# Supplementary Material (ESI) for Organic & Biomolecular Chemistry # This journal is (c) The Royal Society of Chemistry 2009 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_mr_mr029d2_0m _database_code_depnum_ccdc_archive 'CCDC 745848' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H36 O5 P2' _chemical_formula_weight 466.47 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 Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 24.1936(6) _cell_length_b 9.7612(2) _cell_length_c 24.6066(6) _cell_angle_alpha 90.00 _cell_angle_beta 114.9020(10) _cell_angle_gamma 90.00 _cell_volume 5270.8(2) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 9893 _cell_measurement_theta_min 2.28 _cell_measurement_theta_max 25.07 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.29 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.176 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2000 _exptl_absorpt_coefficient_mu 0.194 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9121 _exptl_absorpt_correction_T_max 0.9631 _exptl_absorpt_process_details 'Bruker SAINT' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 83488 _diffrn_reflns_av_R_equivalents 0.0448 _diffrn_reflns_av_sigmaI/netI 0.0388 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 31 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 0.99 _diffrn_reflns_theta_max 27.50 _reflns_number_total 12032 _reflns_number_gt 7470 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0827P)^2^+0.0000P] 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_number_reflns 12032 _refine_ls_number_parameters 579 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0945 _refine_ls_R_factor_gt 0.0518 _refine_ls_wR_factor_ref 0.1586 _refine_ls_wR_factor_gt 0.1426 _refine_ls_goodness_of_fit_ref 1.109 _refine_ls_restrained_S_all 1.109 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.001 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 P1A P 0.85065(2) 0.17103(5) 0.51319(2) 0.04676(15) Uani 1 1 d . . . P2A P 0.75520(3) 0.20471(6) 0.34484(3) 0.05389(17) Uani 1 1 d . A . O11A O 0.84289(6) 0.12852(14) 0.44722(6) 0.0475(3) Uani 1 1 d . A . O12A O 0.79865(7) 0.13553(17) 0.52619(7) 0.0709(5) Uani 1 1 d . . . O13A O 0.81415(9) 0.42972(18) 0.48592(8) 0.0940(7) Uani 1 1 d . . . H13B H 0.7988 0.4095 0.4503 0.141 Uiso 1 1 calc R . . O21A O 0.69196(7) 0.13883(18) 0.30445(8) 0.0759(5) Uani 1 1 d . . . O22A O 0.75332(8) 0.33999(16) 0.37028(7) 0.0725(5) Uani 1 1 d . . . C1A C 0.78637(9) 0.0724(2) 0.40237(8) 0.0471(5) Uani 1 1 d . . . H1A H 0.7580 0.0575 0.4208 0.057 Uiso 1 1 calc R A . C2A C 0.79928(10) -0.0636(2) 0.38070(9) 0.0516(5) Uani 1 1 d . A . H2A1 H 0.8303 -0.0499 0.3660 0.062 Uiso 1 1 calc R . . H2A2 H 0.7625 -0.0942 0.3472 0.062 Uiso 1 1 calc R . . C3A C 0.82065(12) -0.1772(2) 0.42815(10) 0.0606(6) Uani 1 1 d . . . H3A H 0.8553 -0.1415 0.4633 0.073 Uiso 1 1 calc R A . C4A C 0.84324(14) -0.2999(2) 0.40464(12) 0.0825(8) Uani 1 1 d . A . H4A1 H 0.8110 -0.3328 0.3684 0.124 Uiso 1 1 calc R . . H4A2 H 0.8558 -0.3715 0.4342 0.124 Uiso 1 1 calc R . . H4A3 H 0.8772 -0.2726 0.3966 0.124 Uiso 1 1 calc R . . C5A C 0.77166(16) -0.2182(3) 0.44802(14) 0.0945(9) Uani 1 1 d . A . H5A1 H 0.7635 -0.1431 0.4687 0.142 Uiso 1 1 calc R . . H5A2 H 0.7853 -0.2958 0.4743 0.142 Uiso 1 1 calc R . . H5A3 H 0.7351 -0.2418 0.4136 0.142 Uiso 1 1 calc R . . C11A C 0.92028(11) 0.0896(2) 0.56162(9) 0.0542(6) Uani 1 1 d . . . C12A C 0.92690(15) 0.0359(3) 0.61573(11) 0.0839(9) Uani 1 1 d . . . H12A H 0.8939 0.0342 0.6257 0.101 Uiso 1 1 calc R . . C13A C 0.9842(2) -0.0170(3) 0.65637(14) 0.1076(13) Uani 1 1 d . . . H13A H 0.9896 -0.0517 0.6935 0.129 Uiso 1 1 calc R . . C14A C 1.0312(2) -0.0154(4) 0.6393(2) 0.1259(17) Uani 1 1 d . . . H14A H 1.0684 -0.0523 0.6652 0.151 Uiso 1 1 calc R . . C15A C 1.02602(15) 0.0362(4) 0.58747(18) 0.1187(13) Uani 1 1 d . . . H15A H 1.0593 0.0369 0.5778 0.142 Uiso 1 1 calc R . . C16A C 0.97046(12) 0.0889(3) 0.54809(12) 0.0811(8) Uani 1 1 d . . . H16A H 0.9666 0.1248 0.5117 0.097 Uiso 1 1 calc R . . C21A C 0.79726(9) 0.2095(2) 0.30009(9) 0.0495(5) Uani 1 1 d . . . C22A C 0.78768(11) 0.1155(2) 0.25431(9) 0.0589(6) Uani 1 1 d . A . H22A H 0.7586 0.0470 0.2465 0.071 Uiso 1 1 calc R . . C23A C 0.82096(13) 0.1231(3) 0.22051(11) 0.0733(7) Uani 1 1 d . . . H23A H 0.8144 0.0597 0.1902 0.088 Uiso 1 1 calc R A . C24A C 0.86332(14) 0.2235(3) 0.23181(13) 0.0829(8) Uani 1 1 d . A . H24A H 0.8852 0.2293 0.2086 0.100 Uiso 1 1 calc R . . C25A C 0.87419(13) 0.3156(3) 0.27665(14) 0.0801(8) Uani 1 1 d . . . H25A H 0.9039 0.3824 0.2844 0.096 Uiso 1 1 calc R A . C26A C 0.84118(11) 0.3103(2) 0.31086(11) 0.0671(7) Uani 1 1 d . A . H26A H 0.8484 0.3743 0.3411 0.081 Uiso 1 1 calc R . . C31A C 0.86789(11) 0.3531(2) 0.51588(9) 0.0560(6) Uani 1 1 d . . . H31A H 0.8947 0.3680 0.4956 0.067 Uiso 1 1 calc R . . C32A C 0.89944(11) 0.4084(2) 0.57941(9) 0.0601(6) Uani 1 1 d . . . H32A H 0.9326 0.3470 0.6026 0.072 Uiso 1 1 calc R . . H32B H 0.8706 0.4073 0.5973 0.072 Uiso 1 1 calc R . . C33A C 0.92492(13) 0.5527(2) 0.58444(11) 0.0709(7) Uani 1 1 d . . . H33A H 0.8922 0.6115 0.5571 0.085 Uiso 1 1 calc R . . C34A C 0.94355(15) 0.6070(3) 0.64728(12) 0.0961(10) Uani 1 1 d . . . H34A H 0.9091 0.6050 0.6571 0.144 Uiso 1 1 calc R . . H34B H 0.9578 0.6995 0.6495 0.144 Uiso 1 1 calc R . . H34C H 0.9756 0.5510 0.6751 0.144 Uiso 1 1 calc R . . C35A C 0.97703(18) 0.5611(4) 0.56697(17) 0.1379(16) Uani 1 1 d . . . H35D H 0.9949 0.6507 0.5762 0.207 Uiso 1 1 calc R . . H35E H 0.9625 0.5443 0.5248 0.207 Uiso 1 1 calc R . . H35F H 1.0071 0.4937 0.5888 0.207 Uiso 1 1 calc R . . C41A C 0.64665(19) 0.2163(5) 0.2563(2) 0.0944(15) Uani 0.65 1 d P A 1 H411 H 0.6598 0.3111 0.2616 0.113 Uiso 0.65 1 calc PR A 1 H412 H 0.6477 0.1850 0.2193 0.113 Uiso 0.65 1 calc PR A 1 C41Y C 0.6308(4) 0.1697(10) 0.2945(4) 0.088(3) Uani 0.35 1 d P A 2 H413 H 0.6142 0.0856 0.3025 0.106 Uiso 0.35 1 calc PR A 2 H414 H 0.6338 0.2335 0.3258 0.106 Uiso 0.35 1 calc PR A 2 C42A C 0.5921(2) 0.2150(6) 0.2485(3) 0.226(3) Uani 1 1 d . . . H424 H 0.5551 0.2281 0.2509 0.338 Uiso 0.35 1 d P . . H425 H 0.5874 0.1534 0.2157 0.338 Uiso 0.35 1 d P . . H426 H 0.6074 0.3018 0.2405 0.338 Uiso 0.35 1 d P . . H421 H 0.5911 0.1458 0.2789 0.338 Uiso 0.65 1 d P . . H422 H 0.5700 0.1900 0.2119 0.338 Uiso 0.65 1 d P . . H423 H 0.5849 0.3016 0.2619 0.338 Uiso 0.65 1 d P . . P1B P 0.48182(2) 0.16751(5) 0.64576(2) 0.04554(15) Uani 1 1 d . . . P2B P 0.65181(3) 0.21048(6) 0.74621(2) 0.05017(16) Uani 1 1 d . . . O11B O 0.55090(6) 0.13063(13) 0.65792(5) 0.0458(3) Uani 1 1 d . . . O12B O 0.46373(7) 0.11989(16) 0.69255(7) 0.0630(4) Uani 1 1 d . . . O13B O 0.50548(8) 0.42194(18) 0.68987(8) 0.0796(5) Uani 1 1 d . . . H13C H 0.5424 0.4098 0.7049 0.119 Uiso 1 1 calc R . . O21B O 0.69297(7) 0.14481(16) 0.80868(6) 0.0656(4) Uani 1 1 d . . . O22B O 0.62499(7) 0.34426(15) 0.74892(7) 0.0678(4) Uani 1 1 d . . . C1B C 0.59455(9) 0.0761(2) 0.71505(9) 0.0465(5) Uani 1 1 d . . . H1B H 0.5740 0.0627 0.7415 0.056 Uiso 1 1 calc R . . C2B C 0.61808(9) -0.0611(2) 0.70458(10) 0.0532(5) Uani 1 1 d . . . H2B1 H 0.6519 -0.0890 0.7414 0.064 Uiso 1 1 calc R . . H2B2 H 0.6336 -0.0493 0.6744 0.064 Uiso 1 1 calc R . . C3B C 0.57060(10) -0.1759(2) 0.68454(11) 0.0619(6) Uani 1 1 d . . . H3B H 0.5345 -0.1426 0.6503 0.074 Uiso 1 1 calc R . . C4B C 0.55153(15) -0.2162(3) 0.73361(16) 0.0997(10) Uani 1 1 d . . . H4B1 H 0.5871 -0.2375 0.7695 0.149 Uiso 1 1 calc R . . H4B2 H 0.5255 -0.2951 0.7212 0.149 Uiso 1 1 calc R . . H4B3 H 0.5300 -0.1416 0.7413 0.149 Uiso 1 1 calc R . . C5B C 0.59547(13) -0.3000(3) 0.66411(13) 0.0823(8) Uani 1 1 d . . . H5B1 H 0.6058 -0.2736 0.6319 0.123 Uiso 1 1 calc R . . H5B2 H 0.5650 -0.3706 0.6505 0.123 Uiso 1 1 calc R . . H5B3 H 0.6312 -0.3337 0.6970 0.123 Uiso 1 1 calc R . . C11B C 0.43835(9) 0.0941(2) 0.57340(9) 0.0500(5) Uani 1 1 d . . . C12B C 0.45570(11) 0.1104(3) 0.52696(11) 0.0697(7) Uani 1 1 d . . . H12B H 0.4919 0.1557 0.5339 0.084 Uiso 1 1 calc R . . C13B C 0.42013(13) 0.0604(3) 0.47052(12) 0.0883(9) Uani 1 1 d . . . H13D H 0.4326 0.0715 0.4398 0.106 Uiso 1 1 calc R . . C14B C 0.36696(15) -0.0049(3) 0.45971(14) 0.0912(10) Uani 1 1 d . . . H14B H 0.3430 -0.0381 0.4215 0.109 Uiso 1 1 calc R . . C15B C 0.34833(12) -0.0223(3) 0.50464(15) 0.0840(9) Uani 1 1 d . . . H15B H 0.3119 -0.0670 0.4970 0.101 Uiso 1 1 calc R . . C16B C 0.38436(11) 0.0274(2) 0.56194(12) 0.0676(7) Uani 1 1 d . . . H16B H 0.3719 0.0154 0.5926 0.081 Uiso 1 1 calc R . . C21B C 0.69671(9) 0.2182(2) 0.70451(9) 0.0497(5) Uani 1 1 d . . . C22B C 0.68389(12) 0.3179(3) 0.66052(11) 0.0697(7) Uani 1 1 d . . . H22B H 0.6535 0.3824 0.6541 0.084 Uiso 1 1 calc R . . C23B C 0.71716(18) 0.3198(3) 0.62622(13) 0.0944(10) Uani 1 1 d . . . H23B H 0.7087 0.3853 0.5963 0.113 Uiso 1 1 calc R . . C24B C 0.76254(16) 0.2254(4) 0.63633(15) 0.0937(10) Uani 1 1 d . . . H24B H 0.7844 0.2275 0.6130 0.112 Uiso 1 1 calc R . . C25B C 0.77586(13) 0.1295(3) 0.67971(14) 0.0827(8) Uani 1 1 d . . . H25B H 0.8071 0.0671 0.6865 0.099 Uiso 1 1 calc R . . C26B C 0.74330(10) 0.1247(2) 0.71334(11) 0.0626(6) Uani 1 1 d . . . H26B H 0.7523 0.0578 0.7428 0.075 Uiso 1 1 calc R . . C31B C 0.47866(10) 0.3524(2) 0.63412(10) 0.0549(5) Uani 1 1 d . . . H31B H 0.5018 0.3750 0.6108 0.066 Uiso 1 1 calc R . . C32B C 0.41404(10) 0.4051(2) 0.60061(11) 0.0631(6) Uani 1 1 d . . . H32C H 0.3935 0.3986 0.6269 0.076 Uiso 1 1 calc R . . H32D H 0.3928 0.3454 0.5666 0.076 Uiso 1 1 calc R . . C33B C 0.40844(13) 0.5521(3) 0.57784(13) 0.0794(8) Uani 1 1 d . . . H33B H 0.4322 0.6113 0.6119 0.095 Uiso 1 1 calc R . . C34B C 0.43158(18) 0.5711(4) 0.53119(19) 0.1448(17) Uani 1 1 d . . . H34D H 0.4745 0.5523 0.5480 0.217 Uiso 1 1 calc R . . H34E H 0.4244 0.6638 0.5169 0.217 Uiso 1 1 calc R . . H34F H 0.4107 0.5095 0.4985 0.217 Uiso 1 1 calc R . . C35B C 0.34179(15) 0.5962(3) 0.55360(17) 0.1131(12) Uani 1 1 d . . . H35A H 0.3380 0.6894 0.5401 0.170 Uiso 1 1 calc R . . H35B H 0.3279 0.5889 0.5848 0.170 Uiso 1 1 calc R . . H35C H 0.3175 0.5380 0.5207 0.170 Uiso 1 1 calc R . . C41B C 0.74140(15) 0.2222(4) 0.85427(12) 0.1081(12) Uani 1 1 d . . . H41A H 0.7802 0.1877 0.8574 0.130 Uiso 1 1 calc R . . H41B H 0.7381 0.3171 0.8417 0.130 Uiso 1 1 calc R . . C42B C 0.7411(3) 0.2169(6) 0.90771(17) 0.197(3) Uani 1 1 d . . . H42A H 0.7056 0.2633 0.9066 0.295 Uiso 1 1 calc R . . H42B H 0.7770 0.2607 0.9365 0.295 Uiso 1 1 calc R . . H42C H 0.7403 0.1230 0.9190 0.295 Uiso 1 1 calc R . . 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 P1A 0.0448(3) 0.0507(3) 0.0446(3) -0.0046(2) 0.0186(2) -0.0003(2) P2A 0.0455(3) 0.0578(3) 0.0491(3) 0.0030(2) 0.0109(3) 0.0076(3) O11A 0.0411(8) 0.0571(8) 0.0413(7) -0.0034(6) 0.0144(6) -0.0021(6) O12A 0.0600(10) 0.0943(12) 0.0705(10) -0.0194(9) 0.0393(9) -0.0187(9) O13A 0.0924(14) 0.0624(10) 0.0837(13) -0.0133(9) -0.0054(11) 0.0292(10) O21A 0.0410(9) 0.0928(12) 0.0755(11) 0.0042(9) 0.0066(8) 0.0029(8) O22A 0.0793(12) 0.0643(10) 0.0616(10) 0.0014(8) 0.0175(9) 0.0252(8) C1A 0.0416(11) 0.0560(12) 0.0393(10) -0.0017(9) 0.0127(9) -0.0043(9) C2A 0.0570(13) 0.0510(12) 0.0414(11) -0.0011(9) 0.0154(10) -0.0020(10) C3A 0.0757(16) 0.0546(13) 0.0451(12) 0.0027(10) 0.0191(12) 0.0027(11) C4A 0.110(2) 0.0581(15) 0.0756(17) 0.0036(12) 0.0351(17) 0.0122(15) C5A 0.130(3) 0.0775(19) 0.092(2) 0.0203(16) 0.062(2) 0.0030(18) C11A 0.0623(15) 0.0474(12) 0.0418(11) -0.0016(9) 0.0111(10) 0.0040(10) C12A 0.123(3) 0.0617(15) 0.0573(15) 0.0073(12) 0.0284(16) 0.0048(15) C13A 0.161(4) 0.0655(18) 0.0524(16) 0.0096(13) 0.001(2) 0.014(2) C14A 0.130(4) 0.095(3) 0.090(3) -0.015(2) -0.016(3) 0.037(2) C15A 0.065(2) 0.140(3) 0.111(3) -0.027(2) -0.002(2) 0.028(2) C16A 0.0526(16) 0.102(2) 0.0715(17) -0.0036(15) 0.0091(14) 0.0164(14) C21A 0.0457(12) 0.0475(11) 0.0444(11) 0.0087(9) 0.0083(9) 0.0015(9) C22A 0.0604(15) 0.0605(13) 0.0477(12) 0.0036(10) 0.0148(11) -0.0050(11) C23A 0.0794(19) 0.0862(18) 0.0552(14) 0.0022(13) 0.0294(14) 0.0018(15) C24A 0.084(2) 0.099(2) 0.0764(19) 0.0213(16) 0.0439(17) 0.0073(17) C25A 0.0644(17) 0.0742(18) 0.100(2) 0.0177(16) 0.0330(17) -0.0127(13) C26A 0.0603(15) 0.0563(14) 0.0708(16) 0.0010(11) 0.0139(13) -0.0046(11) C31A 0.0582(14) 0.0501(12) 0.0502(12) -0.0020(9) 0.0134(11) 0.0018(10) C32A 0.0688(16) 0.0567(13) 0.0518(13) -0.0084(10) 0.0223(12) -0.0035(11) C33A 0.0840(19) 0.0663(15) 0.0600(14) -0.0111(12) 0.0279(14) -0.0177(13) C34A 0.126(3) 0.089(2) 0.0760(18) -0.0324(16) 0.0453(19) -0.0318(18) C35A 0.143(3) 0.180(4) 0.121(3) -0.072(3) 0.085(3) -0.093(3) C41A 0.052(3) 0.125(4) 0.081(3) 0.034(3) 0.004(2) -0.004(2) C41Y 0.076(6) 0.116(7) 0.093(6) -0.015(5) 0.057(5) -0.025(5) C42A 0.067(3) 0.202(5) 0.324(8) 0.085(5) 0.000(4) 0.032(3) P1B 0.0408(3) 0.0504(3) 0.0456(3) 0.0004(2) 0.0184(2) 0.0025(2) P2B 0.0451(3) 0.0558(3) 0.0435(3) -0.0059(2) 0.0127(3) -0.0040(2) O11B 0.0379(8) 0.0572(8) 0.0394(7) 0.0012(6) 0.0133(6) 0.0040(6) O12B 0.0595(10) 0.0785(10) 0.0599(9) 0.0107(8) 0.0339(8) 0.0084(8) O13B 0.0725(12) 0.0632(10) 0.0836(12) -0.0233(9) 0.0139(10) 0.0130(9) O21B 0.0589(10) 0.0810(11) 0.0429(8) -0.0004(7) 0.0076(7) -0.0124(8) O22B 0.0569(10) 0.0624(10) 0.0766(11) -0.0221(8) 0.0209(9) -0.0034(8) C1B 0.0393(11) 0.0543(12) 0.0413(10) 0.0024(9) 0.0125(9) 0.0004(9) C2B 0.0444(12) 0.0513(12) 0.0574(13) 0.0007(10) 0.0152(10) 0.0007(9) C3B 0.0442(13) 0.0508(13) 0.0811(16) -0.0028(11) 0.0171(12) -0.0040(10) C4B 0.106(2) 0.0749(18) 0.143(3) -0.0026(19) 0.077(2) -0.0210(17) C5B 0.0750(18) 0.0564(15) 0.104(2) -0.0104(14) 0.0270(17) 0.0022(13) C11B 0.0400(12) 0.0494(12) 0.0543(12) -0.0020(9) 0.0137(10) 0.0042(9) C12B 0.0536(15) 0.0956(18) 0.0559(14) -0.0124(13) 0.0192(12) -0.0072(13) C13B 0.076(2) 0.122(2) 0.0552(15) -0.0193(15) 0.0165(15) 0.0041(18) C14B 0.075(2) 0.096(2) 0.0737(19) -0.0218(16) 0.0035(17) 0.0046(16) C15B 0.0476(15) 0.0689(17) 0.102(2) -0.0106(15) -0.0018(16) -0.0126(12) C16B 0.0504(14) 0.0660(15) 0.0790(16) 0.0012(12) 0.0200(13) -0.0047(11) C21B 0.0454(12) 0.0541(12) 0.0452(11) -0.0063(9) 0.0147(10) -0.0105(10) C22B 0.0776(18) 0.0688(15) 0.0609(14) 0.0013(12) 0.0274(14) -0.0094(13) C23B 0.123(3) 0.101(2) 0.0645(17) 0.0008(16) 0.0440(19) -0.036(2) C24B 0.092(2) 0.122(3) 0.091(2) -0.043(2) 0.062(2) -0.044(2) C25B 0.0622(18) 0.103(2) 0.091(2) -0.0269(18) 0.0402(17) -0.0188(15) C26B 0.0474(14) 0.0708(15) 0.0642(14) -0.0073(12) 0.0183(12) -0.0088(11) C31B 0.0510(13) 0.0505(12) 0.0604(13) -0.0010(10) 0.0206(11) 0.0023(10) C32B 0.0548(14) 0.0596(14) 0.0725(15) 0.0092(11) 0.0246(12) 0.0123(11) C33B 0.0774(18) 0.0675(16) 0.0902(19) 0.0191(14) 0.0321(16) 0.0189(14) C34B 0.122(3) 0.169(4) 0.166(4) 0.100(3) 0.081(3) 0.050(3) C35B 0.096(2) 0.100(2) 0.141(3) 0.040(2) 0.049(2) 0.0493(19) C41B 0.098(2) 0.135(3) 0.0566(17) 0.0015(17) -0.0010(16) -0.043(2) C42B 0.274(7) 0.227(5) 0.073(2) -0.058(3) 0.057(3) -0.116(5) _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 P1A O12A 1.4644(16) . ? P1A O11A 1.6081(14) . ? P1A C11A 1.788(2) . ? P1A C31A 1.820(2) . ? P2A O22A 1.4702(16) . ? P2A O21A 1.5690(17) . ? P2A C21A 1.787(2) . ? P2A C1A 1.828(2) . ? O11A C1A 1.455(2) . ? O13A C31A 1.410(3) . ? O13A H13B 0.8200 . ? O21A C41Y 1.425(9) . ? O21A C41A 1.444(4) . ? C1A C2A 1.511(3) . ? C1A H1A 0.9800 . ? C2A C3A 1.534(3) . ? C2A H2A1 0.9700 . ? C2A H2A2 0.9700 . ? C3A C5A 1.514(4) . ? C3A C4A 1.528(3) . ? C3A H3A 0.9800 . ? C4A H4A1 0.9600 . ? C4A H4A2 0.9600 . ? C4A H4A3 0.9600 . ? C5A H5A1 0.9600 . ? C5A H5A2 0.9600 . ? C5A H5A3 0.9600 . ? C11A C12A 1.376(3) . ? C11A C16A 1.387(3) . ? C12A C13A 1.422(4) . ? C12A H12A 0.9300 . ? C13A C14A 1.367(6) . ? C13A H13A 0.9300 . ? C14A C15A 1.327(6) . ? C14A H14A 0.9300 . ? C15A C16A 1.384(4) . ? C15A H15A 0.9300 . ? C16A H16A 0.9300 . ? C21A C26A 1.389(3) . ? C21A C22A 1.395(3) . ? C22A C23A 1.382(3) . ? C22A H22A 0.9300 . ? C23A C24A 1.360(4) . ? C23A H23A 0.9300 . ? C24A C25A 1.360(4) . ? C24A H24A 0.9300 . ? C25A C26A 1.384(4) . ? C25A H25A 0.9300 . ? C26A H26A 0.9300 . ? C31A C32A 1.521(3) . ? C31A H31A 0.9800 . ? C32A C33A 1.522(3) . ? C32A H32A 0.9700 . ? C32A H32B 0.9700 . ? C33A C35A 1.496(4) . ? C33A C34A 1.513(3) . ? C33A H33A 0.9800 . ? C34A H34A 0.9600 . ? C34A H34B 0.9600 . ? C34A H34C 0.9600 . ? C35A H35D 0.9600 . ? C35A H35E 0.9600 . ? C35A H35F 0.9600 . ? C41A C42A 1.251(6) . ? C41A H411 0.9700 . ? C41A H412 0.9700 . ? C41A H425 1.491(4) . ? C41A H426 1.200(5) . ? C41Y C42A 1.208(10) . ? C41Y H413 0.9700 . ? C41Y H414 0.9700 . ? C41Y H421 0.902(9) . ? C42A H424 0.931(6) . ? C42A H425 0.974(8) . ? C42A H426 0.977(6) . ? C42A H421 1.015(7) . ? C42A H422 0.868(8) . ? C42A H423 0.949(7) . ? P1B O12B 1.4688(16) . ? P1B O11B 1.6098(14) . ? P1B C11B 1.792(2) . ? P1B C31B 1.824(2) . ? P2B O22B 1.4722(16) . ? P2B O21B 1.5737(15) . ? P2B C21B 1.782(2) . ? P2B C1B 1.825(2) . ? O11B C1B 1.458(2) . ? O13B C31B 1.419(3) . ? O13B H13C 0.8200 . ? O21B C41B 1.447(3) . ? C1B C2B 1.519(3) . ? C1B H1B 0.9800 . ? C2B C3B 1.530(3) . ? C2B H2B1 0.9700 . ? C2B H2B2 0.9700 . ? C3B C4B 1.515(4) . ? C3B C5B 1.529(3) . ? C3B H3B 0.9800 . ? C4B H4B1 0.9600 . ? C4B H4B2 0.9600 . ? C4B H4B3 0.9600 . ? C5B H5B1 0.9600 . ? C5B H5B2 0.9600 . ? C5B H5B3 0.9600 . ? C11B C16B 1.378(3) . ? C11B C12B 1.382(3) . ? C12B C13B 1.379(3) . ? C12B H12B 0.9300 . ? C13B C14B 1.358(4) . ? C13B H13D 0.9300 . ? C14B C15B 1.369(4) . ? C14B H14B 0.9300 . ? C15B C16B 1.396(4) . ? C15B H15B 0.9300 . ? C16B H16B 0.9300 . ? C21B C22B 1.390(3) . ? C21B C26B 1.394(3) . ? C22B C23B 1.391(4) . ? C22B H22B 0.9300 . ? C23B C24B 1.373(5) . ? C23B H23B 0.9300 . ? C24B C25B 1.353(4) . ? C24B H24B 0.9300 . ? C25B C26B 1.363(4) . ? C25B H25B 0.9300 . ? C26B H26B 0.9300 . ? C31B C32B 1.518(3) . ? C31B H31B 0.9800 . ? C32B C33B 1.526(3) . ? C32B H32C 0.9700 . ? C32B H32D 0.9700 . ? C33B C34B 1.486(4) . ? C33B C35B 1.527(4) . ? C33B H33B 0.9800 . ? C34B H34D 0.9600 . ? C34B H34E 0.9600 . ? C34B H34F 0.9600 . ? C35B H35A 0.9600 . ? C35B H35B 0.9600 . ? C35B H35C 0.9600 . ? C41B C42B 1.319(4) . ? C41B H41A 0.9700 . ? C41B H41B 0.9700 . ? C42B H42A 0.9600 . ? C42B H42B 0.9600 . ? C42B H42C 0.9600 . ? 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 O12A P1A O11A 114.43(9) . . ? O12A P1A C11A 113.84(11) . . ? O11A P1A C11A 103.59(9) . . ? O12A P1A C31A 115.33(11) . . ? O11A P1A C31A 102.49(9) . . ? C11A P1A C31A 105.81(10) . . ? O22A P2A O21A 116.17(10) . . ? O22A P2A C21A 111.49(11) . . ? O21A P2A C21A 106.07(10) . . ? O22A P2A C1A 112.42(9) . . ? O21A P2A C1A 100.10(9) . . ? C21A P2A C1A 109.84(10) . . ? C1A O11A P1A 122.40(13) . . ? C31A O13A H13B 109.5 . . ? C41Y O21A C41A 51.3(4) . . ? C41Y O21A P2A 133.4(4) . . ? C41A O21A P2A 120.4(2) . . ? O11A C1A C2A 109.29(16) . . ? O11A C1A P2A 105.71(12) . . ? C2A C1A P2A 115.24(14) . . ? O11A C1A H1A 108.8 . . ? C2A C1A H1A 108.8 . . ? P2A C1A H1A 108.8 . . ? C1A C2A C3A 114.84(17) . . ? C1A C2A H2A1 108.6 . . ? C3A C2A H2A1 108.6 . . ? C1A C2A H2A2 108.6 . . ? C3A C2A H2A2 108.6 . . ? H2A1 C2A H2A2 107.5 . . ? C5A C3A C4A 111.6(2) . . ? C5A C3A C2A 112.2(2) . . ? C4A C3A C2A 109.78(19) . . ? C5A C3A H3A 107.7 . . ? C4A C3A H3A 107.7 . . ? C2A C3A H3A 107.7 . . ? C3A C4A H4A1 109.5 . . ? C3A C4A H4A2 109.5 . . ? H4A1 C4A H4A2 109.5 . . ? C3A C4A H4A3 109.5 . . ? H4A1 C4A H4A3 109.5 . . ? H4A2 C4A H4A3 109.5 . . ? C3A C5A H5A1 109.5 . . ? C3A C5A H5A2 109.5 . . ? H5A1 C5A H5A2 109.5 . . ? C3A C5A H5A3 109.5 . . ? H5A1 C5A H5A3 109.5 . . ? H5A2 C5A H5A3 109.5 . . ? C12A C11A C16A 118.2(2) . . ? C12A C11A P1A 120.5(2) . . ? C16A C11A P1A 121.07(18) . . ? C11A C12A C13A 120.0(3) . . ? C11A C12A H12A 120.0 . . ? C13A C12A H12A 120.0 . . ? C14A C13A C12A 118.0(3) . . ? C14A C13A H13A 121.0 . . ? C12A C13A H13A 121.0 . . ? C15A C14A C13A 123.1(4) . . ? C15A C14A H14A 118.4 . . ? C13A C14A H14A 118.4 . . ? C14A C15A C16A 119.0(4) . . ? C14A C15A H15A 120.5 . . ? C16A C15A H15A 120.5 . . ? C15A C16A C11A 121.6(3) . . ? C15A C16A H16A 119.2 . . ? C11A C16A H16A 119.2 . . ? C26A C21A C22A 118.3(2) . . ? C26A C21A P2A 119.30(18) . . ? C22A C21A P2A 122.43(17) . . ? C23A C22A C21A 120.7(2) . . ? C23A C22A H22A 119.7 . . ? C21A C22A H22A 119.7 . . ? C24A C23A C22A 119.7(3) . . ? C24A C23A H23A 120.1 . . ? C22A C23A H23A 120.1 . . ? C23A C24A C25A 120.9(3) . . ? C23A C24A H24A 119.5 . . ? C25A C24A H24A 119.5 . . ? C24A C25A C26A 120.3(3) . . ? C24A C25A H25A 119.8 . . ? C26A C25A H25A 119.8 . . ? C25A C26A C21A 120.1(2) . . ? C25A C26A H26A 119.9 . . ? C21A C26A H26A 119.9 . . ? O13A C31A C32A 107.61(18) . . ? O13A C31A P1A 110.63(16) . . ? C32A C31A P1A 113.07(15) . . ? O13A C31A H31A 108.5 . . ? C32A C31A H31A 108.5 . . ? P1A C31A H31A 108.5 . . ? C31A C32A C33A 115.00(19) . . ? C31A C32A H32A 108.5 . . ? C33A C32A H32A 108.5 . . ? C31A C32A H32B 108.5 . . ? C33A C32A H32B 108.5 . . ? H32A C32A H32B 107.5 . . ? C35A C33A C34A 110.5(2) . . ? C35A C33A C32A 112.9(2) . . ? C34A C33A C32A 110.1(2) . . ? C35A C33A H33A 107.7 . . ? C34A C33A H33A 107.7 . . ? C32A C33A H33A 107.7 . . ? C33A C34A H34A 109.5 . . ? C33A C34A H34B 109.5 . . ? H34A C34A H34B 109.5 . . ? C33A C34A H34C 109.5 . . ? H34A C34A H34C 109.5 . . ? H34B C34A H34C 109.5 . . ? C33A C35A H35D 109.5 . . ? C33A C35A H35E 109.5 . . ? H35D C35A H35E 109.5 . . ? C33A C35A H35F 109.5 . . ? H35D C35A H35F 109.5 . . ? H35E C35A H35F 109.5 . . ? C42A C41A O21A 120.5(5) . . ? C42A C41A H411 107.2 . . ? O21A C41A H411 107.2 . . ? C42A C41A H412 107.2 . . ? O21A C41A H412 107.2 . . ? H411 C41A H412 106.8 . . ? C42A C41A H425 40.4(4) . . ? O21A C41A H425 121.2(4) . . ? H411 C41A H425 130.7 . . ? H412 C41A H425 68.9 . . ? C42A C41A H426 46.9(3) . . ? O21A C41A H426 148.6(5) . . ? H411 C41A H426 63.3 . . ? H412 C41A H426 104.2 . . ? H425 C41A H426 70.3(2) . . ? C42A C41Y O21A 125.3(8) . . ? C42A C41Y H413 106.0 . . ? O21A C41Y H413 106.0 . . ? C42A C41Y H414 106.0 . . ? O21A C41Y H414 106.0 . . ? H413 C41Y H414 106.3 . . ? C42A C41Y H421 55.2(6) . . ? O21A C41Y H421 149.4(9) . . ? H413 C41Y H421 53.8 . . ? H414 C41Y H421 102.2 . . ? C41Y C42A C41A 60.6(5) . . ? C41Y C42A H424 112.3(9) . . ? C41A C42A H424 166.0(9) . . ? C41Y C42A H425 108.9(6) . . ? C41A C42A H425 83.2(6) . . ? H424 C42A H425 110.8(6) . . ? C41Y C42A H426 107.3(7) . . ? C41A C42A H426 63.8(4) . . ? H424 C42A H426 110.5(6) . . ? H425 C42A H426 107.0(8) . . ? C41Y C42A H421 46.9(5) . . ? C41A C42A H421 104.1(4) . . ? H424 C42A H421 74.0(5) . . ? H425 C42A H421 99.6(6) . . ? H426 C42A H421 148.6(8) . . ? C41Y C42A H422 139.9(8) . . ? C41A C42A H422 108.0(8) . . ? H424 C42A H422 85.1(4) . . ? H425 C42A H422 32.7(3) . . ? H426 C42A H422 98.9(7) . . ? H421 C42A H422 112.5(6) . . ? C41Y C42A H423 100.7(8) . . ? C41A C42A H423 106.0(6) . . ? H424 C42A H423 62.3(4) . . ? H425 C42A H423 149.5(7) . . ? H426 C42A H423 55.8(4) . . ? H421 C42A H423 105.9(8) . . ? H422 C42A H423 119.2(5) . . ? O12B P1B O11B 114.35(8) . . ? O12B P1B C11B 114.09(10) . . ? O11B P1B C11B 102.96(9) . . ? O12B P1B C31B 115.44(10) . . ? O11B P1B C31B 102.83(9) . . ? C11B P1B C31B 105.74(10) . . ? O22B P2B O21B 115.26(9) . . ? O22B P2B C21B 112.08(10) . . ? O21B P2B C21B 106.92(10) . . ? O22B P2B C1B 112.66(10) . . ? O21B P2B C1B 100.01(9) . . ? C21B P2B C1B 109.09(10) . . ? C1B O11B P1B 122.33(12) . . ? C31B O13B H13C 109.5 . . ? C41B O21B P2B 121.17(17) . . ? O11B C1B C2B 109.22(16) . . ? O11B C1B P2B 104.87(12) . . ? C2B C1B P2B 115.61(14) . . ? O11B C1B H1B 109.0 . . ? C2B C1B H1B 109.0 . . ? P2B C1B H1B 109.0 . . ? C1B C2B C3B 114.61(18) . . ? C1B C2B H2B1 108.6 . . ? C3B C2B H2B1 108.6 . . ? C1B C2B H2B2 108.6 . . ? C3B C2B H2B2 108.6 . . ? H2B1 C2B H2B2 107.6 . . ? C4B C3B C5B 110.5(2) . . ? C4B C3B C2B 111.9(2) . . ? C5B C3B C2B 109.9(2) . . ? C4B C3B H3B 108.1 . . ? C5B C3B H3B 108.1 . . ? C2B C3B H3B 108.1 . . ? C3B C4B H4B1 109.5 . . ? C3B C4B H4B2 109.5 . . ? H4B1 C4B H4B2 109.5 . . ? C3B C4B H4B3 109.5 . . ? H4B1 C4B H4B3 109.5 . . ? H4B2 C4B H4B3 109.5 . . ? C3B C5B H5B1 109.5 . . ? C3B C5B H5B2 109.5 . . ? H5B1 C5B H5B2 109.5 . . ? C3B C5B H5B3 109.5 . . ? H5B1 C5B H5B3 109.5 . . ? H5B2 C5B H5B3 109.5 . . ? C16B C11B C12B 118.5(2) . . ? C16B C11B P1B 120.09(19) . . ? C12B C11B P1B 121.31(17) . . ? C13B C12B C11B 120.9(3) . . ? C13B C12B H12B 119.5 . . ? C11B C12B H12B 119.5 . . ? C14B C13B C12B 120.1(3) . . ? C14B C13B H13D 120.0 . . ? C12B C13B H13D 120.0 . . ? C13B C14B C15B 120.5(3) . . ? C13B C14B H14B 119.8 . . ? C15B C14B H14B 119.8 . . ? C14B C15B C16B 119.7(3) . . ? C14B C15B H15B 120.2 . . ? C16B C15B H15B 120.2 . . ? C11B C16B C15B 120.4(3) . . ? C11B C16B H16B 119.8 . . ? C15B C16B H16B 119.8 . . ? C22B C21B C26B 118.7(2) . . ? C22B C21B P2B 119.17(19) . . ? C26B C21B P2B 122.11(17) . . ? C21B C22B C23B 119.1(3) . . ? C21B C22B H22B 120.5 . . ? C23B C22B H22B 120.5 . . ? C24B C23B C22B 120.2(3) . . ? C24B C23B H23B 119.9 . . ? C22B C23B H23B 119.9 . . ? C25B C24B C23B 120.9(3) . . ? C25B C24B H24B 119.5 . . ? C23B C24B H24B 119.5 . . ? C24B C25B C26B 119.8(3) . . ? C24B C25B H25B 120.1 . . ? C26B C25B H25B 120.1 . . ? C25B C26B C21B 121.3(3) . . ? C25B C26B H26B 119.4 . . ? C21B C26B H26B 119.4 . . ? O13B C31B C32B 108.07(18) . . ? O13B C31B P1B 110.45(15) . . ? C32B C31B P1B 112.71(16) . . ? O13B C31B H31B 108.5 . . ? C32B C31B H31B 108.5 . . ? P1B C31B H31B 108.5 . . ? C31B C32B C33B 115.5(2) . . ? C31B C32B H32C 108.4 . . ? C33B C32B H32C 108.4 . . ? C31B C32B H32D 108.4 . . ? C33B C32B H32D 108.4 . . ? H32C C32B H32D 107.5 . . ? C34B C33B C32B 113.4(3) . . ? C34B C33B C35B 110.0(3) . . ? C32B C33B C35B 108.9(2) . . ? C34B C33B H33B 108.1 . . ? C32B C33B H33B 108.1 . . ? C35B C33B H33B 108.1 . . ? C33B C34B H34D 109.5 . . ? C33B C34B H34E 109.5 . . ? H34D C34B H34E 109.5 . . ? C33B C34B H34F 109.5 . . ? H34D C34B H34F 109.5 . . ? H34E C34B H34F 109.5 . . ? C33B C35B H35A 109.5 . . ? C33B C35B H35B 109.5 . . ? H35A C35B H35B 109.5 . . ? C33B C35B H35C 109.5 . . ? H35A C35B H35C 109.5 . . ? H35B C35B H35C 109.5 . . ? C42B C41B O21B 114.2(3) . . ? C42B C41B H41A 108.7 . . ? O21B C41B H41A 108.7 . . ? C42B C41B H41B 108.7 . . ? O21B C41B H41B 108.7 . . ? H41A C41B H41B 107.6 . . ? C41B C42B H42A 109.5 . . ? C41B C42B H42B 109.5 . . ? H42A C42B H42B 109.5 . . ? C41B C42B H42C 109.5 . . ? H42A C42B H42C 109.5 . . ? H42B C42B H42C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.377 _refine_diff_density_min -0.283 _refine_diff_density_rms 0.047 data_mr048_d1_0m _database_code_depnum_ccdc_archive 'CCDC 745849' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H34 O5 P2' _chemical_formula_weight 452.44 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.1386(2) _cell_length_b 11.9523(2) _cell_length_c 12.7388(3) _cell_angle_alpha 113.9030(10) _cell_angle_beta 96.4940(10) _cell_angle_gamma 91.6580(10) _cell_volume 1259.64(5) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 9817 _cell_measurement_theta_min 2.66 _cell_measurement_theta_max 28.85 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.193 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 484 _exptl_absorpt_coefficient_mu 0.201 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9175 _exptl_absorpt_correction_T_max 0.9689 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 88980 _diffrn_reflns_av_R_equivalents 0.0336 _diffrn_reflns_av_sigmaI/netI 0.0214 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.66 _diffrn_reflns_theta_max 29.94 _reflns_number_total 7245 _reflns_number_gt 5180 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0559P)^2^+0.3100P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7245 _refine_ls_number_parameters 280 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0665 _refine_ls_R_factor_gt 0.0404 _refine_ls_wR_factor_ref 0.1227 _refine_ls_wR_factor_gt 0.1037 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _refine_ls_shift/su_max 0.009 _refine_ls_shift/su_mean 0.001 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 P1 P 0.55998(4) 0.65100(3) 0.76269(3) 0.04013(11) Uani 1 1 d . . . P2 P 0.85721(4) 0.73857(3) 0.61243(3) 0.03941(10) Uani 1 1 d . . . O11 O 0.63723(11) 0.75272(9) 0.73039(8) 0.0408(2) Uani 1 1 d . . . O12 O 0.45574(13) 0.56096(11) 0.66768(10) 0.0543(3) Uani 1 1 d . . . O13 O 0.83765(14) 0.66626(13) 0.86760(11) 0.0585(3) Uani 1 1 d . . . O21 O 0.88188(12) 0.70871(9) 0.48403(9) 0.0471(3) Uani 1 1 d . . . O22 O 0.92637(12) 0.66001(11) 0.66542(11) 0.0534(3) Uani 1 1 d . . . C1 C 0.65627(15) 0.72870(13) 0.61155(12) 0.0394(3) Uani 1 1 d . . . H1 H 0.6144 0.6454 0.5600 0.047 Uiso 1 1 calc R . . C2 C 0.57514(17) 0.82120(16) 0.57789(15) 0.0486(4) Uani 1 1 d . . . H2A H 0.5888 0.8057 0.4989 0.058 Uiso 1 1 calc R . . H2B H 0.6207 0.9028 0.6275 0.058 Uiso 1 1 calc R . . C3 C 0.40918(18) 0.82022(17) 0.58592(15) 0.0536(4) Uani 1 1 d . . . H3 H 0.3961 0.8263 0.6633 0.064 Uiso 1 1 calc R . . C4 C 0.3488(3) 0.9326(2) 0.5739(2) 0.0878(7) Uani 1 1 d . . . H4A H 0.3558 0.9270 0.4974 0.132 Uiso 1 1 calc R . . H4B H 0.4054 1.0054 0.6300 0.132 Uiso 1 1 calc R . . H4C H 0.2473 0.9362 0.5869 0.132 Uiso 1 1 calc R . . C5 C 0.3234(2) 0.7039(2) 0.4984(2) 0.0844(7) Uani 1 1 d . . . H5A H 0.2221 0.7046 0.5121 0.127 Uiso 1 1 calc R . . H5B H 0.3653 0.6342 0.5057 0.127 Uiso 1 1 calc R . . H5C H 0.3280 0.6987 0.4217 0.127 Uiso 1 1 calc R . . C11 C 0.92819(15) 0.89614(13) 0.68594(13) 0.0421(3) Uani 1 1 d . . . C12 C 0.9218(2) 0.97653(15) 0.63242(17) 0.0565(4) Uani 1 1 d . . . H12 H 0.8791 0.9492 0.5555 0.068 Uiso 1 1 calc R . . C13 C 0.9788(3) 1.09770(18) 0.6932(2) 0.0769(6) Uani 1 1 d . . . H13A H 0.9752 1.1513 0.6568 0.092 Uiso 1 1 calc R . . C14 C 1.0403(2) 1.1386(2) 0.8069(2) 0.0808(7) Uani 1 1 d . . . H14 H 1.0780 1.2199 0.8474 0.097 Uiso 1 1 calc R . . C15 C 1.0464(2) 1.0609(2) 0.86076(19) 0.0777(6) Uani 1 1 d . . . H15 H 1.0879 1.0894 0.9380 0.093 Uiso 1 1 calc R . . C16 C 0.9911(2) 0.93895(19) 0.80081(16) 0.0614(4) Uani 1 1 d . . . H16 H 0.9962 0.8860 0.8379 0.074 Uiso 1 1 calc R . . C21 C 0.47727(18) 0.74682(15) 0.88624(14) 0.0484(4) Uani 1 1 d . . . C22 C 0.5607(3) 0.8292(2) 0.98566(19) 0.0882(8) Uani 1 1 d . . . H22 H 0.6630 0.8372 0.9901 0.106 Uiso 1 1 calc R . . C23 C 0.4918(4) 0.9009(3) 1.0800(2) 0.1138(11) Uani 1 1 d . . . H23 H 0.5480 0.9571 1.1474 0.137 Uiso 1 1 calc R . . C24 C 0.3416(3) 0.8885(3) 1.0734(2) 0.0943(8) Uani 1 1 d . . . H24 H 0.2960 0.9365 1.1365 0.113 Uiso 1 1 calc R . . C25 C 0.2585(3) 0.8070(2) 0.9757(2) 0.0812(6) Uani 1 1 d . . . H25 H 0.1564 0.7986 0.9723 0.097 Uiso 1 1 calc R . . C26 C 0.3253(2) 0.73655(19) 0.88173(18) 0.0630(5) Uani 1 1 d . . . H26 H 0.2677 0.6815 0.8145 0.076 Uiso 1 1 calc R . . C31 C 0.71345(17) 0.57955(15) 0.81143(13) 0.0459(3) Uani 1 1 d . . . H31 H 0.7432 0.5150 0.7423 0.055 Uiso 1 1 calc R . . C32 C 0.6729(2) 0.5195(2) 0.89153(17) 0.0642(5) Uani 1 1 d . . . H32 H 0.6503 0.5849 0.9632 0.077 Uiso 1 1 calc R . . C33 C 0.8048(3) 0.4599(3) 0.9233(3) 0.1157(11) Uani 1 1 d . . . H33A H 0.7866 0.4378 0.9855 0.173 Uiso 1 1 calc R . . H33B H 0.8911 0.5166 0.9474 0.173 Uiso 1 1 calc R . . H33C H 0.8203 0.3875 0.8571 0.173 Uiso 1 1 calc R . . C34 C 0.5384(3) 0.4288(2) 0.8406(2) 0.0902(7) Uani 1 1 d . . . H34A H 0.5542 0.3672 0.7668 0.135 Uiso 1 1 calc R . . H34B H 0.4538 0.4710 0.8304 0.135 Uiso 1 1 calc R . . H34C H 0.5217 0.3906 0.8920 0.135 Uiso 1 1 calc R . . C41 C 0.8749(2) 0.58186(15) 0.39812(15) 0.0609(5) Uani 1 1 d . . . H41A H 0.7768 0.5420 0.3869 0.073 Uiso 1 1 calc R . . H41B H 0.9455 0.5368 0.4247 0.073 Uiso 1 1 calc R . . C42 C 0.9092(3) 0.58257(18) 0.28894(17) 0.0736(6) Uani 1 1 d . . . H42A H 0.8353 0.6229 0.2607 0.110 Uiso 1 1 calc R . . H42B H 0.9104 0.4996 0.2329 0.110 Uiso 1 1 calc R . . H42C H 1.0042 0.6257 0.3016 0.110 Uiso 1 1 calc R . . H13O H 0.881(3) 0.673(2) 0.816(2) 0.083(8) Uiso 1 1 d . . . 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 P1 0.03607(19) 0.0431(2) 0.0416(2) 0.01739(16) 0.00784(15) 0.00065(15) P2 0.03550(19) 0.03890(19) 0.0490(2) 0.02128(16) 0.01254(15) 0.00828(14) O11 0.0386(5) 0.0422(5) 0.0422(5) 0.0176(4) 0.0072(4) 0.0014(4) O12 0.0479(6) 0.0557(7) 0.0544(7) 0.0196(5) 0.0029(5) -0.0088(5) O13 0.0476(7) 0.0742(8) 0.0542(7) 0.0291(6) -0.0004(6) 0.0018(6) O21 0.0555(6) 0.0370(5) 0.0500(6) 0.0161(5) 0.0189(5) 0.0065(4) O22 0.0467(6) 0.0582(7) 0.0719(7) 0.0401(6) 0.0189(5) 0.0195(5) C1 0.0359(7) 0.0416(7) 0.0427(7) 0.0188(6) 0.0080(6) 0.0024(6) C2 0.0391(8) 0.0571(9) 0.0581(9) 0.0320(8) 0.0066(7) 0.0075(7) C3 0.0394(8) 0.0693(11) 0.0564(9) 0.0297(8) 0.0065(7) 0.0129(7) C4 0.0631(13) 0.0996(17) 0.118(2) 0.0595(16) 0.0137(13) 0.0356(12) C5 0.0530(11) 0.0953(16) 0.0907(16) 0.0307(13) -0.0149(11) -0.0037(11) C11 0.0309(7) 0.0436(7) 0.0501(8) 0.0164(6) 0.0089(6) 0.0049(6) C12 0.0586(10) 0.0438(8) 0.0646(11) 0.0220(8) 0.0015(8) -0.0016(7) C13 0.0812(14) 0.0465(10) 0.0986(17) 0.0277(11) 0.0057(12) -0.0066(10) C14 0.0665(13) 0.0523(11) 0.0940(17) 0.0011(11) 0.0115(12) -0.0141(9) C15 0.0597(12) 0.0859(15) 0.0587(12) 0.0040(11) -0.0013(9) -0.0120(11) C16 0.0529(10) 0.0715(12) 0.0553(10) 0.0231(9) 0.0029(8) -0.0002(9) C21 0.0466(8) 0.0515(8) 0.0496(8) 0.0211(7) 0.0149(7) 0.0071(7) C22 0.0622(13) 0.1026(17) 0.0650(13) -0.0025(12) 0.0151(10) 0.0037(12) C23 0.107(2) 0.121(2) 0.0640(15) -0.0147(15) 0.0194(14) 0.0128(18) C24 0.0992(19) 0.1069(19) 0.0776(16) 0.0273(14) 0.0471(15) 0.0445(16) C25 0.0681(13) 0.0988(17) 0.0844(16) 0.0370(14) 0.0378(12) 0.0306(12) C26 0.0506(10) 0.0720(12) 0.0679(11) 0.0267(10) 0.0207(9) 0.0110(9) C31 0.0468(8) 0.0519(8) 0.0450(8) 0.0242(7) 0.0124(7) 0.0081(7) C32 0.0725(12) 0.0805(12) 0.0618(11) 0.0466(10) 0.0260(9) 0.0196(10) C33 0.101(2) 0.172(3) 0.148(3) 0.135(3) 0.0329(18) 0.042(2) C34 0.0978(18) 0.0966(17) 0.1080(19) 0.0700(16) 0.0338(15) -0.0012(14) C41 0.0801(13) 0.0388(8) 0.0568(10) 0.0108(7) 0.0189(9) -0.0063(8) C42 0.1017(16) 0.0541(10) 0.0554(11) 0.0107(9) 0.0214(11) -0.0055(10) _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 P1 O12 1.4680(12) . ? P1 O11 1.6023(10) . ? P1 C21 1.7940(16) . ? P1 C31 1.8395(16) . ? P2 O22 1.4792(11) . ? P2 O21 1.5713(11) . ? P2 C11 1.7909(15) . ? P2 C1 1.8351(14) . ? O11 C1 1.4542(16) . ? O13 C31 1.422(2) . ? O13 H13O 0.83(3) . ? O21 C41 1.4610(19) . ? C1 C2 1.522(2) . ? C1 H1 0.9800 . ? C2 C3 1.532(2) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C5 1.508(3) . ? C3 C4 1.524(3) . ? C3 H3 0.9800 . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C11 C12 1.384(2) . ? C11 C16 1.385(2) . ? C12 C13 1.387(3) . ? C12 H12 0.9300 . ? C13 C14 1.370(3) . ? C13 H13A 0.9300 . ? C14 C15 1.359(4) . ? C14 H14 0.9300 . ? C15 C16 1.389(3) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C21 C22 1.372(3) . ? C21 C26 1.383(2) . ? C22 C23 1.394(3) . ? C22 H22 0.9300 . ? C23 C24 1.365(4) . ? C23 H23 0.9300 . ? C24 C25 1.355(4) . ? C24 H24 0.9300 . ? C25 C26 1.376(3) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C31 C32 1.536(2) . ? C31 H31 0.9800 . ? C32 C34 1.509(3) . ? C32 C33 1.516(3) . ? C32 H32 0.9800 . ? C33 H33A 0.9600 . ? C33 H33B 0.9600 . ? C33 H33C 0.9600 . ? C34 H34A 0.9600 . ? C34 H34B 0.9600 . ? C34 H34C 0.9600 . ? C41 C42 1.463(3) . ? C41 H41A 0.9700 . ? C41 H41B 0.9700 . ? C42 H42A 0.9600 . ? C42 H42B 0.9600 . ? C42 H42C 0.9600 . ? 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 O12 P1 O11 114.04(6) . . ? O12 P1 C21 114.58(7) . . ? O11 P1 C21 100.65(7) . . ? O12 P1 C31 112.59(7) . . ? O11 P1 C31 105.11(6) . . ? C21 P1 C31 108.85(7) . . ? O22 P2 O21 116.55(6) . . ? O22 P2 C11 112.61(7) . . ? O21 P2 C11 101.96(6) . . ? O22 P2 C1 110.18(6) . . ? O21 P2 C1 105.92(6) . . ? C11 P2 C1 109.05(7) . . ? C1 O11 P1 121.67(9) . . ? C31 O13 H13O 107.4(17) . . ? C41 O21 P2 120.90(10) . . ? O11 C1 C2 108.46(12) . . ? O11 C1 P2 104.57(9) . . ? C2 C1 P2 115.15(10) . . ? O11 C1 H1 109.5 . . ? C2 C1 H1 109.5 . . ? P2 C1 H1 109.5 . . ? C1 C2 C3 115.49(13) . . ? C1 C2 H2A 108.4 . . ? C3 C2 H2A 108.4 . . ? C1 C2 H2B 108.4 . . ? C3 C2 H2B 108.4 . . ? H2A C2 H2B 107.5 . . ? C5 C3 C4 110.89(17) . . ? C5 C3 C2 112.95(16) . . ? C4 C3 C2 109.72(16) . . ? C5 C3 H3 107.7 . . ? C4 C3 H3 107.7 . . ? C2 C3 H3 107.7 . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C12 C11 C16 118.98(16) . . ? C12 C11 P2 122.45(13) . . ? C16 C11 P2 118.57(13) . . ? C11 C12 C13 120.17(18) . . ? C11 C12 H12 119.9 . . ? C13 C12 H12 119.9 . . ? C14 C13 C12 120.1(2) . . ? C14 C13 H13A 120.0 . . ? C12 C13 H13A 120.0 . . ? C15 C14 C13 120.41(19) . . ? C15 C14 H14 119.8 . . ? C13 C14 H14 119.8 . . ? C14 C15 C16 120.2(2) . . ? C14 C15 H15 119.9 . . ? C16 C15 H15 119.9 . . ? C11 C16 C15 120.14(19) . . ? C11 C16 H16 119.9 . . ? C15 C16 H16 119.9 . . ? C22 C21 C26 119.00(17) . . ? C22 C21 P1 121.84(14) . . ? C26 C21 P1 119.16(14) . . ? C21 C22 C23 119.9(2) . . ? C21 C22 H22 120.1 . . ? C23 C22 H22 120.1 . . ? C24 C23 C22 119.9(2) . . ? C24 C23 H23 120.0 . . ? C22 C23 H23 120.0 . . ? C25 C24 C23 120.6(2) . . ? C25 C24 H24 119.7 . . ? C23 C24 H24 119.7 . . ? C24 C25 C26 120.0(2) . . ? C24 C25 H25 120.0 . . ? C26 C25 H25 120.0 . . ? C25 C26 C21 120.6(2) . . ? C25 C26 H26 119.7 . . ? C21 C26 H26 119.7 . . ? O13 C31 C32 109.29(14) . . ? O13 C31 P1 110.85(11) . . ? C32 C31 P1 113.90(12) . . ? O13 C31 H31 107.5 . . ? C32 C31 H31 107.5 . . ? P1 C31 H31 107.5 . . ? C34 C32 C33 111.2(2) . . ? C34 C32 C31 113.06(16) . . ? C33 C32 C31 109.68(16) . . ? C34 C32 H32 107.6 . . ? C33 C32 H32 107.6 . . ? C31 C32 H32 107.6 . . ? C32 C33 H33A 109.5 . . ? C32 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C32 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C32 C34 H34A 109.5 . . ? C32 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C32 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? O21 C41 C42 108.58(14) . . ? O21 C41 H41A 110.0 . . ? C42 C41 H41A 110.0 . . ? O21 C41 H41B 110.0 . . ? C42 C41 H41B 110.0 . . ? H41A C41 H41B 108.4 . . ? C41 C42 H42A 109.5 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C41 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 29.94 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.304 _refine_diff_density_min -0.261 _refine_diff_density_rms 0.043 data_C:\Documents _database_code_depnum_ccdc_archive 'CCDC 745850' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common '04srv178 - HY/5/35-Fr50-r' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H34 O5 P2' _chemical_formula_weight 452.44 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 trigonal _symmetry_space_group_name_H-M R-3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 20.3573(4) _cell_length_b 20.3573(4) _cell_length_c 31.9361(12) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 11461.8(5) _cell_formula_units_Z 18 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.180 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4356 _exptl_absorpt_coefficient_mu 0.199 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(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 ? _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 40132 _diffrn_reflns_av_R_equivalents 0.0444 _diffrn_reflns_av_sigmaI/netI 0.0276 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -41 _diffrn_reflns_limit_l_max 41 _diffrn_reflns_theta_min 1.72 _diffrn_reflns_theta_max 27.50 _reflns_number_total 5866 _reflns_number_gt 4616 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART V5.625 (Bruker, 2001)' _computing_cell_refinement 'SMART V5.625 (Bruker, 2001)' _computing_data_reduction 'SAINT+ NT V6.22 (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSeed interface to POVRay' _computing_publication_material 'CIFTAB (Sheldrick, 1997)' _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^)+(0.0406P)^2^+16.7743P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5866 _refine_ls_number_parameters 326 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0637 _refine_ls_R_factor_gt 0.0455 _refine_ls_wR_factor_ref 0.1088 _refine_ls_wR_factor_gt 0.1010 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _refine_ls_shift/su_max 0.003 _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 P1 P 0.54071(3) 1.01576(3) 0.103792(15) 0.03350(12) Uani 1 1 d . A . O1 O 0.55596(9) 1.03949(8) 0.14808(4) 0.0491(4) Uani 1 1 d . . . C1 C 0.44429(10) 0.98242(10) 0.08947(6) 0.0325(4) Uani 1 1 d . . . P2 P 0.71015(2) 0.98948(3) 0.078080(14) 0.03118(12) Uani 1 1 d . . . O2 O 0.59147(8) 1.07926(7) 0.07096(5) 0.0458(3) Uani 1 1 d . . . C2 C 0.42215(12) 0.97527(13) 0.04779(6) 0.0460(5) Uani 1 1 d . . . H2 H 0.4589 0.9888 0.0263 0.055 Uiso 1 1 calc R . . O3 O 0.63719(6) 0.96489(6) 0.10697(4) 0.0306(3) Uani 1 1 d . A . C3 C 0.34735(13) 0.94874(14) 0.03742(7) 0.0546(6) Uani 1 1 d . . . H3 H 0.3325 0.9436 0.0089 0.066 Uiso 1 1 calc R . . O4 O 0.69222(8) 0.96418(8) 0.03446(4) 0.0437(3) Uani 1 1 d . A . C4 C 0.29421(12) 0.92970(12) 0.06870(8) 0.0520(6) Uani 1 1 d . . . H4 H 0.2426 0.9116 0.0616 0.062 Uiso 1 1 calc R . . O5 O 0.71102(11) 0.87470(11) 0.11173(7) 0.0362(7) Uani 0.612(4) 1 d P A 1 H5A H 0.7127 0.8559 0.1349 0.043 Uiso 0.612(4) 1 calc PR A 1 C5 C 0.31538(12) 0.93677(11) 0.11019(7) 0.0477(5) Uani 1 1 d . . . H5 H 0.2784 0.9236 0.1316 0.057 Uiso 1 1 calc R . . C6 C 0.38978(11) 0.96279(10) 0.12066(6) 0.0376(4) Uani 1 1 d . . . H6 H 0.4041 0.9674 0.1493 0.045 Uiso 1 1 calc R . . C7 C 0.60282(17) 1.15561(13) 0.07613(10) 0.0757(8) Uani 1 1 d . . . H7A H 0.6240 1.1756 0.1042 0.091 Uiso 1 1 calc R . . H7B H 0.5538 1.1545 0.0734 0.091 Uiso 1 1 calc R . . C8 C 0.65554(16) 1.20422(15) 0.04360(11) 0.0831(9) Uani 1 1 d . . . H8A H 0.7025 1.2021 0.0452 0.125 Uiso 1 1 calc R . . H8B H 0.6670 1.2566 0.0478 0.125 Uiso 1 1 calc R . . H8C H 0.6323 1.1865 0.0160 0.125 Uiso 1 1 calc R . . C9 C 0.56355(9) 0.94286(9) 0.08919(6) 0.0300(4) Uani 1 1 d . . . H9 H 0.5662 0.9407 0.0580 0.036 Uiso 1 1 calc R A . C10 C 0.50668(10) 0.86512(10) 0.10581(7) 0.0377(4) Uani 1 1 d . A . H10A H 0.4551 0.8537 0.0977 0.045 Uiso 1 1 calc R . . H10B H 0.5092 0.8663 0.1368 0.045 Uiso 1 1 calc R . . C11 C 0.51907(11) 0.80134(11) 0.09011(8) 0.0524(6) Uani 1 1 d . . . H11 H 0.5723 0.8150 0.0970 0.063 Uiso 1 1 calc R A . C12 C 0.46594(13) 0.72861(12) 0.11330(11) 0.0799(10) Uani 1 1 d . A . H12A H 0.4731 0.7374 0.1435 0.120 Uiso 1 1 calc R . . H12B H 0.4771 0.6887 0.1053 0.120 Uiso 1 1 calc R . . H12C H 0.4133 0.7127 0.1060 0.120 Uiso 1 1 calc R . . C13 C 0.5090(2) 0.79075(17) 0.04326(11) 0.0927(10) Uani 1 1 d . A . H13A H 0.4578 0.7796 0.0356 0.139 Uiso 1 1 calc R . . H13B H 0.5161 0.7485 0.0347 0.139 Uiso 1 1 calc R . . H13C H 0.5465 0.8373 0.0291 0.139 Uiso 1 1 calc R . . C14 C 0.76608(10) 1.09052(10) 0.08327(6) 0.0358(4) Uani 1 1 d . A . C15 C 0.76200(12) 1.12781(11) 0.11861(7) 0.0471(5) Uani 1 1 d . . . H15 H 0.7277 1.1001 0.1405 0.056 Uiso 1 1 calc R A . C16 C 0.80813(13) 1.20570(13) 0.12184(8) 0.0597(6) Uani 1 1 d . A . H16 H 0.8055 1.2316 0.1460 0.072 Uiso 1 1 calc R . . C17 C 0.85806(13) 1.24577(13) 0.08989(10) 0.0637(7) Uani 1 1 d . . . H17 H 0.8899 1.2991 0.0924 0.076 Uiso 1 1 calc R A . C18 C 0.86214(12) 1.20971(13) 0.05492(9) 0.0597(7) Uani 1 1 d . A . H18 H 0.8965 1.2380 0.0331 0.072 Uiso 1 1 calc R . . C19 C 0.81633(11) 1.13199(12) 0.05103(7) 0.0471(5) Uani 1 1 d . . . H19 H 0.8190 1.1069 0.0266 0.056 Uiso 1 1 calc R A . C20 C 0.7582(4) 0.9525(4) 0.11295(14) 0.0276(12) Uani 0.612(4) 1 d P A 1 H20 H 0.7578 0.9701 0.1421 0.033 Uiso 0.612(4) 1 calc PR A 1 C21 C 0.8391(3) 0.9797(4) 0.1008(2) 0.0571(15) Uani 0.612(4) 1 d P A 1 H21 H 0.8665 1.0363 0.0992 0.069 Uiso 0.612(4) 1 calc PR A 1 C22 C 0.8751(2) 0.9565(3) 0.1360(2) 0.0835(19) Uani 0.612(4) 1 d P A 1 H22A H 0.8684 0.9758 0.1628 0.125 Uiso 0.612(4) 1 calc PR A 1 H22B H 0.9293 0.9779 0.1304 0.125 Uiso 0.612(4) 1 calc PR A 1 H22C H 0.8504 0.9011 0.1372 0.125 Uiso 0.612(4) 1 calc PR A 1 C23 C 0.8456(5) 0.9495(5) 0.0594(2) 0.094(3) Uani 0.612(4) 1 d P A 1 H23A H 0.8219 0.8942 0.0610 0.141 Uiso 0.612(4) 1 calc PR A 1 H23B H 0.8992 0.9715 0.0520 0.141 Uiso 0.612(4) 1 calc PR A 1 H23C H 0.8199 0.9630 0.0380 0.141 Uiso 0.612(4) 1 calc PR A 1 O5A O 0.7675(2) 0.9611(2) 0.14372(13) 0.0398(11) Uani 0.388(4) 1 d P A 2 H5B H 0.7427 0.9819 0.1511 0.048 Uiso 0.388(4) 1 calc PR A 2 C22A C 0.8313(7) 0.9402(7) 0.0373(3) 0.063(2) Uani 0.388(4) 1 d P A 2 H22D H 0.7981 0.8852 0.0346 0.095 Uiso 0.388(4) 1 calc PR A 2 H22E H 0.8822 0.9545 0.0271 0.095 Uiso 0.388(4) 1 calc PR A 2 H22F H 0.8108 0.9662 0.0206 0.095 Uiso 0.388(4) 1 calc PR A 2 C21A C 0.8357(5) 0.9622(6) 0.0816(3) 0.046(2) Uani 0.388(4) 1 d P A 2 H21A H 0.8707 1.0182 0.0838 0.056 Uiso 0.388(4) 1 calc PR A 2 C23A C 0.8695(5) 0.9218(7) 0.1078(3) 0.085(3) Uani 0.388(4) 1 d P A 2 H23D H 0.8393 0.8669 0.1033 0.128 Uiso 0.388(4) 1 calc PR A 2 H23E H 0.8684 0.9329 0.1376 0.128 Uiso 0.388(4) 1 calc PR A 2 H23F H 0.9219 0.9400 0.0991 0.128 Uiso 0.388(4) 1 calc PR A 2 C20A C 0.7558(7) 0.9433(8) 0.0988(2) 0.038(2) Uani 0.388(4) 1 d P A 2 H20A H 0.7208 0.8874 0.0959 0.045 Uiso 0.388(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 P1 0.0353(3) 0.0284(2) 0.0389(3) 0.00564(19) 0.00519(19) 0.0175(2) O1 0.0642(10) 0.0446(8) 0.0474(8) -0.0067(6) -0.0077(7) 0.0338(8) C1 0.0363(9) 0.0320(9) 0.0363(9) 0.0103(7) 0.0104(7) 0.0225(8) P2 0.0228(2) 0.0323(2) 0.0346(2) 0.00851(19) 0.00260(18) 0.01097(18) O2 0.0396(7) 0.0315(7) 0.0653(9) 0.0160(6) 0.0139(7) 0.0171(6) C2 0.0445(11) 0.0641(14) 0.0364(10) 0.0186(9) 0.0138(9) 0.0325(11) O3 0.0225(6) 0.0306(6) 0.0333(6) 0.0067(5) 0.0021(5) 0.0092(5) C3 0.0487(13) 0.0681(15) 0.0506(12) 0.0195(11) -0.0015(10) 0.0319(12) O4 0.0390(7) 0.0518(8) 0.0387(7) 0.0025(6) 0.0049(6) 0.0215(7) C4 0.0348(11) 0.0460(12) 0.0816(17) 0.0177(11) 0.0085(11) 0.0250(10) O5 0.0315(11) 0.0268(11) 0.0487(13) 0.0055(9) -0.0030(9) 0.0133(9) C5 0.0405(11) 0.0370(11) 0.0659(14) 0.0083(10) 0.0240(10) 0.0196(9) C6 0.0437(11) 0.0289(9) 0.0399(10) 0.0065(8) 0.0162(8) 0.0181(8) C7 0.0783(18) 0.0352(12) 0.117(2) 0.0227(14) 0.0303(17) 0.0314(13) C8 0.0662(17) 0.0483(15) 0.132(3) 0.0387(16) 0.0200(17) 0.0264(13) C9 0.0223(8) 0.0299(9) 0.0377(9) 0.0027(7) 0.0006(7) 0.0131(7) C10 0.0229(8) 0.0265(9) 0.0626(12) 0.0049(8) 0.0021(8) 0.0114(7) C11 0.0258(9) 0.0280(10) 0.1025(19) -0.0100(11) -0.0061(10) 0.0127(8) C12 0.0346(12) 0.0276(11) 0.175(3) 0.0101(15) -0.0051(15) 0.0138(9) C13 0.096(2) 0.0644(18) 0.117(3) -0.0458(18) -0.015(2) 0.0398(17) C14 0.0244(8) 0.0331(9) 0.0421(10) 0.0123(8) -0.0010(7) 0.0086(7) C15 0.0396(11) 0.0371(11) 0.0518(12) 0.0056(9) -0.0022(9) 0.0096(9) C16 0.0501(13) 0.0399(12) 0.0772(16) -0.0068(11) -0.0155(12) 0.0136(11) C17 0.0379(12) 0.0319(11) 0.102(2) 0.0178(13) -0.0167(13) 0.0030(9) C18 0.0327(11) 0.0490(13) 0.0799(17) 0.0344(13) 0.0029(11) 0.0073(10) C19 0.0301(10) 0.0493(12) 0.0528(12) 0.0212(10) 0.0040(9) 0.0131(9) C20 0.0194(16) 0.032(2) 0.021(3) 0.010(2) -0.005(2) 0.0049(15) C21 0.029(2) 0.055(3) 0.086(5) 0.029(3) 0.014(3) 0.019(2) C22 0.0238(18) 0.076(4) 0.143(5) 0.045(3) -0.002(3) 0.020(2) C23 0.081(5) 0.138(7) 0.100(7) 0.035(6) 0.048(5) 0.082(5) O5A 0.036(2) 0.036(2) 0.047(3) 0.0039(16) -0.0011(17) 0.0176(16) C22A 0.056(5) 0.077(5) 0.066(6) 0.002(5) 0.021(5) 0.040(4) C21A 0.036(4) 0.070(6) 0.046(6) 0.011(4) 0.012(4) 0.036(4) C23A 0.068(5) 0.131(9) 0.093(6) 0.027(6) 0.012(5) 0.076(6) C20A 0.036(3) 0.056(5) 0.012(4) 0.003(4) -0.007(4) 0.016(3) _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 P1 O1 1.4766(15) . ? P1 O2 1.5820(13) . ? P1 C1 1.7863(19) . ? P1 C9 1.8236(17) . ? C1 C2 1.390(3) . ? C1 C6 1.393(2) . ? P2 O4 1.4666(14) . ? P2 O3 1.6013(12) . ? P2 C20A 1.750(14) . ? P2 C14 1.7924(19) . ? P2 C20 1.871(6) . ? O2 C7 1.462(3) . ? C2 C3 1.377(3) . ? O3 C9 1.4487(19) . ? C3 C4 1.378(3) . ? C4 C5 1.379(3) . ? O5 C20 1.382(6) . ? C5 C6 1.373(3) . ? C7 C8 1.466(4) . ? C9 C10 1.515(2) . ? C10 C11 1.526(3) . ? C11 C13 1.511(4) . ? C11 C12 1.520(3) . ? C14 C15 1.386(3) . ? C14 C19 1.398(3) . ? C15 C16 1.385(3) . ? C16 C17 1.382(4) . ? C17 C18 1.362(4) . ? C18 C19 1.383(3) . ? C20 C21 1.503(9) . ? C21 C23 1.491(8) . ? C21 C22 1.538(8) . ? O5A C20A 1.468(7) . ? C22A C21A 1.474(11) . ? C21A C23A 1.555(12) . ? C21A C20A 1.571(16) . ? 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 O1 P1 O2 115.03(9) . . ? O1 P1 C1 112.38(9) . . ? O2 P1 C1 106.58(8) . . ? O1 P1 C9 114.45(8) . . ? O2 P1 C9 99.64(8) . . ? C1 P1 C9 107.71(8) . . ? C2 C1 C6 119.01(18) . . ? C2 C1 P1 121.48(14) . . ? C6 C1 P1 119.50(15) . . ? O4 P2 O3 114.10(7) . . ? O4 P2 C20A 106.1(3) . . ? O3 P2 C20A 105.8(4) . . ? O4 P2 C14 113.24(8) . . ? O3 P2 C14 105.26(8) . . ? C20A P2 C14 112.2(4) . . ? O4 P2 C20 120.82(18) . . ? O3 P2 C20 96.94(19) . . ? C20A P2 C20 14.8(3) . . ? C14 P2 C20 104.31(19) . . ? C7 O2 P1 119.04(15) . . ? C3 C2 C1 120.56(18) . . ? C9 O3 P2 121.70(10) . . ? C2 C3 C4 119.6(2) . . ? C3 C4 C5 120.5(2) . . ? C6 C5 C4 120.11(18) . . ? C5 C6 C1 120.23(19) . . ? O2 C7 C8 108.1(2) . . ? O3 C9 C10 108.54(13) . . ? O3 C9 P1 107.05(11) . . ? C10 C9 P1 112.82(12) . . ? C9 C10 C11 114.12(16) . . ? C13 C11 C12 111.3(2) . . ? C13 C11 C10 112.2(2) . . ? C12 C11 C10 109.21(19) . . ? C15 C14 C19 119.68(18) . . ? C15 C14 P2 121.76(14) . . ? C19 C14 P2 118.55(16) . . ? C16 C15 C14 119.7(2) . . ? C17 C16 C15 119.9(2) . . ? C18 C17 C16 120.8(2) . . ? C17 C18 C19 120.2(2) . . ? C18 C19 C14 119.7(2) . . ? O5 C20 C21 114.9(5) . . ? O5 C20 P2 103.9(3) . . ? C21 C20 P2 113.3(4) . . ? C23 C21 C20 112.5(5) . . ? C23 C21 C22 111.6(6) . . ? C20 C21 C22 107.5(5) . . ? C22A C21A C23A 109.4(8) . . ? C22A C21A C20A 111.4(8) . . ? C23A C21A C20A 111.0(8) . . ? O5A C20A C21A 105.2(8) . . ? O5A C20A P2 107.5(8) . . ? C21A C20A P2 119.9(8) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O5 H5A O1 0.84 1.77 2.606(3) 173.0 14_455 O5A H5B O3 0.84 2.44 2.937(4) 118.4 . _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.340 _refine_diff_density_min -0.317 _refine_diff_density_rms 0.041 data_mr_048d2_3_0m _database_code_depnum_ccdc_archive 'CCDC 748564' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H34 O5 P2' _chemical_formula_weight 452.44 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.6935(7) _cell_length_b 23.972(2) _cell_length_c 24.195(2) _cell_angle_alpha 73.726(5) _cell_angle_beta 88.844(5) _cell_angle_gamma 88.865(5) _cell_volume 4838.6(7) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 8530 _cell_measurement_theta_min 2.11 _cell_measurement_theta_max 18.33 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.242 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1936 _exptl_absorpt_coefficient_mu 0.210 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9219 _exptl_absorpt_correction_T_max 0.9881 _exptl_absorpt_process_details 'Bruker SAINT' _exptl_special_details ; Crystal faces: H K L d(mm) 0.000 -2.000 -1.000 0.01200 2.000 1.000 -2.000 0.16800 1.000 -1.000 1.000 0.17800 0.000 1.000 1.000 0.01900 0.000 -1.000 -1.000 0.03900 -1.000 0.000 0.000 0.18400 0.000 2.000 -1.000 0.06100 0.000 0.000 1.000 0.05600 0.000 0.000 -1.000 0.07400 ; _diffrn_ambient_temperature 173(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 APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 249416 _diffrn_reflns_av_R_equivalents 0.2501 _diffrn_reflns_av_sigmaI/netI 0.1528 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.41 _diffrn_reflns_theta_max 25.00 _reflns_number_total 17037 _reflns_number_gt 8018 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0759P)^2^+0.0000P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 17037 _refine_ls_number_parameters 1114 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1964 _refine_ls_R_factor_gt 0.0698 _refine_ls_wR_factor_ref 0.1694 _refine_ls_wR_factor_gt 0.1404 _refine_ls_goodness_of_fit_ref 0.989 _refine_ls_restrained_S_all 0.989 _refine_ls_shift/su_max 0.003 _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 P1A P 0.81886(13) 0.29436(6) 0.57839(5) 0.0264(3) Uani 1 1 d . . . P2A P 0.54955(13) 0.34614(6) 0.68522(6) 0.0296(3) Uani 1 1 d . . . O11A O 0.7900(3) 0.33477(13) 0.62081(12) 0.0258(7) Uani 1 1 d . . . O12A O 0.7195(3) 0.31051(13) 0.52763(13) 0.0329(8) Uani 1 1 d . . . O13A O 0.6404(3) 0.21193(15) 0.64322(16) 0.0387(9) Uani 1 1 d . . . H13O H 0.614(5) 0.236(2) 0.663(2) 0.041(16) Uiso 1 1 d . . . O21A O 0.3913(3) 0.37812(14) 0.66615(13) 0.0337(8) Uani 1 1 d . . . O22A O 0.5451(3) 0.28173(14) 0.70765(14) 0.0384(9) Uani 1 1 d . . . C1A C 0.6527(4) 0.37125(19) 0.61653(19) 0.0232(11) Uani 1 1 d . . . H1A H 0.5868 0.3653 0.5854 0.028 Uiso 1 1 calc R . . C2A C 0.6966(5) 0.4348(2) 0.6015(2) 0.0312(12) Uani 1 1 d . . . H2A1 H 0.7583 0.4405 0.6333 0.037 Uiso 1 1 calc R . . H2A2 H 0.6010 0.4583 0.5997 0.037 Uiso 1 1 calc R . . C3A C 0.7869(5) 0.4588(2) 0.5454(2) 0.0357(13) Uani 1 1 d . . . H3A H 0.8847 0.4357 0.5476 0.043 Uiso 1 1 calc R . . C4A C 0.8280(6) 0.5216(2) 0.5402(2) 0.0535(16) Uani 1 1 d . . . H4A1 H 0.8924 0.5368 0.5057 0.080 Uiso 1 1 calc R . . H4A2 H 0.8846 0.5233 0.5743 0.080 Uiso 1 1 calc R . . H4A3 H 0.7336 0.5452 0.5372 0.080 Uiso 1 1 calc R . . C5A C 0.7020(7) 0.4552(2) 0.4928(2) 0.0578(16) Uani 1 1 d . . . H5A1 H 0.6783 0.4145 0.4963 0.087 Uiso 1 1 calc R . . H5A2 H 0.7665 0.4706 0.4584 0.087 Uiso 1 1 calc R . . H5A3 H 0.6062 0.4780 0.4895 0.087 Uiso 1 1 calc R . . C11A C 0.6310(5) 0.3790(2) 0.73544(19) 0.0256(11) Uani 1 1 d . . . C12A C 0.7497(5) 0.3504(2) 0.7705(2) 0.0342(12) Uani 1 1 d . . . H12A H 0.7830 0.3129 0.7689 0.041 Uiso 1 1 calc R . . C13A C 0.8194(6) 0.3763(2) 0.8076(2) 0.0447(14) Uani 1 1 d . . . H13B H 0.9000 0.3564 0.8315 0.054 Uiso 1 1 calc R . . C14A C 0.7729(6) 0.4307(3) 0.8101(2) 0.0420(14) Uani 1 1 d . . . H14A H 0.8217 0.4485 0.8354 0.050 Uiso 1 1 calc R . . C15A C 0.6548(6) 0.4594(2) 0.7755(2) 0.0406(13) Uani 1 1 d . . . H15A H 0.6215 0.4969 0.7773 0.049 Uiso 1 1 calc R . . C16A C 0.5860(5) 0.4339(2) 0.7387(2) 0.0367(13) Uani 1 1 d . . . H16A H 0.5057 0.4541 0.7148 0.044 Uiso 1 1 calc R . . C21A C 1.0188(5) 0.30094(19) 0.5610(2) 0.0277(11) Uani 1 1 d . . . C22A C 1.0648(5) 0.3199(2) 0.5037(2) 0.0325(12) Uani 1 1 d . . . H22A H 0.9896 0.3322 0.4747 0.039 Uiso 1 1 calc R . . C23A C 1.2193(5) 0.3211(2) 0.4883(2) 0.0450(15) Uani 1 1 d . . . H23A H 1.2495 0.3357 0.4490 0.054 Uiso 1 1 calc R . . C24A C 1.3290(5) 0.3012(2) 0.5296(3) 0.0407(14) Uani 1 1 d . . . H24A H 1.4343 0.3003 0.5186 0.049 Uiso 1 1 calc R . . C25A C 1.2864(5) 0.2825(2) 0.5870(2) 0.0389(14) Uani 1 1 d . . . H25A H 1.3627 0.2702 0.6156 0.047 Uiso 1 1 calc R . . C26A C 1.1322(5) 0.2817(2) 0.6029(2) 0.0345(13) Uani 1 1 d . . . H26A H 1.1030 0.2680 0.6424 0.041 Uiso 1 1 calc R . . C31A C 0.7959(5) 0.22069(19) 0.6251(2) 0.0298(12) Uani 1 1 d . . . H31A H 0.8592 0.2167 0.6601 0.036 Uiso 1 1 calc R . . C32A C 0.8516(6) 0.1741(2) 0.5967(2) 0.0396(13) Uani 1 1 d . . . H32A H 0.9608 0.1824 0.5837 0.048 Uiso 1 1 calc R . . C33A C 0.7592(7) 0.1734(3) 0.5455(3) 0.0709(19) Uani 1 1 d . . . H33J H 0.7974 0.1422 0.5297 0.106 Uiso 1 1 calc R . . H33K H 0.7688 0.2108 0.5160 0.106 Uiso 1 1 calc R . . H33L H 0.6509 0.1668 0.5570 0.106 Uiso 1 1 calc R . . C34A C 0.8480(7) 0.1149(2) 0.6406(3) 0.0684(19) Uani 1 1 d . . . H34J H 0.7410 0.1038 0.6505 0.103 Uiso 1 1 calc R . . H34K H 0.9019 0.1166 0.6753 0.103 Uiso 1 1 calc R . . H34L H 0.8990 0.0862 0.6243 0.103 Uiso 1 1 calc R . . C41A C 0.2540(5) 0.3645(2) 0.7022(2) 0.0437(14) Uani 1 1 d . . . H41A H 0.2694 0.3738 0.7390 0.052 Uiso 1 1 calc R . . H41B H 0.2316 0.3226 0.7107 0.052 Uiso 1 1 calc R . . C42A C 0.1225(5) 0.4000(3) 0.6705(2) 0.0536(16) Uani 1 1 d . . . H42A H 0.1465 0.4414 0.6614 0.080 Uiso 1 1 calc R . . H42B H 0.0292 0.3922 0.6947 0.080 Uiso 1 1 calc R . . H42C H 0.1058 0.3896 0.6347 0.080 Uiso 1 1 calc R . . P1B P 0.88248(12) 0.40636(5) 0.15938(5) 0.0253(3) Uani 1 1 d . . . P2B P 1.13377(13) 0.26847(6) 0.15546(5) 0.0293(3) Uani 1 1 d . . . O11B O 0.9059(3) 0.34385(12) 0.14752(12) 0.0257(7) Uani 1 1 d . . . O12B O 0.9891(3) 0.45127(13) 0.12673(13) 0.0315(8) Uani 1 1 d . . . O13B O 1.0526(4) 0.36047(17) 0.24988(15) 0.0363(9) Uani 1 1 d . . . H13P H 1.070(5) 0.336(2) 0.2343(19) 0.023(15) Uiso 1 1 d . . . O21B O 1.2892(3) 0.27516(15) 0.12036(14) 0.0422(9) Uani 1 1 d . . . O22B O 1.1442(3) 0.26754(14) 0.21685(13) 0.0351(8) Uani 1 1 d . . . C1B C 1.0316(4) 0.33148(19) 0.11210(18) 0.0245(11) Uani 1 1 d . . . H1B H 1.1029 0.3652 0.1023 0.029 Uiso 1 1 calc R . . C2B C 0.9693(5) 0.3239(2) 0.05671(19) 0.0294(12) Uani 1 1 d . . . H2B1 H 0.8896 0.2937 0.0666 0.035 Uiso 1 1 calc R . . H2B2 H 1.0539 0.3095 0.0361 0.035 Uiso 1 1 calc R . . C3B C 0.8996(5) 0.3788(2) 0.0157(2) 0.0385(13) Uani 1 1 d . . . H3B H 0.8223 0.3956 0.0380 0.046 Uiso 1 1 calc R . . C4B C 1.0196(7) 0.4240(2) -0.0085(2) 0.0582(17) Uani 1 1 d . . . H4B1 H 1.0678 0.4351 0.0230 0.087 Uiso 1 1 calc R . . H4B2 H 0.9708 0.4583 -0.0347 0.087 Uiso 1 1 calc R . . H4B3 H 1.0980 0.4080 -0.0297 0.087 Uiso 1 1 calc R . . C5B C 0.8150(6) 0.3621(3) -0.0323(2) 0.0551(16) Uani 1 1 d . . . H5B1 H 0.7690 0.3970 -0.0585 0.083 Uiso 1 1 calc R . . H5B2 H 0.7339 0.3344 -0.0153 0.083 Uiso 1 1 calc R . . H5B3 H 0.8881 0.3441 -0.0538 0.083 Uiso 1 1 calc R . . C11B C 1.0450(5) 0.2042(2) 0.14842(19) 0.0256(11) Uani 1 1 d . . . C12B C 0.9274(5) 0.1794(2) 0.1867(2) 0.0299(12) Uani 1 1 d . . . H12B H 0.8947 0.1974 0.2154 0.036 Uiso 1 1 calc R . . C13B C 0.8575(5) 0.1291(2) 0.1837(2) 0.0389(13) Uani 1 1 d . . . H13C H 0.7779 0.1124 0.2103 0.047 Uiso 1 1 calc R . . C14B C 0.9039(6) 0.1034(2) 0.1418(2) 0.0405(14) Uani 1 1 d . . . H14B H 0.8575 0.0686 0.1396 0.049 Uiso 1 1 calc R . . C15B C 1.0174(6) 0.1284(2) 0.1034(2) 0.0418(14) Uani 1 1 d . . . H15B H 1.0480 0.1106 0.0743 0.050 Uiso 1 1 calc R . . C16B C 1.0888(5) 0.1787(2) 0.1056(2) 0.0353(13) Uani 1 1 d . . . H16B H 1.1666 0.1955 0.0783 0.042 Uiso 1 1 calc R . . C21B C 0.6855(5) 0.4225(2) 0.14202(19) 0.0252(11) Uani 1 1 d . . . C22B C 0.5658(5) 0.3890(2) 0.1715(2) 0.0309(12) Uani 1 1 d . . . H22B H 0.5886 0.3550 0.2017 0.037 Uiso 1 1 calc R . . C23B C 0.4129(5) 0.4040(2) 0.1581(2) 0.0346(13) Uani 1 1 d . . . H23B H 0.3321 0.3810 0.1792 0.042 Uiso 1 1 calc R . . C24B C 0.3810(5) 0.4526(2) 0.1139(2) 0.0362(13) Uani 1 1 d . . . H24B H 0.2769 0.4630 0.1044 0.043 Uiso 1 1 calc R . . C25B C 0.4962(5) 0.4865(2) 0.0831(2) 0.0375(13) Uani 1 1 d . . . H25B H 0.4714 0.5197 0.0524 0.045 Uiso 1 1 calc R . . C26B C 0.6491(5) 0.4723(2) 0.0969(2) 0.0331(12) Uani 1 1 d . . . H26B H 0.7289 0.4961 0.0760 0.040 Uiso 1 1 calc R . . C31B C 0.9055(5) 0.3873(2) 0.23748(18) 0.0238(11) Uani 1 1 d . . . H31B H 0.8237 0.3596 0.2570 0.029 Uiso 1 1 calc R . . C32B C 0.9042(5) 0.4397(2) 0.2620(2) 0.0306(12) Uani 1 1 d . . . H32B H 0.9865 0.4667 0.2416 0.037 Uiso 1 1 calc R . . C33B C 0.9404(6) 0.4210(2) 0.3261(2) 0.0431(14) Uani 1 1 d . . . H33A H 0.8546 0.3986 0.3476 0.065 Uiso 1 1 calc R . . H33B H 0.9557 0.4555 0.3394 0.065 Uiso 1 1 calc R . . H33C H 1.0343 0.3968 0.3324 0.065 Uiso 1 1 calc R . . C34B C 0.7519(6) 0.4728(2) 0.2525(2) 0.0467(15) Uani 1 1 d . . . H34A H 0.7361 0.4896 0.2111 0.070 Uiso 1 1 calc R . . H34B H 0.7532 0.5040 0.2714 0.070 Uiso 1 1 calc R . . H34C H 0.6681 0.4462 0.2689 0.070 Uiso 1 1 calc R . . C41B C 1.4280(5) 0.2461(2) 0.1451(2) 0.0460(15) Uani 1 1 d . . . H41C H 1.4167 0.2036 0.1526 0.055 Uiso 1 1 calc R . . H41D H 1.4461 0.2543 0.1823 0.055 Uiso 1 1 calc R . . C42B C 1.5605(5) 0.2656(3) 0.1060(2) 0.0540(16) Uani 1 1 d . . . H42D H 1.5460 0.2549 0.0703 0.081 Uiso 1 1 calc R . . H42E H 1.6549 0.2471 0.1246 0.081 Uiso 1 1 calc R . . H42F H 1.5687 0.3080 0.0972 0.081 Uiso 1 1 calc R . . P1C P 0.69530(13) 0.78853(6) 0.08618(6) 0.0283(3) Uani 1 1 d . . . P2C P 0.93372(14) 0.84602(6) 0.19547(6) 0.0371(4) Uani 1 1 d . . . O11C O 0.7123(3) 0.82817(13) 0.12940(13) 0.0294(8) Uani 1 1 d . . . O12C O 0.7992(3) 0.80443(14) 0.03548(13) 0.0341(8) Uani 1 1 d . . . O13C O 0.8767(4) 0.71239(17) 0.15750(18) 0.0406(10) Uani 1 1 d . . . H13Q H 0.877(5) 0.734(2) 0.175(2) 0.024(16) Uiso 1 1 d . . . O21C O 1.0900(3) 0.87743(16) 0.17618(17) 0.0570(11) Uani 1 1 d . . . O22C O 0.9439(4) 0.78228(14) 0.22179(15) 0.0452(9) Uani 1 1 d . . . C1C C 0.8417(5) 0.8666(2) 0.1257(2) 0.0301(12) Uani 1 1 d . . . H1C H 0.9167 0.8604 0.0959 0.036 Uiso 1 1 calc R . . C2C C 0.7881(5) 0.9297(2) 0.1083(2) 0.0373(13) Uani 1 1 d . . . H2C1 H 0.8784 0.9542 0.1085 0.045 Uiso 1 1 calc R . . H2C2 H 0.7153 0.9353 0.1384 0.045 Uiso 1 1 calc R . . C3C C 0.7108(6) 0.9525(2) 0.0503(2) 0.0460(14) Uani 1 1 d . . . H3C H 0.6165 0.9291 0.0510 0.055 Uiso 1 1 calc R . . C4C C 0.6597(7) 1.0158(2) 0.0426(3) 0.0695(19) Uani 1 1 d . . . H4C1 H 0.5943 1.0181 0.0754 0.104 Uiso 1 1 calc R . . H4C2 H 0.6018 1.0298 0.0069 0.104 Uiso 1 1 calc R . . H4C3 H 0.7505 1.0399 0.0406 0.104 Uiso 1 1 calc R . . C5C C 0.8111(8) 0.9479(3) -0.0005(3) 0.088(2) Uani 1 1 d . . . H5C1 H 0.9088 0.9674 0.0001 0.132 Uiso 1 1 calc R . . H5C2 H 0.7580 0.9665 -0.0364 0.132 Uiso 1 1 calc R . . H5C3 H 0.8311 0.9068 0.0022 0.132 Uiso 1 1 calc R . . C11C C 0.8381(5) 0.8822(2) 0.2419(2) 0.0316(12) Uani 1 1 d . . . C12C C 0.7212(5) 0.8544(2) 0.2781(2) 0.0388(13) Uani 1 1 d . . . H12C H 0.6940 0.8161 0.2784 0.047 Uiso 1 1 calc R . . C13C C 0.6432(6) 0.8817(2) 0.3141(2) 0.0441(14) Uani 1 1 d . . . H13D H 0.5629 0.8623 0.3389 0.053 Uiso 1 1 calc R . . C14C C 0.6831(6) 0.9371(3) 0.3136(2) 0.0447(14) Uani 1 1 d . . . H14C H 0.6299 0.9559 0.3382 0.054 Uiso 1 1 calc R . . C15C C 0.7990(6) 0.9654(2) 0.2780(2) 0.0488(15) Uani 1 1 d . . . H15C H 0.8265 1.0035 0.2781 0.059 Uiso 1 1 calc R . . C16C C 0.8756(6) 0.9380(2) 0.2421(2) 0.0398(13) Uani 1 1 d . . . H16C H 0.9551 0.9578 0.2171 0.048 Uiso 1 1 calc R . . C21C C 0.4977(5) 0.7964(2) 0.0692(2) 0.0312(12) Uani 1 1 d . . . C22C C 0.4559(5) 0.8206(2) 0.0120(2) 0.0373(13) Uani 1 1 d . . . H22C H 0.5326 0.8353 -0.0167 0.045 Uiso 1 1 calc R . . C23C C 0.3041(6) 0.8233(2) -0.0028(2) 0.0452(15) Uani 1 1 d . . . H23C H 0.2773 0.8402 -0.0418 0.054 Uiso 1 1 calc R . . C24C C 0.1904(5) 0.8023(2) 0.0367(3) 0.0477(16) Uani 1 1 d . . . H24C H 0.0863 0.8037 0.0251 0.057 Uiso 1 1 calc R . . C25C C 0.2285(6) 0.7789(2) 0.0942(3) 0.0454(15) Uani 1 1 d . . . H25C H 0.1505 0.7652 0.1225 0.054 Uiso 1 1 calc R . . C26C C 0.3810(5) 0.7758(2) 0.1095(2) 0.0350(13) Uani 1 1 d . . . H26C H 0.4071 0.7592 0.1487 0.042 Uiso 1 1 calc R . . C31C C 0.7302(5) 0.71490(19) 0.1322(2) 0.0282(12) Uani 1 1 d . . . H31C H 0.6492 0.7050 0.1631 0.034 Uiso 1 1 calc R . . C32C C 0.7353(5) 0.6684(2) 0.0999(2) 0.0391(13) Uani 1 1 d . . . H32C H 0.8271 0.6761 0.0734 0.047 Uiso 1 1 calc R . . C33C C 0.7582(6) 0.6077(2) 0.1426(2) 0.0453(14) Uani 1 1 d . . . H33D H 0.8430 0.6088 0.1683 0.068 Uiso 1 1 calc R . . H33E H 0.7825 0.5794 0.1212 0.068 Uiso 1 1 calc R . . H33F H 0.6635 0.5964 0.1654 0.068 Uiso 1 1 calc R . . C34C C 0.5967(7) 0.6675(3) 0.0640(3) 0.0668(19) Uani 1 1 d . . . H34G H 0.5032 0.6657 0.0877 0.100 Uiso 1 1 calc R . . H34H H 0.6028 0.6333 0.0494 0.100 Uiso 1 1 calc R . . H34I H 0.5938 0.7028 0.0316 0.100 Uiso 1 1 calc R . . C41C C 1.2297(5) 0.8621(3) 0.2068(2) 0.0535(16) Uani 1 1 d . . . H41G H 1.2516 0.8201 0.2133 0.064 Uiso 1 1 calc R . . H41H H 1.2193 0.8698 0.2448 0.064 Uiso 1 1 calc R . . C42C C 1.3583(6) 0.8963(3) 0.1735(3) 0.075(2) Uani 1 1 d . . . H42J H 1.3679 0.8887 0.1359 0.112 Uiso 1 1 calc R . . H42K H 1.4543 0.8850 0.1946 0.112 Uiso 1 1 calc R . . H42L H 1.3376 0.9378 0.1682 0.112 Uiso 1 1 calc R . . P1D P 0.36344(12) 0.09022(5) 0.34215(5) 0.0236(3) Uani 1 1 d . . . P2D P 0.61078(13) 0.22580(5) 0.34393(5) 0.0251(3) Uani 1 1 d . . . O11D O 0.3822(3) 0.15312(12) 0.35280(12) 0.0223(7) Uani 1 1 d . . . O12D O 0.4717(3) 0.04542(13) 0.37418(13) 0.0291(8) Uani 1 1 d . . . O13D O 0.5394(3) 0.13191(15) 0.25138(14) 0.0355(8) Uani 1 1 d . . . H13R H 0.5472 0.1595 0.2662 0.053 Uiso 1 1 calc R . . O21D O 0.7659(3) 0.21574(13) 0.37824(13) 0.0299(8) Uani 1 1 d . . . O22D O 0.6233(3) 0.22538(13) 0.28322(13) 0.0303(8) Uani 1 1 d . . . C1D C 0.5019(4) 0.16523(18) 0.38864(18) 0.0213(11) Uani 1 1 d . . . H1D H 0.5717 0.1305 0.4007 0.026 Uiso 1 1 calc R . . C2D C 0.4297(5) 0.17680(19) 0.44224(18) 0.0248(11) Uani 1 1 d . . . H2D1 H 0.3567 0.2100 0.4300 0.030 Uiso 1 1 calc R . . H2D2 H 0.5119 0.1885 0.4642 0.030 Uiso 1 1 calc R . . C3D C 0.3439(5) 0.1255(2) 0.4826(2) 0.0336(12) Uani 1 1 d . . . H3D H 0.2650 0.1125 0.4596 0.040 Uiso 1 1 calc R . . C4D C 0.4485(6) 0.0741(2) 0.5089(2) 0.0534(16) Uani 1 1 d . . . H4D1 H 0.5304 0.0863 0.5300 0.080 Uiso 1 1 calc R . . H4D2 H 0.4941 0.0593 0.4783 0.080 Uiso 1 1 calc R . . H4D3 H 0.3887 0.0434 0.5354 0.080 Uiso 1 1 calc R . . C5D C 0.2600(6) 0.1456(2) 0.5299(2) 0.0497(15) Uani 1 1 d . . . H5D1 H 0.2032 0.1130 0.5550 0.075 Uiso 1 1 calc R . . H5D2 H 0.1880 0.1772 0.5124 0.075 Uiso 1 1 calc R . . H5D3 H 0.3351 0.1593 0.5526 0.075 Uiso 1 1 calc R . . C11D C 0.5327(5) 0.29339(19) 0.34993(19) 0.0224(11) Uani 1 1 d . . . C12D C 0.4196(5) 0.3217(2) 0.31222(19) 0.0285(12) Uani 1 1 d . . . H12D H 0.3820 0.3042 0.2846 0.034 Uiso 1 1 calc R . . C13D C 0.3611(5) 0.3749(2) 0.3142(2) 0.0295(12) Uani 1 1 d . . . H13F H 0.2831 0.3938 0.2883 0.035 Uiso 1 1 calc R . . C14D C 0.4165(5) 0.4006(2) 0.3540(2) 0.0332(12) Uani 1 1 d . . . H14D H 0.3784 0.4378 0.3547 0.040 Uiso 1 1 calc R . . C15D C 0.5261(5) 0.3730(2) 0.3928(2) 0.0326(12) Uani 1 1 d . . . H15D H 0.5621 0.3908 0.4205 0.039 Uiso 1 1 calc R . . C16D C 0.5839(5) 0.3193(2) 0.3916(2) 0.0296(12) Uani 1 1 d . . . H16D H 0.6582 0.2999 0.4188 0.036 Uiso 1 1 calc R . . C21D C 0.1664(5) 0.0745(2) 0.36098(19) 0.0253(11) Uani 1 1 d . . . C22D C 0.1289(5) 0.0259(2) 0.4069(2) 0.0301(12) Uani 1 1 d . . . H22D H 0.2080 0.0020 0.4282 0.036 Uiso 1 1 calc R . . C23D C -0.0231(5) 0.0132(2) 0.4207(2) 0.0366(13) Uani 1 1 d . . . H23D H -0.0484 -0.0190 0.4525 0.044 Uiso 1 1 calc R . . C24D C -0.1390(5) 0.0466(2) 0.3892(2) 0.0381(14) Uani 1 1 d . . . H24D H -0.2434 0.0367 0.3987 0.046 Uiso 1 1 calc R . . C25D C -0.1039(5) 0.0945(2) 0.3435(2) 0.0353(13) Uani 1 1 d . . . H25D H -0.1841 0.1174 0.3217 0.042 Uiso 1 1 calc R . . C26D C 0.0457(5) 0.1088(2) 0.32988(19) 0.0280(12) Uani 1 1 d . . . H26D H 0.0692 0.1421 0.2991 0.034 Uiso 1 1 calc R . . C31D C 0.3903(4) 0.1074(2) 0.26374(19) 0.0255(11) Uani 1 1 d . . . H31D H 0.3107 0.1366 0.2442 0.031 Uiso 1 1 calc R . . C32D C 0.3866(5) 0.0545(2) 0.2405(2) 0.0322(12) Uani 1 1 d . . . H32D H 0.4650 0.0257 0.2615 0.039 Uiso 1 1 calc R . . C33D C 0.4305(6) 0.0721(2) 0.1765(2) 0.0466(15) Uani 1 1 d . . . H33G H 0.3546 0.1003 0.1551 0.070 Uiso 1 1 calc R . . H33H H 0.4325 0.0376 0.1623 0.070 Uiso 1 1 calc R . . H33I H 0.5325 0.0897 0.1712 0.070 Uiso 1 1 calc R . . C34D C 0.2309(5) 0.0250(2) 0.2488(2) 0.0470(15) Uani 1 1 d . . . H34D H 0.2048 0.0120 0.2900 0.070 Uiso 1 1 calc R . . H34E H 0.2356 -0.0085 0.2332 0.070 Uiso 1 1 calc R . . H34F H 0.1520 0.0526 0.2287 0.070 Uiso 1 1 calc R . . C41D C 0.9019(5) 0.2475(2) 0.3525(2) 0.0396(14) Uani 1 1 d . . . H41E H 0.8805 0.2898 0.3432 0.048 Uiso 1 1 calc R . . H41F H 0.9302 0.2379 0.3164 0.048 Uiso 1 1 calc R . . C42D C 1.0307(5) 0.2316(2) 0.3937(2) 0.0534(16) Uani 1 1 d . . . H42G H 1.0034 0.2424 0.4288 0.080 Uiso 1 1 calc R . . H42H H 1.1235 0.2521 0.3761 0.080 Uiso 1 1 calc R . . H42I H 1.0500 0.1895 0.4033 0.080 Uiso 1 1 calc R . . 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 P1A 0.0236(7) 0.0291(8) 0.0288(8) -0.0120(6) -0.0024(5) 0.0027(5) P2A 0.0272(7) 0.0310(8) 0.0306(8) -0.0089(7) 0.0030(6) -0.0001(6) O11A 0.0230(16) 0.029(2) 0.0281(19) -0.0130(16) -0.0048(13) 0.0048(14) O12A 0.0296(17) 0.035(2) 0.036(2) -0.0137(17) -0.0072(15) 0.0037(15) O13A 0.031(2) 0.029(2) 0.057(3) -0.014(2) 0.0043(17) -0.0042(16) O21A 0.0218(17) 0.045(2) 0.033(2) -0.0091(17) 0.0034(14) 0.0022(15) O22A 0.042(2) 0.028(2) 0.042(2) -0.0051(18) 0.0048(16) -0.0029(15) C1A 0.015(2) 0.028(3) 0.027(3) -0.010(2) 0.0006(19) 0.003(2) C2A 0.034(3) 0.025(3) 0.036(3) -0.010(2) 0.002(2) 0.004(2) C3A 0.044(3) 0.031(3) 0.032(3) -0.009(3) 0.008(2) -0.001(2) C4A 0.077(4) 0.037(4) 0.046(4) -0.011(3) 0.021(3) -0.015(3) C5A 0.094(4) 0.043(4) 0.033(4) -0.005(3) -0.003(3) -0.005(3) C11A 0.023(2) 0.026(3) 0.027(3) -0.006(2) 0.004(2) 0.003(2) C12A 0.040(3) 0.032(3) 0.030(3) -0.008(3) -0.004(2) 0.006(2) C13A 0.045(3) 0.048(4) 0.039(4) -0.008(3) -0.013(3) 0.009(3) C14A 0.049(3) 0.057(4) 0.020(3) -0.010(3) -0.006(2) -0.009(3) C15A 0.055(3) 0.035(3) 0.036(3) -0.016(3) -0.003(3) 0.003(3) C16A 0.040(3) 0.036(3) 0.034(3) -0.009(3) -0.006(2) 0.014(2) C21A 0.043(3) 0.018(3) 0.029(3) -0.016(2) -0.008(2) 0.005(2) C22A 0.037(3) 0.026(3) 0.031(3) -0.001(2) -0.002(2) -0.002(2) C23A 0.035(3) 0.044(4) 0.054(4) -0.012(3) 0.013(3) -0.007(3) C24A 0.022(3) 0.043(4) 0.063(4) -0.025(3) 0.009(3) -0.005(2) C25A 0.022(3) 0.046(4) 0.056(4) -0.027(3) -0.012(3) 0.005(2) C26A 0.031(3) 0.044(4) 0.031(3) -0.015(3) -0.001(2) -0.003(2) C31A 0.029(3) 0.025(3) 0.036(3) -0.009(2) -0.002(2) 0.000(2) C32A 0.045(3) 0.031(3) 0.044(4) -0.012(3) -0.006(3) 0.000(2) C33A 0.121(5) 0.048(4) 0.050(4) -0.025(4) -0.008(4) 0.003(4) C34A 0.108(5) 0.033(4) 0.067(5) -0.017(3) -0.023(4) 0.019(3) C41A 0.027(3) 0.058(4) 0.049(4) -0.021(3) 0.011(3) 0.001(3) C42A 0.031(3) 0.064(4) 0.069(4) -0.025(4) 0.000(3) 0.006(3) P1B 0.0225(7) 0.0270(8) 0.0242(8) -0.0032(6) 0.0019(5) -0.0032(5) P2B 0.0274(7) 0.0337(8) 0.0232(8) -0.0021(6) -0.0019(6) 0.0024(6) O11B 0.0259(17) 0.0250(19) 0.0239(19) -0.0034(15) 0.0070(13) -0.0030(13) O12B 0.0297(17) 0.028(2) 0.034(2) -0.0048(16) 0.0064(15) -0.0053(14) O13B 0.033(2) 0.051(3) 0.031(2) -0.022(2) -0.0103(15) 0.0049(18) O21B 0.0220(18) 0.056(3) 0.040(2) 0.0007(19) 0.0007(15) 0.0041(16) O22B 0.045(2) 0.036(2) 0.024(2) -0.0083(17) -0.0094(15) 0.0083(16) C1B 0.019(2) 0.025(3) 0.024(3) 0.001(2) 0.006(2) 0.001(2) C2B 0.035(3) 0.031(3) 0.020(3) -0.004(2) 0.002(2) 0.003(2) C3B 0.049(3) 0.042(4) 0.021(3) -0.004(3) 0.001(2) 0.018(3) C4B 0.105(5) 0.033(4) 0.031(4) 0.000(3) 0.002(3) 0.001(3) C5B 0.065(4) 0.067(4) 0.028(3) -0.005(3) -0.016(3) 0.016(3) C11B 0.030(3) 0.028(3) 0.015(3) 0.001(2) 0.001(2) 0.004(2) C12B 0.033(3) 0.032(3) 0.024(3) -0.007(2) 0.001(2) 0.006(2) C13B 0.038(3) 0.041(4) 0.033(3) -0.003(3) -0.002(2) 0.006(3) C14B 0.047(3) 0.031(3) 0.044(4) -0.009(3) -0.008(3) -0.005(3) C15B 0.049(3) 0.043(4) 0.039(4) -0.023(3) -0.003(3) 0.011(3) C16B 0.040(3) 0.041(4) 0.022(3) -0.005(3) 0.002(2) 0.009(3) C21B 0.027(3) 0.028(3) 0.021(3) -0.009(2) 0.009(2) -0.006(2) C22B 0.033(3) 0.036(3) 0.025(3) -0.010(2) 0.001(2) -0.007(2) C23B 0.032(3) 0.047(4) 0.028(3) -0.016(3) 0.004(2) -0.009(2) C24B 0.027(3) 0.043(4) 0.044(4) -0.022(3) -0.004(3) 0.009(3) C25B 0.041(3) 0.034(3) 0.037(3) -0.008(3) -0.015(3) 0.005(3) C26B 0.037(3) 0.028(3) 0.032(3) -0.004(3) 0.000(2) -0.003(2) C31B 0.024(3) 0.027(3) 0.018(3) -0.003(2) -0.001(2) 0.000(2) C32B 0.032(3) 0.033(3) 0.026(3) -0.007(3) 0.003(2) -0.006(2) C33B 0.048(3) 0.047(4) 0.037(3) -0.017(3) -0.002(3) 0.006(3) C34B 0.061(4) 0.043(4) 0.041(4) -0.020(3) -0.006(3) 0.009(3) C41B 0.036(3) 0.046(4) 0.050(4) -0.004(3) -0.008(3) 0.010(3) C42B 0.036(3) 0.064(4) 0.068(4) -0.029(4) 0.004(3) 0.007(3) P1C 0.0223(7) 0.0305(8) 0.0331(8) -0.0105(7) 0.0013(6) 0.0004(5) P2C 0.0295(7) 0.0345(9) 0.0474(10) -0.0114(7) -0.0083(6) 0.0001(6) O11C 0.0261(17) 0.030(2) 0.034(2) -0.0113(16) 0.0024(14) -0.0016(14) O12C 0.0267(17) 0.047(2) 0.030(2) -0.0142(18) 0.0061(15) -0.0017(15) O13C 0.034(2) 0.035(2) 0.057(3) -0.020(2) -0.0110(18) 0.0116(17) O21C 0.0194(19) 0.067(3) 0.080(3) -0.012(2) -0.0075(18) -0.0022(17) O22C 0.053(2) 0.030(2) 0.053(3) -0.0100(19) -0.0138(18) 0.0050(17) C1C 0.025(3) 0.028(3) 0.038(3) -0.010(3) 0.004(2) -0.006(2) C2C 0.042(3) 0.030(3) 0.040(3) -0.011(3) -0.002(2) 0.002(2) C3C 0.071(4) 0.032(3) 0.033(3) -0.004(3) -0.004(3) -0.004(3) C4C 0.111(5) 0.036(4) 0.057(4) -0.007(3) -0.027(4) 0.020(4) C5C 0.167(7) 0.056(5) 0.033(4) -0.002(3) 0.028(4) 0.005(4) C11C 0.028(3) 0.029(3) 0.041(3) -0.013(3) -0.013(2) -0.004(2) C12C 0.047(3) 0.032(3) 0.035(3) -0.004(3) -0.011(3) -0.005(3) C13C 0.058(4) 0.039(4) 0.034(3) -0.009(3) -0.002(3) -0.005(3) C14C 0.057(4) 0.048(4) 0.028(3) -0.009(3) -0.007(3) 0.008(3) C15C 0.073(4) 0.038(4) 0.041(4) -0.017(3) -0.019(3) -0.007(3) C16C 0.047(3) 0.037(4) 0.035(3) -0.008(3) -0.009(3) -0.009(3) C21C 0.035(3) 0.028(3) 0.035(3) -0.016(3) 0.004(2) 0.001(2) C22C 0.029(3) 0.040(3) 0.043(4) -0.010(3) -0.001(2) 0.000(2) C23C 0.041(3) 0.048(4) 0.047(4) -0.014(3) -0.012(3) 0.011(3) C24C 0.021(3) 0.049(4) 0.080(5) -0.030(4) -0.014(3) 0.008(3) C25C 0.033(3) 0.035(4) 0.062(4) -0.006(3) 0.008(3) 0.000(2) C26C 0.034(3) 0.034(3) 0.034(3) -0.005(3) 0.002(2) 0.003(2) C31C 0.029(3) 0.023(3) 0.031(3) -0.006(2) 0.004(2) 0.003(2) C32C 0.039(3) 0.031(3) 0.049(4) -0.014(3) 0.000(3) -0.002(2) C33C 0.062(4) 0.031(3) 0.045(4) -0.015(3) -0.003(3) 0.000(3) C34C 0.082(4) 0.057(4) 0.069(5) -0.029(4) -0.032(4) 0.016(3) C41C 0.031(3) 0.077(5) 0.061(4) -0.034(4) -0.008(3) 0.003(3) C42C 0.029(3) 0.097(6) 0.123(6) -0.071(5) 0.008(3) -0.014(3) P1D 0.0254(7) 0.0211(7) 0.0232(7) -0.0042(6) -0.0028(5) 0.0011(5) P2D 0.0262(7) 0.0247(8) 0.0222(8) -0.0031(6) -0.0013(5) -0.0010(5) O11D 0.0302(17) 0.0166(18) 0.0187(18) -0.0023(14) -0.0030(13) -0.0009(13) O12D 0.0299(17) 0.0236(19) 0.031(2) -0.0028(16) -0.0078(14) 0.0051(14) O13D 0.0349(19) 0.043(2) 0.034(2) -0.0202(18) 0.0086(15) -0.0063(16) O21D 0.0237(17) 0.030(2) 0.030(2) 0.0007(16) -0.0005(14) -0.0016(14) O22D 0.0398(18) 0.029(2) 0.0209(19) -0.0057(16) 0.0064(14) -0.0062(15) C1D 0.025(2) 0.017(3) 0.021(3) -0.003(2) -0.009(2) 0.0004(19) C2D 0.036(3) 0.017(3) 0.020(3) -0.003(2) -0.001(2) -0.007(2) C3D 0.057(3) 0.021(3) 0.021(3) -0.004(2) 0.005(2) -0.009(2) C4D 0.090(4) 0.030(3) 0.034(4) 0.001(3) 0.009(3) 0.003(3) C5D 0.076(4) 0.041(4) 0.029(3) -0.005(3) 0.014(3) -0.016(3) C11D 0.024(2) 0.018(3) 0.019(3) 0.005(2) -0.001(2) -0.001(2) C12D 0.029(3) 0.031(3) 0.025(3) -0.007(2) 0.002(2) -0.005(2) C13D 0.028(3) 0.027(3) 0.031(3) -0.003(3) -0.003(2) 0.002(2) C14D 0.040(3) 0.020(3) 0.037(3) -0.006(3) 0.010(3) 0.003(2) C15D 0.034(3) 0.038(3) 0.031(3) -0.018(3) 0.003(2) -0.007(2) C16D 0.029(3) 0.031(3) 0.026(3) -0.003(2) 0.001(2) -0.007(2) C21D 0.038(3) 0.020(3) 0.019(3) -0.006(2) -0.004(2) 0.000(2) C22D 0.034(3) 0.026(3) 0.031(3) -0.008(3) -0.006(2) -0.002(2) C23D 0.039(3) 0.036(3) 0.033(3) -0.007(3) 0.005(2) -0.012(3) C24D 0.023(3) 0.048(4) 0.053(4) -0.031(3) 0.007(3) -0.009(3) C25D 0.029(3) 0.045(4) 0.038(3) -0.021(3) -0.002(2) 0.006(2) C26D 0.035(3) 0.029(3) 0.020(3) -0.007(2) 0.002(2) 0.000(2) C31D 0.018(2) 0.032(3) 0.026(3) -0.008(2) -0.001(2) 0.002(2) C32D 0.032(3) 0.034(3) 0.035(3) -0.017(3) -0.006(2) 0.006(2) C33D 0.054(3) 0.054(4) 0.040(4) -0.026(3) 0.010(3) -0.005(3) C34D 0.053(3) 0.049(4) 0.050(4) -0.032(3) 0.013(3) -0.016(3) C41D 0.031(3) 0.038(3) 0.053(4) -0.016(3) 0.002(3) -0.008(2) C42D 0.035(3) 0.055(4) 0.075(5) -0.024(4) -0.007(3) -0.008(3) _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 P1A O12A 1.472(3) . ? P1A O11A 1.610(3) . ? P1A C21A 1.780(5) . ? P1A C31A 1.822(5) . ? P2A O22A 1.487(3) . ? P2A O21A 1.574(3) . ? P2A C11A 1.786(5) . ? P2A C1A 1.825(4) . ? O11A C1A 1.453(4) . ? O13A C31A 1.414(5) . ? O21A C41A 1.451(5) . ? C1A C2A 1.517(6) . ? C2A C3A 1.526(6) . ? C3A C5A 1.507(7) . ? C3A C4A 1.526(6) . ? C11A C16A 1.389(6) . ? C11A C12A 1.391(6) . ? C12A C13A 1.380(7) . ? C13A C14A 1.376(7) . ? C14A C15A 1.382(7) . ? C15A C16A 1.367(6) . ? C21A C22A 1.384(6) . ? C21A C26A 1.405(6) . ? C22A C23A 1.385(6) . ? C23A C24A 1.374(7) . ? C24A C25A 1.380(7) . ? C25A C26A 1.386(6) . ? C31A C32A 1.533(6) . ? C32A C33A 1.495(7) . ? C32A C34A 1.514(7) . ? C41A C42A 1.499(7) . ? P1B O12B 1.475(3) . ? P1B O11B 1.611(3) . ? P1B C21B 1.780(4) . ? P1B C31B 1.830(4) . ? P2B O22B 1.484(3) . ? P2B O21B 1.568(3) . ? P2B C11B 1.788(5) . ? P2B C1B 1.807(4) . ? O11B C1B 1.452(5) . ? O13B C31B 1.419(5) . ? O21B C41B 1.436(5) . ? C1B C2B 1.514(6) . ? C2B C3B 1.530(6) . ? C3B C4B 1.507(7) . ? C3B C5B 1.537(7) . ? C11B C16B 1.386(6) . ? C11B C12B 1.391(6) . ? C12B C13B 1.383(6) . ? C13B C14B 1.376(7) . ? C14B C15B 1.367(7) . ? C15B C16B 1.383(7) . ? C21B C22B 1.387(6) . ? C21B C26B 1.408(6) . ? C22B C23B 1.390(6) . ? C23B C24B 1.370(7) . ? C24B C25B 1.371(6) . ? C25B C26B 1.390(6) . ? C31B C32B 1.531(6) . ? C32B C34B 1.517(6) . ? C32B C33B 1.526(6) . ? C41B C42B 1.473(6) . ? P1C O12C 1.474(3) . ? P1C O11C 1.609(3) . ? P1C C21C 1.769(5) . ? P1C C31C 1.827(5) . ? P2C O22C 1.483(3) . ? P2C O21C 1.565(3) . ? P2C C11C 1.784(5) . ? P2C C1C 1.819(5) . ? O11C C1C 1.453(5) . ? O13C C31C 1.418(5) . ? O21C C41C 1.423(6) . ? C1C C2C 1.520(6) . ? C2C C3C 1.521(7) . ? C3C C5C 1.520(7) . ? C3C C4C 1.534(7) . ? C11C C12C 1.382(6) . ? C11C C16C 1.384(6) . ? C12C C13C 1.388(7) . ? C13C C14C 1.376(7) . ? C14C C15C 1.372(7) . ? C15C C16C 1.382(7) . ? C21C C26C 1.391(6) . ? C21C C22C 1.394(6) . ? C22C C23C 1.370(6) . ? C23C C24C 1.362(7) . ? C24C C25C 1.389(7) . ? C25C C26C 1.379(6) . ? C31C C32C 1.529(6) . ? C32C C34C 1.503(7) . ? C32C C33C 1.542(7) . ? C41C C42C 1.484(7) . ? P1D O12D 1.471(3) . ? P1D O11D 1.611(3) . ? P1D C21D 1.784(4) . ? P1D C31D 1.836(4) . ? P2D O22D 1.474(3) . ? P2D O21D 1.577(3) . ? P2D C11D 1.786(4) . ? P2D C1D 1.819(4) . ? O11D C1D 1.452(5) . ? O13D C31D 1.424(5) . ? O21D C41D 1.450(5) . ? C1D C2D 1.521(6) . ? C2D C3D 1.535(6) . ? C3D C4D 1.512(6) . ? C3D C5D 1.527(6) . ? C11D C12D 1.386(6) . ? C11D C16D 1.407(6) . ? C12D C13D 1.377(6) . ? C13D C14D 1.379(6) . ? C14D C15D 1.375(6) . ? C15D C16D 1.380(6) . ? C21D C22D 1.403(6) . ? C21D C26D 1.412(6) . ? C22D C23D 1.376(6) . ? C23D C24D 1.376(7) . ? C24D C25D 1.387(7) . ? C25D C26D 1.362(6) . ? C31D C32D 1.526(6) . ? C32D C34D 1.524(6) . ? C32D C33D 1.527(6) . ? C41D C42D 1.485(6) . ? 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 O12A P1A O11A 112.85(16) . . ? O12A P1A C21A 113.6(2) . . ? O11A P1A C21A 104.46(18) . . ? O12A P1A C31A 115.5(2) . . ? O11A P1A C31A 103.96(19) . . ? C21A P1A C31A 105.4(2) . . ? O22A P2A O21A 116.31(18) . . ? O22A P2A C11A 112.2(2) . . ? O21A P2A C11A 107.05(19) . . ? O22A P2A C1A 113.27(19) . . ? O21A P2A C1A 98.11(18) . . ? C11A P2A C1A 108.8(2) . . ? C1A O11A P1A 121.2(3) . . ? C41A O21A P2A 121.6(3) . . ? O11A C1A C2A 110.2(3) . . ? O11A C1A P2A 106.6(3) . . ? C2A C1A P2A 113.5(3) . . ? C1A C2A C3A 116.8(4) . . ? C5A C3A C2A 113.5(4) . . ? C5A C3A C4A 110.3(4) . . ? C2A C3A C4A 108.5(4) . . ? C16A C11A C12A 118.2(4) . . ? C16A C11A P2A 122.2(4) . . ? C12A C11A P2A 119.5(4) . . ? C13A C12A C11A 120.4(5) . . ? C14A C13A C12A 120.4(5) . . ? C13A C14A C15A 119.7(5) . . ? C16A C15A C14A 120.0(5) . . ? C15A C16A C11A 121.4(5) . . ? C22A C21A C26A 118.4(4) . . ? C22A C21A P1A 119.2(4) . . ? C26A C21A P1A 122.0(4) . . ? C21A C22A C23A 120.7(5) . . ? C24A C23A C22A 120.3(5) . . ? C23A C24A C25A 120.1(4) . . ? C24A C25A C26A 120.0(5) . . ? C25A C26A C21A 120.4(5) . . ? O13A C31A C32A 110.7(4) . . ? O13A C31A P1A 109.7(3) . . ? C32A C31A P1A 113.0(3) . . ? C33A C32A C34A 110.0(5) . . ? C33A C32A C31A 112.8(4) . . ? C34A C32A C31A 109.6(4) . . ? O21A C41A C42A 108.3(4) . . ? O12B P1B O11B 114.46(16) . . ? O12B P1B C21B 113.8(2) . . ? O11B P1B C21B 102.13(18) . . ? O12B P1B C31B 114.0(2) . . ? O11B P1B C31B 101.27(18) . . ? C21B P1B C31B 109.8(2) . . ? O22B P2B O21B 116.34(18) . . ? O22B P2B C11B 111.1(2) . . ? O21B P2B C11B 107.0(2) . . ? O22B P2B C1B 113.35(19) . . ? O21B P2B C1B 99.12(18) . . ? C11B P2B C1B 109.1(2) . . ? C1B O11B P1B 122.4(3) . . ? C41B O21B P2B 121.7(3) . . ? O11B C1B C2B 109.8(3) . . ? O11B C1B P2B 106.9(3) . . ? C2B C1B P2B 114.2(3) . . ? C1B C2B C3B 115.3(4) . . ? C4B C3B C2B 111.9(4) . . ? C4B C3B C5B 111.4(4) . . ? C2B C3B C5B 109.1(4) . . ? C16B C11B C12B 119.0(5) . . ? C16B C11B P2B 122.0(4) . . ? C12B C11B P2B 118.9(4) . . ? C13B C12B C11B 121.0(5) . . ? C14B C13B C12B 119.5(5) . . ? C15B C14B C13B 119.6(5) . . ? C14B C15B C16B 121.9(5) . . ? C15B C16B C11B 119.0(5) . . ? C22B C21B C26B 118.3(4) . . ? C22B C21B P1B 123.1(4) . . ? C26B C21B P1B 118.6(3) . . ? C21B C22B C23B 121.6(5) . . ? C24B C23B C22B 118.8(5) . . ? C23B C24B C25B 121.4(4) . . ? C24B C25B C26B 120.1(5) . . ? C25B C26B C21B 119.8(4) . . ? O13B C31B C32B 106.0(3) . . ? O13B C31B P1B 107.3(3) . . ? C32B C31B P1B 114.0(3) . . ? C34B C32B C33B 109.7(4) . . ? C34B C32B C31B 112.2(4) . . ? C33B C32B C31B 110.9(4) . . ? O21B C41B C42B 110.7(4) . . ? O12C P1C O11C 114.11(17) . . ? O12C P1C C21C 113.9(2) . . ? O11C P1C C21C 102.78(18) . . ? O12C P1C C31C 113.06(19) . . ? O11C P1C C31C 103.38(19) . . ? C21C P1C C31C 108.6(2) . . ? O22C P2C O21C 116.0(2) . . ? O22C P2C C11C 112.0(2) . . ? O21C P2C C11C 107.2(2) . . ? O22C P2C C1C 113.5(2) . . ? O21C P2C C1C 97.8(2) . . ? C11C P2C C1C 109.3(2) . . ? C1C O11C P1C 122.0(3) . . ? C41C O21C P2C 124.1(4) . . ? O11C C1C C2C 110.6(3) . . ? O11C C1C P2C 107.2(3) . . ? C2C C1C P2C 112.3(3) . . ? C1C C2C C3C 117.4(4) . . ? C2C C3C C5C 113.9(5) . . ? C2C C3C C4C 108.8(4) . . ? C5C C3C C4C 110.3(5) . . ? C12C C11C C16C 118.7(5) . . ? C12C C11C P2C 119.4(4) . . ? C16C C11C P2C 121.9(4) . . ? C11C C12C C13C 120.8(5) . . ? C14C C13C C12C 119.4(5) . . ? C15C C14C C13C 120.7(5) . . ? C14C C15C C16C 119.6(5) . . ? C15C C16C C11C 120.9(5) . . ? C26C C21C C22C 117.8(4) . . ? C26C C21C P1C 123.1(4) . . ? C22C C21C P1C 118.9(4) . . ? C23C C22C C21C 119.9(5) . . ? C24C C23C C22C 122.1(5) . . ? C23C C24C C25C 119.2(5) . . ? C26C C25C C24C 119.2(5) . . ? C25C C26C C21C 121.8(5) . . ? O13C C31C C32C 105.5(4) . . ? O13C C31C P1C 108.9(3) . . ? C32C C31C P1C 114.1(3) . . ? C34C C32C C31C 114.9(4) . . ? C34C C32C C33C 108.9(4) . . ? C31C C32C C33C 110.2(4) . . ? O21C C41C C42C 110.0(5) . . ? O12D P1D O11D 114.54(16) . . ? O12D P1D C21D 113.9(2) . . ? O11D P1D C21D 102.55(18) . . ? O12D P1D C31D 113.16(19) . . ? O11D P1D C31D 101.64(18) . . ? C21D P1D C31D 109.9(2) . . ? O22D P2D O21D 115.83(17) . . ? O22D P2D C11D 111.08(19) . . ? O21D P2D C11D 106.07(19) . . ? O22D P2D C1D 113.18(19) . . ? O21D P2D C1D 99.24(18) . . ? C11D P2D C1D 110.7(2) . . ? C1D O11D P1D 122.5(2) . . ? C41D O21D P2D 119.6(3) . . ? O11D C1D C2D 109.7(3) . . ? O11D C1D P2D 106.8(3) . . ? C2D C1D P2D 114.0(3) . . ? C1D C2D C3D 115.4(4) . . ? C4D C3D C5D 110.3(4) . . ? C4D C3D C2D 113.0(4) . . ? C5D C3D C2D 109.6(4) . . ? C12D C11D C16D 118.7(4) . . ? C12D C11D P2D 119.4(4) . . ? C16D C11D P2D 121.9(3) . . ? C13D C12D C11D 121.0(4) . . ? C12D C13D C14D 119.5(4) . . ? C15D C14D C13D 120.9(5) . . ? C14D C15D C16D 119.9(5) . . ? C15D C16D C11D 120.0(4) . . ? C22D C21D C26D 118.6(4) . . ? C22D C21D P1D 119.6(3) . . ? C26D C21D P1D 121.8(4) . . ? C23D C22D C21D 119.6(4) . . ? C22D C23D C24D 120.8(5) . . ? C23D C24D C25D 120.3(4) . . ? C26D C25D C24D 119.9(5) . . ? C25D C26D C21D 120.7(5) . . ? O13D C31D C32D 107.4(3) . . ? O13D C31D P1D 106.2(3) . . ? C32D C31D P1D 114.0(3) . . ? C34D C32D C31D 113.2(4) . . ? C34D C32D C33D 109.3(4) . . ? C31D C32D C33D 109.9(4) . . ? O21D C41D C42D 109.2(4) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.530 _refine_diff_density_min -0.496 _refine_diff_density_rms 0.081