# Supplementary Material (ESI) for New Journal of Chemistry # This journal is (c) The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2008 data_global _journal_coden_Cambridge 440 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name 'M Baird' 'Neda Bavarian' 'Adina Cordoneanu' 'Mark J Drewit' _publ_contact_author_name 'Michael Baird' _publ_contact_author_email BAIRDMC@CHEM.QUEENSU.CA _publ_section_title ; Synthesis and Characterization of Weakly Coordinating Anion Salts of a New, Stable Carbocationic Reagent, the Dibenzosuberenyl (Dibenzotropylium) Ion ; # Attachment '[DBS][BCl_C6F5_3].cif' data_mb03 _database_code_depnum_ccdc_archive 'CCDC 687298' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C33 H11 B Cl F15' _chemical_formula_weight 738.68 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' 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 10.3060(19) _cell_length_b 7.4208(15) _cell_length_c 36.756(7) _cell_angle_alpha 90.00 _cell_angle_beta 93.601(3) _cell_angle_gamma 90.00 _cell_volume 2805.5(9) _cell_formula_units_Z 4 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour red-brown _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.749 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1464 _exptl_absorpt_coefficient_mu 0.263 _exptl_absorpt_correction_type 'Empirical (Bruker SADABS)' _exptl_absorpt_correction_T_min 0.8798 _exptl_absorpt_correction_T_max 0.9493 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(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 P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14398 _diffrn_reflns_av_R_equivalents 0.0196 _diffrn_reflns_av_sigmaI/netI 0.0266 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -43 _diffrn_reflns_limit_l_max 45 _diffrn_reflns_theta_min 1.98 _diffrn_reflns_theta_max 26.00 _reflns_number_total 5486 _reflns_number_gt 4347 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0456P)^2^+1.9815P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5486 _refine_ls_number_parameters 495 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0556 _refine_ls_R_factor_gt 0.0414 _refine_ls_wR_factor_ref 0.1061 _refine_ls_wR_factor_gt 0.0989 _refine_ls_goodness_of_fit_ref 1.073 _refine_ls_restrained_S_all 1.073 _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 B1 B 0.1103(2) 0.8207(4) 0.37009(7) 0.0240(5) Uani 1 1 d . . . Cl1 Cl 0.09073(5) 0.58633(8) 0.347416(15) 0.02953(14) Uani 1 1 d . . . C1 C 0.4359(2) 0.4251(3) 0.35359(6) 0.0292(5) Uani 1 1 d . . . H1 H 0.351(2) 0.433(3) 0.3454(7) 0.030(6) Uiso 1 1 d . . . C2 C 0.5211(2) 0.4457(3) 0.32564(6) 0.0288(5) Uani 1 1 d . . . C3 C 0.4618(2) 0.4715(4) 0.29015(7) 0.0361(6) Uani 1 1 d . . . H3 H 0.373(3) 0.466(4) 0.2879(8) 0.046(8) Uiso 1 1 d . . . C4 C 0.5327(3) 0.4985(4) 0.26066(7) 0.0408(6) Uani 1 1 d . . . H4 H 0.492(2) 0.515(4) 0.2374(8) 0.039(7) Uiso 1 1 d . . . C5 C 0.6686(2) 0.5046(4) 0.26531(7) 0.0399(6) Uani 1 1 d . . . H5 H 0.716(3) 0.520(4) 0.2449(8) 0.044(8) Uiso 1 1 d . . . C6 C 0.7302(2) 0.4817(4) 0.29877(7) 0.0355(6) Uani 1 1 d . . . H6 H 0.820(3) 0.489(4) 0.3024(7) 0.039(7) Uiso 1 1 d . . . C7 C 0.6613(2) 0.4496(3) 0.33014(7) 0.0299(5) Uani 1 1 d . . . C8 C 0.7356(2) 0.4254(4) 0.36363(7) 0.0385(6) Uani 1 1 d . . . H8 H 0.826(3) 0.430(4) 0.3620(7) 0.040(7) Uiso 1 1 d . . . C9 C 0.6996(3) 0.3917(4) 0.39783(8) 0.0417(6) Uani 1 1 d . . . H9 H 0.769(3) 0.381(4) 0.4150(8) 0.042(7) Uiso 1 1 d . . . C10 C 0.5743(2) 0.3766(3) 0.41202(7) 0.0359(6) Uani 1 1 d . . . C11 C 0.5701(3) 0.3428(4) 0.44949(8) 0.0495(7) Uani 1 1 d . . . H11 H 0.648(3) 0.330(4) 0.4638(9) 0.059(9) Uiso 1 1 d . . . C12 C 0.4557(3) 0.3278(5) 0.46603(8) 0.0551(8) Uani 1 1 d . . . H12 H 0.457(3) 0.305(5) 0.4922(10) 0.069(10) Uiso 1 1 d . . . C13 C 0.3374(3) 0.3473(4) 0.44599(8) 0.0486(7) Uani 1 1 d . . . H13 H 0.262(3) 0.337(4) 0.4573(8) 0.053(9) Uiso 1 1 d . . . C14 C 0.3353(3) 0.3794(4) 0.40948(7) 0.0375(6) Uani 1 1 d . . . H14 H 0.257(3) 0.393(4) 0.3954(8) 0.044(8) Uiso 1 1 d . . . C15 C 0.4527(2) 0.3942(3) 0.39123(6) 0.0303(5) Uani 1 1 d . . . C16 C 0.02634(19) 0.8366(3) 0.40633(6) 0.0244(5) Uani 1 1 d . . . C17 C -0.0211(2) 0.6974(3) 0.42694(6) 0.0296(5) Uani 1 1 d . . . C18 C -0.0935(2) 0.7242(3) 0.45674(6) 0.0322(5) Uani 1 1 d . . . C19 C -0.1198(2) 0.8950(3) 0.46825(6) 0.0290(5) Uani 1 1 d . . . C20 C -0.0714(2) 1.0380(3) 0.44979(6) 0.0285(5) Uani 1 1 d . . . C21 C -0.0008(2) 1.0063(3) 0.41975(6) 0.0269(5) Uani 1 1 d . . . C22 C 0.0496(2) 0.9585(3) 0.33849(6) 0.0246(5) Uani 1 1 d . . . C23 C -0.0773(2) 0.9314(3) 0.32374(6) 0.0282(5) Uani 1 1 d . . . C24 C -0.1316(2) 1.0247(4) 0.29422(6) 0.0316(5) Uani 1 1 d . . . C25 C -0.0606(2) 1.1527(4) 0.27748(6) 0.0325(5) Uani 1 1 d . . . C26 C 0.0620(2) 1.1927(3) 0.29201(6) 0.0308(5) Uani 1 1 d . . . C27 C 0.1122(2) 1.0992(3) 0.32192(6) 0.0263(5) Uani 1 1 d . . . C28 C 0.2672(2) 0.8424(3) 0.37962(6) 0.0247(5) Uani 1 1 d . . . C29 C 0.3538(2) 0.8446(3) 0.35206(6) 0.0270(5) Uani 1 1 d . . . C30 C 0.4865(2) 0.8686(3) 0.35758(6) 0.0318(5) Uani 1 1 d . . . C31 C 0.5409(2) 0.8852(4) 0.39237(7) 0.0336(6) Uani 1 1 d . . . C32 C 0.4616(2) 0.8766(3) 0.42087(6) 0.0318(5) Uani 1 1 d . . . C33 C 0.3285(2) 0.8568(3) 0.41416(6) 0.0283(5) Uani 1 1 d . . . F17 F 0.00397(16) 0.52417(19) 0.41925(4) 0.0467(4) Uani 1 1 d . . . F18 F -0.13871(17) 0.5825(2) 0.47518(4) 0.0548(5) Uani 1 1 d . . . F19 F -0.19081(14) 0.9215(2) 0.49702(4) 0.0436(4) Uani 1 1 d . . . F20 F -0.09130(15) 1.20633(19) 0.46157(4) 0.0427(4) Uani 1 1 d . . . F21 F 0.04709(15) 1.15360(19) 0.40358(4) 0.0429(4) Uani 1 1 d . . . F23 F -0.15329(12) 0.8082(2) 0.33870(4) 0.0363(3) Uani 1 1 d . . . F24 F -0.25377(12) 0.9883(2) 0.28111(4) 0.0459(4) Uani 1 1 d . . . F25 F -0.10993(14) 1.2398(2) 0.24763(4) 0.0461(4) Uani 1 1 d . . . F26 F 0.13276(14) 1.3212(2) 0.27668(4) 0.0421(4) Uani 1 1 d . . . F27 F 0.23199(12) 1.15315(19) 0.33494(4) 0.0348(3) Uani 1 1 d . . . F29 F 0.30924(12) 0.8246(2) 0.31696(3) 0.0335(3) Uani 1 1 d . . . F30 F 0.56191(12) 0.8754(2) 0.32903(4) 0.0452(4) Uani 1 1 d . . . F31 F 0.66944(13) 0.9074(2) 0.39846(4) 0.0503(4) Uani 1 1 d . . . F32 F 0.51367(14) 0.8887(2) 0.45517(4) 0.0476(4) Uani 1 1 d . . . F33 F 0.26088(13) 0.8507(2) 0.44425(3) 0.0401(4) 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 B1 0.0240(11) 0.0235(13) 0.0248(13) -0.0032(10) 0.0031(10) -0.0016(10) Cl1 0.0301(3) 0.0270(3) 0.0317(3) -0.0065(2) 0.0040(2) -0.0009(2) C1 0.0270(11) 0.0274(13) 0.0327(13) -0.0019(10) -0.0010(10) -0.0029(10) C2 0.0269(11) 0.0291(13) 0.0301(12) -0.0030(10) -0.0004(9) -0.0005(9) C3 0.0278(12) 0.0477(16) 0.0323(13) -0.0057(12) -0.0010(10) -0.0040(11) C4 0.0403(13) 0.0539(18) 0.0278(13) -0.0038(12) -0.0016(11) -0.0026(12) C5 0.0395(13) 0.0457(17) 0.0354(14) -0.0062(12) 0.0108(12) -0.0030(12) C6 0.0281(12) 0.0386(15) 0.0402(15) -0.0090(12) 0.0051(10) -0.0009(11) C7 0.0272(10) 0.0274(13) 0.0350(13) -0.0054(10) 0.0008(9) -0.0002(10) C8 0.0263(11) 0.0443(17) 0.0443(15) -0.0004(12) -0.0037(11) 0.0018(11) C9 0.0351(13) 0.0480(17) 0.0403(15) 0.0049(13) -0.0106(12) 0.0007(12) C10 0.0428(13) 0.0298(14) 0.0345(13) 0.0052(11) -0.0030(11) -0.0017(11) C11 0.0581(18) 0.0539(19) 0.0353(15) 0.0116(14) -0.0071(14) -0.0026(15) C12 0.078(2) 0.056(2) 0.0319(15) 0.0124(14) 0.0056(15) -0.0056(17) C13 0.0569(17) 0.0490(18) 0.0413(16) 0.0095(14) 0.0147(14) -0.0090(14) C14 0.0426(14) 0.0338(15) 0.0366(14) 0.0037(11) 0.0065(12) -0.0045(12) C15 0.0367(12) 0.0226(12) 0.0314(12) 0.0004(10) 0.0016(10) -0.0022(10) C16 0.0226(10) 0.0269(12) 0.0236(11) -0.0013(9) 0.0011(8) 0.0000(9) C17 0.0331(11) 0.0243(13) 0.0319(12) -0.0037(10) 0.0054(10) -0.0006(10) C18 0.0383(12) 0.0302(13) 0.0288(12) 0.0033(10) 0.0073(10) -0.0103(11) C19 0.0276(10) 0.0376(14) 0.0223(11) -0.0027(10) 0.0063(9) 0.0004(10) C20 0.0324(11) 0.0255(12) 0.0272(12) -0.0048(10) -0.0006(9) 0.0055(10) C21 0.0294(10) 0.0264(13) 0.0251(12) 0.0058(9) 0.0039(9) -0.0027(9) C22 0.0260(10) 0.0263(12) 0.0217(11) -0.0045(9) 0.0031(8) 0.0004(9) C23 0.0247(10) 0.0335(14) 0.0273(12) -0.0026(10) 0.0076(9) 0.0007(10) C24 0.0238(10) 0.0441(15) 0.0267(12) -0.0064(11) -0.0002(9) 0.0068(10) C25 0.0379(12) 0.0394(14) 0.0201(11) 0.0016(10) 0.0021(10) 0.0144(11) C26 0.0380(12) 0.0291(13) 0.0260(12) 0.0000(10) 0.0087(10) 0.0022(10) C27 0.0253(10) 0.0273(12) 0.0264(11) -0.0025(10) 0.0011(9) 0.0005(9) C28 0.0256(10) 0.0240(12) 0.0244(11) -0.0009(9) 0.0021(9) -0.0008(9) C29 0.0278(11) 0.0310(13) 0.0220(11) 0.0008(10) -0.0006(9) 0.0000(10) C30 0.0250(11) 0.0402(15) 0.0306(13) 0.0037(11) 0.0056(9) -0.0002(10) C31 0.0201(10) 0.0393(15) 0.0410(14) 0.0023(11) -0.0031(9) -0.0020(10) C32 0.0336(12) 0.0351(14) 0.0255(12) 0.0009(10) -0.0084(9) 0.0007(10) C33 0.0296(11) 0.0315(13) 0.0240(11) 0.0008(10) 0.0031(9) 0.0012(10) F17 0.0748(10) 0.0231(8) 0.0449(9) -0.0008(7) 0.0243(8) -0.0001(7) F18 0.0853(12) 0.0374(9) 0.0453(9) 0.0005(7) 0.0318(9) -0.0190(8) F19 0.0463(8) 0.0536(10) 0.0329(8) -0.0055(7) 0.0194(6) -0.0014(7) F20 0.0644(9) 0.0290(8) 0.0358(8) -0.0046(6) 0.0113(7) 0.0108(7) F21 0.0692(10) 0.0252(8) 0.0365(8) -0.0003(6) 0.0193(7) -0.0070(7) F23 0.0240(6) 0.0452(9) 0.0399(8) 0.0022(7) 0.0037(6) -0.0066(6) F24 0.0258(6) 0.0750(12) 0.0360(8) -0.0015(8) -0.0045(6) 0.0034(7) F25 0.0512(9) 0.0606(11) 0.0262(7) 0.0094(7) -0.0004(6) 0.0185(8) F26 0.0509(8) 0.0381(9) 0.0381(8) 0.0117(7) 0.0102(7) -0.0018(7) F27 0.0313(7) 0.0321(8) 0.0402(8) 0.0042(6) -0.0030(6) -0.0081(6) F29 0.0301(6) 0.0484(9) 0.0223(7) -0.0018(6) 0.0027(5) 0.0007(6) F30 0.0269(7) 0.0720(12) 0.0377(8) 0.0049(8) 0.0108(6) -0.0026(7) F31 0.0227(6) 0.0738(12) 0.0529(10) 0.0033(9) -0.0086(6) -0.0050(7) F32 0.0437(8) 0.0669(12) 0.0303(8) 0.0010(7) -0.0133(6) -0.0027(8) F33 0.0365(7) 0.0625(11) 0.0217(7) -0.0014(7) 0.0042(6) 0.0005(7) _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 B1 C16 1.637(3) . ? B1 C22 1.641(3) . ? B1 C28 1.642(3) . ? B1 Cl1 1.934(3) . ? C1 C2 1.401(3) . ? C1 C15 1.402(3) . ? C2 C3 1.418(3) . ? C2 C7 1.444(3) . ? C3 C4 1.360(4) . ? C4 C5 1.401(4) . ? C5 C6 1.359(4) . ? C6 C7 1.412(3) . ? C7 C8 1.420(4) . ? C8 C9 1.356(4) . ? C9 C10 1.427(4) . ? C10 C11 1.404(4) . ? C10 C15 1.433(3) . ? C11 C12 1.364(4) . ? C12 C13 1.391(5) . ? C13 C14 1.362(4) . ? C14 C15 1.424(3) . ? C16 C21 1.387(3) . ? C16 C17 1.388(3) . ? C17 F17 1.345(3) . ? C17 C18 1.378(3) . ? C18 F18 1.349(3) . ? C18 C19 1.369(3) . ? C19 F19 1.338(2) . ? C19 C20 1.371(3) . ? C20 F20 1.342(3) . ? C20 C21 1.380(3) . ? C21 F21 1.352(3) . ? C22 C27 1.388(3) . ? C22 C23 1.399(3) . ? C23 F23 1.344(3) . ? C23 C24 1.376(3) . ? C24 F24 1.347(3) . ? C24 C25 1.369(4) . ? C25 F25 1.345(3) . ? C25 C26 1.373(3) . ? C26 F26 1.346(3) . ? C26 C27 1.373(3) . ? C27 F27 1.356(2) . ? C28 C33 1.386(3) . ? C28 C29 1.391(3) . ? C29 F29 1.350(2) . ? C29 C30 1.382(3) . ? C30 F30 1.346(3) . ? C30 C31 1.369(3) . ? C31 F31 1.340(2) . ? C31 C32 1.370(3) . ? C32 F32 1.342(3) . ? C32 C33 1.385(3) . ? C33 F33 1.345(2) . ? 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 C16 B1 C22 109.49(17) . . ? C16 B1 C28 112.54(18) . . ? C22 B1 C28 114.59(18) . . ? C16 B1 Cl1 111.69(16) . . ? C22 B1 Cl1 103.33(15) . . ? C28 B1 Cl1 104.77(15) . . ? C2 C1 C15 134.2(2) . . ? C1 C2 C3 115.8(2) . . ? C1 C2 C7 125.9(2) . . ? C3 C2 C7 118.2(2) . . ? C4 C3 C2 122.1(2) . . ? C3 C4 C5 119.4(3) . . ? C6 C5 C4 120.9(2) . . ? C5 C6 C7 122.0(2) . . ? C6 C7 C8 117.2(2) . . ? C6 C7 C2 117.4(2) . . ? C8 C7 C2 125.3(2) . . ? C9 C8 C7 131.5(2) . . ? C8 C9 C10 131.3(2) . . ? C11 C10 C9 117.2(3) . . ? C11 C10 C15 117.3(2) . . ? C9 C10 C15 125.4(2) . . ? C12 C11 C10 122.2(3) . . ? C11 C12 C13 120.5(3) . . ? C14 C13 C12 119.9(3) . . ? C13 C14 C15 121.1(3) . . ? C1 C15 C14 115.0(2) . . ? C1 C15 C10 126.2(2) . . ? C14 C15 C10 118.8(2) . . ? C21 C16 C17 113.32(19) . . ? C21 C16 B1 118.90(19) . . ? C17 C16 B1 127.8(2) . . ? F17 C17 C18 115.2(2) . . ? F17 C17 C16 121.18(19) . . ? C18 C17 C16 123.6(2) . . ? F18 C18 C19 119.0(2) . . ? F18 C18 C17 120.5(2) . . ? C19 C18 C17 120.4(2) . . ? F19 C19 C18 120.6(2) . . ? F19 C19 C20 120.8(2) . . ? C18 C19 C20 118.6(2) . . ? F20 C20 C19 119.5(2) . . ? F20 C20 C21 121.1(2) . . ? C19 C20 C21 119.4(2) . . ? F21 C21 C20 116.0(2) . . ? F21 C21 C16 119.36(19) . . ? C20 C21 C16 124.6(2) . . ? C27 C22 C23 112.8(2) . . ? C27 C22 B1 127.76(19) . . ? C23 C22 B1 119.35(19) . . ? F23 C23 C24 116.53(19) . . ? F23 C23 C22 119.6(2) . . ? C24 C23 C22 123.9(2) . . ? F24 C24 C25 119.5(2) . . ? F24 C24 C23 120.4(2) . . ? C25 C24 C23 120.1(2) . . ? F25 C25 C24 121.0(2) . . ? F25 C25 C26 120.3(2) . . ? C24 C25 C26 118.7(2) . . ? F26 C26 C27 120.5(2) . . ? F26 C26 C25 120.0(2) . . ? C27 C26 C25 119.6(2) . . ? F27 C27 C26 115.0(2) . . ? F27 C27 C22 120.3(2) . . ? C26 C27 C22 124.7(2) . . ? C33 C28 C29 112.95(19) . . ? C33 C28 B1 126.10(19) . . ? C29 C28 B1 120.94(19) . . ? F29 C29 C30 115.38(19) . . ? F29 C29 C28 119.97(19) . . ? C30 C29 C28 124.6(2) . . ? F30 C30 C31 120.17(19) . . ? F30 C30 C29 120.4(2) . . ? C31 C30 C29 119.5(2) . . ? F31 C31 C30 120.6(2) . . ? F31 C31 C32 120.6(2) . . ? C30 C31 C32 118.8(2) . . ? F32 C32 C31 119.5(2) . . ? F32 C32 C33 120.5(2) . . ? C31 C32 C33 120.0(2) . . ? F33 C33 C32 114.6(2) . . ? F33 C33 C28 121.37(19) . . ? C32 C33 C28 124.1(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C15 C1 C2 C3 178.6(3) . . . . ? C15 C1 C2 C7 -3.8(5) . . . . ? C1 C2 C3 C4 178.1(3) . . . . ? C7 C2 C3 C4 0.3(4) . . . . ? C2 C3 C4 C5 -1.2(4) . . . . ? C3 C4 C5 C6 0.9(4) . . . . ? C4 C5 C6 C7 0.5(4) . . . . ? C5 C6 C7 C8 179.3(3) . . . . ? C5 C6 C7 C2 -1.3(4) . . . . ? C1 C2 C7 C6 -176.6(2) . . . . ? C3 C2 C7 C6 0.9(3) . . . . ? C1 C2 C7 C8 2.8(4) . . . . ? C3 C2 C7 C8 -179.7(2) . . . . ? C6 C7 C8 C9 -179.4(3) . . . . ? C2 C7 C8 C9 1.2(5) . . . . ? C7 C8 C9 C10 -3.0(6) . . . . ? C8 C9 C10 C11 -179.1(3) . . . . ? C8 C9 C10 C15 0.5(5) . . . . ? C9 C10 C11 C12 179.2(3) . . . . ? C15 C10 C11 C12 -0.3(4) . . . . ? C10 C11 C12 C13 -0.5(5) . . . . ? C11 C12 C13 C14 0.8(5) . . . . ? C12 C13 C14 C15 -0.2(5) . . . . ? C2 C1 C15 C14 -179.1(3) . . . . ? C2 C1 C15 C10 0.7(5) . . . . ? C13 C14 C15 C1 179.2(3) . . . . ? C13 C14 C15 C10 -0.6(4) . . . . ? C11 C10 C15 C1 -178.9(3) . . . . ? C9 C10 C15 C1 1.5(4) . . . . ? C11 C10 C15 C14 0.9(4) . . . . ? C9 C10 C15 C14 -178.7(3) . . . . ? C22 B1 C16 C21 -48.1(3) . . . . ? C28 B1 C16 C21 80.6(3) . . . . ? Cl1 B1 C16 C21 -161.89(17) . . . . ? C22 B1 C16 C17 133.6(2) . . . . ? C28 B1 C16 C17 -97.7(3) . . . . ? Cl1 B1 C16 C17 19.8(3) . . . . ? C21 C16 C17 F17 -175.5(2) . . . . ? B1 C16 C17 F17 2.9(4) . . . . ? C21 C16 C17 C18 3.0(3) . . . . ? B1 C16 C17 C18 -178.6(2) . . . . ? F17 C17 C18 F18 -2.7(3) . . . . ? C16 C17 C18 F18 178.8(2) . . . . ? F17 C17 C18 C19 176.8(2) . . . . ? C16 C17 C18 C19 -1.7(4) . . . . ? F18 C18 C19 F19 -1.0(3) . . . . ? C17 C18 C19 F19 179.5(2) . . . . ? F18 C18 C19 C20 178.8(2) . . . . ? C17 C18 C19 C20 -0.7(4) . . . . ? F19 C19 C20 F20 2.6(3) . . . . ? C18 C19 C20 F20 -177.2(2) . . . . ? F19 C19 C20 C21 -178.6(2) . . . . ? C18 C19 C20 C21 1.6(3) . . . . ? F20 C20 C21 F21 0.7(3) . . . . ? C19 C20 C21 F21 -178.1(2) . . . . ? F20 C20 C21 C16 178.6(2) . . . . ? C19 C20 C21 C16 -0.2(4) . . . . ? C17 C16 C21 F21 175.8(2) . . . . ? B1 C16 C21 F21 -2.8(3) . . . . ? C17 C16 C21 C20 -2.0(3) . . . . ? B1 C16 C21 C20 179.4(2) . . . . ? C16 B1 C22 C27 120.8(2) . . . . ? C28 B1 C22 C27 -6.7(3) . . . . ? Cl1 B1 C22 C27 -120.0(2) . . . . ? C16 B1 C22 C23 -63.5(3) . . . . ? C28 B1 C22 C23 169.00(19) . . . . ? Cl1 B1 C22 C23 55.6(2) . . . . ? C27 C22 C23 F23 -175.33(19) . . . . ? B1 C22 C23 F23 8.4(3) . . . . ? C27 C22 C23 C24 4.6(3) . . . . ? B1 C22 C23 C24 -171.7(2) . . . . ? F23 C23 C24 F24 -1.5(3) . . . . ? C22 C23 C24 F24 178.6(2) . . . . ? F23 C23 C24 C25 179.9(2) . . . . ? C22 C23 C24 C25 0.0(4) . . . . ? F24 C24 C25 F25 -1.5(3) . . . . ? C23 C24 C25 F25 177.1(2) . . . . ? F24 C24 C25 C26 177.7(2) . . . . ? C23 C24 C25 C26 -3.7(3) . . . . ? F25 C25 C26 F26 0.9(3) . . . . ? C24 C25 C26 F26 -178.3(2) . . . . ? F25 C25 C26 C27 -178.3(2) . . . . ? C24 C25 C26 C27 2.5(3) . . . . ? F26 C26 C27 F27 3.0(3) . . . . ? C25 C26 C27 F27 -177.78(19) . . . . ? F26 C26 C27 C22 -176.6(2) . . . . ? C25 C26 C27 C22 2.6(4) . . . . ? C23 C22 C27 F27 174.53(19) . . . . ? B1 C22 C27 F27 -9.6(3) . . . . ? C23 C22 C27 C26 -5.9(3) . . . . ? B1 C22 C27 C26 170.0(2) . . . . ? C16 B1 C28 C33 5.5(3) . . . . ? C22 B1 C28 C33 131.5(2) . . . . ? Cl1 B1 C28 C33 -116.0(2) . . . . ? C16 B1 C28 C29 -175.8(2) . . . . ? C22 B1 C28 C29 -49.8(3) . . . . ? Cl1 B1 C28 C29 62.7(2) . . . . ? C33 C28 C29 F29 177.4(2) . . . . ? B1 C28 C29 F29 -1.5(3) . . . . ? C33 C28 C29 C30 -3.5(4) . . . . ? B1 C28 C29 C30 177.6(2) . . . . ? F29 C29 C30 F30 1.6(3) . . . . ? C28 C29 C30 F30 -177.5(2) . . . . ? F29 C29 C30 C31 -178.3(2) . . . . ? C28 C29 C30 C31 2.6(4) . . . . ? F30 C30 C31 F31 -0.3(4) . . . . ? C29 C30 C31 F31 179.5(2) . . . . ? F30 C30 C31 C32 -179.6(2) . . . . ? C29 C30 C31 C32 0.3(4) . . . . ? F31 C31 C32 F32 -0.7(4) . . . . ? C30 C31 C32 F32 178.6(2) . . . . ? F31 C31 C32 C33 178.9(2) . . . . ? C30 C31 C32 C33 -1.9(4) . . . . ? F32 C32 C33 F33 -0.2(3) . . . . ? C31 C32 C33 F33 -179.8(2) . . . . ? F32 C32 C33 C28 -179.7(2) . . . . ? C31 C32 C33 C28 0.7(4) . . . . ? C29 C28 C33 F33 -177.6(2) . . . . ? B1 C28 C33 F33 1.2(4) . . . . ? C29 C28 C33 C32 1.8(4) . . . . ? B1 C28 C33 C32 -179.4(2) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.647 _refine_diff_density_min -0.220 _refine_diff_density_rms 0.052 # Attachment '[DBS][B_C6F5_3-OH...H2O-B_C6F5_3].cif' data_aw44 _database_code_depnum_ccdc_archive 'CCDC 687299' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C51 H14 B2 F30 O2' _chemical_formula_weight 1250.24 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.512(5) _cell_length_b 13.248(6) _cell_length_c 14.052(6) _cell_angle_alpha 81.676(7) _cell_angle_beta 82.635(8) _cell_angle_gamma 76.977(8) _cell_volume 2234.4(16) _cell_formula_units_Z 2 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour pink _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.858 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1232 _exptl_absorpt_coefficient_mu 0.199 _exptl_absorpt_correction_type 'Empirical (Bruker SADABS)' _exptl_absorpt_correction_T_min 0.876 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14087 _diffrn_reflns_av_R_equivalents 0.0927 _diffrn_reflns_av_sigmaI/netI 0.4395 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.47 _diffrn_reflns_theta_max 26.00 _reflns_number_total 8721 _reflns_number_gt 2251 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0207P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8721 _refine_ls_number_parameters 796 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.2552 _refine_ls_R_factor_gt 0.0672 _refine_ls_wR_factor_ref 0.1069 _refine_ls_wR_factor_gt 0.0821 _refine_ls_goodness_of_fit_ref 0.723 _refine_ls_restrained_S_all 0.722 _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 B1 B 0.8151(6) -0.0290(6) -0.1930(5) 0.031(2) Uani 1 1 d . . . B2 B 1.1065(6) 0.1436(6) -0.3092(6) 0.033(2) Uani 1 1 d . . . O1 O 0.8776(4) 0.0387(3) -0.2714(3) 0.0335(12) Uani 1 1 d D . . H1A H 0.824(4) 0.090(4) -0.308(4) 0.07(3) Uiso 1 1 d D . . O2 O 1.0120(4) 0.1287(4) -0.2368(3) 0.0347(13) Uani 1 1 d D . . H2A H 0.989(4) 0.171(4) -0.182(3) 0.05(2) Uiso 1 1 d D . . H2B H 0.954(5) 0.097(4) -0.250(4) 0.050 Uiso 1 1 d . . . C1 C 0.3692(5) 0.5767(5) 0.3023(5) 0.0357(19) Uani 1 1 d . . . H1B H 0.3051 0.6153 0.3347 0.043 Uiso 1 1 calc R . . C2 C 0.4653(6) 0.5794(5) 0.3414(5) 0.0373(19) Uani 1 1 d . . . C3 C 0.4490(6) 0.6408(5) 0.4175(5) 0.048(2) Uani 1 1 d . . . H3A H 0.3769 0.6770 0.4375 0.058 Uiso 1 1 calc R . . C4 C 0.5362(7) 0.6491(6) 0.4631(6) 0.052(2) Uani 1 1 d . . . H4 H 0.525(4) 0.707(4) 0.514(4) 0.07(2) Uiso 1 1 d . . . C5 C 0.6398(7) 0.5935(6) 0.4349(6) 0.056(3) Uani 1 1 d . . . H5 H 0.706(4) 0.586(4) 0.470(4) 0.050 Uiso 1 1 d . . . C6 C 0.6600(7) 0.5334(6) 0.3610(5) 0.043(2) Uani 1 1 d . . . H6 H 0.734(4) 0.489(4) 0.344(4) 0.05(2) Uiso 1 1 d . . . C7 C 0.5712(6) 0.5258(5) 0.3102(5) 0.040(2) Uani 1 1 d . . . C8 C 0.6017(6) 0.4651(5) 0.2323(5) 0.047(2) Uani 1 1 d . . . H8A H 0.6777 0.4335 0.2227 0.056 Uiso 1 1 calc R . . C9 C 0.5382(6) 0.4465(5) 0.1706(5) 0.042(2) Uani 1 1 d . . . H9A H 0.5782 0.4056 0.1223 0.050 Uiso 1 1 calc R . . C10 C 0.4242(6) 0.4746(5) 0.1619(5) 0.0316(18) Uani 1 1 d . . . C11 C 0.3865(6) 0.4410(5) 0.0855(5) 0.036(2) Uani 1 1 d . . . H11 H 0.446(4) 0.396(4) 0.041(4) 0.05(2) Uiso 1 1 d . . . C12 C 0.2780(7) 0.4585(5) 0.0738(5) 0.053(2) Uani 1 1 d . . . H12A H 0.2544 0.4353 0.0207 0.064 Uiso 1 1 calc R . . C13 C 0.2014(6) 0.5111(5) 0.1403(6) 0.048(2) Uani 1 1 d . . . H13A H 0.1251 0.5214 0.1332 0.057 Uiso 1 1 calc R . . C14 C 0.2322(7) 0.5470(6) 0.2134(5) 0.046(2) Uani 1 1 d . . . H14 H 0.180(5) 0.600(4) 0.259(4) 0.07(2) Uiso 1 1 d . . . C15 C 0.3456(6) 0.5310(5) 0.2276(5) 0.0352(19) Uani 1 1 d . . . C16 C 0.7259(5) -0.0625(5) -0.2489(4) 0.0267(17) Uani 1 1 d . . . C17 C 0.6637(6) 0.0060(5) -0.3121(5) 0.0374(19) Uani 1 1 d . . . C18 C 0.5850(6) -0.0139(7) -0.3634(5) 0.042(2) Uani 1 1 d . . . C19 C 0.5641(6) -0.1138(7) -0.3451(5) 0.043(2) Uani 1 1 d . . . C20 C 0.6214(6) -0.1838(6) -0.2838(5) 0.0353(19) Uani 1 1 d . . . C21 C 0.7007(6) -0.1598(6) -0.2389(5) 0.0370(19) Uani 1 1 d . . . C22 C 0.9133(5) -0.1202(5) -0.1548(5) 0.0289(18) Uani 1 1 d . . . C23 C 0.9559(6) -0.1308(6) -0.0701(5) 0.0368(19) Uani 1 1 d . . . C24 C 1.0406(6) -0.2069(6) -0.0409(5) 0.040(2) Uani 1 1 d . . . C25 C 1.0894(6) -0.2784(6) -0.1016(6) 0.041(2) Uani 1 1 d . . . C26 C 1.0519(6) -0.2704(5) -0.1882(5) 0.0371(19) Uani 1 1 d . . . C27 C 0.9684(6) -0.1928(5) -0.2143(5) 0.0330(19) Uani 1 1 d . . . C28 C 0.7403(5) 0.0428(5) -0.1126(5) 0.0291(18) Uani 1 1 d . . . C29 C 0.7199(5) 0.1488(5) -0.1135(5) 0.0356(19) Uani 1 1 d . . . C30 C 0.6509(5) 0.2026(5) -0.0477(5) 0.0348(19) Uani 1 1 d . . . C31 C 0.5970(5) 0.1506(5) 0.0252(5) 0.0317(18) Uani 1 1 d . . . C32 C 0.6120(5) 0.0469(6) 0.0322(5) 0.0318(18) Uani 1 1 d . . . C33 C 0.6800(6) -0.0025(5) -0.0370(5) 0.0368(19) Uani 1 1 d . . . C34 C 1.0705(6) 0.2288(5) -0.4030(5) 0.0295(17) Uani 1 1 d . . . C35 C 1.1505(5) 0.2574(5) -0.4752(5) 0.0346(19) Uani 1 1 d . . . C36 C 1.1274(6) 0.3300(6) -0.5499(5) 0.044(2) Uani 1 1 d . . . C37 C 1.0252(7) 0.3841(6) -0.5599(5) 0.043(2) Uani 1 1 d . . . C38 C 0.9399(6) 0.3606(5) -0.4901(5) 0.0389(19) Uani 1 1 d . . . C39 C 0.9689(6) 0.2849(5) -0.4167(5) 0.0344(19) Uani 1 1 d . . . C40 C 1.1869(6) 0.1961(5) -0.2579(5) 0.0341(18) Uani 1 1 d . . . C41 C 1.1428(6) 0.2785(5) -0.2064(5) 0.0353(19) Uani 1 1 d . . . C42 C 1.2011(6) 0.3255(5) -0.1566(5) 0.039(2) Uani 1 1 d . . . C43 C 1.3121(7) 0.2906(6) -0.1590(5) 0.049(2) Uani 1 1 d . . . C44 C 1.3626(6) 0.2129(6) -0.2122(5) 0.0358(19) Uani 1 1 d . . . C45 C 1.2999(6) 0.1674(5) -0.2580(4) 0.0319(18) Uani 1 1 d . . . C46 C 1.1565(5) 0.0274(5) -0.3370(5) 0.0283(17) Uani 1 1 d . . . C47 C 1.2075(5) -0.0502(6) -0.2689(5) 0.0354(19) Uani 1 1 d . . . C48 C 1.2506(5) -0.1497(6) -0.2846(6) 0.042(2) Uani 1 1 d . . . C49 C 1.2401(6) -0.1809(6) -0.3709(6) 0.044(2) Uani 1 1 d . . . C50 C 1.1863(6) -0.1096(6) -0.4380(5) 0.038(2) Uani 1 1 d . . . C51 C 1.1507(5) -0.0090(5) -0.4204(5) 0.0302(18) Uani 1 1 d . . . F17 F 0.6769(3) 0.1079(3) -0.3289(2) 0.0429(11) Uani 1 1 d . . . F18 F 0.5345(3) 0.0600(3) -0.4271(3) 0.0613(13) Uani 1 1 d . . . F19 F 0.4875(3) -0.1349(3) -0.3923(3) 0.0685(14) Uani 1 1 d . . . F20 F 0.6000(3) -0.2801(3) -0.2682(2) 0.0538(12) Uani 1 1 d . . . F21 F 0.7530(3) -0.2382(3) -0.1774(3) 0.0476(11) Uani 1 1 d . . . F23 F 0.9110(3) -0.0633(3) -0.0036(2) 0.0473(11) Uani 1 1 d . . . F24 F 1.0798(3) -0.2117(3) 0.0452(3) 0.0594(12) Uani 1 1 d . . . F25 F 1.1754(3) -0.3551(3) -0.0742(3) 0.0651(13) Uani 1 1 d . . . F26 F 1.1020(3) -0.3418(3) -0.2486(3) 0.0640(13) Uani 1 1 d . . . F27 F 0.9390(3) -0.1885(3) -0.3043(3) 0.0481(11) Uani 1 1 d . . . F29 F 0.7699(3) 0.2086(3) -0.1856(2) 0.0460(11) Uani 1 1 d . . . F30 F 0.6359(3) 0.3065(3) -0.0521(3) 0.0585(12) Uani 1 1 d . . . F31 F 0.5269(3) 0.2037(3) 0.0914(2) 0.0497(11) Uani 1 1 d . . . F32 F 0.5577(3) -0.0055(3) 0.1042(2) 0.0461(11) Uani 1 1 d . . . F33 F 0.6933(3) -0.1088(3) -0.0273(2) 0.0449(11) Uani 1 1 d . . . F35 F 1.2547(3) 0.2060(3) -0.4701(2) 0.0465(11) Uani 1 1 d . . . F36 F 1.2078(3) 0.3543(3) -0.6157(3) 0.0594(12) Uani 1 1 d . . . F37 F 0.9995(3) 0.4603(3) -0.6325(3) 0.0633(13) Uani 1 1 d . . . F38 F 0.8350(3) 0.4120(3) -0.4979(3) 0.0591(12) Uani 1 1 d . . . F39 F 0.8792(3) 0.2661(3) -0.3536(2) 0.0416(10) Uani 1 1 d . . . F41 F 1.0339(3) 0.3196(3) -0.2037(2) 0.0461(11) Uani 1 1 d . . . F42 F 1.1500(3) 0.4054(3) -0.1068(3) 0.0629(13) Uani 1 1 d . . . F43 F 1.3720(3) 0.3321(3) -0.1088(3) 0.0577(12) Uani 1 1 d . . . F44 F 1.4724(3) 0.1800(3) -0.2167(2) 0.0525(12) Uani 1 1 d . . . F45 F 1.3557(3) 0.0871(3) -0.3063(3) 0.0486(11) Uani 1 1 d . . . F47 F 1.2178(3) -0.0237(3) -0.1815(3) 0.0473(11) Uani 1 1 d . . . F48 F 1.3019(3) -0.2185(3) -0.2156(3) 0.0619(13) Uani 1 1 d . . . F49 F 1.2818(3) -0.2808(3) -0.3861(3) 0.0588(13) Uani 1 1 d . . . F50 F 1.1733(3) -0.1436(3) -0.5204(3) 0.0571(12) Uani 1 1 d . . . F51 F 1.0978(3) 0.0538(3) -0.4922(2) 0.0482(11) 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 B1 0.049(6) 0.024(5) 0.026(5) 0.002(4) 0.001(4) -0.026(5) B2 0.022(5) 0.034(6) 0.044(6) -0.016(5) -0.009(5) 0.001(4) O1 0.035(3) 0.033(3) 0.036(3) -0.003(3) 0.001(3) -0.017(3) O2 0.034(3) 0.047(3) 0.032(3) -0.017(3) 0.013(3) -0.029(3) C1 0.043(5) 0.032(5) 0.026(5) -0.006(4) 0.003(4) 0.003(4) C2 0.054(6) 0.031(5) 0.027(5) -0.002(4) -0.009(4) -0.008(4) C3 0.059(6) 0.041(5) 0.040(5) 0.004(4) -0.009(5) -0.004(4) C4 0.068(7) 0.036(6) 0.060(7) -0.011(5) -0.027(5) -0.013(5) C5 0.069(7) 0.042(6) 0.063(7) 0.004(5) -0.042(6) -0.011(5) C6 0.048(6) 0.044(6) 0.033(5) 0.003(4) -0.005(5) -0.003(5) C7 0.041(5) 0.020(5) 0.053(6) 0.007(4) -0.008(5) 0.003(4) C8 0.046(5) 0.032(5) 0.058(6) 0.001(4) 0.009(5) -0.010(4) C9 0.047(6) 0.021(5) 0.056(6) -0.011(4) 0.005(4) -0.006(4) C10 0.055(6) 0.014(4) 0.027(5) -0.001(3) -0.005(4) -0.009(4) C11 0.040(5) 0.031(5) 0.038(6) -0.004(4) -0.002(4) -0.009(4) C12 0.069(6) 0.038(5) 0.057(6) -0.020(4) -0.012(5) -0.007(5) C13 0.041(5) 0.043(5) 0.064(6) -0.002(5) -0.018(5) -0.013(4) C14 0.060(6) 0.040(6) 0.040(6) -0.008(4) -0.009(5) -0.013(5) C15 0.044(5) 0.025(5) 0.035(5) 0.003(4) 0.006(4) -0.012(4) C16 0.029(4) 0.026(5) 0.023(4) -0.002(4) 0.003(3) -0.006(4) C17 0.041(5) 0.025(5) 0.046(5) 0.005(4) 0.000(4) -0.015(4) C18 0.027(5) 0.071(7) 0.031(5) -0.011(5) -0.005(4) -0.009(5) C19 0.042(5) 0.065(7) 0.032(5) -0.016(5) 0.002(4) -0.029(5) C20 0.038(5) 0.040(6) 0.031(5) -0.001(4) 0.004(4) -0.022(4) C21 0.039(5) 0.038(6) 0.031(5) -0.002(4) 0.005(4) -0.007(4) C22 0.032(5) 0.019(4) 0.040(5) -0.004(4) -0.002(4) -0.014(4) C23 0.032(5) 0.051(6) 0.033(5) -0.008(4) 0.000(4) -0.022(4) C24 0.037(5) 0.064(6) 0.024(5) 0.007(5) -0.014(4) -0.019(5) C25 0.029(5) 0.047(6) 0.044(6) -0.002(5) -0.006(4) -0.002(4) C26 0.039(5) 0.035(5) 0.038(5) -0.022(4) 0.016(4) -0.008(4) C27 0.038(5) 0.028(5) 0.041(5) -0.005(4) -0.012(4) -0.018(4) C28 0.029(4) 0.025(5) 0.038(5) -0.010(4) 0.008(4) -0.018(4) C29 0.041(5) 0.032(5) 0.027(5) -0.001(4) 0.006(4) -0.001(4) C30 0.040(5) 0.010(4) 0.047(5) -0.006(4) 0.016(4) 0.000(4) C31 0.039(5) 0.020(5) 0.038(5) -0.014(4) -0.002(4) -0.005(4) C32 0.030(5) 0.035(5) 0.028(5) 0.001(4) 0.002(4) -0.010(4) C33 0.043(5) 0.010(4) 0.060(6) -0.010(4) -0.010(4) -0.004(4) C34 0.034(5) 0.024(4) 0.036(5) -0.010(4) -0.003(4) -0.013(4) C35 0.033(5) 0.018(5) 0.054(6) -0.004(4) 0.002(4) -0.011(4) C36 0.051(6) 0.035(5) 0.044(6) 0.014(4) 0.000(5) -0.019(5) C37 0.077(7) 0.029(5) 0.024(5) 0.002(4) -0.001(5) -0.018(5) C38 0.036(5) 0.035(5) 0.042(5) -0.007(4) -0.011(4) 0.004(4) C39 0.031(5) 0.032(5) 0.040(5) -0.005(4) -0.002(4) -0.006(4) C40 0.034(5) 0.028(5) 0.043(5) -0.005(4) -0.009(4) -0.010(4) C41 0.030(5) 0.040(5) 0.042(5) -0.012(4) -0.016(4) -0.011(4) C42 0.048(5) 0.027(5) 0.051(6) -0.011(4) -0.014(5) -0.014(4) C43 0.071(7) 0.056(6) 0.035(5) 0.002(4) -0.025(5) -0.039(6) C44 0.031(5) 0.043(5) 0.040(5) -0.004(4) -0.013(4) -0.017(4) C45 0.040(5) 0.032(5) 0.025(5) -0.009(4) -0.001(4) -0.007(4) C46 0.033(4) 0.031(5) 0.024(4) -0.010(4) 0.004(4) -0.014(4) C47 0.027(5) 0.045(6) 0.034(5) -0.013(5) 0.003(4) -0.007(4) C48 0.029(5) 0.037(6) 0.055(6) 0.003(5) 0.000(4) -0.002(4) C49 0.047(5) 0.037(6) 0.053(6) -0.019(5) 0.015(5) -0.021(4) C50 0.050(5) 0.035(5) 0.024(5) -0.008(4) 0.013(4) -0.007(4) C51 0.033(5) 0.031(5) 0.025(5) 0.000(4) -0.001(4) -0.007(4) F17 0.038(2) 0.041(3) 0.047(3) 0.007(2) -0.0026(19) -0.011(2) F18 0.058(3) 0.090(4) 0.037(3) 0.015(2) -0.016(2) -0.024(3) F19 0.067(3) 0.105(4) 0.051(3) -0.010(3) -0.009(2) -0.055(3) F20 0.064(3) 0.048(3) 0.059(3) -0.010(2) -0.003(2) -0.034(2) F21 0.048(3) 0.039(3) 0.059(3) 0.000(2) -0.002(2) -0.022(2) F23 0.046(3) 0.064(3) 0.035(3) -0.017(2) -0.002(2) -0.012(2) F24 0.051(3) 0.079(3) 0.046(3) 0.000(2) -0.005(2) -0.013(2) F25 0.058(3) 0.060(3) 0.061(3) 0.004(2) -0.005(2) 0.015(2) F26 0.063(3) 0.062(3) 0.065(3) -0.024(3) 0.003(2) -0.004(2) F27 0.041(3) 0.061(3) 0.044(3) -0.017(2) -0.004(2) -0.007(2) F29 0.063(3) 0.032(3) 0.040(3) 0.001(2) 0.021(2) -0.021(2) F30 0.082(3) 0.032(3) 0.057(3) -0.006(2) 0.015(2) -0.016(2) F31 0.058(3) 0.047(3) 0.040(3) -0.011(2) 0.021(2) -0.013(2) F32 0.043(3) 0.046(3) 0.047(3) -0.001(2) 0.011(2) -0.017(2) F33 0.057(3) 0.037(3) 0.042(3) -0.003(2) 0.012(2) -0.022(2) F35 0.027(2) 0.052(3) 0.059(3) -0.003(2) 0.004(2) -0.012(2) F36 0.076(3) 0.064(3) 0.043(3) 0.005(2) 0.009(2) -0.041(3) F37 0.096(4) 0.051(3) 0.044(3) 0.010(2) -0.015(2) -0.022(3) F38 0.045(3) 0.057(3) 0.067(3) 0.005(2) -0.009(2) 0.000(2) F39 0.030(2) 0.051(3) 0.043(3) -0.004(2) 0.005(2) -0.011(2) F41 0.040(3) 0.039(3) 0.062(3) -0.014(2) -0.004(2) -0.009(2) F42 0.073(3) 0.051(3) 0.075(3) -0.036(3) -0.003(2) -0.018(3) F43 0.071(3) 0.057(3) 0.058(3) -0.007(2) -0.018(2) -0.036(3) F44 0.039(3) 0.058(3) 0.067(3) 0.005(2) -0.013(2) -0.027(2) F45 0.032(2) 0.052(3) 0.068(3) -0.022(2) 0.006(2) -0.016(2) F47 0.061(3) 0.038(3) 0.047(3) -0.007(2) -0.009(2) -0.017(2) F48 0.070(3) 0.039(3) 0.073(3) 0.002(2) -0.019(3) -0.004(2) F49 0.078(3) 0.031(3) 0.064(3) -0.022(2) 0.019(2) -0.009(2) F50 0.085(3) 0.054(3) 0.041(3) -0.020(2) 0.011(2) -0.034(2) F51 0.075(3) 0.040(3) 0.036(3) -0.009(2) -0.009(2) -0.021(2) _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 B1 O1 1.561(7) . ? B1 C22 1.604(9) . ? B1 C16 1.616(9) . ? B1 C28 1.641(9) . ? B2 O2 1.487(8) . ? B2 C46 1.610(8) . ? B2 C40 1.631(9) . ? B2 C34 1.645(9) . ? C1 C15 1.379(8) . ? C1 C2 1.393(8) . ? C2 C7 1.403(8) . ? C2 C3 1.404(8) . ? C3 C4 1.366(8) . ? C4 C5 1.379(10) . ? C5 C6 1.364(9) . ? C6 C7 1.425(9) . ? C7 C8 1.414(8) . ? C8 C9 1.331(8) . ? C9 C10 1.407(8) . ? C10 C11 1.391(8) . ? C10 C15 1.419(8) . ? C11 C12 1.352(8) . ? C12 C13 1.391(8) . ? C13 C14 1.324(8) . ? C14 C15 1.423(8) . ? C16 C17 1.357(7) . ? C16 C21 1.378(8) . ? C17 F17 1.380(6) . ? C17 C18 1.384(8) . ? C18 F18 1.332(7) . ? C18 C19 1.388(8) . ? C19 C20 1.321(8) . ? C19 F19 1.332(7) . ? C20 F20 1.344(7) . ? C20 C21 1.358(8) . ? C21 F21 1.354(7) . ? C22 C23 1.342(8) . ? C22 C27 1.372(8) . ? C23 C24 1.348(8) . ? C23 F23 1.367(7) . ? C24 F24 1.350(6) . ? C24 C25 1.357(8) . ? C25 C26 1.341(8) . ? C25 F25 1.356(7) . ? C26 C27 1.337(8) . ? C26 F26 1.357(6) . ? C27 F27 1.351(6) . ? C28 C33 1.368(8) . ? C28 C29 1.368(8) . ? C29 C30 1.348(7) . ? C29 F29 1.368(6) . ? C30 F30 1.340(6) . ? C30 C31 1.344(8) . ? C31 C32 1.335(8) . ? C31 F31 1.353(6) . ? C32 F32 1.341(6) . ? C32 C33 1.349(8) . ? C33 F33 1.369(6) . ? C34 C39 1.342(8) . ? C34 C35 1.405(8) . ? C35 C36 1.331(8) . ? C35 F35 1.333(6) . ? C36 C37 1.331(8) . ? C36 F36 1.339(7) . ? C37 F37 1.342(7) . ? C37 C38 1.411(8) . ? C38 F38 1.345(6) . ? C38 C39 1.354(8) . ? C39 F39 1.384(6) . ? C40 C41 1.370(8) . ? C40 C45 1.379(8) . ? C41 F41 1.347(6) . ? C41 C42 1.368(8) . ? C42 F42 1.346(7) . ? C42 C43 1.359(8) . ? C43 F43 1.340(7) . ? C43 C44 1.352(8) . ? C44 F44 1.341(6) . ? C44 C45 1.358(8) . ? C45 F45 1.353(6) . ? C46 C51 1.346(7) . ? C46 C47 1.399(8) . ? C47 C48 1.345(8) . ? C47 F47 1.355(7) . ? C48 F48 1.349(7) . ? C48 C49 1.368(8) . ? C49 F49 1.346(7) . ? C49 C50 1.361(8) . ? C50 F50 1.342(7) . ? C50 C51 1.355(8) . ? C51 F51 1.353(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 B1 C22 102.3(5) . . ? O1 B1 C16 105.2(5) . . ? C22 B1 C16 116.9(6) . . ? O1 B1 C28 110.7(5) . . ? C22 B1 C28 116.8(6) . . ? C16 B1 C28 104.4(5) . . ? O2 B2 C46 102.7(6) . . ? O2 B2 C40 107.3(6) . . ? C46 B2 C40 116.4(6) . . ? O2 B2 C34 113.3(5) . . ? C46 B2 C34 113.2(6) . . ? C40 B2 C34 104.2(6) . . ? C15 C1 C2 134.9(7) . . ? C1 C2 C7 124.7(7) . . ? C1 C2 C3 114.5(7) . . ? C7 C2 C3 120.8(7) . . ? C4 C3 C2 120.5(7) . . ? C3 C4 C5 118.8(8) . . ? C6 C5 C4 122.9(8) . . ? C5 C6 C7 119.5(8) . . ? C2 C7 C8 127.7(7) . . ? C2 C7 C6 117.4(7) . . ? C8 C7 C6 114.9(7) . . ? C9 C8 C7 128.7(7) . . ? C8 C9 C10 133.5(7) . . ? C11 C10 C9 117.2(7) . . ? C11 C10 C15 118.3(7) . . ? C9 C10 C15 124.4(7) . . ? C12 C11 C10 122.0(7) . . ? C11 C12 C13 119.2(7) . . ? C14 C13 C12 121.7(7) . . ? C13 C14 C15 120.7(8) . . ? C1 C15 C10 125.8(7) . . ? C1 C15 C14 116.2(7) . . ? C10 C15 C14 118.0(7) . . ? C17 C16 C21 111.4(6) . . ? C17 C16 B1 122.3(6) . . ? C21 C16 B1 126.3(6) . . ? C16 C17 F17 118.9(6) . . ? C16 C17 C18 127.2(7) . . ? F17 C17 C18 113.9(7) . . ? F18 C18 C17 120.5(7) . . ? F18 C18 C19 123.2(7) . . ? C17 C18 C19 116.3(7) . . ? C20 C19 F19 123.0(8) . . ? C20 C19 C18 119.3(7) . . ? F19 C19 C18 117.7(7) . . ? C19 C20 F20 117.9(7) . . ? C19 C20 C21 121.1(7) . . ? F20 C20 C21 121.0(7) . . ? F21 C21 C20 115.3(7) . . ? F21 C21 C16 120.0(6) . . ? C20 C21 C16 124.6(7) . . ? C23 C22 C27 113.4(6) . . ? C23 C22 B1 126.6(7) . . ? C27 C22 B1 119.8(7) . . ? C22 C23 C24 125.4(7) . . ? C22 C23 F23 120.3(7) . . ? C24 C23 F23 114.3(7) . . ? C23 C24 F24 122.0(8) . . ? C23 C24 C25 118.4(7) . . ? F24 C24 C25 119.5(7) . . ? C26 C25 F25 121.7(7) . . ? C26 C25 C24 118.8(7) . . ? F25 C25 C24 119.5(7) . . ? C27 C26 C25 120.6(7) . . ? C27 C26 F26 121.2(7) . . ? C25 C26 F26 118.2(7) . . ? C26 C27 F27 116.4(7) . . ? C26 C27 C22 123.3(7) . . ? F27 C27 C22 120.3(7) . . ? C33 C28 C29 111.5(6) . . ? C33 C28 B1 119.7(6) . . ? C29 C28 B1 128.6(6) . . ? C30 C29 F29 115.0(6) . . ? C30 C29 C28 124.8(7) . . ? F29 C29 C28 120.2(6) . . ? F30 C30 C31 119.0(6) . . ? F30 C30 C29 121.7(7) . . ? C31 C30 C29 119.2(7) . . ? C32 C31 C30 120.2(7) . . ? C32 C31 F31 120.0(7) . . ? C30 C31 F31 119.8(6) . . ? C31 C32 F32 120.6(7) . . ? C31 C32 C33 118.0(7) . . ? F32 C32 C33 121.4(7) . . ? C32 C33 C28 126.3(6) . . ? C32 C33 F33 116.2(7) . . ? C28 C33 F33 117.5(6) . . ? C39 C34 C35 112.3(6) . . ? C39 C34 B2 126.7(7) . . ? C35 C34 B2 120.7(6) . . ? C36 C35 F35 118.5(7) . . ? C36 C35 C34 123.6(7) . . ? F35 C35 C34 117.9(6) . . ? C35 C36 C37 121.8(7) . . ? C35 C36 F36 120.6(7) . . ? C37 C36 F36 117.6(7) . . ? C36 C37 F37 123.3(7) . . ? C36 C37 C38 118.2(7) . . ? F37 C37 C38 118.5(7) . . ? F38 C38 C39 122.6(7) . . ? F38 C38 C37 120.3(7) . . ? C39 C38 C37 117.0(6) . . ? C34 C39 C38 127.1(7) . . ? C34 C39 F39 120.4(6) . . ? C38 C39 F39 112.5(6) . . ? C41 C40 C45 112.1(6) . . ? C41 C40 B2 120.0(6) . . ? C45 C40 B2 128.0(6) . . ? F41 C41 C42 115.4(7) . . ? F41 C41 C40 119.4(6) . . ? C42 C41 C40 125.2(7) . . ? F42 C42 C43 120.5(7) . . ? F42 C42 C41 120.9(7) . . ? C43 C42 C41 118.7(7) . . ? F43 C43 C44 119.6(8) . . ? F43 C43 C42 120.7(8) . . ? C44 C43 C42 119.7(7) . . ? F44 C44 C43 119.8(7) . . ? F44 C44 C45 121.3(7) . . ? C43 C44 C45 118.9(7) . . ? F45 C45 C44 115.5(6) . . ? F45 C45 C40 119.1(6) . . ? C44 C45 C40 125.4(7) . . ? C51 C46 C47 112.5(6) . . ? C51 C46 B2 127.2(6) . . ? C47 C46 B2 120.1(6) . . ? C48 C47 F47 116.8(7) . . ? C48 C47 C46 124.8(7) . . ? F47 C47 C46 118.4(6) . . ? C47 C48 F48 120.7(8) . . ? C47 C48 C49 119.1(7) . . ? F48 C48 C49 120.2(7) . . ? F49 C49 C50 122.4(7) . . ? F49 C49 C48 119.1(7) . . ? C50 C49 C48 118.5(7) . . ? F50 C50 C51 123.2(7) . . ? F50 C50 C49 117.1(7) . . ? C51 C50 C49 119.7(7) . . ? C46 C51 F51 120.5(6) . . ? C46 C51 C50 125.3(7) . . ? F51 C51 C50 114.0(7) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C15 C1 C2 C7 -2.7(12) . . . . ? C15 C1 C2 C3 177.8(7) . . . . ? C1 C2 C3 C4 179.1(6) . . . . ? C7 C2 C3 C4 -0.4(10) . . . . ? C2 C3 C4 C5 -1.9(11) . . . . ? C3 C4 C5 C6 2.5(12) . . . . ? C4 C5 C6 C7 -0.6(12) . . . . ? C1 C2 C7 C8 3.7(11) . . . . ? C3 C2 C7 C8 -176.8(6) . . . . ? C1 C2 C7 C6 -177.3(6) . . . . ? C3 C2 C7 C6 2.2(10) . . . . ? C5 C6 C7 C2 -1.7(10) . . . . ? C5 C6 C7 C8 177.4(7) . . . . ? C2 C7 C8 C9 1.1(12) . . . . ? C6 C7 C8 C9 -177.9(7) . . . . ? C7 C8 C9 C10 -2.6(13) . . . . ? C8 C9 C10 C11 179.3(7) . . . . ? C8 C9 C10 C15 -3.3(12) . . . . ? C9 C10 C11 C12 176.2(6) . . . . ? C15 C10 C11 C12 -1.4(10) . . . . ? C10 C11 C12 C13 -0.5(11) . . . . ? C11 C12 C13 C14 2.0(11) . . . . ? C12 C13 C14 C15 -1.4(11) . . . . ? C2 C1 C15 C10 -4.6(13) . . . . ? C2 C1 C15 C14 178.7(7) . . . . ? C11 C10 C15 C1 -174.7(6) . . . . ? C9 C10 C15 C1 7.9(11) . . . . ? C11 C10 C15 C14 2.0(9) . . . . ? C9 C10 C15 C14 -175.4(6) . . . . ? C13 C14 C15 C1 176.4(6) . . . . ? C13 C14 C15 C10 -0.6(10) . . . . ? O1 B1 C16 C17 -44.1(8) . . . . ? C22 B1 C16 C17 -156.8(6) . . . . ? C28 B1 C16 C17 72.5(7) . . . . ? O1 B1 C16 C21 137.4(6) . . . . ? C22 B1 C16 C21 24.7(9) . . . . ? C28 B1 C16 C21 -106.0(7) . . . . ? C21 C16 C17 F17 178.6(5) . . . . ? B1 C16 C17 F17 -0.2(9) . . . . ? C21 C16 C17 C18 -1.0(10) . . . . ? B1 C16 C17 C18 -179.7(7) . . . . ? C16 C17 C18 F18 -176.3(6) . . . . ? F17 C17 C18 F18 4.1(9) . . . . ? C16 C17 C18 C19 3.1(11) . . . . ? F17 C17 C18 C19 -176.5(6) . . . . ? F18 C18 C19 C20 177.1(6) . . . . ? C17 C18 C19 C20 -2.2(10) . . . . ? F18 C18 C19 F19 -1.8(10) . . . . ? C17 C18 C19 F19 178.9(6) . . . . ? F19 C19 C20 F20 -0.6(10) . . . . ? C18 C19 C20 F20 -179.4(6) . . . . ? F19 C19 C20 C21 178.5(6) . . . . ? C18 C19 C20 C21 -0.3(11) . . . . ? C19 C20 C21 F21 179.7(6) . . . . ? F20 C20 C21 F21 -1.2(9) . . . . ? C19 C20 C21 C16 2.6(11) . . . . ? F20 C20 C21 C16 -178.3(6) . . . . ? C17 C16 C21 F21 -178.8(6) . . . . ? B1 C16 C21 F21 -0.2(10) . . . . ? C17 C16 C21 C20 -1.9(9) . . . . ? B1 C16 C21 C20 176.7(7) . . . . ? O1 B1 C22 C23 105.9(7) . . . . ? C16 B1 C22 C23 -139.8(7) . . . . ? C28 B1 C22 C23 -15.2(9) . . . . ? O1 B1 C22 C27 -68.7(7) . . . . ? C16 B1 C22 C27 45.6(8) . . . . ? C28 B1 C22 C27 170.2(6) . . . . ? C27 C22 C23 C24 -3.2(10) . . . . ? B1 C22 C23 C24 -178.1(6) . . . . ? C27 C22 C23 F23 179.1(5) . . . . ? B1 C22 C23 F23 4.2(10) . . . . ? C22 C23 C24 F24 179.2(6) . . . . ? F23 C23 C24 F24 -3.0(9) . . . . ? C22 C23 C24 C25 1.3(11) . . . . ? F23 C23 C24 C25 179.1(6) . . . . ? C23 C24 C25 C26 0.3(10) . . . . ? F24 C24 C25 C26 -177.7(6) . . . . ? C23 C24 C25 F25 179.4(6) . . . . ? F24 C24 C25 F25 1.4(10) . . . . ? F25 C25 C26 C27 -178.6(6) . . . . ? C24 C25 C26 C27 0.5(11) . . . . ? F25 C25 C26 F26 0.3(10) . . . . ? C24 C25 C26 F26 179.4(6) . . . . ? C25 C26 C27 F27 177.4(6) . . . . ? F26 C26 C27 F27 -1.5(9) . . . . ? C25 C26 C27 C22 -2.7(11) . . . . ? F26 C26 C27 C22 178.3(6) . . . . ? C23 C22 C27 C26 3.9(10) . . . . ? B1 C22 C27 C26 179.2(6) . . . . ? C23 C22 C27 F27 -176.3(5) . . . . ? B1 C22 C27 F27 -1.0(9) . . . . ? O1 B1 C28 C33 -179.3(6) . . . . ? C22 B1 C28 C33 -62.8(8) . . . . ? C16 B1 C28 C33 68.0(8) . . . . ? O1 B1 C28 C29 7.3(9) . . . . ? C22 B1 C28 C29 123.8(7) . . . . ? C16 B1 C28 C29 -105.5(7) . . . . ? C33 C28 C29 C30 1.1(10) . . . . ? B1 C28 C29 C30 175.0(7) . . . . ? C33 C28 C29 F29 -177.9(5) . . . . ? B1 C28 C29 F29 -4.0(10) . . . . ? F29 C29 C30 F30 -2.0(10) . . . . ? C28 C29 C30 F30 179.0(6) . . . . ? F29 C29 C30 C31 179.2(6) . . . . ? C28 C29 C30 C31 0.2(11) . . . . ? F30 C30 C31 C32 -178.8(6) . . . . ? C29 C30 C31 C32 0.0(11) . . . . ? F30 C30 C31 F31 1.6(10) . . . . ? C29 C30 C31 F31 -179.6(6) . . . . ? C30 C31 C32 F32 -179.3(6) . . . . ? F31 C31 C32 F32 0.3(10) . . . . ? C30 C31 C32 C33 -1.6(10) . . . . ? F31 C31 C32 C33 178.0(6) . . . . ? C31 C32 C33 C28 3.3(11) . . . . ? F32 C32 C33 C28 -179.0(6) . . . . ? C31 C32 C33 F33 180.0(5) . . . . ? F32 C32 C33 F33 -2.3(9) . . . . ? C29 C28 C33 C32 -2.9(10) . . . . ? B1 C28 C33 C32 -177.4(6) . . . . ? C29 C28 C33 F33 -179.5(5) . . . . ? B1 C28 C33 F33 6.0(9) . . . . ? O2 B2 C34 C39 2.1(9) . . . . ? C46 B2 C34 C39 118.5(7) . . . . ? C40 B2 C34 C39 -114.1(7) . . . . ? O2 B2 C34 C35 175.8(6) . . . . ? C46 B2 C34 C35 -67.9(8) . . . . ? C40 B2 C34 C35 59.5(8) . . . . ? C39 C34 C35 C36 -1.7(10) . . . . ? B2 C34 C35 C36 -176.2(7) . . . . ? C39 C34 C35 F35 -179.0(6) . . . . ? B2 C34 C35 F35 6.5(9) . . . . ? F35 C35 C36 C37 179.7(6) . . . . ? C34 C35 C36 C37 2.4(12) . . . . ? F35 C35 C36 F36 -3.4(10) . . . . ? C34 C35 C36 F36 179.3(6) . . . . ? C35 C36 C37 F37 177.6(7) . . . . ? F36 C36 C37 F37 0.6(11) . . . . ? C35 C36 C37 C38 -1.9(11) . . . . ? F36 C36 C37 C38 -178.9(6) . . . . ? C36 C37 C38 F38 -178.9(6) . . . . ? F37 C37 C38 F38 1.6(10) . . . . ? C36 C37 C38 C39 0.8(10) . . . . ? F37 C37 C38 C39 -178.7(6) . . . . ? C35 C34 C39 C38 0.7(10) . . . . ? B2 C34 C39 C38 174.7(7) . . . . ? C35 C34 C39 F39 178.8(5) . . . . ? B2 C34 C39 F39 -7.2(10) . . . . ? F38 C38 C39 C34 179.4(6) . . . . ? C37 C38 C39 C34 -0.3(11) . . . . ? F38 C38 C39 F39 1.2(9) . . . . ? C37 C38 C39 F39 -178.5(6) . . . . ? O2 B2 C40 C41 -46.2(8) . . . . ? C46 B2 C40 C41 -160.4(6) . . . . ? C34 B2 C40 C41 74.2(8) . . . . ? O2 B2 C40 C45 133.3(7) . . . . ? C46 B2 C40 C45 19.0(11) . . . . ? C34 B2 C40 C45 -106.4(8) . . . . ? C45 C40 C41 F41 176.4(5) . . . . ? B2 C40 C41 F41 -4.1(10) . . . . ? C45 C40 C41 C42 -2.8(10) . . . . ? B2 C40 C41 C42 176.7(7) . . . . ? F41 C41 C42 F42 1.8(10) . . . . ? C40 C41 C42 F42 -179.0(6) . . . . ? F41 C41 C42 C43 -177.7(6) . . . . ? C40 C41 C42 C43 1.5(11) . . . . ? F42 C42 C43 F43 2.7(10) . . . . ? C41 C42 C43 F43 -177.8(6) . . . . ? F42 C42 C43 C44 -177.6(6) . . . . ? C41 C42 C43 C44 1.9(11) . . . . ? F43 C43 C44 F44 -1.9(10) . . . . ? C42 C43 C44 F44 178.3(6) . . . . ? F43 C43 C44 C45 176.1(6) . . . . ? C42 C43 C44 C45 -3.7(11) . . . . ? F44 C44 C45 F45 0.9(9) . . . . ? C43 C44 C45 F45 -177.1(6) . . . . ? F44 C44 C45 C40 -179.7(6) . . . . ? C43 C44 C45 C40 2.3(11) . . . . ? C41 C40 C45 F45 -179.8(5) . . . . ? B2 C40 C45 F45 0.7(10) . . . . ? C41 C40 C45 C44 0.9(10) . . . . ? B2 C40 C45 C44 -178.6(7) . . . . ? O2 B2 C46 C51 108.1(7) . . . . ? C40 B2 C46 C51 -135.1(7) . . . . ? C34 B2 C46 C51 -14.4(9) . . . . ? O2 B2 C46 C47 -68.1(7) . . . . ? C40 B2 C46 C47 48.7(9) . . . . ? C34 B2 C46 C47 169.5(6) . . . . ? C51 C46 C47 C48 2.5(10) . . . . ? B2 C46 C47 C48 179.2(6) . . . . ? C51 C46 C47 F47 -179.6(5) . . . . ? B2 C46 C47 F47 -2.9(9) . . . . ? F47 C47 C48 F48 -0.3(10) . . . . ? C46 C47 C48 F48 177.7(6) . . . . ? F47 C47 C48 C49 178.5(6) . . . . ? C46 C47 C48 C49 -3.5(11) . . . . ? C47 C48 C49 F49 -179.0(6) . . . . ? F48 C48 C49 F49 -0.2(10) . . . . ? C47 C48 C49 C50 0.1(10) . . . . ? F48 C48 C49 C50 178.9(6) . . . . ? F49 C49 C50 F50 1.8(10) . . . . ? C48 C49 C50 F50 -177.3(6) . . . . ? F49 C49 C50 C51 -176.9(6) . . . . ? C48 C49 C50 C51 4.0(10) . . . . ? C47 C46 C51 F51 175.8(5) . . . . ? B2 C46 C51 F51 -0.6(10) . . . . ? C47 C46 C51 C50 2.0(10) . . . . ? B2 C46 C51 C50 -174.4(6) . . . . ? F50 C50 C51 C46 176.1(6) . . . . ? C49 C50 C51 C46 -5.3(11) . . . . ? F50 C50 C51 F51 1.9(9) . . . . ? C49 C50 C51 F51 -179.5(6) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O2 H2B O1 0.97(6) 1.44(6) 2.402(5) 172(5) . _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.281 _refine_diff_density_min -0.260 _refine_diff_density_rms 0.065 # Attachment '[DBS][B_C6F5_4].cif' data_aw98 _database_code_depnum_ccdc_archive 'CCDC 687300' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C39 H11 B F20' _chemical_formula_weight 870.29 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' _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 9.779(2) _cell_length_b 22.098(5) _cell_length_c 15.386(4) _cell_angle_alpha 90.00 _cell_angle_beta 96.055(4) _cell_angle_gamma 90.00 _cell_volume 3306.3(13) _cell_formula_units_Z 4 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour 'red brown' _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.3 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.748 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1720 _exptl_absorpt_coefficient_mu 0.180 _exptl_absorpt_correction_type 'Empirical (Bruker SADABS)' _exptl_absorpt_correction_T_min 0.7728 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20843 _diffrn_reflns_av_R_equivalents 0.0211 _diffrn_reflns_av_sigmaI/netI 0.0315 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 26.00 _reflns_number_total 6489 _reflns_number_gt 4557 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0428P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6489 _refine_ls_number_parameters 585 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0521 _refine_ls_R_factor_gt 0.0322 _refine_ls_wR_factor_ref 0.0802 _refine_ls_wR_factor_gt 0.0741 _refine_ls_goodness_of_fit_ref 0.979 _refine_ls_restrained_S_all 0.979 _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 B1 B 0.51722(17) 0.14659(8) 0.20529(12) 0.0281(4) Uani 1 1 d . . . C1 C 0.57858(19) 0.46767(9) 0.17269(13) 0.0469(5) Uani 1 1 d . . . H1 H 0.6412(16) 0.4980(8) 0.1951(10) 0.035(5) Uiso 1 1 d . . . C2 C 0.60147(17) 0.45027(8) 0.08712(12) 0.0404(4) Uani 1 1 d . . . C3 C 0.7112(2) 0.47993(10) 0.05117(15) 0.0534(5) Uani 1 1 d . . . H3 H 0.762(2) 0.5114(10) 0.0904(14) 0.070(7) Uiso 1 1 d . . . C4 C 0.7428(2) 0.46782(11) -0.03058(16) 0.0627(6) Uani 1 1 d . . . H4 H 0.821(2) 0.4904(11) -0.0565(15) 0.084(7) Uiso 1 1 d . . . C5 C 0.6668(2) 0.42529(11) -0.08238(17) 0.0622(6) Uani 1 1 d . . . H5 H 0.691(2) 0.4176(9) -0.1427(14) 0.069(6) Uiso 1 1 d . . . C6 C 0.5592(2) 0.39562(10) -0.05153(14) 0.0568(6) Uani 1 1 d . . . H6 H 0.5052(18) 0.3672(9) -0.0865(12) 0.052(6) Uiso 1 1 d . . . C7 C 0.52170(18) 0.40661(8) 0.03464(13) 0.0436(5) Uani 1 1 d . . . C8 C 0.4085(2) 0.37286(9) 0.05908(14) 0.0493(5) Uani 1 1 d . . . H8 H 0.368(2) 0.3457(11) 0.0058(15) 0.093(8) Uiso 1 1 d . . . C9 C 0.3534(2) 0.36995(9) 0.13615(13) 0.0473(5) Uani 1 1 d . . . H9 H 0.2715(19) 0.3398(10) 0.1369(13) 0.068(6) Uiso 1 1 d . . . C10 C 0.38588(16) 0.40157(8) 0.21633(12) 0.0389(4) Uani 1 1 d . . . C11 C 0.30873(19) 0.38516(10) 0.28556(14) 0.0496(5) Uani 1 1 d . . . H11 H 0.2505(17) 0.3530(8) 0.2789(11) 0.043(5) Uiso 1 1 d . . . C12 C 0.3259(2) 0.41484(10) 0.36500(15) 0.0541(5) Uani 1 1 d . . . H12 H 0.2743(19) 0.4015(9) 0.4095(13) 0.062(6) Uiso 1 1 d . . . C13 C 0.4191(2) 0.46255(11) 0.37729(15) 0.0582(6) Uani 1 1 d . . . H13 H 0.429(2) 0.4838(11) 0.4309(16) 0.085(8) Uiso 1 1 d . . . C14 C 0.4974(2) 0.47865(10) 0.31434(14) 0.0543(5) Uani 1 1 d . . . H14 H 0.569(2) 0.5133(11) 0.3215(14) 0.083(7) Uiso 1 1 d . . . C15 C 0.48608(17) 0.44856(8) 0.23229(12) 0.0408(4) Uani 1 1 d . . . C16 C 0.46058(14) 0.16465(7) 0.29959(10) 0.0270(3) Uani 1 1 d . . . C17 C 0.35373(14) 0.20464(8) 0.31088(10) 0.0298(4) Uani 1 1 d . . . C18 C 0.31352(16) 0.22074(8) 0.39074(11) 0.0407(4) Uani 1 1 d . . . C19 C 0.38241(19) 0.19788(10) 0.46561(12) 0.0521(5) Uani 1 1 d . . . C20 C 0.49227(18) 0.15976(10) 0.45959(11) 0.0479(5) Uani 1 1 d . . . C21 C 0.52963(15) 0.14525(8) 0.37813(11) 0.0349(4) Uani 1 1 d . . . C22 C 0.54242(14) 0.07355(7) 0.19068(11) 0.0309(4) Uani 1 1 d . . . C23 C 0.50175(15) 0.02548(8) 0.23954(11) 0.0356(4) Uani 1 1 d . . . C24 C 0.52135(17) -0.03500(8) 0.22074(13) 0.0440(5) Uani 1 1 d . . . C25 C 0.58070(19) -0.05056(9) 0.14661(14) 0.0499(5) Uani 1 1 d . . . C26 C 0.62256(18) -0.00481(9) 0.09477(12) 0.0463(5) Uani 1 1 d . . . C27 C 0.60214(16) 0.05475(8) 0.11673(11) 0.0370(4) Uani 1 1 d . . . C28 C 0.40109(14) 0.16314(7) 0.12206(10) 0.0286(4) Uani 1 1 d . . . C29 C 0.27340(15) 0.13545(7) 0.11816(11) 0.0322(4) Uani 1 1 d . . . C30 C 0.16750(16) 0.14410(8) 0.05251(12) 0.0391(4) Uani 1 1 d . . . C31 C 0.18709(18) 0.18272(8) -0.01516(11) 0.0423(4) Uani 1 1 d . . . C32 C 0.31158(18) 0.21118(8) -0.01539(11) 0.0410(4) Uani 1 1 d . . . C33 C 0.41571(16) 0.20034(8) 0.05085(11) 0.0340(4) Uani 1 1 d . . . C34 C 0.66182(14) 0.18591(7) 0.20986(10) 0.0271(3) Uani 1 1 d . . . C35 C 0.65827(14) 0.24868(7) 0.21087(10) 0.0271(3) Uani 1 1 d . . . C36 C 0.77158(15) 0.28603(7) 0.21864(10) 0.0294(4) Uani 1 1 d . . . C37 C 0.90087(15) 0.26043(7) 0.22905(10) 0.0306(4) Uani 1 1 d . . . C38 C 0.91146(14) 0.19863(8) 0.23221(10) 0.0310(4) Uani 1 1 d . . . C39 C 0.79431(15) 0.16324(7) 0.22306(10) 0.0295(4) Uani 1 1 d . . . F17 F 0.28184(8) 0.23155(4) 0.24134(6) 0.0342(2) Uani 1 1 d . . . F18 F 0.20798(10) 0.25944(6) 0.39604(7) 0.0600(3) Uani 1 1 d . . . F19 F 0.34395(13) 0.21261(8) 0.54398(7) 0.0924(5) Uani 1 1 d . . . F20 F 0.56278(12) 0.13713(7) 0.53267(7) 0.0773(4) Uani 1 1 d . . . F21 F 0.64310(9) 0.10967(5) 0.37706(6) 0.0452(3) Uani 1 1 d . . . F23 F 0.43653(9) 0.03494(4) 0.31210(7) 0.0453(3) Uani 1 1 d . . . F24 F 0.48132(11) -0.07831(5) 0.27428(8) 0.0617(3) Uani 1 1 d . . . F25 F 0.59755(13) -0.10877(5) 0.12538(8) 0.0747(4) Uani 1 1 d . . . F26 F 0.68283(12) -0.01864(6) 0.02197(7) 0.0674(4) Uani 1 1 d . . . F27 F 0.64532(10) 0.09719(5) 0.06179(6) 0.0482(3) Uani 1 1 d . . . F29 F 0.24626(8) 0.09738(4) 0.18382(6) 0.0392(2) Uani 1 1 d . . . F30 F 0.04618(10) 0.11522(5) 0.05439(7) 0.0555(3) Uani 1 1 d . . . F31 F 0.08686(11) 0.19125(5) -0.08110(7) 0.0637(3) Uani 1 1 d . . . F32 F 0.33289(12) 0.24908(5) -0.08189(6) 0.0589(3) Uani 1 1 d . . . F33 F 0.53603(9) 0.22876(5) 0.04194(6) 0.0454(3) Uani 1 1 d . . . F35 F 0.53457(8) 0.27724(4) 0.20444(6) 0.0350(2) Uani 1 1 d . . . F36 F 0.75666(9) 0.34668(4) 0.21486(7) 0.0438(3) Uani 1 1 d . . . F37 F 1.01369(9) 0.29545(5) 0.23506(7) 0.0470(3) Uani 1 1 d . . . F38 F 1.03606(8) 0.17195(4) 0.24535(7) 0.0445(3) Uani 1 1 d . . . F39 F 0.81841(9) 0.10240(4) 0.22948(7) 0.0413(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 B1 0.0247(8) 0.0312(11) 0.0288(10) 0.0000(8) 0.0051(7) 0.0013(8) C1 0.0451(10) 0.0367(11) 0.0568(13) -0.0005(10) -0.0043(10) -0.0010(9) C2 0.0421(9) 0.0317(10) 0.0466(11) 0.0005(8) 0.0018(8) 0.0077(8) C3 0.0491(11) 0.0463(13) 0.0655(15) -0.0001(11) 0.0094(10) 0.0034(10) C4 0.0644(14) 0.0566(15) 0.0710(17) 0.0021(13) 0.0245(12) 0.0114(12) C5 0.0715(15) 0.0591(15) 0.0588(15) -0.0005(12) 0.0193(12) 0.0215(12) C6 0.0650(14) 0.0480(13) 0.0552(14) -0.0121(11) -0.0042(11) 0.0136(11) C7 0.0435(10) 0.0335(11) 0.0519(12) 0.0021(9) -0.0029(9) 0.0094(8) C8 0.0520(11) 0.0381(11) 0.0546(14) -0.0013(10) -0.0092(10) 0.0019(9) C9 0.0473(11) 0.0392(11) 0.0522(13) 0.0036(9) -0.0099(9) 0.0012(9) C10 0.0361(9) 0.0318(10) 0.0466(11) 0.0046(8) -0.0064(8) 0.0066(8) C11 0.0379(10) 0.0423(12) 0.0670(15) 0.0096(11) -0.0018(10) -0.0005(9) C12 0.0541(12) 0.0556(14) 0.0538(14) 0.0094(11) 0.0111(11) 0.0031(11) C13 0.0695(14) 0.0559(14) 0.0485(14) -0.0016(11) 0.0034(11) -0.0043(11) C14 0.0608(12) 0.0500(13) 0.0507(13) -0.0019(10) 0.0003(10) -0.0073(11) C15 0.0398(9) 0.0334(10) 0.0476(11) 0.0017(9) -0.0027(8) 0.0010(8) C16 0.0240(7) 0.0288(9) 0.0286(9) 0.0001(7) 0.0038(6) -0.0046(7) C17 0.0263(8) 0.0361(10) 0.0273(9) -0.0015(7) 0.0043(7) -0.0047(7) C18 0.0337(9) 0.0521(12) 0.0376(11) -0.0101(9) 0.0102(8) 0.0017(8) C19 0.0485(11) 0.0815(16) 0.0285(11) -0.0106(10) 0.0143(9) -0.0008(11) C20 0.0448(10) 0.0739(15) 0.0236(10) 0.0052(9) -0.0026(8) -0.0048(10) C21 0.0287(8) 0.0408(11) 0.0350(10) 0.0013(8) 0.0021(7) 0.0003(7) C22 0.0233(7) 0.0333(10) 0.0357(9) -0.0041(8) 0.0002(7) 0.0009(7) C23 0.0269(8) 0.0336(10) 0.0460(11) -0.0019(8) 0.0029(7) 0.0006(7) C24 0.0373(9) 0.0298(11) 0.0630(13) 0.0020(9) -0.0039(9) -0.0002(8) C25 0.0516(11) 0.0324(11) 0.0620(14) -0.0154(10) -0.0121(10) 0.0107(9) C26 0.0454(10) 0.0505(13) 0.0415(11) -0.0176(10) -0.0023(8) 0.0145(9) C27 0.0331(8) 0.0405(11) 0.0371(10) -0.0049(8) 0.0017(7) 0.0027(8) C28 0.0302(8) 0.0312(9) 0.0250(9) -0.0065(7) 0.0054(7) 0.0039(7) C29 0.0342(8) 0.0303(10) 0.0320(9) -0.0041(7) 0.0033(7) 0.0022(7) C30 0.0309(9) 0.0417(11) 0.0429(11) -0.0113(9) -0.0042(8) -0.0009(8) C31 0.0455(10) 0.0460(12) 0.0319(10) -0.0082(9) -0.0126(8) 0.0091(9) C32 0.0560(11) 0.0430(11) 0.0234(9) -0.0018(8) 0.0019(8) 0.0042(9) C33 0.0360(9) 0.0393(10) 0.0272(9) -0.0053(8) 0.0059(7) -0.0011(8) C34 0.0273(8) 0.0317(9) 0.0229(8) -0.0005(7) 0.0060(6) 0.0014(7) C35 0.0234(7) 0.0336(9) 0.0243(8) 0.0012(7) 0.0021(6) 0.0058(7) C36 0.0367(9) 0.0255(9) 0.0260(9) 0.0024(7) 0.0034(7) 0.0016(7) C37 0.0262(8) 0.0355(10) 0.0302(9) 0.0017(7) 0.0026(6) -0.0051(7) C38 0.0225(7) 0.0381(10) 0.0326(9) 0.0011(8) 0.0047(6) 0.0050(7) C39 0.0317(8) 0.0271(9) 0.0304(9) 0.0002(7) 0.0069(7) 0.0025(7) F17 0.0280(4) 0.0399(6) 0.0352(5) -0.0006(4) 0.0047(4) 0.0066(4) F18 0.0498(6) 0.0813(9) 0.0519(7) -0.0161(6) 0.0195(5) 0.0194(6) F19 0.0883(9) 0.1620(15) 0.0294(7) -0.0157(8) 0.0182(6) 0.0272(9) F20 0.0708(8) 0.1291(12) 0.0298(6) 0.0140(7) -0.0055(6) 0.0146(8) F21 0.0383(5) 0.0526(7) 0.0435(6) 0.0086(5) -0.0017(4) 0.0101(5) F23 0.0453(5) 0.0379(6) 0.0556(7) 0.0066(5) 0.0185(5) 0.0003(5) F24 0.0597(7) 0.0309(6) 0.0930(9) 0.0082(6) 0.0018(6) -0.0020(5) F25 0.0984(9) 0.0372(7) 0.0836(9) -0.0232(6) -0.0128(7) 0.0195(6) F26 0.0806(8) 0.0704(8) 0.0512(7) -0.0260(6) 0.0064(6) 0.0283(7) F27 0.0543(6) 0.0537(7) 0.0390(6) -0.0057(5) 0.0164(5) 0.0059(5) F29 0.0315(5) 0.0420(6) 0.0442(6) 0.0026(5) 0.0035(4) -0.0039(4) F30 0.0358(5) 0.0630(8) 0.0644(7) -0.0056(6) -0.0106(5) -0.0080(5) F31 0.0624(7) 0.0727(9) 0.0493(7) -0.0021(6) -0.0260(6) 0.0058(6) F32 0.0799(8) 0.0665(8) 0.0281(6) 0.0093(5) -0.0048(5) -0.0030(6) F33 0.0460(6) 0.0604(7) 0.0310(6) 0.0058(5) 0.0086(4) -0.0098(5) F35 0.0275(4) 0.0339(5) 0.0434(6) 0.0011(4) 0.0034(4) 0.0075(4) F36 0.0407(5) 0.0290(6) 0.0602(7) 0.0031(5) -0.0015(5) 0.0002(4) F37 0.0307(5) 0.0395(6) 0.0697(7) 0.0026(5) 0.0002(5) -0.0076(4) F38 0.0231(4) 0.0428(6) 0.0673(7) 0.0011(5) 0.0038(4) 0.0051(4) F39 0.0297(5) 0.0291(6) 0.0650(7) 0.0002(5) 0.0051(4) 0.0049(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag B1 C22 1.652(2) . ? B1 C34 1.655(2) . ? B1 C16 1.655(2) . ? B1 C28 1.660(2) . ? C1 C2 1.412(3) . ? C1 C15 1.419(3) . ? C2 C3 1.419(3) . ? C2 C7 1.435(2) . ? C3 C4 1.353(3) . ? C4 C5 1.395(3) . ? C5 C6 1.367(3) . ? C6 C7 1.433(3) . ? C7 C8 1.418(3) . ? C8 C9 1.355(3) . ? C9 C10 1.424(3) . ? C10 C11 1.416(3) . ? C10 C15 1.431(2) . ? C11 C12 1.382(3) . ? C12 C13 1.394(3) . ? C13 C14 1.344(3) . ? C14 C15 1.421(3) . ? C16 C21 1.388(2) . ? C16 C17 1.393(2) . ? C17 F17 1.3542(18) . ? C17 C18 1.376(2) . ? C18 F18 1.3493(19) . ? C18 C19 1.368(3) . ? C19 F19 1.340(2) . ? C19 C20 1.376(3) . ? C20 F20 1.351(2) . ? C20 C21 1.380(2) . ? C21 F21 1.3615(18) . ? C22 C23 1.384(2) . ? C22 C27 1.396(2) . ? C23 F23 1.3590(19) . ? C23 C24 1.385(2) . ? C24 F24 1.347(2) . ? C24 C25 1.377(3) . ? C25 F25 1.341(2) . ? C25 C26 1.377(3) . ? C26 F26 1.354(2) . ? C26 C27 1.379(3) . ? C27 F27 1.359(2) . ? C28 C29 1.386(2) . ? C28 C33 1.389(2) . ? C29 F29 1.3622(18) . ? C29 C30 1.382(2) . ? C30 F30 1.3502(18) . ? C30 C31 1.375(3) . ? C31 F31 1.3476(19) . ? C31 C32 1.371(2) . ? C32 F32 1.355(2) . ? C32 C33 1.383(2) . ? C33 F33 1.3534(18) . ? C34 C39 1.384(2) . ? C34 C35 1.388(2) . ? C35 F35 1.3588(16) . ? C35 C36 1.377(2) . ? C36 F36 1.3488(18) . ? C36 C37 1.379(2) . ? C37 F37 1.3428(17) . ? C37 C38 1.370(2) . ? C38 F38 1.3495(16) . ? C38 C39 1.382(2) . ? C39 F39 1.3666(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 C22 B1 C34 112.32(12) . . ? C22 B1 C16 115.04(13) . . ? C34 B1 C16 101.52(12) . . ? C22 B1 C28 102.13(13) . . ? C34 B1 C28 115.41(13) . . ? C16 B1 C28 110.98(12) . . ? C2 C1 C15 134.13(19) . . ? C1 C2 C3 116.01(18) . . ? C1 C2 C7 125.29(17) . . ? C3 C2 C7 118.68(18) . . ? C4 C3 C2 121.8(2) . . ? C3 C4 C5 120.3(2) . . ? C6 C5 C4 120.5(2) . . ? C5 C6 C7 121.4(2) . . ? C8 C7 C6 116.05(19) . . ? C8 C7 C2 126.71(18) . . ? C6 C7 C2 117.24(18) . . ? C9 C8 C7 130.6(2) . . ? C8 C9 C10 131.46(19) . . ? C11 C10 C9 115.99(18) . . ? C11 C10 C15 117.79(17) . . ? C9 C10 C15 126.20(17) . . ? C12 C11 C10 121.3(2) . . ? C11 C12 C13 119.7(2) . . ? C14 C13 C12 121.1(2) . . ? C13 C14 C15 121.3(2) . . ? C1 C15 C14 116.09(18) . . ? C1 C15 C10 125.23(18) . . ? C14 C15 C10 118.68(17) . . ? C21 C16 C17 112.93(14) . . ? C21 C16 B1 120.76(13) . . ? C17 C16 B1 125.93(14) . . ? F17 C17 C18 114.75(14) . . ? F17 C17 C16 120.91(13) . . ? C18 C17 C16 124.34(15) . . ? F18 C18 C19 119.66(15) . . ? F18 C18 C17 120.69(16) . . ? C19 C18 C17 119.64(16) . . ? F19 C19 C18 120.51(17) . . ? F19 C19 C20 120.29(18) . . ? C18 C19 C20 119.20(16) . . ? F20 C20 C19 120.26(17) . . ? F20 C20 C21 120.61(17) . . ? C19 C20 C21 119.13(16) . . ? F21 C21 C20 116.07(15) . . ? F21 C21 C16 119.33(14) . . ? C20 C21 C16 124.60(15) . . ? C23 C22 C27 112.53(16) . . ? C23 C22 B1 128.37(14) . . ? C27 C22 B1 118.89(15) . . ? F23 C23 C22 120.99(15) . . ? F23 C23 C24 114.03(15) . . ? C22 C23 C24 124.98(16) . . ? F24 C24 C25 120.27(17) . . ? F24 C24 C23 120.14(17) . . ? C25 C24 C23 119.59(18) . . ? F25 C25 C26 120.76(19) . . ? F25 C25 C24 120.96(19) . . ? C26 C25 C24 118.27(17) . . ? F26 C26 C25 119.70(17) . . ? F26 C26 C27 120.33(19) . . ? C25 C26 C27 119.97(17) . . ? F27 C27 C26 116.34(15) . . ? F27 C27 C22 119.05(15) . . ? C26 C27 C22 124.60(18) . . ? C29 C28 C33 113.22(14) . . ? C29 C28 B1 118.42(14) . . ? C33 C28 B1 128.30(13) . . ? F29 C29 C30 115.98(14) . . ? F29 C29 C28 119.05(14) . . ? C30 C29 C28 124.96(16) . . ? F30 C30 C31 120.17(15) . . ? F30 C30 C29 120.76(16) . . ? C31 C30 C29 119.07(15) . . ? F31 C31 C32 120.64(17) . . ? F31 C31 C30 120.57(16) . . ? C32 C31 C30 118.78(15) . . ? F32 C32 C31 119.53(16) . . ? F32 C32 C33 120.22(16) . . ? C31 C32 C33 120.24(17) . . ? F33 C33 C32 115.16(15) . . ? F33 C33 C28 121.16(14) . . ? C32 C33 C28 123.68(15) . . ? C39 C34 C35 112.60(13) . . ? C39 C34 B1 126.78(14) . . ? C35 C34 B1 120.20(13) . . ? F35 C35 C36 115.48(14) . . ? F35 C35 C34 119.12(13) . . ? C36 C35 C34 125.41(13) . . ? F36 C36 C35 120.63(13) . . ? F36 C36 C37 120.42(14) . . ? C35 C36 C37 118.94(14) . . ? F37 C37 C38 120.90(13) . . ? F37 C37 C36 120.55(14) . . ? C38 C37 C36 118.55(14) . . ? F38 C38 C37 120.29(14) . . ? F38 C38 C39 119.58(14) . . ? C37 C38 C39 120.12(14) . . ? F39 C39 C38 114.49(13) . . ? F39 C39 C34 121.22(13) . . ? C38 C39 C34 124.28(15) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C15 C1 C2 C3 -177.4(2) . . . . ? C15 C1 C2 C7 3.9(3) . . . . ? C1 C2 C3 C4 -179.26(19) . . . . ? C7 C2 C3 C4 -0.4(3) . . . . ? C2 C3 C4 C5 0.1(3) . . . . ? C3 C4 C5 C6 0.4(3) . . . . ? C4 C5 C6 C7 -0.6(3) . . . . ? C5 C6 C7 C8 -179.80(19) . . . . ? C5 C6 C7 C2 0.2(3) . . . . ? C1 C2 C7 C8 -1.0(3) . . . . ? C3 C2 C7 C8 -179.69(18) . . . . ? C1 C2 C7 C6 178.95(17) . . . . ? C3 C2 C7 C6 0.3(2) . . . . ? C6 C7 C8 C9 175.6(2) . . . . ? C2 C7 C8 C9 -4.5(3) . . . . ? C7 C8 C9 C10 3.5(4) . . . . ? C8 C9 C10 C11 -177.77(19) . . . . ? C8 C9 C10 C15 3.5(3) . . . . ? C9 C10 C11 C12 -176.57(17) . . . . ? C15 C10 C11 C12 2.2(3) . . . . ? C10 C11 C12 C13 1.0(3) . . . . ? C11 C12 C13 C14 -2.9(3) . . . . ? C12 C13 C14 C15 1.3(3) . . . . ? C2 C1 C15 C14 179.9(2) . . . . ? C2 C1 C15 C10 0.8(3) . . . . ? C13 C14 C15 C1 -177.13(19) . . . . ? C13 C14 C15 C10 2.0(3) . . . . ? C11 C10 C15 C1 175.34(17) . . . . ? C9 C10 C15 C1 -6.0(3) . . . . ? C11 C10 C15 C14 -3.7(2) . . . . ? C9 C10 C15 C14 174.98(17) . . . . ? C22 B1 C16 C21 53.28(19) . . . . ? C34 B1 C16 C21 -68.25(18) . . . . ? C28 B1 C16 C21 168.58(14) . . . . ? C22 B1 C16 C17 -134.38(15) . . . . ? C34 B1 C16 C17 104.09(16) . . . . ? C28 B1 C16 C17 -19.1(2) . . . . ? C21 C16 C17 F17 175.13(13) . . . . ? B1 C16 C17 F17 2.3(2) . . . . ? C21 C16 C17 C18 -4.0(2) . . . . ? B1 C16 C17 C18 -176.84(15) . . . . ? F17 C17 C18 F18 1.4(2) . . . . ? C16 C17 C18 F18 -179.39(15) . . . . ? F17 C17 C18 C19 -177.71(16) . . . . ? C16 C17 C18 C19 1.5(3) . . . . ? F18 C18 C19 F19 1.5(3) . . . . ? C17 C18 C19 F19 -179.39(17) . . . . ? F18 C18 C19 C20 -178.24(17) . . . . ? C17 C18 C19 C20 0.9(3) . . . . ? F19 C19 C20 F20 -0.4(3) . . . . ? C18 C19 C20 F20 179.30(18) . . . . ? F19 C19 C20 C21 179.91(18) . . . . ? C18 C19 C20 C21 -0.4(3) . . . . ? F20 C20 C21 F21 -2.7(3) . . . . ? C19 C20 C21 F21 176.98(17) . . . . ? F20 C20 C21 C16 177.71(17) . . . . ? C19 C20 C21 C16 -2.6(3) . . . . ? C17 C16 C21 F21 -175.00(13) . . . . ? B1 C16 C21 F21 -1.7(2) . . . . ? C17 C16 C21 C20 4.6(2) . . . . ? B1 C16 C21 C20 177.83(16) . . . . ? C34 B1 C22 C23 127.10(16) . . . . ? C16 B1 C22 C23 11.6(2) . . . . ? C28 B1 C22 C23 -108.66(17) . . . . ? C34 B1 C22 C27 -58.63(18) . . . . ? C16 B1 C22 C27 -174.10(13) . . . . ? C28 B1 C22 C27 65.60(16) . . . . ? C27 C22 C23 F23 -177.37(13) . . . . ? B1 C22 C23 F23 -2.8(2) . . . . ? C27 C22 C23 C24 2.3(2) . . . . ? B1 C22 C23 C24 176.88(15) . . . . ? F23 C23 C24 F24 -2.3(2) . . . . ? C22 C23 C24 F24 178.00(15) . . . . ? F23 C23 C24 C25 177.08(15) . . . . ? C22 C23 C24 C25 -2.6(3) . . . . ? F24 C24 C25 F25 1.2(3) . . . . ? C23 C24 C25 F25 -178.14(16) . . . . ? F24 C24 C25 C26 -178.70(16) . . . . ? C23 C24 C25 C26 1.9(3) . . . . ? F25 C25 C26 F26 -0.7(3) . . . . ? C24 C25 C26 F26 179.20(15) . . . . ? F25 C25 C26 C27 178.81(16) . . . . ? C24 C25 C26 C27 -1.3(3) . . . . ? F26 C26 C27 F27 0.1(2) . . . . ? C25 C26 C27 F27 -179.46(15) . . . . ? F26 C26 C27 C22 -179.30(14) . . . . ? C25 C26 C27 C22 1.2(3) . . . . ? C23 C22 C27 F27 179.07(14) . . . . ? B1 C22 C27 F27 3.9(2) . . . . ? C23 C22 C27 C26 -1.6(2) . . . . ? B1 C22 C27 C26 -176.71(15) . . . . ? C22 B1 C28 C29 62.98(16) . . . . ? C34 B1 C28 C29 -174.88(13) . . . . ? C16 B1 C28 C29 -60.12(18) . . . . ? C22 B1 C28 C33 -113.95(17) . . . . ? C34 B1 C28 C33 8.2(2) . . . . ? C16 B1 C28 C33 122.96(17) . . . . ? C33 C28 C29 F29 179.49(13) . . . . ? B1 C28 C29 F29 2.1(2) . . . . ? C33 C28 C29 C30 -1.7(2) . . . . ? B1 C28 C29 C30 -179.10(15) . . . . ? F29 C29 C30 F30 -1.0(2) . . . . ? C28 C29 C30 F30 -179.78(15) . . . . ? F29 C29 C30 C31 179.01(15) . . . . ? C28 C29 C30 C31 0.2(3) . . . . ? F30 C30 C31 F31 -1.3(3) . . . . ? C29 C30 C31 F31 178.70(15) . . . . ? F30 C30 C31 C32 -179.75(15) . . . . ? C29 C30 C31 C32 0.3(3) . . . . ? F31 C31 C32 F32 1.2(3) . . . . ? C30 C31 C32 F32 179.59(16) . . . . ? F31 C31 C32 C33 -177.50(16) . . . . ? C30 C31 C32 C33 0.9(3) . . . . ? F32 C32 C33 F33 -1.5(2) . . . . ? C31 C32 C33 F33 177.17(15) . . . . ? F32 C32 C33 C28 178.62(15) . . . . ? C31 C32 C33 C28 -2.7(3) . . . . ? C29 C28 C33 F33 -176.91(14) . . . . ? B1 C28 C33 F33 0.1(3) . . . . ? C29 C28 C33 C32 3.0(2) . . . . ? B1 C28 C33 C32 -179.97(16) . . . . ? C22 B1 C34 C39 -16.1(2) . . . . ? C16 B1 C34 C39 107.32(17) . . . . ? C28 B1 C34 C39 -132.60(16) . . . . ? C22 B1 C34 C35 171.92(14) . . . . ? C16 B1 C34 C35 -64.68(17) . . . . ? C28 B1 C34 C35 55.40(19) . . . . ? C39 C34 C35 F35 -175.75(13) . . . . ? B1 C34 C35 F35 -2.7(2) . . . . ? C39 C34 C35 C36 3.7(2) . . . . ? B1 C34 C35 C36 176.81(14) . . . . ? F35 C35 C36 F36 -3.6(2) . . . . ? C34 C35 C36 F36 176.93(14) . . . . ? F35 C35 C36 C37 177.40(13) . . . . ? C34 C35 C36 C37 -2.1(2) . . . . ? F36 C36 C37 F37 -0.4(2) . . . . ? C35 C36 C37 F37 178.65(14) . . . . ? F36 C36 C37 C38 -179.73(14) . . . . ? C35 C36 C37 C38 -0.7(2) . . . . ? F37 C37 C38 F38 2.9(2) . . . . ? C36 C37 C38 F38 -177.70(14) . . . . ? F37 C37 C38 C39 -177.89(14) . . . . ? C36 C37 C38 C39 1.5(2) . . . . ? F38 C38 C39 F39 0.6(2) . . . . ? C37 C38 C39 F39 -178.52(14) . . . . ? F38 C38 C39 C34 179.64(14) . . . . ? C37 C38 C39 C34 0.5(2) . . . . ? C35 C34 C39 F39 176.04(13) . . . . ? B1 C34 C39 F39 3.5(2) . . . . ? C35 C34 C39 C38 -2.9(2) . . . . ? B1 C34 C39 C38 -175.40(15) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.272 _refine_diff_density_min -0.193 _refine_diff_density_rms 0.035