# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name dstephan@chem.utoronto.ca _publ_contact_author_email 'Douglas Stephan' loop_ _publ_author_name C.Caputo S.Geier E.Ouyang C.Kreitner D.Stephan data_sjg102_0m _database_code_depnum_ccdc_archive 'CCDC 831913' #TrackingRef '- 1-SJG102_0m.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H13 B F15 O2 P' _chemical_formula_weight 708.16 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' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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 10.8146(14) _cell_length_b 12.6680(15) _cell_length_c 19.986(2) _cell_angle_alpha 90.00 _cell_angle_beta 93.540(4) _cell_angle_gamma 90.00 _cell_volume 2732.9(6) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3414 _cell_measurement_theta_min 2.60 _cell_measurement_theta_max 23.38 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.721 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1408 _exptl_absorpt_coefficient_mu 0.232 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6133 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_process_details ? _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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 22487 _diffrn_reflns_av_R_equivalents 0.0622 _diffrn_reflns_av_sigmaI/netI 0.0748 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.90 _diffrn_reflns_theta_max 27.55 _reflns_number_total 6288 _reflns_number_gt 3819 _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, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0464P)^2^+0.7398P] 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 6288 _refine_ls_number_parameters 424 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1026 _refine_ls_R_factor_gt 0.0495 _refine_ls_wR_factor_ref 0.1196 _refine_ls_wR_factor_gt 0.0996 _refine_ls_goodness_of_fit_ref 0.996 _refine_ls_restrained_S_all 0.996 _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 P1 P 0.89488(6) 0.24000(5) 0.15173(3) 0.02236(16) Uani 1 1 d . . . B1 B 1.0617(3) 0.3108(2) 0.18149(14) 0.0251(6) Uani 1 1 d . . . O1 O 0.83450(16) 0.30475(14) 0.08742(8) 0.0267(4) Uani 1 1 d . . . O2 O 0.78500(16) 0.26188(13) 0.20130(8) 0.0236(4) Uani 1 1 d . . . F2 F 0.93790(15) 0.17934(12) 0.28761(7) 0.0370(4) Uani 1 1 d . . . F3 F 0.98331(16) 0.19638(14) 0.41892(7) 0.0474(5) Uani 1 1 d . . . F4 F 1.16437(17) 0.32800(14) 0.47031(7) 0.0464(5) Uani 1 1 d . . . F5 F 1.29944(16) 0.44122(12) 0.38596(8) 0.0450(5) Uani 1 1 d . . . F6 F 1.25088(15) 0.42971(13) 0.25354(8) 0.0398(4) Uani 1 1 d . . . F8 F 0.87534(15) 0.45226(12) 0.22913(7) 0.0374(4) Uani 1 1 d . . . F9 F 0.83822(17) 0.65351(13) 0.20002(9) 0.0495(5) Uani 1 1 d . . . F10 F 0.99177(17) 0.75809(12) 0.11891(8) 0.0479(5) Uani 1 1 d . . . F11 F 1.17708(16) 0.64972(12) 0.06475(8) 0.0437(4) Uani 1 1 d . . . F12 F 1.21596(14) 0.45010(12) 0.09120(8) 0.0375(4) Uani 1 1 d . . . F14 F 1.06992(14) 0.29540(13) 0.03742(7) 0.0379(4) Uani 1 1 d . . . F15 F 1.24163(17) 0.20136(16) -0.03200(8) 0.0547(5) Uani 1 1 d . . . F16 F 1.43527(17) 0.09880(15) 0.03321(9) 0.0562(5) Uani 1 1 d . . . F17 F 1.45173(16) 0.09358(13) 0.16979(9) 0.0473(5) Uani 1 1 d . . . F18 F 1.28316(15) 0.18345(12) 0.23938(7) 0.0410(4) Uani 1 1 d . . . C1 C 1.0863(2) 0.3081(2) 0.26344(12) 0.0251(6) Uani 1 1 d . . . C2 C 1.0246(2) 0.2498(2) 0.30919(12) 0.0269(6) Uani 1 1 d . . . C3 C 1.0479(3) 0.2558(2) 0.37798(12) 0.0317(6) Uani 1 1 d . . . C4 C 1.1388(3) 0.3217(2) 0.40408(13) 0.0337(7) Uani 1 1 d . . . C5 C 1.2062(3) 0.3788(2) 0.36112(13) 0.0322(7) Uani 1 1 d . . . C6 C 1.1790(2) 0.3724(2) 0.29291(13) 0.0290(6) Uani 1 1 d . . . C7 C 1.0421(2) 0.43527(19) 0.15896(12) 0.0236(6) Uani 1 1 d . . . C8 C 0.9505(2) 0.4963(2) 0.18546(12) 0.0268(6) Uani 1 1 d . . . C9 C 0.9305(3) 0.6020(2) 0.17204(13) 0.0323(7) Uani 1 1 d . . . C10 C 1.0060(3) 0.6539(2) 0.13102(13) 0.0331(7) Uani 1 1 d . . . C11 C 1.0999(3) 0.5994(2) 0.10401(13) 0.0298(6) Uani 1 1 d . . . C12 C 1.1166(2) 0.4934(2) 0.11847(12) 0.0267(6) Uani 1 1 d . . . C13 C 1.1662(2) 0.2471(2) 0.14204(12) 0.0261(6) Uani 1 1 d . . . C14 C 1.1648(2) 0.2465(2) 0.07231(13) 0.0305(6) Uani 1 1 d . . . C15 C 1.2524(3) 0.1987(2) 0.03540(14) 0.0373(7) Uani 1 1 d . . . C16 C 1.3494(3) 0.1472(2) 0.06804(15) 0.0378(7) Uani 1 1 d . . . C17 C 1.3568(3) 0.1444(2) 0.13670(15) 0.0344(7) Uani 1 1 d . . . C18 C 1.2671(3) 0.1924(2) 0.17202(13) 0.0300(6) Uani 1 1 d . . . C19 C 0.8804(3) 0.1000(2) 0.12798(12) 0.0277(6) Uani 1 1 d . . . C20 C 0.9505(3) 0.0288(2) 0.18011(14) 0.0429(8) Uani 1 1 d . . . H20A H 0.9414 -0.0452 0.1663 0.064 Uiso 1 1 calc R . . H20B H 0.9162 0.0384 0.2239 0.064 Uiso 1 1 calc R . . H20C H 1.0385 0.0478 0.1832 0.064 Uiso 1 1 calc R . . C21 C 0.9318(3) 0.0822(2) 0.05899(13) 0.0378(7) Uani 1 1 d . . . H21A H 0.9237 0.0074 0.0468 0.057 Uiso 1 1 calc R . . H21B H 1.0194 0.1025 0.0607 0.057 Uiso 1 1 calc R . . H21C H 0.8851 0.1252 0.0254 0.057 Uiso 1 1 calc R . . C22 C 0.7431(3) 0.0707(2) 0.12393(14) 0.0345(7) Uani 1 1 d . . . H22A H 0.7336 -0.0037 0.1113 0.052 Uiso 1 1 calc R . . H22B H 0.6985 0.1149 0.0902 0.052 Uiso 1 1 calc R . . H22C H 0.7091 0.0823 0.1677 0.052 Uiso 1 1 calc R . . C23 C 0.7158(2) 0.33952(19) 0.10147(12) 0.0235(6) Uani 1 1 d . . . C24 C 0.6875(2) 0.31420(18) 0.16586(12) 0.0231(6) Uani 1 1 d . . . C25 C 0.5767(3) 0.34059(19) 0.19085(13) 0.0280(6) Uani 1 1 d . . . H25A H 0.5579 0.3233 0.2353 0.034 Uiso 1 1 calc R . . C26 C 0.4932(3) 0.3942(2) 0.14731(14) 0.0366(7) Uani 1 1 d . . . H26A H 0.4149 0.4140 0.1624 0.044 Uiso 1 1 calc R . . C27 C 0.5213(3) 0.4193(2) 0.08292(15) 0.0383(7) Uani 1 1 d . . . H27A H 0.4620 0.4561 0.0547 0.046 Uiso 1 1 calc R . . C28 C 0.6343(3) 0.3921(2) 0.05832(13) 0.0327(7) Uani 1 1 d . . . H28A H 0.6540 0.4091 0.0139 0.039 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 0.0218(4) 0.0270(3) 0.0184(3) 0.0014(3) 0.0024(3) 0.0034(3) B1 0.0223(17) 0.0311(15) 0.0220(15) 0.0006(13) 0.0024(12) 0.0007(13) O1 0.0243(11) 0.0350(10) 0.0210(9) 0.0042(8) 0.0034(7) 0.0077(8) O2 0.0234(10) 0.0274(9) 0.0204(9) 0.0007(7) 0.0032(7) 0.0040(8) F2 0.0365(10) 0.0429(9) 0.0306(8) 0.0076(7) -0.0067(7) -0.0138(8) F3 0.0493(12) 0.0651(11) 0.0278(9) 0.0145(8) 0.0035(8) -0.0083(9) F4 0.0571(13) 0.0591(11) 0.0219(8) -0.0051(8) -0.0063(8) 0.0032(9) F5 0.0486(12) 0.0410(9) 0.0432(10) -0.0043(8) -0.0147(8) -0.0085(8) F6 0.0341(10) 0.0477(10) 0.0372(9) 0.0066(8) -0.0022(7) -0.0121(8) F8 0.0379(10) 0.0331(8) 0.0436(9) -0.0086(7) 0.0223(8) -0.0061(7) F9 0.0496(12) 0.0338(9) 0.0678(12) -0.0149(9) 0.0251(9) 0.0073(8) F10 0.0637(13) 0.0239(8) 0.0570(11) -0.0006(8) 0.0094(9) 0.0043(8) F11 0.0488(12) 0.0382(9) 0.0459(10) 0.0113(8) 0.0171(8) -0.0039(8) F12 0.0292(10) 0.0381(9) 0.0471(10) 0.0108(8) 0.0166(7) 0.0066(7) F14 0.0289(10) 0.0597(10) 0.0252(8) -0.0017(8) 0.0028(7) 0.0083(8) F15 0.0474(12) 0.0847(14) 0.0337(10) -0.0098(9) 0.0163(8) 0.0095(10) F16 0.0414(12) 0.0621(12) 0.0678(12) -0.0100(10) 0.0254(9) 0.0147(9) F17 0.0344(11) 0.0413(9) 0.0664(12) 0.0069(9) 0.0046(9) 0.0142(8) F18 0.0438(11) 0.0446(10) 0.0341(9) 0.0069(8) -0.0003(8) 0.0163(8) C1 0.0216(15) 0.0291(13) 0.0244(13) -0.0016(11) -0.0006(11) 0.0031(11) C2 0.0235(15) 0.0313(14) 0.0255(13) -0.0003(12) -0.0022(11) 0.0000(12) C3 0.0317(17) 0.0401(16) 0.0233(14) 0.0061(13) 0.0029(12) 0.0032(13) C4 0.0396(18) 0.0413(16) 0.0195(14) -0.0034(13) -0.0037(12) 0.0066(14) C5 0.0300(17) 0.0324(15) 0.0328(16) -0.0062(13) -0.0100(13) 0.0002(13) C6 0.0262(16) 0.0304(14) 0.0304(15) 0.0027(12) 0.0031(12) -0.0007(12) C7 0.0207(14) 0.0297(13) 0.0204(13) -0.0022(11) 0.0009(11) -0.0021(11) C8 0.0267(16) 0.0302(14) 0.0241(13) -0.0046(11) 0.0055(11) -0.0042(12) C9 0.0334(17) 0.0303(14) 0.0337(15) -0.0111(13) 0.0064(13) 0.0015(13) C10 0.0433(19) 0.0221(13) 0.0332(15) -0.0026(12) -0.0016(14) 0.0027(13) C11 0.0339(17) 0.0295(14) 0.0262(14) 0.0025(12) 0.0035(12) -0.0036(13) C12 0.0225(15) 0.0316(14) 0.0259(13) 0.0004(12) 0.0015(11) 0.0037(12) C13 0.0222(14) 0.0303(14) 0.0263(13) -0.0009(12) 0.0053(11) -0.0028(12) C14 0.0214(15) 0.0362(15) 0.0341(15) -0.0021(13) 0.0022(12) 0.0018(12) C15 0.0364(18) 0.0471(17) 0.0294(16) -0.0068(14) 0.0104(13) -0.0053(15) C16 0.0255(17) 0.0367(16) 0.0527(19) -0.0067(15) 0.0158(14) 0.0036(13) C17 0.0230(16) 0.0319(15) 0.0484(19) 0.0017(14) 0.0026(13) 0.0035(12) C18 0.0284(16) 0.0280(13) 0.0338(16) 0.0004(12) 0.0025(12) -0.0002(12) C19 0.0284(16) 0.0290(13) 0.0258(14) -0.0023(12) 0.0019(11) 0.0067(12) C20 0.055(2) 0.0292(15) 0.0438(18) 0.0019(14) -0.0052(16) 0.0124(14) C21 0.0371(19) 0.0399(16) 0.0370(16) -0.0129(13) 0.0079(14) -0.0009(13) C22 0.0337(18) 0.0324(15) 0.0382(16) -0.0063(13) 0.0094(13) -0.0052(13) C23 0.0204(14) 0.0238(12) 0.0268(14) -0.0015(11) 0.0048(11) 0.0043(11) C24 0.0244(15) 0.0206(12) 0.0243(13) -0.0002(11) 0.0001(11) 0.0030(11) C25 0.0304(16) 0.0234(13) 0.0312(14) -0.0012(12) 0.0100(12) 0.0010(12) C26 0.0291(17) 0.0349(15) 0.0466(18) -0.0004(14) 0.0078(14) 0.0103(13) C27 0.0321(18) 0.0391(16) 0.0438(18) 0.0103(14) 0.0026(14) 0.0149(13) C28 0.0330(17) 0.0352(15) 0.0297(15) 0.0050(12) 0.0014(13) 0.0084(13) _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 O2 1.6174(18) . ? P1 O1 1.6272(17) . ? P1 C19 1.840(3) . ? P1 B1 2.069(3) . ? B1 C13 1.631(4) . ? B1 C1 1.643(4) . ? B1 C7 1.650(4) . ? O1 C23 1.402(3) . ? O2 C24 1.400(3) . ? F2 C2 1.346(3) . ? F3 C3 1.340(3) . ? F4 C4 1.338(3) . ? F5 C5 1.352(3) . ? F6 C6 1.351(3) . ? F8 C8 1.350(3) . ? F9 C9 1.343(3) . ? F10 C10 1.350(3) . ? F11 C11 1.342(3) . ? F12 C12 1.351(3) . ? F14 C14 1.355(3) . ? F15 C15 1.345(3) . ? F16 C16 1.342(3) . ? F17 C17 1.350(3) . ? F18 C18 1.352(3) . ? C1 C2 1.379(4) . ? C1 C6 1.394(4) . ? C2 C3 1.384(3) . ? C3 C4 1.368(4) . ? C4 C5 1.367(4) . ? C5 C6 1.379(4) . ? C7 C8 1.387(4) . ? C7 C12 1.388(4) . ? C8 C9 1.380(4) . ? C9 C10 1.361(4) . ? C10 C11 1.366(4) . ? C11 C12 1.382(4) . ? C13 C14 1.393(4) . ? C13 C18 1.396(4) . ? C14 C15 1.376(4) . ? C15 C16 1.366(4) . ? C16 C17 1.370(4) . ? C17 C18 1.376(4) . ? C19 C22 1.528(4) . ? C19 C20 1.542(4) . ? C19 C21 1.535(4) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C28 1.367(3) . ? C23 C24 1.379(3) . ? C24 C25 1.367(4) . ? C25 C26 1.392(4) . ? C25 H25A 0.9500 . ? C26 C27 1.377(4) . ? C26 H26A 0.9500 . ? C27 C28 1.389(4) . ? C27 H27A 0.9500 . ? C28 H28A 0.9500 . ? 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 O2 P1 O1 97.08(9) . . ? O2 P1 C19 105.61(11) . . ? O1 P1 C19 104.98(10) . . ? O2 P1 B1 114.22(11) . . ? O1 P1 B1 107.99(11) . . ? C19 P1 B1 123.42(12) . . ? C13 B1 C1 113.4(2) . . ? C13 B1 C7 114.9(2) . . ? C1 B1 C7 107.5(2) . . ? C13 B1 P1 105.35(17) . . ? C1 B1 P1 111.23(18) . . ? C7 B1 P1 103.94(17) . . ? C23 O1 P1 109.14(14) . . ? C24 O2 P1 109.28(14) . . ? C2 C1 C6 113.4(2) . . ? C2 C1 B1 128.1(2) . . ? C6 C1 B1 118.5(2) . . ? F2 C2 C1 119.9(2) . . ? F2 C2 C3 115.8(2) . . ? C1 C2 C3 124.3(2) . . ? F3 C3 C4 120.0(2) . . ? F3 C3 C2 120.4(2) . . ? C4 C3 C2 119.6(3) . . ? F4 C4 C5 120.3(3) . . ? F4 C4 C3 120.9(3) . . ? C5 C4 C3 118.8(2) . . ? F5 C5 C4 119.6(2) . . ? F5 C5 C6 120.4(3) . . ? C4 C5 C6 120.0(2) . . ? F6 C6 C5 116.7(2) . . ? F6 C6 C1 119.5(2) . . ? C5 C6 C1 123.8(3) . . ? C8 C7 C12 112.4(2) . . ? C8 C7 B1 120.7(2) . . ? C12 C7 B1 126.7(2) . . ? F8 C8 C9 115.6(2) . . ? F8 C8 C7 119.3(2) . . ? C9 C8 C7 125.0(2) . . ? F9 C9 C10 120.3(2) . . ? F9 C9 C8 120.2(3) . . ? C10 C9 C8 119.5(3) . . ? F10 C10 C9 121.0(3) . . ? F10 C10 C11 120.2(3) . . ? C9 C10 C11 118.8(2) . . ? F11 C11 C10 119.7(2) . . ? F11 C11 C12 120.4(3) . . ? C10 C11 C12 119.9(3) . . ? F12 C12 C11 114.0(2) . . ? F12 C12 C7 121.6(2) . . ? C11 C12 C7 124.3(3) . . ? C14 C13 C18 112.7(2) . . ? C14 C13 B1 121.4(2) . . ? C18 C13 B1 125.8(2) . . ? F14 C14 C15 116.7(2) . . ? F14 C14 C13 118.3(2) . . ? C15 C14 C13 125.0(3) . . ? F15 C15 C16 120.4(3) . . ? F15 C15 C14 120.4(3) . . ? C16 C15 C14 119.2(3) . . ? F16 C16 C17 120.5(3) . . ? F16 C16 C15 120.4(3) . . ? C17 C16 C15 119.1(3) . . ? F17 C17 C16 119.9(3) . . ? F17 C17 C18 119.9(3) . . ? C16 C17 C18 120.2(3) . . ? F18 C18 C17 115.0(2) . . ? F18 C18 C13 121.2(2) . . ? C17 C18 C13 123.8(2) . . ? C22 C19 C20 109.3(2) . . ? C22 C19 C21 108.7(2) . . ? C20 C19 C21 109.3(2) . . ? C22 C19 P1 108.34(18) . . ? C20 C19 P1 111.05(18) . . ? C21 C19 P1 110.10(19) . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C19 C21 H21A 109.5 . . ? C19 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C19 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C19 C22 H22A 109.5 . . ? C19 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C19 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C28 C23 C24 122.0(3) . . ? C28 C23 O1 126.1(2) . . ? C24 C23 O1 111.9(2) . . ? C25 C24 C23 122.3(2) . . ? C25 C24 O2 125.5(2) . . ? C23 C24 O2 112.2(2) . . ? C24 C25 C26 116.1(2) . . ? C24 C25 H25A 121.9 . . ? C26 C25 H25A 121.9 . . ? C27 C26 C25 121.6(3) . . ? C27 C26 H26A 119.2 . . ? C25 C26 H26A 119.2 . . ? C26 C27 C28 121.5(3) . . ? C26 C27 H27A 119.2 . . ? C28 C27 H27A 119.2 . . ? C23 C28 C27 116.4(3) . . ? C23 C28 H28A 121.8 . . ? C27 C28 H28A 121.8 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.55 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.374 _refine_diff_density_min -0.297 _refine_diff_density_rms 0.065 # Attachment '- 2-sjg103_0m.cif' data_sjg103_0m _database_code_depnum_ccdc_archive 'CCDC 831914' #TrackingRef '- 2-sjg103_0m.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H21 B F15 O2 P' _chemical_formula_weight 884.37 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' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 15.6025(6) _cell_length_b 11.5308(4) _cell_length_c 21.2356(7) _cell_angle_alpha 90.00 _cell_angle_beta 103.904(2) _cell_angle_gamma 90.00 _cell_volume 3708.5(2) _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 ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.584 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1776 _exptl_absorpt_coefficient_mu 0.189 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9455 _exptl_absorpt_correction_T_max 0.9668 _exptl_absorpt_process_details ? _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 ? _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 33228 _diffrn_reflns_av_R_equivalents 0.0467 _diffrn_reflns_av_sigmaI/netI 0.0705 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 0.99 _diffrn_reflns_theta_max 27.56 _reflns_number_total 13881 _reflns_number_gt 10103 _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. ; _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^)+(0.0412P)^2^+0.1317P] 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 0.05(8) _refine_ls_number_reflns 13881 _refine_ls_number_parameters 1099 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0752 _refine_ls_R_factor_gt 0.0437 _refine_ls_wR_factor_ref 0.0949 _refine_ls_wR_factor_gt 0.0816 _refine_ls_goodness_of_fit_ref 0.988 _refine_ls_restrained_S_all 0.988 _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 P1 P 0.72127(6) 0.53516(7) 0.48369(4) 0.02144(19) Uani 1 1 d . . . P2 P 0.28591(6) 0.28658(7) 0.03962(4) 0.01960(18) Uani 1 1 d . . . B1 B 0.8326(3) 0.4343(3) 0.48845(18) 0.0226(8) Uani 1 1 d . . . B2 B 0.1755(3) 0.1868(3) 0.03563(17) 0.0190(8) Uani 1 1 d . . . O1 O 0.64115(15) 0.47649(18) 0.50765(10) 0.0234(5) Uani 1 1 d . . . O2 O 0.68097(14) 0.55345(18) 0.40793(10) 0.0226(5) Uani 1 1 d . . . O3 O 0.35866(14) 0.23045(18) 0.00663(9) 0.0214(5) Uani 1 1 d . . . O4 O 0.33652(14) 0.30169(18) 0.11327(10) 0.0217(5) Uani 1 1 d . . . F1 F 1.02514(14) 0.5120(2) 0.53461(9) 0.0494(6) Uani 1 1 d . . . F2 F 1.11182(16) 0.5388(3) 0.65602(11) 0.0658(8) Uani 1 1 d . . . F3 F 1.03262(17) 0.5002(2) 0.75513(10) 0.0612(7) Uani 1 1 d . . . F4 F 0.86041(15) 0.4332(2) 0.72740(9) 0.0479(6) Uani 1 1 d . . . F5 F 0.77416(13) 0.39245(17) 0.60591(9) 0.0333(5) Uani 1 1 d . . . F6 F 0.86848(14) 0.21405(17) 0.57114(9) 0.0385(5) Uani 1 1 d . . . F7 F 0.82228(16) 0.00443(17) 0.53158(11) 0.0482(6) Uani 1 1 d . . . F8 F 0.73075(16) -0.03851(17) 0.40720(11) 0.0504(6) Uani 1 1 d . . . F9 F 0.68524(15) 0.14265(17) 0.32360(10) 0.0415(5) Uani 1 1 d . . . F10 F 0.72837(13) 0.35718(16) 0.36177(9) 0.0319(5) Uani 1 1 d . . . F11 F 0.95809(14) 0.29377(17) 0.44303(10) 0.0394(5) Uani 1 1 d . . . F12 F 1.04429(14) 0.3450(2) 0.35359(10) 0.0458(6) Uani 1 1 d . . . F13 F 1.03695(15) 0.56043(19) 0.30273(10) 0.0475(6) Uani 1 1 d . . . F14 F 0.92681(15) 0.72147(17) 0.33614(10) 0.0405(5) Uani 1 1 d . . . F15 F 0.82772(14) 0.66699(16) 0.41513(10) 0.0361(5) Uani 1 1 d . . . F16 F 0.28689(13) 0.10916(15) 0.15762(9) 0.0301(5) Uani 1 1 d . . . F17 F 0.34866(14) -0.10113(16) 0.19014(9) 0.0388(5) Uani 1 1 d . . . F18 F 0.30293(16) -0.28116(17) 0.10615(11) 0.0489(6) Uani 1 1 d . . . F19 F 0.19020(16) -0.24267(16) -0.01184(10) 0.0441(6) Uani 1 1 d . . . F20 F 0.12636(13) -0.03700(16) -0.04537(9) 0.0318(5) Uani 1 1 d . . . F21 F 0.20025(13) 0.37842(17) 0.14586(9) 0.0368(5) Uani 1 1 d . . . F22 F 0.09638(16) 0.4015(2) 0.22477(11) 0.0573(7) Uani 1 1 d . . . F23 F -0.04633(15) 0.2612(2) 0.21631(10) 0.0554(7) Uani 1 1 d . . . F24 F -0.08012(14) 0.09297(19) 0.12394(9) 0.0414(6) Uani 1 1 d . . . F25 F 0.02393(13) 0.06603(16) 0.04288(9) 0.0322(5) Uani 1 1 d . . . F26 F -0.00111(13) 0.31268(16) -0.01007(8) 0.0318(5) Uani 1 1 d . . . F27 F -0.09045(15) 0.3371(2) -0.13046(10) 0.0488(6) Uani 1 1 d . . . F28 F -0.02894(15) 0.2520(2) -0.23016(9) 0.0504(7) Uani 1 1 d . . . F29 F 0.13043(14) 0.14086(18) -0.20475(9) 0.0397(5) Uani 1 1 d . . . F30 F 0.22365(12) 0.11912(16) -0.08451(8) 0.0282(4) Uani 1 1 d . . . C1 C 0.8933(2) 0.4515(3) 0.56260(15) 0.0255(8) Uani 1 1 d . . . C2 C 0.9802(3) 0.4890(3) 0.57995(17) 0.0340(9) Uani 1 1 d . . . C3 C 1.0273(3) 0.5040(4) 0.64363(18) 0.0402(10) Uani 1 1 d . . . C4 C 0.9874(3) 0.4855(3) 0.69347(17) 0.0385(10) Uani 1 1 d . . . C5 C 0.9018(3) 0.4483(3) 0.67941(16) 0.0332(9) Uani 1 1 d . . . C6 C 0.8579(2) 0.4320(3) 0.61631(16) 0.0273(8) Uani 1 1 d . . . C7 C 0.7972(2) 0.3013(3) 0.46986(15) 0.0231(7) Uani 1 1 d . . . C8 C 0.8195(2) 0.2045(3) 0.50936(16) 0.0267(8) Uani 1 1 d . . . C9 C 0.7973(3) 0.0928(3) 0.48971(19) 0.0339(9) Uani 1 1 d . . . C10 C 0.7519(2) 0.0711(3) 0.42731(19) 0.0333(9) Uani 1 1 d . . . C11 C 0.7288(2) 0.1616(3) 0.38507(17) 0.0303(8) Uani 1 1 d . . . C12 C 0.7521(2) 0.2723(3) 0.40720(15) 0.0252(7) Uani 1 1 d . . . C13 C 0.8842(2) 0.4758(3) 0.43327(15) 0.0243(7) Uani 1 1 d . . . C14 C 0.9422(2) 0.3990(3) 0.41440(15) 0.0250(8) Uani 1 1 d . . . C15 C 0.9903(2) 0.4240(3) 0.37011(16) 0.0292(8) Uani 1 1 d . . . C16 C 0.9871(2) 0.5336(3) 0.34318(15) 0.0306(8) Uani 1 1 d . . . C17 C 0.9313(2) 0.6127(3) 0.36017(16) 0.0294(8) Uani 1 1 d . . . C18 C 0.8814(2) 0.5822(3) 0.40299(16) 0.0252(8) Uani 1 1 d . . . C19 C 0.7272(2) 0.6728(3) 0.53059(16) 0.0256(8) Uani 1 1 d . . . C20 C 0.6549(3) 0.7542(3) 0.49356(16) 0.0378(10) Uani 1 1 d . . . H20A H 0.6569 0.8272 0.5174 0.057 Uiso 1 1 calc R . . H20B H 0.5971 0.7176 0.4892 0.057 Uiso 1 1 calc R . . H20C H 0.6645 0.7697 0.4504 0.057 Uiso 1 1 calc R . . C21 C 0.8166(3) 0.7335(3) 0.5401(2) 0.0477(11) Uani 1 1 d . . . H21A H 0.8162 0.8051 0.5649 0.071 Uiso 1 1 calc R . . H21B H 0.8274 0.7523 0.4976 0.071 Uiso 1 1 calc R . . H21C H 0.8633 0.6821 0.5637 0.071 Uiso 1 1 calc R . . C22 C 0.7116(3) 0.6487(3) 0.59811(15) 0.0346(9) Uani 1 1 d . . . H22A H 0.7149 0.7216 0.6223 0.052 Uiso 1 1 calc R . . H22B H 0.7569 0.5951 0.6216 0.052 Uiso 1 1 calc R . . H22C H 0.6531 0.6140 0.5935 0.052 Uiso 1 1 calc R . . C23 C 0.6005(2) 0.3748(3) 0.47787(15) 0.0223(7) Uani 1 1 d . . . C24 C 0.5489(2) 0.3808(3) 0.41575(15) 0.0211(7) Uani 1 1 d . . . C25 C 0.5177(2) 0.2716(3) 0.38510(15) 0.0221(7) Uani 1 1 d . . . C26 C 0.5339(2) 0.1678(3) 0.42199(16) 0.0253(8) Uani 1 1 d . . . C27 C 0.5791(2) 0.1728(3) 0.48829(16) 0.0279(8) Uani 1 1 d . . . H27A H 0.5857 0.1041 0.5137 0.034 Uiso 1 1 calc R . . C28 C 0.6131(2) 0.2740(3) 0.51609(15) 0.0269(8) Uani 1 1 d . . . H28A H 0.6447 0.2766 0.5603 0.032 Uiso 1 1 calc R . . C29 C 0.5060(2) 0.0606(3) 0.39129(18) 0.0330(9) Uani 1 1 d . . . H29A H 0.5164 -0.0090 0.4159 0.040 Uiso 1 1 calc R . . C30 C 0.4642(2) 0.0555(3) 0.32697(18) 0.0352(9) Uani 1 1 d . . . H30A H 0.4466 -0.0171 0.3069 0.042 Uiso 1 1 calc R . . C31 C 0.4477(2) 0.1577(3) 0.29094(17) 0.0323(9) Uani 1 1 d . . . H31A H 0.4179 0.1541 0.2463 0.039 Uiso 1 1 calc R . . C32 C 0.4736(2) 0.2637(3) 0.31880(16) 0.0276(8) Uani 1 1 d . . . H32A H 0.4618 0.3321 0.2933 0.033 Uiso 1 1 calc R . . C33 C 0.5920(2) 0.5732(3) 0.37757(14) 0.0223(7) Uani 1 1 d . . . C34 C 0.5752(2) 0.6758(3) 0.34006(15) 0.0250(8) Uani 1 1 d . . . H34A H 0.6226 0.7248 0.3361 0.030 Uiso 1 1 calc R . . C35 C 0.4913(2) 0.7034(3) 0.30992(16) 0.0280(8) Uani 1 1 d . . . H35A H 0.4802 0.7705 0.2833 0.034 Uiso 1 1 calc R . . C36 C 0.4197(2) 0.6337(3) 0.31738(15) 0.0276(8) Uani 1 1 d . . . C37 C 0.4381(2) 0.5283(3) 0.35342(14) 0.0236(7) Uani 1 1 d . . . C38 C 0.5277(2) 0.4948(3) 0.38195(15) 0.0217(7) Uani 1 1 d . . . C39 C 0.3315(3) 0.6672(3) 0.29135(18) 0.0387(9) Uani 1 1 d . . . H39A H 0.3196 0.7367 0.2667 0.046 Uiso 1 1 calc R . . C40 C 0.2630(3) 0.6016(3) 0.30087(19) 0.0431(10) Uani 1 1 d . . . H40A H 0.2039 0.6254 0.2830 0.052 Uiso 1 1 calc R . . C41 C 0.2799(3) 0.4990(3) 0.33707(18) 0.0362(9) Uani 1 1 d . . . H41A H 0.2321 0.4536 0.3439 0.043 Uiso 1 1 calc R . . C42 C 0.3647(2) 0.4640(3) 0.36253(16) 0.0273(8) Uani 1 1 d . . . H42A H 0.3748 0.3944 0.3871 0.033 Uiso 1 1 calc R . . C43 C 0.2105(2) 0.0525(3) 0.05184(15) 0.0203(7) Uani 1 1 d . . . C44 C 0.2633(2) 0.0260(3) 0.11197(15) 0.0228(7) Uani 1 1 d . . . C45 C 0.2957(2) -0.0835(3) 0.13113(16) 0.0265(8) Uani 1 1 d . . . C46 C 0.2715(2) -0.1750(3) 0.08880(17) 0.0312(9) Uani 1 1 d . . . C47 C 0.2159(2) -0.1542(3) 0.02961(16) 0.0282(8) Uani 1 1 d . . . C48 C 0.1849(2) -0.0447(3) 0.01271(15) 0.0243(8) Uani 1 1 d . . . C49 C 0.1196(2) 0.2187(3) 0.08956(14) 0.0211(7) Uani 1 1 d . . . C50 C 0.1323(2) 0.3024(3) 0.13765(16) 0.0270(8) Uani 1 1 d . . . C51 C 0.0785(2) 0.3177(3) 0.17986(16) 0.0337(9) Uani 1 1 d . . . C52 C 0.0072(2) 0.2470(4) 0.17618(16) 0.0370(10) Uani 1 1 d . . . C53 C -0.0088(2) 0.1617(3) 0.12979(16) 0.0300(8) Uani 1 1 d . . . C54 C 0.0465(2) 0.1493(3) 0.08875(14) 0.0240(7) Uani 1 1 d . . . C55 C 0.1160(2) 0.2084(3) -0.03921(14) 0.0193(7) Uani 1 1 d . . . C56 C 0.0356(2) 0.2656(3) -0.05563(14) 0.0251(8) Uani 1 1 d . . . C57 C -0.0132(2) 0.2801(3) -0.11828(16) 0.0322(8) Uani 1 1 d . . . C58 C 0.0178(2) 0.2387(3) -0.16917(16) 0.0336(9) Uani 1 1 d . . . C59 C 0.0973(2) 0.1811(3) -0.15619(15) 0.0291(8) Uani 1 1 d . . . C60 C 0.1438(2) 0.1705(3) -0.09314(15) 0.0226(7) Uani 1 1 d . . . C61 C 0.2694(2) 0.4278(3) -0.00183(16) 0.0254(8) Uani 1 1 d . . . C62 C 0.2483(3) 0.4135(3) -0.07583(15) 0.0310(9) Uani 1 1 d . . . H62A H 0.2399 0.4900 -0.0965 0.046 Uiso 1 1 calc R . . H62B H 0.1942 0.3677 -0.0902 0.046 Uiso 1 1 calc R . . H62C H 0.2974 0.3736 -0.0881 0.046 Uiso 1 1 calc R . . C63 C 0.3529(2) 0.5018(3) 0.01905(17) 0.0329(9) Uani 1 1 d . . . H63A H 0.3435 0.5768 -0.0033 0.049 Uiso 1 1 calc R . . H63B H 0.4025 0.4616 0.0077 0.049 Uiso 1 1 calc R . . H63C H 0.3662 0.5142 0.0661 0.049 Uiso 1 1 calc R . . C64 C 0.1927(2) 0.4899(3) 0.01776(18) 0.0318(9) Uani 1 1 d . . . H64A H 0.1828 0.5655 -0.0039 0.048 Uiso 1 1 calc R . . H64B H 0.2073 0.5010 0.0649 0.048 Uiso 1 1 calc R . . H64C H 0.1391 0.4427 0.0047 0.048 Uiso 1 1 calc R . . C65 C 0.4081(2) 0.1328(3) 0.03477(15) 0.0213(7) Uani 1 1 d . . . C66 C 0.4685(2) 0.1437(3) 0.09293(14) 0.0200(7) Uani 1 1 d . . . C67 C 0.5097(2) 0.0374(3) 0.12237(15) 0.0224(7) Uani 1 1 d . . . C68 C 0.4929(2) -0.0686(3) 0.08781(15) 0.0235(7) Uani 1 1 d . . . C69 C 0.4366(2) -0.0683(3) 0.02467(16) 0.0264(8) Uani 1 1 d . . . H69A H 0.4284 -0.1380 0.0001 0.032 Uiso 1 1 calc R . . C70 C 0.3943(2) 0.0290(3) -0.00137(15) 0.0240(7) Uani 1 1 d . . . H70A H 0.3557 0.0275 -0.0435 0.029 Uiso 1 1 calc R . . C71 C 0.5320(2) -0.1720(3) 0.11698(17) 0.0302(8) Uani 1 1 d . . . H71A H 0.5204 -0.2430 0.0938 0.036 Uiso 1 1 calc R . . C72 C 0.5856(2) -0.1716(3) 0.17757(18) 0.0334(9) Uani 1 1 d . . . H72A H 0.6126 -0.2415 0.1962 0.040 Uiso 1 1 calc R . . C73 C 0.6012(2) -0.0673(3) 0.21263(17) 0.0325(9) Uani 1 1 d . . . H73A H 0.6376 -0.0677 0.2555 0.039 Uiso 1 1 calc R . . C74 C 0.5650(2) 0.0351(3) 0.18617(15) 0.0247(7) Uani 1 1 d . . . H74A H 0.5769 0.1048 0.2106 0.030 Uiso 1 1 calc R . . C75 C 0.4264(2) 0.3311(3) 0.13594(14) 0.0209(7) Uani 1 1 d . . . C76 C 0.4429(2) 0.4329(3) 0.17295(15) 0.0253(8) Uani 1 1 d . . . H76A H 0.3956 0.4768 0.1818 0.030 Uiso 1 1 calc R . . C77 C 0.5277(2) 0.4675(3) 0.19580(16) 0.0290(8) Uani 1 1 d . . . H77A H 0.5398 0.5353 0.2218 0.035 Uiso 1 1 calc R . . C78 C 0.5989(2) 0.4040(3) 0.18159(15) 0.0268(8) Uani 1 1 d . . . C79 C 0.5802(2) 0.2991(3) 0.14526(14) 0.0223(7) Uani 1 1 d . . . C80 C 0.4903(2) 0.2584(3) 0.12470(14) 0.0201(7) Uani 1 1 d . . . C81 C 0.6512(2) 0.2412(3) 0.12888(15) 0.0272(8) Uani 1 1 d . . . H81A H 0.6402 0.1723 0.1037 0.033 Uiso 1 1 calc R . . C82 C 0.7358(2) 0.2820(3) 0.14834(17) 0.0369(9) Uani 1 1 d . . . H82A H 0.7827 0.2415 0.1366 0.044 Uiso 1 1 calc R . . C83 C 0.7535(3) 0.3843(3) 0.18585(18) 0.0421(10) Uani 1 1 d . . . H83A H 0.8124 0.4117 0.2001 0.051 Uiso 1 1 calc R . . C84 C 0.6864(3) 0.4433(3) 0.20145(19) 0.0388(9) Uani 1 1 d . . . H84B H 0.6988 0.5125 0.2263 0.047 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 0.0224(5) 0.0192(5) 0.0236(4) -0.0009(4) 0.0072(4) -0.0025(4) P2 0.0224(5) 0.0149(4) 0.0225(4) -0.0012(4) 0.0075(4) 0.0011(4) B1 0.023(2) 0.0197(19) 0.026(2) 0.0005(16) 0.0072(17) -0.0004(16) B2 0.022(2) 0.0139(18) 0.0218(18) 0.0000(15) 0.0057(16) -0.0001(15) O1 0.0242(13) 0.0230(13) 0.0226(12) 0.0008(10) 0.0052(10) -0.0044(10) O2 0.0234(13) 0.0213(12) 0.0236(11) 0.0012(9) 0.0066(10) -0.0030(10) O3 0.0236(13) 0.0199(12) 0.0216(11) 0.0004(9) 0.0069(10) 0.0053(10) O4 0.0220(13) 0.0224(13) 0.0211(11) -0.0029(9) 0.0061(9) 0.0008(10) F1 0.0352(13) 0.0812(18) 0.0318(11) 0.0006(11) 0.0080(10) -0.0250(12) F2 0.0446(16) 0.105(2) 0.0418(13) -0.0054(14) -0.0026(11) -0.0347(16) F3 0.0655(18) 0.0835(19) 0.0258(12) -0.0056(12) -0.0063(11) -0.0142(14) F4 0.0525(16) 0.0691(17) 0.0251(11) 0.0090(11) 0.0150(10) 0.0134(13) F5 0.0270(12) 0.0443(13) 0.0300(10) 0.0077(10) 0.0093(9) -0.0001(10) F6 0.0445(14) 0.0307(12) 0.0357(12) 0.0079(9) 0.0010(10) 0.0032(10) F7 0.0601(16) 0.0217(12) 0.0634(15) 0.0153(11) 0.0158(12) 0.0036(11) F8 0.0612(17) 0.0196(12) 0.0702(16) -0.0099(11) 0.0156(13) -0.0070(11) F9 0.0464(14) 0.0334(13) 0.0411(13) -0.0151(10) 0.0035(10) -0.0053(10) F10 0.0382(13) 0.0268(11) 0.0282(11) -0.0019(9) 0.0028(9) -0.0004(9) F11 0.0364(13) 0.0369(12) 0.0481(13) 0.0168(11) 0.0166(10) 0.0141(10) F12 0.0457(14) 0.0549(15) 0.0424(13) 0.0073(11) 0.0217(11) 0.0247(12) F13 0.0539(15) 0.0587(15) 0.0410(12) 0.0107(11) 0.0328(12) 0.0060(12) F14 0.0517(15) 0.0297(12) 0.0458(12) 0.0094(10) 0.0229(11) -0.0037(10) F15 0.0405(13) 0.0203(11) 0.0552(13) -0.0005(9) 0.0270(11) -0.0004(9) F16 0.0392(13) 0.0196(10) 0.0263(10) -0.0010(8) -0.0027(9) -0.0024(9) F17 0.0464(14) 0.0292(12) 0.0350(12) 0.0116(10) -0.0015(10) 0.0022(10) F18 0.0697(17) 0.0162(11) 0.0574(14) 0.0069(10) 0.0084(13) 0.0085(11) F19 0.0718(17) 0.0143(10) 0.0452(13) -0.0083(9) 0.0121(12) -0.0034(10) F20 0.0409(13) 0.0230(11) 0.0273(11) -0.0032(8) 0.0000(9) -0.0038(9) F21 0.0329(13) 0.0344(12) 0.0487(12) -0.0221(10) 0.0206(10) -0.0115(10) F22 0.0486(16) 0.0750(18) 0.0552(14) -0.0433(13) 0.0261(12) -0.0159(13) F23 0.0367(14) 0.096(2) 0.0422(13) -0.0240(13) 0.0259(11) -0.0136(13) F24 0.0311(13) 0.0599(15) 0.0342(11) -0.0007(11) 0.0100(10) -0.0182(11) F25 0.0336(12) 0.0329(12) 0.0310(10) -0.0100(9) 0.0097(9) -0.0107(9) F26 0.0349(12) 0.0374(12) 0.0251(10) -0.0002(9) 0.0111(9) 0.0140(9) F27 0.0411(14) 0.0691(17) 0.0335(12) 0.0003(11) 0.0035(10) 0.0326(12) F28 0.0549(16) 0.0645(16) 0.0261(11) -0.0030(11) -0.0011(10) 0.0307(13) F29 0.0492(14) 0.0473(14) 0.0222(10) -0.0062(9) 0.0077(9) 0.0196(11) F30 0.0265(11) 0.0329(11) 0.0249(10) -0.0028(8) 0.0058(8) 0.0085(9) C1 0.031(2) 0.0211(18) 0.0244(18) 0.0011(14) 0.0072(15) -0.0013(15) C2 0.037(2) 0.036(2) 0.030(2) 0.0005(17) 0.0098(17) -0.0074(18) C3 0.026(2) 0.053(3) 0.039(2) 0.0009(19) 0.0016(17) -0.0128(19) C4 0.045(3) 0.044(2) 0.0224(19) -0.0034(17) -0.0002(17) -0.003(2) C5 0.044(3) 0.033(2) 0.0244(19) 0.0028(16) 0.0109(17) 0.0074(18) C6 0.028(2) 0.0227(18) 0.0292(19) 0.0027(15) 0.0030(16) 0.0006(15) C7 0.0215(18) 0.0191(18) 0.0302(18) 0.0014(15) 0.0089(15) -0.0020(14) C8 0.025(2) 0.0260(19) 0.0309(19) 0.0027(16) 0.0106(16) 0.0011(15) C9 0.032(2) 0.022(2) 0.049(2) 0.0070(17) 0.0131(19) 0.0013(16) C10 0.033(2) 0.0207(19) 0.049(2) -0.0060(17) 0.0154(19) -0.0057(16) C11 0.027(2) 0.028(2) 0.036(2) -0.0092(17) 0.0086(17) -0.0038(16) C12 0.0254(19) 0.0223(18) 0.0290(18) 0.0008(15) 0.0087(15) 0.0039(15) C13 0.0218(19) 0.0273(19) 0.0237(17) -0.0003(15) 0.0050(14) -0.0032(15) C14 0.0239(19) 0.0252(19) 0.0245(17) 0.0041(15) 0.0030(15) 0.0019(15) C15 0.023(2) 0.038(2) 0.0272(18) 0.0015(16) 0.0072(15) 0.0081(16) C16 0.028(2) 0.043(2) 0.0230(17) 0.0014(17) 0.0105(15) 0.0000(18) C17 0.035(2) 0.0259(19) 0.0267(18) 0.0045(15) 0.0068(16) -0.0032(17) C18 0.0206(19) 0.0254(19) 0.0307(19) -0.0046(15) 0.0085(15) -0.0016(15) C19 0.025(2) 0.0215(18) 0.0313(18) -0.0057(15) 0.0093(15) -0.0010(15) C20 0.053(3) 0.028(2) 0.031(2) -0.0071(16) 0.0064(18) 0.0107(18) C21 0.041(3) 0.039(2) 0.065(3) -0.027(2) 0.019(2) -0.012(2) C22 0.043(2) 0.036(2) 0.0261(19) -0.0039(16) 0.0099(17) 0.0034(18) C23 0.0206(18) 0.0208(17) 0.0271(18) -0.0003(15) 0.0090(14) -0.0070(14) C24 0.0201(18) 0.0198(17) 0.0253(17) 0.0058(14) 0.0094(14) -0.0007(14) C25 0.0208(18) 0.0214(18) 0.0259(17) 0.0017(14) 0.0094(14) -0.0008(14) C26 0.0186(18) 0.0236(18) 0.0347(19) 0.0007(15) 0.0085(15) -0.0036(15) C27 0.023(2) 0.027(2) 0.034(2) 0.0117(16) 0.0092(16) -0.0010(16) C28 0.0224(19) 0.033(2) 0.0251(17) 0.0090(16) 0.0062(14) 0.0013(16) C29 0.031(2) 0.0184(19) 0.051(2) 0.0006(17) 0.0142(18) -0.0024(16) C30 0.039(2) 0.025(2) 0.045(2) -0.0115(17) 0.0159(19) -0.0084(17) C31 0.037(2) 0.030(2) 0.032(2) -0.0072(17) 0.0116(17) -0.0073(17) C32 0.028(2) 0.0265(19) 0.0296(18) -0.0015(15) 0.0097(15) -0.0032(16) C33 0.0227(19) 0.0237(18) 0.0200(16) -0.0023(14) 0.0042(14) -0.0016(15) C34 0.034(2) 0.0178(17) 0.0242(17) 0.0016(14) 0.0088(15) -0.0039(15) C35 0.038(2) 0.0197(18) 0.0257(18) 0.0061(15) 0.0061(16) 0.0021(16) C36 0.033(2) 0.0273(19) 0.0226(17) 0.0043(15) 0.0067(15) 0.0002(16) C37 0.029(2) 0.0222(18) 0.0191(16) 0.0020(14) 0.0056(14) -0.0034(15) C38 0.0248(19) 0.0193(17) 0.0207(16) 0.0010(13) 0.0047(14) -0.0004(14) C39 0.036(2) 0.037(2) 0.041(2) 0.0142(18) 0.0052(18) 0.0073(19) C40 0.029(2) 0.044(3) 0.054(3) 0.014(2) 0.004(2) 0.0049(19) C41 0.028(2) 0.036(2) 0.044(2) 0.0060(18) 0.0082(18) -0.0028(17) C42 0.026(2) 0.0278(19) 0.0269(18) 0.0032(15) 0.0034(15) -0.0045(16) C43 0.0201(17) 0.0181(17) 0.0243(17) -0.0039(14) 0.0080(14) -0.0019(14) C44 0.0256(19) 0.0202(18) 0.0231(16) -0.0012(15) 0.0066(14) -0.0025(15) C45 0.027(2) 0.0235(19) 0.0267(18) 0.0084(15) 0.0018(15) -0.0026(15) C46 0.042(2) 0.0139(17) 0.042(2) 0.0056(16) 0.0171(19) 0.0028(16) C47 0.037(2) 0.0193(18) 0.0298(19) -0.0035(15) 0.0096(17) -0.0020(16) C48 0.030(2) 0.0214(18) 0.0218(17) 0.0001(14) 0.0060(15) -0.0023(15) C49 0.0241(19) 0.0179(17) 0.0194(16) 0.0011(13) 0.0013(14) -0.0006(14) C50 0.0220(19) 0.028(2) 0.0318(19) -0.0049(16) 0.0087(15) -0.0033(15) C51 0.028(2) 0.049(2) 0.0241(18) -0.0182(17) 0.0075(16) -0.0064(18) C52 0.024(2) 0.064(3) 0.0260(19) -0.0029(18) 0.0123(16) -0.0009(19) C53 0.023(2) 0.043(2) 0.0240(18) 0.0029(16) 0.0052(15) -0.0075(17) C54 0.028(2) 0.0253(19) 0.0180(16) -0.0011(14) 0.0043(14) 0.0019(15) C55 0.0230(18) 0.0137(16) 0.0218(16) -0.0034(13) 0.0063(14) -0.0028(13) C56 0.031(2) 0.0238(18) 0.0222(17) -0.0006(14) 0.0099(15) 0.0062(15) C57 0.029(2) 0.034(2) 0.0317(19) 0.0018(17) 0.0033(16) 0.0141(17) C58 0.037(2) 0.038(2) 0.0212(18) 0.0030(16) -0.0018(16) 0.0138(18) C59 0.041(2) 0.029(2) 0.0199(17) -0.0029(15) 0.0112(16) 0.0094(17) C60 0.0229(19) 0.0213(18) 0.0236(17) 0.0019(14) 0.0059(14) 0.0046(15) C61 0.028(2) 0.0171(17) 0.0317(18) 0.0048(15) 0.0085(16) 0.0001(15) C62 0.041(2) 0.025(2) 0.0280(19) 0.0068(15) 0.0107(17) -0.0011(17) C63 0.037(2) 0.0243(19) 0.039(2) 0.0087(16) 0.0118(17) -0.0049(16) C64 0.033(2) 0.0144(17) 0.050(2) -0.0003(16) 0.0122(18) 0.0036(15) C65 0.0213(18) 0.0185(17) 0.0251(17) 0.0027(14) 0.0079(14) 0.0040(14) C66 0.0241(19) 0.0166(17) 0.0223(16) -0.0011(13) 0.0114(14) 0.0004(14) C67 0.0207(18) 0.0228(18) 0.0258(17) -0.0017(15) 0.0096(14) -0.0005(15) C68 0.0216(19) 0.0233(18) 0.0278(18) -0.0034(14) 0.0105(15) -0.0019(14) C69 0.027(2) 0.0214(18) 0.0317(19) -0.0076(15) 0.0087(16) -0.0005(15) C70 0.0210(18) 0.0259(19) 0.0259(17) -0.0072(15) 0.0073(14) 0.0015(15) C71 0.038(2) 0.0172(18) 0.038(2) -0.0004(15) 0.0141(18) 0.0032(16) C72 0.040(2) 0.0215(19) 0.042(2) 0.0088(16) 0.0164(19) 0.0064(17) C73 0.037(2) 0.032(2) 0.0283(19) 0.0066(16) 0.0081(17) 0.0036(17) C74 0.0275(19) 0.0244(18) 0.0240(17) 0.0003(15) 0.0098(15) 0.0018(16) C75 0.0244(19) 0.0203(17) 0.0176(16) 0.0000(13) 0.0044(14) -0.0019(15) C76 0.029(2) 0.0274(19) 0.0205(16) -0.0021(15) 0.0075(15) 0.0040(16) C77 0.044(2) 0.0164(18) 0.0273(18) -0.0013(14) 0.0089(17) -0.0048(16) C78 0.032(2) 0.0234(19) 0.0235(17) 0.0009(15) 0.0033(15) -0.0048(16) C79 0.0263(19) 0.0212(18) 0.0191(16) 0.0011(14) 0.0048(14) -0.0024(15) C80 0.028(2) 0.0153(16) 0.0164(15) 0.0012(12) 0.0051(14) -0.0009(14) C81 0.024(2) 0.029(2) 0.0272(18) -0.0027(15) 0.0036(15) 0.0017(15) C82 0.024(2) 0.042(2) 0.044(2) 0.000(2) 0.0065(17) 0.0005(18) C83 0.030(2) 0.044(2) 0.051(2) -0.007(2) 0.0066(19) -0.0170(19) C84 0.038(2) 0.030(2) 0.046(2) -0.0062(18) 0.0042(19) -0.0113(19) _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 O2 1.594(2) . ? P1 O1 1.608(2) . ? P1 C19 1.864(3) . ? P1 B1 2.072(4) . ? P2 O4 1.583(2) . ? P2 O3 1.606(2) . ? P2 C61 1.840(3) . ? P2 B2 2.057(4) . ? B1 C1 1.643(5) . ? B1 C13 1.644(5) . ? B1 C7 1.646(5) . ? B2 C49 1.639(5) . ? B2 C43 1.651(5) . ? B2 C55 1.655(5) . ? O1 C23 1.409(4) . ? O2 C33 1.402(4) . ? O3 C65 1.414(4) . ? O4 C75 1.410(4) . ? F1 C2 1.346(4) . ? F2 C3 1.343(4) . ? F3 C4 1.341(4) . ? F4 C5 1.342(4) . ? F5 C6 1.351(4) . ? F6 C8 1.355(4) . ? F7 C9 1.347(4) . ? F8 C10 1.349(4) . ? F9 C11 1.337(4) . ? F10 C12 1.362(4) . ? F11 C14 1.353(4) . ? F12 C15 1.343(4) . ? F13 C16 1.327(4) . ? F14 C17 1.350(4) . ? F15 C18 1.352(4) . ? F16 C44 1.350(3) . ? F17 C45 1.340(4) . ? F18 C46 1.337(4) . ? F19 C47 1.344(4) . ? F20 C48 1.350(4) . ? F21 C50 1.354(4) . ? F22 C51 1.339(4) . ? F23 C52 1.340(4) . ? F24 C53 1.347(4) . ? F25 C54 1.352(3) . ? F26 C56 1.351(3) . ? F27 C57 1.342(4) . ? F28 C58 1.334(4) . ? F29 C59 1.342(3) . ? F30 C60 1.351(4) . ? C1 C2 1.387(5) . ? C1 C6 1.399(5) . ? C2 C3 1.386(5) . ? C3 C4 1.368(5) . ? C4 C5 1.365(5) . ? C5 C6 1.363(5) . ? C7 C12 1.389(4) . ? C7 C8 1.389(4) . ? C8 C9 1.372(5) . ? C9 C10 1.367(5) . ? C10 C11 1.367(5) . ? C11 C12 1.379(5) . ? C13 C18 1.381(5) . ? C13 C14 1.393(5) . ? C14 C15 1.367(5) . ? C15 C16 1.383(5) . ? C16 C17 1.367(5) . ? C17 C18 1.378(5) . ? C19 C21 1.529(5) . ? C19 C20 1.531(5) . ? C19 C22 1.536(4) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C24 1.372(4) . ? C23 C28 1.404(4) . ? C24 C25 1.446(4) . ? C24 C38 1.496(4) . ? C25 C32 1.414(5) . ? C25 C26 1.420(4) . ? C26 C27 1.416(5) . ? C26 C29 1.417(5) . ? C27 C28 1.357(5) . ? C27 H27A 0.9500 . ? C28 H28A 0.9500 . ? C29 C30 1.366(5) . ? C29 H29A 0.9500 . ? C30 C31 1.395(5) . ? C30 H30A 0.9500 . ? C31 C32 1.375(5) . ? C31 H31A 0.9500 . ? C32 H32A 0.9500 . ? C33 C38 1.370(4) . ? C33 C34 1.415(4) . ? C34 C35 1.349(5) . ? C34 H34A 0.9500 . ? C35 C36 1.416(5) . ? C35 H35A 0.9500 . ? C36 C39 1.408(5) . ? C36 C37 1.428(4) . ? C37 C42 1.415(4) . ? C37 C38 1.437(5) . ? C39 C40 1.364(5) . ? C39 H39A 0.9500 . ? C40 C41 1.401(5) . ? C40 H40A 0.9500 . ? C41 C42 1.364(5) . ? C41 H41A 0.9500 . ? C42 H42A 0.9500 . ? C43 C44 1.378(4) . ? C43 C48 1.396(4) . ? C44 C45 1.384(4) . ? C45 C46 1.379(5) . ? C46 C47 1.366(5) . ? C47 C48 1.369(5) . ? C49 C50 1.385(4) . ? C49 C54 1.390(4) . ? C50 C51 1.379(5) . ? C51 C52 1.366(5) . ? C52 C53 1.372(5) . ? C53 C54 1.373(4) . ? C55 C56 1.385(4) . ? C55 C60 1.389(4) . ? C56 C57 1.375(4) . ? C57 C58 1.372(5) . ? C58 C59 1.376(5) . ? C59 C60 1.366(4) . ? C61 C63 1.531(5) . ? C61 C64 1.535(5) . ? C61 C62 1.535(4) . ? C62 H62A 0.9800 . ? C62 H62B 0.9800 . ? C62 H62C 0.9800 . ? C63 H63A 0.9800 . ? C63 H63B 0.9800 . ? C63 H63C 0.9800 . ? C64 H64A 0.9800 . ? C64 H64B 0.9800 . ? C64 H64C 0.9800 . ? C65 C66 1.368(4) . ? C65 C70 1.410(4) . ? C66 C67 1.454(4) . ? C66 C80 1.486(4) . ? C67 C68 1.417(4) . ? C67 C74 1.421(4) . ? C68 C71 1.412(5) . ? C68 C69 1.415(5) . ? C69 C70 1.351(5) . ? C69 H69A 0.9500 . ? C70 H70A 0.9500 . ? C71 C72 1.356(5) . ? C71 H71A 0.9500 . ? C72 C73 1.405(5) . ? C72 H72A 0.9500 . ? C73 C74 1.370(5) . ? C73 H73A 0.9500 . ? C74 H74A 0.9500 . ? C75 C80 1.367(4) . ? C75 C76 1.402(4) . ? C76 C77 1.355(5) . ? C76 H76A 0.9500 . ? C77 C78 1.421(5) . ? C77 H77A 0.9500 . ? C78 C84 1.404(5) . ? C78 C79 1.427(4) . ? C79 C81 1.407(5) . ? C79 C80 1.443(4) . ? C81 C82 1.368(5) . ? C81 H81A 0.9500 . ? C82 C83 1.413(5) . ? C82 H82A 0.9500 . ? C83 C84 1.354(5) . ? C83 H83A 0.9500 . ? C84 H84B 0.9500 . ? 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 O2 P1 O1 103.12(12) . . ? O2 P1 C19 112.54(13) . . ? O1 P1 C19 97.58(13) . . ? O2 P1 B1 104.24(13) . . ? O1 P1 B1 117.05(14) . . ? C19 P1 B1 121.21(15) . . ? O4 P2 O3 103.78(11) . . ? O4 P2 C61 110.76(14) . . ? O3 P2 C61 100.40(13) . . ? O4 P2 B2 108.44(13) . . ? O3 P2 B2 115.44(13) . . ? C61 P2 B2 117.11(15) . . ? C1 B1 C13 112.3(3) . . ? C1 B1 C7 115.1(3) . . ? C13 B1 C7 107.1(3) . . ? C1 B1 P1 105.2(2) . . ? C13 B1 P1 110.5(2) . . ? C7 B1 P1 106.4(2) . . ? C49 B2 C43 105.6(2) . . ? C49 B2 C55 111.6(3) . . ? C43 B2 C55 115.0(3) . . ? C49 B2 P2 115.3(2) . . ? C43 B2 P2 106.5(2) . . ? C55 B2 P2 103.1(2) . . ? C23 O1 P1 120.59(19) . . ? C33 O2 P1 126.32(19) . . ? C65 O3 P2 120.53(18) . . ? C75 O4 P2 125.64(19) . . ? C2 C1 C6 112.7(3) . . ? C2 C1 B1 126.5(3) . . ? C6 C1 B1 120.8(3) . . ? F1 C2 C3 115.4(3) . . ? F1 C2 C1 121.0(3) . . ? C3 C2 C1 123.6(3) . . ? F2 C3 C4 120.2(3) . . ? F2 C3 C2 119.6(3) . . ? C4 C3 C2 120.2(4) . . ? F3 C4 C5 120.8(3) . . ? F3 C4 C3 120.3(4) . . ? C5 C4 C3 118.9(3) . . ? F4 C5 C6 120.6(4) . . ? F4 C5 C4 119.9(3) . . ? C6 C5 C4 119.5(3) . . ? F5 C6 C5 116.4(3) . . ? F5 C6 C1 118.4(3) . . ? C5 C6 C1 125.1(4) . . ? C12 C7 C8 112.4(3) . . ? C12 C7 B1 121.2(3) . . ? C8 C7 B1 125.7(3) . . ? F6 C8 C9 114.4(3) . . ? F6 C8 C7 121.3(3) . . ? C9 C8 C7 124.2(3) . . ? F7 C9 C10 120.1(3) . . ? F7 C9 C8 119.8(3) . . ? C10 C9 C8 120.0(3) . . ? F8 C10 C11 120.1(3) . . ? F8 C10 C9 120.6(3) . . ? C11 C10 C9 119.3(3) . . ? F9 C11 C10 120.6(3) . . ? F9 C11 C12 120.9(3) . . ? C10 C11 C12 118.5(3) . . ? F10 C12 C11 114.8(3) . . ? F10 C12 C7 119.7(3) . . ? C11 C12 C7 125.5(3) . . ? C18 C13 C14 112.4(3) . . ? C18 C13 B1 128.6(3) . . ? C14 C13 B1 118.9(3) . . ? F11 C14 C15 115.3(3) . . ? F11 C14 C13 120.2(3) . . ? C15 C14 C13 124.5(3) . . ? F12 C15 C14 121.2(3) . . ? F12 C15 C16 118.3(3) . . ? C14 C15 C16 120.4(3) . . ? F13 C16 C17 121.6(3) . . ? F13 C16 C15 120.8(3) . . ? C17 C16 C15 117.6(3) . . ? F14 C17 C16 119.9(3) . . ? F14 C17 C18 120.0(3) . . ? C16 C17 C18 120.0(3) . . ? F15 C18 C17 114.6(3) . . ? F15 C18 C13 120.4(3) . . ? C17 C18 C13 125.0(3) . . ? C21 C19 C20 108.9(3) . . ? C21 C19 C22 107.7(3) . . ? C20 C19 C22 109.1(3) . . ? C21 C19 P1 112.8(2) . . ? C20 C19 P1 108.1(2) . . ? C22 C19 P1 110.2(2) . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C19 C21 H21A 109.5 . . ? C19 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C19 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C19 C22 H22A 109.5 . . ? C19 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C19 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C24 C23 C28 124.5(3) . . ? C24 C23 O1 119.1(3) . . ? C28 C23 O1 116.4(3) . . ? C23 C24 C25 116.4(3) . . ? C23 C24 C38 121.1(3) . . ? C25 C24 C38 122.5(3) . . ? C32 C25 C26 118.3(3) . . ? C32 C25 C24 122.4(3) . . ? C26 C25 C24 119.3(3) . . ? C27 C26 C29 121.2(3) . . ? C27 C26 C25 119.6(3) . . ? C29 C26 C25 119.2(3) . . ? C28 C27 C26 121.1(3) . . ? C28 C27 H27A 119.4 . . ? C26 C27 H27A 119.4 . . ? C27 C28 C23 118.3(3) . . ? C27 C28 H28A 120.8 . . ? C23 C28 H28A 120.8 . . ? C30 C29 C26 121.2(3) . . ? C30 C29 H29A 119.4 . . ? C26 C29 H29A 119.4 . . ? C29 C30 C31 119.6(3) . . ? C29 C30 H30A 120.2 . . ? C31 C30 H30A 120.2 . . ? C32 C31 C30 121.2(3) . . ? C32 C31 H31A 119.4 . . ? C30 C31 H31A 119.4 . . ? C31 C32 C25 120.6(3) . . ? C31 C32 H32A 119.7 . . ? C25 C32 H32A 119.7 . . ? C38 C33 O2 121.5(3) . . ? C38 C33 C34 123.4(3) . . ? O2 C33 C34 115.1(3) . . ? C35 C34 C33 119.5(3) . . ? C35 C34 H34A 120.3 . . ? C33 C34 H34A 120.3 . . ? C34 C35 C36 121.0(3) . . ? C34 C35 H35A 119.5 . . ? C36 C35 H35A 119.5 . . ? C39 C36 C35 121.5(3) . . ? C39 C36 C37 119.7(3) . . ? C35 C36 C37 118.8(3) . . ? C42 C37 C36 117.0(3) . . ? C42 C37 C38 122.6(3) . . ? C36 C37 C38 120.3(3) . . ? C33 C38 C37 116.6(3) . . ? C33 C38 C24 122.1(3) . . ? C37 C38 C24 121.2(3) . . ? C40 C39 C36 121.1(4) . . ? C40 C39 H39A 119.5 . . ? C36 C39 H39A 119.5 . . ? C39 C40 C41 120.0(4) . . ? C39 C40 H40A 120.0 . . ? C41 C40 H40A 120.0 . . ? C42 C41 C40 120.2(4) . . ? C42 C41 H41A 119.9 . . ? C40 C41 H41A 119.9 . . ? C41 C42 C37 122.0(3) . . ? C41 C42 H42A 119.0 . . ? C37 C42 H42A 119.0 . . ? C44 C43 C48 113.3(3) . . ? C44 C43 B2 119.7(3) . . ? C48 C43 B2 126.6(3) . . ? F16 C44 C43 120.5(3) . . ? F16 C44 C45 114.8(3) . . ? C43 C44 C45 124.7(3) . . ? F17 C45 C46 120.2(3) . . ? F17 C45 C44 120.9(3) . . ? C46 C45 C44 118.9(3) . . ? F18 C46 C47 121.6(3) . . ? F18 C46 C45 119.8(3) . . ? C47 C46 C45 118.6(3) . . ? F19 C47 C46 119.5(3) . . ? F19 C47 C48 119.8(3) . . ? C46 C47 C48 120.7(3) . . ? F20 C48 C47 114.8(3) . . ? F20 C48 C43 121.6(3) . . ? C47 C48 C43 123.5(3) . . ? C50 C49 C54 112.5(3) . . ? C50 C49 B2 131.7(3) . . ? C54 C49 B2 115.8(3) . . ? F21 C50 C51 114.4(3) . . ? F21 C50 C49 121.0(3) . . ? C51 C50 C49 124.5(3) . . ? F22 C51 C52 119.9(3) . . ? F22 C51 C50 120.0(3) . . ? C52 C51 C50 120.1(3) . . ? F23 C52 C51 121.0(3) . . ? F23 C52 C53 120.7(3) . . ? C51 C52 C53 118.4(3) . . ? F24 C53 C52 119.5(3) . . ? F24 C53 C54 120.7(3) . . ? C52 C53 C54 119.7(3) . . ? F25 C54 C53 115.9(3) . . ? F25 C54 C49 119.2(3) . . ? C53 C54 C49 124.8(3) . . ? C56 C55 C60 112.7(3) . . ? C56 C55 B2 125.3(3) . . ? C60 C55 B2 122.0(3) . . ? F26 C56 C57 114.3(3) . . ? F26 C56 C55 121.7(3) . . ? C57 C56 C55 124.0(3) . . ? F27 C57 C58 119.3(3) . . ? F27 C57 C56 120.6(3) . . ? C58 C57 C56 120.1(3) . . ? F28 C58 C57 120.8(3) . . ? F28 C58 C59 120.4(3) . . ? C57 C58 C59 118.8(3) . . ? F29 C59 C60 120.7(3) . . ? F29 C59 C58 120.5(3) . . ? C60 C59 C58 118.7(3) . . ? F30 C60 C59 115.3(3) . . ? F30 C60 C55 119.1(3) . . ? C59 C60 C55 125.6(3) . . ? C63 C61 C64 109.1(3) . . ? C63 C61 C62 108.3(3) . . ? C64 C61 C62 109.8(3) . . ? C63 C61 P2 110.0(2) . . ? C64 C61 P2 108.2(2) . . ? C62 C61 P2 111.4(2) . . ? C61 C62 H62A 109.5 . . ? C61 C62 H62B 109.5 . . ? H62A C62 H62B 109.5 . . ? C61 C62 H62C 109.5 . . ? H62A C62 H62C 109.5 . . ? H62B C62 H62C 109.5 . . ? C61 C63 H63A 109.5 . . ? C61 C63 H63B 109.5 . . ? H63A C63 H63B 109.5 . . ? C61 C63 H63C 109.5 . . ? H63A C63 H63C 109.5 . . ? H63B C63 H63C 109.5 . . ? C61 C64 H64A 109.5 . . ? C61 C64 H64B 109.5 . . ? H64A C64 H64B 109.5 . . ? C61 C64 H64C 109.5 . . ? H64A C64 H64C 109.5 . . ? H64B C64 H64C 109.5 . . ? C66 C65 C70 123.5(3) . . ? C66 C65 O3 119.7(3) . . ? C70 C65 O3 116.7(3) . . ? C65 C66 C67 116.6(3) . . ? C65 C66 C80 121.6(3) . . ? C67 C66 C80 121.7(3) . . ? C68 C67 C74 118.2(3) . . ? C68 C67 C66 119.8(3) . . ? C74 C67 C66 122.0(3) . . ? C71 C68 C69 121.5(3) . . ? C71 C68 C67 119.6(3) . . ? C69 C68 C67 118.9(3) . . ? C70 C69 C68 121.4(3) . . ? C70 C69 H69A 119.3 . . ? C68 C69 H69A 119.3 . . ? C69 C70 C65 119.1(3) . . ? C69 C70 H70A 120.5 . . ? C65 C70 H70A 120.5 . . ? C72 C71 C68 121.1(3) . . ? C72 C71 H71A 119.5 . . ? C68 C71 H71A 119.5 . . ? C71 C72 C73 119.6(3) . . ? C71 C72 H72A 120.2 . . ? C73 C72 H72A 120.2 . . ? C74 C73 C72 121.3(3) . . ? C74 C73 H73A 119.4 . . ? C72 C73 H73A 119.4 . . ? C73 C74 C67 120.2(3) . . ? C73 C74 H74A 119.9 . . ? C67 C74 H74A 119.9 . . ? C80 C75 C76 124.6(3) . . ? C80 C75 O4 120.1(3) . . ? C76 C75 O4 115.2(3) . . ? C77 C76 C75 118.6(3) . . ? C77 C76 H76A 120.7 . . ? C75 C76 H76A 120.7 . . ? C76 C77 C78 121.2(3) . . ? C76 C77 H77A 119.4 . . ? C78 C77 H77A 119.4 . . ? C84 C78 C77 121.6(3) . . ? C84 C78 C79 119.6(3) . . ? C77 C78 C79 118.9(3) . . ? C81 C79 C78 117.7(3) . . ? C81 C79 C80 122.5(3) . . ? C78 C79 C80 119.8(3) . . ? C75 C80 C79 116.4(3) . . ? C75 C80 C66 121.8(3) . . ? C79 C80 C66 121.7(3) . . ? C82 C81 C79 121.5(3) . . ? C82 C81 H81A 119.3 . . ? C79 C81 H81A 119.3 . . ? C81 C82 C83 120.0(4) . . ? C81 C82 H82A 120.0 . . ? C83 C82 H82A 120.0 . . ? C84 C83 C82 120.0(4) . . ? C84 C83 H83A 120.0 . . ? C82 C83 H83A 120.0 . . ? C83 C84 C78 121.2(4) . . ? C83 C84 H84B 119.4 . . ? C78 C84 H84B 119.4 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.56 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.251 _refine_diff_density_min -0.280 _refine_diff_density_rms 0.054 # Attachment '- 6-CBC006_0m.cif' data_cbc006_0m _database_code_depnum_ccdc_archive 'CCDC 831915' #TrackingRef '- 6-CBC006_0m.cif' _audit_creation_method SHELXL-97 _chemical_formula_sum 'C30 H15 B Cl2 F15 P' _chemical_formula_weight 773.10 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' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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' Cl Cl 0.1484 0.1585 '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 13.4163(4) _cell_length_b 18.3323(5) _cell_length_c 14.0090(5) _cell_angle_alpha 90.00 _cell_angle_beta 118.0770(10) _cell_angle_gamma 90.00 _cell_volume 3040.05(16) _cell_formula_units_Z 4 _cell_measurement_temperature 493(2) _cell_measurement_reflns_used 6416 _cell_measurement_theta_min 2.77 _cell_measurement_theta_max 25.28 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.689 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1536 _exptl_absorpt_coefficient_mu 0.382 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6317 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 493(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_reflns_number 25415 _diffrn_reflns_av_R_equivalents 0.0342 _diffrn_reflns_av_sigmaI/netI 0.0476 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.99 _diffrn_reflns_theta_max 27.49 _reflns_number_total 6934 _reflns_number_gt 4546 _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, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0333P)^2^+1.4073P] 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 6934 _refine_ls_number_parameters 442 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0789 _refine_ls_R_factor_gt 0.0394 _refine_ls_wR_factor_ref 0.0915 _refine_ls_wR_factor_gt 0.0772 _refine_ls_goodness_of_fit_ref 1.001 _refine_ls_restrained_S_all 1.001 _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 Cl1 Cl 0.33903(6) 0.42713(3) 0.94493(5) 0.05028(18) Uani 1 1 d . . . Cl2 Cl 0.07910(5) 0.41733(3) 0.78614(5) 0.04431(17) Uani 1 1 d . . . P1 P 0.20915(5) 0.48571(3) 0.84216(5) 0.02678(13) Uani 1 1 d . . . F1 F 0.45700(10) 0.52510(7) 1.20987(11) 0.0412(3) Uani 1 1 d . . . F2 F 0.50712(11) 0.43597(7) 1.37440(11) 0.0481(4) Uani 1 1 d . . . F3 F 0.38303(12) 0.43713(8) 1.48317(12) 0.0539(4) Uani 1 1 d . . . F4 F 0.21460(12) 0.53681(8) 1.42714(12) 0.0550(4) Uani 1 1 d . . . F5 F 0.16313(11) 0.62713(7) 1.26489(11) 0.0414(3) Uani 1 1 d . . . F6 F 0.42375(12) 0.64802(7) 1.00756(12) 0.0496(4) Uani 1 1 d . . . F7 F 0.59755(12) 0.73933(8) 1.07581(14) 0.0595(4) Uani 1 1 d . . . F8 F 0.65169(11) 0.82633(7) 1.25008(13) 0.0516(4) Uani 1 1 d . . . F9 F 0.52575(12) 0.82066(8) 1.35541(12) 0.0552(4) Uani 1 1 d . . . F10 F 0.34789(12) 0.73107(7) 1.28675(11) 0.0473(4) Uani 1 1 d . . . F11 F 0.21166(11) 0.79023(7) 1.04995(12) 0.0467(4) Uani 1 1 d . . . F12 F 0.00633(12) 0.84602(7) 0.95501(12) 0.0565(4) Uani 1 1 d . . . F13 F -0.17659(11) 0.76337(8) 0.91389(13) 0.0580(4) Uani 1 1 d . . . F14 F -0.14892(10) 0.61837(8) 0.96493(12) 0.0488(4) Uani 1 1 d . . . F15 F 0.05714(10) 0.56019(6) 1.06082(11) 0.0364(3) Uani 1 1 d . . . B1 B 0.26827(19) 0.62832(12) 1.1098(2) 0.0254(5) Uani 1 1 d . . . C1 C 0.30025(16) 0.57785(10) 1.22010(17) 0.0255(5) Uani 1 1 d . . . C2 C 0.38960(17) 0.52873(11) 1.25814(18) 0.0298(5) Uani 1 1 d . . . C3 C 0.41894(18) 0.48187(11) 1.34417(18) 0.0339(5) Uani 1 1 d . . . C4 C 0.35868(19) 0.48334(12) 1.40016(18) 0.0362(5) Uani 1 1 d . . . C5 C 0.27277(19) 0.53320(12) 1.37102(19) 0.0353(5) Uani 1 1 d . . . C6 C 0.24688(17) 0.57884(11) 1.28409(18) 0.0304(5) Uani 1 1 d . . . C7 C 0.37682(17) 0.68392(11) 1.14459(17) 0.0269(5) Uani 1 1 d . . . C8 C 0.44481(18) 0.68956(11) 1.09534(19) 0.0324(5) Uani 1 1 d . . . C9 C 0.53587(18) 0.73627(12) 1.1290(2) 0.0371(6) Uani 1 1 d . . . C10 C 0.56363(18) 0.78014(11) 1.2168(2) 0.0360(6) Uani 1 1 d . . . C11 C 0.49996(19) 0.77702(11) 1.26984(19) 0.0355(6) Uani 1 1 d . . . C12 C 0.40964(18) 0.72981(11) 1.23314(19) 0.0330(5) Uani 1 1 d . . . C13 C 0.14718(17) 0.67169(11) 1.06505(16) 0.0258(5) Uani 1 1 d . . . C14 C 0.12637(18) 0.74458(11) 1.03502(17) 0.0298(5) Uani 1 1 d . . . C15 C 0.0202(2) 0.77529(11) 0.98512(19) 0.0357(5) Uani 1 1 d . . . C16 C -0.07276(19) 0.73375(13) 0.96261(19) 0.0370(6) Uani 1 1 d . . . C17 C -0.05853(18) 0.66112(12) 0.99026(18) 0.0331(5) Uani 1 1 d . . . C18 C 0.04921(18) 0.63293(11) 1.03957(18) 0.0281(5) Uani 1 1 d . . . C19 C 0.25898(17) 0.56956(10) 1.01742(17) 0.0249(4) Uani 1 1 d . . . H19A H 0.3163 0.5349 1.0439 0.030 Uiso 1 1 calc R . . C20 C 0.18637(16) 0.56073(10) 0.91179(17) 0.0234(4) Uani 1 1 d . . . C21 C 0.11540(18) 0.67814(11) 0.81178(18) 0.0306(5) Uani 1 1 d . . . H21A H 0.1899 0.6940 0.8417 0.037 Uiso 1 1 calc R . . C22 C 0.0287(2) 0.72293(12) 0.7410(2) 0.0393(6) Uani 1 1 d . . . H22A H 0.0453 0.7686 0.7234 0.047 Uiso 1 1 calc R . . C23 C -0.0818(2) 0.70015(13) 0.6968(2) 0.0420(6) Uani 1 1 d . . . H23A H -0.1396 0.7303 0.6492 0.050 Uiso 1 1 calc R . . C24 C -0.10657(19) 0.63274(13) 0.7231(2) 0.0399(6) Uani 1 1 d . . . H24A H -0.1814 0.6176 0.6938 0.048 Uiso 1 1 calc R . . C25 C -0.02084(18) 0.58718(12) 0.79305(18) 0.0325(5) Uani 1 1 d . . . H25A H -0.0384 0.5415 0.8099 0.039 Uiso 1 1 calc R . . C26 C 0.09122(17) 0.60940(10) 0.83818(17) 0.0245(4) Uani 1 1 d . . . C27 C 0.23315(19) 0.50773(12) 0.72715(19) 0.0346(5) Uani 1 1 d . . . C28 C 0.2701(2) 0.43822(13) 0.6905(2) 0.0457(6) Uani 1 1 d . . . H28A H 0.2829 0.4495 0.6302 0.069 Uiso 1 1 calc R . . H28B H 0.2119 0.4019 0.6693 0.069 Uiso 1 1 calc R . . H28C H 0.3386 0.4199 0.7491 0.069 Uiso 1 1 calc R . . C29 C 0.1234(2) 0.53625(15) 0.6332(2) 0.0494(7) Uani 1 1 d . . . H29A H 0.1360 0.5477 0.5729 0.074 Uiso 1 1 calc R . . H29B H 0.0995 0.5794 0.6557 0.074 Uiso 1 1 calc R . . H29C H 0.0658 0.4996 0.6123 0.074 Uiso 1 1 calc R . . C30 C 0.3266(2) 0.56582(13) 0.7671(2) 0.0491(7) Uani 1 1 d . . . H30A H 0.3423 0.5790 0.7092 0.074 Uiso 1 1 calc R . . H30B H 0.3937 0.5466 0.8264 0.074 Uiso 1 1 calc R . . H30C H 0.3020 0.6082 0.7906 0.074 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 Cl1 0.0550(4) 0.0437(3) 0.0383(4) -0.0022(3) 0.0105(3) 0.0238(3) Cl2 0.0508(4) 0.0377(3) 0.0513(4) -0.0154(3) 0.0297(3) -0.0191(3) P1 0.0276(3) 0.0250(3) 0.0265(3) -0.0030(2) 0.0117(3) -0.0005(2) F1 0.0297(7) 0.0554(8) 0.0382(8) 0.0017(7) 0.0158(6) 0.0114(6) F2 0.0399(8) 0.0423(8) 0.0449(9) 0.0045(7) 0.0057(7) 0.0143(6) F3 0.0574(9) 0.0516(8) 0.0387(9) 0.0165(7) 0.0111(7) -0.0044(7) F4 0.0552(9) 0.0783(10) 0.0431(9) 0.0125(8) 0.0328(8) 0.0036(8) F5 0.0395(7) 0.0526(8) 0.0380(8) 0.0048(6) 0.0231(7) 0.0141(6) F6 0.0536(9) 0.0570(9) 0.0549(10) -0.0253(8) 0.0395(8) -0.0226(7) F7 0.0555(9) 0.0604(9) 0.0838(12) -0.0155(9) 0.0502(10) -0.0206(8) F8 0.0306(7) 0.0387(7) 0.0692(11) -0.0015(7) 0.0100(7) -0.0122(6) F9 0.0567(9) 0.0512(9) 0.0482(9) -0.0251(7) 0.0168(8) -0.0154(7) F10 0.0540(9) 0.0517(8) 0.0463(9) -0.0211(7) 0.0320(8) -0.0133(7) F11 0.0405(8) 0.0301(7) 0.0586(10) 0.0071(6) 0.0142(7) -0.0048(6) F12 0.0568(9) 0.0309(7) 0.0569(10) 0.0084(7) 0.0061(8) 0.0106(7) F13 0.0356(8) 0.0601(9) 0.0579(10) 0.0020(8) 0.0050(7) 0.0178(7) F14 0.0270(7) 0.0605(9) 0.0524(9) 0.0028(7) 0.0134(7) -0.0054(6) F15 0.0322(7) 0.0288(6) 0.0456(8) 0.0014(6) 0.0161(6) -0.0029(5) B1 0.0249(12) 0.0269(12) 0.0263(13) -0.0007(10) 0.0136(11) 0.0002(9) C1 0.0230(11) 0.0256(10) 0.0245(12) -0.0047(9) 0.0085(10) -0.0022(8) C2 0.0237(11) 0.0343(12) 0.0287(12) -0.0055(10) 0.0102(10) -0.0005(9) C3 0.0284(12) 0.0291(11) 0.0309(13) -0.0015(10) 0.0030(10) 0.0020(9) C4 0.0372(13) 0.0347(12) 0.0269(13) 0.0058(10) 0.0069(11) -0.0060(10) C5 0.0332(13) 0.0435(13) 0.0303(13) -0.0016(11) 0.0159(11) -0.0061(10) C6 0.0255(11) 0.0328(11) 0.0312(13) -0.0029(10) 0.0120(10) 0.0008(9) C7 0.0237(11) 0.0268(10) 0.0272(12) -0.0020(9) 0.0096(10) -0.0006(8) C8 0.0318(12) 0.0303(11) 0.0348(13) -0.0066(10) 0.0154(11) -0.0025(9) C9 0.0289(12) 0.0350(12) 0.0522(16) 0.0005(12) 0.0230(12) -0.0028(10) C10 0.0232(11) 0.0265(11) 0.0468(15) 0.0001(11) 0.0069(11) -0.0035(9) C11 0.0346(13) 0.0295(11) 0.0321(14) -0.0095(10) 0.0072(11) -0.0031(10) C12 0.0316(12) 0.0335(12) 0.0336(13) -0.0043(10) 0.0151(11) -0.0009(10) C13 0.0291(11) 0.0264(10) 0.0217(11) -0.0045(9) 0.0117(10) 0.0001(9) C14 0.0317(12) 0.0293(11) 0.0261(12) -0.0034(9) 0.0118(10) -0.0022(9) C15 0.0427(14) 0.0257(11) 0.0293(13) 0.0012(10) 0.0092(11) 0.0076(10) C16 0.0309(12) 0.0455(14) 0.0258(12) -0.0012(11) 0.0060(10) 0.0117(11) C17 0.0265(12) 0.0432(13) 0.0289(13) -0.0032(11) 0.0123(10) -0.0022(10) C18 0.0318(12) 0.0267(11) 0.0265(12) -0.0004(9) 0.0142(10) 0.0015(9) C19 0.0227(10) 0.0231(10) 0.0302(12) 0.0010(9) 0.0136(10) 0.0000(8) C20 0.0216(10) 0.0225(10) 0.0274(12) -0.0013(9) 0.0127(9) -0.0030(8) C21 0.0322(12) 0.0296(11) 0.0322(13) -0.0015(10) 0.0171(11) -0.0032(9) C22 0.0519(15) 0.0287(11) 0.0401(15) 0.0054(11) 0.0241(13) 0.0037(11) C23 0.0419(15) 0.0416(13) 0.0346(14) 0.0061(12) 0.0113(12) 0.0112(11) C24 0.0263(12) 0.0449(14) 0.0393(15) -0.0030(12) 0.0079(11) -0.0004(10) C25 0.0315(12) 0.0322(11) 0.0339(13) -0.0004(10) 0.0155(11) -0.0034(9) C26 0.0284(11) 0.0257(10) 0.0211(11) -0.0024(9) 0.0132(9) 0.0004(8) C27 0.0386(13) 0.0373(12) 0.0357(13) -0.0060(11) 0.0241(11) -0.0031(10) C28 0.0550(16) 0.0448(14) 0.0509(17) -0.0154(13) 0.0361(14) -0.0060(12) C29 0.0592(17) 0.0600(16) 0.0296(14) 0.0055(13) 0.0213(13) 0.0082(13) C30 0.0584(17) 0.0411(13) 0.070(2) -0.0135(13) 0.0487(16) -0.0139(12) _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 Cl1 P1 1.9750(8) . ? Cl2 P1 1.9856(8) . ? P1 C20 1.794(2) . ? P1 C27 1.831(2) . ? F1 C2 1.362(2) . ? F2 C3 1.347(2) . ? F3 C4 1.349(3) . ? F4 C5 1.345(3) . ? F5 C6 1.354(2) . ? F6 C8 1.358(2) . ? F7 C9 1.351(3) . ? F8 C10 1.346(2) . ? F9 C11 1.344(2) . ? F10 C12 1.355(2) . ? F11 C14 1.352(2) . ? F12 C15 1.349(2) . ? F13 C16 1.344(2) . ? F14 C17 1.344(2) . ? F15 C18 1.359(2) . ? B1 C19 1.642(3) . ? B1 C13 1.645(3) . ? B1 C7 1.652(3) . ? B1 C1 1.675(3) . ? C1 C6 1.386(3) . ? C1 C2 1.390(3) . ? C2 C3 1.378(3) . ? C3 C4 1.366(3) . ? C4 C5 1.374(3) . ? C5 C6 1.380(3) . ? C7 C8 1.383(3) . ? C7 C12 1.388(3) . ? C8 C9 1.380(3) . ? C9 C10 1.366(3) . ? C10 C11 1.372(3) . ? C11 C12 1.377(3) . ? C13 C18 1.385(3) . ? C13 C14 1.389(3) . ? C14 C15 1.377(3) . ? C15 C16 1.366(3) . ? C16 C17 1.375(3) . ? C17 C18 1.376(3) . ? C19 C20 1.345(3) . ? C20 C26 1.500(3) . ? C21 C22 1.388(3) . ? C21 C26 1.394(3) . ? C22 C23 1.374(3) . ? C23 C24 1.375(3) . ? C24 C25 1.385(3) . ? C25 C26 1.390(3) . ? C27 C29 1.533(3) . ? C27 C30 1.535(3) . ? C27 C28 1.541(3) . ? 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 C20 P1 C27 117.08(10) . . ? C20 P1 Cl1 109.77(7) . . ? C27 P1 Cl1 107.53(8) . . ? C20 P1 Cl2 110.86(7) . . ? C27 P1 Cl2 106.09(8) . . ? Cl1 P1 Cl2 104.75(4) . . ? C19 B1 C13 108.78(17) . . ? C19 B1 C7 111.52(16) . . ? C13 B1 C7 112.92(16) . . ? C19 B1 C1 104.85(16) . . ? C13 B1 C1 113.36(17) . . ? C7 B1 C1 105.13(16) . . ? C6 C1 C2 112.05(19) . . ? C6 C1 B1 127.15(18) . . ? C2 C1 B1 120.80(18) . . ? F1 C2 C3 114.88(18) . . ? F1 C2 C1 119.72(19) . . ? C3 C2 C1 125.4(2) . . ? F2 C3 C4 120.1(2) . . ? F2 C3 C2 120.8(2) . . ? C4 C3 C2 119.2(2) . . ? F3 C4 C3 120.9(2) . . ? F3 C4 C5 120.2(2) . . ? C3 C4 C5 118.9(2) . . ? F4 C5 C4 119.7(2) . . ? F4 C5 C6 120.8(2) . . ? C4 C5 C6 119.5(2) . . ? F5 C6 C5 114.34(19) . . ? F5 C6 C1 120.86(19) . . ? C5 C6 C1 124.8(2) . . ? C8 C7 C12 113.23(19) . . ? C8 C7 B1 126.56(19) . . ? C12 C7 B1 120.18(19) . . ? F6 C8 C9 115.5(2) . . ? F6 C8 C7 120.33(19) . . ? C9 C8 C7 124.1(2) . . ? F7 C9 C10 119.6(2) . . ? F7 C9 C8 120.7(2) . . ? C10 C9 C8 119.7(2) . . ? F8 C10 C9 120.4(2) . . ? F8 C10 C11 120.5(2) . . ? C9 C10 C11 119.2(2) . . ? F9 C11 C10 119.6(2) . . ? F9 C11 C12 121.3(2) . . ? C10 C11 C12 119.1(2) . . ? F10 C12 C11 116.3(2) . . ? F10 C12 C7 119.09(19) . . ? C11 C12 C7 124.6(2) . . ? C18 C13 C14 112.61(19) . . ? C18 C13 B1 119.83(17) . . ? C14 C13 B1 127.01(19) . . ? F11 C14 C15 115.04(18) . . ? F11 C14 C13 120.91(19) . . ? C15 C14 C13 124.0(2) . . ? F12 C15 C16 119.2(2) . . ? F12 C15 C14 120.6(2) . . ? C16 C15 C14 120.2(2) . . ? F13 C16 C15 120.5(2) . . ? F13 C16 C17 120.5(2) . . ? C15 C16 C17 119.0(2) . . ? F14 C17 C16 120.1(2) . . ? F14 C17 C18 121.2(2) . . ? C16 C17 C18 118.6(2) . . ? F15 C18 C17 115.71(18) . . ? F15 C18 C13 118.68(18) . . ? C17 C18 C13 125.6(2) . . ? C20 C19 B1 133.85(18) . . ? C19 C20 C26 128.79(18) . . ? C19 C20 P1 118.04(15) . . ? C26 C20 P1 112.95(14) . . ? C22 C21 C26 120.2(2) . . ? C23 C22 C21 120.4(2) . . ? C22 C23 C24 119.9(2) . . ? C23 C24 C25 120.4(2) . . ? C24 C25 C26 120.4(2) . . ? C25 C26 C21 118.77(19) . . ? C25 C26 C20 121.80(18) . . ? C21 C26 C20 119.41(18) . . ? C29 C27 C30 111.5(2) . . ? C29 C27 C28 109.0(2) . . ? C30 C27 C28 111.07(18) . . ? C29 C27 P1 109.55(16) . . ? C30 C27 P1 106.48(16) . . ? C28 C27 P1 109.19(16) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.371 _refine_diff_density_min -0.458 _refine_diff_density_rms 0.054 # Attachment '- 7-CBC009 sadp.cif' data_sadp _database_code_depnum_ccdc_archive 'CCDC 831916' #TrackingRef '- 7-CBC009 sadp.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C68 H69 B F15 O3 P' _chemical_formula_weight 1261.01 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' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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 15.2876(6) _cell_length_b 17.8123(7) _cell_length_c 26.9165(12) _cell_angle_alpha 90.00 _cell_angle_beta 104.511(2) _cell_angle_gamma 90.00 _cell_volume 7095.7(5) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 0.6387 _cell_measurement_theta_max 0.7456 _exptl_crystal_description ? _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.180 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2624 _exptl_absorpt_coefficient_mu 0.119 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9766 _exptl_absorpt_correction_T_max 0.9882 _exptl_absorpt_process_details SADABS _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 ? _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 115062 _diffrn_reflns_av_R_equivalents 0.0870 _diffrn_reflns_av_sigmaI/netI 0.0962 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 27.54 _reflns_number_total 16272 _reflns_number_gt 8842 _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 ? loop_ _refine_special_details _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.000 0.000 0.000 491.8 59.0 2 -0.017 0.508 0.082 16.4 0.1 3 -0.041 0.902 0.383 22.3 1.7 4 0.041 0.098 0.617 21.9 1.7 5 0.017 0.492 0.918 16.4 0.1 6 0.500 0.500 0.500 491.8 58.9 7 0.186 0.082 0.564 12.5 1.0 8 0.320 0.582 0.932 13.1 1.1 9 0.464 0.598 0.881 21.3 1.6 10 0.483 -0.008 0.582 16.4 0.1 11 0.541 0.402 0.117 21.9 1.6 12 0.517 0.008 0.418 16.4 0.1 13 0.686 0.418 0.065 12.5 1.0 14 0.814 0.918 0.435 12.1 1.0 _platon_squeeze_details ; The unit cell contains 0.5 hexane molecules which have been treated as a diffuse contribution to the overall scattering without specific atom positions by SQUEEZE/PLATON. 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^)+(0.1037P)^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 16272 _refine_ls_number_parameters 787 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1355 _refine_ls_R_factor_gt 0.0708 _refine_ls_wR_factor_ref 0.2030 _refine_ls_wR_factor_gt 0.1822 _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_restrained_S_all 1.051 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.87033(17) 0.76546(14) 0.19146(10) 0.0226(6) Uani 1 1 d . . . H1A H 0.8699 0.8166 0.1813 0.027 Uiso 1 1 calc R . . C2 C 0.81119(17) 0.72037(14) 0.15950(10) 0.0235(6) Uani 1 1 d . . . C3 C 0.79051(19) 0.63992(15) 0.16887(11) 0.0300(7) Uani 1 1 d . . . C4 C 0.8272(2) 0.58200(16) 0.14602(12) 0.0416(8) Uani 1 1 d . . . H4A H 0.8663 0.5929 0.1245 0.050 Uiso 1 1 calc R . . C5 C 0.8063(3) 0.50778(18) 0.15482(15) 0.0551(10) Uani 1 1 d . . . H5A H 0.8317 0.4678 0.1397 0.066 Uiso 1 1 calc R . . C6 C 0.7484(3) 0.4928(2) 0.18567(15) 0.0625(11) Uani 1 1 d . . . H6A H 0.7345 0.4422 0.1918 0.075 Uiso 1 1 calc R . . C7 C 0.7115(3) 0.5490(2) 0.20716(13) 0.0528(10) Uani 1 1 d . . . H7A H 0.6709 0.5377 0.2277 0.063 Uiso 1 1 calc R . . C8 C 0.7323(2) 0.62278(17) 0.19962(11) 0.0396(8) Uani 1 1 d . . . H8A H 0.7069 0.6620 0.2154 0.048 Uiso 1 1 calc R . . C9 C 0.72178(17) 0.89012(14) 0.05608(10) 0.0231(6) Uani 1 1 d . . . C10 C 0.7296(2) 0.96650(15) 0.06820(11) 0.0317(7) Uani 1 1 d . . . C11 C 0.6901(2) 1.01444(16) 0.02770(11) 0.0362(7) Uani 1 1 d . . . H11A H 0.6944 1.0669 0.0340 0.043 Uiso 1 1 calc R . . C12 C 0.64503(18) 0.99065(15) -0.02123(11) 0.0280(6) Uani 1 1 d . A . C13 C 0.64150(19) 0.91453(16) -0.03050(11) 0.0333(7) Uani 1 1 d . . . H13A H 0.6125 0.8963 -0.0637 0.040 Uiso 1 1 calc R . . C14 C 0.67986(18) 0.86413(15) 0.00810(11) 0.0292(7) Uani 1 1 d . . . H14A H 0.6771 0.8117 0.0013 0.035 Uiso 1 1 calc R . . C15 C 0.7759(2) 0.99713(16) 0.12167(12) 0.0461(9) Uani 1 1 d . . . C16 C 0.8775(2) 0.9796(2) 0.13346(13) 0.0580(10) Uani 1 1 d . . . H16A H 0.8862 0.9252 0.1321 0.087 Uiso 1 1 calc R . . H16B H 0.9073 0.9981 0.1678 0.087 Uiso 1 1 calc R . . H16C H 0.9037 1.0043 0.1080 0.087 Uiso 1 1 calc R . . C17 C 0.7630(4) 1.08218(19) 0.12450(15) 0.0828(15) Uani 1 1 d . . . H17A H 0.6984 1.0938 0.1169 0.124 Uiso 1 1 calc R . . H17B H 0.7896 1.1071 0.0993 0.124 Uiso 1 1 calc R . . H17C H 0.7928 1.1001 0.1590 0.124 Uiso 1 1 calc R . . C18 C 0.7336(2) 0.96340(18) 0.16275(12) 0.0493(9) Uani 1 1 d . . . H18A H 0.7398 0.9086 0.1629 0.074 Uiso 1 1 calc R . . H18B H 0.6694 0.9767 0.1551 0.074 Uiso 1 1 calc R . . H18C H 0.7645 0.9833 0.1965 0.074 Uiso 1 1 calc R . . C19 C 0.5994(2) 1.04828(17) -0.06193(11) 0.0351(7) Uani 1 1 d . . . C20A C 0.5057(16) 1.0127(12) -0.0945(9) 0.105(8) Uiso 0.267(10) 1 d P A 1 H20A H 0.4854 0.9741 -0.0740 0.157 Uiso 0.267(10) 1 calc PR A 1 H20B H 0.5149 0.9899 -0.1260 0.157 Uiso 0.267(10) 1 calc PR A 1 H20C H 0.4600 1.0522 -0.1035 0.157 Uiso 0.267(10) 1 calc PR A 1 C20 C 0.5584(4) 1.0137(3) -0.11249(19) 0.0501(16) Uiso 0.733(10) 1 d P A 2 H20D H 0.6003 1.0181 -0.1346 0.075 Uiso 0.733(10) 1 calc PR A 2 H20E H 0.5018 1.0396 -0.1286 0.075 Uiso 0.733(10) 1 calc PR A 2 H20F H 0.5460 0.9606 -0.1078 0.075 Uiso 0.733(10) 1 calc PR A 2 C21A C 0.5683(13) 1.1162(10) -0.0388(6) 0.068(5) Uiso 0.267(10) 1 d P A 1 H21A H 0.6190 1.1378 -0.0131 0.102 Uiso 0.267(10) 1 calc PR A 1 H21B H 0.5202 1.1020 -0.0225 0.102 Uiso 0.267(10) 1 calc PR A 1 H21C H 0.5451 1.1533 -0.0658 0.102 Uiso 0.267(10) 1 calc PR A 1 C21 C 0.5254(4) 1.0886(3) -0.04290(19) 0.0473(15) Uiso 0.733(10) 1 d P A 2 H21D H 0.5532 1.1211 -0.0139 0.071 Uiso 0.733(10) 1 calc PR A 2 H21E H 0.4869 1.0513 -0.0319 0.071 Uiso 0.733(10) 1 calc PR A 2 H21F H 0.4886 1.1190 -0.0707 0.071 Uiso 0.733(10) 1 calc PR A 2 C22A C 0.6731(9) 1.0899(9) -0.0801(6) 0.046(4) Uiso 0.267(10) 1 d P A 1 H22A H 0.7148 1.1137 -0.0506 0.069 Uiso 0.267(10) 1 calc PR A 1 H22B H 0.6455 1.1284 -0.1051 0.069 Uiso 0.267(10) 1 calc PR A 1 H22C H 0.7065 1.0542 -0.0961 0.069 Uiso 0.267(10) 1 calc PR A 1 C22 C 0.6660(4) 1.1128(4) -0.0654(3) 0.073(2) Uiso 0.733(10) 1 d P A 2 H22D H 0.7028 1.1248 -0.0310 0.109 Uiso 0.733(10) 1 calc PR A 2 H22E H 0.6317 1.1574 -0.0803 0.109 Uiso 0.733(10) 1 calc PR A 2 H22F H 0.7054 1.0970 -0.0871 0.109 Uiso 0.733(10) 1 calc PR A 2 C23 C 0.85628(18) 0.71295(15) 0.03860(10) 0.0263(6) Uani 1 1 d . . . C24 C 0.92383(19) 0.76187(16) 0.06239(12) 0.0333(7) Uani 1 1 d . . . H24A H 0.9150 0.7947 0.0885 0.040 Uiso 1 1 calc R . . C25 C 1.0040(2) 0.76281(18) 0.04804(13) 0.0404(8) Uani 1 1 d . . . H25A H 1.0509 0.7958 0.0650 0.048 Uiso 1 1 calc R . . C26 C 1.0177(2) 0.71684(18) 0.00958(14) 0.0447(8) Uani 1 1 d . B . C27 C 0.9480(2) 0.66911(18) -0.01353(13) 0.0463(9) Uani 1 1 d . . . H27A H 0.9571 0.6373 -0.0401 0.056 Uiso 1 1 calc R . . C28 C 0.8650(2) 0.66438(16) -0.00048(11) 0.0341(7) Uani 1 1 d . . . C29 C 1.1069(3) 0.7189(2) -0.00701(18) 0.0651(12) Uani 1 1 d . . . C33 C 0.7926(2) 0.60746(18) -0.02743(12) 0.0443(8) Uani 1 1 d . . . C34 C 0.8234(3) 0.5626(2) -0.06897(16) 0.0721(12) Uani 1 1 d . . . H34A H 0.8793 0.5356 -0.0533 0.108 Uiso 1 1 calc R . . H34B H 0.8341 0.5971 -0.0952 0.108 Uiso 1 1 calc R . . H34C H 0.7763 0.5265 -0.0849 0.108 Uiso 1 1 calc R . . C35 C 0.7048(3) 0.6479(2) -0.05343(15) 0.0678(11) Uani 1 1 d . . . H35A H 0.6836 0.6769 -0.0278 0.102 Uiso 1 1 calc R . . H35B H 0.6588 0.6109 -0.0693 0.102 Uiso 1 1 calc R . . H35C H 0.7158 0.6819 -0.0799 0.102 Uiso 1 1 calc R . . C36 C 0.7767(2) 0.55125(19) 0.01236(14) 0.0525(9) Uani 1 1 d . . . H36A H 0.7572 0.5781 0.0395 0.079 Uiso 1 1 calc R . . H36B H 0.8329 0.5241 0.0273 0.079 Uiso 1 1 calc R . . H36C H 0.7297 0.5155 -0.0042 0.079 Uiso 1 1 calc R . . C37 C 0.58683(17) 0.73132(15) 0.11985(10) 0.0253(6) Uani 1 1 d . . . C38 C 0.51702(18) 0.67876(15) 0.11199(11) 0.0279(6) Uani 1 1 d . . . C39 C 0.46247(19) 0.68433(16) 0.14623(12) 0.0349(7) Uani 1 1 d . . . H39A H 0.4142 0.6495 0.1427 0.042 Uiso 1 1 calc R . . C40 C 0.4736(2) 0.73719(16) 0.18519(13) 0.0368(7) Uani 1 1 d . C . C41 C 0.54377(19) 0.78868(16) 0.18993(12) 0.0331(7) Uani 1 1 d . . . H41A H 0.5533 0.8260 0.2160 0.040 Uiso 1 1 calc R . . C42 C 0.59916(18) 0.78553(15) 0.15697(11) 0.0286(7) Uani 1 1 d . . . H42A H 0.6464 0.8212 0.1600 0.034 Uiso 1 1 calc R . . C43 C 0.49867(19) 0.62011(16) 0.06902(11) 0.0345(7) Uani 1 1 d . . . C44 C 0.5793(2) 0.56749(19) 0.07444(15) 0.0534(10) Uani 1 1 d . . . H44A H 0.6331 0.5968 0.0733 0.080 Uiso 1 1 calc R . . H44B H 0.5666 0.5311 0.0462 0.080 Uiso 1 1 calc R . . H44C H 0.5901 0.5408 0.1073 0.080 Uiso 1 1 calc R . . C45 C 0.4788(3) 0.6600(2) 0.01663(14) 0.0654(11) Uani 1 1 d . . . H45A H 0.5302 0.6920 0.0150 0.098 Uiso 1 1 calc R . . H45B H 0.4245 0.6911 0.0124 0.098 Uiso 1 1 calc R . . H45C H 0.4691 0.6225 -0.0108 0.098 Uiso 1 1 calc R . . C46 C 0.4176(2) 0.5706(2) 0.07020(16) 0.0648(11) Uani 1 1 d . . . H46A H 0.4291 0.5442 0.1031 0.097 Uiso 1 1 calc R . . H46B H 0.4081 0.5339 0.0422 0.097 Uiso 1 1 calc R . . H46C H 0.3635 0.6020 0.0660 0.097 Uiso 1 1 calc R . . C47 C 0.4089(3) 0.74090(19) 0.22114(16) 0.0572(10) Uani 1 1 d . . . C51 C 0.98928(17) 0.66409(15) 0.23465(10) 0.0254(6) Uani 1 1 d . . . C52 C 1.03797(19) 0.66138(16) 0.19790(11) 0.0329(7) Uani 1 1 d . . . C53 C 1.0730(2) 0.5976(2) 0.18190(12) 0.0440(8) Uani 1 1 d . . . C54 C 1.0588(2) 0.53030(19) 0.20295(14) 0.0495(9) Uani 1 1 d . . . C55 C 1.0100(2) 0.52837(17) 0.23939(13) 0.0446(8) Uani 1 1 d . . . C56 C 0.9764(2) 0.59465(16) 0.25418(11) 0.0335(7) Uani 1 1 d . . . C57 C 1.01873(18) 0.81248(15) 0.26168(10) 0.0255(6) Uani 1 1 d . . . C58 C 1.11234(19) 0.80562(16) 0.27830(11) 0.0299(7) Uani 1 1 d . . . C59 C 1.17015(19) 0.86437(19) 0.29596(12) 0.0394(8) Uani 1 1 d . . . C60 C 1.1368(2) 0.93556(18) 0.29836(13) 0.0440(8) Uani 1 1 d . . . C61 C 1.0451(2) 0.94635(16) 0.28238(12) 0.0393(8) Uani 1 1 d . . . C62 C 0.98962(18) 0.88589(16) 0.26561(10) 0.0291(6) Uani 1 1 d . . . C63 C 0.89917(17) 0.74268(14) 0.29573(10) 0.0239(6) Uani 1 1 d . . . C64 C 0.81449(18) 0.76873(15) 0.29746(10) 0.0265(6) Uani 1 1 d . . . C65 C 0.78393(19) 0.77377(16) 0.34101(11) 0.0318(7) Uani 1 1 d . . . C66 C 0.8403(2) 0.75239(16) 0.38732(11) 0.0337(7) Uani 1 1 d . . . C67 C 0.9254(2) 0.72689(16) 0.38857(11) 0.0319(7) Uani 1 1 d . . . C68 C 0.95254(18) 0.72251(15) 0.34379(11) 0.0284(6) Uani 1 1 d . . . C30 C 1.1188(4) 0.7971(3) -0.0277(2) 0.0516(16) Uiso 0.685(7) 1 d P B 3 H30A H 1.1560 0.8278 -0.0002 0.077 Uiso 0.685(7) 1 calc PR B 3 H30B H 1.0595 0.8207 -0.0403 0.077 Uiso 0.685(7) 1 calc PR B 3 H30C H 1.1486 0.7929 -0.0559 0.077 Uiso 0.685(7) 1 calc PR B 3 C31 C 1.1098(5) 0.6605(4) -0.0498(3) 0.083(2) Uiso 0.685(7) 1 d P B 3 H31A H 1.1339 0.6128 -0.0339 0.125 Uiso 0.685(7) 1 calc PR B 3 H31B H 1.1488 0.6794 -0.0709 0.125 Uiso 0.685(7) 1 calc PR B 3 H31C H 1.0486 0.6527 -0.0714 0.125 Uiso 0.685(7) 1 calc PR B 3 C32 C 1.1872(4) 0.7087(4) 0.0421(2) 0.072(2) Uiso 0.685(7) 1 d P B 3 H32A H 1.1679 0.6763 0.0668 0.108 Uiso 0.685(7) 1 calc PR B 3 H32B H 1.2052 0.7578 0.0577 0.108 Uiso 0.685(7) 1 calc PR B 3 H32C H 1.2387 0.6856 0.0323 0.108 Uiso 0.685(7) 1 calc PR B 3 C30A C 1.0653(14) 0.7493(12) -0.0710(8) 0.131(8) Uiso 0.315(7) 1 d P B 4 H30D H 1.0023 0.7332 -0.0837 0.197 Uiso 0.315(7) 1 calc PR B 4 H30E H 1.1019 0.7275 -0.0924 0.197 Uiso 0.315(7) 1 calc PR B 4 H30F H 1.0685 0.8042 -0.0723 0.197 Uiso 0.315(7) 1 calc PR B 4 C31A C 1.1406(8) 0.6471(6) -0.0170(5) 0.049(3) Uiso 0.315(7) 1 d P B 4 H31D H 1.1646 0.6207 0.0155 0.073 Uiso 0.315(7) 1 calc PR B 4 H31E H 1.1888 0.6539 -0.0347 0.073 Uiso 0.315(7) 1 calc PR B 4 H31F H 1.0915 0.6177 -0.0387 0.073 Uiso 0.315(7) 1 calc PR B 4 C32A C 1.1578(14) 0.7789(12) 0.0056(9) 0.121(7) Uiso 0.315(7) 1 d P B 4 H32D H 1.1926 0.7748 0.0414 0.182 Uiso 0.315(7) 1 calc PR B 4 H32E H 1.1193 0.8236 0.0015 0.182 Uiso 0.315(7) 1 calc PR B 4 H32F H 1.1993 0.7830 -0.0167 0.182 Uiso 0.315(7) 1 calc PR B 4 C48 C 0.3505(5) 0.6763(4) 0.2194(3) 0.071(2) Uiso 0.700(8) 1 d P C 5 H48A H 0.3875 0.6314 0.2301 0.107 Uiso 0.700(8) 1 calc PR C 5 H48B H 0.3134 0.6695 0.1843 0.107 Uiso 0.700(8) 1 calc PR C 5 H48C H 0.3112 0.6844 0.2426 0.107 Uiso 0.700(8) 1 calc PR C 5 C49 C 0.3480(3) 0.8146(3) 0.2054(2) 0.0499(16) Uiso 0.700(8) 1 d P C 5 H49A H 0.3858 0.8594 0.2147 0.075 Uiso 0.700(8) 1 calc PR C 5 H49B H 0.3000 0.8151 0.2236 0.075 Uiso 0.700(8) 1 calc PR C 5 H49C H 0.3210 0.8144 0.1683 0.075 Uiso 0.700(8) 1 calc PR C 5 C50 C 0.4589(4) 0.7562(4) 0.2761(3) 0.079(2) Uiso 0.700(8) 1 d P C 5 H50A H 0.4997 0.7142 0.2891 0.118 Uiso 0.700(8) 1 calc PR C 5 H50B H 0.4155 0.7618 0.2971 0.118 Uiso 0.700(8) 1 calc PR C 5 H50C H 0.4942 0.8025 0.2777 0.118 Uiso 0.700(8) 1 calc PR C 5 C48A C 0.3208(8) 0.6883(6) 0.1987(5) 0.034(3) Uiso 0.300(8) 1 d P C 6 H48D H 0.3381 0.6353 0.2040 0.050 Uiso 0.300(8) 1 calc PR C 6 H48E H 0.2973 0.6980 0.1619 0.050 Uiso 0.300(8) 1 calc PR C 6 H48F H 0.2741 0.6999 0.2167 0.050 Uiso 0.300(8) 1 calc PR C 6 C49A C 0.4107(16) 0.8124(13) 0.2471(9) 0.131(8) Uiso 0.300(8) 1 d P C 6 H49D H 0.4620 0.8136 0.2774 0.196 Uiso 0.300(8) 1 calc PR C 6 H49E H 0.3544 0.8190 0.2577 0.196 Uiso 0.300(8) 1 calc PR C 6 H49F H 0.4169 0.8531 0.2237 0.196 Uiso 0.300(8) 1 calc PR C 6 C50A C 0.4655(11) 0.6949(11) 0.2720(6) 0.088(6) Uiso 0.300(8) 1 d P C 6 H50D H 0.4910 0.6491 0.2611 0.132 Uiso 0.300(8) 1 calc PR C 6 H50E H 0.4249 0.6816 0.2935 0.132 Uiso 0.300(8) 1 calc PR C 6 H50F H 0.5145 0.7266 0.2916 0.132 Uiso 0.300(8) 1 calc PR C 6 P1 P 0.74794(4) 0.75183(4) 0.09919(3) 0.02030(17) Uani 1 1 d . . . F1 F 0.92582(12) 0.58636(9) 0.28855(6) 0.0406(4) Uani 1 1 d . . . F2 F 0.99146(16) 0.46226(10) 0.25899(8) 0.0654(6) Uani 1 1 d . . . F3 F 1.09033(17) 0.46595(12) 0.18736(9) 0.0787(7) Uani 1 1 d . . . F4 F 1.11976(14) 0.59997(12) 0.14569(8) 0.0639(6) Uani 1 1 d . . . F5 F 1.05322(11) 0.72673(10) 0.17481(6) 0.0399(4) Uani 1 1 d . . . F6 F 1.15269(10) 0.73791(10) 0.27897(7) 0.0419(4) Uani 1 1 d . . . F7 F 1.26012(11) 0.85193(11) 0.31161(8) 0.0580(5) Uani 1 1 d . . . F8 F 1.19226(13) 0.99334(11) 0.31510(9) 0.0672(6) Uani 1 1 d . . . F9 F 1.01018(13) 1.01524(9) 0.28483(8) 0.0598(6) Uani 1 1 d . . . F10 F 0.89938(10) 0.90066(8) 0.25324(6) 0.0372(4) Uani 1 1 d . . . F11 F 0.75594(10) 0.79413(9) 0.25400(6) 0.0374(4) Uani 1 1 d . . . F12 F 0.70058(11) 0.79973(11) 0.33934(7) 0.0498(5) Uani 1 1 d . . . F13 F 0.81099(12) 0.75532(11) 0.43060(7) 0.0507(5) Uani 1 1 d . . . F14 F 0.98075(12) 0.70495(11) 0.43361(6) 0.0488(5) Uani 1 1 d . . . F15 F 1.03795(10) 0.69802(9) 0.34796(6) 0.0363(4) Uani 1 1 d . . . O1 O 0.76079(11) 0.83800(9) 0.09649(6) 0.0228(4) Uani 1 1 d . . . O2 O 0.64672(11) 0.72925(10) 0.08629(7) 0.0265(4) Uani 1 1 d . . . O3 O 0.77292(11) 0.71126(9) 0.05346(7) 0.0244(4) Uani 1 1 d . . . B1 B 0.9432(2) 0.74416(16) 0.24567(12) 0.0240(7) 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 C1 0.0242(14) 0.0185(13) 0.0271(15) -0.0008(11) 0.0101(12) 0.0029(11) C2 0.0260(14) 0.0203(14) 0.0252(15) 0.0027(11) 0.0087(12) 0.0016(11) C3 0.0356(16) 0.0225(15) 0.0260(16) 0.0019(12) -0.0033(13) -0.0057(12) C4 0.0474(19) 0.0278(17) 0.0402(19) -0.0005(14) -0.0065(15) 0.0014(14) C5 0.069(2) 0.0222(17) 0.058(2) -0.0021(16) -0.013(2) 0.0036(17) C6 0.080(3) 0.035(2) 0.057(3) 0.0218(19) -0.012(2) -0.020(2) C7 0.067(2) 0.040(2) 0.043(2) 0.0154(17) -0.0010(18) -0.0228(18) C8 0.0504(19) 0.0351(18) 0.0269(17) 0.0099(14) -0.0024(14) -0.0148(15) C9 0.0265(14) 0.0200(14) 0.0226(15) 0.0047(11) 0.0057(11) 0.0018(11) C10 0.0407(17) 0.0228(15) 0.0280(16) 0.0022(12) 0.0022(13) -0.0046(12) C11 0.0498(19) 0.0211(15) 0.0346(18) 0.0031(13) 0.0050(15) -0.0024(13) C12 0.0267(15) 0.0278(16) 0.0303(16) 0.0049(13) 0.0090(12) 0.0000(12) C13 0.0344(17) 0.0364(17) 0.0260(16) -0.0007(13) 0.0019(13) -0.0013(13) C14 0.0342(16) 0.0199(14) 0.0299(16) -0.0018(12) 0.0013(13) -0.0032(12) C15 0.071(2) 0.0214(16) 0.0328(18) 0.0002(14) -0.0111(16) -0.0005(15) C16 0.062(2) 0.058(2) 0.042(2) 0.0073(17) -0.0092(18) -0.0342(19) C17 0.146(4) 0.027(2) 0.051(2) -0.0095(17) -0.022(3) -0.006(2) C18 0.067(2) 0.047(2) 0.0272(18) -0.0061(15) 0.0009(16) 0.0221(17) C19 0.0404(17) 0.0356(17) 0.0291(17) 0.0085(13) 0.0084(14) 0.0024(14) C23 0.0261(15) 0.0276(15) 0.0274(16) 0.0024(12) 0.0109(12) 0.0017(12) C24 0.0329(16) 0.0345(17) 0.0359(18) -0.0060(14) 0.0150(13) -0.0031(13) C25 0.0292(16) 0.0444(19) 0.052(2) -0.0036(16) 0.0190(15) -0.0087(14) C26 0.046(2) 0.0370(19) 0.060(2) 0.0012(17) 0.0318(18) 0.0004(16) C27 0.061(2) 0.0373(19) 0.052(2) -0.0079(16) 0.0346(18) 0.0007(17) C28 0.0403(18) 0.0332(17) 0.0332(17) -0.0029(14) 0.0172(14) -0.0008(13) C29 0.070(3) 0.044(2) 0.104(3) -0.001(2) 0.065(3) -0.0057(19) C33 0.055(2) 0.046(2) 0.0359(19) -0.0211(16) 0.0190(16) -0.0096(16) C34 0.094(3) 0.069(3) 0.062(3) -0.032(2) 0.034(2) -0.016(2) C35 0.064(3) 0.077(3) 0.053(2) -0.025(2) -0.005(2) -0.006(2) C36 0.062(2) 0.0395(19) 0.060(2) -0.0165(17) 0.0234(19) -0.0158(17) C37 0.0232(14) 0.0248(15) 0.0288(16) 0.0070(12) 0.0082(12) 0.0013(11) C38 0.0248(15) 0.0218(14) 0.0378(17) 0.0037(13) 0.0090(13) 0.0000(11) C39 0.0324(16) 0.0251(16) 0.051(2) 0.0000(14) 0.0187(15) -0.0048(13) C40 0.0414(18) 0.0294(16) 0.048(2) 0.0066(15) 0.0276(15) 0.0015(14) C41 0.0362(17) 0.0273(16) 0.0395(18) -0.0021(13) 0.0162(14) 0.0001(13) C42 0.0258(15) 0.0238(15) 0.0372(17) 0.0019(13) 0.0097(13) -0.0032(12) C43 0.0301(16) 0.0336(17) 0.0385(18) -0.0039(14) 0.0063(13) -0.0086(13) C44 0.046(2) 0.042(2) 0.066(2) -0.0219(18) 0.0036(18) -0.0010(16) C45 0.082(3) 0.058(2) 0.044(2) -0.0005(19) -0.005(2) -0.014(2) C46 0.049(2) 0.065(3) 0.083(3) -0.032(2) 0.023(2) -0.0304(19) C47 0.071(3) 0.043(2) 0.076(3) -0.0146(19) 0.052(2) -0.0168(18) C51 0.0212(14) 0.0278(15) 0.0255(15) 0.0006(12) 0.0025(12) 0.0046(11) C52 0.0316(16) 0.0347(17) 0.0306(17) 0.0015(13) 0.0044(13) 0.0052(13) C53 0.0407(19) 0.056(2) 0.0383(19) -0.0084(17) 0.0161(15) 0.0177(16) C54 0.060(2) 0.037(2) 0.049(2) -0.0075(17) 0.0101(18) 0.0237(17) C55 0.064(2) 0.0263(17) 0.040(2) 0.0042(15) 0.0059(17) 0.0135(15) C56 0.0427(18) 0.0305(17) 0.0268(16) 0.0000(13) 0.0075(14) 0.0066(13) C57 0.0285(15) 0.0262(15) 0.0221(15) -0.0011(12) 0.0066(12) -0.0005(12) C58 0.0294(16) 0.0330(16) 0.0280(16) -0.0039(13) 0.0086(12) -0.0010(13) C59 0.0242(16) 0.053(2) 0.0389(19) -0.0052(16) 0.0046(13) -0.0067(14) C60 0.043(2) 0.040(2) 0.047(2) -0.0049(16) 0.0069(16) -0.0193(16) C61 0.0457(19) 0.0259(17) 0.0416(19) -0.0009(14) 0.0019(15) -0.0003(14) C62 0.0277(16) 0.0297(16) 0.0269(16) 0.0003(12) 0.0012(12) 0.0000(12) C63 0.0276(15) 0.0179(14) 0.0257(15) -0.0003(11) 0.0057(12) -0.0011(11) C64 0.0252(15) 0.0253(15) 0.0266(16) -0.0044(12) 0.0017(12) -0.0001(11) C65 0.0261(15) 0.0355(16) 0.0363(18) -0.0057(14) 0.0126(13) -0.0004(13) C66 0.0397(18) 0.0366(17) 0.0300(17) -0.0056(14) 0.0182(14) -0.0060(14) C67 0.0394(17) 0.0321(16) 0.0244(16) 0.0018(13) 0.0083(13) 0.0019(13) C68 0.0294(16) 0.0248(15) 0.0320(17) 0.0006(12) 0.0093(13) 0.0039(12) P1 0.0217(4) 0.0175(3) 0.0217(4) 0.0001(3) 0.0055(3) -0.0018(3) F1 0.0581(11) 0.0272(9) 0.0385(10) 0.0063(8) 0.0158(9) 0.0023(8) F2 0.1078(17) 0.0254(10) 0.0638(14) 0.0086(9) 0.0230(12) 0.0195(10) F3 0.1072(18) 0.0493(13) 0.0868(17) -0.0121(12) 0.0375(14) 0.0413(12) F4 0.0708(14) 0.0690(14) 0.0657(14) -0.0129(11) 0.0429(12) 0.0155(11) F5 0.0417(10) 0.0438(10) 0.0380(10) 0.0016(8) 0.0172(8) -0.0003(8) F6 0.0296(9) 0.0452(11) 0.0490(11) -0.0090(8) 0.0062(8) 0.0069(8) F7 0.0258(10) 0.0737(14) 0.0714(14) -0.0170(11) 0.0061(9) -0.0096(9) F8 0.0524(12) 0.0481(12) 0.0900(16) -0.0107(11) -0.0027(11) -0.0253(10) F9 0.0614(12) 0.0250(10) 0.0790(15) -0.0096(9) -0.0089(11) -0.0010(9) F10 0.0311(9) 0.0277(9) 0.0471(10) -0.0071(8) -0.0010(8) 0.0061(7) F11 0.0293(9) 0.0493(11) 0.0314(9) -0.0023(8) 0.0032(7) 0.0105(8) F12 0.0305(10) 0.0733(14) 0.0500(12) -0.0097(10) 0.0183(8) 0.0072(9) F13 0.0531(12) 0.0716(14) 0.0344(11) -0.0084(9) 0.0241(9) -0.0031(10) F14 0.0556(11) 0.0660(13) 0.0239(10) 0.0055(9) 0.0084(8) 0.0145(10) F15 0.0307(9) 0.0476(11) 0.0298(9) 0.0029(8) 0.0059(7) 0.0148(8) O1 0.0272(10) 0.0178(9) 0.0218(10) 0.0012(8) 0.0031(8) -0.0007(7) O2 0.0228(10) 0.0302(10) 0.0268(11) -0.0013(8) 0.0071(8) -0.0045(8) O3 0.0255(10) 0.0237(10) 0.0257(10) -0.0041(8) 0.0092(8) -0.0010(8) B1 0.0254(16) 0.0206(16) 0.0249(17) 0.0023(13) 0.0042(13) 0.0009(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.346(4) . ? C1 B1 1.643(4) . ? C2 C3 1.502(4) . ? C2 P1 1.760(3) . ? C3 C4 1.389(4) . ? C3 C8 1.393(4) . ? C4 C5 1.394(4) . ? C5 C6 1.383(6) . ? C6 C7 1.348(6) . ? C7 C8 1.379(4) . ? C9 C14 1.370(4) . ? C9 C10 1.397(4) . ? C9 O1 1.441(3) . ? C10 C11 1.397(4) . ? C10 C15 1.536(4) . ? C11 C12 1.391(4) . ? C12 C13 1.377(4) . ? C12 C19 1.535(4) . ? C13 C14 1.387(4) . ? C15 C17 1.532(4) . ? C15 C18 1.536(5) . ? C15 C16 1.537(5) . ? C19 C20 1.482(5) . ? C19 C21A 1.491(16) . ? C19 C22A 1.528(14) . ? C19 C21 1.533(6) . ? C19 C22 1.553(7) . ? C19 C20A 1.61(2) . ? C23 C24 1.380(4) . ? C23 C28 1.394(4) . ? C23 O3 1.429(3) . ? C24 C25 1.375(4) . ? C25 C26 1.376(4) . ? C26 C27 1.383(5) . ? C26 C29 1.538(4) . ? C27 C28 1.403(4) . ? C28 C33 1.542(4) . ? C29 C32A 1.32(2) . ? C29 C31A 1.428(11) . ? C29 C30 1.528(6) . ? C29 C31 1.560(8) . ? C29 C32 1.572(7) . ? C29 C30A 1.77(2) . ? C33 C36 1.529(5) . ? C33 C35 1.529(5) . ? C33 C34 1.541(5) . ? C37 C42 1.368(4) . ? C37 C38 1.395(4) . ? C37 O2 1.439(3) . ? C38 C39 1.393(4) . ? C38 C43 1.531(4) . ? C39 C40 1.388(4) . ? C40 C41 1.393(4) . ? C40 C47 1.549(4) . ? C41 C42 1.372(4) . ? C43 C44 1.526(4) . ? C43 C46 1.528(4) . ? C43 C45 1.540(5) . ? C47 C49A 1.45(2) . ? C47 C48 1.449(7) . ? C47 C50 1.509(8) . ? C47 C49 1.604(6) . ? C47 C48A 1.627(11) . ? C47 C50A 1.643(16) . ? C51 C56 1.377(4) . ? C51 C52 1.380(4) . ? C51 B1 1.650(4) . ? C52 F5 1.367(3) . ? C52 C53 1.370(4) . ? C53 F4 1.346(4) . ? C53 C54 1.367(5) . ? C54 F3 1.350(4) . ? C54 C55 1.373(5) . ? C55 F2 1.349(4) . ? C55 C56 1.386(4) . ? C56 F1 1.354(3) . ? C57 C58 1.394(4) . ? C57 C62 1.394(4) . ? C57 B1 1.659(4) . ? C58 F6 1.353(3) . ? C58 C59 1.375(4) . ? C59 F7 1.352(3) . ? C59 C60 1.374(5) . ? C60 F8 1.338(3) . ? C60 C61 1.373(4) . ? C61 F9 1.346(3) . ? C61 C62 1.375(4) . ? C62 F10 1.361(3) . ? C63 C64 1.387(4) . ? C63 C68 1.393(4) . ? C63 B1 1.650(4) . ? C64 F11 1.360(3) . ? C64 C65 1.369(4) . ? C65 F12 1.346(3) . ? C65 C66 1.380(4) . ? C66 F13 1.350(3) . ? C66 C67 1.371(4) . ? C67 F14 1.351(3) . ? C67 C68 1.371(4) . ? C68 F15 1.354(3) . ? P1 O1 1.5514(18) . ? P1 O2 1.5516(18) . ? P1 O3 1.5551(18) . ? 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 C2 C1 B1 128.8(2) . . ? C1 C2 C3 126.7(2) . . ? C1 C2 P1 121.7(2) . . ? C3 C2 P1 111.62(18) . . ? C4 C3 C8 119.3(3) . . ? C4 C3 C2 120.6(3) . . ? C8 C3 C2 120.1(3) . . ? C3 C4 C5 119.6(3) . . ? C6 C5 C4 119.5(4) . . ? C7 C6 C5 121.0(3) . . ? C6 C7 C8 120.5(4) . . ? C7 C8 C3 120.1(3) . . ? C14 C9 C10 122.8(2) . . ? C14 C9 O1 120.1(2) . . ? C10 C9 O1 117.1(2) . . ? C11 C10 C9 114.7(2) . . ? C11 C10 C15 121.4(2) . . ? C9 C10 C15 123.8(2) . . ? C12 C11 C10 124.6(3) . . ? C13 C12 C11 117.3(2) . . ? C13 C12 C19 122.6(3) . . ? C11 C12 C19 120.0(2) . . ? C12 C13 C14 120.8(3) . . ? C9 C14 C13 119.8(3) . . ? C17 C15 C10 111.3(3) . . ? C17 C15 C18 105.6(3) . . ? C10 C15 C18 110.9(3) . . ? C17 C15 C16 109.0(3) . . ? C10 C15 C16 109.0(3) . . ? C18 C15 C16 111.0(3) . . ? C20 C19 C21A 127.9(7) . . ? C20 C19 C22A 94.8(7) . . ? C21A C19 C22A 94.5(9) . . ? C20 C19 C21 108.9(3) . . ? C21A C19 C21 30.8(7) . . ? C22A C19 C21 123.1(7) . . ? C20 C19 C12 112.9(3) . . ? C21A C19 C12 112.4(7) . . ? C22A C19 C12 108.3(6) . . ? C21 C19 C12 108.4(3) . . ? C20 C19 C22 112.6(4) . . ? C21A C19 C22 73.0(8) . . ? C22A C19 C22 22.3(6) . . ? C21 C19 C22 102.9(4) . . ? C12 C19 C22 110.5(3) . . ? C20 C19 C20A 39.0(8) . . ? C21A C19 C20A 102.3(11) . . ? C22A C19 C20A 130.0(10) . . ? C21 C19 C20A 74.7(9) . . ? C12 C19 C20A 107.9(8) . . ? C22 C19 C20A 139.9(9) . . ? C24 C23 C28 122.7(3) . . ? C24 C23 O3 120.0(2) . . ? C28 C23 O3 117.3(2) . . ? C25 C24 C23 119.6(3) . . ? C24 C25 C26 121.2(3) . . ? C25 C26 C27 117.3(3) . . ? C25 C26 C29 121.1(3) . . ? C27 C26 C29 121.5(3) . . ? C26 C27 C28 124.6(3) . . ? C23 C28 C27 114.5(3) . . ? C23 C28 C33 124.8(2) . . ? C27 C28 C33 120.7(3) . . ? C32A C29 C31A 123.9(11) . . ? C32A C29 C30 40.2(10) . . ? C31A C29 C30 131.7(6) . . ? C32A C29 C26 117.0(9) . . ? C31A C29 C26 114.9(5) . . ? C30 C29 C26 108.8(3) . . ? C32A C29 C31 127.4(10) . . ? C31A C29 C31 35.5(5) . . ? C30 C29 C31 108.1(4) . . ? C26 C29 C31 112.9(4) . . ? C32A C29 C32 65.8(10) . . ? C31A C29 C32 79.2(6) . . ? C30 C29 C32 105.8(4) . . ? C26 C29 C32 108.4(4) . . ? C31 C29 C32 112.5(5) . . ? C32A C29 C30A 92.7(12) . . ? C31A C29 C30A 98.6(9) . . ? C30 C29 C30A 53.9(7) . . ? C26 C29 C30A 99.3(7) . . ? C31 C29 C30A 63.6(8) . . ? C32 C29 C30A 150.5(8) . . ? C36 C33 C35 110.7(3) . . ? C36 C33 C34 107.4(3) . . ? C35 C33 C34 107.8(3) . . ? C36 C33 C28 108.8(3) . . ? C35 C33 C28 110.4(3) . . ? C34 C33 C28 111.6(3) . . ? C42 C37 C38 123.0(3) . . ? C42 C37 O2 118.9(2) . . ? C38 C37 O2 118.1(2) . . ? C39 C38 C37 114.4(3) . . ? C39 C38 C43 121.4(2) . . ? C37 C38 C43 124.1(2) . . ? C40 C39 C38 124.6(3) . . ? C39 C40 C41 117.5(3) . . ? C39 C40 C47 121.6(3) . . ? C41 C40 C47 120.8(3) . . ? C42 C41 C40 120.0(3) . . ? C37 C42 C41 120.4(3) . . ? C44 C43 C46 106.5(3) . . ? C44 C43 C38 110.8(2) . . ? C46 C43 C38 111.9(3) . . ? C44 C43 C45 109.9(3) . . ? C46 C43 C45 108.1(3) . . ? C38 C43 C45 109.5(3) . . ? C49A C47 C48 130.6(10) . . ? C49A C47 C50 55.0(9) . . ? C48 C47 C50 109.4(5) . . ? C49A C47 C40 113.6(9) . . ? C48 C47 C40 115.5(4) . . ? C50 C47 C40 111.9(4) . . ? C49A C47 C49 49.3(9) . . ? C48 C47 C49 109.2(4) . . ? C50 C47 C49 103.2(4) . . ? C40 C47 C49 106.8(3) . . ? C49A C47 C48A 126.8(10) . . ? C48 C47 C48A 23.9(4) . . ? C50 C47 C48A 129.6(5) . . ? C40 C47 C48A 110.0(5) . . ? C49 C47 C48A 90.1(5) . . ? C49A C47 C50A 95.4(11) . . ? C48 C47 C50A 79.8(7) . . ? C50 C47 C50A 40.7(6) . . ? C40 C47 C50A 102.3(6) . . ? C49 C47 C50A 141.1(7) . . ? C48A C47 C50A 103.7(8) . . ? C56 C51 C52 113.4(3) . . ? C56 C51 B1 126.8(2) . . ? C52 C51 B1 119.4(2) . . ? F5 C52 C53 116.0(3) . . ? F5 C52 C51 118.7(2) . . ? C53 C52 C51 125.3(3) . . ? F4 C53 C54 119.7(3) . . ? F4 C53 C52 121.5(3) . . ? C54 C53 C52 118.8(3) . . ? F3 C54 C53 120.7(3) . . ? F3 C54 C55 120.0(3) . . ? C53 C54 C55 119.3(3) . . ? F2 C55 C54 120.4(3) . . ? F2 C55 C56 120.1(3) . . ? C54 C55 C56 119.4(3) . . ? F1 C56 C51 121.3(2) . . ? F1 C56 C55 114.9(3) . . ? C51 C56 C55 123.8(3) . . ? C58 C57 C62 112.3(2) . . ? C58 C57 B1 127.7(2) . . ? C62 C57 B1 119.6(2) . . ? F6 C58 C59 115.0(2) . . ? F6 C58 C57 120.7(2) . . ? C59 C58 C57 124.3(3) . . ? F7 C59 C60 119.8(3) . . ? F7 C59 C58 119.9(3) . . ? C60 C59 C58 120.3(3) . . ? F8 C60 C61 120.6(3) . . ? F8 C60 C59 121.0(3) . . ? C61 C60 C59 118.4(3) . . ? F9 C61 C60 119.9(3) . . ? F9 C61 C62 120.7(3) . . ? C60 C61 C62 119.4(3) . . ? F10 C62 C61 115.6(2) . . ? F10 C62 C57 119.1(2) . . ? C61 C62 C57 125.3(3) . . ? C64 C63 C68 112.9(2) . . ? C64 C63 B1 126.7(2) . . ? C68 C63 B1 119.9(2) . . ? F11 C64 C65 115.0(2) . . ? F11 C64 C63 120.1(2) . . ? C65 C64 C63 124.9(3) . . ? F12 C65 C64 121.2(3) . . ? F12 C65 C66 119.8(3) . . ? C64 C65 C66 119.1(3) . . ? F13 C66 C67 120.7(3) . . ? F13 C66 C65 120.1(3) . . ? C67 C66 C65 119.2(3) . . ? F14 C67 C66 119.7(3) . . ? F14 C67 C68 120.9(3) . . ? C66 C67 C68 119.4(3) . . ? F15 C68 C67 116.3(2) . . ? F15 C68 C63 119.2(2) . . ? C67 C68 C63 124.5(3) . . ? O1 P1 O2 112.14(10) . . ? O1 P1 O3 111.33(10) . . ? O2 P1 O3 97.55(10) . . ? O1 P1 C2 108.14(11) . . ? O2 P1 C2 114.24(11) . . ? O3 P1 C2 113.26(11) . . ? C9 O1 P1 129.75(15) . . ? C37 O2 P1 127.50(16) . . ? C23 O3 P1 128.68(16) . . ? C1 B1 C63 113.9(2) . . ? C1 B1 C51 105.4(2) . . ? C63 B1 C51 114.4(2) . . ? C1 B1 C57 109.5(2) . . ? C63 B1 C57 101.5(2) . . ? C51 B1 C57 112.3(2) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.54 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.724 _refine_diff_density_min -0.462 _refine_diff_density_rms 0.063