Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'Cameron Jones' 'Christian Schulten' 'Andreas Stasch' _publ_contact_author_name 'Cameron Jones' _publ_contact_author_address ; Chemistry Department Cardiff University PO Box 912 Park Place Cardiff CF10 3TB UNITED KINGDOM ; _publ_contact_author_email JONESCA6@CARDIFF.AC.UK _publ_requested_journal 'Dalton Transactions' _publ_section_title ; Differing Reactivities of PCMe and PCBut Towards a Triphosphabenzene and a Tetraphosphabarrelene: Synthesis of new Phosphaalkyne Pentamers (P5C5MenBut5-n, n = 0, 1 or 2) ; # Attachment 'cmpd7.cif' data_compound7 _database_code_depnum_ccdc_archive 'CCDC 631388' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H33 O10 P5 W2' _chemical_formula_weight 1064.10 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' W W -0.8490 6.8722 '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 10.251(2) _cell_length_b 12.816(3) _cell_length_c 15.326(3) _cell_angle_alpha 65.67(3) _cell_angle_beta 85.14(3) _cell_angle_gamma 82.35(3) _cell_volume 1817.3(6) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.945 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1020 _exptl_absorpt_coefficient_mu 6.595 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.633 _exptl_absorpt_correction_T_max 0.755 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21210 _diffrn_reflns_av_R_equivalents 0.0955 _diffrn_reflns_av_sigmaI/netI 0.0763 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.92 _diffrn_reflns_theta_max 26.03 _reflns_number_total 6871 _reflns_number_gt 5517 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. The largest residual electron density peak and hole in the final difference map were found to be located near W1 and W2 respectively. ; _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^)+(0.0419P)^2^+3.3204P] 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 6871 _refine_ls_number_parameters 426 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0610 _refine_ls_R_factor_gt 0.0457 _refine_ls_wR_factor_ref 0.1113 _refine_ls_wR_factor_gt 0.1034 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group W1 W 0.27743(3) 0.34595(2) 0.13705(2) 0.03343(11) Uani 1 1 d . . . W2 W 0.33626(3) -0.24885(3) 0.49922(2) 0.03478(11) Uani 1 1 d . . . P1 P 0.22965(18) 0.14086(16) 0.20985(13) 0.0326(4) Uani 1 1 d . . . P2 P 0.27143(17) -0.10567(16) 0.33129(13) 0.0295(4) Uani 1 1 d . . . P3 P 0.19269(19) -0.01367(17) 0.12626(13) 0.0337(4) Uani 1 1 d . . . P4 P 0.17518(19) -0.20302(17) 0.18766(13) 0.0348(4) Uani 1 1 d . . . P5 P -0.00914(18) -0.16641(18) 0.34814(14) 0.0350(4) Uani 1 1 d . . . O1 O -0.0179(6) 0.4677(5) 0.1106(4) 0.0551(16) Uani 1 1 d . . . O2 O 0.2956(6) 0.3785(6) -0.0812(5) 0.0630(18) Uani 1 1 d . . . O3 O 0.5854(6) 0.2668(7) 0.1357(5) 0.079(2) Uani 1 1 d . . . O4 O 0.2779(7) 0.3188(6) 0.3532(5) 0.0655(18) Uani 1 1 d . . . O5 O 0.3634(8) 0.5927(6) 0.0741(5) 0.081(2) Uani 1 1 d . . . O6 O 0.0487(6) -0.2904(5) 0.5934(4) 0.0542(15) Uani 1 1 d . . . O7 O 0.3469(6) -0.4733(5) 0.4558(4) 0.0552(15) Uani 1 1 d . . . O8 O 0.6408(6) -0.2224(5) 0.4449(4) 0.0549(16) Uani 1 1 d . . . O9 O 0.3052(6) -0.0379(6) 0.5599(4) 0.0560(16) Uani 1 1 d . . . O10 O 0.4277(7) -0.4114(6) 0.7080(5) 0.075(2) Uani 1 1 d . . . C1 C 0.3278(7) 0.0375(6) 0.2910(5) 0.0326(16) Uani 1 1 d . . . C2 C 0.2991(7) -0.1285(6) 0.2182(5) 0.0312(16) Uani 1 1 d . . . C3 C 0.0975(6) 0.0479(6) 0.2095(5) 0.0305(15) Uani 1 1 d . . . C4 C 0.0941(6) -0.0442(6) 0.3134(5) 0.0310(16) Uani 1 1 d . . . C5 C 0.0464(6) -0.2387(6) 0.2807(5) 0.0319(16) Uani 1 1 d . . . C6 C 0.4465(7) 0.0602(7) 0.3303(5) 0.0398(18) Uani 1 1 d . . . H6A H 0.5101 0.0943 0.2778 0.060 Uiso 1 1 calc R . . H6B H 0.4877 -0.0125 0.3775 0.060 Uiso 1 1 calc R . . H6C H 0.4187 0.1135 0.3610 0.060 Uiso 1 1 calc R . . C7 C 0.4421(7) -0.1623(6) 0.1844(5) 0.0369(17) Uani 1 1 d . . . C8 C 0.4888(8) -0.2882(7) 0.2486(6) 0.045(2) Uani 1 1 d . . . H8A H 0.4283 -0.3388 0.2442 0.067 Uiso 1 1 calc R . . H8B H 0.4904 -0.2970 0.3151 0.067 Uiso 1 1 calc R . . H8C H 0.5775 -0.3089 0.2273 0.067 Uiso 1 1 calc R . . C9 C 0.4430(7) -0.1493(7) 0.0806(5) 0.0410(19) Uani 1 1 d . . . H9A H 0.5332 -0.1670 0.0598 0.062 Uiso 1 1 calc R . . H9B H 0.4102 -0.0700 0.0394 0.062 Uiso 1 1 calc R . . H9C H 0.3863 -0.2026 0.0760 0.062 Uiso 1 1 calc R . . C10 C 0.5386(7) -0.0831(7) 0.1896(6) 0.0407(19) Uani 1 1 d . . . H10A H 0.6247 -0.0998 0.1624 0.061 Uiso 1 1 calc R . . H10B H 0.5478 -0.0964 0.2566 0.061 Uiso 1 1 calc R . . H10C H 0.5049 -0.0025 0.1531 0.061 Uiso 1 1 calc R . . C11 C -0.0347(7) 0.1228(7) 0.1620(5) 0.0397(18) Uani 1 1 d . . . C12 C -0.1350(8) 0.0440(8) 0.1614(7) 0.056(2) Uani 1 1 d . . . H12A H -0.2122 0.0912 0.1260 0.083 Uiso 1 1 calc R . . H12B H -0.1623 -0.0032 0.2274 0.083 Uiso 1 1 calc R . . H12C H -0.0946 -0.0063 0.1304 0.083 Uiso 1 1 calc R . . C13 C -0.0070(8) 0.2030(7) 0.0573(6) 0.0437(19) Uani 1 1 d . . . H13A H 0.0176 0.1570 0.0196 0.066 Uiso 1 1 calc R . . H13B H 0.0653 0.2475 0.0539 0.066 Uiso 1 1 calc R . . H13C H -0.0862 0.2557 0.0314 0.066 Uiso 1 1 calc R . . C14 C -0.0997(7) 0.1957(7) 0.2159(6) 0.0438(19) Uani 1 1 d . . . H14A H -0.1591 0.2594 0.1733 0.066 Uiso 1 1 calc R . . H14B H -0.0314 0.2265 0.2365 0.066 Uiso 1 1 calc R . . H14C H -0.1499 0.1474 0.2721 0.066 Uiso 1 1 calc R . . C15 C 0.0490(7) 0.0026(6) 0.3909(5) 0.0335(16) Uani 1 1 d . . . H15A H 0.0860 0.0752 0.3749 0.050 Uiso 1 1 calc R . . H15B H 0.0798 -0.0537 0.4535 0.050 Uiso 1 1 calc R . . H15C H -0.0474 0.0159 0.3934 0.050 Uiso 1 1 calc R . . C16 C -0.0171(7) -0.3450(6) 0.2909(5) 0.0367(17) Uani 1 1 d . . . C17 C -0.1188(10) -0.3797(9) 0.3745(7) 0.071(3) Uani 1 1 d . . . H17A H -0.1928 -0.3190 0.3610 0.106 Uiso 1 1 calc R . . H17B H -0.0777 -0.3905 0.4335 0.106 Uiso 1 1 calc R . . H17C H -0.1510 -0.4519 0.3824 0.106 Uiso 1 1 calc R . . C18 C -0.0880(10) -0.3190(9) 0.2000(7) 0.065(3) Uani 1 1 d . . . H18A H -0.0241 -0.3030 0.1460 0.097 Uiso 1 1 calc R . . H18B H -0.1532 -0.2517 0.1875 0.097 Uiso 1 1 calc R . . H18C H -0.1325 -0.3856 0.2078 0.097 Uiso 1 1 calc R . . C19 C 0.0839(9) -0.4476(8) 0.3074(7) 0.058(2) Uani 1 1 d . . . H19A H 0.0395 -0.5144 0.3158 0.088 Uiso 1 1 calc R . . H19B H 0.1321 -0.4647 0.3652 0.088 Uiso 1 1 calc R . . H19C H 0.1457 -0.4304 0.2521 0.088 Uiso 1 1 calc R . . C20 C 0.0842(9) 0.4213(7) 0.1222(5) 0.046(2) Uani 1 1 d . . . C21 C 0.2865(8) 0.3664(7) -0.0028(6) 0.044(2) Uani 1 1 d . . . C22 C 0.4752(9) 0.2901(8) 0.1386(6) 0.052(2) Uani 1 1 d . . . C23 C 0.2762(8) 0.3290(7) 0.2751(6) 0.047(2) Uani 1 1 d . . . C24 C 0.3313(9) 0.5028(7) 0.0969(6) 0.048(2) Uani 1 1 d . . . C25 C 0.1484(8) -0.2756(7) 0.5543(5) 0.0402(18) Uani 1 1 d . . . C26 C 0.3454(7) -0.3915(7) 0.4673(6) 0.0403(18) Uani 1 1 d . . . C27 C 0.5328(9) -0.2304(7) 0.4610(5) 0.0420(19) Uani 1 1 d . . . C28 C 0.3188(7) -0.1114(7) 0.5358(5) 0.0382(18) Uani 1 1 d . . . C29 C 0.3937(9) -0.3529(8) 0.6326(7) 0.055(2) Uani 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 W1 0.03131(18) 0.03165(19) 0.0385(2) -0.01458(14) -0.00528(12) -0.00354(12) W2 0.03074(18) 0.03640(19) 0.03486(19) -0.01170(14) -0.00278(12) -0.00396(13) P1 0.0249(10) 0.0334(10) 0.0395(11) -0.0143(8) -0.0049(7) -0.0030(8) P2 0.0232(9) 0.0305(10) 0.0352(10) -0.0138(8) -0.0003(7) -0.0030(7) P3 0.0298(10) 0.0364(11) 0.0347(11) -0.0135(8) -0.0007(7) -0.0068(8) P4 0.0337(11) 0.0379(11) 0.0360(11) -0.0176(9) 0.0055(8) -0.0102(8) P5 0.0258(10) 0.0432(11) 0.0405(11) -0.0211(9) 0.0046(7) -0.0091(8) O1 0.034(3) 0.055(4) 0.076(4) -0.030(3) -0.012(3) 0.015(3) O2 0.048(4) 0.092(5) 0.054(4) -0.038(4) -0.004(3) 0.005(3) O3 0.026(4) 0.101(6) 0.088(5) -0.019(4) -0.005(3) 0.004(3) O4 0.067(4) 0.079(5) 0.052(4) -0.032(4) -0.014(3) 0.011(4) O5 0.118(7) 0.049(4) 0.079(5) -0.024(4) 0.003(4) -0.029(4) O6 0.046(4) 0.057(4) 0.061(4) -0.025(3) 0.021(3) -0.023(3) O7 0.058(4) 0.044(4) 0.066(4) -0.024(3) 0.006(3) -0.013(3) O8 0.026(3) 0.072(4) 0.065(4) -0.027(3) -0.002(3) -0.002(3) O9 0.041(4) 0.071(4) 0.075(4) -0.048(4) -0.010(3) -0.005(3) O10 0.090(5) 0.074(5) 0.041(4) 0.000(3) -0.023(3) -0.009(4) C1 0.026(4) 0.032(4) 0.041(4) -0.016(3) -0.002(3) -0.002(3) C2 0.026(4) 0.033(4) 0.037(4) -0.016(3) 0.003(3) -0.010(3) C3 0.020(3) 0.035(4) 0.041(4) -0.018(3) -0.004(3) -0.003(3) C4 0.021(4) 0.038(4) 0.035(4) -0.016(3) -0.001(3) -0.001(3) C5 0.020(4) 0.040(4) 0.038(4) -0.017(3) -0.005(3) -0.003(3) C6 0.028(4) 0.042(4) 0.048(5) -0.016(4) -0.012(3) 0.000(3) C7 0.030(4) 0.035(4) 0.045(4) -0.019(3) 0.008(3) -0.001(3) C8 0.033(4) 0.045(5) 0.049(5) -0.014(4) 0.014(3) -0.003(3) C9 0.032(4) 0.042(5) 0.045(5) -0.016(4) 0.016(3) -0.005(3) C10 0.025(4) 0.048(5) 0.047(5) -0.020(4) 0.014(3) -0.008(3) C11 0.030(4) 0.044(5) 0.047(5) -0.019(4) -0.012(3) -0.004(3) C12 0.034(5) 0.057(6) 0.072(6) -0.019(5) -0.017(4) -0.004(4) C13 0.036(4) 0.042(5) 0.058(5) -0.024(4) -0.013(4) 0.000(3) C14 0.030(4) 0.046(5) 0.051(5) -0.018(4) -0.001(3) 0.005(3) C15 0.027(4) 0.042(4) 0.035(4) -0.020(3) -0.004(3) 0.002(3) C16 0.036(4) 0.033(4) 0.041(4) -0.014(3) 0.005(3) -0.009(3) C17 0.075(7) 0.072(7) 0.079(7) -0.041(6) 0.041(5) -0.047(6) C18 0.060(6) 0.065(6) 0.072(7) -0.021(5) -0.017(5) -0.027(5) C19 0.051(6) 0.052(6) 0.070(6) -0.021(5) 0.009(4) -0.019(4) C20 0.061(6) 0.039(5) 0.037(5) -0.016(4) -0.006(4) -0.001(4) C21 0.032(5) 0.050(5) 0.057(6) -0.031(4) 0.001(4) -0.001(4) C22 0.044(6) 0.055(6) 0.049(5) -0.012(4) -0.001(4) -0.009(4) C23 0.036(5) 0.052(5) 0.055(6) -0.026(4) -0.014(4) 0.008(4) C24 0.056(6) 0.037(5) 0.057(5) -0.020(4) 0.002(4) -0.019(4) C25 0.043(5) 0.035(4) 0.039(4) -0.011(3) 0.002(3) -0.012(4) C26 0.030(4) 0.035(5) 0.047(5) -0.008(4) 0.002(3) -0.006(3) C27 0.046(5) 0.034(4) 0.040(5) -0.009(4) -0.010(4) 0.003(4) C28 0.018(4) 0.052(5) 0.045(5) -0.019(4) -0.009(3) -0.001(3) C29 0.046(5) 0.057(6) 0.060(6) -0.021(5) -0.004(4) -0.008(4) _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 W1 C24 1.985(8) . ? W1 C23 2.034(9) . ? W1 C21 2.044(9) . ? W1 C22 2.057(9) . ? W1 C20 2.072(9) . ? W1 P1 2.495(2) . ? W2 C29 2.013(10) . ? W2 C28 2.040(9) . ? W2 C25 2.049(8) . ? W2 C27 2.066(9) . ? W2 C26 2.067(9) . ? W2 P2 2.551(2) . ? P1 C1 1.678(7) . ? P1 C3 1.921(7) . ? P2 C1 1.836(7) . ? P2 C2 1.866(7) . ? P2 C4 1.877(7) . ? P3 C2 1.862(7) . ? P3 C3 1.902(7) . ? P3 P4 2.239(3) . ? P4 C5 1.814(7) . ? P4 C2 1.881(7) . ? P5 C5 1.673(7) . ? P5 C4 1.875(8) . ? O1 C20 1.123(9) . ? O2 C21 1.144(9) . ? O3 C22 1.131(10) . ? O4 C23 1.151(9) . ? O5 C24 1.144(10) . ? O6 C25 1.138(9) . ? O7 C26 1.131(9) . ? O8 C27 1.123(9) . ? O9 C28 1.134(9) . ? O10 C29 1.143(10) . ? C1 C6 1.513(10) . ? C2 C7 1.579(10) . ? C3 C4 1.544(10) . ? C3 C11 1.592(9) . ? C4 C15 1.551(9) . ? C5 C16 1.533(10) . ? C7 C9 1.529(11) . ? C7 C10 1.537(11) . ? C7 C8 1.538(10) . ? C11 C13 1.535(11) . ? C11 C12 1.537(11) . ? C11 C14 1.541(11) . ? C16 C19 1.508(11) . ? C16 C18 1.519(12) . ? C16 C17 1.533(11) . ? 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 C24 W1 C23 88.0(4) . . ? C24 W1 C21 90.1(3) . . ? C23 W1 C21 177.4(3) . . ? C24 W1 C22 86.4(4) . . ? C23 W1 C22 91.9(3) . . ? C21 W1 C22 86.2(3) . . ? C24 W1 C20 87.4(4) . . ? C23 W1 C20 91.4(3) . . ? C21 W1 C20 90.3(3) . . ? C22 W1 C20 172.9(3) . . ? C24 W1 P1 171.2(3) . . ? C23 W1 P1 84.6(3) . . ? C21 W1 P1 97.2(2) . . ? C22 W1 P1 89.0(3) . . ? C20 W1 P1 97.5(2) . . ? C29 W2 C28 89.5(3) . . ? C29 W2 C25 85.5(3) . . ? C28 W2 C25 87.2(3) . . ? C29 W2 C27 87.6(3) . . ? C28 W2 C27 91.0(3) . . ? C25 W2 C27 172.9(3) . . ? C29 W2 C26 89.3(3) . . ? C28 W2 C26 176.9(3) . . ? C25 W2 C26 89.8(3) . . ? C27 W2 C26 91.9(3) . . ? C29 W2 P2 175.9(3) . . ? C28 W2 P2 87.0(2) . . ? C25 W2 P2 96.5(2) . . ? C27 W2 P2 90.3(2) . . ? C26 W2 P2 94.3(2) . . ? C1 P1 C3 98.3(3) . . ? C1 P1 W1 121.7(3) . . ? C3 P1 W1 140.0(2) . . ? C1 P2 C2 99.9(3) . . ? C1 P2 C4 92.4(3) . . ? C2 P2 C4 97.2(3) . . ? C1 P2 W2 115.9(2) . . ? C2 P2 W2 127.0(2) . . ? C4 P2 W2 117.5(2) . . ? C2 P3 C3 97.1(3) . . ? C2 P3 P4 53.7(2) . . ? C3 P3 P4 107.9(2) . . ? C5 P4 C2 109.1(3) . . ? C5 P4 P3 110.1(3) . . ? C2 P4 P3 52.9(2) . . ? C5 P5 C4 106.5(3) . . ? C6 C1 P1 123.8(5) . . ? C6 C1 P2 123.5(5) . . ? P1 C1 P2 112.7(4) . . ? C7 C2 P3 117.2(5) . . ? C7 C2 P2 120.9(5) . . ? P3 C2 P2 107.5(4) . . ? C7 C2 P4 110.4(5) . . ? P3 C2 P4 73.5(3) . . ? P2 C2 P4 118.2(4) . . ? C4 C3 C11 120.1(6) . . ? C4 C3 P3 110.8(5) . . ? C11 C3 P3 110.6(5) . . ? C4 C3 P1 103.7(4) . . ? C11 C3 P1 112.7(5) . . ? P3 C3 P1 96.1(3) . . ? C3 C4 C15 115.2(6) . . ? C3 C4 P5 120.7(5) . . ? C15 C4 P5 101.3(5) . . ? C3 C4 P2 102.3(4) . . ? C15 C4 P2 108.8(5) . . ? P5 C4 P2 108.3(4) . . ? C16 C5 P5 120.2(5) . . ? C16 C5 P4 112.4(5) . . ? P5 C5 P4 127.3(4) . . ? C9 C7 C10 107.8(6) . . ? C9 C7 C8 108.9(6) . . ? C10 C7 C8 109.5(7) . . ? C9 C7 C2 110.6(6) . . ? C10 C7 C2 110.4(6) . . ? C8 C7 C2 109.7(6) . . ? C13 C11 C12 107.0(6) . . ? C13 C11 C14 109.0(6) . . ? C12 C11 C14 107.8(7) . . ? C13 C11 C3 110.2(6) . . ? C12 C11 C3 110.2(6) . . ? C14 C11 C3 112.5(6) . . ? C19 C16 C18 108.3(7) . . ? C19 C16 C5 111.7(6) . . ? C18 C16 C5 109.5(6) . . ? C19 C16 C17 107.6(7) . . ? C18 C16 C17 107.6(8) . . ? C5 C16 C17 112.0(6) . . ? O1 C20 W1 176.1(8) . . ? O2 C21 W1 177.8(7) . . ? O3 C22 W1 175.4(8) . . ? O4 C23 W1 178.8(7) . . ? O5 C24 W1 179.4(9) . . ? O6 C25 W2 172.9(7) . . ? O7 C26 W2 175.4(7) . . ? O8 C27 W2 176.6(7) . . ? O9 C28 W2 176.6(7) . . ? O10 C29 W2 179.2(8) . . ? _diffrn_measured_fraction_theta_max 0.961 _diffrn_reflns_theta_full 26.03 _diffrn_measured_fraction_theta_full 0.961 _refine_diff_density_max 1.854 _refine_diff_density_min -2.426 _refine_diff_density_rms 0.201 # Attachment 'cmpd8.CIF' data_compound8 _database_code_depnum_ccdc_archive 'CCDC 631389' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H39 O9 P5 W2' _chemical_formula_weight 1078.17 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' W W -0.8490 6.8722 '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)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.395(3) _cell_length_b 17.632(4) _cell_length_c 18.169(4) _cell_angle_alpha 90.00 _cell_angle_beta 107.19(3) _cell_angle_gamma 90.00 _cell_volume 3793.4(13) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.888 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2080 _exptl_absorpt_coefficient_mu 6.319 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.391 _exptl_absorpt_correction_T_max 0.570 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12213 _diffrn_reflns_av_R_equivalents 0.0349 _diffrn_reflns_av_sigmaI/netI 0.0583 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.91 _diffrn_reflns_theta_max 27.00 _reflns_number_total 8183 _reflns_number_gt 6486 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. The largest residual electron density peak in the final difference map was found to be located near W1. ; _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^)+(0.0359P)^2^+7.0173P] 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 8183 _refine_ls_number_parameters 437 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0567 _refine_ls_R_factor_gt 0.0382 _refine_ls_wR_factor_ref 0.0872 _refine_ls_wR_factor_gt 0.0802 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.034 _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 W1 W 1.043742(18) 0.374947(14) 0.251701(13) 0.01975(7) Uani 1 1 d . . . W2 W 0.647829(19) 0.408591(14) 0.442543(13) 0.02011(7) Uani 1 1 d . . . P1 P 0.94687(12) 0.36332(9) 0.36155(8) 0.0194(3) Uani 1 1 d . . . P2 P 0.87325(12) 0.47129(9) 0.23193(8) 0.0187(3) Uani 1 1 d . . . P3 P 0.69869(12) 0.41810(9) 0.31660(8) 0.0171(3) Uani 1 1 d . . . P4 P 0.65797(12) 0.31335(9) 0.25020(8) 0.0181(3) Uani 1 1 d . . . P5 P 0.80253(12) 0.29982(9) 0.19944(8) 0.0183(3) Uani 1 1 d . . . O1 O 1.1655(4) 0.5129(3) 0.3560(3) 0.0359(11) Uani 1 1 d . . . O2 O 1.1514(4) 0.4643(3) 0.1411(3) 0.0366(11) Uani 1 1 d . . . O3 O 1.2662(4) 0.2916(3) 0.3473(3) 0.0440(13) Uani 1 1 d . . . O4 O 1.0803(4) 0.2455(3) 0.1392(3) 0.0388(12) Uani 1 1 d . . . O5 O 0.7005(4) 0.5822(3) 0.4886(3) 0.0404(12) Uani 1 1 d . . . O6 O 0.3876(4) 0.4396(3) 0.3582(3) 0.0413(12) Uani 1 1 d . . . O7 O 0.8951(4) 0.3594(3) 0.5427(3) 0.0378(12) Uani 1 1 d . . . O8 O 0.5866(5) 0.2334(3) 0.4122(3) 0.0471(13) Uani 1 1 d . . . O9 O 0.5871(4) 0.3907(3) 0.5975(3) 0.0451(13) Uani 1 1 d . . . C1 C 0.8472(4) 0.4437(3) 0.3234(3) 0.0189(12) Uani 1 1 d . . . C2 C 0.8914(5) 0.5091(4) 0.3814(3) 0.0245(13) Uani 1 1 d . . . H2A H 0.9713 0.5183 0.3866 0.037 Uiso 1 1 calc R . . H2B H 0.8830 0.4951 0.4316 0.037 Uiso 1 1 calc R . . H2C H 0.8478 0.5552 0.3626 0.037 Uiso 1 1 calc R . . C3 C 0.8494(4) 0.3911(3) 0.1726(3) 0.0173(12) Uani 1 1 d . . . C4 C 0.8198(5) 0.4074(4) 0.0834(3) 0.0233(13) Uani 1 1 d . . . C5 C 0.8524(5) 0.4886(4) 0.0650(3) 0.0288(15) Uani 1 1 d . . . H5A H 0.9332 0.4969 0.0900 0.043 Uiso 1 1 calc R . . H5B H 0.8086 0.5258 0.0843 0.043 Uiso 1 1 calc R . . H5C H 0.8361 0.4945 0.0091 0.043 Uiso 1 1 calc R . . C6 C 0.6914(5) 0.3996(4) 0.0497(4) 0.0318(15) Uani 1 1 d . . . H6A H 0.6687 0.4149 -0.0046 0.048 Uiso 1 1 calc R . . H6B H 0.6540 0.4322 0.0784 0.048 Uiso 1 1 calc R . . H6C H 0.6695 0.3467 0.0536 0.048 Uiso 1 1 calc R . . C7 C 0.8745(5) 0.3512(4) 0.0417(3) 0.0316(15) Uani 1 1 d . . . H7A H 0.8575 0.2993 0.0542 0.047 Uiso 1 1 calc R . . H7B H 0.9565 0.3589 0.0580 0.047 Uiso 1 1 calc R . . H7C H 0.8448 0.3592 -0.0141 0.047 Uiso 1 1 calc R . . C8 C 0.5923(4) 0.4531(3) 0.2274(3) 0.0181(12) Uani 1 1 d . . . C9 C 0.5523(5) 0.5351(4) 0.2112(3) 0.0238(13) Uani 1 1 d . . . C10 C 0.5669(5) 0.5609(4) 0.1340(3) 0.0297(14) Uani 1 1 d . . . H10A H 0.6462 0.5554 0.1355 0.045 Uiso 1 1 calc R . . H10B H 0.5443 0.6141 0.1249 0.045 Uiso 1 1 calc R . . H10C H 0.5195 0.5295 0.0923 0.045 Uiso 1 1 calc R . . C11 C 0.6255(6) 0.5877(4) 0.2736(4) 0.0401(18) Uani 1 1 d . . . H11A H 0.6184 0.5731 0.3240 0.060 Uiso 1 1 calc R . . H11B H 0.6002 0.6402 0.2623 0.060 Uiso 1 1 calc R . . H11C H 0.7047 0.5834 0.2744 0.060 Uiso 1 1 calc R . . C12 C 0.4294(5) 0.5469(4) 0.2119(4) 0.0362(17) Uani 1 1 d . . . H12A H 0.3796 0.5122 0.1751 0.054 Uiso 1 1 calc R . . H12B H 0.4066 0.5994 0.1975 0.054 Uiso 1 1 calc R . . H12C H 0.4239 0.5368 0.2637 0.054 Uiso 1 1 calc R . . C13 C 0.5588(4) 0.3849(3) 0.1921(3) 0.0179(12) Uani 1 1 d . . . C14 C 0.4516(5) 0.3533(4) 0.1336(3) 0.0249(14) Uani 1 1 d . . . C15 C 0.3682(5) 0.3378(4) 0.1798(4) 0.0347(16) Uani 1 1 d . . . H15A H 0.4020 0.3020 0.2215 0.052 Uiso 1 1 calc R . . H15B H 0.2985 0.3161 0.1457 0.052 Uiso 1 1 calc R . . H15C H 0.3509 0.3854 0.2018 0.052 Uiso 1 1 calc R . . C16 C 0.3967(6) 0.4041(4) 0.0635(4) 0.0376(17) Uani 1 1 d . . . H16A H 0.3371 0.3756 0.0261 0.056 Uiso 1 1 calc R . . H16B H 0.4541 0.4199 0.0394 0.056 Uiso 1 1 calc R . . H16C H 0.3639 0.4490 0.0804 0.056 Uiso 1 1 calc R . . C17 C 0.4772(5) 0.2769(4) 0.1015(4) 0.0329(16) Uani 1 1 d . . . H17A H 0.5151 0.2433 0.1443 0.049 Uiso 1 1 calc R . . H17B H 0.5264 0.2852 0.0689 0.049 Uiso 1 1 calc R . . H17C H 0.4064 0.2535 0.0710 0.049 Uiso 1 1 calc R . . C18 C 0.9159(4) 0.2913(3) 0.2919(3) 0.0201(12) Uani 1 1 d . . . C19 C 0.9462(5) 0.2087(4) 0.3220(3) 0.0267(14) Uani 1 1 d . . . C20 C 1.0342(5) 0.2066(4) 0.4029(4) 0.0363(17) Uani 1 1 d . . . H20A H 1.0473 0.1539 0.4204 0.054 Uiso 1 1 calc R . . H20B H 1.0056 0.2355 0.4392 0.054 Uiso 1 1 calc R . . H20C H 1.1053 0.2290 0.4002 0.054 Uiso 1 1 calc R . . C21 C 0.8370(5) 0.1701(4) 0.3269(4) 0.0318(15) Uani 1 1 d . . . H21A H 0.7850 0.1636 0.2750 0.048 Uiso 1 1 calc R . . H21B H 0.8013 0.2017 0.3575 0.048 Uiso 1 1 calc R . . H21C H 0.8553 0.1203 0.3516 0.048 Uiso 1 1 calc R . . C22 C 0.9914(6) 0.1600(4) 0.2679(4) 0.0371(16) Uani 1 1 d . . . H22A H 1.0687 0.1757 0.2716 0.056 Uiso 1 1 calc R . . H22B H 0.9432 0.1665 0.2148 0.056 Uiso 1 1 calc R . . H22C H 0.9914 0.1065 0.2828 0.056 Uiso 1 1 calc R . . C23 C 1.1183(5) 0.4635(4) 0.3211(3) 0.0270(14) Uani 1 1 d . . . C24 C 1.1129(5) 0.4317(4) 0.1808(3) 0.0249(14) Uani 1 1 d . . . C25 C 1.1861(5) 0.3221(4) 0.3138(4) 0.0292(15) Uani 1 1 d . . . C26 C 1.0553(5) 0.2893(4) 0.1769(4) 0.0289(15) Uani 1 1 d . . . C27 C 0.6824(5) 0.5208(4) 0.4703(3) 0.0271(14) Uani 1 1 d . . . C28 C 0.4816(5) 0.4305(4) 0.3870(4) 0.0300(15) Uani 1 1 d . . . C29 C 0.8091(5) 0.3782(4) 0.5045(3) 0.0253(13) Uani 1 1 d . . . C30 C 0.6092(5) 0.2958(4) 0.4203(3) 0.0291(15) Uani 1 1 d . . . C31 C 0.6086(6) 0.3974(4) 0.5410(4) 0.0314(15) Uani 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 W1 0.01589(12) 0.01879(14) 0.02505(13) -0.00111(10) 0.00678(9) 0.00065(10) W2 0.02202(13) 0.01786(14) 0.02238(12) -0.00166(10) 0.00954(10) -0.00140(10) P1 0.0175(7) 0.0188(9) 0.0207(7) -0.0003(6) 0.0038(6) 0.0018(6) P2 0.0185(7) 0.0152(8) 0.0227(7) 0.0006(6) 0.0063(6) -0.0011(6) P3 0.0166(7) 0.0152(8) 0.0202(7) -0.0009(6) 0.0065(6) -0.0003(6) P4 0.0161(7) 0.0156(8) 0.0228(7) -0.0014(6) 0.0059(6) -0.0004(6) P5 0.0175(7) 0.0155(8) 0.0223(7) -0.0008(6) 0.0067(6) 0.0005(6) O1 0.030(2) 0.034(3) 0.041(3) -0.012(2) 0.006(2) -0.005(2) O2 0.031(2) 0.040(3) 0.044(3) 0.006(2) 0.018(2) 0.000(2) O3 0.026(3) 0.037(3) 0.063(3) 0.013(3) 0.004(2) 0.007(2) O4 0.037(3) 0.033(3) 0.051(3) -0.013(2) 0.019(2) 0.003(2) O5 0.055(3) 0.022(3) 0.046(3) -0.008(2) 0.019(2) -0.006(2) O6 0.020(2) 0.047(3) 0.056(3) -0.001(3) 0.010(2) 0.002(2) O7 0.035(3) 0.038(3) 0.035(2) 0.000(2) 0.001(2) 0.005(2) O8 0.067(4) 0.025(3) 0.052(3) -0.001(2) 0.021(3) -0.018(3) O9 0.068(4) 0.042(3) 0.036(3) -0.005(2) 0.033(3) -0.008(3) C1 0.016(3) 0.020(3) 0.019(3) -0.002(2) 0.004(2) -0.004(2) C2 0.023(3) 0.020(3) 0.031(3) -0.004(3) 0.008(3) -0.001(3) C3 0.011(3) 0.021(3) 0.021(3) -0.001(2) 0.007(2) 0.003(2) C4 0.023(3) 0.026(4) 0.021(3) 0.001(3) 0.007(2) 0.003(3) C5 0.033(3) 0.029(4) 0.025(3) 0.009(3) 0.009(3) -0.002(3) C6 0.028(3) 0.037(4) 0.027(3) 0.000(3) 0.003(3) 0.001(3) C7 0.038(4) 0.035(4) 0.024(3) 0.000(3) 0.013(3) 0.005(3) C8 0.014(3) 0.019(3) 0.021(3) 0.003(2) 0.005(2) 0.001(2) C9 0.021(3) 0.022(4) 0.028(3) 0.004(3) 0.007(2) 0.008(3) C10 0.029(3) 0.024(4) 0.034(3) 0.005(3) 0.007(3) 0.005(3) C11 0.059(5) 0.014(4) 0.041(4) -0.001(3) 0.005(4) 0.008(3) C12 0.036(4) 0.031(4) 0.048(4) 0.012(3) 0.023(3) 0.016(3) C13 0.016(3) 0.015(3) 0.024(3) 0.004(2) 0.008(2) 0.006(2) C14 0.016(3) 0.030(4) 0.027(3) -0.001(3) 0.004(2) -0.001(3) C15 0.022(3) 0.044(5) 0.038(4) 0.003(3) 0.009(3) 0.002(3) C16 0.026(3) 0.048(5) 0.032(3) 0.009(3) -0.002(3) -0.003(3) C17 0.021(3) 0.035(4) 0.040(4) -0.015(3) 0.003(3) -0.012(3) C18 0.016(3) 0.017(3) 0.028(3) 0.002(2) 0.008(2) 0.003(2) C19 0.027(3) 0.022(4) 0.031(3) 0.000(3) 0.009(3) -0.001(3) C20 0.032(4) 0.032(4) 0.042(4) 0.017(3) 0.007(3) 0.007(3) C21 0.029(3) 0.023(4) 0.043(4) 0.009(3) 0.009(3) 0.005(3) C22 0.036(4) 0.028(4) 0.052(4) 0.008(3) 0.022(3) 0.007(3) C23 0.017(3) 0.032(4) 0.030(3) -0.002(3) 0.005(3) 0.003(3) C24 0.024(3) 0.026(4) 0.026(3) -0.001(3) 0.009(3) 0.002(3) C25 0.023(3) 0.028(4) 0.035(3) 0.003(3) 0.007(3) 0.004(3) C26 0.018(3) 0.028(4) 0.039(4) 0.000(3) 0.006(3) -0.002(3) C27 0.036(4) 0.020(4) 0.030(3) 0.003(3) 0.017(3) 0.003(3) C28 0.028(4) 0.031(4) 0.035(3) -0.006(3) 0.014(3) -0.001(3) C29 0.033(4) 0.017(3) 0.029(3) -0.004(3) 0.013(3) -0.004(3) C30 0.029(3) 0.035(4) 0.026(3) 0.001(3) 0.011(3) -0.004(3) C31 0.043(4) 0.019(4) 0.037(4) -0.008(3) 0.018(3) -0.001(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 W1 C24 2.012(6) . ? W1 C25 2.020(6) . ? W1 C23 2.048(7) . ? W1 C26 2.065(7) . ? W1 C3 2.429(5) . ? W1 C18 2.430(6) . ? W1 P1 2.6238(16) . ? W1 P2 2.6518(16) . ? W2 C31 1.996(7) . ? W2 C28 2.045(7) . ? W2 C29 2.054(7) . ? W2 C27 2.056(7) . ? W2 C30 2.058(7) . ? W2 P3 2.5524(15) . ? P1 C18 1.753(6) . ? P1 C1 1.873(6) . ? P2 C3 1.750(6) . ? P2 C1 1.849(6) . ? P3 C1 1.864(5) . ? P3 C8 1.867(5) . ? P3 P4 2.182(2) . ? P4 C13 1.857(6) . ? P4 P5 2.257(2) . ? P5 C3 1.826(6) . ? P5 C18 1.851(6) . ? O1 C23 1.132(7) . ? O2 C24 1.132(7) . ? O3 C25 1.134(7) . ? O4 C26 1.135(7) . ? O5 C27 1.134(7) . ? O6 C28 1.139(7) . ? O7 C29 1.136(7) . ? O8 C30 1.133(8) . ? O9 C31 1.142(7) . ? C1 C2 1.549(8) . ? C3 C4 1.578(8) . ? C4 C7 1.523(8) . ? C4 C6 1.533(8) . ? C4 C5 1.551(9) . ? C8 C13 1.369(8) . ? C8 C9 1.528(8) . ? C9 C10 1.535(8) . ? C9 C11 1.537(9) . ? C9 C12 1.542(8) . ? C13 C14 1.539(8) . ? C14 C15 1.537(8) . ? C14 C17 1.537(9) . ? C14 C16 1.542(8) . ? C18 C19 1.561(8) . ? C19 C22 1.530(9) . ? C19 C21 1.542(8) . ? C19 C20 1.551(8) . ? 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 C24 W1 C25 96.9(2) . . ? C24 W1 C23 79.3(2) . . ? C25 W1 C23 81.2(3) . . ? C24 W1 C26 79.5(3) . . ? C25 W1 C26 79.1(2) . . ? C23 W1 C26 148.9(2) . . ? C24 W1 C3 95.6(2) . . ? C25 W1 C3 159.1(2) . . ? C23 W1 C3 117.6(2) . . ? C26 W1 C3 86.9(2) . . ? C24 W1 C18 159.0(2) . . ? C25 W1 C18 95.3(2) . . ? C23 W1 C18 119.6(2) . . ? C26 W1 C18 86.1(2) . . ? C3 W1 C18 68.20(19) . . ? C24 W1 P1 154.60(18) . . ? C25 W1 P1 93.41(18) . . ? C23 W1 P1 79.40(18) . . ? C26 W1 P1 125.42(18) . . ? C3 W1 P1 82.12(13) . . ? C18 W1 P1 40.36(14) . . ? C24 W1 P2 93.90(18) . . ? C25 W1 P2 154.28(19) . . ? C23 W1 P2 77.98(17) . . ? C26 W1 P2 125.94(17) . . ? C3 W1 P2 39.99(14) . . ? C18 W1 P2 82.25(14) . . ? P1 W1 P2 68.13(5) . . ? C31 W2 C28 89.1(3) . . ? C31 W2 C29 86.5(3) . . ? C28 W2 C29 174.2(3) . . ? C31 W2 C27 87.9(2) . . ? C28 W2 C27 92.6(3) . . ? C29 W2 C27 91.0(2) . . ? C31 W2 C30 88.6(2) . . ? C28 W2 C30 86.8(3) . . ? C29 W2 C30 89.3(2) . . ? C27 W2 C30 176.5(2) . . ? C31 W2 P3 178.07(19) . . ? C28 W2 P3 91.41(18) . . ? C29 W2 P3 92.89(17) . . ? C27 W2 P3 93.92(17) . . ? C30 W2 P3 89.55(17) . . ? C18 P1 C1 107.5(3) . . ? C18 P1 W1 63.87(19) . . ? C1 P1 W1 93.38(18) . . ? C3 P2 C1 107.4(3) . . ? C3 P2 W1 63.15(18) . . ? C1 P2 W1 93.07(19) . . ? C1 P3 C8 114.0(2) . . ? C1 P3 P4 107.7(2) . . ? C8 P3 P4 79.12(19) . . ? C1 P3 W2 117.24(18) . . ? C8 P3 W2 120.15(18) . . ? P4 P3 W2 111.22(7) . . ? C13 P4 P3 75.26(19) . . ? C13 P4 P5 108.14(18) . . ? P3 P4 P5 103.50(8) . . ? C3 P5 C18 95.6(3) . . ? C3 P5 P4 111.72(18) . . ? C18 P5 P4 96.82(18) . . ? C2 C1 P2 107.2(4) . . ? C2 C1 P3 111.6(4) . . ? P2 C1 P3 115.8(3) . . ? C2 C1 P1 104.4(4) . . ? P2 C1 P1 105.1(3) . . ? P3 C1 P1 111.8(3) . . ? C4 C3 P2 115.6(4) . . ? C4 C3 P5 116.0(4) . . ? P2 C3 P5 123.8(3) . . ? C4 C3 W1 121.2(3) . . ? P2 C3 W1 76.86(19) . . ? P5 C3 W1 94.4(2) . . ? C7 C4 C6 107.8(5) . . ? C7 C4 C5 108.1(5) . . ? C6 C4 C5 107.6(5) . . ? C7 C4 C3 112.9(5) . . ? C6 C4 C3 107.1(5) . . ? C5 C4 C3 113.1(5) . . ? C13 C8 C9 134.8(5) . . ? C13 C8 P3 98.9(4) . . ? C9 C8 P3 125.9(4) . . ? C8 C9 C10 109.7(5) . . ? C8 C9 C11 110.0(5) . . ? C10 C9 C11 107.0(5) . . ? C8 C9 C12 113.0(5) . . ? C10 C9 C12 110.6(5) . . ? C11 C9 C12 106.3(5) . . ? C8 C13 C14 136.2(5) . . ? C8 C13 P4 105.8(4) . . ? C14 C13 P4 116.0(4) . . ? C15 C14 C17 107.4(5) . . ? C15 C14 C13 105.7(5) . . ? C17 C14 C13 110.2(5) . . ? C15 C14 C16 110.5(5) . . ? C17 C14 C16 106.6(5) . . ? C13 C14 C16 116.1(5) . . ? C19 C18 P1 116.4(4) . . ? C19 C18 P5 115.6(4) . . ? P1 C18 P5 122.8(3) . . ? C19 C18 W1 124.1(4) . . ? P1 C18 W1 75.8(2) . . ? P5 C18 W1 93.7(2) . . ? C22 C19 C21 106.5(5) . . ? C22 C19 C20 107.8(5) . . ? C21 C19 C20 108.5(5) . . ? C22 C19 C18 113.3(5) . . ? C21 C19 C18 107.9(5) . . ? C20 C19 C18 112.5(5) . . ? O1 C23 W1 174.4(5) . . ? O2 C24 W1 179.3(6) . . ? O3 C25 W1 178.4(6) . . ? O4 C26 W1 168.4(5) . . ? O5 C27 W2 177.0(5) . . ? O6 C28 W2 176.3(6) . . ? O7 C29 W2 175.1(5) . . ? O8 C30 W2 175.8(5) . . ? O9 C31 W2 179.4(7) . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 1.707 _refine_diff_density_min -1.269 _refine_diff_density_rms 0.182 # Attachment 'cmpd9.CIF' data_compound9 _database_code_depnum_ccdc_archive 'CCDC 631390' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H45 P5' _chemical_formula_weight 500.46 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M P4(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x, z+1/4' '-x, -y, z+1/2' 'y, -x, z+3/4' _cell_length_a 17.121(2) _cell_length_b 17.121(2) _cell_length_c 19.397(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5686.0(16) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.169 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2160 _exptl_absorpt_coefficient_mu 0.333 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.892 _exptl_absorpt_correction_T_max 0.970 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 41519 _diffrn_reflns_av_R_equivalents 0.1056 _diffrn_reflns_av_sigmaI/netI 0.0806 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 3.17 _diffrn_reflns_theta_max 26.99 _reflns_number_total 12324 _reflns_number_gt 10863 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. Two molecules with no significant geometric differences were located in the asymmetric unit. ; _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^)+(0.0373P)^2^+3.3152P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.03(7) _refine_ls_number_reflns 12324 _refine_ls_number_parameters 571 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0585 _refine_ls_R_factor_gt 0.0486 _refine_ls_wR_factor_ref 0.1115 _refine_ls_wR_factor_gt 0.1062 _refine_ls_goodness_of_fit_ref 1.014 _refine_ls_restrained_S_all 1.014 _refine_ls_shift/su_max 0.001 _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 0.84214(5) 0.64534(5) -0.53858(4) 0.02395(18) Uani 1 1 d . . . C1 C 0.86623(17) 0.66684(18) -0.44562(16) 0.0215(6) Uani 1 1 d . . . P2 P 0.79578(5) 0.58330(5) -0.44825(4) 0.02063(17) Uani 1 1 d . . . C2 C 0.95194(19) 0.6391(2) -0.42868(19) 0.0292(8) Uani 1 1 d . . . P3 P 0.67319(5) 0.69828(5) -0.51398(4) 0.02401(18) Uani 1 1 d . . . C3 C 0.9592(2) 0.6211(2) -0.3520(2) 0.0421(10) Uani 1 1 d . . . H3A H 0.9212 0.5808 -0.3393 0.063 Uiso 1 1 calc R . . H3B H 0.9490 0.6686 -0.3253 0.063 Uiso 1 1 calc R . . H3C H 1.0121 0.6023 -0.3421 0.063 Uiso 1 1 calc R . . P4 P 0.83315(5) 0.74441(5) -0.38499(4) 0.02142(17) Uani 1 1 d . . . C4 C 1.0093(2) 0.7038(2) -0.4487(3) 0.0500(11) Uani 1 1 d . . . H4A H 0.9987 0.7505 -0.4210 0.075 Uiso 1 1 calc R . . H4B H 1.0031 0.7163 -0.4977 0.075 Uiso 1 1 calc R . . H4C H 1.0629 0.6861 -0.4402 0.075 Uiso 1 1 calc R . . P5 P 0.71249(5) 0.70897(5) -0.36207(4) 0.01965(17) Uani 1 1 d . . . C5 C 0.9752(2) 0.5636(2) -0.4668(2) 0.0419(10) Uani 1 1 d . . . H5A H 1.0289 0.5495 -0.4547 0.063 Uiso 1 1 calc R . . H5B H 0.9715 0.5721 -0.5167 0.063 Uiso 1 1 calc R . . H5C H 0.9399 0.5212 -0.4534 0.063 Uiso 1 1 calc R . . P6 P 0.67360(5) 0.78323(5) 0.13079(4) 0.02114(17) Uani 1 1 d . . . C6 C 0.70067(17) 0.63808(17) -0.43774(15) 0.0183(6) Uani 1 1 d . . . P7 P 0.80091(5) 0.76728(5) 0.12677(4) 0.01963(16) Uani 1 1 d . . . C7 C 0.63479(19) 0.57519(19) -0.42187(16) 0.0248(7) Uani 1 1 d . . . P8 P 0.74962(5) 0.91036(5) 0.04068(4) 0.02319(18) Uani 1 1 d . . . C8 C 0.6537(2) 0.5284(2) -0.35656(19) 0.0376(9) Uani 1 1 d . . . H8A H 0.6561 0.5639 -0.3169 0.056 Uiso 1 1 calc R . . H8B H 0.7042 0.5022 -0.3622 0.056 Uiso 1 1 calc R . . H8C H 0.6129 0.4893 -0.3488 0.056 Uiso 1 1 calc R . . P9 P 0.82496(5) 0.84835(5) -0.03285(4) 0.02318(17) Uani 1 1 d . . . C9 C 0.55516(19) 0.6138(2) -0.41177(18) 0.0317(8) Uani 1 1 d . . . H9A H 0.5152 0.5735 -0.4055 0.047 Uiso 1 1 calc R . . H9B H 0.5424 0.6453 -0.4524 0.047 Uiso 1 1 calc R . . H9C H 0.5568 0.6475 -0.3709 0.047 Uiso 1 1 calc R . . P10 P 0.66637(5) 0.76469(5) -0.02562(4) 0.02413(18) Uani 1 1 d . . . C10 C 0.6291(2) 0.5187(2) -0.48379(19) 0.0351(8) Uani 1 1 d . . . H10A H 0.6789 0.4912 -0.4895 0.053 Uiso 1 1 calc R . . H10B H 0.6174 0.5483 -0.5257 0.053 Uiso 1 1 calc R . . H10C H 0.5874 0.4806 -0.4754 0.053 Uiso 1 1 calc R . . C11 C 0.75348(19) 0.69746(18) -0.56338(16) 0.0227(6) Uani 1 1 d . . . C12 C 0.7515(2) 0.72718(19) -0.63819(16) 0.0266(7) Uani 1 1 d . . . C13 C 0.6735(2) 0.7674(2) -0.6546(2) 0.0412(9) Uani 1 1 d . . . H13A H 0.6309 0.7295 -0.6507 0.062 Uiso 1 1 calc R . . H13B H 0.6751 0.7882 -0.7017 0.062 Uiso 1 1 calc R . . H13C H 0.6649 0.8103 -0.6220 0.062 Uiso 1 1 calc R . . C14 C 0.7598(3) 0.6565(2) -0.68612(18) 0.0429(10) Uani 1 1 d . . . H14A H 0.8102 0.6311 -0.6779 0.064 Uiso 1 1 calc R . . H14B H 0.7569 0.6738 -0.7342 0.064 Uiso 1 1 calc R . . H14C H 0.7175 0.6193 -0.6769 0.064 Uiso 1 1 calc R . . C15 C 0.8190(2) 0.7850(3) -0.6530(2) 0.0441(10) Uani 1 1 d . . . H15A H 0.8107 0.8332 -0.6267 0.066 Uiso 1 1 calc R . . H15B H 0.8204 0.7970 -0.7023 0.066 Uiso 1 1 calc R . . H15C H 0.8687 0.7613 -0.6391 0.066 Uiso 1 1 calc R . . C16 C 0.77655(18) 0.82811(18) -0.41780(16) 0.0210(6) Uani 1 1 d . . . C17 C 0.81907(19) 0.90149(19) -0.44428(19) 0.0303(7) Uani 1 1 d . . . C18 C 0.7692(2) 0.9505(2) -0.4936(2) 0.0462(11) Uani 1 1 d . . . H18A H 0.7523 0.9181 -0.5324 0.069 Uiso 1 1 calc R . . H18B H 0.8001 0.9946 -0.5108 0.069 Uiso 1 1 calc R . . H18C H 0.7232 0.9704 -0.4690 0.069 Uiso 1 1 calc R . . C19 C 0.8467(2) 0.9498(2) -0.3826(2) 0.0472(11) Uani 1 1 d . . . H19A H 0.8756 0.9955 -0.3990 0.071 Uiso 1 1 calc R . . H19B H 0.8808 0.9178 -0.3534 0.071 Uiso 1 1 calc R . . H19C H 0.8013 0.9669 -0.3557 0.071 Uiso 1 1 calc R . . C20 C 0.8921(2) 0.8755(2) -0.4841(2) 0.0393(9) Uani 1 1 d . . . H20A H 0.8775 0.8362 -0.5185 0.059 Uiso 1 1 calc R . . H20B H 0.9301 0.8530 -0.4519 0.059 Uiso 1 1 calc R . . H20C H 0.9154 0.9207 -0.5073 0.059 Uiso 1 1 calc R . . C21 C 0.70310(18) 0.81108(18) -0.39564(16) 0.0225(7) Uani 1 1 d . . . C22 C 0.62887(19) 0.86057(19) -0.3827(2) 0.0311(8) Uani 1 1 d . . . C23 C 0.5738(3) 0.8168(3) -0.3335(3) 0.0713(17) Uani 1 1 d . . . H23A H 0.5288 0.8499 -0.3226 0.107 Uiso 1 1 calc R . . H23B H 0.6018 0.8039 -0.2909 0.107 Uiso 1 1 calc R . . H23C H 0.5558 0.7685 -0.3555 0.107 Uiso 1 1 calc R . . C24 C 0.6470(2) 0.9379(2) -0.3463(2) 0.0408(9) Uani 1 1 d . . . H24A H 0.6779 0.9713 -0.3769 0.061 Uiso 1 1 calc R . . H24B H 0.6766 0.9275 -0.3040 0.061 Uiso 1 1 calc R . . H24C H 0.5980 0.9644 -0.3346 0.061 Uiso 1 1 calc R . . C25 C 0.5849(3) 0.8751(3) -0.4495(3) 0.0547(12) Uani 1 1 d . . . H25A H 0.5370 0.9043 -0.4397 0.082 Uiso 1 1 calc R . . H25B H 0.5715 0.8250 -0.4708 0.082 Uiso 1 1 calc R . . H25C H 0.6178 0.9053 -0.4810 0.082 Uiso 1 1 calc R . . C26 C 0.68755(18) 0.67747(18) 0.10913(16) 0.0226(7) Uani 1 1 d . . . C27 C 0.6214(2) 0.6174(2) 0.11937(19) 0.0313(8) Uani 1 1 d . . . C28 C 0.5594(3) 0.6511(3) 0.1685(3) 0.0620(14) Uani 1 1 d . . . H28A H 0.5383 0.6995 0.1491 0.093 Uiso 1 1 calc R . . H28B H 0.5834 0.6620 0.2134 0.093 Uiso 1 1 calc R . . H28C H 0.5171 0.6131 0.1744 0.093 Uiso 1 1 calc R . . C29 C 0.5837(3) 0.5980(3) 0.0511(2) 0.0522(11) Uani 1 1 d . . . H29A H 0.6232 0.5773 0.0195 0.078 Uiso 1 1 calc R . . H29B H 0.5606 0.6454 0.0314 0.078 Uiso 1 1 calc R . . H29C H 0.5428 0.5588 0.0582 0.078 Uiso 1 1 calc R . . C30 C 0.6491(3) 0.5418(2) 0.1545(2) 0.0471(11) Uani 1 1 d . . . H30A H 0.6044 0.5069 0.1615 0.071 Uiso 1 1 calc R . . H30B H 0.6727 0.5544 0.1991 0.071 Uiso 1 1 calc R . . H30C H 0.6879 0.5159 0.1251 0.071 Uiso 1 1 calc R . . C31 C 0.76548(18) 0.67248(18) 0.09478(15) 0.0211(6) Uani 1 1 d . . . C32 C 0.8233(2) 0.60662(19) 0.07649(18) 0.0283(7) Uani 1 1 d . . . C33 C 0.8980(2) 0.6439(2) 0.0488(2) 0.0379(9) Uani 1 1 d . . . H33A H 0.9337 0.6029 0.0330 0.057 Uiso 1 1 calc R . . H33B H 0.9231 0.6742 0.0855 0.057 Uiso 1 1 calc R . . H33C H 0.8852 0.6785 0.0102 0.057 Uiso 1 1 calc R . . C34 C 0.8463(2) 0.5606(2) 0.1413(2) 0.0418(9) Uani 1 1 d . . . H34A H 0.8903 0.5261 0.1306 0.063 Uiso 1 1 calc R . . H34B H 0.8018 0.5292 0.1568 0.063 Uiso 1 1 calc R . . H34C H 0.8615 0.5971 0.1778 0.063 Uiso 1 1 calc R . . C35 C 0.7913(2) 0.5522(2) 0.0201(2) 0.0378(9) Uani 1 1 d . . . H35A H 0.7795 0.5827 -0.0213 0.057 Uiso 1 1 calc R . . H35B H 0.7436 0.5268 0.0367 0.057 Uiso 1 1 calc R . . H35C H 0.8305 0.5123 0.0091 0.057 Uiso 1 1 calc R . . C36 C 0.83165(17) 0.84362(17) 0.06390(15) 0.0194(6) Uani 1 1 d . . . C37 C 0.90517(19) 0.8896(2) 0.09215(17) 0.0276(7) Uani 1 1 d . . . C38 C 0.9276(2) 0.9588(2) 0.0457(2) 0.0418(9) Uani 1 1 d . . . H38A H 0.9699 0.9886 0.0674 0.063 Uiso 1 1 calc R . . H38B H 0.8821 0.9928 0.0393 0.063 Uiso 1 1 calc R . . H38C H 0.9451 0.9392 0.0008 0.063 Uiso 1 1 calc R . . C39 C 0.8869(2) 0.9225(2) 0.16342(18) 0.0377(9) Uani 1 1 d . . . H39A H 0.8741 0.8796 0.1949 0.057 Uiso 1 1 calc R . . H39B H 0.8423 0.9583 0.1602 0.057 Uiso 1 1 calc R . . H39C H 0.9325 0.9509 0.1809 0.057 Uiso 1 1 calc R . . C40 C 0.9756(2) 0.8345(2) 0.0961(2) 0.0396(9) Uani 1 1 d . . . H40A H 0.9857 0.8123 0.0505 0.059 Uiso 1 1 calc R . . H40B H 0.9645 0.7924 0.1289 0.059 Uiso 1 1 calc R . . H40C H 1.0216 0.8638 0.1116 0.059 Uiso 1 1 calc R . . C41 C 0.66567(17) 0.83864(18) 0.04435(16) 0.0216(6) Uani 1 1 d . . . C42 C 0.5874(2) 0.8887(2) 0.0417(2) 0.0344(8) Uani 1 1 d . . . C43 C 0.5838(2) 0.9459(2) 0.1022(2) 0.0494(11) Uani 1 1 d . . . H43A H 0.5361 0.9772 0.0989 0.074 Uiso 1 1 calc R . . H43B H 0.6295 0.9803 0.1009 0.074 Uiso 1 1 calc R . . H43C H 0.5836 0.9166 0.1456 0.074 Uiso 1 1 calc R . . C44 C 0.5855(2) 0.9341(3) -0.0270(2) 0.0490(11) Uani 1 1 d . . . H44A H 0.5833 0.8971 -0.0655 0.074 Uiso 1 1 calc R . . H44B H 0.6327 0.9661 -0.0310 0.074 Uiso 1 1 calc R . . H44C H 0.5393 0.9678 -0.0281 0.074 Uiso 1 1 calc R . . C45 C 0.5151(2) 0.8362(3) 0.0451(2) 0.0474(10) Uani 1 1 d . . . H45A H 0.5147 0.8080 0.0891 0.071 Uiso 1 1 calc R . . H45B H 0.5166 0.7986 0.0070 0.071 Uiso 1 1 calc R . . H45C H 0.4680 0.8683 0.0414 0.071 Uiso 1 1 calc R . . C46 C 0.75321(18) 0.77725(18) -0.06408(16) 0.0219(6) Uani 1 1 d . . . C47 C 0.77017(19) 0.7415(2) -0.13476(16) 0.0278(7) Uani 1 1 d . . . C48 C 0.7676(3) 0.8085(2) -0.18767(18) 0.0452(10) Uani 1 1 d . . . H48A H 0.7163 0.8339 -0.1859 0.068 Uiso 1 1 calc R . . H48B H 0.7764 0.7874 -0.2340 0.068 Uiso 1 1 calc R . . H48C H 0.8083 0.8467 -0.1768 0.068 Uiso 1 1 calc R . . C49 C 0.7095(2) 0.6800(2) -0.15544(18) 0.0372(9) Uani 1 1 d . . . H49A H 0.7092 0.6378 -0.1213 0.056 Uiso 1 1 calc R . . H49B H 0.7228 0.6588 -0.2009 0.056 Uiso 1 1 calc R . . H49C H 0.6577 0.7042 -0.1574 0.056 Uiso 1 1 calc R . . C50 C 0.8517(2) 0.7031(2) -0.1375(2) 0.0409(9) Uani 1 1 d . . . H50A H 0.8910 0.7400 -0.1206 0.061 Uiso 1 1 calc R . . H50B H 0.8639 0.6885 -0.1852 0.061 Uiso 1 1 calc R . . H50C H 0.8520 0.6562 -0.1085 0.061 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 P1 0.0238(4) 0.0274(4) 0.0206(4) -0.0016(3) 0.0033(3) 0.0024(3) C1 0.0197(15) 0.0230(16) 0.0218(16) 0.0008(12) -0.0030(12) 0.0030(12) P2 0.0235(4) 0.0178(4) 0.0206(4) 0.0003(3) -0.0015(3) 0.0020(3) C2 0.0193(16) 0.0288(18) 0.040(2) -0.0003(14) -0.0049(14) 0.0058(14) P3 0.0242(4) 0.0303(5) 0.0175(4) 0.0016(3) -0.0016(3) 0.0050(4) C3 0.038(2) 0.040(2) 0.048(2) 0.0004(18) -0.0209(18) 0.0096(17) P4 0.0200(4) 0.0217(4) 0.0225(4) -0.0036(3) -0.0037(3) 0.0000(3) C4 0.0200(18) 0.045(2) 0.085(3) 0.011(2) -0.008(2) -0.0020(16) P5 0.0236(4) 0.0193(4) 0.0161(4) -0.0014(3) 0.0026(3) -0.0019(3) C5 0.030(2) 0.044(2) 0.052(3) -0.0079(19) -0.0077(17) 0.0175(17) P6 0.0206(4) 0.0234(4) 0.0193(4) -0.0007(3) 0.0025(3) 0.0010(3) C6 0.0208(15) 0.0178(15) 0.0163(14) -0.0002(11) -0.0007(11) -0.0007(12) P7 0.0206(4) 0.0209(4) 0.0174(4) 0.0017(3) -0.0025(3) -0.0011(3) C7 0.0264(17) 0.0271(18) 0.0209(15) -0.0056(13) 0.0036(13) -0.0074(14) P8 0.0269(4) 0.0182(4) 0.0245(4) 0.0009(3) -0.0046(3) 0.0000(3) C8 0.051(2) 0.0303(19) 0.0311(19) 0.0067(15) 0.0052(17) -0.0144(17) P9 0.0243(4) 0.0264(4) 0.0188(4) 0.0015(3) -0.0006(3) -0.0074(3) C9 0.0234(17) 0.039(2) 0.0323(19) -0.0089(15) 0.0075(14) -0.0107(15) P10 0.0226(4) 0.0288(5) 0.0210(4) -0.0020(3) -0.0020(3) -0.0066(3) C10 0.034(2) 0.039(2) 0.0322(19) -0.0118(16) 0.0030(15) -0.0111(16) C11 0.0283(17) 0.0197(16) 0.0199(15) -0.0029(12) 0.0000(13) -0.0001(13) C12 0.0345(19) 0.0277(17) 0.0176(15) 0.0053(13) -0.0008(13) -0.0049(14) C13 0.050(2) 0.044(2) 0.0302(19) 0.0162(17) -0.0104(17) 0.0009(18) C14 0.066(3) 0.044(2) 0.0190(18) -0.0040(16) -0.0009(17) 0.001(2) C15 0.049(2) 0.057(3) 0.0260(19) 0.0135(17) 0.0021(17) -0.018(2) C16 0.0240(16) 0.0197(16) 0.0194(14) -0.0025(12) 0.0000(12) -0.0012(13) C17 0.0255(17) 0.0234(17) 0.042(2) 0.0011(15) 0.0055(15) -0.0045(13) C18 0.048(2) 0.034(2) 0.057(3) 0.0181(19) 0.016(2) 0.0092(18) C19 0.035(2) 0.036(2) 0.070(3) -0.012(2) 0.002(2) -0.0112(17) C20 0.032(2) 0.033(2) 0.052(2) 0.0027(17) 0.0158(18) -0.0063(16) C21 0.0237(16) 0.0209(16) 0.0228(16) -0.0026(12) -0.0006(12) -0.0003(12) C22 0.0229(17) 0.0208(17) 0.050(2) -0.0027(15) 0.0084(15) 0.0051(13) C23 0.045(3) 0.040(3) 0.129(5) 0.012(3) 0.051(3) 0.011(2) C24 0.038(2) 0.032(2) 0.052(2) -0.0089(17) 0.0082(18) 0.0052(16) C25 0.043(2) 0.049(3) 0.072(3) -0.022(2) -0.023(2) 0.023(2) C26 0.0248(16) 0.0210(16) 0.0220(16) 0.0026(12) 0.0017(12) -0.0045(12) C27 0.0274(18) 0.0279(18) 0.039(2) 0.0027(15) 0.0027(15) -0.0098(14) C28 0.045(3) 0.059(3) 0.082(4) -0.004(3) 0.030(3) -0.020(2) C29 0.052(3) 0.056(3) 0.048(3) 0.009(2) -0.013(2) -0.030(2) C30 0.054(3) 0.045(2) 0.042(2) 0.0117(18) 0.0005(19) -0.021(2) C31 0.0272(17) 0.0185(15) 0.0175(15) 0.0016(12) -0.0001(12) -0.0002(12) C32 0.0313(19) 0.0233(17) 0.0305(18) -0.0010(14) 0.0003(14) 0.0075(14) C33 0.0293(19) 0.034(2) 0.051(2) -0.0010(18) 0.0069(18) 0.0088(15) C34 0.050(2) 0.037(2) 0.038(2) 0.0076(17) -0.0030(18) 0.0198(18) C35 0.043(2) 0.0304(19) 0.040(2) -0.0085(16) 0.0028(17) 0.0045(16) C36 0.0191(15) 0.0202(15) 0.0188(14) 0.0007(12) -0.0047(11) -0.0021(12) C37 0.0258(17) 0.0292(18) 0.0278(18) 0.0019(14) -0.0041(13) -0.0099(14) C38 0.037(2) 0.044(2) 0.044(2) 0.0062(19) -0.0086(18) -0.0246(17) C39 0.043(2) 0.041(2) 0.0292(19) -0.0076(16) -0.0111(16) -0.0148(17) C40 0.0224(19) 0.050(2) 0.047(2) 0.0010(18) -0.0075(16) -0.0034(16) C41 0.0199(15) 0.0225(16) 0.0223(16) 0.0026(12) -0.0018(12) 0.0024(12) C42 0.0238(17) 0.039(2) 0.040(2) 0.0031(16) -0.0048(15) 0.0102(15) C43 0.042(2) 0.044(2) 0.063(3) -0.006(2) 0.005(2) 0.0255(19) C44 0.036(2) 0.053(3) 0.057(3) 0.015(2) -0.012(2) 0.0145(19) C45 0.0206(18) 0.065(3) 0.057(3) 0.006(2) -0.0017(18) 0.0090(18) C46 0.0250(17) 0.0216(16) 0.0191(15) 0.0010(12) -0.0038(12) -0.0014(13) C47 0.0293(18) 0.0323(18) 0.0217(17) -0.0063(14) 0.0019(13) -0.0085(14) C48 0.077(3) 0.042(2) 0.0165(17) 0.0002(15) 0.0006(18) -0.015(2) C49 0.045(2) 0.040(2) 0.0266(18) -0.0109(15) -0.0024(16) -0.0145(18) C50 0.036(2) 0.049(2) 0.037(2) -0.0154(18) 0.0110(17) -0.0015(17) _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 C11 1.825(3) . ? P1 C1 1.886(3) . ? P1 P2 2.1973(12) . ? C1 C2 1.577(4) . ? C1 P4 1.862(3) . ? C1 P2 1.872(3) . ? P2 C6 1.890(3) . ? C2 C3 1.524(5) . ? C2 C4 1.531(5) . ? C2 C5 1.542(5) . ? P3 C11 1.676(3) . ? P3 C6 1.863(3) . ? P4 C16 1.843(3) . ? P4 P5 2.1986(12) . ? P5 C21 1.872(3) . ? P5 C6 1.915(3) . ? P6 C26 1.874(3) . ? P6 C41 1.931(3) . ? P6 P7 2.1982(12) . ? C6 C7 1.589(4) . ? P7 C31 1.840(3) . ? P7 C36 1.863(3) . ? C7 C9 1.528(5) . ? C7 C8 1.533(5) . ? C7 C10 1.546(4) . ? P8 C36 1.866(3) . ? P8 C41 1.892(3) . ? P8 P9 2.1967(12) . ? P9 C46 1.832(3) . ? P9 C36 1.882(3) . ? P10 C46 1.677(3) . ? P10 C41 1.856(3) . ? C11 C12 1.538(4) . ? C12 C14 1.533(5) . ? C12 C13 1.535(5) . ? C12 C15 1.548(5) . ? C16 C21 1.361(4) . ? C16 C17 1.540(4) . ? C17 C19 1.530(5) . ? C17 C18 1.533(5) . ? C17 C20 1.536(5) . ? C21 C22 1.548(4) . ? C22 C25 1.519(6) . ? C22 C24 1.533(5) . ? C22 C23 1.537(5) . ? C26 C31 1.366(4) . ? C26 C27 1.543(4) . ? C27 C29 1.509(5) . ? C27 C30 1.536(5) . ? C27 C28 1.538(6) . ? C31 C32 1.542(4) . ? C32 C33 1.526(5) . ? C32 C34 1.534(5) . ? C32 C35 1.538(5) . ? C36 C37 1.583(4) . ? C37 C39 1.526(5) . ? C37 C40 1.532(5) . ? C37 C38 1.538(5) . ? C41 C42 1.592(4) . ? C42 C43 1.529(6) . ? C42 C45 1.530(5) . ? C42 C44 1.542(5) . ? C46 C47 1.529(4) . ? C47 C49 1.532(5) . ? C47 C48 1.539(5) . ? C47 C50 1.544(5) . ? 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 C11 P1 C1 109.78(13) . . ? C11 P1 P2 98.40(11) . . ? C1 P1 P2 53.91(10) . . ? C2 C1 P4 111.5(2) . . ? C2 C1 P2 112.0(2) . . ? P4 C1 P2 111.49(16) . . ? C2 C1 P1 110.1(2) . . ? P4 C1 P1 132.57(17) . . ? P2 C1 P1 71.57(12) . . ? C1 P2 C6 99.96(13) . . ? C1 P2 P1 54.52(10) . . ? C6 P2 P1 99.05(9) . . ? C3 C2 C4 109.9(3) . . ? C3 C2 C5 106.1(3) . . ? C4 C2 C5 108.6(3) . . ? C3 C2 C1 109.9(3) . . ? C4 C2 C1 109.0(3) . . ? C5 C2 C1 113.1(3) . . ? C11 P3 C6 104.01(15) . . ? C16 P4 C1 119.76(14) . . ? C16 P4 P5 77.90(10) . . ? C1 P4 P5 102.51(10) . . ? C21 P5 C6 108.43(13) . . ? C21 P5 P4 75.68(10) . . ? C6 P5 P4 96.85(10) . . ? C26 P6 C41 106.79(14) . . ? C26 P6 P7 75.26(10) . . ? C41 P6 P7 95.74(10) . . ? C7 C6 P3 110.4(2) . . ? C7 C6 P2 107.2(2) . . ? P3 C6 P2 113.98(15) . . ? C7 C6 P5 110.84(19) . . ? P3 C6 P5 106.52(15) . . ? P2 C6 P5 107.82(15) . . ? C31 P7 C36 119.40(14) . . ? C31 P7 P6 78.15(10) . . ? C36 P7 P6 102.48(10) . . ? C9 C7 C8 108.0(3) . . ? C9 C7 C10 108.3(3) . . ? C8 C7 C10 109.2(3) . . ? C9 C7 C6 111.4(3) . . ? C8 C7 C6 111.3(3) . . ? C10 C7 C6 108.6(3) . . ? C36 P8 C41 99.51(13) . . ? C36 P8 P9 54.46(10) . . ? C41 P8 P9 99.02(10) . . ? C46 P9 C36 109.99(14) . . ? C46 P9 P8 98.17(11) . . ? C36 P9 P8 53.77(10) . . ? C46 P10 C41 104.10(15) . . ? C12 C11 P3 121.2(2) . . ? C12 C11 P1 115.4(2) . . ? P3 C11 P1 122.39(18) . . ? C14 C12 C13 108.0(3) . . ? C14 C12 C11 108.0(3) . . ? C13 C12 C11 111.3(3) . . ? C14 C12 C15 108.8(3) . . ? C13 C12 C15 108.9(3) . . ? C11 C12 C15 111.7(3) . . ? C21 C16 C17 135.8(3) . . ? C21 C16 P4 102.1(2) . . ? C17 C16 P4 120.1(2) . . ? C19 C17 C18 111.4(3) . . ? C19 C17 C20 107.4(3) . . ? C18 C17 C20 107.4(3) . . ? C19 C17 C16 109.0(3) . . ? C18 C17 C16 113.0(3) . . ? C20 C17 C16 108.4(3) . . ? C16 C21 C22 133.9(3) . . ? C16 C21 P5 103.3(2) . . ? C22 C21 P5 121.7(2) . . ? C25 C22 C24 110.6(3) . . ? C25 C22 C23 107.8(4) . . ? C24 C22 C23 105.0(3) . . ? C25 C22 C21 111.0(3) . . ? C24 C22 C21 112.4(3) . . ? C23 C22 C21 109.7(3) . . ? C31 C26 C27 134.6(3) . . ? C31 C26 P6 103.3(2) . . ? C27 C26 P6 121.5(2) . . ? C29 C27 C30 109.6(3) . . ? C29 C27 C28 109.3(4) . . ? C30 C27 C28 104.7(3) . . ? C29 C27 C26 110.3(3) . . ? C30 C27 C26 113.1(3) . . ? C28 C27 C26 109.6(3) . . ? C26 C31 C32 136.1(3) . . ? C26 C31 P7 101.4(2) . . ? C32 C31 P7 120.7(2) . . ? C33 C32 C34 106.7(3) . . ? C33 C32 C35 107.6(3) . . ? C34 C32 C35 111.2(3) . . ? C33 C32 C31 108.2(3) . . ? C34 C32 C31 110.6(3) . . ? C35 C32 C31 112.2(3) . . ? C37 C36 P7 110.3(2) . . ? C37 C36 P8 112.2(2) . . ? P7 C36 P8 112.03(16) . . ? C37 C36 P9 111.9(2) . . ? P7 C36 P9 131.73(17) . . ? P8 C36 P9 71.77(11) . . ? C39 C37 C40 110.1(3) . . ? C39 C37 C38 107.3(3) . . ? C40 C37 C38 107.9(3) . . ? C39 C37 C36 109.5(3) . . ? C40 C37 C36 109.7(3) . . ? C38 C37 C36 112.3(3) . . ? C42 C41 P10 110.4(2) . . ? C42 C41 P8 106.8(2) . . ? P10 C41 P8 114.23(16) . . ? C42 C41 P6 110.6(2) . . ? P10 C41 P6 107.42(15) . . ? P8 C41 P6 107.34(15) . . ? C43 C42 C45 108.1(3) . . ? C43 C42 C44 109.9(3) . . ? C45 C42 C44 108.4(3) . . ? C43 C42 C41 110.7(3) . . ? C45 C42 C41 111.3(3) . . ? C44 C42 C41 108.5(3) . . ? C47 C46 P10 121.0(2) . . ? C47 C46 P9 115.8(2) . . ? P10 C46 P9 122.16(18) . . ? C46 C47 C49 112.4(3) . . ? C46 C47 C48 107.1(3) . . ? C49 C47 C48 108.5(3) . . ? C46 C47 C50 111.9(3) . . ? C49 C47 C50 108.1(3) . . ? C48 C47 C50 108.7(3) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.99 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.480 _refine_diff_density_min -0.285 _refine_diff_density_rms 0.056