Crystallographic study of PET radio-tracers in clinical evaluation for early diagnosis of Alzheimers.

The title compound, C24H25NO3·2CH3OH, which crystallized as a methanol disolvate, has applications as a PET radiotracer in the early diagnosis of Alzheimer's disease. The dihedral angle between the biphenyl rings is 8.2 (2)° and the heterocyclic ring adopts a half-chair conformation with the N atom adopting a pyramidal geometry (bond-angle sum = 327.6°). The C atoms of both meth-oxy groups lie close to the plane of their attached ring [deviations = 0.107 (6) and 0.031 (6) Å]. In the crystal, the components are linked by O-H⋯O and O-H⋯N hydrogen bonds, generating [010] chains. C-H⋯O inter-actions are also observed.

Related literature

For pharmacological and biological studies of the title compound, see Colabufo et al. (2008 ▶, 2009 ▶).

Experimental

Crystal data

C24H25NO3·2CH4O

M = 439.53

Monoclinic,

a = 8.894 (2) Å

b = 13.7187 (16) Å

c = 10.680 (2) Å

β = 111.575 (17)°

V = 1211.8 (4) Å3

Z = 2

Mo Kα radiation

μ = 0.08 mm−1

T = 293 K

0.30 × 0.30 × 0.15 mm

Data collection

Bruker–Nonius KappaCCD diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 2008a ▶) T min = 0.921, T max = 0.988

14813 measured reflections

5436 independent reflections

2610 reflections with I > 2σ(I)

R int = 0.116

Refinement

R[F 2 > 2σ(F 2)] = 0.061

wR(F 2) = 0.115

S = 0.96

5436 reflections

305 parameters

1 restraint

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.17 e Å−3

Δρmin = −0.15 e Å−3

Data collection: COLLECT (Nonius, 2002 ▶); cell determination and refinement: DIRAX (Duisenberg,1992 ▶; Duisenberg et al., 2000 ▶); data reduction: EVAL (Nonius, 2002 ▶; Duisenberg et al., 2003 ▶); program(s) used to solve structure: SIR2011 (Burla et al., 2012 ▶); program(s) used to refine structure: SHELXL2013 (Sheldrick, 2008b ▶); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012 ▶) and EXPO2013 (Altomare et al., 2013 ▶); software used to prepare material for publication: WinGX (Farrugia, 2012 ▶) and publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536814021400/hb7266sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536814021400/hb7266Isup2.hkl

Click here for additional data file.

Supporting information file. DOI: 10.1107/S1600536814021400/hb7266Isup3.docx

Click here for additional data file.

. DOI: 10.1107/S1600536814021400/hb7266fig1.tif

The mol­ecular structure of the MC70 compound with displacement ellipsoids drawn at the 50% probability level.

Click here for additional data file.

. DOI: 10.1107/S1600536814021400/hb7266fig2.tif

Crystal packing of the MC70 compound. The light blue dashed lines show the hydrogen bonds (see Table 1 for details).

CCDC reference: 915609

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

C24H25NO3·2CH4O	F(000) = 472
Mr = 439.53	Dx = 1.205 Mg m−3
Monoclinic, P21	Mo Kα radiation, λ = 0.71073 Å
a = 8.894 (2) Å	Cell parameters from 130 reflections
b = 13.7187 (16) Å	θ = 2.9–26.6°
c = 10.680 (2) Å	µ = 0.08 mm−1
β = 111.575 (17)°	T = 293 K
V = 1211.8 (4) Å3	Needle, yellow
Z = 2	0.30 × 0.30 × 0.15 mm

Bruker–Nonius KappaCCD diffractometer	5436 independent reflections
Radiation source: fine-focus sealed tube	2610 reflections with I > 2σ(I)
Detector resolution: 9.091 pixels mm-1	Rint = 0.116
φ scans and ω scans	θmax = 27.5°, θmin = 5.1°
Absorption correction: multi-scan (SADABS; Sheldrick, 2008a)	h = −11→11
Tmin = 0.921, Tmax = 0.988	k = −16→17
14813 measured reflections	l = −13→13

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.061	Hydrogen site location: mixed
wR(F2) = 0.115	H atoms treated by a mixture of independent and constrained refinement
S = 0.96	w = 1/[σ2(Fo2) + (0.0345P)2] where P = (Fo2 + 2Fc2)/3
5436 reflections	(Δ/σ)max < 0.001
305 parameters	Δρmax = 0.17 e Å−3
1 restraint	Δρmin = −0.15 e Å−3

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 > 2σ(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
O1	0.4571 (4)	0.0371 (2)	0.1278 (3)	0.0510 (9)
O2	0.2161 (4)	0.4009 (3)	0.3492 (4)	0.0591 (10)
H2O	0.284 (6)	0.426 (4)	0.307 (5)	0.061 (15)*
O3	0.1944 (4)	0.0677 (2)	−0.0770 (4)	0.0660 (10)
O4	−0.0551 (4)	1.1537 (3)	0.4038 (4)	0.0686 (11)
H4O	−0.058 (7)	1.200 (4)	0.337 (6)	0.09 (2)*
N1	0.4249 (4)	0.4745 (3)	0.2281 (4)	0.0448 (10)
C1	0.2616 (5)	0.8125 (3)	0.3304 (4)	0.0390 (10)
C2	0.1761 (5)	0.9019 (3)	0.3470 (4)	0.0409 (11)
C3	0.4907 (6)	0.2102 (4)	0.1807 (5)	0.0464 (12)
H3	0.5871	0.1998	0.2530	0.056*
C4	0.4297 (5)	0.3056 (4)	0.1500 (5)	0.0450 (12)
C5	0.4095 (6)	0.1326 (3)	0.1054 (5)	0.0450 (12)
C6	0.3543 (6)	0.6482 (3)	0.3954 (5)	0.0540 (13)
H6	0.3556	0.5936	0.4475	0.065*
C7	0.5309 (5)	0.5553 (3)	0.3000 (5)	0.0532 (14)
H7A	0.6029	0.5719	0.2535	0.064*
H7B	0.5969	0.5339	0.3900	0.064*
O5	−0.0663 (6)	0.3050 (3)	0.2485 (5)	0.0724 (12)
H5O	0.007 (9)	0.331 (6)	0.259 (8)	0.12 (4)*
C8	0.5275 (5)	0.3884 (3)	0.2354 (5)	0.0519 (13)
H8A	0.5766	0.3671	0.3283	0.062*
H8B	0.6136	0.4061	0.2045	0.062*
C9	0.2058 (6)	0.2421 (3)	−0.0333 (5)	0.0510 (13)
H9	0.1102	0.2529	−0.1063	0.061*
C10	0.0835 (6)	0.9047 (4)	0.4265 (5)	0.0532 (13)
H10	0.0709	0.8477	0.4688	0.064*
C11	0.2866 (5)	0.3213 (3)	0.0452 (5)	0.0456 (12)
C12	0.2151 (6)	0.4222 (3)	0.0158 (5)	0.0514 (13)
H12A	0.1242	0.4268	0.0452	0.062*
H12B	0.1750	0.4335	−0.0806	0.062*
C13	0.3421 (6)	0.8087 (3)	0.2410 (4)	0.0491 (12)
H13	0.3378	0.8621	0.1862	0.059*
C14	0.1866 (6)	0.9887 (3)	0.2849 (6)	0.0602 (15)
H14	0.2464	0.9906	0.2295	0.072*
C15	0.3377 (6)	0.5000 (3)	0.0859 (5)	0.0527 (14)
H15A	0.4142	0.5069	0.0411	0.063*
H15B	0.2831	0.5619	0.0803	0.063*
C16	0.2641 (6)	0.1490 (4)	−0.0050 (5)	0.0469 (11)
C17	0.2690 (6)	0.7294 (3)	0.4065 (5)	0.0542 (14)
H17	0.2151	0.7285	0.4664	0.065*
C18	0.4376 (5)	0.6453 (3)	0.3097 (5)	0.0459 (12)
C19	0.0090 (6)	0.9887 (4)	0.4456 (5)	0.0578 (14)
H19	−0.0502	0.9877	0.5015	0.069*
C20	0.0220 (6)	1.0731 (4)	0.3825 (5)	0.0522 (13)
C21	0.4286 (6)	0.7268 (3)	0.2323 (5)	0.0538 (13)
H21	0.4823	0.7270	0.1723	0.065*
C22	0.1113 (7)	1.0729 (4)	0.3026 (6)	0.0646 (15)
H22	0.1216	1.1300	0.2594	0.078*
C23	0.0516 (7)	0.0832 (5)	−0.1916 (6)	0.0864 (19)
H23A	0.0125	0.0219	−0.2346	0.130*
H23B	0.0750	0.1257	−0.2535	0.130*
H23C	−0.0293	0.1126	−0.1641	0.130*
C24	0.3132 (7)	0.3394 (4)	0.4543 (6)	0.0847 (19)
H24A	0.2517	0.3176	0.5063	0.127*
H24B	0.4062	0.3749	0.5112	0.127*
H24C	0.3475	0.2841	0.4165	0.127*
C25	0.6072 (7)	0.0187 (4)	0.2328 (6)	0.0707 (17)
H25A	0.6324	−0.0494	0.2345	0.106*
H25B	0.6006	0.0371	0.3174	0.106*
H25C	0.6903	0.0561	0.2179	0.106*
C26	−0.1413 (7)	0.2993 (5)	0.1057 (6)	0.0846 (19)
H26A	−0.1724	0.3634	0.0694	0.127*
H26B	−0.2353	0.2585	0.0821	0.127*
H26C	−0.0665	0.2721	0.0694	0.127*

	U11	U22	U33	U12	U13	U23
O1	0.052 (2)	0.045 (2)	0.058 (2)	0.0013 (16)	0.0214 (19)	−0.0015 (16)
O2	0.045 (2)	0.069 (2)	0.061 (2)	0.0081 (19)	0.0175 (19)	0.016 (2)
O3	0.060 (2)	0.054 (2)	0.067 (3)	−0.0115 (19)	0.004 (2)	−0.016 (2)
O4	0.079 (3)	0.058 (2)	0.085 (3)	0.008 (2)	0.049 (2)	−0.005 (3)
N1	0.039 (2)	0.045 (2)	0.045 (3)	−0.0019 (19)	0.0086 (18)	−0.0088 (19)
C1	0.037 (3)	0.045 (3)	0.034 (3)	−0.009 (2)	0.012 (2)	−0.009 (2)
C2	0.039 (3)	0.047 (3)	0.035 (3)	−0.006 (2)	0.012 (2)	−0.004 (2)
C3	0.042 (3)	0.058 (3)	0.039 (3)	0.004 (3)	0.014 (2)	−0.008 (3)
C4	0.039 (3)	0.051 (3)	0.047 (3)	−0.002 (3)	0.019 (2)	−0.013 (3)
C5	0.047 (3)	0.044 (3)	0.049 (3)	−0.001 (2)	0.023 (3)	−0.005 (2)
C6	0.067 (3)	0.040 (3)	0.055 (3)	−0.004 (3)	0.023 (3)	0.003 (3)
C7	0.049 (3)	0.048 (3)	0.062 (3)	−0.004 (3)	0.020 (3)	−0.015 (3)
O5	0.071 (3)	0.067 (3)	0.075 (3)	−0.010 (3)	0.022 (2)	0.001 (2)
C8	0.042 (3)	0.047 (3)	0.065 (4)	0.003 (2)	0.017 (3)	−0.013 (3)
C9	0.044 (3)	0.054 (3)	0.047 (3)	−0.002 (3)	0.007 (2)	−0.007 (3)
C10	0.061 (3)	0.056 (3)	0.051 (3)	0.002 (3)	0.030 (3)	0.011 (3)
C11	0.043 (3)	0.045 (3)	0.047 (3)	0.002 (2)	0.014 (3)	−0.009 (2)
C12	0.047 (3)	0.050 (3)	0.049 (3)	0.004 (3)	0.009 (2)	−0.003 (3)
C13	0.058 (3)	0.044 (3)	0.048 (3)	−0.003 (3)	0.021 (3)	−0.001 (2)
C14	0.070 (4)	0.049 (3)	0.081 (4)	0.005 (3)	0.052 (3)	0.004 (3)
C15	0.054 (3)	0.052 (3)	0.053 (4)	−0.004 (3)	0.020 (3)	−0.004 (3)
C16	0.047 (3)	0.048 (3)	0.047 (3)	−0.007 (3)	0.018 (3)	−0.010 (3)
C17	0.070 (3)	0.047 (3)	0.057 (4)	−0.007 (3)	0.036 (3)	−0.004 (3)
C18	0.043 (3)	0.045 (3)	0.046 (3)	−0.004 (2)	0.012 (2)	−0.009 (3)
C19	0.062 (3)	0.062 (4)	0.063 (4)	0.005 (3)	0.039 (3)	0.001 (3)
C20	0.049 (3)	0.049 (3)	0.063 (3)	−0.003 (3)	0.026 (3)	−0.007 (3)
C21	0.065 (3)	0.047 (3)	0.057 (4)	−0.008 (3)	0.032 (3)	−0.008 (3)
C22	0.074 (4)	0.052 (3)	0.089 (4)	−0.002 (3)	0.055 (4)	0.007 (3)
C23	0.074 (4)	0.078 (4)	0.079 (4)	−0.017 (3)	−0.005 (4)	−0.024 (4)
C24	0.074 (4)	0.100 (5)	0.067 (4)	0.020 (4)	0.010 (3)	0.028 (4)
C25	0.069 (4)	0.063 (4)	0.068 (4)	0.015 (3)	0.012 (3)	0.002 (3)
C26	0.078 (4)	0.106 (5)	0.073 (5)	−0.022 (4)	0.031 (4)	−0.018 (4)

O1—C5	1.371 (5)	C9—C11	1.399 (6)
O1—C25	1.415 (6)	C9—H9	0.9300
O2—C24	1.415 (6)	C10—C19	1.380 (7)
O2—H2O	0.94 (5)	C10—H10	0.9300
O3—C16	1.367 (6)	C11—C12	1.508 (6)
O3—C23	1.419 (6)	C12—C15	1.513 (6)
O4—C20	1.364 (5)	C12—H12A	0.9700
O4—H4O	0.95 (6)	C12—H12B	0.9700
N1—C15	1.471 (6)	C13—C21	1.383 (6)
N1—C7	1.475 (5)	C13—H13	0.9300
N1—C8	1.477 (5)	C14—C22	1.382 (7)
C1—C17	1.388 (6)	C14—H14	0.9300
C1—C13	1.389 (6)	C15—H15A	0.9700
C1—C2	1.488 (6)	C15—H15B	0.9700
C2—C14	1.383 (6)	C17—H17	0.9300
C2—C10	1.384 (6)	C18—C21	1.376 (6)
C3—C5	1.369 (6)	C19—C20	1.366 (6)
C3—C4	1.409 (6)	C19—H19	0.9300
C3—H3	0.9300	C20—C22	1.364 (6)
C4—C11	1.367 (6)	C21—H21	0.9300
C4—C8	1.516 (6)	C22—H22	0.9300
C5—C16	1.411 (6)	C23—H23A	0.9600
C6—C18	1.373 (6)	C23—H23B	0.9600
C6—C17	1.378 (6)	C23—H23C	0.9600
C6—H6	0.9300	C24—H24A	0.9600
C7—C18	1.511 (6)	C24—H24B	0.9600
C7—H7A	0.9700	C24—H24C	0.9600
C7—H7B	0.9700	C25—H25A	0.9600
O5—C26	1.424 (7)	C25—H25B	0.9600
O5—H5O	0.71 (8)	C25—H25C	0.9600
C8—H8A	0.9700	C26—H26A	0.9600
C8—H8B	0.9700	C26—H26B	0.9600
C9—C16	1.370 (7)	C26—H26C	0.9600
C5—O1—C25	116.7 (4)	C1—C13—H13	119.4
C24—O2—H2O	107 (3)	C22—C14—C2	122.1 (5)
C16—O3—C23	116.1 (4)	C22—C14—H14	118.9
C20—O4—H4O	107 (3)	C2—C14—H14	118.9
C15—N1—C7	110.6 (4)	N1—C15—C12	110.7 (4)
C15—N1—C8	109.0 (4)	N1—C15—H15A	109.5
C7—N1—C8	108.0 (3)	C12—C15—H15A	109.5
C17—C1—C13	116.5 (4)	N1—C15—H15B	109.5
C17—C1—C2	121.6 (4)	C12—C15—H15B	109.5
C13—C1—C2	121.9 (4)	H15A—C15—H15B	108.1
C14—C2—C10	115.5 (4)	O3—C16—C9	125.5 (4)
C14—C2—C1	121.6 (4)	O3—C16—C5	115.2 (5)
C10—C2—C1	122.8 (4)	C9—C16—C5	119.3 (5)
C5—C3—C4	120.7 (4)	C6—C17—C1	121.5 (5)
C5—C3—H3	119.6	C6—C17—H17	119.2
C4—C3—H3	119.6	C1—C17—H17	119.2
C11—C4—C3	120.0 (4)	C6—C18—C21	116.7 (5)
C11—C4—C8	122.0 (4)	C6—C18—C7	120.9 (5)
C3—C4—C8	118.0 (4)	C21—C18—C7	122.3 (5)
C3—C5—O1	125.4 (5)	C20—C19—C10	120.2 (5)
C3—C5—C16	119.3 (5)	C20—C19—H19	119.9
O1—C5—C16	115.3 (4)	C10—C19—H19	119.9
C18—C6—C17	122.0 (5)	C22—C20—O4	123.4 (5)
C18—C6—H6	119.0	C22—C20—C19	118.8 (5)
C17—C6—H6	119.0	O4—C20—C19	117.8 (5)
N1—C7—C18	112.8 (4)	C18—C21—C13	122.1 (5)
N1—C7—H7A	109.0	C18—C21—H21	119.0
C18—C7—H7A	109.0	C13—C21—H21	119.0
N1—C7—H7B	109.0	C20—C22—C14	120.7 (5)
C18—C7—H7B	109.0	C20—C22—H22	119.6
H7A—C7—H7B	107.8	C14—C22—H22	119.6
C26—O5—H5O	104 (7)	O3—C23—H23A	109.5
N1—C8—C4	111.2 (4)	O3—C23—H23B	109.5
N1—C8—H8A	109.4	H23A—C23—H23B	109.5
C4—C8—H8A	109.4	O3—C23—H23C	109.5
N1—C8—H8B	109.4	H23A—C23—H23C	109.5
C4—C8—H8B	109.4	H23B—C23—H23C	109.5
H8A—C8—H8B	108.0	O2—C24—H24A	109.5
C16—C9—C11	121.5 (5)	O2—C24—H24B	109.5
C16—C9—H9	119.3	H24A—C24—H24B	109.5
C11—C9—H9	119.3	O2—C24—H24C	109.5
C19—C10—C2	122.7 (5)	H24A—C24—H24C	109.5
C19—C10—H10	118.7	H24B—C24—H24C	109.5
C2—C10—H10	118.7	O1—C25—H25A	109.5
C4—C11—C9	119.1 (4)	O1—C25—H25B	109.5
C4—C11—C12	120.6 (4)	H25A—C25—H25B	109.5
C9—C11—C12	120.2 (4)	O1—C25—H25C	109.5
C11—C12—C15	111.8 (4)	H25A—C25—H25C	109.5
C11—C12—H12A	109.2	H25B—C25—H25C	109.5
C15—C12—H12A	109.2	O5—C26—H26A	109.5
C11—C12—H12B	109.2	O5—C26—H26B	109.5
C15—C12—H12B	109.2	H26A—C26—H26B	109.5
H12A—C12—H12B	107.9	O5—C26—H26C	109.5
C21—C13—C1	121.1 (4)	H26A—C26—H26C	109.5
C21—C13—H13	119.4	H26B—C26—H26C	109.5
C17—C1—C2—C14	171.2 (5)	C1—C2—C14—C22	−178.2 (5)
C13—C1—C2—C14	−6.9 (6)	C7—N1—C15—C12	−173.6 (4)
C17—C1—C2—C10	−7.7 (7)	C8—N1—C15—C12	67.8 (5)
C13—C1—C2—C10	174.2 (5)	C11—C12—C15—N1	−47.5 (5)
C5—C3—C4—C11	1.1 (6)	C23—O3—C16—C9	1.4 (7)
C5—C3—C4—C8	−178.6 (4)	C23—O3—C16—C5	−177.6 (4)
C4—C3—C5—O1	−179.1 (4)	C11—C9—C16—O3	−179.2 (4)
C4—C3—C5—C16	0.7 (6)	C11—C9—C16—C5	−0.3 (7)
C25—O1—C5—C3	−3.8 (6)	C3—C5—C16—O3	177.9 (4)
C25—O1—C5—C16	176.4 (4)	O1—C5—C16—O3	−2.3 (5)
C15—N1—C7—C18	65.8 (5)	C3—C5—C16—C9	−1.1 (6)
C8—N1—C7—C18	−175.0 (4)	O1—C5—C16—C9	178.7 (4)
C15—N1—C8—C4	−53.1 (5)	C18—C6—C17—C1	0.6 (7)
C7—N1—C8—C4	−173.4 (4)	C13—C1—C17—C6	1.1 (7)
C11—C4—C8—N1	22.3 (6)	C2—C1—C17—C6	−177.0 (4)
C3—C4—C8—N1	−158.0 (4)	C17—C6—C18—C21	−1.6 (7)
C14—C2—C10—C19	−1.4 (7)	C17—C6—C18—C7	179.7 (4)
C1—C2—C10—C19	177.6 (5)	N1—C7—C18—C6	73.2 (6)
C3—C4—C11—C9	−2.4 (6)	N1—C7—C18—C21	−105.4 (5)
C8—C4—C11—C9	177.3 (4)	C2—C10—C19—C20	1.5 (8)
C3—C4—C11—C12	176.6 (4)	C10—C19—C20—C22	−0.9 (8)
C8—C4—C11—C12	−3.8 (6)	C10—C19—C20—O4	179.4 (5)
C16—C9—C11—C4	2.0 (7)	C6—C18—C21—C13	0.9 (7)
C16—C9—C11—C12	−176.9 (4)	C7—C18—C21—C13	179.6 (4)
C4—C11—C12—C15	15.9 (6)	C1—C13—C21—C18	0.8 (8)
C9—C11—C12—C15	−165.2 (4)	O4—C20—C22—C14	180.0 (5)
C17—C1—C13—C21	−1.8 (7)	C19—C20—C22—C14	0.4 (8)
C2—C1—C13—C21	176.3 (4)	C2—C14—C22—C20	−0.3 (9)
C10—C2—C14—C22	0.8 (8)

D—H···A	D—H	H···A	D···A	D—H···A
O2—H2O···N1	0.94 (5)	1.87 (5)	2.812 (5)	178 (4)
O4—H4O···O5i	0.95 (6)	1.71 (6)	2.636 (6)	165 (5)
O5—H5O···O2	0.71 (8)	2.00 (8)	2.684 (6)	162 (9)
C15—H15A···O1ii	0.97	2.50	3.445 (6)	164
C23—H23A···O2iii	0.96	2.56	3.437 (6)	152

Table 1

Hydrogen-bond geometry (, )

DHA	DH	HA	D A	DHA
O2H2ON1	0.94(5)	1.87(5)	2.812(5)	178(4)
O4H4OO5i	0.95(6)	1.71(6)	2.636(6)	165(5)
O5H5OO2	0.71(8)	2.00(8)	2.684(6)	162(9)
C15H15AO1ii	0.97	2.50	3.445(6)	164
C23H23AO2iii	0.96	2.56	3.437(6)	152

Symmetry codes: (i) ; (ii) ; (iii) .