data_09206 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H27 O P' _chemical_formula_weight 350.42 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 9.2517(8) _cell_length_b 10.7629(10) _cell_length_c 19.7165(17) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1963.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 101(2) _cell_measurement_reflns_used 9545 _cell_measurement_theta_min 2.16 _cell_measurement_theta_max 30.48 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.186 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 752 _exptl_absorpt_coefficient_mu 0.147 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9502 _exptl_absorpt_correction_T_max 0.9739 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2009)' _exptl_special_details ; 'Siemens three-circle diffractometer, Bruker APEX CCD' ; _diffrn_ambient_temperature 101(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart APEX CCD' _diffrn_measurement_method 'omega and phi scans' _diffrn_detector_area_resol_mean 8.3 _diffrn_reflns_number 50140 _diffrn_reflns_av_R_equivalents 0.0424 _diffrn_reflns_av_sigmaI/netI 0.0220 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 29.57 _reflns_number_total 5508 _reflns_number_gt 5036 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 v2009.3.0 (Bruker-AXS, 2009)' _computing_cell_refinement 'SAINT 7.46A (Bruker-AXS, 2009)' _computing_data_reduction 'SAINT 7.46A (Bruker-AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0618P)^2^+0.4272P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.08(8) _refine_ls_number_reflns 5508 _refine_ls_number_parameters 291 _refine_ls_number_restraints 205 _refine_ls_R_factor_all 0.0447 _refine_ls_R_factor_gt 0.0395 _refine_ls_wR_factor_ref 0.1067 _refine_ls_wR_factor_gt 0.1024 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.055 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.20056(17) 0.10165(15) 0.83344(7) 0.0265(3) Uani 1 1 d D A . C2 C 0.20913(18) 0.23306(15) 0.82234(8) 0.0299(3) Uani 1 1 d . . . H2 H 0.1413 0.2716 0.7929 0.036 Uiso 1 1 calc R . . C3 C 0.31269(18) 0.30461(15) 0.85311(8) 0.0289(3) Uani 1 1 d . . . H3 H 0.3176 0.3911 0.8437 0.035 Uiso 1 1 calc R . . C4 C 0.41207(16) 0.25055(14) 0.89864(7) 0.0261(3) Uani 1 1 d . . . C5 C 0.51784(19) 0.32434(16) 0.93267(9) 0.0319(3) Uani 1 1 d . . . H5 H 0.5250 0.4106 0.9229 0.038 Uiso 1 1 calc R . . C6 C 0.6090(2) 0.27177(18) 0.97922(10) 0.0394(4) Uani 1 1 d . . . H6 H 0.6787 0.3217 1.0018 0.047 Uiso 1 1 calc R . . C7 C 0.5997(2) 0.14431(18) 0.99361(9) 0.0367(4) Uani 1 1 d . . . H7 H 0.6630 0.1088 1.0262 0.044 Uiso 1 1 calc R . . C8 C 0.50061(18) 0.07030(16) 0.96129(8) 0.0302(3) Uani 1 1 d . . . H8 H 0.4970 -0.0159 0.9715 0.036 Uiso 1 1 calc R . . C9 C 0.40318(16) 0.12073(14) 0.91277(7) 0.0254(3) Uani 1 1 d . . . C10 C 0.29587(17) 0.04559(14) 0.87887(7) 0.0258(3) Uani 1 1 d . . . C11 C 0.29429(17) -0.08998(15) 0.89777(7) 0.0273(3) Uani 1 1 d . . . C12 C 0.2163(2) -0.12791(16) 0.95517(8) 0.0330(3) Uani 1 1 d . . . H12 H 0.1554 -0.0703 0.9778 0.040 Uiso 1 1 calc R . . C13 C 0.2274(2) -0.24932(17) 0.97931(9) 0.0377(4) Uani 1 1 d . . . H13 H 0.1745 -0.2742 1.0183 0.045 Uiso 1 1 calc R . . C14 C 0.3157(2) -0.33327(16) 0.94610(9) 0.0371(4) Uani 1 1 d . . . H14 H 0.3240 -0.4160 0.9624 0.044 Uiso 1 1 calc R . . C15 C 0.3919(2) -0.29675(16) 0.88924(9) 0.0351(4) Uani 1 1 d . . . H15 H 0.4517 -0.3556 0.8668 0.042 Uiso 1 1 calc R . . C16 C 0.38367(18) -0.17541(16) 0.86364(8) 0.0305(3) Uani 1 1 d . . . C17 C 0.4652(2) -0.13866(18) 0.80123(10) 0.0418(4) Uani 1 1 d . . . H17A H 0.3982 -0.1327 0.7629 0.063 Uiso 1 1 calc R . . H17B H 0.5391 -0.2013 0.7913 0.063 Uiso 1 1 calc R . . H17C H 0.5116 -0.0580 0.8086 0.063 Uiso 1 1 calc R . . O1 O 0.1036(3) -0.12111(19) 0.77803(16) 0.0282(5) Uani 0.751(4) 1 d PDU A 1 O1A O 0.0552(9) -0.1134(6) 0.7867(5) 0.0360(17) Uani 0.249(4) 1 d PDU A 2 P1 P 0.06762(4) 0.01606(4) 0.782873(19) 0.02698(10) Uani 1 1 d DU . . C18 C -0.1127(2) 0.0329(2) 0.81964(10) 0.0285(5) Uani 0.751(4) 1 d PDU A 1 H18 H -0.1819 -0.0052 0.7867 0.034 Uiso 0.751(4) 1 calc PR A 1 C19 C -0.1612(3) 0.1672(2) 0.83005(15) 0.0431(7) Uani 0.751(4) 1 d PDU A 1 H19A H -0.1522 0.2128 0.7872 0.065 Uiso 0.751(4) 1 calc PR A 1 H19B H -0.1004 0.2065 0.8646 0.065 Uiso 0.751(4) 1 calc PR A 1 H19C H -0.2623 0.1684 0.8450 0.065 Uiso 0.751(4) 1 calc PR A 1 C20 C -0.1258(3) -0.0418(2) 0.88564(12) 0.0375(6) Uani 0.751(4) 1 d PDU A 1 H20A H -0.0944 -0.1275 0.8776 0.056 Uiso 0.751(4) 1 calc PR A 1 H20B H -0.2267 -0.0416 0.9008 0.056 Uiso 0.751(4) 1 calc PR A 1 H20C H -0.0647 -0.0040 0.9206 0.056 Uiso 0.751(4) 1 calc PR A 1 C21 C 0.0757(4) 0.0939(3) 0.70162(16) 0.0254(6) Uani 0.751(4) 1 d PDU A 1 H21 H 0.0524 0.1840 0.7074 0.030 Uiso 0.751(4) 1 calc PR A 1 C22 C -0.0287(7) 0.0349(6) 0.6504(3) 0.0605(18) Uani 0.751(4) 1 d PDU A 1 H22A H -0.1281 0.0430 0.6670 0.091 Uiso 0.751(4) 1 calc PR A 1 H22B H -0.0050 -0.0532 0.6448 0.091 Uiso 0.751(4) 1 calc PR A 1 H22C H -0.0196 0.0774 0.6066 0.091 Uiso 0.751(4) 1 calc PR A 1 C23 C 0.2292(4) 0.0793(3) 0.67243(19) 0.0326(6) Uani 0.751(4) 1 d PDU A 1 H23A H 0.2992 0.1170 0.7035 0.049 Uiso 0.751(4) 1 calc PR A 1 H23B H 0.2346 0.1208 0.6283 0.049 Uiso 0.751(4) 1 calc PR A 1 H23C H 0.2514 -0.0091 0.6669 0.049 Uiso 0.751(4) 1 calc PR A 1 C18A C -0.0959(7) 0.1103(8) 0.8113(4) 0.0395(17) Uani 0.249(4) 1 d PDU A 2 H18A H -0.0748 0.2004 0.8040 0.047 Uiso 0.249(4) 1 calc PR A 2 C19A C -0.1109(11) 0.0873(16) 0.8857(5) 0.087(4) Uani 0.249(4) 1 d PDU A 2 H19D H -0.0211 0.1110 0.9087 0.130 Uiso 0.249(4) 1 calc PR A 2 H19E H -0.1302 -0.0010 0.8936 0.130 Uiso 0.249(4) 1 calc PR A 2 H19F H -0.1911 0.1370 0.9036 0.130 Uiso 0.249(4) 1 calc PR A 2 C20A C -0.2326(8) 0.0765(8) 0.7716(6) 0.056(2) Uani 0.249(4) 1 d PDU A 2 H20D H -0.2170 0.0927 0.7233 0.085 Uiso 0.249(4) 1 calc PR A 2 H20E H -0.3137 0.1269 0.7879 0.085 Uiso 0.249(4) 1 calc PR A 2 H20F H -0.2546 -0.0117 0.7783 0.085 Uiso 0.249(4) 1 calc PR A 2 C21A C 0.0935(16) 0.0736(15) 0.6932(6) 0.052(3) Uani 0.249(4) 1 d PDU A 2 H21A H 0.0937 0.1664 0.6954 0.063 Uiso 0.249(4) 1 calc PR A 2 C22A C -0.0395(17) 0.0369(8) 0.6545(7) 0.033(2) Uani 0.249(4) 1 d PDU A 2 H22D H -0.1238 0.0792 0.6738 0.050 Uiso 0.249(4) 1 calc PR A 2 H22E H -0.0530 -0.0532 0.6576 0.050 Uiso 0.249(4) 1 calc PR A 2 H22F H -0.0284 0.0608 0.6068 0.050 Uiso 0.249(4) 1 calc PR A 2 C23A C 0.2434(18) 0.034(2) 0.6668(9) 0.112(7) Uani 0.249(4) 1 d PDU A 2 H23D H 0.3183 0.0659 0.6975 0.168 Uiso 0.249(4) 1 calc PR A 2 H23E H 0.2585 0.0690 0.6213 0.168 Uiso 0.249(4) 1 calc PR A 2 H23F H 0.2489 -0.0564 0.6647 0.168 Uiso 0.249(4) 1 calc PR A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0259(7) 0.0259(7) 0.0278(7) -0.0041(5) -0.0039(5) 0.0033(6) C2 0.0325(8) 0.0280(8) 0.0291(7) -0.0021(6) -0.0070(6) 0.0064(6) C3 0.0326(8) 0.0254(7) 0.0286(7) -0.0039(5) -0.0025(6) 0.0030(6) C4 0.0261(7) 0.0272(7) 0.0251(6) -0.0059(5) 0.0000(5) 0.0040(6) C5 0.0343(8) 0.0275(7) 0.0339(8) -0.0089(6) -0.0051(6) 0.0031(6) C6 0.0391(9) 0.0375(9) 0.0415(9) -0.0161(7) -0.0144(7) 0.0063(7) C7 0.0391(9) 0.0386(9) 0.0325(8) -0.0088(6) -0.0105(6) 0.0115(7) C8 0.0319(8) 0.0306(8) 0.0280(7) -0.0041(6) -0.0036(6) 0.0083(6) C9 0.0242(7) 0.0280(7) 0.0240(6) -0.0054(5) -0.0007(5) 0.0050(5) C10 0.0264(7) 0.0247(7) 0.0262(6) -0.0049(5) -0.0008(5) 0.0053(5) C11 0.0283(7) 0.0263(7) 0.0273(7) -0.0020(5) -0.0037(5) 0.0026(6) C12 0.0381(9) 0.0301(8) 0.0306(7) -0.0027(6) 0.0025(6) 0.0007(7) C13 0.0465(10) 0.0343(9) 0.0323(8) 0.0014(7) 0.0027(7) -0.0051(8) C14 0.0442(10) 0.0275(8) 0.0395(9) 0.0022(6) -0.0069(7) 0.0006(7) C15 0.0387(9) 0.0264(8) 0.0403(9) -0.0016(6) -0.0036(7) 0.0066(7) C16 0.0307(8) 0.0294(8) 0.0314(8) -0.0014(6) -0.0011(6) 0.0065(6) C17 0.0513(11) 0.0355(9) 0.0385(9) 0.0014(7) 0.0127(7) 0.0144(8) O1 0.0308(13) 0.0271(8) 0.0268(9) 0.0019(6) 0.0000(10) -0.0083(7) O1A 0.030(4) 0.042(3) 0.036(4) 0.000(2) -0.006(3) -0.014(3) P1 0.02404(17) 0.0324(2) 0.02445(16) -0.00387(14) -0.00053(13) -0.00100(15) C18 0.0232(9) 0.0306(12) 0.0318(10) 0.0038(8) 0.0017(7) 0.0000(8) C19 0.0365(13) 0.0328(12) 0.0601(16) 0.0096(10) 0.0147(11) 0.0093(10) C20 0.0356(12) 0.0406(14) 0.0361(11) 0.0091(9) 0.0109(9) 0.0059(10) C21 0.0304(13) 0.0204(10) 0.0254(11) -0.0021(7) -0.0052(9) -0.0028(10) C22 0.055(2) 0.086(4) 0.041(2) 0.005(2) -0.026(2) -0.025(2) C23 0.0365(14) 0.0404(13) 0.0209(11) -0.0006(8) 0.0021(10) -0.0046(10) C18A 0.024(3) 0.032(4) 0.062(4) -0.013(3) -0.001(3) -0.003(3) C19A 0.037(4) 0.167(12) 0.057(4) -0.036(6) 0.019(3) 0.016(6) C20A 0.025(3) 0.051(5) 0.093(6) 0.009(4) -0.016(4) -0.003(3) C21A 0.055(5) 0.069(8) 0.033(4) 0.018(5) -0.007(3) 0.017(5) C22A 0.066(6) 0.007(3) 0.027(4) 0.008(3) 0.000(4) -0.005(4) C23A 0.064(6) 0.23(2) 0.039(6) 0.042(11) 0.020(5) 0.026(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C10 1.394(2) . ? C1 C2 1.433(2) . ? C1 P1 1.8317(15) . ? C2 C3 1.371(2) . ? C2 H2 0.9500 . ? C3 C4 1.411(2) . ? C3 H3 0.9500 . ? C4 C9 1.427(2) . ? C4 C5 1.428(2) . ? C5 C6 1.369(2) . ? C5 H5 0.9500 . ? C6 C7 1.403(3) . ? C6 H6 0.9500 . ? C7 C8 1.372(2) . ? C7 H7 0.9500 . ? C8 C9 1.422(2) . ? C8 H8 0.9500 . ? C9 C10 1.445(2) . ? C10 C11 1.506(2) . ? C11 C12 1.403(2) . ? C11 C16 1.408(2) . ? C12 C13 1.395(2) . ? C12 H12 0.9500 . ? C13 C14 1.383(3) . ? C13 H13 0.9500 . ? C14 C15 1.381(3) . ? C14 H14 0.9500 . ? C15 C16 1.402(2) . ? C15 H15 0.9500 . ? C16 C17 1.496(2) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? O1 P1 1.516(2) . ? O1A P1 1.400(6) . ? P1 C21 1.809(3) . ? P1 C18 1.828(2) . ? P1 C21A 1.889(10) . ? P1 C18A 1.906(7) . ? C18 C19 1.528(3) . ? C18 C20 1.534(3) . ? C18 H18 1.0000 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 C22 1.535(5) . ? C21 C23 1.540(4) . ? C21 H21 1.0000 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C18A C19A 1.494(11) . ? C18A C20A 1.531(9) . ? C18A H18A 1.0000 . ? C19A H19D 0.9800 . ? C19A H19E 0.9800 . ? C19A H19F 0.9800 . ? C20A H20D 0.9800 . ? C20A H20E 0.9800 . ? C20A H20F 0.9800 . ? C21A C22A 1.501(14) . ? C21A C23A 1.540(14) . ? C21A H21A 1.0000 . ? C22A H22D 0.9800 . ? C22A H22E 0.9800 . ? C22A H22F 0.9800 . ? C23A H23D 0.9800 . ? C23A H23E 0.9800 . ? C23A H23F 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C10 C1 C2 119.34(14) . . ? C10 C1 P1 123.83(12) . . ? C2 C1 P1 116.77(11) . . ? C3 C2 C1 121.70(14) . . ? C3 C2 H2 119.1 . . ? C1 C2 H2 119.1 . . ? C2 C3 C4 120.37(15) . . ? C2 C3 H3 119.8 . . ? C4 C3 H3 119.8 . . ? C3 C4 C9 119.37(13) . . ? C3 C4 C5 121.09(14) . . ? C9 C4 C5 119.49(14) . . ? C6 C5 C4 120.50(16) . . ? C6 C5 H5 119.7 . . ? C4 C5 H5 119.7 . . ? C5 C6 C7 120.11(16) . . ? C5 C6 H6 119.9 . . ? C7 C6 H6 119.9 . . ? C8 C7 C6 120.98(16) . . ? C8 C7 H7 119.5 . . ? C6 C7 H7 119.5 . . ? C7 C8 C9 120.97(16) . . ? C7 C8 H8 119.5 . . ? C9 C8 H8 119.5 . . ? C8 C9 C4 117.94(14) . . ? C8 C9 C10 122.23(14) . . ? C4 C9 C10 119.83(13) . . ? C1 C10 C9 119.32(14) . . ? C1 C10 C11 124.90(14) . . ? C9 C10 C11 115.76(13) . . ? C12 C11 C16 119.85(15) . . ? C12 C11 C10 119.11(14) . . ? C16 C11 C10 120.58(14) . . ? C13 C12 C11 120.69(16) . . ? C13 C12 H12 119.7 . . ? C11 C12 H12 119.7 . . ? C14 C13 C12 119.60(17) . . ? C14 C13 H13 120.2 . . ? C12 C13 H13 120.2 . . ? C15 C14 C13 120.00(17) . . ? C15 C14 H14 120.0 . . ? C13 C14 H14 120.0 . . ? C14 C15 C16 121.95(16) . . ? C14 C15 H15 119.0 . . ? C16 C15 H15 119.0 . . ? C15 C16 C11 117.92(16) . . ? C15 C16 C17 120.98(15) . . ? C11 C16 C17 121.09(15) . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? O1A P1 O1 18.7(3) . . ? O1A P1 C21 120.8(4) . . ? O1 P1 C21 112.69(15) . . ? O1A P1 C18 90.1(3) . . ? O1 P1 C18 108.77(12) . . ? C21 P1 C18 110.06(14) . . ? O1A P1 C1 121.8(4) . . ? O1 P1 C1 112.11(13) . . ? C21 P1 C1 102.79(12) . . ? C18 P1 C1 110.32(9) . . ? O1A P1 C21A 112.8(6) . . ? O1 P1 C21A 103.4(5) . . ? C21 P1 C21A 9.6(5) . . ? C18 P1 C21A 117.0(5) . . ? C1 P1 C21A 105.0(5) . . ? O1A P1 C18A 116.6(4) . . ? O1 P1 C18A 135.3(3) . . ? C21 P1 C18A 92.7(3) . . ? C18 P1 C18A 26.6(2) . . ? C1 P1 C18A 96.1(2) . . ? C21A P1 C18A 101.6(5) . . ? C19 C18 C20 111.01(19) . . ? C19 C18 P1 114.52(17) . . ? C20 C18 P1 110.90(15) . . ? C19 C18 H18 106.6 . . ? C20 C18 H18 106.6 . . ? P1 C18 H18 106.6 . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C18 C20 H20A 109.5 . . ? C18 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C18 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C22 C21 C23 107.0(4) . . ? C22 C21 P1 111.5(3) . . ? C23 C21 P1 108.8(3) . . ? C22 C21 H21 109.9 . . ? C23 C21 H21 109.9 . . ? P1 C21 H21 109.9 . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C21 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C19A C18A C20A 112.7(8) . . ? C19A C18A P1 105.9(6) . . ? C20A C18A P1 112.3(5) . . ? C19A C18A H18A 108.6 . . ? C20A C18A H18A 108.6 . . ? P1 C18A H18A 108.6 . . ? C18A C19A H19D 109.5 . . ? C18A C19A H19E 109.5 . . ? H19D C19A H19E 109.5 . . ? C18A C19A H19F 109.5 . . ? H19D C19A H19F 109.5 . . ? H19E C19A H19F 109.5 . . ? C18A C20A H20D 109.5 . . ? C18A C20A H20E 109.5 . . ? H20D C20A H20E 109.5 . . ? C18A C20A H20F 109.5 . . ? H20D C20A H20F 109.5 . . ? H20E C20A H20F 109.5 . . ? C22A C21A C23A 119.6(14) . . ? C22A C21A P1 106.6(9) . . ? C23A C21A P1 110.0(10) . . ? C22A C21A H21A 106.6 . . ? C23A C21A H21A 106.6 . . ? P1 C21A H21A 106.6 . . ? C21A C22A H22D 109.5 . . ? C21A C22A H22E 109.5 . . ? H22D C22A H22E 109.5 . . ? C21A C22A H22F 109.5 . . ? H22D C22A H22F 109.5 . . ? H22E C22A H22F 109.5 . . ? C21A C23A H23D 109.5 . . ? C21A C23A H23E 109.5 . . ? H23D C23A H23E 109.5 . . ? C21A C23A H23F 109.5 . . ? H23D C23A H23F 109.5 . . ? H23E C23A H23F 109.5 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 29.57 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.439 _refine_diff_density_min -0.239 _refine_diff_density_rms 0.046