An unexpected co-crystal with a variable degree of order: 1:1 rac-1,2-cyclohexanediol/triphenylphos­phine oxide

A 1:1 co-crystal of rac-trans-1,2-C₆H₁₀(OH)₂ and (C₆H₅)₃PO has been found that is unusual because there are no strong interactions between the two kinds of molecules, which are segregated into layers. Furthermore, neither pure rac-1,2-cyclohexanediol (CHD) nor pure triphenylphosphine oxide (TPPO) has any obvious packing problem that would make the formation of inclusion complexes likely. The TPPO layers are very much like those found in two of the four known polymorphs of pure TPPO. The hydrogen-bonded ribbons of CHD are similar to those found in other vic-diol crystals. The co-crystals are triclinic (space group P), but the deviations from monoclinic symmetry (space group C2/c) are small. The magnitudes of those deviations depend on the solvent from which the crystal is grown; the deviations are largest for crystals grown from acetone, smallest for crystals grown from toluene, and intermediate for crystals grown from ethanol. The deviations arise from incomplete enantiomeric disorder of the R,R and S,S diols; this disorder is not required by symmetry in either space group, but occupancy factors are nearly 0.50 when the structure is refined as monoclinic. When the structure is refined as triclinic the deviations of the occupancy factors from 0.50 mirror the deviations from monoclinic symmetry because information about the partial R,R/S,S ordering is transmitted from one diol layer to the next through the very pseudosymmetric TPPO layer. Analyses suggest individual CHD layers are at least mostly ordered. The degree of order seems to be established at the time the crystal is grown and is unlikely to change with heating or cooling. Thermal data suggest the existence of the co-crystal is a consequence of kinetic rather than thermodynamic factors.

Computing details

Data collection: COLLECT (Nonius, 1999) for acetone90Ktri, ethanol90Ktri, acetone90Kmono, ethanol90Kmono, acetone294Ktri, ethanol294Ktri, toluene294Ktri, acetone294Kmono, ethanol294Kmono, toluene294Kmono; APEX2 (Bruker-Nonius, 2004) for toluene90KtriCuKa, toluene90KmonoCuKa. Cell refinement: SCALEPACK (Otwinowski & Minor, 1997) for acetone90Ktri, ethanol90Ktri, acetone90Kmono, ethanol90Kmono, acetone294Ktri, ethanol294Ktri, toluene294Ktri, acetone294Kmono, ethanol294Kmono, toluene294Kmono; Saintplus in APEX2 (Bruker-Nonius,2004) for toluene90KtriCuKa, toluene90KmonoCuKa. Data reduction: DENZO-SMN (Otwinowski & Minor, 1997) for acetone90Ktri, ethanol90Ktri, acetone90Kmono, ethanol90Kmono, acetone294Ktri, ethanol294Ktri, toluene294Ktri, acetone294Kmono, ethanol294Kmono, toluene294Kmono; Saintplus in APEX2 (Bruker-Nonius,2004) for toluene90KtriCuKa, toluene90KmonoCuKa. For all compounds, program(s) used to solve structure: MULTAN (Main et al., 1977) and DIRDIF (Beurskens, et al., 1983); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997). Molecular graphics: Mercury (Macrae et al., 2006) for acetone90Ktri, ethanol90Ktri, toluene90KtriCuKa, acetone90Kmono, ethanol90Kmono, acetone294Ktri, ethanol294Ktri, toluene294Ktri, acetone294Kmono, ethanol294Kmono, toluene294Kmono; Mercury (Bruno et al., 2002) for toluene90KmonoCuKa. For all compounds, software used to prepare material for publication: SHELXL97 (Sheldrick, 1997) and local procedures.

Figures

(acetone90Ktri) 1:1 rac-1,2-cyclohexanediol triphenylphosphine oxide

Crystal data

C6H12O2·C18H15OP	Z = 4
Mr = 394.43	F(000) = 840
Triclinic, P1	Dx = 1.270 Mg m^−3
a = 9.276 (1) Å	Mo Kα radiation, λ = 0.71073 Å
b = 10.913 (1) Å	Cell parameters from 9276 reflections
c = 21.256 (2) Å	θ = 1.0–27.5°
α = 100.58 (1)°	µ = 0.16 mm^−1
β = 102.52 (1)°	T = 90 K
γ = 90.51 (1)°	Lath, colorless
V = 2062.2 (4) Å^3	0.25 × 0.21 × 0.13 mm

Data collection

Nonius KappaCCD diffractometer	7244 independent reflections
Radiation source: fine-focus sealed tube	4848 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.052
Detector resolution: 10 pixels mm^-1	θmax = 25.0°, θmin = 1.0°
1.0° ω scans at fixed χ = 55°	h = −11→11
Absorption correction: multi-scan DENZO-SMN (Otwinowski & Minor, 1997)	k = −12→12
Tmin = 0.96, Tmax = 0.98	l = −25→25
14392 measured reflections

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)] = 0.049	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.122	H-atom parameters constrained
S = 1.06	w = 1/[σ^2(Fo^2) + (0.0595P)^2] where P = (Fo^2 + 2Fc^2)/3
7244 reflections	(Δ/σ)max = 0.001
564 parameters	Δρmax = 0.35 e Å^−3
148 restraints	Δρmin = −0.29 e Å^−3

Special details

Experimental. The crystal-to-detector distance was 40 mm. Each frame was measured for 20 s. The number of scan sets measured was 9; the total number of frames measured was 951.

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	Occ. (<1)
C1A	0.7776 (4)	0.0767 (3)	0.03766 (19)	0.0236 (10)	0.800 (5)
H1A	0.8295	0.0587	0.0006	0.028*	0.800 (5)
C2A	0.7472 (4)	−0.0446 (3)	0.05813 (19)	0.0224 (10)	0.800 (5)
H2A	0.6916	−0.0277	0.0940	0.027*	0.800 (5)
C3A	0.8914 (4)	−0.1032 (4)	0.0832 (2)	0.0300 (12)	0.800 (5)
H3A1	0.9434	−0.1262	0.0470	0.036*	0.800 (5)
H3A2	0.8699	−0.1803	0.0986	0.036*	0.800 (5)
C4A	0.9910 (4)	−0.0123 (4)	0.1397 (2)	0.0321 (13)	0.800 (5)
H4A1	0.9432	0.0040	0.1775	0.038*	0.800 (5)
H4A2	1.0862	−0.0505	0.1536	0.038*	0.800 (5)
C5A	1.0201 (4)	0.1107 (4)	0.1190 (2)	0.0320 (11)	0.800 (5)
H5A1	1.0792	0.1698	0.1571	0.038*	0.800 (5)
H5A2	1.0774	0.0960	0.0843	0.038*	0.800 (5)
C6A	0.8746 (5)	0.1667 (4)	0.0935 (3)	0.0280 (12)	0.800 (5)
H6A1	0.8221	0.1886	0.1296	0.034*	0.800 (5)
H6A2	0.8946	0.2443	0.0783	0.034*	0.800 (5)
O1A	0.6372 (4)	0.1262 (4)	0.01440 (18)	0.0293 (10)	0.800 (5)
H1A1	0.6508	0.1963	0.0050	0.044*	0.800 (5)
O2A	0.6606 (4)	−0.1323 (4)	0.00368 (17)	0.0309 (10)	0.800 (5)
H2A1	0.5723	−0.1117	−0.0035	0.046*	0.800 (5)
C1A'	0.7476 (13)	0.0805 (11)	0.0579 (6)	0.0236 (10)	0.200 (5)
H1A'	0.6875	0.0929	0.0922	0.028*	0.200 (5)
C2A'	0.7766 (13)	−0.0565 (11)	0.0417 (6)	0.0224 (10)	0.200 (5)
H2A'	0.8315	−0.0705	0.0055	0.027*	0.200 (5)
C3A'	0.8686 (17)	−0.0982 (12)	0.1020 (8)	0.0300 (12)	0.200 (5)
H3A3	0.8889	−0.1875	0.0909	0.036*	0.200 (5)
H3A4	0.8129	−0.0880	0.1373	0.036*	0.200 (5)
C4A'	1.0150 (15)	−0.0198 (14)	0.1261 (10)	0.0321 (13)	0.200 (5)
H4A3	1.0743	−0.0466	0.1654	0.038*	0.200 (5)
H4A4	1.0725	−0.0325	0.0915	0.038*	0.200 (5)
C5A'	0.9841 (15)	0.1181 (13)	0.1430 (7)	0.0320 (11)	0.200 (5)
H5A3	0.9321	0.1316	0.1796	0.038*	0.200 (5)
H5A4	1.0787	0.1686	0.1575	0.038*	0.200 (5)
C6A'	0.890 (2)	0.1595 (13)	0.0838 (11)	0.0280 (12)	0.200 (5)
H6A3	0.8669	0.2479	0.0961	0.034*	0.200 (5)
H6A4	0.9462	0.1535	0.0488	0.034*	0.200 (5)
O1A'	0.6633 (18)	0.1158 (17)	−0.0006 (7)	0.0293 (10)	0.200 (5)
H1A2	0.5796	0.0782	−0.0112	0.044*	0.200 (5)
O2A'	0.6402 (16)	−0.1319 (15)	0.0214 (8)	0.0309 (10)	0.200 (5)
H2A2	0.6589	−0.2077	0.0184	0.046*	0.200 (5)
C1B	0.3083 (4)	0.5897 (3)	0.05224 (16)	0.0220 (9)	0.882 (6)
H1B	0.4050	0.6076	0.0848	0.026*	0.882 (6)
C2B	0.2690 (4)	0.4523 (3)	0.04029 (17)	0.0252 (9)	0.882 (6)
H2B	0.1743	0.4337	0.0065	0.030*	0.882 (6)
C3B	0.2485 (4)	0.4135 (3)	0.10300 (18)	0.0325 (10)	0.882 (6)
H3B1	0.3432	0.4273	0.1361	0.039*	0.882 (6)
H3B2	0.2193	0.3234	0.0939	0.039*	0.882 (6)
C4B	0.1298 (6)	0.4886 (4)	0.1302 (2)	0.0368 (11)	0.882 (6)
H4B1	0.0330	0.4678	0.0990	0.044*	0.882 (6)
H4B2	0.1221	0.4655	0.1723	0.044*	0.882 (6)
C5B	0.1665 (5)	0.6280 (3)	0.14104 (18)	0.0342 (10)	0.882 (6)
H5B1	0.0841	0.6743	0.1552	0.041*	0.882 (6)
H5B2	0.2564	0.6503	0.1765	0.041*	0.882 (6)
C6B	0.1919 (5)	0.6664 (3)	0.0795 (2)	0.0278 (10)	0.882 (6)
H6B1	0.2242	0.7559	0.0894	0.033*	0.882 (6)
H6B2	0.0979	0.6553	0.0459	0.033*	0.882 (6)
O1B	0.3227 (3)	0.6289 (3)	−0.00719 (14)	0.0292 (8)	0.882 (6)
H1B1	0.4012	0.6030	−0.0173	0.044*	0.882 (6)
O2B	0.3842 (5)	0.3872 (3)	0.0151 (2)	0.0312 (11)	0.882 (6)
H2B1	0.3624	0.3102	0.0062	0.047*	0.882 (6)
C1B'	0.264 (2)	0.5714 (17)	0.0357 (9)	0.0220 (9)	0.118 (6)
H1B'	0.1753	0.5490	−0.0013	0.026*	0.118 (6)
C2B'	0.317 (2)	0.4541 (17)	0.0591 (10)	0.0252 (9)	0.118 (6)
H2B'	0.4079	0.4757	0.0951	0.030*	0.118 (6)
C3B'	0.199 (3)	0.3943 (18)	0.0851 (13)	0.0325 (10)	0.118 (6)
H3B3	0.2378	0.3196	0.1021	0.039*	0.118 (6)
H3B4	0.1117	0.3671	0.0489	0.039*	0.118 (6)
C4B'	0.154 (4)	0.486 (3)	0.1399 (15)	0.0368 (11)	0.118 (6)
H4B3	0.0717	0.4475	0.1538	0.044*	0.118 (6)
H4B4	0.2381	0.5054	0.1782	0.044*	0.118 (6)
C5B'	0.104 (3)	0.606 (2)	0.1174 (12)	0.0342 (10)	0.118 (6)
H5B3	0.0116	0.5889	0.0830	0.041*	0.118 (6)
H5B4	0.0833	0.6666	0.1548	0.041*	0.118 (6)
C6B'	0.220 (3)	0.6637 (17)	0.0904 (15)	0.0278 (10)	0.118 (6)
H6B3	0.3089	0.6907	0.1262	0.033*	0.118 (6)
H6B4	0.1821	0.7383	0.0734	0.033*	0.118 (6)
O1B'	0.376 (2)	0.631 (2)	0.0125 (11)	0.0292 (8)	0.118 (6)
H1B2	0.3518	0.7029	0.0078	0.044*	0.118 (6)
O2B'	0.355 (4)	0.372 (2)	0.0048 (17)	0.0312 (11)	0.118 (6)
H2B2	0.3072	0.3892	−0.0306	0.047*	0.118 (6)
P01A	0.78901 (8)	0.16348 (7)	0.33676 (3)	0.0217 (2)
O11A	0.84600 (19)	0.29351 (16)	0.34207 (9)	0.0246 (5)
C11A	0.6337 (3)	0.1192 (3)	0.26797 (13)	0.0200 (7)
C12A	0.6201 (3)	0.1851 (3)	0.21668 (13)	0.0238 (7)
H12A	0.6888	0.2521	0.2197	0.029*
C13A	0.5068 (3)	0.1530 (3)	0.16152 (14)	0.0290 (7)
H13A	0.4978	0.1982	0.1268	0.035*
C14A	0.4066 (3)	0.0554 (3)	0.15669 (14)	0.0311 (8)
H14A	0.3295	0.0329	0.1185	0.037*
C15A	0.4184 (3)	−0.0092 (3)	0.20722 (14)	0.0268 (7)
H15A	0.3491	−0.0761	0.2036	0.032*
C16A	0.5309 (3)	0.0223 (3)	0.26368 (13)	0.0227 (7)
H16A	0.5373	−0.0217	0.2987	0.027*
C21A	0.7268 (3)	0.1362 (3)	0.40760 (13)	0.0216 (7)
C22A	0.6082 (3)	0.2025 (3)	0.42441 (14)	0.0302 (7)
H22A	0.5591	0.2560	0.3970	0.036*
C23A	0.5616 (4)	0.1907 (3)	0.48084 (15)	0.0370 (8)
H23A	0.4806	0.2359	0.4918	0.044*
C24A	0.6327 (3)	0.1134 (3)	0.52118 (14)	0.0325 (8)
H24A	0.6020	0.1070	0.5603	0.039*
C25A	0.7477 (3)	0.0457 (3)	0.50460 (15)	0.0333 (8)
H25A	0.7952	−0.0090	0.5317	0.040*
C26A	0.7945 (3)	0.0577 (3)	0.44773 (14)	0.0291 (7)
H26A	0.8742	0.0110	0.4365	0.035*
C31A	0.9278 (3)	0.0522 (3)	0.32451 (13)	0.0216 (7)
C32A	1.0756 (3)	0.0960 (3)	0.34198 (13)	0.0245 (7)
H32A	1.1003	0.1813	0.3614	0.029*
C33A	1.1868 (3)	0.0160 (3)	0.33121 (13)	0.0286 (7)
H33A	1.2870	0.0469	0.3425	0.034*
C34A	1.1522 (3)	−0.1085 (3)	0.30404 (13)	0.0277 (7)
H34A	1.2283	−0.1631	0.2965	0.033*
C35A	1.0061 (3)	−0.1535 (3)	0.28784 (13)	0.0282 (7)
H35A	0.9823	−0.2395	0.2701	0.034*
C36A	0.8944 (3)	−0.0730 (3)	0.29752 (13)	0.0262 (7)
H36A	0.7943	−0.1041	0.2855	0.031*
P01B	0.55005 (8)	0.66143 (7)	0.33453 (3)	0.0209 (2)
O11B	0.50019 (19)	0.79079 (16)	0.34043 (9)	0.0243 (5)
C11B	0.6399 (3)	0.6211 (2)	0.26659 (13)	0.0201 (7)
C12B	0.6061 (3)	0.6895 (3)	0.21650 (13)	0.0218 (7)
H12B	0.5403	0.7554	0.2195	0.026*
C13B	0.6690 (3)	0.6613 (3)	0.16206 (14)	0.0305 (8)
H13B	0.6476	0.7091	0.1284	0.037*
C14B	0.7617 (3)	0.5645 (3)	0.15695 (15)	0.0320 (8)
H14B	0.8022	0.5439	0.1192	0.038*
C15B	0.7965 (3)	0.4969 (3)	0.20690 (14)	0.0275 (7)
H15B	0.8619	0.4308	0.2033	0.033*
C16B	0.7369 (3)	0.5248 (2)	0.26217 (13)	0.0231 (7)
H16B	0.7620	0.4787	0.2965	0.028*
C21B	0.6804 (3)	0.6334 (3)	0.40574 (13)	0.0209 (7)
C22B	0.8169 (3)	0.6996 (3)	0.42326 (14)	0.0311 (8)
H22B	0.8409	0.7535	0.3962	0.037*
C23B	0.9178 (3)	0.6870 (3)	0.48018 (15)	0.0372 (8)
H23B	1.0105	0.7325	0.4919	0.045*
C24B	0.8846 (3)	0.6089 (3)	0.51982 (14)	0.0320 (8)
H24B	0.9536	0.6013	0.5589	0.038*
C25B	0.7507 (3)	0.5421 (3)	0.50236 (14)	0.0343 (8)
H25B	0.7276	0.4873	0.5291	0.041*
C26B	0.6492 (3)	0.5549 (3)	0.44552 (13)	0.0295 (7)
H26B	0.5569	0.5088	0.4339	0.035*
C31B	0.3969 (3)	0.5487 (3)	0.32053 (13)	0.0206 (7)
C32B	0.2688 (3)	0.5895 (3)	0.33918 (13)	0.0230 (7)
H32B	0.2647	0.6740	0.3596	0.028*
C33B	0.1460 (3)	0.5078 (3)	0.32830 (13)	0.0285 (7)
H33B	0.0580	0.5369	0.3405	0.034*
C34B	0.1525 (3)	0.3848 (3)	0.29977 (14)	0.0304 (8)
H34B	0.0687	0.3291	0.2921	0.037*
C35B	0.2804 (3)	0.3421 (3)	0.28219 (14)	0.0309 (8)
H35B	0.2850	0.2568	0.2631	0.037*
C36B	0.4026 (3)	0.4239 (3)	0.29239 (13)	0.0264 (7)
H36B	0.4904	0.3944	0.2801	0.032*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1A	0.0170 (19)	0.0293 (16)	0.026 (2)	0.0048 (14)	0.0076 (15)	0.0058 (16)
C2A	0.0180 (19)	0.0255 (17)	0.023 (2)	0.0009 (13)	0.0063 (15)	0.0017 (15)
C3A	0.023 (2)	0.0342 (18)	0.036 (3)	0.0029 (14)	0.0068 (17)	0.0143 (18)
C4A	0.024 (2)	0.046 (2)	0.027 (3)	0.0037 (16)	0.0032 (17)	0.0121 (18)
C5A	0.022 (2)	0.0397 (19)	0.032 (3)	−0.0014 (16)	0.0029 (17)	0.0049 (19)
C6A	0.0222 (18)	0.0277 (18)	0.033 (2)	−0.0006 (13)	0.0078 (17)	0.0014 (16)
O1A	0.0190 (17)	0.0282 (15)	0.041 (2)	0.0065 (12)	0.0038 (14)	0.0098 (16)
O2A	0.0224 (15)	0.0292 (13)	0.037 (2)	−0.0023 (11)	0.0016 (14)	0.0027 (15)
C1A'	0.0170 (19)	0.0293 (16)	0.026 (2)	0.0048 (14)	0.0076 (15)	0.0058 (16)
C2A'	0.0180 (19)	0.0255 (17)	0.023 (2)	0.0009 (13)	0.0063 (15)	0.0017 (15)
C3A'	0.023 (2)	0.0342 (18)	0.036 (3)	0.0029 (14)	0.0068 (17)	0.0143 (18)
C4A'	0.024 (2)	0.046 (2)	0.027 (3)	0.0037 (16)	0.0032 (17)	0.0121 (18)
C5A'	0.022 (2)	0.0397 (19)	0.032 (3)	−0.0014 (16)	0.0029 (17)	0.0049 (19)
C6A'	0.0222 (18)	0.0277 (18)	0.033 (2)	−0.0006 (13)	0.0078 (17)	0.0014 (16)
O1A'	0.0190 (17)	0.0282 (15)	0.041 (2)	0.0065 (12)	0.0038 (14)	0.0098 (16)
O2A'	0.0224 (15)	0.0292 (13)	0.037 (2)	−0.0023 (11)	0.0016 (14)	0.0027 (15)
C1B	0.020 (2)	0.0238 (16)	0.021 (2)	−0.0021 (14)	0.0032 (16)	0.0034 (14)
C2B	0.021 (2)	0.0243 (15)	0.032 (2)	0.0056 (15)	0.0106 (18)	0.0049 (15)
C3B	0.032 (2)	0.033 (2)	0.040 (3)	0.0095 (17)	0.0164 (19)	0.0158 (18)
C4B	0.037 (3)	0.0452 (19)	0.037 (2)	0.0115 (17)	0.020 (2)	0.0171 (17)
C5B	0.034 (2)	0.041 (2)	0.030 (2)	0.0108 (18)	0.0138 (18)	0.0030 (18)
C6B	0.025 (2)	0.0228 (16)	0.035 (2)	0.0028 (14)	0.0087 (19)	0.0013 (14)
O1B	0.0287 (18)	0.0278 (13)	0.0371 (19)	0.0048 (13)	0.0167 (14)	0.0105 (13)
O2B	0.031 (2)	0.0245 (14)	0.043 (2)	0.0056 (13)	0.0186 (19)	0.0058 (13)
C1B'	0.020 (2)	0.0238 (16)	0.021 (2)	−0.0021 (14)	0.0032 (16)	0.0034 (14)
C2B'	0.021 (2)	0.0243 (15)	0.032 (2)	0.0056 (15)	0.0106 (18)	0.0049 (15)
C3B'	0.032 (2)	0.033 (2)	0.040 (3)	0.0095 (17)	0.0164 (19)	0.0158 (18)
C4B'	0.037 (3)	0.0452 (19)	0.037 (2)	0.0115 (17)	0.020 (2)	0.0171 (17)
C5B'	0.034 (2)	0.041 (2)	0.030 (2)	0.0108 (18)	0.0138 (18)	0.0030 (18)
C6B'	0.025 (2)	0.0228 (16)	0.035 (2)	0.0028 (14)	0.0087 (19)	0.0013 (14)
O1B'	0.0287 (18)	0.0278 (13)	0.0371 (19)	0.0048 (13)	0.0167 (14)	0.0105 (13)
O2B'	0.031 (2)	0.0245 (14)	0.043 (2)	0.0056 (13)	0.0186 (19)	0.0058 (13)
P01A	0.0188 (4)	0.0240 (5)	0.0222 (4)	0.0021 (3)	0.0049 (3)	0.0042 (3)
O11A	0.0242 (11)	0.0202 (11)	0.0289 (12)	−0.0016 (9)	0.0047 (9)	0.0053 (9)
C11A	0.0150 (15)	0.0239 (17)	0.0212 (16)	0.0063 (12)	0.0078 (12)	−0.0005 (13)
C12A	0.0209 (16)	0.0262 (18)	0.0267 (18)	0.0055 (13)	0.0120 (14)	0.0028 (14)
C13A	0.0304 (18)	0.0343 (19)	0.0231 (18)	0.0086 (15)	0.0067 (14)	0.0067 (14)
C14A	0.0186 (17)	0.047 (2)	0.0225 (18)	0.0061 (15)	−0.0017 (13)	0.0016 (16)
C15A	0.0164 (16)	0.0286 (18)	0.0333 (19)	0.0000 (13)	0.0030 (14)	0.0036 (15)
C16A	0.0183 (16)	0.0261 (17)	0.0252 (17)	0.0057 (13)	0.0076 (13)	0.0053 (13)
C21A	0.0196 (15)	0.0223 (17)	0.0198 (16)	−0.0046 (13)	0.0016 (13)	−0.0008 (13)
C22A	0.0359 (19)	0.0270 (18)	0.0290 (18)	0.0097 (14)	0.0103 (15)	0.0048 (14)
C23A	0.040 (2)	0.039 (2)	0.033 (2)	0.0056 (16)	0.0192 (16)	−0.0026 (17)
C24A	0.0374 (19)	0.038 (2)	0.0220 (18)	−0.0079 (16)	0.0112 (15)	0.0013 (15)
C25A	0.0335 (19)	0.038 (2)	0.0299 (19)	0.0033 (15)	0.0058 (15)	0.0118 (15)
C26A	0.0249 (17)	0.0359 (19)	0.0289 (18)	0.0022 (14)	0.0099 (14)	0.0075 (15)
C31A	0.0220 (16)	0.0252 (17)	0.0176 (16)	0.0029 (13)	0.0030 (13)	0.0056 (13)
C32A	0.0241 (17)	0.0296 (18)	0.0210 (17)	0.0019 (14)	0.0052 (13)	0.0073 (14)
C33A	0.0214 (16)	0.038 (2)	0.0300 (18)	0.0031 (14)	0.0072 (14)	0.0145 (15)
C34A	0.0248 (17)	0.034 (2)	0.0283 (18)	0.0120 (14)	0.0114 (14)	0.0103 (15)
C35A	0.0314 (18)	0.0244 (18)	0.0305 (18)	0.0055 (14)	0.0098 (15)	0.0060 (14)
C36A	0.0188 (16)	0.0328 (19)	0.0276 (18)	0.0030 (14)	0.0057 (13)	0.0067 (15)
P01B	0.0184 (4)	0.0227 (4)	0.0219 (4)	0.0016 (3)	0.0057 (3)	0.0039 (3)
O11B	0.0238 (11)	0.0211 (11)	0.0286 (11)	0.0029 (9)	0.0081 (9)	0.0038 (9)
C11B	0.0143 (15)	0.0247 (17)	0.0187 (16)	−0.0045 (12)	0.0010 (12)	0.0012 (13)
C12B	0.0147 (15)	0.0280 (18)	0.0229 (17)	0.0012 (12)	0.0036 (13)	0.0056 (14)
C13B	0.0236 (17)	0.046 (2)	0.0205 (17)	−0.0041 (15)	0.0014 (14)	0.0077 (15)
C14B	0.0214 (17)	0.046 (2)	0.0248 (18)	−0.0076 (15)	0.0068 (14)	−0.0034 (16)
C15B	0.0201 (16)	0.0308 (19)	0.0306 (19)	0.0032 (13)	0.0092 (14)	−0.0014 (15)
C16B	0.0180 (15)	0.0232 (17)	0.0264 (17)	0.0006 (13)	0.0032 (13)	0.0025 (14)
C21B	0.0223 (16)	0.0217 (16)	0.0191 (16)	0.0029 (13)	0.0080 (13)	0.0009 (13)
C22B	0.0307 (19)	0.0322 (19)	0.0296 (19)	−0.0046 (15)	0.0039 (15)	0.0077 (15)
C23B	0.0286 (18)	0.035 (2)	0.039 (2)	−0.0050 (15)	−0.0040 (16)	−0.0015 (17)
C24B	0.0354 (19)	0.035 (2)	0.0218 (17)	0.0099 (15)	0.0004 (15)	0.0019 (15)
C25B	0.0346 (19)	0.043 (2)	0.0276 (18)	0.0037 (16)	0.0052 (15)	0.0133 (16)
C26B	0.0239 (17)	0.038 (2)	0.0275 (18)	0.0009 (14)	0.0054 (14)	0.0084 (15)
C31B	0.0184 (15)	0.0263 (17)	0.0170 (16)	0.0020 (13)	0.0031 (12)	0.0048 (13)
C32B	0.0244 (17)	0.0261 (17)	0.0210 (16)	0.0049 (14)	0.0061 (13)	0.0096 (13)
C33B	0.0180 (16)	0.042 (2)	0.0295 (18)	0.0040 (15)	0.0076 (14)	0.0136 (16)
C34B	0.0194 (17)	0.041 (2)	0.0324 (19)	−0.0057 (14)	0.0023 (14)	0.0159 (16)
C35B	0.0305 (19)	0.0305 (19)	0.0320 (19)	−0.0041 (15)	0.0061 (15)	0.0081 (15)
C36B	0.0192 (16)	0.0303 (18)	0.0305 (18)	0.0029 (14)	0.0075 (14)	0.0053 (14)

Geometric parameters (Å, º)

C1A—O1A	1.436 (4)	C6B'—H6B4	0.9900
C1A—C6A	1.509 (5)	O1B'—H1B2	0.8400
C1A—C2A	1.510 (4)	O2B'—H2B2	0.8400
C1A—H1A	1.0000	P01A—O11A	1.4858 (19)
C2A—O2A	1.441 (4)	P01A—C21A	1.796 (3)
C2A—C3A	1.521 (4)	P01A—C31A	1.804 (3)
C2A—H2A	1.0000	P01A—C11A	1.806 (3)
C3A—C4A	1.531 (5)	C11A—C16A	1.395 (4)
C3A—H3A1	0.9900	C11A—C12A	1.397 (4)
C3A—H3A2	0.9900	C12A—C13A	1.382 (4)
C4A—C5A	1.526 (4)	C12A—H12A	0.9500
C4A—H4A1	0.9900	C13A—C14A	1.382 (4)
C4A—H4A2	0.9900	C13A—H13A	0.9500
C5A—C6A	1.519 (4)	C14A—C15A	1.375 (4)
C5A—H5A1	0.9900	C14A—H14A	0.9500
C5A—H5A2	0.9900	C15A—C16A	1.395 (4)
C6A—H6A1	0.9900	C15A—H15A	0.9500
C6A—H6A2	0.9900	C16A—H16A	0.9500
O1A—H1A1	0.8400	C21A—C26A	1.379 (4)
O2A—H2A1	0.8400	C21A—C22A	1.396 (4)
C1A'—O1A'	1.438 (6)	C22A—C23A	1.386 (4)
C1A'—C6A'	1.510 (7)	C22A—H22A	0.9500
C1A'—C2A'	1.512 (6)	C23A—C24A	1.383 (4)
C1A'—H1A'	1.0000	C23A—H23A	0.9500
C2A'—O2A'	1.441 (6)	C24A—C25A	1.375 (4)
C2A'—C3A'	1.526 (6)	C24A—H24A	0.9500
C2A'—H2A'	1.0000	C25A—C26A	1.397 (4)
C3A'—C4A'	1.534 (7)	C25A—H25A	0.9500
C3A'—H3A3	0.9900	C26A—H26A	0.9500
C3A'—H3A4	0.9900	C31A—C36A	1.386 (4)
C4A'—C5A'	1.526 (6)	C31A—C32A	1.396 (4)
C4A'—H4A3	0.9900	C32A—C33A	1.387 (4)
C4A'—H4A4	0.9900	C32A—H32A	0.9500
C5A'—C6A'	1.513 (6)	C33A—C34A	1.381 (4)
C5A'—H5A3	0.9900	C33A—H33A	0.9500
C5A'—H5A4	0.9900	C34A—C35A	1.386 (4)
C6A'—H6A3	0.9900	C34A—H34A	0.9500
C6A'—H6A4	0.9900	C35A—C36A	1.389 (4)
O1A'—H1A2	0.8400	C35A—H35A	0.9500
O2A'—H2A2	0.8400	C36A—H36A	0.9500
C1B—O1B	1.438 (4)	P01B—O11B	1.4813 (19)
C1B—C2B	1.502 (4)	P01B—C21B	1.797 (3)
C1B—C6B	1.520 (4)	P01B—C11B	1.808 (3)
C1B—H1B	1.0000	P01B—C31B	1.809 (3)
C2B—O2B	1.434 (4)	C11B—C12B	1.393 (4)
C2B—C3B	1.520 (4)	C11B—C16B	1.393 (4)
C2B—H2B	1.0000	C12B—C13B	1.393 (4)
C3B—C4B	1.528 (4)	C12B—H12B	0.9500
C3B—H3B1	0.9900	C13B—C14B	1.372 (4)
C3B—H3B2	0.9900	C13B—H13B	0.9500
C4B—C5B	1.521 (4)	C14B—C15B	1.385 (4)
C4B—H4B1	0.9900	C14B—H14B	0.9500
C4B—H4B2	0.9900	C15B—C16B	1.390 (4)
C5B—C6B	1.509 (4)	C15B—H15B	0.9500
C5B—H5B1	0.9900	C16B—H16B	0.9500
C5B—H5B2	0.9900	C21B—C26B	1.379 (4)
C6B—H6B1	0.9900	C21B—C22B	1.394 (4)
C6B—H6B2	0.9900	C22B—C23B	1.390 (4)
O1B—H1B1	0.8400	C22B—H22B	0.9500
O2B—H2B1	0.8400	C23B—C24B	1.379 (4)
C1B'—O1B'	1.436 (7)	C23B—H23B	0.9500
C1B'—C2B'	1.506 (6)	C24B—C25B	1.377 (4)
C1B'—C6B'	1.520 (7)	C24B—H24B	0.9500
C1B'—H1B'	1.0000	C25B—C26B	1.392 (4)
C2B'—O2B'	1.435 (7)	C25B—H25B	0.9500
C2B'—C3B'	1.521 (6)	C26B—H26B	0.9500
C2B'—H2B'	1.0000	C31B—C32B	1.384 (4)
C3B'—C4B'	1.527 (7)	C31B—C36B	1.389 (4)
C3B'—H3B3	0.9900	C32B—C33B	1.392 (4)
C3B'—H3B4	0.9900	C32B—H32B	0.9500
C4B'—C5B'	1.519 (6)	C33B—C34B	1.375 (4)
C4B'—H4B3	0.9900	C33B—H33B	0.9500
C4B'—H4B4	0.9900	C34B—C35B	1.379 (4)
C5B'—C6B'	1.506 (6)	C34B—H34B	0.9500
C5B'—H5B3	0.9900	C35B—C36B	1.390 (4)
C5B'—H5B4	0.9900	C35B—H35B	0.9500
C6B'—H6B3	0.9900	C36B—H36B	0.9500
O1A—C1A—C6A	112.2 (3)	C6B'—C5B'—C4B'	111.5 (8)
O1A—C1A—C2A	107.4 (3)	C6B'—C5B'—H5B3	109.3
C6A—C1A—C2A	111.2 (3)	C4B'—C5B'—H5B3	109.3
O1A—C1A—H1A	108.6	C6B'—C5B'—H5B4	109.3
C6A—C1A—H1A	108.6	C4B'—C5B'—H5B4	109.3
C2A—C1A—H1A	108.6	H5B3—C5B'—H5B4	108.0
O2A—C2A—C1A	110.9 (3)	C5B'—C6B'—C1B'	111.3 (8)
O2A—C2A—C3A	108.3 (3)	C5B'—C6B'—H6B3	109.4
C1A—C2A—C3A	110.5 (3)	C1B'—C6B'—H6B3	109.4
O2A—C2A—H2A	109.0	C5B'—C6B'—H6B4	109.4
C1A—C2A—H2A	109.0	C1B'—C6B'—H6B4	109.4
C3A—C2A—H2A	109.0	H6B3—C6B'—H6B4	108.0
C2A—C3A—C4A	110.7 (3)	C1B'—O1B'—H1B2	109.5
C2A—C3A—H3A1	109.5	C2B'—O2B'—H2B2	109.5
C4A—C3A—H3A1	109.5	O11A—P01A—C21A	114.17 (12)
C2A—C3A—H3A2	109.5	O11A—P01A—C31A	111.69 (12)
C4A—C3A—H3A2	109.5	C21A—P01A—C31A	106.27 (13)
H3A1—C3A—H3A2	108.1	O11A—P01A—C11A	111.84 (12)
C5A—C4A—C3A	111.2 (3)	C21A—P01A—C11A	105.95 (12)
C5A—C4A—H4A1	109.4	C31A—P01A—C11A	106.40 (12)
C3A—C4A—H4A1	109.4	C16A—C11A—C12A	119.6 (3)
C5A—C4A—H4A2	109.4	C16A—C11A—P01A	123.2 (2)
C3A—C4A—H4A2	109.4	C12A—C11A—P01A	117.2 (2)
H4A1—C4A—H4A2	108.0	C13A—C12A—C11A	120.2 (3)
C6A—C5A—C4A	110.0 (3)	C13A—C12A—H12A	119.9
C6A—C5A—H5A1	109.7	C11A—C12A—H12A	119.9
C4A—C5A—H5A1	109.7	C12A—C13A—C14A	120.2 (3)
C6A—C5A—H5A2	109.7	C12A—C13A—H13A	119.9
C4A—C5A—H5A2	109.7	C14A—C13A—H13A	119.9
H5A1—C5A—H5A2	108.2	C15A—C14A—C13A	120.0 (3)
C1A—C6A—C5A	111.4 (4)	C15A—C14A—H14A	120.0
C1A—C6A—H6A1	109.4	C13A—C14A—H14A	120.0
C5A—C6A—H6A1	109.4	C14A—C15A—C16A	120.9 (3)
C1A—C6A—H6A2	109.4	C14A—C15A—H15A	119.6
C5A—C6A—H6A2	109.4	C16A—C15A—H15A	119.6
H6A1—C6A—H6A2	108.0	C15A—C16A—C11A	119.1 (3)
O1A'—C1A'—C6A'	111.0 (8)	C15A—C16A—H16A	120.4
O1A'—C1A'—C2A'	107.9 (7)	C11A—C16A—H16A	120.4
C6A'—C1A'—C2A'	111.5 (8)	C26A—C21A—C22A	118.5 (3)
O1A'—C1A'—H1A'	108.8	C26A—C21A—P01A	123.3 (2)
C6A'—C1A'—H1A'	108.8	C22A—C21A—P01A	118.1 (2)
C2A'—C1A'—H1A'	108.8	C23A—C22A—C21A	120.5 (3)
O2A'—C2A'—C1A'	111.1 (8)	C23A—C22A—H22A	119.8
O2A'—C2A'—C3A'	107.7 (7)	C21A—C22A—H22A	119.8
C1A'—C2A'—C3A'	110.0 (7)	C24A—C23A—C22A	120.2 (3)
O2A'—C2A'—H2A'	109.3	C24A—C23A—H23A	119.9
C1A'—C2A'—H2A'	109.3	C22A—C23A—H23A	119.9
C3A'—C2A'—H2A'	109.3	C25A—C24A—C23A	120.0 (3)
C2A'—C3A'—C4A'	109.8 (7)	C25A—C24A—H24A	120.0
C2A'—C3A'—H3A3	109.7	C23A—C24A—H24A	120.0
C4A'—C3A'—H3A3	109.7	C24A—C25A—C26A	119.7 (3)
C2A'—C3A'—H3A4	109.7	C24A—C25A—H25A	120.2
C4A'—C3A'—H3A4	109.7	C26A—C25A—H25A	120.2
H3A3—C3A'—H3A4	108.2	C21A—C26A—C25A	121.1 (3)
C5A'—C4A'—C3A'	109.8 (7)	C21A—C26A—H26A	119.5
C5A'—C4A'—H4A3	109.7	C25A—C26A—H26A	119.5
C3A'—C4A'—H4A3	109.7	C36A—C31A—C32A	118.8 (3)
C5A'—C4A'—H4A4	109.7	C36A—C31A—P01A	123.3 (2)
C3A'—C4A'—H4A4	109.7	C32A—C31A—P01A	117.9 (2)
H4A3—C4A'—H4A4	108.2	C33A—C32A—C31A	120.5 (3)
C6A'—C5A'—C4A'	110.2 (7)	C33A—C32A—H32A	119.7
C6A'—C5A'—H5A3	109.6	C31A—C32A—H32A	119.7
C4A'—C5A'—H5A3	109.6	C34A—C33A—C32A	120.1 (3)
C6A'—C5A'—H5A4	109.6	C34A—C33A—H33A	120.0
C4A'—C5A'—H5A4	109.6	C32A—C33A—H33A	120.0
H5A3—C5A'—H5A4	108.1	C33A—C34A—C35A	119.9 (3)
C1A'—C6A'—C5A'	111.5 (8)	C33A—C34A—H34A	120.1
C1A'—C6A'—H6A3	109.3	C35A—C34A—H34A	120.1
C5A'—C6A'—H6A3	109.3	C34A—C35A—C36A	120.1 (3)
C1A'—C6A'—H6A4	109.3	C34A—C35A—H35A	120.0
C5A'—C6A'—H6A4	109.3	C36A—C35A—H35A	120.0
H6A3—C6A'—H6A4	108.0	C31A—C36A—C35A	120.6 (3)
C1A'—O1A'—H1A2	109.5	C31A—C36A—H36A	119.7
C2A'—O2A'—H2A2	109.5	C35A—C36A—H36A	119.7
O1B—C1B—C2B	111.3 (3)	O11B—P01B—C21B	114.03 (12)
O1B—C1B—C6B	108.1 (3)	O11B—P01B—C11B	111.53 (12)
C2B—C1B—C6B	111.5 (3)	C21B—P01B—C11B	105.89 (12)
O1B—C1B—H1B	108.6	O11B—P01B—C31B	111.69 (12)
C2B—C1B—H1B	108.6	C21B—P01B—C31B	106.33 (13)
C6B—C1B—H1B	108.6	C11B—P01B—C31B	106.90 (12)
O2B—C2B—C1B	107.8 (3)	C12B—C11B—C16B	119.9 (3)
O2B—C2B—C3B	111.9 (3)	C12B—C11B—P01B	117.1 (2)
C1B—C2B—C3B	110.6 (3)	C16B—C11B—P01B	123.0 (2)
O2B—C2B—H2B	108.8	C13B—C12B—C11B	119.9 (3)
C1B—C2B—H2B	108.8	C13B—C12B—H12B	120.0
C3B—C2B—H2B	108.8	C11B—C12B—H12B	120.0
C2B—C3B—C4B	110.6 (3)	C14B—C13B—C12B	120.2 (3)
C2B—C3B—H3B1	109.5	C14B—C13B—H13B	119.9
C4B—C3B—H3B1	109.5	C12B—C13B—H13B	119.9
C2B—C3B—H3B2	109.5	C13B—C14B—C15B	120.0 (3)
C4B—C3B—H3B2	109.5	C13B—C14B—H14B	120.0
H3B1—C3B—H3B2	108.1	C15B—C14B—H14B	120.0
C5B—C4B—C3B	111.0 (3)	C14B—C15B—C16B	120.8 (3)
C5B—C4B—H4B1	109.4	C14B—C15B—H15B	119.6
C3B—C4B—H4B1	109.4	C16B—C15B—H15B	119.6
C5B—C4B—H4B2	109.4	C15B—C16B—C11B	119.1 (3)
C3B—C4B—H4B2	109.4	C15B—C16B—H16B	120.4
H4B1—C4B—H4B2	108.0	C11B—C16B—H16B	120.4
C6B—C5B—C4B	111.6 (3)	C26B—C21B—C22B	118.7 (3)
C6B—C5B—H5B1	109.3	C26B—C21B—P01B	123.2 (2)
C4B—C5B—H5B1	109.3	C22B—C21B—P01B	118.0 (2)
C6B—C5B—H5B2	109.3	C23B—C22B—C21B	120.1 (3)
C4B—C5B—H5B2	109.3	C23B—C22B—H22B	119.9
H5B1—C5B—H5B2	108.0	C21B—C22B—H22B	119.9
C5B—C6B—C1B	111.4 (3)	C24B—C23B—C22B	120.6 (3)
C5B—C6B—H6B1	109.3	C24B—C23B—H23B	119.7
C1B—C6B—H6B1	109.3	C22B—C23B—H23B	119.7
C5B—C6B—H6B2	109.3	C25B—C24B—C23B	119.5 (3)
C1B—C6B—H6B2	109.3	C25B—C24B—H24B	120.2
H6B1—C6B—H6B2	108.0	C23B—C24B—H24B	120.2
O1B'—C1B'—C2B'	111.2 (9)	C24B—C25B—C26B	120.0 (3)
O1B'—C1B'—C6B'	108.7 (9)	C24B—C25B—H25B	120.0
C2B'—C1B'—C6B'	111.0 (8)	C26B—C25B—H25B	120.0
O1B'—C1B'—H1B'	108.6	C21B—C26B—C25B	121.1 (3)
C2B'—C1B'—H1B'	108.6	C21B—C26B—H26B	119.5
C6B'—C1B'—H1B'	108.6	C25B—C26B—H26B	119.5
O2B'—C2B'—C1B'	107.5 (9)	C32B—C31B—C36B	119.0 (3)
O2B'—C2B'—C3B'	111.7 (9)	C32B—C31B—P01B	118.0 (2)
C1B'—C2B'—C3B'	110.7 (8)	C36B—C31B—P01B	123.1 (2)
O2B'—C2B'—H2B'	109.0	C31B—C32B—C33B	120.7 (3)
C1B'—C2B'—H2B'	109.0	C31B—C32B—H32B	119.7
C3B'—C2B'—H2B'	109.0	C33B—C32B—H32B	119.7
C2B'—C3B'—C4B'	110.8 (8)	C34B—C33B—C32B	119.8 (3)
C2B'—C3B'—H3B3	109.5	C34B—C33B—H33B	120.1
C4B'—C3B'—H3B3	109.5	C32B—C33B—H33B	120.1
C2B'—C3B'—H3B4	109.5	C33B—C34B—C35B	120.2 (3)
C4B'—C3B'—H3B4	109.5	C33B—C34B—H34B	119.9
H3B3—C3B'—H3B4	108.1	C35B—C34B—H34B	119.9
C5B'—C4B'—C3B'	111.3 (9)	C34B—C35B—C36B	120.0 (3)
C5B'—C4B'—H4B3	109.4	C34B—C35B—H35B	120.0
C3B'—C4B'—H4B3	109.4	C36B—C35B—H35B	120.0
C5B'—C4B'—H4B4	109.4	C31B—C36B—C35B	120.3 (3)
C3B'—C4B'—H4B4	109.4	C31B—C36B—H36B	119.8
H4B3—C4B'—H4B4	108.0	C35B—C36B—H36B	119.8
O1A—C1A—C2A—O2A	59.7 (5)	C26A—C21A—C22A—C23A	1.0 (4)
C6A—C1A—C2A—O2A	−177.2 (3)	P01A—C21A—C22A—C23A	−176.0 (2)
O1A—C1A—C2A—C3A	179.8 (3)	C21A—C22A—C23A—C24A	0.2 (5)
C6A—C1A—C2A—C3A	−57.1 (6)	C22A—C23A—C24A—C25A	−1.5 (5)
O2A—C2A—C3A—C4A	177.9 (3)	C23A—C24A—C25A—C26A	1.5 (5)
C1A—C2A—C3A—C4A	56.3 (6)	C22A—C21A—C26A—C25A	−1.1 (4)
C2A—C3A—C4A—C5A	−56.1 (6)	P01A—C21A—C26A—C25A	175.9 (2)
C3A—C4A—C5A—C6A	55.6 (6)	C24A—C25A—C26A—C21A	−0.2 (4)
O1A—C1A—C6A—C5A	177.9 (3)	O11A—P01A—C31A—C36A	−158.6 (2)
C2A—C1A—C6A—C5A	57.6 (7)	C21A—P01A—C31A—C36A	76.3 (3)
C4A—C5A—C6A—C1A	−56.3 (7)	C11A—P01A—C31A—C36A	−36.3 (3)
O1A'—C1A'—C2A'—O2A'	−61.9 (13)	O11A—P01A—C31A—C32A	20.0 (3)
C6A'—C1A'—C2A'—O2A'	176.0 (13)	C21A—P01A—C31A—C32A	−105.1 (2)
O1A'—C1A'—C2A'—C3A'	178.9 (11)	C11A—P01A—C31A—C32A	142.3 (2)
C6A'—C1A'—C2A'—C3A'	56.8 (14)	C36A—C31A—C32A—C33A	1.3 (4)
O2A'—C2A'—C3A'—C4A'	−179.5 (13)	P01A—C31A—C32A—C33A	−177.3 (2)
C1A'—C2A'—C3A'—C4A'	−58.3 (13)	C31A—C32A—C33A—C34A	−1.1 (4)
C2A'—C3A'—C4A'—C5A'	59.1 (16)	C32A—C33A—C34A—C35A	−0.3 (4)
C3A'—C4A'—C5A'—C6A'	−57.8 (15)	C33A—C34A—C35A—C36A	1.5 (4)
O1A'—C1A'—C6A'—C5A'	−176.5 (14)	C32A—C31A—C36A—C35A	−0.2 (4)
C2A'—C1A'—C6A'—C5A'	−56.2 (19)	P01A—C31A—C36A—C35A	178.4 (2)
C4A'—C5A'—C6A'—C1A'	56.4 (17)	C34A—C35A—C36A—C31A	−1.2 (4)
O1B—C1B—C2B—O2B	59.5 (5)	O11B—P01B—C11B—C12B	−22.6 (2)
C6B—C1B—C2B—O2B	−179.8 (3)	C21B—P01B—C11B—C12B	−147.1 (2)
O1B—C1B—C2B—C3B	−177.8 (2)	C31B—P01B—C11B—C12B	99.8 (2)
C6B—C1B—C2B—C3B	−57.1 (5)	O11B—P01B—C11B—C16B	158.8 (2)
O2B—C2B—C3B—C4B	177.5 (3)	C21B—P01B—C11B—C16B	34.2 (3)
C1B—C2B—C3B—C4B	57.2 (6)	C31B—P01B—C11B—C16B	−78.9 (2)
C2B—C3B—C4B—C5B	−55.8 (6)	C16B—C11B—C12B—C13B	0.2 (4)
C3B—C4B—C5B—C6B	54.4 (7)	P01B—C11B—C12B—C13B	−178.5 (2)
C4B—C5B—C6B—C1B	−54.0 (6)	C11B—C12B—C13B—C14B	1.4 (4)
O1B—C1B—C6B—C5B	178.2 (3)	C12B—C13B—C14B—C15B	−1.9 (4)
C2B—C1B—C6B—C5B	55.5 (6)	C13B—C14B—C15B—C16B	0.9 (4)
O1B'—C1B'—C2B'—O2B'	−59.3 (18)	C14B—C15B—C16B—C11B	0.7 (4)
C6B'—C1B'—C2B'—O2B'	179.6 (17)	C12B—C11B—C16B—C15B	−1.2 (4)
O1B'—C1B'—C2B'—C3B'	178.5 (14)	P01B—C11B—C16B—C15B	177.4 (2)
C6B'—C1B'—C2B'—C3B'	57.4 (15)	O11B—P01B—C21B—C26B	113.4 (2)
O2B'—C2B'—C3B'—C4B'	−176.3 (18)	C11B—P01B—C21B—C26B	−123.6 (2)
C1B'—C2B'—C3B'—C4B'	−56.5 (17)	C31B—P01B—C21B—C26B	−10.1 (3)
C2B'—C3B'—C4B'—C5B'	55 (2)	O11B—P01B—C21B—C22B	−63.1 (2)
C3B'—C4B'—C5B'—C6B'	−54 (2)	C11B—P01B—C21B—C22B	59.9 (2)
C4B'—C5B'—C6B'—C1B'	55.1 (18)	C31B—P01B—C21B—C22B	173.4 (2)
O1B'—C1B'—C6B'—C5B'	−179.4 (17)	C26B—C21B—C22B—C23B	−0.7 (4)
C2B'—C1B'—C6B'—C5B'	−57 (2)	P01B—C21B—C22B—C23B	176.0 (2)
O11A—P01A—C11A—C16A	−158.4 (2)	C21B—C22B—C23B—C24B	0.2 (5)
C21A—P01A—C11A—C16A	−33.4 (3)	C22B—C23B—C24B—C25B	0.6 (4)
C31A—P01A—C11A—C16A	79.4 (2)	C23B—C24B—C25B—C26B	−0.8 (4)
O11A—P01A—C11A—C12A	22.9 (2)	C22B—C21B—C26B—C25B	0.5 (4)
C21A—P01A—C11A—C12A	147.9 (2)	P01B—C21B—C26B—C25B	−176.1 (2)
C31A—P01A—C11A—C12A	−99.3 (2)	C24B—C25B—C26B—C21B	0.3 (4)
C16A—C11A—C12A—C13A	−1.1 (4)	O11B—P01B—C31B—C32B	−22.1 (2)
P01A—C11A—C12A—C13A	177.7 (2)	C21B—P01B—C31B—C32B	102.8 (2)
C11A—C12A—C13A—C14A	−0.2 (4)	C11B—P01B—C31B—C32B	−144.4 (2)
C12A—C13A—C14A—C15A	0.8 (4)	O11B—P01B—C31B—C36B	158.2 (2)
C13A—C14A—C15A—C16A	−0.1 (4)	C21B—P01B—C31B—C36B	−76.8 (3)
C14A—C15A—C16A—C11A	−1.2 (4)	C11B—P01B—C31B—C36B	35.9 (3)
C12A—C11A—C16A—C15A	1.7 (4)	C36B—C31B—C32B—C33B	−1.8 (4)
P01A—C11A—C16A—C15A	−176.96 (19)	P01B—C31B—C32B—C33B	178.5 (2)
O11A—P01A—C21A—C26A	−114.5 (2)	C31B—C32B—C33B—C34B	1.1 (4)
C31A—P01A—C21A—C26A	9.0 (3)	C32B—C33B—C34B—C35B	0.3 (4)
C11A—P01A—C21A—C26A	121.9 (2)	C33B—C34B—C35B—C36B	−1.0 (4)
O11A—P01A—C21A—C22A	62.4 (2)	C32B—C31B—C36B—C35B	1.1 (4)
C31A—P01A—C21A—C22A	−174.0 (2)	P01B—C31B—C36B—C35B	−179.2 (2)
C11A—P01A—C21A—C22A	−61.1 (2)	C34B—C35B—C36B—C31B	0.3 (4)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1A—H1A1···O1B^i	0.84	1.91	2.732 (5)	165
O2A—H2A1···O1A^ii	0.84	1.91	2.708 (5)	159
O1B—H1B1···O2B^i	0.84	1.98	2.765 (4)	155
O2B—H2B1···O2A^ii	0.84	1.92	2.752 (5)	171
O1A′—H1A2···O2A′^ii	0.84	2.10	2.77 (2)	136
O2A′—H2A2···O2B′^ii	0.84	1.77	2.58 (3)	162
O1B′—H1B2···O1A′^i	0.84	2.02	2.84 (3)	169

Symmetry codes: (i) −x+1, −y+1, −z; (ii) −x+1, −y, −z.

(ethanol90Ktri) 1:1 rac-1,2-cyclohexanediol triphenylphosphine oxide

Crystal data

C6H12O2·C18H15OP	Z = 4
Mr = 394.43	F(000) = 840
Triclinic, P1	Dx = 1.270 Mg m^−3
a = 9.273 (1) Å	Mo Kα radiation, λ = 0.71073 Å
b = 10.919 (1) Å	Cell parameters from 9409 reflections
c = 21.262 (2) Å	θ = 1.0–27.5°
α = 100.66 (1)°	µ = 0.16 mm^−1
β = 102.56 (1)°	T = 90 K
γ = 90.23 (1)°	Lath, colorless
V = 2062.8 (4) Å^3	0.25 × 0.20 × 0.12 mm

Data collection

Nonius KappaCCD diffractometer	7244 independent reflections
Radiation source: fine-focus sealed tube	4413 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.065
Detector resolution: 10 pixels mm^-1	θmax = 25.0°, θmin = 1.0°
1.0° ω scans at fixed χ = 55°	h = −11→11
Absorption correction: multi-scan DENZO-SMN (Otwinowski & Minor, 1997)	k = −12→12
Tmin = 0.96, Tmax = 0.98	l = −25→25
14485 measured reflections

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)] = 0.049	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.116	H-atom parameters constrained
S = 1.00	w = 1/[σ^2(Fo^2) + (0.0514P)^2] where P = (Fo^2 + 2Fc^2)/3
7244 reflections	(Δ/σ)max = 0.001
564 parameters	Δρmax = 0.30 e Å^−3
148 restraints	Δρmin = −0.29 e Å^−3

Special details

Experimental. The crystal-to-detector distance was 45 mm. Each frame was measured for 15 s. The number of scan sets measured was 9 the total number of frames measured was 1008.

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	Occ. (<1)
C1A	0.7769 (5)	0.0755 (4)	0.0373 (3)	0.0260 (15)	0.700 (5)
H1A	0.8291	0.0567	0.0003	0.031*	0.700 (5)
C2A	0.7472 (5)	−0.0451 (4)	0.0582 (3)	0.0234 (15)	0.700 (5)
H2A	0.6915	−0.0278	0.0940	0.028*	0.700 (5)
C3A	0.8917 (5)	−0.1042 (5)	0.0834 (3)	0.0288 (15)	0.700 (5)
H3A1	0.9441	−0.1272	0.0473	0.035*	0.700 (5)
H3A2	0.8704	−0.1812	0.0987	0.035*	0.700 (5)
C4A	0.9903 (7)	−0.0126 (5)	0.1401 (4)	0.0310 (18)	0.700 (5)
H4A1	0.9417	0.0040	0.1777	0.037*	0.700 (5)
H4A2	1.0857	−0.0506	0.1546	0.037*	0.700 (5)
C5A	1.0190 (5)	0.1097 (5)	0.1193 (3)	0.0305 (13)	0.700 (5)
H5A1	1.0773	0.1690	0.1574	0.037*	0.700 (5)
H5A2	1.0773	0.0947	0.0850	0.037*	0.700 (5)
C6A	0.8744 (7)	0.1656 (5)	0.0931 (4)	0.0281 (17)	0.700 (5)
H6A1	0.8214	0.1888	0.1290	0.034*	0.700 (5)
H6A2	0.8950	0.2425	0.0776	0.034*	0.700 (5)
O1A	0.6375 (4)	0.1265 (5)	0.0137 (2)	0.0261 (11)	0.700 (5)
H1A1	0.6518	0.1989	0.0075	0.039*	0.700 (5)
O2A	0.6604 (6)	−0.1319 (5)	0.0035 (3)	0.0312 (16)	0.700 (5)
H2A1	0.5708	−0.1149	−0.0014	0.047*	0.700 (5)
C1A'	0.7470 (12)	0.0894 (9)	0.0542 (5)	0.0260 (15)	0.300 (5)
H1A'	0.6826	0.1056	0.0867	0.031*	0.300 (5)
C2A'	0.7722 (12)	−0.0483 (9)	0.0406 (6)	0.0234 (15)	0.300 (5)
H2A'	0.8311	−0.0655	0.0059	0.028*	0.300 (5)
C3A'	0.8576 (13)	−0.0897 (10)	0.1022 (6)	0.0288 (15)	0.300 (5)
H3A3	0.8756	−0.1798	0.0921	0.035*	0.300 (5)
H3A4	0.7989	−0.0763	0.1364	0.035*	0.300 (5)
C4A'	1.0063 (15)	−0.0144 (11)	0.1276 (10)	0.0310 (18)	0.300 (5)
H4A3	1.0619	−0.0411	0.1678	0.037*	0.300 (5)
H4A4	1.0665	−0.0300	0.0940	0.037*	0.300 (5)
C5A'	0.9780 (13)	0.1244 (11)	0.1430 (5)	0.0305 (13)	0.300 (5)
H5A3	0.9222	0.1404	0.1782	0.037*	0.300 (5)
H5A4	1.0735	0.1730	0.1587	0.037*	0.300 (5)
C6A'	0.8910 (19)	0.1656 (11)	0.0825 (10)	0.0281 (17)	0.300 (5)
H6A3	0.9513	0.1572	0.0489	0.034*	0.300 (5)
H6A4	0.8695	0.2548	0.0937	0.034*	0.300 (5)
O1A'	0.6718 (11)	0.1260 (12)	−0.0055 (5)	0.0261 (11)	0.300 (5)
H1A2	0.5910	0.0847	−0.0202	0.039*	0.300 (5)
O2A'	0.6335 (14)	−0.1192 (13)	0.0173 (8)	0.0312 (16)	0.300 (5)
H2A2	0.6483	−0.1953	0.0164	0.047*	0.300 (5)
C1B	0.3076 (6)	0.5896 (4)	0.0522 (2)	0.0233 (13)	0.759 (6)
H1B	0.4043	0.6069	0.0848	0.028*	0.759 (6)
C2B	0.2694 (6)	0.4522 (4)	0.0404 (3)	0.0258 (14)	0.759 (6)
H2B	0.1743	0.4340	0.0068	0.031*	0.759 (6)
C3B	0.2485 (6)	0.4125 (5)	0.1027 (3)	0.0328 (15)	0.759 (6)
H3B1	0.3432	0.4250	0.1358	0.039*	0.759 (6)
H3B2	0.2184	0.3227	0.0931	0.039*	0.759 (6)
C4B	0.1306 (11)	0.4882 (5)	0.1302 (4)	0.0377 (15)	0.759 (6)
H4B1	0.0334	0.4673	0.0994	0.045*	0.759 (6)
H4B2	0.1238	0.4655	0.1725	0.045*	0.759 (6)
C5B	0.1653 (6)	0.6271 (5)	0.1408 (2)	0.0327 (13)	0.759 (6)
H5B1	0.0815	0.6727	0.1542	0.039*	0.759 (6)
H5B2	0.2538	0.6500	0.1770	0.039*	0.759 (6)
C6B	0.1930 (8)	0.6664 (5)	0.0801 (3)	0.0272 (16)	0.759 (6)
H6B1	0.2267	0.7554	0.0909	0.033*	0.759 (6)
H6B2	0.0992	0.6576	0.0465	0.033*	0.759 (6)
O1B	0.3239 (5)	0.6272 (5)	−0.0071 (2)	0.0315 (12)	0.759 (6)
H1B1	0.4047	0.6033	−0.0158	0.047*	0.759 (6)
O2B	0.3828 (10)	0.3853 (5)	0.0147 (4)	0.035 (2)	0.759 (6)
H2B1	0.3592	0.3086	0.0053	0.053*	0.759 (6)
C1B'	0.2625 (16)	0.5741 (12)	0.0376 (7)	0.0233 (13)	0.241 (6)
H1B'	0.1734	0.5538	0.0006	0.028*	0.241 (6)
C2B'	0.3127 (16)	0.4547 (12)	0.0594 (7)	0.0258 (14)	0.241 (6)
H2B'	0.4026	0.4752	0.0959	0.031*	0.241 (6)
C3B'	0.1952 (19)	0.3955 (12)	0.0853 (9)	0.0328 (15)	0.241 (6)
H3B3	0.2347	0.3214	0.1027	0.039*	0.241 (6)
H3B4	0.1086	0.3672	0.0488	0.039*	0.241 (6)
C4B'	0.146 (3)	0.4866 (17)	0.1393 (12)	0.0377 (15)	0.241 (6)
H4B3	0.0622	0.4479	0.1516	0.045*	0.241 (6)
H4B4	0.2286	0.5040	0.1786	0.045*	0.241 (6)
C5B'	0.1001 (16)	0.6081 (15)	0.1178 (8)	0.0327 (13)	0.241 (6)
H5B3	0.0086	0.5925	0.0828	0.039*	0.241 (6)
H5B4	0.0783	0.6675	0.1554	0.039*	0.241 (6)
C6B'	0.220 (3)	0.6647 (12)	0.0927 (11)	0.0272 (16)	0.241 (6)
H6B3	0.3078	0.6886	0.1290	0.033*	0.241 (6)
H6B4	0.1843	0.7412	0.0767	0.033*	0.241 (6)
O1B'	0.3760 (15)	0.6294 (15)	0.0141 (7)	0.0315 (12)	0.241 (6)
H1B2	0.3548	0.7026	0.0099	0.047*	0.241 (6)
O2B'	0.354 (4)	0.3729 (18)	0.0061 (15)	0.035 (2)	0.241 (6)
H2B2	0.2918	0.3758	−0.0289	0.053*	0.241 (6)
P01A	0.78802 (10)	0.16277 (9)	0.33636 (4)	0.0212 (2)
O11A	0.8443 (2)	0.2930 (2)	0.34173 (10)	0.0237 (6)
C11A	0.6319 (4)	0.1191 (3)	0.26769 (15)	0.0203 (8)
C12A	0.6176 (4)	0.1855 (3)	0.21659 (16)	0.0233 (9)
H12A	0.6858	0.2528	0.2198	0.028*
C13A	0.5041 (4)	0.1533 (4)	0.16137 (17)	0.0313 (10)
H13A	0.4950	0.1981	0.1265	0.038*
C14A	0.4044 (4)	0.0567 (4)	0.15678 (18)	0.0336 (10)
H14A	0.3267	0.0350	0.1188	0.040*
C15A	0.4171 (4)	−0.0089 (3)	0.20729 (17)	0.0277 (9)
H15A	0.3485	−0.0761	0.2035	0.033*
C16A	0.5295 (3)	0.0225 (3)	0.26368 (16)	0.0229 (9)
H16A	0.5363	−0.0212	0.2988	0.027*
C21A	0.7267 (4)	0.1354 (3)	0.40729 (16)	0.0211 (8)
C22A	0.6075 (4)	0.2019 (3)	0.42426 (17)	0.0289 (9)
H22A	0.5575	0.2551	0.3969	0.035*
C23A	0.5627 (4)	0.1901 (4)	0.48066 (18)	0.0362 (10)
H23A	0.4823	0.2362	0.4920	0.043*
C24A	0.6323 (4)	0.1128 (3)	0.52070 (17)	0.0311 (10)
H24A	0.6007	0.1059	0.5596	0.037*
C25A	0.7479 (4)	0.0456 (4)	0.50419 (17)	0.0336 (10)
H25A	0.7961	−0.0086	0.5314	0.040*
C26A	0.7945 (4)	0.0571 (3)	0.44738 (16)	0.0283 (9)
H26A	0.8743	0.0101	0.4362	0.034*
C31A	0.9267 (4)	0.0523 (3)	0.32395 (16)	0.0227 (9)
C32A	1.0744 (4)	0.0945 (3)	0.34126 (16)	0.0240 (9)
H32A	1.0994	0.1797	0.3606	0.029*
C33A	1.1856 (4)	0.0139 (3)	0.33069 (16)	0.0269 (9)
H33A	1.2859	0.0442	0.3424	0.032*
C34A	1.1507 (4)	−0.1104 (3)	0.30317 (16)	0.0282 (9)
H34A	1.2267	−0.1652	0.2952	0.034*
C35A	1.0050 (4)	−0.1548 (3)	0.28724 (16)	0.0271 (9)
H35A	0.9809	−0.2408	0.2696	0.033*
C36A	0.8939 (4)	−0.0731 (3)	0.29711 (16)	0.0250 (9)
H36A	0.7937	−0.1036	0.2853	0.030*
P01B	0.54979 (10)	0.66149 (9)	0.33493 (4)	0.0211 (2)
O11B	0.4992 (2)	0.7910 (2)	0.34083 (10)	0.0244 (6)
C11B	0.6386 (3)	0.6195 (3)	0.26699 (15)	0.0185 (8)
C12B	0.6048 (4)	0.6880 (3)	0.21681 (15)	0.0221 (9)
H12B	0.5393	0.7544	0.2199	0.026*
C13B	0.6668 (4)	0.6591 (4)	0.16222 (17)	0.0302 (9)
H13B	0.6447	0.7068	0.1285	0.036*
C14B	0.7597 (4)	0.5621 (4)	0.15678 (18)	0.0328 (10)
H14B	0.7997	0.5412	0.1189	0.039*
C15B	0.7950 (4)	0.4948 (3)	0.20664 (17)	0.0276 (9)
H15B	0.8599	0.4282	0.2029	0.033*
C16B	0.7361 (3)	0.5239 (3)	0.26236 (16)	0.0231 (9)
H16B	0.7627	0.4785	0.2969	0.028*
C21B	0.6805 (4)	0.6338 (3)	0.40610 (15)	0.0197 (8)
C22B	0.8169 (4)	0.7003 (3)	0.42353 (17)	0.0303 (10)
H22B	0.8399	0.7542	0.3964	0.036*
C23B	0.9192 (4)	0.6880 (4)	0.48033 (18)	0.0369 (10)
H23B	1.0121	0.7329	0.4917	0.044*
C24B	0.8854 (4)	0.6105 (4)	0.52010 (17)	0.0321 (10)
H24B	0.9541	0.6036	0.5594	0.039*
C25B	0.7523 (4)	0.5433 (4)	0.50277 (17)	0.0328 (10)
H25B	0.7301	0.4888	0.5298	0.039*
C26B	0.6500 (4)	0.5547 (3)	0.44588 (16)	0.0286 (9)
H26B	0.5584	0.5078	0.4343	0.034*
C31B	0.3969 (3)	0.5490 (3)	0.32146 (15)	0.0195 (8)
C32B	0.2682 (4)	0.5905 (3)	0.33963 (15)	0.0216 (8)
H32B	0.2637	0.6753	0.3596	0.026*
C33B	0.1460 (4)	0.5096 (4)	0.32904 (16)	0.0286 (9)
H33B	0.0581	0.5390	0.3415	0.034*
C34B	0.1523 (4)	0.3865 (4)	0.30039 (16)	0.0288 (9)
H34B	0.0682	0.3313	0.2925	0.035*
C35B	0.2811 (4)	0.3429 (3)	0.28298 (17)	0.0294 (9)
H35B	0.2858	0.2575	0.2642	0.035*
C36B	0.4032 (4)	0.4240 (3)	0.29301 (16)	0.0264 (9)
H36B	0.4909	0.3943	0.2805	0.032*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1A	0.021 (3)	0.030 (2)	0.026 (3)	0.0064 (18)	0.005 (2)	0.005 (2)
C2A	0.020 (2)	0.0266 (19)	0.023 (3)	−0.0015 (17)	0.003 (2)	0.005 (2)
C3A	0.022 (3)	0.033 (2)	0.034 (3)	0.0058 (19)	0.007 (2)	0.010 (2)
C4A	0.025 (2)	0.047 (2)	0.021 (4)	0.0029 (18)	0.001 (2)	0.012 (2)
C5A	0.026 (3)	0.040 (2)	0.023 (3)	−0.001 (2)	0.004 (2)	0.002 (2)
C6A	0.023 (2)	0.027 (2)	0.034 (3)	0.0015 (16)	0.008 (2)	0.0014 (19)
O1A	0.019 (2)	0.0271 (17)	0.035 (3)	0.0024 (16)	0.0069 (16)	0.009 (2)
O2A	0.025 (2)	0.032 (2)	0.034 (3)	−0.0031 (18)	0.003 (2)	0.0018 (19)
C1A'	0.021 (3)	0.030 (2)	0.026 (3)	0.0064 (18)	0.005 (2)	0.005 (2)
C2A'	0.020 (2)	0.0266 (19)	0.023 (3)	−0.0015 (17)	0.003 (2)	0.005 (2)
C3A'	0.022 (3)	0.033 (2)	0.034 (3)	0.0058 (19)	0.007 (2)	0.010 (2)
C4A'	0.025 (2)	0.047 (2)	0.021 (4)	0.0029 (18)	0.001 (2)	0.012 (2)
C5A'	0.026 (3)	0.040 (2)	0.023 (3)	−0.001 (2)	0.004 (2)	0.002 (2)
C6A'	0.023 (2)	0.027 (2)	0.034 (3)	0.0015 (16)	0.008 (2)	0.0014 (19)
O1A'	0.019 (2)	0.0271 (17)	0.035 (3)	0.0024 (16)	0.0069 (16)	0.009 (2)
O2A'	0.025 (2)	0.032 (2)	0.034 (3)	−0.0031 (18)	0.003 (2)	0.0018 (19)
C1B	0.023 (3)	0.026 (2)	0.019 (3)	−0.005 (2)	0.004 (3)	0.0009 (19)
C2B	0.027 (3)	0.0266 (19)	0.027 (3)	0.007 (2)	0.012 (3)	0.006 (2)
C3B	0.035 (4)	0.035 (2)	0.034 (3)	0.007 (2)	0.015 (3)	0.013 (2)
C4B	0.042 (3)	0.047 (2)	0.034 (3)	0.012 (2)	0.023 (3)	0.017 (2)
C5B	0.035 (4)	0.041 (2)	0.024 (3)	0.009 (3)	0.012 (3)	0.005 (2)
C6B	0.026 (3)	0.026 (2)	0.029 (3)	0.0033 (19)	0.008 (3)	0.0021 (19)
O1B	0.035 (3)	0.0321 (18)	0.031 (3)	−0.004 (2)	0.016 (2)	0.006 (2)
O2B	0.041 (5)	0.031 (2)	0.039 (3)	0.013 (2)	0.020 (3)	0.0071 (19)
C1B'	0.023 (3)	0.026 (2)	0.019 (3)	−0.005 (2)	0.004 (3)	0.0009 (19)
C2B'	0.027 (3)	0.0266 (19)	0.027 (3)	0.007 (2)	0.012 (3)	0.006 (2)
C3B'	0.035 (4)	0.035 (2)	0.034 (3)	0.007 (2)	0.015 (3)	0.013 (2)
C4B'	0.042 (3)	0.047 (2)	0.034 (3)	0.012 (2)	0.023 (3)	0.017 (2)
C5B'	0.035 (4)	0.041 (2)	0.024 (3)	0.009 (3)	0.012 (3)	0.005 (2)
C6B'	0.026 (3)	0.026 (2)	0.029 (3)	0.0033 (19)	0.008 (3)	0.0021 (19)
O1B'	0.035 (3)	0.0321 (18)	0.031 (3)	−0.004 (2)	0.016 (2)	0.006 (2)
O2B'	0.041 (5)	0.031 (2)	0.039 (3)	0.013 (2)	0.020 (3)	0.0071 (19)
P01A	0.0185 (5)	0.0252 (6)	0.0198 (6)	0.0015 (4)	0.0040 (4)	0.0042 (4)
O11A	0.0238 (14)	0.0213 (15)	0.0253 (14)	−0.0022 (11)	0.0040 (11)	0.0046 (11)
C11A	0.018 (2)	0.026 (2)	0.015 (2)	0.0053 (16)	0.0038 (16)	0.0001 (17)
C12A	0.023 (2)	0.025 (2)	0.022 (2)	0.0029 (17)	0.0070 (17)	0.0045 (18)
C13A	0.034 (2)	0.042 (3)	0.020 (2)	0.008 (2)	0.0065 (19)	0.0107 (19)
C14A	0.023 (2)	0.052 (3)	0.022 (2)	0.002 (2)	0.0002 (18)	0.003 (2)
C15A	0.019 (2)	0.031 (2)	0.031 (2)	−0.0032 (17)	0.0051 (18)	0.0027 (19)
C16A	0.020 (2)	0.027 (2)	0.023 (2)	0.0029 (17)	0.0084 (17)	0.0030 (17)
C21A	0.020 (2)	0.021 (2)	0.020 (2)	−0.0030 (17)	0.0006 (16)	0.0010 (17)
C22A	0.033 (2)	0.031 (2)	0.022 (2)	0.0073 (19)	0.0073 (18)	0.0042 (18)
C23A	0.043 (3)	0.038 (3)	0.033 (2)	0.008 (2)	0.020 (2)	0.003 (2)
C24A	0.042 (3)	0.035 (3)	0.017 (2)	−0.010 (2)	0.0143 (19)	−0.0023 (19)
C25A	0.039 (2)	0.041 (3)	0.024 (2)	0.002 (2)	0.007 (2)	0.0142 (19)
C26A	0.024 (2)	0.037 (3)	0.024 (2)	0.0003 (18)	0.0051 (18)	0.0062 (19)
C31A	0.022 (2)	0.030 (2)	0.017 (2)	0.0006 (17)	0.0040 (16)	0.0053 (17)
C32A	0.023 (2)	0.029 (2)	0.021 (2)	0.0011 (18)	0.0062 (17)	0.0060 (17)
C33A	0.019 (2)	0.040 (3)	0.023 (2)	0.0006 (19)	0.0047 (17)	0.0106 (19)
C34A	0.027 (2)	0.037 (3)	0.025 (2)	0.0143 (19)	0.0112 (18)	0.0113 (19)
C35A	0.030 (2)	0.025 (2)	0.027 (2)	0.0078 (19)	0.0071 (18)	0.0058 (18)
C36A	0.0164 (19)	0.034 (2)	0.025 (2)	0.0025 (18)	0.0050 (17)	0.0049 (18)
P01B	0.0195 (5)	0.0239 (6)	0.0196 (5)	0.0001 (4)	0.0043 (4)	0.0034 (4)
O11B	0.0249 (14)	0.0229 (15)	0.0274 (14)	0.0036 (11)	0.0097 (11)	0.0049 (11)
C11B	0.0130 (19)	0.020 (2)	0.020 (2)	−0.0031 (16)	0.0004 (15)	0.0028 (17)
C12B	0.0157 (19)	0.029 (2)	0.019 (2)	−0.0001 (16)	−0.0005 (16)	0.0046 (17)
C13B	0.030 (2)	0.042 (3)	0.017 (2)	−0.003 (2)	0.0017 (18)	0.0064 (18)
C14B	0.024 (2)	0.053 (3)	0.021 (2)	−0.004 (2)	0.0080 (18)	0.002 (2)
C15B	0.023 (2)	0.034 (2)	0.024 (2)	0.0035 (18)	0.0102 (18)	−0.0048 (19)
C16B	0.019 (2)	0.023 (2)	0.026 (2)	−0.0016 (17)	0.0024 (17)	0.0034 (17)
C21B	0.022 (2)	0.022 (2)	0.014 (2)	0.0041 (17)	0.0048 (16)	−0.0005 (16)
C22B	0.032 (2)	0.032 (2)	0.025 (2)	−0.0073 (19)	0.0011 (19)	0.0067 (19)
C23B	0.031 (2)	0.041 (3)	0.032 (2)	−0.005 (2)	−0.004 (2)	0.002 (2)
C24B	0.033 (2)	0.038 (3)	0.020 (2)	0.007 (2)	−0.0012 (18)	0.0014 (19)
C25B	0.032 (2)	0.042 (3)	0.025 (2)	0.003 (2)	0.0028 (19)	0.0101 (19)
C26B	0.022 (2)	0.035 (2)	0.027 (2)	−0.0006 (18)	0.0032 (18)	0.0068 (19)
C31B	0.0173 (19)	0.028 (2)	0.0124 (19)	−0.0002 (16)	0.0005 (15)	0.0058 (16)
C32B	0.024 (2)	0.025 (2)	0.016 (2)	0.0016 (17)	0.0038 (16)	0.0065 (16)
C33B	0.021 (2)	0.045 (3)	0.025 (2)	0.0041 (19)	0.0085 (17)	0.015 (2)
C34B	0.020 (2)	0.041 (3)	0.026 (2)	−0.0075 (19)	0.0015 (17)	0.013 (2)
C35B	0.025 (2)	0.032 (2)	0.030 (2)	−0.0039 (19)	0.0041 (18)	0.0067 (19)
C36B	0.022 (2)	0.028 (2)	0.030 (2)	0.0007 (18)	0.0077 (17)	0.0052 (18)

Geometric parameters (Å, º)

C1A—O1A	1.435 (5)	C6B'—H6B4	0.9900
C1A—C2A	1.509 (5)	O1B'—H1B2	0.8400
C1A—C6A	1.513 (6)	O2B'—H2B2	0.8400
C1A—H1A	1.0000	P01A—O11A	1.488 (2)
C2A—O2A	1.442 (5)	P01A—C31A	1.795 (3)
C2A—C3A	1.523 (5)	P01A—C21A	1.796 (3)
C2A—H2A	1.0000	P01A—C11A	1.809 (3)
C3A—C4A	1.536 (6)	C11A—C16A	1.394 (4)
C3A—H3A1	0.9900	C11A—C12A	1.398 (4)
C3A—H3A2	0.9900	C12A—C13A	1.385 (4)
C4A—C5A	1.522 (5)	C12A—H12A	0.9500
C4A—H4A1	0.9900	C13A—C14A	1.375 (5)
C4A—H4A2	0.9900	C13A—H13A	0.9500
C5A—C6A	1.513 (6)	C14A—C15A	1.382 (5)
C5A—H5A1	0.9900	C14A—H14A	0.9500
C5A—H5A2	0.9900	C15A—C16A	1.394 (4)
C6A—H6A1	0.9900	C15A—H15A	0.9500
C6A—H6A2	0.9900	C16A—H16A	0.9500
O1A—H1A1	0.8400	C21A—C26A	1.376 (5)
O2A—H2A1	0.8400	C21A—C22A	1.400 (4)
C1A'—O1A'	1.436 (6)	C22A—C23A	1.379 (5)
C1A'—C2A'	1.507 (6)	C22A—H22A	0.9500
C1A'—C6A'	1.514 (8)	C23A—C24A	1.373 (5)
C1A'—H1A'	1.0000	C23A—H23A	0.9500
C2A'—O2A'	1.439 (7)	C24A—C25A	1.373 (5)
C2A'—C3A'	1.523 (6)	C24A—H24A	0.9500
C2A'—H2A'	1.0000	C25A—C26A	1.394 (4)
C3A'—C4A'	1.540 (8)	C25A—H25A	0.9500
C3A'—H3A3	0.9900	C26A—H26A	0.9500
C3A'—H3A4	0.9900	C31A—C36A	1.387 (5)
C4A'—C5A'	1.526 (6)	C31A—C32A	1.391 (4)
C4A'—H4A3	0.9900	C32A—C33A	1.387 (4)
C4A'—H4A4	0.9900	C32A—H32A	0.9500
C5A'—C6A'	1.508 (7)	C33A—C34A	1.382 (5)
C5A'—H5A3	0.9900	C33A—H33A	0.9500
C5A'—H5A4	0.9900	C34A—C35A	1.382 (5)
C6A'—H6A3	0.9900	C34A—H34A	0.9500
C6A'—H6A4	0.9900	C35A—C36A	1.391 (4)
O1A'—H1A2	0.8400	C35A—H35A	0.9500
O2A'—H2A2	0.8400	C36A—H36A	0.9500
C1B—O1B	1.435 (5)	P01B—O11B	1.484 (2)
C1B—C2B	1.502 (5)	P01B—C21B	1.796 (3)
C1B—C6B	1.510 (5)	P01B—C11B	1.803 (3)
C1B—H1B	1.0000	P01B—C31B	1.811 (3)
C2B—O2B	1.431 (6)	C11B—C16B	1.388 (4)
C2B—C3B	1.517 (5)	C11B—C12B	1.396 (4)
C2B—H2B	1.0000	C12B—C13B	1.391 (4)
C3B—C4B	1.526 (6)	C12B—H12B	0.9500
C3B—H3B1	0.9900	C13B—C14B	1.373 (5)
C3B—H3B2	0.9900	C13B—H13B	0.9500
C4B—C5B	1.513 (6)	C14B—C15B	1.382 (5)
C4B—H4B1	0.9900	C14B—H14B	0.9500
C4B—H4B2	0.9900	C15B—C16B	1.395 (4)
C5B—C6B	1.506 (5)	C15B—H15B	0.9500
C5B—H5B1	0.9900	C16B—H16B	0.9500
C5B—H5B2	0.9900	C21B—C26B	1.384 (5)
C6B—H6B1	0.9900	C21B—C22B	1.397 (5)
C6B—H6B2	0.9900	C22B—C23B	1.393 (5)
O1B—H1B1	0.8400	C22B—H22B	0.9500
O2B—H2B1	0.8400	C23B—C24B	1.381 (5)
C1B'—O1B'	1.434 (7)	C23B—H23B	0.9500
C1B'—C2B'	1.505 (6)	C24B—C25B	1.376 (5)
C1B'—C6B'	1.512 (7)	C24B—H24B	0.9500
C1B'—H1B'	1.0000	C25B—C26B	1.391 (5)
C2B'—O2B'	1.429 (8)	C25B—H25B	0.9500
C2B'—C3B'	1.514 (7)	C26B—H26B	0.9500
C2B'—H2B'	1.0000	C31B—C32B	1.385 (4)
C3B'—C4B'	1.524 (8)	C31B—C36B	1.394 (5)
C3B'—H3B3	0.9900	C32B—C33B	1.387 (5)
C3B'—H3B4	0.9900	C32B—H32B	0.9500
C4B'—C5B'	1.515 (7)	C33B—C34B	1.376 (5)
C4B'—H4B3	0.9900	C33B—H33B	0.9500
C4B'—H4B4	0.9900	C34B—C35B	1.386 (5)
C5B'—C6B'	1.509 (6)	C34B—H34B	0.9500
C5B'—H5B3	0.9900	C35B—C36B	1.389 (5)
C5B'—H5B4	0.9900	C35B—H35B	0.9500
C6B'—H6B3	0.9900	C36B—H36B	0.9500
O1A—C1A—C2A	108.3 (4)	C6B'—C5B'—C4B'	111.3 (8)
O1A—C1A—C6A	112.0 (5)	C6B'—C5B'—H5B3	109.4
C2A—C1A—C6A	111.0 (5)	C4B'—C5B'—H5B3	109.4
O1A—C1A—H1A	108.5	C6B'—C5B'—H5B4	109.4
C2A—C1A—H1A	108.5	C4B'—C5B'—H5B4	109.4
C6A—C1A—H1A	108.5	H5B3—C5B'—H5B4	108.0
O2A—C2A—C1A	110.1 (4)	C5B'—C6B'—C1B'	111.1 (8)
O2A—C2A—C3A	108.5 (4)	C5B'—C6B'—H6B3	109.4
C1A—C2A—C3A	110.7 (4)	C1B'—C6B'—H6B3	109.4
O2A—C2A—H2A	109.2	C5B'—C6B'—H6B4	109.4
C1A—C2A—H2A	109.2	C1B'—C6B'—H6B4	109.4
C3A—C2A—H2A	109.2	H6B3—C6B'—H6B4	108.0
C2A—C3A—C4A	110.2 (4)	C1B'—O1B'—H1B2	109.5
C2A—C3A—H3A1	109.6	C2B'—O2B'—H2B2	109.5
C4A—C3A—H3A1	109.6	O11A—P01A—C31A	111.66 (15)
C2A—C3A—H3A2	109.6	O11A—P01A—C21A	114.16 (14)
C4A—C3A—H3A2	109.6	C31A—P01A—C21A	106.25 (16)
H3A1—C3A—H3A2	108.1	O11A—P01A—C11A	111.71 (15)
C5A—C4A—C3A	111.1 (5)	C31A—P01A—C11A	106.63 (15)
C5A—C4A—H4A1	109.4	C21A—P01A—C11A	105.93 (15)
C3A—C4A—H4A1	109.4	C16A—C11A—C12A	119.9 (3)
C5A—C4A—H4A2	109.4	C16A—C11A—P01A	123.0 (3)
C3A—C4A—H4A2	109.4	C12A—C11A—P01A	117.1 (3)
H4A1—C4A—H4A2	108.0	C13A—C12A—C11A	120.0 (3)
C6A—C5A—C4A	110.4 (4)	C13A—C12A—H12A	120.0
C6A—C5A—H5A1	109.6	C11A—C12A—H12A	120.0
C4A—C5A—H5A1	109.6	C14A—C13A—C12A	120.2 (3)
C6A—C5A—H5A2	109.6	C14A—C13A—H13A	119.9
C4A—C5A—H5A2	109.6	C12A—C13A—H13A	119.9
H5A1—C5A—H5A2	108.1	C13A—C14A—C15A	120.2 (3)
C1A—C6A—C5A	111.7 (5)	C13A—C14A—H14A	119.9
C1A—C6A—H6A1	109.3	C15A—C14A—H14A	119.9
C5A—C6A—H6A1	109.3	C14A—C15A—C16A	120.7 (3)
C1A—C6A—H6A2	109.3	C14A—C15A—H15A	119.7
C5A—C6A—H6A2	109.3	C16A—C15A—H15A	119.7
H6A1—C6A—H6A2	107.9	C11A—C16A—C15A	119.0 (3)
O1A'—C1A'—C2A'	109.1 (7)	C11A—C16A—H16A	120.5
O1A'—C1A'—C6A'	110.2 (8)	C15A—C16A—H16A	120.5
C2A'—C1A'—C6A'	111.6 (8)	C26A—C21A—C22A	118.4 (3)
O1A'—C1A'—H1A'	108.6	C26A—C21A—P01A	123.6 (3)
C2A'—C1A'—H1A'	108.6	C22A—C21A—P01A	118.0 (3)
C6A'—C1A'—H1A'	108.6	C23A—C22A—C21A	120.1 (3)
O2A'—C2A'—C1A'	110.7 (8)	C23A—C22A—H22A	120.0
O2A'—C2A'—C3A'	109.1 (8)	C21A—C22A—H22A	120.0
C1A'—C2A'—C3A'	110.7 (6)	C24A—C23A—C22A	121.0 (4)
O2A'—C2A'—H2A'	108.8	C24A—C23A—H23A	119.5
C1A'—C2A'—H2A'	108.8	C22A—C23A—H23A	119.5
C3A'—C2A'—H2A'	108.8	C23A—C24A—C25A	119.5 (3)
C2A'—C3A'—C4A'	109.7 (7)	C23A—C24A—H24A	120.2
C2A'—C3A'—H3A3	109.7	C25A—C24A—H24A	120.2
C4A'—C3A'—H3A3	109.7	C24A—C25A—C26A	119.9 (4)
C2A'—C3A'—H3A4	109.7	C24A—C25A—H25A	120.0
C4A'—C3A'—H3A4	109.7	C26A—C25A—H25A	120.0
H3A3—C3A'—H3A4	108.2	C21A—C26A—C25A	121.1 (3)
C5A'—C4A'—C3A'	109.5 (8)	C21A—C26A—H26A	119.5
C5A'—C4A'—H4A3	109.8	C25A—C26A—H26A	119.5
C3A'—C4A'—H4A3	109.8	C36A—C31A—C32A	118.2 (3)
C5A'—C4A'—H4A4	109.8	C36A—C31A—P01A	123.2 (3)
C3A'—C4A'—H4A4	109.8	C32A—C31A—P01A	118.5 (3)
H4A3—C4A'—H4A4	108.2	C33A—C32A—C31A	120.9 (3)
C6A'—C5A'—C4A'	110.3 (7)	C33A—C32A—H32A	119.6
C6A'—C5A'—H5A3	109.6	C31A—C32A—H32A	119.6
C4A'—C5A'—H5A3	109.6	C34A—C33A—C32A	120.1 (3)
C6A'—C5A'—H5A4	109.6	C34A—C33A—H33A	120.0
C4A'—C5A'—H5A4	109.6	C32A—C33A—H33A	120.0
H5A3—C5A'—H5A4	108.1	C35A—C34A—C33A	120.0 (3)
C5A'—C6A'—C1A'	111.8 (8)	C35A—C34A—H34A	120.0
C5A'—C6A'—H6A3	109.3	C33A—C34A—H34A	120.0
C1A'—C6A'—H6A3	109.3	C34A—C35A—C36A	119.6 (3)
C5A'—C6A'—H6A4	109.3	C34A—C35A—H35A	120.2
C1A'—C6A'—H6A4	109.3	C36A—C35A—H35A	120.2
H6A3—C6A'—H6A4	107.9	C31A—C36A—C35A	121.2 (3)
C1A'—O1A'—H1A2	109.5	C31A—C36A—H36A	119.4
C2A'—O2A'—H2A2	109.5	C35A—C36A—H36A	119.4
O1B—C1B—C2B	111.0 (4)	O11B—P01B—C21B	113.95 (14)
O1B—C1B—C6B	109.5 (4)	O11B—P01B—C11B	112.03 (14)
C2B—C1B—C6B	111.8 (4)	C21B—P01B—C11B	105.92 (15)
O1B—C1B—H1B	108.1	O11B—P01B—C31B	111.59 (15)
C2B—C1B—H1B	108.1	C21B—P01B—C31B	106.20 (16)
C6B—C1B—H1B	108.1	C11B—P01B—C31B	106.65 (15)
O2B—C2B—C1B	108.9 (4)	C16B—C11B—C12B	119.5 (3)
O2B—C2B—C3B	111.7 (5)	C16B—C11B—P01B	123.6 (3)
C1B—C2B—C3B	111.2 (4)	C12B—C11B—P01B	116.9 (2)
O2B—C2B—H2B	108.3	C13B—C12B—C11B	120.1 (3)
C1B—C2B—H2B	108.3	C13B—C12B—H12B	120.0
C3B—C2B—H2B	108.3	C11B—C12B—H12B	120.0
C2B—C3B—C4B	110.5 (4)	C14B—C13B—C12B	120.4 (3)
C2B—C3B—H3B1	109.6	C14B—C13B—H13B	119.8
C4B—C3B—H3B1	109.6	C12B—C13B—H13B	119.8
C2B—C3B—H3B2	109.6	C13B—C14B—C15B	119.8 (3)
C4B—C3B—H3B2	109.6	C13B—C14B—H14B	120.1
H3B1—C3B—H3B2	108.1	C15B—C14B—H14B	120.1
C5B—C4B—C3B	111.7 (5)	C14B—C15B—C16B	120.7 (3)
C5B—C4B—H4B1	109.3	C14B—C15B—H15B	119.7
C3B—C4B—H4B1	109.3	C16B—C15B—H15B	119.7
C5B—C4B—H4B2	109.3	C11B—C16B—C15B	119.5 (3)
C3B—C4B—H4B2	109.3	C11B—C16B—H16B	120.2
H4B1—C4B—H4B2	107.9	C15B—C16B—H16B	120.2
C6B—C5B—C4B	112.2 (4)	C26B—C21B—C22B	118.8 (3)
C6B—C5B—H5B1	109.2	C26B—C21B—P01B	123.2 (3)
C4B—C5B—H5B1	109.2	C22B—C21B—P01B	118.0 (3)
C6B—C5B—H5B2	109.2	C23B—C22B—C21B	120.5 (4)
C4B—C5B—H5B2	109.2	C23B—C22B—H22B	119.8
H5B1—C5B—H5B2	107.9	C21B—C22B—H22B	119.8
C5B—C6B—C1B	112.1 (4)	C24B—C23B—C22B	119.8 (4)
C5B—C6B—H6B1	109.2	C24B—C23B—H23B	120.1
C1B—C6B—H6B1	109.2	C22B—C23B—H23B	120.1
C5B—C6B—H6B2	109.2	C25B—C24B—C23B	120.0 (4)
C1B—C6B—H6B2	109.2	C25B—C24B—H24B	120.0
H6B1—C6B—H6B2	107.9	C23B—C24B—H24B	120.0
O1B'—C1B'—C2B'	110.4 (8)	C24B—C25B—C26B	120.3 (4)
O1B'—C1B'—C6B'	110.4 (8)	C24B—C25B—H25B	119.9
C2B'—C1B'—C6B'	111.0 (8)	C26B—C25B—H25B	119.9
O1B'—C1B'—H1B'	108.3	C21B—C26B—C25B	120.5 (3)
C2B'—C1B'—H1B'	108.3	C21B—C26B—H26B	119.7
C6B'—C1B'—H1B'	108.3	C25B—C26B—H26B	119.7
O2B'—C2B'—C1B'	108.9 (9)	C32B—C31B—C36B	119.2 (3)
O2B'—C2B'—C3B'	112.3 (9)	C32B—C31B—P01B	118.0 (3)
C1B'—C2B'—C3B'	111.3 (7)	C36B—C31B—P01B	122.8 (3)
O2B'—C2B'—H2B'	108.1	C31B—C32B—C33B	120.7 (3)
C1B'—C2B'—H2B'	108.1	C31B—C32B—H32B	119.6
C3B'—C2B'—H2B'	108.1	C33B—C32B—H32B	119.6
C2B'—C3B'—C4B'	111.6 (9)	C34B—C33B—C32B	119.8 (3)
C2B'—C3B'—H3B3	109.3	C34B—C33B—H33B	120.1
C4B'—C3B'—H3B3	109.3	C32B—C33B—H33B	120.1
C2B'—C3B'—H3B4	109.3	C33B—C34B—C35B	120.2 (3)
C4B'—C3B'—H3B4	109.3	C33B—C34B—H34B	119.9
H3B3—C3B'—H3B4	108.0	C35B—C34B—H34B	119.9
C5B'—C4B'—C3B'	111.8 (9)	C34B—C35B—C36B	120.1 (4)
C5B'—C4B'—H4B3	109.3	C34B—C35B—H35B	120.0
C3B'—C4B'—H4B3	109.3	C36B—C35B—H35B	120.0
C5B'—C4B'—H4B4	109.3	C35B—C36B—C31B	120.0 (3)
C3B'—C4B'—H4B4	109.3	C35B—C36B—H36B	120.0
H4B3—C4B'—H4B4	107.9	C31B—C36B—H36B	120.0
O1A—C1A—C2A—O2A	59.6 (7)	C26A—C21A—C22A—C23A	1.3 (5)
C6A—C1A—C2A—O2A	−177.1 (5)	P01A—C21A—C22A—C23A	−175.8 (3)
O1A—C1A—C2A—C3A	179.6 (4)	C21A—C22A—C23A—C24A	−0.6 (6)
C6A—C1A—C2A—C3A	−57.1 (8)	C22A—C23A—C24A—C25A	−0.3 (6)
O2A—C2A—C3A—C4A	177.8 (5)	C23A—C24A—C25A—C26A	0.5 (6)
C1A—C2A—C3A—C4A	56.8 (8)	C22A—C21A—C26A—C25A	−1.1 (5)
C2A—C3A—C4A—C5A	−56.4 (9)	P01A—C21A—C26A—C25A	175.8 (3)
C3A—C4A—C5A—C6A	55.6 (10)	C24A—C25A—C26A—C21A	0.2 (6)
O1A—C1A—C6A—C5A	178.0 (5)	O11A—P01A—C31A—C36A	−158.8 (3)
C2A—C1A—C6A—C5A	56.9 (10)	C21A—P01A—C31A—C36A	76.1 (3)
C4A—C5A—C6A—C1A	−55.8 (10)	C11A—P01A—C31A—C36A	−36.6 (3)
O1A'—C1A'—C2A'—O2A'	−61.2 (13)	O11A—P01A—C31A—C32A	20.3 (3)
C6A'—C1A'—C2A'—O2A'	176.7 (13)	C21A—P01A—C31A—C32A	−104.8 (3)
O1A'—C1A'—C2A'—C3A'	177.6 (9)	C11A—P01A—C31A—C32A	142.6 (3)
C6A'—C1A'—C2A'—C3A'	55.6 (14)	C36A—C31A—C32A—C33A	1.3 (5)
O2A'—C2A'—C3A'—C4A'	−179.9 (12)	P01A—C31A—C32A—C33A	−177.9 (3)
C1A'—C2A'—C3A'—C4A'	−57.9 (13)	C31A—C32A—C33A—C34A	−0.6 (5)
C2A'—C3A'—C4A'—C5A'	59.3 (17)	C32A—C33A—C34A—C35A	−1.1 (5)
C3A'—C4A'—C5A'—C6A'	−58.5 (16)	C33A—C34A—C35A—C36A	2.0 (5)
C4A'—C5A'—C6A'—C1A'	56.3 (17)	C32A—C31A—C36A—C35A	−0.4 (5)
O1A'—C1A'—C6A'—C5A'	−176.4 (12)	P01A—C31A—C36A—C35A	178.7 (3)
C2A'—C1A'—C6A'—C5A'	−55.0 (19)	C34A—C35A—C36A—C31A	−1.3 (5)
O1B—C1B—C2B—O2B	57.9 (8)	O11B—P01B—C11B—C16B	158.4 (3)
C6B—C1B—C2B—O2B	−179.5 (5)	C21B—P01B—C11B—C16B	33.6 (3)
O1B—C1B—C2B—C3B	−178.7 (4)	C31B—P01B—C11B—C16B	−79.3 (3)
C6B—C1B—C2B—C3B	−56.1 (8)	O11B—P01B—C11B—C12B	−22.0 (3)
O2B—C2B—C3B—C4B	178.2 (6)	C21B—P01B—C11B—C12B	−146.8 (3)
C1B—C2B—C3B—C4B	56.3 (9)	C31B—P01B—C11B—C12B	100.4 (3)
C2B—C3B—C4B—C5B	−54.8 (10)	C16B—C11B—C12B—C13B	1.0 (5)
C3B—C4B—C5B—C6B	53.0 (11)	P01B—C11B—C12B—C13B	−178.7 (2)
C4B—C5B—C6B—C1B	−52.2 (10)	C11B—C12B—C13B—C14B	1.0 (5)
O1B—C1B—C6B—C5B	177.2 (4)	C12B—C13B—C14B—C15B	−1.7 (5)
C2B—C1B—C6B—C5B	53.8 (9)	C13B—C14B—C15B—C16B	0.5 (5)
O1B'—C1B'—C2B'—O2B'	−56.5 (18)	C12B—C11B—C16B—C15B	−2.2 (5)
C6B'—C1B'—C2B'—O2B'	−179.2 (17)	P01B—C11B—C16B—C15B	177.5 (2)
O1B'—C1B'—C2B'—C3B'	179.2 (12)	C14B—C15B—C16B—C11B	1.5 (5)
C6B'—C1B'—C2B'—C3B'	56.4 (15)	O11B—P01B—C21B—C26B	113.8 (3)
O2B'—C2B'—C3B'—C4B'	−176.6 (19)	C11B—P01B—C21B—C26B	−122.6 (3)
C1B'—C2B'—C3B'—C4B'	−54.2 (18)	C31B—P01B—C21B—C26B	−9.4 (3)
C2B'—C3B'—C4B'—C5B'	53 (2)	O11B—P01B—C21B—C22B	−63.1 (3)
C3B'—C4B'—C5B'—C6B'	−54 (2)	C11B—P01B—C21B—C22B	60.5 (3)
C4B'—C5B'—C6B'—C1B'	55.9 (18)	C31B—P01B—C21B—C22B	173.7 (3)
O1B'—C1B'—C6B'—C5B'	179.9 (14)	C26B—C21B—C22B—C23B	−0.7 (5)
C2B'—C1B'—C6B'—C5B'	−57.4 (18)	P01B—C21B—C22B—C23B	176.3 (3)
O11A—P01A—C11A—C16A	−158.2 (3)	C21B—C22B—C23B—C24B	−0.6 (6)
C31A—P01A—C11A—C16A	79.6 (3)	C22B—C23B—C24B—C25B	1.6 (6)
C21A—P01A—C11A—C16A	−33.3 (3)	C23B—C24B—C25B—C26B	−1.2 (6)
O11A—P01A—C11A—C12A	22.9 (3)	C22B—C21B—C26B—C25B	1.1 (5)
C31A—P01A—C11A—C12A	−99.3 (3)	P01B—C21B—C26B—C25B	−175.8 (3)
C21A—P01A—C11A—C12A	147.8 (3)	C24B—C25B—C26B—C21B	−0.1 (5)
C16A—C11A—C12A—C13A	−1.6 (5)	O11B—P01B—C31B—C32B	−21.2 (3)
P01A—C11A—C12A—C13A	177.3 (2)	C21B—P01B—C31B—C32B	103.5 (3)
C11A—C12A—C13A—C14A	0.5 (5)	C11B—P01B—C31B—C32B	−143.9 (3)
C12A—C13A—C14A—C15A	−0.1 (5)	O11B—P01B—C31B—C36B	157.9 (3)
C13A—C14A—C15A—C16A	0.7 (5)	C21B—P01B—C31B—C36B	−77.4 (3)
C12A—C11A—C16A—C15A	2.3 (5)	C11B—P01B—C31B—C36B	35.3 (3)
P01A—C11A—C16A—C15A	−176.7 (2)	C36B—C31B—C32B—C33B	−0.8 (5)
C14A—C15A—C16A—C11A	−1.8 (5)	P01B—C31B—C32B—C33B	178.3 (3)
O11A—P01A—C21A—C26A	−114.5 (3)	C31B—C32B—C33B—C34B	0.2 (5)
C31A—P01A—C21A—C26A	9.0 (3)	C32B—C33B—C34B—C35B	0.9 (5)
C11A—P01A—C21A—C26A	122.1 (3)	C33B—C34B—C35B—C36B	−1.5 (5)
O11A—P01A—C21A—C22A	62.4 (3)	C34B—C35B—C36B—C31B	0.9 (5)
C31A—P01A—C21A—C22A	−174.1 (3)	C32B—C31B—C36B—C35B	0.3 (5)
C11A—P01A—C21A—C22A	−60.9 (3)	P01B—C31B—C36B—C35B	−178.9 (3)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1A—H1A1···O1B^i	0.84	1.91	2.746 (7)	171
O2A—H2A1···O1A^ii	0.84	1.89	2.708 (6)	164
O1B—H1B1···O2B^i	0.84	1.97	2.761 (9)	157
O2B—H2B1···O2A^ii	0.84	1.91	2.737 (8)	169
O1A′—H1A2···O2A′^ii	0.84	2.13	2.786 (17)	135
O2A′—H2A2···O2B′^ii	0.84	1.91	2.73 (2)	166
O1B′—H1B2···O1A′^i	0.84	1.91	2.74 (2)	174

Symmetry codes: (i) −x+1, −y+1, −z; (ii) −x+1, −y, −z.

(toluene90KtriCuKa) 1:1 rac-1,2-cyclohexanediol triphenylphosphine oxide

Crystal data

C6H12O2·C18H15OP	Z = 4
Mr = 394.43	F(000) = 840
Triclinic, P1	Dx = 1.267 Mg m^−3
a = 9.271 (1) Å	Cu Kα radiation, λ = 1.54178 Å
b = 10.923 (1) Å	Cell parameters from 7792 reflections
c = 21.306 (2) Å	θ = 2.2–67.8°
α = 100.77 (1)°	µ = 1.35 mm^−1
β = 102.53 (1)°	T = 90 K
γ = 90.02 (1)°	Lath, colorless
V = 2067.2 (4) Å^3	0.20 × 0.12 × 0.04 mm

Data collection

Bruker-Nonius X8 Proteum diffractometer	7346 independent reflections
Radiation source: fine-focus rotating anode	6312 reflections with I > 2σ(I)
Graded multi-layer optics monochromator	Rint = 0.055
Detector resolution: 18 pixels mm^-1	θmax = 68.2°, θmin = 2.2°
ω and ϕ scans	h = −10→11
Absorption correction: multi-scan SADABS in APEX2 (Bruker-Nonius, 2004)	k = −13→13
Tmin = 0.77, Tmax = 0.95	l = −25→25
28054 measured reflections

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)] = 0.039	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.098	H-atom parameters constrained
S = 1.04	w = 1/[σ^2(Fo^2) + (0.0363P)^2 + 0.8227P] where P = (Fo^2 + 2Fc^2)/3
7346 reflections	(Δ/σ)max = 0.002
564 parameters	Δρmax = 0.29 e Å^−3
148 restraints	Δρmin = −0.42 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	Occ. (<1)
C1A	0.7768 (6)	0.0761 (5)	0.0370 (2)	0.0233 (11)	0.689 (5)
H1A	0.8290	0.0570	0.0001	0.028*	0.689 (5)
C2A	0.7481 (5)	−0.0446 (5)	0.0583 (2)	0.0234 (12)	0.689 (5)
H2A	0.6916	−0.0266	0.0938	0.028*	0.689 (5)
C3A	0.8917 (6)	−0.1030 (5)	0.0844 (3)	0.0263 (11)	0.689 (5)
H3A1	0.9452	−0.1270	0.0488	0.032*	0.689 (5)
H3A2	0.8699	−0.1795	0.1000	0.032*	0.689 (5)
C4A	0.9889 (8)	−0.0113 (6)	0.1408 (4)	0.0363 (18)	0.689 (5)
H4A1	0.9397	0.0056	0.1781	0.044*	0.689 (5)
H4A2	1.0845	−0.0490	0.1554	0.044*	0.689 (5)
C5A	1.0170 (6)	0.1102 (5)	0.1199 (3)	0.0337 (11)	0.689 (5)
H5A1	1.0745	0.1696	0.1580	0.040*	0.689 (5)
H5A2	1.0767	0.0946	0.0861	0.040*	0.689 (5)
C6A	0.8740 (7)	0.1676 (5)	0.0926 (4)	0.0304 (16)	0.689 (5)
H6A1	0.8965	0.2431	0.0765	0.037*	0.689 (5)
H6A2	0.8200	0.1931	0.1280	0.037*	0.689 (5)
O1A	0.6377 (5)	0.1250 (5)	0.0136 (2)	0.0288 (10)	0.689 (5)
H1A1	0.6492	0.2012	0.0134	0.043*	0.689 (5)
O2A	0.6611 (5)	−0.1328 (5)	0.0037 (3)	0.0323 (12)	0.689 (5)
H2A1	0.5711	−0.1176	−0.0003	0.048*	0.689 (5)
C1A'	0.7469 (11)	0.0874 (9)	0.0552 (5)	0.0233 (11)	0.311 (5)
H1A'	0.6833	0.1035	0.0880	0.028*	0.311 (5)
C2A'	0.7742 (12)	−0.0507 (9)	0.0415 (5)	0.0234 (12)	0.311 (5)
H2A'	0.8331	−0.0682	0.0070	0.028*	0.311 (5)
C3A'	0.8586 (13)	−0.0918 (10)	0.1032 (5)	0.0263 (11)	0.311 (5)
H3A3	0.8774	−0.1818	0.0931	0.032*	0.311 (5)
H3A4	0.7986	−0.0789	0.1369	0.032*	0.311 (5)
C4A'	1.0059 (15)	−0.0169 (11)	0.1296 (10)	0.0363 (18)	0.311 (5)
H4A3	1.0594	−0.0430	0.1702	0.044*	0.311 (5)
H4A4	1.0682	−0.0332	0.0969	0.044*	0.311 (5)
C5A'	0.9775 (14)	0.1215 (11)	0.1440 (5)	0.0337 (11)	0.311 (5)
H5A3	0.9204	0.1383	0.1788	0.040*	0.311 (5)
H5A4	1.0730	0.1697	0.1602	0.040*	0.311 (5)
C6A'	0.8923 (18)	0.1632 (11)	0.0831 (9)	0.0304 (16)	0.311 (5)
H6A3	0.9530	0.1530	0.0497	0.037*	0.311 (5)
H6A4	0.8717	0.2527	0.0939	0.037*	0.311 (5)
O1A'	0.6710 (11)	0.1231 (11)	−0.0038 (5)	0.0288 (10)	0.311 (5)
H1A2	0.5815	0.0997	−0.0118	0.043*	0.311 (5)
O2A'	0.6343 (13)	−0.1220 (12)	0.0188 (6)	0.0323 (12)	0.311 (5)
H2A2	0.6279	−0.1709	0.0443	0.048*	0.311 (5)
C1B	0.3082 (6)	0.5890 (4)	0.0525 (2)	0.0249 (10)	0.765 (6)
H1B	0.4049	0.6064	0.0850	0.030*	0.765 (6)
C2B	0.2698 (6)	0.4509 (4)	0.0403 (2)	0.0256 (10)	0.765 (6)
H2B	0.1748	0.4323	0.0068	0.031*	0.765 (6)
C3B	0.2501 (8)	0.4129 (6)	0.1029 (3)	0.0396 (15)	0.765 (6)
H3B1	0.3449	0.4271	0.1358	0.048*	0.765 (6)
H3B2	0.2221	0.3228	0.0940	0.048*	0.765 (6)
C4B	0.1311 (9)	0.4875 (6)	0.1303 (3)	0.0392 (15)	0.765 (6)
H4B1	0.0343	0.4664	0.0992	0.047*	0.765 (6)
H4B2	0.1240	0.4640	0.1722	0.047*	0.765 (6)
C5B	0.1643 (7)	0.6269 (5)	0.1415 (2)	0.0347 (11)	0.765 (6)
H5B1	0.0796	0.6722	0.1544	0.042*	0.765 (6)
H5B2	0.2523	0.6503	0.1777	0.042*	0.765 (6)
C6B	0.1924 (9)	0.6649 (5)	0.0802 (3)	0.0312 (14)	0.765 (6)
H6B1	0.0988	0.6551	0.0466	0.037*	0.765 (6)
H6B2	0.2248	0.7541	0.0905	0.037*	0.765 (6)
O1B	0.3232 (6)	0.6273 (4)	−0.0069 (2)	0.0314 (9)	0.765 (6)
H1B1	0.4053	0.6062	−0.0151	0.047*	0.765 (6)
O2B	0.3849 (7)	0.3867 (5)	0.0148 (3)	0.0361 (14)	0.765 (6)
H2B1	0.3668	0.3095	0.0080	0.054*	0.765 (6)
C1B'	0.2628 (15)	0.5744 (11)	0.0372 (6)	0.0249 (10)	0.235 (6)
H1B'	0.1745	0.5512	0.0003	0.030*	0.235 (6)
C2B'	0.3194 (15)	0.4569 (11)	0.0604 (6)	0.0256 (10)	0.235 (6)
H2B'	0.4122	0.4781	0.0951	0.031*	0.235 (6)
C3B'	0.205 (2)	0.3980 (12)	0.0880 (10)	0.0396 (15)	0.235 (6)
H3B3	0.2474	0.3254	0.1061	0.048*	0.235 (6)
H3B4	0.1182	0.3673	0.0523	0.048*	0.235 (6)
C4B'	0.155 (3)	0.4895 (18)	0.1415 (10)	0.0392 (15)	0.235 (6)
H4B3	0.0745	0.4495	0.1552	0.047*	0.235 (6)
H4B4	0.2389	0.5104	0.1801	0.047*	0.235 (6)
C5B'	0.1018 (18)	0.6083 (16)	0.1188 (8)	0.0347 (11)	0.235 (6)
H5B3	0.0090	0.5895	0.0848	0.042*	0.235 (6)
H5B4	0.0803	0.6686	0.1562	0.042*	0.235 (6)
C6B'	0.217 (3)	0.6658 (12)	0.0912 (11)	0.0312 (14)	0.235 (6)
H6B3	0.1766	0.7396	0.0738	0.037*	0.235 (6)
H6B4	0.3051	0.6942	0.1268	0.037*	0.235 (6)
O1B'	0.3750 (16)	0.6317 (13)	0.0137 (7)	0.0314 (9)	0.235 (6)
H1B2	0.3461	0.7000	0.0040	0.047*	0.235 (6)
O2B'	0.352 (3)	0.3747 (16)	0.0050 (11)	0.0361 (14)	0.235 (6)
H2B2	0.2867	0.3790	−0.0286	0.054*	0.235 (6)
P01A	0.78765 (11)	0.16216 (9)	0.33633 (4)	0.0171 (2)
O11A	0.8436 (3)	0.2924 (2)	0.34179 (11)	0.0225 (6)
C11A	0.6314 (4)	0.1190 (4)	0.26765 (16)	0.0196 (8)
C12A	0.6175 (4)	0.1848 (4)	0.21676 (16)	0.0224 (8)
H12A	0.6865	0.2512	0.2198	0.027*
C13A	0.5037 (5)	0.1542 (4)	0.16166 (18)	0.0285 (10)
H13A	0.4936	0.2001	0.1273	0.034*
C14A	0.4043 (5)	0.0555 (5)	0.15693 (18)	0.0326 (11)
H14A	0.3273	0.0330	0.1188	0.039*
C15A	0.4172 (5)	−0.0098 (4)	0.20758 (18)	0.0260 (9)
H15A	0.3487	−0.0767	0.2040	0.031*
C16A	0.5297 (4)	0.0218 (3)	0.26372 (16)	0.0205 (8)
H16A	0.5372	−0.0220	0.2988	0.025*
C21A	0.7255 (4)	0.1355 (4)	0.40757 (16)	0.0191 (8)
C22A	0.6052 (5)	0.2014 (4)	0.42420 (18)	0.0300 (9)
H22A	0.5546	0.2538	0.3965	0.036*
C23A	0.5600 (5)	0.1910 (4)	0.48002 (19)	0.0333 (10)
H23A	0.4790	0.2370	0.4910	0.040*
C24A	0.6308 (6)	0.1142 (4)	0.52069 (17)	0.0291 (9)
H24A	0.5996	0.1080	0.5597	0.035*
C25A	0.7473 (5)	0.0466 (4)	0.50415 (18)	0.0317 (11)
H25A	0.7952	−0.0072	0.5317	0.038*
C26A	0.7958 (5)	0.0560 (4)	0.44743 (18)	0.0262 (9)
H26A	0.8757	0.0088	0.4363	0.031*
C31A	0.9265 (4)	0.0509 (4)	0.32379 (16)	0.0185 (8)
C32A	1.0749 (4)	0.0949 (4)	0.34163 (16)	0.0209 (8)
H32A	1.0992	0.1801	0.3608	0.025*
C33A	1.1861 (5)	0.0130 (4)	0.33118 (18)	0.0249 (9)
H33A	1.2865	0.0427	0.3433	0.030*
C34A	1.1517 (5)	−0.1106 (4)	0.30336 (18)	0.0271 (10)
H34A	1.2282	−0.1653	0.2955	0.033*
C35A	1.0052 (5)	−0.1559 (4)	0.28674 (17)	0.0275 (9)
H35A	0.9819	−0.2417	0.2685	0.033*
C36A	0.8928 (5)	−0.0747 (4)	0.29689 (18)	0.0267 (9)
H36A	0.7927	−0.1053	0.2854	0.032*
P01B	0.54991 (11)	0.66131 (9)	0.33487 (4)	0.0173 (2)
O11B	0.4987 (3)	0.7907 (2)	0.34052 (11)	0.0230 (6)
C11B	0.6390 (4)	0.6192 (4)	0.26696 (15)	0.0178 (8)
C12B	0.6053 (4)	0.6867 (4)	0.21642 (15)	0.0230 (9)
H12B	0.5396	0.7533	0.2194	0.028*
C13B	0.6668 (5)	0.6573 (4)	0.16210 (18)	0.0304 (10)
H13B	0.6443	0.7044	0.1282	0.036*
C14B	0.7604 (5)	0.5603 (4)	0.15712 (18)	0.0299 (10)
H14B	0.8003	0.5390	0.1192	0.036*
C15B	0.7969 (5)	0.4932 (4)	0.20723 (18)	0.0279 (9)
H15B	0.8630	0.4270	0.2039	0.033*
C16B	0.7368 (4)	0.5230 (3)	0.26233 (16)	0.0229 (8)
H16B	0.7624	0.4776	0.2968	0.028*
C21B	0.6816 (5)	0.6336 (4)	0.40591 (16)	0.0205 (8)
C22B	0.8159 (5)	0.7008 (4)	0.42376 (17)	0.0284 (10)
H22B	0.8381	0.7561	0.3973	0.034*
C23B	0.9188 (5)	0.6877 (4)	0.4804 (2)	0.0369 (11)
H23B	1.0117	0.7322	0.4917	0.044*
C24B	0.8849 (6)	0.6095 (4)	0.52012 (17)	0.0323 (10)
H24B	0.9534	0.6022	0.5593	0.039*
C25B	0.7518 (5)	0.5426 (4)	0.50244 (19)	0.0312 (10)
H25B	0.7288	0.4881	0.5291	0.037*
C26B	0.6516 (5)	0.5548 (4)	0.44583 (17)	0.0262 (9)
H26B	0.5601	0.5082	0.4340	0.031*
C31B	0.3958 (4)	0.5481 (4)	0.32104 (17)	0.0205 (8)
C32B	0.2677 (5)	0.5904 (4)	0.34002 (16)	0.0215 (8)
H32B	0.2630	0.6751	0.3601	0.026*
C33B	0.1463 (5)	0.5087 (4)	0.32964 (18)	0.0266 (10)
H33B	0.0582	0.5380	0.3422	0.032*
C34B	0.1532 (5)	0.3846 (4)	0.30101 (18)	0.0287 (10)
H34B	0.0698	0.3290	0.2935	0.034*
C35B	0.2822 (5)	0.3423 (4)	0.28349 (17)	0.0284 (9)
H35B	0.2879	0.2569	0.2647	0.034*
C36B	0.4027 (5)	0.4232 (4)	0.29312 (18)	0.0225 (8)
H36B	0.4907	0.3935	0.2807	0.027*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1A	0.019 (2)	0.0279 (17)	0.022 (2)	0.0032 (15)	0.0031 (16)	0.0025 (16)
C2A	0.022 (2)	0.0256 (17)	0.022 (2)	−0.0041 (15)	0.0033 (17)	0.0046 (16)
C3A	0.018 (2)	0.031 (2)	0.032 (2)	0.0050 (16)	0.0083 (16)	0.0087 (18)
C4A	0.028 (3)	0.050 (2)	0.030 (3)	−0.004 (2)	−0.005 (2)	0.017 (2)
C5A	0.024 (2)	0.046 (2)	0.028 (3)	−0.0064 (18)	0.0015 (17)	0.004 (2)
C6A	0.028 (2)	0.0258 (19)	0.035 (3)	−0.0065 (16)	0.005 (2)	−0.0006 (16)
O1A	0.0171 (18)	0.0322 (16)	0.038 (2)	0.0058 (14)	0.0052 (14)	0.0096 (16)
O2A	0.024 (2)	0.0335 (17)	0.034 (3)	−0.0046 (15)	−0.0002 (16)	0.0000 (16)
C1A'	0.019 (2)	0.0279 (17)	0.022 (2)	0.0032 (15)	0.0031 (16)	0.0025 (16)
C2A'	0.022 (2)	0.0256 (17)	0.022 (2)	−0.0041 (15)	0.0033 (17)	0.0046 (16)
C3A'	0.018 (2)	0.031 (2)	0.032 (2)	0.0050 (16)	0.0083 (16)	0.0087 (18)
C4A'	0.028 (3)	0.050 (2)	0.030 (3)	−0.004 (2)	−0.005 (2)	0.017 (2)
C5A'	0.024 (2)	0.046 (2)	0.028 (3)	−0.0064 (18)	0.0015 (17)	0.004 (2)
C6A'	0.028 (2)	0.0258 (19)	0.035 (3)	−0.0065 (16)	0.005 (2)	−0.0006 (16)
O1A'	0.0171 (18)	0.0322 (16)	0.038 (2)	0.0058 (14)	0.0052 (14)	0.0096 (16)
O2A'	0.024 (2)	0.0335 (17)	0.034 (3)	−0.0046 (15)	−0.0002 (16)	0.0000 (16)
C1B	0.023 (2)	0.0261 (17)	0.022 (2)	−0.0051 (16)	0.0042 (17)	−0.0025 (15)
C2B	0.023 (2)	0.0291 (18)	0.026 (2)	0.0037 (16)	0.0078 (18)	0.0050 (15)
C3B	0.044 (4)	0.040 (2)	0.045 (3)	0.012 (2)	0.022 (3)	0.022 (2)
C4B	0.040 (4)	0.049 (2)	0.036 (3)	0.005 (2)	0.020 (3)	0.016 (2)
C5B	0.031 (3)	0.050 (2)	0.022 (2)	0.0045 (19)	0.0106 (19)	−0.0020 (17)
C6B	0.034 (3)	0.0291 (19)	0.031 (3)	0.0028 (17)	0.012 (2)	0.0026 (15)
O1B	0.042 (2)	0.0292 (16)	0.0266 (18)	−0.0019 (15)	0.0166 (16)	0.0036 (14)
O2B	0.040 (3)	0.0298 (17)	0.043 (2)	0.0110 (18)	0.019 (2)	0.0068 (14)
C1B'	0.023 (2)	0.0261 (17)	0.022 (2)	−0.0051 (16)	0.0042 (17)	−0.0025 (15)
C2B'	0.023 (2)	0.0291 (18)	0.026 (2)	0.0037 (16)	0.0078 (18)	0.0050 (15)
C3B'	0.044 (4)	0.040 (2)	0.045 (3)	0.012 (2)	0.022 (3)	0.022 (2)
C4B'	0.040 (4)	0.049 (2)	0.036 (3)	0.005 (2)	0.020 (3)	0.016 (2)
C5B'	0.031 (3)	0.050 (2)	0.022 (2)	0.0045 (19)	0.0106 (19)	−0.0020 (17)
C6B'	0.034 (3)	0.0291 (19)	0.031 (3)	0.0028 (17)	0.012 (2)	0.0026 (15)
O1B'	0.042 (2)	0.0292 (16)	0.0266 (18)	−0.0019 (15)	0.0166 (16)	0.0036 (14)
O2B'	0.040 (3)	0.0298 (17)	0.043 (2)	0.0110 (18)	0.019 (2)	0.0068 (14)
P01A	0.0145 (5)	0.0184 (5)	0.0174 (4)	−0.0002 (5)	0.0013 (5)	0.0034 (3)
O11A	0.0213 (14)	0.0228 (14)	0.0217 (11)	−0.0035 (12)	0.0003 (12)	0.0053 (10)
C11A	0.020 (2)	0.022 (2)	0.0199 (16)	0.0042 (16)	0.0089 (16)	0.0045 (14)
C12A	0.021 (2)	0.024 (2)	0.0235 (17)	0.0025 (16)	0.0076 (16)	0.0029 (14)
C13A	0.033 (2)	0.036 (2)	0.0184 (17)	0.0092 (19)	0.0067 (17)	0.0090 (16)
C14A	0.022 (2)	0.050 (3)	0.0198 (18)	0.003 (2)	−0.0022 (17)	−0.0026 (18)
C15A	0.0181 (19)	0.028 (2)	0.0276 (18)	−0.0052 (18)	0.0037 (17)	−0.0032 (16)
C16A	0.0183 (19)	0.0204 (19)	0.0235 (16)	0.0040 (18)	0.0050 (16)	0.0057 (14)
C21A	0.0147 (18)	0.022 (2)	0.0185 (16)	−0.0059 (16)	0.0017 (15)	−0.0003 (14)
C22A	0.031 (2)	0.033 (2)	0.0287 (19)	0.010 (2)	0.013 (2)	0.0040 (17)
C23A	0.037 (2)	0.032 (2)	0.0308 (19)	0.007 (2)	0.012 (2)	−0.0002 (17)
C24A	0.035 (2)	0.031 (2)	0.0221 (17)	−0.010 (2)	0.016 (2)	−0.0046 (15)
C25A	0.037 (3)	0.039 (3)	0.0201 (17)	−0.006 (2)	0.0028 (17)	0.0126 (17)
C26A	0.019 (2)	0.032 (2)	0.0299 (19)	0.0015 (17)	0.0063 (17)	0.0106 (16)
C31A	0.0195 (19)	0.020 (2)	0.0167 (16)	0.0001 (17)	0.0034 (16)	0.0052 (14)
C32A	0.0143 (19)	0.032 (2)	0.0171 (15)	0.0021 (17)	0.0019 (15)	0.0070 (14)
C33A	0.018 (2)	0.034 (3)	0.0256 (19)	0.0010 (17)	0.0060 (17)	0.0107 (17)
C34A	0.020 (2)	0.038 (3)	0.0262 (19)	0.0116 (18)	0.0082 (17)	0.0106 (17)
C35A	0.034 (2)	0.020 (2)	0.0303 (18)	0.0098 (19)	0.0091 (19)	0.0086 (15)
C36A	0.019 (2)	0.035 (2)	0.0249 (18)	0.0016 (19)	0.0053 (17)	0.0036 (16)
P01B	0.0156 (5)	0.0186 (5)	0.0169 (4)	−0.0005 (5)	0.0022 (5)	0.0031 (3)
O11B	0.0200 (14)	0.0206 (14)	0.0282 (12)	−0.0001 (12)	0.0052 (12)	0.0045 (10)
C11B	0.0128 (19)	0.019 (2)	0.0203 (16)	−0.0064 (15)	0.0047 (15)	−0.0018 (13)
C12B	0.021 (2)	0.027 (2)	0.0183 (16)	−0.0040 (17)	−0.0012 (16)	0.0060 (14)
C13B	0.026 (2)	0.045 (3)	0.0193 (17)	−0.0051 (19)	0.0049 (16)	0.0042 (16)
C14B	0.022 (2)	0.046 (3)	0.0204 (18)	−0.0067 (19)	0.0070 (17)	−0.0017 (17)
C15B	0.0194 (19)	0.033 (2)	0.0302 (19)	−0.0037 (18)	0.0084 (17)	−0.0008 (17)
C16B	0.0147 (19)	0.028 (2)	0.0235 (17)	−0.0023 (19)	0.0033 (16)	−0.0001 (15)
C21B	0.026 (2)	0.018 (2)	0.0162 (15)	−0.0003 (17)	0.0031 (16)	0.0006 (14)
C22B	0.032 (2)	0.026 (2)	0.0252 (18)	−0.005 (2)	−0.002 (2)	0.0083 (16)
C23B	0.028 (2)	0.037 (3)	0.034 (2)	−0.008 (2)	−0.014 (2)	0.0023 (18)
C24B	0.038 (2)	0.037 (2)	0.0180 (16)	0.006 (2)	−0.001 (2)	0.0022 (15)
C25B	0.026 (2)	0.040 (3)	0.0272 (18)	−0.0024 (19)	0.0015 (17)	0.0111 (18)
C26B	0.027 (2)	0.031 (2)	0.0195 (16)	−0.0027 (18)	0.0021 (16)	0.0046 (15)
C31B	0.0176 (19)	0.028 (2)	0.0160 (16)	0.0004 (18)	0.0003 (15)	0.0086 (15)
C32B	0.021 (2)	0.0208 (19)	0.0224 (16)	0.0037 (17)	0.0020 (16)	0.0065 (14)
C33B	0.015 (2)	0.043 (3)	0.0253 (19)	0.0027 (18)	0.0069 (17)	0.0144 (18)
C34B	0.024 (2)	0.034 (3)	0.028 (2)	−0.0077 (18)	−0.0029 (18)	0.0157 (18)
C35B	0.026 (2)	0.027 (2)	0.0298 (18)	−0.0017 (19)	0.0034 (18)	0.0004 (15)
C36B	0.025 (2)	0.017 (2)	0.0271 (18)	−0.0005 (17)	0.0098 (17)	0.0033 (15)

Geometric parameters (Å, º)

C1A—O1A	1.421 (5)	C6B'—H6B4	0.9900
C1A—C2A	1.513 (5)	O1B'—H1B2	0.8400
C1A—C6A	1.519 (7)	O2B'—H2B2	0.8400
C1A—H1A	1.0000	P01A—O11A	1.489 (3)
C2A—O2A	1.452 (6)	P01A—C31A	1.798 (4)
C2A—C3A	1.517 (5)	P01A—C21A	1.807 (4)
C2A—H2A	1.0000	P01A—C11A	1.812 (4)
C3A—C4A	1.529 (7)	C11A—C12A	1.393 (5)
C3A—H3A1	0.9900	C11A—C16A	1.399 (6)
C3A—H3A2	0.9900	C12A—C13A	1.385 (5)
C4A—C5A	1.516 (6)	C12A—H12A	0.9500
C4A—H4A1	0.9900	C13A—C14A	1.392 (7)
C4A—H4A2	0.9900	C13A—H13A	0.9500
C5A—C6A	1.514 (6)	C14A—C15A	1.386 (6)
C5A—H5A1	0.9900	C14A—H14A	0.9500
C5A—H5A2	0.9900	C15A—C16A	1.393 (5)
C6A—H6A1	0.9900	C15A—H15A	0.9500
C6A—H6A2	0.9900	C16A—H16A	0.9500
O1A—H1A1	0.8400	C21A—C26A	1.391 (5)
O2A—H2A1	0.8400	C21A—C22A	1.402 (6)
C1A'—O1A'	1.424 (7)	C22A—C23A	1.367 (6)
C1A'—C2A'	1.513 (7)	C22A—H22A	0.9500
C1A'—C6A'	1.524 (9)	C23A—C24A	1.383 (6)
C1A'—H1A'	1.0000	C23A—H23A	0.9500
C2A'—O2A'	1.452 (7)	C24A—C25A	1.379 (7)
C2A'—C3A'	1.521 (7)	C24A—H24A	0.9500
C2A'—H2A'	1.0000	C25A—C26A	1.399 (5)
C3A'—C4A'	1.531 (9)	C25A—H25A	0.9500
C3A'—H3A3	0.9900	C26A—H26A	0.9500
C3A'—H3A4	0.9900	C31A—C36A	1.392 (6)
C4A'—C5A'	1.520 (7)	C31A—C32A	1.404 (6)
C4A'—H4A3	0.9900	C32A—C33A	1.393 (6)
C4A'—H4A4	0.9900	C32A—H32A	0.9500
C5A'—C6A'	1.515 (7)	C33A—C34A	1.377 (6)
C5A'—H5A3	0.9900	C33A—H33A	0.9500
C5A'—H5A4	0.9900	C34A—C35A	1.393 (7)
C6A'—H6A3	0.9900	C34A—H34A	0.9500
C6A'—H6A4	0.9900	C35A—C36A	1.395 (6)
O1A'—H1A2	0.8400	C35A—H35A	0.9500
O2A'—H2A2	0.8400	C36A—H36A	0.9500
C1B—O1B	1.440 (5)	P01B—O11B	1.482 (3)
C1B—C6B	1.510 (7)	P01B—C21B	1.801 (4)
C1B—C2B	1.511 (5)	P01B—C11B	1.805 (4)
C1B—H1B	1.0000	P01B—C31B	1.827 (4)
C2B—O2B	1.427 (6)	C11B—C16B	1.391 (6)
C2B—C3B	1.515 (6)	C11B—C12B	1.398 (5)
C2B—H2B	1.0000	C12B—C13B	1.384 (5)
C3B—C4B	1.524 (7)	C12B—H12B	0.9500
C3B—H3B1	0.9900	C13B—C14B	1.373 (7)
C3B—H3B2	0.9900	C13B—H13B	0.9500
C4B—C5B	1.518 (6)	C14B—C15B	1.388 (6)
C4B—H4B1	0.9900	C14B—H14B	0.9500
C4B—H4B2	0.9900	C15B—C16B	1.392 (5)
C5B—C6B	1.515 (6)	C15B—H15B	0.9500
C5B—H5B1	0.9900	C16B—H16B	0.9500
C5B—H5B2	0.9900	C21B—C26B	1.385 (6)
C6B—H6B1	0.9900	C21B—C22B	1.387 (6)
C6B—H6B2	0.9900	C22B—C23B	1.396 (6)
O1B—H1B1	0.8400	C22B—H22B	0.9500
O2B—H2B1	0.8400	C23B—C24B	1.390 (6)
C1B'—O1B'	1.439 (7)	C23B—H23B	0.9500
C1B'—C6B'	1.510 (9)	C24B—C25B	1.376 (7)
C1B'—C2B'	1.513 (7)	C24B—H24B	0.9500
C1B'—H1B'	1.0000	C25B—C26B	1.382 (5)
C2B'—O2B'	1.431 (8)	C25B—H25B	0.9500
C2B'—C3B'	1.516 (7)	C26B—H26B	0.9500
C2B'—H2B'	1.0000	C31B—C32B	1.388 (6)
C3B'—C4B'	1.521 (9)	C31B—C36B	1.390 (6)
C3B'—H3B3	0.9900	C32B—C33B	1.389 (6)
C3B'—H3B4	0.9900	C32B—H32B	0.9500
C4B'—C5B'	1.515 (7)	C33B—C34B	1.386 (6)
C4B'—H4B3	0.9900	C33B—H33B	0.9500
C4B'—H4B4	0.9900	C34B—C35B	1.384 (7)
C5B'—C6B'	1.515 (7)	C34B—H34B	0.9500
C5B'—H5B3	0.9900	C35B—C36B	1.379 (6)
C5B'—H5B4	0.9900	C35B—H35B	0.9500
C6B'—H6B3	0.9900	C36B—H36B	0.9500
O1A—C1A—C2A	107.8 (4)	C6B'—C5B'—C4B'	110.9 (8)
O1A—C1A—C6A	112.2 (5)	C6B'—C5B'—H5B3	109.5
C2A—C1A—C6A	111.2 (4)	C4B'—C5B'—H5B3	109.5
O1A—C1A—H1A	108.5	C6B'—C5B'—H5B4	109.5
C2A—C1A—H1A	108.5	C4B'—C5B'—H5B4	109.5
C6A—C1A—H1A	108.5	H5B3—C5B'—H5B4	108.1
O2A—C2A—C1A	110.3 (4)	C1B'—C6B'—C5B'	111.8 (8)
O2A—C2A—C3A	108.8 (4)	C1B'—C6B'—H6B3	109.3
C1A—C2A—C3A	111.2 (4)	C5B'—C6B'—H6B3	109.3
O2A—C2A—H2A	108.8	C1B'—C6B'—H6B4	109.3
C1A—C2A—H2A	108.8	C5B'—C6B'—H6B4	109.3
C3A—C2A—H2A	108.8	H6B3—C6B'—H6B4	107.9
C2A—C3A—C4A	110.4 (4)	C1B'—O1B'—H1B2	109.5
C2A—C3A—H3A1	109.6	C2B'—O2B'—H2B2	109.5
C4A—C3A—H3A1	109.6	O11A—P01A—C31A	111.85 (18)
C2A—C3A—H3A2	109.6	O11A—P01A—C21A	113.88 (16)
C4A—C3A—H3A2	109.6	C31A—P01A—C21A	106.46 (17)
H3A1—C3A—H3A2	108.1	O11A—P01A—C11A	111.53 (16)
C5A—C4A—C3A	111.1 (5)	C31A—P01A—C11A	106.63 (17)
C5A—C4A—H4A1	109.4	C21A—P01A—C11A	105.99 (17)
C3A—C4A—H4A1	109.4	C12A—C11A—C16A	120.2 (3)
C5A—C4A—H4A2	109.4	C12A—C11A—P01A	117.2 (3)
C3A—C4A—H4A2	109.4	C16A—C11A—P01A	122.6 (3)
H4A1—C4A—H4A2	108.0	C13A—C12A—C11A	120.5 (4)
C6A—C5A—C4A	111.6 (5)	C13A—C12A—H12A	119.8
C6A—C5A—H5A1	109.3	C11A—C12A—H12A	119.8
C4A—C5A—H5A1	109.3	C12A—C13A—C14A	119.5 (4)
C6A—C5A—H5A2	109.3	C12A—C13A—H13A	120.2
C4A—C5A—H5A2	109.3	C14A—C13A—H13A	120.2
H5A1—C5A—H5A2	108.0	C15A—C14A—C13A	120.2 (4)
C5A—C6A—C1A	111.2 (5)	C15A—C14A—H14A	119.9
C5A—C6A—H6A1	109.4	C13A—C14A—H14A	119.9
C1A—C6A—H6A1	109.4	C14A—C15A—C16A	120.7 (4)
C5A—C6A—H6A2	109.4	C14A—C15A—H15A	119.7
C1A—C6A—H6A2	109.4	C16A—C15A—H15A	119.7
H6A1—C6A—H6A2	108.0	C15A—C16A—C11A	118.9 (3)
O1A'—C1A'—C2A'	109.3 (7)	C15A—C16A—H16A	120.5
O1A'—C1A'—C6A'	110.6 (7)	C11A—C16A—H16A	120.5
C2A'—C1A'—C6A'	110.7 (7)	C26A—C21A—C22A	119.2 (3)
O1A'—C1A'—H1A'	108.8	C26A—C21A—P01A	122.5 (3)
C2A'—C1A'—H1A'	108.8	C22A—C21A—P01A	118.2 (3)
C6A'—C1A'—H1A'	108.8	C23A—C22A—C21A	120.6 (4)
O2A'—C2A'—C1A'	110.0 (7)	C23A—C22A—H22A	119.7
O2A'—C2A'—C3A'	108.5 (7)	C21A—C22A—H22A	119.7
C1A'—C2A'—C3A'	110.8 (6)	C22A—C23A—C24A	120.7 (4)
O2A'—C2A'—H2A'	109.2	C22A—C23A—H23A	119.7
C1A'—C2A'—H2A'	109.2	C24A—C23A—H23A	119.7
C3A'—C2A'—H2A'	109.2	C25A—C24A—C23A	119.4 (4)
C2A'—C3A'—C4A'	110.2 (7)	C25A—C24A—H24A	120.3
C2A'—C3A'—H3A3	109.6	C23A—C24A—H24A	120.3
C4A'—C3A'—H3A3	109.6	C24A—C25A—C26A	121.0 (4)
C2A'—C3A'—H3A4	109.6	C24A—C25A—H25A	119.5
C4A'—C3A'—H3A4	109.6	C26A—C25A—H25A	119.5
H3A3—C3A'—H3A4	108.1	C21A—C26A—C25A	119.1 (4)
C5A'—C4A'—C3A'	109.7 (8)	C21A—C26A—H26A	120.4
C5A'—C4A'—H4A3	109.7	C25A—C26A—H26A	120.4
C3A'—C4A'—H4A3	109.7	C36A—C31A—C32A	119.4 (4)
C5A'—C4A'—H4A4	109.7	C36A—C31A—P01A	123.0 (3)
C3A'—C4A'—H4A4	109.7	C32A—C31A—P01A	117.6 (3)
H4A3—C4A'—H4A4	108.2	C33A—C32A—C31A	119.7 (4)
C6A'—C5A'—C4A'	110.8 (7)	C33A—C32A—H32A	120.1
C6A'—C5A'—H5A3	109.5	C31A—C32A—H32A	120.1
C4A'—C5A'—H5A3	109.5	C34A—C33A—C32A	120.5 (4)
C6A'—C5A'—H5A4	109.5	C34A—C33A—H33A	119.8
C4A'—C5A'—H5A4	109.5	C32A—C33A—H33A	119.8
H5A3—C5A'—H5A4	108.1	C33A—C34A—C35A	120.3 (4)
C5A'—C6A'—C1A'	111.0 (8)	C33A—C34A—H34A	119.9
C5A'—C6A'—H6A3	109.4	C35A—C34A—H34A	119.9
C1A'—C6A'—H6A3	109.4	C34A—C35A—C36A	119.7 (4)
C5A'—C6A'—H6A4	109.4	C34A—C35A—H35A	120.1
C1A'—C6A'—H6A4	109.4	C36A—C35A—H35A	120.1
H6A3—C6A'—H6A4	108.0	C31A—C36A—C35A	120.3 (4)
C1A'—O1A'—H1A2	109.5	C31A—C36A—H36A	119.8
C2A'—O2A'—H2A2	109.5	C35A—C36A—H36A	119.8
O1B—C1B—C6B	109.1 (4)	O11B—P01B—C21B	114.21 (16)
O1B—C1B—C2B	111.0 (4)	O11B—P01B—C11B	111.85 (17)
C6B—C1B—C2B	111.3 (4)	C21B—P01B—C11B	105.72 (17)
O1B—C1B—H1B	108.4	O11B—P01B—C31B	111.47 (18)
C6B—C1B—H1B	108.4	C21B—P01B—C31B	106.52 (17)
C2B—C1B—H1B	108.4	C11B—P01B—C31B	106.57 (17)
O2B—C2B—C1B	107.5 (4)	C16B—C11B—C12B	119.1 (3)
O2B—C2B—C3B	112.5 (5)	C16B—C11B—P01B	123.5 (3)
C1B—C2B—C3B	110.3 (4)	C12B—C11B—P01B	117.4 (3)
O2B—C2B—H2B	108.8	C13B—C12B—C11B	120.4 (4)
C1B—C2B—H2B	108.8	C13B—C12B—H12B	119.8
C3B—C2B—H2B	108.8	C11B—C12B—H12B	119.8
C2B—C3B—C4B	110.9 (4)	C14B—C13B—C12B	120.1 (4)
C2B—C3B—H3B1	109.5	C14B—C13B—H13B	119.9
C4B—C3B—H3B1	109.5	C12B—C13B—H13B	119.9
C2B—C3B—H3B2	109.5	C13B—C14B—C15B	120.3 (4)
C4B—C3B—H3B2	109.5	C13B—C14B—H14B	119.9
H3B1—C3B—H3B2	108.0	C15B—C14B—H14B	119.9
C5B—C4B—C3B	111.7 (5)	C14B—C15B—C16B	119.9 (4)
C5B—C4B—H4B1	109.3	C14B—C15B—H15B	120.0
C3B—C4B—H4B1	109.3	C16B—C15B—H15B	120.0
C5B—C4B—H4B2	109.3	C11B—C16B—C15B	120.1 (4)
C3B—C4B—H4B2	109.3	C11B—C16B—H16B	120.0
H4B1—C4B—H4B2	107.9	C15B—C16B—H16B	120.0
C6B—C5B—C4B	111.1 (4)	C26B—C21B—C22B	118.5 (3)
C6B—C5B—H5B1	109.4	C26B—C21B—P01B	123.2 (3)
C4B—C5B—H5B1	109.4	C22B—C21B—P01B	118.1 (3)
C6B—C5B—H5B2	109.4	C21B—C22B—C23B	120.5 (4)
C4B—C5B—H5B2	109.4	C21B—C22B—H22B	119.8
H5B1—C5B—H5B2	108.0	C23B—C22B—H22B	119.8
C1B—C6B—C5B	112.8 (4)	C24B—C23B—C22B	119.8 (4)
C1B—C6B—H6B1	109.0	C24B—C23B—H23B	120.1
C5B—C6B—H6B1	109.0	C22B—C23B—H23B	120.1
C1B—C6B—H6B2	109.0	C25B—C24B—C23B	119.8 (4)
C5B—C6B—H6B2	109.0	C25B—C24B—H24B	120.1
H6B1—C6B—H6B2	107.8	C23B—C24B—H24B	120.1
O1B'—C1B'—C6B'	109.9 (8)	C24B—C25B—C26B	119.9 (4)
O1B'—C1B'—C2B'	109.7 (8)	C24B—C25B—H25B	120.0
C6B'—C1B'—C2B'	111.5 (8)	C26B—C25B—H25B	120.0
O1B'—C1B'—H1B'	108.5	C25B—C26B—C21B	121.5 (4)
C6B'—C1B'—H1B'	108.5	C25B—C26B—H26B	119.3
C2B'—C1B'—H1B'	108.5	C21B—C26B—H26B	119.3
O2B'—C2B'—C1B'	107.0 (8)	C32B—C31B—C36B	119.6 (4)
O2B'—C2B'—C3B'	111.4 (9)	C32B—C31B—P01B	117.6 (3)
C1B'—C2B'—C3B'	110.6 (7)	C36B—C31B—P01B	122.8 (3)
O2B'—C2B'—H2B'	109.3	C31B—C32B—C33B	120.0 (3)
C1B'—C2B'—H2B'	109.3	C31B—C32B—H32B	120.0
C3B'—C2B'—H2B'	109.3	C33B—C32B—H32B	120.0
C2B'—C3B'—C4B'	112.1 (9)	C34B—C33B—C32B	120.2 (4)
C2B'—C3B'—H3B3	109.2	C34B—C33B—H33B	119.9
C4B'—C3B'—H3B3	109.2	C32B—C33B—H33B	119.9
C2B'—C3B'—H3B4	109.2	C35B—C34B—C33B	119.6 (4)
C4B'—C3B'—H3B4	109.2	C35B—C34B—H34B	120.2
H3B3—C3B'—H3B4	107.9	C33B—C34B—H34B	120.2
C5B'—C4B'—C3B'	112.0 (9)	C36B—C35B—C34B	120.5 (4)
C5B'—C4B'—H4B3	109.2	C36B—C35B—H35B	119.8
C3B'—C4B'—H4B3	109.2	C34B—C35B—H35B	119.8
C5B'—C4B'—H4B4	109.2	C35B—C36B—C31B	120.1 (4)
C3B'—C4B'—H4B4	109.2	C35B—C36B—H36B	119.9
H4B3—C4B'—H4B4	107.9	C31B—C36B—H36B	119.9
O1A—C1A—C2A—O2A	59.4 (7)	C26A—C21A—C22A—C23A	2.1 (6)
C6A—C1A—C2A—O2A	−177.3 (5)	P01A—C21A—C22A—C23A	−175.7 (3)
O1A—C1A—C2A—C3A	−179.8 (4)	C21A—C22A—C23A—C24A	−0.8 (6)
C6A—C1A—C2A—C3A	−56.5 (7)	C22A—C23A—C24A—C25A	−0.7 (6)
O2A—C2A—C3A—C4A	178.2 (5)	C23A—C24A—C25A—C26A	0.9 (6)
C1A—C2A—C3A—C4A	56.5 (7)	C22A—C21A—C26A—C25A	−1.8 (6)
C2A—C3A—C4A—C5A	−55.8 (9)	P01A—C21A—C26A—C25A	175.8 (3)
C3A—C4A—C5A—C6A	55.3 (10)	C24A—C25A—C26A—C21A	0.4 (6)
C4A—C5A—C6A—C1A	−54.8 (10)	O11A—P01A—C31A—C36A	−158.9 (3)
O1A—C1A—C6A—C5A	176.0 (5)	C21A—P01A—C31A—C36A	76.1 (3)
C2A—C1A—C6A—C5A	55.2 (9)	C11A—P01A—C31A—C36A	−36.7 (4)
O1A'—C1A'—C2A'—O2A'	−61.5 (11)	O11A—P01A—C31A—C32A	20.4 (3)
C6A'—C1A'—C2A'—O2A'	176.5 (11)	C21A—P01A—C31A—C32A	−104.6 (3)
O1A'—C1A'—C2A'—C3A'	178.6 (9)	C11A—P01A—C31A—C32A	142.6 (3)
C6A'—C1A'—C2A'—C3A'	56.6 (12)	C36A—C31A—C32A—C33A	1.1 (5)
O2A'—C2A'—C3A'—C4A'	−178.9 (11)	P01A—C31A—C32A—C33A	−178.2 (3)
C1A'—C2A'—C3A'—C4A'	−58.0 (12)	C31A—C32A—C33A—C34A	0.1 (5)
C2A'—C3A'—C4A'—C5A'	58.3 (16)	C32A—C33A—C34A—C35A	−1.5 (6)
C3A'—C4A'—C5A'—C6A'	−58.0 (15)	C33A—C34A—C35A—C36A	1.6 (6)
C4A'—C5A'—C6A'—C1A'	57.0 (16)	C32A—C31A—C36A—C35A	−1.1 (6)
O1A'—C1A'—C6A'—C5A'	−177.2 (12)	P01A—C31A—C36A—C35A	178.3 (3)
C2A'—C1A'—C6A'—C5A'	−56.0 (17)	C34A—C35A—C36A—C31A	−0.3 (6)
O1B—C1B—C2B—O2B	58.6 (7)	O11B—P01B—C11B—C16B	158.7 (3)
C6B—C1B—C2B—O2B	−179.6 (5)	C21B—P01B—C11B—C16B	33.9 (4)
O1B—C1B—C2B—C3B	−178.4 (4)	C31B—P01B—C11B—C16B	−79.2 (3)
C6B—C1B—C2B—C3B	−56.6 (7)	O11B—P01B—C11B—C12B	−22.1 (3)
O2B—C2B—C3B—C4B	177.5 (5)	C21B—P01B—C11B—C12B	−147.0 (3)
C1B—C2B—C3B—C4B	57.5 (8)	C31B—P01B—C11B—C12B	99.9 (3)
C2B—C3B—C4B—C5B	−56.1 (9)	C16B—C11B—C12B—C13B	0.8 (6)
C3B—C4B—C5B—C6B	52.8 (9)	P01B—C11B—C12B—C13B	−178.4 (3)
O1B—C1B—C6B—C5B	177.5 (5)	C11B—C12B—C13B—C14B	0.8 (6)
C2B—C1B—C6B—C5B	54.7 (8)	C12B—C13B—C14B—C15B	−1.7 (6)
C4B—C5B—C6B—C1B	−52.3 (9)	C13B—C14B—C15B—C16B	1.0 (6)
O1B'—C1B'—C2B'—O2B'	−60.9 (14)	C12B—C11B—C16B—C15B	−1.5 (5)
C6B'—C1B'—C2B'—O2B'	177.0 (15)	P01B—C11B—C16B—C15B	177.7 (3)
O1B'—C1B'—C2B'—C3B'	177.7 (11)	C14B—C15B—C16B—C11B	0.6 (6)
C6B'—C1B'—C2B'—C3B'	55.6 (14)	O11B—P01B—C21B—C26B	113.7 (3)
O2B'—C2B'—C3B'—C4B'	−173.1 (17)	C11B—P01B—C21B—C26B	−122.9 (3)
C1B'—C2B'—C3B'—C4B'	−54.3 (17)	C31B—P01B—C21B—C26B	−9.8 (4)
C2B'—C3B'—C4B'—C5B'	54 (2)	O11B—P01B—C21B—C22B	−61.9 (4)
C3B'—C4B'—C5B'—C6B'	−53.3 (19)	C11B—P01B—C21B—C22B	61.5 (3)
O1B'—C1B'—C6B'—C5B'	−178.4 (14)	C31B—P01B—C21B—C22B	174.6 (3)
C2B'—C1B'—C6B'—C5B'	−56.5 (19)	C26B—C21B—C22B—C23B	0.8 (6)
C4B'—C5B'—C6B'—C1B'	54.8 (18)	P01B—C21B—C22B—C23B	176.6 (3)
O11A—P01A—C11A—C12A	23.3 (4)	C21B—C22B—C23B—C24B	−1.8 (7)
C31A—P01A—C11A—C12A	−99.1 (3)	C22B—C23B—C24B—C25B	1.8 (7)
C21A—P01A—C11A—C12A	147.8 (3)	C23B—C24B—C25B—C26B	−0.9 (6)
O11A—P01A—C11A—C16A	−158.5 (3)	C24B—C25B—C26B—C21B	−0.1 (6)
C31A—P01A—C11A—C16A	79.1 (3)	C22B—C21B—C26B—C25B	0.2 (6)
C21A—P01A—C11A—C16A	−34.0 (4)	P01B—C21B—C26B—C25B	−175.5 (3)
C16A—C11A—C12A—C13A	−0.4 (6)	O11B—P01B—C31B—C32B	−22.3 (3)
P01A—C11A—C12A—C13A	177.8 (3)	C21B—P01B—C31B—C32B	102.9 (3)
C11A—C12A—C13A—C14A	−1.0 (6)	C11B—P01B—C31B—C32B	−144.6 (3)
C12A—C13A—C14A—C15A	1.4 (6)	O11B—P01B—C31B—C36B	158.2 (3)
C13A—C14A—C15A—C16A	−0.2 (7)	C21B—P01B—C31B—C36B	−76.6 (3)
C14A—C15A—C16A—C11A	−1.3 (6)	C11B—P01B—C31B—C36B	35.9 (4)
C12A—C11A—C16A—C15A	1.6 (6)	C36B—C31B—C32B—C33B	−1.6 (5)
P01A—C11A—C16A—C15A	−176.6 (3)	P01B—C31B—C32B—C33B	178.9 (3)
O11A—P01A—C21A—C26A	−114.7 (3)	C31B—C32B—C33B—C34B	0.7 (5)
C31A—P01A—C21A—C26A	9.1 (4)	C32B—C33B—C34B—C35B	0.7 (6)
C11A—P01A—C21A—C26A	122.3 (3)	C33B—C34B—C35B—C36B	−1.3 (6)
O11A—P01A—C21A—C22A	63.0 (3)	C34B—C35B—C36B—C31B	0.5 (6)
C31A—P01A—C21A—C22A	−173.3 (3)	C32B—C31B—C36B—C35B	1.0 (5)
C11A—P01A—C21A—C22A	−60.0 (3)	P01B—C31B—C36B—C35B	−179.5 (3)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1A—H1A1···O1B^i	0.84	1.92	2.763 (7)	176
O2A—H2A1···O1A^ii	0.84	1.89	2.718 (6)	166
O1B—H1B1···O2B^i	0.84	1.94	2.750 (7)	160
O2B—H2B1···O2A^ii	0.84	1.91	2.748 (8)	176
O1A′—H1A2···O2A′^ii	0.84	1.99	2.778 (16)	156
O2A′—H2A2···O2B′^ii	0.84	2.30	2.72 (2)	111
O1B′—H1B2···O1A′^i	0.84	1.94	2.752 (19)	162

Symmetry codes: (i) −x+1, −y+1, −z; (ii) −x+1, −y, −z.

(acetone90Kmono) 1:1 rac-1,2-cyclohexanediol triphenylphosphine oxide

Crystal data

C6H12O2·C18H15OP	F(000) = 1680
Mr = 394.43	Dx = 1.270 Mg m^−3
Monoclinic, C12/c1	Mo Kα radiation, λ = 0.71073 Å
a = 41.501 (4) Å	Cell parameters from 9276 reflections
b = 9.276 (1) Å	θ = 1.0–27.5°
c = 10.913 (1) Å	µ = 0.16 mm^−1
β = 100.96 (1)°	T = 90 K
V = 4124.5 (7) Å^3	Lath, colorless
Z = 8	0.25 × 0.21 × 0.13 mm

Data collection

Nonius KappaCCD diffractometer	3630 independent reflections
Radiation source: fine-focus sealed tube	2713 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.179
Detector resolution: 10 pixels mm^-1	θmax = 25.0°, θmin = 1.0°
1.0° ω scans at fixed χ = 55°	h = −49→49
Absorption correction: multi-scan DENZO-SMN (Otwinowski & Minor, 1997)	k = −11→11
Tmin = 0.96, Tmax = 0.98	l = −12→12
13911 measured reflections

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)] = 0.074	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.121	H-atom parameters constrained
S = 1.28	w = 1/[σ^2(Fo^2) + (0.P)^2 + 4.778P] where P = (Fo^2 + 2Fc^2)/3
3630 reflections	(Δ/σ)max = 0.001
282 parameters	Δρmax = 0.31 e Å^−3
68 restraints	Δρmin = −0.30 e Å^−3

Special details

Experimental. The crystal-to-detector distance was 40 mm. Each frame was measured for 20 s. The number of scan sets measured was 9; the total number of frames measured was 951.

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	Occ. (<1)
C1	0.0190 (3)	0.7574 (12)	0.0771 (9)	0.022 (2)	0.478 (6)
H1	0.0006	0.8284	0.0586	0.027*	0.478 (6)
C2	0.0289 (3)	0.7196 (13)	−0.0452 (10)	0.026 (3)	0.478 (6)
H2	0.0466	0.6452	−0.0283	0.032*	0.478 (6)
C3	0.0423 (3)	0.8493 (10)	−0.1039 (10)	0.029 (2)	0.478 (6)
H3A	0.0243	0.9192	−0.1313	0.035*	0.478 (6)
H3B	0.0508	0.8180	−0.1784	0.035*	0.478 (6)
C4	0.0696 (6)	0.922 (3)	−0.0126 (13)	0.036 (2)	0.478 (6)
H4A	0.0889	0.8578	0.0036	0.043*	0.478 (6)
H4B	0.0761	1.0118	−0.0510	0.043*	0.478 (6)
C5	0.0598 (2)	0.9596 (10)	0.1104 (9)	0.0313 (15)	0.478 (6)
H5A	0.0428	1.0360	0.0967	0.038*	0.478 (6)
H5B	0.0791	0.9975	0.1691	0.038*	0.478 (6)
C6	0.0464 (5)	0.828 (2)	0.1677 (13)	0.028 (3)	0.478 (6)
H6A	0.0643	0.7571	0.1929	0.034*	0.478 (6)
H6B	0.0382	0.8569	0.2435	0.034*	0.478 (6)
O1	0.0064 (3)	0.6299 (11)	0.1252 (12)	0.0290 (16)	0.478 (6)
H01	−0.0103	0.6016	0.0750	0.043*	0.478 (6)
O2	0.0017 (4)	0.6596 (13)	−0.1328 (16)	0.0251 (19)	0.478 (6)
H02	0.0076	0.6440	−0.2011	0.038*	0.478 (6)
C1'	0.0267 (3)	0.7174 (10)	0.0879 (8)	0.022 (2)	0.522 (6)
H1'	0.0432	0.6376	0.1046	0.027*	0.522 (6)
C2'	0.0201 (3)	0.7527 (12)	−0.0500 (9)	0.026 (3)	0.522 (6)
H2'	0.0029	0.8295	−0.0684	0.032*	0.522 (6)
C3'	0.0517 (2)	0.8034 (10)	−0.0876 (10)	0.029 (2)	0.522 (6)
H3'A	0.0474	0.8262	−0.1778	0.035*	0.522 (6)
H3'B	0.0682	0.7252	−0.0725	0.035*	0.522 (6)
C4'	0.0651 (6)	0.937 (2)	−0.0134 (11)	0.036 (2)	0.522 (6)
H4'A	0.0493	1.0171	−0.0332	0.043*	0.522 (6)
H4'B	0.0860	0.9662	−0.0373	0.043*	0.522 (6)
C5'	0.0710 (2)	0.9055 (10)	0.1264 (8)	0.0313 (15)	0.522 (6)
H5'A	0.0780	0.9950	0.1733	0.038*	0.522 (6)
H5'B	0.0888	0.8336	0.1478	0.038*	0.522 (6)
C6'	0.0398 (4)	0.848 (2)	0.1646 (12)	0.028 (3)	0.522 (6)
H6'A	0.0446	0.8211	0.2541	0.034*	0.522 (6)
H6'B	0.0228	0.9242	0.1531	0.034*	0.522 (6)
O1'	−0.0032 (2)	0.6733 (9)	0.1275 (11)	0.0290 (16)	0.522 (6)
H01'	0.0014	0.6422	0.2011	0.043*	0.522 (6)
O2'	0.0084 (3)	0.6215 (12)	−0.1153 (14)	0.0251 (19)	0.522 (6)
H02'	−0.0111	0.6062	−0.1083	0.038*	0.522 (6)
P1	0.16781 (2)	0.61898 (10)	0.16242 (8)	0.0200 (2)
O11	0.17068 (5)	0.6726 (2)	0.29227 (18)	0.0234 (5)
C11	0.13362 (7)	0.4965 (3)	0.1199 (3)	0.0192 (7)
C12	0.10829 (7)	0.5065 (3)	0.1875 (3)	0.0226 (7)
H12	0.1098	0.5736	0.2542	0.027*
C13	0.08098 (8)	0.4187 (4)	0.1573 (3)	0.0305 (9)
H13	0.0639	0.4250	0.2039	0.037*
C14	0.07843 (8)	0.3224 (4)	0.0602 (3)	0.0323 (9)
H14	0.0594	0.2638	0.0390	0.039*
C15	0.10362 (8)	0.3107 (4)	−0.0069 (3)	0.0287 (8)
H15	0.1019	0.2437	−0.0736	0.034*
C16	0.13141 (8)	0.3972 (4)	0.0237 (3)	0.0224 (7)
H16	0.1488	0.3882	−0.0212	0.027*
C21	0.20346 (7)	0.5226 (4)	0.1351 (3)	0.0212 (7)
C22	0.21185 (8)	0.3952 (4)	0.2015 (3)	0.0308 (8)
H22	0.1982	0.3590	0.2552	0.037*
C23	0.24024 (8)	0.3212 (4)	0.1890 (3)	0.0368 (9)
H23	0.2459	0.2344	0.2342	0.044*
C24	0.26019 (8)	0.3735 (4)	0.1111 (3)	0.0323 (9)
H24	0.2797	0.3234	0.1036	0.039*
C25	0.25175 (8)	0.4983 (4)	0.0444 (3)	0.0322 (9)
H25	0.2653	0.5339	−0.0097	0.039*
C26	0.22335 (8)	0.5723 (4)	0.0561 (3)	0.0283 (8)
H26	0.2176	0.6579	0.0093	0.034*
C31	0.16111 (8)	0.7648 (3)	0.0499 (3)	0.0214 (7)
C32	0.17026 (7)	0.9028 (4)	0.0927 (3)	0.0225 (8)
H32	0.1802	0.9171	0.1777	0.027*
C33	0.16500 (8)	1.0196 (4)	0.0123 (3)	0.0291 (8)
H33	0.1709	1.1139	0.0425	0.035*
C34	0.15116 (8)	0.9986 (4)	−0.1124 (3)	0.0286 (8)
H34	0.1476	1.0785	−0.1678	0.034*
C35	0.14258 (8)	0.8613 (4)	−0.1560 (3)	0.0301 (8)
H35	0.1333	0.8468	−0.2417	0.036*
C36	0.14746 (8)	0.7452 (4)	−0.0752 (3)	0.0266 (8)
H36	0.1414	0.6511	−0.1057	0.032*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1	0.023 (5)	0.017 (5)	0.026 (2)	0.002 (4)	0.004 (3)	0.002 (3)
C2	0.032 (5)	0.020 (5)	0.0266 (18)	−0.006 (4)	0.006 (3)	−0.003 (2)
C3	0.035 (5)	0.022 (5)	0.032 (3)	−0.004 (4)	0.010 (3)	0.001 (3)
C4	0.036 (5)	0.031 (4)	0.043 (2)	−0.010 (4)	0.015 (2)	−0.0049 (19)
C5	0.029 (4)	0.022 (5)	0.040 (3)	−0.004 (3)	0.001 (3)	−0.006 (3)
C6	0.033 (6)	0.025 (4)	0.0260 (19)	−0.003 (5)	0.001 (3)	−0.003 (2)
O1	0.041 (5)	0.022 (5)	0.0263 (15)	−0.010 (3)	0.011 (3)	−0.003 (3)
O2	0.031 (5)	0.017 (5)	0.026 (4)	0.000 (3)	0.000 (3)	0.000 (4)
C1'	0.023 (5)	0.017 (5)	0.026 (2)	0.002 (4)	0.004 (3)	0.002 (3)
C2'	0.032 (5)	0.020 (5)	0.0266 (18)	−0.006 (4)	0.006 (3)	−0.003 (2)
C3'	0.035 (5)	0.022 (5)	0.032 (3)	−0.004 (4)	0.010 (3)	0.001 (3)
C4'	0.036 (5)	0.031 (4)	0.043 (2)	−0.010 (4)	0.015 (2)	−0.0049 (19)
C5'	0.029 (4)	0.022 (5)	0.040 (3)	−0.004 (3)	0.001 (3)	−0.006 (3)
C6'	0.033 (6)	0.025 (4)	0.0260 (19)	−0.003 (5)	0.001 (3)	−0.003 (2)
O1'	0.041 (5)	0.022 (5)	0.0263 (15)	−0.010 (3)	0.011 (3)	−0.003 (3)
O2'	0.031 (5)	0.017 (5)	0.026 (4)	0.000 (3)	0.000 (3)	0.000 (4)
P1	0.0209 (4)	0.0170 (4)	0.0221 (4)	−0.0005 (4)	0.0042 (3)	0.0000 (4)
O11	0.0264 (12)	0.0243 (13)	0.0200 (11)	−0.0008 (10)	0.0055 (9)	0.0000 (10)
C11	0.0173 (16)	0.0152 (17)	0.0237 (17)	0.0025 (13)	0.0002 (13)	0.0043 (14)
C12	0.0227 (17)	0.0185 (18)	0.0270 (18)	0.0038 (14)	0.0057 (14)	0.0002 (15)
C13	0.0213 (18)	0.030 (2)	0.041 (2)	0.0026 (15)	0.0062 (16)	0.0020 (17)
C14	0.0210 (18)	0.025 (2)	0.048 (2)	−0.0036 (15)	−0.0011 (16)	0.0097 (18)
C15	0.033 (2)	0.0187 (18)	0.0311 (19)	0.0002 (16)	−0.0012 (16)	−0.0019 (16)
C16	0.0234 (17)	0.0174 (17)	0.0259 (17)	0.0023 (14)	0.0035 (14)	0.0038 (15)
C21	0.0156 (16)	0.0217 (18)	0.0250 (17)	−0.0042 (14)	0.0010 (13)	−0.0058 (15)
C22	0.0295 (19)	0.034 (2)	0.0288 (18)	0.0027 (17)	0.0068 (15)	0.0073 (18)
C23	0.035 (2)	0.035 (2)	0.037 (2)	0.0127 (18)	−0.0011 (17)	0.0051 (19)
C24	0.0218 (18)	0.038 (2)	0.035 (2)	0.0072 (17)	0.0006 (15)	−0.0101 (19)
C25	0.0268 (19)	0.033 (2)	0.039 (2)	0.0005 (17)	0.0109 (17)	−0.0016 (18)
C26	0.0287 (19)	0.023 (2)	0.033 (2)	0.0011 (15)	0.0073 (16)	0.0012 (15)
C31	0.0190 (17)	0.0188 (18)	0.0267 (18)	0.0008 (14)	0.0046 (14)	0.0022 (15)
C32	0.0206 (17)	0.0216 (19)	0.0267 (18)	−0.0001 (14)	0.0080 (14)	−0.0006 (15)
C33	0.0269 (19)	0.0174 (18)	0.046 (2)	−0.0002 (15)	0.0142 (17)	0.0014 (17)
C34	0.031 (2)	0.022 (2)	0.035 (2)	0.0052 (16)	0.0115 (16)	0.0108 (16)
C35	0.031 (2)	0.030 (2)	0.0287 (19)	0.0035 (17)	0.0056 (16)	0.0048 (17)
C36	0.033 (2)	0.0173 (18)	0.0299 (19)	−0.0017 (15)	0.0069 (16)	0.0005 (15)

Geometric parameters (Å, º)

C1—O1	1.432 (17)	O2'—H02'	0.8400
C1—C6	1.506 (13)	P1—O11	1.485 (2)
C1—C2	1.510 (11)	P1—C21	1.801 (3)
C1—H1	1.0000	P1—C11	1.808 (3)
C2—O2	1.44 (2)	P1—C31	1.813 (3)
C2—C3	1.517 (11)	C11—C16	1.387 (4)
C2—H2	1.0000	C11—C12	1.397 (4)
C3—C4	1.520 (13)	C12—C13	1.384 (4)
C3—H3A	0.9900	C12—H12	0.9500
C3—H3B	0.9900	C13—C14	1.374 (5)
C4—C5	1.516 (13)	C13—H13	0.9500
C4—H4A	0.9900	C14—C15	1.390 (5)
C4—H4B	0.9900	C14—H14	0.9500
C5—C6	1.527 (13)	C15—C16	1.392 (4)
C5—H5A	0.9900	C15—H15	0.9500
C5—H5B	0.9900	C16—H16	0.9500
C6—H6A	0.9900	C21—C26	1.381 (4)
C6—H6B	0.9900	C21—C22	1.396 (5)
O1—H01	0.8400	C22—C23	1.393 (5)
O2—H02	0.8400	C22—H22	0.9500
C1'—O1'	1.448 (16)	C23—C24	1.383 (5)
C1'—C6'	1.511 (12)	C23—H23	0.9500
C1'—C2'	1.513 (11)	C24—C25	1.377 (5)
C1'—H1'	1.0000	C24—H24	0.9500
C2'—O2'	1.447 (19)	C25—C26	1.390 (5)
C2'—C3'	1.523 (10)	C25—H25	0.9500
C2'—H2'	1.0000	C26—H26	0.9500
C3'—C4'	1.524 (13)	C31—C36	1.387 (4)
C3'—H3'A	0.9900	C31—C32	1.391 (5)
C3'—H3'B	0.9900	C32—C33	1.386 (5)
C4'—C5'	1.525 (13)	C32—H32	0.9500
C4'—H4'A	0.9900	C33—C34	1.386 (5)
C4'—H4'B	0.9900	C33—H33	0.9500
C5'—C6'	1.532 (12)	C34—C35	1.382 (5)
C5'—H5'A	0.9900	C34—H34	0.9500
C5'—H5'B	0.9900	C35—C36	1.383 (5)
C6'—H6'A	0.9900	C35—H35	0.9500
C6'—H6'B	0.9900	C36—H36	0.9500
O1'—H01'	0.8400
O1—C1—C6	113.5 (10)	C1'—C6'—H6'A	109.4
O1—C1—C2	108.2 (9)	C5'—C6'—H6'A	109.4
C6—C1—C2	112.5 (11)	C1'—C6'—H6'B	109.4
O1—C1—H1	107.5	C5'—C6'—H6'B	109.4
C6—C1—H1	107.5	H6'A—C6'—H6'B	108.0
C2—C1—H1	107.5	C1'—O1'—H01'	109.5
O2—C2—C1	111.5 (11)	C2'—O2'—H02'	109.5
O2—C2—C3	109.2 (11)	O11—P1—C21	113.88 (13)
C1—C2—C3	111.9 (9)	O11—P1—C11	111.83 (13)
O2—C2—H2	108.1	C21—P1—C11	105.97 (15)
C1—C2—H2	108.1	O11—P1—C31	111.74 (14)
C3—C2—H2	108.1	C21—P1—C31	106.45 (15)
C2—C3—C4	111.4 (11)	C11—P1—C31	106.46 (14)
C2—C3—H3A	109.3	C16—C11—C12	119.7 (3)
C4—C3—H3A	109.3	C16—C11—P1	123.2 (2)
C2—C3—H3B	109.3	C12—C11—P1	117.1 (2)
C4—C3—H3B	109.3	C13—C12—C11	120.0 (3)
H3A—C3—H3B	108.0	C13—C12—H12	120.0
C5—C4—C3	112.9 (13)	C11—C12—H12	120.0
C5—C4—H4A	109.0	C14—C13—C12	120.4 (3)
C3—C4—H4A	109.0	C14—C13—H13	119.8
C5—C4—H4B	109.0	C12—C13—H13	119.8
C3—C4—H4B	109.0	C13—C14—C15	120.1 (3)
H4A—C4—H4B	107.8	C13—C14—H14	119.9
C4—C5—C6	111.1 (11)	C15—C14—H14	119.9
C4—C5—H5A	109.4	C14—C15—C16	120.0 (3)
C6—C5—H5A	109.4	C14—C15—H15	120.0
C4—C5—H5B	109.4	C16—C15—H15	120.0
C6—C5—H5B	109.4	C11—C16—C15	119.8 (3)
H5A—C5—H5B	108.0	C11—C16—H16	120.1
C1—C6—C5	111.5 (12)	C15—C16—H16	120.1
C1—C6—H6A	109.3	C26—C21—C22	119.1 (3)
C5—C6—H6A	109.3	C26—C21—P1	123.0 (3)
C1—C6—H6B	109.3	C22—C21—P1	117.8 (3)
C5—C6—H6B	109.3	C23—C22—C21	120.0 (3)
H6A—C6—H6B	108.0	C23—C22—H22	120.0
O1'—C1'—C6'	107.4 (9)	C21—C22—H22	120.0
O1'—C1'—C2'	110.7 (9)	C24—C23—C22	120.2 (4)
C6'—C1'—C2'	110.8 (10)	C24—C23—H23	119.9
O1'—C1'—H1'	109.3	C22—C23—H23	119.9
C6'—C1'—H1'	109.3	C25—C24—C23	119.9 (3)
C2'—C1'—H1'	109.3	C25—C24—H24	120.1
O2'—C2'—C1'	106.8 (10)	C23—C24—H24	120.1
O2'—C2'—C3'	110.5 (10)	C24—C25—C26	120.1 (3)
C1'—C2'—C3'	109.4 (9)	C24—C25—H25	119.9
O2'—C2'—H2'	110.0	C26—C25—H25	119.9
C1'—C2'—H2'	110.0	C21—C26—C25	120.7 (3)
C3'—C2'—H2'	110.0	C21—C26—H26	119.7
C2'—C3'—C4'	110.8 (10)	C25—C26—H26	119.7
C2'—C3'—H3'A	109.5	C36—C31—C32	119.1 (3)
C4'—C3'—H3'A	109.5	C36—C31—P1	123.4 (3)
C2'—C3'—H3'B	109.5	C32—C31—P1	117.6 (2)
C4'—C3'—H3'B	109.5	C33—C32—C31	120.5 (3)
H3'A—C3'—H3'B	108.1	C33—C32—H32	119.8
C3'—C4'—C5'	110.5 (12)	C31—C32—H32	119.8
C3'—C4'—H4'A	109.5	C32—C33—C34	119.9 (3)
C5'—C4'—H4'A	109.5	C32—C33—H33	120.1
C3'—C4'—H4'B	109.5	C34—C33—H33	120.1
C5'—C4'—H4'B	109.5	C35—C34—C33	120.0 (3)
H4'A—C4'—H4'B	108.1	C35—C34—H34	120.0
C4'—C5'—C6'	110.8 (10)	C33—C34—H34	120.0
C4'—C5'—H5'A	109.5	C34—C35—C36	120.1 (3)
C6'—C5'—H5'A	109.5	C34—C35—H35	120.0
C4'—C5'—H5'B	109.5	C36—C35—H35	120.0
C6'—C5'—H5'B	109.5	C35—C36—C31	120.5 (3)
H5'A—C5'—H5'B	108.1	C35—C36—H36	119.7
C1'—C6'—C5'	111.3 (11)	C31—C36—H36	119.7
O1—C1—C2—O2	56.9 (14)	C13—C14—C15—C16	−0.4 (5)
C6—C1—C2—O2	−176.9 (12)	C12—C11—C16—C15	1.6 (5)
O1—C1—C2—C3	179.5 (9)	P1—C11—C16—C15	−177.3 (2)
C6—C1—C2—C3	−54.3 (17)	C14—C15—C16—C11	−1.0 (5)
O2—C2—C3—C4	176.5 (14)	O11—P1—C21—C26	−114.2 (3)
C1—C2—C3—C4	52.6 (18)	C11—P1—C21—C26	122.5 (3)
C2—C3—C4—C5	−53 (2)	C31—P1—C21—C26	9.4 (3)
C3—C4—C5—C6	53 (2)	O11—P1—C21—C22	63.0 (3)
O1—C1—C6—C5	177.9 (11)	C11—P1—C21—C22	−60.3 (3)
C2—C1—C6—C5	55 (2)	C31—P1—C21—C22	−173.4 (2)
C4—C5—C6—C1	−54 (2)	C26—C21—C22—C23	1.0 (5)
O1'—C1'—C2'—O2'	−62.2 (13)	P1—C21—C22—C23	−176.3 (3)
C6'—C1'—C2'—O2'	178.7 (11)	C21—C22—C23—C24	0.1 (5)
O1'—C1'—C2'—C3'	178.1 (7)	C22—C23—C24—C25	−0.8 (5)
C6'—C1'—C2'—C3'	59.1 (15)	C23—C24—C25—C26	0.5 (5)
O2'—C2'—C3'—C4'	−176.7 (12)	C22—C21—C26—C25	−1.3 (5)
C1'—C2'—C3'—C4'	−59.4 (16)	P1—C21—C26—C25	175.9 (2)
C2'—C3'—C4'—C5'	58 (2)	C24—C25—C26—C21	0.5 (5)
C3'—C4'—C5'—C6'	−55 (2)	O11—P1—C31—C36	−158.8 (3)
O1'—C1'—C6'—C5'	−178.2 (11)	C21—P1—C31—C36	76.3 (3)
C2'—C1'—C6'—C5'	−57.2 (18)	C11—P1—C31—C36	−36.4 (3)
C4'—C5'—C6'—C1'	54.7 (19)	O11—P1—C31—C32	21.2 (3)
O11—P1—C11—C16	−158.6 (2)	C21—P1—C31—C32	−103.7 (3)
C21—P1—C11—C16	−34.0 (3)	C11—P1—C31—C32	143.6 (3)
C31—P1—C11—C16	79.1 (3)	C36—C31—C32—C33	1.8 (5)
O11—P1—C11—C12	22.5 (3)	P1—C31—C32—C33	−178.3 (2)
C21—P1—C11—C12	147.2 (2)	C31—C32—C33—C34	−1.4 (5)
C31—P1—C11—C12	−99.8 (3)	C32—C33—C34—C35	0.2 (5)
C16—C11—C12—C13	−0.8 (5)	C33—C34—C35—C36	0.7 (5)
P1—C11—C12—C13	178.2 (2)	C34—C35—C36—C31	−0.3 (5)
C11—C12—C13—C14	−0.7 (5)	C32—C31—C36—C35	−0.9 (5)
C12—C13—C14—C15	1.2 (5)	P1—C31—C36—C35	179.1 (3)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1′—H01′···O1′^i	0.84	1.88	2.64 (2)	149
O2′—H02′···O1′^ii	0.84	2.68	2.744 (14)	86

Symmetry codes: (i) −x, y, −z+1/2; (ii) −x, −y+1, −z.

(ethanol90Kmono) 1:1 rac-1,2-cyclohexanediol triphenylphosphine oxide

Crystal data

C6H12O2·C18H15OP	F(000) = 1680
Mr = 394.43	Dx = 1.270 Mg m^−3
Monoclinic, C12/c1	Mo Kα radiation, λ = 0.71073 Å
a = 41.506 (4) Å	Cell parameters from 9409 reflections
b = 9.273 (1) Å	θ = 1.0–27.5°
c = 10.919 (1) Å	µ = 0.16 mm^−1
β = 100.98 (1)°	T = 90 K
V = 4125.6 (7) Å^3	Lath, colorless
Z = 8	0.25 × 0.20 × 0.12 mm

Data collection

Nonius KappaCCD diffractometer	3631 independent reflections
Radiation source: fine-focus sealed tube	2527 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.119
Detector resolution: 10 pixels mm^-1	θmax = 25.0°, θmin = 1.0°
1.0° ω scans at fixed χ = 55°	h = −49→49
Absorption correction: multi-scan DENZO-SMN (Otwinowski & Minor, 1997)	k = −11→11
Tmin = 0.96, Tmax = 0.98	l = −12→12
14015 measured reflections

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)] = 0.053	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.107	H-atom parameters constrained
S = 1.11	w = 1/[σ^2(Fo^2) + (0.0231P)^2 + 3.4183P] where P = (Fo^2 + 2Fc^2)/3
3631 reflections	(Δ/σ)max < 0.001
282 parameters	Δρmax = 0.25 e Å^−3
68 restraints	Δρmin = −0.28 e Å^−3

Special details

Experimental. The crystal-to-detector distance was 45 mm. Each frame was measured for 15 s. The number of scan sets measured was 9 the total number of frames measured was 1008.

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	Occ. (<1)
C1	0.0187 (2)	0.7582 (9)	0.0763 (8)	0.0208 (15)	0.492 (5)
H1	0.0003	0.8292	0.0576	0.025*	0.492 (5)
C2	0.0288 (3)	0.7186 (11)	−0.0449 (10)	0.025 (2)	0.492 (5)
H2	0.0489	0.6589	−0.0168	0.030*	0.492 (5)
C3	0.0421 (2)	0.8486 (8)	−0.1041 (9)	0.0293 (17)	0.492 (5)
H3A	0.0242	0.9191	−0.1304	0.035*	0.492 (5)
H3B	0.0504	0.8178	−0.1792	0.035*	0.492 (5)
C4	0.0698 (5)	0.920 (2)	−0.0123 (11)	0.034 (2)	0.492 (5)
H4A	0.0888	0.8535	0.0046	0.041*	0.492 (5)
H4B	0.0768	1.0083	−0.0507	0.041*	0.492 (5)
C5	0.05988 (19)	0.9593 (8)	0.1100 (7)	0.0310 (13)	0.492 (5)
H5A	0.0429	1.0356	0.0955	0.037*	0.492 (5)
H5B	0.0792	0.9975	0.1687	0.037*	0.492 (5)
C6	0.0465 (4)	0.8275 (17)	0.1669 (12)	0.027 (2)	0.492 (5)
H6A	0.0644	0.7564	0.1912	0.033*	0.492 (5)
H6B	0.0386	0.8565	0.2432	0.033*	0.492 (5)
O1	0.0065 (2)	0.6302 (9)	0.1262 (10)	0.0288 (13)	0.492 (5)
H01	−0.0102	0.6004	0.0766	0.043*	0.492 (5)
O2	0.0074 (5)	0.6218 (13)	−0.1139 (16)	0.0295 (19)	0.492 (5)
H02	0.0057	0.6400	−0.1902	0.044*	0.492 (5)
C1'	0.0266 (2)	0.7169 (8)	0.0887 (7)	0.0208 (15)	0.508 (5)
H1'	0.0430	0.6368	0.1057	0.025*	0.508 (5)
C2'	0.0203 (2)	0.7521 (12)	−0.0488 (9)	0.025 (2)	0.508 (5)
H2'	0.0064	0.8407	−0.0555	0.030*	0.508 (5)
C3'	0.05160 (19)	0.8033 (8)	−0.0871 (9)	0.0293 (17)	0.508 (5)
H3'A	0.0472	0.8260	−0.1774	0.035*	0.508 (5)
H3'B	0.0683	0.7256	−0.0721	0.035*	0.508 (5)
C4'	0.0649 (5)	0.9376 (19)	−0.0128 (10)	0.034 (2)	0.508 (5)
H4'A	0.0856	0.9685	−0.0371	0.041*	0.508 (5)
H4'B	0.0489	1.0174	−0.0317	0.041*	0.508 (5)
C5'	0.07103 (17)	0.9043 (8)	0.1266 (7)	0.0310 (13)	0.508 (5)
H5'A	0.0886	0.8312	0.1465	0.037*	0.508 (5)
H5'B	0.0784	0.9928	0.1744	0.037*	0.508 (5)
C6'	0.0400 (4)	0.8479 (16)	0.1648 (12)	0.027 (2)	0.508 (5)
H6'A	0.0448	0.8219	0.2543	0.033*	0.508 (5)
H6'B	0.0231	0.9248	0.1530	0.033*	0.508 (5)
O1'	−0.0032 (2)	0.6733 (8)	0.1277 (9)	0.0288 (13)	0.508 (5)
H01'	0.0010	0.6492	0.2032	0.043*	0.508 (5)
O2'	0.0025 (4)	0.6590 (13)	−0.1327 (15)	0.0295 (19)	0.508 (5)
H02'	0.0039	0.5752	−0.1028	0.044*	0.508 (5)
P1	0.167809 (16)	0.61877 (7)	0.16215 (6)	0.02045 (18)
O11	0.17067 (4)	0.67236 (18)	0.29200 (14)	0.0237 (4)
C11	0.13362 (6)	0.4964 (3)	0.1190 (2)	0.0195 (6)
C12	0.10835 (6)	0.5064 (3)	0.1870 (2)	0.0228 (6)
H12	0.1100	0.5730	0.2540	0.027*
C13	0.08093 (6)	0.4187 (3)	0.1564 (3)	0.0317 (7)
H13	0.0638	0.4255	0.2026	0.038*
C14	0.07840 (7)	0.3221 (3)	0.0598 (3)	0.0338 (7)
H14	0.0594	0.2631	0.0388	0.041*
C15	0.10360 (6)	0.3108 (3)	−0.0073 (2)	0.0276 (6)
H15	0.1018	0.2442	−0.0743	0.033*
C16	0.13144 (6)	0.3964 (3)	0.0232 (2)	0.0231 (6)
H16	0.1489	0.3865	−0.0212	0.028*
C21	0.20342 (6)	0.5224 (3)	0.1350 (2)	0.0207 (6)
C22	0.21188 (6)	0.3949 (3)	0.2014 (2)	0.0300 (7)
H22	0.1982	0.3584	0.2548	0.036*
C23	0.24020 (7)	0.3215 (3)	0.1892 (3)	0.0360 (7)
H23	0.2459	0.2349	0.2346	0.043*
C24	0.26019 (6)	0.3736 (3)	0.1114 (2)	0.0323 (7)
H24	0.2797	0.3235	0.1043	0.039*
C25	0.25177 (7)	0.4976 (3)	0.0446 (3)	0.0329 (7)
H25	0.2654	0.5327	−0.0097	0.040*
C26	0.22339 (6)	0.5722 (3)	0.0560 (2)	0.0282 (7)
H26	0.2177	0.6579	0.0092	0.034*
C31	0.16123 (6)	0.7647 (3)	0.0503 (2)	0.0224 (6)
C32	0.17019 (6)	0.9026 (3)	0.0925 (2)	0.0221 (6)
H32	0.1800	0.9173	0.1775	0.026*
C33	0.16495 (6)	1.0195 (3)	0.0118 (3)	0.0284 (7)
H33	0.1709	1.1138	0.0419	0.034*
C34	0.15104 (6)	0.9985 (3)	−0.1122 (3)	0.0284 (7)
H34	0.1472	1.0784	−0.1675	0.034*
C35	0.14260 (6)	0.8603 (3)	−0.1559 (3)	0.0301 (7)
H35	0.1334	0.8454	−0.2416	0.036*
C36	0.14753 (6)	0.7445 (3)	−0.0749 (2)	0.0255 (6)
H36	0.1415	0.6503	−0.1050	0.031*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1	0.016 (4)	0.017 (4)	0.0288 (19)	0.005 (3)	0.004 (2)	0.005 (2)
C2	0.031 (5)	0.019 (4)	0.0267 (16)	−0.005 (4)	0.006 (3)	−0.004 (2)
C3	0.030 (4)	0.026 (4)	0.033 (3)	−0.002 (3)	0.011 (3)	0.002 (3)
C4	0.030 (4)	0.028 (4)	0.0468 (18)	−0.009 (3)	0.0155 (18)	−0.0044 (17)
C5	0.026 (4)	0.024 (4)	0.042 (2)	−0.003 (2)	0.005 (3)	−0.005 (3)
C6	0.029 (5)	0.024 (4)	0.0268 (16)	0.001 (4)	0.001 (2)	0.0002 (19)
O1	0.036 (4)	0.026 (4)	0.0268 (12)	−0.007 (2)	0.010 (3)	−0.001 (3)
O2	0.042 (5)	0.021 (5)	0.024 (4)	−0.008 (4)	0.002 (3)	0.000 (3)
C1'	0.016 (4)	0.017 (4)	0.0288 (19)	0.005 (3)	0.004 (2)	0.005 (2)
C2'	0.031 (5)	0.019 (4)	0.0267 (16)	−0.005 (4)	0.006 (3)	−0.004 (2)
C3'	0.030 (4)	0.026 (4)	0.033 (3)	−0.002 (3)	0.011 (3)	0.002 (3)
C4'	0.030 (4)	0.028 (4)	0.0468 (18)	−0.009 (3)	0.0155 (18)	−0.0044 (17)
C5'	0.026 (4)	0.024 (4)	0.042 (2)	−0.003 (2)	0.005 (3)	−0.005 (3)
C6'	0.029 (5)	0.024 (4)	0.0268 (16)	0.001 (4)	0.001 (2)	0.0002 (19)
O1'	0.036 (4)	0.026 (4)	0.0268 (12)	−0.007 (2)	0.010 (3)	−0.001 (3)
O2'	0.042 (5)	0.021 (5)	0.024 (4)	−0.008 (4)	0.002 (3)	0.000 (3)
P1	0.0189 (4)	0.0184 (4)	0.0239 (4)	−0.0001 (3)	0.0037 (3)	0.0004 (3)
O11	0.0252 (10)	0.0242 (10)	0.0220 (10)	−0.0020 (8)	0.0051 (8)	−0.0017 (8)
C11	0.0165 (13)	0.0176 (14)	0.0237 (14)	0.0021 (11)	0.0016 (11)	0.0042 (12)
C12	0.0197 (14)	0.0215 (14)	0.0275 (15)	0.0031 (12)	0.0051 (12)	0.0013 (12)
C13	0.0194 (15)	0.0336 (18)	0.0430 (18)	0.0008 (12)	0.0079 (13)	0.0022 (14)
C14	0.0210 (16)	0.0257 (16)	0.0521 (19)	−0.0042 (12)	0.0005 (14)	0.0053 (15)
C15	0.0283 (16)	0.0190 (14)	0.0323 (16)	−0.0023 (12)	−0.0024 (13)	−0.0032 (12)
C16	0.0246 (15)	0.0206 (14)	0.0237 (14)	0.0029 (12)	0.0038 (11)	0.0020 (12)
C21	0.0150 (13)	0.0227 (15)	0.0229 (14)	−0.0026 (11)	0.0001 (11)	−0.0045 (12)
C22	0.0241 (15)	0.0340 (17)	0.0317 (16)	0.0030 (13)	0.0052 (12)	0.0080 (14)
C23	0.0316 (17)	0.0361 (17)	0.0380 (17)	0.0106 (14)	0.0013 (14)	0.0071 (14)
C24	0.0185 (14)	0.0382 (18)	0.0379 (17)	0.0094 (13)	−0.0005 (12)	−0.0103 (15)
C25	0.0241 (16)	0.0362 (18)	0.0407 (18)	0.0020 (14)	0.0118 (14)	−0.0018 (15)
C26	0.0273 (16)	0.0222 (15)	0.0354 (17)	−0.0001 (12)	0.0062 (13)	−0.0013 (12)
C31	0.0173 (14)	0.0210 (14)	0.0295 (15)	0.0024 (11)	0.0061 (11)	0.0016 (12)
C32	0.0180 (14)	0.0206 (15)	0.0285 (15)	0.0009 (11)	0.0068 (11)	0.0004 (12)
C33	0.0235 (15)	0.0211 (15)	0.0433 (18)	−0.0018 (12)	0.0133 (13)	−0.0006 (13)
C34	0.0268 (16)	0.0219 (15)	0.0391 (17)	0.0044 (12)	0.0129 (13)	0.0098 (13)
C35	0.0296 (16)	0.0309 (17)	0.0301 (15)	0.0027 (13)	0.0067 (13)	0.0048 (13)
C36	0.0274 (16)	0.0190 (15)	0.0295 (16)	−0.0006 (12)	0.0045 (12)	0.0014 (12)

Geometric parameters (Å, º)

C1—O1	1.437 (14)	O2'—H02'	0.8400
C1—C2	1.508 (10)	P1—O11	1.4857 (17)
C1—C6	1.513 (11)	P1—C21	1.799 (3)
C1—H1	1.0000	P1—C11	1.808 (2)
C2—O2	1.38 (2)	P1—C31	1.808 (3)
C2—C3	1.520 (10)	C11—C16	1.388 (3)
C2—H2	1.0000	C11—C12	1.399 (3)
C3—C4	1.523 (12)	C12—C13	1.387 (3)
C3—H3A	0.9900	C12—H12	0.9500
C3—H3B	0.9900	C13—C14	1.372 (4)
C4—C5	1.515 (12)	C13—H13	0.9500
C4—H4A	0.9900	C14—C15	1.391 (4)
C4—H4B	0.9900	C14—H14	0.9500
C5—C6	1.523 (11)	C15—C16	1.389 (4)
C5—H5A	0.9900	C15—H15	0.9500
C5—H5B	0.9900	C16—H16	0.9500
C6—H6A	0.9900	C21—C26	1.385 (4)
C6—H6B	0.9900	C21—C22	1.396 (4)
O1—H01	0.8400	C22—C23	1.386 (4)
O2—H02	0.8400	C22—H22	0.9500
C1'—O1'	1.441 (14)	C23—C24	1.383 (4)
C1'—C2'	1.510 (10)	C23—H23	0.9500
C1'—C6'	1.516 (11)	C24—C25	1.371 (4)
C1'—H1'	1.0000	C24—H24	0.9500
C2'—O2'	1.369 (19)	C25—C26	1.392 (4)
C2'—C3'	1.514 (10)	C25—H25	0.9500
C2'—H2'	1.0000	C26—H26	0.9500
C3'—C4'	1.531 (12)	C31—C32	1.386 (3)
C3'—H3'A	0.9900	C31—C36	1.390 (3)
C3'—H3'B	0.9900	C32—C33	1.387 (4)
C4'—C5'	1.526 (12)	C32—H32	0.9500
C4'—H4'A	0.9900	C33—C34	1.381 (4)
C4'—H4'B	0.9900	C33—H33	0.9500
C5'—C6'	1.522 (11)	C34—C35	1.388 (4)
C5'—H5'A	0.9900	C34—H34	0.9500
C5'—H5'B	0.9900	C35—C36	1.382 (3)
C6'—H6'A	0.9900	C35—H35	0.9500
C6'—H6'B	0.9900	C36—H36	0.9500
O1'—H01'	0.8400
O1—C1—C2	108.0 (8)	C1'—C6'—H6'A	109.3
O1—C1—C6	112.5 (8)	C5'—C6'—H6'A	109.3
C2—C1—C6	111.8 (9)	C1'—C6'—H6'B	109.3
O1—C1—H1	108.1	C5'—C6'—H6'B	109.3
C2—C1—H1	108.1	H6'A—C6'—H6'B	108.0
C6—C1—H1	108.1	C1'—O1'—H01'	109.5
O2—C2—C1	112.2 (12)	C2'—O2'—H02'	109.5
O2—C2—C3	122.1 (10)	O11—P1—C21	113.84 (11)
C1—C2—C3	111.4 (8)	O11—P1—C11	111.99 (11)
O2—C2—H2	102.8	C21—P1—C11	105.92 (11)
C1—C2—H2	102.8	O11—P1—C31	111.63 (11)
C3—C2—H2	102.8	C21—P1—C31	106.49 (12)
C2—C3—C4	110.7 (9)	C11—P1—C31	106.48 (11)
C2—C3—H3A	109.5	C16—C11—C12	119.7 (2)
C4—C3—H3A	109.5	C16—C11—P1	123.44 (19)
C2—C3—H3B	109.5	C12—C11—P1	116.83 (19)
C4—C3—H3B	109.5	C13—C12—C11	119.8 (2)
H3A—C3—H3B	108.1	C13—C12—H12	120.1
C5—C4—C3	112.9 (11)	C11—C12—H12	120.1
C5—C4—H4A	109.0	C14—C13—C12	120.5 (3)
C3—C4—H4A	109.0	C14—C13—H13	119.8
C5—C4—H4B	109.0	C12—C13—H13	119.8
C3—C4—H4B	109.0	C13—C14—C15	119.9 (3)
H4A—C4—H4B	107.8	C13—C14—H14	120.0
C4—C5—C6	110.3 (9)	C15—C14—H14	120.0
C4—C5—H5A	109.6	C16—C15—C14	120.4 (3)
C6—C5—H5A	109.6	C16—C15—H15	119.8
C4—C5—H5B	109.6	C14—C15—H15	119.8
C6—C5—H5B	109.6	C11—C16—C15	119.6 (2)
H5A—C5—H5B	108.1	C11—C16—H16	120.2
C1—C6—C5	111.5 (10)	C15—C16—H16	120.2
C1—C6—H6A	109.3	C26—C21—C22	119.0 (2)
C5—C6—H6A	109.3	C26—C21—P1	123.0 (2)
C1—C6—H6B	109.3	C22—C21—P1	117.94 (19)
C5—C6—H6B	109.3	C23—C22—C21	120.0 (3)
H6A—C6—H6B	108.0	C23—C22—H22	120.0
O1'—C1'—C2'	111.1 (7)	C21—C22—H22	120.0
O1'—C1'—C6'	107.9 (8)	C24—C23—C22	120.4 (3)
C2'—C1'—C6'	110.3 (9)	C24—C23—H23	119.8
O1'—C1'—H1'	109.2	C22—C23—H23	119.8
C2'—C1'—H1'	109.2	C25—C24—C23	119.8 (3)
C6'—C1'—H1'	109.2	C25—C24—H24	120.1
O2'—C2'—C1'	119.8 (9)	C23—C24—H24	120.1
O2'—C2'—C3'	113.4 (11)	C24—C25—C26	120.2 (3)
C1'—C2'—C3'	110.4 (8)	C24—C25—H25	119.9
O2'—C2'—H2'	103.7	C26—C25—H25	119.9
C1'—C2'—H2'	103.7	C21—C26—C25	120.5 (3)
C3'—C2'—H2'	103.7	C21—C26—H26	119.8
C2'—C3'—C4'	110.5 (9)	C25—C26—H26	119.8
C2'—C3'—H3'A	109.6	C32—C31—C36	119.0 (2)
C4'—C3'—H3'A	109.6	C32—C31—P1	118.04 (19)
C2'—C3'—H3'B	109.6	C36—C31—P1	123.00 (19)
C4'—C3'—H3'B	109.6	C31—C32—C33	120.7 (2)
H3'A—C3'—H3'B	108.1	C31—C32—H32	119.6
C5'—C4'—C3'	109.8 (11)	C33—C32—H32	119.6
C5'—C4'—H4'A	109.7	C34—C33—C32	119.8 (3)
C3'—C4'—H4'A	109.7	C34—C33—H33	120.1
C5'—C4'—H4'B	109.7	C32—C33—H33	120.1
C3'—C4'—H4'B	109.7	C33—C34—C35	119.9 (2)
H4'A—C4'—H4'B	108.2	C33—C34—H34	120.0
C6'—C5'—C4'	110.7 (9)	C35—C34—H34	120.0
C6'—C5'—H5'A	109.5	C36—C35—C34	120.0 (2)
C4'—C5'—H5'A	109.5	C36—C35—H35	120.0
C6'—C5'—H5'B	109.5	C34—C35—H35	120.0
C4'—C5'—H5'B	109.5	C35—C36—C31	120.6 (2)
H5'A—C5'—H5'B	108.1	C35—C36—H36	119.7
C1'—C6'—C5'	111.5 (10)	C31—C36—H36	119.7
O1—C1—C2—O2	39.2 (12)	C13—C14—C15—C16	0.2 (4)
C6—C1—C2—O2	163.4 (10)	C12—C11—C16—C15	2.4 (4)
O1—C1—C2—C3	−179.9 (7)	P1—C11—C16—C15	−177.17 (19)
C6—C1—C2—C3	−55.6 (13)	C14—C15—C16—C11	−1.8 (4)
O2—C2—C3—C4	−169.5 (14)	O11—P1—C21—C26	−114.2 (2)
C1—C2—C3—C4	54.1 (14)	C11—P1—C21—C26	122.3 (2)
C2—C3—C4—C5	−54.4 (18)	C31—P1—C21—C26	9.2 (2)
C3—C4—C5—C6	54.5 (19)	O11—P1—C21—C22	63.0 (2)
O1—C1—C6—C5	177.7 (9)	C11—P1—C21—C22	−60.5 (2)
C2—C1—C6—C5	56.0 (15)	C31—P1—C21—C22	−173.6 (2)
C4—C5—C6—C1	−54.6 (17)	C26—C21—C22—C23	1.2 (4)
O1'—C1'—C2'—O2'	−47.8 (14)	P1—C21—C22—C23	−176.1 (2)
C6'—C1'—C2'—O2'	−167.4 (13)	C21—C22—C23—C24	−0.2 (4)
O1'—C1'—C2'—C3'	177.8 (6)	C22—C23—C24—C25	−0.8 (4)
C6'—C1'—C2'—C3'	58.1 (12)	C23—C24—C25—C26	0.8 (4)
O2'—C2'—C3'—C4'	163.2 (11)	C22—C21—C26—C25	−1.2 (4)
C1'—C2'—C3'—C4'	−59.2 (13)	P1—C21—C26—C25	176.0 (2)
C2'—C3'—C4'—C5'	57.9 (17)	C24—C25—C26—C21	0.2 (4)
C3'—C4'—C5'—C6'	−56.0 (17)	O11—P1—C31—C32	21.0 (2)
O1'—C1'—C6'—C5'	−178.2 (9)	C21—P1—C31—C32	−103.8 (2)
C2'—C1'—C6'—C5'	−56.7 (15)	C11—P1—C31—C32	143.5 (2)
C4'—C5'—C6'—C1'	55.9 (16)	O11—P1—C31—C36	−158.72 (19)
O11—P1—C11—C16	−158.2 (2)	C21—P1—C31—C36	76.5 (2)
C21—P1—C11—C16	−33.5 (2)	C11—P1—C31—C36	−36.2 (2)
C31—P1—C11—C16	79.6 (2)	C36—C31—C32—C33	1.4 (4)
O11—P1—C11—C12	22.2 (2)	P1—C31—C32—C33	−178.28 (19)
C21—P1—C11—C12	146.89 (19)	C31—C32—C33—C34	−0.8 (4)
C31—P1—C11—C12	−100.0 (2)	C32—C33—C34—C35	−0.5 (4)
C16—C11—C12—C13	−1.5 (4)	C33—C34—C35—C36	1.3 (4)
P1—C11—C12—C13	178.08 (19)	C34—C35—C36—C31	−0.7 (4)
C11—C12—C13—C14	0.0 (4)	C32—C31—C36—C35	−0.6 (4)
C12—C13—C14—C15	0.6 (4)	P1—C31—C36—C35	179.0 (2)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1′—H01′···O1′^i	0.84	1.85	2.63 (2)	156
O2′—H02′···O1′^ii	0.84	2.32	3.082 (14)	151

Symmetry codes: (i) −x, y, −z+1/2; (ii) −x, −y+1, −z.

(toluene90KmonoCuKa) 1:1 rac-1,2-cyclohexanediol triphenylphosphine oxide

Crystal data

C6H12O2·C18H15OP	F(000) = 1680
Mr = 394.43	Dx = 1.267 Mg m^−3
Monoclinic, C12/c1	Cu Kα radiation, λ = 1.54178 Å
a = 41.597 (4) Å	Cell parameters from 7792 reflections
b = 9.271 (1) Å	θ = 2.2–67.8°
c = 10.923 (1) Å	µ = 1.35 mm^−1
β = 101.04 (1)°	T = 90 K
V = 4134.5 (7) Å^3	Lath, colorless
Z = 8	0.20 × 0.12 × 0.04 mm

Data collection

Bruker-Nonius X8 Proteum diffractometer	3742 independent reflections
Radiation source: fine-focus rotating anode	3401 reflections with I > 2σ(I)
Graded multi-layer optics monochromator	Rint = 0.059
Detector resolution: 18 pixels mm^-1	θmax = 68.1°, θmin = 2.2°
ω and ϕ scans	h = −49→49
Absorption correction: multi-scan SADABS in APEX2 (Bruker-Nonius, 2004)	k = −10→11
Tmin = 0.774, Tmax = 0.948	l = −13→13
27070 measured reflections

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)] = 0.049	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.116	H-atom parameters constrained
S = 1.18	w = 1/[σ^2(Fo^2) + (0.P)^2 + 10.8979P] where P = (Fo^2 + 2Fc^2)/3
3742 reflections	(Δ/σ)max = 0.001
282 parameters	Δρmax = 0.26 e Å^−3
68 restraints	Δρmin = −0.33 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	Occ. (<1)
C1	0.0185 (2)	0.7573 (9)	0.0767 (8)	0.0241 (13)	0.475 (4)
H1	0.0000	0.8275	0.0567	0.029*	0.475 (4)
C2	0.0291 (2)	0.7168 (9)	−0.0441 (9)	0.0254 (15)	0.475 (4)
H2	0.0490	0.6566	−0.0152	0.031*	0.475 (4)
C3	0.0425 (2)	0.8469 (8)	−0.1027 (9)	0.0329 (15)	0.475 (4)
H3A	0.0247	0.9179	−0.1285	0.039*	0.475 (4)
H3B	0.0506	0.8161	−0.1781	0.039*	0.475 (4)
C4	0.0702 (5)	0.917 (2)	−0.0113 (11)	0.037 (2)	0.475 (4)
H4A	0.0891	0.8502	0.0063	0.045*	0.475 (4)
H4B	0.0774	1.0053	−0.0497	0.045*	0.475 (4)
C5	0.05995 (17)	0.9570 (7)	0.1099 (7)	0.0336 (10)	0.475 (4)
H5A	0.0791	0.9944	0.1693	0.040*	0.475 (4)
H5B	0.0433	1.0346	0.0942	0.040*	0.475 (4)
C6	0.0460 (4)	0.8286 (18)	0.1670 (12)	0.032 (2)	0.475 (4)
H6A	0.0636	0.7574	0.1944	0.038*	0.475 (4)
H6B	0.0376	0.8605	0.2416	0.038*	0.475 (4)
O1	0.00672 (16)	0.6316 (8)	0.1263 (8)	0.0305 (11)	0.475 (4)
H01	−0.0093	0.5989	0.0753	0.046*	0.475 (4)
O2	0.0076 (5)	0.6212 (14)	−0.1129 (16)	0.0358 (19)	0.475 (4)
H02	0.0068	0.6365	−0.1892	0.054*	0.475 (4)
C1'	0.02685 (18)	0.7185 (8)	0.0878 (7)	0.0241 (13)	0.525 (4)
H1'	0.0432	0.6383	0.1045	0.029*	0.525 (4)
C2'	0.02041 (18)	0.7526 (9)	−0.0499 (7)	0.0254 (15)	0.525 (4)
H2'	0.0062	0.8405	−0.0577	0.031*	0.525 (4)
C3'	0.05165 (17)	0.8038 (8)	−0.0888 (8)	0.0329 (15)	0.525 (4)
H3'A	0.0471	0.8273	−0.1789	0.039*	0.525 (4)
H3'B	0.0682	0.7257	−0.0748	0.039*	0.525 (4)
C4'	0.0652 (4)	0.9370 (19)	−0.0140 (10)	0.037 (2)	0.525 (4)
H4'A	0.0859	0.9668	−0.0382	0.045*	0.525 (4)
H4'B	0.0493	1.0174	−0.0334	0.045*	0.525 (4)
C5'	0.07124 (14)	0.9059 (7)	0.1254 (6)	0.0336 (10)	0.525 (4)
H5'A	0.0891	0.8342	0.1464	0.040*	0.525 (4)
H5'B	0.0783	0.9956	0.1721	0.040*	0.525 (4)
C6'	0.0405 (4)	0.8483 (16)	0.1642 (11)	0.032 (2)	0.525 (4)
H6'A	0.0456	0.8213	0.2535	0.038*	0.525 (4)
H6'B	0.0236	0.9253	0.1540	0.038*	0.525 (4)
O1'	−0.00322 (15)	0.6729 (7)	0.1266 (7)	0.0305 (11)	0.525 (4)
H01'	0.0012	0.6423	0.2003	0.046*	0.525 (4)
O2'	0.0029 (4)	0.6560 (13)	−0.1322 (13)	0.0358 (19)	0.525 (4)
H02'	0.0041	0.5738	−0.0994	0.054*	0.525 (4)
P1	0.167801 (13)	0.61855 (6)	0.16176 (5)	0.01735 (15)
O11	0.17058 (4)	0.67210 (16)	0.29154 (14)	0.0226 (4)
C11	0.13367 (5)	0.4960 (2)	0.1190 (2)	0.0188 (4)
C12	0.10830 (5)	0.5060 (2)	0.1858 (2)	0.0227 (5)
H12	0.1098	0.5731	0.2523	0.027*
C13	0.08097 (6)	0.4188 (3)	0.1557 (2)	0.0298 (6)
H13	0.0639	0.4255	0.2020	0.036*
C14	0.07849 (6)	0.3218 (3)	0.0580 (3)	0.0320 (6)
H14	0.0595	0.2632	0.0363	0.038*
C15	0.10375 (6)	0.3100 (3)	−0.0083 (2)	0.0277 (5)
H15	0.1021	0.2427	−0.0748	0.033*
C16	0.13148 (5)	0.3965 (2)	0.0223 (2)	0.0219 (5)
H16	0.1488	0.3876	−0.0225	0.026*
C21	0.20337 (5)	0.5219 (2)	0.1346 (2)	0.0199 (5)
C22	0.21195 (6)	0.3948 (3)	0.2014 (2)	0.0299 (5)
H22	0.1984	0.3589	0.2553	0.036*
C23	0.24008 (6)	0.3208 (3)	0.1893 (3)	0.0359 (6)
H23	0.2456	0.2338	0.2343	0.043*
C24	0.26018 (6)	0.3730 (3)	0.1119 (2)	0.0313 (6)
H24	0.2797	0.3231	0.1052	0.038*
C25	0.25171 (6)	0.4975 (3)	0.0447 (2)	0.0315 (6)
H25	0.2653	0.5329	−0.0091	0.038*
C26	0.22330 (6)	0.5716 (3)	0.0554 (2)	0.0261 (5)
H26	0.2175	0.6569	0.0081	0.031*
C31	0.16116 (5)	0.7645 (2)	0.0495 (2)	0.0200 (5)
C32	0.17042 (5)	0.9033 (2)	0.0926 (2)	0.0214 (5)
H32	0.1802	0.9182	0.1776	0.026*
C33	0.16521 (6)	1.0194 (2)	0.0107 (2)	0.0266 (5)
H33	0.1714	1.1137	0.0402	0.032*
C34	0.15116 (6)	0.9989 (3)	−0.1130 (2)	0.0277 (5)
H34	0.1474	1.0790	−0.1681	0.033*
C35	0.14256 (6)	0.8604 (3)	−0.1570 (2)	0.0288 (5)
H35	0.1334	0.8456	−0.2426	0.035*
C36	0.14746 (6)	0.7441 (3)	−0.0757 (2)	0.0249 (5)
H36	0.1414	0.6499	−0.1058	0.030*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1	0.020 (3)	0.023 (4)	0.0284 (17)	0.000 (2)	0.001 (2)	0.002 (2)
C2	0.029 (4)	0.020 (4)	0.0277 (14)	−0.002 (3)	0.006 (2)	−0.004 (2)
C3	0.037 (4)	0.030 (4)	0.036 (2)	−0.006 (3)	0.015 (3)	−0.004 (3)
C4	0.035 (5)	0.030 (4)	0.0500 (16)	−0.012 (4)	0.0163 (18)	−0.0045 (18)
C5	0.024 (3)	0.027 (3)	0.047 (2)	−0.0035 (18)	0.000 (2)	−0.006 (2)
C6	0.036 (4)	0.030 (4)	0.0274 (14)	−0.005 (4)	0.001 (2)	−0.0049 (18)
O1	0.030 (3)	0.032 (3)	0.0302 (10)	−0.0078 (18)	0.008 (2)	0.001 (2)
O2	0.049 (5)	0.030 (5)	0.027 (4)	−0.014 (4)	0.004 (3)	−0.002 (3)
C1'	0.020 (3)	0.023 (4)	0.0284 (17)	0.000 (2)	0.001 (2)	0.002 (2)
C2'	0.029 (4)	0.020 (4)	0.0277 (14)	−0.002 (3)	0.006 (2)	−0.004 (2)
C3'	0.037 (4)	0.030 (4)	0.036 (2)	−0.006 (3)	0.015 (3)	−0.004 (3)
C4'	0.035 (5)	0.030 (4)	0.0500 (16)	−0.012 (4)	0.0163 (18)	−0.0045 (18)
C5'	0.024 (3)	0.027 (3)	0.047 (2)	−0.0035 (18)	0.000 (2)	−0.006 (2)
C6'	0.036 (4)	0.030 (4)	0.0274 (14)	−0.005 (4)	0.001 (2)	−0.0049 (18)
O1'	0.030 (3)	0.032 (3)	0.0302 (10)	−0.0078 (18)	0.008 (2)	0.001 (2)
O2'	0.049 (5)	0.030 (5)	0.027 (4)	−0.014 (4)	0.004 (3)	−0.002 (3)
P1	0.0175 (3)	0.0158 (3)	0.0187 (3)	−0.0003 (2)	0.0033 (2)	0.0002 (2)
O11	0.0263 (8)	0.0198 (8)	0.0218 (8)	−0.0016 (6)	0.0054 (6)	−0.0013 (6)
C11	0.0201 (10)	0.0158 (10)	0.0197 (10)	0.0020 (8)	0.0018 (8)	0.0043 (8)
C12	0.0204 (11)	0.0222 (12)	0.0257 (12)	0.0042 (9)	0.0047 (9)	0.0032 (9)
C13	0.0187 (11)	0.0306 (13)	0.0408 (14)	0.0009 (10)	0.0075 (10)	0.0063 (11)
C14	0.0192 (11)	0.0246 (13)	0.0487 (16)	−0.0051 (10)	−0.0021 (11)	0.0052 (11)
C15	0.0290 (12)	0.0197 (12)	0.0312 (13)	−0.0011 (10)	−0.0023 (10)	−0.0013 (10)
C16	0.0248 (11)	0.0166 (11)	0.0237 (11)	0.0020 (9)	0.0029 (9)	0.0030 (9)
C21	0.0160 (10)	0.0219 (11)	0.0206 (11)	−0.0014 (9)	0.0006 (8)	−0.0033 (9)
C22	0.0282 (12)	0.0327 (14)	0.0294 (13)	0.0070 (11)	0.0070 (10)	0.0088 (11)
C23	0.0305 (13)	0.0374 (15)	0.0367 (14)	0.0133 (11)	−0.0010 (11)	0.0075 (12)
C24	0.0199 (11)	0.0364 (14)	0.0351 (13)	0.0078 (10)	−0.0007 (10)	−0.0085 (11)
C25	0.0241 (12)	0.0333 (14)	0.0393 (14)	0.0015 (10)	0.0117 (11)	−0.0030 (11)
C26	0.0256 (12)	0.0229 (12)	0.0306 (12)	0.0006 (9)	0.0068 (10)	0.0013 (10)
C31	0.0171 (10)	0.0197 (11)	0.0243 (11)	0.0015 (8)	0.0072 (8)	0.0005 (9)
C32	0.0204 (11)	0.0182 (11)	0.0266 (12)	0.0001 (9)	0.0070 (9)	−0.0005 (9)
C33	0.0258 (12)	0.0160 (11)	0.0405 (14)	−0.0010 (9)	0.0127 (10)	0.0004 (10)
C34	0.0279 (12)	0.0215 (12)	0.0366 (13)	0.0056 (10)	0.0134 (10)	0.0101 (10)
C35	0.0315 (13)	0.0305 (13)	0.0243 (12)	0.0022 (10)	0.0050 (10)	0.0050 (10)
C36	0.0274 (12)	0.0200 (12)	0.0268 (12)	−0.0022 (9)	0.0041 (9)	0.0007 (10)

Geometric parameters (Å, º)

C1—O1	1.412 (13)	O2'—H02'	0.8400
C1—C6	1.511 (12)	P1—O11	1.4855 (16)
C1—C2	1.514 (10)	P1—C21	1.802 (2)
C1—H1	1.0000	P1—C11	1.808 (2)
C2—O2	1.37 (2)	P1—C31	1.812 (2)
C2—C3	1.521 (10)	C11—C16	1.393 (3)
C2—H2	1.0000	C11—C12	1.396 (3)
C3—C4	1.521 (12)	C12—C13	1.382 (3)
C3—H3A	0.9900	C12—H12	0.9500
C3—H3B	0.9900	C13—C14	1.384 (4)
C4—C5	1.512 (12)	C13—H13	0.9500
C4—H4A	0.9900	C14—C15	1.390 (4)
C4—H4B	0.9900	C14—H14	0.9500
C5—C6	1.512 (12)	C15—C16	1.391 (3)
C5—H5A	0.9900	C15—H15	0.9500
C5—H5B	0.9900	C16—H16	0.9500
C6—H6A	0.9900	C21—C26	1.386 (3)
C6—H6B	0.9900	C21—C22	1.396 (3)
O1—H01	0.8400	C22—C23	1.384 (4)
O2—H02	0.8400	C22—H22	0.9500
C1'—O1'	1.458 (11)	C23—C24	1.385 (4)
C1'—C2'	1.510 (9)	C23—H23	0.9500
C1'—C6'	1.512 (11)	C24—C25	1.377 (4)
C1'—H1'	1.0000	C24—H24	0.9500
C2'—O2'	1.374 (17)	C25—C26	1.391 (3)
C2'—C3'	1.519 (9)	C25—H25	0.9500
C2'—H2'	1.0000	C26—H26	0.9500
C3'—C4'	1.527 (11)	C31—C36	1.391 (3)
C3'—H3'A	0.9900	C31—C32	1.399 (3)
C3'—H3'B	0.9900	C32—C33	1.390 (3)
C4'—C5'	1.522 (12)	C32—H32	0.9500
C4'—H4'A	0.9900	C33—C34	1.379 (4)
C4'—H4'B	0.9900	C33—H33	0.9500
C5'—C6'	1.521 (11)	C34—C35	1.393 (4)
C5'—H5'A	0.9900	C34—H34	0.9500
C5'—H5'B	0.9900	C35—C36	1.386 (3)
C6'—H6'A	0.9900	C35—H35	0.9500
C6'—H6'B	0.9900	C36—H36	0.9500
O1'—H01'	0.8400
O1—C1—C6	112.6 (8)	C1'—C6'—H6'A	109.3
O1—C1—C2	108.1 (7)	C5'—C6'—H6'A	109.3
C6—C1—C2	111.7 (9)	C1'—C6'—H6'B	109.3
O1—C1—H1	108.1	C5'—C6'—H6'B	109.3
C6—C1—H1	108.1	H6'A—C6'—H6'B	107.9
C2—C1—H1	108.1	C1'—O1'—H01'	109.5
O2—C2—C1	111.7 (11)	C2'—O2'—H02'	109.5
O2—C2—C3	122.2 (9)	O11—P1—C21	114.02 (9)
C1—C2—C3	111.2 (7)	O11—P1—C11	111.72 (9)
O2—C2—H2	103.0	C21—P1—C11	105.89 (10)
C1—C2—H2	103.0	O11—P1—C31	111.73 (10)
C3—C2—H2	103.0	C21—P1—C31	106.45 (10)
C2—C3—C4	111.0 (9)	C11—P1—C31	106.52 (10)
C2—C3—H3A	109.4	C16—C11—C12	119.6 (2)
C4—C3—H3A	109.4	C16—C11—P1	123.12 (17)
C2—C3—H3B	109.4	C12—C11—P1	117.29 (17)
C4—C3—H3B	109.4	C13—C12—C11	120.4 (2)
H3A—C3—H3B	108.0	C13—C12—H12	119.8
C5—C4—C3	111.9 (11)	C11—C12—H12	119.8
C5—C4—H4A	109.2	C12—C13—C14	120.0 (2)
C3—C4—H4A	109.2	C12—C13—H13	120.0
C5—C4—H4B	109.2	C14—C13—H13	120.0
C3—C4—H4B	109.2	C13—C14—C15	120.0 (2)
H4A—C4—H4B	107.9	C13—C14—H14	120.0
C6—C5—C4	111.4 (9)	C15—C14—H14	120.0
C6—C5—H5A	109.3	C14—C15—C16	120.3 (2)
C4—C5—H5A	109.3	C14—C15—H15	119.9
C6—C5—H5B	109.3	C16—C15—H15	119.9
C4—C5—H5B	109.3	C15—C16—C11	119.7 (2)
H5A—C5—H5B	108.0	C15—C16—H16	120.2
C1—C6—C5	112.2 (10)	C11—C16—H16	120.2
C1—C6—H6A	109.2	C26—C21—C22	118.9 (2)
C5—C6—H6A	109.2	C26—C21—P1	123.07 (18)
C1—C6—H6B	109.2	C22—C21—P1	117.99 (17)
C5—C6—H6B	109.2	C23—C22—C21	120.3 (2)
H6A—C6—H6B	107.9	C23—C22—H22	119.8
O1'—C1'—C2'	110.6 (6)	C21—C22—H22	119.8
O1'—C1'—C6'	108.8 (7)	C22—C23—C24	120.3 (2)
C2'—C1'—C6'	111.1 (8)	C22—C23—H23	119.8
O1'—C1'—H1'	108.8	C24—C23—H23	119.8
C2'—C1'—H1'	108.8	C25—C24—C23	119.7 (2)
C6'—C1'—H1'	108.8	C25—C24—H24	120.2
O2'—C2'—C1'	119.1 (8)	C23—C24—H24	120.2
O2'—C2'—C3'	113.2 (10)	C24—C25—C26	120.3 (2)
C1'—C2'—C3'	110.2 (7)	C24—C25—H25	119.9
O2'—C2'—H2'	104.2	C26—C25—H25	119.9
C1'—C2'—H2'	104.2	C21—C26—C25	120.5 (2)
C3'—C2'—H2'	104.2	C21—C26—H26	119.8
C2'—C3'—C4'	110.4 (8)	C25—C26—H26	119.8
C2'—C3'—H3'A	109.6	C36—C31—C32	119.4 (2)
C4'—C3'—H3'A	109.6	C36—C31—P1	123.01 (17)
C2'—C3'—H3'B	109.6	C32—C31—P1	117.57 (17)
C4'—C3'—H3'B	109.6	C33—C32—C31	119.8 (2)
H3'A—C3'—H3'B	108.1	C33—C32—H32	120.1
C5'—C4'—C3'	110.9 (10)	C31—C32—H32	120.1
C5'—C4'—H4'A	109.5	C34—C33—C32	120.6 (2)
C3'—C4'—H4'A	109.5	C34—C33—H33	119.7
C5'—C4'—H4'B	109.5	C32—C33—H33	119.7
C3'—C4'—H4'B	109.5	C33—C34—C35	119.8 (2)
H4'A—C4'—H4'B	108.1	C33—C34—H34	120.1
C6'—C5'—C4'	111.0 (8)	C35—C34—H34	120.1
C6'—C5'—H5'A	109.4	C36—C35—C34	120.0 (2)
C4'—C5'—H5'A	109.4	C36—C35—H35	120.0
C6'—C5'—H5'B	109.4	C34—C35—H35	120.0
C4'—C5'—H5'B	109.4	C35—C36—C31	120.4 (2)
H5'A—C5'—H5'B	108.0	C35—C36—H36	119.8
C1'—C6'—C5'	111.8 (9)	C31—C36—H36	119.8
O1—C1—C2—O2	40.3 (10)	C13—C14—C15—C16	−0.6 (4)
C6—C1—C2—O2	164.7 (11)	C14—C15—C16—C11	−0.6 (3)
O1—C1—C2—C3	−179.4 (6)	C12—C11—C16—C15	1.2 (3)
C6—C1—C2—C3	−54.9 (12)	P1—C11—C16—C15	−177.28 (17)
O2—C2—C3—C4	−169.3 (14)	O11—P1—C21—C26	−114.33 (19)
C1—C2—C3—C4	55.2 (13)	C11—P1—C21—C26	122.43 (19)
C2—C3—C4—C5	−55.0 (18)	C31—P1—C21—C26	9.3 (2)
C3—C4—C5—C6	54.0 (19)	O11—P1—C21—C22	62.5 (2)
O1—C1—C6—C5	176.1 (10)	C11—P1—C21—C22	−60.8 (2)
C2—C1—C6—C5	54.3 (16)	C31—P1—C21—C22	−173.89 (18)
C4—C5—C6—C1	−53.6 (18)	C26—C21—C22—C23	0.6 (4)
O1'—C1'—C2'—O2'	−48.1 (12)	P1—C21—C22—C23	−176.3 (2)
C6'—C1'—C2'—O2'	−169.0 (12)	C21—C22—C23—C24	0.7 (4)
O1'—C1'—C2'—C3'	178.5 (5)	C22—C23—C24—C25	−1.4 (4)
C6'—C1'—C2'—C3'	57.7 (11)	C23—C24—C25—C26	0.7 (4)
O2'—C2'—C3'—C4'	165.5 (10)	C22—C21—C26—C25	−1.3 (3)
C1'—C2'—C3'—C4'	−58.3 (11)	P1—C21—C26—C25	175.49 (18)
C2'—C3'—C4'—C5'	57.1 (15)	C24—C25—C26—C21	0.6 (4)
C3'—C4'—C5'—C6'	−54.7 (16)	O11—P1—C31—C36	−158.54 (18)
O1'—C1'—C6'—C5'	−177.7 (9)	C21—P1—C31—C36	76.4 (2)
C2'—C1'—C6'—C5'	−55.8 (14)	C11—P1—C31—C36	−36.3 (2)
C4'—C5'—C6'—C1'	54.1 (16)	O11—P1—C31—C32	21.5 (2)
O11—P1—C11—C16	−158.73 (17)	C21—P1—C31—C32	−103.61 (18)
C21—P1—C11—C16	−34.0 (2)	C11—P1—C31—C32	143.72 (17)
C31—P1—C11—C16	79.0 (2)	C36—C31—C32—C33	1.3 (3)
O11—P1—C11—C12	22.7 (2)	P1—C31—C32—C33	−178.67 (17)
C21—P1—C11—C12	147.40 (17)	C31—C32—C33—C34	−0.4 (3)
C31—P1—C11—C12	−99.55 (18)	C32—C33—C34—C35	−1.0 (3)
C16—C11—C12—C13	−0.6 (3)	C33—C34—C35—C36	1.5 (4)
P1—C11—C12—C13	177.99 (18)	C34—C35—C36—C31	−0.5 (4)
C11—C12—C13—C14	−0.6 (4)	C32—C31—C36—C35	−0.9 (3)
C12—C13—C14—C15	1.2 (4)	P1—C31—C36—C35	179.12 (18)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1′—H01′···O1′^i	0.84	1.90	2.658 (15)	150
O2′—H02′···O1′^ii	0.84	2.31	3.050 (14)	148

Symmetry codes: (i) −x, y, −z+1/2; (ii) −x, −y+1, −z.

(acetone294Ktri) 1:1 rac-1,2-cyclohexanediol triphenylphosphine oxide

Crystal data

C6H12O2·C18H15OP	Z = 4
Mr = 394.43	F(000) = 840
Triclinic, P1	Dx = 1.232 Mg m^−3
a = 9.348 (2) Å	Mo Kα radiation, λ = 0.71073 Å
b = 11.000 (2) Å	Cell parameters from 9671 reflections
c = 21.550 (3) Å	θ = 1.0–27.5°
α = 100.18 (1)°	µ = 0.15 mm^−1
β = 102.44 (1)°	T = 294 K
γ = 90.50 (1)°	Lath, colorless
V = 2127.3 (7) Å^3	0.30 × 0.20 × 0.07 mm

Data collection

Nonius KappaCCD diffractometer	7480 independent reflections
Radiation source: fine-focus sealed tube	4582 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.040
Detector resolution: 10 pixels mm^-1	θmax = 25.0°, θmin = 1.9°
1.0° ω scans at fixed χ = 55°	h = −11→11
Absorption correction: multi-scan DENZO-SMN (Otwinowski & Minor, 1997)	k = −13→13
Tmin = 0.96, Tmax = 0.99	l = −25→25
14927 measured reflections

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)] = 0.047	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.117	H-atom parameters constrained
S = 1.02	w = 1/[σ^2(Fo^2) + (0.0522P)^2 + 0.1732P] where P = (Fo^2 + 2Fc^2)/3
7480 reflections	(Δ/σ)max = 0.001
564 parameters	Δρmax = 0.17 e Å^−3
148 restraints	Δρmin = −0.26 e Å^−3

Special details

Experimental. The crystal-to-detector distance was 43 mm. Each frame was measured for 50 s. The number of scan sets measured was 9; the total number of frames measured was 987.

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	Occ. (<1)
C1A	0.7760 (3)	0.0752 (3)	0.03733 (16)	0.0474 (8)	0.861 (5)
H1A	0.8266	0.0566	0.0016	0.057*	0.861 (5)
C2A	0.7446 (3)	−0.0437 (3)	0.05823 (17)	0.0506 (9)	0.861 (5)
H2A	0.6886	−0.0272	0.0922	0.061*	0.861 (5)
C3A	0.8867 (4)	−0.1015 (3)	0.0837 (2)	0.0685 (12)	0.861 (5)
H3A1	0.9379	−0.1243	0.0490	0.082*	0.861 (5)
H3A2	0.8652	−0.1761	0.0988	0.082*	0.861 (5)
C4A	0.9846 (4)	−0.0122 (4)	0.1388 (2)	0.0828 (14)	0.861 (5)
H4A1	0.9373	0.0042	0.1751	0.099*	0.861 (5)
H4A2	1.0766	−0.0498	0.1528	0.099*	0.861 (5)
C5A	1.0149 (4)	0.1086 (3)	0.11818 (19)	0.0733 (11)	0.861 (5)
H5A1	1.0712	0.1660	0.1549	0.088*	0.861 (5)
H5A2	1.0723	0.0939	0.0853	0.088*	0.861 (5)
C6A	0.8725 (5)	0.1640 (3)	0.0918 (3)	0.0644 (9)	0.861 (5)
H6A1	0.8206	0.1871	0.1262	0.077*	0.861 (5)
H6A2	0.8935	0.2384	0.0763	0.077*	0.861 (5)
O1A	0.6377 (3)	0.1256 (3)	0.01408 (17)	0.0643 (11)	0.861 (5)
H1A1	0.6519	0.1940	0.0057	0.097*	0.861 (5)
O2A	0.6615 (3)	−0.1308 (3)	0.00392 (15)	0.0654 (9)	0.861 (5)
H2A1	0.5755	−0.1123	−0.0034	0.098*	0.861 (5)
C1A'	0.7438 (17)	0.0758 (13)	0.0586 (8)	0.0474 (8)	0.139 (5)
H1A'	0.6819	0.0841	0.0903	0.057*	0.139 (5)
C2A'	0.7746 (17)	−0.0584 (13)	0.0417 (8)	0.0506 (9)	0.139 (5)
H2A'	0.8227	−0.0716	0.0051	0.061*	0.139 (5)
C3A'	0.870 (2)	−0.1022 (16)	0.0992 (13)	0.0685 (12)	0.139 (5)
H3A3	0.8934	−0.1873	0.0865	0.082*	0.139 (5)
H3A4	0.8160	−0.0988	0.1333	0.082*	0.139 (5)
C4A'	1.0108 (19)	−0.0215 (19)	0.1245 (14)	0.0828 (14)	0.139 (5)
H4A3	1.0701	−0.0502	0.1614	0.099*	0.139 (5)
H4A4	1.0667	−0.0275	0.0911	0.099*	0.139 (5)
C5A'	0.974 (2)	0.1120 (19)	0.1443 (10)	0.0733 (11)	0.139 (5)
H5A3	0.9223	0.1185	0.1790	0.088*	0.139 (5)
H5A4	1.0643	0.1633	0.1599	0.088*	0.139 (5)
C6A'	0.881 (3)	0.1566 (16)	0.0874 (16)	0.0644 (9)	0.139 (5)
H6A3	0.8543	0.2405	0.1011	0.077*	0.139 (5)
H6A4	0.9374	0.1578	0.0546	0.077*	0.139 (5)
O1A'	0.662 (3)	0.112 (2)	0.0009 (11)	0.0643 (11)	0.139 (5)
H1A2	0.5822	0.0744	−0.0105	0.097*	0.139 (5)
O2A'	0.638 (2)	−0.1319 (18)	0.0255 (10)	0.0654 (9)	0.139 (5)
H2A2	0.6547	−0.2055	0.0187	0.098*	0.139 (5)
C1B	0.3097 (4)	0.5867 (2)	0.05295 (16)	0.0498 (8)	0.915 (6)
H1B	0.4032	0.6010	0.0848	0.060*	0.915 (6)
C2B	0.2671 (4)	0.4508 (2)	0.03890 (15)	0.0487 (8)	0.915 (6)
H2B	0.1757	0.4361	0.0058	0.058*	0.915 (6)
C3B	0.2423 (5)	0.4086 (3)	0.0988 (2)	0.0738 (12)	0.915 (6)
H3B1	0.3335	0.4185	0.1312	0.089*	0.915 (6)
H3B2	0.2114	0.3216	0.0885	0.089*	0.915 (6)
C4B	0.1256 (5)	0.4835 (4)	0.1259 (2)	0.0856 (13)	0.915 (6)
H4B1	0.0322	0.4675	0.0951	0.103*	0.915 (6)
H4B2	0.1148	0.4580	0.1656	0.103*	0.915 (6)
C5B	0.1671 (5)	0.6201 (3)	0.13938 (17)	0.0790 (11)	0.915 (6)
H5B1	0.0884	0.6662	0.1536	0.095*	0.915 (6)
H5B2	0.2543	0.6374	0.1739	0.095*	0.915 (6)
C6B	0.1959 (5)	0.6617 (3)	0.0799 (2)	0.0659 (10)	0.915 (6)
H6B1	0.1053	0.6538	0.0472	0.079*	0.915 (6)
H6B2	0.2290	0.7482	0.0908	0.079*	0.915 (6)
O1B	0.3269 (3)	0.6283 (2)	−0.00472 (14)	0.0636 (8)	0.915 (6)
H1B1	0.4034	0.6035	−0.0141	0.095*	0.915 (6)
O2B	0.3800 (7)	0.3856 (3)	0.0140 (3)	0.0675 (8)	0.915 (6)
H2B1	0.3607	0.3109	0.0079	0.101*	0.915 (6)
C1B'	0.269 (3)	0.579 (2)	0.0396 (12)	0.0498 (8)	0.085 (6)
H1B'	0.1858	0.5567	0.0025	0.060*	0.085 (6)
C2B'	0.323 (3)	0.462 (2)	0.0623 (16)	0.0487 (8)	0.085 (6)
H2B'	0.4092	0.4836	0.0977	0.058*	0.085 (6)
C3B'	0.207 (4)	0.400 (2)	0.087 (2)	0.0738 (12)	0.085 (6)
H3B3	0.2467	0.3288	0.1042	0.089*	0.085 (6)
H3B4	0.1240	0.3714	0.0514	0.089*	0.085 (6)
C4B'	0.155 (5)	0.489 (4)	0.1395 (19)	0.0856 (13)	0.085 (6)
H4B3	0.0766	0.4490	0.1526	0.103*	0.085 (6)
H4B4	0.2354	0.5110	0.1770	0.103*	0.085 (6)
C5B'	0.101 (4)	0.605 (3)	0.1155 (19)	0.0790 (11)	0.085 (6)
H5B3	0.0149	0.5842	0.0806	0.095*	0.085 (6)
H5B4	0.0734	0.6620	0.1502	0.095*	0.085 (6)
C6B'	0.219 (5)	0.666 (2)	0.092 (2)	0.0659 (10)	0.085 (6)
H6B3	0.1806	0.7386	0.0749	0.079*	0.085 (6)
H6B4	0.3014	0.6933	0.1275	0.079*	0.085 (6)
O1B'	0.382 (3)	0.641 (3)	0.0197 (15)	0.0636 (8)	0.085 (6)
H1B2	0.3483	0.7009	0.0044	0.095*	0.085 (6)
O2B'	0.365 (8)	0.383 (3)	0.010 (3)	0.0675 (8)	0.085 (6)
H2B2	0.4437	0.4086	0.0054	0.101*	0.085 (6)
P01A	0.78813 (7)	0.16297 (6)	0.33633 (3)	0.04564 (19)
O11A	0.84548 (17)	0.29115 (14)	0.34108 (8)	0.0578 (5)
C11A	0.6345 (2)	0.1196 (2)	0.26892 (11)	0.0434 (6)
C12A	0.6218 (3)	0.1837 (2)	0.21800 (12)	0.0536 (7)
H12A	0.6892	0.2480	0.2205	0.064*
C13A	0.5097 (3)	0.1523 (3)	0.16379 (13)	0.0668 (8)
H13A	0.5017	0.1956	0.1299	0.080*
C14A	0.4105 (3)	0.0579 (3)	0.15983 (14)	0.0706 (8)
H14A	0.3359	0.0364	0.1230	0.085*
C15A	0.4205 (3)	−0.0053 (3)	0.20986 (14)	0.0653 (8)
H15A	0.3522	−0.0692	0.2069	0.078*
C16A	0.5316 (2)	0.0254 (2)	0.26484 (12)	0.0523 (6)
H16A	0.5372	−0.0172	0.2989	0.063*
C21A	0.7250 (3)	0.1383 (2)	0.40628 (11)	0.0483 (6)
C22A	0.6096 (3)	0.2036 (3)	0.42261 (14)	0.0816 (9)
H22A	0.5623	0.2558	0.3960	0.098*
C23A	0.5632 (4)	0.1923 (3)	0.47838 (18)	0.0975 (11)
H23A	0.4844	0.2364	0.4886	0.117*
C24A	0.6312 (4)	0.1181 (3)	0.51806 (15)	0.0866 (10)
H24A	0.6014	0.1130	0.5560	0.104*
C25A	0.7425 (4)	0.0516 (3)	0.50219 (15)	0.0915 (10)
H25A	0.7878	−0.0015	0.5287	0.110*
C26A	0.7901 (3)	0.0619 (3)	0.44646 (13)	0.0717 (8)
H26A	0.8676	0.0159	0.4363	0.086*
C31A	0.9253 (2)	0.0521 (2)	0.32494 (11)	0.0444 (6)
C32A	1.0708 (3)	0.0935 (2)	0.34213 (12)	0.0567 (7)
H32A	1.0953	0.1761	0.3606	0.068*
C33A	1.1806 (3)	0.0138 (3)	0.33226 (13)	0.0691 (8)
H33A	1.2781	0.0430	0.3438	0.083*
C34A	1.1460 (3)	−0.1075 (3)	0.30569 (14)	0.0707 (8)
H34A	1.2200	−0.1608	0.2987	0.085*
C35A	1.0027 (3)	−0.1511 (3)	0.28924 (14)	0.0713 (8)
H35A	0.9794	−0.2343	0.2719	0.086*
C36A	0.8929 (3)	−0.0715 (2)	0.29846 (12)	0.0605 (7)
H36A	0.7956	−0.1014	0.2867	0.073*
P01B	0.54900 (7)	0.66127 (6)	0.33401 (3)	0.04511 (19)
O11B	0.49818 (18)	0.78902 (14)	0.33934 (8)	0.0576 (5)
C11B	0.6382 (2)	0.6215 (2)	0.26742 (11)	0.0421 (6)
C12B	0.6047 (3)	0.6885 (2)	0.21767 (11)	0.0526 (6)
H12B	0.5408	0.7526	0.2203	0.063*
C13B	0.6660 (3)	0.6602 (3)	0.16425 (13)	0.0686 (8)
H13B	0.6436	0.7057	0.1312	0.082*
C14B	0.7592 (3)	0.5658 (3)	0.15989 (14)	0.0748 (9)
H14B	0.7987	0.5462	0.1235	0.090*
C15B	0.7949 (3)	0.4997 (3)	0.20901 (14)	0.0668 (8)
H15B	0.8596	0.4363	0.2059	0.080*
C16B	0.7353 (2)	0.5269 (2)	0.26323 (12)	0.0526 (6)
H16B	0.7601	0.4821	0.2965	0.063*
C21B	0.6790 (3)	0.6356 (2)	0.40451 (11)	0.0491 (6)
C22B	0.8113 (3)	0.7027 (3)	0.42228 (15)	0.0866 (10)
H22B	0.8335	0.7564	0.3965	0.104*
C23B	0.9119 (4)	0.6909 (3)	0.47850 (17)	0.1022 (12)
H23B	1.0008	0.7366	0.4899	0.123*
C24B	0.8815 (4)	0.6138 (3)	0.51655 (15)	0.0839 (10)
H24B	0.9482	0.6074	0.5545	0.101*
C25B	0.7530 (4)	0.5458 (3)	0.49917 (15)	0.0909 (10)
H25B	0.7325	0.4914	0.5250	0.109*
C26B	0.6517 (3)	0.5564 (3)	0.44327 (13)	0.0727 (8)
H26B	0.5640	0.5089	0.4320	0.087*
C31B	0.3988 (2)	0.5493 (2)	0.32084 (11)	0.0456 (6)
C32B	0.2721 (3)	0.5880 (3)	0.34012 (12)	0.0583 (7)
H32B	0.2677	0.6695	0.3603	0.070*
C33B	0.1518 (3)	0.5066 (3)	0.32969 (14)	0.0721 (8)
H33B	0.0667	0.5338	0.3423	0.087*
C34B	0.1584 (3)	0.3867 (3)	0.30100 (15)	0.0749 (9)
H34B	0.0774	0.3323	0.2939	0.090*
C35B	0.2828 (3)	0.3461 (3)	0.28259 (14)	0.0764 (9)
H35B	0.2872	0.2639	0.2635	0.092*
C36B	0.4025 (3)	0.4271 (2)	0.29227 (13)	0.0632 (7)
H36B	0.4869	0.3989	0.2793	0.076*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1A	0.0394 (16)	0.0458 (14)	0.060 (2)	0.0053 (12)	0.0150 (13)	0.0118 (14)
C2A	0.0448 (17)	0.0434 (15)	0.065 (2)	0.0051 (12)	0.0116 (14)	0.0139 (14)
C3A	0.0523 (18)	0.0675 (18)	0.093 (3)	0.0095 (13)	0.0108 (17)	0.0403 (18)
C4A	0.062 (2)	0.109 (2)	0.078 (3)	0.0077 (18)	−0.0025 (19)	0.039 (2)
C5A	0.053 (2)	0.089 (2)	0.070 (3)	−0.0096 (17)	−0.0002 (16)	0.0116 (19)
C6A	0.0555 (17)	0.0550 (17)	0.076 (2)	−0.0048 (13)	0.0086 (14)	0.0008 (14)
O1A	0.0477 (16)	0.0442 (14)	0.099 (2)	0.0072 (10)	0.0042 (14)	0.0227 (15)
O2A	0.0524 (14)	0.0427 (11)	0.095 (2)	−0.0006 (10)	0.0071 (14)	0.0083 (14)
C1A'	0.0394 (16)	0.0458 (14)	0.060 (2)	0.0053 (12)	0.0150 (13)	0.0118 (14)
C2A'	0.0448 (17)	0.0434 (15)	0.065 (2)	0.0051 (12)	0.0116 (14)	0.0139 (14)
C3A'	0.0523 (18)	0.0675 (18)	0.093 (3)	0.0095 (13)	0.0108 (17)	0.0403 (18)
C4A'	0.062 (2)	0.109 (2)	0.078 (3)	0.0077 (18)	−0.0025 (19)	0.039 (2)
C5A'	0.053 (2)	0.089 (2)	0.070 (3)	−0.0096 (17)	−0.0002 (16)	0.0116 (19)
C6A'	0.0555 (17)	0.0550 (17)	0.076 (2)	−0.0048 (13)	0.0086 (14)	0.0008 (14)
O1A'	0.0477 (16)	0.0442 (14)	0.099 (2)	0.0072 (10)	0.0042 (14)	0.0227 (15)
O2A'	0.0524 (14)	0.0427 (11)	0.095 (2)	−0.0006 (10)	0.0071 (14)	0.0083 (14)
C1B	0.047 (2)	0.0435 (14)	0.0581 (19)	0.0025 (13)	0.0118 (15)	0.0062 (13)
C2B	0.0434 (19)	0.0458 (14)	0.060 (2)	0.0057 (13)	0.0181 (15)	0.0106 (14)
C3B	0.078 (3)	0.0734 (19)	0.092 (3)	0.0219 (17)	0.044 (2)	0.0404 (18)
C4B	0.092 (3)	0.097 (2)	0.092 (3)	0.026 (2)	0.056 (2)	0.036 (2)
C5B	0.075 (3)	0.092 (2)	0.071 (2)	0.017 (2)	0.030 (2)	0.0012 (19)
C6B	0.066 (2)	0.0510 (16)	0.082 (3)	0.0099 (14)	0.0278 (19)	0.0009 (15)
O1B	0.0697 (18)	0.0479 (12)	0.0854 (19)	0.0094 (12)	0.0343 (14)	0.0235 (14)
O2B	0.073 (2)	0.0426 (10)	0.1008 (17)	0.0110 (10)	0.0473 (16)	0.0147 (11)
C1B'	0.047 (2)	0.0435 (14)	0.0581 (19)	0.0025 (13)	0.0118 (15)	0.0062 (13)
C2B'	0.0434 (19)	0.0458 (14)	0.060 (2)	0.0057 (13)	0.0181 (15)	0.0106 (14)
C3B'	0.078 (3)	0.0734 (19)	0.092 (3)	0.0219 (17)	0.044 (2)	0.0404 (18)
C4B'	0.092 (3)	0.097 (2)	0.092 (3)	0.026 (2)	0.056 (2)	0.036 (2)
C5B'	0.075 (3)	0.092 (2)	0.071 (2)	0.017 (2)	0.030 (2)	0.0012 (19)
C6B'	0.066 (2)	0.0510 (16)	0.082 (3)	0.0099 (14)	0.0278 (19)	0.0009 (15)
O1B'	0.0697 (18)	0.0479 (12)	0.0854 (19)	0.0094 (12)	0.0343 (14)	0.0235 (14)
O2B'	0.073 (2)	0.0426 (10)	0.1008 (17)	0.0110 (10)	0.0473 (16)	0.0147 (11)
P01A	0.0442 (4)	0.0436 (4)	0.0500 (4)	0.0020 (3)	0.0107 (3)	0.0105 (3)
O11A	0.0593 (11)	0.0432 (10)	0.0705 (12)	−0.0049 (8)	0.0115 (9)	0.0128 (9)
C11A	0.0425 (14)	0.0444 (15)	0.0454 (15)	0.0083 (11)	0.0142 (11)	0.0081 (12)
C12A	0.0550 (16)	0.0562 (17)	0.0537 (17)	0.0114 (13)	0.0178 (14)	0.0135 (14)
C13A	0.0681 (19)	0.084 (2)	0.0533 (18)	0.0229 (17)	0.0171 (16)	0.0214 (16)
C14A	0.0487 (17)	0.097 (2)	0.0560 (19)	0.0179 (17)	−0.0018 (14)	0.0035 (18)
C15A	0.0434 (16)	0.0698 (19)	0.075 (2)	−0.0007 (14)	0.0031 (15)	0.0054 (17)
C16A	0.0444 (15)	0.0561 (16)	0.0579 (17)	0.0051 (13)	0.0103 (13)	0.0154 (13)
C21A	0.0504 (15)	0.0458 (15)	0.0462 (15)	−0.0021 (12)	0.0095 (12)	0.0035 (12)
C22A	0.103 (2)	0.081 (2)	0.074 (2)	0.0353 (19)	0.0450 (19)	0.0201 (17)
C23A	0.115 (3)	0.097 (3)	0.092 (3)	0.023 (2)	0.061 (2)	0.001 (2)
C24A	0.109 (3)	0.097 (3)	0.058 (2)	−0.018 (2)	0.037 (2)	0.0030 (19)
C25A	0.104 (3)	0.113 (3)	0.071 (2)	0.008 (2)	0.032 (2)	0.039 (2)
C26A	0.074 (2)	0.087 (2)	0.0648 (19)	0.0091 (17)	0.0266 (16)	0.0282 (17)
C31A	0.0460 (15)	0.0468 (15)	0.0426 (14)	0.0041 (12)	0.0102 (11)	0.0134 (12)
C32A	0.0476 (16)	0.0631 (18)	0.0625 (18)	0.0018 (14)	0.0120 (13)	0.0195 (14)
C33A	0.0449 (16)	0.092 (2)	0.078 (2)	0.0081 (17)	0.0155 (14)	0.0329 (18)
C34A	0.067 (2)	0.084 (2)	0.075 (2)	0.0344 (18)	0.0295 (16)	0.0334 (18)
C35A	0.074 (2)	0.0550 (18)	0.086 (2)	0.0179 (16)	0.0202 (17)	0.0120 (15)
C36A	0.0501 (16)	0.0554 (18)	0.0748 (19)	0.0082 (14)	0.0119 (14)	0.0101 (15)
P01B	0.0458 (4)	0.0424 (4)	0.0492 (4)	0.0041 (3)	0.0135 (3)	0.0100 (3)
O11B	0.0649 (11)	0.0435 (10)	0.0701 (12)	0.0124 (8)	0.0249 (9)	0.0131 (9)
C11B	0.0360 (13)	0.0427 (14)	0.0466 (15)	−0.0042 (11)	0.0078 (11)	0.0074 (12)
C12B	0.0446 (14)	0.0624 (17)	0.0510 (16)	−0.0022 (12)	0.0077 (13)	0.0146 (14)
C13B	0.0540 (17)	0.102 (2)	0.0501 (18)	−0.0129 (17)	0.0066 (14)	0.0204 (16)
C14B	0.0583 (19)	0.106 (3)	0.059 (2)	−0.0127 (18)	0.0236 (15)	0.0004 (19)
C15B	0.0531 (17)	0.071 (2)	0.078 (2)	0.0049 (14)	0.0298 (16)	−0.0010 (17)
C16B	0.0452 (15)	0.0525 (16)	0.0617 (17)	0.0018 (13)	0.0146 (13)	0.0108 (13)
C21B	0.0542 (16)	0.0462 (15)	0.0463 (15)	0.0041 (13)	0.0129 (12)	0.0040 (13)
C22B	0.089 (2)	0.087 (2)	0.074 (2)	−0.0309 (19)	−0.0104 (19)	0.0227 (18)
C23B	0.088 (2)	0.106 (3)	0.089 (3)	−0.033 (2)	−0.027 (2)	0.011 (2)
C24B	0.092 (3)	0.088 (2)	0.056 (2)	0.015 (2)	−0.0110 (18)	0.0053 (18)
C25B	0.094 (3)	0.108 (3)	0.071 (2)	0.003 (2)	0.000 (2)	0.0405 (19)
C26B	0.0642 (18)	0.087 (2)	0.0663 (19)	−0.0026 (16)	0.0000 (15)	0.0298 (17)
C31B	0.0438 (14)	0.0507 (16)	0.0462 (15)	0.0039 (12)	0.0124 (12)	0.0163 (12)
C32B	0.0509 (16)	0.0687 (19)	0.0611 (17)	0.0079 (14)	0.0170 (14)	0.0209 (14)
C33B	0.0459 (17)	0.101 (3)	0.080 (2)	0.0086 (17)	0.0197 (15)	0.0368 (19)
C34B	0.0549 (19)	0.089 (3)	0.084 (2)	−0.0181 (18)	0.0043 (16)	0.0392 (19)
C35B	0.071 (2)	0.062 (2)	0.093 (2)	−0.0127 (17)	0.0161 (18)	0.0122 (17)
C36B	0.0547 (17)	0.0577 (18)	0.078 (2)	−0.0022 (14)	0.0209 (15)	0.0074 (15)

Geometric parameters (Å, º)

C1A—O1A	1.436 (3)	C6B'—H6B4	0.9700
C1A—C2A	1.502 (3)	O1B'—H1B2	0.8200
C1A—C6A	1.506 (4)	O2B'—H2B2	0.8200
C1A—H1A	0.9800	P01A—O11A	1.4826 (16)
C2A—O2A	1.446 (3)	P01A—C21A	1.794 (2)
C2A—C3A	1.515 (4)	P01A—C11A	1.801 (2)
C2A—H2A	0.9800	P01A—C31A	1.802 (2)
C3A—C4A	1.522 (4)	C11A—C16A	1.386 (3)
C3A—H3A1	0.9700	C11A—C12A	1.390 (3)
C3A—H3A2	0.9700	C12A—C13A	1.381 (3)
C4A—C5A	1.517 (4)	C12A—H12A	0.9300
C4A—H4A1	0.9700	C13A—C14A	1.365 (4)
C4A—H4A2	0.9700	C13A—H13A	0.9300
C5A—C6A	1.509 (4)	C14A—C15A	1.370 (4)
C5A—H5A1	0.9700	C14A—H14A	0.9300
C5A—H5A2	0.9700	C15A—C16A	1.385 (3)
C6A—H6A1	0.9700	C15A—H15A	0.9300
C6A—H6A2	0.9700	C16A—H16A	0.9300
O1A—H1A1	0.8200	C21A—C26A	1.365 (3)
O2A—H2A1	0.8200	C21A—C22A	1.376 (3)
C1A'—O1A'	1.437 (7)	C22A—C23A	1.387 (4)
C1A'—C2A'	1.503 (6)	C22A—H22A	0.9300
C1A'—C6A'	1.504 (7)	C23A—C24A	1.350 (4)
C1A'—H1A'	0.9800	C23A—H23A	0.9300
C2A'—O2A'	1.449 (6)	C24A—C25A	1.346 (4)
C2A'—C3A'	1.517 (6)	C24A—H24A	0.9300
C2A'—H2A'	0.9800	C25A—C26A	1.389 (4)
C3A'—C4A'	1.524 (7)	C25A—H25A	0.9300
C3A'—H3A3	0.9700	C26A—H26A	0.9300
C3A'—H3A4	0.9700	C31A—C32A	1.381 (3)
C4A'—C5A'	1.518 (6)	C31A—C36A	1.382 (3)
C4A'—H4A3	0.9700	C32A—C33A	1.382 (3)
C4A'—H4A4	0.9700	C32A—H32A	0.9300
C5A'—C6A'	1.505 (6)	C33A—C34A	1.362 (4)
C5A'—H5A3	0.9700	C33A—H33A	0.9300
C5A'—H5A4	0.9700	C34A—C35A	1.370 (4)
C6A'—H6A3	0.9700	C34A—H34A	0.9300
C6A'—H6A4	0.9700	C35A—C36A	1.379 (3)
O1A'—H1A2	0.8200	C35A—H35A	0.9300
O2A'—H2A2	0.8200	C36A—H36A	0.9300
C1B—O1B	1.437 (3)	P01B—O11B	1.4805 (16)
C1B—C6B	1.504 (4)	P01B—C21B	1.797 (2)
C1B—C2B	1.504 (3)	P01B—C31B	1.801 (2)
C1B—H1B	0.9800	P01B—C11B	1.802 (2)
C2B—O2B	1.427 (4)	C11B—C12B	1.389 (3)
C2B—C3B	1.508 (4)	C11B—C16B	1.391 (3)
C2B—H2B	0.9800	C12B—C13B	1.382 (3)
C3B—C4B	1.527 (4)	C12B—H12B	0.9300
C3B—H3B1	0.9700	C13B—C14B	1.365 (4)
C3B—H3B2	0.9700	C13B—H13B	0.9300
C4B—C5B	1.510 (4)	C14B—C15B	1.373 (4)
C4B—H4B1	0.9700	C14B—H14B	0.9300
C4B—H4B2	0.9700	C15B—C16B	1.387 (3)
C5B—C6B	1.509 (4)	C15B—H15B	0.9300
C5B—H5B1	0.9700	C16B—H16B	0.9300
C5B—H5B2	0.9700	C21B—C26B	1.367 (3)
C6B—H6B1	0.9700	C21B—C22B	1.378 (3)
C6B—H6B2	0.9700	C22B—C23B	1.391 (4)
O1B—H1B1	0.8200	C22B—H22B	0.9300
O2B—H2B1	0.8200	C23B—C24B	1.347 (4)
C1B'—O1B'	1.436 (7)	C23B—H23B	0.9300
C1B'—C6B'	1.504 (7)	C24B—C25B	1.355 (4)
C1B'—C2B'	1.506 (6)	C24B—H24B	0.9300
C1B'—H1B'	0.9800	C25B—C26B	1.386 (4)
C2B'—O2B'	1.428 (8)	C25B—H25B	0.9300
C2B'—C3B'	1.509 (6)	C26B—H26B	0.9300
C2B'—H2B'	0.9800	C31B—C36B	1.380 (3)
C3B'—C4B'	1.526 (7)	C31B—C32B	1.384 (3)
C3B'—H3B3	0.9700	C32B—C33B	1.385 (4)
C3B'—H3B4	0.9700	C32B—H32B	0.9300
C4B'—C5B'	1.509 (6)	C33B—C34B	1.361 (4)
C4B'—H4B3	0.9700	C33B—H33B	0.9300
C4B'—H4B4	0.9700	C34B—C35B	1.362 (4)
C5B'—C6B'	1.508 (6)	C34B—H34B	0.9300
C5B'—H5B3	0.9700	C35B—C36B	1.380 (3)
C5B'—H5B4	0.9700	C35B—H35B	0.9300
C6B'—H6B3	0.9700	C36B—H36B	0.9300
O1A—C1A—C2A	107.5 (3)	C6B'—C5B'—C4B'	110.7 (8)
O1A—C1A—C6A	112.0 (3)	C6B'—C5B'—H5B3	109.5
C2A—C1A—C6A	111.3 (3)	C4B'—C5B'—H5B3	109.5
O1A—C1A—H1A	108.6	C6B'—C5B'—H5B4	109.5
C2A—C1A—H1A	108.6	C4B'—C5B'—H5B4	109.5
C6A—C1A—H1A	108.6	H5B3—C5B'—H5B4	108.1
O2A—C2A—C1A	110.2 (3)	C1B'—C6B'—C5B'	111.0 (9)
O2A—C2A—C3A	107.8 (3)	C1B'—C6B'—H6B3	109.4
C1A—C2A—C3A	110.2 (3)	C5B'—C6B'—H6B3	109.4
O2A—C2A—H2A	109.6	C1B'—C6B'—H6B4	109.4
C1A—C2A—H2A	109.6	C5B'—C6B'—H6B4	109.4
C3A—C2A—H2A	109.6	H6B3—C6B'—H6B4	108.0
C2A—C3A—C4A	111.0 (3)	C1B'—O1B'—H1B2	109.5
C2A—C3A—H3A1	109.4	C2B'—O2B'—H2B2	109.5
C4A—C3A—H3A1	109.4	O11A—P01A—C21A	113.68 (10)
C2A—C3A—H3A2	109.4	O11A—P01A—C11A	112.01 (10)
C4A—C3A—H3A2	109.4	C21A—P01A—C11A	105.80 (11)
H3A1—C3A—H3A2	108.0	O11A—P01A—C31A	111.60 (10)
C5A—C4A—C3A	111.2 (3)	C21A—P01A—C31A	106.76 (11)
C5A—C4A—H4A1	109.4	C11A—P01A—C31A	106.50 (10)
C3A—C4A—H4A1	109.4	C16A—C11A—C12A	119.0 (2)
C5A—C4A—H4A2	109.4	C16A—C11A—P01A	123.67 (18)
C3A—C4A—H4A2	109.4	C12A—C11A—P01A	117.31 (18)
H4A1—C4A—H4A2	108.0	C13A—C12A—C11A	120.4 (2)
C6A—C5A—C4A	110.1 (3)	C13A—C12A—H12A	119.8
C6A—C5A—H5A1	109.6	C11A—C12A—H12A	119.8
C4A—C5A—H5A1	109.6	C14A—C13A—C12A	120.1 (3)
C6A—C5A—H5A2	109.6	C14A—C13A—H13A	120.0
C4A—C5A—H5A2	109.6	C12A—C13A—H13A	120.0
H5A1—C5A—H5A2	108.1	C13A—C14A—C15A	120.3 (3)
C1A—C6A—C5A	111.9 (3)	C13A—C14A—H14A	119.9
C1A—C6A—H6A1	109.2	C15A—C14A—H14A	119.9
C5A—C6A—H6A1	109.2	C14A—C15A—C16A	120.5 (3)
C1A—C6A—H6A2	109.2	C14A—C15A—H15A	119.8
C5A—C6A—H6A2	109.2	C16A—C15A—H15A	119.8
H6A1—C6A—H6A2	107.9	C15A—C16A—C11A	119.7 (2)
O1A'—C1A'—C2A'	107.6 (8)	C15A—C16A—H16A	120.1
O1A'—C1A'—C6A'	111.6 (9)	C11A—C16A—H16A	120.1
C2A'—C1A'—C6A'	112.7 (8)	C26A—C21A—C22A	117.6 (2)
O1A'—C1A'—H1A'	108.2	C26A—C21A—P01A	123.5 (2)
C2A'—C1A'—H1A'	108.2	C22A—C21A—P01A	118.9 (2)
C6A'—C1A'—H1A'	108.2	C21A—C22A—C23A	120.6 (3)
O2A'—C2A'—C1A'	109.2 (8)	C21A—C22A—H22A	119.7
O2A'—C2A'—C3A'	106.5 (8)	C23A—C22A—H22A	119.7
C1A'—C2A'—C3A'	110.9 (8)	C24A—C23A—C22A	120.8 (3)
O2A'—C2A'—H2A'	110.1	C24A—C23A—H23A	119.6
C1A'—C2A'—H2A'	110.1	C22A—C23A—H23A	119.6
C3A'—C2A'—H2A'	110.1	C25A—C24A—C23A	119.4 (3)
C2A'—C3A'—C4A'	110.6 (8)	C25A—C24A—H24A	120.3
C2A'—C3A'—H3A3	109.5	C23A—C24A—H24A	120.3
C4A'—C3A'—H3A3	109.5	C24A—C25A—C26A	120.4 (3)
C2A'—C3A'—H3A4	109.5	C24A—C25A—H25A	119.8
C4A'—C3A'—H3A4	109.5	C26A—C25A—H25A	119.8
H3A3—C3A'—H3A4	108.1	C21A—C26A—C25A	121.2 (3)
C5A'—C4A'—C3A'	109.8 (8)	C21A—C26A—H26A	119.4
C5A'—C4A'—H4A3	109.7	C25A—C26A—H26A	119.4
C3A'—C4A'—H4A3	109.7	C32A—C31A—C36A	118.1 (2)
C5A'—C4A'—H4A4	109.7	C32A—C31A—P01A	118.24 (19)
C3A'—C4A'—H4A4	109.7	C36A—C31A—P01A	123.68 (19)
H4A3—C4A'—H4A4	108.2	C31A—C32A—C33A	120.9 (3)
C6A'—C5A'—C4A'	109.9 (8)	C31A—C32A—H32A	119.6
C6A'—C5A'—H5A3	109.7	C33A—C32A—H32A	119.6
C4A'—C5A'—H5A3	109.7	C34A—C33A—C32A	120.0 (3)
C6A'—C5A'—H5A4	109.7	C34A—C33A—H33A	120.0
C4A'—C5A'—H5A4	109.7	C32A—C33A—H33A	120.0
H5A3—C5A'—H5A4	108.2	C33A—C34A—C35A	120.2 (3)
C1A'—C6A'—C5A'	112.1 (9)	C33A—C34A—H34A	119.9
C1A'—C6A'—H6A3	109.2	C35A—C34A—H34A	119.9
C5A'—C6A'—H6A3	109.2	C34A—C35A—C36A	119.9 (3)
C1A'—C6A'—H6A4	109.2	C34A—C35A—H35A	120.1
C5A'—C6A'—H6A4	109.2	C36A—C35A—H35A	120.1
H6A3—C6A'—H6A4	107.9	C35A—C36A—C31A	121.0 (2)
C1A'—O1A'—H1A2	109.5	C35A—C36A—H36A	119.5
C2A'—O2A'—H2A2	109.5	C31A—C36A—H36A	119.5
O1B—C1B—C6B	108.4 (3)	O11B—P01B—C21B	113.54 (11)
O1B—C1B—C2B	110.8 (3)	O11B—P01B—C31B	111.65 (11)
C6B—C1B—C2B	111.2 (3)	C21B—P01B—C31B	106.69 (11)
O1B—C1B—H1B	108.8	O11B—P01B—C11B	111.80 (10)
C6B—C1B—H1B	108.8	C21B—P01B—C11B	105.91 (11)
C2B—C1B—H1B	108.8	C31B—P01B—C11B	106.80 (11)
O2B—C2B—C1B	108.1 (3)	C12B—C11B—C16B	119.3 (2)
O2B—C2B—C3B	111.9 (4)	C12B—C11B—P01B	117.31 (18)
C1B—C2B—C3B	110.7 (3)	C16B—C11B—P01B	123.40 (18)
O2B—C2B—H2B	108.7	C13B—C12B—C11B	120.2 (2)
C1B—C2B—H2B	108.7	C13B—C12B—H12B	119.9
C3B—C2B—H2B	108.7	C11B—C12B—H12B	119.9
C2B—C3B—C4B	110.7 (3)	C14B—C13B—C12B	120.2 (3)
C2B—C3B—H3B1	109.5	C14B—C13B—H13B	119.9
C4B—C3B—H3B1	109.5	C12B—C13B—H13B	119.9
C2B—C3B—H3B2	109.5	C13B—C14B—C15B	120.3 (3)
C4B—C3B—H3B2	109.5	C13B—C14B—H14B	119.9
H3B1—C3B—H3B2	108.1	C15B—C14B—H14B	119.9
C5B—C4B—C3B	110.8 (3)	C14B—C15B—C16B	120.5 (3)
C5B—C4B—H4B1	109.5	C14B—C15B—H15B	119.8
C3B—C4B—H4B1	109.5	C16B—C15B—H15B	119.8
C5B—C4B—H4B2	109.5	C15B—C16B—C11B	119.5 (2)
C3B—C4B—H4B2	109.5	C15B—C16B—H16B	120.3
H4B1—C4B—H4B2	108.1	C11B—C16B—H16B	120.3
C6B—C5B—C4B	111.1 (3)	C26B—C21B—C22B	117.8 (2)
C6B—C5B—H5B1	109.4	C26B—C21B—P01B	123.5 (2)
C4B—C5B—H5B1	109.4	C22B—C21B—P01B	118.7 (2)
C6B—C5B—H5B2	109.4	C21B—C22B—C23B	120.6 (3)
C4B—C5B—H5B2	109.4	C21B—C22B—H22B	119.7
H5B1—C5B—H5B2	108.0	C23B—C22B—H22B	119.7
C1B—C6B—C5B	111.7 (3)	C24B—C23B—C22B	120.5 (3)
C1B—C6B—H6B1	109.3	C24B—C23B—H23B	119.8
C5B—C6B—H6B1	109.3	C22B—C23B—H23B	119.8
C1B—C6B—H6B2	109.3	C23B—C24B—C25B	119.6 (3)
C5B—C6B—H6B2	109.3	C23B—C24B—H24B	120.2
H6B1—C6B—H6B2	107.9	C25B—C24B—H24B	120.2
O1B'—C1B'—C6B'	108.4 (9)	C24B—C25B—C26B	120.6 (3)
O1B'—C1B'—C2B'	111.0 (9)	C24B—C25B—H25B	119.7
C6B'—C1B'—C2B'	111.5 (9)	C26B—C25B—H25B	119.7
O1B'—C1B'—H1B'	108.6	C21B—C26B—C25B	120.9 (3)
C6B'—C1B'—H1B'	108.6	C21B—C26B—H26B	119.6
C2B'—C1B'—H1B'	108.6	C25B—C26B—H26B	119.6
O2B'—C2B'—C1B'	108.0 (10)	C36B—C31B—C32B	118.1 (2)
O2B'—C2B'—C3B'	111.8 (10)	C36B—C31B—P01B	123.74 (19)
C1B'—C2B'—C3B'	111.1 (8)	C32B—C31B—P01B	118.2 (2)
O2B'—C2B'—H2B'	108.6	C31B—C32B—C33B	120.7 (3)
C1B'—C2B'—H2B'	108.6	C31B—C32B—H32B	119.7
C3B'—C2B'—H2B'	108.6	C33B—C32B—H32B	119.7
C2B'—C3B'—C4B'	111.0 (9)	C34B—C33B—C32B	119.9 (3)
C2B'—C3B'—H3B3	109.4	C34B—C33B—H33B	120.0
C4B'—C3B'—H3B3	109.4	C32B—C33B—H33B	120.0
C2B'—C3B'—H3B4	109.4	C33B—C34B—C35B	120.4 (3)
C4B'—C3B'—H3B4	109.4	C33B—C34B—H34B	119.8
H3B3—C3B'—H3B4	108.0	C35B—C34B—H34B	119.8
C5B'—C4B'—C3B'	110.9 (9)	C34B—C35B—C36B	119.9 (3)
C5B'—C4B'—H4B3	109.5	C34B—C35B—H35B	120.0
C3B'—C4B'—H4B3	109.5	C36B—C35B—H35B	120.0
C5B'—C4B'—H4B4	109.5	C31B—C36B—C35B	121.0 (3)
C3B'—C4B'—H4B4	109.5	C31B—C36B—H36B	119.5
H4B3—C4B'—H4B4	108.1	C35B—C36B—H36B	119.5
O1A—C1A—C2A—O2A	61.4 (5)	C26A—C21A—C22A—C23A	0.7 (4)
C6A—C1A—C2A—O2A	−175.5 (3)	P01A—C21A—C22A—C23A	−176.3 (2)
O1A—C1A—C2A—C3A	−179.8 (3)	C21A—C22A—C23A—C24A	0.7 (5)
C6A—C1A—C2A—C3A	−56.7 (6)	C22A—C23A—C24A—C25A	−2.0 (5)
O2A—C2A—C3A—C4A	176.8 (3)	C23A—C24A—C25A—C26A	1.9 (5)
C1A—C2A—C3A—C4A	56.6 (6)	C22A—C21A—C26A—C25A	−0.7 (4)
C2A—C3A—C4A—C5A	−56.3 (6)	P01A—C21A—C26A—C25A	176.1 (2)
C3A—C4A—C5A—C6A	55.0 (7)	C24A—C25A—C26A—C21A	−0.6 (5)
O1A—C1A—C6A—C5A	177.4 (3)	O11A—P01A—C31A—C32A	20.3 (2)
C2A—C1A—C6A—C5A	56.9 (7)	C21A—P01A—C31A—C32A	−104.47 (19)
C4A—C5A—C6A—C1A	−55.4 (8)	C11A—P01A—C31A—C32A	142.84 (19)
O1A'—C1A'—C2A'—O2A'	−66.8 (16)	O11A—P01A—C31A—C36A	−158.01 (19)
C6A'—C1A'—C2A'—O2A'	169.7 (16)	C21A—P01A—C31A—C36A	77.2 (2)
O1A'—C1A'—C2A'—C3A'	176.2 (15)	C11A—P01A—C31A—C36A	−35.5 (2)
C6A'—C1A'—C2A'—C3A'	52.7 (18)	C36A—C31A—C32A—C33A	0.9 (4)
O2A'—C2A'—C3A'—C4A'	−174.2 (16)	P01A—C31A—C32A—C33A	−177.54 (19)
C1A'—C2A'—C3A'—C4A'	−55.5 (17)	C31A—C32A—C33A—C34A	−0.4 (4)
C2A'—C3A'—C4A'—C5A'	59 (2)	C32A—C33A—C34A—C35A	−0.7 (4)
C3A'—C4A'—C5A'—C6A'	−58.8 (16)	C33A—C34A—C35A—C36A	1.3 (4)
O1A'—C1A'—C6A'—C5A'	−174.7 (19)	C34A—C35A—C36A—C31A	−0.8 (4)
C2A'—C1A'—C6A'—C5A'	−53 (2)	C32A—C31A—C36A—C35A	−0.2 (4)
C4A'—C5A'—C6A'—C1A'	56 (2)	P01A—C31A—C36A—C35A	178.1 (2)
O1B—C1B—C2B—O2B	59.7 (6)	O11B—P01B—C11B—C12B	−22.5 (2)
C6B—C1B—C2B—O2B	−179.6 (3)	C21B—P01B—C11B—C12B	−146.62 (18)
O1B—C1B—C2B—C3B	−177.4 (2)	C31B—P01B—C11B—C12B	99.92 (19)
C6B—C1B—C2B—C3B	−56.7 (6)	O11B—P01B—C11B—C16B	158.70 (18)
O2B—C2B—C3B—C4B	177.7 (3)	C21B—P01B—C11B—C16B	34.6 (2)
C1B—C2B—C3B—C4B	57.0 (6)	C31B—P01B—C11B—C16B	−78.9 (2)
C2B—C3B—C4B—C5B	−56.3 (7)	C16B—C11B—C12B—C13B	0.8 (3)
C3B—C4B—C5B—C6B	55.0 (7)	P01B—C11B—C12B—C13B	−178.08 (18)
O1B—C1B—C6B—C5B	177.8 (3)	C11B—C12B—C13B—C14B	0.4 (4)
C2B—C1B—C6B—C5B	55.7 (6)	C12B—C13B—C14B—C15B	−1.2 (4)
C4B—C5B—C6B—C1B	−54.9 (7)	C13B—C14B—C15B—C16B	0.9 (4)
O1B'—C1B'—C2B'—O2B'	−60 (2)	C14B—C15B—C16B—C11B	0.3 (4)
C6B'—C1B'—C2B'—O2B'	179 (2)	C12B—C11B—C16B—C15B	−1.1 (3)
O1B'—C1B'—C2B'—C3B'	176.6 (17)	P01B—C11B—C16B—C15B	177.69 (18)
C6B'—C1B'—C2B'—C3B'	55.6 (18)	O11B—P01B—C21B—C26B	115.2 (2)
O2B'—C2B'—C3B'—C4B'	−176 (2)	C31B—P01B—C21B—C26B	−8.2 (3)
C1B'—C2B'—C3B'—C4B'	−55 (2)	C11B—P01B—C21B—C26B	−121.7 (2)
C2B'—C3B'—C4B'—C5B'	56 (2)	O11B—P01B—C21B—C22B	−62.0 (2)
C3B'—C4B'—C5B'—C6B'	−56.3 (19)	C31B—P01B—C21B—C22B	174.6 (2)
O1B'—C1B'—C6B'—C5B'	−179 (2)	C11B—P01B—C21B—C22B	61.1 (2)
C2B'—C1B'—C6B'—C5B'	−57 (2)	C26B—C21B—C22B—C23B	−1.0 (5)
C4B'—C5B'—C6B'—C1B'	56.9 (19)	P01B—C21B—C22B—C23B	176.4 (3)
O11A—P01A—C11A—C16A	−158.04 (18)	C21B—C22B—C23B—C24B	−0.1 (5)
C21A—P01A—C11A—C16A	−33.7 (2)	C22B—C23B—C24B—C25B	1.2 (6)
C31A—P01A—C11A—C16A	79.7 (2)	C23B—C24B—C25B—C26B	−1.1 (5)
O11A—P01A—C11A—C12A	23.3 (2)	C22B—C21B—C26B—C25B	1.1 (4)
C21A—P01A—C11A—C12A	147.66 (18)	P01B—C21B—C26B—C25B	−176.2 (2)
C31A—P01A—C11A—C12A	−98.99 (19)	C24B—C25B—C26B—C21B	0.0 (5)
C16A—C11A—C12A—C13A	−1.0 (3)	O11B—P01B—C31B—C36B	156.4 (2)
P01A—C11A—C12A—C13A	177.70 (18)	C21B—P01B—C31B—C36B	−79.0 (2)
C11A—C12A—C13A—C14A	−0.1 (4)	C11B—P01B—C31B—C36B	33.9 (2)
C12A—C13A—C14A—C15A	0.8 (4)	O11B—P01B—C31B—C32B	−23.2 (2)
C13A—C14A—C15A—C16A	−0.4 (4)	C21B—P01B—C31B—C32B	101.37 (19)
C14A—C15A—C16A—C11A	−0.8 (4)	C11B—P01B—C31B—C32B	−145.71 (18)
C12A—C11A—C16A—C15A	1.5 (3)	C36B—C31B—C32B—C33B	−1.3 (4)
P01A—C11A—C16A—C15A	−177.18 (18)	P01B—C31B—C32B—C33B	178.3 (2)
O11A—P01A—C21A—C26A	−114.4 (2)	C31B—C32B—C33B—C34B	0.9 (4)
C11A—P01A—C21A—C26A	122.3 (2)	C32B—C33B—C34B—C35B	0.2 (4)
C31A—P01A—C21A—C26A	9.1 (3)	C33B—C34B—C35B—C36B	−0.8 (4)
O11A—P01A—C21A—C22A	62.3 (2)	C32B—C31B—C36B—C35B	0.6 (4)
C11A—P01A—C21A—C22A	−61.0 (2)	P01B—C31B—C36B—C35B	−179.0 (2)
C31A—P01A—C21A—C22A	−174.2 (2)	C34B—C35B—C36B—C31B	0.4 (4)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1A—H1A1···O1B^i	0.82	1.97	2.772 (4)	167
O2A—H2A1···O1A^ii	0.82	1.96	2.742 (4)	160
O1B—H1B1···O2B^i	0.82	2.03	2.793 (5)	155
O2B—H2B1···O2A^ii	0.82	1.96	2.772 (5)	174
O1A′—H1A2···O2A′^ii	0.82	2.13	2.76 (3)	133
O2A′—H2A2···O2B′^ii	0.82	1.94	2.73 (4)	163
O1B′—H1B2···O1A′^i	0.82	2.08	2.84 (3)	154
O2B′—H2B2···O1B′^i	0.82	1.88	2.59 (6)	144

Symmetry codes: (i) −x+1, −y+1, −z; (ii) −x+1, −y, −z.

(ethanol294Ktri) 1:1 rac-1,2-cyclohexanediol triphenylphosphine oxide

Crystal data

C6H12O2·C18H15OP	Z = 4
Mr = 394.43	F(000) = 840
Triclinic, P1	Dx = 1.232 Mg m^−3
a = 9.348 (2) Å	Mo Kα radiation, λ = 0.71073 Å
b = 10.997 (2) Å	Cell parameters from 9631 reflections
c = 21.556 (3) Å	θ = 1.0–27.5°
α = 100.21 (1)°	µ = 0.15 mm^−1
β = 102.49 (1)°	T = 294 K
γ = 90.24 (1)°	Lath, colorless
V = 2127.2 (7) Å^3	0.25 × 0.15 × 0.15 mm

Data collection

Nonius KappaCCD diffractometer	7473 independent reflections
Radiation source: fine-focus sealed tube	4988 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.035
Detector resolution: 10 pixels mm^-1	θmax = 25.0°, θmin = 1.9°
1.0° ω scans at fixed χ = 55°	h = −11→11
Absorption correction: multi-scan DENZO-SMN (Otwinowski & Minor, 1997)	k = −13→13
Tmin = 0.96, Tmax = 0.98	l = −25→25
14890 measured reflections

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)] = 0.044	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.118	H-atom parameters constrained
S = 1.03	w = 1/[σ^2(Fo^2) + (0.0587P)^2 + 0.1303P] where P = (Fo^2 + 2Fc^2)/3
7473 reflections	(Δ/σ)max = 0.001
564 parameters	Δρmax = 0.18 e Å^−3
148 restraints	Δρmin = −0.21 e Å^−3

Special details

Experimental. The crystal-to-detector distance was 43 mm. Each frame was measured for 75 s. The number of scan sets measured was 9; the total number of frames measured was 987.

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	Occ. (<1)
C1A	0.7758 (4)	0.0747 (3)	0.0372 (2)	0.0485 (11)	0.778 (6)
H1A	0.8258	0.0561	0.0013	0.058*	0.778 (6)
C2A	0.7453 (4)	−0.0439 (3)	0.0581 (2)	0.0518 (13)	0.778 (6)
H2A	0.6893	−0.0269	0.0920	0.062*	0.778 (6)
C3A	0.8871 (6)	−0.1012 (4)	0.0842 (3)	0.0704 (17)	0.778 (6)
H3A1	0.9388	−0.1250	0.0497	0.085*	0.778 (6)
H3A2	0.8657	−0.1753	0.0998	0.085*	0.778 (6)
C4A	0.9846 (6)	−0.0112 (5)	0.1391 (3)	0.0820 (18)	0.778 (6)
H4A1	0.9372	0.0056	0.1754	0.098*	0.778 (6)
H4A2	1.0769	−0.0486	0.1532	0.098*	0.778 (6)
C5A	1.0139 (5)	0.1087 (4)	0.1181 (2)	0.0758 (14)	0.778 (6)
H5A1	1.0696	0.1664	0.1548	0.091*	0.778 (6)
H5A2	1.0719	0.0935	0.0855	0.091*	0.778 (6)
C6A	0.8724 (7)	0.1643 (4)	0.0912 (4)	0.0671 (11)	0.778 (6)
H6A1	0.8938	0.2378	0.0751	0.080*	0.778 (6)
H6A2	0.8203	0.1889	0.1254	0.080*	0.778 (6)
O1A	0.6369 (4)	0.1250 (4)	0.0142 (2)	0.0633 (12)	0.778 (6)
H1A1	0.6502	0.1953	0.0081	0.095*	0.778 (6)
O2A	0.6615 (5)	−0.1307 (4)	0.0043 (3)	0.0682 (15)	0.778 (6)
H2A1	0.5757	−0.1112	−0.0031	0.102*	0.778 (6)
C1A'	0.7438 (14)	0.0803 (11)	0.0561 (6)	0.0485 (11)	0.222 (6)
H1A'	0.6784	0.0901	0.0864	0.058*	0.222 (6)
C2A'	0.7727 (15)	−0.0542 (11)	0.0400 (7)	0.0518 (13)	0.222 (6)
H2A'	0.8256	−0.0672	0.0049	0.062*	0.222 (6)
C3A'	0.863 (2)	−0.0992 (13)	0.0981 (10)	0.0704 (17)	0.222 (6)
H3A3	0.8839	−0.1853	0.0859	0.085*	0.222 (6)
H3A4	0.8074	−0.0931	0.1316	0.085*	0.222 (6)
C4A'	1.0061 (17)	−0.0219 (15)	0.1238 (11)	0.0820 (18)	0.222 (6)
H4A3	1.0634	−0.0514	0.1609	0.098*	0.222 (6)
H4A4	1.0631	−0.0299	0.0908	0.098*	0.222 (6)
C5A'	0.9731 (17)	0.1123 (14)	0.1431 (7)	0.0758 (14)	0.222 (6)
H5A3	0.9216	0.1206	0.1780	0.091*	0.222 (6)
H5A4	1.0644	0.1616	0.1585	0.091*	0.222 (6)
C6A'	0.881 (2)	0.1594 (13)	0.0869 (13)	0.0671 (11)	0.222 (6)
H6A3	0.9389	0.1624	0.0548	0.080*	0.222 (6)
H6A4	0.8545	0.2430	0.1015	0.080*	0.222 (6)
O1A'	0.6690 (17)	0.1187 (16)	−0.0024 (7)	0.0633 (12)	0.222 (6)
H1A2	0.5818	0.0977	−0.0100	0.095*	0.222 (6)
O2A'	0.6363 (18)	−0.1269 (16)	0.0198 (11)	0.0682 (15)	0.222 (6)
H2A2	0.6531	−0.2003	0.0191	0.102*	0.222 (6)
C1B	0.3094 (5)	0.5859 (3)	0.0530 (2)	0.0512 (11)	0.858 (7)
H1B	0.4029	0.5996	0.0848	0.061*	0.858 (7)
C2B	0.2675 (5)	0.4510 (3)	0.0391 (2)	0.0514 (11)	0.858 (7)
H2B	0.1763	0.4369	0.0058	0.062*	0.858 (7)
C3B	0.2414 (7)	0.4078 (4)	0.0985 (3)	0.0794 (16)	0.858 (7)
H3B1	0.3324	0.4162	0.1310	0.095*	0.858 (7)
H3B2	0.2098	0.3210	0.0875	0.095*	0.858 (7)
C4B	0.1246 (7)	0.4831 (5)	0.1260 (3)	0.0888 (18)	0.858 (7)
H4B1	0.0308	0.4673	0.0954	0.107*	0.858 (7)
H4B2	0.1145	0.4578	0.1657	0.107*	0.858 (7)
C5B	0.1659 (6)	0.6196 (4)	0.1392 (2)	0.0826 (14)	0.858 (7)
H5B1	0.0865	0.6659	0.1528	0.099*	0.858 (7)
H5B2	0.2522	0.6369	0.1742	0.099*	0.858 (7)
C6B	0.1967 (8)	0.6612 (4)	0.0806 (3)	0.0682 (13)	0.858 (7)
H6B1	0.1064	0.6552	0.0478	0.082*	0.858 (7)
H6B2	0.2310	0.7473	0.0920	0.082*	0.858 (7)
O1B	0.3276 (4)	0.6277 (4)	−0.00438 (19)	0.0673 (11)	0.858 (7)
H1B1	0.4038	0.6019	−0.0138	0.101*	0.858 (7)
O2B	0.3798 (10)	0.3853 (4)	0.0139 (4)	0.0715 (14)	0.858 (7)
H2B1	0.3592	0.3109	0.0069	0.107*	0.858 (7)
C1B'	0.265 (2)	0.5758 (17)	0.0374 (9)	0.0512 (11)	0.142 (7)
H1B'	0.1815	0.5531	0.0008	0.061*	0.142 (7)
C2B'	0.321 (2)	0.4605 (17)	0.0604 (11)	0.0514 (11)	0.142 (7)
H2B'	0.4097	0.4824	0.0945	0.062*	0.142 (7)
C3B'	0.209 (4)	0.4002 (19)	0.0877 (17)	0.0794 (16)	0.142 (7)
H3B3	0.2515	0.3300	0.1055	0.095*	0.142 (7)
H3B4	0.1247	0.3699	0.0533	0.095*	0.142 (7)
C4B'	0.160 (4)	0.491 (3)	0.1406 (14)	0.0888 (18)	0.142 (7)
H4B3	0.0826	0.4522	0.1548	0.107*	0.142 (7)
H4B4	0.2418	0.5132	0.1775	0.107*	0.142 (7)
C5B'	0.105 (3)	0.607 (3)	0.1165 (13)	0.0826 (14)	0.142 (7)
H5B3	0.0156	0.5865	0.0835	0.099*	0.142 (7)
H5B4	0.0822	0.6655	0.1519	0.099*	0.142 (7)
C6B'	0.217 (4)	0.6650 (18)	0.0892 (17)	0.0682 (13)	0.142 (7)
H6B3	0.3013	0.6950	0.1236	0.082*	0.142 (7)
H6B4	0.1754	0.7354	0.0713	0.082*	0.142 (7)
O1B'	0.378 (2)	0.636 (2)	0.0160 (11)	0.0673 (11)	0.142 (7)
H1B2	0.3400	0.6847	−0.0070	0.101*	0.142 (7)
O2B'	0.359 (6)	0.380 (2)	0.007 (2)	0.0715 (14)	0.142 (7)
H2B2	0.4218	0.4140	−0.0054	0.107*	0.142 (7)
P01A	0.78759 (8)	0.16287 (7)	0.33613 (4)	0.0452 (2)
O11A	0.8450 (2)	0.29092 (17)	0.34091 (9)	0.0595 (6)
C11A	0.6336 (3)	0.1201 (3)	0.26860 (12)	0.0435 (7)
C12A	0.6209 (3)	0.1843 (3)	0.21794 (14)	0.0543 (8)
H12A	0.6884	0.2484	0.2204	0.065*
C13A	0.5084 (4)	0.1534 (3)	0.16369 (15)	0.0678 (10)
H13A	0.4999	0.1966	0.1298	0.081*
C14A	0.4096 (4)	0.0589 (4)	0.16010 (17)	0.0728 (11)
H14A	0.3346	0.0378	0.1234	0.087*
C15A	0.4196 (3)	−0.0048 (3)	0.20980 (16)	0.0659 (9)
H15A	0.3515	−0.0687	0.2067	0.079*
C16A	0.5311 (3)	0.0255 (3)	0.26473 (14)	0.0523 (8)
H16A	0.5373	−0.0171	0.2987	0.063*
C21A	0.7252 (3)	0.1380 (3)	0.40633 (13)	0.0486 (7)
C22A	0.6090 (4)	0.2033 (3)	0.42263 (17)	0.0806 (11)
H22A	0.5610	0.2552	0.3960	0.097*
C23A	0.5634 (5)	0.1921 (4)	0.4783 (2)	0.0983 (14)
H23A	0.4847	0.2364	0.4887	0.118*
C24A	0.6318 (5)	0.1175 (4)	0.51793 (18)	0.0838 (12)
H24A	0.6021	0.1122	0.5559	0.101*
C25A	0.7434 (5)	0.0510 (4)	0.50189 (19)	0.0917 (12)
H25A	0.7888	−0.0023	0.5283	0.110*
C26A	0.7912 (4)	0.0614 (3)	0.44621 (15)	0.0721 (10)
H26A	0.8690	0.0155	0.4360	0.086*
C31A	0.9248 (3)	0.0520 (3)	0.32448 (13)	0.0445 (7)
C32A	1.0706 (3)	0.0935 (3)	0.34228 (14)	0.0569 (8)
H32A	1.0950	0.1759	0.3610	0.068*
C33A	1.1803 (4)	0.0126 (4)	0.33226 (16)	0.0689 (10)
H33A	1.2779	0.0412	0.3441	0.083*
C34A	1.1460 (4)	−0.1082 (4)	0.30523 (16)	0.0727 (10)
H34A	1.2199	−0.1616	0.2980	0.087*
C35A	1.0030 (4)	−0.1511 (3)	0.28879 (16)	0.0716 (10)
H35A	0.9800	−0.2343	0.2714	0.086*
C36A	0.8927 (4)	−0.0718 (3)	0.29779 (15)	0.0606 (9)
H36A	0.7955	−0.1017	0.2858	0.073*
P01B	0.54897 (8)	0.66169 (7)	0.33429 (4)	0.0449 (2)
O11B	0.4982 (2)	0.78930 (17)	0.33949 (9)	0.0574 (6)
C11B	0.6378 (3)	0.6210 (3)	0.26757 (13)	0.0436 (7)
C12B	0.6040 (3)	0.6879 (3)	0.21755 (13)	0.0532 (8)
H12B	0.5399	0.7522	0.2201	0.064*
C13B	0.6656 (4)	0.6591 (4)	0.16410 (15)	0.0690 (10)
H13B	0.6433	0.7043	0.1309	0.083*
C14B	0.7589 (4)	0.5643 (4)	0.15997 (17)	0.0755 (11)
H14B	0.7984	0.5442	0.1236	0.091*
C15B	0.7944 (3)	0.4990 (3)	0.20909 (16)	0.0659 (9)
H15B	0.8587	0.4351	0.2060	0.079*
C16B	0.7353 (3)	0.5270 (3)	0.26353 (14)	0.0540 (8)
H16B	0.7612	0.4830	0.2970	0.065*
C21B	0.6786 (3)	0.6357 (3)	0.40474 (13)	0.0490 (8)
C22B	0.8116 (4)	0.7029 (3)	0.42237 (17)	0.0871 (12)
H22B	0.8337	0.7560	0.3963	0.105*
C23B	0.9121 (5)	0.6915 (4)	0.47851 (19)	0.1020 (15)
H23B	1.0008	0.7373	0.4899	0.122*
C24B	0.8821 (5)	0.6142 (4)	0.51681 (18)	0.0856 (12)
H24B	0.9492	0.6078	0.5547	0.103*
C25B	0.7544 (5)	0.5465 (4)	0.49979 (18)	0.0921 (13)
H25B	0.7341	0.4926	0.5258	0.111*
C26B	0.6533 (4)	0.5570 (3)	0.44381 (15)	0.0722 (10)
H26B	0.5661	0.5092	0.4326	0.087*
C31B	0.3987 (3)	0.5493 (3)	0.32142 (13)	0.0469 (7)
C32B	0.2717 (3)	0.5886 (3)	0.34054 (14)	0.0559 (8)
H32B	0.2671	0.6702	0.3606	0.067*
C33B	0.1519 (4)	0.5077 (4)	0.33005 (16)	0.0719 (10)
H33B	0.0667	0.5355	0.3425	0.086*
C34B	0.1580 (4)	0.3873 (4)	0.30156 (17)	0.0743 (11)
H34B	0.0772	0.3331	0.2946	0.089*
C35B	0.2832 (4)	0.3465 (3)	0.28324 (17)	0.0762 (10)
H35B	0.2881	0.2643	0.2643	0.091*
C36B	0.4026 (4)	0.4277 (3)	0.29287 (15)	0.0635 (9)
H36B	0.4870	0.3996	0.2798	0.076*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1A	0.041 (2)	0.0486 (17)	0.059 (3)	0.0045 (14)	0.0124 (17)	0.0138 (17)
C2A	0.047 (2)	0.0489 (17)	0.061 (3)	0.0027 (15)	0.0109 (19)	0.0147 (17)
C3A	0.052 (2)	0.074 (2)	0.093 (4)	0.0090 (17)	0.009 (2)	0.041 (2)
C4A	0.058 (3)	0.112 (3)	0.077 (4)	0.004 (2)	−0.002 (2)	0.041 (2)
C5A	0.050 (3)	0.099 (3)	0.073 (3)	−0.011 (2)	0.000 (2)	0.018 (2)
C6A	0.058 (2)	0.058 (2)	0.077 (2)	−0.0046 (15)	0.0087 (17)	−0.0019 (16)
O1A	0.046 (2)	0.0492 (15)	0.095 (3)	0.0078 (14)	0.0075 (16)	0.0222 (19)
O2A	0.053 (2)	0.0499 (14)	0.094 (3)	−0.0013 (14)	0.0039 (19)	0.0076 (17)
C1A'	0.041 (2)	0.0486 (17)	0.059 (3)	0.0045 (14)	0.0124 (17)	0.0138 (17)
C2A'	0.047 (2)	0.0489 (17)	0.061 (3)	0.0027 (15)	0.0109 (19)	0.0147 (17)
C3A'	0.052 (2)	0.074 (2)	0.093 (4)	0.0090 (17)	0.009 (2)	0.041 (2)
C4A'	0.058 (3)	0.112 (3)	0.077 (4)	0.004 (2)	−0.002 (2)	0.041 (2)
C5A'	0.050 (3)	0.099 (3)	0.073 (3)	−0.011 (2)	0.000 (2)	0.018 (2)
C6A'	0.058 (2)	0.058 (2)	0.077 (2)	−0.0046 (15)	0.0087 (17)	−0.0019 (16)
O1A'	0.046 (2)	0.0492 (15)	0.095 (3)	0.0078 (14)	0.0075 (16)	0.0222 (19)
O2A'	0.053 (2)	0.0499 (14)	0.094 (3)	−0.0013 (14)	0.0039 (19)	0.0076 (17)
C1B	0.047 (3)	0.0482 (17)	0.057 (2)	0.0001 (16)	0.0122 (19)	0.0051 (16)
C2B	0.050 (3)	0.0490 (17)	0.059 (3)	0.0059 (16)	0.020 (2)	0.0122 (16)
C3B	0.085 (4)	0.082 (2)	0.095 (3)	0.024 (2)	0.048 (3)	0.045 (2)
C4B	0.097 (4)	0.105 (3)	0.090 (4)	0.025 (3)	0.056 (3)	0.040 (3)
C5B	0.083 (4)	0.099 (2)	0.071 (3)	0.020 (2)	0.036 (3)	0.007 (2)
C6B	0.070 (3)	0.055 (2)	0.083 (3)	0.0103 (18)	0.032 (2)	0.0037 (17)
O1B	0.075 (3)	0.0565 (17)	0.084 (3)	0.0066 (17)	0.038 (2)	0.0237 (18)
O2B	0.080 (3)	0.0480 (13)	0.102 (3)	0.0144 (15)	0.051 (3)	0.0153 (15)
C1B'	0.047 (3)	0.0482 (17)	0.057 (2)	0.0001 (16)	0.0122 (19)	0.0051 (16)
C2B'	0.050 (3)	0.0490 (17)	0.059 (3)	0.0059 (16)	0.020 (2)	0.0122 (16)
C3B'	0.085 (4)	0.082 (2)	0.095 (3)	0.024 (2)	0.048 (3)	0.045 (2)
C4B'	0.097 (4)	0.105 (3)	0.090 (4)	0.025 (3)	0.056 (3)	0.040 (3)
C5B'	0.083 (4)	0.099 (2)	0.071 (3)	0.020 (2)	0.036 (3)	0.007 (2)
C6B'	0.070 (3)	0.055 (2)	0.083 (3)	0.0103 (18)	0.032 (2)	0.0037 (17)
O1B'	0.075 (3)	0.0565 (17)	0.084 (3)	0.0066 (17)	0.038 (2)	0.0237 (18)
O2B'	0.080 (3)	0.0480 (13)	0.102 (3)	0.0144 (15)	0.051 (3)	0.0153 (15)
P01A	0.0431 (4)	0.0458 (5)	0.0470 (5)	0.0018 (4)	0.0096 (4)	0.0099 (4)
O11A	0.0612 (14)	0.0452 (13)	0.0705 (14)	−0.0065 (10)	0.0102 (11)	0.0120 (10)
C11A	0.0422 (17)	0.0480 (19)	0.0428 (17)	0.0089 (14)	0.0146 (14)	0.0083 (14)
C12A	0.055 (2)	0.059 (2)	0.053 (2)	0.0115 (16)	0.0187 (17)	0.0129 (16)
C13A	0.067 (2)	0.093 (3)	0.048 (2)	0.022 (2)	0.0160 (19)	0.0231 (19)
C14A	0.049 (2)	0.103 (3)	0.056 (2)	0.019 (2)	0.0007 (18)	0.000 (2)
C15A	0.0431 (19)	0.071 (2)	0.075 (2)	−0.0033 (17)	0.0013 (19)	0.006 (2)
C16A	0.0429 (18)	0.056 (2)	0.059 (2)	0.0040 (16)	0.0094 (16)	0.0159 (16)
C21A	0.0502 (18)	0.0490 (19)	0.0434 (18)	−0.0037 (15)	0.0077 (15)	0.0031 (15)
C22A	0.095 (3)	0.083 (3)	0.076 (3)	0.030 (2)	0.043 (2)	0.017 (2)
C23A	0.115 (4)	0.100 (3)	0.091 (3)	0.021 (3)	0.062 (3)	−0.001 (3)
C24A	0.104 (3)	0.096 (3)	0.054 (2)	−0.015 (3)	0.031 (2)	0.005 (2)
C25A	0.102 (3)	0.112 (4)	0.071 (3)	0.006 (3)	0.026 (3)	0.037 (2)
C26A	0.071 (2)	0.092 (3)	0.061 (2)	0.010 (2)	0.0230 (19)	0.025 (2)
C31A	0.0436 (18)	0.0493 (19)	0.0431 (17)	0.0026 (14)	0.0092 (14)	0.0156 (14)
C32A	0.050 (2)	0.064 (2)	0.060 (2)	0.0040 (17)	0.0125 (17)	0.0197 (16)
C33A	0.044 (2)	0.096 (3)	0.075 (2)	0.010 (2)	0.0161 (18)	0.032 (2)
C34A	0.065 (3)	0.094 (3)	0.071 (2)	0.035 (2)	0.025 (2)	0.034 (2)
C35A	0.076 (3)	0.057 (2)	0.082 (2)	0.019 (2)	0.018 (2)	0.0135 (18)
C36A	0.0498 (19)	0.060 (2)	0.072 (2)	0.0062 (17)	0.0135 (17)	0.0116 (18)
P01B	0.0449 (5)	0.0439 (5)	0.0476 (5)	0.0034 (4)	0.0127 (4)	0.0096 (4)
O11B	0.0609 (13)	0.0474 (13)	0.0685 (13)	0.0098 (10)	0.0228 (11)	0.0126 (10)
C11B	0.0372 (17)	0.0445 (18)	0.0479 (18)	−0.0055 (14)	0.0088 (14)	0.0061 (14)
C12B	0.0451 (18)	0.064 (2)	0.0498 (19)	−0.0031 (15)	0.0049 (16)	0.0161 (16)
C13B	0.056 (2)	0.105 (3)	0.046 (2)	−0.015 (2)	0.0067 (17)	0.0190 (19)
C14B	0.056 (2)	0.112 (3)	0.058 (2)	−0.013 (2)	0.0258 (19)	−0.001 (2)
C15B	0.053 (2)	0.077 (2)	0.070 (2)	0.0035 (18)	0.0267 (19)	0.002 (2)
C16B	0.0459 (18)	0.057 (2)	0.058 (2)	0.0016 (16)	0.0112 (16)	0.0085 (16)
C21B	0.0519 (19)	0.0485 (19)	0.0433 (18)	0.0044 (15)	0.0092 (15)	0.0013 (15)
C22B	0.089 (3)	0.086 (3)	0.072 (3)	−0.031 (2)	−0.016 (2)	0.021 (2)
C23B	0.091 (3)	0.102 (3)	0.087 (3)	−0.028 (3)	−0.028 (3)	0.008 (3)
C24B	0.089 (3)	0.093 (3)	0.058 (2)	0.016 (3)	−0.013 (2)	0.006 (2)
C25B	0.091 (3)	0.114 (4)	0.068 (3)	0.003 (3)	−0.007 (2)	0.040 (2)
C26B	0.066 (2)	0.085 (3)	0.065 (2)	−0.0027 (19)	0.0005 (19)	0.031 (2)
C31B	0.0440 (18)	0.055 (2)	0.0437 (17)	0.0021 (15)	0.0089 (14)	0.0153 (15)
C32B	0.049 (2)	0.062 (2)	0.060 (2)	0.0091 (17)	0.0158 (17)	0.0185 (16)
C33B	0.048 (2)	0.103 (3)	0.076 (3)	0.005 (2)	0.0206 (19)	0.039 (2)
C34B	0.053 (2)	0.089 (3)	0.084 (3)	−0.018 (2)	0.001 (2)	0.039 (2)
C35B	0.071 (3)	0.065 (2)	0.090 (3)	−0.015 (2)	0.014 (2)	0.012 (2)
C36B	0.057 (2)	0.056 (2)	0.080 (2)	−0.0051 (17)	0.0256 (19)	0.0073 (18)

Geometric parameters (Å, º)

C1A—O1A	1.436 (4)	C6B'—H6B4	0.9700
C1A—C2A	1.499 (4)	O1B'—H1B2	0.8200
C1A—C6A	1.507 (5)	O2B'—H2B2	0.8200
C1A—H1A	0.9800	P01A—O11A	1.483 (2)
C2A—O2A	1.442 (5)	P01A—C21A	1.798 (3)
C2A—C3A	1.511 (5)	P01A—C31A	1.800 (3)
C2A—H2A	0.9800	P01A—C11A	1.805 (3)
C3A—C4A	1.523 (6)	C11A—C12A	1.386 (4)
C3A—H3A1	0.9700	C11A—C16A	1.391 (4)
C3A—H3A2	0.9700	C12A—C13A	1.383 (4)
C4A—C5A	1.510 (5)	C12A—H12A	0.9300
C4A—H4A1	0.9700	C13A—C14A	1.367 (5)
C4A—H4A2	0.9700	C13A—H13A	0.9300
C5A—C6A	1.504 (5)	C14A—C15A	1.368 (4)
C5A—H5A1	0.9700	C14A—H14A	0.9300
C5A—H5A2	0.9700	C15A—C16A	1.387 (4)
C6A—H6A1	0.9700	C15A—H15A	0.9300
C6A—H6A2	0.9700	C16A—H16A	0.9300
O1A—H1A1	0.8200	C21A—C26A	1.364 (4)
O2A—H2A1	0.8200	C21A—C22A	1.379 (4)
C1A'—O1A'	1.438 (6)	C22A—C23A	1.383 (5)
C1A'—C2A'	1.498 (6)	C22A—H22A	0.9300
C1A'—C6A'	1.505 (8)	C23A—C24A	1.351 (5)
C1A'—H1A'	0.9800	C23A—H23A	0.9300
C2A'—O2A'	1.443 (7)	C24A—C25A	1.348 (6)
C2A'—C3A'	1.513 (6)	C24A—H24A	0.9300
C2A'—H2A'	0.9800	C25A—C26A	1.390 (5)
C3A'—C4A'	1.526 (8)	C25A—H25A	0.9300
C3A'—H3A3	0.9700	C26A—H26A	0.9300
C3A'—H3A4	0.9700	C31A—C32A	1.385 (4)
C4A'—C5A'	1.512 (6)	C31A—C36A	1.386 (4)
C4A'—H4A3	0.9700	C32A—C33A	1.388 (4)
C4A'—H4A4	0.9700	C32A—H32A	0.9300
C5A'—C6A'	1.499 (6)	C33A—C34A	1.360 (4)
C5A'—H5A3	0.9700	C33A—H33A	0.9300
C5A'—H5A4	0.9700	C34A—C35A	1.366 (5)
C6A'—H6A3	0.9700	C34A—H34A	0.9300
C6A'—H6A4	0.9700	C35A—C36A	1.377 (4)
O1A'—H1A2	0.8200	C35A—H35A	0.9300
O2A'—H2A2	0.8200	C36A—H36A	0.9300
C1B—O1B	1.436 (4)	P01B—O11B	1.476 (2)
C1B—C2B	1.493 (4)	P01B—C21B	1.794 (3)
C1B—C6B	1.500 (5)	P01B—C11B	1.803 (3)
C1B—H1B	0.9800	P01B—C31B	1.809 (3)
C2B—O2B	1.425 (6)	C11B—C16B	1.384 (4)
C2B—C3B	1.508 (5)	C11B—C12B	1.393 (4)
C2B—H2B	0.9800	C12B—C13B	1.385 (4)
C3B—C4B	1.531 (5)	C12B—H12B	0.9300
C3B—H3B1	0.9700	C13B—C14B	1.365 (5)
C3B—H3B2	0.9700	C13B—H13B	0.9300
C4B—C5B	1.509 (5)	C14B—C15B	1.366 (5)
C4B—H4B1	0.9700	C14B—H14B	0.9300
C4B—H4B2	0.9700	C15B—C16B	1.389 (4)
C5B—C6B	1.501 (5)	C15B—H15B	0.9300
C5B—H5B1	0.9700	C16B—H16B	0.9300
C5B—H5B2	0.9700	C21B—C26B	1.362 (4)
C6B—H6B1	0.9700	C21B—C22B	1.388 (4)
C6B—H6B2	0.9700	C22B—C23B	1.388 (5)
O1B—H1B1	0.8200	C22B—H22B	0.9300
O2B—H2B1	0.8200	C23B—C24B	1.352 (5)
C1B'—O1B'	1.437 (7)	C23B—H23B	0.9300
C1B'—C2B'	1.497 (6)	C24B—C25B	1.349 (5)
C1B'—C6B'	1.500 (8)	C24B—H24B	0.9300
C1B'—H1B'	0.9800	C25B—C26B	1.386 (4)
C2B'—O2B'	1.426 (9)	C25B—H25B	0.9300
C2B'—C3B'	1.508 (7)	C26B—H26B	0.9300
C2B'—H2B'	0.9800	C31B—C36B	1.373 (4)
C3B'—C4B'	1.530 (8)	C31B—C32B	1.385 (4)
C3B'—H3B3	0.9700	C32B—C33B	1.381 (4)
C3B'—H3B4	0.9700	C32B—H32B	0.9300
C4B'—C5B'	1.508 (7)	C33B—C34B	1.365 (4)
C4B'—H4B3	0.9700	C33B—H33B	0.9300
C4B'—H4B4	0.9700	C34B—C35B	1.367 (5)
C5B'—C6B'	1.497 (6)	C34B—H34B	0.9300
C5B'—H5B3	0.9700	C35B—C36B	1.383 (5)
C5B'—H5B4	0.9700	C35B—H35B	0.9300
C6B'—H6B3	0.9700	C36B—H36B	0.9300
O1A—C1A—C2A	107.4 (3)	C6B'—C5B'—C4B'	111.3 (8)
O1A—C1A—C6A	111.8 (4)	C6B'—C5B'—H5B3	109.4
C2A—C1A—C6A	111.8 (4)	C4B'—C5B'—H5B3	109.4
O1A—C1A—H1A	108.6	C6B'—C5B'—H5B4	109.4
C2A—C1A—H1A	108.6	C4B'—C5B'—H5B4	109.4
C6A—C1A—H1A	108.6	H5B3—C5B'—H5B4	108.0
O2A—C2A—C1A	110.4 (4)	C5B'—C6B'—C1B'	112.1 (9)
O2A—C2A—C3A	108.5 (4)	C5B'—C6B'—H6B3	109.2
C1A—C2A—C3A	110.4 (4)	C1B'—C6B'—H6B3	109.2
O2A—C2A—H2A	109.2	C5B'—C6B'—H6B4	109.2
C1A—C2A—H2A	109.2	C1B'—C6B'—H6B4	109.2
C3A—C2A—H2A	109.2	H6B3—C6B'—H6B4	107.9
C2A—C3A—C4A	111.1 (4)	C1B'—O1B'—H1B2	109.5
C2A—C3A—H3A1	109.4	C2B'—O2B'—H2B2	109.5
C4A—C3A—H3A1	109.4	O11A—P01A—C21A	113.74 (12)
C2A—C3A—H3A2	109.4	O11A—P01A—C31A	111.37 (13)
C4A—C3A—H3A2	109.4	C21A—P01A—C31A	106.76 (14)
H3A1—C3A—H3A2	108.0	O11A—P01A—C11A	111.98 (12)
C5A—C4A—C3A	111.3 (4)	C21A—P01A—C11A	106.00 (13)
C5A—C4A—H4A1	109.4	C31A—P01A—C11A	106.51 (13)
C3A—C4A—H4A1	109.4	C12A—C11A—C16A	119.4 (3)
C5A—C4A—H4A2	109.4	C12A—C11A—P01A	117.3 (2)
C3A—C4A—H4A2	109.4	C16A—C11A—P01A	123.3 (2)
H4A1—C4A—H4A2	108.0	C13A—C12A—C11A	120.3 (3)
C6A—C5A—C4A	110.7 (4)	C13A—C12A—H12A	119.9
C6A—C5A—H5A1	109.5	C11A—C12A—H12A	119.9
C4A—C5A—H5A1	109.5	C14A—C13A—C12A	119.7 (3)
C6A—C5A—H5A2	109.5	C14A—C13A—H13A	120.1
C4A—C5A—H5A2	109.5	C12A—C13A—H13A	120.1
H5A1—C5A—H5A2	108.1	C13A—C14A—C15A	120.8 (3)
C5A—C6A—C1A	111.9 (5)	C13A—C14A—H14A	119.6
C5A—C6A—H6A1	109.2	C15A—C14A—H14A	119.6
C1A—C6A—H6A1	109.2	C14A—C15A—C16A	120.2 (3)
C5A—C6A—H6A2	109.2	C14A—C15A—H15A	119.9
C1A—C6A—H6A2	109.2	C16A—C15A—H15A	119.9
H6A1—C6A—H6A2	107.9	C15A—C16A—C11A	119.5 (3)
O1A'—C1A'—C2A'	108.0 (7)	C15A—C16A—H16A	120.2
O1A'—C1A'—C6A'	110.9 (8)	C11A—C16A—H16A	120.2
C2A'—C1A'—C6A'	112.9 (8)	C26A—C21A—C22A	117.9 (3)
O1A'—C1A'—H1A'	108.3	C26A—C21A—P01A	123.3 (2)
C2A'—C1A'—H1A'	108.3	C22A—C21A—P01A	118.8 (3)
C6A'—C1A'—H1A'	108.3	C21A—C22A—C23A	120.4 (4)
O2A'—C2A'—C1A'	110.3 (8)	C21A—C22A—H22A	119.8
O2A'—C2A'—C3A'	107.6 (8)	C23A—C22A—H22A	119.8
C1A'—C2A'—C3A'	111.2 (7)	C24A—C23A—C22A	120.9 (4)
O2A'—C2A'—H2A'	109.3	C24A—C23A—H23A	119.6
C1A'—C2A'—H2A'	109.3	C22A—C23A—H23A	119.6
C3A'—C2A'—H2A'	109.3	C25A—C24A—C23A	119.4 (4)
C2A'—C3A'—C4A'	110.2 (9)	C25A—C24A—H24A	120.3
C2A'—C3A'—H3A3	109.6	C23A—C24A—H24A	120.3
C4A'—C3A'—H3A3	109.6	C24A—C25A—C26A	120.6 (4)
C2A'—C3A'—H3A4	109.6	C24A—C25A—H25A	119.7
C4A'—C3A'—H3A4	109.6	C26A—C25A—H25A	119.7
H3A3—C3A'—H3A4	108.1	C21A—C26A—C25A	120.8 (3)
C5A'—C4A'—C3A'	109.6 (9)	C21A—C26A—H26A	119.6
C5A'—C4A'—H4A3	109.8	C25A—C26A—H26A	119.6
C3A'—C4A'—H4A3	109.8	C32A—C31A—C36A	118.3 (3)
C5A'—C4A'—H4A4	109.8	C32A—C31A—P01A	118.0 (2)
C3A'—C4A'—H4A4	109.8	C36A—C31A—P01A	123.7 (2)
H4A3—C4A'—H4A4	108.2	C31A—C32A—C33A	120.2 (3)
C6A'—C5A'—C4A'	110.9 (8)	C31A—C32A—H32A	119.9
C6A'—C5A'—H5A3	109.5	C33A—C32A—H32A	119.9
C4A'—C5A'—H5A3	109.5	C34A—C33A—C32A	120.4 (3)
C6A'—C5A'—H5A4	109.5	C34A—C33A—H33A	119.8
C4A'—C5A'—H5A4	109.5	C32A—C33A—H33A	119.8
H5A3—C5A'—H5A4	108.1	C33A—C34A—C35A	120.0 (3)
C5A'—C6A'—C1A'	112.7 (9)	C33A—C34A—H34A	120.0
C5A'—C6A'—H6A3	109.0	C35A—C34A—H34A	120.0
C1A'—C6A'—H6A3	109.0	C34A—C35A—C36A	120.3 (3)
C5A'—C6A'—H6A4	109.0	C34A—C35A—H35A	119.8
C1A'—C6A'—H6A4	109.0	C36A—C35A—H35A	119.8
H6A3—C6A'—H6A4	107.8	C35A—C36A—C31A	120.7 (3)
C1A'—O1A'—H1A2	109.5	C35A—C36A—H36A	119.7
C2A'—O2A'—H2A2	109.5	C31A—C36A—H36A	119.7
O1B—C1B—C2B	111.0 (3)	O11B—P01B—C21B	113.58 (13)
O1B—C1B—C6B	109.0 (4)	O11B—P01B—C11B	111.84 (12)
C2B—C1B—C6B	111.4 (4)	C21B—P01B—C11B	106.06 (13)
O1B—C1B—H1B	108.4	O11B—P01B—C31B	111.84 (13)
C2B—C1B—H1B	108.4	C21B—P01B—C31B	106.33 (14)
C6B—C1B—H1B	108.4	C11B—P01B—C31B	106.71 (13)
O2B—C2B—C1B	108.4 (4)	C16B—C11B—C12B	119.1 (3)
O2B—C2B—C3B	112.0 (5)	C16B—C11B—P01B	123.5 (2)
C1B—C2B—C3B	111.3 (4)	C12B—C11B—P01B	117.3 (2)
O2B—C2B—H2B	108.4	C13B—C12B—C11B	120.2 (3)
C1B—C2B—H2B	108.4	C13B—C12B—H12B	119.9
C3B—C2B—H2B	108.4	C11B—C12B—H12B	119.9
C2B—C3B—C4B	110.9 (4)	C14B—C13B—C12B	120.2 (3)
C2B—C3B—H3B1	109.5	C14B—C13B—H13B	119.9
C4B—C3B—H3B1	109.5	C12B—C13B—H13B	119.9
C2B—C3B—H3B2	109.5	C13B—C14B—C15B	120.2 (3)
C4B—C3B—H3B2	109.5	C13B—C14B—H14B	119.9
H3B1—C3B—H3B2	108.0	C15B—C14B—H14B	119.9
C5B—C4B—C3B	110.6 (4)	C14B—C15B—C16B	120.7 (3)
C5B—C4B—H4B1	109.5	C14B—C15B—H15B	119.6
C3B—C4B—H4B1	109.5	C16B—C15B—H15B	119.6
C5B—C4B—H4B2	109.5	C11B—C16B—C15B	119.6 (3)
C3B—C4B—H4B2	109.5	C11B—C16B—H16B	120.2
H4B1—C4B—H4B2	108.1	C15B—C16B—H16B	120.2
C6B—C5B—C4B	111.7 (4)	C26B—C21B—C22B	117.3 (3)
C6B—C5B—H5B1	109.3	C26B—C21B—P01B	124.3 (3)
C4B—C5B—H5B1	109.3	C22B—C21B—P01B	118.4 (3)
C6B—C5B—H5B2	109.3	C23B—C22B—C21B	120.6 (4)
C4B—C5B—H5B2	109.3	C23B—C22B—H22B	119.7
H5B1—C5B—H5B2	107.9	C21B—C22B—H22B	119.7
C1B—C6B—C5B	112.5 (4)	C24B—C23B—C22B	120.5 (4)
C1B—C6B—H6B1	109.1	C24B—C23B—H23B	119.8
C5B—C6B—H6B1	109.1	C22B—C23B—H23B	119.8
C1B—C6B—H6B2	109.1	C25B—C24B—C23B	119.7 (4)
C5B—C6B—H6B2	109.1	C25B—C24B—H24B	120.2
H6B1—C6B—H6B2	107.8	C23B—C24B—H24B	120.2
O1B'—C1B'—C2B'	110.3 (9)	C24B—C25B—C26B	120.4 (4)
O1B'—C1B'—C6B'	108.8 (9)	C24B—C25B—H25B	119.8
C2B'—C1B'—C6B'	112.0 (9)	C26B—C25B—H25B	119.8
O1B'—C1B'—H1B'	108.6	C21B—C26B—C25B	121.5 (3)
C2B'—C1B'—H1B'	108.6	C21B—C26B—H26B	119.2
C6B'—C1B'—H1B'	108.6	C25B—C26B—H26B	119.2
O2B'—C2B'—C1B'	108.0 (10)	C36B—C31B—C32B	118.2 (3)
O2B'—C2B'—C3B'	111.8 (10)	C36B—C31B—P01B	123.7 (2)
C1B'—C2B'—C3B'	111.5 (8)	C32B—C31B—P01B	118.1 (2)
O2B'—C2B'—H2B'	108.5	C33B—C32B—C31B	120.6 (3)
C1B'—C2B'—H2B'	108.5	C33B—C32B—H32B	119.7
C3B'—C2B'—H2B'	108.5	C31B—C32B—H32B	119.7
C2B'—C3B'—C4B'	111.2 (9)	C34B—C33B—C32B	120.3 (3)
C2B'—C3B'—H3B3	109.4	C34B—C33B—H33B	119.9
C4B'—C3B'—H3B3	109.4	C32B—C33B—H33B	119.9
C2B'—C3B'—H3B4	109.4	C33B—C34B—C35B	119.9 (3)
C4B'—C3B'—H3B4	109.4	C33B—C34B—H34B	120.1
H3B3—C3B'—H3B4	108.0	C35B—C34B—H34B	120.1
C5B'—C4B'—C3B'	111.2 (9)	C34B—C35B—C36B	120.0 (3)
C5B'—C4B'—H4B3	109.4	C34B—C35B—H35B	120.0
C3B'—C4B'—H4B3	109.4	C36B—C35B—H35B	120.0
C5B'—C4B'—H4B4	109.4	C31B—C36B—C35B	121.1 (3)
C3B'—C4B'—H4B4	109.4	C31B—C36B—H36B	119.5
H4B3—C4B'—H4B4	108.0	C35B—C36B—H36B	119.5
O1A—C1A—C2A—O2A	61.0 (7)	C26A—C21A—C22A—C23A	1.0 (5)
C6A—C1A—C2A—O2A	−175.9 (4)	P01A—C21A—C22A—C23A	−176.2 (3)
O1A—C1A—C2A—C3A	−178.9 (4)	C21A—C22A—C23A—C24A	0.2 (6)
C6A—C1A—C2A—C3A	−55.9 (8)	C22A—C23A—C24A—C25A	−1.7 (7)
O2A—C2A—C3A—C4A	177.0 (4)	C23A—C24A—C25A—C26A	1.9 (7)
C1A—C2A—C3A—C4A	55.9 (8)	C22A—C21A—C26A—C25A	−0.8 (5)
C2A—C3A—C4A—C5A	−55.8 (9)	P01A—C21A—C26A—C25A	176.3 (3)
C3A—C4A—C5A—C6A	54.8 (10)	C24A—C25A—C26A—C21A	−0.7 (6)
C4A—C5A—C6A—C1A	−54.7 (11)	O11A—P01A—C31A—C32A	21.0 (3)
O1A—C1A—C6A—C5A	176.4 (5)	C21A—P01A—C31A—C32A	−103.7 (2)
C2A—C1A—C6A—C5A	55.9 (10)	C11A—P01A—C31A—C32A	143.3 (2)
O1A'—C1A'—C2A'—O2A'	−65.6 (14)	O11A—P01A—C31A—C36A	−158.0 (2)
C6A'—C1A'—C2A'—O2A'	171.4 (16)	C21A—P01A—C31A—C36A	77.3 (3)
O1A'—C1A'—C2A'—C3A'	175.2 (13)	C11A—P01A—C31A—C36A	−35.6 (3)
C6A'—C1A'—C2A'—C3A'	52.1 (18)	C36A—C31A—C32A—C33A	1.2 (4)
O2A'—C2A'—C3A'—C4A'	−177.4 (16)	P01A—C31A—C32A—C33A	−177.8 (2)
C1A'—C2A'—C3A'—C4A'	−56.6 (17)	C31A—C32A—C33A—C34A	−0.4 (5)
C2A'—C3A'—C4A'—C5A'	59.6 (19)	C32A—C33A—C34A—C35A	−1.1 (5)
C3A'—C4A'—C5A'—C6A'	−57.9 (17)	C33A—C34A—C35A—C36A	1.8 (5)
C4A'—C5A'—C6A'—C1A'	54 (2)	C34A—C35A—C36A—C31A	−1.0 (5)
O1A'—C1A'—C6A'—C5A'	−172.3 (17)	C32A—C31A—C36A—C35A	−0.5 (5)
C2A'—C1A'—C6A'—C5A'	−51 (2)	P01A—C31A—C36A—C35A	178.4 (2)
O1B—C1B—C2B—O2B	59.0 (8)	O11B—P01B—C11B—C16B	158.2 (2)
C6B—C1B—C2B—O2B	−179.3 (5)	C21B—P01B—C11B—C16B	33.9 (3)
O1B—C1B—C2B—C3B	−177.4 (3)	C31B—P01B—C11B—C16B	−79.2 (3)
C6B—C1B—C2B—C3B	−55.7 (8)	O11B—P01B—C11B—C12B	−22.5 (3)
O2B—C2B—C3B—C4B	177.8 (5)	C21B—P01B—C11B—C12B	−146.8 (2)
C1B—C2B—C3B—C4B	56.3 (8)	C31B—P01B—C11B—C12B	100.1 (2)
C2B—C3B—C4B—C5B	−55.2 (9)	C16B—C11B—C12B—C13B	1.1 (4)
C3B—C4B—C5B—C6B	53.8 (9)	P01B—C11B—C12B—C13B	−178.3 (2)
O1B—C1B—C6B—C5B	177.4 (4)	C11B—C12B—C13B—C14B	0.5 (5)
C2B—C1B—C6B—C5B	54.5 (9)	C12B—C13B—C14B—C15B	−1.3 (5)
C4B—C5B—C6B—C1B	−53.9 (10)	C13B—C14B—C15B—C16B	0.6 (5)
O1B'—C1B'—C2B'—O2B'	−61 (2)	C12B—C11B—C16B—C15B	−1.8 (4)
C6B'—C1B'—C2B'—O2B'	178 (2)	P01B—C11B—C16B—C15B	177.5 (2)
O1B'—C1B'—C2B'—C3B'	175.8 (16)	C14B—C15B—C16B—C11B	1.0 (5)
C6B'—C1B'—C2B'—C3B'	54.5 (19)	O11B—P01B—C21B—C26B	115.4 (3)
O2B'—C2B'—C3B'—C4B'	−175 (2)	C11B—P01B—C21B—C26B	−121.3 (3)
C1B'—C2B'—C3B'—C4B'	−54 (2)	C31B—P01B—C21B—C26B	−8.0 (3)
C2B'—C3B'—C4B'—C5B'	54 (2)	O11B—P01B—C21B—C22B	−62.1 (3)
C3B'—C4B'—C5B'—C6B'	−54 (2)	C11B—P01B—C21B—C22B	61.1 (3)
C4B'—C5B'—C6B'—C1B'	55 (2)	C31B—P01B—C21B—C22B	174.5 (3)
O1B'—C1B'—C6B'—C5B'	−177.0 (19)	C26B—C21B—C22B—C23B	−1.5 (6)
C2B'—C1B'—C6B'—C5B'	−55 (2)	P01B—C21B—C22B—C23B	176.2 (3)
O11A—P01A—C11A—C12A	23.2 (3)	C21B—C22B—C23B—C24B	0.3 (7)
C21A—P01A—C11A—C12A	147.8 (2)	C22B—C23B—C24B—C25B	0.9 (7)
C31A—P01A—C11A—C12A	−98.8 (2)	C23B—C24B—C25B—C26B	−0.8 (7)
O11A—P01A—C11A—C16A	−158.3 (2)	C22B—C21B—C26B—C25B	1.6 (5)
C21A—P01A—C11A—C16A	−33.8 (3)	P01B—C21B—C26B—C25B	−176.0 (3)
C31A—P01A—C11A—C16A	79.7 (3)	C24B—C25B—C26B—C21B	−0.5 (6)
C16A—C11A—C12A—C13A	−0.8 (4)	O11B—P01B—C31B—C36B	156.1 (2)
P01A—C11A—C12A—C13A	177.8 (2)	C21B—P01B—C31B—C36B	−79.4 (3)
C11A—C12A—C13A—C14A	−0.2 (5)	C11B—P01B—C31B—C36B	33.5 (3)
C12A—C13A—C14A—C15A	0.7 (5)	O11B—P01B—C31B—C32B	−22.9 (3)
C13A—C14A—C15A—C16A	−0.2 (5)	C21B—P01B—C31B—C32B	101.6 (2)
C14A—C15A—C16A—C11A	−0.8 (5)	C11B—P01B—C31B—C32B	−145.5 (2)
C12A—C11A—C16A—C15A	1.3 (4)	C36B—C31B—C32B—C33B	−1.0 (4)
P01A—C11A—C16A—C15A	−177.2 (2)	P01B—C31B—C32B—C33B	178.0 (2)
O11A—P01A—C21A—C26A	−114.2 (3)	C31B—C32B—C33B—C34B	1.0 (5)
C31A—P01A—C21A—C26A	9.1 (3)	C32B—C33B—C34B—C35B	−0.1 (5)
C11A—P01A—C21A—C26A	122.3 (3)	C33B—C34B—C35B—C36B	−0.8 (6)
O11A—P01A—C21A—C22A	62.9 (3)	C32B—C31B—C36B—C35B	0.2 (5)
C31A—P01A—C21A—C22A	−173.9 (3)	P01B—C31B—C36B—C35B	−178.8 (3)
C11A—P01A—C21A—C22A	−60.6 (3)	C34B—C35B—C36B—C31B	0.8 (5)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1A—H1A1···O1B^i	0.82	1.97	2.789 (5)	172
O2A—H2A1···O1A^ii	0.82	1.95	2.734 (5)	159
O1B—H1B1···O2B^i	0.82	2.03	2.790 (8)	154
O2B—H2B1···O2A^ii	0.82	1.96	2.771 (7)	172
O1A′—H1A2···O2A′^ii	0.82	2.04	2.80 (2)	155
O2A′—H2A2···O2B′^ii	0.82	1.95	2.74 (3)	161
O1B′—H1B2···O1A′^i	0.82	2.14	2.79 (3)	136
O2B′—H2B2···O1B′^i	0.82	2.01	2.62 (5)	132

Symmetry codes: (i) −x+1, −y+1, −z; (ii) −x+1, −y, −z.

(toluene294Ktri) 1:1 rac-1,2-cyclohexanediol triphenylphosphine oxide

Crystal data

C6H12O2·C18H15OP	Z = 4
Mr = 394.43	F(000) = 840
Triclinic, P1	Dx = 1.231 Mg m^−3
a = 9.347 (2) Å	Mo Kα radiation, λ = 0.71073 Å
b = 11.000 (2) Å	Cell parameters from 7828 reflections
c = 21.563 (3) Å	θ = 1.0–27.5°
α = 100.25 (1)°	µ = 0.15 mm^−1
β = 102.51 (1)°	T = 294 K
γ = 90.10 (1)°	Lath, colorless
V = 2128.0 (7) Å^3	0.25 × 0.15 × 0.15 mm

Data collection

Nonius KappaCCD diffractometer	7396 independent reflections
Radiation source: fine-focus sealed tube	4371 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.049
Detector resolution: 10 pixels mm^-1	θmax = 25.0°, θmin = 1.9°
1.0° ω scans at fixed χ = 55°	h = −11→11
Absorption correction: multi-scan DENZO-SMN (Otwinowski & Minor, 1997)	k = −13→13
Tmin = 0.96, Tmax = 0.98	l = −25→25
14403 measured reflections

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)] = 0.049	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.119	H-atom parameters constrained
S = 1.01	w = 1/[σ^2(Fo^2) + (0.0518P)^2 + 0.0204P] where P = (Fo^2 + 2Fc^2)/3
7396 reflections	(Δ/σ)max = 0.001
564 parameters	Δρmax = 0.17 e Å^−3
148 restraints	Δρmin = −0.24 e Å^−3

Special details

Experimental. The crystal-to-detector distance was 46 mm. Each frame was measured for 65 s. The number of scan sets measured was 7; the total number of frames measured was 828.

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	Occ. (<1)
C1A	0.7749 (8)	0.0750 (6)	0.0371 (4)	0.0529 (19)	0.718 (8)
H1A	0.8256	0.0567	0.0014	0.063*	0.718 (8)
C2A	0.7462 (8)	−0.0434 (6)	0.0585 (4)	0.055 (2)	0.718 (8)
H2A	0.6902	−0.0263	0.0924	0.066*	0.718 (8)
C3A	0.8897 (10)	−0.0999 (7)	0.0851 (5)	0.073 (3)	0.718 (8)
H3A1	0.8691	−0.1742	0.1006	0.087*	0.718 (8)
H3A2	0.9421	−0.1230	0.0509	0.087*	0.718 (8)
C4A	0.9841 (10)	−0.0107 (7)	0.1394 (5)	0.079 (3)	0.718 (8)
H4A1	1.0768	−0.0474	0.1540	0.095*	0.718 (8)
H4A2	0.9359	0.0060	0.1755	0.095*	0.718 (8)
C5A	1.0125 (8)	0.1099 (7)	0.1181 (4)	0.081 (2)	0.718 (8)
H5A1	1.0689	0.1676	0.1546	0.098*	0.718 (8)
H5A2	1.0696	0.0946	0.0852	0.098*	0.718 (8)
C6A	0.8705 (10)	0.1657 (6)	0.0918 (6)	0.069 (2)	0.718 (8)
H6A1	0.8911	0.2398	0.0761	0.083*	0.718 (8)
H6A2	0.8183	0.1891	0.1261	0.083*	0.718 (8)
O1A	0.6379 (7)	0.1253 (8)	0.0143 (4)	0.068 (2)	0.718 (8)
H1A1	0.6505	0.1987	0.0133	0.102*	0.718 (8)
O2A	0.6630 (9)	−0.1308 (8)	0.0051 (6)	0.072 (3)	0.718 (8)
H2A1	0.5753	−0.1187	0.0016	0.108*	0.718 (8)
C1A'	0.7404 (16)	0.0806 (14)	0.0547 (7)	0.0529 (19)	0.282 (8)
H1A'	0.6782	0.0915	0.0863	0.063*	0.282 (8)
C2A'	0.7700 (18)	−0.0539 (13)	0.0381 (8)	0.055 (2)	0.282 (8)
H2A'	0.8245	−0.0656	0.0036	0.066*	0.282 (8)
C3A'	0.860 (2)	−0.0998 (15)	0.0964 (12)	0.073 (3)	0.282 (8)
H3A3	0.8031	−0.0954	0.1294	0.087*	0.282 (8)
H3A4	0.8821	−0.1856	0.0838	0.087*	0.282 (8)
C4A'	1.000 (2)	−0.0238 (17)	0.1237 (12)	0.079 (3)	0.282 (8)
H4A3	1.0613	−0.0339	0.0921	0.095*	0.282 (8)
H4A4	1.0538	−0.0523	0.1619	0.095*	0.282 (8)
C5A'	0.969 (2)	0.1121 (16)	0.1411 (8)	0.081 (2)	0.282 (8)
H5A3	0.9134	0.1228	0.1748	0.098*	0.282 (8)
H5A4	1.0602	0.1603	0.1576	0.098*	0.282 (8)
C6A'	0.882 (3)	0.1577 (15)	0.0831 (14)	0.069 (2)	0.282 (8)
H6A3	0.9408	0.1532	0.0507	0.083*	0.282 (8)
H6A4	0.8601	0.2435	0.0954	0.083*	0.282 (8)
O1A'	0.665 (2)	0.120 (2)	−0.0026 (10)	0.068 (2)	0.282 (8)
H1A2	0.5764	0.1159	−0.0047	0.102*	0.282 (8)
O2A'	0.634 (2)	−0.1256 (19)	0.0159 (16)	0.072 (3)	0.282 (8)
H2A2	0.6388	−0.1864	0.0333	0.108*	0.282 (8)
C1B	0.3077 (9)	0.5854 (5)	0.0536 (3)	0.0542 (18)	0.817 (10)
H1B	0.4016	0.5989	0.0852	0.065*	0.817 (10)
C2B	0.2680 (9)	0.4503 (5)	0.0395 (3)	0.0557 (18)	0.817 (10)
H2B	0.1761	0.4363	0.0066	0.067*	0.817 (10)
C3B	0.2428 (12)	0.4076 (6)	0.0989 (5)	0.080 (2)	0.817 (10)
H3B1	0.3334	0.4179	0.1317	0.096*	0.817 (10)
H3B2	0.2133	0.3205	0.0884	0.096*	0.817 (10)
C4B	0.1226 (13)	0.4825 (7)	0.1257 (5)	0.097 (3)	0.817 (10)
H4B1	0.0298	0.4669	0.0944	0.116*	0.817 (10)
H4B2	0.1107	0.4565	0.1651	0.116*	0.817 (10)
C5B	0.1645 (10)	0.6189 (6)	0.1395 (4)	0.086 (2)	0.817 (10)
H5B1	0.0846	0.6655	0.1526	0.104*	0.817 (10)
H5B2	0.2499	0.6356	0.1750	0.104*	0.817 (10)
C6B	0.1979 (14)	0.6605 (6)	0.0815 (5)	0.0701 (18)	0.817 (10)
H6B1	0.1079	0.6566	0.0487	0.084*	0.817 (10)
H6B2	0.2339	0.7461	0.0936	0.084*	0.817 (10)
O1B	0.3272 (7)	0.6273 (6)	−0.0047 (3)	0.0685 (17)	0.817 (10)
H1B1	0.4046	0.6027	−0.0133	0.103*	0.817 (10)
O2B	0.3789 (19)	0.3845 (7)	0.0133 (7)	0.0786 (19)	0.817 (10)
H2B1	0.3552	0.3106	0.0036	0.118*	0.817 (10)
C1B'	0.264 (3)	0.5754 (19)	0.0380 (10)	0.0542 (18)	0.183 (10)
H1B'	0.1823	0.5523	0.0006	0.065*	0.183 (10)
C2B'	0.320 (3)	0.460 (2)	0.0608 (13)	0.0557 (18)	0.183 (10)
H2B'	0.4074	0.4831	0.0956	0.067*	0.183 (10)
C3B'	0.208 (4)	0.400 (2)	0.0880 (18)	0.080 (2)	0.183 (10)
H3B3	0.2495	0.3296	0.1055	0.096*	0.183 (10)
H3B4	0.1229	0.3713	0.0538	0.096*	0.183 (10)
C4B'	0.161 (5)	0.493 (3)	0.1418 (15)	0.097 (3)	0.183 (10)
H4B3	0.0853	0.4547	0.1573	0.116*	0.183 (10)
H4B4	0.2441	0.5165	0.1778	0.116*	0.183 (10)
C5B'	0.103 (3)	0.607 (3)	0.1168 (15)	0.086 (2)	0.183 (10)
H5B3	0.0127	0.5854	0.0844	0.104*	0.183 (10)
H5B4	0.0809	0.6670	0.1519	0.104*	0.183 (10)
C6B'	0.212 (5)	0.6640 (19)	0.088 (2)	0.0701 (18)	0.183 (10)
H6B3	0.1678	0.7319	0.0684	0.084*	0.183 (10)
H6B4	0.2956	0.6977	0.1218	0.084*	0.183 (10)
O1B'	0.380 (3)	0.637 (2)	0.0175 (12)	0.0685 (17)	0.183 (10)
H1B2	0.3453	0.6898	−0.0028	0.103*	0.183 (10)
O2B'	0.363 (8)	0.379 (3)	0.009 (3)	0.0786 (19)	0.183 (10)
H2B2	0.4177	0.4173	−0.0062	0.118*	0.183 (10)
P01A	0.78702 (17)	0.16246 (13)	0.33594 (6)	0.0457 (4)
O11A	0.8439 (4)	0.2908 (3)	0.34055 (14)	0.0616 (11)
C11A	0.6323 (6)	0.1188 (5)	0.2684 (2)	0.0431 (14)
C12A	0.6190 (6)	0.1839 (5)	0.2186 (2)	0.0523 (15)
H12A	0.6861	0.2483	0.2216	0.063*
C13A	0.5067 (8)	0.1541 (6)	0.1641 (3)	0.0709 (18)
H13A	0.4982	0.1982	0.1305	0.085*
C14A	0.4100 (8)	0.0606 (6)	0.1602 (3)	0.075 (2)
H14A	0.3355	0.0397	0.1233	0.090*
C15A	0.4188 (6)	−0.0043 (5)	0.2093 (3)	0.0675 (17)
H15A	0.3500	−0.0678	0.2058	0.081*
C16A	0.5305 (6)	0.0246 (4)	0.2645 (2)	0.0510 (14)
H16A	0.5368	−0.0188	0.2982	0.061*
C21A	0.7250 (7)	0.1381 (5)	0.4059 (2)	0.0500 (15)
C22A	0.6091 (9)	0.2038 (5)	0.4230 (3)	0.084 (2)
H22A	0.5616	0.2570	0.3969	0.101*
C23A	0.5633 (9)	0.1911 (6)	0.4784 (3)	0.099 (3)
H23A	0.4829	0.2333	0.4886	0.119*
C24A	0.6355 (10)	0.1169 (6)	0.5181 (3)	0.079 (2)
H24A	0.6103	0.1140	0.5573	0.095*
C25A	0.7412 (10)	0.0494 (6)	0.5007 (3)	0.098 (3)
H25A	0.7837	−0.0071	0.5258	0.118*
C26A	0.7906 (7)	0.0610 (5)	0.4456 (3)	0.0712 (19)
H26A	0.8692	0.0156	0.4357	0.085*
C31A	0.9248 (6)	0.0512 (5)	0.3245 (2)	0.0450 (14)
C32A	1.0694 (7)	0.0933 (5)	0.3423 (2)	0.0581 (15)
H32A	1.0927	0.1758	0.3610	0.070*
C33A	1.1808 (7)	0.0132 (6)	0.3326 (3)	0.0715 (19)
H33A	1.2782	0.0422	0.3444	0.086*
C34A	1.1460 (9)	−0.1091 (7)	0.3053 (3)	0.077 (2)
H34A	1.2201	−0.1628	0.2986	0.093*
C35A	1.0042 (8)	−0.1517 (5)	0.2883 (3)	0.0717 (18)
H35A	0.9819	−0.2347	0.2704	0.086*
C36A	0.8916 (7)	−0.0721 (6)	0.2973 (2)	0.0625 (16)
H36A	0.7945	−0.1018	0.2851	0.075*
P01B	0.54877 (17)	0.66173 (13)	0.33446 (6)	0.0468 (4)
O11B	0.4976 (4)	0.7895 (3)	0.33984 (14)	0.0555 (10)
C11B	0.6368 (6)	0.6214 (4)	0.2679 (2)	0.0448 (14)
C12B	0.6020 (7)	0.6880 (5)	0.2171 (2)	0.0565 (16)
H12B	0.5374	0.7520	0.2193	0.068*
C13B	0.6636 (8)	0.6584 (6)	0.1637 (2)	0.0713 (19)
H13B	0.6409	0.7031	0.1303	0.086*
C14B	0.7585 (7)	0.5628 (6)	0.1600 (3)	0.075 (2)
H14B	0.7982	0.5423	0.1237	0.090*
C15B	0.7948 (7)	0.4979 (5)	0.2097 (3)	0.0692 (17)
H15B	0.8593	0.4339	0.2070	0.083*
C16B	0.7352 (6)	0.5274 (5)	0.2639 (2)	0.0557 (15)
H16B	0.7614	0.4840	0.2977	0.067*
C21B	0.6792 (7)	0.6360 (5)	0.4051 (2)	0.0493 (15)
C22B	0.8111 (9)	0.7025 (5)	0.4223 (3)	0.089 (2)
H22B	0.8329	0.7548	0.3959	0.107*
C23B	0.9122 (9)	0.6928 (6)	0.4786 (3)	0.101 (3)
H23B	0.9992	0.7407	0.4902	0.122*
C24B	0.8857 (10)	0.6148 (7)	0.5165 (3)	0.092 (2)
H24B	0.9554	0.6064	0.5533	0.110*
C25B	0.7544 (8)	0.5474 (6)	0.5005 (3)	0.087 (2)
H25B	0.7337	0.4955	0.5273	0.104*
C26B	0.6532 (7)	0.5570 (5)	0.4444 (3)	0.075 (2)
H26B	0.5662	0.5092	0.4332	0.090*
C31B	0.3992 (6)	0.5501 (5)	0.3216 (2)	0.0479 (14)
C32B	0.2709 (7)	0.5885 (5)	0.3405 (2)	0.0576 (16)
H32B	0.2651	0.6700	0.3605	0.069*
C33B	0.1523 (7)	0.5071 (6)	0.3299 (3)	0.071 (2)
H33B	0.0670	0.5343	0.3425	0.085*
C34B	0.1585 (7)	0.3875 (6)	0.3013 (3)	0.0691 (19)
H34B	0.0773	0.3334	0.2932	0.083*
C35B	0.2859 (8)	0.3474 (6)	0.2844 (3)	0.0768 (19)
H35B	0.2927	0.2647	0.2666	0.092*
C36B	0.4032 (7)	0.4284 (5)	0.2934 (2)	0.0639 (17)
H36B	0.4875	0.4002	0.2802	0.077*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1A	0.043 (3)	0.051 (2)	0.066 (4)	0.003 (2)	0.014 (3)	0.012 (2)
C2A	0.047 (3)	0.050 (3)	0.069 (5)	0.002 (2)	0.009 (3)	0.017 (2)
C3A	0.048 (4)	0.076 (3)	0.097 (5)	0.008 (3)	0.006 (3)	0.038 (3)
C4A	0.058 (4)	0.112 (4)	0.067 (5)	0.001 (3)	0.001 (3)	0.032 (3)
C5A	0.055 (4)	0.099 (4)	0.083 (5)	−0.014 (3)	−0.001 (3)	0.015 (3)
C6A	0.057 (3)	0.059 (3)	0.081 (4)	−0.004 (2)	0.011 (3)	−0.007 (3)
O1A	0.049 (3)	0.055 (2)	0.098 (5)	0.011 (2)	0.006 (3)	0.024 (3)
O2A	0.050 (4)	0.055 (2)	0.103 (5)	−0.002 (2)	0.002 (3)	0.010 (2)
C1A'	0.043 (3)	0.051 (2)	0.066 (4)	0.003 (2)	0.014 (3)	0.012 (2)
C2A'	0.047 (3)	0.050 (3)	0.069 (5)	0.002 (2)	0.009 (3)	0.017 (2)
C3A'	0.048 (4)	0.076 (3)	0.097 (5)	0.008 (3)	0.006 (3)	0.038 (3)
C4A'	0.058 (4)	0.112 (4)	0.067 (5)	0.001 (3)	0.001 (3)	0.032 (3)
C5A'	0.055 (4)	0.099 (4)	0.083 (5)	−0.014 (3)	−0.001 (3)	0.015 (3)
C6A'	0.057 (3)	0.059 (3)	0.081 (4)	−0.004 (2)	0.011 (3)	−0.007 (3)
O1A'	0.049 (3)	0.055 (2)	0.098 (5)	0.011 (2)	0.006 (3)	0.024 (3)
O2A'	0.050 (4)	0.055 (2)	0.103 (5)	−0.002 (2)	0.002 (3)	0.010 (2)
C1B	0.056 (4)	0.050 (2)	0.056 (4)	0.001 (2)	0.016 (3)	0.004 (2)
C2B	0.060 (4)	0.050 (2)	0.061 (4)	0.005 (2)	0.022 (3)	0.010 (2)
C3B	0.087 (6)	0.079 (3)	0.098 (5)	0.028 (3)	0.045 (4)	0.047 (3)
C4B	0.118 (8)	0.103 (4)	0.101 (6)	0.027 (4)	0.072 (6)	0.042 (4)
C5B	0.097 (6)	0.096 (4)	0.072 (5)	0.020 (3)	0.044 (4)	0.002 (3)
C6B	0.075 (4)	0.055 (3)	0.085 (4)	0.007 (3)	0.035 (3)	0.002 (3)
O1B	0.081 (4)	0.055 (3)	0.080 (3)	0.002 (2)	0.036 (3)	0.017 (2)
O2B	0.089 (5)	0.048 (2)	0.114 (3)	0.016 (2)	0.057 (4)	0.012 (2)
C1B'	0.056 (4)	0.050 (2)	0.056 (4)	0.001 (2)	0.016 (3)	0.004 (2)
C2B'	0.060 (4)	0.050 (2)	0.061 (4)	0.005 (2)	0.022 (3)	0.010 (2)
C3B'	0.087 (6)	0.079 (3)	0.098 (5)	0.028 (3)	0.045 (4)	0.047 (3)
C4B'	0.118 (8)	0.103 (4)	0.101 (6)	0.027 (4)	0.072 (6)	0.042 (4)
C5B'	0.097 (6)	0.096 (4)	0.072 (5)	0.020 (3)	0.044 (4)	0.002 (3)
C6B'	0.075 (4)	0.055 (3)	0.085 (4)	0.007 (3)	0.035 (3)	0.002 (3)
O1B'	0.081 (4)	0.055 (3)	0.080 (3)	0.002 (2)	0.036 (3)	0.017 (2)
O2B'	0.089 (5)	0.048 (2)	0.114 (3)	0.016 (2)	0.057 (4)	0.012 (2)
P01A	0.0427 (9)	0.0457 (10)	0.0493 (8)	0.0005 (9)	0.0103 (9)	0.0097 (7)
O11A	0.066 (3)	0.047 (2)	0.071 (2)	−0.011 (2)	0.011 (2)	0.0138 (18)
C11A	0.043 (4)	0.049 (4)	0.040 (3)	0.007 (3)	0.015 (3)	0.009 (3)
C12A	0.036 (3)	0.063 (4)	0.060 (3)	0.012 (3)	0.016 (3)	0.009 (3)
C13A	0.075 (5)	0.086 (5)	0.060 (4)	0.020 (4)	0.018 (4)	0.029 (3)
C14A	0.061 (5)	0.101 (6)	0.050 (4)	0.018 (4)	−0.002 (4)	0.000 (4)
C15A	0.041 (4)	0.070 (4)	0.083 (4)	−0.009 (3)	0.008 (4)	−0.001 (4)
C16A	0.038 (4)	0.050 (4)	0.064 (4)	0.007 (3)	0.005 (3)	0.017 (3)
C21A	0.052 (4)	0.051 (4)	0.042 (3)	−0.003 (3)	0.006 (3)	0.003 (3)
C22A	0.117 (6)	0.073 (5)	0.083 (5)	0.031 (5)	0.060 (5)	0.021 (4)
C23A	0.111 (7)	0.102 (6)	0.094 (5)	0.022 (5)	0.064 (5)	−0.007 (5)
C24A	0.101 (6)	0.085 (6)	0.051 (4)	−0.006 (5)	0.026 (4)	0.001 (3)
C25A	0.136 (8)	0.095 (6)	0.075 (5)	0.011 (5)	0.037 (5)	0.032 (4)
C26A	0.073 (5)	0.090 (5)	0.062 (4)	0.007 (4)	0.031 (4)	0.022 (3)
C31A	0.044 (4)	0.053 (4)	0.040 (3)	0.006 (3)	0.013 (3)	0.009 (3)
C32A	0.043 (4)	0.072 (4)	0.065 (4)	0.006 (4)	0.016 (3)	0.020 (3)
C33A	0.051 (4)	0.092 (6)	0.078 (4)	0.004 (4)	0.021 (4)	0.027 (4)
C34A	0.082 (6)	0.090 (6)	0.072 (4)	0.046 (5)	0.027 (4)	0.035 (4)
C35A	0.066 (5)	0.061 (4)	0.089 (4)	0.025 (4)	0.020 (4)	0.014 (3)
C36A	0.053 (4)	0.067 (5)	0.069 (4)	0.008 (4)	0.018 (3)	0.009 (3)
P01B	0.0483 (10)	0.0445 (10)	0.0485 (9)	0.0023 (9)	0.0125 (9)	0.0089 (7)
O11B	0.057 (3)	0.041 (2)	0.073 (2)	0.006 (2)	0.022 (2)	0.0116 (17)
C11B	0.037 (4)	0.044 (4)	0.051 (3)	−0.006 (3)	0.010 (3)	0.006 (3)
C12B	0.065 (4)	0.060 (4)	0.044 (3)	−0.001 (3)	0.003 (3)	0.020 (3)
C13B	0.062 (5)	0.111 (6)	0.040 (3)	−0.018 (4)	0.007 (3)	0.015 (3)
C14B	0.050 (4)	0.116 (6)	0.062 (4)	−0.012 (4)	0.027 (4)	0.002 (4)
C15B	0.066 (4)	0.078 (5)	0.067 (4)	0.000 (4)	0.032 (4)	0.000 (4)
C16B	0.048 (4)	0.062 (4)	0.054 (3)	0.003 (4)	0.009 (3)	0.007 (3)
C21B	0.051 (4)	0.045 (4)	0.048 (3)	0.003 (3)	0.008 (3)	0.002 (3)
C22B	0.095 (6)	0.095 (6)	0.070 (4)	−0.035 (5)	−0.001 (5)	0.022 (4)
C23B	0.093 (6)	0.102 (6)	0.086 (5)	−0.027 (5)	−0.028 (5)	0.016 (5)
C24B	0.093 (6)	0.101 (6)	0.061 (4)	0.027 (5)	−0.018 (5)	0.005 (4)
C25B	0.069 (5)	0.128 (7)	0.068 (4)	0.007 (5)	0.004 (4)	0.044 (4)
C26B	0.070 (5)	0.091 (5)	0.066 (4)	−0.006 (4)	0.004 (4)	0.035 (4)
C31B	0.047 (4)	0.052 (4)	0.050 (3)	0.006 (3)	0.013 (3)	0.019 (3)
C32B	0.059 (4)	0.059 (4)	0.059 (4)	0.009 (4)	0.017 (4)	0.017 (3)
C33B	0.043 (4)	0.106 (6)	0.078 (4)	0.002 (4)	0.023 (4)	0.041 (4)
C34B	0.043 (4)	0.084 (6)	0.082 (4)	−0.012 (4)	0.002 (4)	0.034 (4)
C35B	0.077 (6)	0.064 (5)	0.087 (4)	−0.004 (4)	0.016 (4)	0.011 (3)
C36B	0.058 (4)	0.049 (4)	0.088 (4)	−0.008 (3)	0.030 (4)	0.004 (3)

Geometric parameters (Å, º)

C1A—O1A	1.419 (7)	C6B'—H6B4	0.9700
C1A—C2A	1.499 (6)	O1B'—H1B2	0.8200
C1A—C6A	1.518 (9)	O2B'—H2B2	0.8200
C1A—H1A	0.9800	P01A—O11A	1.486 (3)
C2A—O2A	1.438 (9)	P01A—C21A	1.791 (5)
C2A—C3A	1.520 (7)	P01A—C31A	1.804 (6)
C2A—H2A	0.9800	P01A—C11A	1.810 (5)
C3A—C4A	1.501 (9)	C11A—C12A	1.377 (5)
C3A—H3A1	0.9700	C11A—C16A	1.385 (7)
C3A—H3A2	0.9700	C12A—C13A	1.385 (7)
C4A—C5A	1.520 (7)	C12A—H12A	0.9300
C4A—H4A1	0.9700	C13A—C14A	1.348 (8)
C4A—H4A2	0.9700	C13A—H13A	0.9300
C5A—C6A	1.503 (7)	C14A—C15A	1.367 (7)
C5A—H5A1	0.9700	C14A—H14A	0.9300
C5A—H5A2	0.9700	C15A—C16A	1.390 (6)
C6A—H6A1	0.9700	C15A—H15A	0.9300
C6A—H6A2	0.9700	C16A—H16A	0.9300
O1A—H1A1	0.8200	C21A—C26A	1.364 (6)
O2A—H2A1	0.8200	C21A—C22A	1.382 (8)
C1A'—O1A'	1.421 (9)	C22A—C23A	1.383 (7)
C1A'—C2A'	1.500 (8)	C22A—H22A	0.9300
C1A'—C6A'	1.521 (10)	C23A—C24A	1.362 (8)
C1A'—H1A'	0.9800	C23A—H23A	0.9300
C2A'—O2A'	1.438 (10)	C24A—C25A	1.315 (10)
C2A'—C3A'	1.520 (8)	C24A—H24A	0.9300
C2A'—H2A'	0.9800	C25A—C26A	1.391 (7)
C3A'—C4A'	1.502 (11)	C25A—H25A	0.9300
C3A'—H3A3	0.9700	C26A—H26A	0.9300
C3A'—H3A4	0.9700	C31A—C32A	1.378 (8)
C4A'—C5A'	1.521 (8)	C31A—C36A	1.384 (7)
C4A'—H4A3	0.9700	C32A—C33A	1.391 (8)
C4A'—H4A4	0.9700	C32A—H32A	0.9300
C5A'—C6A'	1.502 (8)	C33A—C34A	1.377 (8)
C5A'—H5A3	0.9700	C33A—H33A	0.9300
C5A'—H5A4	0.9700	C34A—C35A	1.354 (9)
C6A'—H6A3	0.9700	C34A—H34A	0.9300
C6A'—H6A4	0.9700	C35A—C36A	1.394 (8)
O1A'—H1A2	0.8200	C35A—H35A	0.9300
O2A'—H2A2	0.8200	C36A—H36A	0.9300
C1B—O1B	1.459 (7)	P01B—O11B	1.479 (3)
C1B—C6B	1.480 (8)	P01B—C11B	1.795 (5)
C1B—C2B	1.492 (6)	P01B—C21B	1.798 (5)
C1B—H1B	0.9800	P01B—C31B	1.801 (6)
C2B—O2B	1.424 (10)	C11B—C16B	1.389 (7)
C2B—C3B	1.505 (7)	C11B—C12B	1.404 (5)
C2B—H2B	0.9800	C12B—C13B	1.384 (7)
C3B—C4B	1.546 (9)	C12B—H12B	0.9300
C3B—H3B1	0.9700	C13B—C14B	1.380 (8)
C3B—H3B2	0.9700	C13B—H13B	0.9300
C4B—C5B	1.511 (7)	C14B—C15B	1.374 (7)
C4B—H4B1	0.9700	C14B—H14B	0.9300
C4B—H4B2	0.9700	C15B—C16B	1.389 (6)
C5B—C6B	1.499 (6)	C15B—H15B	0.9300
C5B—H5B1	0.9700	C16B—H16B	0.9300
C5B—H5B2	0.9700	C21B—C26B	1.373 (6)
C6B—H6B1	0.9700	C21B—C22B	1.377 (9)
C6B—H6B2	0.9700	C22B—C23B	1.388 (8)
O1B—H1B1	0.8200	C22B—H22B	0.9300
O2B—H2B1	0.8200	C23B—C24B	1.341 (8)
C1B'—O1B'	1.462 (9)	C23B—H23B	0.9300
C1B'—C6B'	1.481 (10)	C24B—C25B	1.377 (10)
C1B'—C2B'	1.495 (7)	C24B—H24B	0.9300
C1B'—H1B'	0.9800	C25B—C26B	1.385 (7)
C2B'—O2B'	1.424 (12)	C25B—H25B	0.9300
C2B'—C3B'	1.506 (8)	C26B—H26B	0.9300
C2B'—H2B'	0.9800	C31B—C36B	1.372 (7)
C3B'—C4B'	1.545 (11)	C31B—C32B	1.392 (8)
C3B'—H3B3	0.9700	C32B—C33B	1.378 (8)
C3B'—H3B4	0.9700	C32B—H32B	0.9300
C4B'—C5B'	1.507 (8)	C33B—C34B	1.357 (7)
C4B'—H4B3	0.9700	C33B—H33B	0.9300
C4B'—H4B4	0.9700	C34B—C35B	1.370 (9)
C5B'—C6B'	1.495 (8)	C34B—H34B	0.9300
C5B'—H5B3	0.9700	C35B—C36B	1.370 (8)
C5B'—H5B4	0.9700	C35B—H35B	0.9300
C6B'—H6B3	0.9700	C36B—H36B	0.9300
O1A—C1A—C2A	108.3 (6)	C6B'—C5B'—C4B'	111.1 (9)
O1A—C1A—C6A	111.2 (7)	C6B'—C5B'—H5B3	109.4
C2A—C1A—C6A	111.2 (6)	C4B'—C5B'—H5B3	109.4
O1A—C1A—H1A	108.7	C6B'—C5B'—H5B4	109.4
C2A—C1A—H1A	108.7	C4B'—C5B'—H5B4	109.4
C6A—C1A—H1A	108.7	H5B3—C5B'—H5B4	108.0
O2A—C2A—C1A	110.4 (7)	C1B'—C6B'—C5B'	113.3 (11)
O2A—C2A—C3A	108.8 (7)	C1B'—C6B'—H6B3	108.9
C1A—C2A—C3A	110.5 (6)	C5B'—C6B'—H6B3	108.9
O2A—C2A—H2A	109.0	C1B'—C6B'—H6B4	108.9
C1A—C2A—H2A	109.0	C5B'—C6B'—H6B4	108.9
C3A—C2A—H2A	109.0	H6B3—C6B'—H6B4	107.7
C4A—C3A—C2A	111.2 (7)	C1B'—O1B'—H1B2	109.5
C4A—C3A—H3A1	109.4	C2B'—O2B'—H2B2	109.5
C2A—C3A—H3A1	109.4	O11A—P01A—C21A	113.7 (2)
C4A—C3A—H3A2	109.4	O11A—P01A—C31A	111.6 (3)
C2A—C3A—H3A2	109.4	C21A—P01A—C31A	106.7 (2)
H3A1—C3A—H3A2	108.0	O11A—P01A—C11A	112.1 (2)
C3A—C4A—C5A	111.1 (7)	C21A—P01A—C11A	105.8 (2)
C3A—C4A—H4A1	109.4	C31A—P01A—C11A	106.5 (2)
C5A—C4A—H4A1	109.4	C12A—C11A—C16A	119.6 (5)
C3A—C4A—H4A2	109.4	C12A—C11A—P01A	116.7 (4)
C5A—C4A—H4A2	109.4	C16A—C11A—P01A	123.7 (4)
H4A1—C4A—H4A2	108.0	C11A—C12A—C13A	120.6 (5)
C6A—C5A—C4A	110.8 (6)	C11A—C12A—H12A	119.7
C6A—C5A—H5A1	109.5	C13A—C12A—H12A	119.7
C4A—C5A—H5A1	109.5	C14A—C13A—C12A	119.3 (6)
C6A—C5A—H5A2	109.5	C14A—C13A—H13A	120.4
C4A—C5A—H5A2	109.5	C12A—C13A—H13A	120.4
H5A1—C5A—H5A2	108.1	C13A—C14A—C15A	121.5 (6)
C5A—C6A—C1A	111.1 (7)	C13A—C14A—H14A	119.3
C5A—C6A—H6A1	109.4	C15A—C14A—H14A	119.3
C1A—C6A—H6A1	109.4	C14A—C15A—C16A	120.0 (5)
C5A—C6A—H6A2	109.4	C14A—C15A—H15A	120.0
C1A—C6A—H6A2	109.4	C16A—C15A—H15A	120.0
H6A1—C6A—H6A2	108.0	C11A—C16A—C15A	119.0 (5)
O1A'—C1A'—C2A'	108.4 (9)	C11A—C16A—H16A	120.5
O1A'—C1A'—C6A'	110.0 (9)	C15A—C16A—H16A	120.5
C2A'—C1A'—C6A'	111.1 (10)	C26A—C21A—C22A	117.4 (5)
O1A'—C1A'—H1A'	109.1	C26A—C21A—P01A	123.2 (5)
C2A'—C1A'—H1A'	109.1	C22A—C21A—P01A	119.3 (5)
C6A'—C1A'—H1A'	109.1	C21A—C22A—C23A	120.6 (6)
O2A'—C2A'—C1A'	110.0 (10)	C21A—C22A—H22A	119.7
O2A'—C2A'—C3A'	108.8 (10)	C23A—C22A—H22A	119.7
C1A'—C2A'—C3A'	111.1 (9)	C24A—C23A—C22A	120.2 (7)
O2A'—C2A'—H2A'	109.0	C24A—C23A—H23A	119.9
C1A'—C2A'—H2A'	109.0	C22A—C23A—H23A	119.9
C3A'—C2A'—H2A'	109.0	C25A—C24A—C23A	119.6 (7)
C4A'—C3A'—C2A'	111.1 (10)	C25A—C24A—H24A	120.2
C4A'—C3A'—H3A3	109.4	C23A—C24A—H24A	120.2
C2A'—C3A'—H3A3	109.4	C24A—C25A—C26A	121.3 (7)
C4A'—C3A'—H3A4	109.4	C24A—C25A—H25A	119.3
C2A'—C3A'—H3A4	109.4	C26A—C25A—H25A	119.3
H3A3—C3A'—H3A4	108.0	C21A—C26A—C25A	120.6 (6)
C3A'—C4A'—C5A'	110.3 (10)	C21A—C26A—H26A	119.7
C3A'—C4A'—H4A3	109.6	C25A—C26A—H26A	119.7
C5A'—C4A'—H4A3	109.6	C32A—C31A—C36A	119.2 (5)
C3A'—C4A'—H4A4	109.6	C32A—C31A—P01A	117.5 (5)
C5A'—C4A'—H4A4	109.6	C36A—C31A—P01A	123.2 (5)
H4A3—C4A'—H4A4	108.1	C31A—C32A—C33A	120.5 (6)
C6A'—C5A'—C4A'	110.7 (9)	C31A—C32A—H32A	119.8
C6A'—C5A'—H5A3	109.5	C33A—C32A—H32A	119.8
C4A'—C5A'—H5A3	109.5	C34A—C33A—C32A	119.6 (6)
C6A'—C5A'—H5A4	109.5	C34A—C33A—H33A	120.2
C4A'—C5A'—H5A4	109.5	C32A—C33A—H33A	120.2
H5A3—C5A'—H5A4	108.1	C35A—C34A—C33A	120.3 (7)
C5A'—C6A'—C1A'	110.7 (10)	C35A—C34A—H34A	119.8
C5A'—C6A'—H6A3	109.5	C33A—C34A—H34A	119.8
C1A'—C6A'—H6A3	109.5	C34A—C35A—C36A	120.6 (6)
C5A'—C6A'—H6A4	109.5	C34A—C35A—H35A	119.7
C1A'—C6A'—H6A4	109.5	C36A—C35A—H35A	119.7
H6A3—C6A'—H6A4	108.1	C31A—C36A—C35A	119.8 (6)
C1A'—O1A'—H1A2	109.5	C31A—C36A—H36A	120.1
C2A'—O2A'—H2A2	109.5	C35A—C36A—H36A	120.1
O1B—C1B—C6B	109.7 (6)	O11B—P01B—C11B	111.8 (2)
O1B—C1B—C2B	110.5 (6)	O11B—P01B—C21B	113.4 (2)
C6B—C1B—C2B	112.6 (6)	C11B—P01B—C21B	106.2 (3)
O1B—C1B—H1B	108.0	O11B—P01B—C31B	111.7 (2)
C6B—C1B—H1B	108.0	C11B—P01B—C31B	106.7 (2)
C2B—C1B—H1B	108.0	C21B—P01B—C31B	106.6 (2)
O2B—C2B—C1B	109.2 (7)	C16B—C11B—C12B	118.9 (5)
O2B—C2B—C3B	112.7 (8)	C16B—C11B—P01B	123.3 (4)
C1B—C2B—C3B	110.7 (6)	C12B—C11B—P01B	117.7 (4)
O2B—C2B—H2B	108.0	C13B—C12B—C11B	120.1 (6)
C1B—C2B—H2B	108.0	C13B—C12B—H12B	119.9
C3B—C2B—H2B	108.0	C11B—C12B—H12B	119.9
C2B—C3B—C4B	110.6 (7)	C14B—C13B—C12B	120.1 (6)
C2B—C3B—H3B1	109.5	C14B—C13B—H13B	119.9
C4B—C3B—H3B1	109.5	C12B—C13B—H13B	119.9
C2B—C3B—H3B2	109.5	C15B—C14B—C13B	120.3 (6)
C4B—C3B—H3B2	109.5	C15B—C14B—H14B	119.8
H3B1—C3B—H3B2	108.1	C13B—C14B—H14B	119.8
C5B—C4B—C3B	109.9 (7)	C14B—C15B—C16B	120.2 (6)
C5B—C4B—H4B1	109.7	C14B—C15B—H15B	119.9
C3B—C4B—H4B1	109.7	C16B—C15B—H15B	119.9
C5B—C4B—H4B2	109.7	C11B—C16B—C15B	120.2 (5)
C3B—C4B—H4B2	109.7	C11B—C16B—H16B	119.9
H4B1—C4B—H4B2	108.2	C15B—C16B—H16B	119.9
C6B—C5B—C4B	111.5 (6)	C26B—C21B—C22B	117.6 (6)
C6B—C5B—H5B1	109.3	C26B—C21B—P01B	123.9 (5)
C4B—C5B—H5B1	109.3	C22B—C21B—P01B	118.4 (5)
C6B—C5B—H5B2	109.3	C21B—C22B—C23B	121.1 (6)
C4B—C5B—H5B2	109.3	C21B—C22B—H22B	119.4
H5B1—C5B—H5B2	108.0	C23B—C22B—H22B	119.4
C1B—C6B—C5B	113.3 (6)	C24B—C23B—C22B	120.6 (7)
C1B—C6B—H6B1	108.9	C24B—C23B—H23B	119.7
C5B—C6B—H6B1	108.9	C22B—C23B—H23B	119.7
C1B—C6B—H6B2	108.9	C23B—C24B—C25B	119.5 (7)
C5B—C6B—H6B2	108.9	C23B—C24B—H24B	120.3
H6B1—C6B—H6B2	107.7	C25B—C24B—H24B	120.3
O1B'—C1B'—C6B'	108.9 (10)	C24B—C25B—C26B	120.0 (6)
O1B'—C1B'—C2B'	109.4 (10)	C24B—C25B—H25B	120.0
C6B'—C1B'—C2B'	113.3 (10)	C26B—C25B—H25B	120.0
O1B'—C1B'—H1B'	108.4	C21B—C26B—C25B	121.1 (6)
C6B'—C1B'—H1B'	108.4	C21B—C26B—H26B	119.4
C2B'—C1B'—H1B'	108.4	C25B—C26B—H26B	119.4
O2B'—C2B'—C1B'	109.1 (12)	C36B—C31B—C32B	117.4 (6)
O2B'—C2B'—C3B'	112.7 (13)	C36B—C31B—P01B	123.9 (5)
C1B'—C2B'—C3B'	111.2 (9)	C32B—C31B—P01B	118.7 (5)
O2B'—C2B'—H2B'	107.9	C33B—C32B—C31B	120.6 (5)
C1B'—C2B'—H2B'	107.9	C33B—C32B—H32B	119.7
C3B'—C2B'—H2B'	107.9	C31B—C32B—H32B	119.7
C2B'—C3B'—C4B'	110.6 (11)	C34B—C33B—C32B	120.7 (6)
C2B'—C3B'—H3B3	109.5	C34B—C33B—H33B	119.6
C4B'—C3B'—H3B3	109.5	C32B—C33B—H33B	119.6
C2B'—C3B'—H3B4	109.5	C33B—C34B—C35B	119.2 (6)
C4B'—C3B'—H3B4	109.5	C33B—C34B—H34B	120.4
H3B3—C3B'—H3B4	108.1	C35B—C34B—H34B	120.4
C5B'—C4B'—C3B'	110.6 (11)	C36B—C35B—C34B	120.4 (6)
C5B'—C4B'—H4B3	109.5	C36B—C35B—H35B	119.8
C3B'—C4B'—H4B3	109.5	C34B—C35B—H35B	119.8
C5B'—C4B'—H4B4	109.5	C35B—C36B—C31B	121.5 (6)
C3B'—C4B'—H4B4	109.5	C35B—C36B—H36B	119.2
H4B3—C4B'—H4B4	108.1	C31B—C36B—H36B	119.2
O1A—C1A—C2A—O2A	61.1 (12)	C26A—C21A—C22A—C23A	0.2 (9)
C6A—C1A—C2A—O2A	−176.5 (7)	P01A—C21A—C22A—C23A	−177.0 (5)
O1A—C1A—C2A—C3A	−178.5 (7)	C21A—C22A—C23A—C24A	2.4 (11)
C6A—C1A—C2A—C3A	−56.1 (13)	C22A—C23A—C24A—C25A	−5.7 (11)
O2A—C2A—C3A—C4A	177.7 (8)	C23A—C24A—C25A—C26A	6.3 (11)
C1A—C2A—C3A—C4A	56.4 (14)	C22A—C21A—C26A—C25A	0.3 (9)
C2A—C3A—C4A—C5A	−56.1 (15)	P01A—C21A—C26A—C25A	177.4 (5)
C3A—C4A—C5A—C6A	55.9 (15)	C24A—C25A—C26A—C21A	−3.7 (10)
C4A—C5A—C6A—C1A	−55.7 (15)	O11A—P01A—C31A—C32A	21.0 (5)
O1A—C1A—C6A—C5A	177.2 (7)	C21A—P01A—C31A—C32A	−103.8 (4)
C2A—C1A—C6A—C5A	56.5 (15)	C11A—P01A—C31A—C32A	143.6 (4)
O1A'—C1A'—C2A'—O2A'	−63.3 (18)	O11A—P01A—C31A—C36A	−157.2 (4)
C6A'—C1A'—C2A'—O2A'	175.7 (19)	C21A—P01A—C31A—C36A	78.1 (5)
O1A'—C1A'—C2A'—C3A'	176.1 (15)	C11A—P01A—C31A—C36A	−34.5 (5)
C6A'—C1A'—C2A'—C3A'	55 (2)	C36A—C31A—C32A—C33A	0.6 (8)
O2A'—C2A'—C3A'—C4A'	−177 (2)	P01A—C31A—C32A—C33A	−177.6 (4)
C1A'—C2A'—C3A'—C4A'	−56 (2)	C31A—C32A—C33A—C34A	−0.5 (8)
C2A'—C3A'—C4A'—C5A'	57 (2)	C32A—C33A—C34A—C35A	−0.3 (9)
C3A'—C4A'—C5A'—C6A'	−58 (2)	C33A—C34A—C35A—C36A	0.8 (9)
C4A'—C5A'—C6A'—C1A'	57 (2)	C32A—C31A—C36A—C35A	−0.1 (8)
O1A'—C1A'—C6A'—C5A'	−176.2 (17)	P01A—C31A—C36A—C35A	178.1 (4)
C2A'—C1A'—C6A'—C5A'	−56 (2)	C34A—C35A—C36A—C31A	−0.6 (9)
O1B—C1B—C2B—O2B	57.3 (15)	O11B—P01B—C11B—C16B	158.0 (4)
C6B—C1B—C2B—O2B	−179.6 (9)	C21B—P01B—C11B—C16B	33.8 (5)
O1B—C1B—C2B—C3B	−178.1 (5)	C31B—P01B—C11B—C16B	−79.6 (5)
C6B—C1B—C2B—C3B	−55.0 (14)	O11B—P01B—C11B—C12B	−22.9 (5)
O2B—C2B—C3B—C4B	179.6 (8)	C21B—P01B—C11B—C12B	−147.1 (4)
C1B—C2B—C3B—C4B	56.9 (14)	C31B—P01B—C11B—C12B	99.5 (4)
C2B—C3B—C4B—C5B	−56.7 (15)	C16B—C11B—C12B—C13B	0.9 (8)
C3B—C4B—C5B—C6B	53.9 (16)	P01B—C11B—C12B—C13B	−178.2 (4)
O1B—C1B—C6B—C5B	176.6 (7)	C11B—C12B—C13B—C14B	0.5 (8)
C2B—C1B—C6B—C5B	53.1 (16)	C12B—C13B—C14B—C15B	−1.2 (9)
C4B—C5B—C6B—C1B	−52.8 (16)	C13B—C14B—C15B—C16B	0.4 (9)
O1B'—C1B'—C2B'—O2B'	−60 (3)	C12B—C11B—C16B—C15B	−1.7 (8)
C6B'—C1B'—C2B'—O2B'	178 (3)	P01B—C11B—C16B—C15B	177.4 (4)
O1B'—C1B'—C2B'—C3B'	174.9 (18)	C14B—C15B—C16B—C11B	1.0 (9)
C6B'—C1B'—C2B'—C3B'	53 (2)	O11B—P01B—C21B—C26B	115.2 (5)
O2B'—C2B'—C3B'—C4B'	−178 (3)	C11B—P01B—C21B—C26B	−121.6 (5)
C1B'—C2B'—C3B'—C4B'	−55 (2)	C31B—P01B—C21B—C26B	−8.2 (6)
C2B'—C3B'—C4B'—C5B'	56 (3)	O11B—P01B—C21B—C22B	−62.3 (5)
C3B'—C4B'—C5B'—C6B'	−55 (2)	C11B—P01B—C21B—C22B	60.8 (5)
O1B'—C1B'—C6B'—C5B'	−174 (2)	C31B—P01B—C21B—C22B	174.3 (5)
C2B'—C1B'—C6B'—C5B'	−52 (3)	C26B—C21B—C22B—C23B	−2.0 (9)
C4B'—C5B'—C6B'—C1B'	53 (3)	P01B—C21B—C22B—C23B	175.7 (5)
O11A—P01A—C11A—C12A	22.4 (5)	C21B—C22B—C23B—C24B	2.3 (11)
C21A—P01A—C11A—C12A	146.9 (4)	C22B—C23B—C24B—C25B	−2.5 (11)
C31A—P01A—C11A—C12A	−99.9 (4)	C23B—C24B—C25B—C26B	2.4 (11)
O11A—P01A—C11A—C16A	−158.3 (4)	C22B—C21B—C26B—C25B	1.9 (9)
C21A—P01A—C11A—C16A	−33.9 (5)	P01B—C21B—C26B—C25B	−175.7 (5)
C31A—P01A—C11A—C16A	79.4 (5)	C24B—C25B—C26B—C21B	−2.1 (10)
C16A—C11A—C12A—C13A	−1.4 (8)	O11B—P01B—C31B—C36B	156.7 (4)
P01A—C11A—C12A—C13A	177.9 (4)	C11B—P01B—C31B—C36B	34.2 (5)
C11A—C12A—C13A—C14A	0.1 (8)	C21B—P01B—C31B—C36B	−79.0 (5)
C12A—C13A—C14A—C15A	1.1 (10)	O11B—P01B—C31B—C32B	−22.7 (5)
C13A—C14A—C15A—C16A	−0.9 (10)	C11B—P01B—C31B—C32B	−145.2 (4)
C12A—C11A—C16A—C15A	1.6 (8)	C21B—P01B—C31B—C32B	101.6 (4)
P01A—C11A—C16A—C15A	−177.7 (4)	C36B—C31B—C32B—C33B	−1.3 (8)
C14A—C15A—C16A—C11A	−0.5 (8)	P01B—C31B—C32B—C33B	178.1 (4)
O11A—P01A—C21A—C26A	−114.9 (5)	C31B—C32B—C33B—C34B	0.6 (9)
C31A—P01A—C21A—C26A	8.6 (6)	C32B—C33B—C34B—C35B	1.6 (9)
C11A—P01A—C21A—C26A	121.7 (5)	C33B—C34B—C35B—C36B	−3.1 (9)
O11A—P01A—C21A—C22A	62.2 (5)	C34B—C35B—C36B—C31B	2.4 (9)
C31A—P01A—C21A—C22A	−174.3 (5)	C32B—C31B—C36B—C35B	−0.2 (8)
C11A—P01A—C21A—C22A	−61.2 (5)	P01B—C31B—C36B—C35B	−179.6 (4)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1A—H1A1···O1B^i	0.82	1.97	2.790 (9)	176
O2A—H2A1···O1A^ii	0.82	1.95	2.755 (10)	169
O1B—H1B1···O2B^i	0.82	2.03	2.795 (14)	155
O2B—H2B1···O2A^ii	0.82	1.96	2.762 (11)	168
O1A′—H1A2···O2A′^ii	0.82	1.93	2.75 (3)	172
O2A′—H2A2···O2B′^ii	0.82	2.16	2.75 (4)	129
O1B′—H1B2···O1A′^i	0.82	2.08	2.78 (3)	143
O2B′—H2B2···O1B′^i	0.82	2.03	2.59 (6)	125

Symmetry codes: (i) −x+1, −y+1, −z; (ii) −x+1, −y, −z.

(acetone294Kmono) 1:1 rac-1,2-cyclohexanediol triphenylphosphine oxide

Crystal data

C6H12O2·C18H15OP	F(000) = 1680
Mr = 394.43	Dx = 1.231 Mg m^−3
Monoclinic, C12/c1	Mo Kα radiation, λ = 0.71073 Å
a = 42.088 (6) Å	Cell parameters from 9671 reflections
b = 9.348 (2) Å	θ = 1.0–27.5°
c = 11.000 (2) Å	µ = 0.15 mm^−1
β = 100.54 (1)°	T = 294 K
V = 4254.8 (13) Å^3	Lath, colorless
Z = 8	0.30 × 0.20 × 0.07 mm

Data collection

Nonius KappaCCD diffractometer	3743 independent reflections
Radiation source: fine-focus sealed tube	2589 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.178
Detector resolution: 10 pixels mm^-1	θmax = 25.0°, θmin = 2.0°
1.0° ω scans at fixed χ = 55°	h = −50→50
Absorption correction: multi-scan DENZO-SMN (Otwinowski & Minor, 1997)	k = −11→11
Tmin = 0.96, Tmax = 0.99	l = −13→13
14426 measured reflections

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)] = 0.073	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.111	H-atom parameters constrained
S = 1.21	w = 1/[σ^2(Fo^2) + (0.0058P)^2 + 1.5293P] where P = (Fo^2 + 2Fc^2)/3
3743 reflections	(Δ/σ)max = 0.004
282 parameters	Δρmax = 0.17 e Å^−3
68 restraints	Δρmin = −0.22 e Å^−3

Special details

Experimental. The crystal-to-detector distance was 43 mm. Each frame was measured for 50 s. The number of scan sets measured was 9; the total number of frames measured was 987.

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	Occ. (<1)
C1	0.0190 (3)	0.7566 (11)	0.0759 (9)	0.048 (2)	0.499 (7)
H1	0.0010	0.8247	0.0579	0.058*	0.499 (7)
C2	0.0287 (3)	0.7162 (11)	−0.0458 (9)	0.051 (2)	0.499 (7)
H2	0.0480	0.6575	−0.0191	0.061*	0.499 (7)
C3	0.0422 (3)	0.8458 (12)	−0.1017 (11)	0.064 (3)	0.499 (7)
H3A	0.0251	0.9157	−0.1252	0.076*	0.499 (7)
H3B	0.0500	0.8174	−0.1757	0.076*	0.499 (7)
C4	0.0697 (5)	0.913 (2)	−0.0104 (11)	0.076 (4)	0.499 (7)
H4A	0.0875	0.8460	0.0070	0.091*	0.499 (7)
H4B	0.0773	0.9975	−0.0479	0.091*	0.499 (7)
C5	0.0595 (3)	0.9558 (10)	0.1101 (9)	0.071 (2)	0.499 (7)
H5A	0.0435	1.0313	0.0950	0.085*	0.499 (7)
H5B	0.0780	0.9914	0.1679	0.085*	0.499 (7)
C6	0.0454 (5)	0.826 (2)	0.1648 (13)	0.064 (3)	0.499 (7)
H6A	0.0625	0.7563	0.1905	0.077*	0.499 (7)
H6B	0.0371	0.8548	0.2377	0.077*	0.499 (7)
O1	0.0073 (3)	0.6316 (16)	0.1266 (18)	0.064 (3)	0.499 (7)
H01	−0.0097	0.6065	0.0831	0.097*	0.499 (7)
O2	0.0080 (4)	0.6228 (13)	−0.1151 (15)	0.056 (2)	0.499 (7)
H02	0.0054	0.6462	−0.1880	0.084*	0.499 (7)
C1'	0.0268 (3)	0.7168 (11)	0.0865 (8)	0.048 (2)	0.501 (7)
H1'	0.0428	0.6394	0.0995	0.058*	0.501 (7)
C2'	0.0193 (3)	0.7544 (12)	−0.0510 (9)	0.051 (2)	0.501 (7)
H2'	0.0060	0.8409	−0.0549	0.061*	0.501 (7)
C3'	0.0503 (3)	0.8049 (12)	−0.0906 (12)	0.064 (3)	0.501 (7)
H3'A	0.0463	0.8233	−0.1788	0.076*	0.501 (7)
H3'B	0.0667	0.7309	−0.0732	0.076*	0.501 (7)
C4'	0.0624 (5)	0.942 (2)	−0.0201 (10)	0.076 (4)	0.501 (7)
H4'A	0.0816	0.9775	−0.0473	0.091*	0.501 (7)
H4'B	0.0459	1.0157	−0.0344	0.091*	0.501 (7)
C5'	0.0702 (2)	0.9024 (11)	0.1176 (9)	0.071 (2)	0.501 (7)
H5'A	0.0872	0.8309	0.1310	0.085*	0.501 (7)
H5'B	0.0779	0.9863	0.1659	0.085*	0.501 (7)
C6'	0.0403 (5)	0.844 (2)	0.1603 (13)	0.064 (3)	0.501 (7)
H6'A	0.0458	0.8174	0.2468	0.077*	0.501 (7)
H6'B	0.0239	0.9182	0.1526	0.077*	0.501 (7)
O1'	−0.0026 (3)	0.6688 (16)	0.1260 (18)	0.064 (3)	0.501 (7)
H01'	0.0019	0.6386	0.1970	0.097*	0.501 (7)
O2'	0.0012 (4)	0.6621 (13)	−0.1305 (15)	0.056 (2)	0.501 (7)
H02'	0.0075	0.5802	−0.1147	0.084*	0.501 (7)
P1	0.167583 (18)	0.61906 (9)	0.16205 (7)	0.0436 (2)
O11	0.17029 (5)	0.6737 (2)	0.29040 (16)	0.0563 (6)
C11	0.13398 (6)	0.4979 (3)	0.1201 (2)	0.0417 (7)
C12	0.10884 (6)	0.5088 (3)	0.1863 (3)	0.0525 (8)
H12	0.1101	0.5746	0.2504	0.063*
C13	0.08208 (7)	0.4215 (4)	0.1563 (4)	0.0668 (10)
H13	0.0654	0.4280	0.2009	0.080*
C14	0.08007 (8)	0.3260 (4)	0.0619 (4)	0.0711 (11)
H14	0.0617	0.2692	0.0416	0.085*
C15	0.10465 (8)	0.3121 (4)	−0.0041 (3)	0.0640 (9)
H15	0.1031	0.2462	−0.0682	0.077*
C16	0.13188 (7)	0.3983 (3)	0.0267 (3)	0.0523 (8)
H16	0.1488	0.3886	−0.0163	0.063*
C21	0.20284 (6)	0.5227 (3)	0.1373 (3)	0.0476 (7)
C22	0.21139 (8)	0.3988 (5)	0.2038 (3)	0.0828 (12)
H22	0.1982	0.3646	0.2566	0.099*
C23	0.23914 (10)	0.3251 (5)	0.1930 (4)	0.0984 (15)
H23	0.2446	0.2419	0.2384	0.118*
C24	0.25861 (9)	0.3741 (5)	0.1159 (4)	0.0837 (12)
H24	0.2775	0.3251	0.1093	0.100*
C25	0.25051 (9)	0.4933 (5)	0.0495 (4)	0.0889 (14)
H25	0.2638	0.5262	−0.0034	0.107*
C26	0.22247 (8)	0.5684 (4)	0.0588 (3)	0.0707 (10)
H26	0.2171	0.6501	0.0114	0.085*
C31	0.16134 (7)	0.7630 (3)	0.0496 (3)	0.0453 (7)
C32	0.17053 (7)	0.8990 (3)	0.0909 (3)	0.0553 (8)
H32	0.1801	0.9135	0.1732	0.066*
C33	0.16559 (8)	1.0140 (4)	0.0102 (4)	0.0718 (11)
H33	0.1717	1.1055	0.0385	0.086*
C34	0.15180 (9)	0.9932 (4)	−0.1108 (4)	0.0705 (11)
H34	0.1482	1.0707	−0.1646	0.085*
C35	0.14316 (9)	0.8579 (4)	−0.1532 (3)	0.0737 (11)
H35	0.1342	0.8436	−0.2360	0.088*
C36	0.14772 (8)	0.7435 (4)	−0.0730 (3)	0.0621 (9)
H36	0.1415	0.6524	−0.1019	0.075*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1	0.055 (5)	0.044 (5)	0.045 (2)	0.002 (4)	0.010 (2)	−0.001 (3)
C2	0.070 (6)	0.039 (5)	0.0456 (17)	−0.007 (4)	0.016 (3)	−0.003 (3)
C3	0.085 (5)	0.048 (6)	0.067 (3)	−0.006 (5)	0.037 (4)	−0.001 (4)
C4	0.073 (8)	0.061 (7)	0.101 (3)	−0.019 (6)	0.036 (3)	−0.006 (3)
C5	0.069 (5)	0.049 (5)	0.091 (3)	−0.010 (4)	0.007 (3)	−0.016 (3)
C6	0.081 (5)	0.058 (4)	0.050 (2)	−0.010 (4)	0.002 (3)	−0.008 (2)
O1	0.087 (7)	0.066 (7)	0.0443 (13)	−0.019 (4)	0.021 (5)	0.000 (4)
O2	0.085 (6)	0.038 (5)	0.041 (3)	−0.003 (4)	0.002 (3)	0.001 (4)
C1'	0.055 (5)	0.044 (5)	0.045 (2)	0.002 (4)	0.010 (2)	−0.001 (3)
C2'	0.070 (6)	0.039 (5)	0.0456 (17)	−0.007 (4)	0.016 (3)	−0.003 (3)
C3'	0.085 (5)	0.048 (6)	0.067 (3)	−0.006 (5)	0.037 (4)	−0.001 (4)
C4'	0.073 (8)	0.061 (7)	0.101 (3)	−0.019 (6)	0.036 (3)	−0.006 (3)
C5'	0.069 (5)	0.049 (5)	0.091 (3)	−0.010 (4)	0.007 (3)	−0.016 (3)
C6'	0.081 (5)	0.058 (4)	0.050 (2)	−0.010 (4)	0.002 (3)	−0.008 (2)
O1'	0.087 (7)	0.066 (7)	0.0443 (13)	−0.019 (4)	0.021 (5)	0.000 (4)
O2'	0.085 (6)	0.038 (5)	0.041 (3)	−0.003 (4)	0.002 (3)	0.001 (4)
P1	0.0483 (4)	0.0420 (4)	0.0414 (4)	−0.0021 (4)	0.0106 (3)	−0.0014 (4)
O11	0.0685 (13)	0.0612 (15)	0.0409 (10)	−0.0063 (11)	0.0142 (9)	−0.0079 (11)
C11	0.0437 (16)	0.0381 (16)	0.0428 (16)	0.0010 (13)	0.0067 (13)	0.0059 (13)
C12	0.0479 (17)	0.053 (2)	0.0586 (19)	0.0081 (16)	0.0149 (15)	0.0060 (16)
C13	0.047 (2)	0.064 (2)	0.091 (3)	0.0035 (17)	0.0167 (18)	0.014 (2)
C14	0.052 (2)	0.057 (2)	0.100 (3)	−0.0145 (18)	0.001 (2)	0.016 (2)
C15	0.072 (2)	0.046 (2)	0.069 (2)	−0.0104 (18)	−0.0031 (18)	−0.0009 (18)
C16	0.0579 (18)	0.0447 (18)	0.0559 (18)	−0.0010 (15)	0.0148 (15)	0.0019 (17)
C21	0.0401 (16)	0.0509 (19)	0.0496 (18)	−0.0010 (14)	0.0027 (14)	−0.0031 (16)
C22	0.078 (2)	0.093 (3)	0.080 (2)	0.029 (2)	0.022 (2)	0.035 (3)
C23	0.089 (3)	0.106 (4)	0.096 (3)	0.043 (3)	0.005 (2)	0.032 (3)
C24	0.054 (2)	0.099 (3)	0.093 (3)	0.027 (2)	−0.001 (2)	−0.019 (3)
C25	0.064 (2)	0.101 (3)	0.110 (4)	0.013 (2)	0.037 (3)	−0.004 (3)
C26	0.065 (2)	0.070 (2)	0.082 (2)	0.0127 (19)	0.0272 (19)	0.006 (2)
C31	0.0471 (16)	0.0423 (18)	0.0485 (17)	−0.0008 (14)	0.0138 (14)	0.0026 (15)
C32	0.061 (2)	0.0433 (19)	0.065 (2)	−0.0048 (16)	0.0194 (17)	−0.0032 (18)
C33	0.072 (2)	0.042 (2)	0.108 (3)	−0.0040 (18)	0.036 (2)	−0.001 (2)
C34	0.079 (2)	0.060 (2)	0.080 (3)	0.012 (2)	0.032 (2)	0.023 (2)
C35	0.090 (3)	0.074 (3)	0.057 (2)	0.001 (2)	0.0101 (19)	0.014 (2)
C36	0.079 (2)	0.050 (2)	0.055 (2)	−0.0052 (18)	0.0072 (18)	0.0076 (17)

Geometric parameters (Å, º)

C1—O1	1.42 (2)	O2'—H02'	0.8200
C1—C6	1.489 (13)	P1—O11	1.4860 (19)
C1—C2	1.518 (11)	P1—C21	1.799 (3)
C1—H1	0.9800	P1—C11	1.805 (3)
C2—O2	1.36 (2)	P1—C31	1.814 (3)
C2—C3	1.515 (11)	C11—C16	1.377 (4)
C2—H2	0.9800	C11—C12	1.394 (4)
C3—C4	1.523 (13)	C12—C13	1.381 (4)
C3—H3A	0.9700	C12—H12	0.9300
C3—H3B	0.9700	C13—C14	1.360 (5)
C4—C5	1.519 (13)	C13—H13	0.9300
C4—H4A	0.9700	C14—C15	1.374 (5)
C4—H4B	0.9700	C14—H14	0.9300
C5—C6	1.525 (13)	C15—C16	1.391 (4)
C5—H5A	0.9700	C15—H15	0.9300
C5—H5B	0.9700	C16—H16	0.9300
C6—H6A	0.9700	C21—C26	1.369 (4)
C6—H6B	0.9700	C21—C22	1.381 (5)
O1—H01	0.8200	C22—C23	1.380 (5)
O2—H02	0.8200	C22—H22	0.9300
C1'—O1'	1.45 (2)	C23—C24	1.361 (5)
C1'—C6'	1.492 (13)	C23—H23	0.9300
C1'—C2'	1.528 (11)	C24—C25	1.342 (6)
C1'—H1'	0.9800	C24—H24	0.9300
C2'—O2'	1.36 (2)	C25—C26	1.393 (5)
C2'—C3'	1.524 (11)	C25—H25	0.9300
C2'—H2'	0.9800	C26—H26	0.9300
C3'—C4'	1.537 (14)	C31—C36	1.378 (4)
C3'—H3'A	0.9700	C31—C32	1.382 (4)
C3'—H3'B	0.9700	C32—C33	1.385 (5)
C4'—C5'	1.535 (13)	C32—H32	0.9300
C4'—H4'A	0.9700	C33—C34	1.365 (5)
C4'—H4'B	0.9700	C33—H33	0.9300
C5'—C6'	1.524 (13)	C34—C35	1.373 (6)
C5'—H5'A	0.9700	C34—H34	0.9300
C5'—H5'B	0.9700	C35—C36	1.377 (5)
C6'—H6'A	0.9700	C35—H35	0.9300
C6'—H6'B	0.9700	C36—H36	0.9300
O1'—H01'	0.8200
O1—C1—C6	111.6 (12)	C1'—C6'—H6'A	109.3
O1—C1—C2	108.1 (10)	C5'—C6'—H6'A	109.3
C6—C1—C2	113.4 (11)	C1'—C6'—H6'B	109.3
O1—C1—H1	107.8	C5'—C6'—H6'B	109.3
C6—C1—H1	107.8	H6'A—C6'—H6'B	107.9
C2—C1—H1	107.8	C1'—O1'—H01'	109.5
O2—C2—C3	122.3 (10)	C2'—O2'—H02'	109.5
O2—C2—C1	113.9 (12)	O11—P1—C21	113.19 (13)
C3—C2—C1	109.9 (9)	O11—P1—C11	112.27 (12)
O2—C2—H2	102.6	C21—P1—C11	106.04 (14)
C3—C2—H2	102.6	O11—P1—C31	111.68 (14)
C1—C2—H2	102.6	C21—P1—C31	106.82 (14)
C2—C3—C4	111.1 (11)	C11—P1—C31	106.39 (13)
C2—C3—H3A	109.4	C16—C11—C12	119.2 (3)
C4—C3—H3A	109.4	C16—C11—P1	123.7 (2)
C2—C3—H3B	109.4	C12—C11—P1	117.0 (2)
C4—C3—H3B	109.4	C13—C12—C11	119.7 (3)
H3A—C3—H3B	108.0	C13—C12—H12	120.1
C5—C4—C3	112.5 (12)	C11—C12—H12	120.1
C5—C4—H4A	109.1	C14—C13—C12	120.3 (3)
C3—C4—H4A	109.1	C14—C13—H13	119.9
C5—C4—H4B	109.1	C12—C13—H13	119.9
C3—C4—H4B	109.1	C13—C14—C15	121.2 (3)
H4A—C4—H4B	107.8	C13—C14—H14	119.4
C4—C5—C6	109.2 (11)	C15—C14—H14	119.4
C4—C5—H5A	109.8	C14—C15—C16	118.9 (3)
C6—C5—H5A	109.8	C14—C15—H15	120.6
C4—C5—H5B	109.8	C16—C15—H15	120.6
C6—C5—H5B	109.8	C11—C16—C15	120.7 (3)
H5A—C5—H5B	108.3	C11—C16—H16	119.7
C1—C6—C5	112.6 (13)	C15—C16—H16	119.7
C1—C6—H6A	109.1	C26—C21—C22	117.8 (3)
C5—C6—H6A	109.1	C26—C21—P1	123.3 (3)
C1—C6—H6B	109.1	C22—C21—P1	118.8 (3)
C5—C6—H6B	109.1	C23—C22—C21	121.1 (4)
H6A—C6—H6B	107.8	C23—C22—H22	119.5
O1'—C1'—C6'	110.0 (12)	C21—C22—H22	119.5
O1'—C1'—C2'	109.5 (11)	C24—C23—C22	120.1 (4)
C6'—C1'—C2'	110.1 (11)	C24—C23—H23	120.0
O1'—C1'—H1'	109.1	C22—C23—H23	120.0
C6'—C1'—H1'	109.1	C25—C24—C23	119.7 (4)
C2'—C1'—H1'	109.1	C25—C24—H24	120.1
O2'—C2'—C3'	115.0 (12)	C23—C24—H24	120.1
O2'—C2'—C1'	118.7 (10)	C24—C25—C26	120.9 (4)
C3'—C2'—C1'	108.7 (9)	C24—C25—H25	119.6
O2'—C2'—H2'	104.2	C26—C25—H25	119.6
C3'—C2'—H2'	104.2	C21—C26—C25	120.4 (4)
C1'—C2'—H2'	104.2	C21—C26—H26	119.8
C2'—C3'—C4'	109.7 (11)	C25—C26—H26	119.8
C2'—C3'—H3'A	109.7	C36—C31—C32	119.0 (3)
C4'—C3'—H3'A	109.7	C36—C31—P1	123.5 (2)
C2'—C3'—H3'B	109.7	C32—C31—P1	117.5 (2)
C4'—C3'—H3'B	109.7	C31—C32—C33	120.2 (3)
H3'A—C3'—H3'B	108.2	C31—C32—H32	119.9
C5'—C4'—C3'	106.7 (12)	C33—C32—H32	119.9
C5'—C4'—H4'A	110.4	C34—C33—C32	120.1 (3)
C3'—C4'—H4'A	110.4	C34—C33—H33	119.9
C5'—C4'—H4'B	110.4	C32—C33—H33	119.9
C3'—C4'—H4'B	110.4	C33—C34—C35	120.1 (3)
H4'A—C4'—H4'B	108.6	C33—C34—H34	120.0
C6'—C5'—C4'	110.6 (11)	C35—C34—H34	120.0
C6'—C5'—H5'A	109.5	C34—C35—C36	120.0 (3)
C4'—C5'—H5'A	109.5	C34—C35—H35	120.0
C6'—C5'—H5'B	109.5	C36—C35—H35	120.0
C4'—C5'—H5'B	109.5	C35—C36—C31	120.6 (3)
H5'A—C5'—H5'B	108.1	C35—C36—H36	119.7
C1'—C6'—C5'	111.8 (13)	C31—C36—H36	119.7
O1—C1—C2—O2	40.2 (15)	C13—C14—C15—C16	−0.3 (5)
C6—C1—C2—O2	164.5 (13)	C12—C11—C16—C15	1.8 (4)
O1—C1—C2—C3	−178.4 (11)	P1—C11—C16—C15	−177.4 (2)
C6—C1—C2—C3	−54.0 (18)	C14—C15—C16—C11	−1.2 (5)
O2—C2—C3—C4	−168.1 (14)	O11—P1—C21—C26	−115.1 (3)
C1—C2—C3—C4	54.3 (18)	C11—P1—C21—C26	121.4 (3)
C2—C3—C4—C5	−57 (2)	C31—P1—C21—C26	8.2 (3)
C3—C4—C5—C6	55 (2)	O11—P1—C21—C22	62.5 (3)
O1—C1—C6—C5	177.0 (13)	C11—P1—C21—C22	−61.0 (3)
C2—C1—C6—C5	55 (2)	C31—P1—C21—C22	−174.2 (3)
C4—C5—C6—C1	−54 (2)	C26—C21—C22—C23	1.2 (6)
O1'—C1'—C2'—O2'	−46.2 (16)	P1—C21—C22—C23	−176.6 (3)
C6'—C1'—C2'—O2'	−167.3 (14)	C21—C22—C23—C24	0.0 (7)
O1'—C1'—C2'—C3'	179.8 (10)	C22—C23—C24—C25	−0.8 (7)
C6'—C1'—C2'—C3'	58.7 (17)	C23—C24—C25—C26	0.4 (6)
O2'—C2'—C3'—C4'	161.1 (12)	C22—C21—C26—C25	−1.6 (5)
C1'—C2'—C3'—C4'	−63.0 (16)	P1—C21—C26—C25	176.1 (3)
C2'—C3'—C4'—C5'	62.6 (19)	C24—C25—C26—C21	0.8 (6)
C3'—C4'—C5'—C6'	−59 (2)	O11—P1—C31—C36	−157.8 (3)
O1'—C1'—C6'—C5'	−177.2 (14)	C21—P1—C31—C36	78.0 (3)
C2'—C1'—C6'—C5'	−56 (2)	C11—P1—C31—C36	−35.0 (3)
C4'—C5'—C6'—C1'	58 (2)	O11—P1—C31—C32	21.4 (3)
O11—P1—C11—C16	−158.1 (2)	C21—P1—C31—C32	−102.8 (3)
C21—P1—C11—C16	−34.0 (3)	C11—P1—C31—C32	144.2 (2)
C31—P1—C11—C16	79.5 (3)	C36—C31—C32—C33	1.0 (5)
O11—P1—C11—C12	22.7 (3)	P1—C31—C32—C33	−178.3 (2)
C21—P1—C11—C12	146.8 (2)	C31—C32—C33—C34	−0.4 (5)
C31—P1—C11—C12	−99.7 (2)	C32—C33—C34—C35	−0.8 (5)
C16—C11—C12—C13	−0.9 (4)	C33—C34—C35—C36	1.5 (6)
P1—C11—C12—C13	178.3 (2)	C34—C35—C36—C31	−0.9 (5)
C11—C12—C13—C14	−0.6 (5)	C32—C31—C36—C35	−0.3 (5)
C12—C13—C14—C15	1.2 (5)	P1—C31—C36—C35	178.9 (3)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1′—H01′···O1′^i	0.82	1.96	2.70 (4)	149
O2′—H02′···O1′^ii	0.82	2.34	3.095 (19)	154

Symmetry codes: (i) −x, y, −z+1/2; (ii) −x, −y+1, −z.

(ethanol294Kmono) 1:1 rac-1,2-cyclohexanediol triphenylphosphine oxide

Crystal data

C6H12O2·C18H15OP	F(000) = 1680
Mr = 394.43	Dx = 1.232 Mg m^−3
Monoclinic, C12/c1	Mo Kα radiation, λ = 0.71073 Å
a = 42.092 (6) Å	Cell parameters from 9631 reflections
b = 9.348 (2) Å	θ = 1.0–27.5°
c = 10.997 (2) Å	µ = 0.15 mm^−1
β = 100.51 (1)°	T = 294 K
V = 4254.5 (13) Å^3	Lath, colorless
Z = 8	0.25 × 0.15 × 0.15 mm

Data collection

Nonius KappaCCD diffractometer	3743 independent reflections
Radiation source: fine-focus sealed tube	2778 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.091
Detector resolution: 10 pixels mm^-1	θmax = 25.0°, θmin = 2.0°
1.0° ω scans at fixed χ = 55°	h = −50→50
Absorption correction: multi-scan DENZO-SMN (Otwinowski & Minor, 1997)	k = −11→11
Tmin = 0.96, Tmax = 0.98	l = −13→13
14400 measured reflections

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)] = 0.056	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.121	H-atom parameters constrained
S = 1.18	w = 1/[σ^2(Fo^2) + (0.0208P)^2 + 3.6581P] where P = (Fo^2 + 2Fc^2)/3
3743 reflections	(Δ/σ)max < 0.001
282 parameters	Δρmax = 0.15 e Å^−3
68 restraints	Δρmin = −0.18 e Å^−3

Special details

Experimental. The crystal-to-detector distance was 43 mm. Each frame was measured for 75 s. The number of scan sets measured was 9; the total number of frames measured was 987.

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	Occ. (<1)
C1	0.0187 (3)	0.7565 (11)	0.0756 (9)	0.0482 (19)	0.478 (7)
H1	0.0006	0.8237	0.0568	0.058*	0.478 (7)
C2	0.0290 (3)	0.7162 (10)	−0.0442 (9)	0.0495 (19)	0.478 (7)
H2	0.0482	0.6570	−0.0168	0.059*	0.478 (7)
C3	0.0425 (5)	0.8444 (17)	−0.1010 (13)	0.072 (4)	0.478 (7)
H3A	0.0253	0.9129	−0.1272	0.087*	0.478 (7)
H3B	0.0508	0.8143	−0.1737	0.087*	0.478 (7)
C4	0.0694 (6)	0.916 (3)	−0.0107 (12)	0.085 (4)	0.478 (7)
H4A	0.0878	0.8516	0.0061	0.101*	0.478 (7)
H4B	0.0762	1.0015	−0.0485	0.101*	0.478 (7)
C5	0.0594 (3)	0.9553 (10)	0.1096 (10)	0.075 (2)	0.478 (7)
H5A	0.0435	1.0314	0.0954	0.090*	0.478 (7)
H5B	0.0780	0.9901	0.1673	0.090*	0.478 (7)
C6	0.0452 (5)	0.827 (2)	0.1645 (13)	0.067 (2)	0.478 (7)
H6A	0.0623	0.7584	0.1914	0.081*	0.478 (7)
H6B	0.0368	0.8578	0.2368	0.081*	0.478 (7)
O1	0.0073 (3)	0.6291 (11)	0.1257 (13)	0.0606 (17)	0.478 (7)
H01	−0.0085	0.5985	0.0779	0.091*	0.478 (7)
O2	0.0080 (6)	0.6229 (17)	−0.1139 (18)	0.064 (3)	0.478 (7)
H02	0.0069	0.6410	−0.1875	0.096*	0.478 (7)
C1'	0.0269 (2)	0.7166 (10)	0.0851 (8)	0.0482 (19)	0.522 (7)
H1'	0.0427	0.6383	0.0975	0.058*	0.522 (7)
C2'	0.0192 (2)	0.7532 (10)	−0.0508 (8)	0.0495 (19)	0.522 (7)
H2'	0.0052	0.8374	−0.0551	0.059*	0.522 (7)
C3'	0.0494 (4)	0.8070 (15)	−0.0927 (12)	0.072 (4)	0.522 (7)
H3'A	0.0443	0.8307	−0.1799	0.087*	0.522 (7)
H3'B	0.0656	0.7320	−0.0819	0.087*	0.522 (7)
C4'	0.0630 (5)	0.939 (2)	−0.0195 (10)	0.085 (4)	0.522 (7)
H4'A	0.0826	0.9694	−0.0461	0.101*	0.522 (7)
H4'B	0.0475	1.0164	−0.0343	0.101*	0.522 (7)
C5'	0.0702 (2)	0.9030 (10)	0.1172 (8)	0.075 (2)	0.522 (7)
H5'A	0.0772	0.9888	0.1640	0.090*	0.522 (7)
H5'B	0.0876	0.8339	0.1328	0.090*	0.522 (7)
C6'	0.0408 (5)	0.842 (2)	0.1609 (12)	0.067 (2)	0.522 (7)
H6'A	0.0468	0.8133	0.2467	0.081*	0.522 (7)
H6'B	0.0244	0.9161	0.1562	0.081*	0.522 (7)
O1'	−0.0024 (2)	0.6703 (10)	0.1270 (12)	0.0606 (17)	0.522 (7)
H01'	0.0019	0.6490	0.2005	0.091*	0.522 (7)
O2'	0.0021 (5)	0.6586 (16)	−0.1313 (16)	0.064 (3)	0.522 (7)
H02'	0.0052	0.5772	−0.1038	0.096*	0.522 (7)
P1	0.167588 (16)	0.61899 (8)	0.16223 (6)	0.04387 (19)
O11	0.17013 (5)	0.6734 (2)	0.29037 (16)	0.0573 (5)
C11	0.13397 (6)	0.4975 (3)	0.1203 (2)	0.0433 (6)
C12	0.10881 (6)	0.5083 (3)	0.1862 (3)	0.0535 (7)
H12	0.1100	0.5742	0.2502	0.064*
C13	0.08201 (7)	0.4212 (4)	0.1565 (3)	0.0688 (9)
H13	0.0653	0.4278	0.2011	0.083*
C14	0.07998 (8)	0.3256 (4)	0.0620 (3)	0.0725 (10)
H14	0.0617	0.2686	0.0415	0.087*
C15	0.10471 (8)	0.3123 (3)	−0.0037 (3)	0.0660 (8)
H15	0.1032	0.2465	−0.0678	0.079*
C16	0.13201 (7)	0.3979 (3)	0.0265 (3)	0.0525 (7)
H16	0.1490	0.3881	−0.0165	0.063*
C21	0.20287 (6)	0.5228 (3)	0.1372 (2)	0.0482 (7)
C22	0.21122 (8)	0.3989 (4)	0.2035 (3)	0.0832 (11)
H22	0.1980	0.3643	0.2560	0.100*
C23	0.23923 (10)	0.3253 (5)	0.1924 (4)	0.0983 (13)
H23	0.2447	0.2420	0.2377	0.118*
C24	0.25864 (8)	0.3742 (5)	0.1162 (4)	0.0853 (11)
H24	0.2775	0.3253	0.1099	0.102*
C25	0.25060 (9)	0.4937 (5)	0.0493 (4)	0.0909 (12)
H25	0.2639	0.5265	−0.0036	0.109*
C26	0.22256 (7)	0.5685 (4)	0.0586 (3)	0.0708 (9)
H26	0.2171	0.6502	0.0111	0.085*
C31	0.16136 (6)	0.7629 (3)	0.0500 (2)	0.0456 (6)
C32	0.17067 (7)	0.8991 (3)	0.0913 (3)	0.0551 (7)
H32	0.1803	0.9135	0.1734	0.066*
C33	0.16562 (8)	1.0141 (3)	0.0102 (4)	0.0709 (9)
H33	0.1716	1.1057	0.0385	0.085*
C34	0.15190 (8)	0.9933 (4)	−0.1104 (4)	0.0720 (10)
H34	0.1485	1.0708	−0.1643	0.086*
C35	0.14313 (8)	0.8584 (4)	−0.1527 (3)	0.0757 (10)
H35	0.1341	0.8443	−0.2355	0.091*
C36	0.14763 (7)	0.7436 (3)	−0.0728 (3)	0.0617 (8)
H36	0.1414	0.6525	−0.1017	0.074*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1	0.053 (5)	0.044 (5)	0.0473 (18)	0.000 (3)	0.009 (2)	0.000 (2)
C2	0.060 (5)	0.042 (4)	0.0481 (17)	−0.002 (3)	0.014 (3)	−0.002 (2)
C3	0.091 (6)	0.060 (7)	0.075 (3)	−0.017 (6)	0.042 (3)	−0.006 (3)
C4	0.083 (7)	0.073 (6)	0.106 (3)	−0.029 (6)	0.039 (3)	−0.012 (3)
C5	0.070 (5)	0.054 (5)	0.099 (3)	−0.012 (3)	0.012 (3)	−0.019 (3)
C6	0.080 (4)	0.061 (3)	0.0560 (19)	−0.010 (3)	0.002 (2)	−0.008 (2)
O1	0.081 (5)	0.056 (5)	0.0496 (12)	−0.012 (3)	0.023 (3)	−0.003 (3)
O2	0.095 (7)	0.051 (6)	0.043 (4)	−0.016 (5)	0.004 (3)	0.001 (4)
C1'	0.053 (5)	0.044 (5)	0.0473 (18)	0.000 (3)	0.009 (2)	0.000 (2)
C2'	0.060 (5)	0.042 (4)	0.0481 (17)	−0.002 (3)	0.014 (3)	−0.002 (2)
C3'	0.091 (6)	0.060 (7)	0.075 (3)	−0.017 (6)	0.042 (3)	−0.006 (3)
C4'	0.083 (7)	0.073 (6)	0.106 (3)	−0.029 (6)	0.039 (3)	−0.012 (3)
C5'	0.070 (5)	0.054 (5)	0.099 (3)	−0.012 (3)	0.012 (3)	−0.019 (3)
C6'	0.080 (4)	0.061 (3)	0.0560 (19)	−0.010 (3)	0.002 (2)	−0.008 (2)
O1'	0.081 (5)	0.056 (5)	0.0496 (12)	−0.012 (3)	0.023 (3)	−0.003 (3)
O2'	0.095 (7)	0.051 (6)	0.043 (4)	−0.016 (5)	0.004 (3)	0.001 (4)
P1	0.0464 (4)	0.0420 (4)	0.0439 (4)	−0.0014 (3)	0.0100 (3)	−0.0011 (3)
O11	0.0686 (12)	0.0591 (12)	0.0449 (10)	−0.0059 (10)	0.0124 (9)	−0.0074 (9)
C11	0.0443 (14)	0.0394 (14)	0.0458 (15)	0.0028 (11)	0.0067 (12)	0.0058 (12)
C12	0.0509 (16)	0.0514 (17)	0.0603 (18)	0.0077 (13)	0.0158 (14)	0.0065 (14)
C13	0.0470 (18)	0.063 (2)	0.099 (3)	0.0041 (15)	0.0202 (17)	0.0161 (19)
C14	0.0516 (19)	0.055 (2)	0.105 (3)	−0.0126 (15)	0.0001 (19)	0.017 (2)
C15	0.073 (2)	0.0454 (17)	0.075 (2)	−0.0118 (16)	0.0001 (17)	−0.0011 (16)
C16	0.0567 (16)	0.0441 (16)	0.0569 (16)	−0.0021 (13)	0.0112 (13)	0.0019 (14)
C21	0.0401 (14)	0.0512 (16)	0.0507 (16)	0.0004 (12)	0.0018 (12)	−0.0042 (13)
C22	0.075 (2)	0.094 (3)	0.083 (2)	0.027 (2)	0.0211 (19)	0.032 (2)
C23	0.086 (3)	0.105 (3)	0.099 (3)	0.043 (2)	0.002 (2)	0.026 (3)
C24	0.0547 (19)	0.101 (3)	0.097 (3)	0.026 (2)	0.0035 (19)	−0.019 (2)
C25	0.066 (2)	0.103 (3)	0.112 (3)	0.015 (2)	0.037 (2)	−0.003 (3)
C26	0.063 (2)	0.069 (2)	0.084 (2)	0.0108 (16)	0.0265 (18)	0.0070 (18)
C31	0.0437 (14)	0.0427 (15)	0.0522 (16)	0.0006 (12)	0.0136 (12)	0.0025 (12)
C32	0.0593 (17)	0.0461 (17)	0.0628 (18)	−0.0024 (13)	0.0190 (14)	−0.0028 (14)
C33	0.075 (2)	0.0429 (18)	0.102 (3)	−0.0041 (16)	0.035 (2)	0.0046 (18)
C34	0.080 (2)	0.056 (2)	0.088 (3)	0.0135 (17)	0.037 (2)	0.0274 (18)
C35	0.088 (2)	0.078 (3)	0.061 (2)	0.0035 (19)	0.0126 (17)	0.0188 (18)
C36	0.077 (2)	0.0495 (18)	0.0574 (19)	−0.0066 (15)	0.0081 (16)	0.0066 (14)

Geometric parameters (Å, º)

C1—O1	1.431 (18)	O2'—H02'	0.8200
C1—C6	1.497 (13)	P1—O11	1.4837 (18)
C1—C2	1.508 (11)	P1—C21	1.800 (3)
C1—H1	0.9800	P1—C11	1.807 (3)
C2—O2	1.37 (2)	P1—C31	1.813 (3)
C2—C3	1.509 (12)	C11—C16	1.380 (4)
C2—H2	0.9800	C11—C12	1.392 (4)
C3—C4	1.517 (15)	C12—C13	1.381 (4)
C3—H3A	0.9700	C12—H12	0.9300
C3—H3B	0.9700	C13—C14	1.361 (5)
C4—C5	1.506 (14)	C13—H13	0.9300
C4—H4A	0.9700	C14—C15	1.376 (5)
C4—H4B	0.9700	C14—H14	0.9300
C5—C6	1.510 (13)	C15—C16	1.390 (4)
C5—H5A	0.9700	C15—H15	0.9300
C5—H5B	0.9700	C16—H16	0.9300
C6—H6A	0.9700	C21—C26	1.370 (4)
C6—H6B	0.9700	C21—C22	1.380 (4)
O1—H01	0.8200	C22—C23	1.389 (5)
O2—H02	0.8200	C22—H22	0.9300
C1'—O1'	1.460 (16)	C23—C24	1.352 (5)
C1'—C6'	1.495 (12)	C23—H23	0.9300
C1'—C2'	1.510 (10)	C24—C25	1.346 (5)
C1'—H1'	0.9800	C24—H24	0.9300
C2'—O2'	1.36 (2)	C25—C26	1.392 (4)
C2'—C3'	1.513 (12)	C25—H25	0.9300
C2'—H2'	0.9800	C26—H26	0.9300
C3'—C4'	1.524 (14)	C31—C36	1.380 (4)
C3'—H3'A	0.9700	C31—C32	1.384 (4)
C3'—H3'B	0.9700	C32—C33	1.387 (4)
C4'—C5'	1.515 (13)	C32—H32	0.9300
C4'—H4'A	0.9700	C33—C34	1.361 (5)
C4'—H4'B	0.9700	C33—H33	0.9300
C5'—C6'	1.517 (12)	C34—C35	1.372 (5)
C5'—H5'A	0.9700	C34—H34	0.9300
C5'—H5'B	0.9700	C35—C36	1.378 (4)
C6'—H6'A	0.9700	C35—H35	0.9300
C6'—H6'B	0.9700	C36—H36	0.9300
O1'—H01'	0.8200
O1—C1—C6	112.3 (11)	C1'—C6'—H6'A	109.2
O1—C1—C2	107.4 (9)	C5'—C6'—H6'A	109.2
C6—C1—C2	112.5 (11)	C1'—C6'—H6'B	109.2
O1—C1—H1	108.2	C5'—C6'—H6'B	109.2
C6—C1—H1	108.2	H6'A—C6'—H6'B	107.9
C2—C1—H1	108.2	C1'—O1'—H01'	109.5
O2—C2—C1	112.8 (14)	C2'—O2'—H02'	109.5
O2—C2—C3	121.8 (11)	O11—P1—C21	113.47 (12)
C1—C2—C3	110.7 (9)	O11—P1—C11	112.05 (11)
O2—C2—H2	103.0	C21—P1—C11	106.05 (12)
C1—C2—H2	103.0	O11—P1—C31	111.65 (12)
C3—C2—H2	103.0	C21—P1—C31	106.69 (12)
C2—C3—C4	111.7 (14)	C11—P1—C31	106.46 (12)
C2—C3—H3A	109.3	C16—C11—C12	119.4 (2)
C4—C3—H3A	109.3	C16—C11—P1	123.5 (2)
C2—C3—H3B	109.3	C12—C11—P1	117.1 (2)
C4—C3—H3B	109.3	C13—C12—C11	120.0 (3)
H3A—C3—H3B	107.9	C13—C12—H12	120.0
C5—C4—C3	112.8 (15)	C11—C12—H12	120.0
C5—C4—H4A	109.0	C14—C13—C12	120.1 (3)
C3—C4—H4A	109.0	C14—C13—H13	119.9
C5—C4—H4B	109.0	C12—C13—H13	119.9
C3—C4—H4B	109.0	C13—C14—C15	120.8 (3)
H4A—C4—H4B	107.8	C13—C14—H14	119.6
C4—C5—C6	110.6 (12)	C15—C14—H14	119.6
C4—C5—H5A	109.5	C14—C15—C16	119.6 (3)
C6—C5—H5A	109.5	C14—C15—H15	120.2
C4—C5—H5B	109.5	C16—C15—H15	120.2
C6—C5—H5B	109.5	C11—C16—C15	120.1 (3)
H5A—C5—H5B	108.1	C11—C16—H16	120.0
C1—C6—C5	113.0 (13)	C15—C16—H16	120.0
C1—C6—H6A	109.0	C26—C21—C22	118.0 (3)
C5—C6—H6A	109.0	C26—C21—P1	123.5 (2)
C1—C6—H6B	109.0	C22—C21—P1	118.4 (2)
C5—C6—H6B	109.0	C21—C22—C23	120.5 (3)
H6A—C6—H6B	107.8	C21—C22—H22	119.7
O1'—C1'—C6'	108.8 (10)	C23—C22—H22	119.7
O1'—C1'—C2'	109.8 (9)	C24—C23—C22	120.3 (4)
C6'—C1'—C2'	111.4 (10)	C24—C23—H23	119.8
O1'—C1'—H1'	108.9	C22—C23—H23	119.8
C6'—C1'—H1'	108.9	C25—C24—C23	119.9 (3)
C2'—C1'—H1'	108.9	C25—C24—H24	120.0
O2'—C2'—C1'	119.3 (10)	C23—C24—H24	120.0
O2'—C2'—C3'	113.1 (13)	C24—C25—C26	120.6 (4)
C1'—C2'—C3'	109.7 (9)	C24—C25—H25	119.7
O2'—C2'—H2'	104.4	C26—C25—H25	119.7
C1'—C2'—H2'	104.4	C21—C26—C25	120.6 (3)
C3'—C2'—H2'	104.4	C21—C26—H26	119.7
C2'—C3'—C4'	111.3 (12)	C25—C26—H26	119.7
C2'—C3'—H3'A	109.4	C36—C31—C32	119.0 (3)
C4'—C3'—H3'A	109.4	C36—C31—P1	123.5 (2)
C2'—C3'—H3'B	109.4	C32—C31—P1	117.5 (2)
C4'—C3'—H3'B	109.4	C31—C32—C33	120.1 (3)
H3'A—C3'—H3'B	108.0	C31—C32—H32	120.0
C5'—C4'—C3'	109.5 (14)	C33—C32—H32	120.0
C5'—C4'—H4'A	109.8	C34—C33—C32	120.2 (3)
C3'—C4'—H4'A	109.8	C34—C33—H33	119.9
C5'—C4'—H4'B	109.8	C32—C33—H33	119.9
C3'—C4'—H4'B	109.8	C33—C34—C35	120.1 (3)
H4'A—C4'—H4'B	108.2	C33—C34—H34	119.9
C4'—C5'—C6'	111.7 (11)	C35—C34—H34	119.9
C4'—C5'—H5'A	109.3	C34—C35—C36	120.2 (3)
C6'—C5'—H5'A	109.3	C34—C35—H35	119.9
C4'—C5'—H5'B	109.3	C36—C35—H35	119.9
C6'—C5'—H5'B	109.3	C35—C36—C31	120.4 (3)
H5'A—C5'—H5'B	107.9	C35—C36—H36	119.8
C1'—C6'—C5'	112.0 (12)	C31—C36—H36	119.8
O1—C1—C2—O2	41.7 (14)	C13—C14—C15—C16	−0.3 (5)
C6—C1—C2—O2	165.8 (14)	C12—C11—C16—C15	1.8 (4)
O1—C1—C2—C3	−178.0 (11)	P1—C11—C16—C15	−177.3 (2)
C6—C1—C2—C3	−54.0 (18)	C14—C15—C16—C11	−1.2 (4)
O2—C2—C3—C4	−170.2 (19)	O11—P1—C21—C26	−115.2 (3)
C1—C2—C3—C4	54 (2)	C11—P1—C21—C26	121.4 (3)
C2—C3—C4—C5	−54 (3)	C31—P1—C21—C26	8.2 (3)
C3—C4—C5—C6	53 (3)	O11—P1—C21—C22	62.6 (3)
O1—C1—C6—C5	175.4 (13)	C11—P1—C21—C22	−60.8 (3)
C2—C1—C6—C5	54 (2)	C31—P1—C21—C22	−174.0 (2)
C4—C5—C6—C1	−53 (2)	C26—C21—C22—C23	1.5 (5)
O1'—C1'—C2'—O2'	−49.7 (16)	P1—C21—C22—C23	−176.4 (3)
C6'—C1'—C2'—O2'	−170.3 (16)	C21—C22—C23—C24	−0.2 (6)
O1'—C1'—C2'—C3'	177.6 (9)	C22—C23—C24—C25	−0.9 (6)
C6'—C1'—C2'—C3'	57.0 (16)	C23—C24—C25—C26	0.6 (6)
O2'—C2'—C3'—C4'	165.3 (14)	C22—C21—C26—C25	−1.8 (5)
C1'—C2'—C3'—C4'	−58.8 (19)	P1—C21—C26—C25	176.0 (3)
C2'—C3'—C4'—C5'	58 (2)	C24—C25—C26—C21	0.8 (6)
C3'—C4'—C5'—C6'	−55 (2)	O11—P1—C31—C36	−157.3 (2)
O1'—C1'—C6'—C5'	−176.2 (12)	C21—P1—C31—C36	78.2 (3)
C2'—C1'—C6'—C5'	−55 (2)	C11—P1—C31—C36	−34.8 (3)
C4'—C5'—C6'—C1'	54 (2)	O11—P1—C31—C32	21.9 (2)
O11—P1—C11—C16	−158.2 (2)	C21—P1—C31—C32	−102.6 (2)
C21—P1—C11—C16	−33.9 (3)	C11—P1—C31—C32	144.5 (2)
C31—P1—C11—C16	79.5 (2)	C36—C31—C32—C33	1.2 (4)
O11—P1—C11—C12	22.7 (2)	P1—C31—C32—C33	−178.1 (2)
C21—P1—C11—C12	147.0 (2)	C31—C32—C33—C34	−0.9 (4)
C31—P1—C11—C12	−99.6 (2)	C32—C33—C34—C35	−0.3 (5)
C16—C11—C12—C13	−0.9 (4)	C33—C34—C35—C36	1.2 (5)
P1—C11—C12—C13	178.3 (2)	C34—C35—C36—C31	−0.8 (5)
C11—C12—C13—C14	−0.7 (4)	C32—C31—C36—C35	−0.3 (4)
C12—C13—C14—C15	1.2 (5)	P1—C31—C36—C35	178.9 (2)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1′—H01′···O1′^i	0.82	1.90	2.67 (2)	156
O2′—H02′···O1′^ii	0.82	2.33	3.075 (18)	152

Symmetry codes: (i) −x, y, −z+1/2; (ii) −x, −y+1, −z.

(toluene294Kmono) 1:1 rac-1,2-cyclohexanediol triphenylphosphine oxide

Crystal data

C6H12O2·C18H15OP	F(000) = 1680
Mr = 394.43	Dx = 1.231 Mg m^−3
Monoclinic, C12/c1	Mo Kα radiation, λ = 0.71073 Å
a = 42.102 (6) Å	Cell parameters from 7828 reflections
b = 9.347 (2) Å	θ = 1.0–27.5°
c = 11.000 (2) Å	µ = 0.15 mm^−1
β = 100.52 (1)°	T = 294 K
V = 4256.0 (13) Å^3	Lath, colorless
Z = 8	0.25 × 0.15 × 0.15 mm

Data collection

Nonius KappaCCD diffractometer	3745 independent reflections
Radiation source: fine-focus sealed tube	2536 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.033
Detector resolution: 10 pixels mm^-1	θmax = 25.0°, θmin = 2.0°
1.0° ω scans at fixed χ = 55°	h = −49→50
Absorption correction: multi-scan DENZO-SMN (Otwinowski & Minor, 1997)	k = −11→11
Tmin = 0.96, Tmax = 0.98	l = −13→13
7223 measured reflections

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)] = 0.051	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.126	H-atom parameters constrained
S = 1.10	w = 1/[σ^2(Fo^2) + (0.0357P)^2 + 4.8196P] where P = (Fo^2 + 2Fc^2)/3
3745 reflections	(Δ/σ)max = 0.001
282 parameters	Δρmax = 0.16 e Å^−3
68 restraints	Δρmin = −0.19 e Å^−3

Special details

Experimental. The crystal-to-detector distance was 46 mm. Each frame was measured for 65 s. The number of scan sets measured was 7; the total number of frames measured was 828.

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	Occ. (<1)
C1	0.0189 (3)	0.7568 (13)	0.0761 (9)	0.054 (2)	0.469 (8)
H1	0.0009	0.8248	0.0580	0.064*	0.469 (8)
C2	0.0290 (3)	0.7166 (13)	−0.0428 (10)	0.055 (2)	0.469 (8)
H2	0.0481	0.6567	−0.0155	0.066*	0.469 (8)
C3	0.0428 (5)	0.844 (2)	−0.1000 (13)	0.076 (4)	0.469 (8)
H3A	0.0257	0.9131	−0.1264	0.091*	0.469 (8)
H3B	0.0510	0.8133	−0.1725	0.091*	0.469 (8)
C4	0.0696 (6)	0.914 (3)	−0.0098 (12)	0.087 (4)	0.469 (8)
H4A	0.0879	0.8496	0.0071	0.104*	0.469 (8)
H4B	0.0766	0.9999	−0.0474	0.104*	0.469 (8)
C5	0.0595 (3)	0.9540 (12)	0.1103 (10)	0.082 (3)	0.469 (8)
H5A	0.0433	1.0290	0.0957	0.098*	0.469 (8)
H5B	0.0780	0.9902	0.1678	0.098*	0.469 (8)
C6	0.0458 (6)	0.825 (2)	0.1657 (13)	0.069 (3)	0.469 (8)
H6A	0.0628	0.7556	0.1905	0.082*	0.469 (8)
H6B	0.0377	0.8543	0.2391	0.082*	0.469 (8)
O1	0.0075 (3)	0.6290 (14)	0.1270 (16)	0.066 (2)	0.469 (8)
H01	−0.0086	0.5997	0.0806	0.098*	0.469 (8)
O2	0.0081 (9)	0.625 (3)	−0.116 (3)	0.071 (4)	0.469 (8)
H02	0.0072	0.6454	−0.1888	0.107*	0.469 (8)
C1'	0.0268 (3)	0.7171 (11)	0.0839 (8)	0.054 (2)	0.531 (8)
H1'	0.0427	0.6394	0.0968	0.064*	0.531 (8)
C2'	0.0194 (2)	0.7521 (12)	−0.0514 (8)	0.055 (2)	0.531 (8)
H2'	0.0051	0.8356	−0.0563	0.066*	0.531 (8)
C3'	0.0494 (4)	0.8083 (17)	−0.0930 (12)	0.076 (4)	0.531 (8)
H3'A	0.0657	0.7336	−0.0834	0.091*	0.531 (8)
H3'B	0.0442	0.8331	−0.1800	0.091*	0.531 (8)
C4'	0.0630 (5)	0.939 (2)	−0.0195 (10)	0.087 (4)	0.531 (8)
H4'A	0.0827	0.9692	−0.0460	0.104*	0.531 (8)
H4'B	0.0475	1.0164	−0.0342	0.104*	0.531 (8)
C5'	0.0701 (2)	0.9025 (11)	0.1169 (9)	0.082 (3)	0.531 (8)
H5'A	0.0774	0.9880	0.1639	0.098*	0.531 (8)
H5'B	0.0874	0.8325	0.1324	0.098*	0.531 (8)
C6'	0.0405 (5)	0.843 (2)	0.1597 (12)	0.069 (3)	0.531 (8)
H6'A	0.0463	0.8149	0.2458	0.082*	0.531 (8)
H6'B	0.0243	0.9176	0.1540	0.082*	0.531 (8)
O1'	−0.0022 (3)	0.6698 (12)	0.1260 (14)	0.066 (2)	0.531 (8)
H01'	0.0021	0.6532	0.2004	0.098*	0.531 (8)
O2'	0.0022 (8)	0.656 (2)	−0.130 (2)	0.071 (4)	0.531 (8)
H02'	0.0086	0.5750	−0.1098	0.107*	0.531 (8)
P1	0.167583 (16)	0.61888 (8)	0.16198 (6)	0.0456 (2)
O11	0.17012 (5)	0.6731 (2)	0.29017 (15)	0.0574 (5)
C11	0.13404 (6)	0.4973 (3)	0.1200 (2)	0.0447 (6)
C12	0.10883 (6)	0.5081 (3)	0.1860 (3)	0.0543 (7)
H12	0.1101	0.5738	0.2502	0.065*
C13	0.08209 (7)	0.4218 (4)	0.1562 (3)	0.0703 (9)
H13	0.0654	0.4290	0.2007	0.084*
C14	0.07991 (8)	0.3256 (4)	0.0618 (4)	0.0753 (10)
H14	0.0616	0.2688	0.0414	0.090*
C15	0.10479 (8)	0.3121 (3)	−0.0036 (3)	0.0675 (9)
H15	0.1033	0.2458	−0.0674	0.081*
C16	0.13203 (7)	0.3978 (3)	0.0263 (2)	0.0530 (7)
H16	0.1489	0.3881	−0.0169	0.064*
C21	0.20278 (6)	0.5227 (3)	0.1373 (2)	0.0495 (7)
C22	0.21133 (8)	0.3993 (4)	0.2033 (3)	0.0859 (11)
H22	0.1982	0.3648	0.2564	0.103*
C23	0.23931 (10)	0.3256 (5)	0.1917 (4)	0.1006 (13)
H23	0.2447	0.2419	0.2365	0.121*
C24	0.25869 (8)	0.3750 (5)	0.1156 (4)	0.0845 (11)
H24	0.2776	0.3266	0.1095	0.101*
C25	0.25054 (8)	0.4937 (5)	0.0490 (4)	0.0917 (12)
H25	0.2637	0.5263	−0.0045	0.110*
C26	0.22257 (7)	0.5688 (4)	0.0589 (3)	0.0724 (9)
H26	0.2172	0.6509	0.0119	0.087*
C31	0.16143 (6)	0.7623 (3)	0.0507 (2)	0.0460 (6)
C32	0.17061 (7)	0.8988 (3)	0.0908 (3)	0.0573 (8)
H32	0.1802	0.9139	0.1729	0.069*
C33	0.16568 (8)	1.0136 (3)	0.0096 (4)	0.0718 (9)
H33	0.1719	1.1050	0.0376	0.086*
C34	0.15175 (8)	0.9929 (4)	−0.1111 (3)	0.0714 (9)
H34	0.1481	1.0702	−0.1651	0.086*
C35	0.14318 (8)	0.8578 (4)	−0.1524 (3)	0.0751 (9)
H35	0.1343	0.8431	−0.2353	0.090*
C36	0.14761 (7)	0.7436 (3)	−0.0722 (3)	0.0639 (8)
H36	0.1412	0.6526	−0.1011	0.077*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1	0.064 (5)	0.046 (5)	0.0502 (18)	−0.004 (4)	0.009 (2)	−0.001 (2)
C2	0.068 (6)	0.048 (5)	0.0496 (19)	−0.006 (4)	0.013 (3)	−0.002 (2)
C3	0.096 (7)	0.064 (7)	0.078 (3)	−0.018 (7)	0.042 (3)	−0.007 (3)
C4	0.085 (8)	0.075 (7)	0.107 (3)	−0.029 (6)	0.038 (3)	−0.011 (3)
C5	0.078 (6)	0.064 (6)	0.100 (3)	−0.019 (4)	0.010 (4)	−0.020 (3)
C6	0.084 (5)	0.060 (4)	0.057 (2)	−0.011 (4)	0.000 (3)	−0.006 (2)
O1	0.085 (6)	0.062 (6)	0.0531 (13)	−0.014 (4)	0.021 (4)	0.000 (4)
O2	0.099 (10)	0.061 (8)	0.051 (4)	−0.018 (7)	0.006 (4)	−0.006 (5)
C1'	0.064 (5)	0.046 (5)	0.0502 (18)	−0.004 (4)	0.009 (2)	−0.001 (2)
C2'	0.068 (6)	0.048 (5)	0.0496 (19)	−0.006 (4)	0.013 (3)	−0.002 (2)
C3'	0.096 (7)	0.064 (7)	0.078 (3)	−0.018 (7)	0.042 (3)	−0.007 (3)
C4'	0.085 (8)	0.075 (7)	0.107 (3)	−0.029 (6)	0.038 (3)	−0.011 (3)
C5'	0.078 (6)	0.064 (6)	0.100 (3)	−0.019 (4)	0.010 (4)	−0.020 (3)
C6'	0.084 (5)	0.060 (4)	0.057 (2)	−0.011 (4)	0.000 (3)	−0.006 (2)
O1'	0.085 (6)	0.062 (6)	0.0531 (13)	−0.014 (4)	0.021 (4)	0.000 (4)
O2'	0.099 (10)	0.061 (8)	0.051 (4)	−0.018 (7)	0.006 (4)	−0.006 (5)
P1	0.0487 (4)	0.0435 (4)	0.0450 (4)	−0.0013 (3)	0.0095 (3)	−0.0009 (3)
O11	0.0712 (13)	0.0571 (12)	0.0443 (11)	−0.0057 (10)	0.0119 (9)	−0.0076 (9)
C11	0.0448 (15)	0.0413 (15)	0.0472 (15)	0.0034 (12)	0.0064 (12)	0.0056 (13)
C12	0.0496 (17)	0.0519 (17)	0.0630 (18)	0.0066 (14)	0.0144 (14)	0.0061 (14)
C13	0.0484 (19)	0.065 (2)	0.101 (3)	0.0033 (16)	0.0222 (17)	0.016 (2)
C14	0.055 (2)	0.057 (2)	0.109 (3)	−0.0137 (16)	0.000 (2)	0.017 (2)
C15	0.075 (2)	0.0486 (18)	0.074 (2)	−0.0126 (17)	−0.0007 (18)	−0.0055 (16)
C16	0.0594 (17)	0.0447 (16)	0.0550 (17)	−0.0026 (14)	0.0110 (14)	0.0015 (14)
C21	0.0420 (15)	0.0546 (18)	0.0501 (16)	0.0002 (13)	0.0034 (13)	−0.0034 (14)
C22	0.078 (2)	0.098 (3)	0.084 (2)	0.028 (2)	0.0232 (19)	0.034 (2)
C23	0.087 (3)	0.105 (3)	0.103 (3)	0.044 (2)	0.001 (2)	0.029 (3)
C24	0.055 (2)	0.102 (3)	0.093 (3)	0.025 (2)	0.0027 (19)	−0.015 (2)
C25	0.068 (2)	0.104 (3)	0.111 (3)	0.016 (2)	0.037 (2)	0.001 (3)
C26	0.067 (2)	0.068 (2)	0.087 (2)	0.0108 (17)	0.0259 (18)	0.0068 (18)
C31	0.0434 (15)	0.0434 (16)	0.0527 (17)	0.0014 (12)	0.0129 (12)	0.0034 (13)
C32	0.0625 (18)	0.0459 (18)	0.0662 (19)	−0.0006 (14)	0.0184 (15)	−0.0024 (15)
C33	0.077 (2)	0.0436 (18)	0.102 (3)	−0.0019 (16)	0.036 (2)	0.0034 (19)
C34	0.079 (2)	0.057 (2)	0.085 (3)	0.0135 (18)	0.034 (2)	0.0272 (19)
C35	0.091 (2)	0.070 (2)	0.064 (2)	0.0026 (19)	0.0126 (18)	0.0156 (18)
C36	0.080 (2)	0.0513 (18)	0.0578 (19)	−0.0056 (16)	0.0048 (16)	0.0084 (15)

Geometric parameters (Å, º)

C1—O1	1.44 (2)	O2'—H02'	0.8200
C1—C2	1.496 (12)	P1—O11	1.4838 (18)
C1—C6	1.502 (13)	P1—C21	1.796 (3)
C1—H1	0.9800	P1—C31	1.802 (3)
C2—O2	1.38 (3)	P1—C11	1.806 (3)
C2—C3	1.510 (13)	C11—C16	1.379 (4)
C2—H2	0.9800	C11—C12	1.395 (4)
C3—C4	1.512 (16)	C12—C13	1.375 (4)
C3—H3A	0.9700	C12—H12	0.9300
C3—H3B	0.9700	C13—C14	1.364 (5)
C4—C5	1.507 (15)	C13—H13	0.9300
C4—H4A	0.9700	C14—C15	1.380 (5)
C4—H4B	0.9700	C14—H14	0.9300
C5—C6	1.511 (13)	C15—C16	1.388 (4)
C5—H5A	0.9700	C15—H15	0.9300
C5—H5B	0.9700	C16—H16	0.9300
C6—H6A	0.9700	C21—C26	1.374 (4)
C6—H6B	0.9700	C21—C22	1.375 (4)
O1—H01	0.8200	C22—C23	1.391 (5)
O2—H02	0.8200	C22—H22	0.9300
C1'—O1'	1.450 (18)	C23—C24	1.353 (5)
C1'—C6'	1.499 (12)	C23—H23	0.9300
C1'—C2'	1.500 (10)	C24—C25	1.340 (5)
C1'—H1'	0.9800	C24—H24	0.9300
C2'—O2'	1.36 (3)	C25—C26	1.392 (4)
C2'—C3'	1.515 (12)	C25—H25	0.9300
C2'—H2'	0.9800	C26—H26	0.9300
C3'—C4'	1.515 (15)	C31—C32	1.382 (4)
C3'—H3'A	0.9700	C31—C36	1.382 (4)
C3'—H3'B	0.9700	C32—C33	1.387 (4)
C4'—C5'	1.514 (14)	C32—H32	0.9300
C4'—H4'A	0.9700	C33—C34	1.364 (4)
C4'—H4'B	0.9700	C33—H33	0.9300
C5'—C6'	1.515 (12)	C34—C35	1.368 (5)
C5'—H5'A	0.9700	C34—H34	0.9300
C5'—H5'B	0.9700	C35—C36	1.376 (4)
C6'—H6'A	0.9700	C35—H35	0.9300
C6'—H6'B	0.9700	C36—H36	0.9300
O1'—H01'	0.8200
O1—C1—C2	107.5 (11)	C1'—C6'—H6'A	109.3
O1—C1—C6	111.3 (12)	C5'—C6'—H6'A	109.3
C2—C1—C6	112.3 (12)	C1'—C6'—H6'B	109.3
O1—C1—H1	108.6	C5'—C6'—H6'B	109.3
C2—C1—H1	108.6	H6'A—C6'—H6'B	107.9
C6—C1—H1	108.6	C1'—O1'—H01'	109.5
O2—C2—C1	114 (2)	C2'—O2'—H02'	109.5
O2—C2—C3	120.1 (16)	O11—P1—C21	113.36 (12)
C1—C2—C3	111.0 (11)	O11—P1—C31	111.58 (12)
O2—C2—H2	102.9	C21—P1—C31	106.87 (12)
C1—C2—H2	102.9	O11—P1—C11	112.05 (11)
C3—C2—H2	102.9	C21—P1—C11	105.93 (12)
C2—C3—C4	111.5 (15)	C31—P1—C11	106.60 (12)
C2—C3—H3A	109.3	C16—C11—C12	119.3 (3)
C4—C3—H3A	109.3	C16—C11—P1	123.6 (2)
C2—C3—H3B	109.3	C12—C11—P1	117.1 (2)
C4—C3—H3B	109.3	C13—C12—C11	120.1 (3)
H3A—C3—H3B	108.0	C13—C12—H12	120.0
C5—C4—C3	112.6 (16)	C11—C12—H12	120.0
C5—C4—H4A	109.1	C14—C13—C12	120.4 (3)
C3—C4—H4A	109.1	C14—C13—H13	119.8
C5—C4—H4B	109.1	C12—C13—H13	119.8
C3—C4—H4B	109.1	C13—C14—C15	120.3 (3)
H4A—C4—H4B	107.8	C13—C14—H14	119.8
C4—C5—C6	110.4 (12)	C15—C14—H14	119.8
C4—C5—H5A	109.6	C14—C15—C16	119.8 (3)
C6—C5—H5A	109.6	C14—C15—H15	120.1
C4—C5—H5B	109.6	C16—C15—H15	120.1
C6—C5—H5B	109.6	C11—C16—C15	120.1 (3)
H5A—C5—H5B	108.1	C11—C16—H16	119.9
C1—C6—C5	111.8 (13)	C15—C16—H16	119.9
C1—C6—H6A	109.3	C26—C21—C22	117.7 (3)
C5—C6—H6A	109.3	C26—C21—P1	123.3 (2)
C1—C6—H6B	109.3	C22—C21—P1	118.9 (2)
C5—C6—H6B	109.3	C21—C22—C23	120.8 (3)
H6A—C6—H6B	107.9	C21—C22—H22	119.6
O1'—C1'—C6'	108.9 (10)	C23—C22—H22	119.6
O1'—C1'—C2'	110.4 (10)	C24—C23—C22	120.3 (4)
C6'—C1'—C2'	111.7 (10)	C24—C23—H23	119.9
O1'—C1'—H1'	108.6	C22—C23—H23	119.9
C6'—C1'—H1'	108.6	C25—C24—C23	119.9 (3)
C2'—C1'—H1'	108.6	C25—C24—H24	120.1
O2'—C2'—C1'	118.4 (13)	C23—C24—H24	120.1
O2'—C2'—C3'	114.5 (18)	C24—C25—C26	120.7 (4)
C1'—C2'—C3'	109.9 (10)	C24—C25—H25	119.6
O2'—C2'—H2'	104.1	C26—C25—H25	119.6
C1'—C2'—H2'	104.1	C21—C26—C25	120.6 (3)
C3'—C2'—H2'	104.1	C21—C26—H26	119.7
C4'—C3'—C2'	111.9 (13)	C25—C26—H26	119.7
C4'—C3'—H3'A	109.2	C32—C31—C36	118.2 (3)
C2'—C3'—H3'A	109.2	C32—C31—P1	118.2 (2)
C4'—C3'—H3'B	109.2	C36—C31—P1	123.6 (2)
C2'—C3'—H3'B	109.2	C31—C32—C33	120.6 (3)
H3'A—C3'—H3'B	107.9	C31—C32—H32	119.7
C5'—C4'—C3'	109.7 (14)	C33—C32—H32	119.7
C5'—C4'—H4'A	109.7	C34—C33—C32	120.3 (3)
C3'—C4'—H4'A	109.7	C34—C33—H33	119.9
C5'—C4'—H4'B	109.7	C32—C33—H33	119.9
C3'—C4'—H4'B	109.7	C33—C34—C35	119.7 (3)
H4'A—C4'—H4'B	108.2	C33—C34—H34	120.2
C4'—C5'—C6'	111.3 (11)	C35—C34—H34	120.2
C4'—C5'—H5'A	109.4	C34—C35—C36	120.4 (3)
C6'—C5'—H5'A	109.4	C34—C35—H35	119.8
C4'—C5'—H5'B	109.4	C36—C35—H35	119.8
C6'—C5'—H5'B	109.4	C35—C36—C31	120.8 (3)
H5'A—C5'—H5'B	108.0	C35—C36—H36	119.6
C1'—C6'—C5'	111.7 (12)	C31—C36—H36	119.6
O1—C1—C2—O2	42.9 (19)	C13—C14—C15—C16	−0.6 (5)
C6—C1—C2—O2	165.6 (17)	C12—C11—C16—C15	1.6 (4)
O1—C1—C2—C3	−177.5 (13)	P1—C11—C16—C15	−177.4 (2)
C6—C1—C2—C3	−55 (2)	C14—C15—C16—C11	−0.8 (4)
O2—C2—C3—C4	−169 (2)	O11—P1—C21—C26	−115.1 (3)
C1—C2—C3—C4	54 (3)	C31—P1—C21—C26	8.3 (3)
C2—C3—C4—C5	−54 (3)	C11—P1—C21—C26	121.6 (3)
C3—C4—C5—C6	54 (3)	O11—P1—C21—C22	62.3 (3)
O1—C1—C6—C5	176.1 (13)	C31—P1—C21—C22	−174.4 (2)
C2—C1—C6—C5	56 (2)	C11—P1—C21—C22	−61.0 (3)
C4—C5—C6—C1	−54 (3)	C26—C21—C22—C23	0.8 (5)
O1'—C1'—C2'—O2'	−49 (2)	P1—C21—C22—C23	−176.7 (3)
C6'—C1'—C2'—O2'	−170 (2)	C21—C22—C23—C24	0.4 (6)
O1'—C1'—C2'—C3'	177.2 (10)	C22—C23—C24—C25	−1.5 (6)
C6'—C1'—C2'—C3'	55.9 (18)	C23—C24—C25—C26	1.2 (6)
O2'—C2'—C3'—C4'	166.5 (17)	C22—C21—C26—C25	−1.1 (5)
C1'—C2'—C3'—C4'	−57 (2)	P1—C21—C26—C25	176.3 (3)
C2'—C3'—C4'—C5'	57 (3)	C24—C25—C26—C21	0.1 (6)
C3'—C4'—C5'—C6'	−55 (2)	O11—P1—C31—C32	21.9 (2)
O1'—C1'—C6'—C5'	−177.5 (12)	C21—P1—C31—C32	−102.5 (2)
C2'—C1'—C6'—C5'	−55 (2)	C11—P1—C31—C32	144.5 (2)
C4'—C5'—C6'—C1'	55 (2)	O11—P1—C31—C36	−157.2 (2)
O11—P1—C11—C16	−158.2 (2)	C21—P1—C31—C36	78.4 (3)
C21—P1—C11—C16	−34.1 (2)	C11—P1—C31—C36	−34.5 (3)
C31—P1—C11—C16	79.5 (2)	C36—C31—C32—C33	0.7 (4)
O11—P1—C11—C12	22.8 (2)	P1—C31—C32—C33	−178.4 (2)
C21—P1—C11—C12	146.9 (2)	C31—C32—C33—C34	−0.1 (4)
C31—P1—C11—C12	−99.5 (2)	C32—C33—C34—C35	−1.2 (5)
C16—C11—C12—C13	−1.0 (4)	C33—C34—C35—C36	2.0 (5)
P1—C11—C12—C13	178.0 (2)	C34—C35—C36—C31	−1.5 (5)
C11—C12—C13—C14	−0.3 (4)	C32—C31—C36—C35	0.1 (4)
C12—C13—C14—C15	1.1 (5)	P1—C31—C36—C35	179.2 (2)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1′—H01′···O1′^i	0.82	1.91	2.70 (3)	160
O2′—H02′···O1′^ii	0.82	2.31	3.05 (3)	150

Symmetry codes: (i) −x, y, −z+1/2; (ii) −x, −y+1, −z.