# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Dr Pingyun Feng' _publ_contact_author_email pingyun.feng@ucr.edu _publ_section_title ; Lithium Cubane Clusters as Tetrahedral, Square Planar, and Linear Nodes for Supramolecular Assemblies ; loop_ _publ_author_name 'Pingyun Feng' 'Xianhui Bu' 'Xiang Zhao' 'Tao Wu' data_HLIF-1 _database_code_depnum_ccdc_archive 'CCDC 843789' #TrackingRef '- HLIFs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; tetrakis(miu3-6-isoquinolinoxo)-tetrakis (methanol)-tetra-lithium ; _chemical_name_common ;tetrakis(miu3-6-isoquinolinoxo)-tetrakis (methanol)-tetra- lithium ; _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H40 Li4 N4 O8' _chemical_formula_weight 732.52 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M I4(1)/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-y+3/4, x+1/4, z+1/4' 'y+3/4, -x+3/4, z+3/4' 'x+1/2, y+1/2, z+1/2' '-x+1, -y+1/2, z+1' '-y+5/4, x+3/4, z+3/4' 'y+5/4, -x+5/4, z+5/4' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'y-3/4, -x-1/4, -z-1/4' '-y-3/4, x-3/4, -z-3/4' '-x+1/2, -y+1/2, -z+1/2' 'x, y+1/2, -z' 'y-1/4, -x+1/4, -z+1/4' '-y-1/4, x-1/4, -z-1/4' _cell_length_a 18.261(2) _cell_length_b 18.261(2) _cell_length_c 11.857(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3953.9(11) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour colorless _exptl_crystal_size_max 0.70 _exptl_crystal_size_mid 0.62 _exptl_crystal_size_min 0.52 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.231 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1536 _exptl_absorpt_coefficient_mu 0.084 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.982 _exptl_absorpt_correction_T_max 0.987 _exptl_absorpt_process_details 'SADABS 2007/2' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2217 _diffrn_reflns_av_R_equivalents 0.0261 _diffrn_reflns_av_sigmaI/netI 0.0364 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 3 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.05 _diffrn_reflns_theta_max 20.01 _reflns_number_total 892 _reflns_number_gt 690 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material Platon _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^)+(0.1146P)^2^+27.4686P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 892 _refine_ls_number_parameters 127 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1054 _refine_ls_R_factor_gt 0.0842 _refine_ls_wR_factor_ref 0.2391 _refine_ls_wR_factor_gt 0.2207 _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 O1 O 0.9293(2) 0.2834(2) 1.0387(4) 0.0378(14) Uani 1 1 d . . . O2 O 1.0755(2) 0.3887(2) 0.9540(4) 0.0502(15) Uani 1 1 d . . . H2B H 1.0776 0.3796 0.8769 0.060 Uiso 1 1 calc R . . C2 C 0.8084(4) 0.2715(4) 0.9684(6) 0.049(2) Uani 1 1 d . . . H2A H 0.7987 0.2314 1.0142 0.058 Uiso 1 1 calc R . . N1 N 0.6481(4) 0.3554(4) 0.7393(6) 0.0611(19) Uani 1 1 d . . . C9 C 0.8869(4) 0.3676(4) 0.9019(6) 0.051(2) Uani 1 1 d . . . H9A H 0.9324 0.3905 0.9045 0.062 Uiso 1 1 calc R . . C3 C 0.7518(3) 0.2997(4) 0.8896(6) 0.043(2) Uani 1 1 d . . . C5 C 0.6355(4) 0.2950(5) 0.8057(7) 0.064(2) Uani 1 1 d . . . H5A H 0.5902 0.2722 0.7991 0.076 Uiso 1 1 calc R . . C1 C 0.8749(4) 0.3057(3) 0.9723(5) 0.0376(18) Uani 1 1 d . . . C7 C 0.7699(4) 0.3614(4) 0.8268(6) 0.046(2) Uani 1 1 d . . . C4 C 0.6844(4) 0.2659(4) 0.8804(7) 0.060(2) Uani 1 1 d . . . H4A H 0.6727 0.2250 0.9235 0.073 Uiso 1 1 calc R . . C6 C 0.7100(5) 0.3867(5) 0.7479(7) 0.064(2) Uani 1 1 d . . . H6A H 0.7189 0.4275 0.7031 0.077 Uiso 1 1 calc R . . C8 C 0.8356(5) 0.3949(4) 0.8315(7) 0.066(2) Uani 1 1 d . . . H8A H 0.8453 0.4358 0.7873 0.079 Uiso 1 1 calc R . . C10 C 1.1046(6) 0.4539(5) 0.9924(9) 0.103(4) Uani 1 1 d . . . H10A H 1.1234 0.4814 0.9298 0.154 Uiso 1 1 calc R . . H10B H 1.1434 0.4439 1.0448 0.154 Uiso 1 1 calc R . . H10C H 1.0670 0.4817 1.0294 0.154 Uiso 1 1 calc R . . Li1 Li 1.0320(5) 0.3167(6) 1.0460(9) 0.042(3) 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 O1 0.036(3) 0.040(3) 0.038(3) 0.001(2) -0.008(2) 0.002(2) O2 0.060(3) 0.047(3) 0.044(3) -0.002(2) 0.014(2) -0.010(2) C2 0.043(5) 0.058(5) 0.044(5) -0.012(4) 0.004(4) 0.004(4) N1 0.049(5) 0.074(5) 0.060(5) -0.017(4) -0.006(3) 0.010(4) C9 0.055(5) 0.055(5) 0.044(5) 0.004(4) -0.017(4) 0.016(4) C3 0.028(4) 0.053(5) 0.048(5) -0.032(4) 0.012(4) -0.008(4) C5 0.061(5) 0.070(6) 0.060(6) -0.007(5) -0.012(5) 0.020(5) C1 0.041(5) 0.042(4) 0.029(4) -0.013(3) -0.003(4) 0.005(4) C7 0.062(5) 0.035(4) 0.040(5) 0.003(4) 0.020(4) 0.002(4) C4 0.069(6) 0.053(5) 0.059(6) -0.005(4) 0.019(5) -0.001(5) C6 0.068(6) 0.075(6) 0.049(6) -0.011(4) 0.004(5) 0.015(5) C8 0.072(6) 0.062(5) 0.064(6) 0.003(5) 0.011(5) -0.012(5) C10 0.147(9) 0.075(7) 0.087(8) -0.009(6) 0.050(7) -0.035(6) Li1 0.041(6) 0.043(6) 0.041(7) -0.003(5) 0.003(5) 0.001(5) _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 O1 C1 1.331(7) . ? O1 Li1 1.961(13) 12_758 ? O1 Li1 1.963(11) 6_654 ? O1 Li1 1.974(11) . ? O2 C10 1.381(9) . ? O2 Li1 1.884(12) . ? C2 C1 1.365(9) . ? C2 C3 1.484(10) . ? N1 C6 1.270(9) . ? N1 C5 1.373(10) . ? C9 C8 1.350(10) . ? C9 C1 1.423(10) . ? C3 C4 1.382(10) . ? C3 C7 1.390(9) . ? C5 C4 1.366(10) . ? C7 C8 1.348(10) . ? C7 C6 1.512(11) . ? Li1 O1 1.961(13) 15_667 ? Li1 O1 1.963(11) 6_654 ? Li1 Li1 2.676(19) 15_667 ? Li1 Li1 2.676(19) 12_758 ? Li1 Li1 2.70(2) 6_654 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 O1 Li1 128.6(5) . 12_758 ? C1 O1 Li1 125.4(5) . 6_654 ? Li1 O1 Li1 86.0(5) 12_758 6_654 ? C1 O1 Li1 129.9(5) . . ? Li1 O1 Li1 85.7(5) 12_758 . ? Li1 O1 Li1 86.7(5) 6_654 . ? C10 O2 Li1 124.9(6) . . ? C1 C2 C3 118.8(6) . . ? C6 N1 C5 117.7(7) . . ? C8 C9 C1 123.3(7) . . ? C4 C3 C7 122.0(7) . . ? C4 C3 C2 121.0(7) . . ? C7 C3 C2 116.9(6) . . ? C4 C5 N1 125.1(8) . . ? O1 C1 C2 123.0(6) . . ? O1 C1 C9 118.3(6) . . ? C2 C1 C9 118.7(6) . . ? C8 C7 C3 123.8(7) . . ? C8 C7 C6 122.1(7) . . ? C3 C7 C6 114.1(7) . . ? C5 C4 C3 117.4(7) . . ? N1 C6 C7 123.8(8) . . ? C7 C8 C9 118.4(7) . . ? O2 Li1 O1 123.2(6) . 15_667 ? O2 Li1 O1 118.2(5) . 6_654 ? O1 Li1 O1 94.2(5) 15_667 6_654 ? O2 Li1 O1 126.2(6) . . ? O1 Li1 O1 93.9(5) 15_667 . ? O1 Li1 O1 93.1(5) 6_654 . ? O2 Li1 Li1 140.8(6) . 15_667 ? O1 Li1 Li1 47.4(4) 15_667 15_667 ? O1 Li1 Li1 47.0(3) 6_654 15_667 ? O1 Li1 Li1 92.8(3) . 15_667 ? O2 Li1 Li1 148.8(6) . 12_758 ? O1 Li1 Li1 47.0(4) 15_667 12_758 ? O1 Li1 Li1 93.0(3) 6_654 12_758 ? O1 Li1 Li1 46.9(3) . 12_758 ? Li1 Li1 Li1 60.7(5) 15_667 12_758 ? O2 Li1 Li1 144.2(4) . 6_654 ? O1 Li1 Li1 92.3(3) 15_667 6_654 ? O1 Li1 Li1 46.8(3) 6_654 6_654 ? O1 Li1 Li1 46.5(3) . 6_654 ? Li1 Li1 Li1 59.7(2) 15_667 6_654 ? Li1 Li1 Li1 59.7(2) 12_758 6_654 ? _diffrn_measured_fraction_theta_max 0.966 _diffrn_reflns_theta_full 20.01 _diffrn_measured_fraction_theta_full 0.966 _refine_diff_density_max 0.633 _refine_diff_density_min -0.281 _refine_diff_density_rms 0.063 data_HLIF-2 _database_code_depnum_ccdc_archive 'CCDC 843790' #TrackingRef '- HLIFs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; tetrakis(miu3-6-quinolinoxo)- tetrakis(methanol)-tetra-lithium ; _chemical_name_common tetrakis(miu3-6-quinolinoxo)-tetrakis(methanol)-tetra-lithium _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H40 Li4 N4 O8' _chemical_formula_weight 732.52 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c 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 24.4815(19) _cell_length_b 24.8772(17) _cell_length_c 17.9408(15) _cell_angle_alpha 90.00 _cell_angle_beta 133.02 _cell_angle_gamma 90.00 _cell_volume 7988.1(11) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour colorless _exptl_crystal_size_max 0.68 _exptl_crystal_size_mid 0.62 _exptl_crystal_size_min 0.55 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.218 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3072 _exptl_absorpt_coefficient_mu 0.083 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.945 _exptl_absorpt_correction_T_max 0.955 _exptl_absorpt_process_details 'SADABS 2007/2' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15077 _diffrn_reflns_av_R_equivalents 0.0645 _diffrn_reflns_av_sigmaI/netI 0.0866 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.64 _diffrn_reflns_theta_max 22.40 _reflns_number_total 5126 _reflns_number_gt 2930 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material Platon _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^)+(0.1327P)^2^+0.6360P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5126 _refine_ls_number_parameters 505 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1349 _refine_ls_R_factor_gt 0.0763 _refine_ls_wR_factor_ref 0.2362 _refine_ls_wR_factor_gt 0.1986 _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_restrained_S_all 1.025 _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 O3 O 0.67761(17) 0.16483(11) 0.2172(2) 0.0439(9) Uani 1 1 d . . . O4 O 0.80560(17) 0.16587(11) 0.2429(3) 0.0462(9) Uani 1 1 d . . . O1 O 0.69784(17) 0.08069(11) 0.1252(2) 0.0428(9) Uani 1 1 d . . . O8 O 0.88023(17) 0.05205(12) 0.2599(3) 0.0512(10) Uani 1 1 d . . . H8A H 0.8639 0.0388 0.1990 0.061 Uiso 1 1 calc R . . O2 O 0.79082(17) 0.08321(11) 0.3408(3) 0.0448(9) Uani 1 1 d . . . O5 O 0.60870(18) 0.04991(11) 0.2044(3) 0.0494(9) Uani 1 1 d . . . H5B H 0.6238 0.0332 0.2623 0.059 Uiso 1 1 calc R . . O7 O 0.64145(17) 0.19419(11) 0.0012(3) 0.0452(9) Uani 1 1 d . . . H7B H 0.5922 0.2028 -0.0332 0.054 Uiso 1 1 calc R . . N1 N 0.9946(2) 0.33607(15) 0.3594(3) 0.0486(12) Uani 1 1 d . . . N2 N 0.4831(2) 0.33262(16) 0.0915(3) 0.0539(12) Uani 1 1 d . . . O6 O 0.83922(18) 0.19701(12) 0.4591(3) 0.0517(10) Uani 1 1 d . . . H6B H 0.8840 0.2127 0.4859 0.062 Uiso 1 1 calc R . . C31 C 0.9451(3) 0.29514(16) 0.3259(4) 0.0395(13) Uani 1 1 d . . . N3 N 0.6187(2) -0.08231(16) -0.1430(4) 0.0572(13) Uani 1 1 d . . . C22 C 0.5329(3) 0.29234(17) 0.1252(4) 0.0407(13) Uani 1 1 d . . . N4 N 0.8639(2) -0.08414(16) 0.5999(4) 0.0579(13) Uani 1 1 d . . . C35 C 0.8702(2) 0.30434(16) 0.2750(4) 0.0346(12) Uani 1 1 d . . . C19 C 0.6328(3) 0.20604(17) 0.1911(4) 0.0360(12) Uani 1 1 d . . . C10 C 0.8099(2) 0.04192(16) 0.4019(4) 0.0373(12) Uani 1 1 d . . . C8 C 0.6569(2) -0.05488(17) 0.0182(4) 0.0403(13) Uani 1 1 d . . . C26 C 0.6103(3) 0.29850(17) 0.2095(4) 0.0391(13) Uani 1 1 d . . . C17 C 0.8435(2) -0.05176(17) 0.4529(4) 0.0397(13) Uani 1 1 d . . . C28 C 0.8486(2) 0.20758(17) 0.2662(4) 0.0370(12) Uani 1 1 d . . . C1 C 0.6781(2) 0.04056(16) 0.0626(4) 0.0356(12) Uani 1 1 d . . . C13 C 0.8463(3) -0.04388(17) 0.5335(4) 0.0413(13) Uani 1 1 d . . . C36 C 0.8230(3) 0.26005(17) 0.2460(4) 0.0400(12) Uani 1 1 d . . . H36A H 0.7734 0.2663 0.2125 0.048 Uiso 1 1 calc R . . C18 C 0.8256(2) -0.00840(17) 0.3892(4) 0.0440(13) Uani 1 1 d . . . H18A H 0.8244 -0.0140 0.3368 0.053 Uiso 1 1 calc R . . C11 C 0.8126(3) 0.04861(17) 0.4828(4) 0.0477(14) Uani 1 1 d . . . H11A H 0.8016 0.0822 0.4924 0.057 Uiso 1 1 calc R . . C20 C 0.5548(3) 0.20095(17) 0.1054(4) 0.0455(14) Uani 1 1 d . . . H20A H 0.5361 0.1685 0.0705 0.055 Uiso 1 1 calc R . . C27 C 0.6591(3) 0.25468(17) 0.2405(4) 0.0421(13) Uani 1 1 d . . . H27A H 0.7101 0.2591 0.2955 0.051 Uiso 1 1 calc R . . C29 C 0.9233(3) 0.19932(17) 0.3143(4) 0.0563(16) Uani 1 1 d . . . H29A H 0.9413 0.1644 0.3274 0.068 Uiso 1 1 calc R . . C34 C 0.8473(3) 0.35850(17) 0.2587(4) 0.0446(13) Uani 1 1 d . . . H34A H 0.7980 0.3667 0.2250 0.053 Uiso 1 1 calc R . . C9 C 0.6762(2) -0.01223(17) 0.0849(4) 0.0421(13) Uani 1 1 d . . . H9A H 0.6878 -0.0199 0.1452 0.050 Uiso 1 1 calc R . . C4 C 0.6377(3) -0.04316(17) -0.0740(4) 0.0431(13) Uani 1 1 d . . . C32 C 0.9701(3) 0.38570(18) 0.3426(4) 0.0500(14) Uani 1 1 d . . . H32A H 1.0036 0.4137 0.3656 0.060 Uiso 1 1 calc R . . C30 C 0.9699(3) 0.24132(18) 0.3423(4) 0.0558(16) Uani 1 1 d . . . H30A H 1.0187 0.2345 0.3725 0.067 Uiso 1 1 calc R . . C2 C 0.6591(3) 0.05092(18) -0.0306(4) 0.0538(15) Uani 1 1 d . . . H2B H 0.6605 0.0861 -0.0468 0.065 Uiso 1 1 calc R . . C3 C 0.6389(3) 0.01094(18) -0.0967(4) 0.0547(15) Uani 1 1 d . . . H3B H 0.6257 0.0193 -0.1578 0.066 Uiso 1 1 calc R . . C16 C 0.8571(3) -0.10454(19) 0.4405(4) 0.0563(15) Uani 1 1 d . . . H16A H 0.8558 -0.1121 0.3886 0.068 Uiso 1 1 calc R . . C6 C 0.6356(3) -0.1471(2) -0.0304(5) 0.0619(17) Uani 1 1 d . . . H6A H 0.6343 -0.1831 -0.0174 0.074 Uiso 1 1 calc R . . C40 C 0.9559(3) 0.0417(2) 0.3470(5) 0.0694(18) Uani 1 1 d . . . H40A H 0.9783 0.0223 0.3274 0.104 Uiso 1 1 calc R . . H40B H 0.9590 0.0207 0.3947 0.104 Uiso 1 1 calc R . . H40C H 0.9818 0.0751 0.3781 0.104 Uiso 1 1 calc R . . C21 C 0.5068(3) 0.24249(18) 0.0732(4) 0.0511(14) Uani 1 1 d . . . H21A H 0.4562 0.2380 0.0163 0.061 Uiso 1 1 calc R . . C7 C 0.6549(3) -0.10965(18) 0.0378(4) 0.0509(14) Uani 1 1 d . . . H7A H 0.6669 -0.1196 0.0975 0.061 Uiso 1 1 calc R . . C12 C 0.8307(3) 0.00788(18) 0.5473(4) 0.0502(14) Uani 1 1 d . . . H12A H 0.8327 0.0142 0.6002 0.060 Uiso 1 1 calc R . . C33 C 0.8969(3) 0.39832(19) 0.2922(4) 0.0522(15) Uani 1 1 d . . . H33A H 0.8820 0.4341 0.2814 0.063 Uiso 1 1 calc R . . C14 C 0.8753(3) -0.13265(19) 0.5824(5) 0.0628(17) Uani 1 1 d . . . H14A H 0.8862 -0.1605 0.6254 0.075 Uiso 1 1 calc R . . C37 C 0.5336(3) 0.0456(2) 0.1140(5) 0.0701(18) Uani 1 1 d . . . H37A H 0.5076 0.0240 0.1258 0.105 Uiso 1 1 calc R . . H37B H 0.5300 0.0290 0.0625 0.105 Uiso 1 1 calc R . . H37C H 0.5116 0.0807 0.0917 0.105 Uiso 1 1 calc R . . C24 C 0.5832(3) 0.3892(2) 0.2204(5) 0.0665(18) Uani 1 1 d . . . H24A H 0.5985 0.4229 0.2510 0.080 Uiso 1 1 calc R . . C15 C 0.8721(3) -0.1445(2) 0.5040(5) 0.0626(17) Uani 1 1 d . . . H15A H 0.8800 -0.1794 0.4948 0.075 Uiso 1 1 calc R . . C39 C 0.6692(3) 0.20837(19) -0.0436(5) 0.0646(17) Uani 1 1 d . . . H39A H 0.6307 0.2261 -0.1075 0.097 Uiso 1 1 calc R . . H39B H 0.6848 0.1766 -0.0551 0.097 Uiso 1 1 calc R . . H39C H 0.7111 0.2321 0.0011 0.097 Uiso 1 1 calc R . . C25 C 0.6343(3) 0.34989(19) 0.2565(4) 0.0548(15) Uani 1 1 d . . . H25A H 0.6848 0.3565 0.3118 0.066 Uiso 1 1 calc R . . C23 C 0.5081(3) 0.3792(2) 0.1375(5) 0.0613(17) Uani 1 1 d . . . H23A H 0.4740 0.4068 0.1137 0.074 Uiso 1 1 calc R . . C38 C 0.8195(3) 0.20294(18) 0.5161(5) 0.0706(18) Uani 1 1 d . . . H38A H 0.8569 0.2238 0.5760 0.106 Uiso 1 1 calc R . . H38B H 0.8159 0.1682 0.5357 0.106 Uiso 1 1 calc R . . H38C H 0.7721 0.2209 0.4754 0.106 Uiso 1 1 calc R . . C5 C 0.6174(3) -0.13318(19) -0.1204(5) 0.0626(17) Uani 1 1 d . . . H5A H 0.6039 -0.1602 -0.1662 0.075 Uiso 1 1 calc R . . Li3 Li 0.7837(5) 0.1601(3) 0.3327(7) 0.047(2) Uani 1 1 d . . . Li1 Li 0.8072(4) 0.0887(3) 0.2481(7) 0.047(2) Uani 1 1 d . . . Li4 Li 0.6993(4) 0.1586(3) 0.1280(6) 0.041(2) Uani 1 1 d . . . Li2 Li 0.6816(5) 0.0875(3) 0.2165(7) 0.047(2) 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 O3 0.043(2) 0.0256(17) 0.055(2) 0.0045(15) 0.030(2) 0.0075(15) O4 0.043(2) 0.0301(18) 0.058(2) -0.0009(16) 0.031(2) -0.0061(16) O1 0.049(2) 0.0292(18) 0.049(2) -0.0050(16) 0.033(2) -0.0032(16) O8 0.036(2) 0.052(2) 0.051(2) -0.0078(18) 0.025(2) 0.0014(17) O2 0.047(2) 0.0287(17) 0.053(2) 0.0069(16) 0.032(2) 0.0061(15) O5 0.040(2) 0.048(2) 0.048(2) 0.0096(17) 0.026(2) -0.0040(17) O7 0.039(2) 0.047(2) 0.051(2) 0.0141(17) 0.031(2) 0.0081(16) N1 0.044(3) 0.031(2) 0.058(3) -0.004(2) 0.030(3) -0.008(2) N2 0.046(3) 0.038(3) 0.060(3) -0.001(2) 0.029(3) 0.013(2) O6 0.049(2) 0.051(2) 0.058(3) -0.0115(18) 0.038(2) -0.0122(17) C31 0.038(3) 0.023(3) 0.045(3) -0.002(2) 0.024(3) -0.006(2) N3 0.077(3) 0.038(3) 0.071(4) -0.009(2) 0.056(3) 0.001(2) C22 0.043(3) 0.028(3) 0.045(3) 0.003(2) 0.027(3) -0.001(2) N4 0.065(3) 0.036(3) 0.073(4) 0.015(2) 0.048(3) 0.006(2) C35 0.030(3) 0.023(3) 0.037(3) 0.002(2) 0.018(3) 0.001(2) C19 0.039(3) 0.030(3) 0.040(3) 0.007(2) 0.027(3) 0.001(2) C10 0.036(3) 0.025(3) 0.050(4) 0.002(2) 0.029(3) -0.002(2) C8 0.034(3) 0.033(3) 0.050(4) 0.000(3) 0.027(3) -0.001(2) C26 0.042(3) 0.031(3) 0.034(3) 0.003(2) 0.022(3) 0.001(2) C17 0.033(3) 0.028(3) 0.042(3) -0.002(2) 0.019(3) 0.001(2) C28 0.032(3) 0.030(3) 0.039(3) 0.001(2) 0.020(3) -0.002(2) C1 0.032(3) 0.025(3) 0.045(4) -0.001(2) 0.025(3) 0.000(2) C13 0.037(3) 0.027(3) 0.050(4) 0.005(3) 0.026(3) -0.001(2) C36 0.033(3) 0.036(3) 0.044(3) 0.003(2) 0.023(3) 0.003(2) C18 0.043(3) 0.035(3) 0.045(3) 0.004(3) 0.026(3) 0.006(2) C11 0.054(3) 0.027(3) 0.064(4) 0.004(3) 0.041(3) 0.003(2) C20 0.043(3) 0.033(3) 0.056(4) -0.006(3) 0.032(3) -0.006(3) C27 0.040(3) 0.036(3) 0.039(3) 0.000(2) 0.023(3) -0.001(3) C29 0.043(3) 0.025(3) 0.071(4) 0.004(3) 0.027(3) 0.005(3) C34 0.049(3) 0.030(3) 0.053(4) 0.004(2) 0.034(3) 0.004(3) C9 0.041(3) 0.039(3) 0.041(3) 0.005(2) 0.026(3) 0.001(2) C4 0.047(3) 0.030(3) 0.055(4) -0.005(3) 0.036(3) 0.000(2) C32 0.061(4) 0.027(3) 0.057(4) -0.001(3) 0.039(4) -0.010(3) C30 0.036(3) 0.029(3) 0.078(4) 0.001(3) 0.029(3) 0.001(2) C2 0.080(4) 0.026(3) 0.066(4) 0.004(3) 0.054(4) -0.001(3) C3 0.092(4) 0.030(3) 0.064(4) 0.005(3) 0.062(4) 0.005(3) C16 0.057(4) 0.039(3) 0.047(4) 0.001(3) 0.026(3) 0.012(3) C6 0.089(5) 0.029(3) 0.088(5) -0.005(3) 0.069(5) -0.004(3) C40 0.053(4) 0.050(3) 0.076(5) 0.005(3) 0.033(4) 0.003(3) C21 0.037(3) 0.041(3) 0.055(4) -0.001(3) 0.024(3) 0.002(3) C7 0.063(4) 0.032(3) 0.063(4) 0.001(3) 0.045(4) 0.000(3) C12 0.070(4) 0.035(3) 0.059(4) 0.004(3) 0.049(3) 0.003(3) C33 0.058(4) 0.034(3) 0.061(4) 0.011(3) 0.039(3) 0.004(3) C14 0.069(4) 0.025(3) 0.075(5) 0.012(3) 0.041(4) 0.005(3) C37 0.054(4) 0.053(3) 0.070(5) -0.004(3) 0.030(4) -0.011(3) C24 0.074(5) 0.032(3) 0.062(4) -0.013(3) 0.034(4) 0.008(3) C15 0.061(4) 0.031(3) 0.063(4) 0.009(3) 0.030(4) 0.016(3) C39 0.075(4) 0.054(3) 0.084(5) 0.016(3) 0.062(4) 0.005(3) C25 0.045(3) 0.041(3) 0.047(4) -0.011(3) 0.019(3) 0.001(3) C23 0.060(4) 0.038(3) 0.064(4) -0.002(3) 0.034(4) 0.012(3) C38 0.094(5) 0.044(3) 0.094(5) -0.005(3) 0.072(5) -0.003(3) C5 0.078(4) 0.026(3) 0.091(5) -0.016(3) 0.060(4) -0.009(3) Li3 0.054(5) 0.033(4) 0.050(6) -0.001(4) 0.033(5) -0.002(4) Li1 0.046(5) 0.029(4) 0.066(6) 0.000(4) 0.038(5) -0.003(4) Li4 0.040(5) 0.031(4) 0.042(5) 0.006(4) 0.024(5) 0.003(4) Li2 0.054(5) 0.032(4) 0.053(6) 0.006(4) 0.037(5) 0.002(4) _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 O3 C19 1.331(5) . ? O3 Li3 1.926(9) . ? O3 Li2 1.927(8) . ? O3 Li4 2.009(9) . ? O4 C28 1.326(5) . ? O4 Li1 1.920(8) . ? O4 Li4 1.932(8) . ? O4 Li3 2.020(9) . ? O1 C1 1.323(5) . ? O1 Li4 1.937(7) . ? O1 Li2 1.940(9) . ? O1 Li1 2.003(9) . ? O8 C40 1.410(6) . ? O8 Li1 1.887(8) . ? O2 C10 1.333(5) . ? O2 Li3 1.918(8) . ? O2 Li1 1.962(9) . ? O2 Li2 2.000(9) . ? O5 C37 1.398(6) . ? O5 Li2 1.890(8) . ? O7 C39 1.407(6) . ? O7 Li4 1.888(8) . ? N1 C32 1.314(5) . ? N1 C31 1.368(5) . ? N2 C23 1.307(6) . ? N2 C22 1.361(5) . ? O6 C38 1.404(6) . ? O6 Li3 1.905(9) . ? C31 C35 1.401(6) . ? C31 C30 1.416(6) . ? N3 C5 1.336(6) . ? N3 C4 1.382(6) . ? C22 C26 1.411(6) . ? C22 C21 1.415(6) . ? N4 C14 1.324(6) . ? N4 C13 1.380(6) . ? C35 C34 1.412(6) . ? C35 C36 1.414(6) . ? C19 C27 1.373(6) . ? C19 C20 1.421(6) . ? C10 C18 1.374(6) . ? C10 C11 1.416(7) . ? C8 C4 1.408(7) . ? C8 C7 1.416(6) . ? C8 C9 1.418(6) . ? C26 C25 1.420(6) . ? C26 C27 1.421(6) . ? C17 C18 1.407(6) . ? C17 C16 1.409(6) . ? C17 C13 1.415(7) . ? C28 C36 1.385(6) . ? C28 C29 1.406(6) . ? C1 C9 1.383(6) . ? C1 C2 1.421(7) . ? C13 C12 1.412(6) . ? C11 C12 1.364(6) . ? C20 C21 1.363(6) . ? C29 C30 1.366(6) . ? C34 C33 1.350(6) . ? C4 C3 1.412(6) . ? C32 C33 1.385(7) . ? C2 C3 1.357(7) . ? C16 C15 1.359(7) . ? C6 C7 1.341(7) . ? C6 C5 1.395(8) . ? C14 C15 1.385(8) . ? C24 C25 1.355(6) . ? C24 C23 1.387(7) . ? Li3 Li2 2.598(11) . ? Li3 Li1 2.641(11) . ? Li3 Li4 2.721(12) . ? Li1 Li4 2.621(10) . ? Li1 Li2 2.720(12) . ? Li4 Li2 2.605(11) . ? 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 C19 O3 Li3 127.4(3) . . ? C19 O3 Li2 143.1(4) . . ? Li3 O3 Li2 84.8(3) . . ? C19 O3 Li4 112.5(3) . . ? Li3 O3 Li4 87.5(3) . . ? Li2 O3 Li4 82.8(3) . . ? C28 O4 Li1 141.4(3) . . ? C28 O4 Li4 127.7(3) . . ? Li1 O4 Li4 85.7(3) . . ? C28 O4 Li3 112.9(4) . . ? Li1 O4 Li3 84.1(3) . . ? Li4 O4 Li3 87.0(4) . . ? C1 O1 Li4 140.0(4) . . ? C1 O1 Li2 128.0(3) . . ? Li4 O1 Li2 84.4(3) . . ? C1 O1 Li1 116.7(3) . . ? Li4 O1 Li1 83.4(3) . . ? Li2 O1 Li1 87.2(4) . . ? C40 O8 Li1 129.8(4) . . ? C10 O2 Li3 142.5(4) . . ? C10 O2 Li1 126.3(3) . . ? Li3 O2 Li1 85.8(3) . . ? C10 O2 Li2 114.2(3) . . ? Li3 O2 Li2 83.1(3) . . ? Li1 O2 Li2 86.7(4) . . ? C37 O5 Li2 124.3(4) . . ? C39 O7 Li4 123.2(4) . . ? C32 N1 C31 118.1(4) . . ? C23 N2 C22 118.7(4) . . ? C38 O6 Li3 126.6(4) . . ? N1 C31 C35 122.5(4) . . ? N1 C31 C30 119.1(4) . . ? C35 C31 C30 118.4(4) . . ? C5 N3 C4 117.4(5) . . ? N2 C22 C26 122.5(4) . . ? N2 C22 C21 119.2(4) . . ? C26 C22 C21 118.3(4) . . ? C14 N4 C13 116.7(5) . . ? C31 C35 C34 116.7(4) . . ? C31 C35 C36 119.3(4) . . ? C34 C35 C36 123.9(4) . . ? O3 C19 C27 122.7(4) . . ? O3 C19 C20 119.2(4) . . ? C27 C19 C20 118.0(4) . . ? O2 C10 C18 123.1(5) . . ? O2 C10 C11 119.8(4) . . ? C18 C10 C11 117.1(4) . . ? C4 C8 C7 116.7(4) . . ? C4 C8 C9 119.3(4) . . ? C7 C8 C9 124.0(5) . . ? C22 C26 C25 116.3(4) . . ? C22 C26 C27 119.4(4) . . ? C25 C26 C27 124.2(4) . . ? C18 C17 C16 124.2(5) . . ? C18 C17 C13 119.7(4) . . ? C16 C17 C13 116.0(4) . . ? O4 C28 C36 122.4(4) . . ? O4 C28 C29 119.9(4) . . ? C36 C28 C29 117.7(4) . . ? O1 C1 C9 122.4(5) . . ? O1 C1 C2 119.9(4) . . ? C9 C1 C2 117.7(4) . . ? N4 C13 C12 118.2(5) . . ? N4 C13 C17 123.4(4) . . ? C12 C13 C17 118.4(4) . . ? C28 C36 C35 121.9(4) . . ? C10 C18 C17 122.0(5) . . ? C12 C11 C10 122.9(4) . . ? C21 C20 C19 121.7(4) . . ? C19 C27 C26 121.7(4) . . ? C30 C29 C28 121.7(4) . . ? C33 C34 C35 119.9(4) . . ? C1 C9 C8 121.6(5) . . ? N3 C4 C8 123.0(4) . . ? N3 C4 C3 118.3(5) . . ? C8 C4 C3 118.7(4) . . ? N1 C32 C33 123.1(5) . . ? C29 C30 C31 120.9(4) . . ? C3 C2 C1 121.8(4) . . ? C2 C3 C4 120.9(5) . . ? C15 C16 C17 120.4(5) . . ? C7 C6 C5 121.2(5) . . ? C20 C21 C22 120.9(5) . . ? C6 C7 C8 119.6(5) . . ? C11 C12 C13 119.9(5) . . ? C34 C33 C32 119.7(5) . . ? N4 C14 C15 124.0(5) . . ? C25 C24 C23 120.0(5) . . ? C16 C15 C14 119.4(5) . . ? C24 C25 C26 119.6(5) . . ? N2 C23 C24 122.9(5) . . ? N3 C5 C6 122.1(5) . . ? O6 Li3 O2 115.9(4) . . ? O6 Li3 O3 126.5(4) . . ? O2 Li3 O3 97.4(4) . . ? O6 Li3 O4 123.6(4) . . ? O2 Li3 O4 94.1(4) . . ? O3 Li3 O4 92.0(4) . . ? O6 Li3 Li2 143.6(5) . . ? O2 Li3 Li2 49.8(3) . . ? O3 Li3 Li2 47.6(3) . . ? O4 Li3 Li2 92.5(4) . . ? O6 Li3 Li1 138.6(5) . . ? O2 Li3 Li1 47.8(3) . . ? O3 Li3 Li1 94.9(4) . . ? O4 Li3 Li1 46.3(2) . . ? Li2 Li3 Li1 62.5(3) . . ? O6 Li3 Li4 151.9(4) . . ? O2 Li3 Li4 92.0(3) . . ? O3 Li3 Li4 47.5(3) . . ? O4 Li3 Li4 45.2(3) . . ? Li2 Li3 Li4 58.6(3) . . ? Li1 Li3 Li4 58.5(3) . . ? O8 Li1 O4 118.3(4) . . ? O8 Li1 O2 126.7(5) . . ? O4 Li1 O2 95.9(4) . . ? O8 Li1 O1 121.8(5) . . ? O4 Li1 O1 94.5(4) . . ? O2 Li1 O1 92.0(3) . . ? O8 Li1 Li4 139.3(5) . . ? O4 Li1 Li4 47.3(2) . . ? O2 Li1 Li4 94.0(3) . . ? O1 Li1 Li4 47.3(2) . . ? O8 Li1 Li3 145.3(5) . . ? O4 Li1 Li3 49.5(3) . . ? O2 Li1 Li3 46.4(3) . . ? O1 Li1 Li3 92.8(3) . . ? Li4 Li1 Li3 62.3(3) . . ? O8 Li1 Li2 150.3(4) . . ? O4 Li1 Li2 91.1(3) . . ? O2 Li1 Li2 47.2(3) . . ? O1 Li1 Li2 45.4(3) . . ? Li4 Li1 Li2 58.3(3) . . ? Li3 Li1 Li2 58.0(3) . . ? O7 Li4 O4 126.8(4) . . ? O7 Li4 O1 116.9(4) . . ? O4 Li4 O1 96.3(3) . . ? O7 Li4 O3 122.3(4) . . ? O4 Li4 O3 92.2(4) . . ? O1 Li4 O3 95.0(3) . . ? O7 Li4 Li2 138.8(4) . . ? O4 Li4 Li2 94.4(4) . . ? O1 Li4 Li2 47.8(3) . . ? O3 Li4 Li2 47.2(2) . . ? O7 Li4 Li1 144.0(5) . . ? O4 Li4 Li1 47.0(2) . . ? O1 Li4 Li1 49.4(2) . . ? O3 Li4 Li1 93.5(4) . . ? Li2 Li4 Li1 62.7(3) . . ? O7 Li4 Li3 150.8(4) . . ? O4 Li4 Li3 47.8(3) . . ? O1 Li4 Li3 91.9(3) . . ? O3 Li4 Li3 45.0(3) . . ? Li2 Li4 Li3 58.3(3) . . ? Li1 Li4 Li3 59.2(3) . . ? O5 Li2 O3 116.5(4) . . ? O5 Li2 O1 125.5(5) . . ? O3 Li2 O1 97.6(4) . . ? O5 Li2 O2 122.8(4) . . ? O3 Li2 O2 94.6(4) . . ? O1 Li2 O2 92.7(4) . . ? O5 Li2 Li3 138.8(5) . . ? O3 Li2 Li3 47.6(3) . . ? O1 Li2 Li3 95.6(4) . . ? O2 Li2 Li3 47.1(3) . . ? O5 Li2 Li4 143.4(5) . . ? O3 Li2 Li4 49.9(3) . . ? O1 Li2 Li4 47.8(3) . . ? O2 Li2 Li4 93.6(3) . . ? Li3 Li2 Li4 63.1(3) . . ? O5 Li2 Li1 150.9(4) . . ? O3 Li2 Li1 92.4(3) . . ? O1 Li2 Li1 47.4(3) . . ? O2 Li2 Li1 46.1(3) . . ? Li3 Li2 Li1 59.5(3) . . ? Li4 Li2 Li1 58.9(3) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 22.40 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.403 _refine_diff_density_min -0.383 _refine_diff_density_rms 0.065 data_HLIF-3 _database_code_depnum_ccdc_archive 'CCDC 843791' #TrackingRef '- HLIFs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; tetrakis(miu3-4-quinolinoxo)- tetrakis(methanol)-tetra-lithium ; _chemical_name_common tetrakis(miu3-4-quinolinoxo)-tetrakis(methanol)-tetra-lithium _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H40 Li4 N4 O8' _chemical_formula_weight 732.52 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M P4(2)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' '-y, x+1/2, z+1/2' 'y+1/2, -x, z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z' 'y, -x-1/2, -z-1/2' '-y-1/2, x, -z-1/2' _cell_length_a 11.4137(5) _cell_length_b 11.4137(5) _cell_length_c 14.4242(13) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1879.1(2) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour colorless _exptl_crystal_size_max 0.62 _exptl_crystal_size_mid 0.54 _exptl_crystal_size_min 0.45 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.295 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 768 _exptl_absorpt_coefficient_mu 0.089 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.946 _exptl_absorpt_correction_T_max 0.961 _exptl_absorpt_process_details 'SADABS 2007/2' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8973 _diffrn_reflns_av_R_equivalents 0.0193 _diffrn_reflns_av_sigmaI/netI 0.0116 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.28 _diffrn_reflns_theta_max 22.62 _reflns_number_total 1252 _reflns_number_gt 1156 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material Platon _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^)+(0.0575P)^2^+1.4121P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1252 _refine_ls_number_parameters 127 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0457 _refine_ls_R_factor_gt 0.0425 _refine_ls_wR_factor_ref 0.1125 _refine_ls_wR_factor_gt 0.1094 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.055 _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 O1 O 0.69412(11) 0.63100(11) 0.18482(9) 0.0229(4) Uani 1 1 d . . . O2 O 0.96165(13) 0.68627(12) 0.08043(10) 0.0353(4) Uani 1 1 d . . . H2A H 0.9498 0.7284 0.0261 0.042 Uiso 1 1 calc R . . N1 N 0.53917(15) 0.35087(14) 0.04415(11) 0.0289(5) Uani 1 1 d . . . C1 C 0.64531(16) 0.54257(16) 0.14080(13) 0.0210(5) Uani 1 1 d . . . C9 C 0.70490(17) 0.47503(17) 0.07743(13) 0.0266(5) Uani 1 1 d . . . H9A H 0.7833 0.4909 0.0650 0.032 Uiso 1 1 calc R . . C4 C 0.33711(19) 0.5411(2) 0.23232(15) 0.0372(6) Uani 1 1 d . . . H4A H 0.2903 0.5825 0.2736 0.045 Uiso 1 1 calc R . . C2 C 0.52436(17) 0.51106(17) 0.15713(13) 0.0229(5) Uani 1 1 d . . . C7 C 0.47638(17) 0.41506(17) 0.10752(13) 0.0257(5) Uani 1 1 d . . . C3 C 0.45165(18) 0.57320(19) 0.21925(14) 0.0291(5) Uani 1 1 d . . . H3A H 0.4819 0.6368 0.2517 0.035 Uiso 1 1 calc R . . C8 C 0.64923(19) 0.38333(18) 0.03177(14) 0.0304(5) Uani 1 1 d . . . H8A H 0.6932 0.3412 -0.0111 0.036 Uiso 1 1 calc R . . C5 C 0.29069(19) 0.4458(2) 0.18351(15) 0.0387(6) Uani 1 1 d . . . H5A H 0.2130 0.4242 0.1927 0.046 Uiso 1 1 calc R . . C6 C 0.35798(19) 0.38467(19) 0.12283(15) 0.0335(6) Uani 1 1 d . . . H6A H 0.3256 0.3218 0.0908 0.040 Uiso 1 1 calc R . . C10 C 1.0577(4) 0.6136(4) 0.0867(4) 0.151(3) Uani 1 1 d . . . H10A H 1.1014 0.6170 0.0299 0.226 Uiso 1 1 calc R . . H10B H 1.0321 0.5346 0.0973 0.226 Uiso 1 1 calc R . . H10C H 1.1066 0.6385 0.1372 0.226 Uiso 1 1 calc R . . Li1 Li 0.8532(3) 0.7033(3) 0.1784(2) 0.0262(8) 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 O1 0.0221(7) 0.0226(7) 0.0239(8) -0.0028(6) -0.0013(6) -0.0017(6) O2 0.0366(9) 0.0312(8) 0.0381(9) 0.0065(7) 0.0146(7) 0.0067(7) N1 0.0343(11) 0.0254(10) 0.0270(10) -0.0002(8) -0.0058(8) -0.0023(8) C1 0.0230(11) 0.0196(10) 0.0203(10) 0.0027(8) -0.0046(8) -0.0001(8) C9 0.0224(11) 0.0291(12) 0.0282(11) -0.0023(9) 0.0002(9) 0.0006(9) C4 0.0284(13) 0.0497(15) 0.0337(12) 0.0049(11) 0.0067(10) 0.0014(11) C2 0.0237(11) 0.0244(11) 0.0206(10) 0.0051(8) -0.0028(8) -0.0003(8) C7 0.0286(12) 0.0248(11) 0.0235(10) 0.0067(9) -0.0061(9) -0.0025(9) C3 0.0272(12) 0.0336(12) 0.0265(11) 0.0004(9) 0.0010(9) -0.0005(9) C8 0.0341(13) 0.0288(12) 0.0282(11) -0.0047(9) -0.0005(9) 0.0034(10) C5 0.0245(12) 0.0522(15) 0.0393(13) 0.0146(12) -0.0005(10) -0.0097(10) C6 0.0330(13) 0.0348(12) 0.0328(12) 0.0099(10) -0.0095(10) -0.0130(10) C10 0.113(3) 0.108(3) 0.232(6) 0.119(4) 0.132(4) 0.081(3) Li1 0.0264(18) 0.0261(17) 0.0261(17) 0.0000(14) 0.0007(14) -0.0008(14) _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 O1 C1 1.316(2) . ? O1 Li1 1.969(3) 2_665 ? O1 Li1 1.984(3) 7_576 ? O1 Li1 1.996(3) . ? O2 C10 1.378(4) . ? O2 Li1 1.888(3) . ? N1 C8 1.322(3) . ? N1 C7 1.373(3) . ? C1 C9 1.376(3) . ? C1 C2 1.446(3) . ? C9 C8 1.390(3) . ? C4 C3 1.371(3) . ? C4 C5 1.399(3) . ? C2 C3 1.412(3) . ? C2 C7 1.419(3) . ? C7 C6 1.412(3) . ? C5 C6 1.358(3) . ? Li1 O1 1.969(3) 2_665 ? Li1 O1 1.984(3) 8_756 ? Li1 Li1 2.585(6) 2_665 ? Li1 Li1 2.759(6) 8_756 ? Li1 Li1 2.759(6) 7_576 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 O1 Li1 126.71(15) . 2_665 ? C1 O1 Li1 124.88(15) . 7_576 ? Li1 O1 Li1 88.51(15) 2_665 7_576 ? C1 O1 Li1 132.80(15) . . ? Li1 O1 Li1 81.37(15) 2_665 . ? Li1 O1 Li1 87.75(15) 7_576 . ? C10 O2 Li1 122.3(2) . . ? C8 N1 C7 115.87(17) . . ? O1 C1 C9 122.75(17) . . ? O1 C1 C2 121.08(17) . . ? C9 C1 C2 116.16(17) . . ? C1 C9 C8 120.70(19) . . ? C3 C4 C5 120.0(2) . . ? C3 C2 C7 118.75(18) . . ? C3 C2 C1 122.65(18) . . ? C7 C2 C1 118.59(17) . . ? N1 C7 C6 118.19(18) . . ? N1 C7 C2 123.11(18) . . ? C6 C7 C2 118.69(19) . . ? C4 C3 C2 120.9(2) . . ? N1 C8 C9 125.55(19) . . ? C6 C5 C4 120.6(2) . . ? C5 C6 C7 121.1(2) . . ? O2 Li1 O1 108.30(16) . 2_665 ? O2 Li1 O1 132.74(19) . 8_756 ? O1 Li1 O1 91.64(14) 2_665 8_756 ? O2 Li1 O1 126.06(18) . . ? O1 Li1 O1 98.37(15) 2_665 . ? O1 Li1 O1 90.84(14) 8_756 . ? O2 Li1 Li1 129.78(12) . 2_665 ? O1 Li1 Li1 49.77(12) 2_665 2_665 ? O1 Li1 Li1 96.01(10) 8_756 2_665 ? O1 Li1 Li1 48.86(11) . 2_665 ? O2 Li1 Li1 141.01(19) . 8_756 ? O1 Li1 Li1 45.97(8) 2_665 8_756 ? O1 Li1 Li1 46.30(12) 8_756 8_756 ? O1 Li1 Li1 90.51(10) . 8_756 ? Li1 Li1 Li1 62.06(7) 2_665 8_756 ? O2 Li1 Li1 160.52(19) . 7_576 ? O1 Li1 Li1 91.09(11) 2_665 7_576 ? O1 Li1 Li1 45.51(12) 8_756 7_576 ? O1 Li1 Li1 45.95(8) . 7_576 ? Li1 Li1 Li1 62.06(7) 2_665 7_576 ? Li1 Li1 Li1 55.87(14) 8_756 7_576 ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 22.62 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.279 _refine_diff_density_min -0.397 _refine_diff_density_rms 0.040 data_HLIF-4 _database_code_depnum_ccdc_archive 'CCDC 843792' #TrackingRef '- HLIFs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; tetrakis(miu3-5-quinolinoxo)- tetrakis(methanol)-tetra-lithium ; _chemical_name_common tetrakis(miu3-5-quinolinoxo)-tetrakis(methanol)-tetra-lithium _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H40 Li4 N4 O8' _chemical_formula_weight 732.52 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.836(2) _cell_length_b 13.981(3) _cell_length_c 15.105(3) _cell_angle_alpha 102.449(13) _cell_angle_beta 108.956(13) _cell_angle_gamma 102.803(13) _cell_volume 2190.3(8) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour colorless _exptl_crystal_size_max 0.65 _exptl_crystal_size_mid 0.62 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.111 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 768 _exptl_absorpt_coefficient_mu 0.076 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.952 _exptl_absorpt_correction_T_max 0.981 _exptl_absorpt_process_details 'SADABS 2007/2' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7653 _diffrn_reflns_av_R_equivalents 0.0634 _diffrn_reflns_av_sigmaI/netI 0.1976 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.50 _diffrn_reflns_theta_max 22.56 _reflns_number_total 5628 _reflns_number_gt 2208 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material Platon _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^)+(0.0683P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0005(6) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5628 _refine_ls_number_parameters 506 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1678 _refine_ls_R_factor_gt 0.0774 _refine_ls_wR_factor_ref 0.2013 _refine_ls_wR_factor_gt 0.1715 _refine_ls_goodness_of_fit_ref 0.827 _refine_ls_restrained_S_all 0.827 _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 O1 O 0.4376(3) 0.2372(3) 0.3491(3) 0.0363(11) Uani 1 1 d . . . O2 O 0.4797(3) 0.3797(3) 0.2414(3) 0.0372(11) Uani 1 1 d . . . O3 O 0.3972(3) 0.1617(3) 0.1449(3) 0.0384(11) Uani 1 1 d . . . O4 O 0.6493(3) 0.2657(3) 0.2934(3) 0.0388(11) Uani 1 1 d . . . O8 O 0.6674(4) 0.4490(3) 0.4909(3) 0.0477(12) Uani 1 1 d . . . H8B H 0.7477 0.4916 0.5053 0.057 Uiso 1 1 calc R . . O5 O 0.1787(4) 0.2680(3) 0.1807(3) 0.0549(13) Uani 1 1 d . . . H5B H 0.1149 0.2052 0.1466 0.066 Uiso 1 1 calc R . . O7 O 0.5093(4) 0.0161(3) 0.2665(3) 0.0457(12) Uani 1 1 d . . . H7B H 0.5271 0.0000 0.3251 0.055 Uiso 1 1 calc R . . N1 N 0.5390(5) 0.0940(4) 0.6172(3) 0.0440(14) Uani 1 1 d . . . N3 N 0.0192(5) -0.1351(4) -0.0243(4) 0.0496(15) Uani 1 1 d . . . O6 O 0.6204(4) 0.2975(3) 0.0822(3) 0.0538(12) Uani 1 1 d . . . H6A H 0.5977 0.3384 0.0427 0.065 Uiso 1 1 calc R . . C11 C 0.4110(5) 0.4574(5) 0.1145(5) 0.0370(16) Uani 1 1 d . . . C1 C 0.4017(6) 0.1964(4) 0.4107(4) 0.0355(16) Uani 1 1 d . . . C3 C 0.6203(5) 0.1924(4) 0.4972(4) 0.0429(17) Uani 1 1 d . . . H3B H 0.6484 0.2254 0.4574 0.052 Uiso 1 1 calc R . . C28 C 0.7726(6) 0.2783(5) 0.3294(4) 0.0377(16) Uani 1 1 d . . . C2 C 0.4922(5) 0.1709(4) 0.4847(4) 0.0352(15) Uani 1 1 d . . . N4 N 1.0790(4) 0.4856(5) 0.4102(4) 0.0524(16) Uani 1 1 d . . . C21 C 0.1952(5) 0.0113(5) 0.1539(4) 0.0425(18) Uani 1 1 d . . . H21A H 0.2524 0.0598 0.2135 0.051 Uiso 1 1 calc R . . C20 C 0.2115(5) 0.0132(5) 0.0642(4) 0.0363(16) Uani 1 1 d . . . C6 C 0.4542(6) 0.1206(4) 0.5481(4) 0.0362(16) Uani 1 1 d . . . N2 N 0.3547(5) 0.5425(5) -0.0108(4) 0.0582(16) Uani 1 1 d . . . C24 C 0.1203(6) -0.0605(5) -0.0233(5) 0.0431(17) Uani 1 1 d . . . C29 C 0.8607(5) 0.3758(5) 0.3468(4) 0.0371(16) Uani 1 1 d . . . C12 C 0.3430(5) 0.3620(5) 0.0400(5) 0.0429(17) Uani 1 1 d . . . H12A H 0.3383 0.3014 0.0567 0.051 Uiso 1 1 calc R . . C30 C 0.8238(5) 0.4605(5) 0.3262(4) 0.0391(16) Uani 1 1 d . . . H30A H 0.7386 0.4531 0.2981 0.047 Uiso 1 1 calc R . . C19 C 0.3134(6) 0.0891(5) 0.0618(5) 0.0391(17) Uani 1 1 d . . . C27 C 0.3190(5) 0.0838(5) -0.0285(4) 0.0428(17) Uani 1 1 d . . . H27A H 0.3840 0.1319 -0.0325 0.051 Uiso 1 1 calc R . . C9 C 0.2805(6) 0.1723(5) 0.4046(4) 0.0429(17) Uani 1 1 d . . . H9A H 0.2200 0.1875 0.3575 0.052 Uiso 1 1 calc R . . C18 C 0.5444(6) 0.5627(5) 0.2812(5) 0.0476(18) Uani 1 1 d . . . H18A H 0.5904 0.5703 0.3466 0.057 Uiso 1 1 calc R . . C10 C 0.4802(5) 0.4646(5) 0.2157(5) 0.0389(16) Uani 1 1 d . . . C15 C 0.4140(6) 0.5485(5) 0.0866(5) 0.0433(17) Uani 1 1 d . . . C5 C 0.6557(7) 0.1149(5) 0.6241(5) 0.056(2) Uani 1 1 d . . . H5A H 0.7112 0.0950 0.6704 0.067 Uiso 1 1 calc R . . C33 C 0.9926(5) 0.3912(5) 0.3898(4) 0.0415(17) Uani 1 1 d . . . C36 C 0.8199(6) 0.2030(5) 0.3543(4) 0.0473(18) Uani 1 1 d . . . H36A H 0.7645 0.1398 0.3457 0.057 Uiso 1 1 calc R . . C4 C 0.7026(6) 0.1656(5) 0.5662(5) 0.054(2) Uani 1 1 d . . . H4B H 0.7868 0.1801 0.5749 0.065 Uiso 1 1 calc R . . C13 C 0.2837(6) 0.3560(5) -0.0559(5) 0.0515(19) Uani 1 1 d . . . H13A H 0.2388 0.2929 -0.1051 0.062 Uiso 1 1 calc R . . C7 C 0.3290(6) 0.0981(5) 0.5395(5) 0.0492(18) Uani 1 1 d . . . H7A H 0.3028 0.0659 0.5805 0.059 Uiso 1 1 calc R . . C32 C 1.0392(6) 0.5607(6) 0.3889(5) 0.059(2) Uani 1 1 d . . . H32A H 1.0990 0.6234 0.4025 0.071 Uiso 1 1 calc R . . C34 C 1.0361(6) 0.3102(5) 0.4109(5) 0.054(2) Uani 1 1 d . . . H34A H 1.1219 0.3189 0.4368 0.064 Uiso 1 1 calc R . . C14 C 0.2940(6) 0.4500(6) -0.0767(5) 0.066(2) Uani 1 1 d . . . H14A H 0.2549 0.4469 -0.1420 0.079 Uiso 1 1 calc R . . C23 C 0.0100(6) -0.1328(5) 0.0609(6) 0.060(2) Uani 1 1 d . . . H23A H -0.0577 -0.1816 0.0609 0.072 Uiso 1 1 calc R . . C31 C 0.9107(6) 0.5527(5) 0.3466(5) 0.054(2) Uani 1 1 d . . . H31A H 0.8864 0.6086 0.3332 0.065 Uiso 1 1 calc R . . C22 C 0.0965(6) -0.0610(5) 0.1516(5) 0.0513(19) Uani 1 1 d . . . H22A H 0.0859 -0.0633 0.2096 0.062 Uiso 1 1 calc R . . C26 C 0.2294(6) 0.0079(5) -0.1143(5) 0.0526(19) Uani 1 1 d . . . H26A H 0.2362 0.0067 -0.1741 0.063 Uiso 1 1 calc R . . C35 C 0.9498(6) 0.2179(6) 0.3926(5) 0.060(2) Uani 1 1 d . . . H35A H 0.9778 0.1634 0.4058 0.072 Uiso 1 1 calc R . . C25 C 0.1321(6) -0.0646(5) -0.1130(5) 0.0493(19) Uani 1 1 d . . . H25A H 0.0748 -0.1158 -0.1707 0.059 Uiso 1 1 calc R . . C8 C 0.2470(6) 0.1241(5) 0.4701(4) 0.0500(19) Uani 1 1 d . . . H8A H 0.1642 0.1096 0.4651 0.060 Uiso 1 1 calc R . . C17 C 0.5427(7) 0.6506(5) 0.2525(5) 0.062(2) Uani 1 1 d . . . H17A H 0.5843 0.7152 0.2998 0.075 Uiso 1 1 calc R . . C16 C 0.4816(7) 0.6447(6) 0.1568(6) 0.061(2) Uani 1 1 d . . . H16A H 0.4852 0.7045 0.1387 0.074 Uiso 1 1 calc R . . C38 C 0.7138(7) 0.2511(6) 0.0755(5) 0.076(2) Uani 1 1 d . . . H38A H 0.7429 0.2693 0.0271 0.114 Uiso 1 1 calc R . . H38B H 0.6784 0.1774 0.0564 0.114 Uiso 1 1 calc R . . H38C H 0.7831 0.2751 0.1383 0.114 Uiso 1 1 calc R . . C39 C 0.4868(7) -0.0598(6) 0.1807(5) 0.073(2) Uani 1 1 d . . . H39A H 0.4934 -0.1223 0.1954 0.110 Uiso 1 1 calc R . . H39B H 0.5476 -0.0372 0.1541 0.110 Uiso 1 1 calc R . . H39C H 0.4037 -0.0724 0.1334 0.110 Uiso 1 1 calc R . . C40 C 0.6198(6) 0.4571(6) 0.5662(5) 0.079(3) Uani 1 1 d . . . H40A H 0.6813 0.5094 0.6252 0.119 Uiso 1 1 calc R . . H40B H 0.6019 0.3921 0.5787 0.119 Uiso 1 1 calc R . . H40C H 0.5440 0.4754 0.5455 0.119 Uiso 1 1 calc R . . Li4 Li 0.5726(8) 0.3535(7) 0.3605(7) 0.036(3) Uani 1 1 d . . . Li2 Li 0.5416(9) 0.2777(8) 0.1702(6) 0.045(3) Uani 1 1 d . . . C37 C 0.1409(7) 0.3566(7) 0.1918(6) 0.106(3) Uani 1 1 d . . . H37A H 0.0508 0.3369 0.1613 0.159 Uiso 1 1 calc R . . H37B H 0.1775 0.4009 0.1612 0.159 Uiso 1 1 calc R . . H37C H 0.1685 0.3925 0.2607 0.159 Uiso 1 1 calc R . . Li1 Li 0.3468(8) 0.2620(8) 0.2278(6) 0.038(3) Uani 1 1 d . . . Li3 Li 0.5052(9) 0.1500(8) 0.2684(7) 0.046(3) 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 O1 0.038(2) 0.041(2) 0.032(2) 0.027(2) 0.0098(19) 0.007(2) O2 0.036(2) 0.037(2) 0.033(3) 0.022(2) 0.0050(19) 0.0029(19) O3 0.035(2) 0.039(2) 0.031(3) 0.018(2) 0.004(2) -0.002(2) O4 0.027(2) 0.049(3) 0.037(3) 0.025(2) 0.0071(19) 0.003(2) O8 0.039(2) 0.057(3) 0.047(3) 0.022(2) 0.016(2) 0.009(2) O5 0.037(3) 0.053(3) 0.060(3) 0.017(3) 0.002(2) 0.012(2) O7 0.064(3) 0.044(3) 0.040(3) 0.031(2) 0.022(2) 0.017(2) N1 0.058(4) 0.049(3) 0.031(3) 0.030(3) 0.014(3) 0.017(3) N3 0.037(3) 0.048(4) 0.051(4) 0.022(3) 0.002(3) 0.006(3) O6 0.066(3) 0.061(3) 0.062(3) 0.049(3) 0.033(2) 0.031(3) C11 0.035(4) 0.038(4) 0.050(5) 0.032(4) 0.020(3) 0.012(3) C1 0.040(4) 0.038(4) 0.023(4) 0.016(3) 0.003(3) 0.010(3) C3 0.044(4) 0.052(4) 0.036(4) 0.028(4) 0.014(3) 0.008(3) C28 0.036(4) 0.049(4) 0.025(4) 0.014(3) 0.008(3) 0.012(3) C2 0.035(4) 0.031(3) 0.038(4) 0.015(3) 0.014(3) 0.007(3) N4 0.037(3) 0.067(4) 0.038(4) 0.012(3) 0.009(3) 0.003(3) C21 0.032(4) 0.044(4) 0.034(4) 0.024(3) -0.007(3) -0.005(3) C20 0.031(4) 0.038(4) 0.034(4) 0.020(3) 0.002(3) 0.008(3) C6 0.046(4) 0.031(3) 0.034(4) 0.020(3) 0.016(3) 0.004(3) N2 0.060(4) 0.063(4) 0.058(4) 0.043(4) 0.017(3) 0.019(3) C24 0.038(4) 0.042(4) 0.034(4) 0.016(4) -0.002(3) 0.004(3) C29 0.036(4) 0.046(4) 0.028(4) 0.020(3) 0.010(3) 0.006(3) C12 0.036(4) 0.040(4) 0.049(5) 0.026(4) 0.009(3) 0.004(3) C30 0.033(4) 0.052(4) 0.025(4) 0.019(3) 0.004(3) 0.005(3) C19 0.046(4) 0.041(4) 0.035(4) 0.026(4) 0.010(3) 0.016(4) C27 0.039(4) 0.056(4) 0.026(4) 0.021(4) 0.003(3) 0.009(3) C9 0.039(4) 0.058(4) 0.044(4) 0.029(4) 0.019(3) 0.023(3) C18 0.053(4) 0.040(4) 0.049(5) 0.026(4) 0.016(4) 0.008(4) C10 0.030(4) 0.040(4) 0.048(5) 0.020(4) 0.014(3) 0.010(3) C15 0.048(4) 0.043(4) 0.044(5) 0.028(4) 0.013(3) 0.016(3) C5 0.052(5) 0.061(5) 0.044(5) 0.035(4) -0.004(4) 0.016(4) C33 0.034(4) 0.051(4) 0.030(4) 0.010(4) 0.007(3) 0.005(4) C36 0.049(4) 0.042(4) 0.052(5) 0.028(4) 0.010(4) 0.017(3) C4 0.036(4) 0.070(5) 0.064(5) 0.047(4) 0.011(4) 0.015(4) C13 0.053(4) 0.056(5) 0.039(4) 0.028(4) 0.007(3) 0.008(4) C7 0.049(4) 0.067(5) 0.053(5) 0.040(4) 0.031(4) 0.020(4) C32 0.047(5) 0.057(5) 0.056(5) 0.027(4) 0.011(4) -0.012(4) C34 0.039(4) 0.061(5) 0.050(5) 0.010(4) 0.005(4) 0.019(4) C14 0.070(5) 0.078(6) 0.048(5) 0.049(5) 0.005(4) 0.019(5) C23 0.035(4) 0.052(5) 0.069(6) 0.029(5) -0.006(4) 0.000(4) C31 0.046(4) 0.052(4) 0.055(5) 0.033(4) 0.006(4) 0.006(4) C22 0.046(4) 0.062(5) 0.049(5) 0.037(4) 0.017(4) 0.006(4) C26 0.058(5) 0.073(5) 0.030(4) 0.020(4) 0.016(4) 0.026(4) C35 0.055(5) 0.077(6) 0.042(5) 0.011(4) 0.006(4) 0.036(4) C25 0.049(4) 0.051(5) 0.031(5) 0.006(4) 0.004(3) 0.011(4) C8 0.035(4) 0.069(5) 0.050(5) 0.028(4) 0.018(3) 0.012(4) C17 0.085(6) 0.029(4) 0.065(6) 0.008(4) 0.031(5) 0.007(4) C16 0.087(6) 0.048(5) 0.068(6) 0.039(5) 0.038(5) 0.024(4) C38 0.107(6) 0.098(6) 0.060(5) 0.040(5) 0.046(5) 0.066(6) C39 0.111(7) 0.073(5) 0.055(5) 0.035(5) 0.043(5) 0.037(5) C40 0.064(5) 0.119(7) 0.050(5) 0.010(5) 0.030(4) 0.026(5) Li4 0.031(5) 0.027(5) 0.028(6) 0.021(5) -0.016(4) -0.007(4) Li2 0.047(6) 0.055(7) 0.010(5) 0.014(5) -0.005(5) -0.006(5) C37 0.080(6) 0.112(8) 0.095(7) 0.013(6) 0.015(5) 0.024(6) Li1 0.027(5) 0.054(7) 0.024(6) 0.022(5) 0.001(4) 0.003(5) Li3 0.039(6) 0.057(7) 0.036(7) 0.037(6) 0.002(5) 0.003(5) _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 O1 C1 1.324(7) . ? O1 Li4 1.943(9) . ? O1 Li1 1.947(9) . ? O1 Li3 2.009(12) . ? O2 C10 1.325(6) . ? O2 Li1 1.930(10) . ? O2 Li4 1.938(9) . ? O2 Li2 2.010(12) . ? O3 C19 1.336(6) . ? O3 Li2 1.943(10) . ? O3 Li3 1.953(9) . ? O3 Li1 1.998(11) . ? O4 C28 1.337(6) . ? O4 Li3 1.940(10) . ? O4 Li2 1.951(9) . ? O4 Li4 1.977(11) . ? O8 C40 1.418(7) . ? O8 Li4 1.921(10) . ? O5 C37 1.402(9) . ? O5 Li1 1.911(10) . ? O7 C39 1.391(7) . ? O7 Li3 1.877(11) . ? N1 C5 1.311(8) . ? N1 C6 1.374(7) . ? N3 C23 1.320(9) . ? N3 C24 1.396(8) . ? O6 C38 1.420(7) . ? O6 Li2 1.888(11) . ? C11 C12 1.408(8) . ? C11 C15 1.422(8) . ? C11 C10 1.449(8) . ? C1 C9 1.366(8) . ? C1 C2 1.444(7) . ? C3 C4 1.360(7) . ? C3 C2 1.419(7) . ? C28 C36 1.364(8) . ? C28 C29 1.433(8) . ? C2 C6 1.430(8) . ? N4 C32 1.302(8) . ? N4 C33 1.380(7) . ? C21 C22 1.350(8) . ? C21 C20 1.435(8) . ? C20 C24 1.401(7) . ? C20 C19 1.435(8) . ? C6 C7 1.401(8) . ? N2 C14 1.323(8) . ? N2 C15 1.383(7) . ? C24 C25 1.398(9) . ? C29 C30 1.410(8) . ? C29 C33 1.428(8) . ? C12 C13 1.364(8) . ? C30 C31 1.361(8) . ? C19 C27 1.374(8) . ? C27 C26 1.394(8) . ? C9 C8 1.421(8) . ? C18 C10 1.379(8) . ? C18 C17 1.390(8) . ? C15 C16 1.390(8) . ? C5 C4 1.408(8) . ? C33 C34 1.399(8) . ? C36 C35 1.403(8) . ? C13 C14 1.404(9) . ? C7 C8 1.353(8) . ? C32 C31 1.413(8) . ? C34 C35 1.365(9) . ? C23 C22 1.405(8) . ? C26 C25 1.364(8) . ? C17 C16 1.365(9) . ? Li4 Li1 2.588(11) . ? Li4 Li3 2.689(14) . ? Li4 Li2 2.710(14) . ? Li2 Li3 2.606(13) . ? Li2 Li1 2.698(15) . ? Li1 Li3 2.704(14) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 O1 Li4 136.2(4) . . ? C1 O1 Li1 133.4(4) . . ? Li4 O1 Li1 83.4(4) . . ? C1 O1 Li3 114.6(4) . . ? Li4 O1 Li3 85.8(4) . . ? Li1 O1 Li3 86.2(4) . . ? C10 O2 Li1 133.2(4) . . ? C10 O2 Li4 133.6(4) . . ? Li1 O2 Li4 84.0(4) . . ? C10 O2 Li2 117.0(5) . . ? Li1 O2 Li2 86.4(4) . . ? Li4 O2 Li2 86.7(4) . . ? C19 O3 Li2 132.0(5) . . ? C19 O3 Li3 130.8(4) . . ? Li2 O3 Li3 83.9(4) . . ? C19 O3 Li1 122.0(4) . . ? Li2 O3 Li1 86.4(5) . . ? Li3 O3 Li1 86.4(4) . . ? C28 O4 Li3 131.1(5) . . ? C28 O4 Li2 130.4(5) . . ? Li3 O4 Li2 84.1(4) . . ? C28 O4 Li4 122.6(4) . . ? Li3 O4 Li4 86.7(5) . . ? Li2 O4 Li4 87.2(4) . . ? C40 O8 Li4 122.6(5) . . ? C37 O5 Li1 127.2(5) . . ? C39 O7 Li3 122.4(5) . . ? C5 N1 C6 119.1(5) . . ? C23 N3 C24 117.5(6) . . ? C38 O6 Li2 121.0(5) . . ? C12 C11 C15 117.5(5) . . ? C12 C11 C10 122.3(6) . . ? C15 C11 C10 120.2(6) . . ? O1 C1 C9 122.8(5) . . ? O1 C1 C2 119.1(5) . . ? C9 C1 C2 118.0(6) . . ? C4 C3 C2 121.1(6) . . ? O4 C28 C36 122.8(6) . . ? O4 C28 C29 119.5(5) . . ? C36 C28 C29 117.6(6) . . ? C3 C2 C6 117.1(5) . . ? C3 C2 C1 122.5(6) . . ? C6 C2 C1 120.4(6) . . ? C32 N4 C33 119.4(6) . . ? C22 C21 C20 119.8(6) . . ? C24 C20 C21 117.2(6) . . ? C24 C20 C19 120.4(6) . . ? C21 C20 C19 122.3(5) . . ? N1 C6 C7 119.7(6) . . ? N1 C6 C2 120.8(5) . . ? C7 C6 C2 119.6(5) . . ? C14 N2 C15 118.1(6) . . ? N3 C24 C25 117.5(6) . . ? N3 C24 C20 122.3(6) . . ? C25 C24 C20 120.2(6) . . ? C30 C29 C33 117.2(6) . . ? C30 C29 C28 123.1(5) . . ? C33 C29 C28 119.7(6) . . ? C13 C12 C11 121.9(6) . . ? C31 C30 C29 121.1(6) . . ? O3 C19 C27 122.6(6) . . ? O3 C19 C20 120.2(5) . . ? C27 C19 C20 117.2(6) . . ? C19 C27 C26 121.4(6) . . ? C1 C9 C8 119.9(6) . . ? C10 C18 C17 122.2(6) . . ? O2 C10 C18 123.2(5) . . ? O2 C10 C11 120.3(5) . . ? C18 C10 C11 116.5(6) . . ? N2 C15 C16 119.3(6) . . ? N2 C15 C11 120.8(6) . . ? C16 C15 C11 119.9(6) . . ? N1 C5 C4 124.4(6) . . ? N4 C33 C34 119.0(6) . . ? N4 C33 C29 120.6(6) . . ? C34 C33 C29 120.3(6) . . ? C28 C36 C35 121.9(6) . . ? C3 C4 C5 117.5(6) . . ? C12 C13 C14 116.5(6) . . ? C8 C7 C6 118.5(6) . . ? N4 C32 C31 123.9(6) . . ? C35 C34 C33 118.5(6) . . ? N2 C14 C13 125.2(6) . . ? N3 C23 C22 123.9(7) . . ? C30 C31 C32 117.7(6) . . ? C21 C22 C23 119.4(6) . . ? C25 C26 C27 122.0(6) . . ? C34 C35 C36 121.9(7) . . ? C26 C25 C24 118.7(6) . . ? C7 C8 C9 123.6(6) . . ? C16 C17 C18 121.8(6) . . ? C17 C16 C15 119.3(7) . . ? O8 Li4 O2 128.8(5) . . ? O8 Li4 O1 115.4(5) . . ? O2 Li4 O1 96.2(4) . . ? O8 Li4 O4 121.4(5) . . ? O2 Li4 O4 93.4(5) . . ? O1 Li4 O4 93.9(4) . . ? O8 Li4 Li1 143.3(6) . . ? O2 Li4 Li1 47.9(3) . . ? O1 Li4 Li1 48.3(3) . . ? O4 Li4 Li1 94.4(4) . . ? O8 Li4 Li3 138.4(4) . . ? O2 Li4 Li3 92.7(4) . . ? O1 Li4 Li3 48.1(3) . . ? O4 Li4 Li3 46.1(3) . . ? Li1 Li4 Li3 61.6(4) . . ? O8 Li4 Li2 151.1(5) . . ? O2 Li4 Li2 47.8(3) . . ? O1 Li4 Li2 92.8(4) . . ? O4 Li4 Li2 46.0(3) . . ? Li1 Li4 Li2 61.2(4) . . ? Li3 Li4 Li2 57.7(4) . . ? O6 Li2 O3 126.1(5) . . ? O6 Li2 O4 114.8(5) . . ? O3 Li2 O4 96.0(5) . . ? O6 Li2 O2 126.6(6) . . ? O3 Li2 O2 92.9(5) . . ? O4 Li2 O2 92.0(4) . . ? O6 Li2 Li3 138.9(6) . . ? O3 Li2 Li3 48.2(3) . . ? O4 Li2 Li3 47.8(3) . . ? O2 Li2 Li3 93.6(5) . . ? O6 Li2 Li1 153.4(5) . . ? O3 Li2 Li1 47.6(3) . . ? O4 Li2 Li1 91.7(4) . . ? O2 Li2 Li1 45.5(3) . . ? Li3 Li2 Li1 61.3(4) . . ? O6 Li2 Li4 141.5(5) . . ? O3 Li2 Li4 92.0(4) . . ? O4 Li2 Li4 46.8(3) . . ? O2 Li2 Li4 45.6(3) . . ? Li3 Li2 Li4 60.7(4) . . ? Li1 Li2 Li4 57.2(3) . . ? O5 Li1 O2 117.4(5) . . ? O5 Li1 O1 128.2(6) . . ? O2 Li1 O1 96.3(4) . . ? O5 Li1 O3 120.0(5) . . ? O2 Li1 O3 93.7(4) . . ? O1 Li1 O3 93.6(4) . . ? O5 Li1 Li4 145.0(6) . . ? O2 Li1 Li4 48.1(3) . . ? O1 Li1 Li4 48.2(3) . . ? O3 Li1 Li4 94.4(4) . . ? O5 Li1 Li2 138.7(5) . . ? O2 Li1 Li2 48.0(3) . . ? O1 Li1 Li2 93.1(4) . . ? O3 Li1 Li2 46.0(3) . . ? Li4 Li1 Li2 61.6(4) . . ? O5 Li1 Li3 149.4(5) . . ? O2 Li1 Li3 92.5(4) . . ? O1 Li1 Li3 47.8(3) . . ? O3 Li1 Li3 46.1(3) . . ? Li4 Li1 Li3 61.0(4) . . ? Li2 Li1 Li3 57.7(4) . . ? O7 Li3 O4 125.1(6) . . ? O7 Li3 O3 115.5(5) . . ? O4 Li3 O3 96.0(4) . . ? O7 Li3 O1 126.2(6) . . ? O4 Li3 O1 93.0(5) . . ? O3 Li3 O1 93.0(5) . . ? O7 Li3 Li2 138.8(6) . . ? O4 Li3 Li2 48.1(3) . . ? O3 Li3 Li2 47.9(3) . . ? O1 Li3 Li2 94.5(5) . . ? O7 Li3 Li4 152.1(5) . . ? O4 Li3 Li4 47.2(3) . . ? O3 Li3 Li4 92.4(4) . . ? O1 Li3 Li4 46.1(3) . . ? Li2 Li3 Li4 61.5(4) . . ? O7 Li3 Li1 142.8(5) . . ? O4 Li3 Li1 91.7(4) . . ? O3 Li3 Li1 47.5(3) . . ? O1 Li3 Li1 45.9(3) . . ? Li2 Li3 Li1 61.1(4) . . ? Li4 Li3 Li1 57.4(3) . . ? _diffrn_measured_fraction_theta_max 0.973 _diffrn_reflns_theta_full 22.56 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 0.310 _refine_diff_density_min -0.269 _refine_diff_density_rms 0.059 data_HLIF-5 _database_code_depnum_ccdc_archive 'CCDC 843793' #TrackingRef '- HLIFs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; tetrakis(miu3-5-quinolinoxo)- tetrakis(methanol)-tetra-lithium ; _chemical_name_common tetrakis(miu3-5-quinolinoxo)-tetrakis(methanol)-tetra-lithium _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H40 Li4 N4 O8' _chemical_formula_weight 732.52 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 15.9156(5) _cell_length_b 17.0505(7) _cell_length_c 16.1674(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4387.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour colorless _exptl_crystal_size_max 0.67 _exptl_crystal_size_mid 0.55 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.109 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1536 _exptl_absorpt_coefficient_mu 0.076 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.951 _exptl_absorpt_correction_T_max 0.979 _exptl_absorpt_process_details 'SADABS 2007/2' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18381 _diffrn_reflns_av_R_equivalents 0.0462 _diffrn_reflns_av_sigmaI/netI 0.0727 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 25.99 _reflns_number_total 8058 _reflns_number_gt 3894 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material Platon _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^)+(0.0912P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8058 _refine_ls_number_parameters 505 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1189 _refine_ls_R_factor_gt 0.0615 _refine_ls_wR_factor_ref 0.1864 _refine_ls_wR_factor_gt 0.1650 _refine_ls_goodness_of_fit_ref 0.934 _refine_ls_restrained_S_all 0.934 _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 O1 O 0.01685(10) 0.19930(11) 0.49902(11) 0.0339(5) Uani 1 1 d . . . O2 O 0.14414(10) 0.31834(11) 0.51680(10) 0.0327(5) Uani 1 1 d . . . O3 O 0.03620(10) 0.31604(11) 0.37297(10) 0.0352(5) Uani 1 1 d . . . O4 O 0.16287(10) 0.19849(11) 0.39284(10) 0.0339(5) Uani 1 1 d . . . O8 O -0.00280(12) 0.12671(12) 0.30280(11) 0.0472(6) Uani 1 1 d . . . H8B H -0.0508 0.1388 0.2726 0.057 Uiso 1 1 calc R . . O6 O -0.06286(12) 0.38270(12) 0.53385(12) 0.0470(6) Uani 1 1 d . . . H6A H -0.0845 0.3729 0.5863 0.056 Uiso 1 1 calc R . . O7 O 0.24033(12) 0.37859(12) 0.34893(12) 0.0459(5) Uani 1 1 d . . . H7B H 0.2650 0.3619 0.2998 0.055 Uiso 1 1 calc R . . O5 O 0.18360(12) 0.13381(12) 0.59113(11) 0.0451(5) Uani 1 1 d . . . H5B H 0.2351 0.1461 0.6150 0.054 Uiso 1 1 calc R . . C1 C -0.04339(16) 0.16580(17) 0.54425(18) 0.0367(7) Uani 1 1 d . . . C28 C 0.22255(16) 0.16345(17) 0.34976(18) 0.0354(7) Uani 1 1 d . . . C11 C 0.27619(17) 0.33121(17) 0.58505(16) 0.0357(7) Uani 1 1 d . . . N1 N -0.12673(15) 0.16553(16) 0.75884(16) 0.0479(7) Uani 1 1 d . . . C10 C 0.18836(17) 0.34977(17) 0.57719(16) 0.0338(7) Uani 1 1 d . . . C20 C -0.09546(17) 0.32228(18) 0.30286(17) 0.0376(7) Uani 1 1 d . . . C30 C 0.17708(18) 0.22701(19) 0.22041(18) 0.0422(8) Uani 1 1 d . . . H30A H 0.1322 0.2505 0.2477 0.051 Uiso 1 1 calc R . . C19 C -0.00902(17) 0.34492(17) 0.31143(17) 0.0354(7) Uani 1 1 d . . . C33 C 0.29835(18) 0.14247(18) 0.2178(2) 0.0443(8) Uani 1 1 d . . . N4 N 0.30983(17) 0.15706(17) 0.13656(18) 0.0538(7) Uani 1 1 d . . . C2 C -0.04985(16) 0.18290(17) 0.62944(17) 0.0353(7) Uani 1 1 d . . . C29 C 0.23070(17) 0.17845(18) 0.26345(18) 0.0378(7) Uani 1 1 d . . . C36 C 0.28003(18) 0.11261(18) 0.3867(2) 0.0468(8) Uani 1 1 d . . . H36A H 0.2756 0.1020 0.4430 0.056 Uiso 1 1 calc R . . C6 C -0.11726(18) 0.14852(17) 0.67717(19) 0.0398(7) Uani 1 1 d . . . C12 C 0.31738(18) 0.28228(18) 0.53138(18) 0.0415(8) Uani 1 1 d . . . H12A H 0.2888 0.2616 0.4862 0.050 Uiso 1 1 calc R . . N3 N -0.22401(16) 0.32784(17) 0.22170(16) 0.0539(7) Uani 1 1 d . . . C21 C -0.13432(18) 0.2728(2) 0.35861(19) 0.0476(8) Uani 1 1 d . . . H21A H -0.1048 0.2539 0.4041 0.057 Uiso 1 1 calc R . . N2 N 0.40474(17) 0.34335(18) 0.66539(17) 0.0559(8) Uani 1 1 d . . . C15 C 0.32294(19) 0.36270(19) 0.65403(19) 0.0446(8) Uani 1 1 d . . . C18 C 0.1533(2) 0.39989(18) 0.63513(18) 0.0467(8) Uani 1 1 d . . . H18A H 0.0966 0.4124 0.6311 0.056 Uiso 1 1 calc R . . C13 C 0.40115(18) 0.2633(2) 0.54366(19) 0.0498(9) Uani 1 1 d . . . H13A H 0.4296 0.2302 0.5075 0.060 Uiso 1 1 calc R . . C3 C 0.00465(18) 0.23315(18) 0.67033(18) 0.0426(8) Uani 1 1 d . . . H3B H 0.0489 0.2560 0.6415 0.051 Uiso 1 1 calc R . . C9 C -0.10075(18) 0.11389(18) 0.50974(19) 0.0439(8) Uani 1 1 d . . . H9A H -0.0962 0.1015 0.4539 0.053 Uiso 1 1 calc R . . C24 C -0.14276(18) 0.35041(18) 0.23298(19) 0.0434(8) Uani 1 1 d . . . C25 C -0.10381(19) 0.40017(19) 0.17712(18) 0.0463(8) Uani 1 1 d . . . H25A H -0.1339 0.4184 0.1317 0.056 Uiso 1 1 calc R . . C35 C 0.3437(2) 0.0775(2) 0.3414(2) 0.0612(10) Uani 1 1 d . . . H35A H 0.3803 0.0431 0.3677 0.073 Uiso 1 1 calc R . . C5 C -0.0734(2) 0.2141(2) 0.7936(2) 0.0551(9) Uani 1 1 d . . . H5A H -0.0812 0.2258 0.8492 0.066 Uiso 1 1 calc R . . C7 C -0.17294(18) 0.09708(19) 0.6380(2) 0.0479(8) Uani 1 1 d . . . H7A H -0.2163 0.0742 0.6682 0.058 Uiso 1 1 calc R . . C34 C 0.35367(19) 0.09222(19) 0.2590(2) 0.0529(9) Uani 1 1 d . . . H34A H 0.3975 0.0687 0.2301 0.063 Uiso 1 1 calc R . . C17 C 0.2007(2) 0.4323(2) 0.6997(2) 0.0614(10) Uani 1 1 d . . . H17A H 0.1755 0.4673 0.7363 0.074 Uiso 1 1 calc R . . C32 C 0.2574(2) 0.2042(2) 0.0992(2) 0.0578(10) Uani 1 1 d . . . H32A H 0.2657 0.2140 0.0432 0.069 Uiso 1 1 calc R . . C8 C -0.16429(19) 0.0801(2) 0.5558(2) 0.0534(9) Uani 1 1 d . . . H8A H -0.2015 0.0455 0.5306 0.064 Uiso 1 1 calc R . . C23 C -0.2585(2) 0.2792(2) 0.2763(2) 0.0627(10) Uani 1 1 d . . . H23A H -0.3135 0.2628 0.2672 0.075 Uiso 1 1 calc R . . C27 C 0.02464(19) 0.39550(19) 0.25253(18) 0.0451(8) Uani 1 1 d . . . H27A H 0.0804 0.4113 0.2572 0.054 Uiso 1 1 calc R . . C16 C 0.2824(2) 0.4136(2) 0.70944(19) 0.0543(9) Uani 1 1 d . . . H16A H 0.3123 0.4347 0.7535 0.065 Uiso 1 1 calc R . . C31 C 0.1891(2) 0.2410(2) 0.1384(2) 0.0537(9) Uani 1 1 d . . . H31A H 0.1531 0.2739 0.1091 0.064 Uiso 1 1 calc R . . C14 C 0.4411(2) 0.2958(2) 0.6122(2) 0.0592(10) Uani 1 1 d . . . H14A H 0.4972 0.2831 0.6209 0.071 Uiso 1 1 calc R . . C37 C 0.1423(2) 0.0654(2) 0.6166(2) 0.0621(10) Uani 1 1 d . . . H37A H 0.1757 0.0389 0.6574 0.093 Uiso 1 1 calc R . . H37B H 0.1340 0.0315 0.5699 0.093 Uiso 1 1 calc R . . H37C H 0.0888 0.0789 0.6401 0.093 Uiso 1 1 calc R . . C4 C -0.00595(19) 0.2496(2) 0.75319(19) 0.0506(9) Uani 1 1 d . . . H4B H 0.0305 0.2831 0.7811 0.061 Uiso 1 1 calc R . . C22 C -0.2169(2) 0.2513(2) 0.3467(2) 0.0614(10) Uani 1 1 d . . . H22A H -0.2443 0.2191 0.3844 0.074 Uiso 1 1 calc R . . C26 C -0.0234(2) 0.4228(2) 0.1871(2) 0.0572(9) Uani 1 1 d . . . H26A H 0.0004 0.4574 0.1493 0.069 Uiso 1 1 calc R . . Li3 Li 0.1569(3) 0.3156(3) 0.3969(3) 0.0372(12) Uani 1 1 d . . . Li4 Li 0.0403(3) 0.1991(3) 0.3810(3) 0.0391(12) Uani 1 1 d . . . C40 C 0.0387(2) 0.0539(2) 0.2906(2) 0.0635(10) Uani 1 1 d . . . H40A H 0.0092 0.0240 0.2495 0.095 Uiso 1 1 calc R . . H40B H 0.0396 0.0252 0.3417 0.095 Uiso 1 1 calc R . . H40C H 0.0952 0.0632 0.2724 0.095 Uiso 1 1 calc R . . C38 C -0.0955(2) 0.44608(19) 0.4877(2) 0.0539(9) Uani 1 1 d . . . H38A H -0.1377 0.4726 0.5196 0.081 Uiso 1 1 calc R . . H38B H -0.1200 0.4267 0.4374 0.081 Uiso 1 1 calc R . . H38C H -0.0510 0.4820 0.4747 0.081 Uiso 1 1 calc R . . Li1 Li 0.1391(3) 0.2019(3) 0.5105(3) 0.0397(12) Uani 1 1 d . . . Li2 Li 0.0234(3) 0.3169(3) 0.4928(3) 0.0370(12) Uani 1 1 d . . . C39 C 0.2675(2) 0.4500(2) 0.3836(2) 0.0714(11) Uani 1 1 d . . . H39A H 0.3103 0.4725 0.3492 0.107 Uiso 1 1 calc R . . H39B H 0.2897 0.4406 0.4379 0.107 Uiso 1 1 calc R . . H39C H 0.2208 0.4855 0.3874 0.107 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 O1 0.0294(10) 0.0462(12) 0.0260(10) 0.0060(9) 0.0013(8) -0.0065(9) O2 0.0266(9) 0.0435(12) 0.0281(11) -0.0025(9) -0.0038(8) -0.0026(9) O3 0.0265(9) 0.0497(13) 0.0295(11) 0.0053(9) -0.0018(8) 0.0035(9) O4 0.0289(9) 0.0443(12) 0.0287(11) -0.0017(9) -0.0002(8) 0.0038(9) O8 0.0492(12) 0.0522(14) 0.0402(13) -0.0040(10) -0.0161(10) 0.0109(11) O6 0.0421(11) 0.0522(14) 0.0466(13) 0.0132(11) 0.0139(10) 0.0074(11) O7 0.0406(11) 0.0465(13) 0.0507(13) -0.0032(11) 0.0157(10) -0.0038(10) O5 0.0499(12) 0.0473(14) 0.0381(12) 0.0077(10) -0.0152(10) -0.0085(11) C1 0.0304(15) 0.0410(18) 0.0387(19) 0.0081(15) -0.0013(13) 0.0020(14) C28 0.0255(14) 0.0381(18) 0.0427(19) -0.0063(15) 0.0028(13) -0.0026(13) C11 0.0384(16) 0.0422(18) 0.0263(16) 0.0063(14) -0.0063(13) -0.0071(14) N1 0.0406(14) 0.0587(19) 0.0445(17) 0.0063(14) 0.0093(13) 0.0068(14) C10 0.0391(16) 0.0359(17) 0.0263(16) 0.0054(14) -0.0007(13) -0.0048(14) C20 0.0365(15) 0.0444(19) 0.0320(17) -0.0008(15) -0.0013(13) 0.0049(14) C30 0.0337(15) 0.059(2) 0.0343(18) -0.0086(16) 0.0066(14) -0.0044(15) C19 0.0357(15) 0.0408(18) 0.0297(17) -0.0022(14) -0.0029(13) 0.0099(14) C33 0.0401(17) 0.0387(19) 0.054(2) -0.0144(16) 0.0124(16) -0.0112(15) N4 0.0484(16) 0.059(2) 0.054(2) -0.0133(15) 0.0165(15) -0.0079(15) C2 0.0300(14) 0.0403(18) 0.0356(18) 0.0087(14) 0.0012(13) 0.0042(14) C29 0.0330(15) 0.0428(19) 0.0378(19) -0.0101(15) 0.0061(14) -0.0095(14) C36 0.0402(17) 0.044(2) 0.056(2) 0.0009(16) 0.0053(16) 0.0067(16) C6 0.0405(17) 0.0366(18) 0.042(2) 0.0092(15) 0.0061(15) 0.0097(15) C12 0.0405(17) 0.050(2) 0.0338(18) 0.0017(15) -0.0072(14) -0.0048(16) N3 0.0456(15) 0.068(2) 0.0483(18) -0.0048(15) -0.0116(13) -0.0008(15) C21 0.0345(16) 0.065(2) 0.044(2) 0.0055(17) -0.0074(14) 0.0016(16) N2 0.0473(16) 0.072(2) 0.0480(18) 0.0026(16) -0.0202(14) -0.0079(16) C15 0.0464(18) 0.046(2) 0.0419(19) 0.0055(16) -0.0071(15) -0.0107(16) C18 0.0542(19) 0.043(2) 0.043(2) -0.0026(16) 0.0033(16) 0.0047(16) C13 0.0378(17) 0.071(2) 0.041(2) -0.0028(17) -0.0049(15) 0.0072(17) C3 0.0371(16) 0.055(2) 0.0359(19) 0.0085(16) 0.0071(14) 0.0019(15) C9 0.0383(16) 0.051(2) 0.0428(19) 0.0018(16) -0.0018(14) -0.0075(16) C24 0.0409(17) 0.0431(19) 0.046(2) -0.0113(16) -0.0053(15) 0.0090(15) C25 0.0525(19) 0.049(2) 0.0371(19) 0.0060(16) -0.0096(15) -0.0007(17) C35 0.047(2) 0.052(2) 0.084(3) 0.005(2) 0.0089(19) 0.0153(18) C5 0.051(2) 0.079(3) 0.036(2) -0.0006(18) 0.0040(16) 0.008(2) C7 0.0380(17) 0.049(2) 0.057(2) 0.0051(17) 0.0093(16) -0.0014(16) C34 0.0410(18) 0.048(2) 0.069(3) -0.0026(19) 0.0184(17) 0.0075(16) C17 0.081(3) 0.056(2) 0.048(2) -0.0189(18) -0.0024(19) 0.006(2) C32 0.055(2) 0.076(3) 0.042(2) -0.0146(19) 0.0136(18) -0.019(2) C8 0.0461(19) 0.052(2) 0.062(2) -0.0017(18) 0.0012(17) -0.0139(17) C23 0.0375(18) 0.085(3) 0.066(3) 0.009(2) -0.0121(17) -0.0092(19) C27 0.0416(17) 0.054(2) 0.0400(19) 0.0042(16) -0.0027(15) 0.0010(16) C16 0.063(2) 0.058(2) 0.041(2) -0.0151(17) -0.0147(17) -0.0058(19) C31 0.0422(18) 0.083(3) 0.036(2) 0.0044(18) -0.0011(15) -0.0053(18) C14 0.0374(18) 0.085(3) 0.055(2) 0.004(2) -0.0089(17) 0.0003(19) C37 0.071(2) 0.049(2) 0.067(2) 0.0054(18) -0.0104(19) -0.0086(19) C4 0.0422(18) 0.076(3) 0.0336(19) -0.0088(17) 0.0041(15) -0.0029(18) C22 0.0453(19) 0.091(3) 0.048(2) 0.016(2) -0.0077(16) -0.016(2) C26 0.066(2) 0.057(2) 0.049(2) 0.0165(18) -0.0034(18) -0.0044(19) Li3 0.027(2) 0.048(3) 0.037(3) 0.000(2) 0.005(2) -0.002(2) Li4 0.030(2) 0.060(3) 0.028(3) 0.000(2) -0.001(2) -0.002(2) C40 0.055(2) 0.048(2) 0.087(3) -0.0034(19) -0.0131(19) 0.0008(18) C38 0.0532(19) 0.051(2) 0.057(2) 0.0101(17) 0.0093(16) 0.0114(17) Li1 0.032(2) 0.052(3) 0.035(3) -0.001(2) -0.004(2) 0.005(2) Li2 0.028(2) 0.051(3) 0.032(3) 0.001(2) 0.005(2) 0.000(2) C39 0.083(3) 0.053(2) 0.079(3) -0.005(2) 0.030(2) -0.008(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C1 1.334(3) . ? O1 Li4 1.944(5) . ? O1 Li1 1.955(5) . ? O1 Li2 2.010(6) . ? O2 C10 1.317(3) . ? O2 Li3 1.949(5) . ? O2 Li2 1.961(5) . ? O2 Li1 1.990(6) . ? O3 C19 1.323(3) . ? O3 Li2 1.948(5) . ? O3 Li3 1.960(5) . ? O3 Li4 1.999(6) . ? O4 C28 1.321(3) . ? O4 Li1 1.940(5) . ? O4 Li4 1.959(5) . ? O4 Li3 2.001(5) . ? O8 C40 1.420(4) . ? O8 Li4 1.896(5) . ? O6 C38 1.412(3) . ? O6 Li2 1.893(5) . ? O7 C39 1.408(4) . ? O7 Li3 1.875(5) . ? O5 C37 1.401(4) . ? O5 Li1 1.884(5) . ? C1 C9 1.388(4) . ? C1 C2 1.412(4) . ? C28 C36 1.395(4) . ? C28 C29 1.424(4) . ? C11 C12 1.371(4) . ? C11 C10 1.439(4) . ? C11 C15 1.444(4) . ? N1 C5 1.312(4) . ? N1 C6 1.360(4) . ? C10 C18 1.385(4) . ? C20 C21 1.381(4) . ? C20 C19 1.436(4) . ? C20 C24 1.440(4) . ? C30 C31 1.361(4) . ? C30 C29 1.378(4) . ? C19 C27 1.392(4) . ? C33 N4 1.349(4) . ? C33 C34 1.397(4) . ? C33 C29 1.443(4) . ? N4 C32 1.307(4) . ? C2 C3 1.387(4) . ? C2 C6 1.446(4) . ? C36 C35 1.386(4) . ? C6 C7 1.398(4) . ? C12 C13 1.386(4) . ? N3 C23 1.330(4) . ? N3 C24 1.361(4) . ? C21 C22 1.377(4) . ? N2 C14 1.315(4) . ? N2 C15 1.355(4) . ? C15 C16 1.404(4) . ? C18 C17 1.402(4) . ? C13 C14 1.392(4) . ? C3 C4 1.379(4) . ? C9 C8 1.381(4) . ? C24 C25 1.386(4) . ? C25 C26 1.347(4) . ? C35 C34 1.365(4) . ? C5 C4 1.395(4) . ? C7 C8 1.368(4) . ? C17 C16 1.347(4) . ? C32 C31 1.406(5) . ? C23 C22 1.400(4) . ? C27 C26 1.385(4) . ? Li3 Li2 2.630(6) . ? Li3 Li1 2.686(7) . ? Li3 Li4 2.731(7) . ? Li4 Li1 2.617(6) . ? Li4 Li2 2.715(7) . ? Li1 Li2 2.705(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 C1 O1 Li4 132.5(2) . . ? C1 O1 Li1 132.3(2) . . ? Li4 O1 Li1 84.3(2) . . ? C1 O1 Li2 119.5(2) . . ? Li4 O1 Li2 86.7(2) . . ? Li1 O1 Li2 86.0(2) . . ? C10 O2 Li3 133.7(2) . . ? C10 O2 Li2 132.5(2) . . ? Li3 O2 Li2 84.56(19) . . ? C10 O2 Li1 117.7(2) . . ? Li3 O2 Li1 86.0(2) . . ? Li2 O2 Li1 86.4(2) . . ? C19 O3 Li2 133.5(2) . . ? C19 O3 Li3 133.1(2) . . ? Li2 O3 Li3 84.61(19) . . ? C19 O3 Li4 116.0(2) . . ? Li2 O3 Li4 86.9(2) . . ? Li3 O3 Li4 87.2(2) . . ? C28 O4 Li1 132.1(2) . . ? C28 O4 Li4 131.8(2) . . ? Li1 O4 Li4 84.32(19) . . ? C28 O4 Li3 120.2(2) . . ? Li1 O4 Li3 85.9(2) . . ? Li4 O4 Li3 87.2(2) . . ? C40 O8 Li4 119.6(2) . . ? C38 O6 Li2 122.3(2) . . ? C39 O7 Li3 123.2(2) . . ? C37 O5 Li1 122.7(2) . . ? O1 C1 C9 121.7(3) . . ? O1 C1 C2 119.9(3) . . ? C9 C1 C2 118.4(3) . . ? O4 C28 C36 121.8(3) . . ? O4 C28 C29 120.1(3) . . ? C36 C28 C29 118.1(3) . . ? C12 C11 C10 122.9(3) . . ? C12 C11 C15 118.0(3) . . ? C10 C11 C15 119.1(3) . . ? C5 N1 C6 118.6(3) . . ? O2 C10 C18 122.5(3) . . ? O2 C10 C11 119.7(2) . . ? C18 C10 C11 117.8(3) . . ? C21 C20 C19 122.0(3) . . ? C21 C20 C24 118.8(3) . . ? C19 C20 C24 119.2(3) . . ? C31 C30 C29 120.7(3) . . ? O3 C19 C27 122.4(3) . . ? O3 C19 C20 119.6(3) . . ? C27 C19 C20 118.0(3) . . ? N4 C33 C34 119.4(3) . . ? N4 C33 C29 121.4(3) . . ? C34 C33 C29 119.2(3) . . ? C32 N4 C33 118.5(3) . . ? C3 C2 C1 123.2(3) . . ? C3 C2 C6 117.4(3) . . ? C1 C2 C6 119.4(3) . . ? C30 C29 C28 123.1(3) . . ? C30 C29 C33 117.3(3) . . ? C28 C29 C33 119.5(3) . . ? C35 C36 C28 121.4(3) . . ? N1 C6 C7 120.2(3) . . ? N1 C6 C2 120.9(3) . . ? C7 C6 C2 118.9(3) . . ? C11 C12 C13 120.8(3) . . ? C23 N3 C24 118.7(3) . . ? C22 C21 C20 119.9(3) . . ? C14 N2 C15 118.9(3) . . ? N2 C15 C16 120.4(3) . . ? N2 C15 C11 120.6(3) . . ? C16 C15 C11 119.0(3) . . ? C10 C18 C17 122.0(3) . . ? C12 C13 C14 117.4(3) . . ? C4 C3 C2 120.8(3) . . ? C8 C9 C1 122.1(3) . . ? N3 C24 C25 120.7(3) . . ? N3 C24 C20 120.5(3) . . ? C25 C24 C20 118.8(3) . . ? C26 C25 C24 121.5(3) . . ? C34 C35 C36 121.4(3) . . ? N1 C5 C4 124.9(3) . . ? C8 C7 C6 120.6(3) . . ? C35 C34 C33 120.3(3) . . ? C16 C17 C18 120.8(3) . . ? N4 C32 C31 124.0(3) . . ? C7 C8 C9 120.6(3) . . ? N3 C23 C22 123.8(3) . . ? C26 C27 C19 121.2(3) . . ? C17 C16 C15 121.0(3) . . ? C30 C31 C32 118.0(3) . . ? N2 C14 C13 124.4(3) . . ? C3 C4 C5 117.4(3) . . ? C21 C22 C23 118.4(3) . . ? C25 C26 C27 121.3(3) . . ? O7 Li3 O2 118.2(3) . . ? O7 Li3 O3 127.6(3) . . ? O2 Li3 O3 95.39(19) . . ? O7 Li3 O4 121.6(2) . . ? O2 Li3 O4 93.5(2) . . ? O3 Li3 O4 92.5(2) . . ? O7 Li3 Li2 144.2(3) . . ? O2 Li3 Li2 47.90(15) . . ? O3 Li3 Li2 47.49(14) . . ? O4 Li3 Li2 93.8(2) . . ? O7 Li3 Li1 140.5(2) . . ? O2 Li3 Li1 47.65(16) . . ? O3 Li3 Li1 91.94(19) . . ? O4 Li3 Li1 46.10(15) . . ? Li2 Li3 Li1 61.16(17) . . ? O7 Li3 Li4 149.2(3) . . ? O2 Li3 Li4 92.3(2) . . ? O3 Li3 Li4 46.98(15) . . ? O4 Li3 Li4 45.78(15) . . ? Li2 Li3 Li4 60.80(17) . . ? Li1 Li3 Li4 57.79(17) . . ? O8 Li4 O1 125.9(3) . . ? O8 Li4 O4 114.9(3) . . ? O1 Li4 O4 95.5(2) . . ? O8 Li4 O3 126.4(3) . . ? O1 Li4 O3 93.2(2) . . ? O4 Li4 O3 92.6(2) . . ? O8 Li4 Li1 139.7(3) . . ? O1 Li4 Li1 48.00(15) . . ? O4 Li4 Li1 47.53(15) . . ? O3 Li4 Li1 93.1(2) . . ? O8 Li4 Li2 152.8(2) . . ? O1 Li4 Li2 47.67(16) . . ? O4 Li4 Li2 92.2(2) . . ? O3 Li4 Li2 45.77(15) . . ? Li1 Li4 Li2 60.93(18) . . ? O8 Li4 Li3 141.5(2) . . ? O1 Li4 Li3 92.1(2) . . ? O4 Li4 Li3 47.04(15) . . ? O3 Li4 Li3 45.81(15) . . ? Li1 Li4 Li3 60.24(18) . . ? Li2 Li4 Li3 57.77(16) . . ? O5 Li1 O4 125.9(3) . . ? O5 Li1 O1 115.2(3) . . ? O4 Li1 O1 95.8(2) . . ? O5 Li1 O2 124.3(3) . . ? O4 Li1 O2 94.2(2) . . ? O1 Li1 O2 93.9(2) . . ? O5 Li1 Li4 140.2(3) . . ? O4 Li1 Li4 48.15(15) . . ? O1 Li1 Li4 47.65(15) . . ? O2 Li1 Li4 94.8(2) . . ? O5 Li1 Li3 151.4(2) . . ? O4 Li1 Li3 48.00(16) . . ? O1 Li1 Li3 93.3(2) . . ? O2 Li1 Li3 46.39(16) . . ? Li4 Li1 Li3 61.97(18) . . ? O5 Li1 Li2 140.9(2) . . ? O4 Li1 Li2 92.9(2) . . ? O1 Li1 Li2 47.85(15) . . ? O2 Li1 Li2 46.34(15) . . ? Li4 Li1 Li2 61.31(18) . . ? Li3 Li1 Li2 58.42(16) . . ? O6 Li2 O3 115.4(3) . . ? O6 Li2 O2 129.3(3) . . ? O3 Li2 O2 95.42(19) . . ? O6 Li2 O1 122.4(2) . . ? O3 Li2 O1 92.7(2) . . ? O2 Li2 O1 93.1(2) . . ? O6 Li2 Li3 142.9(3) . . ? O3 Li2 Li3 47.90(15) . . ? O2 Li2 Li3 47.53(14) . . ? O1 Li2 Li3 93.6(2) . . ? O6 Li2 Li1 152.4(3) . . ? O3 Li2 Li1 91.6(2) . . ? O2 Li2 Li1 47.24(15) . . ? O1 Li2 Li1 46.13(15) . . ? Li3 Li2 Li1 60.43(17) . . ? O6 Li2 Li4 138.1(2) . . ? O3 Li2 Li4 47.33(16) . . ? O2 Li2 Li4 92.5(2) . . ? O1 Li2 Li4 45.63(15) . . ? Li3 Li2 Li4 61.42(17) . . ? Li1 Li2 Li4 57.76(17) . . ? _diffrn_measured_fraction_theta_max 0.938 _diffrn_reflns_theta_full 25.99 _diffrn_measured_fraction_theta_full 0.938 _refine_diff_density_max 0.308 _refine_diff_density_min -0.274 _refine_diff_density_rms 0.046 data_HLIF-6 _database_code_depnum_ccdc_archive 'CCDC 843794' #TrackingRef '- HLIFs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; tetrakis(miu3-7-isoquinolinoxo)- tetrakis(methanol)-tetra-lithium ; _chemical_name_common ;tetrakis(miu3-7-isoquinolinoxo)-tetrakis(methanol)-tetra- lithium ; _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H40 Li4 N4 O8' _chemical_formula_weight 732.52 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.3245(13) _cell_length_b 11.0182(12) _cell_length_c 17.927(3) _cell_angle_alpha 93.664(8) _cell_angle_beta 98.510(9) _cell_angle_gamma 97.060(8) _cell_volume 1994.5(4) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour colorless _exptl_crystal_size_max 0.68 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.33 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.220 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 768 _exptl_absorpt_coefficient_mu 0.083 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.966 _exptl_absorpt_correction_T_max 0.973 _exptl_absorpt_process_details 'SADABS 2007/2' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6701 _diffrn_reflns_av_R_equivalents 0.0475 _diffrn_reflns_av_sigmaI/netI 0.1535 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 1.15 _diffrn_reflns_theta_max 22.61 _reflns_number_total 5100 _reflns_number_gt 2289 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material Platon _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^)+(0.0706P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0100(14) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5100 _refine_ls_number_parameters 506 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1713 _refine_ls_R_factor_gt 0.0689 _refine_ls_wR_factor_ref 0.1805 _refine_ls_wR_factor_gt 0.1489 _refine_ls_goodness_of_fit_ref 0.906 _refine_ls_restrained_S_all 0.906 _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 O1 O 0.3225(4) 1.0721(3) 0.7982(2) 0.0493(11) Uani 1 1 d . . . O2 O 0.5312(4) 0.9279(3) 0.8311(2) 0.0514(11) Uani 1 1 d . . . O3 O 0.5355(4) 1.0814(3) 0.7118(2) 0.0502(11) Uani 1 1 d . . . O4 O 0.3465(4) 0.8590(3) 0.6946(2) 0.0530(11) Uani 1 1 d . . . O6 O 0.2132(4) 0.8073(3) 0.8534(2) 0.0643(12) Uani 1 1 d . . . H6B H 0.1954 0.7237 0.8385 0.077 Uiso 1 1 calc R . . C12 C 0.6613(6) 0.6535(4) 0.8992(3) 0.0403(14) Uani 1 1 d . . . O7 O 0.6688(4) 0.8343(3) 0.6808(2) 0.0672(13) Uani 1 1 d . . . H7A H 0.6479 0.7667 0.6453 0.081 Uiso 1 1 calc R . . N1 N 0.1265(5) 1.5653(4) 0.8316(3) 0.0498(13) Uani 1 1 d . . . O5 O 0.5983(4) 1.2109(3) 0.9031(2) 0.0571(11) Uani 1 1 d . . . H5B H 0.6712 1.2692 0.9023 0.068 Uiso 1 1 calc R . . O8 O 0.2330(4) 1.0886(3) 0.6099(2) 0.0664(13) Uani 1 1 d . . . H8B H 0.1856 1.1512 0.6230 0.080 Uiso 1 1 calc R . . C11 C 0.5785(5) 0.7298(4) 0.8596(3) 0.0449(15) Uani 1 1 d . . . H11A H 0.5040 0.6939 0.8263 0.054 Uiso 1 1 calc R . . C3 C 0.1760(6) 1.3571(5) 0.8182(3) 0.0414(14) Uani 1 1 d . . . N3 N 0.6669(5) 1.5993(4) 0.6280(3) 0.0552(14) Uani 1 1 d . . . N2 N 0.7078(5) 0.4497(4) 0.9266(3) 0.0538(13) Uani 1 1 d . . . N4 N 0.1665(6) 0.3157(4) 0.6167(3) 0.0543(14) Uani 1 1 d . . . C2 C 0.2724(5) 1.2769(4) 0.8188(3) 0.0440(15) Uani 1 1 d . . . H2B H 0.3615 1.3080 0.8306 0.053 Uiso 1 1 calc R . . C10 C 0.6060(6) 0.8557(4) 0.8695(3) 0.0432(15) Uani 1 1 d . . . C1 C 0.2346(6) 1.1507(5) 0.8019(3) 0.0447(15) Uani 1 1 d . . . C18 C 0.7199(6) 0.9080(5) 0.9205(3) 0.0513(16) Uani 1 1 d . . . H18A H 0.7407 0.9930 0.9269 0.062 Uiso 1 1 calc R . . C25 C 0.6261(5) 1.3542(5) 0.5695(3) 0.0417(15) Uani 1 1 d . . . C16 C 0.7737(6) 0.7080(5) 0.9505(3) 0.0447(15) Uani 1 1 d . . . C7 C 0.0431(6) 1.3137(5) 0.8015(3) 0.0481(16) Uani 1 1 d . . . C21 C 0.6224(5) 1.3836(5) 0.6472(3) 0.0433(15) Uani 1 1 d . . . C30 C 0.2142(6) 0.5368(5) 0.6445(3) 0.0460(15) Uani 1 1 d . . . C20 C 0.5961(5) 1.2928(4) 0.6955(3) 0.0442(15) Uani 1 1 d . . . H20A H 0.5970 1.3150 0.7466 0.053 Uiso 1 1 calc R . . C4 C 0.2113(6) 1.4854(5) 0.8331(3) 0.0498(16) Uani 1 1 d . . . H4B H 0.3007 1.5153 0.8448 0.060 Uiso 1 1 calc R . . C17 C 0.8006(6) 0.8373(5) 0.9608(3) 0.0518(16) Uani 1 1 d . . . H17A H 0.8734 0.8745 0.9950 0.062 Uiso 1 1 calc R . . C34 C 0.0779(6) 0.5443(5) 0.6215(3) 0.0565(17) Uani 1 1 d . . . C19 C 0.5684(5) 1.1689(4) 0.6688(3) 0.0422(15) Uani 1 1 d . . . C22 C 0.6450(5) 1.5101(5) 0.6724(3) 0.0503(16) Uani 1 1 d . . . H22A H 0.6443 1.5318 0.7233 0.060 Uiso 1 1 calc R . . C28 C 0.2649(6) 0.7590(5) 0.6705(3) 0.0458(15) Uani 1 1 d . . . C29 C 0.3040(6) 0.6417(4) 0.6696(3) 0.0457(15) Uani 1 1 d . . . H29A H 0.3920 0.6336 0.6861 0.055 Uiso 1 1 calc R . . C24 C 0.6476(5) 1.4491(5) 0.5235(3) 0.0540(17) Uani 1 1 d . . . H24A H 0.6476 1.4314 0.4721 0.065 Uiso 1 1 calc R . . C6 C -0.0492(6) 1.3994(5) 0.8003(3) 0.0645(19) Uani 1 1 d . . . H6A H -0.1395 1.3730 0.7894 0.077 Uiso 1 1 calc R . . C23 C 0.6686(5) 1.5684(5) 0.5535(4) 0.0564(17) Uani 1 1 d . . . H23A H 0.6847 1.6305 0.5219 0.068 Uiso 1 1 calc R . . C26 C 0.6030(6) 1.2267(5) 0.5432(3) 0.0606(18) Uani 1 1 d . . . H26A H 0.6055 1.2030 0.4928 0.073 Uiso 1 1 calc R . . C13 C 0.6348(6) 0.5243(5) 0.8908(3) 0.0502(16) Uani 1 1 d . . . H13A H 0.5600 0.4891 0.8574 0.060 Uiso 1 1 calc R . . C27 C 0.5775(6) 1.1410(5) 0.5917(3) 0.0555(17) Uani 1 1 d . . . H27A H 0.5651 1.0588 0.5733 0.067 Uiso 1 1 calc R . . C31 C 0.2492(6) 0.4164(5) 0.6418(3) 0.0520(16) Uani 1 1 d . . . H31A H 0.3368 0.4074 0.6589 0.062 Uiso 1 1 calc R . . C15 C 0.8496(6) 0.6271(5) 0.9890(3) 0.0557(17) Uani 1 1 d . . . H15A H 0.9240 0.6581 1.0240 0.067 Uiso 1 1 calc R . . C14 C 0.8147(6) 0.5037(5) 0.9755(3) 0.0553(17) Uani 1 1 d . . . H14A H 0.8680 0.4530 1.0015 0.066 Uiso 1 1 calc R . . C9 C 0.0986(6) 1.1095(5) 0.7874(3) 0.0631(19) Uani 1 1 d . . . H9A H 0.0712 1.0256 0.7777 0.076 Uiso 1 1 calc R . . C36 C 0.1288(6) 0.7655(5) 0.6465(4) 0.0669(19) Uani 1 1 d . . . H36A H 0.0998 0.8422 0.6477 0.080 Uiso 1 1 calc R . . C33 C -0.0064(6) 0.4370(6) 0.5972(4) 0.084(2) Uani 1 1 d . . . H33A H -0.0956 0.4404 0.5809 0.101 Uiso 1 1 calc R . . C32 C 0.0397(7) 0.3272(5) 0.5967(4) 0.068(2) Uani 1 1 d . . . H32A H -0.0201 0.2566 0.5818 0.082 Uiso 1 1 calc R . . C5 C -0.0031(7) 1.5209(5) 0.8155(3) 0.0593(18) Uani 1 1 d . . . H5A H -0.0643 1.5764 0.8146 0.071 Uiso 1 1 calc R . . C8 C 0.0057(6) 1.1851(5) 0.7867(4) 0.071(2) Uani 1 1 d . . . H8A H -0.0833 1.1530 0.7765 0.085 Uiso 1 1 calc R . . C35 C 0.0391(6) 0.6651(5) 0.6220(4) 0.084(2) Uani 1 1 d . . . H35A H -0.0485 0.6746 0.6052 0.100 Uiso 1 1 calc R . . C37 C 0.5337(7) 1.1949(6) 0.9679(3) 0.079(2) Uani 1 1 d . . . H37A H 0.5778 1.2523 1.0090 0.118 Uiso 1 1 calc R . . H37B H 0.5367 1.1128 0.9824 0.118 Uiso 1 1 calc R . . H37C H 0.4433 1.2088 0.9557 0.118 Uiso 1 1 calc R . . C38 C 0.1439(7) 0.8526(5) 0.9087(4) 0.083(2) Uani 1 1 d . . . H38A H 0.0859 0.7865 0.9233 0.124 Uiso 1 1 calc R . . H38B H 0.0931 0.9136 0.8885 0.124 Uiso 1 1 calc R . . H38C H 0.2056 0.8886 0.9522 0.124 Uiso 1 1 calc R . . C40 C 0.2150(7) 1.0508(6) 0.5319(4) 0.087(2) Uani 1 1 d . . . H40A H 0.1550 1.0985 0.5046 0.131 Uiso 1 1 calc R . . H40B H 0.1793 0.9655 0.5239 0.131 Uiso 1 1 calc R . . H40C H 0.2985 1.0628 0.5140 0.131 Uiso 1 1 calc R . . Li2 Li 0.3391(10) 0.9009(8) 0.8067(6) 0.057(3) Uani 1 1 d . . . Li3 Li 0.5326(10) 0.9067(7) 0.7204(6) 0.055(3) Uani 1 1 d . . . Li1 Li 0.5178(10) 1.0988(8) 0.8185(5) 0.052(3) Uani 1 1 d . . . C39 C 0.8012(7) 0.8841(6) 0.7056(5) 0.115(3) Uani 1 1 d . . . H39A H 0.8578 0.8380 0.6806 0.172 Uiso 1 1 calc R . . H39B H 0.8219 0.8802 0.7593 0.172 Uiso 1 1 calc R . . H39C H 0.8143 0.9680 0.6938 0.172 Uiso 1 1 calc R . . Li4 Li 0.3377(10) 1.0318(8) 0.6906(6) 0.060(3) 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 O1 0.048(3) 0.026(2) 0.073(3) 0.0039(18) 0.005(2) 0.0109(19) O2 0.060(3) 0.030(2) 0.061(3) 0.0116(19) -0.003(2) 0.005(2) O3 0.060(3) 0.027(2) 0.065(3) 0.0123(19) 0.010(2) 0.0068(19) O4 0.056(3) 0.022(2) 0.074(3) 0.0019(18) -0.006(2) -0.0015(19) O6 0.078(3) 0.031(2) 0.086(3) 0.000(2) 0.024(3) 0.002(2) C12 0.043(4) 0.029(3) 0.045(4) 0.004(3) -0.001(3) -0.002(3) O7 0.056(3) 0.036(2) 0.106(3) -0.016(2) 0.017(3) -0.003(2) N1 0.055(4) 0.033(3) 0.061(3) 0.006(2) 0.007(3) 0.006(3) O5 0.065(3) 0.040(2) 0.062(3) 0.0022(19) 0.006(2) -0.005(2) O8 0.082(3) 0.040(2) 0.075(3) 0.000(2) -0.006(3) 0.024(2) C11 0.051(4) 0.031(3) 0.049(4) 0.007(3) -0.003(3) 0.004(3) C3 0.041(4) 0.030(3) 0.050(4) 0.005(3) -0.001(3) 0.003(3) N3 0.063(4) 0.035(3) 0.067(4) 0.010(3) 0.005(3) 0.008(2) N2 0.059(4) 0.034(3) 0.067(4) 0.017(3) -0.001(3) 0.010(3) N4 0.063(4) 0.036(3) 0.058(3) -0.001(2) -0.004(3) -0.001(3) C2 0.034(4) 0.034(3) 0.061(4) 0.003(3) 0.003(3) 0.001(3) C10 0.042(4) 0.023(3) 0.061(4) 0.010(3) 0.000(3) -0.003(3) C1 0.047(4) 0.031(3) 0.053(4) 0.001(3) -0.001(3) 0.002(3) C18 0.054(4) 0.026(3) 0.071(4) 0.001(3) 0.005(4) 0.002(3) C25 0.036(4) 0.036(3) 0.054(4) 0.014(3) 0.001(3) 0.011(3) C16 0.047(4) 0.037(4) 0.048(4) 0.007(3) -0.003(3) 0.011(3) C7 0.049(4) 0.031(3) 0.064(4) 0.001(3) 0.006(3) 0.008(3) C21 0.037(4) 0.037(4) 0.054(4) 0.006(3) 0.000(3) 0.005(3) C30 0.051(4) 0.035(4) 0.053(4) 0.003(3) 0.011(3) 0.007(3) C20 0.056(4) 0.029(3) 0.045(4) 0.004(3) 0.000(3) 0.000(3) C4 0.051(4) 0.029(3) 0.069(4) 0.001(3) 0.009(3) 0.005(3) C17 0.049(4) 0.042(4) 0.059(4) -0.004(3) -0.004(3) 0.003(3) C34 0.051(5) 0.032(4) 0.082(5) -0.005(3) 0.005(4) 0.002(3) C19 0.043(4) 0.025(3) 0.057(4) 0.007(3) 0.002(3) 0.002(3) C22 0.059(4) 0.028(3) 0.062(4) 0.005(3) 0.006(3) 0.002(3) C28 0.049(4) 0.036(4) 0.052(4) 0.002(3) 0.012(3) 0.003(3) C29 0.054(4) 0.027(3) 0.052(4) 0.004(3) -0.004(3) 0.005(3) C24 0.060(4) 0.042(4) 0.055(4) 0.014(3) -0.002(3) -0.001(3) C6 0.042(4) 0.050(4) 0.092(5) -0.007(4) -0.012(4) 0.002(3) C23 0.047(4) 0.043(4) 0.078(5) 0.025(4) 0.000(4) 0.002(3) C26 0.087(5) 0.051(4) 0.043(4) 0.007(3) 0.007(4) 0.008(4) C13 0.059(4) 0.031(3) 0.056(4) 0.005(3) -0.003(3) 0.000(3) C27 0.067(5) 0.033(3) 0.065(5) -0.002(3) 0.010(4) 0.004(3) C31 0.061(4) 0.036(4) 0.057(4) 0.006(3) -0.001(4) 0.009(3) C15 0.058(4) 0.047(4) 0.062(4) 0.004(3) -0.001(4) 0.018(3) C14 0.059(5) 0.045(4) 0.065(5) 0.013(3) 0.006(4) 0.016(3) C9 0.046(5) 0.035(4) 0.102(5) -0.006(3) -0.001(4) 0.000(3) C36 0.050(5) 0.031(4) 0.117(6) -0.001(3) 0.001(4) 0.013(3) C33 0.054(5) 0.040(4) 0.145(7) -0.005(4) -0.020(5) -0.003(4) C32 0.061(5) 0.037(4) 0.096(6) 0.003(3) -0.006(4) -0.011(4) C5 0.066(5) 0.041(4) 0.073(5) 0.004(3) 0.004(4) 0.022(4) C8 0.048(4) 0.043(4) 0.116(6) -0.006(4) 0.001(4) 0.004(4) C35 0.042(4) 0.042(4) 0.157(7) -0.006(4) -0.007(5) 0.006(4) C37 0.098(6) 0.076(5) 0.065(5) 0.014(4) 0.019(5) 0.014(4) C38 0.119(6) 0.051(4) 0.086(5) 0.001(4) 0.037(5) 0.018(4) C40 0.102(6) 0.083(5) 0.076(6) -0.004(4) 0.000(5) 0.030(4) Li2 0.066(7) 0.030(5) 0.074(7) 0.020(5) 0.005(6) -0.004(5) Li3 0.059(7) 0.017(5) 0.087(8) 0.008(5) 0.004(6) 0.005(4) Li1 0.070(7) 0.028(5) 0.054(6) 0.007(4) -0.002(6) 0.008(5) C39 0.059(6) 0.071(5) 0.202(9) -0.050(5) 0.026(6) -0.012(4) Li4 0.078(8) 0.021(5) 0.079(8) 0.011(5) -0.006(6) 0.020(5) _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 O1 C1 1.335(6) . ? O1 Li2 1.929(9) . ? O1 Li1 1.977(11) . ? O1 Li4 1.986(11) . ? O2 C10 1.329(6) . ? O2 Li1 1.930(9) . ? O2 Li2 1.948(11) . ? O2 Li3 1.986(11) . ? O3 C19 1.316(6) . ? O3 Li3 1.938(9) . ? O3 Li1 1.948(10) . ? O3 Li4 2.021(11) . ? O4 C28 1.309(6) . ? O4 Li3 1.908(10) . ? O4 Li4 1.922(9) . ? O4 Li2 2.046(11) . ? O6 C38 1.407(6) . ? O6 Li2 1.886(10) . ? C12 C13 1.410(7) . ? C12 C16 1.413(7) . ? C12 C11 1.420(7) . ? O7 C39 1.404(7) . ? O7 Li3 1.902(10) . ? N1 C4 1.314(6) . ? N1 C5 1.350(7) . ? O5 C37 1.433(6) . ? O5 Li1 1.910(10) . ? O8 C40 1.412(6) . ? O8 Li4 1.863(10) . ? C11 C10 1.375(6) . ? C3 C7 1.379(7) . ? C3 C2 1.409(7) . ? C3 C4 1.414(7) . ? N3 C22 1.322(6) . ? N3 C23 1.360(7) . ? N2 C13 1.316(6) . ? N2 C14 1.351(7) . ? N4 C31 1.323(6) . ? N4 C32 1.330(7) . ? C2 C1 1.398(6) . ? C10 C18 1.415(7) . ? C10 Li3 2.780(11) . ? C1 C9 1.402(7) . ? C1 Li4 2.733(11) . ? C18 C17 1.369(7) . ? C25 C24 1.390(7) . ? C25 C21 1.417(7) . ? C25 C26 1.432(7) . ? C16 C15 1.406(7) . ? C16 C17 1.412(7) . ? C7 C8 1.419(7) . ? C7 C6 1.421(7) . ? C21 C20 1.392(7) . ? C21 C22 1.418(7) . ? C30 C29 1.395(7) . ? C30 C31 1.417(7) . ? C30 C34 1.421(7) . ? C20 C19 1.398(6) . ? C34 C33 1.383(7) . ? C34 C35 1.436(7) . ? C19 C27 1.417(7) . ? C19 Li4 2.752(12) . ? C28 C29 1.400(7) . ? C28 C36 1.419(7) . ? C28 Li2 2.766(11) . ? C24 C23 1.367(7) . ? C6 C5 1.360(7) . ? C26 C27 1.352(7) . ? C15 C14 1.360(7) . ? C9 C8 1.344(7) . ? C36 C35 1.358(7) . ? C33 C32 1.353(8) . ? Li2 Li4 2.606(13) . ? Li2 Li1 2.654(13) . ? Li2 Li3 2.698(14) . ? Li3 Li4 2.587(13) . ? Li3 Li1 2.698(12) . ? Li1 Li4 2.729(14) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 O1 Li2 140.6(5) . . ? C1 O1 Li1 130.9(4) . . ? Li2 O1 Li1 85.6(4) . . ? C1 O1 Li4 109.2(4) . . ? Li2 O1 Li4 83.4(4) . . ? Li1 O1 Li4 87.0(4) . . ? C10 O2 Li1 141.5(4) . . ? C10 O2 Li2 125.9(4) . . ? Li1 O2 Li2 86.4(4) . . ? C10 O2 Li3 112.5(4) . . ? Li1 O2 Li3 87.1(4) . . ? Li2 O2 Li3 86.6(4) . . ? C19 O3 Li3 142.3(5) . . ? C19 O3 Li1 127.5(4) . . ? Li3 O3 Li1 88.0(4) . . ? C19 O3 Li4 109.4(4) . . ? Li3 O3 Li4 81.6(4) . . ? Li1 O3 Li4 86.9(5) . . ? C28 O4 Li3 138.0(4) . . ? C28 O4 Li4 134.8(5) . . ? Li3 O4 Li4 85.0(4) . . ? C28 O4 Li2 109.1(4) . . ? Li3 O4 Li2 86.0(4) . . ? Li4 O4 Li2 82.0(4) . . ? C38 O6 Li2 125.8(5) . . ? C13 C12 C16 118.0(5) . . ? C13 C12 C11 122.7(5) . . ? C16 C12 C11 119.2(5) . . ? C39 O7 Li3 119.3(5) . . ? C4 N1 C5 117.3(5) . . ? C37 O5 Li1 112.4(5) . . ? C40 O8 Li4 129.6(5) . . ? C10 C11 C12 121.5(5) . . ? C7 C3 C2 121.2(5) . . ? C7 C3 C4 117.1(5) . . ? C2 C3 C4 121.6(5) . . ? C22 N3 C23 118.3(5) . . ? C13 N2 C14 116.0(5) . . ? C31 N4 C32 117.8(5) . . ? C1 C2 C3 120.3(5) . . ? O2 C10 C11 122.0(5) . . ? O2 C10 C18 119.9(5) . . ? C11 C10 C18 118.1(5) . . ? O2 C10 Li3 41.3(3) . . ? C11 C10 Li3 98.5(4) . . ? C18 C10 Li3 127.7(4) . . ? O1 C1 C2 122.3(5) . . ? O1 C1 C9 120.8(5) . . ? C2 C1 C9 116.9(5) . . ? O1 C1 Li4 43.3(3) . . ? C2 C1 Li4 119.2(4) . . ? C9 C1 Li4 105.1(4) . . ? C17 C18 C10 121.9(5) . . ? C24 C25 C21 118.8(5) . . ? C24 C25 C26 124.2(6) . . ? C21 C25 C26 116.9(5) . . ? C15 C16 C17 124.9(6) . . ? C15 C16 C12 116.2(5) . . ? C17 C16 C12 118.9(5) . . ? C3 C7 C8 118.0(5) . . ? C3 C7 C6 118.6(5) . . ? C8 C7 C6 123.4(6) . . ? C20 C21 C25 121.5(5) . . ? C20 C21 C22 122.2(5) . . ? C25 C21 C22 116.3(5) . . ? C29 C30 C31 123.7(6) . . ? C29 C30 C34 121.1(5) . . ? C31 C30 C34 115.1(5) . . ? C21 C20 C19 121.3(5) . . ? N1 C4 C3 124.6(6) . . ? C18 C17 C16 120.3(5) . . ? C33 C34 C30 118.5(5) . . ? C33 C34 C35 124.7(6) . . ? C30 C34 C35 116.7(5) . . ? O3 C19 C20 123.0(5) . . ? O3 C19 C27 120.7(5) . . ? C20 C19 C27 116.3(5) . . ? O3 C19 Li4 43.8(3) . . ? C20 C19 Li4 120.3(4) . . ? C27 C19 Li4 104.7(4) . . ? N3 C22 C21 124.1(6) . . ? O4 C28 C29 123.0(5) . . ? O4 C28 C36 120.3(5) . . ? C29 C28 C36 116.7(5) . . ? O4 C28 Li2 44.4(3) . . ? C29 C28 Li2 115.2(4) . . ? C36 C28 Li2 107.2(4) . . ? C30 C29 C28 121.7(5) . . ? C23 C24 C25 120.3(6) . . ? C5 C6 C7 118.9(6) . . ? N3 C23 C24 122.1(5) . . ? C27 C26 C25 120.0(5) . . ? N2 C13 C12 125.0(5) . . ? C26 C27 C19 123.8(5) . . ? N4 C31 C30 124.8(6) . . ? C14 C15 C16 120.3(6) . . ? N2 C14 C15 124.3(6) . . ? C8 C9 C1 123.3(6) . . ? C35 C36 C28 123.0(5) . . ? C32 C33 C34 120.7(6) . . ? N4 C32 C33 123.0(6) . . ? N1 C5 C6 123.5(6) . . ? C9 C8 C7 120.2(6) . . ? C36 C35 C34 120.7(6) . . ? O6 Li2 O1 117.7(6) . . ? O6 Li2 O2 130.1(5) . . ? O1 Li2 O2 94.5(4) . . ? O6 Li2 O4 119.0(5) . . ? O1 Li2 O4 96.1(4) . . ? O2 Li2 O4 91.7(5) . . ? O6 Li2 Li4 137.0(6) . . ? O1 Li2 Li4 49.2(3) . . ? O2 Li2 Li4 92.8(4) . . ? O4 Li2 Li4 46.9(3) . . ? O6 Li2 Li1 146.6(5) . . ? O1 Li2 Li1 48.0(3) . . ? O2 Li2 Li1 46.5(3) . . ? O4 Li2 Li1 94.0(4) . . ? Li4 Li2 Li1 62.5(4) . . ? O6 Li2 Li3 148.6(5) . . ? O1 Li2 Li3 92.8(4) . . ? O2 Li2 Li3 47.3(3) . . ? O4 Li2 Li3 44.8(3) . . ? Li4 Li2 Li3 58.3(4) . . ? Li1 Li2 Li3 60.5(3) . . ? O6 Li2 C28 92.6(4) . . ? O1 Li2 C28 113.2(4) . . ? O2 Li2 C28 109.4(5) . . ? O4 Li2 C28 26.57(18) . . ? Li4 Li2 C28 67.6(3) . . ? Li1 Li2 C28 120.5(4) . . ? Li3 Li2 C28 66.8(3) . . ? O7 Li3 O4 127.5(5) . . ? O7 Li3 O3 115.7(5) . . ? O4 Li3 O3 98.3(4) . . ? O7 Li3 O2 121.3(5) . . ? O4 Li3 O2 94.8(5) . . ? O3 Li3 O2 91.6(4) . . ? O7 Li3 Li4 145.4(6) . . ? O4 Li3 Li4 47.8(3) . . ? O3 Li3 Li4 50.6(3) . . ? O2 Li3 Li4 92.5(4) . . ? O7 Li3 Li1 136.6(5) . . ? O4 Li3 Li1 95.9(4) . . ? O3 Li3 Li1 46.2(3) . . ? O2 Li3 Li1 45.6(3) . . ? Li4 Li3 Li1 62.1(4) . . ? O7 Li3 Li2 151.2(5) . . ? O4 Li3 Li2 49.2(3) . . ? O3 Li3 Li2 92.1(4) . . ? O2 Li3 Li2 46.1(3) . . ? Li4 Li3 Li2 59.0(4) . . ? Li1 Li3 Li2 58.9(4) . . ? O7 Li3 C10 96.3(4) . . ? O4 Li3 C10 107.5(4) . . ? O3 Li3 C10 111.5(4) . . ? O2 Li3 C10 26.21(19) . . ? Li4 Li3 C10 118.2(4) . . ? Li1 Li3 C10 68.5(3) . . ? Li2 Li3 C10 64.7(3) . . ? O5 Li1 O2 115.6(5) . . ? O5 Li1 O3 135.0(5) . . ? O2 Li1 O3 93.0(4) . . ? O5 Li1 O1 116.7(5) . . ? O2 Li1 O1 93.5(4) . . ? O3 Li1 O1 93.9(4) . . ? O5 Li1 Li2 131.8(5) . . ? O2 Li1 Li2 47.1(3) . . ? O3 Li1 Li2 93.2(4) . . ? O1 Li1 Li2 46.4(3) . . ? O5 Li1 Li3 149.4(6) . . ? O2 Li1 Li3 47.3(3) . . ? O3 Li1 Li3 45.9(3) . . ? O1 Li1 Li3 91.8(4) . . ? Li2 Li1 Li3 60.5(4) . . ? O5 Li1 Li4 152.5(5) . . ? O2 Li1 Li4 89.5(4) . . ? O3 Li1 Li4 47.7(3) . . ? O1 Li1 Li4 46.6(3) . . ? Li2 Li1 Li4 57.9(3) . . ? Li3 Li1 Li4 56.9(3) . . ? O8 Li4 O4 120.2(5) . . ? O8 Li4 O1 123.3(5) . . ? O4 Li4 O1 98.3(4) . . ? O8 Li4 O3 121.5(6) . . ? O4 Li4 O3 95.0(4) . . ? O1 Li4 O3 91.4(4) . . ? O8 Li4 Li3 141.7(6) . . ? O4 Li4 Li3 47.3(3) . . ? O1 Li4 Li3 94.9(4) . . ? O3 Li4 Li3 47.8(3) . . ? O8 Li4 Li2 145.5(6) . . ? O4 Li4 Li2 51.0(3) . . ? O1 Li4 Li2 47.3(3) . . ? O3 Li4 Li2 93.0(4) . . ? Li3 Li4 Li2 62.6(4) . . ? O8 Li4 Li1 145.0(5) . . ? O4 Li4 Li1 94.6(4) . . ? O1 Li4 Li1 46.3(3) . . ? O3 Li4 Li1 45.5(3) . . ? Li3 Li4 Li1 60.9(4) . . ? Li2 Li4 Li1 59.6(4) . . ? O8 Li4 C1 95.9(4) . . ? O4 Li4 C1 118.3(5) . . ? O1 Li4 C1 27.46(19) . . ? O3 Li4 C1 106.8(4) . . ? Li3 Li4 C1 122.2(5) . . ? Li2 Li4 C1 70.4(4) . . ? Li1 Li4 C1 67.2(3) . . ? O8 Li4 C19 95.0(4) . . ? O4 Li4 C19 114.9(5) . . ? O1 Li4 C19 105.0(4) . . ? O3 Li4 C19 26.8(2) . . ? Li3 Li4 C19 70.5(4) . . ? Li2 Li4 C19 119.3(4) . . ? Li1 Li4 C19 64.9(3) . . ? C1 Li4 C19 109.0(4) . . ? _diffrn_measured_fraction_theta_max 0.965 _diffrn_reflns_theta_full 22.61 _diffrn_measured_fraction_theta_full 0.965 _refine_diff_density_max 0.297 _refine_diff_density_min -0.288 _refine_diff_density_rms 0.054 data_HLIF-7 _database_code_depnum_ccdc_archive 'CCDC 843795' #TrackingRef '- HLIFs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; tetrakis(miu3-7-isoquinolinoxo)- tetrakis(methanol)-tetra-lithium ; _chemical_name_common ;tetrakis(miu3-7-isoquinolinoxo)-tetrakis(methanol)-tetra- lithium ; _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H40 Li4 N4 O8' _chemical_formula_weight 732.52 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.051(4) _cell_length_b 13.239(5) _cell_length_c 14.003(5) _cell_angle_alpha 88.476(5) _cell_angle_beta 82.428(4) _cell_angle_gamma 79.801(5) _cell_volume 1998.8(12) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour colorless _exptl_crystal_size_max 0.73 _exptl_crystal_size_mid 0.52 _exptl_crystal_size_min 0.38 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.217 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 768 _exptl_absorpt_coefficient_mu 0.083 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.950 _exptl_absorpt_correction_T_max 0.969 _exptl_absorpt_process_details 'SADABS 2007/2' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12612 _diffrn_reflns_av_R_equivalents 0.0600 _diffrn_reflns_av_sigmaI/netI 0.0945 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.15 _diffrn_reflns_theta_max 22.19 _reflns_number_total 5003 _reflns_number_gt 2691 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material Platon _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^)+(0.1174P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.015(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5003 _refine_ls_number_parameters 506 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1285 _refine_ls_R_factor_gt 0.0684 _refine_ls_wR_factor_ref 0.2065 _refine_ls_wR_factor_gt 0.1807 _refine_ls_goodness_of_fit_ref 0.953 _refine_ls_restrained_S_all 0.953 _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 O1 O 0.1857(3) 0.7087(2) 0.6589(2) 0.0500(9) Uani 1 1 d . . . O2 O 0.1219(3) 0.7762(2) 0.8562(2) 0.0488(9) Uani 1 1 d . . . O3 O -0.0468(3) 0.8431(2) 0.7207(2) 0.0508(9) Uani 1 1 d . . . O4 O -0.0051(3) 0.6309(2) 0.7826(2) 0.0505(9) Uani 1 1 d . . . O8 O 0.2733(3) 0.5375(3) 0.8478(2) 0.0572(10) Uani 1 1 d . . . H8B H 0.3380 0.4933 0.8132 0.069 Uiso 1 1 calc R . . O6 O -0.1614(3) 0.7858(3) 0.9592(2) 0.0599(10) Uani 1 1 d . . . H6B H -0.2367 0.8310 0.9654 0.072 Uiso 1 1 calc R . . O5 O 0.1884(3) 0.9671(3) 0.7089(3) 0.0646(11) Uani 1 1 d . . . H5B H 0.2533 0.9734 0.6608 0.077 Uiso 1 1 calc R . . C12 C 0.3891(4) 0.8267(3) 0.9638(3) 0.0375(12) Uani 1 1 d . . . N3 N -0.5791(4) 1.0009(3) 0.6568(3) 0.0580(12) Uani 1 1 d . . . C11 C 0.3182(4) 0.7878(4) 0.9032(3) 0.0431(13) Uani 1 1 d . . . H11A H 0.3582 0.7438 0.8537 0.052 Uiso 1 1 calc R . . C7 C 0.4992(5) 0.6240(4) 0.4567(4) 0.0469(13) Uani 1 1 d . . . C10 C 0.1907(4) 0.8125(4) 0.9144(4) 0.0422(13) Uani 1 1 d . . . C16 C 0.3304(4) 0.8938(3) 1.0387(4) 0.0403(12) Uani 1 1 d . . . C1 C 0.2868(4) 0.6820(3) 0.5964(4) 0.0413(12) Uani 1 1 d . . . N2 N 0.5898(4) 0.8357(3) 1.0111(3) 0.0545(12) Uani 1 1 d . . . C29 C -0.2024(4) 0.5819(4) 0.7956(4) 0.0465(13) Uani 1 1 d . . . H29A H -0.2416 0.6502 0.7954 0.056 Uiso 1 1 calc R . . C30 C -0.2749(4) 0.5035(4) 0.8029(3) 0.0424(13) Uani 1 1 d . . . N4 N -0.4790(4) 0.4538(4) 0.8210(3) 0.0526(12) Uani 1 1 d . . . N1 N 0.7314(4) 0.6504(4) 0.5037(4) 0.0662(13) Uani 1 1 d . . . C15 C 0.4065(5) 0.9296(4) 1.0991(4) 0.0502(14) Uani 1 1 d . . . H15A H 0.3710 0.9738 1.1496 0.060 Uiso 1 1 calc R . . C28 C -0.0746(4) 0.5593(4) 0.7888(3) 0.0404(12) Uani 1 1 d . . . C21 C -0.3597(4) 0.9530(3) 0.6676(3) 0.0405(12) Uani 1 1 d . . . C2 C 0.4030(4) 0.6891(4) 0.6165(3) 0.0456(13) Uani 1 1 d . . . H2B H 0.4118 0.7126 0.6768 0.055 Uiso 1 1 calc R . . C13 C 0.5195(5) 0.8020(4) 0.9549(4) 0.0488(13) Uani 1 1 d . . . H13A H 0.5590 0.7581 0.9051 0.059 Uiso 1 1 calc R . . C19 C -0.1412(4) 0.9049(4) 0.6864(4) 0.0469(13) Uani 1 1 d . . . C20 C -0.2620(4) 0.8876(3) 0.7060(3) 0.0424(13) Uani 1 1 d . . . H20A H -0.2790 0.8324 0.7447 0.051 Uiso 1 1 calc R . . C17 C 0.2007(5) 0.9206(4) 1.0500(4) 0.0487(14) Uani 1 1 d . . . H17A H 0.1604 0.9654 1.0988 0.058 Uiso 1 1 calc R . . C3 C 0.5100(4) 0.6618(4) 0.5486(4) 0.0436(13) Uani 1 1 d . . . O7 O -0.0534(4) 0.6883(4) 0.5430(3) 0.0962(15) Uani 1 1 d . . . H7A H -0.0893 0.6316 0.5331 0.115 Uiso 1 1 calc R . . C18 C 0.1336(5) 0.8815(4) 0.9899(4) 0.0499(14) Uani 1 1 d . . . H18A H 0.0478 0.9004 0.9984 0.060 Uiso 1 1 calc R . . C9 C 0.2786(5) 0.6439(4) 0.5034(4) 0.0485(14) Uani 1 1 d . . . H9A H 0.2011 0.6379 0.4876 0.058 Uiso 1 1 calc R . . C22 C -0.4845(5) 0.9412(4) 0.6880(4) 0.0500(14) Uani 1 1 d . . . H22A H -0.5015 0.8862 0.7270 0.060 Uiso 1 1 calc R . . C31 C -0.4064(5) 0.5242(4) 0.8109(4) 0.0514(14) Uani 1 1 d . . . H31A H -0.4447 0.5925 0.8089 0.062 Uiso 1 1 calc R . . C35 C -0.0890(5) 0.3770(4) 0.7959(4) 0.0564(15) Uani 1 1 d . . . H35A H -0.0492 0.3089 0.7963 0.068 Uiso 1 1 calc R . . C34 C -0.2193(4) 0.3994(4) 0.8021(3) 0.0441(13) Uani 1 1 d . . . C14 C 0.5313(5) 0.8995(4) 1.0833(4) 0.0556(15) Uani 1 1 d . . . H14A H 0.5792 0.9240 1.1243 0.067 Uiso 1 1 calc R . . C33 C -0.2965(5) 0.3243(4) 0.8125(4) 0.0598(16) Uani 1 1 d . . . H33A H -0.2621 0.2549 0.8127 0.072 Uiso 1 1 calc R . . C8 C 0.3788(5) 0.6166(4) 0.4376(4) 0.0573(15) Uani 1 1 d . . . H8A H 0.3684 0.5921 0.3781 0.069 Uiso 1 1 calc R . . C36 C -0.0196(5) 0.4545(4) 0.7892(4) 0.0525(14) Uani 1 1 d . . . H36A H 0.0662 0.4371 0.7849 0.063 Uiso 1 1 calc R . . C4 C 0.6309(5) 0.6712(4) 0.5668(4) 0.0557(15) Uani 1 1 d . . . H4B H 0.6397 0.6936 0.6275 0.067 Uiso 1 1 calc R . . C5 C 0.7174(5) 0.6137(5) 0.4166(4) 0.0708(17) Uani 1 1 d . . . H5A H 0.7877 0.5969 0.3718 0.085 Uiso 1 1 calc R . . C6 C 0.6058(5) 0.6002(4) 0.3912(4) 0.0617(16) Uani 1 1 d . . . H6A H 0.6015 0.5753 0.3305 0.074 Uiso 1 1 calc R . . C25 C -0.3367(5) 1.0382(4) 0.6101(4) 0.0577(16) Uani 1 1 d . . . C27 C -0.1195(5) 0.9902(5) 0.6273(5) 0.0745(19) Uani 1 1 d . . . H27A H -0.0389 1.0032 0.6137 0.089 Uiso 1 1 calc R . . C24 C -0.4390(6) 1.1009(4) 0.5770(5) 0.079(2) Uani 1 1 d . . . H24A H -0.4272 1.1573 0.5381 0.094 Uiso 1 1 calc R . . C32 C -0.4213(6) 0.3545(5) 0.8221(4) 0.0615(16) Uani 1 1 d . . . H32A H -0.4705 0.3039 0.8301 0.074 Uiso 1 1 calc R . . C40 C 0.2469(6) 0.5322(5) 0.9508(5) 0.088(2) Uani 1 1 d . . . H40A H 0.3052 0.4782 0.9749 0.132 Uiso 1 1 calc R . . H40B H 0.1644 0.5185 0.9681 0.132 Uiso 1 1 calc R . . H40C H 0.2535 0.5964 0.9782 0.132 Uiso 1 1 calc R . . C26 C -0.2114(6) 1.0530(5) 0.5903(5) 0.088(2) Uani 1 1 d . . . H26A H -0.1927 1.1073 0.5509 0.106 Uiso 1 1 calc R . . C23 C -0.5535(5) 1.0803(5) 0.6009(5) 0.0727(18) Uani 1 1 d . . . H23A H -0.6190 1.1234 0.5774 0.087 Uiso 1 1 calc R . . C38 C -0.1194(6) 0.7237(5) 1.0338(5) 0.087(2) Uani 1 1 d . . . H38A H -0.1792 0.7357 1.0904 0.131 Uiso 1 1 calc R . . H38B H -0.0418 0.7394 1.0472 0.131 Uiso 1 1 calc R . . H38C H -0.1082 0.6529 1.0154 0.131 Uiso 1 1 calc R . . Li2 Li -0.0492(7) 0.7693(7) 0.8426(6) 0.053(2) Uani 1 1 d . . . C37 C 0.1347(6) 1.0510(5) 0.7698(5) 0.093(2) Uani 1 1 d . . . H37A H 0.1751 1.1084 0.7517 0.139 Uiso 1 1 calc R . . H37B H 0.1445 1.0322 0.8354 0.139 Uiso 1 1 calc R . . H37C H 0.0481 1.0693 0.7636 0.139 Uiso 1 1 calc R . . Li3 Li 0.0114(8) 0.7057(7) 0.6589(6) 0.056(2) Uani 1 1 d . . . Li1 Li 0.1270(7) 0.8400(7) 0.7257(6) 0.055(2) Uani 1 1 d . . . C39 C -0.0435(9) 0.7755(7) 0.4634(7) 0.156(4) Uani 1 1 d . . . H39A H -0.0786 0.7587 0.4080 0.234 Uiso 1 1 calc R . . H39B H 0.0421 0.7805 0.4451 0.234 Uiso 1 1 calc R . . H39C H -0.0879 0.8400 0.4892 0.234 Uiso 1 1 calc R . . Li4 Li 0.1660(7) 0.6419(6) 0.7863(6) 0.047(2) 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 O1 0.035(2) 0.071(2) 0.044(2) -0.0067(18) 0.0036(18) -0.0153(17) O2 0.035(2) 0.067(2) 0.045(2) -0.0072(17) -0.0081(17) -0.0083(17) O3 0.0301(19) 0.062(2) 0.060(2) 0.0067(18) -0.0116(17) -0.0051(17) O4 0.038(2) 0.061(2) 0.056(2) -0.0014(18) -0.0040(17) -0.0189(18) O8 0.054(2) 0.067(2) 0.045(2) -0.0034(18) 0.0019(18) -0.0004(18) O6 0.041(2) 0.081(3) 0.052(2) 0.007(2) -0.0061(18) 0.0031(18) O5 0.045(2) 0.062(2) 0.083(3) 0.001(2) 0.006(2) -0.0117(19) C12 0.032(3) 0.040(3) 0.039(3) -0.007(2) 0.000(2) -0.007(2) N3 0.042(3) 0.059(3) 0.074(3) 0.004(3) -0.013(2) -0.008(2) C11 0.033(3) 0.053(3) 0.041(3) -0.016(2) 0.000(2) -0.003(2) C7 0.037(3) 0.063(3) 0.040(3) -0.009(3) -0.004(3) -0.004(3) C10 0.037(3) 0.048(3) 0.043(3) 0.000(3) -0.014(3) -0.006(2) C16 0.042(3) 0.039(3) 0.042(3) 0.003(3) -0.006(3) -0.013(2) C1 0.038(3) 0.050(3) 0.037(3) 0.002(2) -0.007(3) -0.009(2) N2 0.043(3) 0.070(3) 0.054(3) -0.007(3) -0.007(2) -0.018(2) C29 0.040(3) 0.044(3) 0.056(4) -0.002(3) -0.010(3) -0.006(3) C30 0.035(3) 0.052(3) 0.039(3) 0.004(2) -0.004(2) -0.005(3) N4 0.045(3) 0.064(3) 0.051(3) 0.002(2) -0.006(2) -0.017(3) N1 0.039(3) 0.105(4) 0.055(3) -0.013(3) -0.002(3) -0.016(3) C15 0.048(4) 0.057(3) 0.047(4) -0.013(3) -0.001(3) -0.012(3) C28 0.040(3) 0.046(3) 0.036(3) 0.001(2) -0.007(2) -0.008(3) C21 0.034(3) 0.040(3) 0.048(3) -0.001(2) -0.006(2) -0.008(2) C2 0.042(3) 0.070(4) 0.028(3) -0.005(2) -0.001(3) -0.018(3) C13 0.040(3) 0.062(3) 0.047(3) -0.009(3) -0.003(3) -0.014(3) C19 0.039(3) 0.055(3) 0.045(3) -0.004(3) -0.003(3) -0.006(3) C20 0.039(3) 0.042(3) 0.046(3) 0.001(2) -0.005(3) -0.008(2) C17 0.044(3) 0.049(3) 0.052(4) -0.012(3) -0.004(3) -0.003(3) C3 0.036(3) 0.055(3) 0.042(3) 0.001(3) -0.007(3) -0.011(2) O7 0.060(3) 0.178(5) 0.062(3) -0.024(3) -0.008(2) -0.046(3) C18 0.035(3) 0.058(3) 0.053(4) -0.006(3) -0.001(3) 0.001(3) C9 0.037(3) 0.069(4) 0.042(4) -0.006(3) -0.012(3) -0.009(3) C22 0.042(3) 0.049(3) 0.057(4) 0.005(3) -0.005(3) -0.007(3) C31 0.045(3) 0.055(3) 0.053(4) -0.009(3) -0.003(3) -0.007(3) C35 0.054(4) 0.053(3) 0.059(4) 0.002(3) -0.012(3) 0.001(3) C34 0.040(3) 0.049(3) 0.043(3) 0.010(2) -0.007(2) -0.007(3) C14 0.055(4) 0.069(4) 0.049(4) -0.009(3) -0.018(3) -0.019(3) C33 0.061(4) 0.044(3) 0.077(4) 0.023(3) -0.018(3) -0.014(3) C8 0.052(4) 0.087(4) 0.035(3) -0.013(3) -0.012(3) -0.010(3) C36 0.035(3) 0.065(4) 0.056(4) -0.002(3) -0.005(3) -0.004(3) C4 0.041(3) 0.083(4) 0.044(4) -0.007(3) -0.006(3) -0.012(3) C5 0.053(4) 0.109(5) 0.046(4) -0.022(3) 0.008(3) -0.007(3) C6 0.047(4) 0.095(4) 0.044(4) -0.021(3) -0.008(3) -0.008(3) C25 0.047(4) 0.056(3) 0.072(4) 0.020(3) -0.017(3) -0.010(3) C27 0.044(3) 0.086(4) 0.097(5) 0.046(4) -0.012(3) -0.025(3) C24 0.063(4) 0.067(4) 0.108(6) 0.036(4) -0.021(4) -0.015(3) C32 0.066(4) 0.064(4) 0.062(4) 0.014(3) -0.016(3) -0.028(3) C40 0.098(5) 0.096(5) 0.062(5) 0.017(4) 0.007(4) -0.012(4) C26 0.056(4) 0.094(5) 0.123(6) 0.057(4) -0.022(4) -0.034(4) C23 0.043(4) 0.070(4) 0.105(5) 0.020(4) -0.020(3) -0.005(3) C38 0.074(4) 0.100(5) 0.086(5) 0.017(4) -0.008(4) -0.012(4) Li2 0.035(5) 0.071(6) 0.053(6) -0.002(4) -0.009(4) -0.008(4) C37 0.081(5) 0.078(5) 0.111(6) -0.010(4) 0.010(4) -0.009(4) Li3 0.048(5) 0.070(6) 0.051(6) -0.005(5) -0.005(4) -0.013(5) Li1 0.038(5) 0.066(6) 0.060(6) -0.002(5) -0.003(4) -0.011(4) C39 0.185(10) 0.179(9) 0.117(8) 0.059(7) -0.030(7) -0.070(7) Li4 0.038(5) 0.056(5) 0.048(5) -0.008(4) -0.004(4) -0.008(4) _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 O1 C1 1.327(5) . ? O1 Li3 1.934(9) . ? O1 Li1 1.961(10) . ? O1 Li4 1.973(9) . ? O2 C10 1.337(5) . ? O2 Li2 1.943(8) . ? O2 Li1 1.991(9) . ? O2 Li4 2.005(9) . ? O3 C19 1.341(5) . ? O3 Li1 1.925(8) . ? O3 Li2 1.944(9) . ? O3 Li3 1.998(10) . ? O4 C28 1.316(5) . ? O4 Li4 1.930(8) . ? O4 Li3 1.975(9) . ? O4 Li2 1.989(9) . ? O8 C40 1.435(7) . ? O8 Li4 1.919(9) . ? O6 C38 1.390(6) . ? O6 Li2 1.908(9) . ? O5 C37 1.413(7) . ? O5 Li1 1.920(9) . ? C12 C11 1.393(6) . ? C12 C16 1.406(6) . ? C12 C13 1.410(6) . ? N3 C22 1.309(6) . ? N3 C23 1.342(6) . ? C11 C10 1.378(6) . ? C7 C6 1.388(7) . ? C7 C8 1.412(6) . ? C7 C3 1.421(7) . ? C10 C18 1.421(7) . ? C16 C17 1.403(6) . ? C16 C15 1.412(6) . ? C1 C2 1.370(6) . ? C1 C9 1.428(7) . ? N2 C13 1.312(6) . ? N2 C14 1.355(7) . ? C29 C28 1.383(6) . ? C29 C30 1.413(6) . ? C30 C34 1.405(6) . ? C30 C31 1.420(6) . ? N4 C31 1.326(6) . ? N4 C32 1.357(6) . ? N1 C4 1.318(6) . ? N1 C5 1.361(7) . ? C15 C14 1.356(7) . ? C28 C36 1.413(6) . ? C21 C22 1.407(6) . ? C21 C25 1.409(6) . ? C21 C20 1.415(6) . ? C2 C3 1.415(6) . ? C19 C20 1.384(6) . ? C19 C27 1.419(7) . ? C17 C18 1.361(7) . ? C3 C4 1.419(6) . ? O7 C39 1.591(8) . ? O7 Li3 1.894(9) . ? C9 C8 1.346(7) . ? C35 C36 1.380(6) . ? C35 C34 1.410(6) . ? C34 C33 1.414(7) . ? C33 C32 1.355(7) . ? C5 C6 1.370(7) . ? C25 C24 1.403(7) . ? C25 C26 1.423(7) . ? C27 C26 1.345(7) . ? C24 C23 1.339(7) . ? C38 Li2 2.770(11) . ? Li2 Li1 2.659(11) . ? Li2 Li3 2.689(13) . ? Li2 Li4 2.698(12) . ? Li3 Li1 2.623(12) . ? Li3 Li4 2.651(12) . ? Li1 Li4 2.714(12) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 O1 Li3 134.7(4) . . ? C1 O1 Li1 128.3(4) . . ? Li3 O1 Li1 84.7(4) . . ? C1 O1 Li4 121.3(4) . . ? Li3 O1 Li4 85.5(4) . . ? Li1 O1 Li4 87.2(4) . . ? C10 O2 Li2 141.7(4) . . ? C10 O2 Li1 114.5(4) . . ? Li2 O2 Li1 85.1(4) . . ? C10 O2 Li4 126.0(4) . . ? Li2 O2 Li4 86.2(4) . . ? Li1 O2 Li4 85.6(4) . . ? C19 O3 Li1 137.9(4) . . ? C19 O3 Li2 127.8(4) . . ? Li1 O3 Li2 86.8(4) . . ? C19 O3 Li3 117.4(4) . . ? Li1 O3 Li3 83.9(4) . . ? Li2 O3 Li3 86.0(4) . . ? C28 O4 Li4 138.6(4) . . ? C28 O4 Li3 116.8(4) . . ? Li4 O4 Li3 85.5(4) . . ? C28 O4 Li2 126.7(4) . . ? Li4 O4 Li2 87.0(3) . . ? Li3 O4 Li2 85.4(4) . . ? C40 O8 Li4 115.6(4) . . ? C38 O6 Li2 113.3(4) . . ? C37 O5 Li1 119.8(4) . . ? C11 C12 C16 119.8(4) . . ? C11 C12 C13 123.4(5) . . ? C16 C12 C13 116.8(4) . . ? C22 N3 C23 116.5(4) . . ? C10 C11 C12 122.0(5) . . ? C6 C7 C8 124.6(5) . . ? C6 C7 C3 118.4(5) . . ? C8 C7 C3 116.9(5) . . ? O2 C10 C11 122.5(5) . . ? O2 C10 C18 120.4(4) . . ? C11 C10 C18 117.1(4) . . ? C17 C16 C12 118.7(4) . . ? C17 C16 C15 123.8(5) . . ? C12 C16 C15 117.5(4) . . ? O1 C1 C2 122.7(4) . . ? O1 C1 C9 120.7(4) . . ? C2 C1 C9 116.7(5) . . ? C13 N2 C14 116.8(4) . . ? C28 C29 C30 121.3(5) . . ? C34 C30 C29 121.1(4) . . ? C34 C30 C31 116.2(4) . . ? C29 C30 C31 122.7(5) . . ? C31 N4 C32 116.5(4) . . ? C4 N1 C5 116.9(5) . . ? C14 C15 C16 120.0(5) . . ? O4 C28 C29 122.5(4) . . ? O4 C28 C36 120.4(4) . . ? C29 C28 C36 117.1(4) . . ? C22 C21 C25 116.1(4) . . ? C22 C21 C20 123.1(4) . . ? C25 C21 C20 120.8(4) . . ? C1 C2 C3 122.1(4) . . ? N2 C13 C12 125.4(5) . . ? O3 C19 C20 121.8(4) . . ? O3 C19 C27 120.4(4) . . ? C20 C19 C27 117.8(4) . . ? C19 C20 C21 120.7(4) . . ? C18 C17 C16 120.3(5) . . ? C2 C3 C4 123.2(5) . . ? C2 C3 C7 120.0(4) . . ? C4 C3 C7 116.7(5) . . ? C39 O7 Li3 116.6(5) . . ? C17 C18 C10 122.0(5) . . ? C8 C9 C1 122.6(5) . . ? N3 C22 C21 125.8(5) . . ? N4 C31 C30 125.2(5) . . ? C36 C35 C34 120.9(5) . . ? C30 C34 C35 117.2(4) . . ? C30 C34 C33 118.6(5) . . ? C35 C34 C33 124.1(5) . . ? N2 C14 C15 123.4(5) . . ? C32 C33 C34 119.3(5) . . ? C9 C8 C7 121.7(5) . . ? C35 C36 C28 122.2(5) . . ? N1 C4 C3 124.6(5) . . ? N1 C5 C6 123.9(5) . . ? C5 C6 C7 119.5(5) . . ? C24 C25 C21 117.3(5) . . ? C24 C25 C26 125.6(5) . . ? C21 C25 C26 117.1(5) . . ? C26 C27 C19 122.1(5) . . ? C23 C24 C25 120.6(5) . . ? C33 C32 N4 124.1(5) . . ? C27 C26 C25 121.5(5) . . ? C24 C23 N3 123.7(5) . . ? O6 C38 Li2 39.2(3) . . ? O6 Li2 O3 132.4(5) . . ? O6 Li2 O2 115.2(4) . . ? O3 Li2 O2 94.3(4) . . ? O6 Li2 O4 118.3(4) . . ? O3 Li2 O4 94.7(4) . . ? O2 Li2 O4 93.3(4) . . ? O6 Li2 Li1 147.8(5) . . ? O3 Li2 Li1 46.3(3) . . ? O2 Li2 Li1 48.2(3) . . ? O4 Li2 Li1 92.2(4) . . ? O6 Li2 Li3 151.0(4) . . ? O3 Li2 Li3 47.8(3) . . ? O2 Li2 Li3 92.3(4) . . ? O4 Li2 Li3 47.1(3) . . ? Li1 Li2 Li3 58.7(3) . . ? O6 Li2 Li4 134.1(4) . . ? O3 Li2 Li4 93.5(4) . . ? O2 Li2 Li4 47.9(3) . . ? O4 Li2 Li4 45.6(3) . . ? Li1 Li2 Li4 60.9(3) . . ? Li3 Li2 Li4 59.0(3) . . ? O6 Li2 C38 27.5(2) . . ? O3 Li2 C38 159.4(5) . . ? O2 Li2 C38 96.1(3) . . ? O4 Li2 C38 102.4(4) . . ? Li1 Li2 C38 142.6(4) . . ? Li3 Li2 C38 148.8(4) . . ? Li4 Li2 C38 106.7(3) . . ? O7 Li3 O1 121.0(5) . . ? O7 Li3 O4 130.1(5) . . ? O1 Li3 O4 94.3(4) . . ? O7 Li3 O3 114.9(5) . . ? O1 Li3 O3 94.9(4) . . ? O4 Li3 O3 93.5(4) . . ? O7 Li3 Li1 135.9(5) . . ? O1 Li3 Li1 48.1(3) . . ? O4 Li3 Li1 93.6(4) . . ? O3 Li3 Li1 46.9(3) . . ? O7 Li3 Li4 151.1(5) . . ? O1 Li3 Li4 47.9(3) . . ? O4 Li3 Li4 46.5(3) . . ? O3 Li3 Li4 93.7(4) . . ? Li1 Li3 Li4 61.9(3) . . ? O7 Li3 Li2 144.0(5) . . ? O1 Li3 Li2 93.5(4) . . ? O4 Li3 Li2 47.5(3) . . ? O3 Li3 Li2 46.1(3) . . ? Li1 Li3 Li2 60.1(3) . . ? Li4 Li3 Li2 60.7(3) . . ? O5 Li1 O3 118.0(5) . . ? O5 Li1 O1 129.9(5) . . ? O3 Li1 O1 96.4(4) . . ? O5 Li1 O2 117.3(5) . . ? O3 Li1 O2 93.4(4) . . ? O1 Li1 O2 93.8(4) . . ? O5 Li1 Li3 148.8(5) . . ? O3 Li1 Li3 49.2(3) . . ? O1 Li1 Li3 47.2(3) . . ? O2 Li1 Li3 93.2(4) . . ? O5 Li1 Li2 136.3(5) . . ? O3 Li1 Li2 46.9(3) . . ? O1 Li1 Li2 93.8(4) . . ? O2 Li1 Li2 46.7(3) . . ? Li3 Li1 Li2 61.2(3) . . ? O5 Li1 Li4 147.4(4) . . ? O3 Li1 Li4 93.4(3) . . ? O1 Li1 Li4 46.6(3) . . ? O2 Li1 Li4 47.4(3) . . ? Li3 Li1 Li4 59.5(3) . . ? Li2 Li1 Li4 60.3(3) . . ? O8 Li4 O4 120.5(4) . . ? O8 Li4 O1 132.1(5) . . ? O4 Li4 O1 94.5(4) . . ? O8 Li4 O2 114.5(4) . . ? O4 Li4 O2 93.2(4) . . ? O1 Li4 O2 93.0(4) . . ? O8 Li4 Li3 152.8(5) . . ? O4 Li4 Li3 48.0(3) . . ? O1 Li4 Li3 46.6(3) . . ? O2 Li4 Li3 92.0(4) . . ? O8 Li4 Li2 135.2(4) . . ? O4 Li4 Li2 47.4(3) . . ? O1 Li4 Li2 92.3(4) . . ? O2 Li4 Li2 45.9(3) . . ? Li3 Li4 Li2 60.3(3) . . ? O8 Li4 Li1 145.7(4) . . ? O4 Li4 Li1 91.9(3) . . ? O1 Li4 Li1 46.2(3) . . ? O2 Li4 Li1 47.0(3) . . ? Li3 Li4 Li1 58.5(3) . . ? Li2 Li4 Li1 58.9(3) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 22.19 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.962 _refine_diff_density_min -0.397 _refine_diff_density_rms 0.062 data_HLIF-8 _database_code_depnum_ccdc_archive 'CCDC 843796' #TrackingRef '- HLIFs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; tetrakis(miu3-4-(4-pyridyl)phenoxo)- tetrakis(methanol)-tetra-lithium ; _chemical_name_common ;tetrakis(miu3-4-(4-pyridyl)phenoxo)-tetrakis(methanol)-tetra- lithium ; _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H48 Li4 N4 O8' _chemical_formula_weight 836.66 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M I4(1)/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-y+3/4, x+1/4, z+1/4' 'y+3/4, -x+3/4, z+3/4' 'x+1/2, y+1/2, z+1/2' '-x+1, -y+1/2, z+1' '-y+5/4, x+3/4, z+3/4' 'y+5/4, -x+5/4, z+5/4' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'y-3/4, -x-1/4, -z-1/4' '-y-3/4, x-3/4, -z-3/4' '-x+1/2, -y+1/2, -z+1/2' 'x, y+1/2, -z' 'y-1/4, -x+1/4, -z+1/4' '-y-1/4, x-1/4, -z-1/4' _cell_length_a 16.813(7) _cell_length_b 16.813(7) _cell_length_c 16.561(19) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4682(6) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour colorless _exptl_crystal_size_max 0.61 _exptl_crystal_size_mid 0.58 _exptl_crystal_size_min 0.55 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.187 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1760 _exptl_absorpt_coefficient_mu 0.079 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.984 _exptl_absorpt_correction_T_max 0.987 _exptl_absorpt_process_details 'SADABS 2007/2' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 1482 _diffrn_reflns_av_R_equivalents 0.3337 _diffrn_reflns_av_sigmaI/netI 0.1653 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -6 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.42 _diffrn_reflns_theta_max 25.36 _reflns_number_total 960 _reflns_number_gt 457 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material Platon _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^)+(0.1741P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 960 _refine_ls_number_parameters 145 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1663 _refine_ls_R_factor_gt 0.0972 _refine_ls_wR_factor_ref 0.2927 _refine_ls_wR_factor_gt 0.2486 _refine_ls_goodness_of_fit_ref 0.971 _refine_ls_restrained_S_all 0.971 _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 O1 O 0.4224(2) 0.7134(2) 1.0625(4) 0.0533(18) Uani 1 1 d . . . C4 C 0.2750(4) 0.6666(4) 0.8651(5) 0.049(2) Uani 1 1 d . . . C5 C 0.2236(5) 0.6488(4) 0.7935(6) 0.054(2) Uani 1 1 d . . . C1 C 0.3736(4) 0.6987(4) 0.9995(5) 0.045(2) Uani 1 1 d . . . O2 O 0.4131(3) 0.8993(3) 1.0066(3) 0.0699(19) Uani 1 1 d . . . H2B H 0.4151 0.8925 0.9509 0.084 Uiso 1 1 calc R . . C11 C 0.2950(5) 0.7177(5) 0.9987(6) 0.068(3) Uani 1 1 d . . . H11A H 0.2733 0.7417 1.0442 0.081 Uiso 1 1 calc R . . N1 N 0.1314(5) 0.6180(4) 0.6525(6) 0.079(2) Uani 1 1 d . . . C10 C 0.2460(4) 0.7032(4) 0.9339(6) 0.060(3) Uani 1 1 d . . . H10A H 0.1928 0.7180 0.9363 0.072 Uiso 1 1 calc R . . C2 C 0.4037(4) 0.6638(5) 0.9306(7) 0.077(3) Uani 1 1 d . . . H2A H 0.4575 0.6512 0.9284 0.092 Uiso 1 1 calc R . . C9 C 0.1482(5) 0.6754(5) 0.7843(7) 0.088(4) Uani 1 1 d . . . H9A H 0.1250 0.7055 0.8250 0.106 Uiso 1 1 calc R . . Li1 Li 0.4647(6) 0.8240(7) 1.0699(9) 0.054(4) Uani 1 1 d . . . C8 C 0.1049(6) 0.6581(6) 0.7146(8) 0.082(3) Uani 1 1 d . . . H8A H 0.0528 0.6767 0.7121 0.099 Uiso 1 1 calc R . . C3 C 0.3559(5) 0.6468(5) 0.8642(6) 0.077(3) Uani 1 1 d . . . H3A H 0.3778 0.6221 0.8191 0.092 Uiso 1 1 calc R . . C7 C 0.2036(7) 0.5925(9) 0.6618(9) 0.153(6) Uani 1 1 d . . . H7A H 0.2257 0.5637 0.6194 0.184 Uiso 1 1 calc R . . C6 C 0.2513(7) 0.6046(8) 0.7300(9) 0.133(5) Uani 1 1 d . . . H6A H 0.3019 0.5824 0.7322 0.160 Uiso 1 1 calc R . . C12 C 0.3750(15) 0.9596(13) 1.0334(14) 0.38(2) Uani 1 1 d . . . H12A H 0.3543 0.9898 0.9889 0.572 Uiso 1 1 calc R . . H12B H 0.4102 0.9924 1.0646 0.572 Uiso 1 1 calc R . . H12C H 0.3318 0.9420 1.0669 0.572 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 O1 0.066(3) 0.065(3) 0.029(5) -0.001(2) -0.005(3) -0.0072(19) C4 0.055(5) 0.052(5) 0.039(7) 0.011(4) -0.015(4) -0.008(3) C5 0.064(5) 0.060(5) 0.038(7) 0.003(4) -0.007(4) -0.008(3) C1 0.066(6) 0.048(5) 0.022(7) 0.000(4) -0.002(4) -0.006(3) O2 0.093(4) 0.077(4) 0.040(5) -0.011(3) -0.015(3) 0.013(3) C11 0.056(6) 0.094(6) 0.053(9) -0.015(5) -0.003(5) 0.006(4) N1 0.088(6) 0.093(6) 0.056(7) -0.006(5) -0.029(5) -0.003(4) C10 0.038(5) 0.091(6) 0.052(8) -0.017(5) -0.006(5) -0.001(3) C2 0.055(6) 0.124(7) 0.051(9) -0.023(6) -0.020(5) 0.021(4) C9 0.071(7) 0.116(7) 0.076(11) -0.021(6) -0.033(6) 0.022(5) Li1 0.057(7) 0.081(8) 0.024(12) 0.001(7) -0.001(6) 0.003(5) C8 0.077(7) 0.098(7) 0.071(11) -0.001(7) -0.033(6) 0.006(5) C3 0.088(7) 0.094(6) 0.049(9) -0.030(5) -0.020(5) 0.031(4) C7 0.101(9) 0.255(15) 0.104(14) -0.114(11) -0.062(9) 0.058(9) C6 0.111(10) 0.208(13) 0.081(12) -0.054(11) -0.036(8) 0.074(8) C12 0.58(4) 0.36(3) 0.20(3) -0.18(3) -0.23(3) 0.39(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 O1 C1 1.349(9) . ? O1 Li1 1.949(15) 12_768 ? O1 Li1 1.994(12) . ? O1 Li1 2.003(12) 6_564 ? C4 C10 1.383(12) . ? C4 C3 1.400(10) . ? C4 C5 1.497(11) . ? C5 C9 1.353(10) . ? C5 C6 1.369(13) . ? C1 C11 1.360(9) . ? C1 C2 1.380(12) . ? O2 C12 1.280(14) . ? O2 Li1 1.859(14) . ? C11 C10 1.375(12) . ? N1 C7 1.296(12) . ? N1 C8 1.309(13) . ? C2 C3 1.391(13) . ? C9 C8 1.396(15) . ? Li1 O1 1.949(15) 15_567 ? Li1 O1 2.003(12) 6_564 ? Li1 Li1 2.67(2) 15_567 ? Li1 Li1 2.67(2) 12_768 ? Li1 Li1 2.76(2) 6_564 ? C7 C6 1.400(16) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 O1 Li1 142.5(5) . 12_768 ? C1 O1 Li1 115.8(6) . . ? Li1 O1 Li1 85.2(6) 12_768 . ? C1 O1 Li1 124.5(7) . 6_564 ? Li1 O1 Li1 85.0(6) 12_768 6_564 ? Li1 O1 Li1 87.2(5) . 6_564 ? C10 C4 C3 117.2(8) . . ? C10 C4 C5 122.5(7) . . ? C3 C4 C5 120.3(9) . . ? C9 C5 C6 114.3(9) . . ? C9 C5 C4 124.3(9) . . ? C6 C5 C4 121.4(8) . . ? O1 C1 C11 123.8(8) . . ? O1 C1 C2 119.7(7) . . ? C11 C1 C2 116.6(8) . . ? C12 O2 Li1 125.3(12) . . ? C1 C11 C10 123.3(9) . . ? C7 N1 C8 113.4(9) . . ? C11 C10 C4 120.6(7) . . ? C1 C2 C3 122.0(8) . . ? C5 C9 C8 121.0(10) . . ? O2 Li1 O1 122.5(7) . 15_567 ? O2 Li1 O1 115.7(7) . . ? O1 Li1 O1 95.0(6) 15_567 . ? O2 Li1 O1 128.4(8) . 6_564 ? O1 Li1 O1 94.7(6) 15_567 6_564 ? O1 Li1 O1 92.4(5) . 6_564 ? O2 Li1 Li1 150.8(7) . 15_567 ? O1 Li1 Li1 48.1(5) 15_567 15_567 ? O1 Li1 Li1 93.5(4) . 15_567 ? O1 Li1 Li1 46.7(3) 6_564 15_567 ? O2 Li1 Li1 137.8(7) . 12_768 ? O1 Li1 Li1 48.4(6) 15_567 12_768 ? O1 Li1 Li1 46.7(3) . 12_768 ? O1 Li1 Li1 93.3(4) 6_564 12_768 ? Li1 Li1 Li1 62.1(6) 15_567 12_768 ? O2 Li1 Li1 144.6(5) . 6_564 ? O1 Li1 Li1 91.9(3) 15_567 6_564 ? O1 Li1 Li1 46.5(4) . 6_564 ? O1 Li1 Li1 46.3(3) 6_564 6_564 ? Li1 Li1 Li1 58.9(3) 15_567 6_564 ? Li1 Li1 Li1 58.9(3) 12_768 6_564 ? N1 C8 C9 125.4(9) . . ? C2 C3 C4 120.3(9) . . ? N1 C7 C6 125.7(11) . . ? C5 C6 C7 120.3(9) . . ? _diffrn_measured_fraction_theta_max 0.445 _diffrn_reflns_theta_full 25.36 _diffrn_measured_fraction_theta_full 0.445 _refine_diff_density_max 0.244 _refine_diff_density_min -0.262 _refine_diff_density_rms 0.068 # Attachment '- HLIFs.cif' data_HLIF-0 _database_code_depnum_ccdc_archive 'CCDC 843797' #TrackingRef '- HLIFs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; tetrakis(miu3-4-pyridinoxo)- tetrakis(methanol)-tetra-lithium ; _chemical_name_common tetrakis(miu3-4-pyridinoxo)-tetrakis(methanol)-tetra-lithium _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H32 Li4 N4 O8' _chemical_formula_weight 532.30 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pcca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z' '-x, y, -z+1/2' 'x+1/2, -y, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z' 'x, -y, z-1/2' '-x-1/2, y, z-1/2' _cell_length_a 17.7886(4) _cell_length_b 8.5114(2) _cell_length_c 19.2578(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2915.74(12) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour colorless _exptl_crystal_size_max 0.550 _exptl_crystal_size_mid 0.493 _exptl_crystal_size_min 0.428 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.213 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1120 _exptl_absorpt_coefficient_mu 0.088 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.953 _exptl_absorpt_correction_T_max 0.963 _exptl_absorpt_process_details 'SADABS 2007/2' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11002 _diffrn_reflns_av_R_equivalents 0.0361 _diffrn_reflns_av_sigmaI/netI 0.0294 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.12 _diffrn_reflns_theta_max 24.99 _reflns_number_total 2567 _reflns_number_gt 1911 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material Platon _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^)+(0.1258P)^2^+6.4963P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2567 _refine_ls_number_parameters 181 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0997 _refine_ls_R_factor_gt 0.0769 _refine_ls_wR_factor_ref 0.2448 _refine_ls_wR_factor_gt 0.2207 _refine_ls_goodness_of_fit_ref 1.062 _refine_ls_restrained_S_all 1.062 _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 O1 O 0.18993(13) 0.3959(3) 1.00030(12) 0.0251(6) Uani 1 1 d . . . O2 O 0.19740(14) 0.6324(3) 0.89456(13) 0.0276(6) Uani 1 1 d . . . O4 O 0.15105(16) 0.7412(3) 1.06587(14) 0.0359(7) Uani 1 1 d . . . H4B H 0.1147 0.8160 1.0554 0.043 Uiso 1 1 calc R . . C4 C 0.09784(17) 0.0403(3) 1.05926(16) 0.0160(7) Uani 1 1 d . . . H4A H 0.1096 -0.0653 1.0652 0.019 Uiso 1 1 calc R . . O3 O 0.12280(15) 0.2918(3) 0.84409(15) 0.0356(7) Uani 1 1 d . . . H3B H 0.1399 0.2130 0.8146 0.043 Uiso 1 1 calc R . . C9 C 0.13553(19) 0.9872(4) 0.81000(16) 0.0201(7) Uani 1 1 d . . . H9A H 0.1299 1.0929 0.8211 0.024 Uiso 1 1 calc R . . C1 C 0.13671(19) 0.3026(4) 1.02578(17) 0.0216(7) Uani 1 1 d . . . C5 C 0.1496(2) 0.1417(4) 1.03577(19) 0.0263(8) Uani 1 1 d . . . H5A H 0.1972 0.1028 1.0254 0.032 Uiso 1 1 calc R . . C10 C 0.1615(2) 0.8870(4) 0.85660(19) 0.0269(8) Uani 1 1 d . . . H10A H 0.1737 0.9263 0.9002 0.032 Uiso 1 1 calc R . . C6 C 0.17206(19) 0.7272(4) 0.84517(18) 0.0237(8) Uani 1 1 d . . . C2 C 0.06552(19) 0.3561(4) 1.04338(19) 0.0276(8) Uani 1 1 d . . . H2B H 0.0543 0.4625 1.0394 0.033 Uiso 1 1 calc R . . N1 N 0.0289(2) 0.0937(4) 1.07402(19) 0.0472(10) Uani 1 1 d . . . C3 C 0.0113(2) 0.2529(4) 1.0667(2) 0.0313(9) Uani 1 1 d . . . H3A H -0.0367 0.2890 1.0775 0.038 Uiso 1 1 calc R . . C7 C 0.1533(2) 0.6737(5) 0.77908(19) 0.0359(10) Uani 1 1 d . . . H7A H 0.1592 0.5681 0.7680 0.043 Uiso 1 1 calc R . . C8 C 0.1261(3) 0.7765(5) 0.7300(2) 0.0469(12) Uani 1 1 d . . . H8A H 0.1135 0.7406 0.6859 0.056 Uiso 1 1 calc R . . N2 N 0.1175(3) 0.9346(5) 0.7468(2) 0.0594(12) Uani 1 1 d . . . C11 C 0.0444(3) 0.3232(5) 0.8471(2) 0.0473(11) Uani 1 1 d . . . H11A H 0.0183 0.2538 0.8160 0.071 Uiso 1 1 calc R . . H11B H 0.0353 0.4301 0.8336 0.071 Uiso 1 1 calc R . . H11C H 0.0266 0.3069 0.8936 0.071 Uiso 1 1 calc R . . C12 C 0.1730(3) 0.7082(6) 1.1345(2) 0.0572(14) Uani 1 1 d . . . H12A H 0.1451 0.7736 1.1659 0.086 Uiso 1 1 calc R . . H12B H 0.2257 0.7288 1.1397 0.086 Uiso 1 1 calc R . . H12C H 0.1631 0.5998 1.1447 0.086 Uiso 1 1 calc R . . Li1 Li 0.1939(3) 0.4045(7) 0.8980(3) 0.0297(14) Uani 1 1 d . . . Li2 Li 0.2008(3) 0.6227(7) 0.9958(3) 0.0275(13) 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 O1 0.0248(13) 0.0224(13) 0.0280(13) 0.0016(10) 0.0032(10) 0.0003(10) O2 0.0341(14) 0.0225(13) 0.0263(13) 0.0023(10) -0.0052(11) 0.0033(10) O4 0.0444(16) 0.0282(14) 0.0350(16) 0.0001(12) 0.0024(12) 0.0124(12) C4 0.0203(16) 0.0066(14) 0.0210(16) 0.0006(12) -0.0007(13) 0.0001(12) O3 0.0367(15) 0.0243(14) 0.0458(17) -0.0097(12) -0.0080(13) 0.0033(11) C9 0.0324(18) 0.0069(14) 0.0210(16) 0.0006(13) -0.0028(14) 0.0014(13) C1 0.0268(17) 0.0186(16) 0.0194(16) -0.0004(13) -0.0016(14) -0.0018(14) C5 0.0253(18) 0.0233(18) 0.0304(19) -0.0008(15) 0.0014(15) 0.0040(15) C10 0.0295(19) 0.0255(19) 0.0256(19) -0.0041(15) -0.0018(15) -0.0020(15) C6 0.0242(17) 0.0204(17) 0.0264(18) 0.0033(14) 0.0021(14) 0.0020(14) C2 0.0263(19) 0.0239(18) 0.033(2) 0.0018(15) -0.0008(15) 0.0034(15) N1 0.050(2) 0.047(2) 0.045(2) -0.0007(18) -0.0011(18) -0.0075(18) C3 0.0241(18) 0.0296(19) 0.040(2) 0.0027(17) 0.0045(16) 0.0025(15) C7 0.060(3) 0.0226(19) 0.0252(19) -0.0027(16) -0.0043(18) 0.0051(18) C8 0.086(4) 0.029(2) 0.026(2) -0.0010(17) -0.011(2) 0.004(2) N2 0.081(3) 0.046(2) 0.052(2) 0.007(2) -0.006(2) 0.003(2) C11 0.044(2) 0.042(2) 0.055(3) -0.008(2) -0.010(2) 0.008(2) C12 0.074(3) 0.058(3) 0.039(3) 0.000(2) 0.002(2) 0.033(3) Li1 0.033(3) 0.021(3) 0.035(3) 0.000(3) -0.004(3) -0.002(3) Li2 0.029(3) 0.023(3) 0.030(3) 0.000(2) -0.001(3) 0.002(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C1 1.329(4) . ? O1 Li2 1.942(6) . ? O1 Li2 1.953(6) 2_565 ? O1 Li1 1.972(7) . ? O2 C6 1.326(4) . ? O2 Li1 1.942(6) . ? O2 Li2 1.952(7) . ? O2 Li1 1.960(6) 2_565 ? O4 C12 1.407(5) . ? O4 Li2 1.903(6) . ? C4 N1 1.339(5) . ? C4 C5 1.341(5) . ? O3 C11 1.422(5) . ? O3 Li1 1.897(6) . ? C9 C10 1.321(5) . ? C9 N2 1.336(5) . ? C1 C2 1.388(5) . ? C1 C5 1.402(5) . ? C10 C6 1.391(5) . ? C6 C7 1.392(5) . ? C2 C3 1.381(5) . ? N1 C3 1.397(5) . ? C7 C8 1.375(6) . ? C8 N2 1.392(6) . ? Li1 O2 1.960(6) 2_565 ? Li1 Li1 2.574(12) 2_565 ? Li1 Li2 2.648(8) . ? Li1 Li2 2.666(9) 2_565 ? Li2 O1 1.953(6) 2_565 ? Li2 Li1 2.666(9) 2_565 ? Li2 Li2 2.726(11) 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 C1 O1 Li2 132.9(3) . . ? C1 O1 Li2 132.6(3) . 2_565 ? Li2 O1 Li2 88.8(3) . 2_565 ? C1 O1 Li1 114.6(3) . . ? Li2 O1 Li1 85.1(3) . . ? Li2 O1 Li1 85.6(3) 2_565 . ? C6 O2 Li1 128.4(3) . . ? C6 O2 Li2 138.8(3) . . ? Li1 O2 Li2 85.7(3) . . ? C6 O2 Li1 117.2(3) . 2_565 ? Li1 O2 Li1 82.5(3) . 2_565 ? Li2 O2 Li1 85.9(3) . 2_565 ? C12 O4 Li2 115.6(3) . . ? N1 C4 C5 118.8(3) . . ? C11 O3 Li1 122.5(3) . . ? C10 C9 N2 119.1(3) . . ? O1 C1 C2 122.9(3) . . ? O1 C1 C5 121.2(3) . . ? C2 C1 C5 115.9(3) . . ? C4 C5 C1 124.2(3) . . ? C9 C10 C6 124.8(3) . . ? O2 C6 C10 121.8(3) . . ? O2 C6 C7 122.6(3) . . ? C10 C6 C7 115.6(3) . . ? C3 C2 C1 120.5(3) . . ? C4 N1 C3 120.9(3) . . ? C2 C3 N1 119.6(3) . . ? C8 C7 C6 120.3(4) . . ? C7 C8 N2 119.6(4) . . ? C9 N2 C8 120.6(4) . . ? O3 Li1 O2 120.5(3) . . ? O3 Li1 O2 123.9(3) . 2_565 ? O2 Li1 O2 97.3(3) . 2_565 ? O3 Li1 O1 120.3(3) . . ? O2 Li1 O1 94.2(3) . . ? O2 Li1 O1 93.6(3) 2_565 . ? O3 Li1 Li1 146.7(2) . 2_565 ? O2 Li1 Li1 49.0(2) . 2_565 ? O2 Li1 Li1 48.4(2) 2_565 2_565 ? O1 Li1 Li1 92.95(18) . 2_565 ? O3 Li1 Li2 140.8(3) . . ? O2 Li1 Li2 47.3(2) . . ? O2 Li1 Li2 95.2(3) 2_565 . ? O1 Li1 Li2 46.96(19) . . ? Li1 Li1 Li2 61.4(2) 2_565 . ? O3 Li1 Li2 144.2(3) . 2_565 ? O2 Li1 Li2 95.1(3) . 2_565 ? O2 Li1 Li2 46.9(2) 2_565 2_565 ? O1 Li1 Li2 46.9(2) . 2_565 ? Li1 Li1 Li2 60.7(2) 2_565 2_565 ? Li2 Li1 Li2 61.7(3) . 2_565 ? O4 Li2 O1 116.7(3) . . ? O4 Li2 O2 132.2(3) . . ? O1 Li2 O2 94.8(3) . . ? O4 Li2 O1 118.3(3) . 2_565 ? O1 Li2 O1 90.9(3) . 2_565 ? O2 Li2 O1 94.5(3) . 2_565 ? O4 Li2 Li1 148.7(3) . . ? O1 Li2 Li1 47.91(19) . . ? O2 Li2 Li1 47.0(2) . . ? O1 Li2 Li1 91.2(3) 2_565 . ? O4 Li2 Li1 150.9(3) . 2_565 ? O1 Li2 Li1 90.9(3) . 2_565 ? O2 Li2 Li1 47.1(2) . 2_565 ? O1 Li2 Li1 47.5(2) 2_565 2_565 ? Li1 Li2 Li1 57.9(3) . 2_565 ? O4 Li2 Li2 134.8(2) . 2_565 ? O1 Li2 Li2 45.73(18) . 2_565 ? O2 Li2 Li2 92.98(18) . 2_565 ? O1 Li2 Li2 45.42(19) 2_565 2_565 ? Li1 Li2 Li2 59.5(2) . 2_565 ? Li1 Li2 Li2 58.8(2) 2_565 2_565 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.652 _refine_diff_density_min -0.687 _refine_diff_density_rms 0.084