	C20—C22—H22B	109.4
O2—C8—C14	112.1 (2)	H22A—C22—H22B	109.5
C9—C8—C14	119.6 (3)	C22—C23—C24	111.1 (5)
C7—C8—C14	117.5 (3)	C22—C23—H23A	108.1
O2—C9—C8	60.35 (18)	C24—C23—H23A	110.2
O2—C9—C11	112.5 (2)	C22—C23—H23B	109.7
C8—C9—C11	120.4 (3)	C24—C23—H23B	108.2
O2—C9—C10	113.8 (2)	H23A—C23—H23B	109.5
C8—C9—C10	119.3 (2)	C25—C24—C23	116.7 (6)
C11—C9—C10	116.5 (2)	C25—C24—H24A	108.6
C5—C10—C19	112.3 (3)	C23—C24—H24A	109.5
C5—C10—C1	108.8 (3)	C25—C24—H24B	104.9
C19—C10—C1	109.9 (3)	C23—C24—H24B	107.5
C5—C10—C9	108.9 (2)	H24A—C24—H24B	109.5
C19—C10—C9	108.0 (2)	C24—C25—C27	109.7 (8)
C1—C10—C9	108.8 (3)	C24—C25—C26	106.3 (9)
C9—C11—C12	115.6 (3)	C27—C25—C26	111.4 (10)
C9—C11—H11A	110.0	C24—C25—H25	111.5
C12—C11—H11A	106.2	C27—C25—H25	109.2
C9—C11—H11B	109.6	C26—C25—H25	108.9
C12—C11—H11B	105.8	C25—C26—H26A	109.6
H11A—C11—H11B	109.5	C25—C26—H26B	109.4
C13—C12—C11	110.7 (3)	H26A—C26—H26B	109.5
C13—C12—H12A	108.7	C25—C26—H26C	109.4
C11—C12—H12A	109.2	H26A—C26—H26C	109.5
C13—C12—H12B	108.9	H26B—C26—H26C	109.5
C11—C12—H12B	109.8	C25—C27—H27A	109.4
H12A—C12—H12B	109.5	C25—C27—H27B	109.5
C12—C13—C18	109.1 (2)	H27A—C27—H27B	109.5
C12—C13—C17	118.9 (3)	C25—C27—H27C	109.5
C18—C13—C17	108.9 (3)	H27A—C27—H27C	109.5
C12—C13—C14	108.0 (3)	H27B—C27—H27C	109.5
C18—C13—C14	110.9 (2)	C14—C28—H28A	109.5
C17—C13—C14	100.7 (2)	C14—C28—H28B	109.5
C8—C14—C15	118.7 (3)	H28A—C28—H28B	109.5
C8—C14—C28	106.5 (3)	C14—C28—H28C	109.5
C15—C14—C28	105.9 (3)	H28A—C28—H28C	109.5
C8—C14—C13	111.5 (2)	H28B—C28—H28C	109.5
C15—C14—C13	100.1 (2)	C4—C29—H29A	109.5
C28—C14—C13	114.4 (3)	C4—C29—H29B	109.4
C16—C15—C14	102.8 (3)	H29A—C29—H29B	109.5
C16—C15—H15A	112.5	C4—C29—H29C	109.5
C14—C15—H15A	109.1	H29A—C29—H29C	109.5
C16—C15—H15B	113.4	H29B—C29—H29C	109.5