# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2011 data_global _journal_coden_Cambridge 182 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name 'Das, Amitava' 'Das, Priyadip' 'Mandal, Amal' 'Kesharwani, Manoj' 'Ganguly, Bishwajit' 'Eringathodi, Suresh' _publ_contact_author_name 'Dr Amitava Das' _publ_contact_author_email amitava@csmcri.org _publ_section_title ; Receptor Design and Extraction of Inorganic Fluoride Ion From Aqueous Medium ; # Attachment '- Active Methylene structure.cif' data_daspf6m _database_code_depnum_ccdc_archive 'CCDC 820815' #TrackingRef '- Active Methylene structure.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C52 H40 F12 O2 P4' _chemical_formula_weight 1048.72 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 P21/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 9.9019(7) _cell_length_b 46.048(3) _cell_length_c 10.1448(8) _cell_angle_alpha 90.00 _cell_angle_beta 92.684(2) _cell_angle_gamma 90.00 _cell_volume 4620.6(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description PLATES _exptl_crystal_colour 'Pale Green' _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.508 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2144 _exptl_absorpt_coefficient_mu 0.255 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_process_detail 'BRUKER SADAABS' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'BRUKER SMART APEX CCD DIFFRACTOMETER' _diffrn_measurement_method 'OMEGA-PHI SCAN' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23251 _diffrn_reflns_av_R_equivalents 0.1533 _diffrn_reflns_av_sigmaI/netI 0.1856 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -54 _diffrn_reflns_limit_k_max 54 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.77 _diffrn_reflns_theta_max 25.00 _reflns_number_total 8123 _reflns_number_gt 5530 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER SMART' _computing_cell_refinement 'BRUKER SMART' _computing_data_reduction 'BRUKER SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics MERCURY _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^)+(0.0317P)^2^+91.7535P] 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 8123 _refine_ls_number_parameters 281 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2328 _refine_ls_R_factor_gt 0.1780 _refine_ls_wR_factor_ref 0.3250 _refine_ls_wR_factor_gt 0.2998 _refine_ls_goodness_of_fit_ref 1.214 _refine_ls_restrained_S_all 1.214 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.1219(3) 0.06223(6) 0.0909(3) 0.0062(6) Uiso 1 d . . . P2 P 0.3061(3) 0.15886(6) 0.4156(3) 0.0044(6) Uiso 1 d . . . O1 O 0.2881(8) 0.22318(18) -0.0741(8) 0.020(2) Uiso 1 d . . . O2 O -0.0618(8) 0.13903(17) -0.2283(8) 0.0136(18) Uiso 1 d . . . C1 C -0.0452(11) 0.0684(2) 0.0194(10) 0.007(2) Uiso 1 d . . . C2 C 0.2839(10) 0.1456(2) 0.1470(10) 0.005(2) Uiso 1 d . . . C3 C 0.2870(11) 0.1714(2) 0.0751(11) 0.012(3) Uiso 1 d . . . H3 H 0.3505 0.1855 0.1001 0.014 Uiso 1 calc R . . C4 C 0.1857(11) 0.0943(2) 0.1782(11) 0.008(2) Uiso 1 d . . . H4A H 0.1291 0.0975 0.2523 0.010 Uiso 1 calc R . . H4B H 0.2756 0.0898 0.2143 0.010 Uiso 1 calc R . . C5 C 0.1100(10) 0.1549(2) -0.0738(10) 0.005(2) Uiso 1 d . . . C6 C 0.1019(11) 0.2096(2) -0.2162(11) 0.011(2) Uiso 1 d . . . C7 C 0.1945(10) 0.1232(2) 0.1030(10) 0.005(2) Uiso 1 d . . . C8 C 0.0086(10) 0.1880(2) -0.2569(10) 0.005(2) Uiso 1 d . . . C9 C 0.0073(12) 0.2411(3) -0.3880(12) 0.015(3) Uiso 1 d . . . H9 H 0.0066 0.2588 -0.4322 0.018 Uiso 1 calc R . . C10 C 0.3766(10) 0.1432(2) 0.2682(10) 0.005(2) Uiso 1 d . . . H10A H 0.4610 0.1530 0.2517 0.006 Uiso 1 calc R . . H10B H 0.3968 0.1229 0.2847 0.006 Uiso 1 calc R . . C11 C 0.1980(12) 0.1099(2) 0.5190(11) 0.012(3) Uiso 1 d . . . H11 H 0.2876 0.1059 0.5441 0.014 Uiso 1 calc R . . C12 C 0.2634(11) 0.1963(2) 0.3858(11) 0.009(2) Uiso 1 d . . . C13 C 0.2027(11) 0.2049(2) -0.1048(11) 0.012(3) Uiso 1 d . . . C14 C 0.2277(12) 0.0266(2) 0.2912(11) 0.014(3) Uiso 1 d . . . H14 H 0.3081 0.0368 0.2832 0.017 Uiso 1 calc R . . C15 C -0.0815(11) 0.1928(2) -0.3605(10) 0.008(2) Uiso 1 d . . . H15 H -0.1417 0.1783 -0.3875 0.009 Uiso 1 calc R . . C16 C 0.0323(11) 0.1417(2) 0.4210(11) 0.010(2) Uiso 1 d . . . H16 H 0.0090 0.1593 0.3812 0.011 Uiso 1 calc R . . C17 C 0.1086(11) 0.1293(2) -0.0051(10) 0.006(2) Uiso 1 d . . . H17 H 0.0462 0.1152 -0.0328 0.008 Uiso 1 calc R . . C18 C 0.4287(11) 0.1558(2) 0.5516(11) 0.011(2) Uiso 1 d . . . C19 C 0.2216(12) 0.0041(3) 0.3792(12) 0.017(3) Uiso 1 d . . . H19 H 0.2980 -0.0009 0.4311 0.021 Uiso 1 calc R . . C20 C 0.0120(10) 0.1593(2) -0.1891(10) 0.006(2) Uiso 1 d . . . C21 C -0.0069(11) 0.0190(2) 0.2250(11) 0.009(2) Uiso 1 d . . . H21 H -0.0833 0.0240 0.1731 0.011 Uiso 1 calc R . . C22 C -0.1400(11) 0.0814(2) 0.0958(12) 0.013(3) Uiso 1 d . . . H22 H -0.1166 0.0871 0.1818 0.016 Uiso 1 calc R . . C23 C 0.1643(10) 0.1365(2) 0.4584(10) 0.003(2) Uiso 1 d . . . C24 C 0.2345(11) 0.0500(2) -0.0314(11) 0.009(2) Uiso 1 d . . . C25 C 0.1518(11) 0.2047(2) 0.3040(11) 0.011(3) Uiso 1 d . . . H25 H 0.0955 0.1908 0.2639 0.013 Uiso 1 calc R . . C26 C -0.0332(11) 0.0961(2) 0.5030(11) 0.009(2) Uiso 1 d . . . H26 H -0.1006 0.0827 0.5199 0.011 Uiso 1 calc R . . C27 C 0.1012(11) 0.2358(2) -0.2817(11) 0.008(2) Uiso 1 d . . . H27 H 0.1630 0.2501 -0.2557 0.010 Uiso 1 calc R . . C28 C 0.5492(11) 0.1407(2) 0.5379(11) 0.010(2) Uiso 1 d . . . H28 H 0.5700 0.1331 0.4564 0.012 Uiso 1 calc R . . C29 C 0.2088(12) 0.2549(3) 0.3408(12) 0.016(3) Uiso 1 d . . . H29 H 0.1903 0.2745 0.3261 0.020 Uiso 1 calc R . . C30 C 0.3193(13) 0.2468(3) 0.4204(13) 0.022(3) Uiso 1 d . . . H30 H 0.3764 0.2608 0.4581 0.026 Uiso 1 calc R . . C31 C 0.6071(12) 0.1489(2) 0.7661(12) 0.016(3) Uiso 1 d . . . H31 H 0.6661 0.1461 0.8391 0.020 Uiso 1 calc R . . C32 C -0.2695(12) 0.0860(3) 0.0439(12) 0.018(3) Uiso 1 d . . . H32 H -0.3336 0.0946 0.0953 0.021 Uiso 1 calc R . . C33 C 0.0979(12) 0.0896(3) 0.5416(11) 0.015(3) Uiso 1 d . . . H33 H 0.1194 0.0719 0.5821 0.018 Uiso 1 calc R . . C34 C 0.3445(12) 0.2180(2) 0.4438(11) 0.013(3) Uiso 1 d . . . H34 H 0.4175 0.2128 0.4998 0.015 Uiso 1 calc R . . C35 C 0.2731(12) 0.0212(3) -0.0356(12) 0.015(3) Uiso 1 d . . . H35 H 0.2433 0.0084 0.0278 0.018 Uiso 1 calc R . . C36 C -0.0841(12) 0.2193(2) -0.4257(12) 0.012(3) Uiso 1 d . . . H36 H -0.1472 0.2225 -0.4950 0.015 Uiso 1 calc R . . C37 C 0.1987(11) 0.1767(2) -0.0324(11) 0.008(2) Uiso 1 d . . . C38 C -0.0683(12) 0.1213(2) 0.4412(11) 0.011(3) Uiso 1 d . . . H38 H -0.1574 0.1248 0.4128 0.013 Uiso 1 calc R . . C39 C 0.1269(12) 0.2342(3) 0.2838(12) 0.016(3) Uiso 1 d . . . H39 H 0.0528 0.2399 0.2302 0.020 Uiso 1 calc R . . C40 C 0.1131(11) 0.0342(2) 0.2140(10) 0.006(2) Uiso 1 d . . . C41 C 0.2790(12) 0.0689(3) -0.1291(11) 0.015(3) Uiso 1 d . . . H41 H 0.2525 0.0883 -0.1294 0.018 Uiso 1 calc R . . C42 C -0.0788(12) 0.0594(3) -0.1116(12) 0.018(3) Uiso 1 d . . . H42 H -0.0153 0.0506 -0.1631 0.021 Uiso 1 calc R . . C43 C 0.3964(13) 0.0296(3) -0.2275(13) 0.023(3) Uiso 1 d . . . H43 H 0.4479 0.0227 -0.2952 0.028 Uiso 1 calc R . . C44 C 0.3616(13) 0.0588(3) -0.2241(12) 0.022(3) Uiso 1 d . . . H44 H 0.3943 0.0716 -0.2862 0.026 Uiso 1 calc R . . C45 C 0.6376(12) 0.1370(2) 0.6460(11) 0.011(2) Uiso 1 d . . . H45 H 0.7174 0.1267 0.6380 0.013 Uiso 1 calc R . . C46 C -0.0112(12) -0.0037(3) 0.3151(12) 0.015(3) Uiso 1 d . . . H46 H -0.0913 -0.0139 0.3244 0.018 Uiso 1 calc R . . C47 C 0.1038(11) -0.0112(2) 0.3913(11) 0.009(2) Uiso 1 d . . . H47 H 0.1009 -0.0266 0.4505 0.011 Uiso 1 calc R . . C48 C 0.4919(13) 0.1645(3) 0.7789(14) 0.026(3) Uiso 1 d . . . H48 H 0.4739 0.1727 0.8598 0.031 Uiso 1 calc R . . C49 C -0.3045(13) 0.0778(3) -0.0839(13) 0.022(3) Uiso 1 d . . . H49 H -0.3914 0.0812 -0.1191 0.026 Uiso 1 calc R . . C50 C 0.4002(13) 0.1682(3) 0.6709(12) 0.022(3) Uiso 1 d . . . H50 H 0.3213 0.1788 0.6795 0.026 Uiso 1 calc R . . C51 C -0.2096(12) 0.0643(3) -0.1598(13) 0.021(3) Uiso 1 d . . . H51 H -0.2346 0.0585 -0.2453 0.025 Uiso 1 calc R . . C52 C 0.3557(13) 0.0108(3) -0.1326(12) 0.022(3) Uiso 1 d . . . H52 H 0.3827 -0.0085 -0.1329 0.027 Uiso 1 calc R . . P3 P 0.5872(3) 0.05959(6) 0.3890(3) 0.0083(6) Uiso 1 d . . . F1 F 0.5240(7) 0.02946(14) 0.4294(7) 0.0193(16) Uiso 1 d . . . F2 F 0.5295(7) 0.05480(14) 0.2396(7) 0.0192(16) Uiso 1 d . . . F3 F 0.4491(7) 0.07573(14) 0.4220(6) 0.0183(16) Uiso 1 d . . . F4 F 0.6501(6) 0.09032(14) 0.3467(6) 0.0163(15) Uiso 1 d . . . F5 F 0.6424(7) 0.06475(15) 0.5368(7) 0.0234(17) Uiso 1 d . . . F6 F 0.7253(7) 0.04376(15) 0.3545(7) 0.0226(17) Uiso 1 d . . . P4 P 0.7445(3) 0.17677(7) 0.1533(3) 0.0156(7) Uiso 1 d . . . F7 F 0.6536(9) 0.15007(18) 0.1016(9) 0.045(2) Uiso 1 d . . . F8 F 0.6158(10) 0.1961(2) 0.1516(10) 0.057(3) Uiso 1 d . . . F9 F 0.7678(10) 0.1847(2) 0.0034(10) 0.056(3) Uiso 1 d . . . F10 F 0.8321(9) 0.20388(19) 0.1995(9) 0.047(2) Uiso 1 d . . . F11 F 0.8770(9) 0.15720(19) 0.1551(9) 0.049(2) Uiso 1 d . . . F12 F 0.7201(10) 0.1684(2) 0.2995(9) 0.056(3) Uiso 1 d . . . _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 C24 1.797(11) . ? P1 C1 1.798(11) . ? P1 C40 1.801(11) . ? P1 C4 1.820(11) . ? P2 C12 1.797(11) . ? P2 C18 1.801(11) . ? P2 C23 1.811(10) . ? P2 C10 1.827(10) . ? O1 C13 1.224(13) . ? O2 C20 1.241(12) . ? C1 C22 1.383(15) . ? C1 C42 1.415(16) . ? C2 C3 1.397(15) . ? C2 C7 1.418(14) . ? C2 C10 1.503(14) . ? C3 C37 1.387(15) . ? C3 H3 0.9300 . ? C4 C7 1.536(14) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C17 1.370(14) . ? C5 C37 1.387(15) . ? C5 C20 1.499(14) . ? C6 C27 1.379(15) . ? C6 C8 1.407(15) . ? C6 C13 1.488(16) . ? C7 C17 1.385(14) . ? C8 C15 1.366(15) . ? C8 C20 1.487(14) . ? C9 C36 1.393(16) . ? C9 C27 1.411(15) . ? C9 H9 0.9300 . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C33 1.391(16) . ? C11 C23 1.402(15) . ? C11 H11 0.9300 . ? C12 C34 1.396(15) . ? C12 C25 1.405(15) . ? C13 C37 1.490(15) . ? C14 C19 1.372(16) . ? C14 C40 1.393(15) . ? C14 H14 0.9300 . ? C15 C36 1.384(15) . ? C15 H15 0.9300 . ? C16 C23 1.365(14) . ? C16 C38 1.392(15) . ? C16 H16 0.9300 . ? C17 H17 0.9300 . ? C18 C50 1.378(16) . ? C18 C28 1.394(15) . ? C19 C47 1.372(16) . ? C19 H19 0.9300 . ? C21 C40 1.387(15) . ? C21 C46 1.391(16) . ? C21 H21 0.9300 . ? C22 C32 1.379(16) . ? C22 H22 0.9300 . ? C24 C35 1.383(15) . ? C24 C41 1.405(15) . ? C25 C39 1.395(16) . ? C25 H25 0.9300 . ? C26 C38 1.355(15) . ? C26 C33 1.372(15) . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? C28 C45 1.381(15) . ? C28 H28 0.9300 . ? C29 C39 1.363(16) . ? C29 C30 1.382(17) . ? C29 H29 0.9300 . ? C30 C34 1.366(16) . ? C30 H30 0.9300 . ? C31 C48 1.360(17) . ? C31 C45 1.380(16) . ? C31 H31 0.9300 . ? C32 C49 1.378(17) . ? C32 H32 0.9300 . ? C33 H33 0.9300 . ? C34 H34 0.9300 . ? C35 C52 1.392(17) . ? C35 H35 0.9300 . ? C36 H36 0.9300 . ? C38 H38 0.9300 . ? C39 H39 0.9300 . ? C41 C44 1.374(16) . ? C41 H41 0.9300 . ? C42 C51 1.381(16) . ? C42 H42 0.9300 . ? C43 C52 1.369(17) . ? C43 C44 1.390(17) . ? C43 H43 0.9300 . ? C44 H44 0.9300 . ? C45 H45 0.9300 . ? C46 C47 1.390(16) . ? C46 H46 0.9300 . ? C47 H47 0.9300 . ? C48 C50 1.400(18) . ? C48 H48 0.9300 . ? C49 C51 1.389(17) . ? C49 H49 0.9300 . ? C50 H50 0.9300 . ? C51 H51 0.9300 . ? C52 H52 0.9300 . ? P3 F1 1.584(7) . ? P3 F5 1.589(7) . ? P3 F6 1.603(7) . ? P3 F3 1.606(7) . ? P3 F2 1.610(7) . ? P3 F4 1.612(7) . ? P4 F8 1.555(10) . ? P4 F12 1.562(10) . ? P4 F10 1.579(9) . ? P4 F11 1.591(9) . ? P4 F9 1.591(10) . ? P4 F7 1.598(9) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C24 P1 C1 111.1(5) . . ? C24 P1 C40 107.8(5) . . ? C1 P1 C40 108.6(5) . . ? C24 P1 C4 112.2(5) . . ? C1 P1 C4 111.1(5) . . ? C40 P1 C4 105.8(5) . . ? C12 P2 C18 110.4(5) . . ? C12 P2 C23 114.0(5) . . ? C18 P2 C23 105.9(5) . . ? C12 P2 C10 109.7(5) . . ? C18 P2 C10 109.0(5) . . ? C23 P2 C10 107.6(5) . . ? C22 C1 C42 121.1(10) . . ? C22 C1 P1 118.6(8) . . ? C42 C1 P1 120.3(8) . . ? C3 C2 C7 118.9(10) . . ? C3 C2 C10 117.5(9) . . ? C7 C2 C10 123.6(9) . . ? C37 C3 C2 122.2(10) . . ? C37 C3 H3 118.9 . . ? C2 C3 H3 118.9 . . ? C7 C4 P1 119.1(8) . . ? C7 C4 H4A 107.5 . . ? P1 C4 H4A 107.5 . . ? C7 C4 H4B 107.5 . . ? P1 C4 H4B 107.5 . . ? H4A C4 H4B 107.0 . . ? C17 C5 C37 119.5(10) . . ? C17 C5 C20 119.5(9) . . ? C37 C5 C20 121.0(9) . . ? C27 C6 C8 119.3(10) . . ? C27 C6 C13 118.8(10) . . ? C8 C6 C13 121.8(10) . . ? C17 C7 C2 116.9(9) . . ? C17 C7 C4 121.5(9) . . ? C2 C7 C4 121.4(9) . . ? C15 C8 C6 120.4(10) . . ? C15 C8 C20 120.1(9) . . ? C6 C8 C20 119.5(9) . . ? C36 C9 C27 118.8(11) . . ? C36 C9 H9 120.6 . . ? C27 C9 H9 120.6 . . ? C2 C10 P2 113.5(7) . . ? C2 C10 H10A 108.9 . . ? P2 C10 H10A 108.9 . . ? C2 C10 H10B 108.9 . . ? P2 C10 H10B 108.9 . . ? H10A C10 H10B 107.7 . . ? C33 C11 C23 120.2(11) . . ? C33 C11 H11 119.9 . . ? C23 C11 H11 119.9 . . ? C34 C12 C25 118.2(10) . . ? C34 C12 P2 119.4(8) . . ? C25 C12 P2 122.4(8) . . ? O1 C13 C6 121.5(10) . . ? O1 C13 C37 120.5(10) . . ? C6 C13 C37 117.9(10) . . ? C19 C14 C40 119.7(11) . . ? C19 C14 H14 120.1 . . ? C40 C14 H14 120.1 . . ? C8 C15 C36 120.7(10) . . ? C8 C15 H15 119.7 . . ? C36 C15 H15 119.7 . . ? C23 C16 C38 121.5(10) . . ? C23 C16 H16 119.2 . . ? C38 C16 H16 119.2 . . ? C5 C17 C7 123.9(10) . . ? C5 C17 H17 118.1 . . ? C7 C17 H17 118.1 . . ? C50 C18 C28 120.4(11) . . ? C50 C18 P2 118.8(9) . . ? C28 C18 P2 120.8(9) . . ? C14 C19 C47 120.6(12) . . ? C14 C19 H19 119.7 . . ? C47 C19 H19 119.7 . . ? O2 C20 C8 121.3(9) . . ? O2 C20 C5 119.9(9) . . ? C8 C20 C5 118.8(9) . . ? C40 C21 C46 119.0(11) . . ? C40 C21 H21 120.5 . . ? C46 C21 H21 120.5 . . ? C32 C22 C1 119.7(11) . . ? C32 C22 H22 120.2 . . ? C1 C22 H22 120.2 . . ? C16 C23 C11 118.7(10) . . ? C16 C23 P2 125.2(8) . . ? C11 C23 P2 115.5(8) . . ? C35 C24 C41 118.4(10) . . ? C35 C24 P1 120.3(9) . . ? C41 C24 P1 121.2(8) . . ? C39 C25 C12 119.0(11) . . ? C39 C25 H25 120.5 . . ? C12 C25 H25 120.5 . . ? C38 C26 C33 122.5(11) . . ? C38 C26 H26 118.7 . . ? C33 C26 H26 118.7 . . ? C6 C27 C9 120.5(10) . . ? C6 C27 H27 119.8 . . ? C9 C27 H27 119.8 . . ? C45 C28 C18 119.7(11) . . ? C45 C28 H28 120.2 . . ? C18 C28 H28 120.2 . . ? C39 C29 C30 119.8(12) . . ? C39 C29 H29 120.1 . . ? C30 C29 H29 120.1 . . ? C34 C30 C29 119.9(12) . . ? C34 C30 H30 120.0 . . ? C29 C30 H30 120.0 . . ? C48 C31 C45 120.8(12) . . ? C48 C31 H31 119.6 . . ? C45 C31 H31 119.6 . . ? C49 C32 C22 120.4(12) . . ? C49 C32 H32 119.8 . . ? C22 C32 H32 119.8 . . ? C26 C33 C11 118.5(11) . . ? C26 C33 H33 120.7 . . ? C11 C33 H33 120.7 . . ? C30 C34 C12 121.6(11) . . ? C30 C34 H34 119.2 . . ? C12 C34 H34 119.2 . . ? C24 C35 C52 121.5(11) . . ? C24 C35 H35 119.2 . . ? C52 C35 H35 119.2 . . ? C15 C36 C9 120.3(11) . . ? C15 C36 H36 119.9 . . ? C9 C36 H36 119.9 . . ? C5 C37 C3 118.4(10) . . ? C5 C37 C13 120.8(10) . . ? C3 C37 C13 120.8(10) . . ? C26 C38 C16 118.5(11) . . ? C26 C38 H38 120.8 . . ? C16 C38 H38 120.8 . . ? C29 C39 C25 121.5(12) . . ? C29 C39 H39 119.3 . . ? C25 C39 H39 119.3 . . ? C21 C40 C14 120.5(10) . . ? C21 C40 P1 119.1(8) . . ? C14 C40 P1 120.3(8) . . ? C44 C41 C24 120.2(11) . . ? C44 C41 H41 119.9 . . ? C24 C41 H41 119.9 . . ? C51 C42 C1 117.4(11) . . ? C51 C42 H42 121.3 . . ? C1 C42 H42 121.3 . . ? C52 C43 C44 120.8(13) . . ? C52 C43 H43 119.6 . . ? C44 C43 H43 119.6 . . ? C41 C44 C43 120.0(12) . . ? C41 C44 H44 120.0 . . ? C43 C44 H44 120.0 . . ? C31 C45 C28 119.8(11) . . ? C31 C45 H45 120.1 . . ? C28 C45 H45 120.1 . . ? C47 C46 C21 120.2(11) . . ? C47 C46 H46 119.9 . . ? C21 C46 H46 119.9 . . ? C19 C47 C46 120.0(11) . . ? C19 C47 H47 120.0 . . ? C46 C47 H47 120.0 . . ? C31 C48 C50 120.4(13) . . ? C31 C48 H48 119.8 . . ? C50 C48 H48 119.8 . . ? C32 C49 C51 119.8(12) . . ? C32 C49 H49 120.1 . . ? C51 C49 H49 120.1 . . ? C18 C50 C48 119.0(12) . . ? C18 C50 H50 120.5 . . ? C48 C50 H50 120.5 . . ? C42 C51 C49 121.6(12) . . ? C42 C51 H51 119.2 . . ? C49 C51 H51 119.2 . . ? C43 C52 C35 118.9(12) . . ? C43 C52 H52 120.6 . . ? C35 C52 H52 120.6 . . ? F1 P3 F5 90.5(4) . . ? F1 P3 F6 90.6(4) . . ? F5 P3 F6 90.9(4) . . ? F1 P3 F3 90.0(4) . . ? F5 P3 F3 89.6(4) . . ? F6 P3 F3 179.2(4) . . ? F1 P3 F2 89.8(4) . . ? F5 P3 F2 179.0(4) . . ? F6 P3 F2 90.1(4) . . ? F3 P3 F2 89.5(4) . . ? F1 P3 F4 179.3(4) . . ? F5 P3 F4 90.0(4) . . ? F6 P3 F4 89.8(4) . . ? F3 P3 F4 89.5(4) . . ? F2 P3 F4 89.7(4) . . ? F8 P4 F12 89.4(5) . . ? F8 P4 F10 89.3(5) . . ? F12 P4 F10 91.2(5) . . ? F8 P4 F11 179.5(5) . . ? F12 P4 F11 90.8(5) . . ? F10 P4 F11 90.2(5) . . ? F8 P4 F9 90.7(5) . . ? F12 P4 F9 178.8(5) . . ? F10 P4 F9 90.0(5) . . ? F11 P4 F9 89.1(5) . . ? F8 P4 F7 89.4(5) . . ? F12 P4 F7 90.7(5) . . ? F10 P4 F7 177.7(5) . . ? F11 P4 F7 91.1(5) . . ? F9 P4 F7 88.2(5) . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 1.438 _refine_diff_density_min -1.161 _refine_diff_density_rms 0.153