# copyright The Royal Society of Chemistry, 1998 data_CRYSTALS_cif _audit_creation_date 98-07-30 _audit_creation_method CRYSTALS # VA320 #**************************************************************************** # The contents of this file between this point and the next #***** line # are held in the file CRYSTALS\SCRIPT\CIF.REF. # This is a character file which you may edit to reflect local # conditions # # 1. SUBMISSION DETAILS _publ_contact_author ; Pr Liliane Hubert-Pfalzgraf, lab Chimie Moleculaire Universite de Nice Parc Valrose 06108 NICE CEDEX 2 FRANCE ; _publ_contact_author_phone ' 33 4 92 07 61 33 ' _publ_contact_author_fax ' 33 4 92 07 61 44 ' _publ_contact_author_email ' hubert@unice.fr ' _publ_requested_journal ' ? ' _publ_requested_coeditor_name ' ? ' _publ_contact_letter ; ; #============================================================================= # 2. PROCESSING SUMMARY (IUCr Office Use Only) _journal_date_recd_electronic ? _journal_date_to_coeditor ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_date_printers_first ? _journal_date_printers_final ? _journal_date_proofs_out ? _journal_date_proofs_in ? _journal_coeditor_name ? _journal_coeditor_code ? _journal_coeditor_notes ; ? ; _journal_techeditor_code ? _journal_techeditor_notes ; ? ; _journal_coden_ASTM ? _journal_name_full ? _journal_year ? _journal_volume ? _journal_issue ? _journal_page_first ? _journal_page_last ? _journal_suppl_publ_number ? _journal_suppl_publ_pages ? #============================================================================= # 3. TITLE AND AUTHOR LIST _publ_section_title ; ? # Title of paper ; # The loop structure below should contain the names and addresses of all # authors, in the required order of publication. Repeat as necessary. loop_ _publ_author_name _publ_author_address 'Other, Anthony N.' #<--'Last name, first name' ; ? # Address ; 'Else, S. O.' ; ? # Address ; #============================================================================== # 4. TEXT _publ_section_abstract ; ? #Text of the abstract ; _publ_section_comment ; ? #Text of the paper ; _publ_section_exptl_prep ; ? ; _publ_section_exptl_refinement ; ? ; _publ_section_references ; # Add your own references - in alphabetic order Carruthers, J.R. and Watkin, D.J. (1979), (Chebychev Weighting) Acta Cryst, A35, 698-699 Sheldrick, G.M. (1986). SHELXS86. Program for the solution of crystal structures. Univ. of Gottingen, Federal Republic of Germany. Walker, N., and Stuart, D. DIFABS. Acta Cryst, A39, 158-166 Watkin, D.J., Prout, C.K. Carruthers, R.J. & Betteridge, P. (1996) CRYSTALS Issue 10. Chemical Crystallography Laboratory, OXFORD, UK. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996) CAMERON, Chemical Crystallography Laboratory, OXFORD, UK. Watkin, D.J., Prout, C.K., Lilley, P.M.deQ. (1994), RC93, Chemical Crystallography Laboratory, Oxford, UK. ; _publ_section_figure_captions ; ? #Captions to figures ; _publ_section_acknowledgements ; ? ; #========================================================================== # Now, all the strucure specific goodies #========================================================================== _computing_data_collection 'CAD-4 software (Enraf-Nonius, 1989)' _computing_cell_refinement 'CAD-4 software (Enraf-Nonius, 1989)' _computing_data_reduction ; RC93 (Watkin, D.J., Prout, C.K., Lilley, P.M.deQ. 1994) ; _computing_structure_refinement ; CRYSTALS Issue 10 (Watkin, Prout, Carruthers & Betteridge, 1996) ; _computing_publication_material ; CRYSTALS Issue 10 (Watkin, Prout, Carruthers & Betteridge, 1996) ; _computing_molecular_graphics ; CAMERON (Watkin, Prout & Pearce, 1996) ; # _computing_structure_solution 'SHELXS86 (Sheldrick, 1986)' #========================================================================== # NOW THE GOODIES TO BE ENTERED BY HAND #========================================================================== _chemical_melting_point ? _diffrn_radiation_monochromator ' graphite ' _diffrn_measurement_device ' Enraf-nonius CAD4 ' _refine_ls_matrix_type ' full ' _refine_ls_weighting_scheme ; Chebychev polynomial (Carruthers & Watkin, 1979) ; _atom_sites_solution_primary Direct_Methods _atom_sites_solution_hydrogens Geometric _refine_ls_hydrogen_treatment ; H atoms placed geometrically after each cycle ; #**************************************************************************** _chemical_name_systematic ; # IUPAC name, in full ? ; _cell_length_a 10.421(4) _cell_angle_alpha 71.34(3) _cell_length_b 11.709(3) _cell_angle_beta 83.98(4) _cell_length_c 13.101(7) _cell_angle_gamma 77.03(3) _cell_volume 1474(1) _symmetry_cell_setting 'Triclinic ' _symmetry_space_group_name_H-M 'P -1 ' loop_ _symmetry_equiv_pos_as_xyz 'x,y,z' '-x,-y,-z' loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source 'C ' 0.0020 0.0020 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International_Tables_Vol_IV_Table_2.2B' 'H ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7997 0.0030 'International_Tables_Vol_IV_Table_2.2B' 'O ' 0.0080 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International_Tables_Vol_IV_Table_2.2B' 'N ' 0.0040 0.0030 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International_Tables_Vol_IV_Table_2.2B' 'F ' 0.0140 0.0100 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476 0.2776 'International_Tables_Vol_IV_Table_2.2B' 'Ce ' -0.5640 2.6320 21.1671 2.8122 19.7695 0.2268 11.8513 17.6083 3.3305 127.1130 1.8626 'International_Tables_Vol_IV_Table_2.2B' _chemical_formula_sum ' C36 H54 Ce1 O6 F36 N6 ' _chemical_formula_moiety ' C18 H27 Ce0.50 O3 F18 N3 ' _chemical_compound_source ; ? ; _chemical_formula_weight 1491 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 6 _cell_measurement_theta_max 13 _cell_measurement_temperature 177K _cell_formula_units_Z 1 _exptl_crystal_description ' prism ' _exptl_crystal_colour ' light yellow ' _exptl_crystal_size_min 0.18 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_max 0.28 _exptl_crystal_density_diffrn 1.68 _exptl_crystal_density_meas ? _exptl_crystal_F_000 739.97 _exptl_absorpt_coefficient_mu 0.94 _exptl_absorpt_correction_type ' none ' _diffrn_standards_interval_time 3600s _diffrn_standards_interval_count ? _diffrn_standards_number 3 _diffrn_standards_decay_% 4.07 _diffrn_ambient_temperature 177K _diffrn_reflns_number 5496 _reflns_number_total 5183 _diffrn_reflns_av_R_equivalents 0.04 _reflns_number_observed 3009 _diffrn_reflns_theta_min 2 _diffrn_reflns_theta_max 25 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _reflns_limit_h_min -12 _reflns_limit_h_max 12 _reflns_limit_k_min -12 _reflns_limit_k_max 13 _reflns_limit_l_min 0 _reflns_limit_l_max 15 _reflns_observed_criterion >3.00\s(I) _refine_diff_density_min -0.43 _refine_diff_density_max 0.79 _refine_ls_number_reflns 3009 _refine_ls_number_parameters 386 _refine_ls_R_factor_obs 0.0511 _refine_ls_wR_factor_obs 0.0597 _refine_ls_goodness_of_fit_obs 1.1355 _refine_ls_shift/esd_max 1.010884 _refine_ls_structure_factor_coef F _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71069 _diffrn_measurement_method 2\q/\w loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_thermal_displace_type CE1 0.0000 0.0000 0.0000 0.0340 1.0000 Uani O1 -0.1313(5) 0.1801(4) -0.0678(5) 0.0602 1.0000 Uani O2 0.1026(5) 0.0866(5) 0.0824(5) 0.0610 1.0000 Uani O3 -0.1360(5) -0.0421(5) 0.1414(5) 0.0662 1.0000 Uani C1 -0.1956(7) 0.2580(7) -0.1567(6) 0.0571 1.0000 Uani C2 0.2081(7) 0.1147(7) 0.1162(7) 0.0584 1.0000 Uani C3 -0.1928(8) -0.1322(8) 0.2102(7) 0.0632 1.0000 Uani C11 -0.3443(9) 0.2649(8) -0.1377(9) 0.0679 1.0000 Uani C12 -0.165(1) 0.3822(8) -0.1833(9) 0.0749 1.0000 Uani C21 0.204(1) 0.0725(9) 0.2389(8) 0.0722 1.0000 Uani C22 0.206(1) 0.2508(9) 0.070(1) 0.0788 1.0000 Uani C31 -0.341(1) -0.094(1) 0.2010(9) 0.0817 1.0000 Uani C32 -0.154(1) -0.156(1) 0.3233(9) 0.0850 1.0000 Uani F111 -0.3963(6) 0.3148(7) -0.0630(6) 0.1072 1.0000 Uani F112 -0.4099(6) 0.3308(6) -0.2259(6) 0.0987 1.0000 Uani F113 -0.3698(6) 0.1545(6) -0.1077(8) 0.1118 1.0000 Uani F121 -0.0388(7) 0.3788(6) -0.1996(9) 0.1251 1.0000 Uani F122 -0.2034(9) 0.4376(6) -0.1099(7) 0.1176 1.0000 Uani F123 -0.2205(9) 0.4610(7) -0.2721(7) 0.1278 1.0000 Uani F211 0.1010(7) 0.1241(8) 0.2832(6) 0.1174 1.0000 Uani F212 0.3072(7) 0.0954(7) 0.2763(6) 0.1088 1.0000 Uani F213 0.2149(9) -0.0458(6) 0.2780(5) 0.1152 1.0000 Uani F221 0.1025(8) 0.3219(6) 0.1016(8) 0.1176 1.0000 Uani F222 0.204(1) 0.2853(6) -0.0359(7) 0.1280 1.0000 Uani F223 0.3102(7) 0.2842(6) 0.0926(7) 0.1082 1.0000 Uani F311 -0.3933(6) 0.0043(9) 0.2333(8) 0.1298 1.0000 Uani F312 -0.3752(6) -0.072(1) 0.1040(6) 0.1231 1.0000 Uani F313 -0.4003(7) -0.1826(9) 0.2648(7) 0.1258 1.0000 Uani F321 -0.1882(9) -0.0615(9) 0.3611(6) 0.1315 1.0000 Uani F322 -0.1993(9) -0.2475(8) 0.3939(6) 0.1328 1.0000 Uani F323 -0.0247(7) -0.185(1) 0.3295(5) 0.1272 1.0000 Uani N1 0.5770(8) 0.2563(9) 0.4125(8) 0.0890 1.0000 Uani N2 0.792(1) 0.375(1) 0.388(1) 0.1108 1.0000 Uani N3 0.7035(7) 0.3356(6) 0.2103(6) 0.0658 1.0000 Uani C13 0.586(3) 0.331(2) 0.475(2) 0.1533 1.0000 Uani C14 0.589(4) 0.134(2) 0.468(2) 0.2059 1.0000 Uani C15 0.463(4) 0.281(4) 0.371(5) 0.3316 1.0000 Uani C23 0.701(3) 0.375(3) 0.467(2) 0.1766 1.0000 Uani C24 0.794(3) 0.461(3) 0.262(4) 0.2474 1.0000 Uani C25 0.928(2) 0.367(2) 0.406(2) 0.1771 1.0000 Uani C33 0.792(1) 0.239(1) 0.178(1) 0.0980 1.0000 Uani C34 0.720(3) 0.456(2) 0.166(3) 0.2170 1.0000 Uani C35 0.569(2) 0.357(3) 0.174(3) 0.2130 1.0000 Uani H11 -0.1570 0.2204 -0.2157 0.0560 1.0000 Uiso H21 0.2889 0.0668 0.0865 0.0614 1.0000 Uiso H31 -0.1557 -0.2067 0.1845 0.0633 1.0000 Uiso H141 0.5894 0.0827 0.4209 0.2341 1.0000 Uiso H142 0.6783 0.1022 0.5071 0.2341 1.0000 Uiso H143 0.5187 0.1186 0.5269 0.2341 1.0000 Uiso H151 0.4399 0.3689 0.3230 0.4294 1.0000 Uiso H152 0.3903 0.2631 0.4248 0.4294 1.0000 Uiso H153 0.4652 0.2272 0.3200 0.4294 1.0000 Uiso H131 0.5570 0.2884 0.5504 0.1071 1.0000 Uiso H132 0.5074 0.4081 0.4473 0.1071 1.0000 Uiso H231 0.7430 0.3192 0.5390 0.1596 1.0000 Uiso H232 0.6709 0.4598 0.4756 0.1596 1.0000 Uiso H251 0.9565 0.3151 0.4796 0.2305 1.0000 Uiso H252 0.9539 0.4488 0.3885 0.2305 1.0000 Uiso H253 0.9886 0.3234 0.3530 0.2305 1.0000 Uiso H241 0.8910 0.4442 0.2337 0.2494 1.0000 Uiso H242 0.7706 0.5492 0.2583 0.2494 1.0000 Uiso H341 0.7709 0.4717 0.0917 0.0783 1.0000 Uiso H342 0.6321 0.5196 0.1500 0.0783 1.0000 Uiso H331 0.7696 0.1559 0.2200 0.1265 1.0000 Uiso H332 0.8859 0.2355 0.1932 0.1265 1.0000 Uiso H333 0.7862 0.2508 0.0993 0.1265 1.0000 Uiso H351 0.5334 0.2787 0.1983 0.2742 1.0000 Uiso H352 0.5067 0.4205 0.2013 0.2742 1.0000 Uiso H353 0.5673 0.3877 0.0915 0.2742 1.0000 Uiso 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 0.0296(3) 0.0322(3) 0.0407(4) -0.0060(2) -0.0071(2) -0.0067(2) O1 0.061(3) 0.046(3) 0.080(4) -0.006(3) -0.028(3) 0.003(2) O2 0.072(3) 0.063(3) 0.075(4) -0.021(3) -0.026(3) -0.025(3) O3 0.066(3) 0.068(3) 0.069(4) -0.011(3) 0.017(3) -0.024(3) C1 0.053(4) 0.058(5) 0.057(5) -0.016(4) -0.008(4) 0.001(4) C2 0.054(4) 0.055(4) 0.075(6) -0.022(4) -0.014(4) -0.010(3) C3 0.054(4) 0.065(5) 0.067(6) -0.014(4) 0.004(4) -0.012(4) C11 0.059(5) 0.051(5) 0.107(8) -0.019(5) -0.027(5) 0.006(4) C12 0.075(6) 0.048(5) 0.102(8) 0.002(5) -0.003(5) 0.002(4) C21 0.078(6) 0.077(6) 0.078(7) -0.035(5) -0.024(5) -0.007(5) C22 0.090(7) 0.076(6) 0.099(9) -0.036(6) -0.023(6) -0.024(6) C31 0.065(6) 0.129(9) 0.083(8) -0.023(7) 0.014(6) -0.049(7) C32 0.067(6) 0.115(9) 0.076(8) -0.013(7) 0.018(5) -0.014(6) F111 0.068(3) 0.150(6) 0.132(6) -0.061(5) 0.016(4) 0.003(4) F112 0.090(4) 0.119(5) 0.147(6) -0.041(4) -0.074(4) 0.027(4) F113 0.063(3) 0.088(4) 0.251(9) -0.038(5) -0.026(4) -0.010(3) F121 0.093(5) 0.073(4) 0.29(1) -0.020(5) 0.016(6) -0.029(3) F122 0.191(8) 0.070(4) 0.173(7) -0.062(5) 0.020(6) -0.036(4) F123 0.184(8) 0.090(5) 0.142(7) 0.052(5) -0.025(6) -0.012(5) F211 0.112(5) 0.197(8) 0.091(5) -0.073(5) -0.007(4) 0.018(5) F212 0.112(5) 0.164(6) 0.123(5) -0.052(5) -0.060(4) -0.028(4) F213 0.230(9) 0.088(5) 0.078(4) -0.012(3) -0.029(5) -0.041(5) F221 0.121(5) 0.067(4) 0.229(9) -0.059(5) -0.015(5) -0.006(4) F222 0.28(1) 0.088(5) 0.113(6) -0.007(4) -0.037(6) -0.087(6) F223 0.111(5) 0.115(5) 0.192(7) -0.056(5) -0.014(5) -0.068(4) F311 0.071(4) 0.180(8) 0.189(8) -0.071(7) 0.025(5) 0.011(5) F312 0.073(4) 0.27(1) 0.093(5) -0.031(6) -0.016(4) -0.024(5) F313 0.113(5) 0.236(9) 0.131(6) -0.026(6) 0.015(4) -0.115(6) F321 0.181(8) 0.171(8) 0.087(5) -0.064(5) -0.003(5) 0.001(6) F322 0.166(7) 0.161(7) 0.088(5) 0.023(5) -0.004(5) -0.053(6) F323 0.092(5) 0.29(1) 0.079(5) -0.059(6) -0.003(4) -0.002(6) N1 0.073(5) 0.100(6) 0.090(6) -0.015(5) 0.019(5) -0.007(4) N2 0.126(9) 0.16(1) 0.112(8) -0.062(7) -0.032(7) -0.045(7) N3 0.075(4) 0.054(4) 0.065(4) -0.013(3) -0.005(3) -0.005(3) C13 0.30(3) 0.22(2) 0.15(2) -0.12(2) 0.13(2) -0.06(2) C14 0.68(7) 0.14(2) 0.11(1) -0.01(1) 0.13(3) 0.08(2) C15 0.27(4) 0.36(5) 0.6(1) -0.07(5) -0.25(5) -0.06(3) C23 0.20(2) 0.37(4) 0.18(2) -0.20(2) 0.02(2) -0.07(2) C24 0.26(3) 0.40(5) 1.0(1) 0.54(7) -0.34(6) -0.22(4) C25 0.18(2) 0.21(2) 0.21(2) -0.05(2) -0.07(2) -0.08(2) C33 0.114(9) 0.096(8) 0.100(8) -0.043(7) -0.021(7) 0.028(7) C34 0.29(3) 0.10(1) 0.31(4) 0.02(2) 0.04(3) 0.00(2) C35 0.12(1) 0.31(3) 0.31(4) -0.15(3) -0.06(2) 0.04(2) _refine_ls_extinction_coef ' none ' loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag CE1 . O1 . 2.207(5) yes CE1 . O1 2_555 2.207(5) yes CE1 . O2 . 2.183(5) yes CE1 . O2 2_555 2.183(5) yes CE1 . O3 . 2.205(5) yes CE1 . O3 2_555 2.205(5) yes O1 . C1 . 1.360(9) yes O2 . C2 . 1.368(9) yes O3 . C3 . 1.356(9) yes C1 . C11 . 1.53(1) yes C1 . C12 . 1.48(1) yes C1 . H11 . 1.013(8) no C2 . C21 . 1.52(1) yes C2 . C22 . 1.51(1) yes C2 . H21 . 1.017(8) no C3 . C31 . 1.52(1) yes C3 . C32 . 1.50(1) yes C3 . H31 . 1.016(8) no C11 . F111 . 1.31(1) yes C11 . F112 . 1.32(1) yes C11 . F113 . 1.31(1) yes C12 . F121 . 1.30(1) yes C12 . F122 . 1.31(1) yes C12 . F123 . 1.32(1) yes C21 . F211 . 1.29(1) yes C21 . F212 . 1.33(1) yes C21 . F213 . 1.30(1) yes C22 . F221 . 1.32(1) yes C22 . F222 . 1.32(1) yes C22 . F223 . 1.33(1) yes C31 . F311 . 1.34(1) yes C31 . F312 . 1.29(1) yes C31 . F313 . 1.33(1) yes C32 . F321 . 1.31(1) yes C32 . F322 . 1.32(1) yes C32 . F323 . 1.31(1) yes N1 . C13 . 1.39(2) yes N1 . C14 . 1.37(2) yes N1 . C15 . 1.29(3) yes N2 . C23 . 1.32(3) yes N2 . C24 . 1.64(4) yes N2 . C25 . 1.44(2) yes N3 . C33 . 1.44(1) yes N3 . C34 . 1.38(2) yes N3 . C35 . 1.47(2) yes C13 . C23 . 1.39(3) yes C13 . H131 . 1.00(2) no C13 . H132 . 1.06(3) no C14 . H141 . 0.99(3) no C14 . H142 . 1.04(4) no C14 . H143 . 1.00(3) no C15 . H151 . 1.01(5) no C15 . H152 . 0.99(6) no C15 . H153 . 1.04(6) no C23 . H231 . 1.04(3) no C23 . H232 . 1.02(3) no C24 . C34 . 1.57(2) yes C24 . H241 . 1.04(4) no C24 . H242 . 0.99(4) no C25 . H251 . 1.00(2) no C25 . H252 . 1.01(2) no C25 . H253 . 1.06(3) no C33 . H331 . 1.01(1) no C33 . H332 . 1.01(1) no C33 . H333 . 1.00(1) no C34 . H341 . 1.05(3) no C34 . H342 . 1.03(3) no C35 . H351 . 1.01(4) no C35 . H352 . 1.00(2) no C35 . H353 . 1.02(3) no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O1 . CE1 . O1 2_555 179.99 no O1 . CE1 . O2 . 88.8(2) no O1 2_555 CE1 . O2 . 91.2(2) no O1 . CE1 . O2 2_555 91.2(2) no O1 2_555 CE1 . O2 2_555 88.8(2) no O2 . CE1 . O2 2_555 179.99 no O1 . CE1 . O3 . 90.1(2) no O1 2_555 CE1 . O3 . 89.9(2) no O2 . CE1 . O3 . 89.7(2) no O2 2_555 CE1 . O3 . 90.3(2) no O1 . CE1 . O3 2_555 89.9(2) no O1 2_555 CE1 . O3 2_555 90.1(2) no O2 . CE1 . O3 2_555 90.3(2) no O2 2_555 CE1 . O3 2_555 89.7(2) no O3 . CE1 . O3 2_555 179.99 no CE1 . O1 . C1 . 145.2(5) no CE1 . O2 . C2 . 156.9(5) no CE1 . O3 . C3 . 143.9(5) no O1 . C1 . C11 . 109.8(7) no O1 . C1 . C12 . 110.5(7) no C11 . C1 . C12 . 110.4(7) no O1 . C1 . H11 . 103.5(6) no C11 . C1 . H11 . 113.2(7) no C12 . C1 . H11 . 109.2(8) no O2 . C2 . C21 . 108.6(7) no O2 . C2 . C22 . 110.2(7) no C21 . C2 . C22 . 112.0(8) no O2 . C2 . H21 . 105.3(7) no C21 . C2 . H21 . 110.9(7) no C22 . C2 . H21 . 109.7(8) no O3 . C3 . C31 . 109.2(7) no O3 . C3 . C32 . 109.8(8) no C31 . C3 . C32 . 111.1(8) no O3 . C3 . H31 . 103.9(7) no C31 . C3 . H31 . 111.6(8) no C32 . C3 . H31 . 110.9(8) no C1 . C11 . F111 . 114.1(8) no C1 . C11 . F112 . 111.8(9) no F111 . C11 . F112 . 105.8(7) no C1 . C11 . F113 . 110.1(7) no F111 . C11 . F113 . 106.5(10) no F112 . C11 . F113 . 108.1(8) no C1 . C12 . F121 . 111.6(7) no C1 . C12 . F122 . 115.0(8) no F121 . C12 . F122 . 106.3(10) no C1 . C12 . F123 . 113.3(10) no F121 . C12 . F123 . 105.7(9) no F122 . C12 . F123 . 104.2(8) no C2 . C21 . F211 . 114.9(8) no C2 . C21 . F212 . 111.2(8) no F211 . C21 . F212 . 105.9(8) no C2 . C21 . F213 . 111.6(7) no F211 . C21 . F213 . 107.9(10) no F212 . C21 . F213 . 104.8(8) no C2 . C22 . F221 . 114.6(9) no C2 . C22 . F222 . 110.5(8) no F221 . C22 . F222 . 106.2(10) no C2 . C22 . F223 . 113.8(9) no F221 . C22 . F223 . 105.5(8) no F222 . C22 . F223 . 105.5(10) no C3 . C31 . F311 . 113.3(9) no C3 . C31 . F312 . 111.4(9) no F311 . C31 . F312 . 108.5(11) no C3 . C31 . F313 . 110.9(10) no F311 . C31 . F313 . 104.5(10) no F312 . C31 . F313 . 107.9(9) no C3 . C32 . F321 . 115.6(9) no C3 . C32 . F322 . 113.0(10) no F321 . C32 . F322 . 106.5(10) no C3 . C32 . F323 . 110.5(8) no F321 . C32 . F323 . 104.1(11) no F322 . C32 . F323 . 106.3(10) no C13 . N1 . C14 . 114.7(18) no C13 . N1 . C15 . 113.4(30) no C14 . N1 . C15 . 101.1(28) no C23 . N2 . C24 . 131.6(22) no C23 . N2 . C25 . 121.5(16) no C24 . N2 . C25 . 96.0(15) no C33 . N3 . C34 . 120.0(14) no C33 . N3 . C35 . 112.6(13) no C34 . N3 . C35 . 96.5(19) no N1 . C13 . C23 . 118.2(16) no N1 . C13 . H131 . 107.1(22) no C23 . C13 . H131 . 114.6(34) no N1 . C13 . H132 . 103.2(26) no C23 . C13 . H132 . 107.7(25) no H131 . C13 . H132 . 104.4(19) no N1 . C14 . H141 . 112.7(19) no N1 . C14 . H142 . 109.1(35) no H141 . C14 . H142 . 106.5(23) no N1 . C14 . H143 . 112.4(19) no H141 . C14 . H143 . 109.9(41) no H142 . C14 . H143 . 105.9(21) no N1 . C15 . H151 . 111.7(34) no N1 . C15 . H152 . 113.9(48) no H151 . C15 . H152 . 109.2(44) no N1 . C15 . H153 . 109.8(41) no H151 . C15 . H153 . 105.0(51) no H152 . C15 . H153 . 106.8(36) no N2 . C23 . C13 . 125.1(16) no N2 . C23 . H231 . 108.5(22) no C13 . C23 . H231 . 100.3(32) no N2 . C23 . H232 . 111.1(31) no C13 . C23 . H232 . 104.7(23) no H231 . C23 . H232 . 105.3(16) no N2 . C24 . C34 . 127.9(19) no N2 . C24 . H241 . 106.2(17) no C34 . C24 . H241 . 100.8(41) no N2 . C24 . H242 . 109.4(42) no C34 . C24 . H242 . 103.7(19) no H241 . C24 . H242 . 107.2(21) no N2 . C25 . H251 . 113.9(19) no N2 . C25 . H252 . 113.9(19) no H251 . C25 . H252 . 109.2(17) no N2 . C25 . H253 . 109.6(15) no H251 . C25 . H253 . 105.0(20) no H252 . C25 . H253 . 104.4(20) no N3 . C33 . H331 . 110.2(11) no N3 . C33 . H332 . 110.8(10) no H331 . C33 . H332 . 108.0(10) no N3 . C33 . H333 . 110.9(9) no H331 . C33 . H333 . 108.1(12) no H332 . C33 . H333 . 108.8(12) no N3 . C34 . C24 . 97.3(21) no N3 . C34 . H341 . 113.2(21) no C24 . C34 . H341 . 115.6(35) no N3 . C34 . H342 . 114.1(27) no C24 . C34 . H342 . 113.8(21) no H341 . C34 . H342 . 103.4(25) no N3 . C35 . H351 . 111.4(22) no N3 . C35 . H352 . 111.6(23) no H351 . C35 . H352 . 108.8(28) no N3 . C35 . H353 . 110.4(23) no H351 . C35 . H353 . 107.1(26) no H352 . C35 . H353 . 107.3(27) no