# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Yohsuke Yamamoto' _publ_contact_author_email YYAMA@SCI.HIROSHIMA-U.AC.JP _publ_section_title ; Synthesis, Structure, and Isomerization of Anti-apicophilic Pentacoordinate Arylphosphoranes Using Novel Bidentate Ligand with Two C2F5 Groups ; loop_ _publ_author_name 'Yohsuke Yamamoto' 'Xin-Dong Jiang.' 'Shiro Matsukawa' data_compound12a _database_code_depnum_ccdc_archive 'CCDC 672351' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point 115 _chemical_formula_moiety ? _chemical_formula_sum 'C28 H13 F20 O2 P' _chemical_formula_weight 792.35 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 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 9.6370(2) _cell_length_b 37.4070(13) _cell_length_c 16.1350(8) _cell_angle_alpha 90.00 _cell_angle_beta 96.6920(10) _cell_angle_gamma 90.00 _cell_volume 5776.9(4) _cell_formula_units_Z 8 _cell_measurement_temperature 173 _cell_measurement_reflns_used ? _cell_measurement_theta_min 1.4 _cell_measurement_theta_max 27.9 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.822 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3136 _exptl_absorpt_coefficient_mu 0.254 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; data completeness to 27.9 deg is low (65.7%) because one of the cell lengths is so long (b = 37.4) that the high-angle peaks are not well-resolved. ; _diffrn_ambient_temperature 173 _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'MacScience DIP2030 Imaging Plate' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.00 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9091 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0615 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 49 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.38 _diffrn_reflns_theta_max 27.91 _reflns_number_total 9091 _reflns_number_gt 5924 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'HKL(Otwinowski, 1997)' _computing_cell_refinement 'HKL(Otwinowski, 1997)' _computing_data_reduction 'HKL(Otwinowski, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1822P)^2^+3.8368P] 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 9091 _refine_ls_number_parameters 919 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1330 _refine_ls_R_factor_gt 0.0839 _refine_ls_wR_factor_ref 0.2914 _refine_ls_wR_factor_gt 0.2364 _refine_ls_goodness_of_fit_ref 1.118 _refine_ls_restrained_S_all 1.118 _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 C1 C 0.0884(6) 0.17779(14) -0.2645(4) 0.0234(13) Uani 1 1 d . . . C2 C 0.2302(6) 0.18272(15) -0.2334(5) 0.0287(15) Uani 1 1 d . . . H2A H 0.3016 0.1741 -0.2642 0.034 Uiso 1 1 calc R . . C3 C 0.2652(7) 0.19997(16) -0.1585(5) 0.0312(16) Uani 1 1 d . . . H3A H 0.3610 0.2028 -0.1379 0.037 Uiso 1 1 calc R . . C4 C 0.1633(7) 0.21335(17) -0.1123(5) 0.0332(16) Uani 1 1 d . . . H4A H 0.1898 0.2252 -0.0608 0.040 Uiso 1 1 calc R . . C5 C 0.0216(7) 0.20928(16) -0.1420(5) 0.0319(16) Uani 1 1 d . . . H5A H -0.0491 0.2184 -0.1114 0.038 Uiso 1 1 calc R . . C6 C -0.0129(6) 0.19148(14) -0.2179(5) 0.0245(14) Uani 1 1 d . . . C7 C -0.1617(6) 0.18549(14) -0.2613(4) 0.0205(12) Uani 1 1 d . . . C8 C -0.2264(6) 0.22302(15) -0.2887(5) 0.0273(15) Uani 1 1 d . . . C9 C -0.3697(7) 0.22573(18) -0.3406(6) 0.0374(19) Uani 1 1 d . . . C10 C -0.2540(6) 0.16397(15) -0.2058(5) 0.0251(14) Uani 1 1 d . . . C11 C -0.1974(7) 0.12799(18) -0.1694(6) 0.037(2) Uani 1 1 d . . . C12 C 0.1878(6) 0.15353(14) -0.4123(5) 0.0261(15) Uani 1 1 d . . . C13 C 0.3087(6) 0.13397(15) -0.3863(5) 0.0315(17) Uani 1 1 d . . . H13A H 0.3151 0.1211 -0.3353 0.038 Uiso 1 1 calc R . . C14 C 0.4184(6) 0.13317(16) -0.4336(5) 0.0329(18) Uani 1 1 d . . . H14A H 0.4995 0.1197 -0.4150 0.039 Uiso 1 1 calc R . . C15 C 0.4118(6) 0.15182(17) -0.5079(5) 0.0330(17) Uani 1 1 d . . . H15A H 0.4886 0.1510 -0.5399 0.040 Uiso 1 1 calc R . . C16 C 0.2942(7) 0.17182(17) -0.5365(5) 0.0345(18) Uani 1 1 d . . . H16A H 0.2891 0.1848 -0.5873 0.041 Uiso 1 1 calc R . . C17 C 0.1833(6) 0.17209(14) -0.4873(5) 0.0278(16) Uani 1 1 d . . . C18 C 0.0431(6) 0.19089(14) -0.5092(5) 0.0234(14) Uani 1 1 d . . . C19 C 0.0566(6) 0.23220(15) -0.5174(5) 0.0262(15) Uani 1 1 d . . . C20 C 0.1594(7) 0.25193(16) -0.4519(6) 0.038(2) Uani 1 1 d . . . C21 C -0.0352(6) 0.17366(15) -0.5896(5) 0.0266(15) Uani 1 1 d . . . C22 C -0.1809(8) 0.18629(17) -0.6251(6) 0.0350(18) Uani 1 1 d . . . C23 C -0.0260(6) 0.11087(14) -0.3742(4) 0.0232(13) Uani 1 1 d . . . C24 C 0.0584(6) 0.08455(15) -0.3322(6) 0.0342(19) Uani 1 1 d . . . H24A H 0.1393 0.0913 -0.2963 0.041 Uiso 1 1 calc R . . C25 C 0.0248(7) 0.04878(17) -0.3428(6) 0.043(2) Uani 1 1 d . . . H25A H 0.0819 0.0312 -0.3132 0.052 Uiso 1 1 calc R . . C26 C -0.0907(7) 0.03845(17) -0.3957(5) 0.0386(19) Uani 1 1 d . . . H26A H -0.1117 0.0138 -0.4044 0.046 Uiso 1 1 calc R . . C27 C -0.1752(8) 0.06435(18) -0.4359(6) 0.0372(18) Uani 1 1 d . . . H27A H -0.2561 0.0573 -0.4714 0.045 Uiso 1 1 calc R . . C28 C -0.1457(7) 0.10011(17) -0.4259(5) 0.0329(17) Uani 1 1 d . . . H28A H -0.2062 0.1175 -0.4539 0.040 Uiso 1 1 calc R . . F1 F -0.1354(4) 0.23900(9) -0.3351(3) 0.0326(10) Uani 1 1 d . . . F2 F -0.2333(4) 0.24405(10) -0.2203(3) 0.0382(11) Uani 1 1 d . . . F3 F -0.3835(5) 0.20352(13) -0.4043(4) 0.0631(18) Uani 1 1 d . . . F4 F -0.3883(5) 0.25907(11) -0.3708(4) 0.0549(15) Uani 1 1 d . . . F5 F -0.4730(5) 0.21963(14) -0.2935(4) 0.0670(18) Uani 1 1 d . . . F6 F -0.3783(4) 0.15609(11) -0.2512(3) 0.0411(12) Uani 1 1 d . . . F7 F -0.2814(5) 0.18386(11) -0.1403(3) 0.0467(13) Uani 1 1 d . . . F8 F -0.1902(7) 0.10397(12) -0.2296(4) 0.073(2) Uani 1 1 d . . . F9 F -0.2825(4) 0.11468(11) -0.1198(3) 0.0433(12) Uani 1 1 d . . . F10 F -0.0724(5) 0.13035(16) -0.1282(5) 0.089(3) Uani 1 1 d . . . F11 F -0.0696(4) 0.24750(9) -0.5128(3) 0.0349(10) Uani 1 1 d . . . F12 F 0.0965(4) 0.24075(10) -0.5926(3) 0.0420(11) Uani 1 1 d . . . F13 F 0.1390(5) 0.28692(10) -0.4579(4) 0.0506(14) Uani 1 1 d . . . F14 F 0.2911(4) 0.24598(12) -0.4650(4) 0.0530(15) Uani 1 1 d . . . F15 F 0.1438(5) 0.24196(12) -0.3742(3) 0.0452(12) Uani 1 1 d . . . F16 F -0.0515(4) 0.13856(9) -0.5725(3) 0.0342(10) Uani 1 1 d . . . F17 F 0.0436(4) 0.17512(11) -0.6542(3) 0.0386(11) Uani 1 1 d . . . F18 F -0.2675(4) 0.18904(14) -0.5678(4) 0.0540(14) Uani 1 1 d . . . F19 F -0.2361(5) 0.16383(11) -0.6843(3) 0.0481(13) Uani 1 1 d . . . F20 F -0.1769(5) 0.21836(11) -0.6622(3) 0.0499(13) Uani 1 1 d . . . O1 O -0.1494(4) 0.16555(10) -0.3334(3) 0.0219(10) Uani 1 1 d . . . O2 O -0.0393(4) 0.18422(10) -0.4447(3) 0.0234(10) Uani 1 1 d . . . P1 P 0.01910(14) 0.15818(3) -0.36430(12) 0.0219(4) Uani 1 1 d . . . C29 C 0.2472(6) 0.05793(13) 0.3028(4) 0.0208(12) Uani 1 1 d . . . C30 C 0.1445(6) 0.07342(15) 0.3474(5) 0.0300(16) Uani 1 1 d . . . H30A H 0.0682 0.0860 0.3183 0.036 Uiso 1 1 calc R . . C31 C 0.1552(6) 0.07030(16) 0.4345(5) 0.0287(15) Uani 1 1 d . . . H31A H 0.0856 0.0807 0.4641 0.034 Uiso 1 1 calc R . . C32 C 0.2660(7) 0.05225(15) 0.4777(5) 0.0298(15) Uani 1 1 d . . . H32A H 0.2712 0.0500 0.5367 0.036 Uiso 1 1 calc R . . C33 C 0.3702(6) 0.03731(15) 0.4355(5) 0.0263(14) Uani 1 1 d . . . H33A H 0.4473 0.0253 0.4654 0.032 Uiso 1 1 calc R . . C34 C 0.3599(5) 0.04021(13) 0.3486(5) 0.0225(13) Uani 1 1 d . . . C35 C 0.4603(6) 0.02501(14) 0.2923(5) 0.0238(14) Uani 1 1 d . . . C36 C 0.6151(6) 0.03669(14) 0.3164(5) 0.0257(15) Uani 1 1 d . . . C37 C 0.6448(6) 0.07688(15) 0.3291(5) 0.0267(16) Uani 1 1 d . . . C38 C 0.4461(6) -0.01708(14) 0.2946(5) 0.0225(14) Uani 1 1 d . . . C39 C 0.5289(7) -0.04104(15) 0.2404(6) 0.0314(17) Uani 1 1 d . . . C40 C 0.0970(6) 0.08856(15) 0.1582(4) 0.0230(14) Uani 1 1 d . . . C41 C -0.0431(6) 0.08298(18) 0.1704(5) 0.0330(17) Uani 1 1 d . . . H41A H -0.0697 0.0624 0.1992 0.040 Uiso 1 1 calc R . . C42 C -0.1421(7) 0.1080(2) 0.1395(6) 0.040(2) Uani 1 1 d . . . H42A H -0.2376 0.1041 0.1463 0.048 Uiso 1 1 calc R . . C43 C -0.1048(8) 0.1385(2) 0.0992(6) 0.043(2) Uani 1 1 d . . . H43A H -0.1739 0.1556 0.0797 0.051 Uiso 1 1 calc R . . C44 C 0.0340(7) 0.14405(18) 0.0872(5) 0.0333(17) Uani 1 1 d . . . H44A H 0.0614 0.1648 0.0594 0.040 Uiso 1 1 calc R . . C45 C 0.1306(6) 0.11865(15) 0.1168(5) 0.0281(15) Uani 1 1 d . . . C46 C 0.2849(6) 0.11832(14) 0.1021(5) 0.0251(15) Uani 1 1 d . . . C47 C 0.3682(6) 0.15129(14) 0.1383(5) 0.0288(16) Uani 1 1 d . . . C48 C 0.3471(7) 0.16268(16) 0.2277(5) 0.0331(17) Uani 1 1 d . . . C49 C 0.2922(6) 0.11339(15) 0.0052(5) 0.0247(13) Uani 1 1 d . . . C50 C 0.4345(8) 0.11244(18) -0.0287(6) 0.0381(19) Uani 1 1 d . . . C51 C 0.1875(6) 0.01974(15) 0.1310(5) 0.0307(16) Uani 1 1 d . . . C52 C 0.0742(7) 0.00057(16) 0.1538(6) 0.0362(19) Uani 1 1 d . . . H52A H 0.0282 0.0087 0.1993 0.043 Uiso 1 1 calc R . . C53 C 0.0274(8) -0.03004(19) 0.1118(6) 0.044(2) Uani 1 1 d . . . H53A H -0.0486 -0.0432 0.1290 0.052 Uiso 1 1 calc R . . C54 C 0.0933(8) -0.04143(18) 0.0437(6) 0.048(2) Uani 1 1 d . . . H54A H 0.0598 -0.0621 0.0134 0.058 Uiso 1 1 calc R . . C55 C 0.2064(8) -0.02303(18) 0.0197(6) 0.042(2) Uani 1 1 d . . . H55A H 0.2511 -0.0312 -0.0262 0.051 Uiso 1 1 calc R . . C56 C 0.2547(7) 0.00770(17) 0.0635(5) 0.0331(16) Uani 1 1 d . . . H56A H 0.3328 0.0204 0.0476 0.040 Uiso 1 1 calc R . . F21 F 0.6930(4) 0.02705(10) 0.2545(3) 0.0354(11) Uani 1 1 d . . . F22 F 0.6714(4) 0.01990(9) 0.3876(3) 0.0322(10) Uani 1 1 d . . . F23 F 0.6004(4) 0.09605(10) 0.2635(3) 0.0433(13) Uani 1 1 d . . . F24 F 0.7836(4) 0.08135(11) 0.3459(3) 0.0413(12) Uani 1 1 d . . . F25 F 0.5890(4) 0.08935(10) 0.3954(3) 0.0430(12) Uani 1 1 d . . . F26 F 0.3097(3) -0.02439(8) 0.2700(3) 0.0298(9) Uani 1 1 d . . . F27 F 0.4753(4) -0.02941(9) 0.3736(3) 0.0332(10) Uani 1 1 d . . . F28 F 0.5194(5) -0.03071(11) 0.1618(3) 0.0477(13) Uani 1 1 d . . . F29 F 0.4809(5) -0.07457(9) 0.2441(3) 0.0420(12) Uani 1 1 d . . . F30 F 0.6637(4) -0.04236(11) 0.2703(4) 0.0503(14) Uani 1 1 d . . . F31 F 0.5075(4) 0.14490(9) 0.1397(3) 0.0344(10) Uani 1 1 d . . . F32 F 0.3378(4) 0.18006(9) 0.0889(3) 0.0366(11) Uani 1 1 d . . . F33 F 0.3504(5) 0.13523(11) 0.2796(3) 0.0479(13) Uani 1 1 d . . . F34 F 0.2243(5) 0.17924(11) 0.2285(3) 0.0455(12) Uani 1 1 d . . . F35 F 0.4446(5) 0.18584(11) 0.2574(3) 0.0499(13) Uani 1 1 d . . . F36 F 0.2296(4) 0.08146(10) -0.0157(3) 0.0373(10) Uani 1 1 d . . . F37 F 0.2175(4) 0.13920(10) -0.0379(3) 0.0389(11) Uani 1 1 d . . . F38 F 0.5205(4) 0.08818(12) 0.0096(4) 0.0509(14) Uani 1 1 d . . . F39 F 0.4971(5) 0.14391(11) -0.0238(3) 0.0470(13) Uani 1 1 d . . . F40 F 0.4117(5) 0.10377(13) -0.1101(4) 0.0526(14) Uani 1 1 d . . . O3 O 0.4218(4) 0.03713(10) 0.2113(3) 0.0227(10) Uani 1 1 d . . . O4 O 0.3480(4) 0.08749(10) 0.1426(3) 0.0234(10) Uani 1 1 d . . . P2 P 0.25369(15) 0.05876(4) 0.19037(12) 0.0221(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 C1 0.025(3) 0.020(2) 0.025(4) 0.004(2) 0.002(3) -0.0048(17) C2 0.033(3) 0.024(3) 0.029(5) 0.000(2) 0.005(3) -0.0042(19) C3 0.038(3) 0.031(3) 0.023(5) 0.004(2) 0.002(3) -0.008(2) C4 0.044(4) 0.033(3) 0.022(5) 0.000(3) -0.003(3) -0.009(2) C5 0.039(3) 0.027(3) 0.029(5) -0.005(2) 0.003(3) -0.008(2) C6 0.028(3) 0.023(3) 0.023(5) 0.000(2) 0.006(3) -0.0037(18) C7 0.029(3) 0.026(3) 0.008(4) -0.005(2) 0.006(2) -0.0003(18) C8 0.029(3) 0.025(3) 0.029(5) -0.002(2) 0.007(3) 0.0002(19) C9 0.037(4) 0.032(3) 0.042(7) 0.004(3) 0.001(3) 0.003(2) C10 0.031(3) 0.029(3) 0.018(5) -0.001(2) 0.015(3) -0.0030(19) C11 0.039(4) 0.036(3) 0.040(7) 0.008(3) 0.018(4) -0.001(2) C12 0.023(3) 0.018(2) 0.037(5) -0.001(2) 0.004(3) 0.0005(17) C13 0.021(3) 0.023(3) 0.049(6) -0.004(3) 0.001(3) 0.0007(18) C14 0.026(3) 0.032(3) 0.042(6) -0.009(3) 0.009(3) -0.001(2) C15 0.026(3) 0.041(3) 0.033(6) -0.010(3) 0.011(3) 0.004(2) C16 0.034(3) 0.033(3) 0.040(6) -0.003(3) 0.018(3) -0.001(2) C17 0.028(3) 0.021(3) 0.036(5) -0.005(2) 0.011(3) -0.0018(18) C18 0.028(3) 0.025(3) 0.018(4) -0.001(2) 0.007(3) 0.0001(18) C19 0.029(3) 0.025(3) 0.023(5) 0.002(2) -0.001(3) -0.0009(19) C20 0.038(4) 0.020(3) 0.058(7) -0.005(3) 0.011(4) 0.000(2) C21 0.030(3) 0.024(3) 0.025(5) 0.002(2) 0.001(3) -0.0021(19) C22 0.044(4) 0.029(3) 0.030(6) 0.000(3) -0.004(3) 0.001(2) C23 0.025(3) 0.024(3) 0.021(4) 0.002(2) 0.003(3) 0.0018(18) C24 0.023(3) 0.021(3) 0.059(6) 0.011(3) 0.002(3) -0.0001(18) C25 0.040(4) 0.024(3) 0.068(7) 0.005(3) 0.015(4) -0.002(2) C26 0.048(4) 0.025(3) 0.044(6) -0.008(3) 0.013(4) -0.013(2) C27 0.046(4) 0.035(3) 0.031(6) -0.004(3) 0.008(4) -0.016(3) C28 0.034(3) 0.033(3) 0.032(6) -0.004(3) 0.003(3) -0.007(2) F1 0.034(2) 0.0274(17) 0.038(3) 0.0064(16) 0.0104(18) -0.0016(12) F2 0.050(2) 0.0282(18) 0.037(4) -0.0091(17) 0.009(2) 0.0064(14) F3 0.056(3) 0.046(3) 0.079(5) -0.021(3) -0.028(3) 0.0060(19) F4 0.052(3) 0.032(2) 0.077(5) 0.013(2) -0.007(3) 0.0074(16) F5 0.033(2) 0.064(3) 0.107(6) 0.020(3) 0.022(3) 0.0071(19) F6 0.0249(19) 0.047(2) 0.051(4) 0.010(2) 0.001(2) -0.0089(14) F7 0.068(3) 0.039(2) 0.040(4) -0.009(2) 0.034(3) -0.0047(18) F8 0.129(5) 0.033(2) 0.069(5) 0.009(2) 0.059(4) 0.014(3) F9 0.052(2) 0.042(2) 0.040(4) 0.008(2) 0.025(2) -0.0073(17) F10 0.048(3) 0.078(4) 0.131(7) 0.071(4) -0.027(3) -0.025(2) F11 0.0366(19) 0.0223(16) 0.045(3) 0.0031(16) 0.0031(19) 0.0061(12) F12 0.059(3) 0.036(2) 0.034(3) 0.0081(18) 0.016(2) -0.0085(16) F13 0.064(3) 0.0180(17) 0.067(4) 0.0013(19) -0.002(3) -0.0098(16) F14 0.032(2) 0.051(2) 0.077(5) -0.016(3) 0.010(2) -0.0117(16) F15 0.057(3) 0.046(2) 0.031(4) 0.001(2) -0.001(2) -0.0156(18) F16 0.044(2) 0.0197(16) 0.038(3) -0.0005(15) 0.000(2) -0.0010(13) F17 0.042(2) 0.050(2) 0.026(3) -0.0010(19) 0.012(2) -0.0014(16) F18 0.034(2) 0.080(3) 0.048(4) 0.000(3) 0.005(2) 0.0109(19) F19 0.054(3) 0.040(2) 0.045(4) -0.009(2) -0.016(2) -0.0033(17) F20 0.067(3) 0.032(2) 0.045(4) 0.007(2) -0.016(3) 0.0056(18) O1 0.0235(19) 0.0235(18) 0.019(3) -0.0028(15) 0.0039(18) -0.0028(13) O2 0.024(2) 0.0220(18) 0.025(3) -0.0010(16) 0.0060(19) 0.0021(13) P1 0.0207(7) 0.0192(6) 0.0259(12) -0.0003(5) 0.0030(6) -0.0013(4) C29 0.026(3) 0.020(2) 0.016(4) 0.005(2) 0.002(2) 0.0014(17) C30 0.029(3) 0.024(3) 0.037(5) 0.005(2) 0.007(3) 0.0058(19) C31 0.033(3) 0.030(3) 0.024(5) 0.004(2) 0.009(3) 0.007(2) C32 0.041(4) 0.029(3) 0.020(5) -0.001(2) 0.005(3) 0.000(2) C33 0.033(3) 0.025(3) 0.020(5) 0.002(2) 0.002(3) 0.0056(19) C34 0.020(3) 0.019(2) 0.029(5) 0.001(2) 0.003(2) 0.0025(16) C35 0.024(3) 0.025(3) 0.022(5) 0.001(2) 0.000(3) -0.0025(18) C36 0.018(3) 0.025(3) 0.032(5) 0.000(2) -0.004(3) 0.0008(17) C37 0.024(3) 0.029(3) 0.028(5) -0.007(2) 0.005(3) -0.0022(19) C38 0.020(3) 0.025(3) 0.021(5) 0.001(2) -0.003(2) 0.0013(17) C39 0.034(3) 0.022(3) 0.038(6) -0.001(2) 0.002(3) 0.002(2) C40 0.018(3) 0.033(3) 0.018(4) -0.001(2) 0.000(2) 0.0069(18) C41 0.022(3) 0.041(3) 0.035(6) 0.004(3) 0.005(3) 0.001(2) C42 0.031(4) 0.052(4) 0.039(6) 0.011(3) 0.012(3) 0.013(3) C43 0.038(4) 0.050(4) 0.042(7) 0.020(4) 0.011(4) 0.020(3) C44 0.033(3) 0.042(3) 0.025(5) 0.011(3) 0.002(3) 0.013(2) C45 0.029(3) 0.030(3) 0.025(5) 0.005(2) 0.005(3) 0.003(2) C46 0.019(3) 0.023(3) 0.033(5) 0.002(2) 0.003(3) 0.0035(17) C47 0.032(3) 0.021(3) 0.035(5) 0.003(2) 0.007(3) 0.0021(19) C48 0.041(4) 0.027(3) 0.031(6) -0.005(3) 0.004(3) 0.006(2) C49 0.034(3) 0.026(3) 0.014(4) 0.002(2) 0.000(3) 0.0002(19) C50 0.048(4) 0.034(3) 0.035(6) -0.006(3) 0.020(4) 0.003(3) C51 0.033(3) 0.021(3) 0.037(5) -0.002(2) 0.000(3) 0.000(2) C52 0.033(3) 0.026(3) 0.047(6) 0.004(3) -0.006(3) -0.007(2) C53 0.047(4) 0.034(3) 0.045(7) 0.002(3) -0.013(4) -0.006(3) C54 0.058(5) 0.028(3) 0.051(7) -0.003(3) -0.027(4) -0.006(3) C55 0.054(4) 0.034(3) 0.037(6) -0.005(3) -0.001(4) 0.003(3) C56 0.039(3) 0.033(3) 0.026(5) -0.003(3) -0.005(3) 0.004(2) F21 0.0225(18) 0.0387(19) 0.046(3) -0.0087(18) 0.0101(18) 0.0002(12) F22 0.0323(18) 0.0300(17) 0.032(3) 0.0016(16) -0.0076(18) 0.0031(13) F23 0.046(2) 0.0294(19) 0.051(4) 0.0123(19) -0.011(2) -0.0063(15) F24 0.0257(19) 0.042(2) 0.054(4) -0.003(2) -0.0058(19) -0.0092(14) F25 0.046(2) 0.0334(19) 0.051(4) -0.0166(19) 0.010(2) -0.0072(15) F26 0.0271(17) 0.0231(16) 0.037(3) 0.0022(15) -0.0053(17) -0.0031(11) F27 0.049(2) 0.0222(16) 0.027(3) 0.0036(15) -0.0008(19) 0.0053(13) F28 0.073(3) 0.037(2) 0.035(4) -0.0014(19) 0.018(3) 0.0199(19) F29 0.057(2) 0.0210(17) 0.049(4) -0.0071(17) 0.007(2) 0.0010(15) F30 0.030(2) 0.042(2) 0.077(5) -0.011(2) -0.002(2) 0.0137(15) F31 0.0319(19) 0.0286(17) 0.044(3) -0.0008(17) 0.0102(18) -0.0026(12) F32 0.052(2) 0.0236(17) 0.035(3) 0.0072(16) 0.008(2) 0.0021(14) F33 0.083(3) 0.0289(19) 0.033(4) 0.0048(18) 0.010(3) 0.0078(18) F34 0.055(3) 0.041(2) 0.042(4) -0.006(2) 0.012(2) 0.0113(17) F35 0.062(3) 0.039(2) 0.047(4) -0.017(2) 0.001(3) -0.0102(18) F36 0.049(2) 0.0281(18) 0.034(3) -0.0031(17) 0.003(2) -0.0071(15) F37 0.050(2) 0.036(2) 0.031(3) 0.0103(18) 0.006(2) 0.0103(15) F38 0.044(2) 0.051(2) 0.061(4) 0.009(2) 0.021(2) 0.0202(18) F39 0.053(3) 0.042(2) 0.051(4) -0.001(2) 0.026(2) -0.0111(17) F40 0.070(3) 0.054(3) 0.038(4) -0.006(2) 0.023(3) 0.001(2) O3 0.0219(19) 0.0261(19) 0.019(3) 0.0011(16) -0.0008(18) 0.0022(13) O4 0.024(2) 0.0224(18) 0.024(3) 0.0023(16) 0.0042(19) 0.0052(13) P2 0.0221(7) 0.0212(6) 0.0228(11) 0.0022(5) 0.0024(6) 0.0005(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 C1 C6 1.397(8) . ? C1 C2 1.412(8) . ? C1 P1 1.824(7) . ? C2 C3 1.376(10) . ? C2 H2A 0.9500 . ? C3 C4 1.393(10) . ? C3 H3A 0.9500 . ? C4 C5 1.402(9) . ? C4 H4A 0.9500 . ? C5 C6 1.399(9) . ? C5 H5A 0.9500 . ? C6 C7 1.537(8) . ? C7 O1 1.399(7) . ? C7 C10 1.557(8) . ? C7 C8 1.579(8) . ? C8 F1 1.356(7) . ? C8 F2 1.363(7) . ? C8 C9 1.533(10) . ? C9 F3 1.317(9) . ? C9 F5 1.339(9) . ? C9 F4 1.344(8) . ? C10 F7 1.345(7) . ? C10 F6 1.362(8) . ? C10 C11 1.543(9) . ? C11 F10 1.309(9) . ? C11 F9 1.309(8) . ? C11 F8 1.331(9) . ? C12 C17 1.390(10) . ? C12 C13 1.398(8) . ? C12 P1 1.889(6) . ? C13 C14 1.373(9) . ? C13 H13A 0.9500 . ? C14 C15 1.383(10) . ? C14 H14A 0.9500 . ? C15 C16 1.391(9) . ? C15 H15A 0.9500 . ? C16 C17 1.403(9) . ? C16 H16A 0.9500 . ? C17 C18 1.528(8) . ? C18 O2 1.405(8) . ? C18 C19 1.557(8) . ? C18 C21 1.561(10) . ? C19 F12 1.352(8) . ? C19 F11 1.354(7) . ? C19 C20 1.550(10) . ? C20 F13 1.325(7) . ? C20 F14 1.329(8) . ? C20 F15 1.334(10) . ? C21 F16 1.354(7) . ? C21 F17 1.360(8) . ? C21 C22 1.528(9) . ? C22 F18 1.321(9) . ? C22 F19 1.334(8) . ? C22 F20 1.343(8) . ? C23 C24 1.401(8) . ? C23 C28 1.402(9) . ? C23 P1 1.825(6) . ? C24 C25 1.382(9) . ? C24 H24A 0.9500 . ? C25 C26 1.377(11) . ? C25 H25A 0.9500 . ? C26 C27 1.379(11) . ? C26 H26A 0.9500 . ? C27 C28 1.373(9) . ? C27 H27A 0.9500 . ? C28 H28A 0.9500 . ? O1 P1 1.775(4) . ? O2 P1 1.666(5) . ? C29 C34 1.407(8) . ? C29 C30 1.413(8) . ? C29 P2 1.823(7) . ? C30 C31 1.402(10) . ? C30 H30A 0.9500 . ? C31 C32 1.382(9) . ? C31 H31A 0.9500 . ? C32 C33 1.395(9) . ? C32 H32A 0.9500 . ? C33 C34 1.399(9) . ? C33 H33A 0.9500 . ? C34 C35 1.513(8) . ? C35 O3 1.392(8) . ? C35 C36 1.559(8) . ? C35 C38 1.581(8) . ? C36 F22 1.365(8) . ? C36 F21 1.367(8) . ? C36 C37 1.540(8) . ? C37 F23 1.309(8) . ? C37 F25 1.336(8) . ? C37 F24 1.344(7) . ? C38 F27 1.354(8) . ? C38 F26 1.356(6) . ? C38 C39 1.539(9) . ? C39 F28 1.318(9) . ? C39 F30 1.333(8) . ? C39 F29 1.341(7) . ? C40 C45 1.367(8) . ? C40 C41 1.402(8) . ? C40 P2 1.900(6) . ? C41 C42 1.388(9) . ? C41 H41A 0.9500 . ? C42 C43 1.380(10) . ? C42 H42A 0.9500 . ? C43 C44 1.390(10) . ? C43 H43A 0.9500 . ? C44 C45 1.376(8) . ? C44 H44A 0.9500 . ? C45 C46 1.533(8) . ? C46 O4 1.426(6) . ? C46 C47 1.548(8) . ? C46 C49 1.584(10) . ? C47 F32 1.351(7) . ? C47 F31 1.362(7) . ? C47 C48 1.540(11) . ? C48 F33 1.323(8) . ? C48 F35 1.326(8) . ? C48 F34 1.338(7) . ? C49 F37 1.348(7) . ? C49 F36 1.363(7) . ? C49 C50 1.534(9) . ? C50 F39 1.321(8) . ? C50 F38 1.331(9) . ? C50 F40 1.346(10) . ? C51 C52 1.392(9) . ? C51 C56 1.404(10) . ? C51 P2 1.820(7) . ? C52 C53 1.379(10) . ? C52 H52A 0.9500 . ? C53 C54 1.399(13) . ? C53 H53A 0.9500 . ? C54 C55 1.382(11) . ? C54 H54A 0.9500 . ? C55 C56 1.400(9) . ? C55 H55A 0.9500 . ? C56 H56A 0.9500 . ? O3 P2 1.807(4) . ? O4 P2 1.655(4) . ? 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 C6 C1 C2 118.0(6) . . ? C6 C1 P1 114.5(4) . . ? C2 C1 P1 127.3(5) . . ? C3 C2 C1 120.1(6) . . ? C3 C2 H2A 120.0 . . ? C1 C2 H2A 120.0 . . ? C2 C3 C4 121.5(6) . . ? C2 C3 H3A 119.3 . . ? C4 C3 H3A 119.3 . . ? C3 C4 C5 119.8(7) . . ? C3 C4 H4A 120.1 . . ? C5 C4 H4A 120.1 . . ? C6 C5 C4 118.3(7) . . ? C6 C5 H5A 120.9 . . ? C4 C5 H5A 120.9 . . ? C1 C6 C5 122.4(6) . . ? C1 C6 C7 112.0(6) . . ? C5 C6 C7 125.6(5) . . ? O1 C7 C6 106.9(5) . . ? O1 C7 C10 108.2(4) . . ? C6 C7 C10 112.3(6) . . ? O1 C7 C8 108.1(5) . . ? C6 C7 C8 108.4(4) . . ? C10 C7 C8 112.8(5) . . ? F1 C8 F2 106.7(5) . . ? F1 C8 C9 105.6(6) . . ? F2 C8 C9 106.2(5) . . ? F1 C8 C7 106.7(5) . . ? F2 C8 C7 109.9(6) . . ? C9 C8 C7 120.9(5) . . ? F3 C9 F5 108.7(6) . . ? F3 C9 F4 107.7(7) . . ? F5 C9 F4 106.7(6) . . ? F3 C9 C8 112.8(6) . . ? F5 C9 C8 111.2(7) . . ? F4 C9 C8 109.5(5) . . ? F7 C10 F6 107.5(5) . . ? F7 C10 C11 106.0(6) . . ? F6 C10 C11 105.4(5) . . ? F7 C10 C7 110.1(5) . . ? F6 C10 C7 109.2(6) . . ? C11 C10 C7 118.0(5) . . ? F10 C11 F9 108.7(7) . . ? F10 C11 F8 107.1(7) . . ? F9 C11 F8 106.1(6) . . ? F10 C11 C10 113.5(6) . . ? F9 C11 C10 110.2(6) . . ? F8 C11 C10 110.9(7) . . ? C17 C12 C13 117.6(6) . . ? C17 C12 P1 111.7(4) . . ? C13 C12 P1 130.7(6) . . ? C14 C13 C12 120.9(7) . . ? C14 C13 H13A 119.6 . . ? C12 C13 H13A 119.6 . . ? C13 C14 C15 120.7(6) . . ? C13 C14 H14A 119.7 . . ? C15 C14 H14A 119.7 . . ? C14 C15 C16 120.8(6) . . ? C14 C15 H15A 119.6 . . ? C16 C15 H15A 119.6 . . ? C15 C16 C17 117.5(7) . . ? C15 C16 H16A 121.3 . . ? C17 C16 H16A 121.3 . . ? C12 C17 C16 122.7(6) . . ? C12 C17 C18 111.6(5) . . ? C16 C17 C18 125.6(7) . . ? O2 C18 C17 107.9(5) . . ? O2 C18 C19 107.4(5) . . ? C17 C18 C19 113.3(5) . . ? O2 C18 C21 106.4(5) . . ? C17 C18 C21 109.4(5) . . ? C19 C18 C21 112.1(6) . . ? F12 C19 F11 107.5(5) . . ? F12 C19 C20 105.8(5) . . ? F11 C19 C20 105.6(5) . . ? F12 C19 C18 110.2(6) . . ? F11 C19 C18 109.3(5) . . ? C20 C19 C18 117.9(6) . . ? F13 C20 F14 106.9(5) . . ? F13 C20 F15 108.2(7) . . ? F14 C20 F15 108.5(7) . . ? F13 C20 C19 110.0(7) . . ? F14 C20 C19 111.0(6) . . ? F15 C20 C19 112.0(5) . . ? F16 C21 F17 106.4(5) . . ? F16 C21 C22 104.7(5) . . ? F17 C21 C22 105.7(6) . . ? F16 C21 C18 106.7(6) . . ? F17 C21 C18 111.1(5) . . ? C22 C21 C18 121.2(6) . . ? F18 C22 F19 108.5(6) . . ? F18 C22 F20 107.2(6) . . ? F19 C22 F20 105.9(6) . . ? F18 C22 C21 112.9(7) . . ? F19 C22 C21 110.3(6) . . ? F20 C22 C21 111.8(6) . . ? C24 C23 C28 118.5(5) . . ? C24 C23 P1 121.3(5) . . ? C28 C23 P1 120.1(5) . . ? C25 C24 C23 120.4(7) . . ? C25 C24 H24A 119.8 . . ? C23 C24 H24A 119.8 . . ? C26 C25 C24 120.6(7) . . ? C26 C25 H25A 119.7 . . ? C24 C25 H25A 119.7 . . ? C25 C26 C27 119.0(6) . . ? C25 C26 H26A 120.5 . . ? C27 C26 H26A 120.5 . . ? C28 C27 C26 121.8(7) . . ? C28 C27 H27A 119.1 . . ? C26 C27 H27A 119.1 . . ? C27 C28 C23 119.6(7) . . ? C27 C28 H28A 120.2 . . ? C23 C28 H28A 120.2 . . ? C7 O1 P1 119.1(3) . . ? C18 O2 P1 120.8(3) . . ? O2 P1 O1 83.7(2) . . ? O2 P1 C1 120.5(2) . . ? O1 P1 C1 86.7(2) . . ? O2 P1 C23 116.3(3) . . ? O1 P1 C23 87.7(2) . . ? C1 P1 C23 121.8(3) . . ? O2 P1 C12 87.9(3) . . ? O1 P1 C12 171.5(3) . . ? C1 P1 C12 98.9(3) . . ? C23 P1 C12 94.7(2) . . ? C34 C29 C30 118.0(6) . . ? C34 C29 P2 114.6(4) . . ? C30 C29 P2 127.4(5) . . ? C31 C30 C29 120.1(6) . . ? C31 C30 H30A 119.9 . . ? C29 C30 H30A 119.9 . . ? C32 C31 C30 120.6(6) . . ? C32 C31 H31A 119.7 . . ? C30 C31 H31A 119.7 . . ? C31 C32 C33 120.5(7) . . ? C31 C32 H32A 119.8 . . ? C33 C32 H32A 119.8 . . ? C32 C33 C34 119.2(6) . . ? C32 C33 H33A 120.4 . . ? C34 C33 H33A 120.4 . . ? C33 C34 C29 121.5(5) . . ? C33 C34 C35 126.7(5) . . ? C29 C34 C35 111.8(6) . . ? O3 C35 C34 108.8(5) . . ? O3 C35 C36 106.6(5) . . ? C34 C35 C36 113.8(6) . . ? O3 C35 C38 109.4(6) . . ? C34 C35 C38 107.3(5) . . ? C36 C35 C38 110.9(5) . . ? F22 C36 F21 107.2(4) . . ? F22 C36 C37 106.7(6) . . ? F21 C36 C37 104.2(5) . . ? F22 C36 C35 110.9(5) . . ? F21 C36 C35 109.5(6) . . ? C37 C36 C35 117.7(5) . . ? F23 C37 F25 109.4(5) . . ? F23 C37 F24 108.6(5) . . ? F25 C37 F24 106.2(6) . . ? F23 C37 C36 112.9(6) . . ? F25 C37 C36 111.2(6) . . ? F24 C37 C36 108.3(5) . . ? F27 C38 F26 107.2(5) . . ? F27 C38 C39 105.8(5) . . ? F26 C38 C39 105.4(5) . . ? F27 C38 C35 110.6(6) . . ? F26 C38 C35 106.1(4) . . ? C39 C38 C35 121.0(6) . . ? F28 C39 F30 108.4(6) . . ? F28 C39 F29 109.4(6) . . ? F30 C39 F29 106.1(5) . . ? F28 C39 C38 113.2(5) . . ? F30 C39 C38 111.3(6) . . ? F29 C39 C38 108.3(6) . . ? C45 C40 C41 118.6(6) . . ? C45 C40 P2 113.0(4) . . ? C41 C40 P2 128.4(5) . . ? C42 C41 C40 118.8(6) . . ? C42 C41 H41A 120.6 . . ? C40 C41 H41A 120.6 . . ? C43 C42 C41 121.3(7) . . ? C43 C42 H42A 119.3 . . ? C41 C42 H42A 119.3 . . ? C42 C43 C44 119.8(6) . . ? C42 C43 H43A 120.1 . . ? C44 C43 H43A 120.1 . . ? C45 C44 C43 118.2(6) . . ? C45 C44 H44A 120.9 . . ? C43 C44 H44A 120.9 . . ? C40 C45 C44 123.2(6) . . ? C40 C45 C46 111.0(5) . . ? C44 C45 C46 125.6(6) . . ? O4 C46 C45 107.7(5) . . ? O4 C46 C47 107.3(5) . . ? C45 C46 C47 113.9(5) . . ? O4 C46 C49 107.0(5) . . ? C45 C46 C49 108.0(5) . . ? C47 C46 C49 112.6(5) . . ? F32 C47 F31 107.2(5) . . ? F32 C47 C48 106.8(5) . . ? F31 C47 C48 105.6(6) . . ? F32 C47 C46 110.2(6) . . ? F31 C47 C46 109.5(5) . . ? C48 C47 C46 117.0(6) . . ? F33 C48 F35 108.4(6) . . ? F33 C48 F34 108.0(6) . . ? F35 C48 F34 106.5(5) . . ? F33 C48 C47 112.4(5) . . ? F35 C48 C47 110.8(6) . . ? F34 C48 C47 110.5(6) . . ? F37 C49 F36 107.8(5) . . ? F37 C49 C50 106.2(6) . . ? F36 C49 C50 106.3(5) . . ? F37 C49 C46 110.1(5) . . ? F36 C49 C46 106.0(5) . . ? C50 C49 C46 119.9(6) . . ? F39 C50 F38 108.9(7) . . ? F39 C50 F40 107.1(7) . . ? F38 C50 F40 108.1(6) . . ? F39 C50 C49 112.3(5) . . ? F38 C50 C49 112.6(6) . . ? F40 C50 C49 107.6(6) . . ? C52 C51 C56 119.1(6) . . ? C52 C51 P2 120.7(6) . . ? C56 C51 P2 120.0(5) . . ? C53 C52 C51 121.3(8) . . ? C53 C52 H52A 119.3 . . ? C51 C52 H52A 119.3 . . ? C52 C53 C54 119.1(7) . . ? C52 C53 H53A 120.5 . . ? C54 C53 H53A 120.5 . . ? C55 C54 C53 120.9(7) . . ? C55 C54 H54A 119.6 . . ? C53 C54 H54A 119.6 . . ? C54 C55 C56 119.6(8) . . ? C54 C55 H55A 120.2 . . ? C56 C55 H55A 120.2 . . ? C55 C56 C51 119.9(7) . . ? C55 C56 H56A 120.1 . . ? C51 C56 H56A 120.1 . . ? C35 O3 P2 117.2(4) . . ? C46 O4 P2 120.7(3) . . ? O4 P2 O3 81.32(19) . . ? O4 P2 C51 116.9(3) . . ? O3 P2 C51 89.5(2) . . ? O4 P2 C29 124.0(2) . . ? O3 P2 C29 86.6(2) . . ? C51 P2 C29 117.4(3) . . ? O4 P2 C40 87.3(2) . . ? O3 P2 C40 168.6(2) . . ? C51 P2 C40 96.2(3) . . ? C29 P2 C40 99.4(3) . . ? 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 C6 C1 C2 C3 1.2(9) . . . . ? P1 C1 C2 C3 176.1(5) . . . . ? C1 C2 C3 C4 -0.9(9) . . . . ? C2 C3 C4 C5 0.1(10) . . . . ? C3 C4 C5 C6 0.3(10) . . . . ? C2 C1 C6 C5 -0.8(9) . . . . ? P1 C1 C6 C5 -176.3(5) . . . . ? C2 C1 C6 C7 177.6(5) . . . . ? P1 C1 C6 C7 2.0(6) . . . . ? C4 C5 C6 C1 0.0(9) . . . . ? C4 C5 C6 C7 -178.1(6) . . . . ? C1 C6 C7 O1 3.9(6) . . . . ? C5 C6 C7 O1 -177.8(5) . . . . ? C1 C6 C7 C10 122.4(5) . . . . ? C5 C6 C7 C10 -59.4(7) . . . . ? C1 C6 C7 C8 -112.4(6) . . . . ? C5 C6 C7 C8 65.9(8) . . . . ? O1 C7 C8 F1 -61.4(6) . . . . ? C6 C7 C8 F1 54.2(7) . . . . ? C10 C7 C8 F1 179.1(5) . . . . ? O1 C7 C8 F2 -176.7(4) . . . . ? C6 C7 C8 F2 -61.2(6) . . . . ? C10 C7 C8 F2 63.7(6) . . . . ? O1 C7 C8 C9 59.1(8) . . . . ? C6 C7 C8 C9 174.6(6) . . . . ? C10 C7 C8 C9 -60.5(9) . . . . ? F1 C8 C9 F3 74.0(7) . . . . ? F2 C8 C9 F3 -172.9(6) . . . . ? C7 C8 C9 F3 -46.9(9) . . . . ? F1 C8 C9 F5 -163.6(5) . . . . ? F2 C8 C9 F5 -50.5(7) . . . . ? C7 C8 C9 F5 75.5(8) . . . . ? F1 C8 C9 F4 -45.9(8) . . . . ? F2 C8 C9 F4 67.2(8) . . . . ? C7 C8 C9 F4 -166.8(6) . . . . ? O1 C7 C10 F7 -173.2(5) . . . . ? C6 C7 C10 F7 69.1(6) . . . . ? C8 C7 C10 F7 -53.7(7) . . . . ? O1 C7 C10 F6 -55.3(6) . . . . ? C6 C7 C10 F6 -173.1(5) . . . . ? C8 C7 C10 F6 64.1(6) . . . . ? O1 C7 C10 C11 65.0(8) . . . . ? C6 C7 C10 C11 -52.8(8) . . . . ? C8 C7 C10 C11 -175.6(6) . . . . ? F7 C10 C11 F10 -70.6(8) . . . . ? F6 C10 C11 F10 175.6(6) . . . . ? C7 C10 C11 F10 53.3(10) . . . . ? F7 C10 C11 F9 51.6(8) . . . . ? F6 C10 C11 F9 -62.2(8) . . . . ? C7 C10 C11 F9 175.5(6) . . . . ? F7 C10 C11 F8 168.9(5) . . . . ? F6 C10 C11 F8 55.0(7) . . . . ? C7 C10 C11 F8 -67.2(8) . . . . ? C17 C12 C13 C14 -0.2(9) . . . . ? P1 C12 C13 C14 177.0(5) . . . . ? C12 C13 C14 C15 0.2(9) . . . . ? C13 C14 C15 C16 0.1(10) . . . . ? C14 C15 C16 C17 -0.3(10) . . . . ? C13 C12 C17 C16 -0.1(9) . . . . ? P1 C12 C17 C16 -177.8(5) . . . . ? C13 C12 C17 C18 177.7(5) . . . . ? P1 C12 C17 C18 -0.1(6) . . . . ? C15 C16 C17 C12 0.3(10) . . . . ? C15 C16 C17 C18 -177.1(6) . . . . ? C12 C17 C18 O2 1.4(7) . . . . ? C16 C17 C18 O2 179.0(6) . . . . ? C12 C17 C18 C19 120.2(6) . . . . ? C16 C17 C18 C19 -62.2(9) . . . . ? C12 C17 C18 C21 -114.0(6) . . . . ? C16 C17 C18 C21 63.7(7) . . . . ? O2 C18 C19 F12 -161.4(5) . . . . ? C17 C18 C19 F12 79.5(8) . . . . ? C21 C18 C19 F12 -44.9(7) . . . . ? O2 C18 C19 F11 -43.5(8) . . . . ? C17 C18 C19 F11 -162.5(6) . . . . ? C21 C18 C19 F11 73.0(7) . . . . ? O2 C18 C19 C20 77.0(7) . . . . ? C17 C18 C19 C20 -42.1(9) . . . . ? C21 C18 C19 C20 -166.5(6) . . . . ? F12 C19 C20 F13 68.1(7) . . . . ? F11 C19 C20 F13 -45.7(8) . . . . ? C18 C19 C20 F13 -168.1(6) . . . . ? F12 C19 C20 F14 -50.0(7) . . . . ? F11 C19 C20 F14 -163.8(6) . . . . ? C18 C19 C20 F14 73.8(8) . . . . ? F12 C19 C20 F15 -171.5(5) . . . . ? F11 C19 C20 F15 74.8(6) . . . . ? C18 C19 C20 F15 -47.6(8) . . . . ? O2 C18 C21 F16 -57.5(6) . . . . ? C17 C18 C21 F16 58.7(6) . . . . ? C19 C18 C21 F16 -174.7(5) . . . . ? O2 C18 C21 F17 -173.2(4) . . . . ? C17 C18 C21 F17 -56.9(6) . . . . ? C19 C18 C21 F17 69.7(6) . . . . ? O2 C18 C21 C22 61.9(7) . . . . ? C17 C18 C21 C22 178.2(6) . . . . ? C19 C18 C21 C22 -55.2(8) . . . . ? F16 C21 C22 F18 72.9(7) . . . . ? F17 C21 C22 F18 -175.0(5) . . . . ? C18 C21 C22 F18 -47.6(8) . . . . ? F16 C21 C22 F19 -48.7(8) . . . . ? F17 C21 C22 F19 63.4(7) . . . . ? C18 C21 C22 F19 -169.1(6) . . . . ? F16 C21 C22 F20 -166.2(6) . . . . ? F17 C21 C22 F20 -54.1(7) . . . . ? C18 C21 C22 F20 73.4(9) . . . . ? C28 C23 C24 C25 0.9(12) . . . . ? P1 C23 C24 C25 -177.9(6) . . . . ? C23 C24 C25 C26 1.1(13) . . . . ? C24 C25 C26 C27 -2.3(12) . . . . ? C25 C26 C27 C28 1.4(13) . . . . ? C26 C27 C28 C23 0.6(13) . . . . ? C24 C23 C28 C27 -1.7(11) . . . . ? P1 C23 C28 C27 177.1(6) . . . . ? C6 C7 O1 P1 -8.7(6) . . . . ? C10 C7 O1 P1 -129.8(4) . . . . ? C8 C7 O1 P1 107.7(4) . . . . ? C17 C18 O2 P1 -2.4(6) . . . . ? C19 C18 O2 P1 -124.9(5) . . . . ? C21 C18 O2 P1 114.9(4) . . . . ? C18 O2 P1 O1 -176.5(4) . . . . ? C18 O2 P1 C1 101.1(5) . . . . ? C18 O2 P1 C23 -92.2(4) . . . . ? C18 O2 P1 C12 2.0(4) . . . . ? C7 O1 P1 O2 -112.7(4) . . . . ? C7 O1 P1 C1 8.5(4) . . . . ? C7 O1 P1 C23 130.5(4) . . . . ? C7 O1 P1 C12 -123.1(15) . . . . ? C6 C1 P1 O2 75.2(5) . . . . ? C2 C1 P1 O2 -99.9(5) . . . . ? C6 C1 P1 O1 -5.5(4) . . . . ? C2 C1 P1 O1 179.4(5) . . . . ? C6 C1 P1 C23 -90.7(5) . . . . ? C2 C1 P1 C23 94.2(6) . . . . ? C6 C1 P1 C12 168.0(4) . . . . ? C2 C1 P1 C12 -7.0(6) . . . . ? C24 C23 P1 O2 152.9(6) . . . . ? C28 C23 P1 O2 -25.9(6) . . . . ? C24 C23 P1 O1 -125.3(6) . . . . ? C28 C23 P1 O1 55.9(6) . . . . ? C24 C23 P1 C1 -40.7(7) . . . . ? C28 C23 P1 C1 140.6(5) . . . . ? C24 C23 P1 C12 62.9(7) . . . . ? C28 C23 P1 C12 -115.9(6) . . . . ? C17 C12 P1 O2 -1.0(4) . . . . ? C13 C12 P1 O2 -178.4(6) . . . . ? C17 C12 P1 O1 9.3(18) . . . . ? C13 C12 P1 O1 -168.1(13) . . . . ? C17 C12 P1 C1 -121.6(5) . . . . ? C13 C12 P1 C1 61.1(6) . . . . ? C17 C12 P1 C23 115.2(5) . . . . ? C13 C12 P1 C23 -62.2(6) . . . . ? C34 C29 C30 C31 -1.3(8) . . . . ? P2 C29 C30 C31 -180.0(5) . . . . ? C29 C30 C31 C32 0.3(9) . . . . ? C30 C31 C32 C33 1.0(9) . . . . ? C31 C32 C33 C34 -1.2(9) . . . . ? C32 C33 C34 C29 0.2(8) . . . . ? C32 C33 C34 C35 -178.4(5) . . . . ? C30 C29 C34 C33 1.1(8) . . . . ? P2 C29 C34 C33 179.9(4) . . . . ? C30 C29 C34 C35 179.8(5) . . . . ? P2 C29 C34 C35 -1.3(6) . . . . ? C33 C34 C35 O3 -173.4(5) . . . . ? C29 C34 C35 O3 7.9(6) . . . . ? C33 C34 C35 C36 -54.6(8) . . . . ? C29 C34 C35 C36 126.7(5) . . . . ? C33 C34 C35 C38 68.4(7) . . . . ? C29 C34 C35 C38 -110.3(6) . . . . ? O3 C35 C36 F22 -167.6(5) . . . . ? C34 C35 C36 F22 72.5(6) . . . . ? C38 C35 C36 F22 -48.6(8) . . . . ? O3 C35 C36 F21 -49.5(6) . . . . ? C34 C35 C36 F21 -169.4(5) . . . . ? C38 C35 C36 F21 69.5(7) . . . . ? O3 C35 C36 C37 69.2(8) . . . . ? C34 C35 C36 C37 -50.7(9) . . . . ? C38 C35 C36 C37 -171.8(7) . . . . ? F22 C36 C37 F23 177.5(5) . . . . ? F21 C36 C37 F23 64.3(6) . . . . ? C35 C36 C37 F23 -57.2(9) . . . . ? F22 C36 C37 F25 -59.0(6) . . . . ? F21 C36 C37 F25 -172.2(5) . . . . ? C35 C36 C37 F25 66.3(9) . . . . ? F22 C36 C37 F24 57.3(8) . . . . ? F21 C36 C37 F24 -55.9(8) . . . . ? C35 C36 C37 F24 -177.4(6) . . . . ? O3 C35 C38 F27 -176.5(4) . . . . ? C34 C35 C38 F27 -58.7(6) . . . . ? C36 C35 C38 F27 66.2(7) . . . . ? O3 C35 C38 F26 -60.6(7) . . . . ? C34 C35 C38 F26 57.2(8) . . . . ? C36 C35 C38 F26 -177.9(5) . . . . ? O3 C35 C38 C39 59.1(7) . . . . ? C34 C35 C38 C39 176.9(6) . . . . ? C36 C35 C38 C39 -58.2(9) . . . . ? F27 C38 C39 F28 -175.3(5) . . . . ? F26 C38 C39 F28 71.4(6) . . . . ? C35 C38 C39 F28 -48.7(8) . . . . ? F27 C38 C39 F30 -53.0(6) . . . . ? F26 C38 C39 F30 -166.3(5) . . . . ? C35 C38 C39 F30 73.6(8) . . . . ? F27 C38 C39 F29 63.2(7) . . . . ? F26 C38 C39 F29 -50.1(7) . . . . ? C35 C38 C39 F29 -170.1(6) . . . . ? C45 C40 C41 C42 0.4(11) . . . . ? P2 C40 C41 C42 -178.3(6) . . . . ? C40 C41 C42 C43 -1.6(13) . . . . ? C41 C42 C43 C44 1.5(14) . . . . ? C42 C43 C44 C45 -0.3(14) . . . . ? C41 C40 C45 C44 0.8(11) . . . . ? P2 C40 C45 C44 179.7(6) . . . . ? C41 C40 C45 C46 -174.5(7) . . . . ? P2 C40 C45 C46 4.5(8) . . . . ? C43 C44 C45 C40 -0.9(13) . . . . ? C43 C44 C45 C46 173.7(8) . . . . ? C40 C45 C46 O4 -4.5(8) . . . . ? C44 C45 C46 O4 -179.6(7) . . . . ? C40 C45 C46 C47 -123.3(7) . . . . ? C44 C45 C46 C47 61.6(10) . . . . ? C40 C45 C46 C49 110.8(6) . . . . ? C44 C45 C46 C49 -64.3(9) . . . . ? O4 C46 C47 F32 164.5(5) . . . . ? C45 C46 C47 F32 -76.4(7) . . . . ? C49 C46 C47 F32 47.0(6) . . . . ? O4 C46 C47 F31 46.9(8) . . . . ? C45 C46 C47 F31 166.0(6) . . . . ? C49 C46 C47 F31 -70.6(7) . . . . ? O4 C46 C47 C48 -73.3(6) . . . . ? C45 C46 C47 C48 45.8(8) . . . . ? C49 C46 C47 C48 169.3(5) . . . . ? F32 C47 C48 F33 169.2(5) . . . . ? F31 C47 C48 F33 -77.0(6) . . . . ? C46 C47 C48 F33 45.2(8) . . . . ? F32 C47 C48 F35 -69.4(6) . . . . ? F31 C47 C48 F35 44.4(6) . . . . ? C46 C47 C48 F35 166.6(5) . . . . ? F32 C47 C48 F34 48.4(7) . . . . ? F31 C47 C48 F34 162.3(5) . . . . ? C46 C47 C48 F34 -75.6(7) . . . . ? O4 C46 C49 F37 171.6(4) . . . . ? C45 C46 C49 F37 55.9(6) . . . . ? C47 C46 C49 F37 -70.8(6) . . . . ? O4 C46 C49 F36 55.2(6) . . . . ? C45 C46 C49 F36 -60.5(6) . . . . ? C47 C46 C49 F36 172.9(5) . . . . ? O4 C46 C49 C50 -64.9(6) . . . . ? C45 C46 C49 C50 179.4(5) . . . . ? C47 C46 C49 C50 52.8(7) . . . . ? F37 C49 C50 F39 55.7(9) . . . . ? F36 C49 C50 F39 170.4(7) . . . . ? C46 C49 C50 F39 -69.6(9) . . . . ? F37 C49 C50 F38 179.1(6) . . . . ? F36 C49 C50 F38 -66.2(8) . . . . ? C46 C49 C50 F38 53.8(8) . . . . ? F37 C49 C50 F40 -61.9(6) . . . . ? F36 C49 C50 F40 52.7(7) . . . . ? C46 C49 C50 F40 172.7(5) . . . . ? C56 C51 C52 C53 0.3(11) . . . . ? P2 C51 C52 C53 -176.8(6) . . . . ? C51 C52 C53 C54 -1.6(11) . . . . ? C52 C53 C54 C55 1.9(12) . . . . ? C53 C54 C55 C56 -0.9(12) . . . . ? C54 C55 C56 C51 -0.4(11) . . . . ? C52 C51 C56 C55 0.7(10) . . . . ? P2 C51 C56 C55 177.8(6) . . . . ? C34 C35 O3 P2 -11.7(5) . . . . ? C36 C35 O3 P2 -134.8(4) . . . . ? C38 C35 O3 P2 105.2(4) . . . . ? C45 C46 O4 P2 2.7(7) . . . . ? C47 C46 O4 P2 125.6(5) . . . . ? C49 C46 O4 P2 -113.3(5) . . . . ? C46 O4 P2 O3 -179.7(5) . . . . ? C46 O4 P2 C51 95.3(5) . . . . ? C46 O4 P2 C29 -99.8(5) . . . . ? C46 O4 P2 C40 -0.3(5) . . . . ? C35 O3 P2 O4 134.6(4) . . . . ? C35 O3 P2 C51 -108.1(4) . . . . ? C35 O3 P2 C29 9.4(4) . . . . ? C35 O3 P2 C40 131.7(14) . . . . ? C52 C51 P2 O4 -159.4(5) . . . . ? C56 C51 P2 O4 23.5(7) . . . . ? C52 C51 P2 O3 120.6(6) . . . . ? C56 C51 P2 O3 -56.5(6) . . . . ? C52 C51 P2 C29 34.8(7) . . . . ? C56 C51 P2 C29 -142.3(5) . . . . ? C52 C51 P2 C40 -69.2(6) . . . . ? C56 C51 P2 C40 113.7(6) . . . . ? C34 C29 P2 O4 -81.2(4) . . . . ? C30 C29 P2 O4 97.5(5) . . . . ? C34 C29 P2 O3 -4.1(4) . . . . ? C30 C29 P2 O3 174.6(5) . . . . ? C34 C29 P2 C51 83.5(5) . . . . ? C30 C29 P2 C51 -97.7(5) . . . . ? C34 C29 P2 C40 -174.4(4) . . . . ? C30 C29 P2 C40 4.3(5) . . . . ? C45 C40 P2 O4 -2.6(6) . . . . ? C41 C40 P2 O4 176.2(7) . . . . ? C45 C40 P2 O3 0.2(18) . . . . ? C41 C40 P2 O3 179(52) . . . . ? C45 C40 P2 C51 -119.4(6) . . . . ? C41 C40 P2 C51 59.4(7) . . . . ? C45 C40 P2 C29 121.4(5) . . . . ? C41 C40 P2 C29 -59.7(7) . . . . ? _diffrn_measured_fraction_theta_max 0.657 _diffrn_reflns_theta_full 27.91 _diffrn_measured_fraction_theta_full 0.657 _refine_diff_density_max 0.776 _refine_diff_density_min -1.280 _refine_diff_density_rms 0.291 data_compound12b _database_code_depnum_ccdc_archive 'CCDC 672352' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point 106 _chemical_formula_moiety ? _chemical_formula_sum 'C29 H12 F23 O2 P' _chemical_formula_weight 860.36 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/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 10.3050(3) _cell_length_b 18.2210(6) _cell_length_c 16.8820(4) _cell_angle_alpha 90.00 _cell_angle_beta 95.292(3) _cell_angle_gamma 90.00 _cell_volume 3156.38(16) _cell_formula_units_Z 4 _cell_measurement_temperature 293 _cell_measurement_reflns_used ? _cell_measurement_theta_min 1.7 _cell_measurement_theta_max 27.8 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.810 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1696 _exptl_absorpt_coefficient_mu 0.254 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293 _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'MacScience DIP2030 Imaging Plate' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.00 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6824 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0455 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.65 _diffrn_reflns_theta_max 27.84 _reflns_number_total 6824 _reflns_number_gt 4189 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'HKL(Otwinowski, 1997)' _computing_cell_refinement 'HKL(Otwinowski, 1997)' _computing_data_reduction 'HKL(Otwinowski, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1697P)^2^+21.6792P] 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 6824 _refine_ls_number_parameters 497 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1813 _refine_ls_R_factor_gt 0.1149 _refine_ls_wR_factor_ref 0.3878 _refine_ls_wR_factor_gt 0.3160 _refine_ls_goodness_of_fit_ref 1.109 _refine_ls_restrained_S_all 1.109 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.0476(7) 0.2052(4) 0.5790(4) 0.0354(14) Uani 1 1 d . . . C2 C 0.0721(8) 0.2039(5) 0.6630(5) 0.051(2) Uani 1 1 d . . . H2A H 0.1535 0.2166 0.6876 0.061 Uiso 1 1 calc R . . C3 C -0.0282(10) 0.1831(6) 0.7079(5) 0.064(3) Uani 1 1 d . . . H3A H -0.0142 0.1824 0.7631 0.077 Uiso 1 1 calc R . . C4 C -0.1479(10) 0.1635(7) 0.6715(6) 0.074(3) Uani 1 1 d . . . H4A H -0.2126 0.1481 0.7026 0.089 Uiso 1 1 calc R . . C5 C -0.1747(9) 0.1661(6) 0.5899(6) 0.063(2) Uani 1 1 d . . . H5A H -0.2569 0.1540 0.5661 0.075 Uiso 1 1 calc R . . C6 C -0.0752(7) 0.1875(4) 0.5441(4) 0.0410(16) Uani 1 1 d . . . C7 C -0.0853(6) 0.1936(4) 0.4539(4) 0.0355(14) Uani 1 1 d . . . C8 C -0.2000(7) 0.2423(5) 0.4189(5) 0.0484(19) Uani 1 1 d . . . C9 C -0.2061(9) 0.3220(6) 0.4468(8) 0.069(3) Uani 1 1 d . . . C10 C -0.0974(8) 0.1129(4) 0.4198(5) 0.0470(18) Uani 1 1 d . . . C11 C -0.0931(10) 0.0969(6) 0.3294(6) 0.065(3) Uani 1 1 d . . . C12 C 0.3078(7) 0.2535(4) 0.5814(4) 0.0359(15) Uani 1 1 d . . . C13 C 0.3766(7) 0.2077(5) 0.6369(5) 0.0450(18) Uani 1 1 d . . . H13A H 0.3472 0.1602 0.6449 0.054 Uiso 1 1 calc R . . C14 C 0.4872(8) 0.2327(5) 0.6796(6) 0.057(2) Uani 1 1 d . . . H14A H 0.5322 0.2020 0.7166 0.068 Uiso 1 1 calc R . . C15 C 0.5326(9) 0.3021(6) 0.6688(6) 0.067(3) Uani 1 1 d . . . H15A H 0.6084 0.3179 0.6979 0.080 Uiso 1 1 calc R . . C16 C 0.4668(8) 0.3488(5) 0.6148(6) 0.057(2) Uani 1 1 d . . . H16A H 0.4973 0.3962 0.6077 0.068 Uiso 1 1 calc R . . C17 C 0.3547(7) 0.3241(4) 0.5713(5) 0.0399(16) Uani 1 1 d . . . C18 C 0.2698(6) 0.3658(4) 0.5085(4) 0.0361(15) Uani 1 1 d . . . C19 C 0.2041(7) 0.4336(4) 0.5430(5) 0.0423(17) Uani 1 1 d . . . C20 C 0.1278(8) 0.4231(4) 0.6160(5) 0.0495(19) Uani 1 1 d . . . C21 C 0.3508(8) 0.3871(4) 0.4377(5) 0.049(2) Uani 1 1 d . . . C22 C 0.2866(12) 0.4241(6) 0.3628(6) 0.073(3) Uani 1 1 d . . . C23 C 0.2487(6) 0.1626(3) 0.4560(4) 0.0314(13) Uani 1 1 d . . . C24 C 0.2808(8) 0.0951(4) 0.4902(4) 0.0411(16) Uani 1 1 d . . . H24A H 0.2585 0.0842 0.5410 0.049 Uiso 1 1 calc R . . C25 C 0.3464(8) 0.0439(4) 0.4480(5) 0.0477(19) Uani 1 1 d . . . H25A H 0.3665 -0.0020 0.4701 0.057 Uiso 1 1 calc R . . C26 C 0.3822(7) 0.0610(4) 0.3727(5) 0.0407(16) Uani 1 1 d . A . C27 C 0.3513(8) 0.1287(4) 0.3395(5) 0.0422(16) Uani 1 1 d . . . H27A H 0.3765 0.1406 0.2896 0.051 Uiso 1 1 calc R . . C28 C 0.2828(7) 0.1785(4) 0.3809(4) 0.0357(14) Uani 1 1 d . . . H28A H 0.2592 0.2235 0.3577 0.043 Uiso 1 1 calc R . . C29 C 0.4539(9) 0.0062(5) 0.3277(6) 0.058(2) Uani 1 1 d . . . O1 O 0.0291(4) 0.2260(2) 0.4342(3) 0.0321(10) Uani 1 1 d . . . O2 O 0.1701(4) 0.3172(2) 0.4761(3) 0.0306(9) Uani 1 1 d . . . P1 P 0.16241(16) 0.23279(9) 0.50945(10) 0.0289(4) Uani 1 1 d . . . F1 F -0.1977(6) 0.2464(3) 0.3388(3) 0.0717(16) Uani 1 1 d . . . F2 F -0.3160(5) 0.2118(3) 0.4315(4) 0.0774(18) Uani 1 1 d . . . F3 F -0.1069(10) 0.3605(6) 0.4508(7) 0.052(2) Uiso 0.50 1 d P . . F4 F -0.2323(14) 0.3222(7) 0.5230(8) 0.098(4) Uiso 0.70 1 d P . . F5 F -0.3063(10) 0.3547(6) 0.3930(7) 0.052(2) Uiso 0.50 1 d P . . F6 F 0.0034(5) 0.0752(2) 0.4559(3) 0.0617(14) Uani 1 1 d . . . F7 F -0.2074(6) 0.0814(3) 0.4403(4) 0.0734(17) Uani 1 1 d . . . F8 F 0.0000(7) 0.1333(4) 0.2994(4) 0.095(2) Uani 1 1 d . . . F9 F -0.2045(7) 0.1119(4) 0.2896(4) 0.100(2) Uani 1 1 d . . . F10 F -0.0760(9) 0.0263(4) 0.3202(5) 0.117(3) Uani 1 1 d . . . F11 F 0.1161(6) 0.4626(3) 0.4868(3) 0.0637(14) Uani 1 1 d . . . F12 F 0.2945(5) 0.4850(3) 0.5634(4) 0.0729(17) Uani 1 1 d . . . F13 F 0.0188(10) 0.3822(6) 0.5935(6) 0.061(3) Uiso 0.60 1 d P . . F14 F 0.0766(7) 0.4850(3) 0.6366(4) 0.0811(19) Uani 1 1 d . . . F15 F 0.1850(10) 0.3851(6) 0.6769(6) 0.052(2) Uiso 0.50 1 d P . . F16 F 0.4148(8) 0.3206(5) 0.4227(5) 0.046(2) Uiso 0.60 1 d P . . F17 F 0.4428(9) 0.4360(5) 0.4559(6) 0.049(2) Uiso 0.60 1 d P . . F18 F 0.1627(9) 0.4032(5) 0.3394(5) 0.068(2) Uiso 0.70 1 d P . . F19 F 0.3450(13) 0.4243(7) 0.2983(8) 0.083(4) Uiso 0.60 1 d P . . F20 F 0.2679(8) 0.4956(4) 0.3744(5) 0.101(2) Uani 1 1 d . . . F21 F 0.3685(18) -0.0329(11) 0.2792(13) 0.057(4) Uiso 0.30 1 d P A 3 F22 F 0.524(2) -0.0385(13) 0.3674(12) 0.073(5) Uiso 0.30 1 d P A 3 F23 F 0.5349(18) 0.0428(9) 0.2747(11) 0.055(4) Uiso 0.30 1 d P A 3 F24 F -0.1045(9) 0.3594(5) 0.4132(7) 0.045(2) Uiso 0.50 1 d P . . F25 F -0.180(3) 0.3365(16) 0.5206(17) 0.088(8) Uiso 0.30 1 d P . . F26 F -0.3142(13) 0.3540(7) 0.4307(9) 0.076(4) Uiso 0.50 1 d P . . F27 F 0.2213(11) 0.4134(7) 0.6779(7) 0.060(3) Uiso 0.50 1 d P . . F28 F 0.0535(14) 0.3655(7) 0.6157(8) 0.051(3) Uiso 0.40 1 d P . . F29 F 0.3847(11) 0.3294(6) 0.3987(7) 0.034(2) Uiso 0.40 1 d P . . F30 F 0.4663(12) 0.4220(7) 0.4768(8) 0.040(3) Uiso 0.40 1 d P . . F31 F 0.2037(17) 0.3750(9) 0.3300(10) 0.049(4) Uiso 0.30 1 d P . . F32 F 0.3964(17) 0.4109(9) 0.3136(10) 0.067(4) Uiso 0.40 1 d P . . F33 F 0.4003(17) -0.0065(10) 0.2580(10) 0.067(4) Uiso 0.40 1 d P A 1 F34 F 0.4446(14) -0.0659(7) 0.3660(9) 0.055(3) Uiso 0.40 1 d P A 1 F35 F 0.5747(15) 0.0172(9) 0.3307(11) 0.069(4) Uiso 0.40 1 d P A 1 F36 F 0.4059(19) -0.0575(10) 0.3204(13) 0.059(4) Uiso 0.30 1 d P A 2 F37 F 0.5800(13) -0.0057(8) 0.3624(8) 0.030(3) Uiso 0.30 1 d P A 2 F38 F 0.4690(19) 0.0266(10) 0.2500(10) 0.054(4) Uiso 0.30 1 d P A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.032(3) 0.034(3) 0.042(4) -0.001(3) 0.008(3) 0.004(3) C2 0.046(4) 0.076(6) 0.030(4) 0.004(3) 0.006(3) 0.009(4) C3 0.066(6) 0.092(7) 0.039(5) 0.014(4) 0.022(4) 0.003(5) C4 0.060(6) 0.106(9) 0.060(7) 0.015(6) 0.030(5) -0.011(6) C5 0.046(5) 0.088(7) 0.056(6) 0.001(5) 0.017(4) -0.024(5) C6 0.044(4) 0.041(4) 0.040(4) 0.000(3) 0.015(3) -0.009(3) C7 0.030(3) 0.036(3) 0.041(4) 0.006(3) 0.006(3) -0.004(3) C8 0.027(4) 0.055(5) 0.063(5) 0.005(4) 0.001(3) -0.006(3) C9 0.033(4) 0.056(5) 0.115(9) 0.014(5) 0.001(5) 0.012(4) C10 0.040(4) 0.038(4) 0.063(5) -0.003(3) 0.005(3) -0.016(3) C11 0.069(6) 0.063(6) 0.060(6) -0.020(4) -0.003(5) -0.010(5) C12 0.031(3) 0.032(3) 0.044(4) -0.004(3) 0.003(3) 0.010(3) C13 0.034(4) 0.050(4) 0.048(5) -0.007(3) -0.014(3) 0.014(3) C14 0.046(5) 0.053(5) 0.068(6) -0.009(4) -0.016(4) 0.017(4) C15 0.038(4) 0.081(7) 0.075(7) -0.021(5) -0.025(4) 0.018(4) C16 0.036(4) 0.051(5) 0.081(6) -0.024(4) -0.005(4) -0.003(3) C17 0.031(3) 0.036(4) 0.052(4) -0.011(3) 0.002(3) 0.007(3) C18 0.030(3) 0.028(3) 0.050(4) -0.007(3) 0.004(3) -0.006(3) C19 0.042(4) 0.024(3) 0.061(5) -0.005(3) -0.002(3) 0.003(3) C20 0.053(5) 0.046(4) 0.048(5) -0.012(3) -0.002(3) 0.017(4) C21 0.047(4) 0.035(4) 0.068(5) -0.012(3) 0.022(4) -0.017(3) C22 0.091(8) 0.070(7) 0.063(7) 0.003(5) 0.034(5) -0.026(6) C23 0.031(3) 0.025(3) 0.037(4) -0.002(2) 0.002(2) -0.002(2) C24 0.052(4) 0.032(3) 0.039(4) 0.006(3) 0.007(3) 0.006(3) C25 0.047(4) 0.029(3) 0.066(5) 0.002(3) 0.001(4) 0.010(3) C26 0.031(3) 0.040(4) 0.051(4) -0.010(3) 0.003(3) 0.005(3) C27 0.049(4) 0.037(4) 0.042(4) -0.006(3) 0.006(3) 0.004(3) C28 0.045(4) 0.025(3) 0.037(4) -0.002(2) 0.005(3) 0.001(3) C29 0.053(5) 0.046(5) 0.071(6) -0.014(4) -0.007(4) 0.014(4) O1 0.025(2) 0.034(2) 0.038(3) 0.0024(18) 0.0062(17) -0.0065(18) O2 0.025(2) 0.029(2) 0.038(3) -0.0022(17) 0.0001(17) -0.0044(17) P1 0.0261(8) 0.0285(8) 0.0327(9) 0.0006(6) 0.0055(6) 0.0016(6) F1 0.072(4) 0.077(4) 0.061(4) 0.014(3) -0.017(3) 0.005(3) F2 0.027(2) 0.082(4) 0.122(5) 0.017(4) 0.001(3) -0.013(2) F6 0.067(3) 0.034(2) 0.081(4) 0.005(2) -0.014(3) 0.001(2) F7 0.065(3) 0.063(3) 0.093(4) -0.005(3) 0.013(3) -0.038(3) F8 0.096(5) 0.130(6) 0.066(4) -0.035(4) 0.033(3) -0.039(4) F9 0.094(5) 0.120(6) 0.077(5) -0.014(4) -0.040(4) -0.009(4) F10 0.168(8) 0.068(4) 0.111(6) -0.045(4) -0.011(5) 0.004(5) F11 0.078(4) 0.056(3) 0.056(3) 0.007(2) 0.004(2) 0.028(3) F12 0.068(3) 0.036(2) 0.118(5) -0.036(3) 0.023(3) -0.015(2) F14 0.103(5) 0.059(3) 0.085(4) -0.019(3) 0.027(3) 0.035(3) F20 0.142(7) 0.067(4) 0.096(5) 0.028(4) 0.019(4) -0.015(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 C1 C6 1.384(10) . ? C1 C2 1.418(11) . ? C1 P1 1.813(7) . ? C2 C3 1.389(12) . ? C2 H2A 0.9300 . ? C3 C4 1.373(15) . ? C3 H3A 0.9300 . ? C4 C5 1.380(14) . ? C4 H4A 0.9300 . ? C5 C6 1.396(10) . ? C5 H5A 0.9300 . ? C6 C7 1.521(10) . ? C7 O1 1.387(7) . ? C7 C8 1.550(10) . ? C7 C10 1.579(10) . ? C8 F2 1.353(9) . ? C8 F1 1.356(10) . ? C8 C9 1.530(14) . ? C9 F3 1.236(13) . ? C9 F26 1.265(15) . ? C9 F25 1.28(3) . ? C9 F4 1.340(17) . ? C9 F24 1.412(14) . ? C9 F5 1.439(14) . ? C10 F6 1.343(10) . ? C10 F7 1.344(9) . ? C10 C11 1.559(13) . ? C11 F9 1.305(12) . ? C11 F8 1.307(12) . ? C11 F10 1.308(12) . ? C12 C17 1.390(10) . ? C12 C13 1.400(10) . ? C12 P1 1.878(7) . ? C13 C14 1.370(11) . ? C13 H13A 0.9300 . ? C14 C15 1.366(14) . ? C14 H14A 0.9300 . ? C15 C16 1.378(13) . ? C15 H15A 0.9300 . ? C16 C17 1.386(10) . ? C16 H16A 0.9300 . ? C17 C18 1.514(10) . ? C18 O2 1.426(7) . ? C18 C19 1.549(10) . ? C18 C21 1.568(11) . ? C19 F12 1.342(8) . ? C19 F11 1.358(9) . ? C19 C20 1.534(12) . ? C20 F28 1.298(15) . ? C20 F14 1.305(9) . ? C20 F15 1.331(13) . ? C20 F27 1.366(14) . ? C20 F13 1.372(13) . ? C21 F29 1.305(13) . ? C21 F17 1.316(11) . ? C21 F16 1.413(12) . ? C21 F30 1.453(14) . ? C21 C22 1.529(15) . ? C22 F19 1.293(15) . ? C22 F31 1.323(19) . ? C22 F20 1.334(13) . ? C22 F18 1.356(14) . ? C22 F32 1.48(2) . ? C23 C28 1.378(10) . ? C23 C24 1.386(9) . ? C23 P1 1.841(7) . ? C24 C25 1.387(11) . ? C24 H24A 0.9300 . ? C25 C26 1.391(12) . ? C25 H25A 0.9300 . ? C26 C27 1.381(11) . ? C26 C29 1.491(11) . ? C27 C28 1.378(10) . ? C27 H27A 0.9300 . ? C28 H28A 0.9300 . ? C29 F22 1.24(2) . ? C29 F35 1.258(17) . ? C29 F36 1.26(2) . ? C29 F33 1.275(17) . ? C29 F21 1.35(2) . ? C29 F38 1.39(2) . ? C29 F37 1.393(16) . ? C29 F23 1.44(2) . ? C29 F34 1.472(17) . ? O1 P1 1.788(5) . ? O2 P1 1.643(5) . ? F3 F24 0.638(12) . ? F3 F25 1.52(3) . ? F4 F25 0.61(3) . ? F5 F26 0.648(15) . ? F13 F28 0.580(15) . ? F15 F27 0.637(13) . ? F15 F28 1.665(17) . ? F16 F29 0.513(12) . ? F18 F31 0.693(16) . ? F19 F32 0.618(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 C6 C1 C2 119.6(7) . . ? C6 C1 P1 114.5(5) . . ? C2 C1 P1 125.9(6) . . ? C3 C2 C1 118.5(8) . . ? C3 C2 H2A 120.7 . . ? C1 C2 H2A 120.7 . . ? C4 C3 C2 120.6(9) . . ? C4 C3 H3A 119.7 . . ? C2 C3 H3A 119.7 . . ? C3 C4 C5 121.8(8) . . ? C3 C4 H4A 119.1 . . ? C5 C4 H4A 119.1 . . ? C4 C5 C6 118.2(8) . . ? C4 C5 H5A 120.9 . . ? C6 C5 H5A 120.9 . . ? C1 C6 C5 121.2(7) . . ? C1 C6 C7 112.7(6) . . ? C5 C6 C7 126.1(7) . . ? O1 C7 C6 106.9(6) . . ? O1 C7 C8 107.4(5) . . ? C6 C7 C8 113.7(6) . . ? O1 C7 C10 110.5(6) . . ? C6 C7 C10 107.0(6) . . ? C8 C7 C10 111.2(6) . . ? F2 C8 F1 106.1(7) . . ? F2 C8 C9 106.2(7) . . ? F1 C8 C9 105.0(8) . . ? F2 C8 C7 111.1(7) . . ? F1 C8 C7 109.2(7) . . ? C9 C8 C7 118.5(7) . . ? F3 C9 F26 117.2(11) . . ? F3 C9 F25 74.2(16) . . ? F26 C9 F25 102.7(17) . . ? F3 C9 F4 100.6(12) . . ? F26 C9 F4 87.3(11) . . ? F25 C9 F4 26.7(14) . . ? F3 C9 F24 26.9(6) . . ? F26 C9 F24 111.2(10) . . ? F25 C9 F24 101.1(17) . . ? F4 C9 F24 127.4(12) . . ? F3 C9 F5 110.0(10) . . ? F26 C9 F5 26.8(7) . . ? F25 C9 F5 127.3(16) . . ? F4 C9 F5 114.1(10) . . ? F24 C9 F5 93.6(9) . . ? F3 C9 C8 119.9(9) . . ? F26 C9 C8 115.6(10) . . ? F25 C9 C8 119.0(15) . . ? F4 C9 C8 108.5(10) . . ? F24 C9 C8 106.4(9) . . ? F5 C9 C8 104.3(9) . . ? F6 C10 F7 107.5(7) . . ? F6 C10 C11 104.9(7) . . ? F7 C10 C11 105.8(7) . . ? F6 C10 C7 106.2(6) . . ? F7 C10 C7 110.1(7) . . ? C11 C10 C7 121.5(7) . . ? F9 C11 F8 109.6(10) . . ? F9 C11 F10 105.4(8) . . ? F8 C11 F10 110.0(10) . . ? F9 C11 C10 111.3(9) . . ? F8 C11 C10 111.9(7) . . ? F10 C11 C10 108.4(9) . . ? C17 C12 C13 118.3(7) . . ? C17 C12 P1 111.9(5) . . ? C13 C12 P1 129.6(6) . . ? C14 C13 C12 120.0(8) . . ? C14 C13 H13A 120.0 . . ? C12 C13 H13A 120.0 . . ? C15 C14 C13 121.1(8) . . ? C15 C14 H14A 119.5 . . ? C13 C14 H14A 119.5 . . ? C14 C15 C16 120.4(8) . . ? C14 C15 H15A 119.8 . . ? C16 C15 H15A 119.8 . . ? C15 C16 C17 119.1(9) . . ? C15 C16 H16A 120.5 . . ? C17 C16 H16A 120.5 . . ? C16 C17 C12 121.1(7) . . ? C16 C17 C18 127.5(7) . . ? C12 C17 C18 111.4(6) . . ? O2 C18 C17 107.9(5) . . ? O2 C18 C19 108.4(5) . . ? C17 C18 C19 112.4(6) . . ? O2 C18 C21 106.0(6) . . ? C17 C18 C21 110.1(6) . . ? C19 C18 C21 111.8(6) . . ? F12 C19 F11 108.1(6) . . ? F12 C19 C20 106.0(6) . . ? F11 C19 C20 104.5(6) . . ? F12 C19 C18 109.6(6) . . ? F11 C19 C18 109.5(6) . . ? C20 C19 C18 118.5(6) . . ? F28 C20 F14 116.6(9) . . ? F28 C20 F15 78.5(10) . . ? F14 C20 F15 113.9(8) . . ? F28 C20 F27 105.8(10) . . ? F14 C20 F27 100.5(8) . . ? F15 C20 F27 27.3(6) . . ? F28 C20 F13 24.9(7) . . ? F14 C20 F13 101.7(8) . . ? F15 C20 F13 102.9(9) . . ? F27 C20 F13 130.0(10) . . ? F28 C20 C19 116.3(8) . . ? F14 C20 C19 110.8(7) . . ? F15 C20 C19 117.5(8) . . ? F27 C20 C19 104.6(8) . . ? F13 C20 C19 108.2(7) . . ? F29 C21 F17 116.3(9) . . ? F29 C21 F16 21.3(5) . . ? F17 C21 F16 106.5(8) . . ? F29 C21 F30 109.6(9) . . ? F17 C21 F30 19.2(6) . . ? F16 C21 F30 94.6(8) . . ? F29 C21 C22 93.0(9) . . ? F17 C21 C22 98.1(8) . . ? F16 C21 C22 113.8(8) . . ? F30 C21 C22 117.1(8) . . ? F29 C21 C18 111.8(7) . . ? F17 C21 C18 114.4(7) . . ? F16 C21 C18 102.4(7) . . ? F30 C21 C18 103.6(8) . . ? C22 C21 C18 121.3(7) . . ? F19 C22 F31 89.0(12) . . ? F19 C22 F20 101.8(9) . . ? F31 C22 F20 128.7(14) . . ? F19 C22 F18 104.7(11) . . ? F31 C22 F18 29.9(8) . . ? F20 C22 F18 99.9(10) . . ? F19 C22 F32 24.5(8) . . ? F31 C22 F32 98.8(12) . . ? F20 C22 F32 111.6(10) . . ? F18 C22 F32 122.5(11) . . ? F19 C22 C21 120.0(12) . . ? F31 C22 C21 105.2(10) . . ? F20 C22 C21 111.6(9) . . ? F18 C22 C21 116.2(8) . . ? F32 C22 C21 95.6(11) . . ? C28 C23 C24 120.0(6) . . ? C28 C23 P1 118.7(5) . . ? C24 C23 P1 121.4(5) . . ? C23 C24 C25 119.5(7) . . ? C23 C24 H24A 120.3 . . ? C25 C24 H24A 120.3 . . ? C24 C25 C26 120.1(7) . . ? C24 C25 H25A 120.0 . . ? C26 C25 H25A 120.0 . . ? C27 C26 C25 120.0(7) . . ? C27 C26 C29 119.9(8) . . ? C25 C26 C29 120.1(7) . . ? C28 C27 C26 119.5(7) . . ? C28 C27 H27A 120.2 . . ? C26 C27 H27A 120.2 . . ? C23 C28 C27 120.9(7) . . ? C23 C28 H28A 119.6 . . ? C27 C28 H28A 119.6 . . ? F22 C29 F35 63.8(13) . . ? F22 C29 F36 69.7(15) . . ? F35 C29 F36 121.9(13) . . ? F22 C29 F33 124.0(14) . . ? F35 C29 F33 114.1(14) . . ? F36 C29 F33 67.1(13) . . ? F22 C29 F21 107.2(16) . . ? F35 C29 F21 134.2(13) . . ? F36 C29 F21 39.4(11) . . ? F33 C29 F21 30.8(9) . . ? F22 C29 F38 125.2(14) . . ? F35 C29 F38 78.3(13) . . ? F36 C29 F38 103.4(14) . . ? F33 C29 F38 41.6(10) . . ? F21 C29 F38 72.1(12) . . ? F22 C29 F37 36.7(11) . . ? F35 C29 F37 29.0(8) . . ? F36 C29 F37 103.9(13) . . ? F33 C29 F37 131.9(12) . . ? F21 C29 F37 134.8(12) . . ? F38 C29 F37 104.9(12) . . ? F22 C29 F23 107.3(15) . . ? F35 C29 F23 47.4(10) . . ? F36 C29 F23 127.5(13) . . ? F33 C29 F23 74.8(12) . . ? F21 C29 F23 104.5(14) . . ? F38 C29 F23 33.5(9) . . ? F37 C29 F23 76.2(11) . . ? F22 C29 F34 40.1(12) . . ? F35 C29 F34 103.2(11) . . ? F36 C29 F34 35.1(10) . . ? F33 C29 F34 101.8(12) . . ? F21 C29 F34 74.3(11) . . ? F38 C29 F34 132.3(11) . . ? F37 C29 F34 76.8(9) . . ? F23 C29 F34 138.6(11) . . ? F22 C29 C26 117.0(13) . . ? F35 C29 C26 114.0(10) . . ? F36 C29 C26 117.2(12) . . ? F33 C29 C26 113.6(10) . . ? F21 C29 C26 109.7(10) . . ? F38 C29 C26 114.0(10) . . ? F37 C29 C26 112.1(9) . . ? F23 C29 C26 110.4(10) . . ? F34 C29 C26 108.6(9) . . ? C7 O1 P1 118.2(4) . . ? C18 O2 P1 120.3(4) . . ? O2 P1 O1 83.0(2) . . ? O2 P1 C1 122.5(3) . . ? O1 P1 C1 86.4(3) . . ? O2 P1 C23 116.2(3) . . ? O1 P1 C23 88.7(3) . . ? C1 P1 C23 119.9(3) . . ? O2 P1 C12 88.4(3) . . ? O1 P1 C12 171.3(3) . . ? C1 P1 C12 99.6(3) . . ? C23 P1 C12 93.7(3) . . ? F24 F3 C9 92.1(16) . . ? F24 F3 F25 146(2) . . ? C9 F3 F25 54.2(13) . . ? F25 F4 C9 71(3) . . ? F26 F5 C9 61.5(17) . . ? F28 F13 C20 70.4(19) . . ? F27 F15 C20 79.4(16) . . ? F27 F15 F28 129.2(18) . . ? C20 F15 F28 49.9(7) . . ? F29 F16 C21 67.4(18) . . ? F31 F18 C22 72.4(17) . . ? F32 F19 C22 95(2) . . ? F3 F24 C9 61.1(14) . . ? F4 F25 C9 82(4) . . ? F4 F25 F3 133(4) . . ? C9 F25 F3 51.6(12) . . ? F5 F26 C9 91.8(19) . . ? F15 F27 C20 73.3(16) . . ? F13 F28 C20 85(2) . . ? F13 F28 F15 135(2) . . ? C20 F28 F15 51.6(7) . . ? F16 F29 C21 91(2) . . ? F18 F31 C22 77.7(18) . . ? F19 F32 C22 60(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 C6 C1 C2 C3 1.4(12) . . . . ? P1 C1 C2 C3 178.2(7) . . . . ? C1 C2 C3 C4 0.7(15) . . . . ? C2 C3 C4 C5 -2.3(18) . . . . ? C3 C4 C5 C6 1.7(18) . . . . ? C2 C1 C6 C5 -2.0(12) . . . . ? P1 C1 C6 C5 -179.2(7) . . . . ? C2 C1 C6 C7 178.6(7) . . . . ? P1 C1 C6 C7 1.4(8) . . . . ? C4 C5 C6 C1 0.4(15) . . . . ? C4 C5 C6 C7 179.8(9) . . . . ? C1 C6 C7 O1 -8.7(8) . . . . ? C5 C6 C7 O1 171.9(8) . . . . ? C1 C6 C7 C8 -127.0(7) . . . . ? C5 C6 C7 C8 53.5(11) . . . . ? C1 C6 C7 C10 109.7(7) . . . . ? C5 C6 C7 C10 -69.7(10) . . . . ? O1 C7 C8 F2 176.3(6) . . . . ? C6 C7 C8 F2 -65.7(9) . . . . ? C10 C7 C8 F2 55.3(9) . . . . ? O1 C7 C8 F1 59.7(8) . . . . ? C6 C7 C8 F1 177.7(6) . . . . ? C10 C7 C8 F1 -61.4(8) . . . . ? O1 C7 C8 C9 -60.4(10) . . . . ? C6 C7 C8 C9 57.6(10) . . . . ? C10 C7 C8 C9 178.6(8) . . . . ? F2 C8 C9 F3 171.4(11) . . . . ? F1 C8 C9 F3 -76.5(12) . . . . ? C7 C8 C9 F3 45.7(15) . . . . ? F2 C8 C9 F26 -39.2(14) . . . . ? F1 C8 C9 F26 72.9(13) . . . . ? C7 C8 C9 F26 -164.9(11) . . . . ? F2 C8 C9 F25 83.8(19) . . . . ? F1 C8 C9 F25 -164.1(18) . . . . ? C7 C8 C9 F25 -42(2) . . . . ? F2 C8 C9 F4 56.9(11) . . . . ? F1 C8 C9 F4 168.9(9) . . . . ? C7 C8 C9 F4 -68.8(11) . . . . ? F2 C8 C9 F24 -163.2(8) . . . . ? F1 C8 C9 F24 -51.1(9) . . . . ? C7 C8 C9 F24 71.1(11) . . . . ? F2 C8 C9 F5 -65.0(10) . . . . ? F1 C8 C9 F5 47.1(9) . . . . ? C7 C8 C9 F5 169.3(8) . . . . ? O1 C7 C10 F6 62.9(8) . . . . ? C6 C7 C10 F6 -53.1(8) . . . . ? C8 C7 C10 F6 -177.9(6) . . . . ? O1 C7 C10 F7 179.0(6) . . . . ? C6 C7 C10 F7 63.0(8) . . . . ? C8 C7 C10 F7 -61.8(9) . . . . ? O1 C7 C10 C11 -56.6(9) . . . . ? C6 C7 C10 C11 -172.6(7) . . . . ? C8 C7 C10 C11 62.6(9) . . . . ? F6 C10 C11 F9 161.5(8) . . . . ? F7 C10 C11 F9 48.1(10) . . . . ? C7 C10 C11 F9 -78.3(10) . . . . ? F6 C10 C11 F8 -75.5(10) . . . . ? F7 C10 C11 F8 171.1(8) . . . . ? C7 C10 C11 F8 44.7(12) . . . . ? F6 C10 C11 F10 46.0(10) . . . . ? F7 C10 C11 F10 -67.5(10) . . . . ? C7 C10 C11 F10 166.2(8) . . . . ? C17 C12 C13 C14 -0.1(11) . . . . ? P1 C12 C13 C14 174.9(7) . . . . ? C12 C13 C14 C15 -0.3(14) . . . . ? C13 C14 C15 C16 0.6(15) . . . . ? C14 C15 C16 C17 -0.6(15) . . . . ? C15 C16 C17 C12 0.2(13) . . . . ? C15 C16 C17 C18 -178.9(8) . . . . ? C13 C12 C17 C16 0.1(11) . . . . ? P1 C12 C17 C16 -175.7(6) . . . . ? C13 C12 C17 C18 179.4(6) . . . . ? P1 C12 C17 C18 3.6(7) . . . . ? C16 C17 C18 O2 176.3(7) . . . . ? C12 C17 C18 O2 -2.9(8) . . . . ? C16 C17 C18 C19 -64.3(10) . . . . ? C12 C17 C18 C19 116.5(6) . . . . ? C16 C17 C18 C21 61.0(10) . . . . ? C12 C17 C18 C21 -118.2(6) . . . . ? O2 C18 C19 F12 -171.0(6) . . . . ? C17 C18 C19 F12 69.8(8) . . . . ? C21 C18 C19 F12 -54.5(9) . . . . ? O2 C18 C19 F11 -52.6(8) . . . . ? C17 C18 C19 F11 -171.7(6) . . . . ? C21 C18 C19 F11 63.9(8) . . . . ? O2 C18 C19 C20 67.1(8) . . . . ? C17 C18 C19 C20 -52.0(8) . . . . ? C21 C18 C19 C20 -176.4(7) . . . . ? F12 C19 C20 F28 -166.2(9) . . . . ? F11 C19 C20 F28 79.7(10) . . . . ? C18 C19 C20 F28 -42.5(12) . . . . ? F12 C19 C20 F14 57.6(8) . . . . ? F11 C19 C20 F14 -56.5(8) . . . . ? C18 C19 C20 F14 -178.7(7) . . . . ? F12 C19 C20 F15 -75.8(10) . . . . ? F11 C19 C20 F15 170.1(8) . . . . ? C18 C19 C20 F15 47.9(11) . . . . ? F12 C19 C20 F27 -49.9(9) . . . . ? F11 C19 C20 F27 -164.0(8) . . . . ? C18 C19 C20 F27 73.8(9) . . . . ? F12 C19 C20 F13 168.3(7) . . . . ? F11 C19 C20 F13 54.2(8) . . . . ? C18 C19 C20 F13 -68.0(9) . . . . ? O2 C18 C21 F29 -49.5(10) . . . . ? C17 C18 C21 F29 66.9(10) . . . . ? C19 C18 C21 F29 -167.4(8) . . . . ? O2 C18 C21 F17 175.7(7) . . . . ? C17 C18 C21 F17 -67.9(9) . . . . ? C19 C18 C21 F17 57.8(10) . . . . ? O2 C18 C21 F16 -69.5(8) . . . . ? C17 C18 C21 F16 46.9(8) . . . . ? C19 C18 C21 F16 172.6(7) . . . . ? O2 C18 C21 F30 -167.5(7) . . . . ? C17 C18 C21 F30 -51.0(8) . . . . ? C19 C18 C21 F30 74.6(9) . . . . ? O2 C18 C21 C22 58.5(9) . . . . ? C17 C18 C21 C22 175.0(7) . . . . ? C19 C18 C21 C22 -59.4(9) . . . . ? F29 C21 C22 F19 -44.6(12) . . . . ? F17 C21 C22 F19 72.5(12) . . . . ? F16 C21 C22 F19 -39.6(13) . . . . ? F30 C21 C22 F19 69.3(14) . . . . ? C18 C21 C22 F19 -162.4(10) . . . . ? F29 C21 C22 F31 53.2(12) . . . . ? F17 C21 C22 F31 170.3(11) . . . . ? F16 C21 C22 F31 58.1(12) . . . . ? F30 C21 C22 F31 167.1(11) . . . . ? C18 C21 C22 F31 -64.7(13) . . . . ? F29 C21 C22 F20 -163.3(9) . . . . ? F17 C21 C22 F20 -46.2(10) . . . . ? F16 C21 C22 F20 -158.4(8) . . . . ? F30 C21 C22 F20 -49.4(12) . . . . ? C18 C21 C22 F20 78.8(10) . . . . ? F29 C21 C22 F18 83.0(11) . . . . ? F17 C21 C22 F18 -159.9(10) . . . . ? F16 C21 C22 F18 88.0(11) . . . . ? F30 C21 C22 F18 -163.1(10) . . . . ? C18 C21 C22 F18 -34.8(13) . . . . ? F29 C21 C22 F32 -47.5(10) . . . . ? F17 C21 C22 F32 69.6(10) . . . . ? F16 C21 C22 F32 -42.5(10) . . . . ? F30 C21 C22 F32 66.4(11) . . . . ? C18 C21 C22 F32 -165.4(8) . . . . ? C28 C23 C24 C25 -0.4(11) . . . . ? P1 C23 C24 C25 -179.7(6) . . . . ? C23 C24 C25 C26 1.5(12) . . . . ? C24 C25 C26 C27 -0.7(12) . . . . ? C24 C25 C26 C29 179.4(8) . . . . ? C25 C26 C27 C28 -1.2(11) . . . . ? C29 C26 C27 C28 178.7(7) . . . . ? C24 C23 C28 C27 -1.5(11) . . . . ? P1 C23 C28 C27 177.8(6) . . . . ? C26 C27 C28 C23 2.3(11) . . . . ? C27 C26 C29 F22 151.6(16) . . . . ? C25 C26 C29 F22 -28.5(18) . . . . ? C27 C26 C29 F35 79.9(14) . . . . ? C25 C26 C29 F35 -100.2(14) . . . . ? C27 C26 C29 F36 -128.5(15) . . . . ? C25 C26 C29 F36 51.4(16) . . . . ? C27 C26 C29 F33 -53.2(15) . . . . ? C25 C26 C29 F33 126.7(13) . . . . ? C27 C26 C29 F21 -86.1(15) . . . . ? C25 C26 C29 F21 93.8(14) . . . . ? C27 C26 C29 F38 -7.6(15) . . . . ? C25 C26 C29 F38 172.3(12) . . . . ? C27 C26 C29 F37 111.5(11) . . . . ? C25 C26 C29 F37 -68.6(13) . . . . ? C27 C26 C29 F23 28.6(13) . . . . ? C25 C26 C29 F23 -151.5(11) . . . . ? C27 C26 C29 F34 -165.6(9) . . . . ? C25 C26 C29 F34 14.3(12) . . . . ? C6 C7 O1 P1 13.0(7) . . . . ? C8 C7 O1 P1 135.4(5) . . . . ? C10 C7 O1 P1 -103.1(6) . . . . ? C17 C18 O2 P1 0.9(7) . . . . ? C19 C18 O2 P1 -121.1(5) . . . . ? C21 C18 O2 P1 118.8(5) . . . . ? C18 O2 P1 O1 -177.5(5) . . . . ? C18 O2 P1 C1 101.3(5) . . . . ? C18 O2 P1 C23 -92.4(5) . . . . ? C18 O2 P1 C12 0.9(5) . . . . ? C7 O1 P1 O2 -134.1(5) . . . . ? C7 O1 P1 C1 -10.7(5) . . . . ? C7 O1 P1 C23 109.3(5) . . . . ? C7 O1 P1 C12 -144.5(17) . . . . ? C6 C1 P1 O2 84.1(6) . . . . ? C2 C1 P1 O2 -92.9(7) . . . . ? C6 C1 P1 O1 4.7(5) . . . . ? C2 C1 P1 O1 -172.3(7) . . . . ? C6 C1 P1 C23 -81.8(6) . . . . ? C2 C1 P1 C23 101.2(7) . . . . ? C6 C1 P1 C12 178.3(5) . . . . ? C2 C1 P1 C12 1.3(7) . . . . ? C28 C23 P1 O2 -17.7(6) . . . . ? C24 C23 P1 O2 161.6(5) . . . . ? C28 C23 P1 O1 63.9(6) . . . . ? C24 C23 P1 O1 -116.8(6) . . . . ? C28 C23 P1 C1 149.0(5) . . . . ? C24 C23 P1 C1 -31.7(7) . . . . ? C28 C23 P1 C12 -107.7(6) . . . . ? C24 C23 P1 C12 71.6(6) . . . . ? C17 C12 P1 O2 -2.6(5) . . . . ? C13 C12 P1 O2 -177.8(7) . . . . ? C17 C12 P1 O1 8(2) . . . . ? C13 C12 P1 O1 -167.5(15) . . . . ? C17 C12 P1 C1 -125.3(5) . . . . ? C13 C12 P1 C1 59.5(7) . . . . ? C17 C12 P1 C23 113.5(5) . . . . ? C13 C12 P1 C23 -61.7(7) . . . . ? F26 C9 F3 F24 -83.4(19) . . . . ? F25 C9 F3 F24 -180(2) . . . . ? F4 C9 F3 F24 -175.8(15) . . . . ? F5 C9 F3 F24 -55.2(17) . . . . ? C8 C9 F3 F24 65.5(18) . . . . ? F26 C9 F3 F25 96.3(19) . . . . ? F4 C9 F3 F25 3.9(17) . . . . ? F24 C9 F3 F25 180(2) . . . . ? F5 C9 F3 F25 124.5(17) . . . . ? C8 C9 F3 F25 -114.7(17) . . . . ? F3 C9 F4 F25 -8(4) . . . . ? F26 C9 F4 F25 -126(4) . . . . ? F24 C9 F4 F25 -11(4) . . . . ? F5 C9 F4 F25 -126(3) . . . . ? C8 C9 F4 F25 118(3) . . . . ? F3 C9 F5 F26 -111(2) . . . . ? F25 C9 F5 F26 -26(3) . . . . ? F4 C9 F5 F26 1(2) . . . . ? F24 C9 F5 F26 -133(2) . . . . ? C8 C9 F5 F26 119.2(19) . . . . ? F14 C20 F13 F28 -130(2) . . . . ? F15 C20 F13 F28 -12(2) . . . . ? F27 C20 F13 F28 -15(2) . . . . ? C19 C20 F13 F28 113(2) . . . . ? F28 C20 F15 F27 -179.0(17) . . . . ? F14 C20 F15 F27 -64.8(18) . . . . ? F13 C20 F15 F27 -174.1(16) . . . . ? C19 C20 F15 F27 67.2(17) . . . . ? F14 C20 F15 F28 114.2(11) . . . . ? F27 C20 F15 F28 179.0(17) . . . . ? F13 C20 F15 F28 4.9(9) . . . . ? C19 C20 F15 F28 -113.8(10) . . . . ? F17 C21 F16 F29 -121(2) . . . . ? F30 C21 F16 F29 -136(2) . . . . ? C22 C21 F16 F29 -14(2) . . . . ? C18 C21 F16 F29 118.9(19) . . . . ? F19 C22 F18 F31 60.5(19) . . . . ? F20 C22 F18 F31 165.6(18) . . . . ? F32 C22 F18 F31 42(2) . . . . ? C21 C22 F18 F31 -74.3(19) . . . . ? F31 C22 F19 F32 -114(2) . . . . ? F20 C22 F19 F32 117(2) . . . . ? F18 C22 F19 F32 -140(2) . . . . ? C21 C22 F19 F32 -7(3) . . . . ? F25 F3 F24 C9 0(3) . . . . ? F26 C9 F24 F3 108.6(18) . . . . ? F25 C9 F24 F3 0(2) . . . . ? F4 C9 F24 F3 5.2(19) . . . . ? F5 C9 F24 F3 129.4(16) . . . . ? C8 C9 F24 F3 -124.7(16) . . . . ? C9 F4 F25 F3 9(4) . . . . ? F3 C9 F25 F4 171(4) . . . . ? F26 C9 F25 F4 56(4) . . . . ? F24 C9 F25 F4 171(3) . . . . ? F5 C9 F25 F4 68(4) . . . . ? C8 C9 F25 F4 -73(4) . . . . ? F26 C9 F25 F3 -115.1(12) . . . . ? F4 C9 F25 F3 -171(4) . . . . ? F24 C9 F25 F3 -0.1(9) . . . . ? F5 C9 F25 F3 -103.3(17) . . . . ? C8 C9 F25 F3 115.8(12) . . . . ? F24 F3 F25 F4 -11(8) . . . . ? C9 F3 F25 F4 -12(5) . . . . ? F24 F3 F25 C9 0(4) . . . . ? F3 C9 F26 F5 80(2) . . . . ? F25 C9 F26 F5 159(2) . . . . ? F4 C9 F26 F5 -179.0(19) . . . . ? F24 C9 F26 F5 52(2) . . . . ? C8 C9 F26 F5 -70(2) . . . . ? F28 F15 F27 C20 -1.0(17) . . . . ? F28 C20 F27 F15 1.0(18) . . . . ? F14 C20 F27 F15 122.7(17) . . . . ? F13 C20 F27 F15 8(2) . . . . ? C19 C20 F27 F15 -122.3(16) . . . . ? C20 F13 F28 F15 13(2) . . . . ? F14 C20 F28 F13 57(2) . . . . ? F15 C20 F28 F13 168(2) . . . . ? F27 C20 F28 F13 168(2) . . . . ? C19 C20 F28 F13 -76(2) . . . . ? F14 C20 F28 F15 -111.2(10) . . . . ? F27 C20 F28 F15 -0.5(8) . . . . ? F13 C20 F28 F15 -168(2) . . . . ? C19 C20 F28 F15 115.1(9) . . . . ? F27 F15 F28 F13 -15(4) . . . . ? C20 F15 F28 F13 -16(3) . . . . ? F27 F15 F28 C20 1(2) . . . . ? F17 C21 F29 F16 67(2) . . . . ? F30 C21 F29 F16 47(2) . . . . ? C22 C21 F29 F16 167.4(19) . . . . ? C18 C21 F29 F16 -67(2) . . . . ? F19 C22 F31 F18 -122.6(18) . . . . ? F20 C22 F31 F18 -18(2) . . . . ? F32 C22 F31 F18 -145.1(18) . . . . ? C21 C22 F31 F18 116.5(16) . . . . ? F31 C22 F32 F19 68(3) . . . . ? F20 C22 F32 F19 -70(3) . . . . ? F18 C22 F32 F19 48(3) . . . . ? C21 C22 F32 F19 174(2) . . . . ? _diffrn_measured_fraction_theta_max 0.909 _diffrn_reflns_theta_full 27.84 _diffrn_measured_fraction_theta_full 0.909 _refine_diff_density_max 0.816 _refine_diff_density_min -1.259 _refine_diff_density_rms 0.245 data_compound12c _database_code_depnum_ccdc_archive 'CCDC 672353' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point 113 _chemical_formula_moiety ? _chemical_formula_sum 'C28 H12 F21 O2 P' _chemical_formula_weight 810.35 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.94800(10) _cell_length_b 16.9750(3) _cell_length_c 19.6870(4) _cell_angle_alpha 88.1130(10) _cell_angle_beta 82.1650(10) _cell_angle_gamma 81.3020(10) _cell_volume 2928.09(9) _cell_formula_units_Z 4 _cell_measurement_temperature 173 _cell_measurement_reflns_used ? _cell_measurement_theta_min 1.0 _cell_measurement_theta_max 27.9 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.838 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1600 _exptl_absorpt_coefficient_mu 0.258 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173 _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'MacScience DIP2030 Imaging Plate' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.00 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12473 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0218 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.04 _diffrn_reflns_theta_max 27.94 _reflns_number_total 12473 _reflns_number_gt 11337 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'HKL(Otwinowski, 1997)' _computing_cell_refinement 'HKL(Otwinowski, 1997)' _computing_data_reduction 'HKL(Otwinowski, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0628P)^2^+2.1164P] 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 12473 _refine_ls_number_parameters 937 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0477 _refine_ls_R_factor_gt 0.0415 _refine_ls_wR_factor_ref 0.1196 _refine_ls_wR_factor_gt 0.1083 _refine_ls_goodness_of_fit_ref 1.076 _refine_ls_restrained_S_all 1.076 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.9512(2) 0.72332(10) 0.21859(8) 0.0182(3) Uani 1 1 d . . . C2 C 1.1016(2) 0.73680(11) 0.20128(9) 0.0234(4) Uani 1 1 d . . . H2A H 1.1366 0.7527 0.1559 0.028 Uiso 1 1 calc R . . C3 C 1.2004(2) 0.72683(13) 0.25083(11) 0.0304(4) Uani 1 1 d . . . H3A H 1.3035 0.7351 0.2392 0.036 Uiso 1 1 calc R . . C4 C 1.1478(2) 0.70481(14) 0.31731(11) 0.0335(5) Uani 1 1 d . . . H4A H 1.2162 0.6971 0.3507 0.040 Uiso 1 1 calc R . . C5 C 0.9979(2) 0.69386(13) 0.33578(10) 0.0285(4) Uani 1 1 d . . . H5A H 0.9624 0.6802 0.3817 0.034 Uiso 1 1 calc R . . C6 C 0.8994(2) 0.70318(10) 0.28617(8) 0.0189(3) Uani 1 1 d . . . C7 C 0.73233(19) 0.69244(10) 0.29611(8) 0.0167(3) Uani 1 1 d . . . C8 C 0.6336(2) 0.74321(11) 0.35452(8) 0.0220(3) Uani 1 1 d . . . C9 C 0.6407(3) 0.83331(12) 0.35444(10) 0.0309(4) Uani 1 1 d . . . C10 C 0.7265(2) 0.60089(11) 0.31008(9) 0.0215(3) Uani 1 1 d . . . C11 C 0.5746(3) 0.56816(12) 0.32035(11) 0.0308(4) Uani 1 1 d . . . C12 C 0.9168(2) 0.76852(10) 0.08171(8) 0.0186(3) Uani 1 1 d . . . C13 C 1.0499(2) 0.73010(12) 0.04343(9) 0.0254(4) Uani 1 1 d . . . H13A H 1.0994 0.6806 0.0589 0.030 Uiso 1 1 calc R . . C14 C 1.1091(2) 0.76488(13) -0.01720(10) 0.0307(4) Uani 1 1 d . . . H14A H 1.1995 0.7388 -0.0430 0.037 Uiso 1 1 calc R . . C15 C 1.0387(3) 0.83689(13) -0.04068(10) 0.0334(5) Uani 1 1 d . . . H15A H 1.0812 0.8599 -0.0821 0.040 Uiso 1 1 calc R . . C16 C 0.9062(3) 0.87555(12) -0.00388(9) 0.0287(4) Uani 1 1 d . . . H16A H 0.8567 0.9249 -0.0196 0.034 Uiso 1 1 calc R . . C17 C 0.8473(2) 0.83975(10) 0.05701(8) 0.0197(3) Uani 1 1 d . . . C18 C 0.7028(2) 0.87115(10) 0.10328(8) 0.0176(3) Uani 1 1 d . . . C19 C 0.7097(2) 0.95323(10) 0.13436(9) 0.0220(3) Uani 1 1 d . . . C20 C 0.8536(2) 0.96310(11) 0.16681(11) 0.0289(4) Uani 1 1 d . . . C21 C 0.5617(2) 0.87340(11) 0.06382(9) 0.0233(4) Uani 1 1 d . . . C22 C 0.3978(2) 0.90000(13) 0.09987(11) 0.0314(4) Uani 1 1 d . . . C23 C 0.7662(2) 0.64404(10) 0.12262(8) 0.0184(3) Uani 1 1 d . . . C24 C 0.8846(2) 0.58249(11) 0.10347(9) 0.0253(4) Uani 1 1 d . . . H24A H 0.9849 0.5863 0.1125 0.030 Uiso 1 1 calc R . . C25 C 0.8570(3) 0.51542(12) 0.07124(10) 0.0337(5) Uani 1 1 d . . . H25A H 0.9372 0.4731 0.0584 0.040 Uiso 1 1 calc R . . C26 C 0.7124(3) 0.51179(13) 0.05843(11) 0.0387(5) Uani 1 1 d . . . C27 C 0.5914(3) 0.57054(13) 0.07702(12) 0.0371(5) Uani 1 1 d . . . H27A H 0.4917 0.5659 0.0676 0.044 Uiso 1 1 calc R . . C28 C 0.6197(2) 0.63724(12) 0.11015(10) 0.0264(4) Uani 1 1 d . . . H28A H 0.5379 0.6783 0.1243 0.032 Uiso 1 1 calc R . . O1 O 0.67383(13) 0.71458(7) 0.23547(5) 0.0159(2) Uani 1 1 d . . . O2 O 0.68210(13) 0.81615(7) 0.15830(6) 0.0159(2) Uani 1 1 d . . . P1 P 0.80458(5) 0.73352(2) 0.16185(2) 0.01401(9) Uani 1 1 d . . . F1 F 0.66880(16) 0.71516(7) 0.41656(5) 0.0342(3) Uani 1 1 d . . . F2 F 0.48450(13) 0.73763(7) 0.35291(6) 0.0309(3) Uani 1 1 d . . . F3 F 0.6006(2) 0.86831(8) 0.29772(6) 0.0526(4) Uani 1 1 d . . . F4 F 0.7782(2) 0.84827(10) 0.36225(11) 0.0637(5) Uani 1 1 d . . . F5 F 0.54300(18) 0.86622(8) 0.40631(6) 0.0424(3) Uani 1 1 d . . . F6 F 0.79654(15) 0.57458(7) 0.36561(6) 0.0339(3) Uani 1 1 d . . . F7 F 0.80835(14) 0.56218(6) 0.25500(6) 0.0283(2) Uani 1 1 d . . . F8 F 0.48822(16) 0.59493(8) 0.27260(8) 0.0420(3) Uani 1 1 d . . . F9 F 0.49621(18) 0.58697(9) 0.38166(8) 0.0477(4) Uani 1 1 d . . . F10 F 0.60146(18) 0.48890(8) 0.31758(8) 0.0464(4) Uani 1 1 d . . . F11 F 0.59129(14) 0.97136(7) 0.18414(6) 0.0291(2) Uani 1 1 d . . . F12 F 0.69904(15) 1.01006(7) 0.08456(6) 0.0321(3) Uani 1 1 d . . . F13 F 0.97479(17) 0.96283(10) 0.11994(8) 0.0486(4) Uani 1 1 d . . . F14 F 0.88471(18) 0.90609(8) 0.21237(8) 0.0448(4) Uani 1 1 d . . . F15 F 0.83078(18) 1.03273(8) 0.19792(8) 0.0461(4) Uani 1 1 d . . . F16 F 0.56434(15) 0.79797(7) 0.04310(6) 0.0318(3) Uani 1 1 d . . . F17 F 0.57754(15) 0.91972(7) 0.00700(6) 0.0332(3) Uani 1 1 d . . . F18 F 0.36915(16) 0.97794(8) 0.10945(7) 0.0409(3) Uani 1 1 d . . . F19 F 0.37158(16) 0.86336(9) 0.15979(7) 0.0448(3) Uani 1 1 d . . . F20 F 0.29940(17) 0.88146(11) 0.05989(9) 0.0556(4) Uani 1 1 d . . . F21 F 0.6861(3) 0.44604(9) 0.02645(9) 0.0658(5) Uani 1 1 d . . . C29 C 0.0074(2) 0.30013(10) 0.28336(8) 0.0178(3) Uani 1 1 d . . . C30 C -0.1474(2) 0.29692(11) 0.30238(9) 0.0236(4) Uani 1 1 d . . . H30A H -0.1830 0.2805 0.3475 0.028 Uiso 1 1 calc R . . C31 C -0.2498(2) 0.31776(12) 0.25522(10) 0.0281(4) Uani 1 1 d . . . H31A H -0.3559 0.3175 0.2686 0.034 Uiso 1 1 calc R . . C32 C -0.1966(2) 0.33888(13) 0.18851(10) 0.0298(4) Uani 1 1 d . . . H32A H -0.2669 0.3534 0.1566 0.036 Uiso 1 1 calc R . . C33 C -0.0425(2) 0.33896(12) 0.16805(10) 0.0267(4) Uani 1 1 d . . . H33A H -0.0063 0.3510 0.1218 0.032 Uiso 1 1 calc R . . C34 C 0.05867(19) 0.32115(10) 0.21598(9) 0.0184(3) Uani 1 1 d . . . C35 C 0.23096(19) 0.31679(10) 0.20275(8) 0.0173(3) Uani 1 1 d . . . C36 C 0.2934(2) 0.24298(11) 0.15498(9) 0.0224(3) Uani 1 1 d . . . C37 C 0.4661(3) 0.21443(15) 0.13866(12) 0.0377(5) Uani 1 1 d . . . C38 C 0.2845(2) 0.39408(11) 0.17077(9) 0.0224(3) Uani 1 1 d . . . C39 C 0.2361(2) 0.47078(11) 0.21278(11) 0.0291(4) Uani 1 1 d . . . C40 C 0.0506(2) 0.23196(11) 0.41305(8) 0.0220(3) Uani 1 1 d . . . C41 C -0.0775(2) 0.26781(13) 0.45610(10) 0.0296(4) Uani 1 1 d . . . H41A H -0.1202 0.3215 0.4483 0.036 Uiso 1 1 calc R . . C42 C -0.1415(3) 0.22411(15) 0.51041(11) 0.0393(5) Uani 1 1 d . . . H42A H -0.2308 0.2475 0.5386 0.047 Uiso 1 1 calc R . . C43 C -0.0768(3) 0.14694(15) 0.52386(11) 0.0446(6) Uani 1 1 d . . . H43A H -0.1220 0.1180 0.5612 0.054 Uiso 1 1 calc R . . C44 C 0.0529(3) 0.11148(13) 0.48355(11) 0.0379(5) Uani 1 1 d . . . H44A H 0.0991 0.0589 0.4933 0.045 Uiso 1 1 calc R . . C45 C 0.1143(2) 0.15507(11) 0.42802(9) 0.0247(4) Uani 1 1 d . . . C46 C 0.2585(2) 0.12908(10) 0.37941(9) 0.0217(3) Uani 1 1 d . . . C47 C 0.2522(2) 0.05474(11) 0.33573(10) 0.0259(4) Uani 1 1 d . . . C48 C 0.0991(3) 0.04850(12) 0.30945(11) 0.0317(4) Uani 1 1 d . . . C49 C 0.3984(3) 0.11663(11) 0.42075(10) 0.0293(4) Uani 1 1 d . . . C50 C 0.5625(3) 0.10011(13) 0.38348(13) 0.0383(5) Uani 1 1 d . . . O3 O 0.28622(13) 0.30412(7) 0.26540(6) 0.0165(2) Uani 1 1 d . . . O4 O 0.28148(14) 0.19260(7) 0.33236(6) 0.0185(2) Uani 1 1 d . . . P2 P 0.15948(5) 0.27659(2) 0.33691(2) 0.01538(9) Uani 1 1 d . . . F22 F 0.24016(15) 0.25411(8) 0.09388(6) 0.0348(3) Uani 1 1 d . . . F23 F 0.23459(15) 0.18031(7) 0.18622(6) 0.0337(3) Uani 1 1 d . . . F24 F 0.53873(17) 0.21469(11) 0.19210(9) 0.0607(5) Uani 1 1 d . . . F25 F 0.52863(19) 0.26030(12) 0.08922(9) 0.0633(5) Uani 1 1 d . . . F26 F 0.48805(18) 0.14152(10) 0.11378(9) 0.0580(5) Uani 1 1 d . . . F27 F 0.23441(17) 0.41012(8) 0.10914(6) 0.0386(3) Uani 1 1 d . . . F28 F 0.43853(14) 0.38581(8) 0.15996(7) 0.0375(3) Uani 1 1 d . . . F29 F 0.31059(18) 0.46989(8) 0.26639(7) 0.0425(3) Uani 1 1 d . . . F30 F 0.08825(16) 0.48211(8) 0.23521(9) 0.0492(4) Uani 1 1 d . . . F31 F 0.26794(19) 0.53319(8) 0.17332(8) 0.0466(4) Uani 1 1 d . . . F32 F 0.28381(17) -0.01284(7) 0.37312(7) 0.0393(3) Uani 1 1 d . . . F33 F 0.35805(15) 0.05229(7) 0.28028(6) 0.0342(3) Uani 1 1 d . . . F34 F 0.03863(16) 0.11714(8) 0.28344(7) 0.0386(3) Uani 1 1 d . . . F35 F -0.00184(18) 0.02647(9) 0.35923(8) 0.0486(4) Uani 1 1 d . . . F36 F 0.12240(19) -0.00600(9) 0.26117(9) 0.0535(4) Uani 1 1 d . . . F37 F 0.38391(18) 0.05779(8) 0.46788(7) 0.0431(3) Uani 1 1 d . . . F38 F 0.39081(17) 0.18503(7) 0.45554(6) 0.0376(3) Uani 1 1 d . . . F39 F 0.59144(18) 0.15621(10) 0.33769(9) 0.0552(4) Uani 1 1 d . . . F40 F 0.59143(19) 0.03042(9) 0.35277(10) 0.0577(4) Uani 1 1 d . . . F41 F 0.65903(19) 0.09890(11) 0.42933(10) 0.0631(5) Uani 1 1 d . . . C51 C 0.2003(2) 0.35994(10) 0.38347(8) 0.0182(3) Uani 1 1 d . . . C52 C 0.0904(2) 0.42756(11) 0.39416(9) 0.0252(4) Uani 1 1 d . . . H52A H -0.0041 0.4299 0.3767 0.030 Uiso 1 1 calc R . . C53 C 0.1191(2) 0.49165(11) 0.43035(10) 0.0289(4) Uani 1 1 d . . . H53A H 0.0460 0.5385 0.4370 0.035 Uiso 1 1 calc R . . C54 C 0.2552(3) 0.48553(12) 0.45606(9) 0.0293(4) Uani 1 1 d . . . C55 C 0.3676(3) 0.42040(12) 0.44585(10) 0.0291(4) Uani 1 1 d . . . H55A H 0.4613 0.4185 0.4639 0.035 Uiso 1 1 calc R . . C56 C 0.3396(2) 0.35728(11) 0.40825(9) 0.0237(4) Uani 1 1 d . . . H56A H 0.4160 0.3121 0.3995 0.028 Uiso 1 1 calc R . . F42 F 0.28095(18) 0.54736(8) 0.49330(7) 0.0449(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 C1 0.0160(8) 0.0193(8) 0.0191(8) 0.0015(6) -0.0037(6) -0.0013(6) C2 0.0175(9) 0.0292(9) 0.0240(8) 0.0033(7) -0.0031(6) -0.0056(7) C3 0.0171(9) 0.0414(11) 0.0342(10) 0.0026(8) -0.0075(7) -0.0063(8) C4 0.0229(10) 0.0491(13) 0.0313(10) 0.0030(9) -0.0136(8) -0.0054(9) C5 0.0242(10) 0.0402(11) 0.0226(9) 0.0049(7) -0.0086(7) -0.0052(8) C6 0.0161(8) 0.0216(8) 0.0190(8) 0.0028(6) -0.0038(6) -0.0024(6) C7 0.0175(8) 0.0181(8) 0.0139(7) 0.0035(5) -0.0031(6) -0.0009(6) C8 0.0242(9) 0.0260(9) 0.0140(7) 0.0026(6) -0.0022(6) 0.0004(7) C9 0.0439(12) 0.0278(10) 0.0194(8) -0.0042(7) -0.0015(8) -0.0019(8) C10 0.0227(9) 0.0202(8) 0.0198(8) 0.0053(6) -0.0022(6) 0.0011(7) C11 0.0317(11) 0.0215(9) 0.0381(11) 0.0058(7) 0.0002(8) -0.0059(8) C12 0.0196(9) 0.0207(8) 0.0152(7) 0.0000(6) 0.0003(6) -0.0047(6) C13 0.0217(9) 0.0281(9) 0.0242(9) -0.0024(7) 0.0042(7) -0.0027(7) C14 0.0255(10) 0.0397(11) 0.0248(9) -0.0042(8) 0.0091(7) -0.0087(8) C15 0.0388(12) 0.0402(12) 0.0207(9) 0.0024(8) 0.0079(8) -0.0152(9) C16 0.0350(11) 0.0289(10) 0.0211(9) 0.0053(7) 0.0022(7) -0.0078(8) C17 0.0231(9) 0.0203(8) 0.0151(7) 0.0007(6) 0.0003(6) -0.0045(6) C18 0.0217(9) 0.0167(8) 0.0140(7) 0.0043(5) -0.0023(6) -0.0027(6) C19 0.0268(10) 0.0154(8) 0.0223(8) 0.0027(6) -0.0017(7) -0.0003(6) C20 0.0338(11) 0.0209(9) 0.0341(10) -0.0021(7) -0.0061(8) -0.0091(7) C21 0.0294(10) 0.0224(9) 0.0188(8) 0.0059(6) -0.0082(7) -0.0033(7) C22 0.0253(11) 0.0363(11) 0.0335(10) 0.0111(8) -0.0104(8) -0.0043(8) C23 0.0233(9) 0.0182(8) 0.0137(7) 0.0011(5) -0.0024(6) -0.0032(6) C24 0.0303(10) 0.0197(9) 0.0237(8) -0.0003(6) 0.0001(7) -0.0003(7) C25 0.0511(14) 0.0193(9) 0.0264(9) -0.0034(7) 0.0037(8) 0.0013(8) C26 0.0671(17) 0.0247(10) 0.0279(10) -0.0072(8) -0.0082(10) -0.0152(10) C27 0.0430(13) 0.0363(12) 0.0384(11) -0.0029(9) -0.0146(10) -0.0180(10) C28 0.0267(10) 0.0260(9) 0.0280(9) -0.0027(7) -0.0062(7) -0.0063(7) O1 0.0157(6) 0.0195(6) 0.0123(5) 0.0033(4) -0.0027(4) -0.0015(4) O2 0.0172(6) 0.0164(6) 0.0130(5) 0.0036(4) -0.0010(4) -0.0009(4) P1 0.0137(2) 0.01508(19) 0.01288(18) 0.00069(13) -0.00160(14) -0.00126(14) F1 0.0491(8) 0.0378(7) 0.0126(5) 0.0041(4) -0.0060(5) 0.0045(5) F2 0.0199(6) 0.0394(7) 0.0304(6) -0.0049(5) 0.0044(4) -0.0011(5) F3 0.1092(14) 0.0239(6) 0.0197(6) 0.0020(5) -0.0055(7) 0.0029(7) F4 0.0518(10) 0.0419(9) 0.1020(14) -0.0258(9) -0.0119(9) -0.0145(7) F5 0.0658(10) 0.0334(7) 0.0215(6) -0.0077(5) 0.0003(6) 0.0098(6) F6 0.0390(7) 0.0319(6) 0.0312(6) 0.0149(5) -0.0138(5) -0.0017(5) F7 0.0302(6) 0.0205(5) 0.0289(6) 0.0014(4) 0.0057(4) 0.0039(4) F8 0.0334(7) 0.0392(7) 0.0591(9) 0.0100(6) -0.0178(6) -0.0150(6) F9 0.0443(9) 0.0444(8) 0.0490(8) 0.0055(6) 0.0208(6) -0.0145(6) F10 0.0500(9) 0.0215(6) 0.0668(10) 0.0064(6) 0.0001(7) -0.0115(6) F11 0.0314(6) 0.0264(6) 0.0261(5) -0.0047(4) 0.0031(4) 0.0018(5) F12 0.0460(8) 0.0177(5) 0.0309(6) 0.0088(4) -0.0050(5) -0.0011(5) F13 0.0338(8) 0.0591(9) 0.0558(9) -0.0126(7) 0.0023(6) -0.0217(7) F14 0.0547(9) 0.0334(7) 0.0561(8) 0.0120(6) -0.0350(7) -0.0158(6) F15 0.0565(9) 0.0281(7) 0.0577(9) -0.0163(6) -0.0161(7) -0.0081(6) F16 0.0406(7) 0.0294(6) 0.0295(6) -0.0010(4) -0.0174(5) -0.0064(5) F17 0.0397(7) 0.0394(7) 0.0206(5) 0.0148(5) -0.0102(5) -0.0040(5) F18 0.0337(7) 0.0359(7) 0.0483(8) 0.0063(6) -0.0043(6) 0.0076(5) F19 0.0274(7) 0.0555(9) 0.0472(8) 0.0243(6) 0.0026(5) -0.0047(6) F20 0.0319(8) 0.0722(11) 0.0683(10) -0.0038(8) -0.0274(7) -0.0059(7) F21 0.1070(15) 0.0374(8) 0.0613(10) -0.0231(7) -0.0206(10) -0.0237(9) C29 0.0169(8) 0.0173(8) 0.0194(8) -0.0019(6) -0.0026(6) -0.0027(6) C30 0.0183(9) 0.0301(9) 0.0227(8) -0.0013(7) -0.0007(6) -0.0060(7) C31 0.0154(9) 0.0360(11) 0.0332(10) -0.0036(8) -0.0032(7) -0.0045(7) C32 0.0186(9) 0.0400(11) 0.0321(10) 0.0027(8) -0.0105(7) -0.0032(8) C33 0.0216(9) 0.0367(10) 0.0225(8) 0.0050(7) -0.0070(7) -0.0040(8) C34 0.0152(8) 0.0198(8) 0.0205(8) 0.0008(6) -0.0035(6) -0.0031(6) C35 0.0167(8) 0.0207(8) 0.0145(7) 0.0005(6) -0.0028(6) -0.0021(6) C36 0.0221(9) 0.0274(9) 0.0184(8) -0.0038(6) -0.0041(6) -0.0038(7) C37 0.0249(11) 0.0451(13) 0.0418(12) -0.0239(10) -0.0032(9) 0.0031(9) C38 0.0181(9) 0.0275(9) 0.0212(8) 0.0059(6) -0.0022(6) -0.0033(7) C39 0.0282(11) 0.0227(9) 0.0364(10) 0.0056(7) -0.0025(8) -0.0063(7) C40 0.0283(10) 0.0239(9) 0.0146(7) -0.0022(6) -0.0008(6) -0.0082(7) C41 0.0331(11) 0.0339(10) 0.0210(9) -0.0059(7) 0.0037(7) -0.0073(8) C42 0.0445(14) 0.0510(14) 0.0215(9) -0.0053(9) 0.0100(8) -0.0158(10) C43 0.0603(17) 0.0492(14) 0.0250(10) 0.0067(9) 0.0072(10) -0.0238(12) C44 0.0555(15) 0.0311(11) 0.0278(10) 0.0073(8) -0.0010(9) -0.0147(10) C45 0.0342(11) 0.0220(9) 0.0193(8) 0.0012(6) -0.0030(7) -0.0091(7) C46 0.0305(10) 0.0149(8) 0.0214(8) 0.0026(6) -0.0074(7) -0.0056(7) C47 0.0314(11) 0.0174(8) 0.0300(9) -0.0008(7) -0.0076(7) -0.0041(7) C48 0.0366(12) 0.0240(10) 0.0374(11) -0.0056(8) -0.0088(9) -0.0087(8) C49 0.0428(12) 0.0179(9) 0.0311(10) 0.0063(7) -0.0185(8) -0.0063(8) C50 0.0376(13) 0.0276(11) 0.0541(14) 0.0050(9) -0.0245(11) -0.0037(9) O3 0.0163(6) 0.0192(6) 0.0147(5) 0.0007(4) -0.0044(4) -0.0024(4) O4 0.0223(6) 0.0151(6) 0.0181(5) 0.0013(4) -0.0043(4) -0.0020(4) P2 0.0176(2) 0.01504(19) 0.01378(18) -0.00160(14) -0.00272(14) -0.00259(15) F22 0.0370(7) 0.0500(8) 0.0183(5) -0.0084(5) -0.0091(5) -0.0024(6) F23 0.0443(8) 0.0238(6) 0.0326(6) -0.0064(4) 0.0015(5) -0.0087(5) F24 0.0329(8) 0.0807(12) 0.0677(10) -0.0404(9) -0.0272(7) 0.0209(8) F25 0.0354(9) 0.0861(13) 0.0634(10) -0.0248(9) 0.0248(7) -0.0157(8) F26 0.0472(9) 0.0523(9) 0.0715(11) -0.0410(8) -0.0117(8) 0.0150(7) F27 0.0531(9) 0.0437(7) 0.0227(6) 0.0149(5) -0.0116(5) -0.0161(6) F28 0.0182(6) 0.0374(7) 0.0536(8) 0.0079(6) 0.0070(5) -0.0062(5) F29 0.0612(10) 0.0327(7) 0.0406(7) 0.0001(5) -0.0151(6) -0.0216(6) F30 0.0291(7) 0.0339(7) 0.0795(11) -0.0118(7) 0.0084(7) 0.0001(6) F31 0.0605(10) 0.0251(7) 0.0541(8) 0.0151(6) -0.0049(7) -0.0119(6) F32 0.0516(9) 0.0159(6) 0.0536(8) 0.0051(5) -0.0195(6) -0.0056(5) F33 0.0350(7) 0.0295(6) 0.0373(7) -0.0124(5) 0.0003(5) -0.0036(5) F34 0.0406(8) 0.0322(7) 0.0481(8) 0.0023(5) -0.0216(6) -0.0081(5) F35 0.0441(9) 0.0520(9) 0.0555(9) 0.0066(7) -0.0071(7) -0.0268(7) F36 0.0541(9) 0.0451(8) 0.0670(10) -0.0321(7) -0.0206(8) -0.0073(7) F37 0.0628(10) 0.0305(7) 0.0410(7) 0.0185(5) -0.0258(7) -0.0103(6) F38 0.0595(9) 0.0265(6) 0.0334(6) -0.0015(5) -0.0270(6) -0.0078(6) F39 0.0341(8) 0.0533(9) 0.0783(11) 0.0268(8) -0.0110(7) -0.0090(7) F40 0.0435(9) 0.0391(8) 0.0907(13) -0.0179(8) -0.0165(8) 0.0035(7) F41 0.0482(10) 0.0680(11) 0.0811(12) 0.0019(9) -0.0448(9) -0.0018(8) C51 0.0232(9) 0.0172(8) 0.0146(7) -0.0012(5) -0.0022(6) -0.0040(6) C52 0.0271(10) 0.0220(9) 0.0257(9) -0.0057(7) -0.0022(7) -0.0011(7) C53 0.0353(11) 0.0214(9) 0.0275(9) -0.0072(7) 0.0045(8) -0.0030(8) C54 0.0427(12) 0.0250(9) 0.0219(9) -0.0097(7) 0.0035(8) -0.0159(8) C55 0.0333(11) 0.0308(10) 0.0272(9) -0.0021(7) -0.0090(8) -0.0126(8) C56 0.0256(10) 0.0209(9) 0.0262(9) -0.0017(6) -0.0064(7) -0.0057(7) F42 0.0584(9) 0.0381(7) 0.0417(7) -0.0237(6) 0.0029(6) -0.0224(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.394(3) . ? C1 C6 1.397(2) . ? C1 P1 1.8215(17) . ? C2 C3 1.393(3) . ? C2 H2A 0.9500 . ? C3 C4 1.388(3) . ? C3 H3A 0.9500 . ? C4 C5 1.380(3) . ? C4 H4A 0.9500 . ? C5 C6 1.392(2) . ? C5 H5A 0.9500 . ? C6 C7 1.519(2) . ? C7 O1 1.3863(18) . ? C7 C8 1.550(2) . ? C7 C10 1.577(2) . ? C8 F1 1.3560(19) . ? C8 F2 1.357(2) . ? C8 C9 1.540(3) . ? C9 F3 1.315(2) . ? C9 F4 1.323(3) . ? C9 F5 1.329(2) . ? C10 F7 1.352(2) . ? C10 F6 1.363(2) . ? C10 C11 1.531(3) . ? C11 F8 1.323(3) . ? C11 F10 1.332(2) . ? C11 F9 1.333(2) . ? C12 C17 1.379(2) . ? C12 C13 1.402(2) . ? C12 P1 1.8805(17) . ? C13 C14 1.389(3) . ? C13 H13A 0.9500 . ? C14 C15 1.384(3) . ? C14 H14A 0.9500 . ? C15 C16 1.387(3) . ? C15 H15A 0.9500 . ? C16 C17 1.400(2) . ? C16 H16A 0.9500 . ? C17 C18 1.513(2) . ? C18 O2 1.4179(18) . ? C18 C19 1.553(2) . ? C18 C21 1.566(2) . ? C19 F11 1.347(2) . ? C19 F12 1.3552(19) . ? C19 C20 1.546(3) . ? C20 F14 1.322(2) . ? C20 F13 1.324(3) . ? C20 F15 1.325(2) . ? C21 F17 1.3499(19) . ? C21 F16 1.352(2) . ? C21 C22 1.548(3) . ? C22 F18 1.324(3) . ? C22 F19 1.324(2) . ? C22 F20 1.335(2) . ? C23 C28 1.388(3) . ? C23 C24 1.393(2) . ? C23 P1 1.8245(17) . ? C24 C25 1.391(3) . ? C24 H24A 0.9500 . ? C25 C26 1.362(4) . ? C25 H25A 0.9500 . ? C26 F21 1.365(2) . ? C26 C27 1.375(4) . ? C27 C28 1.397(3) . ? C27 H27A 0.9500 . ? C28 H28A 0.9500 . ? O1 P1 1.7870(12) . ? O2 P1 1.6501(12) . ? C29 C30 1.393(3) . ? C29 C34 1.396(2) . ? C29 P2 1.8229(17) . ? C30 C31 1.393(3) . ? C30 H30A 0.9500 . ? C31 C32 1.389(3) . ? C31 H31A 0.9500 . ? C32 C33 1.383(3) . ? C32 H32A 0.9500 . ? C33 C34 1.390(2) . ? C33 H33A 0.9500 . ? C34 C35 1.519(2) . ? C35 O3 1.3887(19) . ? C35 C38 1.549(2) . ? C35 C36 1.578(2) . ? C36 F22 1.351(2) . ? C36 F23 1.351(2) . ? C36 C37 1.540(3) . ? C37 F24 1.310(3) . ? C37 F26 1.323(3) . ? C37 F25 1.342(3) . ? C38 F28 1.352(2) . ? C38 F27 1.355(2) . ? C38 C39 1.539(3) . ? C39 F29 1.321(2) . ? C39 F30 1.323(3) . ? C39 F31 1.335(2) . ? C40 C45 1.382(3) . ? C40 C41 1.400(3) . ? C40 P2 1.8763(18) . ? C41 C42 1.389(3) . ? C41 H41A 0.9500 . ? C42 C43 1.382(4) . ? C42 H42A 0.9500 . ? C43 C44 1.381(4) . ? C43 H43A 0.9500 . ? C44 C45 1.396(3) . ? C44 H44A 0.9500 . ? C45 C46 1.515(3) . ? C46 O4 1.419(2) . ? C46 C47 1.562(2) . ? C46 C49 1.569(3) . ? C47 F33 1.341(2) . ? C47 F32 1.357(2) . ? C47 C48 1.548(3) . ? C48 F36 1.322(2) . ? C48 F35 1.324(3) . ? C48 F34 1.326(2) . ? C49 F37 1.349(2) . ? C49 F38 1.356(2) . ? C49 C50 1.539(3) . ? C50 F39 1.320(3) . ? C50 F40 1.321(3) . ? C50 F41 1.329(2) . ? O3 P2 1.7800(12) . ? O4 P2 1.6564(12) . ? P2 C51 1.8191(17) . ? C51 C56 1.393(2) . ? C51 C52 1.395(2) . ? C52 C53 1.394(3) . ? C52 H52A 0.9500 . ? C53 C54 1.370(3) . ? C53 H53A 0.9500 . ? C54 F42 1.364(2) . ? C54 C55 1.378(3) . ? C55 C56 1.394(2) . ? C55 H55A 0.9500 . ? C56 H56A 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C6 119.60(16) . . ? C2 C1 P1 126.51(13) . . ? C6 C1 P1 113.83(13) . . ? C3 C2 C1 119.69(17) . . ? C3 C2 H2A 120.2 . . ? C1 C2 H2A 120.2 . . ? C4 C3 C2 119.84(19) . . ? C4 C3 H3A 120.1 . . ? C2 C3 H3A 120.1 . . ? C5 C4 C3 121.14(18) . . ? C5 C4 H4A 119.4 . . ? C3 C4 H4A 119.4 . . ? C4 C5 C6 119.05(18) . . ? C4 C5 H5A 120.5 . . ? C6 C5 H5A 120.5 . . ? C5 C6 C1 120.62(17) . . ? C5 C6 C7 126.85(16) . . ? C1 C6 C7 112.51(14) . . ? O1 C7 C6 107.95(13) . . ? O1 C7 C8 107.98(13) . . ? C6 C7 C8 114.02(14) . . ? O1 C7 C10 109.00(13) . . ? C6 C7 C10 106.96(13) . . ? C8 C7 C10 110.82(14) . . ? F1 C8 F2 107.35(14) . . ? F1 C8 C9 105.85(15) . . ? F2 C8 C9 104.97(15) . . ? F1 C8 C7 110.61(14) . . ? F2 C8 C7 109.13(14) . . ? C9 C8 C7 118.32(15) . . ? F3 C9 F4 109.0(2) . . ? F3 C9 F5 107.37(17) . . ? F4 C9 F5 107.95(18) . . ? F3 C9 C8 111.58(16) . . ? F4 C9 C8 111.93(18) . . ? F5 C9 C8 108.86(17) . . ? F7 C10 F6 106.91(14) . . ? F7 C10 C11 105.10(16) . . ? F6 C10 C11 105.33(15) . . ? F7 C10 C7 106.42(13) . . ? F6 C10 C7 111.12(15) . . ? C11 C10 C7 121.08(15) . . ? F8 C11 F10 108.41(18) . . ? F8 C11 F9 108.59(19) . . ? F10 C11 F9 107.00(16) . . ? F8 C11 C10 111.80(16) . . ? F10 C11 C10 109.31(17) . . ? F9 C11 C10 111.56(18) . . ? C17 C12 C13 118.35(16) . . ? C17 C12 P1 112.32(12) . . ? C13 C12 P1 129.17(14) . . ? C14 C13 C12 119.63(18) . . ? C14 C13 H13A 120.2 . . ? C12 C13 H13A 120.2 . . ? C15 C14 C13 121.11(18) . . ? C15 C14 H14A 119.4 . . ? C13 C14 H14A 119.4 . . ? C14 C15 C16 120.18(17) . . ? C14 C15 H15A 119.9 . . ? C16 C15 H15A 119.9 . . ? C15 C16 C17 118.15(18) . . ? C15 C16 H16A 120.9 . . ? C17 C16 H16A 120.9 . . ? C12 C17 C16 122.57(17) . . ? C12 C17 C18 111.21(14) . . ? C16 C17 C18 126.21(16) . . ? O2 C18 C17 108.31(13) . . ? O2 C18 C19 107.79(13) . . ? C17 C18 C19 112.67(14) . . ? O2 C18 C21 105.88(13) . . ? C17 C18 C21 109.84(14) . . ? C19 C18 C21 112.04(14) . . ? F11 C19 F12 108.26(14) . . ? F11 C19 C20 105.65(15) . . ? F12 C19 C20 105.71(15) . . ? F11 C19 C18 109.95(14) . . ? F12 C19 C18 109.01(14) . . ? C20 C19 C18 117.84(15) . . ? F14 C20 F13 108.45(18) . . ? F14 C20 F15 108.58(17) . . ? F13 C20 F15 107.18(17) . . ? F14 C20 C19 111.64(16) . . ? F13 C20 C19 111.79(16) . . ? F15 C20 C19 109.06(17) . . ? F17 C21 F16 107.43(14) . . ? F17 C21 C22 105.90(15) . . ? F16 C21 C22 105.77(16) . . ? F17 C21 C18 110.12(15) . . ? F16 C21 C18 105.98(14) . . ? C22 C21 C18 120.93(15) . . ? F18 C22 F19 108.72(19) . . ? F18 C22 F20 107.60(17) . . ? F19 C22 F20 107.93(19) . . ? F18 C22 C21 112.01(17) . . ? F19 C22 C21 111.97(16) . . ? F20 C22 C21 108.43(18) . . ? C28 C23 C24 119.28(17) . . ? C28 C23 P1 120.53(13) . . ? C24 C23 P1 120.17(14) . . ? C25 C24 C23 120.4(2) . . ? C25 C24 H24A 119.8 . . ? C23 C24 H24A 119.8 . . ? C26 C25 C24 118.58(19) . . ? C26 C25 H25A 120.7 . . ? C24 C25 H25A 120.7 . . ? C25 C26 F21 118.3(2) . . ? C25 C26 C27 123.21(19) . . ? F21 C26 C27 118.5(2) . . ? C26 C27 C28 117.9(2) . . ? C26 C27 H27A 121.1 . . ? C28 C27 H27A 121.1 . . ? C23 C28 C27 120.64(19) . . ? C23 C28 H28A 119.7 . . ? C27 C28 H28A 119.7 . . ? C7 O1 P1 117.98(10) . . ? C18 O2 P1 120.13(10) . . ? O2 P1 O1 82.26(6) . . ? O2 P1 C1 121.70(7) . . ? O1 P1 C1 87.06(7) . . ? O2 P1 C23 118.47(7) . . ? O1 P1 C23 89.17(7) . . ? C1 P1 C23 118.48(8) . . ? O2 P1 C12 87.97(7) . . ? O1 P1 C12 170.13(7) . . ? C1 P1 C12 99.32(8) . . ? C23 P1 C12 94.32(7) . . ? C30 C29 C34 119.22(16) . . ? C30 C29 P2 127.11(13) . . ? C34 C29 P2 113.64(13) . . ? C31 C30 C29 120.01(17) . . ? C31 C30 H30A 120.0 . . ? C29 C30 H30A 120.0 . . ? C32 C31 C30 119.84(18) . . ? C32 C31 H31A 120.1 . . ? C30 C31 H31A 120.1 . . ? C33 C32 C31 120.78(18) . . ? C33 C32 H32A 119.6 . . ? C31 C32 H32A 119.6 . . ? C32 C33 C34 119.16(18) . . ? C32 C33 H33A 120.4 . . ? C34 C33 H33A 120.4 . . ? C33 C34 C29 120.87(17) . . ? C33 C34 C35 126.58(16) . . ? C29 C34 C35 112.45(14) . . ? O3 C35 C34 107.71(13) . . ? O3 C35 C38 107.40(13) . . ? C34 C35 C38 113.72(14) . . ? O3 C35 C36 109.73(13) . . ? C34 C35 C36 106.91(14) . . ? C38 C35 C36 111.30(14) . . ? F22 C36 F23 107.07(15) . . ? F22 C36 C37 106.12(15) . . ? F23 C36 C37 105.37(17) . . ? F22 C36 C35 110.54(14) . . ? F23 C36 C35 106.13(14) . . ? C37 C36 C35 120.82(15) . . ? F24 C37 F26 109.3(2) . . ? F24 C37 F25 108.5(2) . . ? F26 C37 F25 106.18(19) . . ? F24 C37 C36 113.15(17) . . ? F26 C37 C36 109.09(18) . . ? F25 C37 C36 110.36(19) . . ? F28 C38 F27 107.22(15) . . ? F28 C38 C39 104.47(16) . . ? F27 C38 C39 106.27(15) . . ? F28 C38 C35 110.53(14) . . ? F27 C38 C35 110.59(15) . . ? C39 C38 C35 117.16(15) . . ? F29 C39 F30 107.99(18) . . ? F29 C39 F31 107.55(17) . . ? F30 C39 F31 108.21(17) . . ? F29 C39 C38 111.77(16) . . ? F30 C39 C38 112.03(17) . . ? F31 C39 C38 109.13(17) . . ? C45 C40 C41 118.70(17) . . ? C45 C40 P2 112.87(14) . . ? C41 C40 P2 128.35(15) . . ? C42 C41 C40 119.4(2) . . ? C42 C41 H41A 120.3 . . ? C40 C41 H41A 120.3 . . ? C43 C42 C41 120.8(2) . . ? C43 C42 H42A 119.6 . . ? C41 C42 H42A 119.6 . . ? C44 C43 C42 120.7(2) . . ? C44 C43 H43A 119.6 . . ? C42 C43 H43A 119.6 . . ? C43 C44 C45 118.1(2) . . ? C43 C44 H44A 120.9 . . ? C45 C44 H44A 120.9 . . ? C40 C45 C44 122.20(19) . . ? C40 C45 C46 111.01(15) . . ? C44 C45 C46 126.71(19) . . ? O4 C46 C45 107.97(14) . . ? O4 C46 C47 106.60(14) . . ? C45 C46 C47 114.30(15) . . ? O4 C46 C49 106.33(14) . . ? C45 C46 C49 109.15(15) . . ? C47 C46 C49 112.08(15) . . ? F33 C47 F32 107.95(16) . . ? F33 C47 C48 106.59(16) . . ? F32 C47 C48 105.29(15) . . ? F33 C47 C46 109.57(15) . . ? F32 C47 C46 109.80(15) . . ? C48 C47 C46 117.22(16) . . ? F36 C48 F35 107.70(17) . . ? F36 C48 F34 108.52(18) . . ? F35 C48 F34 108.00(19) . . ? F36 C48 C47 109.25(18) . . ? F35 C48 C47 111.33(17) . . ? F34 C48 C47 111.91(16) . . ? F37 C49 F38 107.03(16) . . ? F37 C49 C50 106.59(17) . . ? F38 C49 C50 105.51(17) . . ? F37 C49 C46 110.16(16) . . ? F38 C49 C46 105.97(15) . . ? C50 C49 C46 120.78(17) . . ? F39 C50 F40 108.8(2) . . ? F39 C50 F41 107.6(2) . . ? F40 C50 F41 107.47(18) . . ? F39 C50 C49 111.81(17) . . ? F40 C50 C49 112.26(19) . . ? F41 C50 C49 108.7(2) . . ? C35 O3 P2 117.81(10) . . ? C46 O4 P2 120.60(11) . . ? O4 P2 O3 82.76(6) . . ? O4 P2 C51 119.00(7) . . ? O3 P2 C51 88.69(7) . . ? O4 P2 C29 124.12(7) . . ? O3 P2 C29 87.12(7) . . ? C51 P2 C29 115.50(8) . . ? O4 P2 C40 87.53(7) . . ? O3 P2 C40 170.22(7) . . ? C51 P2 C40 95.12(8) . . ? C29 P2 C40 99.29(8) . . ? C56 C51 C52 119.71(16) . . ? C56 C51 P2 120.98(13) . . ? C52 C51 P2 119.31(14) . . ? C53 C52 C51 120.11(18) . . ? C53 C52 H52A 119.9 . . ? C51 C52 H52A 119.9 . . ? C54 C53 C52 118.40(18) . . ? C54 C53 H53A 120.8 . . ? C52 C53 H53A 120.8 . . ? F42 C54 C53 118.25(19) . . ? F42 C54 C55 118.4(2) . . ? C53 C54 C55 123.32(17) . . ? C54 C55 C56 117.93(19) . . ? C54 C55 H55A 121.0 . . ? C56 C55 H55A 121.0 . . ? C51 C56 C55 120.46(18) . . ? C51 C56 H56A 119.8 . . ? C55 C56 H56A 119.8 . . ? 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 C6 C1 C2 C3 2.7(3) . . . . ? P1 C1 C2 C3 179.63(15) . . . . ? C1 C2 C3 C4 -1.0(3) . . . . ? C2 C3 C4 C5 -1.2(3) . . . . ? C3 C4 C5 C6 1.7(3) . . . . ? C4 C5 C6 C1 0.0(3) . . . . ? C4 C5 C6 C7 178.94(19) . . . . ? C2 C1 C6 C5 -2.2(3) . . . . ? P1 C1 C6 C5 -179.50(15) . . . . ? C2 C1 C6 C7 178.76(16) . . . . ? P1 C1 C6 C7 1.42(19) . . . . ? C5 C6 C7 O1 174.55(17) . . . . ? C1 C6 C7 O1 -6.43(19) . . . . ? C5 C6 C7 C8 54.6(2) . . . . ? C1 C6 C7 C8 -126.40(16) . . . . ? C5 C6 C7 C10 -68.3(2) . . . . ? C1 C6 C7 C10 110.73(16) . . . . ? O1 C7 C8 F1 169.68(14) . . . . ? C6 C7 C8 F1 -70.38(19) . . . . ? C10 C7 C8 F1 50.4(2) . . . . ? O1 C7 C8 F2 51.80(18) . . . . ? C6 C7 C8 F2 171.74(13) . . . . ? C10 C7 C8 F2 -67.51(17) . . . . ? O1 C7 C8 C9 -68.0(2) . . . . ? C6 C7 C8 C9 51.9(2) . . . . ? C10 C7 C8 C9 172.65(15) . . . . ? F1 C8 C9 F3 -176.71(17) . . . . ? F2 C8 C9 F3 -63.3(2) . . . . ? C7 C8 C9 F3 58.6(2) . . . . ? F1 C8 C9 F4 60.9(2) . . . . ? F2 C8 C9 F4 174.23(16) . . . . ? C7 C8 C9 F4 -63.8(2) . . . . ? F1 C8 C9 F5 -58.4(2) . . . . ? F2 C8 C9 F5 54.99(19) . . . . ? C7 C8 C9 F5 176.96(15) . . . . ? O1 C7 C10 F7 57.99(18) . . . . ? C6 C7 C10 F7 -58.47(17) . . . . ? C8 C7 C10 F7 176.69(14) . . . . ? O1 C7 C10 F6 174.03(13) . . . . ? C6 C7 C10 F6 57.56(17) . . . . ? C8 C7 C10 F6 -67.28(18) . . . . ? O1 C7 C10 C11 -61.7(2) . . . . ? C6 C7 C10 C11 -178.13(16) . . . . ? C8 C7 C10 C11 57.0(2) . . . . ? F7 C10 C11 F8 -72.60(19) . . . . ? F6 C10 C11 F8 174.67(16) . . . . ? C7 C10 C11 F8 47.7(2) . . . . ? F7 C10 C11 F10 47.4(2) . . . . ? F6 C10 C11 F10 -65.3(2) . . . . ? C7 C10 C11 F10 167.74(16) . . . . ? F7 C10 C11 F9 165.58(15) . . . . ? F6 C10 C11 F9 52.9(2) . . . . ? C7 C10 C11 F9 -74.1(2) . . . . ? C17 C12 C13 C14 0.9(3) . . . . ? P1 C12 C13 C14 175.88(15) . . . . ? C12 C13 C14 C15 -0.2(3) . . . . ? C13 C14 C15 C16 -0.4(3) . . . . ? C14 C15 C16 C17 0.2(3) . . . . ? C13 C12 C17 C16 -1.2(3) . . . . ? P1 C12 C17 C16 -176.95(15) . . . . ? C13 C12 C17 C18 177.97(16) . . . . ? P1 C12 C17 C18 2.18(18) . . . . ? C15 C16 C17 C12 0.6(3) . . . . ? C15 C16 C17 C18 -178.37(18) . . . . ? C12 C17 C18 O2 -0.70(19) . . . . ? C16 C17 C18 O2 178.39(17) . . . . ? C12 C17 C18 C19 118.44(16) . . . . ? C16 C17 C18 C19 -62.5(2) . . . . ? C12 C17 C18 C21 -115.90(16) . . . . ? C16 C17 C18 C21 63.2(2) . . . . ? O2 C18 C19 F11 -49.50(18) . . . . ? C17 C18 C19 F11 -168.94(13) . . . . ? C21 C18 C19 F11 66.59(17) . . . . ? O2 C18 C19 F12 -168.03(14) . . . . ? C17 C18 C19 F12 72.53(18) . . . . ? C21 C18 C19 F12 -51.94(19) . . . . ? O2 C18 C19 C20 71.58(19) . . . . ? C17 C18 C19 C20 -47.9(2) . . . . ? C21 C18 C19 C20 -172.32(15) . . . . ? F11 C19 C20 F14 71.07(19) . . . . ? F12 C19 C20 F14 -174.30(16) . . . . ? C18 C19 C20 F14 -52.2(2) . . . . ? F11 C19 C20 F13 -167.25(15) . . . . ? F12 C19 C20 F13 -52.6(2) . . . . ? C18 C19 C20 F13 69.5(2) . . . . ? F11 C19 C20 F15 -48.9(2) . . . . ? F12 C19 C20 F15 65.72(19) . . . . ? C18 C19 C20 F15 -172.19(15) . . . . ? O2 C18 C21 F17 -175.13(14) . . . . ? C17 C18 C21 F17 -58.40(18) . . . . ? C19 C18 C21 F17 67.63(18) . . . . ? O2 C18 C21 F16 -59.23(17) . . . . ? C17 C18 C21 F16 57.50(17) . . . . ? C19 C18 C21 F16 -176.48(14) . . . . ? O2 C18 C21 C22 60.8(2) . . . . ? C17 C18 C21 C22 177.58(16) . . . . ? C19 C18 C21 C22 -56.4(2) . . . . ? F17 C21 C22 F18 -52.4(2) . . . . ? F16 C21 C22 F18 -166.19(15) . . . . ? C18 C21 C22 F18 73.6(2) . . . . ? F17 C21 C22 F19 -174.80(17) . . . . ? F16 C21 C22 F19 71.4(2) . . . . ? C18 C21 C22 F19 -48.8(3) . . . . ? F17 C21 C22 F20 66.2(2) . . . . ? F16 C21 C22 F20 -47.6(2) . . . . ? C18 C21 C22 F20 -167.78(16) . . . . ? C28 C23 C24 C25 1.0(3) . . . . ? P1 C23 C24 C25 -177.62(14) . . . . ? C23 C24 C25 C26 0.6(3) . . . . ? C24 C25 C26 F21 179.64(19) . . . . ? C24 C25 C26 C27 -1.3(3) . . . . ? C25 C26 C27 C28 0.5(3) . . . . ? F21 C26 C27 C28 179.6(2) . . . . ? C24 C23 C28 C27 -1.8(3) . . . . ? P1 C23 C28 C27 176.79(16) . . . . ? C26 C27 C28 C23 1.1(3) . . . . ? C6 C7 O1 P1 9.16(16) . . . . ? C8 C7 O1 P1 132.86(12) . . . . ? C10 C7 O1 P1 -106.68(13) . . . . ? C17 C18 O2 P1 -1.38(17) . . . . ? C19 C18 O2 P1 -123.56(12) . . . . ? C21 C18 O2 P1 116.38(13) . . . . ? C18 O2 P1 O1 -176.44(12) . . . . ? C18 O2 P1 C1 101.89(13) . . . . ? C18 O2 P1 C23 -91.63(13) . . . . ? C18 O2 P1 C12 2.18(12) . . . . ? C7 O1 P1 O2 -129.85(12) . . . . ? C7 O1 P1 C1 -7.30(12) . . . . ? C7 O1 P1 C23 111.27(12) . . . . ? C7 O1 P1 C12 -137.9(4) . . . . ? C2 C1 P1 O2 -95.17(17) . . . . ? C6 C1 P1 O2 81.95(14) . . . . ? C2 C1 P1 O1 -174.20(17) . . . . ? C6 C1 P1 O1 2.92(13) . . . . ? C2 C1 P1 C23 98.34(17) . . . . ? C6 C1 P1 C23 -84.53(15) . . . . ? C2 C1 P1 C12 -1.78(18) . . . . ? C6 C1 P1 C12 175.34(13) . . . . ? C28 C23 P1 O2 -20.40(17) . . . . ? C24 C23 P1 O2 158.16(13) . . . . ? C28 C23 P1 O1 60.32(15) . . . . ? C24 C23 P1 O1 -121.12(14) . . . . ? C28 C23 P1 C1 146.52(14) . . . . ? C24 C23 P1 C1 -34.92(17) . . . . ? C28 C23 P1 C12 -110.44(15) . . . . ? C24 C23 P1 C12 68.13(15) . . . . ? C17 C12 P1 O2 -2.48(13) . . . . ? C13 C12 P1 O2 -177.71(17) . . . . ? C17 C12 P1 O1 5.5(5) . . . . ? C13 C12 P1 O1 -169.7(3) . . . . ? C17 C12 P1 C1 -124.28(13) . . . . ? C13 C12 P1 C1 60.49(18) . . . . ? C17 C12 P1 C23 115.92(14) . . . . ? C13 C12 P1 C23 -59.30(18) . . . . ? C34 C29 C30 C31 -2.7(3) . . . . ? P2 C29 C30 C31 179.32(14) . . . . ? C29 C30 C31 C32 2.4(3) . . . . ? C30 C31 C32 C33 0.5(3) . . . . ? C31 C32 C33 C34 -3.0(3) . . . . ? C32 C33 C34 C29 2.7(3) . . . . ? C32 C33 C34 C35 178.72(18) . . . . ? C30 C29 C34 C33 0.1(3) . . . . ? P2 C29 C34 C33 178.41(14) . . . . ? C30 C29 C34 C35 -176.44(15) . . . . ? P2 C29 C34 C35 1.83(19) . . . . ? C33 C34 C35 O3 174.94(17) . . . . ? C29 C34 C35 O3 -8.71(19) . . . . ? C33 C34 C35 C38 56.1(2) . . . . ? C29 C34 C35 C38 -127.60(16) . . . . ? C33 C34 C35 C36 -67.2(2) . . . . ? C29 C34 C35 C36 109.16(16) . . . . ? O3 C35 C36 F22 179.69(14) . . . . ? C34 C35 C36 F22 63.16(18) . . . . ? C38 C35 C36 F22 -61.57(19) . . . . ? O3 C35 C36 F23 63.93(17) . . . . ? C34 C35 C36 F23 -52.61(17) . . . . ? C38 C35 C36 F23 -177.34(14) . . . . ? O3 C35 C36 C37 -55.7(2) . . . . ? C34 C35 C36 C37 -172.19(17) . . . . ? C38 C35 C36 C37 63.1(2) . . . . ? F22 C36 C37 F24 168.5(2) . . . . ? F23 C36 C37 F24 -78.2(2) . . . . ? C35 C36 C37 F24 41.8(3) . . . . ? F22 C36 C37 F26 -69.6(2) . . . . ? F23 C36 C37 F26 43.7(2) . . . . ? C35 C36 C37 F26 163.66(18) . . . . ? F22 C36 C37 F25 46.6(2) . . . . ? F23 C36 C37 F25 159.99(16) . . . . ? C35 C36 C37 F25 -80.0(2) . . . . ? O3 C35 C38 F28 61.37(18) . . . . ? C34 C35 C38 F28 -179.56(14) . . . . ? C36 C35 C38 F28 -58.75(19) . . . . ? O3 C35 C38 F27 179.96(14) . . . . ? C34 C35 C38 F27 -60.98(19) . . . . ? C36 C35 C38 F27 59.84(19) . . . . ? O3 C35 C38 C39 -58.10(19) . . . . ? C34 C35 C38 C39 61.0(2) . . . . ? C36 C35 C38 C39 -178.22(15) . . . . ? F28 C38 C39 F29 -50.7(2) . . . . ? F27 C38 C39 F29 -163.85(16) . . . . ? C35 C38 C39 F29 72.0(2) . . . . ? F28 C38 C39 F30 -172.01(16) . . . . ? F27 C38 C39 F30 74.8(2) . . . . ? C35 C38 C39 F30 -49.4(2) . . . . ? F28 C38 C39 F31 68.18(19) . . . . ? F27 C38 C39 F31 -45.0(2) . . . . ? C35 C38 C39 F31 -169.17(16) . . . . ? C45 C40 C41 C42 -3.2(3) . . . . ? P2 C40 C41 C42 -179.77(16) . . . . ? C40 C41 C42 C43 2.5(3) . . . . ? C41 C42 C43 C44 -0.1(4) . . . . ? C42 C43 C44 C45 -1.5(4) . . . . ? C41 C40 C45 C44 1.6(3) . . . . ? P2 C40 C45 C44 178.69(17) . . . . ? C41 C40 C45 C46 -175.40(16) . . . . ? P2 C40 C45 C46 1.69(19) . . . . ? C43 C44 C45 C40 0.8(3) . . . . ? C43 C44 C45 C46 177.3(2) . . . . ? C40 C45 C46 O4 -0.9(2) . . . . ? C44 C45 C46 O4 -177.77(19) . . . . ? C40 C45 C46 C47 -119.37(17) . . . . ? C44 C45 C46 C47 63.8(3) . . . . ? C40 C45 C46 C49 114.24(17) . . . . ? C44 C45 C46 C49 -62.6(2) . . . . ? O4 C46 C47 F33 40.4(2) . . . . ? C45 C46 C47 F33 159.58(15) . . . . ? C49 C46 C47 F33 -75.57(19) . . . . ? O4 C46 C47 F32 158.79(15) . . . . ? C45 C46 C47 F32 -82.0(2) . . . . ? C49 C46 C47 F32 42.8(2) . . . . ? O4 C46 C47 C48 -81.2(2) . . . . ? C45 C46 C47 C48 38.0(2) . . . . ? C49 C46 C47 C48 162.85(17) . . . . ? F33 C47 C48 F36 42.3(2) . . . . ? F32 C47 C48 F36 -72.2(2) . . . . ? C46 C47 C48 F36 165.40(17) . . . . ? F33 C47 C48 F35 161.10(16) . . . . ? F32 C47 C48 F35 46.6(2) . . . . ? C46 C47 C48 F35 -75.8(2) . . . . ? F33 C47 C48 F34 -77.9(2) . . . . ? F32 C47 C48 F34 167.57(17) . . . . ? C46 C47 C48 F34 45.2(2) . . . . ? O4 C46 C49 F37 178.85(15) . . . . ? C45 C46 C49 F37 62.6(2) . . . . ? C47 C46 C49 F37 -65.0(2) . . . . ? O4 C46 C49 F38 63.41(19) . . . . ? C45 C46 C49 F38 -52.83(19) . . . . ? C47 C46 C49 F38 179.52(15) . . . . ? O4 C46 C49 C50 -56.2(2) . . . . ? C45 C46 C49 C50 -172.44(16) . . . . ? C47 C46 C49 C50 59.9(2) . . . . ? F37 C49 C50 F39 -177.48(17) . . . . ? F38 C49 C50 F39 -63.9(2) . . . . ? C46 C49 C50 F39 55.9(2) . . . . ? F37 C49 C50 F40 60.0(2) . . . . ? F38 C49 C50 F40 173.54(17) . . . . ? C46 C49 C50 F40 -66.6(2) . . . . ? F37 C49 C50 F41 -58.8(2) . . . . ? F38 C49 C50 F41 54.8(2) . . . . ? C46 C49 C50 F41 174.60(17) . . . . ? C34 C35 O3 P2 12.53(16) . . . . ? C38 C35 O3 P2 135.39(11) . . . . ? C36 C35 O3 P2 -103.50(13) . . . . ? C45 C46 O4 P2 -0.34(18) . . . . ? C47 C46 O4 P2 122.90(13) . . . . ? C49 C46 O4 P2 -117.36(14) . . . . ? C46 O4 P2 O3 180.00(12) . . . . ? C46 O4 P2 C51 95.55(13) . . . . ? C46 O4 P2 C29 -98.48(13) . . . . ? C46 O4 P2 C40 1.06(13) . . . . ? C35 O3 P2 O4 114.89(12) . . . . ? C35 O3 P2 C51 -125.66(12) . . . . ? C35 O3 P2 C29 -10.05(12) . . . . ? C35 O3 P2 C40 121.2(4) . . . . ? C30 C29 P2 O4 102.96(16) . . . . ? C34 C29 P2 O4 -75.14(15) . . . . ? C30 C29 P2 O3 -177.80(16) . . . . ? C34 C29 P2 O3 4.10(13) . . . . ? C30 C29 P2 C51 -90.63(17) . . . . ? C34 C29 P2 C51 91.27(14) . . . . ? C30 C29 P2 C40 9.64(17) . . . . ? C34 C29 P2 C40 -168.47(13) . . . . ? C45 C40 P2 O4 -1.59(14) . . . . ? C41 C40 P2 O4 175.16(18) . . . . ? C45 C40 P2 O3 -7.8(5) . . . . ? C41 C40 P2 O3 168.9(3) . . . . ? C45 C40 P2 C51 -120.49(14) . . . . ? C41 C40 P2 C51 56.26(18) . . . . ? C45 C40 P2 C29 122.60(14) . . . . ? C41 C40 P2 C29 -60.65(18) . . . . ? O4 P2 C51 C56 7.43(17) . . . . ? O3 P2 C51 C56 -73.54(15) . . . . ? C29 P2 C51 C56 -159.72(14) . . . . ? C40 P2 C51 C56 97.44(15) . . . . ? O4 P2 C51 C52 -172.82(13) . . . . ? O3 P2 C51 C52 106.21(15) . . . . ? C29 P2 C51 C52 20.03(17) . . . . ? C40 P2 C51 C52 -82.81(15) . . . . ? C56 C51 C52 C53 -0.9(3) . . . . ? P2 C51 C52 C53 179.31(14) . . . . ? C51 C52 C53 C54 -1.4(3) . . . . ? C52 C53 C54 F42 -177.98(17) . . . . ? C52 C53 C54 C55 2.4(3) . . . . ? F42 C54 C55 C56 179.44(17) . . . . ? C53 C54 C55 C56 -1.0(3) . . . . ? C52 C51 C56 C55 2.4(3) . . . . ? P2 C51 C56 C55 -177.83(15) . . . . ? C54 C55 C56 C51 -1.5(3) . . . . ? _diffrn_measured_fraction_theta_max 0.888 _diffrn_reflns_theta_full 27.94 _diffrn_measured_fraction_theta_full 0.888 _refine_diff_density_max 0.422 _refine_diff_density_min -0.650 _refine_diff_density_rms 0.166 data_compound12d _database_code_depnum_ccdc_archive 'CCDC 672354' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point 124 _chemical_formula_moiety ? _chemical_formula_sum 'C29 H15 F20 O3 P' _chemical_formula_weight 822.38 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.25000(10) _cell_length_b 9.7100(2) _cell_length_c 18.0170(5) _cell_angle_alpha 84.9520(10) _cell_angle_beta 77.0590(10) _cell_angle_gamma 72.817(2) _cell_volume 1506.33(5) _cell_formula_units_Z 2 _cell_measurement_temperature 173 _cell_measurement_reflns_used ? _cell_measurement_theta_min 1.2 _cell_measurement_theta_max 27.9 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.813 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 816 _exptl_absorpt_coefficient_mu 0.250 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'MacScience DIP2030 Imaging Plate' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.00 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6580 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0224 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.16 _diffrn_reflns_theta_max 27.94 _reflns_number_total 6580 _reflns_number_gt 5851 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'HKL(Otwinowski, 1997)' _computing_cell_refinement 'HKL(Otwinowski, 1997)' _computing_data_reduction 'HKL(Otwinowski, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0914P)^2^+0.9403P] 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 6580 _refine_ls_number_parameters 479 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0514 _refine_ls_R_factor_gt 0.0421 _refine_ls_wR_factor_ref 0.1480 _refine_ls_wR_factor_gt 0.1228 _refine_ls_goodness_of_fit_ref 1.114 _refine_ls_restrained_S_all 1.114 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.8527(2) 0.24973(19) 0.64714(9) 0.0151(3) Uani 1 1 d . . . C2 C 0.9866(2) 0.2939(2) 0.62197(10) 0.0203(4) Uani 1 1 d . . . H2A H 1.0446 0.3048 0.6573 0.024 Uiso 1 1 calc R . . C3 C 1.0342(2) 0.3220(2) 0.54461(11) 0.0244(4) Uani 1 1 d . . . H3A H 1.1242 0.3536 0.5273 0.029 Uiso 1 1 calc R . . C4 C 0.9516(3) 0.3041(2) 0.49272(11) 0.0249(4) Uani 1 1 d . . . H4A H 0.9847 0.3249 0.4402 0.030 Uiso 1 1 calc R . . C5 C 0.8209(3) 0.2563(2) 0.51662(11) 0.0227(4) Uani 1 1 d . . . H5A H 0.7655 0.2421 0.4808 0.027 Uiso 1 1 calc R . . C6 C 0.7723(2) 0.22927(19) 0.59406(10) 0.0166(3) Uani 1 1 d . . . C7 C 0.6393(2) 0.16699(19) 0.63062(9) 0.0152(3) Uani 1 1 d . . . C8 C 0.6898(2) 0.0053(2) 0.60516(10) 0.0200(4) Uani 1 1 d . . . C9 C 0.5874(3) -0.0955(2) 0.63791(13) 0.0305(5) Uani 1 1 d . . . C10 C 0.4822(2) 0.2517(2) 0.61042(11) 0.0220(4) Uani 1 1 d . . . C11 C 0.4198(3) 0.4136(2) 0.62852(13) 0.0281(5) Uani 1 1 d . . . C12 C 0.9331(2) 0.2079(2) 0.79127(10) 0.0173(4) Uani 1 1 d . . . C13 C 0.9935(3) 0.3225(2) 0.79660(11) 0.0246(4) Uani 1 1 d . . . H13A H 0.9503 0.4149 0.7757 0.030 Uiso 1 1 calc R . . C14 C 1.1172(3) 0.2998(3) 0.83270(12) 0.0340(5) Uani 1 1 d . . . H14A H 1.1594 0.3768 0.8357 0.041 Uiso 1 1 calc R . . C15 C 1.1792(3) 0.1661(3) 0.86432(12) 0.0350(5) Uani 1 1 d . . . H15A H 1.2654 0.1519 0.8875 0.042 Uiso 1 1 calc R . . C16 C 1.1179(3) 0.0528(3) 0.86287(11) 0.0279(5) Uani 1 1 d . . . H16A H 1.1584 -0.0381 0.8860 0.034 Uiso 1 1 calc R . . C17 C 0.9945(2) 0.0770(2) 0.82620(10) 0.0182(4) Uani 1 1 d . . . C18 C 0.9048(2) -0.0292(2) 0.82171(10) 0.0165(3) Uani 1 1 d . . . C19 C 1.0034(3) -0.1723(2) 0.78097(11) 0.0246(4) Uani 1 1 d . . . C20 C 1.1331(3) -0.1587(3) 0.71202(12) 0.0319(5) Uani 1 1 d . . . C21 C 0.8161(2) -0.0573(2) 0.90399(10) 0.0200(4) Uani 1 1 d . . . C22 C 0.7010(3) -0.1484(2) 0.91509(12) 0.0293(5) Uani 1 1 d . . . C23 C 0.6270(2) 0.35021(19) 0.80073(10) 0.0153(3) Uani 1 1 d . . . C24 C 0.6237(2) 0.4949(2) 0.78453(11) 0.0211(4) Uani 1 1 d . . . H24A H 0.6958 0.5187 0.7426 0.025 Uiso 1 1 calc R . . C25 C 0.5159(3) 0.6036(2) 0.82933(12) 0.0237(4) Uani 1 1 d . . . H25A H 0.5127 0.7016 0.8172 0.028 Uiso 1 1 calc R . . C26 C 0.4126(2) 0.5695(2) 0.89195(11) 0.0204(4) Uani 1 1 d . . . C27 C 0.4128(2) 0.4270(2) 0.90783(11) 0.0213(4) Uani 1 1 d . . . H27A H 0.3410 0.4034 0.9499 0.026 Uiso 1 1 calc R . . C28 C 0.5195(2) 0.3182(2) 0.86149(10) 0.0188(4) Uani 1 1 d . . . H28A H 0.5182 0.2209 0.8718 0.023 Uiso 1 1 calc R . . C29 C 0.2119(3) 0.6505(3) 1.00085(13) 0.0323(5) Uani 1 1 d . . . H29A H 0.1463 0.5993 0.9861 0.048 Uiso 1 1 calc R . . H29B H 0.1469 0.7402 1.0258 0.048 Uiso 1 1 calc R . . H29C H 0.2718 0.5895 1.0362 0.048 Uiso 1 1 calc R . . O1 O 0.62135(15) 0.17156(14) 0.70897(7) 0.0150(3) Uani 1 1 d . . . O2 O 0.79000(15) 0.03773(14) 0.77944(7) 0.0150(3) Uani 1 1 d . . . O3 O 0.31513(19) 0.68328(16) 0.93455(9) 0.0284(3) Uani 1 1 d . . . P1 P 0.77048(5) 0.20570(5) 0.74513(2) 0.01235(12) Uani 1 1 d . . . F1 F 0.82685(15) -0.05781(13) 0.62580(7) 0.0270(3) Uani 1 1 d . . . F2 F 0.71528(16) -0.00277(13) 0.52844(7) 0.0278(3) Uani 1 1 d . . . F3 F 0.4681(2) -0.07085(18) 0.60433(9) 0.0413(4) Uani 1 1 d . . . F4 F 0.5361(2) -0.08243(17) 0.71241(8) 0.0418(4) Uani 1 1 d . . . F5 F 0.6719(2) -0.23211(16) 0.62419(11) 0.0528(5) Uani 1 1 d . . . F6 F 0.36980(16) 0.19413(16) 0.64938(9) 0.0359(3) Uani 1 1 d . . . F7 F 0.48837(18) 0.24237(16) 0.53513(8) 0.0369(4) Uani 1 1 d . . . F8 F 0.5194(2) 0.48546(17) 0.59839(14) 0.0627(6) Uani 1 1 d . . . F9 F 0.3805(2) 0.43539(18) 0.70231(9) 0.0482(4) Uani 1 1 d . . . F10 F 0.2931(2) 0.46897(18) 0.60020(10) 0.0519(5) Uani 1 1 d . . . F11 F 0.91055(17) -0.23393(14) 0.75635(8) 0.0339(3) Uani 1 1 d . . . F12 F 1.07513(18) -0.26726(15) 0.83043(8) 0.0376(4) Uani 1 1 d . . . F13 F 1.25515(18) -0.1492(2) 0.73510(9) 0.0561(5) Uani 1 1 d . . . F14 F 1.08704(16) -0.04513(15) 0.66759(7) 0.0340(3) Uani 1 1 d . . . F15 F 1.1759(2) -0.27528(19) 0.67012(9) 0.0559(5) Uani 1 1 d . . . F16 F 0.73152(15) 0.07257(13) 0.93272(6) 0.0250(3) Uani 1 1 d . . . F17 F 0.91709(16) -0.11818(16) 0.94954(7) 0.0312(3) Uani 1 1 d . . . F18 F 0.7727(2) -0.28586(17) 0.90000(10) 0.0503(4) Uani 1 1 d . . . F19 F 0.59596(19) -0.09871(18) 0.87265(9) 0.0414(4) Uani 1 1 d . . . F20 F 0.62647(19) -0.14214(18) 0.98790(8) 0.0418(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 C1 0.0180(9) 0.0147(8) 0.0107(7) 0.0010(6) -0.0030(6) -0.0022(6) C2 0.0220(10) 0.0246(9) 0.0149(8) 0.0021(7) -0.0027(7) -0.0090(7) C3 0.0255(11) 0.0256(10) 0.0187(9) 0.0036(7) 0.0027(7) -0.0087(8) C4 0.0338(11) 0.0246(10) 0.0121(8) 0.0036(7) 0.0008(7) -0.0071(8) C5 0.0312(11) 0.0244(10) 0.0124(8) 0.0028(7) -0.0070(7) -0.0072(8) C6 0.0215(9) 0.0145(8) 0.0130(8) 0.0014(6) -0.0052(6) -0.0033(6) C7 0.0193(9) 0.0157(8) 0.0111(8) -0.0006(6) -0.0068(6) -0.0028(6) C8 0.0273(10) 0.0198(9) 0.0143(8) -0.0016(6) -0.0092(7) -0.0050(7) C9 0.0463(14) 0.0244(11) 0.0282(11) 0.0011(8) -0.0131(9) -0.0177(9) C10 0.0240(10) 0.0248(10) 0.0188(9) -0.0002(7) -0.0121(7) -0.0034(7) C11 0.0268(11) 0.0255(11) 0.0303(11) -0.0029(8) -0.0153(8) 0.0028(8) C12 0.0169(9) 0.0264(9) 0.0107(7) -0.0020(6) -0.0031(6) -0.0086(7) C13 0.0299(11) 0.0337(11) 0.0174(9) 0.0006(7) -0.0066(7) -0.0191(9) C14 0.0355(13) 0.0577(15) 0.0228(10) 0.0001(10) -0.0093(9) -0.0325(11) C15 0.0286(13) 0.0651(17) 0.0218(10) 0.0049(10) -0.0129(8) -0.0251(11) C16 0.0231(11) 0.0471(13) 0.0155(9) 0.0032(8) -0.0082(7) -0.0107(9) C17 0.0163(9) 0.0282(10) 0.0106(7) -0.0007(7) -0.0029(6) -0.0068(7) C18 0.0184(9) 0.0194(9) 0.0109(7) 0.0012(6) -0.0062(6) -0.0023(7) C19 0.0290(11) 0.0219(10) 0.0192(9) 0.0008(7) -0.0128(8) 0.0039(8) C20 0.0281(12) 0.0377(12) 0.0192(10) -0.0068(8) -0.0063(8) 0.0098(9) C21 0.0235(10) 0.0234(9) 0.0134(8) 0.0031(7) -0.0074(7) -0.0054(7) C22 0.0391(13) 0.0315(11) 0.0220(10) 0.0111(8) -0.0099(8) -0.0179(9) C23 0.0181(9) 0.0160(8) 0.0126(8) -0.0007(6) -0.0052(6) -0.0043(6) C24 0.0274(10) 0.0181(9) 0.0177(9) 0.0009(7) -0.0017(7) -0.0088(7) C25 0.0335(11) 0.0145(9) 0.0240(9) -0.0005(7) -0.0066(8) -0.0076(7) C26 0.0228(10) 0.0182(9) 0.0190(9) -0.0063(7) -0.0068(7) -0.0006(7) C27 0.0218(10) 0.0195(9) 0.0183(9) -0.0021(7) 0.0006(7) -0.0028(7) C28 0.0206(9) 0.0154(8) 0.0186(9) -0.0012(6) -0.0010(7) -0.0048(7) C29 0.0296(12) 0.0325(12) 0.0278(11) -0.0129(9) -0.0007(8) 0.0013(9) O1 0.0174(6) 0.0192(6) 0.0096(6) -0.0002(4) -0.0047(4) -0.0058(5) O2 0.0187(7) 0.0154(6) 0.0119(6) 0.0021(4) -0.0071(4) -0.0039(5) O3 0.0336(9) 0.0190(7) 0.0271(8) -0.0090(6) -0.0022(6) 0.0003(6) P1 0.0152(2) 0.0139(2) 0.0086(2) 0.00011(15) -0.00326(15) -0.00469(16) F1 0.0296(7) 0.0191(6) 0.0301(6) -0.0039(5) -0.0139(5) 0.0030(5) F2 0.0433(8) 0.0257(6) 0.0143(6) -0.0066(4) -0.0069(5) -0.0071(5) F3 0.0505(10) 0.0503(9) 0.0389(8) -0.0041(7) -0.0179(7) -0.0311(7) F4 0.0648(11) 0.0482(9) 0.0246(7) 0.0076(6) -0.0098(6) -0.0363(8) F5 0.0730(13) 0.0200(7) 0.0691(12) -0.0018(7) -0.0156(9) -0.0179(7) F6 0.0213(7) 0.0401(8) 0.0502(9) 0.0020(6) -0.0135(6) -0.0111(5) F7 0.0430(8) 0.0423(8) 0.0239(7) -0.0085(6) -0.0245(6) 0.0052(6) F8 0.0508(11) 0.0219(8) 0.1051(17) 0.0038(8) -0.0031(10) -0.0059(7) F9 0.0551(10) 0.0427(9) 0.0354(8) -0.0169(7) -0.0228(7) 0.0178(7) F10 0.0526(10) 0.0397(9) 0.0594(10) -0.0130(7) -0.0428(8) 0.0193(7) F11 0.0470(9) 0.0209(6) 0.0350(7) -0.0067(5) -0.0178(6) -0.0028(5) F12 0.0447(8) 0.0304(7) 0.0269(7) 0.0048(5) -0.0168(6) 0.0110(6) F13 0.0212(8) 0.1046(15) 0.0315(8) -0.0067(9) -0.0043(6) -0.0007(8) F14 0.0312(7) 0.0377(8) 0.0233(6) 0.0025(5) -0.0015(5) 0.0010(6) F15 0.0721(12) 0.0406(9) 0.0300(8) -0.0149(7) -0.0016(7) 0.0192(8) F16 0.0282(7) 0.0289(6) 0.0159(5) -0.0036(4) 0.0005(4) -0.0081(5) F17 0.0315(7) 0.0461(8) 0.0157(6) 0.0104(5) -0.0127(5) -0.0078(6) F18 0.0684(12) 0.0272(8) 0.0564(10) 0.0064(7) -0.0068(8) -0.0218(7) F19 0.0481(10) 0.0555(10) 0.0376(8) 0.0194(7) -0.0232(7) -0.0356(8) F20 0.0459(9) 0.0572(10) 0.0262(7) 0.0161(6) -0.0044(6) -0.0278(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 C1 C6 1.395(2) . ? C1 C2 1.398(3) . ? C1 P1 1.8264(17) . ? C2 C3 1.393(3) . ? C2 H2A 0.9500 . ? C3 C4 1.384(3) . ? C3 H3A 0.9500 . ? C4 C5 1.388(3) . ? C4 H4A 0.9500 . ? C5 C6 1.393(2) . ? C5 H5A 0.9500 . ? C6 C7 1.523(3) . ? C7 O1 1.387(2) . ? C7 C10 1.549(3) . ? C7 C8 1.578(3) . ? C8 F1 1.354(2) . ? C8 F2 1.354(2) . ? C8 C9 1.549(3) . ? C9 F4 1.324(3) . ? C9 F3 1.325(3) . ? C9 F5 1.338(3) . ? C10 F6 1.354(3) . ? C10 F7 1.355(2) . ? C10 C11 1.543(3) . ? C11 F8 1.312(3) . ? C11 F9 1.316(3) . ? C11 F10 1.330(2) . ? C12 C17 1.388(3) . ? C12 C13 1.403(3) . ? C12 P1 1.8810(19) . ? C13 C14 1.393(3) . ? C13 H13A 0.9500 . ? C14 C15 1.384(4) . ? C14 H14A 0.9500 . ? C15 C16 1.383(4) . ? C15 H15A 0.9500 . ? C16 C17 1.395(3) . ? C16 H16A 0.9500 . ? C17 C18 1.519(3) . ? C18 O2 1.413(2) . ? C18 C19 1.560(3) . ? C18 C21 1.569(3) . ? C19 F11 1.347(3) . ? C19 F12 1.358(2) . ? C19 C20 1.548(3) . ? C20 F13 1.317(3) . ? C20 F14 1.326(3) . ? C20 F15 1.326(3) . ? C21 F16 1.349(2) . ? C21 F17 1.352(2) . ? C21 C22 1.546(3) . ? C22 F19 1.324(3) . ? C22 F18 1.325(3) . ? C22 F20 1.336(3) . ? C23 C28 1.385(3) . ? C23 C24 1.402(3) . ? C23 P1 1.8125(18) . ? C24 C25 1.389(3) . ? C24 H24A 0.9500 . ? C25 C26 1.391(3) . ? C25 H25A 0.9500 . ? C26 O3 1.368(2) . ? C26 C27 1.388(3) . ? C27 C28 1.399(3) . ? C27 H27A 0.9500 . ? C28 H28A 0.9500 . ? C29 O3 1.429(3) . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? O1 P1 1.7742(14) . ? O2 P1 1.6654(13) . ? 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 C6 C1 C2 119.42(16) . . ? C6 C1 P1 113.74(13) . . ? C2 C1 P1 126.78(14) . . ? C3 C2 C1 119.39(18) . . ? C3 C2 H2A 120.3 . . ? C1 C2 H2A 120.3 . . ? C4 C3 C2 120.58(19) . . ? C4 C3 H3A 119.7 . . ? C2 C3 H3A 119.7 . . ? C3 C4 C5 120.68(18) . . ? C3 C4 H4A 119.7 . . ? C5 C4 H4A 119.7 . . ? C4 C5 C6 118.85(18) . . ? C4 C5 H5A 120.6 . . ? C6 C5 H5A 120.6 . . ? C5 C6 C1 121.04(18) . . ? C5 C6 C7 126.62(17) . . ? C1 C6 C7 112.21(15) . . ? O1 C7 C6 107.48(14) . . ? O1 C7 C10 107.35(15) . . ? C6 C7 C10 114.12(15) . . ? O1 C7 C8 109.86(14) . . ? C6 C7 C8 106.64(15) . . ? C10 C7 C8 111.29(15) . . ? F1 C8 F2 107.11(16) . . ? F1 C8 C9 105.26(16) . . ? F2 C8 C9 105.75(16) . . ? F1 C8 C7 106.11(15) . . ? F2 C8 C7 111.19(15) . . ? C9 C8 C7 120.62(17) . . ? F4 C9 F3 109.3(2) . . ? F4 C9 F5 108.24(19) . . ? F3 C9 F5 107.14(19) . . ? F4 C9 C8 111.81(17) . . ? F3 C9 C8 111.48(18) . . ? F5 C9 C8 108.7(2) . . ? F6 C10 F7 107.65(17) . . ? F6 C10 C11 104.51(17) . . ? F7 C10 C11 106.31(16) . . ? F6 C10 C7 109.71(15) . . ? F7 C10 C7 110.36(16) . . ? C11 C10 C7 117.74(17) . . ? F8 C11 F9 108.1(2) . . ? F8 C11 F10 108.1(2) . . ? F9 C11 F10 107.39(19) . . ? F8 C11 C10 112.66(19) . . ? F9 C11 C10 112.06(18) . . ? F10 C11 C10 108.30(18) . . ? C17 C12 C13 118.12(18) . . ? C17 C12 P1 112.86(14) . . ? C13 C12 P1 128.98(15) . . ? C14 C13 C12 119.5(2) . . ? C14 C13 H13A 120.2 . . ? C12 C13 H13A 120.2 . . ? C15 C14 C13 120.6(2) . . ? C15 C14 H14A 119.7 . . ? C13 C14 H14A 119.7 . . ? C16 C15 C14 121.2(2) . . ? C16 C15 H15A 119.4 . . ? C14 C15 H15A 119.4 . . ? C15 C16 C17 117.5(2) . . ? C15 C16 H16A 121.2 . . ? C17 C16 H16A 121.2 . . ? C12 C17 C16 122.92(19) . . ? C12 C17 C18 110.89(16) . . ? C16 C17 C18 126.13(18) . . ? O2 C18 C17 107.97(14) . . ? O2 C18 C19 106.63(14) . . ? C17 C18 C19 114.85(16) . . ? O2 C18 C21 106.11(14) . . ? C17 C18 C21 108.74(15) . . ? C19 C18 C21 112.08(15) . . ? F11 C19 F12 107.32(18) . . ? F11 C19 C20 107.40(17) . . ? F12 C19 C20 105.66(17) . . ? F11 C19 C18 109.74(16) . . ? F12 C19 C18 110.32(15) . . ? C20 C19 C18 116.00(18) . . ? F13 C20 F14 108.8(2) . . ? F13 C20 F15 108.00(19) . . ? F14 C20 F15 107.67(18) . . ? F13 C20 C19 110.65(17) . . ? F14 C20 C19 112.22(17) . . ? F15 C20 C19 109.4(2) . . ? F16 C21 F17 107.17(15) . . ? F16 C21 C22 105.24(17) . . ? F17 C21 C22 106.50(16) . . ? F16 C21 C18 107.04(15) . . ? F17 C21 C18 110.47(16) . . ? C22 C21 C18 119.72(16) . . ? F19 C22 F18 109.3(2) . . ? F19 C22 F20 107.7(2) . . ? F18 C22 F20 107.45(18) . . ? F19 C22 C21 111.89(16) . . ? F18 C22 C21 111.8(2) . . ? F20 C22 C21 108.59(18) . . ? C28 C23 C24 118.76(17) . . ? C28 C23 P1 119.84(14) . . ? C24 C23 P1 121.39(14) . . ? C25 C24 C23 120.45(18) . . ? C25 C24 H24A 119.8 . . ? C23 C24 H24A 119.8 . . ? C24 C25 C26 120.16(18) . . ? C24 C25 H25A 119.9 . . ? C26 C25 H25A 119.9 . . ? O3 C26 C27 124.11(18) . . ? O3 C26 C25 115.96(18) . . ? C27 C26 C25 119.93(17) . . ? C26 C27 C28 119.60(18) . . ? C26 C27 H27A 120.2 . . ? C28 C27 H27A 120.2 . . ? C23 C28 C27 121.02(17) . . ? C23 C28 H28A 119.5 . . ? C27 C28 H28A 119.5 . . ? O3 C29 H29A 109.5 . . ? O3 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? O3 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C7 O1 P1 118.21(11) . . ? C18 O2 P1 120.89(11) . . ? C26 O3 C29 117.03(17) . . ? O2 P1 O1 82.34(6) . . ? O2 P1 C23 117.75(7) . . ? O1 P1 C23 89.20(7) . . ? O2 P1 C1 123.63(7) . . ? O1 P1 C1 86.95(7) . . ? C23 P1 C1 117.24(8) . . ? O2 P1 C12 87.25(8) . . ? O1 P1 C12 169.59(8) . . ? C23 P1 C12 95.43(8) . . ? C1 P1 C12 99.12(8) . . ? 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 C6 C1 C2 C3 2.4(3) . . . . ? P1 C1 C2 C3 179.34(15) . . . . ? C1 C2 C3 C4 -1.0(3) . . . . ? C2 C3 C4 C5 -0.8(3) . . . . ? C3 C4 C5 C6 1.3(3) . . . . ? C4 C5 C6 C1 0.0(3) . . . . ? C4 C5 C6 C7 -175.55(18) . . . . ? C2 C1 C6 C5 -1.9(3) . . . . ? P1 C1 C6 C5 -179.24(15) . . . . ? C2 C1 C6 C7 174.28(16) . . . . ? P1 C1 C6 C7 -3.06(19) . . . . ? C5 C6 C7 O1 -174.18(17) . . . . ? C1 C6 C7 O1 9.9(2) . . . . ? C5 C6 C7 C10 -55.3(2) . . . . ? C1 C6 C7 C10 128.83(17) . . . . ? C5 C6 C7 C8 68.1(2) . . . . ? C1 C6 C7 C8 -107.86(17) . . . . ? O1 C7 C8 F1 -60.97(19) . . . . ? C6 C7 C8 F1 55.22(18) . . . . ? C10 C7 C8 F1 -179.73(15) . . . . ? O1 C7 C8 F2 -177.09(15) . . . . ? C6 C7 C8 F2 -60.91(19) . . . . ? C10 C7 C8 F2 64.1(2) . . . . ? O1 C7 C8 C9 58.3(2) . . . . ? C6 C7 C8 C9 174.51(16) . . . . ? C10 C7 C8 C9 -60.4(2) . . . . ? F1 C8 C9 F4 75.5(2) . . . . ? F2 C8 C9 F4 -171.32(18) . . . . ? C7 C8 C9 F4 -44.2(3) . . . . ? F1 C8 C9 F3 -161.83(17) . . . . ? F2 C8 C9 F3 -48.6(2) . . . . ? C7 C8 C9 F3 78.5(2) . . . . ? F1 C8 C9 F5 -43.9(2) . . . . ? F2 C8 C9 F5 69.2(2) . . . . ? C7 C8 C9 F5 -163.66(17) . . . . ? O1 C7 C10 F6 -57.0(2) . . . . ? C6 C7 C10 F6 -175.98(15) . . . . ? C8 C7 C10 F6 63.3(2) . . . . ? O1 C7 C10 F7 -175.45(16) . . . . ? C6 C7 C10 F7 65.6(2) . . . . ? C8 C7 C10 F7 -55.2(2) . . . . ? O1 C7 C10 C11 62.3(2) . . . . ? C6 C7 C10 C11 -56.7(2) . . . . ? C8 C7 C10 C11 -177.44(17) . . . . ? F6 C10 C11 F8 176.32(19) . . . . ? F7 C10 C11 F8 -70.0(2) . . . . ? C7 C10 C11 F8 54.3(3) . . . . ? F6 C10 C11 F9 54.1(2) . . . . ? F7 C10 C11 F9 167.85(19) . . . . ? C7 C10 C11 F9 -67.9(3) . . . . ? F6 C10 C11 F10 -64.1(2) . . . . ? F7 C10 C11 F10 49.6(2) . . . . ? C7 C10 C11 F10 173.87(18) . . . . ? C17 C12 C13 C14 3.4(3) . . . . ? P1 C12 C13 C14 -179.04(16) . . . . ? C12 C13 C14 C15 -1.0(3) . . . . ? C13 C14 C15 C16 -1.8(4) . . . . ? C14 C15 C16 C17 2.0(3) . . . . ? C13 C12 C17 C16 -3.3(3) . . . . ? P1 C12 C17 C16 178.83(15) . . . . ? C13 C12 C17 C18 174.15(16) . . . . ? P1 C12 C17 C18 -3.77(19) . . . . ? C15 C16 C17 C12 0.6(3) . . . . ? C15 C16 C17 C18 -176.44(19) . . . . ? C12 C17 C18 O2 2.8(2) . . . . ? C16 C17 C18 O2 -179.88(17) . . . . ? C12 C17 C18 C19 121.62(17) . . . . ? C16 C17 C18 C19 -61.1(2) . . . . ? C12 C17 C18 C21 -111.90(17) . . . . ? C16 C17 C18 C21 65.4(2) . . . . ? O2 C18 C19 F11 -39.0(2) . . . . ? C17 C18 C19 F11 -158.50(15) . . . . ? C21 C18 C19 F11 76.75(19) . . . . ? O2 C18 C19 F12 -157.00(17) . . . . ? C17 C18 C19 F12 83.4(2) . . . . ? C21 C18 C19 F12 -41.3(2) . . . . ? O2 C18 C19 C20 82.9(2) . . . . ? C17 C18 C19 C20 -36.6(2) . . . . ? C21 C18 C19 C20 -161.35(17) . . . . ? F11 C19 C20 F13 -157.49(19) . . . . ? F12 C19 C20 F13 -43.2(3) . . . . ? C18 C19 C20 F13 79.4(2) . . . . ? F11 C19 C20 F14 80.8(2) . . . . ? F12 C19 C20 F14 -164.91(19) . . . . ? C18 C19 C20 F14 -42.4(3) . . . . ? F11 C19 C20 F15 -38.6(2) . . . . ? F12 C19 C20 F15 75.7(2) . . . . ? C18 C19 C20 F15 -161.78(17) . . . . ? O2 C18 C21 F16 -62.07(18) . . . . ? C17 C18 C21 F16 53.86(19) . . . . ? C19 C18 C21 F16 -178.08(15) . . . . ? O2 C18 C21 F17 -178.43(15) . . . . ? C17 C18 C21 F17 -62.5(2) . . . . ? C19 C18 C21 F17 65.6(2) . . . . ? O2 C18 C21 C22 57.4(2) . . . . ? C17 C18 C21 C22 173.29(17) . . . . ? C19 C18 C21 C22 -58.6(2) . . . . ? F16 C21 C22 F19 66.7(2) . . . . ? F17 C21 C22 F19 -179.76(18) . . . . ? C18 C21 C22 F19 -53.7(3) . . . . ? F16 C21 C22 F18 -170.37(16) . . . . ? F17 C21 C22 F18 -56.8(2) . . . . ? C18 C21 C22 F18 69.3(2) . . . . ? F16 C21 C22 F20 -52.0(2) . . . . ? F17 C21 C22 F20 61.6(2) . . . . ? C18 C21 C22 F20 -172.35(17) . . . . ? C28 C23 C24 C25 0.9(3) . . . . ? P1 C23 C24 C25 -177.97(16) . . . . ? C23 C24 C25 C26 1.6(3) . . . . ? C24 C25 C26 O3 177.29(19) . . . . ? C24 C25 C26 C27 -2.7(3) . . . . ? O3 C26 C27 C28 -178.70(19) . . . . ? C25 C26 C27 C28 1.3(3) . . . . ? C24 C23 C28 C27 -2.3(3) . . . . ? P1 C23 C28 C27 176.57(15) . . . . ? C26 C27 C28 C23 1.2(3) . . . . ? C6 C7 O1 P1 -13.30(17) . . . . ? C10 C7 O1 P1 -136.49(13) . . . . ? C8 C7 O1 P1 102.35(15) . . . . ? C17 C18 O2 P1 -0.56(18) . . . . ? C19 C18 O2 P1 -124.47(14) . . . . ? C21 C18 O2 P1 115.89(14) . . . . ? C27 C26 O3 C29 2.4(3) . . . . ? C25 C26 O3 C29 -177.66(19) . . . . ? C18 O2 P1 O1 179.02(13) . . . . ? C18 O2 P1 C23 -95.95(14) . . . . ? C18 O2 P1 C1 97.87(14) . . . . ? C18 O2 P1 C12 -1.26(13) . . . . ? C7 O1 P1 O2 -114.36(13) . . . . ? C7 O1 P1 C23 127.49(13) . . . . ? C7 O1 P1 C1 10.16(13) . . . . ? C7 O1 P1 C12 -115.9(4) . . . . ? C28 C23 P1 O2 -11.83(18) . . . . ? C24 C23 P1 O2 167.01(14) . . . . ? C28 C23 P1 O1 69.08(16) . . . . ? C24 C23 P1 O1 -112.08(16) . . . . ? C28 C23 P1 C1 155.23(15) . . . . ? C24 C23 P1 C1 -25.92(19) . . . . ? C28 C23 P1 C12 -101.58(16) . . . . ? C24 C23 P1 C12 77.26(17) . . . . ? C6 C1 P1 O2 75.31(15) . . . . ? C2 C1 P1 O2 -101.80(18) . . . . ? C6 C1 P1 O1 -3.40(13) . . . . ? C2 C1 P1 O1 179.49(17) . . . . ? C6 C1 P1 C23 -90.92(15) . . . . ? C2 C1 P1 C23 91.97(18) . . . . ? C6 C1 P1 C12 168.09(14) . . . . ? C2 C1 P1 C12 -9.01(18) . . . . ? C17 C12 P1 O2 2.95(13) . . . . ? C13 C12 P1 O2 -174.69(18) . . . . ? C17 C12 P1 O1 4.5(5) . . . . ? C13 C12 P1 O1 -173.2(3) . . . . ? C17 C12 P1 C23 120.58(14) . . . . ? C13 C12 P1 C23 -57.06(18) . . . . ? C17 C12 P1 C1 -120.68(14) . . . . ? C13 C12 P1 C1 61.68(19) . . . . ? _diffrn_measured_fraction_theta_max 0.912 _diffrn_reflns_theta_full 27.94 _diffrn_measured_fraction_theta_full 0.912 _refine_diff_density_max 0.574 _refine_diff_density_min -0.743 _refine_diff_density_rms 0.176 data_compound12e _database_code_depnum_ccdc_archive 'CCDC 672355' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point 113 _chemical_formula_moiety ? _chemical_formula_sum 'C32 H20.50 F20 N0.50 O2 P' _chemical_formula_weight 854.96 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' 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 '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 11.11300(10) _cell_length_b 15.5850(3) _cell_length_c 19.1520(4) _cell_angle_alpha 97.5780(10) _cell_angle_beta 97.1530(10) _cell_angle_gamma 95.4110(10) _cell_volume 3241.75(10) _cell_formula_units_Z 4 _cell_measurement_temperature 200 _cell_measurement_reflns_used ? _cell_measurement_theta_min 1.1 _cell_measurement_theta_max 28.0 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.40 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.752 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1708 _exptl_absorpt_coefficient_mu 0.234 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 200 _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 'MacScience DIP2030 Imaging Plate' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.00 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13990 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0649 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.08 _diffrn_reflns_theta_max 28.00 _reflns_number_total 13990 _reflns_number_gt 12895 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'HKL(Otwinowski, 1997)' _computing_cell_refinement 'HKL(Otwinowski, 1997)' _computing_data_reduction 'HKL(Otwinowski, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1244P)^2^+5.7201P] 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 13990 _refine_ls_number_parameters 1007 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0778 _refine_ls_R_factor_gt 0.0705 _refine_ls_wR_factor_ref 0.2089 _refine_ls_wR_factor_gt 0.2019 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.036 _refine_ls_shift/su_max 0.009 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.3398(2) 0.22136(18) 0.25593(13) 0.0225(5) Uani 1 1 d . . . C2 C 0.3696(3) 0.1772(2) 0.19296(14) 0.0287(6) Uani 1 1 d . . . H2A H 0.3307 0.1204 0.1744 0.034 Uiso 1 1 calc R . . C3 C 0.4568(3) 0.2174(2) 0.15787(15) 0.0357(7) Uani 1 1 d . . . H3A H 0.4790 0.1873 0.1158 0.043 Uiso 1 1 calc R . . C4 C 0.5115(3) 0.3008(2) 0.18400(17) 0.0364(7) Uani 1 1 d . . . H4A H 0.5689 0.3281 0.1587 0.044 Uiso 1 1 calc R . . C5 C 0.4838(3) 0.3454(2) 0.24660(16) 0.0324(6) Uani 1 1 d . . . H5A H 0.5228 0.4022 0.2649 0.039 Uiso 1 1 calc R . . C6 C 0.3974(2) 0.30465(19) 0.28198(14) 0.0243(5) Uani 1 1 d . . . C7 C 0.3584(3) 0.34070(18) 0.35249(14) 0.0242(5) Uani 1 1 d . . . C8 C 0.3215(3) 0.4344(2) 0.35608(18) 0.0365(7) Uani 1 1 d . . . C9 C 0.2111(4) 0.4519(2) 0.3081(2) 0.0471(9) Uani 1 1 d . . . C10 C 0.4688(3) 0.3353(2) 0.41163(16) 0.0339(7) Uani 1 1 d . . . C11 C 0.4543(4) 0.3440(3) 0.49120(19) 0.0499(9) Uani 1 1 d . . . C12 C 0.1451(3) 0.08716(17) 0.23994(13) 0.0227(5) Uani 1 1 d . . . C13 C 0.1870(3) 0.0056(2) 0.22374(17) 0.0332(6) Uani 1 1 d . . . H13A H 0.2623 -0.0060 0.2479 0.040 Uiso 1 1 calc R . . C14 C 0.1192(4) -0.0580(2) 0.17277(19) 0.0413(8) Uani 1 1 d . . . H14A H 0.1487 -0.1128 0.1623 0.050 Uiso 1 1 calc R . . C15 C 0.0090(4) -0.0426(2) 0.13688(19) 0.0437(8) Uani 1 1 d . . . H15A H -0.0357 -0.0862 0.1013 0.052 Uiso 1 1 calc R . . C16 C -0.0358(3) 0.0363(2) 0.15300(17) 0.0368(7) Uani 1 1 d . . . H16A H -0.1120 0.0473 0.1295 0.044 Uiso 1 1 calc R . . C17 C 0.0332(3) 0.09956(18) 0.20446(14) 0.0251(5) Uani 1 1 d . . . C18 C -0.0067(2) 0.18639(18) 0.23254(14) 0.0236(5) Uani 1 1 d . . . C19 C -0.0376(3) 0.2452(2) 0.17490(16) 0.0325(6) Uani 1 1 d . . . C20 C 0.0480(3) 0.2529(2) 0.11766(17) 0.0387(7) Uani 1 1 d . . . C21 C -0.1188(3) 0.1686(2) 0.27310(16) 0.0307(6) Uani 1 1 d . . . C22 C -0.1804(3) 0.2450(3) 0.30890(19) 0.0403(7) Uani 1 1 d . . . C23 C 0.2366(2) 0.12776(16) 0.38246(13) 0.0203(5) Uani 1 1 d . . . C24 C 0.3238(3) 0.06773(18) 0.38790(14) 0.0249(5) Uani 1 1 d . . . C25 C 0.3228(3) 0.01539(19) 0.44160(15) 0.0305(6) Uani 1 1 d . . . H25A H 0.3806 -0.0256 0.4446 0.037 Uiso 1 1 calc R . . C26 C 0.2414(3) 0.0206(2) 0.49060(15) 0.0315(6) Uani 1 1 d . . . C27 C 0.1639(3) 0.08463(19) 0.48796(14) 0.0288(6) Uani 1 1 d . . . H27A H 0.1095 0.0909 0.5224 0.035 Uiso 1 1 calc R . . C28 C 0.1622(2) 0.14052(17) 0.43659(13) 0.0221(5) Uani 1 1 d . . . C29 C 0.4273(3) 0.0606(2) 0.34411(18) 0.0366(7) Uani 1 1 d . . . H29A H 0.5027 0.0912 0.3719 0.055 Uiso 1 1 calc R . . H29B H 0.4086 0.0869 0.3009 0.055 Uiso 1 1 calc R . . H29C H 0.4378 -0.0009 0.3311 0.055 Uiso 1 1 calc R . . C30 C 0.2398(4) -0.0399(3) 0.5464(2) 0.0497(9) Uani 1 1 d . . . H30A H 0.2617 -0.0967 0.5269 0.075 Uiso 1 1 calc R . . H30B H 0.1579 -0.0471 0.5603 0.075 Uiso 1 1 calc R . . H30C H 0.2988 -0.0149 0.5882 0.075 Uiso 1 1 calc R . . C31 C 0.0852(3) 0.2145(2) 0.44811(15) 0.0294(6) Uani 1 1 d . . . H31A H 0.0056 0.1921 0.4594 0.044 Uiso 1 1 calc R . . H31B H 0.0736 0.2417 0.4048 0.044 Uiso 1 1 calc R . . H31C H 0.1264 0.2579 0.4877 0.044 Uiso 1 1 calc R . . P1 P 0.21672(6) 0.18644(4) 0.30447(3) 0.01737(14) Uani 1 1 d . . . O1 O 0.26006(17) 0.28526(12) 0.36393(9) 0.0217(4) Uani 1 1 d . . . O2 O 0.08968(16) 0.23157(11) 0.28368(9) 0.0196(3) Uani 1 1 d . . . F1 F 0.4158(2) 0.49096(13) 0.34802(14) 0.0506(6) Uani 1 1 d . . . F2 F 0.2961(3) 0.46222(18) 0.42405(13) 0.0668(7) Uani 1 1 d . . . F3 F 0.1082(2) 0.41830(15) 0.33044(17) 0.0622(7) Uani 1 1 d . . . F4 F 0.2170(3) 0.41959(18) 0.24310(15) 0.0662(7) Uani 1 1 d . . . F5 F 0.2062(3) 0.53775(16) 0.31269(18) 0.0705(8) Uani 1 1 d . . . F6 F 0.5647(2) 0.3917(2) 0.40560(14) 0.0667(8) Uani 1 1 d . . . F7 F 0.5016(2) 0.25278(17) 0.39864(12) 0.0533(6) Uani 1 1 d . . . F8 F 0.3718(3) 0.2884(3) 0.50379(15) 0.1149(18) Uani 1 1 d . . . F9 F 0.4367(6) 0.4236(3) 0.51701(19) 0.133(2) Uani 1 1 d . . . F10 F 0.5586(3) 0.3316(2) 0.52741(14) 0.0771(9) Uani 1 1 d . . . F11 F -0.0435(2) 0.32695(13) 0.20658(11) 0.0428(5) Uani 1 1 d . . . F12 F -0.14934(19) 0.21480(17) 0.13789(11) 0.0488(5) Uani 1 1 d . . . F13 F 0.0371(3) 0.18007(18) 0.07231(13) 0.0639(7) Uani 1 1 d . . . F14 F 0.1630(2) 0.27184(18) 0.14649(12) 0.0526(6) Uani 1 1 d . . . F15 F 0.0173(2) 0.31529(17) 0.08076(12) 0.0551(6) Uani 1 1 d . . . F16 F -0.08027(17) 0.12337(12) 0.32571(10) 0.0338(4) Uani 1 1 d . . . F17 F -0.20986(18) 0.11612(16) 0.23010(12) 0.0480(5) Uani 1 1 d . . . F18 F -0.2468(2) 0.2805(2) 0.26065(14) 0.0651(8) Uani 1 1 d . . . F19 F -0.10073(19) 0.30644(14) 0.34726(12) 0.0439(5) Uani 1 1 d . . . F20 F -0.2542(3) 0.21353(19) 0.35099(16) 0.0657(7) Uani 1 1 d . . . C32 C -0.4416(2) -0.22558(16) 0.25863(13) 0.0193(5) Uani 1 1 d . . . C33 C -0.4103(3) -0.18437(17) 0.32899(13) 0.0241(5) Uani 1 1 d . . . H33A H -0.3289 -0.1593 0.3459 0.029 Uiso 1 1 calc R . . C34 C -0.4991(3) -0.1804(2) 0.37379(15) 0.0320(6) Uani 1 1 d . . . H34A H -0.4789 -0.1515 0.4213 0.038 Uiso 1 1 calc R . . C35 C -0.6170(3) -0.2184(2) 0.34976(18) 0.0395(7) Uani 1 1 d . . . H35A H -0.6772 -0.2150 0.3809 0.047 Uiso 1 1 calc R . . C36 C -0.6485(3) -0.2615(2) 0.28087(18) 0.0354(7) Uani 1 1 d . . . H36A H -0.7293 -0.2884 0.2649 0.043 Uiso 1 1 calc R . . C37 C -0.5603(2) -0.26467(16) 0.23553(14) 0.0223(5) Uani 1 1 d . . . C38 C -0.5753(2) -0.31167(16) 0.15902(14) 0.0212(5) Uani 1 1 d . . . C39 C -0.6162(3) -0.41053(18) 0.15878(16) 0.0283(6) Uani 1 1 d . . . C40 C -0.5708(4) -0.4757(2) 0.1015(2) 0.0420(8) Uani 1 1 d . . . C41 C -0.6697(3) -0.26532(18) 0.11353(17) 0.0292(6) Uani 1 1 d . . . C42 C -0.7045(4) -0.2913(2) 0.0331(2) 0.0474(9) Uani 1 1 d . . . C43 C -0.1913(2) -0.19063(16) 0.24983(12) 0.0192(5) Uani 1 1 d . . . C44 C -0.1491(3) -0.10389(17) 0.27715(14) 0.0254(5) Uani 1 1 d . . . H44A H -0.1953 -0.0587 0.2643 0.030 Uiso 1 1 calc R . . C45 C -0.0402(3) -0.0833(2) 0.32297(16) 0.0310(6) Uani 1 1 d . . . H45A H -0.0130 -0.0241 0.3416 0.037 Uiso 1 1 calc R . . C46 C 0.0295(3) -0.1483(2) 0.34182(17) 0.0350(7) Uani 1 1 d . . . H46A H 0.1028 -0.1338 0.3743 0.042 Uiso 1 1 calc R . . C47 C -0.0082(3) -0.2345(2) 0.31306(16) 0.0314(6) Uani 1 1 d . . . H47A H 0.0396 -0.2795 0.3246 0.038 Uiso 1 1 calc R . . C48 C -0.1178(2) -0.25390(17) 0.26685(14) 0.0228(5) Uani 1 1 d . . . C49 C -0.1658(2) -0.34168(17) 0.22425(14) 0.0238(5) Uani 1 1 d . . . C50 C -0.1836(3) -0.4171(2) 0.26817(18) 0.0367(7) Uani 1 1 d . . . C51 C -0.2499(3) -0.4022(2) 0.3331(2) 0.0419(8) Uani 1 1 d . . . C52 C -0.0727(3) -0.3622(2) 0.16868(19) 0.0375(7) Uani 1 1 d . . . C53 C -0.0987(4) -0.4468(3) 0.1139(2) 0.0505(10) Uani 1 1 d . . . C54 C -0.3356(2) -0.16103(15) 0.12730(12) 0.0185(5) Uani 1 1 d . . . C55 C -0.3031(3) -0.18707(17) 0.05964(13) 0.0234(5) Uani 1 1 d . . . C56 C -0.2908(3) -0.12503(19) 0.01356(14) 0.0279(6) Uani 1 1 d . . . H56A H -0.2638 -0.1419 -0.0309 0.034 Uiso 1 1 calc R . . C57 C -0.3164(3) -0.04050(19) 0.03011(15) 0.0294(6) Uani 1 1 d . . . C58 C -0.3576(3) -0.01792(17) 0.09471(14) 0.0254(5) Uani 1 1 d . . . H58A H -0.3798 0.0392 0.1059 0.030 Uiso 1 1 calc R . . C59 C -0.3679(2) -0.07558(16) 0.14399(13) 0.0195(5) Uani 1 1 d . . . C60 C -0.2878(4) -0.2796(2) 0.02930(16) 0.0374(7) Uani 1 1 d . . . H60A H -0.3356 -0.2946 -0.0181 0.056 Uiso 1 1 calc R . . H60B H -0.3164 -0.3197 0.0606 0.056 Uiso 1 1 calc R . . H60C H -0.2014 -0.2844 0.0257 0.056 Uiso 1 1 calc R . . C61 C -0.3017(4) 0.0252(3) -0.0204(2) 0.0500(10) Uani 1 1 d . . . H61A H -0.2512 0.0039 -0.0560 0.075 Uiso 1 1 calc R . . H61B H -0.2621 0.0808 0.0063 0.075 Uiso 1 1 calc R . . H61C H -0.3821 0.0336 -0.0442 0.075 Uiso 1 1 calc R . . C62 C -0.4241(3) -0.04201(17) 0.20864(15) 0.0251(5) Uani 1 1 d . . . H62A H -0.4307 0.0204 0.2097 0.038 Uiso 1 1 calc R . . H62B H -0.3725 -0.0514 0.2517 0.038 Uiso 1 1 calc R . . H62C H -0.5056 -0.0733 0.2065 0.038 Uiso 1 1 calc R . . P2 P -0.33870(6) -0.23890(4) 0.19229(3) 0.01570(14) Uani 1 1 d . . . O3 O -0.46389(17) -0.30150(12) 0.13461(9) 0.0211(4) Uani 1 1 d . . . O4 O -0.27933(16) -0.33382(11) 0.18466(9) 0.0196(3) Uani 1 1 d . . . F21 F -0.73977(18) -0.42630(13) 0.15147(14) 0.0459(5) Uani 1 1 d . . . F22 F -0.5715(2) -0.43395(13) 0.22099(11) 0.0459(5) Uani 1 1 d . . . F23 F -0.4564(2) -0.48743(15) 0.12086(15) 0.0557(6) Uani 1 1 d . . . F24 F -0.5798(3) -0.45079(17) 0.03929(12) 0.0604(7) Uani 1 1 d . . . F25 F -0.6379(3) -0.55297(15) 0.09827(18) 0.0719(9) Uani 1 1 d . . . F26 F -0.62303(18) -0.18038(11) 0.12139(11) 0.0376(4) Uani 1 1 d . . . F27 F -0.77659(18) -0.26538(14) 0.14088(13) 0.0459(5) Uani 1 1 d . . . F28 F -0.7711(2) -0.36926(15) 0.01823(13) 0.0571(6) Uani 1 1 d . . . F29 F -0.6109(3) -0.2913(2) -0.00079(12) 0.0694(8) Uani 1 1 d . . . F30 F -0.7766(3) -0.23530(17) 0.00892(16) 0.0725(9) Uani 1 1 d . . . F31 F -0.0718(2) -0.43893(17) 0.29360(15) 0.0567(6) Uani 1 1 d . . . F32 F -0.2464(2) -0.48752(13) 0.22658(13) 0.0519(6) Uani 1 1 d . . . F33 F -0.3599(3) -0.3829(2) 0.31565(14) 0.0641(7) Uani 1 1 d . . . F34 F -0.1925(3) -0.3395(2) 0.38144(14) 0.0859(11) Uani 1 1 d . . . F35 F -0.2559(3) -0.47518(18) 0.36343(16) 0.0688(8) Uani 1 1 d . . . F36 F 0.0394(2) -0.36333(17) 0.20345(14) 0.0540(6) Uani 1 1 d . . . F37 F -0.0678(2) -0.29542(14) 0.13157(11) 0.0439(5) Uani 1 1 d . . . F38 F -0.2123(2) -0.46011(14) 0.08261(12) 0.0502(6) Uani 1 1 d . . . F39 F -0.0711(3) -0.51471(18) 0.14326(17) 0.0789(9) Uani 1 1 d . . . F40 F -0.0262(3) -0.4394(2) 0.06417(17) 0.0831(10) Uani 1 1 d . . . C63 C 0.9012(13) 0.4139(7) 0.5068(6) 0.153(4) Uani 1 1 d . . . H63A H 0.9557 0.4472 0.5475 0.229 Uiso 1 1 calc R . . H63B H 0.8328 0.4467 0.4941 0.229 Uiso 1 1 calc R . . H63C H 0.9464 0.4037 0.4663 0.229 Uiso 1 1 calc R . . C64 C 0.8556(7) 0.3321(6) 0.5252(4) 0.093(2) Uani 1 1 d . . . N1 N 0.8238(7) 0.2657(6) 0.5393(4) 0.114(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 C1 0.0159(12) 0.0332(14) 0.0189(11) 0.0066(9) 0.0005(9) 0.0042(9) C2 0.0228(14) 0.0431(16) 0.0213(12) 0.0048(11) 0.0050(10) 0.0063(11) C3 0.0272(16) 0.060(2) 0.0225(13) 0.0093(12) 0.0068(11) 0.0088(13) C4 0.0222(15) 0.060(2) 0.0321(14) 0.0197(14) 0.0094(12) 0.0031(13) C5 0.0243(15) 0.0414(16) 0.0326(14) 0.0130(12) 0.0045(11) -0.0028(11) C6 0.0164(12) 0.0343(14) 0.0223(11) 0.0100(10) -0.0001(9) -0.0005(9) C7 0.0212(13) 0.0272(13) 0.0231(12) 0.0073(9) -0.0009(10) -0.0032(9) C8 0.0387(18) 0.0270(15) 0.0440(17) 0.0087(12) 0.0072(14) -0.0012(12) C9 0.049(2) 0.0345(18) 0.057(2) 0.0108(15) -0.0001(17) 0.0052(14) C10 0.0256(15) 0.0421(17) 0.0305(14) 0.0092(12) -0.0058(12) -0.0070(12) C11 0.053(2) 0.061(2) 0.0297(16) 0.0067(15) -0.0128(15) -0.0027(17) C12 0.0230(13) 0.0231(12) 0.0213(11) 0.0022(9) 0.0029(9) 0.0008(9) C13 0.0367(17) 0.0279(14) 0.0347(15) -0.0005(11) 0.0064(12) 0.0074(11) C14 0.053(2) 0.0270(15) 0.0413(17) -0.0073(12) 0.0120(15) 0.0022(13) C15 0.044(2) 0.0403(18) 0.0389(17) -0.0127(14) 0.0073(15) -0.0125(14) C16 0.0300(16) 0.0428(18) 0.0309(14) -0.0049(12) -0.0019(12) -0.0076(12) C17 0.0220(13) 0.0294(13) 0.0223(11) 0.0019(10) 0.0015(10) -0.0015(10) C18 0.0168(12) 0.0308(13) 0.0216(11) 0.0032(9) -0.0018(9) 0.0009(9) C19 0.0248(15) 0.0462(17) 0.0273(13) 0.0111(12) -0.0035(11) 0.0088(12) C20 0.0374(18) 0.053(2) 0.0287(14) 0.0166(13) 0.0028(13) 0.0088(14) C21 0.0181(14) 0.0412(16) 0.0312(14) 0.0054(11) 0.0004(11) -0.0010(11) C22 0.0237(16) 0.057(2) 0.0432(17) 0.0095(15) 0.0068(13) 0.0149(13) C23 0.0203(12) 0.0218(11) 0.0190(10) 0.0043(8) 0.0013(9) 0.0026(9) C24 0.0243(13) 0.0271(13) 0.0241(12) 0.0046(9) 0.0013(10) 0.0079(10) C25 0.0363(16) 0.0271(14) 0.0288(13) 0.0071(10) -0.0013(11) 0.0103(11) C26 0.0387(17) 0.0305(14) 0.0251(13) 0.0103(10) -0.0007(11) 0.0004(11) C27 0.0323(16) 0.0327(14) 0.0225(12) 0.0088(10) 0.0063(11) 0.0001(11) C28 0.0211(13) 0.0259(12) 0.0194(11) 0.0043(9) 0.0029(9) 0.0020(9) C29 0.0320(17) 0.0459(18) 0.0386(16) 0.0139(13) 0.0110(13) 0.0208(13) C30 0.065(3) 0.049(2) 0.0418(18) 0.0278(16) 0.0087(17) 0.0090(18) C31 0.0294(15) 0.0385(15) 0.0229(12) 0.0047(10) 0.0086(11) 0.0104(11) P1 0.0149(3) 0.0212(3) 0.0160(3) 0.0035(2) 0.0011(2) 0.0024(2) O1 0.0202(9) 0.0242(9) 0.0193(8) 0.0029(6) 0.0019(7) -0.0030(7) O2 0.0160(9) 0.0224(8) 0.0192(8) 0.0025(6) -0.0013(6) 0.0015(6) F1 0.0483(13) 0.0288(10) 0.0696(15) 0.0053(9) 0.0035(11) -0.0124(8) F2 0.096(2) 0.0584(15) 0.0437(13) -0.0034(11) 0.0066(13) 0.0182(14) F3 0.0374(12) 0.0409(12) 0.109(2) 0.0127(13) 0.0073(13) 0.0078(9) F4 0.078(2) 0.0623(16) 0.0581(15) 0.0041(12) 0.0028(13) 0.0240(14) F5 0.0758(19) 0.0350(12) 0.102(2) 0.0178(13) 0.0020(16) 0.0140(11) F6 0.0353(12) 0.097(2) 0.0615(14) 0.0420(14) -0.0193(11) -0.0332(12) F7 0.0483(13) 0.0646(15) 0.0456(12) 0.0061(10) -0.0098(10) 0.0234(11) F8 0.080(2) 0.212(4) 0.0375(13) 0.051(2) -0.0208(14) -0.073(3) F9 0.205(5) 0.122(3) 0.0576(19) -0.033(2) -0.032(3) 0.073(3) F10 0.0555(16) 0.124(3) 0.0443(13) 0.0294(15) -0.0254(12) -0.0089(15) F11 0.0506(13) 0.0424(11) 0.0409(10) 0.0157(8) 0.0038(9) 0.0233(9) F12 0.0269(10) 0.0823(16) 0.0349(10) 0.0149(10) -0.0118(8) 0.0068(9) F13 0.092(2) 0.0640(16) 0.0386(12) 0.0044(10) 0.0270(12) 0.0068(14) F14 0.0316(11) 0.0913(18) 0.0415(11) 0.0312(11) 0.0043(9) 0.0112(10) F15 0.0567(15) 0.0747(16) 0.0440(12) 0.0374(11) 0.0063(10) 0.0206(12) F16 0.0321(10) 0.0365(9) 0.0359(9) 0.0115(7) 0.0110(7) 0.0016(7) F17 0.0211(10) 0.0667(14) 0.0483(11) -0.0034(10) 0.0002(8) -0.0123(8) F18 0.0398(13) 0.101(2) 0.0605(14) 0.0152(14) -0.0008(11) 0.0424(13) F19 0.0375(11) 0.0447(11) 0.0497(11) -0.0011(9) 0.0056(9) 0.0179(8) F20 0.0466(16) 0.0817(19) 0.0784(18) 0.0139(14) 0.0402(13) 0.0122(12) C32 0.0205(12) 0.0196(11) 0.0192(11) 0.0051(8) 0.0047(9) 0.0044(8) C33 0.0285(14) 0.0252(12) 0.0194(11) 0.0027(9) 0.0058(10) 0.0045(10) C34 0.0398(18) 0.0349(15) 0.0239(12) 0.0035(11) 0.0116(12) 0.0087(12) C35 0.0370(19) 0.0495(19) 0.0365(16) 0.0062(13) 0.0207(14) 0.0072(14) C36 0.0241(15) 0.0424(17) 0.0412(16) 0.0059(13) 0.0125(13) 0.0004(12) C37 0.0224(13) 0.0213(12) 0.0252(12) 0.0066(9) 0.0053(10) 0.0050(9) C38 0.0191(12) 0.0180(11) 0.0261(12) 0.0058(9) 0.0004(9) 0.0004(8) C39 0.0257(14) 0.0224(13) 0.0357(14) 0.0085(10) -0.0006(11) -0.0023(10) C40 0.048(2) 0.0224(14) 0.0486(19) -0.0038(12) -0.0110(16) 0.0057(13) C41 0.0221(14) 0.0247(13) 0.0393(15) 0.0099(11) -0.0065(11) 0.0012(10) C42 0.057(2) 0.0374(18) 0.0407(18) 0.0094(14) -0.0203(17) 0.0017(15) C43 0.0190(12) 0.0211(11) 0.0176(10) 0.0037(8) 0.0031(9) 0.0003(8) C44 0.0268(14) 0.0224(12) 0.0250(12) 0.0029(9) 0.0007(10) -0.0024(9) C45 0.0294(15) 0.0291(14) 0.0303(13) 0.0003(11) -0.0014(11) -0.0061(11) C46 0.0256(15) 0.0381(16) 0.0355(15) 0.0024(12) -0.0078(12) -0.0054(11) C47 0.0229(14) 0.0351(15) 0.0339(14) 0.0058(11) -0.0048(11) 0.0027(11) C48 0.0206(13) 0.0239(12) 0.0231(11) 0.0037(9) 0.0008(10) 0.0010(9) C49 0.0214(13) 0.0217(12) 0.0274(12) 0.0037(9) -0.0011(10) 0.0041(9) C50 0.0390(18) 0.0282(15) 0.0416(16) 0.0112(12) -0.0055(14) 0.0031(12) C51 0.0393(19) 0.0453(19) 0.0432(18) 0.0204(15) 0.0014(15) 0.0012(14) C52 0.0262(16) 0.0418(17) 0.0427(17) -0.0053(13) 0.0009(13) 0.0160(12) C53 0.053(2) 0.046(2) 0.052(2) -0.0091(16) 0.0069(18) 0.0251(17) C54 0.0182(12) 0.0189(11) 0.0181(10) 0.0041(8) 0.0005(9) 0.0007(8) C55 0.0254(13) 0.0270(13) 0.0184(11) 0.0045(9) 0.0040(9) 0.0041(9) C56 0.0300(15) 0.0370(15) 0.0170(11) 0.0072(10) 0.0036(10) -0.0006(11) C57 0.0314(15) 0.0318(14) 0.0240(12) 0.0126(10) -0.0021(11) -0.0064(11) C58 0.0275(14) 0.0193(12) 0.0279(12) 0.0072(9) -0.0019(10) -0.0017(9) C59 0.0179(12) 0.0190(11) 0.0209(11) 0.0037(8) 0.0008(9) -0.0001(8) C60 0.057(2) 0.0354(16) 0.0236(13) 0.0031(11) 0.0154(13) 0.0153(14) C61 0.071(3) 0.044(2) 0.0357(17) 0.0231(15) 0.0043(17) -0.0074(17) C62 0.0268(14) 0.0203(12) 0.0285(12) 0.0015(9) 0.0066(10) 0.0040(9) P2 0.0168(3) 0.0155(3) 0.0147(3) 0.00236(19) 0.0021(2) 0.0012(2) O3 0.0186(9) 0.0227(9) 0.0203(8) 0.0010(6) 0.0003(7) 0.0003(6) O4 0.0179(9) 0.0187(8) 0.0214(8) 0.0023(6) -0.0003(7) 0.0031(6) F21 0.0273(10) 0.0340(10) 0.0757(15) 0.0092(9) 0.0080(10) -0.0039(7) F22 0.0705(15) 0.0284(9) 0.0376(10) 0.0150(8) -0.0060(10) 0.0035(9) F23 0.0433(13) 0.0424(12) 0.0765(16) -0.0082(11) -0.0019(11) 0.0166(9) F24 0.0788(19) 0.0610(15) 0.0399(12) -0.0075(10) 0.0073(11) 0.0222(13) F25 0.0630(17) 0.0264(11) 0.113(2) -0.0185(12) 0.0002(16) -0.0071(10) F26 0.0408(11) 0.0210(8) 0.0477(10) 0.0102(7) -0.0107(8) 0.0023(7) F27 0.0235(10) 0.0460(12) 0.0698(14) 0.0165(10) 0.0012(9) 0.0079(8) F28 0.0597(15) 0.0406(12) 0.0587(14) -0.0004(10) -0.0241(12) -0.0035(10) F29 0.075(2) 0.097(2) 0.0317(11) 0.0142(12) -0.0040(12) -0.0022(15) F30 0.0792(18) 0.0548(15) 0.0727(17) 0.0263(12) -0.0456(15) 0.0026(12) F31 0.0408(13) 0.0650(15) 0.0720(16) 0.0342(12) 0.0013(11) 0.0202(10) F32 0.0706(16) 0.0252(9) 0.0557(13) 0.0082(8) -0.0037(11) -0.0029(9) F33 0.0603(17) 0.090(2) 0.0591(14) 0.0396(14) 0.0218(12) 0.0365(14) F34 0.110(3) 0.097(2) 0.0381(13) -0.0053(13) 0.0201(14) -0.0429(19) F35 0.0764(19) 0.0651(17) 0.0799(18) 0.0498(15) 0.0242(15) 0.0129(13) F36 0.0247(11) 0.0730(16) 0.0630(14) -0.0023(12) 0.0050(10) 0.0174(10) F37 0.0439(12) 0.0481(12) 0.0414(10) 0.0023(8) 0.0212(9) -0.0002(9) F38 0.0527(13) 0.0391(11) 0.0517(12) -0.0165(9) -0.0004(10) 0.0114(9) F39 0.105(2) 0.0463(14) 0.085(2) -0.0043(13) 0.0004(17) 0.0464(15) F40 0.075(2) 0.098(2) 0.0756(19) -0.0249(17) 0.0397(16) 0.0205(17) C63 0.226(14) 0.115(7) 0.134(8) 0.016(6) 0.078(9) 0.034(8) C64 0.090(5) 0.133(7) 0.071(4) 0.026(4) 0.031(3) 0.047(5) N1 0.096(5) 0.167(7) 0.108(5) 0.064(5) 0.046(4) 0.058(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C6 1.391(4) . ? C1 C2 1.400(4) . ? C1 P1 1.828(3) . ? C2 C3 1.394(4) . ? C2 H2A 0.9500 . ? C3 C4 1.384(5) . ? C3 H3A 0.9500 . ? C4 C5 1.388(5) . ? C4 H4A 0.9500 . ? C5 C6 1.395(4) . ? C5 H5A 0.9500 . ? C6 C7 1.523(4) . ? C7 O1 1.386(3) . ? C7 C8 1.549(4) . ? C7 C10 1.579(4) . ? C8 F1 1.342(4) . ? C8 F2 1.389(4) . ? C8 C9 1.506(5) . ? C9 F4 1.292(5) . ? C9 F5 1.337(4) . ? C9 F3 1.353(5) . ? C10 F6 1.342(4) . ? C10 F7 1.370(4) . ? C10 C11 1.542(5) . ? C11 F8 1.270(5) . ? C11 F9 1.314(6) . ? C11 F10 1.319(5) . ? C12 C17 1.383(4) . ? C12 C13 1.404(4) . ? C12 P1 1.890(3) . ? C13 C14 1.387(4) . ? C13 H13A 0.9500 . ? C14 C15 1.386(6) . ? C14 H14A 0.9500 . ? C15 C16 1.381(5) . ? C15 H15A 0.9500 . ? C16 C17 1.394(4) . ? C16 H16A 0.9500 . ? C17 C18 1.516(4) . ? C18 O2 1.420(3) . ? C18 C19 1.552(4) . ? C18 C21 1.569(4) . ? C19 F11 1.348(4) . ? C19 F12 1.360(3) . ? C19 C20 1.547(5) . ? C20 F14 1.318(4) . ? C20 F15 1.321(4) . ? C20 F13 1.321(5) . ? C21 F17 1.353(3) . ? C21 F16 1.354(4) . ? C21 C22 1.553(5) . ? C22 F19 1.317(4) . ? C22 F18 1.322(4) . ? C22 F20 1.325(5) . ? C23 C28 1.410(4) . ? C23 C24 1.413(4) . ? C23 P1 1.853(3) . ? C24 C25 1.395(4) . ? C24 C29 1.509(4) . ? C25 C26 1.382(5) . ? C25 H25A 0.9500 . ? C26 C27 1.380(4) . ? C26 C30 1.517(4) . ? C27 C28 1.397(4) . ? C27 H27A 0.9500 . ? C28 C31 1.510(4) . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? P1 O2 1.6636(18) . ? P1 O1 1.7781(19) . ? C32 C37 1.392(4) . ? C32 C33 1.401(3) . ? C32 P2 1.817(3) . ? C33 C34 1.387(4) . ? C33 H33A 0.9500 . ? C34 C35 1.382(5) . ? C34 H34A 0.9500 . ? C35 C36 1.386(5) . ? C35 H35A 0.9500 . ? C36 C37 1.388(4) . ? C36 H36A 0.9500 . ? C37 C38 1.531(4) . ? C38 O3 1.379(3) . ? C38 C39 1.564(4) . ? C38 C41 1.570(4) . ? C39 F22 1.342(3) . ? C39 F21 1.358(4) . ? C39 C40 1.560(5) . ? C40 F24 1.295(5) . ? C40 F23 1.316(4) . ? C40 F25 1.345(4) . ? C41 F27 1.357(4) . ? C41 F26 1.357(3) . ? C41 C42 1.532(5) . ? C42 F29 1.293(5) . ? C42 F30 1.328(4) . ? C42 F28 1.338(4) . ? C43 C48 1.384(4) . ? C43 C44 1.398(4) . ? C43 P2 1.887(3) . ? C44 C45 1.388(4) . ? C44 H44A 0.9500 . ? C45 C46 1.390(5) . ? C45 H45A 0.9500 . ? C46 C47 1.388(4) . ? C46 H46A 0.9500 . ? C47 C48 1.397(4) . ? C47 H47A 0.9500 . ? C48 C49 1.510(4) . ? C49 O4 1.414(3) . ? C49 C50 1.545(4) . ? C49 C52 1.597(4) . ? C50 F32 1.347(4) . ? C50 F31 1.367(4) . ? C50 C51 1.525(5) . ? C51 F33 1.301(4) . ? C51 F34 1.310(5) . ? C51 F35 1.345(4) . ? C52 F37 1.336(4) . ? C52 F36 1.341(4) . ? C52 C53 1.553(5) . ? C53 F39 1.307(5) . ? C53 F38 1.314(5) . ? C53 F40 1.331(5) . ? C54 C55 1.407(3) . ? C54 C59 1.418(3) . ? C54 P2 1.850(2) . ? C55 C56 1.401(4) . ? C55 C60 1.515(4) . ? C56 C57 1.378(4) . ? C56 H56A 0.9500 . ? C57 C58 1.386(4) . ? C57 C61 1.510(4) . ? C58 C59 1.394(3) . ? C58 H58A 0.9500 . ? C59 C62 1.510(4) . ? C60 H60A 0.9800 . ? C60 H60B 0.9800 . ? C60 H60C 0.9800 . ? C61 H61A 0.9800 . ? C61 H61B 0.9800 . ? C61 H61C 0.9800 . ? C62 H62A 0.9800 . ? C62 H62B 0.9800 . ? C62 H62C 0.9800 . ? P2 O4 1.6722(18) . ? P2 O3 1.7845(18) . ? C63 C64 1.431(13) . ? C63 H63A 0.9800 . ? C63 H63B 0.9800 . ? C63 H63C 0.9800 . ? C64 N1 1.138(10) . ? 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 C6 C1 C2 119.4(3) . . ? C6 C1 P1 113.9(2) . . ? C2 C1 P1 126.3(2) . . ? C3 C2 C1 119.3(3) . . ? C3 C2 H2A 120.4 . . ? C1 C2 H2A 120.4 . . ? C4 C3 C2 120.4(3) . . ? C4 C3 H3A 119.8 . . ? C2 C3 H3A 119.8 . . ? C3 C4 C5 121.1(3) . . ? C3 C4 H4A 119.4 . . ? C5 C4 H4A 119.4 . . ? C4 C5 C6 118.3(3) . . ? C4 C5 H5A 120.8 . . ? C6 C5 H5A 120.8 . . ? C1 C6 C5 121.5(3) . . ? C1 C6 C7 112.1(2) . . ? C5 C6 C7 126.4(3) . . ? O1 C7 C6 107.6(2) . . ? O1 C7 C8 108.9(2) . . ? C6 C7 C8 114.5(2) . . ? O1 C7 C10 108.0(2) . . ? C6 C7 C10 106.1(2) . . ? C8 C7 C10 111.3(2) . . ? F1 C8 F2 104.0(3) . . ? F1 C8 C9 107.9(3) . . ? F2 C8 C9 103.9(3) . . ? F1 C8 C7 110.9(3) . . ? F2 C8 C7 109.2(3) . . ? C9 C8 C7 119.6(3) . . ? F4 C9 F5 109.6(3) . . ? F4 C9 F3 111.2(4) . . ? F5 C9 F3 106.4(3) . . ? F4 C9 C8 110.1(4) . . ? F5 C9 C8 109.5(3) . . ? F3 C9 C8 109.9(3) . . ? F6 C10 F7 108.0(3) . . ? F6 C10 C11 107.1(3) . . ? F7 C10 C11 102.2(3) . . ? F6 C10 C7 110.5(2) . . ? F7 C10 C7 106.1(2) . . ? C11 C10 C7 121.9(3) . . ? F8 C11 F9 111.3(5) . . ? F8 C11 F10 108.1(4) . . ? F9 C11 F10 104.0(4) . . ? F8 C11 C10 112.4(3) . . ? F9 C11 C10 112.1(4) . . ? F10 C11 C10 108.5(4) . . ? C17 C12 C13 117.1(3) . . ? C17 C12 P1 112.4(2) . . ? C13 C12 P1 130.4(2) . . ? C14 C13 C12 120.5(3) . . ? C14 C13 H13A 119.7 . . ? C12 C13 H13A 119.7 . . ? C15 C14 C13 120.8(3) . . ? C15 C14 H14A 119.6 . . ? C13 C14 H14A 119.6 . . ? C16 C15 C14 119.8(3) . . ? C16 C15 H15A 120.1 . . ? C14 C15 H15A 120.1 . . ? C15 C16 C17 118.7(3) . . ? C15 C16 H16A 120.7 . . ? C17 C16 H16A 120.7 . . ? C12 C17 C16 123.0(3) . . ? C12 C17 C18 111.5(2) . . ? C16 C17 C18 125.4(3) . . ? O2 C18 C17 107.7(2) . . ? O2 C18 C19 108.5(2) . . ? C17 C18 C19 114.5(2) . . ? O2 C18 C21 106.8(2) . . ? C17 C18 C21 108.4(2) . . ? C19 C18 C21 110.6(2) . . ? F11 C19 F12 107.8(3) . . ? F11 C19 C20 106.6(3) . . ? F12 C19 C20 105.1(2) . . ? F11 C19 C18 109.4(2) . . ? F12 C19 C18 108.8(3) . . ? C20 C19 C18 118.6(3) . . ? F14 C20 F15 108.5(3) . . ? F14 C20 F13 109.0(3) . . ? F15 C20 F13 107.2(3) . . ? F14 C20 C19 111.5(3) . . ? F15 C20 C19 109.2(3) . . ? F13 C20 C19 111.2(3) . . ? F17 C21 F16 106.4(3) . . ? F17 C21 C22 105.6(3) . . ? F16 C21 C22 106.0(3) . . ? F17 C21 C18 110.7(2) . . ? F16 C21 C18 106.3(2) . . ? C22 C21 C18 120.9(3) . . ? F19 C22 F18 108.3(3) . . ? F19 C22 F20 108.6(3) . . ? F18 C22 F20 108.0(3) . . ? F19 C22 C21 112.6(3) . . ? F18 C22 C21 110.8(3) . . ? F20 C22 C21 108.4(3) . . ? C28 C23 C24 118.8(2) . . ? C28 C23 P1 120.35(19) . . ? C24 C23 P1 120.8(2) . . ? C25 C24 C23 118.7(3) . . ? C25 C24 C29 115.9(2) . . ? C23 C24 C29 125.1(2) . . ? C26 C25 C24 122.9(3) . . ? C26 C25 H25A 118.6 . . ? C24 C25 H25A 118.6 . . ? C27 C26 C25 117.4(3) . . ? C27 C26 C30 121.3(3) . . ? C25 C26 C30 121.3(3) . . ? C26 C27 C28 122.5(3) . . ? C26 C27 H27A 118.7 . . ? C28 C27 H27A 118.7 . . ? C27 C28 C23 119.0(2) . . ? C27 C28 C31 115.1(2) . . ? C23 C28 C31 125.7(2) . . ? C24 C29 H29A 109.5 . . ? C24 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C24 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C26 C30 H30A 109.5 . . ? C26 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C26 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C28 C31 H31A 109.5 . . ? C28 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C28 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? O2 P1 O1 83.75(9) . . ? O2 P1 C1 112.78(11) . . ? O1 P1 C1 86.76(11) . . ? O2 P1 C23 121.26(11) . . ? O1 P1 C23 87.89(10) . . ? C1 P1 C23 124.64(12) . . ? O2 P1 C12 87.23(10) . . ? O1 P1 C12 170.73(11) . . ? C1 P1 C12 98.73(12) . . ? C23 P1 C12 95.00(11) . . ? C7 O1 P1 118.68(17) . . ? C18 O2 P1 120.90(16) . . ? C37 C32 C33 119.5(2) . . ? C37 C32 P2 114.26(18) . . ? C33 C32 P2 126.2(2) . . ? C34 C33 C32 119.4(3) . . ? C34 C33 H33A 120.3 . . ? C32 C33 H33A 120.3 . . ? C35 C34 C33 120.4(3) . . ? C35 C34 H34A 119.8 . . ? C33 C34 H34A 119.8 . . ? C34 C35 C36 120.8(3) . . ? C34 C35 H35A 119.6 . . ? C36 C35 H35A 119.6 . . ? C35 C36 C37 119.1(3) . . ? C35 C36 H36A 120.5 . . ? C37 C36 H36A 120.5 . . ? C36 C37 C32 120.8(3) . . ? C36 C37 C38 127.0(3) . . ? C32 C37 C38 112.1(2) . . ? O3 C38 C37 108.0(2) . . ? O3 C38 C39 110.0(2) . . ? C37 C38 C39 108.9(2) . . ? O3 C38 C41 109.1(2) . . ? C37 C38 C41 107.1(2) . . ? C39 C38 C41 113.5(2) . . ? F22 C39 F21 107.6(3) . . ? F22 C39 C40 104.4(2) . . ? F21 C39 C40 107.7(2) . . ? F22 C39 C38 109.4(2) . . ? F21 C39 C38 110.9(2) . . ? C40 C39 C38 116.4(3) . . ? F24 C40 F23 108.6(4) . . ? F24 C40 F25 110.2(3) . . ? F23 C40 F25 107.0(3) . . ? F24 C40 C39 113.1(3) . . ? F23 C40 C39 110.7(3) . . ? F25 C40 C39 107.2(3) . . ? F27 C41 F26 105.5(2) . . ? F27 C41 C42 105.9(3) . . ? F26 C41 C42 104.4(3) . . ? F27 C41 C38 110.9(2) . . ? F26 C41 C38 106.1(2) . . ? C42 C41 C38 122.7(3) . . ? F29 C42 F30 108.6(4) . . ? F29 C42 F28 110.1(4) . . ? F30 C42 F28 105.6(3) . . ? F29 C42 C41 112.9(3) . . ? F30 C42 C41 108.5(3) . . ? F28 C42 C41 110.8(3) . . ? C48 C43 C44 117.8(2) . . ? C48 C43 P2 112.08(18) . . ? C44 C43 P2 130.1(2) . . ? C45 C44 C43 120.5(3) . . ? C45 C44 H44A 119.8 . . ? C43 C44 H44A 119.8 . . ? C44 C45 C46 120.7(3) . . ? C44 C45 H45A 119.7 . . ? C46 C45 H45A 119.7 . . ? C47 C46 C45 119.8(3) . . ? C47 C46 H46A 120.1 . . ? C45 C46 H46A 120.1 . . ? C46 C47 C48 118.6(3) . . ? C46 C47 H47A 120.7 . . ? C48 C47 H47A 120.7 . . ? C43 C48 C47 122.5(3) . . ? C43 C48 C49 111.3(2) . . ? C47 C48 C49 125.9(3) . . ? O4 C49 C48 108.1(2) . . ? O4 C49 C50 108.3(2) . . ? C48 C49 C50 115.5(2) . . ? O4 C49 C52 107.3(2) . . ? C48 C49 C52 106.4(2) . . ? C50 C49 C52 110.9(2) . . ? F32 C50 F31 108.2(3) . . ? F32 C50 C51 105.6(3) . . ? F31 C50 C51 105.2(3) . . ? F32 C50 C49 110.0(3) . . ? F31 C50 C49 109.1(3) . . ? C51 C50 C49 118.3(3) . . ? F33 C51 F34 108.0(4) . . ? F33 C51 F35 109.1(3) . . ? F34 C51 F35 107.0(3) . . ? F33 C51 C50 111.4(3) . . ? F34 C51 C50 112.4(3) . . ? F35 C51 C50 108.9(3) . . ? F37 C52 F36 107.3(3) . . ? F37 C52 C53 106.9(3) . . ? F36 C52 C53 106.2(3) . . ? F37 C52 C49 106.2(2) . . ? F36 C52 C49 109.9(3) . . ? C53 C52 C49 119.6(3) . . ? F39 C53 F38 109.8(4) . . ? F39 C53 F40 106.5(3) . . ? F38 C53 F40 108.3(4) . . ? F39 C53 C52 111.3(3) . . ? F38 C53 C52 112.6(3) . . ? F40 C53 C52 108.0(4) . . ? C55 C54 C59 119.1(2) . . ? C55 C54 P2 119.82(19) . . ? C59 C54 P2 121.06(18) . . ? C56 C55 C54 118.9(2) . . ? C56 C55 C60 115.7(2) . . ? C54 C55 C60 125.3(2) . . ? C57 C56 C55 122.6(3) . . ? C57 C56 H56A 118.7 . . ? C55 C56 H56A 118.7 . . ? C56 C57 C58 117.6(2) . . ? C56 C57 C61 121.5(3) . . ? C58 C57 C61 120.9(3) . . ? C57 C58 C59 122.7(3) . . ? C57 C58 H58A 118.7 . . ? C59 C58 H58A 118.7 . . ? C58 C59 C54 118.8(2) . . ? C58 C59 C62 115.2(2) . . ? C54 C59 C62 125.8(2) . . ? C55 C60 H60A 109.5 . . ? C55 C60 H60B 109.5 . . ? H60A C60 H60B 109.5 . . ? C55 C60 H60C 109.5 . . ? H60A C60 H60C 109.5 . . ? H60B C60 H60C 109.5 . . ? C57 C61 H61A 109.5 . . ? C57 C61 H61B 109.5 . . ? H61A C61 H61B 109.5 . . ? C57 C61 H61C 109.5 . . ? H61A C61 H61C 109.5 . . ? H61B C61 H61C 109.5 . . ? C59 C62 H62A 109.5 . . ? C59 C62 H62B 109.5 . . ? H62A C62 H62B 109.5 . . ? C59 C62 H62C 109.5 . . ? H62A C62 H62C 109.5 . . ? H62B C62 H62C 109.5 . . ? O4 P2 O3 82.60(9) . . ? O4 P2 C32 115.18(10) . . ? O3 P2 C32 87.12(10) . . ? O4 P2 C54 125.08(11) . . ? O3 P2 C54 88.06(10) . . ? C32 P2 C54 118.23(11) . . ? O4 P2 C43 87.14(10) . . ? O3 P2 C43 169.61(10) . . ? C32 P2 C43 98.81(11) . . ? C54 P2 C43 96.52(11) . . ? C38 O3 P2 118.47(16) . . ? C49 O4 P2 120.32(15) . . ? C64 C63 H63A 109.5 . . ? C64 C63 H63B 109.5 . . ? H63A C63 H63B 109.5 . . ? C64 C63 H63C 109.5 . . ? H63A C63 H63C 109.5 . . ? H63B C63 H63C 109.5 . . ? N1 C64 C63 177.1(9) . . ? 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 C6 C1 C2 C3 0.4(4) . . . . ? P1 C1 C2 C3 172.4(2) . . . . ? C1 C2 C3 C4 -1.5(4) . . . . ? C2 C3 C4 C5 2.0(5) . . . . ? C3 C4 C5 C6 -1.3(5) . . . . ? C2 C1 C6 C5 0.3(4) . . . . ? P1 C1 C6 C5 -172.7(2) . . . . ? C2 C1 C6 C7 -177.2(2) . . . . ? P1 C1 C6 C7 9.8(3) . . . . ? C4 C5 C6 C1 0.2(4) . . . . ? C4 C5 C6 C7 177.3(3) . . . . ? C1 C6 C7 O1 -10.3(3) . . . . ? C5 C6 C7 O1 172.4(3) . . . . ? C1 C6 C7 C8 -131.6(3) . . . . ? C5 C6 C7 C8 51.1(4) . . . . ? C1 C6 C7 C10 105.2(3) . . . . ? C5 C6 C7 C10 -72.2(3) . . . . ? O1 C7 C8 F1 177.6(2) . . . . ? C6 C7 C8 F1 -61.8(3) . . . . ? C10 C7 C8 F1 58.6(3) . . . . ? O1 C7 C8 F2 63.5(3) . . . . ? C6 C7 C8 F2 -175.9(3) . . . . ? C10 C7 C8 F2 -55.5(4) . . . . ? O1 C7 C8 C9 -55.9(4) . . . . ? C6 C7 C8 C9 64.7(4) . . . . ? C10 C7 C8 C9 -174.9(3) . . . . ? F1 C8 C9 F4 77.2(4) . . . . ? F2 C8 C9 F4 -172.7(3) . . . . ? C7 C8 C9 F4 -50.7(5) . . . . ? F1 C8 C9 F5 -43.4(4) . . . . ? F2 C8 C9 F5 66.6(4) . . . . ? C7 C8 C9 F5 -171.3(3) . . . . ? F1 C8 C9 F3 -160.0(3) . . . . ? F2 C8 C9 F3 -49.9(4) . . . . ? C7 C8 C9 F3 72.1(4) . . . . ? O1 C7 C10 F6 -176.4(3) . . . . ? C6 C7 C10 F6 68.4(3) . . . . ? C8 C7 C10 F6 -56.9(4) . . . . ? O1 C7 C10 F7 66.8(3) . . . . ? C6 C7 C10 F7 -48.5(3) . . . . ? C8 C7 C10 F7 -173.7(3) . . . . ? O1 C7 C10 C11 -49.3(4) . . . . ? C6 C7 C10 C11 -164.5(3) . . . . ? C8 C7 C10 C11 70.2(4) . . . . ? F6 C10 C11 F8 -174.8(4) . . . . ? F7 C10 C11 F8 -61.3(5) . . . . ? C7 C10 C11 F8 56.7(5) . . . . ? F6 C10 C11 F9 59.0(5) . . . . ? F7 C10 C11 F9 172.4(4) . . . . ? C7 C10 C11 F9 -69.6(5) . . . . ? F6 C10 C11 F10 -55.3(4) . . . . ? F7 C10 C11 F10 58.1(4) . . . . ? C7 C10 C11 F10 176.1(3) . . . . ? C17 C12 C13 C14 1.7(5) . . . . ? P1 C12 C13 C14 -178.7(3) . . . . ? C12 C13 C14 C15 0.0(5) . . . . ? C13 C14 C15 C16 -1.5(6) . . . . ? C14 C15 C16 C17 1.3(5) . . . . ? C13 C12 C17 C16 -1.9(4) . . . . ? P1 C12 C17 C16 178.5(2) . . . . ? C13 C12 C17 C18 174.0(3) . . . . ? P1 C12 C17 C18 -5.6(3) . . . . ? C15 C16 C17 C12 0.4(5) . . . . ? C15 C16 C17 C18 -174.9(3) . . . . ? C12 C17 C18 O2 4.6(3) . . . . ? C16 C17 C18 O2 -179.6(3) . . . . ? C12 C17 C18 C19 125.3(3) . . . . ? C16 C17 C18 C19 -58.9(4) . . . . ? C12 C17 C18 C21 -110.7(3) . . . . ? C16 C17 C18 C21 65.1(4) . . . . ? O2 C18 C19 F11 -45.3(3) . . . . ? C17 C18 C19 F11 -165.6(2) . . . . ? C21 C18 C19 F11 71.6(3) . . . . ? O2 C18 C19 F12 -162.9(2) . . . . ? C17 C18 C19 F12 76.8(3) . . . . ? C21 C18 C19 F12 -46.0(3) . . . . ? O2 C18 C19 C20 77.2(3) . . . . ? C17 C18 C19 C20 -43.1(4) . . . . ? C21 C18 C19 C20 -165.9(3) . . . . ? F11 C19 C20 F14 73.4(3) . . . . ? F12 C19 C20 F14 -172.4(3) . . . . ? C18 C19 C20 F14 -50.5(4) . . . . ? F11 C19 C20 F15 -46.6(3) . . . . ? F12 C19 C20 F15 67.7(4) . . . . ? C18 C19 C20 F15 -170.5(3) . . . . ? F11 C19 C20 F13 -164.7(3) . . . . ? F12 C19 C20 F13 -50.5(3) . . . . ? C18 C19 C20 F13 71.4(4) . . . . ? O2 C18 C21 F17 -172.3(2) . . . . ? C17 C18 C21 F17 -56.5(3) . . . . ? C19 C18 C21 F17 69.8(3) . . . . ? O2 C18 C21 F16 -57.1(3) . . . . ? C17 C18 C21 F16 58.7(3) . . . . ? C19 C18 C21 F16 -175.0(2) . . . . ? O2 C18 C21 C22 63.6(3) . . . . ? C17 C18 C21 C22 179.4(2) . . . . ? C19 C18 C21 C22 -54.3(3) . . . . ? F17 C21 C22 F19 -173.6(3) . . . . ? F16 C21 C22 F19 73.7(3) . . . . ? C18 C21 C22 F19 -47.2(4) . . . . ? F17 C21 C22 F18 -52.1(4) . . . . ? F16 C21 C22 F18 -164.7(3) . . . . ? C18 C21 C22 F18 74.4(4) . . . . ? F17 C21 C22 F20 66.2(3) . . . . ? F16 C21 C22 F20 -46.4(3) . . . . ? C18 C21 C22 F20 -167.3(3) . . . . ? C28 C23 C24 C25 8.0(4) . . . . ? P1 C23 C24 C25 -170.2(2) . . . . ? C28 C23 C24 C29 -166.1(3) . . . . ? P1 C23 C24 C29 15.7(4) . . . . ? C23 C24 C25 C26 -1.1(4) . . . . ? C29 C24 C25 C26 173.5(3) . . . . ? C24 C25 C26 C27 -4.2(5) . . . . ? C24 C25 C26 C30 177.5(3) . . . . ? C25 C26 C27 C28 2.6(4) . . . . ? C30 C26 C27 C28 -179.2(3) . . . . ? C26 C27 C28 C23 4.3(4) . . . . ? C26 C27 C28 C31 -171.5(3) . . . . ? C24 C23 C28 C27 -9.5(4) . . . . ? P1 C23 C28 C27 168.7(2) . . . . ? C24 C23 C28 C31 165.8(3) . . . . ? P1 C23 C28 C31 -16.0(4) . . . . ? C6 C1 P1 O2 76.8(2) . . . . ? C2 C1 P1 O2 -95.6(2) . . . . ? C6 C1 P1 O1 -5.05(19) . . . . ? C2 C1 P1 O1 -177.5(2) . . . . ? C6 C1 P1 C23 -90.2(2) . . . . ? C2 C1 P1 C23 97.4(3) . . . . ? C6 C1 P1 C12 167.45(19) . . . . ? C2 C1 P1 C12 -5.0(3) . . . . ? C28 C23 P1 O2 -18.0(3) . . . . ? C24 C23 P1 O2 160.2(2) . . . . ? C28 C23 P1 O1 63.4(2) . . . . ? C24 C23 P1 O1 -118.4(2) . . . . ? C28 C23 P1 C1 148.0(2) . . . . ? C24 C23 P1 C1 -33.8(3) . . . . ? C28 C23 P1 C12 -107.8(2) . . . . ? C24 C23 P1 C12 70.4(2) . . . . ? C17 C12 P1 O2 4.1(2) . . . . ? C13 C12 P1 O2 -175.5(3) . . . . ? C17 C12 P1 O1 17.4(8) . . . . ? C13 C12 P1 O1 -162.2(5) . . . . ? C17 C12 P1 C1 -108.5(2) . . . . ? C13 C12 P1 C1 71.9(3) . . . . ? C17 C12 P1 C23 125.3(2) . . . . ? C13 C12 P1 C23 -54.3(3) . . . . ? C6 C7 O1 P1 6.8(3) . . . . ? C8 C7 O1 P1 131.5(2) . . . . ? C10 C7 O1 P1 -107.4(2) . . . . ? O2 P1 O1 C7 -114.83(19) . . . . ? C1 P1 O1 C7 -1.48(19) . . . . ? C23 P1 O1 C7 123.41(19) . . . . ? C12 P1 O1 C7 -128.2(6) . . . . ? C17 C18 O2 P1 -1.5(3) . . . . ? C19 C18 O2 P1 -125.9(2) . . . . ? C21 C18 O2 P1 114.8(2) . . . . ? O1 P1 O2 C18 -179.19(19) . . . . ? C1 P1 O2 C18 97.0(2) . . . . ? C23 P1 O2 C18 -95.5(2) . . . . ? C12 P1 O2 C18 -1.33(19) . . . . ? C37 C32 C33 C34 -2.3(4) . . . . ? P2 C32 C33 C34 -179.1(2) . . . . ? C32 C33 C34 C35 1.4(4) . . . . ? C33 C34 C35 C36 0.4(5) . . . . ? C34 C35 C36 C37 -1.2(5) . . . . ? C35 C36 C37 C32 0.2(5) . . . . ? C35 C36 C37 C38 177.4(3) . . . . ? C33 C32 C37 C36 1.5(4) . . . . ? P2 C32 C37 C36 178.7(2) . . . . ? C33 C32 C37 C38 -176.1(2) . . . . ? P2 C32 C37 C38 1.1(3) . . . . ? C36 C37 C38 O3 -177.3(3) . . . . ? C32 C37 C38 O3 0.1(3) . . . . ? C36 C37 C38 C39 -57.9(4) . . . . ? C32 C37 C38 C39 119.6(2) . . . . ? C36 C37 C38 C41 65.2(3) . . . . ? C32 C37 C38 C41 -117.3(2) . . . . ? O3 C38 C39 F22 88.5(3) . . . . ? C37 C38 C39 F22 -29.7(3) . . . . ? C41 C38 C39 F22 -148.9(3) . . . . ? O3 C38 C39 F21 -153.0(2) . . . . ? C37 C38 C39 F21 88.8(3) . . . . ? C41 C38 C39 F21 -30.4(3) . . . . ? O3 C38 C39 C40 -29.5(3) . . . . ? C37 C38 C39 C40 -147.7(2) . . . . ? C41 C38 C39 C40 93.1(3) . . . . ? F22 C39 C40 F24 -164.4(3) . . . . ? F21 C39 C40 F24 81.4(4) . . . . ? C38 C39 C40 F24 -43.7(4) . . . . ? F22 C39 C40 F23 -42.3(4) . . . . ? F21 C39 C40 F23 -156.5(3) . . . . ? C38 C39 C40 F23 78.4(3) . . . . ? F22 C39 C40 F25 74.0(3) . . . . ? F21 C39 C40 F25 -40.2(3) . . . . ? C38 C39 C40 F25 -165.3(3) . . . . ? O3 C38 C41 F27 -173.1(2) . . . . ? C37 C38 C41 F27 -56.5(3) . . . . ? C39 C38 C41 F27 63.7(3) . . . . ? O3 C38 C41 F26 -59.0(3) . . . . ? C37 C38 C41 F26 57.6(3) . . . . ? C39 C38 C41 F26 177.8(2) . . . . ? O3 C38 C41 C42 60.5(3) . . . . ? C37 C38 C41 C42 177.2(3) . . . . ? C39 C38 C41 C42 -62.6(4) . . . . ? F27 C41 C42 F29 177.8(3) . . . . ? F26 C41 C42 F29 66.7(4) . . . . ? C38 C41 C42 F29 -53.6(4) . . . . ? F27 C41 C42 F30 57.4(4) . . . . ? F26 C41 C42 F30 -53.7(4) . . . . ? C38 C41 C42 F30 -174.1(3) . . . . ? F27 C41 C42 F28 -58.1(4) . . . . ? F26 C41 C42 F28 -169.3(3) . . . . ? C38 C41 C42 F28 70.4(4) . . . . ? C48 C43 C44 C45 -3.5(4) . . . . ? P2 C43 C44 C45 175.4(2) . . . . ? C43 C44 C45 C46 0.8(5) . . . . ? C44 C45 C46 C47 1.8(5) . . . . ? C45 C46 C47 C48 -1.6(5) . . . . ? C44 C43 C48 C47 3.8(4) . . . . ? P2 C43 C48 C47 -175.3(2) . . . . ? C44 C43 C48 C49 -170.8(2) . . . . ? P2 C43 C48 C49 10.1(3) . . . . ? C46 C47 C48 C43 -1.3(5) . . . . ? C46 C47 C48 C49 172.5(3) . . . . ? C43 C48 C49 O4 -5.8(3) . . . . ? C47 C48 C49 O4 179.7(3) . . . . ? C43 C48 C49 C50 -127.4(3) . . . . ? C47 C48 C49 C50 58.2(4) . . . . ? C43 C48 C49 C52 109.1(3) . . . . ? C47 C48 C49 C52 -65.3(4) . . . . ? O4 C49 C50 F32 47.6(3) . . . . ? C48 C49 C50 F32 169.0(3) . . . . ? C52 C49 C50 F32 -70.0(3) . . . . ? O4 C49 C50 F31 166.1(2) . . . . ? C48 C49 C50 F31 -72.5(3) . . . . ? C52 C49 C50 F31 48.6(3) . . . . ? O4 C49 C50 C51 -73.8(3) . . . . ? C48 C49 C50 C51 47.6(4) . . . . ? C52 C49 C50 C51 168.7(3) . . . . ? F32 C50 C51 F33 -64.0(4) . . . . ? F31 C50 C51 F33 -178.4(3) . . . . ? C49 C50 C51 F33 59.6(4) . . . . ? F32 C50 C51 F34 174.6(3) . . . . ? F31 C50 C51 F34 60.3(4) . . . . ? C49 C50 C51 F34 -61.8(4) . . . . ? F32 C50 C51 F35 56.3(3) . . . . ? F31 C50 C51 F35 -58.1(4) . . . . ? C49 C50 C51 F35 179.9(3) . . . . ? O4 C49 C52 F37 59.2(3) . . . . ? C48 C49 C52 F37 -56.4(3) . . . . ? C50 C49 C52 F37 177.3(2) . . . . ? O4 C49 C52 F36 175.0(3) . . . . ? C48 C49 C52 F36 59.5(3) . . . . ? C50 C49 C52 F36 -66.8(3) . . . . ? O4 C49 C52 C53 -61.8(4) . . . . ? C48 C49 C52 C53 -177.3(3) . . . . ? C50 C49 C52 C53 56.4(4) . . . . ? F37 C52 C53 F39 161.8(3) . . . . ? F36 C52 C53 F39 47.4(5) . . . . ? C49 C52 C53 F39 -77.6(4) . . . . ? F37 C52 C53 F38 -74.4(4) . . . . ? F36 C52 C53 F38 171.2(3) . . . . ? C49 C52 C53 F38 46.3(5) . . . . ? F37 C52 C53 F40 45.2(4) . . . . ? F36 C52 C53 F40 -69.2(4) . . . . ? C49 C52 C53 F40 165.8(3) . . . . ? C59 C54 C55 C56 6.8(4) . . . . ? P2 C54 C55 C56 -174.4(2) . . . . ? C59 C54 C55 C60 -168.9(3) . . . . ? P2 C54 C55 C60 9.9(4) . . . . ? C54 C55 C56 C57 -4.0(4) . . . . ? C60 C55 C56 C57 172.1(3) . . . . ? C55 C56 C57 C58 -1.1(4) . . . . ? C55 C56 C57 C61 179.7(3) . . . . ? C56 C57 C58 C59 3.3(4) . . . . ? C61 C57 C58 C59 -177.4(3) . . . . ? C57 C58 C59 C54 -0.4(4) . . . . ? C57 C58 C59 C62 -175.2(2) . . . . ? C55 C54 C59 C58 -4.7(4) . . . . ? P2 C54 C59 C58 176.49(19) . . . . ? C55 C54 C59 C62 169.5(2) . . . . ? P2 C54 C59 C62 -9.3(3) . . . . ? C37 C32 P2 O4 -81.9(2) . . . . ? C33 C32 P2 O4 95.0(2) . . . . ? C37 C32 P2 O3 -1.46(19) . . . . ? C33 C32 P2 O3 175.4(2) . . . . ? C37 C32 P2 C54 84.8(2) . . . . ? C33 C32 P2 C54 -98.3(2) . . . . ? C37 C32 P2 C43 -172.88(19) . . . . ? C33 C32 P2 C43 4.0(2) . . . . ? C55 C54 P2 O4 12.9(3) . . . . ? C59 C54 P2 O4 -168.35(18) . . . . ? C55 C54 P2 O3 -66.7(2) . . . . ? C59 C54 P2 O3 112.1(2) . . . . ? C55 C54 P2 C32 -152.4(2) . . . . ? C59 C54 P2 C32 26.4(2) . . . . ? C55 C54 P2 C43 104.0(2) . . . . ? C59 C54 P2 C43 -77.3(2) . . . . ? C48 C43 P2 O4 -9.2(2) . . . . ? C44 C43 P2 O4 171.8(3) . . . . ? C48 C43 P2 O3 -18.4(7) . . . . ? C44 C43 P2 O3 162.6(5) . . . . ? C48 C43 P2 C32 105.8(2) . . . . ? C44 C43 P2 C32 -73.2(3) . . . . ? C48 C43 P2 C54 -134.2(2) . . . . ? C44 C43 P2 C54 46.8(3) . . . . ? C37 C38 O3 P2 -1.3(2) . . . . ? C39 C38 O3 P2 -120.01(19) . . . . ? C41 C38 O3 P2 114.81(19) . . . . ? O4 P2 O3 C38 117.47(18) . . . . ? C32 P2 O3 C38 1.62(18) . . . . ? C54 P2 O3 C38 -116.77(18) . . . . ? C43 P2 O3 C38 126.7(5) . . . . ? C48 C49 O4 P2 -1.6(3) . . . . ? C50 C49 O4 P2 124.2(2) . . . . ? C52 C49 O4 P2 -116.0(2) . . . . ? O3 P2 O4 C49 -175.7(2) . . . . ? C32 P2 O4 C49 -92.4(2) . . . . ? C54 P2 O4 C49 102.0(2) . . . . ? C43 P2 O4 C49 6.0(2) . . . . ? _diffrn_measured_fraction_theta_max 0.894 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 0.894 _refine_diff_density_max 1.437 _refine_diff_density_min -0.866 _refine_diff_density_rms 0.176 data_compound13d _database_code_depnum_ccdc_archive 'CCDC 672356' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point 117 _chemical_formula_moiety ? _chemical_formula_sum 'C29 H15 F20 O3 P' _chemical_formula_weight 822.38 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/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 9.8670(2) _cell_length_b 17.2000(3) _cell_length_c 18.8740(3) _cell_angle_alpha 90.00 _cell_angle_beta 101.8580(10) _cell_angle_gamma 90.00 _cell_volume 3134.80(10) _cell_formula_units_Z 4 _cell_measurement_temperature 293 _cell_measurement_reflns_used ? _cell_measurement_theta_min 1.6 _cell_measurement_theta_max 27.9 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.60 _exptl_crystal_size_min 0.40 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.742 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1632 _exptl_absorpt_coefficient_mu 0.240 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293 _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'MacScience DIP2030 Imaging Plate' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.00 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7443 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0169 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 27.91 _reflns_number_total 7443 _reflns_number_gt 6481 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'HKL(Otwinowski, 1997)' _computing_cell_refinement 'HKL(Otwinowski, 1997)' _computing_data_reduction 'HKL(Otwinowski, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0973P)^2^+1.0257P] 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 7443 _refine_ls_number_parameters 479 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0635 _refine_ls_R_factor_gt 0.0486 _refine_ls_wR_factor_ref 0.1689 _refine_ls_wR_factor_gt 0.1443 _refine_ls_goodness_of_fit_ref 1.153 _refine_ls_restrained_S_all 1.153 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.22167(19) 0.06271(11) 0.65037(10) 0.0361(4) Uani 1 1 d . . . C2 C 0.2339(2) -0.01738(13) 0.66069(13) 0.0475(5) Uani 1 1 d . . . H2A H 0.2018 -0.0410 0.6984 0.057 Uiso 1 1 calc R . . C3 C 0.2949(3) -0.06153(16) 0.61389(15) 0.0596(6) Uani 1 1 d . . . H3A H 0.3039 -0.1150 0.6205 0.072 Uiso 1 1 calc R . . C4 C 0.3422(3) -0.02642(19) 0.55764(16) 0.0685(8) Uani 1 1 d . . . H4A H 0.3825 -0.0566 0.5267 0.082 Uiso 1 1 calc R . . C5 C 0.3301(3) 0.05273(18) 0.54696(14) 0.0614(7) Uani 1 1 d . . . H5A H 0.3617 0.0761 0.5090 0.074 Uiso 1 1 calc R . . C6 C 0.2700(2) 0.09699(14) 0.59378(11) 0.0432(4) Uani 1 1 d . . . C7 C 0.2474(2) 0.18433(13) 0.59060(10) 0.0406(4) Uani 1 1 d . . . C8 C 0.1492(2) 0.21078(17) 0.51941(11) 0.0535(6) Uani 1 1 d . . . C9 C 0.0162(3) 0.16257(19) 0.49333(13) 0.0614(7) Uani 1 1 d . . . C10 C 0.3904(2) 0.22690(16) 0.60280(13) 0.0522(6) Uani 1 1 d . . . C11 C 0.3956(3) 0.31635(19) 0.60477(18) 0.0695(8) Uani 1 1 d . . . C12 C 0.00165(17) 0.18276(10) 0.71904(9) 0.0298(3) Uani 1 1 d . . . C13 C -0.04471(19) 0.25533(11) 0.69192(11) 0.0375(4) Uani 1 1 d . . . H13A H 0.0025 0.2821 0.6616 0.045 Uiso 1 1 calc R . . C14 C -0.1616(2) 0.28744(13) 0.71026(13) 0.0456(5) Uani 1 1 d . . . H14A H -0.1925 0.3361 0.6923 0.055 Uiso 1 1 calc R . . C15 C -0.2328(2) 0.24769(13) 0.75511(13) 0.0467(5) Uani 1 1 d . . . H15A H -0.3111 0.2699 0.7671 0.056 Uiso 1 1 calc R . . C16 C -0.1883(2) 0.17562(13) 0.78208(12) 0.0443(5) Uani 1 1 d . . . H16A H -0.2361 0.1488 0.8121 0.053 Uiso 1 1 calc R . . C17 C -0.07107(19) 0.14365(10) 0.76375(10) 0.0334(4) Uani 1 1 d . . . C18 C -0.0081(2) 0.06531(10) 0.78754(10) 0.0359(4) Uani 1 1 d . . . C19 C -0.1100(3) -0.00198(12) 0.75952(14) 0.0500(5) Uani 1 1 d . . . C20 C -0.1854(3) 0.00141(16) 0.67916(17) 0.0638(7) Uani 1 1 d . . . C21 C 0.0406(3) 0.06494(12) 0.87203(11) 0.0449(5) Uani 1 1 d . . . C22 C 0.1173(3) -0.00633(15) 0.91086(13) 0.0580(6) Uani 1 1 d . . . C23 C 0.30328(18) 0.16379(10) 0.78061(9) 0.0315(3) Uani 1 1 d . . . C24 C 0.3982(2) 0.11012(12) 0.81618(11) 0.0392(4) Uani 1 1 d . . . H24A H 0.3886 0.0579 0.8034 0.047 Uiso 1 1 calc R . . C25 C 0.5077(2) 0.13361(13) 0.87091(11) 0.0426(4) Uani 1 1 d . . . H25A H 0.5714 0.0973 0.8942 0.051 Uiso 1 1 calc R . . C26 C 0.52137(19) 0.21104(13) 0.89052(10) 0.0393(4) Uani 1 1 d . . . C27 C 0.4274(2) 0.26510(12) 0.85502(12) 0.0431(4) Uani 1 1 d . . . H27A H 0.4370 0.3173 0.8681 0.052 Uiso 1 1 calc R . . C28 C 0.3195(2) 0.24181(11) 0.80021(11) 0.0386(4) Uani 1 1 d . . . H28A H 0.2573 0.2785 0.7763 0.046 Uiso 1 1 calc R . . C29 C 0.7092(3) 0.1869(2) 0.98975(14) 0.0644(7) Uani 1 1 d . . . H29A H 0.6520 0.1494 1.0073 0.097 Uiso 1 1 calc R . . H29B H 0.7640 0.2144 1.0299 0.097 Uiso 1 1 calc R . . H29C H 0.7691 0.1608 0.9633 0.097 Uiso 1 1 calc R . . O1 O 0.18471(13) 0.20461(8) 0.64771(7) 0.0350(3) Uani 1 1 d . . . O2 O 0.10813(14) 0.05572(7) 0.75773(7) 0.0337(3) Uani 1 1 d . . . O3 O 0.62379(17) 0.24059(11) 0.94332(9) 0.0556(4) Uani 1 1 d . . . P1 P 0.16125(4) 0.13333(2) 0.70976(2) 0.02816(13) Uani 1 1 d . . . F1 F 0.21678(19) 0.20975(14) 0.46413(8) 0.0844(6) Uani 1 1 d . . . F2 F 0.10638(17) 0.28425(10) 0.52721(8) 0.0644(4) Uani 1 1 d . . . F3 F -0.05654(17) 0.15676(12) 0.54351(9) 0.0747(5) Uani 1 1 d . . . F4 F 0.0423(2) 0.09228(14) 0.47257(12) 0.1008(7) Uani 1 1 d . . . F5 F -0.0615(2) 0.19859(15) 0.43714(10) 0.0937(6) Uani 1 1 d . . . F6 F 0.46273(16) 0.20523(12) 0.55255(9) 0.0763(5) Uani 1 1 d . . . F7 F 0.46322(13) 0.20243(10) 0.66736(8) 0.0606(4) Uani 1 1 d . . . F8 F 0.3164(2) 0.34656(11) 0.64543(13) 0.0905(6) Uani 1 1 d . . . F9 F 0.3599(2) 0.34579(14) 0.53865(12) 0.0987(7) Uani 1 1 d . . . F10 F 0.5254(2) 0.33951(14) 0.63075(14) 0.0996(7) Uani 1 1 d . . . F11 F -0.20981(19) -0.00690(11) 0.79868(11) 0.0794(5) Uani 1 1 d . . . F12 F -0.04072(19) -0.06991(8) 0.76681(10) 0.0723(5) Uani 1 1 d . . . F13 F -0.1017(2) 0.01658(14) 0.63552(9) 0.0878(6) Uani 1 1 d . . . F14 F -0.2828(2) 0.05528(13) 0.66808(14) 0.1018(7) Uani 1 1 d . . . F15 F -0.2483(3) -0.06530(12) 0.66016(14) 0.1072(8) Uani 1 1 d . . . F16 F -0.06695(18) 0.07773(9) 0.90471(8) 0.0664(4) Uani 1 1 d . . . F17 F 0.12860(16) 0.12535(8) 0.88875(7) 0.0531(3) Uani 1 1 d . . . F18 F 0.2202(2) -0.02950(10) 0.88108(9) 0.0733(5) Uani 1 1 d . . . F19 F 0.0332(2) -0.06567(10) 0.91124(11) 0.0865(6) Uani 1 1 d . . . F20 F 0.1686(3) 0.01165(12) 0.97918(9) 0.0867(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0334(9) 0.0429(10) 0.0333(8) -0.0064(7) 0.0101(7) 0.0039(7) C2 0.0502(12) 0.0432(11) 0.0516(11) -0.0086(9) 0.0161(9) 0.0071(9) C3 0.0564(14) 0.0560(14) 0.0680(15) -0.0192(12) 0.0165(12) 0.0142(11) C4 0.0627(16) 0.084(2) 0.0642(16) -0.0248(14) 0.0258(12) 0.0208(14) C5 0.0567(14) 0.0863(19) 0.0480(12) -0.0066(12) 0.0265(11) 0.0147(13) C6 0.0371(10) 0.0604(13) 0.0343(9) -0.0025(8) 0.0125(7) 0.0073(9) C7 0.0333(9) 0.0593(12) 0.0321(8) 0.0092(8) 0.0136(7) 0.0035(8) C8 0.0476(12) 0.0813(17) 0.0336(10) 0.0119(10) 0.0130(8) 0.0075(11) C9 0.0523(13) 0.0866(19) 0.0413(11) -0.0022(12) 0.0004(9) 0.0105(13) C10 0.0356(10) 0.0775(16) 0.0477(11) 0.0171(11) 0.0184(8) 0.0002(10) C11 0.0496(14) 0.0789(19) 0.0824(19) 0.0265(15) 0.0193(13) -0.0113(13) C12 0.0287(8) 0.0292(8) 0.0330(8) -0.0004(6) 0.0098(6) -0.0019(6) C13 0.0331(9) 0.0350(9) 0.0458(10) 0.0069(7) 0.0114(7) 0.0012(7) C14 0.0359(10) 0.0385(10) 0.0631(13) 0.0052(9) 0.0117(9) 0.0070(8) C15 0.0352(10) 0.0479(11) 0.0604(13) -0.0016(9) 0.0179(9) 0.0066(8) C16 0.0390(10) 0.0453(11) 0.0550(11) 0.0008(9) 0.0244(9) -0.0012(8) C17 0.0352(9) 0.0295(8) 0.0382(9) -0.0006(7) 0.0143(7) -0.0027(6) C18 0.0429(10) 0.0303(8) 0.0388(9) 0.0018(7) 0.0188(7) -0.0024(7) C19 0.0555(13) 0.0343(10) 0.0651(14) 0.0007(9) 0.0241(10) -0.0123(9) C20 0.0609(15) 0.0501(14) 0.0769(17) -0.0121(12) 0.0059(13) -0.0182(11) C21 0.0625(13) 0.0395(10) 0.0400(10) 0.0030(8) 0.0277(9) 0.0010(9) C22 0.0827(18) 0.0508(13) 0.0439(11) 0.0109(10) 0.0207(11) 0.0044(12) C23 0.0309(8) 0.0344(8) 0.0299(8) 0.0011(6) 0.0083(6) 0.0005(6) C24 0.0387(10) 0.0351(9) 0.0428(10) 0.0023(7) 0.0059(8) 0.0036(7) C25 0.0359(10) 0.0475(11) 0.0424(10) 0.0051(8) 0.0034(8) 0.0057(8) C26 0.0308(9) 0.0532(11) 0.0342(9) -0.0026(8) 0.0073(7) -0.0044(8) C27 0.0408(10) 0.0389(10) 0.0482(11) -0.0079(8) 0.0060(8) -0.0019(8) C28 0.0368(9) 0.0348(9) 0.0427(10) -0.0006(7) 0.0042(7) 0.0026(7) C29 0.0451(13) 0.095(2) 0.0475(12) 0.0010(13) -0.0038(10) 0.0010(13) O1 0.0345(6) 0.0415(7) 0.0322(6) 0.0066(5) 0.0144(5) 0.0017(5) O2 0.0408(7) 0.0275(6) 0.0366(6) 0.0003(5) 0.0170(5) 0.0019(5) O3 0.0408(8) 0.0693(11) 0.0504(9) -0.0077(8) -0.0051(7) -0.0056(7) P1 0.0288(2) 0.0297(2) 0.0275(2) 0.00012(15) 0.00928(16) 0.00054(15) F1 0.0728(11) 0.1492(18) 0.0377(7) 0.0219(9) 0.0263(7) 0.0121(11) F2 0.0623(9) 0.0704(10) 0.0584(8) 0.0262(7) 0.0074(7) 0.0091(7) F3 0.0531(9) 0.1074(14) 0.0623(9) -0.0022(9) 0.0090(7) -0.0181(8) F4 0.0819(13) 0.1082(16) 0.0969(14) -0.0459(12) -0.0170(11) 0.0160(11) F5 0.0728(12) 0.1375(18) 0.0575(9) 0.0164(11) -0.0174(8) 0.0077(11) F6 0.0518(8) 0.1161(14) 0.0731(10) 0.0145(10) 0.0411(8) 0.0022(8) F7 0.0359(6) 0.0844(11) 0.0597(8) 0.0205(7) 0.0054(6) -0.0038(6) F8 0.0947(14) 0.0632(11) 0.1268(17) 0.0015(11) 0.0536(13) -0.0122(10) F9 0.0889(14) 0.1038(15) 0.1024(15) 0.0553(13) 0.0173(11) -0.0126(11) F10 0.0606(11) 0.1025(15) 0.1319(18) 0.0260(13) 0.0110(11) -0.0317(10) F11 0.0759(11) 0.0743(11) 0.1008(13) 0.0035(9) 0.0480(10) -0.0311(9) F12 0.0879(12) 0.0280(6) 0.0982(13) 0.0001(7) 0.0130(9) -0.0071(7) F13 0.0917(13) 0.1159(16) 0.0550(9) -0.0169(10) 0.0129(9) -0.0334(12) F14 0.0826(14) 0.0925(15) 0.1115(16) -0.0185(12) -0.0237(12) 0.0084(11) F15 0.1157(17) 0.0711(12) 0.1216(17) -0.0211(12) -0.0065(14) -0.0510(12) F16 0.0846(11) 0.0731(10) 0.0550(8) 0.0119(7) 0.0459(8) 0.0143(8) F17 0.0793(9) 0.0432(7) 0.0382(6) -0.0062(5) 0.0150(6) -0.0078(6) F18 0.0880(12) 0.0702(10) 0.0659(9) 0.0196(8) 0.0259(8) 0.0290(9) F19 0.1166(16) 0.0541(9) 0.0916(13) 0.0311(9) 0.0277(12) -0.0089(9) F20 0.1347(17) 0.0823(12) 0.0411(8) 0.0144(8) 0.0134(9) 0.0118(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C6 1.387(3) . ? C1 C2 1.393(3) . ? C1 P1 1.8335(18) . ? C2 C3 1.392(3) . ? C2 H2A 0.9300 . ? C3 C4 1.383(4) . ? C3 H3A 0.9300 . ? C4 C5 1.378(4) . ? C4 H4A 0.9300 . ? C5 C6 1.388(3) . ? C5 H5A 0.9300 . ? C6 C7 1.518(3) . ? C7 O1 1.393(2) . ? C7 C8 1.554(3) . ? C7 C10 1.564(3) . ? C8 F1 1.349(2) . ? C8 F2 1.350(3) . ? C8 C9 1.545(4) . ? C9 F3 1.305(3) . ? C9 F4 1.313(4) . ? C9 F5 1.328(3) . ? C10 F7 1.349(3) . ? C10 F6 1.351(3) . ? C10 C11 1.540(4) . ? C11 F8 1.310(4) . ? C11 F9 1.326(4) . ? C11 F10 1.335(3) . ? C12 C17 1.388(2) . ? C12 C13 1.390(2) . ? C12 P1 1.8294(17) . ? C13 C14 1.385(3) . ? C13 H13A 0.9300 . ? C14 C15 1.386(3) . ? C14 H14A 0.9300 . ? C15 C16 1.377(3) . ? C15 H15A 0.9300 . ? C16 C17 1.388(3) . ? C16 H16A 0.9300 . ? C17 C18 1.513(3) . ? C18 O2 1.387(2) . ? C18 C19 1.553(3) . ? C18 C21 1.568(3) . ? C19 F12 1.346(3) . ? C19 F11 1.350(3) . ? C19 C20 1.547(4) . ? C20 F13 1.307(4) . ? C20 F15 1.318(3) . ? C20 F14 1.320(4) . ? C21 F17 1.349(3) . ? C21 F16 1.351(2) . ? C21 C22 1.544(3) . ? C22 F19 1.316(3) . ? C22 F18 1.319(3) . ? C22 F20 1.321(3) . ? C23 C24 1.386(3) . ? C23 C28 1.393(3) . ? C23 P1 1.8045(18) . ? C24 C25 1.393(3) . ? C24 H24A 0.9300 . ? C25 C26 1.381(3) . ? C25 H25A 0.9300 . ? C26 O3 1.363(2) . ? C26 C27 1.385(3) . ? C27 C28 1.383(3) . ? C27 H27A 0.9300 . ? C28 H28A 0.9300 . ? C29 O3 1.423(3) . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 0.9600 . ? O1 P1 1.7435(13) . ? O2 P1 1.7526(13) . ? 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 C6 C1 C2 119.61(18) . . ? C6 C1 P1 113.30(15) . . ? C2 C1 P1 126.83(15) . . ? C3 C2 C1 119.2(2) . . ? C3 C2 H2A 120.4 . . ? C1 C2 H2A 120.4 . . ? C4 C3 C2 120.5(3) . . ? C4 C3 H3A 119.8 . . ? C2 C3 H3A 119.8 . . ? C5 C4 C3 120.7(2) . . ? C5 C4 H4A 119.6 . . ? C3 C4 H4A 119.6 . . ? C4 C5 C6 119.0(2) . . ? C4 C5 H5A 120.5 . . ? C6 C5 H5A 120.5 . . ? C1 C6 C5 121.1(2) . . ? C1 C6 C7 112.32(16) . . ? C5 C6 C7 126.6(2) . . ? O1 C7 C6 107.60(15) . . ? O1 C7 C8 107.38(16) . . ? C6 C7 C8 112.61(19) . . ? O1 C7 C10 107.42(18) . . ? C6 C7 C10 109.65(17) . . ? C8 C7 C10 111.93(17) . . ? F1 C8 F2 108.2(2) . . ? F1 C8 C9 105.6(2) . . ? F2 C8 C9 105.9(2) . . ? F1 C8 C7 110.20(18) . . ? F2 C8 C7 109.5(2) . . ? C9 C8 C7 117.1(2) . . ? F3 C9 F4 108.5(3) . . ? F3 C9 F5 107.6(2) . . ? F4 C9 F5 107.9(2) . . ? F3 C9 C8 111.6(2) . . ? F4 C9 C8 112.6(2) . . ? F5 C9 C8 108.5(3) . . ? F7 C10 F6 106.72(19) . . ? F7 C10 C11 106.3(2) . . ? F6 C10 C11 105.8(2) . . ? F7 C10 C7 106.50(16) . . ? F6 C10 C7 111.0(2) . . ? C11 C10 C7 119.7(2) . . ? F8 C11 F9 109.0(3) . . ? F8 C11 F10 108.0(3) . . ? F9 C11 F10 106.3(2) . . ? F8 C11 C10 112.9(2) . . ? F9 C11 C10 111.0(3) . . ? F10 C11 C10 109.4(2) . . ? C17 C12 C13 119.12(16) . . ? C17 C12 P1 113.30(13) . . ? C13 C12 P1 127.34(13) . . ? C14 C13 C12 119.59(17) . . ? C14 C13 H13A 120.2 . . ? C12 C13 H13A 120.2 . . ? C13 C14 C15 120.55(19) . . ? C13 C14 H14A 119.7 . . ? C15 C14 H14A 119.7 . . ? C16 C15 C14 120.45(18) . . ? C16 C15 H15A 119.8 . . ? C14 C15 H15A 119.8 . . ? C15 C16 C17 118.88(18) . . ? C15 C16 H16A 120.6 . . ? C17 C16 H16A 120.6 . . ? C16 C17 C12 121.41(17) . . ? C16 C17 C18 126.26(17) . . ? C12 C17 C18 112.33(15) . . ? O2 C18 C17 107.99(14) . . ? O2 C18 C19 107.72(15) . . ? C17 C18 C19 111.42(17) . . ? O2 C18 C21 107.80(16) . . ? C17 C18 C21 109.09(15) . . ? C19 C18 C21 112.65(16) . . ? F12 C19 F11 107.56(19) . . ? F12 C19 C20 105.4(2) . . ? F11 C19 C20 106.3(2) . . ? F12 C19 C18 109.44(19) . . ? F11 C19 C18 110.74(19) . . ? C20 C19 C18 116.95(18) . . ? F13 C20 F15 109.0(3) . . ? F13 C20 F14 107.1(3) . . ? F15 C20 F14 106.4(2) . . ? F13 C20 C19 112.7(2) . . ? F15 C20 C19 109.8(2) . . ? F14 C20 C19 111.7(2) . . ? F17 C21 F16 107.21(17) . . ? F17 C21 C22 105.8(2) . . ? F16 C21 C22 105.47(17) . . ? F17 C21 C18 106.43(15) . . ? F16 C21 C18 110.99(19) . . ? C22 C21 C18 120.26(18) . . ? F19 C22 F18 108.0(2) . . ? F19 C22 F20 106.9(2) . . ? F18 C22 F20 108.2(3) . . ? F19 C22 C21 111.7(2) . . ? F18 C22 C21 112.49(18) . . ? F20 C22 C21 109.2(2) . . ? C24 C23 C28 118.93(17) . . ? C24 C23 P1 120.66(14) . . ? C28 C23 P1 120.41(14) . . ? C23 C24 C25 120.67(19) . . ? C23 C24 H24A 119.7 . . ? C25 C24 H24A 119.7 . . ? C26 C25 C24 119.76(18) . . ? C26 C25 H25A 120.1 . . ? C24 C25 H25A 120.1 . . ? O3 C26 C25 124.89(19) . . ? O3 C26 C27 115.17(19) . . ? C25 C26 C27 119.94(18) . . ? C28 C27 C26 120.23(19) . . ? C28 C27 H27A 119.9 . . ? C26 C27 H27A 119.9 . . ? C27 C28 C23 120.46(18) . . ? C27 C28 H28A 119.8 . . ? C23 C28 H28A 119.8 . . ? O3 C29 H29A 109.5 . . ? O3 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? O3 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C7 O1 P1 119.02(12) . . ? C18 O2 P1 118.61(11) . . ? C26 O3 C29 117.7(2) . . ? O1 P1 O2 167.89(7) . . ? O1 P1 C23 95.94(7) . . ? O2 P1 C23 96.17(7) . . ? O1 P1 C12 88.47(7) . . ? O2 P1 C12 87.12(7) . . ? C23 P1 C12 110.29(8) . . ? O1 P1 C1 87.16(8) . . ? O2 P1 C1 88.89(8) . . ? C23 P1 C1 110.17(8) . . ? C12 P1 C1 139.54(8) . . ? 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 C6 C1 C2 C3 0.1(3) . . . . ? P1 C1 C2 C3 -173.57(18) . . . . ? C1 C2 C3 C4 -0.3(4) . . . . ? C2 C3 C4 C5 0.1(4) . . . . ? C3 C4 C5 C6 0.2(4) . . . . ? C2 C1 C6 C5 0.2(3) . . . . ? P1 C1 C6 C5 174.73(19) . . . . ? C2 C1 C6 C7 179.69(19) . . . . ? P1 C1 C6 C7 -5.8(2) . . . . ? C4 C5 C6 C1 -0.4(4) . . . . ? C4 C5 C6 C7 -179.8(2) . . . . ? C1 C6 C7 O1 0.8(2) . . . . ? C5 C6 C7 O1 -179.8(2) . . . . ? C1 C6 C7 C8 -117.33(19) . . . . ? C5 C6 C7 C8 62.1(3) . . . . ? C1 C6 C7 C10 117.35(19) . . . . ? C5 C6 C7 C10 -63.2(3) . . . . ? O1 C7 C8 F1 165.6(2) . . . . ? C6 C7 C8 F1 -76.2(3) . . . . ? C10 C7 C8 F1 47.9(3) . . . . ? O1 C7 C8 F2 46.7(2) . . . . ? C6 C7 C8 F2 164.98(17) . . . . ? C10 C7 C8 F2 -70.9(2) . . . . ? O1 C7 C8 C9 -73.7(3) . . . . ? C6 C7 C8 C9 44.5(3) . . . . ? C10 C7 C8 C9 168.6(2) . . . . ? F1 C8 C9 F3 177.7(2) . . . . ? F2 C8 C9 F3 -67.7(3) . . . . ? C7 C8 C9 F3 54.6(3) . . . . ? F1 C8 C9 F4 55.4(3) . . . . ? F2 C8 C9 F4 170.0(2) . . . . ? C7 C8 C9 F4 -67.7(3) . . . . ? F1 C8 C9 F5 -64.0(3) . . . . ? F2 C8 C9 F5 50.6(3) . . . . ? C7 C8 C9 F5 172.9(2) . . . . ? O1 C7 C10 F7 59.3(2) . . . . ? C6 C7 C10 F7 -57.4(2) . . . . ? C8 C7 C10 F7 176.92(19) . . . . ? O1 C7 C10 F6 175.08(17) . . . . ? C6 C7 C10 F6 58.4(2) . . . . ? C8 C7 C10 F6 -67.3(3) . . . . ? O1 C7 C10 C11 -61.2(3) . . . . ? C6 C7 C10 C11 -177.8(2) . . . . ? C8 C7 C10 C11 56.5(3) . . . . ? F7 C10 C11 F8 -74.0(3) . . . . ? F6 C10 C11 F8 172.8(2) . . . . ? C7 C10 C11 F8 46.6(3) . . . . ? F7 C10 C11 F9 163.3(2) . . . . ? F6 C10 C11 F9 50.1(3) . . . . ? C7 C10 C11 F9 -76.1(3) . . . . ? F7 C10 C11 F10 46.3(3) . . . . ? F6 C10 C11 F10 -66.9(3) . . . . ? C7 C10 C11 F10 166.9(2) . . . . ? C17 C12 C13 C14 0.4(3) . . . . ? P1 C12 C13 C14 -173.51(16) . . . . ? C12 C13 C14 C15 -0.3(3) . . . . ? C13 C14 C15 C16 0.0(4) . . . . ? C14 C15 C16 C17 0.2(3) . . . . ? C15 C16 C17 C12 0.0(3) . . . . ? C15 C16 C17 C18 -179.4(2) . . . . ? C13 C12 C17 C16 -0.3(3) . . . . ? P1 C12 C17 C16 174.46(16) . . . . ? C13 C12 C17 C18 179.18(17) . . . . ? P1 C12 C17 C18 -6.1(2) . . . . ? C16 C17 C18 O2 -179.70(19) . . . . ? C12 C17 C18 O2 0.8(2) . . . . ? C16 C17 C18 C19 62.2(3) . . . . ? C12 C17 C18 C19 -117.27(18) . . . . ? C16 C17 C18 C21 -62.8(3) . . . . ? C12 C17 C18 C21 117.74(18) . . . . ? O2 C18 C19 F12 47.4(2) . . . . ? C17 C18 C19 F12 165.71(17) . . . . ? C21 C18 C19 F12 -71.3(2) . . . . ? O2 C18 C19 F11 165.85(18) . . . . ? C17 C18 C19 F11 -75.9(2) . . . . ? C21 C18 C19 F11 47.1(3) . . . . ? O2 C18 C19 C20 -72.2(2) . . . . ? C17 C18 C19 C20 46.1(3) . . . . ? C21 C18 C19 C20 169.0(2) . . . . ? F12 C19 C20 F13 -74.5(3) . . . . ? F11 C19 C20 F13 171.5(2) . . . . ? C18 C19 C20 F13 47.3(3) . . . . ? F12 C19 C20 F15 47.2(3) . . . . ? F11 C19 C20 F15 -66.8(3) . . . . ? C18 C19 C20 F15 169.0(2) . . . . ? F12 C19 C20 F14 164.9(2) . . . . ? F11 C19 C20 F14 50.9(3) . . . . ? C18 C19 C20 F14 -73.3(3) . . . . ? O2 C18 C21 F17 60.79(19) . . . . ? C17 C18 C21 F17 -56.2(2) . . . . ? C19 C18 C21 F17 179.49(17) . . . . ? O2 C18 C21 F16 177.11(15) . . . . ? C17 C18 C21 F16 60.1(2) . . . . ? C19 C18 C21 F16 -64.2(2) . . . . ? O2 C18 C21 C22 -59.2(2) . . . . ? C17 C18 C21 C22 -176.22(19) . . . . ? C19 C18 C21 C22 59.5(3) . . . . ? F17 C21 C22 F19 167.06(19) . . . . ? F16 C21 C22 F19 53.7(3) . . . . ? C18 C21 C22 F19 -72.6(3) . . . . ? F17 C21 C22 F18 -71.2(2) . . . . ? F16 C21 C22 F18 175.4(2) . . . . ? C18 C21 C22 F18 49.1(3) . . . . ? F17 C21 C22 F20 48.9(3) . . . . ? F16 C21 C22 F20 -64.5(3) . . . . ? C18 C21 C22 F20 169.3(2) . . . . ? C28 C23 C24 C25 0.3(3) . . . . ? P1 C23 C24 C25 -179.94(15) . . . . ? C23 C24 C25 C26 0.6(3) . . . . ? C24 C25 C26 O3 179.74(19) . . . . ? C24 C25 C26 C27 -1.0(3) . . . . ? O3 C26 C27 C28 179.70(19) . . . . ? C25 C26 C27 C28 0.3(3) . . . . ? C26 C27 C28 C23 0.6(3) . . . . ? C24 C23 C28 C27 -0.9(3) . . . . ? P1 C23 C28 C27 179.30(16) . . . . ? C6 C7 O1 P1 5.0(2) . . . . ? C8 C7 O1 P1 126.50(16) . . . . ? C10 C7 O1 P1 -112.95(16) . . . . ? C17 C18 O2 P1 5.20(19) . . . . ? C19 C18 O2 P1 125.65(15) . . . . ? C21 C18 O2 P1 -112.54(14) . . . . ? C25 C26 O3 C29 -11.0(3) . . . . ? C27 C26 O3 C29 169.6(2) . . . . ? C7 O1 P1 O2 -78.1(3) . . . . ? C7 O1 P1 C23 102.98(14) . . . . ? C7 O1 P1 C12 -146.77(14) . . . . ? C7 O1 P1 C1 -7.01(14) . . . . ? C18 O2 P1 O1 -76.0(3) . . . . ? C18 O2 P1 C23 102.86(14) . . . . ? C18 O2 P1 C12 -7.25(14) . . . . ? C18 O2 P1 C1 -146.97(14) . . . . ? C24 C23 P1 O1 -131.89(15) . . . . ? C28 C23 P1 O1 47.87(16) . . . . ? C24 C23 P1 O2 48.34(16) . . . . ? C28 C23 P1 O2 -131.90(15) . . . . ? C24 C23 P1 C12 137.55(15) . . . . ? C28 C23 P1 C12 -42.69(17) . . . . ? C24 C23 P1 C1 -42.74(17) . . . . ? C28 C23 P1 C1 137.02(15) . . . . ? C17 C12 P1 O1 176.04(14) . . . . ? C13 C12 P1 O1 -9.72(17) . . . . ? C17 C12 P1 O2 7.33(14) . . . . ? C13 C12 P1 O2 -178.44(17) . . . . ? C17 C12 P1 C23 -88.19(15) . . . . ? C13 C12 P1 C23 86.04(18) . . . . ? C17 C12 P1 C1 92.23(17) . . . . ? C13 C12 P1 C1 -93.5(2) . . . . ? C6 C1 P1 O1 7.07(15) . . . . ? C2 C1 P1 O1 -178.92(19) . . . . ? C6 C1 P1 O2 175.61(15) . . . . ? C2 C1 P1 O2 -10.37(19) . . . . ? C6 C1 P1 C23 -88.22(16) . . . . ? C2 C1 P1 C23 85.8(2) . . . . ? C6 C1 P1 C12 91.36(18) . . . . ? C2 C1 P1 C12 -94.6(2) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.91 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.546 _refine_diff_density_min -0.771 _refine_diff_density_rms 0.236 data_compound13e _database_code_depnum_ccdc_archive 'CCDC 672357' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point 190 _chemical_formula_moiety ? _chemical_formula_sum 'C31 H19 F20 O2 P' _chemical_formula_weight 834.43 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.9960(2) _cell_length_b 11.9660(3) _cell_length_c 14.1910(3) _cell_angle_alpha 86.9670(10) _cell_angle_beta 87.4260(10) _cell_angle_gamma 68.0970(10) _cell_volume 1572.10(6) _cell_formula_units_Z 2 _cell_measurement_temperature 173 _cell_measurement_reflns_used ? _cell_measurement_theta_min 1.4 _cell_measurement_theta_max 28.0 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.763 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 832 _exptl_absorpt_coefficient_mu 0.238 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173 _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'MacScience DIP2030 Imaging Plate' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.00 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6952 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0188 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.44 _diffrn_reflns_theta_max 27.96 _reflns_number_total 6952 _reflns_number_gt 6630 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'HKL(Otwinowski, 1997)' _computing_cell_refinement 'HKL(Otwinowski, 1997)' _computing_data_reduction 'HKL(Otwinowski, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0759P)^2^+0.7425P] 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 6952 _refine_ls_number_parameters 490 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0393 _refine_ls_R_factor_gt 0.0352 _refine_ls_wR_factor_ref 0.1256 _refine_ls_wR_factor_gt 0.1078 _refine_ls_goodness_of_fit_ref 1.126 _refine_ls_restrained_S_all 1.126 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.86115(15) 0.85359(13) 0.87117(10) 0.0155(3) Uani 1 1 d . . . C2 C 0.90240(16) 0.80245(14) 0.96159(10) 0.0191(3) Uani 1 1 d . . . H1 H 0.9780 0.7258 0.9688 0.023 Uiso 1 1 calc R . . C3 C 0.83213(18) 0.86444(16) 1.04023(11) 0.0227(3) Uani 1 1 d . . . H2 H 0.8604 0.8301 1.1015 0.027 Uiso 1 1 calc R . . C4 C 0.72060(19) 0.97647(16) 1.03072(12) 0.0255(3) Uani 1 1 d . . . H3 H 0.6726 1.0174 1.0854 0.031 Uiso 1 1 calc R . . C5 C 0.67932(17) 1.02861(15) 0.94184(12) 0.0237(3) Uani 1 1 d . . . H4 H 0.6035 1.1051 0.9349 0.028 Uiso 1 1 calc R . . C6 C 0.75122(15) 0.96660(13) 0.86297(10) 0.0172(3) Uani 1 1 d . . . C7 C 0.72222(14) 1.01051(13) 0.76085(10) 0.0152(3) Uani 1 1 d . . . C8 C 0.74322(16) 1.13219(14) 0.73906(11) 0.0197(3) Uani 1 1 d . . . C9 C 0.87186(18) 1.14902(16) 0.78592(13) 0.0260(3) Uani 1 1 d . . . C10 C 0.56667(15) 1.01889(13) 0.73864(11) 0.0185(3) Uani 1 1 d . . . C11 C 0.50911(17) 1.05650(17) 0.63811(12) 0.0272(4) Uani 1 1 d . . . C12 C 1.09011(15) 0.79748(13) 0.69326(10) 0.0154(3) Uani 1 1 d . . . C13 C 1.09344(16) 0.88925(14) 0.62865(11) 0.0191(3) Uani 1 1 d . . . H5 H 1.0081 0.9576 0.6167 0.023 Uiso 1 1 calc R . . C14 C 1.22227(18) 0.87952(16) 0.58228(12) 0.0247(3) Uani 1 1 d . . . H6 H 1.2247 0.9417 0.5385 0.030 Uiso 1 1 calc R . . C15 C 1.34756(18) 0.78014(17) 0.59905(13) 0.0273(3) Uani 1 1 d . . . H7 H 1.4349 0.7746 0.5666 0.033 Uiso 1 1 calc R . . C16 C 1.34592(16) 0.68898(15) 0.66295(12) 0.0240(3) Uani 1 1 d . . . H8 H 1.4314 0.6207 0.6745 0.029 Uiso 1 1 calc R . . C17 C 1.21688(15) 0.69924(13) 0.70982(10) 0.0171(3) Uani 1 1 d . . . C18 C 1.19672(14) 0.60998(13) 0.78387(10) 0.0168(3) Uani 1 1 d . . . C19 C 1.29653(16) 0.59117(15) 0.86983(11) 0.0232(3) Uani 1 1 d . . . C20 C 1.31747(18) 0.70298(18) 0.90583(13) 0.0297(4) Uani 1 1 d . . . C21 C 1.22256(16) 0.48830(14) 0.73639(12) 0.0214(3) Uani 1 1 d . . . C22 C 1.20231(19) 0.38337(15) 0.79616(15) 0.0317(4) Uani 1 1 d . . . C23 C 0.84333(14) 0.69832(13) 0.70214(10) 0.0154(3) Uani 1 1 d . . . C24 C 0.84312(15) 0.69399(14) 0.60259(10) 0.0181(3) Uani 1 1 d . . . C25 C 0.78964(17) 0.61516(15) 0.56315(12) 0.0233(3) Uani 1 1 d . . . H9 H 0.7899 0.6126 0.4964 0.028 Uiso 1 1 calc R . . C26 C 0.73614(16) 0.54040(15) 0.61740(13) 0.0237(3) Uani 1 1 d . . . C27 C 0.73166(16) 0.54954(14) 0.71462(12) 0.0223(3) Uani 1 1 d . . . H10 H 0.6920 0.5014 0.7529 0.027 Uiso 1 1 calc R . . C28 C 0.78308(15) 0.62657(13) 0.75849(11) 0.0179(3) Uani 1 1 d . . . C29 C 0.90205(19) 0.76519(16) 0.53293(11) 0.0253(3) Uani 1 1 d . . . H11 H 1.0077 0.7292 0.5313 0.038 Uiso 1 1 calc R . . H12 H 0.8704 0.8487 0.5523 0.038 Uiso 1 1 calc R . . H13 H 0.8663 0.7638 0.4700 0.038 Uiso 1 1 calc R . . C30 C 0.6858(2) 0.45251(19) 0.57171(15) 0.0349(4) Uani 1 1 d . . . H14 H 0.6357 0.4898 0.5136 0.052 Uiso 1 1 calc R . . H15 H 0.6198 0.4308 0.6153 0.052 Uiso 1 1 calc R . . H16 H 0.7692 0.3798 0.5565 0.052 Uiso 1 1 calc R . . C31 C 0.76598(17) 0.62917(16) 0.86475(11) 0.0235(3) Uani 1 1 d . . . H17 H 0.7204 0.5728 0.8874 0.035 Uiso 1 1 calc R . . H18 H 0.7055 0.7108 0.8831 0.035 Uiso 1 1 calc R . . H19 H 0.8610 0.6056 0.8926 0.035 Uiso 1 1 calc R . . O1 O 0.82023(10) 0.92437(9) 0.70424(7) 0.0149(2) Uani 1 1 d . . . O2 O 1.05423(10) 0.65756(9) 0.81692(7) 0.0159(2) Uani 1 1 d . . . P1 P 0.93269(3) 0.78662(3) 0.75779(2) 0.01265(10) Uani 1 1 d . . . F1 F 0.62473(11) 1.22704(9) 0.76550(8) 0.0301(2) Uani 1 1 d . . . F2 F 0.76369(11) 1.14496(9) 0.64494(7) 0.0265(2) Uani 1 1 d . . . F3 F 0.98957(11) 1.05001(11) 0.78513(9) 0.0370(3) Uani 1 1 d . . . F4 F 0.84021(14) 1.18018(14) 0.87443(9) 0.0454(3) Uani 1 1 d . . . F5 F 0.90153(16) 1.23654(13) 0.73988(11) 0.0511(4) Uani 1 1 d . . . F6 F 0.46693(10) 1.09457(9) 0.79699(7) 0.0266(2) Uani 1 1 d . . . F7 F 0.56336(10) 0.90782(9) 0.75668(8) 0.0270(2) Uani 1 1 d . . . F8 F 0.59655(12) 0.98736(15) 0.57433(8) 0.0465(3) Uani 1 1 d . . . F9 F 0.49065(14) 1.17014(12) 0.61563(9) 0.0431(3) Uani 1 1 d . . . F10 F 0.38070(11) 1.04768(12) 0.63414(9) 0.0380(3) Uani 1 1 d . . . F11 F 1.43134(10) 0.51143(10) 0.85010(8) 0.0332(3) Uani 1 1 d . . . F12 F 1.24211(12) 0.54434(10) 0.94407(7) 0.0318(2) Uani 1 1 d . . . F13 F 1.19295(11) 0.79568(11) 0.91435(9) 0.0361(3) Uani 1 1 d . . . F14 F 1.40477(13) 0.73792(13) 0.84935(9) 0.0421(3) Uani 1 1 d . . . F15 F 1.37649(15) 0.67627(14) 0.99012(9) 0.0497(3) Uani 1 1 d . . . F16 F 1.35657(10) 0.44185(9) 0.69629(8) 0.0292(2) Uani 1 1 d . . . F17 F 1.12824(11) 0.51402(9) 0.66553(8) 0.0280(2) Uani 1 1 d . . . F18 F 1.07787(13) 0.41824(10) 0.84421(11) 0.0477(4) Uani 1 1 d . . . F19 F 1.30830(14) 0.33446(10) 0.85626(10) 0.0421(3) Uani 1 1 d . . . F20 F 1.20500(14) 0.29804(10) 0.73894(11) 0.0453(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0153(6) 0.0169(6) 0.0147(6) -0.0006(5) 0.0013(5) -0.0067(5) C2 0.0208(7) 0.0214(7) 0.0152(6) 0.0023(6) -0.0012(5) -0.0084(5) C3 0.0281(8) 0.0289(8) 0.0141(6) 0.0002(6) 0.0009(5) -0.0143(6) C4 0.0316(8) 0.0288(8) 0.0173(7) -0.0069(7) 0.0075(6) -0.0128(7) C5 0.0245(7) 0.0218(7) 0.0213(7) -0.0055(6) 0.0048(6) -0.0046(6) C6 0.0174(6) 0.0176(7) 0.0160(6) -0.0004(6) 0.0010(5) -0.0061(5) C7 0.0137(6) 0.0128(6) 0.0167(6) -0.0006(5) 0.0014(5) -0.0025(5) C8 0.0197(7) 0.0142(6) 0.0229(7) 0.0000(6) 0.0003(5) -0.0040(5) C9 0.0275(8) 0.0218(8) 0.0314(8) -0.0050(7) 0.0010(6) -0.0120(6) C10 0.0141(6) 0.0164(6) 0.0224(7) 0.0001(6) 0.0018(5) -0.0032(5) C11 0.0171(7) 0.0359(9) 0.0267(8) 0.0023(7) -0.0044(6) -0.0078(6) C12 0.0150(6) 0.0159(6) 0.0154(6) -0.0006(5) 0.0015(5) -0.0059(5) C13 0.0199(7) 0.0181(7) 0.0196(7) 0.0013(6) 0.0016(5) -0.0078(5) C14 0.0257(8) 0.0262(8) 0.0248(7) 0.0027(7) 0.0048(6) -0.0138(6) C15 0.0209(7) 0.0330(9) 0.0293(8) 0.0005(7) 0.0080(6) -0.0127(6) C16 0.0144(6) 0.0258(8) 0.0289(8) -0.0003(7) 0.0040(5) -0.0047(5) C17 0.0154(6) 0.0170(6) 0.0180(6) -0.0003(6) 0.0016(5) -0.0055(5) C18 0.0124(6) 0.0160(6) 0.0189(6) 0.0012(6) 0.0003(5) -0.0019(5) C19 0.0166(7) 0.0252(8) 0.0224(7) 0.0028(6) -0.0025(5) -0.0018(6) C20 0.0210(7) 0.0380(10) 0.0292(8) -0.0059(8) -0.0052(6) -0.0087(7) C21 0.0164(7) 0.0168(7) 0.0265(8) -0.0018(6) 0.0024(5) -0.0011(5) C22 0.0280(8) 0.0147(7) 0.0471(11) 0.0015(8) 0.0051(7) -0.0027(6) C23 0.0136(6) 0.0137(6) 0.0175(6) -0.0002(5) -0.0002(5) -0.0035(5) C24 0.0170(6) 0.0183(7) 0.0174(7) -0.0016(6) -0.0002(5) -0.0046(5) C25 0.0218(7) 0.0255(8) 0.0217(7) -0.0049(6) -0.0017(5) -0.0073(6) C26 0.0168(7) 0.0209(7) 0.0333(8) -0.0065(7) -0.0018(6) -0.0062(5) C27 0.0169(7) 0.0198(7) 0.0311(8) -0.0002(6) 0.0004(6) -0.0079(5) C28 0.0142(6) 0.0170(6) 0.0213(7) 0.0017(6) -0.0002(5) -0.0050(5) C29 0.0328(8) 0.0305(8) 0.0156(7) -0.0006(6) 0.0011(6) -0.0154(7) C30 0.0338(9) 0.0344(10) 0.0429(10) -0.0138(9) -0.0013(8) -0.0184(8) C31 0.0239(7) 0.0283(8) 0.0216(7) 0.0034(6) 0.0023(6) -0.0146(6) O1 0.0140(4) 0.0135(5) 0.0138(4) -0.0002(4) 0.0013(3) -0.0014(3) O2 0.0121(4) 0.0145(5) 0.0175(5) 0.0023(4) 0.0012(3) -0.0015(3) P1 0.01168(16) 0.01229(17) 0.01264(17) 0.00083(13) 0.00073(12) -0.00319(12) F1 0.0257(5) 0.0138(4) 0.0449(6) -0.0039(4) 0.0017(4) -0.0005(4) F2 0.0338(5) 0.0236(5) 0.0239(5) 0.0066(4) -0.0018(4) -0.0137(4) F3 0.0230(5) 0.0350(6) 0.0523(7) -0.0140(6) -0.0073(5) -0.0078(4) F4 0.0446(7) 0.0621(9) 0.0386(6) -0.0270(7) 0.0051(5) -0.0277(6) F5 0.0592(8) 0.0464(8) 0.0659(9) 0.0134(7) -0.0137(7) -0.0412(7) F6 0.0158(4) 0.0270(5) 0.0299(5) -0.0041(4) 0.0057(4) 0.0000(4) F7 0.0203(4) 0.0204(5) 0.0417(6) 0.0034(4) -0.0013(4) -0.0097(4) F8 0.0272(6) 0.0755(10) 0.0252(5) -0.0124(6) -0.0050(4) -0.0037(6) F9 0.0414(6) 0.0454(7) 0.0434(7) 0.0236(6) -0.0188(5) -0.0185(5) F10 0.0197(5) 0.0514(7) 0.0443(6) 0.0027(6) -0.0110(4) -0.0145(5) F11 0.0171(5) 0.0323(6) 0.0390(6) -0.0001(5) -0.0062(4) 0.0042(4) F12 0.0324(5) 0.0352(6) 0.0230(5) 0.0110(4) -0.0051(4) -0.0081(4) F13 0.0248(5) 0.0317(6) 0.0510(7) -0.0149(5) -0.0019(5) -0.0079(4) F14 0.0335(6) 0.0563(8) 0.0475(7) -0.0126(6) 0.0042(5) -0.0287(6) F15 0.0499(7) 0.0622(9) 0.0356(6) -0.0076(6) -0.0203(6) -0.0165(7) F16 0.0201(5) 0.0226(5) 0.0384(6) -0.0063(4) 0.0086(4) -0.0006(4) F17 0.0270(5) 0.0231(5) 0.0308(5) -0.0079(4) -0.0044(4) -0.0042(4) F18 0.0374(6) 0.0221(5) 0.0764(10) 0.0069(6) 0.0234(6) -0.0066(5) F19 0.0444(7) 0.0214(5) 0.0517(7) 0.0120(5) -0.0054(5) -0.0033(5) F20 0.0470(7) 0.0183(5) 0.0700(9) -0.0067(6) -0.0008(6) -0.0109(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C6 1.3913(19) . ? C1 C2 1.4026(19) . ? C1 P1 1.8298(15) . ? C2 C3 1.385(2) . ? C2 H1 0.9500 . ? C3 C4 1.392(2) . ? C3 H2 0.9500 . ? C4 C5 1.386(2) . ? C4 H3 0.9500 . ? C5 C6 1.392(2) . ? C5 H4 0.9500 . ? C6 C7 1.5177(19) . ? C7 O1 1.3897(17) . ? C7 C8 1.560(2) . ? C7 C10 1.5656(19) . ? C8 F2 1.3514(18) . ? C8 F1 1.3542(17) . ? C8 C9 1.556(2) . ? C9 F4 1.320(2) . ? C9 F3 1.322(2) . ? C9 F5 1.324(2) . ? C10 F7 1.3525(17) . ? C10 F6 1.3533(17) . ? C10 C11 1.543(2) . ? C11 F8 1.318(2) . ? C11 F9 1.326(2) . ? C11 F10 1.3305(19) . ? C12 C17 1.3889(19) . ? C12 C13 1.4020(19) . ? C12 P1 1.8282(14) . ? C13 C14 1.387(2) . ? C13 H5 0.9500 . ? C14 C15 1.387(2) . ? C14 H6 0.9500 . ? C15 C16 1.385(2) . ? C15 H7 0.9500 . ? C16 C17 1.391(2) . ? C16 H8 0.9500 . ? C17 C18 1.5193(19) . ? C18 O2 1.3915(16) . ? C18 C19 1.564(2) . ? C18 C21 1.565(2) . ? C19 F12 1.3540(19) . ? C19 F11 1.3564(18) . ? C19 C20 1.545(3) . ? C20 F14 1.324(2) . ? C20 F15 1.328(2) . ? C20 F13 1.329(2) . ? C21 F17 1.3529(19) . ? C21 F16 1.3553(17) . ? C21 C22 1.549(2) . ? C22 F18 1.324(2) . ? C22 F19 1.326(2) . ? C22 F20 1.330(3) . ? C23 C24 1.417(2) . ? C23 C28 1.4175(19) . ? C23 P1 1.8422(15) . ? C24 C25 1.396(2) . ? C24 C29 1.511(2) . ? C25 C26 1.388(2) . ? C25 H9 0.9500 . ? C26 C27 1.387(2) . ? C26 C30 1.509(2) . ? C27 C28 1.394(2) . ? C27 H10 0.9500 . ? C28 C31 1.511(2) . ? C29 H11 0.9800 . ? C29 H12 0.9800 . ? C29 H13 0.9800 . ? C30 H14 0.9800 . ? C30 H15 0.9800 . ? C30 H16 0.9800 . ? C31 H17 0.9800 . ? C31 H18 0.9800 . ? C31 H19 0.9800 . ? O1 P1 1.7663(10) . ? O2 P1 1.7663(10) . ? 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 C6 C1 C2 118.83(14) . . ? C6 C1 P1 113.80(11) . . ? C2 C1 P1 127.34(12) . . ? C3 C2 C1 119.53(14) . . ? C3 C2 H1 120.2 . . ? C1 C2 H1 120.2 . . ? C2 C3 C4 120.89(14) . . ? C2 C3 H2 119.6 . . ? C4 C3 H2 119.6 . . ? C5 C4 C3 120.26(15) . . ? C5 C4 H3 119.9 . . ? C3 C4 H3 119.9 . . ? C4 C5 C6 118.69(15) . . ? C4 C5 H4 120.7 . . ? C6 C5 H4 120.7 . . ? C1 C6 C5 121.79(14) . . ? C1 C6 C7 112.33(13) . . ? C5 C6 C7 125.89(14) . . ? O1 C7 C6 107.82(11) . . ? O1 C7 C8 107.76(11) . . ? C6 C7 C8 112.49(13) . . ? O1 C7 C10 108.32(12) . . ? C6 C7 C10 107.98(11) . . ? C8 C7 C10 112.30(11) . . ? F2 C8 F1 107.61(12) . . ? F2 C8 C9 106.17(12) . . ? F1 C8 C9 105.40(13) . . ? F2 C8 C7 108.84(13) . . ? F1 C8 C7 111.19(12) . . ? C9 C8 C7 117.16(12) . . ? F4 C9 F3 107.92(16) . . ? F4 C9 F5 107.43(15) . . ? F3 C9 F5 108.32(15) . . ? F4 C9 C8 111.36(14) . . ? F3 C9 C8 112.27(14) . . ? F5 C9 C8 109.37(14) . . ? F7 C10 F6 106.96(12) . . ? F7 C10 C11 105.64(14) . . ? F6 C10 C11 105.78(12) . . ? F7 C10 C7 106.83(11) . . ? F6 C10 C7 111.11(13) . . ? C11 C10 C7 119.77(12) . . ? F8 C11 F9 108.47(15) . . ? F8 C11 F10 108.78(16) . . ? F9 C11 F10 107.01(14) . . ? F8 C11 C10 111.61(14) . . ? F9 C11 C10 111.81(15) . . ? F10 C11 C10 109.01(14) . . ? C17 C12 C13 118.89(13) . . ? C17 C12 P1 113.70(10) . . ? C13 C12 P1 127.36(11) . . ? C14 C13 C12 119.50(14) . . ? C14 C13 H5 120.3 . . ? C12 C13 H5 120.3 . . ? C15 C14 C13 120.80(14) . . ? C15 C14 H6 119.6 . . ? C13 C14 H6 119.6 . . ? C16 C15 C14 120.31(14) . . ? C16 C15 H7 119.8 . . ? C14 C15 H7 119.8 . . ? C15 C16 C17 118.82(14) . . ? C15 C16 H8 120.6 . . ? C17 C16 H8 120.6 . . ? C12 C17 C16 121.67(13) . . ? C12 C17 C18 112.56(12) . . ? C16 C17 C18 125.75(13) . . ? O2 C18 C17 107.34(11) . . ? O2 C18 C19 107.96(12) . . ? C17 C18 C19 112.13(12) . . ? O2 C18 C21 108.54(12) . . ? C17 C18 C21 109.07(12) . . ? C19 C18 C21 111.63(12) . . ? F12 C19 F11 107.62(13) . . ? F12 C19 C20 106.21(14) . . ? F11 C19 C20 105.41(13) . . ? F12 C19 C18 108.57(13) . . ? F11 C19 C18 110.77(14) . . ? C20 C19 C18 117.77(13) . . ? F14 C20 F15 107.34(15) . . ? F14 C20 F13 108.12(16) . . ? F15 C20 F13 108.07(17) . . ? F14 C20 C19 112.05(15) . . ? F15 C20 C19 109.28(16) . . ? F13 C20 C19 111.80(14) . . ? F17 C21 F16 106.76(13) . . ? F17 C21 C22 105.97(14) . . ? F16 C21 C22 105.82(12) . . ? F17 C21 C18 106.77(12) . . ? F16 C21 C18 111.41(13) . . ? C22 C21 C18 119.38(14) . . ? F18 C22 F19 108.65(17) . . ? F18 C22 F20 108.00(16) . . ? F19 C22 F20 107.64(14) . . ? F18 C22 C21 112.27(13) . . ? F19 C22 C21 111.16(15) . . ? F20 C22 C21 108.96(17) . . ? C24 C23 C28 118.94(13) . . ? C24 C23 P1 120.60(11) . . ? C28 C23 P1 120.30(11) . . ? C25 C24 C23 118.97(14) . . ? C25 C24 C29 115.55(14) . . ? C23 C24 C29 125.44(14) . . ? C26 C25 C24 122.78(15) . . ? C26 C25 H9 118.6 . . ? C24 C25 H9 118.6 . . ? C27 C26 C25 117.40(15) . . ? C27 C26 C30 121.72(16) . . ? C25 C26 C30 120.88(17) . . ? C26 C27 C28 122.66(14) . . ? C26 C27 H10 118.7 . . ? C28 C27 H10 118.7 . . ? C27 C28 C23 119.14(14) . . ? C27 C28 C31 116.25(13) . . ? C23 C28 C31 124.60(14) . . ? C24 C29 H11 109.5 . . ? C24 C29 H12 109.5 . . ? H11 C29 H12 109.5 . . ? C24 C29 H13 109.5 . . ? H11 C29 H13 109.5 . . ? H12 C29 H13 109.5 . . ? C26 C30 H14 109.5 . . ? C26 C30 H15 109.5 . . ? H14 C30 H15 109.5 . . ? C26 C30 H16 109.5 . . ? H14 C30 H16 109.5 . . ? H15 C30 H16 109.5 . . ? C28 C31 H17 109.5 . . ? C28 C31 H18 109.5 . . ? H17 C31 H18 109.5 . . ? C28 C31 H19 109.5 . . ? H17 C31 H19 109.5 . . ? H18 C31 H19 109.5 . . ? C7 O1 P1 118.65(8) . . ? C18 O2 P1 118.66(8) . . ? O1 P1 O2 174.02(5) . . ? O1 P1 C12 90.68(6) . . ? O2 P1 C12 86.72(6) . . ? O1 P1 C1 86.85(6) . . ? O2 P1 C1 90.28(6) . . ? C12 P1 C1 125.52(7) . . ? O1 P1 C23 93.52(6) . . ? O2 P1 C23 92.46(6) . . ? C12 P1 C23 115.63(7) . . ? C1 P1 C23 118.85(6) . . ? 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 C6 C1 C2 C3 0.8(2) . . . . ? P1 C1 C2 C3 -177.38(11) . . . . ? C1 C2 C3 C4 0.4(2) . . . . ? C2 C3 C4 C5 -0.9(3) . . . . ? C3 C4 C5 C6 0.2(3) . . . . ? C2 C1 C6 C5 -1.5(2) . . . . ? P1 C1 C6 C5 176.90(12) . . . . ? C2 C1 C6 C7 178.52(13) . . . . ? P1 C1 C6 C7 -3.07(16) . . . . ? C4 C5 C6 C1 1.0(2) . . . . ? C4 C5 C6 C7 -179.01(15) . . . . ? C1 C6 C7 O1 -2.15(16) . . . . ? C5 C6 C7 O1 177.87(14) . . . . ? C1 C6 C7 C8 -120.84(14) . . . . ? C5 C6 C7 C8 59.19(19) . . . . ? C1 C6 C7 C10 114.68(13) . . . . ? C5 C6 C7 C10 -65.29(19) . . . . ? O1 C7 C8 F2 40.96(15) . . . . ? C6 C7 C8 F2 159.67(12) . . . . ? C10 C7 C8 F2 -78.25(15) . . . . ? O1 C7 C8 F1 159.32(12) . . . . ? C6 C7 C8 F1 -81.96(15) . . . . ? C10 C7 C8 F1 40.11(17) . . . . ? O1 C7 C8 C9 -79.42(16) . . . . ? C6 C7 C8 C9 39.30(18) . . . . ? C10 C7 C8 C9 161.37(14) . . . . ? F2 C8 C9 F4 158.02(14) . . . . ? F1 C8 C9 F4 44.03(18) . . . . ? C7 C8 C9 F4 -80.21(18) . . . . ? F2 C8 C9 F3 -80.84(16) . . . . ? F1 C8 C9 F3 165.18(14) . . . . ? C7 C8 C9 F3 40.9(2) . . . . ? F2 C8 C9 F5 39.43(19) . . . . ? F1 C8 C9 F5 -74.55(17) . . . . ? C7 C8 C9 F5 161.20(14) . . . . ? O1 C7 C10 F7 58.80(15) . . . . ? C6 C7 C10 F7 -57.72(15) . . . . ? C8 C7 C10 F7 177.68(12) . . . . ? O1 C7 C10 F6 175.13(11) . . . . ? C6 C7 C10 F6 58.61(15) . . . . ? C8 C7 C10 F6 -65.99(16) . . . . ? O1 C7 C10 C11 -61.04(17) . . . . ? C6 C7 C10 C11 -177.55(14) . . . . ? C8 C7 C10 C11 57.84(19) . . . . ? F7 C10 C11 F8 -65.71(17) . . . . ? F6 C10 C11 F8 -178.91(14) . . . . ? C7 C10 C11 F8 54.7(2) . . . . ? F7 C10 C11 F9 172.59(13) . . . . ? F6 C10 C11 F9 59.38(17) . . . . ? C7 C10 C11 F9 -66.98(19) . . . . ? F7 C10 C11 F10 54.48(17) . . . . ? F6 C10 C11 F10 -58.73(18) . . . . ? C7 C10 C11 F10 174.91(13) . . . . ? C17 C12 C13 C14 0.6(2) . . . . ? P1 C12 C13 C14 -176.61(13) . . . . ? C12 C13 C14 C15 0.1(3) . . . . ? C13 C14 C15 C16 -0.3(3) . . . . ? C14 C15 C16 C17 -0.1(3) . . . . ? C13 C12 C17 C16 -1.0(2) . . . . ? P1 C12 C17 C16 176.56(13) . . . . ? C13 C12 C17 C18 178.03(13) . . . . ? P1 C12 C17 C18 -4.44(17) . . . . ? C15 C16 C17 C12 0.8(3) . . . . ? C15 C16 C17 C18 -178.10(16) . . . . ? C12 C17 C18 O2 -2.64(18) . . . . ? C16 C17 C18 O2 176.32(15) . . . . ? C12 C17 C18 C19 -121.06(14) . . . . ? C16 C17 C18 C19 57.9(2) . . . . ? C12 C17 C18 C21 114.78(14) . . . . ? C16 C17 C18 C21 -66.3(2) . . . . ? O2 C18 C19 F12 42.32(17) . . . . ? C17 C18 C19 F12 160.36(12) . . . . ? C21 C18 C19 F12 -76.90(16) . . . . ? O2 C18 C19 F11 160.27(12) . . . . ? C17 C18 C19 F11 -81.68(16) . . . . ? C21 C18 C19 F11 41.06(17) . . . . ? O2 C18 C19 C20 -78.32(16) . . . . ? C17 C18 C19 C20 39.72(19) . . . . ? C21 C18 C19 C20 162.46(13) . . . . ? F12 C19 C20 F14 162.91(13) . . . . ? F11 C19 C20 F14 48.89(18) . . . . ? C18 C19 C20 F14 -75.23(18) . . . . ? F12 C19 C20 F15 44.07(18) . . . . ? F11 C19 C20 F15 -69.95(17) . . . . ? C18 C19 C20 F15 165.92(14) . . . . ? F12 C19 C20 F13 -75.53(17) . . . . ? F11 C19 C20 F13 170.45(14) . . . . ? C18 C19 C20 F13 46.3(2) . . . . ? O2 C18 C21 F17 59.12(15) . . . . ? C17 C18 C21 F17 -57.54(15) . . . . ? C19 C18 C21 F17 177.99(12) . . . . ? O2 C18 C21 F16 175.33(11) . . . . ? C17 C18 C21 F16 58.67(16) . . . . ? C19 C18 C21 F16 -65.80(16) . . . . ? O2 C18 C21 C22 -60.84(17) . . . . ? C17 C18 C21 C22 -177.50(13) . . . . ? C19 C18 C21 C22 58.04(18) . . . . ? F17 C21 C22 F18 -70.6(2) . . . . ? F16 C21 C22 F18 176.25(17) . . . . ? C18 C21 C22 F18 49.7(2) . . . . ? F17 C21 C22 F19 167.43(14) . . . . ? F16 C21 C22 F19 54.3(2) . . . . ? C18 C21 C22 F19 -72.20(19) . . . . ? F17 C21 C22 F20 48.97(17) . . . . ? F16 C21 C22 F20 -64.17(18) . . . . ? C18 C21 C22 F20 169.33(13) . . . . ? C28 C23 C24 C25 -2.9(2) . . . . ? P1 C23 C24 C25 172.47(11) . . . . ? C28 C23 C24 C29 179.60(14) . . . . ? P1 C23 C24 C29 -5.0(2) . . . . ? C23 C24 C25 C26 0.1(2) . . . . ? C29 C24 C25 C26 177.82(15) . . . . ? C24 C25 C26 C27 2.6(2) . . . . ? C24 C25 C26 C30 -177.15(15) . . . . ? C25 C26 C27 C28 -2.4(2) . . . . ? C30 C26 C27 C28 177.30(15) . . . . ? C26 C27 C28 C23 -0.4(2) . . . . ? C26 C27 C28 C31 178.04(14) . . . . ? C24 C23 C28 C27 3.0(2) . . . . ? P1 C23 C28 C27 -172.34(11) . . . . ? C24 C23 C28 C31 -175.22(14) . . . . ? P1 C23 C28 C31 9.4(2) . . . . ? C6 C7 O1 P1 6.95(14) . . . . ? C8 C7 O1 P1 128.62(10) . . . . ? C10 C7 O1 P1 -109.67(11) . . . . ? C17 C18 O2 P1 9.25(16) . . . . ? C19 C18 O2 P1 130.33(11) . . . . ? C21 C18 O2 P1 -108.51(11) . . . . ? C7 O1 P1 O2 -68.8(5) . . . . ? C7 O1 P1 C12 -132.94(10) . . . . ? C7 O1 P1 C1 -7.40(10) . . . . ? C7 O1 P1 C23 111.33(10) . . . . ? C18 O2 P1 O1 -74.3(5) . . . . ? C18 O2 P1 C12 -10.04(11) . . . . ? C18 O2 P1 C1 -135.60(11) . . . . ? C18 O2 P1 C23 105.51(11) . . . . ? C17 C12 P1 O1 -177.61(12) . . . . ? C13 C12 P1 O1 -0.32(14) . . . . ? C17 C12 P1 O2 7.77(12) . . . . ? C13 C12 P1 O2 -174.94(14) . . . . ? C17 C12 P1 C1 95.78(13) . . . . ? C13 C12 P1 C1 -86.94(15) . . . . ? C17 C12 P1 C23 -83.38(13) . . . . ? C13 C12 P1 C23 93.90(15) . . . . ? C6 C1 P1 O1 5.63(11) . . . . ? C2 C1 P1 O1 -176.13(14) . . . . ? C6 C1 P1 O2 -179.62(11) . . . . ? C2 C1 P1 O2 -1.38(14) . . . . ? C6 C1 P1 C12 94.21(12) . . . . ? C2 C1 P1 C12 -87.55(15) . . . . ? C6 C1 P1 C23 -86.65(12) . . . . ? C2 C1 P1 C23 91.59(14) . . . . ? C24 C23 P1 O1 61.09(12) . . . . ? C28 C23 P1 O1 -123.61(11) . . . . ? C24 C23 P1 O2 -118.89(11) . . . . ? C28 C23 P1 O2 56.41(12) . . . . ? C24 C23 P1 C12 -31.35(13) . . . . ? C28 C23 P1 C12 143.95(11) . . . . ? C24 C23 P1 C1 149.42(11) . . . . ? C28 C23 P1 C1 -35.27(14) . . . . ? _diffrn_measured_fraction_theta_max 0.919 _diffrn_reflns_theta_full 27.96 _diffrn_measured_fraction_theta_full 0.919 _refine_diff_density_max 0.421 _refine_diff_density_min -0.598 _refine_diff_density_rms 0.127