Crystal structure of 7-isopropyl-1,4a,N-trimethyl-1,2,3,4,4a,4b,5,6,7,8,10,10a-dodeca-hydro-phenanthrene-1-carb-ox-amide.

In the title compound, C26H37NO, a new derivative of di-hydro-abietic acid, the two cyclo-hexene rings adopt half chair conformations, whereas the cyclo-hexane ring has a chair conformation. Each of the methyl groups is in an axial position with respect to the tricyclic hydro-phenanthrene residue. In the crystal packing, methyl-ene-C-H⋯π(phen-yl) inter-actions lead to supra-molecular helical chains along [010]; the amide-H atom does not form a significant inter-molecular inter-action owing to steric pressure.

Related literature

For crystal structure of di­hydro­abietic acid derivatives, see: Rao et al. (2009 ▸); Rao (2010 ▸). For the biological activity of rosin acid derivatives, see: Fonseca et al. (2004 ▸); Gonzaléz et al. (2010 ▸); Rao et al. (2008 ▸); Sepulveda et al. (2005 ▸); Xing et al. (2013 ▸).

Experimental

Crystal data

C26H37NO

M = 379.57

Orthorhombic,

a = 26.223 (5) Å

b = 5.9230 (12) Å

c = 14.493 (3) Å

V = 2251.0 (8) Å3

Z = 4

Mo Kα radiation

μ = 0.07 mm−1

T = 293 K

0.20 × 0.20 × 0.10 mm

Data collection

Enraf–Nonius CAD-4 diffractometer

Absorption correction: ψ scan (CAD-4 Software; Enraf–Nonius, 1985 ▸) T min = 0.987, T max = 0.993

4707 measured reflections

4122 independent reflections

2080 reflections with I > 2σ(I)

R int = 0.099

3 standard reflections every 200 reflections intensity decay: 1%

Refinement

R[F 2 > 2σ(F 2)] = 0.079

wR(F 2) = 0.193

S = 1.01

4122 reflections

254 parameters

H-atom parameters constrained

Δρmax = 0.21 e Å−3

Δρmin = −0.30 e Å−3

Data collection: CAD-4 Software (Enraf–Nonius, 1985 ▸); cell refinement: CAD-4 Software; data reduction: XCAD4 (Harms & Wocadlo, 1995 ▸); 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, 2012 ▸); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S2056989015017648/tk5389sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S2056989015017648/tk5389Isup2.hkl

Click here for additional data file.

. DOI: 10.1107/S2056989015017648/tk5389fig1.tif

Mol­ecular structure of the title compound, with H atoms represented by small spheres of arbitrary radius and displacement ellipsoids at the 30% probability level.

CCDC reference: 1426243

Additional supporting information: crystallographic information; 3D view; checkCIF report

C26H37NO	Dx = 1.120 Mg m−3
Mr = 379.57	Mo Kα radiation, λ = 0.71073 Å
Orthorhombic, P212121	Cell parameters from 25 reflections
a = 26.223 (5) Å	θ = 9–13°
b = 5.9230 (12) Å	µ = 0.07 mm−1
c = 14.493 (3) Å	T = 293 K
V = 2251.0 (8) Å3	Block, white
Z = 4	0.20 × 0.20 × 0.10 mm
F(000) = 832

Enraf–Nonius CAD-4 diffractometer	2080 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.099
Graphite monochromator	θmax = 25.4°, θmin = 1.6°
ω/2θ scans	h = −31→31
Absorption correction: ψ scan (CAD-4 Software; Enraf–Nonius, 1985)	k = 0→7
Tmin = 0.987, Tmax = 0.993	l = 0→17
4707 measured reflections	3 standard reflections every 200 reflections
4122 independent reflections	intensity decay: 1%

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)] = 0.079	H-atom parameters constrained
wR(F2) = 0.193	w = 1/[σ2(Fo2) + (0.040P)2 + 2.3P] where P = (Fo2 + 2Fc2)/3
S = 1.01	(Δ/σ)max < 0.001
4122 reflections	Δρmax = 0.21 e Å−3
254 parameters	Δρmin = −0.30 e Å−3
0 restraints	Absolute structure: nd
Primary atom site location: structure-invariant direct methods

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
N	0.04603 (15)	0.2213 (8)	0.1116 (3)	0.0541 (12)
H0A	0.0340	0.3561	0.1081	0.065*
O	0.02279 (14)	−0.1458 (7)	0.1135 (3)	0.0712 (12)
C1	−0.04586 (18)	0.1222 (9)	0.0953 (3)	0.0443 (13)
C2	−0.07609 (18)	0.0042 (11)	0.1719 (3)	0.0547 (15)
H2A	−0.0656	−0.1526	0.1756	0.066*
H2B	−0.0685	0.0752	0.2306	0.066*
C3	−0.13357 (19)	0.0159 (10)	0.1540 (3)	0.0534 (15)
H3A	−0.1514	−0.0652	0.2025	0.064*
H3B	−0.1445	0.1723	0.1562	0.064*
C4	−0.14786 (18)	−0.0847 (9)	0.0608 (3)	0.0444 (13)
H4A	−0.1844	−0.0719	0.0520	0.053*
H4B	−0.1392	−0.2439	0.0603	0.053*
C5	−0.12012 (18)	0.0350 (9)	−0.0201 (3)	0.0373 (12)
C6	−0.12908 (18)	−0.1043 (9)	−0.1095 (3)	0.0444 (13)
C7	−0.18354 (18)	−0.1681 (10)	−0.1295 (3)	0.0515 (15)
H7A	−0.2058	−0.0466	−0.1096	0.062*
H7B	−0.1922	−0.3016	−0.0941	0.062*
C8	−0.1931 (2)	−0.2149 (12)	−0.2312 (4)	0.0659 (18)
H8A	−0.2269	−0.2785	−0.2388	0.079*
H8B	−0.1917	−0.0742	−0.2653	0.079*
C9	−0.1547 (2)	−0.3739 (12)	−0.2690 (3)	0.0620 (17)
H9A	−0.1558	−0.5079	−0.2294	0.074*
C10	−0.1015 (2)	−0.2759 (12)	−0.2579 (4)	0.0637 (17)
H10A	−0.0770	−0.3989	−0.2588	0.076*
H10B	−0.0943	−0.1800	−0.3106	0.076*
C11	−0.0933 (2)	−0.1404 (10)	−0.1712 (4)	0.0521 (15)
C12	−0.03866 (19)	−0.0583 (12)	−0.1611 (3)	0.0645 (18)
H12A	−0.0165	−0.1873	−0.1512	0.077*
H12B	−0.0282	0.0143	−0.2180	0.077*
C13	−0.03203 (18)	0.1058 (11)	−0.0822 (3)	0.0561 (16)
H13A	−0.0443	0.2538	−0.1003	0.067*
H13B	0.0038	0.1190	−0.0668	0.067*
C14	−0.06178 (17)	0.0224 (9)	0.0016 (3)	0.0416 (13)
H14A	−0.0541	−0.1391	0.0060	0.050*
C15	−0.0514 (2)	0.3815 (10)	0.1043 (4)	0.0629 (16)
H15A	−0.0868	0.4197	0.1110	0.094*
H15B	−0.0380	0.4529	0.0500	0.094*
H15C	−0.0329	0.4328	0.1575	0.094*
C16	−0.1422 (2)	0.2680 (10)	−0.0338 (4)	0.0597 (16)
H16A	−0.1367	0.3567	0.0207	0.089*
H16B	−0.1782	0.2562	−0.0454	0.089*
H16C	−0.1259	0.3393	−0.0854	0.089*
C17	−0.1645 (3)	−0.4587 (13)	−0.3682 (4)	0.081 (2)
H17A	−0.1606	−0.3274	−0.4087	0.097*
C18	−0.1258 (3)	−0.6326 (14)	−0.4005 (4)	0.109 (3)
H18A	−0.1333	−0.6755	−0.4629	0.164*
H18B	−0.1275	−0.7632	−0.3614	0.164*
H18C	−0.0922	−0.5688	−0.3977	0.164*
C19	−0.2188 (3)	−0.5441 (16)	−0.3825 (4)	0.114 (3)
H19A	−0.2230	−0.5928	−0.4452	0.170*
H19B	−0.2425	−0.4247	−0.3696	0.170*
H19C	−0.2252	−0.6687	−0.3417	0.170*
C20	0.0111 (2)	0.0508 (10)	0.1082 (4)	0.0501 (14)
C21	0.09969 (19)	0.2039 (9)	0.1201 (4)	0.0455 (13)
C22	0.1229 (2)	0.0189 (13)	0.1586 (4)	0.0669 (18)
H22A	0.1035	−0.1027	0.1788	0.080*
C23	0.1762 (2)	0.0137 (13)	0.1673 (4)	0.074 (2)
H23A	0.1921	−0.1103	0.1940	0.089*
C24	0.2042 (2)	0.1900 (14)	0.1367 (4)	0.082 (2)
H24A	0.2395	0.1847	0.1415	0.098*
C25	0.1812 (2)	0.3788 (12)	0.0981 (4)	0.0692 (18)
H25A	0.2005	0.5010	0.0781	0.083*
C26	0.1281 (2)	0.3796 (11)	0.0904 (4)	0.0614 (16)
H26A	0.1119	0.5038	0.0642	0.074*

	U11	U22	U33	U12	U13	U23
N	0.045 (3)	0.058 (3)	0.060 (3)	−0.004 (2)	−0.007 (2)	0.003 (3)
O	0.046 (2)	0.066 (3)	0.101 (3)	0.001 (2)	−0.021 (2)	−0.003 (3)
C1	0.035 (3)	0.054 (3)	0.044 (3)	−0.005 (3)	−0.005 (2)	−0.003 (3)
C2	0.053 (4)	0.071 (4)	0.040 (3)	−0.005 (3)	−0.006 (3)	0.002 (3)
C3	0.053 (3)	0.068 (4)	0.040 (3)	−0.008 (3)	0.006 (2)	−0.008 (3)
C4	0.035 (3)	0.054 (3)	0.044 (3)	−0.007 (3)	0.004 (2)	0.001 (3)
C5	0.039 (3)	0.041 (3)	0.032 (3)	−0.005 (2)	−0.001 (2)	0.002 (2)
C6	0.036 (3)	0.060 (3)	0.037 (3)	0.003 (3)	0.000 (2)	0.006 (3)
C7	0.037 (3)	0.071 (4)	0.047 (3)	0.000 (3)	−0.004 (2)	−0.007 (3)
C8	0.045 (4)	0.103 (5)	0.049 (4)	−0.007 (4)	−0.009 (3)	−0.010 (4)
C9	0.070 (4)	0.093 (5)	0.024 (3)	−0.015 (4)	−0.004 (3)	−0.004 (3)
C10	0.052 (4)	0.098 (5)	0.041 (3)	−0.009 (4)	−0.004 (3)	−0.012 (3)
C11	0.042 (3)	0.069 (4)	0.046 (3)	−0.005 (3)	−0.002 (3)	0.000 (3)
C12	0.041 (3)	0.111 (5)	0.041 (3)	−0.017 (4)	0.005 (3)	−0.012 (4)
C13	0.038 (3)	0.083 (4)	0.047 (3)	−0.011 (3)	0.002 (2)	−0.005 (3)
C14	0.034 (3)	0.049 (3)	0.042 (3)	−0.006 (2)	0.001 (2)	−0.003 (3)
C15	0.055 (4)	0.062 (4)	0.072 (4)	−0.005 (3)	−0.017 (3)	−0.003 (3)
C16	0.053 (4)	0.062 (4)	0.064 (4)	0.001 (3)	−0.016 (3)	0.010 (3)
C17	0.097 (5)	0.108 (6)	0.038 (3)	−0.031 (5)	−0.006 (3)	−0.007 (4)
C18	0.131 (7)	0.141 (8)	0.055 (4)	−0.017 (6)	0.018 (5)	−0.035 (5)
C19	0.102 (6)	0.178 (9)	0.061 (4)	−0.048 (6)	−0.022 (4)	−0.022 (6)
C20	0.049 (3)	0.049 (3)	0.052 (3)	−0.004 (3)	−0.009 (3)	0.009 (3)
C21	0.039 (3)	0.050 (3)	0.047 (3)	−0.004 (3)	−0.002 (3)	0.003 (3)
C22	0.039 (4)	0.100 (5)	0.062 (4)	−0.009 (4)	−0.002 (3)	0.018 (4)
C23	0.041 (4)	0.093 (5)	0.087 (5)	−0.005 (4)	−0.009 (3)	0.015 (4)
C24	0.041 (4)	0.135 (7)	0.069 (5)	0.002 (4)	0.002 (3)	−0.005 (5)
C25	0.050 (4)	0.095 (5)	0.063 (4)	−0.030 (4)	0.005 (3)	0.008 (4)
C26	0.055 (4)	0.082 (5)	0.047 (3)	−0.007 (3)	−0.005 (3)	0.009 (3)

N—C20	1.364 (6)	C11—C12	1.519 (7)
N—C21	1.416 (6)	C12—C13	1.511 (7)
N—H0A	0.8600	C12—H12A	0.9700
O—C20	1.206 (6)	C12—H12B	0.9700
C1—C2	1.532 (7)	C13—C14	1.526 (6)
C1—C14	1.539 (6)	C13—H13A	0.9700
C1—C15	1.548 (7)	C13—H13B	0.9700
C1—C20	1.564 (7)	C14—H14A	0.9800
C2—C3	1.531 (6)	C15—H15A	0.9600
C2—H2A	0.9700	C15—H15B	0.9600
C2—H2B	0.9700	C15—H15C	0.9600
C3—C4	1.524 (6)	C16—H16A	0.9600
C3—H3A	0.9700	C16—H16B	0.9600
C3—H3B	0.9700	C16—H16C	0.9600
C4—C5	1.551 (6)	C17—C18	1.520 (9)
C4—H4A	0.9700	C17—C19	1.525 (8)
C4—H4B	0.9700	C17—H17A	0.9800
C5—C16	1.510 (7)	C18—H18A	0.9600
C5—C6	1.555 (6)	C18—H18B	0.9600
C5—C14	1.564 (6)	C18—H18C	0.9600
C6—C11	1.315 (6)	C19—H19A	0.9600
C6—C7	1.505 (6)	C19—H19B	0.9600
C7—C8	1.520 (7)	C19—H19C	0.9600
C7—H7A	0.9700	C21—C26	1.350 (7)
C7—H7B	0.9700	C21—C22	1.372 (7)
C8—C9	1.484 (8)	C22—C23	1.402 (7)
C8—H8A	0.9700	C22—H22A	0.9300
C8—H8B	0.9700	C23—C24	1.351 (9)
C9—C10	1.519 (7)	C23—H23A	0.9300
C9—C17	1.544 (7)	C24—C25	1.388 (9)
C9—H9A	0.9800	C24—H24A	0.9300
C10—C11	1.506 (7)	C25—C26	1.397 (7)
C10—H10A	0.9700	C25—H25A	0.9300
C10—H10B	0.9700	C26—H26A	0.9300
C20—N—C21	128.0 (5)	C13—C12—H12B	109.0
C20—N—H0A	116.0	C11—C12—H12B	109.0
C21—N—H0A	116.0	H12A—C12—H12B	107.8
C2—C1—C14	108.9 (4)	C12—C13—C14	109.6 (4)
C2—C1—C15	110.1 (5)	C12—C13—H13A	109.8
C14—C1—C15	115.4 (5)	C14—C13—H13A	109.8
C2—C1—C20	106.6 (4)	C12—C13—H13B	109.8
C14—C1—C20	105.1 (4)	C14—C13—H13B	109.8
C15—C1—C20	110.4 (4)	H13A—C13—H13B	108.2
C3—C2—C1	111.5 (4)	C13—C14—C1	116.1 (4)
C3—C2—H2A	109.3	C13—C14—C5	109.0 (4)
C1—C2—H2A	109.3	C1—C14—C5	115.1 (4)
C3—C2—H2B	109.3	C13—C14—H14A	105.2
C1—C2—H2B	109.3	C1—C14—H14A	105.2
H2A—C2—H2B	108.0	C5—C14—H14A	105.2
C4—C3—C2	112.0 (4)	C1—C15—H15A	109.5
C4—C3—H3A	109.2	C1—C15—H15B	109.5
C2—C3—H3A	109.2	H15A—C15—H15B	109.5
C4—C3—H3B	109.2	C1—C15—H15C	109.5
C2—C3—H3B	109.2	H15A—C15—H15C	109.5
H3A—C3—H3B	107.9	H15B—C15—H15C	109.5
C3—C4—C5	112.1 (4)	C5—C16—H16A	109.5
C3—C4—H4A	109.2	C5—C16—H16B	109.5
C5—C4—H4A	109.2	H16A—C16—H16B	109.5
C3—C4—H4B	109.2	C5—C16—H16C	109.5
C5—C4—H4B	109.2	H16A—C16—H16C	109.5
H4A—C4—H4B	107.9	H16B—C16—H16C	109.5
C16—C5—C4	109.7 (4)	C18—C17—C19	110.9 (6)
C16—C5—C6	108.5 (4)	C18—C17—C9	113.3 (6)
C4—C5—C6	108.5 (4)	C19—C17—C9	113.0 (5)
C16—C5—C14	116.5 (4)	C18—C17—H17A	106.3
C4—C5—C14	106.6 (4)	C19—C17—H17A	106.3
C6—C5—C14	106.9 (4)	C9—C17—H17A	106.3
C11—C6—C7	120.4 (5)	C17—C18—H18A	109.5
C11—C6—C5	123.1 (5)	C17—C18—H18B	109.5
C7—C6—C5	115.9 (4)	H18A—C18—H18B	109.5
C6—C7—C8	112.9 (4)	C17—C18—H18C	109.5
C6—C7—H7A	109.0	H18A—C18—H18C	109.5
C8—C7—H7A	109.0	H18B—C18—H18C	109.5
C6—C7—H7B	109.0	C17—C19—H19A	109.5
C8—C7—H7B	109.0	C17—C19—H19B	109.5
H7A—C7—H7B	107.8	H19A—C19—H19B	109.5
C9—C8—C7	111.3 (5)	C17—C19—H19C	109.5
C9—C8—H8A	109.4	H19A—C19—H19C	109.5
C7—C8—H8A	109.4	H19B—C19—H19C	109.5
C9—C8—H8B	109.4	O—C20—N	122.8 (5)
C7—C8—H8B	109.4	O—C20—C1	120.7 (5)
H8A—C8—H8B	108.0	N—C20—C1	116.4 (5)
C8—C9—C10	109.9 (5)	C26—C21—C22	120.0 (5)
C8—C9—C17	115.9 (5)	C26—C21—N	117.6 (5)
C10—C9—C17	112.2 (5)	C22—C21—N	122.4 (5)
C8—C9—H9A	106.0	C21—C22—C23	119.8 (6)
C10—C9—H9A	106.0	C21—C22—H22A	120.1
C17—C9—H9A	106.0	C23—C22—H22A	120.1
C11—C10—C9	115.0 (4)	C24—C23—C22	119.7 (7)
C11—C10—H10A	108.5	C24—C23—H23A	120.2
C9—C10—H10A	108.5	C22—C23—H23A	120.2
C11—C10—H10B	108.5	C23—C24—C25	121.2 (6)
C9—C10—H10B	108.5	C23—C24—H24A	119.4
H10A—C10—H10B	107.5	C25—C24—H24A	119.4
C6—C11—C10	123.5 (5)	C24—C25—C26	118.0 (6)
C6—C11—C12	123.8 (5)	C24—C25—H25A	121.0
C10—C11—C12	112.7 (4)	C26—C25—H25A	121.0
C13—C12—C11	112.8 (4)	C21—C26—C25	121.4 (6)
C13—C12—H12A	109.0	C21—C26—H26A	119.3
C11—C12—H12A	109.0	C25—C26—H26A	119.3
C14—C1—C2—C3	−54.0 (6)	C15—C1—C14—C13	60.9 (6)
C15—C1—C2—C3	73.4 (6)	C20—C1—C14—C13	−61.0 (6)
C20—C1—C2—C3	−166.9 (5)	C2—C1—C14—C5	56.2 (6)
C1—C2—C3—C4	56.7 (6)	C15—C1—C14—C5	−68.1 (6)
C2—C3—C4—C5	−58.1 (6)	C20—C1—C14—C5	170.0 (4)
C3—C4—C5—C16	−71.7 (5)	C16—C5—C14—C13	−65.6 (6)
C3—C4—C5—C6	169.9 (4)	C4—C5—C14—C13	171.6 (4)
C3—C4—C5—C14	55.2 (5)	C6—C5—C14—C13	55.8 (5)
C16—C5—C6—C11	101.6 (6)	C16—C5—C14—C1	66.8 (6)
C4—C5—C6—C11	−139.2 (5)	C4—C5—C14—C1	−56.0 (5)
C14—C5—C6—C11	−24.7 (7)	C6—C5—C14—C1	−171.8 (4)
C16—C5—C6—C7	−69.5 (6)	C8—C9—C17—C18	−176.2 (6)
C4—C5—C6—C7	49.6 (6)	C10—C9—C17—C18	56.4 (8)
C14—C5—C6—C7	164.2 (4)	C8—C9—C17—C19	−49.0 (9)
C11—C6—C7—C8	−14.9 (8)	C10—C9—C17—C19	−176.3 (7)
C5—C6—C7—C8	156.5 (5)	C21—N—C20—O	0.9 (9)
C6—C7—C8—C9	49.8 (7)	C21—N—C20—C1	−178.2 (5)
C7—C8—C9—C10	−59.3 (6)	C2—C1—C20—O	52.5 (7)
C7—C8—C9—C17	172.2 (5)	C14—C1—C20—O	−62.9 (7)
C8—C9—C10—C11	35.4 (7)	C15—C1—C20—O	172.0 (6)
C17—C9—C10—C11	165.9 (6)	C2—C1—C20—N	−128.3 (5)
C7—C6—C11—C10	−9.5 (9)	C14—C1—C20—N	116.2 (5)
C5—C6—C11—C10	179.7 (5)	C15—C1—C20—N	−8.8 (7)
C7—C6—C11—C12	173.0 (5)	C20—N—C21—C26	157.2 (6)
C5—C6—C11—C12	2.3 (9)	C20—N—C21—C22	−24.0 (9)
C9—C10—C11—C6	−1.1 (9)	C26—C21—C22—C23	0.4 (9)
C9—C10—C11—C12	176.7 (6)	N—C21—C22—C23	−178.4 (5)
C6—C11—C12—C13	−10.9 (8)	C21—C22—C23—C24	−0.8 (10)
C10—C11—C12—C13	171.4 (5)	C22—C23—C24—C25	1.2 (11)
C11—C12—C13—C14	42.7 (7)	C23—C24—C25—C26	−1.1 (10)
C12—C13—C14—C1	160.7 (4)	C22—C21—C26—C25	−0.3 (9)
C12—C13—C14—C5	−67.4 (6)	N—C21—C26—C25	178.5 (5)
C2—C1—C14—C13	−174.8 (5)	C24—C25—C26—C21	0.7 (9)

D—H···A	D—H	H···A	D···A	D—H···A
C3—H3A···Cg1i	0.97	2.82	3.705 (5)	151

Table 1

Hydrogen-bond geometry (, )

Cg1 is the centroid of the C21C26 ring.

DHA	DH	HA	D A	DHA
C3H3A Cg1i	0.97	2.82	3.705(5)	151

Symmetry code: (i) .