The title compound C22H35O3P features a tetra-hedral P atom bonded to a phenyl ring a hydroxy-cyclo-hexyl unit and the O atom of a menthyl group. by a mixture of independent and constrained refinement Δρmax = 0.16 e ??3 Δρmin = ?0.24 e ??3 Absolute structure: Flack (1983 ?) 1685 Friedel pairs Flack parameter: 0.14 (10) Data collection: (Siemens 1996 ?); cell refinement: (Siemens 1996 ?); data reduction: (Sheldrick 2008 ?); program(s) used to refine structure: (Sheldrick 2008 ?); molecular graphics: (Sheldrick 2008 ?); software used to prepare material for publication: and the four groups around the P atom form an irregular tetrahedron as found in = 378.47= 10.1808 (11) ?θ = 2.5-24.8°= 11.0611 (13) ?μ = 0.14 mm?1= 10.4207 (12) ?= 298 Kβ = 106.201 (1)°Block colorless= 1126.9 (2) ?30.42 × 0.32 × 0.26 mm= 2 View it in a separate window Data collection Siemens SMART CCD area-detector diffractometer3787 independent reflectionsRadiation source: fine-focus sealed tube3248 reflections with > 2σ(= ?8→12= ?13→135667 measured reflections= DCN ?12→10 View it in a separate window Refinement Refinement on = 1/[σ2(= (= 1.06(Δ/σ)max = 0.0013787 reflectionsΔρmax = 0.16 e ??3263 parametersΔρmin = ?0.24 e ??31 restraintAbsolute structure: Flack (1983) 1685 Friedel pairs0 constraintsFlack parameter: 0.14 (10)Primary atom site location: structure-invariant direct methods View it in a separate window Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (?2) xyzUiso*/UeqOcc. (<1)O10.95710 (16)0.72151 (14)0.74639 (14)0.0404 (4)O20.97738 (18)0.87366 (15)0.56708 (17)0.0462 (4)O30.8831 (2)0.52789 (16)0.54628 (18)0.0454 (5)H30.930 (3)0.488 (3)0.520 (3)0.056 (10)*P10.99001 (6)0.74570 (6)0.60864 (6)0.03512 (16)C11.1586 (3)0.6871 (2)0.6245 (2)0.0410 (6)C21.2450 (3)0.7469 (3)0.5653 (3)0.0561 (7)H21.21590.81810.51840.067*C31.3736 (4)0.7031 (3)0.5743 (4)0.0805 (11)H3A1.43170.74560.53590.097*C41.4161 (3)0.5965 (4)0.6402 (4)0.0815 (11)H41.50200.56570.64380.098*C51.3327 (3)0.5355 (3)0.7005 (4)0.0720 BIIB-024 (9)H51.36260.46410.74650.086*C61.2035 (3)0.5802 (3)0.6929 (3)0.0551 (7)H61.14660.53860.73360.066*C70.8846 (3)0.8021 (3)0.9295 (3)0.0561 (7)H70.88560.71920.96280.067*C80.9937 (3)0.8099 (3)0.8559 (2)0.0452 (6)H80.99260.89120.81810.054*C91.1352 (3)0.7835 (3)0.9449 (3)0.0571 BIIB-024 (8)H9A1.20090.79270.89370.068*H9B1.13910.70040.97520.068*C101.1745 (3)0.8673 (3)1.0659 (3)0.0697 (9)H101.17550.95041.03360.084*C111.0682 (4)0.8595 (4)1.1413 (3)0.0788 (10)H11A1.09020.91701.21450.095*H11B1.06990.77911.17910.095*C120.9261 (4)0.8856 (4)1.0522 (3)0.0797 (11)H12A0.92220.96891.02220.096*H12B0.86080.87631.10370.096*C130.7400 (3)0.8263 (4)0.8383 (3)0.0776 (11)H130.71660.75640.77860.093*C140.627 (3)0.8350 (16)0.911 (3)0.095 (5)0.50H14A0.63350.91140.95590.143*0.50H14B0.63810.77070.97490.143*0.50H14C0.53880.82820.84670.143*0.50C150.714 (4)0.938 (4)0.748 (3)0.108 (6)0.50H15A0.77450.93660.69200.162*0.50H15B0.73021.00940.80220.162*0.50H15C0.62090.93710.69340.162*0.50C14’0.635 (3)0.7783 (17)0.912 (3)0.095 (5)0.50H14D0.64740.82160.99440.143*0.50H14E0.65070.69360.93060.143*0.50H14F0.54380.79030.85620.143*0.50C15’0.735 (4)0.959 (4)0.789 (3)0.108 (6)0.50H15D0.74741.01230.86420.162*0.50H15E0.64730.97400.72660.162*0.50H15R0.80570.97170.74670.162*0.50C161.3180 (4)0.8374 (5)1.1542 (4)0.1122 (16)H16A1.32060.75491.18330.168*H16B1.34030.88991.23060.168*H16C1.38310.84871.10400.168*C170.8687 (2)0.6464 (2)0.4925 (2)0.0352 (5)C180.8980 (3)0.6531 (2)0.3562 (2)0.0448 (6)H18A0.89930.73720.33010.054*H18B0.98770.61920.36380.054*C190.7919 (3)0.5853 (3)0.2483 (3)0.0588 (8)H19A0.81040.59730.16280.071*H19B0.79870.49950.26810.071*C200.6479 (3)0.6285 (3)0.2392 (3)0.0709 (9)H20A0.63800.71230.21050.085*H20B0.58230.58070.17330.085*C210.6187 (3)0.6171 (3)0.3728 (3)0.0657 (9)H21A0.62230.53260.39830.079*H21B0.52720.64670.36540.079*C220.7219 (3)0.6887 (3)0.4808 (3)0.0492 (7)H22A0.70220.67770.56600.059*H22B0.71360.77410.45900.059* View it in a separate window BIIB-024 Atomic BIIB-024 displacement parameters (?2) U11U22U33U12U13U23O10.0456 (9)0.0393 (11)0.0388 (8)?0.0032 (8)0.0161 (7)?0.0047 (7)O20.0508 (11)0.0335 (10)0.0567 (10)?0.0007 (8)0.0190 (8)0.0038 (8)O30.0580 (12)0.0339 (10)0.0494 (11)?0.0026 (9)0.0233 (9)?0.0016 (8)P10.0363 (3)0.0318 (3)0.0396 (3)?0.0007 (3)0.0144 (2)0.0000 (3)C10.0396 (14)0.0410 (14)0.0434 (14)0.0005 (11)0.0132 (11)?0.0020 (12)C20.0513 (15)0.0501.