data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Dr Dai-zheng Liao' _publ_contact_author_email maynk@nankai.edu.cn _publ_section_title ; Linear Chain and Mononuclear Tri-Spin Compounds Based on the Lanthanide-Nitronyl Nitroxide Radicals: Structural Design and Magnetic Properties ; loop_ _publ_author_name Y.-L.Wang N.Zhou Yu.Ma Q.Wang 'Licun Li' P.Cheng D.-z.Liao # Attachment '- complex 3.cif' data_r80618b _database_code_depnum_ccdc_archive 'CCDC 731494' #TrackingRef '- complex 3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C55 H49 Ce F18 N4 O12' _chemical_formula_weight 1440.10 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 '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' Ce Ce -0.2486 2.6331 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.056(2) _cell_length_b 15.736(3) _cell_length_c 17.490(4) _cell_angle_alpha 73.04(3) _cell_angle_beta 74.49(3) _cell_angle_gamma 78.36(3) _cell_volume 3030.5(10) _cell_formula_units_Z 2 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 8580 _cell_measurement_theta_min 2.015 _cell_measurement_theta_max 27.507 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.578 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1446 _exptl_absorpt_coefficient_mu 0.868 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.8319 _exptl_absorpt_correction_T_max 0.8881 _exptl_absorpt_process_details crystalclear _exptl_special_details ; ? ; _diffrn_ambient_temperature 113(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator confocal _diffrn_measurement_device_type 'rigaku saturn' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 17709 _diffrn_reflns_av_R_equivalents 0.0312 _diffrn_reflns_av_sigmaI/netI 0.0521 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.02 _diffrn_reflns_theta_max 25.02 _reflns_number_total 10626 _reflns_number_gt 9434 _reflns_threshold_expression >2sigma(I) _computing_data_collection crystalclear _computing_cell_refinement crystalclear _computing_data_reduction crystalclear _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0341P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment CONSTR _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10626 _refine_ls_number_parameters 819 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0381 _refine_ls_R_factor_gt 0.0325 _refine_ls_wR_factor_ref 0.0726 _refine_ls_wR_factor_gt 0.0702 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.060 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ce1 Ce 0.716037(11) 0.740921(9) 0.707628(8) 0.01642(5) Uani 1 1 d . . . F1 F 0.99053(19) 0.60952(18) 0.49090(18) 0.0945(10) Uani 1 1 d . . . F2 F 1.11420(17) 0.61883(14) 0.55413(14) 0.0701(7) Uani 1 1 d . . . F3 F 1.10982(15) 0.70567(14) 0.43614(11) 0.0548(6) Uani 1 1 d . . . F4 F 0.94406(16) 1.00168(13) 0.42409(11) 0.0551(6) Uani 1 1 d . . . F5 F 0.76221(16) 0.99766(14) 0.44149(12) 0.0589(6) Uani 1 1 d . . . F6 F 0.82298(17) 1.04191(12) 0.52528(11) 0.0509(5) Uani 1 1 d . . . F7 F 0.29011(14) 0.90536(12) 0.72442(12) 0.0464(5) Uani 1 1 d . . . F8 F 0.40532(13) 1.00409(11) 0.66911(11) 0.0411(5) Uani 1 1 d . . . F9 F 0.30808(15) 0.99373(13) 0.79195(12) 0.0545(6) Uani 1 1 d . . . F10 F 0.5083(2) 0.66044(13) 1.00366(11) 0.0664(7) Uani 1 1 d . . . F11 F 0.41672(17) 0.78563(16) 1.02089(10) 0.0653(7) Uani 1 1 d . . . F12 F 0.60021(17) 0.75950(17) 1.00829(10) 0.0627(6) Uani 1 1 d . . . F13 F 0.89510(14) 0.43304(12) 0.83742(11) 0.0493(5) Uani 1 1 d . . . F14 F 0.74490(15) 0.37434(11) 0.91286(12) 0.0509(5) Uani 1 1 d . . . F15 F 0.80652(16) 0.47386(12) 0.94675(11) 0.0487(5) Uani 1 1 d . . . F16 F 0.35302(14) 0.59002(13) 0.76309(11) 0.0467(5) Uani 1 1 d . . . F17 F 0.37390(14) 0.49032(12) 0.87285(13) 0.0559(6) Uani 1 1 d . . . F18 F 0.33021(14) 0.62887(14) 0.87374(12) 0.0547(6) Uani 1 1 d . . . O1 O 0.67460(14) 0.72460(12) 0.58589(10) 0.0216(4) Uani 1 1 d . . . O2 O 0.41393(19) 0.56495(15) 0.55313(15) 0.0476(6) Uani 1 1 d . . . O3 O 0.80805(14) 0.30561(12) 0.73755(11) 0.0249(4) Uani 1 1 d . . . O4 O 0.85861(14) 0.79460(12) 0.75300(10) 0.0228(4) Uani 1 1 d . . . O5 O 0.83469(17) 0.87634(14) 0.99142(11) 0.0334(5) Uani 1 1 d . . . O6 O 0.47551(14) 1.14038(12) 0.77462(10) 0.0246(4) Uani 1 1 d . . . O7 O 0.89964(14) 0.69665(12) 0.61757(10) 0.0231(4) Uani 1 1 d . . . O8 O 0.78124(14) 0.87462(12) 0.59980(10) 0.0223(4) Uani 1 1 d . . . O9 O 0.54482(14) 0.85549(12) 0.71385(10) 0.0211(4) Uani 1 1 d . . . O10 O 0.63060(14) 0.74707(12) 0.85193(10) 0.0218(4) Uani 1 1 d . . . O11 O 0.76863(14) 0.59059(11) 0.78984(10) 0.0217(4) Uani 1 1 d . . . O12 O 0.54465(14) 0.65813(11) 0.75746(10) 0.0217(4) Uani 1 1 d . . . N1 N 0.59029(18) 0.70297(14) 0.56433(12) 0.0208(5) Uani 1 1 d . . . N2 N 0.46881(19) 0.62808(15) 0.54834(14) 0.0290(6) Uani 1 1 d . . . N3 N 0.87620(17) 0.79793(14) 0.82188(13) 0.0208(5) Uani 1 1 d . . . N4 N 0.86436(18) 0.83479(15) 0.93499(13) 0.0252(5) Uani 1 1 d . . . C1 C 0.5637(2) 0.62055(18) 0.57933(15) 0.0224(6) Uani 1 1 d . . . C2 C 0.5279(2) 0.77096(18) 0.50451(15) 0.0247(6) Uani 1 1 d . . . C3 C 0.6099(3) 0.7750(2) 0.42011(16) 0.0338(7) Uani 1 1 d . . . H3A H 0.6826 0.7912 0.4201 0.051 Uiso 1 1 calc R . . H3B H 0.5755 0.8190 0.3790 0.051 Uiso 1 1 calc R . . H3C H 0.6230 0.7174 0.4085 0.051 Uiso 1 1 calc R . . C4 C 0.5030(2) 0.86132(18) 0.52415(17) 0.0297(7) Uani 1 1 d . . . H4A H 0.4603 0.8554 0.5799 0.044 Uiso 1 1 calc R . . H4B H 0.4580 0.9029 0.4880 0.044 Uiso 1 1 calc R . . H4C H 0.5749 0.8830 0.5171 0.044 Uiso 1 1 calc R . . C5 C 0.4197(2) 0.72470(19) 0.51891(17) 0.0301(7) Uani 1 1 d . . . C6 C 0.3214(3) 0.7455(2) 0.58887(19) 0.0407(8) Uani 1 1 d . . . H6A H 0.2650 0.7052 0.6020 0.061 Uiso 1 1 calc R . . H6B H 0.2851 0.8061 0.5726 0.061 Uiso 1 1 calc R . . H6C H 0.3519 0.7384 0.6361 0.061 Uiso 1 1 calc R . . C7 C 0.3755(3) 0.7357(2) 0.4426(2) 0.0461(9) Uani 1 1 d . . . H7A H 0.4392 0.7217 0.3997 0.069 Uiso 1 1 calc R . . H7B H 0.3405 0.7965 0.4252 0.069 Uiso 1 1 calc R . . H7C H 0.3189 0.6959 0.4546 0.069 Uiso 1 1 calc R . . C8 C 0.6246(2) 0.53747(17) 0.62054(15) 0.0219(6) Uani 1 1 d . . . C9 C 0.7421(2) 0.53127(17) 0.62089(15) 0.0231(6) Uani 1 1 d . . . H9 H 0.7814 0.5806 0.5941 0.028 Uiso 1 1 calc R . . C10 C 0.7998(2) 0.45351(17) 0.66017(16) 0.0231(6) Uani 1 1 d . . . H10 H 0.8779 0.4504 0.6596 0.028 Uiso 1 1 calc R . . C11 C 0.7425(2) 0.37918(17) 0.70089(15) 0.0222(6) Uani 1 1 d . . . C12 C 0.6269(2) 0.38373(17) 0.70041(16) 0.0232(6) Uani 1 1 d . . . H12 H 0.5884 0.3339 0.7268 0.028 Uiso 1 1 calc R . . C13 C 0.5683(2) 0.46230(18) 0.66076(16) 0.0251(6) Uani 1 1 d . . . H13 H 0.4904 0.4649 0.6610 0.030 Uiso 1 1 calc R . . C14 C 0.7557(2) 0.22433(17) 0.77310(16) 0.0259(6) Uani 1 1 d . . . H14A H 0.7287 0.2082 0.7324 0.031 Uiso 1 1 calc R . . H14B H 0.6902 0.2318 0.8181 0.031 Uiso 1 1 calc R . . C15 C 0.8490(2) 0.15344(17) 0.80331(16) 0.0248(6) Uani 1 1 d . . . C16 C 0.9205(2) 0.10250(18) 0.75222(17) 0.0298(7) Uani 1 1 d . . . H16 H 0.9080 0.1099 0.7003 0.036 Uiso 1 1 calc R . . C17 C 1.0110(2) 0.04023(19) 0.77835(18) 0.0353(8) Uani 1 1 d . . . H17 H 1.0596 0.0067 0.7435 0.042 Uiso 1 1 calc R . . C18 C 1.0288(2) 0.0281(2) 0.85497(19) 0.0356(8) Uani 1 1 d . . . H18 H 1.0891 -0.0139 0.8723 0.043 Uiso 1 1 calc R . . C19 C 0.9577(3) 0.0782(2) 0.90659(19) 0.0406(8) Uani 1 1 d . . . H19 H 0.9695 0.0698 0.9588 0.049 Uiso 1 1 calc R . . C20 C 0.8680(3) 0.1413(2) 0.88010(18) 0.0343(7) Uani 1 1 d . . . H20 H 0.8204 0.1756 0.9147 0.041 Uiso 1 1 calc R . . C21 C 0.8221(2) 0.85698(17) 0.86550(15) 0.0193(6) Uani 1 1 d . . . C22 C 0.9789(2) 0.73998(18) 0.85292(16) 0.0247(6) Uani 1 1 d . . . C23 C 1.0847(2) 0.7856(2) 0.80107(19) 0.0351(7) Uani 1 1 d . . . H23A H 1.1534 0.7516 0.8181 0.053 Uiso 1 1 calc R . . H23B H 1.0755 0.8451 0.8083 0.053 Uiso 1 1 calc R . . H23C H 1.0917 0.7889 0.7443 0.053 Uiso 1 1 calc R . . C24 C 0.9906(3) 0.64610(19) 0.8419(2) 0.0355(7) Uani 1 1 d . . . H24A H 0.9188 0.6219 0.8679 0.053 Uiso 1 1 calc R . . H24B H 1.0518 0.6085 0.8663 0.053 Uiso 1 1 calc R . . H24C H 1.0085 0.6485 0.7844 0.053 Uiso 1 1 calc R . . C25 C 0.9447(2) 0.74725(19) 0.94323(17) 0.0293(7) Uani 1 1 d . . . C26 C 0.8728(3) 0.6752(2) 1.00161(19) 0.0454(9) Uani 1 1 d . . . H26A H 0.8373 0.6921 1.0521 0.068 Uiso 1 1 calc R . . H26B H 0.9224 0.6191 1.0125 0.068 Uiso 1 1 calc R . . H26C H 0.8136 0.6690 0.9770 0.068 Uiso 1 1 calc R . . C27 C 1.0451(3) 0.7532(2) 0.9777(2) 0.0448(9) Uani 1 1 d . . . H27A H 1.0821 0.8046 0.9447 0.067 Uiso 1 1 calc R . . H27B H 1.1002 0.7000 0.9773 0.067 Uiso 1 1 calc R . . H27C H 1.0163 0.7590 1.0330 0.067 Uiso 1 1 calc R . . C28 C 0.7318(2) 0.93198(17) 0.84409(15) 0.0186(6) Uani 1 1 d . . . C29 C 0.6550(2) 0.97107(18) 0.90309(15) 0.0244(6) Uani 1 1 d . . . H29 H 0.6620 0.9502 0.9573 0.029 Uiso 1 1 calc R . . C30 C 0.5681(2) 1.04056(18) 0.88287(15) 0.0237(6) Uani 1 1 d . . . H30 H 0.5172 1.0655 0.9233 0.028 Uiso 1 1 calc R . . C31 C 0.5577(2) 1.07277(17) 0.80139(16) 0.0220(6) Uani 1 1 d . . . C32 C 0.6358(2) 1.03594(17) 0.74171(15) 0.0205(6) Uani 1 1 d . . . H32 H 0.6302 1.0582 0.6872 0.025 Uiso 1 1 calc R . . C33 C 0.7219(2) 0.96644(17) 0.76211(15) 0.0207(6) Uani 1 1 d . . . H33 H 0.7736 0.9424 0.7213 0.025 Uiso 1 1 calc R . . C34 C 0.3842(2) 1.1739(2) 0.83557(16) 0.0334(7) Uani 1 1 d . . . H34A H 0.4171 1.1999 0.8670 0.040 Uiso 1 1 calc R . . H34B H 0.3436 1.1252 0.8729 0.040 Uiso 1 1 calc R . . C35 C 0.3011(2) 1.24390(19) 0.79218(16) 0.0284(7) Uani 1 1 d . . . C36 C 0.3187(2) 1.3329(2) 0.7681(2) 0.0389(8) Uani 1 1 d . . . H36 H 0.3814 1.3493 0.7793 0.047 Uiso 1 1 calc R . . C37 C 0.2440(3) 1.3976(2) 0.7277(2) 0.0535(11) Uani 1 1 d . . . H37 H 0.2575 1.4571 0.7109 0.064 Uiso 1 1 calc R . . C38 C 0.1495(3) 1.3748(2) 0.7122(2) 0.0500(10) Uani 1 1 d . . . H38 H 0.0991 1.4186 0.6850 0.060 Uiso 1 1 calc R . . C39 C 0.1301(3) 1.2863(2) 0.7372(2) 0.0468(9) Uani 1 1 d . . . H39 H 0.0660 1.2703 0.7274 0.056 Uiso 1 1 calc R . . C40 C 0.2059(2) 1.2216(2) 0.77702(19) 0.0351(7) Uani 1 1 d . . . H40 H 0.1924 1.1621 0.7938 0.042 Uiso 1 1 calc R . . C41 C 1.0427(3) 0.6669(2) 0.5061(2) 0.0426(9) Uani 1 1 d . . . C42 C 0.9542(2) 0.73226(19) 0.54749(16) 0.0254(6) Uani 1 1 d . . . C43 C 0.9410(2) 0.8223(2) 0.50445(17) 0.0315(7) Uani 1 1 d . . . H43 H 0.9909 0.8403 0.4538 0.038 Uiso 1 1 calc R . . C44 C 0.8564(2) 0.88549(18) 0.53431(15) 0.0232(6) Uani 1 1 d . . . C45 C 0.8475(2) 0.9825(2) 0.48075(17) 0.0335(7) Uani 1 1 d . . . C46 C 0.3666(2) 0.94619(19) 0.73860(17) 0.0292(7) Uani 1 1 d . . . C47 C 0.4640(2) 0.87682(17) 0.76948(15) 0.0196(6) Uani 1 1 d . . . C48 C 0.4511(2) 0.84368(18) 0.85396(16) 0.0247(6) Uani 1 1 d . . . H48 H 0.3843 0.8637 0.8887 0.030 Uiso 1 1 calc R . . C49 C 0.5359(2) 0.78129(18) 0.88741(15) 0.0214(6) Uani 1 1 d . . . C50 C 0.5135(2) 0.7469(2) 0.98118(16) 0.0334(7) Uani 1 1 d . . . C51 C 0.7910(2) 0.45042(19) 0.88289(17) 0.0292(7) Uani 1 1 d . . . C52 C 0.7151(2) 0.52724(17) 0.83517(15) 0.0212(6) Uani 1 1 d . . . C53 C 0.5986(2) 0.51987(18) 0.84880(16) 0.0251(6) Uani 1 1 d . . . H53 H 0.5701 0.4691 0.8857 0.030 Uiso 1 1 calc R . . C54 C 0.5226(2) 0.58603(17) 0.80910(15) 0.0205(6) Uani 1 1 d . . . C55 C 0.3945(2) 0.57264(19) 0.82980(17) 0.0305(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ce1 0.01740(8) 0.01514(8) 0.01469(8) -0.00241(5) -0.00284(5) -0.00063(6) F1 0.0597(14) 0.103(2) 0.140(2) -0.1033(19) 0.0447(15) -0.0367(14) F2 0.0462(12) 0.0538(14) 0.0781(15) -0.0098(12) 0.0109(11) 0.0221(11) F3 0.0439(10) 0.0615(13) 0.0471(11) -0.0260(10) 0.0217(9) -0.0050(10) F4 0.0498(11) 0.0487(12) 0.0422(10) 0.0129(9) 0.0099(9) -0.0144(9) F5 0.0598(12) 0.0545(13) 0.0571(12) 0.0196(10) -0.0376(10) -0.0125(10) F6 0.0731(13) 0.0230(10) 0.0465(11) 0.0016(8) -0.0053(10) -0.0101(9) F7 0.0305(9) 0.0411(11) 0.0703(13) -0.0005(9) -0.0261(9) -0.0108(8) F8 0.0325(9) 0.0261(9) 0.0490(10) 0.0091(8) -0.0079(8) 0.0022(7) F9 0.0458(11) 0.0544(13) 0.0570(12) -0.0277(10) -0.0126(9) 0.0289(10) F10 0.1136(18) 0.0410(12) 0.0290(10) 0.0075(9) 0.0038(11) -0.0258(12) F11 0.0577(12) 0.0910(17) 0.0228(9) -0.0120(10) 0.0075(9) 0.0193(12) F12 0.0584(12) 0.115(2) 0.0234(9) -0.0198(11) -0.0123(9) -0.0226(12) F13 0.0320(9) 0.0448(12) 0.0526(11) 0.0009(9) -0.0085(9) 0.0153(8) F14 0.0496(10) 0.0199(9) 0.0767(13) 0.0152(9) -0.0308(10) -0.0080(8) F15 0.0664(12) 0.0416(11) 0.0393(10) -0.0011(8) -0.0320(9) 0.0036(10) F16 0.0333(9) 0.0616(13) 0.0463(10) 0.0024(9) -0.0192(8) -0.0186(9) F17 0.0321(9) 0.0387(11) 0.0801(14) 0.0220(10) -0.0154(9) -0.0177(8) F18 0.0263(9) 0.0670(14) 0.0673(13) -0.0302(11) 0.0073(9) -0.0025(9) O1 0.0264(9) 0.0187(10) 0.0221(9) -0.0045(7) -0.0089(8) -0.0046(8) O2 0.0546(13) 0.0308(13) 0.0691(16) -0.0078(11) -0.0354(12) -0.0099(11) O3 0.0263(9) 0.0151(9) 0.0310(10) -0.0016(8) -0.0090(8) -0.0005(8) O4 0.0227(9) 0.0253(10) 0.0223(9) -0.0075(8) -0.0076(8) -0.0022(8) O5 0.0440(12) 0.0339(12) 0.0267(10) -0.0121(9) -0.0173(9) 0.0039(10) O6 0.0237(9) 0.0239(10) 0.0217(9) -0.0057(8) -0.0043(8) 0.0060(8) O7 0.0203(9) 0.0239(10) 0.0227(9) -0.0069(8) -0.0017(8) 0.0000(8) O8 0.0217(9) 0.0217(10) 0.0198(9) -0.0021(7) -0.0008(8) -0.0041(8) O9 0.0206(9) 0.0199(10) 0.0213(9) -0.0052(7) -0.0042(7) 0.0004(8) O10 0.0229(9) 0.0232(10) 0.0181(9) -0.0061(7) -0.0031(7) -0.0009(8) O11 0.0224(9) 0.0165(10) 0.0241(9) -0.0024(8) -0.0062(7) -0.0006(8) O12 0.0238(9) 0.0182(10) 0.0227(9) -0.0027(8) -0.0066(7) -0.0039(8) N1 0.0267(11) 0.0179(12) 0.0185(10) -0.0049(9) -0.0071(9) -0.0015(9) N2 0.0367(13) 0.0209(13) 0.0343(13) -0.0032(10) -0.0179(11) -0.0065(11) N3 0.0183(11) 0.0204(12) 0.0243(11) -0.0021(9) -0.0083(9) -0.0043(9) N4 0.0301(12) 0.0220(13) 0.0253(12) -0.0030(10) -0.0133(10) -0.0024(10) C1 0.0266(14) 0.0209(14) 0.0213(13) -0.0073(11) -0.0067(11) -0.0024(11) C2 0.0358(15) 0.0194(14) 0.0202(13) -0.0010(11) -0.0136(12) -0.0027(12) C3 0.0461(17) 0.0312(17) 0.0202(14) -0.0020(12) -0.0072(13) -0.0034(14) C4 0.0403(16) 0.0195(15) 0.0305(15) -0.0030(12) -0.0163(13) -0.0006(13) C5 0.0359(16) 0.0229(15) 0.0311(15) 0.0011(12) -0.0161(13) -0.0030(13) C6 0.0353(17) 0.0309(18) 0.0474(18) 0.0010(15) -0.0106(15) -0.0001(14) C7 0.058(2) 0.044(2) 0.0456(19) 0.0025(16) -0.0351(17) -0.0139(17) C8 0.0289(14) 0.0170(14) 0.0210(13) -0.0079(10) -0.0054(11) -0.0013(11) C9 0.0270(14) 0.0169(14) 0.0242(13) -0.0062(11) -0.0017(11) -0.0036(11) C10 0.0180(13) 0.0190(14) 0.0327(14) -0.0106(11) -0.0046(11) 0.0008(11) C11 0.0259(14) 0.0189(14) 0.0206(13) -0.0085(11) -0.0018(11) 0.0007(11) C12 0.0246(14) 0.0172(14) 0.0269(14) -0.0051(11) -0.0031(11) -0.0048(11) C13 0.0263(14) 0.0210(15) 0.0295(14) -0.0063(12) -0.0082(12) -0.0037(12) C14 0.0276(14) 0.0181(14) 0.0282(14) 0.0000(11) -0.0052(12) -0.0048(12) C15 0.0237(14) 0.0165(14) 0.0289(14) -0.0001(11) -0.0033(12) -0.0031(11) C16 0.0343(15) 0.0225(15) 0.0281(14) -0.0028(12) -0.0039(12) -0.0033(13) C17 0.0318(15) 0.0239(16) 0.0404(17) -0.0059(13) -0.0001(14) 0.0041(13) C18 0.0311(16) 0.0228(16) 0.0487(19) -0.0002(14) -0.0143(14) 0.0001(13) C19 0.054(2) 0.0316(18) 0.0325(16) -0.0032(14) -0.0184(15) 0.0061(15) C20 0.0400(17) 0.0263(16) 0.0327(16) -0.0083(13) -0.0061(13) 0.0030(13) C21 0.0196(12) 0.0153(13) 0.0236(13) -0.0029(10) -0.0057(11) -0.0055(11) C22 0.0235(14) 0.0196(14) 0.0324(14) -0.0034(11) -0.0160(12) 0.0029(11) C23 0.0224(14) 0.0330(17) 0.0477(18) -0.0073(14) -0.0112(13) 0.0018(13) C24 0.0356(16) 0.0244(16) 0.0497(18) -0.0092(14) -0.0207(14) 0.0034(13) C25 0.0356(16) 0.0217(15) 0.0324(15) -0.0031(12) -0.0176(13) 0.0004(12) C26 0.059(2) 0.0294(18) 0.0370(17) 0.0034(14) -0.0078(16) -0.0042(16) C27 0.0483(19) 0.041(2) 0.0521(19) -0.0156(16) -0.0345(16) 0.0146(16) C28 0.0173(12) 0.0164(13) 0.0218(13) -0.0025(10) -0.0040(10) -0.0053(10) C29 0.0312(14) 0.0233(15) 0.0192(13) -0.0049(11) -0.0072(11) -0.0033(12) C30 0.0255(14) 0.0267(15) 0.0183(12) -0.0095(11) -0.0025(11) 0.0003(12) C31 0.0215(13) 0.0175(14) 0.0267(13) -0.0050(11) -0.0056(11) -0.0027(11) C32 0.0238(13) 0.0195(14) 0.0185(12) -0.0018(10) -0.0066(11) -0.0050(11) C33 0.0221(13) 0.0189(14) 0.0204(12) -0.0051(10) -0.0033(10) -0.0028(11) C34 0.0326(16) 0.0353(18) 0.0265(14) -0.0111(13) -0.0037(13) 0.0094(14) C35 0.0205(14) 0.0281(16) 0.0295(14) -0.0095(12) 0.0019(12) 0.0059(12) C36 0.0228(15) 0.0320(18) 0.062(2) -0.0152(15) -0.0057(14) -0.0041(13) C37 0.0340(18) 0.0226(17) 0.090(3) -0.0006(18) -0.0097(18) 0.0015(14) C38 0.0257(16) 0.037(2) 0.073(2) 0.0011(18) -0.0127(16) 0.0069(15) C39 0.0243(16) 0.048(2) 0.068(2) -0.0127(18) -0.0121(16) -0.0044(15) C40 0.0296(15) 0.0245(16) 0.0490(18) -0.0077(14) -0.0044(14) -0.0065(13) C41 0.0289(16) 0.041(2) 0.057(2) -0.0257(17) 0.0111(16) -0.0086(15) C42 0.0176(13) 0.0314(16) 0.0293(15) -0.0140(12) -0.0009(11) -0.0044(12) C43 0.0280(15) 0.0370(18) 0.0239(14) -0.0059(13) 0.0050(12) -0.0092(13) C44 0.0229(13) 0.0268(15) 0.0196(13) -0.0030(11) -0.0048(11) -0.0068(12) C45 0.0321(16) 0.0350(18) 0.0286(15) 0.0029(13) -0.0067(13) -0.0103(14) C46 0.0237(14) 0.0280(16) 0.0339(15) -0.0093(13) -0.0024(12) -0.0016(12) C47 0.0162(12) 0.0140(13) 0.0293(14) -0.0079(11) -0.0024(11) -0.0041(10) C48 0.0185(13) 0.0275(15) 0.0238(13) -0.0067(11) 0.0017(11) -0.0017(11) C49 0.0251(14) 0.0224(14) 0.0184(12) -0.0061(11) -0.0009(11) -0.0106(12) C50 0.0351(16) 0.0392(19) 0.0204(14) -0.0050(13) -0.0011(13) -0.0028(14) C51 0.0319(16) 0.0228(15) 0.0305(15) 0.0001(12) -0.0115(13) -0.0020(13) C52 0.0321(14) 0.0118(13) 0.0201(12) -0.0056(10) -0.0080(11) 0.0011(11) C53 0.0260(14) 0.0188(14) 0.0262(14) 0.0007(11) -0.0033(11) -0.0059(11) C54 0.0205(13) 0.0192(14) 0.0193(12) -0.0041(11) -0.0012(10) -0.0030(11) C55 0.0250(14) 0.0246(16) 0.0358(16) 0.0017(13) -0.0062(13) -0.0042(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ce1 O1 2.4060(19) . ? Ce1 O11 2.4421(18) . ? Ce1 O4 2.4504(19) . ? Ce1 O9 2.4526(18) . ? Ce1 O7 2.4534(18) . ? Ce1 O10 2.4802(18) . ? Ce1 O8 2.4822(19) . ? Ce1 O12 2.4875(19) . ? F1 C41 1.320(4) . ? F2 C41 1.332(4) . ? F3 C41 1.326(3) . ? F4 C45 1.334(3) . ? F5 C45 1.330(3) . ? F6 C45 1.326(4) . ? F7 C46 1.334(3) . ? F8 C46 1.322(3) . ? F9 C46 1.331(3) . ? F10 C50 1.311(4) . ? F11 C50 1.320(3) . ? F12 C50 1.326(4) . ? F13 C51 1.318(3) . ? F14 C51 1.328(3) . ? F15 C51 1.341(4) . ? F16 C55 1.326(3) . ? F17 C55 1.330(3) . ? F18 C55 1.333(4) . ? O1 N1 1.308(3) . ? O2 N2 1.272(3) . ? O3 C11 1.358(3) . ? O3 C14 1.440(3) . ? O4 N3 1.295(3) . ? O5 N4 1.274(3) . ? O6 C31 1.366(3) . ? O6 C34 1.446(3) . ? O7 C42 1.251(3) . ? O8 C44 1.247(3) . ? O9 C47 1.249(3) . ? O10 C49 1.243(3) . ? O11 C52 1.250(3) . ? O12 C54 1.253(3) . ? N1 C1 1.333(3) . ? N1 C2 1.500(3) . ? N2 C1 1.363(3) . ? N2 C5 1.507(3) . ? N3 C21 1.332(3) . ? N3 C22 1.508(3) . ? N4 C21 1.368(3) . ? N4 C25 1.509(3) . ? C1 C8 1.454(3) . ? C2 C4 1.512(4) . ? C2 C3 1.533(4) . ? C2 C5 1.548(4) . ? C3 H3A 0.9600 . ? C3 H3B 0.9600 . ? C3 H3C 0.9600 . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 C7 1.518(4) . ? C5 C6 1.520(4) . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 C13 1.393(4) . ? C8 C9 1.402(4) . ? C9 C10 1.369(4) . ? C9 H9 0.9300 . ? C10 C11 1.389(4) . ? C10 H10 0.9300 . ? C11 C12 1.384(4) . ? C12 C13 1.385(3) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 C15 1.502(4) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C20 1.375(4) . ? C15 C16 1.382(4) . ? C16 C17 1.391(4) . ? C16 H16 0.9300 . ? C17 C18 1.366(4) . ? C17 H17 0.9300 . ? C18 C19 1.378(4) . ? C18 H18 0.9300 . ? C19 C20 1.392(4) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? C21 C28 1.470(3) . ? C22 C24 1.519(4) . ? C22 C23 1.529(4) . ? C22 C25 1.554(4) . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 C27 1.519(4) . ? C25 C26 1.525(4) . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C28 C29 1.389(4) . ? C28 C33 1.405(3) . ? C29 C30 1.389(4) . ? C29 H29 0.9300 . ? C30 C31 1.397(4) . ? C30 H30 0.9300 . ? C31 C32 1.385(4) . ? C32 C33 1.384(3) . ? C32 H32 0.9300 . ? C33 H33 0.9300 . ? C34 C35 1.505(4) . ? C34 H34A 0.9700 . ? C34 H34B 0.9700 . ? C35 C40 1.375(4) . ? C35 C36 1.383(4) . ? C36 C37 1.377(4) . ? C36 H36 0.9300 . ? C37 C38 1.373(5) . ? C37 H37 0.9300 . ? C38 C39 1.380(5) . ? C38 H38 0.9300 . ? C39 C40 1.381(4) . ? C39 H39 0.9300 . ? C40 H40 0.9300 . ? C41 C42 1.516(4) . ? C42 C43 1.396(4) . ? C43 C44 1.382(4) . ? C43 H43 0.9300 . ? C44 C45 1.540(4) . ? C46 C47 1.529(4) . ? C47 C48 1.393(4) . ? C48 C49 1.390(4) . ? C48 H48 0.9300 . ? C49 C50 1.536(4) . ? C51 C52 1.539(3) . ? C52 C53 1.384(4) . ? C53 C54 1.392(3) . ? C53 H53 0.9300 . ? C54 C55 1.532(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 O1 Ce1 O11 107.40(7) . . ? O1 Ce1 O4 141.41(6) . . ? O11 Ce1 O4 88.83(6) . . ? O1 Ce1 O9 87.13(7) . . ? O11 Ce1 O9 135.82(6) . . ? O4 Ce1 O9 105.54(6) . . ? O1 Ce1 O7 71.40(6) . . ? O11 Ce1 O7 80.21(6) . . ? O4 Ce1 O7 77.52(6) . . ? O9 Ce1 O7 143.19(6) . . ? O1 Ce1 O10 144.20(6) . . ? O11 Ce1 O10 74.86(6) . . ? O4 Ce1 O10 73.19(6) . . ? O9 Ce1 O10 70.14(6) . . ? O7 Ce1 O10 141.53(6) . . ? O1 Ce1 O8 75.76(6) . . ? O11 Ce1 O8 147.82(6) . . ? O4 Ce1 O8 72.61(6) . . ? O9 Ce1 O8 75.61(6) . . ? O7 Ce1 O8 70.39(6) . . ? O10 Ce1 O8 121.78(6) . . ? O1 Ce1 O12 74.96(6) . . ? O11 Ce1 O12 70.27(6) . . ? O4 Ce1 O12 143.34(6) . . ? O9 Ce1 O12 74.03(6) . . ? O7 Ce1 O12 125.26(6) . . ? O10 Ce1 O12 72.42(7) . . ? O8 Ce1 O12 138.39(6) . . ? N1 O1 Ce1 138.41(14) . . ? C11 O3 C14 117.3(2) . . ? N3 O4 Ce1 137.17(14) . . ? C31 O6 C34 117.9(2) . . ? C42 O7 Ce1 134.26(16) . . ? C44 O8 Ce1 133.97(17) . . ? C47 O9 Ce1 135.50(16) . . ? C49 O10 Ce1 133.75(16) . . ? C52 O11 Ce1 135.84(16) . . ? C54 O12 Ce1 134.02(16) . . ? O1 N1 C1 126.4(2) . . ? O1 N1 C2 119.8(2) . . ? C1 N1 C2 112.9(2) . . ? O2 N2 C1 126.8(2) . . ? O2 N2 C5 120.8(2) . . ? C1 N2 C5 111.6(2) . . ? O4 N3 C21 126.8(2) . . ? O4 N3 C22 119.5(2) . . ? C21 N3 C22 113.0(2) . . ? O5 N4 C21 126.3(2) . . ? O5 N4 C25 121.5(2) . . ? C21 N4 C25 111.9(2) . . ? N1 C1 N2 107.4(2) . . ? N1 C1 C8 126.7(2) . . ? N2 C1 C8 125.9(3) . . ? N1 C2 C4 110.5(2) . . ? N1 C2 C3 105.4(2) . . ? C4 C2 C3 111.0(2) . . ? N1 C2 C5 99.5(2) . . ? C4 C2 C5 115.2(2) . . ? C3 C2 C5 114.2(3) . . ? C2 C3 H3A 109.5 . . ? C2 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C2 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C2 C4 H4A 109.5 . . ? C2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N2 C5 C7 109.1(3) . . ? N2 C5 C6 106.0(2) . . ? C7 C5 C6 111.3(3) . . ? N2 C5 C2 100.3(2) . . ? C7 C5 C2 114.9(2) . . ? C6 C5 C2 114.1(3) . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C5 C7 H7A 109.5 . . ? C5 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C5 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C13 C8 C9 118.3(2) . . ? C13 C8 C1 121.2(2) . . ? C9 C8 C1 120.5(2) . . ? C10 C9 C8 120.9(2) . . ? C10 C9 H9 119.6 . . ? C8 C9 H9 119.6 . . ? C9 C10 C11 120.4(2) . . ? C9 C10 H10 119.8 . . ? C11 C10 H10 119.8 . . ? O3 C11 C12 125.0(2) . . ? O3 C11 C10 115.5(2) . . ? C12 C11 C10 119.5(2) . . ? C11 C12 C13 120.2(2) . . ? C11 C12 H12 119.9 . . ? C13 C12 H12 119.9 . . ? C12 C13 C8 120.7(2) . . ? C12 C13 H13 119.6 . . ? C8 C13 H13 119.6 . . ? O3 C14 C15 106.0(2) . . ? O3 C14 H14A 110.5 . . ? C15 C14 H14A 110.5 . . ? O3 C14 H14B 110.5 . . ? C15 C14 H14B 110.5 . . ? H14A C14 H14B 108.7 . . ? C20 C15 C16 119.3(2) . . ? C20 C15 C14 120.7(3) . . ? C16 C15 C14 119.9(3) . . ? C15 C16 C17 120.1(3) . . ? C15 C16 H16 120.0 . . ? C17 C16 H16 120.0 . . ? C18 C17 C16 120.3(3) . . ? C18 C17 H17 119.9 . . ? C16 C17 H17 119.9 . . ? C17 C18 C19 120.1(3) . . ? C17 C18 H18 119.9 . . ? C19 C18 H18 119.9 . . ? C18 C19 C20 119.6(3) . . ? C18 C19 H19 120.2 . . ? C20 C19 H19 120.2 . . ? C15 C20 C19 120.6(3) . . ? C15 C20 H20 119.7 . . ? C19 C20 H20 119.7 . . ? N3 C21 N4 107.8(2) . . ? N3 C21 C28 126.6(2) . . ? N4 C21 C28 125.7(2) . . ? N3 C22 C24 110.3(2) . . ? N3 C22 C23 105.5(2) . . ? C24 C22 C23 110.6(2) . . ? N3 C22 C25 100.0(2) . . ? C24 C22 C25 115.4(2) . . ? C23 C22 C25 114.0(3) . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C22 C24 H24A 109.5 . . ? C22 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C22 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? N4 C25 C27 109.8(3) . . ? N4 C25 C26 106.7(2) . . ? C27 C25 C26 110.6(2) . . ? N4 C25 C22 100.5(2) . . ? C27 C25 C22 114.9(2) . . ? C26 C25 C22 113.6(3) . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C25 C27 H27A 109.5 . . ? C25 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C25 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C29 C28 C33 118.3(2) . . ? C29 C28 C21 121.7(2) . . ? C33 C28 C21 120.1(2) . . ? C30 C29 C28 121.5(2) . . ? C30 C29 H29 119.3 . . ? C28 C29 H29 119.3 . . ? C29 C30 C31 119.6(2) . . ? C29 C30 H30 120.2 . . ? C31 C30 H30 120.2 . . ? O6 C31 C32 116.0(2) . . ? O6 C31 C30 124.6(2) . . ? C32 C31 C30 119.4(2) . . ? C33 C32 C31 120.8(2) . . ? C33 C32 H32 119.6 . . ? C31 C32 H32 119.6 . . ? C32 C33 C28 120.4(2) . . ? C32 C33 H33 119.8 . . ? C28 C33 H33 119.8 . . ? O6 C34 C35 108.4(2) . . ? O6 C34 H34A 110.0 . . ? C35 C34 H34A 110.0 . . ? O6 C34 H34B 110.0 . . ? C35 C34 H34B 110.0 . . ? H34A C34 H34B 108.4 . . ? C40 C35 C36 118.7(3) . . ? C40 C35 C34 121.3(3) . . ? C36 C35 C34 119.9(3) . . ? C37 C36 C35 120.6(3) . . ? C37 C36 H36 119.7 . . ? C35 C36 H36 119.7 . . ? C38 C37 C36 120.4(3) . . ? C38 C37 H37 119.8 . . ? C36 C37 H37 119.8 . . ? C37 C38 C39 119.4(3) . . ? C37 C38 H38 120.3 . . ? C39 C38 H38 120.3 . . ? C38 C39 C40 119.9(3) . . ? C38 C39 H39 120.0 . . ? C40 C39 H39 120.0 . . ? C35 C40 C39 120.9(3) . . ? C35 C40 H40 119.6 . . ? C39 C40 H40 119.6 . . ? F1 C41 F3 107.8(3) . . ? F1 C41 F2 106.8(3) . . ? F3 C41 F2 106.1(2) . . ? F1 C41 C42 110.5(2) . . ? F3 C41 C42 114.0(3) . . ? F2 C41 C42 111.2(3) . . ? O7 C42 C43 127.9(3) . . ? O7 C42 C41 113.9(2) . . ? C43 C42 C41 118.2(2) . . ? C44 C43 C42 122.4(2) . . ? C44 C43 H43 118.8 . . ? C42 C43 H43 118.8 . . ? O8 C44 C43 128.5(2) . . ? O8 C44 C45 113.3(2) . . ? C43 C44 C45 118.2(2) . . ? F6 C45 F5 106.8(3) . . ? F6 C45 F4 106.9(3) . . ? F5 C45 F4 107.1(2) . . ? F6 C45 C44 111.9(2) . . ? F5 C45 C44 110.1(2) . . ? F4 C45 C44 113.8(2) . . ? F8 C46 F9 106.9(2) . . ? F8 C46 F7 106.9(2) . . ? F9 C46 F7 107.1(2) . . ? F8 C46 C47 112.5(2) . . ? F9 C46 C47 113.0(2) . . ? F7 C46 C47 110.0(2) . . ? O9 C47 C48 128.3(2) . . ? O9 C47 C46 114.2(2) . . ? C48 C47 C46 117.5(2) . . ? C49 C48 C47 121.4(2) . . ? C49 C48 H48 119.3 . . ? C47 C48 H48 119.3 . . ? O10 C49 C48 129.1(2) . . ? O10 C49 C50 112.9(2) . . ? C48 C49 C50 117.9(2) . . ? F10 C50 F11 107.1(2) . . ? F10 C50 F12 106.8(3) . . ? F11 C50 F12 107.2(3) . . ? F10 C50 C49 110.6(3) . . ? F11 C50 C49 114.4(2) . . ? F12 C50 C49 110.3(2) . . ? F13 C51 F14 107.6(2) . . ? F13 C51 F15 106.8(2) . . ? F14 C51 F15 107.0(2) . . ? F13 C51 C52 111.9(2) . . ? F14 C51 C52 113.6(2) . . ? F15 C51 C52 109.6(2) . . ? O11 C52 C53 128.4(2) . . ? O11 C52 C51 113.8(2) . . ? C53 C52 C51 117.8(2) . . ? C52 C53 C54 122.1(2) . . ? C52 C53 H53 118.9 . . ? C54 C53 H53 118.9 . . ? O12 C54 C53 128.2(2) . . ? O12 C54 C55 113.6(2) . . ? C53 C54 C55 118.2(2) . . ? F16 C55 F17 106.9(3) . . ? F16 C55 F18 106.4(2) . . ? F17 C55 F18 107.0(2) . . ? F16 C55 C54 112.1(2) . . ? F17 C55 C54 113.9(2) . . ? F18 C55 C54 110.1(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 O11 Ce1 O1 N1 77.5(2) . . . . ? O4 Ce1 O1 N1 -171.49(19) . . . . ? O9 Ce1 O1 N1 -59.9(2) . . . . ? O7 Ce1 O1 N1 150.4(2) . . . . ? O10 Ce1 O1 N1 -10.6(3) . . . . ? O8 Ce1 O1 N1 -135.8(2) . . . . ? O12 Ce1 O1 N1 14.3(2) . . . . ? O1 Ce1 O4 N3 -176.92(19) . . . . ? O11 Ce1 O4 N3 -59.9(2) . . . . ? O9 Ce1 O4 N3 77.7(2) . . . . ? O7 Ce1 O4 N3 -140.1(2) . . . . ? O10 Ce1 O4 N3 14.6(2) . . . . ? O8 Ce1 O4 N3 146.8(2) . . . . ? O12 Ce1 O4 N3 -6.3(3) . . . . ? O1 Ce1 O7 C42 63.6(2) . . . . ? O11 Ce1 O7 C42 175.8(3) . . . . ? O4 Ce1 O7 C42 -93.2(3) . . . . ? O9 Ce1 O7 C42 6.1(3) . . . . ? O10 Ce1 O7 C42 -134.3(2) . . . . ? O8 Ce1 O7 C42 -17.5(2) . . . . ? O12 Ce1 O7 C42 118.6(2) . . . . ? O1 Ce1 O8 C44 -62.0(2) . . . . ? O11 Ce1 O8 C44 38.1(3) . . . . ? O4 Ce1 O8 C44 95.6(2) . . . . ? O9 Ce1 O8 C44 -152.7(2) . . . . ? O7 Ce1 O8 C44 12.9(2) . . . . ? O10 Ce1 O8 C44 152.1(2) . . . . ? O12 Ce1 O8 C44 -108.5(2) . . . . ? O1 Ce1 O9 C47 140.3(2) . . . . ? O11 Ce1 O9 C47 28.0(3) . . . . ? O4 Ce1 O9 C47 -76.8(2) . . . . ? O7 Ce1 O9 C47 -166.6(2) . . . . ? O10 Ce1 O9 C47 -11.6(2) . . . . ? O8 Ce1 O9 C47 -143.7(3) . . . . ? O12 Ce1 O9 C47 65.1(2) . . . . ? O1 Ce1 O10 C49 -39.2(3) . . . . ? O11 Ce1 O10 C49 -138.1(2) . . . . ? O4 Ce1 O10 C49 128.5(2) . . . . ? O9 Ce1 O10 C49 14.5(2) . . . . ? O7 Ce1 O10 C49 170.5(2) . . . . ? O8 Ce1 O10 C49 72.2(2) . . . . ? O12 Ce1 O10 C49 -64.4(2) . . . . ? O1 Ce1 O11 C52 -75.8(3) . . . . ? O4 Ce1 O11 C52 139.8(2) . . . . ? O9 Ce1 O11 C52 28.5(3) . . . . ? O7 Ce1 O11 C52 -142.6(3) . . . . ? O10 Ce1 O11 C52 66.9(2) . . . . ? O8 Ce1 O11 C52 -166.6(2) . . . . ? O12 Ce1 O11 C52 -9.5(2) . . . . ? O1 Ce1 O12 C54 126.5(2) . . . . ? O11 Ce1 O12 C54 11.4(2) . . . . ? O4 Ce1 O12 C54 -47.4(3) . . . . ? O9 Ce1 O12 C54 -142.1(2) . . . . ? O7 Ce1 O12 C54 73.0(2) . . . . ? O10 Ce1 O12 C54 -68.4(2) . . . . ? O8 Ce1 O12 C54 173.2(2) . . . . ? Ce1 O1 N1 C1 -76.3(3) . . . . ? Ce1 O1 N1 C2 115.7(2) . . . . ? Ce1 O4 N3 C21 -79.0(3) . . . . ? Ce1 O4 N3 C22 111.0(2) . . . . ? O1 N1 C1 N2 178.5(2) . . . . ? C2 N1 C1 N2 -12.8(3) . . . . ? O1 N1 C1 C8 -1.9(4) . . . . ? C2 N1 C1 C8 166.8(2) . . . . ? O2 N2 C1 N1 -177.0(3) . . . . ? C5 N2 C1 N1 -7.2(3) . . . . ? O2 N2 C1 C8 3.4(4) . . . . ? C5 N2 C1 C8 173.2(2) . . . . ? O1 N1 C2 C4 -42.9(3) . . . . ? C1 N1 C2 C4 147.5(2) . . . . ? O1 N1 C2 C3 77.1(3) . . . . ? C1 N1 C2 C3 -92.5(3) . . . . ? O1 N1 C2 C5 -164.5(2) . . . . ? C1 N1 C2 C5 26.0(3) . . . . ? O2 N2 C5 C7 -45.9(4) . . . . ? C1 N2 C5 C7 143.7(2) . . . . ? O2 N2 C5 C6 74.1(3) . . . . ? C1 N2 C5 C6 -96.4(3) . . . . ? O2 N2 C5 C2 -167.0(2) . . . . ? C1 N2 C5 C2 22.6(3) . . . . ? N1 C2 C5 N2 -26.4(2) . . . . ? C4 C2 C5 N2 -144.6(2) . . . . ? C3 C2 C5 N2 85.3(3) . . . . ? N1 C2 C5 C7 -143.3(3) . . . . ? C4 C2 C5 C7 98.6(3) . . . . ? C3 C2 C5 C7 -31.5(3) . . . . ? N1 C2 C5 C6 86.4(3) . . . . ? C4 C2 C5 C6 -31.8(3) . . . . ? C3 C2 C5 C6 -161.8(2) . . . . ? N1 C1 C8 C13 154.7(3) . . . . ? N2 C1 C8 C13 -25.8(4) . . . . ? N1 C1 C8 C9 -25.1(4) . . . . ? N2 C1 C8 C9 154.4(3) . . . . ? C13 C8 C9 C10 -0.4(4) . . . . ? C1 C8 C9 C10 179.4(3) . . . . ? C8 C9 C10 C11 -0.3(4) . . . . ? C14 O3 C11 C12 5.0(4) . . . . ? C14 O3 C11 C10 -173.7(2) . . . . ? C9 C10 C11 O3 179.9(2) . . . . ? C9 C10 C11 C12 1.0(4) . . . . ? O3 C11 C12 C13 -179.8(3) . . . . ? C10 C11 C12 C13 -1.1(4) . . . . ? C11 C12 C13 C8 0.4(4) . . . . ? C9 C8 C13 C12 0.4(4) . . . . ? C1 C8 C13 C12 -179.5(3) . . . . ? C11 O3 C14 C15 176.0(2) . . . . ? O3 C14 C15 C20 86.4(3) . . . . ? O3 C14 C15 C16 -90.5(3) . . . . ? C20 C15 C16 C17 -0.5(4) . . . . ? C14 C15 C16 C17 176.5(2) . . . . ? C15 C16 C17 C18 0.9(4) . . . . ? C16 C17 C18 C19 -0.5(5) . . . . ? C17 C18 C19 C20 -0.3(5) . . . . ? C16 C15 C20 C19 -0.4(4) . . . . ? C14 C15 C20 C19 -177.3(3) . . . . ? C18 C19 C20 C15 0.7(5) . . . . ? O4 N3 C21 N4 178.2(2) . . . . ? C22 N3 C21 N4 -11.3(3) . . . . ? O4 N3 C21 C28 -1.0(4) . . . . ? C22 N3 C21 C28 169.5(2) . . . . ? O5 N4 C21 N3 179.1(2) . . . . ? C25 N4 C21 N3 -6.7(3) . . . . ? O5 N4 C21 C28 -1.7(4) . . . . ? C25 N4 C21 C28 172.4(2) . . . . ? O4 N3 C22 C24 -43.5(3) . . . . ? C21 N3 C22 C24 145.3(2) . . . . ? O4 N3 C22 C23 76.0(3) . . . . ? C21 N3 C22 C23 -95.3(3) . . . . ? O4 N3 C22 C25 -165.5(2) . . . . ? C21 N3 C22 C25 23.3(3) . . . . ? O5 N4 C25 C27 -43.6(3) . . . . ? C21 N4 C25 C27 141.9(2) . . . . ? O5 N4 C25 C26 76.2(3) . . . . ? C21 N4 C25 C26 -98.3(3) . . . . ? O5 N4 C25 C22 -165.1(2) . . . . ? C21 N4 C25 C22 20.4(3) . . . . ? N3 C22 C25 N4 -23.8(2) . . . . ? C24 C22 C25 N4 -142.1(2) . . . . ? C23 C22 C25 N4 88.3(2) . . . . ? N3 C22 C25 C27 -141.6(2) . . . . ? C24 C22 C25 C27 100.1(3) . . . . ? C23 C22 C25 C27 -29.5(3) . . . . ? N3 C22 C25 C26 89.8(3) . . . . ? C24 C22 C25 C26 -28.5(3) . . . . ? C23 C22 C25 C26 -158.1(2) . . . . ? N3 C21 C28 C29 158.6(3) . . . . ? N4 C21 C28 C29 -20.4(4) . . . . ? N3 C21 C28 C33 -21.9(4) . . . . ? N4 C21 C28 C33 159.1(3) . . . . ? C33 C28 C29 C30 2.0(4) . . . . ? C21 C28 C29 C30 -178.5(2) . . . . ? C28 C29 C30 C31 -0.5(4) . . . . ? C34 O6 C31 C32 173.0(2) . . . . ? C34 O6 C31 C30 -7.9(4) . . . . ? C29 C30 C31 O6 179.7(2) . . . . ? C29 C30 C31 C32 -1.2(4) . . . . ? O6 C31 C32 C33 -179.3(2) . . . . ? C30 C31 C32 C33 1.6(4) . . . . ? C31 C32 C33 C28 -0.1(4) . . . . ? C29 C28 C33 C32 -1.7(4) . . . . ? C21 C28 C33 C32 178.8(2) . . . . ? C31 O6 C34 C35 -177.0(2) . . . . ? O6 C34 C35 C40 90.9(3) . . . . ? O6 C34 C35 C36 -90.3(3) . . . . ? C40 C35 C36 C37 -1.8(5) . . . . ? C34 C35 C36 C37 179.4(3) . . . . ? C35 C36 C37 C38 1.3(6) . . . . ? C36 C37 C38 C39 -0.1(6) . . . . ? C37 C38 C39 C40 -0.5(6) . . . . ? C36 C35 C40 C39 1.1(5) . . . . ? C34 C35 C40 C39 179.9(3) . . . . ? C38 C39 C40 C35 0.0(5) . . . . ? Ce1 O7 C42 C43 18.0(5) . . . . ? Ce1 O7 C42 C41 -160.8(2) . . . . ? F1 C41 C42 O7 65.8(4) . . . . ? F3 C41 C42 O7 -172.6(3) . . . . ? F2 C41 C42 O7 -52.7(3) . . . . ? F1 C41 C42 C43 -113.1(3) . . . . ? F3 C41 C42 C43 8.5(4) . . . . ? F2 C41 C42 C43 128.4(3) . . . . ? O7 C42 C43 C44 -3.9(5) . . . . ? C41 C42 C43 C44 174.8(3) . . . . ? Ce1 O8 C44 C43 -8.6(4) . . . . ? Ce1 O8 C44 C45 169.13(18) . . . . ? C42 C43 C44 O8 -0.8(5) . . . . ? C42 C43 C44 C45 -178.4(3) . . . . ? O8 C44 C45 F6 40.1(3) . . . . ? C43 C44 C45 F6 -141.8(3) . . . . ? O8 C44 C45 F5 -78.4(3) . . . . ? C43 C44 C45 F5 99.6(3) . . . . ? O8 C44 C45 F4 161.4(3) . . . . ? C43 C44 C45 F4 -20.6(4) . . . . ? Ce1 O9 C47 C48 7.0(4) . . . . ? Ce1 O9 C47 C46 -170.98(17) . . . . ? F8 C46 C47 O9 -33.5(4) . . . . ? F9 C46 C47 O9 -154.8(2) . . . . ? F7 C46 C47 O9 85.6(3) . . . . ? F8 C46 C47 C48 148.3(3) . . . . ? F9 C46 C47 C48 27.0(4) . . . . ? F7 C46 C47 C48 -92.6(3) . . . . ? O9 C47 C48 C49 2.9(5) . . . . ? C46 C47 C48 C49 -179.2(3) . . . . ? Ce1 O10 C49 C48 -13.4(4) . . . . ? Ce1 O10 C49 C50 166.01(19) . . . . ? C47 C48 C49 O10 0.6(5) . . . . ? C47 C48 C49 C50 -178.8(3) . . . . ? O10 C49 C50 F10 -62.5(3) . . . . ? C48 C49 C50 F10 117.0(3) . . . . ? O10 C49 C50 F11 176.4(3) . . . . ? C48 C49 C50 F11 -4.1(4) . . . . ? O10 C49 C50 F12 55.4(3) . . . . ? C48 C49 C50 F12 -125.1(3) . . . . ? Ce1 O11 C52 C53 6.2(5) . . . . ? Ce1 O11 C52 C51 -171.64(17) . . . . ? F13 C51 C52 O11 -40.6(4) . . . . ? F14 C51 C52 O11 -162.7(2) . . . . ? F15 C51 C52 O11 77.7(3) . . . . ? F13 C51 C52 C53 141.3(3) . . . . ? F14 C51 C52 C53 19.2(4) . . . . ? F15 C51 C52 C53 -100.4(3) . . . . ? O11 C52 C53 C54 1.8(5) . . . . ? C51 C52 C53 C54 179.5(3) . . . . ? Ce1 O12 C54 C53 -10.4(4) . . . . ? Ce1 O12 C54 C55 168.81(17) . . . . ? C52 C53 C54 O12 0.6(5) . . . . ? C52 C53 C54 C55 -178.6(3) . . . . ? O12 C54 C55 F16 47.1(3) . . . . ? C53 C54 C55 F16 -133.6(3) . . . . ? O12 C54 C55 F17 168.7(3) . . . . ? C53 C54 C55 F17 -12.0(4) . . . . ? O12 C54 C55 F18 -71.1(3) . . . . ? C53 C54 C55 F18 108.2(3) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.521 _refine_diff_density_min -0.809 _refine_diff_density_rms 0.070 # Attachment '- complex 2.cif' data_c081022i-pr _database_code_depnum_ccdc_archive 'CCDC 808012' #TrackingRef '- complex 2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H24 F18 N2 O9 Pr1' _chemical_formula_weight 1039.42 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' N N 0.0061 0.0033 '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' Pr Pr -0.2180 2.8214 '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 11.259(2) _cell_length_b 17.207(3) _cell_length_c 23.884(6) _cell_angle_alpha 90.00 _cell_angle_beta 117.99(2) _cell_angle_gamma 90.00 _cell_volume 4085.9(14) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 30087 _cell_measurement_theta_min 3.05 _cell_measurement_theta_max 27.48 _exptl_crystal_description needle _exptl_crystal_colour blue _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.690 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2044 _exptl_absorpt_coefficient_mu 1.323 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.852 _exptl_absorpt_correction_T_max 0.899 _exptl_absorpt_process_details crystalclear _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'rigaku saturn' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 32606 _diffrn_reflns_av_R_equivalents 0.0796 _diffrn_reflns_av_sigmaI/netI 0.0626 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 3.06 _diffrn_reflns_theta_max 25.10 _reflns_number_total 7291 _reflns_number_gt 5456 _reflns_threshold_expression >2sigma(I) _computing_data_collection crystalclear _computing_cell_refinement crystalclear _computing_data_reduction crystalclear _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0445P)^2^+10.0805P] 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 7291 _refine_ls_number_parameters 658 _refine_ls_number_restraints 258 _refine_ls_R_factor_all 0.1000 _refine_ls_R_factor_gt 0.0666 _refine_ls_wR_factor_ref 0.1369 _refine_ls_wR_factor_gt 0.1244 _refine_ls_goodness_of_fit_ref 1.128 _refine_ls_restrained_S_all 1.242 _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 -0.2709(10) 0.1717(6) 0.0233(4) 0.105(4) Uani 1 1 d D . . C2 C 0.1922(9) 0.0692(6) 0.1065(4) 0.088(3) Uani 1 1 d D . . C3 C 0.040(2) 0.2851(12) 0.4240(9) 0.139(5) Uani 1 1 d U . . C4 C -0.3948(17) 0.1859(12) 0.2516(9) 0.135(5) Uani 1 1 d U . . C5 C 0.0469(9) -0.0127(6) 0.4146(4) 0.097(4) Uani 1 1 d D . . C6 C 0.4539(8) 0.0910(5) 0.4085(4) 0.076(3) Uani 1 1 d D . . C7 C -0.1376(9) 0.1538(5) 0.0818(4) 0.063(2) Uani 1 1 d . A . C8 C -0.0388(10) 0.1191(5) 0.0721(4) 0.070(3) Uani 1 1 d . . . H8 H -0.0568 0.1056 0.0312 0.084 Uiso 1 1 calc R A . C9 C 0.0871(8) 0.1040(5) 0.1223(4) 0.054(2) Uani 1 1 d . A . C10 C -0.0300(15) 0.2427(6) 0.3581(5) 0.089(3) Uani 1 1 d . A . C11 C -0.1646(16) 0.2292(8) 0.3341(7) 0.113(5) Uani 1 1 d . . . H11 H -0.2062 0.2433 0.3583 0.136 Uiso 1 1 calc R . . C12 C -0.2412(11) 0.1958(7) 0.2761(7) 0.086(3) Uani 1 1 d . A . C13 C 0.1046(10) 0.0329(6) 0.3779(4) 0.066(2) Uani 1 1 d . A . C14 C 0.2429(9) 0.0438(6) 0.4048(4) 0.071(3) Uani 1 1 d . . . H14 H 0.2977 0.0236 0.4449 0.085 Uiso 1 1 calc R C . C15 C 0.3011(8) 0.0832(5) 0.3743(4) 0.057(2) Uani 1 1 d . A . C16 C -0.3511(12) 0.0039(7) 0.1662(7) 0.134(5) Uani 1 1 d U . . H16A H -0.3339 0.0176 0.2083 0.200 Uiso 1 1 calc R . . H16B H -0.4448 -0.0079 0.1409 0.200 Uiso 1 1 calc R . . H16C H -0.3272 0.0466 0.1476 0.200 Uiso 1 1 calc R . . C17 C -0.2711(9) -0.0640(6) 0.1690(6) 0.087(3) Uani 1 1 d . . . C18 C -0.3004(13) -0.0833(8) 0.0992(6) 0.132(5) Uani 1 1 d U . . H18A H -0.2617 -0.0438 0.0844 0.198 Uiso 1 1 calc R . . H18B H -0.3958 -0.0852 0.0721 0.198 Uiso 1 1 calc R . . H18C H -0.2616 -0.1328 0.0985 0.198 Uiso 1 1 calc R . . C19 C -0.3127(12) -0.1191(8) 0.2582(6) 0.118(4) Uani 1 1 d U . . H19A H -0.4083 -0.1135 0.2412 0.177 Uiso 1 1 calc R . . H19B H -0.2691 -0.0719 0.2792 0.177 Uiso 1 1 calc R . . H19C H -0.2818 -0.1612 0.2880 0.177 Uiso 1 1 calc R . . C20 C -0.2793(8) -0.1359(5) 0.2045(5) 0.068(3) Uani 1 1 d . . . C21 C -0.3618(9) -0.2027(6) 0.1638(6) 0.104(4) Uani 1 1 d . . . H21A H -0.4543 -0.1871 0.1404 0.156 Uiso 1 1 calc R . . H21B H -0.3548 -0.2462 0.1903 0.156 Uiso 1 1 calc R . . H21C H -0.3289 -0.2171 0.1348 0.156 Uiso 1 1 calc R . . C22 C -0.0484(8) -0.1061(4) 0.2380(4) 0.0482(19) Uani 1 1 d . . . C23 C 0.0967(7) -0.1103(5) 0.2690(4) 0.0473(19) Uani 1 1 d . . . C24 C 0.1680(8) -0.0739(5) 0.2417(4) 0.058(2) Uani 1 1 d . . . H24 H 0.1219 -0.0469 0.2038 0.069 Uiso 1 1 calc R . . C25 C 0.3055(9) -0.0780(5) 0.2707(4) 0.068(3) Uani 1 1 d . . . H25 H 0.3522 -0.0532 0.2524 0.082 Uiso 1 1 calc R . . C26 C 0.3756(9) -0.1185(5) 0.3268(5) 0.068(3) Uani 1 1 d . . . C27 C 0.3066(9) -0.1551(5) 0.3536(4) 0.070(3) Uani 1 1 d . . . H27 H 0.3528 -0.1826 0.3913 0.084 Uiso 1 1 calc R . . C28 C 0.1676(8) -0.1508(5) 0.3242(4) 0.059(2) Uani 1 1 d . . . H28 H 0.1211 -0.1761 0.3424 0.071 Uiso 1 1 calc R . . C29 C 0.5922(10) -0.1535(8) 0.4113(6) 0.110(4) Uani 1 1 d . . . H29A H 0.5767 -0.2091 0.4097 0.132 Uiso 1 1 calc R . . H29B H 0.5707 -0.1308 0.4426 0.132 Uiso 1 1 calc R . . C30 C 0.7358(11) -0.1364(10) 0.4271(7) 0.169(8) Uani 1 1 d . . . H30A H 0.7625 -0.1701 0.4029 0.254 Uiso 1 1 calc R . . H30B H 0.7932 -0.1449 0.4715 0.254 Uiso 1 1 calc R . . H30C H 0.7431 -0.0832 0.4168 0.254 Uiso 1 1 calc R . . F1 F -0.2901(12) 0.1379(9) -0.0294(4) 0.122(5) Uani 0.662(15) 1 d PDU A 1 F2 F -0.2723(13) 0.2489(6) 0.0135(6) 0.142(6) Uani 0.662(15) 1 d PDU A 1 F3 F -0.3754(10) 0.1578(10) 0.0322(5) 0.128(5) Uani 0.662(15) 1 d PDU A 1 F1' F -0.3527(19) 0.2219(12) 0.0275(8) 0.096(8) Uani 0.338(15) 1 d PDU A 2 F2' F -0.340(2) 0.1033(9) 0.0068(12) 0.139(10) Uani 0.338(15) 1 d PDU A 2 F3' F -0.2553(19) 0.1901(14) -0.0270(8) 0.096(8) Uani 0.338(15) 1 d PDU A 2 F4 F 0.2793(13) 0.0228(8) 0.1478(5) 0.111(5) Uani 0.626(15) 1 d PDU B 3 F5 F 0.2626(13) 0.1305(6) 0.1013(7) 0.133(5) Uani 0.626(15) 1 d PDU B 3 F6 F 0.1406(11) 0.0364(9) 0.0495(5) 0.122(5) Uani 0.626(15) 1 d PDU B 3 F4' F 0.172(2) -0.0093(7) 0.1007(11) 0.118(8) Uani 0.374(15) 1 d PDU B 4 F5' F 0.3168(12) 0.0758(12) 0.1532(7) 0.095(7) Uani 0.374(15) 1 d PDU B 4 F6' F 0.189(2) 0.0922(12) 0.0543(7) 0.105(7) Uani 0.374(15) 1 d PDU B 4 F7 F 0.1697(10) 0.2698(5) 0.4540(4) 0.152(3) Uani 1 1 d U . . F8 F 0.0285(12) 0.3594(6) 0.4143(5) 0.202(5) Uani 1 1 d U . . F9 F -0.0090(12) 0.2643(8) 0.4608(5) 0.215(5) Uani 1 1 d U . . F10 F -0.4599(8) 0.1851(6) 0.1906(5) 0.166(3) Uani 1 1 d U . . F11 F -0.4187(10) 0.1174(7) 0.2678(6) 0.188(4) Uani 1 1 d U . . F12 F -0.4410(11) 0.2375(8) 0.2740(7) 0.233(5) Uani 1 1 d U . . F13 F -0.0345(16) -0.0688(8) 0.3789(5) 0.113(5) Uani 0.73(3) 1 d PDU C 1 F14 F -0.016(2) 0.0339(7) 0.4343(9) 0.142(6) Uani 0.73(3) 1 d PDU C 1 F15 F 0.1433(10) -0.0492(11) 0.4651(6) 0.129(5) Uani 0.73(3) 1 d PDU C 1 F14' F 0.121(3) -0.009(2) 0.4765(6) 0.108(12) Uani 0.27(3) 1 d PDU C 2 F15' F -0.074(2) 0.0174(17) 0.4020(17) 0.101(11) Uani 0.27(3) 1 d PDU C 2 F13' F 0.023(4) -0.0868(10) 0.3978(18) 0.100(12) Uani 0.27(3) 1 d PDU C 2 F16 F 0.5137(7) 0.0314(5) 0.4462(5) 0.100(4) Uani 0.745(14) 1 d PDU D 1 F17 F 0.5011(9) 0.0944(8) 0.3680(4) 0.125(4) Uani 0.745(14) 1 d PDU D 1 F18 F 0.4851(9) 0.1543(5) 0.4433(6) 0.132(5) Uani 0.745(14) 1 d PDU D 1 F16' F 0.508(2) 0.0905(18) 0.4719(6) 0.106(10) Uani 0.255(14) 1 d PDU D 2 F17' F 0.5092(17) 0.1527(9) 0.3957(10) 0.064(7) Uani 0.255(14) 1 d PDU D 2 F18' F 0.510(3) 0.0295(11) 0.3951(16) 0.144(14) Uani 0.255(14) 1 d PDU D 2 N1 N -0.1245(6) -0.0453(4) 0.2029(3) 0.0528(17) Uani 1 1 d . . . N2 N -0.1324(6) -0.1615(3) 0.2376(3) 0.0535(17) Uani 1 1 d . . . O1 O -0.0796(5) 0.0187(3) 0.1936(3) 0.0592(15) Uani 1 1 d . . . O2 O -0.0982(5) -0.2274(3) 0.2654(3) 0.0596(15) Uani 1 1 d . . . O3 O 0.5124(6) -0.1188(4) 0.3500(3) 0.094(2) Uani 1 1 d . . . O4 O -0.1351(5) 0.1723(3) 0.1323(3) 0.0570(14) Uani 1 1 d . . . O5 O 0.1258(5) 0.1121(3) 0.1804(2) 0.0527(13) Uani 1 1 d . . . O6 O 0.0443(7) 0.2275(4) 0.3349(3) 0.0761(18) Uani 1 1 d . . . O7 O -0.1998(6) 0.1696(4) 0.2398(3) 0.0729(18) Uani 1 1 d . . . O8 O 0.0161(6) 0.0558(4) 0.3250(3) 0.0636(15) Uani 1 1 d . . . O9 O 0.2434(5) 0.1168(3) 0.3219(2) 0.0548(14) Uani 1 1 d . . . Pr1 Pr 0.01497(4) 0.14517(3) 0.244685(19) 0.04250(15) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.114(10) 0.123(12) 0.064(7) 0.002(7) 0.029(7) 0.020(9) C2 0.084(8) 0.111(10) 0.076(8) 0.002(7) 0.045(7) 0.002(8) C3 0.157(10) 0.148(10) 0.134(9) -0.015(8) 0.087(8) 0.016(8) C4 0.125(9) 0.151(10) 0.159(10) -0.010(8) 0.092(8) 0.009(8) C5 0.102(9) 0.107(10) 0.071(8) 0.023(7) 0.031(7) -0.017(8) C6 0.067(6) 0.080(8) 0.057(6) 0.019(5) 0.010(5) 0.003(6) C7 0.065(5) 0.065(6) 0.038(5) 0.002(4) 0.009(4) 0.013(5) C8 0.081(7) 0.082(7) 0.044(5) -0.002(5) 0.027(5) 0.009(5) C9 0.054(5) 0.055(5) 0.054(5) 0.006(4) 0.027(5) 0.003(4) C10 0.132(11) 0.071(7) 0.076(7) -0.009(6) 0.059(8) 0.009(7) C11 0.139(12) 0.137(12) 0.116(11) -0.008(9) 0.103(11) 0.020(10) C12 0.076(7) 0.090(8) 0.120(10) 0.028(7) 0.069(8) 0.027(6) C13 0.081(7) 0.076(6) 0.049(5) 0.003(5) 0.036(5) -0.016(5) C14 0.067(6) 0.087(7) 0.040(5) 0.012(5) 0.008(4) -0.017(5) C15 0.051(5) 0.066(6) 0.045(5) 0.002(4) 0.014(4) -0.003(4) C16 0.080(7) 0.098(8) 0.201(10) 0.021(7) 0.049(7) 0.010(6) C17 0.053(5) 0.048(6) 0.133(10) 0.010(6) 0.021(6) -0.007(5) C18 0.116(8) 0.136(9) 0.109(8) 0.012(7) 0.024(6) -0.035(7) C19 0.099(7) 0.134(9) 0.135(9) -0.008(7) 0.066(7) 0.022(6) C20 0.049(5) 0.049(5) 0.097(7) -0.009(5) 0.026(5) -0.001(4) C21 0.061(6) 0.062(7) 0.141(10) -0.007(7) 0.008(7) -0.021(5) C22 0.047(4) 0.033(4) 0.053(5) -0.004(4) 0.014(4) -0.006(4) C23 0.038(4) 0.047(4) 0.049(5) -0.003(4) 0.014(4) 0.001(4) C24 0.053(5) 0.055(5) 0.057(5) 0.014(4) 0.018(4) 0.006(4) C25 0.058(5) 0.075(6) 0.076(6) 0.018(5) 0.035(5) 0.000(5) C26 0.047(5) 0.069(6) 0.073(6) 0.006(5) 0.017(5) -0.002(4) C27 0.053(5) 0.077(7) 0.062(6) 0.021(5) 0.012(5) 0.006(5) C28 0.059(5) 0.051(5) 0.061(5) 0.003(5) 0.022(4) -0.011(4) C29 0.064(6) 0.146(12) 0.093(8) 0.023(8) 0.015(6) 0.002(7) C30 0.055(7) 0.27(2) 0.146(13) 0.069(14) 0.020(8) -0.005(10) F1 0.116(8) 0.145(9) 0.066(6) -0.012(6) 0.011(5) 0.024(7) F2 0.122(8) 0.138(9) 0.127(8) 0.043(7) 0.026(6) 0.048(7) F3 0.077(6) 0.166(10) 0.108(8) 0.000(7) 0.016(5) 0.010(7) F1' 0.080(10) 0.101(11) 0.082(10) 0.005(8) 0.018(7) 0.034(9) F2' 0.114(13) 0.132(13) 0.135(14) 0.007(10) 0.027(9) -0.005(9) F3' 0.102(11) 0.102(12) 0.064(10) 0.022(8) 0.021(8) 0.004(9) F4 0.110(8) 0.133(9) 0.104(7) 0.023(6) 0.062(6) 0.053(7) F5 0.113(8) 0.158(10) 0.162(10) 0.005(8) 0.091(7) -0.011(7) F6 0.121(8) 0.157(10) 0.104(8) -0.038(7) 0.067(6) 0.018(7) F4' 0.126(12) 0.108(11) 0.140(13) -0.007(9) 0.079(9) 0.014(8) F5' 0.078(9) 0.109(11) 0.105(11) -0.018(8) 0.047(8) 0.010(8) F6' 0.117(11) 0.132(12) 0.098(10) 0.030(8) 0.077(9) 0.019(8) F7 0.188(7) 0.165(7) 0.086(5) -0.025(4) 0.050(5) 0.004(6) F8 0.242(9) 0.143(7) 0.164(7) -0.061(6) 0.048(6) 0.035(6) F9 0.256(9) 0.288(10) 0.152(7) -0.050(6) 0.137(7) -0.006(7) F10 0.087(5) 0.203(7) 0.201(8) 0.024(7) 0.062(5) 0.004(5) F11 0.150(6) 0.215(8) 0.242(9) 0.026(7) 0.129(6) -0.024(6) F12 0.166(7) 0.262(10) 0.316(10) -0.069(8) 0.150(7) 0.041(7) F13 0.099(7) 0.114(7) 0.116(7) 0.027(6) 0.042(6) -0.045(6) F14 0.173(10) 0.175(10) 0.132(9) 0.004(7) 0.116(8) -0.009(7) F15 0.142(8) 0.141(9) 0.101(7) 0.053(6) 0.056(6) -0.020(6) F14' 0.127(15) 0.126(16) 0.090(14) 0.011(9) 0.066(11) -0.010(10) F15' 0.110(14) 0.118(16) 0.100(15) 0.012(9) 0.071(11) -0.013(9) F13' 0.101(15) 0.098(15) 0.107(15) 0.016(9) 0.054(11) -0.001(9) F16 0.067(5) 0.106(6) 0.095(6) 0.053(5) 0.011(4) 0.020(4) F17 0.070(5) 0.186(10) 0.116(7) 0.049(7) 0.043(5) 0.004(6) F18 0.093(6) 0.104(7) 0.140(8) -0.020(6) 0.005(5) -0.034(5) F16' 0.092(13) 0.120(15) 0.096(13) 0.007(10) 0.035(9) -0.007(10) F17' 0.046(9) 0.058(10) 0.078(11) 0.010(8) 0.021(7) -0.002(7) F18' 0.124(16) 0.134(17) 0.163(17) -0.015(11) 0.059(11) 0.001(10) N1 0.042(4) 0.035(4) 0.066(4) -0.001(3) 0.013(3) -0.004(3) N2 0.047(4) 0.036(4) 0.072(5) -0.008(3) 0.023(4) -0.007(3) O1 0.062(3) 0.036(3) 0.071(4) 0.000(3) 0.024(3) -0.006(3) O2 0.068(4) 0.033(3) 0.078(4) 0.005(3) 0.035(3) -0.001(3) O3 0.049(4) 0.123(6) 0.093(5) 0.034(4) 0.018(4) 0.003(4) O4 0.057(3) 0.055(3) 0.047(3) 0.000(3) 0.015(3) 0.013(3) O5 0.044(3) 0.065(3) 0.042(3) 0.003(3) 0.014(3) 0.000(3) O6 0.091(5) 0.078(5) 0.066(4) -0.018(3) 0.043(4) 0.001(4) O7 0.060(4) 0.086(5) 0.081(4) 0.007(4) 0.040(4) 0.012(3) O8 0.059(3) 0.079(4) 0.051(3) 0.009(3) 0.025(3) -0.008(3) O9 0.051(3) 0.060(3) 0.043(3) 0.012(3) 0.014(3) 0.003(3) Pr1 0.0423(2) 0.0417(2) 0.0397(2) -0.0008(2) 0.01613(18) 0.0019(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 F1' 1.300(10) . ? C1 F1 1.310(9) . ? C1 F3 1.313(9) . ? C1 F3' 1.330(10) . ? C1 F2 1.348(9) . ? C1 F2' 1.362(10) . ? C1 C7 1.527(12) . ? C2 F4 1.291(8) . ? C2 F6' 1.292(9) . ? C2 F5' 1.325(9) . ? C2 F6 1.329(8) . ? C2 F5 1.359(9) . ? C2 F4' 1.365(9) . ? C2 C9 1.523(12) . ? C3 F9 1.292(18) . ? C3 F8 1.294(18) . ? C3 F7 1.313(17) . ? C3 C10 1.569(19) . ? C4 F12 1.267(17) . ? C4 F10 1.288(17) . ? C4 F11 1.306(19) . ? C4 C12 1.554(18) . ? C5 F14 1.299(9) . ? C5 F14' 1.316(10) . ? C5 F13' 1.326(10) . ? C5 F13 1.329(9) . ? C5 F15 1.341(9) . ? C5 F15' 1.353(10) . ? C5 C13 1.529(12) . ? C6 F17 1.305(8) . ? C6 F18 1.314(8) . ? C6 F16 1.320(8) . ? C6 F17' 1.338(10) . ? C6 F16' 1.341(10) . ? C6 F18' 1.345(10) . ? C6 C15 1.525(11) . ? C7 O4 1.234(9) . ? C7 C8 1.374(12) . ? C8 C9 1.385(12) . ? C8 H8 0.9300 . ? C9 O5 1.252(9) . ? C10 O6 1.230(13) . ? C10 C11 1.365(16) . ? C11 C12 1.369(16) . ? C11 H11 0.9300 . ? C12 O7 1.245(12) . ? C13 O8 1.251(10) . ? C13 C14 1.391(12) . ? C14 C15 1.366(11) . ? C14 H14 0.9300 . ? C15 O9 1.248(9) . ? C16 C17 1.456(14) . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 N1 1.493(10) . ? C17 C20 1.528(13) . ? C17 C18 1.576(16) . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 C20 1.524(15) . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 C21 1.510(12) . ? C20 N2 1.525(10) . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 N2 1.340(9) . ? C22 N1 1.363(9) . ? C22 C23 1.445(11) . ? C23 C28 1.368(11) . ? C23 C24 1.396(11) . ? C24 C25 1.369(11) . ? C24 H24 0.9300 . ? C25 C26 1.384(12) . ? C25 H25 0.9300 . ? C26 C27 1.370(12) . ? C26 O3 1.370(10) . ? C27 C28 1.385(11) . ? C27 H27 0.9300 . ? C28 H28 0.9300 . ? C29 O3 1.439(12) . ? C29 C30 1.507(15) . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? N1 O1 1.275(7) . ? N2 O2 1.277(7) . ? O1 Pr1 2.477(5) . ? O2 Pr1 2.441(5) 2_545 ? O4 Pr1 2.453(5) . ? O5 Pr1 2.456(5) . ? O6 Pr1 2.469(6) . ? O7 Pr1 2.403(6) . ? O8 Pr1 2.454(6) . ? O9 Pr1 2.409(5) . ? Pr1 O2 2.441(5) 2 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag F1' C1 F1 124.5(11) . . ? F1' C1 F3 52.2(9) . . ? F1 C1 F3 108.6(9) . . ? F1' C1 F3' 108.1(9) . . ? F1 C1 F3' 43.1(8) . . ? F3 C1 F3' 134.2(12) . . ? F1' C1 F2 53.7(9) . . ? F1 C1 F2 106.7(8) . . ? F3 C1 F2 105.6(8) . . ? F3' C1 F2 66.8(9) . . ? F1' C1 F2' 105.5(10) . . ? F1 C1 F2' 61.5(10) . . ? F3 C1 F2' 57.1(10) . . ? F3' C1 F2' 104.0(9) . . ? F2 C1 F2' 147.4(12) . . ? F1' C1 C7 119.4(10) . . ? F1 C1 C7 116.0(9) . . ? F3 C1 C7 112.7(8) . . ? F3' C1 C7 112.6(11) . . ? F2 C1 C7 106.5(9) . . ? F2' C1 C7 105.8(12) . . ? F4 C2 F6' 126.5(12) . . ? F4 C2 F5' 44.3(7) . . ? F6' C2 F5' 109.1(9) . . ? F4 C2 F6 109.3(8) . . ? F6' C2 F6 48.8(8) . . ? F5' C2 F6 132.8(11) . . ? F4 C2 F5 106.5(8) . . ? F6' C2 F5 55.2(9) . . ? F5' C2 F5 65.1(9) . . ? F6 C2 F5 103.3(8) . . ? F4 C2 F4' 59.7(8) . . ? F6' C2 F4' 106.0(9) . . ? F5' C2 F4' 103.2(9) . . ? F6 C2 F4' 60.3(8) . . ? F5 C2 F4' 146.5(11) . . ? F4 C2 C9 117.0(8) . . ? F6' C2 C9 116.4(10) . . ? F5' C2 C9 113.3(10) . . ? F6 C2 C9 113.8(8) . . ? F5 C2 C9 105.7(8) . . ? F4' C2 C9 107.6(10) . . ? F9 C3 F8 110.7(15) . . ? F9 C3 F7 107.1(17) . . ? F8 C3 F7 106.9(17) . . ? F9 C3 C10 112.2(15) . . ? F8 C3 C10 108.6(15) . . ? F7 C3 C10 111.3(13) . . ? F12 C4 F10 110.9(17) . . ? F12 C4 F11 109.0(15) . . ? F10 C4 F11 103.8(16) . . ? F12 C4 C12 111.7(16) . . ? F10 C4 C12 111.6(13) . . ? F11 C4 C12 109.6(15) . . ? F14 C5 F14' 73.9(13) . . ? F14 C5 F13' 129.3(16) . . ? F14' C5 F13' 108.9(11) . . ? F14 C5 F13 110.6(9) . . ? F14' C5 F13 130.0(16) . . ? F13' C5 F13 29.0(13) . . ? F14 C5 F15 108.2(9) . . ? F14' C5 F15 36.5(13) . . ? F13' C5 F15 77.7(14) . . ? F13 C5 F15 105.1(8) . . ? F14 C5 F15' 34.8(12) . . ? F14' C5 F15' 105.5(10) . . ? F13' C5 F15' 104.9(10) . . ? F13 C5 F15' 79.4(13) . . ? F15 C5 F15' 133.2(14) . . ? F14 C5 C13 110.0(9) . . ? F14' C5 C13 113.7(15) . . ? F13' C5 C13 113.8(16) . . ? F13 C5 C13 110.8(8) . . ? F15 C5 C13 111.9(9) . . ? F15' C5 C13 109.3(13) . . ? F17 C6 F18 110.5(8) . . ? F17 C6 F16 106.6(7) . . ? F18 C6 F16 108.2(7) . . ? F17 C6 F17' 53.1(9) . . ? F18 C6 F17' 58.1(9) . . ? F16 C6 F17' 129.0(10) . . ? F17 C6 F16' 135.3(13) . . ? F18 C6 F16' 56.4(11) . . ? F16 C6 F16' 53.8(11) . . ? F17' C6 F16' 104.5(9) . . ? F17 C6 F18' 57.2(11) . . ? F18 C6 F18' 141.9(14) . . ? F16 C6 F18' 53.6(12) . . ? F17' C6 F18' 104.4(10) . . ? F16' C6 F18' 104.5(10) . . ? F17 C6 C15 110.8(7) . . ? F18 C6 C15 108.1(8) . . ? F16 C6 C15 112.5(7) . . ? F17' C6 C15 118.4(10) . . ? F16' C6 C15 113.9(12) . . ? F18' C6 C15 109.9(14) . . ? O4 C7 C8 128.9(8) . . ? O4 C7 C1 113.8(8) . . ? C8 C7 C1 117.3(8) . . ? C7 C8 C9 121.1(8) . . ? C7 C8 H8 119.4 . . ? C9 C8 H8 119.4 . . ? O5 C9 C8 128.3(8) . . ? O5 C9 C2 114.4(7) . . ? C8 C9 C2 117.3(8) . . ? O6 C10 C11 129.1(11) . . ? O6 C10 C3 114.8(13) . . ? C11 C10 C3 116.1(13) . . ? C10 C11 C12 123.0(10) . . ? C10 C11 H11 118.5 . . ? C12 C11 H11 118.5 . . ? O7 C12 C11 126.4(10) . . ? O7 C12 C4 114.3(13) . . ? C11 C12 C4 119.2(12) . . ? O8 C13 C14 127.7(8) . . ? O8 C13 C5 112.9(8) . . ? C14 C13 C5 119.4(8) . . ? C15 C14 C13 122.3(8) . . ? C15 C14 H14 118.8 . . ? C13 C14 H14 118.8 . . ? O9 C15 C14 127.6(8) . . ? O9 C15 C6 115.0(7) . . ? C14 C15 C6 117.4(7) . . ? C17 C16 H16A 109.5 . . ? C17 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C17 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C16 C17 N1 110.8(8) . . ? C16 C17 C20 118.5(10) . . ? N1 C17 C20 102.3(7) . . ? C16 C17 C18 107.6(11) . . ? N1 C17 C18 104.4(9) . . ? C20 C17 C18 112.3(9) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C20 C19 H19A 109.5 . . ? C20 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C20 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C21 C20 C19 111.5(9) . . ? C21 C20 N2 107.7(7) . . ? C19 C20 N2 104.7(8) . . ? C21 C20 C17 116.0(9) . . ? C19 C20 C17 114.6(9) . . ? N2 C20 C17 100.9(7) . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N2 C22 N1 107.7(6) . . ? N2 C22 C23 126.4(7) . . ? N1 C22 C23 125.9(7) . . ? C28 C23 C24 118.4(7) . . ? C28 C23 C22 121.8(8) . . ? C24 C23 C22 119.9(7) . . ? C25 C24 C23 120.2(8) . . ? C25 C24 H24 119.9 . . ? C23 C24 H24 119.9 . . ? C24 C25 C26 120.7(8) . . ? C24 C25 H25 119.7 . . ? C26 C25 H25 119.7 . . ? C27 C26 O3 125.8(8) . . ? C27 C26 C25 119.6(8) . . ? O3 C26 C25 114.5(8) . . ? C26 C27 C28 119.5(8) . . ? C26 C27 H27 120.3 . . ? C28 C27 H27 120.3 . . ? C23 C28 C27 121.7(8) . . ? C23 C28 H28 119.2 . . ? C27 C28 H28 119.2 . . ? O3 C29 C30 104.9(10) . . ? O3 C29 H29A 110.8 . . ? C30 C29 H29A 110.8 . . ? O3 C29 H29B 110.8 . . ? C30 C29 H29B 110.8 . . ? H29A C29 H29B 108.8 . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? O1 N1 C22 125.8(6) . . ? O1 N1 C17 121.3(6) . . ? C22 N1 C17 112.6(6) . . ? O2 N2 C22 126.0(7) . . ? O2 N2 C20 121.0(6) . . ? C22 N2 C20 112.8(6) . . ? N1 O1 Pr1 141.9(5) . . ? N2 O2 Pr1 141.4(5) . 2_545 ? C26 O3 C29 117.3(8) . . ? C7 O4 Pr1 135.1(5) . . ? C9 O5 Pr1 134.8(5) . . ? C10 O6 Pr1 132.4(7) . . ? C12 O7 Pr1 136.5(7) . . ? C13 O8 Pr1 134.2(5) . . ? C15 O9 Pr1 136.7(5) . . ? O7 Pr1 O9 139.6(2) . . ? O7 Pr1 O2 105.2(2) . 2 ? O9 Pr1 O2 86.34(18) . 2 ? O7 Pr1 O4 75.7(2) . . ? O9 Pr1 O4 144.70(18) . . ? O2 Pr1 O4 79.68(19) 2 . ? O7 Pr1 O8 77.5(2) . . ? O9 Pr1 O8 70.27(18) . . ? O2 Pr1 O8 141.16(19) 2 . ? O4 Pr1 O8 136.24(19) . . ? O7 Pr1 O5 143.59(19) . . ? O9 Pr1 O5 76.06(17) . . ? O2 Pr1 O5 79.37(18) 2 . ? O4 Pr1 O5 69.61(17) . . ? O8 Pr1 O5 121.69(19) . . ? O7 Pr1 O6 70.2(2) . . ? O9 Pr1 O6 77.9(2) . . ? O2 Pr1 O6 70.7(2) 2 . ? O4 Pr1 O6 125.96(19) . . ? O8 Pr1 O6 74.2(2) . . ? O5 Pr1 O6 141.2(2) . . ? O7 Pr1 O1 86.5(2) . . ? O9 Pr1 O1 104.89(18) . . ? O2 Pr1 O1 146.78(19) 2 . ? O4 Pr1 O1 73.24(18) . . ? O8 Pr1 O1 71.22(19) . . ? O5 Pr1 O1 73.47(18) . . ? O6 Pr1 O1 141.7(2) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.10 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.625 _refine_diff_density_min -0.797 _refine_diff_density_rms 0.088 # Attachment '- complex 4.cif' data_c090310a _database_code_depnum_ccdc_archive 'CCDC 808624' #TrackingRef '- complex 4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C55 H49 F18 N4 O12 Pr' _chemical_formula_weight 1440.89 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' N N 0.0061 0.0033 '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' Pr Pr -0.2180 2.8214 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.421(3) _cell_length_b 15.856(3) _cell_length_c 18.210(4) _cell_angle_alpha 69.13(3) _cell_angle_beta 73.10(3) _cell_angle_gamma 89.59(3) _cell_volume 3187.7(12) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 27437 _cell_measurement_theta_min 3.06 _cell_measurement_theta_max 27.68 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.501 _exptl_crystal_density_method none _exptl_crystal_F_000 1448 _exptl_absorpt_coefficient_mu 0.876 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8043 _exptl_absorpt_correction_T_max 0.8583 _exptl_absorpt_process_details crystalclear _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26632 _diffrn_reflns_av_R_equivalents 0.0549 _diffrn_reflns_av_sigmaI/netI 0.0702 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.05 _diffrn_reflns_theta_max 25.01 _reflns_number_total 11197 _reflns_number_gt 9006 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1380P)^2^+7.1469P] 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 11197 _refine_ls_number_parameters 879 _refine_ls_number_restraints 300 _refine_ls_R_factor_all 0.1007 _refine_ls_R_factor_gt 0.0796 _refine_ls_wR_factor_ref 0.2400 _refine_ls_wR_factor_gt 0.2258 _refine_ls_goodness_of_fit_ref 1.102 _refine_ls_restrained_S_all 1.138 _refine_ls_shift/su_max 0.021 _refine_ls_shift/su_mean 0.001 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 0.4593(8) 0.8330(7) 0.2897(7) 0.060(2) Uani 1 1 d U . . C2 C 0.1979(9) 1.0435(7) 0.1801(7) 0.062(3) Uani 1 1 d U . . C3 C -0.0041(8) 0.8535(7) -0.0021(5) 0.085(3) Uani 1 1 d DU . . C4 C 0.4082(8) 0.9218(7) -0.0645(6) 0.089(4) Uani 1 1 d DU . . C5 C 0.1546(8) 0.4594(7) 0.4338(6) 0.095(4) Uani 1 1 d DU . . C6 C -0.1073(12) 0.4940(9) 0.2638(10) 0.090(4) Uani 1 1 d U . . C7 C 0.3582(7) 0.8454(6) 0.2570(5) 0.0457(19) Uani 1 1 d . . . C8 C 0.3216(7) 0.9303(6) 0.2347(6) 0.052(2) Uani 1 1 d . . . H8 H 0.3581 0.9770 0.2413 0.062 Uiso 1 1 calc R . . C9 C 0.2318(7) 0.9478(6) 0.2029(5) 0.046(2) Uani 1 1 d . . . C10 C 0.0974(9) 0.8404(7) 0.0315(6) 0.063(3) Uani 1 1 d . A . C11 C 0.2028(10) 0.8801(8) -0.0217(6) 0.076(3) Uani 1 1 d . . . H11 H 0.2094 0.9156 -0.0762 0.091 Uiso 1 1 calc R A . C12 C 0.2992(8) 0.8696(7) 0.0022(6) 0.063(3) Uani 1 1 d . A . C13 C 0.1144(8) 0.5200(7) 0.3635(6) 0.061(3) Uani 1 1 d . C . C14 C 0.0325(10) 0.4838(7) 0.3453(7) 0.074(3) Uani 1 1 d . . . H14 H 0.0008 0.4243 0.3772 0.089 Uiso 1 1 calc R C . C15 C -0.0053(8) 0.5342(7) 0.2794(7) 0.062(3) Uani 1 1 d . C . C16 C -0.1365(14) 0.8476(13) 0.2267(9) 0.120(5) Uani 1 1 d U . . H16A H -0.0806 0.8993 0.2032 0.179 Uiso 1 1 calc R . . H16B H -0.2036 0.8655 0.2117 0.179 Uiso 1 1 calc R . . H16C H -0.1073 0.8015 0.2061 0.179 Uiso 1 1 calc R . . C17 C -0.1657(8) 0.8101(8) 0.3217(7) 0.063(2) Uani 1 1 d U . . C18 C -0.2352(12) 0.7183(10) 0.3656(11) 0.119(5) Uani 1 1 d U . . H18A H -0.1895 0.6725 0.3546 0.179 Uiso 1 1 calc R . . H18B H -0.2993 0.7192 0.3460 0.179 Uiso 1 1 calc R . . H18C H -0.2610 0.7051 0.4240 0.179 Uiso 1 1 calc R . . C19 C -0.3195(12) 0.8544(12) 0.4255(10) 0.119(5) Uani 1 1 d U . . H19A H -0.3185 0.7952 0.4649 0.179 Uiso 1 1 calc R . . H19B H -0.3808 0.8534 0.4036 0.179 Uiso 1 1 calc R . . H19C H -0.3295 0.8976 0.4522 0.179 Uiso 1 1 calc R . . C20 C -0.2136(8) 0.8799(8) 0.3591(7) 0.069(2) Uani 1 1 d U . . C21 C -0.2209(15) 0.9720(11) 0.2941(11) 0.122(5) Uani 1 1 d U . . H21A H -0.2193 1.0189 0.3157 0.183 Uiso 1 1 calc R . . H21B H -0.2902 0.9698 0.2811 0.183 Uiso 1 1 calc R . . H21C H -0.1578 0.9846 0.2450 0.183 Uiso 1 1 calc R . . C22 C -0.0346(7) 0.8478(6) 0.3804(6) 0.049(2) Uani 1 1 d . . . C23 C 0.0599(7) 0.8481(6) 0.4110(5) 0.047(2) Uani 1 1 d . . . C24 C 0.1136(7) 0.7704(6) 0.4361(6) 0.051(2) Uani 1 1 d . . . H24 H 0.0924 0.7185 0.4288 0.061 Uiso 1 1 calc R . . C25 C 0.1981(8) 0.7694(7) 0.4717(6) 0.056(2) Uani 1 1 d . . . H25 H 0.2320 0.7167 0.4903 0.067 Uiso 1 1 calc R . . C26 C 0.2320(8) 0.8496(7) 0.4791(6) 0.056(2) Uani 1 1 d . . . C27 C 0.1835(8) 0.9259(7) 0.4524(7) 0.060(2) Uani 1 1 d . . . H27 H 0.2088 0.9786 0.4566 0.072 Uiso 1 1 calc R . . C28 C 0.0968(8) 0.9275(7) 0.4190(6) 0.059(2) Uani 1 1 d . . . H28 H 0.0630 0.9805 0.4018 0.071 Uiso 1 1 calc R . . C29 C 0.3522(10) 0.7759(8) 0.5587(8) 0.076(3) Uani 1 1 d . . . H29A H 0.3953 0.7478 0.5217 0.092 Uiso 1 1 calc R . . H29B H 0.2882 0.7331 0.5985 0.092 Uiso 1 1 calc R . . C30 C 0.4256(6) 0.8000(6) 0.6026(5) 0.063(3) Uani 1 1 d G . . C31 C 0.4764(7) 0.7314(4) 0.6486(6) 0.100(4) Uani 1 1 d G . . H31 H 0.4634 0.6720 0.6527 0.120 Uiso 1 1 calc R . . C32 C 0.5467(7) 0.7516(6) 0.6885(5) 0.099(4) Uani 1 1 d G . . H32 H 0.5808 0.7057 0.7193 0.119 Uiso 1 1 calc R . . C33 C 0.5662(7) 0.8405(7) 0.6825(6) 0.094(4) Uani 1 1 d G . . H33 H 0.6132 0.8540 0.7092 0.112 Uiso 1 1 calc R . . C34 C 0.5153(9) 0.9091(5) 0.6365(7) 0.146(8) Uani 1 1 d G . . H34 H 0.5283 0.9685 0.6324 0.175 Uiso 1 1 calc R . . C35 C 0.4450(8) 0.8889(5) 0.5966(6) 0.101(5) Uani 1 1 d G . . H35 H 0.4110 0.9348 0.5658 0.122 Uiso 1 1 calc R . . C36 C 0.5000(11) 0.6372(10) 0.2073(9) 0.092(4) Uani 1 1 d . . . H36A H 0.4998 0.7016 0.1817 0.138 Uiso 1 1 calc R . . H36B H 0.5687 0.6246 0.2212 0.138 Uiso 1 1 calc R . . H36C H 0.4363 0.6137 0.2565 0.138 Uiso 1 1 calc R . . C37 C 0.4922(9) 0.5926(7) 0.1483(7) 0.064(3) Uani 1 1 d . . . C38 C 0.4662(12) 0.4892(8) 0.1933(8) 0.092(4) Uani 1 1 d . . . H38A H 0.3979 0.4755 0.2390 0.138 Uiso 1 1 calc R . . H38B H 0.5278 0.4652 0.2134 0.138 Uiso 1 1 calc R . . H38C H 0.4568 0.4621 0.1557 0.138 Uiso 1 1 calc R . . C39 C 0.6407(12) 0.7169(9) 0.0360(10) 0.100(4) Uani 1 1 d . . . H39A H 0.6765 0.7391 -0.0227 0.150 Uiso 1 1 calc R . . H39B H 0.6958 0.7192 0.0630 0.150 Uiso 1 1 calc R . . H39C H 0.5822 0.7540 0.0490 0.150 Uiso 1 1 calc R . . C40 C 0.5896(9) 0.6203(7) 0.0653(7) 0.069(3) Uani 1 1 d . . . C41 C 0.6819(11) 0.5594(10) 0.0625(9) 0.099(4) Uani 1 1 d . . . H41A H 0.6508 0.4995 0.0728 0.148 Uiso 1 1 calc R . . H41B H 0.7165 0.5567 0.1039 0.148 Uiso 1 1 calc R . . H41C H 0.7378 0.5827 0.0090 0.148 Uiso 1 1 calc R . . C42 C 0.4128(8) 0.6293(7) 0.0398(6) 0.058(2) Uani 1 1 d . . . C43 C 0.3302(9) 0.6460(7) -0.0049(6) 0.061(2) Uani 1 1 d . . . C44 C 0.2172(9) 0.6105(7) 0.0343(7) 0.066(3) Uani 1 1 d . . . H44 H 0.1931 0.5760 0.0907 0.080 Uiso 1 1 calc R . . C45 C 0.1406(9) 0.6261(8) -0.0098(7) 0.069(3) Uani 1 1 d . . . H45 H 0.0657 0.6009 0.0167 0.083 Uiso 1 1 calc R . . C46 C 0.1748(11) 0.6784(8) -0.0921(7) 0.074(3) Uani 1 1 d . . . C47 C 0.2865(11) 0.7121(8) -0.1316(7) 0.081(3) Uani 1 1 d . . . H47 H 0.3099 0.7458 -0.1881 0.097 Uiso 1 1 calc R . . C48 C 0.3635(11) 0.6971(8) -0.0897(7) 0.078(3) Uani 1 1 d . . . H48 H 0.4387 0.7210 -0.1176 0.093 Uiso 1 1 calc R . . C49 C 0.1136(12) 0.7430(11) -0.2064(10) 0.106(5) Uani 1 1 d . . . H49A H 0.1768 0.7240 -0.2405 0.127 Uiso 1 1 calc R . . H49B H 0.1355 0.8038 -0.2112 0.127 Uiso 1 1 calc R . . C50 C 0.0114(9) 0.7447(8) -0.2381(7) 0.092(4) Uani 1 1 d G . . C51 C -0.0854(11) 0.6837(8) -0.1928(6) 0.131(7) Uani 1 1 d G . . H51 H -0.0937 0.6449 -0.1390 0.157 Uiso 1 1 calc R . . C52 C -0.1700(8) 0.6809(9) -0.2282(9) 0.164(9) Uani 1 1 d G . . H52 H -0.2348 0.6401 -0.1979 0.197 Uiso 1 1 calc R . . C53 C -0.1577(9) 0.7390(11) -0.3087(9) 0.135(7) Uani 1 1 d G . . H53 H -0.2142 0.7371 -0.3323 0.163 Uiso 1 1 calc R . . C54 C -0.0609(12) 0.7999(8) -0.3539(6) 0.122(6) Uani 1 1 d G . . H54 H -0.0526 0.8388 -0.4078 0.146 Uiso 1 1 calc R . . C55 C 0.0237(9) 0.8028(7) -0.3186(7) 0.114(5) Uani 1 1 d G . . H55 H 0.0885 0.8435 -0.3489 0.137 Uiso 1 1 calc R . . F1 F 0.4513(6) 0.7544(5) 0.3497(5) 0.093(2) Uani 1 1 d U . . F2 F 0.4782(6) 0.8956(5) 0.3179(5) 0.104(2) Uani 1 1 d U . . F3 F 0.5540(5) 0.8351(5) 0.2300(5) 0.094(2) Uani 1 1 d U . . F4 F 0.2559(7) 1.1000(5) 0.1963(6) 0.109(2) Uani 1 1 d U . . F5 F 0.2146(7) 1.0807(5) 0.0981(5) 0.104(2) Uani 1 1 d U . . F6 F 0.0898(6) 1.0457(5) 0.2163(5) 0.093(2) Uani 1 1 d U . . F7 F -0.0669(12) 0.9103(10) 0.0228(9) 0.113(5) Uani 0.67(2) 1 d PDU A 1 F8 F 0.0253(10) 0.8808(12) -0.0834(5) 0.114(5) Uani 0.67(2) 1 d PDU A 1 F9 F -0.0692(10) 0.7751(7) 0.0254(9) 0.110(5) Uani 0.67(2) 1 d PDU A 1 F7' F 0.0134(19) 0.9348(13) -0.0654(14) 0.100(9) Uani 0.33(2) 1 d PDU A 2 F8' F -0.029(2) 0.7927(16) -0.0302(19) 0.115(11) Uani 0.33(2) 1 d PDU A 2 F9' F -0.1003(15) 0.858(2) 0.0529(11) 0.098(9) Uani 0.33(2) 1 d PDU A 2 F10 F 0.4010(12) 0.9519(14) -0.1413(6) 0.100(5) Uani 0.61(3) 1 d PDU B 3 F11 F 0.4357(17) 0.9934(12) -0.0507(12) 0.134(7) Uani 0.61(3) 1 d PDU B 3 F12 F 0.4925(12) 0.8701(11) -0.0656(11) 0.114(6) Uani 0.61(3) 1 d PDU B 3 F10' F 0.4994(14) 0.9062(19) -0.0388(14) 0.097(8) Uani 0.39(3) 1 d PDU B 4 F11' F 0.400(2) 1.0105(9) -0.0816(18) 0.111(9) Uani 0.39(3) 1 d PDU B 4 F12' F 0.433(2) 0.911(2) -0.1361(11) 0.111(9) Uani 0.39(3) 1 d PDU B 4 F13 F 0.1452(16) 0.4953(11) 0.4900(9) 0.149(6) Uani 0.70(2) 1 d PDU C 5 F14 F 0.2629(8) 0.4466(9) 0.4071(7) 0.110(5) Uani 0.70(2) 1 d PDU C 5 F15 F 0.0989(12) 0.3766(8) 0.4705(11) 0.140(6) Uani 0.70(2) 1 d PDU C 5 F13' F 0.0680(14) 0.4141(17) 0.5013(10) 0.074(8) Uani 0.30(2) 1 d PDU C 6 F14' F 0.216(3) 0.398(2) 0.414(2) 0.160(17) Uani 0.30(2) 1 d PDU C 6 F15' F 0.216(2) 0.5032(14) 0.4612(15) 0.095(10) Uani 0.30(2) 1 d PDU C 6 F16 F -0.1433(8) 0.4089(6) 0.3157(7) 0.144(4) Uani 1 1 d U . . F17 F -0.1910(8) 0.5424(7) 0.2710(8) 0.142(3) Uani 1 1 d U . . F18 F -0.0824(9) 0.4921(7) 0.1895(7) 0.135(3) Uani 1 1 d U . . N1 N 0.3935(7) 0.6228(5) 0.1169(5) 0.0550(19) Uani 1 1 d . . . N2 N 0.5234(7) 0.6184(6) 0.0099(5) 0.069(2) Uani 1 1 d . . . N3 N -0.0540(6) 0.7996(5) 0.3388(4) 0.0467(17) Uani 1 1 d . . . N4 N -0.1253(7) 0.8959(6) 0.3931(6) 0.067(2) Uani 1 1 d . . . O1 O 0.0118(5) 0.7437(4) 0.3147(4) 0.0511(14) Uani 1 1 d . . . O2 O -0.1382(8) 0.9477(7) 0.4352(7) 0.111(4) Uani 1 1 d . . . O3 O 0.2969(5) 0.6269(5) 0.1681(4) 0.0610(17) Uani 1 1 d . . . O4 O 0.5694(7) 0.6155(7) -0.0615(5) 0.101(3) Uani 1 1 d . . . O5 O 0.3139(7) 0.8550(5) 0.5136(5) 0.079(2) Uani 1 1 d . . . O6 O 0.0908(9) 0.6872(7) -0.1283(6) 0.101(3) Uani 1 1 d . . . O7 O 0.1724(5) 0.8942(4) 0.1920(4) 0.0535(15) Uani 1 1 d . . . O8 O 0.3190(5) 0.7749(4) 0.2533(4) 0.0521(15) Uani 1 1 d . . . O9 O 0.1631(5) 0.6002(4) 0.3313(4) 0.0572(16) Uani 1 1 d . . . O10 O 0.0311(5) 0.6122(4) 0.2279(4) 0.0613(17) Uani 1 1 d . . . O11 O 0.0728(5) 0.7902(5) 0.1048(4) 0.0581(16) Uani 1 1 d . . . O12 O 0.3084(5) 0.8213(4) 0.0693(4) 0.0601(16) Uani 1 1 d . . . Pr1 Pr 0.17258(4) 0.73265(3) 0.20653(3) 0.03925(19) Uani 1 1 d . A . 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 0.052(5) 0.065(5) 0.075(6) -0.031(5) -0.030(4) 0.005(4) C2 0.058(5) 0.057(5) 0.075(6) -0.020(5) -0.030(5) 0.007(4) C3 0.090(7) 0.101(8) 0.068(6) -0.024(6) -0.038(5) 0.022(6) C4 0.089(7) 0.087(7) 0.085(7) -0.026(6) -0.025(6) 0.004(6) C5 0.098(8) 0.078(7) 0.087(7) -0.010(6) -0.023(6) 0.002(6) C6 0.079(7) 0.078(7) 0.110(8) -0.034(6) -0.025(6) -0.009(6) C7 0.042(4) 0.050(5) 0.048(5) -0.020(4) -0.016(4) 0.002(4) C8 0.046(5) 0.049(5) 0.066(6) -0.025(4) -0.019(4) 0.001(4) C9 0.036(4) 0.040(4) 0.052(5) -0.010(4) -0.009(4) 0.003(4) C10 0.062(6) 0.074(7) 0.053(6) -0.016(5) -0.029(5) 0.006(5) C11 0.089(8) 0.079(7) 0.045(6) -0.002(5) -0.027(6) 0.006(6) C12 0.059(6) 0.054(6) 0.057(6) -0.005(5) -0.010(5) -0.006(5) C13 0.054(6) 0.058(6) 0.053(6) -0.008(5) -0.006(4) 0.006(5) C14 0.072(7) 0.053(6) 0.078(8) -0.007(5) -0.017(6) -0.012(5) C15 0.050(5) 0.058(6) 0.075(7) -0.028(6) -0.009(5) -0.001(5) C16 0.119(8) 0.156(9) 0.097(7) -0.054(6) -0.046(6) 0.049(7) C17 0.054(4) 0.082(5) 0.073(5) -0.044(4) -0.032(4) 0.021(4) C18 0.089(7) 0.106(8) 0.158(9) -0.042(7) -0.041(7) 0.001(6) C19 0.091(7) 0.147(9) 0.118(8) -0.062(7) -0.015(6) 0.003(7) C20 0.051(4) 0.088(5) 0.078(5) -0.039(4) -0.027(4) 0.019(4) C21 0.128(8) 0.110(8) 0.130(8) -0.036(7) -0.056(7) 0.018(7) C22 0.040(4) 0.063(6) 0.051(5) -0.032(4) -0.012(4) 0.007(4) C23 0.043(5) 0.059(5) 0.048(5) -0.029(4) -0.017(4) 0.006(4) C24 0.051(5) 0.047(5) 0.054(5) -0.020(4) -0.013(4) -0.002(4) C25 0.059(6) 0.057(6) 0.063(6) -0.023(5) -0.034(5) 0.011(4) C26 0.053(5) 0.067(6) 0.054(6) -0.025(5) -0.025(4) -0.003(5) C27 0.064(6) 0.059(6) 0.076(7) -0.038(5) -0.032(5) 0.004(5) C28 0.069(6) 0.062(6) 0.061(6) -0.030(5) -0.032(5) 0.012(5) C29 0.081(8) 0.073(7) 0.085(8) -0.031(6) -0.038(7) 0.001(6) C30 0.043(5) 0.091(8) 0.059(6) -0.031(6) -0.017(4) 0.006(5) C31 0.095(9) 0.092(9) 0.104(10) -0.009(8) -0.053(8) -0.016(8) C32 0.093(9) 0.095(10) 0.103(10) -0.006(8) -0.059(8) 0.007(8) C33 0.078(8) 0.131(12) 0.100(10) -0.053(9) -0.055(8) 0.015(8) C34 0.177(17) 0.125(13) 0.24(2) -0.135(16) -0.139(18) 0.068(13) C35 0.103(10) 0.111(11) 0.137(13) -0.069(10) -0.076(10) 0.056(9) C36 0.090(9) 0.114(11) 0.107(10) -0.072(9) -0.043(8) 0.039(8) C37 0.068(6) 0.070(7) 0.064(6) -0.031(5) -0.027(5) 0.024(5) C38 0.106(10) 0.082(8) 0.075(8) -0.019(7) -0.022(7) 0.033(7) C39 0.090(9) 0.085(9) 0.121(12) -0.031(8) -0.035(8) -0.008(7) C40 0.061(6) 0.066(7) 0.080(7) -0.036(6) -0.013(5) 0.013(5) C41 0.086(9) 0.104(10) 0.102(10) -0.050(8) -0.009(7) 0.038(8) C42 0.061(6) 0.056(6) 0.053(6) -0.025(5) -0.007(5) -0.003(5) C43 0.071(7) 0.058(6) 0.051(6) -0.025(5) -0.011(5) 0.002(5) C44 0.071(7) 0.070(7) 0.058(6) -0.031(5) -0.010(5) 0.007(5) C45 0.065(7) 0.075(7) 0.064(7) -0.030(6) -0.011(5) 0.001(5) C46 0.095(9) 0.082(8) 0.063(7) -0.036(6) -0.038(7) 0.016(7) C47 0.095(9) 0.083(8) 0.054(6) -0.020(6) -0.016(6) -0.009(7) C48 0.079(8) 0.087(8) 0.063(7) -0.032(6) -0.010(6) -0.011(6) C49 0.100(10) 0.123(12) 0.097(11) -0.046(10) -0.026(9) -0.015(9) C50 0.105(10) 0.112(11) 0.094(10) -0.063(9) -0.050(9) 0.043(9) C51 0.107(12) 0.159(17) 0.085(11) -0.004(11) -0.021(10) 0.035(12) C52 0.076(11) 0.22(3) 0.16(2) -0.054(19) -0.013(12) -0.002(13) C53 0.084(11) 0.22(2) 0.150(17) -0.096(17) -0.064(12) 0.042(13) C54 0.126(14) 0.159(16) 0.090(11) -0.051(11) -0.041(11) 0.059(13) C55 0.112(12) 0.140(14) 0.108(13) -0.065(11) -0.034(10) 0.030(10) F1 0.088(4) 0.092(4) 0.099(5) -0.010(4) -0.061(4) 0.012(3) F2 0.104(5) 0.111(5) 0.155(6) -0.080(5) -0.087(5) 0.027(4) F3 0.052(3) 0.117(5) 0.110(5) -0.034(4) -0.032(3) 0.013(3) F4 0.126(5) 0.061(4) 0.166(7) -0.046(4) -0.077(5) 0.020(4) F5 0.117(5) 0.076(4) 0.095(5) -0.003(4) -0.035(4) 0.017(4) F6 0.083(4) 0.080(4) 0.112(5) -0.034(4) -0.028(4) 0.030(3) F7 0.102(8) 0.125(9) 0.125(9) -0.040(7) -0.062(6) 0.042(7) F8 0.121(8) 0.162(10) 0.074(6) -0.035(6) -0.062(6) 0.020(7) F9 0.089(7) 0.137(9) 0.112(9) -0.028(6) -0.063(6) 0.001(6) F7' 0.099(12) 0.106(13) 0.097(12) -0.021(8) -0.054(9) 0.006(8) F8' 0.117(13) 0.125(14) 0.121(14) -0.054(10) -0.051(10) 0.010(9) F9' 0.086(11) 0.115(13) 0.091(12) -0.024(8) -0.041(9) 0.016(9) F10 0.088(8) 0.112(9) 0.065(7) -0.004(6) -0.010(5) 0.005(7) F11 0.120(10) 0.133(10) 0.136(10) -0.037(8) -0.036(8) -0.033(7) F12 0.087(8) 0.113(9) 0.110(9) -0.022(7) -0.008(6) 0.005(7) F10' 0.080(10) 0.095(12) 0.094(11) -0.014(8) -0.021(8) -0.002(8) F11' 0.101(12) 0.092(11) 0.121(13) -0.016(8) -0.034(9) 0.001(8) F12' 0.108(12) 0.112(12) 0.096(12) -0.037(9) -0.009(8) 0.009(9) F13 0.158(11) 0.179(10) 0.104(8) -0.039(7) -0.053(7) 0.037(8) F14 0.091(7) 0.109(8) 0.101(7) 0.000(5) -0.035(5) 0.026(6) F15 0.129(9) 0.107(8) 0.138(9) 0.011(6) -0.043(7) 0.001(7) F13' 0.082(11) 0.072(11) 0.053(10) -0.011(7) -0.015(7) 0.006(8) F14' 0.16(2) 0.16(2) 0.158(19) -0.056(11) -0.054(11) 0.033(10) F15' 0.086(12) 0.102(13) 0.091(13) -0.007(8) -0.058(9) 0.001(8) F16 0.135(6) 0.111(6) 0.166(7) -0.034(5) -0.037(6) -0.054(5) F17 0.089(5) 0.140(6) 0.214(8) -0.077(6) -0.057(5) 0.001(5) F18 0.146(7) 0.143(6) 0.139(7) -0.062(5) -0.065(5) -0.019(5) N1 0.065(5) 0.048(4) 0.054(5) -0.024(4) -0.015(4) 0.011(4) N2 0.066(5) 0.077(6) 0.063(6) -0.037(5) -0.004(4) 0.014(5) N3 0.040(4) 0.052(4) 0.052(4) -0.023(4) -0.016(3) 0.008(3) N4 0.050(5) 0.088(6) 0.095(7) -0.064(6) -0.029(4) 0.026(4) O1 0.045(3) 0.059(4) 0.054(4) -0.028(3) -0.015(3) 0.012(3) O2 0.096(6) 0.149(9) 0.169(10) -0.131(8) -0.067(6) 0.065(6) O3 0.062(4) 0.068(4) 0.053(4) -0.030(3) -0.009(3) 0.017(3) O4 0.082(6) 0.140(8) 0.076(6) -0.055(6) 0.001(5) 0.009(5) O5 0.083(5) 0.081(5) 0.082(5) -0.020(4) -0.053(4) -0.004(4) O6 0.127(8) 0.108(7) 0.074(6) -0.034(5) -0.041(6) 0.017(6) O7 0.048(3) 0.049(3) 0.069(4) -0.018(3) -0.030(3) 0.005(3) O8 0.051(3) 0.048(3) 0.066(4) -0.024(3) -0.029(3) 0.008(3) O9 0.058(4) 0.062(4) 0.048(4) -0.015(3) -0.017(3) 0.007(3) O10 0.061(4) 0.054(4) 0.070(4) -0.021(3) -0.025(3) -0.005(3) O11 0.053(4) 0.069(4) 0.049(4) -0.013(3) -0.021(3) 0.002(3) O12 0.052(4) 0.064(4) 0.050(4) -0.009(3) -0.010(3) -0.001(3) Pr1 0.0379(3) 0.0430(3) 0.0395(3) -0.0162(2) -0.01458(19) 0.00362(18) _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 F1 1.314(12) . ? C1 F2 1.320(11) . ? C1 F3 1.341(12) . ? C1 C7 1.522(12) . ? C2 F4 1.315(12) . ? C2 F6 1.319(12) . ? C2 F5 1.346(13) . ? C2 C9 1.515(13) . ? C3 F7 1.304(9) . ? C3 F8' 1.315(10) . ? C3 F8 1.320(8) . ? C3 F9 1.336(9) . ? C3 F9' 1.340(10) . ? C3 F7' 1.354(9) . ? C3 C10 1.537(13) . ? C4 F11 1.314(9) . ? C4 F12 1.325(9) . ? C4 F12' 1.325(9) . ? C4 F10' 1.335(9) . ? C4 F10 1.337(9) . ? C4 F11' 1.339(9) . ? C4 C12 1.529(13) . ? C5 F13 1.316(9) . ? C5 F14' 1.319(10) . ? C5 F15 1.330(9) . ? C5 F14 1.332(9) . ? C5 F15' 1.340(10) . ? C5 F13' 1.341(9) . ? C5 C13 1.516(14) . ? C6 F17 1.291(16) . ? C6 F18 1.309(16) . ? C6 F16 1.330(15) . ? C6 C15 1.563(16) . ? C7 O8 1.253(10) . ? C7 C8 1.376(12) . ? C8 C9 1.385(12) . ? C8 H8 0.9300 . ? C9 O7 1.232(10) . ? C10 O11 1.232(11) . ? C10 C11 1.375(15) . ? C11 C12 1.378(15) . ? C11 H11 0.9300 . ? C12 O12 1.226(12) . ? C13 O9 1.265(12) . ? C13 C14 1.347(15) . ? C14 C15 1.391(15) . ? C14 H14 0.9300 . ? C15 O10 1.246(12) . ? C16 C17 1.544(18) . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 N3 1.503(11) . ? C17 C18 1.513(17) . ? C17 C20 1.528(14) . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 C20 1.446(17) . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 N4 1.471(13) . ? C20 C21 1.539(19) . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 N3 1.319(11) . ? C22 N4 1.365(11) . ? C22 C23 1.438(12) . ? C23 C24 1.392(12) . ? C23 C28 1.412(13) . ? C24 C25 1.382(12) . ? C24 H24 0.9300 . ? C25 C26 1.407(13) . ? C25 H25 0.9300 . ? C26 C27 1.343(14) . ? C26 O5 1.360(11) . ? C27 C28 1.378(13) . ? C27 H27 0.9300 . ? C28 H28 0.9300 . ? C29 O5 1.399(13) . ? C29 C30 1.505(12) . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C30 C31 1.3900 . ? C30 C35 1.3900 . ? C31 C32 1.3900 . ? C31 H31 0.9300 . ? C32 C33 1.3900 . ? C32 H32 0.9300 . ? C33 C34 1.3900 . ? C33 H33 0.9300 . ? C34 C35 1.3900 . ? C34 H34 0.9300 . ? C35 H35 0.9300 . ? C36 C37 1.505(15) . ? C36 H36A 0.9600 . ? C36 H36B 0.9600 . ? C36 H36C 0.9600 . ? C37 N1 1.503(12) . ? C37 C38 1.537(16) . ? C37 C40 1.554(15) . ? C38 H38A 0.9600 . ? C38 H38B 0.9600 . ? C38 H38C 0.9600 . ? C39 C40 1.506(16) . ? C39 H39A 0.9600 . ? C39 H39B 0.9600 . ? C39 H39C 0.9600 . ? C40 N2 1.482(14) . ? C40 C41 1.496(15) . ? C41 H41A 0.9600 . ? C41 H41B 0.9600 . ? C41 H41C 0.9600 . ? C42 N1 1.321(12) . ? C42 N2 1.358(13) . ? C42 C43 1.453(15) . ? C43 C44 1.392(14) . ? C43 C48 1.399(15) . ? C44 C45 1.383(15) . ? C44 H44 0.9300 . ? C45 C46 1.366(16) . ? C45 H45 0.9300 . ? C46 O6 1.369(14) . ? C46 C47 1.373(16) . ? C47 C48 1.358(17) . ? C47 H47 0.9300 . ? C48 H48 0.9300 . ? C49 O6 1.326(16) . ? C49 C50 1.536(16) . ? C49 H49A 0.9700 . ? C49 H49B 0.9700 . ? C50 C51 1.3900 . ? C50 C55 1.3900 . ? C51 C52 1.3900 . ? C51 H51 0.9300 . ? C52 C53 1.3900 . ? C52 H52 0.9300 . ? C53 C54 1.3900 . ? C53 H53 0.9300 . ? C54 C55 1.3900 . ? C54 H54 0.9300 . ? C55 H55 0.9300 . ? N1 O3 1.306(9) . ? N2 O4 1.276(11) . ? N3 O1 1.305(9) . ? N4 O2 1.290(10) . ? O1 Pr1 2.420(6) . ? O3 Pr1 2.420(6) . ? O7 Pr1 2.479(6) . ? O8 Pr1 2.410(6) . ? O9 Pr1 2.457(6) . ? O10 Pr1 2.451(6) . ? O11 Pr1 2.432(6) . ? O12 Pr1 2.479(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag F1 C1 F2 106.2(9) . . ? F1 C1 F3 105.0(9) . . ? F2 C1 F3 106.9(8) . . ? F1 C1 C7 113.7(8) . . ? F2 C1 C7 114.0(8) . . ? F3 C1 C7 110.5(8) . . ? F4 C2 F6 107.2(9) . . ? F4 C2 F5 105.3(9) . . ? F6 C2 F5 106.6(8) . . ? F4 C2 C9 115.0(8) . . ? F6 C2 C9 112.4(8) . . ? F5 C2 C9 109.8(9) . . ? F7 C3 F8' 130.0(14) . . ? F7 C3 F8 110.0(8) . . ? F8' C3 F8 65.1(11) . . ? F7 C3 F9 107.4(8) . . ? F8' C3 F9 41.0(11) . . ? F8 C3 F9 104.7(8) . . ? F7 C3 F9' 36.9(10) . . ? F8' C3 F9' 106.0(10) . . ? F8 C3 F9' 130.9(13) . . ? F9 C3 F9' 72.3(11) . . ? F7 C3 F7' 70.5(11) . . ? F8' C3 F7' 106.1(9) . . ? F8 C3 F7' 44.7(10) . . ? F9 C3 F7' 137.0(12) . . ? F9' C3 F7' 103.9(9) . . ? F7 C3 C10 110.2(9) . . ? F8' C3 C10 117.1(14) . . ? F8 C3 C10 113.4(9) . . ? F9 C3 C10 110.9(8) . . ? F9' C3 C10 113.0(12) . . ? F7' C3 C10 109.7(12) . . ? F11 C4 F12 109.4(9) . . ? F11 C4 F12' 127.8(14) . . ? F12 C4 F12' 74.3(11) . . ? F11 C4 F10' 72.5(10) . . ? F12 C4 F10' 39.1(9) . . ? F12' C4 F10' 107.0(9) . . ? F11 C4 F10 106.7(9) . . ? F12 C4 F10 105.5(8) . . ? F12' C4 F10 33.0(10) . . ? F10' C4 F10 129.6(13) . . ? F11 C4 F11' 34.7(9) . . ? F12 C4 F11' 135.3(13) . . ? F12' C4 F11' 106.2(9) . . ? F10' C4 F11' 104.8(9) . . ? F10 C4 F11' 76.6(11) . . ? F11 C4 C12 109.5(10) . . ? F12 C4 C12 111.2(10) . . ? F12' C4 C12 117.3(13) . . ? F10' C4 C12 112.9(11) . . ? F10 C4 C12 114.3(9) . . ? F11' C4 C12 107.8(12) . . ? F13 C5 F14' 133.8(17) . . ? F13 C5 F15 108.5(9) . . ? F14' C5 F15 67.5(12) . . ? F13 C5 F14 107.2(9) . . ? F14' C5 F14 40.8(13) . . ? F15 C5 F14 105.1(8) . . ? F13 C5 F15' 38.2(10) . . ? F14' C5 F15' 106.9(10) . . ? F15 C5 F15' 129.7(14) . . ? F14 C5 F15' 70.9(12) . . ? F13 C5 F13' 70.2(10) . . ? F14' C5 F13' 106.6(10) . . ? F15 C5 F13' 42.2(9) . . ? F14 C5 F13' 133.8(13) . . ? F15' C5 F13' 103.7(9) . . ? F13 C5 C13 111.3(10) . . ? F14' C5 C13 112.1(17) . . ? F15 C5 C13 112.9(10) . . ? F14 C5 C13 111.5(9) . . ? F15' C5 C13 114.9(12) . . ? F13' C5 C13 112.0(12) . . ? F17 C6 F18 106.2(14) . . ? F17 C6 F16 108.6(12) . . ? F18 C6 F16 105.9(12) . . ? F17 C6 C15 110.9(11) . . ? F18 C6 C15 112.8(11) . . ? F16 C6 C15 112.1(12) . . ? O8 C7 C8 128.1(8) . . ? O8 C7 C1 114.1(8) . . ? C8 C7 C1 117.8(8) . . ? C7 C8 C9 121.4(8) . . ? C7 C8 H8 119.3 . . ? C9 C8 H8 119.3 . . ? O7 C9 C8 128.1(8) . . ? O7 C9 C2 114.4(8) . . ? C8 C9 C2 117.5(8) . . ? O11 C10 C11 127.6(9) . . ? O11 C10 C3 113.4(9) . . ? C11 C10 C3 118.8(9) . . ? C10 C11 C12 122.9(9) . . ? C10 C11 H11 118.5 . . ? C12 C11 H11 118.5 . . ? O12 C12 C11 127.9(9) . . ? O12 C12 C4 116.5(9) . . ? C11 C12 C4 115.5(9) . . ? O9 C13 C14 129.3(10) . . ? O9 C13 C5 113.0(9) . . ? C14 C13 C5 117.7(9) . . ? C13 C14 C15 121.0(9) . . ? C13 C14 H14 119.5 . . ? C15 C14 H14 119.5 . . ? O10 C15 C14 128.4(10) . . ? O10 C15 C6 111.4(10) . . ? C14 C15 C6 120.2(10) . . ? C17 C16 H16A 109.5 . . ? C17 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C17 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? N3 C17 C18 107.6(9) . . ? N3 C17 C20 102.2(7) . . ? C18 C17 C20 112.9(10) . . ? N3 C17 C16 105.6(9) . . ? C18 C17 C16 114.9(12) . . ? C20 C17 C16 112.4(10) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C20 C19 H19A 109.5 . . ? C20 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C20 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C19 C20 N4 107.3(11) . . ? C19 C20 C17 118.6(11) . . ? N4 C20 C17 102.0(7) . . ? C19 C20 C21 108.3(12) . . ? N4 C20 C21 106.1(10) . . ? C17 C20 C21 113.4(11) . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N3 C22 N4 106.7(7) . . ? N3 C22 C23 127.9(8) . . ? N4 C22 C23 125.4(8) . . ? C24 C23 C28 118.7(8) . . ? C24 C23 C22 121.4(8) . . ? C28 C23 C22 119.8(8) . . ? C25 C24 C23 120.9(8) . . ? C25 C24 H24 119.6 . . ? C23 C24 H24 119.6 . . ? C24 C25 C26 118.6(9) . . ? C24 C25 H25 120.7 . . ? C26 C25 H25 120.7 . . ? C27 C26 O5 116.2(9) . . ? C27 C26 C25 121.0(8) . . ? O5 C26 C25 122.8(9) . . ? C26 C27 C28 121.2(9) . . ? C26 C27 H27 119.4 . . ? C28 C27 H27 119.4 . . ? C27 C28 C23 119.6(9) . . ? C27 C28 H28 120.2 . . ? C23 C28 H28 120.2 . . ? O5 C29 C30 109.0(8) . . ? O5 C29 H29A 109.9 . . ? C30 C29 H29A 109.9 . . ? O5 C29 H29B 109.9 . . ? C30 C29 H29B 109.9 . . ? H29A C29 H29B 108.3 . . ? C31 C30 C35 120.0 . . ? C31 C30 C29 118.5(7) . . ? C35 C30 C29 121.5(7) . . ? C30 C31 C32 120.0 . . ? C30 C31 H31 120.0 . . ? C32 C31 H31 120.0 . . ? C33 C32 C31 120.0 . . ? C33 C32 H32 120.0 . . ? C31 C32 H32 120.0 . . ? C32 C33 C34 120.0 . . ? C32 C33 H33 120.0 . . ? C34 C33 H33 120.0 . . ? C33 C34 C35 120.0 . . ? C33 C34 H34 120.0 . . ? C35 C34 H34 120.0 . . ? C34 C35 C30 120.0 . . ? C34 C35 H35 120.0 . . ? C30 C35 H35 120.0 . . ? C37 C36 H36A 109.5 . . ? C37 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C37 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? N1 C37 C36 109.6(8) . . ? N1 C37 C38 105.3(9) . . ? C36 C37 C38 110.5(10) . . ? N1 C37 C40 100.3(8) . . ? C36 C37 C40 117.1(10) . . ? C38 C37 C40 112.8(9) . . ? C37 C38 H38A 109.5 . . ? C37 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C37 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C40 C39 H39A 109.5 . . ? C40 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C40 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? N2 C40 C41 112.1(10) . . ? N2 C40 C39 106.7(10) . . ? C41 C40 C39 109.4(11) . . ? N2 C40 C37 99.5(8) . . ? C41 C40 C37 116.2(10) . . ? C39 C40 C37 112.3(10) . . ? C40 C41 H41A 109.5 . . ? C40 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? C40 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? N1 C42 N2 107.7(9) . . ? N1 C42 C43 125.9(9) . . ? N2 C42 C43 126.5(9) . . ? C44 C43 C48 118.1(11) . . ? C44 C43 C42 121.6(9) . . ? C48 C43 C42 120.3(10) . . ? C45 C44 C43 120.5(10) . . ? C45 C44 H44 119.7 . . ? C43 C44 H44 119.7 . . ? C46 C45 C44 120.1(11) . . ? C46 C45 H45 120.0 . . ? C44 C45 H45 120.0 . . ? C45 C46 O6 113.9(12) . . ? C45 C46 C47 119.7(11) . . ? O6 C46 C47 126.3(11) . . ? C48 C47 C46 121.3(11) . . ? C48 C47 H47 119.4 . . ? C46 C47 H47 119.4 . . ? C47 C48 C43 120.2(11) . . ? C47 C48 H48 119.9 . . ? C43 C48 H48 119.9 . . ? O6 C49 C50 111.9(12) . . ? O6 C49 H49A 109.2 . . ? C50 C49 H49A 109.2 . . ? O6 C49 H49B 109.2 . . ? C50 C49 H49B 109.2 . . ? H49A C49 H49B 107.9 . . ? C51 C50 C55 120.0 . . ? C51 C50 C49 122.2(11) . . ? C55 C50 C49 117.4(11) . . ? C50 C51 C52 120.0 . . ? C50 C51 H51 120.0 . . ? C52 C51 H51 120.0 . . ? C53 C52 C51 120.0 . . ? C53 C52 H52 120.0 . . ? C51 C52 H52 120.0 . . ? C54 C53 C52 120.0 . . ? C54 C53 H53 120.0 . . ? C52 C53 H53 120.0 . . ? C53 C54 C55 120.0 . . ? C53 C54 H54 120.0 . . ? C55 C54 H54 120.0 . . ? C54 C55 C50 120.0 . . ? C54 C55 H55 120.0 . . ? C50 C55 H55 120.0 . . ? O3 N1 C42 126.8(8) . . ? O3 N1 C37 119.9(8) . . ? C42 N1 C37 112.4(8) . . ? O4 N2 C42 124.3(10) . . ? O4 N2 C40 122.5(9) . . ? C42 N2 C40 112.8(8) . . ? O1 N3 C22 126.3(7) . . ? O1 N3 C17 119.3(7) . . ? C22 N3 C17 114.3(7) . . ? O2 N4 C22 124.2(8) . . ? O2 N4 C20 121.0(8) . . ? C22 N4 C20 114.7(8) . . ? N3 O1 Pr1 144.2(5) . . ? N1 O3 Pr1 142.6(6) . . ? C26 O5 C29 120.2(8) . . ? C49 O6 C46 118.2(11) . . ? C9 O7 Pr1 135.6(5) . . ? C7 O8 Pr1 137.2(6) . . ? C13 O9 Pr1 134.9(6) . . ? C15 O10 Pr1 136.2(7) . . ? C10 O11 Pr1 136.5(6) . . ? C12 O12 Pr1 134.6(6) . . ? O8 Pr1 O1 97.6(2) . . ? O8 Pr1 O3 86.0(2) . . ? O1 Pr1 O3 142.7(2) . . ? O8 Pr1 O11 142.8(2) . . ? O1 Pr1 O11 91.4(2) . . ? O3 Pr1 O11 108.0(2) . . ? O8 Pr1 O10 146.0(2) . . ? O1 Pr1 O10 76.2(2) . . ? O3 Pr1 O10 80.4(2) . . ? O11 Pr1 O10 71.2(2) . . ? O8 Pr1 O9 76.7(2) . . ? O1 Pr1 O9 73.8(2) . . ? O3 Pr1 O9 71.0(2) . . ? O11 Pr1 O9 140.2(2) . . ? O10 Pr1 O9 69.4(2) . . ? O8 Pr1 O7 69.48(19) . . ? O1 Pr1 O7 72.3(2) . . ? O3 Pr1 O7 141.3(2) . . ? O11 Pr1 O7 79.3(2) . . ? O10 Pr1 O7 135.7(2) . . ? O9 Pr1 O7 127.4(2) . . ? O8 Pr1 O12 82.0(2) . . ? O1 Pr1 O12 143.4(2) . . ? O3 Pr1 O12 73.8(2) . . ? O11 Pr1 O12 69.9(2) . . ? O10 Pr1 O12 122.9(2) . . ? O9 Pr1 O12 139.7(2) . . ? O7 Pr1 O12 73.5(2) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 3.008 _refine_diff_density_min -0.626 _refine_diff_density_rms 0.141 data_shelx _database_code_depnum_ccdc_archive 'CCDC 826308' #TrackingRef '- complex 1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H24 Ce F18 N2 O9' _chemical_formula_weight 1038.63 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' Ce Ce -0.2486 2.6331 '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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 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 10.953(5) _cell_length_b 17.082(8) _cell_length_c 23.293(9) _cell_angle_alpha 90.00 _cell_angle_beta 116.581(17) _cell_angle_gamma 90.00 _cell_volume 3897(3) _cell_formula_units_Z 4 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 18888 _cell_measurement_theta_min 1.5 _cell_measurement_theta_max 33.1 _exptl_crystal_description Prism _exptl_crystal_colour blue _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.770 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2040 _exptl_absorpt_coefficient_mu 1.305 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.745 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 113(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 35785 _diffrn_reflns_av_R_equivalents 0.0481 _diffrn_reflns_av_sigmaI/netI 0.0312 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.54 _diffrn_reflns_theta_max 25.01 _reflns_number_total 6852 _reflns_number_gt 6497 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0392P)^2^+7.3319P] 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 6852 _refine_ls_number_parameters 546 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0366 _refine_ls_R_factor_gt 0.0344 _refine_ls_wR_factor_ref 0.0830 _refine_ls_wR_factor_gt 0.0815 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.045 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ce1 Ce 0.521125(16) 0.351339(10) 0.241382(7) 0.01572(7) Uani 1 1 d . . . O7 O 0.7528(2) 0.38100(13) 0.32061(10) 0.0219(5) Uani 1 1 d . . . O4 O 0.3743(2) 0.32115(13) 0.12757(10) 0.0224(5) Uani 1 1 d . . . O1 O 0.4245(2) 0.47778(12) 0.18678(10) 0.0212(5) Uani 1 1 d . . . N2 N 0.6390(3) 0.15574(14) 0.26595(13) 0.0196(6) Uani 1 1 d . . . O8 O 0.5170(2) 0.44348(13) 0.32157(10) 0.0228(5) Uani 1 1 d . . . N1 N 0.3754(3) 0.54174(15) 0.19690(12) 0.0199(6) Uani 1 1 d . . . O3 O 0.6375(2) 0.38460(13) 0.17480(10) 0.0215(5) Uani 1 1 d . . . O2 O 0.6072(2) 0.22108(12) 0.23487(11) 0.0217(5) Uani 1 1 d . . . C28 C 0.6660(3) 0.64856(18) 0.32406(16) 0.0214(7) Uani 1 1 d . . . H28 H 0.6161 0.6736 0.3421 0.026 Uiso 1 1 calc R . . O5 O 0.2974(2) 0.32853(14) 0.23503(11) 0.0279(5) Uani 1 1 d . . . O6 O 0.5408(2) 0.27185(14) 0.33482(11) 0.0286(5) Uani 1 1 d . . . C10 C 0.3692(3) 0.34479(19) 0.07562(15) 0.0237(7) Uani 1 1 d . . . C13 C 0.6038(3) 0.46852(19) 0.37465(15) 0.0232(7) Uani 1 1 d . . . C22 C 0.4500(3) 0.60180(18) 0.23420(15) 0.0191(6) Uani 1 1 d . . . C15 C 0.8077(3) 0.41597(19) 0.37301(15) 0.0228(7) Uani 1 1 d . . . C23 C 0.5976(3) 0.60683(18) 0.26654(15) 0.0192(6) Uani 1 1 d . . . C12 C 0.5969(3) 0.39790(18) 0.11622(15) 0.0207(7) Uani 1 1 d . . . C27 C 0.8065(3) 0.65280(19) 0.35408(16) 0.0250(7) Uani 1 1 d . . . H27 H 0.8510 0.6806 0.3922 0.030 Uiso 1 1 calc R . . O9 O 1.0189(2) 0.61528(16) 0.35289(12) 0.0347(6) Uani 1 1 d . . . C16 C 0.7856(3) 0.13083(19) 0.30095(17) 0.0246(7) Uani 1 1 d . . . C24 C 0.6741(3) 0.57035(19) 0.23980(16) 0.0231(7) Uani 1 1 d . . . H24 H 0.6300 0.5432 0.2013 0.028 Uiso 1 1 calc R . . F2 F 0.4623(2) 0.57267(13) 0.37473(10) 0.0411(5) Uani 1 1 d . . . F16 F 0.5046(3) 0.14248(15) 0.41926(13) 0.0656(8) Uani 1 1 d . . . C29 C 1.0973(4) 0.6467(2) 0.41624(18) 0.0354(9) Uani 1 1 d . . . H29A H 1.0676 0.6242 0.4461 0.042 Uiso 1 1 calc R . . H29B H 1.0866 0.7031 0.4160 0.042 Uiso 1 1 calc R . . C19 C 0.2271(3) 0.5602(2) 0.15939(17) 0.0280(8) Uani 1 1 d . . . C25 C 0.8139(3) 0.5743(2) 0.26993(17) 0.0275(7) Uani 1 1 d . . . H25 H 0.8641 0.5494 0.2519 0.033 Uiso 1 1 calc R . . F1 F 0.6355(2) 0.54903(17) 0.46469(11) 0.0557(7) Uani 1 1 d . . . F18 F 0.6602(3) 0.23067(15) 0.45560(11) 0.0521(6) Uani 1 1 d . . . F10 F 0.2257(3) 0.3511(2) -0.03769(12) 0.0831(12) Uani 1 1 d . . . C26 C 0.8815(3) 0.6155(2) 0.32733(16) 0.0250(7) Uani 1 1 d . . . F4 F 1.0225(2) 0.46763(16) 0.44674(13) 0.0599(8) Uani 1 1 d . . . C1 C 0.5429(4) 0.5157(2) 0.41161(17) 0.0333(8) Uani 1 1 d . . . C9 C 0.2500(4) 0.3039(2) 0.27123(18) 0.0320(8) Uani 1 1 d . . . F14 F 0.0323(2) 0.30633(18) 0.18170(15) 0.0634(8) Uani 1 1 d . . . C14 C 0.7441(3) 0.4583(2) 0.40313(15) 0.0269(7) Uani 1 1 d . . . H14 H 0.7970 0.4803 0.4432 0.032 Uiso 1 1 calc R . . F3 F 0.4674(3) 0.46957(15) 0.42841(13) 0.0547(7) Uani 1 1 d . . . F11 F 0.1308(3) 0.3443(3) 0.02477(15) 0.1133(17) Uani 1 1 d . . . C11 C 0.4685(3) 0.3839(2) 0.06574(15) 0.0248(7) Uani 1 1 d . . . H11 H 0.4493 0.4012 0.0247 0.030 Uiso 1 1 calc R . . F9 F 0.6562(3) 0.4662(2) 0.04330(15) 0.0895(12) Uani 1 1 d . . . C3 C 0.7049(4) 0.4322(2) 0.09885(16) 0.0324(8) Uani 1 1 d . . . F6 F 0.9941(3) 0.34618(18) 0.44646(19) 0.0925(13) Uani 1 1 d . . . C2 C 0.9629(4) 0.4083(2) 0.40872(17) 0.0346(9) Uani 1 1 d . . . C17 C 0.8702(3) 0.1986(2) 0.34168(18) 0.0322(8) Uani 1 1 d . . . H17A H 0.8703 0.2405 0.3142 0.048 Uiso 1 1 calc R . . H17B H 0.9621 0.1813 0.3676 0.048 Uiso 1 1 calc R . . H17C H 0.8315 0.2168 0.3690 0.048 Uiso 1 1 calc R . . C7 C 0.4613(4) 0.2586(2) 0.35885(17) 0.0312(8) Uani 1 1 d . . . F5 F 1.0168(3) 0.3981(3) 0.37101(15) 0.1144(18) Uani 1 1 d . . . C20 C 0.2064(4) 0.5811(3) 0.09166(18) 0.0451(10) Uani 1 1 d . . . H20A H 0.2574 0.6275 0.0934 0.068 Uiso 1 1 calc R . . H20B H 0.1111 0.5903 0.0645 0.068 Uiso 1 1 calc R . . H20C H 0.2375 0.5387 0.0746 0.068 Uiso 1 1 calc R . . F13 F 0.0654(3) 0.38292(19) 0.25913(15) 0.0651(8) Uani 1 1 d . . . F17 F 0.4740(3) 0.24712(19) 0.46351(13) 0.0695(8) Uani 1 1 d . . . C30 C 1.2438(4) 0.6256(3) 0.4352(2) 0.0516(12) Uani 1 1 d . . . H30A H 1.2511 0.5701 0.4311 0.077 Uiso 1 1 calc R . . H30B H 1.2995 0.6409 0.4789 0.077 Uiso 1 1 calc R . . H30C H 1.2743 0.6523 0.4077 0.077 Uiso 1 1 calc R . . C18 C 0.8294(4) 0.1087(3) 0.2499(2) 0.0397(9) Uani 1 1 d . . . H18A H 0.7758 0.0653 0.2255 0.060 Uiso 1 1 calc R . . H18B H 0.9242 0.0944 0.2701 0.060 Uiso 1 1 calc R . . H18C H 0.8162 0.1525 0.2220 0.060 Uiso 1 1 calc R . . C4 C 0.2355(4) 0.3252(3) 0.01706(18) 0.0425(10) Uani 1 1 d . . . F7 F 0.7937(4) 0.4735(3) 0.14275(15) 0.1143(17) Uani 1 1 d . . . C8 C 0.3221(4) 0.2717(2) 0.33185(19) 0.0399(9) Uani 1 1 d . . . H8 H 0.2751 0.2585 0.3552 0.048 Uiso 1 1 calc R . . F8 F 0.7758(4) 0.3743(2) 0.0901(2) 0.1021(13) Uani 1 1 d . . . C6 C 0.5268(5) 0.2197(3) 0.4255(2) 0.0459(11) Uani 1 1 d . . . C21 C 0.1431(4) 0.4894(2) 0.1571(3) 0.0522(12) Uani 1 1 d . . . H21A H 0.1621 0.4479 0.1346 0.078 Uiso 1 1 calc R . . H21B H 0.0479 0.5026 0.1353 0.078 Uiso 1 1 calc R . . H21C H 0.1657 0.4728 0.2001 0.078 Uiso 1 1 calc R . . F15 F 0.0429(3) 0.2604(2) 0.2689(2) 0.1049(14) Uani 1 1 d . . . F12 F 0.2253(4) 0.2479(2) 0.00914(16) 0.0970(13) Uani 1 1 d . . . C5 C 0.0956(4) 0.3132(3) 0.2449(2) 0.0495(11) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ce1 0.01722(11) 0.01620(11) 0.01300(10) 0.00062(6) 0.00609(7) -0.00024(6) O7 0.0226(11) 0.0240(11) 0.0170(11) -0.0037(9) 0.0071(9) -0.0011(10) O4 0.0249(12) 0.0230(11) 0.0178(11) -0.0006(9) 0.0081(9) -0.0049(10) O1 0.0234(11) 0.0151(11) 0.0225(11) -0.0007(9) 0.0079(9) 0.0018(9) N2 0.0188(14) 0.0153(13) 0.0232(14) -0.0011(10) 0.0081(11) -0.0003(10) O8 0.0246(11) 0.0267(12) 0.0168(11) -0.0019(9) 0.0091(9) 0.0028(10) N1 0.0197(13) 0.0156(13) 0.0222(14) 0.0014(11) 0.0073(11) 0.0008(11) O3 0.0214(11) 0.0266(12) 0.0158(11) -0.0006(9) 0.0075(9) -0.0004(10) O2 0.0233(11) 0.0139(11) 0.0271(12) 0.0012(9) 0.0106(10) -0.0008(9) C28 0.0226(16) 0.0184(16) 0.0229(17) 0.0009(12) 0.0098(14) 0.0030(13) O5 0.0242(12) 0.0334(13) 0.0277(13) 0.0025(10) 0.0129(10) -0.0026(10) O6 0.0351(13) 0.0282(13) 0.0247(12) 0.0061(10) 0.0153(11) 0.0005(11) C10 0.0262(17) 0.0241(17) 0.0155(16) -0.0037(13) 0.0046(14) -0.0009(14) C13 0.0333(18) 0.0227(16) 0.0153(16) 0.0008(13) 0.0122(14) 0.0046(14) C22 0.0191(15) 0.0170(16) 0.0199(15) 0.0032(12) 0.0076(13) -0.0002(12) C15 0.0247(17) 0.0239(16) 0.0167(16) -0.0005(13) 0.0065(13) -0.0020(14) C23 0.0196(15) 0.0160(15) 0.0206(16) 0.0032(12) 0.0079(13) 0.0019(12) C12 0.0252(16) 0.0179(16) 0.0202(16) -0.0020(12) 0.0113(14) 0.0016(13) C27 0.0247(17) 0.0246(17) 0.0207(17) -0.0048(13) 0.0057(14) 0.0005(14) O9 0.0183(12) 0.0499(16) 0.0320(14) -0.0132(12) 0.0077(11) -0.0006(11) C16 0.0149(15) 0.0208(16) 0.0345(19) -0.0006(14) 0.0079(14) 0.0019(13) C24 0.0244(17) 0.0224(16) 0.0216(16) -0.0033(13) 0.0097(14) -0.0027(14) F2 0.0443(13) 0.0450(13) 0.0383(12) 0.0011(10) 0.0225(11) 0.0201(11) F16 0.094(2) 0.0406(15) 0.0525(17) 0.0226(12) 0.0238(16) -0.0061(14) C29 0.0210(18) 0.045(2) 0.032(2) -0.0127(17) 0.0043(16) -0.0004(16) C19 0.0163(16) 0.0223(17) 0.0357(19) 0.0007(15) 0.0031(14) 0.0029(13) C25 0.0236(17) 0.0321(19) 0.0295(18) -0.0084(15) 0.0143(15) -0.0021(15) F1 0.0472(14) 0.0770(18) 0.0337(13) -0.0285(12) 0.0100(11) 0.0146(13) F18 0.0690(18) 0.0540(15) 0.0250(12) 0.0084(11) 0.0135(12) 0.0047(13) F10 0.0587(18) 0.146(3) 0.0192(13) 0.0153(15) -0.0055(12) -0.0456(19) C26 0.0188(16) 0.0269(17) 0.0280(18) -0.0003(14) 0.0093(14) -0.0004(14) F4 0.0285(12) 0.0659(17) 0.0652(17) -0.0365(14) 0.0028(12) -0.0058(12) C1 0.036(2) 0.042(2) 0.0229(18) -0.0037(16) 0.0141(16) 0.0067(17) C9 0.0323(19) 0.0300(19) 0.041(2) -0.0030(16) 0.0225(17) -0.0077(16) F14 0.0255(12) 0.080(2) 0.074(2) -0.0173(16) 0.0130(13) -0.0071(13) C14 0.0270(17) 0.0322(19) 0.0160(16) -0.0057(14) 0.0047(14) 0.0027(15) F3 0.0734(17) 0.0588(16) 0.0593(16) -0.0014(13) 0.0542(15) 0.0021(14) F11 0.0227(14) 0.253(6) 0.0456(18) -0.028(2) -0.0018(13) 0.012(2) C11 0.0296(18) 0.0283(18) 0.0146(15) 0.0009(13) 0.0083(14) -0.0036(15) F9 0.0527(17) 0.147(3) 0.0634(19) 0.055(2) 0.0213(15) -0.0227(19) C3 0.0280(18) 0.052(2) 0.0201(17) -0.0009(16) 0.0136(15) -0.0037(18) F6 0.0418(17) 0.064(2) 0.118(3) 0.0231(19) -0.0123(18) 0.0194(14) C2 0.0257(18) 0.041(2) 0.0249(18) -0.0140(17) 0.0009(15) 0.0027(16) C17 0.0219(17) 0.0251(18) 0.040(2) -0.0016(16) 0.0048(16) -0.0041(14) C7 0.050(2) 0.0238(18) 0.0251(18) 0.0027(14) 0.0216(17) -0.0023(16) F5 0.0213(13) 0.260(5) 0.0600(19) -0.082(3) 0.0165(13) -0.013(2) C20 0.036(2) 0.055(3) 0.029(2) -0.0033(19) 0.0008(17) 0.014(2) F13 0.0506(16) 0.083(2) 0.0768(19) -0.0034(17) 0.0417(15) 0.0191(16) F17 0.094(2) 0.092(2) 0.0409(15) 0.0144(14) 0.0464(16) 0.0079(18) C30 0.0215(19) 0.076(3) 0.043(2) -0.018(2) 0.0018(18) 0.004(2) C18 0.0285(19) 0.051(3) 0.043(2) -0.0037(19) 0.0195(18) 0.0059(18) C4 0.034(2) 0.066(3) 0.0201(19) -0.0048(19) 0.0054(16) -0.020(2) F7 0.116(3) 0.194(4) 0.065(2) -0.072(2) 0.069(2) -0.125(3) C8 0.050(2) 0.043(2) 0.042(2) 0.0084(18) 0.035(2) -0.0028(19) F8 0.090(3) 0.100(3) 0.169(4) 0.016(3) 0.105(3) 0.017(2) C6 0.067(3) 0.041(2) 0.034(2) 0.0093(18) 0.027(2) 0.001(2) C21 0.029(2) 0.027(2) 0.097(4) -0.009(2) 0.025(2) -0.0042(17) F15 0.0506(18) 0.120(3) 0.160(4) 0.069(3) 0.061(2) -0.0037(19) F12 0.098(3) 0.087(2) 0.063(2) -0.0231(18) -0.0014(18) -0.059(2) C5 0.034(2) 0.056(3) 0.068(3) 0.011(2) 0.030(2) -0.004(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ce1 O5 2.420(3) . ? Ce1 O7 2.431(2) . ? Ce1 O2 2.448(2) . ? Ce1 O8 2.458(2) . ? Ce1 O4 2.463(2) . ? Ce1 O3 2.475(2) . ? Ce1 O1 2.490(2) . ? Ce1 O6 2.492(2) . ? O7 C15 1.246(4) . ? O4 C10 1.253(4) . ? O1 N1 1.285(3) . ? N2 O2 1.291(3) . ? N2 C22 1.340(4) 2_645 ? N2 C16 1.500(4) . ? O8 C13 1.250(4) . ? N1 C22 1.356(4) . ? N1 C19 1.493(4) . ? O3 C12 1.252(4) . ? C28 C27 1.378(5) . ? C28 C23 1.402(5) . ? C28 H28 0.9300 . ? O5 C9 1.244(4) . ? O6 C7 1.248(4) . ? C10 C11 1.381(5) . ? C10 C4 1.527(5) . ? C13 C14 1.386(5) . ? C13 C1 1.533(5) . ? C22 N2 1.340(4) 2_655 ? C22 C23 1.449(5) . ? C15 C14 1.392(5) . ? C15 C2 1.528(5) . ? C23 C24 1.395(5) . ? C12 C11 1.392(5) . ? C12 C3 1.528(5) . ? C27 C26 1.388(5) . ? C27 H27 0.9300 . ? O9 C26 1.348(4) . ? O9 C29 1.439(4) . ? C16 C18 1.515(5) . ? C16 C17 1.520(5) . ? C16 C19 1.564(5) 2_645 ? C24 C25 1.372(5) . ? C24 H24 0.9300 . ? F2 C1 1.336(4) . ? F16 C6 1.337(5) . ? C29 C30 1.506(5) . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C19 C21 1.505(5) . ? C19 C20 1.532(5) . ? C19 C16 1.564(5) 2_655 ? C25 C26 1.395(5) . ? C25 H25 0.9300 . ? F1 C1 1.326(4) . ? F18 C6 1.321(5) . ? F10 C4 1.309(5) . ? F4 C2 1.311(4) . ? C1 F3 1.322(5) . ? C9 C8 1.386(6) . ? C9 C5 1.528(6) . ? F14 C5 1.322(6) . ? C14 H14 0.9300 . ? F11 C4 1.279(5) . ? C11 H11 0.9300 . ? F9 C3 1.295(4) . ? C3 F7 1.264(4) . ? C3 F8 1.328(5) . ? F6 C2 1.322(5) . ? C2 F5 1.270(5) . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C7 C8 1.383(6) . ? C7 C6 1.539(5) . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? F13 C5 1.317(6) . ? F17 C6 1.341(5) . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C4 F12 1.330(6) . ? C8 H8 0.9300 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? F15 C5 1.322(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O5 Ce1 O7 139.86(8) . . ? O5 Ce1 O2 104.92(8) . . ? O7 Ce1 O2 86.35(8) . . ? O5 Ce1 O8 77.71(8) . . ? O7 Ce1 O8 69.97(8) . . ? O2 Ce1 O8 140.14(7) . . ? O5 Ce1 O4 75.21(8) . . ? O7 Ce1 O4 144.88(7) . . ? O2 Ce1 O4 80.04(8) . . ? O8 Ce1 O4 136.62(8) . . ? O5 Ce1 O3 142.22(8) . . ? O7 Ce1 O3 76.85(8) . . ? O2 Ce1 O3 81.32(8) . . ? O8 Ce1 O3 121.26(8) . . ? O4 Ce1 O3 69.20(8) . . ? O5 Ce1 O1 85.47(8) . . ? O7 Ce1 O1 105.53(8) . . ? O2 Ce1 O1 147.62(7) . . ? O8 Ce1 O1 71.61(8) . . ? O4 Ce1 O1 73.03(7) . . ? O3 Ce1 O1 72.61(7) . . ? O5 Ce1 O6 69.81(8) . . ? O7 Ce1 O6 78.32(8) . . ? O2 Ce1 O6 70.95(8) . . ? O8 Ce1 O6 73.09(8) . . ? O4 Ce1 O6 125.85(8) . . ? O3 Ce1 O6 143.64(8) . . ? O1 Ce1 O6 140.34(7) . . ? C15 O7 Ce1 136.6(2) . . ? C10 O4 Ce1 134.2(2) . . ? N1 O1 Ce1 139.55(18) . . ? O2 N2 C22 125.4(3) . 2_645 ? O2 N2 C16 120.3(2) . . ? C22 N2 C16 114.0(3) 2_645 . ? C13 O8 Ce1 134.9(2) . . ? O1 N1 C22 125.4(3) . . ? O1 N1 C19 120.5(3) . . ? C22 N1 C19 113.6(3) . . ? C12 O3 Ce1 133.9(2) . . ? N2 O2 Ce1 140.03(19) . . ? C27 C28 C23 120.7(3) . . ? C27 C28 H28 119.7 . . ? C23 C28 H28 119.7 . . ? C9 O5 Ce1 137.0(2) . . ? C7 O6 Ce1 133.3(2) . . ? O4 C10 C11 128.3(3) . . ? O4 C10 C4 113.7(3) . . ? C11 C10 C4 118.0(3) . . ? O8 C13 C14 128.3(3) . . ? O8 C13 C1 114.0(3) . . ? C14 C13 C1 117.7(3) . . ? N2 C22 N1 106.8(3) 2_655 . ? N2 C22 C23 127.0(3) 2_655 . ? N1 C22 C23 126.2(3) . . ? O7 C15 C14 127.7(3) . . ? O7 C15 C2 115.1(3) . . ? C14 C15 C2 117.1(3) . . ? C24 C23 C28 118.9(3) . . ? C24 C23 C22 119.7(3) . . ? C28 C23 C22 121.5(3) . . ? O3 C12 C11 128.4(3) . . ? O3 C12 C3 114.7(3) . . ? C11 C12 C3 116.8(3) . . ? C28 C27 C26 119.9(3) . . ? C28 C27 H27 120.0 . . ? C26 C27 H27 120.0 . . ? C26 O9 C29 119.2(3) . . ? N2 C16 C18 106.4(3) . . ? N2 C16 C17 109.2(3) . . ? C18 C16 C17 111.1(3) . . ? N2 C16 C19 100.6(2) . 2_645 ? C18 C16 C19 114.5(3) . 2_645 ? C17 C16 C19 114.2(3) . 2_645 ? C25 C24 C23 120.4(3) . . ? C25 C24 H24 119.8 . . ? C23 C24 H24 119.8 . . ? O9 C29 C30 106.3(3) . . ? O9 C29 H29A 110.5 . . ? C30 C29 H29A 110.5 . . ? O9 C29 H29B 110.5 . . ? C30 C29 H29B 110.5 . . ? H29A C29 H29B 108.7 . . ? N1 C19 C21 109.8(3) . . ? N1 C19 C20 105.9(3) . . ? C21 C19 C20 110.2(3) . . ? N1 C19 C16 100.3(2) . 2_655 ? C21 C19 C16 115.2(3) . 2_655 ? C20 C19 C16 114.6(3) . 2_655 ? C24 C25 C26 120.5(3) . . ? C24 C25 H25 119.7 . . ? C26 C25 H25 119.7 . . ? O9 C26 C27 124.9(3) . . ? O9 C26 C25 115.5(3) . . ? C27 C26 C25 119.6(3) . . ? F3 C1 F1 107.4(3) . . ? F3 C1 F2 107.6(3) . . ? F1 C1 F2 107.3(3) . . ? F3 C1 C13 109.8(3) . . ? F1 C1 C13 114.0(3) . . ? F2 C1 C13 110.5(3) . . ? O5 C9 C8 127.2(4) . . ? O5 C9 C5 114.6(3) . . ? C8 C9 C5 118.2(3) . . ? C13 C14 C15 121.5(3) . . ? C13 C14 H14 119.3 . . ? C15 C14 H14 119.3 . . ? C10 C11 C12 121.0(3) . . ? C10 C11 H11 119.5 . . ? C12 C11 H11 119.5 . . ? F7 C3 F9 112.5(4) . . ? F7 C3 F8 104.4(4) . . ? F9 C3 F8 100.9(4) . . ? F7 C3 C12 113.9(3) . . ? F9 C3 C12 114.5(3) . . ? F8 C3 C12 109.2(3) . . ? F5 C2 F4 109.2(4) . . ? F5 C2 F6 106.7(4) . . ? F4 C2 F6 105.6(3) . . ? F5 C2 C15 112.5(3) . . ? F4 C2 C15 113.4(3) . . ? F6 C2 C15 108.9(3) . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? O6 C7 C8 127.9(3) . . ? O6 C7 C6 115.3(4) . . ? C8 C7 C6 116.8(3) . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C16 C18 H18A 109.5 . . ? C16 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C16 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? F11 C4 F10 111.3(4) . . ? F11 C4 F12 104.3(4) . . ? F10 C4 F12 103.6(4) . . ? F11 C4 C10 112.4(3) . . ? F10 C4 C10 115.1(3) . . ? F12 C4 C10 109.2(4) . . ? C7 C8 C9 122.5(3) . . ? C7 C8 H8 118.8 . . ? C9 C8 H8 118.8 . . ? F18 C6 F16 107.6(4) . . ? F18 C6 F17 107.5(4) . . ? F16 C6 F17 107.7(4) . . ? F18 C6 C7 112.4(3) . . ? F16 C6 C7 109.7(3) . . ? F17 C6 C7 111.8(4) . . ? C19 C21 H21A 109.5 . . ? C19 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C19 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? F13 C5 F15 107.7(4) . . ? F13 C5 F14 107.1(4) . . ? F15 C5 F14 107.5(4) . . ? F13 C5 C9 110.5(4) . . ? F15 C5 C9 111.9(4) . . ? F14 C5 C9 111.8(4) . . ? 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 O5 Ce1 O7 C15 -29.4(4) . . . . ? O2 Ce1 O7 C15 -138.3(3) . . . . ? O8 Ce1 O7 C15 9.0(3) . . . . ? O4 Ce1 O7 C15 154.7(3) . . . . ? O3 Ce1 O7 C15 139.7(3) . . . . ? O1 Ce1 O7 C15 72.3(3) . . . . ? O6 Ce1 O7 C15 -67.0(3) . . . . ? O5 Ce1 O4 C10 144.6(3) . . . . ? O7 Ce1 O4 C10 -38.1(3) . . . . ? O2 Ce1 O4 C10 -106.9(3) . . . . ? O8 Ce1 O4 C10 91.5(3) . . . . ? O3 Ce1 O4 C10 -22.5(3) . . . . ? O1 Ce1 O4 C10 54.9(3) . . . . ? O6 Ce1 O4 C10 -164.5(3) . . . . ? O5 Ce1 O1 N1 63.6(3) . . . . ? O7 Ce1 O1 N1 -77.1(3) . . . . ? O2 Ce1 O1 N1 174.6(2) . . . . ? O8 Ce1 O1 N1 -14.9(3) . . . . ? O4 Ce1 O1 N1 139.5(3) . . . . ? O3 Ce1 O1 N1 -147.5(3) . . . . ? O6 Ce1 O1 N1 13.3(3) . . . . ? O5 Ce1 O8 C13 145.0(3) . . . . ? O7 Ce1 O8 C13 -10.8(3) . . . . ? O2 Ce1 O8 C13 46.3(3) . . . . ? O4 Ce1 O8 C13 -162.7(3) . . . . ? O3 Ce1 O8 C13 -70.5(3) . . . . ? O1 Ce1 O8 C13 -125.7(3) . . . . ? O6 Ce1 O8 C13 72.6(3) . . . . ? Ce1 O1 N1 C22 78.2(4) . . . . ? Ce1 O1 N1 C19 -110.8(3) . . . . ? O5 Ce1 O3 C12 -0.2(3) . . . . ? O7 Ce1 O3 C12 -168.7(3) . . . . ? O2 Ce1 O3 C12 103.0(3) . . . . ? O8 Ce1 O3 C12 -112.3(3) . . . . ? O4 Ce1 O3 C12 20.5(3) . . . . ? O1 Ce1 O3 C12 -57.5(3) . . . . ? O6 Ce1 O3 C12 143.2(3) . . . . ? C22 N2 O2 Ce1 76.9(4) 2_645 . . . ? C16 N2 O2 Ce1 -109.5(3) . . . . ? O5 Ce1 O2 N2 -62.1(3) . . . . ? O7 Ce1 O2 N2 78.7(3) . . . . ? O8 Ce1 O2 N2 26.5(3) . . . . ? O4 Ce1 O2 N2 -133.8(3) . . . . ? O3 Ce1 O2 N2 156.0(3) . . . . ? O1 Ce1 O2 N2 -167.6(2) . . . . ? O6 Ce1 O2 N2 -0.1(3) . . . . ? O7 Ce1 O5 C9 -26.8(4) . . . . ? O2 Ce1 O5 C9 75.6(3) . . . . ? O8 Ce1 O5 C9 -63.4(3) . . . . ? O4 Ce1 O5 C9 150.8(4) . . . . ? O3 Ce1 O5 C9 170.7(3) . . . . ? O1 Ce1 O5 C9 -135.6(3) . . . . ? O6 Ce1 O5 C9 12.8(3) . . . . ? O5 Ce1 O6 C7 -16.4(3) . . . . ? O7 Ce1 O6 C7 138.8(3) . . . . ? O2 Ce1 O6 C7 -131.0(3) . . . . ? O8 Ce1 O6 C7 66.4(3) . . . . ? O4 Ce1 O6 C7 -69.4(3) . . . . ? O3 Ce1 O6 C7 -173.5(3) . . . . ? O1 Ce1 O6 C7 38.5(4) . . . . ? Ce1 O4 C10 C11 17.3(5) . . . . ? Ce1 O4 C10 C4 -164.0(3) . . . . ? Ce1 O8 C13 C14 9.6(5) . . . . ? Ce1 O8 C13 C1 -170.0(2) . . . . ? O1 N1 C22 N2 -177.8(3) . . . 2_655 ? C19 N1 C22 N2 10.6(4) . . . 2_655 ? O1 N1 C22 C23 3.5(5) . . . . ? C19 N1 C22 C23 -168.0(3) . . . . ? Ce1 O7 C15 C14 -5.6(5) . . . . ? Ce1 O7 C15 C2 172.1(2) . . . . ? C27 C28 C23 C24 -0.7(5) . . . . ? C27 C28 C23 C22 -179.9(3) . . . . ? N2 C22 C23 C24 -148.2(3) 2_655 . . . ? N1 C22 C23 C24 30.2(5) . . . . ? N2 C22 C23 C28 31.0(5) 2_655 . . . ? N1 C22 C23 C28 -150.6(3) . . . . ? Ce1 O3 C12 C11 -13.2(5) . . . . ? Ce1 O3 C12 C3 168.3(2) . . . . ? C23 C28 C27 C26 0.0(5) . . . . ? O2 N2 C16 C18 -71.3(4) . . . . ? C22 N2 C16 C18 103.0(3) 2_645 . . . ? O2 N2 C16 C17 48.7(4) . . . . ? C22 N2 C16 C17 -137.0(3) 2_645 . . . ? O2 N2 C16 C19 169.1(3) . . . 2_645 ? C22 N2 C16 C19 -16.6(3) 2_645 . . 2_645 ? C28 C23 C24 C25 1.0(5) . . . . ? C22 C23 C24 C25 -179.8(3) . . . . ? C26 O9 C29 C30 170.5(4) . . . . ? O1 N1 C19 C21 46.3(4) . . . . ? C22 N1 C19 C21 -141.8(3) . . . . ? O1 N1 C19 C20 -72.7(4) . . . . ? C22 N1 C19 C20 99.3(3) . . . . ? O1 N1 C19 C16 167.9(3) . . . 2_655 ? C22 N1 C19 C16 -20.1(3) . . . 2_655 ? C23 C24 C25 C26 -0.7(5) . . . . ? C29 O9 C26 C27 8.4(5) . . . . ? C29 O9 C26 C25 -171.3(3) . . . . ? C28 C27 C26 O9 -179.3(3) . . . . ? C28 C27 C26 C25 0.3(5) . . . . ? C24 C25 C26 O9 179.7(3) . . . . ? C24 C25 C26 C27 0.0(5) . . . . ? O8 C13 C1 F3 66.1(4) . . . . ? C14 C13 C1 F3 -113.5(4) . . . . ? O8 C13 C1 F1 -173.4(3) . . . . ? C14 C13 C1 F1 7.0(5) . . . . ? O8 C13 C1 F2 -52.5(4) . . . . ? C14 C13 C1 F2 127.9(3) . . . . ? Ce1 O5 C9 C8 -7.2(6) . . . . ? Ce1 O5 C9 C5 171.1(3) . . . . ? O8 C13 C14 C15 0.2(6) . . . . ? C1 C13 C14 C15 179.7(3) . . . . ? O7 C15 C14 C13 -2.3(6) . . . . ? C2 C15 C14 C13 -180.0(3) . . . . ? O4 C10 C11 C12 4.1(6) . . . . ? C4 C10 C11 C12 -174.6(3) . . . . ? O3 C12 C11 C10 -6.0(5) . . . . ? C3 C12 C11 C10 172.4(3) . . . . ? O3 C12 C3 F7 -29.9(5) . . . . ? C11 C12 C3 F7 151.5(4) . . . . ? O3 C12 C3 F9 -161.3(4) . . . . ? C11 C12 C3 F9 20.0(5) . . . . ? O3 C12 C3 F8 86.4(4) . . . . ? C11 C12 C3 F8 -92.3(4) . . . . ? O7 C15 C2 F5 28.3(5) . . . . ? C14 C15 C2 F5 -153.7(4) . . . . ? O7 C15 C2 F4 152.9(3) . . . . ? C14 C15 C2 F4 -29.1(5) . . . . ? O7 C15 C2 F6 -89.8(4) . . . . ? C14 C15 C2 F6 88.2(4) . . . . ? Ce1 O6 C7 C8 15.3(6) . . . . ? Ce1 O6 C7 C6 -167.5(2) . . . . ? O4 C10 C4 F11 49.3(5) . . . . ? C11 C10 C4 F11 -131.7(4) . . . . ? O4 C10 C4 F10 178.1(4) . . . . ? C11 C10 C4 F10 -2.9(6) . . . . ? O4 C10 C4 F12 -65.9(4) . . . . ? C11 C10 C4 F12 113.0(4) . . . . ? O6 C7 C8 C9 -0.7(7) . . . . ? C6 C7 C8 C9 -177.8(4) . . . . ? O5 C9 C8 C7 -3.9(7) . . . . ? C5 C9 C8 C7 177.8(4) . . . . ? O6 C7 C6 F18 21.7(5) . . . . ? C8 C7 C6 F18 -160.8(4) . . . . ? O6 C7 C6 F16 -97.9(4) . . . . ? C8 C7 C6 F16 79.6(5) . . . . ? O6 C7 C6 F17 142.7(4) . . . . ? C8 C7 C6 F17 -39.8(5) . . . . ? O5 C9 C5 F13 -86.5(5) . . . . ? C8 C9 C5 F13 92.1(5) . . . . ? O5 C9 C5 F15 153.5(4) . . . . ? C8 C9 C5 F15 -28.0(6) . . . . ? O5 C9 C5 F14 32.8(5) . . . . ? C8 C9 C5 F14 -148.7(4) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.440 _refine_diff_density_min -0.809 _refine_diff_density_rms 0.095