# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Eric J.Schelter' _publ_contact_author_email schelter@sas.upenn.edu loop_ _publ_author_name J.Levin 'Jun Gu' P.Carroll E.J.Schelter data_UP4098 _database_code_depnum_ccdc_archive 'CCDC 869731' #TrackingRef '- 4098.cif' _audit_creation_method SHELXL-97 _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C90 H72 Ce Li3 N6 O6' _chemical_formula_weight 1494.48 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' Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ce Ce -0.2486 2.6331 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting trigonal _symmetry_space_group_name_H-M 'R -3 ' _symmetry_Int_Tables_number 148 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 20.7351(11) _cell_length_b 20.7351(11) _cell_length_c 30.1140(18) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 11212.7(11) _cell_formula_units_Z 6 _cell_measurement_reflns_used 9178 _cell_measurement_theta_min 2.64 _cell_measurement_theta_max 27.49 _cell_measurement_temperature 143(1) _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.05 _exptl_crystal_density_diffrn 1.328 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4614 _exptl_absorpt_coefficient_mu 0.669 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Sheldrick, 2007)' _exptl_absorpt_correction_T_min 0.6741 _exptl_absorpt_correction_T_max 0.7456 _diffrn_ambient_temperature 143(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'CCD Area Detector' _diffrn_measurement_device_type 'Bruker APEXII' _diffrn_measurement_method 'phi and omega scans' _diffrn_reflns_number 114733 _diffrn_reflns_av_R_equivalents 0.0270 _diffrn_reflns_av_sigmaI/netI 0.0102 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -39 _diffrn_reflns_limit_l_max 38 _diffrn_reflns_theta_min 1.76 _diffrn_reflns_theta_max 27.51 _reflns_number_total 5743 _reflns_number_gt 5260 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0276P)^2^+28.8641P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_hydrogens geom _refine_special_details ; Naphthol rings C11-C20 were disordered; the disorder was modeled as two contributing disordered fragments with fractional occupancies. The naphthol rings were refined as rigid groups. Thermal parameter restraints (DELU and SIMU) were applied to the disordered carbon atoms (C11-C20'). ; _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5743 _refine_ls_number_parameters 362 _refine_ls_number_restraints 86 _refine_ls_R_factor_all 0.0324 _refine_ls_R_factor_gt 0.0277 _refine_ls_wR_factor_ref 0.0698 _refine_ls_wR_factor_gt 0.0657 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.057 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ce1 Ce 0.3333 0.6667 0.395029(5) 0.02446(6) Uani 1 3 d S . . O1 O 0.23506(7) 0.56191(8) 0.43284(4) 0.0345(3) Uani 1 1 d . . . O2 O 0.22111(8) 0.62617(8) 0.35598(5) 0.0395(3) Uani 1 1 d . . . N1 N 0.11745(10) 0.45972(10) 0.33882(6) 0.0405(4) Uani 1 1 d . . . N2 N 0.06412(10) 0.52733(11) 0.42234(6) 0.0458(4) Uani 1 1 d . . . C1 C 0.23302(9) 0.52347(10) 0.46881(6) 0.0280(3) Uani 1 1 d . . . C2 C 0.21974(12) 0.44957(11) 0.46405(7) 0.0372(4) Uani 1 1 d . . . H2 H 0.2116 0.4286 0.4359 0.049 Uiso 1 1 calc R . . C3 C 0.21868(12) 0.40890(11) 0.49980(7) 0.0413(5) Uani 1 1 d . . . H3 H 0.2092 0.3605 0.4956 0.055 Uiso 1 1 calc R . . C4 C 0.23172(11) 0.43885(11) 0.54316(7) 0.0345(4) Uani 1 1 d . . . C5 C 0.23360(14) 0.39882(14) 0.58095(8) 0.0491(5) Uani 1 1 d . . . H5 H 0.2259 0.3509 0.5775 0.065 Uiso 1 1 calc R . . C6 C 0.24648(14) 0.42958(16) 0.62207(8) 0.0546(6) Uani 1 1 d . . . H6 H 0.2489 0.4032 0.6464 0.073 Uiso 1 1 calc R . . C7 C 0.25615(14) 0.50079(16) 0.62800(7) 0.0526(6) Uani 1 1 d . . . H7 H 0.2638 0.5210 0.6564 0.070 Uiso 1 1 calc R . . C8 C 0.25453(12) 0.54106(13) 0.59249(7) 0.0419(5) Uani 1 1 d . . . H8 H 0.2607 0.5882 0.5971 0.056 Uiso 1 1 calc R . . C9 C 0.24349(9) 0.51190(10) 0.54872(6) 0.0295(4) Uani 1 1 d . . . C10 C 0.24347(9) 0.55261(10) 0.51106(6) 0.0284(3) Uani 1 1 d . . . H10 H 0.2507 0.6003 0.5149 0.038 Uiso 1 1 calc R . . C11 C 0.18080(16) 0.63694(18) 0.32347(7) 0.0472(15) Uani 0.520(3) 1 d PGU A 1 C12 C 0.12698(16) 0.65581(16) 0.33454(6) 0.0392(10) Uani 0.520(3) 1 d PGU A 1 H12 H 0.1142 0.6561 0.3641 0.052 Uiso 0.520(3) 1 calc PR A 1 C13 C 0.09226(13) 0.67426(14) 0.30123(7) 0.0430(10) Uani 0.520(3) 1 d PGU A 1 H13 H 0.0564 0.6868 0.3086 0.057 Uiso 0.520(3) 1 calc PR A 1 C14 C 0.11137(10) 0.67384(10) 0.25686(6) 0.0512(14) Uani 0.520(3) 1 d PGU A 1 C15 C 0.07581(14) 0.69118(16) 0.22351(8) 0.0562(13) Uani 0.520(3) 1 d PGU A 1 H15 H 0.0399 0.7038 0.2309 0.075 Uiso 0.520(3) 1 calc PR A 1 C16 C 0.09407(17) 0.68964(18) 0.17908(7) 0.0581(15) Uani 0.520(3) 1 d PGU A 1 H16 H 0.0704 0.7012 0.1569 0.077 Uiso 0.520(3) 1 calc PR A 1 C17 C 0.14788(17) 0.67076(19) 0.16801(6) 0.0724(17) Uani 0.520(3) 1 d PGU A 1 H17 H 0.1601 0.6697 0.1384 0.096 Uiso 0.520(3) 1 calc PR A 1 C18 C 0.18343(15) 0.65343(18) 0.20136(7) 0.0645(15) Uani 0.520(3) 1 d PGU A 1 H18 H 0.2193 0.6409 0.1940 0.086 Uiso 0.520(3) 1 calc PR A 1 C19 C 0.16518(11) 0.65497(12) 0.24578(6) 0.0473(13) Uani 0.520(3) 1 d PGU A 1 C20 C 0.19990(14) 0.63653(17) 0.27910(8) 0.0418(10) Uani 0.520(3) 1 d PGU A 1 H20 H 0.2358 0.6240 0.2717 0.056 Uiso 0.520(3) 1 calc PR A 1 C11' C 0.19418(16) 0.63349(18) 0.31569(7) 0.0349(13) Uani 0.480(3) 1 d PGU A 2 C12' C 0.22604(15) 0.62426(19) 0.27716(9) 0.0476(13) Uani 0.480(3) 1 d PGU A 2 H12' H 0.2612 0.6090 0.2791 0.063 Uiso 0.480(3) 1 calc PR A 2 C13' C 0.20517(15) 0.63790(18) 0.23573(8) 0.0491(13) Uani 0.480(3) 1 d PGU A 2 H13' H 0.2264 0.6318 0.2100 0.065 Uiso 0.480(3) 1 calc PR A 2 C14' C 0.15243(11) 0.66075(13) 0.23283(6) 0.0377(12) Uani 0.480(3) 1 d PGU A 2 C15' C 0.12580(15) 0.67699(17) 0.19342(6) 0.0449(11) Uani 0.480(3) 1 d PGU A 2 H15' H 0.1437 0.6715 0.1662 0.060 Uiso 0.480(3) 1 calc PR A 2 C16' C 0.07395(16) 0.70078(17) 0.19413(7) 0.0506(14) Uani 0.480(3) 1 d PGU A 2 H16' H 0.0609 0.7140 0.1675 0.067 Uiso 0.480(3) 1 calc PR A 2 C17' C 0.04213(14) 0.70530(16) 0.23185(9) 0.0420(11) Uani 0.480(3) 1 d PGU A 2 H17' H 0.0072 0.7210 0.2316 0.056 Uiso 0.480(3) 1 calc PR A 2 C18' C 0.06336(12) 0.68539(14) 0.27225(7) 0.0368(10) Uani 0.480(3) 1 d PGU A 2 H18' H 0.0390 0.6829 0.2987 0.049 Uiso 0.480(3) 1 calc PR A 2 C19' C 0.12056(10) 0.66998(10) 0.27137(6) 0.0352(11) Uani 0.480(3) 1 d PGU A 2 C20' C 0.14144(14) 0.65634(16) 0.31280(6) 0.0341(10) Uani 0.480(3) 1 d PGU A 2 H20' H 0.1202 0.6625 0.3385 0.045 Uiso 0.480(3) 1 calc PR A 2 C21 C 0.15812(12) 0.43047(13) 0.32468(8) 0.0461(5) Uani 1 1 d . A . H21 H 0.2002 0.4403 0.3409 0.061 Uiso 1 1 calc R . . C22 C 0.14131(14) 0.38650(14) 0.28741(9) 0.0531(6) Uani 1 1 d . . . H22 H 0.1717 0.3677 0.2786 0.071 Uiso 1 1 calc R A . C23 C 0.07917(15) 0.37097(15) 0.26357(8) 0.0554(6) Uani 1 1 d . A . H23 H 0.0657 0.3403 0.2387 0.074 Uiso 1 1 calc R . . C24 C 0.03683(14) 0.40153(15) 0.27690(8) 0.0528(6) Uani 1 1 d . . . H24 H -0.0055 0.3924 0.2612 0.070 Uiso 1 1 calc R A . C25 C 0.05863(13) 0.44601(13) 0.31415(7) 0.0442(5) Uani 1 1 d . A . H25 H 0.0307 0.4677 0.3226 0.059 Uiso 1 1 calc R . . C26 C -0.00847(13) 0.47976(15) 0.41556(8) 0.0532(6) Uani 1 1 d . A . H26 H -0.0218 0.4402 0.3961 0.071 Uiso 1 1 calc R . . C27 C -0.06440(13) 0.48651(16) 0.43601(9) 0.0577(6) Uani 1 1 d . . . H27 H -0.1141 0.4524 0.4302 0.077 Uiso 1 1 calc R A . C28 C -0.04551(13) 0.54439(15) 0.46516(9) 0.0529(6) Uani 1 1 d . A . H28 H -0.0821 0.5506 0.4791 0.070 Uiso 1 1 calc R . . C29 C 0.02886(14) 0.59293(13) 0.47329(8) 0.0495(5) Uani 1 1 d . . . H29 H 0.0435 0.6320 0.4933 0.066 Uiso 1 1 calc R A . C30 C 0.08142(12) 0.58242(13) 0.45111(8) 0.0462(5) Uani 1 1 d . A . H30 H 0.1315 0.6156 0.4566 0.061 Uiso 1 1 calc R . . Li1 Li 0.15689(19) 0.5373(2) 0.38990(11) 0.0383(7) Uani 1 1 d . A . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ce1 0.02688(7) 0.02688(7) 0.01962(8) 0.000 0.000 0.01344(3) O1 0.0326(7) 0.0389(7) 0.0290(6) 0.0083(5) 0.0032(5) 0.0157(6) O2 0.0386(7) 0.0416(8) 0.0350(7) 0.0023(6) -0.0123(6) 0.0176(6) N1 0.0406(9) 0.0363(9) 0.0403(9) -0.0020(7) -0.0011(7) 0.0161(8) N2 0.0355(9) 0.0559(11) 0.0435(10) 0.0002(8) 0.0043(7) 0.0210(9) C1 0.0215(8) 0.0307(9) 0.0294(9) 0.0041(7) 0.0035(6) 0.0113(7) C2 0.0435(11) 0.0367(10) 0.0322(10) -0.0049(8) 0.0030(8) 0.0206(9) C3 0.0510(12) 0.0319(10) 0.0464(12) 0.0013(8) 0.0073(9) 0.0248(9) C4 0.0333(9) 0.0366(10) 0.0382(10) 0.0079(8) 0.0058(8) 0.0208(8) C5 0.0546(13) 0.0533(13) 0.0513(13) 0.0196(11) 0.0101(10) 0.0360(12) C6 0.0538(14) 0.0756(17) 0.0418(12) 0.0229(12) 0.0038(10) 0.0379(13) C7 0.0496(13) 0.0745(17) 0.0310(11) 0.0015(10) -0.0037(9) 0.0291(12) C8 0.0417(11) 0.0461(12) 0.0340(10) -0.0041(9) -0.0040(8) 0.0192(9) C9 0.0230(8) 0.0323(9) 0.0311(9) 0.0025(7) 0.0015(7) 0.0122(7) C10 0.0254(8) 0.0243(8) 0.0329(9) 0.0013(7) 0.0019(7) 0.0103(7) C11 0.070(4) 0.031(3) 0.028(2) -0.0057(19) -0.008(2) 0.016(3) C12 0.038(2) 0.035(2) 0.037(2) 0.0118(19) -0.0100(18) 0.0126(17) C13 0.039(2) 0.036(2) 0.057(3) -0.0013(18) -0.0123(19) 0.0201(17) C14 0.030(2) 0.039(3) 0.069(3) -0.013(2) -0.024(2) 0.0056(19) C15 0.054(3) 0.045(3) 0.059(3) 0.009(2) -0.027(2) 0.016(2) C16 0.055(3) 0.051(3) 0.054(3) 0.012(2) -0.029(3) 0.016(2) C17 0.056(3) 0.095(4) 0.042(3) 0.015(3) -0.015(2) 0.020(3) C18 0.049(3) 0.099(4) 0.041(2) 0.008(3) -0.003(2) 0.033(3) C19 0.048(3) 0.047(3) 0.031(2) 0.0096(19) -0.002(2) 0.011(2) C20 0.041(2) 0.049(2) 0.040(2) 0.0035(18) -0.0130(18) 0.026(2) C11' 0.0149(17) 0.035(3) 0.044(3) 0.013(2) -0.0116(18) 0.0043(18) C12' 0.048(3) 0.074(3) 0.039(2) 0.009(2) -0.010(2) 0.043(3) C13' 0.049(3) 0.084(4) 0.033(2) 0.005(2) 0.0074(19) 0.048(3) C14' 0.033(2) 0.045(3) 0.030(2) -0.0008(19) 0.0005(19) 0.016(2) C15' 0.040(2) 0.061(3) 0.030(2) 0.005(2) -0.0030(19) 0.023(2) C16' 0.049(3) 0.040(3) 0.066(4) -0.003(3) -0.015(3) 0.025(2) C17' 0.037(2) 0.037(2) 0.058(3) -0.0013(19) -0.0170(19) 0.0231(19) C18' 0.030(2) 0.034(2) 0.045(2) -0.0076(17) -0.0081(17) 0.0150(17) C19' 0.028(2) 0.029(2) 0.046(3) -0.0112(18) -0.0048(19) 0.0119(18) C20' 0.033(2) 0.036(2) 0.026(2) 0.0049(18) -0.0055(17) 0.0121(18) C21 0.0326(10) 0.0480(12) 0.0524(13) 0.0002(10) 0.0017(9) 0.0161(9) C22 0.0444(12) 0.0570(14) 0.0616(15) -0.0074(12) 0.0080(11) 0.0281(11) C23 0.0568(14) 0.0601(15) 0.0501(14) -0.0196(11) -0.0024(11) 0.0299(12) C24 0.0524(13) 0.0663(16) 0.0459(13) -0.0162(11) -0.0126(10) 0.0345(12) C25 0.0497(12) 0.0491(12) 0.0424(11) -0.0072(9) -0.0046(9) 0.0312(11) C26 0.0392(12) 0.0656(15) 0.0469(13) -0.0043(11) 0.0008(10) 0.0203(11) C27 0.0349(11) 0.0755(18) 0.0571(15) 0.0062(13) 0.0038(10) 0.0233(12) C28 0.0442(12) 0.0623(15) 0.0606(15) 0.0163(12) 0.0157(11) 0.0330(12) C29 0.0509(13) 0.0464(12) 0.0559(14) 0.0075(10) 0.0113(11) 0.0278(11) C30 0.0354(11) 0.0459(12) 0.0564(13) 0.0067(10) 0.0067(9) 0.0197(10) Li1 0.0321(16) 0.0422(18) 0.0372(17) -0.0024(14) -0.0016(13) 0.0159(14) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ce1 O2 2.3556(13) 2_665 ? Ce1 O2 2.3556(13) 3_565 ? Ce1 O2 2.3556(13) . ? Ce1 O1 2.3959(13) 2_665 ? Ce1 O1 2.3959(13) . ? Ce1 O1 2.3959(13) 3_565 ? Ce1 Li1 3.285(3) 2_665 ? Ce1 Li1 3.285(3) . ? Ce1 Li1 3.285(3) 3_565 ? O1 C1 1.333(2) . ? O1 Li1 1.932(4) . ? O2 C11' 1.375(2) . ? O2 C11 1.376(2) . ? O2 Li1 1.939(4) . ? N1 C21 1.331(3) . ? N1 C25 1.332(3) . ? N1 Li1 2.075(4) . ? N2 C30 1.332(3) . ? N2 C26 1.340(3) . ? N2 Li1 2.073(4) . ? C1 C10 1.378(2) . ? C1 C2 1.422(3) . ? C2 C3 1.361(3) . ? C3 C4 1.413(3) . ? C4 C9 1.419(3) . ? C4 C5 1.420(3) . ? C5 C6 1.357(4) . ? C6 C7 1.398(4) . ? C7 C8 1.368(3) . ? C8 C9 1.420(3) . ? C9 C10 1.414(2) . ? C11 C20 1.3949 . ? C11 C12 1.3951 . ? C11 Li1 2.737(4) . ? C12 C13 1.3950 . ? C13 C14 1.3950 . ? C14 C19 1.3949 . ? C14 C15 1.3951 . ? C15 C16 1.3952 . ? C16 C17 1.3951 . ? C17 C18 1.3950 . ? C18 C19 1.3949 . ? C19 C20 1.3953 . ? C11' C12' 1.3950 . ? C11' C20' 1.3950 . ? C12' C13' 1.3951 . ? C13' C14' 1.3951 . ? C14' C19' 1.3950 . ? C14' C15' 1.4188 . ? C15' C16' 1.3892 . ? C16' C17' 1.3402 . ? C17' C18' 1.4236 . ? C18' C19' 1.3742 . ? C19' C20' 1.3951 . ? C21 C22 1.376(3) . ? C22 C23 1.365(4) . ? C23 C24 1.375(3) . ? C24 C25 1.377(3) . ? C26 C27 1.380(3) . ? C27 C28 1.376(4) . ? C28 C29 1.378(4) . ? C29 C30 1.385(3) . ? 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 O2 Ce1 O2 97.24(5) 2_665 3_565 ? O2 Ce1 O2 97.24(5) 2_665 . ? O2 Ce1 O2 97.24(5) 3_565 . ? O2 Ce1 O1 70.93(5) 2_665 2_665 ? O2 Ce1 O1 94.30(5) 3_565 2_665 ? O2 Ce1 O1 164.47(5) . 2_665 ? O2 Ce1 O1 94.30(5) 2_665 . ? O2 Ce1 O1 164.47(5) 3_565 . ? O2 Ce1 O1 70.93(5) . . ? O1 Ce1 O1 99.28(4) 2_665 . ? O2 Ce1 O1 164.47(5) 2_665 3_565 ? O2 Ce1 O1 70.93(5) 3_565 3_565 ? O2 Ce1 O1 94.30(5) . 3_565 ? O1 Ce1 O1 99.28(4) 2_665 3_565 ? O1 Ce1 O1 99.28(4) . 3_565 ? O2 Ce1 Li1 35.62(7) 2_665 2_665 ? O2 Ce1 Li1 93.67(7) 3_565 2_665 ? O2 Ce1 Li1 132.72(7) . 2_665 ? O1 Ce1 Li1 35.60(7) 2_665 2_665 ? O1 Ce1 Li1 101.75(7) . 2_665 ? O1 Ce1 Li1 132.57(7) 3_565 2_665 ? O2 Ce1 Li1 93.67(7) 2_665 . ? O2 Ce1 Li1 132.72(7) 3_565 . ? O2 Ce1 Li1 35.62(7) . . ? O1 Ce1 Li1 132.57(7) 2_665 . ? O1 Ce1 Li1 35.60(7) . . ? O1 Ce1 Li1 101.75(7) 3_565 . ? Li1 Ce1 Li1 119.781(10) 2_665 . ? O2 Ce1 Li1 132.72(7) 2_665 3_565 ? O2 Ce1 Li1 35.62(7) 3_565 3_565 ? O2 Ce1 Li1 93.67(7) . 3_565 ? O1 Ce1 Li1 101.75(7) 2_665 3_565 ? O1 Ce1 Li1 132.57(7) . 3_565 ? O1 Ce1 Li1 35.60(7) 3_565 3_565 ? Li1 Ce1 Li1 119.781(11) 2_665 3_565 ? Li1 Ce1 Li1 119.781(10) . 3_565 ? C1 O1 Li1 127.90(16) . . ? C1 O1 Ce1 133.37(11) . . ? Li1 O1 Ce1 98.18(12) . . ? C11' O2 C11 16.55(17) . . ? C11' O2 Li1 116.48(19) . . ? C11 O2 Li1 110.17(18) . . ? C11' O2 Ce1 141.66(16) . . ? C11 O2 Ce1 150.37(16) . . ? Li1 O2 Ce1 99.35(11) . . ? C21 N1 C25 116.45(19) . . ? C21 N1 Li1 119.77(18) . . ? C25 N1 Li1 122.87(18) . . ? C30 N2 C26 116.9(2) . . ? C30 N2 Li1 112.48(17) . . ? C26 N2 Li1 130.26(19) . . ? O1 C1 C10 122.49(16) . . ? O1 C1 C2 119.57(17) . . ? C10 C1 C2 117.94(16) . . ? C3 C2 C1 121.49(18) . . ? C2 C3 C4 121.24(18) . . ? C3 C4 C9 118.12(17) . . ? C3 C4 C5 122.60(19) . . ? C9 C4 C5 119.28(19) . . ? C6 C5 C4 120.9(2) . . ? C5 C6 C7 120.2(2) . . ? C8 C7 C6 120.7(2) . . ? C7 C8 C9 120.9(2) . . ? C10 C9 C4 119.45(17) . . ? C10 C9 C8 122.57(18) . . ? C4 C9 C8 117.98(18) . . ? C1 C10 C9 121.72(16) . . ? O2 C11 C20 118.88(17) . . ? O2 C11 C12 120.78(17) . . ? C20 C11 C12 120.0 . . ? O2 C11 Li1 41.68(12) . . ? C20 C11 Li1 129.82(13) . . ? C12 C11 Li1 99.71(13) . . ? C13 C12 C11 120.0 . . ? C14 C13 C12 120.0 . . ? C19 C14 C13 120.0 . . ? C19 C14 C15 120.0 . . ? C13 C14 C15 120.0 . . ? C14 C15 C16 120.0 . . ? C17 C16 C15 120.0 . . ? C18 C17 C16 120.0 . . ? C19 C18 C17 120.0 . . ? C14 C19 C18 120.0 . . ? C14 C19 C20 120.0 . . ? C18 C19 C20 120.0 . . ? C11 C20 C19 120.0 . . ? O2 C11' C12' 118.18(17) . . ? O2 C11' C20' 121.55(17) . . ? C12' C11' C20' 120.0 . . ? C11' C12' C13' 120.0 . . ? C14' C13' C12' 120.0 . . ? C19' C14' C13' 120.0 . . ? C19' C14' C15' 113.3 . . ? C13' C14' C15' 126.7 . . ? C16' C15' C14' 122.2 . . ? C17' C16' C15' 122.2 . . ? C16' C17' C18' 118.0 . . ? C19' C18' C17' 118.6 . . ? C18' C19' C14' 124.8 . . ? C18' C19' C20' 114.9 . . ? C14' C19' C20' 120.0 . . ? C11' C20' C19' 120.0 . . ? N1 C21 C22 123.7(2) . . ? C23 C22 C21 118.8(2) . . ? C22 C23 C24 118.9(2) . . ? C23 C24 C25 118.4(2) . . ? N1 C25 C24 123.8(2) . . ? N2 C26 C27 123.3(2) . . ? C28 C27 C26 119.1(2) . . ? C27 C28 C29 118.5(2) . . ? C28 C29 C30 118.7(2) . . ? N2 C30 C29 123.6(2) . . ? O1 Li1 O2 90.84(15) . . ? O1 Li1 N2 108.97(17) . . ? O2 Li1 N2 120.34(19) . . ? O1 Li1 N1 130.8(2) . . ? O2 Li1 N1 99.40(16) . . ? N2 Li1 N1 106.59(17) . . ? O1 Li1 C11 118.58(17) . . ? O2 Li1 C11 28.16(9) . . ? N2 Li1 C11 103.21(16) . . ? N1 Li1 C11 84.02(14) . . ? O1 Li1 Ce1 46.21(8) . . ? O2 Li1 Ce1 45.04(8) . . ? N2 Li1 Ce1 131.16(15) . . ? N1 Li1 Ce1 120.94(14) . . ? C11 Li1 Ce1 73.17(10) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.51 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.709 _refine_diff_density_min -0.727 _refine_diff_density_rms 0.052 # Attachment '- 4119.cif' data_UP4119 _database_code_depnum_ccdc_archive 'CCDC 869732' #TrackingRef '- 4119.cif' _audit_creation_method SHELXL-97 _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C116 H110 Ce2 Li4 O18' _chemical_formula_weight 2100.04 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ce Ce -0.2486 2.6331 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.7345(7) _cell_length_b 15.1830(9) _cell_length_c 16.6050(9) _cell_angle_alpha 82.260(3) _cell_angle_beta 74.755(3) _cell_angle_gamma 87.099(3) _cell_volume 2828.0(3) _cell_formula_units_Z 1 _cell_measurement_reflns_used 9731 _cell_measurement_theta_min 2.46 _cell_measurement_theta_max 27.51 _cell_measurement_temperature 143(1) _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.03 _exptl_crystal_density_diffrn 1.233 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1078 _exptl_absorpt_coefficient_mu 0.856 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Sheldrick, 2007)' _exptl_absorpt_correction_T_min 0.6649 _exptl_absorpt_correction_T_max 0.7456 _diffrn_ambient_temperature 143(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'CCD Area Detector' _diffrn_measurement_device_type 'Bruker APEXII' _diffrn_measurement_method 'phi and omega scans' _diffrn_reflns_number 80553 _diffrn_reflns_av_R_equivalents 0.0272 _diffrn_reflns_av_sigmaI/netI 0.0225 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 27.72 _reflns_number_total 13008 _reflns_number_gt 11532 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0396P)^2^+0.7016P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_hydrogens geom _refine_special_details ; The data were corrected for the presence of disordered solvent using the program SQUEEZE. ; _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 13008 _refine_ls_number_parameters 636 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0324 _refine_ls_R_factor_gt 0.0267 _refine_ls_wR_factor_ref 0.0694 _refine_ls_wR_factor_gt 0.0673 _refine_ls_goodness_of_fit_ref 1.075 _refine_ls_restrained_S_all 1.075 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ce1 Ce 0.493088(8) 0.632375(6) 0.466077(6) 0.02473(4) Uani 1 1 d . . . O1 O 0.32414(12) 0.72444(9) 0.47640(9) 0.0346(3) Uani 1 1 d . . . O2 O 0.38329(11) 0.50175(8) 0.54059(8) 0.0313(3) Uani 1 1 d . . . O3 O 0.52125(15) 0.67668(11) 0.58955(9) 0.0455(4) Uani 1 1 d . . . O4 O 0.45495(13) 0.65568(10) 0.33222(8) 0.0383(3) Uani 1 1 d . . . O5 O 0.64153(12) 0.73979(10) 0.42868(10) 0.0441(4) Uani 1 1 d . . . O6 O 0.17031(15) 0.76104(11) 0.34466(12) 0.0547(4) Uani 1 1 d . . . O7 O 0.36348(17) 0.85573(11) 0.28014(12) 0.0595(5) Uani 1 1 d . . . O8 O 0.62386(16) 0.88459(11) 0.58083(13) 0.0579(5) Uani 1 1 d . . . O9 O 0.7848(2) 0.75306(12) 0.5680(2) 0.0994(10) Uani 1 1 d . . . C1 C 0.25003(16) 0.77240(12) 0.52968(12) 0.0295(4) Uani 1 1 d . . . C2 C 0.25814(19) 0.86650(13) 0.51638(13) 0.0377(4) Uani 1 1 d . . . H2 H 0.3156 0.8932 0.4710 0.050 Uiso 1 1 calc R . . C3 C 0.1834(2) 0.91854(14) 0.56877(14) 0.0432(5) Uani 1 1 d . . . H3 H 0.1911 0.9800 0.5586 0.057 Uiso 1 1 calc R . . C4 C 0.09466(18) 0.88059(13) 0.63809(13) 0.0363(4) Uani 1 1 d . . . C5 C 0.0148(2) 0.93194(16) 0.69349(16) 0.0501(6) Uani 1 1 d . . . H5 H 0.0197 0.9936 0.6842 0.067 Uiso 1 1 calc R . . C6 C -0.0690(2) 0.89328(19) 0.75990(16) 0.0567(6) Uani 1 1 d . . . H6 H -0.1215 0.9283 0.7951 0.075 Uiso 1 1 calc R . . C7 C -0.0761(2) 0.80070(19) 0.77525(16) 0.0546(6) Uani 1 1 d . . . H7 H -0.1329 0.7743 0.8213 0.073 Uiso 1 1 calc R . . C8 C -0.00103(19) 0.74874(16) 0.72372(15) 0.0459(5) Uani 1 1 d . . . H8 H -0.0070 0.6872 0.7352 0.061 Uiso 1 1 calc R . . C9 C 0.08619(17) 0.78657(13) 0.65283(12) 0.0322(4) Uani 1 1 d . . . C10 C 0.16446(16) 0.73462(12) 0.59722(13) 0.0328(4) Uani 1 1 d . . . H10 H 0.1579 0.6731 0.6066 0.044 Uiso 1 1 calc R . . C11 C 0.27044(14) 0.49990(11) 0.58837(11) 0.0238(3) Uani 1 1 d . . . C12 C 0.17790(16) 0.49318(12) 0.54954(11) 0.0294(4) Uani 1 1 d . . . H12 H 0.1954 0.4917 0.4918 0.039 Uiso 1 1 calc R . . C13 C 0.06321(16) 0.48889(13) 0.59614(12) 0.0322(4) Uani 1 1 d . . . H13 H 0.0036 0.4842 0.5695 0.043 Uiso 1 1 calc R . . C14 C 0.03327(16) 0.49143(12) 0.68339(12) 0.0303(4) Uani 1 1 d . . . C15 C -0.08511(18) 0.48567(15) 0.73373(15) 0.0431(5) Uani 1 1 d . . . H15 H -0.1461 0.4794 0.7089 0.057 Uiso 1 1 calc R . . C16 C -0.1100(2) 0.48918(17) 0.81820(16) 0.0550(7) Uani 1 1 d . . . H16 H -0.1878 0.4846 0.8506 0.073 Uiso 1 1 calc R . . C17 C -0.0200(2) 0.49952(17) 0.85642(15) 0.0546(6) Uani 1 1 d . . . H17 H -0.0384 0.5026 0.9140 0.073 Uiso 1 1 calc R . . C18 C 0.0950(2) 0.50528(15) 0.81031(13) 0.0431(5) Uani 1 1 d . . . H18 H 0.1541 0.5123 0.8368 0.057 Uiso 1 1 calc R . . C19 C 0.12517(16) 0.50059(12) 0.72261(11) 0.0295(4) Uani 1 1 d . . . C20 C 0.24382(15) 0.50422(11) 0.67299(11) 0.0270(4) Uani 1 1 d . . . H20 H 0.3044 0.5096 0.6984 0.036 Uiso 1 1 calc R . . C21 C 0.4665(2) 0.66407(15) 0.67210(13) 0.0413(5) Uani 1 1 d . . . C22 C 0.5051(2) 0.59273(15) 0.72434(15) 0.0465(5) Uani 1 1 d . . . H22 H 0.5695 0.5574 0.7015 0.062 Uiso 1 1 calc R . . C23 C 0.4480(2) 0.57605(15) 0.80745(15) 0.0479(6) Uani 1 1 d . . . H23 H 0.4750 0.5297 0.8407 0.064 Uiso 1 1 calc R . . C24 C 0.3497(2) 0.62684(16) 0.84413(14) 0.0467(5) Uani 1 1 d . . . C25 C 0.2846(3) 0.60773(19) 0.92921(15) 0.0585(7) Uani 1 1 d . . . H25 H 0.3080 0.5603 0.9632 0.078 Uiso 1 1 calc R . . C26 C 0.1888(3) 0.6575(2) 0.96182(16) 0.0658(8) Uani 1 1 d . . . H26 H 0.1465 0.6432 1.0175 0.088 Uiso 1 1 calc R . . C27 C 0.1528(3) 0.7306(2) 0.91225(17) 0.0650(7) Uani 1 1 d . . . H27 H 0.0874 0.7647 0.9355 0.086 Uiso 1 1 calc R . . C28 C 0.2137(2) 0.75170(19) 0.82983(16) 0.0556(6) Uani 1 1 d . . . H28 H 0.1896 0.8005 0.7977 0.074 Uiso 1 1 calc R . . C29 C 0.3122(2) 0.70024(15) 0.79331(14) 0.0433(5) Uani 1 1 d . . . C30 C 0.3742(2) 0.71709(15) 0.70739(13) 0.0422(5) Uani 1 1 d . . . H30 H 0.3515 0.7655 0.6741 0.056 Uiso 1 1 calc R . . C31 C 0.48848(18) 0.65070(13) 0.24920(12) 0.0331(4) Uani 1 1 d . . . C32 C 0.40108(19) 0.64294(14) 0.20534(13) 0.0380(4) Uani 1 1 d . . . H32 H 0.3218 0.6402 0.2348 0.051 Uiso 1 1 calc R . . C33 C 0.4320(2) 0.63952(15) 0.12087(13) 0.0420(5) Uani 1 1 d . . . H33 H 0.3731 0.6351 0.0936 0.056 Uiso 1 1 calc R . . C34 C 0.5503(2) 0.64245(15) 0.07386(13) 0.0404(5) Uani 1 1 d . . . C35 C 0.5863(3) 0.63654(17) -0.01396(14) 0.0538(6) Uani 1 1 d . . . H35 H 0.5295 0.6301 -0.0426 0.071 Uiso 1 1 calc R . . C36 C 0.7024(3) 0.64014(19) -0.05687(16) 0.0645(8) Uani 1 1 d . . . H36 H 0.7244 0.6359 -0.1143 0.086 Uiso 1 1 calc R . . C37 C 0.7883(3) 0.6502(2) -0.01500(17) 0.0618(7) Uani 1 1 d . . . H37 H 0.8674 0.6531 -0.0449 0.082 Uiso 1 1 calc R . . C38 C 0.7582(2) 0.65595(17) 0.06909(15) 0.0507(6) Uani 1 1 d . . . H38 H 0.8170 0.6629 0.0958 0.067 Uiso 1 1 calc R . . C39 C 0.63862(19) 0.65148(14) 0.11670(13) 0.0378(4) Uani 1 1 d . . . C40 C 0.60474(18) 0.65538(13) 0.20436(12) 0.0355(4) Uani 1 1 d . . . H40 H 0.6625 0.6613 0.2323 0.047 Uiso 1 1 calc R . . C41 C 0.71464(17) 0.78537(13) 0.36265(14) 0.0365(4) Uani 1 1 d . . . C42 C 0.6968(2) 0.87865(15) 0.34619(18) 0.0531(6) Uani 1 1 d . . . H42 H 0.6349 0.9063 0.3819 0.071 Uiso 1 1 calc R . . C43 C 0.7677(2) 0.92831(16) 0.2798(2) 0.0614(7) Uani 1 1 d . . . H43 H 0.7535 0.9892 0.2707 0.082 Uiso 1 1 calc R . . C44 C 0.8625(2) 0.88911(16) 0.22431(15) 0.0488(6) Uani 1 1 d . . . C45 C 0.9395(3) 0.9385(2) 0.15475(19) 0.0709(8) Uani 1 1 d . . . H45 H 0.9264 0.9993 0.1436 0.094 Uiso 1 1 calc R . . C46 C 1.0313(3) 0.8993(2) 0.10448(18) 0.0786(10) Uani 1 1 d . . . H46 H 1.0801 0.9328 0.0585 0.105 Uiso 1 1 calc R . . C47 C 1.0535(3) 0.8085(2) 0.12112(18) 0.0727(9) Uani 1 1 d . . . H47 H 1.1185 0.7823 0.0869 0.097 Uiso 1 1 calc R . . C48 C 0.9810(2) 0.75746(19) 0.18705(16) 0.0562(6) Uani 1 1 d . . . H48 H 0.9963 0.6968 0.1966 0.075 Uiso 1 1 calc R . . C49 C 0.88307(19) 0.79632(15) 0.24082(14) 0.0400(5) Uani 1 1 d . . . C50 C 0.80785(18) 0.74612(13) 0.31052(13) 0.0361(4) Uani 1 1 d . . . H50 H 0.8218 0.6854 0.3212 0.048 Uiso 1 1 calc R . . C51 C 0.1570(3) 0.85051(18) 0.3092(2) 0.0661(8) Uani 1 1 d . . . H51A H 0.1450 0.8901 0.3521 0.088 Uiso 1 1 calc R . . H51B H 0.0894 0.8563 0.2854 0.088 Uiso 1 1 calc R . . C52 C 0.2668(3) 0.87313(19) 0.2428(2) 0.0728(9) Uani 1 1 d . . . H52A H 0.2748 0.8373 0.1974 0.097 Uiso 1 1 calc R . . H52B H 0.2650 0.9353 0.2200 0.097 Uiso 1 1 calc R . . C53 C 0.0682(2) 0.7303(2) 0.4088(2) 0.0739(9) Uani 1 1 d . . . H53A H 0.0485 0.7706 0.4504 0.111 Uiso 1 1 calc R . . H53B H 0.0843 0.6722 0.4348 0.111 Uiso 1 1 calc R . . H53C H 0.0032 0.7273 0.3843 0.111 Uiso 1 1 calc R . . C54 C 0.4752(3) 0.8755(2) 0.2205(2) 0.0758(9) Uani 1 1 d . . . H54A H 0.4817 0.8454 0.1721 0.114 Uiso 1 1 calc R . . H54B H 0.5381 0.8558 0.2460 0.114 Uiso 1 1 calc R . . H54C H 0.4805 0.9385 0.2034 0.114 Uiso 1 1 calc R . . C55 C 0.7190(3) 0.88941(19) 0.61760(19) 0.0608(7) Uani 1 1 d . . . H55A H 0.6959 0.8654 0.6766 0.081 Uiso 1 1 calc R . . H55B H 0.7415 0.9508 0.6134 0.081 Uiso 1 1 calc R . . C56 C 0.8194(3) 0.83710(17) 0.5719(2) 0.0680(8) Uani 1 1 d . . . H56A H 0.8500 0.8670 0.5154 0.090 Uiso 1 1 calc R . . H56B H 0.8822 0.8332 0.6004 0.090 Uiso 1 1 calc R . . C57 C 0.5215(3) 0.9306(2) 0.6208(3) 0.0806(10) Uani 1 1 d . . . H57A H 0.4887 0.9002 0.6760 0.121 Uiso 1 1 calc R . . H57B H 0.4645 0.9330 0.5883 0.121 Uiso 1 1 calc R . . H57C H 0.5418 0.9899 0.6252 0.121 Uiso 1 1 calc R . . C58 C 0.8236(3) 0.6810(2) 0.6011(3) 0.1054(16) Uani 1 1 d . . . H58A H 0.9081 0.6830 0.5894 0.158 Uiso 1 1 calc R . . H58B H 0.8019 0.6317 0.5780 0.158 Uiso 1 1 calc R . . H58C H 0.7900 0.6741 0.6609 0.158 Uiso 1 1 calc R . . Li1 Li 0.3317(4) 0.7437(2) 0.3597(2) 0.0441(8) Uani 1 1 d . . . Li2 Li 0.6329(4) 0.7645(3) 0.5393(3) 0.0564(11) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ce1 0.02174(5) 0.02533(6) 0.02614(6) -0.00345(4) -0.00447(4) 0.00036(4) O1 0.0286(7) 0.0375(7) 0.0376(7) -0.0094(6) -0.0074(6) 0.0084(6) O2 0.0199(6) 0.0292(6) 0.0379(7) -0.0014(5) 0.0031(5) 0.0019(5) O3 0.0586(10) 0.0483(9) 0.0352(8) -0.0092(7) -0.0188(7) -0.0060(7) O4 0.0451(8) 0.0407(8) 0.0282(7) -0.0057(6) -0.0080(6) 0.0050(6) O5 0.0294(7) 0.0374(8) 0.0614(10) -0.0020(7) -0.0050(7) -0.0076(6) O6 0.0535(10) 0.0493(9) 0.0718(12) -0.0120(9) -0.0346(9) 0.0109(8) O7 0.0696(12) 0.0442(9) 0.0720(12) 0.0059(9) -0.0376(10) -0.0020(8) O8 0.0570(11) 0.0463(9) 0.0821(13) -0.0158(9) -0.0363(10) 0.0074(8) O9 0.0936(16) 0.0396(10) 0.205(3) -0.0125(14) -0.1108(19) 0.0047(10) C1 0.0248(9) 0.0318(9) 0.0346(9) -0.0072(8) -0.0121(7) 0.0048(7) C2 0.0372(11) 0.0335(10) 0.0389(11) -0.0012(8) -0.0050(9) -0.0032(8) C3 0.0517(13) 0.0261(10) 0.0492(12) -0.0039(9) -0.0090(10) -0.0004(9) C4 0.0362(10) 0.0342(10) 0.0397(11) -0.0101(8) -0.0100(9) 0.0043(8) C5 0.0566(15) 0.0388(12) 0.0559(14) -0.0184(11) -0.0122(12) 0.0112(10) C6 0.0495(14) 0.0660(16) 0.0514(14) -0.0234(13) -0.0026(11) 0.0161(12) C7 0.0412(13) 0.0678(17) 0.0452(13) -0.0057(12) 0.0043(10) 0.0052(11) C8 0.0376(12) 0.0447(12) 0.0489(13) -0.0003(10) -0.0034(10) 0.0030(9) C9 0.0292(9) 0.0327(10) 0.0354(10) -0.0044(8) -0.0102(8) 0.0031(7) C10 0.0289(9) 0.0252(9) 0.0437(11) -0.0045(8) -0.0091(8) 0.0035(7) C11 0.0202(8) 0.0171(7) 0.0297(9) 0.0007(6) -0.0007(7) 0.0010(6) C12 0.0300(9) 0.0309(9) 0.0261(9) -0.0041(7) -0.0048(7) -0.0013(7) C13 0.0251(9) 0.0351(10) 0.0382(10) -0.0026(8) -0.0121(8) -0.0033(7) C14 0.0231(9) 0.0282(9) 0.0353(10) -0.0009(7) -0.0015(7) -0.0001(7) C15 0.0242(10) 0.0434(12) 0.0540(13) 0.0006(10) 0.0004(9) -0.0017(8) C16 0.0379(12) 0.0566(14) 0.0521(14) -0.0046(11) 0.0195(11) -0.0007(11) C17 0.0601(16) 0.0593(15) 0.0317(11) -0.0088(10) 0.0124(11) -0.0046(12) C18 0.0484(13) 0.0467(12) 0.0317(10) -0.0067(9) -0.0046(9) -0.0056(10) C19 0.0297(9) 0.0279(9) 0.0276(9) -0.0030(7) -0.0018(7) -0.0014(7) C20 0.0230(8) 0.0263(8) 0.0315(9) -0.0006(7) -0.0078(7) -0.0015(7) C21 0.0548(13) 0.0418(11) 0.0348(10) -0.0069(9) -0.0216(10) -0.0119(10) C22 0.0603(15) 0.0418(12) 0.0452(12) -0.0076(10) -0.0252(11) -0.0069(10) C23 0.0711(16) 0.0388(11) 0.0434(12) -0.0017(10) -0.0327(12) -0.0048(11) C24 0.0654(15) 0.0466(12) 0.0357(11) -0.0028(10) -0.0249(11) -0.0163(11) C25 0.088(2) 0.0582(15) 0.0350(12) -0.0023(11) -0.0250(13) -0.0170(14) C26 0.084(2) 0.081(2) 0.0330(12) -0.0089(13) -0.0109(13) -0.0237(17) C27 0.0645(17) 0.088(2) 0.0453(14) -0.0195(14) -0.0119(13) -0.0061(15) C28 0.0674(17) 0.0621(16) 0.0428(13) -0.0098(12) -0.0222(12) -0.0014(13) C29 0.0537(13) 0.0469(12) 0.0364(11) -0.0078(9) -0.0211(10) -0.0102(10) C30 0.0586(14) 0.0396(11) 0.0357(11) -0.0017(9) -0.0249(10) -0.0093(10) C31 0.0437(11) 0.0294(9) 0.0267(9) -0.0037(7) -0.0105(8) 0.0023(8) C32 0.0351(10) 0.0416(11) 0.0379(11) -0.0046(9) -0.0104(8) -0.0019(9) C33 0.0438(12) 0.0494(12) 0.0384(11) -0.0052(9) -0.0205(9) -0.0026(10) C34 0.0494(12) 0.0419(11) 0.0309(10) -0.0044(9) -0.0128(9) 0.0024(9) C35 0.0703(17) 0.0596(15) 0.0323(11) -0.0054(10) -0.0156(11) 0.0012(13) C36 0.085(2) 0.0674(17) 0.0322(12) -0.0080(12) -0.0009(13) 0.0082(15) C37 0.0572(16) 0.0697(18) 0.0458(14) -0.0039(13) 0.0056(12) 0.0087(13) C38 0.0433(13) 0.0576(14) 0.0470(13) -0.0055(11) -0.0058(10) 0.0036(11) C39 0.0399(11) 0.0371(11) 0.0350(10) -0.0024(8) -0.0093(9) 0.0035(9) C40 0.0375(11) 0.0379(10) 0.0346(10) -0.0051(8) -0.0157(8) 0.0028(8) C41 0.0259(9) 0.0320(10) 0.0537(12) -0.0011(9) -0.0146(9) -0.0085(8) C42 0.0365(12) 0.0352(11) 0.0820(18) -0.0029(12) -0.0077(12) 0.0013(9) C43 0.0589(16) 0.0328(12) 0.088(2) 0.0075(12) -0.0174(14) -0.0082(11) C44 0.0541(14) 0.0438(12) 0.0501(13) 0.0002(10) -0.0165(11) -0.0163(11) C45 0.090(2) 0.0606(17) 0.0599(17) 0.0074(14) -0.0170(16) -0.0328(16) C46 0.092(2) 0.090(2) 0.0458(15) -0.0065(15) 0.0024(15) -0.0430(19) C47 0.075(2) 0.093(2) 0.0465(15) -0.0276(15) 0.0046(14) -0.0259(17) C48 0.0599(16) 0.0613(16) 0.0476(14) -0.0213(12) -0.0053(12) -0.0108(12) C49 0.0394(11) 0.0460(12) 0.0400(11) -0.0099(9) -0.0156(9) -0.0119(9) C50 0.0342(10) 0.0305(10) 0.0466(11) -0.0041(9) -0.0153(9) -0.0044(8) C51 0.0725(19) 0.0494(15) 0.096(2) -0.0193(15) -0.0541(18) 0.0197(13) C52 0.097(2) 0.0478(15) 0.088(2) 0.0075(15) -0.060(2) 0.0073(15) C53 0.0480(16) 0.091(2) 0.093(2) -0.0149(19) -0.0354(16) -0.0028(15) C54 0.090(2) 0.0520(16) 0.083(2) 0.0105(15) -0.0248(18) -0.0156(16) C55 0.0673(17) 0.0571(15) 0.0696(17) -0.0163(13) -0.0328(14) -0.0080(13) C56 0.0651(18) 0.0443(14) 0.108(2) -0.0030(15) -0.0485(17) -0.0021(12) C57 0.0585(18) 0.0505(16) 0.127(3) -0.0157(18) -0.0122(18) 0.0007(13) C58 0.078(2) 0.0446(16) 0.218(5) -0.012(2) -0.084(3) 0.0053(15) Li1 0.051(2) 0.0414(19) 0.045(2) -0.0068(16) -0.0225(17) 0.0120(16) Li2 0.059(3) 0.040(2) 0.083(3) -0.005(2) -0.042(2) -0.0051(18) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ce1 O3 2.3485(14) . ? Ce1 O1 2.3492(13) . ? Ce1 O5 2.3506(14) . ? Ce1 O4 2.3582(14) . ? Ce1 O2 2.4256(13) . ? Ce1 O2 2.4374(12) 2_666 ? Ce1 Li1 3.193(3) . ? Ce1 Li2 3.198(4) . ? O1 C1 1.332(2) . ? O1 Li1 1.899(4) . ? O2 C11 1.352(2) . ? O2 Ce1 2.4374(12) 2_666 ? O3 C21 1.344(3) . ? O3 Li2 1.869(5) . ? O4 C31 1.342(2) . ? O4 Li1 1.926(4) . ? O5 C41 1.334(2) . ? O5 Li2 1.899(5) . ? O6 C51 1.424(3) . ? O6 C53 1.428(4) . ? O6 Li1 1.975(4) . ? O7 C52 1.427(3) . ? O7 C54 1.438(4) . ? O7 Li1 1.994(4) . ? O8 C57 1.411(3) . ? O8 C55 1.415(3) . ? O8 Li2 2.023(5) . ? O9 C58 1.275(4) . ? O9 C56 1.373(3) . ? O9 Li2 1.957(4) . ? C1 C10 1.374(3) . ? C1 C2 1.420(3) . ? C2 C3 1.365(3) . ? C3 C4 1.412(3) . ? C4 C5 1.414(3) . ? C4 C9 1.419(3) . ? C5 C6 1.357(4) . ? C6 C7 1.397(4) . ? C7 C8 1.359(3) . ? C8 C9 1.417(3) . ? C9 C10 1.413(3) . ? C11 C20 1.367(3) . ? C11 C12 1.415(3) . ? C12 C13 1.364(3) . ? C13 C14 1.404(3) . ? C14 C19 1.420(3) . ? C14 C15 1.421(3) . ? C15 C16 1.363(3) . ? C16 C17 1.393(4) . ? C17 C18 1.366(3) . ? C18 C19 1.416(3) . ? C19 C20 1.419(2) . ? C21 C30 1.368(3) . ? C21 C22 1.426(3) . ? C22 C23 1.362(3) . ? C23 C24 1.401(4) . ? C24 C25 1.417(3) . ? C24 C29 1.428(3) . ? C25 C26 1.353(4) . ? C26 C27 1.406(4) . ? C27 C28 1.370(4) . ? C28 C29 1.408(4) . ? C29 C30 1.416(3) . ? C31 C40 1.372(3) . ? C31 C32 1.423(3) . ? C31 Li1 2.722(4) . ? C32 C33 1.361(3) . ? C33 C34 1.402(3) . ? C34 C39 1.424(3) . ? C34 C35 1.422(3) . ? C35 C36 1.362(4) . ? C36 C37 1.391(4) . ? C37 C38 1.361(4) . ? C38 C39 1.418(3) . ? C39 C40 1.413(3) . ? C41 C50 1.370(3) . ? C41 C42 1.421(3) . ? C42 C43 1.354(4) . ? C43 C44 1.408(4) . ? C44 C45 1.414(4) . ? C44 C49 1.419(3) . ? C45 C46 1.344(5) . ? C46 C47 1.393(5) . ? C47 C48 1.368(4) . ? C48 C49 1.414(3) . ? C49 C50 1.412(3) . ? C51 C52 1.480(5) . ? C51 Li1 2.782(4) . ? C55 C56 1.481(4) . ? C56 Li2 2.708(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Ce1 O1 90.62(5) . . ? O3 Ce1 O5 71.35(6) . . ? O1 Ce1 O5 100.41(5) . . ? O3 Ce1 O4 154.88(5) . . ? O1 Ce1 O4 72.55(5) . . ? O5 Ce1 O4 93.01(6) . . ? O3 Ce1 O2 93.25(5) . . ? O1 Ce1 O2 94.17(5) . . ? O5 Ce1 O2 158.74(5) . . ? O4 Ce1 O2 106.17(5) . . ? O3 Ce1 O2 99.07(5) . 2_666 ? O1 Ce1 O2 159.96(5) . 2_666 ? O5 Ce1 O2 99.31(5) . 2_666 ? O4 Ce1 O2 102.89(5) . 2_666 ? O2 Ce1 O2 67.95(5) . 2_666 ? O3 Ce1 Li1 122.35(8) . . ? O1 Ce1 Li1 36.20(8) . . ? O5 Ce1 Li1 93.67(8) . . ? O4 Ce1 Li1 36.87(8) . . ? O2 Ce1 Li1 107.15(8) . . ? O2 Ce1 Li1 138.57(8) 2_666 . ? O3 Ce1 Li2 35.35(10) . . ? O1 Ce1 Li2 94.65(9) . . ? O5 Ce1 Li2 36.11(10) . . ? O4 Ce1 Li2 125.56(9) . . ? O2 Ce1 Li2 127.77(9) . . ? O2 Ce1 Li2 103.41(8) 2_666 . ? Li1 Ce1 Li2 109.93(10) . . ? C1 O1 Li1 120.37(16) . . ? C1 O1 Ce1 141.30(12) . . ? Li1 O1 Ce1 96.88(12) . . ? C11 O2 Ce1 126.74(10) . . ? C11 O2 Ce1 120.90(10) . 2_666 ? Ce1 O2 Ce1 112.05(5) . 2_666 ? C21 O3 Li2 124.3(2) . . ? C21 O3 Ce1 136.46(13) . . ? Li2 O3 Ce1 98.00(16) . . ? C31 O4 Li1 111.54(16) . . ? C31 O4 Ce1 150.68(13) . . ? Li1 O4 Ce1 95.84(12) . . ? C41 O5 Li2 120.08(18) . . ? C41 O5 Ce1 142.74(14) . . ? Li2 O5 Ce1 97.06(14) . . ? C51 O6 C53 112.5(2) . . ? C51 O6 Li1 108.76(19) . . ? C53 O6 Li1 122.4(2) . . ? C52 O7 C54 112.1(2) . . ? C52 O7 Li1 108.4(2) . . ? C54 O7 Li1 123.8(2) . . ? C57 O8 C55 113.1(2) . . ? C57 O8 Li2 127.4(2) . . ? C55 O8 Li2 107.93(19) . . ? C58 O9 C56 125.5(2) . . ? C58 O9 Li2 123.9(2) . . ? C56 O9 Li2 107.5(2) . . ? O1 C1 C10 122.65(17) . . ? O1 C1 C2 119.24(17) . . ? C10 C1 C2 118.10(17) . . ? C3 C2 C1 121.41(19) . . ? C2 C3 C4 121.06(19) . . ? C3 C4 C5 123.0(2) . . ? C3 C4 C9 118.25(18) . . ? C5 C4 C9 118.8(2) . . ? C6 C5 C4 121.5(2) . . ? C5 C6 C7 119.8(2) . . ? C8 C7 C6 120.8(2) . . ? C7 C8 C9 121.2(2) . . ? C10 C9 C8 122.68(19) . . ? C10 C9 C4 119.29(18) . . ? C8 C9 C4 118.02(19) . . ? C1 C10 C9 121.88(18) . . ? O2 C11 C20 121.65(16) . . ? O2 C11 C12 118.98(16) . . ? C20 C11 C12 119.37(16) . . ? C13 C12 C11 120.56(17) . . ? C12 C13 C14 121.38(17) . . ? C13 C14 C19 118.50(16) . . ? C13 C14 C15 122.64(19) . . ? C19 C14 C15 118.86(18) . . ? C16 C15 C14 120.5(2) . . ? C15 C16 C17 120.6(2) . . ? C18 C17 C16 120.8(2) . . ? C17 C18 C19 120.6(2) . . ? C18 C19 C14 118.67(18) . . ? C18 C19 C20 122.22(18) . . ? C14 C19 C20 119.11(17) . . ? C11 C20 C19 121.04(17) . . ? O3 C21 C30 122.0(2) . . ? O3 C21 C22 119.1(2) . . ? C30 C21 C22 119.0(2) . . ? C23 C22 C21 120.3(2) . . ? C22 C23 C24 121.7(2) . . ? C23 C24 C25 122.9(2) . . ? C23 C24 C29 118.7(2) . . ? C25 C24 C29 118.5(3) . . ? C26 C25 C24 121.0(3) . . ? C25 C26 C27 120.6(2) . . ? C28 C27 C26 120.3(3) . . ? C27 C28 C29 120.6(3) . . ? C28 C29 C30 122.5(2) . . ? C28 C29 C24 119.0(2) . . ? C30 C29 C24 118.5(2) . . ? C21 C30 C29 121.7(2) . . ? O4 C31 C40 122.06(18) . . ? O4 C31 C32 119.38(18) . . ? C40 C31 C32 118.54(18) . . ? O4 C31 Li1 41.16(11) . . ? C40 C31 Li1 138.36(17) . . ? C32 C31 Li1 89.84(15) . . ? C33 C32 C31 120.8(2) . . ? C32 C33 C34 121.7(2) . . ? C33 C34 C39 118.04(18) . . ? C33 C34 C35 123.4(2) . . ? C39 C34 C35 118.6(2) . . ? C36 C35 C34 121.1(2) . . ? C35 C36 C37 120.1(2) . . ? C38 C37 C36 120.9(3) . . ? C37 C38 C39 121.1(2) . . ? C40 C39 C38 122.5(2) . . ? C40 C39 C34 119.37(19) . . ? C38 C39 C34 118.2(2) . . ? C31 C40 C39 121.45(19) . . ? O5 C41 C50 122.61(18) . . ? O5 C41 C42 119.0(2) . . ? C50 C41 C42 118.4(2) . . ? C43 C42 C41 121.6(2) . . ? C42 C43 C44 121.0(2) . . ? C43 C44 C45 122.9(3) . . ? C43 C44 C49 118.1(2) . . ? C45 C44 C49 118.9(3) . . ? C46 C45 C44 121.3(3) . . ? C45 C46 C47 120.2(3) . . ? C48 C47 C46 120.9(3) . . ? C47 C48 C49 120.5(3) . . ? C50 C49 C48 122.0(2) . . ? C50 C49 C44 119.7(2) . . ? C48 C49 C44 118.2(2) . . ? C41 C50 C49 121.11(19) . . ? O6 C51 C52 107.0(2) . . ? O6 C51 Li1 42.24(13) . . ? C52 C51 Li1 75.09(17) . . ? O7 C52 C51 107.6(2) . . ? O8 C55 C56 108.0(2) . . ? O9 C56 C55 110.8(3) . . ? O9 C56 Li2 43.56(14) . . ? C55 C56 Li2 78.03(18) . . ? O1 Li1 O4 93.45(16) . . ? O1 Li1 O6 109.4(2) . . ? O4 Li1 O6 134.5(2) . . ? O1 Li1 O7 129.1(2) . . ? O4 Li1 O7 112.1(2) . . ? O6 Li1 O7 83.55(15) . . ? O1 Li1 C31 120.74(17) . . ? O4 Li1 C31 27.30(8) . . ? O6 Li1 C31 117.25(18) . . ? O7 Li1 C31 91.56(16) . . ? O1 Li1 C51 117.79(18) . . ? O4 Li1 C51 147.4(2) . . ? O6 Li1 C51 29.00(10) . . ? O7 Li1 C51 55.97(12) . . ? C31 Li1 C51 120.86(15) . . ? O1 Li1 Ce1 46.93(9) . . ? O4 Li1 Ce1 47.29(9) . . ? O6 Li1 Ce1 145.07(19) . . ? O7 Li1 Ce1 130.70(18) . . ? C31 Li1 Ce1 74.24(9) . . ? C51 Li1 Ce1 164.72(16) . . ? O3 Li2 O5 93.33(19) . . ? O3 Li2 O9 117.6(2) . . ? O5 Li2 O9 113.7(3) . . ? O3 Li2 O8 122.1(3) . . ? O5 Li2 O8 128.0(2) . . ? O9 Li2 O8 84.18(17) . . ? O3 Li2 C56 138.4(2) . . ? O5 Li2 C56 119.9(2) . . ? O9 Li2 C56 28.93(10) . . ? O8 Li2 C56 57.21(12) . . ? O3 Li2 Ce1 46.65(10) . . ? O5 Li2 Ce1 46.84(10) . . ? O9 Li2 Ce1 132.1(2) . . ? O8 Li2 Ce1 143.65(19) . . ? C56 Li2 Ce1 158.1(2) . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 27.72 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 1.215 _refine_diff_density_min -0.680 _refine_diff_density_rms 0.061 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.017 0.972 0.464 6 0 ' ' 2 0.500 0.000 0.000 390 77 ' ' 3 0.979 0.034 0.544 6 0 ' ' # Attachment '- 4211.cif' data_UP4211(CMPD3) _database_code_depnum_ccdc_archive 'CCDC 869733' #TrackingRef '- 4211.cif' _audit_creation_method SHELXL-97 _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C105 H105 Ce2 N9 O9' _chemical_formula_weight 1917.22 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' Ce Ce -0.2486 2.6331 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c ' _symmetry_Int_Tables_number 15 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' '-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 36.8108(18) _cell_length_b 20.6080(10) _cell_length_c 27.9312(13) _cell_angle_alpha 90.00 _cell_angle_beta 108.529(2) _cell_angle_gamma 90.00 _cell_volume 20090.2(17) _cell_formula_units_Z 8 _cell_measurement_reflns_used 9716 _cell_measurement_theta_min 2.16 _cell_measurement_theta_max 27.27 _cell_measurement_temperature 143(1) _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.18 _exptl_crystal_density_diffrn 1.268 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 7888 _exptl_absorpt_coefficient_mu 0.953 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Sheldrick, 2007)' _exptl_absorpt_correction_T_min 0.6872 _exptl_absorpt_correction_T_max 0.7456 _diffrn_ambient_temperature 143(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'CCD Area Detector' _diffrn_measurement_device_type 'Bruker APEXII' _diffrn_measurement_method 'phi and omega scans' _diffrn_reflns_number 378757 _diffrn_reflns_av_R_equivalents 0.0382 _diffrn_reflns_av_sigmaI/netI 0.0247 _diffrn_reflns_limit_h_min -47 _diffrn_reflns_limit_h_max 47 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -36 _diffrn_reflns_limit_l_max 36 _diffrn_reflns_theta_min 1.54 _diffrn_reflns_theta_max 27.56 _reflns_number_total 23161 _reflns_number_gt 15868 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0879P)^2^+89.8997P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_hydrogens geom _refine_special_details ; There was disorder, generally, in all the naphthol rings; two of them (C21-C30 and C61-C70) were disordered badly enough to require modeling with contributing disorder models using fractional occupancies. All of the naphthol rings were modeled as rigid groups; thermal parameter restraints (DELU and SIMU) were applied to all of the naphthol carbon atoms. The data were corrected for the presence of disordered solvent using the program SQUEEZE. ; _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 23161 _refine_ls_number_parameters 1055 _refine_ls_number_restraints 1319 _refine_ls_R_factor_all 0.0986 _refine_ls_R_factor_gt 0.0718 _refine_ls_wR_factor_ref 0.2016 _refine_ls_wR_factor_gt 0.1861 _refine_ls_goodness_of_fit_ref 1.100 _refine_ls_restrained_S_all 1.079 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ce1 Ce 0.609265(9) 0.241974(14) 0.551022(11) 0.05191(10) Uani 1 1 d . A . Ce2 Ce 0.649911(8) 0.242130(14) 0.689493(11) 0.05005(10) Uani 1 1 d . A . O1 O 0.56086(12) 0.31587(19) 0.52623(15) 0.0705(11) Uani 1 1 d . . . O2 O 0.63391(14) 0.2600(2) 0.48824(18) 0.0825(13) Uani 1 1 d . . . O3 O 0.58134(11) 0.14355(18) 0.52366(14) 0.0625(9) Uani 1 1 d . . . O4 O 0.61674(11) 0.3092(2) 0.72590(15) 0.0680(10) Uani 1 1 d . . . O5 O 0.71097(10) 0.27200(19) 0.73662(13) 0.0614(9) Uani 1 1 d . . . O6 O 0.64793(12) 0.1363(2) 0.71583(15) 0.0729(11) Uani 1 1 d . . . O7 O 0.66262(10) 0.18694(18) 0.61697(14) 0.0597(9) Uani 1 1 d . . . O8 O 0.64235(11) 0.31891(17) 0.61880(14) 0.0642(10) Uani 1 1 d . . . O9 O 0.58796(9) 0.21888(17) 0.62556(13) 0.0510(8) Uani 1 1 d . . . C1 C 0.52928(8) 0.32736(16) 0.48698(12) 0.0644(14) Uani 1 1 d GU . . C2 C 0.53185(8) 0.33215(18) 0.43852(14) 0.0751(16) Uani 1 1 d GU . . H2 H 0.5554 0.3270 0.4333 0.100 Uiso 1 1 calc R . . C3 C 0.49921(10) 0.34464(19) 0.39787(11) 0.092(2) Uani 1 1 d GU . . H3 H 0.5009 0.3478 0.3654 0.122 Uiso 1 1 calc R . . C4 C 0.46400(8) 0.35233(13) 0.40567(10) 0.0791(16) Uani 1 1 d GU . . C5 C 0.43136(11) 0.3648(2) 0.36501(13) 0.123(3) Uani 1 1 d GU . . H5 H 0.4331 0.3680 0.3326 0.163 Uiso 1 1 calc R . . C6 C 0.39615(9) 0.3725(2) 0.37282(19) 0.129(3) Uani 1 1 d GU . . H6 H 0.3743 0.3809 0.3456 0.171 Uiso 1 1 calc R . . C7 C 0.39358(7) 0.36773(19) 0.4213(2) 0.124(3) Uani 1 1 d GU . . H7 H 0.3700 0.3729 0.4265 0.165 Uiso 1 1 calc R . . C8 C 0.42622(8) 0.35524(18) 0.46194(17) 0.095(2) Uani 1 1 d GU . . H8 H 0.4245 0.3520 0.4944 0.126 Uiso 1 1 calc R . . C9 C 0.46143(7) 0.34754(11) 0.45413(11) 0.0749(15) Uani 1 1 d GU . . C10 C 0.49407(9) 0.33505(16) 0.49478(10) 0.0663(14) Uani 1 1 d GU . . H10 H 0.4923 0.3318 0.5272 0.088 Uiso 1 1 calc R . . C11 C 0.63729(11) 0.26610(19) 0.44310(11) 0.0703(15) Uani 1 1 d GU . . C12 C 0.65991(11) 0.31511(18) 0.43334(12) 0.0739(16) Uani 1 1 d GU . . H12 H 0.6720 0.3447 0.4585 0.098 Uiso 1 1 calc R . . C13 C 0.66446(11) 0.31996(16) 0.38593(13) 0.0782(17) Uani 1 1 d GU . . H13 H 0.6796 0.3527 0.3794 0.104 Uiso 1 1 calc R . . C14 C 0.64638(9) 0.27579(16) 0.34828(11) 0.0777(16) Uani 1 1 d GU . . C15 C 0.65093(14) 0.2806(3) 0.30088(12) 0.130(3) Uani 1 1 d GU . . H15 H 0.6661 0.3134 0.2943 0.173 Uiso 1 1 calc R . . C16 C 0.63285(17) 0.2365(3) 0.26324(13) 0.187(5) Uani 1 1 d GU . . H16 H 0.6359 0.2397 0.2315 0.248 Uiso 1 1 calc R . . C17 C 0.61022(17) 0.1875(3) 0.27299(17) 0.219(6) Uani 1 1 d GU . . H17 H 0.5981 0.1579 0.2478 0.291 Uiso 1 1 calc R . . C18 C 0.60568(14) 0.1826(2) 0.32040(18) 0.168(5) Uani 1 1 d GU . . H18 H 0.5905 0.1498 0.3269 0.223 Uiso 1 1 calc R . . C19 C 0.62376(9) 0.22679(16) 0.35805(13) 0.100(2) Uani 1 1 d GU . . C20 C 0.61921(11) 0.22195(17) 0.40546(15) 0.0850(18) Uani 1 1 d GU . . H20 H 0.6041 0.1892 0.4120 0.113 Uiso 1 1 calc R . . C21 C 0.5678(3) 0.1113(5) 0.4790(3) 0.061(4) Uani 0.50 1 d PGU A 1 C22 C 0.5815(3) 0.0485(5) 0.4786(3) 0.059(3) Uani 0.50 1 d PGU A 1 H22 H 0.5998 0.0319 0.5071 0.078 Uiso 0.50 1 calc PR A 1 C23 C 0.5677(3) 0.0104(4) 0.4355(3) 0.062(3) Uani 0.50 1 d PGU A 1 H23 H 0.5768 -0.0317 0.4352 0.082 Uiso 0.50 1 calc PR A 1 C24 C 0.54028(19) 0.0351(3) 0.3929(2) 0.061(3) Uani 0.50 1 d PGU A 1 C25 C 0.5265(3) -0.0030(3) 0.3498(3) 0.085(3) Uani 0.50 1 d PGU A 1 H25 H 0.5356 -0.0451 0.3496 0.113 Uiso 0.50 1 calc PR A 1 C26 C 0.4991(3) 0.0217(5) 0.3072(3) 0.092(4) Uani 0.50 1 d PGU A 1 H26 H 0.4899 -0.0038 0.2784 0.123 Uiso 0.50 1 calc PR A 1 C27 C 0.4854(2) 0.0845(5) 0.3076(2) 0.099(5) Uani 0.50 1 d PGU A 1 H27 H 0.4671 0.1010 0.2791 0.131 Uiso 0.50 1 calc PR A 1 C28 C 0.4992(2) 0.1226(4) 0.3507(3) 0.073(3) Uani 0.50 1 d PGU A 1 H28 H 0.4901 0.1646 0.3509 0.097 Uiso 0.50 1 calc PR A 1 C29 C 0.52664(19) 0.0979(3) 0.3933(2) 0.057(3) Uani 0.50 1 d PGU A 1 C30 C 0.5404(3) 0.1360(4) 0.4363(3) 0.054(3) Uani 0.50 1 d PGU A 1 H30 H 0.5313 0.1781 0.4366 0.072 Uiso 0.50 1 calc PR A 1 C21' C 0.5632(3) 0.1165(5) 0.4784(3) 0.050(3) Uani 0.50 1 d PGU A 2 C22' C 0.5715(3) 0.0536(5) 0.4671(3) 0.058(3) Uani 0.50 1 d PGU A 2 H22' H 0.5893 0.0289 0.4914 0.078 Uiso 0.50 1 calc PR A 2 C23' C 0.5533(2) 0.0277(4) 0.4196(3) 0.066(3) Uani 0.50 1 d PGU A 2 H23' H 0.5588 -0.0144 0.4121 0.088 Uiso 0.50 1 calc PR A 2 C24' C 0.52672(19) 0.0647(3) 0.3833(2) 0.066(3) Uani 0.50 1 d PGU A 2 C25' C 0.5085(3) 0.0388(4) 0.3358(3) 0.093(4) Uani 0.50 1 d PGU A 2 H25' H 0.5140 -0.0033 0.3283 0.124 Uiso 0.50 1 calc PR A 2 C26' C 0.4819(3) 0.0757(6) 0.2996(2) 0.106(5) Uani 0.50 1 d PGU A 2 H26' H 0.4697 0.0584 0.2678 0.141 Uiso 0.50 1 calc PR A 2 C27' C 0.4736(3) 0.1386(5) 0.3108(3) 0.102(4) Uani 0.50 1 d PGU A 2 H27' H 0.4559 0.1633 0.2866 0.136 Uiso 0.50 1 calc PR A 2 C28' C 0.4919(2) 0.1645(4) 0.3584(3) 0.091(4) Uani 0.50 1 d PGU A 2 H28' H 0.4863 0.2066 0.3659 0.121 Uiso 0.50 1 calc PR A 2 C29' C 0.5184(2) 0.1275(3) 0.3946(2) 0.066(3) Uani 0.50 1 d PGU A 2 C30' C 0.5367(3) 0.1534(4) 0.4421(3) 0.057(3) Uani 0.50 1 d PGU A 2 H30' H 0.5311 0.1955 0.4497 0.076 Uiso 0.50 1 calc PR A 2 C31 C 0.60976(11) 0.3434(2) 0.76422(14) 0.0781(17) Uani 1 1 d GU . . C32 C 0.60834(12) 0.30738(15) 0.80568(17) 0.093(2) Uani 1 1 d GU . . H32 H 0.6101 0.2624 0.8053 0.124 Uiso 1 1 calc R . . C33 C 0.60426(13) 0.33865(17) 0.84777(15) 0.109(2) Uani 1 1 d GU . . H33 H 0.6033 0.3146 0.8755 0.145 Uiso 1 1 calc R . . C34 C 0.60160(8) 0.40591(17) 0.84841(13) 0.101(2) Uani 1 1 d GU . . C35 C 0.59753(12) 0.4372(2) 0.89050(15) 0.124(3) Uani 1 1 d GU . . H35 H 0.5966 0.4131 0.9182 0.165 Uiso 1 1 calc R . . C36 C 0.59487(12) 0.5044(3) 0.8911(2) 0.124(3) Uani 1 1 d GU . . H36 H 0.5921 0.5254 0.9193 0.164 Uiso 1 1 calc R . . C37 C 0.59629(13) 0.54043(18) 0.8497(2) 0.135(3) Uani 1 1 d GU . . H37 H 0.5945 0.5854 0.8501 0.180 Uiso 1 1 calc R . . C38 C 0.60036(13) 0.50916(15) 0.8076(2) 0.138(3) Uani 1 1 d GU . . H38 H 0.6013 0.5332 0.7798 0.183 Uiso 1 1 calc R . . C39 C 0.60303(8) 0.44189(15) 0.80695(14) 0.102(2) Uani 1 1 d GU . . C40 C 0.60710(11) 0.41063(19) 0.76486(13) 0.106(2) Uani 1 1 d GU . . H40 H 0.6080 0.4347 0.7371 0.141 Uiso 1 1 calc R . . C41 C 0.73493(8) 0.29480(17) 0.78098(10) 0.0584(12) Uani 1 1 d GU . . C42 C 0.72283(7) 0.34992(18) 0.80029(12) 0.0765(17) Uani 1 1 d GU . . H42 H 0.6990 0.3678 0.7837 0.102 Uiso 1 1 calc R . . C43 C 0.74643(9) 0.37827(15) 0.84437(12) 0.088(2) Uani 1 1 d GU . . H43 H 0.7383 0.4151 0.8573 0.117 Uiso 1 1 calc R . . C44 C 0.78213(7) 0.35149(12) 0.86915(9) 0.0706(15) Uani 1 1 d GU . . C45 C 0.80573(10) 0.37984(16) 0.91323(11) 0.092(2) Uani 1 1 d GU . . H45 H 0.7976 0.4167 0.9261 0.122 Uiso 1 1 calc R . . C46 C 0.84143(10) 0.3531(2) 0.93801(11) 0.090(2) Uani 1 1 d GU . . H46 H 0.8572 0.3720 0.9675 0.119 Uiso 1 1 calc R . . C47 C 0.85353(8) 0.2979(2) 0.91870(13) 0.091(2) Uani 1 1 d GU . . H47 H 0.8774 0.2800 0.9353 0.122 Uiso 1 1 calc R . . C48 C 0.82992(8) 0.26960(16) 0.87462(12) 0.0771(17) Uani 1 1 d GU . . H48 H 0.8380 0.2327 0.8617 0.103 Uiso 1 1 calc R . . C49 C 0.79423(6) 0.29637(11) 0.84984(8) 0.0610(13) Uani 1 1 d GU . . C50 C 0.77063(8) 0.26803(13) 0.80576(10) 0.0652(14) Uani 1 1 d GU . . H50 H 0.7787 0.2312 0.7928 0.087 Uiso 1 1 calc R . . C51 C 0.64550(10) 0.10498(16) 0.75782(10) 0.0638(14) Uani 1 1 d GU . . C52 C 0.61690(9) 0.05868(17) 0.75159(9) 0.0698(15) Uani 1 1 d GU . . H52 H 0.6003 0.0496 0.7195 0.093 Uiso 1 1 calc R . . C53 C 0.61317(9) 0.02603(15) 0.79333(11) 0.0727(15) Uani 1 1 d GU . . H53 H 0.5940 -0.0049 0.7892 0.097 Uiso 1 1 calc R . . C54 C 0.63804(8) 0.03967(14) 0.84129(9) 0.0754(16) Uani 1 1 d GU . . C55 C 0.63432(11) 0.0070(2) 0.88302(12) 0.106(2) Uani 1 1 d GU . . H55 H 0.6152 -0.0240 0.8788 0.140 Uiso 1 1 calc R . . C56 C 0.65919(13) 0.0206(3) 0.93098(10) 0.133(3) Uani 1 1 d GU . . H56 H 0.6567 -0.0012 0.9589 0.177 Uiso 1 1 calc R . . C57 C 0.68778(12) 0.0669(3) 0.93721(9) 0.138(4) Uani 1 1 d GU . . H57 H 0.7044 0.0761 0.9693 0.183 Uiso 1 1 calc R . . C58 C 0.69151(10) 0.0996(2) 0.89547(11) 0.110(3) Uani 1 1 d GU . . H58 H 0.7106 0.1306 0.8996 0.146 Uiso 1 1 calc R . . C59 C 0.66664(7) 0.08596(15) 0.84752(9) 0.0763(16) Uani 1 1 d GU . . C60 C 0.67037(9) 0.11861(15) 0.80578(12) 0.0734(15) Uani 1 1 d GU . . H60 H 0.6895 0.1496 0.8099 0.098 Uiso 1 1 calc R . . C61 C 0.68744(16) 0.1436(4) 0.6084(2) 0.053(2) Uani 0.65 1 d PGU A 1 C62 C 0.68347(15) 0.1211(3) 0.5601(2) 0.061(2) Uani 0.65 1 d PGU A 1 H62 H 0.6621 0.1325 0.5332 0.081 Uiso 0.65 1 calc PR A 1 C63 C 0.71151(15) 0.0814(3) 0.55197(16) 0.067(2) Uani 0.65 1 d PGU A 1 H63 H 0.7088 0.0664 0.5196 0.089 Uiso 0.65 1 calc PR A 1 C64 C 0.74352(12) 0.06438(19) 0.59215(16) 0.063(2) Uani 0.65 1 d PGU A 1 C65 C 0.77157(16) 0.0247(3) 0.5840(2) 0.081(2) Uani 0.65 1 d PGU A 1 H65 H 0.7689 0.0097 0.5517 0.108 Uiso 0.65 1 calc PR A 1 C66 C 0.80359(15) 0.0077(3) 0.6242(3) 0.091(3) Uani 0.65 1 d PGU A 1 H66 H 0.8223 -0.0188 0.6188 0.121 Uiso 0.65 1 calc PR A 1 C67 C 0.80756(13) 0.0302(3) 0.6725(2) 0.089(3) Uani 0.65 1 d PGU A 1 H67 H 0.8290 0.0188 0.6994 0.118 Uiso 0.65 1 calc PR A 1 C68 C 0.77952(13) 0.0698(3) 0.68064(18) 0.074(2) Uani 0.65 1 d PGU A 1 H68 H 0.7822 0.0849 0.7130 0.099 Uiso 0.65 1 calc PR A 1 C69 C 0.74751(12) 0.0869(2) 0.64046(16) 0.0578(19) Uani 0.65 1 d PGU A 1 C70 C 0.71946(16) 0.1265(3) 0.64857(19) 0.055(2) Uani 0.65 1 d PGU A 1 H70 H 0.7221 0.1416 0.6809 0.073 Uiso 0.65 1 calc PR A 1 C61' C 0.6928(3) 0.1419(7) 0.6227(5) 0.058(5) Uani 0.35 1 d PGU A 2 C62' C 0.7223(4) 0.1336(6) 0.6679(4) 0.062(4) Uani 0.35 1 d PGU A 2 H62' H 0.7207 0.1530 0.6973 0.083 Uiso 0.35 1 calc PR A 2 C63' C 0.7540(3) 0.0963(5) 0.6693(3) 0.063(4) Uani 0.35 1 d PGU A 2 H63' H 0.7737 0.0907 0.6996 0.084 Uiso 0.35 1 calc PR A 2 C64' C 0.7563(2) 0.0673(4) 0.6254(3) 0.066(3) Uani 0.35 1 d PGU A 2 C65' C 0.7881(2) 0.0299(5) 0.6268(4) 0.079(4) Uani 0.35 1 d PGU A 2 H65' H 0.8078 0.0243 0.6571 0.105 Uiso 0.35 1 calc PR A 2 C66' C 0.7904(3) 0.0009(5) 0.5829(5) 0.086(4) Uani 0.35 1 d PGU A 2 H66' H 0.8116 -0.0241 0.5838 0.114 Uiso 0.35 1 calc PR A 2 C67' C 0.7609(3) 0.0092(5) 0.5377(4) 0.083(4) Uani 0.35 1 d PGU A 2 H67' H 0.7624 -0.0102 0.5083 0.110 Uiso 0.35 1 calc PR A 2 C68' C 0.7291(3) 0.0466(5) 0.5363(3) 0.074(4) Uani 0.35 1 d PGU A 2 H68' H 0.7094 0.0521 0.5060 0.098 Uiso 0.35 1 calc PR A 2 C69' C 0.7268(2) 0.0756(4) 0.5802(3) 0.060(3) Uani 0.35 1 d PGU A 2 C70' C 0.6951(3) 0.1129(6) 0.5788(4) 0.063(4) Uani 0.35 1 d PGU A 2 H70' H 0.6754 0.1185 0.5485 0.084 Uiso 0.35 1 calc PR A 2 C71 C 0.65577(9) 0.37959(12) 0.61387(13) 0.0602(13) Uani 1 1 d GU A . C72 C 0.65322(9) 0.40176(14) 0.56590(11) 0.0691(15) Uani 1 1 d GU . . H72 H 0.6419 0.3759 0.5378 0.092 Uiso 1 1 calc R A . C73 C 0.66755(10) 0.46256(15) 0.55992(10) 0.0791(17) Uani 1 1 d GU A . H73 H 0.6658 0.4774 0.5278 0.105 Uiso 1 1 calc R . . C74 C 0.68443(7) 0.50119(11) 0.60190(11) 0.0771(16) Uani 1 1 d GU . . C75 C 0.69876(11) 0.56200(13) 0.59594(16) 0.102(2) Uani 1 1 d GU A . H75 H 0.6970 0.5768 0.5638 0.136 Uiso 1 1 calc R . . C76 C 0.71565(12) 0.60064(13) 0.63792(19) 0.112(3) Uani 1 1 d GU . . H76 H 0.7252 0.6413 0.6339 0.149 Uiso 1 1 calc R A . C77 C 0.71820(13) 0.57847(17) 0.68588(17) 0.126(3) Uani 1 1 d GU A . H77 H 0.7295 0.6043 0.7140 0.168 Uiso 1 1 calc R . . C78 C 0.70387(12) 0.51766(18) 0.69186(12) 0.106(2) Uani 1 1 d GU . . H78 H 0.7056 0.5028 0.7239 0.141 Uiso 1 1 calc R A . C79 C 0.68698(8) 0.47903(12) 0.64987(10) 0.0762(16) Uani 1 1 d GU A . C80 C 0.67266(10) 0.41823(14) 0.65585(11) 0.0768(17) Uani 1 1 d GU . . H80 H 0.6744 0.4034 0.6879 0.102 Uiso 1 1 calc R A . C81 C 0.55353(5) 0.20124(16) 0.63076(11) 0.0527(11) Uani 1 1 d GU A . C82 C 0.55243(6) 0.18230(19) 0.67805(10) 0.0768(19) Uani 1 1 d GU . . H82 H 0.5751 0.1787 0.7049 0.102 Uiso 1 1 calc R A . C83 C 0.51751(7) 0.1688(2) 0.68519(9) 0.105(3) Uani 1 1 d GU A . H83 H 0.5168 0.1561 0.7168 0.140 Uiso 1 1 calc R . . C84 C 0.48370(6) 0.17427(15) 0.64505(9) 0.0761(18) Uani 1 1 d GU . . C85 C 0.44878(7) 0.1608(2) 0.65220(12) 0.108(3) Uani 1 1 d GU A . H85 H 0.4480 0.1481 0.6838 0.144 Uiso 1 1 calc R . . C86 C 0.41497(6) 0.1662(2) 0.61206(14) 0.095(2) Uani 1 1 d GU . . H86 H 0.3916 0.1572 0.6168 0.126 Uiso 1 1 calc R A . C87 C 0.41606(6) 0.18518(19) 0.56477(13) 0.0786(17) Uani 1 1 d GU A . H87 H 0.3934 0.1888 0.5379 0.104 Uiso 1 1 calc R . . C88 C 0.45098(6) 0.19866(17) 0.55763(9) 0.0685(15) Uani 1 1 d GU . . H88 H 0.4517 0.2113 0.5260 0.091 Uiso 1 1 calc R A . C89 C 0.48480(5) 0.19321(10) 0.59777(8) 0.0573(12) Uani 1 1 d GU A . C90 C 0.51972(6) 0.20669(15) 0.59063(9) 0.0541(12) Uani 1 1 d GU . . H90 H 0.5205 0.2194 0.5590 0.072 Uiso 1 1 calc R A . N1 N 0.74671(15) 0.2825(3) 0.66094(19) 0.0750(15) Uani 1 1 d . . . H1a H 0.7487 0.2877 0.6922 0.100 Uiso 1 1 calc R . . H1b H 0.7364 0.2479 0.6453 0.100 Uiso 1 1 calc R . . N2 N 0.77524(14) 0.3816(2) 0.66107(19) 0.0689(13) Uani 1 1 d . . . N3 N 0.75711(12) 0.3185(2) 0.58889(17) 0.0596(11) Uani 1 1 d . . . C91 C 0.75948(14) 0.3284(3) 0.6366(2) 0.0564(13) Uani 1 1 d . . . C92 C 0.7862(3) 0.3875(5) 0.7150(3) 0.117(3) Uani 1 1 d . . . H92a H 0.8070 0.4178 0.7264 0.176 Uiso 1 1 calc R . . H92b H 0.7942 0.3459 0.7302 0.176 Uiso 1 1 calc R . . H92c H 0.7648 0.4027 0.7244 0.176 Uiso 1 1 calc R . . C93 C 0.7738(2) 0.4433(3) 0.6331(3) 0.090(2) Uani 1 1 d . . . H93a H 0.7631 0.4768 0.6484 0.134 Uiso 1 1 calc R . . H93b H 0.7581 0.4376 0.5986 0.134 Uiso 1 1 calc R . . H93c H 0.7992 0.4554 0.6342 0.134 Uiso 1 1 calc R . . C94 C 0.7314(2) 0.2689(3) 0.5591(3) 0.0802(19) Uani 1 1 d . . . H94a H 0.7232 0.2812 0.5242 0.120 Uiso 1 1 calc R . . H94b H 0.7095 0.2648 0.5705 0.120 Uiso 1 1 calc R . . H94c H 0.7447 0.2281 0.5631 0.120 Uiso 1 1 calc R . . C95 C 0.78532(19) 0.3424(3) 0.5664(3) 0.0779(18) Uani 1 1 d . . . H95a H 0.7954 0.3067 0.5525 0.117 Uiso 1 1 calc R . . H95b H 0.8058 0.3636 0.5918 0.117 Uiso 1 1 calc R . . H95c H 0.7733 0.3728 0.5400 0.117 Uiso 1 1 calc R . . N4 N 0.56145(13) 0.3629(2) 0.62991(18) 0.0637(12) Uani 1 1 d . . . H4a H 0.5651 0.3323 0.6518 0.085 Uiso 1 1 calc R . . H4b H 0.5738 0.3630 0.6085 0.085 Uiso 1 1 calc R . . N5 N 0.51743(13) 0.4107(2) 0.66201(17) 0.0636(12) Uani 1 1 d . . . N6 N 0.53150(12) 0.4569(2) 0.59396(17) 0.0570(11) Uani 1 1 d . . . C96 C 0.53685(14) 0.4100(2) 0.62913(19) 0.0533(12) Uani 1 1 d . . . C97 C 0.51163(18) 0.3513(4) 0.6878(2) 0.0802(19) Uani 1 1 d . . . H97a H 0.4879 0.3543 0.6951 0.120 Uiso 1 1 calc R . . H97b H 0.5324 0.3463 0.7188 0.120 Uiso 1 1 calc R . . H97c H 0.5108 0.3145 0.6664 0.120 Uiso 1 1 calc R . . C98 C 0.5088(2) 0.4711(4) 0.6830(2) 0.0824(19) Uani 1 1 d . . . H98a H 0.5205 0.4707 0.7190 0.124 Uiso 1 1 calc R . . H98b H 0.4816 0.4757 0.6749 0.124 Uiso 1 1 calc R . . H98c H 0.5187 0.5069 0.6690 0.124 Uiso 1 1 calc R . . C99 C 0.56033(16) 0.4692(3) 0.5694(2) 0.0624(14) Uani 1 1 d . . . H99a H 0.5578 0.5130 0.5570 0.094 Uiso 1 1 calc R . . H99b H 0.5567 0.4396 0.5417 0.094 Uiso 1 1 calc R . . H99c H 0.5854 0.4632 0.5933 0.094 Uiso 1 1 calc R . . C100 C 0.49385(16) 0.4841(3) 0.5693(2) 0.0674(15) Uani 1 1 d . . . H100a H 0.4953 0.5306 0.5710 0.101 Uiso 1 1 calc R . . H100b H 0.4763 0.4690 0.5859 0.101 Uiso 1 1 calc R . . H100c H 0.4851 0.4707 0.5346 0.101 Uiso 1 1 calc R . . N7 N 0.60606(13) 0.0704(2) 0.61805(16) 0.0578(11) Uani 1 1 d . . . H7a H 0.6276 0.0851 0.6375 0.077 Uiso 1 1 calc R . . H7b H 0.5893 0.0966 0.5994 0.077 Uiso 1 1 calc R . . N8 N 0.62497(13) -0.0326(2) 0.64600(18) 0.0616(11) Uani 1 1 d . . . N9 N 0.56523(12) -0.0147(2) 0.58563(17) 0.0577(11) Uani 1 1 d . . . C101 C 0.59881(14) 0.0080(3) 0.6169(2) 0.0529(12) Uani 1 1 d . . . C102 C 0.53215(15) 0.0287(3) 0.5671(2) 0.0653(15) Uani 1 1 d . . . H102a H 0.5089 0.0039 0.5599 0.098 Uiso 1 1 calc R . . H102b H 0.5330 0.0499 0.5368 0.098 Uiso 1 1 calc R . . H102c H 0.5329 0.0606 0.5924 0.098 Uiso 1 1 calc R . . C103 C 0.56178(17) -0.0777(3) 0.5603(2) 0.0711(16) Uani 1 1 d . . . H103a H 0.5437 -0.1043 0.5698 0.107 Uiso 1 1 calc R . . H103b H 0.5863 -0.0988 0.5702 0.107 Uiso 1 1 calc R . . H103c H 0.5530 -0.0714 0.5244 0.107 Uiso 1 1 calc R . . C104 C 0.66496(17) -0.0135(3) 0.6674(2) 0.0726(16) Uani 1 1 d . . . H104a H 0.6809 -0.0514 0.6725 0.109 Uiso 1 1 calc R . . H104b H 0.6687 0.0078 0.6992 0.109 Uiso 1 1 calc R . . H104c H 0.6716 0.0156 0.6447 0.109 Uiso 1 1 calc R . . C105 C 0.6140(2) -0.0900(3) 0.6690(3) 0.0823(19) Uani 1 1 d . . . H105a H 0.6250 -0.1280 0.6592 0.123 Uiso 1 1 calc R . . H105b H 0.5866 -0.0940 0.6577 0.123 Uiso 1 1 calc R . . H105c H 0.6232 -0.0858 0.7051 0.123 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ce1 0.05215(18) 0.04817(17) 0.05218(18) 0.01029(12) 0.01201(13) -0.00686(12) Ce2 0.04254(16) 0.04557(16) 0.05340(18) 0.00951(12) 0.00302(12) -0.00186(11) O1 0.077(3) 0.061(2) 0.067(2) 0.0117(19) 0.012(2) 0.005(2) O2 0.079(3) 0.092(3) 0.079(3) 0.023(2) 0.028(2) -0.002(2) O3 0.061(2) 0.061(2) 0.062(2) 0.0018(18) 0.0150(18) -0.0071(18) O4 0.067(2) 0.067(2) 0.064(2) 0.0061(19) 0.0123(19) 0.0064(19) O5 0.054(2) 0.072(2) 0.049(2) -0.0032(17) 0.0031(17) -0.0010(18) O6 0.068(3) 0.068(3) 0.072(3) 0.027(2) 0.006(2) 0.000(2) O7 0.050(2) 0.057(2) 0.070(2) 0.0068(18) 0.0158(17) 0.0032(16) O8 0.067(2) 0.049(2) 0.064(2) 0.0104(17) 0.0029(18) -0.0167(17) O9 0.0403(17) 0.0520(19) 0.055(2) 0.0086(16) 0.0067(15) -0.0033(14) C1 0.071(3) 0.044(3) 0.071(3) 0.002(3) 0.011(3) 0.001(2) C2 0.091(4) 0.061(3) 0.072(4) 0.005(3) 0.024(3) 0.018(3) C3 0.113(5) 0.081(5) 0.071(4) -0.005(3) 0.017(3) 0.011(4) C4 0.081(4) 0.053(3) 0.080(4) -0.005(3) -0.007(3) 0.000(3) C5 0.111(5) 0.095(6) 0.119(6) 0.001(5) -0.024(4) -0.011(5) C6 0.079(4) 0.087(5) 0.165(7) 0.000(6) -0.040(5) -0.011(4) C7 0.067(4) 0.078(5) 0.194(8) 0.002(6) -0.005(5) -0.012(4) C8 0.065(4) 0.055(4) 0.153(6) 0.000(4) 0.018(4) -0.011(3) C9 0.065(3) 0.047(3) 0.101(4) 0.005(3) 0.009(3) -0.007(3) C10 0.068(3) 0.047(3) 0.075(4) 0.000(3) 0.011(3) -0.007(3) C11 0.066(4) 0.077(4) 0.076(4) 0.021(3) 0.034(3) 0.010(3) C12 0.082(4) 0.070(4) 0.074(4) 0.013(3) 0.031(3) -0.003(3) C13 0.087(4) 0.071(4) 0.086(4) 0.013(3) 0.040(4) -0.006(3) C14 0.072(4) 0.083(4) 0.090(4) -0.012(3) 0.042(3) -0.002(3) C15 0.115(7) 0.186(9) 0.112(6) -0.034(6) 0.068(6) -0.012(6) C16 0.183(12) 0.277(14) 0.135(8) -0.103(8) 0.098(8) -0.065(9) C17 0.226(13) 0.290(15) 0.198(9) -0.153(11) 0.148(10) -0.109(10) C18 0.168(9) 0.182(10) 0.200(9) -0.118(8) 0.123(8) -0.091(7) C19 0.085(5) 0.108(5) 0.128(5) -0.038(4) 0.062(5) -0.020(4) C20 0.076(4) 0.081(4) 0.117(5) -0.004(4) 0.057(4) -0.004(3) C21 0.052(8) 0.055(8) 0.074(8) 0.002(7) 0.020(6) -0.012(7) C22 0.054(7) 0.060(6) 0.071(6) 0.011(5) 0.032(5) 0.002(5) C23 0.070(8) 0.049(6) 0.083(7) 0.001(5) 0.048(5) 0.001(5) C24 0.069(8) 0.058(6) 0.067(6) -0.004(5) 0.041(5) -0.018(5) C25 0.110(10) 0.081(8) 0.080(7) -0.011(6) 0.052(6) -0.020(7) C26 0.097(10) 0.107(8) 0.075(7) -0.019(7) 0.031(6) -0.041(7) C27 0.102(11) 0.132(10) 0.066(7) -0.003(8) 0.031(7) -0.011(9) C28 0.058(6) 0.084(7) 0.079(6) 0.004(5) 0.023(5) -0.015(6) C29 0.053(6) 0.049(6) 0.070(6) 0.005(5) 0.024(4) -0.019(5) C30 0.059(7) 0.033(5) 0.075(6) 0.010(4) 0.029(5) -0.010(4) C21' 0.056(7) 0.053(7) 0.050(6) -0.005(6) 0.032(5) -0.012(6) C22' 0.049(7) 0.054(6) 0.075(7) 0.007(5) 0.022(5) -0.014(5) C23' 0.055(8) 0.063(7) 0.093(8) -0.022(6) 0.041(6) -0.008(5) C24' 0.069(7) 0.076(8) 0.059(5) -0.011(5) 0.028(5) -0.033(6) C25' 0.089(9) 0.122(9) 0.077(7) -0.030(7) 0.036(6) -0.030(7) C26' 0.086(10) 0.156(11) 0.074(8) -0.015(8) 0.022(7) -0.039(9) C27' 0.089(9) 0.126(9) 0.077(7) 0.021(7) 0.005(6) -0.049(7) C28' 0.097(9) 0.087(8) 0.069(7) 0.032(6) -0.004(6) -0.031(7) C29' 0.076(8) 0.061(6) 0.052(5) 0.011(5) 0.008(5) -0.028(5) C30' 0.054(7) 0.055(7) 0.061(6) -0.007(5) 0.015(5) -0.012(5) C31 0.050(3) 0.078(4) 0.088(4) -0.007(3) -0.004(3) 0.002(3) C32 0.090(5) 0.122(6) 0.063(4) -0.001(3) 0.017(4) 0.008(4) C33 0.100(6) 0.115(5) 0.109(5) -0.008(4) 0.027(5) 0.015(5) C34 0.046(3) 0.088(4) 0.152(6) -0.030(4) 0.008(4) 0.001(3) C35 0.068(5) 0.131(6) 0.167(7) -0.027(5) 0.031(5) -0.001(5) C36 0.060(4) 0.124(6) 0.189(8) -0.069(6) 0.042(5) -0.015(5) C37 0.090(6) 0.112(6) 0.205(10) -0.063(5) 0.050(7) -0.035(5) C38 0.109(7) 0.101(5) 0.189(8) -0.039(5) 0.026(7) -0.017(5) C39 0.054(4) 0.096(4) 0.135(6) -0.030(4) 0.002(4) 0.000(4) C40 0.068(4) 0.084(4) 0.137(6) -0.016(4) -0.008(4) -0.001(4) C41 0.054(3) 0.065(3) 0.052(3) 0.003(2) 0.010(2) -0.008(2) C42 0.072(4) 0.086(4) 0.068(4) 0.001(3) 0.017(3) 0.012(3) C43 0.095(5) 0.086(5) 0.081(4) -0.002(3) 0.023(3) 0.028(4) C44 0.075(4) 0.069(4) 0.063(3) 0.005(3) 0.015(3) 0.003(3) C45 0.113(5) 0.088(5) 0.071(4) -0.008(3) 0.025(4) -0.002(4) C46 0.094(5) 0.103(5) 0.056(4) -0.005(3) 0.000(3) -0.025(4) C47 0.082(5) 0.098(5) 0.079(4) 0.009(4) 0.004(3) -0.009(4) C48 0.074(4) 0.077(4) 0.074(4) 0.009(3) 0.013(3) 0.005(3) C49 0.069(3) 0.061(3) 0.049(3) 0.010(2) 0.012(2) -0.003(2) C50 0.065(3) 0.066(3) 0.060(3) 0.010(3) 0.014(3) 0.000(3) C51 0.066(3) 0.057(3) 0.061(3) 0.006(3) 0.009(3) 0.013(2) C52 0.095(4) 0.051(3) 0.062(3) 0.009(3) 0.023(3) -0.001(3) C53 0.090(4) 0.069(4) 0.069(3) 0.006(3) 0.038(3) 0.012(3) C54 0.069(4) 0.094(4) 0.071(3) 0.015(3) 0.035(3) 0.037(3) C55 0.088(5) 0.166(7) 0.075(4) 0.032(4) 0.044(3) 0.061(4) C56 0.091(5) 0.246(11) 0.073(4) 0.043(6) 0.042(4) 0.067(5) C57 0.093(6) 0.260(12) 0.063(4) -0.003(5) 0.027(4) 0.050(6) C58 0.076(4) 0.180(8) 0.073(4) -0.016(4) 0.022(3) 0.032(4) C59 0.066(4) 0.102(5) 0.057(3) -0.006(3) 0.014(3) 0.036(3) C60 0.063(3) 0.069(4) 0.080(4) -0.002(3) 0.011(3) 0.020(3) C61 0.050(5) 0.047(5) 0.063(5) 0.020(4) 0.021(4) -0.009(4) C62 0.064(5) 0.051(5) 0.070(5) 0.000(4) 0.025(5) -0.014(4) C63 0.080(6) 0.058(5) 0.074(5) -0.003(5) 0.037(4) -0.016(4) C64 0.072(5) 0.046(5) 0.083(5) 0.001(4) 0.040(4) -0.011(4) C65 0.092(6) 0.056(5) 0.118(7) -0.003(5) 0.064(5) -0.007(4) C66 0.075(6) 0.066(7) 0.144(8) -0.002(6) 0.054(6) -0.001(5) C67 0.051(5) 0.078(6) 0.134(7) 0.010(6) 0.025(5) 0.008(4) C68 0.050(5) 0.081(6) 0.092(6) 0.015(5) 0.022(4) 0.003(4) C69 0.043(4) 0.058(5) 0.078(5) 0.008(4) 0.027(4) -0.010(3) C70 0.043(4) 0.049(5) 0.078(6) 0.004(4) 0.025(4) -0.007(3) C61' 0.041(8) 0.042(9) 0.086(10) -0.014(8) 0.012(7) -0.013(6) C62' 0.048(8) 0.037(8) 0.093(10) -0.003(8) 0.011(7) 0.002(6) C63' 0.034(7) 0.058(8) 0.085(8) 0.002(8) 0.002(7) 0.001(6) C64' 0.055(7) 0.060(9) 0.088(8) 0.015(8) 0.031(6) -0.002(6) C65' 0.070(9) 0.045(9) 0.121(10) 0.010(8) 0.029(8) 0.007(7) C66' 0.074(9) 0.067(10) 0.138(11) 0.011(10) 0.062(8) -0.007(8) C67' 0.105(11) 0.058(9) 0.111(9) -0.002(9) 0.071(8) -0.006(8) C68' 0.093(9) 0.053(8) 0.088(8) 0.009(7) 0.046(7) -0.008(7) C69' 0.067(8) 0.045(8) 0.075(7) 0.018(7) 0.035(6) -0.002(6) C70' 0.055(8) 0.055(9) 0.082(9) 0.008(8) 0.023(7) -0.004(6) C71 0.039(3) 0.050(3) 0.079(3) 0.012(2) 0.001(2) -0.002(2) C72 0.058(3) 0.057(3) 0.092(4) 0.021(3) 0.024(3) -0.004(2) C73 0.063(4) 0.068(4) 0.103(4) 0.022(3) 0.022(3) -0.005(3) C74 0.059(3) 0.063(3) 0.103(4) 0.028(3) 0.017(3) 0.006(3) C75 0.074(4) 0.069(4) 0.162(6) 0.008(4) 0.035(5) -0.004(3) C76 0.123(7) 0.063(4) 0.162(7) -0.005(4) 0.062(6) -0.010(4) C77 0.153(8) 0.084(5) 0.154(7) -0.023(5) 0.066(7) -0.040(5) C78 0.142(7) 0.074(4) 0.105(5) -0.014(4) 0.043(5) -0.015(4) C79 0.058(3) 0.071(4) 0.093(4) -0.013(3) 0.015(3) -0.010(3) C80 0.073(4) 0.066(4) 0.079(4) 0.011(3) 0.005(3) -0.004(3) C81 0.042(2) 0.049(3) 0.063(3) 0.011(2) 0.011(2) -0.003(2) C82 0.049(3) 0.110(5) 0.059(3) 0.030(3) 0.001(3) -0.016(3) C83 0.069(4) 0.160(7) 0.074(4) 0.061(5) 0.006(3) -0.031(4) C84 0.052(3) 0.095(5) 0.076(4) 0.026(3) 0.014(3) -0.018(3) C85 0.061(4) 0.150(7) 0.106(5) 0.044(5) 0.016(3) -0.035(4) C86 0.051(3) 0.110(6) 0.116(5) 0.014(5) 0.016(3) -0.030(4) C87 0.052(3) 0.087(4) 0.089(4) -0.009(4) 0.013(3) -0.018(3) C88 0.050(3) 0.076(4) 0.068(3) -0.008(3) 0.004(2) -0.010(3) C89 0.051(3) 0.052(3) 0.061(3) 0.002(2) 0.007(2) -0.002(2) C90 0.048(3) 0.046(3) 0.062(3) 0.005(2) 0.009(2) -0.005(2) N1 0.091(4) 0.076(3) 0.060(3) -0.001(3) 0.029(3) -0.032(3) N2 0.062(3) 0.070(3) 0.073(3) -0.007(2) 0.020(2) -0.027(2) N3 0.050(2) 0.069(3) 0.065(3) 0.002(2) 0.026(2) -0.010(2) C91 0.044(3) 0.059(3) 0.068(3) 0.001(3) 0.020(2) -0.010(2) C92 0.138(8) 0.123(7) 0.087(5) -0.035(5) 0.031(5) -0.064(6) C93 0.087(5) 0.059(4) 0.138(7) -0.004(4) 0.058(5) -0.013(3) C94 0.084(5) 0.089(5) 0.070(4) -0.018(3) 0.027(3) -0.019(4) C95 0.077(4) 0.081(4) 0.092(5) 0.008(3) 0.049(4) -0.006(3) N4 0.057(3) 0.063(3) 0.069(3) 0.026(2) 0.018(2) 0.007(2) N5 0.058(3) 0.072(3) 0.059(3) 0.011(2) 0.015(2) 0.007(2) N6 0.052(2) 0.047(2) 0.066(3) 0.012(2) 0.011(2) 0.0070(19) C96 0.046(3) 0.051(3) 0.053(3) 0.006(2) 0.002(2) 0.003(2) C97 0.062(4) 0.109(5) 0.068(4) 0.024(4) 0.019(3) 0.000(3) C98 0.073(4) 0.102(5) 0.072(4) -0.006(4) 0.023(3) 0.015(4) C99 0.062(3) 0.049(3) 0.076(4) 0.010(3) 0.022(3) -0.002(2) C100 0.053(3) 0.063(3) 0.077(4) 0.018(3) 0.007(3) 0.010(3) N7 0.052(2) 0.050(2) 0.062(3) 0.011(2) 0.004(2) -0.0069(19) N8 0.056(3) 0.052(3) 0.070(3) 0.012(2) 0.011(2) -0.005(2) N9 0.052(2) 0.052(2) 0.067(3) 0.008(2) 0.016(2) -0.0070(19) C101 0.048(3) 0.054(3) 0.057(3) 0.012(2) 0.018(2) -0.001(2) C102 0.044(3) 0.080(4) 0.071(4) 0.015(3) 0.017(3) -0.002(3) C103 0.059(3) 0.061(3) 0.089(4) -0.006(3) 0.017(3) -0.012(3) C104 0.058(3) 0.064(4) 0.086(4) 0.015(3) 0.010(3) 0.002(3) C105 0.094(5) 0.053(3) 0.092(5) 0.026(3) 0.019(4) -0.003(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ce1 O2 2.247(5) . ? Ce1 O1 2.278(4) . ? Ce1 O3 2.292(4) . ? Ce1 O8 2.473(4) . ? Ce1 O9 2.493(3) . ? Ce1 O7 2.497(4) . ? Ce1 Ce2 3.6769(5) . ? Ce2 O4 2.286(4) . ? Ce2 O5 2.299(4) . ? Ce2 O6 2.309(4) . ? Ce2 O9 2.456(3) . ? Ce2 O8 2.476(3) . ? Ce2 O7 2.494(4) . ? O1 C1 1.341(5) . ? O2 C11 1.311(5) . ? O3 C21' 1.348(7) . ? O3 C21 1.361(7) . ? O4 C31 1.372(5) . ? O5 C41 1.356(4) . ? O6 C51 1.367(4) . ? O7 C61 1.352(5) . ? O7 C61' 1.416(8) . ? O8 C71 1.368(4) . ? O9 C81 1.370(4) . ? C1 C2 1.3899 . ? C1 C10 1.3901 . ? C2 C3 1.3900 . ? C3 C4 1.3899 . ? C4 C5 1.3900 . ? C4 C9 1.3900 . ? C5 C6 1.3903 . ? C6 C7 1.3899 . ? C7 C8 1.3901 . ? C8 C9 1.3899 . ? C9 C10 1.3901 . ? C11 C20 1.3899 . ? C11 C12 1.3901 . ? C12 C13 1.3900 . ? C13 C14 1.3901 . ? C14 C19 1.3899 . ? C14 C15 1.3899 . ? C15 C16 1.3901 . ? C16 C17 1.3898 . ? C17 C18 1.3899 . ? C18 C19 1.3901 . ? C19 C20 1.3903 . ? C21 C22 1.3899 . ? C21 C30 1.3901 . ? C22 C23 1.3899 . ? C23 C24 1.3901 . ? C24 C25 1.3900 . ? C24 C29 1.3900 . ? C25 C26 1.3901 . ? C26 C27 1.3900 . ? C27 C28 1.3902 . ? C28 C29 1.3899 . ? C29 C30 1.3901 . ? C21' C22' 1.3898 . ? C21' C30' 1.3901 . ? C22' C23' 1.3902 . ? C23' C24' 1.3901 . ? C24' C29' 1.3898 . ? C24' C25' 1.3899 . ? C25' C26' 1.3902 . ? C26' C27' 1.3898 . ? C27' C28' 1.3902 . ? C28' C29' 1.3900 . ? C29' C30' 1.3899 . ? C31 C40 1.3900 . ? C31 C32 1.3901 . ? C32 C33 1.3898 . ? C33 C34 1.3900 . ? C34 C35 1.3900 . ? C34 C39 1.3901 . ? C35 C36 1.3900 . ? C36 C37 1.3901 . ? C37 C38 1.3898 . ? C38 C39 1.3902 . ? C39 C40 1.3898 . ? C41 C50 1.3900 . ? C41 C42 1.3901 . ? C42 C43 1.3900 . ? C43 C44 1.3903 . ? C44 C49 1.3898 . ? C44 C45 1.3900 . ? C45 C46 1.3900 . ? C46 C47 1.3901 . ? C47 C48 1.3901 . ? C48 C49 1.3900 . ? C49 C50 1.3900 . ? C51 C60 1.3901 . ? C51 C52 1.3902 . ? C52 C53 1.3901 . ? C53 C54 1.3901 . ? C54 C55 1.3898 . ? C54 C59 1.3901 . ? C55 C56 1.3901 . ? C56 C57 1.3897 . ? C57 C58 1.3902 . ? C58 C59 1.3899 . ? C59 C60 1.3901 . ? C61 C70 1.3900 . ? C61 C62 1.3900 . ? C62 C63 1.3899 . ? C63 C64 1.3898 . ? C64 C69 1.3900 . ? C64 C65 1.3902 . ? C65 C66 1.3899 . ? C66 C67 1.3901 . ? C67 C68 1.3901 . ? C68 C69 1.3899 . ? C69 C70 1.3902 . ? C61' C70' 1.3901 . ? C61' C62' 1.3902 . ? C62' C63' 1.3898 . ? C63' C64' 1.3902 . ? C64' C69' 1.3899 . ? C64' C65' 1.3900 . ? C65' C66' 1.3900 . ? C66' C67' 1.3901 . ? C67' C68' 1.3899 . ? C68' C69' 1.3900 . ? C69' C70' 1.3899 . ? C71 C80 1.3901 . ? C71 C72 1.3902 . ? C72 C73 1.3900 . ? C73 C74 1.3900 . ? C74 C75 1.3901 . ? C74 C79 1.3902 . ? C75 C76 1.3899 . ? C76 C77 1.3900 . ? C77 C78 1.3900 . ? C78 C79 1.3899 . ? C79 C80 1.3899 . ? C81 C90 1.3899 . ? C81 C82 1.3901 . ? C82 C83 1.3901 . ? C83 C84 1.3898 . ? C84 C89 1.3898 . ? C84 C85 1.3902 . ? C85 C86 1.3899 . ? C86 C87 1.3900 . ? C87 C88 1.3901 . ? C88 C89 1.3901 . ? C89 C90 1.3901 . ? N1 C91 1.334(7) . ? N2 C91 1.323(7) . ? N2 C92 1.434(8) . ? N2 C93 1.484(8) . ? N3 C91 1.324(7) . ? N3 C94 1.459(7) . ? N3 C95 1.461(7) . ? N4 C96 1.322(7) . ? N5 C96 1.331(7) . ? N5 C98 1.454(8) . ? N5 C97 1.470(8) . ? N6 C96 1.347(6) . ? N6 C100 1.450(6) . ? N6 C99 1.458(7) . ? N7 C101 1.313(6) . ? N8 C101 1.338(6) . ? N8 C104 1.456(7) . ? N8 C105 1.462(7) . ? N9 C101 1.350(7) . ? N9 C103 1.464(7) . ? N9 C102 1.466(7) . ? 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 O2 Ce1 O1 97.06(16) . . ? O2 Ce1 O3 97.81(16) . . ? O1 Ce1 O3 105.40(14) . . ? O2 Ce1 O8 105.58(16) . . ? O1 Ce1 O8 87.21(14) . . ? O3 Ce1 O8 151.89(12) . . ? O2 Ce1 O9 174.72(14) . . ? O1 Ce1 O9 87.60(13) . . ? O3 Ce1 O9 83.27(12) . . ? O8 Ce1 O9 72.07(12) . . ? O2 Ce1 O7 103.47(15) . . ? O1 Ce1 O7 152.08(14) . . ? O3 Ce1 O7 90.48(13) . . ? O8 Ce1 O7 69.27(12) . . ? O9 Ce1 O7 71.32(11) . . ? O2 Ce1 Ce2 133.68(13) . . ? O1 Ce1 Ce2 109.67(10) . . ? O3 Ce1 Ce2 109.93(9) . . ? O8 Ce1 Ce2 42.05(8) . . ? O9 Ce1 Ce2 41.63(7) . . ? O7 Ce1 Ce2 42.51(9) . . ? O4 Ce2 O5 98.44(14) . . ? O4 Ce2 O6 110.72(15) . . ? O5 Ce2 O6 101.22(14) . . ? O4 Ce2 O9 86.42(13) . . ? O5 Ce2 O9 169.05(13) . . ? O6 Ce2 O9 86.06(13) . . ? O4 Ce2 O8 91.58(14) . . ? O5 Ce2 O8 97.31(13) . . ? O6 Ce2 O8 148.25(14) . . ? O9 Ce2 O8 72.65(11) . . ? O4 Ce2 O7 154.40(13) . . ? O5 Ce2 O7 100.69(13) . . ? O6 Ce2 O7 82.03(14) . . ? O9 Ce2 O7 72.00(12) . . ? O8 Ce2 O7 69.28(13) . . ? O4 Ce2 Ce1 111.85(9) . . ? O5 Ce2 Ce1 126.84(10) . . ? O6 Ce2 Ce1 106.90(11) . . ? O9 Ce2 Ce1 42.40(8) . . ? O8 Ce2 Ce1 41.99(8) . . ? O7 Ce2 Ce1 42.59(8) . . ? C1 O1 Ce1 139.2(3) . . ? C11 O2 Ce1 162.0(4) . . ? C21' O3 C21 8.3(9) . . ? C21' O3 Ce1 135.6(6) . . ? C21 O3 Ce1 137.1(6) . . ? C31 O4 Ce2 156.4(3) . . ? C41 O5 Ce2 148.2(3) . . ? C51 O6 Ce2 137.5(3) . . ? C61 O7 C61' 15.9(6) . . ? C61 O7 Ce2 139.2(3) . . ? C61' O7 Ce2 123.3(5) . . ? C61 O7 Ce1 125.9(3) . . ? C61' O7 Ce1 141.8(5) . . ? Ce2 O7 Ce1 94.90(12) . . ? C71 O8 Ce1 127.9(3) . . ? C71 O8 Ce2 135.4(3) . . ? Ce1 O8 Ce2 95.97(12) . . ? C81 O9 Ce2 130.6(2) . . ? C81 O9 Ce1 133.4(2) . . ? Ce2 O9 Ce1 95.97(11) . . ? O1 C1 C2 119.9(3) . . ? O1 C1 C10 120.1(3) . . ? C2 C1 C10 120.0 . . ? C1 C2 C3 120.0 . . ? C4 C3 C2 120.0 . . ? C3 C4 C5 120.0 . . ? C3 C4 C9 120.0 . . ? C5 C4 C9 120.0 . . ? C4 C5 C6 120.0 . . ? C7 C6 C5 120.0 . . ? C6 C7 C8 120.0 . . ? C9 C8 C7 120.0 . . ? C8 C9 C4 120.0 . . ? C8 C9 C10 120.0 . . ? C4 C9 C10 120.0 . . ? C9 C10 C1 120.0 . . ? O2 C11 C20 119.7(3) . . ? O2 C11 C12 120.2(3) . . ? C20 C11 C12 120.0 . . ? C13 C12 C11 120.0 . . ? C12 C13 C14 120.0 . . ? C19 C14 C15 120.0 . . ? C19 C14 C13 120.0 . . ? C15 C14 C13 120.0 . . ? C14 C15 C16 120.0 . . ? C17 C16 C15 120.0 . . ? C16 C17 C18 120.0 . . ? C17 C18 C19 120.0 . . ? C14 C19 C18 120.0 . . ? C14 C19 C20 120.0 . . ? C18 C19 C20 120.0 . . ? C11 C20 C19 120.0 . . ? O3 C21 C22 115.8(6) . . ? O3 C21 C30 124.1(6) . . ? C22 C21 C30 120.0 . . ? C21 C22 C23 120.0 . . ? C22 C23 C24 120.0 . . ? C25 C24 C29 120.0 . . ? C25 C24 C23 120.0 . . ? C29 C24 C23 120.0 . . ? C24 C25 C26 120.0 . . ? C27 C26 C25 120.0 . . ? C26 C27 C28 120.0 . . ? C29 C28 C27 120.0 . . ? C28 C29 C24 120.0 . . ? C28 C29 C30 120.0 . . ? C24 C29 C30 120.0 . . ? C21 C30 C29 120.0 . . ? O3 C21' C22' 121.3(6) . . ? O3 C21' C30' 118.7(6) . . ? C22' C21' C30' 120.0 . . ? C21' C22' C23' 120.0 . . ? C24' C23' C22' 120.0 . . ? C29' C24' C25' 120.0 . . ? C29' C24' C23' 120.0 . . ? C25' C24' C23' 120.0 . . ? C24' C25' C26' 120.0 . . ? C27' C26' C25' 120.0 . . ? C26' C27' C28' 120.0 . . ? C29' C28' C27' 120.0 . . ? C24' C29' C30' 120.0 . . ? C24' C29' C28' 120.0 . . ? C30' C29' C28' 120.0 . . ? C29' C30' C21' 120.0 . . ? O4 C31 C40 123.6(3) . . ? O4 C31 C32 116.2(3) . . ? C40 C31 C32 120.0 . . ? C33 C32 C31 120.0 . . ? C32 C33 C34 120.0 . . ? C35 C34 C33 120.0 . . ? C35 C34 C39 120.0 . . ? C33 C34 C39 120.0 . . ? C36 C35 C34 120.0 . . ? C35 C36 C37 120.0 . . ? C38 C37 C36 120.0 . . ? C37 C38 C39 120.0 . . ? C40 C39 C34 120.0 . . ? C40 C39 C38 120.0 . . ? C34 C39 C38 120.0 . . ? C39 C40 C31 120.0 . . ? O5 C41 C50 123.7(3) . . ? O5 C41 C42 116.2(3) . . ? C50 C41 C42 120.0 . . ? C43 C42 C41 120.0 . . ? C42 C43 C44 120.0 . . ? C49 C44 C45 120.0 . . ? C49 C44 C43 120.0 . . ? C45 C44 C43 120.0 . . ? C46 C45 C44 120.0 . . ? C45 C46 C47 120.0 . . ? C48 C47 C46 120.0 . . ? C49 C48 C47 120.0 . . ? C44 C49 C50 120.0 . . ? C44 C49 C48 120.0 . . ? C50 C49 C48 120.0 . . ? C41 C50 C49 120.0 . . ? O6 C51 C60 121.9(3) . . ? O6 C51 C52 118.1(3) . . ? C60 C51 C52 120.0 . . ? C53 C52 C51 120.0 . . ? C54 C53 C52 120.0 . . ? C55 C54 C53 120.0 . . ? C55 C54 C59 120.0 . . ? C53 C54 C59 120.0 . . ? C54 C55 C56 120.0 . . ? C57 C56 C55 120.0 . . ? C56 C57 C58 120.0 . . ? C59 C58 C57 120.0 . . ? C58 C59 C60 120.0 . . ? C58 C59 C54 120.0 . . ? C60 C59 C54 120.0 . . ? C51 C60 C59 120.0 . . ? O7 C61 C70 118.1(4) . . ? O7 C61 C62 121.6(4) . . ? C70 C61 C62 120.0 . . ? C63 C62 C61 120.0 . . ? C64 C63 C62 120.0 . . ? C63 C64 C69 120.0 . . ? C63 C64 C65 120.0 . . ? C69 C64 C65 120.0 . . ? C66 C65 C64 120.0 . . ? C65 C66 C67 120.0 . . ? C68 C67 C66 120.0 . . ? C69 C68 C67 120.0 . . ? C68 C69 C64 120.0 . . ? C68 C69 C70 120.0 . . ? C64 C69 C70 120.0 . . ? C61 C70 C69 120.0 . . ? C70' C61' C62' 120.0 . . ? C70' C61' O7 116.6(7) . . ? C62' C61' O7 122.8(7) . . ? C63' C62' C61' 120.0 . . ? C62' C63' C64' 120.0 . . ? C69' C64' C65' 120.0 . . ? C69' C64' C63' 120.0 . . ? C65' C64' C63' 120.0 . . ? C64' C65' C66' 120.0 . . ? C65' C66' C67' 120.0 . . ? C68' C67' C66' 120.0 . . ? C67' C68' C69' 120.0 . . ? C64' C69' C70' 120.0 . . ? C64' C69' C68' 120.0 . . ? C70' C69' C68' 120.0 . . ? C69' C70' C61' 120.0 . . ? O8 C71 C80 121.2(3) . . ? O8 C71 C72 118.8(3) . . ? C80 C71 C72 120.0 . . ? C73 C72 C71 120.0 . . ? C74 C73 C72 120.0 . . ? C73 C74 C75 120.0 . . ? C73 C74 C79 120.0 . . ? C75 C74 C79 120.0 . . ? C76 C75 C74 120.0 . . ? C75 C76 C77 120.0 . . ? C78 C77 C76 120.0 . . ? C79 C78 C77 120.0 . . ? C80 C79 C78 120.0 . . ? C80 C79 C74 120.0 . . ? C78 C79 C74 120.0 . . ? C79 C80 C71 120.0 . . ? O9 C81 C90 121.0(2) . . ? O9 C81 C82 118.8(2) . . ? C90 C81 C82 120.0 . . ? C81 C82 C83 120.0 . . ? C84 C83 C82 120.0 . . ? C83 C84 C89 120.0 . . ? C83 C84 C85 120.0 . . ? C89 C84 C85 120.0 . . ? C86 C85 C84 120.0 . . ? C85 C86 C87 120.0 . . ? C86 C87 C88 120.0 . . ? C89 C88 C87 120.0 . . ? C84 C89 C88 120.0 . . ? C84 C89 C90 120.0 . . ? C88 C89 C90 120.0 . . ? C81 C90 C89 120.0 . . ? C91 N2 C92 122.9(5) . . ? C91 N2 C93 120.1(5) . . ? C92 N2 C93 115.5(6) . . ? C91 N3 C94 120.4(5) . . ? C91 N3 C95 123.6(5) . . ? C94 N3 C95 114.3(5) . . ? N2 C91 N3 121.7(5) . . ? N2 C91 N1 119.4(5) . . ? N3 C91 N1 118.8(5) . . ? C96 N5 C98 121.5(5) . . ? C96 N5 C97 121.5(5) . . ? C98 N5 C97 115.5(5) . . ? C96 N6 C100 121.3(5) . . ? C96 N6 C99 120.6(4) . . ? C100 N6 C99 115.9(4) . . ? N4 C96 N5 120.8(5) . . ? N4 C96 N6 118.6(5) . . ? N5 C96 N6 120.6(5) . . ? C101 N8 C104 121.3(4) . . ? C101 N8 C105 121.8(5) . . ? C104 N8 C105 115.0(5) . . ? C101 N9 C103 122.7(5) . . ? C101 N9 C102 120.2(5) . . ? C103 N9 C102 115.8(5) . . ? N7 C101 N8 119.8(5) . . ? N7 C101 N9 119.6(5) . . ? N8 C101 N9 120.7(5) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1a O5 0.86 2.16 2.831(6) 134.5 . N4 H4a O4 0.86 2.37 3.015(6) 132.0 . N4 H4b O1 0.86 2.40 3.047(7) 132.7 . N4 H4b O8 0.86 2.61 3.221(6) 129.1 . N7 H7a O6 0.86 2.33 3.001(6) 135.2 . N7 H7a O7 0.86 2.62 3.185(5) 124.2 . N7 H7b O3 0.86 2.26 2.920(6) 133.8 . N7 H7b O9 0.86 2.63 3.152(6) 120.5 . _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.56 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 2.812 _refine_diff_density_min -1.697 _refine_diff_density_rms 0.100 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.250 0.750 0.000 282 55 ' ' 2 0.750 0.250 0.000 282 55 ' ' 3 0.500 0.324 0.250 140 35 ' ' 4 1.000 0.823 0.250 140 35 ' ' 5 0.250 0.250 0.500 282 55 ' ' 6 0.750 0.750 0.500 282 55 ' ' 7 0.500 0.677 0.750 140 35 ' ' 8 1.000 0.176 0.750 140 35 ' '