# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_Sm-1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C31 H20 F18 N3 O6 Sm, H2 O' _chemical_formula_sum 'C31 H22 F18 N3 O7 Sm' _chemical_formula_weight 1040.87 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'Cc ' _symmetry_space_group_name_Hall 'C -2yc ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z+1/2' _cell_length_a 20.901(2) _cell_length_b 13.8210(15) _cell_length_c 15.4388(12) _cell_angle_alpha 90.00 _cell_angle_beta 91.843(9) _cell_angle_gamma 90.00 _cell_volume 4457.6(8) _cell_formula_units_Z 4 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 3715 _cell_measurement_theta_min 2.14 _cell_measurement_theta_max 24.85 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.551 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2036 _exptl_absorpt_coefficient_mu 1.434 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6895 _exptl_absorpt_correction_T_max 0.7432 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _exptl_special_details ; ? ; _diffrn_ambient_temperature 291(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD' _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 16373 _diffrn_reflns_av_R_equivalents 0.0184 _diffrn_reflns_av_sigmaI/netI 0.0586 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.95 _diffrn_reflns_theta_max 26.00 _reflns_number_total 8095 _reflns_number_gt 7359 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.0764P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.079(13) _refine_ls_number_reflns 8095 _refine_ls_number_parameters 562 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0528 _refine_ls_R_factor_gt 0.0513 _refine_ls_wR_factor_ref 0.1284 _refine_ls_wR_factor_gt 0.1279 _refine_ls_goodness_of_fit_ref 1.078 _refine_ls_restrained_S_all 1.078 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.1092(4) 0.7356(5) 0.8891(5) 0.0469(17) Uani 1 1 d . . . C2 C 0.1589(4) 0.7265(6) 0.9575(5) 0.0504(17) Uani 1 1 d . . . C3 C 0.1544(3) 0.8001(6) 1.0182(5) 0.0473(16) Uani 1 1 d . . . H3 H 0.1283 0.8538 1.0084 0.057 Uiso 1 1 calc R . . C4 C 0.1909(4) 0.7893(6) 1.0943(6) 0.0504(19) Uani 1 1 d . . . C5 C 0.1898(4) 0.8767(5) 1.1490(6) 0.0470(18) Uani 1 1 d . . . C6 C 0.4542(4) 0.7026(6) 1.1898(6) 0.0473(18) Uani 1 1 d . . . C7 C 0.4144(4) 0.6250(6) 1.1434(5) 0.0467(16) Uani 1 1 d . . . C8 C 0.4385(3) 0.5396(6) 1.1284(5) 0.0454(16) Uani 1 1 d . . . H8 H 0.4802 0.5281 1.1487 0.055 Uiso 1 1 calc R . . C9 C 0.4079(3) 0.4661(5) 1.0859(5) 0.0440(15) Uani 1 1 d . . . C10 C 0.4390(3) 0.3682(5) 1.0731(5) 0.0459(16) Uani 1 1 d . . . C11 C 0.0566(4) 0.5397(6) 1.1758(6) 0.0515(18) Uani 1 1 d . . . C12 C 0.1176(3) 0.5117(5) 1.1337(5) 0.0462(16) Uani 1 1 d . . . C13 C 0.1243(4) 0.4122(5) 1.1188(5) 0.0452(17) Uani 1 1 d . . . H13 H 0.0922 0.3707 1.1367 0.054 Uiso 1 1 calc R . . C14 C 0.1788(4) 0.3716(6) 1.0767(6) 0.0521(19) Uani 1 1 d . . . C15 C 0.1814(4) 0.2647(6) 1.0653(5) 0.0504(17) Uani 1 1 d . . . C16 C 0.2700(4) 0.4233(5) 0.8719(5) 0.0425(17) Uani 1 1 d . . . H16 H 0.2645 0.3763 0.9141 0.051 Uiso 1 1 calc R . . C17 C 0.2647(4) 0.3990(6) 0.7856(5) 0.0450(16) Uani 1 1 d . . . H17 H 0.2545 0.3358 0.7698 0.054 Uiso 1 1 calc R . . C18 C 0.2893(4) 0.5618(6) 0.7470(6) 0.0451(17) Uani 1 1 d . . . H18 H 0.2964 0.6082 0.7048 0.054 Uiso 1 1 calc R . . C19 C 0.2939(4) 0.5874(5) 0.8335(5) 0.0427(16) Uani 1 1 d . . . C20 C 0.3087(3) 0.6830(5) 0.8606(5) 0.0433(15) Uani 1 1 d . . . C21 C 0.3177(4) 0.7579(5) 0.8027(5) 0.0464(16) Uani 1 1 d . . . H21 H 0.3136 0.7468 0.7434 0.056 Uiso 1 1 calc R . . C22 C 0.3331(4) 0.8501(5) 0.8336(5) 0.0433(15) Uani 1 1 d . . . C23 C 0.3373(4) 0.8662(6) 0.9224(6) 0.0468(18) Uani 1 1 d . . . C24 C 0.3274(4) 0.7912(6) 0.9780(5) 0.0486(17) Uani 1 1 d . . . H24 H 0.3304 0.8024 1.0374 0.058 Uiso 1 1 calc R . . C25 C 0.3396(4) 0.9703(6) 0.9536(5) 0.0506(18) Uani 1 1 d . . . H25 H 0.3334 0.9795 1.0157 0.061 Uiso 1 1 calc R . . C26 C 0.2909(4) 1.0256(5) 0.8916(5) 0.0484(17) Uani 1 1 d . . . H26A H 0.2538 0.9881 0.8726 0.058 Uiso 1 1 calc R . . H26B H 0.2789 1.0896 0.9114 0.058 Uiso 1 1 calc R . . C27 C 0.3478(4) 1.0238(5) 0.8287(5) 0.0479(17) Uani 1 1 d . . . H27 H 0.3485 1.0831 0.7939 0.057 Uiso 1 1 calc R . . C28 C 0.3482(4) 0.9367(5) 0.7718(5) 0.0467(16) Uani 1 1 d . . . H28A H 0.3897 0.9284 0.7465 0.056 Uiso 1 1 calc R . . H28B H 0.3158 0.9419 0.7256 0.056 Uiso 1 1 calc R . . C29 C 0.3902(4) 1.0357(5) 0.9142(5) 0.0479(16) Uani 1 1 d . . . C30 C 0.4426(3) 0.9678(5) 0.8886(5) 0.0443(16) Uani 1 1 d . . . H30B H 0.4586 0.9874 0.8337 0.067 Uiso 1 1 calc R . . H30C H 0.4258 0.9032 0.8840 0.067 Uiso 1 1 calc R . . H30A H 0.4767 0.9694 0.9317 0.067 Uiso 1 1 calc R . . C31 C 0.4251(4) 1.1181(6) 0.9605(5) 0.0483(16) Uani 1 1 d . . . H31A H 0.3999 1.1760 0.9554 0.072 Uiso 1 1 calc R . . H31B H 0.4657 1.1283 0.9348 0.072 Uiso 1 1 calc R . . H31C H 0.4317 1.1020 1.0206 0.072 Uiso 1 1 calc R . . F1 F 0.1365(2) 0.7191(3) 0.8167(3) 0.0503(10) Uani 1 1 d . . . F2 F 0.0636(2) 0.6707(3) 0.9095(3) 0.0505(11) Uani 1 1 d . . . F3 F 0.0874(2) 0.8257(3) 0.8936(3) 0.0512(10) Uani 1 1 d . . . F4 F 0.2432(2) 0.9280(3) 1.1375(3) 0.0506(11) Uani 1 1 d . . . F5 F 0.1373(2) 0.9293(3) 1.1322(3) 0.0515(11) Uani 1 1 d . . . F6 F 0.1824(2) 0.8467(3) 1.2292(3) 0.0483(10) Uani 1 1 d . . . F7 F 0.4487(2) 0.7825(3) 1.1443(3) 0.0514(10) Uani 1 1 d . . . F8 F 0.4345(2) 0.7262(3) 1.2677(3) 0.0492(10) Uani 1 1 d . . . F9 F 0.5150(2) 0.6750(3) 1.1926(3) 0.0509(10) Uani 1 1 d . . . F10 F 0.4359(2) 0.3460(3) 0.9891(3) 0.0513(10) Uani 1 1 d . . . F11 F 0.4101(2) 0.3023(3) 1.1214(3) 0.0485(10) Uani 1 1 d . . . F12 F 0.5009(2) 0.3692(3) 1.0931(3) 0.0492(10) Uani 1 1 d . . . F13 F 0.0741(2) 0.5674(3) 1.2546(3) 0.0498(11) Uani 1 1 d . . . F14 F 0.0354(2) 0.6152(3) 1.1288(3) 0.0518(10) Uani 1 1 d . . . F15 F 0.0175(2) 0.4655(3) 1.1754(3) 0.0524(10) Uani 1 1 d . . . F16 F 0.1889(2) 0.2453(3) 0.9825(3) 0.0493(10) Uani 1 1 d . . . F17 F 0.2273(2) 0.2265(3) 1.1139(3) 0.0492(10) Uani 1 1 d . . . F18 F 0.1271(2) 0.2240(3) 1.0917(3) 0.0485(10) Uani 1 1 d . . . N1 N 0.2742(3) 0.4671(4) 0.7221(4) 0.0438(13) Uani 1 1 d . . . N2 N 0.2835(3) 0.5176(4) 0.8958(4) 0.0412(13) Uani 1 1 d . . . N3 N 0.3131(3) 0.6996(5) 0.9485(4) 0.0475(14) Uani 1 1 d . . . O1 O 0.1821(3) 0.6426(4) 0.9627(4) 0.0472(13) Uani 1 1 d . . . O2 O 0.2315(2) 0.7323(4) 1.1120(3) 0.0449(11) Uani 1 1 d . . . O3 O 0.3579(3) 0.6485(4) 1.1251(4) 0.0444(12) Uani 1 1 d . . . O4 O 0.3523(2) 0.4682(3) 1.0607(3) 0.0442(11) Uani 1 1 d . . . O5 O 0.1583(3) 0.5705(4) 1.1247(4) 0.0465(12) Uani 1 1 d . . . O6 O 0.2237(2) 0.4184(4) 1.0538(4) 0.0453(12) Uani 1 1 d . . . O1W O 0.0850(6) 0.0540(9) 0.9084(9) 0.048(3) Uani 0.40 1 d P . . H1X H 0.0603 0.0330 0.8672 0.057 Uiso 0.40 1 d PR . . H1Y H 0.0702 0.0384 0.9574 0.057 Uiso 0.40 1 d PR . . O2W O 0.4616(7) 0.5174(12) 0.8668(11) 0.043(4) Uani 0.30 1 d P . . H2X H 0.4302 0.4789 0.8705 0.051 Uiso 0.30 1 d PR . . H2Y H 0.4623 0.5555 0.9103 0.051 Uiso 0.30 1 d PR . . O3W O 0.5281(8) 0.2501(13) 0.3795(12) 0.050(4) Uani 0.30 1 d P . . H3X H 0.5353 0.1907 0.3878 0.061 Uiso 0.30 1 d PR . . H3Y H 0.4952 0.2568 0.3453 0.061 Uiso 0.30 1 d PR . . Sm1 Sm 0.26348(2) 0.57907(2) 1.05745(2) 0.04259(11) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.048(4) 0.045(4) 0.047(4) -0.011(3) -0.009(4) 0.005(3) C2 0.049(4) 0.047(4) 0.054(5) -0.008(3) -0.008(3) 0.010(3) C3 0.044(4) 0.051(4) 0.046(4) 0.007(3) -0.016(3) 0.010(3) C4 0.053(4) 0.044(4) 0.054(5) -0.021(3) -0.005(4) 0.009(3) C5 0.053(4) 0.037(4) 0.050(5) 0.003(3) -0.018(4) 0.015(3) C6 0.050(4) 0.043(4) 0.050(4) 0.011(3) 0.013(3) -0.009(3) C7 0.045(4) 0.047(4) 0.047(4) 0.007(3) -0.004(3) -0.005(3) C8 0.042(3) 0.051(4) 0.043(4) -0.012(3) -0.013(3) 0.014(3) C9 0.041(3) 0.049(4) 0.042(4) -0.007(3) -0.008(3) 0.006(3) C10 0.044(4) 0.048(4) 0.046(4) -0.013(3) 0.012(3) 0.003(3) C11 0.055(4) 0.049(4) 0.052(5) -0.010(3) 0.015(4) -0.011(3) C12 0.043(3) 0.040(4) 0.056(5) 0.006(3) 0.016(3) 0.007(3) C13 0.047(4) 0.041(4) 0.049(4) 0.007(3) 0.016(3) -0.013(3) C14 0.054(4) 0.049(4) 0.054(5) -0.008(3) 0.017(4) -0.013(3) C15 0.055(4) 0.048(4) 0.049(4) -0.016(3) 0.002(4) -0.004(3) C16 0.048(4) 0.045(4) 0.035(4) 0.008(2) 0.012(4) 0.008(3) C17 0.047(4) 0.038(3) 0.050(4) 0.004(3) -0.004(4) 0.006(3) C18 0.052(4) 0.041(3) 0.043(4) -0.009(3) 0.013(4) -0.011(3) C19 0.045(4) 0.045(4) 0.037(4) 0.007(3) -0.005(3) -0.006(3) C20 0.044(3) 0.045(4) 0.042(4) 0.009(3) 0.013(3) 0.005(3) C21 0.052(4) 0.047(4) 0.040(4) 0.012(3) -0.012(3) 0.011(3) C22 0.048(4) 0.046(4) 0.037(4) -0.010(3) 0.009(3) -0.012(3) C23 0.049(4) 0.052(4) 0.041(4) -0.011(3) 0.011(3) -0.012(3) C24 0.052(4) 0.055(4) 0.038(4) -0.006(3) -0.015(3) -0.008(3) C25 0.064(5) 0.045(4) 0.042(4) 0.005(3) -0.009(3) -0.015(3) C26 0.051(4) 0.041(4) 0.052(4) -0.011(3) -0.011(3) 0.008(3) C27 0.050(4) 0.047(4) 0.047(4) 0.009(3) 0.007(3) -0.012(3) C28 0.050(4) 0.044(4) 0.047(4) -0.004(3) 0.004(3) -0.010(3) C29 0.052(4) 0.043(4) 0.048(4) 0.006(3) -0.007(3) -0.013(3) C30 0.045(3) 0.048(4) 0.041(4) 0.012(3) 0.009(3) -0.015(3) C31 0.049(4) 0.049(4) 0.047(4) -0.013(3) 0.011(3) -0.008(3) F1 0.050(2) 0.049(2) 0.051(3) -0.0128(18) -0.014(2) -0.0121(18) F2 0.047(2) 0.052(3) 0.051(3) 0.0099(19) -0.011(2) 0.0102(19) F3 0.048(2) 0.051(2) 0.054(3) -0.0136(19) -0.0118(19) 0.0132(18) F4 0.053(2) 0.050(2) 0.047(3) -0.0129(17) -0.012(2) 0.0099(18) F5 0.049(2) 0.048(2) 0.057(3) -0.0147(18) -0.010(2) 0.0125(17) F6 0.047(2) 0.052(2) 0.045(3) -0.011(2) -0.011(2) 0.0133(18) F7 0.055(2) 0.048(2) 0.050(3) 0.0091(18) -0.012(2) 0.0064(18) F8 0.043(2) 0.054(2) 0.050(3) -0.0161(19) -0.010(2) -0.0098(18) F9 0.044(2) 0.054(2) 0.054(3) -0.0116(19) -0.0091(19) -0.0114(17) F10 0.053(2) 0.050(2) 0.051(2) -0.0128(18) -0.013(2) -0.0087(18) F11 0.049(2) 0.049(2) 0.047(2) -0.0107(18) 0.0095(19) 0.0152(18) F12 0.045(2) 0.049(2) 0.054(3) 0.0098(18) 0.0114(19) 0.0112(17) F13 0.051(2) 0.047(2) 0.053(3) -0.0075(18) 0.014(2) 0.0124(18) F14 0.047(2) 0.052(2) 0.057(3) -0.014(2) 0.014(2) -0.0100(19) F15 0.050(2) 0.049(2) 0.060(3) -0.0091(19) 0.015(2) 0.0102(18) F16 0.051(2) 0.049(2) 0.049(2) -0.0115(17) 0.0127(19) -0.0132(18) F17 0.050(2) 0.048(2) 0.050(3) -0.0098(18) 0.013(2) -0.0117(18) F18 0.046(2) 0.045(2) 0.054(3) -0.0092(18) -0.0045(19) 0.0083(17) N1 0.048(3) 0.045(3) 0.039(3) -0.012(2) 0.009(3) -0.010(3) N2 0.046(3) 0.041(3) 0.037(3) -0.007(2) 0.007(3) 0.012(2) N3 0.051(3) 0.048(3) 0.045(3) 0.001(3) 0.008(3) -0.005(3) O1 0.047(3) 0.045(3) 0.051(3) 0.005(2) 0.018(2) 0.006(2) O2 0.044(3) 0.043(3) 0.048(3) 0.009(2) 0.008(2) -0.008(2) O3 0.048(3) 0.040(3) 0.046(3) -0.011(2) 0.014(2) -0.011(2) O4 0.051(3) 0.040(3) 0.041(3) -0.0091(19) -0.010(2) 0.009(2) O5 0.047(3) 0.046(3) 0.047(3) -0.011(2) 0.004(2) -0.007(2) O6 0.039(3) 0.055(3) 0.041(3) 0.0122(19) 0.008(2) -0.0106(19) O1W 0.044(6) 0.042(6) 0.055(8) 0.004(6) -0.019(6) 0.015(5) O2W 0.037(8) 0.050(9) 0.041(9) -0.010(7) 0.001(7) 0.007(7) O3W 0.048(9) 0.052(10) 0.051(10) -0.011(7) -0.021(8) -0.003(7) Sm1 0.04400(17) 0.04362(17) 0.04066(19) -0.00960(16) 0.00908(13) -0.00981(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 C1 F1 1.291(9) . ? C1 F3 1.330(9) . ? C1 F2 1.353(9) . ? C1 C2 1.464(11) . ? C2 O1 1.257(9) . ? C2 C3 1.388(11) . ? C3 C4 1.389(12) . ? C3 H3 0.9300 . ? C4 O2 1.182(10) . ? C4 C5 1.475(10) . ? C5 F6 1.320(10) . ? C5 F5 1.334(8) . ? C5 F4 1.339(10) . ? C6 F7 1.313(9) . ? C6 F8 1.324(9) . ? C6 F9 1.327(9) . ? C6 C7 1.522(11) . ? C7 O3 1.248(9) . ? C7 C8 1.308(11) . ? C8 C9 1.357(11) . ? C8 H8 0.9300 . ? C9 O4 1.214(9) . ? C9 C10 1.518(10) . ? C10 F12 1.319(9) . ? C10 F10 1.331(9) . ? C10 F11 1.335(9) . ? C11 F15 1.311(9) . ? C11 F13 1.316(10) . ? C11 F14 1.338(11) . ? C11 C12 1.501(10) . ? C12 O5 1.189(9) . ? C12 C13 1.402(10) . ? C13 C14 1.443(11) . ? C13 H13 0.9300 . ? C14 O6 1.203(9) . ? C14 C15 1.489(11) . ? C15 F17 1.310(10) . ? C15 F16 1.321(9) . ? C15 F18 1.340(9) . ? C16 C17 1.375(12) . ? C16 N2 1.381(9) . ? C16 H16 0.9300 . ? C17 N1 1.377(10) . ? C17 H17 0.9300 . ? C18 C19 1.382(12) . ? C18 N1 1.397(9) . ? C18 H18 0.9300 . ? C19 N2 1.384(10) . ? C19 C20 1.417(11) . ? C20 N3 1.377(10) . ? C20 C21 1.385(10) . ? C21 C22 1.395(10) . ? C21 H21 0.9300 . ? C22 C23 1.389(11) . ? C22 C28 1.569(11) . ? C23 C24 1.366(12) . ? C23 C25 1.518(12) . ? C24 N3 1.374(10) . ? C24 H24 0.9300 . ? C25 C29 1.531(10) . ? C25 C26 1.574(11) . ? C25 H25 0.9800 . ? C26 C27 1.560(11) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C27 C28 1.490(11) . ? C27 C29 1.576(11) . ? C27 H27 0.9800 . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 C30 1.503(11) . ? C29 C31 1.518(10) . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? C30 H30A 0.9600 . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? N1 Sm1 2.624(6) 2_564 ? N2 Sm1 2.682(6) . ? N3 Sm1 2.607(6) . ? O1 Sm1 2.377(6) . ? O2 Sm1 2.383(5) . ? O3 Sm1 2.403(5) . ? O4 Sm1 2.407(5) . ? O5 Sm1 2.463(5) . ? O6 Sm1 2.372(5) . ? O1W H1X 0.8577 . ? O1W H1Y 0.8552 . ? O2W H2X 0.8486 . ? O2W H2Y 0.8529 . ? O3W H3X 0.8439 . ? O3W H3Y 0.8581 . ? Sm1 N1 2.624(6) 2_565 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag F1 C1 F3 111.9(7) . . ? F1 C1 F2 114.7(6) . . ? F3 C1 F2 111.3(6) . . ? F1 C1 C2 106.7(7) . . ? F3 C1 C2 106.2(6) . . ? F2 C1 C2 105.3(7) . . ? O1 C2 C3 131.9(8) . . ? O1 C2 C1 112.8(7) . . ? C3 C2 C1 111.2(6) . . ? C2 C3 C4 116.4(6) . . ? C2 C3 H3 121.8 . . ? C4 C3 H3 121.8 . . ? O2 C4 C3 129.6(7) . . ? O2 C4 C5 116.0(7) . . ? C3 C4 C5 112.2(7) . . ? F6 C5 F5 103.5(7) . . ? F6 C5 F4 114.4(6) . . ? F5 C5 F4 111.7(6) . . ? F6 C5 C4 106.5(6) . . ? F5 C5 C4 111.4(6) . . ? F4 C5 C4 109.2(7) . . ? F7 C6 F8 104.7(6) . . ? F7 C6 F9 109.1(6) . . ? F8 C6 F9 111.5(7) . . ? F7 C6 C7 107.7(7) . . ? F8 C6 C7 114.8(6) . . ? F9 C6 C7 108.8(7) . . ? O3 C7 C8 124.2(7) . . ? O3 C7 C6 115.0(7) . . ? C8 C7 C6 120.8(7) . . ? C7 C8 C9 125.7(7) . . ? C7 C8 H8 117.2 . . ? C9 C8 H8 117.2 . . ? O4 C9 C8 124.6(7) . . ? O4 C9 C10 112.9(6) . . ? C8 C9 C10 122.2(6) . . ? F12 C10 F10 104.4(5) . . ? F12 C10 F11 109.6(6) . . ? F10 C10 F11 112.2(6) . . ? F12 C10 C9 112.4(6) . . ? F10 C10 C9 108.9(6) . . ? F11 C10 C9 109.3(6) . . ? F15 C11 F13 112.8(7) . . ? F15 C11 F14 114.3(7) . . ? F13 C11 F14 110.6(6) . . ? F15 C11 C12 109.5(6) . . ? F13 C11 C12 105.1(7) . . ? F14 C11 C12 103.7(6) . . ? O5 C12 C13 125.2(7) . . ? O5 C12 C11 119.8(7) . . ? C13 C12 C11 114.5(6) . . ? C12 C13 C14 122.7(6) . . ? C12 C13 H13 118.7 . . ? C14 C13 H13 118.7 . . ? O6 C14 C13 123.9(7) . . ? O6 C14 C15 117.8(7) . . ? C13 C14 C15 118.1(6) . . ? F17 C15 F16 111.4(6) . . ? F17 C15 F18 105.6(7) . . ? F16 C15 F18 109.7(6) . . ? F17 C15 C14 111.1(7) . . ? F16 C15 C14 108.7(7) . . ? F18 C15 C14 110.2(6) . . ? C17 C16 N2 119.9(7) . . ? C17 C16 H16 120.0 . . ? N2 C16 H16 120.0 . . ? C16 C17 N1 120.9(7) . . ? C16 C17 H17 119.6 . . ? N1 C17 H17 119.6 . . ? C19 C18 N1 120.9(7) . . ? C19 C18 H18 119.5 . . ? N1 C18 H18 119.5 . . ? C18 C19 N2 119.0(7) . . ? C18 C19 C20 122.1(7) . . ? N2 C19 C20 118.8(7) . . ? N3 C20 C21 120.3(7) . . ? N3 C20 C19 117.0(6) . . ? C21 C20 C19 122.7(7) . . ? C20 C21 C22 119.8(7) . . ? C20 C21 H21 120.1 . . ? C22 C21 H21 120.1 . . ? C23 C22 C21 119.4(7) . . ? C23 C22 C28 118.1(6) . . ? C21 C22 C28 122.5(7) . . ? C24 C23 C22 119.5(7) . . ? C24 C23 C25 121.6(7) . . ? C22 C23 C25 117.7(7) . . ? C23 C24 N3 121.8(7) . . ? C23 C24 H24 119.1 . . ? N3 C24 H24 119.1 . . ? C23 C25 C29 116.6(7) . . ? C23 C25 C26 104.7(6) . . ? C29 C25 C26 85.1(6) . . ? C23 C25 H25 115.4 . . ? C29 C25 H25 115.4 . . ? C26 C25 H25 115.4 . . ? C27 C26 C25 83.1(6) . . ? C27 C26 H26A 114.8 . . ? C25 C26 H26A 114.8 . . ? C27 C26 H26B 114.8 . . ? C25 C26 H26B 114.8 . . ? H26A C26 H26B 111.9 . . ? C28 C27 C26 113.5(6) . . ? C28 C27 C29 124.3(7) . . ? C26 C27 C29 84.1(6) . . ? C28 C27 H27 110.7 . . ? C26 C27 H27 110.7 . . ? C29 C27 H27 110.7 . . ? C27 C28 C22 104.6(6) . . ? C27 C28 H28A 110.8 . . ? C22 C28 H28A 110.8 . . ? C27 C28 H28B 110.8 . . ? C22 C28 H28B 110.8 . . ? H28A C28 H28B 108.9 . . ? C30 C29 C31 104.5(6) . . ? C30 C29 C25 104.7(6) . . ? C31 C29 C25 125.6(7) . . ? C30 C29 C27 96.3(6) . . ? C31 C29 C27 136.2(7) . . ? C25 C29 C27 83.9(5) . . ? C29 C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C29 C30 H30A 109.5 . . ? H30B C30 H30A 109.5 . . ? H30C C30 H30A 109.5 . . ? C29 C31 H31A 109.5 . . ? C29 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C29 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C17 N1 C18 118.7(7) . . ? C17 N1 Sm1 120.9(5) . 2_564 ? C18 N1 Sm1 120.4(5) . 2_564 ? C16 N2 C19 120.5(6) . . ? C16 N2 Sm1 120.7(5) . . ? C19 N2 Sm1 117.3(5) . . ? C24 N3 C20 119.2(6) . . ? C24 N3 Sm1 117.5(5) . . ? C20 N3 Sm1 120.9(5) . . ? C2 O1 Sm1 130.2(5) . . ? C4 O2 Sm1 135.8(5) . . ? C7 O3 Sm1 138.8(5) . . ? C9 O4 Sm1 138.7(5) . . ? C12 O5 Sm1 137.3(5) . . ? C14 O6 Sm1 140.6(5) . . ? H1X O1W H1Y 110.1 . . ? H2X O2W H2Y 109.2 . . ? H3X O3W H3Y 109.6 . . ? O6 Sm1 O1 95.03(19) . . ? O6 Sm1 O2 137.61(17) . . ? O1 Sm1 O2 71.67(19) . . ? O6 Sm1 O3 131.84(19) . . ? O1 Sm1 O3 132.98(18) . . ? O2 Sm1 O3 74.18(18) . . ? O6 Sm1 O4 70.96(18) . . ? O1 Sm1 O4 141.72(17) . . ? O2 Sm1 O4 141.60(17) . . ? O3 Sm1 O4 67.86(18) . . ? O6 Sm1 O5 69.40(17) . . ? O1 Sm1 O5 69.28(19) . . ? O2 Sm1 O5 68.24(16) . . ? O3 Sm1 O5 124.58(17) . . ? O4 Sm1 O5 131.19(18) . . ? O6 Sm1 N3 136.9(2) . . ? O1 Sm1 N3 70.03(19) . . ? O2 Sm1 N3 77.41(18) . . ? O3 Sm1 N3 71.7(2) . . ? O4 Sm1 N3 95.63(19) . . ? O5 Sm1 N3 133.0(2) . . ? O6 Sm1 N1 79.3(2) . 2_565 ? O1 Sm1 N1 136.36(18) . 2_565 ? O2 Sm1 N1 83.69(18) . 2_565 ? O3 Sm1 N1 68.5(2) . 2_565 ? O4 Sm1 N1 77.44(18) . 2_565 ? O5 Sm1 N1 68.3(2) . 2_565 ? N3 Sm1 N1 139.2(2) . 2_565 ? O6 Sm1 N2 75.28(19) . . ? O1 Sm1 N2 70.98(18) . . ? O2 Sm1 N2 131.63(18) . . ? O3 Sm1 N2 112.37(19) . . ? O4 Sm1 N2 71.02(18) . . ? O5 Sm1 N2 123.00(19) . . ? N3 Sm1 N2 61.6(2) . . ? N1 Sm1 N2 144.45(17) 2_565 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag F1 C1 C2 O1 -63.2(9) . . . . ? F3 C1 C2 O1 177.3(7) . . . . ? F2 C1 C2 O1 59.1(9) . . . . ? F1 C1 C2 C3 136.8(7) . . . . ? F3 C1 C2 C3 17.3(10) . . . . ? F2 C1 C2 C3 -100.9(8) . . . . ? O1 C2 C3 C4 13.4(14) . . . . ? C1 C2 C3 C4 168.3(8) . . . . ? C2 C3 C4 O2 10.0(14) . . . . ? C2 C3 C4 C5 172.1(8) . . . . ? O2 C4 C5 F6 -58.9(10) . . . . ? C3 C4 C5 F6 136.4(7) . . . . ? O2 C4 C5 F5 -171.0(7) . . . . ? C3 C4 C5 F5 24.2(11) . . . . ? O2 C4 C5 F4 65.2(10) . . . . ? C3 C4 C5 F4 -99.6(8) . . . . ? F7 C6 C7 O3 -51.6(9) . . . . ? F8 C6 C7 O3 64.5(9) . . . . ? F9 C6 C7 O3 -169.8(6) . . . . ? F7 C6 C7 C8 131.1(8) . . . . ? F8 C6 C7 C8 -112.8(9) . . . . ? F9 C6 C7 C8 13.0(10) . . . . ? O3 C7 C8 C9 4.7(14) . . . . ? C6 C7 C8 C9 -178.3(8) . . . . ? C7 C8 C9 O4 -4.9(14) . . . . ? C7 C8 C9 C10 -178.6(8) . . . . ? O4 C9 C10 F12 174.1(6) . . . . ? C8 C9 C10 F12 -11.5(11) . . . . ? O4 C9 C10 F10 58.9(9) . . . . ? C8 C9 C10 F10 -126.7(8) . . . . ? O4 C9 C10 F11 -64.0(8) . . . . ? C8 C9 C10 F11 110.4(9) . . . . ? F15 C11 C12 O5 177.0(8) . . . . ? F13 C11 C12 O5 -61.6(10) . . . . ? F14 C11 C12 O5 54.5(10) . . . . ? F15 C11 C12 C13 -11.2(11) . . . . ? F13 C11 C12 C13 110.2(8) . . . . ? F14 C11 C12 C13 -133.6(7) . . . . ? O5 C12 C13 C14 -10.5(15) . . . . ? C11 C12 C13 C14 178.2(8) . . . . ? C12 C13 C14 O6 2.6(15) . . . . ? C12 C13 C14 C15 179.1(8) . . . . ? O6 C14 C15 F17 65.0(10) . . . . ? C13 C14 C15 F17 -111.7(9) . . . . ? O6 C14 C15 F16 -57.9(11) . . . . ? C13 C14 C15 F16 125.3(8) . . . . ? O6 C14 C15 F18 -178.2(8) . . . . ? C13 C14 C15 F18 5.0(11) . . . . ? N2 C16 C17 N1 1.7(13) . . . . ? N1 C18 C19 N2 0.3(13) . . . . ? N1 C18 C19 C20 -179.6(8) . . . . ? C18 C19 C20 N3 -178.8(8) . . . . ? N2 C19 C20 N3 1.4(11) . . . . ? C18 C19 C20 C21 2.0(13) . . . . ? N2 C19 C20 C21 -177.8(7) . . . . ? N3 C20 C21 C22 1.7(11) . . . . ? C19 C20 C21 C22 -179.1(7) . . . . ? C20 C21 C22 C23 -1.8(12) . . . . ? C20 C21 C22 C28 176.1(7) . . . . ? C21 C22 C23 C24 1.1(12) . . . . ? C28 C22 C23 C24 -177.0(7) . . . . ? C21 C22 C23 C25 -166.9(7) . . . . ? C28 C22 C23 C25 15.1(11) . . . . ? C22 C23 C24 N3 -0.1(13) . . . . ? C25 C23 C24 N3 167.4(7) . . . . ? C24 C23 C25 C29 140.0(8) . . . . ? C22 C23 C25 C29 -52.3(10) . . . . ? C24 C23 C25 C26 -128.2(8) . . . . ? C22 C23 C25 C26 39.5(9) . . . . ? C23 C25 C26 C27 -80.1(6) . . . . ? C29 C25 C26 C27 36.2(6) . . . . ? C25 C26 C27 C28 89.9(7) . . . . ? C25 C26 C27 C29 -35.1(5) . . . . ? C26 C27 C28 C22 -43.9(9) . . . . ? C29 C27 C28 C22 55.4(9) . . . . ? C23 C22 C28 C27 -14.0(10) . . . . ? C21 C22 C28 C27 168.1(7) . . . . ? C23 C25 C29 C30 -26.6(9) . . . . ? C26 C25 C29 C30 -130.6(6) . . . . ? C23 C25 C29 C31 -147.0(8) . . . . ? C26 C25 C29 C31 109.0(8) . . . . ? C23 C25 C29 C27 68.3(8) . . . . ? C26 C25 C29 C27 -35.7(5) . . . . ? C28 C27 C29 C30 25.8(8) . . . . ? C26 C27 C29 C30 140.3(5) . . . . ? C28 C27 C29 C31 144.4(9) . . . . ? C26 C27 C29 C31 -101.1(10) . . . . ? C28 C27 C29 C25 -78.4(8) . . . . ? C26 C27 C29 C25 36.1(6) . . . . ? C16 C17 N1 C18 -0.2(13) . . . . ? C16 C17 N1 Sm1 -179.7(6) . . . 2_564 ? C19 C18 N1 C17 -0.8(13) . . . . ? C19 C18 N1 Sm1 178.7(7) . . . 2_564 ? C17 C16 N2 C19 -2.2(12) . . . . ? C17 C16 N2 Sm1 163.4(6) . . . . ? C18 C19 N2 C16 1.2(12) . . . . ? C20 C19 N2 C16 -178.9(7) . . . . ? C18 C19 N2 Sm1 -164.9(7) . . . . ? C20 C19 N2 Sm1 15.0(10) . . . . ? C23 C24 N3 C20 0.0(11) . . . . ? C23 C24 N3 Sm1 -162.5(6) . . . . ? C21 C20 N3 C24 -0.7(11) . . . . ? C19 C20 N3 C24 180.0(7) . . . . ? C21 C20 N3 Sm1 161.1(5) . . . . ? C19 C20 N3 Sm1 -18.2(9) . . . . ? C3 C2 O1 Sm1 -25.7(14) . . . . ? C1 C2 O1 Sm1 179.7(5) . . . . ? C3 C4 O2 Sm1 -18.8(15) . . . . ? C5 C4 O2 Sm1 179.6(5) . . . . ? C8 C7 O3 Sm1 -2.0(13) . . . . ? C6 C7 O3 Sm1 -179.2(5) . . . . ? C8 C9 O4 Sm1 2.2(13) . . . . ? C10 C9 O4 Sm1 176.5(5) . . . . ? C13 C12 O5 Sm1 13.2(14) . . . . ? C11 C12 O5 Sm1 -175.9(6) . . . . ? C13 C14 O6 Sm1 3.5(16) . . . . ? C15 C14 O6 Sm1 -173.1(6) . . . . ? C14 O6 Sm1 O1 -67.9(9) . . . . ? C14 O6 Sm1 O2 0.3(11) . . . . ? C14 O6 Sm1 O3 116.2(9) . . . . ? C14 O6 Sm1 O4 148.7(10) . . . . ? C14 O6 Sm1 O5 -2.3(9) . . . . ? C14 O6 Sm1 N3 -133.9(9) . . . . ? C14 O6 Sm1 N1 68.4(9) . . . 2_565 ? C14 O6 Sm1 N2 -136.7(10) . . . . ? C2 O1 Sm1 O6 152.0(7) . . . . ? C2 O1 Sm1 O2 13.2(7) . . . . ? C2 O1 Sm1 O3 -32.2(7) . . . . ? C2 O1 Sm1 O4 -142.7(6) . . . . ? C2 O1 Sm1 O5 86.2(7) . . . . ? C2 O1 Sm1 N3 -69.7(7) . . . . ? C2 O1 Sm1 N1 72.2(7) . . . 2_565 ? C2 O1 Sm1 N2 -135.5(7) . . . . ? C4 O2 Sm1 O6 -70.0(8) . . . . ? C4 O2 Sm1 O1 6.9(8) . . . . ? C4 O2 Sm1 O3 154.1(8) . . . . ? C4 O2 Sm1 O4 162.9(7) . . . . ? C4 O2 Sm1 O5 -67.5(8) . . . . ? C4 O2 Sm1 N3 79.8(8) . . . . ? C4 O2 Sm1 N1 -136.6(8) . . . 2_565 ? C4 O2 Sm1 N2 48.0(8) . . . . ? C7 O3 Sm1 O6 33.0(8) . . . . ? C7 O3 Sm1 O1 -141.4(7) . . . . ? C7 O3 Sm1 O2 173.9(8) . . . . ? C7 O3 Sm1 O4 -0.2(7) . . . . ? C7 O3 Sm1 O5 125.5(7) . . . . ? C7 O3 Sm1 N3 -104.4(8) . . . . ? C7 O3 Sm1 N1 84.6(8) . . . 2_565 ? C7 O3 Sm1 N2 -57.0(8) . . . . ? C9 O4 Sm1 O6 -154.4(8) . . . . ? C9 O4 Sm1 O1 132.3(7) . . . . ? C9 O4 Sm1 O2 -9.1(9) . . . . ? C9 O4 Sm1 O3 0.0(8) . . . . ? C9 O4 Sm1 O5 -117.2(8) . . . . ? C9 O4 Sm1 N3 67.7(8) . . . . ? C9 O4 Sm1 N1 -71.6(8) . . . 2_565 ? C9 O4 Sm1 N2 125.1(8) . . . . ? C12 O5 Sm1 O6 -6.4(8) . . . . ? C12 O5 Sm1 O1 97.6(8) . . . . ? C12 O5 Sm1 O2 175.4(9) . . . . ? C12 O5 Sm1 O3 -133.8(8) . . . . ? C12 O5 Sm1 O4 -44.1(9) . . . . ? C12 O5 Sm1 N3 129.2(8) . . . . ? C12 O5 Sm1 N1 -92.8(8) . . . 2_565 ? C12 O5 Sm1 N2 49.0(9) . . . . ? C24 N3 Sm1 O6 176.8(5) . . . . ? C20 N3 Sm1 O6 14.7(7) . . . . ? C24 N3 Sm1 O1 101.4(6) . . . . ? C20 N3 Sm1 O1 -60.7(5) . . . . ? C24 N3 Sm1 O2 26.6(5) . . . . ? C20 N3 Sm1 O2 -135.6(6) . . . . ? C24 N3 Sm1 O3 -50.7(5) . . . . ? C20 N3 Sm1 O3 147.2(6) . . . . ? C24 N3 Sm1 O4 -115.2(5) . . . . ? C20 N3 Sm1 O4 82.7(5) . . . . ? C24 N3 Sm1 O5 69.9(6) . . . . ? C20 N3 Sm1 O5 -92.2(6) . . . . ? C24 N3 Sm1 N1 -37.9(7) . . . 2_565 ? C20 N3 Sm1 N1 160.0(5) . . . 2_565 ? C24 N3 Sm1 N2 180.0(6) . . . . ? C20 N3 Sm1 N2 17.8(5) . . . . ? C16 N2 Sm1 O6 -4.6(6) . . . . ? C19 N2 Sm1 O6 161.5(6) . . . . ? C16 N2 Sm1 O1 -105.3(6) . . . . ? C19 N2 Sm1 O1 60.7(6) . . . . ? C16 N2 Sm1 O2 -146.6(5) . . . . ? C19 N2 Sm1 O2 19.5(7) . . . . ? C16 N2 Sm1 O3 125.1(6) . . . . ? C19 N2 Sm1 O3 -68.9(6) . . . . ? C16 N2 Sm1 O4 70.0(6) . . . . ? C19 N2 Sm1 O4 -124.0(6) . . . . ? C16 N2 Sm1 O5 -57.4(6) . . . . ? C19 N2 Sm1 O5 108.7(6) . . . . ? C16 N2 Sm1 N3 177.6(6) . . . . ? C19 N2 Sm1 N3 -16.3(5) . . . . ? C16 N2 Sm1 N1 41.2(7) . . . 2_565 ? C19 N2 Sm1 N1 -152.7(6) . . . 2_565 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.971 _refine_diff_density_min -0.664 _refine_diff_density_rms 0.154 _database_code_depnum_ccdc_archive 'CCDC 947868' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_Eu-2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C31 H20 Eu F18 N3 O6, H2 O' _chemical_formula_sum 'C31 H22 Eu F18 N3 O7' _chemical_formula_weight 1042.48 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'Cc ' _symmetry_space_group_name_Hall 'C -2yc ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z+1/2' _cell_length_a 20.877(3) _cell_length_b 13.855(2) _cell_length_c 15.4357(17) _cell_angle_alpha 90.00 _cell_angle_beta 92.156(11) _cell_angle_gamma 90.00 _cell_volume 4461.6(10) _cell_formula_units_Z 4 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 3417 _cell_measurement_theta_min 2.12 _cell_measurement_theta_max 24.61 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.552 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2040 _exptl_absorpt_coefficient_mu 1.523 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6929 _exptl_absorpt_correction_T_max 0.7505 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _exptl_special_details ; ? ; _diffrn_ambient_temperature 291(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD' _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 9253 _diffrn_reflns_av_R_equivalents 0.0156 _diffrn_reflns_av_sigmaI/netI 0.0602 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.21 _diffrn_reflns_theta_max 26.00 _reflns_number_total 5862 _reflns_number_gt 5217 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.08P)^2^+1.99P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.078(18) _refine_ls_number_reflns 5862 _refine_ls_number_parameters 562 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0554 _refine_ls_R_factor_gt 0.0528 _refine_ls_wR_factor_ref 0.1355 _refine_ls_wR_factor_gt 0.1344 _refine_ls_goodness_of_fit_ref 1.071 _refine_ls_restrained_S_all 1.071 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.1102(5) 0.7310(8) 0.8782(7) 0.048(3) Uani 1 1 d . . . C2 C 0.1466(5) 0.7148(7) 0.9608(7) 0.046(2) Uani 1 1 d . . . C3 C 0.1499(5) 0.7912(7) 1.0184(6) 0.044(2) Uani 1 1 d . . . H3 H 0.1228 0.8432 1.0068 0.052 Uiso 1 1 calc R . . C4 C 0.1876(5) 0.7969(8) 1.0876(7) 0.049(3) Uani 1 1 d . . . C5 C 0.1846(5) 0.8746(7) 1.1571(7) 0.045(3) Uani 1 1 d . . . C6 C 0.4544(5) 0.6969(7) 1.1911(7) 0.045(2) Uani 1 1 d . . . C7 C 0.4149(5) 0.6243(7) 1.1411(7) 0.043(2) Uani 1 1 d . . . C8 C 0.4447(5) 0.5374(8) 1.1271(7) 0.051(3) Uani 1 1 d . . . H8 H 0.4871 0.5269 1.1451 0.062 Uiso 1 1 calc R . . C9 C 0.4089(5) 0.4662(7) 1.0849(7) 0.045(2) Uani 1 1 d . . . C10 C 0.4389(5) 0.3675(7) 1.0729(7) 0.046(2) Uani 1 1 d . . . C11 C 0.0592(5) 0.5499(8) 1.1757(8) 0.048(2) Uani 1 1 d . . . C12 C 0.1202(5) 0.5131(8) 1.1360(7) 0.047(2) Uani 1 1 d . . . C13 C 0.1257(5) 0.4130(6) 1.1166(7) 0.042(2) Uani 1 1 d . . . H13 H 0.0903 0.3754 1.1291 0.050 Uiso 1 1 calc R . . C14 C 0.1772(6) 0.3631(9) 1.0812(8) 0.056(3) Uani 1 1 d . . . C15 C 0.1820(5) 0.2540(7) 1.0634(7) 0.048(2) Uani 1 1 d . . . C16 C 0.2711(6) 0.4258(6) 0.8719(8) 0.043(2) Uani 1 1 d . . . H16 H 0.2647 0.3790 0.9139 0.052 Uiso 1 1 calc R . . C17 C 0.2669(5) 0.4017(7) 0.7847(7) 0.042(2) Uani 1 1 d . . . H17 H 0.2576 0.3385 0.7683 0.050 Uiso 1 1 calc R . . C18 C 0.2916(6) 0.5648(7) 0.7476(7) 0.042(2) Uani 1 1 d . . . H18 H 0.3001 0.6108 0.7056 0.050 Uiso 1 1 calc R . . C19 C 0.2943(6) 0.5896(7) 0.8339(7) 0.041(2) Uani 1 1 d . . . C20 C 0.3096(5) 0.6852(7) 0.8623(6) 0.040(2) Uani 1 1 d . . . C21 C 0.3201(5) 0.7587(6) 0.8028(7) 0.045(2) Uani 1 1 d . . . H21 H 0.3173 0.7465 0.7435 0.054 Uiso 1 1 calc R . . C22 C 0.3354(5) 0.8535(7) 0.8349(7) 0.045(2) Uani 1 1 d . . . C23 C 0.3398(5) 0.8671(8) 0.9251(7) 0.045(3) Uani 1 1 d . . . C24 C 0.3297(5) 0.7919(7) 0.9805(8) 0.050(3) Uani 1 1 d . . . H24 H 0.3332 0.8023 1.0400 0.060 Uiso 1 1 calc R . . C25 C 0.3420(6) 0.9702(7) 0.9581(7) 0.050(3) Uani 1 1 d . . . H25 H 0.3370 0.9789 1.0205 0.060 Uiso 1 1 calc R . . C26 C 0.2932(5) 1.0279(8) 0.8956(7) 0.054(3) Uani 1 1 d . . . H26A H 0.2555 0.9917 0.8766 0.065 Uiso 1 1 calc R . . H26B H 0.2824 1.0920 0.9157 0.065 Uiso 1 1 calc R . . C27 C 0.3498(5) 1.0243(7) 0.8324(7) 0.046(2) Uani 1 1 d . . . H27 H 0.3510 1.0834 0.7976 0.055 Uiso 1 1 calc R . . C28 C 0.3499(5) 0.9385(7) 0.7762(8) 0.047(2) Uani 1 1 d . . . H28A H 0.3914 0.9304 0.7508 0.056 Uiso 1 1 calc R . . H28B H 0.3174 0.9442 0.7299 0.056 Uiso 1 1 calc R . . C29 C 0.3911(5) 1.0355(8) 0.9161(7) 0.050(3) Uani 1 1 d . . . C30 C 0.4450(5) 0.9673(7) 0.8925(7) 0.048(2) Uani 1 1 d . . . H30A H 0.4742 0.9593 0.9416 0.072 Uiso 1 1 calc R . . H30B H 0.4676 0.9938 0.8449 0.072 Uiso 1 1 calc R . . H30C H 0.4273 0.9057 0.8760 0.072 Uiso 1 1 calc R . . C31 C 0.4033(5) 1.1361(7) 0.9619(7) 0.048(2) Uani 1 1 d . . . H31A H 0.4113 1.1264 1.0229 0.072 Uiso 1 1 calc R . . H31B H 0.3662 1.1764 0.9529 0.072 Uiso 1 1 calc R . . H31C H 0.4397 1.1669 0.9376 0.072 Uiso 1 1 calc R . . Eu1 Eu 0.26244(3) 0.57886(3) 1.05692(3) 0.04127(15) Uani 1 1 d . . . F1 F 0.1516(3) 0.7461(4) 0.8144(4) 0.0508(14) Uani 1 1 d . . . F2 F 0.0792(3) 0.6512(4) 0.8542(4) 0.0533(15) Uani 1 1 d . . . F3 F 0.0781(3) 0.8139(4) 0.8819(4) 0.0506(14) Uani 1 1 d . . . F4 F 0.2366(3) 0.9229(4) 1.1535(5) 0.0551(17) Uani 1 1 d . . . F5 F 0.1351(3) 0.9189(4) 1.1499(5) 0.0555(17) Uani 1 1 d . . . F6 F 0.1864(3) 0.8267(4) 1.2242(4) 0.0524(15) Uani 1 1 d . . . F7 F 0.4482(3) 0.7819(4) 1.1532(4) 0.0508(15) Uani 1 1 d . . . F8 F 0.4314(3) 0.7105(5) 1.2695(4) 0.0513(16) Uani 1 1 d . . . F9 F 0.5161(3) 0.6747(4) 1.1859(4) 0.0487(14) Uani 1 1 d . . . F10 F 0.4313(3) 0.3420(4) 0.9893(4) 0.0487(14) Uani 1 1 d . . . F11 F 0.4107(3) 0.3024(4) 1.1193(4) 0.0479(14) Uani 1 1 d . . . F12 F 0.5004(3) 0.3695(4) 1.0959(4) 0.0492(14) Uani 1 1 d . . . F13 F 0.0642(3) 0.5363(5) 1.2597(5) 0.0563(17) Uani 1 1 d . . . F14 F 0.0461(3) 0.6364(4) 1.1462(4) 0.0514(14) Uani 1 1 d . . . F15 F 0.0112(3) 0.4938(4) 1.1483(4) 0.0523(15) Uani 1 1 d . . . F16 F 0.1864(3) 0.2317(4) 0.9802(4) 0.0473(14) Uani 1 1 d . . . F17 F 0.2317(3) 0.2144(4) 1.1107(4) 0.0492(14) Uani 1 1 d . . . F18 F 0.1302(3) 0.2048(4) 1.0884(4) 0.0506(14) Uani 1 1 d . . . N1 N 0.2761(4) 0.4698(6) 0.7231(5) 0.0438(19) Uani 1 1 d . . . N2 N 0.2847(4) 0.5193(5) 0.8961(5) 0.0395(17) Uani 1 1 d . . . N3 N 0.3144(4) 0.7001(5) 0.9492(6) 0.0420(18) Uani 1 1 d . . . O1 O 0.1750(3) 0.6427(5) 0.9650(5) 0.0435(17) Uani 1 1 d . . . O2 O 0.2351(3) 0.7296(4) 1.1129(5) 0.0431(15) Uani 1 1 d . . . O3 O 0.3562(4) 0.6446(5) 1.1198(5) 0.0437(17) Uani 1 1 d . . . O4 O 0.3505(3) 0.4681(5) 1.0594(4) 0.0416(15) Uani 1 1 d . . . O5 O 0.1570(4) 0.5722(5) 1.1245(5) 0.0475(18) Uani 1 1 d . . . O6 O 0.2208(3) 0.4190(5) 1.0547(5) 0.0481(18) Uani 1 1 d . . . O1W O 0.0839(8) 0.0530(12) 0.9106(13) 0.050(5) Uani 0.40 1 d P . . H1X H 0.0592 0.0319 0.8694 0.060 Uiso 0.40 1 d PR . . H1Y H 0.1211 0.0289 0.9063 0.060 Uiso 0.40 1 d PR . . O2W O 0.4622(14) 0.526(3) 0.868(2) 0.084(12) Uani 0.30 1 d P . . H2X H 0.4308 0.4872 0.8715 0.101 Uiso 0.30 1 d PR . . H2Y H 0.4580 0.5579 0.8206 0.101 Uiso 0.30 1 d PR . . O3W O 0.5280(13) 0.2546(19) 0.3751(19) 0.063(7) Uani 0.30 1 d P . . H3X H 0.5213 0.2815 0.4238 0.076 Uiso 0.30 1 d PR . . H3Y H 0.4951 0.2613 0.3409 0.076 Uiso 0.30 1 d PR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.044(5) 0.054(6) 0.043(6) -0.010(5) -0.010(5) 0.011(5) C2 0.049(5) 0.044(5) 0.045(6) -0.009(4) -0.014(5) 0.013(4) C3 0.050(5) 0.044(5) 0.036(5) 0.004(4) -0.009(4) 0.019(4) C4 0.042(5) 0.059(6) 0.044(6) -0.014(5) -0.007(5) -0.001(5) C5 0.056(6) 0.038(5) 0.041(7) 0.003(4) -0.012(5) 0.007(5) C6 0.050(5) 0.039(5) 0.045(6) 0.013(4) 0.012(4) -0.006(4) C7 0.046(5) 0.042(5) 0.041(6) 0.001(4) -0.009(4) 0.000(4) C8 0.048(5) 0.049(5) 0.056(7) -0.009(5) -0.018(5) 0.008(5) C9 0.048(5) 0.043(5) 0.042(6) -0.008(4) -0.004(4) 0.012(4) C10 0.041(5) 0.039(5) 0.058(7) -0.013(4) 0.011(4) 0.011(4) C11 0.046(5) 0.054(6) 0.046(7) -0.007(5) 0.014(4) -0.012(5) C12 0.045(5) 0.050(6) 0.047(6) 0.008(5) 0.012(4) 0.006(5) C13 0.038(5) 0.040(5) 0.049(7) 0.009(4) 0.014(4) -0.003(4) C14 0.054(6) 0.071(7) 0.046(7) -0.011(5) 0.019(5) -0.020(6) C15 0.035(4) 0.055(6) 0.053(7) -0.010(5) 0.002(4) -0.006(4) C16 0.050(6) 0.043(5) 0.038(6) 0.012(4) 0.022(5) 0.010(4) C17 0.044(5) 0.039(4) 0.043(6) 0.010(4) 0.004(5) 0.009(4) C18 0.048(6) 0.039(4) 0.039(6) -0.017(4) 0.014(5) -0.005(4) C19 0.046(6) 0.046(5) 0.032(6) 0.007(4) 0.001(4) -0.006(4) C20 0.044(5) 0.049(5) 0.027(5) 0.010(4) 0.008(4) 0.004(4) C21 0.056(6) 0.035(5) 0.042(6) 0.009(4) -0.012(5) 0.007(4) C22 0.046(5) 0.042(5) 0.046(6) -0.017(4) 0.010(4) -0.011(4) C23 0.055(6) 0.042(6) 0.039(7) -0.020(4) 0.009(5) -0.017(5) C24 0.044(5) 0.041(5) 0.063(7) 0.005(5) -0.014(5) -0.016(4) C25 0.068(7) 0.041(5) 0.039(6) 0.004(4) -0.007(5) -0.013(5) C26 0.055(6) 0.063(6) 0.045(6) -0.015(5) -0.009(5) 0.014(5) C27 0.053(5) 0.045(5) 0.042(6) 0.013(4) 0.010(4) -0.011(4) C28 0.040(5) 0.046(5) 0.055(7) 0.005(5) 0.009(5) -0.009(4) C29 0.049(5) 0.051(6) 0.050(6) 0.009(5) -0.011(5) -0.016(5) C30 0.050(5) 0.045(5) 0.049(6) 0.014(4) 0.011(5) -0.012(4) C31 0.046(5) 0.049(6) 0.048(6) -0.011(5) 0.010(5) -0.017(4) Eu1 0.0429(2) 0.0416(2) 0.0385(3) -0.0090(2) -0.00841(17) -0.0098(2) F1 0.052(3) 0.052(3) 0.047(4) 0.011(3) -0.010(3) 0.010(3) F2 0.046(3) 0.053(3) 0.060(4) -0.011(3) -0.015(3) 0.004(3) F3 0.048(3) 0.054(3) 0.049(4) -0.012(3) -0.007(3) 0.016(3) F4 0.045(3) 0.051(3) 0.068(5) -0.016(3) -0.013(3) 0.009(2) F5 0.052(4) 0.053(4) 0.059(4) -0.019(3) -0.020(3) 0.015(3) F6 0.056(4) 0.052(3) 0.049(4) 0.014(3) -0.015(3) 0.013(3) F7 0.049(3) 0.043(3) 0.059(4) -0.007(3) -0.015(3) -0.011(2) F8 0.048(3) 0.058(4) 0.046(4) -0.018(3) -0.014(3) -0.009(3) F9 0.041(3) 0.052(3) 0.052(4) -0.011(3) -0.009(3) -0.013(2) F10 0.052(3) 0.049(3) 0.045(3) -0.018(3) 0.006(3) 0.014(3) F11 0.047(3) 0.043(3) 0.054(4) 0.010(3) 0.006(3) 0.012(2) F12 0.046(3) 0.047(3) 0.055(4) -0.012(3) 0.007(3) 0.009(2) F13 0.047(4) 0.060(4) 0.062(5) -0.018(3) 0.014(3) -0.006(3) F14 0.052(3) 0.044(3) 0.059(4) -0.011(3) 0.012(3) 0.015(3) F15 0.048(3) 0.053(3) 0.057(4) -0.014(3) 0.014(3) -0.006(3) F16 0.049(3) 0.046(3) 0.047(4) -0.011(3) 0.008(3) -0.007(2) F17 0.055(3) 0.044(3) 0.048(4) -0.011(2) -0.003(3) 0.006(3) F18 0.053(3) 0.049(3) 0.051(4) -0.014(3) 0.019(3) -0.015(3) N1 0.046(4) 0.052(5) 0.033(5) -0.009(4) 0.009(4) 0.007(4) N2 0.044(4) 0.041(4) 0.034(4) 0.011(3) 0.008(3) -0.008(3) N3 0.050(4) 0.032(4) 0.045(5) 0.003(3) 0.013(4) 0.007(3) O1 0.044(4) 0.048(4) 0.040(4) 0.011(3) 0.010(3) -0.010(3) O2 0.048(4) 0.040(3) 0.042(4) -0.007(3) 0.004(3) -0.008(3) O3 0.048(4) 0.041(3) 0.041(4) -0.006(3) -0.004(3) 0.008(3) O4 0.041(3) 0.044(3) 0.040(4) -0.009(3) 0.010(3) -0.012(3) O5 0.048(4) 0.045(4) 0.050(5) 0.008(3) 0.001(3) -0.011(3) O6 0.038(4) 0.060(4) 0.047(5) -0.014(3) 0.011(3) -0.009(3) O1W 0.040(9) 0.037(8) 0.070(13) 0.005(8) -0.024(8) 0.024(7) O2W 0.043(16) 0.09(2) 0.11(3) -0.06(2) -0.031(16) 0.042(16) O3W 0.054(14) 0.065(16) 0.07(2) 0.012(13) -0.015(13) -0.018(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 F2 1.327(12) . ? C1 F3 1.333(12) . ? C1 F1 1.350(13) . ? C1 C2 1.476(13) . ? C2 O1 1.162(12) . ? C2 C3 1.382(14) . ? C3 C4 1.305(14) . ? C3 H3 0.9300 . ? C4 O2 1.406(13) . ? C4 C5 1.523(15) . ? C5 F5 1.204(12) . ? C5 F6 1.231(12) . ? C5 F4 1.277(13) . ? C6 F7 1.318(10) . ? C6 F9 1.330(11) . ? C6 F8 1.332(12) . ? C6 C7 1.495(14) . ? C7 O3 1.288(12) . ? C7 C8 1.377(15) . ? C8 C9 1.385(14) . ? C8 H8 0.9300 . ? C9 O4 1.267(11) . ? C9 C10 1.519(13) . ? C10 F11 1.305(12) . ? C10 F12 1.320(11) . ? C10 F10 1.342(12) . ? C11 F14 1.308(13) . ? C11 F13 1.310(14) . ? C11 F15 1.325(11) . ? C11 C12 1.521(14) . ? C12 O5 1.141(12) . ? C12 C13 1.425(14) . ? C13 C14 1.406(15) . ? C13 H13 0.9300 . ? C14 O6 1.275(13) . ? C14 C15 1.541(16) . ? C15 F16 1.328(12) . ? C15 F18 1.347(11) . ? C15 F17 1.360(12) . ? C16 N2 1.375(12) . ? C16 C17 1.386(16) . ? C16 H16 0.9300 . ? C17 N1 1.359(13) . ? C17 H17 0.9300 . ? C18 C19 1.376(15) . ? C18 N1 1.404(12) . ? C18 H18 0.9300 . ? C19 N2 1.387(12) . ? C19 C20 1.428(14) . ? C20 N3 1.358(13) . ? C20 C21 1.393(13) . ? C21 C22 1.436(13) . ? C21 H21 0.9300 . ? C22 C23 1.405(14) . ? C22 C28 1.523(15) . ? C23 C24 1.369(15) . ? C23 C25 1.517(15) . ? C24 N3 1.394(12) . ? C24 H24 0.9300 . ? C25 C29 1.530(15) . ? C25 C26 1.592(15) . ? C25 H25 0.9800 . ? C26 C27 1.561(15) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C27 C28 1.472(15) . ? C27 C29 1.535(14) . ? C27 H27 0.9800 . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 C30 1.525(15) . ? C29 C31 1.579(14) . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? Eu1 O3 2.337(7) . ? Eu1 O2 2.339(6) . ? Eu1 O6 2.379(7) . ? Eu1 O4 2.393(7) . ? Eu1 O1 2.436(8) . ? Eu1 O5 2.473(8) . ? Eu1 N3 2.627(8) . ? Eu1 N1 2.657(8) 2_565 ? Eu1 N2 2.673(8) . ? N1 Eu1 2.657(8) 2_564 ? O1W H1X 0.8554 . ? O1W H1Y 0.8506 . ? O2W H2X 0.8491 . ? O2W H2Y 0.8552 . ? O3W H3X 0.8558 . ? O3W H3Y 0.8552 . ? 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 F2 C1 F3 119.2(9) . . ? F2 C1 F1 104.2(8) . . ? F3 C1 F1 103.6(9) . . ? F2 C1 C2 110.1(9) . . ? F3 C1 C2 109.8(8) . . ? F1 C1 C2 109.2(9) . . ? O1 C2 C3 127.5(9) . . ? O1 C2 C1 115.2(9) . . ? C3 C2 C1 116.8(8) . . ? C4 C3 C2 126.0(9) . . ? C4 C3 H3 117.0 . . ? C2 C3 H3 117.0 . . ? C3 C4 O2 125.8(9) . . ? C3 C4 C5 125.4(10) . . ? O2 C4 C5 108.7(8) . . ? F5 C5 F6 110.6(11) . . ? F5 C5 F4 117.2(9) . . ? F6 C5 F4 108.7(9) . . ? F5 C5 C4 110.7(9) . . ? F6 C5 C4 102.2(9) . . ? F4 C5 C4 106.4(10) . . ? F7 C6 F9 105.0(7) . . ? F7 C6 F8 104.1(8) . . ? F9 C6 F8 118.0(9) . . ? F7 C6 C7 109.2(8) . . ? F9 C6 C7 109.3(8) . . ? F8 C6 C7 110.7(8) . . ? O3 C7 C8 125.5(9) . . ? O3 C7 C6 119.1(9) . . ? C8 C7 C6 115.2(9) . . ? C7 C8 C9 117.3(9) . . ? C7 C8 H8 121.4 . . ? C9 C8 H8 121.4 . . ? O4 C9 C8 128.9(9) . . ? O4 C9 C10 112.2(9) . . ? C8 C9 C10 118.7(9) . . ? F11 C10 F12 108.7(9) . . ? F11 C10 F10 107.9(8) . . ? F12 C10 F10 110.0(8) . . ? F11 C10 C9 111.0(8) . . ? F12 C10 C9 110.4(8) . . ? F10 C10 C9 108.7(8) . . ? F14 C11 F13 118.9(9) . . ? F14 C11 F15 106.3(9) . . ? F13 C11 F15 105.2(8) . . ? F14 C11 C12 109.5(9) . . ? F13 C11 C12 108.3(9) . . ? F15 C11 C12 108.0(9) . . ? O5 C12 C13 127.2(10) . . ? O5 C12 C11 113.7(10) . . ? C13 C12 C11 119.1(9) . . ? C14 C13 C12 129.0(9) . . ? C14 C13 H13 115.5 . . ? C12 C13 H13 115.5 . . ? O6 C14 C13 113.1(10) . . ? O6 C14 C15 119.1(10) . . ? C13 C14 C15 127.4(9) . . ? F16 C15 F18 104.2(7) . . ? F16 C15 F17 110.3(8) . . ? F18 C15 F17 104.3(8) . . ? F16 C15 C14 114.0(9) . . ? F18 C15 C14 112.7(8) . . ? F17 C15 C14 110.7(8) . . ? N2 C16 C17 119.7(9) . . ? N2 C16 H16 120.1 . . ? C17 C16 H16 120.1 . . ? N1 C17 C16 120.5(10) . . ? N1 C17 H17 119.8 . . ? C16 C17 H17 119.8 . . ? C19 C18 N1 119.7(10) . . ? C19 C18 H18 120.2 . . ? N1 C18 H18 120.2 . . ? C18 C19 N2 119.6(9) . . ? C18 C19 C20 121.9(9) . . ? N2 C19 C20 118.4(9) . . ? N3 C20 C21 122.2(9) . . ? N3 C20 C19 116.8(8) . . ? C21 C20 C19 121.0(9) . . ? C20 C21 C22 118.7(10) . . ? C20 C21 H21 120.7 . . ? C22 C21 H21 120.7 . . ? C23 C22 C21 118.0(10) . . ? C23 C22 C28 118.6(9) . . ? C21 C22 C28 123.3(10) . . ? C24 C23 C22 120.8(10) . . ? C24 C23 C25 120.7(10) . . ? C22 C23 C25 117.3(10) . . ? C23 C24 N3 121.1(11) . . ? C23 C24 H24 119.5 . . ? N3 C24 H24 119.5 . . ? C23 C25 C29 115.3(10) . . ? C23 C25 C26 105.0(8) . . ? C29 C25 C26 82.5(8) . . ? C23 C25 H25 116.3 . . ? C29 C25 H25 116.3 . . ? C26 C25 H25 116.3 . . ? C27 C26 C25 83.2(8) . . ? C27 C26 H26A 114.8 . . ? C25 C26 H26A 114.8 . . ? C27 C26 H26B 114.8 . . ? C25 C26 H26B 114.8 . . ? H26A C26 H26B 111.9 . . ? C28 C27 C29 124.4(10) . . ? C28 C27 C26 114.3(9) . . ? C29 C27 C26 83.4(8) . . ? C28 C27 H27 110.6 . . ? C29 C27 H27 110.6 . . ? C26 C27 H27 110.6 . . ? C27 C28 C22 105.7(9) . . ? C27 C28 H28A 110.6 . . ? C22 C28 H28A 110.6 . . ? C27 C28 H28B 110.6 . . ? C22 C28 H28B 110.6 . . ? H28A C28 H28B 108.7 . . ? C30 C29 C25 104.3(9) . . ? C30 C29 C27 97.6(9) . . ? C25 C29 C27 86.1(7) . . ? C30 C29 C31 123.2(8) . . ? C25 C29 C31 115.6(9) . . ? C27 C29 C31 122.8(9) . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C29 C31 H31A 109.5 . . ? C29 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C29 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? O3 Eu1 O2 73.2(2) . . ? O3 Eu1 O6 132.0(3) . . ? O2 Eu1 O6 138.0(2) . . ? O3 Eu1 O4 67.2(2) . . ? O2 Eu1 O4 139.9(2) . . ? O6 Eu1 O4 71.5(2) . . ? O3 Eu1 O1 134.3(2) . . ? O2 Eu1 O1 72.7(3) . . ? O6 Eu1 O1 93.7(3) . . ? O4 Eu1 O1 143.2(2) . . ? O3 Eu1 O5 125.8(3) . . ? O2 Eu1 O5 69.2(2) . . ? O6 Eu1 O5 69.0(2) . . ? O4 Eu1 O5 131.6(2) . . ? O1 Eu1 O5 66.4(2) . . ? O3 Eu1 N3 69.8(3) . . ? O2 Eu1 N3 77.0(3) . . ? O6 Eu1 N3 138.2(3) . . ? O4 Eu1 N3 94.9(2) . . ? O1 Eu1 N3 73.6(2) . . ? O5 Eu1 N3 133.3(2) . . ? O3 Eu1 N1 68.9(3) . 2_565 ? O2 Eu1 N1 83.6(3) . 2_565 ? O6 Eu1 N1 78.7(3) . 2_565 ? O4 Eu1 N1 76.5(3) . 2_565 ? O1 Eu1 N1 134.9(3) . 2_565 ? O5 Eu1 N1 69.4(3) . 2_565 ? N3 Eu1 N1 137.9(3) . 2_565 ? O3 Eu1 N2 109.5(3) . . ? O2 Eu1 N2 132.2(2) . . ? O6 Eu1 N2 77.0(2) . . ? O4 Eu1 N2 69.9(2) . . ? O1 Eu1 N2 74.0(3) . . ? O5 Eu1 N2 124.7(3) . . ? N3 Eu1 N2 61.3(2) . . ? N1 Eu1 N2 143.3(2) 2_565 . ? C17 N1 C18 120.0(9) . . ? C17 N1 Eu1 119.1(7) . 2_564 ? C18 N1 Eu1 120.9(7) . 2_564 ? C16 N2 C19 120.4(9) . . ? C16 N2 Eu1 120.1(6) . . ? C19 N2 Eu1 117.4(6) . . ? C20 N3 C24 119.3(9) . . ? C20 N3 Eu1 120.8(6) . . ? C24 N3 Eu1 117.3(7) . . ? C2 O1 Eu1 135.6(7) . . ? C4 O2 Eu1 132.0(6) . . ? C7 O3 Eu1 142.7(6) . . ? C9 O4 Eu1 138.4(6) . . ? C12 O5 Eu1 135.1(7) . . ? C14 O6 Eu1 145.7(7) . . ? H1X O1W H1Y 109.5 . . ? H2X O2W H2Y 109.1 . . ? H3X O3W H3Y 109.9 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag F2 C1 C2 O1 44.7(14) . . . . ? F3 C1 C2 O1 177.9(10) . . . . ? F1 C1 C2 O1 -69.1(12) . . . . ? F2 C1 C2 C3 -143.5(10) . . . . ? F3 C1 C2 C3 -10.3(15) . . . . ? F1 C1 C2 C3 102.7(11) . . . . ? O1 C2 C3 C4 2(2) . . . . ? C1 C2 C3 C4 -168.3(12) . . . . ? C2 C3 C4 O2 5(2) . . . . ? C2 C3 C4 C5 -171.2(12) . . . . ? C3 C4 C5 F5 14.2(18) . . . . ? O2 C4 C5 F5 -162.5(9) . . . . ? C3 C4 C5 F6 132.0(12) . . . . ? O2 C4 C5 F6 -44.7(11) . . . . ? C3 C4 C5 F4 -114.1(13) . . . . ? O2 C4 C5 F4 69.2(11) . . . . ? F7 C6 C7 O3 -48.7(13) . . . . ? F9 C6 C7 O3 -163.1(9) . . . . ? F8 C6 C7 O3 65.3(12) . . . . ? F7 C6 C7 C8 135.4(10) . . . . ? F9 C6 C7 C8 21.1(13) . . . . ? F8 C6 C7 C8 -110.5(11) . . . . ? O3 C7 C8 C9 1.3(18) . . . . ? C6 C7 C8 C9 176.8(10) . . . . ? C7 C8 C9 O4 -2.9(19) . . . . ? C7 C8 C9 C10 -176.5(10) . . . . ? O4 C9 C10 F11 -62.6(12) . . . . ? C8 C9 C10 F11 112.0(12) . . . . ? O4 C9 C10 F12 176.7(9) . . . . ? C8 C9 C10 F12 -8.6(15) . . . . ? O4 C9 C10 F10 55.9(12) . . . . ? C8 C9 C10 F10 -129.4(10) . . . . ? F14 C11 C12 O5 34.5(14) . . . . ? F13 C11 C12 O5 -96.6(12) . . . . ? F15 C11 C12 O5 149.9(10) . . . . ? F14 C11 C12 C13 -145.0(10) . . . . ? F13 C11 C12 C13 83.9(12) . . . . ? F15 C11 C12 C13 -29.6(14) . . . . ? O5 C12 C13 C14 2(2) . . . . ? C11 C12 C13 C14 -179.1(11) . . . . ? C12 C13 C14 O6 -8.7(18) . . . . ? C12 C13 C14 C15 178.2(12) . . . . ? O6 C14 C15 F16 -56.1(14) . . . . ? C13 C14 C15 F16 116.6(12) . . . . ? O6 C14 C15 F18 -174.8(10) . . . . ? C13 C14 C15 F18 -2.1(17) . . . . ? O6 C14 C15 F17 68.9(14) . . . . ? C13 C14 C15 F17 -118.4(12) . . . . ? N2 C16 C17 N1 0.0(17) . . . . ? N1 C18 C19 N2 3.2(17) . . . . ? N1 C18 C19 C20 -179.8(10) . . . . ? C18 C19 C20 N3 -176.4(10) . . . . ? N2 C19 C20 N3 0.6(15) . . . . ? C18 C19 C20 C21 2.7(17) . . . . ? N2 C19 C20 C21 179.6(9) . . . . ? N3 C20 C21 C22 -1.0(15) . . . . ? C19 C20 C21 C22 180.0(10) . . . . ? C20 C21 C22 C23 0.8(15) . . . . ? C20 C21 C22 C28 177.9(9) . . . . ? C21 C22 C23 C24 0.0(16) . . . . ? C28 C22 C23 C24 -177.3(10) . . . . ? C21 C22 C23 C25 -167.6(9) . . . . ? C28 C22 C23 C25 15.2(15) . . . . ? C22 C23 C24 N3 -0.5(17) . . . . ? C25 C23 C24 N3 166.6(9) . . . . ? C24 C23 C25 C29 142.6(10) . . . . ? C22 C23 C25 C29 -49.9(13) . . . . ? C24 C23 C25 C26 -128.7(11) . . . . ? C22 C23 C25 C26 38.9(13) . . . . ? C23 C25 C26 C27 -78.3(9) . . . . ? C29 C25 C26 C27 36.0(8) . . . . ? C25 C26 C27 C28 89.0(10) . . . . ? C25 C26 C27 C29 -35.8(7) . . . . ? C29 C27 C28 C22 54.9(12) . . . . ? C26 C27 C28 C22 -44.0(12) . . . . ? C23 C22 C28 C27 -14.1(14) . . . . ? C21 C22 C28 C27 168.8(9) . . . . ? C23 C25 C29 C30 -30.3(12) . . . . ? C26 C25 C29 C30 -133.4(8) . . . . ? C23 C25 C29 C27 66.6(10) . . . . ? C26 C25 C29 C27 -36.5(7) . . . . ? C23 C25 C29 C31 -168.7(9) . . . . ? C26 C25 C29 C31 88.2(10) . . . . ? C28 C27 C29 C30 26.2(12) . . . . ? C26 C27 C29 C30 141.2(8) . . . . ? C28 C27 C29 C25 -77.8(11) . . . . ? C26 C27 C29 C25 37.3(8) . . . . ? C28 C27 C29 C31 164.1(9) . . . . ? C26 C27 C29 C31 -80.9(10) . . . . ? C16 C17 N1 C18 1.6(17) . . . . ? C16 C17 N1 Eu1 -177.3(8) . . . 2_564 ? C19 C18 N1 C17 -3.2(17) . . . . ? C19 C18 N1 Eu1 175.7(8) . . . 2_564 ? C17 C16 N2 C19 0.1(17) . . . . ? C17 C16 N2 Eu1 163.5(8) . . . . ? C18 C19 N2 C16 -1.7(17) . . . . ? C20 C19 N2 C16 -178.7(10) . . . . ? C18 C19 N2 Eu1 -165.6(9) . . . . ? C20 C19 N2 Eu1 17.4(13) . . . . ? O3 Eu1 N2 C16 125.6(8) . . . . ? O2 Eu1 N2 C16 -149.8(7) . . . . ? O6 Eu1 N2 C16 -4.7(8) . . . . ? O4 Eu1 N2 C16 70.1(8) . . . . ? O1 Eu1 N2 C16 -102.4(8) . . . . ? O5 Eu1 N2 C16 -57.2(8) . . . . ? N3 Eu1 N2 C16 177.8(9) . . . . ? N1 Eu1 N2 C16 45.0(9) 2_565 . . . ? O3 Eu1 N2 C19 -70.5(8) . . . . ? O2 Eu1 N2 C19 14.2(9) . . . . ? O6 Eu1 N2 C19 159.3(8) . . . . ? O4 Eu1 N2 C19 -125.9(8) . . . . ? O1 Eu1 N2 C19 61.5(7) . . . . ? O5 Eu1 N2 C19 106.7(7) . . . . ? N3 Eu1 N2 C19 -18.2(7) . . . . ? N1 Eu1 N2 C19 -151.0(7) 2_565 . . . ? C21 C20 N3 C24 0.5(14) . . . . ? C19 C20 N3 C24 179.6(9) . . . . ? C21 C20 N3 Eu1 161.7(7) . . . . ? C19 C20 N3 Eu1 -19.2(11) . . . . ? C23 C24 N3 C20 0.3(15) . . . . ? C23 C24 N3 Eu1 -161.6(8) . . . . ? O3 Eu1 N3 C20 146.9(7) . . . . ? O2 Eu1 N3 C20 -136.4(7) . . . . ? O6 Eu1 N3 C20 15.9(9) . . . . ? O4 Eu1 N3 C20 83.4(7) . . . . ? O1 Eu1 N3 C20 -60.9(7) . . . . ? O5 Eu1 N3 C20 -92.5(7) . . . . ? N1 Eu1 N3 C20 158.7(6) 2_565 . . . ? N2 Eu1 N3 C20 19.5(6) . . . . ? O3 Eu1 N3 C24 -51.5(7) . . . . ? O2 Eu1 N3 C24 25.1(7) . . . . ? O6 Eu1 N3 C24 177.4(6) . . . . ? O4 Eu1 N3 C24 -115.0(7) . . . . ? O1 Eu1 N3 C24 100.7(7) . . . . ? O5 Eu1 N3 C24 69.1(8) . . . . ? N1 Eu1 N3 C24 -39.7(8) 2_565 . . . ? N2 Eu1 N3 C24 -178.9(8) . . . . ? C3 C2 O1 Eu1 -8.0(19) . . . . ? C1 C2 O1 Eu1 162.7(7) . . . . ? O3 Eu1 O1 C2 -38.3(12) . . . . ? O2 Eu1 O1 C2 5.1(10) . . . . ? O6 Eu1 O1 C2 144.5(11) . . . . ? O4 Eu1 O1 C2 -151.8(10) . . . . ? O5 Eu1 O1 C2 79.4(11) . . . . ? N3 Eu1 O1 C2 -76.0(11) . . . . ? N1 Eu1 O1 C2 66.8(11) 2_565 . . . ? N2 Eu1 O1 C2 -140.1(11) . . . . ? C3 C4 O2 Eu1 -6.3(17) . . . . ? C5 C4 O2 Eu1 170.3(7) . . . . ? O3 Eu1 O2 C4 150.9(9) . . . . ? O6 Eu1 O2 C4 -74.0(9) . . . . ? O4 Eu1 O2 C4 160.4(8) . . . . ? O1 Eu1 O2 C4 1.8(8) . . . . ? O5 Eu1 O2 C4 -68.9(9) . . . . ? N3 Eu1 O2 C4 78.4(9) . . . . ? N1 Eu1 O2 C4 -139.3(9) 2_565 . . . ? N2 Eu1 O2 C4 49.6(10) . . . . ? C8 C7 O3 Eu1 1.8(19) . . . . ? C6 C7 O3 Eu1 -173.6(7) . . . . ? O2 Eu1 O3 C7 171.1(12) . . . . ? O6 Eu1 O3 C7 30.6(13) . . . . ? O4 Eu1 O3 C7 -2.2(11) . . . . ? O1 Eu1 O3 C7 -145.6(10) . . . . ? O5 Eu1 O3 C7 123.6(11) . . . . ? N3 Eu1 O3 C7 -106.9(11) . . . . ? N1 Eu1 O3 C7 81.6(11) 2_565 . . . ? N2 Eu1 O3 C7 -59.2(12) . . . . ? C8 C9 O4 Eu1 1.7(19) . . . . ? C10 C9 O4 Eu1 175.7(7) . . . . ? O3 Eu1 O4 C9 0.4(10) . . . . ? O2 Eu1 O4 C9 -9.5(11) . . . . ? O6 Eu1 O4 C9 -154.4(10) . . . . ? O1 Eu1 O4 C9 135.0(9) . . . . ? O5 Eu1 O4 C9 -117.9(10) . . . . ? N3 Eu1 O4 C9 66.1(10) . . . . ? N1 Eu1 O4 C9 -72.1(10) 2_565 . . . ? N2 Eu1 O4 C9 123.0(10) . . . . ? C13 C12 O5 Eu1 3.9(19) . . . . ? C11 C12 O5 Eu1 -175.6(7) . . . . ? O3 Eu1 O5 C12 -129.0(11) . . . . ? O2 Eu1 O5 C12 -178.0(11) . . . . ? O6 Eu1 O5 C12 -1.7(11) . . . . ? O4 Eu1 O5 C12 -38.9(12) . . . . ? O1 Eu1 O5 C12 102.4(11) . . . . ? N3 Eu1 O5 C12 135.7(10) . . . . ? N1 Eu1 O5 C12 -87.1(11) 2_565 . . . ? N2 Eu1 O5 C12 54.3(11) . . . . ? C13 C14 O6 Eu1 14(2) . . . . ? C15 C14 O6 Eu1 -172.3(9) . . . . ? O3 Eu1 O6 C14 110.8(14) . . . . ? O2 Eu1 O6 C14 -3.8(16) . . . . ? O4 Eu1 O6 C14 142.6(15) . . . . ? O1 Eu1 O6 C14 -71.9(14) . . . . ? O5 Eu1 O6 C14 -8.9(14) . . . . ? N3 Eu1 O6 C14 -141.2(13) . . . . ? N1 Eu1 O6 C14 63.2(14) 2_565 . . . ? N2 Eu1 O6 C14 -144.5(15) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.631 _refine_diff_density_min -0.571 _refine_diff_density_rms 0.139 _database_code_depnum_ccdc_archive 'CCDC 947869' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_Tb-3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C31 H20 F18 N3 O6 Tb, H2 O' _chemical_formula_sum 'C31 H22 F18 N3 O7 Tb' _chemical_formula_weight 1049.44 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Tb Tb -0.1723 4.1537 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'Cc ' _symmetry_space_group_name_Hall 'C -2yc ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z+1/2' _cell_length_a 20.8003(12) _cell_length_b 13.8884(16) _cell_length_c 15.2874(14) _cell_angle_alpha 90.00 _cell_angle_beta 92.294(2) _cell_angle_gamma 90.00 _cell_volume 4412.7(7) _cell_formula_units_Z 4 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 3735 _cell_measurement_theta_min 2.11 _cell_measurement_theta_max 24.17 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.580 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2048 _exptl_absorpt_coefficient_mu 1.721 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7033 _exptl_absorpt_correction_T_max 0.8201 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _exptl_special_details ; ? ; _diffrn_ambient_temperature 291(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD' _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 9406 _diffrn_reflns_av_R_equivalents 0.0331 _diffrn_reflns_av_sigmaI/netI 0.0896 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.93 _diffrn_reflns_theta_max 26.00 _reflns_number_total 5931 _reflns_number_gt 5076 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.08P)^2^+1.99P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.073(19) _refine_ls_number_reflns 5931 _refine_ls_number_parameters 562 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0610 _refine_ls_R_factor_gt 0.0581 _refine_ls_wR_factor_ref 0.1479 _refine_ls_wR_factor_gt 0.1469 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.023 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.1120(7) 0.7306(9) 0.8804(10) 0.055(3) Uani 1 1 d . . . C2 C 0.1512(6) 0.7199(8) 0.9653(8) 0.053(3) Uani 1 1 d . . . C3 C 0.1554(6) 0.7893(8) 1.0205(8) 0.048(3) Uani 1 1 d . . . H3 H 0.1356 0.8476 1.0064 0.058 Uiso 1 1 calc R . . C4 C 0.1883(7) 0.7799(8) 1.1001(10) 0.056(3) Uani 1 1 d . . . C5 C 0.1811(7) 0.8657(8) 1.1572(9) 0.055(4) Uani 1 1 d . . . C6 C 0.4534(6) 0.7043(8) 1.1834(8) 0.049(3) Uani 1 1 d . . . C7 C 0.4064(6) 0.6307(7) 1.1442(7) 0.046(2) Uani 1 1 d . . . C8 C 0.4408(6) 0.5432(8) 1.1270(8) 0.049(3) Uani 1 1 d . . . H8 H 0.4843 0.5370 1.1426 0.058 Uiso 1 1 calc R . . C9 C 0.4061(6) 0.4666(7) 1.0853(7) 0.043(2) Uani 1 1 d . . . C10 C 0.4372(5) 0.3716(8) 1.0736(8) 0.048(3) Uani 1 1 d . . . C11 C 0.0586(6) 0.5355(9) 1.1874(9) 0.053(3) Uani 1 1 d . . . C12 C 0.1165(6) 0.5062(7) 1.1383(8) 0.045(2) Uani 1 1 d . . . C13 C 0.1224(6) 0.4081(8) 1.1235(8) 0.048(3) Uani 1 1 d . . . H13 H 0.0915 0.3644 1.1410 0.058 Uiso 1 1 calc R . . C14 C 0.1784(7) 0.3777(9) 1.0801(8) 0.055(3) Uani 1 1 d . . . C15 C 0.1835(6) 0.2701(9) 1.0614(8) 0.054(3) Uani 1 1 d . . . C16 C 0.2724(7) 0.4248(8) 0.8759(9) 0.048(3) Uani 1 1 d . . . H16 H 0.2670 0.3792 0.9196 0.058 Uiso 1 1 calc R . . C17 C 0.2662(6) 0.3970(9) 0.7865(8) 0.049(3) Uani 1 1 d . . . H17 H 0.2557 0.3340 0.7711 0.059 Uiso 1 1 calc R . . C18 C 0.2910(7) 0.5596(9) 0.7472(7) 0.044(3) Uani 1 1 d . . . H18 H 0.2980 0.6056 0.7044 0.053 Uiso 1 1 calc R . . C19 C 0.2957(6) 0.5850(7) 0.8352(8) 0.041(2) Uani 1 1 d . . . C20 C 0.3101(6) 0.6800(7) 0.8638(7) 0.045(2) Uani 1 1 d . . . C21 C 0.3199(6) 0.7554(7) 0.8026(7) 0.046(3) Uani 1 1 d . . . H21 H 0.3159 0.7440 0.7426 0.056 Uiso 1 1 calc R . . C22 C 0.3356(6) 0.8462(8) 0.8346(8) 0.049(3) Uani 1 1 d . . . C23 C 0.3402(6) 0.8638(9) 0.9239(8) 0.048(3) Uani 1 1 d . . . C24 C 0.3319(7) 0.7870(8) 0.9789(9) 0.052(3) Uani 1 1 d . . . H24 H 0.3377 0.7972 1.0388 0.063 Uiso 1 1 calc R . . C25 C 0.3423(6) 0.9641(8) 0.9564(8) 0.046(3) Uani 1 1 d . . . H25 H 0.3374 0.9726 1.0194 0.055 Uiso 1 1 calc R . . C26 C 0.2933(6) 1.0221(8) 0.8941(8) 0.053(3) Uani 1 1 d . . . H26A H 0.2830 1.0862 0.9144 0.064 Uiso 1 1 calc R . . H26B H 0.2550 0.9865 0.8756 0.064 Uiso 1 1 calc R . . C27 C 0.3503(6) 1.0178(8) 0.8275(8) 0.048(3) Uani 1 1 d . . . H27 H 0.3506 1.0764 0.7919 0.057 Uiso 1 1 calc R . . C28 C 0.3512(7) 0.9304(8) 0.7700(10) 0.058(3) Uani 1 1 d . . . H28A H 0.3931 0.9216 0.7455 0.070 Uiso 1 1 calc R . . H28B H 0.3189 0.9348 0.7227 0.070 Uiso 1 1 calc R . . C29 C 0.3917(6) 1.0323(8) 0.9133(8) 0.053(3) Uani 1 1 d . . . C30 C 0.4454(6) 0.9616(9) 0.8898(8) 0.050(3) Uani 1 1 d . . . H30A H 0.4789 0.9627 0.9350 0.075 Uiso 1 1 calc R . . H30B H 0.4629 0.9803 0.8352 0.075 Uiso 1 1 calc R . . H30C H 0.4280 0.8977 0.8847 0.075 Uiso 1 1 calc R . . C31 C 0.4056(6) 1.1290(8) 0.9609(8) 0.051(3) Uani 1 1 d . . . H31A H 0.3700 1.1720 0.9505 0.076 Uiso 1 1 calc R . . H31B H 0.4439 1.1572 0.9392 0.076 Uiso 1 1 calc R . . H31C H 0.4114 1.1176 1.0227 0.076 Uiso 1 1 calc R . . F1 F 0.1528(3) 0.7419(5) 0.8143(4) 0.0531(17) Uani 1 1 d . . . F2 F 0.0824(3) 0.6473(5) 0.8617(4) 0.0538(17) Uani 1 1 d . . . F3 F 0.0742(4) 0.8014(5) 0.8852(5) 0.0584(19) Uani 1 1 d . . . F4 F 0.2325(4) 0.9157(5) 1.1609(6) 0.063(2) Uani 1 1 d . . . F5 F 0.1339(4) 0.9160(5) 1.1373(6) 0.060(2) Uani 1 1 d . . . F6 F 0.1717(4) 0.8199(5) 1.2248(5) 0.0543(17) Uani 1 1 d . . . F7 F 0.4618(4) 0.7847(4) 1.1430(5) 0.0562(18) Uani 1 1 d . . . F8 F 0.4311(4) 0.7300(5) 1.2588(5) 0.0526(19) Uani 1 1 d . . . F9 F 0.5091(3) 0.6596(5) 1.1957(5) 0.0546(17) Uani 1 1 d . . . F10 F 0.4279(3) 0.3437(5) 0.9903(4) 0.0529(17) Uani 1 1 d . . . F11 F 0.4117(4) 0.3088(5) 1.1265(4) 0.0536(16) Uani 1 1 d . . . F12 F 0.5013(4) 0.3759(5) 1.0920(5) 0.0559(17) Uani 1 1 d . . . F13 F 0.0761(4) 0.5491(5) 1.2700(5) 0.0557(19) Uani 1 1 d . . . F14 F 0.0342(4) 0.6172(5) 1.1525(5) 0.0590(18) Uani 1 1 d . . . F15 F 0.0167(3) 0.4656(5) 1.1778(5) 0.0571(17) Uani 1 1 d . . . F16 F 0.1901(4) 0.2544(5) 0.9794(5) 0.0554(17) Uani 1 1 d . . . F17 F 0.2333(4) 0.2345(4) 1.1114(5) 0.0538(16) Uani 1 1 d . . . F18 F 0.1277(3) 0.2287(5) 1.0750(5) 0.0526(16) Uani 1 1 d . . . N1 N 0.2760(5) 0.4656(7) 0.7232(6) 0.046(2) Uani 1 1 d . . . N2 N 0.2858(5) 0.5148(6) 0.8973(6) 0.042(2) Uani 1 1 d . . . N3 N 0.3155(5) 0.6964(7) 0.9507(7) 0.048(2) Uani 1 1 d . . . O1 O 0.1734(5) 0.6453(7) 0.9697(6) 0.049(2) Uani 1 1 d . . . O2 O 0.2346(4) 0.7242(5) 1.1129(5) 0.0465(18) Uani 1 1 d . . . O3 O 0.3506(5) 0.6428(6) 1.1294(6) 0.047(2) Uani 1 1 d . . . O4 O 0.3502(4) 0.4643(5) 1.0626(5) 0.050(2) Uani 1 1 d . . . O5 O 0.1595(5) 0.5718(5) 1.1274(6) 0.052(2) Uani 1 1 d . . . O6 O 0.2212(4) 0.4226(5) 1.0534(6) 0.049(2) Uani 1 1 d . . . Tb1 Tb 0.26413(3) 0.57801(3) 1.05819(4) 0.04521(16) Uani 1 1 d . . . O1W O 0.0821(11) 0.0563(13) 0.9120(14) 0.051(6) Uani 0.40 1 d P . . H1X H 0.1193 0.0322 0.9076 0.062 Uiso 0.40 1 d PR . . H1Y H 0.0672 0.0407 0.9610 0.062 Uiso 0.40 1 d PR . . O2W O 0.4604(13) 0.517(2) 0.867(2) 0.056(9) Uani 0.30 1 d P . . H2X H 0.4953 0.4852 0.8673 0.067 Uiso 0.30 1 d PR . . H2Y H 0.4561 0.5488 0.8201 0.067 Uiso 0.30 1 d PR . . O3W O 0.5265(16) 0.2543(18) 0.3774(18) 0.056(8) Uani 0.30 1 d P . . H3X H 0.5198 0.2812 0.4261 0.067 Uiso 0.30 1 d PR . . H3Y H 0.5338 0.1949 0.3857 0.067 Uiso 0.30 1 d PR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.052(8) 0.052(7) 0.059(9) -0.005(5) -0.006(6) 0.019(5) C2 0.055(7) 0.044(6) 0.059(8) -0.007(5) -0.010(6) 0.017(5) C3 0.041(6) 0.049(6) 0.054(7) -0.004(5) -0.016(5) 0.013(5) C4 0.069(9) 0.040(5) 0.057(9) -0.011(5) -0.010(7) 0.010(5) C5 0.068(8) 0.039(5) 0.054(9) 0.001(5) -0.028(7) 0.023(5) C6 0.044(6) 0.052(6) 0.051(7) 0.013(5) 0.013(5) -0.006(5) C7 0.054(7) 0.041(5) 0.042(6) 0.000(4) 0.001(5) 0.003(5) C8 0.042(6) 0.049(6) 0.054(7) -0.016(5) -0.013(5) 0.005(5) C9 0.046(6) 0.043(5) 0.040(6) -0.011(4) -0.005(4) 0.010(4) C10 0.040(6) 0.047(6) 0.058(8) -0.012(5) 0.011(5) 0.007(5) C11 0.050(7) 0.058(7) 0.052(8) -0.012(6) 0.006(5) -0.004(5) C12 0.051(6) 0.039(5) 0.046(7) 0.004(4) 0.008(4) 0.003(5) C13 0.051(7) 0.051(6) 0.043(7) 0.010(5) 0.013(5) -0.017(5) C14 0.062(8) 0.053(7) 0.051(8) -0.005(5) 0.014(5) -0.017(6) C15 0.048(7) 0.059(6) 0.055(8) -0.015(5) 0.007(5) 0.000(5) C16 0.049(7) 0.056(7) 0.041(8) 0.007(4) 0.010(6) 0.006(5) C17 0.043(6) 0.050(5) 0.054(8) 0.006(5) -0.009(5) 0.015(5) C18 0.053(7) 0.050(5) 0.031(6) -0.008(4) 0.010(5) -0.017(5) C19 0.048(7) 0.038(5) 0.037(6) 0.010(4) -0.001(5) -0.008(4) C20 0.045(6) 0.046(5) 0.044(6) 0.010(4) 0.004(4) 0.008(4) C21 0.057(7) 0.040(5) 0.041(6) 0.008(4) -0.012(5) 0.010(5) C22 0.051(7) 0.047(6) 0.052(7) -0.006(5) 0.010(5) -0.005(5) C23 0.051(7) 0.050(7) 0.044(7) -0.021(5) 0.015(5) -0.006(5) C24 0.065(8) 0.048(6) 0.042(7) 0.004(5) -0.022(6) -0.009(5) C25 0.052(7) 0.042(5) 0.043(7) 0.009(5) -0.007(5) -0.022(5) C26 0.052(7) 0.051(6) 0.056(8) -0.004(5) -0.001(5) 0.008(5) C27 0.055(7) 0.042(5) 0.046(7) 0.010(4) 0.009(5) -0.008(5) C28 0.053(8) 0.049(6) 0.073(10) 0.012(5) 0.015(6) -0.011(5) C29 0.052(7) 0.052(6) 0.055(8) 0.012(5) -0.008(5) -0.020(5) C30 0.038(6) 0.059(6) 0.054(7) 0.017(5) 0.006(5) -0.016(5) C31 0.048(7) 0.052(6) 0.053(7) -0.006(5) 0.010(5) -0.003(5) F1 0.055(4) 0.057(4) 0.047(4) -0.008(3) -0.011(3) -0.012(3) F2 0.053(4) 0.059(4) 0.048(4) 0.003(3) -0.014(3) 0.011(3) F3 0.048(4) 0.069(4) 0.057(5) -0.018(3) -0.016(3) 0.017(3) F4 0.053(5) 0.060(4) 0.073(6) -0.021(3) -0.015(4) 0.010(3) F5 0.052(4) 0.056(4) 0.072(6) -0.014(3) -0.005(4) 0.013(3) F6 0.055(4) 0.057(4) 0.050(4) -0.009(3) -0.007(3) 0.011(3) F7 0.064(5) 0.048(3) 0.055(4) 0.006(3) -0.015(3) 0.008(3) F8 0.051(4) 0.047(4) 0.059(5) -0.015(3) -0.008(3) -0.018(3) F9 0.052(4) 0.056(3) 0.056(4) -0.012(3) -0.009(3) -0.011(3) F10 0.052(4) 0.057(3) 0.049(4) -0.013(3) -0.013(3) -0.007(3) F11 0.056(4) 0.054(4) 0.052(4) -0.011(3) 0.011(3) 0.009(3) F12 0.059(4) 0.053(4) 0.055(4) 0.009(3) 0.005(3) 0.013(3) F13 0.050(5) 0.053(4) 0.065(5) -0.007(3) 0.015(3) 0.014(3) F14 0.051(4) 0.052(4) 0.075(5) -0.016(3) 0.012(3) -0.007(3) F15 0.047(4) 0.051(4) 0.074(5) -0.011(3) 0.011(3) 0.008(3) F16 0.067(5) 0.047(3) 0.053(5) -0.012(3) 0.021(3) -0.015(3) F17 0.059(4) 0.045(3) 0.058(4) -0.010(3) 0.007(3) -0.008(3) F18 0.044(4) 0.050(3) 0.063(4) -0.011(3) -0.003(3) 0.008(3) N1 0.060(7) 0.045(5) 0.033(5) -0.005(4) 0.008(4) -0.012(4) N2 0.047(6) 0.043(4) 0.038(5) 0.000(4) 0.000(4) -0.001(4) N3 0.040(5) 0.052(5) 0.052(6) -0.013(4) 0.015(4) -0.010(4) O1 0.046(5) 0.053(5) 0.050(5) 0.017(4) 0.004(4) 0.006(4) O2 0.051(5) 0.039(4) 0.051(5) 0.005(3) 0.005(3) -0.001(3) O3 0.052(6) 0.041(4) 0.048(5) -0.009(3) 0.011(4) -0.005(4) O4 0.057(5) 0.048(4) 0.043(5) -0.015(3) -0.012(4) 0.007(4) O5 0.064(6) 0.053(5) 0.037(5) -0.014(3) 0.004(4) -0.013(4) O6 0.035(4) 0.060(5) 0.052(5) -0.001(3) 0.007(3) -0.001(3) Tb1 0.0458(3) 0.0475(2) 0.0415(3) -0.0097(2) -0.00843(18) 0.0096(3) O1W 0.067(14) 0.047(9) 0.038(12) 0.013(8) -0.026(10) 0.005(9) O2W 0.022(12) 0.08(2) 0.07(2) -0.033(15) -0.011(12) 0.022(12) O3W 0.08(2) 0.048(13) 0.038(16) 0.001(11) -0.020(13) -0.006(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 F3 1.263(14) . ? C1 F2 1.337(16) . ? C1 F1 1.355(18) . ? C1 C2 1.512(17) . ? C2 O1 1.135(14) . ? C2 C3 1.281(16) . ? C3 C4 1.379(17) . ? C3 H3 0.9300 . ? C4 O2 1.244(15) . ? C4 C5 1.488(17) . ? C5 F5 1.234(13) . ? C5 F6 1.235(16) . ? C5 F4 1.274(17) . ? C6 F7 1.292(13) . ? C6 F8 1.309(15) . ? C6 F9 1.320(14) . ? C6 C7 1.521(16) . ? C7 O3 1.185(15) . ? C7 C8 1.440(16) . ? C8 C9 1.422(14) . ? C8 H8 0.9300 . ? C9 O4 1.200(14) . ? C9 C10 1.484(15) . ? C10 F11 1.315(14) . ? C10 F10 1.337(13) . ? C10 F12 1.352(13) . ? C11 F15 1.310(14) . ? C11 F13 1.315(14) . ? C11 F14 1.345(16) . ? C11 C12 1.500(18) . ? C12 O5 1.291(15) . ? C12 C13 1.388(15) . ? C13 C14 1.429(18) . ? C13 H13 0.9300 . ? C14 O6 1.174(15) . ? C14 C15 1.526(17) . ? C15 F16 1.285(14) . ? C15 F18 1.319(15) . ? C15 F17 1.356(14) . ? C16 N2 1.319(14) . ? C16 C17 1.421(18) . ? C16 H16 0.9300 . ? C17 N1 1.379(16) . ? C17 H17 0.9300 . ? C18 N1 1.389(14) . ? C18 C19 1.391(17) . ? C18 H18 0.9300 . ? C19 N2 1.381(14) . ? C19 C20 1.418(15) . ? C20 N3 1.349(15) . ? C20 C21 1.424(15) . ? C21 C22 1.388(15) . ? C21 H21 0.9300 . ? C22 C23 1.386(17) . ? C22 C28 1.573(17) . ? C23 C24 1.372(19) . ? C23 C25 1.480(17) . ? C24 N3 1.369(14) . ? C24 H24 0.9300 . ? C25 C29 1.561(16) . ? C25 C26 1.586(15) . ? C25 H25 0.9800 . ? C26 C27 1.594(18) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C27 C28 1.500(18) . ? C27 C29 1.553(15) . ? C27 H27 0.9800 . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 C30 1.54(2) . ? C29 C31 1.550(16) . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? N1 Tb1 2.596(9) 2_564 ? N2 Tb1 2.668(10) . ? N3 Tb1 2.585(10) . ? O1 Tb1 2.461(9) . ? O2 Tb1 2.289(7) . ? O3 Tb1 2.253(9) . ? O4 Tb1 2.386(8) . ? O5 Tb1 2.460(10) . ? O6 Tb1 2.336(8) . ? Tb1 N1 2.596(9) 2_565 ? O1W H1X 0.8484 . ? O1W H1Y 0.8503 . ? O2W H2X 0.8483 . ? O2W H2Y 0.8496 . ? O3W H3X 0.8500 . ? O3W H3Y 0.8473 . ? 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 F3 C1 F2 113.8(12) . . ? F3 C1 F1 111.2(12) . . ? F2 C1 F1 103.8(10) . . ? F3 C1 C2 110.1(11) . . ? F2 C1 C2 109.1(10) . . ? F1 C1 C2 108.6(12) . . ? O1 C2 C3 129.1(11) . . ? O1 C2 C1 110.2(10) . . ? C3 C2 C1 120.7(10) . . ? C2 C3 C4 121.9(10) . . ? C2 C3 H3 119.1 . . ? C4 C3 H3 119.1 . . ? O2 C4 C3 123.4(12) . . ? O2 C4 C5 120.1(11) . . ? C3 C4 C5 112.6(10) . . ? F5 C5 F6 110.2(14) . . ? F5 C5 F4 111.2(10) . . ? F6 C5 F4 113.9(10) . . ? F5 C5 C4 114.0(10) . . ? F6 C5 C4 95.8(10) . . ? F4 C5 C4 111.0(13) . . ? F7 C6 F8 104.1(10) . . ? F7 C6 F9 109.9(10) . . ? F8 C6 F9 110.0(10) . . ? F7 C6 C7 119.3(10) . . ? F8 C6 C7 106.6(9) . . ? F9 C6 C7 106.7(9) . . ? O3 C7 C8 125.1(10) . . ? O3 C7 C6 126.1(11) . . ? C8 C7 C6 108.8(10) . . ? C9 C8 C7 117.8(9) . . ? C9 C8 H8 121.1 . . ? C7 C8 H8 121.1 . . ? O4 C9 C8 128.2(10) . . ? O4 C9 C10 111.3(9) . . ? C8 C9 C10 120.2(9) . . ? F11 C10 F10 110.3(9) . . ? F11 C10 F12 108.7(9) . . ? F10 C10 F12 108.3(9) . . ? F11 C10 C9 109.1(10) . . ? F10 C10 C9 108.9(9) . . ? F12 C10 C9 111.5(9) . . ? F15 C11 F13 111.8(12) . . ? F15 C11 F14 110.0(10) . . ? F13 C11 F14 110.2(9) . . ? F15 C11 C12 106.7(10) . . ? F13 C11 C12 108.9(10) . . ? F14 C11 C12 109.2(11) . . ? O5 C12 C13 127.3(12) . . ? O5 C12 C11 116.5(10) . . ? C13 C12 C11 115.1(11) . . ? C12 C13 C14 116.4(10) . . ? C12 C13 H13 121.8 . . ? C14 C13 H13 121.8 . . ? O6 C14 C13 130.5(12) . . ? O6 C14 C15 113.4(12) . . ? C13 C14 C15 116.1(11) . . ? F16 C15 F18 102.0(9) . . ? F16 C15 F17 112.3(11) . . ? F18 C15 F17 114.2(11) . . ? F16 C15 C14 111.0(11) . . ? F18 C15 C14 109.3(11) . . ? F17 C15 C14 107.9(9) . . ? N2 C16 C17 120.4(11) . . ? N2 C16 H16 119.8 . . ? C17 C16 H16 119.8 . . ? N1 C17 C16 118.5(11) . . ? N1 C17 H17 120.7 . . ? C16 C17 H17 120.7 . . ? N1 C18 C19 120.1(10) . . ? N1 C18 H18 120.0 . . ? C19 C18 H18 120.0 . . ? N2 C19 C18 118.6(9) . . ? N2 C19 C20 118.8(10) . . ? C18 C19 C20 122.7(10) . . ? N3 C20 C19 117.9(10) . . ? N3 C20 C21 121.0(10) . . ? C19 C20 C21 121.1(10) . . ? C22 C21 C20 118.3(11) . . ? C22 C21 H21 120.8 . . ? C20 C21 H21 120.8 . . ? C23 C22 C21 120.9(11) . . ? C23 C22 C28 118.7(11) . . ? C21 C22 C28 120.3(11) . . ? C24 C23 C22 117.5(11) . . ? C24 C23 C25 121.9(12) . . ? C22 C23 C25 119.7(11) . . ? N3 C24 C23 123.9(11) . . ? N3 C24 H24 118.1 . . ? C23 C24 H24 118.1 . . ? C23 C25 C29 116.2(12) . . ? C23 C25 C26 105.5(9) . . ? C29 C25 C26 81.8(8) . . ? C23 C25 H25 116.0 . . ? C29 C25 H25 116.0 . . ? C26 C25 H25 116.0 . . ? C25 C26 C27 83.5(9) . . ? C25 C26 H26A 114.7 . . ? C27 C26 H26A 114.7 . . ? C25 C26 H26B 114.7 . . ? C27 C26 H26B 114.7 . . ? H26A C26 H26B 111.8 . . ? C28 C27 C29 125.5(11) . . ? C28 C27 C26 115.6(10) . . ? C29 C27 C26 81.8(9) . . ? C28 C27 H27 110.2 . . ? C29 C27 H27 110.2 . . ? C26 C27 H27 110.2 . . ? C27 C28 C22 103.0(11) . . ? C27 C28 H28A 111.2 . . ? C22 C28 H28A 111.2 . . ? C27 C28 H28B 111.2 . . ? C22 C28 H28B 111.2 . . ? H28A C28 H28B 109.1 . . ? C30 C29 C31 122.6(10) . . ? C30 C29 C27 95.9(10) . . ? C31 C29 C27 126.6(10) . . ? C30 C29 C25 102.0(9) . . ? C31 C29 C25 116.1(12) . . ? C27 C29 C25 85.7(8) . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C29 C31 H31A 109.5 . . ? C29 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C29 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C17 N1 C18 120.1(10) . . ? C17 N1 Tb1 120.7(7) . 2_564 ? C18 N1 Tb1 119.2(7) . 2_564 ? C16 N2 C19 122.3(10) . . ? C16 N2 Tb1 119.9(8) . . ? C19 N2 Tb1 115.9(7) . . ? C20 N3 C24 118.4(10) . . ? C20 N3 Tb1 119.9(7) . . ? C24 N3 Tb1 119.3(8) . . ? C2 O1 Tb1 132.9(9) . . ? C4 O2 Tb1 135.4(8) . . ? C7 O3 Tb1 142.4(8) . . ? C9 O4 Tb1 135.0(7) . . ? C12 O5 Tb1 135.2(8) . . ? C14 O6 Tb1 140.7(9) . . ? O3 Tb1 O2 71.9(3) . . ? O3 Tb1 O6 132.9(3) . . ? O2 Tb1 O6 136.3(3) . . ? O3 Tb1 O4 70.6(3) . . ? O2 Tb1 O4 142.1(3) . . ? O6 Tb1 O4 71.0(3) . . ? O3 Tb1 O5 120.6(3) . . ? O2 Tb1 O5 67.6(3) . . ? O6 Tb1 O5 68.7(3) . . ? O4 Tb1 O5 129.8(3) . . ? O3 Tb1 O1 133.9(2) . . ? O2 Tb1 O1 69.7(3) . . ? O6 Tb1 O1 92.9(3) . . ? O4 Tb1 O1 145.5(3) . . ? O5 Tb1 O1 65.0(3) . . ? O3 Tb1 N3 73.2(3) . . ? O2 Tb1 N3 78.0(3) . . ? O6 Tb1 N3 137.3(3) . . ? O4 Tb1 N3 96.3(3) . . ? O5 Tb1 N3 133.7(3) . . ? O1 Tb1 N3 74.7(3) . . ? O3 Tb1 N1 65.2(3) . 2_565 ? O2 Tb1 N1 82.4(3) . 2_565 ? O6 Tb1 N1 80.6(3) . 2_565 ? O4 Tb1 N1 77.1(3) . 2_565 ? O5 Tb1 N1 68.0(3) . 2_565 ? O1 Tb1 N1 131.6(3) . 2_565 ? N3 Tb1 N1 137.7(3) . 2_565 ? O3 Tb1 N2 114.6(3) . . ? O2 Tb1 N2 133.4(3) . . ? O6 Tb1 N2 75.3(3) . . ? O4 Tb1 N2 69.8(3) . . ? O5 Tb1 N2 124.8(3) . . ? O1 Tb1 N2 76.8(3) . . ? N3 Tb1 N2 62.2(3) . . ? N1 Tb1 N2 143.7(3) 2_565 . ? H1X O1W H1Y 109.5 . . ? H2X O2W H2Y 109.4 . . ? H3X O3W H3Y 109.3 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag F3 C1 C2 O1 162.8(13) . . . . ? F2 C1 C2 O1 37.2(18) . . . . ? F1 C1 C2 O1 -75.2(15) . . . . ? F3 C1 C2 C3 -17(2) . . . . ? F2 C1 C2 C3 -142.4(14) . . . . ? F1 C1 C2 C3 105.1(16) . . . . ? O1 C2 C3 C4 -3(3) . . . . ? C1 C2 C3 C4 177.0(14) . . . . ? C2 C3 C4 O2 28(2) . . . . ? C2 C3 C4 C5 -174.0(15) . . . . ? O2 C4 C5 F5 179.2(14) . . . . ? C3 C4 C5 F5 20(2) . . . . ? O2 C4 C5 F6 -65.6(17) . . . . ? C3 C4 C5 F6 135.7(13) . . . . ? O2 C4 C5 F4 52.7(18) . . . . ? C3 C4 C5 F4 -106.0(13) . . . . ? F7 C6 C7 O3 -59.9(18) . . . . ? F8 C6 C7 O3 57.4(16) . . . . ? F9 C6 C7 O3 174.9(12) . . . . ? F7 C6 C7 C8 119.5(12) . . . . ? F8 C6 C7 C8 -123.1(11) . . . . ? F9 C6 C7 C8 -5.6(13) . . . . ? O3 C7 C8 C9 3(2) . . . . ? C6 C7 C8 C9 -176.5(11) . . . . ? C7 C8 C9 O4 -1(2) . . . . ? C7 C8 C9 C10 -174.1(11) . . . . ? O4 C9 C10 F11 -65.3(12) . . . . ? C8 C9 C10 F11 109.0(13) . . . . ? O4 C9 C10 F10 55.2(14) . . . . ? C8 C9 C10 F10 -130.5(11) . . . . ? O4 C9 C10 F12 174.7(11) . . . . ? C8 C9 C10 F12 -11.0(16) . . . . ? F15 C11 C12 O5 169.1(10) . . . . ? F13 C11 C12 O5 -70.0(13) . . . . ? F14 C11 C12 O5 50.3(13) . . . . ? F15 C11 C12 C13 -21.6(15) . . . . ? F13 C11 C12 C13 99.2(12) . . . . ? F14 C11 C12 C13 -140.5(10) . . . . ? O5 C12 C13 C14 -9.6(18) . . . . ? C11 C12 C13 C14 -177.5(11) . . . . ? C12 C13 C14 O6 -1(2) . . . . ? C12 C13 C14 C15 -178.1(11) . . . . ? O6 C14 C15 F16 -54.0(15) . . . . ? C13 C14 C15 F16 123.8(12) . . . . ? O6 C14 C15 F18 -165.8(11) . . . . ? C13 C14 C15 F18 12.1(16) . . . . ? O6 C14 C15 F17 69.5(15) . . . . ? C13 C14 C15 F17 -112.7(12) . . . . ? N2 C16 C17 N1 2(2) . . . . ? N1 C18 C19 N2 1(2) . . . . ? N1 C18 C19 C20 -179.2(13) . . . . ? N2 C19 C20 N3 2.2(17) . . . . ? C18 C19 C20 N3 -178.0(12) . . . . ? N2 C19 C20 C21 -179.2(11) . . . . ? C18 C19 C20 C21 0.7(19) . . . . ? N3 C20 C21 C22 0.4(17) . . . . ? C19 C20 C21 C22 -178.2(12) . . . . ? C20 C21 C22 C23 -1.5(19) . . . . ? C20 C21 C22 C28 176.2(11) . . . . ? C21 C22 C23 C24 3(2) . . . . ? C28 C22 C23 C24 -174.4(12) . . . . ? C21 C22 C23 C25 -166.2(12) . . . . ? C28 C22 C23 C25 16.1(18) . . . . ? C22 C23 C24 N3 -4(2) . . . . ? C25 C23 C24 N3 165.0(13) . . . . ? C24 C23 C25 C29 141.6(12) . . . . ? C22 C23 C25 C29 -49.4(15) . . . . ? C24 C23 C25 C26 -130.1(13) . . . . ? C22 C23 C25 C26 38.9(16) . . . . ? C23 C25 C26 C27 -77.6(11) . . . . ? C29 C25 C26 C27 37.4(8) . . . . ? C25 C26 C27 C28 87.9(11) . . . . ? C25 C26 C27 C29 -37.7(7) . . . . ? C29 C27 C28 C22 56.0(16) . . . . ? C26 C27 C28 C22 -42.5(14) . . . . ? C23 C22 C28 C27 -14.8(16) . . . . ? C21 C22 C28 C27 167.5(12) . . . . ? C28 C27 C29 C30 24.1(15) . . . . ? C26 C27 C29 C30 139.8(8) . . . . ? C28 C27 C29 C31 162.8(13) . . . . ? C26 C27 C29 C31 -81.4(14) . . . . ? C28 C27 C29 C25 -77.5(14) . . . . ? C26 C27 C29 C25 38.2(9) . . . . ? C23 C25 C29 C30 -30.3(12) . . . . ? C26 C25 C29 C30 -133.6(9) . . . . ? C23 C25 C29 C31 -166.2(10) . . . . ? C26 C25 C29 C31 90.6(11) . . . . ? C23 C25 C29 C27 64.8(12) . . . . ? C26 C25 C29 C27 -38.4(8) . . . . ? C16 C17 N1 C18 -1(2) . . . . ? C16 C17 N1 Tb1 -179.2(9) . . . 2_564 ? C19 C18 N1 C17 -1(2) . . . . ? C19 C18 N1 Tb1 178.1(10) . . . 2_564 ? C17 C16 N2 C19 -1(2) . . . . ? C17 C16 N2 Tb1 162.2(10) . . . . ? C18 C19 N2 C16 0(2) . . . . ? C20 C19 N2 C16 -179.8(13) . . . . ? C18 C19 N2 Tb1 -163.9(10) . . . . ? C20 C19 N2 Tb1 15.9(15) . . . . ? C19 C20 N3 C24 177.4(12) . . . . ? C21 C20 N3 C24 -1.2(17) . . . . ? C19 C20 N3 Tb1 -20.5(14) . . . . ? C21 C20 N3 Tb1 160.8(9) . . . . ? C23 C24 N3 C20 3(2) . . . . ? C23 C24 N3 Tb1 -158.9(11) . . . . ? C3 C2 O1 Tb1 -20(3) . . . . ? C1 C2 O1 Tb1 160.8(10) . . . . ? C3 C4 O2 Tb1 -31(2) . . . . ? C5 C4 O2 Tb1 172.3(10) . . . . ? C8 C7 O3 Tb1 -12(2) . . . . ? C6 C7 O3 Tb1 167.2(9) . . . . ? C8 C9 O4 Tb1 6(2) . . . . ? C10 C9 O4 Tb1 179.6(8) . . . . ? C13 C12 O5 Tb1 11.3(18) . . . . ? C11 C12 O5 Tb1 179.1(8) . . . . ? C13 C14 O6 Tb1 11(2) . . . . ? C15 C14 O6 Tb1 -171.7(8) . . . . ? C7 O3 Tb1 O2 -174.0(16) . . . . ? C7 O3 Tb1 O6 48.6(16) . . . . ? C7 O3 Tb1 O4 11.8(14) . . . . ? C7 O3 Tb1 O5 137.2(14) . . . . ? C7 O3 Tb1 O1 -139.1(13) . . . . ? C7 O3 Tb1 N3 -91.5(15) . . . . ? C7 O3 Tb1 N1 96.1(15) . . . 2_565 ? C7 O3 Tb1 N2 -43.8(15) . . . . ? C4 O2 Tb1 O3 165.1(14) . . . . ? C4 O2 Tb1 O6 -60.8(14) . . . . ? C4 O2 Tb1 O4 173.9(13) . . . . ? C4 O2 Tb1 O5 -59.4(13) . . . . ? C4 O2 Tb1 O1 11.1(13) . . . . ? C4 O2 Tb1 N3 89.1(13) . . . . ? C4 O2 Tb1 N1 -128.6(14) . . . 2_565 ? C4 O2 Tb1 N2 58.0(14) . . . . ? C14 O6 Tb1 O3 104.9(14) . . . . ? C14 O6 Tb1 O2 -6.3(15) . . . . ? C14 O6 Tb1 O4 141.7(14) . . . . ? C14 O6 Tb1 O5 -7.7(13) . . . . ? C14 O6 Tb1 O1 -69.5(14) . . . . ? C14 O6 Tb1 N3 -139.9(13) . . . . ? C14 O6 Tb1 N1 62.2(14) . . . 2_565 ? C14 O6 Tb1 N2 -145.0(14) . . . . ? C9 O4 Tb1 O3 -7.8(12) . . . . ? C9 O4 Tb1 O2 -16.7(15) . . . . ? C9 O4 Tb1 O6 -160.1(12) . . . . ? C9 O4 Tb1 O5 -121.9(12) . . . . ? C9 O4 Tb1 O1 134.0(11) . . . . ? C9 O4 Tb1 N3 61.9(12) . . . . ? C9 O4 Tb1 N1 -75.7(12) . . . 2_565 ? C9 O4 Tb1 N2 119.1(12) . . . . ? C12 O5 Tb1 O3 -131.5(10) . . . . ? C12 O5 Tb1 O2 177.8(11) . . . . ? C12 O5 Tb1 O6 -3.3(10) . . . . ? C12 O5 Tb1 O4 -42.1(11) . . . . ? C12 O5 Tb1 O1 100.6(10) . . . . ? C12 O5 Tb1 N3 132.7(10) . . . . ? C12 O5 Tb1 N1 -91.4(10) . . . 2_565 ? C12 O5 Tb1 N2 49.7(11) . . . . ? C2 O1 Tb1 O3 -21.2(16) . . . . ? C2 O1 Tb1 O2 14.2(13) . . . . ? C2 O1 Tb1 O6 153.1(14) . . . . ? C2 O1 Tb1 O4 -147.1(13) . . . . ? C2 O1 Tb1 O5 88.2(14) . . . . ? C2 O1 Tb1 N3 -68.4(14) . . . . ? C2 O1 Tb1 N1 73.1(14) . . . 2_565 ? C2 O1 Tb1 N2 -132.8(14) . . . . ? C20 N3 Tb1 O3 150.4(9) . . . . ? C24 N3 Tb1 O3 -47.7(9) . . . . ? C20 N3 Tb1 O2 -135.1(8) . . . . ? C24 N3 Tb1 O2 26.8(9) . . . . ? C20 N3 Tb1 O6 14.2(10) . . . . ? C24 N3 Tb1 O6 176.1(8) . . . . ? C20 N3 Tb1 O4 83.0(8) . . . . ? C24 N3 Tb1 O4 -115.2(9) . . . . ? C20 N3 Tb1 O5 -93.0(8) . . . . ? C24 N3 Tb1 O5 68.8(10) . . . . ? C20 N3 Tb1 O1 -63.1(8) . . . . ? C24 N3 Tb1 O1 98.8(9) . . . . ? C20 N3 Tb1 N1 160.7(7) . . . 2_565 ? C24 N3 Tb1 N1 -37.5(11) . . . 2_565 ? C20 N3 Tb1 N2 19.8(7) . . . . ? C24 N3 Tb1 N2 -178.3(10) . . . . ? C16 N2 Tb1 O3 124.6(9) . . . . ? C19 N2 Tb1 O3 -70.7(9) . . . . ? C16 N2 Tb1 O2 -147.5(9) . . . . ? C19 N2 Tb1 O2 17.2(10) . . . . ? C16 N2 Tb1 O6 -6.3(9) . . . . ? C19 N2 Tb1 O6 158.4(9) . . . . ? C16 N2 Tb1 O4 68.6(9) . . . . ? C19 N2 Tb1 O4 -126.8(9) . . . . ? C16 N2 Tb1 O5 -56.5(10) . . . . ? C19 N2 Tb1 O5 108.2(8) . . . . ? C16 N2 Tb1 O1 -102.8(10) . . . . ? C19 N2 Tb1 O1 61.8(8) . . . . ? C16 N2 Tb1 N3 177.7(10) . . . . ? C19 N2 Tb1 N3 -17.7(8) . . . . ? C16 N2 Tb1 N1 43.6(11) . . . 2_565 ? C19 N2 Tb1 N1 -151.8(8) . . . 2_565 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.116 _refine_diff_density_min -0.749 _refine_diff_density_rms 0.181 _database_code_depnum_ccdc_archive 'CCDC 947870' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_Dy-4 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C31 H20 Dy F18 N3 O6, H2 O' _chemical_formula_sum 'C31 H22 Dy F18 N3 O7' _chemical_formula_weight 1053.02 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Dy Dy -0.1892 4.4098 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'Cc ' _symmetry_space_group_name_Hall 'C -2yc ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z+1/2' _cell_length_a 20.8323(12) _cell_length_b 13.9352(19) _cell_length_c 15.2755(13) _cell_angle_alpha 90.00 _cell_angle_beta 92.253(3) _cell_angle_gamma 90.00 _cell_volume 4431.1(8) _cell_formula_units_Z 4 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 3892 _cell_measurement_theta_min 2.14 _cell_measurement_theta_max 24.76 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.578 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2052 _exptl_absorpt_coefficient_mu 1.804 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6321 _exptl_absorpt_correction_T_max 0.6923 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _exptl_special_details ; ? ; _diffrn_ambient_temperature 291(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD' _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 8751 _diffrn_reflns_av_R_equivalents 0.0137 _diffrn_reflns_av_sigmaI/netI 0.0551 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.16 _diffrn_reflns_theta_max 26.00 _reflns_number_total 5611 _reflns_number_gt 5187 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.05P)^2^+1.22P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.085(14) _refine_ls_number_reflns 5611 _refine_ls_number_parameters 562 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0379 _refine_ls_R_factor_gt 0.0368 _refine_ls_wR_factor_ref 0.0938 _refine_ls_wR_factor_gt 0.0936 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.031 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.1083(5) 0.7339(8) 0.8780(7) 0.059(3) Uani 1 1 d . . . C2 C 0.1528(4) 0.7127(8) 0.9558(6) 0.059(2) Uani 1 1 d . . . C3 C 0.1510(4) 0.7826(7) 1.0249(5) 0.054(2) Uani 1 1 d . . . H3 H 0.1212 0.8322 1.0201 0.065 Uiso 1 1 calc R . . C4 C 0.1914(5) 0.7788(7) 1.0975(7) 0.060(3) Uani 1 1 d . . . C5 C 0.1804(6) 0.8616(7) 1.1649(7) 0.055(2) Uani 1 1 d . . . C6 C 0.4547(4) 0.7010(7) 1.1903(7) 0.059(2) Uani 1 1 d . . . C7 C 0.4098(4) 0.6264(6) 1.1431(5) 0.0495(18) Uani 1 1 d . . . C8 C 0.4431(5) 0.5413(7) 1.1250(7) 0.064(3) Uani 1 1 d . . . H8 H 0.4867 0.5350 1.1389 0.077 Uiso 1 1 calc R . . C9 C 0.4057(4) 0.4623(6) 1.0831(5) 0.053(2) Uani 1 1 d . . . C10 C 0.4379(4) 0.3647(7) 1.0724(6) 0.057(2) Uani 1 1 d . . . C11 C 0.0619(5) 0.5405(8) 1.1896(7) 0.061(2) Uani 1 1 d . . . C12 C 0.1225(4) 0.5204(7) 1.1355(6) 0.0524(19) Uani 1 1 d . . . C13 C 0.1238(5) 0.4159(6) 1.1204(7) 0.058(2) Uani 1 1 d . . . H13 H 0.0909 0.3759 1.1376 0.069 Uiso 1 1 calc R . . C14 C 0.1806(4) 0.3787(6) 1.0763(5) 0.0516(19) Uani 1 1 d . . . C15 C 0.1853(4) 0.2670(7) 1.0621(6) 0.0535(19) Uani 1 1 d . . . C16 C 0.2734(5) 0.4229(6) 0.8730(5) 0.049(2) Uani 1 1 d . . . H16 H 0.2663 0.3775 0.9162 0.059 Uiso 1 1 calc R . . C17 C 0.2678(4) 0.3966(7) 0.7817(5) 0.0498(19) Uani 1 1 d . . . H17 H 0.2577 0.3341 0.7648 0.060 Uiso 1 1 calc R . . C18 C 0.2938(5) 0.5561(7) 0.7449(5) 0.0468(18) Uani 1 1 d . . . H18 H 0.3019 0.6009 0.7016 0.056 Uiso 1 1 calc R . . C19 C 0.2984(4) 0.5825(6) 0.8348(5) 0.0450(18) Uani 1 1 d . . . C20 C 0.3123(4) 0.6754(6) 0.8626(5) 0.0481(17) Uani 1 1 d . . . C21 C 0.3219(5) 0.7504(6) 0.8005(6) 0.058(2) Uani 1 1 d . . . H21 H 0.3181 0.7388 0.7406 0.070 Uiso 1 1 calc R . . C22 C 0.3377(5) 0.8455(7) 0.8340(6) 0.061(2) Uani 1 1 d . . . C23 C 0.3423(5) 0.8568(8) 0.9246(7) 0.056(2) Uani 1 1 d . . . C24 C 0.3343(4) 0.7804(7) 0.9822(7) 0.053(2) Uani 1 1 d . . . H24 H 0.3401 0.7890 1.0424 0.063 Uiso 1 1 calc R . . C25 C 0.3431(4) 0.9614(7) 0.9592(6) 0.055(2) Uani 1 1 d . . . H25 H 0.3389 0.9708 1.0223 0.066 Uiso 1 1 calc R . . C26 C 0.2951(5) 1.0193(8) 0.8947(7) 0.073(3) Uani 1 1 d . . . H26A H 0.2852 1.0838 0.9138 0.087 Uiso 1 1 calc R . . H26B H 0.2567 0.9844 0.8759 0.087 Uiso 1 1 calc R . . C27 C 0.3533(6) 1.0123(8) 0.8290(7) 0.071(3) Uani 1 1 d . . . H27 H 0.3548 1.0710 0.7938 0.085 Uiso 1 1 calc R . . C28 C 0.3521(5) 0.9278(7) 0.7702(7) 0.063(2) Uani 1 1 d . . . H28A H 0.3932 0.9186 0.7436 0.076 Uiso 1 1 calc R . . H28B H 0.3187 0.9336 0.7245 0.076 Uiso 1 1 calc R . . C29 C 0.3955(5) 1.0246(6) 0.9116(6) 0.060(2) Uani 1 1 d . . . C30 C 0.4463(5) 0.9604(8) 0.8893(7) 0.067(2) Uani 1 1 d . . . H30B H 0.4718 0.9896 0.8456 0.100 Uiso 1 1 calc R . . H30A H 0.4282 0.9016 0.8667 0.100 Uiso 1 1 calc R . . H30C H 0.4729 0.9470 0.9406 0.100 Uiso 1 1 calc R . . C31 C 0.4062(5) 1.1283(8) 0.9573(6) 0.069(3) Uani 1 1 d . . . H31A H 0.3694 1.1681 0.9445 0.104 Uiso 1 1 calc R . . H31B H 0.4437 1.1581 0.9350 0.104 Uiso 1 1 calc R . . H31C H 0.4117 1.1203 1.0196 0.104 Uiso 1 1 calc R . . Dy1 Dy 0.266553(19) 0.57776(2) 1.05637(2) 0.04074(10) Uani 1 1 d . . . F1 F 0.1448(3) 0.7853(4) 0.8197(4) 0.0768(17) Uani 1 1 d . . . F2 F 0.0909(3) 0.6555(4) 0.8357(4) 0.0712(16) Uani 1 1 d . . . F3 F 0.0594(3) 0.7838(4) 0.8948(4) 0.0717(16) Uani 1 1 d . . . F4 F 0.2349(3) 0.9104(4) 1.1740(4) 0.0713(16) Uani 1 1 d . . . F5 F 0.1359(3) 0.9187(4) 1.1350(4) 0.0644(14) Uani 1 1 d . . . F6 F 0.1728(3) 0.8205(4) 1.2412(4) 0.0703(15) Uani 1 1 d . . . F7 F 0.4598(3) 0.7774(4) 1.1369(4) 0.0688(14) Uani 1 1 d . . . F8 F 0.4315(3) 0.7211(5) 1.2654(4) 0.0633(16) Uani 1 1 d . . . F9 F 0.5122(3) 0.6657(4) 1.1969(4) 0.0700(15) Uani 1 1 d . . . F10 F 0.4351(3) 0.3381(4) 0.9931(4) 0.0678(14) Uani 1 1 d . . . F11 F 0.4145(3) 0.2971(4) 1.1221(4) 0.0684(14) Uani 1 1 d . . . F12 F 0.5019(3) 0.3755(4) 1.0979(4) 0.0694(14) Uani 1 1 d . . . F13 F 0.0786(3) 0.5693(5) 1.2623(4) 0.0707(16) Uani 1 1 d . . . F14 F 0.0352(3) 0.6194(4) 1.1519(4) 0.0713(15) Uani 1 1 d . . . F15 F 0.0279(3) 0.4615(4) 1.1926(4) 0.0690(14) Uani 1 1 d . . . F16 F 0.1985(3) 0.2610(4) 0.9792(3) 0.0678(14) Uani 1 1 d . . . F17 F 0.2314(3) 0.2328(4) 1.1102(4) 0.0673(14) Uani 1 1 d . . . F18 F 0.1297(3) 0.2252(4) 1.0753(4) 0.0648(13) Uani 1 1 d . . . N1 N 0.2775(4) 0.4635(6) 0.7227(4) 0.0518(17) Uani 1 1 d . . . N2 N 0.2885(4) 0.5113(5) 0.8945(4) 0.0483(15) Uani 1 1 d . . . N3 N 0.3179(3) 0.6928(5) 0.9483(5) 0.0503(15) Uani 1 1 d . . . O1 O 0.1723(3) 0.6442(5) 0.9601(4) 0.0517(16) Uani 1 1 d . . . O2 O 0.2347(3) 0.7267(4) 1.1152(3) 0.0493(13) Uani 1 1 d . . . O3 O 0.3537(3) 0.6468(5) 1.1257(4) 0.0481(14) Uani 1 1 d . . . O4 O 0.3505(3) 0.4660(4) 1.0590(4) 0.0494(13) Uani 1 1 d . . . O5 O 0.1593(3) 0.5723(4) 1.1291(4) 0.0502(13) Uani 1 1 d . . . O6 O 0.2235(3) 0.4256(4) 1.0514(4) 0.0500(14) Uani 1 1 d . . . O1W O 0.0843(7) 0.0574(10) 0.9113(11) 0.056(4) Uani 0.40 1 d P . . H1WD H 0.0867 0.1182 0.9078 0.067 Uiso 0.40 1 d PR . . H1WA H 0.0596 0.0363 0.8700 0.084 Uiso 0.40 1 d PR . . O2W O 0.4612(9) 0.5132(14) 0.8663(13) 0.046(4) Uani 0.30 1 d P . . H2WA H 0.4962 0.4816 0.8664 0.069 Uiso 0.30 1 d PR . . H2WB H 0.4570 0.5453 0.8191 0.069 Uiso 0.30 1 d PR . . O3W O 0.5244(13) 0.2486(16) 0.3874(16) 0.079(7) Uani 0.30 1 d P . . H3WD H 0.5177 0.2755 0.4361 0.095 Uiso 0.30 1 d PR . . H3WC H 0.4915 0.2554 0.3532 0.118 Uiso 0.30 1 d PR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.060(5) 0.063(5) 0.054(6) -0.008(4) -0.014(5) 0.012(5) C2 0.046(4) 0.065(6) 0.065(6) 0.000(4) -0.009(4) 0.004(4) C3 0.055(4) 0.058(5) 0.050(5) -0.003(4) -0.006(4) 0.003(4) C4 0.067(6) 0.052(5) 0.062(6) -0.010(4) -0.007(5) 0.008(5) C5 0.067(6) 0.044(4) 0.055(5) 0.000(4) -0.011(4) 0.008(5) C6 0.047(4) 0.062(5) 0.067(6) -0.014(4) -0.005(4) -0.016(4) C7 0.046(4) 0.047(4) 0.055(5) -0.007(3) -0.005(3) -0.008(4) C8 0.057(5) 0.050(5) 0.083(6) 0.004(4) -0.034(5) 0.000(4) C9 0.064(5) 0.051(4) 0.042(4) -0.014(3) -0.013(4) 0.012(4) C10 0.056(5) 0.061(5) 0.056(5) -0.009(4) 0.017(4) 0.013(4) C11 0.054(5) 0.067(6) 0.063(6) -0.011(5) 0.014(4) -0.009(5) C12 0.055(4) 0.045(4) 0.059(5) 0.011(4) 0.010(4) 0.001(4) C13 0.059(5) 0.050(5) 0.065(6) 0.006(4) 0.014(4) -0.004(4) C14 0.060(5) 0.050(5) 0.046(4) -0.001(3) 0.009(4) -0.013(4) C15 0.046(4) 0.054(4) 0.060(5) -0.011(4) 0.003(3) -0.010(4) C16 0.067(6) 0.045(4) 0.037(4) -0.002(3) 0.025(4) 0.017(4) C17 0.057(5) 0.053(4) 0.038(4) -0.007(3) -0.016(4) 0.005(4) C18 0.049(4) 0.054(4) 0.038(4) 0.001(3) 0.012(3) 0.000(4) C19 0.046(4) 0.047(4) 0.041(4) 0.005(3) -0.013(4) -0.010(3) C20 0.056(4) 0.042(4) 0.047(4) 0.000(3) 0.013(3) 0.012(3) C21 0.080(6) 0.039(4) 0.055(5) 0.007(3) -0.002(4) 0.017(4) C22 0.077(6) 0.053(5) 0.053(5) -0.005(4) 0.007(4) 0.002(5) C23 0.054(5) 0.054(5) 0.063(6) -0.008(4) 0.022(4) -0.012(4) C24 0.044(4) 0.050(5) 0.063(6) 0.001(4) -0.007(4) -0.014(4) C25 0.055(5) 0.050(5) 0.060(5) -0.009(4) -0.004(4) -0.014(4) C26 0.086(7) 0.062(5) 0.069(6) -0.017(5) -0.024(5) 0.008(5) C27 0.088(7) 0.060(5) 0.063(6) -0.002(4) -0.009(5) -0.014(5) C28 0.062(5) 0.062(5) 0.067(6) 0.002(4) 0.012(4) -0.014(4) C29 0.074(6) 0.049(5) 0.057(5) 0.006(4) -0.007(4) -0.016(5) C30 0.060(5) 0.062(6) 0.078(7) 0.005(5) 0.015(5) -0.024(5) C31 0.084(6) 0.069(6) 0.055(5) -0.010(4) 0.021(4) -0.033(6) Dy1 0.04182(15) 0.04056(15) 0.03912(16) -0.00886(17) -0.00749(10) -0.01028(19) F1 0.079(4) 0.075(4) 0.074(4) 0.011(3) -0.028(3) 0.010(3) F2 0.064(3) 0.068(3) 0.079(4) -0.015(3) -0.028(3) 0.007(3) F3 0.071(3) 0.064(3) 0.078(4) -0.012(3) -0.024(3) 0.015(3) F4 0.060(3) 0.058(3) 0.094(4) -0.016(3) -0.014(3) 0.008(3) F5 0.064(3) 0.061(3) 0.067(3) -0.002(2) -0.008(3) 0.014(2) F6 0.088(4) 0.065(3) 0.057(3) -0.005(3) -0.008(3) 0.018(3) F7 0.074(3) 0.058(3) 0.073(3) -0.004(3) -0.015(3) -0.026(3) F8 0.068(3) 0.068(4) 0.053(3) -0.015(3) -0.013(3) -0.011(3) F9 0.058(3) 0.075(3) 0.075(3) -0.022(3) -0.017(3) -0.012(3) F10 0.073(3) 0.065(3) 0.066(3) -0.016(3) 0.005(2) 0.021(3) F11 0.072(3) 0.062(3) 0.072(3) 0.015(3) 0.020(3) 0.016(3) F12 0.061(3) 0.065(3) 0.082(4) -0.019(3) 0.006(3) 0.018(3) F13 0.059(3) 0.080(4) 0.075(4) -0.017(3) 0.021(3) -0.016(3) F14 0.059(3) 0.066(3) 0.091(4) -0.013(3) 0.025(3) 0.007(3) F15 0.059(3) 0.064(3) 0.085(4) -0.016(3) 0.020(3) -0.011(3) F16 0.090(4) 0.060(3) 0.055(3) -0.015(2) 0.017(3) -0.011(3) F17 0.072(3) 0.059(3) 0.070(3) -0.025(3) -0.012(3) 0.011(3) F18 0.060(3) 0.051(3) 0.084(4) -0.012(2) 0.016(2) -0.015(2) N1 0.066(4) 0.059(4) 0.031(3) -0.015(3) 0.008(3) 0.012(4) N2 0.063(4) 0.054(4) 0.029(3) -0.004(3) 0.007(3) -0.012(4) N3 0.049(3) 0.048(4) 0.055(4) 0.000(3) 0.005(3) -0.008(3) O1 0.049(3) 0.058(4) 0.047(4) 0.007(3) -0.004(3) -0.011(3) O2 0.061(3) 0.048(3) 0.038(3) 0.004(2) -0.001(2) -0.002(3) O3 0.049(3) 0.047(3) 0.048(3) -0.011(3) -0.002(2) -0.006(3) O4 0.052(3) 0.049(3) 0.048(3) -0.010(2) 0.007(2) -0.008(3) O5 0.049(3) 0.057(3) 0.045(3) 0.002(2) 0.003(2) -0.002(3) O6 0.050(3) 0.057(3) 0.044(3) -0.006(2) 0.011(2) -0.014(3) O1W 0.043(7) 0.045(7) 0.076(10) -0.002(7) -0.040(7) 0.012(6) O2W 0.045(9) 0.039(9) 0.054(11) -0.013(8) 0.006(8) 0.003(8) O3W 0.099(17) 0.049(12) 0.087(16) -0.032(11) -0.007(13) -0.026(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 F3 1.269(12) . ? C1 F2 1.312(11) . ? C1 F1 1.392(14) . ? C1 C2 1.507(12) . ? C2 O1 1.038(11) . ? C2 C3 1.438(13) . ? C3 C4 1.366(13) . ? C3 H3 0.9300 . ? C4 O2 1.181(12) . ? C4 C5 1.569(14) . ? C5 F5 1.291(11) . ? C5 F6 1.315(12) . ? C5 F4 1.324(13) . ? C6 F8 1.292(12) . ? C6 F9 1.296(11) . ? C6 F7 1.347(12) . ? C6 C7 1.555(10) . ? C7 O3 1.223(10) . ? C7 C8 1.406(13) . ? C8 C9 1.480(11) . ? C8 H8 0.9300 . ? C9 O4 1.193(10) . ? C9 C10 1.529(12) . ? C10 F10 1.266(10) . ? C10 F11 1.315(11) . ? C10 F12 1.384(11) . ? C11 F13 1.218(11) . ? C11 F15 1.311(12) . ? C11 F14 1.351(13) . ? C11 C12 1.562(13) . ? C12 O5 1.060(10) . ? C12 C13 1.475(13) . ? C13 C14 1.479(13) . ? C13 H13 0.9300 . ? C14 O6 1.180(10) . ? C14 C15 1.575(12) . ? C15 F17 1.279(10) . ? C15 F16 1.309(10) . ? C15 F18 1.319(10) . ? C16 N2 1.311(11) . ? C16 C17 1.443(11) . ? C16 H16 0.9300 . ? C17 N1 1.316(12) . ? C17 H17 0.9300 . ? C18 N1 1.374(12) . ? C18 C19 1.422(12) . ? C18 H18 0.9300 . ? C19 N2 1.368(10) . ? C19 C20 1.388(11) . ? C20 N3 1.333(11) . ? C20 C21 1.431(11) . ? C21 C22 1.453(13) . ? C21 H21 0.9300 . ? C22 C23 1.391(14) . ? C22 C28 1.542(14) . ? C23 C24 1.395(15) . ? C23 C25 1.550(14) . ? C24 N3 1.364(11) . ? C24 H24 0.9300 . ? C25 C26 1.595(13) . ? C25 C29 1.600(13) . ? C25 H25 0.9800 . ? C26 C27 1.608(17) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C27 C28 1.480(14) . ? C27 C29 1.519(13) . ? C27 H27 0.9800 . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 C30 1.437(15) . ? C29 C31 1.616(13) . ? C30 H30B 0.9600 . ? C30 H30A 0.9600 . ? C30 H30C 0.9600 . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? Dy1 O3 2.278(6) . ? Dy1 O6 2.302(6) . ? Dy1 O4 2.342(6) . ? Dy1 O2 2.367(6) . ? Dy1 O5 2.536(6) . ? Dy1 N3 2.565(7) . ? Dy1 O1 2.578(7) . ? Dy1 N1 2.606(6) 2_565 ? Dy1 N2 2.697(6) . ? N1 Dy1 2.606(6) 2_564 ? O1W H1WD 0.8501 . ? O1W H1WA 0.8499 . ? O2W H2WA 0.8500 . ? O2W H2WB 0.8500 . ? O3W H3WD 0.8500 . ? O3W H3WC 0.8502 . ? 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 F3 C1 F2 110.3(9) . . ? F3 C1 F1 108.1(9) . . ? F2 C1 F1 105.2(9) . . ? F3 C1 C2 114.9(9) . . ? F2 C1 C2 112.0(9) . . ? F1 C1 C2 105.7(8) . . ? O1 C2 C3 126.7(9) . . ? O1 C2 C1 117.2(9) . . ? C3 C2 C1 114.4(9) . . ? C4 C3 C2 122.5(9) . . ? C4 C3 H3 118.8 . . ? C2 C3 H3 118.8 . . ? O2 C4 C3 130.5(10) . . ? O2 C4 C5 115.6(8) . . ? C3 C4 C5 113.8(9) . . ? F5 C5 F6 118.1(10) . . ? F5 C5 F4 108.8(8) . . ? F6 C5 F4 105.3(7) . . ? F5 C5 C4 110.0(8) . . ? F6 C5 C4 106.7(8) . . ? F4 C5 C4 107.5(10) . . ? F8 C6 F9 112.9(8) . . ? F8 C6 F7 114.0(8) . . ? F9 C6 F7 104.6(8) . . ? F8 C6 C7 108.5(7) . . ? F9 C6 C7 108.6(8) . . ? F7 C6 C7 107.9(7) . . ? O3 C7 C8 128.9(7) . . ? O3 C7 C6 119.9(8) . . ? C8 C7 C6 111.3(7) . . ? C7 C8 C9 117.2(7) . . ? C7 C8 H8 121.4 . . ? C9 C8 H8 121.4 . . ? O4 C9 C8 125.8(8) . . ? O4 C9 C10 115.2(8) . . ? C8 C9 C10 118.9(7) . . ? F10 C10 F11 109.8(8) . . ? F10 C10 F12 107.9(7) . . ? F11 C10 F12 106.9(8) . . ? F10 C10 C9 111.0(7) . . ? F11 C10 C9 113.7(7) . . ? F12 C10 C9 107.2(7) . . ? F13 C11 F15 112.4(9) . . ? F13 C11 F14 102.7(9) . . ? F15 C11 F14 119.0(8) . . ? F13 C11 C12 109.4(8) . . ? F15 C11 C12 108.5(8) . . ? F14 C11 C12 104.3(8) . . ? O5 C12 C13 129.9(9) . . ? O5 C12 C11 121.9(9) . . ? C13 C12 C11 106.2(8) . . ? C12 C13 C14 115.9(8) . . ? C12 C13 H13 122.0 . . ? C14 C13 H13 122.0 . . ? O6 C14 C13 125.5(8) . . ? O6 C14 C15 116.8(8) . . ? C13 C14 C15 117.6(7) . . ? F17 C15 F16 110.5(8) . . ? F17 C15 F18 113.1(8) . . ? F16 C15 F18 109.8(6) . . ? F17 C15 C14 109.8(6) . . ? F16 C15 C14 102.3(7) . . ? F18 C15 C14 110.9(7) . . ? N2 C16 C17 119.3(8) . . ? N2 C16 H16 120.3 . . ? C17 C16 H16 120.3 . . ? N1 C17 C16 118.3(8) . . ? N1 C17 H17 120.9 . . ? C16 C17 H17 120.9 . . ? N1 C18 C19 119.2(7) . . ? N1 C18 H18 120.4 . . ? C19 C18 H18 120.4 . . ? N2 C19 C20 120.5(7) . . ? N2 C19 C18 116.7(7) . . ? C20 C19 C18 122.8(8) . . ? N3 C20 C19 118.6(7) . . ? N3 C20 C21 120.6(8) . . ? C19 C20 C21 120.8(8) . . ? C20 C21 C22 117.9(8) . . ? C20 C21 H21 121.0 . . ? C22 C21 H21 121.0 . . ? C23 C22 C21 117.3(9) . . ? C23 C22 C28 122.5(9) . . ? C21 C22 C28 120.1(8) . . ? C22 C23 C24 122.4(10) . . ? C22 C23 C25 116.4(9) . . ? C24 C23 C25 120.1(9) . . ? N3 C24 C23 118.5(9) . . ? N3 C24 H24 120.8 . . ? C23 C24 H24 120.8 . . ? C23 C25 C26 105.5(7) . . ? C23 C25 C29 111.2(8) . . ? C26 C25 C29 82.1(7) . . ? C23 C25 H25 117.5 . . ? C26 C25 H25 117.5 . . ? C29 C25 H25 117.5 . . ? C25 C26 C27 83.4(7) . . ? C25 C26 H26A 114.7 . . ? C27 C26 H26A 114.7 . . ? C25 C26 H26B 114.7 . . ? C27 C26 H26B 114.7 . . ? H26A C26 H26B 111.8 . . ? C28 C27 C29 126.1(10) . . ? C28 C27 C26 115.6(9) . . ? C29 C27 C26 84.3(7) . . ? C28 C27 H27 109.4 . . ? C29 C27 H27 109.4 . . ? C26 C27 H27 109.4 . . ? C27 C28 C22 101.9(9) . . ? C27 C28 H28A 111.4 . . ? C22 C28 H28A 111.4 . . ? C27 C28 H28B 111.4 . . ? C22 C28 H28B 111.4 . . ? H28A C28 H28B 109.2 . . ? C30 C29 C27 98.0(8) . . ? C30 C29 C25 106.7(8) . . ? C27 C29 C25 86.1(7) . . ? C30 C29 C31 124.7(8) . . ? C27 C29 C31 121.7(9) . . ? C25 C29 C31 112.3(8) . . ? C29 C30 H30B 109.5 . . ? C29 C30 H30A 109.5 . . ? H30B C30 H30A 109.5 . . ? C29 C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? C29 C31 H31A 109.5 . . ? C29 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C29 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? O3 Dy1 O6 135.0(2) . . ? O3 Dy1 O4 72.1(2) . . ? O6 Dy1 O4 71.2(2) . . ? O3 Dy1 O2 71.5(2) . . ? O6 Dy1 O2 134.8(2) . . ? O4 Dy1 O2 142.85(18) . . ? O3 Dy1 O5 120.6(2) . . ? O6 Dy1 O5 68.7(2) . . ? O4 Dy1 O5 130.0(2) . . ? O2 Dy1 O5 66.1(2) . . ? O3 Dy1 N3 72.0(2) . . ? O6 Dy1 N3 136.6(2) . . ? O4 Dy1 N3 95.6(2) . . ? O2 Dy1 N3 80.0(2) . . ? O5 Dy1 N3 134.2(2) . . ? O3 Dy1 O1 133.50(19) . . ? O6 Dy1 O1 91.4(2) . . ? O4 Dy1 O1 143.2(2) . . ? O2 Dy1 O1 71.5(2) . . ? O5 Dy1 O1 66.2(2) . . ? N3 Dy1 O1 74.7(2) . . ? O3 Dy1 N1 66.6(2) . 2_565 ? O6 Dy1 N1 81.3(2) . 2_565 ? O4 Dy1 N1 78.5(2) . 2_565 ? O2 Dy1 N1 80.7(2) . 2_565 ? O5 Dy1 N1 67.1(2) . 2_565 ? N3 Dy1 N1 138.0(2) . 2_565 ? O1 Dy1 N1 132.1(2) . 2_565 ? O3 Dy1 N2 114.2(2) . . ? O6 Dy1 N2 74.5(2) . . ? O4 Dy1 N2 68.5(2) . . ? O2 Dy1 N2 135.2(2) . . ? O5 Dy1 N2 125.2(2) . . ? N3 Dy1 N2 62.2(2) . . ? O1 Dy1 N2 75.7(2) . . ? N1 Dy1 N2 143.8(2) 2_565 . ? C17 N1 C18 122.6(7) . . ? C17 N1 Dy1 120.1(6) . 2_564 ? C18 N1 Dy1 117.3(6) . 2_564 ? C16 N2 C19 123.8(7) . . ? C16 N2 Dy1 120.3(5) . . ? C19 N2 Dy1 113.4(5) . . ? C20 N3 C24 123.2(8) . . ? C20 N3 Dy1 119.8(5) . . ? C24 N3 Dy1 114.8(6) . . ? C2 O1 Dy1 130.8(7) . . ? C4 O2 Dy1 132.5(6) . . ? C7 O3 Dy1 137.8(6) . . ? C9 O4 Dy1 138.0(6) . . ? C12 O5 Dy1 135.5(7) . . ? C14 O6 Dy1 142.9(6) . . ? H1WD O1W H1WA 109.5 . . ? H2WA O2W H2WB 109.5 . . ? H3WD O3W H3WC 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag F3 C1 C2 O1 139.4(11) . . . . ? F2 C1 C2 O1 12.6(16) . . . . ? F1 C1 C2 O1 -101.4(12) . . . . ? F3 C1 C2 C3 -26.5(14) . . . . ? F2 C1 C2 C3 -153.4(10) . . . . ? F1 C1 C2 C3 92.6(10) . . . . ? O1 C2 C3 C4 20.5(18) . . . . ? C1 C2 C3 C4 -175.1(11) . . . . ? C2 C3 C4 O2 5(2) . . . . ? C2 C3 C4 C5 -179.4(9) . . . . ? O2 C4 C5 F5 174.3(10) . . . . ? C3 C4 C5 F5 -2.2(14) . . . . ? O2 C4 C5 F6 -56.5(13) . . . . ? C3 C4 C5 F6 127.0(10) . . . . ? O2 C4 C5 F4 56.0(12) . . . . ? C3 C4 C5 F4 -120.5(10) . . . . ? F8 C6 C7 O3 60.8(12) . . . . ? F9 C6 C7 O3 -176.1(8) . . . . ? F7 C6 C7 O3 -63.3(11) . . . . ? F8 C6 C7 C8 -120.3(9) . . . . ? F9 C6 C7 C8 2.8(11) . . . . ? F7 C6 C7 C8 115.7(9) . . . . ? O3 C7 C8 C9 -3.4(16) . . . . ? C6 C7 C8 C9 177.8(9) . . . . ? C7 C8 C9 O4 4.1(15) . . . . ? C7 C8 C9 C10 -172.7(8) . . . . ? O4 C9 C10 F10 58.4(11) . . . . ? C8 C9 C10 F10 -124.4(9) . . . . ? O4 C9 C10 F11 -66.0(10) . . . . ? C8 C9 C10 F11 111.2(11) . . . . ? O4 C9 C10 F12 176.1(8) . . . . ? C8 C9 C10 F12 -6.7(12) . . . . ? F13 C11 C12 O5 -51.6(13) . . . . ? F15 C11 C12 O5 -174.5(9) . . . . ? F14 C11 C12 O5 57.7(11) . . . . ? F13 C11 C12 C13 114.0(10) . . . . ? F15 C11 C12 C13 -8.9(11) . . . . ? F14 C11 C12 C13 -136.7(8) . . . . ? O5 C12 C13 C14 -11.1(15) . . . . ? C11 C12 C13 C14 -175.1(8) . . . . ? C12 C13 C14 O6 -1.4(13) . . . . ? C12 C13 C14 C15 177.6(8) . . . . ? O6 C14 C15 F17 67.4(10) . . . . ? C13 C14 C15 F17 -111.7(9) . . . . ? O6 C14 C15 F16 -49.9(9) . . . . ? C13 C14 C15 F16 130.9(8) . . . . ? O6 C14 C15 F18 -166.8(7) . . . . ? C13 C14 C15 F18 14.0(10) . . . . ? N2 C16 C17 N1 -0.9(15) . . . . ? N1 C18 C19 N2 2.7(13) . . . . ? N1 C18 C19 C20 -177.6(9) . . . . ? N2 C19 C20 N3 2.1(13) . . . . ? C18 C19 C20 N3 -177.6(8) . . . . ? N2 C19 C20 C21 -179.2(8) . . . . ? C18 C19 C20 C21 1.1(14) . . . . ? N3 C20 C21 C22 0.0(13) . . . . ? C19 C20 C21 C22 -178.7(9) . . . . ? C20 C21 C22 C23 -0.1(14) . . . . ? C20 C21 C22 C28 176.6(9) . . . . ? C21 C22 C23 C24 2.1(16) . . . . ? C28 C22 C23 C24 -174.6(10) . . . . ? C21 C22 C23 C25 -166.1(9) . . . . ? C28 C22 C23 C25 17.3(15) . . . . ? C22 C23 C24 N3 -3.8(15) . . . . ? C25 C23 C24 N3 163.9(8) . . . . ? C22 C23 C25 C26 36.7(12) . . . . ? C24 C23 C25 C26 -131.7(10) . . . . ? C22 C23 C25 C29 -50.8(11) . . . . ? C24 C23 C25 C29 140.8(9) . . . . ? C23 C25 C26 C27 -75.4(8) . . . . ? C29 C25 C26 C27 34.5(6) . . . . ? C25 C26 C27 C28 91.1(9) . . . . ? C25 C26 C27 C29 -36.4(6) . . . . ? C29 C27 C28 C22 56.0(14) . . . . ? C26 C27 C28 C22 -46.3(11) . . . . ? C23 C22 C28 C27 -13.5(14) . . . . ? C21 C22 C28 C27 169.9(10) . . . . ? C28 C27 C29 C30 24.7(13) . . . . ? C26 C27 C29 C30 142.4(8) . . . . ? C28 C27 C29 C25 -81.6(12) . . . . ? C26 C27 C29 C25 36.1(7) . . . . ? C28 C27 C29 C31 164.5(10) . . . . ? C26 C27 C29 C31 -77.9(10) . . . . ? C23 C25 C29 C30 -30.2(10) . . . . ? C26 C25 C29 C30 -133.9(8) . . . . ? C23 C25 C29 C27 67.0(9) . . . . ? C26 C25 C29 C27 -36.6(7) . . . . ? C23 C25 C29 C31 -170.2(9) . . . . ? C26 C25 C29 C31 86.2(9) . . . . ? C16 C17 N1 C18 1.5(15) . . . . ? C16 C17 N1 Dy1 -179.1(6) . . . 2_564 ? C19 C18 N1 C17 -2.4(15) . . . . ? C19 C18 N1 Dy1 178.1(6) . . . 2_564 ? C17 C16 N2 C19 1.4(15) . . . . ? C17 C16 N2 Dy1 162.2(7) . . . . ? C20 C19 N2 C16 178.0(9) . . . . ? C18 C19 N2 C16 -2.3(14) . . . . ? C20 C19 N2 Dy1 16.0(11) . . . . ? C18 C19 N2 Dy1 -164.3(6) . . . . ? O3 Dy1 N2 C16 128.1(7) . . . . ? O6 Dy1 N2 C16 -4.7(7) . . . . ? O4 Dy1 N2 C16 70.8(8) . . . . ? O2 Dy1 N2 C16 -144.2(7) . . . . ? O5 Dy1 N2 C16 -53.8(8) . . . . ? N3 Dy1 N2 C16 179.8(8) . . . . ? O1 Dy1 N2 C16 -100.2(8) . . . . ? N1 Dy1 N2 C16 45.2(8) 2_565 . . . ? O3 Dy1 N2 C19 -69.2(6) . . . . ? O6 Dy1 N2 C19 158.0(6) . . . . ? O4 Dy1 N2 C19 -126.5(6) . . . . ? O2 Dy1 N2 C19 18.5(7) . . . . ? O5 Dy1 N2 C19 108.9(6) . . . . ? N3 Dy1 N2 C19 -17.6(5) . . . . ? O1 Dy1 N2 C19 62.4(6) . . . . ? N1 Dy1 N2 C19 -152.2(6) 2_565 . . . ? C19 C20 N3 C24 176.9(8) . . . . ? C21 C20 N3 C24 -1.8(13) . . . . ? C19 C20 N3 Dy1 -21.1(10) . . . . ? C21 C20 N3 Dy1 160.2(6) . . . . ? C23 C24 N3 C20 3.6(13) . . . . ? C23 C24 N3 Dy1 -159.2(7) . . . . ? O3 Dy1 N3 C20 151.3(6) . . . . ? O6 Dy1 N3 C20 13.8(7) . . . . ? O4 Dy1 N3 C20 82.3(6) . . . . ? O2 Dy1 N3 C20 -135.0(6) . . . . ? O5 Dy1 N3 C20 -93.2(6) . . . . ? O1 Dy1 N3 C20 -61.6(6) . . . . ? N1 Dy1 N3 C20 161.2(5) 2_565 . . . ? N2 Dy1 N3 C20 20.1(6) . . . . ? O3 Dy1 N3 C24 -45.2(6) . . . . ? O6 Dy1 N3 C24 177.3(5) . . . . ? O4 Dy1 N3 C24 -114.3(6) . . . . ? O2 Dy1 N3 C24 28.4(6) . . . . ? O5 Dy1 N3 C24 70.2(6) . . . . ? O1 Dy1 N3 C24 101.9(6) . . . . ? N1 Dy1 N3 C24 -35.4(8) 2_565 . . . ? N2 Dy1 N3 C24 -176.5(7) . . . . ? C3 C2 O1 Dy1 -30.4(17) . . . . ? C1 C2 O1 Dy1 165.6(7) . . . . ? O3 Dy1 O1 C2 -22.7(12) . . . . ? O6 Dy1 O1 C2 153.6(10) . . . . ? O4 Dy1 O1 C2 -146.7(10) . . . . ? O2 Dy1 O1 C2 16.3(10) . . . . ? O5 Dy1 O1 C2 87.6(11) . . . . ? N3 Dy1 O1 C2 -68.1(10) . . . . ? N1 Dy1 O1 C2 74.2(11) 2_565 . . . ? N2 Dy1 O1 C2 -132.7(11) . . . . ? C3 C4 O2 Dy1 -15.4(19) . . . . ? C5 C4 O2 Dy1 168.9(6) . . . . ? O3 Dy1 O2 C4 157.7(10) . . . . ? O6 Dy1 O2 C4 -66.3(10) . . . . ? O4 Dy1 O2 C4 169.6(9) . . . . ? O5 Dy1 O2 C4 -65.0(9) . . . . ? N3 Dy1 O2 C4 83.6(10) . . . . ? O1 Dy1 O2 C4 6.5(9) . . . . ? N1 Dy1 O2 C4 -133.9(10) 2_565 . . . ? N2 Dy1 O2 C4 51.6(10) . . . . ? C8 C7 O3 Dy1 -1.5(16) . . . . ? C6 C7 O3 Dy1 177.2(6) . . . . ? O6 Dy1 O3 C7 40.3(10) . . . . ? O4 Dy1 O3 C7 3.6(9) . . . . ? O2 Dy1 O3 C7 176.2(10) . . . . ? O5 Dy1 O3 C7 130.1(9) . . . . ? N3 Dy1 O3 C7 -98.6(9) . . . . ? O1 Dy1 O3 C7 -144.9(8) . . . . ? N1 Dy1 O3 C7 88.5(9) 2_565 . . . ? N2 Dy1 O3 C7 -51.8(10) . . . . ? C8 C9 O4 Dy1 -0.3(16) . . . . ? C10 C9 O4 Dy1 176.7(6) . . . . ? O3 Dy1 O4 C9 -2.7(9) . . . . ? O6 Dy1 O4 C9 -156.2(9) . . . . ? O2 Dy1 O4 C9 -14.5(11) . . . . ? O5 Dy1 O4 C9 -117.9(9) . . . . ? N3 Dy1 O4 C9 66.3(9) . . . . ? O1 Dy1 O4 C9 138.1(8) . . . . ? N1 Dy1 O4 C9 -71.6(9) 2_565 . . . ? N2 Dy1 O4 C9 123.5(9) . . . . ? C13 C12 O5 Dy1 15.8(16) . . . . ? C11 C12 O5 Dy1 177.6(6) . . . . ? O3 Dy1 O5 C12 -137.8(8) . . . . ? O6 Dy1 O5 C12 -7.2(8) . . . . ? O4 Dy1 O5 C12 -46.1(9) . . . . ? O2 Dy1 O5 C12 173.8(9) . . . . ? N3 Dy1 O5 C12 128.0(8) . . . . ? O1 Dy1 O5 C12 94.4(9) . . . . ? N1 Dy1 O5 C12 -96.5(9) 2_565 . . . ? N2 Dy1 O5 C12 44.2(9) . . . . ? C13 C14 O6 Dy1 10.1(15) . . . . ? C15 C14 O6 Dy1 -169.0(6) . . . . ? O3 Dy1 O6 C14 106.2(10) . . . . ? O4 Dy1 O6 C14 143.1(10) . . . . ? O2 Dy1 O6 C14 -5.1(11) . . . . ? O5 Dy1 O6 C14 -6.4(9) . . . . ? N3 Dy1 O6 C14 -139.1(9) . . . . ? O1 Dy1 O6 C14 -70.1(10) . . . . ? N1 Dy1 O6 C14 62.3(10) 2_565 . . . ? N2 Dy1 O6 C14 -144.9(10) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.756 _refine_diff_density_min -0.480 _refine_diff_density_rms 0.123 _database_code_depnum_ccdc_archive 'CCDC 947871'