Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2006 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'H. V. R. Dias' _publ_contact_author_address ; Department of Chemistry and Biochemistry The University of Texas at Arlington Arlington, Texas 76019-0065, USA ; _publ_contact_author_email dias@uta.edu _publ_section_title ; Monomeric lithium triazapentadienyl complexes ; loop_ _publ_author_name 'H. V. Rasika Dias' 'Shreeyukta Singh' # Attachment 'TAPLirev.cif' data_dias219s _database_code_depnum_ccdc_archive 'CCDC 294154' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common (N((C3F7)C(Mes)N)2)H-Ortho _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H23 F14 N3' _chemical_formula_weight 643.47 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 8.7330(7) _cell_length_b 15.4740(12) _cell_length_c 20.6286(16) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2787.6(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5850 _cell_measurement_theta_min 2.37 _cell_measurement_theta_max 24.60 _exptl_crystal_description plates _exptl_crystal_colour colorless _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.533 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1304 _exptl_absorpt_coefficient_mu 0.157 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9761 _exptl_absorpt_correction_T_max 0.9924 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21700 _diffrn_reflns_av_R_equivalents 0.0656 _diffrn_reflns_av_sigmaI/netI 0.0634 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.65 _diffrn_reflns_theta_max 25.99 _reflns_number_total 5465 _reflns_number_gt 3715 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics '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^)+(0.0815P)^2^+0.8834P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.3(9) _refine_ls_number_reflns 5465 _refine_ls_number_parameters 396 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0992 _refine_ls_R_factor_gt 0.0611 _refine_ls_wR_factor_ref 0.1595 _refine_ls_wR_factor_gt 0.1409 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.5391(4) 0.5592(2) 0.32079(17) 0.0305(8) Uani 1 1 d . . . N2 N 0.5694(4) 0.4123(2) 0.31504(17) 0.0319(8) Uani 1 1 d . . . N3 N 0.5983(4) 0.2740(2) 0.26406(17) 0.0318(8) Uani 1 1 d . . . C1 C 0.6136(5) 0.4881(2) 0.29897(19) 0.0276(9) Uani 1 1 d . . . C2 C 0.6383(5) 0.3336(2) 0.3024(2) 0.0305(10) Uani 1 1 d . . . C3 C 0.7452(5) 0.5087(2) 0.2524(2) 0.0309(10) Uani 1 1 d . . . C4 C 0.6937(5) 0.5333(2) 0.1850(2) 0.0342(10) Uani 1 1 d . . . C5 C 0.8236(6) 0.5497(3) 0.1354(2) 0.0410(11) Uani 1 1 d . . . C6 C 0.7633(5) 0.3079(3) 0.3504(2) 0.0355(10) Uani 1 1 d . . . C7 C 0.7036(6) 0.2598(3) 0.4096(2) 0.0481(13) Uani 1 1 d . . . C8 C 0.8135(6) 0.2390(3) 0.4629(2) 0.0426(12) Uani 1 1 d . . . C9 C 0.4132(5) 0.5502(2) 0.3663(2) 0.0305(10) Uani 1 1 d . . . C10 C 0.4473(5) 0.5479(3) 0.4329(2) 0.0335(10) Uani 1 1 d . . . C11 C 0.3248(5) 0.5389(3) 0.4754(2) 0.0398(11) Uani 1 1 d . . . H11 H 0.3442 0.5372 0.5207 0.048 Uiso 1 1 calc R . . C12 C 0.1735(5) 0.5323(3) 0.4532(2) 0.0381(11) Uani 1 1 d . . . C13 C 0.1480(5) 0.5352(3) 0.3871(2) 0.0348(10) Uani 1 1 d . . . H13 H 0.0456 0.5307 0.3718 0.042 Uiso 1 1 calc R . . C14 C 0.2645(5) 0.5446(3) 0.3419(2) 0.0334(10) Uani 1 1 d . . . C15 C 0.6099(5) 0.5523(3) 0.4565(2) 0.0411(11) Uani 1 1 d . . . H15A H 0.6115 0.5746 0.5010 0.062 Uiso 1 1 calc R . . H15B H 0.6691 0.5908 0.4284 0.062 Uiso 1 1 calc R . . H15C H 0.6551 0.4944 0.4557 0.062 Uiso 1 1 calc R . . C16 C 0.0455(6) 0.5210(3) 0.5003(2) 0.0507(13) Uani 1 1 d . . . H16A H 0.0250 0.4593 0.5063 0.076 Uiso 1 1 calc R . . H16B H -0.0466 0.5495 0.4836 0.076 Uiso 1 1 calc R . . H16C H 0.0740 0.5469 0.5420 0.076 Uiso 1 1 calc R . . C17 C 0.2355(5) 0.5470(3) 0.2705(2) 0.0441(12) Uani 1 1 d . . . H17A H 0.1258 0.5391 0.2623 0.066 Uiso 1 1 calc R . . H17B H 0.2932 0.5006 0.2493 0.066 Uiso 1 1 calc R . . H17C H 0.2683 0.6030 0.2531 0.066 Uiso 1 1 calc R . . C18 C 0.4748(5) 0.2823(2) 0.2195(2) 0.0301(9) Uani 1 1 d . . . C19 C 0.3234(5) 0.2901(2) 0.2407(2) 0.0328(10) Uani 1 1 d . . . C20 C 0.2065(5) 0.2863(3) 0.1946(2) 0.0351(10) Uani 1 1 d . . . H20 H 0.1033 0.2911 0.2087 0.042 Uiso 1 1 calc R . . C21 C 0.2360(6) 0.2758(3) 0.1289(2) 0.0404(11) Uani 1 1 d . . . C22 C 0.3888(6) 0.2715(3) 0.1087(2) 0.0385(11) Uani 1 1 d . . . H22 H 0.4113 0.2669 0.0638 0.046 Uiso 1 1 calc R . . C23 C 0.5078(5) 0.2737(3) 0.1530(2) 0.0342(10) Uani 1 1 d . . . C24 C 0.2825(5) 0.2984(3) 0.3115(2) 0.0375(11) Uani 1 1 d . . . H24A H 0.3442 0.2578 0.3370 0.056 Uiso 1 1 calc R . . H24B H 0.1736 0.2852 0.3175 0.056 Uiso 1 1 calc R . . H24C H 0.3030 0.3575 0.3261 0.056 Uiso 1 1 calc R . . C25 C 0.1055(6) 0.2678(3) 0.0804(2) 0.0512(13) Uani 1 1 d . . . H25A H 0.1473 0.2646 0.0364 0.077 Uiso 1 1 calc R . . H25B H 0.0385 0.3184 0.0840 0.077 Uiso 1 1 calc R . . H25C H 0.0465 0.2153 0.0897 0.077 Uiso 1 1 calc R . . C26 C 0.6737(5) 0.2682(3) 0.1297(2) 0.0387(11) Uani 1 1 d . . . H26A H 0.7183 0.3263 0.1286 0.058 Uiso 1 1 calc R . . H26B H 0.6764 0.2430 0.0861 0.058 Uiso 1 1 calc R . . H26C H 0.7326 0.2318 0.1595 0.058 Uiso 1 1 calc R . . F1 F 0.8410(3) 0.44050(14) 0.24766(11) 0.0353(6) Uani 1 1 d . . . F2 F 0.8278(3) 0.57585(14) 0.27784(12) 0.0370(6) Uani 1 1 d . . . F3 F 0.6039(3) 0.46973(15) 0.16163(11) 0.0397(6) Uani 1 1 d . . . F4 F 0.6090(3) 0.60626(14) 0.18818(12) 0.0396(6) Uani 1 1 d . . . F5 F 0.8995(4) 0.47731(19) 0.12345(13) 0.0595(8) Uani 1 1 d . . . F6 F 0.9215(3) 0.60831(19) 0.15738(14) 0.0577(8) Uani 1 1 d . . . F7 F 0.7640(4) 0.57760(18) 0.08043(13) 0.0559(8) Uani 1 1 d . . . F8 F 0.8384(3) 0.38005(15) 0.37296(12) 0.0407(6) Uani 1 1 d . . . F9 F 0.8712(3) 0.25769(16) 0.32078(13) 0.0495(7) Uani 1 1 d . . . F10 F 0.6387(5) 0.1850(2) 0.39027(17) 0.0975(14) Uani 1 1 d . . . F11 F 0.5932(4) 0.3097(3) 0.43696(16) 0.0790(11) Uani 1 1 d . . . F12 F 0.8724(5) 0.3075(2) 0.48965(14) 0.0786(11) Uani 1 1 d . . . F13 F 0.7470(4) 0.1944(3) 0.51041(18) 0.0883(12) Uani 1 1 d . . . F14 F 0.9284(5) 0.1917(3) 0.44199(16) 0.1140(18) Uani 1 1 d . . . H1 H 0.5866 0.6175 0.3114 0.10(2) Uiso 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 N1 0.0279(18) 0.0201(17) 0.043(2) -0.0005(15) 0.0031(16) -0.0001(15) N2 0.0290(19) 0.0243(18) 0.042(2) 0.0017(15) 0.0026(16) -0.0010(15) N3 0.0302(19) 0.0234(17) 0.042(2) -0.0004(15) -0.0006(17) -0.0008(16) C1 0.028(2) 0.023(2) 0.032(2) 0.0044(16) -0.0047(19) 0.0022(18) C2 0.029(2) 0.0201(19) 0.042(2) 0.0047(17) 0.004(2) 0.0016(17) C3 0.031(2) 0.0199(19) 0.042(3) 0.0004(18) -0.002(2) 0.0007(17) C4 0.040(3) 0.020(2) 0.043(3) 0.0002(18) 0.001(2) 0.0015(19) C5 0.053(3) 0.032(2) 0.038(3) 0.0039(19) 0.002(2) 0.005(2) C6 0.034(2) 0.025(2) 0.048(3) -0.001(2) -0.003(2) -0.002(2) C7 0.052(3) 0.037(3) 0.055(3) 0.014(2) -0.010(3) -0.009(2) C8 0.053(3) 0.032(2) 0.042(3) -0.001(2) -0.008(2) 0.010(2) C9 0.030(2) 0.0167(19) 0.045(3) -0.0014(17) 0.007(2) -0.0016(18) C10 0.038(3) 0.023(2) 0.040(3) 0.0033(18) 0.000(2) 0.0016(19) C11 0.040(3) 0.032(2) 0.047(3) 0.010(2) 0.001(2) -0.003(2) C12 0.041(3) 0.021(2) 0.053(3) 0.0020(19) 0.008(2) -0.002(2) C13 0.024(2) 0.027(2) 0.053(3) -0.0010(19) 0.002(2) 0.0004(18) C14 0.030(2) 0.021(2) 0.049(3) -0.0015(19) 0.003(2) 0.0035(19) C15 0.041(3) 0.043(3) 0.039(3) 0.008(2) -0.006(2) 0.000(2) C16 0.044(3) 0.044(3) 0.064(3) 0.001(3) 0.009(3) -0.003(2) C17 0.041(3) 0.044(3) 0.048(3) -0.004(2) -0.006(2) -0.004(2) C18 0.033(2) 0.020(2) 0.038(2) 0.0017(18) -0.001(2) -0.0027(18) C19 0.036(2) 0.0196(19) 0.043(3) -0.0002(18) 0.002(2) -0.0002(18) C20 0.032(2) 0.026(2) 0.047(3) 0.0021(19) 0.000(2) -0.0009(18) C21 0.047(3) 0.024(2) 0.051(3) 0.007(2) -0.012(2) -0.010(2) C22 0.051(3) 0.024(2) 0.040(3) 0.0016(18) -0.002(2) -0.009(2) C23 0.037(3) 0.016(2) 0.049(3) -0.0018(19) 0.004(2) -0.0055(19) C24 0.033(2) 0.034(2) 0.046(3) 0.000(2) 0.002(2) -0.005(2) C25 0.061(3) 0.041(3) 0.052(3) 0.003(2) -0.015(3) -0.001(3) C26 0.042(3) 0.029(2) 0.046(3) -0.003(2) 0.010(2) -0.003(2) F1 0.0317(12) 0.0276(12) 0.0465(14) 0.0056(10) 0.0055(11) 0.0065(10) F2 0.0327(13) 0.0307(12) 0.0476(14) -0.0018(11) 0.0010(12) -0.0109(11) F3 0.0448(15) 0.0303(13) 0.0442(14) 0.0024(11) -0.0071(13) -0.0072(12) F4 0.0439(15) 0.0244(12) 0.0504(14) 0.0079(11) 0.0009(13) 0.0060(11) F5 0.071(2) 0.0540(17) 0.0535(17) 0.0041(14) 0.0220(16) 0.0120(16) F6 0.0584(19) 0.0588(18) 0.0560(17) 0.0014(15) 0.0098(16) -0.0257(16) F7 0.076(2) 0.0537(17) 0.0378(15) 0.0104(14) 0.0069(15) -0.0007(16) F8 0.0417(15) 0.0298(13) 0.0505(15) 0.0053(11) -0.0087(12) -0.0116(12) F9 0.0401(15) 0.0388(14) 0.0695(18) -0.0086(13) -0.0099(14) 0.0163(13) F10 0.138(3) 0.067(2) 0.088(2) 0.0417(19) -0.061(2) -0.065(2) F11 0.0490(18) 0.116(3) 0.072(2) 0.053(2) 0.0155(17) 0.028(2) F12 0.131(3) 0.0510(19) 0.0541(19) -0.0027(15) -0.023(2) -0.012(2) F13 0.090(2) 0.096(3) 0.079(2) 0.051(2) -0.019(2) -0.015(2) F14 0.117(3) 0.163(4) 0.062(2) -0.032(2) -0.024(2) 0.109(3) _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 N1 C1 1.355(5) . ? N1 C9 1.452(5) . ? N1 H1 1.012(3) . ? N2 C1 1.279(5) . ? N2 C2 1.385(5) . ? N3 C2 1.264(5) . ? N3 C18 1.424(5) . ? C1 C3 1.531(6) . ? C2 C6 1.525(6) . ? C3 F1 1.350(5) . ? C3 F2 1.369(5) . ? C3 C4 1.511(6) . ? C4 F3 1.347(5) . ? C4 F4 1.352(5) . ? C4 C5 1.549(6) . ? C5 F7 1.320(5) . ? C5 F5 1.325(5) . ? C5 F6 1.326(6) . ? C6 F9 1.366(5) . ? C6 F8 1.376(5) . ? C6 C7 1.522(7) . ? C7 F10 1.348(6) . ? C7 F11 1.359(6) . ? C7 C8 1.495(7) . ? C8 F12 1.301(5) . ? C8 F14 1.315(6) . ? C8 F13 1.332(6) . ? C9 C14 1.395(6) . ? C9 C10 1.407(6) . ? C10 C11 1.390(6) . ? C10 C15 1.503(6) . ? C11 C12 1.402(7) . ? C11 H11 0.9500 . ? C12 C13 1.383(6) . ? C12 C16 1.491(6) . ? C13 C14 1.387(6) . ? C13 H13 0.9500 . ? C14 C17 1.495(7) . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 C19 1.398(6) . ? C18 C23 1.408(6) . ? C19 C20 1.395(6) . ? C19 C24 1.510(6) . ? C20 C21 1.390(7) . ? C20 H20 0.9500 . ? C21 C22 1.400(7) . ? C21 C25 1.521(7) . ? C22 C23 1.383(6) . ? C22 H22 0.9500 . ? C23 C26 1.529(6) . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? 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 C1 N1 C9 120.0(3) . . ? C1 N1 H1 117.6(3) . . ? C9 N1 H1 121.3(3) . . ? C1 N2 C2 128.9(4) . . ? C2 N3 C18 123.2(3) . . ? N2 C1 N1 120.9(4) . . ? N2 C1 C3 125.4(4) . . ? N1 C1 C3 113.6(3) . . ? N3 C2 N2 129.8(4) . . ? N3 C2 C6 114.5(3) . . ? N2 C2 C6 114.7(4) . . ? F1 C3 F2 107.1(3) . . ? F1 C3 C4 108.3(3) . . ? F2 C3 C4 108.6(3) . . ? F1 C3 C1 110.4(3) . . ? F2 C3 C1 108.2(3) . . ? C4 C3 C1 113.9(3) . . ? F3 C4 F4 108.0(3) . . ? F3 C4 C3 108.6(3) . . ? F4 C4 C3 109.2(3) . . ? F3 C4 C5 108.1(3) . . ? F4 C4 C5 107.2(3) . . ? C3 C4 C5 115.5(4) . . ? F7 C5 F5 108.3(4) . . ? F7 C5 F6 109.0(4) . . ? F5 C5 F6 108.6(4) . . ? F7 C5 C4 109.4(4) . . ? F5 C5 C4 110.5(4) . . ? F6 C5 C4 111.0(4) . . ? F9 C6 F8 106.5(3) . . ? F9 C6 C7 108.4(4) . . ? F8 C6 C7 106.8(4) . . ? F9 C6 C2 110.6(4) . . ? F8 C6 C2 110.5(3) . . ? C7 C6 C2 113.7(4) . . ? F10 C7 F11 108.2(5) . . ? F10 C7 C8 107.7(4) . . ? F11 C7 C8 105.7(4) . . ? F10 C7 C6 109.1(4) . . ? F11 C7 C6 107.3(4) . . ? C8 C7 C6 118.4(4) . . ? F12 C8 F14 107.0(5) . . ? F12 C8 F13 106.5(4) . . ? F14 C8 F13 106.6(4) . . ? F12 C8 C7 113.0(4) . . ? F14 C8 C7 111.6(4) . . ? F13 C8 C7 111.9(4) . . ? C14 C9 C10 123.2(4) . . ? C14 C9 N1 118.6(4) . . ? C10 C9 N1 118.3(4) . . ? C11 C10 C9 117.1(4) . . ? C11 C10 C15 121.8(4) . . ? C9 C10 C15 121.1(4) . . ? C10 C11 C12 121.8(4) . . ? C10 C11 H11 119.1 . . ? C12 C11 H11 119.1 . . ? C13 C12 C11 118.1(4) . . ? C13 C12 C16 121.7(4) . . ? C11 C12 C16 120.2(4) . . ? C12 C13 C14 123.2(4) . . ? C12 C13 H13 118.4 . . ? C14 C13 H13 118.4 . . ? C13 C14 C9 116.6(4) . . ? C13 C14 C17 122.7(4) . . ? C9 C14 C17 120.7(4) . . ? C10 C15 H15A 109.5 . . ? C10 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C10 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C12 C16 H16A 109.5 . . ? C12 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C12 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C14 C17 H17A 109.5 . . ? C14 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C14 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C19 C18 C23 120.4(4) . . ? C19 C18 N3 121.5(4) . . ? C23 C18 N3 117.8(4) . . ? C20 C19 C18 118.4(4) . . ? C20 C19 C24 119.3(4) . . ? C18 C19 C24 122.3(4) . . ? C21 C20 C19 122.2(4) . . ? C21 C20 H20 118.9 . . ? C19 C20 H20 118.9 . . ? C20 C21 C22 118.2(4) . . ? C20 C21 C25 120.8(5) . . ? C22 C21 C25 121.0(4) . . ? C23 C22 C21 121.3(4) . . ? C23 C22 H22 119.4 . . ? C21 C22 H22 119.4 . . ? C22 C23 C18 119.5(4) . . ? C22 C23 C26 120.2(4) . . ? C18 C23 C26 120.3(4) . . ? C19 C24 H24A 109.5 . . ? C19 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C19 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C21 C25 H25A 109.5 . . ? C21 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C21 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C23 C26 H26A 109.5 . . ? C23 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C23 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.99 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.384 _refine_diff_density_min -0.328 _refine_diff_density_rms 0.075 #===END data_dias34s _database_code_depnum_ccdc_archive 'CCDC 294155' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common (N((C3F7)C(Mes)N)2)H-Mono _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H23 F14 N3' _chemical_formula_weight 643.47 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.6348(7) _cell_length_b 31.192(3) _cell_length_c 20.2678(17) _cell_angle_alpha 90.00 _cell_angle_beta 90.5350(10) _cell_angle_gamma 90.00 _cell_volume 5458.6(8) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 4039 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 22.44 _exptl_crystal_description rods _exptl_crystal_colour colorless _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.566 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2608 _exptl_absorpt_coefficient_mu 0.160 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9314 _exptl_absorpt_correction_T_max 0.9795 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 39299 _diffrn_reflns_av_R_equivalents 0.0737 _diffrn_reflns_av_sigmaI/netI 0.0665 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -37 _diffrn_reflns_limit_k_max 37 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.65 _diffrn_reflns_theta_max 25.00 _reflns_number_total 9614 _reflns_number_gt 6762 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics '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^)+(0.0227P)^2^+12.7251P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9614 _refine_ls_number_parameters 795 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1055 _refine_ls_R_factor_gt 0.0711 _refine_ls_wR_factor_ref 0.1467 _refine_ls_wR_factor_gt 0.1348 _refine_ls_goodness_of_fit_ref 1.131 _refine_ls_restrained_S_all 1.131 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.6963(4) 0.44381(12) 0.22798(19) 0.0241(9) Uani 1 1 d . . . N2 N 0.6496(4) 0.37296(11) 0.21414(16) 0.0225(8) Uani 1 1 d . . . N3 N 0.7052(4) 0.29939(11) 0.23225(16) 0.0230(8) Uani 1 1 d . . . N4 N 0.6673(4) 0.19895(11) 0.25182(17) 0.0191(8) Uani 1 1 d . . . N5 N 0.7051(4) 0.12749(10) 0.26973(16) 0.0201(8) Uani 1 1 d . . . N6 N 0.7351(4) 0.05285(11) 0.24741(16) 0.0209(8) Uani 1 1 d . . . C1 C 0.7331(5) 0.40531(13) 0.20114(19) 0.0206(9) Uani 1 1 d . . . C2 C 0.6593(5) 0.33071(13) 0.19620(19) 0.0195(9) Uani 1 1 d . . . C3 C 0.5758(5) 0.44450(12) 0.2761(2) 0.0206(9) Uani 1 1 d . . . C4 C 0.6166(5) 0.43585(13) 0.3420(2) 0.0245(10) Uani 1 1 d . . . C5 C 0.4973(5) 0.43162(13) 0.3873(2) 0.0255(10) Uani 1 1 d . . . H5 H 0.5225 0.4255 0.4320 0.031 Uiso 1 1 calc R . . C6 C 0.3426(5) 0.43607(13) 0.3692(2) 0.0267(10) Uani 1 1 d . . . C7 C 0.3077(5) 0.44604(13) 0.3041(2) 0.0237(10) Uani 1 1 d . . . H7 H 0.2025 0.4503 0.2916 0.028 Uiso 1 1 calc R . . C8 C 0.4220(5) 0.45003(13) 0.2565(2) 0.0233(10) Uani 1 1 d . . . C9 C 0.7843(5) 0.43022(14) 0.3615(2) 0.0280(10) Uani 1 1 d . . . H9A H 0.7924 0.4262 0.4094 0.042 Uiso 1 1 calc R . . H9B H 0.8430 0.4558 0.3487 0.042 Uiso 1 1 calc R . . H9C H 0.8266 0.4050 0.3391 0.042 Uiso 1 1 calc R . . C10 C 0.2151(6) 0.42934(15) 0.4180(2) 0.0371(12) Uani 1 1 d . . . H10A H 0.1445 0.4540 0.4168 0.056 Uiso 1 1 calc R . . H10B H 0.2597 0.4265 0.4624 0.056 Uiso 1 1 calc R . . H10C H 0.1577 0.4032 0.4067 0.056 Uiso 1 1 calc R . . C11 C 0.3795(5) 0.45783(14) 0.1850(2) 0.0287(10) Uani 1 1 d . . . H11A H 0.4524 0.4783 0.1659 0.043 Uiso 1 1 calc R . . H11B H 0.2743 0.4695 0.1821 0.043 Uiso 1 1 calc R . . H11C H 0.3843 0.4307 0.1606 0.043 Uiso 1 1 calc R . . C12 C 0.7631(5) 0.31038(13) 0.2969(2) 0.0213(9) Uani 1 1 d . . . C13 C 0.9232(5) 0.30918(13) 0.3095(2) 0.0242(10) Uani 1 1 d . . . C14 C 0.9741(5) 0.31731(14) 0.3734(2) 0.0284(11) Uani 1 1 d . . . H14 H 1.0822 0.3167 0.3825 0.034 Uiso 1 1 calc R . . C15 C 0.8732(5) 0.32628(14) 0.4246(2) 0.0277(10) Uani 1 1 d . . . C16 C 0.7159(5) 0.32637(13) 0.4103(2) 0.0254(10) Uani 1 1 d . . . H16 H 0.6450 0.3318 0.4449 0.030 Uiso 1 1 calc R . . C17 C 0.6581(5) 0.31882(13) 0.3469(2) 0.0218(9) Uani 1 1 d . . . C18 C 0.4859(4) 0.31961(14) 0.3339(2) 0.0230(10) Uani 1 1 d . . . H18A H 0.4605 0.3436 0.3044 0.035 Uiso 1 1 calc R . . H18B H 0.4312 0.3232 0.3757 0.035 Uiso 1 1 calc R . . H18C H 0.4541 0.2926 0.3131 0.035 Uiso 1 1 calc R . . C19 C 1.0387(5) 0.29997(14) 0.2557(2) 0.0307(11) Uani 1 1 d . . . H19A H 1.0756 0.3271 0.2370 0.046 Uiso 1 1 calc R . . H19B H 0.9888 0.2829 0.2209 0.046 Uiso 1 1 calc R . . H19C H 1.1266 0.2840 0.2742 0.046 Uiso 1 1 calc R . . C20 C 0.9331(6) 0.33515(16) 0.4939(2) 0.0381(12) Uani 1 1 d . . . H20A H 1.0088 0.3132 0.5065 0.057 Uiso 1 1 calc R . . H20B H 0.8465 0.3346 0.5248 0.057 Uiso 1 1 calc R . . H20C H 0.9825 0.3634 0.4952 0.057 Uiso 1 1 calc R . . C21 C 0.7425(4) 0.16226(13) 0.2407(2) 0.0193(9) Uani 1 1 d . . . C22 C 0.7784(4) 0.08850(13) 0.2724(2) 0.0195(9) Uani 1 1 d . . . C23 C 0.5441(5) 0.20127(12) 0.2998(2) 0.0187(9) Uani 1 1 d . . . C24 C 0.3913(5) 0.19479(13) 0.2788(2) 0.0230(10) Uani 1 1 d . . . C25 C 0.2748(5) 0.19912(13) 0.3241(2) 0.0272(10) Uani 1 1 d . . . H25 H 0.1704 0.1953 0.3102 0.033 Uiso 1 1 calc R . . C26 C 0.3057(5) 0.20899(13) 0.3898(2) 0.0262(10) Uani 1 1 d . . . C27 C 0.4589(5) 0.21390(13) 0.4092(2) 0.0271(10) Uani 1 1 d . . . H27 H 0.4815 0.2201 0.4542 0.032 Uiso 1 1 calc R . . C28 C 0.5819(5) 0.21007(13) 0.3649(2) 0.0212(9) Uani 1 1 d . . . C29 C 0.3571(5) 0.18169(15) 0.2075(2) 0.0304(11) Uani 1 1 d . . . H29A H 0.3826 0.1513 0.2015 0.046 Uiso 1 1 calc R . . H29B H 0.4196 0.1991 0.1776 0.046 Uiso 1 1 calc R . . H29C H 0.2469 0.1862 0.1976 0.046 Uiso 1 1 calc R . . C30 C 0.1768(5) 0.21458(16) 0.4385(2) 0.0376(12) Uani 1 1 d . . . H30A H 0.0838 0.2250 0.4155 0.056 Uiso 1 1 calc R . . H30B H 0.2083 0.2354 0.4723 0.056 Uiso 1 1 calc R . . H30C H 0.1544 0.1870 0.4595 0.056 Uiso 1 1 calc R . . C31 C 0.7472(5) 0.21386(14) 0.3873(2) 0.0266(10) Uani 1 1 d . . . H31A H 0.7870 0.1854 0.3992 0.040 Uiso 1 1 calc R . . H31B H 0.7534 0.2328 0.4258 0.040 Uiso 1 1 calc R . . H31C H 0.8095 0.2258 0.3515 0.040 Uiso 1 1 calc R . . C32 C 0.6069(4) 0.05228(12) 0.2028(2) 0.0183(9) Uani 1 1 d . . . C33 C 0.6385(5) 0.04426(12) 0.1357(2) 0.0225(10) Uani 1 1 d . . . C34 C 0.5131(5) 0.04193(13) 0.0918(2) 0.0255(10) Uani 1 1 d . . . H34 H 0.5322 0.0369 0.0464 0.031 Uiso 1 1 calc R . . C35 C 0.3621(5) 0.04677(13) 0.1125(2) 0.0255(10) Uani 1 1 d . . . C36 C 0.3340(5) 0.05379(13) 0.1791(2) 0.0246(10) Uani 1 1 d . . . H36 H 0.2303 0.0566 0.1937 0.030 Uiso 1 1 calc R . . C37 C 0.4553(5) 0.05674(13) 0.2250(2) 0.0230(10) Uani 1 1 d . . . C38 C 0.8022(5) 0.03910(13) 0.1128(2) 0.0249(10) Uani 1 1 d . . . H38A H 0.8024 0.0242 0.0702 0.037 Uiso 1 1 calc R . . H38B H 0.8612 0.0223 0.1453 0.037 Uiso 1 1 calc R . . H38C H 0.8500 0.0674 0.1078 0.037 Uiso 1 1 calc R . . C39 C 0.2277(5) 0.04438(15) 0.0638(2) 0.0343(12) Uani 1 1 d . . . H39A H 0.1834 0.0730 0.0576 0.051 Uiso 1 1 calc R . . H39B H 0.1483 0.0250 0.0809 0.051 Uiso 1 1 calc R . . H39C H 0.2648 0.0335 0.0214 0.051 Uiso 1 1 calc R . . C40 C 0.4222(5) 0.06432(15) 0.2971(2) 0.0284(11) Uani 1 1 d . . . H40A H 0.4943 0.0474 0.3242 0.043 Uiso 1 1 calc R . . H40B H 0.3157 0.0556 0.3066 0.043 Uiso 1 1 calc R . . H40C H 0.4352 0.0948 0.3073 0.043 Uiso 1 1 calc R . . C41 C 0.8065(5) 0.17106(13) 0.1176(2) 0.0242(10) Uani 1 1 d . . . C42 C 0.9148(4) 0.08612(13) 0.3213(2) 0.0197(9) Uani 1 1 d . . . C43 C 0.8693(5) 0.16640(12) 0.1885(2) 0.0201(9) Uani 1 1 d . . . C44 C 0.9867(6) 0.42129(15) 0.0421(2) 0.0334(11) Uani 1 1 d . . . C45 C 0.8786(5) 0.40425(13) 0.1592(2) 0.0238(10) Uani 1 1 d . . . C46 C 0.9256(6) 0.17297(15) 0.0620(2) 0.0328(11) Uani 1 1 d . . . C47 C 0.4004(5) 0.31349(13) 0.1396(2) 0.0266(10) Uani 1 1 d . . . C48 C 0.8786(5) 0.43430(14) 0.0985(2) 0.0278(10) Uani 1 1 d . . . C49 C 0.8676(5) 0.07203(13) 0.3913(2) 0.0225(10) Uani 1 1 d . . . C50 C 0.9963(5) 0.07186(14) 0.4445(2) 0.0286(11) Uani 1 1 d . . . C51 C 0.5764(5) 0.32014(13) 0.1317(2) 0.0247(10) Uani 1 1 d . . . C52 C 0.3079(6) 0.30262(15) 0.0763(2) 0.0359(12) Uani 1 1 d . . . F1 F 1.0033(3) 0.41417(8) 0.19716(12) 0.0347(6) Uani 1 1 d . . . F2 F 0.9012(3) 0.36366(7) 0.13701(12) 0.0305(6) Uani 1 1 d . . . F3 F 0.7325(3) 0.43580(8) 0.07343(12) 0.0324(6) Uani 1 1 d . . . F4 F 0.9173(3) 0.47353(8) 0.11887(13) 0.0345(6) Uani 1 1 d . . . F5 F 0.9928(4) 0.45309(9) -0.00170(14) 0.0525(8) Uani 1 1 d . . . F6 F 1.1285(3) 0.41426(9) 0.06543(14) 0.0472(8) Uani 1 1 d . . . F7 F 0.9374(3) 0.38670(9) 0.01105(13) 0.0453(7) Uani 1 1 d . . . F8 F 0.5967(3) 0.35220(8) 0.08710(11) 0.0305(6) Uani 1 1 d . . . F9 F 0.6358(3) 0.28438(8) 0.10476(12) 0.0390(7) Uani 1 1 d . . . F10 F 0.3391(3) 0.34917(8) 0.16512(12) 0.0339(6) Uani 1 1 d . . . F11 F 0.3775(3) 0.28123(8) 0.18222(12) 0.0402(7) Uani 1 1 d . . . F12 F 0.3198(3) 0.33333(9) 0.03246(13) 0.0443(7) Uani 1 1 d . . . F13 F 0.3550(4) 0.26619(9) 0.05072(14) 0.0537(9) Uani 1 1 d . . . F14 F 0.1581(4) 0.29858(10) 0.09155(14) 0.0542(8) Uani 1 1 d . . . F15 F 0.9581(3) 0.20140(8) 0.20249(12) 0.0305(6) Uani 1 1 d . . . F16 F 0.9628(3) 0.13167(7) 0.18966(11) 0.0256(6) Uani 1 1 d . . . F17 F 0.7227(3) 0.20763(8) 0.11380(12) 0.0358(7) Uani 1 1 d . . . F18 F 0.7094(3) 0.13842(8) 0.10543(11) 0.0291(6) Uani 1 1 d . . . F19 F 1.0243(4) 0.20437(11) 0.07122(15) 0.0625(10) Uani 1 1 d . . . F20 F 0.8534(3) 0.17944(9) 0.00526(13) 0.0471(8) Uani 1 1 d . . . F21 F 1.0022(3) 0.13659(9) 0.05777(14) 0.0508(8) Uani 1 1 d . . . F22 F 0.9848(3) 0.12493(7) 0.32711(12) 0.0290(6) Uani 1 1 d . . . F23 F 1.0218(3) 0.05828(8) 0.29890(11) 0.0274(6) Uani 1 1 d . . . F24 F 0.7555(3) 0.09825(9) 0.41254(12) 0.0403(7) Uani 1 1 d . . . F25 F 0.8116(3) 0.03198(8) 0.38831(13) 0.0398(7) Uani 1 1 d . . . F26 F 1.0522(4) 0.11010(9) 0.45484(14) 0.0522(8) Uani 1 1 d . . . F27 F 0.9385(3) 0.05805(10) 0.50081(13) 0.0475(8) Uani 1 1 d . . . F28 F 1.1105(3) 0.04661(10) 0.42787(13) 0.0515(8) Uani 1 1 d . . . H1 H 0.747(5) 0.4632(14) 0.222(2) 0.025(14) Uiso 1 1 d . . . H4 H 0.682(5) 0.2202(14) 0.228(2) 0.025(13) Uiso 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 N1 0.026(2) 0.017(2) 0.030(2) -0.0041(17) 0.0021(17) -0.0048(17) N2 0.028(2) 0.0164(19) 0.023(2) 0.0007(15) -0.0006(16) -0.0018(16) N3 0.024(2) 0.025(2) 0.0203(19) 0.0067(16) 0.0042(16) 0.0022(16) N4 0.0221(19) 0.0174(19) 0.0177(19) 0.0027(16) 0.0024(15) -0.0005(15) N5 0.0184(18) 0.0188(19) 0.0231(19) 0.0023(16) -0.0014(15) 0.0010(15) N6 0.0205(19) 0.022(2) 0.0206(19) 0.0007(15) -0.0008(15) 0.0021(15) C1 0.023(2) 0.025(2) 0.014(2) 0.0015(18) -0.0082(18) 0.0070(19) C2 0.025(2) 0.018(2) 0.016(2) -0.0032(18) 0.0051(18) 0.0032(18) C3 0.025(2) 0.014(2) 0.023(2) -0.0033(18) 0.0014(19) -0.0027(17) C4 0.026(2) 0.018(2) 0.030(3) -0.0056(19) -0.002(2) 0.0019(18) C5 0.033(3) 0.022(2) 0.021(2) -0.0040(19) -0.004(2) -0.001(2) C6 0.028(3) 0.018(2) 0.034(3) -0.008(2) 0.005(2) -0.0010(19) C7 0.021(2) 0.022(2) 0.028(3) -0.0027(19) -0.0026(19) 0.0002(18) C8 0.029(2) 0.014(2) 0.027(2) -0.0022(18) -0.003(2) -0.0005(18) C9 0.030(3) 0.023(2) 0.031(3) -0.003(2) -0.004(2) 0.0001(19) C10 0.040(3) 0.037(3) 0.035(3) -0.003(2) 0.007(2) 0.000(2) C11 0.033(3) 0.025(2) 0.028(3) 0.004(2) -0.007(2) -0.001(2) C12 0.027(2) 0.016(2) 0.021(2) 0.0036(18) -0.0022(19) -0.0006(18) C13 0.026(2) 0.019(2) 0.027(3) 0.0055(19) 0.001(2) 0.0007(18) C14 0.018(2) 0.027(3) 0.040(3) 0.011(2) -0.007(2) -0.0026(19) C15 0.031(3) 0.025(2) 0.027(3) 0.006(2) -0.005(2) -0.007(2) C16 0.028(2) 0.023(2) 0.026(2) 0.0016(19) 0.003(2) -0.0020(19) C17 0.027(2) 0.018(2) 0.020(2) 0.0014(18) -0.0028(19) -0.0009(18) C18 0.022(2) 0.026(2) 0.021(2) -0.0018(19) 0.0003(18) 0.0007(19) C19 0.027(2) 0.029(3) 0.037(3) 0.005(2) 0.004(2) 0.000(2) C20 0.038(3) 0.041(3) 0.035(3) 0.005(2) -0.016(2) -0.009(2) C21 0.016(2) 0.023(2) 0.019(2) -0.0008(18) -0.0051(17) 0.0015(18) C22 0.016(2) 0.021(2) 0.021(2) 0.0044(18) 0.0029(17) 0.0010(17) C23 0.021(2) 0.012(2) 0.023(2) 0.0008(17) 0.0013(18) 0.0009(17) C24 0.024(2) 0.017(2) 0.028(2) -0.0003(19) -0.006(2) -0.0008(18) C25 0.017(2) 0.020(2) 0.044(3) -0.001(2) -0.001(2) -0.0012(18) C26 0.027(2) 0.020(2) 0.031(3) 0.008(2) 0.005(2) 0.0008(19) C27 0.038(3) 0.026(2) 0.018(2) 0.0036(19) -0.001(2) 0.000(2) C28 0.026(2) 0.017(2) 0.020(2) 0.0059(18) -0.0002(19) -0.0011(18) C29 0.028(3) 0.033(3) 0.030(3) -0.005(2) -0.006(2) -0.001(2) C30 0.034(3) 0.038(3) 0.041(3) 0.004(2) 0.013(2) -0.002(2) C31 0.026(2) 0.029(3) 0.025(2) 0.001(2) -0.0041(19) -0.002(2) C32 0.019(2) 0.013(2) 0.023(2) -0.0003(17) -0.0067(18) 0.0011(17) C33 0.026(2) 0.013(2) 0.029(2) 0.0022(18) -0.002(2) -0.0011(18) C34 0.036(3) 0.022(2) 0.018(2) 0.0010(18) -0.004(2) 0.002(2) C35 0.029(3) 0.020(2) 0.027(3) 0.0069(19) -0.006(2) -0.0006(19) C36 0.019(2) 0.028(2) 0.026(2) 0.006(2) 0.0012(19) 0.0003(19) C37 0.025(2) 0.022(2) 0.022(2) 0.0042(18) -0.0024(19) -0.0020(18) C38 0.029(2) 0.021(2) 0.025(2) -0.0028(19) 0.0002(19) 0.0011(19) C39 0.031(3) 0.036(3) 0.036(3) -0.001(2) -0.011(2) 0.002(2) C40 0.023(2) 0.037(3) 0.025(2) 0.000(2) -0.0022(19) 0.000(2) C41 0.027(2) 0.020(2) 0.026(2) 0.0017(19) 0.0018(19) 0.0039(19) C42 0.017(2) 0.021(2) 0.021(2) -0.0020(18) -0.0004(18) -0.0011(18) C43 0.018(2) 0.016(2) 0.026(2) 0.0001(18) -0.0017(18) 0.0004(17) C44 0.041(3) 0.028(3) 0.032(3) 0.005(2) 0.007(2) -0.001(2) C45 0.025(2) 0.021(2) 0.026(2) -0.0014(19) -0.003(2) 0.0034(18) C46 0.041(3) 0.033(3) 0.025(3) 0.005(2) 0.005(2) 0.002(2) C47 0.044(3) 0.019(2) 0.017(2) 0.0024(19) -0.001(2) -0.003(2) C48 0.029(3) 0.022(2) 0.032(3) 0.002(2) -0.003(2) -0.0004(19) C49 0.022(2) 0.019(2) 0.027(2) 0.0025(19) 0.0009(19) 0.0008(18) C50 0.031(3) 0.027(3) 0.027(3) -0.001(2) -0.004(2) -0.002(2) C51 0.042(3) 0.016(2) 0.016(2) 0.0017(18) 0.003(2) 0.005(2) C52 0.052(3) 0.027(3) 0.029(3) 0.001(2) -0.009(2) -0.002(2) F1 0.0253(14) 0.0490(17) 0.0295(15) 0.0001(13) -0.0053(12) 0.0003(12) F2 0.0356(15) 0.0238(14) 0.0323(15) 0.0027(11) 0.0082(12) 0.0085(11) F3 0.0303(15) 0.0370(15) 0.0297(15) 0.0068(12) -0.0052(12) 0.0031(12) F4 0.0381(16) 0.0217(14) 0.0439(17) -0.0027(12) 0.0049(13) -0.0001(12) F5 0.072(2) 0.0439(18) 0.0416(18) 0.0193(15) 0.0235(16) 0.0096(16) F6 0.0321(16) 0.0562(19) 0.0535(19) 0.0008(15) 0.0160(14) 0.0053(14) F7 0.063(2) 0.0411(17) 0.0317(16) -0.0055(14) 0.0056(14) 0.0026(15) F8 0.0404(15) 0.0317(15) 0.0193(13) 0.0070(11) -0.0002(11) 0.0015(12) F9 0.0646(19) 0.0317(15) 0.0208(14) -0.0077(12) -0.0045(13) 0.0203(14) F10 0.0331(15) 0.0358(15) 0.0329(15) -0.0134(12) 0.0023(12) -0.0026(12) F11 0.0547(18) 0.0374(16) 0.0283(15) 0.0111(13) -0.0108(13) -0.0194(14) F12 0.063(2) 0.0408(17) 0.0290(15) 0.0081(13) -0.0158(14) -0.0040(14) F13 0.088(2) 0.0349(17) 0.0376(17) -0.0165(14) -0.0259(16) 0.0061(16) F14 0.051(2) 0.070(2) 0.0421(18) -0.0045(16) -0.0125(15) -0.0197(17) F15 0.0262(14) 0.0291(14) 0.0364(15) -0.0051(12) 0.0042(11) -0.0096(11) F16 0.0227(13) 0.0276(14) 0.0265(13) 0.0066(11) 0.0024(10) 0.0074(11) F17 0.0530(17) 0.0287(15) 0.0257(14) 0.0047(12) -0.0007(12) 0.0175(13) F18 0.0309(14) 0.0328(15) 0.0237(14) -0.0018(11) -0.0049(11) -0.0048(12) F19 0.069(2) 0.072(2) 0.048(2) -0.0038(17) 0.0242(17) -0.0392(19) F20 0.060(2) 0.057(2) 0.0235(15) 0.0071(14) 0.0073(14) 0.0141(16) F21 0.060(2) 0.0535(19) 0.0398(17) 0.0141(15) 0.0249(15) 0.0272(16) F22 0.0279(14) 0.0258(14) 0.0331(15) 0.0054(11) -0.0062(11) -0.0107(11) F23 0.0216(13) 0.0335(15) 0.0271(14) -0.0013(11) -0.0038(11) 0.0100(11) F24 0.0313(15) 0.0593(19) 0.0306(16) 0.0077(14) 0.0085(12) 0.0146(14) F25 0.0497(17) 0.0364(16) 0.0331(16) 0.0143(13) -0.0156(13) -0.0230(13) F26 0.076(2) 0.0451(18) 0.0352(17) -0.0046(14) -0.0230(15) -0.0193(16) F27 0.0446(18) 0.075(2) 0.0232(15) 0.0137(15) -0.0056(13) -0.0059(15) F28 0.0453(18) 0.075(2) 0.0344(17) -0.0120(15) -0.0152(14) 0.0309(16) _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 N1 C1 1.357(5) . ? N1 C3 1.433(5) . ? N1 H1 0.76(4) . ? N2 C1 1.269(5) . ? N2 C2 1.370(5) . ? N3 C2 1.281(5) . ? N3 C12 1.439(5) . ? N4 C21 1.336(5) . ? N4 C23 1.450(5) . ? N4 H4 0.83(4) . ? N5 C21 1.277(5) . ? N5 C22 1.372(5) . ? N6 C22 1.276(5) . ? N6 C32 1.423(5) . ? C1 C45 1.524(6) . ? C2 C51 1.521(6) . ? C3 C8 1.393(6) . ? C3 C4 1.404(6) . ? C4 C5 1.393(6) . ? C4 C9 1.508(6) . ? C5 C6 1.388(6) . ? C5 H5 0.9500 . ? C6 C7 1.385(6) . ? C6 C10 1.503(6) . ? C7 C8 1.393(6) . ? C7 H7 0.9500 . ? C8 C11 1.511(6) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 C17 1.391(6) . ? C12 C13 1.404(6) . ? C13 C14 1.386(6) . ? C13 C19 1.513(6) . ? C14 C15 1.389(6) . ? C14 H14 0.9500 . ? C15 C16 1.386(6) . ? C15 C20 1.519(6) . ? C16 C17 1.395(6) . ? C16 H16 0.9500 . ? C17 C18 1.508(6) . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 C43 1.535(6) . ? C22 C42 1.534(5) . ? C23 C28 1.383(6) . ? C23 C24 1.397(6) . ? C24 C25 1.375(6) . ? C24 C29 1.528(6) . ? C25 C26 1.389(6) . ? C25 H25 0.9500 . ? C26 C27 1.386(6) . ? C26 C30 1.505(6) . ? C27 C28 1.403(6) . ? C27 H27 0.9500 . ? C28 C31 1.499(6) . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 C37 1.395(6) . ? C32 C33 1.411(6) . ? C33 C34 1.398(6) . ? C33 C38 1.501(6) . ? C34 C35 1.381(6) . ? C34 H34 0.9500 . ? C35 C36 1.392(6) . ? C35 C39 1.518(6) . ? C36 C37 1.398(6) . ? C36 H36 0.9500 . ? C37 C40 1.510(6) . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? C41 F18 1.340(5) . ? C41 F17 1.353(5) . ? C41 C46 1.534(6) . ? C41 C43 1.538(6) . ? C42 F23 1.349(4) . ? C42 F22 1.358(4) . ? C42 C49 1.544(6) . ? C43 F16 1.351(4) . ? C43 F15 1.362(4) . ? C44 F7 1.318(5) . ? C44 F6 1.327(5) . ? C44 F5 1.333(5) . ? C44 C48 1.536(6) . ? C45 F1 1.353(5) . ? C45 F2 1.358(5) . ? C45 C48 1.548(6) . ? C46 F19 1.310(5) . ? C46 F21 1.317(5) . ? C46 F20 1.319(5) . ? C47 F10 1.339(5) . ? C47 F11 1.342(5) . ? C47 C52 1.542(6) . ? C47 C51 1.543(6) . ? C48 F4 1.333(5) . ? C48 F3 1.357(5) . ? C49 F25 1.341(5) . ? C49 F24 1.341(5) . ? C49 C50 1.541(6) . ? C50 F26 1.303(5) . ? C50 F28 1.308(5) . ? C50 F27 1.322(5) . ? C51 F9 1.345(5) . ? C51 F8 1.360(5) . ? C52 F12 1.312(5) . ? C52 F13 1.316(5) . ? C52 F14 1.339(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 C1 N1 C3 117.4(4) . . ? C1 N1 H1 120(4) . . ? C3 N1 H1 122(3) . . ? C1 N2 C2 132.3(4) . . ? C2 N3 C12 116.2(3) . . ? C21 N4 C23 121.1(4) . . ? C21 N4 H4 120(3) . . ? C23 N4 H4 118(3) . . ? C21 N5 C22 130.7(4) . . ? C22 N6 C32 119.1(3) . . ? N2 C1 N1 119.0(4) . . ? N2 C1 C45 124.8(4) . . ? N1 C1 C45 116.1(4) . . ? N3 C2 N2 127.0(4) . . ? N3 C2 C51 117.8(4) . . ? N2 C2 C51 114.0(3) . . ? C8 C3 C4 121.7(4) . . ? C8 C3 N1 120.3(4) . . ? C4 C3 N1 117.8(4) . . ? C5 C4 C3 117.7(4) . . ? C5 C4 C9 122.1(4) . . ? C3 C4 C9 120.2(4) . . ? C6 C5 C4 122.1(4) . . ? C6 C5 H5 118.9 . . ? C4 C5 H5 118.9 . . ? C7 C6 C5 118.3(4) . . ? C7 C6 C10 120.3(4) . . ? C5 C6 C10 121.4(4) . . ? C6 C7 C8 122.0(4) . . ? C6 C7 H7 119.0 . . ? C8 C7 H7 119.0 . . ? C7 C8 C3 118.1(4) . . ? C7 C8 C11 120.8(4) . . ? C3 C8 C11 121.0(4) . . ? C4 C9 H9A 109.5 . . ? C4 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C4 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C6 C10 H10A 109.5 . . ? C6 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C6 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C8 C11 H11A 109.5 . . ? C8 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C8 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C17 C12 C13 121.3(4) . . ? C17 C12 N3 119.0(4) . . ? C13 C12 N3 119.5(4) . . ? C14 C13 C12 117.9(4) . . ? C14 C13 C19 120.2(4) . . ? C12 C13 C19 121.9(4) . . ? C13 C14 C15 122.6(4) . . ? C13 C14 H14 118.7 . . ? C15 C14 H14 118.7 . . ? C16 C15 C14 117.7(4) . . ? C16 C15 C20 121.1(4) . . ? C14 C15 C20 121.2(4) . . ? C15 C16 C17 122.2(4) . . ? C15 C16 H16 118.9 . . ? C17 C16 H16 118.9 . . ? C12 C17 C16 118.3(4) . . ? C12 C17 C18 121.6(4) . . ? C16 C17 C18 120.1(4) . . ? 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 . . ? C13 C19 H19A 109.5 . . ? C13 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C13 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C15 C20 H20A 109.5 . . ? C15 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C15 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? N5 C21 N4 121.6(4) . . ? N5 C21 C43 125.1(4) . . ? N4 C21 C43 113.3(4) . . ? N6 C22 N5 128.6(4) . . ? N6 C22 C42 115.7(4) . . ? N5 C22 C42 114.8(3) . . ? C28 C23 C24 122.2(4) . . ? C28 C23 N4 118.8(4) . . ? C24 C23 N4 119.0(4) . . ? C25 C24 C23 118.5(4) . . ? C25 C24 C29 121.4(4) . . ? C23 C24 C29 120.0(4) . . ? C24 C25 C26 121.8(4) . . ? C24 C25 H25 119.1 . . ? C26 C25 H25 119.1 . . ? C27 C26 C25 118.1(4) . . ? C27 C26 C30 120.7(4) . . ? C25 C26 C30 121.2(4) . . ? C26 C27 C28 122.3(4) . . ? C26 C27 H27 118.8 . . ? C28 C27 H27 118.8 . . ? C23 C28 C27 117.0(4) . . ? C23 C28 C31 121.3(4) . . ? C27 C28 C31 121.6(4) . . ? C24 C29 H29A 109.5 . . ? C24 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C24 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C26 C30 H30A 109.5 . . ? C26 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C26 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C28 C31 H31A 109.5 . . ? C28 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C28 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C37 C32 C33 121.3(4) . . ? C37 C32 N6 121.4(4) . . ? C33 C32 N6 117.2(4) . . ? C34 C33 C32 117.8(4) . . ? C34 C33 C38 121.5(4) . . ? C32 C33 C38 120.6(4) . . ? C35 C34 C33 121.9(4) . . ? C35 C34 H34 119.0 . . ? C33 C34 H34 119.0 . . ? C34 C35 C36 119.0(4) . . ? C34 C35 C39 121.0(4) . . ? C36 C35 C39 120.0(4) . . ? C35 C36 C37 121.4(4) . . ? C35 C36 H36 119.3 . . ? C37 C36 H36 119.3 . . ? C32 C37 C36 118.6(4) . . ? C32 C37 C40 121.0(4) . . ? C36 C37 C40 120.5(4) . . ? C33 C38 H38A 109.5 . . ? C33 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C33 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C35 C39 H39A 109.5 . . ? C35 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C35 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C37 C40 H40A 109.5 . . ? C37 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C37 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? F18 C41 F17 107.3(3) . . ? F18 C41 C46 108.5(3) . . ? F17 C41 C46 106.7(3) . . ? F18 C41 C43 108.3(3) . . ? F17 C41 C43 108.4(3) . . ? C46 C41 C43 117.2(4) . . ? F23 C42 F22 107.3(3) . . ? F23 C42 C22 109.7(3) . . ? F22 C42 C22 110.6(3) . . ? F23 C42 C49 108.3(3) . . ? F22 C42 C49 107.1(3) . . ? C22 C42 C49 113.6(3) . . ? F16 C43 F15 107.7(3) . . ? F16 C43 C21 110.5(3) . . ? F15 C43 C21 109.1(3) . . ? F16 C43 C41 107.3(3) . . ? F15 C43 C41 108.2(3) . . ? C21 C43 C41 113.8(3) . . ? F7 C44 F6 109.1(4) . . ? F7 C44 F5 107.8(4) . . ? F6 C44 F5 108.5(4) . . ? F7 C44 C48 112.1(4) . . ? F6 C44 C48 110.1(4) . . ? F5 C44 C48 109.1(4) . . ? F1 C45 F2 106.6(3) . . ? F1 C45 C1 109.5(3) . . ? F2 C45 C1 109.1(3) . . ? F1 C45 C48 107.9(3) . . ? F2 C45 C48 107.4(3) . . ? C1 C45 C48 115.9(3) . . ? F19 C46 F21 109.1(4) . . ? F19 C46 F20 108.2(4) . . ? F21 C46 F20 108.0(4) . . ? F19 C46 C41 111.4(4) . . ? F21 C46 C41 110.8(4) . . ? F20 C46 C41 109.4(4) . . ? F10 C47 F11 108.3(3) . . ? F10 C47 C52 107.5(4) . . ? F11 C47 C52 107.0(3) . . ? F10 C47 C51 108.8(3) . . ? F11 C47 C51 108.6(3) . . ? C52 C47 C51 116.5(4) . . ? F4 C48 F3 108.3(3) . . ? F4 C48 C44 108.7(4) . . ? F3 C48 C44 107.5(4) . . ? F4 C48 C45 108.1(4) . . ? F3 C48 C45 108.2(3) . . ? C44 C48 C45 115.9(4) . . ? F25 C49 F24 108.7(3) . . ? F25 C49 C50 106.6(3) . . ? F24 C49 C50 107.2(3) . . ? F25 C49 C42 108.8(3) . . ? F24 C49 C42 108.6(3) . . ? C50 C49 C42 116.7(3) . . ? F26 C50 F28 108.3(4) . . ? F26 C50 F27 107.5(4) . . ? F28 C50 F27 108.5(4) . . ? F26 C50 C49 111.9(4) . . ? F28 C50 C49 111.3(4) . . ? F27 C50 C49 109.3(4) . . ? F9 C51 F8 106.7(3) . . ? F9 C51 C2 110.5(3) . . ? F8 C51 C2 110.4(3) . . ? F9 C51 C47 108.1(3) . . ? F8 C51 C47 107.5(3) . . ? C2 C51 C47 113.3(3) . . ? F12 C52 F13 109.7(4) . . ? F12 C52 F14 107.9(4) . . ? F13 C52 F14 108.2(4) . . ? F12 C52 C47 111.1(4) . . ? F13 C52 C47 111.0(4) . . ? F14 C52 C47 108.9(4) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.295 _refine_diff_density_min -0.297 _refine_diff_density_rms 0.066 #===END data_dias163s _database_code_depnum_ccdc_archive 'CCDC 294156' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common (N((C3F7)C(Mes)N)2)Li(THF)2 _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H37 F14 Li N3 O2' _chemical_formula_weight 792.61 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' Li Li -0.0003 0.0001 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 9.4688(4) _cell_length_b 15.9577(6) _cell_length_c 12.6133(5) _cell_angle_alpha 90.00 _cell_angle_beta 104.5680(10) _cell_angle_gamma 90.00 _cell_volume 1844.60(13) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 7427 _cell_measurement_theta_min 2.22 _cell_measurement_theta_max 28.67 _exptl_crystal_description blocks _exptl_crystal_colour cream _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.427 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 814 _exptl_absorpt_coefficient_mu 0.137 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9435 _exptl_absorpt_correction_T_max 0.9705 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14858 _diffrn_reflns_av_R_equivalents 0.0263 _diffrn_reflns_av_sigmaI/netI 0.0326 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.10 _diffrn_reflns_theta_max 26.00 _reflns_number_total 7049 _reflns_number_gt 6896 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics '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^)+(0.0851P)^2^+0.8433P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.0(5) _refine_ls_number_reflns 7049 _refine_ls_number_parameters 493 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0499 _refine_ls_R_factor_gt 0.0491 _refine_ls_wR_factor_ref 0.1350 _refine_ls_wR_factor_gt 0.1339 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.044 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Li Li 0.7602(5) 0.3349(3) 0.2980(3) 0.0290(8) Uani 1 1 d . . . F1 F 0.60458(18) 0.06728(11) 0.39453(13) 0.0401(4) Uani 1 1 d . . . F2 F 0.6318(2) 0.02343(11) 0.23730(17) 0.0487(4) Uani 1 1 d . . . F3 F 0.35307(19) 0.16122(13) 0.25603(18) 0.0554(5) Uani 1 1 d . . . F4 F 0.3676(2) 0.06778(17) 0.13579(14) 0.0644(6) Uani 1 1 d . . . F5 F 0.3312(2) 0.04667(19) 0.39956(17) 0.0690(7) Uani 1 1 d . . . F6 F 0.1869(2) 0.01761(16) 0.24675(16) 0.0610(6) Uani 1 1 d . . . F7 F 0.3859(3) -0.05258(14) 0.3040(3) 0.0754(7) Uani 1 1 d . . . F8 F 0.68855(16) 0.26590(12) -0.08173(11) 0.0376(4) Uani 1 1 d . . . F9 F 0.6325(2) 0.13936(10) -0.04402(13) 0.0437(4) Uani 1 1 d . . . F10 F 0.43005(18) 0.31818(12) -0.02068(14) 0.0450(4) Uani 1 1 d . . . F11 F 0.36739(19) 0.18729(14) -0.03363(15) 0.0513(5) Uani 1 1 d . . . F12 F 0.4522(2) 0.32001(16) -0.22596(16) 0.0644(6) Uani 1 1 d . . . F13 F 0.4320(3) 0.18869(18) -0.24126(16) 0.0757(8) Uani 1 1 d . . . F14 F 0.25304(17) 0.26188(14) -0.21565(13) 0.0485(5) Uani 1 1 d . . . C1 C 0.6427(2) 0.17129(14) 0.26573(19) 0.0249(5) Uani 1 1 d . . . C2 C 0.6751(2) 0.23806(14) 0.10515(17) 0.0233(4) Uani 1 1 d . . . C3 C 0.5756(3) 0.08667(16) 0.2862(2) 0.0299(5) Uani 1 1 d . . . C4 C 0.4054(3) 0.08512(19) 0.2419(2) 0.0379(6) Uani 1 1 d . . . C5 C 0.3276(3) 0.0211(2) 0.2986(3) 0.0475(7) Uani 1 1 d . . . C6 C 0.6175(2) 0.22177(15) -0.02005(18) 0.0258(5) Uani 1 1 d . . . C7 C 0.4539(3) 0.24352(17) -0.06384(19) 0.0272(5) Uani 1 1 d . . . C8 C 0.3969(3) 0.25322(19) -0.18893(19) 0.0330(5) Uani 1 1 d . . . C9 C 0.7724(3) 0.19673(14) 0.45491(18) 0.0240(4) Uani 1 1 d . . . C10 C 0.6990(3) 0.22252(16) 0.5346(2) 0.0287(5) Uani 1 1 d . . . C11 C 0.7646(3) 0.20613(16) 0.64398(19) 0.0303(5) Uani 1 1 d . . . H11 H 0.7161 0.2235 0.6976 0.036 Uiso 1 1 calc R . . C12 C 0.8977(3) 0.16558(17) 0.6786(2) 0.0324(5) Uani 1 1 d . . . C13 C 0.9684(3) 0.14227(17) 0.5983(2) 0.0319(5) Uani 1 1 d . . . H13 H 1.0601 0.1147 0.6199 0.038 Uiso 1 1 calc R . . C14 C 0.9080(3) 0.15847(15) 0.48687(19) 0.0279(5) Uani 1 1 d . . . C15 C 0.5521(3) 0.2648(2) 0.5007(2) 0.0408(6) Uani 1 1 d . . . H15A H 0.4801 0.2254 0.4586 0.061 Uiso 1 1 calc R . . H15B H 0.5586 0.3138 0.4554 0.061 Uiso 1 1 calc R . . H15C H 0.5221 0.2826 0.5661 0.061 Uiso 1 1 calc R . . C16 C 0.9629(3) 0.1469(2) 0.7983(2) 0.0426(7) Uani 1 1 d . . . H16A H 0.9842 0.1996 0.8391 0.064 Uiso 1 1 calc R . . H16B H 1.0534 0.1149 0.8064 0.064 Uiso 1 1 calc R . . H16C H 0.8935 0.1140 0.8272 0.064 Uiso 1 1 calc R . . C17 C 0.9906(3) 0.13551(19) 0.4025(2) 0.0367(6) Uani 1 1 d . . . H17A H 0.9413 0.0887 0.3578 0.055 Uiso 1 1 calc R . . H17B H 1.0904 0.1190 0.4398 0.055 Uiso 1 1 calc R . . H17C H 0.9934 0.1840 0.3553 0.055 Uiso 1 1 calc R . . C18 C 0.8613(3) 0.33695(14) 0.08791(18) 0.0242(4) Uani 1 1 d . . . C19 C 0.8421(3) 0.42280(15) 0.06236(19) 0.0274(5) Uani 1 1 d . . . C20 C 0.9373(3) 0.46165(15) 0.0104(2) 0.0297(5) Uani 1 1 d . . . H20 H 0.9236 0.5194 -0.0075 0.036 Uiso 1 1 calc R . . C21 C 1.0524(3) 0.41932(16) -0.0166(2) 0.0316(5) Uani 1 1 d . . . C22 C 1.0718(3) 0.33521(16) 0.0133(2) 0.0285(5) Uani 1 1 d . . . H22 H 1.1511 0.3056 -0.0025 0.034 Uiso 1 1 calc R . . C23 C 0.9794(2) 0.29286(14) 0.06539(18) 0.0244(4) Uani 1 1 d . . . C24 C 0.7173(4) 0.47047(17) 0.0888(3) 0.0416(6) Uani 1 1 d . . . H24A H 0.7248 0.5299 0.0715 0.062 Uiso 1 1 calc R . . H24B H 0.7217 0.4643 0.1669 0.062 Uiso 1 1 calc R . . H24C H 0.6244 0.4481 0.0452 0.062 Uiso 1 1 calc R . . C25 C 1.1502(3) 0.46270(19) -0.0773(3) 0.0446(7) Uani 1 1 d . . . H25A H 1.0962 0.5082 -0.1219 0.067 Uiso 1 1 calc R . . H25B H 1.1823 0.4223 -0.1249 0.067 Uiso 1 1 calc R . . H25C H 1.2355 0.4858 -0.0245 0.067 Uiso 1 1 calc R . . C26 C 1.0058(3) 0.20155(15) 0.0946(2) 0.0282(5) Uani 1 1 d . . . H26A H 1.0981 0.1838 0.0797 0.042 Uiso 1 1 calc R . . H26B H 0.9257 0.1679 0.0505 0.042 Uiso 1 1 calc R . . H26C H 1.0108 0.1936 0.1725 0.042 Uiso 1 1 calc R . . C27 C 0.9514(5) 0.3980(3) 0.5086(3) 0.0664(12) Uani 1 1 d . . . H27A H 0.8891 0.3591 0.5380 0.080 Uiso 1 1 calc R . . H27B H 0.9312 0.4563 0.5275 0.080 Uiso 1 1 calc R . . C28 C 1.1150(8) 0.3761(4) 0.5518(5) 0.124(3) Uani 1 1 d . . . H28A H 1.1592 0.4086 0.6188 0.149 Uiso 1 1 calc R . . H28B H 1.1276 0.3156 0.5690 0.149 Uiso 1 1 calc R . . C29 C 1.1791(6) 0.3972(8) 0.4678(5) 0.154(4) Uani 1 1 d . . . H29 H 1.2788 0.4114 0.4762 0.185 Uiso 1 1 calc R . . C30 C 1.0682(4) 0.3941(3) 0.3649(3) 0.0573(9) Uani 1 1 d . . . H30A H 1.0719 0.4454 0.3216 0.069 Uiso 1 1 calc R . . H30B H 1.0838 0.3449 0.3214 0.069 Uiso 1 1 calc R . . C31 C 0.5931(6) 0.4860(3) 0.3521(4) 0.0772(13) Uani 1 1 d . . . H31A H 0.6486 0.5266 0.3190 0.093 Uiso 1 1 calc R . . H31B H 0.6402 0.4819 0.4315 0.093 Uiso 1 1 calc R . . C32 C 0.4400(7) 0.5135(3) 0.3346(6) 0.0928(18) Uani 1 1 d . . . H32A H 0.3969 0.4931 0.3936 0.111 Uiso 1 1 calc R . . H32B H 0.4319 0.5754 0.3301 0.111 Uiso 1 1 calc R . . C33 C 0.3701(5) 0.4741(4) 0.2289(5) 0.097(2) Uani 1 1 d . . . H33A H 0.3870 0.5074 0.1669 0.116 Uiso 1 1 calc R . . H33B H 0.2638 0.4677 0.2199 0.116 Uiso 1 1 calc R . . C34 C 0.4456(3) 0.3885(2) 0.2362(3) 0.0458(7) Uani 1 1 d . . . H34A H 0.3960 0.3468 0.2723 0.055 Uiso 1 1 calc R . . H34B H 0.4469 0.3677 0.1625 0.055 Uiso 1 1 calc R . . O1 O 0.9289(2) 0.38792(14) 0.39157(16) 0.0421(5) Uani 1 1 d . . . N1 N 0.7172(2) 0.21947(13) 0.34236(15) 0.0246(4) Uani 1 1 d . . . N2 N 0.6054(2) 0.18408(13) 0.15596(16) 0.0253(4) Uani 1 1 d . . . N3 N 0.7692(2) 0.29647(12) 0.14667(15) 0.0237(4) Uani 1 1 d . . . O2 O 0.5905(2) 0.40493(12) 0.30068(15) 0.0370(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Li 0.036(2) 0.028(2) 0.0214(17) -0.0034(15) 0.0028(15) 0.0037(16) F1 0.0422(8) 0.0426(9) 0.0299(7) 0.0137(7) -0.0013(6) -0.0084(7) F2 0.0588(10) 0.0285(8) 0.0696(12) -0.0031(8) 0.0363(9) 0.0035(7) F3 0.0338(8) 0.0531(11) 0.0745(13) 0.0074(10) 0.0046(8) 0.0071(8) F4 0.0615(12) 0.0966(16) 0.0294(8) 0.0062(10) 0.0008(8) -0.0470(12) F5 0.0513(11) 0.119(2) 0.0404(10) 0.0176(11) 0.0183(9) -0.0046(12) F6 0.0427(10) 0.0880(15) 0.0505(11) 0.0105(11) 0.0082(8) -0.0196(10) F7 0.0692(14) 0.0498(12) 0.119(2) 0.0119(12) 0.0454(15) -0.0090(11) F8 0.0292(7) 0.0645(11) 0.0203(6) 0.0001(7) 0.0082(5) -0.0081(7) F9 0.0592(10) 0.0358(8) 0.0310(7) -0.0096(6) 0.0017(7) 0.0154(8) F10 0.0399(8) 0.0506(10) 0.0379(8) -0.0145(7) -0.0027(7) 0.0172(8) F11 0.0368(8) 0.0675(12) 0.0443(9) 0.0253(9) -0.0001(7) -0.0165(8) F12 0.0510(10) 0.0882(16) 0.0462(10) 0.0384(11) -0.0024(8) -0.0141(11) F13 0.0859(16) 0.0949(18) 0.0329(9) -0.0252(11) -0.0102(9) 0.0360(14) F14 0.0298(8) 0.0775(13) 0.0332(8) 0.0104(9) -0.0014(6) -0.0022(8) C1 0.0238(10) 0.0251(11) 0.0261(11) 0.0032(9) 0.0068(8) 0.0061(9) C2 0.0252(10) 0.0268(11) 0.0177(9) 0.0000(8) 0.0049(8) 0.0085(9) C3 0.0323(12) 0.0294(12) 0.0282(12) 0.0029(9) 0.0079(10) 0.0016(10) C4 0.0384(14) 0.0465(16) 0.0267(12) -0.0025(11) 0.0044(10) -0.0092(12) C5 0.0404(15) 0.0618(19) 0.0385(15) 0.0152(15) 0.0065(12) -0.0024(14) C6 0.0264(10) 0.0332(12) 0.0184(10) -0.0023(9) 0.0065(8) 0.0037(9) C7 0.0264(11) 0.0321(11) 0.0229(10) 0.0010(9) 0.0059(8) -0.0027(9) C8 0.0279(11) 0.0457(14) 0.0234(11) 0.0011(11) 0.0025(9) 0.0002(11) C9 0.0309(11) 0.0228(10) 0.0181(10) 0.0015(8) 0.0055(8) -0.0002(9) C10 0.0338(12) 0.0295(11) 0.0241(11) 0.0006(9) 0.0093(9) -0.0013(10) C11 0.0379(12) 0.0335(12) 0.0214(11) -0.0015(9) 0.0111(9) -0.0082(10) C12 0.0366(13) 0.0348(13) 0.0239(12) 0.0018(10) 0.0042(10) -0.0094(11) C13 0.0315(12) 0.0362(13) 0.0255(11) 0.0079(10) 0.0025(9) -0.0009(10) C14 0.0331(12) 0.0282(11) 0.0225(11) 0.0026(9) 0.0072(9) 0.0007(9) C15 0.0405(14) 0.0562(18) 0.0285(12) 0.0052(12) 0.0138(11) 0.0138(13) C16 0.0442(15) 0.0561(17) 0.0235(12) 0.0062(12) 0.0010(11) -0.0104(14) C17 0.0348(13) 0.0470(15) 0.0293(12) 0.0084(11) 0.0099(10) 0.0153(12) C18 0.0283(10) 0.0231(11) 0.0203(9) 0.0002(8) 0.0047(8) 0.0025(9) C19 0.0343(12) 0.0236(11) 0.0232(10) 0.0006(9) 0.0052(9) 0.0052(9) C20 0.0339(12) 0.0226(11) 0.0312(12) 0.0024(9) 0.0055(10) -0.0001(9) C21 0.0324(12) 0.0282(12) 0.0332(12) 0.0009(10) 0.0062(10) -0.0062(10) C22 0.0251(10) 0.0275(12) 0.0324(12) 0.0006(10) 0.0062(9) 0.0028(9) C23 0.0265(10) 0.0229(10) 0.0216(10) -0.0001(9) 0.0017(8) 0.0044(9) C24 0.0543(16) 0.0263(12) 0.0518(16) 0.0094(12) 0.0277(14) 0.0130(12) C25 0.0409(15) 0.0345(14) 0.0647(19) 0.0093(13) 0.0248(14) -0.0041(12) C26 0.0318(11) 0.0244(11) 0.0302(11) 0.0037(9) 0.0111(9) 0.0085(9) C27 0.093(3) 0.072(2) 0.0295(15) -0.0091(15) 0.0084(16) -0.048(2) C28 0.142(6) 0.094(4) 0.082(4) 0.033(3) -0.074(4) -0.035(4) C29 0.057(3) 0.319(13) 0.068(3) -0.046(6) -0.019(3) 0.025(5) C30 0.0417(16) 0.060(2) 0.068(2) 0.0018(17) 0.0096(16) -0.0064(16) C31 0.106(3) 0.057(2) 0.066(3) -0.030(2) 0.017(2) 0.031(2) C32 0.111(4) 0.050(2) 0.143(5) -0.014(3) 0.079(4) 0.019(2) C33 0.064(3) 0.116(4) 0.126(5) 0.085(4) 0.050(3) 0.055(3) C34 0.0427(15) 0.0585(18) 0.0347(14) 0.0006(13) 0.0068(12) 0.0152(14) O1 0.0457(11) 0.0488(11) 0.0274(10) -0.0023(8) 0.0013(8) -0.0126(9) N1 0.0272(9) 0.0276(9) 0.0193(9) 0.0022(7) 0.0062(7) 0.0036(8) N2 0.0263(9) 0.0277(9) 0.0209(9) 0.0002(7) 0.0039(7) 0.0027(8) N3 0.0279(9) 0.0229(9) 0.0199(8) 0.0022(7) 0.0052(7) 0.0054(8) O2 0.0478(11) 0.0319(10) 0.0313(9) -0.0036(8) 0.0098(8) 0.0132(8) _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 Li O1 1.927(5) . ? Li O2 1.965(5) . ? Li N1 1.996(5) . ? Li N3 2.027(4) . ? F1 C3 1.360(3) . ? F2 C3 1.359(3) . ? F3 C4 1.340(4) . ? F4 C4 1.325(3) . ? F5 C5 1.330(4) . ? F6 C5 1.329(4) . ? F7 C5 1.293(4) . ? F8 C6 1.348(3) . ? F9 C6 1.365(3) . ? F10 C7 1.352(3) . ? F11 C7 1.333(3) . ? F12 C8 1.323(4) . ? F13 C8 1.310(4) . ? F14 C8 1.326(3) . ? C1 N1 1.296(3) . ? C1 N2 1.356(3) . ? C1 C3 1.542(3) . ? C2 N3 1.305(3) . ? C2 N2 1.342(3) . ? C2 C6 1.558(3) . ? C3 C4 1.568(4) . ? C4 C5 1.537(4) . ? C6 C7 1.548(3) . ? C7 C8 1.541(3) . ? C9 C14 1.387(3) . ? C9 C10 1.419(3) . ? C9 N1 1.431(3) . ? C10 C11 1.388(3) . ? C10 C15 1.507(4) . ? C11 C12 1.386(4) . ? C11 H11 0.9500 . ? C12 C13 1.398(4) . ? C12 C16 1.510(3) . ? C13 C14 1.402(3) . ? C13 H13 0.9500 . ? C14 C17 1.516(3) . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 C19 1.409(3) . ? C18 C23 1.409(3) . ? C18 N3 1.433(3) . ? C19 C20 1.387(4) . ? C19 C24 1.511(4) . ? C20 C21 1.395(4) . ? C20 H20 0.9500 . ? C21 C22 1.394(4) . ? C21 C25 1.510(4) . ? C22 C23 1.394(3) . ? C22 H22 0.9500 . ? C23 C26 1.508(3) . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 O1 1.446(4) . ? C27 C28 1.548(8) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C28 C29 1.389(10) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 C30 1.450(6) . ? C29 H29 0.9500 . ? C30 O1 1.444(4) . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? C31 O2 1.445(4) . ? C31 C32 1.477(7) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 C33 1.472(9) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C33 C34 1.533(6) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 O2 1.432(4) . ? C34 H34A 0.9900 . ? C34 H34B 0.9900 . ? 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 Li O2 107.2(2) . . ? O1 Li N1 115.4(2) . . ? O2 Li N1 107.2(2) . . ? O1 Li N3 119.0(2) . . ? O2 Li N3 114.6(2) . . ? N1 Li N3 92.58(18) . . ? N1 C1 N2 128.7(2) . . ? N1 C1 C3 124.4(2) . . ? N2 C1 C3 106.9(2) . . ? N3 C2 N2 129.4(2) . . ? N3 C2 C6 123.8(2) . . ? N2 C2 C6 106.73(19) . . ? F2 C3 F1 106.5(2) . . ? F2 C3 C1 110.4(2) . . ? F1 C3 C1 112.4(2) . . ? F2 C3 C4 108.1(2) . . ? F1 C3 C4 106.5(2) . . ? C1 C3 C4 112.6(2) . . ? F4 C4 F3 108.0(3) . . ? F4 C4 C5 107.0(2) . . ? F3 C4 C5 107.7(2) . . ? F4 C4 C3 110.8(2) . . ? F3 C4 C3 108.6(2) . . ? C5 C4 C3 114.5(2) . . ? F7 C5 F6 110.5(3) . . ? F7 C5 F5 108.8(3) . . ? F6 C5 F5 105.4(3) . . ? F7 C5 C4 112.4(3) . . ? F6 C5 C4 109.7(2) . . ? F5 C5 C4 109.9(3) . . ? F8 C6 F9 106.29(18) . . ? F8 C6 C7 106.09(18) . . ? F9 C6 C7 106.73(19) . . ? F8 C6 C2 113.54(19) . . ? F9 C6 C2 110.85(18) . . ? C7 C6 C2 112.86(17) . . ? F11 C7 F10 107.5(2) . . ? F11 C7 C8 106.16(19) . . ? F10 C7 C8 105.8(2) . . ? F11 C7 C6 112.2(2) . . ? F10 C7 C6 107.89(19) . . ? C8 C7 C6 116.67(18) . . ? F13 C8 F12 106.4(2) . . ? F13 C8 F14 109.2(2) . . ? F12 C8 F14 107.4(2) . . ? F13 C8 C7 111.7(2) . . ? F12 C8 C7 112.0(2) . . ? F14 C8 C7 110.07(19) . . ? C14 C9 C10 120.3(2) . . ? C14 C9 N1 118.7(2) . . ? C10 C9 N1 120.5(2) . . ? C11 C10 C9 118.2(2) . . ? C11 C10 C15 121.1(2) . . ? C9 C10 C15 120.7(2) . . ? C12 C11 C10 123.1(2) . . ? C12 C11 H11 118.5 . . ? C10 C11 H11 118.5 . . ? C11 C12 C13 117.3(2) . . ? C11 C12 C16 121.2(2) . . ? C13 C12 C16 121.5(3) . . ? C12 C13 C14 121.9(2) . . ? C12 C13 H13 119.1 . . ? C14 C13 H13 119.1 . . ? C9 C14 C13 119.2(2) . . ? C9 C14 C17 120.4(2) . . ? C13 C14 C17 120.5(2) . . ? C10 C15 H15A 109.5 . . ? C10 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C10 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C12 C16 H16A 109.5 . . ? C12 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C12 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C14 C17 H17A 109.5 . . ? C14 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C14 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C19 C18 C23 120.2(2) . . ? C19 C18 N3 119.8(2) . . ? C23 C18 N3 119.8(2) . . ? C20 C19 C18 118.7(2) . . ? C20 C19 C24 121.1(2) . . ? C18 C19 C24 120.1(2) . . ? C19 C20 C21 122.6(2) . . ? C19 C20 H20 118.7 . . ? C21 C20 H20 118.7 . . ? C22 C21 C20 117.3(2) . . ? C22 C21 C25 121.5(2) . . ? C20 C21 C25 121.2(2) . . ? C21 C22 C23 122.6(2) . . ? C21 C22 H22 118.7 . . ? C23 C22 H22 118.7 . . ? C22 C23 C18 118.5(2) . . ? C22 C23 C26 119.9(2) . . ? C18 C23 C26 121.6(2) . . ? C19 C24 H24A 109.5 . . ? C19 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C19 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C21 C25 H25A 109.5 . . ? C21 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C21 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C23 C26 H26A 109.5 . . ? C23 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C23 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? O1 C27 C28 102.2(4) . . ? O1 C27 H27A 111.3 . . ? C28 C27 H27A 111.3 . . ? O1 C27 H27B 111.3 . . ? C28 C27 H27B 111.3 . . ? H27A C27 H27B 109.2 . . ? C29 C28 C27 105.5(4) . . ? C29 C28 H28A 110.6 . . ? C27 C28 H28A 110.6 . . ? C29 C28 H28B 110.6 . . ? C27 C28 H28B 110.6 . . ? H28A C28 H28B 108.8 . . ? C28 C29 C30 108.5(5) . . ? C28 C29 H29 125.7 . . ? C30 C29 H29 125.7 . . ? O1 C30 C29 107.0(4) . . ? O1 C30 H30A 110.3 . . ? C29 C30 H30A 110.3 . . ? O1 C30 H30B 110.3 . . ? C29 C30 H30B 110.3 . . ? H30A C30 H30B 108.6 . . ? O2 C31 C32 107.1(4) . . ? O2 C31 H31A 110.3 . . ? C32 C31 H31A 110.3 . . ? O2 C31 H31B 110.3 . . ? C32 C31 H31B 110.3 . . ? H31A C31 H31B 108.6 . . ? C33 C32 C31 102.1(3) . . ? C33 C32 H32A 111.4 . . ? C31 C32 H32A 111.4 . . ? C33 C32 H32B 111.4 . . ? C31 C32 H32B 111.4 . . ? H32A C32 H32B 109.2 . . ? C32 C33 C34 103.3(4) . . ? C32 C33 H33A 111.1 . . ? C34 C33 H33A 111.1 . . ? C32 C33 H33B 111.1 . . ? C34 C33 H33B 111.1 . . ? H33A C33 H33B 109.1 . . ? O2 C34 C33 103.7(4) . . ? O2 C34 H34A 111.0 . . ? C33 C34 H34A 111.0 . . ? O2 C34 H34B 111.0 . . ? C33 C34 H34B 111.0 . . ? H34A C34 H34B 109.0 . . ? C30 O1 C27 108.8(3) . . ? C30 O1 Li 123.6(2) . . ? C27 O1 Li 124.1(2) . . ? C1 N1 C9 125.7(2) . . ? C1 N1 Li 116.70(19) . . ? C9 N1 Li 117.57(19) . . ? C2 N2 C1 123.4(2) . . ? C2 N3 C18 123.89(19) . . ? C2 N3 Li 114.06(19) . . ? C18 N3 Li 121.75(19) . . ? C34 O2 C31 108.9(3) . . ? C34 O2 Li 123.8(2) . . ? C31 O2 Li 126.6(3) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.493 _refine_diff_density_min -0.351 _refine_diff_density_rms 0.065 #===END data_dias220s _database_code_depnum_ccdc_archive 'CCDC 294157' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common (N((C3F7)C(Dipp)N)2)Li(THF) _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H42 F14 Li N3 O' _chemical_formula_weight 805.67 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Li Li -0.0003 0.0001 '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 P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.5910(5) _cell_length_b 15.2401(6) _cell_length_c 18.6510(7) _cell_angle_alpha 90.00 _cell_angle_beta 91.4370(10) _cell_angle_gamma 90.00 _cell_volume 3861.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9372 _cell_measurement_theta_min 2.56 _cell_measurement_theta_max 28.30 _exptl_crystal_description parallelpipeds _exptl_crystal_colour colorless _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.386 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1664 _exptl_absorpt_coefficient_mu 0.130 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9586 _exptl_absorpt_correction_T_max 0.9858 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 30755 _diffrn_reflns_av_R_equivalents 0.0222 _diffrn_reflns_av_sigmaI/netI 0.0194 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.73 _diffrn_reflns_theta_max 26.00 _reflns_number_total 7586 _reflns_number_gt 6494 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics '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^)+(0.0473P)^2^+4.9459P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7586 _refine_ls_number_parameters 504 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0646 _refine_ls_R_factor_gt 0.0558 _refine_ls_wR_factor_ref 0.1362 _refine_ls_wR_factor_gt 0.1295 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.045 _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 Li Li 0.7801(3) 0.3591(2) 0.8004(2) 0.0288(8) Uani 1 1 d . . . N1 N 0.84336(12) 0.24997(11) 0.82611(9) 0.0210(3) Uani 1 1 d . . . N2 N 0.72297(12) 0.20512(11) 0.90955(9) 0.0228(4) Uani 1 1 d . . . N3 N 0.66804(11) 0.34077(10) 0.85998(9) 0.0209(3) Uani 1 1 d . . . O O 0.80672(11) 0.45421(10) 0.74239(8) 0.0297(3) Uani 1 1 d . . . C1 C 0.80569(14) 0.19649(12) 0.87218(10) 0.0205(4) Uani 1 1 d . . . C2 C 0.66159(14) 0.27384(13) 0.90230(11) 0.0217(4) Uani 1 1 d . . . C3 C 0.85546(15) 0.10871(13) 0.89400(12) 0.0266(4) Uani 1 1 d . . . C4 C 0.78557(15) 0.02906(13) 0.90172(12) 0.0263(4) Uani 1 1 d . . . C5 C 0.83678(17) -0.06103(14) 0.89352(15) 0.0379(6) Uani 1 1 d . . . C6 C 0.57731(15) 0.26411(13) 0.95595(11) 0.0265(4) Uani 1 1 d . . . C7 C 0.53485(16) 0.17148(14) 0.96403(13) 0.0322(5) Uani 1 1 d . . . C8 C 0.42881(18) 0.16952(16) 0.99325(15) 0.0418(6) Uani 1 1 d . . . C9 C 0.93751(14) 0.23920(12) 0.79403(11) 0.0220(4) Uani 1 1 d . . . C10 C 1.02325(15) 0.26257(13) 0.83321(11) 0.0255(4) Uani 1 1 d . . . C11 C 1.11315(16) 0.25731(15) 0.79917(13) 0.0327(5) Uani 1 1 d . . . H11 H 1.1719 0.2725 0.8249 0.039 Uiso 1 1 calc R . . C12 C 1.11847(17) 0.23045(15) 0.72865(13) 0.0359(5) Uani 1 1 d . . . H12 H 1.1805 0.2258 0.7066 0.043 Uiso 1 1 calc R . . C13 C 1.03365(18) 0.21046(15) 0.69045(12) 0.0349(5) Uani 1 1 d . . . H13 H 1.0379 0.1930 0.6417 0.042 Uiso 1 1 calc R . . C14 C 0.94117(16) 0.21518(14) 0.72143(11) 0.0282(5) Uani 1 1 d . . . C15 C 1.01901(16) 0.29738(14) 0.90970(12) 0.0299(5) Uani 1 1 d . . . H15 H 0.9550 0.2782 0.9298 0.036 Uiso 1 1 calc R . . C16 C 1.0199(2) 0.39759(17) 0.90901(16) 0.0508(7) Uani 1 1 d . . . H16A H 1.0820 0.4184 0.8896 0.076 Uiso 1 1 calc R . . H16B H 1.0134 0.4196 0.9580 0.076 Uiso 1 1 calc R . . H16C H 0.9648 0.4191 0.8790 0.076 Uiso 1 1 calc R . . C17 C 1.1013(2) 0.26186(17) 0.95866(14) 0.0427(6) Uani 1 1 d . . . H17A H 1.1021 0.1976 0.9560 0.064 Uiso 1 1 calc R . . H17B H 1.0899 0.2801 1.0082 0.064 Uiso 1 1 calc R . . H17C H 1.1646 0.2850 0.9433 0.064 Uiso 1 1 calc R . . C18 C 0.84857(19) 0.19481(19) 0.67764(13) 0.0437(6) Uani 1 1 d . . . H18 H 0.7926 0.2224 0.7032 0.052 Uiso 1 1 calc R . . C19 C 0.8274(4) 0.0991(3) 0.6734(3) 0.1112(19) Uani 1 1 d . . . H19A H 0.8790 0.0699 0.6465 0.167 Uiso 1 1 calc R . . H19B H 0.7635 0.0899 0.6489 0.167 Uiso 1 1 calc R . . H19C H 0.8255 0.0746 0.7219 0.167 Uiso 1 1 calc R . . C20 C 0.8490(4) 0.2342(4) 0.6038(2) 0.133(2) Uani 1 1 d . . . H20A H 0.8914 0.1992 0.5731 0.200 Uiso 1 1 calc R . . H20B H 0.8740 0.2945 0.6067 0.200 Uiso 1 1 calc R . . H20C H 0.7818 0.2347 0.5834 0.200 Uiso 1 1 calc R . . C21 C 0.59905(14) 0.41173(13) 0.85234(11) 0.0222(4) Uani 1 1 d . . . C22 C 0.61746(15) 0.49051(13) 0.88926(12) 0.0258(4) Uani 1 1 d . . . C23 C 0.55745(16) 0.56242(14) 0.87290(13) 0.0316(5) Uani 1 1 d . . . H23 H 0.5683 0.6162 0.8976 0.038 Uiso 1 1 calc R . . C24 C 0.48291(17) 0.55709(15) 0.82182(13) 0.0357(5) Uani 1 1 d . . . H24 H 0.4434 0.6071 0.8112 0.043 Uiso 1 1 calc R . . C25 C 0.46535(16) 0.47863(15) 0.78584(13) 0.0326(5) Uani 1 1 d . . . H25 H 0.4135 0.4753 0.7508 0.039 Uiso 1 1 calc R . . C26 C 0.52260(15) 0.40481(14) 0.80039(11) 0.0260(4) Uani 1 1 d . . . C27 C 0.70117(16) 0.49904(14) 0.94442(12) 0.0300(5) Uani 1 1 d . . . H27 H 0.7301 0.4394 0.9523 0.036 Uiso 1 1 calc R . . C28 C 0.6660(2) 0.53264(19) 1.01656(13) 0.0445(6) Uani 1 1 d . . . H28A H 0.6402 0.5923 1.0108 0.067 Uiso 1 1 calc R . . H28B H 0.7212 0.5330 1.0513 0.067 Uiso 1 1 calc R . . H28C H 0.6139 0.4941 1.0338 0.067 Uiso 1 1 calc R . . C29 C 0.78254(19) 0.5589(2) 0.91697(14) 0.0476(7) Uani 1 1 d . . . H29A H 0.8059 0.5362 0.8713 0.071 Uiso 1 1 calc R . . H29B H 0.8373 0.5605 0.9522 0.071 Uiso 1 1 calc R . . H29C H 0.7565 0.6183 0.9099 0.071 Uiso 1 1 calc R . . C30 C 0.50683(16) 0.31990(14) 0.75835(12) 0.0301(5) Uani 1 1 d . . . H30 H 0.5335 0.2707 0.7886 0.036 Uiso 1 1 calc R . . C31 C 0.39858(18) 0.30004(19) 0.74150(16) 0.0467(6) Uani 1 1 d . . . H31A H 0.3615 0.3021 0.7858 0.070 Uiso 1 1 calc R . . H31B H 0.3926 0.2415 0.7202 0.070 Uiso 1 1 calc R . . H31C H 0.3722 0.3438 0.7077 0.070 Uiso 1 1 calc R . . C32 C 0.56589(19) 0.32264(17) 0.68964(14) 0.0413(6) Uani 1 1 d . . . H32A H 0.5440 0.3725 0.6601 0.062 Uiso 1 1 calc R . . H32B H 0.5555 0.2680 0.6628 0.062 Uiso 1 1 calc R . . H32C H 0.6360 0.3292 0.7020 0.062 Uiso 1 1 calc R . . C33 C 0.89628(17) 0.46967(18) 0.70376(13) 0.0384(6) Uani 1 1 d . . . H33A H 0.9356 0.4152 0.7008 0.046 Uiso 1 1 calc R . . H33B H 0.9368 0.5155 0.7278 0.046 Uiso 1 1 calc R . . C34 C 0.8623(2) 0.4998(2) 0.62941(15) 0.0562(8) Uani 1 1 d . . . H34A H 0.9013 0.5508 0.6137 0.067 Uiso 1 1 calc R . . H34B H 0.8692 0.4518 0.5940 0.067 Uiso 1 1 calc R . . C35 C 0.75597(19) 0.5245(2) 0.63682(14) 0.0491(7) Uani 1 1 d . . . H35A H 0.7127 0.4830 0.6100 0.059 Uiso 1 1 calc R . . H35B H 0.7437 0.5846 0.6185 0.059 Uiso 1 1 calc R . . C36 C 0.73802(17) 0.51957(15) 0.71609(13) 0.0347(5) Uani 1 1 d . . . H36A H 0.7507 0.5770 0.7394 0.042 Uiso 1 1 calc R . . H36B H 0.6694 0.5016 0.7251 0.042 Uiso 1 1 calc R . . F1 F 0.92286(10) 0.08386(9) 0.84574(9) 0.0489(4) Uani 1 1 d . . . F2 F 0.90490(11) 0.11851(9) 0.95735(9) 0.0463(4) Uani 1 1 d . . . F3 F 0.71394(10) 0.03214(8) 0.85113(8) 0.0388(3) Uani 1 1 d . . . F4 F 0.74562(10) 0.02918(8) 0.96630(7) 0.0373(3) Uani 1 1 d . . . F5 F 0.86135(13) -0.07570(10) 0.82635(10) 0.0586(5) Uani 1 1 d . . . F6 F 0.91724(10) -0.06599(9) 0.93517(10) 0.0523(4) Uani 1 1 d . . . F7 F 0.77582(10) -0.12459(9) 0.91282(10) 0.0508(4) Uani 1 1 d . . . F8 F 0.61070(13) 0.28927(13) 1.02165(8) 0.0656(6) Uani 1 1 d . . . F9 F 0.50175(12) 0.31693(11) 0.94008(11) 0.0674(6) Uani 1 1 d . . . F10 F 0.59009(12) 0.12359(11) 1.00816(10) 0.0647(6) Uani 1 1 d . . . F11 F 0.52954(11) 0.13301(11) 0.89913(10) 0.0636(5) Uani 1 1 d . . . F12 F 0.36298(11) 0.19806(15) 0.94505(10) 0.0699(6) Uani 1 1 d . . . F13 F 0.42190(9) 0.21886(9) 1.05178(7) 0.0362(3) Uani 1 1 d . . . F14 F 0.40577(15) 0.08830(11) 1.00906(14) 0.0929(9) 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 Li 0.0261(17) 0.0247(17) 0.0360(19) 0.0097(15) 0.0088(15) 0.0050(14) N1 0.0187(8) 0.0200(8) 0.0242(8) 0.0001(6) 0.0024(6) 0.0005(6) N2 0.0210(8) 0.0186(8) 0.0290(9) 0.0022(7) 0.0040(7) -0.0004(6) N3 0.0184(8) 0.0185(8) 0.0260(8) -0.0002(7) 0.0028(6) 0.0007(6) O 0.0255(7) 0.0300(8) 0.0339(8) 0.0110(6) 0.0058(6) 0.0003(6) C1 0.0199(9) 0.0178(9) 0.0237(9) -0.0014(7) -0.0008(7) 0.0000(7) C2 0.0200(9) 0.0198(9) 0.0256(10) -0.0024(8) 0.0033(8) -0.0025(7) C3 0.0207(10) 0.0205(10) 0.0389(12) 0.0041(9) 0.0037(9) 0.0013(8) C4 0.0231(10) 0.0208(10) 0.0351(11) 0.0016(8) 0.0048(8) 0.0002(8) C5 0.0318(12) 0.0201(11) 0.0624(16) 0.0047(10) 0.0134(11) -0.0001(9) C6 0.0267(10) 0.0209(10) 0.0323(11) -0.0009(8) 0.0100(9) 0.0008(8) C7 0.0285(11) 0.0229(11) 0.0457(13) -0.0032(10) 0.0126(10) -0.0027(9) C8 0.0338(13) 0.0295(12) 0.0632(17) -0.0111(12) 0.0207(12) -0.0101(10) C9 0.0225(10) 0.0166(9) 0.0272(10) 0.0045(8) 0.0056(8) 0.0025(7) C10 0.0245(10) 0.0188(9) 0.0334(11) 0.0044(8) 0.0042(8) -0.0013(8) C11 0.0238(10) 0.0287(11) 0.0460(13) 0.0056(10) 0.0069(9) -0.0025(9) C12 0.0291(11) 0.0326(12) 0.0468(14) 0.0100(10) 0.0188(10) 0.0045(9) C13 0.0464(14) 0.0308(12) 0.0281(11) 0.0058(9) 0.0143(10) 0.0115(10) C14 0.0325(11) 0.0259(10) 0.0264(10) 0.0031(8) 0.0036(9) 0.0084(9) C15 0.0257(10) 0.0280(11) 0.0360(12) -0.0048(9) -0.0005(9) -0.0050(9) C16 0.0631(18) 0.0318(13) 0.0567(17) -0.0100(12) -0.0141(14) 0.0057(12) C17 0.0478(15) 0.0391(14) 0.0408(14) -0.0027(11) -0.0086(11) 0.0021(11) C18 0.0404(14) 0.0587(17) 0.0317(12) -0.0136(12) -0.0045(10) 0.0148(12) C19 0.122(4) 0.084(3) 0.123(4) 0.008(3) -0.076(3) -0.041(3) C20 0.147(5) 0.165(5) 0.083(3) 0.061(3) -0.079(3) -0.059(4) C21 0.0197(9) 0.0198(9) 0.0276(10) 0.0033(8) 0.0071(8) 0.0022(7) C22 0.0237(10) 0.0225(10) 0.0315(11) -0.0006(8) 0.0066(8) 0.0006(8) C23 0.0325(11) 0.0208(10) 0.0418(13) -0.0027(9) 0.0070(10) 0.0030(9) C24 0.0329(12) 0.0265(11) 0.0478(14) 0.0048(10) 0.0026(10) 0.0114(9) C25 0.0263(11) 0.0335(12) 0.0378(12) 0.0048(10) -0.0017(9) 0.0050(9) C26 0.0230(10) 0.0249(10) 0.0303(11) 0.0004(8) 0.0041(8) 0.0000(8) C27 0.0304(11) 0.0229(10) 0.0365(12) -0.0059(9) -0.0013(9) 0.0011(9) C28 0.0442(14) 0.0578(17) 0.0316(13) -0.0017(12) 0.0059(11) -0.0023(12) C29 0.0381(14) 0.0656(18) 0.0393(14) -0.0118(13) 0.0026(11) -0.0182(13) C30 0.0269(11) 0.0271(11) 0.0360(12) -0.0022(9) -0.0046(9) 0.0000(9) C31 0.0307(13) 0.0480(15) 0.0611(17) -0.0136(13) -0.0044(12) -0.0061(11) C32 0.0409(13) 0.0410(14) 0.0421(14) -0.0126(11) 0.0031(11) -0.0022(11) C33 0.0258(11) 0.0495(15) 0.0401(13) 0.0167(11) 0.0076(10) -0.0010(10) C34 0.0416(15) 0.085(2) 0.0420(15) 0.0268(15) 0.0099(12) 0.0113(15) C35 0.0365(13) 0.0703(19) 0.0405(14) 0.0201(13) -0.0004(11) 0.0037(13) C36 0.0331(12) 0.0281(11) 0.0432(13) 0.0096(10) 0.0055(10) 0.0039(9) F1 0.0387(8) 0.0238(7) 0.0860(11) 0.0152(7) 0.0370(8) 0.0104(6) F2 0.0428(8) 0.0299(7) 0.0648(10) 0.0116(7) -0.0284(7) -0.0054(6) F3 0.0338(7) 0.0275(7) 0.0545(9) -0.0090(6) -0.0115(6) 0.0005(5) F4 0.0405(7) 0.0273(7) 0.0450(8) 0.0077(6) 0.0186(6) 0.0024(6) F5 0.0734(11) 0.0291(8) 0.0750(11) -0.0104(7) 0.0335(9) 0.0077(7) F6 0.0319(7) 0.0291(7) 0.0959(13) 0.0212(8) 0.0022(8) 0.0061(6) F7 0.0381(8) 0.0198(7) 0.0953(13) 0.0048(7) 0.0188(8) -0.0025(6) F8 0.0669(11) 0.0891(13) 0.0421(9) -0.0330(9) 0.0292(8) -0.0519(10) F9 0.0463(9) 0.0550(10) 0.1032(14) 0.0471(10) 0.0485(9) 0.0302(8) F10 0.0502(9) 0.0562(10) 0.0898(13) 0.0479(9) 0.0417(9) 0.0281(8) F11 0.0444(9) 0.0624(11) 0.0855(12) -0.0504(10) 0.0325(8) -0.0270(8) F12 0.0240(7) 0.1166(16) 0.0690(11) -0.0369(11) 0.0018(7) -0.0098(9) F13 0.0307(7) 0.0378(7) 0.0408(7) -0.0013(6) 0.0136(6) -0.0019(6) F14 0.0756(13) 0.0333(9) 0.174(2) -0.0157(11) 0.0863(15) -0.0212(9) _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 Li O 1.850(4) . ? Li N1 1.927(4) . ? Li N3 1.928(4) . ? Li C21 2.785(4) . ? N1 C1 1.299(3) . ? N1 C9 1.436(2) . ? N2 C2 1.344(3) . ? N2 C1 1.344(3) . ? N3 C2 1.294(3) . ? N3 C21 1.436(2) . ? O C36 1.443(3) . ? O C33 1.449(3) . ? C1 C3 1.549(3) . ? C2 C6 1.547(3) . ? C3 F2 1.353(3) . ? C3 F1 1.354(2) . ? C3 C4 1.550(3) . ? C4 F4 1.334(2) . ? C4 F3 1.339(3) . ? C4 C5 1.549(3) . ? C5 F5 1.324(3) . ? C5 F6 1.328(3) . ? C5 F7 1.330(3) . ? C6 F9 1.332(3) . ? C6 F8 1.351(3) . ? C6 C7 1.534(3) . ? C7 F10 1.320(3) . ? C7 F11 1.345(3) . ? C7 C8 1.554(3) . ? C8 F14 1.312(3) . ? C8 F12 1.326(3) . ? C8 F13 1.331(3) . ? C9 C14 1.405(3) . ? C9 C10 1.406(3) . ? C10 C11 1.393(3) . ? C10 C15 1.525(3) . ? C11 C12 1.381(3) . ? C11 H11 0.9500 . ? C12 C13 1.374(4) . ? C12 H12 0.9500 . ? C13 C14 1.398(3) . ? C13 H13 0.9500 . ? C14 C18 1.515(3) . ? C15 C17 1.525(3) . ? C15 C16 1.527(3) . ? C15 H15 1.0000 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 C19 1.488(5) . ? C18 C20 1.503(5) . ? C18 H18 1.0000 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 C22 1.403(3) . ? C21 C26 1.407(3) . ? C22 C23 1.395(3) . ? C22 C27 1.520(3) . ? C23 C24 1.376(3) . ? C23 H23 0.9500 . ? C24 C25 1.389(3) . ? C24 H24 0.9500 . ? C25 C26 1.391(3) . ? C25 H25 0.9500 . ? C26 C30 1.525(3) . ? C27 C28 1.528(3) . ? C27 C29 1.531(3) . ? C27 H27 1.0000 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 C31 1.527(3) . ? C30 C32 1.530(3) . ? C30 H30 1.0000 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 C34 1.521(3) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 C35 1.503(4) . ? C34 H34A 0.9900 . ? C34 H34B 0.9900 . ? C35 C36 1.507(3) . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? 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 O Li N1 136.8(2) . . ? O Li N3 128.3(2) . . ? N1 Li N3 94.91(16) . . ? O Li C21 99.52(15) . . ? N1 Li C21 123.69(16) . . ? N3 Li C21 28.80(8) . . ? C1 N1 C9 125.05(16) . . ? C1 N1 Li 121.68(17) . . ? C9 N1 Li 113.07(16) . . ? C2 N2 C1 123.32(17) . . ? C2 N3 C21 126.87(16) . . ? C2 N3 Li 122.16(17) . . ? C21 N3 Li 110.91(16) . . ? C36 O C33 105.26(16) . . ? C36 O Li 127.24(17) . . ? C33 O Li 126.68(17) . . ? N1 C1 N2 129.09(18) . . ? N1 C1 C3 122.62(17) . . ? N2 C1 C3 108.28(16) . . ? N3 C2 N2 128.64(18) . . ? N3 C2 C6 122.19(17) . . ? N2 C2 C6 109.15(17) . . ? F2 C3 F1 106.38(17) . . ? F2 C3 C1 109.77(17) . . ? F1 C3 C1 111.42(17) . . ? F2 C3 C4 107.30(17) . . ? F1 C3 C4 105.61(17) . . ? C1 C3 C4 115.85(16) . . ? F4 C4 F3 109.33(17) . . ? F4 C4 C5 106.53(17) . . ? F3 C4 C5 106.38(18) . . ? F4 C4 C3 110.31(17) . . ? F3 C4 C3 110.08(17) . . ? C5 C4 C3 114.02(17) . . ? F5 C5 F6 108.7(2) . . ? F5 C5 F7 107.9(2) . . ? F6 C5 F7 108.0(2) . . ? F5 C5 C4 111.6(2) . . ? F6 C5 C4 111.0(2) . . ? F7 C5 C4 109.54(18) . . ? F9 C6 F8 105.63(19) . . ? F9 C6 C7 106.75(18) . . ? F8 C6 C7 106.91(18) . . ? F9 C6 C2 112.17(17) . . ? F8 C6 C2 108.78(17) . . ? C7 C6 C2 115.99(17) . . ? F10 C7 F11 109.7(2) . . ? F10 C7 C6 111.13(19) . . ? F11 C7 C6 108.94(19) . . ? F10 C7 C8 106.78(19) . . ? F11 C7 C8 106.14(19) . . ? C6 C7 C8 113.99(18) . . ? F14 C8 F12 107.5(2) . . ? F14 C8 F13 109.1(2) . . ? F12 C8 F13 108.1(2) . . ? F14 C8 C7 109.0(2) . . ? F12 C8 C7 111.8(2) . . ? F13 C8 C7 111.2(2) . . ? C14 C9 C10 121.20(18) . . ? C14 C9 N1 119.02(18) . . ? C10 C9 N1 119.36(18) . . ? C11 C10 C9 118.3(2) . . ? C11 C10 C15 120.0(2) . . ? C9 C10 C15 121.62(18) . . ? C12 C11 C10 121.2(2) . . ? C12 C11 H11 119.4 . . ? C10 C11 H11 119.4 . . ? C13 C12 C11 119.7(2) . . ? C13 C12 H12 120.1 . . ? C11 C12 H12 120.1 . . ? C12 C13 C14 121.7(2) . . ? C12 C13 H13 119.1 . . ? C14 C13 H13 119.1 . . ? C13 C14 C9 117.8(2) . . ? C13 C14 C18 120.6(2) . . ? C9 C14 C18 121.59(19) . . ? C10 C15 C17 113.12(19) . . ? C10 C15 C16 109.9(2) . . ? C17 C15 C16 110.8(2) . . ? C10 C15 H15 107.6 . . ? C17 C15 H15 107.6 . . ? C16 C15 H15 107.6 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C19 C18 C20 110.3(3) . . ? C19 C18 C14 112.8(2) . . ? C20 C18 C14 113.0(3) . . ? C19 C18 H18 106.8 . . ? C20 C18 H18 106.8 . . ? C14 C18 H18 106.8 . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C18 C20 H20A 109.5 . . ? C18 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C18 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C22 C21 C26 121.44(18) . . ? C22 C21 N3 119.18(18) . . ? C26 C21 N3 118.76(18) . . ? C22 C21 Li 105.59(15) . . ? C26 C21 Li 112.50(15) . . ? N3 C21 Li 40.29(11) . . ? C23 C22 C21 117.9(2) . . ? C23 C22 C27 120.28(19) . . ? C21 C22 C27 121.77(18) . . ? C24 C23 C22 121.4(2) . . ? C24 C23 H23 119.3 . . ? C22 C23 H23 119.3 . . ? C23 C24 C25 120.0(2) . . ? C23 C24 H24 120.0 . . ? C25 C24 H24 120.0 . . ? C24 C25 C26 120.9(2) . . ? C24 C25 H25 119.5 . . ? C26 C25 H25 119.5 . . ? C25 C26 C21 118.3(2) . . ? C25 C26 C30 121.01(19) . . ? C21 C26 C30 120.63(18) . . ? C22 C27 C28 112.28(19) . . ? C22 C27 C29 111.04(19) . . ? C28 C27 C29 109.8(2) . . ? C22 C27 H27 107.8 . . ? C28 C27 H27 107.8 . . ? C29 C27 H27 107.8 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C27 C29 H29A 109.5 . . ? C27 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C27 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C26 C30 C31 113.34(19) . . ? C26 C30 C32 109.72(18) . . ? C31 C30 C32 110.9(2) . . ? C26 C30 H30 107.6 . . ? C31 C30 H30 107.6 . . ? C32 C30 H30 107.6 . . ? C30 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C30 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C30 C32 H32A 109.5 . . ? C30 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C30 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? O C33 C34 105.22(19) . . ? O C33 H33A 110.7 . . ? C34 C33 H33A 110.7 . . ? O C33 H33B 110.7 . . ? C34 C33 H33B 110.7 . . ? H33A C33 H33B 108.8 . . ? C35 C34 C33 105.2(2) . . ? C35 C34 H34A 110.7 . . ? C33 C34 H34A 110.7 . . ? C35 C34 H34B 110.7 . . ? C33 C34 H34B 110.7 . . ? H34A C34 H34B 108.8 . . ? C34 C35 C36 104.9(2) . . ? C34 C35 H35A 110.8 . . ? C36 C35 H35A 110.8 . . ? C34 C35 H35B 110.8 . . ? C36 C35 H35B 110.8 . . ? H35A C35 H35B 108.8 . . ? O C36 C35 104.39(19) . . ? O C36 H36A 110.9 . . ? C35 C36 H36A 110.9 . . ? O C36 H36B 110.9 . . ? C35 C36 H36B 110.9 . . ? H36A C36 H36B 108.9 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.804 _refine_diff_density_min -0.780 _refine_diff_density_rms 0.054 #===END